Electrophotosensitive material

BACKGROUND OF THE INVENTION
The present invention relates to an electrophotosensitive material which is used for image forming apparatuses such as copying apparatus, etc.
In the image forming apparatuses such as copying apparatus, etc., an organic photoconductor (OPC) having a sensitivity within the wavelength range of a light source of the apparatus has exclusively been used.
As the organic photoconductor, there have been known a single-layer type electrophotosensitive material having a single photosensitive layer wherein an electric charge generating material and an electric charge transferring material are dispersed in a membrane of a suitable binding resin, and a multi-layer type electrophotosensitive material comprising an electric charge generating layer containing an electric charge generating material and an electric charge transferring layer wherein an electric charge transferring material is dispersed in a membrane of a binding resin, both layers being mutually laminated.
Examples of the electric charge generating material include phthalocyanine pigments, bisazo pigments, perylene pigments, etc.
Furthermore, examples of the electric charge transferring material include various hole transferring materials such as carbazole compounds, carbazole-hydrazone compounds, oxadiazole compounds, pyrazoline compounds, hydrazone compounds, stilbene compounds, phenylenediamine compounds, benzidine compounds, etc.
Furthermore, as the binding resin, a bisphenol A type polycarbonate having an excellent mechanical strength has hitherto been used. However, the bisphenol A type polycarbonate is liable to cause gelation because of its high crystallizability and is also insufficient in mechanical strength.
Therefore, there has recently been suggested various polycarbonates, e.g. bisphenol C type polycarbonate, bisphenol Z type polycarbonate, bisphenol Z type polycarbonate having a substituent, etc., which are superior to the bisphenol A type polycarbonate in mechanical strength, bisphenol C-copolymer type polycarbonate, etc. as the binding resin of the photoconductor (e.g. Japanese Unexamined Patent Publication Nos. 53-148263 and 1-273046).
However, when these novel polycarbonates are used for the formulation of a conventional photoconductor as they are, the mechanical strength of the photoconductor is improved but the sensitivity is deteriorated. In addition, the above photoconductor also has a problem that the sensitivity is considerably deteriorated when the image is formed repeatedly formed and so-called repeat characteristics are inferior. Furthermore, when the above novel polycarbonates are used, the mechanical strength of the photoconductor is improved but the degree of the improvement is insufficient. Such a photoconductor is also insufficient in durability and heat resistance because of its low glass transition temperature
SUMMARY OF THE INVENTION
A main object of the present invention is to provide an electrophotosensitive material which is superior in mechanical strength and repeat characteristics and has a high glass transition temperature and a high sensitivity.
In order to solve the above problem, the present inventors have studied intensively about electric charge generating materials and hole transferring materials to be used in combination with the polycarbonates mentioned above.
As a result, it has been found that, in a single photosensitive layer of the single-layer type photosensitive layer or an electric charge transferring layer of a multi-layer type photosensitive material, physical properties of the hole transferring material to be added in large amount (i.e. almost the same amount as that of the polycarbonate in weight ratio) and an affinity between the hole transferring material and polycarbonate have a significant influence on the above respective characteristics.
For example, when the affinity between the polycarbonate and hole transferring material is inferior, the hole transferring material is not uniformly dispersed in the photosensitive layer even if the hole transferring material itself is superior in electric charge transferring properties. Therefore, the electric charge transferring properties of the photosensitive layer become insufficient, which results in deterioration of the sensitivity of the photosensitive material. Furthermore, when the electric charge transferring properties of the photosensitive material are deteriorated, deterioration of the sensitivity at the time of repeating formation of the image becomes larger as the residual potential increases, which results in deterioration of the repeat characteristics.
Furthermore, the mechanical strength of the photosensitive material is maintained by entanglement of main chains of the polycarbonate. When a large amount of the hole transferring material, which is uncongenial to the polycarbonate, is contained in the photosensitive layer, entanglement of main chains is inhibited and the sufficient mechanical strength can not be obtained.
Furthermore, since a large amount of the hole transferring material is blended as described above, the glass transition temperature of the whole layer becomes low if its melting point is low, which results in deterioration of durability and heat resistance of the photosensitive material.
Therefore, the present inventors have studied about the above hole transferring material which is superior in physical properties such as melting point, etc. and is conformable to the polycarbonate mentioned above. As a result, it has been found that six sorts of hole transferring materials, which comprises
a benzidine derivative represented by the formula (6): ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and indicate a hydrogen atom or an alkyl group; R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are the same or different and indicate an alkyl group, an alkoxy group or a halogen atom; and a, b, c and d are the same or different and indicate an integer of 0 to 5; provided that at least one of a, b, c and d indicates an integer of 2 or more, and c and d indicate an integer other than 0 when a and b indicate 0, simultaneously,
a benzidine derivative represented by the formula (7): ##STR2## wherein R.sup.7 and R.sup.8 are the same or different and indicate a hydrogen atom or an alkyl group; R.sup.9 and R.sup.10 are the same or different and indicate an alkyl group, an alkoxy group, an aryl group which may have a substituent, or a halogen atom; R.sup.11 and R.sup.12 are the same or different and indicate an alkyl group, an alkoxy group or a halogen atom; and e, f, g and h are the same or different and indicate an integer of 0 to 5,
a benzidine derivative represented by the formula (8): ##STR3## wherein R.sup.13, R.sup.14, R.sup.15 and R.sup.16 are the same or different and indicate an alkyl group; and R.sup.17, R.sup.18, R.sup.19 and R.sup.20 are the same or different and indicate a hydrogen atom, an alkyl group, an alkoxy group, an aryl group which may have a substituent, or a halogen atom,
a benzidine derivative represented by the formula (9): ##STR4## wherein R.sup.21, R.sup.22, R.sup.23 and R.sup.24 are the same or different and indicate an alkyl group; and R.sup.25, R.sup.26, R.sup.27 and R.sup.28 are the same or different and indicate a hydrogen atom, an alkyl group, an alkoxy group, an aryl group which may have a substituent, or a halogen atom,
an o-phenylenediamine derivative represented by the formula (10): ##STR5## wherein R.sup.29, R.sup.30, R.sup.31 and R.sup.32 are the same or different and indicate an alkyl group, an alkoxy group, an aryl group which may have a substituent, or a halogen atom; and q, r, s and t are the same or different and indicate an integer of 1 to 2, and
an m-phenylenediamine derivative represented by the formula (11): ##STR6## wherein R.sup.33, R.sup.34, R.sup.35, R.sup.36 and R.sup.37 are the same or different and indicate an alkyl group, an alkoxy group, an aryl group which may have a substituent, a halogen atom, an amino group or a N-substituted amino group; u, v, w and x are the same or different and indicate an integer of 0 to 5; and y indicates an integer of 0 to 4,
are suitable for the above conditions, thus the present invention has been accomplished.
That is, according to the electrophotosensitive material of the present invention, an organic photosensitive layer provided on a conductive substrate contains an electric charge generating material, at least one sort of the above six sorts of hole transferring materials and at least one of a bisphenol C type polycarbonate of the repeating unit represented by the formula (1): ##STR7## wherein R.sup.A and R.sup.B are the same or different and indicate a hydrogen atom or an alkyl group having 1 to 3 carbon atoms; R.sup.C and R.sup.D are the same or different and indicate an alkyl group having 1 to 3 carbon atoms; and R.sup.E and R.sup.F are the same or different and indicate a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a halogen atom,
a bisphenol Z type polycarbonate, which contains a substituent, of the repeating unit represented by the formula (2): ##STR8## wherein R.sup.G and R.sup.H are the same or different and indicate an alkyl group having 1 to 3 carbon atoms; and R.sup.I and R.sup.J are the same or different and indicate a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a halogen atom,
a bisphenol Z type polycarbonate of a repeating unit represented by the formula (3) ##STR9## and a bisphenol C-copolymer type polycarbonate of two sorts of repeating units represented by the formula (4): ##STR10## wherein R.sup.K and R.sup.L are the same or different and indicate a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R.sup.K and R.sup.L may bond each other to form a ring; R.sup.M and R.sup.N are the same or different and indicate an alkyl group having 1 to 3 carbon atoms; and R.sup.O and R.sup.P are the same or different and indicate a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a halogen atom and the formula (5): ##STR11## wherein R.sup.Q and R.sup.R are the same or different and indicate a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or an aryl group which may contain a substituent and R.sup.Q and R.sup.R may bond each other to form a ring; and R.sup.S, R.sup.T, R.sup.U, R.sup.V, R.sup.W, R.sup.X, R.sup.Y and R.sup.Z are the same or different and indicate a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a halogen atom as the binding resin.
As described above, the above four sorts of polycarbonates to be used as the binding resin in the electrophotosensitive material of the present invention are superior to a conventional bisphenol A type polycarbonate represented by the formula (A): ##STR12## in mechanical strength.
On the other hand, the benzidine derivatives represented by the formulas (6) to (9), o-phenylenediamine derivative represented by the formula (10) and m-phenylenediamine derivative represented by the formula (11) to be used in combination with the above specific polycarbonate are superior in hole transferring properties and conformity, particularly compatibility with the above four sorts of polycarbonates. Therefore, they are uniformly dispersed in the photosensitive layer. In addition, all of the benzidine derivatives represented by the formulas (6) to (9) have a high melting point and, therefore, the glass transition temperature of the organic photosensitive layer can be increased. Furthermore, the o-phenylenediamine derivative represented by the formula (10) and m-phenylenediamine derivative represented by the formula (11) are superior in the above respective characteristics, and further the surface of the organic photosensitive layer is modified by adding any one of them to decrease a friction coefficient and to increase a loss modulus of the whole layer. Therefore, the wear resistance of the organic photosensitive layer can be improved.
DETAILED DESCRIPTION OF THE INVENTION
In the electrophotosensitive material of the present invention, examples of the alkyl group corresponding to any one of the groups R.sup.A to R.sup.Z in any one of the repeating units represented by the formulas (1), (2), (4) and (5), which constitutes the polycarbonate as the binding resin, include alkyl groups having 1 to 3 carbon atoms, such as methyl (Me), ethyl (Et), normal propyl (n-Pr), isopropyl (i-Pr), etc.
Examples of the halogen atom include chlorine, bromine, fluorine, iodine, etc.
In the repeating units represented by the formulas (4) and (5), examples of the ring to be formed by bonding the substituents R.sup.K and R.sup.L or R.sup.Q and R.sup.R together with a carbon atom of the main chain to which both substituents are bonded include rings having 3 to 7 carbon atoms, such as cyclopropane ring, cyclobutane ring, cyclopentane ring, cyclohexane ring, cycloheptane ring, etc.
In the repeating unit represented by the formula (5), examples of the aryl group corresponding to the substituents R.sup.Q and R.sup.R include phenyl group, o-terphenyl group, naphthyl group, anthryl group, phenanthryl group, etc. Furthermore, examples of the substituent with which the aryl group is substituted include alkyl group, alkoxy group, halogen atom, etc. The substituent can be substituted on any position of the aryl group.
Examples of the bisphenol C polycarbonate of the repeating unit represented by the formula (1) include those of the repeating units of the following formulas (1-1) to (1-5). ##STR13##
Examples of the bisphenol Z type polycarbonate of the repeating unit represented by the formula (2), which has a substituent, include those of the repeating units of the following formulas (2-1) to (2-5). ##STR14##
Examples of the bisphenol C-copolymer type polycarbonate comprising two sorts of repeating units represented by the formulas (4) and (5) include a random or block copolymer of the combination of two sorts represented by the following formulas (4,5-1) to (4,5-18). Incidentally, it is preferred that the composition ratio (molar ratio) of the repeating unit represented by the formula (4) to that represented by the formula (5) is within a range of about 9:1 to 3:7. ##STR15##
It is preferred that the viscosity-average of the polycarbonates represented by the formulas (1), (2) and (3) and polycarbonate as the copolymer of the formulas (4) and (5) is within a range of about 20,000 to 50,000. When the molecular weight is lower than this range, mechanical characteristics such as wear resistance, etc. are not sufficient. On the other hand, when it exceeds the above range, the polycarbonate can not be dissolved in the solvent, and therefore it becomes difficult to prepare a coating solution for making a photosensitive layer.
These specific polycarbonates can be used alone or in combination thereof.
In the benzidine derivative represented by any one of the formulas (6) to (9), o-phenylenediamine derivative represented by the formula (10) and m-phenylenediamine derivative represented by the formula (11) to be contained in the organic photosensitive layer as the hole transferring material, together with the above specific polycarbonate, examples of the alkyl group corresponding to any one of the groups R.sup.1 to R.sup.36 include alkyl groups having 1 to 6 carbon atoms, such as normal butyl (n-Bu), isobutyl (i-Bu), secondary butyl (sec-Bu), tertiary butyl (tert-Bu), pentyl, hexyl, etc., in addition to the above alkyl groups having 1 to 3 carbon atoms.
Examples of the alkoxy group include alkoxy groups having 1 to 6 carbon atoms, such as methoxy group, ethoxy group, propoxy group, t-butoxy group, pentyloxy group, hexyloxy group, etc.
Examples of the aryl group and halogen group include the same groups as those described above.
Examples of the N-substituted amino group corresponding to the substituents R.sup.33 to R.sup.37 in the formula (11) include methylamino group, dimethylamino group, ethylamino group, diethylamino group, etc.
Regarding the benzidine derivative represented by the formula (6) among the above hole transferring materials, two or more groups such as alkyl group, alkoxy group or halogen atom are substituted on at least one of outer four phenyl groups. Since the derivative has a high melting point in comparison with a conventional benzidine derivative represented by the formula (B) ##STR16## (see Japanese Patent Publication No. 5-210099), the glass transition temperature of the photosensitive layer can be improved by adding the derivative (6). Furthermore, the above benzidine derivative is superior in conformity, particularly compatibility with the specific polycarbonate. Among them, those in which an alkyl group having three or more carbon atoms is substituted on the phenyl group other than phenyl groups containing two or more substituents among outer four phenyl groups of the benzidine derivative are particularly superior in compatibility with the specific polycarbonate and are dispersed in the photosensitive layer, more uniformly.
Examples of the benzidine derivative represented by the formula (6) include compounds represented by the following formulas (6-1) to (6-5). ##STR17##
Regarding the benzidine derivative represented by the formula (7), aryl groups such as phenyl group are further substituted on at least two phenyl groups among outer four phenyl groups and the melting point is high in comparison with the conventional benzidine derivative represented by the formula (B) and, therefore, the glass transition temperature of the organic photosensitive layer can be improved by adding it. Furthermore, regarding the above benzidine derivative, spreading of the .pi. electron conjugate system is large in comparison with a conventional one and, therefore, the hole transferring properties are also improved. Furthermore, the above benzidine derivative is superior in conformity, particularly compatibility with the specific polycarbonate and, therefore, it is uniformly dispersed in the photosensitive layer.
Examples of the benzidine derivative represented by the formula (7) include compounds represented by the following formulas (7-1) to (7-7). ##STR18##
Regarding the benzidine derivative represented by the formula (8), four aryl groups are substituted on biphenyl being a center skeleton and the melting point is high in comparison with the conventional benzidine derivative represented by the formula (B) and, therefore, the glass transition temperature of the organic photosensitive layer can be improved by adding it. Among them, those in which aryl groups such as phenyl group are substituted on at least one of outer four phenyl groups have a higher melting point and, therefore, the glass transition temperature of the photosensitive layer can be further improved. Furthermore, the above benzidine derivative is superior in conformity, particularly compatibility with the specific polycarbonate and, therefore, it is uniformly dispersed in the photosensitive layer.
Examples of the benzidine derivative represented by the formula (8) include compounds represented by the following formulas (8-1) to (8-4). ##STR19##
Regarding the benzidine derivative represented by the formula (9), four alkyl groups are substituted on biphenyl as its center skeleton, similarly, and the melting point is high in comparison with the conventional benzidine derivative represented by the formula (B) and, therefore, the glass transition temperature of the organic photosensitive layer can be improved. Furthermore, since the substitution positions of four alkyl groups are unsymmetrical, the benzidine derivative is superior to the benzidine derivative represented by the formula (8) in conformity, particularly compatibility with the specific polycarbonate and, therefore, it is dispersed in the photosensitive layer more uniformly.
Examples of the benzidine derivative represented by the formula (9) include compounds represented by the following formulas (9-1) to (9-4). ##STR20##
Regarding the o-phenylenediamine derivative represented by the formula (10) and m-phenylenediamine derivative represented by the formula (11), as described above, the surface of the organic photosensitive layer is modified to decrease the friction coefficient and to increase the loss modulus of the whole layer, by adding it. Therefore, the wear resistance of the organic photosensitive layer can be improved.
When two or more substituents or aryl groups such as phenyl group are substituted on at least one of outer four phenyl group of the above both phenylenediamine derivatives (10) and (11), the melting point is high and, therefore, the glass transition temperature of the organic photosensitive layer can be improved. Furthermore, when aryl groups are substituted on any one of outer four phenyl groups, spreading of the .pi. electron conjugate system is large and, therefore, the hole transferring properties are also improved.
Furthermore, the above both phenylenediamine derivatives (10) and (11) are superior in conformity, particularly compatibility with the specific polycarbonate, as described above. Among them, those in which the substitution position of the substituent to outer four phenyl groups is not the 3-position but 2-position of the phenyl group, or those in which alkyl groups having 3 or more carbon atoms are substituted on at least one of four phenyl groups are particularly superior in compatibility with the specific polycarbonate. Therefore, they are uniformly dispersed in the photosensitive layer.
Examples of the o-phenylenediamine derivative represented by the formula (10) include compounds represented by the following formulas (10-1) to (10-4). ##STR21##
Examples of the m-phenylenediamine derivative represented by the formula (11) include compounds represented by the following formulas (11-1) to (11-5). ##STR22##
In the electrophotosensitive material of the present invention, the organic photosensitive layer to be formed on the conductive substrate includes the followings:
1 single-layer type wherein the hole transferring material, the electric charge generating material and, if necessary, an electron transferring material are contained in the same layer of the above specific polycarbonate to be used as the binding resin, and
2 multi-layer type comprising the electric charge transferring layer wherein the hole transferring material is contained in the specific polycarbonate, and the electric charge generating layer, the electric charge transferring layer and electric charge generating layer being mutually laminated.
Furthermore, the electric charge generating layer of the multi-layer type photosensitive layer may comprise the electric charge generating material alone, or comprise the electric charge generating material and, if necessary, the electron transferring material, which are contained in a suitable binding resin.
Particularly, the electrophotosensitive material having the single-layer type organic photosensitive layer of the above item 1 is suitably used as the positive charging type because of its structure.
Furthermore, the multi-layer type organic photosensitive material of the above item 2 can be used as the positive and negative types by changing the order of the electric charge transferring layer and electric charge generating layer to be laminated. That is, when the electric charge generating layer is formed on the conductive substrate and the electric charge transferring layer is then formed thereon, the negative charging type can be obtained. When the order of both layers to be formed is reversed, the positive charging type can be obtained.
Among them, in order to obtain an electrophotosensitive material, which is superior in mechanical strength and repeat characteristics and has a high glass transition temperature and a high sensitivity, by making the best use of excellent mechanical characteristics of the above four sorts of polycarbonates to be used as the binding resin of the electric charge transferring layer, the negative charging type comprising the electric charge transferring layer on the surface of the photosensitive layer is preferred. Even though it is the positive charging type, an electrophotosensitive material having high sensitivity and excellent repeat characteristics can be obtained according to the operation of the above electric charge transferring layer. In that case, it is preferred to maintain the mechanical strength, for example, by forming a surface protective layer on the electric charge generating layer.
Examples of the electric charge generating material to be used in the present invention include selenium, selenium-tellurium, amorphous silicon, pyrilium salt, azo pigments, bisazo pigments, perylene pigments, anthanthrone pigments, phthalocyanine pigments, naphthalocyanine pigments, indigo pigments, triphenylmethane pigments, threne pigments, toluidine pigments, pyrazoline pigments, quinacridon pigments, dithioketopyrrolopyrrole pigments, etc. These electric charge generating materials can be used alone or in combination thereof so that the electronphotosensitive material has an absorption wavelength within a desired range.
