OPTICAL RECORDING MEDIUM AND AZO METAL CHELATE COMPOUND

TECHNICAL FIELD

The present invention relates to an optical recording medium. Particularly, the invention relates to an optical recording medium which is capable of performing recording and reproducing by a blue laser light as one of visible lasers. In addition, the invention relates to a novel azo metal chelate compound.

BACKGROUND ART

At present, as an external information storage unit capable of storing large-capacity information and allowing easy random access, various optical recording media such as CD-R/RW, DVD-R/RW, MO and the like have been widely recognized and have come into wide use. Of these media, an organic dye-based optical recording medium including typical examples of CD-R and DVD-R is considered to have superiority because it is cheap and easily processed.

On the other hand, due to the increase in the amount of information to be handled, higher recording density in media has been desired. As a means for achieving such high density recording media, shortening of wavelength of laser wavelengths used for recording and reproducing can be cited. However, an optical recording medium capable of performing high density recording and reproducing using a blue laser having a wavelength of 400 nm to 500 nm has been proposed and its practical use has been speeded.

At the present as an organic dye compound capable of performing recording with a blue laser of 400 nm to 500 nm, there have been proposed that in addition to a cyanine-based dye compound and a porphyrin-based dye compound, a polyene-based dye compound, an azo-based dye compound, a dicyanovinylphenyl compound, a coumarin compound, a pyrimidine compound, a naphthalocyanine compound, a 5-membered heterocyclic ring compound, a bisazole compound, an aminopyridine compound, a bispyridinium compound, an oxonol compound, a styryl compound, an aminobutadiene compound, a metal chelate compound, a quinone compound, a quinodimethane compound, a hydrazone compound, a triazine compound, a carbostyryl compound or a naphthyridine compound, a condensed heterocyclic compound, a stilbene compound and the like.

Of such compounds, since the azo-based dye compound has a high extinction coefficient, easily selects an absorption wavelength by substituents, and is excellent in the solubility to a solvent and coating stability, many proposals have been made (Patent Documents 1 to 12).

Patent Document 1: Japanese Patent Laid-open No. 1999-42856

Patent Document 2: Japanese Patent Laid-open No. 1999-334204

Patent Document 3: Japanese Patent Laid-open No. 1999-334205

Patent Document 4: Japanese Patent Laid-open No. 2001-158862

Patent Document 5: Japanese Patent Laid-open No. 2001-214084

Patent Document 6: Japanese Patent Laid-open No. 2001-271001

Patent Document 7: Japanese Patent Laid-open No. 2002-74740

Patent Document 8: Japanese Patent Laid-open No. 2.002-200848

Patent Document 9: Japanese Patent Laid-open No. 2002-293031

Patent Document 10: Japanese Patent Laid-open No. 2003-170662

Patent Document 11: Japanese Patent Laid-open No. 2004-291244

Patent Document 12: Japanese PCT International Patent Laid-open No. 2004-523396

DISCLOSURE OF THE INVENTION

Examples of the performance required for an organic dye compound capable of performing recording with a blue laser include the solubility to a solvent when it is applied on a substrate, coating property, storage stability, light resistance, stability against reproduction light and the like as well as recording characteristics when it is used for an optical recording medium. However, organic dye compounds for a blue laser satisfying these characteristics at the same time have not yet been realized.

If reproduction is carried out at the same blue-violet laser wavelength as that used for recording, irradiation with even feeble light such as reproduction Light promotes photochemical reactions, causing a problem that a dye is deteriorating on every reproduction. Of the above required characteristics, the stability against reproduction light is a required property in order to avoid such a problem. However, in present, the reproduction light needs to have a wavelength longer than that of recording light as a countermeasure to the above problem, and consequently demand for high density is not fully satisfied.

An object of the present invention is to provide an optical recording medium containing a recording layer suitable to ultra-high density recording which is capable of performing good recording and reproducing by using a laser light having a wavelength of 300 nm to 900 nm, particularly a blue-violet laser light selected from a wavelength range of 400 nm to 410 nm, and particularly an optical recording medium which is excellent in the recording sensitivity and the stability against reproduction light.

Furthermore, the invention is to provide a novel compound which can be suitably used for the optical recording medium.

In order to solve the above objects, the present inventors have repeatedly conducted an extensive study and as a result, the present invention has been completed. That is, the present invention relates to:

(1) an optical recording medium having at least a recording layer containing an organic dye and a reflective layer on a substrate, wherein the recording layer contains a metal chelate compound of azo compounds represented by the general formula (1) below and a metal,

wherein, in the formula, ring A represents a carbocyclic aromatic ring which may have a substituent or a heterocyclic aromatic ring which may have a substituent, and two adjacent atoms in the ring are bonded with each other via a linking group represented by the general formula (a) below and format least one imide ring;

R₁and R₂each independently represent a hydrogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted alkylaminocarbonyl group, a substituted or unsubstituted arylaminocarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkylaminothiocarbonyl group, a substituted or unsubstituted arylaminothiocarbonyl group, a substituted or unsubstituted alkylthiocarbonyl group, a substituted or unsubstituted arylthiocarbonyl group, a substituted or unsubstituted hetero arylthiocarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted arylcarbonyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted acylthio group, a substituted or unsubstituted arylcarbonylthio group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group, and may be bonded with each other to form a hydrocarbon ring which may have a substituent or a heterocyclic ring which may have a substituent;

when ring A has substituents, and the hydrocarbon ring or the heterocyclic ring formed by bonding R₁and R₂has substituents, substituents may be bonded with each other to form a ring; and Y represents a group having an active hydrogen,

wherein, in the formula, X represents a hydrogen atom, a hydroxyl group, an amino group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group;

(2) the optical recording medium as set forth in (1) having at least a recording layer containing an organic dye and a reflective layer on a substrate, wherein the recording layer contains a metal chelate compound of azo compounds represented by the general formula (2) below and a metal,

wherein, in the formula, ring A represents a carbocyclic aromatic ring which may have a substituent or a heterocyclic aromatic ring which may have a substituent, and two adjacent atoms in the ring are bonded with each other via a linking group represented by the above general formula (a) and form at least one imide ring;

ring B represents a hydrocarbon ring which may have a substituent or a heterocyclic ring which may have a substituent; when rings A and B have substituents, substituents may be bonded with each other to form a ring; and

Y represents a group having an active hydrogen;

(3) the optical recording medium as set forth in (2), wherein the recording layer contains a metal chelate compound of azo compounds represented by the general formula (3) below and a metal,

wherein, in the formula, X represents the same as those described above;

R₃to R₅each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group;

Y represents a group having an active hydrogen; and

ring C represents the general formulae (C-1) to (C-7) below,

wherein, in the formula, R₆to R₂₁each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted alkylsulfonyl group, a substituted or unsubstituted arylsulfonyl group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group;

R₁₁and R₁₂may be bonded with each other to form a 5 to 6-membered ring; and Y represents the same as those described above;

(4) the optical recording medium as set forth in (2), wherein the recording layer contains a metal chelate compound of azo compounds represented by the general formula (4) below and a metal,

wherein, in the formula, X, R₃to R₅, Y and ring C represent the same as those described above;

(5) the optical recording medium as set forth in (1), wherein the recording layer contains a metal chelate compound of azo compounds represented by the general formula (5) below and a metal,

wherein, in the formula, X, R₃to R₅and Y represent the same as those described above;

R₂₄represents a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted alkylaminocarbonyl group, a substituted or unsubstituted arylaminocarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, or a substituted or unsubstituted hetero arylcarbonyl group; and

R₂₅represents a hydroxyl group, an amino group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, or a substituted or unsubstituted hetero arylamino group;

(6) the optical recording medium as set forth in (1), wherein the recording layer contains a metal chelate compound of azo compounds represented by the general formula (6) below and a metal,

wherein, in the formula, X, R₃to R₅, Y, R₂₄and R₂₅represent the same as those described above;

(7) a metal chelate compound of azo compounds represented by the general formula (1) below and a metal,

R₁and R₂each independently represent a hydrogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted alkylaminocarbonyl group, a substituted or unsubstituted arylaminocarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkylaminothiocarbonyl group, a substituted or unsubstituted arylaminothiocarbonyl group, a substituted or unsubstituted alkylthiocarbonyl group, a substituted or unsubstituted arylthiocarbonyl group, a substituted or unsubstituted hetero arylthiocarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted arylcarbonyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted acylthio group, a substituted or unsubstituted arylcarbonylthio group, substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group, and may be bonded with each other to form a hydrocarbon ring which may have a substituent or a heterocyclic ring which may have a substituent;

wherein, in the formula, X represents a hydrogen atom, a hydroxyl group, an amino group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group;

(8) a metal chelate compound of azo compounds represented by the general formula (2) below and a metal,

wherein, in the formula, ring A represents a carbocyclic aromatic ring which may have a substituent or a heterocyclic aromatic ring which may have a substituent, and two adjacent atoms in the ring are bonded with each other via a linking group represented by the above general formula (a) and format least one imide ring;

ring B represents a hydrocarbon ring which may have a substituent or a heterocyclic ring which may have a substituent;

when rings A and B have substituents, substituents may be bonded with each other to form a ring; and

Y represents a group having an active hydrogen;

(9) a metal chelate compound of azo compounds represented by the general formula (3) below and a metal,

wherein, in the formula, X represents the same as those described above;

Y represents a group having an active hydrogen; and

ring C represents the general formulae (C-1) to (C-7) below,

R₁₁and R₁₂may be bonded with each other to form a 5 to 6-membered ring; and Y represents the same as those described above;

