JP2000242007A - Electrophotographic photoreceptor - Google Patents

Abstract

(57) [Problem] To provide an electrophotographic photosensitive member having high sensitivity, low residual potential, and excellent repetition characteristics when used repeatedly in an electrophotographic process. An electrophotographic photoreceptor comprising, as a charge transfer material, an enamine compound represented by the following general formula 1 and an enamine compound represented by the following general formula 2 in a photosensitive layer. Embedded image In the general formulas 1 and 2, R ₁ and R ₂ represent a hydrogen atom, an alkyl group or an alkoxy group, X ₁ and X ₂ represent a halogen atom, R ₃ ,
R ₇ represents an alkyl group, an aryl group or an aralkyl group which may have a substituent, R ₄ and R ₈ represent a hydrogen atom or a substituent, and R ₅ , R ₆ , R ₉ and R ₁₀ represent a hydrogen atom and a halogen. atom,
It represents an alkyl group, an aryl group or a heterocyclic group which may have a substituent. However, this excludes the case where R ₅ and R ₆ , R ₉ and R ₁₀ are both hydrogen atoms. n and m represent the integer of 0-2.

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 used for forming an image by an electrophotographic process such as a copying machine and a printer, and more particularly to an electrophotographic photosensitive member having high sensitivity and excellent repetition characteristics. It relates to a photoreceptor.

[0002]

2. Description of the Related Art In recent years, the use of the electrophotographic method has spread not only in the field of copying machines but also in fields in which photographic technology has been conventionally used, such as printing plate materials, slide films, and microfilms. Application to a high-speed printer using a light source is also being studied. Recently, the use of a photoconductive material other than an electrophotographic photosensitive member, for example, an application to an electrostatic recording element, a sensor material, an EL element, and the like has begun to be studied. Accordingly, demands for photoconductive materials and electrophotographic photoreceptors using the same are becoming higher and wider.
Heretofore, inorganic photoconductive materials such as selenium, cadmium sulfide, zinc oxide, and silicon have been known as electrophotographic photosensitive members, and have been widely studied and put to practical use. While these inorganic materials have many advantages, they also have various disadvantages. For example, selenium has drawbacks in that production conditions are difficult and crystallization is easily caused by heat or mechanical impact, and cadmium sulfide and zinc oxide have poor moisture resistance and durability. It has been pointed out that silicon is insufficient in chargeability and difficult to manufacture. In addition, selenium and cadmium sulfide have toxicity problems.

On the other hand, organic photoconductive materials have good film-forming properties, are excellent in flexibility, are lightweight, have good transparency, and are suitable for photoreceptors over a wide wavelength range by an appropriate sensitization method. The photoreceptor is currently the mainstream and has been produced in large quantities because it has many advantages, such as easy design of the photoreceptor and generally higher thermal stability than the selenium photoreceptor.

Incidentally, the photoreceptor used in the electrophotographic technology is generally required to have the following basic properties. That is, (1) high chargeability against corona discharge in a dark place, (2) little leakage (dark decay) of the obtained charge in a dark place, and (3) charge charge by light irradiation. (4) The residual charge after light irradiation is small.

To date, much research has been conducted on photoconductive polymers such as polyvinyl carbazole as organic photoconductive materials. However, these are not necessarily sufficient in film properties, flexibility, and adhesiveness, and it is difficult to say that they have sufficient basic properties as the above-described photoconductor.

On the other hand, as for the organic low-molecular-weight photoconductive compound, by selecting a binder or the like used for forming the photoreceptor, the photoreceptor having excellent mechanical strength such as film property, adhesiveness and flexibility can be obtained. Can be obtained, but it is difficult to find a compound suitable for maintaining high-sensitivity properties.

In order to improve such a point, an organic photoreceptor having a higher sensitivity characteristic has been developed in which the charge generation function and the charge transport function are shared by different substances. The feature of such a photoreceptor, which is called a function-separated type, is that a material suitable for each function can be selected from a wide range, and a photoreceptor having an arbitrary performance can be easily manufactured. Has been advanced.

In recent years, with the spread of personal computers, laser printers and LED printers of the type that form images using digitized image information have been widely used. Also, in the field of ordinary copiers where analog image formation has been the mainstream in the past, digital copiers have been used to obtain high-quality images such as color images and to store and freely edit input images. An image forming method has been adopted.

