JPH06161132A - Electrophotographic photosensitive body - Google Patents

Abstract

PURPOSE:To provide a positive-charged single layer type electrophotographic photosensitive body with excellent repeat stability by forming a photosensitive layer, containing a specific antioxidant, on a conductive base body. CONSTITUTION:A photosensitive layer selectively containing at least one kind out of antioxidant expressed by formulas I-III is formed on a conductive base body. In the formulas I-III, A, B represent an aryl group or an alicyclic hydrocarbon group, D represents an alkyl group or an aryl group, R16, R17 represent an alkyl group or an aryl group, R18-R21 represent a hydrogen atom, a halogen atom, a hydroxy group, or the like, R22 represents an aryl group, R23 represents an alkyl group or aralkyl group. An ill condition such as fog is not thereby generated even without raising the output of an exposure lamp, which results in prolonging the service life of the exposure lamp and reducing power consumption.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electrophotographic photosensitive member used in an image forming apparatus using an electrophotographic method such as an electrostatic copying machine and a laser beam printer.

[0002]

2. Description of the Related Art In recent years, as an electrophotographic photosensitive member having a photosensitive layer formed on a conductive substrate, an organic photosensitive member has been used which has good workability and is advantageous in terms of manufacturing cost and has a large degree of freedom in functional design. ing. The organic photoreceptor has a photosensitive layer having a charge generating function and a charge transporting function separated by a charge generating material that generates a charge by light irradiation and a charge transporting material that transports the generated charge, thereby providing high sensitivity. There is known a function-separated type electrophotographic photosensitive member. The photosensitive layer of the function-separated electrophotographic photoreceptor is a laminated photoreceptor in which a charge-generating layer containing at least a charge-generating material and a charge-transporting layer containing a charge-transporting material and a binder resin are laminated. There have been proposed various single-layer type photoreceptors in which a charge generation material and a charge transport material are dispersed in a binder resin.

Since the above-mentioned multi-layer type photoconductor separates various functions from each other by the charge generation layer and the charge transport layer, it is advantageous in that it has a high sensitivity and a wider selection range of the light-sensitive material, unlike the single-layer type photoconductor. is there. By the way, since many charge transport materials are of positive charge transport type and have a surface with mechanical strength, a charge generation layer is provided on a conductive substrate, and a charge transport layer is further provided on the charge generation layer. It is common to take the structure of a photoreceptor. However, in such a negative charging laminated photoreceptor, ozone is generated at the time of negative charging to cause oxidative deterioration of the photoreceptor and pollution of the copying environment, and development requires a positive charging toner which is difficult to manufacture. There is a problem such as

On the other hand, the above-mentioned single-layer type photoconductor can be positively charged, and a negatively charged toner can be used as a toner for developing an electrostatic latent image on the photoconductor. This is advantageous because, in general, it is easy to obtain a toner that is negatively charged, so that the selection range of toner materials is wide and various toner materials can be used. However, since electrons and holes are moved in one layer, one of them becomes a trap and the residual potential tends to increase. Moreover, depending on how the charge generating material and the charge transporting material are combined, charging characteristics, sensitivity,
There is a problem that electrophotographic characteristics such as residual potential are greatly affected.

In view of the above problems, a diamine derivative or m-phenylenediamine derivative as a charge transport material, a perylene pigment, and 2,6-di- as an antioxidant.
By combining with tert-butyl-P-cresol, a positively chargeable single-layer type electrophotographic photoreceptor having excellent electrophotographic characteristics such as charging characteristics, sensitivity, residual potential, and repetitive characteristics (JP-A-3-1153). ) Was proposed earlier.

[0006]

DISCLOSURE OF THE INVENTION Problems to be Solved by the Invention The inventors of the present invention are not satisfied with the repeating characteristics of the photoreceptor disclosed in Japanese Patent Laid-Open No. 3-1153, and the electrophotographic photoreceptor having excellent repeating characteristics has been proposed. As a result of intensive research to provide the electrophotographic photosensitive member of the present invention, the present invention has been completed. Therefore, an object of the present invention is to provide a positively chargeable single-layer type electrophotographic photosensitive member which is more excellent in repeated stability.