Examples of the electric charge generating material suitable for the organic photosensitive material having a sensitivity within the wavelength range of 700 nm or more, which is used for digital-optical image forming apparatuses using a light source such as semi-conductor laser (e.g. laser beam printer, facsimile, etc.), include phthalocyanine pigments such as X type metal-free phthalocyanine or oxotitanyl phthalocyanine. Since these phthalocyanine pigments are superior in matching with the above hole transferring material, an electrophotosensitive material using both materials in combination has a high sensitivity within the above wavelength range and can be suitably used for digital-optical image forming apparatuses.
On the other hand, examples of the electric charge generating material suitable for the organic photosensitive material having a sensitivity within the visible range, which is used for analog-optical image forming apparatuses using a white light source such as halogen lamp (e.g. electrostatic copying machine), include bisazo pigments. Since these bisazo pigments are superior in matching with the above hole transferring material, an electrophotosensitive material using both materials in combination has a high sensitivity within the above wavelength range and can be suitably used for analog-optical image forming apparatuses.
Examples of the electron transferring material, which may be added to the electric charge generating layer in the single-layer type and multi-layer type organic photosensitive layers, include various electron attractive compounds such as quinone derivatives (e.g. benzoquinone, diphenoquinone, naphthoquinone), malononitrile, thiopyran compounds, tetracyanoethylene, 2,4,8-trinitrothioxanthone, fluorenone compounds (e.g. 3,4,5,7-tetranitro-9-fluorenone), dinitrobenzene, dinitroanthracene, dinitroacridine, nitroanthraquinone, succinic anhydride, maleic anhydride, dibromomaleic anhydride, etc. They can be used alone or in combination thereof, and the diphenoquinone derivative represented by the formula (12): ##STR23## wherein R.sup.37, R.sup.38, R.sup.39 and R.sup.40 are the same or different and indicate a hydrogen atom, an alkyl group, an alkoxy group, an aryl group or an aralkyl group is suitably used, particularly.
Such a diphenoquinone derivative is superior in not only electron transferring properties but also matching with the above two sorts of electric charge generating materials, six sorts of hole transferring materials and specific polycarbonates. Particularly, it has an action of abstracting electrons from the electric charge generating material in the exposure process of the photosensitive material and, therefore, the electric charge-generating efficiency in the electric charge generating material is improved and the residual potential is decreased. Also, the diphenoquinone derivative causes no carrier trapping which inhibits six sorts of hole transferring materials from transferring electrons. Therefore, it becomes possible to attain higher sensitivity in the single-layer type photosensitive layer wherein both materials are dispersed in the same layer. At the time of exposure, not only electric charge generating material but also hole transferring material are excited to form a singlet excited state having a high reactivity. However, the diphenoquinone derivative has a quenching effect and quenches the excited hole transferring material. Therefore, it inhibits the hole transferring material from deteriorating or decomposing in the single-layer type photosensitive layer, particularly, and improves the stability of the photosensitive material.
Examples of the diphenoquinone derivative represented by the formula (12) include compounds represented by the following formulas (12-1) to (12-2). ##STR24##
In the electrophotosensitive material of the present invention, the above specific polycarbonates can also be used in combination with various binding resins which have hitherto been used for the organic photosensitive layer. Examples of the other binding resin include thermoplastic resins such as styrene polymer, styrene-butadiene copolymer, styrene-acrylonitrile copolymer, styrene-maleic acid copolymer, acrylic copolymer, styrene-acrylic acid copolymer, polyethylene, ethylene-vinyl acetate copolymer, chlorinated polyethylene, polyvinyl chloride, polypropylene, ionomer, vinyl chloride-vinyl acetate copolymer, polyester, alkyd resin, polyamide, polyurethane, polycarbonate other than those described above, polyarylate, polysulfon, diaryl phthalate resin, ketone resin, polyvinyl butyral resin, polyether resin, polyester resin, etc.; crosslinking thermosetting resins such as silicone resin, epoxy resin, phenol resin, urea resin, melamine resin, etc.; photosetting resins such as epoxy acrylate, urethane acrylate, etc. These binding resins can be used alone or in combination thereof. Suitable resins are styrene polymer, acrylic polymer, styrene-acrylic copolymer, polyester, alkyd resin, polycarbonate other than those described above, or polyarylate.
These binding resins can also be used as the binding resin for the electric charge generating layer in the above multi-layer type photosensitive layer.
Furthermore, in the present invention, there can be used other hole transferring materials which have hitherto been known, together with the above six sorts of hole transferring materials. Examples of the hole transferring material include nitrogen-containing cyclic compounds and condensed polycyclic compounds such as oxadiazole compounds (e.g. 2,5-di(4-methylaminophenyl)-1,3,4-oxadiazole), styryl compounds (e.g. 9-(4-diethylaminostyryl)anthracene), carbazole compounds (e.g. polyvinyl carbazole), diamine compounds other than the above six sorts of diamine compounds, organic polysilane compounds, pyrazoline compounds 1-phenyl-3-(p-dimethylaminophenyl)pyrazoline), hydrazone compounds, triphenylamine compounds, indole compounds, oxazole compounds, isoxazole compounds, thiazole compounds, thiadiazole compounds, imidazole compounds, pyrazole compounds, triazole compounds, etc. These hole transferring materials can be used alone or in combination thereof.
Furthermore, various additives known to the public, such as deterioration inhibitors (e.g. antioxidants, radical scavengers, singlet quenchers, ultraviolet absorbers, etc.), softeners, plasticizers, surface modifiers, bulking agents, thickening agents, dispersion stabilizers, wax, acceptors, donors, etc. can be formulated in the photosensitive layer without injury to the electrophotographic characteristics. The amount of these additives to be added may be the same as that used in a conventional technique. For example, it is preferred that a steric hindered phenolic antioxidant is formulated in the amount of about 0.1 to 50 parts by weight, based on 100 parts by weight of the binding resin.
In order to improve the sensitivity of the photosensitive layer, known sensitizers such as terphenyl, halonaphthoquinones, acenaphthylene may be used in combination with the electric charge generating material.
As the conductive substrate to be used for the photosensitive material of the present invention, various materials having a conductivity can be used, and examples thereof include metals such as iron, aluminum, copper, tin, platinum, silver, vanadium, molybdenum, chromium, cadmium, titanium, nickel, palladium, indium, stainless steel, brass, etc.; plastic materials vapor-deposited or laminated with the above metal; glass materials coated with aluminum iodide, tin oxide, indium oxide.
The conductive substrate may be made in the form of a sheet or a drum. The substrate itself may have a conductivity or only the surface of the substrate may have a conductivity. It is preferred that the conductive substrate has a sufficient mechanical strength when used.
The single-layer type photosensitive material in the present invention is formed by applying a coating solution obtained by dissolving or dispersing a binding resin, an electric charge generating material and a hole transferring material and, if necessary, an electron transferring material in a suitable solvent on a conductive substrate, followed by drying (so-called solution coating method).
In the single-layer type photosensitive material, it is preferred that the electric charge generating material may be blended in an amount of 0.5 to 20 parts by weight, particularly 0.5 to 10 parts by weight, based on 100 parts by weight of the binding resin.
It is preferred that the hole transferring material may be blended in an amount of 5 to 200 parts by weight, particularly 30 to 150 parts by weight, based on 100 parts by weight of the binding resin.
It is preferred that the electron transferring material may be blended in an amount of 5 to 100 parts by weight, particularly 10 to 80 parts by weight, based on 100 parts by weight of the binding resin.
When using only one or more of the above four sorts of specific polycarbonates as the binding resin, the proportion of the binding resin is that of the specific polycarbonate itself. When using in combination with the other binding resin, the proportion of the binding resin is the total amount of the specific polycarbonate and other binding resin.
Similarly, when using one or more of the above six sorts as the hole transferring material, the proportion of the hole transferring material is that of the six sorts of hole transferring materials. When using in combination with the other hole transferring material, the proportion of the hole transferring material is the total amount of the hole transferring materials.
The thickness of the single-layer type photosensitive material is preferably 5 to 50 .mu.m, more preferably 10 to 40 .mu.m.
The electric charge generating layer in the multi-layer photosensitive layer is formed by depositing an electric charge transferring material on a conductive substrate in the form of membrane using a vapor phase growing method such as vacuum deposition method (deposition type electric charge generating layer) or applying a coating solution obtained by dissolving or dispersing a binding resin and an electric charge generating material and, if necessary, an electron transferring material on a conductive substrate, followed by drying (resin dispersion type electric charge generating layer).
On the other hand, the electric charge transferring layer is formed by applying a coating solution obtained by dissolving or dispersing a binding resin and a hole transferring material in a suitable solvent on the above electric charge generating layer, followed by drying. The order of the electric charge generating layer to be formed may be reverse.
In the resin dispersion type electric charge generating layer of the multi-layer photosensitive material, it is preferred that the electric charge generating material may be blended in an amount of 5 to 1000 parts by weight, particularly 30 to 500 parts by weight, based on 100 parts by weight of the binding resin.
Furthermore, it is preferred that the electron transferring material may be blended in an amount of 5 to 200 parts by weight, particularly 10 to 100 parts by weight, based on 100 parts by weight of the binding resin
On the other hand, in the electric charge transferring layer, it is preferred that the hole transferring material may be blended in an amount of 10 to 500 parts by weight, particularly 25 to 200 parts by weight, based on 100 parts by weight of the binding resin.
In the multi-layer type photosensitive layer, the thickness of the electric charge generating layer is preferably about 0.01 to 5 .mu.m, particularly about 0.1 to 3 .mu.m, and that of the electric charge transferring layer is preferably about 2 to 100 .mu.m, particularly about 5 to 50 .mu.m.
A barrier layer may be formed, in such a range as not to injure the characteristics of the photosensitive material, between the conductive substrate and photosensitive layer in the single-layer type photosensitive material, or between the conductive substrate and electric charge generating layer or between the conductive substrate layer and electric charge transferring layer in the multi-layer type photosensitive material. Furthermore, a protective layer may be formed on the surface of the photosensitive layer.
When the photosensitive layer is formed by the application method, the electric charge generating material, electric charge transferring material and binding resin may be dispersed and mixed with a suitable solvent using a known method, such as roll mill, ball mill, atriter, paint shaker, ultrasonic dispersion device, etc., and the resulting solution may be applied using a known means, followed by drying.
As the solvent for preparing a dispersion solution, there can be used various organic solvents, and examples thereof include alcohols such as methanol, ethanol, isopropanol, butanol, etc.; aliphatic hydrocarbons such as n-hexane, octane, cyclohexane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated hydrocarbons such as dichloromethane, dichloroethane, carbon tetrachloride, chlorobenzene, etc.; ethers such as dimethyl ether, diethyl ether, tetrahydrofuran, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, etc.; ketones such as acetone, methyl ethyl ketone, cyclohexanone, etc.; esters such as ethyl acetate, methyl acetate, etc.; dimethylformaldehyde, dimethylformamide, dimethyl sulfoxide, etc. These solvents may be used alone or in combination thereof.
In order to improve a dispersibility of the electric charge transferring material and electric charge generating material as well as a smoothness of the surface of the photosensitive layer, surfactants, leveling agents, etc. may be used.

EXAMPLES
The following Examples and Comparative Examples further illustrate the present invention in detail. (Single-layer type photosensitive material for digital light source)
Examples 1 to 40
5 Parts by weight of a phthalocyanine pigment (electric charge generating material, CGM) and 50 parts by weight of a benzidine derivative (hole transferring material, HTM) represented by the formula (6) and, if necessary, 30 parts by weight of a predetermined electron transferring material (ETM) were added to 800 parts by weight of tetrahydrofuran, together with 100 parts by weight of a bisphenol C type polycarbonate (binding resin) represented by the above-described compound numbers (1-1) to (1-5), and the mixture was mixed and dispersed for 50 hours using a ball mill to prepare a coating solution for single-layer type photosensitive layer. Then, this coating solution was applied on an aluminum tube by using a dip coating method, followed by hot-air drying at 100.degree. C. for 60 minutes to produce a single-layer type photosensitive material for digital light source, which has a single-layer type photosensitive layer of about 15 to 20 .mu.m in film thickness, respectively.
Incidentally, the viscosity-average of the above respective polycarbonates used is within the range of 20,000 to 25,000.
Comparative Example 1
According to the same manner as that described in Examples 1 to 40 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C): ##STR25## as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 2
According to the same manner as that described in Examples 1 to 40 except for using 100 parts by weight of a bis phenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced. The viscosity-average of the bisphenol A type polycarbonate used is within the same range as that of the Examples (i.e. 20,000 to 25,000).
Comparative Example 3
According to the same manner as that described in Examples 1 to 40 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material (HTM), electron transferring material (ETM) and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 1 to 5, using the compound numbers of the above-described embodiments. Furthermore, as the phthalocyanine pigment, two sorts (i.e., X type metal-free phthalocyanine and oxotitanyl phthalocyanine) were used. The kind of the phthalocyanine pigment to be used in the respective Examples and Comparative Examples is shown in Tables 1 to 5, using the following symbols.
X: X type metal-free phthalocyanine
Ti: Oxotitanyl phthalocyanine
The single-layer type photosensitive materials of the above respective Examples and Comparative Examples were subjected to the following tests, and their characteristics were evaluated.
Photosensitivity test I
By using a drum sensitivity tester manufactured by GENTEC Co., a voltage was applied on the surface of the photosensitive material of the respective Examples and Comparative Examples to charge the surface at +700 V. Then, monochromatic light [wavelength: 780 nm (half-width: 20 nm), light intensity: 16 .mu.W/cm 2] from white light of a halogen lamp as an exposure light source through a band-pass filter was irradiated on the surface of the photosensitive material (irradiation time: 80 msec.). Furthermore, a surface potential at the time at which 330 msec. has passed since the beginning of exposure was measured as a potential after exposure V.sub.L (V).
Repeat characteristics test I
A photosensitive material of the respective Examples and Comparative Examples was fit with an imaging unit of a facsimile for plain paper (Model LDC-650, manufactured by Mita Industrial Co., Ltd.) and, after the image was formed 10,000 times, an initial surface potential V.sub.0 (V) and a potential after exposure V.sub.L (V) were measured using the above drum sensitivity tester. Then, a change in measured value from the initial value (i.e. .DELTA. V.sub.0 (V) and .DELTA. V.sub.L (V)) was determined, respectively. The initial value used herein means a value before the image is repeatedly formed. The potential after exposure V.sub.L (V) means a measured result of the above photosensitivity test.
Wear resistance test I
A photosensitive material of the respective Examples and Comparative Examples was fit with an imaging unit of the above facsimile for plain paper and, after rotating 150,000 times without passing a paper through it, a change in film thickness of the organic photosensitive layer was determined, respectively. The above results are shown in Tables 1 to 5.
TABLE 1__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1 X 6-1 12-1 1-1 161 -12 11 2.92 X 6-1 12-1 1-2 185 -9 6 3.13 X 6-1 12-1 1-3 174 -14 9 3.34 X 6-1 12-1 1-4 170 -12 15 2.75 X 6-1 12-1 1-5 166 -21 18 3.46 X 6-1 12-2 1-2 169 -14 20 3.07 X 6-1 -- 1-2 170 -22 10 3.28 Ti 6-1 12-1 1-2 198 -11 10 3.2__________________________________________________________________________
TABLE 2__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________ 9 X 6-2 12-1 1-1 171 -19 13 2.810 X 6-2 12-1 1-2 165 -22 13 2.911 X 6-2 12-1 1-3 177 -24 17 3.012 X 6-2 12-1 1-4 181 -8 12 3.313 X 6-2 12-1 1-5 174 -15 9 3.314 X 6-2 12-2 1-2 166 -17 10 3.615 X 6-2 -- 1-2 194 -16 9 3.516 Ti 6-2 12-1 1-2 199 -19 8 3.0__________________________________________________________________________
TABLE 3__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________17 X 6-3 12-1 1-1 159 -20 13 3.318 X 6-3 12-1 1-2 164 -24 16 2.919 X 6-3 12-1 1-3 166 -17 15 2.820 X 6-3 12-1 1-4 164 -17 13 2.721 X 6-3 12-1 1-5 159 -17 12 3.322 X 6-3 12-2 1-2 169 -15 11 3.023 X 6-3 -- 1-2 198 -17 10 3.224 Ti 6-3 12-1 1-2 201 -19 9 2.9__________________________________________________________________________
TABLE 4__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________25 X 6-4 12-1 1-1 181 -25 8 3.426 X 6-4 12-1 1-2 172 -14 6 3.227 X 6-4 12-1 1-3 177 -17 9 3.028 X 6-4 12-1 1-4 174 -16 7 3.429 X 6-4 12-1 1-5 170 -13 9 3.530 X 6-4 12-2 1-2 169 -10 11 3.631 X 6-4 -- 1-2 201 -6 13 3.432 Ti 6-4 12-1 1-2 204 -5 12 3.6__________________________________________________________________________
TABLE 5__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________33 X 6-5 12-1 1-1 161 -20 9 3.334 X 6-5 12-1 1-2 162 -10 22 3.135 X 6-5 12-1 1-3 172 -15 24 3.436 X 6-5 12-1 1-4 177 -6 21 3.437 X 6-5 12-1 1-5 169 -9 24 3.438 X 6-5 12-2 1-2 174 -10 19 3.539 X 6-5 -- 1-2 200 -11 17 3.640 Ti 6-5 12-1 1-2 205 -13 20 3.4COMP. EX. 1 X C -- 1-2 265 -85 35 4.2COMP. EX. 2 X 6-1 -- A 200 -64 42 8.4COMP. EX. 3 X B -- 1-2 248 -105 34 4.6__________________________________________________________________________
Examples 41 to 96
According to the same manner as that described in Examples 1 to 40 except for using 50 parts by weight of a benzidine derivative represented by the formula (7) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 4
According to the same manner as that described in Examples 41 to 96 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 5
According to the same manner as that described in Examples 41 to 96 except for using 100 parts by weight of the same bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 6
According to the same manner as that described in Examples 41 to 96 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 6 to 12, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 6 to 12.
