JPH06301222A - Electrophotographic receptor - Google Patents

Abstract

PURPOSE:To obtain an electrophotographic receptor having high sensitivity and high durability, hardly deteriorating image quality or lowering its sensitivity at the time of practical printing and ensuring a long pot life for a coating material for the photosensitive layer by incorporating a polycarbonate (co)pol ymer and a specified compd. into the resin binder of a photosensitive layer. CONSTITUTION:A polycarbonate (co)polymer having repeating structural units represented by formula I and a compd. represented by formula II are incorporated into the resin binder of a photosensitive layer. In the formula I, each of R1-R8 is H, halogen, 1-10C optionally substd. alkyl, cycloalkyl or aryl and X is cycloalkylidene having two or more alkyl, cycloalkyl or aryl substituents and formed so as to include two C atoms bonding to two phenylene rings. In the formula II, each of Ar1 and Ar2 is an aliphatic group, etc., Ar3 is phenylene, each of R13 and R14 is H or alkyl and R15 is alkyl or aryl.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electrophotographic photoreceptor and a method for producing the same.

[0002]

2. Description of the Related Art In an electrophotographic copying machine of the Carlson method, after uniformly charging a photoreceptor, the charge is erased imagewise by exposure to form an electrostatic latent image. The toner is developed and visualized, and then the toner is transferred and fixed on paper or the like.

On the other hand, the surface of the photosensitive member is cleaned by removing adhered toner and removing electric charge, and is repeatedly used for a long period of time.

Therefore, as an electrophotographic photoreceptor, not only the electrophotographic characteristics such as excellent charging characteristics and sensitivity but also small dark decay, but also physical properties such as printing durability, abrasion resistance and scratch resistance upon repeated use. Also, it is required to have good resistance to ozone generated during corona discharge and ultraviolet rays during exposure.

Conventionally, selenium has been used as an electrophotographic photoreceptor.
Inorganic photoconductors having an inorganic photoconductive substance such as zinc oxide and cadmium sulfide as a main component of a photosensitive layer have been widely used. However, since these inorganic photoconductors are harmful to the human body, there is a problem in their disposal.

In recent years, an organic photoconductor using a non-polluting organic substance has been actively developed and put into practical use. Above all, the charge generation function and the charge transport function are shared by different substances,
A function-separated type photoconductor is promising, in which a substance exhibiting each function in accordance with desired characteristics can be selected from a wide range.

However, such an organic photoconductor is generally inferior in mechanical strength to an inorganic photoconductor, and a scratch or a scratch due to a mechanical external force such as a cleaning blade or a developing brush is generated.
There is a problem such as wear. These cause deterioration of the output image, and a stable and clear image cannot always be obtained.

The above problems are largely due to the characteristics of the binder resin contained in the outermost layer of the photoreceptor.

In recent years, various researches and developments have been carried out, and a laminated-type photoreceptor in which the functions of charge generation and charge transport are shared by the respective layers has been proposed. Conventionally, such a laminated organic photoreceptor is mainly used for negative charging, and has a structure in which a thin charge generation layer is provided on a conductive support and a relatively thick charge transport layer is provided thereon.

As a binder used in such a photoreceptor, it is well known that a bisphenol A type polycarbonate resin exhibits good characteristics in terms of charging characteristics, sensitivity, residual potential and repetitive characteristics. There is.

However, as a result of investigations conducted by the present inventors, the bisphenol A type polycarbonate resin has a high polymer crystallinity, so that its solution easily causes gelation.
It has a drawback that it cannot be used in about 2 days. or,
When a film is formed by coating, crystalline polycarbonate is likely to be deposited on the surface of the film during the formation of a coating film to form protrusions, which causes tailing of the coating film to lower the yield, or as a photoreceptor. When used, toner adheres to the convex portion and remains without being cleaned, and image defects due to so-called poor cleaning are likely to occur.

When the electrophotographic photosensitive member using the bisphenol A type polycarbonate resin as a binder is used as a photosensitive member of an electrophotographic copying machine, the surface of the photosensitive layer is scratched by being rubbed with a magnetic brush or a cleaning blade. It has the drawback that the photosensitive layer is gradually worn away.

On the other hand, since the high image quality and the good copying workability depend on the uniformity of the film thickness and the surface uniformity of the photoconductor, the coating composition for forming the photoconductor constituting layer or the coating,
Defects in the film surface such as citrus peel, pinholes, coating streaks, and cracks (solvent cracks) caused by drying are serious problems in terms of copying characteristics and production technology.

In response to the above-mentioned troubles, introduction of a substituent having a fluorine atom at a carbon between phenylene rings of bisphenol type polycarbonate (JP-A-63-65444), substitution of an alkyl group or a halogen atom on the phenylene ring. (JP 63-1
48263), or a copolymer of monomers in which both phenylene rings are substituted with a phenyl group or a cyclohexyl group (JP
No. 1-269942, No. 1-269943), etc. have been proposed, but they do not have sufficient surface strength and surface smoothness, are vulnerable to abrasion and scratches, and deteriorate in image quality during repeated use. There are problems such as sensitivity deterioration due to wear reduction.

On the other hand, conventional polycarbonates which are often used as binders for photosensitive layers have often used halogenated hydrocarbons such as methylene chloride, 1,2-dichloroethane, chloroform and monochlorobenzene, which have high solubility, as solvents. It was

On the other hand, in recent years, voices concerning environmental protection have been increasing, and regulations on harmful substances and substances polluting the environment have been strengthened. Under such circumstances, the above-mentioned halogenated hydrocarbons may not be used in the future, or the amount thereof may be limited.

Therefore, the binder resin for the photosensitive layer includes hydrocarbons such as toluene and benzene, ketones such as acetone, methyl ethyl ketone and cyclohexanone, esters such as ethyl acetate and butyl acetate, alcohols such as methanol, ethanol and butanol. Those having high solubility in ethers, ethers such as tetrahydrofuran, 1,4-dioxane, furan and furfural, acetals and the like are preferable.

Suitable resins for the undercoat layer and the charge generation layer have been found out and have already been put to practical use. However, when using a resin other than a polycarbonate resin that dissolves in the above solvent for the charge transport layer, low sensitivity, electrophotographic characteristics such as increase in residual potential due to repeated use, and abrasion during repeated use, Deterioration of image quality due to scratches,
There is a problem in mechanical durability such as sensitivity deterioration due to film wear,
No resin satisfying these requirements has been found.

[0019]

SUMMARY OF THE INVENTION An object of the present invention is to provide a photoreceptor having high sensitivity, high durability and less deterioration in image quality during actual photographing and deterioration in sensitivity, and another object is to provide a photosensitive layer coating material. This is to provide a photoconductor having a good pot life (storability).

