JPS63182659A - Electrophotographic sensitive body - Google Patents

Abstract

PURPOSE:To obtain the titled body having the high sensitivity and the excellent durability by providing a layer contg. at least one of a specific compd. on a conductive supporting body. CONSTITUTION:The layer contg. the compd. shown by formula I or II is provided on the conductive supporting body. In formula I or II, X is -S- or -O-, etc., Ar is a substd. or an unsubstd. aryl group, or a substd. or an unsubstd. heterocyclic ring group, R1-R7 are each hydrogen or halogen atom, (n) is 0 or 1. The excellent electric charge transferring ability of the compd. is utilized, and said compd. is used for an electric charge transfer substance CTM of the functional separation type photosensitive body in which the generation and the transferring of an electric charge are effected by different substances respectively. For example, the photosensitive layer 4 composed of the laminate of a electric charge generating layer CGL 2 and an electric charge transfer layer CTL 3 contg. CTM as a main component is provided on the conductive supporting body 1. Thus, the photosensitive body which has the high sensitivity and the excellent stability in the characteristics in case of using repeatedly and has no trouble about poisonous property is obtd.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to an electrophotographic photoreceptor, and more particularly to an electrophotographic photoreceptor having a photosensitive layer containing an organic photoconductive metal material as a main component.

[Prior art]

Conventionally, as electrophotographic photoreceptors (hereinafter simply referred to as photoreceptors), inorganic photoreceptors having photosensitive layers mainly composed of inorganic photoconductive compounds such as selenium, zinc oxide, cadmium sulfide, and silicon have been widely used. Ta. However, these are not necessarily satisfactory in terms of sensitivity, thermal stability, moisture resistance, durability, etc. For example, when selenium crystallizes, its properties as a photoreceptor deteriorate, making it difficult to manufacture.Also, selenium crystallizes due to heat, fingerprints, etc., and its performance as a photoreceptor deteriorates. In addition, cadmium sulfide has problems with moisture resistance and durability, and zinc oxide has problems with durability, etc.

In order to overcome these drawbacks of inorganic photoreceptors, research and development have been actively conducted in recent years on organic photoreceptors having photosensitive layers containing various organic photoconductive compounds as main components. For example, Japanese Patent Publication No. 50-10496 describes an organic photoreceptor comprising a photosensitive layer containing poly-N-vinylcarbazole and 2,4,7-)Lielow-9-fluorenone. However, this photoreceptor is not necessarily satisfactory in sensitivity and durability. In order to improve these drawbacks, attempts have been made to develop organic photoreceptors with higher performance by assigning charge generation and charge transport functions to different materials. Many studies have been conducted on such so-called function-separated type photoreceptors because each material can be selected from a wide range and a photoreceptor having arbitrary performance can be produced relatively easily.

As a result, various azo compounds have been developed and put into practical use as charge generating substances. On the other hand, regarding charge transport materials, for example, JP-A-51-94829 and JP-A-52-7223
No. 1, No. 53-27033, No. 55-52063,
A wide variety of substances have been proposed, as disclosed in Japanese Patent No. 58-65440.

[Problem that the invention seeks to solve, α]

Although some photoreceptors made using the above-mentioned charge transport materials exhibit relatively excellent electrophotographic performance, their sensitivity is still insufficient and their durability against light or electrical loads is poor. It is weak and causes unstable performance and deterioration when used repeatedly, so it does not fully satisfy practical requirements.However, it has an excellent charge transport function and exhibits stable performance for long-term use. The development of charge transport materials was desired.

Furthermore, in recent years Ar laser and He-N have been used as light sources for photoreceptors.
Gas lasers such as e-lasers and semiconductor lasers are beginning to be used.

However, semiconductor lasers, which are attracting attention as the most useful, have a lower output than gas lasers, and their oscillation wavelength is also long (approximately 780 nm or more), so conventional photoreceptors have short spectral sensitivities. It is too much on the wavelength side, and as it is, it is difficult to apply it to devices that use semiconductor lasers as light sources.
New improvements were also required for charge transport materials.

The present invention has been carried out in order to solve these problems and provide an electrophotographic photoreceptor having high sensitivity and extremely high durability.

