JP2006139319A - Electrophotographic photoreceptor - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an electrophotographic photoreceptor having high sensitivity, ensuring little lowering of charge potential, little lowering of the sensitivity and little rise of residual potential even when repeatedly used many times, free of degradation of a photosensitive layer, causing neither image defect nor surface stain of a copied or recorded image, and excellent in repetition stability. <P>SOLUTION: The electrophotographic photoreceptor is obtained by disposing on a conductive support a photosensitive layer containing at least a compound represented by formula (1) (where R<SB>1</SB>represents a lower alkyl, a lower alkoxy or halogen; n represents an integer of 0-4; and R<SB>2</SB>and R<SB>3</SB>may be the same or different and each represent H, a lower alkyl, a lower alkoxy or halogen) and a compound represented by formula (2) (where R<SB>1</SB>represents H or halogen; and R<SB>2</SB>represents an aromatic residue or a heterocyclic residue). <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to an electrophotographic photosensitive member, and more specifically, an electron having a high sensitivity, excellent electrostatic characteristics and image characteristics in repeated use, and excellent repeat stability, which is used in combination with a specific charge transport material. The present invention relates to a photographic photoreceptor.

  In an organic electrophotographic photosensitive member, a function-separated type electrophotographic photosensitive member having a photosensitive layer containing a charge generating material and a charge transporting material in order to increase the sensitivity, in particular, a charge generating layer containing a charge generating material; A function-separated type electrophotographic photosensitive member in which a charge transport layer containing a charge transport material is laminated has been attracting attention and put into practical use. The mechanism of electrostatic latent image formation in this function-separated electrophotographic photosensitive member is as follows. That is, when the photoconductor is charged and then irradiated with light, the light is absorbed by the charge generation material, and the charge generation material that has absorbed the light generates charge carriers, which are injected into the charge transport layer and generated by charging. The electrostatic latent image is formed by moving in the charge transport layer (or photosensitive layer) according to the applied electric field and neutralizing the charge on the surface of the photoreceptor. The electrostatic latent image formed on the surface of the photoreceptor in this way is visualized with a developer such as toner, and a copy or recorded image is obtained by transferring the image onto paper or the like. Electrophotographic photoreceptors have electrophotographic characteristics such as sensitivity, receptive potential, potential retention, potential stability, residual potential, spectral characteristics, mechanical durability such as abrasion resistance, and heat, light, and discharge. Various characteristics such as chemical stability for products and the like are required, and in particular, it is important to have high sensitivity and excellent repeated stability. Conventionally, various charge generation materials and charge transport materials for use in function-separated type electrophotographic photoreceptors have been developed, and a certain degree of sensitivity has been achieved by a combination of appropriate charge generation materials and charge transport materials. Repeated use of an electrophotographic photoreceptor many times causes a decrease in charging potential, a decrease in sensitivity, an increase in residual potential, etc., and the photosensitive layer film deteriorates due to film peeling or cracking of the photosensitive layer, resulting in copying or recording images. Repeated stability is insufficient, such as image defects and background stains.

  Therefore, the object of the present invention is to solve such problems and to have high sensitivity, and even when used repeatedly many times, the occurrence of a decrease in charging potential, a decrease in sensitivity, an increase in residual potential, etc. is small, and a photosensitive It is an object of the present invention to provide an electrophotographic photosensitive member excellent in repetitive stability without causing deterioration of a layer film and occurrence of image defects or background stains in a copied or recorded image.

  An object of the present invention is to provide a photosensitive layer containing at least a compound represented by the following general formula (1) and one of the compounds represented by the following general formulas (2) to (29) on a conductive support. It is achieved by an electrophotographic photosensitive member characterized by comprising:

（式中、Ｒ_１は低級アルキル基、低級アルコキシ基またはハロゲン原子を表し、ｎは０から４の整数を表す。Ｒ_２、Ｒ_３は同一でも異なっていてもよく、水素原子、低級アルキル基、低級アルコキシ基またはハロゲン基を表す。）

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

〔式中、Ｒ_１は水素原子またはハロゲン原子を表し、Ｒ_２は置換もしくは非置換の芳香族残基あるいは複素環残基（但し、置換基はハロゲン原子、シアノ基、ジ低級アルキルアミノ基、置換もしくは非置換のジアラルキルアミノ基、低級アルキル基、低級アルコキシ基およびニトロ基よりなる群から選ばれる。）を表す。〕

[Wherein, R ₁ represents a hydrogen atom or a halogen atom, and R ₂ represents a substituted or unsubstituted aromatic residue or heterocyclic residue (provided that the substituent is a halogen atom, a cyano group, a di-lower alkylamino group, A substituted or unsubstituted diaralkylamino group, a lower alkyl group, a lower alkoxy group and a nitro group. ]

（式中、Ｒ_１、Ｒ_３は水素原子、低級アルキル基、低級アルコキシ基あるいはジ低級アルキルアミノ基を表し、Ｒ_２は水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子あるいはニトロ基を表す。ｎは０または１を表す。）

(Wherein R ₁ and R ₃ represent a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, and R ₂ represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N represents 0 or 1)

〔式中、Ｒはカルバゾリル基、ピリジル基、チエニル基、インドリル基またはフリル基、あるいはそれぞれ置換もしくは無置換のフェニル基、スチリル基、ナフチル基またはアントリル基（但し、置換基はジ低級アルキルアミノ基、低級アルキル基、低級アルコキシ基、ハロゲン原子、アラルキルアミノ基およびアミノ基よりなる群から選ばれる。）を表す。〕

[Wherein, R is a carbazolyl group, pyridyl group, thienyl group, indolyl group or furyl group, or a substituted or unsubstituted phenyl group, styryl group, naphthyl group or anthryl group (wherein the substituent is a di-lower alkylamino group) And a lower alkyl group, a lower alkoxy group, a halogen atom, an aralkylamino group, and an amino group. ]

〔式中、Ｒ_１は水素原子、ハロゲン原子、シアノ基、低級アルキル基を表し、Ａｒは下記一般式（ａ）又は（ｂ）

[Wherein, R ₁ represents a hydrogen atom, a halogen atom, a cyano group, or a lower alkyl group, and Ar represents the following general formula (a) or (b)

（但し、Ｒ_２、Ｒ_３、Ｒ_６は水素原子、置換もしくは無置換の低級アルキル基又は置換もしくは無置換のベンジル基を表し、Ｒ_４、Ｒ_５は水素原子、ハロゲン原子、低級アルキル基、低級アルコキシ基又はジ低級アルキルアミノ基を表す。〕

(However, R ₂ , R ₃ and R ₆ represent a hydrogen atom, a substituted or unsubstituted lower alkyl group or a substituted or unsubstituted benzyl group, R ₄ and R ₅ represent a hydrogen atom, a halogen atom, a lower alkyl group, Represents a lower alkoxy group or a di-lower alkylamino group.]

（式中、Ｒ_１は水素原子、低級アルキル基、クロルエチル基又はヒドロキシエチル基を表し、Ｒ_２は水素原子又はハロゲン原子を表し、Ｒ_３は低級アルキル基、ジ低級アルキルアミノ基、ジアリールアミノ基、置換もしくは無置換のスチリル基、置換もしくは無置換の芳香環残基、置換もしくは無置換の複素環残基を表す。）芳香環残基の芳香環としてはベンゼン環、ナフタレン環、アントラセン環などが挙げられ、複素環残基の複素環としてはピリジン環、キノキサリン環、カルバゾール環などが挙げられる。

(Wherein R ₁ represents a hydrogen atom, a lower alkyl group, a chloroethyl group or a hydroxyethyl group, R ₂ represents a hydrogen atom or a halogen atom, and R ₃ represents a lower alkyl group, a di-lower alkylamino group, a diarylamino group. Represents a substituted or unsubstituted styryl group, a substituted or unsubstituted aromatic ring residue, a substituted or unsubstituted heterocyclic residue.) The aromatic ring of the aromatic ring residue includes a benzene ring, a naphthalene ring, an anthracene ring, etc. Examples of the heterocyclic ring of the heterocyclic residue include a pyridine ring, a quinoxaline ring, and a carbazole ring.

（式中、Ｒ_１は低級アルキル基を表し、Ｒ_２は低級アルキル基、ジ低級アルキルアミノ基、ジアリールアミノ基、置換もしくは無置換の芳香環残基、置換もしくは無置換の複素環残基を表す。）芳香環残基の芳香環としてはベンゼン環、ナフタレン環、アントラセン環などが挙げられ、複素環残基の複素環としてはピリジン環、キノキサリン環、カルバゾール環などが挙げられる。

(Wherein R ₁ represents a lower alkyl group, R ₂ represents a lower alkyl group, a di-lower alkylamino group, a diarylamino group, a substituted or unsubstituted aromatic ring residue, or a substituted or unsubstituted heterocyclic residue. The aromatic ring of the aromatic ring residue includes a benzene ring, a naphthalene ring, and an anthracene ring, and the heterocyclic ring includes a pyridine ring, a quinoxaline ring, and a carbazole ring.

（式中、Ｒ_１、Ｒ_２は同一でも異なっていてもよく、水素原子、低級アルキル基、ヒドロキシ低級アルキル基、クロル低級アルキル基、アルキルの炭素数１乃至２のアシル基、アルキルの炭素数５乃至６のシクロアルキル基、置換もしくは無置換のアラルキル基を表す。）

(Wherein R ₁ and R ₂ may be the same or different and are a hydrogen atom, a lower alkyl group, a hydroxy lower alkyl group, a chloro lower alkyl group, an alkyl group having 1 to 2 carbon atoms, or an alkyl carbon number. Represents a 5 to 6 cycloalkyl group or a substituted or unsubstituted aralkyl group.)

（式中、Ｒ_１、Ｒ_３及びＲ_４は水素原子、アミノ基、アルコキシ基、チオアルコキシ基、アリールオキシ基、メチレンジオキシ基、置換もしくは無置換のアルキル基、ハロゲン原子又は置換もしくは無置換のアリール基を表し、Ｒ_２は水素原子、アルコキシ基、置換もしくは無置換のアルキル基又はハロゲン原子を表す。但しＲ_１、Ｒ_２、Ｒ_３及びＲ_４がすべては水素原子となることはない。また、ｋ、ｌ、ｍ及びｎは１、２、３又は４の整数であり、各々が２、３又は４の整数のときはＲ_１、Ｒ_２、Ｒ_３及びＲ_４は同一でも異なっていてもよい。）

Wherein R ₁ , R ₃ and R ₄ are a hydrogen atom, an amino group, an alkoxy group, a thioalkoxy group, an aryloxy group, a methylenedioxy group, a substituted or unsubstituted alkyl group, a halogen atom or a substituted or unsubstituted group. R ₂ represents a hydrogen atom, an alkoxy group, a substituted or unsubstituted alkyl group or a halogen atom, provided that R ₁ , R ₂ , R ₃ and R ₄ are not all hydrogen atoms. K, l, m and n are integers of ₁ , ₂ , 3 or 4, and when each is an integer of 2, 3 or 4, R ₁ , R ₂ , R ₃ and R ₄ are the same or different. May be.)