[0007]

Therefore, in the present invention, the following general formula (1) is used as a charge generating material in the binder resin.

[0008]

[Chemical 7]

(Wherein R1, R2, R3 and R4 are
Indicates an alkyl group. ) And the following general formula (2) as a charge transport material.

[0010]

[Chemical 8]

(In the formula, R5, R6, R7, R8, R9 and R10 represent an alkyl group, an alkoxy group, a halogen atom, an aryl group, a nitro group, a cyano group or an alkylamino group, each of which is substituted with a phenyl group. If not, any number may be substituted as long as it can be substituted, and all the substituents may be the same or different from each other.) And the following general formula (3): (In the formula, R11, R12, R13, R14 and R15 each represent an alkyl group, an alkoxy group or a halogen atom, which may or may not be substituted with a phenyl group, All the substituents may be the same or different from each other.), And an m-phenylenediamine compound represented by

[0012]

[Chemical 9]

Further, the following general formula (4), (5) or (6)

[0014]

[Chemical 10]

(In the formula, A and B are the same or different and each represents an aryl group or an alicyclic hydrocarbon group, and D is an alkyl group or an aralkyl group, provided that the alkyl group may have a substituent. Good.)

[0016]

[Chemical 11]

(In the formula, R16 and R17 are the same or different and each represents an alkyl group or an aryl group, and R18, R19,
R20 and R21 represent a hydrogen atom, a halogen atom, a hydroxy group, an alkyl group and a nitro group. )

[0018]

[Chemical 12]

(In the formula, R22 represents an aryl group, and R2
3 represents an alkyl group or an aralkyl group. The above-mentioned object was achieved by forming a photosensitive layer containing at least one selected from the antioxidants represented by (4) on an electroconductive substrate to form an electrophotographic photosensitive member. The effect of the selection of the specific antioxidant of the present invention has not been clarified, but it will be understood from the comparison between the examples and the comparative examples described later that, as a result, the repetitive properties are significantly improved.

That is, even if the output of the exposure lamp that is standardly installed in the copying machine is not increased, problems such as fog do not occur, which leads to a longer life of the exposure lamp and a reduction in power consumption. It is supposed to be.

[0021]

Preferred Embodiment Charge Generating Material In the perylene-based compound represented by the general formula (1), the alkyl group corresponding to the groups R1, R2, R3 and R4 in the formula is, for example, a methyl group, an ethyl group or a propyl group. , Isopropyl group, butyl group, isobutyl group, t-butyl group, pentyl group, hexyl group and the like.

Specifically, N, N^,-Di (3,5-dime
Tylphenyl) perylene-3,4,9,10-tetraca
Ruboxidiimide, N, N^,-Di (3-methyl-5-e
Tylphenyl) perylene-3,4,9,10-tetraca
Ruboxidiimide, N, N^,-Di (3,5-diethylphenyl)
Phenyl) perylene-3,4,9,10-tetracarboxyl
Sidiimide, N, N^,-Di (3,5-dipropylpheny
Le) Perylene-3,4,9,10-tetracarboxydi
Imide, N, N^,-Di (3,5-diisopropylphenyl
Le) Perylene-3,4,9,10-tetracarboxydi
Imide, N, N ^,-Di (3-methyl-5-isopropyl
Phenyl) perylene-3,4,9,10-tetracarbo
Xidimide, N, N^,-Di (3,5-dibutylphenyl)
Le) Perylene-3,4,9,10-tetracarboxydi
Imide, N, N^,-Di (3,5-di-tert-butyl
Phenyl) perylene-3,4,9,10-tetracarbo
Xidimide, N, N^,-Di (3,5-dipentylphene
Nyl) perylene-3,4,9,10-tetracarboxy
Diimide, N, N^,-Di (3,5-dihexylpheny
Le) Perylene-3,4,9,10-tetracarboxydi
Examples thereof include imides, but among them, N, N^,-J
(3,5-Dimethylphenyl) perylene-3,4,9,
10-tetracarboxydiimide is preferred.