(10) a metal chelate compound of azo compounds represented by the general formula (4) below and a metal,

wherein, in the formula, X, R₃to R₅, Y and ring C represent the same as those described above;

(11) a metal chelate compound of azo compounds represented by the general formula (5) below and a metal,

wherein, in the formula, X, R₃to R₅and Y represent the same as those described above;

(12) a metal chelate compound of azo compounds represented by the general formula (6) below and a metal,

wherein, in the formula, X, R₃to R₅, Y, R₂₄and R₂₅represent the same as those described above;

(13) an azo compound represented by the general formula (2) below,

ring B represents a hydrocarbon ring which may have a substituent or a heterocyclic ring which may have a substituent;

when rings A and B have substituents, substituents may be bonded with each other to form a ring; and

Y represents a group having an active hydrogen,

wherein, in the formula, X represents a hydrogen atom, a hydroxyl group, an amino group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted heteroc arylthio group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group;

(14) the azo compound as set forth in (13), represented by the general formula (10) below,

wherein, in the formula, X, R₃to R₅and Y represent the same as those described above; and ring D represents the general formulae (D-1) to (D-5) below,

wherein, in the formula, R₉to R₁₃and R₁₆to R₂₁each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted alkylsulfonyl group, a substituted or unsubstituted arylsulfonyl group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group; and

R₁₁and R₁₂may be bonded with each other to form a 5 to 6-membered ring; and

(15) the azo compound as set forth in (13), represented by the general formula (11) below,

wherein, in the formula, X, R₃to R₅, Y and ring D represent the same as those described above.

By using the azo metal chelate compound according to the present invention for the recording layer, it is possible to provide an optical recording medium which has been paid attention to as a high-density optical recording medium and is capable of performing recording and reproducing by using a laser light having a wavelength of 300 to 900 nm, particularly a blue-violet laser having a wavelength of 400 to 410 nm.

BRIEF DESCRIPTION OF THE DRAWINGS

FIG. 1 is a schematic diagram illustrating an example of a configuration of the optical recording medium according to the present invention.

FIG. 2 is a schematic diagram illustrating another example of a configuration of the optical recording medium according to the present invention.

FIG. 3 is a schematic diagram illustrating still another example of a configuration of the optical recording medium according to the present invention.

FIG. 4 is a schematic diagram illustrating another example of a configuration of the optical recording medium according to the present invention.

FIG. 5 is a schematic diagram illustrating still another example of a configuration of the optical recording medium according to the present invention.

FIG. 6 is a schematic diagram illustrating another example of a configuration of the optical recording medium according to the present invention.

BEST MODE FOR CARRYING OUT THE INVENTION

The present invention relates to an optical recording medium containing an azo metal chelate compound in a recording layer of the optical recording medium. The invention relates to a novel optical recording medium which is capable of performing recording and reproducing by using a laser light selected from a wavelength range of 300 nm to 900 nm, particularly a wavelength range of 390 nm to 430 nm and further a wavelength range of 400 nm to 410 nm, and a novel azo metal chelate compound.

The optical recording medium according to the present invention refers to an optical recording medium on which information can be recorded and reproduced back. Here, as an appropriate example, the optical recording medium of the present invention having a recording layer and a reflective layer on a substrate will be explained. Incidentally, in the following, there will be described an optical recording medium in the form of an optical disk, for example, having a guide groove on a supporting substrate, a reflective film and a recording layer containing an organic dye as a main component on the guide groove, in which recording and reproducing of signals are carried out by irradiation with a laser light having a wavelength of 300 to 500 nm. However, the optical recording medium of the present invention is not limited to such shape or configuration, and includes those with various shapes such as card-type, sheet-type or the like, those without having a reflective layer, and furthermore those which can also be applied to recording and reproducing with a shorter wavelength laser.

The optical recording medium of the present invention has, for example, a four-layer structure as shown in FIG. 1 in which a substrate 1, a recording layer 2, a reflective layer 3 and a protective layer 4 are stacked in the order presented. Alternatively, the optical recording medium has an adhered structure as shown in FIG. 2. That is, a recording layer 2 is formed on a substrate 1, a reflective layer 3 is formed in close contact with the recording layer 2, and a protective layer 4 is adhered on the reflective layer 3 via an adhesive layer 5. However, another layer may exist under or on the recording layer 2 and another layer may exist on the reflective layer 3. Furthermore, as shown in FIG. 3, the optical recording medium may have a structure that substrate 1, a reflective layer 3, a recording layer 2 and a protective layer 4 are stacked in the order presented, and recording and reproduction are carried out from the side of the protective layer. Further, it may have a medium structure as disclosed in Japanese Patent Laid-open No. 1998-326435 in which a thickness of a light transmitting layer is defined by a numerical aperture N.A. of an optical system and a laser wavelength λ. Furthermore, the optical recording medium of the present invention may have a structure as disclosed in Japanese Patent Laid-open No. 1999-203729 which has two or more recording layers as required.

Further, the examples where the present invention is applied to optical disk include embodiments in which a substrate 11, a recording layer 12, a reflective layer 13 and a protective layer 14 are stacked in the order presented, and furthermore a dummy substrate 15 is adhered onto the protective layer 14 which also serves as an adhesive layer, as shown in FIG. 4. Of course, there may be a configuration without having the substrate 15. There may be another layer between the substrate 11 and the recording layer 12, between the recording layer 12 and the reflective layer 13, between the reflective layer 13 and the protective layer 14 or between the protective layer 14 and the dummy substrate 15. In the optical disk shown in FIG. 4, recording and reproduction are carried out from the side of the substrate 11.

Also, as another embodiment, there may be a configuration disclosed in Japanese Patent Laid-open No. 1998-302310, for example, as shown in FIG. 5, in which, on a supporting substrate 11′ having a guide groove, a reflective layer 13′ and a recording layer 12′ having an organic dye as a main component are deposited on in the order presented, a light transmitting layer 15′ is formed on the recording layer 12′ through an optionally formed transparent protective layer 14′, and recording and reproducing of information are carried out from the side of the light transmitting layer 15′. In addition, conversely, a guide groove may be formed on the side of the light transmitting layer 15′ on which are stacked the transparent protective layer 14′, the recording layer 12′ and the reflective layer 13′, and the supporting substrate 11′ may be adhered thereto.

Or, as still another embodiment, there may be a configuration disclosed in Japanese Patent Laid-open No. 2002-175645, for example, as shown in FIG. 6, in which on a supporting substrate 21 having a guide groove, a recording layer 22 having an organic dye as a main component is deposited, on the recording layer 22 a dielectric layer 40 having a nitride layer 23 and an oxide layer 24 stacked is formed in the order, and on the dielectric layer 40 a light transmitting layer 25 is formed, if necessary through an adhesive agent. Here information is recorded and reproduced from the side of the light transmitting layer 25. In addition, conversely, the guide groove may be formed on the side of the light transmitting layer 25, on which the dielectric layer 40 having the oxide layer 24 and the nitride layer 23 is stacked in order, and the recording layer 22 are stacked, and the supporting substrate 21 is adhered thereto. In this way, the compound of the present invention can be applied to such an optical recording medium in which a dielectric layer may be formed on an information recording layer without using a reflective layer for achieving an optical enhancement effect by virtue of multiple interference so that suitable initial reflectance is attained.

In the present invention, a recording layer is formed on a substrate, but the recording layer of the present invention contains at least one kind of azo metal chelate compounds as a recording dye formed from azo compounds represented by the general formula (1) and a divalent or higher valent metal salt. Herein, the recording dye refers to a dye which has sufficient absorption at the laser wavelength range concerned and, with accompanying photo-thermal conversion upon irradiation with a laser light having a prescribed energy, changes the refractive index and/or shape caused by physical and chemical change, deterioration and decomposition to form a site (mark) with altered reflectance. Furthermore, by using the compound according to the present invention, it is possible to obtain an optical recording medium capable of having a sufficient degree of modulation. The optical recording medium of the present invention is an optical recording medium which is capable of performing recording and reproducing at the recording laser wavelength selected from a wavelength range of 300 nm to 900 nm, and in which good signal characteristics are attained at the recording laser wavelength and the reproducing laser wavelength selected from a wavelength range of 390 nm to 430 nm, and furthermore a wavelength range of 400 nm to 410 nm of the above-mentioned range.

The metal chelate compound of azo compounds represented by the general formula (1) and a metal according to the present invention can satisfy optical constants required for the recording layer at the above-mentioned wavelength of a laser light since it is possible to optionally select an absorption wavelength with absorption coefficient maintained through selection of substituents. Further, the metal chelate compound is a very useful organic dye which is capable of obtaining good mark shapes with low laser energy.

The present invention will be described in more detail below.

In the optical recording medium of the present invention, a metal chelate compound of azo compounds represented by the general formula (1) and a metal is contained in one or more recording layers,

when ring A has substituents, and the hydrocarbon ring or the heterocyclic ring formed by bonding R₁and R₂has substituents, substituents may be bonded with each other to form a ring; and

Y represents a group having an active hydrogen,

wherein, in the formula, X represents a hydrogen atom, a hydroxyl group, an amino group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group.

In the compound represented by the general formula (1), ring A represents a carbocyclic aromatic ring which may have a substituent or a heterocyclic aromatic ring which may have a substituent, and two adjacent atoms in the ring are bonded with each other via a linking group represented by the general formula (a) and form at least one imide ring,

wherein, in the formula, X represents a hydrogen atom, a hydroxyl group, an amino group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group.

