JP2000181096A - Binder for electrophotographic photoreceptor and electrophotographic photoreceptor - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a binder for an electrophotographic photoreceptor which can maintain superior transparency, solvent solubility and wear resistance over a long time and is superior in practical use and to obtain an electrophotographic photoreceptor using the binder. SOLUTION: This electrophotographic photoreceptor has a photosensitive layer, containing a wear resistant resin consisting of 5-70 wt.% aromatic polyester part, 10-75 wt.% polyester part and 20-85 wt.% polycarbonate part in a chemically bonded state as a binder resin. The wear resistant resin is a copolymer or resin composition obtained by copolymerizing 99.9-90 wt.% polyester carbonate having polymerizable double bonds and 0.1-10 wt.% monomer, having a double bond which is copolymerizable with the polyester carbonate. When the resin is formed as a coating of 25 μm thickness, light transmittance in the region of 400-800 nm is 85% or higher. The resin has 10 wt.% or higher solubility to chloroform, etc., at 25 deg.C and 200 cp or lower viscosity in 10 wt.% dissolution in chloroform at 25 deg.C.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a binder for an electrophotographic photosensitive member using a wear-resistant resin and an electrophotographic photosensitive member.

[0002]

2. Description of the Related Art In recent years, resins for coatings having transparency and abrasion resistance have been used in various applications such as electric, electronic and mechanical fields, and the demand has been increasing year by year particularly as binder resins for organic photoreceptors. It is known that an organic photoreceptor has good processability and is advantageous in terms of manufacturing cost as an electrophotographic photoreceptor, and has a high degree of freedom in functional design. Usually, an organic photoreceptor has a photosensitive layer formed on a conductive substrate, and the photosensitive layer includes a charge generation material that generates charges by light irradiation, a charge transfer material that transfers generated charges, and a binder resin. A single-layer photosensitive layer containing a charge-generating layer, a charge-generating layer having a charge-generating material and a binder resin, and a charge-transferring layer having a charge-transporting material and a binder resin are known. Have been.

[0003] It has been widely practiced to coat the surfaces of materials such as metals with resin. As the method, there are a method in which a resin is melted by heat to coat a material, and a method in which a resin is dissolved in a solvent to form a solution, and then applied to the material and dried. However, the method of melting the resin by heat and coating the material is limited to thermoplastic resin, and it is difficult to control degradation of the resin, resin thickness, addition of additives, including decomposition by heat. It is. On the other hand, a method in which a resin is dissolved in a solvent to form a solution, and then applied to a material and dried, is a widely used method because it is easy to control the film thickness and to add an additive. Transparency and abrasion-resistant coating film resins used in the fields of electricity, electronics, and machinery have high utility and various studies have been conducted.

On the other hand, in an electrophotographic process, corona charging, development with toner, transfer, and cleaning steps are repeatedly performed. Therefore, a photosensitive layer used for this step has abrasion resistance against light, electric and mechanical actions, It is required that the composition has excellent scratch resistance, durability, and that the photosensitive properties, charging properties, and the like do not deteriorate even when repeatedly used in various environments.

Copiers and printers using organic photoconductors instead of conventional inorganic photoconductors are increasing year by year. This organic photoreceptor has sensitivity over a wide range of wavelengths from 400 to 800 nm, has higher sensitivity than inorganic photoreceptors, and is inexpensive to manufacture. However, inorganic photoreceptors a-Si and a-Se based As compared with the photoreceptor, the mechanical durability is low and the photoreceptor is liable to be worn, thereby causing a reduction in sensitivity. It is not an exaggeration to say that the abrasion resistance and the abrasion resistance are almost determined by the selection of the binder resin, but at present, the friction resistance is limited in practical use. Therefore, improvement in wear resistance has been strongly demanded.

As a method for improving the abrasion resistance of an electrophotographic photosensitive member, various olefin-based and engineering plastic-based binder resins have been studied, and some of them have been tried by blending different resins. As other methods, a binder resin having abrasion-resistant silicon resin or fluororesin dispersed therein, heat, using a photocurable resin,
Various studies have been made, such as an electrophotographic photoreceptor having a protective layer as the outermost layer, a charge transfer layer divided into two layers, and a resin having wear resistance being used as the outermost layer. However,
Conventionally known electrophotographic photoreceptors have not been sufficiently satisfactory, such as inferior electrical properties, even if the abrasion resistance is improved.

Further, various olefin-based and engineering plastic-based binder resins have been studied, and it is known that bisphenol A-type polycarbonate exhibits excellent properties in terms of abrasion resistance, charging characteristics, sensitivity, residual potential and the like. I have.
However, since the bisphenol A-type polycarbonate has high crystallinity of the polymer, the solution is liable to gel and has a drawback that it cannot be used in about 1 to 4 days. In addition, when a film is formed by coating, crystalline polycarbonate is precipitated on the film surface during the formation of a coating film, and a convex portion is likely to be formed, toner adheres, and an image defect due to poor cleaning is easily generated. Therefore, bisphenol Z-type polycarbonates with suppressed crystallinity were studied, and the solution became less likely to gel. However, bisphenol Z-type polycarbonate has poor hole transport properties because of poor compatibility and dispersibility with the hole transport agent. Further, there is a disadvantage that the adhesiveness to a conductive substrate such as aluminum is poor, so that the adhesive comes off during repeated use.

For example, Japanese Patent Application Laid-Open No. 5-34951 discloses a method in which different resins are blended and used as a binder resin.
JP-A-6-273948 discloses a blend of a polycarbonate and a polyester, JP-A-6-289629 discloses a polycarbonate and a polyester, and JP-A-6-273948 discloses a blend of a bisphenol Z-type polycarbonate and an etherimide or urethane or a polyarylate. JP-A 1-282558, a blend of polycarbonate and polyester, JP-A 57-4051, a blend of polycarbonate and polystyrene-acrylate, 63
JP-293548 discloses the use of a blend of polystyrene-acrylonitrile and polyphenylene oxide as a binder resin. However, these blend-based binder resins are limited in the coating solvent, and each has a different compatibility between the resin and the solvent.
When left for a long time, phase separation occurred, and the stability of the coating solution was not sufficient.

Japanese Patent Application Laid-Open No. 63-65449 discloses the use of a binder resin in which silicon resin or fluorine resin having wear resistance is dispersed. However, the silicone resin and the fluororesin have poor compatibility with the charge transfer agent and the binder resin, the opacity of the charge transfer layer occurs, the light transmittance of the opaque portion becomes uneven, and the background stain due to the sensitivity unevenness occurs. There is a problem that.

