Organic EL device

Abstract

In an organic EL device, a light emitting layer contains a specific coumarin derivative, and a hole injecting and/or transporting layer contains a specific tetraaryldiamine derivative. Also a light emitting layer in the form of a mix layer contains a specific coumarin derivative, a specific quinacridone compound or a specific styryl amine compound. There are provided at least two light emitting layers including a light emitting layer of the mix layer type wherein at least two dopants are contained so that at least two luminescent species may emit light. There is obtained an organic EL device capable of high luminance and continuous light emission and ensuring reliability. Multi-color light emission becomes possible.

Description

FIELD OF THE INVENTION

[0001] This invention relates to an organic electroluminescent (EL) device and more particularly, to a device capable of emitting light from a thin film of an organic compound upon application of electric field.

BACKGROUND ART

[0002] Organic EL devices are light emitting devices comprising a thin film containing a fluorescent organic compound interleaved between a cathode and an anode. Electrons and holes are injected into the thin film where they are recombined to create excitons. Light is emitted by utilizing luminescence (phosphorescence or fluorescence) upon deactivation of excitons.

[0003] The organic EL devices are characterized by plane light emission at a high luminance of about 100 to 100,000 cd/m2 with a low voltage of about 10 volts and light emission in a spectrum from blue to red color by a simple choice of the type of fluorescent material.

[0004] The organic EL devices, however, are undesirably short in emission life, less durable on storage and less reliable because of the following factors.

[0005] (1) Physical changes of organic compounds:

[0006] Growth of crystal domains renders the interface non-uniform, which causes deterioration of electric charge injection ability, short-circuiting and dielectric breakdown of the device. Particularly when a low molecular weight compound having a molecular weight of less than 500 is used, crystal grains develop and grow, substantially detracting from film quality. Even when the interface with ITO is rough, significant development and growth of crystal grains occur to lower luminous efficiency and allow current leakage, ceasing to emit light. Dark spots which are local non-emitting areas are also formed.

[0007] (2) Oxidation and stripping of the cathode:

[0008] Although metals having a low work function such as Na, Mg, Li, Ca, K, and Al are used as the cathode in order to facilitate electron injection, these metals are reactive with oxygen and moisture in air. As a result, the cathode can be stripped from the organic compound layer, prohibiting electric charge injection. Particularly when a polymer or the like is applied as by spin coating, the residual solvent and decomposed products resulting from film formation promote oxidative reaction of the electrodes which can be stripped to create local dark spots.

[0009] (3) Low luminous efficiency and increased heat build-up:

[0010] Since electric current is conducted across an organic compound, the organic compound must be placed under an electric field of high strength and cannot help heating. The heat causes melting, crystallization or decomposition of the organic compound, leading to deterioration or failure of the device.

[0011] (4) Photochemical and electrochemical changes of organic compound layers.

[0012] Coumarin compounds were proposed as the fluorescent material for organic EL devices (see JP-A 264692/1988, 191694/1990, 792/1991, 202356/1993, 9952/1994, and 240243/1994). The coumarin compounds are used in the light emitting layer alone or as a guest compound or dopant in admixture with host compounds such as tris(8-quinolinolato)-aluminum. Such organic EL devices have combined with the light emitting layer a hole injecting layer, a hole transporting layer or a hole injecting and transporting layer which uses tetraphenyldiamine derivatives based on a 1,1′-biphenyl-4,4′-diamine skeleton and having phenyl or substituted phenyl groups attached to the two nitrogen atoms of the diamine, for example, N,N′-diphenyl-N,N′-bis(3-methylphenyl)-1,1′-biphenyl-4,4′-diamine. These organic EL devices, however, are unsatisfactory in emission life and reliability with respect to heat resistance. When these compounds are used as a host, high luminance devices are not available.

[0013] To meet the demand for organic EL devices of the multi-color light emission type, multilayer white light emitting organic EL devices were proposed (Yoshiharu Sato, Shingaku Giho, OME94-78 (1995-03)). The light emitting layer used therein is a lamination of a blue light emitting layer using a zinc oxazole complex, a green light emitting layer using tris(8-quinolinolato)aluminum, and a red light emitting layer of tris(8-quinolinolato)aluminum doped with a red fluorescent dye (P-660, DCM1).

[0014] The red light emitting layer is doped with a luminescent species to enable red light emission as mentioned above while the other layers are subject to no doping. For the green and blue light emitting layers, a choice is made such that light emission is possible with host materials alone. The choice of material and the freedom of adjustment of emission color are severely constrained.

[0015] In general, the emission color of an organic EL device is changed by adding a trace amount of a luminescent species, that is, doping. This is due to the advantage that the luminescent species can be readily changed by changing the type of dopant. Accordingly, multi-color light emission is possible in principle by doping a plurality of luminescent species. If a single host is evenly doped with all such luminescent species, however, only one of the luminescent species doped would contribute to light emission or some of the luminescent species dopes would not contribute to light emission. In summary, even when a single host is doped with a mixture of dopants, it is difficult for all the dopants to contribute to light emission. This is because of the tendency that energy is transferred to only a particular luminescent species.

[0016] For this and other reasons, there are known until now no examples of doping two or more luminescent species so that stable light emission may be derived from them.

[0017] In general, the luminance half-life of organic EL devices is in a trade-off to the luminescence intensity. It was reported (Tetsuo Tsutsui, Applied Physics, vol. 66, No. 2 (1997)) that the life can be prolonged by doping tris(8-quinolinolato)aluminum or N,N′-diphenyl-N,N′-bis(3-methylphenyl)-1,1′-biphenyl-4,4′-diamine with rubrene. A device having an initial luminance of about 500 cd/m2 and a luminance half-life of about 3,500 hours was available. The emission color of this device is, however, limited to yellow (in proximity to 560 nm). A longer life is desired.

DISCLOSURE OF THE INVENTION

[0018] An object of the present invention is to provide an organic EL device using a photoelectric functional material experiencing minimal physical changes, photochemical changes or electrochemical changes and capable of light emission of plural colors at a high luminous efficiency in a highly reliable manner. Another object is especially to provide a high luminance light emitting device using an organic thin film formed from a high molecular weight compound by evaporation, the device being highly reliable in that a rise of drive voltage, a drop of luminance, current leakage, and the appearance and development of local dark spots during operation of the device are restrained. A further object is to provide an organic EL device adapted for multi-color light emission and capable of adjustment of an emission spectrum. A still further object is to provide an organic EL device featuring a high luminance and a long lifetime.

[0019] These and other objects are attained by the present invention which is defined below as (1) to (18).

[0020] (1) An organic electroluminescent device comprising

[0021] a light emitting layer containing a coumarin derivative of the following formula (I), and

[0022] a hole injecting and/or transporting layer containing a tetraaryldiamine derivative of the following formula (II), 1

[0023] wherein each of R1, R2, and R3, which may be identical or different, is a hydrogen atom, cyano, carboxyl, alkyl, aryl, acyl, ester or heterocyclic group, or R1 to R3, taken together, may form a ring; each of R4 and R7 is a hydrogen atom, alkyl or aryl group; each of R5 and R6 is an alkyl or aryl group; or R4 and R5, R5 and R6, and R6 and R7, taken together, may form a ring, and 2

[0024] wherein each of Ar1, Ar2, Ar3, and Ar4 is an aryl group, at least one of Ar1 to Ar4 is a polycyclic aryl group derived from a fused ring or ring cluster having at least two benzene rings; each of R11 and R12 is an alkyl group; each of p and q is 0 or an integer of 1 to 4; each of R13 and R14 is an aryl group; and each of r and s is 0 or an integer of 1 to 5.

[0025] (2) The organic electroluminescent device of (1) wherein said light emitting layer containing a coumarin derivative is formed of a host material doped with the coumarin derivative as a dopant.

[0026] (3) The organic electroluminescent device of (2) wherein said host material is a quinolinolato metal complex.

[0027] (4) An organic electroluminescent device comprising a light emitting layer in the form of a mix layer containing a hole injecting and transporting compound and an electron injecting and transporting compound, the mix layer being further doped with a coumarin derivative of the following formula (I), a quinacridone compound of the following formula (III) or a styryl amine compound of the following formula (IV) as a dopant, 3

[0028] wherein each of R1, R2, and R3, which may be identical or different, is a hydrogen atom, cyano, carboxyl, alkyl, aryl, acyl, ester or heterocyclic group, or R1 to R3, taken together, may form a ring; each of R4 and R7 is a hydrogen atom, alkyl or aryl group; each of R5 and R6 is an alkyl or aryl group; or R4 and R5, R5 and R6, and R6 and R7, taken together, may form a ring, 4

[0029] wherein each of R21 and R22, which may be identical or different, is a hydrogen atom, alkyl or aryl group; each of R23 and R24 is an alkyl or aryl group; each of t and u is 0 or an integer of 1 to 4; or adjacent R23 groups or R24 groups, taken together, may form a ring when t or u is at least 2, 5

[0030] wherein R31 is a hydrogen atom or aryl group; each of R32 and R33, which may be identical or different, is a hydrogen atom, aryl or alkenyl group; R34 is an arylamino or arylaminoaryl group; and v is 0 or an integer of 1 to 5.

[0031] (5) The organic electroluminescent device of (4) wherein said hole injecting and transporting compound is an aromatic tertiary amine, and said electron injecting and transporting compound is a quinolinolato metal complex.

[0032] (6) The organic electroluminescent device of (5) wherein said aromatic tertiary amine is a tetraaryldiamine derivative of the following formula (II): 6

[0033] wherein each of Ar1, Ar2, Ar3, and Ar4 is an aryl group, at least one of Ar1 to Ar4 is a polycyclic aryl group derived from a fused ring or ring cluster having at least two benzene rings; each of R11 and R12 is an alkyl group; each of p and q is 0 or an integer of 1 to 4; each of R13 and R14 is an aryl group; and each of r and s is 0 or an integer of 1 to 5.

[0034] (7) The organic electroluminescent device of any one of (1) to (6) wherein said light emitting layer is interleaved between at least one hole injecting and/or transporting layer and at least one electron injecting and/or transporting layer.

[0035] (8) The organic electroluminescent device of (1), (2), (3) or (7) wherein said hole injecting and/or transporting layer is further doped with a rubrene as a dopant.

[0036] (9) The organic electroluminescent device of any one of (1) to (8) wherein a color filter and/or a fluorescence conversion filter is disposed on a light output side so that light is emitted through the color filter and/or fluorescence conversion filter.

[0037] (10) An organic electroluminescent device comprising at least two light emitting layers including a bipolar light emitting layer, a hole injecting and/or transporting layer disposed nearer to an anode than said light emitting layer, and an electron injecting and/or transporting layer disposed nearer to a cathode than said light emitting layer,

[0038] said at least two light emitting layers being a combination of bipolar light emitting layers or a combination of a bipolar light emitting layer with a hole transporting/light emitting layer disposed nearer to the anode than the bipolar light emitting layer and/or an electron transporting/light emitting layer disposed nearer to the cathode than the bipolar light emitting layer.

[0039] (11) The organic electroluminescent device of (10) wherein said bipolar light emitting layer is a mix layer containing a hole injecting and transporting compound and an electron injecting and transporting compound.

[0040] (12) The organic electroluminescent device of (11) wherein all said at least two light emitting layers are mix layers as defined above.

[0041] (13) The organic electroluminescent device of any one of (10) to (12) wherein at least one of said at least two light emitting layers is doped with a dopant.

[0042] (14) The organic electroluminescent device of any one of (10) to (13) wherein all said at least two light emitting layers are doped with dopants.

[0043] (15) The organic electroluminescent device of any one of (10) to (14) wherein said at least two light emitting layers have different luminescent characteristics, a light emitting layer having an emission maximum wavelength on a longer wavelength side is disposed near the anode.

[0044] (16) The organic electroluminescent device of any one of (13) to (15) wherein said dopant is a compound having a naphthacene skeleton.

[0045] (17) The organic electroluminescent device of any one of (13) to (16) wherein said dopant is a coumarin of the following formula (I): 7

[0046] wherein each of R1, R2, and R3, which may be identical or different, is a hydrogen atom, cyano, carboxyl, alkyl, aryl, acyl, ester or heterocyclic group, or R1 to R3, taken together, may form a ring; each of R4 and R7 is a hydrogen atom, alkyl or aryl group; each of R5 and R6 is an alkyl or aryl group; or R4 and R5, R5 and R6, and R6 and R7, taken together, may form a ring.

[0047] (18) The organic electroluminescent device of any one of (11) to (17) wherein said hole injecting and transporting compound is an aromatic tertiary amine, and said electron injecting and transporting compound is a quinolinolato metal complex.

[0048] The organic EL device of the invention can achieve a high luminance of about 100,000 cd/m2 or higher in a stable manner since it uses a coumarin derivative of formula (I) in a light emitting layer and a tetraaryldiamine derivative of formula (II) in a hole injecting and/or transporting layer, or a light emitting layer is formed by doping a mix layer of a hole injecting and transporting compound and an electron injecting and transporting compound with a coumarin derivative of formula (I), a quinacridone compound of formula (II) or a styryl amine compound of formula (III). A choice of a highly durable host material for the coumarin derivative of formula (I) allows for stable driving of the device for a prolonged period even at a current density of about 30 mA/cm2.

[0049] Since evaporated films of the above-mentioned compounds are all in a stable amorphous state, thin film properties are good enough to enable uniform light emission free of local variations. The films remain stable and undergo no crystallization over one year in the air.

[0050] Also the organic EL device of the invention is capable of efficient light emission under low drive voltage and low drive current conditions. The organic EL device of the invention has a maximum wavelength of light emission in the range of about 480 =m to about 640 nm. For example, JP-A 240243/1994 discloses an organic EL device comprising a light emitting layer using tris(8-quinolinolato)aluminum as a host material and a compound embraced within the coumarin derivatives of formula (I) according to the present invention as a guest material. However, the compound used in the hole transporting layer is N,N′-diphenyl-N,N′-bis(3-methylphenyl)-1,1′-biphenyl-4,4′-diamine and thus different from the compounds of formula (II) according to the present invention. There are known no examples of doping a light emitting layer of the mix layer type with a coumarin a derivative of formula (I), a quinacridone compound of formula (II) or a styryl amine compound of formula (III).

[0051] Furthermore, in order to enable light emission of two or more colors by altering the carrier transporting capability of respective light emitting layers, the present invention employs two or more light emitting layers, at least one of which is a layer of the bipolar type, preferably of the mix layer type, and which are a combination of bipolar light emitting layers, preferably of the mix layer type or a combination of a bipolar light emitting layer, preferably of the mix layer type with a hole transporting/light emitting layer disposed nearer to the anode than the bipolar light emitting layer, preferably of the mix layer type and/or an electron transporting/light emitting layer disposed nearer to the cathode than the bipolar light emitting layer. Further preferably, the light emitting layers are doped with respective dopants.

[0052] Among the foregoing embodiments, the especially preferred embodiment wherein a mix layer is doped is discussed below. By providing a mix layer and doping it, the recombination region is spread throughout the mix layer and to the vicinity of the interface between the mix layer and the hole transporting/light emitting layer or the interface between the mix layer and the electron transporting/light emitting layer to create excitons whereupon energy is transferred from the hosts of the respective light emitting layers to the nearest luminescent species to enable light emission of two or more luminescent species (or dopants). Also in the embodiment using the mix layer, by selecting for the mix layer a compound which is stable to the injection of holes and electrons, the electron and hole resistance of the mix layer itself can be outstandingly improved. In contrast, a combination of a hole transporting/light emitting layer with an electron transporting/light emitting layer rather in the absence of a mix layer which is a bipolar light emitting layer enables light emission from two or more luminescent species, but is so difficult to control the light emitting layers that the ratio of two luminescence intensities will readily change, and is short in life and practically unacceptable because these light emitting layers are less resistant to both holes and electrons. Also it becomes possible to adjust the carrier (electron and hole) providing capability by adjusting the combination of host materials for light emitting layers, the combination and quantity ratio of host materials for mix layers which are bipolar light emitting layers, or the ratio of film thicknesses. This enables adjustment of a light emission spectrum. The present invention is thus applicable to an organic EL device of the multi-color light emission type. In the embodiment wherein a light emitting layer (especially a mix layer) doped with a naphthacene skeleton bearing compound such as rubrene is provided, owing to the function of the rubrene-doped layer as a carrier trapping layer, the carrier injection into an adjacent layer (e.g., an electron transporting layer or a hole transporting layer) is reduced to prohibit deterioration of these layers, leading to a high luminance of about 1,000 cd/m2 and a long lifetime as expressed by a luminance half-life of about 50,000 hours. In the further embodiment wherein a light emitting layer having a maximum wavelength of light emission on a longer wavelength side is disposed near the anode, a higher luminance is achievable because the optical interference effect can be utilized and the efficiency of taking out emission from the respective layers is improved.

[0053] Although an organic EL device capable of white light emission is proposed in Shingaku Giho, OME94-78 (1995-03), no reference is made therein to the doping of two or more light emitting layers including a bipolar light emitting layer, especially a mix layer as in the present invention.

BRIEF DESCRIPTION OF THE DRAWINGS

[0054] FIG. 1 is a schematic view showing an organic EL device according to one embodiment of the invention.

[0055] FIG. 2 is a graph showing an emission spectrum of an organic EL device.

[0056] FIG. 3 is a graph showing an emission spectrum of an organic EL device.

[0057] FIG. 4 is a graph showing an emission spectrum of an organic EL device.

[0058] FIG. 5 is a graph showing an emission spectrum of an organic EL device.

[0059] FIG. 6 is a graph showing an emission spectrum of an organic EL device.

[0060] FIG. 7 is a graph showing an emission spectrum of an organic EL device.

[0061] FIG. 8 is a graph showing an emission spectrum of an organic EL device.

[0062] FIG. 9 is a graph showing an emission spectrum of an organic EL device.

[0063] FIG. 10 is a graph showing an emission spectrum of an organic EL device.

[0064] FIG. 11 is a graph showing an emission spectrum of an organic EL device.

[0065] FIG. 12 is a graph showing an emission spectrum of an organic EL device.

[0066] FIG. 13 is a graph showing an emission spectrum of an organic EL device.

[0067] FIG. 14 is a graph showing an emission spectrum of an organic EL device.

THE BEST MODE FOR CARRYING OUT THE INVENTION

[0068] Now, several embodiments of the present invention are described in detail.

[0069] The organic EL device of the invention includes a light emitting layer containing a coumarin derivative of formula (I) and a hole injecting and/or transporting layer containing a tetraaryldiamine derivative of formula (II).

[0070] Referring to formula (I), each of R1 to R3 represents a hydrogen atom, cyano group, carboxyl group, alkyl group, aryl group, acyl group, ester group or heterocyclic group, and they may be identical or different.

[0071] The alkyl groups represented by R1 to R3 are preferably those having 1 to 5 carbon atoms and may be either normal or branched and have substituents such as halogen atoms. Examples of the alkyl group include methyl, ethyl, n- and i-propyl, n-, i-, s- and t-butyl, n-pentyl, isopentyl, t-pentyl, and trifluoromethyl.

[0072] The aryl groups represented by R1 to R3 are preferably monocyclic and have 6 to 24 carbon atoms and may have substituents such as halogen atoms and alkyl groups. One exemplary group is phenyl.

[0073] The acyl groups represented by R1 to R3 are preferably those having 2 to 10 carbon atoms, for example, acetyl, propionyl, and butyryl.

[0074] The ester groups represented by R1 to R3 are preferably those having 2 to 10 carbon atoms, for example, methoxycarbonyl, ethoxycarbonyl, and butoxycarbonyl.

[0075] The heterocyclic groups represented by R1 to R3 are preferably those having a nitrogen atom (N), oxygen atom (O) or sulfur atom (S) as a hetero atom, more preferably those derived from a 5-membered heterocycle fused to a benzene ring or naphthalene ring. Also preferred are those groups derived from a nitrogenous 6-membered heterocycle having a benzene ring as a fused ring. Illustrative examples include benzothiazolyl, benzoxazolyl, benzimidazolyl, and naphthothiazolyl groups, preferably in 2-yl form, as well as 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrazinyl, 2-quinolyl, and 7-quinolyl groups. They may have substituents, examples of which include alkyl, aryl, alkoxy, and aryloxy groups.

[0076] Preferred examples of the heterocyclic group represented by R1 to R3 are given below. 8

[0077] In formula (I), R1 to R3, taken together, may form a ring. Examples of the ring formed thereby include carbocycles such as cyclopentene.

[0078] It is preferred that R1 to R3 are not hydrogen atoms at the same time, and more preferably R1 is a heterocyclic group as mentioned above.

[0079] In formula (I), each of R4 and R7 represents a hydrogen atom, alkyl group (methyl, etc.) or aryl group (phenyl, naphthyl, etc.). Each of R5 and R6 is an alkyl group or aryl group, and they may be identical or different, often identical, with the alkyl group being especially preferred.

[0080] Examples of the alkyl group represented by R4 to R7 are as exemplified for R1 to R3.

[0081] Each pair of R4 and R5, R5 and R6, and R6 and R7, taken together, may form a ring. Preferably, each pair of R4 and R5, and R6 and R7, taken together, form a 6-membered ring with the carbon atoms (C) and nitrogen atom (N) at the same time. When a partially hydrogenated quinolizine ring is formed in this way, the structural formula is preferably the following formula (Ia). This formula is especially effective for preventing fluorescence density extinction by the interaction between coumarin compounds themselves, leading to improved fluorescence quantum yields. 9

[0082] In formula (Ia), R1 to R3 are as defined in formula (I). Each of R41, R42, R71, and R72 represents a hydrogen atom or alkyl group, examples of the alkyl group being as exemplified for R1 to R3.

[0083] Illustrative examples of the coumarin derivative of formula (I) are given below although the invention is not limited thereto. The following examples are expressed by a combination of R's in formula (I) or (Ia). Ph represents a phenyl group.

	(I)
10
Compound	R1	R2	R3	R4	R5	R6	R7
I-101	11	H	H	H	—C2H5	—C2H5	H
I-102	12	H	H	H	—C2H5	—C2H5	H
I-103	13	H	H	H	—C2H5	—C2H5	H
I-104	14	H	H	H	—C2H5	—C2H5	H
I-105	15	H	H	H	—CH3	—CH3	H
I-106	16	H	H	H	—Ph	—Ph	H
I-107	17	H	H	H	o-tolyl	o-tolyl	H
I-108	18	H	H	H	m-tolyl	m-tolyl	H
I-109	19	H	H	H	p-tolyl	p-tolyl	H
I-110	20	H	H	H	1-naphthyl	1-naphthyl	H
I-111	21	H	H	H	2-naphthyl	2-naphthyl	H
I-112	22	H	H	H	m-biphenylyl	m-biphenylyl	H
I-113	23	H	H	H	p-biphenylyl	p-biphenylyl	H
I-114	24	H	H	H	Ph	CH3	H
I-115	25	H	H	H	1-naphthyl	CH3	H
I-116	26	H	H	H	2-naphthyl	CH3	H
I-117	27	H	H	H	CH3	CH3	CH3

[0084]

	(Ia)
28
Compound	R1	R2	R3	R41	R42	R71	R72
I-201	29	H	H	CH3	CH3	CH3	CH3
I-202	30	H	H	CH3	CH3	CH3	CH3
I-203	31	H	H	CH3	CH3	CH3	CH3
I-204	32	H	H	H	H	H	H
I-205	33	H	H	H	H	H	H
I-206	34	H	H	H	H	H	H
I-207	35	H	H	CH3	CH3	CH3	CH3
I-208	36	H	H	CH3	CH3	CH3	CH3
I-209	37	H	H	CH3	CH3	CH3	CH3
I-210	38	H	H	CH3	CH3	CH3	CH3
I-211	—CO2C2H5	H	H	CH3	CH3	CH3	CH3
I-212	H	CH3	H	CH3	CH3	CH3	CH3
I-213	R1 and R2 together	H	CH3	CH3	CH3	CH3
	form a fused
	cyclopentene ring
I-214	H	CF3	H	CH3	CH3	CH3	CH3
I-215	COCH3	H	H	CH3	CH3	CH3	CH3
I-216	CN	H	H	CH3	CH3	CH3	CH3
I-217	CO2H	H	H	CH3	CH3	CH3	CH3
I-218	—CO2C4H9(t)	H	H	CH3	CH3	CH3	CH3
I-219	—Ph	H	H	CH3	CH3	CH3	CH3

[0085] These compounds can be synthesized by the methods described in JP-A 9952/1994, Ger. Offen. 1098125, etc.

[0086] The coumarin derivatives of formula (I) may be used alone or in admixture of two or more.

[0087] Next, the tetraaryldiamine derivative of formula (II) used in the hole injecting and/or transporting layer is described.

[0088] In formula (II), each of Ar1, Ar2, Ar3, and Ar4 is an aryl group, and at least one of Ar1 to Ar4 is a polycyclic aryl group derived from a fused ring or ring cluster having at least two benzene rings.

[0089] The aryl groups represented by Ar1 to Ar4 may have substituents and preferably have 6 to 24 carbon atoms in total. Examples of the monocyclic aryl group include phenyl and tolyl; and examples of the polycyclic aryl group include 2-biphenylyl, 3-biphenylyl, 4-biphenylyl, 1-naphthyl, 2-naphthyl, anthryl, phenanthryl, pyrenyl, and perylenyl.

[0090] It is preferred in formula (II) that the amino moiety resulting from the attachment of Ar1 and Ar2 be identical with the amino moiety resulting from the attachment of Ar3 and Ar4.

[0091] In formula (II), each of R11 and R12 represents an alkyl group, and each of p and q is 0 or an integer of 1 to 4.

[0092] Examples of the alkyl group represented by R11 and R12 are as exemplified for R1 to R3 in formula (I), with methyl being preferred. Letters p and q are preferably 0 or 1.

[0093] In formula (II), each of R13 and R14 is an aryl group, and each of r and s is 0 or an integer of 1 to 5.

[0094] Examples of the aryl group represented by R13 and R.4 are as exemplified for R1 to R3 in formula (I), with phenyl being preferred. Letters r and s are preferably 0 or 1.

[0095] Illustrative examples of the tetraaryldiamine derivative of formula (II) are given below although the invention is not limited thereto. The following examples are expressed by a combination of Ar's in formula (IIa). With respect to R51 to R58 and R59 to R68, H is shown when they are all hydrogen atoms, and only a substituent is shown if any. 39

Compound	Ar1	Ar2	Ar3	Ar4	R51—R58	R59—R68
II-101	3-biphenylyl	3-biphenylyl	3-biphenylyl	3-biphenylyl	H	H
II-102	Ph	3-biphenylyl	Ph	3-biphenylyl	H	H
II-103	4-biphenylyl	4-biphenylyl	4-biphenylyl	4-biphenylyl	H	H
II-104	Ph	4-biphenylyl	Ph	4-biphenylyl	H	H
II-105	Ph	2-naphthyl	Ph	2-naphthyl	H	H
II-106	Ph	pyrenyl	Ph	pyrenyl	H	H
II-107	Ph	1-naphthyl	Ph	1-naphthyl	H	H
II-108	2-naphthyl	2-naphthyl	2-naphthyl	2-naphthyl	H	H
II-109	3-biphenylyl	3-biphenylyl	3-biphenylyl	3-biphenylyl	R52═R56═CH3	H
II-110	3-biphenylyl	3-biphenylyl	3-biphenylyl	3-biphenylyl	H	R61═R66═Ph
II-111	3-biphenylyl	3-biphenylyl	3-biphenylyl	3-biphenylyl	H	R60═R65═Ph
II-112	3-biphenylyl	3-biphenylyl	3-biphenylyl	3-biphenylyl	H	R59═R64═Ph

[0096] These compounds can be synthesized by the method described in EP 0650955A1 (corresponding to Japanese Patent Application No. 43564/1995), etc.

[0097] These compounds have a molecular weight of about 1,000 to about 2,000, a melting point of about 200° C. to about 400° C., and a glass transition temperature of about 130° C. to about 200° C. Due to these characteristics, they form satisfactory, smooth, transparent films as by conventional vacuum evaporation, and the films exhibit a stable amorphous state even above room temperature and maintain that state over an extended period of time. Also, the compounds can be formed into thin films by themselves without a need for binder resins.

[0098] The tetraaryldiamine derivatives of formula (II) may be used alone or in admixture of two or more.

[0099] The organic EL device of the invention uses the coumarin derivative of formula (I) in a light emitting layer and the tetraaryldiamine derivative of formula (II) in a hole injecting and/or transporting layer, typically a hole injecting and transporting layer.

[0100] FIG. 1 illustrates one exemplary construction of the organic EL device of the invention. The organic EL device 1 is illustrated in FIG. 1 as comprising an anode 3, a hole injecting and transporting layer 4, a light emitting layer 5, an electron injecting and transporting layer 6, and a cathode 7 stacked on a substrate 2 in the described order. Light emission exits from the substrate 2 side. A color filter film 8 (adjacent to the substrate 2) and a fluorescence conversion filter film 9 are disposed between the substrate 2 and the anode 3 for controlling the color of light emission. The organic EL device 1 further includes a sealing layer 10 covering these layers 4, 5, 6, 8, 9 and electrodes 3, 7. The entirety of these components is disposed within a casing 11 which is integrally attached to the glass substrate 2. A gas or liquid 12 is contained between the sealing layer 10 and the casing 11. The sealing layer 10 is formed of a resin such as Teflon and the casing 11 may be formed of such a material as glass or aluminum and joined to the substrate 2 with a photo-curable resin adhesive or the like. The gas or liquid 12 used herein may be dry air, an inert gas such as N2 and Ar, an inert liquid such as fluorinated compounds, or a dehumidifying agent.

[0101] The light emitting layer has functions of injecting holes and electrons, transporting them, and recombining holes and electrons to create excitons. Those compounds which are bipolarly (to electrons and holes) stable and produce a high fluorescence intensity are preferably used in the light emitting layer. The hole injecting and transporting layer has functions of facilitating injection of holes from the anode, transporting holes in a stable manner, and obstructing electron transportation. The electron injecting and transporting layer has functions of facilitating injection of electrons from the cathode, transporting electrons in a stable manner, and obstructing hole transportation. These layers are effective for confining holes and electrons injected into the light emitting layer to increase the density of holes and electrons therein for establishing a full chance of recombination, thereby optimizing the recombination region to improve light emission efficiency. The hole injecting and transporting layer and the electron injecting and transporting layer are provided if necessary in consideration of the height of the hole injecting, hole transporting, electron injecting, and electron transporting functions of the compound used in the light emitting layer. For example, if the compound used in the light emitting layer has a high hole injecting and transporting function or a high electron injecting and transporting function, then it is possible to construct such that the light emitting layer may also serve as the hole injecting and transporting layer or electron injecting and transporting layer while the hole injecting and transporting layer or electron injecting and transporting layer is omitted. In some embodiments, both the hole injecting and transporting layer and the electron injecting and transporting layer may be omitted. Each of the hole injecting and transporting layer and the electron injecting and transporting layer may be provided as separate layers, a layer having an injecting function and a layer having a transporting function.