[Means for solving problems]

The above problem is solved by a photoreceptor having a layer containing a compound represented by the following general formula CI) on a conductive support.

General formula CIa) General formula [1b) in the heavy formula
Unsubstituted heterocyclic groups (e.g. carbazole, pyridine,
Thiophene, benzoxazole, benzthiazole,
represents a group such as oxadiazole, indole, quinoline, tetrahydroquinoline, indoline, 7e/thiazine, 7e7xazine, etc.

Representative examples of these substituents include alkyl, alkoxy, aryl, aryloxy, aralkyl, halogen, cya 7, nitro, hydroxy, ami 7, substituted ami 7, carbamoyl, sulfamoyl, amide, sulfamide, acyl, allyl, Examples include groups such as alkylsulfone, arylsulfone, carboxy, sulfoxy, alkoxycarbonyl, and aryloxycarbonyl.

R1 to RIo are hydrogen, halogen atoms, alkyl,
Represents aryl and aralkyl groups.

n is O or 1.

It is preferable that the photoreceptor of the present invention has a charge transport layer containing the above compound as a charge transport material.

That is, in the present invention, the excellent charge transport ability of the compound represented by the general formula [:Ia) or (I[)] is utilized, and this is achieved by the so-called function of performing charge generation and transport using separate substances. By using it as a charge transport material (hereinafter referred to as CTM) in a separate type photoreceptor, it has excellent film properties, excellent electrophotographic properties such as charge retention, sensitivity, and residual potential, and even when used repeatedly. It is possible to create a photoreceptor that exhibits less deterioration due to fatigue and exhibits stable characteristics even when exposed to heat or light. Furthermore, the CTM used in the present invention can be used alone or in combination of two or more of the compounds represented by the general formula [Ia) or [Ib], or can be used in combination with other photoconductive substances. You may.

Specific examples of the compound represented by the above general formula [Ia) or (Ib) that is effective as a CTM of the present invention include the following, and thereby, the exemplified specific examples of the present invention <1-1) 2H5 N- 9) (j-10) 113 < I-13) H3 (1-15). 2H5 ■ 2H5 (1-1,6) (T-17) 113 / l -22) Author 3H7 H3 (I-27) < I-29) CHl The above CTM can be easily synthesized by known synthesis methods. . For example, the synthesis of exemplified compound N-21) is carried out as follows.

Synthesis Example (Synthesis of Exemplified Compound <1-21) [Reaction Formula] To Compound 222.3 (0.4 mol), 200 μg of ethanol was added, followed by acetic acid 21, and the mixture was refluxed for 10 hours. After cooling, the precipitated crystals are collected by filtration and recrystallized from acetonitrile to obtain target product 25.1#.

Next, as the charge generating substance (hereinafter referred to as CGM) applied to the present invention, an azo pigment is preferable, but in general, as long as it absorbs visible light and generates a 7 Li charge, inorganic pigments and organic pigments can be used. Either can be used.

In addition to inorganic pigments such as amorphous selenium, trigonal selenium, selenium-arsenic alloy, selenium-tellurium alloy, cadmium sulfide, cadmium selenide, cadmium selenide sulfide, mercury sulfide, lead oxide, and lead sulfide, the following representatives Organic pigments such as those shown in the examples can be used.

(1) Azo pigments such as monoazo pigments, polyazo pigments, metal complex azo pigments, pyrazolone azo pigments, stilbene azo and thiazole azo pigments (2) Perylene pigments such as perylenic anhydride and perylenic acid imide (3) Anthraquinone derivatives , ananthanthrone derivatives, dibenzpyrenequinone derivatives, pyranthrone derivatives,
Anthraquinone or polycyclic quinone pigments such as violanthrone derivatives and inviolanthrone derivatives (4) Indigoid pigments such as innovo derivatives and thioindigo derivatives (5) Heptalocyanine pigments such as metal 7-thalocyanine and metal-free phthalocyanine (6) Diphenylmethane Carbonite pigments such as triphenylmethane pigments, xanthine pigments and acrinone pigments (7) Quinoneimine pigments such as azine pigments, oxazine pigments and thiazine pigments (8) Methine pigments such as cyanine pigments and azomethine pigments (9) Quinoline pigments (10) Nitro pigments (11) Nitron pigments (12) Benzoquinone and quinone pigments (13)
7 Talimide pigment (14) Bisbenzimigsol derivative etc. 7
Typical structural examples of CGH preferably used in the present invention are compounds represented by the following general formulas [JT-(A)) to I:U-(1)] and [II-(,■) ) is shown as a group of compounds.

