JPS583543B2 - Denshishashinyoukankoutai - Google Patents

Description

[Detailed description of the invention] The present invention relates to a photoreceptor for electrophotography.

Specifically, the present invention relates to an electrophotographic photoreceptor provided with an adhesive layer made of a new component.

Electrophotographic photoreceptors are manufactured by laminating a photosemiconductor layer on a conductive support, but often the adhesion between the support and the photosemiconductor layer is insufficient, resulting in cracking or peeling of the photosemiconductor layer. .

Therefore, in order to prevent such a phenomenon, conventionally, a polymer such as polyvinyl acetate, etc. is added between the support and the optical semiconductor layer.
Thin layers of polyvinyl chloride, polymethyl methacrylate, etc. have been applied as adhesive layers.

However, these conventional adhesive layers themselves tend to crack or peel, and this tendency is particularly severe when an optical semiconductor is applied onto the adhesive layer using a solvent.

As a result of extensive research into an adhesive layer that does not have the above-mentioned drawbacks, the present inventors have found that an adhesive layer consisting of an epoxy resin, an isocyanate compound, and a conjugated diene rubber has excellent adhesive properties and solvent resistance. They discovered this and completed the present invention.

That is, the gist of the present invention resides in an electrophotographic photoreceptor characterized in that an adhesive layer made of an epoxy resin, an isocyanate compound, and a conjugated diene rubber is provided on a conductive support, and an optical semiconductor layer is further provided thereon. .

The present invention will be explained in detail below.

The conductive support constituting the photoreceptor of the present invention is a metal drum or metal sheet such as an aluminum drum, an aluminum sheet, a steel drum, a steel sheet, a copper drum, or a copper sheet; or a plastic film or paper with aluminum A foil laminated material or an aluminum vapor-deposited material is used.

The present invention is characterized by an adhesive layer comprising the following components: epoxy resin, incyanate compound, and conjugated diene rubber.

As the epoxy resin, any general epoxy resin can be used, such as bisphenol type epoxy resin and alicyclic epoxy resin.

Incyanate compounds include phenyl isocyanate, tolylene diisocyanate, methylene bis(P-phenylene diisocyanate), 1,6-hexamethylene diisocyanate, 1,5-naphthylene diisocyanate, 4.4',4'' triphenyl Examples include methane triisocyanate, and polyisocyanate compounds are preferred.

As the conjugated diene rubber, butadiene rubber ((BR),
Styrene-butadiene rubber (SBR), chloroprene rubber (CR), acrylonitrile-butadiene rubber (NB)
Examples include synthetic rubbers produced from conjugated diene monomers such as R).

Each of the epoxy resin, incyanate compound, and conjugated diene rubber can be used as a mixture of two or more.

These components are used in the form of 100 parts (by weight, same hereinafter) of an epoxy resin, 10 parts or more of an isocyanate compound, usually up to 80 parts, and 10 to 200 parts of a conjugated diene rubber.

If the amount of incyanate compound is less than 10 parts, the epoxy resin will be difficult to cure.

Moreover, if the conjugated diene rubber is less than 10 parts, the adhesive ability will be poor, and if it is more than 200 parts, the solvent resistance will be poor.

The adhesive layer is formed by dissolving each component of the adhesive layer described above in a solvent, coating it on a conductive support, and then drying by holding at 60 to 150° C. for 0.5 to 10 minutes.

The thickness of the adhesive layer after drying is preferably 0.5 to 2 μm.

Which of each component should be used as the solvent? Also used are those that dissolve hydrogen and do not contain active hydrogen.

Examples of such substances include methyl ethyl ketone,
Ketones such as methyl isobutyl ketone and cyclohexanone; aromatic hydrocarbons such as benzene, toluene, and xylene; ethers such as tetrahydrofuran and dioxane; esters such as methyl acetate and ethyl acetate; dichloromethane, 1,2-dichloroethane, etc. These include chlorinated hydrocarbons.

These solvents may be used alone or in combination of two or more.

