JPH06214412A - Electrophotographic sensitive body - Google Patents

Abstract

PURPOSE:To render electric characteristics compatible with image quality characteristics and to enhance abrasion resistance by using a combination of a binder resin and an electric charge transfer material. CONSTITUTION:A photosensitive layer formed on a conductive substrate contains a mixture of at least one of triphenylamine derivatives represented by formula I and at least one of benzidine derivatives represented by formula II and as the binder resin the polycarbonate resin having the repeating units each represented formula III, and in formulae I-III, each of R<1> and R<2> is H, alkoxy, 1-4 C alkyl; R<3> is H, 1-4C alkyl, or 6-12C aryl; each of R<4> and R<4>' is H, alkyl, alkoxy, or halogen; each of R<5>, R<5>', R<6>, and R<6> is H, alkyl, alkcoxy, halogen, or substituted amino; and each of m, m', n, and n' is 1 or 2.

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, and more specifically, it is used in combination with a specific polycarbonate resin, a specific triphenylamine compound and a benzidine compound, and has abrasion resistance and cleaning property. ,
The present invention relates to a highly durable electrophotographic photoreceptor having excellent environmental stability.

[0002]

2. Description of the Related Art In recent years, electrophotographic technology has been remarkably developed in the fields of copying machines, laser beam printers and the like because it has the advantage that high-speed and high-quality printing can be obtained. As electrophotographic photoreceptors used in these electrophotographic techniques, those using inorganic photoconductive materials such as selenium, selenium-tellurium alloys, selenium-arsenic alloys, and cadmium sulfide have been widely known. On the other hand, as compared with electrophotographic photoreceptors using these inorganic photoconductive materials, research on electrophotographic photoreceptors using organic photoconductive materials, which are cheaper and have excellent advantages in terms of manufacturability and disposal, has also been activated. ing. Among them, the function-separated organic laminate type photoreceptor in which a charge generation layer that generates a charge upon exposure and a charge transport layer that transports a charge is laminated is preferable in terms of electrophotographic characteristics such as sensitivity, chargeability and repeated stability thereof. It is excellent, and various proposals have been made and put into practical use.

These organic laminated type photoreceptors have been developed which have sufficient performance with respect to the above-mentioned electrophotographic characteristics, but since they are made of an organic material, they are durable against mechanical external force, that is, Occurrence of image quality defects due to abrasion and scratches on the surface of the photoreceptor due to direct load from toner, developer, paper, cleaning member, etc. and foreign matter such as toner filming, or due to corona discharge There is a problem of image deletion under high humidity environment caused by low resistance substances such as ozone, nitrogen oxides, etc. is doing. Further, with the colorization and speeding up of copying machines and printers, the process is becoming more complicated and the stress is increasing. From these points as well, high durability is required. In order to solve these problems, various measures have been studied, and, for example, those using various polycarbonate resins as a binder resin for the surface layer of the photoconductor have been proposed (JP-A-60-172044). Japanese Patent Laid-Open No. 62-2473
74, JP-A-63-148263, JP-A-2-254459).

[0004]

However, when the conventionally proposed resin is used as the binder resin, an electrophotographic photosensitive member having relatively good durability can be obtained, but none of them is still sufficiently satisfactory. That is, the mechanical strength of a coating film formed using such a resin is not always sufficient, and when it is repeatedly used in a copying machine for a long period of time, the surface of the photosensitive layer is abraded and Since the thickness of the body changes and the sensitivity decreases, there is a problem that fog occurs in the copy, the charging potential decreases, and the copy density decreases, or image quality defects such as scratches and toner filming adhere to foreign substances. There was a problem that it occurred. Further, when using the conventionally proposed charge transport material alone, it is not possible to improve the mechanical strength of the coating film, the adhesion of toner and the generation of sliding noise between the photosensitive layer surface and the cleaning blade, and the like. It has been found that the electrical characteristics and the image quality characteristics are significantly affected. Further, the one proposed by the present inventors in Japanese Patent Application Laid-Open No. 2-254459 has a room for improvement with respect to the drum type photoconductor, since it focuses on the belt type photoconductor. The present invention has been made in view of the above circumstances. That is, an object of the present invention is to provide an electrophotographic photosensitive member having both improved abrasion resistance and original electrical characteristics and image quality characteristics.