[■　-(8)〕

8-N=N-Δr1-8r2 to N=N-^(II-(B
)) 8-N=N-to rl-N=N-to r2-N=N-^[1
l-(C)) [II-(D)) [:1lJ-(E)] Entering 1 (n-(F)), -19,.

8-N=N-Δr, -N-8r2 to N=N-Δ■ QF1:n-(1)) ^-N=N-^r, -N-^r2-N=N-^ Ar3 N=N-^ In the formula, Q and Q2 represent hydrogen, halogen atoms, alkyl, alkoxy, aralkyl, carboxyl, alkoxycarbonyl, cyano, amino, substituted amino, acyl, amide, nitro, and hydroxyl groups. .

Q3, Q5 and Q6 represent hydrogen, halogen atoms, sia/, alkyl, and hydroxyl groups.

Xl represents oxygen, sulfur atoms, imino, substituted imino groups, and heterocyclic groups (e.g., thiazolinylidene, oxazolinylidene, imigzolinylidene, pyrolinylidene, penzthiazolinidene, penzthiazolinylidene, penzimidazolinylidene) lydene, indolinylidene, dithiazolinylidene, dioxazolinylidene, dihydropyridine, and dihydroxy/phosphorus, and each of these groups may have a substituent.

X2 and X3 represent a hydrogen atom, a halogen atom, a sia/, alkyl, nitro, acyl, carboxyl, alkoxycarbonyl, alkylsulfone, arylsulfone, aryl group, and a heterocyclic group.

Ar, Ar2 and Ar3 represent substituted or unsubstituted aromatic carbocycles or substituted or unsubstituted aromatic heterocycles, and these substituents include those represented by Ql, Q2, X2, and X3 above. can be mentioned.

A represents a coupler residue. Typical coupler residues include those represented by the following general formulas CIII-A) to (I[ID).

[:Iff-C] CIff-D] Here, Q7 and Q8 represent the same substituents as Q1 and Q, and Ar< represents the same substituents as Arl, Ar2, and Ar3.

[1l-(J))...Other CGM2O- (II-J-1) (n-J-3) (17-J-4) X-type metal-free 7-talocyanine (I
I-J-5) τ-type metal-free 7-talocyanine (II
-J-6) Chloroaluminum 7-lycyanine (II-J-7) Titanyl-7-thalocyanine (I
I-J-8) Vanadyl 7-thalocyanine (Il[
-J-9) Chloroindium 7-thalocyanine (I
f-J-10) ε-type copper 7 thalocyanine CG represented by the general formula (Ill-(A)3 to (II-(J)))
As the M compound, the exemplified compounds described in JP-A-61-77055 can be used as they are.

Since CTM and CGH used in the present invention generally do not have film-forming properties by themselves, the photosensitive layer may be formed by combining various binders.

Although any binder can be used as the binder, it is preferable to use a hydrophobic, high dielectric constant, electrically insulating film-forming polymer. Examples of such high molecular weight polymers include, but are not limited to, the following.

(1) Polycarbonate (2) Polyester (3) Methacrylic resin (4) Acrylic resin (5) Polyvinyl chloride (6) Polyvinylidene chloride (7) Polystyrene (8) Polyvinyl acetate (9) Styrenic copolymer resin (e.g. styrene -butadiene copolymer, styrene methyl methacrylate copolymer) (10) Aku+7 Q nitrile copolymer resin (e.g. vinylidene chloride-acrylonitrile copolymer, etc.) (11) Vinyl chloride-vinyl acetate copolymer (12) Vinyl chloride-vinyl acetate-maleic anhydride copolymer (13) Silicone resin (j4) Wrinklecon-alkyd resin (15) 7
E/-l flu N (e.g. phenol-formaldehyde resin, m-cresol-formaldehyde resin, etc.) (16) Styrene-alkyd resin (17) Poly-N-vinylcarbazole (18) Polyvinyl butyral (19) Polyvinyl formal (20) ) Polyhydroxystyrene These binders can be used alone or as a mixture of two or more.

