JPS605938B2 - Method for manufacturing organic electrophotographic photoreceptor - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an organic electrophotographic photoreceptor, and in particular to an organic photoconductive layer provided on a conductive support, in which an anionic surfactant is added to improve photosensitivity. This invention relates to an organic electrophotographic photoreceptor.

Conventionally, organic electrophotographic photoreceptors generally consist of an organic photoconductor containing an organic photoconductor and a paste-sensitive dye as main components on a support such as a metal plate, conductively treated paper, tracing paper, or synthetic resin film. Manufactured by forming layers.

When forming an organic photoconductor layer, the organic photoconductor is generally dissolved in an aromatic solvent that dissolves well, such as toluene, xylene, monochlorobenzene, etc., for the purpose of increasing the sensitivity to visible light. A small amount of sensitizing dye is added thereto to form a solution, and a film is formed on the support using a known coating method such as an air knife coater, roll coater, wire bar, etc.

However, many sensitizing dyes are generally poorly soluble in the solvents in which these organic photoconductors are dissolved, and even if they are added in a solid state such as a powder, they do not dissolve and hardly any sensitizing effect can be obtained. Therefore, in the past, the sensitizing dye was dissolved, and the sensitizing dye was pre-adjusted in a solvent that is compatible with the solvent that dissolves the organic photoconductor, such as methanol, ethanol, dimethylformamide, dimethyl sulfoxide, chloroform, and gamma valerolact. It is added to an organic photoconductor solution as a concentrated dye solution in which a sensitive dye is dissolved. However, even when such a solvent is used, only the dye aggregates during drying, and a sufficient sensitizing effect cannot be obtained. In places where transparency is important, such as in electrophotographic films, turbidity occurs and transparency deteriorates. Furthermore, there is a possibility that fluctuations in sensitivity may occur depending on drying conditions and the like. Although it is possible to increase the amount of solvent used to dissolve the sensitizing dye, the solubility of the organic photoconductor in these solvents is generally poor, making it difficult to obtain a uniform organic electrophotographic photoreceptor, and furthermore, it is difficult to obtain a uniform organic electrophotographic photoreceptor in large quantities. It is difficult to find a common solvent that can be used at low cost. The present invention solves some of the above-mentioned drawbacks, and provides an organic electrophotographic photoreceptor in which aggregation of sensitizing dyes is prevented, clouding of the photoreceptor is prevented, and photosensitivity is improved.

That is, the present invention is an organic electrophotographic photoreceptor characterized in that an organic photoconductor layer containing an organic photoconductor, a sensitizing dye, and an anionic surfactant as main components is provided on a conductive support. .

Next, the organic electrophotographic photoreceptor of the present invention will be explained in more detail.

As the organic photoconductor used in the organic photoconductor layer of the present invention, a polymeric organic photoconductor that itself has film-forming properties, such as polyvinylcarbazole, polyvinylanthracene, polyvinylpyrene, etc., is used, or Monomeric organic photoconductors without film-forming properties, such as oxadiazole-based, thiazole-based, triazole-based, imidazole-based,
When using oxazole-based, pyrazoline-based, pyrazine-based, imidazoline-based, triazine-based, oxazolone-based, quinoxaline-based, quinazoline-based, furan-based, acridine-based, phenoazine-based, allylamine-based, etc., other suitable film-forming properties are required. Polymeric substances such as phenol resin, polyester resin, diaryl phthalate resin, vinyl chloride resin, styrene resin, styrene copolymer resin, methacrylic resin, acrylic acid ester resin, polyphenylene oxide resin, polycarbonate resin, etc. are used as a suitable binder. Mixed and used as

Next, the sensitizing dyes include triphenylmethane dyes (e.g., Victoria Blue B, Crystal Violet, Ethyl Violet, Malachite Green, etc.), diphenylmethane dyes, xanthene dyes (e.g., Rose Bengal, Pyronine B, Rhodamine B, etc.). 〕Acridine dye〕
For example, acridine yellow, acridine orange, etc.]
Cyanine dyes, pyrilium dyes, azine dyes, thiazine dyes, oxazine dyes, etc. can be used.

These organic photoconductors and sensitizing dyes are each dissolved in the above-mentioned solvent and then mixed.

The amount of the sensitizing dye added is usually 1% or less by weight of the organic photoconductor, but it may be increased or decreased as appropriate depending on the required sensitivity and degree of coloring. Next, as the surfactant used in the present invention, an anionic surfactant soluble in the above-mentioned organic solvent is preferable.