[0005]

As a result of various studies on the combination of a charge transport material for a photosensitive layer and a binder resin, the present inventors have used a specific polycarbonate resin as the binder resin, and By using a mixture of triphenylamine-based compound and benzidine-based compound as the material, and by combining the binder resin and the charge-transporting material in a specific combination, the original electrical characteristics and image quality characteristics are made compatible, and excellent abrasion resistance is achieved. The present invention has been completed and the present invention has been completed.

[0006] That is, the present invention, on a conductive support,
In an electrophotographic photoreceptor having a photosensitive layer, the photosensitive layer contains at least one triphenylamine compound represented by the following general formula (I) as a charge transport material.

[Chemical 4] (In the formula, R ₁ and R ₂ may be the same or different,
A hydrogen atom, an alkoxy group or an alkyl group having 1 to 4 carbon atoms is represented, and R ₃ is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms. ) A mixture containing at least one kind of a benzidine compound represented by the following general formula (II), and a repeating unit containing a polycarbonate resin represented by the following structural formula (III) as a binder resin.

[Chemical 5] (In the formula, R ₄ and R ₄ ′ may be the same or different and each represents a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, and R ₅ , R ₅ ′, R ₆ and R ₆ ′ are
Identical or different, may represent a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom or a substituted amino group,
m, m ′ and n, n ′ each represent an integer of 1-2. )

[Chemical 6]

The present invention will be described in detail below. The electrophotographic photosensitive member of the present invention may have a photosensitive layer having a single layer structure or a laminated structure in which a charge generating layer and a charge transporting layer are functionally separated. The photosensitive layer coated on the conductive support contains at least a charge generating material, a charge transporting material and a binder resin. 1 and 2 show
1 is a schematic view showing a cross section of a laminated structure type electrophotographic photosensitive member of the present invention. In FIG. 1, a photosensitive layer comprising a charge generation layer 2 and a charge transport layer 3 laminated thereon is formed on a conductive support 1. In FIG. 2, an undercoat layer 4 is further provided between the conductive support 1 and the charge generation layer 2.

Examples of the conductive support include metals such as aluminum, nickel, chromium and stainless steel, and aluminum, titanium, nickel, chromium, stainless steel, gold, vanadium, tin oxide, indium oxide and ITO.
Examples thereof include a plastic film provided with a thin film such as the above, paper coated with or impregnated with a conductivity-imparting agent, and a plastic film. These conductive supports are used in a suitable shape such as a drum shape, a sheet shape, and a plate shape, but are not limited thereto.
Further, if necessary, the surface of the conductive support can be subjected to various treatments within a range that does not affect the image quality. For example, surface oxidation treatment, chemical treatment, coloring treatment, or irregular reflection treatment such as graining can be performed.

In the present invention, examples of the charge generating material contained in the charge generating layer include amorphous selenium, crystalline selenium-tellurium alloy, selenium-arsenic alloy, other selenium compounds and selenium alloys, zinc oxide, titanium oxide and the like. Organic pigments and dyes such as inorganic photoconductive materials, phthalocyanine-based, squarylium-based, anthanthrone-based, perylene-based, azo-based, anthraquinone-based, pyrene-based, pyrylium salts and thiapyrylium salts are used.

As the binder resin in the charge generation layer, polyvinyl butyral resin, polyvinyl formal resin, partially modified polyvinyl acetal resin, polycarbonate resin, polyester resin, acrylic resin, polyvinyl chloride resin, polystyrene resin, polyvinyl acetate resin. , Vinyl chloride-vinyl acetate copolymer, silicone resin, phenol resin, poly-N-vinylcarbazole resin and the like, but are not limited thereto. These binder resins may be used alone or in combination of two or more.

Further, as the solvent used when the charge generating layer is provided, methanol, ethanol, n-propanol, n-butanol, benzyl alcohol, methyl cellosolve, ethyl cellosolve, acetone, methyl ethyl ketone, cyclohexanone, methyl acetate, acetic acid n Examples include usual organic solvents such as -butyl, dioxane, tetrahydrofuran, methylene chloride and chloroform. These solvents can be used alone or in combination of two or more. The volume ratio of the charge generating material to the binder resin is preferably in the range of 5: 1 to 1: 2. Further, as a coating method of a coating liquid comprising a charge generating material, a binder resin and a solvent, a blade coating method, a wire bar coating method, a spray coating method, a dip coating method, a bead coating method, an air knife coating method, a curtain coating method. Etc., the usual method is adopted. The thickness of the charge generation layer is generally 0.05 to 5 μm,
It is preferably 0.1 to 2.0 μm.