When such digital image formation is performed,
The digitized image information is input to the photoconductor as an optical signal. Optical input of such digital signal
Mainly, laser light and LED light are used. As a developing method, a reversal developing method is often employed for the purpose of effectively utilizing input light and improving resolution. In the reversal developing method, unexposed portions on the photoreceptor become white, and exposed portions become image portions.

Here, as the above-mentioned organic charge generating substance, when the wavelength of exposure light is near-infrared light from 650 nm to 900 nm, phthalocyanine pigments are mainly studied and put into practical use. The wavelength of the exposure light is 400 n.
In the case of visible light to near infrared light from m to 800 nm, azo pigments are mainly studied.

On the other hand, substances that are responsible for the charge transport function include a hole transport substance and an electron transport substance. A variety of substances such as hydrazone compounds and stilbene compounds have been studied as hole transport substances, and 2,4,7-trinitro-9-fluorenone and diphenoquinone derivatives have been studied as electron transport substances, and their practical use has been progressing. The fact is that they are conducting extensive synthetic research to search for the optimal structure.

An electrophotographic photoreceptor containing the enamine compound represented by the general formula 1 as the hole transport material is described in JP-A-10-69107. An electrophotographic photoreceptor containing an enamine compound represented by the above general formula 2 as a hole transporting material is disclosed in Japanese Patent Application No. 10-12641.
No. However, as photoconductors for medium to high-speed copying machines and printers that require higher sensitivity, the former photoconductor is not always satisfactory in repetition characteristics, and the latter photoconductor is not always satisfactory in residual potential.

As described above, various improvements have been made in the production of electrophotographic photoreceptors, but the requirements for the basic properties and high durability required for the above-mentioned photoreceptors are not sufficiently satisfied. At present, there is no satisfactory product yet.

[0014]

SUMMARY OF THE INVENTION An object of the present invention is to provide an electrophotographic photoreceptor having high sensitivity, low residual potential, and excellent stability of electric characteristics and image characteristics when repeatedly used in an electrophotographic process. It is to provide.

[0015]

Means for Solving the Problems As a result of various studies for achieving the above object, the present inventors have found that an enamine compound represented by the following general formula 1 as a charge transfer material in an electrophotographic photoreceptor and It has been found that it is effective to simultaneously contain the enamine compound represented by the general formula 2,
This has led to the present invention.

[0016]

Embedded image

In the general formulas 1 and 2, R ₁ and R ₂ represent a hydrogen atom, an alkyl group or an alkoxy group, X ₁ and X ₂ represent a halogen atom, and R ₃ and R ₇ represent an alkyl group and a substituent. R ₄ and R ₈ are a hydrogen atom or a substituent; R ₅ , R ₆ , R ₉ and R ₁₀ are a hydrogen atom, a halogen atom and an optionally substituted alkyl group; Group, an aryl group or a heterocyclic group. However, this excludes the case where R ₅ and R ₆ , R ₉ and R ₁₀ are both hydrogen atoms. n and m represent the integer of 0-2.

[0018]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention relates to an electrophotographic photosensitive member having a photosensitive layer containing at least a charge generating substance and a charge transfer substance on a conductive support. An electrophotographic photoreceptor characterized by simultaneously containing an enamine compound represented by formula (1) and an enamine compound represented by formula (2).

Here, specific examples of R ₁ and R ₂ include a hydrogen atom, an alkyl group such as a methyl group, an ethyl group and a propyl group;
Examples thereof include an alkoxy group in which these are bonded to oxygen, and the like.

Specific examples of R ₃ and R ₇ include alkyl groups such as methyl group and ethyl group, aryl groups such as phenyl group and naphthyl group, and aralkyl groups such as benzyl group and 1-naphthylmethyl group. it can. Further, R ₃ and R ₇ may have a substituent, and specific examples thereof include the above-described alkyl groups, alkoxy groups in which these are bonded to oxygen, and halogen atoms such as a fluorine atom and a chlorine atom. it can.

Specific examples of R ₄ and R ₈ include a hydrogen atom, an alkyl group such as a methyl group, an ethyl group and a propyl group, an alkoxy group in which these are bonded to oxygen, a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. And the like.