[0020]

The above object of the present invention is to provide an electrophotographic photosensitive member comprising a conductive substrate and a photosensitive layer provided thereon, wherein the binder resin of the photosensitive layer is represented by the general formula [I] "Chemical formula 1". A polycarbonate polymer having a repeating structural unit represented by or a copolymer thereof is contained, and the above general formula [II] "Chemical formula 2", general formula [III] "Chemical formula 3", and general formula [I
V] "Chemical formula 4", general formula [V] "Chemical formula 5", general formula [VI] "Chemical formula 6", general formula [VII] "Chemical formula 7", general formula [VIII] "Chemical formula 8", general formula [ IX] “Chemical formula 9” or general formula [X] “Chemical formula 1”
It is achieved by an electrophotographic photosensitive member characterized by containing a compound represented by "0".

The present invention will be described below.

First, the compound represented by the general formula [I] will be described.

Specific examples of R _{1 to} R _{8 in} the above general formula [I] are hydrogen atom, methyl group, ethyl group, propyl group, isopropyl group, butyl group, 1-methylpropyl group, 2- Methylpropyl group, t-butyl group, pentyl group,
Isopentyl group, hexyl group, isohexyl group, phenyl group, tolyl group, xylyl group, trimethylphenyl group,
Examples thereof include an ethylphenyl group, a cyclopentyl group, a cyclohexyl group, a cyclooctyl group, a fluorine atom, a chlorine atom and a bromine atom.

A cyclic alkylene group in the above general formula [I],
Specific examples of at least two or more substituents bonded to X include methyl group, ethyl group, propyl group, isopropyl group, butyl group, 1-methylpropyl group, 2-methylpropyl group, t-butyl group, pentyl. Group, isopentyl group, hexyl group, isohexyl group, phenyl group, tolyl group, cyclopentyl group, cyclohexyl group and the like.

The polycarbonate composed of the repeating unit represented by the general formula [I] includes, for example, one kind or two or more kinds of dihydric phenols represented by the following general formula (A) and a carbonate precursor such as phosgene. It can be obtained by condensation polymerization in the presence of a suitable acid binder in a suitable neutral polar solvent, or by a method such as a transesterification reaction between the dihydric phenol (A) and the bisaryl carbonate.

[0026]

[Chemical 11]

As the acid binder, various known ones can be used. Specifically, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, organic bases such as pyridine, and a mixture thereof are used. Is used.

As the solvent, for example, methylene chloride, chlorobenzene, xylene, etc. are used. Furthermore, in order to accelerate the condensation polymerization reaction, a catalyst such as a tertiary amine or quaternary ammonium salt such as triethylamine is added, and a molecular weight regulator such as pt-butylphenol or phenylphenol is added to adjust the degree of polymerization. It is desirable to carry out the reaction.

If desired, a small amount of antioxidants such as sodium sulfite and hydrosulfide may be added.
The reaction is usually carried out at a temperature in the range of 0 to 150 ° C, preferably 5 to 40 ° C. It is desirable to maintain the pH of the reaction system at 10 or more during the reaction.

On the other hand, in the latter transesterification method, the dihydric phenols and bisaryl carbonate are mixed and reacted at a high temperature under reduced pressure. Reaction is usually 15
Performed in a temperature range of 0 to 350 ° C, preferably 200 to 300 ° C,
The final degree of vacuum is preferably 1 mmHg or less, and phenols derived from the bisaryl carbonate produced by the transesterification reaction are distilled out of the system. The reaction is preferably carried out in an atmosphere of an inert gas such as nitrogen or argon, and the reaction may be carried out by appropriately adding the above-mentioned molecular weight modifier or antioxidant.

Examples of the polycarbonate copolymer used in the present invention include the above general formula [I] and the following general formula [I]
-A] is included in the repeating structural unit.

[0032]

[Chemical 12]

R _{9 to} R ₁₆ : hydrogen atom, halogen atom, substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, cycloalkyl group, aryl group.

Y represents a straight chain, branched chain, or cyclic alkylene group having 1 to 10 carbon atoms, an aryl-substituted alkylidene group, a sulfonyl group, a sulfide group, or an ether group, and the two phenylene rings are directly bonded without interposing Y. You may.

As these copolymers, one or more kinds of the above dihydric phenols (A) and one or more kinds of the following dihydric phenols (B) are suitable and a carbonate precursor such as phosgene. Bond polymerization in the presence of a suitable acid binder in a suitable solvent, or by a method such as transesterification of these dihydric phenols (A) and dihydric phenols (B) with bisaryl carbonate You can

[0036]

[Chemical 13]

Specific examples of the polycarbonate having a repeating unit represented by the above general formula [Ia] include JP-A-
50-98332, 60-172045, 61-62040, JP 1-2
69942, 1-269943, 1-273046, 4-268365, etc.

The polycarbonate of the present invention may be a homopolymer consisting of one kind of repeating unit represented by the above general formula [I], or may be composed of two or more kinds of the general formula [I] in an arbitrary ratio. It may be a copolymer. These are 1
They may be used alone or in combination of two or more.

As another polycarbonate copolymer of the present invention, one or more repeating units represented by the general formula [I] and one or more general formulas [I-
a] is included. Regarding the ratio of the repeating units [I] and [Ia], at least [I] is at least 20 mol%, preferably at least 30 mol%.

The polycarbonate and / or polycarbonate copolymer of the present invention can be used in combination with other known binders such as other known polycarbonates as long as the object of the present invention is not impaired.

The polycarbonate of the present invention has a weight average molecular weight of 5,000 to 300,000, preferably 20,000 to 200,000.

As the solvent for the polycarbonate polymer or copolymer used in the present invention, a halogen-based solvent such as methylene chloride, ethylene chloride or chlorobenzene can be used, but a non-halogen-based solvent is particularly preferable in view of environmental problems.

As the non-halogen solvent, ketones ... Methyl ethyl ketone (MEK), methyl butyl ketone, methyl isobutyl ketone (MIBK), methyl isopropyl ketone (MIPK), cyclohexanone, isophorone, diacetone alcohol esters ... Ethyl acetate, propyl acetate , Butyl acetate,
Isopropyl acetate, furans ... Tetrahydrofuran ethers ... Dioxane hydrocarbons ... Benzene, toluene, xylene, ethylbenzene and the like are preferable.

More preferred are MEK, toluene, and ethyl acetate, but two or more kinds may be used in combination in view of coating evaporation rate, viscosity, film-forming property and the like. In this case, organic solvents other than those mentioned above are also advantageously used.

The concentration of the solution (% by weight of polycarbonate with respect to the solvent) is usually 1 to 30% by weight, preferably 5 to 20%
Is.

Examples of compounds of the polycarbonate and the polycarbonate copolymer of the present invention include the following.

