JPS5917554A - electrophotographic photoreceptor - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an electrophotographic photoreceptor. Especially zinc oxide and PoI
The present invention relates to an electrophotographic photoreceptor containing JN-vinylcarbazoles and having sufficient charging ability for both positive and negative polarities, "Jt", and sensitivity.

Conventional techniques for creating zinc oxide photoreceptors with both positive and negative polarity chargeability and photosensitivity include ■) Using zinc oxide heat-treated in the presence of hydrogen sulfide and ammonia gas (Japanese Patent Publication No. 53-20856) .

2) Will a manganese compound be included in the photoconductive layer? (pbotograpbic 5science
and Pjngineeving Vol 16
p231 (1972)).

3) Using BoIJ N-vinylcarbazole as a binder for zinc oxide [pl+otographi c 5
science andllJngineering
Vol, 25 p39 (1981)].

etc. are publicly known. In addition, as a technology for creating a zinc oxide photoreceptor that has positive chargeability and photosensitivity, 4) a charge transport layer in which a charge generation layer containing a sensitizing dye and zinc oxide powder are bound together with a resin having a refractive index of 159 or more is used. A laminated photoreceptor (Japanese Unexamined Patent Publication No. 55-60953) is also known. However, the above-mentioned prior art has problems in manufacturing and characteristics.

For example, in (1), a toxic substance called hydrogen sulfide is used to treat zinc oxide, and the allowable range of processing conditions for achieving the necessary characteristics is extremely narrow, and in (3), both the charging ability and photosensitivity of the photoreceptor are achieved. In order to obtain practical photosensitivity without using poly-N
- As the blending ratio of zinc oxide to vinyl carbazole is increased, the charging ability virtually disappears, and in (4), there are manufacturing problems in that a photoreceptor with a laminated structure of a charge generation layer and a charge transport layer is provided by coating. Examples include. %, a characteristic problem common to the prior art is that the photosensitivity of the photoreceptor is slow. For this reason, the use of zinc oxide photoreceptors for positive and negative polarities based on conventional technology is limited to photosensitive paper for direct method electrophotography, and their application to photoreceptors for reusable I) l) e-copying machines, etc. It had not been talked about.

In view of the above circumstances, the applicant of the present invention has conducted intensive studies to solve various problems with positive and negative bipolar zinc oxide photoreceptors, and as a result has arrived at the present invention.

That is, an object of the present invention is to provide a zinc oxide photoreceptor having sufficient charging ability and photosensitivity for both positive and negative polarities. Another object of the present invention is to provide a zinc oxide photoreceptor that has excellent repeat durability. Another object of the present invention is to provide a zinc oxide photoreceptor that is inexpensive, non-polluting, and easy to manufacture.

The above-mentioned object of the present invention is to (1) deposit zinc oxide, poIJ N-vinyl carbazoles,
and a positively and negatively chargeable electrophotographic photoreceptor, characterized in that it is provided with a photoconductive layer containing a compound represented by the following general formula:
■ Achieved by the positively and negatively charging electrophotographic photoreceptor of ■ in which the composition ratio of POIJ N-vinylcarbazoles in the photoconductive layer is 50% by weight or more based on zinc oxide. , 3, 11, 4 are hydrogen base paper, substituted or unsubstituted alkyl group, cycloalkyl group, alkenyl group or aryl group, R51] (6 is hydrogen atom, substituted or unsubstituted alkyl group, cycloalkyl group, alkenyl group , cycloalkenyl group, or aryl group,
R7, approximately 81 "91" IO represents a hydrogen atom, a halogen atom, a hydroxyl group, a 5-substituted or unsubstituted alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, an alkoxy group, or an amino group, and R5 and R6 may be cyclized with each other to form a saturated or unsaturated hydrocarbon ring having 3 to 10 carbon atoms.

A feature of the present invention is that a compound represented by the general formula is added to a photoreceptor made of zinc oxide and poly-N-vinylcarbazoles.