As shown in FIGS. 1 and 2, the photoreceptor of the present invention has a charge generation layer (CGM-based charge generation layer) on a conductive support 1 (see FIG. 1 and FIG. 2).
A photosensitive layer 4 is provided, which is a laminate of a charge transport layer (hereinafter referred to as CTL) 2 and a charge transport layer (hereinafter referred to as CTL) 3 containing the compound of the present invention as a main component of CTM. As shown in FIGS. 3 and 4, the photosensitive layer 4 may be provided on the conductive support 1 via an intermediate layer 5. In this way, photosensitive 11
When No. 14 has a two-layer structure, a photoreceptor having the most excellent electrophotographic properties can be obtained. Further, in the present invention, the fifth
As shown in FIG. 6 and FIG. 6, a photosensitive layer 4 made of a layer 6 mainly composed of CTM and dispersed with finely divided CGH 7 is provided on a conductive support 1 either directly or via an intermediate layer 5. Good too. Further, preferable results can also be obtained without using CGM, by adding a CT sensitizing dye or a Lewis acid, and forming a single photosensitive layer 4 in the same manner as in FIGS. 5 and 6.

Furthermore, a protective layer (hereinafter OC
(marked as L) 8 may be provided.

Here, when the photosensitive layer 4 has a two-layer structure, CGL 2 and C
Which of TL3 is to be used as the upper layer is determined depending on whether the charging polarity is selected as positive or negative. That is, when forming a negatively charged photosensitive layer, it is advantageous to use CTL 3 as an upper layer, since CTM in CTL 3 is a substance that has a high transport ability for holes.

In addition, CGL2 and CTL3 that constitute the photosensitive layer 4 having a two-layer structure
is formed by the following method depending on the characteristics of CTM or CGH, either directly on the conductive support 1, CTL 3 or CGL 2, which is the lower layer surface, or by providing an intermediate layer such as an adhesive layer or a barrier layer as necessary. can do.

(1) Vapor phase deposition method (2) Paint coating method a) A method of applying a solution paint in which CGM or CTM is dissolved in a suitable solvent.

b) A method of applying a dispersion paint obtained by forming CGM or CTM into fine particles in a dispersion medium using a ball mill, homomixer, etc., and mixing and dispersing them with a binder if necessary.

The vapor deposition method includes vacuum evaporation method, sputtering method, ion blating method, CVD method, etc., and the paint application method includes dipping method, spray method, air doctor method, drata blade method, and reverse roll coating method. An appropriate method is selected depending on the physical properties.

The thickness of CGL2 formed in this way is 0.01
It is preferable that it is 5 microns, more preferably 0
．． 05-3 microns.

Further, the thickness of the CTL 3 can be changed as necessary, but it is usually preferably 5 to 30 microns. This CTL
The composition ratio in 3 is preferably 0.8 to 10 parts by weight of the binder to 1 part by weight of CTM, but when forming the photosensitive layer 4 in which fine powder CGM is dispersed,
It is preferable to use the binder in an amount of 5 parts by weight or less per 1 part by weight of CGM.

Furthermore, when CGL 2 is configured as a dispersed type using a binder, it is preferable to use the binder in an amount of 5 parts by weight or less per 1 part by weight of CGM).

The layer structure of the photosensitive layer of the photoreceptor of the present invention has a laminated structure and a single layer structure as described above.
Either the single photosensitive layer or OCL, or multiple layers may contain one or more electron-accepting substances for the purpose of improving sensitivity, reducing residual potential or fatigue during repeated use, etc. .