Further, since the above-mentioned perylene-based compound has no spectral sensitivity on the long wavelength side, when the single-layer type electrophotographic photosensitive member of the present invention is combined with a halogen lamp having a large red spectral energy, the sensitivity is further enhanced. Therefore, it is preferable to use X-type metal-free phthalocyanine having spectral sensitivity on the long wavelength side. The X-type metal-free phthalocyanine has a Bragg angle (2θ ± 0.2 °) of 7.5 °, 9.1 °, 16.7 °, 17.3 °, 22.
Those having a strong diffraction peak at 3 ° are preferable. The X-type metal-free phthalocyanine is a perylene-based compound 10
When 1.25 to 3.75 parts by weight is added to 0 parts by weight, the spectral sensitivity region shifts to the longer wavelength side, and the sensitivity of the photoconductor becomes higher. However, the addition of 1.25 parts by weight or less of X-type metal foot phthalocyanine to 100 parts by weight of the perylene-based compound does not produce the sensitizing effect on the long wavelength side. Further, X-type metal-free phthalocyanine was added to 3.75 parts by weight per 100 parts by weight of the perylene-based compound.
On the other hand, if more than one part by weight is added, the spectral sensitivity on the long wavelength side becomes high, and the red reproducibility becomes poor. Charge Transport Material In the diamine derivative represented by the general formula (2),
Examples of the alkyl group corresponding to R5, R6, R7, R8, R9, and R10 in the formula include the same groups as those represented by the general formula (1).

As the alkoxy group, methoxy group, ethoxy group, propoxy group, butoxy group, t-butoxy group,
Examples thereof include a pentyloxy group and a hexyloxy group. Examples of the aryl group include a phenyl group, an o-terphenyl group, a naphthyl group, an anthryl group and a phenanthryl group. Examples of the halogen atom include fluorine, chlorine, bromine and iodine.

Examples of the aryl group include phenyl group, o-terphenyl group, naphthyl group, anthryl group and phenanthryl group. Examples of the alkylamino group include a methylamino group, an ethylamino group, a dimethylamido group, a diethylamino group, a propylamino group, a dipropylamino group, a butylamino group and a t-butylamino group.

Specific examples of the diamine derivative represented by the general formula (2) include No. 1 shown in Table 1.
Examples thereof include compounds A'1 to A'15. In the table,
For example, "3-CH _3" was your show that the methyl group is bonded to 3-position of the phenyl group, "3, 5-CH _3" are each a methyl group at the 3-position and 5-position of the phenyl group Indicates that they are bound

[0027]

[Table 1]

The diamine derivative (2) can be synthesized by various methods. In the m-phenylenediamine compound represented by the general formula (3), examples of the alkyl group, alkoxyl group, and halogen atom corresponding to R11, R12, R13, R14, and R15 in the formula include those represented by the general formula (2). The same as the groups shown in ().