The present inventor discovered that the charging ability of a zinc oxide-PoIJ N-vinylcarbazole photoreceptor can be arbitrarily controlled by adding a compound of the general formula, and that the charging ability is linear in proportion to the amount of the compound of the general formula. It was found that there was a change in At this time, it was also confirmed that the photosensitivity of the photoreceptor did not change substantially. Thus, conventionally, zinc oxide/
Even with regard to the blending ratio of polyl'J-vinylcarbazole, the present invention has made it possible to produce a photoreceptor having practical charging ability and photosensitivity.

Next, the present invention will be explained in detail.

6- As a conductive support, metal plates such as aluminum or nickel, metals such as aluminum, nickel, or palladium deposited or spread on paper or plastic, metal foil such as aluminum and paper or plastic film. , carbon-containing paper, low-resistance paper treated with an organic or inorganic conductive agent, a glass plate provided with a transparent film such as indium oxide, etc. can be used. The shape of the conductive support can be selected from sheets, long rolls, endless belts, belts with ends, drums, and the like.

As the zinc oxide powder constituting the photoconductive layer, those conventionally used in electrophotographic photoreceptors can be used as is. As the zinc oxide dye sensitizer, conventionally known ones can be used. Among these, compounds having a xanthene skeleton or triphenylmethane skeleton and a right-hand acid group or lactone ring are preferred from the viewpoint of solubility and adsorption to zinc oxide. Particularly suitable sensitizers include dibromofluorescein, Tetrachlorfluorescein, tetrabromofluorescein, tetraiodofluorescein/
, Tetrachlorte;・Labromfluorescein/, Tetrachlortetraiodofluorescein/, Bromophenol blue, Tetrabromophenol blue, Tetraiodophenol blue, Bromthymol blue, Fromcresol purple, Promucl/Zol green, etc. be. The amount of dye sensitizer added to zinc oxide is 1 part zinc oxide.
An amount of 10 -3 parts by weight to 5 parts by weight relative to 00 parts by weight is necessarily effective, and a particularly preferable addition amount is 10 -2 parts by weight to 2 parts by weight. Known techniques can be used to adsorb the dye sensitizer onto zinc oxide. Among these, zinc oxide is added to a solution in which the dye is dissolved in an appropriate solvent, thoroughly mixed and dispersed using a ball mill, etc., and then the solvent of the dye solution is removed to form a zinc oxide powder (hereinafter referred to as the precursor) with the dye adsorbed on the surface. A method for obtaining sensitized zinc oxide) is a suitable dye adsorption method for the present invention. Note that filtration, heat drying, freeze drying, spray drying, etc. are all effective methods for removing the solvent of the dye solution.

In the present invention, PoIJ N-vinylcarbaso A'W4 is used as a binder for zinc oxide powder. Poly-N-vinylcarbazoles suitable for the present invention include poly-N-vinylcarbazole, poly-3-chloro-N-vinylcarbazole, poly-3-from-N-vinylcarbazole,
Poly-3□-iodo-N-vinylcarbazole, BoIJ
-3,6-cyclo-N-vinylcarbazole, poly-36-dibromo-N-vinylcarbazole, PoIJ
-3,6-short-N-vinylcarbasol, HoIJ
-3-nitro-N-vinylcarbasol, poly-3-
Amino-N-vinylcarbazole, poly-IJ-3-dimethylamino-N-vinylcarbazole, poly-IJ-N-allylcarbazole, etc., and copolymers of N-vinylcarbazole monomers constituting the above-mentioned polymers. be.

Next, compounds represented by the general formula are listed. Book 9- The following compounds are used as compounds suitable for the invention.