[0047]

[Chemical 14]

[0048]

[Chemical 15]

[0049]

[Chemical 16]

[0050]

[Chemical 17]

[0051]

[Chemical 18]

[0052]

[Chemical 19]

[0053]

[Chemical 20]

Examples of the binder that may be used in combination with the carbonate copolymer used as the binder include the following.

(1) Polyester (2) Methacrylic resin (3) Acrylic resin (4) Polyvinyl chloride (5) Polyvinylidene chloride (6) Polystyrene (7) Polyvinyl acetate (8) Styrene copolymer resin (for example, styrene- Butadiene copolymer, styrene-methyl methacrylate copolymer, etc.) (9) Acrylonitrile copolymer resin (for example, vinylidene chloride-acrytronitrile copolymer, etc.) (10) Vinyl chloride-vinyl acetate copolymer Combined (11) Vinyl chloride-vinyl acetate-maleic anhydride copolymer (12) Silicone resin (13) Silicone-alkyd resin (14) Phenolic resin (for example, phenol-formaldehyde resin, cresol-formaldehyde resin,
Etc.) (15) Styrene-alkyd resin (16) Poly-N-vinylcarbazole (17) Polyvinyl butyral (18) Polyvinyl formal (19) Polyhydroxystyrene These binders may be used alone or as a mixture of two or more kinds. It can be used in combination with the carbonate according to the invention.

Next, the compounds represented by the general formulas [II] to [X] will be described.

[0057]

[Chemical 21]

In the formula, Ar ₁ and Ar ₂ represent an aliphatic group or an aromatic group, Ar ₃ represents a phenylene group, and Ar ₁ and Ar ₃ may form a ring. R ₁₃ and R ₁₄ represent a hydrogen atom, an alkyl group, or an aromatic group, and R ₁₅ represents an alkyl group or an aryl group.

The aryl group is a phenyl group, a naphthyl group,
Represents a condensed polycycle and represents Ar ₁ , Ar ₂ , Ar ₃ , R ₁₃ , R ₁₄ , and R _15.
The aliphatic group and aromatic group described above may contain a substituent such as an alkyl group, an alkoxy group, a halogen atom and an amino group, and a ring such as a carbazole ring or an indoline ring is used for Ar ₁ and Ar _2. May be formed, and the ring formed by R ₁₄ and R ₁₅ is 5
~ 7-membered carbocycle or heterocycle. The compound is CT
It has a good performance as M and is convenient for increasing the sensitivity.

Examples of the compound represented by the general formula [II] are described below, but the invention is not limited thereto.

Specific Examples of Compounds of General Formula [II]

[0062]

[Chemical formula 22]

[0063]

[Chemical formula 23]

[0064]

[Chemical formula 24]

[0065]

[Chemical 25]

[0066]

[Chemical formula 26]

[0067]

[Chemical 27]

[Wherein Ar ₁ is a phenyl group substituted with (R ₃ ) i, substituted or unsubstituted three groups described below; a condensed polycyclic hydrocarbon group, a heterocyclic group, and a condensed polycyclic group. Represents a heterocyclic group.

Ar ₂ and Ar ₃ are a phenyl group substituted with (R ₄ ) j, _three groups which are substituted or unsubstituted; a condensed polycyclic hydrocarbon group, a heterocyclic group and a condensed polycyclic system. Represents a heterocyclic group.

Ar ₄ and Ar ₅ are a phenyl group substituted by (R ₅ ) k, substituted or unsubstituted three groups described below; a condensed polycyclic hydrocarbon group, a heterocyclic group, and a condensed polycyclic system. Represents a heterocyclic group.

R ₁ and R ₂ are a phenyl group substituted with (R ₆ ) l, substituted or unsubstituted three groups described below; a condensed polycyclic hydrocarbon group, a heterocyclic group, and a condensed polycyclic system. It represents a heterocyclic group and may form a ring in cooperation with Ar ₄ and Ar ₅ . R ₃
Is a substituted or unsubstituted alkyl group, phenyl group, alkoxy group, phenoxy group and cyano group, halogen atom, carboxyl group, acyl group, hydroxyl group, nitro group,
Amino group, and further 6 groups which are substituted or unsubstituted; alkylamino group, arylamino group, aralkylamino group, cyclic hydrocarbon group, condensed polycyclic hydrocarbon group and heterocyclic group.

R ₄ , R ₅ and R ₆ are the following four groups which are substituted or unsubstituted; alkyl group, phenyl group, alkoxy group, phenoxy group and cyano group, halogen atom, carboxyl group, acyl group, hydroxyl group. , A nitro group, an amino group, and further six groups which are substituted or unsubstituted; an alkylamino group, an arylamino group, an aralkylamino group,
It represents a cyclic hydrocarbon group, a condensed polycyclic hydrocarbon group or a heterocyclic group.

I, k, and l represent integers of 0 to 5, and j is
Represents an integer of 0-4. Examples of specific compounds of the CTM of the present invention represented by the general formula [III] are shown below, but the invention is not limited thereto.

[0074]

[Chemical 28]

[0075]

[Chemical 29]

[0076]

[Chemical 30]

[0077]

[Chemical 31]

[0078]

[Chemical 32]

[0079]

[Chemical 33]

[0080]

[Chemical 34]

[0081]

[Chemical 35]

[In the formula, R ₁ represents a hydrogen atom, an alkyl group or an alkoxy group, and R ₂ and R ₃ represent a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, an alkoxycarbonyl group or a substituted amino group, respectively. . Specific examples of compounds represented by the general formula [IV] are shown below, but the present invention is not limited thereto.

Specific examples of the compound of the general formula [IV]

[0084]

[Chemical 36]

[0085]

[Chemical 37]

[0086]

[Chemical 38]

[0087]

[Chemical Formula 39]

[0088]

[Chemical 40]

[0089]

[Chemical 41]

[In the formula, Ar ₁ and Ar ₂ represent an alkyl group or an aryl group, Ar ₃ represents a phenylene group, and Ar ₁ and Ar ₂ may form a ring. R ₁₁ is a hydrogen atom, an alkyl group, an aryl group, Z ₂ is the following _two groups which are substituted or unsubstituted; a non-metallic atom group necessary for forming a carbocyclic group or a heterocyclic group (including polycycle). Represent

The aryl group represents a phenyl group, a naphthyl group, or a condensed polycycle. The alkyl group and aryl group described in Ar ₁ , Ar ₂ , Ar ₃ and R ₁₁ include an alkyl group, an alkoxy group, a halogen atom, It may contain a substituent such as an amino group. Ar ₁ and Ar ₂ may form a ring such as a carbazole ring and an indoline ring. Examples of the compound represented by the general formula [V] will be described below, but the invention is not limited thereto.