M-phenylene represented by the general formula (3)
Specific compounds of the diamine-based compound include N, N,
N^,, N^,-Tetraphenyl-1,3-phenylenediami
N, N, N, N^,, N^,-Tetrakis (3-tolyl)-
1,3-phenylenediamine, N, N, N^,, N^,-Tet
Raphenyl-3,5-tolylenediamine, N, N,
N^,, N^,-Tetrakis (3-tolyl) -3,5-tolyle
Ndiamine, N, N, N^,, N^,-Tetrakis (4-tri
Le) -1,3-phenylenediamine, N, N, N^,, N^,
-Tetrakis (4-tolyl) -3,5-tolylenediami
N, N, N, N^,, N ^,-Tetrakis (3-ethylpheny
Le) -1,3-phenylenediamine, N, N, N^,, N^,
-Tetrakis (4-propylphenyl) -1,3-phen
Nylene diamine, N, N, N^,, N^,-Tetraphenyl-
5-methoxy-1,3-phenylenediamine, N, N-
Bis (3-tolyl) -N^,, N^,-Diphenyl-1,3-
Phenylenediamine, N, N^,-Bis (4-tolyl)-
N, N^,-Bis (3-tolyl) -3,5-tolylenedi
Min, N, N^,-Bis (4-ethylphenyl) -N, N^,
-Bis (3-ethylphenyl) -1,3-phenylenedi
Amine, N, N^,-Bis (4-ethylphenyl) -N,
N^,-Bis (3-ethylphenyl) -3,5-tolylene
Diamine, N, N, N^,, N^,-Tetrakis (2,4,6
-Trimethylphenyl) -1,3-phenylenediami
N, N, N, N^,, N^,-Tetrakis (2,4,6-tri
Methylphenyl) -3,5-tolylenediamine, N,
N, N^,, N^,-Tetrakis (3,5, -dimethyl)-
1,3-phenylenediamine, N, N, N^,, N^,-Tet
Lakis (3,5, -dimethyl) -3,5-tolylenediene
Min, N, N, N^,, N^,-Tetrakis (3,5, -die
Chill) -1,3-phenylenediamine, N, N, N^,，
N^,-Tetrakis (3,5, -diethyl) -3,5-to
Rylenediamine, N, N, N^,, N^,-Tetrakis (3-
Chlorophenyl) -1,3-phenylenediamine, N,
N, N^,, N^,-Tetrakis (3-bromophenyl)-
1,3-phenylenediamine, N, N, N^,, N^,-Tet
Lakis (3-iodophenyl) -1,3-phenylenedi
Amine, N, N, N^,, N^,-Tetrakis (3-fluoro
Phenyl) -1,3-phenylenediamine and the like are exemplified.
It

The m-phenylenediamine compound (3) can be synthesized by various methods. The mixing ratio of the diamine derivative represented by the general formula (2) and the m-phenylenediamine compound represented by the general formula (3) is such that (2) and (3) are 75:25 to 25:75.
It is desirable to contain in the photosensitive layer in a weight ratio of, particularly 70:30 to 50:50. When the m-phenylenediamine compound is contained in the photosensitive layer in a proportion smaller than the above weight ratio, the repeating characteristics are not sufficient, and when it is contained in the photosensitive layer in a proportion exceeding the above weight ratio, the repeating characteristics are improved. , The initial sensitivity and the like will deteriorate.

The above general formula (2), which is a charge transport material,
The compound represented by (3) can be used in combination with other conventionally known charge transport materials. As the conventionally known charge transport material, various electron-withdrawing compounds and electron-donating compounds can be used. As the electron-withdrawing compounds, e.g., ^{2,6-dimethyl-2,, 6,} - di t
Diphenoquinone derivatives such as ert-dibutyldiphenoquinone, malononitrile, thiopyran compounds, tetracyanoethylene, 2,4,8-trinitrothioxanthone, 3,4,5,7-tetranitro-9-fluorenone, dinitrobenzene, dinitroanthracene , Dinitroacridine, nitroanthraquinone, dinitroanthraquinone, succinic anhydride, maleic anhydride, dibromomaleic anhydride and the like.

As the electron donating compound, 2,5
-Oxadiazole compounds such as di (4-methylaminophenyl) and 1,3,4-oxadiazole, 9- (4
-Styryl compounds such as diethylaminostyryl) anthracene, carbazole compounds such as polyvinylcarbazole, pyrazoline compounds such as 1-phenyl-3- (p-dimethylaminophenyl) pyrazoline, hydrazone compounds, triphenylamine compounds, indole Compounds, oxazole compounds, isoxazole compounds, thiazole compounds, thiadiazole compounds,
Examples thereof include nitrogen-containing cyclic compounds such as imidazole compounds, pyrazole compounds, and triazole compounds, and condensed polycyclic compounds.