TABLE 6__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________41 X 7-1 12-1 1-1 172 -16 20 3.342 X 7-1 12-1 1-2 170 -20 11 2.843 X 7-1 12-1 1-3 166 -24 9 3.044 X 7-1 12-1 1-4 169 -11 18 2.945 X 7-1 12-1 1-5 177 -19 12 2.946 X 7-1 12-2 1-2 182 -16 11 3.447 X 7-1 -- 1-2 199 -15 19 3.348 Ti 7-1 12-1 1-2 194 -13 12 3.1__________________________________________________________________________
TABLE 7__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________49 X 7-2 12-1 1-1 172 -16 15 3.050 X 7-2 12-1 1-2 174 -20 16 2.951 X 7-2 12-1 1-3 176 -9 13 3.452 X 7-2 12-1 1-4 179 -14 12 3.353 X 7-2 12-1 1-5 182 -13 11 3.654 X 7-2 12-2 1-2 164 -24 10 3.455 X 7-2 -- 1-2 195 -20 9 3.256 Ti 7-2 12-1 1-2 190 -20 11 3.0__________________________________________________________________________
TABLE 8__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________57 X 7-3 12-1 1-1 166 -14 14 2.558 X 7-3 12-1 1-2 174 -20 13 3.259 X 7-3 12-1 1-3 170 -19 11 3.460 X 7-3 12-1 1-4 169 -11 9 3.261 X 7-3 12-1 1-5 180 -13 14 3.162 X 7-3 12-2 1-2 182 -10 13 3.063 X 7-3 -- 1-2 198 -9 12 3.364 Ti 7-3 12-1 1-2 190 -20 14 3.6__________________________________________________________________________
TABLE 9__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________65 X 7-4 12-1 1-1 169 -12 13 2.566 X 7-4 12-1 1-2 164 -10 11 3.367 X 7-4 12-1 1-3 174 -6 19 2.868 X 7-4 12-1 1-4 177 -5 14 3.169 X 7-4 12-1 1-5 176 -9 20 3.470 X 7-4 12-2 1-2 174 -12 21 3.371 X 7-4 -- 1-2 193 -14 14 3.272 Ti 7-4 12-1 1-2 190 -12 10 3.3__________________________________________________________________________
TABLE 10__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________73 X 7-5 12-1 1-1 175 -14 13 3.674 X 7-5 12-1 1-2 174 -13 11 2.975 X 7-5 12-1 1-3 174 -12 18 3.076 X 7-5 12-1 1-4 172 -10 16 3.177 X 7-5 12-1 1-5 171 -18 14 3.078 X 7-5 12-2 1-2 173 -17 13 3.479 X 7-5 -- 1-2 194 -15 11 3.280 Ti 7-5 12-1 1-2 189 -13 14 3.1__________________________________________________________________________
TABLE 11__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________81 X 7-6 12-1 1-1 166 -11 6 2.982 X 7-6 12-1 1-2 154 -9 9 2.883 X 7-6 12-1 1-3 150 -22 11 3.384 X 7-6 12-1 1-4 169 -20 13 3.285 X 7-6 12-1 1-5 177 -20 10 3.086 X 7-6 12-2 1-2 174 -19 8 3.487 X 7-6 -- 1-2 191 -17 14 3.288 Ti 7-6 12-1 1-2 192 -15 12 3.3__________________________________________________________________________
TABLE 12__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________89 X 7-7 12-1 1-1 177 -12 12 3.390 X 7-7 12-1 1-2 170 -15 12 3.691 X 7-7 12-1 1-3 160 -14 15 2.992 X 7-7 12-1 1-4 165 -16 13 2.593 X 7-7 12-1 1-5 163 -13 12 3.294 X 7-7 12-2 1-2 169 -11 11 3.095 X 7-7 -- 1-2 194 -9 9 3.096 Ti 7-7 12-1 1-2 189 -7 10 3.0COMP. EX. 4 X C -- 1-2 284 -77 42 4.0COMP. EX. 5 X 7-1 -- A 221 -70 49 7.7COMP. EX. 6 X B -- 1-2 276 -100 36 4.4__________________________________________________________________________
Examples 97 to 128
According to the same manner as that described in Examples 1 to 40 except for using 50 parts by weight of a benzidine derivative represented by the formula (8) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 7
According to the same manner as that described in Examples 97 to 128 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 8
According to the same manner as that described in Examples 97 to 128 except for using 100 parts by weight of the same bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 9
According to the same manner as that described in Examples 97 to 128 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 13 to 16, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 13 to 16.
TABLE 13__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________ 97 X 8-1 12-1 1-1 170 -19 15 3.1 98 X 8-1 12-1 1-2 166 -20 10 3.0 99 X 8-1 12-1 1-3 165 -15 9 3.5100 X 8-1 12-1 1-4 174 -9 20 3.3101 X 8-1 12-1 1-5 177 -11 11 3.0102 X 8-1 12-2 1-2 180 -12 14 2.9103 X 8-1 -- 1-2 194 -13 14 3.0104 Ti 8-1 12-1 1-2 199 -14 12 3.0__________________________________________________________________________
TABLE 14__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________105 X 8-2 12-1 1-1 166 -6 13 3.5106 X 8-2 12-1 1-2 165 -5 11 3.3107 X 8-2 12-1 1-3 165 -15 10 3.6108 X 8-2 12-1 1-4 171 -20 9 3.1109 X 8-2 12-1 1-5 170 -22 13 3.1110 X 8-2 12-2 1-2 174 -24 10 3.0111 X 8-2 -- 1-2 198 -20 14 3.3112 Ti 8-2 12-1 1-2 200 -15 12 3.2__________________________________________________________________________
TABLE 15__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________113 X 8-3 12-1 1-1 171 -12 16 3.0114 X 8-3 12-1 1-2 166 -10 15 2.9115 X 8-3 12-1 1-3 165 -9 13 3.4116 X 8-3 12-1 1-4 163 -15 16 3.4117 X 8-3 12-1 1-5 162 -9 15 3.2118 X 8-3 12-2 1-2 161 -6 14 3.3119 X 8-3 -- 1-2 200 -20 12 3.6120 Ti 8-3 12-1 1-2 205 -20 10 3.7__________________________________________________________________________
TABLE 16__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________121 X 8-4 12-1 1-1 170 -9 9 3.3122 X 8-4 12-1 1-2 172 -14 8 3.2123 X 8-4 12-1 1-3 174 -12 10 3.3124 X 8-4 12-1 1-4 175 -11 13 3.4125 X 8-4 12-1 1-5 177 -12 15 3.3126 X 8-4 12-2 1-2 174 -15 15 3.1127 X 8-4 -- 1-2 198 -16 15 3.2128 Ti 8-4 12-1 1-2 201 -10 15 3.1COMP. EX. 7 X C -- 1-2 277 -90 44 5.3COMP. EX. 8 X 8-1 -- A 214 -77 32 9.2COMP. EX. 9 X B -- 1-2 265 -121 30 4.6__________________________________________________________________________
Examples 129 to 160
According to the same manner as that described in Examples 1 to 40 except for using 50 parts by weight of a benzidine derivative represented by the formula (9) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 10
According to the same manner as that described in Examples 129 to 160 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 11
According to the same manner as that described in Examples 129 to 160 except for using 100 parts by weight of the same bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 12
According to the same manner as that described in Examples 129 to 160 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 17 to 20, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 17 to 20.
TABLE 17__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________129 X 9-1 12-1 1-1 160 -14 13 2.9130 X 9-1 12-1 1-2 159 -13 12 3.1131 X 9-1 12-1 1-3 170 -20 10 3.3132 X 9-1 12-1 1-4 172 -9 15 3.5133 X 9-1 12-1 1-5 170 -12 14 3.1134 X 9-1 12-2 1-2 166 -11 9 2.9135 X 9-1 -- 1-2 196 -14 13 3.0136 Ti 9-1 12-1 1-2 194 -10 14 3.0__________________________________________________________________________
TABLE 18__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________137 X 9-2 12-1 1-1 172 -15 10 3.3138 X 9-2 12-1 1-2 177 -13 14 3.4139 X 9-2 12-1 1-3 174 -15 13 3.1140 X 9-2 12-1 1-4 173 -18 12 3.0141 X 9-2 12-1 1-5 172 -17 12 2.9142 X 9-2 12-2 1-2 170 -16 13 2.9143 X 9-2 -- 1-2 195 -15 10 3.3144 Ti 9-2 12-1 1-2 196 -17 12 2.9__________________________________________________________________________
TABLE 19__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________145 X 9-3 12-1 1-1 169 -14 12 3.4146 X 9-3 12-1 1-2 172 -13 19 3.2147 X 9-3 12-1 1-3 174 -18 14 3.1148 X 9-3 12-1 1-4 173 -15 13 3.2149 X 9-3 12-1 1-5 166 -17 12 3.4150 X 9-3 12-2 1-2 165 -16 11 3.5151 X 9-3 -- 1-2 200 -14 12 3.2152 Ti 9-3 12-1 1-2 199 -12 12 3.4__________________________________________________________________________
TABLE 20__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________153 X 9-4 12-1 1-1 175 -14 12 3.3154 X 9-4 12-1 1-2 175 -20 14 3.1155 X 9-4 12-1 1-3 173 -21 13 2.9156 X 9-4 12-1 1-4 174 -14 14 3.3157 X 9-4 12-1 1-5 170 -13 15 3.0158 X 9-4 12-2 1-2 176 -12 16 2.8159 X 9-4 -- 1-2 191 -10 17 3.3160 Ti 9-4 12-1 1-2 192 -9 16 3.4COMP. EX. 10 X C -- 1-2 266 -104 39 4.5COMP. EX. 11 X 9-1 -- A 201 -88 40 9.6COMP. EX. 12 X B -- 1-2 271 -99 30 4.8__________________________________________________________________________
Examples 161-192
According to the same manner as that described in Examples 1 to 40 except for using 50 parts by weight of an o-phenylenediamine derivative represented by the formula (10) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 13
According to the same manner as that described in Examples 161 to 192 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 14
According to the same manner as that described in Examples 161 to 192 except for using 100 parts by weight of the same bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 15
According to the same manner as that described in Examples 161 to 192 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 21 to 24, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 21 to 24.
TABLE 21__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________161 X 10-1 12-1 1-1 181 -11 14 1.9162 X 10-1 12-1 1-2 177 -18 13 1.8163 X 10-1 12-1 1-3 183 -11 12 1.7164 X 10-1 12-1 1-4 169 -9 15 1.6165 X 10-1 12-1 1-5 177 -15 9 1.1166 X 10-1 12-2 1-2 180 -13 10 1.4167 X 10-1 -- 1-2 205 -12 15 1.3168 Ti 10-1 12-1 1-2 211 -20 15 1.8__________________________________________________________________________
TABLE 22__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________169 X 10-2 12-1 1-1 175 -10 10 1.3170 X 10-2 12-1 1-2 177 -9 8 1.5171 X 10-2 12-1 1-3 176 -8 13 1.8172 X 10-2 12-1 1-4 184 -14 12 1.7173 X 10-2 12-1 1-5 182 -15 12 1.3174 X 10-2 12-2 1-2 181 -10 13 1.6175 X 10-2 -- 1-2 201 -15 11 1.5176 Ti 10-2 12-1 1-2 209 -20 10 1.9__________________________________________________________________________
TABLE 23__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________177 X 10-3 12-1 1-1 180 -14 12 1.3178 X 10-3 12-1 1-2 175 -13 10 1.1179 X 10-3 12-1 1-3 177 -12 11 1.9180 X 10-3 12-1 1-4 181 -11 14 1.8181 X 10-3 12-1 1-5 174 -10 13 1.8182 X 10-3 12-2 1-2 175 -9 12 1.7183 X 10-3 -- 1-2 210 -14 10 2.0184 Ti 10-3 12-1 1-2 215 -13 8 1.9__________________________________________________________________________
TABLE 24__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________185 X 10-4 12-1 1-1 174 -15 10 1.5186 X 10-4 12-1 1-2 173 -13 15 1.3187 X 10-4 12-1 1-3 174 -15 16 1.2188 X 10-4 12-1 1-4 176 -15 17 1.1189 X 10-4 12-1 1-5 175 -16 14 1.8190 X 10-4 12-2 1-2 177 -11 13 1.6191 X 10-4 -- 1-2 196 -13 11 1.5192 Ti 10-4 12-1 1-2 205 -14 12 1.3COMP. EX. 13 X C -- 1-2 270 -65 24 4.7COMP. EX. 14 X 10-1 -- A 200 -77 38 8.9COMP. EX. 15 X B -- 1-2 284 -102 34 5.0__________________________________________________________________________
Examples 193 to 232
According to the same manner as that described in Examples 1 to 40 except for using 50 parts by weight of a m-phenylenediamine derivative represented by the formula (11) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 16
According to the same manner as that described in Examples 193 to 232 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 17
According to the same manner as that described in Examples 193 to 232 except for using 100 parts by weight of the same bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 18
According to the same manner as that described in Examples 193 to 232 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples were shown in Tables 25 to 29, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 25 to 29.
TABLE 25__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________193 X 11-1 12-1 1-1 176 -15 10 1.8194 X 11-1 12-1 1-2 175 -14 9 1.2195 X 11-1 12-1 1-3 174 -11 14 1.3196 X 11-1 12-1 1-4 176 -10 12 1.9197 X 11-1 12-1 1-5 181 -15 12 2.0198 X 11-1 12-2 1-2 170 -17 11 1.1199 X 11-1 -- 1-2 201 -16 14 1.4200 Ti 11-1 12-1 1-2 205 -20 10 1.3__________________________________________________________________________
TABLE 26__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________201 X 11-2 12-1 1-1 181 -12 11 1.0202 X 11-2 12-1 1-2 174 -18 13 1.0203 X 11-2 12-1 1-3 175 -15 12 1.5204 X 11-2 12-1 1-4 181 -11 11 1.3205 X 11-2 12-1 1-5 174 -9 14 1.6206 X 11-2 12-2 1-2 175 -14 13 1.5207 X 11-2 -- 1-2 205 -13 11 1.6208 Ti 11-2 12-1 1-2 209 -12 8 1.5__________________________________________________________________________
TABLE 27__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________209 X 11-3 12-1 1-1 176 -12 13 1.3210 X 11-3 12-1 1-2 177 -13 12 1.2211 X 11-3 12-1 1-3 174 -12 15 1.2212 X 11-3 12-1 1-4 174 -14 14 1.5213 X 11-3 12-1 1-5 174 -15 13 1.4214 X 11-3 12-2 1-2 178 -10 12 1.3215 X 11-3 -- 1-2 209 -9 11 1.2216 Ti 11-3 12-1 1-2 214 -8 10 1.5__________________________________________________________________________
TABLE 28__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________217 X 11-4 12-1 1-1 181 -12 12 1.6218 X 11-4 12-1 1-2 174 -11 11 1.8219 X 11-4 12-1 1-3 178 -14 9 1.9220 X 11-4 12-1 1-4 177 -15 10 2.0221 X 11-4 12-1 1-5 171 -20 15 1.5222 X 11-4 12-2 1-2 173 -21 13 2.2223 X 11-4 -- 1-2 215 -20 12 2.0224 Ti 11-4 12-1 1-2 220 -10 11 1.8__________________________________________________________________________
TABLE 29__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________225 X 11-4 12-1 1-1 174 -18 14 1.3226 X 11-4 12-1 1-2 173 -19 13 1.8227 X 11-4 12-1 1-3 174 -20 12 1.9228 X 11-4 12-1 1-4 175 -9 11 2.0229 X 11-4 12-1 1-5 180 -11 9 1.5230 X 11-4 12-2 1-2 179 -12 8 1.6231 X 11-4 -- 1-2 203 -11 11 1.5232 Ti 11-4 12-1 1-2 216 -14 10 1.6COMP. EX. 16 X C -- 1-2 259 -77 33 4.8COMP. EX. 17 X 11-1 -- A 198 -85 25 9.0COMP. EX. 18 X B -- 1-2 284 -108 30 5.1__________________________________________________________________________
(Single-layer type photosensitive material for analog light source)
Examples 233 to 261
According to the same manner as that described in Examples 1 to 232 except for using 5 parts by weight of a bisazo pigment represented by the formula (13): ##STR26## as the electric charge generating material, a single-layer type photosensitive material for digital light source was produced, respectively.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 30 to 35, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive materials of the respective Example were subjected to the following tests and their characteristics were evaluated.
Photosensitivity test II
By using a drum sensitivity tester manufactured by GENTEC Co., a voltage was applied on the surface of the photosensitive material of the respective Examples to charge the surface at +700 V. Then, white light (light intensity: 147 lux second) of a halogen lamp as an exposure light source was irradiated on the surface of the photosensitive material (irradiation time: 50 msec.). A surface potential at the time at which 330 msec. has passed since the beginning of exposure was measured as a potential after exposure V.sub.L (V).
Repeat characteristics test II
A photosensitive material of the respective Examples was fit with an electrostatic copying apparatus (Model DC-2556, manufactured by Mira Industrial Co., Ltd.) and, after the image was formed 10,000 times, an initial surface potential V.sub.0 (V) and a potential after exposure V.sub.L (V) were measured using the above drum sensitivity tester. Then, a change in measured value from the initial value (i.e. .DELTA. V.sub.0 (V) and .DELTA. V.sub.L (V)) was determined, respectively. The initial value used herein means a value before the image is repeatedly formed. The potential after exposure V.sub.L (V) means a measured result of the above photosensitivity test.
Wear resistance test II
A photosensitive material of the respective Examples was fit with the above electrostatic copying apparatus and, after rotating 150,000 times without passing a paper through it, a change in film thickness of the organic photosensitive layer was determined, respectively. The above results are shown in Tables 30 to 35.
TABLE 30__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________233 13 6-1 12-1 1-2 204 -10 8 3.4234 13 6-2 12-1 1-2 190 -24 11 2.8235 13 6-3 12-1 1-2 194 -10 13 3.1236 13 6-4 12-1 1-2 192 -11 11 3.0237 13 6-5 12-1 1-2 194 -9 22 3.3__________________________________________________________________________
TABLE 31__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________238 13 7-1 12-1 1-2 204 -16 11 3.2239 13 7-2 12-1 1-2 200 -15 14 3.1240 13 7-3 12-1 1-2 192 -14 13 3.1241 13 7-4 12-1 1-2 190 -14 13 3.4242 13 7-5 12-1 1-2 194 -12 11 3.0243 13 7-6 12-1 1-2 201 -11 15 3.1244 13 7-7 12-1 1-2 199 -8 8 2.7__________________________________________________________________________
TABLE 32__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________245 13 8-1 12-1 1-2 204 -12 10 2.8246 13 8-2 12-1 1-2 205 -16 12 3.2247 13 8-3 12-1 1-2 210 -15 15 3.5248 13 8-4 12-1 1-2 199 -8 12 3.1__________________________________________________________________________
TABLE 33__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________249 13 9-1 12-1 1-2 200 -8 14 2.9250 13 9-2 12-1 1-2 202 -19 14 3.1251 13 9-3 12-1 1-2 209 -11 14 3.1252 13 9-4 12-1 1-2 198 -12 15 3.3__________________________________________________________________________
TABLE 34__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________253 13 10-1 12-1 1-2 209 -8 13 2.0254 13 10-2 12-1 1-2 215 -16 9 1.8255 13 10-3 12-1 1-2 220 -15 14 1.8256 13 10-4 12-1 1-2 210 -13 13 1.2__________________________________________________________________________
TABLE 35__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________257 13 11-1 12-1 1-2 210 -9 9 1.1258 13 11-2 12-1 1-2 215 -14 7 1.3259 13 11-3 12-1 1-2 220 -11 9 1.9260 13 11-4 12-1 1-2 224 -16 14 1.7261 13 11-5 12-1 1-2 219 -13 13 1.7__________________________________________________________________________
(Multi-layer type photosensitive material for digital light source)
Examples 262 to 290
2 Parts by weight of X type metal-free phthalocyanine (electric charge generating material) and 1 part by weight of polyvinyl butyral (hole transferring material) were dispersed and mixed together with 120 parts by weight of dichloromethane using a ball mill to prepare a coating solution for electric charge generating layer. Then, this coating solution was applied on an aluminum tube using a dip coating method, followed by hot-air drying at 100.degree. C. for 60 minutes to produce an electric charge generating layer having a thickness of 0.5 .mu.m.
Then, 80 parts by weight of a hole transferring material represented by any one of the formulas (6) to (11) and 100 parts by weight of bisphenol C type polycarbonate (binding resin) of the repeating unit represented by the formula (1-2) mentioned above were dispersed and mixed together with 800 parts by weight of benzene with a ball mill to prepare a coating solution for electric charge transferring layer. Then, this coating solution was applied on the above electric charge generating layer using a dip coating method, followed by hot-air drying at 90.degree. C. for 60 minutes to form an electric charge transferring layer having a thickness of 15 .mu.m, thereby producing a multi-layer type photosensitive material for digital light source, respectively.
Concrete compounds of the hole transferring material and binding resin used in the above respective Examples are shown in Tables 36 to 41, using the compound numbers of the above-described embodiments.
The multi-layer type photosensitive material of the respective Example was subjected to the following tests and its characteristics were evaluated.
Photosensitivity test III
By using a drum sensitivity tester manufactured by GENTEC Co., a voltage was applied on the surface of the photosensitive materials of the respective Examples to charge the surface at -700 V. Then, monochromatic light [wavelength: 780 nm (half-width: 20 nm), light intensity: 16 .mu.W/cm.sup.2 ] from white light of a halogen lamp as an exposure light source through a band-pass filter was irradiated on the surface of the photosensitive material (irradiation time: 80 msec.). A surface potential at the time at which 330 msec. has passed since the beginning of exposure was measured as a potential after exposure V.sub.L (V).
Repeat characteristics test III
A photosensitive material of the respective Examples was fit with an electrostatic laser printer (Model LP-2080, manufactured by Mita Industrial Co., Ltd.) and, after the image was formed 10,000 times, an initial surface potential V.sub.0 (V) and a potential after exposure V.sub.L (V) were measured using the above drum sensitivity tester. Then, a change in measured value from the initial value (i.e. .DELTA. V.sub.0 (V) and .DELTA.V.sub.L (V)) was determined, respectively. The initial value used herein means a value before the image is repeatedly formed. The potential after exposure V.sub.L (V) means a measured result of the above photosensitivity test.
