JPH07295253A - Electrophotographic photoreceptor for visible region - Google Patents

Abstract

PURPOSE:To ensure high sensitivity to light in the visible region by forming an org. photosensitive layer contg. a specified trinitrofluorenoneimine deriv. as an electron transferring agent as well as a perylene pigment as an electron generating agent. CONSTITUTION:An org. photosensitive layer contg. a bonding resin, a trinitrofluorenoneimine deriv. represented by formula I and a perylene pigment represented by formula II is formed on an electric conductive substrate. In the formula I, each of R<1> and R<2> is alkyl, alkoxy or halogen, each of (m) and (n) is an integer and 0<=m+n<=4. In the formula II, each of R<a>-R<d> is H, alkyl, alkoxy or aryl. The compd. represented by the formula I as an electron transferring agent has satisfactory solubility in a solvent and compatibility with the bonding resin and is excellent in matchability with the perylene pigment having sensitivity in the visible region as an electron generating agent. Electrons are smoothly injected and the compd. represented by the formula I is excellent in electron transferring ability especially in a low electric field.

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 such as a copying machine.

[0002]

2. Description of the Related Art In an image forming apparatus of an analog optical system using a light source having a wavelength in the visible region, such as the above copying machine, an organic photoconductor having sensitivity in the wavelength region ( OPC) is often used. As the organic photoconductor, there are many so-called function-separated type organic photoconductors in which a charge generation layer and a charge transport layer are laminated, that is, laminated photoconductors. A single-layer type organic photoconductor is also known.

Charge transport materials used in these photoreceptors are required to have a high carrier mobility. However, most of the charge transport materials having a high carrier mobility have a hole transporting property, and therefore are practically used. In view of mechanical strength, the negative charge type laminated organic photoreceptor having a charge transport layer as the outermost layer is limited. However, the negatively charged type organic photoconductor uses a negative corona discharge, so that it produces a large amount of ozone, and thus has a problem that it pollutes the environment and deteriorates the photoconductor.

Therefore, in order to eliminate such drawbacks, the use of an electron transfer material as a charge transfer material has been studied, and JP-A-1-206349 discloses an electrophotographic compound having a diphenoquinone structure. It has been proposed to use it as an electron transfer material for photoreceptors. However, in general, electron transfer agents such as diphenoquinones are difficult to match with the charge generation agent, and therefore electron injection from the charge generation agent to the electron transfer agent is insufficient, and thus photosensitivity is insufficient. . Further, in the single-layer type organic photosensitive layer, there is a problem that the electron transport is hindered by the interaction between the diphenoquinone and the hole transport material.

Regarding the charging polarity of the photosensitive member, if one photosensitive member can be used for both positive charging and negative charging, the application range of the photosensitive member can be expanded. Further, if the organic photoconductor can be used in a single-layer dispersion type, the photoconductor can be easily manufactured, there are many advantages in preventing the occurrence of coating defects and improving the optical characteristics. A main object of the present invention is to solve the above-mentioned technical problems and to provide an electrophotographic photoreceptor in which injection and transportation of electrons from a charge generating agent are smoothly performed and sensitivity is improved as compared with the conventional case.

Another object of the present invention is to provide an electrophotographic photosensitive member which can be positively charged. Still another object of the present invention is to provide an electrophotographic photosensitive member which is suitable for use in an image forming apparatus of an analog optical system which uses a light source having a wavelength in the visible region.

Still another object of the present invention is to provide a single-layer type electrophotographic photosensitive member excellent in each of the above characteristics.

[0008]

[Means and Actions for Solving the Problems] As a result of intensive studies to achieve the above objects, the present inventors have found that the general formula (1):

[0009]

[Chemical 3]

(In the formula, R ¹ and R ² are the same or different and each represents an alkyl group, an alkoxy group or a halogen atom. M and n are integers whose sum is 0 to 4). The inventors have found that the trinitrofluorenone imine derivative having a higher electron transporting ability than the conventional diphenoquinone compounds has led to the completion of the present invention.