These charge transport materials may be used alone or in combination of two or more. When a charge transporting material having film-forming property such as polyvinylcarbazole is used,
The binder resin is not always necessary. Antioxidant In the antioxidant represented by the general formula (4), examples of the aryl group corresponding to A and B in the formula include the same groups as those represented by the general formula (2). . Examples of the alicyclic hydrocarbon group include a cyclopropyl group, a cyclophenyl group and a cyclohexyl group.

In the formula, the alkyl group corresponding to D is
For example, the same group as the group represented by the general formula (1) can be mentioned. As the aralkyl group, for example, a benzyl group,
Examples thereof include a benzhydryl group, a trityl group and a phenethyl group. Moreover, the alicyclic hydrocarbon group mentioned above is mentioned as a substituent which an alkyl group may have. In the antioxidant represented by the general formula (5), R16, R
An alkyl group corresponding to 17, an aryl group, R18 in the formula,
Examples of the alkyl group corresponding to R19, R20 and R21 include a methyl group, an ethyl group and a propyl group.

In the acid inhibitor represented by the general formula (6), an aryl group corresponding to R22 in the formula, R23 in the formula
Examples of the alkyl group and aralkyl group corresponding to are the same as the groups represented by the general formula (4).
Specifically, each of the above antioxidants is represented by the following formula (A1) to
The compounds represented by (A6), (B1) to (B3) and (C1) to (C3) are exemplified.

[0036]

[Chemical 13]

[0037]

[Chemical 14]

[0038]

[Chemical 15]

The above antioxidants may be used alone or in combination.
Can be used. The total amount of the above antioxidants is
Ratio of 1 to 10 parts by weight to 100 parts by weight of fat
Is preferably added. Single addition of antioxidant
If the amount is less than or equal to the amount, the repeatability is not sufficiently improved,
If the amount is more than 10 parts by weight, sensitivity deterioration and light deterioration will occur.
There is a problem. Binder resin Various resins can be used as the binder resin.
It For example, styrene polymer, styrene-butadiene copolymer
Polymer, styrene-acrylonitrile copolymer, styrene
-Maleic acid copolymer, acrylic copolymer, styrene
-Acrylic acid copolymer, polyethylene, ethylene-acetic acid
Vinyl copolymer, chlorinated polyethylene, polyvinyl chloride
, Polypropylene, vinyl chloride-vinyl acetate copolymer
Body, polyester alkyd resin, polyamide, polyuret
Tan, polycarbonate, polyarylate, polysulfone
Resin, diallyl phthalate resin, ketone resin, polyvinyl
Butyral resin, polyether resin, polyester resin
Such as thermoplastic resin, silicone resin, epoxy resin,
Phenolic resin, urea resin, melamine resin, other cross-linking
Thermosetting resin, epoxy acrylate, urea
Examples thereof include photocurable resins such as tan-acrylate.
These binder resins may be used alone or in combination of two or more.
You canAdditive The organic photosensitive layer contains a sensitizer, a fluorene compound and an antioxidant.
Anti-deterioration agent such as anti-static agent, UV absorber, additive such as plasticizer
Can be included.

Further, in order to improve the sensitivity of the charge generating layer, known sensitizers such as terphenyl, halonaphthoquinones and acenaphthylene may be used in combination with the charge generating material. As the conductive substrate on which the organic photosensitive layer is formed, various conductive materials can be used, such as aluminum, copper, tin, platinum, silver, vanadium, molybdenum, chromium, cadmium and titanium. , Single metal such as nickel, palladium, indium, stainless steel, brass,
Examples include a plastic material obtained by vapor deposition or laminating of the above metal, glass coated with aluminum iodide, tin oxide, indium oxide, or the like.

