JPH06118678A - Electrophotographic sensitive body - Google Patents

Abstract

PURPOSE:To provide an electrophotographic sensitive body which has excellent sensitivity characteristics and is useful for a high-speed printer, high-speed digital copying machine or high-speed facsimile, the electrophotographic sensitive body which is less changed in the sensitivity characteristics with a fluctuation in humidity, the electrophotographic sensitive body which has the stable characteristics at the time of repetitive use and the electrophotographic sensitive body which has excellent production stability and is less fluctuated in the characteristics. CONSTITUTION:This electrophotographic sensitive body contains titanyl phthalocyanine of a crystal type having the max. peak at 27.2+ or -0.2 deg. of a Bragg angle 2theta in X-ray diffraction spectra with Cu-Kalpha rays and contains a quinone compd. having a specific substituent or arom. diketone compd. in a 0.1 to 1000 pts.wt. range per 100 pts.wt. titanyl phthalocyanine.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to an electrophotographic photoreceptor,
In particular, titanyl phthalocyanine having a specific crystal type is used as a photoconductive material, it is effective for a printer, a copying machine and the like, and is also suitable when an image is formed by using a semiconductor laser light and an LED light as an exposing means. Electrophotographic photoconductor.

[0002]

2. Description of the Related Art In recent years, photoconductive materials have been actively researched and applied to photoelectric conversion elements such as electrophotographic photoreceptors, solar cells and image sensors. Conventionally, inorganic materials have been mainly used as these photoconductive materials. For example, in an electrophotographic photoreceptor, a photosensitive layer containing an inorganic photoconductive material such as selenium, zinc oxide, or cadmium sulfide as a main component is provided. Inorganic photoreceptors have been widely used.

However, such an inorganic photoconductor has not always been satisfactory in characteristics such as photosensitivity, thermal stability, moisture resistance and durability required for electrophotographic photoconductors of copying machines, printers and the like. For example, selenium is crystallized by heat, stains on fingerprints, etc., so that the characteristics as an electrophotographic photoreceptor are likely to deteriorate. Further, the electrophotographic photoreceptor using cadmium sulfide is inferior in moisture resistance and durability, and the electrophotographic photoreceptor using zinc oxide also has a problem in durability.

Further, in recent years, environmental problems have been particularly emphasized, but electrophotographic photoconductors such as selenium and cadmium sulfide have a drawback in that production and handling are largely restricted in view of toxicity.

In order to remedy the drawbacks of such inorganic photoconductive materials, various organic photoconductive materials have been attracting attention, and in recent years, attempts have been made to use them in the photosensitive layer of electrophotographic photoreceptors. Active research is being conducted. For example, Japanese Patent Publication No. 50-10496 describes an organic photoreceptor having a photosensitive layer containing polyvinylcarbazole and trinitrofluorenone. However, this photoreceptor is not sufficient in sensitivity and durability. Therefore, a function-separated electrophotographic photosensitive member has been developed in which different substances have different functions of carrier generation and carrier transport.

In such an electrophotographic photosensitive member, since a wide range of materials can be selected, it is easy to obtain arbitrary characteristics,
Therefore, it is expected that an organic photoreceptor having high sensitivity and high durability can be obtained.

Various organic compounds have been proposed as carrier-generating substances and carrier-transporting substances for such a function-separated type electrophotographic photosensitive member. In particular, the carrier-generating substance is important for controlling the basic characteristics of the photosensitive member. Has various functions. As carrier generating substances, photoconductive substances such as polycyclic quinone compounds typified by dibromoanthanthrone, pyrylium compounds and eutectic complexes of pyrylium compounds, squarylium compounds, phthalocyanine compounds, and azo compounds have been put to practical use. It was

Among them, it is known that titanyl phthalocyanine having a specific crystal form exhibits particularly excellent characteristics. Titanyl phthalocyanine has a large number of crystals and shows completely different performance depending on the crystal type, but among them, the crystal type having the maximum peak at 27.2 ± 0.2 ° of Bragg angle 2θ in the X-ray diffraction spectrum for Cu-Kα. Since titanyl phthalocyanine has remarkably high photon efficiency, an electrophotographic photoreceptor using such titanyl phthalocyanine as a carrier generating material is extremely useful for designing high speed printers, high speed digital copying machines and high speed facsimiles. ing.

Fujimaki reported that in the X-ray diffraction spectrum 27.3
It was found that the Y-type titanyl phthalocyanine having very high photon efficiency, which has characteristic peaks at ° and 9.6 °, has a reduced photon efficiency when heated or dehydrated by a dry nitrogen atmosphere. This is because the photon efficiency is restored again when water is reabsorbed in a room temperature and normal humidity environment. Therefore, the Y-type crystal is a crystal that absorbs water, and the holes and electrons from excitons generated by the light of water molecules are generated. Promote dissociation,
I think that this is one of the causes of high sensitivity (Y.Fu
jimaki: IS & T ′s 7th International Congress on Adv
ance in Nonimpact Printing Technologies, Paper Sum
maries, 269 (1991)). When such a material is used as a carrier-generating substance, the sensitivity characteristics may change due to environmental changes, particularly humidity fluctuations, which causes practical problems and requires improvement.