Particularly suitable are sodium dioctyl sulfosuccinate, polyoxyethylene alkyl (allyl) ether sulfate, and the like. Surfactants include cationic surfactants, nonionic surfactants, and amphoteric surfactants, but none of them exhibit the sensitizing effect as in the present invention, and cationic surfactants and amphoteric surfactants have the opposite effect. This results in adverse effects such as deterioration of sensitivity and reduction of surface potential. Although these anionic surfactants may be directly mixed and dissolved in the organic photoconductor, it is preferable to mix and dissolve them in the sensitizing dye solution, as this is more effective. The amount added is 1% or less, preferably 0.05% to 0.5% by weight of the organic photoconductor. If the amount added is too large, problems such as a decrease in surface potential may occur, which is not preferable. There is no problem in adding other additives, such as plasticizers, roughening agents, and chemical sensitizers, to the organic photoconductor layer of the present invention.

The amount of the organic photoconductor layer of the present invention to be coated is not particularly limited, but is preferably in the range of 3 to 20 dry weight.

Next, the present invention will be explained in more detail by examples.
The present invention is not limited thereby.

Example 1 N. 10 parts of N・N',N'-tetrabenzyl-m-phenylenediamine (synthetic product) and 10 parts of styrene resin were dissolved in 90 parts of xylene, and the following sensitizing dye solution 2' was added to this. A sample of organic electrophotographic paper was prepared by coating one side of conductive-treated tracing paper using a small coating machine to a solid weight of 10#'.

[Sensitizing dye solution]

Rhodamine B Iyuhite/Ru N-08 [Borioxyethylene alkyl (allyl) ether sulfate-based anionic surfactant manufactured by Daiichi Kogyo Seiyaku Co., Ltd.] 1.5 Tadimethylformamide
100 ta The above prototype organic electrophotographic photosensitive paper photosensitive surface electrometer SP-4280I (formerly manufactured by Denki Seisakusho)
When measured at 50% of the initial surface potential,
The amount of exposure required to reduce the amount of blood to 1739 blood/se
It was c.

For comparison, /・Itenol No. When we prototyped organic electrophotographic paper that did not contain 8, the half-life exposure amount was 97,501 pigs.
ec, and it was confirmed that the addition of the anionic surfactant of the present invention had a sensitizing effect. Example 2 N. 1 M of N-N'-N'-tetrabenzyl-m-xylylene diamine (synthetic product) and 10 parts of styrene resin were dissolved in 90 parts of xylene, and 2 parts of the following sensitizing dye solution was added to this. An organic electrophotographic paper was produced as a prototype in the same manner as in Example 1.

[Sensitizing dye solution]

Crystal Violet 1 Tadioctyl Sodium Sulfosuccinate 1 Tachloroform
When the half-reduction exposure was measured in the same manner as in Example 1, it was 177,661 female/sec.

For comparison, we prototyped an organic electrophotographic paper that did not contain sodium dioctyl sulfosuccinate and measured the half-life exposure, which was 325,001 ux·sec, indicating that the addition of the anionic surfactant of the present invention has a sensitizing effect. It was confirmed that Example 3 1.1-bis(4-N-N-dibenzylaminophenyl)propane (synthetic product) and 10 parts of styrene resin were dissolved in 90 parts of xylene, and the following sensitizing dye solution 2 was added to the solution.
Example 1 was applied to one side of coated paper that had been treated with conductivity and added with
The organic electrophotographic paper was prepared in the same manner as above.

[Sensitizing dye solution] Ethyl violet
1 Sodium tadioctylsulfosuccinate 1 100 tadimethylformamide
It was ec.

For comparison, an organic electrophotographic paper not containing sodium dioctyl sulfosuccinate was prototyped, and the half-decrease exposure was compared, and it was 23 sec, indicating that the addition of the anionic surfactant of the present invention has a sensitizing effect. I was able to confirm that there was.

Claims (1)

[Claims] 1. When providing an organic photoconductor layer containing an organic photoconductor, a sensitizing dye, and an anionic surfactant as main components on a conductive support, 0.05% to 0.5% of the organic photoconductor is used. %
1. A method for producing an organic photoconductor layer, which comprises mixing and dissolving an anionic surfactant in an organic solvent together with a sensitizing dye in a weight ratio of .