In the present invention, the charge-transporting material contained in the charge-transporting layer is a triphenylamine compound represented by the general formula (I) (wherein R _{1 to} R ₃ are the same as described above) and a general formula ( II) benzidine compounds (in the formula, R _{4 to} R ₆ , R ₄ ′ to R ₆ ′ and m, m ′,
A mixture of n and n ′ is the same as above). Of these, specific examples of triphenylamine compounds are shown in Table 1, and specific examples of benzidine compounds are shown in Tables 2 and 3, respectively.

[0013]

[Table 1]

[0014]

[Table 2]

[0015]

[Table 3]

In the present invention, the charge transport materials are listed in Tables 1 to 3.
It is not limited to the compounds described in 1. For example, Tables 2 and 3 show R ₄ and R ₄ ′, R ₅ and R ₅ ′, R ₆ for convenience.
Although the benzidine compounds in which R ₆ and R ₆ ′ are the same are described, they may not necessarily be the same as each other.
₄ ', R _5' may be substituted position of and R ₆ 'not identical to R _4, R ₅ and R _6. The triphenylamine compound and the benzidine compound may be used alone or in combination of two or more.

Among the benzidine compounds represented by the general formula (II), the following general formula (IV)

[Chemical 7] (In the formula, R ₇ , R ₇ ′, R ₈ and R ₈ ′ each independently represent a hydrogen atom or a methyl group.) Or the following general formula (V)

[0018]

[Chemical 8] (In the formula, R ₉ and R ₉ ′ each independently represent an alkyl group having 2 or more carbon atoms, and R ₁₀ and R ₁₀ ′ are
Each independently represents a hydrogen atom, an alkyl group, an alkoxy group or a substituted amino group. ) Is a compound
As already disclosed by the present applicant in JP-A-62-247374, since the solubility in a solvent and the compatibility with the polycarbonate resin (III) are high, a uniform coating film can be obtained and a uniform interface can be obtained. Can be formed. Therefore, in the case of the electrophotographic photosensitive member produced by using the benzidine compound represented by the general formula (IV) or the general formula (V), the sensitivity is high and the repeating stability is particularly excellent.

As the binder resin in the charge transport layer, a polycarbonate resin whose repeating unit is represented by the above structural formula (III) is used, and its molecular weight is in the range of 20,000 to 100,000 in terms of viscosity average molecular weight. Those in are preferred. When the viscosity average molecular weight is less than 20,000, the viscosity of the coating solution is low and the required film thickness cannot be obtained, so that the film thickness unevenness is likely to occur in the case of dip coating, for example. On the other hand, when the viscosity average molecular weight is more than 100,000, the viscosity of the coating liquid is too high, and it becomes difficult to control the required film thickness. Further, as the binder resin, a plurality of polycarbonate resins having different viscosity average molecular weights may be mixed and used among the polycarbonate resins having a viscosity average molecular weight in the range of 20,000 to 100,000. Further, in the present invention, the polycarbonate resin represented by the structural formula (III) as the repeating unit does not necessarily have to be used alone, and may be mixed with another type of polycarbonate resin within a range that does not impair the action and effect thereof. Alternatively, a copolymerized product can be used.

The triphenylamine compound represented by the general formula (I) and the benzidine compound represented by the general formula (II) are in a weight ratio (%) of 20:80 to 80:20.
Used in a mixing ratio in the range of. When the mixing ratio of the triphenylamine-based compound is less than 20% by weight, the cleaning property and the sliding noise with the cleaning blade become problems, while when the mixing ratio of the triphenylamine-based compound is more than 80% by weight, the electrical characteristics are deteriorated. Repeatability is reduced. The weight ratio (%) of the charge transport material and the binder resin is 40: 60-.
Used in the range of 60:40. When the charge transport material is less than 40% by weight, the electrical characteristics are deteriorated and the function as a photoreceptor is impaired. On the other hand, when the charge transport material is more than 60% by weight, abrasion resistance, peeling resistance and discharge product resistance are high. Becomes extremely low.