Wear resistance test III
A photosensitive material of the respective Examples was fit with an imaging unit of the above electrostatic laser printer and, after rotating 150,000 times without passing a paper through it, a change in thickness of the organic photosensitive layer was determined, respectively. The above results are shown in Tables 36 to 41.
TABLE 36______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________262 6-1 1-2 -102 -14 9 3.1263 6-2 1-2 -98 -22 13 2.9264 6-3 1-2 -105 -22 12 3.3265 6-4 1-2 -99 -19 19 3.1266 6-5 1-2 -94 -10 18 3.5______________________________________
TABLE 37______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________267 7-1 1-2 -94 -14 14 2.9268 7-2 1-2 -102 -16 13 2.9269 7-3 1-2 -109 -13 13 3.1270 7-4 1-2 -100 -15 19 3.1271 7-5 1-2 -96 -16 16 3.1272 7-6 1-2 -99 -13 13 3.0273 7-7 1-2 -101 -6 7 2.9______________________________________
TABLE 38______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________274 8-1 1-2 -94 -11 13 3.3275 8-2 1-2 -93 -13 14 2.6276 8-3 1-2 -94 -18 11 3.8277 8-4 1-2 -93 -12 11 3.0______________________________________
TABLE 39______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________278 9-1 1-2 -90 -7 11 3.3279 9-2 1-2 -94 -20 13 2.8280 9-3 1-2 -93 -9 13 3.0281 9-4 1-2 -89 -14 12 3.1______________________________________
TABLE 40______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________282 10-1 1-2 -111 -11 12 2.0283 10-2 1-2 -110 -13 14 1.6284 10-3 1-2 -109 -16 13 1.9285 10-4 1-2 -100 -11 10 1.1______________________________________
TABLE 41______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________286 11-1 1-2 -99 -14 13 1.3287 11-2 1-2 -104 -15 10 1.4288 11-3 1-2 -109 -14 14 1.8289 11-4 1-2 -98 -15 13 1.6290 11-5 1-2 -96 -12 11 1.8______________________________________
(Multi-layer type photosensitive material for analog light source)
Examples 291 to 319
According to the same manner as that described in Examples 262 to 290 except for using 2 parts by weight of a bisazo pigment represented by the formula (13) as the electric charge generating material, a multi-layer type photosensitive material for digital light source was produced, respectively.
Concrete compounds of the hole transferring material and binding resin used in the above respective Examples are shown in Tables 42 to 47, using the compound numbers of the above-described embodiments.
The multi-layer type photosensitive material of the respective Example was subjected to the following tests and its characteristics were evaluated.
Photosensitivity test IV
By using a drum sensitivity tester manufactured by GENTEC Co., a voltage was applied on the surface of the photosensitive materials of the respective Examples to charge the surface at -700 V. Then, white light (light intensity: 147 lux second) of a halogen lamp as an exposure light source was irradiated on the surface of the photosensitive material (irradiation time: 50 msec.). A surface potential at the time at which 330 msec. has passed since the beginning of light exposure was measured as a potential after exposure V.sub.L (V).
Repeatability test IV
A photosensitive material of the respective Examples was fit with an electrostatic copying apparatus modified according to the negative charging specification (Model DC-2556, manufactured by Mira Industrial Co., Ltd.) and, after the image was formed 10,000 times, an initial surface potential V.sub.0 (V) and a potential after exposure V.sub.L (V) were measured using the above drum sensitivity tester. Then, a change in measured value from the initial value (i.e. .DELTA. V.sub.0 (V) and .DELTA. V.sub.L (V)) was determined, respectively. The initial value used herein means a value before the image is repeatedly formed. The potential after exposure V.sub.L (V) means a measured result of the above photosensitivity test.
Wear resistance test IV
A photosensitive material of the respective Examples was fit with the above electrostatic copying apparatus and, after rotating 150,000 times without passing a paper through it, a change in thickness of the organic photosensitive layer was determined, respectively. The above results are shown in Tables 42 to 47.
TABLE 42______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________291 6-1 1-2 -134 -13 14 3.5292 6-2 1-2 -140 -24 15 3.4293 6-3 1-2 -150 -24 11 3.2294 6-4 1-2 -141 -20 21 3.4295 6-5 1-2 -130 -14 16 3.0______________________________________
TABLE 43______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________296 7-1 1-2 -139 -12 22 2.8297 7-2 1-2 -142 -13 13 2.6298 7-3 1-2 -142 -14 13 2.8299 7-4 1-2 -140 -10 14 3.5300 7-5 1-2 -130 -14 15 3.3301 7-6 1-2 -141 -15 12 3.4302 7-7 1-2 -142 -5 14 3.3______________________________________
TABLE 44______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________303 8-1 1-2 -140 -9 15 3.6304 8-2 1-2 -133 -13 19 2.9305 8-3 1-2 -131 -10 13 3.4306 8-4 1-2 -130 -14 14 2.9______________________________________
TABLE 45______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________307 9-1 1-2 -133 -14 8 3.2308 9-2 1-2 -139 -15 13 3.5309 9-3 1-2 -144 -10 11 2.9310 9-4 1-2 -129 -13 13 3.0______________________________________
TABLE 46______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________311 10-1 1-2 -150 -10 11 2.0312 10-2 1-2 -149 -11 13 1.5313 10-3 1-2 -150 -16 11 1.6314 10-4 1-2 -144 -9 9 1.5______________________________________
TABLE 47______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________315 11-1 1-2 -142 -13 12 1.2316 11-2 1-2 -144 -15 9 1.5317 11-3 1-2 -143 -12 13 1.7318 11-4 1-2 -139 -16 15 1.5319 11-5 1-2 -142 -11 14 1.9______________________________________
(Single-layer type photosensitive material for digital light source)
Examples 320 to 359
According to the same manner as that described in Examples 1 to 40 except for using 100 parts by weight of a bisphenol Z type polycarbonate of the repeating unit represented by any one of the formulas (2-1) to (2-5) as the binding resin, a single-layer type photosensitive material for digital light source was produced, respectively.
The viscosity-average of the respective polycarbonates used is within the range of about 20,000 to 25,000.
Comparative Example 19
According to the same manner as that described in Examples 320 to 359 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 20
According to the same manner as that described in Examples 320 to 359 except for using 100 parts by weight of the bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 21
According to the same manner as that described in Examples 320 to 359 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 48 to 52, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 48 to 52.
TABLE 48__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________320 X 6-1 12-1 2-1 168 -15 6 2.9321 X 6-1 12-1 2-2 172 -12 10 3.1322 X 6-1 12-1 2-3 175 -20 8 3.3323 X 6-1 12-1 2-4 175 -10 15 3.2324 X 6-1 12-1 2-5 166 -8 7 2.6325 X 6-1 12-2 2-2 165 -15 20 2.9326 X 6-1 -- 2-2 176 -12 13 3.4327 Ti 6-1 12-1 2-2 202 -10 8 2.8__________________________________________________________________________
TABLE 49__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________328 X 6-2 12-1 2-1 172 -19 8 2.5329 X 6-2 12-1 2-2 175 -16 18 2.5330 X 6-2 12-1 2-3 169 -10 14 2.6331 X 6-2 12-1 2-4 180 -15 20 3.1332 X 6-2 12-1 2-5 174 -11 10 3.3333 X 6-2 12-2 2-2 173 -9 9 3.0334 X 6-2 -- 2-2 200 -20 10 2.8335 Ti 6-2 12-1 2-2 211 -20 11 2.6__________________________________________________________________________
TABLE 50__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________336 X 6-3 12-1 2-1 175 -18 10 3.2337 X 6-3 12-1 2-2 174 -16 10 3.4338 X 6-3 12-1 2-3 178 -20 12 2.7339 X 6-3 12-1 2-4 181 -10 20 2.6340 X 6-3 12-1 2-5 180 -11 14 3.0341 X 6-3 12-2 2-2 169 -13 8 3.1342 X 6-3 -- 2-2 198 -8 10 3.4343 Ti 6-3 12-1 2-2 205 -16 16 2.8__________________________________________________________________________
TABLE 51__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________344 X 6-4 12-1 2-1 172 -18 20 2.7345 X 6-4 12-1 2-2 181 -9 18 2.9346 X 6-4 12-1 2-3 174 -11 11 2.9347 X 6-4 12-1 2-4 173 -7 15 3.1348 X 6-4 12-1 2-5 175 -15 8 3.0349 X 6-4 12-2 2-2 176 -19 18 2.8350 X 6-4 -- 2-2 202 -20 16 2.6351 Ti 6-4 12-1 2-2 211 -11 20 3.1__________________________________________________________________________
TABLE 52__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________352 X 6-5 12-1 2-1 169 -21 6 2.7353 X 6-5 12-1 2-2 166 -21 10 3.1354 X 6-5 12-1 2-3 174 -14 8 2.6355 X 6-5 12-1 2-4 173 -10 14 2.8356 X 6-5 12-1 2-5 175 -10 12 3.0357 X 6-5 12-2 2-2 174 -13 20 3.2358 X 6-5 -- 2-2 200 -11 18 3.4359 Ti 6-5 12-1 2-2 199 -13 6 3.1COMP. EX. 19 X C -- 2-2 270 -75 32 4.3COMP. EX. 20 X 6-1 -- A 219 -69 40 9.4COMP. EX. 21 X B -- 2-2 286 -124 29 4.6__________________________________________________________________________
Examples 360 to 415
According to the same manner as that described in Examples 320 to 359 except for using 50 parts by weight of a benzidine derivative represented by the formula (7) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 22
According to the same manner as that described in Examples 360 to 415 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 23
According to the same manner as that described in Examples 360 to 415 except for using 100 parts by weight of the same bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 24
According to the same manner as that described in Examples 360 to 415 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 53 to 59, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 53 to 59.
TABLE 53__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________360 X 7-1 12-1 2-1 172 -11 15 2.8361 X 7-1 12-1 2-2 174 -20 20 3.2362 X 7-1 12-1 2-3 169 -8 18 3.3363 X 7-1 12-1 2-4 175 -11 8 3.1364 X 7-1 12-1 2-5 174 -14 11 2.5365 X 7-1 12-2 2-2 171 -19 14 2.3366 X 7-1 -- 2-2 198 -15 20 2.2367 Ti 7-1 12-1 2-2 209 -15 13 2.9__________________________________________________________________________
TABLE 54__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________368 X 7-2 12-1 2-1 170 -8 8 3.0369 X 7-2 12-1 2-2 165 -7 10 3.1370 X 7-2 12-1 2-3 168 -10 11 3.1371 X 7-2 12-1 2-4 173 -21 10 3.3372 X 7-2 12-1 2-5 172 -14 20 3.0373 X 7-2 12-2 2-2 179 -16 14 2.7374 X 7-2 -- 2-2 204 -11 11 2.5375 Ti 7-2 12-1 2-2 212 -20 20 3.0__________________________________________________________________________
TABLE 55__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________376 X 7-3 12-1 2-1 181 -16 14 2.7377 X 7-3 12-1 2-2 175 -18 8 2.7378 X 7-3 12-1 2-3 174 -14 20 3.0379 X 7-3 12-1 2-4 173 -13 9 2.5380 X 7-3 12-1 2-5 176 -8 9 2.4381 X 7-3 12-2 2-2 172 -9 10 3.0382 X 7-3 -- 2-2 210 -21 21 2.9383 Ti 7-3 12-1 2-2 220 -23 17 3.1__________________________________________________________________________
TABLE 56__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________384 X 7-4 12-1 2-1 169 -10 8 2.8385 X 7-4 12-1 2-2 168 -8 9 2.6386 X 7-4 12-1 2-3 172 -8 22 2.8387 X 7-4 12-1 2-4 177 -9 15 3.1388 X 7-4 12-1 2-5 167 -15 13 3.1389 X 7-4 12-2 2-2 180 -13 9 2.5390 X 7-4 -- 2-2 209 -9 10 3.1391 Ti 7-4 12-1 2-2 214 -20 14 2.8__________________________________________________________________________
TABLE 57__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________392 X 7-5 12-1 2-1 174 -16 19 3.1393 X 7-5 12-1 2-2 173 -17 21 2.7394 X 7-5 12-1 2-3 172 -9 20 2.7395 X 7-5 12-1 2-4 172 -21 18 2.6396 X 7-5 12-1 2-5 177 -20 9 2.8397 X 7-5 12-2 2-2 180 -20 10 3.1398 X 7-5 -- 2-2 208 -9 13 2.7399 Ti 7-5 12-1 2-2 211 -15 12 3.0__________________________________________________________________________
TABLE 58__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________400 X 7-6 12-1 2-1 171 -19 8 2.9401 X 7-6 12-1 2-2 173 -16 10 2.9402 X 7-6 12-1 2-3 175 -10 10 3.1403 X 7-6 12-1 2-4 177 -10 15 3.0404 X 7-6 12-1 2-5 174 -13 11 2.5405 X 7-6 12-2 2-2 173 -20 8 3.1406 X 7-6 -- 2-2 204 -7 20 3.3407 Ti 7-6 12-1 2-2 211 -10 21 2.6__________________________________________________________________________
TABLE 59__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________408 X 7-7 12-1 2-1 173 -9 21 2.5409 X 7-7 12-1 2-2 175 -21 7 2.8410 X 7-7 12-1 2-3 176 -20 10 2.7411 X 7-7 12-1 2-4 173 -15 7 3.3412 X 7-7 12-1 2-5 172 -18 11 3.2.413 X 7-7 12-2 2-2 171 -14 8 3.1414 X 7-7 -- 2-2 194 -19 12 3.3415 Ti 7-7 12-1 2-2 205 -20 15 2.5COMP. EX. 22 X C -- 2-2 269 -72 44 4.0COMP. EX. 23 X 7-1 -- A 219 -82 39 9.3COMP. EX. 24 X B -- 2-2 266 -121 31 4.4__________________________________________________________________________
Examples 416 to 447
According to the same manner as that described in Examples 320 to 359 except for using 50 parts by weight of a benzidine derivative represented by the formula (8) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 25
According to the same manner as that described in Examples 416 to 447 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 26
According to the same manner as that described in Examples 416 to 447 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 27
According to the same manner as that described in Examples 416 to 447 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 60 to 63, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 60 to 63.
TABLE 60__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________416 X 8-1 12-1 2-1 172 -11 19 2.2417 X 8-1 12-1 2-2 174 -18 20 2.4418 X 8-1 12-1 2-3 175 -15 14 3.1419 X 8-1 12-1 2-4 174 -7 20 3.1420 X 8-1 12-1 2-5 173 -21 10 2.8421 X 8-1 12-2 2-2 169 -19 8 2.3422 X 8-1 -- 2-2 202 -19 9 3.5423 Ti 8-1 12-1 2-2 214 -11 9 3.3__________________________________________________________________________
TABLE 61__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________424 X 8-2 12-1 2-1 172 -15 21 3.1425 X 8-2 12-1 2-2 177 -14 19 3.0426 X 8-2 12-1 2-3 180 -20 18 2.9427 X 8-2 12-1 2-4 168 -19 8 3.1428 X 8-2 12-1 2-5 171 -8 9 2.7429 X 8-2 12-2 2-2 172 -9 15 3.0430 X 8-2 -- 2-2 206 -19 13 2.8431 Ti 8-2 12-1 2-2 218 -17 21 2.7__________________________________________________________________________
TABLE 62__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________432 X 8-3 12-1 2-1 173 -21 15 2.8433 X 8-3 12-1 2-2 174 -18 10 2.9434 X 8-3 12-1 2-3 173 -12 21 3.1435 X 8-3 12-1 2-4 172 -10 18 2.9436 X 8-3 12-1 2-5 176 -17 10 3.1437 X 8-3 12-2 2-2 170 -8 7 2.9438 X 8-3 -- 2-2 199 -10 8 3.0439 Ti 8-3 12-1 2-2 209 -8 15 2.8__________________________________________________________________________
TABLE 63__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________440 X 8-4 12-1 2-1 166 -20 16 2.7441 X 8-4 12-1 2-2 172 -22 14 2.7442 X 8-4 12-1 2-3 170 -16 21 2.8443 X 8-4 12-1 2-4 181 -10 20 2.9444 X 8-4 12-1 2-5 174 -15 17 2.7445 X 8-4 12-2 2-2 173 -11 10 2.6446 X 8-4 -- 2-2 203 -13 10 3.1447 Ti 8-4 12-1 2-2 211 -9 15 2.9COMP. EX. 5 X C -- 2-2 288 -88 41 4.0COMP. EX. 6 X 8-1 -- A 220 -92 38 8.5COMP. EX. 7 X B -- 2-2 274 -100 36 4.4__________________________________________________________________________
Examples 448 to 479
According to the same manner as that described in Examples 320 to 359 except for using 50 parts by weight of a benzidine derivative represented by the formula (9) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 28
According to the same manner as that described in Examples 448 to 479 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 29
According to the same manner as that described in Examples 448 to 479 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 30
According to the same manner as that described in Examples 448 to 479 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 64 to 67, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 64 to 67.
TABLE 64__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________448 X 9-1 12-1 2-1 168 -9 18 3.0449 X 9-1 12-1 2-2 172 -7 14 2.9450 X 9-1 12-1 2-3 175 -16 15 3.1451 X 9-1 12-1 2-4 174 -10 15 2.6452 X 9-1 12-1 2-5 173 -21 10 2.8453 X 9-1 12-2 2-2 172 -15 9 3.1454 X 9-1 -- 2-2 204 -9 21 3.0455 Ti 9-1 12-1 2-2 211 -15 19 2.6__________________________________________________________________________
TABLE 65__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________456 X 9-2 12-1 2-1 181 -21 17 2.7457 X 9-2 12-1 2-2 180 -23 21 2.7458 X 9-2 12-1 2-3 172 -20 17 3.1459 X 9-2 12-1 2-4 173 -18 8 3.3460 X 9-2 12-1 2-5 171 -16 15 3.0461 X 9-2 12-2 2-2 175 -14 20 3.2462 X 9-2 -- 2-2 211 -14 14 2.5463 Ti 9-2 12-1 2-2 225 -15 18 3.1__________________________________________________________________________
TABLE 66__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________464 X 9-3 12-1 2-1 172 -15 10 3.1465 X 9-3 12-1 2-2 166 -20 18 2.9466 X 9-3 12-1 2-3 169 -21 11 3.0467 X 9-3 12-1 2-4 172 -9 8 3.0468 X 9-3 12-1 2-5 174 -10 10 2.9469 X 9-3 12-2 2-2 172 -13 6 3.0470 X 9-3 -- 2-2 201 -15 15 2.8471 Ti 9-3 12-1 2-2 200 -9 10 2.7__________________________________________________________________________
TABLE 67__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________472 X 9-4 12-1 2-1 171 -5 19 2.8473 X 9-4 12-1 2-2 168 -8 14 2.9474 X 9-4 12-1 2-3 172 -11 8 2.5475 X 9-4 12-1 2-4 177 -14 10 2.9476 X 9-4 12-1 2-5 175 -8 15 3.0477 X 9-4 12-2 2-2 173 -21 9 3.1478 X 9-4 -- 2-2 198 -14 18 2.8479 Ti 9-4 12-1 2-2 199 -9 20 2.9COMP. EX. 28 X C -- 2-2 270 -81 39 4.4COMP. EX. 29 X 9-1 -- A 231 -99 42 9.2COMP. EX. 30 X B -- 2-2 266 -101 34 4.8__________________________________________________________________________
Examples 480 to 511
According to the same manner as that described in Examples 320 to 359 except for using 50 parts by weight of an o-phenylenediamine derivative represented by the formula (10) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 31
According to the same manner as that described in Examples 480 to 511 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 32
According to the same manner as that described in Examples 480 to 511 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 33
According to the same manner as that described in Examples 480 to 511 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 68 to 71, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 68 to 71.