Herein, examples of ring A include a substituted or unsubstituted carbocyclic aromatic ring or a substituted or unsubstituted heterocyclic aromatic ring.

Preferable examples thereof include a substituted or unsubstituted carbocyclic aromatic ring having 6 to 26 carbon atoms and a substituted or unsubstituted heterocyclic aromatic ring having 3 to 26 carbon atoms, more preferable examples include a substituted or unsubstituted carbocyclic aromatic ring having 6 to 20 carbon atoms and a substituted or unsubstituted heterocyclic aromatic ring having 3 to 20 carbon atoms, further preferable examples include substituted or unsubstituted carbocyclic aromatic rings having 6 to 20 carbon atoms, and the most preferable examples include substituted or unsubstituted benzene rings.

In the above, examples of the carbocyclic aromatic ring include a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted pentalene ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted indacene ring, a substituted or unsubstituted azulene ring, a substituted or unsubstituted heptalene ring, a substituted or unsubstituted biphenylene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted anthracene ring, a substituted or unsubstituted fluoranthene ring, a substituted or unsubstituted acenaphthylene ring, a substituted or unsubstituted triphenylene ring, a substituted or unsubstituted pyrene ring, a substituted or unsubstituted chrysene ring, a substituted or unsubstituted naphthacene ring, a substituted or unsubstituted pleiadene ring, a substituted or unsubstituted picene ring, a substituted or unsubstituted perylene ring, a substituted or unsubstituted pentaphene ring, a substituted or unsubstituted pentacene ring, a substituted or unsubstituted tetraphenylene ring, a substituted or unsubstituted hexaphene ring, a substituted or unsubstituted hexacene ring, a substituted or unsubstituted rubicene ring, a substituted or unsubstituted coronene ring, a substituted or unsubstituted trinaphthylene ring, a substituted or unsubstituted heptaphene ring, a substituted or unsubstituted heptacene ring, a substituted or unsubstituted pyranthrene ring, a substituted or unsubstituted ovalene ring and the like.

Examples of the heterocyclic aromatic ring include a substituted or unsubstituted furan ring, a substituted or unsubstituted thiophene ring, a substituted or unsubstituted pyrrole ring, a substituted or unsubstituted pyrazole ring, a substituted or unsubstituted imidazole ring, a substituted or unsubstituted oxazole ring, a substituted or unsubstituted thiazole ring, a substituted or unsubstituted pyridine ring, a substituted or unsubstituted pyridazine ring, a substituted or unsubstituted pyrimidine ring, a substituted or unsubstituted pyrazine ring, a substituted or unsubstituted quinoline ring, a substituted or unsubstituted isoquinoline ring, a substituted or unsubstituted quinoxaline ring, a substituted or unsubstituted indolizine ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indazole ring, a substituted or unsubstituted purine ring, a substituted or unsubstituted phthalazine ring, a substituted or unsubstituted naphthyridine ring, a substituted or unsubstituted quinazoline ring, a substituted or unsubstituted cinnoline ring, a substituted or unsubstituted pteridine ring, a substituted or unsubstituted carboline ring, a substituted or unsubstituted phenanthridine ring, a substituted or unsubstituted acridine ring, a substituted or unsubstituted perimidine ring, a substituted or unsubstituted phenanthroline ring, a substituted or unsubstituted phenazine ring, a substituted or unsubstituted furazan ring and the like.

Herein, when ring A may have substituents, examples of the substituent include a halogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted alkylaminocarbonyl group, a substituted or unsubstituted arylaminocarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkylaminothiocarbonyl group, a substituted or unsubstituted arylaminothiocarbonyl group, a substituted or unsubstituted alkylthiocarbonyl group, a substituted or unsubstituted arylthiocarbonyl group, a substituted or unsubstituted hetero arylthiocarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted arylcarbonyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted acylthio group, a substituted or unsubstituted arylcarbonylthio group, a substituted or unsubstituted alkylsulfonyl group, a substituted or unsubstituted arylsulfonyl group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, and a group having a substituted or unsubstituted metalocenyl group, and substituents may be bonded with each other to form a ring.

Preferable examples thereof include halogen atoms such as a fluorine atom, a chlorine atom, a bromine atom and the like, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group having 2 to 7 carbon atoms, a substituted or unsubstituted aralkyloxycarbonyl group having 8 to 16 carbon atoms, a substituted or unsubstituted aryloxycarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted alkylaminocarbonyl group having 2 to 9 carbon atoms, a substituted or unsubstituted arylaminocarbonyl group having 7 to 15 carbon atoms, a substituted or unsubstituted acyl group having 1 to 7 carbon atoms, a substituted or unsubstituted arylcarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted hetero arylcarbonyl group having 6 to 11 carbon atoms, a substituted or unsubstituted alkylaminothiocarbonyl group having 2 to 9 carbon atoms, a substituted or unsubstituted arylaminothiocarbonyl group having 7 to 15 carbon atoms, a substituted or unsubstituted alkylthiocarbonyl group having 2 to 7 carbon atoms, a substituted or unsubstituted arylthiocarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted hetero arylthiocarbonyl group having 6 to 11 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 16 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted hetero aryl group having 5 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 6 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 9 carbon atoms, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms, a substituted or unsubstituted aralkyloxy group having 7 to 16 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 10 carbon atoms, a substituted or unsubstituted hetero aryloxy group having 5 to 10 carbon atoms, a substituted or unsubstituted acyloxy group having 1 to 8 carbon atoms, a substituted or unsubstituted arylcarbonyloxy group having 7 to 11 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms, a substituted or unsubstituted aralkylthio group having 7 to 16 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 10 carbon atoms, a substituted or unsubstituted hetero arylthio group having 5 to 10 carbon atoms, a substituted or unsubstituted acylthio group having 2 to 8 carbon atoms, a substituted or unsubstituted arylcarbonylthio group having 7 to 11 carbon atoms, a substituted or unsubstituted alkylsulfonyl group having 2 to 7 carbon atoms, a substituted or unsubstituted arylsulfonyl group having 6 to 10 carbon atoms, a substituted or unsubstituted alkylamino group having 1 to 8 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 14 carbon atoms, a substituted or unsubstituted hetero arylamino group having 5 to 10 carbon atoms, a substituted or unsubstituted alkylcarbonylamino group having 2 to 7 carbon atoms, a substituted or unsubstituted arylcarbonylamino group having 7 to 11 carbon atoms, and a group having a substituted or unsubstituted metalocenyl group.

When ring A may have substituents, concrete examples of the substituent include halogen atoms such as a fluorine atom, a chlorine atom, a bromine atom and the like;

a hydroxyl group;

an amino group;

a nitro group; a cyano group;

a carboxyl group;

substituted or unsubstituted alkoxycarbonyl groups having 2 to 7 carbon atoms such as a methoxycarbonyl group, an ethoxycarbonyl group, an n-propoxycarbonyl group, an isopropoxycarbonyl group, an n-butoxycarbonyl group, a tert-butoxycarbonyl group, a sec-butoxycarbonyl group, an n-pentyloxycarbonyl group, an n-hexyloxycarbonyl group and the like; substituted or unsubstituted aralkyloxycarbonyl groups having 8 to 16 carbon atoms such as a benzyloxycarbonyl group, a 4-nitrobenzyloxycarbonyl group, a 4-cyanobenzyloxycarbonyl group, a 4-hydroxybenzyloxycarbonyl group, a 2-methylbenzyloxycarbonyl group, a 3-methylbenzyloxycarbonyl group, a 4-methylbenzyloxycarbonyl group, a 4-trifluoromethylbenzyloxycarbonyl group, a 1-naphthylmethoxycarbonyl group, a 2-naphthylmethoxycarbonyl group, a 4-cyano-1-naphthylmethoxycarbonyl group, a 4-hydroxy-1-naphthylmethoxycarbonyl group, a 6-hydroxy-2-naphthylmethoxycarbonyl group, 4-methyl-1-naphthylmethoxycarbonyl group, a 6-methyl-2-naphthylmethoxycarbonyl group, a 4-trifluoromethyl-1-naphthylmethoxycarbonyl group, a fluorene-9-ylethoxycarbonyl group and the like;

substituted or unsubstituted aryloxycarbonyl groups having 7 to 11 carbon atoms such as a phenyloxycarbonyl group, a 2-methylphenyloxycarbonyl group, a 4-methylphenyloxycarbonyl group, a 4-tert-butylphenyloxycarbonyl group, a 2-methoxyphenyloxycarbonyl group, a 4-isopropylphenyloxycarbonyl group, a naphthyloxycarbonyl group and the like;

substituted or unsubstituted alkylaminocarbonyl groups having 2 to 9 carbon atoms such as a methylaminocarbonyl group, an ethylaminocarbonyl group, an n-propylaminocarbonyl group, an n-butylaminocarbonyl group, a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a di-n-propylaminocarbonyl group, a di-n-butylaminocarbonyl group and the like;

substituted or unsubstituted arylaminocarbonyl groups having 7 to 15 carbon atoms such as a phenylaminocarbonyl group, a 4-methylphenylaminocarbonyl group, a 4-chlorophenylaminocarbonyl group, a 4-bromophenylaminocarbonyl group, a diphenylaminocarbonyl group, a di(4-methylphenyl)aminocarbonyl group, a di(4-chlorophenyl)aminocarbonyl group, a di(4-bromophenyl)aminocarbonyl group and the like;