Solvents used for forming the charge transport layer include aromatic hydrocarbons such as benzene, toluene, xylene and monochlorobenzene, ketones such as acetone and 2-butanone, dichloromethane, chloroform and ethylene chloride. Usual organic solvents such as halogenated aliphatic hydrocarbons, cyclic or linear ethers such as tetrahydrofuran and ethyl ether can be mentioned. These solvents can be used alone or in combination of two or more. In addition, as a coating method of a coating solution including a charge transport material, a binder resin and a solvent, there are a blade coating method, a wire bar coating method, a spray coating method, a dip coating method, a bead coating method, an air knife coating method and a curtain coating method. Etc., the usual method is adopted. The thickness of the charge transport layer is generally 5-5.
0 μm, preferably 10 to 30 μm is suitable.

When the photosensitive layer of the electrophotographic photosensitive member of the present invention has a single-layer structure, the same charge-generating material and charge-transporting material as those used when the photosensitive layer has a laminated structure are used. Is a polycarbonate resin used in the charge transport layer. The polycarbonate resin may contain 50% by weight or less of the binder resin in the charge generation layer. The composition ratio of the triphenylamine compound and the benzidine compound used as the charge transport material mixture, and the charge transport material and the binder resin is
The weight ratio (%) is used in the range of 20:80 to 80:20 and 60:40 to 40:60, respectively.

The photoreceptor of the present invention may further include an undercoat layer between the conductive support and the photosensitive layer. This undercoat layer prevents the injection of charges from the conductive support to the photosensitive layer during charging of the photosensitive layer, and also acts as an adhesive layer that integrally adheres and holds the photosensitive layer to the conductive support, Alternatively, in some cases, the conductive support exhibits the antireflection function of light.

As the material for forming the undercoat layer, polyethylene resin, polypropylene resin, acrylic resin, methacrylic resin, polyamide resin, vinyl chloride resin, vinyl acetate resin, phenol resin, polycarbonate resin,
Polyurethane resin, polyimide resin, vinylidene chloride resin, polyvinyl acetate resin, vinyl chloride-vinyl acetate copolymer, polyvinyl alcohol resin, water-soluble polyester resin, nitrocellulose, casein, gelatin, polyglutamic acid, starch, starch acetate, amino starch ,
In addition to binder resins such as polyacrylic acid and polyacrylamide, known materials such as titanyl chelate compounds, organic titanyl compounds such as titanyl alkoxide compounds, zirconium chelate compounds, and silane coupling agents can be used. In addition, as the coating method for forming the undercoat layer, a usual method such as a blade coating method, a wire bar coating method, a spray coating method, a dip coating method, a bead coating method, an air knife coating method, or a curtain coating method can be used. Adopted. The thickness of the undercoat layer is 0.01 to 10 μm, preferably 0.05 to 2 μm.

In the photoconductor of the present invention, an antioxidant, a light stabilizer, a heat stabilizer and a heat stabilizer are incorporated in the photosensitive layer for the purpose of preventing deterioration of the photoconductor due to ozone, oxidizing gas, light or heat generated in a copying machine. Additives such as stabilizers can be added. Examples of antioxidants include hindered phenols, hindered amines, paraphenylenediamines, arylalkanes, hydroquinones, spirocoumarone, spiroindanone and their derivatives, organic sulfur compounds and organic phosphorus compounds. Examples of light stabilizers are benzophenone, benzotriazole, dithiocarbamate,
Examples thereof include derivatives such as tetramethylpiperidine. Further, at least one electron-accepting substance can be contained for the purpose of improving sensitivity, reducing residual potential, and reducing fatigue during repeated use. Specifically, succinic anhydride, maleic anhydride, dibromomaleic anhydride, phthalic anhydride, tetrabromophthalic anhydride, tetracyanoethylene, tetracyanoquinodimethane, o-dinitrobenzene, m-dinitrobenzene, chloranil, dinitro Anthraquinone, trinitrofluorenone, picric acid, o
Examples thereof include electron-accepting substances such as -nitrobenzoic acid, p-nitrobenzoic acid and phthalic acid. Of these,
Particularly preferred are fluorenone type, quinone type and benzene derivatives substituted with electron withdrawing groups such as chlorine atom, cyano group and nitro group.