[0102] The thickness of the light emitting layer, the thickness of the hole injecting and transporting layer, and the thickness of the electron injecting and transporting layer are not critical and vary with a particular formation technique although their preferred thickness is usually from about 5 nm to about 1,000 nm, especially from 10 nm to 200 nm.

[0103] The thickness of the hole injecting and transporting layer and the thickness of the electron injecting and transporting layer, which depend on the design of the recombination/light emitting region, may be approximately equal to or range from about {fraction (1/10)} to about 10 times the thickness of the light emitting layer. In the embodiment wherein the hole or electron injecting and transporting layer is divided into an injecting layer and a transporting layer, it is preferred that the injecting layer be at least 1 nm thick and the transporting layer be at least 20 nm thick. The upper limit of the thickness of the injecting layer and the transporting layer in this embodiment is usually about 1,000 nm for the injecting layer and about 100 nm for the transporting layer. These film thickness ranges are also applicable where two injecting and transporting layers are provided.

[0104] The control of the thicknesses of a light emitting layer, an electron injecting and transporting layer, and a hole injecting and transporting layer to be combined in consideration of the carrier mobility and carrier density (which is dictated by the ionization potential and electron affinity) of the respective layers allows for the free design of the recombination/light emitting region, the design of emission color, the control of luminescence intensity and emission spectrum by means of the optical interference between the electrodes, and the control of the space distribution of light emission, enabling the manufacture of a desired color purity device or high efficiency device.

[0105] The coumarin derivative of formula (I) is best suited for use in the light emitting layer since it is a compound having a high fluorescence intensity. The content of the compound in the light emitting layer is preferably at least 0.01% by weight, more preferably at least 1.0% by weight.

[0106] In the practice of the invention, the light emitting layer may further contain a fluorescent material in addition to the coumarin derivative of formula (I). The fluorescent material may be at least one member selected from compounds as disclosed in JP-A 264692/1988, for example, quinacridone, rubrene, and styryl dyes. Also included are quinoline derivatives, for example, metal complex dyes having 8-quinolinol or a derivative thereof as a ligand such as tris(8-quinolinolato)aluminum, tetraphenylbutadiene, anthracene, perylene, coronene, and 12-phthaloperinone derivatives. Further included are phenylanthracene derivatives of JP-A 12600/1996 and tetraarylethene derivatives of JP-A 12969/1996.

[0107] It is preferred to use the coumarin derivative of formula (I) in combination with a host material, especially a host material capable of light emission by itself, that is, to use the coumarin derivative as a dopant. In this embodiment, the content of the coumarin derivative in the light emitting layer is preferably 0.01 to 10% by weight, especially 0.1 to 5% by weight. By using the coumarin derivative in combination with the host material, the light emission wavelength of the host material can be altered, allowing light emission to be shifted to a longer wavelength and improving the luminous efficacy and stability of the device.

[0108] In practice, the doping concentration may be determined in accordance with the required luminance, lifetime, and drive voltage. Doping concentrations of 1% by weight or higher ensure high luminance devices, and doping concentrations between 1.5 to 6% by weight ensure devices featuring a high luminance, minimized drive voltage increase, and long luminescent lifetime.

[0109] Preferred host materials which are doped with the coumarin derivative of formula (I) are quinoline derivatives, more preferably quinolinolato metal complexes having 8-quinolinol or a derivative thereof as a ligand, especially aluminum complexes. The derivatives of 8-quinolinol are 8-quinolinol having substituents such as halogen atoms and alkyl groups and 8-quinolinol having a benzene ring fused thereto. Examples of the aluminum complex are disclosed in JP-A 264692/1988, 255190/1991, 70733/1993, 258859/1993, and 215874/1994. These compounds are electron transporting host materials.

[0110] Illustrative examples include tris(8-quinolinolato)aluminum, bis(8-quinolinolato)magnesium, bis(benzo{f}-8-quinolinolato)zinc, bis(2-methyl-8-quinolinolato)aluminum oxide, tris(8-quinolinolato)indium, tris(5-methyl-8-quinolinolato)aluminum, 8-quinolinolatolithium, tris(5-chloro-8-quinolinolato)gallium, bis(5-chloro-8-quinolinolato)calcium, 5,7-dichloro-8-quinolinolatoaluminum, tris(5,7-dibromo-8-hydroxyquinolinolato)aluminum, and poly[zinc(II)-bis(8-hydroxy-5-quinolinyl)methane].

[0111] Also useful are aluminum complexes having another ligand in addition to 8-quinolinol or a derivative thereof. Examples include bis(2-methyl-8-quinolinolato)(phenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(orthocresolato)aluminum(III), bis(2-methyl-8-quinolinolato)(metacresolato)aluminum(III), bis(2-methyl-8-quinolinolato)(paracresolato)aluminum(III), bis(2-methyl-8-quinolinolato)(ortho-phenylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(meta-phenylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(para-phenylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(2,3-dimethylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(2,6-dimethylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(3,4-dimethylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(3,5-dimethylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(3,5-di-tert-butylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(2,6-diphenylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(2,4,6-triphenylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(2,3,6-trimethylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(2,3,5,6-tetramethylphenolato)aluminum(III), bis(2-methyl-8-quinolinolato)(1-naphtholato)aluminum(III), bis(2-methyl-8-quinolinolato)(2-naphtholato)aluminum(III), bis(2,4-dimethyl-8-quinolinolato)(orthophenylphenolato)aluminum(III), bis(2,4-dimethyl-8-quinolinolato)(para-phenylphenolato)aluminum(III), bis(2,4-dimethyl-8-quinolinolato)(meta-phenylphenolato)aluminum(III), bis(2,4-dimethyl-8-quinolinolato)(3,5-dimethylphenolato)aluminum(III), bis(2,4-dimethyl-8-quinolinolato)(3,5-di-tert-butylphenolato)aluminum(III), bis(2-methyl-4-ethyl-8-quinolinolato)(para-cresolato)aluminum(III), bis(2-methyl-4-methoxy-8-quinolinolato)(para-phenylphenolato)aluminum(III), bis(2-methyl-5-cyano-8-quinolinolato)(ortho-cresolato)aluminum(III), and bis(2-methyl-6-trifluoromethyl-8-quinolinolato)(2-naphtholato)aluminum(III).

[0112] Also acceptable are bis(2-methyl-8-quinolinolato)aluminum(III)-μ-oxo-bis(2-methyl-8-quinolinolato)aluminum (III), bis(2,4-dimethyl-8-quinolinolato)aluminum(III)-μ-oxo-bis(2,4-dimethyl-8-quinolinolato)aluminum (III), bis(4-ethyl-2-methyl-8-quinolinolato)aluminum(III)-μ-oxo-bis(4-ethyl-2-methyl-8-quinolinolato)aluminum (III), bis(2-methyl-4-methoxyquinolinolato)aluminum(III)-μ-oxo-bis(2-methyl-4-methoxyquinolinolato)aluminum (III), bis(5-cyano-2-methyl-8-quinolinolato)aluminum(III)-μ-oxo-bis(5-cyano-2-methyl-8-quinolinolato)aluminum (III), and bis(2-methyl-5-trifluoromethyl-8-quinolinolato)aluminum(III)-μ-oxo-bis(2-methyl-5-trifluoromethyl-8-quinolinolato)aluminum (III).

[0113] In the practice of the invention, tris(8-quinolinolato)aluminum is most preferred among these.

[0114] Other useful host materials are phenylanthracene derivatives as described in JP-A 12600/1996 and tetraarylethene derivatives as described in JP-A 12969/1996.

[0115] The phenylanthracene derivatives are of the following formula (V).

A1—L1—A2  (V)

[0116] In formula (V), A1 and A2 each are a monophenylanthryl or diphenylanthryl group, and they may be identical or different.

[0117] The monophenylanthryl or diphenylanthryl group represented by A1 and A2 may be a substituted or unsubstituted one. Where substituted, exemplary substituents include alkyl, aryl, alkoxy, aryloxy, and amino groups, which may be further substituted. Although the position of such substituents on the phenylanthryl group is not critical, the substituents are preferably positioned on the phenyl group bonded to the anthracene ring rather than on the anthracene ring. Preferably the phenyl group is bonded to the anthracene ring at its 9- and 10-positions.

[0118] In formula (V), L1 is a valence bond or an arylene group. The arylene group represented by L1 is preferably an unsubstituted one. Examples include ordinary arylene groups such as phenylene, biphenylene, and anthrylene while two or more directly bonded arylene groups are also included. Preferably L1 is a valence bond, p-phenylene group, and 4,4′-biphenylene group.

[0119] The arylene group represented by L1 may be a group having two arylene groups separated by an alkylene group, —O—, —S— or —NR—. R is an alkyl or aryl group. Exemplary alkyl groups are methyl and ethyl and an exemplary aryl group is phenyl. Preferably R is an aryl group which is typically phenyl as just mentioned while it may be A1 or A2 or phenyl having A1 or A2 substituted thereon. Preferred alkylene groups are methylene and ethylene groups.

[0120] The tetraarylethene derivatives are represented by the following formula (VI). 40

[0121] In formula (VI), Ar1, Ar2, and Ar3 each are an aromatic residue and they may be identical or different.

[0122] The aromatic residues represented by Ar1 to Ar3 include aromatic hydrocarbon groups (aryl groups) and aromatic heterocyclic groups. The aromatic hydrocarbon groups may be monocyclic or polycyclic aromatic hydrocarbon groups inclusive of fused rings and ring clusters. The aromatic hydrocarbon groups preferably have 6 to 30 carbon atoms in total and may have a substituent. The substituents, if any, include alkyl groups, aryl groups, alkoxy groups, aryloxy groups, and amino groups. Examples of the aromatic hydrocarbon group include phenyl, alkylphenyl, alkoxyphenyl, arylphenyl, aryloxyphenyl, aminophenyl, biphenyl, naphthyl, anthryl, pyrenyl, and perylenyl groups.

[0123] Preferred aromatic heterocyclic groups are those containing O, N or S as a hetero-atom and may be either five or six-membered. Examples are thienyl, furyl, pyrrolyl, and pyridyl groups.

[0124] Phenyl groups are especially preferred among the aromatic groups represented by Ar1 to Ar3.

[0125] Letter n is an integer of 2 to 6, preferably an integer of 2 to 4.

[0126] L2 represents an n-valent aromatic residue, preferably divalent to hexavalent, especially divalent to tetravalent residues derived from aromatic hydrocarbons, aromatic heterocycles, aromatic ethers or aromatic amines. These aromatic residues may further have a substituent although unsubstituted ones are preferred.

[0127] The compounds of formulae (V) and (VI) become either electron or hole transporting host materials depending on a combination of groups therein.

[0128] Preferably, the light emitting layer using the coumarin derivative of formula (I) is not only a layer in which the coumarin derivative is combined with a host material as mentioned above, but also a layer of a mixture of at least one hole injecting and transporting compound and at least one electron injecting and transporting compound in which the compound of formula (I) is preferably contained as a dopant. In such a mix layer, the content of the coumarin derivative of formula (I) is preferably 0.01 to 20% by weight, especially 0.1 to 15% by weight.

[0129] In the mix layer, carrier hopping conduction paths are created, allowing carriers to move through a polarly predominant material while injection of carriers of opposite polarity is rather inhibited. If the compounds to be mixed are stable to carriers, then the organic compound is less susceptible to damage, resulting in the advantage of an extended device life. By incorporating the coumarin derivative of formula (I) in such a mix layer, the light emission wavelength the mix layer itself possesses can be altered, allowing light emission to be shifted to a longer wavelength and improving the luminous intensity and stability of the device.

[0130] The hole injecting and transporting compound and electron injecting and transporting compound used in the mix layer may be selected from compounds for the hole injecting and transporting layer and compounds for the electron injecting and transporting layer to be described later, respectively. Inter alia, the hole injecting and transporting compound is preferably selected from aromatic tertiary amines, specifically the tetraaryldiamine derivatives of formula (II), N,N′-bis(3-methylphenyl)-N,N′-diphenyl-4,4′-diaminobiphenyl, N,N′-bis(3-biphenyl)-N,N′-diphenyl-4,4′-diaminobiphenyl, N,N′-bis(4-t-butylphenyl)-N,N′-diphenyl-1,1′-biphenyl-4,4′-diamine, N,N,N′,N′-tetrakis(3-biphenyl)-1,1′-biphenyl-4,4′-diamine, N,N′-diphenyl-N,N′-bis(4′-(N-3(methylphenyl)-N-phenyl)aminobiphenyl-4-yl)benzidine, etc. as well as the compounds described in JP-A 295695/1988, JP-A 234681/1994, and EP 0650955A1 (corresponding to Japanese Patent Application No. 43564/1995). Preferred among others are the tetraaryldiamine derivatives of formula (II). Also, the electron injecting and transporting compound used is selected from quinoline derivatives and metal complexes having 8-quinolinol or a derivative thereof as a ligand, especially tris(8-quinolinolato)aluminum.

[0131] The mix ratio is preferably determined in accordance with the carrier density and carrier mobility. It is preferred that the weight ratio of the hole injecting and transporting compound to the electron injecting and transporting compound range from about 1/99 to about 99/1, more preferably from about 20/80 to about 80/20, especially from about 30/70 to about 70/30. This limitation is not imposed on some devices with particular combinations of materials.

[0132] The hole injecting and transporting compound is such that when current densities of holes and electrons are measured using a monolayer film device having a monolayer film of this compound of about 1 μm thick interposed between a cathode and an anode, the hole current density is greater than the electron current density by a multiplicative factor of more than 2, preferably by a factor of at least 6, more preferably by a factor of at least 10. On the other hand, the electron injecting and transporting compound is such that when current densities of holes and electrons are measured using a monolayer film device of the same construction, the electron current density is greater than the hole current density by a multiplicative factor of more than 2, preferably by a factor of at least 6, more preferably by a factor of at least 10. It is noted that the cathode and anode used herein are the same as actually used ones.

[0133] Also preferably, the thickness of the mix layer ranges from the thickness of a mono-molecular layer to less than the thickness of the organic compound layer, specifically from 1 to 85 nm, more preferably 5 to 60 nm, especially 5 to 50 nm.

[0134] In the mix layer mentioned above, a quinacridone compound of formula (III) or a styryl amine compound of formula (IV) may be used as the dopant as well as the coumarin derivative of formula (I). The amounts of these dopants are the same as the coumarin derivative of formula (I). 41

[0135] Referring to formula (III), each of R21 and R22 is a hydrogen atom, alkyl or aryl group, and they may be identical or different. The alkyl groups represented by R21 and R22 are preferably those of 1 to 5 carbon atoms and may have substituents. Exemplary are methyl, ethyl, propyl, and butyl.

[0136] The aryl groups represented by R21 and R22 may have substituents and are preferably those having 1 to 30 carbon atoms in total. Exemplary are phenyl, tolyl, and diphenylaminophenyl.

[0137] Each of R23 and R24 is an alkyl or aryl group, illustrative examples of which are as described for R21 and R22. Each of t and u is 0 or an integer of 1 to 4, preferably 0. Adjacent R23 groups or R24 groups, taken together, may form a ring when t or u is at least 2, exemplary rings being carbocycles such as benzene and naphthalene rings.

[0138] Illustrative examples of the quinacridone compound of formula (III) are given below. The following examples are expressed by a combination of R's in the following formula (IIIa). The fused benzene ring at each end is given 1- to 5-positions so that the positions where a benzene ring is further fused thereto are realized.

	(IIIa)
42
Compound
No.	R21	R22	R23	R24
III-1	H	H	H	H
III-2	—CH3	—CH3	H	H
III-3	—C2H5	—C2H5	H	H
III-4	—C3H7	—C3H7	H	H
III-5	—C4H9	—C4H9	H	H
III-6	—Ph	—Ph	H	H
III-7	o-tolyl	o-tolyl	H	H
III-8	m-tolyl	m-tolyl	H	H
III-9	p-tolyl	p-tolyl	H	H
III-10	43	44	H	H
III-11	—CH3	—CH3	2,3-fused	2,3-fused
			benzo	benzo
III-12	H	H	2,3-fused	2,3-fused
			benzo	benzo

[0139] These compounds can be synthesized by well-known methods described, for example, in U.S. Pat. Nos. 2,821,529, 2,821,530, 2,844,484, and 2,844,485 while commercially available products are useful. 45

[0140] Referring to formula (IV), R31 is a hydrogen atom or aryl group. The aryl groups represented by R31 may have substituents and are preferably those having 6 to 30 carbon atoms in total, for example, phenyl.

[0141] Each of R32 and R33 is a hydrogen atom, aryl or alkenyl group, and they may be identical or different.

[0142] The aryl groups represented by R32 and R33 may have substituents and are preferably those having 6 to 70 carbon atoms in total. Exemplary aryl groups are phenyl, naphthyl, and anthryl while preferred substituents are arylamino and arylaminoaryl groups. Styryl groups are also included in the substituents and in such cases, a structure wherein monovalent groups derived from the compound of Formula (IV) are bonded directly or through a coupling group is also favorable.

[0143] The alkenyl groups represented by R32 and R34 may have substituents and are preferably those having 2 to 50 carbon atoms in total, for example, vinyl groups. It is preferred that the vinyl groups form styryl groups and in such cases, a structure wherein monovalent groups derived from the compound of formula (IV) are bonded directly or through a coupling group is also favorable.

[0144] R34 is an arylamino or arylaminoaryl group. A styryl group may be contained in these groups and in such cases, a structure wherein monovalent groups derived from the compound of formula (IV) are bonded directly or through a coupling group is also favorable.

[0145] Illustrative examples of the styryl amine compound of formula (IV) are given below. 46

[0146] These compounds can be synthesized by well-known methods, for example, by effecting Wittig reaction of triphenylamine derivatives or (homo or hetero) coupling of halogenated triphenylamine derivatives in the presence of Ni(O) complexes while commercially available products are useful.

[0147] Understandably, in the mix layer, the dopants may be used alone or in admixture of two or more.

[0148] Preferably the mix layer is formed by a co-deposition process of evaporating the compounds from distinct sources. If both the compounds have approximately equal or very close vapor pressures or evaporation temperatures, they may be pre-mixed in a common evaporation boat, from which they are evaporated together. The mix layer is preferably a uniform mixture of both the compounds although the compounds can be present in island form. The light emitting layer is generally formed to a predetermined thickness by evaporating an organic fluorescent material, or spin coating a solution thereof directly, or coating a dispersion thereof in a resin binder.

[0149] According to the invention, there is formed at least one hole injecting and/or transporting layer, that is, at least one layer of a hole injecting and transporting layer, a hole injecting layer, and a hole transporting layer, and the at least one layer contains the tetraaryldiamine derivative of formula (II) especially when the light emitting layer is not of the mix layer type. The content of the tetraaryldiamine derivative of formula (II) in such a layer is preferably at least 10% by weight. The compounds for hole injecting and/or transporting layers which can be used along with the tetraaryldiamine derivative of formula (II) in the same layer or in another layer include various organic compounds described in JP-A 295695/1988, 191694/1990 and 792/1991, for example, aromatic tertiary amines, hydrazone derivatives, carbazole derivatives, triazole derivatives, imidazole derivatives, oxadiazole derivatives having an amino group, and polythiophenes. These compounds may be used in admixture of two or more or in multilayer form. Understandably, the relevant compound is not limited to the tetraaryldiamine derivative of formula (II), but may selected from a wider variety of compounds when a light emitting layer of the mix layer type is combined. For devices of a particular design, it is sometimes advisable that the hole injecting and transporting compound used in the mix layer is used in a hole injecting and transporting layer or a hole transporting layer disposed adjacent to the light emitting layer.

[0150] Where the hole injecting and transporting layer is formed separately as a hole injecting layer and a hole transporting layer, two or more compounds are selected in a proper combination from the compounds commonly used in hole injecting and transporting layers. In this regard, it is preferred to laminate layers in such an order that a layer of a compound having a lower ionization potential may be disposed adjacent the anode (tin-doped indium oxide ITO etc.) and to dispose the hole injecting layer close to the anode and the hole transporting layer close to the light emitting layer. It is also preferred to use a compound having good thin film forming ability at the anode surface. The relationship of the order of lamination to ionization potential also applies where a plurality of hole injecting and transporting layers are provided. Such an order of lamination is effective for lowering drive voltage and preventing current leakage and development and growth of dark spots. Since evaporation is utilized in the manufacture of devices, films as thin as about 1 to 10 nm can be formed uniform and pinhole-free, which restrains any change in color tone of light emission and a drop of efficiency by re-absorption even if a compound having a low ionization potential and absorption in the visible range is used in the hole injecting layer.

[0151] It is generally advisable to use the tetraaryldiamine derivative of formula (II) in a layer on the light emitting layer side.

[0152] In the practice of the invention, an electron injecting and transporting layer may be provided as the electron injecting and/or transporting layer. For the electron injecting and transporting layer, there may be used quinoline derivatives including organic metal complexes having 8-quinolinol or a derivative thereof as a ligand such as tris(8-quinolinolato)aluminum, oxadiazole derivatives, perylene derivatives, pyridine derivatives, pyrimidine derivatives, quinoxaline derivatives, diphenylquinone derivatives, and nitro-substituted fluorene derivatives. The electron injecting and transporting layer can also serve as a light emitting layer. In this case, use of tris(8-quinolinolato)aluminum etc. is preferred. Like the light emitting layer, the electron injecting and transporting layer may be formed by evaporation or the like.

[0153] Where the electron injecting and transporting layer is formed separately as an electron injecting layer and an electron transporting layer, two or more compounds are selected in a proper combination from the compounds commonly used in electron injecting and transporting layers. In this regard, it is preferred to laminate layers in such an order that a layer of a compound having a greater electron affinity may be disposed adjacent the cathode and to dispose the electron injecting layer close to the cathode and the electron transporting layer close to the light emitting layer. The relationship of the order of lamination to electron affinity also applies where a plurality of electron injecting and transporting layers are provided.

[0154] In the practice of the invention, the organic compound layers including the light emitting layer, the hole injecting and transporting layer, and the electron injecting and transporting layer may further contain a compound known as the singlet oxygen quencher. Exemplary quenchers include rubrene, nickel complexes, diphenylisobenzofuran, and tertiary amines.

[0155] Especially in the hole injecting and transporting layer, the hole injecting layer and the hole transporting layer, the combined use of an aromatic tertiary amine such as the tetraaryldiamine derivative of formula (II) and rubrene is preferred. The amount of rubrene used in this embodiment is preferably 0.1 to 20% by weight of the aromatic tertiary amine such as the tetraaryldiamine derivative of formula (II). With respect to ribrene, reference may be made to EP 065095A1 (corresponding to Japanese Patent Application No. 43564/1995). The inclusion of rubrene in the hole transporting layer or the like is effective for protecting the compounds therein from electron injection. Furthermore, by shifting the recombination region from the proximity to the interface in a layer containing an electron injecting and transporting compound such as tris(8-quinolinolato)aluminum to the proximity to the interface in a layer containing a hole injecting and transporting compound such as an aromatic tertiary amine, the tris(8-quinolinolato)aluminum or analogues can be protected from hole injection. The invention is not limited to rubrene, and any of compounds having lower electron affinity than the hole injecting and transporting compound and stable against electron injection and hole injection may be equally employed.

[0156] In the practice of the invention, the cathode is preferably made of a material having a low work function, for example, Li, Na, Mg, Al, Ag, In and alloys containing at least one of these metals. The cathode should preferably be of fine grains, especially amorphous. The cathode is preferably about 10 to 1,000 nm thick. An improved sealing effect is accomplished by evaporating or sputtering aluminum or a fluorine compound at the end of electrode formation.

[0157] In order that the organic EL device produce plane light emission, at least one of the electrodes should be transparent or translucent. Since the material of the cathode is limited as mentioned just above, it is preferred to select the material and thickness of the anode so as to provide a transmittance of at least 80% to the emitted radiation. For example, tin-doped indium oxide (ITO), zinc-doped indium oxide (IZO), SnO2, Ni, Au, Pt, Pd, and doped polypyrrole are preferably used in the anode. The anode preferably has a thickness of about 10 to 500 nm. In order that the device be more reliable, the drive voltage should be low. In this regard, the preferred anode material is ITO (with a thickness of 20 to 300 nm) having 10 to 30 Ω/cm2 or less than 10 Ω/cm2 (commonly about 0.1 to 10 Ω/cm2). In practice, the thickness and optical constants of ITO are designed such that the optical interference effect due to the multiple reflection of light at the opposite interfaces of ITO and the cathode surface may meet a high light output efficiency and high color purity. Also, wiring of aluminum is acceptable in large-size devices such as displays because the ITO would have a high resistance.

[0158] The substrate material is not critical although a transparent or translucent material such as glass or resins is used in the illustrated embodiment wherein light exits from the substrate side. The substrate may be provided with a color filter film and a fluorescent material-containing fluorescence conversion filter film as illustrated in the figure or a dielectric reflecting film for controlling the color of light emission.

[0159] It is noted that where the substrate is made of an opaque material, the layer stacking order may be reversed from that shown in FIG. 1.

[0160] According to the invention, using various coumarin derivatives of formula (I) in the light emitting layer, light emission of green (λmax 490-550 nm), blue (λmax 440-490 nm) or red (λmax 580-660 nm), especially light emission of λmax 480-640 nm can be produced.

[0161] In this regard, the CIE chromaticity coordinates of green, blue and red light emissions are preferably at least equal to the color purity of the current CRT or may be equal to the color purity of NTSC Standards.

[0162] The chromaticity coordinates can be determined by conventional chromaticity meters. Measurements were made herein using calorimeters BM-7 and SR-1 of Topcon K.K.

[0163] In the practice of the invention, light emission having the preferred λmax and x and y values of CIE chromaticity coordinates can also be obtained by disposing a color filter film and a fluorescence conversion filter film.

[0164] The color filter film used herein may be a color filter as used in liquid crystal displays. The properties of a color filter may be adjusted in accordance with the light emission of the organic EL device so as to optimize the extraction efficiency and color purity. It is also preferred to use a color filter capable of cutting light of short wavelength which is otherwise absorbed by the EL device materials and fluorescence conversion layer, because the light resistance of the device and the contrast of display are improved. The light to be cut is light of wavelengths of 560 nm and longer and light of wavelengths of 480 nm and shorter in the case of green, light of wavelength of 490 nm and longer in the case of blue, and light of wavelengths of 580 nm and shorter in the case of red. Using such a color filter, desirable x and y values in the CIE chromaticity coordinates are obtainable. The color filter film may have a thickness of about 0.5 to 20 μm.

[0165] An optical thin film such as a multilayer dielectric film may be used instead of the color filter.

[0166] The fluorescence conversion filter film is to covert the color of light emission by absorbing electroluminescence and allowing the fluorescent material in the film to emit light. It is formed from three components: a binder, a fluorescent material, and a light absorbing material.

[0167] The fluorescent material used may basically have a high fluorescent quantum yield and desirably exhibits strong absorption in the electroluminescent wavelength region. More particularly, the preferred fluorescent material has an emission maximum wavelength λmax of its fluorescent spectrum in the range of 490 to 550 nm for green, 440 to 480 nm for blue, and 580 to 640 nm for red and a half-value width of its spectrum near λmax in the range of 10 to 100 nm for any color. In practice, dyes for lasers are appropriate. Use may be made of rhodamine compounds, perylene compounds, cyanine compounds, phthalocyanine compounds (including subphthalocyanines), naphthalimide compounds, fused ring hydrocarbon compounds, fused heterocyclic compounds, and styryl compounds.

[0168] The binder is selected from materials which do not cause extinction of fluorescence, preferably those materials which can be finely patterned by photolithography or printing technique. Also, those materials which are not damaged upon deposition of ITO are preferred.

[0169] The light absorbing material is used when the light absorption of the fluorescent material is short and may be omitted if unnecessary. The light absorbing material may also be selected from materials which do not cause extinction of fluorescence of the fluorescent material.

[0170] Using such a fluorescence conversion filter film, desirable x and y values in the CIE chromaticity coordinates are obtained. The fluorescence conversion filter film may have a thickness of 0.5 to 20 μm.

[0171] In the practice of the invention, the color filter film and the fluorescence conversion filter film may be used in combination as in the illustrated embodiment. Preferably, the color filter film adapted to cut light of a specific wavelength range is disposed on the side where light emission exits.

[0172] Further preferably, a protective film is provided over the color filter film and the fluorescence conversion filter film. The protective film may be made of glass or resins and selected from those materials which prevent any damage to the filter film and invite no problems in the subsequent steps. The protective film has a thickness of about 1 to 10 μm. The provision of the protective film prevents any damage to the filter film, provides a flat surface, and enables the adjustment of an index of refraction and a film thickness and the improvement of a light extraction efficiency.

[0173] The materials for the color filter film, fluorescence conversion filter film, and protective film may be used in commercially available state. These films can be formed by techniques such as coating, electrolytic polymerization, and gas phase deposition (evaporation, sputtering, and CVD).

[0174] Next, it is described how to prepare the organic EL device of the present invention.

[0175] The cathode and anode are preferably formed by gas phase deposition techniques such as evaporation and sputtering.

[0176] The hole injecting and transporting layer, the light emitting layer, and the electron injecting and transporting layer are preferably formed by vacuum evaporation because homogeneous thin films are available. By utilizing vacuum evaporation, there is obtained a homogeneous thin film which is amorphous or has a grain size of less than 0.1 μm (usually the lower limit is about 0.001 μm). If the grain size is more than 0.1 μm, uneven light emission would take place and the drive voltage of the device must be increased with a substantial lowering of electric charge injection efficiency.

[0177] The conditions for vacuum evaporation are not critical although a vacuum of 10−3 Pa (10−5 Torr) or lower and an evaporation rate of about 0.001 to 1 nm/sec. are preferred. It is preferred to successively form layers in vacuum because the successive formation in vacuum can avoid adsorption of impurities on the interface between the layers, thus ensuring better performance. The drive voltage of a device can also be reduced.

[0178] In the embodiment wherein the respective layers are formed by vacuum evaporation, where it is desired for a single layer to contain two or more compounds, boats having the compounds received therein are individually temperature controlled to achieve co-deposition although the compounds may be previously mixed before evaporation. Besides, solution coating techniques (such as spin coating, dipping, and casting) and Langmuir-Blodgett (LB) technique may also be utilized. In the solution coating techniques, the compounds may be dispersed in matrix materials such as polymers.

[0179] There have been described organic EL devices of the monochromatic emission type although the invention is also applicable to organic EL devices capable of light emission from two or more luminescent species. In such organic EL devices, at least two light emitting layers including a bipolar light emitting layer are provided, which are constructed as a combination of bipolar light emitting layers, a combination of a bipolar light emitting layer with a hole transporting/light emitting layer disposed nearer to the anode than the bipolar light emitting layer, or a combination of a bipolar light emitting layer with an electron transporting/light emitting layer disposed nearer to the cathode than the bipolar light emitting layer.

[0180] The bipolar light emitting layer is a light emitting layer in which the injection and transport of electrons and the injection and transport of holes take place to an approximately equal extent so that electrons and holes are distributed throughout the light emitting layer whereby recombination points and luminescent points are spread throughout the light emitting layer.