Further, Japanese Patent Application Laid-Open No. 58-17448 discloses the use of a thermosetting resin such as urethane or epoxy as a binder resin. JP-A-5-40358 discloses that epoxy is photocured and used as a binder resin. Japanese Patent Application Laid-Open No. H4-206651 discloses that an acrylic polymerizable monomer is photocured from a photoinitiator and used as a binder resin. However, there are problems such as the reaction deterioration of the charge generating agent and the charge transfer agent at the time of curing, and by-products such as unreacted functional groups and polymerization initiators remaining as impurities, leading to deterioration of electric characteristics. JP-A-1-129951, JP-A-2-158746, and JP-A-5-216249 disclose that a protective layer is provided on the outermost layer of an electrophotographic photosensitive member to improve wear resistance. .
Japanese Patent Application Laid-Open No. Hei 5-72751 discloses a method in which a charge transfer layer is divided into two layers and a resin having wear resistance is used for the outermost layer. However, the protective layer or the charge transfer layer provided with the outermost layer divided into two layers is considered to be caused by unstable charging due to disorder of the interface between layers, accumulation of residual potential due to continuous repetition, and scratches. There is a problem that white stripes, black stripes, and the like are easily generated.

Further, various modified polycarbonates can be used, as disclosed in JP-A-60-172044 and JP-A-62-247.
No. 374, JP-A-63-148263, JP-A-1-77551
JP, JP-A-2-254458, JP-A-2-25459, JP-A-3-63651, JP-A-3-150571, JP-A-4-179961, JP-A-5-3584 , JP 5-80
No. 548, Japanese Unexamined Patent Publication No. 5-142800, Japanese Unexamined Patent Publication No. 5-229654, disclosed in Japanese Unexamined Patent Publication No. 5-345599,
It is not yet at a satisfactory level.

WO 98/10005 proposes a resin composition comprising a polyester carbonate-based copolymer as a material having excellent abrasion resistance. However, a higher abrasion resistance is required depending on the form of use. There is.
For this reason, an attempt was made to increase the molecular weight of the polyester carbonate-based copolymer, but there was a problem that the solution viscosity became too high and coating became difficult.

[0013]

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide an electrophotographic photoreceptor which is excellent in transparency, excellent in solvent solubility, easy to handle by lowering the viscosity, and particularly excellent in abrasion resistance. An object of the present invention is to provide a binder and a practically excellent electrophotographic photosensitive member that maintains excellent transparency, solvent solubility and abrasion resistance for a long time.

[0014]

The inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, the polyester carbonate-based abrasion-resistant resin has improved transparency, solvent solubility, low viscosity and low resistance. It has been found that the abrasion resistance is excellent and that it is suitably used as a binder resin for an electrophotographic photoreceptor, and that an electrophotographic photoreceptor manufactured using the same is excellent in abrasion resistance. I came to.

That is, the present invention relates to an electrophotographic photoreceptor having a photosensitive layer on a conductive substrate, wherein the photosensitive layer comprises a binder resin containing an aromatic dicarboxylic acid residue and an aromatic diol residue as main components. 5 to 70% by weight of an aromatic polyester part (A) composed of an aromatic dicarboxylic acid residue or a polyester part composed of a condensed part mainly composed of an aliphatic dicarboxylic acid residue and an aliphatic diol residue (B) 10 to 75% by weight and 20 to 85% by weight of a polycarbonate part (C) composed of a condensed part mainly composed of an aromatic dicarboxylic acid residue and a carbonic acid residue. Polyester carbonate (D) having a bonded and polymerizable double bond, 99.9 to 9
A copolymer or resin composition obtained by copolymerizing 0% by weight and 0.1 to 10% by weight of a monomer (E) having a double bond copolymerizable therewith, and When the coating film has a thickness of 25 μm, the light transmittance in the region of 400 to 800 nm is 85% or more, and the solubility in chloroform, methylene chloride and tetrahydrofuran at 25 ° C. is 10%.
An electrophotographic photoreceptor characterized in that it contains an abrasion-resistant resin having a viscosity of 200 cp or less when dissolved in chloroform at 25 ° C and 10 wt% of chloroform at 25 ° C.

The photosensitive layer of the electrophotographic photosensitive member has a laminated structure of a charge generation layer and a charge transfer layer, and the charge transfer layer comprises:
Preferably electron-donating or electron-accepting, the charge generating layer is a phthalocyanine as a charge generating agent, an agent selected from azo dyes and perylenes, and a triphenylamine, a styryl as a charge transfer agent, It is preferable to contain a drug selected from hydrazones and butadiene, and the abrasion-resistant resin according to claim 1 as a binder resin.

Further, the present invention is a binder resin for an electrophotographic photosensitive member comprising the above-mentioned abrasion-resistant resin.

Hereinafter, the abrasion-resistant resin used as the binder resin (sometimes abbreviated as binder resin) for the electrophotographic photosensitive member of the present invention will be described.

The wear-resistant resin used in the present invention basically comprises an aromatic polyester part (A), a polyester part (B) and a polycarbonate part (C), and these parts are chemically bonded. And copolymerizable 2
Polyester carbonate resin having a heavy bond (D)
And a monomer (E) having a double bond copolymerizable therewith
Is a copolymer or a resin composition obtained by copolymerizing the above and has the specific properties described below.

First, the aromatic polyester portion (A) is composed of a condensation polymerization portion (ester bond) containing an aromatic dicarboxylic acid residue and an aromatic diol residue as main components.

Examples of the aromatic dicarboxylic acid compound (including acids, derivatives such as acid anhydrides and acid halides; the same applies hereinafter) which are the raw materials for the aromatic dicarboxylic acid residues include terephthalic acid, isophthalic acid, and the like. Orthophthalic acid, 1,4-naphthalenedicarboxylic acid, 2,3-naphthalenedicarboxylic acid, 2,
Examples thereof include compounds such as 6-naphthalenedicarboxylic acid, 2,7-naphthalenedicarboxylic acid, and diphenic acid, which may be used alone or in combination of two or more. Among them, a mixture of terephthalic acid and isophthalic acid in a ratio of 25/75 to 75/25 is preferable.