Specific Examples of Compounds of General Formula [V]

[0093]

[Chemical 42]

[0094]

[Chemical 43]

[0095]

[Chemical 44]

[In the formula, R ₁ represents an alkyl group such as a methyl group, an ethyl group, a propyl group and a butyl group; an allyl group; a phenyl group; an aralkyl group such as a benzyl group and a phenethyl group; and R ² represents o-tolyl group. Group, m-tolyl group, p-tolyl group, p-ethylphenyl group, o-chlorophenyl group, m-chlorophenyl group, p-chlorophenyl group, p-bromophenyl group, o-methoxyphenyl group, m- It represents a phenyl group which may be substituted with a substituent such as a methoxyphenyl group and a p-methoxyphenyl group. Specific examples of the compounds represented by the general formula [VI] are shown below, but the invention is not limited thereto.

Specific examples of the compound of the general formula [VI]

[0098]

[Chemical formula 45]

[0099]

[Chemical formula 46]

[0100]

[Chemical 47]

[0101]

[Chemical 48]

[0102]

[Chemical 49]

[In the general formula [VII], X, Y and Z
Is a hydrogen atom; a lower alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, a hexyl group; a lower alkoxy group such as a methoxy group, an ethoxy group, a butoxy group; a phenoxy group; a benzyloxy group, a phenethyloxy group, etc. R represents a hydrogen atom; a lower alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, and a hexyl group; an allyl group; a phenyl group; an aralkyl group such as a benzyl group and a phenethyl group. m and l are 1 or 2
And n represents 0 or 1.

In the above general formula [IV], it is preferable that X and Y are lower alkyl groups or lower alkoxy groups, Z is a hydrogen atom and R is a phenyl group.

The hydrazone compound represented by the above general formula [VII] can be easily produced by a known method. For example, it can be produced according to the method described in JP-A-59-15251. The specific exemplary compounds represented by the general formula [VII] are shown below, but the present invention is not limited thereto.

Specific examples of the compound of the general formula [VII]

[0107]

[Chemical 50]

[0108]

[Chemical 51]

[0109]

[Chemical 52]

[In the formula, Ar ₁ , Ar ₂ , Ar ₃ and Ar ₄ are each an aryl group, and at least one has a substituent. The specific exemplary compounds represented by the general formula [VIII] are shown below, but the present invention is not limited thereto.

Specific Examples of Compounds of General Formula [VIII]

[0112]

[Chemical 53]

[0113]

[Chemical 54]

[0114]

[Chemical 55]

[0115]

[Chemical 56]

[In the formula, Ar ₅ , Ar ₆ and Ar ₇ are each an aryl group, and at least one of them has a substituent. A represents an alkylene group which may have a substituent, an arylene group or a divalent heterocyclic group. R ₁ is hydrogen, an alkyl group which may have a substituent, an aralkyl group,
Represents an aryl group. The specific exemplary compounds represented by the general formula [IX] are shown below, but the present invention is not limited thereto.

Specific examples of the compound of the general formula [IX]

[0118]

[Chemical 57]

[0119]

[Chemical 58]

[0120]

[Chemical 59]

[0121]

[Chemical 60]

[0122]

[Chemical formula 61]

[0123]

[Chemical formula 62]

[In the formula, R ₁ represents an aryl group which may have a substituent, and R ₂ , R ₃ , R ₄ , R ₅ and R ₆ are each a hydrogen atom, a halogen atom, an alkyl group or an alkoxy group. Represents a hydroxy group, a nitro group, an allyl group, an aryl group which may have a substituent, or an aralkyl group, and n represents 0 or 1. The specific exemplary compounds represented by the general formula [X] are shown below, but the present invention is not limited thereto.

Specific Examples of Compounds of General Formula [X]

[0126]

[Chemical formula 63]

[0127]

[Chemical 64]

CTM that can be used in combination in the present invention
As, is not particularly limited, for example, oxazole derivative, oxadiazole derivative, thiazole derivative, thiadiazole derivative, triazole derivative, imidazole derivative, imidazolone derivative, imidazolidine derivative,
Bisimidazolidine derivative, styryl compound, hydrazone compound, pyrazoline derivative, amine derivative, oxazolone derivative, benzothiazole derivative, benzimidazole derivative, quinazoline derivative, benzofuran derivative,
Examples thereof include acridine derivative, phenazine derivative, aminostilbene derivative, poly-N-vinylcarbazole, poly-1-pyralpyrene, poly-9-vinylanthracene and the like.

As the CTM used in the present invention, those having an excellent ability to transport holes generated upon irradiation with light, and those suitable for combination with the organic pigment used in the present invention are preferable.

In the photoconductor of the present invention, the organic pigments represented by the following representative examples are used as the carrier generating substance (CGM).

(1) Azo pigments such as monoazo pigments, bisazo pigments, triazo pigments, and metal complex salt azo pigments (2) Perylene pigments such as perylene anhydrides, perylene imides (3) Anthraquinone derivatives, anthanthrone derivatives, dibenz Polycyclic quinone pigments such as pyrenequinone derivatives, pyranthrone derivatives, violanthrone derivatives and isobiolanthrone derivatives (4) Indigoid pigments such as indigo derivatives and thioindigo derivatives (5) Phthalocyanine pigments such as metal phthalocyanines and metal-free phthalocyanines In the photographic photoreceptor, it is preferable to use an organic pigment such as a fluorenone-based disazo pigment, a fluorenylidene-based disazo pigment, a polycyclic quinone pigment, a metal-free phthalocyanine pigment, or an oxytitanyl-phthalocyanine pigment as the CGM. In particular, when the following fluorenone-based disazo pigments, fluorenylidene-based disazo pigments, polycyclic quinone pigments, and X- and τ-type metal-free phthalocyanines are used in the present invention, markedly improved effects in terms of sensitivity, durability and image quality are exhibited. .

The fluorenone disazo pigment preferably used in the present invention is represented by the following general formula [F ₁ ].

[0133]

[Chemical 65]

X ₁ and X ₂ are each a halogen atom,
It represents an alkyl group, an alkoxy group, a nitro group, a cyano group, a hydroxy group or a substituted or unsubstituted amino group. p
And q each represent an integer of 0, 1 or 2, and p and q
When is 2, X ₁ and X ₂ may be the same or different groups. A represents a group represented by the following general formula [F ₁ -1].

[0135]

[Chemical formula 66]

In the formula, Ar represents a fluorinated hydrocarbon group or an aromatic carbocyclic group having a substituent or an aromatic heterocyclic group. Z
Represents a group of non-metal atoms necessary for forming a substituted or unsubstituted aromatic carbocycle or a substituted or unsubstituted aromatic heterocycle. m and n each represent an integer of 0, 1 or 2. However, m and n are not 0 at the same time.

Specific examples of the fluorenone-based disazo pigment used in the present invention are shown below, but the invention is not limited thereto.