TABLE 68__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________480 X 10-1 12-1 2-1 168 -10 8 1.6481 X 10-1 12-1 2-2 172 -9 10 1.4482 X 10-1 12-1 2-3 174 -21 19 1.9483 X 10-1 12-1 2-4 170 -18 11 1.3484 X 10-1 12-1 2-5 184 -10 12 1.9485 X 10-1 12-2 2-2 172 -15 8 1.8486 X 10-1 -- 2-2 198 -8 20 2.0487 Ti 10-1 12-1 2-2 202 -14 15 1.9__________________________________________________________________________
TABLE 69__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________488 X 10-2 12-1 2-1 170 -18 10 1.4489 X 10-2 12-1 2-2 174 -18 18 1.3490 X 10-2 12-1 2-3 172 -16 19 1.8491 X 10-2 12-1 2-4 173 -7 23 1.8492 X 10-2 12-1 2-5 175 -10 19 1.5493 X 10-2 12-2 2-2 174 -15 9 2.0494 X 10-2 -- 2-2 202 -21 13 2.1495 Ti 10-2 12-1 2-2 210 -20 10 1.8__________________________________________________________________________
TABLE 70__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________496 X 10-3 12-1 2-1 172 -9 15 1.5497 X 10-3 12-1 2-2 170 -10 14 1.3498 X 10-3 12-1 2-3 166 -10 18 1.4499 X 10-3 12-1 2-4 169 -15 20 1.8500 X 10-3 12-1 2-5 180 -11 20 1.6501 X 10-3 12-2 2-2 174 -13 18 1.5502 X 10-3 -- 2-2 200 -14 9 2.0503 Ti 10-3 12-1 2-2 208 -20 11 1.0__________________________________________________________________________
TABLE 71__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________504 X 10-4 12-1 2-1 181 -14 13 1.3505 X 10-4 12-1 2-2 174 -17 11 1.9506 X 10-4 12-1 2-3 172 -15 18 2.1507 X 10-4 12-1 2-4 173 -17 13 1.6508 X 10-4 12-1 2-5 175 -20 15 1.4509 X 10-4 12-2 2-2 175 -19 10 1.4510 X 10-4 -- 2-2 194 -21 19 1.8511 Ti 10-4 12-1 2-2 202 -15 14 1.5COMP. EX. 31 X C -- 2-2 281 -98 41 4.3COMP. EX. 32 X 10-1 -- A 230 -81 45 9.2COMP. EX. 33 X B -- 2-2 274 -92 36 4.4__________________________________________________________________________
Examples 512 to 551
According to the same manner as that described in Examples 320 to 359 except for using 50 parts by weight of a m-phenylenediamine derivative represented by the formula (11) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 34
According to the same manner as that described in Examples 512 to 551 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 35
According to the same manner as that described in Examples 512 to 551 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 36
According to the same manner as that described in Examples 512 to 551 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 72 to 76, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 72 to 76.
TABLE 72__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________512 X 11-1 12-1 2-1 170 -18 10 2.0513 X 11-1 12-1 2-2 169 -14 13 1.5514 X 11-1 12-1 2-3 174 -21 10 1.4515 X 11-1 12-1 2-4 176 -16 11 1.6516 X 11-1 12-1 2-5 181 -10 21 1.3517 X 11-1 12-2 2-2 174 -11 9 1.8518 X 11-1 -- 2-2 194 -20 8 1.9519 Ti 11-1 12-1 2-2 205 -16 14 1.8__________________________________________________________________________
TABLE 73__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________520 X 11-2 12-1 2-1 169 -10 10 1.9521 X 11-2 12-1 2-2 172 -21 11 2.0522 X 11-2 12-1 2-3 170 -11 15 1.8523 X 11-2 12-1 2-4 174 -14 11 1.3524 X 11-2 12-1 2-5 172 -16 9 1.9525 X 11-2 12-2 2-2 170 -18 15 1.7526 X 11-2 -- 2-2 199 -14 8 1.0527 Ti 11-2 12-1 2-2 211 -10 10 1.8__________________________________________________________________________
TABLE 74__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________528 X 11-3 12-1 2-1 168 -21 11 2.1529 X 11-3 12-1 2-2 172 -20 12 2.0530 X 11-3 12-1 2-3 174 -11 10 1.8531 X 11-3 12-1 2-4 172 -15 9 1.4532 X 11-3 12-1 2-5 172 -9 21 1.4533 X 11-3 12-2 2-2 169 -11 18 1.6534 X 11-3 -- 2-2 201 -8 18 1.8535 Ti 11-3 12-1 2-2 214 -10 15 1.8__________________________________________________________________________
TABLE 75__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________536 X 11-4 12-1 2-1 172 -13 15 1.5537 X 11-4 12-1 2-2 174 -21 9 2.1538 X 11-4 12-1 2-3 173 -20 12 1.8539 X 11-4 12-1 2-4 174 -18 19 2.0540 X 11-4 12-1 2-5 172 -13 20 1.4541 X 11-4 12-2 2-2 176 -19 20 1.8542 X 11-4 -- 2-2 196 -11 18 1.7543 Ti 11-4 12-1 2-2 210 -9 16 2.0__________________________________________________________________________
TABLE 76__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________544 X 11-4 12-1 2-1 177 -9 16 2.0545 X 11-4 12-1 2-2 181 -10 10 1.8546 X 11-4 12-1 2-3 174 -20 19 1.6547 X 11-4 12-1 2-4 173 -11 9 2.0548 X 11-4 12-1 2-5 172 -15 10 2.1549 X 11-4 12-2 2-2 175 -14 18 2.3550 X 11-4 -- 2-2 194 -8 10 1.8551 Ti 11-4 12-1 2-2 218 -10 15 1.9COMP. EX. 34 X C -- 2-2 268 -68 30 3.9COMP. EX. 35 X 11-1 -- A 224 -74 41 8.8COMP. EX. 36 X B -- 2-2 276 -101 34 4.1__________________________________________________________________________
(Single-layer type photosensitive material for analog light source)
Examples 552 to 580
According to the same manner as that described in Examples 320 to 551 except for using 5 parts by weight of a bisazo pigment represented by the formula (13) as the electric charge generating material, a single-layer type photosensitive material for analog light source was produced, respectively.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples are shown in Tables 77 to 82, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples was subjected to the above respective tests II and its characteristics were evaluated. The results are shown in Tables 77 to 82.
TABLE 77__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________552 13 6-1 12-1 2-2 212 -21 10 2.0553 13 6-2 12-1 2-2 101 -18 8 2.9554 13 6-3 12-1 2-2 211 -11 13 2.7555 13 6-4 12-1 2-2 209 -8 11 3.0556 13 6-5 12-1 2-2 214 -15 10 2.9__________________________________________________________________________
TABLE 78__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________557 13 7-1 12-1 2-2 211 -21 20 3.2558 13 7-2 12-1 2-2 220 -21 10 3.1559 13 7-3 12-1 2-2 229 -20 16 3.3560 13 7-4 12-1 2-2 221 -21 9 2.7561 13 7-5 12-1 2-2 219 -13 15 3.1562 13 7-6 12-1 2-2 228 -20 18 2.7563 13 7-7 12-1 2-2 220 -6 9 2.8__________________________________________________________________________
TABLE 79__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________564 13 8-1 12-1 2-2 226 -20 8 2.8565 13 8-2 12-1 2-2 221 -7 16 2.6566 13 8-3 12-1 2-2 218 -11 9 3.1567 13 8-4 12-1 2-2 222 -11 23 2.7__________________________________________________________________________
TABLE 80__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________568 13 9-1 12-1 2-2 224 -20 18 3.0569 13 9-2 12-1 2-2 230 -9 22 2.8570 13 9-3 12-1 2-2 221 -11 11 3.1571 13 9-4 12-1 2-2 214 -15 14 2.7__________________________________________________________________________
TABLE 81__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________572 13 10-1 12-1 2-2 221 -19 14 2.2573 13 10-2 12-1 2-2 225 -21 15 1.9574 13 10-3 12-1 2-2 230 -19 10 1.4575 13 10-4 12-1 2-2 228 -13 9 1.3__________________________________________________________________________
TABLE 82__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________576 13 11-1 12-1 2-2 211 -9 13 2.0577 13 11-2 12-1 2-2 205 -9 10 1.8578 13 11-3 12-1 2-2 214 -10 20 1.4579 13 11-4 12-1 2-2 220 -13 14 1.4580 13 11-5 12-1 2-2 228 -13 11 2.0__________________________________________________________________________
(Multi-layer type photosensitive material for digital light source)
Examples 581 to 609
According to the same manner as that described in Examples 262 to 290 except for using 100 parts by weight of a bisphenol Z type polycarbonate of the repeating unit represented by the formula (2-2), which has a substituent, as the binding resin, a multi-layer type photosensitive material for digital light source was produced, respectively.
Concrete compounds of the hole transferring material and binding resin used in the above respective Examples are shown in Tables 83 to 88, using the compound numbers of the above-described embodiments.
The multi-layer type photosensitive material of the respective Examples was subjected to the above respective tests III and its characteristics were evaluated. The results are shown in Tables 83 to 88.
TABLE 83______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________581 6-1 2-2 -98 -10 15 2.7582 6-2 2-2 -136 -11 15 2.5583 6-3 2-2 -100 -20 8 3.0584 6-4 2-2 -96 -14 14 3.3585 6-5 2-2 -95 -20 14 2.7______________________________________
TABLE 84______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________586 7-1 2-2 -94 -20 11 3.4587 7-2 2-2 -104 -9 8 3.3588 7-3 2-2 -101 -16 10 3.3589 7-4 2-2 -98 -8 18 2.8590 7-5 2-2 -99 -10 20 2.9591 7-6 2-2 -107 -15 16 3.0592 7-7 2-2 -99 -10 10 2.7______________________________________
TABLE 85______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________593 8-1 2-2 -102 -10 10 2.4594 8-2 2-2 -99 -15 18 3.3595 8-3 2-2 -102 -7 10 3.2596 8-4 2-2 -96 -15 11 2.8______________________________________
TABLE 86______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________597 9-1 2-2 -107 -10 15 3.1598 9-2 2-2 -108 -13 18 2.5599 9-3 2-2 -102 -20 23 3.0600 9-4 2-2 -99 -18 15 2.9______________________________________
TABLE 87______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________601 10-1 2-2 -97 -14 11 1.5602 10-2 2-2 -102 -18 19 1.8603 10-3 2-2 -97 -10 10 1.3604 10-4 2-2 -101 -13 15 1.9______________________________________
TABLE 88______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________605 11-1 2-2 -98 -14 19 1.8606 11-2 2-2 -100 -9 15 1.6607 11-3 2-2 -99 -14 18 1.2608 11-4 2-2 -101 -15 13 1.9609 11-5 2-2 -99 -10 10 2.1______________________________________
(Multi-layer type photosensitive material for analog light source)
Examples 610 to 638
According to the same manner as that described in Examples 581 to 609 except for using 2 parts by weight of a bisazo pigment represented by the formula (13) as the electric charge generating material, a multi-layer type photosensitive material for analog light source was produced, respectively.
Concrete compounds of the hole transferring material and binding resin used in the above respective Examples are shown in Tables 89 to 94, using the compound numbers of the above-described embodiments.
The multi-layer type photosensitive material of the respective Examples was subjected to the above respective tests IV and its characteristics were evaluated. The results are shown in Tables 89 to 94.
TABLE 89______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________610 6-1 2-2 -142 -12 15 3.0611 6-2 2-2 -176 -10 18 3.0612 6-3 2-2 -135 -21 10 3.1613 6-4 2-2 -142 -16 8 2.6614 6-5 2-2 -138 -19 18 3.0______________________________________
TABLE 90______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________615 7-1 2-2 -132 -10 8 2.8616 7-2 2-2 -139 -13 15 2.9617 7-3 2-2 -142 -20 13 3.4618 7-4 2-2 -136 -13 15 3.0619 7-5 2-2 -141 -14 19 2.9620 7-6 2-2 -140 -8 14 3.0621 7-7 2-2 -141 -15 13 2.9______________________________________
TABLE 91______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________622 8-1 2-2 -141 -15 15 3.0623 8-2 2-2 -135 -20 14 3.0624 8-3 2-2 -141 -9 18 2.8625 8-4 2-2 -135 -21 18 3.0______________________________________
TABLE 92______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________626 9-1 2-2 -141 -8 16 2.9627 9-2 2-2 -144 -16 13 3.1628 9-3 2-2 -138 -21 11 2.6629 9-4 2-2 -142 -9 10 3.0______________________________________
TABLE 93______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________630 10-1 2-2 -136 -8 8 1.2631 10-2 2-2 -141 -8 13 1.9632 10-3 2-2 -136 -9 9 1.4633 10-4 2-2 -139 -14 13 1.8______________________________________
TABLE 94______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________634 11-1 2-2 -139 -8 10 1.9635 11-2 2-2 -142 -11 8 2.1636 11-3 2-2 -138 -15 16 1.9637 11-4 2-2 -142 -10 18 1.6638 11-5 2-2 -139 -12 9 1.4______________________________________
(Single-layer type photosensitive material for digital light source)
Examples 639 to 646
According to the same manner as that described in Examples 1 to 40 except for using 100 parts by weight of a bisphenol Z type polycarbonate of the repeating unit represented by the formula (3) (viscosity-average: about 20,000 to 25,000) as the binding resin, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 37
According to the same manner as that described in Examples 639 to 646 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 38
According to the same manner as that described in Examples 639 to 646 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 39
According to the same manner as that described in Examples 639 to 646 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Table 95, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Table 95.
TABLE 95__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________639 X 6-1 12-1 3 172 -14 14 2.8640 X 6-2 12-1 3 174 -18 14 2.9641 X 6-3 12-1 3 171 -17 12 2.6642 X 6-4 12-1 3 170 -15 21 3.3643 X 6-5 12-1 3 168 -18 10 3.1644 X 6-1 12-2 3 172 -21 15 2.7645 X 6-1 -- 3 199 -10 18 2.5646 Ti 6-1 12-1 3 205 -11 20 3.1COMP. EX. 37 X C -- 3 266 -84 36 4.2COMP. EX. 38 X 6-1 -- A 214 -92 44 8.4COMP. EX. 39 X B -- 3 274 -98 37 4.4__________________________________________________________________________
Examples 647 to 657
According to the same manner as that described in Examples 639 to 646 except for using 50 parts by weight of a benzidine derivative represented by the formula (7) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 40
According to the same manner as that described in Examples 647 to 657 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 41
According to the same manner as that described in Examples 647 to 657 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 42
According to the same manner as that described in Examples 647 to 657 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Table 96, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Table 96.
TABLE 96__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________647 X 7-1 12-1 3 166 -19 14 2.8648 X 7-2 12-1 3 172 -16 13 2.9649 X 7-3 12-1 3 170 -20 20 2.9650 X 7-4 12-1 3 176 -10 10 3.1651 X 7-4 12-1 3 175 -11 11 2.7652 X 7-5 12-1 3 176 -15 9 2.5653 X 7-6 12-1 3 170 -13 12 2.8654 X 7-7 12-1 3 168 -14 15 2.9655 X 7-1 12-2 3 174 -16 14 2.9656 X 7-1 -- 3 199 -13 20 3.3657 Ti 7-1 12-1 3 205 -9 10 2.7COMP. EX. 40 X C -- 3 284 -92 44 4.1COMP. EX. 41 X 7-1 -- A 230 -88 38 9.4COMP. EX. 42 X B -- 3 277 -105 40 4.3__________________________________________________________________________
Examples 658 to 664
According to the same manner as that described in Examples 639 to 646 except for using 50 parts by weight of a benzidine derivative represented by the formula (8) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 43
According to the same manner as that described in Examples 658 to 664 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 44
According to the same manner as that described in Examples 658 to 664 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 45
According to the same manner as that described in Examples 658 to 664 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Table 97, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Table 97.
TABLE 97__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________658 X 8-1 12-1 3 172 -20 12 2.9659 X 8-2 12-1 3 174 -18 13 3.1660 X 8-3 12-1 3 173 -10 10 3.3661 X 8-4 12-1 3 175 -14 15 3.2662 X 8-1 12-2 3 170 -10 20 3.1663 X 8-1 -- 3 199 -10 19 3.0664 Ti 8-1 12-1 3 201 -81 14 2.8COMP. EX. 43 X C -- 3 284 -85 41 4.3COMP. EX. 44 X 8-1 -- A 235 -72 40 9.1COMP. EX. 45 X B -- 3 282 -111 34 4.9__________________________________________________________________________
Examples 665 to 671
According to the same manner as that described in Examples 639 to 646 except for using 50 parts by weight of a benzidine derivative represented by the formula (9) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively..
Comparative Example 46
According to the same manner as that described in Examples 665 to 671 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 47
According to the same manner as that described in Examples 665 to 671 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 48
According to the same manner as that described in Examples 665 to 671 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Incidentally, concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Table 98, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Table 98.
TABLE 98__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________665 X 9-1 12-1 3 166 -19 10 2.9666 X 9-2 12-1 3 172 -11 14 3.1667 X 9-3 12-1 3 181 -10 11 3.1668 X 9-4 12-1 3 185 -20 8 2.8669 X 9-1 12-2 3 166 -18 20 2.9670 X 9-1 -- 3 195 -9 18 2.5671 Ti 9-1 12-1 3 204 -10 19 2.8COMP. EX. 46 X C -- 3 268 -92 40 4.8COMP. EX. 47 X 9-1 -- A 231 -90 39 9.1COMP. EX. 48 X B -- 3 284 -110 35 4.5__________________________________________________________________________
Examples 672 to 678
According to the same manner as that described in Examples 639 to 646 except for using 50 parts by weight of an o-phenylenediamine derivative represented by the formula (10) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 49
According to the same manner as that described in Examples 672 to 678 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 50
According to the same manner as that described in Examples 672 to 678 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 51
According to the same manner as that described in Examples 672 to 648 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Table 99, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Table 99.
TABLE 99__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________672 X 10-1 12-1 3 171 -15 9 1.6673 X 10-2 12-1 3 166 -13 11 1.3674 X 10-3 12-1 3 172 -18 10 1.3675 X 10-4 12-1 3 173 -8 10 1.8676 X 10-1 12-2 3 171 -10 14 1.9677 X 10-1 -- 3 199 -9 13 1.9678 Ti 10-1 12-1 3 205 -18 19 1.8COMP. EX. 49 X C -- 3 284 -80 38 3.2COMP. EX. 50 X 10-1 -- A 220 -92 41 8.5COMP. EX. 51 X B -- 3 269 -92 35 3.5__________________________________________________________________________
Examples 679 to 686
According to the same manner as that described in Examples 639 to 646 except for using 50 parts by weight of a m-phenylenediamine derivative represented by the formula (11) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 52
According to the same manner as that described in Examples 679 to 686 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 53
According to the same manner as that described in Examples 679 to 686 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 54
According to the same manner as that described in Examples 679 to 686 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Table 100, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Table 100.
TABLE 100__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________679 X 11-1 12-1 3 168 -10 7 1.2680 X 11-2 12-1 3 172 -11 14 1.4681 X 11-3 12-1 3 171 -15 10 1.9682 X 11-4 12-1 3 172 -10 13 1.8683 X 11-5 12-1 3 173 -19 11 1.9684 X 11-1 12-2 3 174 -21 20 2.2685 X 11-1 -- 3 199 -11 21 1.3686 Ti 11-1 12-1 3 205 -18 12 1.8COMP. EX. 52 X C -- 3 268 -74 39 4.2COMP. EX. 53 X 11-1 -- A 220 -81 35 9.5COMP. EX. 54 X B -- 3 271 -91 35 4.1__________________________________________________________________________
(Single-layer type photosensitive material for analog light source)
Examples 687 to 692
According to the same manner as that described in Examples 639 to 686 except for using 5 parts by weight of a bisazo pigment represented by the formula (13) as the electric charge generating material, a single-layer type photosensitive material for analog light source was produced, respectively.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples are shown in Table 101, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples was subjected to the above respective tests II and its characteristics were evaluated. The results are shown in Table 101.