〔式中、Ａｒ_１は置換もしくは無置換の芳香族炭化水素基または置換もしくは無置換の複素環基を表し、Ａは置換もしくは無置換のＮ−置換カルバゾリル基または下記一般式（ｃ）

[In the formula, Ar ₁ represents a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group, and A represents a substituted or unsubstituted N-substituted carbazolyl group or the following general formula (c)

（但し、Ａｒ_２は置換もしくは無置換の芳香族炭化水素基または置換もしくは無置換の複素環基であり、Ｒ_１及びＲ_２は置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基である。）を表す。〕

(However, Ar ₂ is a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group, and R ₁ and R ₂ are substituted or unsubstituted alkyl groups or substituted or unsubstituted aryl groups. Is). ]

（式中、Ｒ_１は水素原子、アルキル基、アルコキシ基、アリールオキシ基、ジアルキルアミノ基、ジアリールアミノ基又はハロゲン原子を表し、Ｒ_２及びＲ_３は置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基を表し、Ａｒは芳香族炭化水素基または複素環基を表す。ｎは１または２の整数を表す。）

(In the formula, R ₁ represents a hydrogen atom, an alkyl group, an alkoxy group, an aryloxy group, a dialkylamino group, a diarylamino group or a halogen atom, and R ₂ and R ₃ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted group. (Represents a substituted aryl group, Ar represents an aromatic hydrocarbon group or a heterocyclic group, and n represents an integer of 1 or 2.)

（式中、Ｒ_１及びＲ_２は水素原子、アミノ基、置換もしくは無置換のジアルキルアミノ基、アルコキシ基、チオアルコキシ基、アリールオキシ基、置換もしくは無置換のアルキル基、ハロゲン原子又は置換もしくは無置換のアリール基を表し、Ｒ_３及びＲ_４は水素原子、アルコキシ基、置換もしくは無置換のアルキル基又はハロゲン原子を表す。Ａｒは置換もしくは無置換の単環芳香族炭化水素基、置換もしくは無置換の非縮合多環芳香族炭化水素基又は置換もしくは無置換の複素環基を表す。）

Wherein R ₁ and R ₂ are a hydrogen atom, amino group, substituted or unsubstituted dialkylamino group, alkoxy group, thioalkoxy group, aryloxy group, substituted or unsubstituted alkyl group, halogen atom or substituted or unsubstituted Represents a substituted aryl group, R ₃ and R ₄ represent a hydrogen atom, an alkoxy group, a substituted or unsubstituted alkyl group or a halogen atom, Ar represents a substituted or unsubstituted monocyclic aromatic hydrocarbon group, a substituted or unsubstituted group; It represents a substituted non-fused polycyclic aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group.)

〔式中、ＡはＮ−置換カルバゾリル基または下記一般式（ｄ）

[Wherein, A is an N-substituted carbazolyl group or the following general formula (d)

（但し、Ａｒは芳香族炭化水素基又は複素環基であり、Ｒ_１及びＲ_２は置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基である。）を表し、Ｒはアルキル基、アルコキシ基又はハロゲン原子を表す。ｎは０〜４の整数を表し、ｎが２以上のときはＲは同一でも異なっていてもよい。〕

Wherein Ar is an aromatic hydrocarbon group or a heterocyclic group, and R ₁ and R ₂ are a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and R is an alkyl group, Represents an alkoxy group or a halogen atom. n represents an integer of 0 to 4, and when n is 2 or more, Rs may be the same or different. ]

〔式中、Ａは９−アントリル基、置換もしくは無置換のＮ−置換カルバゾリル基、Ｎ−置換フェノチアジニル基または下記一般式（ｅ）

[In the formula, A is a 9-anthryl group, a substituted or unsubstituted N-substituted carbazolyl group, an N-substituted phenothiazinyl group, or the following general formula (e)

（但し、Ａｒは置換もしくは無置換のアリーレン基を表し、Ｒ_１及びＲ_２は置換もしくは無置換のアルキル基、置換もしくは無置換のアラルキル基又は置換もしくは無置換のアリール基を表す。）を表し、Ｒは水素原子、置換もしくは無置換のアルキル基、置換もしくは無置換のアラルキル基又は置換もしくは無置換のアリール基を表す。ｍは２〜８の整数を表し、ｎは０又は１の整数を表す。〕

(Wherein Ar represents a substituted or unsubstituted arylene group, and R ₁ and R ₂ represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group). , R represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group. m represents an integer of 2 to 8, and n represents an integer of 0 or 1. ]

〔式中、Ａは９−アントリル基、置換もしくは無置換のＮ−置換カルバゾリル基、Ｎ−置換フェノチアジニル基または下記一般式（ｆ）

[Wherein, A is a 9-anthryl group, a substituted or unsubstituted N-substituted carbazolyl group, an N-substituted phenothiazinyl group, or the following general formula (f)

（但し、Ａｒは置換もしくは無置換のアリーレン基を表し、Ｒ_１及びＲ_２は置換もしくは無置換のアルキル基、置換もしくは無置換のアラルキル基又は置換もしくは無置換のアリール基を表す。）を表し、Ｒは水素原子、置換もしくは無置換のアルキル基、置換もしくは無置換のアラルキル基又は置換もしくは無置換のアリール基を表す。ｎは０〜８の整数を表す。〕

(Wherein Ar represents a substituted or unsubstituted arylene group, and R ₁ and R ₂ represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group). , R represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group. n represents an integer of 0 to 8. ]

（式中、Ｒ_１、Ｒ_２、Ｒ_３、Ｒ_４及びＲ_５は水素原子、アルキル基、アルコキシ基又はハロゲン原子を表し、これらは同一でも異なっていてもよい。）

(Wherein R ₁ , R ₂ , R ₃ , R ₄ and R ₅ represent a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, and these may be the same or different.)

（式中、Ｒ_１及びＲ_２は置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基を表し、Ｒ_１及びＲ_２のうち少なくとも一つは置換もしくは無置換のアリール基を表す。）

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and at least one of R ₁ and R ₂ represents a substituted or unsubstituted aryl group.)

（式中、Ｒ_１、Ｒ_２は置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基を表し、Ｒ_１、Ｒ_２は同一でも異なっていてもよい。Ｒ_３、Ｒ_４は水素原子、アルキル基、アルコキシ基又はハロゲン原子を表す。ｍは１、２、３の整数を表し、ｎは１、２、３、４の整数を表す。ｍ又はｎが２以上のときはＲ_３、Ｒ_４は同一でも異なっていてもよい。）

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and R ₁ and R ₂ may be the same or different. R ₃ and R ₄ are hydrogen atoms. Represents an alkyl group, an alkoxy group, or a halogen atom, m represents an integer of 1, 2, 3, and n represents an integer of 1, 2, 3, 4. When m or n is 2 or more, R ₃ , R ₄ may be the same or different.)

（式中、ｍは０又は１の整数を表し、ｍが１のときはＸは酸素原子、硫黄原子、−ＣＨ_２−、−ＣＨ_２ＣＨ_２−、−ＣＨ＝ＣＨ−又は−Ｎ（Ｒ）−（但し、Ｒは置換もしくは非置換のアルキル基あるいは置換もしくは非置換のアリール基を表す。）を表す。Ｒ_１およびＲ_２はアルキル基、アラルキル基、炭素環式芳香族基又は複素環基を表し、Ｒ_３及びＲ_４は水素原子、アルキル基、アルコキシ基又はハロゲン原子を表す。Ａｒは炭素環式芳香族基又は複素環基を表す。ｎは０又は１の整数を表す。Ｒ_３はＸと共にベンゼン環を形成してもよい。）

(In the formula, m represents an integer of 0 or 1, and when m is 1, X represents an oxygen atom, a sulfur atom, —CH ₂ —, —CH ₂ CH ₂ —, —CH═CH— or —N (R )-(Wherein R represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group) R ₁ and R ₂ represent an alkyl group, an aralkyl group, a carbocyclic aromatic group, or a heterocyclic ring R ₃ and R ₄ represent a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, Ar represents a carbocyclic aromatic group or a heterocyclic group, n represents an integer of 0 or 1. R ₃ may form a benzene ring together with X.)

（式中、Ａｒは置換もしくは無置換のビフェニレン基を表し、Ｒ_１、Ｒ_２及びＲ_３は水素原子、ハロゲン原子、シアノ基、又は置換基を有してもよいアルキル基、アルコキシ基、アリールオキシ基、アルキルメルカプト基、メチレンジオキシ基、メチレンジチオ基、アリール基を表し、Ｒ_１、Ｒ_２及びＲ_３はそれぞれ同一でも異なっていてもよい。ｌ、ｍ、ｎは１〜５の整数を表し、各々が２〜５の整数のときはＲ_１、Ｒ_２及びＲ_３は同一でも異なっていてもよい。）

(In the formula, Ar represents a substituted or unsubstituted biphenylene group, and R ₁ , R _2, and R ₃ represent a hydrogen atom, a halogen atom, a cyano group, or an optionally substituted alkyl group, alkoxy group, aryl group. Represents an oxy group, an alkyl mercapto group, a methylenedioxy group, a methylenedithio group or an aryl group, and R ₁ , R ₂ and R ₃ may be the same or different, and l, m and n are integers of 1 to 5; And when each is an integer of 2 to 5, R ₁ , R ₂ and R ₃ may be the same or different.)

（式中、Ａｒはフェニレン基又はビフェニレン基を表し、Ｒ_１及びＲ_２は置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基を表す。ｎは１〜４の整数を表す。）

(In the formula, Ar represents a phenylene group or a biphenylene group, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group. N represents an integer of 1 to 4.)

（式中、Ａ_１、Ａ_２は置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基を表し、それぞれ同一でも異なっていてもよい。Ａｒは置換もしくは無置換の縮合多環式炭化水素基を表す。）

(Wherein A ₁ and A ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, which may be the same or different. Ar represents a substituted or unsubstituted condensed polycyclic hydrocarbon. Represents a group.)