Specific examples of R ₅ , R ₆ , R ₉ and R ₁₀ include a hydrogen atom, an alkyl group such as a methyl group and an ethyl group, an aryl group such as a phenyl group and a naphthyl group, a furyl group, a thienyl group and the like. Rings can be mentioned. Also, R ₅ , R ₆ , R
₉ and R ₁₀ may have a substituent. Specific examples thereof include an alkyl group such as a methyl group and an ethyl group, an alkoxy group such as a methoxy group and an ethoxy group, and a halogen atom such as a fluorine atom and a chlorine atom. And the above-mentioned aryl groups.

Specific examples of the enamine compound represented by the above general formula 1 according to the present invention are shown in Table 1, but are not limited thereto.

[0024]

[Table 1]

Next, specific examples of the enamine compound represented by the general formula 2 according to the present invention are shown in Table 2, but are not limited thereto.

[0026]

[Table 2]

The electrophotographic photoreceptor of the present invention has the general formula 1
Is obtained by simultaneously containing an enamine compound represented by and an enamine compound represented by the general formula 2,
Has excellent performance.

Hereinafter, each component of the present invention will be described in detail.

As the conductive support on which the electrophotographic photoreceptor according to the present invention is formed, any of those used in known electrophotographic photoreceptors can be used. Specifically, for example, gold, silver, platinum, titanium, aluminum, copper, zinc,
Drums, sheets, etc. of iron, metal oxides with conductive treatment
Examples include a belt, a laminate of these thin films, and a deposit.

Further, a conductive substance such as a metal powder, a metal oxide, carbon black, carbon fiber, copper iodide, a charge transfer complex, an inorganic salt, and an ion-conductive polymer electrolyte is applied together with a suitable binder to form a polymer. Drums, sheets, belts, etc. composed of plastics, ceramics, paper, etc. embedded in a matrix and subjected to conductive treatment, and drums of plastics, ceramics, paper, etc. containing such conductive materials and becoming conductive , Seats, belts and the like.

The electrophotographic photoreceptor is a single layer type in which a charge generating material and a charge transfer material are dispersed and mixed and sealed in a binder, and a charge generation layer and a charge transfer material in which the charge generation material is sealed in a binder. And a function separation lamination type in which a charge transfer layer is laminated. Although the present invention can be applied to any system, it is preferably used in a system of a function-separated laminated type photoreceptor in which the performance of the charge generating material and the charge transfer material is easily utilized to the maximum.

If necessary, a blocking layer (undercoat layer) may be provided between the photosensitive layer and the conductive support.
A surface layer may be provided on the surface of the photosensitive layer. In the case of a laminated photoreceptor, an intermediate layer can be provided between the charge generation layer and the charge transport layer.

In the present invention, the charge-generating substance contained in the photosensitive layer is a phthalocyanine pigment represented by metal phthalocyanine, metal naphthalocyanine, metal-free phthalocyanine, metal-free naphthalocyanine, etc., monoazo pigment, polyazo pigment, metal complex azo. Pigments, pyrazolone azo pigments, azo pigments represented by stilbene pigments, thiazole azo pigments and the like, perylene pigments represented by perylene anhydride and perylene imide, anthraquinone derivatives, anthranthrone derivatives, dibenzpyrene quinone derivatives, Pigments such as anthraquinone-based or polycyclic quinone-based pigments such as pyranthrone derivatives, biolanthrone derivatives, and isobiolanthrone derivatives; porphyrin derivatives; triphenylmethane dyes such as methyl violet; Quinone dyes and pyrylium salts such as phosphorous, thiapyrylium salts, dyes such as benzopyrylium salts.

Among these charge generating substances, an electrophotographic photoreceptor using a phthalocyanine pigment or an azo pigment having a high carrier generation efficiency is preferred because it provides high sensitivity and has excellent repetition stability.

As phthalocyanines, many compounds are known as pigments for general color materials or electrophotography, and any of these compounds can be used in the present invention. Specific examples thereof include, for example, metal-free phthalocyanines such as τ-type and X-type, metals such as copper, indium, titanium, gallium, and vanadium, or oxides and chlorides thereof.
Phthalocyanines with a coordinated hydroxide are used. Among these, an electrophotographic photoreceptor using τ-type metal-free phthalocyanine or titanyl phthalocyanine (titanyloxyphthalocyanine) is particularly preferable because it gives high sensitivity and has good chargeability.