Electron-accepting substances that can be used in the photoreceptor of the present invention include:
For example, succinic anhydride, maleic anhydride, nobromaleic anhydride, 7-talic anhydride, tetrachlor 7-talic anhydride,
Tetrabromo 7-talic anhydride, 3-nitro 7-talic anhydride,
4-nitro 7-talic anhydride, pyromellitic anhydride, mellitic anhydride, tetracyanoethylene, tetraschiftski 7-thalic anhydride, o-dinitrobenzene, m-dinitrobenzene, 1°3.5. -) dinitrobenzene, paranitrobenzonitrile, picryl chloride, quinone chlorimide, talolanil, brumanil, 2-methylna7toquinone,
dichlorodicyanoparabenzoquinone, anthraquinone,
Dinitroanthraquinone, trinitrofluorenone, 9
-Fluorenonedene [cythia 7 methylene malo/dinitrile], polynitro-9-fluorenone dene [dicyanomethylene malo 7 dinitrile], picric acid, 0-nitrobenzoic acid, p-nitrobenzoic acid, 3,5-dinitrobenzoic acid, penta Examples include fluorobenzoic acid, 5-nitrosalicylic acid, 3,5-dinitrosalicylic acid, heptatalic acid and the like.

Furthermore, silicone oil may be present as a surface modifier. Further, an ammonium compound may be contained as a durability improver.

Furthermore, ultraviolet absorbers, antioxidants, etc. may be used) 6 Preferred ultraviolet absorbers include benzoic acid, stilbene compounds, etc. and their derivatives, triazole compounds, imiguzole compounds, triazine compounds, coumarin compounds, oxadiazole compounds, Nitrogen-containing compounds such as thiazole compounds and derivatives thereof are used.

Further, examples of the antioxidant include Hingodol, Hinkoutamine, paraphenylenediamine, aryl alkane, hydroquinone, spirochroman, subiroynone and derivatives thereof, organic sulfur compounds, organic phosphorus compounds, and the like. Specific examples of these compounds include Japanese Patent Application No. 61-162866, No. 61-188975,
No. 61-195878, No. 61-157644, No. 61-195879, No. 61-162867, No. 6
No. 1-204469, No. 61-217493, No. 61
It is described in No. -217492 and No. 61-221541.

Next, the binder that may be used in the OCI of the present invention has a volume resistance of 108 Ωcm or more, preferably 10I0ΩcI1
A transparent resin having a resistance of 1 or more Ωcm, more preferably 10 13 Ωcm or more is used. It is also advantageous for the binder to contain at least 50% of resin that is cured by light or heat. If necessary, the OC1 may contain less than 50% by weight of a thermoplastic resin for the purpose of improving processability and physical properties (preventing cracks, imparting flexibility, etc.).

Further, the intermediate layer functions as an adhesive layer or a barrier layer, and in addition to the binder resin, for example, polyvinyl alcohol, ethyl cellulose, carboxymethyl cellulose, vinyl chloride-vinyl acetate copolymer, vinyl chloride-vinyl acetate-anhydrous Maleic acid copolymer, casein, N
-Alkoxymethylated nylon, starch, etc. are used.

As the conductive support 1 used in the construction of the electrophotographic photoreceptor of the present invention, the following are mainly used, but the present invention is not limited thereto.

1) Metal plates such as aluminum plates and stainless steel plates.

2) A thin layer of metal such as aluminum, palladium, or gold is provided on a support such as paper or plastic film by lamination or vapor deposition.

3) A layer of a conductive compound such as a conductive polymer, indium oxide, or tin oxide is provided on a support such as paper or a plastic film by coating or vapor deposition.

The photoreceptor of the present invention has the above-mentioned structure, and has excellent charging characteristics, sensitivity characteristics, and image forming characteristics, as is clear from the examples described below.

(Examples) The present invention will be described below with reference to Examples, but the embodiments of the present invention are not limited thereby.

Example 1 Polyvinyl butyral IfJ]lH was deposited on a conductive support made of a polyester film deposited with aluminum.
A 0.2 μm-thick intermediate layer made of X Y HL J (manufactured by Union Carbide) was formed.

Next, 1 part by weight of the following compound (II-1) was added to a solution of 0.5 parts by weight of polycarbonate II (Panrai) L-1250J (Ondai Kasei IM) and 120 parts by weight of 1,2-dichloroethane. 10 using a sand mill.
Apply the time-dispersed liquid with a wire bar to a thickness of 0.2 μm.
CGL was formed.