（式中、Ｒ_１、Ｒ_２は置換もしくは無置換のアルキル基、置換もしくは無置換のアリール基を表し、ｎは１又は２の整数を表す。Ｒ_３は水素原子、置換もしくは無置換のアルキル基、置換もしくは無置換のアリール基を表し、Ｒ_４及びＲ_５は水素原子、アミノ基、アルコキシ基、チオアルコキシ基、アリールオキシ基、置換もしくは無置換のアルキル基、ハロゲン原子を表す。ｍは１、２、３の整数を表し、ｌは１、２、３、４の整数を表す。ｌ、ｍが２以上の整数の時はＲ_４及びＲ_５は同一でも異なっていてもよい。）

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, n represents an integer of 1 or 2. R ₃ represents a hydrogen atom, a substituted or unsubstituted alkyl group. A group, a substituted or unsubstituted aryl group, and R ₄ and R ₅ each represents a hydrogen atom, an amino group, an alkoxy group, a thioalkoxy group, an aryloxy group, a substituted or unsubstituted alkyl group, or a halogen atom. 1 represents an integer of 1, 2, and 3, and l represents an integer of 1, 2, 3, and _4. When l and m are integers of 2 or more, R ₄ and R ₅ may be the same or different.

（式中、Ｒ_１は置換もしくは無置換のアルキル基、置換もしくは無置換のアリール基を表し、Ｒ_２、Ｒ_３、Ｒ_４は水素原子、アミノ基、アルコキシ基、チオアルコキシ基、アリールオキシ基、メチレンジオキシ基、置換もしくは無置換のアルキル基、ハロゲン原子、置換もしくは無置換のアリール基を表す。ｈは１、２、３、４の整数を表し、ｋ、ｌは１、２、３、４、５の整数を表す。ｈ、ｋ、ｌが２以上の整数の時はＲ_２、Ｒ_３、Ｒ_４は同一でも異なっていてもよい。ｎは１、２、３、４の整数を表し、ｍは４−ｎの整数を表す。ｍが２以上の場合はＲ_１は同一でも異なっていてもよい。）

(In the formula, R ₁ represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and R ₂ , R ₃ , and R ₄ represent a hydrogen atom, an amino group, an alkoxy group, a thioalkoxy group, and an aryloxy group. Represents a methylenedioxy group, a substituted or unsubstituted alkyl group, a halogen atom, a substituted or unsubstituted aryl group, h represents an integer of 1, 2, 3, 4 and k, l represents 1, 2, 3 Represents an integer of 4, 5. When h, k and l are integers of 2 or more, R ₂ , R ₃ and R ₄ may be the same or different, and n is an integer of 1, 2, 3, 4 And m represents an integer of 4-n. When m is 2 or more, R ₁ may be the same or different.)

（式中、Ａ_１は置換もしくは無置換の芳香族炭化水素基を表し、Ａ_２は置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基を表し、Ａ_３は水素原子、置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基を表す。ｍ及びｎは１もしくは２の整数を表し、ｍ＋ｎは３である。但し、ｍまたはｎが２のとき、Ａ_１、Ａ_３もしくはＡ_２は同一でも異なっていてもよい。）

(In the formula, A ₁ represents a substituted or unsubstituted aromatic hydrocarbon group, A ₂ represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and A ₃ represents a hydrogen atom, substituted or unsubstituted Represents a substituted alkyl group or a substituted or unsubstituted aryl group, and m and n represent an integer of 1 or 2, and m + n is 3. provided that when m or n is 2, A ₁ , A ₃ or A ₂ may be the same or different.)

（式中、Ｒ_１及びＲ_２は、置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基を表し、各々同一でも異なっていてもよい。但し、１，６−ジアミノピレン化合物を除く。）

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and may be the same or different, except for a 1,6-diaminopyrene compound. )

（式中、Ｒ_１及びＲ_２は、置換もしくは無置換のアルキル基又は置換もしくは無置換のアリール基を表す。）

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group.)

（式中、Ｒは低級アルキル基又はベンジル基を表し、Ｘは水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子、ニトロ基、アミノ基あるいは低級アルキル基又はベンジル基で置換されたアミノ基を表す。ｎは１又は２の整数を表す。）

Wherein R represents a lower alkyl group or a benzyl group, and X represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, a nitro group, an amino group, an amino group substituted with a lower alkyl group or a benzyl group. (N represents an integer of 1 or 2)

（式中、Ｒ_１、Ｒ_２は水素原子、ハロゲン原子、ニトロ基、シアノ基、置換もしくは無置換のアルキル基を表し、Ｒ_３、Ｒ_４は水素原子、シアノ基、アルコキシカルボニル基、置換もしくは無置換のアルキル基を表し、Ｒ_５は水素原子、低級アルキル基又はアルコキシ基を表す。Ｗは水素原子、置換もしくは無置換のアルキル基を表す。ｊは１〜５の整数、ｋは１〜４の整数、ｌは０〜２の整数、ｍは１または２の整数、ｎは１〜３の整数を表す。）
本発明によれば、感光層に上記特定の化合物の組合せを電荷輸送材料として用いることにより、高感度であり、且つ多数回繰り返し使用しても帯電電位の低下、感度の低下、残留電位の上昇などの発生が少なく、また感光層の膜剥がれやクラックの発生などのような感光層膜の劣化がなく複写或いは記録画像の画像欠陥や地汚れの発生のない、繰り返し安定性に優れた電子写真感光体を得ることができる。上記一般式（１）で示される化合物および一般式（２）乃至（２９）で示される化合物は、例えば特開平２−２７２５６９号公報、特開平２−２７２５７０号公報などに開示されているが、上記のような特定の組み合わせで用いることにより上記のような感光層の劣化に基づく画像欠陥の発生を抑制する効果が生じることは見いだされていなかった。

(Wherein R ₁ and R ₂ represent a hydrogen atom, a halogen atom, a nitro group, a cyano group, a substituted or unsubstituted alkyl group, and R ₃ and R ₄ represent a hydrogen atom, a cyano group, an alkoxycarbonyl group, a substituted or Represents an unsubstituted alkyl group, R ₅ represents a hydrogen atom, a lower alkyl group or an alkoxy group, W represents a hydrogen atom, a substituted or unsubstituted alkyl group, j represents an integer of 1 to 5, and k represents an integer of 1 to 5. 4 represents an integer, 1 represents an integer of 0 to 2, m represents an integer of 1 or 2, and n represents an integer of 1 to 3.)
According to the present invention, a combination of the above-mentioned specific compounds is used as a charge transport material in the photosensitive layer, so that it is highly sensitive, and even when used repeatedly many times, the charged potential is lowered, the sensitivity is lowered, and the residual potential is raised. An electrophotography with excellent repetitive stability that does not cause deterioration of the photosensitive layer film such as peeling of the photosensitive layer or occurrence of cracks, and does not cause image defects or smudges in copied or recorded images. A photoreceptor can be obtained. The compounds represented by the general formula (1) and the compounds represented by the general formulas (2) to (29) are disclosed in, for example, JP-A-2-27269, JP-A-2-272570, and the like. It has not been found that the use of the specific combination as described above has the effect of suppressing the occurrence of image defects based on the deterioration of the photosensitive layer as described above.

  According to the present invention, by using a combination of the above two specific compounds as a charge transport material for the photosensitive layer, the sensitivity is high, and even when used repeatedly many times, the charged potential is decreased, the sensitivity is decreased, Repetitive stability with few occurrences of residual potential rise, no photosensitive layer film peeling, abrasion scratches or cracks, and no image defects or smudges in copied or recorded images An electrophotographic photoreceptor excellent in the above can be obtained.

The present invention is described in detail below. FIG. 1 is a sectional view showing an electrophotographic photosensitive member having a single-layer photosensitive layer. A single-layer photosensitive layer 15 is provided on a conductive support 11. 2 and 3 are cross-sectional views showing an example of the structure of an electrophotographic photosensitive member having a laminated photosensitive layer, in which a charge generation layer 17 mainly composed of a charge generation material and a charge transport layer 19 mainly composed of a charge transport material. Are laminated. The single-layer photosensitive layer 15 or the charge transport layer 19 in the laminated photosensitive layer contains a charge transport material composed of a combination of the specific compounds. As the conductive support 11, a conductive material having a volume resistance of 10 ¹⁰ Ωcm or less, for example, a metal such as aluminum, nickel, chromium, nichrome, copper, silver, gold, platinum, or tin oxide, indium oxide, etc. The metal oxide of is coated with a film or cylindrical plastic or paper by vapor deposition or sputtering, or a plate of aluminum, aluminum alloy, nickel, stainless steel, etc. A tube treated by polishing or the like can be used.

  Next, the photosensitive layer will be described from the structure of the laminated photosensitive layer in which the charge generation layer 17 and the charge transport layer 19 are laminated. The charge generation layer 17 is a layer mainly composed of a charge generation material, and either an inorganic or organic charge generation material can be used as the charge generation material. Representative examples of charge generating materials include monoazo pigments, disazo pigments, trisazo pigments, perylene pigments, perinone pigments, quinacridone pigments, quinone condensed polycyclic compounds, squalic acid dyes, phthalocyanine pigments, naphthalocyanine pigments. , Azulenium salt dyes, selenium, selenium-tellurium, selenium-arsenic alloys, amorphous silicon, and the like. These may be used alone or in combination of two or more. In order to form the charge generation layer 17, the charge generation material is mixed with a binder resin, if necessary, using a suitable solvent such as tetrahydrofuran, cyclohexanone, dioxane, 2-butanone, dichloroethane, or the like by a ball mill, an attritor, a sand mill, or the like. The dispersion may be dispersed, and the dispersion may be applied onto a conductive support or a charge transport layer and dried. As a method for applying the dispersion, a dip coating method, a spray coating method, a bead coating method, or the like can be used.

  Examples of the binder resin used as necessary include polyamide, polyurethane, polyester, epoxy resin, polyketone, polycarbonate, silicone resin, acrylic resin, polyvinyl butyral, polyvinyl formal, polyvinyl ketone, polystyrene, and polyacrylamide. The amount of the binder resin used is suitably 2 parts by weight or less per 1 part by weight of the charge generating material. The charge generation layer 17 can also be formed by a known vacuum thin film manufacturing method. The film thickness of the charge generation layer 17 is suitably about 0.01 to 5 μm, particularly preferably 0.1 to 2 μm.