The conductive substrate may be in the form of a sheet, a drum or the like, as long as the substrate itself has conductivity or the surface of the substrate has conductivity. Further, it is preferable that the conductive substrate has sufficient mechanical strength when used. Structure of Photoreceptor To obtain a single-layer type photoreceptor, a compound represented by the general formula (1) which is a charge generating material and a compound represented by the general formulas (2) and (3) which are charge transporting materials are used. A photosensitive layer containing a compound represented by the formula (4), (5) or (6), which is an antioxidant, and a binder resin. It may be formed on the substrate.

In the case of a single-layer type photoreceptor, the binder resin 10
The charge generating material is 0.1 to 50 parts relative to 0 parts, and more preferably 0.1.
5 to 30 parts, the charge transport material is 20 to 200 parts, especially 30
Suitably it is up to 150 parts. The thickness of the single-layer type photosensitive layer is preferably 5 to 100 μm, particularly preferably 10 to 50 μm. In the single-layer type photoreceptor, a barrier layer may be formed between the conductive substrate and the photosensitive layer within the range that does not impair the characteristics of the photoreceptor, and a protective layer is formed on the surface of the photoreceptor. It may be formed. Preparation of Photoreceptor When forming each of the above layers by a coating method, the charge generation material, charge transport material, binder resin and the like exemplified above, together with a suitable solvent, in a known method, for example, a roll mill,
Prepare a coating solution by dispersing and mixing with a ball mill, attritor, paint shaker or ultrasonic disperser.
This may be applied and dried by a known means.

As the solvent for forming the coating solution, various organic solvents can be used. For example, alcohols such as methanol, ethanol, isopropanol and butanol,
Aliphatic hydrocarbons such as n-hexane, octane and cyclohexane, aromatic hydrocarbons such as benzene, toluene and xylene, halogenated hydrocarbons such as dichloromethane, dichloroethane, carbon tetrachloride and chlorobenzene, dimethyl ether, diethyl ether and tetrahydrofuran. Examples include ethers such as ethylene glycol dimethyl ether and diethylene glycol dimethyl ether, ketones such as acetone, methyl ethyl ketone and cyclohexanone, esters such as ethyl acetate and methyl acetate, dimethylformaldehyde, dimethylformamide and dimethyl sulfoxide. These solvents can be used alone or in combination of two or more.

Further, in order to improve the dispersibility of the charge transport material or the charge generating material and the smoothness of the surface of the photosensitive layer, a surfactant, a leveling agent, etc. may be used. Hereinafter, the present invention will be described in detail with reference to Examples and Comparative Examples. Examples 1 to 16 and Comparative Examples 1 to 5 (single layer type photoreceptor) N, N ^, -di (3,5-dimethylphenyl) perylene-3,4,9,10-tetracarboxy as a charge generating material 6.5 parts by weight of diimide and 3,3 ^, -dimethyl-N, N, N ^, N ^, -tetrakis-4 as a charge transport material
-Methylphenyl (1,1 ^, -biphenyl) -4,4 ^, -
70 parts by weight of diamine, N, N, N ^, N ^, -tetrakis (3
-Tolyl) -1,3-phenylenediamine 30 parts by weight, a predetermined antioxidant, and a polycarbonate resin 100
Parts by weight and a predetermined amount of tetrahydrofuran were dispersed for 2 hours using a paint shaker to prepare a coating solution for a single-layer type photosensitive layer. Then, the coating solution is applied to the surface of an aluminum sheet as a conductive substrate by a bar coating method using a wire bar and dried at 100 ° C. for 1 hour to form a single layer type photosensitive layer having a film thickness of 25 to 30 μm. After formation, a positive charging type single layer type electrophotographic photoreceptor was obtained.