[0138]

[Chemical formula 67]

[0139]

[Chemical 68]

[0140]

[Chemical 69]

The fluorenone type disazo pigment represented by the above general formula [F ₁ ] used in the present invention can be easily synthesized by a known method, for example, the method of Japanese Patent Application No. 62-304862.

The fluorenylidene-based disazo pigment used in the present invention is represented by the following general formula [F ₂ ].

[0143]

[Chemical 70]

Z: Substituted or unsubstituted two groups described below; Atom group necessary for constituting an aromatic carbocycle or an aromatic heterocycle Y: Hydrogen atom, hydroxy group, carboxy group, or ester group thereof, sulfo group Group, substituted or unsubstituted two groups described below; carbamoyl group, sulfamoyl group R ₁ : hydrogen atom, substituted or unsubstituted four groups described below; alkyl group, amino group, carbamoyl group, carboxy group or ester group thereof Or a cyano group Ar: a substituted or unsubstituted aryl group R ₂ : a substituted or unsubstituted three groups described below; an alkyl group, an aralkyl group, or an aryl group.

Specific examples of the disazo pigment represented by the above general formula [F ₂ ] which is effective for the present invention include those represented by the following structural formulas, which should be used in the present invention. The disazo pigment is not limited.

[0146]

[Chemical 71]

[0147]

[Chemical 72]

[0148]

[Chemical formula 73]

The polycyclic quinone pigment used in the present invention is represented by the following general formulas [Q ₁ ] to [Q ₃ ].

[0150]

[Chemical 74]

In each formula, X represents a halogen atom, a nitro group, a cyano group, an acyl group or a carboxy group, and n is 0 to 0.
The integer of 4 and m represent the integer of 0-6.

Specific examples of the polycyclic quinone pigments represented by the general formulas [Q ₁ ] to [Q ₃ ] used in the present invention are shown below, but the invention is not limited thereto.

Specific examples of compounds of the anthanthrone pigment represented by the general formula [Q ₁ ] are as follows.

[0154]

[Chemical 75]

Specific examples of the dibenzpyrenequinone pigment represented by the general formula [Q ₂ ] are as follows.

[0156]

[Chemical 76]

Specific examples of the compound of the pyranthrone pigment represented by the general formula [Q ₃ ] are as follows.

[0158]

[Chemical 77]

The above-mentioned general formula [Q ₁ ] used in the present invention:
The polycyclic quinone pigment represented by [Q ₃ ] can be easily synthesized by a known method.

As the metal-free phthalocyanine-based pigment that can be used in the present invention, photoconductive metal-free phthalocyanine and all of its derivatives can be used.
Type, β type, τ, τ ′ type, η, η ′ type, X type, and
The crystal form and its derivatives described in 62-103651 can be used. In particular, it is desirable to use the τ, X, K / R-X type. U.S. Pat. No. 3, regarding X-type metal-free phthalocyanine,
357,989, and the τ-type metal-free phthalocyanine is described in JP-A-58-182639. K / R-X
The mold is CuKα, 1.541Å as described in JP-A-62-103651.
At the Bragg angle (2θ ± 0.2 degrees) with respect to X-rays, it has major peaks at 7.7, 9.2, 16.8, 17.5, 22.4, 28.8 degrees, and a peak intensity ratio of 16.8 degrees to a peak intensity of 9.2 degrees. The phthalocyanine is characterized by having a peak intensity ratio of 0.8 to 1.0 and a peak intensity ratio of 28.8 degrees to 22.4 degrees of 0.4 or more. Examples of the dispersion medium for the organic pigment used in the present invention include hydrocarbons such as hexane, benzene, toluene, xylene, methylene chloride, methylene bromide, 1,2-
Dichloroethane, syn-tetrachloroethane, cis-1,2-dichloroethylene, 1,1,2-trichloroethane, 1,1,1-trichloroethane, 1,2-dichloropropane, chloroform,
Bromoform, halogenated hydrocarbons such as chlorobenzene, acetone, methyl ethyl ketone, ketones such as cyclohexanone, ethyl acetate, esters such as butyl acetate, methanol, ethanol, propanol, butanol, cyclohexanol, heptanol, ethylene glycol, methyl cellosolve, Ethyl cellosolve, alcohols such as cellosolve acetate and its derivatives, ethers such as tetrahydrofuran, 1,4-dioxane, furan and furfural, acetals, amines such as pyridine and butylamine, diethylamine, ethylenediamine, isopropanolamine, N, N-dimethyl In addition to nitrogen compounds such as amides such as formamide, fatty acids and phenols, sulfur such as carbon disulfide and triethyl phosphate, phosphorus compounds and the like can be mentioned.

In the present invention, the photosensitive layer may contain one or more electron-accepting substances for the purpose of improving sensitivity, reducing residual potential to reducing fatigue during repeated use.

Examples of the electron-accepting substance that can be used here include succinic anhydride, maleic anhydride, dibromomaleic anhydride, phthalic anhydride, tetrachlorophthalic anhydride, tetrabromophthalic anhydride, and 3-nitrophthalic anhydride. Acid, 4-nitrophthalic anhydride, pyromellitic dianhydride,
Mellitic anhydride, tetracyanoethylene, tetracyanoquinodimethane, o-dinitrobenzene, m-dinitrobenzene, 1,3,5-trinitrobenzene, paranitrobenzonitrile, picryl chloride, quinone chlorimide, chloranil, bulmannyl, Dichlorodicyanoparabenzoquinone, anthraquinone, dinitroanthraquinone, 2,7-dinitrofluorenone, 2,4,7-trinitrofluorenone,
2,4,5,7-Tetranitrofluorenone, 9-fluorenylidene [dicyanomethylene malonodinitrile], polynitro-9
-Fluorenylidene- [dicyanomethylene malonodinitrile], picric acid, o-nitrobenzoic acid, p-nitrobenzoic acid, 3,5-dinitrobenzoic acid, pentafluorobenzoic acid,
Examples include 5-nitrosalicylic acid, 3,5-dinitrosalicylic acid, phthalic acid, mellitic acid, and other compounds having a high electron affinity. The addition ratio of the electron-accepting substance is 100: 0.01 to 200, preferably 100: 0.1 to 100, by weight, organic pigment used in the present invention: electron-accepting substance.

The addition ratio of the electron-accepting substance to such a layer is, by weight ratio, total CTM: electron-accepting substance = 100: 0.01-100,
It is preferably 100: 0.1 to 50.

Further, organic amines can be added to the photosensitive layer of the present invention for the purpose of improving the charge generation function of CGM, and it is particularly preferable to add a secondary amine. These compounds are described in JP-A-59-218447 and JP-A-62-8160.