Examples of the aromatic diol compound serving as a raw material of the aromatic diol residue include 2,2'-bis (4-hydroxyphenyl) propane (hereinafter abbreviated as bisphenol A) and 4,4'- (1-methyl-ethylidene) bis (2-methylphenol) (hereinafter abbreviated as bisphenol C), 4,4'-cyclohexylidenebisphenol (hereinafter abbreviated as bisphenol Z), 4,4'-ethylidenebisphenol , 4,4'-methylidenebis (2,6-dimethylphenol), 4,4 '-(1,3-dimethylbutylidene) bisphenol, 4,4'-(1-methylethylidene) bis (2,6-dimethyl Phenol), 4,4 '-(1-phenylethylidene) bisphenol, 5,5'-(1-methylethylidene) (1,1'-biphenyl) -2-ol, (1,1'-biphenyl) -4 , 4'-diol,
4,4'-methylenebisphenol, 4,4'-methylenebis
(2-methylphenol), 4,4 '-(1-methyl-propylidene) bisphenol, 4,4'-(2-methyl-propylidene)
Bisphenol, 4,4 '-(phenylmethylene) bisphenol, 4,4'-cyclohexylidenebis (3-methylphenol), 4,4'-(9H-fluoren-9-ylidene) bisphenol, 5,5'- (1,1'-cyclohexylidene) bis (1,
1'-biphenyl) -2-ol, 4,4'-oxybisphenol, bis (4-hydroxy-phenyl) methanone, 4,4'-
(Diphenyl-methylene) bisphenol, 4,4'-propylidenebisphenol, 4,4 '-(1-ethylethylidene)
Bisphenol, 4,4 '-(3-methylbutylidene) bisphenol, 4,4'-cyclopentylidenebisphenol, 4,
4'-cyclopentylidenebis (2-methylphenol),
2,2-bis (3,5-dichloro-4-hydroxyphenyl) propane, 2,2-bis (3,5-dibromo-4-hydroxyphenyl) propane, 2,2-bis (3-methyl-4- (Hydroxyphenyl) propane, 2,2-bis (3-chloro-4-hydroxyphenyl) propane, 2,2-bis (3-bromo-4-hydroxyphenyl) propane, 1,1,1,3,3,3 -Hexafluoro -2,
Aromatic compounds such as 2-bis (4-hydroxyphenyl) propane, 4,4'-biphenol, 3,3 ', 5,5'-tetramethyl-4,4'-dihydroxybiphenyl and 4,4'-dihydroxybenzophenone And diols. These may be used alone or in combination of two or more. Particularly, bisphenol A, bisphenol C and bisphenol Z are preferably used.

Next, the polyester part (B) is composed of a condensation polymerization part (ester bond) containing an aromatic dicarboxylic acid residue or an aliphatic dicarboxylic acid residue and an aliphatic diol residue as main components.

Examples of the aliphatic dicarboxylic acid compound serving as a raw material for the aliphatic dicarboxylic acid residue include adipic acid,
Compounds such as aliphatic dicarboxylic acids such as vimelic acid, sebacic acid, malonic acid, succinic acid, malic acid and citric acid may be used, and these may be used alone or in combination of two or more. .

Examples of the aromatic dicarboxylic acid compound as a raw material of the aromatic dicarboxylic acid residue include terephthalic acid, isophthalic acid, orthophthalic acid, 1,4-naphthalenedicarboxylic acid, 2,3-naphthalenedicarboxylic acid, And compounds such as 2,6-naphthalenedicarboxylic acid, 2,7-naphthalenedicarboxylic acid and diphenic acid. These may be used alone or in combination of two or more. Above all,
Terephthalic acid is preferably used. The aromatic dicarboxylic acid and the aliphatic dicarboxylic acid may be either one or both.

Examples of the aliphatic diol compound serving as a raw material for the aliphatic diol residue include aliphatic diols such as ethylene glycol, propylene glycol, 1,4-butanediol, pentamethylene glycol, and hydrogenated bisphenol A. These may be used alone or in combination of two or more. In particular, ethylene glycol and 1,4-butanediol are preferably used.

Next, the polycarbonate part (C) is composed of a condensation polymerization part (carbonate bond) mainly containing an aromatic diol residue and a carbonic acid residue.

Examples of the aromatic diol compound serving as a raw material of the aromatic diol residue include bisphenol A, bisphenol C, bisphenol Z, 4,4'-ethylidenebisphenol, 4,4'-methylidenebis (2,6-dimethyl Phenol), 4,4 '-(1,3-dimethylbutylidene) bisphenol, 4,4'-(1-methylethylidene) bis (2,6-dimethylphenol), 4,4 '-(1-phenylethylidene) ) Bisphenol, 5,5 '-(1-methylethylidene) (1,1'-biphenyl) -2-ol, (1,1'-biphenyl 4'-methylenebisphenol, 4,4'-methylenebis (2-methyl Phenol), 4,4 '-(1-methyl-propylidene) bisphenol, 4,4'-(2-methyl-propylidene) bisphenol,
4,4 '-(phenylmethylene) bisphenol, 4,4'-cyclohexylidenebis (3-methylphenol), 4,4'-(9
H-fluorene-9-ylidene) bisphenol, 5,5'-
(1,1'-cyclohexylidene) bis (1,1'-biphenyl)
2-ol, 4,4'-oxybisphenol, bis (4-hydroxy-phenyl) methanone, 4,4 '-(diphenyl-methylene) bisphenol, 4,4'-propylidenebisphenol, 4,4'-( 1-ethylethylidene) bisphenol,
4,4 '-(3-methylbutylidene) bisphenol, 4,4'-cyclopentylidenebisphenol, 4,4'-cyclopentylidenebis (2-methylphenol), 2,2-bis (3,5- Dichloro-4-hydroxyphenyl) propane, 2,2-bis
(3,5-dibromo-4-hydroxyphenyl) propane, 2,
2-bis (3-methyl-4-hydroxyphenyl) propane,
2,2-bis (2-chloro-4-hydroxyphenyl) propane, 2,2-bis (3-bromo-4-hydroxyphenyl) propane, 1,1,1,3,3,3-hexafluoro-2 , 2-bis (4-hydroxyphenyl) propane, 4,4'-biphenol, 3,
3 ', 5,5'-tetramethyl-4,4'-dihydroxybiphenyl,
And aromatic diols such as 4,4'-dihydroxybenzophenone. These may be used alone or 2
More than one type may be used in combination. In particular, bisphenol A,
Bisphenol C and bisphenol Z are preferably used.

In the polyester carbonate resin part composed of the above-mentioned structural units (A), (B) and (C), the structural unit (A) contains 5 to 70% by weight, preferably 20 to 50% by weight. , (B) 10-75% by weight, preferably 20-50% by weight, and (C) 20-85% by weight, preferably 30-60% by weight. Each structural unit can exist at any position, but preferably exists as one or more blocks.