1, 1. l-bis(4-N,N-dimethylaminophenyl)-1-phenylmethano2, 1.1-bis(4-N,N-dimethylamino-2
-methylphenyl)-1-phenylmethane 311-bis(4-N,N-dimethylamino-2-methylphenyl)-1-(2-chlorophenyl)methane 41
．． 1-bis(4-N,N-dimethylamino-2-methylphenyl)-1-(4-methoxyphenyl)methane 51
．． 1-bis(4-N,N-dimethylaminophenyl)-
1-(4-hydroxyphenyl)methane 6, 1.1-bis(4-N,N-dimethylaminophenyl)-1-(24-dimethoxyphenyl)methane 7, 1.1-bis(4-N,N -dimethylamino-2
-ethylphenyl)-1-7enylmeta/8,11-bis(4-N,N-dimethylamino-2-methoxyphenyl)-1-phenylmethane9,1,1-bis(4-N,N-dimethyl Amino-2
-ethoxyphenyl)-1-phenylmethane 10- 10, 1.1-bis(4-N,N-diethylaminophenyl)-phenylmethane 1], 1.1-bis(4-N,N-diethylamino-2
-methylphenyl)-1-phenylmethane 1211-bis(4-N,N-diethylamino-2-methylphenyl)-1-(2-chlorophenyl)methane 1
311-bis(4-N,N-diethylamino-2-methylphenyl)-1-(4-methoxyphenyl)methane]
411-bis(4-N,N-diethylaminophenyl)
-1-(4-hydroxyphenyl)methane 1511-bis(4-N,N-diethylaminophenyl)-1-(2,4-dimethoxyphenyl)methane 161
1-bis(4-N,N-diethylamino-2-ethylphenyl)-1-phenylmethane 1711-bis(4-N,N-diethylamino-2-methoxyphenyl)-1-phenylmethane 1811-bis(4- N,N-diethylamino-2-ethoxypher)-1-phenylmethane 19.1.1-bis(4-N,N-diethylamino-2
-methylphenyl)-1-(2,6-cyclolphenyl)methane 2011-bis(4-N,N-diethylamino-25-dimethoxyphenyl)-1-phenylmeth/21.1.1-bis(4-N, N-dibenzylaminophenyl)-1-phenylmethane 2211-bis(4-N,N-dipe/dylamino-2-
methylphenyl)-1-phenylmethane 2311-bis(4-1'J, N-dibe/dylamino-
25-dimethylphenyl)-1-phenylmethane 2411-bis(4-N,N-dibe/dylamino-2-
methquinphenyl)-1-phenylmethane 2511-bis(4-N,N-dimethylamino-2-methylphenyl)-1-(24-dimethoxyphenyl)meta/26, 1.1. l-) Lis(4-N,N-dimethylaminophenyl)-1-phenylmethane 27, 11.1-Tris(4-N,N-dimethylamino-2-methylphenyl)methane 2B, 1.1-bis (4-N,N-diethylamino-25-dimethylphenyl)methano29 11-bis(4-N,N-diethylamino-2-
methylphenyl)-1-(4-N,N-dimethylamino-2-chlorophenyl)methane 30 11-bis(4-N,i'J-diethylamino-