That is, the visible region electrophotographic photoreceptor of the present invention is an electrophotographic photoreceptor in which an organic photosensitive layer is provided on a conductive substrate, wherein the organic photosensitive layer serves as a binder resin and an electron transfer agent. And a trinitrofluorenone imine derivative represented by the above general formula (1) and the following general formula as a charge generating agent.
(2):

[0012]

[Chemical 4]

(Wherein R ^a , R ^b , R ^c , and R ^d are the same or different and each represents a hydrogen atom, an alkyl group, an alkoxy group, or aryl). To do. As an electron transport agent,
The compound represented by the general formula (1) has good solubility in a solvent and compatibility with a binder resin, and is excellent in matching with a perylene pigment as a charge generating agent having sensitivity in the visible region. , Electrons are smoothly injected, and the electron transport property is excellent especially in a low electric field. Therefore, the electrophotographic photosensitive member for visible region of the present invention has high sensitivity to light in the visible region.

In the compound represented by the general formula (1), the alkyl group corresponding to the group R is, for example, methyl, ethyl, n-propyl, isopropyl, t-butyl,
Examples thereof include alkyl groups having 1 to 6 carbon atoms such as pentyl and hexyl groups. Examples of the alkoxy group include alkoxy groups having 1 to 6 carbon atoms such as methoxy, ethoxy, propoxy, t-butoxy, pentyloxy and hexyloxy groups.

Examples of the halogen atom include chlorine, bromine, fluorine and iodine. For example, as shown in the following reaction process formula, this derivative comprises 2,2-bis (3-aminophenyl) hexafluoropropane or a derivative thereof and twice the amount of 2,4,7-trinitrofluorenone.
It can be synthesized by condensing in a solvent. Examples of the solvent include acetic acid, propionic acid, butanoic acid, chloroform, tetrahydrofuran, dimethylformamide, dimethylsulfoxide and the like. If necessary, the reaction may be carried out in the presence of a suitable catalyst such as zinc chloride. The reaction is usually 30 to 1
It may be carried out at a temperature of 70 ° C. for about 20 minutes to 4 hours.

[0016]

[Chemical 5]

(In the formula, R ¹ , R ² , m and n are the same as above.) Of the compounds represented by the general formula (1), the derivative having the simplest structural formula is A compound in which m and n are 0, and this compound exhibits a high electron-transporting ability, but other compounds having a substituent of R ¹ and / or R ² also exhibit a similar high electron-transporting ability, and There is an advantage that the solubility in a solvent and the compatibility with a binder resin are further improved.

A compound represented by the general formula (1), which is contained in the organic photosensitive layer as a charge generating agent in the above general formula
In the perylene pigment represented by (2), the groups R ^a , R ^b ,
^Examples of the alkyl group and the alkoxy group corresponding to R ^c and R ^d include the same groups as described above. Examples of the aryl group include a phenyl group and a naphthyl group.

The organic photosensitive layer is of a single layer type containing a hole-transporting agent together with an electron-transporting agent and a charge-generating agent, and
It may be a laminated type including a charge transport layer and a charge generation layer. The photoconductor of the present invention may be either a positive charging type or a negative charging type, but it is particularly preferable to use the positive charging type. In the positive charging type photoconductor, the electrons released from the charge generating agent in the exposure step are represented by the general formula (1)
It is smoothly injected into the electron transfer agent represented by, and then the electrons move to the surface of the photosensitive layer due to the transfer of electrons between the electron transfer agents to cancel the positive charge (+) charged on the surface of the photosensitive layer in advance. . On the other hand, holes (+) are injected into the hole transfer material, move to the surface of the conductive substrate without being trapped in the middle, and are negatively charged (-) on the surface of the conductive substrate in advance. Canceled. In this way, the sensitivity of the positive charging type photoconductor is considered to be improved.

As the hole-transporting agent, conventionally known hole-transporting substances are used, for example, oxadiazole such as 2,5-di (4-methylaminophenyl) and 1,3,4-oxadiazole. Compounds, styryl compounds such as 9- (4-diethylaminostyryl) anthracene, carbazole compounds such as polyvinylcarbazole, organic polysilane compounds, pyrazoline compounds such as 1-phenyl-3- (p-dimethylaminophenyl) pyrazoline, Nitrogen-containing cyclic compounds such as hydrazone compounds, triphenylamine compounds, indole compounds, oxazole compounds, isoxazole compounds, thiazole compounds, thiadiazole compounds, imidazole compounds, pyrazole compounds, and triazole compounds, Such as condensed polycyclic compounds .

These hole transfer agents may be used alone or in combination of two or more. Further, when using a hole transporting agent having film-forming properties such as polyvinylcarbazole, the binder resin is not always necessary. Among the hole transport materials,
Particularly, those having an ionization potential of 5.0 to 5.6 eV are preferably used. The electric field strength is 3 × 10 ⁵ V
Those having a mobility of 1 × 10 ⁻⁶ cm ² / V · sec or more / cm ² are particularly preferable. Specifically, an alkyl-substituted triphenyldiamine derivative is preferable.