The polyester carbonate resin (PEC) for providing the polyester carbonate resin part can be obtained by a known method, but preferably, an aromatic polyester resin (polyarylate), a polyester resin and a polycarbonate resin are mixed in a predetermined manner. This is a method of producing by melt-kneading at a ratio. That is, by melt-kneading these resins, a transesterification reaction is induced between the ester bond of the aromatic polyester resin and the polyester resin and the carbonate bond of the polycarbonate resin, thereby forming a polyester carbonate resin (PEC).

As the melt kneading method, for example, a reaction vessel equipped with a stirring blade, a general extruder, an injection molding machine, a Brabender, a kneader, a Banbury mixer, etc. can be used. The melt-kneading temperature is not lower than the glass transition temperature of these resins, and is preferably 50 ° C. or higher than the glass transition temperature in order to sufficiently plasticize these resins.

At this time, a known ester polymerization catalyst may be added in order to promote the transesterification reaction between the aromatic polyester resin, the polyester resin and the polycarbonate resin. Specific examples of the ester polymerization catalyst include Na,
Examples include metal acetates such as Mg, Zn, Cd, Ti, Pb, Sb, and Sn, alkoxides, and hydroxides. Specific examples include zinc acetate, magnesium acetate, antimony acetate, germanium acetate, lead monoxide, lead dioxide, tetramethyl titanate, tetraethyl titanate, and the like. This addition method is not particularly limited. The amount of the transesterification catalyst added is 3% by weight or less, preferably 0.5% by weight or less based on the total amount of the resin. If this exceeds 3% by weight, the color tone of the copolymer resin may be deteriorated.

When the above catalyst is used, a known catalyst deactivator can be added to prevent a side reaction after the reaction. These deactivators may be any compounds that can suppress the function of decomposing an ester bond or a carbonate bond, and specifically a phosphorus compound. Examples of the phosphorus compound include orthophosphoric acid, phosphonic acid, and phosphite, and among them, phosphite is most preferably used. Specific examples of phosphites include alkyl phosphites, aryl phosphites, alkyl aryl phosphites, diphosphites, polyphosphites, thiophosphites, and the like. Specific examples of these include diisooctyl phosphite. , Distearyl phosphite, triisodecyl phosphite, triisooctyl phosphite, trilauryl phosphite, tristeolyl phosphite, diphenyl phosphite, triphenyl phosphite, phenyl diisodecyl phosphite and the like. The method for adding the catalyst deactivator is not particularly limited, but preferably the catalyst, the aromatic polyester resin, the polyester resin, and the polycarbonate resin are sufficiently reacted in the first step, and then the second step is performed. It is preferable to add a deactivator to deactivate the catalyst. In addition, as long as the progress of the transesterification reaction is not impaired, known resin additives such as a heat stabilizer, an antioxidant, and a release agent can be added at the time of melt-kneading.

The polyester carbonate (D) having a polymerizable double bond part used in the present invention is, for example, a polyester carbonate resin part which has one or more double bond parts at any position, preferably at the terminal thereof. Good.
Preferably, it has an average of 1 to 2 double bonds per molecule.

This polyester carbonate (D) is
The polyester carbonate resin (P
The method obtained by introducing a compound having a polymerizable double bond via a functional group capable of reacting with the terminal functional group of EC) is the simplest method, but is not limited thereto.

For example, if at least one terminal of the polyester carbonate resin (PEC) is an OH group,
A known esterification method of a polyester carbonate resin (PEC) and a vinyl compound capable of reacting with an OH group, for example, an acid having a double bond such as methacrylic acid or acrylic acid or a derivative thereof such as an acid anhydride or acid chloride. To give a polyester carbonate (D) having a double bond.

Further, polyester carbonate resin (P
EC) if at least one end of the group is a COOH group,
A method of introducing a derivative such as vinylamine by a known amidation method is also possible. Then, it is possible to introduce a double bond into both ends by aligning the end of the polyester carbonate resin (PEC) with either the OH group or the COOH group or by performing the reaction in two steps. It is enough to introduce.

The abrasion-resistant resin used in the present invention can be obtained by copolymerizing the polyester carbonate (D) and a monomer (E) copolymerizable therewith. The ratio of the polyester carbonate (D) to the monomer (E) is as follows: (D) is 99.9 to 90% by weight;
Is 0.1 to 10% by weight, preferably 0.2 to 8% by weight.

The copolymerization method may be a radical polymerization method using a solvent in which the polyester carbonate (D) is dissolved under the condition of adding or not adding a known radical polymerization initiator, or a method using a known ionic polymerization initiator. Copolymerization can be performed by a known method such as a method by ionic polymerization to be performed.

The monomers (E) used for the copolymerization include styrene derivatives such as styrene, α-methylstyrene and p-methylstyrene, methacrylic esters such as methacrylic acid and methyl methacrylate, acrylic acid, acrylic acid and the like. Acrylates such as methyl acrylate and butyl acrylate; and monomers having a copolymerizable double bond such as vinyl acetate, acrylonitrile, and butadiene. These may be used alone or in combination with two or more. The above may be used in combination. It is preferred that the double bonds of the monomer (E) and the polyester carbonate (D) are copolymerized randomly so that the reactivity of the double bonds does not greatly differ.

The copolymer resin obtained in this manner is obtained by copolymerizing with the monomer (E) having a double bond copolymerizable with the polyester carbonate (D), thereby obtaining the polyester carbonate (D). And a polymer part (En) generated from the monomer (E) are bonded. There is no particular limitation on the bonding structure, but it is preferable that one or two or more polyester carbonates (D) are bonded to the polymer portion (En). That is, if the constituent components of the copolymer are represented by D and E, respectively, it is preferable that the copolymer has the following structure, for example. En- (Dm-En) q-Dm Here, n, m and q independently represent 0 or an integer of 1 or more, but all of n, m and q do not become 0. In addition, both terminals can be D or E. Also, D
Is a number average molecular weight (Mn) of 1,000 to 100,00
0, and preferably in the range of 5,000 to 50,000, so that D is a long chain, and a polyester carbonate resin which forms D in a chain composed of a double bond of E and D. It shows a structure in which a part is grafted.

The abrasion-resistant resin of the present invention may be composed of only the above-mentioned copolymer. However, depending on the copolymerization conditions, a resin composition containing a polyester carbonate resin and a homopolymer of the monomer (E) may be used. It can also be.