substituted or unsubstituted acyl groups having 1 to 7 carbon atoms such as a formyl group, an acetyl group, a propionyl group, a butyryl group, an isobutyryl group, a valeryl group, an isovaleryl group, a pivaloyl group, a hexanoyl group, a heptanoyl group and the like;

substituted or unsubstituted arylcarbonyl groups having 7 to 11 carbon atoms such as a phenylcarbonyl group, a 4-methylphenylcarbonyl group, a 4-chlorophenylcarbonyl group, a 4-bromophenylcarbonyl group, a naphthylcarbonyl group and the like;

substituted or unsubstituted hetero arylcarbonyl groups having 6 to 11 carbon atoms such as a 4-pyridylcarbonyl group, a 3-pyridylcarbonyl group, a 2-pyridylcarbonyl group, a 4-methyl-2-pyridylcarbonyl group, a 5-methyl-2-pyridylcarbonyl group, a 6-methyl-2-pyridylcarbonyl group, a 4,6-dimethyl-2-pyridylcarbonyl group, a 4-methyl-5-nitro-2-pyridylcarbonyl group, a 3-hydroxy-2-pyridylcarbonyl group, a 6-fluoro-3-pyridylcarbonyl group, a 6-methoxy-3-pyridylcarbonyl group, a 6-methoxy-2-pyridylcarbonyl group, a 2-pyrimidylcarbonyl group, a 4-pyrimidylcarbonyl group, a 5-pyrimidylcarbonyl group, a 2,6-dimethyl-4-pyrimidylcarbonyl group, a 4-quinolylcarbonyl group, a 3-quinolylcarbonyl group, a 4-methyl-2-quinolylcarbonyl group, a 3-pyrrolylcarbonyl group, a 2-pyrrolylcarbonyl group, a 1-methyl-3-pyrrolylcarbonyl group, a 1-methyl-2-pyrrolylcarbonyl group, a 3-furylcarbonyl group, a 2-furylcarbonyl group, a 3-thienylcarbonyl group, a 2-thienylcarbonyl group, a 4-methyl-3-thienylcarbonyl group, a 5-methyl-2-thienylcarbonyl group, a 3-methyl-2-thienylcarbonyl group, a 2-oxazolylcarbonyl group, a 3-isoxazolylcarbonyl group, a 2-thiazolylcarbonyl group, a 2-thiadiazolylcarbonyl group, a 2-benzoxazolylcarbonyl group, a 2-benzothiazolylcarbonyl group, a 2-benzimidazolylcarbonyl group and the like;

substituted or unsubstituted alkylaminothiocarbonyl groups having 2 to 9 carbon atoms such as a methylaminothiocarbonyl group, an ethylaminothiocarbonyl group, an n-propylaminothiocarbonyl group, an n-butylaminothiocarbonyl group, a dimethylaminothiocarbonyl group, a diethylaminothiocarbonyl group, a di-n-propylaminothiocarbonyl group, a di-n-butylaminothiocarbonyl group and the like;

substituted or unsubstituted arylaminothiocarbonyl groups having 7 to 15 carbon atoms such as a phenylaminothiocarbonyl group, a 4-methylphenylaminothiocarbonyl group, a 4-chlorophenylaminothiocarbonyl group, a 4-bromophenylaminothiocarbonyl group, a diphenylaminothiocarbonyl group, a di(4-methylphenyl)aminothiocarbonyl group, a di(4-chlorophenyl)aminothiocarbonyl group, a di(4-bromophenyl)aminothiocarbonyl group and the like;

substituted or unsubstituted alkylthiocarbonyl groups having 2 to 7 carbon atoms such as a thioacetyl group, a thiopropionyl group, a thiobutyryl group, a thioisobutyryl group, a thiovaleryl group, a thioisovaleryl group, a thiopivaloyl group, a thiohexanoyl group, a thioheptanoyl group and the like;

substituted or unsubstituted arylthiocarbonyl groups having 7 to 11 carbon atoms such as a phenylthiocarbonyl group, a 4-methylphenylthiocarbonyl group, a 4-chlorophenylthiocarbonyl group, a 4-bromophenylthiocarbonyl group, a naphthylthiocarbonyl group and the like;

substituted or unsubstituted hetero arylthiocarbonyl groups having 6 to 11 carbon atoms such as a 4-pyridylthiocarbonyl group, a 3-pyridylthiocarbonyl group, a 2-pyridylthiocarbonyl group, a 4-methyl-2-pyridylthiocarbonyl group, 5-methyl-2-pyridylthiocarbonyl group, a 6-methyl-2-pyridylthiocarbonyl group, a 4,6-dimethyl-2-pyridylthiocarbonyl group, a 4-methyl-5-nitro-2-pyridylthiocarbonyl group, a 3-hydroxy-2-pyridylthiocarbonyl group, a 6-fluoro-3-pyridylthiocarbonyl group, a 6-methoxy-3-pyridylthiocarbonyl group, a 6-methoxy-2-pyridylthiocarbonyl group, a 2-pyrimidylthiocarbonyl group, a 4-pyrimidylthiocarbonyl group, a 5-pyrimidylthiocarbonyl group, a 2,6-dimethyl-4-pyrimidylthiocarbonyl group, a 4-quinolylthiocarbonyl group, a 3-quinolylthiocarbonyl group, 4-methyl-2-quinolylthiocarbonyl group, a 3-pyrrolylthiocarbonyl group, a 2-pyrrolylthiocarbonyl group, a 1-methyl-3-pyrrolylthiocarbonyl group, a 1-methyl-2-pyrrolylthiocarbonyl group, a 3-furylthiocarbonyl group, a 2-furylthiocarbonyl group, a 3-thienylthiocarbonyl group, a 2-thienylthiocarbonyl group, a 4-methyl-3-thienylthiocarbonyl group, a 5-methyl-2-thienylthiocarbonyl group, a 3-methyl-2-thienylthiocarbonyl group, a 2-oxazolylthiocarbonyl group, a 3-isoxazolylthiocarbonyl group, a 2-thiazolylthiocarbonyl group, a 2-thiadiazolylthiocarbonyl group, a 2-benzoxazolylthiocarbonyl group, a 2-benzothiazolylthiocarbonyl group, a 2-benzimidazolylthiocarbonyl group and the like;

substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an n-hexyl group, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a 1,2,2-trimethylbutyl group, a 1,1,2-trimethylbutyl group, a 1-ethyl-2-methylpropyl group, cyclo-hexyl group, an n-heptyl group, a 2-methylhexyl group, a 3-methylhexyl group, a 4-methylhexyl group, a 5-methylhexyl group, a 2,4-dimethylpentyl group, an n-octyl group, a 2-ethylhexyl group, a 2,5-dimethylhexyl group, a 2,5,5-triethylpentyl group, a 2,4-dimethylhexyl group, a 2,2,4-trimethylpentyl group, a 2-chloroethyl group, a 2-bromoethyl group, a 2-iodoethyl group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, a pentafluoroethyl group, a 3,3,3-trifluoropropyl group, a 2,2,3,3-tetrafluoropropyl group, a 4,4,4-trifluorobutyl group, a 2,2,3,3,4,4,4-heptafluorobutyl group, a hydroxymethyl group, a hydroxyethyl group, a cyanomethyl group, a 2-cyanoethyl group, a methoxycarbonylmethyl group, an ethoxycarbonylmethyl group, an n-propoxycarbonylmethyl group, an isopropoxycarbonylmethyl group, an n-butoxycarbonylmethyl group, an isobutoxycarbonylmethyl group, a sec-butoxycarbonylmethyl group, a t-butoxycarbonylmethyl group, a methoxycarbonylethyl group, an ethoxycarbonylethyl group, an n-propoxycarbonylethyl group, an isopropoxycarbonylethyl group, an n-butoxycarbonylethyl group, an isobutoxycarbonylethyl group, a sec-butoxycarbonylethyl group, a t-butoxycarbonylethyl group, a methylcarbonylmethyl group, an ethylcarbonylmethyl group, an n-propylcarbonylmethyl group, an isopropylcarbonylmethyl group, an n-butylcarbonylmethyl group, an isobutylcarbonylmethyl group, a sec-butylcarbonylmethyl group, a t-butylcarbonylmethyl group, a methylcarbonylethyl group, an ethylcarbonylethyl group, an n-propylcarbonylethyl group, an isopropylcarbonylethyl group, an n-butylcarbonylethyl group, an isobutylcarbonylethyl group, a sec-butylcarbonylethyl group, a t-butylcarbonylethyl group, a methylsulfonylmethyl group, an ethylsulfonylmethyl group, an n-propylsulfonylmethyl group, an isopropylsulfonylmethyl group, an n-butylsulfonylmethyl group, an isobutylsulfonylmethyl group, a sec-butylsulfonylmethyl group, a t-butylsulfonylmethyl group, a methylsulfonylethyl group, an ethylsulfonylethyl group, an n-propylsulfonylethyl group, an isopropylsulfonylethyl group, an n-butylsulfonylethyl group, an isobutylsulfonylethyl group, a sec-butylsulfonylethyl group, a t-butylsulfonylethyl group, a dimethylaminomethyl group, a diethylaminomethyl group, a di(n-propyl)aminomethyl group, a di(n-butyl)aminomethyl group, a dimethylaminoethyl group, a diethylaminoethyl group, a di(n-propyl)aminoethyl group, a di(n-butyl)aminoethyl group and the like;