The hole transporting agent used in the present invention is not particularly limited, but for example, 1,1
-Bis (4-diethylaminophenyl) -4,4-diphenyl-1,3-butadiene, N-ethyl-3-carbazolylaldehyde diphenylhydrazone, p-N, N-
Diethylbenzaldehyde diphenylhydrazone, 4-
[N, N-bis (p-toluyl) amino] -β-phenylstilbene and the like can be mentioned.

The value of the ionization potential is measured by using an atmospheric photoelectron analyzer (AC-1 manufactured by Riken Keiki Co., Ltd.). In the present invention, by using a hole transfer agent having an ionization potential within the above range, the residual potential can be further lowered and the sensitivity can be improved. The reason is not clear, but it is considered as follows.

That is, the easiness of injecting charges from the charge generating agent to the hole transferring material is closely related to the ionization potential of the hole transferring material, and the ionization potential of the hole transferring material is higher than the above range. If it is large, the degree of charge injection from the charge generating agent to the hole transporting agent will be low, or the degree of transfer of holes between the hole transporting agents will be low, resulting in a decrease in sensitivity. Is recognized.

On the other hand, in a system in which a hole transfer material and an electron transfer material coexist, it is necessary to pay attention to the interaction between them and more specifically to the formation of a charge transfer complex. When such a complex is formed between the two, recombination occurs between the holes and the electrons, and the mobility of the charge is lowered as a whole. When the ionization potential of the hole transfer material is smaller than the above range, the tendency to form a complex with the electron transfer material increases, and electron-hole recombination occurs, resulting in an apparent quantum yield. Is likely to decrease, resulting in a decrease in sensitivity.

Therefore, the ionization potion of the hole transport material
Char is preferably within the above range. Also, above
In a system in which a hole transfer material and an electron transfer material coexist, electron transfer
Use agents with as bulky substituents as possible.
The steric hindrance is used to form the complex with the hole transport material.
It is preferable to suppress the growth. Even in that sense, substitution
Group R ¹, R²2,2-diphenyl, which may have
Two molecules of trinite via the oxafluoropropane skeleton
Bulky compounds of the invention with rofluorenone imine attached
It can be said that it is preferable to use

The perylene pigment represented by the general formula (2), which is used as the charge generating agent in the present invention, has sensitivity in the visible region, and the compound represented by the general formula (1) (electron transport Since the electrophotographic photosensitive member of the present invention that uses both of them in combination has high sensitivity in the visible region, it can be suitably used for an image forming apparatus of an analog optical system and the like.

As the above-mentioned perylene pigment, in connection with the use of a hole transfer agent having an ionization potential of 5.0 to 5.6 eV, those having an ionization potential balanced with the hole transfer agent, specifically, It is desirable to use a material having an ionization potential in the range of 4.8 to 5.8 eV in order to reduce the residual potential and improve the sensitivity.

As the binder resin for dispersing the above components, various resins conventionally used in organic photosensitive layers can be used, for example, a styrene polymer,
Styrene-butadiene copolymer, styrene-acrylonitrile copolymer, styrene-maleic acid copolymer, acrylic copolymer, styrene-acrylic acid copolymer, polyethylene, ethylene-vinyl acetate copolymer, chlorinated polyethylene, poly Vinyl chloride, polypropylene, ionomer, vinyl chloride-vinyl acetate copolymer, polyester,
Alkyd resin, polyamide, polyurethane, polycarbonate, polyarylate, polysulfone, diallyl phthalate resin, ketone resin, polyvinyl butyral resin,
Thermoplastic resin such as polyether resin, polyester resin, silicone resin, epoxy resin, phenol resin,
Examples thereof include urea resins, melamine resins, other crosslinkable thermosetting resins, and photocurable resins such as epoxy acrylate and urethane-acrylate. These binder resins can be used alone or in combination of two or more. Suitable resins are styrene polymers, acrylic polymers, styrene-acrylic copolymers, polyesters, alkyd resins, polycarbonates, polyarylates and the like.