When the content of the aromatic polyester resin part (A) in the polyester carbonate constituting the abrasion-resistant resin used in the present invention is less than 5% by weight, the obtained resin has high crystallinity and the transparency of the coating film is high. If it exceeds 70% by weight, the effect of improving wear resistance is reduced. If the amount of the polyester resin portion (B) is less than 10% by weight, the effect of improving abrasion resistance is reduced. When the content of the polycarbonate resin part (C) is less than 20% by weight, coloring derived from an ester bond of the copolymer resin may be increased, and the use thereof is limited.
If it exceeds 85% by weight, the effect of improving wear resistance is reduced.
When the amount of the polymer part (En) derived from the monomer (E) exceeds 10% by weight, the abrasion resistance effect decreases and the viscosity also increases. In this case, homogeneity of the monomer (E) is generated, or the chain length is increased, so that the compatibility is lowered and the transparency is lowered. On the other hand, if it is less than 0.1% by weight, the wear resistance is reduced.

The wear-resistant resin used in the present invention preferably has a number average molecular weight (Mn) of 10,000 to 700,000. The number average molecular weight greatly affects the mechanical strength and abrasion resistance of the molded product. If the number average molecular weight is too low, the mechanical strength and abrasion resistance decrease.On the contrary, if the number average molecular weight is too high, the solution viscosity increases, and the coating viscosity increases. Work becomes difficult. The number average molecular weight is preferably 20,000 or more, more preferably 10
It is between 000 and 600,000. The number average molecular weight (M) of the polyester carbonate resin part (PEC)
n) is preferably about 1/2 to 1/30 thereof.

The abrasion-resistant resin used in the present invention has the above-mentioned constitution and needs to have the following specific physical properties.

First, the wear resistant resin used in the present invention needs to have a light transmittance of 85% or more. In the present invention, the light transmittance refers to a transmittance when a coating film having a thickness of 25 μm is measured in a wavelength region of 400 to 800 nm. If the light transmittance is less than 85%, application to optical applications becomes difficult. In order to improve the light transmittance, the ratio of the component derived from the monomer (E) in the abrasion-resistant resin is involved. If the ratio is large, the transmittance is reduced.

In the wear-resistant resin of the present invention,
The solubility must be 10% by weight or more. In the present invention, the solubility refers to the amount of the abrasion-resistant resin dissolved in any of chloroform, methylene chloride and tetrahydrofuran at 25 ° C. In resin coating applications, the higher the solubility of the resin in the solvent, the easier it is to control the film thickness. Usually, a chlorine-based solvent such as methylene chloride or chloroform is used as a coating solvent for the polyarylate and the polycarbonate. Therefore, it is preferable that the abrasion-resistant resin of the present invention is also dissolved in these solvents. In addition, with the recent movement of using dehalogenated solvents, solubility in tetrahydrofuran and the like is also required. In order to improve the solvent solubility, it is not so strict as to improve the light transmittance, but the polyester part having poor solvent solubility is introduced into the composition so as to be a copolymer, and the insoluble part is not present. Is essential.

Further, the abrasion-resistant resin of the present invention has a viscosity of 20 wt.
It must be 0 cp or less. If the viscosity exceeds 200 cp, the workability during coating decreases.

The abrasion-resistant resin of the present invention can be mixed with various resin additives as needed to form a binder. These resin additives include heat stabilizers, antioxidants, light stabilizers, release agents, lubricants, pigments, flame retardants, plasticizers, antistatic agents, antibacterial antifungal agents, charge generators, charge transfer agents. And the like. In addition, a fiber reinforcing agent such as glass fiber, metal fiber, potassium whisker, carbon fiber, filler such as talc, calcium carbonate, mica, glass flake, milled fiber, metal flake, metal powder, etc. Is also good.

Next, a method for forming a coating film of a wear-resistant resin used in the present invention will be described. As a method of coating the wear-resistant resin of the present invention, there is a method of melting the resin by heat and coating the material, and a method of dissolving the resin in a solvent to form a solution, then applying and drying the material, Either method may be used. The coating can be performed using various known coating apparatuses, and specifically, an applicator, a spray coater, a bar coater, a chip coater, a roll coater, a dip coater, a doctor blade, or the like can be used. This coating film has a thickness of 25 μm and is 400 to
The minimum light transmittance in the 800 nm region is 85% or more.

Hereinafter, the electrophotographic photosensitive member of the present invention will be described. The binder resin for an electrophotographic photoreceptor of the present invention,
As long as it is used as a binder resin in the single-layer type and laminated type photoreceptors, it can be applied to various known types of electrophotographic photoreceptors. Preferably, the photosensitive layer is used as a binder resin for a charge transfer layer in a laminated electrophotographic photosensitive member having at least one charge generation layer and at least one charge transfer layer.

In the electrophotographic photoreceptor of the present invention, at least the abrasion-resistant resin of the present invention may be contained in the photosensitive layer as a binder resin, and may be used in combination with another binder resin. In this case, the other binder resin can be used in an appropriate amount as long as the wear resistance and the transparency, which are the objects of the present invention, are not impaired.

Examples of such a binder resin include styrene-based polymers, styrene-butadiene copolymers, styrene-acrylonitrile copolymers, styrene-
Maleic acid copolymer, acrylic copolymer, styrene
Acrylic copolymer, ethylene-vinyl acetate copolymer,
Polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, polyester, polyamide, polyurethane, polycarbonate, polyarylate, epoxy resin, polysulfone,
Diallyl phthalate resin, silicone resin, ketone resin,
Examples thereof include a polyvinyl butyral resin, a polyether resin, a phenol resin, and a photocurable resin such as an epoxy acrylate and a urethane acrylate. Incidentally, a photoconductive polymer such as poly-N-vinylcarbazole which can also be used as a charge transfer agent can be used as a binder resin, and an additive such as an antioxidant may be added as necessary.

As the conductive substrate material used for the electrophotographic photoreceptor of the present invention, various conventionally known materials can be used, for example, a metal plate such as aluminum, brass, copper, nickel or steel; Aluminum, nickel, on a drum or metal sheet or plastic sheet
A conductive material such as chromium, palladium, graphite or the like, which is coated by vapor deposition, sputtering, coating or the like, and subjected to a conductive treatment; a metal drum surface treated with a metal oxide by electrode oxidation or the like; or a glass or plastic plate; A substrate obtained by subjecting a substrate such as cloth or paper to a conductive treatment can be used.

The charge generating layer of the multi-layer type electrophotographic photoreceptor has at least a charge generating material, and the charge generating layer is formed by depositing a layer of the charge generating material on a base substrate by vacuum evaporation, sputtering, or the like. It can be formed by, for example, forming a layer in which a charge generation substance is bound using a binder resin on a substrate serving as a base thereof. As a method for forming the charge generation layer using a binder resin, various methods such as a known method can be used.In general, for example, a coating liquid in which a charge generation material is dispersed or dissolved in a suitable solvent together with a binder resin is used. For example, a method in which the composition is applied on a substrate serving as a predetermined base and dried is used.