In addition, the photoreceptor of the present invention may further contain an ultraviolet absorber or the like for the purpose of protecting the photosensitive layer, if necessary, and may further contain a dye for correcting color sensitivity. In the protective layer according to the present invention, the workability and physical properties are improved (crack prevention,
If necessary, a thermoplastic resin is added for the purpose of imparting flexibility, etc.
It is possible to contain less than 50 wt%.

Further, the intermediate layer functions as an adhesive layer or a blocking layer, and in addition to the binder resin,
For example, polyvinyl alcohol, ethyl cellulose, carboxymethyl cellulose, vinyl chloride-vinyl acetate copolymer, vinyl chloride-vinyl acetate-maleic anhydride copolymer, casein, polyamide, N-alkoxymethylated nylon, starch and the like are used.

As the electroconductive support used in the construction of the electrophotographic photosensitive member of the present invention, the following are mainly used, but the electroconductive support is not limited thereto.

1) A metal plate such as an aluminum plate or a stainless steel plate 2) A metal thin layer of aluminum, palladium, gold or the like provided on a support such as paper or a plastic film by laminating or vapor deposition 3) Paper or Is a layer of a conductive compound such as a conductive polymer, indium oxide or tin oxide, which is applied or vapor-deposited on a support such as a plastic film.

The photoconductor of the present invention is shown in FIGS. 1 (1) and 1 (2).
As shown in (1), the photosensitive layer 4 is provided on the conductive support 1 by a laminate of CGL2 containing CGM as a main component and CTL3 containing CTM according to the present invention as a main component. As shown in (3) and (4) of the same figure, the photosensitive layer 4 may be provided via an intermediate layer 5 provided on the conductive support 1. In this way, when the photosensitive layer 4 has a two-layer structure, an electrophotographic photosensitive member having the best electrophotographic characteristics can be obtained. Further, in the present invention, as shown in FIGS. 5 (6) and 6 (6), a photosensitive layer 4 in which fine particulate CGM 7 is dispersed in the layer 6 containing CTM as a main component is provided on the conductive support 1. Directly or
It may be provided via the intermediate layer 5.

Further, a protective layer 8 may be provided on the photosensitive layer 4 if necessary.

Further, CGL2 constituting the photosensitive layer having a two-layer structure
Can be formed by the following method directly on the conductive support 1 or, if necessary, after providing an intermediate layer such as an adhesive layer or a blocking layer.

(1) Vacuum evaporation method (2) Method of applying a solution of CGM dissolved in a suitable solvent (3) CGM is made into fine particles in a dispersion medium by a ball mill, sand grinder or the like, and if necessary, a binder. A method of applying a dispersion obtained by mixing and dispersing with.

That is, specifically, a vapor deposition method such as vacuum evaporation, sputtering, CVD, or a coating method such as dipping, spraying, blade, or roll method is arbitrarily used.

The thickness of the CGL2 thus formed is preferably 0.01 μm to 5 μm, more preferably 0.05 μm to 3 μm.

The thickness of CTL3 can be changed as required, but is usually preferably 5 μm to 30 μm. This C
The composition ratio in TL3 is preferably 0.1 to 5 parts by weight of binder with respect to 1 part by weight of CTM of the present invention.
When forming the photosensitive layer 4 in which the particulate CGM is dispersed, it is preferable to use the binder in an amount of 5 parts by weight or less with respect to 1 part by weight of the CGM.

When the CGL is a dispersion type binder in the binder, it is preferable to use the binder in an amount of 5 parts by weight or less with respect to 1 part by weight of CGM.

The photoconductor of the present invention has the above-mentioned constitution and is excellent in charging property, sensitivity property and image forming property as will be apparent from the examples described later. In particular, even when it is subjected to a repetitive transfer type electrophotographic method, it has little fatigue deterioration and excellent durability.

[0178]

EXAMPLES Examples of the present invention will be specifically described below.

Example 1 30 g of polyamide resin CM-8000 (manufactured by Toray Industries, Inc.) was placed in a mixed solution of 900 ml of methanol and 100 ml of 1-butanol, and the mixture was heated to 50 ° C.
It melted by heating. This solution was dip-coated on an aluminum drum substrate having an outer diameter of 80 mm and 355.5 mm to form a 0.3 μm intermediate layer.

Next, 10 g of polyvinyl butyral resin S-REC BM-S (manufactured by Sekisui Chemical Co., Ltd.) was added to methyl ethyl ketone.
Was dissolved in 1000 ml, this was mixed with exemplified compound (F ₁ -23) 30g as a charge generating material was dispersed for 20 hours using a sand mill. Dip coating on the intermediate layer using this solution,
A charge generation layer having a thickness of 0.5 μm was formed.

Next, the exemplified compound (T _1-
2) 150 g and the exemplified compound (A as the charge generation layer binder)
9) 200 g was dissolved in 1000 ml of methyl ethyl ketone.

This solution was applied onto the charge generation layer by dip coating and then dried at 100 ° C. for 60 minutes to form a charge transport layer having an average film thickness of 21 μm.

In this way, a laminated photoreceptor sample 1 comprising the intermediate layer, the charge generation layer and the charge transport layer was obtained.

[0184] In Example 1, the exemplified compound a charge transport layer binder (A3), except that the CTM Exemplified Compound (T ₁ -4) to obtain a laminated photoreceptor sample 2 in the same manner.

Example 3 A laminated photoconductor sample 3 was obtained in the same manner as in Example 1 except that the charge transport layer binder was changed to the exemplified compound (A1) and the CTM was changed to the exemplified compound (T ₂ -17).

[0186] Example 4 In Example 1, the exemplified compound a charge transport layer binder (A6), except that the CTM Exemplified Compound (T ₂ -18) to obtain a laminated photoreceptor sample 4 in the same manner.

Example 5 A laminated photoreceptor sample 5 was obtained in the same manner as in Example 1, except that the charge transport layer binder was changed to the exemplified compound (A2) and the CTM was changed to the exemplified compound (T ₃ -3).

Example 6 Polyamide resin laccamide 5003 (manufactured by Dainippon Ink and Chemicals, Inc.)
15 g was put into a mixed solution of 800 ml of methanol and 200 ml of 1-butanol, and dissolved by heating at 50 ° C. Outer diameter using this liquid
Dip coating was performed on an 80 mm, 355.5 mm aluminum drum substrate to form a 0.5 μm intermediate layer.

Next, silicone resin KR-5240 (solid content
20%) (produced by Shin-Etsu Chemical Co., Ltd.) 10 g of methyl ethyl ketone 700 m
l, was dissolved in a mixed solvent of cyclohexanone 300 ml, this was mixed with exemplified compound (Q ₁ -3) 10g as a charge generating material was dispersed for 20 hours using a sand mill. This solution was dip-coated on the intermediate layer to form a 1.0 μm thick charge generation layer.

[0190] Next, Exemplified Compound as CTM (T ₄ -
4) 150 g and an exemplary compound (A1 as a charge transport layer binder)
5) 150 g was dissolved in 1000 ml of ethyl acetate.