The optical semiconductor layer laminated on the adhesive layer may be either or both of an organic optical semiconductor layer such as polyvinyl Rubazole and polyacenaphthylene, or an inorganic optical semiconductor layer such as selenium and zinc oxide.

The electrophotographic photoreceptor of the present invention is provided with an adhesive layer made of a new component and has excellent adhesive ability and solvent resistance.

Although the cause is not completely clear, it is thought that the conjugated diene rubber increases adhesive ability, the epoxy resin increases solvent resistance, and the isocyanate compound hardens the epoxy resin.

The present invention has the effect of preventing crystallization of inorganic optical semiconductors, particularly selenium and selenium-tellurium alloys, when an inorganic optical semiconductor layer is used as a photoconductor layer.

Further, in a photoreceptor of the type in which an organic optical semiconductor layer is laminated on a selenium layer, there is an effect that the residual potential is small.

Examples of the present invention will be described in detail below, but the present invention is not limited to the following examples unless the gist thereof is exceeded.

Example 1 A coating solution having the following composition was prepared.

Bisphenol type epoxy resin (Epicote 828 manufactured by Ciel Corporation) 0.3 g Ethylenediamine 0.1 g NBR (Nitsupol 1432 manufactured by Nippon Zeon Co., Ltd.) 0.2 g Methyl ethyl ketone 5.0 ml This solution produced an insoluble precipitate within several hours after being allowed to stand.

In a solution in which 0.1 g of tolylene diisocyanate was added instead of ethylene diamine, which is well known as a curing agent for epoxy resins, no precipitate was observed even after several days.

A solution of the above composition containing tolylene diisocyanate was applied to the aluminum surface of a 75μ thick polyester film laminated with aluminum foil, and heated at 80°C for 5 minutes to form a 0.5μ thick adhesive layer. did.

On top of this, a solution having the following composition was applied to form an organic optical semiconductor layer with a thickness of 10 μm.

Polyvinylcarbazole 10g2,4,
16.3 g of 7-trinitrofluorenone 150 ml of tetrahydrofuran This photoreceptor was used as a master paper for a commercially available copying machine (Konishi Roku Photo Industries, U-Bix 800 model), and repeated printing tests were conducted, but no peeling of the photosensitive layer occurred. I was not able to admit.

Example 2 A coating solution having the following composition was applied to the aluminum surface of the same aluminum laminate film as in Example 1, and heated at 85° C. for 5 minutes to form an adhesive layer with a thickness of 1 μm.

Bisphenol type epoxy resin (Epicote 828 manufactured by Ciel Corporation) 0.5g Tolylene diisocyanate 0.1g CR adhesive (Cemedine 575 manufactured by Cemedine Corporation)
0.5g methyl ethyl ketone
A 3 μm thick amorphous selenium layer was formed on 50 ml of this by vacuum deposition, and then a coating solution having the following composition was applied to form a 10 μm thick organic optical semiconductor layer.

Polyvinyl Rubazole 10g Dioctyl phthalate 2g Monochlorobenzene 100ml Adhesion was good, with no cracking or peeling.Furthermore, this photoreceptor was negatively charged by corona discharge in the dark, and the residual potential was the value after sufficient exposure to tungsten. 200 lux with lamp
．． When the surface potential was measured after exposure for sec, it was -2
The value of 5V was sufficiently small for practical use.

On the other hand, when the same photosensitive layer was laminated on an adhesive layer formed from a solution excluding only the CR rubber adhesive in the composition of the adhesive layer, peeling easily occurred between the adhesive layer and the selenium layer. .

Example 3 Even if Cemedine 521, which is an NBR adhesive, is used instead of Cemedine 575 in Example 2, the same result as in Example 2 can be obtained.
A photoreceptor with good adhesiveness was obtained.

Claims (1)

[Claims] 1. An electrophotographic photoreceptor comprising an adhesive layer made of an epoxy resin, an incyanate compound, and a conjugated diene rubber provided on a conductive support, and further provided with an optical semiconductor layer thereon.