substituted or unsubstituted aralkyl groups having 7 to 16 carbon atoms such as a benzyl group, an α-methylbenzyl group, an α,α-dimethylbenzyl group, a 1-naphthylmethyl group, a 2-naphthylmethyl group, a furfuryl group, a 2-methylbenzyl group, a 3-methylbenzyl group, a 4-methylbenzyl group, a 4-ethylbenzyl group, a 4-isopropylbenzyl group, a 4-tert-butylbenzyl group, a 4-n-hexylbenzyl group, a 4-n-nonylbenzyl group, a 3,4-dimethylbenzyl group, a 3-methoxybenzyl group, a 4-methoxybenzyl group, a 4-ethoxybenzyl group, a 4-n-butyloxybenzyl group, a 4-n-hexyloxybenzyl group, a 4-n-nonyloxybenzyl group, a 2-fluorobenzyl group, a 3-fluorobenzyl group, a 4-fluorobenzyl group, a 2-chlorobenzyl group, a 3-chlorobenzyl group, a 4-chlorobenzyl group, a 2-bromobenzyl group, a 3-bromobenzyl group, a 4-bromobenzyl group, a 2-nitrobenzyl group, a 3-nitrobenzyl group, a 4-nitrobenzyl group and the like;

substituted or unsubstituted aryl groups having 6 to 20 carbon atoms such as a phenyl group, a 4-methylphenyl group, a 3-methylphenyl group, a 2-methylphenyl group, a 4-ethylphenyl group, a 3-ethylphenyl group, a 2-ethylphenyl group, a 4-n-propylphenyl group, a 4-isopropylphenyl group, a 2-isopropylphenyl group, a 4-n-butylphenyl group, a 4-isobutylphenyl group, a 4-sec-butylphenyl group, a 2-sec-butylphenyl group, a 4-tert-butylphenyl group, a 3-tert-butylphenyl group, a 2-tert-butylphenyl group, a 4-n-pentylphenyl group, a 4-isopentylphenyl group, a 4-neopentylphenyl group, a 4-tert-pentylphenyl group, a 4-n-hexylphenyl group, a 4-(2′-ethylbutyl)phenyl group, a 4-n-heptylphenyl group, a 4-n-octylphenyl group, a 4-(2′-ethylhexyl)phenyl group, a 4-n-nonylphenyl group, a 4-n-decylphenyl group, a 4-n-undecylphenyl group, a 4-n-dodecylphenyl group, a 4-n-tetradecylphenyl group, a 4-cyclohexylphenyl group, a 4-(4′-methylcyclohexyl)phenyl group, a 4-(4′-tert-butylcyclohexyl)phenyl group, a 3-cyclohexylphenyl group, a 2-cyclohexylphenyl group, a 2,3-dimethylphenyl group, a 2,4-dimethylphenyl group, a 2,5-dimethylphenyl group, a 2,6-dimethylphenyl group, a 3,4-dimethylphenyl group, a 3,5-dimethylphenyl group, a 3,4,5-trimethylphenyl group, a 2,3,5,6-tetramethylphenyl group, a 2,4-diethylphenyl group, a 2,6-diethylphenyl group, a 2,5-diisopropylphenyl group, a 2,6-diisopropylphenyl group, a 2,6-diisobutylphenyl group, a 2,4-di-tert-butylphenyl group, a 2,5-di-tert-butylphenyl group, a 4,6-di-tert-butyl-2-methylphenyl group, a 5-tert-butyl-2-methylphenyl group, a 4-tert-butyl-2,6-dimethylphenyl group, a 1-naphthyl group, a 2-naphthyl group, a 1,2,3,4-tetrahydro-5-naphthyl group, a 1,2,3,4-tetrahydro-6-naphthyl group, a 4-ethyl-1-naphthyl group, a 6-n-butyl-2-naphthyl group, a 5-indanyl group, a 4-methoxyphenyl group, a 3-methoxyphenyl group, a 2-methoxyphenyl group, a 4-ethoxyphenyl group, a 3-ethoxyphenyl group, a 2-ethoxyphenyl group, a 4-n-propyloxyphenyl group, a 3-n-propyloxyphenyl group, a 4-isopropyloxyphenyl group, a 2-isopropyloxyphenyl group, a 4-n-butyloxyphenyl group, a 4-isobutyloxyphenyl group, a 2-sec-butyloxyphenyl group, a 4-n-pentyloxyphenyl group, a 4-isopentyloxyphenyl group, a 2-isopentyloxyphenyl group, a 4-neopentyloxyphenyl group, a 2-neopentyloxyphenyl group, a 4-n-hexyloxyphenyl group, a 4-(2′-ethylbutyl)oxyphenyl group, a 4-n-heptyloxyphenyl group, a 4-n-octyloxyphenyl group, a 4-n-nonyloxyphenyl group, a 4-n-decyloxyphenyl group, a 4-n-undecyloxyphenyl group, a 4-n-dodecyloxyphenyl group, a 4-n-tetradecyloxyphenyl group, a 4-cyclohexyloxyphenyl group, a 2-cyclohexyloxyphenyl group, a 2,3-dimethoxyphenyl group, a 2,4-dimethoxyphenyl group, a 2,5-dimethoxyphenyl group, a 3,4-dimethoxyphenyl group, a 3,5-dimethoxyphenyl group, a 3,5-diethoxyphenyl group, a 2-methoxy-4-methylphenyl group, a 2-methoxy-5-methylphenyl group, a 2-methyl-4-methoxyphenyl group, a 3-methyl-4-methoxyphenyl group, a 3-methyl-5-methoxyphenyl group, a 2-methoxy-1-naphthyl group, a 4-methoxy-1-naphthyl group, a 4-n-butyloxy-1-naphthyl group, a 5-ethoxy-1-naphthyl group, a 6-methoxy-2-naphthyl group, a 6-ethoxy-2-naphthyl group, a 6-n-butyloxy-2-naphthyl group, a 6-n-hexyloxy-2-naphthyl group, a 7-methoxy-2-naphthyl group, a 7-n-butyloxy-2-naphthyl group, a 4-phenylphenyl group, a 3-phenylphenyl group, a 2-phenylphenyl group, a 4-(4′-methylphenyl)phenyl group, a 4-(3′-methylphenyl)phenyl group, a 4-(4′-ethylphenyl)phenyl group, a 4-(4′-isopropylphenyl)phenyl group, a 4-(4′-tert-butylphenyl)phenyl group, a 4-(4′-n-hexylphenyl)phenyl group, a 4-(4′-n-octylphenyl)phenyl group, a 4-(4′-methoxyphenyl)phenyl group, a 4-(4′-n-butyloxyphenyl)phenyl group, a 2-(2′-methoxyphenyl)phenyl group, a 4-(4′-chlorophenyl)phenyl group, a 3-methyl-4-phenylphenyl group, a 3-methoxy-4-phenylphenyl group, a 9-phenyl-2-fluorenyl group, a 9,9-diphenyl-2-fluorenyl group, a 9-methyl-9-phenyl-2-fluorenyl group, a 9-ethyl-9-phenyl-2-fluorenyl group, a 4-fluorophenyl group, a 3-fluorophenyl group, a 2-fluorophenyl group, a 4-chlorophenyl group, a 3-chlorophenyl group, a 2-chlorophenyl group, a 4-bromophenyl group, a 2-bromophenyl group, a 4-trifluoromethylphenyl group, a 2,3-difluorophenyl group, a 2,4-difluorophenyl group, a 2,5-difluorophenyl group, a 2,6-difluorophenyl group, a 3,4-difluorophenyl group, a 3,5-difluorophenyl group, a 2,3-dichlorophenyl group, a 2,4-dichlorophenyl group, a 2,5-dichlorophenyl group, a 3,4-dichlorophenyl group, a 3,5-dichlorophenyl group, a 2,5-dibromophenyl group, a 2,4,6-trichlorophenyl group, a 2-fluoro-4-methylphenyl group, a 2-fluoro-5-methylphenyl group, a 3-fluoro-2-methylphenyl group, a 3-fluoro-4-methylphenyl group, a 2-methyl-4-fluorophenyl group, a 2-methyl-5-fluorophenyl group, a 3-methyl-4-fluorophenyl group, a 2-chloro-4-methylphenyl group, a 2-chloro-5-methylphenyl group, a 2-chloro-6-methylphenyl group, a 3-chloro-4-methylphenyl group, a 2-methyl-3-chlorophenyl group, a 2-methyl-4-chlorophenyl group, a 3-methyl-4-chlorophenyl group, a 2-chloro-4,6-dimethylphenyl group, a 2,4-dichloro-1-naphthyl group, a 1,6-dichloro-2-naphthyl group, a 2-methoxy-4-fluorophenyl group, a 3-methoxy-4-fluorophenyl group, a 2-fluoro-4-methoxyphenyl group, a 2-fluoro-4-ethoxyphenyl group, a 2-fluoro-6-methoxyphenyl group, a 3-fluoro-4-methoxyphenyl group, a 3-fluoro-4-ethoxyphenyl group, a 2-chloro-4-methoxyphenyl group, a 3-chloro-4-methoxyphenyl group, a 2-methoxy-5-chlorophenyl group, a 3-methoxy-4-chlorophenyl group, a 3-methoxy-6-chlorophenyl group, a 5-chloro-2,4-dimethoxyphenyl group, a 2-hydroxyphenyl group, a 3-hydroxyphenyl group, a 4-hydroxyphenyl group, a 2-nitrophenyl group, a 3-nitrophenyl group, a 4-nitrophenyl group, a 2-cyanophenyl group, a 3-cyanophenyl group, a 4-cyanophenyl group, a 2-methyl-5-nitrophenyl group, a 3,5-dinitrophenyl group, a 2-hydroxy-4-nitrophenyl group and the like;