2-methylphenyl)-1-(4-N,N-dimethylamine-2-methylphenyl)meta/31, 1.1-bis(4-amino-2-methylphenyl)-l-(4-N, N-dimethylaminophenyl)
Methane 32 11-bis(4-amino-25-dimethylphenyl)-1-(4-N,N-dimethylaminophenyl)methane 33 1-(4-N,N-dimethylaminophenyl)-1.1. ]-triphenylmethane34, 1-(4-N,N-diethylaminophenyltriphenylmethane/35,]-bis4-N,N-dimethylaminophenyl)-11-diphenylmethane36 11-bis(4- N,N-diethylaminophenyl)-11-diphenylmethane 37 11-bis(4-N,N-dibenzylamino-2
-methylphenyl)-1-cyclohexylmethane 38,
1.1-bis(4-N,N-dibe/dylamino-2
-Methoky 1 3- diphenyl)-1-7 chlorohexylmethane 39 11-
Bis(4-N,N-dibenzylaminophenyl)-1-
Cyclohexylmethane 40 11-bis(4-N,N-dibenzylamino-2
．． 5-dimethylphenyl)-l-cyclohexylmethano 41, 1.1-bis(4-N,N-dibenzylamino-25-dimethoxyphenyl)-1-cyclohexylmethane 42 11-bis(3-N,N- diethylamino-4-methylphenyl)-1-phenylmethano43 11-bis(4-N,N-diethylamino-2-
methylphenyl)hephtane44 11-bis(4-N,N-diethylamino-2-
methoxyphenyl)-2-methylpropane 45, 1.1.1-)lis(4-N,N-diethylamino-2-methylphenyl)methane 46 α,α,α′,α′-tetrakis(4-N, N-
diethylamino/-2-methylphenyl)-p-xylene 47 11-bis(4-N,N-diethylamino-2-
ethylphenyl)-2-phenylethane 48, 1.1.5.5-tetrakis(4-N,N-
dimethylamine-2-14-methylphenyl)/4911-bis(4-N,N-diethylamino-2-ethylphenyl)-4-methylcyclohexa1 5011-bis(4-N,N- dimethylamino-2-methylphenyl)cyclohexane 5111-bis(4-N-ethyl-N-methylamino-
2-methylphenyl)-3-methylcyclohegisane 52
, 1.1.2.2-tetrakis(4-N,N-dimethylamine-2-methylphenyl)ethane 5311-bis(4-N,N-diethylamino-2-methylphenyl)-3-phenylpropa1 5411 -bis(4-N,N-dibenzylamino-2-
methylphenyl)pebutano5511-bis(4-N,N-dibenzylamino-2-
phthoxyphenyl)-2-methylpropane 5611-bis(4-N,N-dibe/dylamino-2-
methylphenyl)cyclohexane 57, 1.1-bis(4-N,N-dibe/dylamino-2-methylphenyl)propane 5811-bis(4-N,N-dibenzylamino-2-
Methyl = 15 = phenyl)norma/geta7 59 ]l-bis(4-N,N-dibenzylamino-2
-methoxyphenyl)propane601]-bis(4-N,N-dibe/dylamino-2
-methoxyphenyl)turmanobutano6111-bis(4-N,N-diethylaminophenyl)hef.