Next, 12 parts by weight of Exemplified Compound (1-21),
A solution of 15 parts by weight of bonate resin [Panrai] K-1300J (manufactured by Ondai Kasei Co., Ltd.), 120 parts by weight of 2-dichloroethane was applied using a blade coater to a thickness of 2.
A photoreceptor of the present invention was obtained by forming a C layer of 3 μm. This is called sample 1.

Comparative Example (1) A comparative photoreceptor was obtained in the same manner as in Example 1, except that Comparative Compound (C-1) was used instead of Exemplified Compound (1-21) in Example 1. This will be referred to as comparative sample (1).

CGM (II-1) 32-Example 2 Vinyl chloride-vinyl acetate-
A 1 μm-thick open layer made of vinyl alcohol copolymer [S-LEC A-54 (manufactured by Tanezu Kagaku Co., Ltd.) was formed.

Next, 1 part by weight of the following compound (II-2) was added to a solution of 0.8 parts by weight of polyvinyl formal resin "Denka Formal #20J (manufactured by Kikagaku Kogyo Co., Ltd.) and 100 parts by weight of 1,2-dichloroethane using a ball mill. using 48
CGL with 0.3μ shoulder by spraying time-dispersed liquid
was formed.

Next, 10 parts by weight of the exemplary compound (1-17), polyester resin U Vylon 200J (manufactured by Toyobo Co., Ltd.) 12.
A solution of 5 parts by weight and 100 parts by weight of 1,2-dichloroethane was coated using a blade coater to form a CTL with a diameter of W and a diameter of 20 μm, thereby obtaining a photoreceptor of the present invention. This is called sample 2.

Comparative Example (2) A comparative photoreceptor was obtained in the same manner as in Example 1, except that Comparative Compound (C-2) was used instead of Exemplified Compound (1-17) in Example 2. This will be referred to as comparative sample (2).

Comparative Compound (C-2) Example 3 A 0.3μ thick intermediate layer made of polyvinyl formal [Vinylec LJ (manufactured by Block Chemical Co., Ltd.) was formed on a conductive support made of a polyester film deposited with aluminum. did.

Next, 1 part by weight of CGH exemplified compound (II-J-5), polyvinyl butyral resin [S-LEC B L
A CGL was formed by dispersing 1 part by weight of SJ (manufactured by Block Chemical Co., Ltd.) and 100 parts by weight of 1.21 chloromethane using a sonic disperser and applying it with a wire bar.

Next, 1.0 parts by weight of the exemplary compound (1-20), 12 parts by weight of polycarbonate resin [Panlite L-12504 (manufactured by Ondai Kasei), and the durability improver Sanol LS-
A solution containing 0.5 parts by weight of 2626 (manufactured by Sanki) and 100 parts by weight of 1,2-dichloroethane was coated with a blade to form a CTL having a thickness of 18 μm, thereby obtaining a photoreceptor of the present invention. This is called sample 3.

Evaluation 1 The samples obtained in Examples 1 to 3 and Comparative Examples (1) to (2) above were tested using an electrostatic copying paper tester "Model 5P-428".
(manufactured by Kawaguchi Denki Seisaku Co., Ltd.) to measure electrophotographic characteristics using a dynamic method.

First, the surface potential Va [V] when negatively corona charged for 5 seconds under the discharge condition of 40 μA, and then exposed to white light to increase the surface potential from -500 [V] to -50 [V]
The exposure amount required to reduce the exposure to 0 [pu×・se
c ] was measured. Then, this operation was repeated 100 times.'-7 Table 1 (Note) The numbers in parentheses are comparative samples.

(2) indicates that the potential did not drop to -50 [V] even after exposure.

As described above, the photoreceptor of the present invention is superior to comparative photoreceptors in both sensitivity and repeated durability.