substituted or unsubstituted hetero aryl groups having 5 to 10 carbon atoms such as a 4-pyridyl group, a 3-pyridyl group, a 2-pyridyl group, a 4-methyl-2-pyridyl group, a 5-methyl-2-pyridyl group, a 6-methyl-2-pyridyl group, a 4,6-dimethyl-2-pyridyl group, a 4-methyl-5-nitro-2-pyridyl group, a 3-hydroxy-2-pyridyl group, a 6-fluoro-3-pyridyl group, a 6-methoxy-3-pyridyl group, a 6-methoxy-2-pyridyl group, a 2-pyrimidyl group, a 4-pyrimidyl group, a 5-pyrimidyl group, a 2,6-dimethyl-4-pyrimidyl group, a 4-quinolyl group, a 3-quinolyl group, a 4-methyl-2-quinolyl group, a 3-pyrrolyl group, a 2-pyrrolyl group, a 1-methyl-3-pyrrolyl group, a 1-methyl-2-pyrrolyl group, a 3-furyl group, a 2-furyl group, a 3-thienyl group, a 2-thienyl group, a 4-methyl-3-thienyl group, a 5-methyl-2-thienyl group, a 3-methyl-2-thienyl group, a 2-oxazolyl group, a 3-isoxazolyl group, a 2-thiazolyl group, a 2-thiadiazolyl group, a 2-benzoxazolyl group, a 2-benzothiazolyl group, a 2-benzimidazolyl group and the like;

substituted or unsubstituted alkenyl groups having 2 to 6 carbon atoms such as a vinyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a cyclopentenyl group, a cyclohexenyl group and the like;

substituted or unsubstituted alkynyl groups having 2 to 9 carbon atoms such as an ethynyl group, a 2-tert-butylethynyl group, a phenylethynyl group, a 4-methylphenylethynyl group, a 4-methoxyphenylethynyl group and the like;

substituted or unsubstituted metalocenyl groups such as a ferrocenyl group, a cobaltocenyl group, a nickelocenyl group, a dichlorotitanocenyl group, a trichlorotitaniumcyclopentadienyl group, a bis(trifluoromethanesulfonato)titanocenyl group, a dichlorozirconocenyl group, a dimethylzirconocenyl group, a diethoxyzirconocenyl group, a bis(cyclopentadienyl)chromium group, a bis(cyclopentadienyl)dichloromolybdenum group, bis(cyclopentadienyl)dichlorohafnium group, a bis(cyclopentadienyl)dichloroniobium group, a bis(cyclopentadienyl)ruthenium group, a bis(cyclopentadienyl)vanadium group, a bis(cyclopentadienyl)dichlorovanadium group, an octamethylferrocenyl group, an octamethylcobaltocenyl group, an octamethylnickelocenyl group and the like;

substituted or unsubstituted alkoxy groups having 1 to 8 carbon atoms such as a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, a tert-butoxy group, a sec-butoxy group, an n-pentyloxy group, an iso-pentyloxy group, an n-hexyloxy group, an n-octyloxy group, a methoxymethoxy group, an ethoxyethoxy group, a 3-(iso-propyloxy)propyloxy group and the like;

substituted or unsubstituted aralkyloxy groups having 7 to 16 carbon atoms such as a benzyloxy group, a 4-nitrobenzyloxy group, a 4-cyanobenzyloxy group, a 4-hydroxybenzyloxy group, a 2-methylbenzyloxy group, a 3-methylbenzyloxy group, a 4-methylbenzyloxy group, a 4-trifluoromethylbenzyloxy group, a 1-naphthylmethoxy group, a 2-naphthylmethoxy group, a 4-cyano-1-naphthylmethoxy group, a 4-hydroxy-1-naphthylmethoxy group, a 6-hydroxy-2-naphthylmethoxy group, a 4-methyl-1-naphthylmethoxy group, a 6-methyl-2-naphthylmethoxy group, a 4-trifluoromethyl-1-naphthylmethoxy group, a fluorene-9-ylethoxy group and the like;

substituted or unsubstituted aryloxy groups having 6 to 10 carbon atoms such as a phenoxy group, a 2-methylphenoxy group, 4-methylphenoxy group, a 4-tert-butylphenoxy group, a 2-methoxyphenoxy group, a 4-isopropylphenoxy group, a naphthyloxy group and the like;

substituted or unsubstituted hetero aryloxy groups having 5 to 10 carbon atoms such as a 4-pyridyloxy group, a 3-pyridyloxy group, a 2-pyridyloxy group, a 4-methyl-2-pyridyloxy group, a 4-methyl-5-nitro-2-pyridyloxy group, a 3-hydroxy-2-pyridyloxy group, a 6-fluoro-3-pyridyloxy group, a 6-methoxy-3-pyridyloxy group, a 2-pyrimidyloxy group, a 4-pyrimidyloxy group, a 5-pyrimidyloxy group, a 2,6-dimethyl-4-pyrimidyloxy group, a 4-quinolyloxy group, a 3-quinolyloxy group, a 4-methyl-2-quinolyloxy group, a 3-pyrrolyloxy group, a 2-pyrrolyloxy group, a 1-methyl-3-pyrrolyloxy group, a 1-methyl-2-pyrrolyloxy group, a 3-furyloxy group, a 2-furyloxy group, a 3-thienyloxy group, a 2-thienyloxy group, a 4-methyl-3-thienyloxy group, a 2-oxazolyloxy group, a 3-isoxazolyloxy group, a 2-thiazolyloxy group, a 2-thiadiazolyloxy group, a 2-benzoxazolyloxy group, a 2-benzothiazolyloxy group, a 2-benzimidazolyloxy group and the like;

substituted or unsubstituted acyloxy groups having 1 to 8 carbon atoms such as a formyloxy group, a methylcarbonyloxy group, an ethylcarbonyloxy group, an n-propylcarbonyloxy group, an isopropylcarbonyloxy group, an n-butylcarbonyloxy group, an isobutylcarbonyloxy group, a sec-butylcarbonyloxy group, a tert-butylcarbonyloxy group, an n-pentylcarbonyloxy group, an isopentylcarbonyloxy group, a neopentylcarbonyloxy group, a 2-methylbutylcarbonyloxy group, a 4-nitrobenzylcarbonyloxy group and the like;

substituted or unsubstituted arylcarbonyloxy groups having 7 to 11 carbon atoms such as a phenylcarbonyloxy group, a 4-methylphenylcarbonyloxy group, a 4-chlorophenylcarbonyloxy group, a 4-bromophenylcarbonyloxy group, a naphthylcarbonyloxy group and the like;

substituted or unsubstituted alkylthio groups having 1 to 6 carbon atoms such as a methylthio group, an ethylthio group, an n-propylthio group, a tert-butylthio group, a sec-butylthio group, an n-pentylthio group, an n-hexylthio group and the like;

substituted or unsubstituted aralkylthio groups having 7 to 16 carbon atoms such as a benzylthio group, a 4-cyanobenzylthio group, a 4-hydroxybenzylthio group, a 2-methylbenzylthio group, a 3-methylbenzylthio group, a 4-methylbenzylthio group, a 4-trifluoromethylbenzylthio group, a 1-naphthylmethylthio group, a 4-nitro-1-naphthylmethylthio group, a 4-cyano-1-naphthylmethylthio group, a 4-hydroxy-1-naphthylmethylthio group, a 4-methyl-1-naphthylmethylthio group, a 4-trifluoromethyl-1-naphthylmethylthio group, a fluorene-9-ylethylthio group and the like;

substituted or unsubstituted arylthio groups having 6 to 10 carbon atoms such as a phenylthio group, a 4-methylphenylthio group, a 2-methoxyphenylthio group, a 4-tert-butylphenylthio group, a naphthylthio group and the like;

substituted or unsubstituted hetero arylthio groups having 5 to 10 carbon atoms such as a 4-pyridylthio group, a 3-pyridylthio group, a 2-pyridylthio group, a 4-methyl-2-pyridylthio group, a 4-methyl-5-nitro-2-pyridylthio group, a 3-hydroxy-2-pyridylthio group, a 6-fluoro-3-pyridylthio group, a 6-methoxy-3-pyridylthio group, a 2-pyrimidylthio group, a 4-pyrimidylthio group, a 5-pyrimidylthio group, a 2,6-dimethyl-4-pyrimidylthio group, a 4-quinolylthio group, a 3-quinolylthio group, a 4-methyl-2-quinolylthio group, a 3-pyrrolylthio group, a 2-pyrrolylthio group, a 1-methyl-3-pyrrolylthio group, a 1-methyl-2-pyrrolylthio group, a 3-furylthio group, a 2-furylthio group, a 3-thienylthio group, a 2-thienylthio group, a 4-methyl-3-thienylthio group, a 2-oxazolylthio group, a 3-isoxazolylthio group, a 2-thiazolylthio group, a 2-thiadiazolylthio group, a 2-benzoxazolylthio group, a 2-benzothiazolylthio group, a 2-benzimidazolylthio group and the like;