Using this solution, dip coating was performed on the charge generation layer, followed by drying at 100 ° C. for 60 minutes to form a charge transport layer having an average film thickness of 20 μm.

In this way, a laminated photoconductor sample 6 comprising the intermediate layer, the charge generation layer and the charge transport layer was obtained.

[0193] In Example 7 Example 6, the exemplary compound a charge transport layer binder (A12), except that in the CTM exemplified compound (T ₅ -1) to obtain a laminated photoreceptor sample 7 in the same manner.

Example 8 A laminated photoreceptor sample 8 was obtained in the same manner as in Example 6 except that the charge transport layer binder was changed to the exemplified compound (A16) and the CTM was changed to the exemplified compound (T ₆ -3).

Example 9 A laminated photoreceptor sample 9 was obtained in the same manner as in Example 6 except that the charge transport layer binder was changed to the exemplified compound (A14) and the CTM was changed to the exemplified compound (T ₇ -2).

Example 10 The same procedure as in Example 1 was performed until the formation of the intermediate layer. Next, 2.5 g of polyvinyl butyral resin S-REC BX-1 (manufactured by Sekisui Chemical Co., Ltd.) was dissolved in 1000 ml of methyl isobutyl ketone, and an exemplary compound (F ₂ -8) 1 was used as a charge generating substance.
0 g was mixed and dispersed for 10 hours using a sand mill. This solution was applied onto the intermediate layer by dip coating to form a 0.5 μm thick charge generation layer.

[0197] Next, Exemplified Compound as the charge transport layer binder in Example 6 (B4), is to form a charge transport layer in the same manner except for using the exemplified compound (T ₈ -7) as CTM.

In this way, a laminated photoreceptor sample 10 comprising the intermediate layer, the charge generation layer and the charge transport layer was obtained.

Example 11 A laminated photoreceptor sample 11 was obtained in the same manner as in Example 10 except that the charge transport layer binder was changed to the exemplified compound (B7) and the CTM was changed to the exemplified compound (T ₉ -3).

Comparative Example Comparative Example (1) A laminated photoreceptor comparative sample (1) was obtained in the same manner as in Example 1 except that the polycarbonate resin having the following structural formula was used as the charge transport layer binder.

[0201]

[Chemical 78]

Comparative Example (2) A laminated photoconductor comparative sample (2) was obtained in the same manner as in Example 6 except that the polycarbonate resin having the following structural formula was used as the charge transport layer binder.

[0203]

[Chemical 79]

Comparative Example (3) In Example 1, the following structural formula (T ₁₀ -1) was used as CTM.
A laminated photoreceptor comparative sample (3) was obtained in the same manner except that the above procedure was repeated.

[0205]

[Chemical 80]

-Evaluation of Photoreceptor- The photoconductor samples obtained in Examples 1 to 11 and Comparative Examples (1) and (2) were mounted on "U-Bix4045" (manufactured by Konica), and 100,000 copies were actually taken. A test was conducted to examine the presence or absence of image defects before and after the actual shooting test, the change in surface potential, and the amount of film thickness loss.

Black paper potential Vb: Surface potential for a document having a reflection density of 1.3 White paper potential Vw: Surface potential for a document having a reflection density of 0.0 Residual potential Vr: Surface potential after static elimination 100,000 copies ended for film wear due to surface friction After that, the film thickness of the photoconductor was measured and compared with the initial stage.

-Evaluation of Coating Liquid- The CTL coating liquid used in Examples and Comparative Examples was subjected to room temperature (23
C.) The presence or absence of turbidity of the liquid when left for one week was visually confirmed, and the case where there was turbidity was marked with (x), and the case where there was no turbidity was marked with (◯).

-Measurement of Viscosity- The CTL coating liquid used in Examples and Comparative Examples was subjected to room temperature (23
Immediately after preparation and at room temperature (23 ° C) using a B type viscometer
The viscosity after standing for 1 month was measured and evaluated by the ratios shown below.

Vis ratio = viscosity after 1 month / viscosity immediately after preparation of liquid The above results are also shown in Table 1.

[0211]

[Table 1]

From the results shown in Table 1, it can be seen that the photoreceptor of the present invention is stable with little change with time of the coating liquid. Further, it is clear that the image quality is stable during actual shooting, and the film loss is small, so that stable image quality can be obtained for a long period of time.

[0213]

According to the present invention, it is possible to provide a high-sensitivity, high-durability photoconductor with less deterioration in image quality during actual shooting and less deterioration in sensitivity.
Further, it is possible to provide a photoreceptor having a good pot life (storability) of the photosensitive layer coating material.

[Brief description of drawings]

FIG. 1 is a sectional view showing a layer structure of an electrophotographic photosensitive member of the present invention.

[Explanation of symbols]

 1 Conductive Support 2 Charge Generation Layer (CGL) 3 Charge Transport Layer (CTL) 4 Photosensitive Layer 5 Intermediate Layer 6 Layer Containing Charge Transport Material 7 Charge Generation Material (CGM) 8 Protective Layer

Claims (9)