  In order to form the charge transport layer 19, a compound represented by the general formula (1) and one of the compounds represented by the general formulas (2) to (29) are dissolved or dispersed in a suitable solvent together with a binder resin. What is necessary is just to prepare the coating liquid for charge transport layers, apply | coat this on an electroconductive support body or a charge generation layer, and dry it. As a mixing ratio of the compound represented by the general formula (1) and the compound represented by the general formulas (2) to (29), the compound represented by the general formula (1) and the general formulas (2) to (29) may be used. It is preferred that at least one selected from the compounds shown is in the range of 5:95 to 95: 5.

  Examples of the binder resin used for the charge transport layer 19 include polystyrene, styrene-acrylonitrile copolymer, styrene-butadiene copolymer, styrene-maleic anhydride copolymer, polyester, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer. Polymer, polyvinyl acetate, polyvinylidene chloride, polyarylate, phenoxy resin, polycarbonate, cellulose acetate resin, ethyl cellulose resin, polyvinyl butyral, polyvinyl formal, polyvinyl toluene, acrylic resin, silicone resin, epoxy resin, melamine resin, urethane resin, Examples thereof include thermoplastic resins such as phenol resins and alkyd resins, and thermosetting resins. Examples of the solvent used for preparing the charge transport layer coating liquid include tetrahydrofuran, dioxane, toluene, 2-butanone, monochlorobenzene, dichloroethane, methylene chloride, and the like.

  In addition to the compound represented by the general formula (1) and the compounds represented by the general formulas (2) to (29), the charge transporting layer 19 may be a known electron transporting charge transporting material and / or hole transporting charge. A transport material may be added, or a plasticizer or a leveling agent may be added. As the plasticizer, those used as a plasticizer for general resins such as dibutyl phthalate and dioctyl phthalate can be used as they are, and the amount used is suitably 30% by weight or less based on the binder resin. As the leveling agent, silicone oils such as dimethyl silicone oil and methylphenyl silicone oil, and polymers or oligomers having a perfluoroalkyl group in the side chain are used, and the amount used is 1% by weight or less based on the binder resin. Is appropriate. The thickness of the charge transport layer 19 is preferably about 5 to 100 μm.

  Next, the single photosensitive layer 15 will be described. In order to form the single-layer photosensitive layer 15, at least the charge generating material, the compound represented by the general formula (1) and one of the compounds represented by the general formulas (2) to (29) are combined with a binder resin and a suitable solvent. It is only necessary to dissolve or disperse the solution in a conductive material, apply it on a conductive support and dry it. As the binder resin, the binder resin previously mentioned in the charge transport layer 19 can be used as it is, and the binder resin mentioned in the charge generation layer 17 may be mixed and used. Further, a compound represented by the general formula (1) and one of the compounds represented by the general formulas (2) to (29) are added to a eutectic complex formed from a pyrylium dye and a bisphenol A-based polycarbonate. A photosensitive layer can also be formed. Further, a single-layer photosensitive material comprising as a main component a binder resin and a compound represented by the general formula (1) and one of the compounds represented by the general formulas (2) to (29), and no charge generation material as an active ingredient. The layer is also useful as a photosensitive layer having sensitivity to blue light to ultraviolet light. The mixing ratio of the compound represented by the general formula (1) and the compound represented by the general formulas (2) to (29) in the single-layer photosensitive layer is preferably in the range of 5:95 to 95: 5. The film thickness of the single photosensitive layer is suitably about 5 to 100 μm.

  Specific examples of the compound represented by the general formula (1) and the compounds represented by the general formulas (2) to (29) are shown in Table 1 and Tables 2 to 29 below.

本発明の電子写真感光体には、導電性支持体１１と感光層との間に下引き層を設けることができる。下引き層は一般に樹脂を主成分とするが、これらの樹脂はその上に感光層を溶剤でもって塗布することを考えると、一般の有機溶剤に対して耐溶解性の高い樹脂であることが望ましい。このような樹脂としては、ポリビニルアルコール、カゼイン、ポリアクリル酸ナトリウム等の水溶性樹脂、共重合ナイロン、メトキシメチル化ナイロン等のアルコール可溶性樹脂、ポリウレタン、メラミン樹脂、アルキッド−メラミン樹脂、エポキシ樹脂等、三次元網目構造を形成する硬化型樹脂などが挙げられる。また、下引き層にはモアレ防止、残留電位の低減等のために酸化チタン、シリカ、アルミナ、酸化ジルコニウム、酸化スズ、酸化インジウム等で例示できる金属酸化物の微粉末を加えてもよい。これらの下引き層は、前述の感光層のごとく適当な溶媒、塗工法を用いて形成することができる。更に下引き層として、シランカップリング剤、チタンカップリング剤、クロムカップリング剤等を使用して、例えばゾル−ゲル法等により形成した金属酸化物層も有用である。この他に、本発明の下引き層にはＡｌ₂Ｏ₃を陽極酸化にて設けたものや、ポリパラキシリレン（パリレン）等の有機物や、ＳｉＯ、ＳｎＯ₂、ＴｉＯ₂、ＩＴＯ，ＣｅＯ₂等の無機物を真空薄膜作製法にて設けたものも良好に使用できる。下引き層の膜厚としては５μｍ以下が適当である。

In the electrophotographic photoreceptor of the present invention, an undercoat layer can be provided between the conductive support 11 and the photosensitive layer. In general, the undercoat layer is mainly composed of a resin. However, considering that the photosensitive layer is applied with a solvent on these resins, the resin may be a resin having a high resistance to a general organic solvent. desirable. Examples of such resins include water-soluble resins such as polyvinyl alcohol, casein, and sodium polyacrylate, alcohol-soluble resins such as copolymer nylon and methoxymethylated nylon, polyurethane, melamine resins, alkyd-melamine resins, and epoxy resins. Examples thereof include curable resins that form a three-dimensional network structure. In addition, metal oxide fine powders exemplified by titanium oxide, silica, alumina, zirconium oxide, tin oxide, indium oxide and the like may be added to the undercoat layer in order to prevent moire and reduce residual potential. These undercoat layers can be formed using an appropriate solvent and coating method as in the photosensitive layer described above. Further, a metal oxide layer formed by, for example, a sol-gel method using a silane coupling agent, a titanium coupling agent, a chromium coupling agent or the like as the undercoat layer is also useful. In addition to this, the undercoat layer of the present invention is formed by anodizing Al ₂ O ₃ , organic substances such as polyparaxylylene (parylene), SiO, SnO ₂ , TiO ₂ , ITO, CeO _2. A material provided with an inorganic material such as a vacuum thin film can also be used favorably. The thickness of the undercoat layer is suitably 5 μm or less.

  In the electrophotographic photoreceptor of the present invention, a protective layer may be provided on the photosensitive layer for the purpose of protecting the photosensitive layer. Materials used for this include ABS resin, ACS resin, olefin-vinyl monomer copolymer, chlorinated polyether, allyl resin, phenol resin, polyacetal, polyamide, polyamideimide, polyacrylate, polyallylsulfone, polybutylene, Polybutylene terephthalate, polycarbonate, polyethersulfone, polyethylene, polyethylene terephthalate, polyimide, acrylic resin, polymethylpentene, polypropylene, polyphenylene oxide, polysulfone, AS resin, AB resin, BS resin, polyurethane, polyvinyl chloride, polyvinylidene chloride, Resins such as epoxy resins can be used. For the purpose of improving wear resistance, other protective layers include fluororesins such as polytetrafluoroethylene, silicone resins, and those in which inorganic materials such as titanium oxide, tin oxide, and potassium titanate are dispersed. Can be added. As a method for forming the protective layer, a normal coating method is employed. In addition, about 0.5-10 micrometers is suitable for the thickness of a protective layer. In addition to the above, known materials such as i-C and a-SiC formed by a vacuum thin film manufacturing method can also be used as the protective layer.

  Further, in the electrophotographic photoreceptor of the present invention, another intermediate layer can be provided between the photosensitive layer and the protective layer. In the intermediate layer, a binder resin is generally used as a main component, and examples of these resins include polyamide, alcohol-soluble nylon, water-soluble polyvinyl butyral, polyvinyl butyral, and polyvinyl alcohol. As a method for forming the intermediate layer, a normal coating method is employed as described above. In addition, about 0.05-2 micrometers is suitable for the thickness of an intermediate | middle layer.

  The following examples illustrate the present invention in detail, and the present invention is not limited by the examples. In addition, all the parts in an Example are a weight part.

Example 1
An undercoat layer coating solution, a charge generation layer coating solution, and a charge transport layer coating solution having the following composition are sequentially applied onto an aluminum cylinder having an outer diameter of 70 mm and dried to form an undercoat layer having a thickness of 3 μm, 0.2 μm. The electrophotographic photosensitive member of the present invention was prepared by forming a charge generation layer of 22 μm and a charge transport layer of 22 μm.
[Undercoat layer coating solution]
Oil-free alkyd resin (Dainippon Ink Chemical Co., Ltd .: Beckolite M6401) 15 parts melamine resin (Dainippon Ink Chemical Co., Ltd .: Super Beckamine G-821) 10 parts Titanium dioxide (Ishihara Sangyo Co., Ltd .: Taipei R-670) 50 parts 2-butanone 40 parts [charge generation layer coating solution]
5 parts of charge generation material of the following structural formula (A)

ポリビニルブチラール樹脂
（電気化学工業社製：デンカブチラール ＃５０００−Ａ） ２部
シクロヘキサノン ２００部
４−メチル−２−ペンタノン １５０部
〔電荷輸送層塗工液〕
前記表１−１の化合物Ｎｏ．２の化合物 ３部
前記表２−１の化合物Ｎｏ．２の化合物 ６部
ポリカーボネート（帝人化成社製：パンライト Ｋ−１３００） １０部
テトラヒドロフラン ７５部
比較例１
実施例１の電荷輸送層塗工液において表２−１の化合物Ｎｏ．２の化合物を除き、表１−１の化合物Ｎｏ．２の化合物９部を用いた以外は実施例１と同様にして比較例の電子写真感光体を作製した。

Polyvinyl butyral resin (Denka Butyral # 5000-A, manufactured by Denki Kagaku Kogyo Co., Ltd.) 2 parts cyclohexanone 200 parts 4-methyl-2-pentanone 150 parts [charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 3 parts of the compound No. 2 in Table 2-1 above. Compound 2 2 part polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts tetrahydrofuran
Comparative Example 1
In the charge transport layer coating solution of Example 1, the compound Nos. Except for the compound of 2, the compound No. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 1 except that 9 parts of the compound No. 2 was used.