TABLE 101__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________687 13 6-1 12-1 3 211 -18 13 3.8688 13 7-1 12-1 3 220 -21 19 2.9689 13 8-1 12-1 3 215 -12 19 2.9690 13 9-1 12-1 3 215 -21 9 3.0691 13 10-1 12-1 3 221 -15 18 1.3692 13 11-1 12-1 3 220 -13 13 1.7__________________________________________________________________________
(Multi-layer type photosensitive material for digital light source)
Examples 693 to 698
According to the same manner as that described in Examples 262 to 290 except for using 100 parts by weight of a bisphenol Z type polycarbonate of the repeating unit represented by the formula (3) as the binding resin, a multi-layer type photosensitive material for digital light source was produced, respectively.
Concrete compounds of the hole transferring material and binding resin used in the above respective Examples are shown in Table 102, using the compound numbers of the above-described embodiments.
The multi-layer type photosensitive material of the respective Examples was subjected to the above respective tests III and its characteristics were evaluated. The results are shown in Table 102.
TABLE 102______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________693 6-1 3 -96 -9 14 2.9694 7-1 3 -100 -18 13 3.1695 8-1 3 -101 -9 21 2.9696 9-1 3 -93 -18 15 3.1697 10-1 3 -99 -13 11 2.0698 11-1 3 -99 -18 15 1.9______________________________________
(Multi-layer type photosensitive material for analog light source)
Examples 699 to 704
According to the same manner as that described in Examples 693 to 698 except for using 2 parts by weight of a bisazo pigment represented by the formula (13) as the electric charge generating material, a multi-layer type photosensitive material for analog light source was produced, respectively.
Concrete compounds of the hole transferring material and binding resin used in the above respective Examples are shown in Table 103, using the compound numbers of the abovedescribed embodiments.
The multi-layer type photosensitive material of the respective Examples was subjected to the above respective tests IV and its characteristics were evaluated. The results are shown in Table 103.
TABLE 103______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________699 6-1 3 -138 -8 9 2.9700 7-1 3 -141 -10 11 3.0701 8-1 3 -141 -16 13 3.0702 9-1 3 -132 -16 13 3.0703 10-1 3 -138 -10 14 2.2704 11-1 3 -141 -11 18 2.0______________________________________
(Single-layer type photosensitive material for digital light source)
Examples 705 to 809
According to the same manner as that described in Examples 1 to 40 except for using 100 parts by weight of a bisphenol C type random copolymer type polycarbonate of the repeating unit represented by any one of the formulas (4,5-1) to (4,5-18) as the binding resin, a single-layer type photosensitive material for digital light source was produced, respectively.
In the respective polycarbonates, the composition ratio (molar ratio) of the component contained in the formula (4) to the component contained in the formula (5) is 8:2. Furthermore, the viscosity-average of the respective polycarbonates is within the range of 20,000 to 25,000.
Comparative Example 55
According to the same manner as that described in Examples 705 to 809 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 56
According to the same manner as that described in Examples 705 to 809 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 57
According to the same manner as that described in Examples 705 to 809 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 104 to 113, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 104 to 113.
TABLE 104__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________705 X 6-1 12-1 4.5-1 169 -15 18 3.1706 X 6-1 12-1 4.5-2 174 -21 12 3.2707 X 6-1 12-1 4.5-3 171 -24 11 2.9708 X 6-1 12-1 4.5-4 172 -25 19 3.3709 X 6-1 12-1 4.5-5 174 -13 14 3.5710 X 6-1 12-1 4.5-6 173 -12 13 3.2711 X 6-1 12-1 4.5-7 165 -11 19 3.5712 X 6-1 12-1 4.5-8 166 -15 20 3.1713 X 6-1 12-1 4.5-9 169 -18 10 3.0714 X 6-1 12-1 4.5-10 174 -19 11 2.9715 X 6-1 12-1 4.5-11 181 -17 14 2.8__________________________________________________________________________
TABLE 105__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________716 X 6-1 12-1 4.5-12 179 -20 13 3.3717 X 6-1 12-1 4.5-13 182 -25 19 3.6718 X 6-1 12-1 4.5-14 177 -10 10 3.3719 X 6-1 12-1 4.5-15 168 -14 9 3.5720 X 6-1 12-1 4.5-16 172 -13 8 3.5721 X 6-1 12-1 4.5-17 166 -12 14 3.2722 X 6-1 12-1 4.5-18 174 -16 12 3.0723 X 6-1 12-2 4.5-2 173 -17 11 2.9724 X 6-1 -- 4.5-2 198 -19 9 2.9725 Ti 6-1 12-1 4.5-2 195 -20 8 2.9__________________________________________________________________________
TABLE 106__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________726 X 6-2 12-1 4.5-1 180 -12 13 3.3727 X 6-2 12-1 4.5-2 177 -10 12 3.1728 X 6-2 12-1 4.5-3 175 -14 16 3.3729 X 6-2 12-1 4.5-4 176 -9 18 3.4730 X 6-2 12-1 4.5-5 175 -13 17 2.5731 X 6-2 12-1 4.5-6 177 -12 16 2.8732 X 6-2 12-1 4.5-7 174 -11 13 2.7733 X 6-2 12-1 4.5-8 169 -10 12 3.4734 X 6-2 12-1 4.5-9 170 -18 19 3.3735 X 6-2 12-1 4.5-10 172 -21 14 3.5736 X 6-2 12-1 4.5-11 173 -20 12 3.4__________________________________________________________________________
TABLE 107__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________737 X 6-2 12-1 4.5-12 170 -25 11 3.2738 X 6-2 12-1 4.5-13 168 -22 10 3.1739 X 6-2 12-1 4.5-14 174 -24 9 3.2740 X 6-2 12-1 4.5-15 176 -21 14 3.3741 X 6-2 12-1 4.5-16 175 -20 11 3.5742 X 6-2 12-1 4.5-17 177 -15 16 3.2743 X 6-2 12-1 4.5-18 176 -13 13 3.0744 X 6-2 12-2 4.5-2 169 -14 12 3.0745 X 6-2 -- 4.5-2 205 -13 11 3.1746 Ti 6-2 12-1 4.5-2 197 -12 18 3.4__________________________________________________________________________
TABLE 108__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________747 X 6-3 12-1 4.5-1 172 -19 20 2.9748 X 6-3 12-1 4.5-2 176 -20 9 2.8749 X 6-3 12-1 4.5-3 177 -11 14 2.9750 X 6-3 12-1 4.5-4 175 -18 13 3.0751 X 6-3 12-1 4.5-5 176 -17 15 3.0752 X 6-3 12-1 4.5-6 181 -17 21 3.5753 X 6-3 12-1 4.5-7 184 -12 12 3.3754 X 6-3 12-1 4.5-8 179 -9 13 3.2755 X 6-3 12-1 4.5-9 181 -13 11 3.3756 X 6-3 12-1 4.5-10 180 -8 15 3.1757 X 6-3 12-1 4.5-11 179 -5 16 3.4__________________________________________________________________________
TABLE 109__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________758 X 6-3 12-1 4.5-12 169 -9 18 3.4759 X 6-3 12-1 4.5-13 174 -14 16 3.1760 X 6-3 12-1 4.5-14 173 -21 15 3.2761 X 6-3 12-1 4.5-15 176 -16 13 3.3762 X 6-3 12-1 4.5-16 175 -13 11 3.4763 X 6-3 12-1 4.5-17 174 -12 12 3.1764 X 6-3 12-1 4.5-18 173 -11 10 3.0765 X 6-3 12-2 4.5-2 172 -9 9 3.1766 X 6-3 -- 4.5-2 201 -14 14 3.3767 Ti 6-3 12-1 4.5-2 192 -12 12 3.4__________________________________________________________________________
TABLE 110__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________768 X 6-4 12-1 4.5-1 181 -14 13 3.2769 X 6-4 12-1 4.5-2 179 -12 15 3.3770 X 6-4 12-1 4.5-3 174 -14 13 3.6771 X 6-4 12-1 4.5-4 173 -13 16 3.5772 X 6-4 12-1 4.5-5 176 -11 11 3.2773 X 6-4 12-1 4.5-6 171 -9 14 3.3774 X 6-4 12-1 4.5-7 173 -8 13 3.1775 X 6-4 12-1 4.5-8 174 -14 12 3.0776 X 6-4 12-1 4.5-9 176 -13 15 2.9777 X 6-4 12-1 4.5-10 175 -11 13 3.4778 X 6-4 12-1 4.5-11 174 -10 11 3.3__________________________________________________________________________
TABLE 111__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________779 X 6-4 12-1 4.5-12 172 -20 18 3.6780 X 6-4 12-1 4.5-13 173 -21 17 3.5781 X 6-4 12-1 4.5-14 174 -21 17 3.2782 X 6-4 12-1 4.5-15 174 -15 17 3.1783 X 6-4 12-1 4.5-16 170 -13 16 3.3784 X 6-4 12-1 4.5-17 169 -14 15 3.6785 X 6-4 12-1 4.5-18 181 -20 19 3.5786 X 6-4 12-2 4.5-2 182 13 20 3.1787 X 6-4 -- 4.5-2 199 -21 9 3.2788 Ti 6-4 12-1 4.5-2 195 -22 15 3.0__________________________________________________________________________
TABLE 112__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________789 X 6-5 12-1 4.5-1 169 -15 16 3.1790 X 6-5 12-1 4.5-2 177 -12 13 3.2791 X 6-5 12-1 4.5-3 174 -11 12 3.2792 X 6-5 12-1 4.5-4 168 -14 9 3.0793 X 6-5 12-1 4.5-5 170 -13 20 3.1794 X 6-5 12-1 4.5-6 171 -19 15 2.9795 X 6-5 12-1 4.5-7 176 -12 15 3.4796 X 6-5 12-1 4.5-8 182 -9 10 3.3797 X 6-5 12-1 4.5-9 179 -11 15 2.6798 X 6-5 12-1 4.5-10 181 -10 16 2.9799 X 6-5 12-1 4.5-11 169 -10 13 2.8__________________________________________________________________________
TABLE 113__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________800 X 6-5 12-1 4.5-12 166 -9 11 2.9801 X 6-5 12-1 4.5-13 174 -19 10 3.1802 X 6-5 12-1 4.5-14 173 -18 19 3.2803 X 6-5 12-1 4.5-15 177 -17 9 3.4804 X 6-5 12-1 4.5-16 174 -12 8 3.2805 X 6-5 12-1 4.5-17 175 -14 14 3.3806 X 6-5 12-1 4.5-18 176 -13 13 3.1807 X 6-5 12-2 4.5-2 173 -12 12 3.0808 X 6-5 -- 4.5-2 196 -15 11 3.4809 Ti 6-5 12-1 4.5-2 196 -12 12 3.3COMP. EX. 55 X C -- 4.5-1 266 -81 43 4.4COMP. EX. 56 X 6-5 -- A 200 -99 35 8.9COMP. EX. 57 X B -- 4.5-1 270 -92 36 4.1__________________________________________________________________________
Examples 810 to 956
According to the same manner as that described in Examples 705 to 809 except for using 50 parts by weight of a benzidine derivative represented by the formula (7) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 58
According to the same manner as that described in Examples 810 to 956 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 59
According to the same manner as that described in Examples 810 to 956 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 60
According to the same manner as that described in Examples 810 to 956 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 114 to 127, using the compound numbers of the above-described embodiments. The single-layer type photosensitive materials of the respective Examples and Comparative Examples were subjected to the above respective tests I and their characteristics were evaluated. The results are shown in Tables 114 to 127.
TABLE 114__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________810 X 7-1 12-1 4.5-1 181 -23 9 3.4811 X 7-1 12-1 4.5-2 169 -28 11 3.2812 X 7-1 12-1 4.5-3 183 -6 15 3.0813 X 7-1 12-1 4.5-4 185 -10 9 3.3814 X 7-1 12-1 4.5-5 171 -24 21 2.9815 X 7-1 12-1 4.5-6 167 -23 20 2.9816 X 7-1 12-1 4.5-7 173 -28 11 2.8817 X 7-1 12-1 4.5-8 169 -26 15 3.2818 X 7-1 12-1 4.5-9 183 -24 15 3.4819 X 7-1 12-1 4.5-10 169 -21 16 2.7820 X 7-1 12-1 4.5-11 171 -10 17 2.6__________________________________________________________________________
TABLE 115__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________821 X 7-1 12-1 4.5-12 169 -21 16 3.3822 X 7-1 12-1 4.5-13 176 -10 14 3.5823 X 7-1 12-1 4.5-14 176 -10 11 2.6824 X 7-1 12-1 4.5-15 182 -10 12 2.9825 X 7-1 12-1 4.5-16 175 -12 21 2.q826 X 7-1 12-1 4.5-17 174 -14 14 2.6827 X 7-1 12-1 4.5-18 181 -13 16 3.4828 X 7-1 12-1 4.5-2 176 -21 22 2.7829 X 7-1 -- 4.5-2 194 -7 24 2.8830 Ti 7-1 12-1 4.5-2 195 -19 25 3.5__________________________________________________________________________
TABLE 116__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________831 X 7-2 12-1 4.5-1 163 -9 19 2.9832 X 7-2 12-1 4.5-2 171 -13 22 3.3833 X 7-2 12-1 4.5-3 165 -15 24 2.5834 X 7-2 12-1 4.5-4 174 -10 16 2.8835 X 7-2 12-1 4.5-5 176 -23 14 3.6836 X 7-2 12-1 4.5-6 176 -9 10 3.7837 X 7-2 12-1 4.5-7 169 -11 11 3.5838 X 7-2 12-1 4.5-8 196 -11 9 2.8839 X 7-2 12-1 4.5-9 168 -22 14 3.4840 X 7-2 12-1 4.5-10 174 -21 16 2.8841 X 7-2 12-1 4.5-11 179 -9 19 2.7__________________________________________________________________________
TABLE 117__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________842 X 7-2 12-1 4.5-12 171 -24 24 3.2843 X 7-2 12-1 4.5-13 173 -10 19 3.5844 X 7-2 12-1 4.5-14 176 -25 9 2.9845 X 7-2 12-1 4.5-15 171 -14 24 3.4846 X 7-2 12-1 4.5-16 167 -16 14 3.2847 X 7-2 12-1 4.5-17 162 -21 12 2.9848 X 7-2 12-1 4.5-18 162 -21 11 2.7849 X 7-2 12-2 4.5-2 163 -21 22 2.8850 X 7-2 -- 4.5-2 196 -9 16 3.4851 Ti 7- 2 12-1 4.5-2 199 -9 14 3.1__________________________________________________________________________
TABLE 118__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________852 X 7-3 12-1 4.5-1 140 -20 10 2.9853 X 7-3 12-1 4.5-2 105 -21 9 3.4854 X 7-3 12-1 4.5-3 173 -10 20 3.1855 X 7-3 12-1 4.5-4 171 -8 10 3.2856 X 7-3 12-1 4.5-5 182 -22 8 2.7857 X 7-3 12-1 4.5-6 179 -23 19 2.7858 X 7-3 12-1 4.5-7 179 -9 17 2.9859 X 7-3 12-1 4.5-8 180 -8 10 2.9860 X 7-3 12-1 4.5-9 174 -15 14 2.9861 X 7-3 12-1 4.5-10 162 -14 12 3.3862 X 7-3 12-1 4.5-11 168 -12 18 3.1__________________________________________________________________________
TABLE 119__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________863 X 7-3 12-1 4.5-12 140 -10 16 2.5864 X 7-3 12-1 4.5-13 105 -8 18 2.5865 X 7-3 12-1 4.5-14 171 -22 13 2.5866 X 7-3 12-1 4.5-15 173 -23 15 3.2867 X 7-3 12-1 4.5-16 182 -24 23 3.3868 X 7-3 12-1 4.5-17 174 -18 8 2.6869 X 7-3 12-1 4.5-18 162 -19 21 2.9870 X 7-3 12-2 4.5-2 105 -20 10 3.1871 X 7-3 -- 4.5-2 199 -20 11 2.5872 Ti 7-3 12-1 4.5-2 209 -21 20 2.5__________________________________________________________________________
TABLE 120__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________873 X 7-4 12-1 4.5-1 173 -24 23 2.5874 X 7-4 12-1 4.5-2 167 -7 25 3.1875 X 7-4 12-1 4.5-3 171 -8 24 3.3876 X 7-4 12-1 4.5-4 165 -13 21 3.4877 X 7-4 12-1 4.5-5 169 -12 9 2.6878 X 7-4 12-1 4.5-6 181 -19 19 2.7879 X 7-4 12-1 4.5-7 183 -20 20 3.3880 X 7-4 12-1 4.5-8 176 -21 8 3.6881 X 7-4 12-1 4.5-9 169 -10 8 2.7882 X 7-4 12-1 4.5-10 171 -8 8 2.6883 X 7-4 12-1 4.5-11 169 -6 8 3.5__________________________________________________________________________
TABLE 121__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________884 X 7-4 12-1 4.5-12 176 -25 23 3.1885 X 7-4 12-1 4.5-13 176 -13 18 3.1886 X 7-4 12-1 4.5-14 182 -24 21 3.1887 X 7-4 12-1 4.5-15 181 -12 9 2.9888 X 7-4 12-1 4.5-16 180 -10 10 2.7889 X 7-4 12-1 4.5-17 180 -6 8 3.2890 X 7-4 12-1 4.5-18 180 -24 13 3.0891 X 7-4 12-2 4.5-2 180 -21 15 2.8892 X 7-4 -- 4.5-2 204 -6 18 3.0893 Ti 7-4 12-1 4.5-2 201 -10 23 3.3__________________________________________________________________________
TABLE 122__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________894 X 7-5 12-1 4.5-1 171 -4 8 3.1895 X 7-5 12-1 4.5-2 176 -20 10 3.4896 X 7-5 12-1 4.5-3 181 -16 14 2.9897 X 7-5 12-1 4.5-4 174 -21 9 3.1898 X 7-5 12-1 4.5-5 175 -24 20 3.2899 X 7-5 12-1 4.5-6 182 -23 21 2.8900 X 7-5 12-1 4.5-7 176 -28 19 2.8901 X 7-5 12-1 4.5-8 176 -26 17 2.7902 X 7-5 12-1 4.5-9 169 -24 10 2.9903 X 7-5 12-1 4.5-10 171 -21 12 3.1904 X 7-5 12-1 4.5-11 169 -6 14 3.3__________________________________________________________________________
TABLE 123__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________905 X 7-5 12-1 4.5-12 176 -10 15 3.4906 X 7-5 12-1 4.5-13 183 -12 16 2.6907 X 7-5 12-1 4.5-14 181 -24 18 2.5908 X 7-5 12-1 4.5-15 169 -13 13 3.3909 X 7-5 12-1 4.5-16 165 -25 15 3.2910 X 7-5 12-1 4.5-17 171 -6 21 3.1911 X 7-5 12-1 4.5-18 167 -8 23 3.5912 X 7-5 12-2 4.5-2 173 -10 8 2.5913 X 7-5 -- 4.5-2 205 -21 10 2.5914 Ti 7-5 12-1 4.5-2 202 -20 11 2.8__________________________________________________________________________
TABLE 124__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________915 X 7-6 12-1 4.5-1 171 -12 21 3.1916 X 7-6 12-1 4.5-2 163 -8 23 3.3917 X 7-6 12-1 4.5-3 165 -7 24 3.4918 X 7-6 12-1 4.5-4 167 -24 21 2.6919 X 7-6 12-1 4.5-5 171 -21 9 2.7920 X 7-6 12-1 4.5-6 174 -20 19 3.3921 X 7-6 12-1 4.5-7 176 -19 20 3.4922 X 7-6 12-1 4.5-8 173 -18 8 2.6923 X 7-6 12-1 4.5-9 176 -24 9 2.7924 X 7-6 12-1 4.5-10 169 -23 21 2.6925 X 7-6 12-1 4.5-11 162 -22 23 2.7__________________________________________________________________________
TABLE 125__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________926 X 7-6 12-1 4.5-12 168 -8 18 3.5927 X 7-6 12-1 4.5-13 174 -10 15 3.4928 X 7-6 12-1 4.5-14 180 -12 13 3.4929 X 7-6 12-1 4.5-15 179 -14 9 2.7930 X 7-6 12-1 4.5-16 179 -15 10 2.7931 X 7-6 12-1 4.5-17 182 -8 8 2.9932 X 7-6 12-1 4.5-18 171 -9 13 3.3933 X 7-6 12-2 4.5-2 173 -23 15 3.3934 X 7-6 - 4.5-2 210 -22 18 3.5935 Ti 7-6 12-1 4.5-2 209 -8 23 2.9__________________________________________________________________________
TABLE 126__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________936 X 7-7 12-1 4.5-1 167 -9 20 2.8937 X 7-7 12-1 4.5-2 163 -5 5 3.3938 X 7-7 12-1 4.5-3 172 -13 18 2.8939 X 7-7 12-1 4.5-4 183 -25 8 2.6940 X 7-7 12-1 4.5-5 180 -24 15 2.9941 X 7-7 12-1 4.5-6 164 -11 20 3.9942 X 7-7 12-1 4.5-7 166 -19 18 3.1943 X 7-7 12-1 4.5-8 175 -10 5 2.7944 X 7-7 12-1 4.5-9 161 -22 19 3.2945 X 7-7 12-1 4.5-10 182 -18 21 3.3946 X 7-7 12-1 4.5-11 166 -7 6 3.3__________________________________________________________________________
TABLE 127__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________947 X 7-7 12-1 4.5-12 163 -20 13 2.6948 X 7-7 12-1 4.5-13 172 -10 16 3.0949 X 7-7 12-1 4.5-14 182 -24 7 2.8950 X 7-7 12-1 4.5-15 175 -7 11 3.1951 X 7-7 12-1 4.5-16 180 -12 19 2.7952 X 7-7 12-1 4.5-17 164 -22 18 2.5953 X 7-7 12-1 4.5-18 161 -12 16 3.2954 X 7-7 12-2 4.5-2 181 -20 19 3.3955 X 7-7 -- 4.5-2 201 -18 23 2.9956 Ti 7-7 12-1 4.5-2 205 -11 13 2.6COMP. EX. 58 X C -- 4.5-1 264 -74 40 4.9COMP. EX. 59 X 7-1 -- A 208 -66 38 9.4COMP. EX. 60 X B -- 4.5-1 284 -100 36 4.6__________________________________________________________________________
Examples 957 to 1040
According to the same manner as that described in Examples 705 to 809 except for using 50 parts by weight of a benzidine derivative represented by the formula (8) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 61
According to the same manner as that described in Examples 957 to 1040 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 62
According to the same manner as that described in Examples 957 to 1040 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 63
According to the same manner as that described in Examples 957 to 1040 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 128 to 135, using the compound numbers of the above-described embodiments. The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 128 to 135.