[Claims] 1. An electrophotographic photoreceptor having a photosensitive layer provided on a conductive substrate, wherein the binder resin of the photosensitive layer has a polycarbonate polymer having a repeating structural unit represented by the following general formula [I] or a copolymer thereof. An electrophotographic photosensitive member comprising a polymer and a compound represented by the following general formula [II]. [Chemical 1] [In the formula, R _{1 to} R ₈ represent three groups of a hydrogen atom, a halogen atom, or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a cycloalkyl group, and an aryl group. X represents a cyclic alkylidene group having at least two or more alkyl, cycloalkyl and aryl substituents and containing a carbon atom bonded to two phenylene rings. ] [Chemical 2] [In the formula, Ar ₁ and Ar ₂ represent an aliphatic group or an aromatic group, Ar ₃ represents a phenylene group, and Ar ₁ and Ar ₃ may form a ring.
R ₁₃ and R ₁₄ represent a hydrogen atom, an alkyl group, or an aromatic group, R ₁₅ represents an alkyl group or an aryl group, and R ₁₄ and R
₁₅ may form a ring. ] 2. An electrophotographic photoreceptor comprising a photosensitive layer provided on a conductive substrate, wherein the binder resin of the photosensitive layer has a polycarbonate polymer having a repeating structural unit represented by the general formula [I] or a copolymer thereof. An electrophotographic photosensitive member comprising a polymer and a compound represented by the following general formula [III]. [Chemical 3] [Wherein Ar ₁ is a phenyl group substituted with (R ₃ ) i, substituted or unsubstituted three groups described below; a condensed polycyclic hydrocarbon group, a heterocyclic group, and a condensed polycyclic heterocycle. Represents a group. Ar ₂
And Ar ₃ represents a phenyl group substituted with (R ₄ ) j, _three groups which are substituted or unsubstituted; a condensed polycyclic hydrocarbon group, a heterocyclic group, and a condensed polycyclic heterocyclic group. . Ar ₄ and A
r ₅ represents a phenyl group substituted with (R ₅ ) k, a substituted or unsubstituted three groups described below; a condensed polycyclic hydrocarbon group, a heterocyclic group, and a condensed polycyclic heterocyclic group. R ₁ and R ₂ are
A phenyl group substituted with (R ₆ ) l, a substituted or unsubstituted three groups described below; a condensed polycyclic hydrocarbon group, a heterocyclic group, a condensed polycyclic heterocyclic group, and Ar ₄ and A ring may be formed in cooperation with Ar ₅ . R ₃ is a substituted or unsubstituted alkyl group, phenyl group, alkoxy group, phenoxy group and cyano group, halogen atom, carboxyl group, acyl group, hydroxyl group, nitro group, amino group, and further substituted or unsubstituted 6 Group: represents an alkylamino group, an arylamino group, an aralkylamino group, a cyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group. R ₄ , R ₅ and R ₆ are the following four groups which are substituted or unsubstituted; alkyl group, phenyl group, alkoxy group, phenoxy group and cyano group, halogen atom, carboxyl group, acyl group, hydroxyl group, nitro group. , An amino group, and further six groups which are substituted or unsubstituted; an alkylamino group, an arylamino group, an aralkylamino group,
It represents a cyclic hydrocarbon group, a condensed polycyclic hydrocarbon group or a heterocyclic group. i, k, and l represent the integer of 0-5, and j represents the integer of 0-4. ] 3. An electrophotographic photosensitive member comprising a conductive substrate and a photosensitive layer provided on the conductive substrate, wherein the binder resin of the photosensitive layer has a polycarbonate polymer having a repeating structural unit represented by the general formula [I] or a copolymer thereof. An electrophotographic photoreceptor containing a polymer and a compound represented by the following general formula [IV]. [Chemical 4] [In the formula, R ₁ represents a hydrogen atom, an alkyl group or an alkoxy group, and R ₂ and R ₃ represent a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, an alkoxycarbonyl group or a substituted amino group, respectively. ] 4. An electrophotographic photosensitive member comprising a conductive substrate and a photosensitive layer provided on the conductive substrate, wherein the binder resin of the photosensitive layer comprises a polycarbonate polymer having a repeating structural unit represented by the general formula [I] or a copolymer thereof. An electrophotographic photosensitive member comprising a polymer and a compound represented by the following general formula [V]. [Chemical 5] [Wherein Ar ₁ and Ar ₂ are an alkyl group or an aryl group, Ar ₃
Represents a phenylene group, and Ar ₁ and Ar ₂ may form a ring. R ₁₁ is a hydrogen atom, an alkyl group, an aryl group, Z ₂ is the following _two groups which are substituted or unsubstituted; a non-metallic atom group necessary for forming a carbocyclic group or a heterocyclic group (including polycycle). Represent ] 5. An electrophotographic photoreceptor having a photosensitive layer provided on a conductive substrate, wherein the binder resin of the photosensitive layer has a polycarbonate polymer having a repeating structural unit represented by the general formula [I] or a copolymer thereof. An electrophotographic photoreceptor containing a polymer and a compound represented by the following general formula [VI]. [Chemical 6] [In the formula, R ₁ represents an alkyl group such as a methyl group, an ethyl group, a propyl group and a butyl group; an allyl group; a phenyl group; an aralkyl group such as a benzyl group and a phenethyl group; and R ₂ represents an o-tolyl group, m -Tolyl group, p-tolyl group, p-ethylphenyl group, o-chlorophenyl group, m-chlorophenyl group, p-chlorophenyl group, p-bromophenyl group, o-methoxyphenyl group, m-methoxyphenyl group , Represents a phenyl group which may be substituted with a substituent such as p-methoxyphenyl group. ] 6. An electrophotographic photoreceptor comprising a photosensitive layer provided on a conductive substrate, wherein the binder resin of the photosensitive layer comprises a polycarbonate polymer having a repeating structural unit represented by the general formula [I] or a copolymer thereof. An electrophotographic photosensitive member comprising a polymer and a compound represented by the following general formula [VII]. [Chemical 7] [Wherein, X, Y and Z are hydrogen atoms; lower alkyl groups such as methyl group, ethyl group, propyl group, butyl group and hexyl group; lower alkoxy groups such as methoxy group, ethoxy group and butoxy group; phenoxy group Represents an arylalkoxy group such as a benzyloxy group and a phenethyloxy group, R is a hydrogen atom; a methyl group, an ethyl group, a propyl group, a butyl group,
A lower alkyl group such as a hexyl group; an allyl group; a phenyl group; an aralkyl group such as a benzyl group and a phenethyl group. m and l represent 1 or 2, and n represents 0 or 1. ] 7. An electrophotographic photoreceptor comprising a photosensitive layer provided on a conductive substrate, wherein the binder resin of the photosensitive layer has a polycarbonate polymer having a repeating structural unit represented by the general formula [I] or a copolymer thereof. An electrophotographic photosensitive member comprising a polymer and a compound represented by the following general formula [VIII]. [Chemical 8] [In the formula, Ar ₁ , Ar ₂ , Ar ₃ , and Ar ₄ are each an aryl group, and at least one has a substituent. ] 8. An electrophotographic photosensitive member comprising a conductive substrate and a photosensitive layer provided on the conductive substrate, wherein the binder resin of the photosensitive layer comprises a polycarbonate polymer having a repeating structural unit represented by the general formula [I] or a copolymer thereof. An electrophotographic photosensitive member comprising a polymer and a compound represented by the following general formula [IX]. [Chemical 9] [In the formula, Ar ₅ , Ar ₆ and Ar ₇ are each an aryl group; at least one has a substituent; A is an alkylene group which may have a substituent; an arylene group or a heterocyclic divalent group; R ₁ represents hydrogen, an alkyl group which may have a substituent, an aralkyl group or an aryl group, each of which may have a substituent. ] 9. An electrophotographic photosensitive member comprising a conductive substrate and a photosensitive layer provided on the conductive substrate, wherein the binder resin of the photosensitive layer has a repeating structural unit represented by the general formula [I] or a copolymer thereof. An electrophotographic photosensitive member comprising a polymer and a compound represented by the following general formula [X]. [Chemical 10] [In the formula, R ₁ represents an aryl group which may have a substituent, and R ₂ , R ₃ , R ₄ , R ₅ and R ₆ are each a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group or a hydroxy group. , A nitro group, an allyl group, an aryl group which may have a substituent, and an aralkyl group, and n represents 0 or 1. ]