In the photosensitive layer, various additives known per se, such as antioxidants, radical scavengers, singlet quenchers, etc., can be used as long as they do not adversely affect electrophotographic properties.
A deterioration inhibitor such as an ultraviolet absorber, a softening agent, a plasticizer, a surface modifier, a bulking agent, a thickener, a dispersion stabilizer, a wax, an acceptor, a donor and the like can be added. The amounts of these additives to be added may be the same as conventional amounts. For example, the sterically hindered phenolic antioxidant is preferably added in an amount of about 0.1 to 50 parts by weight with respect to 100 parts by weight of the binder resin.

In order to improve the sensitivity of the photosensitive layer,
For example, known sensitizers such as terphenyl, halonaphthoquinones and acenaphthylene may be used in combination with the charge generating agent.
In addition to the compound represented by the general formula (1), other conventionally known electron transfer agents may be contained in the photosensitive layer. Examples of such electron transfer agents include benzoquinone-based, diphenoquinone-based, malononitrile, thiopyran-based compounds, tetracyanoethylene, 2,4,8-trinitrothioxanthone, 3,4,5,7-tetranitro-9-fluorenone and the like. Fluorenone compounds, dinitrobenzene, dinitroanthracene, dinitroacridine, nitroanthraquinone, dinitroanthraquinone, succinic anhydride, maleic anhydride, dibromomaleic anhydride and the like.

In addition to the perylene pigment represented by the general formula (2), other conventionally known charge generating agents may be contained in the photosensitive layer. Examples of such a charge generating agent include selenium, selenium-tellurium, amorphous silicon,
Pyrylium salt, azo pigment, disazo pigment, ansanthrone pigment, phthalocyanine pigment, naphthalocyanine pigment, indigo pigment, triphenylmethane pigment, threne pigment, toluidine pigment, pyrazoline pigment, quinacridone pigment , And dithioketopyrrolopyrrole pigments. These charge generating agents may be used alone or in combination of two or more so as to have an absorption wavelength in a desired region within the visible region.

As the electroconductive substrate used in the photoreceptor of the present invention, various electroconductive materials can be used, for example, aluminum, copper, tin, platinum, silver, vanadium, molybdenum, chromium and cadmium. Examples include simple metals such as titanium, nickel, palladium, indium, stainless steel, and brass, plastic materials in which the above metals are vapor-deposited or laminated, and 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. The photosensitive layer according to the present invention is manufactured by coating a coating solution prepared by dissolving or dispersing a resin composition containing each of the above components in a solvent on a conductive substrate and drying the coating solution.

The effect of the use of the electron transfer agent in the present invention is remarkable in the single-layer type photoreceptor. The single-layer type photoreceptor of the present invention can be applied to both positive charging and negative charging, but it is particularly preferable to use the positive charging type. In the single-layer type photoreceptor, the charge generating agent is the binder resin 10
0.5 to 10 parts by weight, especially 0.5 to 0 parts by weight
It is preferable to add 5 parts by weight to the photosensitive layer.

The hole transfer agent is preferably contained in the photosensitive layer in an amount of 5 to 100 parts by weight, particularly 50 to 80 parts by weight, based on 100 parts by weight of the binder resin. The electron transfer agent is preferably added to the photosensitive layer in an amount of 5 to 100 parts by weight, particularly 10 to 80 parts by weight, based on 100 parts by weight of the binder resin.
In the single-layer type photoreceptor, the thickness of the photosensitive layer is 5 to 50 μm,
In particular, it is preferable that the thickness is about 10 to 40 μm.

In order to obtain a laminated type photoreceptor, a charge generating material is vapor-deposited alone on a conductive substrate to form a charge generating layer, or a charge generating material and a binder resin are applied by means such as coating. And if necessary, a charge generating layer containing a hole transferring material is formed, and a charge containing the compound represented by the general formula (1) as an electron transferring material and a binder resin is formed on the charge generating layer. The transport layer may be formed. Alternatively, conversely to the above, the charge transport layer may be formed on the conductive substrate, and then the charge generation layer may be formed.

In the laminated photoreceptor, the charge generating material and the binder resin constituting the charge generating layer can be used in various ratios, but the charge generating material 5 to 5 parts by weight relative to 100 parts by weight of the binder resin. It is preferably used in an amount of 1000 parts by weight, particularly 30 to 500 parts by weight. The electron-transporting agent and the binder resin constituting the charge-transporting layer can be used in various proportions within a range that does not hinder the transport of electrons and a range that does not crystallize. 10 to 500 parts by weight, particularly 25 to 20 parts by weight of an electron transfer agent, relative to 100 parts by weight of the binder resin, so that electrons can be easily transported.
It is preferably used in a proportion of 0 parts by weight.