substituted or unsubstituted acylthio groups having 2 to 8 carbon atoms such as a methylcarbonylthio group, an ethylcarbonylthio group, an n-propylcarbonylthio group, an isopropylcarbonylthio group, an n-butylcarbonylthio group, an isobutylcarbonylthio group, a sec-butylcarbonylthio group, a tert-butylcarbonylthio group, an n-pentylcarbonylthio group, an isopentylcarbonylthio group, a neopentylcarbonylthio group, a 2-methylbutylcarbonylthio group, a 4-nitrobenzylcarbonylthio group and the like;

substituted or unsubstituted arylcarbonylthio groups having 7 to 11 carbon atoms such as a phenylcarbonylthio group, a 4-methylphenylcarbonylthio group, a 4-chlorophenylcarbonylthio group, a 4-bromophenylcarbonylthio group, a naphthylcarbonylthio group and the like;

substituted or unsubstituted alkylsulfonyl groups having 2 to 7 carbon atoms such as a methylsulfonyl group, an ethylsulfonyl group, an n-propylsulfonyl group, an isopropylsulfonyl group, an n-butylsulfonyl group, a tert-butylsulfonyl group, a sec-butylsulfonyl group, an n-pentylsulfonyl group, an n-hexylsulfonyl group and the like;

substituted or unsubstituted arylsulfonyl groups having 6 to 10 carbon atoms such as a phenylsulfonyl group, a 2-methylphenylsulfonyl group, a 4-methylphenylsulfonyl group, a 4-tert-butylphenylsulfonyl group, a 2-methoxyphenylsulfonyl group, a 4-isopropylphenylsulfonyl group, a naphthylsulfonyl group and the like;

substituted or unsubstituted alkylamino groups having 1 to 8 carbon atoms such as a methylamino group, an ethylamino group, an n-propylamino group, an n-butylamino group, a dimethylamino group, a diethylamino group, a di-n-propylamino group, a di-n-butylamino group and the like;

substituted or unsubstituted arylamino groups having 6 to 14 carbon atoms such as a phenylamino group, a 4-methylphenylamino group, a 4-chlorophenylamino group, a 4-bromophenylamino group, a diphenylamino group, a di(4-methylphenyl)amino group, a di(4-chlorophenyl)amino group, a di(4-bromophenyl)amino group and the like;

substituted or unsubstituted hetero arylamino groups having 5 to 10 carbon atoms such as a 4-pyridylamino group, a 3-pyridylamino group, a 2-pyridylamino group, a 4-methyl-2-pyridylamino group, a 5-methyl-2-pyridylamino group, a 6-methyl-2-pyridylamino group, a 4,6-dimethyl-2-pyridylamino group, a 4-methyl-5-nitro-2-pyridylamino group, a 3-hydroxy-2-pyridylamino group, a 6-fluoro-3-pyridylamino group, a 6-methoxy-3-pyridylamino group, a 6-methoxy-2-pyridylamino group, a 2-pyrimidylamino group, a 4-pyrimidylamino group, a 5-pyrimidylamino group, a 2,6-dimethyl-4-pyrimidylamino group, a 4-quinolylamino group, a 3-quinolylamino group, a 4-methyl-2-quinolylamino group, a 3-furylamino group, a 2-furylamino group, a 3-thienylamino group, a 2-thienylamino group, a 4-methyl-3-thienylamino group, a 5-methyl-2-thienylamino group, a 3-methyl-2-thienylamino group, a 2-oxazolylamino group, a 3-isoxazolylamino group, a 2-thiazolylamino group, a 2-thiadiazolylamino group, a 2-benzoxazolylamino group, 2-benzothiazolylamino group, a 2-benzimidazolylamino group and the like;

substituted or unsubstituted alkylcarbonylamino groups having 2 to 7 carbon atoms such as a methylcarbonylamino group, an ethylcarbonylamino group, an n-propylcarbonylamino group, an isopropylcarbonylamino group, an n-butylcarbonylamino group, a tert-butylcarbonylamino group, a sec-butylcarbonylamino group, an n-pentylcarbonylamino group, an n-hexylcarbonylamino group and the like;

substituted or unsubstituted arylcarbonylamino groups having 7 to 11 carbon atoms such as a phenylcarbonylamino group, a 2-methylphenylcarbonylamino group, a 4-methylphenylcarbonylamino group, a 4-tert-butylphenylcarbonylamino group, a 2-methoxyphenylcarbonylamino group, a 4-isopropylphenylcarbonylamino group, a naphthylcarbonylamino group and the like; and

a group having a substituted or unsubstituted metalocenyl groups composed of a linking group and a substituted or unsubstituted metalocenyl group.

As the group having a substituted or unsubstituted metalocenyl group, preferred is a group represented by the general formula (7) below,

wherein, in the formula, L represents a linking group; Q₁and Q₂each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an aminoalkyl group having 1 to 4 carbon atoms or a diarylphosphino group; and M represents a divalent transition metal.

In the group represented by the general formula (7), Q₁and Q₂each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an aminoalkyl group having 1 to 4 carbon atoms or a diarylphosphino group.

Concrete examples of Q₁and Q₂include a hydrogen atom;

halogen atoms such as a fluorine atom, a chlorine atom, a bromine atom, an iodine atom and the like;

alkyl groups such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group and the like;

alkoxy groups such as a methoxy group, an ethoxy group, an n-propyloxy group, an isopropyloxy group, an n-butyloxy group, an isobutyloxy group, a sec-butyloxy group, a tert-butyloxy group and the like;

aminoalkyl groups such as an aminomethyl group, an aminoethyl group, an aminopropyl group, an aminobutyl group and the like; and

diarylphosphino groups such as a diphenylphosphino group, a phenyl-3,5-xylylphosphino group and the like.

In the group represented by the general formula (7), M represents a divalent transition metal, and concrete examples thereof include Fe, Co, Ni, Ru, Os, Mn, Cr, W, V, Sc, Y, La, Ce, Pr, Nd, Sm, Gd, Er, Tm, Yb and the like. Particularly preferred is Fe.

In the group represented by the general formula (7), L represents a linking group, and preferably a divalent residue which may contain a hetero atom having 1 to 10 carbon atoms.

When ring A may have substituents, as the substituent, preferred is a substituent having a fluorine atom and more preferred is a fluorine-substituted alkyl group from the viewpoints of the recording sensitivity and the stability against reproduction light.

Concrete examples of the fluorine-substituted alkyl group include a trifluoromethyl group, a 2,2,2-trifluoroethyl group, a pentafluoroethyl group, a 3,3,3-trifluoropropyl group, a 2,2,3,3-tetrafluoropropyl group, a 4,4,4-trifluorobutyl group, a 2,2,3,3,4,4,4-heptafluorobutyl group and the like.

In the linking group represented by the general formula (a), X represents a hydrogen atom, a hydroxyl group, an amino group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted heteroarylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group.

X preferably represents a hydrogen atom, a hydroxyl group, an amino group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group having 2 to 7 carbon atoms, a substituted or unsubstituted aralkyloxycarbonyl group having 8 to 16 carbon atoms, a substituted or unsubstituted aryloxycarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted acyl group having 1 to 7 carbon atoms, a substituted or unsubstituted arylcarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted hetero arylcarbonyl group having 6 to 11 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 16 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted hetero aryl group having 5 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 6 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 9 carbon atoms, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms, a substituted or unsubstituted aralkyloxy group having 7 to 16 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 10 carbon atoms, a substituted or unsubstituted hetero aryloxy group having 5 to 10 carbon atoms, a substituted or unsubstituted acyloxy group having 1 to 8 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms, a substituted or unsubstituted aralkylthio group having 7 to 16 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 10 carbon atoms, a substituted or unsubstituted hetero arylthio group having 5 to 10 carbon atoms, a substituted or unsubstituted alkylamino group having 1 to 8 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 14 carbon atoms, a substituted or unsubstituted hetero arylamino group having 5 to 10 carbon atoms, a substituted or unsubstituted alkylcarbonylamino group having 2 to 7 carbon atoms, a substituted or unsubstituted arylcarbonylamino group having 7 to 11 carbon atoms, or a group having a substituted or unsubstituted metalocenyl group.

Concrete examples of X include a hydrogen atom;

a hydroxyl group;

an amino group;

a carboxyl group;

concrete examples of the substituted or unsubstituted alkoxycarbonyl group having 2 to 7 carbon atoms as cited above; concrete examples of the substituted or unsubstituted aralkyloxycarbonyl group having 8 to 16 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aryloxycarbonyl group having 7 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted acyl group having 1 to 7 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylcarbonyl group having 7 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero arylcarbonyl group having 6 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkyl group having 1 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aralkyl group having 7 to 16 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aryl group having 6 to 20 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero aryl group having 5 to 10 carbon atoms as cited above; concrete examples of the substituted or unsubstituted alkenyl group having 2 to 6 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkynyl group having 2 to 9 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted metalocenyl group as cited above;

concrete examples of the substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aralkyloxy group having 7 to 16 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aryloxy group having 6 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero aryloxy group having 5 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted acyloxy group having 1 to 8 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aralkylthio group having 7 to 16 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylthio group having 6 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero arylthio group having 5 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylamino group having 1 to 8 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylamino group having 6 to 14 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero arylamino group having 5 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylcarbonylamino group having 2 to 7 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylcarbonylamino group having 7 to 11 carbon atoms as cited above; and

concrete examples of the group having a substituted or unsubstituted metalocenyl group as cited above.