Comparative Example 2
In the charge transport layer coating solution of Example 1, the compound No. 1 in Table 1-1 was used. 2 except for the compound No. 2 in Table 2-1. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 1 except that 9 parts of the compound No. 2 was used.

Example 2
After anodizing the surface of the aluminum cylinder, sealing treatment was performed. On top of this, the following charge generation layer coating liquid and charge transport layer coating liquid are sequentially applied and dried to form a 0.2 μm thick charge generation layer and a 20 μm charge transport layer. The body was made.
[Charge generation layer coating solution]
3 parts of charge generation material of the following structural formula (B)

ポリビニルブチラール樹脂
（積水化学工業社製：エスレック ＢＬ−Ｓ） １部
シクロヘキサノン ２５０部
テトラヒドロフラン ５０部
〔電荷輸送層塗工液〕
前記表１−１の化合物Ｎｏ．５の化合物 ２部
前記表２−１の化合物Ｎｏ．３の化合物 ８部
ポリカーボネート（帝人化成社製：パンライト Ｌ−１２５０） １０部
塩化メチレン ８０部
実施例３
アルミニウムシリンダー上に、下記組成の下引層塗工液、電荷発生層塗工液、電荷輸送層塗工液を順次塗布し乾燥させて厚さ２μｍの下引層、０．２μｍの電荷発生層、２０μｍの電荷輸送層を形成し、本発明の電子写真感光体を作製した。
〔下引層塗工液〕
アルコール可溶性ナイロン
（東レ社製：アミラン ＣＭ−８０００） １０部
二酸化チタン（石原産業社製：タイペーク ＣＲ−ＥＬ） ４０部
メタノール １２０部
ｎ−ブタノール ６０部
〔電荷発生層塗工液〕
下記構造式（Ｃ）の電荷発生材料 ３部

Polyvinyl butyral resin (Sekisui Chemical Co., Ltd .: ESREC BL-S) 1 part cyclohexanone 250 parts tetrahydrofuran 50 parts [charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 2 parts of the compound No. 5 in Table 2-1 above. Compound of 3 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 3
An undercoat layer coating solution, a charge generation layer coating solution, and a charge transport layer coating solution having the following composition are sequentially applied onto an aluminum cylinder and dried to form a 2 μm thick undercoat layer and a 0.2 μm charge generation layer. A 20 μm charge transport layer was formed to produce an electrophotographic photoreceptor of the present invention.
[Undercoat layer coating solution]
Alcohol-soluble nylon (manufactured by Toray Industries, Inc .: Amilan CM-8000) 10 parts titanium dioxide (Ishihara Sangyo Co., Ltd .: Taipei CR-EL) 40 parts methanol 120 parts n-butanol 60 parts [charge generation layer coating solution]
3 parts of charge generation material of the following structural formula (C)

ポリエステル（東洋紡社製：バイロン ２００） １部
シクロヘキサノン １５０部
シクロヘキサン １００部
〔電荷輸送層塗工液〕
前記表１−１の化合物Ｎｏ．１２の化合物 ４部
前記表２−１の化合物Ｎｏ．８の化合物 ４部
ポリカーボネート樹脂
（三菱瓦斯化学社製：ユーピロン Ｚ−３００） １０部
塩化メチレン ５０部
１，２−ジクロロエタン ３５部
実施例４
アルミニウムシリンダー上に、下記組成の感光層塗工液を塗布し乾燥させて厚さ２１μｍの単層感光層を形成し、本発明の電子写真感光体を作製した。
〔感光層塗工液〕
下記構造式（Ｄ）の電荷発生材料 ４部

Polyester (Toyobo Co., Ltd .: Byron 200) 1 part cyclohexanone 150 parts cyclohexane 100 parts [charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. No. 12 compound 4 parts Compound No. 1 in Table 2-1 above. Compound of 8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Example 4
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
4 parts of charge generation material of the following structural formula (D)

ポリカーボネート
（三菱瓦斯化学社製：ユーピロン Ｓ−２０００） ２０部
前記表１−２の化合物Ｎｏ．１７の化合物 １０部
前記表２−２の化合物Ｎｏ．１４の化合物 １０部
シクロヘキサノン １００部
テトラヒドロフラン １５０部
実施例５
実施例１の電荷輸送層塗工液に代えて下記組成の電荷輸送層塗工液を用いた以外は実施例１と同様にして本発明の電子写真感光体を作製した。
〔電荷輸送層塗工液〕
前記表１−２の化合物Ｎｏ．２４の化合物 ３部
前記表３−１の化合物Ｎｏ．２の化合物 ６部
ポリカーボネート（帝人化成社製：パンライト Ｋ−１３００） １０部
テトラヒドロフラン ７５部
実施例６
実施例２の電荷輸送層塗工液に代えて下記組成の電荷輸送層塗工液を用いた以外は実施例２と同様にして本発明の電子写真感光体を作製した。
〔電荷輸送層塗工液〕
前記表１−３の化合物Ｎｏ．５１の化合物 ２部
前記表３−１の化合物Ｎｏ．８の化合物 ８部
ポリカーボネート
（帝人化成社製：パンライト Ｌ−１２５０） １０部
塩化メチレン ８０部
比較例３
実施例６の電荷輸送層塗工液において、表１−３の化合物Ｎｏ．５１の化合物を添加しないこと以外は実施例６と同様にして比較例の電子写真感光体を作製した。

Polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound Nos. Compound No. 17 10 parts Compound No. 2-2 in Table 2-2 above. 14 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 5
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 compounds 3 parts Compound Nos. Compound of 2 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 6
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, Compound No. 51 in 2 parts of Table 3-1 Compound of 8 8 parts Polycarbonate (manufactured by Teijin Chemicals: Panlite L-1250) 10 parts Methylene chloride 80 parts Comparative Example 3
In the charge transport layer coating solution of Example 6, the compound No. 1 in Table 1-3 was used. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 6 except that compound 51 was not added.

Example 7
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 4 parts of compound No. 5 in Table 3-2 above. 12 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Example 8
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
3 parts of charge generation material of the following structural formula (E)

ポリカーボネート（帝人化成社製：パンライト Ｋ−１３００） ２１部
前記表１−１の化合物Ｎｏ．１２の化合物 ８部
前記表３−２の化合物Ｎｏ．１３の化合物 １０部
塩化メチレン １２０部
モノクロルベンゼン １００部
実施例９
実施例１の電荷輸送層塗工液に代えて下記組成の電荷輸送層塗工液を用いた以外は実施例１と同様にして本発明の電子写真感光体を作製した。
〔電荷輸送層塗工液〕
前記表１−２の化合物Ｎｏ．１７の化合物 ３部
前記表４−２の化合物Ｎｏ．１２の化合物 ６部
ポリカーボネート（帝人化成社製：パンライト Ｋ−１３００） １０部
テトラヒドロフラン ７５部
実施例１０
実施例２の電荷輸送層塗工液に代えて下記組成の電荷輸送層塗工液を用いた以外は実施例２と同様にして本発明の電子写真感光体を作製した。
〔電荷輸送層塗工液〕
前記表１−２の化合物Ｎｏ．２４の化合物 ２部
前記表４−２の化合物Ｎｏ．１８の化合物 ８部
ポリカーボネート
（帝人化成社製：パンライト Ｌ−１２５０） １０部
塩化メチレン ８０部
実施例１１
実施例３の電荷輸送層塗工液に代えて下記組成の電荷輸送層塗工液を用いた以外は実施例３と同様にして本発明の電子写真感光体を作製した。
〔電荷輸送層塗工液〕
前記表１−３の化合物Ｎｏ．５１の化合物 ４部
前記表４−３の化合物Ｎｏ．２０の化合物 ４部
ポリカーボネート樹脂
（三菱瓦斯化学社製：ユーピロン Ｚ−３００） １０部
塩化メチレン ５０部
１，２−ジクロロエタン ３５部
比較例４
実施例１１の電荷輸送層塗工液において表１−３の化合物Ｎｏ．５１の化合物を除き、表４−３の化合物Ｎｏ．２０の化合物８部を用いた以外は実施例１１と同様にして比較例の電子写真感光体を作製した。

Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-1 above 8 parts of the compound No. 12 in the above Table 3-2. 13 compounds 10 parts Methylene chloride 120 parts Monochlorobenzene 100 parts Example 9
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 compounds 3 parts Compound Nos. 12 compounds 6 parts polycarbonate (manufactured by Teijin Chemicals: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 10
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 parts of the compound No. 24 in the above Table 4-2 18 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Example 11
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, 51 compounds 4 parts Compound Nos. 20 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Comparative Example 4
In the charge transport layer coating solution of Example 11, the compound No. 1 in Table 1-3 was used. Except for compound No. 51, compound No. A comparative electrophotographic photoreceptor was prepared in the same manner as in Example 11 except that 8 parts of 20 compounds were used.

Example 12
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-1 above 10 parts of compound No. 2 in Table 4-4 above. 32 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 13
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. No. 12 compound 3 parts Compound No. 5 in Table 5-1 above. Compound of 8 6 parts Polycarbonate (manufactured by Teijin Chemicals: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran Example 14
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 parts of compound No. 2 in the above-mentioned Table 5-2 13 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Example 15
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 parts of the compound 4 parts of the compound No. 14 compounds 4 parts polycarbonate resin (manufactured by Mitsubishi Gas Chemical Company, Inc .: Iupilon Z-300) 10 parts methylene chloride 50 parts 1,2-dichloroethane 35 parts Example 16
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-3 above 51 compounds 8 parts Compound Nos. 37 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Comparative Example 5
In the photosensitive layer coating solution of Example 16, the compound No. 1 in Table 1-3 was used. Compound No. 51 in Table 5-4 was excluded except for compound No. 51. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 16 except that 18 parts of 37 compounds were used to form a single-layer photosensitive layer having a thickness of 23 μm.

Example 17
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 3 parts of the compound No. 2 in Table 6-1 Compound 6 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Comparative Example 6
In the charge transport layer coating solution of Example 17, the compound No. 1 in Table 1-1 was used. Except for the compound of No. 2, compound No. 2 in Table 6-1 was used. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 17 except that 9 parts of the compound No. 6 was used.

Example 18
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. Compound of No. 5 8 parts Compound No. of Table 6-2 above. 23 compounds 2 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Comparative Example 7
In the charge transport layer coating solution of Example 18, the compound No. 1 in Table 6-2 was used. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 18 except that the compound No. 23 was not added.