Tano 6211-bis(4-N,N-dimethylaminophenyl)-2-methylpropane6311-bis(4-N,N-dibenodylaminophenyl)penotano 64, 1.1-bis(4-N,N -dibenodylaminophenyl)-2-methylpropane6511-bis(4-N,N-dibenodylaminophenyl)cyclohexane6611-bis(4-N,N-dibenzylaminophenyl)pronochloro711-bis (4-N,N-dibenzylaminophenyl-n-butane 6811-bis(4-N,N-dibenzylamino-25
-dibe/dylamino-25
-dimethylphenyl) normal butano 7011-bis(4-N,N-dibe/dylamino-25
-dimethoxyphenyl) normal butanomo 11-bis(4-N,N-di(p-tolyl)aminophenylcocyclohexa/ 7222-bis(4-N,N-di(p-tolyl)aminophenyl)propane 7311- Bis[4-N,N-di(p-tolyl)aminophenyl]-1-phenylethane 7411-Bis[4-N,N-di(p-tolyl)aminophenyl]-11-diphenylethane 75,] l-bis[4-N,N-di(p-tolyl)aminophenyl]methano76]l-bis[4-N,N-di(p-tolyl)aminophenyl]-1-phenylmethane7711-bis[4 -N,N-di(p-tolyl)aminophenyl] -4-tert-butyl 7chlorohexa/7
811-bis(4-N,N-di(p-tolyl)aminophenyl)-2-methylpropyl/7911-bis(4-N,N-di(p-tolyl)aminophenyl)ethane 8011-bis [4-N,N-di(p-tolyl)aminophenyl]-3-methylbutane 81, 1.1-bisC4-N,N-di(p-tolyl)
Amino-2-methylphenyl]ethane 8211-bis[4-N,N-di(p-tolyl)amino-2-methylphenyl]cyclohexane8311-bis(4-N,N-dibenozinogenomophenyl)ethane84, 1 .1-bis(4-N,N-dibenodylaminophenyl)prono/85, 1.1-bis(4-N,N-dibenodylaminophenyl)nbutane 8611-bis(4-N, N-dibenodylaminophenyl)-2-methylbutane 8711-bis(4-N,N-dibenodylaminophenyl)-n-hexa/8811-bis(4-N,N-dipenodylaminophenyl) -1 18- 2-Ethylhexano 8911-bis(4-N,N-dibenzylaminophenyl)-〇-dodecano 9i1. 1.1-zes[:4-N,N-di(p-chlorobenzyl)aminophenyl]ethane 91 11-bis[4-N,N-di(0-chlorobenozyl)aminophenyl)-n-butane! 12. 1.1-bis[4-N,N-di(p-promobenozyl)aminophenyl)-n-buta/9311-bis[4-N,N-di(p-methylbenozyl)aminophenyl]gropano9411-bis[ 4-N,N-di(p-nitrobe/zyl)aminophenyl]-2-ethylhexano9511-bis(4-N,N-dibenzylamino-2-
methylphenyl)methane 9611-bis(4-N,N-dibe/dylamino-2-
9711-bis(4-N,N-di(p-chlorobenonyl)amino-2-ethylphenyl)methane/9811-bis(4-N,N-dibenzylamino-2-
methylphenyl)ethane 9911-bis(4-N,N-dibe/dylamino-2-
:L-ruphenyl)ethane 100, 1.1-bis(4-N,N-dibe/dylamino-2-methylphenyl)propano 101 1.1-bis(4-N,N-di(.-chlorbenozyl)amino -2-ethylphenyl)furopane 102, 1.1-bis(4-N,N-dibe/dylamino-2-methylphenyl)buta/103, 1.1-bis[4-N,N-di(p- tarorbe/zyl)amino-2-ethylphenyl]phthane 104, 1.1-bis(4-N,N-dibenzylamino-2-methylphenyl)-2-methylpropa/105, 1.1-bis(4- N,N-dibenzylamino-2-methoxyphenyl)butano 106, 1,1-bis(4-N,N-dibe/dylamino-2-methylphenyl)hebutano/107, 1.1-bis[4- N,N-di(p-tolylamino)-2-methoxyphenyl]hebutane 108, 1.1-bis(4-N,N-dibenzylamino-2-methylphenyl)hexano+09.2.2-bis (4-N,N-dibenzylamino-2-methylphenyl)butane]10.2.2-bis(4-N,N-dibenzylamino-2-methylphenyl)propanoThe electrophotographic photoreceptor of the present invention is The sensitized zinc oxide on which the dye sensitizer has been adsorbed is added to the above-mentioned POIJ N-vinylcarbazoles and the compound represented by the general formula together with its solvent in a ball mill, attritor, kedimir, sanodogly/
A coating liquid for forming a photosensitive layer is prepared by uniformly dispersing and mixing using a dispersing machine such as a roller, three-roll mill, etc., and this coating liquid is applied to a blade coater, rod coater, knife coater, IJ hearth roll coater, etc. It is created by coating on a conductive support using a coating machine such as a tip coater and drying it.