In the compound represented by the general formula (1), R₁and R₂each independently represent a hydrogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted alkylaminocarbonyl group, a substituted or unsubstituted arylaminocarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkylaminothiocarbonyl group, a substituted or unsubstituted arylaminothiocarbonyl group, a substituted or unsubstituted alkylthiocarbonyl group, a substituted or unsubstituted arylthiocarbonyl group, a substituted or unsubstituted hetero arylthiocarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted arylcarbonyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted acylthio group, a substituted or unsubstituted arylcarbonylthio group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group, and may be bonded with each other to form a hydrocarbon ring which may have a substituent or a heterocyclic ring which may have a substituent.

R₁and R₂are each preferably a hydrogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group having 2 to 7 carbon atoms, a substituted or unsubstituted aralkyloxycarbonyl group having 8 to 16 carbon atoms, a substituted or unsubstituted aryloxycarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted alkylaminocarbonyl group having 2 to 9 carbon atoms, a substituted or unsubstituted arylaminocarbonyl group having 7 to 15 carbon atoms, a substituted or unsubstituted acyl group having 1 to 7 carbon atoms, a substituted or unsubstituted arylcarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted hetero arylcarbonyl group having 6 to 11 carbon atoms, a substituted or unsubstituted alkylaminothiocarbonyl group having 2 to 9 carbon atoms, a substituted or unsubstituted arylaminothiocarbonyl group having 7 to 15 carbon atoms, a substituted or unsubstituted alkylthiocarbonyl group having 2 to 7 carbon atoms, a substituted or unsubstituted arylthiocarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted hetero arylthiocarbonyl group having 6 to 11 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 16 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted hetero aryl group having 5 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 6 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 9 carbon atoms, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms, a substituted or unsubstituted aralkyloxy group having 7 to 16 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 10 carbon atoms, a substituted or unsubstituted hetero aryloxy group having 5 to 10 carbon atoms, a substituted or unsubstituted acyloxy group having 1 to 8 carbon atoms, a substituted or unsubstituted arylcarbonyloxy group having 7 to 11 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms, a substituted or unsubstituted aralkylthio group having 7 to 16 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 10 carbon atoms, a substituted or unsubstituted hetero arylthio group having 5 to 10 carbon atoms, a substituted or unsubstituted acylthio group having 2 to 8 carbon atoms, a substituted or unsubstituted arylcarbonylthio group having 7 to 11 carbon atoms, a substituted or unsubstituted alkylamino group having 1 to 8 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 14 carbon atoms, a substituted or unsubstituted hetero arylamino group having 5 to 10 carbon atoms, a substituted or unsubstituted alkylcarbonylamino group having 2 to 7 carbon atoms, a substituted or unsubstituted arylcarbonylamino group having 7 to 11 carbon atoms, or a group having a substituted or unsubstituted metalocenyl group.

R₁and R₂may be bonded with each other to form a hydrocarbon ring which may have a substituent or a heterocyclic ring which may have a substituent.

Concrete examples of R₁and R₂include a hydrogen atom;

a hydroxyl group;

an amino group;

a nitro group;

a cyano group;

a carboxyl group;

concrete examples of the substituted or unsubstituted alkoxycarbonyl group having 2 to 7 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aralkyloxycarbonyl group having 8 to 16 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aryloxycarbonyl group having 7 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylaminocarbonyl group having 2 to 9 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylaminocarbonyl group having 7 to 15 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted acyl group having 1 to 7 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylcarbonyl group having 7 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero arylcarbonyl group having 6 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylaminothiocarbonyl group having 2 to 9 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylaminothiocarbonyl group having 7 to 15 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylthiocarbonyl group having 2 to 7 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylthiocarbonyl group having 7 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero arylthiocarbonyl group having 6 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkyl group having 1 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aralkyl group having 7 to 16 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aryl group having 6 to 20 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero aryl group having 5 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkenyl group having 2 to 6 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkynyl group having 2 to 9 carbon atoms as cited above;

concrete examples of the a substituted or unsubstituted metalocenyl group as cited above;

concrete examples of the substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aralkyloxy group having 7 to 16 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aryloxy group having 6 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero aryloxy group having 5 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted acyloxy group having 1 to 8 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylcarbonyloxy group having 7 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted aralkylthio group having 7 to 16 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylthio group having 6 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero arylthio group having 5 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted acylthio group having 2 to 8 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylcarbonylthio group having 7 to 11 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylamino group having 1 to 8 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylamino group having 6 to 14 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted hetero arylamino group having 5 to 10 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted alkylcarbonylamino group having 2 to 7 carbon atoms as cited above;

concrete examples of the substituted or unsubstituted arylcarbonylamino group having 7 to 11 carbon atoms as cited above; and

concrete examples of the group having a substituted or unsubstituted metalocenyl group as cited above.

When R₁and R₂are bonded with each other to form a hydrocarbon ring which may have a substituent or a heterocyclic ring which may have a substituent, preferred are a substituted or unsubstituted aliphatic ring, a substituted or unsubstituted carbocyclic aromatic ring and a substituted or unsubstituted heterocyclic aromatic ring, more preferred are a substituted or unsubstituted aliphatic ring having 3 to 26 carbon atoms, a substituted or unsubstituted carbocyclic aromatic ring having 6 to 26 carbon atoms and a substituted or unsubstituted heterocyclic aromatic ring having 3 to 26 carbon atoms, and further preferred are a substituted or unsubstituted aliphatic ring having 3 to 20 carbon atoms, a substituted or unsubstituted carbocyclic aromatic ring having 6 to 20 carbon atoms and a substituted or unsubstituted heterocyclic aromatic ring having 3 to 20 carbon atoms.

Particularly preferred are a 6-membered cyclic hydrocarbon ring which may have a substituent, a 6-membered cyclic heterocyclic ring which may have a substituent, a 5-membered cyclic hydrocarbon ring which may have a substituent, a 5-membered cyclic heterocyclic ring which may have a substituent and the like.

In the above, concrete examples of the atom constituting each ring include C, N, O, S and the like. Furthermore, when ring has substituents, concrete examples of the substituent include the same as those of the substituent when ring A may have substituents.

Concrete examples of the 6-membered cyclic hydrocarbon ring which may have a substituent, 6-membered cyclic heterocyclic ring which may have a substituent, 5-membered cyclic hydrocarbon ring which may have a substituent and 5-membered cyclic heterocyclic ring which may have a substituent include the formulae below,

wherein, in the formula, X_a1to X_a14each independently represent —CZ₁═ or —N═; and X_b1to X_b15each independently represent —CZ₁Z₂—, —C(═O)—, —C(═S)—, —NZ₁—, —O— or —S—, may be the same or different from each other, and adjacent ones thereof may be bonded with each other to form a ring;

Z₁and Z₂each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted hetero arylcarbonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted hetero aryloxy group, a substituted or unsubstituted acyloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted hetero arylthio group, a substituted or unsubstituted alkylsulfonyl group, a substituted or unsubstituted arylsulfonyl group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted arylamino group, a substituted or unsubstituted hetero arylamino group, a substituted or unsubstituted alkylcarbonylamino group, a substituted or unsubstituted arylcarbonylamino group, or a group having a substituted or unsubstituted metalocenyl group, and

Z₁and Z₂may be bonded with each other to form a 5 to 6-membered ring; and Y represents the same as those described above.

More preferable examples of the 6-membered cyclic hydrocarbon ring which may have a substituent, 6-membered cyclic heterocyclic ring which may have a substituent, 5-membered cyclic hydrocarbon ring which may have a substituent and 5-membered cyclic heterocyclic ring which may have a substituent include the general formulae (C-1) to (C-7) below,

R₁₁and R₁₂may be bonded with each other to form a 5 to 6-membered ring; and Y represents the same as those described above.

Examples of R₆to R₂₁of the general formulae (C-1) to (C-7) include a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkoxycarbonyl group having 2 to 7 carbon atoms, a substituted or unsubstituted aralkyloxycarbonyl group having 8 to 16 carbon atoms, a substituted or unsubstituted aryloxycarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted acyl group having 1 to 7 carbon atoms, a substituted or unsubstituted arylcarbonyl group having 7 to 11 carbon atoms, a substituted or unsubstituted hetero arylcarbonyl group having 6 to 11 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 16 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted hetero aryl group having 5 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 6 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 9 carbon atoms, a substituted or unsubstituted metalocenyl group, a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms, a substituted or unsubstituted aralkyloxy group having 7 to 16 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 10 carbon atoms, a substituted or unsubstituted hetero aryloxy group having 5 to 10 carbon atoms, a substituted or unsubstituted acyloxy group having 1 to 8 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms, a substituted or unsubstituted aralkylthio group having 7 to 16 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 10 carbon atoms, a substituted or unsubstituted hetero arylthio group having 5 to 10 carbon atoms, a substituted or unsubstituted alkylsulfonyl group having 2 to 7 carbon atoms, a substituted or unsubstituted arylsulfonyl group having 6 to 10 carbon atoms, a substituted or unsubstituted alkylamino group having 1 to 8 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 14 carbon atoms, a substituted or unsubstituted hetero arylamino group having 5 to 10 carbon atoms, a substituted or unsubstituted alkylcarbonylamino group having 2 to 7 carbon atoms, a substituted or unsubstituted arylcarbonylamino group having 7 to 11 carbon atoms, and a group having a substituted or unsubstituted metalocenyl group, and R₁₁and R₁₂are preferably bonded with each other to form a 5 to 6-membered ring.

Concrete examples of R₆to R₂₁include a hydrogen atom;