Example 19
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 parts of the compound 4 parts of the compound No. 37 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Example 20
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts Polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-2 above 24 parts of compound 10 parts of compound No. 43 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 21
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
Compound No. 51 in Table 1-3 3 parts Compound No. in Table 7-1 Compound of 2 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 22
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 2 parts of compound No. 2 in Table 7-2 above. Compound of 3 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Comparative Example 8
In the charge transport layer coating solution of Example 22, the compound No. 1 in Table 1-1 was used. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 22 except that the compound No. 2 was not added.

Example 23
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 4 parts of compound No. 5 of the above-mentioned Table 7-1. 12 compounds 4 parts Polycarbonate resin (manufactured by Mitsubishi Gas Chemical Company, Inc .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Example 24
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-1 above 8 parts of compound No. 12 in Table 7-2 above. 22 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Comparative Example 9
In the photosensitive layer coating solution of Example 24, the compound Nos. Except for compound No. 22, compound No. 1 in Table 1-1 was used. A comparative electrophotographic photosensitive member was prepared in the same manner as in Example 24 except that 18 parts of 12 compounds were used to form a single-layer photosensitive layer having a thickness of 23 μm.

Example 25
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 compounds 3 parts Compound No. Compound of 1 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 26
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, 51 compounds 2 parts of compound No. Compound of 5 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 27
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 4 parts of compound No. 2 in Table 8 above Compound of 6 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Comparative Example 10
In the charge transport layer coating solution of Example 27, the compound No. 1 in Table 1-1 was used. Except for the compound of No. 2, compound No. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 27 except that 8 parts of the compound No. 6 was used.

Example 28
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-1 above 5 parts of the compound 10 parts of the compound No. 15 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 29
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 12 parts of the compound No. 12 in Table 9-1 Compound of 2 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 30
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. Compound No. 17 in 2 parts of Table 9-1 Compound of 8 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 31
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, 51 compounds 4 parts Compound Nos. 12 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Example 32
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-1 above 8 parts of compound No. 2 of the above Table 9-5. 130 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Comparative Example 11
In the photosensitive layer coating solution of Example 32, the compound Nos. Except for the compound of 2, the compound No. in Table 9-5. A comparative electrophotographic photoreceptor was prepared in the same manner as in Example 32 except that 18 parts of 130 compounds were used to form a single-layer photosensitive layer having a thickness of 23 μm.

Example 33
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 3 parts of the compound No. 5 in the above-mentioned Table 10-1. Compound 2 2 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Comparative Example 12
In the charge transport layer coating solution of Example 33, compound No. 1 in Table 1-1 was used. Except for the compound of No. 5, compound No. 5 in Table 10-1. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 33 except that 9 parts of the compound 2 was used.

Example 34
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 12 parts of compound No. 12 in Table 10-4 above. 33 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Example 35
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 compounds 4 parts Compound Nos. 53 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Comparative Example 13
In the charge transport layer coating solution of Example 35, compound No. 1 in Table 10-6 was used. Except for the compound of 53, compound No. of Table 1-2. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 35 except that 8 parts of the compound No. 17 was used.

Example 36
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts Polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-2 above 24 compounds 10 parts Compound Nos. 95 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 37
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 3 parts of the compound No. 2 in the above Table 11-1. Compound of 1 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 38
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 2 parts of compound No. 5 of the above-mentioned Table 11-2. 10 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Comparative Example 14
In the charge transport layer coating solution of Example 38, the compound No. 1 in Table 1-1 was used. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 38 except that the compound No. 5 was not added.

Example 39
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 4 parts of compound No. 12 in Table 11-4 above. 24 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Example 40
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-2 above Compound No. 17 8 parts Compound No. of Table 11-6 above 38 compounds 10 parts Methylene chloride 120 parts Monochlorobenzene 100 parts Example 41
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 compounds 3 parts Compound Nos. Compound of 8 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 42
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, Compound 51 No. 2 in the above Table 12-2 19 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Example 43
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.

[Charge transport layer coating solution]
Compound No. 1 in Table 1-1 4 parts of the compound No. 5 in the above Table 12-13 142 compound 4 parts polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts methylene chloride 50 parts 1,2-dichloroethane 35 parts Comparative Example 15
In the charge transport layer coating solution of Example 43, compound No. 1 in Table 1-1 was used. Except for the compounds of No. 5, compound Nos. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 43 except that 8 parts of the compound 142 was used.

Example 44
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-1 above 10 parts of the compound No. 12 in Table 12-16 above. 171 compound 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 45
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 compounds 3 parts Compound Nos. Compound of 7 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 46
An electrophotographic photoreceptor of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 parts of the compound No. 2 in the above Table 13-3 Compound of 8 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 47
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, Compound 51 No. 4 Compound No. of Table 13-4 above 26 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts Example 48
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-1 above 8 parts of compound No. 2 in Table 13-6 above. 50 compounds 10 parts Methylene chloride 120 parts Monochlorobenzene 100 parts Comparative Example 16
In the photosensitive layer coating solution of Example 48, the compound No. 1 in Table 1-1 was used. 2 except for the compound No. 2 in Table 13-6. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 48 except that 18 parts of 50 compounds were used to form a single-layer photosensitive layer having a thickness of 23 μm.

Example 49
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 12 parts of compound No. 12 in Table 14-1 above. Compound 2 2 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Comparative Example 17
In the charge transport layer coating solution of Example 49, the compound No. 1 in Table 1-1 was used. Except for the 12 compounds, the compound No. in Table 14-1. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 49 except that 9 parts of the compound No. 2 was used.

Example 50
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 parts of compound No. 2 in the above-mentioned Table 14-13 104 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Example 51
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 parts of the compound No. 4 of the above-mentioned Table 14-15 114 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 52
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound Nos. 51 compounds 10 parts Compound Nos. Compound 129 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Comparative Example 18
In the photosensitive layer coating solution of Example 52, the compound Nos. In Table 14-17 were used. Except for the compound No. 129, the compound No. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 52 except that 20 parts of the compound 51 was used.

Example 53
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 3 parts of the compound No. 2 in the above Table 15-1. Compound of 1 6 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts Example 54
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
Compound No. 5 in Table 1-1 2 parts of Compound No. in Table 15-3 Compound 21 No. 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Comparative Example 19
In the charge transport layer coating solution of Example 54, the compound No. 1 in Table 1-1 was used. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 54 except that the compound No. 5 was not added.

Example 55
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 compounds 4 parts Compound Nos. 46 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 56
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-2 above 24 compounds 8 parts Compound No. 58 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Example 57
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, 51 compounds 3 parts Compound Nos. Compound 2 2 parts polycarbonate (Teijin Chemicals: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 58
An electrophotographic photoreceptor of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 2 parts of compound No. 2 in Table 16-1 above. Compound of 9 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 59
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 4 parts of the compound No. 5 in the above Table 16-1. 12 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Comparative Example 20
In the charge transport layer coating solution of Example 59, compound No. 1 in Table 1-1 was used. Except for the compound of No. 5, compound No. 5 in Table 16-1. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 59 except that 8 parts of 12 compounds were used.

Example 60
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-1 above 10 parts of compound No. 12 in the above Table 16-2. 30 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 61
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 compounds 3 parts Compound Nos. Compound of 6 6 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran Comparative Example 21
In the charge transport layer coating solution of Example 61, the compound No. Except for the compound of No. 6, the compound No. of Table 1-2. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 61 except that 9 parts of 24 compounds were used.

Example 62
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.

[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, Compound 51 No. 2 in the above-mentioned Table 17-2 Compound of 9 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 63
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 4 parts of compound No. 2 of the above-mentioned Table 17-2. 12 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 64
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-1 above 5 parts of compound No. 5 in the above-mentioned Table 17-2. 14 compounds 10 parts Methylene chloride 120 parts Monochlorobenzene 100 parts Comparative Example 22
In the photosensitive layer coating solution of Example 64, compound No. 1 in Table 1-1 was used. Except for the compound of No. 5, compound No. in Table 17-2. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 64 except that 18 parts of the compound No. 14 was used and a single-layer photosensitive layer having a thickness of 23 μm was formed.

Example 65
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. No. 12 compound 3 parts Compound No. 1 in Table 18-1. Compound of 1 6 parts polycarbonate (manufactured by Teijin Chemicals: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Comparative Example 23
In the charge transport layer coating solution of Example 65, the compound No. 1 in Table 1-1 was used. Except for compound No. 12, compound No. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 65 except that 9 parts of the compound 1 was used.

Example 66
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. Compound No. 17 in 2 parts of Table 18-1 above 12 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals: Panlite L-1250) 10 parts methylene chloride 80 parts Example 67
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, 51 compounds 4 parts Compound Nos. 24 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
35 parts of 1,2-dichloroethane
Example 68
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-1 above 10 parts of compound No. 2 in Table 18-4 above. 40 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 69
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 3 parts of the compound No. 5 in the above-mentioned Table 19-1. Compound of 4 6 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran Example 70
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. Compound No. 12 in 2 parts of the above Table 19-2 11 parts 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Comparative Example 24
In the charge transport layer coating solution of Example 70, the compound No. 1 in Table 1-1 was used. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 70 except that 12 compounds were not added.

Example 71
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. Compound No. 17 in 4 parts of the above compound No. 19 in Table 19-5 27 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 72
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-2 above 24 parts of compound No. 8 of the above compounds 19-11 64 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Example 73
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 3 parts of the compound No. 2 in Table 20-1 above. Compound of 3 6 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts Example 74
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 2 parts of compound No. 5 of Table 20-2 above. Compound of 8 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 75
The electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except for the above.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 12 parts of the compound No. 12 in Table 20-3 above. 21 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Comparative Example 25
In the charge transport layer coating solution of Example 75, the compound No. 1 in Table 1-1 was used. Except for the compound of No. 12, the compound No. of Table 20-3. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 75 except that 8 parts of Compound 21 was used.

Example 76
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts Polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-2 above Compound No. 17 10 parts Compound No. 26 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 77
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 compounds 3 parts Compound Nos. Compound of 1 6 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts Example 78
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, Compound 51 No. 2 in Table 21-1 above Compound of 4 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 79
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 4 parts of the compound No. 5 in the above Table 21-1. 9 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 80
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-1 above 8 parts of compound No. 12 in Table 21-2 above. 17 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Comparative Example 26
In the photosensitive layer coating solution of Example 80, the compound No. 1 in Table 1-1 was used. Except for compound No. 12, compound No. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 80 except that 18 parts of compound No. 17 was used to form a single-layer photosensitive layer having a thickness of 23 μm.