[0026]

EXAMPLES The present invention will be specifically described below with reference to examples. In addition, in an Example, "part" means a "weight part." Example 1 Using an aluminum substrate as a conductive support, 10 parts of a zirconium compound (trade name: Organix ZC540, manufactured by Matsumoto Pharmaceutical Co., Ltd.) and a silane compound (trade name: A)
1110, manufactured by Nippon Unicar Co., Ltd.) and a solution consisting of 40 parts of i-propanol and 20 parts of butanol are applied on an aluminum substrate by a dip coating method, and dried by heating at 150 ° C. for 10 minutes to give a film thickness of 0.12 μm. A coating layer was formed. Then, x-type metal-free phthalocyanine crystal 1
1 part of polyvinyl butyral resin (trade name: S-REC BM-S, manufactured by Sekisui Chemical Co., Ltd.) and 100 parts of cyclohexanone, and mixed with glass beads in a sand mill to obtain 1 part.
After being treated and dispersed for a period of time, the obtained coating liquid is applied onto the above-mentioned undercoat layer by a dip coating method, and the coating liquid is applied at 100 ° C. for 1 hour.
It was heated and dried for 0 minutes to form a charge generation layer having a film thickness of 0.25 μm. Next, 8 parts of a triphenylamine compound (Compound No. I-6) and 2 parts of a benzidine compound (Compound No. II-27), and a polycarbonate resin whose repeating unit is represented by the structural formula (III) (viscosity 10 parts of an average molecular weight Mv: 41,000) was dissolved in 85 parts of monochlorobenzene, and the obtained coating solution was applied on an aluminum substrate having a charge generation layer formed thereon by a dip coating method, and dried by heating at 115 ° C. for 1 hour. And film thickness 18 μm
The charge transport layer was formed, and the state of the coating film (coating property) was visually observed.

The electrophotographic characteristics of the electrophotographic photosensitive member thus obtained were measured by using an electrostatic copying paper test device (electrostatic analyzer EPA-8100: manufactured by Kawaguchi Electric Co., Ltd.). That is, normal temperature and humidity (2
After charging the photoconductor by corona discharge of -6 kV under the environment of 0 ° C and 40% RH), the light of the tungsten lamp is dispersed into monochromatic light of 800 nm by using a monochromator, and the light is applied on the photoconductor surface. Was adjusted to 1 μW / cm ² and irradiated. Then, the initial surface potential V _O (volt) and the half-exposure amount E _1/2 (erg / cm ² ) are measured,
Thereafter, 10 lux of white light was irradiated for 1 second, and the residual potential V _RP (volt) was measured. The results are shown in Table 4 below.

Example 2 Compound No. 1 was used as the charge transport material. I-10 triphenylamine compound, 6 parts, compound No. An electrophotographic photosensitive member was produced in the same manner as in Example 1 except that 4 parts of the benzidine compound of II-27 was used, and the same evaluation was performed.
The results are shown in Table 4 below.

Example 3 Compound No. 3 was used as the charge transport material. 5 parts of the triphenylamine compound of I-3, compound No. An electrophotographic photosensitive member was prepared and evaluated in the same manner as in Example 1 except that 5 parts of the benzidine compound of II-27 was used. The results are shown in Table 4 below.

Example 4 Compound No. 1 was used as the charge transport material. 6 parts of the triphenylamine compound of I-6, compound No. Example except that 4 parts of the benzidine compound of II-27 was used and 8 parts of the polycarbonate resin whose repeating unit is represented by the structural formula (III) (viscosity average molecular weight Mv: 92,000) was used as the binder resin. An electrophotographic photosensitive member was produced in the same manner as in No. 1 and evaluated in the same manner. The results are shown in Table 4 below.

Example 5 Compound No. 1 in Example 1 Instead of the benzidine compound of II-27, compound No. An electrophotographic photosensitive member was produced in the same manner as in Example 1 except that the benzidine compound of II-15 was used, and the same evaluation was performed. The results are shown in Table 4 below.