In the function-separated laminated photoreceptor, a charge generation layer is formed by mixing at least the charge generation substance and a binder resin. As the binder resin, styrene, vinyl acetate, acrylic acid ester, methacrylic acid ester and the like of vinyl compound polymer or copolymer, silicon resin, phenoxy resin, polyvinyl butyral resin, formal resin, phenol resin, polycarbonate, polyarylate, Examples thereof include thermosetting resins such as polyamide and polyimide, epoxy resins, and urethane resins, and photocurable resins.

The binder resin is used in an amount of 1 to 1000 parts by weight, preferably 1 to 40 parts by weight, based on 100 parts by weight of the charge generating substance.
It is used in the range of 0 parts by weight. The thickness of the charge generation layer is
0.1 to 20 μm is preferred.

The enamine compound represented by the general formula 1 and the enamine compound represented by the general formula 2 are used as charge transfer materials in the present electrophotographic photoreceptor. For example, in a function-separated laminated electrophotographic photosensitive member, it is contained in the charge transfer layer. In this case, the charge transfer layer is composed of at least the enamine compound represented by the general formula 1, the enamine compound represented by the general formula 2, and a binder resin. The weight ratio of the enamine compound to the enamine compound is preferably from 10: 1 to 1: 3, and particularly preferably from 5: 1 to 1: 2.

As the binder resin used for the charge transfer layer, polystyrene resin, acrylic resin represented by polymethyl methacrylate, polycarbonate resin having a skeleton represented by bisphenol A or Z, polyarylate resin, polyester resin, polyphenylene ether Resin, polyether sulfone resin, polyamide resin,
A polyimide resin or the like can be used.

These resins contained in the charge transport layer are:
The amount is preferably from 20 to 1,000 parts by weight, more preferably from 50 to 500 parts by weight, per 100 parts by weight of the charge transporting substance. If the ratio of the resin is too high, the sensitivity is lowered, and if the ratio of the resin is too low, the repetition characteristics may be deteriorated or the coating film may be damaged. The thickness of the charge transfer layer is 10 to 10
0 μm is preferred.

As an additive to the photoreceptor, a leveling agent and the like for improving coating properties, such as an antioxidant and an anti-curl agent, can be added as needed. Further, a well-known plasticizer or the like may be used in order to improve film formability, flexibility, and mechanical strength. Further, a surface protective layer may be provided on the surface of the photosensitive layer in order to improve the durability of the photosensitive member.

In producing the electrophotographic photoreceptor of the present invention,
The components constituting the photosensitive layer are dissolved in an appropriate solvent, and a coating solution is applied to produce the components. When components insoluble in solvents such as pigments are used, a ball mill, a paint conditioner, a vertical bead mill, a horizontal type It is dispersed and used by a dispersing machine such as a bead mill and an attritor. The binder resin and other additives used in the photosensitive layer can be added during or after the dispersion of the pigment or the like. The coating solution thus prepared is applied onto a conductive support by a known method such as spin coating, blade coating, knife coating, reverse roll coating, rod bar coating, and spray coating, and dried to form an electrophotographic photosensitive member. can get. In particular, when coating on a drum, a dipping (dip) coating method or the like is used.

Examples of the coating solvent include halogenated hydrocarbons such as chloroform, dichloroethane, dichloromethane, trichloroethane, trichloroethylene, chlorobenzene and dichlorobenzene, aromatic hydrocarbons such as benzene, toluene and xylene, dioxane, dioxolan, tetrahydrofuran and ethylene glycol monomethyl ether. ,
Ether solvents such as ethylene glycol monoethyl ether and ethylene glycol dimethyl ether; ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone, methyl isopropyl ketone and cyclohexanone; ester solvents such as ethyl acetate, methyl formate and methyl cellosolve acetate; -Aprotic polar solvents such as dimethylformamide, acetonitrile, N-methylpyrrolidone and dimethylsulfoxide; and alcoholic solvents such as methanol, ethanol, propanol and butanol. These solvents may be used alone or
It can be used as a mixed solvent of at least one kind.

[0044]

EXAMPLES Next, the present invention will be described in more detail with reference to Examples, but the present invention is not limited thereto.

Example 1 1 part by weight of a τ-type metal-free phthalocyanine, 1 part by weight of a polyester resin (Vylon 220 manufactured by Toyobo), and 100 parts by weight of methyl ethyl ketone were dispersed together with glass beads for 3 hours using a paint conditioner. The resulting dispersion is
The resultant was coated on an aluminum vapor-deposited polyester using an applicator and dried to form a charge generation layer having a thickness of about 0.2 μm.