Example 4 A 0.05μ thick piece of vinyl chloride-vinyl acetate-maleic anhydride copolymer "Niretsku MF-10" (manufactured by Block Chemical) was placed on a conductive support made of aluminum foil laminated on a polyester film. An intermediate layer of 6 parts by weight of the exemplified compound <1-16) and 1 part of polycarbonate resin and 1 part of Panlite was provided thereon. -1250J10 parts by weight and 1゜2-
A solution dissolved in 90 parts by weight of dichloroethane was plate coated to form a CTL of 13 μI. Furthermore, CG on top of that
1 part by weight of Exemplified Compound (II-J-1) was added to polyester resin [Vylon 20042 parts by weight, Exemplified Compound (1-J-1)
16) A dispersion solution prepared by dispersing 1.5 parts by weight and 200 parts of 1,2-dichloroethane for 20 hours using a ball mill was spray coated to form a CGL with a thickness of 2 μm, thereby producing the photoreceptor of the present invention. I got it.

Next, the initial characteristics of this photoreceptor were measured in the same manner as in Evaluation 1 except that the negative corona charge in Evaluation 1 was changed to positive corona charge. As the characteristic, Va=1240
[V], E::' = 9.7[j+ux-see
]was gotten.

Example 5 A 0.3 μI intermediate layer of borac resin rsK-105J (manufactured by Sumitomo Duress) was formed on a conductive polyester film support on which aluminum was vapor-deposited.

Next, 1 part by weight of the following compound (II-3), 5 parts by weight of exemplified compound (1-19), 7 parts by weight of polycarbonate resin [Panlite 1250J, and 100 parts by weight of 1,2-dichloroethane were mixed and dispersed in a sand mill for 10 hours. The dispersion was coated with a blade to form a photosensitive layer having a thickness of 15 μm. The thus obtained photoreceptor was positively corona charged in the same manner as in Example 4, and its initial characteristics were measured, and Va = 128.
0 [V], E:,” = 10.2 [1ux ・5
I got ecl.

(II-3) Example 6 Polyhydroxystyrene resin “Resin MJ” was coated on a conductive support made of an aluminum drum by dip coating.
An intermediate layer having a thickness of 0.5 μm was formed using a material (manufactured by Marukubi Petrochemical Co., Ltd.).

Next, 1 part by weight of the compound (II-1), polyvinyl formal resin [decane formal $20JO0e
ffifi part and 100 parts by weight of 1,2-dichloroethane were dispersed for 10 hours using a sand mill, and a liquid obtained was applied by dip coating to form a CGL having a thickness of 0.25 μm.

Next, a solution containing 2 parts by weight of the above-mentioned Exemplified Compound 1 (I-600), 16 parts by weight of polycarbonate resin "Panlite K-1,300J, and 120 parts by weight of 1,2-dichloroethane" was applied by dip coating to a thickness of 22 μm. A CTL was formed to obtain a photoreceptor of the present invention.

This was installed in the electrophotographic copying machine "U-Bix 1200J (manufactured by Konishiroku Photo Industry Co., Ltd.), and as a result of a live copy test, a good copy image that was unchanged from the initial one was obtained even after 1,000 repetitions. .

(Effects of the Invention) According to the present invention, it is possible to obtain an excellent photoreceptor that has high sensitivity, extremely stable characteristics upon repeated use, and has no toxicity problem.

[Brief explanation of the drawing]

1 to 6 are sectional views showing examples of the mechanical structure of the electrophotographic photoreceptor of the present invention, respectively. 1... Conductive support 2... Carrier generation layer 3.
...Carrier transport layer 4...Photosensitive layer 5...Intermediate layer
6... Layer containing a carrier transport substance 7... Carrier generating substance 8... Protective layer Fig. 1 Fig. 3 Fig. 2

Claims (2)

[Claims] (1) The following general formula [I a] or [
An electrophotographic photoreceptor having a layer containing at least one compound represented by Ib]. General formula [I a] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ General formula [I b] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [In the formula, X is -S-, -O-, -Se-, ▲There are mathematical formulas, chemical formulas, tables, etc.▼, ▲There are mathematical formulas, chemical formulas, tables, etc.▼, represents a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group. R_1 to R_1_0 are hydrogen atoms, alkyl, aryl,
Represents each aralkyl group and a halogen atom. n is 0 or 1. ] (2) The electrophotographic photoreceptor according to claim 1, which has a charge transport layer containing at least one of the compounds represented by the general formula [I a] or [I b] as a charge transport substance.