[0181] More particularly, the bipolar light emitting layer is a light emitting layer in which the current density by electrons injected from the electron transporting layer and the current density by holes injected from the hole transporting layer are of an approximately equal order, that is, the ratio of current density between both carriers ranges from 1/10 to 10/1, preferably from 1/6 to 6/1, more preferably from 1/2 to 2/1.

[0182] In this regard, the ratio of current density between both carriers may be determined by using the same electrodes as the actually used ones, forming a monolayer film of the light emitting layer to a thickness of about 1 μm, and measuring a current density in the film.

[0183] On the other hand, the hole transporting light emitting layer has a higher hole current density than the bipolar type, and the electron transporting light emitting layer has a higher electron current density than the bipolar type.

[0184] Further description mainly refers to the bipolar light emitting layer.

[0185] In general, the current density is given by a product of a carrier density multiplied by a carrier mobility.

[0186] More specifically, the carrier density in a light emitting layer is determined by a barrier at the relevant interface. For example, the electron density is determined by the magnitude of an electron barrier (difference between electron affinities) at the interface of the light emitting layer where electrons are injected, and the hole density is determined by the magnitude of a hole barrier (difference between ionization potentials) at the interface of the light emitting layer where holes are injected. Also the carrier mobility is determined by the type of material used in the light emitting layer.

[0187] From these values, the distribution of electrons and holes in the light emitting layer is determined and hence, the luminescent region is determined.

[0188] Actually, if the carrier density and carrier mobility in the electrodes, electron transporting layer and hole transporting layer are fully high, a solution is derived from only the interfacial barrier as mentioned above. Where organic compounds are used in the electron transporting layer and the hole transporting layer, the transporting ability of the carrier transporting layers relative to the light emitting layer becomes insufficient. Then the carrier density of the light emitting layer is also dependent on the energy level of the carrier injecting electrodes and the carrier transporting properties (carrier mobility and energy level) of the carrier transporting layers. Therefore, the current density of each carrier in the light emitting layer largely depends on the properties of the organic compound in each layer.

[0189] Further description is made by referring to a relatively simple situation.

[0190] For example, consideration is made on the situation that the carrier density of each carrier transporting layer at its interface with the light emitting layer is constant in the anode/hole transporting layer/light emitting layer/electron transporting layer/cathode construction.

[0191] In this situation, if the barrier to holes; moving from the hole transporting layer to the light emitting layer and the barrier to electrons moving from the electron transporting layer to the light emitting layer are equal to each other or have very close values (<0.2 V), the quantities of carriers injected into the light emitting layer become approximately equal, and the electron density and the hole density in the vicinity of the respective interfaces of the light emitting layer become equal or very close to each other. At this point, if the mobilities of the respective carriers in the light emitting layer are equal to each other, effective recombination takes place within the light emitting layer (where no punch-through of carriers occurs), leading to a high luminance, high efficiency device. However, if recombination occurs in local regions due to highly probable collision between electrons and holes, or if a high carrier barrier (>0.2 eV) exists within the light emitting layer, such a situation is not adequate for the light emitting layer because the luminescent region does not spread and it is then impossible to help a plurality of luminescent molecules having different luminescent wavelengths emit light at the same time. For the bipolar light emitting layer, it is essential to form a light emitting layer that has an appropriate electron-hole collision probability, but not such a high carrier barrier as to narrow the recombination region.

[0192] To prevent the punch-through of the respective carriers from the light emitting layer, the electron blocking function of the hole transporting layer and the hole blocking function of the electron transporting layer are also effective for efficiency improvement. Furthermore, since the respective blocking layers become recombination and luminescent points in a construction having a plurality of light emitting layers, these functions are important in designing bipolar light emitting layers so that a plurality of light emitting layers may emit light.

[0193] Next in a situation where the mobilities of the respective carriers are different in the light emitting layer, a state similar to the bipolar light emitting layer in the above-mentioned simple situation can be established by adjusting the carrier density of the respective carrier transporting layers at their interface with the light emitting layer. Naturally, the carrier density at the interface of the carrier injecting layer having a lower carrier mobility in the light emitting layer must be increased.

[0194] Moreover, if the carrier densities in the respective carrier transporting layers at their interfaces with the light emitting layer are different, a state similar to the bipolar light emitting layer in the above-mentioned simple situation can be established by adjusting the respective carrier mobilities in the light emitting layer.

[0195] However, such adjustment has a certain limit. It is thus desirable that ideally, the respective carrier mobilities and the respective carrier densities of the light emitting layer are equal or approximately equal to each other.

[0196] By providing bipolar light emitting layers as mentioned above, a light emitting device having a plurality of light emitting layers is obtained. In order that the respective light emitting layers have emission stability, the light emitting layers must be stabilized physically, chemically, electrochemically, and photochemically.

[0197] In particular, while the light emitting layer is required to have electron injection/transport, hole injection/transport, recombination, and luminescent functions, a state of injecting and transporting electrons or holes corresponds to anion radicals or cation radicals or an equivalent state. The organic solid thin film material is required to be stable in such an electrochemical state.

[0198] The principle of organic electroluminescence relies on the deactivation from an electrically excited molecular state by light emission, that is, electrically induced fluorescent light emission. More specifically, if a deleterious substance causing deactivation of fluorescence is formed in a solid thin film even in a trace amount, the emission lifetime is fatally shortened below the practically acceptable level.

[0199] In order that the device produce stable light emission, it is necessary to have a compound having stability as mentioned above and a device construction using the same, especially a compound having electrochemical stability and a device construction using the same.

[0200] Although it suffices that the light emitting layer is formed using a compound satisfying all of the above-mentioned requirements, it is difficult to form a bipolar light emitting layer with a single compound. One easier method is to establish a stable bipolar light emitting layer by providing a mix layer of a hole transporting compound and an electron transporting compound which are stable to the respective carriers. Also, the mix layer may be doped with a highly fluorescent dopant in order to enhance fluorescence to provide a high luminance.

[0201] Therefore, the bipolar light emitting layer according to the invention is preferably of the mix layer type. Most preferably, two or more light emitting layers are all mix layers. Also preferably, at least one of two or more light emitting layers is doped with a dopant and more preferably all the light emitting layers are doped with dopants.

[0202] One preferred construction of the device of the invention is described below. Two or more doped light emitting layers are provided by forming a light emitting layer doped with a dopant as well as a light emitting layer of the mix layer type doped with a dopant. The combinations of doped light emitting layers include a combination of mix layers and a combination of a mix layer with a hole transporting/light emitting layer disposed nearer to the anode than the mix layer and/or an electron transporting/light emitting layer disposed nearer to the cathode than the mix layer. The combination of mix layers is especially preferred for a prolonged lifetime.

[0203] The mix layer used herein is a layer containing a hole injecting and transporting compound and an electron injecting and transporting compound wherein the mixture of these compound is used as a host material, as described previously. The hole transporting/light emitting layer uses the hole injecting and transporting compound as the host material, and the electron transporting/light emitting layer uses the electron injecting and transporting compound as the host material.

[0204] Next, the light emission process in the especially preferred organic EL device is described.

[0205] i) First, a combination of mix layers, for example, two mix layers is described. The mix layer disposed on the side of the hole injecting and/or transporting layer (abbreviated as a hole layer) is designated a first mix layer, and the mix layer disposed on the side of the electron injecting and/or transporting layer (abbreviated as an electron layer) is designated a second mix layer. Holes injected from the hole layer can pass through the first mix layer to the second mix layer while electrons injected from the electron layer can pass through the second mix layer to the first mix layer. The probability of recombination is dictated by the electron density, hole density, and electron-hole collision probability, but the recombination region disperses widely due to the absence of barriers such as the first mix layer, second mix layer and interfaces. Consequently, excitons are created in the first and second mix layers and energy is transferred from the respective hosts to the closest luminescent species. Those excitons created in the first mix layer transfer their energy to the luminescent species (dopant) in the same layer and those excitons created in the second mix layer transfer their energy to the luminescent species (dopant) in the same layer, which mechanism enables the light emission of two luminescent species.

[0206] A similar phenomenon occurs where there are three or more mix layers.

[0207] It is noted that where the dopant acts as a carrier trap, the depth of trap must be taken into account.

[0208] ii) Next, a combination of a hole transporting/light emitting layer with a mixed light emitting layer, for example, a dual layer arrangement including a hole transporting/light emitting layer and a mixed light emitting layer arranged in order from the hole layer side is described. Holes injected from the hole layer pass through the hole transporting/light emitting layer, electrons injected from the electron layer pass through the mixed light emitting layer, and they recombine with each other in the vicinity of the interface between the hole transporting/light emitting layer and the mixed light emitting layer and throughout the mixed light emitting layer. Excitons are then created both in the vicinity of the interface of the hole transporting/light emitting layer and within the mixed light emitting layer, and they transfer their energy from their host to the luminescent species having the least energy gap within the migratable range of the excitons. At this point, those excitons created in the vicinity of the interface of the hole transporting layer transfer their energy to the luminescent species (dopant) in the same layer and those excitons created within the mix layer transfer their energy to the luminescent species (dopant) in the same layer, which mechanism enables the light emission of two luminescent species. Also, electrons are carried at the dopant's LUMO level of the hole transporting layer and recombined in the hole transporting/light emitting layer to emit light, enabling the light emission of two species.

[0209] iii) Further, a combination of an electron transporting/light emitting layer with a mixed light emitting layer, for example, a dual layer arrangement including an electron transporting/light emitting layer and a mixed light emitting layer arranged in order from the electron layer side is described. Electrons injected from the electron layer pass through the electron transporting/light emitting layer into the mix layer, and holes injected from the hole layer enter the mix layer. They recombine with each other in the vicinity of the interface between the mix layer and the electron transporting/light emitting layer and throughout the mixed light emitting layer. Excitons are then created both in the vicinity of the interface of the electron transporting/light emitting layer and within the mixed light emitting layer, and they transfer their energy from their host to the luminescent species having the least exciton migration gap. At this point, those excitons created in the vicinity of the interface of the electron transporting/light emitting layer transfer their energy to the luminescent species (dopant) in the same layer, those excitons created within the mixed light emitting layer transfer their energy to the luminescent species (dopant) in the same layer, and holes are carried at the dopant's HOMO level of the electron transporting layer and recombined in the electron transporting/light emitting layer, which mechanisms enable the light emission of two species.

[0210] With respect to ii) and iii), a similar phenomenon occurs when these combinations are combined or three or more light emitting layers are formed in each of these combinations.

[0211] The mix ratio of the hole injecting and transporting compound to the electron injecting and transporting compound as the host materials in the mix layer may be changed in accordance with the desired carrier transport property of the host and usually selected from the range between 5/95 and 95/5 in volume ratio. A higher proportion of the hole injecting and transporting compound leads to a more hole transport quantity so that the recombination region may be shifted toward the anode whereas a higher proportion of the electron injecting and transporting compound leads to a more electron transport quantity so that the recombination region may be shifted toward the cathode. The balance of luminescence intensity of the mix layer changes in accordance with such a shift. In this way, the luminescence intensity of each light emitting layer can be controlled by changing the carrier transport property of the mix layer type host.

[0212] In the practice of the invention, the carrier transport property can also be changed by changing the type of host material.

[0213] As described above, the invention permits the luminescent characteristics of two or more light emitting layers to be adjusted for each of the layers. This, in turn, permits a light emitting layer to optimize its carrier transport property and construction. At this point, one layer may contain two or more luminescent species.

[0214] The light emitting layers adapted for multi-color light emission preferably have a thickness of 5 to 100 nm, more preferably 10 to 80 nm per layer. The total thickness of the light emitting layers is preferably 60 to 400 nm. It is noted that the mix layers preferably have a thickness of 5 to 100 nm, more preferably 10 to 60 nm per layer.

[0215] Where a plurality of light emitting layers having different luminescent characteristics are provided as above, that light emitting layer having an emission maximum wavelength on a longer wavelength side is preferably disposed nearer to the anode. In an attempt to extend the lifetime, the light emitting layer, especially the mix layer is preferably doped with a compound having a naphthacene skeleton such as rubrene as a dopant.

[0216] Next, the host material and dopant used in such organic EL devices adapted for multi-color light emission are described. The dopants which can be used herein include coumarin derivatives of formula (I), quinacridone compounds of formula (III), styryl amine compounds of formula (IV), and compounds having a naphthacene skeleton such as rubrene. Besides, the compounds which can be the aforementioned luminescent materials are also useful. Further, fused polycyclic compounds of formula (VII) are useful. Formula (VII) is described below. The aforementioned rubrene is embraced within formula (VII).

(Ar)m—L  (VII)

[0217] In formula (VII), Ar is an aromatic residue, m is an integer of 2 to 8, and the Ar groups may be identical or different.

[0218] The aromatic residues include aromatic hydrocarbon residues and aromatic heterocyclic residues. The aromatic hydrocarbon residue may be any of hydrocarbon groups containing a benzene ring, for example, monocyclic or polycyclic aromatic hydrocarbon residues inclusive of fused rings and ring clusters.

[0219] The aromatic hydrocarbon residues are preferably those having 6 to 30 carbon atoms in total, which may have substituents. Examples of the substituent, if any, include alkyl groups, alkoxy groups, aryl groups, aryloxy groups, amino groups, and heterocyclic groups. Examples of the aromatic hydrocarbon residue include phenyl, alkylphenyl, alkoxyphenyl, arylphenyl, aryloxyphenyl, alkenylphenyl, aminophenyl, naphthyl, anthryl, pyrenyl, and perylenyl groups. Arylalkynyl groups derived from alkynylarenes (arylalkynes) are also useful.

[0220] The aromatic heterocyclic residues are preferably those containing oxygen, nitrogen or sulfur as a hetero atom and may be either 5- or 6-membered rings. Exemplary are thienyl, furyl, pyrrolyl, and pyridyl groups.

[0221] Ar is preferably selected from aromatic hydrocarbon residues, especially phenyl, alkylphenyl, arylphenyl, alkenylphenyl, aminophenyl, naphthyl and arylalkynyl groups.

[0222] The alkylphenyl groups are preferably those whose alkyl moiety has 1 to 10 carbon atoms and may be normal or branched, for example, methyl, ethyl, n- and i-propyl, n-, i-, sec- and tert-butyl, n-, i-, neo- and tert-pentyl, n-, i- and neo-hexyl groups. These alkyl groups may be attached to the phenyl group at its o-, m- or p-position. Examples of the alkylphenyl group include o-, m- and p-tolyl, 4-n-butylphenyl and 4-t-butylphenyl groups.

[0223] The arylphenyl groups are preferably those whose aryl moiety is a phenyl group which may be a substituted one, with the substituents being preferably alkyl groups, for example, those alkyl groups exemplified above for the alkylphenyl groups. The aryl moiety may also be a phenyl group having an aryl substituent such as a phenyl substituent. Examples of the arylphenyl group include o-, m- and p-biphenylyl, 4-tolylphenyl, 3-tolylphenyl, and terephenylyl groups.

[0224] The alkenylphenyl groups are preferably those whose alkenyl moiety has 2 to 20 carbon atoms in total. Preferred alkenyl groups are triarylalkenyl groups, for example, triphenylvinyl, tritolylvinyl, and tribiphenylvinyl groups. Exemplary of the alkenylphenyl group is a triphenylvinylphenyl group.

[0225] The aminophenyl groups are preferably those whose amino moiety is a diarylamino group such as diphenylamino and phenyltolylamino. Examples of the aminophenyl group include diphenylaminophenyl and phenyltolylaminophenyl groups.

[0226] The naphthyl groups include 1-naphthyl and 2-naphthyl groups.

[0227] The arylalkynyl groups include those having 8 to 20 carbon atoms in total, for example, phenylethynyl, tolylethynyl, biphenylylethynyl, naphthylethynyl, diphenylaminophenylethynyl, N-phenyltolylaminophenylethynyl, and phenylpropynyl groups.

[0228] L in formula (VII) is a m-valent fused polycyclic aromatic residue having 3 to 10 rings, preferably 3 to 6 rings wherein m is 2 to 8. By the term fused ring is meant a cyclic structure formed by carbocyclic and/or heterocyclic rings wherein one ring is attached to another ring with the one ring shearing at least two atoms of the member atoms of the other ring. The fused polycyclic aromatic residues include fused polycyclic aromatic hydrocarbons and fused polycyclic aromatic heterocycles.

[0229] The fused polycyclic aromatic hydrocarbons include anthracene, phenanthrene, naphthacene, pyrene, chrysene, triphenylene, benzo[c]phenanthrene, benzo[a]anthracene, pentacene, perylene, dibenzo[a,j]anthracene, dibenzo[a,h]anthracene, benzo[a]naphthacene, hexacene, and anthanthrene.

[0230] The fused polycyclic aromatic heterocycles include naphtho[2,1-f]isoquinoline, α-naphthaphenanthridine, phenanthroxazole, quinolino[6,5-f]quinoline, benzo[b]thiophanthrene, benzo[g]thiophanthrene, benzo[i]thiophanthrene, and benzo[b]thiophanthraquinone.

[0231] The fused polycyclic aromatic hydrocarbons are especially preferred. L is preferably selected from divalent to octavalent, more preferably divalent to hexavalent residues derived from these fused polycyclic aromatic hydrocarbons.

[0232] Illustrative examples of the divalent to octavalent fused polycyclic aromatic residue L are given below. 47

[0233] The divalent to octavalent fused polycyclic aromatic residues represented by L may further have substituents.

[0234] More preferred as L are divalent to octavalent, especially divalent to hexavalent residues derived from naphthacene, pentacene and hexacene having a benzene ring linearly fused thereto. Most preferred are residues derived from naphthacene, that is, compounds having a naphthacene skeleton.

[0235] L is also preferably selected from divalent to hexavalent, especially divalent to tetravalent residues derived from anthracene. Where L is a divalent or trivalent residue derived from anthracene, at least one of two or three Ar groups is a residue derived from an alkynylarene (or arylalkyne). More preferably at least two of the Ar groups are such residues. Most preferably L is a trivalent residue derived from anthracene. The compounds of formula (VII) are preferably those wherein L is as just defined, two Ar's are arylalkynyl groups, and one Ar is a bis(arylalkynyl)anthryl group. Compounds of the following formula (VII-A) are especially preferred.

(Ar11)2—L1—L2—(Ar12)2  (VII-A)

[0236] In formula (VII-A), L1 and L2 each are a trivalent residue derived from anthracene and they are usually identical, but may be different. Ar11 and Ar12 each are an arylalkynyl group and they are usually identical, but may be different. It is noted that the arylalkynyl group is preferably attached to anthracene at its 9- and 10-positions while the anthracenes are preferably bonded to each other at their 1- or 2-position. Examples of the arylalkynyl group are as exemplified above.

[0237] Illustrative, non-limiting examples of the compound of formula (VIII) are given below. The following examples are expressed by a combination of R's in formulae (VII-1) to (VII-8). When R's are shown in a gathered form like R01 to R04, they represent H unless otherwise stated. H is shown when they are all hydrogen atoms.

	(VII-1)
48
Compound
No.	R01-R04	R05	R06	R07-R010
1-1	H	m-biphenylyl	H	H
1-2	H	O-biphenylyl	H	H
1-3	H	4-n-butylphenyl	H	H
1-4	H	4-t-butylphenyl	H	H
1-5	H	p-biphenylyl	H	H
1-6	H	49	H	H
1-7	H	50	H	H
1-8	H	Ph	H	H
1-9	H	2-naphthyl	H	H
1-10	H	51	H	H
1-11	H	1-naphthyl	H	H
1-12	H	m-tolyl	H	H
1-13	H	o-tolyl	H	H
1-14	H	p-tolyl	H	H
1-15	H	52	H	H
1-16	H	—C≡C—Ph	H	H
1-17	H	—C≡C—Ph	—C≡C—Ph	H
1-18	H	53	H	H
1-19	H	54	H	H
1-20	H	55	H	H
1-21	H	56	H	H
1-22	H	Ph	Ph	H
1-23	H	57	H	H
1-24	H	58	H	H
1-25	H	59	60	H
1-26	H	61	62	H
1-27	H	63	64	H
1-28	R02 = R03 = CH3	65	66	H
1-29	R02 = R03 = CH3	67	68	R08 = R09 = CH3
1-30	R02 = R03 = CH3	69	70	R08 = R09 = CH3
1-31	H	71	72	H
1-32	H	73	74	H
1-33	H	75	76	H
1-34	H	77	78	H
1-35	H	Ph	79	H
1-36	H	Ph	80	H
1-37	H	Ph	81	H
1-38	H	Ph	82	H
1-39	H	83	84	H
1-40	H	85	86	H
1-41	H	87	88	H
1-42	R01 = R04 = Ph	H	H	H
1-43	R01 = R04 = Ph	H	H	R07 = R010 = Ph
1-44	89	Ph	Ph	H
1-45	90	Ph	H	H
	Compound
	No.	R011	R012
	1-1	H	m-biphenylyl
	1-2	H	o-biphenylyl
	1-3	H	4-n-butylphenyl
	1-4	H	4-t-butylphenyl
	1-5	H	p-biphenylyl
	1-6	H	91
	1-7	H	92
	1-8	H	Ph
	1-9	H	2-naphthyl
	1-10	H	93
	1-11	H	1-naphthyl
	1-12	H	m-tolyl
	1-13	H	o-tolyl
	1-14	H	p-tolyl
	1-15	H	94
	1-16	H	—C≡C—Ph
	1-17	—C≡C—Ph	—C≡C—Ph
	1-18	H	95
	1-19	H	96
	1-20	H	97
	1-21	H	98
	1-22	Ph	Ph
	1-23	H	99
	1-24	H	100
	1-25	101	102
	1-26	103	104
	1-27	105	106
	1-28	107	108
	1-29	109	110
	1-30	111	112
	1-31	113	114
	1-32	115	116
	1-33	117	118
	1-34	119	120
	1-35	121	Ph
	1-36	122	Ph
	1-37	123	Ph
	1-38	124	Ph
	1-39	125	126
	1-40	127	128
	1-41	129	130
	1-42	H	H
	1-43	H	H
	1-44	Ph	Ph
	1-45	H	Ph

[0238]

	(VII-1)
131
Compound
No.	R02-R024	R025-R027	R028-R031	R032-R034
2-1	H	R026 = o-biphenylyl	H	R033 = o-biphenylyl
2-2	H	R026 = m-biphenylyl	H	R033 = m-biphenylyl
2-3	H	R026 = 4-n-butylphenyl	H	R033 = 4-n-butylphenyl
2-4	H	R026 = m-tolyl	H	R033 = m-tolyl
2-5	H	R025 = R027 = m-biphenylyl	H	R032 = R034 = m-biphenylyl
2-6	H	R025 = R027 = 4-n-butylphenyl	H	R032 = R034 = 4-n-butylphenyl
2-7	H	R026 = p-biphenylyl	H	R033═p-biphenylyl
2-8	H	R025 = R027 = p-biphenylyl	H	R032 = R034 = p-biphenylyl
2-9	H	R025 = R027 = Ph	H	R032 = R034 = Ph
2-10	H	R025 = R027 = m-tolyl	H	R032 = R034 = m-tolyl
2-11	H	132	H	133
2-12	H	134	H	135
2-13	H	136	H	137
2-14	H	138	H	139
2-15	H	R026 = 1-naphthyl	H	R033 = 1-naphthyl
2-16	H	R026 = 2-naphthyl	H	R033 = 2-naphthyl
2-17	H	R026 = —C≡C—Ph	H	R033 = —C≡C—Ph
2-18	H	140	H	141
2-19	H	142	H	143
2-20	H	144	H	145
2-21	H	146	H	147
2-22	H	148	H	149
2-23	H	150	H	151
2-24	H	152	H	153
2-25	H	154	H	155
2-26	H	156	H	157
2-27	H	158	H	159

[0239]

	(VII-3)
160
Compound	R041-
No.	R044	R045-R048	R049-R052	R053-R058
3-1	H	R046 = o-biphenylyl	H	R055 = o-biphenylyl
3-2	H	R046 = m-biphenylyl	H	R055 = m-biphenylyl
3-3	H	R046 = p-biphenylyl	H	R055 = p-biphenylyl
3-4	H	R046 = 4-n-butylphenyl	H	R055 = 4-n-butylphenyl
3-5	H	R046 = m-tolyl	H	R055 = m-tolyl
3-6	H	R046 = 1-naphthyl	H	R055 = 1-naphthyl
3-7	H	R046 = 2-naphthyl	H	R055 = 2-naphthyl
3-8	H	161	H	162
3-9	H	163	H	164
3-10	H	R045 = R048 = m-biphenylyl	H	R053 = R056 = m-biphenylyl
3-11	H	R045 = R048 = p-biphenylyl	H	R053 = R056 = p-biphenylyl
3-12	H	R045 = R048 = Ph	H	R053 = R056 = Ph
3-13	H	R045 = R048 = m-tolyl	H	R053 = R056 = m-tolyl
3-14	H	165	H	166
3-15	H	167	H	168
3-16	H	169	H	170
3-17	H	171	H	172
3-18	H	R046 = —C≡C—Ph	H	R055 = —C≡C—Ph
3-19	H	R045 = R048 = —C≡C—Ph	H	R053 = R056 = —C≡C—Ph
3-20	H	R045 = R047 = —C≡C—Ph	H	R053 = R055 = —C≡C—Ph

[0240]

	(VII-4)
173
Compound
No.	R57	R059-R066
4-1	H	R061 = R066 = —C≡C—Ph
4-2	H	174
4-3	H	175
4-4	H	176
4-5	H	177
4-6	H	178
4-7	H	179
4-8	H	180
4-9	H	181
4-10	H	182
4-11	H	183
4-12	H	184

[0241]

     (VII-5)
185
Compound
No.  R058-R066
5-1  R061 = R066 = —C≡C—Ph
5-2  186
5-3  187
5-4  188
5-5  189
5-6  190
5-7  191
5-8  192
5-9  193
5-10 194
5-11 195
5-12 196

[0242]

(VII-9)
197
9-1 R = Ph
9-2 R = —C≡C—Ph
9-3 198
9-4 199

[0243]

(VI-10)
200
10-1 R = Ph
10-2 R = —C≡C—Ph
10-3 201
10-4 202

[0244] The amount of the dopant is preferably 0.01 to 10% by volume of the light emitting layer.

[0245] On the other hand, the host material used in the light emitting layer may be selected from those compounds previously illustrated as the host materials, hole injecting and transporting compounds, and electron injecting and transporting compounds.

[0246] The hole transporting host materials which are hole injecting and transporting compounds are preferably aromatic tertiary amines including the tetraaryldiamine derivatives of formula (II).

[0247] Exemplary hole transporting host materials are given below although some are embraced in or overlap with the aforementioned compounds. The following examples are expressed by a combination of φ's in formulae (H-1) to (H-12). It is noted that since the combination is common in formulae (H-6a) to (H-6c) and formulae (H-7a) to (H-7a), they are commonly represented by H-6 and H-7.