As the solvent used for preparing the coating solution, poly-N-vinylcarbazoles and bath agents of compounds of the general formula are suitable, and specifically, aromatic hydrocarbons such as benzene and toluene, methyl chloride, etc. Examples include halogenated hydrocarbons such as 1,2-dichloroethane, chloroform, and monochlorobenzene, cyclic ethers such as tetrahydrofurano and 14-dioxane, and cyclohexane.

Further, the blending ratio of BoIJ N-vinylcarbazole is required to be 50 parts by weight or more per 100 parts by weight of zinc oxide. If the mixing ratio is less than this, sufficient charging ability cannot be obtained.

In addition, the compounding ratio of the compound represented by the general formula is zinc oxide 1
20 to 400 parts by weight are used relative to 00 parts by weight.

The thickness of the photoconductive layer formed on the conductive support as described above is 5 μm to 100 μm, preferably 108 m to 5 μm.
It is 0 μm.

It is also effective to provide an undercoat layer between the conductive support and the photoconductive layer. The undercoat layer is effective in improving the adhesion of the photoconductive layer, blocking counter charges, and preventing dielectric breakdown and white spots due to J corona discharge overcurrent. The materials used for the undercoat layer include -22- polyvinyl alcohol, polyvinyl methyl ether, polyvinylethyl ether, polyvinyl pyrrolid/vinyl pyrrolidone-vinyl acetate copolymer, polyethylene ogizide, polyethylene glycol, polypropylene glycol, polyvinyl pyrrolidone-vinyl acetate copolymer, Acrylic acid and its salts, polyacrylamide, poly-β-hydroxyethyl acrylate, polyhydroginepropyl, methacrylate, methylcellulose, ethylcellulose, calhoki/methylcellulose,
Hydroxyethyl cellulose, hydroxypropyl cellulose, polyethyleneimide/, polyalanino, polycellino, poly-L-glutamic acid, poly-(hydroxyethyl)-I,-glutamine, poly-8-hydroxymethyl-L-cysteine, polyproly/, lysinotyrosino copolymer, glutamic acid-lysinoarani/copolymer,
Silk fibroin, casei/, starch, starch acetate-1, hydroxyethyl starch, amine starch,
Examples include water-soluble polymers such as phosphate starch and gelatin. The thickness of the undercoat layer is l 71m ~ 5μ
m is preferred.

The electrophotographic photoreceptor of the present invention produced in this manner has sufficient charging ability and photosensitivity for corona discharge of both positive and negative polarities for practical use. Furthermore, the content of poly-N-vinylcarbazoles, which function as a binder, is 50% by weight or more based on zinc oxide, and the repeat durability is excellent. In general, the repeated durability of zinc oxide photoreceptors is improved by increasing the total amount of binder added to zinc oxide (for example, JP-A-56-55141). However, the photoreceptor of the present invention has no toxicity problems with respect to the raw materials and the photoreceptor. Therefore, the photoreceptor of the present invention can be applied to a PPC type electrophotographic copying machine, and is particularly suitable as a photoreceptor for a PPC type microfilm reader printer.

Furthermore, it can be applied as a photoreceptor for a two-color color copying machine and a photoreceptor for a P))C system color print making machine.

EXAMPLES Next, the present invention will be explained in more detail with reference to Examples, but the embodiments of the present invention are not limited by these examples.

Preparation of Sensitized Zinc Oxide 10 parts by weight of 100 parts by weight of tetrahydroflough are added to 10 parts by weight of tetraiodofluoride and completely dissolved. Next, add zinc oxide powder (Zazex #4 manufactured by Sakai Chemical Industry Co., Ltd.) to this bath solution.
Add 100 parts by weight of 000), mix the mixture in a porcelain ball mill for 3 hours, pour the resulting coating solution into a beaker, stir in an oil bath kept at 80°C, and completely evaporate the tetrahydrofurano. . In this way, zinc oxide powder sensitized with tetraiodofluorescein was obtained.

Example 8 Poly-N-vinylcarbazole (Luvican M manufactured by ASF)
170) Dissolve 10 parts by weight in a total of 90 parts by weight of methylene chloride. Next, the compound represented by the general formula 0.1.2,5,10,20-
25- By adding each part by weight, #6 types of baths were prepared in which PVK and Al were dissolved. 10 parts by weight of sensitized zinc oxide was added to each of these solutions, and the mixture was mixed and dispersed in a porcelain ball mill for 8 hours. The resulting coating solution was coated on the aluminum side of a laminated film made by bonding all polyethylene terephthalate and aluminum together to a dry thickness of 15 μm using a blade coating method, and dried at 110°C for 30 minutes to coat the photoreceptor. Created.

The electrostatic charging characteristics of the electrophotographic photoreceptor thus prepared were measured. Using a commercially available electrostatic charging tester (Model SP 428 manufactured by Nichidenki Seisakusho for ■), the initial potential Vo immediately after charging was measured under the charging conditions of a corona discharge voltage of ±6 and a charging speed of 250+ mn/sec. Attenuate. Next, all exposures are performed with tungsten/light having a color temperature of 2854°K and an illuminance of 5 lux, and the potential half-reduction exposure amount E+ is determined. Further, the potential after 1501 ux 5 ec irradiation was recorded as the total residual potential V□. The obtained results are listed in Table 1.