The thickness of the laminated photosensitive layer is preferably 0.01 to 5 μm, particularly 0.1 to 3 μm for the charge generation layer, and 2 to 100 μm for the charge transport layer.
It is preferable that it is formed to a thickness of m, especially about 5 to 50 μm. In the single-layer type photoreceptor, between the conductive substrate and the photosensitive layer, in the laminated type photoreceptor, between the conductive substrate and the charge generation layer, or between the conductive substrate and the charge transport layer. In between, a barrier layer may be formed in a range that does not impair the characteristics of the photoreceptor. A protective layer may be formed on the surface of the photosensitive layer.

When the above-mentioned photosensitive layer is formed by a coating method, the above-mentioned charge generating material, charge transporting material, binder resin and the like are used together with a suitable solvent by a known method, for example,
A dispersion may be prepared by dispersing and mixing using a roll mill, a ball mill, an attritor, a paint shaker, an ultrasonic disperser, or the like, and the dispersion may be applied and dried by a known means.

As the solvent for forming the dispersion liquid, various organic solvents can be used, for example, alcohols such as methanol, ethanol, isopropanol and butanol, and aliphatic hydrocarbons such as n-hexane, octane and cyclohexane. Aromatic hydrocarbons such as benzene, toluene, xylene, halogenated hydrocarbons such as dichloromethane, dichloroethane, carbon tetrachloride, chlorobenzene, dimethyl ether, diethyl ether, tetrahydrofuran,
Examples thereof 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.

[0043]

EXAMPLES The present invention will be described below with reference to examples. Reference Example Production of 2,2-bis [N- (2,4,7-trinitrofluorenylidene) -3-amino-4-methylphenyl] hexafluoropropane 2,4,7-trinitrofluorenone 3.47 g (1
1.0 mmol) and 1.64 g of 2,2-bis (3-amino-4-methylphenyl) hexafluoropropane
(4.5 mmol) was dissolved in 50 ml of acetic acid, and 110
The reaction was carried out at 0 ° C for 2 hours. After the reaction, add to 300 ml of water,
The precipitated crystals were washed with water. After drying the crystals, silica gel column chromatography (chloroform: hexane =
Purified by 1: 2), the title compound is a dark red powder (where m and n in the general formula are both 1, R ¹ and R ² are both methyl groups, and the substitution position is phenyl group). 790 mg (18% yield) of the compound at the 4-position was obtained.

The melting point of this product was measured and found to be 300
Decomposed above ℃. The infrared absorption spectrum and the NMR spectrum of this product are shown in FIG. 1 and FIG. 2, respectively. Further, when the electron transporting ability of the above compound was evaluated by the TOF method, the compound was found to have an electric field strength of 3 × 10 ⁵ V / cm.
It showed a mobility of 6.92 × 10 ⁻⁷ cm ² / V · sec and had a high electron transporting ability. Example 1 The compound obtained in the above Reference Example was used as an electron transfer agent, and a perylene pigment (Ip = 5.50 eV) in which R ^{a to} R ^d in the general formula (2) are all methyl groups was used as a charge generating agent. )
As a hole-transporting agent, p-N, N-diethylbenzaldehyde diphenylhydrazone (Ip = 5.20)
eV) was used. Further, polycarbonate was used as a binder resin, and these materials were mixed and dispersed in a predetermined amount of dichloromethane with a ball mill to prepare a single-layer type photosensitive layer coating solution. Then, this coating solution was applied onto an aluminum foil with a wire bar and then dried with hot air at 100 ° C. for 60 minutes to prepare a single-layer type electrophotographic photosensitive member for visible region having a film thickness of 15 to 20 μm.

(Component) (Parts by Weight) Charge Generating Agent 1 Hole Transporting Agent 60 Electron Transporting Agent 40 Binder Resin 100 Comparative Example 1 Instead of the compound obtained in Reference Example as an electron transporting agent, 2,6-
A single-layer type electrophotographic photosensitive member for visible region was produced in the same manner as in Example 1 except that dimethyl-2 ', 6'-di-t-butyl-4,4'-diphenoquinone was used. Comparative Example 2 A single-layer type electrophotographic photosensitive member for visible region was prepared in the same manner as in Example 1 except that the electron transporting agent was not contained. Example 2 As a charge generating agent, 100 parts by weight of the same compound as used in Example 1, 100 parts by weight of polyvinyl butyral resin as a binder resin and a predetermined amount of tetrahydrofuran as a solvent were mixed and dispersed in a ball mill to form a charge generating layer. To prepare a coating solution. This coating solution was applied onto an aluminum foil with a wire bar and then dried with hot air at 100 ° C. for 60 minutes to form a charge generation layer having a film thickness of about 1 μm.