203
(H-1)
Compound	φ1	φ2	φ3
H-1-1	Ph	same	same
H-1-2	o-biphenylyl	same	same
H-1-3	m-biphenylyl	same	same
H-1-4	p-biphenylyl	same	same
H-1-5	204	same	same
H-1-6	205	same	same
H-1-7	206	same	same
H-1-8	2-naphthyl	same	same
H-1-9	207	same	same
H-1-10	208	same	same
H-1-11	209	same	same
H-1-12	210	same	same
H-1-13	211	same	same
H-1-14	212	same	same
H-1-15	213	same	same
H-1-16	214	same	same
H-1-17	215	same	same
H-1-18	216	same	same
H-1-19	m-biphenylyl	m-biphenylyl	H
H-1-20	217	same	same
H-1-21	218	same	same
H-1-22	219	same	same
H-1-23	220	same	same
H-1-24	221	same	same
H-1-25	222	same	same
H-1-26	223	same	same
H-1-27	224	same	same

[0248]

225
(H-2)
Compound	φ4	φ5
H-2-1	226	Ph
H-2-2	ditto	o-biphenylyl
H-2-3	ditto	m-biphenylyl
H-2-4	ditto	p-biphenylyl
H-2-5	ditto	227
H-2-6	ditto	228
H-2-7	ditto	229
H-2-8	ditto	1-naphthyl
H-2-9	ditto	2-naphthyl
H-2-10	ditto	230
H-2-11	ditto	231
H-2-12	ditto	232
H-2-13	ditto	233
H-2-14	ditto	234
H-2-15	235	236
H-2-16	ditto	237
H-2-17	ditto	238
H-2-18	ditto	239
H-2-19	ditto	240
H-2-20	ditto	Ph
H-2-21	ditto	o-biphenylyl
H-2-22	ditto	m-biphenylyl
H-2-23	ditto	p-biphenylyl
H-2-24	ditto	1-naphthyl
H-2-25	ditto	2-naphthyl
H-2-26	241	242
H-2-27	243	244
H-2-101	245	Ph
H-2-102	ditto	o-biphenylyl
H-2-103	ditto	m-biphenylyl
H-2-104	ditto	p-biphenylyl
H-2-105	ditto	246
H-2-106	ditto	247
H-2-107	ditto	248
H-2-108	ditto	1-naphthyl
H-2-109	ditto	2-naphthyl
H-2-110	ditto	249
H-2-111	ditto	250
H-2-112	ditto	251
H-2-113	ditto	252
H-2-114	ditto	253
H-2-115	254	255
H-2-116	ditto	256
H-2-117	ditto	257
H-2-118	ditto	258
H-2-119	ditto	259
H-2-120	ditto	Ph
H-2-121	ditto	Ph
H-2-122	ditto	Ph
H-2-123	ditto	260
H-2-201	261	Ph
H-2-202	ditto	o-biphenyly
H-2-203	ditto	m-biphenyly
H-2-204	ditto	p-biphenyly
H-2-205	ditto	262
H-2-206	ditto	263
H-2-207	ditto	264
H-2-208	ditto	2-naphthyl
H-2-209	ditto	1-naphthyl
H-2-210	ditto	265
H-2-211	ditto	266
H-2-212	ditto	267
H-2-213	ditto	268
H-2-214	ditto	269
H-2-215	270	271
H-2-216	ditto	272
H-2-217	ditto	273
H-2-218	ditto	274
H-2-219	ditto	275
H-2-220	ditto	Ph
H-2-301	276	Ph
H-2-302	ditto	o-biphenylyl
H-2-303	ditto	m-biphenylyl
H-2-304	ditto	p-biphenylyl
H-2-305	ditto	277
H-2-306	ditto	278
H-2-307	ditto	279
H-2-308	ditto	2-naphthyl
H-2-309	ditto	1-naphthyl
H-2-310	ditto	280
H-2-311	ditto	281
H-2-312	ditto	282
H-2-313	ditto	283
H-2-314	ditto	284
H-2-315	285	286
H-2-316	ditto	287
H-2-317	ditto	288
H-2-318	ditto	289
H-2-319	ditto	290
H-2-320	ditto	Ph
H-2-321	ditto	291
H-2-322	292	Ph
H-2-323	293	Ph
H-2-324	294	Ph
H-2-401	295	Ph
H-2-402	ditto	o-biphenyly
H-2-403	ditto	m-biphenyly
H-2-404	ditto	p-biphenyly
H-2-405	ditto	296
H-2-406	ditto	297
H-2-407	ditto	298
H-2-408	ditto	2-naphthyl
H-2-409	ditto	299
H-2-410	ditto	300
H-2-411	ditto	301
H-2-412	ditto	302
H-2-413	ditto	303
H-2-414	304	305
H-2-415	ditto	306
H-2-416	ditto	307
H-2-417	ditto	308
H-2-418	ditto	309
H-2-419	ditto	Ph
H-2-501	310	Ph
H-2-502	ditto	o-biphenylyl
H-2-503	ditto	m-biphenylyl
H-2-504	ditto	p-biphenylyl
H-2-505	ditto	311
H-2-506	ditto	312
H-2-507	ditto	313
H-2-508	ditto	2-naphthyl
H-2-509	ditto	1-naphthyl
H-2-510	ditto	314
H-2-511	ditto	315
H-2-512	ditto	316
H-2-513	ditto	317
H-2-514	ditto	318
H-2-515	319	320
H-2-516	ditto	321
H-2-517	ditto	322
H-2-518	ditto	323
H-2-519	ditto	324
H-2-520	ditto	Ph
H-2-521	325	Ph
H-2-522	326	Ph
H-2-601	327	Ph
H-2-602	ditto	o-biphenylyl
H-2-603	ditto	m-biphenylyl
H-2-604	ditto	p-biphenylyl
H-2-605	ditto	328
H-2-606	ditto	329
H-2-607	ditto	330
H-2-608	ditto	2-naphthyl
H-2-609	ditto	331
H-2-610	ditto	332
H-2-611	ditto	333
H-2-612	ditto	334
H-2-613	ditto	335
H-2-614	336	337
H-2-615	ditto	338
H-2-616	ditto	339
H-2-617	ditto	340
H-2-618	ditto	341
H-2-619	ditto	Ph
H-2-701	342	Ph
H-2-702	ditto	o-biphenylyl
H-2-703	ditto	m-biphenylyl
H-2-704	ditto	p-biphenylyl
H-2-705	ditto	343
H-2-706	ditto	344
H-2-707	ditto	345
H-2-708	ditto	2-naphthyl
H-2-709	ditto	346
H-2-710	ditto	347
H-2-711	ditto	348
H-2-712	ditto	349
H-2-713	ditto	350
H-2-714	351	352
H-2-715	ditto	353
H-2-716	ditto	354
H-2-717	ditto	355
H-2-718	ditto	356
H-2-719	ditto	Ph
H-2-720	357	Ph
H-2-801	358	Ph
H-2-802	ditto	o-biphenylyl
H-2-803	ditto	m-biphenylyl
H-2-804	ditto	p-biphenylyl
H-2-805	ditto	359
H-2-806	ditto	360
H-2-807	ditto	361
H-2-808	ditto	2-naphthyl
H-2-809	ditto	362
H-2-810	ditto	363
H-2-811	ditto	364
H-2-812	ditto	365
H-2-813	ditto	366
H-2-814	367	368
H-2-815	ditto	369
H-2-816	ditto	370
H-2-817	ditto	371
H-2-818	ditto	372
H-2-819	ditto
H-2-820	373	Ph
(H-2)
Compound	φ6	φ7	φ8
H-2-1	same	same	same
H-2-2	same	same	same
H-2-3	same	same	same
H-2-4	same	same	same
H-2-5	same	same	same
H-2-6	same	same	same
H-2-7	same	same	same
H-2-8	same	same	same
H-2-9	same	same	same
H-2-10	same	same	same
H-2-11	same	same	same
H-2-12	same	same	same
H-2-13	same	same	same
H-2-14	same	same	same
H-2-15	same	same	same
H-2-16	same	same	same
H-2-17	same	same	same
H-2-18	same	same	same
H-2-19	same	same	same
H-2-20	H	Ph	H
H-2-21	H	o-biphenylyl	H
H-2-22	H	m-biphenylyl	H
H-2-23	H	p-biphenylyl	H
H-2-24	H	1-naphthyl	H
H-2-25	H	2-naphthyl	H
H-2-26	H	374	H
H-2-27	375	376	H
H-2-101	same	same	same
H-2-102	same	same	same
H-2-103	same	same	same
H-2-104	same	same	same
H-2-105	same	same	same
H-2-106	same	same	same
H-2-107	same	same	same
H-2-108	same	same	same
H-2-109	same	same	same
H-2-110	same	same	same
H-2-111	same	same	same
H-2-112	same	same	same
H-2-113	same	same	same
H-2-114	same	same	same
H-2-115	same	same	same
H-2-116	same	same	same
H-2-117	same	same	same
H-2-118	same	same	same
H-2-119	same	same	same
H-2-120	H	Ph	H
H-2-121	377	Ph	378
H-2-122	379	Ph	380
H-2-123	same	Ph	Ph
H-2-201	same	same	same
H-2-202	same	same	same
H-2-203	same	same	same
H-2-204	same	same	same
H-2-205	same	same	same
H-2-206	same	same	same
H-2-207	same	same	same
H-2-208	same	same	same
H-2-209	same	same	same
H-2-210	same	same	same
H-2-211	same	same	same
H-2-212	same	same	same
H-2-213	same	same	same
H-2-214	same	same	same
H-2-215	same	same	same
H-2-216	same	same	same
H-2-217	same	same	same
H-2-218	same	same	same
H-2-219	same	same	same
H-2-220	H	Ph	H
H-2-301	same	same	same
H-2-302	same	same	same
H-2-303	same	same	same
H-2-304	same	same	same
H-2-305	same	same	same
H-2-306	same	same	same
H-2-307	same	same	same
H-2-308	same	same	same
H-2-309	same	same	same
H-2-310	same	same	same
H-2-311	same	same	same
H-2-312	same	same	same
H-2-313	same	same	same
H-2-314	same	same	same
H-2-315	same	same	same
H-2-316	same	same	same
H-2-317	same	same	same
H-2-318	same	same	same
H-2-319	same	same	same
H-2-320	H	Ph	H
H-2-321	Ph	381	Ph
H-2-322	same	same	same
H-2-323	same	same	same
H-2-324	same	same	same
H-2-401	same	same	same
H-2-402	same	same	same
H-2-403	same	same	same
H-2-404	same	same	same
H-2-405	same	same	same
H-2-406	same	same	same
H-2-407	same	same	same
H-2-408	same	same	same
H-2-409	same	same	same
H-2-410	same	same	same
H-2-411	same	same	same
H-2-412	same	same	same
H-2-413	same	same	same
H-2-414	same	same	same
H-2-415	same	same	same
H-2-416	same	same	same
H-2-417	same	same	same
H-2-418	same	same	same
H-2-419	H	Ph	H
H-2-501	same	same	same
H-2-502	same	same	same
H-2-503	same	same	same
H-2-504	same	same	same
H-2-505	same	same	same
H-2-506	same	same	same
H-2-507	same	same	same
H-2-508	same	same	same
H-2-509	same	same	same
H-2-510	same	same	same
H-2-511	same	same	same
H-2-512	same	same	same
H-2-513	same	same	same
H-2-514	same	same	same
H-2-515	same	same	same
H-2-516	same	same	same
H-2-517	same	same	same
H-2-518	same	same	same
H-2-519	same	same	same
H-2-520	H	Ph	H
H-2-521	same	same	same
H-2-522	same	same	same
H-2-601	same	same	same
H-2-602	same	same	same
H-2-603	same	same	same
H-2-604	same	same	same
H-2-605	same	same	same
H-2-606	same	same	same
H-2-607	same	same	same
H-2-608	same	same	same
H-2-609	same	same	same
H-2-610	same	same	same
H-2-611	same	same	same
H-2-612	same	same	same
H-2-613	same	same	same
H-2-614	same	same	same
H-2-615	same	same	same
H-2-616	same	same	same
H-2-617	same	same	same
H-2-618	same	same	same
H-2-619	H	Ph	H
H-2-701	same	same	same
H-2-702	same	same	same
H-2-703	same	same	same
H-2-704	same	same	same
H-2-705	same	same	same
H-2-706	same	same	same
H-2-707	same	same	same
H-2-708	same	same	same
H-2-709	same	same	same
H-2-710	same	same	same
H-2-711	same	same	same
H-2-712	same	same	same
H-2-713	same	same	same
H-2-714	same	same	same
H-2-715	same	same	same
H-2-716	same	same	same
H-2-717	same	same	same
H-2-718	same	same	same
H-2-719	H	Ph	H
H-2-720	Ph	Ph	Ph
H-2-801	same	same	same
H-2-802	same	same	same
H-2-803	same	same	same
H-2-804	same	same	same
H-2-805	same	same	same
H-2-806	same	same	same
H-2-807	same	same	same
H-2-808	same	same	same
H-2-809	same	same	same
H-2-810	same	same	same
H-2-811	same	same	same
H-2-812	same	same	same
H-2-813	same	same	same
H-2-814	same	same	same
H-2-815	same	same	same
H-2-816	same	same	same
H-2-817	same	same	same
H-2-818	same	same	same
H-2-819	H	Ph	H
H-2-820	same	same	same

[0249]

382
(H-3)
Compound	φ9	φ10	φ11	φ12	φ13	φ14	φ15
H-3-1	383	Ph	same	same	same	same	same
H-3-2	″	o-biphenylyl	same	same	same	same	same
H-3-3	″	m-biphenylyl	same	same	same	same	same
H-3-4	″	p-biphenylyl	same	same	same	same	same
H-3-5	″	384	same	same	same	same	same
H-3-6	″	385	same	same	same	same	same
H-3-7	″	386	same	same	same	same	same
H-3-8	″	2-naphthyl	same	same	same	same	same
H-3-9	″	387	same	same	same	same	same
H-3-10	″	388	same	same	same	same	same
H-3-11	″	389	same	same	same	same	same
H-3-12	″	390	same	same	same	same	same
H-3-13	″	391	same	same	same	same	same
H-3-14	392	393	same	same	same	same	same
H-3-15	″	394	same	same	same	same	same
H-3-16	″	395	same	same	same	same	same
H-3-17	″	396	same	same	same	same	same
H-3-18	″	397	same	same	same	same	same
H-3-19	″	Ph	H	Ph	H	Ph	H
H-3-20	″	398	H	399	H	400	H
H-3-101	401	Ph	same	same	same	same	same
H-3-102	″	o-biphenylyl	same	same	same	same	same
H-3-103	″	m-biphenylyl	same	same	same	same	same
H-3-104	″	p-biphenylyl	same	same	same	same	same
H-3-105	″	402	same	same	same	same	same
H-3-106	″	403	same	same	same	same	same
H-3-107	″	404	same	same	same	same	same
H-3-108	″	2-naphthyl	same	same	same	same	same
H-3-109	″	405	same	same	same	same	same
H-3-110	″	406	same	same	same	same	same
H-3-111	″	407	same	same	same	same	same
H-3-112	″	408	same	same	same	same	same
H-3-113	″	409	same	same	same	same	same
H-3-114	410	411	same	same	same	same	same
H-3-115	″	412	same	same	same	same	same
H-3-116	″	413	same	same	same	same	same
H-3-117	″	414	same	same	same	same	same
H-3-118	″	415	same	same	same	same	same
H-3-119	″	Ph	H	Ph	H	Ph	H
H-3-201	416	Ph	same	same	same	same	same
H-3-202	″	o-biphenylyl	same	same	same	same	same
H-3-203	″	m-biphenylyl	same	same	same	same	same
H-3-204	″	p-biphenylyl	same	same	same	same	same
H-3-205	″	417	same	same	same	same	same
H-3-206	″	418	same	same	same	same	same
H-3-207	″	419	same	same	same	same	same
H-3-208	″	2-naphthyl	same	same	same	same	same
H-3-209	″	420	same	same	same	same	same
H-3-210	″	421	same	same	same	same	same
H-3-211	″	422	same	same	same	same	same
H-3-212	″	423	same	same	same	same	same
H-3-213	″	424	same	same	same	same	same
H-3-214	425	426	same	same	same	same	same
H-3-215	″	427	same	same	same	same	same
H-3-216	″	428	same	same	same	same	same
H-3-217	″	429	same	same	same	same	same
H-3-218	″	430	same	same	same	same	same
H-3-219	″	Ph	H	Ph	H	Ph	H
H-3-301	431	same	same	same	same	same
H-3-302	″	o-biphenylyl	same	same	same	same	same
H-3-303	″	m-biphenylyl	same	same	same	same	same
H-3-304	″	p-biphenylyl	same	same	same	same	same
H-3-305	″	432	same	same	same	same	same
H-3-306	″	433	same	same	same	same	same
H-3-307	″	434	same	same	same	same	same
H-3-308	″	2-naphthyl	same	same	same	same	same
H-3-309	″	435	same	same	same	same	same
H-3-310	″	436	same	same	same	same	same
H-3-311	″	437	same	same	same	same	same
H-3-312	″	438	same	same	same	same	same
H-3-313	″	439	same	same	same	same	same
H-3-314	440	441	same	same	same	same	same
H-3-315	″	442	same	same	same	same	same
H-3-316	″	443	same	same	same	same	same
H-3-317	″	444	same	same	same	same	same
H-3-318	″	445	same	same	same	same	same
H-3-319	″	Ph	H	Ph	H	Ph	H
H-3-401	446	same	same	same	same	same
H-3-402	″	o-biphenylyl	same	same	same	same	same
H-3-403	″	m-biphenylyl	same	same	same	same	same
H-3-404	″	p-biphenylyl	same	same	same	same	same
H-3-405	″	447	same	same	same	same	same
H-3-406	″	448	same	same	same	same	same
H-3-407	″	449	same	same	same	same	same
H-3-408	″	2-naphthyl	same	same	same	same	same
H-3-409	″	450	same	same	same	same	same
H-3-410	″	451	same	same	same	same	same
H-3-411	″	452	same	same	same	same	same
H-3-412	″	453	same	same	same	same	same
H-3-413	″	454	same	same	same	same	same
H-3-414	455	456	same	same	same	same	same
H-3-415	″	457	same	same	same	same	same
H-3-416	″	458	same	same	same	same	same
H-3-417	″	459	same	same	same	same	same
H-3-418	″	460	same	same	same	same	same
H-3-419	″	Ph	H	Ph	H	Ph	H
H-3-501	461	Ph	same	same	same	same	same
H-3-502	″	o-biphenylyl	same	same	same	same	same
H-3-503	″	m-biphenylyl	same	same	same	same	same
H-3-504	″	p-biphenylyl	same	same	same	same	same
H-3-505	″	462	same	same	same	same	same
H-3-506	″	463	same	same	same	same	same
H-3-507	″	464	same	same	same	same	same
H-3-508	″	2-naphthyl	same	same	same	same	same
H-3-509	″	465	same	same	same	same	same
H-3-510	″	466	same	same	same	same	same
H-3-511	″	467	same	same	same	same	same
H-3-512	″	468	same	same	same	same	same
H-3-513	″	469	same	same	same	same	same
H-3-514	470	471	same	same	same	same	same
H-3-515	″	472	same	same	same	same	same
H-3-516	″	473	same	same	same	same	same
H-3-517	″	474	same	same	same	same	same
H-3-518	″	475	same	same	same	same	same
H-3-519	″	Ph	H	Ph	H	Ph	H
H-3-520	476	Ph	Ph	Ph	Ph	Ph	Ph

[0250]

477
(H-4)
Compound	Φ16	Compound	Φ16
H-4-1	Ph	H-4-14	478
H-4-2	o-biphenylyl	H-4-15	479
H-4-3	m-biphenylyl	H-4-16	480
H-4-4	p-biphenylyl	H-4-17	481
H-4-5	482	H-4-18	483
H-4-6	484	H-4-20	H
H-4-7	485	H-4-21	—CH3
H-4-8	2-naphthyl	H-4-22	—C2H5
H-4-9	486	H-4-23	—C3H7
H-4-10	487	H-4-24	—C4H9
H-4-11	488	H-4-25	489
H-4-12	490	H-4-26	491
H-4-13	492	H-4-27	493
		H-4-28	494

[0251]

495
Compound Φ17
H-5-1    496
H-5-2    497
H-5-3    498
H-5-4    499
H-5-5    500
H-5-6    501
H-5-7    502
H-5-8    503
H-5-9    504
H-5-10   505
H-5-11   506
H-5-12   507
H-5-13   508
H-5-14   509
H-5-15   510
H-5-16   511
H-5-17   512
H-5-18   513

[0252]

514
(H-6) (combination common in H-6a to H-6c: same in the following (H-6))
Compound	Φ19	Φ20	Φ21
H-6-1	Ph	same	515
H-6-2	o-biphenylyl	same	ditto
H-6-3	m-biphenylyl	same	ditto
H-6-4	p-biphenylyl	same	ditto
H-6-5	516	same	ditto
H-6-6	517	same	ditto
H-6-7	518	same	ditto
H-6-8	2-naphthyl	same	ditto
H-6-9	519	same	ditto
H-6-10	520	same	ditto
H-6-11	521	same	ditto
H-6-12	522	same	ditto
H-6-13	523	same	ditto
H-6-14	524	same	525
H-6-15	526	same	ditto
H-6-16	527	same	ditto
H-6-17	528	same	ditto
H-6-18	529	same	ditto
H-6-19	Ph	H	ditto
H-6-101	Ph	same	530
H-6-102	o-biphenylyl	same	ditto
H-6-103	m-biphenylyl	same	ditto
H-6-104	p-biphenylyl	same	ditto
H-6-105	531	same	ditto
H-6-106	532	same	ditto
H-6-107	533	same	ditto
H-6-108	2-naphthyl	same	ditto
H-6-109	534	same	ditto
H-6-110	535	same	ditto
H-6-111	536	same	ditto
H-6-112	537	same	ditto
H-6-113	538	same	ditto
H-6-114	539	same	540
H-6-115	541	same	ditto
H-6-116	542	same	ditto
H-6-117	543	same	ditto
H-6-118	544	same	ditto
H-6-119	Ph	H	ditto
H-6-201	Ph	same	545
H-6-202	o-biphenylyl	same	ditto
H-6-203	m-biphenylyl	same	ditto
H-6-204	p-biphenylyl	same	ditto
H-6-205	546	same	ditto
H-6-206	547	same	ditto
H-6-207	548	same	ditto
H-6-208	2-naphthyl	same	ditto
H-6-209	549	same	ditto
H-6-210	550	same	ditto
H-6-211	551	same	ditto
H-6-212	552	same	ditto
H-6-213	553	same	ditto
H-6-214	554	same	555
H-6-215	556	same	ditto
H-6-216	557	same	ditto
H-6-217	558	same	ditto
H-6-218	559	same	ditto
H-6-219	Ph	H	ditto
H-6-301	Ph	same	560
H-6-302	o-biphenylyl	same	ditto
H-6-303	m-biphenylyl	same	ditto
H-6-304	p-biphenylyl	same	ditto
H-6-305	561	same	ditto
H-6-306	562	same	ditto
H-6-307	563	same	ditto
H-6-308	2-naphthyl	same	ditto
H-6-309	564	same	ditto
H-6-310	565	same	ditto
H-6-311	566	same	ditto
H-6-312	567	same	ditto
H-6-313	568	same	ditto
H-6-314	569	same	570
H-6-315	571	same	ditto
H-6-316	572	same	ditto
H-6-317	573	same	ditto
H-6-318	574	same	ditto
H-6-319	Ph	H	ditto
H-6-401	Ph	same	575
H-6-402	o-biphenylyl	same	ditto
H-6-403	m-biphenylyl	same	ditto
H-6-404	p-biphenylyl	same	ditto
H-6-405	576	same	ditto
H-6-406	577	same	ditto
H-6-407	578	same	ditto
H-6-408	2-naphthyl	same	ditto
H-6-409	579	same	ditto
H-6-410	580	same	ditto
H-6-411	581	same	ditto
H-6-412	582	same	ditto
H-6-413	583	same	ditto
H-6-414	584	same	585
H-6-415	586	same	ditto
H-6-416	587	same	ditto
H-6-417	588	same	ditto
H-6-418	589	same	ditto
H-6-419	Ph	H	ditto
H-6-501	Ph	same	590
H-6-502	o-biphenylyl	same	ditto
H-6-503	m-biphenylyl	same	ditto
H-6-504	p-biphenylyl	same	ditto
H-6-505	591	same	ditto
H-6-506	592	same	ditto
H-6-507	593	same	ditto
H-6-508	2-naphthyl	same	ditto
H-6-509	594	same	ditto
H-6-510	595	same	ditto
H-6-511	596	same	ditto
H-6-512	597	same	ditto
H-6-513	598	same	ditto
H-6-514	599	same	600
H-6-515	601	same	ditto
H-6-516	602	same	ditto
H-6-517	603	same	ditto
H-6-518	604	same	ditto
H-6-519	Ph	H	ditto
H-6-601	Ph	same	605
H-6-602	o-biphenylyl	same	ditto
H-6-603	m-biphenylyl	same	ditto
H-6-604	p-biphenylyl	same	ditto
H-6-605	606	same	ditto
H-6-606	607	same	ditto
H-6-607	608	same	ditto
H-6-608	2-naphthyl	same	ditto
H-6-609	609	same	ditto
H-6-610	610	same	ditto
H-6-611	611	same	ditto
H-6-612	612	same	ditto
H-6-613	613	same	ditto
H-6-614	614	same	615
H-6-615	616	same	ditto
H-6-616	617	same	ditto
H-6-617	618	same	ditto
H-6-618	619	same	ditto
H-6-619	Ph	H	ditto
H-6-701	Ph	same	620
H-6-702	o-biphenylyl	same	ditto
H-6-703	m-biphenylyl	same	ditto
H-6-704	p-biphenylyl	same	ditto
H-6-705	621	same	ditto
H-6-706	622	same	ditto
H-6-707	623	same	ditto
H-6-708	2-naphthyl	same	ditto
H-6-709	624	same	ditto
H-6-710	625	same	ditto
H-6-711	626	same	ditto
H-6-712	627	same	ditto
H-6-713	628	same	ditto
H-6-714	629	same	630
H-6-715	631	same	ditto
H-6-716	632	same	ditto
H-6-717	633	same	ditto
H-6-718	634	same	ditto
H-6-719	Ph	H	ditto
H-6-801	Ph	same	635
H-6-802	o-biphenylyl	same	ditto
H-6-803	m-biphenylyl	same	ditto
H-6-804	p-biphenylyl	same	ditto
H-6-805	636	same	ditto
H-6-806	637	same	ditto
H-6-807	638	same	ditto
H-6-808	2-naphthyl	same	ditto
H-6-809	639	same	ditto
H-6-810	640	same	ditto
H-6-811	641	same	ditto
H-6-812	642	same	ditto
H-6-813	643	same	ditto
H-6-814	644	same	645
H-6-815	646	same	ditto
H-6-816	647	same	ditto
H-6-817	648	same	ditto
H-6-818	649	same	ditto
H-6-819	Ph	H	ditto
H-6-820	Ph	Ph	650

[0253]

651
(H-7) [combination common in H-7a to H-7e; same in the following (H-7)]
Compound	Φ22	Φ23	Φ24	Φ25	Φ26
H-7-1	652	Ph	same	same	same
H-7-2	ditto	o-biphenylyl	same	same	same
H-7-3	ditto	m-biphenylyl	same	same	same
H-7-4	ditto	p-biphenylyl	same	same	same
H-7-5	ditto	653	same	same	same
H-7-6	ditto	654	same	same	same
H-7-7	ditto	655	same	same	same
H-7-8	ditto	2-naphthyl	same	same	same
H-7-9	ditto	656	same	same	same
H-7-10	ditto	657	same	same	same
H-7-11	ditto	658	same	same	same
H-7-12	ditto	659	same	same	same
H-7-13	ditto	660	same	same	same
H-7-14	661	662	same	same	same
H-7-15	ditto	663	same	same	same
H-7-16	ditto	664	same	same	same
H-7-17	ditto	665	same	same	same
H-7-18	ditto	666	same	same	same
H-7-19	ditto	Ph	H	Ph	H
H-7-101	667	Ph	same	same	same
H-7-102	ditto	o-biphenylyl	same	same	same
H-7-103	ditto	m-biphenylyl	same	same	same
H-7-104	ditto	p-biphenylyl	same	same	same
H-7-105	ditto	668	same	same	same
H-7-106	ditto	669	same	same	same
H-7-107	ditto	670	same	same	same
H-7-108	ditto	2-naphthyl	same	same	same
H-7-109	ditto	671	same	same	same
H-7-110	ditto	672	same	same	same
H-7-111	ditto	673	same	same	same
H-7-112	ditto	674	same	same	same
H-7-113	ditto	675	same	same	same
H-7-114	676	677	same	same	same
H-7-115	ditto	678	same	same	same
H-7-116	ditto	679	same	same	same
H-7-117	ditto	680	same	same	same
H-7-118	ditto	681	same	same	same
H-7-119	ditto	Ph	H	Ph	H
H-7-201	682	Ph	same	same	same
H-7-202	ditto	o-biphenylyl	same	same	same
H-7-203	ditto	m-biphenylyl	same	same	same
H-7-204	ditto	p-biphenylyl	same	same	same
H-7-205	ditto	683	same	same	same
H-7-206	ditto	684	same	same	same
H-7-207	ditto	685	same	same	same
H-7-208	ditto	2-naphthyl	same	same	same
H-7-209	ditto	686	same	same	same
H-7-210	ditto	687	same	same	same
H-7-211	ditto	688	same	same	same
H-7-212	ditto	689	same	same	same
H-7-213	ditto	690	same	same	same
H-7-214	691	692	same	same	same
H-7-215	ditto	693	same	same	same
H-7-216	ditto	694	same	same	same
H-7-217	ditto	695	same	same	same
H-7-218	ditto	696	same	same	same
H-7-219	ditto	Ph	H	Ph	H
H-7-301	697	Ph	same	same	same
H-7-302	ditto	o-biphenylyl	same	same	same
H-7-303	ditto	m-biphenylyl	same	same	same
H-7-304	ditto	p-biphenylyl	same	same	same
H-7-305	ditto	698	same	same	same
H-7-306	ditto	699	same	same	same
H-7-307	ditto	700	same	same	same
H-7-308	ditto	2-naphthyl	same	same	same
H-7-309	ditto	701	same	same	same
H-7-310	ditto	702	same	same	same
H-7-311	ditto	703	same	same	same
H-7-312	ditto	704	same	same	same
H-7-313	ditto	705	same	same	same
H-7-314	706	707	same	same	same
H-7-315	ditto	708	same	same	same
H-7-316	ditto	709	same	same	same
H-7-317	ditto	710	same	same	same
H-7-318	ditto	711	same	same	same
H-7-319	ditto	Ph	H	Ph	H
H-7-401	712	Ph	same	same	same
H-7-402	ditto	o-biphenylyl	same	same	same
H-7-403	ditto	m-biphenylyl	same	same	same
H-7-404	ditto	p-biphenylyl	same	same	same
H-7-405	ditto	713	same	same	same
H-7-406	ditto	714	same	same	same
H-7-407	ditto	715	same	same	same
H-7-408	ditto	2-naphthyl	same	same	same
H-7-409	ditto	716	same	same	same
H-7-410	ditto	717	same	same	same
H-7-411	ditto	718	same	same	same
H-7-412	ditto	719	same	same	same
H-7-413	ditto	720	same	same	same
H-7-414	721	722	same	same	same
H-7-415	ditto	723	same	same	same
H-7-416	ditto	724	same	same	same
H-7-417	ditto	725	same	same	same
H-7-418	ditto	726	same	same	same
H-7-419	ditto	Ph	H	Ph	H
H-7-420	727	Ph	same	same	same
H-7-421	728	Ph	same	same	same
H-7-501	729	Ph	same	same	same
H-7-502	ditto	o-biphenylyl	same	same	same
H-7-503	ditto	m-biphenylyl	same	same	same
H-7-504	ditto	p-biphenylyl	same	same	same
H-7-505	ditto	730	same	same	same
H-7-506	ditto	731	same	same	same
H-7-507	ditto	732	same	same	same
H-7-508	ditto	2-naphthyl	same	same	same
H-7-509	ditto	733	same	same	same
H-7-510	ditto	734	same	same	same
H-7-511	ditto	735	same	same	same
H-7-512	ditto	736	same	same	same
H-7-513	ditto	737	same	same	same
H-7-514	738	739	same	same	same
H-7-515	ditto	740	same	same	same
H-7-516	ditto	741	same	same	same
H-7-517	ditto	742	same	same	same
H-7-518	ditto	743	same	same	same
H-7-519	ditto	Ph	H	Ph	H
H-7-601	744	Ph	same	same	same
H-7-602	ditto	o-biphenylyl	same	same	same
H-7-603	ditto	m-biphenylyl	same	same	same
H-7-604	ditto	p-biphenylyl	same	same	same
H-7-605	ditto	745	same	same	same
H-7-606	ditto	746	same	same	same
H-7-607	ditto	747	same	same	same
H-7-608	ditto	2-naphthyl	same	same	same
H-7-609	ditto	748	same	same	same
H-7-610	ditto	749	same	same	same
H-7-611	ditto	750	same	same	same
H-7-612	ditto	751	same	same	same
H-7-613	ditto	752	same	same	same
H-7-614	753	754	same	same	same
H-7-615	ditto	755	same	same	same
H-7-616	ditto	756	same	same	same
H-7-617	ditto	757	same	same	same
H-7-618	ditto	758	same	same	same
H-7-619	ditto	Ph	H	Ph	H
H-7-701	759	Ph	same	same	same
H-7-702	ditto	o-biphenylyl	same	same	same
H-7-703	ditto	m-biphenylyl	same	same	same
H-7-704	ditto	p-biphenylyl	same	same	same
H-7-705	ditto	760	same	same	same
H-7-706	ditto	761	same	same	same
H-7-707	ditto	762	same	same	same
H-7-708	ditto	2-naphthyl	same	same	same
H-7-709	ditto	763	same	same	same
H-7-710	ditto	764	same	same	same
H-7-711	ditto	765	same	same	same
H-7-712	ditto	766	same	same	same
H-7-713	ditto	767	same	same	same
H-7-714	768	769	same	same	same
H-7-715	ditto	770	same	same	same
H-7-716	ditto	771	same	same	same
H-7-717	ditto	772	same	same	same
H-7-718	ditto	773	same	same	same
H-7-719	ditto	Ph	H	Ph	H
H-7-801	774	Ph	same	same	same
H-7-802	ditto	o-biphenylyl	same	same	same
H-7-803	ditto	m-biphenylyl	same	same	same
H-7-804	ditto	p-biphenylyl	same	same	same
H-7-805	ditto	775	same	same	same
H-7-806	ditto	776	same	same	same
H-7-807	ditto	777	same	same	same
H-7-808	ditto	2-naphthyl	same	same	same
H-7-809	ditto	778	same	same	same
H-7-810	ditto	779	same	same	same
H-7-811	ditto	780	same	same	same
H-7-812	ditto	781	same	same	same
H-7-813	ditto	782	same	same	same
H-7-814	783	784	same	same	same
H-7-815	ditto	785	same	same	same
H-7-816	ditto	786	same	same	same
H-7-817	ditto	787	same	same	same
H-7-818	ditto	788	same	same	same
H-7-819	ditto	Ph	H	Ph	H