Next, the enamine compound 7 of the exemplified compound A-1
0 parts by weight, 30 parts by weight of the enamine compound of Exemplified Compound B-1, a polycarbonate resin (manufactured by Teijin Chemicals Ltd .; Panlite C)
-1400) 100 parts by weight of dichloroethane 2000
It was dissolved in parts by weight and applied on the above-mentioned charge generation layer with an applicator to form a charge transfer layer having a thickness of 30 μm.

With respect to the laminated photoreceptor thus manufactured, an electrostatic recording test apparatus (EPA-8200 manufactured by Kawaguchi Electric)
Was used to evaluate the electrophotographic characteristics. Table 3 shows the results. Measurement conditions: applied voltage -6 kV, static No. 3 (turntable rotation speed mode: 10 m / min)
).

Further, the same apparatus was used to evaluate the characteristics with respect to repeated use in which charging-discharging (discharging light: irradiation with white light, 400 lux × 1 second) was performed in one cycle. 1000
Table 3 shows the results of the changes in the charged potential and the residual potential due to the repetition of 0 times. Both charging potential and residual potential,
The characteristic was excellent with little change in the 10000th operation from the value in the 1st operation.

[0049]

[Table 3]

Further, when an image evaluation was performed using the same photoreceptor by an image forming apparatus (reversal development / digital system), a good image was obtained.

Examples 2 to 9 and Comparative Examples 1 to 4 The τ-type metal-free phthalocyanine as the charge generating material of Example 1, the exemplified compound A-1 (70 parts by weight) and the exemplified compound B-1 as the charge transfer material A photoreceptor was prepared in the same manner as in Example 1 except that the exemplified compounds as the charge generating substances shown in Table 4 and the exemplified compounds shown in Tables 1 and 2 were used instead of (30 parts by weight). Under the same conditions as in Example 1, the electrophotographic characteristics and the repetition characteristics were evaluated. The combinations are shown in Table 5 and the results are shown in Table 6. In Comparative Examples 1 and 3, the sensitivity and the residual potential of repetition were good, but the repetition charge potential was poor, and the occurrence of fog was observed also in the image evaluation. In Comparative Examples 2 and 4, although the sensitivity and the repeated charging potential were good, the repeated residual potential was high, and blurring of the image and reduction in density were observed. In contrast, Example 2
9 to 9, good images were obtained, and as is clear from Table 5, both the sensitivity, the repeated charging potential and the repeated residual potential were excellent.

[0052]

[Table 4]

[0053]

[Table 5]

[0054]

[Table 6]

Example 10 40 parts by weight of a phthalocyanine pigment of Exemplified Compound C-2 and 1600 parts by weight of tetrahydrofuran were dispersed together with glass beads for 4 hours using a paint conditioner. 70 parts by weight of Exemplified Compound A-7, 30 parts by weight of Exemplified Compound B-10, 400 parts by weight of a polycarbonate resin (PCZ-200; manufactured by Mitsubishi Gas Chemical), and 2400 parts by weight of tetrahydrofuran were added to the dispersion thus obtained, After a further 30 minutes of dispersion treatment with a paint conditioner, the mixture was applied on an aluminum-evaporated polyester with an applicator to form a photoreceptor having a thickness of about 20 μm.

Using this photoreceptor, the electrophotographic characteristics and repetition characteristics of the photoreceptor were evaluated under the same measurement conditions as in Example 1. However, only the applied voltage was changed to +5 kV.
Table 7 shows the results. Excellent characteristics were exhibited in both sensitivity, repeated charging potential, and repeated residual potential.

[0057]

[Table 7]

Examples 11 to 13 and Comparative Examples 5 to 8 The phthalocyanine pigment as a charge generating substance of Example 10, the compound A-7 (70 parts by weight) and the compound B-10 (30 parts by weight) as charge transfer substances Part) was replaced with the exemplified compounds shown in Table 8, except that a photoconductor was prepared in the same manner as in Example 1. The electrophotographic characteristics and the repetition characteristics were evaluated under the same conditions as in Example 10. Table 9 shows the results. In Comparative Examples 5 and 7, the sensitivity and the repetitive residual potential are good, but the repetitive charging potential is poor. In Comparative Examples 6 and 8, the sensitivity and the repetitive charging potential are good.
Poor repetitive residual potential. In contrast, Examples 11 to
As is clear from Table 9, Sample No. 13 exhibited excellent characteristics with little change in sensitivity, repeated charging potential and repeated residual potential.