On the other hand, 100 parts by weight of the compound obtained in Reference Example as an electron transfer agent, 100 parts by weight of a polycarbonate resin as a binder resin and a predetermined amount of toluene as a solvent were mixed and dispersed by a ball mill to obtain a coating liquid for a charge transport layer. Prepared. This coating solution is applied onto the charge generation layer with a wire bar and then dried with hot air at 100 ° C. for 60 minutes to form a charge transport layer having a film thickness of 20 μm. Was produced. Comparative Example 3 Instead of the compound obtained in Reference Example as an electron transfer agent, 2,6-
Dimethyl-2 ', 6'-di-t-butyl-4,4'-diphenoquinone was used in the same manner as in Example 2, except that
A positive charging type laminated photoreceptor for visible region was produced. (Evaluation of Electrophotographic Photoreceptor) An electrostatic copying tester (EPA-8100 manufactured by Kawaguchi Electric Co., Ltd.) was used to apply an applied voltage to the photoreceptor of each sample to positively charge it, and white halogen light was used as a light source. Was used to measure electrophotographic properties. The results are shown in Table 1.

In the table, V1 indicates the initial surface potential of the photoconductor when the voltage is applied to charge the photoconductor, and V2 is measured as the residual potential, which is the surface potential 0.8 seconds after the start of exposure. It is a thing. E1 / 2 is the half exposure amount when the initial surface potential V1 is attenuated to 1/2.

[0048]

[Table 1]

From Table 1, Example 1, which is the constitution of the present invention,
It can be seen that the photoconductor of No. 2 has high sensitivity because the residual potential is lowered.

[0050]

The electrophotographic photosensitive member for visible region of the present invention comprises
In particular, when used in an image forming apparatus of an analog optical system using a light source in the visible region, it has an effect of high sensitivity. Therefore, when the photoconductor of the present invention is used, the speed of a copying machine or the like can be increased.

[Brief description of drawings]

FIG. 1 is an infrared absorption spectrum of the product obtained in Reference Example.

FIG. 2 is an NMR spectrum of the product obtained in Reference Example.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI technical display area C09B 55/00 B

Claims (8)

[Claims] 1. An electrophotographic photoreceptor having an organic photosensitive layer provided on a conductive substrate, wherein the organic photosensitive layer comprises a binder resin and the following general formula (1) as an electron transfer agent: ] (In the formula, R ¹ and R ² are the same or different and each represents an alkyl group, an alkoxy group or a halogen atom. M and n are integers such that their sum total is 0 to 4.) Fluorenone imine derivative and the following general formula (2) as a charge generating agent: (In the formula, R ^a , R ^b , R ^c , and R ^d are the same or different and each represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryl group.). Electrophotographic photoreceptor for visible region. 2. The organic photosensitive layer is a single layer type in which an electron transfer agent and a charge generating agent are contained in a binder resin, and the addition amount of the electron transfer agent is 100 parts by weight of the binder resin. 5 to 1
The electrophotographic photosensitive member for the visible region according to claim 1, which is 100 parts by weight. 3. The visible region electrophotographic photosensitive member according to claim 2, wherein the charge generating agent is added in an amount of 0.1 to 10 parts by weight based on 100 parts by weight of the binder resin. 4. The single-layer organic photosensitive layer has a thickness of 5 to 50 μm.
The electrophotographic photosensitive member for visible region according to claim 2. 5. The visible region according to claim 2, wherein the single-layer type organic photosensitive layer further contains a hole transfer agent, and the ionization potential of the hole transfer agent is 5.0 to 5.6 eV. Electrophotographic photoconductor. 6. The electric field strength of the hole transferring material is 3 × 10 ⁵ V / c.
^6. The visible region electrophotographic photosensitive member according to claim 5, wherein the hole mobility at m is 1 × 10 ⁻⁶ cm ² / V · sec or more. 7. The visible-region electrophotographic photosensitive member according to claim 5, wherein the hole-transporting agent is an aromatic hydrazone derivative. 8. The charge generator has an ionization potential of 4.
The electrophotographic photosensitive member for visible region according to claim 5, which has a voltage of 8 to 5.8 eV.