[0254]

789
(H-8)
Compound	Φ27	Φ28	Φ29	Φ30	Φ31
H-8-1	Ph	same	same	same	790
H-8-2	o-biphenylyl	same	same	same	ditto
H-8-3	m-biphenylyl	same	same	same	ditto
H-8-4	p-biphenylyl	same	same	same	ditto
H-8-5	791	same	same	same	ditto
H-8-6	792	same	same	same	ditto
H-8-7	793	same	same	same	ditto
H-8-8	2-naphthyl	same	same	same	ditto
H-8-9	794	same	same	same	ditto
H-8-10	795	same	same	same	ditto
H-8-11	796	same	same	same	ditto
H-8-12	797	same	same	same	ditto
H-8-13	798	same	same	same	ditto
H-8-14	799	same	same	same	800
H-8-15	801	same	same	same	ditto
H-8-16	802	same	same	same	ditto
H-8-17	803	same	same	same	ditto
H-8-18	804	same	same	same	ditto
H-8-19	Ph	H	Ph	H	ditto
H-8-101	Ph	same	same	same	805
H-8-102	o-biphenylyl	same	same	same	ditto
H-8-103	m-biphenylyl	same	same	same	ditto
H-8-104	p-biphenylyl	same	same	same	ditto
H-8-105	806	same	same	same	ditto
H-8-106	807	same	same	same	ditto
H-8-107	808	same	same	same	ditto
H-8-108	2-naphthyl	same	same	same	ditto
H-8-109	809	same	same	same	ditto
H-8-110	810	same	same	same	ditto
H-8-111	811	same	same	same	ditto
H-8-112	812	same	same	same	ditto
H-8-113	813	same	same	same	ditto
H-8-114	814	same	same	same	815
H-8-115	816	same	same	same	ditto
H-8-116	817	same	same	same	ditto
H-8-117	818	same	same	same	ditto
H-8-118	819	same	same	same	ditto
H-8-119	Ph	H	Ph	H	ditto
H-8-201	Ph	same	same	same	820
H-8-202	o-biphenylyl	same	same	same	ditto
H-8-203	m-biphenylyl	same	same	same	ditto
H-8-204	p-biphenylyl	same	same	same	ditto
H-8-205	821	same	same	same	ditto
H-8-206	822	same	same	same	ditto
H-8-207	823	same	same	same	ditto
H-8-208	2-naphthyl	same	same	same	ditto
H-8-209	824	same	same	same	ditto
H-8-210	825	same	same	same	ditto
H-8-211	826	same	same	same	ditto
H-8-212	827	same	same	same	ditto
H-8-213	828	same	same	same	ditto
H-8-214	829	same	same	same	830
H-8-215	831	same	same	same	ditto
H-8-216	832	same	same	same	ditto
H-8-217	833	same	same	same	ditto
H-8-218	834	same	same	same	ditto
H-8-219	Ph	H	Ph	H	ditto
H-8-301	Ph	same	same	same	835
H-8-302	o-biphenylyl	same	same	same	ditto
H-8-303	m-biphenylyl	same	same	same	ditto
H-8-304	p-biphenylyl	same	same	same	ditto
H-8-305	836	same	same	same	ditto
H-8-306	837	same	same	same	ditto
H-8-307	838	same	same	same	ditto
H-8-308	2-naphthyl	same	same	same	ditto
H-8-309	839	same	same	same	ditto
H-8-310	840	same	same	same	ditto
H-8-311	841	same	same	same	ditto
H-8-312	842	same	same	same	ditto
H-8-313	843	same	same	same	ditto
H-8-314	844	same	same	same	845
H-8-315	846	same	same	same	ditto
H-8-316	847	same	same	same	ditto
H-8-317	848	same	same	same	ditto
H-8-318	849	same	same	same	ditto
H-8-319	Ph	H	Ph	H	ditto
H-8-401	Ph	same	same	same	850
H-8-402	o-biphenylyl	same	same	same	ditto
H-8-403	m-biphenylyl	same	same	same	ditto
H-8-404	p-biphenylyl	same	same	same	ditto
H-8-405	851	same	same	same	ditto
H-8-406	852	same	same	same	ditto
H-8-407	853	same	same	same	ditto
H-8-408	2-naphthyl	same	same	same	ditto
H-8-409	854	same	same	same	ditto
H-8-410	855	same	same	same	ditto
H-8-411	856	same	same	same	ditto
H-8-412	857	same	same	same	ditto
H-8-413	858	same	same	same	ditto
H-8-414	859	same	same	same	860
H-8-415	861	same	same	same	ditto
H-8-416	862	same	same	same	ditto
H-8-417	863	same	same	same	ditto
H-8-418	864	same	same	same	ditto
H-8-419	Ph	H	Ph	H	ditto
H-8-501	Ph	same	same	same	865
H-8-502	o-biphenylyl	same	same	same	ditto
H-8-503	m-biphenylyl	same	same	same	ditto
H-8-504	p-biphenylyl	same	same	same	ditto
H-8-505	866	same	same	same	ditto
H-8-506	867	same	same	same	ditto
H-8-507	868	same	same	same	ditto
H-8-508	2-naphthyl	same	same	same	ditto
H-8-509	869	same	same	same	ditto
H-8-510	870	same	same	same	ditto
H-8-511	871	same	same	same	ditto
H-8-512	872	same	same	same	ditto
H-8-513	873	same	same	same	ditto
H-8-514	874	same	same	same	875
H-8-515	876	same	same	same	ditto
H-8-516	877	same	same	same	ditto
H-8-517	878	same	same	same	ditto
H-8-518	879	same	same	same	ditto
H-8-519	Ph	H	Ph	H	ditto
H-8-601	Ph	same	same	same	880
H-8-602	o-biphenylyl	same	same	same	ditto
H-8-603	m-biphenylyl	same	same	same	ditto
H-8-604	p-biphenylyl	same	same	same	ditto
H-8-605	881	same	same	same	ditto
H-8-606	882	same	same	same	ditto
H-8-607	883	same	same	same	ditto
H-8-608	2-naphthyl	same	same	same	ditto
H-8-609	884	same	same	same	ditto
H-8-610	885	same	same	same	ditto
H-8-611	886	same	same	same	ditto
H-8-612	887	same	same	same	ditto
H-8-613	888	same	same	same	ditto
H-8-614	889	same	same	same	890
H-8-615	891	same	same	same	ditto
H-8-616	892	same	same	same	ditto
H-8-617	893	same	same	same	ditto
H-8-618	894	same	same	same	ditto
H-8-619	Ph	H	Ph	H	ditto
H-8-701	Ph	same	same	same	895
H-8-702	o-biphenylyl	same	same	same	ditto
H-8-703	m-biphenylyl	same	same	same	ditto
H-8-704	p-biphenylyl	same	same	same	ditto
H-8-705	896	same	same	same	ditto
H-8-706	897	same	same	same	ditto
H-8-707	898	same	same	same	ditto
H-8-708	2-naphthyl	same	same	same	ditto
H-8-709	899	same	same	same	ditto
H-8-710	900	same	same	same	ditto
H-8-711	901	same	same	same	ditto
H-8-712	902	same	same	same	ditto
H-8-713	903	same	same	same	ditto
H-8-714	904	same	same	same	905
H-8-715	906	same	same	same	ditto
H-8-716	907	same	same	same	ditto
H-8-717	908	same	same	same	ditto
H-8-718	909	same	same	same	ditto
H-8-719	Ph	H	Ph	H	ditto
H-8-801	Ph	same	same	same	910
H-8-802	o-biphenylyl	same	same	same	ditto
H-8-803	m-biphenylyl	same	same	same	ditto
H-8-804	p-biphenylyl	same	same	same	ditto
H-8-805	911	same	same	same	ditto
H-8-806	912	same	same	same	ditto
H-8-807	913	same	same	same	ditto
H-8-808	2-naphthyl	same	same	same	ditto
H-8-809	914	same	same	same	ditto
H-8-810	915	same	same	same	ditto
H-8-811	916	same	same	same	ditto
H-8-812	917	same	same	same	ditto
H-8-813	918	same	same	same	ditto
H-8-814	919	same	same	same	920
H-8-815	921	same	same	same	ditto
H-8-816	922	same	same	same	ditto
H-8-817	923	same	same	same	ditto
H-8-818	924	same	same	same	ditto
H-8-819	Ph	H	Ph	H	ditto

[0255]

925
(H-9)
Com-
pound	Φ37	Φ32	Φ33	Φ34	Φ35	Φ36
H-9-1	926	Ph	same	same	same	sa- me
H-9-2	ditto	o-biphenylyl	same	same	same	sa-
						me
H-9-3	ditto	m-biphenylyl	same	same	same	sa-
						me
H-9-4	ditto	p-biphenylyl	same	same	same	sa-
						me
H-9-5	ditto	927	same	same	same	sa- me
H-9-6	ditto	928	same	same	same	sa- me
H-9-7	ditto	929	same	same	same	sa- me
H-9-8	ditto	2-naphthyl	same	same	same	sa-
						me
H-9-9	ditto	930	same	same	same	sa- me
H-9-10	ditto	931	same	same	same	sa- me
H-9-11	ditto	932	same	same	same	sa- me
H-9-12	ditto	933	same	same	same	sa- me
H-9-13	ditto	934	same	same	same	sa- me
H-9-14	935	936	same	same	same	sa- me
H-9-15	ditto	937	same	same	same	sa- me
H-9-16	ditto	938	same	same	same	sa- me
H-9-17	ditto	939	same	same	same	sa- me
H-9-18	ditto	940	same	same	same	sa- me
H-9-19	ditto	Ph	H	Ph	H	Ph
H-9-101	941	Ph	same	same	same	sa- me
H-9-102	ditto	o-biphenylyl	same	same	same	sa-
						me
H-9-103	ditto	m-biphenylyl	same	same	same	sa-
						me
H-9-104	ditto	p-biphenylyl	same	same	same	sa-
						me
H-9-105	ditto	942	same	same	same	sa- me
H-9-106	ditto	943	same	same	same	sa- me
H-9-107	ditto	944	same	same	same	sa- me
H-9-108	ditto	2-naphthyl	same	same	same	sa-
						me
H-9-109	ditto	945	same	same	same	sa- me
H-9-110	ditto	946	same	same	same	sa- me
H-9-111	ditto	947	same	same	same	sa-
H-9-112	ditto	948	same	same	same	sa-
H-9-113	ditto	949	same	same	same	sa-
H-9-114	950	951	same	same	same	sa- me
H-9-115	ditto	952	same	same	same	sa- me
H-9-116	ditto	953	same	same	same	sa- me
H-9-117	ditto	954	same	same	same	sa- me
H-9-118	ditto	955	same	same	same	sa- me
H-9-119	ditto	Ph	H	Ph	H	Ph
H-9-201	956	Ph	same	same	same	sa- me
H-9-202	ditto	o-biphenylyl	same	same	same	sa-
						me
H-9-203	ditto	m-biphenylyl	same	same	same	sa-
						me
H-9-204	ditto	p-biphenylyl	same	same	same	sa-
						me
H-9-205	ditto	957	same	same	same	sa- me
H-9-206	ditto	958	same	same	same	sa- me
H-9-207	ditto	959	same	same	same	sa- me
H-9-208	ditto	2-naphthyl	same	same	same	sa-
						me
H-9-209	ditto	960	same	same	same	sa- me
H-9-210	ditto	961	same	same	same	sa- me
H-9-211	ditto	962	same	same	same	sa- me
H-9-212	ditto	963	same	same	same	sa- me
H-9-213	ditto	964	same	same	same	sa- me
H-9-214	965	966	same	same	same	sa- me
H-9-215	ditto	967	same	same	same	sa- me
H-9-216	ditto	968	same	same	same	sa- me
H-9-217	ditto	969	same	same	same	sa- me
H-9-218	ditto	970	same	same	same	sa- me
H-9-219	ditto	Ph	H	Ph	H	Ph
H-9-301	971	Ph	same	same	same	sa- me
H-9-302	ditto	o-biphenylyl	same	same	same	sa-
						me
H-9-303	ditto	m-biphenylyl	same	same	same	sa-
						me
H-9-304	ditto	p-biphenylyl	same	same	same	sa-
						me
H-9-305	ditto	972	same	same	same	sa- me
H-9-306	ditto	973	same	same	same	sa- me
H-9-307	ditto	974	same	same	same	sa- me
H-9-308	ditto	2-naphthyl	same	same	same	sa-
						me
H-9-309	ditto	975	same	same	same	sa- me
H-9-310	ditto	976	same	same	same	sa- me
H-9-311	ditto	977	same	same	same	sa- me
H-9-312	ditto	978	same	same	same	sa- me
H-9-313	ditto	979	same	same	same	sa- me
H-9-314	980	981	same	same	same	sa- me
H-9-315	ditto	982	same	same	same	sa- me
H-9-316	ditto	983	same	same	same	sa- me
H-9-317	ditto	984	same	same	same	sa- me
H-9-318	ditto	985	same	same	same	sa- me
H-9-319	ditto	Ph	H	Ph	H	Ph
H-9-401	986	Ph	same	same	same	sa- me
H-9-402	ditto	o-biphenylyl	same	same	same	sa-
						me
H-9-403	ditto	m-biphenylyl	same	same	same	sa-
						me
H-9-404	ditto	p-biphenylyl	same	same	same	sa-
						me
H-9-405	ditto	987	same	same	same	sa- me
H-9-406	ditto	988	same	same	same	sa- me
H-9-407	ditto	989	same	same	same	sa- me
H-9-408	ditto	2-naphthyl	same	same	same	sa-
						me
H-9-409	ditto	990	same	same	same	sa- me
H-9-410	ditto	991	same	same	same	sa- me
H-9-411	ditto	992	same	same	same	sa- me
H-9-412	ditto	993	same	same	same	sa- me
H-9-413	ditto	994	same	same	same	sa- me
H-9-414	995	996	same	same	same	sa- me
H-9-415	ditto	997	same	same	same	sa- me
H-9-416	ditto	998	same	same	same	sa- me
H-9-417	ditto	999	same	same	same	sa- me
H-9-418	ditto	1000	same	same	same	sa- me
H-9-419	ditto	Ph	H	Ph	H	Ph
H-9-420	1001	Ph	same	same	same	sa- me
H-9-501	1002	Ph	same	same	same	sa- me
H-9-502	ditto	o-biphenylyl	same	same	same	sa-
						me
H-9-503	ditto	m-biphenylyl	same	same	same	sa-
						me
H-9-504	ditto	p-biphenylyl	same	same	same	sa-
						me
H-9-505	ditto	1003	same	same	same	sa- me
H-9-506	ditto	1004	same	same	same	sa- me
H-9-507	ditto	1005	same	same	same	sa- me
H-9-508	ditto	2-naphthyl	same	same	same	sa-
						me
H-9-509	ditto	1006	same	same	same	sa- me
H-9-510	ditto	1007	same	same	same	sa- me
H-9-511	ditto	1008	same	same	same	sa- me
H-9-512	ditto	1009	same	same	same	sa- me
H-9-513	ditto	1010	same	same	same	sa- me
H-9-514	1011	1012	same	same	same	sa- me
H-9-515	ditto	1013	same	same	same	sa- me
H-9-516	ditto	1014	same	same	same	sa- me
H-9-517	ditto	1015	same	same	same	sa- me
H-9-518	ditto	1016	same	same	same	sa- me
H-9-519	ditto	Ph	H	Ph	H	Ph
H-9-601	1017	Ph	same	same	same	sa- me
H-9-602	ditto	o-biphenylyl	same	same	same	sa-
						me
H-9-603	ditto	m-biphenylyl	same	same	same	sa-
						me
H-9-604	ditto	p-biphenylyl	same	same	same	sa-
						me
H-9-605	ditto	1018	same	same	same	sa- me
H-9-606	ditto	1019	same	same	same	sa- me
H-9-607	ditto	1020	same	same	same	sa- me
H-9-608	ditto	2-naphthyl	same	same	same	sa-
						me
H-9-609	ditto	1021	same	same	same	sa- me
H-9-610	ditto	1022	same	same	same	sa- me
H-9-611	ditto	1023	same	same	same	sa- me
H-9-612	ditto	1024	same	same	same	sa- me
H-9-613	ditto	1025	same	same	same	sa- me
H-9-614	1026	1027	same	same	same	sa- me
H-9-615	ditto	1028	same	same	same	sa- me
H-9-616	ditto	1029	same	same	same	sa- me
H-9-617	ditto	1030	same	same	same	sa- me
H-9-618	ditto	1031	same	same	same	sa- me
H-9-619	ditto	Ph	H	Ph	H	Ph
H-9-701	1032	Ph	same	same	same	sa- me
H-9-702	ditto	o-biphenylyl	same	same	same	sa-
						me
H-9-703	ditto	m-biphenylyl	same	same	same	sa-
						me
H-9-704	ditto	p-biphenylyl	same	same	same	sa-
						me
H-9-705	ditto	1033	same	same	same	sa- me
H-9-706	ditto	1034	same	same	same	sa- me
H-9-707	ditto	1035	same	same	same	sa- me
H-9-708	ditto	2-naphthyl	same	same	same	sa-
						me
H-9-709	ditto	1036	same	same	same	sa- me
H-9-710	ditto	1037	same	same	same	sa- me
H-9-711	ditto	1038	same	same	same	sa- me
H-9-712	ditto	1039	same	same	same	sa- me
H-9-713	ditto	1040	same	same	same	sa- me
H-9-714	1041	1042	same	same	same	sa- me
H-9-715	ditto	1043	same	same	same	sa- me
H-9-716	ditto	1044	same	same	same	sa- me
H-9-717	ditto	1045	same	same	same	sa- me
H-9-718	ditto	1046	same	same	same	sa- me
H-9-719	ditto	Ph	H	Ph	H	Ph
H-9-801	1047	Ph	same	same	same	sa- me
H-9-802	ditto	o-biphenylyl	same	same	same	sa-
						me
H-9-803	ditto	m-biphenylyl	same	same	same	sa-
						me
H-9-804	ditto	p-biphenylyl	same	same	same	sa-
						me
H-9-805	ditto	1048	same	same	same	sa- me
H-9-806	ditto	1049	same	same	same	sa- me
H-9-807	ditto	1050	same	same	same	sa- me
H-9-808	ditto	2-naphthyl	same	same	same	sa-
						me
H-9-809	ditto	1051	same	same	same	sa- me
H-9-810	ditto	1052	same	same	same	sa- me
H-9-811	ditto	1053	same	same	same	sa- me
H-9-812	ditto	1054	same	same	same	sa- me
H-9-813	ditto	1055	same	same	same	sa- me
H-9-814	1056	1057	same	same	same	sa- me
H-9-815	ditto	1058	same	same	same	sa- me
H-9-816	ditto	1059	same	same	same	sa- me
H-9-817	ditto	1060	same	same	same	sa- me
H-9-818	ditto	1061	same	same	same	sa- me
H-9-819	ditto	Ph	H	Ph	H	Ph
H-9-820	1062	Ph	same	same	same	sa- me

[0256]

1063
(H-10)			φ38, φ40, φ41,
Compound	φ47-φ49	φ39, φ42, φ45	φ43, φ44, φ46
H-10-1	1064	Ph	Ph
H-10-2	″	o-biphenylyl	Ph
H-10-3	″	m-biphenylyl	Ph
H-10-4	″	p-biphenylyl	Ph
H-10-5	″	1065	Ph
H-10-6	″	1066	Ph
H-10-7	″	1067	Ph
H-10-8	″	2-naphthyl	Ph
H-10-9	″	1068	Ph
H-10-10	″	1069	Ph
H-10-11	″	1070	Ph
H-10-12	″	1071	Ph
H-10-13	″	1072	Ph
H-10-14	1073	1074	Ph
H-10-15	″	1075	Ph
H-10-16	″	1076	Ph
H-10-17	″	1077	Ph
H-10-18	″	1078	Ph
H-10-101	1079	Ph	Ph
H-10-102	″	o-biphenylyl	Ph
H-10-103	″	m-biphenylyl	Ph
H-10-104	″	p-biphenylyl	Ph
H-10-105	″	1080	Ph
H-10-106	″	1081	Ph
H-10-107	″	1082	Ph
H-10-108	″	2-naphthyl	Ph
H-10-109	″	1083	Ph
H-10-110	″	1084	Ph
H-10-111	″	1085	Ph
H-10-112	″	1086	Ph
H-10-113	″	1087	Ph
H-10-114	1088	1089	Ph
H-10-115	″	1090	Ph
H-10-116	″	1091	Ph
H-10-117	″	1092	Ph
H-10-118	″	1093	Ph
H-10-201	1094	Ph	Ph
H-10-202	″	o-biphenylyl	Ph
H-10-203	″	m-biphenylyl	Ph
H-10-204	″	p-biphenylyl	Ph
H-10-205	″	1095	Ph
H-10-206	″	1096	Ph
H-10-207	″	1097	Ph
H-10-208	″	2-naphthyl	Ph
H-10-209	″	1098	Ph
H-10-210	″	1099	Ph
H-10-211	″	1100	Ph
H-10-212	″	1101	Ph
H-10-213	″	1102	Ph
H-10-214	1103	1104	Ph
H-10-215	″	1105	Ph
H-10-216	″	1106	Ph
H-10-217	″	1107	Ph
H-10-218	″	1108	Ph
H-10-301	1109	Ph	Ph
H-10-302	″	o-biphenylyl	Ph
H-10-303	″	m-biphenylyl	Ph
H-10-304	″	p-biphenylyl	Ph
H-10-305	″	1110	Ph
H-10-306	″	1111	Ph
H-10-307	″	1112	Ph
H-10-308	″	2-naphthyl	Ph
H-10-309	″	1113	Ph
H-10-310	″	1114	Ph
H-10-311	″	1115	Ph
H-10-312	″	1116	Ph
H-10-313	″	1117	Ph
H-10-314	1118	1119	Ph
H-10-315	″	1120	Ph
H-10-316	″	1121	Ph
H-10-317	″	1122	Ph
H-10-318	″	1123	Ph
H-10-401	1124	Ph	Ph
H-10-402	″	o-biphenylyl	Ph
H-10-403	″	m-biphenylyl	Ph
H-10-404	″	p-biphenylyl	Ph
H-10-405	″	1125	Ph
H-10-406	″	1126	Ph
H-10-407	″	1127	Ph
H-10-408	″	2-naphthyl	Ph
H-10-409	″	1128	Ph
H-10-410	″	1129	Ph
H-10-411	″	1130	Ph
H-10-412	″	1131	Ph
H-10-413	″	1132	Ph
H-10-414	1133	1134	Ph
H-10-415	″	1135	Ph
H-10-416	″	1136	Ph
H-10-417	″	1137	Ph
H-10-418	″	1138	Ph
H-10-501	1139	Ph	Ph
H-10-502	″	o-biphenylyl	Ph
H-10-503	″	m-biphenylyl	Ph
H-10-504	″	p-biphenylyl	Ph
H-10-505	″	1140	Ph
H-10-506	″	1141	Ph
H-10-507	″	1142	Ph
H-10-508	″	2-naphthyl	Ph
H-10-509	″	1143	Ph
H-10-510	″	1144	Ph
H-10-511	″	1145	Ph
H-10-512	″	1146	Ph
H-10-513	″	1147	Ph
H-10-514	1148	1149	Ph
H-10-515	″	1150	Ph
H-10-516	″	1151	Ph
H-10-517	″	1152	Ph
H-10-518	″	1153	Ph
H-10-601	1154	Ph	Ph
H-10-602	″	o-biphenylyl	Ph
H-10-603	″	m-biphenylyl	Ph
H-10-604	″	p-biphenylyl	Ph
H-10-605	″	1155	Ph
H-10-606	″	1156	Ph
H-10-607	″	1157	Ph
H-10-608	″	2-naphthyl	Ph
H-10-609	″	1158	Ph
H-10-610	″	1159	Ph
H-10-611	″	1160	Ph
H-10-612	″	1161	Ph
H-10-613	″	1162	Ph
H-10-614	1163	1164	Ph
H-10-615	″	1165	Ph
H-10-616	″	1166	Ph
H-10-617	″	1167	Ph
H-10-618	″	1168	Ph
H-10-701	1169	Ph	Ph
H-10-702	″	o-biphenylyl	Ph
H-10-703	″	m-biphenylyl	Ph
H-10-704	″	p-biphenylyl	Ph
H-10-705	″	1170	Ph
H-10-706	″	1171	Ph
H-10-707	″	1172	Ph
H-10-708	″	2-naphthyl	Ph
H-10-709	″	1173	Ph
H-10-710	″	1174	Ph
H-10-711	″	1175	Ph
H-10-712	″	1176	Ph
H-10-713	″	1177	Ph
H-10-714	1178	1179	Ph
H-10-715	″	1180	Ph
H-10-716	″	1181	Ph
H-10-717	″	1182	Ph
H-10-718	″	1183	Ph
H-10-801	1184	Ph	Ph
H-10-802	″	o-biphenylyl	Ph
H-10-803	″	m-biphenylyl	Ph
H-10-804	″	p-biphenylyl	Ph
H-10-805	″	1185	Ph
H-10-806	″	1186	Ph
H-10-807	″	1187	Ph
H-10-808	″	2-naphthyl	Ph
H-10-809	″	1188	Ph
H-10-810	″	1189	Ph
H-10-811	″	1190	Ph
H-10-812	″	1191	Ph
H-10-813	″	1192	Ph
H-10-814	1193	1194	Ph
H-10-815	″	1195	Ph
H-10-816	″	1196	Ph
H-10-817	″	1197	Ph
H-10-818	″	1198	Ph

[0257]

1199
(H-11)
Compound	φ57-φ58	φ50, φ52, φ55	φ51, φ53, φ54, φ56
H-11-1	1200	Ph	Ph
H-11-2	″	o-biphenylyl	Ph
H-11-3	″	m-biphenylyl	Ph
H-11-4	″	p-biphenylyl	Ph
H-11-5	″	1201	Ph
H-11-6	″	1202	Ph
H-11-7	″	1203	Ph
H-11-8	″	2-naphthyl	Ph
H-11-9	″	1204	Ph
H-11-10	″	1205	Ph
H-11-11	″	1206	Ph
H-11-12	″	1207	Ph
H-11-13	″	1208	Ph
H-11-14	1209	1210	Ph
H-11-15	″	1211	Ph
H-11-16	″	1212	Ph
H-11-17	″	1213	Ph
H-11-18	″	1214	Ph
H-11-101	1215	Ph	Ph
H-11-102	″	o-biphenylyl	Ph
H-11-103	″	m-biphenylyl	Ph
H-11-104	″	p-biphenylyl	Ph
H-11-105	″	1216	Ph
H-11-106	″	1217	Ph
H-11-107	″	1218	Ph
H-11-108	″	2-naphthyl	Ph
H-11-109	″	1219	Ph
H-11-110	″	1220	Ph
H-11-111	″	1221	Ph
H-11-112	″	1222	Ph
H-11-113	″	1223	Ph
H-11-114	1224	1225	Ph
H-11-115	″	1226	Ph
H-11-116	″	1227	Ph
H-11-117	″	1228	Ph
H-11-118	″	1229	Ph
H-11-201	1230	Ph	Ph
H-11-202	″	o-biphenylyl	Ph
H-11-203	″	m-biphenylyl	Ph
H-11-204	″	p-biphenylyl	Ph
H-11-205	″	1231	Ph
H-11-206	″	1232	Ph
H-11-207	″	1233	Ph
H-11-208	″	2-naphthyl	Ph
H-11-209	″	1234	Ph
H-11-210	″	1235	Ph
H-11-211	″	1236	Ph
H-11-212	″	1237	Ph
H-11-213	″	1238	Ph
H-11-214	1239	1240	Ph
H-11-215	″	1241	Ph
H-11-216	″	1242	Ph
H-11-217	″	1243	Ph
H-11-218	″	1244	Ph
H-11-301	1245	Ph	Ph
H-11-302	″	o-biphenylyl	Ph
H-11-303	″	m-biphenylyl	Ph
H-11-304	″	p-biphenylyl	Ph
H-11-305	″	1246	Ph
H-11-306	″	1247	Ph
H-11-307	″	1248	Ph
H-11-308	″	2-naphthyl	Ph
H-11-309	″	1249	Ph
H-11-310	″	1250	Ph
H-11-311	″	1251	Ph
H-11-312	″	1252	Ph
H-11-313	″	1253	Ph
H-11-314	1254	1255
H-11-315	″	1256	Ph
H-11-316	″	1257	Ph
H-11-317	″	1258	Ph
H-11-318	″	1259	Ph
H-11-401	1260	Ph	Ph
H-11-402	″	o-biphenylyl	Ph
H-11-403	″	m-biphenylyl	Ph
H-11-404	″	p-biphenylyl	Ph
H-11-405	″	1261	Ph
H-11-406	″	1262	Ph
H-11-407	″	1263	Ph
H-11-408	″	2-naphthyl	Ph
H-11-409	″	1264	Ph
H-11-410	″	1265	Ph
H-11-411	″	1266	Ph
H-11-412	″	1267	Ph
H-11-413	″	1268	Ph
H-11-414	1269	1270
H-11-415	″	1271	Ph
H-11-416	″	1272	Ph
H-11-417	″	1273	Ph
H-11-418	″	1274	Ph
H-11-419	1275	Ph	Ph
H-11-420	1276	Ph	Ph
H-11-501	1277	Ph	Ph
H-11-502	″	o-biphenylyl	Ph
H-11-503	″	m-biphenylyl	Ph
H-11-504	″	p-biphenylyl	Ph
H-11-505	″	1278	Ph
H-11-506	″	1279	Ph
H-11-507	″	1280	Ph
H-11-508	″	2-naphthyl	Ph
H-11-509	″	1281	Ph
H-11-510	″	1282	Ph
H-11-511	″	1283	Ph
H-11-512	″	1284	Ph
H-11-513	″	1285	Ph
H-11-514	1286	1287
H-11-515	″	1288	Ph
H-11-516	″	1289	Ph
H-11-517	″	1290	Ph
H-11-518	″	1291	Ph
H-11-601	1292	Ph	Ph
H-11-602	″	o-biphenylyl	Ph
H-11-603	″	m-biphenylyl	Ph
H-11-604	″	p-biphenylyl	Ph
H-11-605	″	1293	Ph
H-11-606	″	1294	Ph
H-11-607	″	1295	Ph
H-11-608	″	2-naphthyl	Ph
H-11-609	″	1296	Ph
H-11-610	″	1297	Ph
H-11-611	″	1298	Ph
H-11-612	″	1299	Ph
H-11-613	″	1300	Ph
H-11-614	1301	1302
H-11-615	″	1303	Ph
H-11-616	″	1304	Ph
H-11-617	″	1305	Ph
H-11-618	″	1306	Ph
H-11-701	1307	Ph	Ph
H-11-702	″	o-biphenylyl	Ph
H-11-703	″	m-biphenylyl	Ph
H-11-704	″	p-biphenylyl	Ph
H-11-705	″	1308	Ph
H-11-706	″	1309	Ph
H-11-707	″	1310	Ph
H-11-708	″	2-naphthyl	Ph
H-11-709	″	1311	Ph
H-11-710	″	1312	Ph
H-11-711	″	1313	Ph
H-11-712	″	1314	Ph
H-11-713	″	1315	Ph
H-11-714	1316	1317
H-11-715	″	1318	Ph
H-11-716	″	1319	Ph
H-11-717	″	1320	Ph
H-11-718	″	1321	Ph
H-11-801	1322	Ph	Ph
H-11-802	″	o-biphenylyl	Ph
H-11-803	″	m-biphenylyl	Ph
H-11-804	″	p-biphenylyl	Ph
H-11-805	″	1323	Ph
H-11-806	″	1324	Ph
H-11-807	″	1325	Ph
H-11-808	″	2-naphthyl	Ph
H-11-809	″	1326	Ph
H-11-810	″	1327	Ph
H-11-811	″	1328	Ph
H-11-812	″	1329	Ph
H-11-813	″	1330	Ph
H-11-814	1331	1332
H-11-815	″	1333	Ph
H-11-816	″	1334	Ph
H-11-817	″	1335	Ph
H-11-818	″	1336	Ph
H-11-819	1337	Ph	Ph