Example 81
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 compounds 3 parts Compound Nos. Compound of 1 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Comparative Example 27
In the charge transport layer coating solution of Example 81, the compound Nos. Except for compound No. 17, compound No. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 81 except that 9 parts of Compound 1 was used.

Example 82
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 parts of the compound No. 24 in Table 22-4 14 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Example 83
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, Compound No. 51 4 parts Compound No. in Table 22-5 above 18 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 84
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-1 above 10 parts of compound No. 2 in Table 22-7 above. 25 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 85
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 12 parts of compound No. 3 in the above-mentioned Table 23-1. Compound of 1 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 86
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. No. 17 compound 2 parts of the compound No. in Table 23-1. Compound of 6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Comparative Example 28
In the charge transport layer coating solution of Example 86, the compound No. 1 in Table 1-2 was used. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 86 except that the compound No. 17 was not added.

Example 87
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 parts of the compound 4 parts of the compound No. in Table 23-1. 23 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 88
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-3 above 51 compounds 8 parts Compound No. 40 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Example 89
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 3 parts of the compound No. 2 in Table 24-1 13 compounds 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 90
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 2 parts of the compound No. 5 in the above-mentioned Table 24-2. 32 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Example 91
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 parts of the compound 4 parts of the compound No. in Table 24-2. 36 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Comparative Example 29
In the charge transport layer coating solution of Example 91, the compound No. 1 in Table 1-2 was used. Except for compound No. 17, compound No. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 91 except that 8 parts of 36 compounds were used.

Example 92
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-1 above 10 parts of compound No. 24 in Table 24-3 above. 80 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 93
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, 51 compounds 3 parts Compound Nos. Compound 2 2 part polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 94
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 2 parts of the compound No. 2 in Table 25-1 above. Compound of 8 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 95
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 4 parts of compound No. 5 in Table 25-2 above. 15 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 96
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-1 above 8 parts of compound No. 12 of the above-mentioned Table 25-4. 28 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Comparative Example 30
In the photosensitive layer coating solution of Example 96, the compound No. 1 in Table 1-1 was used. Except for the compound No. 12, the compound No. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 96 except that 18 parts of 28 compounds were used to form a single-layer photosensitive layer having a thickness of 23 μm.

Example 97
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 24 compounds 3 parts Compound Nos. Compound of 4 6 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran Comparative Example 31
In the charge transport layer coating solution of Example 97, the compound No. Except for the compound of No. 24, the compound No. of Table 26-1. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 97 except that 9 parts of the compound No. 4 was used.

Example 98
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, 51 parts of compound No. 2 in Table 26-1 above Compound of 6 8 parts Polycarbonate (manufactured by Teijin Chemicals: Panlite L-1250) 10 parts Methylene chloride 80 parts Example 99
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 4 parts of compound No. 2 of the above-mentioned Table 26-3. 27 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 100
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-1 above 5 parts of the compound 10 parts of the compound No. in Table 26-5. 53 compounds 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 101
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 12 parts of compound No. 3 in the above Table 27-1. Compound 6 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts Example 102
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. Compound No. 17 in 2 parts of the above-mentioned compound No. 15 parts 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Comparative Example 32
In the charge transport layer coating solution of Example 102, the compound No. 1 in Table 1-2 was used. A comparative electrophotographic photosensitive member was prepared in the same manner as in Example 102 except that 17 compound was not added.

Example 103
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-3 of Table 1-3 above, Compound 51 No. 4 Part No. of Table 27-3 above 22 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 104
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-1 above 8 parts of compound No. 2 in Table 27-4 above. 29 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Example 105
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 5 parts of the compound 3 parts of the compound No. Compound of 7 6 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran Example 106
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. No. 12 compound 2 parts Compound No. 49 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals: Panlite L-1250) 10 parts methylene chloride 80 parts Example 107
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-2 of Table 1-2 above. 17 compounds 4 parts Compound Nos. Compound of 227 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Comparative Example 33
In the charge transport layer coating solution of Example 107, the compound No. 1 in Table 1-2 was used. Except for compound No. 17, compound No. in Table 28-8. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 107 except that 8 parts of 227 compound was used.

Example 108
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 21 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 4 4 parts Polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon S-2000) 20 parts Compound No. 1 in Table 1-2 above 24 parts of the compound 10 parts of the compound No. in Table 28-9. 267 compound 10 parts cyclohexanone 100 parts tetrahydrofuran 150 parts Example 109
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that a charge transport layer coating solution having the following composition was used instead of the charge transport layer coating solution of Example 1.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 3 parts of the compound No. 2 in the above Table 29-1. Compound of 8 6 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran Example 110
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that instead of the charge transport layer coating solution of Example 2, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 2 parts of the compound No. 5 in Table 29-4 above. 40 compounds 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts methylene chloride 80 parts Example 111
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that instead of the charge transport layer coating solution of Example 3, a charge transport layer coating solution having the following composition was used.
[Charge transport layer coating solution]
In compound 1-1 of Table 1-1 above. 12 parts of the compound No. 12 in the above Table 29-5 50 compounds 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts
1,2-dichloroethane 35 parts Example 112
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 26 μm. Thus, the electrophotographic photoreceptor of the present invention was produced.
[Photosensitive layer coating solution]
Charge generation material of Example 8 3 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound No. 1 in Table 1-1 above No. 17 compound 8 parts Compound No. in Table 29-7 above. 70 compounds 10 parts methylene chloride 120 parts monochlorobenzene 100 parts Comparative Example 34
In the photosensitive layer coating solution of Example 112, the compound Nos. Except for compound No. 17, compound No. in Table 29-7. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 112 except that 18 parts of 70 compound was used to form a single-layer photosensitive layer having a thickness of 23 μm.

Comparative Example 35
In the charge transport layer coating solution of Example 1, the compound No. 1 in Table 1-1 was used. 2 and compound No. 2 in Table 2-1. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 1 except that the compounds of the following structural formulas (F) and (G) were used in place of the compound of 2.

比較例３６
実施例４の感光層塗工液において表１−２の化合物Ｎｏ．１７の化合物および表２−２の化合物Ｎｏ．１４の化合物に代えて下記構造式（Ｈ）および（Ｉ）の化合物を用いた以外は実施例４と同様にして比較例の電子写真感光体を作製した。

Comparative Example 36
In the photosensitive layer coating solution of Example 4, the compound Nos. 17 and compound No. 2 in Table 2-2. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 4 except that the compounds of the following structural formulas (H) and (I) were used in place of the compound of 14.

上記の実施例及び比較例で得られた各電子写真感光体について、特開昭６０−１００１６７号公報に開示されている評価装置を用い、次のようにして感光体特性の測定を行なった。コロナ放電電圧−６．０ｋＶ（または＋５．６ｋＶ）で帯電２０秒後の電位Ｖｍ（Ｖ）、暗減衰２０秒後の電位Ｖｏ（Ｖ）、電位Ｖｏを１／２に減衰させるのに必要な露光量Ｅ1/2（ｌｕｘ・ｓｅｃ）を測定した。電位保持率＝Ｖｏ／Ｖｍと定義する。また、各電子写真感光体を電子写真複写機（ＦＴ−３３００、リコー社製、ないしは感光体を正帯電できるように改造したもの）に搭載して連続３万枚の複写を行い、画像欠陥（異常画像）の有無を目視により判定した。また、複写試験終了後の各電子写真感光体について、上記と同じ方法によりＶｍ（Ｖ）、Ｖｏ（Ｖ）、Ｅ1/2（ｌｕｘ・ｓｅｃ）を測定した。その結果を表３０〜３５に示す。

For each electrophotographic photosensitive member obtained in the above examples and comparative examples, the characteristics of the photosensitive member were measured as follows using an evaluation apparatus disclosed in JP-A-60-1000016. Necessary to attenuate the potential Vm (V) after 20 seconds of charging with a corona discharge voltage of -6.0 kV (or +5.6 kV), the potential Vo (V) after 20 seconds of dark decay, and the potential Vo to 1/2. The exposure amount E1 / 2 (lux · sec) was measured. The potential holding ratio is defined as Vo / Vm. In addition, each electrophotographic photosensitive member is mounted on an electrophotographic copying machine (FT-3300, manufactured by Ricoh, or modified so that the photosensitive member can be positively charged), and 30,000 continuous copies are made, and image defects ( The presence or absence of an abnormal image) was determined visually. Further, Vm (V), Vo (V), and E1 / 2 (lux · sec) were measured for each electrophotographic photosensitive member after completion of the copying test by the same method as described above. The results are shown in Tables 30 to 35.

※：感光層の剥離を生じたため測定不可能

*: Measurement is not possible due to peeling of the photosensitive layer.

※：感光層の剥離を生じたため測定不可能

*: Measurement is not possible due to peeling of the photosensitive layer.

※：感光層の剥離を生じたため測定不可能

*: Measurement is not possible due to peeling of the photosensitive layer.

※：感光層の剥離を生じたため測定不可能
表３０〜表３５から明らかなように、実施例の電子写真感光体は高感度であり、且つ多数回繰り返し使用しても帯電電位や感度の低下が少なく、また感光層の剥離や摩耗傷の発生が無く、複写画像の画像欠陥や地汚れの発生がないのに対し、比較例の電子写真感光体はこれらのいずれかにおいて劣るものである。

*: Measurement is not possible due to peeling of the photosensitive layer. As is apparent from Tables 30 to 35, the electrophotographic photosensitive member of the example has high sensitivity, and even if it is repeatedly used many times, the charging potential and sensitivity are lowered. In contrast, the electrophotographic photosensitive member of the comparative example is inferior in any of these cases, while there is little peeling of the photosensitive layer and no generation of abrasion scratches, and there is no occurrence of image defects or background stains in the copied image.

It is explanatory drawing which showed typically the electrophotographic photoreceptor which has a single layer photosensitive layer. It is explanatory drawing which showed typically the electrophotographic photoreceptor which has a laminated photosensitive layer. It is explanatory drawing which showed typically the other electrophotographic photoreceptor which has a laminated photosensitive layer.