As the charge-generating substance, various substances such as known substances can be used. For example, selenium alone such as amorphous selenium and trigonal selenium, selenium alloys such as selenium-tellurium, and selenium such as As ₂ Se ₃ Compounds or selenium-containing compositions, zinc oxide, inorganic materials comprising Group II and IV elements such as CdS-Se, oxide semiconductors such as titanium oxide, inorganic materials such as silicon-based materials such as amorphous silicon, Organic materials such as metal or non-metal phthalocyanine, cyanine, anthracene, bisazo compound, pyrene, perylene, pyrylium salt, thiapyrylium salt, polyvinyl carbazole, squarium pigment and the like can be mentioned. These may be used alone or in combination of two or more.

The binder resin in the charge generation layer is not particularly limited, and various resins such as known ones can be used. For example, a styrene-based polymer, a styrene-butadiene copolymer, a styrene-acrylonitrile copolymer, Styrene-maleic acid copolymer, acrylic copolymer, styrene-acrylic copolymer, ethylene-vinyl acetate copolymer, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, polyester, polyamide, polyurethane, polycarbonate For example, a polyarylate, an epoxy resin, a polysulfone, a diallyl phthalate resin, a silicon resin, a ketone resin, a polyvinyl butyral resin, a polyether resin, a phenol resin, and a photocurable resin such as an epoxy acrylate or a urethane acrylate can be used. As the binder resin in the charge generation layer, it is preferable to use the wear-resistant resin of the present invention.

The mixing ratio (weight ratio) between the charge generating substance and the binder resin is preferably from 20: 1 to 1:20. Also,
The thickness of the charge generation layer is generally set in the range of 0.01 to 5 μm, preferably 0.05 to 2.0 μm.

Next, the charge transfer layer can be obtained by forming a layer formed by binding a charge transfer substance to a binder resin on a base substrate. As a method for forming the charge transfer layer using a binder resin, a known method may be used, but usually, for example, a coating liquid in which a charge transfer material is dispersed or dissolved in a suitable solvent together with a binder resin is used as a predetermined base substrate And a method of drying the composition.

The binder resin of the present invention is used for the charge transfer layer. In this case, the binder resin may be used alone or in combination of two or more. Further, other binder resins can be used in combination with the abrasion-resistant resin of the present invention as long as the object of the present invention is not impaired. However, it is preferable that the amount is not more than 50% by weight of the binder resin.

Examples of the charge transfer material used in the electrophotographic photoreceptor of the present invention include, for example, conventionally used electron transfer materials and hole transfer materials. Specific examples of the electron transfer material include, for example, chloranil, bromanyl, 2,2-dichloro-5,6-dicyano-p-benzoquinone, tetracyanoethylene, tetracyanoquinodimethane, 2,4,7-trinitro-9
-Fluorenone, 2,4,5,7-tetranitro-9-fluorenone, 2,4,7-trinitro-9-dicyanomethylenefluorenone, 2,4,5,7-tetranitroxanthone, 2,4,9-triol Nitrothioxanthone or 3,5-dimethyl-3 ', 5'-di
Examples thereof include electron withdrawing substances such as diphenoquinone derivatives such as -t-butyl-4,4'-diphenoquinone, and those obtained by increasing the molecular weight of these electron withdrawing substances. These may be used alone or in combination of two or more.

The hole-transporting substances include pyrene, N-ethylcarbazole, N-isopropylcarbazole, N-methyl-N-phenylhydrazino-3-methylidene-9-ethylcarbazole, N, N-diphenylhydrazino- 3-methylidene
-9-ethylcarbazole, N, N-diphenylhydrazino-
3-methylidene-10-ethylphenothiazine, N, N-diphenylhydrazino-3-methylidene-10-ethylphenoxazine, p-diethylaminobenzaldehyde -N, N-diphenylhydrazone, p-diethylaminobenzaldehyde -N-
α-Naphthyl-N-phenylhydrazone, p-pyrrolidinobenzaldehyde-N, N-diphenylhydrazone, 1,3,3-trimethylindolenine-ω-aldehyde-N, N-diphenylhydrazone, p-diethylbenzaldehyde-3- Methylbenzthiazolinone-2-hydrazone, 1-phenyl-1,2,
3,4-tetrahydroquinol-6-carboxaldehyde-
Hydrazones such as 1 ', 1'-diphenylhydrazone, 2,5-bis (p-diethylaminophenyl) -1,3,4-oxadiazole, 1-phenyl-3- (p-diethylaminostyryl) -5- (p-
Diethylaminophenyl) pyrazoline, 1- [quinolyl
(2)]-3- (p-Diethylaminostyryl) -5- (p-diethylaminophenyl) pyrazoline, 1- [Lepidyl (2)]-3- (p-diethylaminostyryl) -5- (p-diethylaminophenyl) Pyrazoline, 1- [6-methoxy-pyridyl (2)]-3- (p-
Diethylaminostyryl) -5- (p-diethylaminophenyl) pyrazoline, 1- [pyridyl (5)]-3- (p-diethylaminophenyl) pyrazoline, 1- [pyridyl (2)]-3- (p-diethylaminostyryl) -5- (p-diethylaminophenyl)
Pyrazoline, 1- [pyridyl (2)]-3- (p-diethylaminostyryl) -4-methyl-5- (p-diethylaminophenyl) pyrazoline, 1- [pyridyl (2)]-3- (α-methyl- (p-diethylaminostyryl) -5- (p-diethylaminophenyl) pyrazoline, 1-phenyl-3- (p-diethylaminostyryl) -4-
Methyl-5- (p-diethylaminophenyl) pyrazoline, 1-
Phenyl-3- (α-benzyl-diethylaminostyryl)
Pyrazolines such as -5- (p-diethylaminophenyl) pyrazolin and spiropyrazolin, 2- (p-diethylaminostyryl) -δ-diethylaminobenzoxazole, 2- (p-
Oxazole compounds such as diethylaminophenyl) -4- (p-diethylaminophenyl) -5- (2-chlorophyll) oxazole, thiazole compounds such as 2- (p-diethylaminostyryl) -6-diethylaminobenzothiazole, bis (4 Triethylmethane compounds such as -diethylamino-2-methylphenyl) phenylmethane; 1,1-bis (4-N, N
-Diethylamino-2-methylphenyl) heptane, 1,1,
Polyarylamines such as 2,2-tetrakis (4-N, N-diethylamino-2-methylphenyl) ethane, N, N'-diphenyl-N, N'-bis- (methylphenyl) benzidine, N, N '-
Diphenyl-N, N'-bis- (ethylphenyl) benzidine,
N, N'-diphenyl-N, N'-bis- (propylphenyl) benzidine, N, N'-diphenyl-N, N'-bis- (butylphenyl) benzidine, N, N'-diphenyl-N, N '-Bis- (isopropylphenyl) benzidine, N, N'-diphenyl-N, N'-
Bis- (t-butylphenyl) benzidine, N, N'-diphenyl-N, N'-bis- (chlorophenyl) benzidine and other benzidine compounds, α-phenylstilbene and other styryl compounds, butadiene-based compounds, Phenylamine, poly-N-vinylcarbazole, polyvinylpyrene, polyvinylanthracene, polyvinylacridine,
Examples thereof include poly-9-vinylphenylanthracene, organic polysilane, pyrene-formaldehyde resin, and ethylcarbazole-formaldehyde resin.
These may be used alone or in combination of two or more.