[0059]

[Table 8]

[0060]

[Table 9]

Example 14 1 part by weight of a bisazo pigment of Exemplified Compound 3, 1 part by weight of an epoxy resin (BPO-20E manufactured by Shin Nippon Rika), and 100 parts by weight of dimethoxyethane were dispersed together with glass beads for 4 hours using a paint conditioner. The resulting dispersion was applied on an aluminum-evaporated polyester using an applicator and dried to form a charge generation layer having a thickness of about 0.3 μm.

Next, the enamine compound 5 of Exemplified Compound A-8
0 parts by weight, 50 parts by weight of the enamine compound of Exemplified Compound B-13, and 100 parts by weight of a polyarylate resin (manufactured by Unitika; U-Polymer) are dissolved in 2,000 parts by weight of dichloromethane, and the applicator is placed on the charge generating layer. To form a 10 μm-thick charge transfer layer.

Using this photoreceptor, the electrophotographic characteristics and repetition characteristics of the photoreceptor were evaluated under the same measurement conditions as in Example 1. Table 10 shows the results. Excellent characteristics were exhibited in both sensitivity, repeated charging potential, and repeated residual potential.

[0064]

[Table 10]

The structural formulas of the azo pigments used in the examples are described below.

[0066]

Embedded image

[0067]

Embedded image

[0068]

Embedded image

Examples 15 to 17 and Comparative Examples 9 to 12 Bisazo pigments as the charge generating substance of Example 14, and Exemplified Compound A-8 (50 parts by weight) and Exemplified Compound B-13 (50 parts by weight) as the charge transfer substance Table 11)
A photoconductor was prepared in the same manner as in Example 14 except for using the exemplified compounds shown in Table 1, and the electrophotographic characteristics and the repetition characteristics were evaluated under the same conditions as in Example 1. Table 12 shows the results.
In Comparative Examples 9 and 11, the sensitivity and the residual potential of repetition were good, but the charging potential of repetition was poor.
In and 12, the sensitivity and the repetitive charging potential are good,
Poor repetitive residual potential. In contrast, Examples 15 to
Table 17 shows excellent characteristics with little change in sensitivity, repeated charging potential and repeated residual potential, as is clear from Table 12.

[0070]

[Table 11]

[0071]

[Table 12]

[0072]

As is apparent from the above, according to the present invention, it is possible to provide an electrophotographic photoreceptor having high sensitivity, a small change in charge potential and residual potential during repetition, and excellent image characteristics.

Claims (5)

[Claims] 1. An electrophotographic photoreceptor comprising a conductive support provided with a photosensitive layer containing at least a charge generation substance and a charge transfer substance, wherein the charge transfer substance is an enamine compound represented by the following general formula 1 and An electrophotographic photoreceptor comprising an enamine compound represented by the general formula 2. Embedded image (In the general formulas 1 and 2, R ₁ and R ₂ represent a hydrogen atom, an alkyl group or an alkoxy group, X ₁ and X ₂ represent a halogen atom,
R ₃ and R ₇ represent an alkyl group, an aryl group or an aralkyl group which may have a substituent, R ₄ and R ₈ represent a hydrogen atom or a substituent, and R ₅ , R ₆ , R ₉ and R ₁₀ represent a hydrogen atom. It represents an atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group which may have a substituent. However, this excludes the case where R ₅ and R ₆ , R ₉ and R ₁₀ are both hydrogen atoms. n and m represent the integer of 0-2. ) 2. The electrophotographic photoconductor according to claim 1, wherein the photosensitive layer contains a phthalocyanine pigment. 3. An electrophotographic photoreceptor according to claim 2, wherein said phthalocyanine pigment is a metal-free phthalocyanine pigment or a titanyl phthalocyanine pigment. 4. The electrophotographic photosensitive member according to claim 1, wherein said photosensitive layer contains an azo pigment. 5. The weight ratio of the enamine compound represented by the general formula 1 to the enamine compound represented by the general formula 2 is 1
The electrophotographic photoreceptor according to any one of claims 1 to 4, wherein the ratio is 0: 1 to 1: 3.