TABLE 128__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________957 X 8-1 12-1 4.5-1 164 -19 9 2.5958 X 8-1 12-1 4.5-2 161 -6 5 2.4959 X 8-1 12-1 4.5-3 179 -14 9 2.4960 X 8-1 12-1 4.5-4 185 -20 12 3.2961 X 8-1 12-1 4.5-5 167 -11 22 3.3962 X 8-1 12-1 4.5-6 181 -21 10 3.6963 X 8-1 12-1 4.5-7 167 -19 19 3.5964 X 8-1 12-1 4.5-8 170 -19 16 2.7965 X 8-1 12-1 4.5-9 173 -8 20 2.8966 X 8-1 12-1 4.5-10 165 -10 22 3.3967 X 8-1 12-1 4.5-11 186 -22 18 2.9__________________________________________________________________________
TABLE 129__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________968 X 8-1 12-1 4.5-12 179 -9 14 2.5969 X 8-1 12-1 4.5-13 161 -14 15 3.0970 X 8-1 12-1 4.5-14 172 -20 6 2.5971 X 8-1 12-1 4.5-15 179 -17 15 2.4972 X 8-1 12-1 4.5-16 162 -11 10 3.0973 X 8-1 12-1 4.5-17 180 -23 19 3.2974 X 8-1 12-1 4.5-18 170 -9 7 3.6975 X 8-1 12-2 4.5-2 168 -20 8 3.0976 X 8-1 -- 4.5-2 201 -5 24 3.5977 Ti 8-1 12-1 4.5-2 196 -14 22 3.3__________________________________________________________________________
TABLE 130__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________978 X 8-2 12-1 4.5-1 165 -23 9 3.2979 X 8-2 12-1 4.5-2 181 -11 11 3.0980 X 8-2 12-1 4.5-3 178 -12 14 2.8981 X 8-2 12-1 4.5-4 162 -16 11 3.6982 X 8-2 12-1 4.5-5 170 -19 18 2.8983 X 8-2 12-1 4.5-6 181 -22 18 3.6984 X 8-2 12-1 4.5-7 164 -18 10 2.6985 X 8-2 12-1 4.5-8 177 -6 22 3.5986 X 8-2 12-1 4.5-9 168 -20 14 2.4987 X 8-2 12-1 4.5-10 178 -13 20 3.0988 X 8-2 12-1 4.5-11 180 -8 8 2.9__________________________________________________________________________
TABLE 131__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________989 X 8-2 12-1 4.5-12 160 -18 19 3.2990 X 8-2 12-1 4.5-13 184 -22 25 3.5991 X 8-2 12-1 4.5-14 169 -13 9 3.3992 X 8-2 12-1 4.5-15 178 -22 16 2.9993 X 8-2 12-1 4.5-16 165 -23 16 2.9994 X 8-2 12-1 4.5-17 167 -8 10 2.8995 X 8-2 12-1 4.5-18 181 -14 18 3.3996 X 8-2 12-2 4.5-2 179 -6 22 3.5997 X 8-2 -- 4.5-2 199 -20 8 2.4998 Ti 8-2 12-1 4.5-2 194 -13 20 2.9__________________________________________________________________________
TABLE 132__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________ 999 X 8-3 12-1 4.5-1 180 -21 7 3.01000 X 8-3 12-1 4.5-2 163 -7 23 3.21001 X 8-3 12-1 4.5-3 174 -20 9 2.41002 X 8-3 12-1 4.5-4 174 -6 5 2.91003 X 8-3 12-1 4.5-5 179 -17 14 2.71004 X 8-3 12-1 4.5-6 180 -8 11 2.71005 X 8-3 12-1 4.5-7 166 -19 19 3.41006 X 8-3 12-1 4.5-8 162 -5 8 2.61007 X 8-3 12-1 4.5-9 185 -17 23 2.91008 X 8-3 12-1 4.5-10 179 -22 19 2.61009 X 8-3 12-1 4.5-11 181 -16 22 3.0__________________________________________________________________________
TABLE 133__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1010 X 8-3 12-1 4.5-12 181 -19 6 3.01011 X 8-3 12-1 4.5-13 177 -25 19 3.41012 X 8-3 12-1 4.5-14 163 -21 11 2.71013 X 8-3 12-1 4.5-15 178 -20 9 3.11014 X 8-3 12-1 4.5-16 181 -23 23 3.31015 X 8-3 12-1 4.5-17 176 -17 17 2.61016 X 8-3 12-1 4.5-18 172 -10 19 2.41017 X 8-3 12-2 4.5-2 177 -7 22 2.91018 X 8-3 -- 4.5-2 190 -11 20 2.91019 Ti 8-3 12-1 4.5-2 199 -13 7 3.1__________________________________________________________________________
TABLE 134__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1020 X 8-4 12-1 4.5-1 176 -16 18 3.41021 X 8-4 12-1 4.5-2 177 -20 23 2.91022 X 8-4 12-1 4.5-3 180 -9 11 3.11023 X 8-4 12-1 4.5-4 163 -19 18 2.81024 X 8-4 12-1 4.5-5 180 -22 7 3.31025 X 8-4 12-1 4.5-6 176 -23 20 2.41026 X 8-4 12-1 4.5-7 185 -7 16 3.21027 X 8-4 12-1 4.5-8 178 -19 12 2.51028 X 8-4 12-1 4.5-9 180 -15 19 3.61029 X 8-4 12-1 4.5-10 181 -16 24 2.91030 X 8-4 12-1 4.5-11 166 -21 25 2.5__________________________________________________________________________
TABLE 135__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1031 X 8-4 12-1 4.5-12 163 -8 15 2.61032 X 8-4 12-1 4.5-13 160 -20 7 2.81033 X 8-4 12-1 4.5-14 178 -17 18 3.31034 X 8-4 12-1 4.5-15 172 -11 21 3.01035 X 8-4 12-1 4.5-16 161 -21 17 2.91036 X 8-4 12-1 4.5-17 174 -6 5 2.61037 X 8-4 12-1 4.5-18 183 -15 14 2.81038 X 8-4 12-2 4.5-2 179 -11 16 2.51039 X 8-4 -- 4.5-2 194 -13 6 3.01040 Ti 8-4 12-1 4.5-2 192 -22 19 3.1COMP. EX. 61 X C -- 4.5-1 280 -84 34 4.4COMP. EX. 62 X 8-1 -- A 214 -69 29 9.6COMP. EX. 63 X B -- 4.5-1 275 -94 31 4.2__________________________________________________________________________
Examples 1041 to 1124
According to the same manner as that described in Examples 705 to 809 except for using 50 parts by weight of a benzidine derivative represented by the formula (9) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 64
According to the same manner as that described in Examples 1041 to 1124 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 65
According to the same manner as that described in Examples 1041 to 1124 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 66
According to the same manner as that described in Examples 1041 to 1124 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples were shown in Tables 136 to 143, using the compound numbers of the above-described embodiments. The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 136 to 143.
TABLE 136__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1041 X 9-1 12-1 4.5-1 168 -20 9 3.81042 X 9-1 12-1 4.5-2 183 -18 12 2.41043 X 9-1 12-1 4.5-3 176 -12 18 3.31044 X 9-1 12-1 4.5-4 174 -21 21 2.61045 X 9-1 12-1 4.5-5 180 -25 6 2.41046 X 9-1 12-1 4.5-6 163 -19 17 3.01047 X 9-1 12-1 4.5-7 182 -24 21 2.61048 X 9-1 12-1 4.5-8 176 -20 11 3.21049 X 9-1 12-1 4.5-9 180 -9 18 3.61050 X 9-1 12-1 4.5-10 175 -21 19 2.91051 X 9-1 12-1 4.5-11 160 -12 12 3.0__________________________________________________________________________
TABLE 137__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1052 X 9-1 12-1 4.5-12 161 -17 7 2.91053 X 9-1 12-1 4.5-13 172 -21 12 2.81054 X 9-1 12-1 4.5-14 170 -8 17 2.91055 X 9-1 12-1 4.5-15 165 -19 20 3.51056 X 9-1 12-1 4.5-16 178 -6 9 3.21057 X 9-1 12-1 4.5-17 179 -10 20 3.01058 X 9-1 12-1 4.5-18 163 -12 21 3.31059 X 9-1 12-2 4.5-2 162 -20 8 3.51060 X 9-1 -- 4.5-2 201 -5 13 3.11061 Ti 9-1 12-1 4.5-2 201 -16 19 2.4__________________________________________________________________________
TABLE 138__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1062 X 9-2 12-1 4.5-1 175 -7 8 2.61063 X 9-2 12-1 4.5-2 178 -19 11 3.31064 X 9-2 12-1 4.5-3 180 -14 20 3.31065 X 9-2 12-1 4.5-4 171 -17 12 3.51066 X 9-2 12-1 4.5-5 166 -21 19 2.61067 X 9-2 12-1 4.5-6 180 -8 11 3.11068 X 9-2 12-1 4.5-7 168 -18 16 2.41069 X 9-2 12-1 4.5-8 177 -24 9 3.21070 X 9-2 12-1 4.5-9 175 -9 17 3.21071 X 9-2 12-1 4.5-10 169 -11 23 2.91072 X 9-2 12-1 4.5-11 172 -16 10 3.0__________________________________________________________________________
TABLE 139__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1073 X 9-2 12-1 4.5-12 168 -24 20 2.51074 X 9-2 12-1 4.5-13 166 -21 25 2.41075 X 9-2 12-1 4.5-14 171 -14 11 3.01076 X 9-2 12-1 4.5-15 176 -21 17 2.61077 X 9-2 12-1 4.5-16 181 -22 15 3.31078 X 9-2 12-1 4.5-17 172 -17 8 2.91079 X 9-2 12-1 4.5-18 183 -20 18 2.61080 X 9-2 12-2 4.5-2 169 -12 13 3.01081 X 9-2 -- 4.5-2 196 -23 23 2.81082 Ti 9-2 12-1 4.5-2 204 -24 18 3.5__________________________________________________________________________
TABLE 140__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1083 X 9-3 12-1 4.5-1 177 -14 9 3.01084 X 9-3 12-1 4.5-2 169 -19 20 2.41085 X 9-3 12-1 4.5-3 160 -22 13 3.21086 X 9-3 12-1 4.5-4 183 -15 25 3.61087 X 9-3 12-1 4.5-5 171 -20 21 2.41088 X 9-3 12-1 4.5-6 178 -19 11 2.91089 X 9-3 12-1 4.5-7 162 -8 14 2.71090 X 9-3 12-1 4.5-8 171 -16 10 2.61091 X 9-3 12-1 4.5-9 180 -14 9 3.31092 X 9-3 12-1 4.5-10 165 -19 18 3.21093 X 9-3 12-1 4.5-11 165 -23 14 2.5__________________________________________________________________________
TABLE 141__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1094 X 9-3 12-1 4.5-12 176 -7 19 2.91095 X 9-3 12-1 4.5-13 171 -21 8 3.51096 X 9-3 12-1 4.5-14 181 -22 23 2.41097 X 9-3 12-1 4.5-15 166 -11 22 2.61098 X 9-3 12-1 4.5-16 170 -13 21 2..91099 X 9-3 12-1 4.5-17 168 -8 18 2.91100 X 9-3 12-1 4.5-18 179 -23 17 3.61101 X 9-3 12-2 4.5-2 183 -16 14 2.81102 X 9-3 -- 4.5-2 210 -20 19 2.81103 Ti 9-3 12-1 4.5-2 206 -11 9 3.2__________________________________________________________________________
TABLE 142__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1104 X 9-4 12-1 4.5-1 171 -22 21 2.61105 X 9-4 12-1 4.5-2 180 -5 13 2.91106 X 9-4 12-1 4.5-3 162 -8 23 3.31107 X 9-4 12-1 4.5-4 176 -19 8 2.61108 X 9-4 12-1 4.5-5 179 -16 18 3.11109 X 9-4 12-1 4.5-6 170 -16 19 3.21110 X 9-4 12-1 4.5-7 185 -5 14 3.61111 X 9-4 12-1 4.5-8 167 -18 20 2.71112 X 9-4 12-1 4.5-9 173 -23 13 3.31113 X 9-4 12-1 4.5-10 179 -6 21 3.01114 X 9-4 12-1 4.5-11 180 -19 12 2.7__________________________________________________________________________
TABLE 143__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1115 X 9-4 12-1 4.5-12 168 -15 9 3.21116 X 9-4 12-1 4.5-13 162 -20 6 2.91117 X 9-4 12-1 4.5-14 176 -19 19 2.61118 X 9-4 12-1 4.5-15 167 -21 10 3.61119 X 9-4 12-1 4.5-16 183 -23 6 3.31120 X 9-4 12-1 4.5-17 173 -8 22 2.91121 X 9-4 12-1 4.5-18 180 -10 25 3.11122 X 9-4 12-2 4.5-2 181 -11 18 2.91123 X 9-4 -- 4.5-2 200 -20 14 2.71124 Ti 9-4 12-1 4.5-2 201 -15 8 2.8COMP. EX. 64 X C -- 4.5-1 288 -80 41 4.7COMP. EX. 65 X 9-1 -- A 211 -85 39 9.1COMP. EX. 66 X B -- 4.5-1 269 -92 31 4.4__________________________________________________________________________
Examples 1125 to 1208
According to the same manner as that described in Examples 705 to 809 except for using 50 parts by weight of an o-phenylenediamine derivative represented by the formula (10) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 67
According to the same manner as that described in Examples 1125 to 1208 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 68
According to the same manner as that described in Examples 1125 to 1208 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 69
According to the same manner as that described in Examples 1125 to 1208 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 144 to 151, using the compound numbers of the above-described embodiments. The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 144 to 151.
TABLE 144__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1125 X 10-1 12-1 4.5-1 170 -11 12 1.71126 X 10-1 12-1 4.5-2 182 -22 8 1.21127 X 10-1 12-1 4.5-3 161 -6 5 1.51128 X 10-1 12-1 4.5-4 178 -20 14 2.01129 X 10-1 12-1 4.5-5 166 -10 11 2.11130 X 10-1 12-1 4.5-6 160 -24 16 1.41131 X 10-1 12-1 4.5-7 169 -11 20 2.01132 X 10-1 12-1 4.5-8 162 -12 6 1.51133 X 10-1 12-1 4.5-9 175 -9 18 1.41134 X 10-1 12-1 4.5-10 163 -18 11 1.81135 X 10-1 12-1 4.5-11 184 -13 16 2.0__________________________________________________________________________
TABLE 145__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1136 X 10-1 12-1 4.5-12 180 -20 22 2.21137 X 10-1 12-1 4.5-13 175 -7 7 1.61138 X 10-1 12-1 4.5-14 180 -6 23 1.31139 X 10-1 12-1 4.5-15 161 -24 19 1.51140 X 10-1 12-1 4.5-16 177 -12 12 1.71141 X 10-1 12-1 4.5-17 177 -20 13 1.71142 X 10-1 12-1 4.5-18 170 -10 21 1.91143 X 10-1 12-2 4.5-2 179 -10 7 1.31144 X 10-1 -- 4.5-2 211 -9 24 1.81145 Ti 10-1 12-1 4.5-2 209 -23 16 1.4__________________________________________________________________________
TABLE 146__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1146 X 10-2 12-1 4.5-1 166 -19 19 1.21147 X 10-2 12-1 4.5-2 175 -23 12 2.21148 X 10-2 12-1 4.5-3 163 -10 25 1.71149 X 10-2 12-1 4.5-4 184 -18 10 1.61150 X 10-2 12-1 4.5-5 161 -7 9 1.31151 X 10-2 12-1 4.5-6 169 -18 13 1.51152 X 10-2 12-1 4.5-7 173 -20 21 1.71153 X 10-2 12-1 4.5-8 177 -15 17 2.21154 X 10-2 12-1 4.5-9 168 -22 23 2.11155 X 10-2 12-1 4.5-10 164 -12 15 1.61156 X 10-2 12-1 4.5-11 163 -19 12 1.2__________________________________________________________________________
TABLE 147__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1157 X 10-2 12-1 4.5-12 173 -25 20 1.21158 X 10-2 12-1 4.5-13 170 -5 22 2.01159 X 10-2 12-1 4.5-14 166 -18 25 1.91160 X 10-2 12-1 4.5-15 182 -12 8 2.01161 X 10-2 12-1 4.5-16 173 -18 12 1.21162 X 10-2 12-1 4.5-17 178 -22 9 1.61163 X 10-2 12-1 4.5-18 184 -10 1.6 1.21164 X 10-2 12-2 4.5-2 160 -22 1.7 2.01165 X 10-2 -- 4.5-2 204 -5 2.1 1.81166 Ti 10-2 12- 4.5-2 214 -20 1.4 2.1__________________________________________________________________________
TABLE 148__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1167 X 10-3 12-1 4.5-1 165 -8 10 1.31168 X 10-3 12-1 4.5-2 185 -5 15 1.41169 X 10-3 12-1 4.5-3 163 -7 20 1.21170 X 10-3 12-1 4.5-4 179 -25 5 1.91171 X 10-3 12-1 4.5-5 185 -10 19 2.01172 X 10-3 12-1 4.5-6 165 -13 9 1.41173 X 10-3 12-1 4.5-7 168 -25 24 2.11174 X 10-3 12-1 4.5-8 182 -6 11 1.51175 X 10-3 12-1 4.5-9 172 -20 22 1.21176 X 10-3 12-1 4.5-10 177 -23 5 1.21177 X 10-3 12-1 4.5-11 184 -8 18 2.0__________________________________________________________________________
TABLE 149__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1178 X 10-3 12-1 4.5-12 169 -10 13 1.91179 X 10-3 12-1 4.5-13 170 -21 8 1.51180 X 10-3 12-1 4.5-14 179 -11 10 1.31181 X 10-3 12-1 4.5-15 163 -20 25 1.61182 X 10-3 12-1 4.5-16 184 -9 20 1.81183 X 10-3 12-1 4.5-17 170 -21 18 1.31184 X 10-3 12-1 4.5-18 182 -6 7 2.21185 X 10-3 12-2 4.5-2 175 -6 10 1.61186 X 10-3 -- 4.5-2 211 -10 13 1.61187 Ti 10-3 12-1 4.5-2 205 -8 24 1.5__________________________________________________________________________
TABLE 150__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1188 X 10-4 12-1 4.5-1 182 -13 16 2.01189 X 10-4 12-1 4.5-2 172 -21 12 1.81190 X 10-4 12-1 4.5-3 166 -16 8 1.51191 X 10-4 12-1 4.5-4 169 -6 15 1.31192 X 10-4 12-1 4.5-5 177 -19 20 2.21193 X 10-4 12-1 4.5-6 161 -10 22 1.81194 X 10-4 12-1 4.5-7 160 -16 9 1.91195 X 10-4 12-1 4.5-8 183 -21 23 1.51196 X 10-4 12-1 4.5-9 166 -23 18 1.81197 X 10-4 12-1 4.5-10 177 -17 15 1.91198 X 10-4 12-1 4.5-11 180 -22 5 1.3__________________________________________________________________________
TABLE 151__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1199 X 10-4 12-1 4.5-12 162 -13 19 1.51200 X 10-4 12-1 4.5-13 177 -8 12 2.11201 X 10-4 12-1 4.5-14 179 -20 17 1.41202 X 10-4 12-1 4.5-15 185 -23 17 2.11203 X 10-4 12-1 4.5-16 167 -7 25 1.21204 X 10-4 12-1 4.5-17 188 -11 19 2.21205 X 10-4 12-1 4.5-18 180 -16 12 1.31206 X 10-4 12-2 4.5-2 184 -12 20 1.51207 X 10-4 -- 4.5-2 203 -10 19 1.81208 Ti 10-4 12-1 4.5-2 199 -8 12 1.6COMP. EX. 67 X C -- 4.5-1 269 -71 33 4.7COMP. EX. 68 X 10-1 -- A 211 -69 31 5.9COMP. EX. 69 X B -- 14.5-1 272 -91 30 4.5__________________________________________________________________________
Examples 1209 to 1313
According to the same manner as that described in Examples 705 to 809 except for using 50 parts by weight of a m-phenylenediamine derivative represented by the formula (11) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced, respectively.