[0258]

1338
(H-12)
Com-					φ64-
pound	φ67-φ69	φ59	φ60	φ61-φ63	φ66
H-12-1	1339	Ph	same	Ph	Ph
H-12-2	″	o-biphenylyl	same	Ph	Ph
H-12-3	″	m-biphenylyl	same	Ph	Ph
H-12-4	″	p-biphenylyl	same	Ph	Ph
H-12-5	″	1340	same	Ph	Ph
H-12-6	″	1341	same	Ph	Ph
H-12-7	″	1342	same	Ph	Ph
H-12-8	″	2-naphthyl	same	Ph	Ph
H-12-9	″	1343	same	Ph	Ph
H-12-10	″	1344	same	Ph	Ph
H-12-11	″	1345	same	Ph	Ph
H-12-12	″	1346	same	Ph	Ph
H-12-13	″	1347	same	Ph	Ph
H-12-14	1348	1349	same	Ph	Ph
H-12-15	″	1350	same	Ph	Ph
H-12-16	″	1351	same	Ph	Ph
H-12-17	″	1352	same	Ph	Ph
H-12-18	″	1353	same	Ph	Ph
H-12-101	1354	Ph	same	Ph	Ph
H-12-102	″	o-biphenylyl	same	Ph	Ph
H-12-103	″	m-biphenylyl	same	Ph	Ph
H-12-104	″	p-biphenylyl	same	Ph	Ph
H-12-105	″	1355	same	Ph	Ph
H-12-106	″	1356	same	Ph	Ph
H-12-107	″	1357	same	Ph	Ph
H-12-108	″	2-naphthyl	same	Ph	Ph
H-12-109	″	1358	same	Ph	Ph
H-12-110	″	1359	same	Ph	Ph
H-12-111	″	1360	same	Ph	Ph
H-12-112	″	1361	same	Ph	Ph
H-12-113	″	1362	same	Ph	Ph
H-12-114	1363	1364	same	Ph	Ph
H-12-115	″	1365	same	Ph	Ph
H-12-116	″	1366	same	Ph	Ph
H-12-117	″	1367	same	Ph	Ph
H-12-118	″	1368	same	Ph	Ph
H-12-201	1369	Ph	same	Ph	Ph
H-12-202	″	o-biphenylyl	same	Ph	Ph
H-12-203	″	m-biphenylyl	same	Ph	Ph
H-12-204	″	p-biphenylyl	same	Ph	Ph
H-12-205	″	1370	same	Ph	Ph
H-12-206	″	1371	same	Ph	Ph
H-12-207	″	1372	same	Ph	Ph
H-12-208	″	2-naphthyl	same	Ph	Ph
H-12-209	″	1373	same	Ph	Ph
H-12-210	″	1374	same	Ph	Ph
H-12-211	″	1375	same	Ph	Ph
H-12-212	″	1376	same	Ph	Ph
H-12-213	″	1377	same	Ph	Ph
H-12-214	1378	1379	same	Ph	Ph
H-12-215	″	1380	same	Ph	Ph
H-12-216	″	1381	same	Ph	Ph
H-12-217	″	1382	same	Ph	Ph
H-12-218	″	1383	same	Ph	Ph
H-12-301	1384	Ph	same	Ph	Ph
H-12-302	″	o-biphenylyl	same	Ph	Ph
H-12-303	″	m-biphenylyl	same	Ph	Ph
H-12-304	″	p-biphenylyl	same	Ph	Ph
H-12-305	″	1385	same	Ph	Ph
H-12-306	″	1386	same	Ph	Ph
H-12-307	″	1387	same	Ph	Ph
H-12-308	″	2-naphthyl	same	Ph	Ph
H-12-309	″	1388	same	Ph	Ph
H-12-310	″	1389	same	Ph	Ph
H-12-311	″	1390	same	Ph	Ph
H-12-312	″	1391	same	Ph	Ph
H-12-313	″	1392	same	Ph	Ph
H-12-314	1393	1394	Ph	Ph	Ph
H-12-315	″	1395	Ph	Ph	Ph
H-12-316	″	1396	Ph	Ph	Ph
H-12-317	″	1397	Ph	Ph	Ph
H-12-318	″	1398	Ph	Ph	Ph
H-12-401	1399	Ph	same	Ph	Ph
H-12-402	″	o-biphenylyl	same	Ph	Ph
H-12-403	″	m-biphenylyl	same	Ph	Ph
H-12-404	″	p-biphenylyl	same	Ph	Ph
H-12-405	″	1400	same	Ph	Ph
H-12-406	″	1401	same	Ph	Ph
H-12-407	″	1402	same	Ph	Ph
H-12-408	″	2-naphthyl	same	Ph	Ph
H-12-409	″	1403	same	Ph	Ph
H-12-410	″	1404	same	Ph	Ph
H-12-411	″	1405	same	Ph	Ph
H-12-412	″	1406	same	Ph	Ph
H-12-413	″	1407	same	Ph	Ph
H-12-414	1408	1409	same	Ph	Ph
H-12-415	″	1410	same	Ph	Ph
H-12-416	″	1411	same	Ph	Ph
H-12-417	″	1412	same	Ph	Ph
H-12-418	″	1413	same	Ph	Ph
H-12-501	1414	Ph	same	Ph	Ph
H-12-502	″	o-biphenylyl	same	Ph	Ph
H-12-503	″	m-biphenylyl	same	Ph	Ph
H-12-504	″	p-biphenylyl	same	Ph	Ph
H-12-505	″	1415	same	Ph	Ph
H-12-506	″	1416	same	Ph	Ph
H-12-507	″	1417	same	Ph	Ph
H-12-508	″	2-naphthyl	same	Ph	Ph
H-12-509	″	1418	same	Ph	Ph
H-12-510	″	1419	same	Ph	Ph
H-12-511	″	1420	same	Ph	Ph
H-12-512	″	1421	same	Ph	Ph
H-12-513	″	1422	same	Ph	Ph
H-12-514	1423	1424	Ph	Ph	Ph
H-12-515	″	1425	Ph	Ph	Ph
H-12-516	″	1426	Ph	Ph	Ph
H-12-517	″	1427	Ph	Ph	Ph
H-12-518	″	1428	Ph	Ph	Ph
H-12-601	1429	Ph	same	Ph	Ph
H-12-602	″	o-biphenylyl	same	Ph	Ph
H-12-603	″	m-biphenylyl	same	Ph	Ph
H-12-604	″	p-biphenylyl	same	Ph	Ph
H-12-605	″	1430	same	Ph	Ph
H-12-606	″	1431	same	Ph	Ph
H-12-607	″	1432	same	Ph	Ph
H-12-608	″	2-naphthyl	same	Ph	Ph
H-12-609	″	1433	same	Ph	Ph
H-12-610	″	1434	same	Ph	Ph
H-12-611	″	1435	same	Ph	Ph
H-12-612	″	1436	same	Ph	Ph
H-12-613	″	1437	same	Ph	Ph
H-12-614	1438	1439	same	Ph	Ph
H-12-615	″	1440	same	Ph	Ph
H-12-616	″	1441	same	Ph	Ph
H-12-617	″	1442	same	Ph	Ph
H-12-618	″	1443	same	Ph	Ph
H-12-701	1444	Ph	same	Ph	Ph
H-12-702	″	o-biphenylyl	same	Ph	Ph
H-12-703	″	m-biphenylyl	same	Ph	Ph
H-12-704	″	p-biphenylyl	same	Ph	Ph
H-12-705	″	1445	same	Ph	Ph
H-12-706	″	1446	same	Ph	Ph
H-12-707	″	1447	same	Ph	Ph
H-12-708	″	2-naphthyl	same	Ph	Ph
H-12-709	″	1448	same	Ph	Ph
H-12-710	″	1449	same	Ph	Ph
H-12-711	″	1450	same	Ph	Ph
H-12-712	″	1451	same	Ph	Ph
H-12-713	″	1452	same	Ph	Ph
H-12-714	1453	1454	same	Ph	Ph
H-12-715	″	1455	same	Ph	Ph
H-12-716	″	1456	same	Ph	Ph
H-12-717	″	1457	same	Ph	Ph
H-12-718	″	1458	same	Ph	Ph
H-12-801	1459	Ph	same	Ph	Ph
H-12-802	″	o-biphenylyl	same	Ph	Ph
H-12-803	″	m-biphenylyl	same	Ph	Ph
H-12-804	″	p-biphenylyl	same	Ph	Ph
H-12-805	″	1460	same	Ph	Ph
H-12-806	″	1461	same	Ph	Ph
H-12-807	″	1462	same	Ph	Ph
H-12-808	″	2-naphthyl	same	Ph	Ph
H-12-809	″	1463	same	Ph	Ph
H-12-810	″	1464	same	Ph	Ph
H-12-811	″	1465	same	Ph	Ph
H-12-812	″	1466	same	Ph	Ph
H-12-813	″	1467	same	Ph	Ph
H-12-814	1468	1469	same	Ph	Ph
H-12-815	″	1470	same	Ph	Ph
H-12-816	″	1471	same	Ph	Ph
H-12-817	″	1472	same	Ph	Ph
H-12-818	″	1473	same	Ph	Ph
H-12-819	1474	Ph	Ph	Ph	Ph

[0259] On the other hand, the electron transporting host materials which are electron injecting and transporting compounds are preferably the aforementioned quinolinolato metal complexes.

[0260] Exemplary electron transporting host materials are given below although some are embraced in or overlap with the aforementioned compounds. The following examples are expressed by a combination of φ's in formulae (E-1) to (E-14).

1475
(E-1)
Compound	φ105	φ101	φ102	φ103	φ104
E-1-1	1476	Ph	same	same	same
E-1-2	″	o-biphenylyl	same	same	same
E-1-3	″	m-biphenylyl	same	same	same
E-1-4	″	p-biphenylyl	same	same	same
E-1-5	″	1477	same	same	same
E-1-6	″	1478	same	same	same
E-1-7	″	1479	same	same	same
E-1-8	″	2-naphthyl	same	same	same
E-1-9	″	1480	same	same	same
E-1-10	″	1481	same	same	same
E-1-11	″	1482	same	same	same
E-1-12	″	1483	same	same	same
E-1-13	″	1484	same	same	same
E-1-14	1485	1486	same	same	same
E-1-15	″	1487	same	same	same
E-1-16	″	1488	same	same	same
E-1-17	″	1489	same	same	same
E-1-18	″	1490	same	same	same
E-1-19	″	Ph	H	Ph	H
E-1-101	1491	Ph	same	same	same
E-1-102	″	o-biphenylyl	same	same	same
E-1-103	″	m-biphenylyl	same	same	same
E-1-104	″	p-biphenylyl	same	same	same
E-1-105	″	1492	same	same	same
E-1-106	″	1493	same	same	same
E-1-107	″	1494	same	same	same
E-1-108	″	2-naphthyl	same	same	same
E-1-109	″	1495	same	same	same
E-1-110	″	1496	same	same	same
E-1-111	″	1497	same	same	same
E-1-112	″	1498	same	same	same
E-1-113	″	1499	same	same	same
E-1-114	1500	1501	same	same	same
E-1-115	″	1502	same	same	same
E-1-116	″	1503	same	same	same
E-1-117	″	1504	same	same	same
E-1-118	″	1505	same	same	same
E-1-119	″	Ph	H	Ph	H
E-1-201	1506	Ph	same	same	same
E-1-202	″	o-biphenylyl	same	same	same
E-1-203	″	m-biphenylyl	same	same	same
E-1-204	″	p-biphenylyl	same	same	same
E-1-205	″	1507	same	same	same
E-1-206	″	1508	same	same	same
E-1-207	″	1509	same	same	same
E-1-208	″	2-naphthyl	same	same	same
E-1-209	″	1510	same	same	same
E-1-210	″	1511	same	same	same
E-1-211	″	1512	same	same	same
E-1-212	″	1513	same	same	same
E-1-213	″	1514	same	same	same
E-1-214	1515	1516	same	same	same
E-1-215	″	1517	same	same	same
E-1-216	″	1518	same	same	same
E-1-217	″	1519	same	same	same
E-1-218	″	1520	same	same	same
E-1-219	″	Ph	H	Ph	H
E-1-301	1521	Ph	same	same	same
E-1-302	″	o-biphenylyl	same	same	same
E-1-303	″	m-biphenylyl	same	same	same
E-1-304	″	p-biphenylyl	same	same	same
E-1-305	″	1522	same	same	same
E-1-306	″	1523	same	same	same
E-1-307	″	1524	same	same	same
E-1-308	″	2-naphthyl	same	same	same
E-1-309	″	1525	same	same	same
E-1-310	″	1526	same	same	same
E-1-311	″	1527	same	same	same
E-1-312	″	1528	same	same	same
E-1-313	″	1529	same	same	same
E-1-314	1530	1531	same	same	same
E-1-315	″	1532	same	same	same
E-1-316	″	1533	same	same	same
E-1-317	″	1534	same	same	same
E-1-318	″	1535	same	same	same
E-1-319	″	Ph	H	Ph	H
E-1-401	1536	Ph	same	same	same
E-1-402	″	o-biphenylyl	same	same	same
E-1-403	″	m-biphenylyl	same	same	same
E-1-404	″	p-biphenylyl	same	same	same
E-1-405	″	1537	same	same	same
E-1-406	″	1538	same	same	same
E-1-407	″	1539	same	same	same
E-1-408	″	2-naphthyl	same	same	same
E-1-409	″	1540	same	same	same
E-1-410	″	1541	same	same	same
E-1-411	″	1542	same	same	same
E-1-412	″	1543	same	same	same
E-1-413	″	1544	same	same	same
E-1-414	1545	1546	same	same	same
E-1-415	″	1547	same	same	same
E-1-416	″	1548	same	same	same
E-1-417	″	1549	same	same	same
E-1-418	″	1550	same	same	same
E-1-419	″	Ph	H	Ph	H
E-1-501	1551	Ph	same	same	same
E-1-502	″	o-biphenylyl	same	same	same
E-1-503	″	m-biphenylyl	same	same	same
E-1-504	″	p-biphenylyl	same	same	same
E-1-505	″	1552	same	same	same
E-1-506	″	1553	same	same	same
E-1-507	″	1554	same	same	same
E-1-508	″	2-naphthyl	same	same	same
E-1-509	″	1555	same	same	same
E-1-510	″	1556	same	same	same
E-1-511	″	1557	same	same	same
E-1-512	″	1558	same	same	same
E-1-513	″	1559	same	same	same
E-1-514	1560	1561	same	same	same
E-1-515	″	1562	same	same	same
E-1-516	″	1563	same	same	same
E-1-517	″	1564	same	same	same
E-1-518	″	1565	same	same	same
E-1-519	″	Ph	H	Ph	H
E-1-601	1566	Ph	same	same	same
E-1-602	″	o-biphenylyl	same	same	same
E-1-603	″	m-biphenylyl	same	same	same
E-1-604	″	p-biphenylyl	same	same	same
E-1-605	″	1567	same	same	same
E-1-606	″	1568	same	same	same
E-1-607	″	1569	same	same	same
E-1-608	″	2-naphthyl	same	same	same
E-1-609	″	1570	same	same	same
E-1-610	″	1571	same	same	same
E-1-611	″	1572	same	same	same
E-1-612	″	1573	same	same	same
E-1-613	″	1574	same	same	same
E-1-614	1575	1576	same	same	same
E-1-615	″	1577	same	same	same
E-1-616	″	1578	same	same	same
E-1-617	″	1579	same	same	same
E-1-618	″	1580	same	same	same
E-1-619	″	Ph	H	Ph	H
E-1-701	1581	Ph	same	same	same
E-1-702	″	o-biphenylyl	same	same	same
E-1-703	″	m-biphenylyl	same	same	same
E-1-704	″	p-biphenylyl	same	same	same
E-1-705	″	1582	same	same	same
E-1-706	″	1583	same	same	same
E-1-707	″	1584	same	same	same
E-1-708	″	2-naphthyl	same	same	same
E-1-709	″	1585	same	same	same
E-1-710	″	1586	same	same	same
E-1-711	″	1587	same	same	same
E-1-712	″	1588	same	same	same
E-1-713	″	1589	same	same	same
E-1-714	1590	1591	same	same	same
E-1-715	″	1592	same	same	same
E-1-716	″	1593	same	same	same
E-1-717	″	1594	same	same	same
E-1-718	″	1595	same	same	same
E-1-719	″	Ph	H	Ph	H
E-1-801	1596	Ph	same	same	same
E-1-802	″	o-biphenylyl	same	same	same
E-1-803	″	m-biphenylyl	same	same	same
E-1-804	″	p-biphenylyl	same	same	same
E-1-805	″	1597	same	same	same
E-1-806	″	1598	same	same	same
E-1-807	″	1599	same	same	same
E-1-808	″	2-naphthyl	same	same	same
E-1-809	″	1600	same	same	same
E-1-810	″	1601	same	same	same
E-1-811	″	1602	same	same	same
E-1-812	″	1603	same	same	same
E-1-813	″	1604	same	same	same
E-1-814	1605	1606	same	same	same
E-1-815	″	1607	same	same	same
E-1-816	″	1608	same	same	same
E-1-817	″	1609	same	same	same
E-1-818	″	1610	same	same	same
E-1-819	″	Ph	H	Ph	H
E-1-820	1611	Ph	same	same	same

[0261]

1612
(E-2)
Com-
pound	φ110	φ106	φ107	φ108	φ109
E-2-1	1613	Ph	same	same	same
E-2-2	″	o-biphenylyl	same	same	same
E-2-3	″	m-biphenylyl	same	same	same
E-2-4	″	p-biphenylyl	same	same	same
E-2-5	″	1614	same	same	same
E-2-6	″	1615	same	same	same
E-2-7	″	1616	same	same	same
E-2-8	″	2-naphthyl	same	same	same
E-2-9	″	1617	same	same	same
E-2-10	″	1618	same	same	same
E-2-11	″	1619	same	same	same
E-2-12	″	1620	same	same	same
E-2-13	″	1621	same	same	same
E-2-14	1622	1623	same	same	same
E-2-15	″	1624	same	same	same
E-2-16	″	1625	same	same	same
E-2-17	″	1626	same	same	same
E-2-18	″	1627	same	same	same
E-2-19	″	Ph	H	Ph	H
E-2-101	1628	Ph	same	same	same
E-2-102	″	o-biphenylyl	same	same	same
E-2-103	″	m-biphenylyl	same	same	same
E-2-104	″	p-biphenylyl	same	same	same
E-2-105	″	1629	same	same	same
E-2-106	″	1630	same	same	same
E-2-107	″	1631	same	same	same
E-2-108	″	2-naphthyl	same	same	same
E-2-109	″	1632	same	same	same
E-2-110	″	1633	same	same	same
E-2-111	″	1634	same	same	same
E-2-112	″	1635	same	same	same
E-2-113	″	1636	same	same	same
E-2-114	1637	1638	same	same	same
E-2-115	″	1639	same	same	same
E-2-116	″	1640	same	same	same
E-2-117	″	1641	same	same	same
E-2-118	″	1642	same	same	same
E-2-119	″	Ph	H	Ph	H
E-2-201	1643	Ph	same	same	same
E-2-202	″	o-biphenylyl	same	same	same
E-2-203	″	m-biphenylyl	same	same	same
E-2-204	″	p-biphenylyl	same	same	same
E-2-205	″	1644	same	same	same
E-2-206	″	1645	same	same	same
E-2-207	″	1646	same	same	same
E-2-208	″	2-naphthyl	same	same	same
E-2-209	″	1647	same	same	same
E-2-210	″	1648	same	same	same
E-2-211	″	1649	same	same	same
E-2-212	″	1650	same	same	same
E-2-213	″	1651	same	same	same
E-2-214	1652	1653	same	same	same
E-2-215	″	1654	same	same	same
E-2-216	″	1655	same	same	same
E-2-217	″	1656	same	same	same
E-2-218	″	1657	same	same	same
E-2-219	″	Ph	H	Ph	H
E-2-301	1658	Ph	same	same	same
E-2-302	″	o-biphenylyl	same	same	same
E-2-303	″	m-biphenylyl	same	same	same
E-2-304	″	p-biphenylyl	same	same	same
E-2-305	″	1659	same	same	same
E-2-306	″	1660	same	same	same
E-2-307	″	1661	same	same	same
E-2-308	″	2-naphthyl	same	same	same
E-2-309	″	1662	same	same	same
E-2-310	″	1663	same	same	same
E-2-311	″	1664	same	same	same
E-2-312	″	1665	same	same	same
E-2-313	″	1666	same	same	same
E-2-314	1667	1668	same	same	same
E-2-315	″	1669	same	same	same
E-2-316	″	1670	same	same	same
E-2-317	″	1671	same	same	same
E-2-318	″	1672	same	same	same
E-2-319	″	Ph	H	Ph	H
E-2-401	1673	Ph	same	same	same
E-2-402	″	o-biphenylyl	same	same	same
E-2-403	″	m-biphenylyl	same	same	same
E-2-404	″	p-biphenylyl	same	same	same
E-2-405	″	1674	same	same	same
E-2-406	″	1675	same	same	same
E-2-407	″	1676	same	same	same
E-2-408	″	2-naphthyl	same	same	same
E-2-409	″	1677	same	same	same
E-2-410	″	1678	same	same	same
E-2-411	″	1679	same	same	same
E-2-412	″	1680	same	same	same
E-2-413	″	1681	same	same	same
E-2-414	1682	1683	same	same	same
E-2-415	″	1684	same	same	same
E-2-416	″	1685	same	same	same
E-2-417	″	1686	same	same	same
E-2-418	″	1687	same	same	same
E-2-419	″	Ph	H	Ph	H
E-2-501	1688	Ph	same	same	same
E-2-502	″	o-biphenylyl	same	same	same
E-2-503	″	m-biphenylyl	same	same	same
E-2-504	″	p-biphenylyl	same	same	same
E-2-505	″	1689	same	same	same
E-2-506	″	1690	same	same	same
E-2-507	″	1691	same	same	same
E-2-508	″	2-naphthyl	same	same	same
E-2-509	″	1692	same	same	same
E-2-510	″	1693	same	same	same
E-2-511	″	1694	same	same	same
E-2-512	″	1695	same	same	same
E-2-513	″	1696	same	same	same
E-2-514	1697	1698	same	same	same
E-2-515	″	1699	same	same	same
E-2-516	″	1700	same	same	same
E-2-517	″	1701	same	same	same
E-2-518	″	1702	same	same	same
E-2-519	″	Ph	H	Ph	H
E-2-601	1703	Ph	same	same	same
E-2-602	″	o-biphenylyl	same	same	same
E-2-603	″	m-biphenylyl	same	same	same
E-2-604	″	p-biphenylyl	same	same	same
E-2-605	″	1704	same	same	same
E-2-606	″	1705	same	same	same
E-2-607	″	1706	same	same	same
E-2-608	″	2-naphthyl	same	same	same
E-2-609	″	1707	same	same	same
E-2-610	″	1708	same	same	same
E-2-611	″	1709	same	same	same
E-2-612	″	1710	same	same	same
E-2-613	″	1711	same	same	same
E-2-614	1712	1713	same	same	same
E-2-615	″	1714	same	same	same
E-2-616	″	1715	same	same	same
E-2-617	″	1716	same	same	same
E-2-618	″	1717	same	same	same
E-2-619	″	Ph	H	Ph	H
E-2-701	1718	Ph	same	same	same
E-2-702	″	o-biphenylyl	same	same	same
E-2-703	″	m-biphenylyl	same	same	same
E-2-704	″	p-biphenylyl	same	same	same
E-2-705	″	1719	same	same	same
E-2-706	″	1720	same	same	same
E-2-707	″	1721	same	same	same
E-2-708	″	2-naphthyl	same	same	same
E-2-709	″	1722	same	same	same
E-2-710	″	1723	same	same	same
E-2-711	″	1724	same	same	same
E-2-712	″	1725	same	same	same
E-2-713	″	1726	same	same	same
E-2-714	1727	1728	same	same	same
E-2-715	″	1729	same	same	same
E-2-716	″	1730	same	same	same
E-2-717	″	1731	same	same	same
E-2-718	″	1732	same	same	same
E-2-719	″	Ph	H	Ph	H
E-2-801	1733	Ph	same	same	same
E-2-802	″	o-biphenyl	same	same	same
E-2-803	″	m-biphenyl	same	same	same
E-2-804	″	p-biphenyl	same	same	same
E-2-805	″	1734	same	same	same
E-2-806	″	1735	same	same	same
E-2-807	″	1736	same	same	same
E-2-808	″	2-naphthyl	same	same	same
E-2-809	″	1737	same	same	same
E-2-810	″	1738	same	same	same
E-2-811	″	1739	same	same	same
E-2-812	″	1740	same	same	same
E-2-813	″	1741	same	same	same
E-2-814	1742	1743	same	same	same
E-2-815	″	1744	same	same	same
E-2-816	″	1745	same	same	same
E-2-817	″	1746	same	same	same
E-2-818	″	1747	same	same	same
E-2-819	″	Ph	H	Ph	H
E-2-820	1748	Ph	same	same	same

[0262]

1749
(E-3)
Compound	φ113	φ111	φ112
E-3-1	1750	Ph	same
E-3-2	″	o-biphenylyl	same
E-3-3	″	m-biphenylyl	same
E-3-4	″	p-biphenylyl	same
E-3-5	″	1751	same
E-3-6	″	1752	same
E-3-7	″	1753	same
E-3-8	″	2-naphthyl	same
E-3-9	″	1754	same
E-3-10	″	1755	same
E-3-11	″	1756	same
E-3-12	″	1757	same
E-3-13	″	1758	same
E-3-14	1759	1760	same
E-3-15	″	1761	same
E-3-16	″	1762	same
E-3-17	″	1763	same
E-3-18	″	1764	same
E-3-19	″	Ph	H
E-3-101	1765	Ph	same
E-3-102	″	o-biphenylyl	same
E-3-103	″	m-biphenylyl	same
E-3-104	″	p-biphenylyl	same
E-3-105	″	1766	same
E-3-106	″	1767	same
E-3-107	″	1768	same
E-3-108	″	2-naphthyl	same
E-3-109	″	1769	same
E-3-110	″	1770	same
E-3-111	″	1771	same
E-3-112	″	1772	same
E-3-113	″	1773	same
E-3-114	1774	1775	same
E-3-115	″	1776	same
E-3-116	″	1777	same
E-3-117	″	1778	same
E-3-118	″	1779	same
E-3-119	″	Ph	H
E-3-201	1780	Ph	same
E-3-202	″	o-biphenylyl	same
E-3-203	″	m-biphenylyl	same
E-3-204	″	p-biphenylyl	same
E-3-205	″	1781	same
E-3-206	″	1782	same
E-3-207	″	1783	same
E-3-208	″	2-naphthyl	same
E-3-209	″	1784	same
E-3-210	″	1785	same
E-3-211	″	1786	same
E-3-212	″	1787	same
E-3-213	″	1788	same
E-3-214	1789	1790	same
E-3-215	″	1791	same
E-3-216	″	1792	same
E-3-217	″	1793	same
E-3-218	″	1794	sane
E-3-219	″	Ph	H
E-3-301	1795	Ph	same
E-3-302	″	o-biphenylyl	same
E-3-303	″	m-biphenylyl	same
E-3-304	″	p-biphenylyl	same
E-3-305	″	1796	same
E-3-306	″	1797	same
E-3-307	″	1798	same
E-3-308	″	2-naphthyl	same
E-3-309	″	1799	same
E-3-310	″	1800	same
E-3-311	″	1801	same
E-3-312	″	1802	same
E-3-313	″	1803	same
E-3-314	1804	1805	same
E-3-315	″	1806	same
E-3-316	″	1807	same
E-3-317	″	1808	same
E-3-318	″	1809	same
E-3-319	″	Ph	H
E-3-401	1810	Ph	same
E-3-402	″	o-biphenylyl	same
E-3-403	″	m-biphenylyl	same
E-3-404	″	p-biphenylyl	same
E-3-405	″	1811	same
E-3-406	″	1812	same
E-3-407	″	1813	same
E-3-408	″	2-naphthyl	same
E-3-409	″	1814	same
E-3-410	″	1815	same
E-3-411	″	1816	same
E-3-412	″	1817	same
E-3-413	″	1818	same
E-3-414	1819	1820	same
E-3-415	″	1821	same
E-3-416	″	1822	same
E-3-417	″	1823	same
E-3-418	″	1824	same
E-3-419	″	Ph	H
E-3-501	1825	Ph	same
E-3-502	″	o-biphenylyl	same
E-3-503	″	m-biphenylyl	same
E-3-504	″	p-biphenylyl	same
E-3-505	″	1826	same
E-3-506	″	1827	same
E-3-507	″	1828	same
E-3-508	″	2-naphthyl	same
E-3-509	″	1829	same
E-3-510	″	1830	same
E-3-511	″	1831	same
E-3-512	″	1832	same
E-3-513	″	1833	same
E-3-514	1834	1835	same
E-3-515	″	1836	same
E-3-516	″	1837	same
E-3-517	″	1838	same
E-3-518	″	1839	same
E-3-519	″	Ph	H
E-3-601	1840	Ph	same
E-3-602	″	o-biphenylyl	same
E-3-603	″	m-biphenylyl	same
E-3-604	″	p-biphenylyl	same
E-3-605	″	1841	same
E-3-606	″	1842	same
E-3-607	″	1843	same
E-3-608	″	2-naphthyl	same
E-3-609	″	1844	same
E-3-610	″	1845	same
E-3-611	″	1846	same
E-3-612	″	1847	same
E-3-613	″	1848	same
E-3-614	1849	1850	same
E-3-615	″	1851	same
E-3-616	″	1852	same
E-3-617	″	1853	same
E-3-618	″	1854	same
E-3-619	″	Ph	H
E-3-701	1855	Ph	same
E-3-702	″	o-biphenylyl	same
E-3-703	″	m-biphenylyl	same
E-3-704	″	p-biphenylyl	same
E-3-705	″	1856	same
E-3-706	″	1857	same
E-3-707	″	1858	same
E-3-708	″	2-naphthyl	same
E-3-709	″	1859	same
E-3-710	″	1860	same
E-3-711	″	1861	same
E-3-712	″	1862	same
E-3-713	″	1863	same
E-3-714	1864	1865	same
E-3-715	″	1866	same
E-3-716	″	1867	same
E-3-717	″	1868	same
E-3-718	″	1869	same
E-3-719	″	Ph	H
E-3-801	1870	Ph	same
E-3-802	″	o-biphenylyl	same
E-3-803	″	m-biphenylyl	same
E-3-804	″	p-biphenylyl	same
E-3-805	″	1871	same
E-3-806	″	1872	same
E-3-807	″	1873	same
E-3-808	″	2-naphthyl	same
E-3-809	″	1874	same
E-3-810	″	1875	same
E-3-811	″	1876	same
E-3-812	″	1877	same
E-3-813	″	1878	same
E-3-814	1879	1880	same
E-3-815	″	1881	same
E-3-816	″	1882	same
E-3-817	″	1883	same
E-3-818	″	1884	same
E-3-819	″	Ph	H
E-3-820	1885	same	same