The mixing ratio (weight ratio) of the charge transfer material to the binder resin is preferably from 10: 1 to 1: 5. The thickness of the charge transfer layer is generally set in the range of 5 to 50 μm, preferably 10 to 30 μm.

Solvents used for forming the charge generation layer and the charge transfer layer include, for example, aromatic solvents such as benzene, toluene, xylene and chlorobenzene, ketones such as acetone, methyl ethyl ketone and cyclohexanone, methanol, ethanol and isopropanol. Alcohols such as ethyl acetate, esters such as ethyl cellosolve, carbon tetrachloride, chloroform, dichloromethane, tetrachloroethane, halogenated hydrocarbons such as 1,2-dichloroethane,
Examples thereof include ethers such as tetrahydrofuran and dioxane, dimethylformamide, dimethylsulfoxide, and diethylformamide. These solvents may be used alone or in combination of two or more.

The coating of each layer can be performed by using various coating apparatuses such as known ones.
Spray coaters, bar coaters, chip coaters, roll coaters, dip coaters, doctor blades and the like can be used.

The photosensitive layer of the single-layer type electrophotographic photosensitive member contains the abrasion-resistant resin of the present invention as a binder resin, at least the above-mentioned charge generating substance and the above-mentioned charge transfer substance. Various methods such as a known method can be used. For example, a method in which a coating liquid in which a charge generating substance and a charge transfer substance are dispersed or dissolved in a suitable solvent together with a binder resin, is coated on a predetermined base substrate, and dried, can be suitably used. . Further, other binder resins can be used in combination with the wear-resistant resin of the present invention as long as the object of the present invention is not impaired.

The electrophotographic photoreceptor of the present invention is an electrophotographic photoreceptor excellent in abrasion resistance and optically excellent by using the abrasion-resistant resin of the present invention as a binder resin. It can be suitably used in the field.

[0068]

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to Production Examples, Examples, and Comparative Examples, but these are all illustrative examples including production, and do not limit the present invention.

The aromatic polyester resin (resin A), polyester resin (resin B) and polycarbonate resin (resin C) used are as follows. Resin A: Bisphenol A / tere and isophthalic acid type aromatic polyester resin (U-10 manufactured by Unitika Ltd.)
0) Resin B: Polybutylene terephthalate resin (Hardick A5410 manufactured by Asahi Kasei Corporation) Resin C: Bisphenol A type polycarbonate resin (NOVAREX 7025A manufactured by Mitsubishi Chemical Corporation) The molecular weight of the copolymer resin was measured using a tetrahydrofuran solvent. The gel permeation chromatography (GPC: manufactured by Tosoh Corporation) is used, and the molecular weight is shown in terms of polystyrene.

Production Examples 1 to 8 Resin A, resin B and resin C were melt-kneaded by a screw type twin screw extruder without a catalyst (conditions: 290 ° C., screw rotation speed: 100 rpm). To produce polyester carbonate, a kneaded sample is sampled to form a cast film (solvent: chloroform) with a thickness of 5 μm, and the phase state is analyzed using a phase contrast microscope (Aristoplan manufactured by Leica Co., Ltd.). It changes to a one-phase state when formed). Table 1 shows the ratio, molecular weight, and transmittance of the resins A, B, and C in the obtained polyester carbonate resin. In Production Examples 5 and 8, the molecular weight and transmittance could not be measured because the produced resin was insoluble in the solvent. In Production Example 6, the transmittance could not be measured due to insufficient film strength.

Example 1 (Synthesis of abrasion-resistant resin) In order to introduce a double bond into the polyester carbonate resin of Production Example 1, 50 g was dissolved in 500 ml of methylene chloride, and then 15.18 of triethylamine was added.
g was added as a basic catalyst, and while stirring, 2.63 g of methacrylic acid chloride was added dropwise and reacted. The obtained reaction solution was post-treated and then dropped into methanol. The precipitated resin was recovered by filtration and dried under reduced pressure to obtain 48 g of a resin. ¹ H-NMR confirmed the introduction of double bonds in the obtained resin. Next, 5 g of the above-mentioned polyester carbonate resin and 16 mg (0.32% by weight) of styrene were dissolved in 1,4-dioxane, and benzoyl peroxide was used as an initiator.
After the temperature was raised to 00 ° C., the reaction was performed with stirring. The reaction solution was added dropwise to methanol, and the precipitate was filtered and dried under reduced pressure to obtain 4.75 g of an abrasion-resistant resin. The number average molecular weight (Mn) of this wear-resistant resin by GPC is 260,000.
Met.

(Measurement of Solution Viscosity) The above-mentioned abrasion resistant resin 10
g was dissolved in chloroform to prepare a 10% by weight chloroform coating solution. This coating solution was maintained at 25 ° C., and the solution viscosity was measured by a vibrating viscometer to be 197 cp.

(Wear Resistance Test) The above coating solution was applied to an aluminum substrate (10 cm × 10 cm) using a bar coater, and dried in an oven at 120 ° C. for 60 minutes.
A coating having a thickness of μm was formed. About this coating film, using a Taber abrasion tester, wear wheel CS-17, load 500 g
When a wear resistance test was conducted under the conditions of × 2, 1,000 rotations and 60 rpm, the wear amount was 7.8 mg.

(Measurement of Transmittance) The above coating solution was applied to a glass substrate using a bar coater and placed in an oven at 120 ° C.
After drying at 60 ° C. for 60 minutes, a coating film having a thickness of 25 μm was formed.
This coating film was measured using a spectrum photometer (U-4000, manufactured by Hitachi, Ltd.) and measured in a wavelength range of 400 to 800.
When the light transmittance was measured in nm, the minimum transmittance in the measurement wavelength region was 89%.