Example 6 Compound No. 6 was used as the charge transport material. 6 parts of the triphenylamine compound of I-5, and compound No. II-15
An electrophotographic photosensitive member was produced in the same manner as in Example 1 except that 4 parts of the benzidine compound was used, and the same evaluation was performed. The results are shown in Table 4 below.

Example 7 As a charge transport material, Compound No. 1.6 parts of the triphenylamine compound of I-11, and Compound No. II
Same as Example 1 except that 6.4 parts of the benzidine compound of -15 was used and 12 parts of the polycarbonate resin having a repeating unit represented by the structural formula (III) (viscosity average molecular weight Mv: 41,000) was used. Then, an electrophotographic photosensitive member was produced and evaluated in the same manner. The results are shown in Table 4 below.

Example 8 Compound No. 8 was used as the charge transport material. 6 parts of triphenylamine compound of I-6, compound No. I-4 triphenylamine compound 3 parts and compound No. Except that 2 parts of the benzidine compound of II-27 was used and 9 parts of the polycarbonate resin having a repeating unit represented by the structural formula (III) (viscosity average molecular weight Mv: 92,000) was used as the binder resin. An electrophotographic photosensitive member was produced in the same manner as in Example 1 and evaluated in the same manner. The results are shown in Table 4 below.

Example 9 Compound No. 9 was used as the charge transport material. 9 parts of the triphenylamine compound of I-6, compound No. Except that 2 parts of the benzidine compound of II-27 was used and 11 parts of the polycarbonate resin having a repeating unit represented by the structural formula (III) (viscosity average molecular weight Mv: 41,000) was used as the binder resin. An electrophotographic photosensitive member was produced in the same manner as in Example 1 and evaluated in the same manner. The results are shown in Table 4 below.

Example 10 Compound No. 10 was used as the charge transport material. 0.8 parts of the triphenylamine compound of I-11, compound No. II-15
An electrophotographic photosensitive member was produced in the same manner as in Example 1 except that 7.2 parts of the benzidine-based compound was used, and the same measurement and evaluation were performed. The results are shown in Table 4 below.

Example 11 Compound No. 11 was used as the charge transport material. 8 parts of triphenylamine compound of I-8 and compound No. II-27 benzidine compound 1 part and compound no. Example 2 was repeated except that 1 part of a benzidine compound of II-15 was used and 10 parts of a polycarbonate resin having a repeating unit represented by the structural formula (III) (viscosity average molecular weight Mv: 41,000) was used as a binder resin. An electrophotographic photosensitive member was produced in the same manner as in Example 1 and evaluated in the same manner. The results are shown in Table 4 below.

Example 12 As a charge transport material, Compound No. 5 parts of triphenylamine compound of compound I-6 and compound No. Example 2 was repeated except that 2 parts of the benzidine compound of II-27 was used and 13 parts of the polycarbonate resin having a repeating unit represented by the structural formula (III) (viscosity average molecular weight Mv: 41,000) was used as the binder resin. An electrophotographic photosensitive member was produced in the same manner as in Example 1 and evaluated in the same manner. The results are shown in Table 4 below.

Comparative Example 1 Instead of the polycarbonate resin used in Example 1, a polycarbonate resin having a repeating unit represented by the following structural formula (VI) (viscosity average molecular weight Mv: 36,000) was used.
Was used, and an electrophotographic photoreceptor was prepared in the same manner as in Example 1 except that dichloromethane was used as the solvent, and the same evaluation was performed. The results are shown in Table 4 below.

[Chemical 9]

Comparative Example 2 Example 1 was repeated except that a polycarbonate resin (viscosity average molecular weight Mv: 37,000) having a repeating unit represented by the following structural formula (VII) was used in place of the polycarbonate in Example 1. An electrophotographic photosensitive member was produced in the same manner and evaluated in the same manner. The results are shown in Table 4 below.

[Chemical 10]

Comparative Example 3 Compound No. 3 was used as the charge transport material. An electrophotographic photosensitive member was produced in the same manner as in Example 1 except that only 10 parts of the triphenylamine compound of I-6 was used alone, and the same evaluation was performed. The results are shown in Table 4 below.