[0263]

1886
(E-4)
Com-
pound	φ120	φ115-φ118	φ114, φ119
E-4-1	1887	Ph	Ph
E-4-2	ditto	o-biphenylyl	Ph
E-4-3	ditto	m-biphenylyl	Ph
E-4-4	ditto	p-biphenylyl	Ph
E-4-5	ditto	1888	Ph
E-4-6	ditto	1889	Ph
E-4-7	ditto	1890	Ph
E-4-8	ditto	2-naphthyl	Ph
E-4-9	ditto	1891	Ph
E-4-10	ditto	1892	Ph
E-4-11	ditto	1893	Ph
E-4-12	ditto	1894	Ph
E-4-13	ditto	1895	Ph
E-4-14	1896	1897	Ph
E-4-15	ditto	1898	Ph
E-4-16	ditto	1899	Ph
E-4-17	ditto	1900	Ph
E-4-18	ditto	1901	Ph
E-4-101	1902	Ph	Ph
E-4-102	ditto	o-biphenylyl	Ph
E-4-103	ditto	m-biphenylyl	Ph
E-4-104	ditto	p-biphenylyl	Ph
E-4-105	ditto	1903	Ph
E-4-106	ditto	1904	Ph
E-4-107	ditto	1905	Ph
E-4-108	ditto	2-naphthyl	Ph
E-4-109	ditto	1906	Ph
E-4-110	ditto	1907	Ph
E-4-111	ditto	1908	Ph
E-4-112	ditto	1909	Ph
E-4-113	ditto	1910	Ph
E-4-114	1911	1912	Ph
E-4-115	ditto	1913	Ph
E-4-116	ditto	1914	Ph
E-4-117	ditto	1915	Ph
E-4-118	ditto	1916	Ph
E-4-119	ditto	p-biphenylyl	H
E-4-120	ditto	m-biphenylyl	H
E-4-121	ditto	o-biphenylyl	H
(E-4)
Compound	φ120	φ115, φ118	φ116, φ117	φ114, φ11
E-4-122	1917	1918	Ph	H
E-4-123	ditto	ditto	H	Ph
E-4-124	ditto	p-biphenylyl	Ph	H
E-4-125	ditto	m-biphenylyl	Ph	H
E-4-126	ditto	o-biphenylyl	Ph	H
E-4-127	ditto	1919	H	H
E-4-128	ditto	1920	H	H
E-4-129	ditto	1921	H	H
E-4-130	ditto	φ115 = Ph	φ116 = H	H
		φ118 = H	φ117 = Ph
(E-4)
Com-
pound	φ120	φ115-φ118	φ114, φ119
E-4-201	1922	Ph	Ph
E-4-202	ditto	o-biphenylyl	Ph
E-4-203	ditto	m-biphenylyl	Ph
E-4-204	ditto	p-biphenylyl	Ph
E-4-205	ditto	1923	Ph
E-4-206	ditto	1924	Ph
E-4-207	ditto	1925	Ph
E-4-208	ditto	2-naphthyl	Ph
E-4-209	ditto	1926	Ph
E-4-210	ditto	1927	Ph
E-4-211	ditto	1928	Ph
E-4-212	ditto	1929	Ph
E-4-213	ditto	1930	Ph
E-4-214	1931	1932	Ph
E-4-215	ditto	1933	Ph
E-4-216	ditto	1934	Ph
E-4-217	ditto	1935	Ph
E-4-218	ditto	1936	Ph
E-4-219	ditto	φ115 = φ117 = Ph	H
		φ116 = φ118 = H
E-4-301	1937	Ph	Ph
E-4-302	ditto	o-biphenylyl	Ph
E-4-303	ditto	m-biphenylyl	Ph
E-4-304	ditto	p-biphenylyl	Ph
E-4-305	ditto	1938	Ph
E-4-306	ditto	1939	Ph
E-4-307	ditto	1940	Ph
E-4-308	ditto	2-naphthyl	Ph
E-4-309	ditto	1941	Ph
E-4-310	ditto	1942	Ph
E-4-311	ditto	1943	Ph
E-4-312	ditto	1944	Ph
E-4-313	ditto	1945	Ph
E-4-314	1946	1947	Ph
E-4-315	ditto	1948	Ph
E-4-316	ditto	1949	Ph
E-4-317	ditto	1950	Ph
E-4-318	ditto	1951	Ph
E-4-319	ditto	p-biphenylyl	H
E-4-320	ditto	m-biphenylyl	H
E-4-321	ditto	o-biphenylyl	H
E-4-322	ditto	φ115 = φ117 = Ph	H
		φ116 = φ118 = H
E-4-401	1952	Ph	Ph
E-4-402	ditto	o-biphenylyl	Ph
E-4-403	ditto	m-biphenylyl	Ph
E-4-404	ditto	p-biphenylyl	Ph
E-4-405	ditto	1953	Ph
E-4-406	ditto	1954	Ph
E-4-407	ditto	1955	Ph
E-4-408	ditto	2-naphthyl	Ph
E-4-409	ditto	1956	Ph
E-4-410	ditto	1957	Ph
E-4-411	ditto	1958	Ph
E-4-412	ditto	1959	Ph
E-4-413	ditto	1960	Ph
E-4-414	1961	1962	Ph
E-4-415	ditto	1963	Ph
E-4-416	ditto	1964	Ph
E-4-417	ditto	1965	Ph
E-4-418	ditto	1966	Ph
E-4-419	1967	Ph	Ph
E-4-501	1968	Ph	Ph
E-4-502	ditto	o-biphenylyl	Ph
E-4-503	ditto	m-biphenylyl	Ph
E-4-504	ditto	p-biphenylyl	Ph
E-4-505	ditto	1969	Ph
E-4-506	ditto	1970	Ph
E-4-507	ditto	1971	Ph
E-4-508	ditto	2-naphthyl	Ph
E-4-509	ditto	1972	Ph
E-4-510	ditto	1973	Ph
E-4-511	ditto	1974	Ph
E-4-512	ditto	1975	Ph
E-4-513	ditto	1976	Ph
E-4-514	1977	1978	Ph
E-4-515	ditto	1979	Ph
E-4-516	ditto	1980	Ph
E-4-517	ditto	1981	Ph
E-4-518	ditto	1982	Ph
E-4-519	ditto	p-biphenylyl	H
E-4-520	ditto	m-biphenylyl	H
E-4-521	ditto	o-biphenylyl	H
E-4-522	ditto	1983	H
E-4-523	ditto	1984	Ph
E-4-524	ditto	φ115 = φ118 = p-biphenylyl	H
		φ116 = φ117 = Ph
E-4-525	ditto	φ115 = φ118 = o-biphenylyl	H
		φ116 = φ117 = Ph
E-4-526	ditto	φ115 = φ118 = m-biphenylyl	H
		φ116 = φ117 = Ph
E-4-527	1985	1986	H
E-4-528	ditto	φ115 = φ118 = 1-pyrenyl	H
		φ116 = φ117 = H
E-4-529	ditto	φ115 = φ118 = 2-pyrenyl	H
		φ116 = φ117 = H
E-4-601	1987	Ph	Ph
E-4-602	ditto	o-biphenylyl	Ph
E-4-603	ditto	m-biphenylyl	Ph
E-4-604	ditto	p-biphenylyl	Ph
E-4-605	ditto	1988	Ph
E-4-606	ditto	1989	Ph
E-4-607	ditto	1990	Ph
E-4-608	ditto	2-naphthyl	Ph
E-4-609	ditto	1991	Ph
E-4-610	ditto	1992	Ph
E-4-611	ditto	1993	Ph
E-4-612	ditto	1994	Ph
E-4-613	ditto	1995	Ph
E-4-614	1996	1997	Ph
E-4-615	ditto	1998	Ph
E-4-616	ditto	1999	Ph
E-4-617	ditto	2000	Ph
E-4-618	ditto	2001	Ph
E-4-619	ditto	φ115 = φ116 = Ph	H
		φ116 = φ117 = H
E-4-701	2002	Ph	Ph
E-4-702	ditto	o-biphenylyl	Ph
E-4-703	ditto	m-biphenylyl	Ph
E-4-704	ditto	p-biphenylyl	Ph
E-4-705	ditto	2003	Ph
E-4-706	ditto	2004	Ph
E-4-707	ditto	2005	Ph
E-4-708	ditto	2-naphthyl	Ph
E-4-709	ditto	2006	Ph
E-4-710	ditto	2007	Ph
E-4-711	ditto	2008	Ph
E-4-712	ditto	2009	Ph
E-4-713	ditto	2010	Ph
E-4-714	2011	2012	Ph
E-4-715	ditto	2013	Ph
E-4-716	ditto	2014	Ph
E-4-717	ditto	2015	Ph
E-4-718	ditto	2016	Ph
E-4-719	2017	Ph	Ph
E-4-720	2018	Ph	Ph
E-4-801	2019	Ph	Ph
E-4-802	ditto	o-biphenylyl	Ph
E-4-803	ditto	m-biphenylyl	Ph
E-4-804	ditto	p-biphenylyl	Ph
E-4-805	ditto	2020	Ph
E-4-806	ditto	2021	Ph
E-4-807	ditto	2022	Ph
E-4-808	ditto	2-naphthyl	Ph
E-4-809	ditto	2023	Ph
E-4-810	ditto	2024	Ph
E-4-811	ditto	2025	Ph
E-4-812	ditto	2026	Ph
E-4-813	ditto	2027	Ph
E-4-814	2028	2029	Ph
E-4-815	ditto	2030	Ph
E-4-816	ditto	2031	Ph
E-4-817	ditto	2032	Ph
E-4-818	ditto	2033	Ph
E-4-819	2034	Ph	Ph
E-4-820	2035	Ph	Ph

[0264]

2036	(E-5)
(E-5)
Compound	φ128	φ127	φ121	φ122	φ123	φ124	φ125	φ126
E-5-1	2037	Ph	same	same	same	same	same	same
E-5-2	2038	Ph	same	same	same	same	same	same
E-5-3	2039	Ph	same	same	same	same	same	same
E-5-4	2040	Ph	same	same	same	same	same	same
E-5-5	2041	Ph	same	same	same	same	same	same
E-5-6	2042	Ph	same	same	same	same	same	same
E-5-7	2043	Ph	same	same	same	same	same	same

[0265]

2044
(E-6)
Compound	φ131	φ130	φ129
E-6-1	2045	Ph	Ph
E-6-2	2046	Ph	Ph
E-6-3	2047	Ph	Ph
E-6-4	2048	Ph	Ph
E-6-5	2049	2050	2051
E-6-6	2052	2053	2054
E-6-7	2055	p-biphenylyl	p-biphenylyl
E-6-8	2056	m-biphenylyl	m-biphenylyl
E-6-9	2057	2058	2059
E-6-10	2060	2061	2062

[0266]

2063
(E-7)
Com-
pound	φ132	φ133	φ134
E-7-1	Ph	Ph	2064
E-7-2	p-biphenylyl	p-biphenylyl	2065
E-7-3	m-biphenylyl	m-biphenylyl	2066
E-7-4	2067	2068	2069
E-7-5	2070	2071	2072
E-7-6	Ph	Ph	2073
E-7-7	p-biphenylyl	p-biphenylyl	2074
E-7-8	m-biphenylyl	m-biphenylyl	2075
E-7-9	2076	2077	2078
E-7-10	2079	2080	2081

[0267]

2082
(E-8)
Com-
pound	φ136	φ137	φ138
E-8-1	Ph	Ph	2083
E-8-2	p-biphenylyl	p-biphenylyl	2084
E-8-3	m-biphenylyl	m-biphenylyl	2085
E-8-4	2086	2087	2088
E-8-5	2089	2090	2091
E-8-6	Ph	Ph	2092
E-8-7	p-biphenylyl	p-biphenylyl	2093
E-8-8	m-biphenylyl	m-biphenylyl	2094
E-8-9	2095	2096	2097
E-8-10	2098	2099	2100

[0268]

2101	(E-9)
Compound	φ139	φ140
E-9-1	Ph	Ph
E-9-2	Ph	Ph
E-9-3	p-biphenylyl	p-biphenylyl
E-9-4	p-biphenylyl	p-biphenylyl
E-9-5	m-biphenylyl	m-biphenylyl
E-9-6	m-biphenylyl	m-biphenylyl
E-9-7	2102	2103
E-9-8	2104	2105
E-9-9	2106	2107
E-9-10	2108	2109
E-9-11	Ph	Ph
E-9-12	Ph	Ph
Compound	φ141	φ142
E-9-1	Ph	Ph
E-9-2	H	H
E-9-3	Ph	Ph
E-9-4	H	H
E-9-5	Ph	Ph
E-9-6	H	H
E-9-7	Ph	Ph
E-9-8	Ph	Ph
E-9-9	H	H
E-9-10	H	H
E-9-11	2110	2111
E-9-12	2112	2113

[0269]

2114	(E-10)
Compound	φ143	φ144	φ145	φ146	φ147
E-10-1	H	H	H	H	Ph
E-10-2	Ph	Ph	H	H	H
E-10-3	H	H	H	H	p-bi-
					phenylyl
E-10-4	p-biphenylyl	p-biphenylyl	H	H	H
E-10-5	m-biphenylyl	m-biphenylyl	H	H	H
E-10-6	2115	2116	H H	H
E-10-7	H	H	Ph	Ph	Ph
E-10-8	Ph	Ph	Ph	Ph	Ph
Compound	φ148	φ149	φ150	φ151	φ152
E-10-1	Ph	H	H	H	H
E-10-2	H	H	H	Ph	Ph
E-10-3	p-bi-	H	H	H	H
	phenylyl
E-10-4	H	H	H	p-biphenylyl	p-biphenylyl
E-10-5	H	H	H	m-biphenylyl	m-biphenylyl
E-10-6	H	H	H	2117	2118
E-10-7	Ph	Ph	Ph	H	H
E-10-8	Ph	Ph	Ph	Ph	Ph

[0270]

2119	(E-11)
Compound	φ153	φ154	φ155	φ156	φ157
E-11-1	Ph	Ph	H	H	H
E-11-2	p-biphenylyl	p-biphenylyl	H	H	H
E-11-3	m-biphenylyl	m-biphenylyl	H	H	H
E-11-4	2120	2121	H	H	H
E-11-5	Ph	Ph	H	Ph	H
E-11-6	Ph	Ph	Ph	Ph	Ph
E-11-7	Ph	Ph	Ph	Ph	Ph
Compound	φ158	φ159	φ160	φ161	φ162
E-11-1	H	H	H	Ph	Ph
E-11-2	H	H	H	p-biphenylyl	p-biphenylyl
E-11-3	H	H	H	m-biphenylyl	m-biphenylyl
E-11-4	2122	2123
E-11-5	Ph	H	H	Ph	Ph
E-11-6	Ph	Ph	Ph	Ph	Ph
E-11-7	H	H	H	Ph	Ph

[0271]

2124	(E-12)
Compound	φ163	φ164	φ165	φ166	φ167	φ168
E-12-1	H	H	Ph	Ph	Ph	Ph
E-12-2	H	H	Ph	Ph	Ph	Ph
E-12-3	Ph	Ph	Ph	Ph	Ph	Ph
E-12-4	Ph	Ph	Ph	Ph	Ph	Ph
E-12-5	H	H	Ph	p-biphenylyl	p-biphenylyl	Ph
E-12-6	H	H	Ph	m-biphenylyl	m-biphenylyl	Ph
E-12-7	H	H	Ph	2125	2126	Ph
E-12-8	H	H	Ph	p-biphenylyl	p-biphenylyl	Ph
E-12-9	H	H	Ph	m-biphenylyl	m-biphenylyl	Ph
E-12-10	H	H	Ph	2127	2128	Ph
Compound	φ169	φ170	φ171	φ172	φ173
E-12-1	Ph	Ph	H	H	2129
E-12-2	Ph	Ph	H	H	2130
E-12-3	Ph	Ph	Ph	Ph	2131
E-12-4	Ph	Ph	Ph	Ph	2132
E-12-5	p-biphenylyl	p-biphenylyl	H	H	2133
E-12-6	m-biphenylyl	m-biphenylyl	H	H	2134
E-12-7	2135	2136	H	H	2137
E-12-8	p-biphenylyl	p-biphenylyl	H	H	2138
E-12-9	m-biphenylyl	m-biphenylyl	H	H	2139
E-12-10	2140	2141	H	H	2142

[0272]

2143	(E-13)
Compound	φ174	φ175	φ176	φ177	φ178	φ179	φ180	φ181
E-13-1	H	H	CH3	CH3	H	H	CH3	CH3
E-13-2	H	H	CH3	CH3	H	H	Ph	Ph
E-13-3	H	H	CH3	CH3	H	H	p-biphenylyl	p-biphenylyl
E-13-4	H	H	CH3	CH3	H	H	m-biphenylyl	m-biphenylyl
E-13-5	H	H	CH3	CH3	H	H	o-biphenylyl	o-biphenylyl
E-13-6	H	H	2144	2145	H	H	Ph	Ph
E-13-7	H	H	2146	2147	H H	Ph	Ph
E-13-8	H	H	2148	2149	H	H	Ph	Ph
E-13-9	H	H	Ph	Ph	H	H	Ph	Ph
E-13-10	H	H	p-tolyl	p-tolyl	H	H	Ph	Ph
E-13-11	H	H	m-biphenylyl	m-biphenylyl	H	H	m-biphenylyl	m-biphenylyl
E-13-12	Ph	Ph	Ph	Ph	Ph	Ph	Ph	Ph

[0273]

2150	(E-14)
Compound	φ196	φ197	φ198	φ199	φ200	φ201	φ202	φ203	φ204	n1
E-14-1	Ph	H	H	H	—	H H	Ph	2151	2
E-14-2	Ph	H	H	H	—	H	H	Ph	2152	2
E-14-3	Ph	H	Ph	H	—	Ph	H	Ph	2153	2
E-14-4	Ph	H	Ph	H	—	Ph	H	Ph	2154	2
E-14-5	Ph	H	Ph	H	—	Ph	H	Ph	—	2
E-14-6	Ph	H	H	H	H	—	H	Ph	2155	2
E-14-7	Ph	H	H	H	H	—	H	Ph	—	2
E-14-8	Ph	H	H	H	H	—	H	Ph	2156	2
E-14-9	—	H	Ph	H	H	Ph	H	H	—	2
E-14-10	—	H	Ph	H	H	Ph	H	H	2157	2
E-14-11	—	H		H	H	Ph	H	H	2158	2
E-14-12	H	H	H	Ph	Ph	—	H	H	2159	3
E-14-13	H	H	H	Ph	Ph	—	H	H	2160	3
E-14-14	H	H	H	Ph	Ph	—	H	H	2161	3
E-14-15	H	H	H	H	H	H	H	—	2162	3
E-14-16	H	H	H	H	H	H	H	—	2163	3
E-14-17	H	H	H	H	H	H	H	—	2164	3

[0274] Each of the hole transporting host material and the electron transporting host material in the light emitting layer may be used alone or in admixture of two or more.

[0275] In the organic EL device of the above-mentioned construction, a hole injecting and transporting layer is provided on the anode side and an electron injecting and/or transporting layer is provided on the cathode side so that the light emitting layer is interleaved therebetween. The hole injecting and/or transporting layer, the electron injecting and/or transporting layer, the anode, and the cathode in this embodiment are the same as in the previous embodiments.

[0276] The methods involved in the preparation of the organic EL device, for example, the methods of forming organic compound layers including a mix layer are also the same as in the previous embodiments.

[0277] The organic EL device of the invention is generally of the DC drive type while it can be of the AC or pulse drive type. The applied voltage is generally about 2 to about 20 volts.

EXAMPLE

[0278] Examples of the present invention are given below by way of illustration.

Example 1

[0279] A glass substrate having a transparent ITO electrode (anode) of 200 nm thick was subjected to ultrasonic washing with neutral detergent, acetone, and ethanol, pulled up from boiling ethanol, dried, cleaned with UV/ozone, and then secured by a holder in an evaporation chamber, which was evacuated to a vacuum of 1×10−6 Torr.

[0280] Then, 4,4′,4″-tris(N-(3-methylphenyl)-N-phenylamino)triphenylamine (MTDATA) was evaporated at a deposition rate of 2 nm/sec. to a thickness of 50 nm, forming a hole injecting layer.

[0281] Exemplary Compound II-102, N,N′-diphenyl-N,N′-bis(4′-(N-(m-biphenyl)-N-phenyl)aminobiphenyl-4-yl)benzidine was evaporated at a deposition rate of 2 nm/sec. to a thickness of 20 nm, forming a hole transporting layer.

[0282] Next, Exemplary Compound I-201 and tris(8-quinolinolato)aluminum (AlQ3) in a weight ratio of 2:100 were evaporated to a thickness of 50 nm, forming a light emitting layer.

[0283] With the vacuum kept, tris(8-quinolinolato)aluminum was then evaporated at a deposition rate of 0.2 nm/sec. to a thickness of 10 nm, forming an electron injecting and transporting layer.

[0284] Next, with the vacuum kept, MgAg (weight ratio 10:1) was evaporated at a deposition rate of 0.2 nm/sec. to a thickness of 200 nm to form a cathode, and aluminum was evaporated to a thickness of 100 nm as a protective layer, obtaining an EL device.

[0285] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 103,800 cd/m2 green light (emission maximum wavelength λmax=525 nm, chromaticity coordinates x=0.28, y=0.68) at 14 V and 800 mA/cm2. Stable light emission continued over 10,000 hours in a dry argon atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 890 hours from an initial luminance of 1,288 cd/m2 (drive voltage increase 1.5 V) and 4,500 hours from an initial luminance 300 cd/m2.

Example 2

[0286] The device was fabricated as in Example 1 except that Exemplary Compound II-101, N,N′-diphenyl-N,N′-bis(4′-(N,N-bis(m-biphenyl)aminobiphenyl-4-yl)benzidine was used in the hole transporting layer instead of Exemplary Compound II-102.

[0287] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 100,480 cd/m2 green light (emission maximum wavelength λmax=525 nm, chromaticity coordinates x=0.31, y=0.66) at 14V and753 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 680 hours (1,433 cd/m2, drive voltage increase 1.5V) and4,000 hours from an initial luminance 300 cd/m2.

Example 3

[0288] The device was fabricated as in Example 1 except that Exemplary Compound I-203 was used in the light emitting layer instead of Exemplary Compound I-201.

[0289] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 69,500 cd/m2 green light (emission maximum wavelength λmax=515 nm, chromaticity coordinates x=0.26, y=0.66) at 13 V and 553 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 600hours (1,078cd/m2, drive voltage increase 1.5 V) and4,000 hours from an initial luminance 300 cd/m2.

Example 4

[0290] The device was fabricated as in Example 1 except that Exemplary Compound I-202 was used in the light emitting layer instead of Exemplary Compound I-201.

[0291] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 71,700 cd/m2 green light (emission maximum wavelength λmax=515 nm, chromaticity coordinates x=0.29, y=0.64) at 14V and753 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 800 hours (998 cd/m2, drive voltage increase 1.5 V) and 5,000 hours from an initial luminance 300 cd/m2.

Example 5

[0292] The device was fabricated as in Example 1 except that Exemplary Compound I-103 was used in the light emitting layer instead of Exemplary Compound I-201.

[0293] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 61,400 cd/m2 green light (emission maximum wavelength λmax=510 nm, chromaticity coordinates x=0.23, y=0.63) at 16 V and980 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 3,000 hours (730 cd/m2, drive voltage increase 8.0 V) and 10,000 hours from an initial luminance 300 cd/m2.

Example 6

[0294] The device was fabricated as in Example 1 except that Exemplary Compound I-104 was used in the light emitting layer instead of Exemplary Compound I-201.

[0295] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 40,300 cd/m2 green light (emission maximum wavelength λmax=500 nm, chromaticity coordinates x=0.23, y=0.58) at 12 V and 625 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 800 hours (680 cd/m2, drive voltage increase 2.5 V) and 4,000% hours from an initial luminance 300 cd/m2.

Comparative Example 1

[0296] The device was fabricated as in Example 1 except that N,N′-bis(3-methylphenyl)-N,N′-diphenyl-4,4′-diaminobiphenyl (TPD001) was used in the hole transporting layer instead of Exemplary Compound II-102.

[0297] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 71,700 cd/m2 green light (emission maximum wavelength λmax=525 nm, chromaticity coordinates x=0.29, y=0.66) at 13 V and 518 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 65 hours (1,281 cd/m2, drive voltage increase 1.5 V) and 800 hours from an initial luminance 300 cd/m2.

Comparative Example 2

[0298] The device was fabricated as in Example 1 except that N,N′-bis(3-biphenyl)-N,N′-diphenyl-4,4′-diaminobiphenyl (TPD006) was used in the hole transporting layer instead of Exemplary Compound II-102.

[0299] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 81,000 cd/m2 green light (emission maximum wavelength λmax=525 nm, chromaticity coordinates x=0.32, y=0.65) at 14 V and 532 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 68 hours (1,730 cd/m2, drive voltage increase 2.0 V) and 800 hours from an initial luminance 300 cd/m2.

Comparative Example 3

[0300] The device was fabricated as in Example 1 except that N,N′-bis(3-t-butylphenyl)-N,N′-diphenyl-1,1′-biphenyl-4,4′-diamine (TPD008) was used in the hole transporting layer instead of Exemplary Compound II-102.

[0301] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 79,300 cd/m2 green light (emission maximum wavelength λmax=525 nm, chromaticity coordinatesx=0.30, y=0.66) at 13 V and 508 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 29 hours (1,749 cd/m2, drive voltage increase 1.4 V) and 500 hours from an initial luminance 300 cd/m2.

Comparative Example 4

[0302] The device was fabricated as in Example 1 except that N,N,N′,N′-tetrakis(m-biphenyl)-1,1′-biphenyl-4,4′-diamine (TPD005) was used in the hole transporting layer instead of Exemplary Compound II-102.

[0303] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 102,700 cd/m2 green light (emission maximum wavelength λmax=525 nm, chromaticity coordinates x=0.28, y=0.68) at 14 V and 643 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 115 hours (1,842 cd/m2, drive voltage increase 1.8 V) and 1,600 hours from an initial luminance 300 cd/m2.

Comparative Example 5

[0304] The device was fabricated as in Example 1 except that N,N′-diphenyl-N,N′-bis(4′-(N-(3-methylphenyl)-N-phenyl)-aminobiphenyl-4-yl)benzidine (TPD017) was used in the hole injecting layer instead of Exemplary Compound II-102.

[0305] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 75,600 cd/m2 green light (emission maximum wavelength λmax=525 nm, chromaticity coordinates x=0.32, y=0.66) at 14 V and 715 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 197 hours (1,156 cd/m2, drive voltage increase 2.3 V) and 2,000 hours from an initial luminance 300 cd/m2.

Comparative Example 6

[0306] The device was fabricated as in Example 1 except that the quinacridone shown below (Exemplary Compound III-1) was used in the light emitting layer instead of Exemplary Compound I-201 and contained in an amount of 0.75% by weight.

[0307] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 60,000 cd/m2 yellowish green light (emission maximum wavelength λmax=540 nm, chromaticity coordinates x=0.37, y=0.60) at 16 V and 840 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 100 hours (800 cd/m2, drive voltage increase 3.2 V) and 500 hours from an initial luminance 300 cd/m2.

[0308] Properties of the organic EL devices of Examples 1 to 6 and Comparative Examples 1 to 6 are summarized in Tables 1 and 2.

	TABLE 1
					Half-life of luminance
					Constant current
	Light				drive (10 mA/cm2)	Initial
	emitting	Hole	Light emission	Stable	Initial luminance,	luminance
Sample	layer	transporting	π max	Luminance	time	Voltage increase	300 cd/m2
E 1	AlQ3	II-102	525 nm	103800 cd/m2	>10000 hr.	890 hr	4500 hr
	+I-201		green	(14V · 800 mA/cm2)		[1288 cd/m2, 1.5 V]
E 2	AlQ3	II-101	525 nm	104800 cd/m2	>10000 hr.	680 hr	4000 hr
	+I-201		green	(14V · 753 mA/cm2)		[1433 cd/m2, 1.5 V]
E 3	AlQ3	II-102	515 nm	69500 cd/m2	>10000 hr.	600 hr	4000 hr
	+I-203		green	(13V · 553 mA/cm2)		[1078 cd/m2, 1.5 V]
E 4	AlQ3	II-102	515 nm	71700 cd/m2	>10000 hr.	800 hr	5000 hr
	+I-202		green	(14V · 753mA/cm2)		[998 cd/m2, 1.5 V]
E 5	AlQ3	II-102	510 nm	61400 cd/m2	>10000 hr.	3000 hr	10000 hr
	+I-103		green	(16V · 980 mA/cm2)		[730 cd/m2, 8.0 V]
E 6	AlQ3	II-102	500 nm	40300 cd/m2	>10000 hr.	800 hr	4000 hr
	+I-104		green	(12V · 625 mA/cm2)		[680 cd/m2, 1.5 V]
E: Example

[0309]

	TABLE 2
					Half-life of luminance
					Constant current
	Light				drive (10 mA/cm2)	Initial
	emitting	Hole	Light emission	Stable	Initial luminance,	luminance
Sample	layer	transporting	π max	Luminance	time	Voltage increase	300 cd/m2
CE 1	AlQ3	TPD001	525 nm	71700 cd/m2	>10000 hr.	65 hr	800 hr
	+I-201		green	(13V · 518 mA/cm2)		[1281 cd/m2,1.5 V]
CE 2	AlQ3	TPD006	525 nm	81000 cd/m2	>10000 hr.	68 hr	800 hr
	+I-201		green	(14V · 532 mA/cm2)		[1730 cd/m2, 2.0V]
CE 3	AlQ3	TPD008	525 nm	79300 cd/m2	>10000 hr.	29 hr	500 hr
	+I-201		green	(13V · 508 mA/cm2)		[1749 cd/m2, 1.4 V]
CE 4	AlQ3	TPD005	525 nm	102700 cd/m2	>10000 hr.	115 hr	1600 hr
	+I-201		green	(14V · 643 mA/cm2)		[1842 cd/m2, 1.8 V]
CE 5	AlQ3	TPD017	525 nm	75600 cd/m2	>10000 hr.	197 hr	2000 hr
	+I-201		green	(14V · 715 mA/cm2)		[1156 cd/m2, 2.3 V]
CE 6	AlQ3 +	II-102	540 nm	60000 cd/m2	>10000 hr.	100 hr	500 hr
	China-		yellow-	(16V · 840 mA/cm2)		[800 cd/m2, 3.2 V]
	cridon		ish
			green
CE: Comparative Example

[0310] It is evident from these results that the EL devices using a combination of a coumarin derivative of formula (I) with a tetraaryldiamine derivative of formula (II) according to the invention have a prolonged luminescent lifetime.