Examples 2 to 5 The amount of styrene was 0.48% by weight, 0.64% by weight,
Example 1 except that it was changed to 28% by weight and 6.5% by weight.
A wear-resistant resin was synthesized in the same manner as described above, and its evaluation was performed. Table 2 shows the results.

Examples 6 to 10 The monomer was changed to butyl acrylate, and the amount added was 0.32.
Abrasion resistant resin was synthesized in the same manner as in Example 1 except that the weight ratio was changed to 0.48% by weight, 0.48% by weight, 0.64% by weight, 1.28% by weight, and 6.5% by weight. went. Table 2 shows the results.

Examples 11 to 15 The monomer was changed to methacrylic acid, and the added amount was 0.32% by weight, 0.48% by weight, 0.64% by weight, 1.28% by weight, 6.5% by weight. A wear-resistant resin was synthesized and evaluated in the same manner as in Example 1 except that the above conditions were satisfied. Table 2 shows the results
Shown in

Examples 16 to 20 The monomer was changed to methyl methacrylate and the amount added was 0.3
2% by weight, 0.48% by weight, 0.64% by weight, 1.28%
An abrasion-resistant resin was synthesized and evaluated in the same manner as in Example 1 except that the amount was changed to 6.5% by weight. Table 3 shows the results.

Examples 21 to 25 The monomer was changed to acrylonitrile, and the amount added was 0.32.
A wear-resistant resin was synthesized and evaluated in the same manner as in Example 1 except that the weight%, 0.48 weight%, 0.64 weight%, 1.28 weight%, and 6.5 weight% were used. Was. Table 3 shows the results.

Comparative Examples 1 and 2 The styrene concentration of Example 1 was changed to 50% by weight and 0.02% by weight.
A wear-resistant resin was synthesized and evaluated in the same manner as in Example 1 except for changing to. Table 4 shows the results.

Comparative Examples 3 and 4 The butyl acrylate concentration of Example 6 was adjusted to 50% by weight, 0.0
A wear-resistant resin was synthesized and evaluated in the same manner as in Example 6, except that the amount was changed to 2% by weight. Table 4 shows the results.

Comparative Example 5 An abrasion resistant resin was synthesized in the same manner as in Example 11 except that the methacrylic acid concentration in Example 11 was changed to 50% by weight. Could not be evaluated. Table 4 shows the results.

Comparative Example 6 An abrasion-resistant resin was synthesized and evaluated in the same manner as in Example 11 except that the methacrylic acid concentration in Example 11 was changed to 0.02% by weight. Table 4 shows the results.

Comparative Examples 7 and 8 The methyl methacrylate concentration of Example 16 was
A wear-resistant resin was synthesized and evaluated in the same manner as in Example 16 except that the amount was changed to 0.02% by weight. Table 4 shows the results.

Comparative Example 9 Synthesis was performed in the same manner as in Example 21 except that the acrylonitrile concentration in Example 21 was changed to 50% by weight.
The evaluation was not possible because the obtained abrasion-resistant resin was insoluble in the solvent. Table 4 shows the results.

Comparative Example 10 A wear-resistant resin was synthesized and evaluated in the same manner as in Example 21 except that the acrylonitrile concentration in Example 21 was changed to 0.02% by weight. Table 4 shows the results.

Comparative Example 11 Evaluation was performed in the same manner as in Example 1 except that the abrasion-resistant resin was changed to bisphenol Z-type polycarbonate (Iupilon Z-300 manufactured by Mitsubishi Gas Co., Ltd.). Table 4 shows the results.

From the comparison between Examples 1 to 25 and Comparative Examples 1 to 11, it was confirmed that the abrasion-resistant resin of the present invention had low viscosity, excellent transparency, and particularly excellent abrasion resistance. Can be

[0089]

[Table 1]

[0090]

[Table 2]

[0091]

[Table 3]

[0092]

[Table 4]

[0093]

The binder for an electrophotographic photoreceptor of the present invention can be produced by a simple method by using an abrasion-resistant resin made of a polyester carbonate copolymer having excellent transparency, solvent solubility and abrasion resistance. And the manufacturing cost is low. Further, by using the binder for an electrophotographic photoreceptor of the present invention, an electrophotographic photoreceptor excellent in optical characteristics and abrasion resistance can be formed.

 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 2H068 AA13 AA19 AA20 AA28 BA12 BA13 BA21 BA36 BA38 BA41 BB07 BB08 BB10 BB20 BB25 BB27 4J029 AA08 AB07 AC03 AD01 AD10 AE04 BA02 BA03 BA05 BA08 BB10A BB10B BB12B10B BB10B10B BG08Y CA02 CA03 CA04 CA06 CB04A CB05A CB06A CB10A CC05A CC06A GA42 GA43 GA81 HA01 HB01 HB02 JE162 JE172 KB02 KD01 KH01

Claims (4)

[Claims] 1. An electrophotographic photoreceptor having a photosensitive layer on a conductive substrate, wherein the photosensitive layer is composed of a condensed portion mainly composed of an aromatic dicarboxylic acid residue and an aromatic diol residue as a binder resin. Aromatic polyester part (A) 5
10 to 75% by weight of a polyester part (B) composed of a condensed part mainly containing an aromatic dicarboxylic acid residue or an aliphatic dicarboxylic acid residue and an aliphatic diol residue.
And a polycarbonate part (C) composed of a condensed part mainly composed of an aromatic dicarboxylic acid residue and a carbonic acid residue (C) 20 to
85 parts by weight of which each part is chemically bonded, and 99.9 to 90% by weight of a polyester carbonate (D) having a polymerizable double bond, and a double bond copolymerizable therewith. Or a resin composition obtained by copolymerizing 0.1 to 10% by weight of a monomer (E) having the following formula:
The light transmittance in the region of 800 nm to
An electrophotographic photoreceptor comprising an abrasion-resistant resin having a solubility in chloroform, methylene chloride and tetrahydrofuran of 10% by weight or more at 25 ° C and a viscosity of 200 cp or less at 25 ° C when 10% by weight of chloroform is dissolved. 2. The electrophotographic photosensitive member according to claim 1, wherein the photosensitive layer has a laminated structure of a charge generation layer and a charge transfer layer, and the charge transfer layer is electron donating or electron accepting. 3. The charge generation layer wherein the charge generation agent is selected from phthalocyanines, azo dyes and perylenes, and the charge transfer agent is selected from triphenylamines, styryls, hydrazones and butadienes. 3. An electrophotographic photoreceptor according to claim 2, comprising the above-mentioned agent and the abrasion-resistant resin according to claim 1 as a binder resin. 4. A binder resin for an electrophotographic photosensitive member comprising the abrasion-resistant resin according to claim 1.