Comparative Example 70
According to the same manner as that described in Examples 1209 to 1313 except for using 50 parts by weight of a carbazole hydrazone derivative represented by the formula (C) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 71
According to the same manner as that described in Examples 1209 to 1313 except for using 100 parts by weight of a bisphenol A type polycarbonate represented by the formula (A) as the binding resin, a single-layer type photosensitive material for digital light source was produced.
Comparative Example 72
According to the same manner as that described in Examples 1209 to 1313 except for using 50 parts by weight of a conventional benzidine derivative represented by the formula (B) as the hole transferring material, a single-layer type photosensitive material for digital light source was produced.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples and Comparative Examples are shown in Tables 152 to 161, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples and Comparative Examples was subjected to the above respective tests I and its characteristics were evaluated. The results are shown in Tables 152 to 161.
TABLE 152__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1209 X 11-1 12-1 4.5-1 185 -25 21 2.01210 X 11-1 12-1 4.5-2 179 -5 23 1.21211 X 11-1 12-1 4.5-3 160 -25 5 1.21212 X 11-1 12-1 4.5-4 180 -24 18 2.21213 X 11-1 12-1 4.5-5 174 -19 9 1.31214 X 11-1 12-1 4.5-6 178 -11 11 1.81215 X 11-1 12-1 4.5-7 183 -6 22 1.61216 X 11-1 12-1 4.5-8 166 -10 16 1.21217 X 11-1 12-1 4.5-9 179 -9 15 1.71218 X 11-1 12-1 4.5-10 168 -22 19 2.01219 X 11-1 12-1 4.5-11 173 -12 5 1.3__________________________________________________________________________
TABLE 153__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1220 X 11-1 12-1 4.5-12 161 -8 12 1.81221 X 11-1 12-1 4.5-13 162 -20 8 2.11222 X 11-1 12-1 4.5-14 174 -17 20 1.21223 X 11-1 12-1 4.5-15 166 -11 13 2.01224 X 11-1 12-1 4.5-16 177 -23 7 2.21225 X 11-1 12-1 4.5-17 161 -22 8 2.01226 X 11-1 12-1 4.5-18 160 -20 5 1.71227 X 11-1 12-2 4.5-2 178 -12 18 2.11228 X 11- -- 4.5-2 192 -16 15 1.71229 Ti 11-1 12-1 4.5-2 199 -18 8 1.5__________________________________________________________________________
TABLE 154__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1230 X 11-2 12-1 4.5-1 181 -13 11 1.81231 X 11-2 12-1 4.5-2 174 -22 11 1.81232 X 11-2 12-1 4.5-3 181 -20 20 1.31233 X 11-2 12-1 4.5-4 180 -9 19 2.21234 X 11-2 12-1 4.5-5 163 -18 6 1.71235 X 11-2 12-1 4.5-6 161 -12 9 1.81236 X 11-2 12-1 4.5-7 180 -24 19 1.51237 X 11-2 12-1 4.5-8 179 -20 6 1.91238 X 11-2 12-1 4.5-9 184 -18 11 1.41239 X 11-2 12-1 4.5-10 163 -12 15 1.61240 X 11-2 12-1 4.5-11 170 -25 20 1.6__________________________________________________________________________
TABLE 155__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1241 X 11-2 12-1 4.5-12 166 -24 23 1.41242 X 11-2 12-1 4.5-13 184 -23 21 1.31243 X 11-2 12-1 4.5-14 177 -16 18 1.31244 X 11-2 12-1 4.5-15 160 -10 8 1.21245 X 11-2 12-1 4.5-16 179 -12 11 1.51246 X 11-2 12-1 4.5-17 183 -20 16 2.01247 X 11-2 12-1 4.5-18 162 -22 18 1.61248 X 11-2 12-2 4.5-2 185 -15 16 1.61249 X 11-2 -- 4.5-2 190 -11 19 1.81250 Ti 11-2 12-1 4.5-2 197 -20 20 1.3__________________________________________________________________________
TABLE 156__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1251 X 11-3 12-1 4.5-1 173 -17 15 1.41252 X 11-3 12-1 4.5-2 180 -9 5 1.21253 X 11-3 12-1 4.5-3 165 -20 13 2.01254 X 11-3 12-1 4.5-4 160 -5 8 2.11255 X 11-3 12-1 4.5-5 177 -21 11 1.41256 X 11-3 12-1 4.5-6 168 -13 25 2.01257 X 11-3 12-1 4.5-7 176 -11 6 2.21258 X 11-3 12-1 4.5-8 180 -20 10 1.61259 X 11-3 12-1 4.5-9 185 -25 22 1.51260 X 11-3 12-1 4.5-10 180 -16 5 1.21261 X 11-3 12-1 4.5-11 183 -19 19 1.8__________________________________________________________________________
TABLE 157__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1262 X 11-3 12-1 4.5-12 164 -25 7 2.21263 X 11-3 12-1 4.5-13 178 -6 20 1.61264 X 11-3 12-1 4.5-14 173 -20 12 1.31265 X 11-3 12-1 4.5-15 161 -11 5 1.91266 X 11-3 12-1 4.5-16 169 -22 10 1.71267 X 11-3 12-1 4.5-17 183 -19 9 2.01268 X 11-3 12-1 4.5-18 179 -15 18 2.21269 X 11-3 12-2 4.5-2 182 -18 5 1.31270 X 11-3 -- 4.5-2 199 -25 23 2.11271 Ti 11-3 12-1 4.5-2 211 -6 16 1.6__________________________________________________________________________
TABLE 158__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1272 X 11-4 12-1 4.5-1 165 -23 11 1.81273 X 11-4 12-1 4.5-2 175 -13 18 1.41274 X 11-4 12-1 4.5-3 181 -16 7 1.31275 X 11-4 12-1 4.5-4 170 -20 22 1.41276 X 11-4 12-1 4.5-5 185 -18 16 1.21277 X 11-4 12-1 4.5-6 165 -24 13 2.01278 X 11-4 12-1 4.5-7 174 -8 6 2.21279 X 11-4 12-1 4.5-8 162 -25 24 1.81280 X 11-4 12-1 4.5-9 179 -10 9 1.51281 X 11-4 12-1 4.5-10 166 -23 8 2.01282 X 11-4 12-1 4.5-11 183 -16 11 2.1__________________________________________________________________________
TABLE 159__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1283 X 11-4 12-1 4.5-12 170 -8 23 1.91284 X 11-4 12-1 4.5-13 184 -15 19 1.51285 X 11-4 12-1 4.5-14 168 -11 18 1.61286 X 11-4 12-1 4.5-15 160 -24 20 1.31287 X 11-4 12-1 4.5-16 178 -20 19 1.91288 X 11-4 12-1 4.5-17 163 -10 9 2.01289 X 11-4 12-1 4.5-18 185 -19 24 1.51290 X 11-4 12-2 4.5-2 182 -12 18 1.41291 X 11-4 -- 4.5-2 206 -16 23 1.81292 Ti 11-4 12-1 4.2-2 198 -24 25 2.0__________________________________________________________________________
TABLE 160__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1293 X 11-5 12-1 4.5-1 175 -21 11 1.81294 X 11-5 12-1 4.5-2 162 -5 13 1.21295 X 11-5 12-1 4.5-3 166 -23 8 2.01296 X 11-5 12-1 4.5-4 177 -21 5 2.11297 X 11-5 12-1 4.5-5 181 -16 20 1.31298 X 11-5 12-1 4.5-6 183 -17 18 1.91299 X 11-5 12-1 4.5-7 160 -20 12 1.21300 X 11-5 12-1 4.5-8 177 -10 7 1.71301 X 11-5 12-1 4.5-9 168 -24 10 1.51302 X 11-5 12-1 4.5-10 185 -11 23 1.91303 X 11-5 12-1 4.5-11 18o -7 15 1.7__________________________________________________________________________
TABLE 161__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1304 X 11-5 12-1 4.5-12 179 -9 25 2.01305 X 11-5 12-1 4.5-13 173 -19 8 2.01306 X 11-5 12-1 4.5-14 182 -8 10 1.51307 X 11-5 12-1 4.5-15 162 -15 9 2.21308 X 11-5 12-1 4.5-16 161 -21 23 1.81309 X 11-5 12-1 4.5-17 167 -13 13 1.31310 X 11-5 12-1 4.5-18 173 -18 18 2.11311 X 11-5 12-2 4.5-2 183 -24 22 2.01312 X 11-5 -- 4.5-2 200 -9 25 1.61313 Ti 11-5 12-1 4.5-2 205 -18 19 1.5COMP. EX. 70 X C -- 4.5-1 284 -59 32 4.2COMP. EX. 71 X 11-1 -- A 225 -68 31 4.9COMP. EX. 72 X B -- 4.5-1 272 -94 39 4.0__________________________________________________________________________
(Single-layer type photosensitive material for analog light source)
Examples 1314 to 1342
According to the same manner as that described in Examples 705 to 1313 except for using 5 parts by weight of a bisazo pigment represented by the formula (13) as the electric charge generating material, a single-layer type photosensitive material for analog light source was produced, respectively.
Concrete compounds of the hole transferring material, electron transferring material and binding resin used in the above respective Examples are shown in Tables 162 to 167, using the compound numbers of the above-described embodiments.
The single-layer type photosensitive material of the respective Examples was subjected to the above respective tests II and its characteristics were evaluated. The results are shown in Tables 162 to 167.
TABLE 162__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1314 13 6-1 12-1 4.5-2 204 -18 21 3.31315 13 6-2 12-1 4.5-2 202 -11 17 3.21316 13 6-3 12-1 4,5-2 202 -11 13 3.61317 13 6-4 12-1 4.5-2 204 -20 8 3.01318 13 6-5 12-1 4.5-2 210 -13 11 3.1__________________________________________________________________________
TABLE 163__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1319 13 7-1 12-1 4.5-2 204 -23 22 2.81320 13 7-2 12-1 4.5-2 210 -11 17 2.91321 13 7-1 12-1 4.5-2 211 -22 13 2.81322 13 7-4 12-1 4.5-2 209 -12 25 3.51323 13 7-5 12-1 4.5-2 219 -20 20 2.51324 13 7-6 12-1 4.5-2 220 -10 25 2.81335 13 7-7 12-1 4.5-2 220 -20 6 3.2__________________________________________________________________________
TABLE 164__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1326 13 8-1 12-1 4.5-2 212 -11 14 2.51327 13 8-2 12-1 4.5-2 220 -20 6 3.01328 13 8-3 12-1 4.5-2 208 -9 20 3.21329 13 8-4 12-1 4.5-2 205 -21 18 2.6__________________________________________________________________________
TABLE 165__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1330 13 9-1 12-1 4.5-2 220 -20 5 2.51331 13 9-2 12-1 4.5-2 225 -17 12 3.21332 13 9-3 12-1 4.5-2 229 -9 13 3.61333 13 9-4 12-1 4.5-2 224 -25 10 2.9__________________________________________________________________________
TABLE 166__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1334 13 10-1 12-1 4.5-2 230 -6 23 2.11335 13 10-2 12-1 4.5-2 221 -16 23 1.31336 13 10-3 12-1 4.5-2 229 -23 7 2.01337 13 10-4 12-1 4.5-2 221 -20 5 1.2__________________________________________________________________________
TABLE 167__________________________________________________________________________ AMOUNTEXAMPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. CGM HTM ETM RESIN (V) (V) (V) (.mu.m)__________________________________________________________________________1338 13 11- 12-1 4.5-2 211 -10 12 1.31339 13 11-2 12-1 4.5-2 205 -8 21 1.71340 13 11-3 12-1 4.5-2 221 -9 8 1.91341 13 11-4 12-1 4.5-2 219 13 17 2.11342 13 11-5 12-1 4.5-2 211 20 9 1.9__________________________________________________________________________
(Multi-layer type photosensitive material for digital light source)
Examples 1343 to 1371
According to the same manner as that described in Examples 262 to 290 except for using 100 parts by weight of the bisphenol C-random copolymer type polycarbonate having two sorts of repeating units represented by the formulas (4) and (5) as the binding resin, a multi-layer type photosensitive material for digital light source was produced, respectively.
Concrete compounds of the hole transferring material and binding resin used in the above respective Examples are shown in Tables 168 to 173, using the compound numbers of the above-described embodiments.
The multi-layer type photosensitive materials of the respective Examples were subjected to the above respective tests III and their characteristics were evaluated. The results are shown in Tables 168 to 173.
TABLE 168______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1343 6-1 4.5-2 -99 -15 11 3.21344 6-2 4.5-2 -101 -10 15 3.31345 6-3 4.5-2 -96 -18 11 3.11346 6-4 4.5-2 -100 -15 11 3.31347 6-5 4.5-2 -108 -16 13 3.0______________________________________
TABLE 169______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1348 7-1 4.5-2 -96 -20 10 2.61349 7-2 4.5-2 -99 -11 11 2.81350 7-3 4.5-2 -104 -21 15 2.51351 7-4 4.5-2 -92 -24 24 2.91352 7-5 4.5-2 -108 -19 13 2.81353 7-6 4.5-2 -105 -21 24 3.11354 7-7 4.5-2 -100 -13 6 3.5______________________________________
TABLE 170______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1355 8-1 4.5-2 -109 -18 7 3.01356 8-2 4.5-2 -94 -25 10 2.41357 8-3 4.5-2 -94 -16 14 2.61358 8-4 4.5-2 -94 -21 11 2.4______________________________________
TABLE 171______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1359 9-1 4.5-2 -105 -20 9 3.01360 9-2 4.5-2 -99 -19 18 3.01361 9-3 4.5-2 -111 -14 17 2.41362 9-4 4.5-2 -106 -18 24 3.1______________________________________
TABLE 172______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1363 10-1 4.5-2 -110 -5 25 1.71364 10-2 4.5-2 -105 -16 9 1.81365 10-3 4.5-2 -99 -8 22 2.01366 10-4 4.5-2 -102 -18 21 2.0______________________________________
TABLE 173______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1367 11-1 4.5-2 -93 -20 10 1.61368 11-2 4.5-2 -96 -25 5 2.01369 11-3 4.5-2 -114 -17 21 2.11370 11-4 4.5-2 -111 -10 8 1.41371 11-5 4.5-2 -106 -23 21 1.4______________________________________
(Multi-layer type photosensitive material for analog light source)
Examples 1372 to 1400
According to the same manner as that described in Examples 1343 to 1371 except for using 2 parts by weight of a bisazo pigment represented by the formula (13) as the electric charge generating material, a multi-layer type photosensitive material for analog light source was produced, respectively.
Concrete compounds of the hole transferring material and binding resin used in the above respective Examples are shown in Tables 174 to 179, using the compound numbers of the above-described embodiments.
The multi-layer type photosensitive material of the respective Examples was subjected to the above respective tests IV and its characteristics were evaluated. The results are shown in Tables 174 to 179.
TABLE 174______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1372 6-1 4.5-2 -140 -13 15 3.41373 6-2 4.5-2 -138 -9 13 3.51374 6-3 4.5-2 -132 -17 14 2.91375 6-4 4.5-2 -138 -16 10 3.41376 6-5 4.5-2 -144 -19 12 3.4______________________________________
TABLE 175______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1377 7-1 4.5-2 -132 -19 20 2.81378 7-2 4.5-2 -136 -13 18 2.91379 7-3 4.5-2 -142 -20 21 2.81380 7-4 4.5-2 -139 -8 8 2.81381 7-5 4.5-2 -142 -13 15 2.51382 7-6 4.5-2 -144 -20 8 3.01383 7-7 4.5-2 -143 -9 20 3.0______________________________________
TABLE 176______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1384 8-1 4.5-2 -136 -25 15 2.81385 8-2 4.5-2 -138 -23 20 2.51386 8-3 4.5-2 -136 -21 9 3.11387 8-4 4.5-2 -139 -7 16 3.4______________________________________
TABLE 177______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1388 9-1 4.5-2 -136 -22 12 2.91389 9-2 4.5-2 -142 -10 10 3.61390 9-3 4.5-2 -148 -22 20 3.31391 9-4 4.5-2 -144 -19 20 3.0______________________________________
TABLE 178______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1392 10-1 4.5-2 -144 -18 8 1.51393 10-2 4.5-2 -142 -8 20 1.91394 10-3 4.5-2 -130 -20 10 1.41395 10-4 4.5-2 -134 -6 25 2.1______________________________________
TABLE 179______________________________________EXAM- AMOUNTPLE BINDING V.sub.L .DELTA.V.sub.0 .DELTA.V.sub.L OF WEARNO. HTM RESIN (V) (V) (V) (.mu.m)______________________________________1396 11-1 4.5-2 -135 -16 15 2.01397 11-2 4.5-2 -139 -19 23 2.21398 11-3 4.5-2 -149 -10 20 1.31399 11-4 4.5-2 -144 -22 20 1.21400 11-5 4.5-2 -142 -11 23 2.2______________________________________
As described above, the electrophotosensitive material of the present invention is superior in mechanical strength and repeat characteristics and has a high glass transition temperature and a high sensitivity.

Number	Name	Date
5403958	Morishita et al.	Apr 1995
5486439	Sakakibara et al.	Jan 1996
5494765	Fukami et al.	Feb 1996
5494766	Dohi et al.	Feb 1996

Number	Date	Country
0420207	Apr 1991	EPX
0455247	May 1991	EPX
0455247	Nov 1991	EPX
0475676	Mar 1992	EPX

Electrophotosensitive material

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