Example 7

[0311] A color filter film was formed on a glass substrate by coating to a thickness of 1 μm using CR-2000 by Fuji Hunt K.K., a red fluorescence conversion film was formed thereon to a thickness of 5 μm by coating a 2 wt % solution of Lumogen F Red 300 by BASF in CT-1 by Fuji Hunt K.K., followed by baking, and an overcoat was further formed thereon by coating to a thickness of 1 μm using CT-1 by Fuji Hunt K.K., followed by baking. ITO was then sputtered thereon to a thickness of 100 nm, obtaining an anode-bearing red device substrate. Using this substrate, a device was fabricated as in Example 1.

[0312] The color filter material described above was to cut light having a wavelength of up to 580 nm, and the red fluorescence conversion material had an emission maximum wavelength λmax of 630 nm and a spectral half-value width near λmax of 50 nm.

[0313] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 9,000 cd/m2 red light (emission maximum wavelength λmax=600 nm, chromaticity coordinates x=0.60, y=0.38) at 15V and 615 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. No local dark spots appeared or grew.

Example 8

[0314] A device was fabricated as in Example 1 except that the hole transporting layer was formed by co-evaporation using Exemplary Compound II-102 and rubrene in a weight ratio of 10:1.

[0315] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 79,800 cd/m2 green light (emission maximum wavelength λmax=525 =m and 555 nm, chromaticity coordinates x=0.38, y=0.57) at 14 V and 750 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 700 hours (1,173 cd/m2, drive voltage increase 2.5 V) and 4,500 hours from an initial luminance 300 cd/m2.

Example 9

[0316] In Example 1, the light emitting layer was formed by using N,N,N′,N′-tetrakis(m-biphenyl)-1,1′-biphenyl-4,4′-diamine (TPD005) as the hole injecting and transporting compound and tris(8-quinolinolato)aluminum (AlQ3) as the electron injecting and transporting compound, evaporating them at an approximately equal deposition rate of 0.5 nm/sec., and simultaneously evaporating Exemplary Compound I-103 at a deposition rate of about 0.007 nm/sec., thereby forming a mix layer of 40 nm thick. In the mix layer, the film thickness ratio of TPD005:AlQ3:Exemplary Compound I-103 was 50:50:0.7. Otherwise, a device was fabricated as in Example 1. It is noted that the hole injecting and transporting layer using MTDATA was 50 nm thick, the hole transporting layer using TPD005 was 10 nm thick, and the electron injecting and transporting layer using AlQ3 was 40 nm thick.

[0317] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 54,000 cd/m2 green light (emission maximum wavelength λmax=510 nm, chromaticity coordinates x=0.30, y=0.60) at 18 V and 600 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 6,000 hours (1,030 cd/m2, drive voltage increase 2.0 V) and 20,000 hours from an initial luminance 300 cd/m2.

[0318] It is evident that the characteristics are significantly improved as compared with the device of Comparative Example 4 without the mix layer.

Example 10

[0319] A device was fabricated as in Example 1 except that the hole injecting layer was formed to a thickness of 40 nm, the hole transporting layer was formed to a thickness of 20 nm using TPD005 and rubrene (7% by weight), and the light emitting layer was formed thereon as in Example 9 using TPD005, AlQ3 and Exemplary Compound I-103.

[0320] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 67,600 cd/m2 green light (emission maximum wavelength λmax=510 nm and 550 nm, chromaticity coordinates x=0.38, y=0.56) at 12 V and 650 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 6,500 hours (900 cd/m2, drive voltage increase 2.0 V) and 25,000 hours from an initial luminance 300 cd/m2.

Example 11

[0321] In Example 1, the light emitting layer was formed by using Exemplary Compound II-102 as the hole injecting and transporting compound and tris(8-quinolinolato)aluminum (AlQ3) as the electron injecting and transporting compound, evaporating them at an approximately equal deposition rate of 0.5 nm/sec. and simultaneously evaporating Exemplary Compound I-201 at a deposition rate of about 0.015 nm/sec., thereby forming a mix layer of 40 nm thick. In the mix layer, the film thickness ratio of Exemplary Compound II-102:AlQ3:Exemplary Compound 1-201 was 50:50:1.5. Otherwise, a device was fabricated as in Example 1. It is noted that the hole injecting and transporting layer using MTDATA was 50 nm thick, the hole transporting layer using II-102 was 10 nm thick, and the electron injecting and transporting layer using AlQ3 was 20 nm thick.

[0322] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 98,000 cd/m2 green light (emission maximum wavelength λmax=525 nm, chromaticity coordinates x=0.29, y=0.67) at 13 V and 750 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 4,000 hours (1,100 cd/m2, drive voltage increase 2.0 V) and 18,000 hours from an initial luminance 300 cd/m2.

Example 12

[0323] A device was fabricated as in Example 1 except that the hole injecting layer was formed to a thickness of 40 nm, the hole transporting layer was formed to a thickness of 20 nm using Exemplary Compound II-102 and rubrene, and the light emitting layer was formed thereon as in Example 9 using Exemplary Compound II-102, AlQ3 and Exemplary Compound I-201.

[0324] When current was conducted through the EL device under a certain applied voltage, the device was found to emit 80,000 cd/m2 yellowish green light (emission maximum wavelength λmax=525 nm and 560 nm, chromaticity coordinates x=0.40, y=0.55) at 13 V and 900 mA/cm2. Stable light emission continued over 10,000 hours in a dry nitrogen atmosphere. On constant current driving at 10 mA/cm2, the half-life of luminance was 6,000 hours (1,050 cd/m2, drive voltage increase 1.5 V) and 25,000 hours from an initial luminance 300 cd/m2.

Example 13

[0325] A device was fabricated as in Examples 9 and 10 except that Exemplary Compound III-1 (quinacridone) was used instead of Exemplary Compound I-103. On testing, the device showed satisfactory characteristics.

Example 14

[0326] A device was fabricated as in Examples 9 and 10 except that Exemplary Compound IV-1 (styryl amine compound) was used instead of Exemplary Compound I-103. On testing, the device showed satisfactory characteristics.

Example 15

[0327] A device was fabricated as in Examples 11 and 12 except that Exemplary Compound III-1 (quinacridone) was used instead of Exemplary Compound I-201. On testing, the device showed satisfactory characteristics.

Example 16

[0328] A device was fabricated as in Examples 11 and 12 except that Exemplary Compound IV-1 (styryl amine compound) was used instead of Exemplary Compound I-201. On testing, the device showed satisfactory characteristics.

[0329] Next, Examples of the organic EL device adapted for multi-color light emission are presented. Compound HIM used for the hole injecting layer and TPD005 used as the compound for the hole transporting layer and the hole transporting host material in the following Examples are shown below. 2165

[0330] Emission spectra of a coumarin derivative (Exemplary Compound I-103), rubrene (Exemplary Compound 1-22), and tris(8-quinolinolato)aluminum (AlQ3) are shown as Reference Examples.

Reference Example 1

[0331] FIG. 2 shows an emission spectrum of the courmarin derivative. The emission spectrum was measured using an organic EL device of the construction shown below.

Fabrication of organic EL device

[0332] A glass substrate (of 1.1 mm thick) having a transparent ITO electrode (anode) of 100 nm thick was subjected to ultrasonic washing with neutral detergent, acetone, and ethanol, pulled up from boiling ethanol, dried, cleaned with UV/ozone, and then secured by a holder in an evaporation chamber, which was evacuated to a vacuum 1×10−6 Torr.

[0333] Then, N,N′-diphenyl-N,N′-bis[N-phenyl-N-4-tolyl(4-aminophenyl)]benzidine (HIM) was evaporated at a deposition rate of 2 nm/sec. to a thickness of 50 nm, forming a hole injecting layer.

[0334] N,N,N′,N′-tetrakis(3-biphenyl-1-yl)benzidine (TPD005) was evaporated at a deposition rate of 2 nm/sec. to a thickness of 10 nm, forming a hole transporting layer.

[0335] Next, tris(8-quinolinolato)aluminum (AlQ3) and the coumarin derivative were co-evaporated at a deposition rate of 2 nm/sec. and 0.02 nm/sec., respectively, to form an electron transporting/light emitting layer of 70 nm thick containing 1.0% by volume of the coumarin derivative.

[0336] Further, with the vacuum kept, MgAg (weight ratio 10:1) was evaporated at a deposition rate of 0.2 nm/sec. to a thickness of 200 nm to form a cathode, and aluminum was evaporated to a thickness of 100 nm as a protective layer, obtaining an organic EL device.

[0337] As seen from FIG. 2, the coumarin derivative has an emission maximum wavelength near 510 nm. The half-value width of the emission spectrum (the width at one-half of the peak intensity) was 70 nm.

Reference Example 2

[0338] FIG. 3 shows an emission spectrum of rubrene. The emission spectrum was measured using an organic EL device of the construction shown below.

Fabrication of organic EL device

[0339] A glass substrate (of 1.1 mm thick) having a transparent ITO electrode (anode) of 100 nm thick was subjected to ultrasonic washing with neutral detergent, acetone, and ethanol, pulled up from boiling ethanol, dried, cleaned with UV/ozone, and then secured by a holder in an evaporation chamber, which was evacuated to a vacuum of 1×10−6 Torr.

[0340] Then, N,N′-diphenyl-N,N′-bis[N-phenyl-N-4-tolyl(4-aminophenyl)]benzidine (HIM) was evaporated at a deposition rate of 2 nm/sec. to a thickness of 15 nm, forming a hole injecting layer.

[0341] N,N,N′,N′-tetrakis(3-biphenyl-1-yl)benzidine (TPD005) was evaporated at a deposition rate of 2 nm/sec. to a thickness of 15 nm, forming a hole transporting layer.

[0342] Next, TPD005, tris(8-quinolinolato)aluminum (AlQ3), and rubrene (Exemplary Compound 1-20) were co-evaporated to a thickness of 40 nm so that the volume ratio of TPD005 to AlQ3 was 1:1 and 2.5% by volume of rubrene was contained, yielding a first light emitting layer of the mix layer type. The deposition rates of these compounds were 0.05 nm/sec., 0.05 nm/sec., and 0.00025 nm/sec.

[0343] Next, with the vacuum kept, tris (8-quinolinolato) aluminum (AlQ3) was evaporated at a deposition rate of 0.2 nm/sec. to a thickness of 55 nm to form an electron injecting and transporting/light emitting layer.

[0344] Further, with the vacuum kept, MgAg (weight ratio 10:1) was evaporated at a deposition rate of 0.2 nm/sec. to a thickness of 200 nm to form a cathode, and aluminum was evaporated to a thickness of 100 nm as a protective layer, obtaining an EL device.

[0345] As seen from FIG. 3, rubrene has an emission maximum wavelength near 560 nm. The half-value width of the emission spectrum was 75 nm.

Reference Example 3

[0346] FIG. 2 shows an emission spectrum of the courmarin derivative. The emission spectrum was measured using an organic EL device of the construction shown below.

Fabrication of organic EL device

[0347] FIG. 4 shows an emission spectrum of tris(8-quinolinolato)aluminum (AlQ3). The emission spectrum was measured using an organic EL device of the construction shown below.

Fabrication of organic EL device

[0348] A glass substrate (of 1.1 mm thick) having a transparent ITO electrode (anode) of 100 nm thick was subjected to ultrasonic washing with neutral detergent, acetone, and ethanol, pulled up from boiling ethanol, dried, cleaned with UV/ozone, and then secured by a holder in an evaporation chamber, which was evacuated to a vacuum of 1×10−6 Torr.

[0349] Then, 4,4′,4″-tris(N-(3-methylphenyl)-N-phenylamino)triphenylamine (MTDATA) was evaporated at a deposition rate of 2 nm/sec. to a thickness of 40 nm, forming a hole injecting layer.

[0350] N,N,N′,N′-tetrakis(3-biphenyl-1-yl)benzidine (TPD005) was evaporated at a deposition rate of 2 nm/sec. to a thickness of 15 nm, forming a hole transporting layer.

[0351] Next, with the vacuum kept, tris (8-quinolinolato) aluminum (AlQ3) was evaporated at a deposition rate of 0.2 nm/sec. to a thickness of 70 nm, forming an electron injecting and transporting/light emitting layer.

[0352] Further, with the vacuum kept, MgAg (weight ratio 10:1) was evaporated at a deposition rate of 0.2 nm/sec. to a thickness of 200 nm to form a cathode, and aluminum was evaporated to a thickness of 100 nm as a protective layer, obtaining an EL device.

[0353] As seen from FIG. 4, tris(8-quinolinolato) aluminum (AlQ3) has an emission maximum wavelength near 540 nm. The half-value width of the emission spectrum was 110 nm.

Example 17

[0354] A glass substrate (of 1.1 mm thick) having a transparent ITO electrode (anode) of 100 nm thick was subjected to ultrasonic washing with neutral detergent, acetone, and ethanol, pulled up from boiling ethanol, dried, cleaned with UV/ozone, and then secured by a holder in an evaporation chamber, which was evacuated to a vacuum of 1×10−6 Torr.

[0355] Then, N,N′-diphenyl-N,N′-bis[N-phenyl-N-4-tolyl(4-aminophenyl)]benzidine (HIM) was evaporated at a deposition rate of 2 nm/sec. to a thickness of 50 nm, forming a hole injecting layer.

[0356] N,N,N′,N′-tetrakis(3-biphenyl-1-yl)benzidine (TPD005) was evaporated at a deposition rate of 2 nm/sec. to a thickness of 15 nm, forming a hole transporting layer.

[0357] Next, TPD005, tris(8-quinolinolato)aluminum (AlQ3), and rubrene (Exemplary Compound 1-22) were co-evaporated to a thickness of 20 nm so that the volume ratio of TPD005 to AlQ3 was 1:1 and 2.5% by volume of rubrene was contained, yielding a first light emitting layer of the mix layer type. The deposition rates of these compounds were 0.05 nm/sec., 0.05 nm/sec., and 0.0025 nm/sec.

[0358] Also, TPD005, AlQ3, and a coumarin derivative (Exemplary Compound I-103) were co-evaporated to a thickness of 20 nm so that the volume ratio of TPD005 to AlQ3 was 1:1 and 1.0% by volume of the coumarin derivative was contained, yielding a second light emitting layer of the mix layer type. The deposition rates of these compounds were 0.05 nm/sec., 0.05 nm/sec., and 0.001 nm/sec.

[0359] Next, with the vacuum kept, tris (8-quinolinolato) aluminum (AlQ3) was evaporated at a deposition rate of 0.2 nm/sec. to a thickness of 50 nm to form an electron injecting and transporting/light emitting layer.

[0360] Further, with the vacuum kept, MgAg (weight ratio 10:1) was evaporated at a deposition rate of 0.2 nm/sec. to a thickness of 200 nm to form a cathode, and aluminum was evaporated to a thickness of 100 nm as a protective layer, obtaining an organic EL device.

[0361] When current was conducted through the organic EL device under a certain applied voltage, the device was found to emit 5,000 cd/m2 yellowish green light (emission maximum wavelength λmax=560 nm and 500 nm, chromaticity coordinates x=0.39, y=0.55) at 10 V and 50 mA/cm2. Stable light emission continued over 1,000 hours in a dry argon atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 40,000 hours (initial luminance 1,000 cd/m2, initial drive voltage 7.2 V, drive voltage increase 3.0 V).

[0362] FIG. 5 shows an emission spectrum of this device. It is seen from FIG. 5 that both the coumarin derivative and rubrene produced light emissions. The emission spectrum ratio C/R of coumarin derivative (510 nm)/rubrene (560 nm) was 0.65. The half-value width of the emission spectrum (the width at one-half of the peak intensity) was 120 nm, indicating that both the coumarin derivative and rubrene produced light emissions. The lifetime was significantly extended as compared with Example 9. This indicates that the mix layer containing rubrene contributes an extended lifetime.

Comparative Example 7

[0363] An organic EL device was fabricated as in Example 17 except that after the hole transporting layer of TPD005 was formed, AlQ3, rubrene, and the coumarin were co-evaporated at a deposition rate of 0.1 nm/sec., 0.0025 nm/sec., and 0.001 nm/sec., respectively, to form an electron transporting/light emitting layer containing 2.5% by volume of rubrene and 1.0% by volume of the coumarin to a thickness of 40 nm, and an electron injecting and transporting layer of AlQ3 was then formed to a thickness of 50 nm.

[0364] FIG. 6 shows an emission spectrum of this device. It is seen from FIG. 6 that only rubrene produced light emission. The C/R was then equal to 0 and the half-value width of the emission spectrum was 70 nm.

Comparative Example 8

[0365] An organic EL device was fabricated as in Comparative Example 7 except that TPD005 was used instead of AlQ3 as the host material of the light emitting layer to form a hole transporting/light emitting layer.

[0366] FIG. 7 shows an emission spectrum of this device. It is seen from FIG. 7 that only rubrene produced light emission. The C/R was then equal to 0 and the half-value width of the emission spectrum was 70 nm.

Comparative Example 9

[0367] An organic EL device was fabricated as in Example 17 except that after the hole transporting layer of TPD005 was formed, AlQ3 and rubrene were co-evaporated at a deposition rate of 0.1 nm/sec. and 0.0025 nm/sec., respectively, to form an electron transporting/light emitting layer containing 2.5% by volume of rubrene to a thickness of 20 nm, AlQ3 and the courmarin derivative were co-evaporated thereon at a deposition rate of 0.1 nm/sec. and 0.001 nm/sec., respectively, to form an electron transporting/light emitting layer containing 1.0% by volume of the courmarin derivative to a thickness of 20 nm, and an electron injecting and transporting layer of AlQ3 was then formed to a thickness of 50 nm.

[0368] FIG. 8 shows an emission spectrum of this device. It is seen from FIG. 8 that only rubrene produced light emission. The C/R was then equal to 0 and the half-value width of the emission spectrum was 70 nm.

Comparative Example 10

[0369] An organic EL device was fabricated as in Comparative Example 9 except that TPD005 was used as the host material of a light emitting layer of dual layer construction to form two hole transporting/light emitting layers.

[0370] FIG. 9 shows an emission spectrum of this device. It is seen from FIG. 9 that the coumarin derivative and AlQ3 produced light emissions. The half-value width of the emission spectrum was 90 nm.

Comparative Example 11

[0371] An organic EL device was fabricated as in Example 17 except that after the hole transporting layer of TPD005 was formed, TPD005 and rubrene were co-evaporated at a deposition rate of 0.1 nm/sec. and 0.0025 nm/sec., respectively, to form a hole transporting/light emitting layer containing 2.5% by volume of rubrene to a thickness of 20 nm, AlQ3 and the courmarin derivative were co-evaporated thereon at a deposition rate of 0.1 nm/sec. and 0.001 nm/sec., respectively, to form an electron transporting/light emitting layer containing 1.0% by volume of the courmarin derivative to a thickness of 20 nm, and an electron injecting and transporting layer of AlQ3 was then formed to a thickness of 50 nm.

[0372] When current was conducted through the organic EL device under a certain applied voltage, the device was found to emit 4,500 cd/m2 yellowish green light (emission maximum wavelength λmax=560 rim and 510 nm, chromaticity coordinates x=0.42, y=0.54) at 12 V and 50 mA/cm2. Stable light emission continued over 10 hours in a dry argon atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 100 hours (initial luminance 1,000 cd/m2, initial drive voltage 6.5 V, drive voltage increase 3.0 V).

[0373] FIG. 10 shows an emission spectrum of this device. It is seen from FIG. 10 that both the coumarin derivative and rubrene produced light emissions. The emission spectrum ratio C/R was then equal to 0.5 and the half-value width was 80 nm.

[0374] Although the light emissions of the coumarin derivative and rubrene were produced, this device was impractical because of the short emission lifetime.

Example 18

[0375] An organic EL device was fabricated as in Example 17 except that after the hole transporting layer of TPD005 was formed, TPD005, AlQ3, and rubrene were co-evaporated at a deposition rate of 0.05 nm/sec., 0.05 nm/sec., and 0.0025 nm/sec., respectively, to form a light emitting layer of the mix layer type containing TPD005 and AlQ3 in a ratio of 1:1 and 2.5% by volume of rubrene to a thickness of 20 nm, AlQ3 and the courmarin derivative were then co-evaporated at a deposition rate of 0.1 nm/sec. and 0.001 nm/sec., respectively, to form an electron transporting/light emitting layer containing 1.0% by volume of the courmarin derivative to a thickness of 20 nm, and an electron injecting and transporting layer of AlQ3 was then formed to a thickness of 50 nm.

[0376] When current was conducted through the organic EL device under a certain applied voltage, the device was found to emit 4,000 cd/m2 yellowish green light (emission maximum wavelength λmax=510 nm and 560 nm, chromaticity coordinates x=0.42, y=0.54) at 12 V and 50 mA/cm2. Stable light emission continued over 1,000 hours in a dry argon atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 40,000 hours (initial luminance 1,000 cd/m2, initial drive voltage 6.9 V, drive voltage increase 3.0 V).

[0377] FIG. 11 shows an emission spectrum of this device. It is seen from FIG. 11 that both the coumarin derivative and rubrene produced light emissions. The emission spectrum ratio C/R was then equal to 0.42 and the half-value width was 130 nm.

Example 19

[0378] An organic EL device was fabricated as in Example 17 except that the amounts of the host materials: TPD005 and AlQ3 of the first and second light emitting layers of the mix layer type were changed so as to give a TPD005/AlQ3 volume ratio of 75/25.

[0379] When current was conducted through the organic EL device under a certain applied voltage, the device was found to emit 4,100 cd/m2 yellowish green light (emission maximum wavelength λmax=510 nm and 560 nm, chromaticity coordinates x=0.32, y=0.58) at 12 V and 50 mA/cm2. Stable light emission continued over 1,000 hours in a dry argon atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 30,000 hours (initial luminance 900 cd/m2, initial drive voltage 7.2 V, drive voltage increase 2.5 V).

[0380] FIG. 12 shows an emission spectrum of this device. It is seen from FIG. 12 that both the coumarin derivative and rubrene produced light emissions. The emission spectrum ratio C/R was then equal to 1.4 and the half-value width was 120 nm. It is thus evident that a C/R ratio different from Example 17 is obtained by changing the ratio of host materials in the mix layer.

Example 20

[0381] An organic EL device was fabricated as in Example 17 except that the amounts of the host materials: TPD005 and AlQ3 of the first and second light emitting layers of the mix layer type were changed so as to give a TPD005/AlQ3 volume ratio of 66/33.

[0382] When current was conducted through the organic EL device under a certain applied voltage, the device was found to emit 3,500 cd/m2 yellowish green light (emission maximum wavelength λmax=510 nm and 560 nm, chromaticity coordinates x=0.34, y=0.57) at 12 V and 50 mA/cm2. Stable light emission continued over 1,000 hours in a dry argon atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 20,000 hours (initial luminance 900 cd/m2, initial drive voltage 7.3 V, drive voltage increase 2.5 V).

[0383] FIG. 13 shows an emission spectrum of this device. It is seen from FIG. 13 that both the coumarin derivative and rubrene produced light emissions. The emission spectrum ratio C/R was then equal to 1.4 and the half-value width was 130 nm. It is thus evident that a C/R ratio different from Example 17 is obtained by changing the ratio of host materials in the mix layer.

Example 21

[0384] An organic EL device was fabricated as in Example 17 except that the amounts of the host materials: TPD005 and AlQ3 of the first and second light emitting layers of the mix layer type were changed so as to give a TPD005/AlQ3 volume ratio of 25/75.

[0385] When current was conducted through the organic EL device under a certain applied voltage, the device was found to emit 4,200 cd/m2 yellowish green light (emission maximum wavelength λmax=510 nm and 560 nm, chromaticity coordinates x=0.47, y=0.51) at 12 V and 50 mA/cm2. Stable light emission continued over 1,000 hours in a dry argon atmosphere. No local dark spots appeared or grew. On constant current driving at 10 mA/cm2, the half-life of luminance was 15,000 hours (initial luminance 900 cd/m2, initial drive voltage 7.5 V, drive voltage increase 2.5 V).

[0386] FIG. 14 shows an emission spectrum of this device. It is seen from FIG. 14 that both the coumarin derivative and rubrene produced light emissions. The emission spectrum ratio C/R was then equal to 0.25 and the half-value width was 80 nm. It is thus evident that a C/R ratio different from Example 17 is obtained by changing the ratio of host materials in the mix layer.

[0387] It is evident from the results of Examples 17 to 21 that light emission characteristics are altered by changing host materials in the light emitting layer.

[0388] It is also evident from the results of Examples 17 to 21 combined with the results of Comparative Examples 7 to 11 that multi-color light emission is accomplished by adjusting the carrier transporting characteristics of the host of the light emitting layer so as to fall within the scope of the invention.

[0389] It has been demonstrated that light emissions from two or more luminescent species are available above the practical level when the carrier transporting characteristics of light emitting layers to be laminated are selected as defined in the invention (preferably, by providing at least two light emitting layers including a light emitting layer of the mix layer type as bipolar light emitting layers, for example). The possibility of multi-color light emission has thus been demonstrated.

[0390] It is also seen that the contribution of each of at least two light emitting layers is altered by changing the mix ratio of host materials in the bipolar mix layer. The mix ratio can be changed independently in the respective layers and an alteration by such a change is also expectable. The bipolar host material is not limited to such a mixture, and a single species bipolar material may be used. The key point of the present invention resides in a choice of the carrier transporting characteristics of light emitting layers to be laminated. The material must be changed before the carrier transporting characteristics can be altered.

INDUSTRIAL APPLICABILITY

[0391] It is thus evident that organic EL devices using the compounds according to the invention are capable of light emission at a high luminance and remain reliable due to a minimized drop of luminance and a minimized increase of drive voltage during continuous light emission. The invention permits a plurality of fluorescent materials to produce their own light emission in a stable manner, providing a wide spectrum of light emission and hence, multi-color light emission. The spectrum of multi-color light emission can be designed as desired.

Claims

1. An organic electroluminescent device comprising a light emitting layer containing a coumarin derivative of the following formula (I), and a hole injecting and/or transporting layer containing a tetraaryldiamine derivative of the following formula (II), 2166wherein each of R1, R2, and R3, which may be identical or different, is a hydrogen atom, cyano, carboxyl, alkyl, aryl, acyl, ester or heterocyclic group, or R1 to R3, taken together, may form a ring; each of R4 and R7 is a hydrogen atom, alkyl or aryl group; each of R5 and R6 is an alkyl or aryl group; or R4 and R5, R5 and R6, and R6 and R7, taken together, may form a ring, and 2167wherein each of Ar1, Ar2, Ar3, and Ar4 is an aryl group, at least one of Ar1 to Ar4 is a polycyclic aryl group derived from a fused ring or ring cluster having at least two benzene rings; each of R11 and R12 is an alkyl group; each of p and q is 0 or an integer of 1 to 4; each of R13 and R14 is an aryl group; and each of r and s is 0 or an integer of 1 to 5.

2. The organic electroluminescent device of claim 1 wherein said light emitting layer containing a coumarin derivative is formed of a host material doped with the coumarin derivative as a dopant.

3. The organic electroluminescent device of claim 2 wherein said host material is a quinolinolato metal complex.

4. An organic electroluminescent device comprising a light emitting layer in the form of a mix layer containing a hole injecting and transporting compound and an electron injecting and transporting compound, the mix layer being further doped with a coumarin derivative of the following formula (I), a quinacridone compound of the following formula (III) or a styryl amine compound of the following formula (IV) as a dopant,

5. The organic electroluminescent device of claim 4 wherein said hole injecting and transporting compound is an aromatic tertiary amine, and said electron injecting and transporting compound is a quinolinolato metal complex.

6. The organic electroluminescent device of claim 5 wherein said aromatic tertiary amine is a tetraaryldiamine derivative of the following formula (II):

7. The organic electroluminescent device of any one of claims 1 to 6 wherein said light emitting layer is interleaved between at least one hole injecting and/or transporting layer and at least one electron injecting and/or transporting layer.

8. The organic electroluminescent device of claim 1, 2, 3 or 7 wherein said hole injecting and/or transporting layer is further doped with a rubrene as a dopant.

9. The organic electroluminescent device of any one of claims 1 to 8 wherein a color filter and/or a fluorescence conversion filter is disposed on a light output side so that light is emitted through the color filter and/or fluorescence conversion filter.

10. An organic electroluminescent device comprising at least two light emitting layers including a bipolar light emitting layer, a hole injecting and/or transporting layer disposed nearer to an anode than said light emitting layer, and an electron injecting and/or transporting layer disposed nearer to a cathode than said light emitting layer, said at least two light emitting layers being a combination of bipolar light emitting layers or a combination of a bipolar light emitting layer with a hole transporting/light emitting layer disposed nearer to the anode than the bipolar light emitting layer and/or an electron transporting/light emitting layer disposed nearer to the cathode than the bipolar light emitting layer.

11. The organic electroluminescent device of claim 10 wherein said bipolar light emitting layer is a mix layer containing a hole injecting and transporting compound and an electron injecting and transporting compound.

12. The organic electroluminescent device of claim 11 wherein all said at least two light emitting layers are mix layers as defined above.

13. The organic electroluminescent device of any one of claims 10 to 12 wherein at least one of said at least two light emitting layers is doped with a dopant.

14. The organic electroluminescent device of any one of claims 10 to 13 wherein all said at least two light emitting layers are doped with dopants.

15. The organic electroluminescent device of any one of claims 10 to 14 wherein said at least two light emitting layers have different luminescent characteristics, a light emitting layer having an emission maximum wavelength on a longer wavelength side is disposed near the anode.

16. The organic electroluminescent device of any one of claims 13 to 15 wherein said dopant is a compound having a naphthacene skeleton.

17. The organic electroluminescent device of any one of claims 13 to 16 wherein said dopant is a coumarin of the following formula (I):

18. The organic electroluminescent device of any one of claims 11 to 17 wherein said hole injecting and transporting compound is an aromatic tertiary amine, and said electron injecting and transporting compound is a quinolinolato metal complex.