Table 1 As is clear from the results in Table 1, the charging potential increases in proportion to the amount of compound Al. This phenomenon is remarkable in positive charging. On the other hand, it can be seen that the photosensitivity does not depend on the amount of Compound 11 mixed. Practical surface potential (lV, l≧
300) Compound A 11 for sensitized zinc oxide
It can be seen that the blending amount of 20% by weight or more is sufficient.

Example 2 In the 10 wt% methylene chloride solution of sensitized zinc oxide and PVK used in Example 1 and Compound 11, the blending ratio of Compound & 11 to sensitized zinc oxide was constant, and the sensitized zinc oxide and PVK were blended. Photoreceptors were prepared according to the method described in Example 1 with different ratios, and the electrostatic charging characteristics of the obtained photoreceptors were measured. Table 2 shows the compounding ratio of the photoreceptor and the results of electrostatic charging characteristics.

Table 2 From Table 2, it can be seen that practical surface potential (l
V, l≧300 V) was obtained.

Examples 3 to 6 Using the sensitized zinc oxide of Example 1 and following the procedure described in Example 1, photoreceptors were prepared according to the following formulations.

Example 3 Sensitized zinc oxide 10 parts by weight 10 of PVK
Weight% methanochloride bath solution 100 parts by weight Compound Ya 22
5 parts by weight Example 4 Sensitized zinc oxide lO parts by weight Hopoly 3.6
-Sifurom-N-vinylcarbazole in 10% by weight methine chloride solution 100 parts by weight Compound 27 Example 5 Sensitized zinc oxide 10 parts by weight -3
, 6-Syfurome-N-vinylcarbasol-29- 10% by weight methylene chloride solution 100 parts Compound shop 52 5 parts by weight Example 6 Sensitized zinc oxide 10 parts by weight Hopoly 3.6
-Sifurom-N-vinylka wt% methyl chloride wt% methylene chloride/bath liquid 100 parts by weight Compound A69
5 parts by weight The electrostatic charging characteristics of the photoreceptors of Examples 3 to 6 were measured according to the procedure of Example 1, and the results shown in Table 3 were obtained.

Table 3 -30- Example 7 The photoconductor of Example 6 was installed in a commercially available Seleno (positive charging) PPC type electrophotographic copying machine, and the photoreceptor was charged, exposed, developed, transferred, and
As a result of conducting a lanonning test by repeating the cleaning cycle, the sensitivity, concentration, and
There was almost no change in fog and image quality.

Example 8 All photoreceptors of Example 6 were used for commercially available zinc oxide (negatively charged) P
I) It was installed in a C-type electrophotographic copying machine and Lanoni/Gutes If was performed in the same manner as in Example 7, but the sensitivity, density, fog, and image quality remained almost unchanged until 10,000 cycles.

patent applicant Tomoekawa Paper Mill Co., Ltd. -31- 335-

Claims (2)

[Claims] (1) Zinc oxide, poly-N-
A positively and negatively charged electrophotographic sensor characterized by providing a photoconductive layer containing a vinyl carbazole and a compound represented by the following general formula, provided that the ratio in the formula is 11 R21"31,
is a hydrogen base paper, a substituted or unsubstituted alkyl group, cycloalkyl group, alkenyl group, or aryl group,
, R6 is a hydrogen atom, a substituted or unsubstituted alkyl group,
cycloalkyl group, alkenyl group, cycloalkenyl group, or aryl group, ~・R8・P-9・Rio is a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a cycloalkyl group, an alkenyl group,
represents an aryl group, an alkoxy group or an amino group,
Further, R and R6 are cyclized with each other and have 3 to 1 carbon atoms.
0 saturated or unsaturated hydrocarbon rings may be formed. (2) A positively and negatively chargeable electrophotographic photoreceptor according to claim 1, wherein the composition ratio of poly N-vinyl carbazole in the photoconductive layer is 50% by weight or more based on zinc oxide. .