Explanation of symbols

DESCRIPTION OF SYMBOLS 11 Conductive support 15 Single layer photosensitive layer 17 Charge generation layer 19 Charge transport layer

Claims (30)

A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (2) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

[Wherein, R ₁ represents a hydrogen atom or a halogen atom, and R ₂ represents a substituted or unsubstituted aromatic residue or heterocyclic residue (provided that the substituent is a halogen atom, a cyano group, a di-lower alkylamino group, A substituted or unsubstituted diaralkylamino group, a lower alkyl group, a lower alkoxy group and a nitro group. ] A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (3) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(Wherein R ₁ and R ₃ represent a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, and R ₂ represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N represents 0 or 1) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (4) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

[Wherein, R is a carbazolyl group, pyridyl group, thienyl group, indolyl group or furyl group, or a substituted or unsubstituted phenyl group, styryl group, naphthyl group or anthryl group (wherein the substituent is a di-lower alkylamino group) And a lower alkyl group, a lower alkoxy group, a halogen atom, an aralkylamino group, and an amino group. ] A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (5) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

[Wherein, R ₁ represents a hydrogen atom, a halogen atom, a cyano group, or a lower alkyl group, and Ar represents the following general formula (a) or (b)

(However, R ₂ , R ₃ and R ₆ represent a hydrogen atom, a substituted or unsubstituted lower alkyl group or a substituted or unsubstituted benzyl group, R ₄ and R ₅ represent a hydrogen atom, a halogen atom, a lower alkyl group, Represents a lower alkoxy group or a di-lower alkylamino group)]] A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (6) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(Wherein R ₁ represents a hydrogen atom, a lower alkyl group, a chloroethyl group or a hydroxyethyl group, R ₂ represents a hydrogen atom or a halogen atom, and R ₃ represents a lower alkyl group, a di-lower alkylamino group, a diarylamino group. Represents a substituted or unsubstituted styryl group, a substituted or unsubstituted aromatic ring residue, or a substituted or unsubstituted heterocyclic residue.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (7) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(Wherein R ₁ represents a lower alkyl group, R ₂ represents a lower alkyl group, a di-lower alkylamino group, a diarylamino group, a substituted or unsubstituted aromatic ring residue, or a substituted or unsubstituted heterocyclic residue. To express.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (7) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(Wherein R ₁ and R ₂ may be the same or different and are a hydrogen atom, a lower alkyl group, a hydroxy lower alkyl group, a chloro lower alkyl group, an alkyl group having 1 to 2 carbon atoms, or an alkyl carbon number. Represents a 5 to 6 cycloalkyl group or a substituted or unsubstituted aralkyl group.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (9) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(Wherein R ₁ represents a hydrogen atom, an amino group, an alkoxy group, a thioalkoxy group, a substituted or unsubstituted alkyl group or a halogen atom, R ₃ and R ₄ represent a methyl group or a methoxy group, and R ₂ represents Represents a hydrogen atom, an alkoxy group, a substituted or unsubstituted alkyl group or a halogen atom, and k, l, m and n are integers of 1, 2, 3 or 4, each being an integer of 2, 3 or 4. ), R ₁ , R ₂ , R ₃ and R ₄ may be the same or different. A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (10) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

[In the formula, Ar ₁ represents a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group, and A represents a substituted or unsubstituted N-substituted carbazolyl group or the following general formula (c)

(However, Ar ₂ is a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group, and R ₁ and R ₂ are substituted or unsubstituted alkyl groups or substituted or unsubstituted aryl groups. Is). ] A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (11) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, R ₁ represents a hydrogen atom, an alkyl group, an alkoxy group, an aryloxy group, a dialkylamino group, a diarylamino group or a halogen atom, and R ₂ and R ₃ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted group. (Represents a substituted aryl group, Ar represents an aromatic hydrocarbon group or a heterocyclic group, and n represents an integer of 1 or 2.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (12) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

Wherein R ₁ and R ₂ are a hydrogen atom, amino group, substituted or unsubstituted dialkylamino group, alkoxy group, thioalkoxy group, aryloxy group, substituted or unsubstituted alkyl group, halogen atom or substituted or unsubstituted Represents a substituted aryl group, R ₃ and R ₄ represent a hydrogen atom, an alkoxy group, a substituted or unsubstituted alkyl group or a halogen atom, Ar represents a substituted or unsubstituted monocyclic aromatic hydrocarbon group, a substituted or unsubstituted group; It represents a substituted non-fused polycyclic aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (13) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

[Wherein, A is an N-substituted carbazolyl group or the following general formula (d)

Wherein Ar is an aromatic hydrocarbon group or a heterocyclic group, and R ₁ and R ₂ are a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and R is an alkyl group, Represents an alkoxy group or a halogen atom. n represents an integer of 0 to 4, and when n is 2 or more, Rs may be the same or different. ] A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (14) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

[In the formula, A is a 9-anthryl group, a substituted or unsubstituted N-substituted carbazolyl group, an N-substituted phenothiazinyl group, or the following general formula (e)

(Wherein Ar represents a substituted or unsubstituted arylene group, and R ₁ and R ₂ represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group). , R represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group. m represents an integer of 2 to 8, and n represents an integer of 0 or 1. ] A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (15) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

[Wherein, A is a 9-anthryl group, a substituted or unsubstituted N-substituted carbazolyl group, an N-substituted phenothiazinyl group, or the following general formula (f)

(Wherein Ar represents a substituted or unsubstituted arylene group, and R ₁ and R ₂ represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group). , R represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group. n represents an integer of 0 to 8. ] A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (16) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(Wherein R ₁ , R ₂ , R ₃ , R ₄ and R ₅ represent a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, and these may be the same or different.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (17) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and at least one of R ₁ and R ₂ represents a substituted or unsubstituted aryl group.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (18) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and R ₁ and R ₂ may be the same or different. R ₃ and R ₄ are hydrogen atoms. Represents an alkyl group, an alkoxy group, or a halogen atom, m represents an integer of 1, 2, 3, and n represents an integer of 1, 2, 3, 4. When m or n is 2 or more, R ₃ , R ₄ may be the same or different.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (19) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, m represents an integer of 0 or 1, and when m is 1, X represents an oxygen atom, a sulfur atom, —CH ₂ —, —CH ₂ CH ₂ —, —CH═CH— or —N (R )-(Wherein R represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group) R ₁ and R ₂ represent an alkyl group, an aralkyl group, a carbocyclic aromatic group, or a heterocyclic ring R ₃ and R ₄ represent a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, Ar represents a carbocyclic aromatic group or a heterocyclic group, n represents an integer of 0 or 1. R ₃ may form a benzene ring together with X.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (20) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, Ar represents a substituted or unsubstituted biphenylene group, and R ₁ , R ₂ and R ₃ represent a hydrogen atom, a halogen atom, a cyano group, or an alkyl group, alkoxy group, aryl which may have a substituent. Represents an oxy group, an alkyl mercapto group, a methylenedioxy group, a methylenedithio group, or an aryl group, and R ₁ , R _2, and R ₃ may be the same or different, and l, m, and n are integers of 1 to 5. And when each is an integer of 2 to 5, R ₁ , R ₂ and R ₃ may be the same or different.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (21) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, Ar represents a phenylene group or a biphenylene group, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and n represents an integer of 1 to 4.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (22) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(Wherein A ₁ and A ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, which may be the same or different. Ar represents a substituted or unsubstituted condensed polycyclic hydrocarbon. Represents a group.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (23) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, n represents an integer of 1 or 2. R ₃ represents a hydrogen atom, a substituted or unsubstituted alkyl group. A group, a substituted or unsubstituted aryl group, and R ₄ and R ₅ each represents a hydrogen atom, an amino group, an alkoxy group, a thioalkoxy group, an aryloxy group, a substituted or unsubstituted alkyl group, or a halogen atom. 1 represents an integer of 1, 2, and 3, and l represents an integer of 1, 2, 3, and _4. When l and m are integers of 2 or more, R ₄ and R ₅ may be the same or different. A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (24) in a range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, R ₁ represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and R ₂ , R ₃ , and R ₄ represent a hydrogen atom, an amino group, an alkoxy group, a thioalkoxy group, and an aryloxy group. Represents a methylenedioxy group, a substituted or unsubstituted alkyl group, a halogen atom, a substituted or unsubstituted aryl group, h represents an integer of 1, 2, 3, 4 and k, l represents 1, 2, 3 Represents an integer of 4, 5. When h, k and l are integers of 2 or more, R ₂ , R ₃ and R ₄ may be the same or different, and n is an integer of 1, 2, 3, 4 And m represents an integer of 4-n. When m is 2 or more, R ₁ may be the same or different.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (25) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, A ₁ represents a substituted or unsubstituted aromatic hydrocarbon group, A ₂ represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and A ₃ represents a hydrogen atom, substituted or unsubstituted Represents a substituted alkyl group or a substituted or unsubstituted aryl group, and m and n represent an integer of 1 or 2, and m + n is 3. provided that when m or n is 2, A ₁ , A ₃ or A ₂ may be the same or different.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (26) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and may be the same or different, except for a 1,6-diaminopyrene compound. ) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (27) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(In the formula, R ₁ and R ₂ represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group.) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (28) in the range of 2: 8 to 8: 2 is provided on the conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

Wherein R represents a lower alkyl group or a benzyl group, and X represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, a nitro group, an amino group, an amino group substituted with a lower alkyl group or a benzyl group. (N represents an integer of 1 or 2) A photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (29) in a range of 2: 8 to 8: 2 is provided on a conductive support. An electrophotographic photosensitive member.

(In the formula, R ₁ represents a lower alkyl group, a lower alkoxy group or a halogen atom, and n represents an integer of 0 to 4. R ₂ and R ₃ may be the same or different, and may be a hydrogen atom or a lower alkyl group. Represents a lower alkoxy group or a halogen group.)

(Wherein R ₁ and R ₂ represent a hydrogen atom, a halogen atom, a nitro group, a cyano group, a substituted or unsubstituted alkyl group, and R ₃ and R ₄ represent a hydrogen atom, a cyano group, an alkoxycarbonyl group, a substituted or Represents an unsubstituted alkyl group, R ₅ represents a hydrogen atom, a lower alkyl group or an alkoxy group, W represents a hydrogen atom, a substituted or unsubstituted alkyl group, j represents an integer of 1 to 5, and k represents 1 to 4 represents an integer, 1 represents an integer of 0 to 2, m represents an integer of 1 or 2, and n represents an integer of 1 to 3.   The photosensitive layer comprises at least a charge transport layer and a charge generation layer mainly composed of a charge generation material, and the charge transport layer is represented by at least a compound represented by general formula (1) and general formulas (2) to (29). 29. The electrophotographic photosensitive member according to claim 1, wherein the electrophotographic photosensitive member contains at least one kind of compound. The photosensitive layer comprises a single-layer photosensitive layer containing at least a charge generating material and a compound represented by the general formula (1) and one of the compounds represented by the general formulas (2) to (29). Item 29. The electrophotographic photosensitive member according to Item 1 to 28.

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