JPH0548909B2 - - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to an electrophotographic organic photoreceptor comprising a charge generation layer and a charge transport layer laminated.

[Prior art]

Conventionally, photoreceptors for electrophotography include selenium,
Inorganic photoconductors such as selenium/tellurium alloys and selenium/arsenic alloys have been used, but in recent years, organic photoconductors have attracted attention due to their flexibility, manufacturability, cost, safety, etc. ing. As organic photoconductors, polymer compounds such as polyvinylcarbazole,
Charge transfer type complexes such as polyvinylcarbazole/trinitrofluorenone, dispersed types such as phthalocyanine pigments, and agglomerated complexes of resins with dyes are known, but due to the ease of material selection, charge generation layers and charge transfer layers Laminated type photoreceptors with the following are the mainstream.

For the laminated photoreceptor, the charge generation layer may be made of a perylene pigment, a bisazo pigment, or a squarylium dye, which is vapor-deposited, coated, or dispersed in a resin, and the charge transport layer may be made of a pyrazoline compound, an oxadiazole compound, or the like. A resin in which a hydrazone compound or the like is dissolved is used, and electrical properties such as sensitivity are comparable to conventional inorganic photoreceptors, but mechanical strength is still insufficient. The current situation is that by repeating the normal charging, exposure, development, transfer, and cleaning steps, they are easily damaged and printed out as images. Furthermore, since the charge transport layer is composed of multiple components, problems such as phase separation often occur.

[Purpose of the invention]

An object of the present invention is to obtain an organic photoreceptor that has strong mechanical strength and can withstand repeated use. A further object of the present invention is to obtain a photoreceptor having an optimal combination of charge transport layers without phase separation.

[Structure of the invention]

As a result of studies in view of the above object, the present inventor has found that by incorporating an aromatic amine compound of the following general formula () and a polyarylate resin of the following general formula () into the upper layer of a laminated photoreceptor, It has been found that a photoreceptor can be obtained that does not cause problems such as phase separation, has excellent electrophotographic properties, and has excellent surface mechanical strength.

That is, the present invention provides a photoreceptor comprising a charge generation layer and a charge transport layer sequentially laminated on a conductive substrate, in which the charge transport layer comprises an aromatic amine compound of the following general formula () or () and a charge generating layer formed by the following general formula: ()
This is an electrophotographic photoreceptor characterized by containing a polyarylate resin.

(In the formula, R is selected from the group consisting of a hydrogen atom, an alkyl group, an amino group, and a halogen atom.) () Representative examples of the aromatic amine compounds used in the present invention are shown below, but the present invention is not limited to the use of these compounds.

triphenylamine Bis(4-dimethylaminophenyl)-phenylamine Tris(4-dimethylaminophenyl)amine Tris(4-diethylaminophenyl)amine N,N-diphenyl-N',N'-diphenylbenzidine N,N'-diphenyl-N,N'-bis(m-tolyl)benzidine N,N'-diphenyl-N,N'-bis(p-tolyl)benzidine N,N'-diphenyl-N,N'-bis(m-chlorophenyl)benzidine N,N'-diphenyl-N,N'-bis(p-chlorophenyl)benzidine As the charge generation layer used in the present invention, an organic compound such as a bisazo compound, squarylium compound, or phthalocyanine compound is deposited or dispersed in a resin. Inorganic materials such as selenium and selenium alloys are vapor-deposited or dispersed in resin. What they have done is excellent.

As the conductive support used in the present invention, a polyester film on which a metal such as aluminum is vapor-deposited, a resin in which a conductive substance such as carbon is dispersed, a metal pipe made of aluminum, stainless steel, etc. are used.

Depending on the combination of the conductive support and the charge generation layer, an intermediate layer may be provided to control charge injection between the two layers or to improve the adhesive layer. For this intermediate layer, polymers such as polyvinyl alcohol and polyester, coupling agents such as zirconium tetraacetylacetate, γ-methacryloxypropyltrimethoxysilane, titanium acetylacetate, and γ-aminopropyltriethoxysilane are used.

The polyarylate resin used in the present invention suitably has a weight average molecular weight of about 15,000 to 70,000.

〔Effect of the invention〕

According to the present invention, it is possible to obtain an electrophotographic photoreceptor that has high mechanical strength and does not cause problems such as phase separation.

〔Example〕

The present invention will be explained below with reference to Examples.

Example 1 The following bisazo pigment was vapor-deposited on a polyester film on which aluminum was vapor-deposited to prepare a 0.2 μm charge generation layer.

A charge transport layer consisting of 40 parts by weight of the following aromatic amine compound and 60 parts by weight of polyarylate resin (weight average molecular weight 30,000) was coated on this to a thickness of 15μ.

When this photoreceptor was placed in a copying machine (FX-3500: Fuji Xerox) and copies were made continuously, good images were obtained without any scratches on the photoreceptor being copied out for up to 60,000 copies.

[Reference example]

A photosensitive material was prepared in the same manner as in Example 1 except that polycarbonate resin (Panlite L: Teijin) was used instead of polyarylate resin. The scratches appeared as streaks on the copy.

Example 2 A 0.3μ layer of polyvinyl alcohol was provided on a support having a conductive layer in which carbon was dispersed on a polyester film. On top of this is a layer consisting of 2 parts by weight of selenium powder and 3 parts by weight of polyester resin.
A charge generation layer was obtained by coating 1μ. Furthermore, on top of this, a layer consisting of 50 parts by weight of the following aromatic amine compound and 50 parts by weight of polyarylate resin is applied and provided,
A 15μ charge transport layer was obtained.

When this photoreceptor was continuously copied in a copying machine in the same manner as in Example 1, good images were obtained up to 50,000 copies.

Further, even when the proportion of the aromatic amine compound was increased in this way, problems such as phase separation did not occur.

Claims (1)

[Scope of Claims] 1. A photoreceptor comprising a charge generating layer and a charge transporting layer sequentially laminated on a conductive substrate, wherein the charge transporting layer comprises an aromatic amine compound of the following general formula () or () and an aromatic amine compound of the following general formula () or (). An electrophotographic photoreceptor comprising a polyarylate resin of formula (). (In the formula, R is selected from the group consisting of a hydrogen atom, an alkyl group, an amino group, and a halogen atom.)