Comparative Example 4 An electrophotographic photosensitive member was prepared in the same manner as in Example 1 except that 10 parts of the stilbene compound represented by the following formula (VIII) was used alone as the charge transport material, and the same evaluation was made. went. The results are shown in Table 4 below.

[Chemical 11]

Comparative Example 5 An electrophotographic photoreceptor was prepared in the same manner as in Example 1 except that 10 parts of the butadiene compound represented by the following formula (IX) was used alone as the charge transport material, and the same evaluation was made. went. The results are shown in Table 4 below.

[Chemical 12]

[0044]

[Table 4]

Examples 13 to 20 Drum type electrophotographic photoreceptors were produced under the same conditions as in Examples 1 to 8 above, except that an aluminum pipe was used as a conductive indicator. The obtained electrophotographic photosensitive member was digitally copied (Able1301α: Fuji Xerox Co., Ltd.)
The product was mounted on a product manufactured by Mitsui Chemicals Co., Ltd., and copying was repeated 60,000 times. After 60,000 times, image quality defects were evaluated and the amount of abrasion was measured. The results are shown in Table 5.

Comparative Examples 6 to 10 Drum type electrophotographic photosensitive members were prepared under the same conditions as in Comparative Examples 1 to 5 and evaluated in the same manner as in Example 13. The results are shown in Table 5.

[0047]

[Table 5]

[0048]

EFFECT OF THE INVENTION The electrophotographic photoreceptor of the present invention uses the above-mentioned specific triphenylamine compound and benzidine compound in combination as the charge transporting material, and uses the specific polycarbonate resin as the main component as the binder resin. As is clear from the descriptions in Tables 4 and 5 above, since a polycarbonate resin is used, high photosensitivity, excellent repeatability stability, and high abrasion resistance can be obtained.

[Brief description of drawings]

FIG. 1 is a schematic sectional view of an example of an electrophotographic photosensitive member of the present invention.

FIG. 2 is a schematic cross-sectional view of another example of the electrophotographic photosensitive member of the present invention.

[Explanation of symbols]

DESCRIPTION OF SYMBOLS 1 ... Conductive support body, 2 ... Charge generation layer, 3 ... Charge transport layer body, 4 ... Undercoat layer.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Tomozumi Uesaka 1600 Takematsu, Minamiashigara City, Kanagawa Prefecture, Fuji Xerox Co., Ltd. (72) Inventor Taketoshi Hoshizaki 1600 Takematsu, Minamiashigara City, Kanagawa Prefecture, Fuji Xerox Co., Ltd. (72 ) Inventor Fumio Kojima 1600 Takematsu, Minamiashigara City, Kanagawa Prefecture Fuji Xerox Co., Ltd.

Claims (4)

[Claims] 1. An electrophotographic photoreceptor having a photosensitive layer on a conductive support, wherein the photosensitive layer comprises at least one triphenylamine compound represented by the following general formula (I) as a charge transport material. [Chemical 1] (In the formula, R ₁ and R ₂ may be the same or different,
A hydrogen atom, an alkoxy group or an alkyl group having 1 to 4 carbon atoms is represented, and R ₃ is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms. ) An electrophotography comprising a mixture of at least one kind of benzidine compound represented by the following general formula (II), and a polycarbonate resin having a repeating unit represented by the following structural formula (III) as a binder resin. Photoconductor. [Chemical 2] (In the formula, R ₄ and R ₄ ′ may be the same or different and each represents a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, and R ₅ , R ₅ ′, R ₆ and R ₆ ′ are
Identical or different, may represent a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom or a substituted amino group,
m, m ′ and n, n ′ each represent an integer of 1-2. ) [Chemical 3] 2. The composition weight ratio of the triphenylamine compound and the benzidine compound in the charge transport material is 2
The electrophotographic photosensitive member according to claim 1, wherein the electrophotographic photosensitive member is in the range of 0:80 to 80:20. 3. The electrophotographic photosensitive member according to claim 1, wherein the composition weight ratio of the charge transport material and the polycarbonate resin is in the range of 60:40 to 40:60. 4. The photosensitive layer has a structure in which a charge generation layer and a charge transport layer are sequentially laminated, and a polycarbonate resin and a charge transport material are contained in the charge transport layer. The electrophotographic photosensitive member according to Crab.