The antioxidants used in Table 2 are the above-mentioned specific examples (A1) to (A6), (B1) to (B3),
Compound numbers of (C1) to (C3) and the following formula (D1)
To (D4), and the amounts used are also specifically shown in Table 2.

[0046]

[Chemical 16]

The following tests were carried out on the electrophotographic photoreceptors of the above-mentioned respective Examples and Comparative Examples to evaluate their characteristics. Electric characteristics Electrostatic copying tester (Gentec Cynthia 30M manufactured by Gentech) was used to adjust the flow-in current value to charge the surface of the sheet-shaped electrophotographic photosensitive member prepared in Examples and Comparative Examples to around + 800V. After the initial surface potential (V) was measured, the surface of the electrophotographic photosensitive member was exposed using a lamp with an illuminance of 20 Lux, and from the time until the surface potential became 1/2, the half exposure amount ( Lux sec) was calculated. Further, the surface potential at the time point of 1 second immediately after the exposure was determined as the post-exposure potential (V). Repetitive characteristics The electrophotographic photoreceptors obtained in each of the above Examples and Comparative Examples,
After sticking on each aluminum cylinder with an adhesive tape, they were mounted on an electrostatic copying machine DC-1657 (manufactured by Mita Industry Co., Ltd.).

Next, copying was repeated 10,000 times, the electrophotographic photosensitive member at the initial stage and after 10,000 times was peeled from the aluminum cylinder, and the surface potential (V when charged with the same flowing current as in the initial stage) was applied. ) Is measured in the same manner as above, and the difference is ΔS. It was calculated as P (V). The above results are shown in Table 2.

[0049]

[Table 2]

As is clear from Table 2, the electrophotographic photosensitive members of the present invention represented by Examples 1 to 16 are excellent in post-exposure potential, half-exposure amount and repetitive characteristics, and It can be seen that the photographic characteristics show high performance.
On the other hand, the electrophotographic photoreceptor of Comparative Example 1 which does not use the antioxidant has excellent sensitivity, but the repetitive characteristics are extremely deteriorated. Electrophotographic photoreceptors using antioxidants other than the invention,
Although the repeatability was slightly improved, it was still not sufficient, the potential after exposure was high, and the sensitivity was poor.

[0051]

According to the present invention, by selecting a specific antioxidant, the post-exposure potential and sensitivity can be maintained well,
It was possible to provide an organophotoreceptor having excellent repeatability.

Claims (1)

[Claims] 1. A binder resin having the following general formula (1): (Wherein R 1, R 2, R 3 and R 4 represent an alkyl group), and a general formula (2) below as a charge transport material: (Wherein R5, R6, R7, R8, R9 and R10
Represents an alkyl group, an alkoxy group, a halogen atom, an aryl group, a nitro group, a cyano group or an alkylamino group, which may or may not be substituted with a phenyl group, respectively. All the substituents may be the same or different from each other. ) And a diamine derivative represented by the following general formula (3): (Wherein R11, R12, R13, R14 and R15
Represents an alkyl group, an alkoxy group, a halogen atom,
Each phenyl group may not be substituted or may be substituted by any number as long as it can be substituted, and all the substituents may be the same or different from each other. ) And a m-phenylenediamine compound represented by the following general formula (4), (5) or (6) (In the formula, A and B are the same or different and each represents an aryl group or an alicyclic hydrocarbon group, and D represents an alkyl group or an aralkyl group. However, the alkyl group may have a substituent.) [Chemical 5] (In the formula, R16 and R17 are the same or different and each represents an alkyl group or an aryl group, and R18, R19, R20, R2
1 represents a hydrogen atom, a halogen atom, a hydroxy group, an alkyl group, or a nitro group. ) [Chemical 6] (In the formula, R22 represents an aryl group and R23 represents an alkyl group or an aralkyl group.) A photosensitive layer containing at least one selected from antioxidants is formed on a conductive substrate. An electrophotographic photoreceptor characterized by the above.