On the other hand, in order to form the photosensitive layer, the desired titanyl phthalocyanine is usually added with a binder polymer in an organic solvent, and finely dispersed using various dispersing devices to obtain a dispersion liquid. Coating is performed on a conductive substrate. In general, a compound having a crystal polymorph has a different crystal stability depending on environmental conditions, and therefore a crystal state is often changed in a dispersion liquid under the influence of a solvent or a binder. In particular, titanyl phthalocyanine used in the present invention is used. Because of the very high photon efficiency of crystals, such slight changes in crystalline state have a significant effect on photoreceptor properties. Therefore, it is important to suppress such changes in the dispersion liquid, and it is further important to secure crystal stability in the photosensitive layer for a long period of time against environmental conditions and the like.

[0011]

SUMMARY OF THE INVENTION It is an object of the present invention to provide an electrophotographic photosensitive member which has excellent sensitivity characteristics and is useful for a high speed printer, a high speed digital copying machine or a high speed facsimile.

Another object of the present invention is to provide an electrophotographic photosensitive member which has a small change in sensitivity characteristics with respect to humidity fluctuations.

Another object of the present invention is to obtain an electrophotographic photosensitive member having stable characteristics upon repeated use.

Another object of the present invention is to obtain an electrophotographic photosensitive member which is excellent in production stability and has little characteristic fluctuation.

[0015]

Constitution and effect of the invention: In the X-ray diffraction spectrum for Cu-Kα ray, it contains titanyl phthalocyanine having a maximum peak at 27.2 ± 0.2 ° of Bragg angle 2θ, and -OH, -C _n H _2n-1 OH,- COOH, -SH, -NHR (however, n
Is a natural number and R is a hydrogen atom, an alkyl group or an aryl group. ), A quinone compound substituted with at least one of (1) to (100) parts by weight of titanyl phthalocyanine.
An electrophotographic photosensitive member characterized by containing in the range of 0.1 to 100 parts by weight, and in place of the titanyl phthalocyanine and the quinone compound, an aromatic diketone compound in the same amount ratio to the titanyl phthalocyanine as described above. It can also be achieved by an electrophotographic photosensitive member characterized by containing.

As a result of repeated investigations by the inventors to improve environment resistance, particularly stability against humidity, when the specific crystal type titanyl phthalocyanine used in the present invention is used as a carrier generating substance, it is used as a carrier generating layer. It has been found that the coexistence of a specific substance can significantly reduce the change in the sensitivity characteristic with respect to the humidity fluctuation. Moreover, it has been found that the above-mentioned photoconductor simultaneously reduces changes in charging characteristics and sensitivity characteristics during repeated use.

Further, the present inventors conducted a thorough study on the crystal stability over a long period of time, and found that the presence of the above-mentioned specific substance significantly improved the stability of the characteristic crystal titanyl phthalocyanine used in the present invention. The present invention was constructed based on these findings.

The chemical structure of titanyl phthalocyanine used in the present invention is represented by the following general formula [I].

[0019]

[Chemical 1]

The X-ray diffraction spectrum is measured under the following conditions, and the peak here is a protrusion having a distinct acute angle different from noise.

X-ray tube Cu voltage 40.0 KV current 100 mA start angle 6.0 deg. Stop angle 35.0 deg. Step angle 0.02 deg. Measurement time 0.50 sec. Various methods can be used for synthesizing the titanyl phthalocyanine used in the present invention, but typically, it can be synthesized according to the following reaction formula (1) or (2).

[0022]

[Chemical 2]

In the formula, R _{1 to} R ₄ represent a leaving group.

The titanyl phthalocyanine obtained as described above can be converted into the crystal form used in the present invention by the following treatment.

For example, titanyl phthalocyanine of any crystal form is dissolved in concentrated sulfuric acid, the sulfuric acid solution is poured into water, and the precipitated crystals are collected by filtration. By this operation, titanyl phthalocyanine is converted into an amorphous state.

Then, the amorphous titanyl phthalocyanine is treated with a specific organic solvent in the presence of water to obtain the crystal form used in the present invention. As a specific example of such a method, for example, JP-A-3-35
Examples described in No. 245 can be given.

The quinone compound according to the present invention which is used in the coexistence with these titanyl phthalocyanines is a compound having a quinonoid structure in which two -CH = in an aromatic hydrocarbon are substituted with -CO-, and examples thereof include: Benzoquinone, 1,4-naphthoquinone, 1,2-naphthoquinone, anthraquinone, 1,6-
Examples include pyrenequinone.

The aromatic diketone compound is a compound in which two —CH═ in the aromatic hydrocarbon are replaced by —CO— and does not have a quinonoid structure (not a quinone compound). It may have a substituent on the aromatic diketone compound, the substituent group, -OH group, -C _n H _2n-1 OH group (n is a natural number), - COOH group, -NHR group (R is a hydrogen atom , An alkyl group, an aryl group), an alkyl group, an alkoxy group,
Examples thereof include a halogen atom and a cyano group.

Specific examples of the quinone compound and the aromatic diketone compound (excluding the quinone compound) will be given.

[0030]

[Chemical 3]

[0031]

[Chemical 4]

[0032]

[Chemical 5]

[0033]

[Chemical 6]

These compounds are titanyl phthalocyanines.
It is used in the range of 0.1 to 1000 parts by weight with respect to 100 parts by weight. If it is less than this range, the effect is insufficient, and if it is more than this range, the sensitivity characteristics of the photoconductor are deteriorated.

In the electrophotographic photoreceptor of the present invention, other photoconductive substances may be used in combination with the above-mentioned phthalocyanine. Other photoconductive substances include titanyl phthalocyanine such as A, B, C, amorphous and AB mixed type which are different in crystal form from the titanyl phthalocyanine used in the present invention, other phthalocyanine compounds, naphthalocyanine compounds, and other porphyrins. Examples thereof include derivatives, azo compounds, polycyclic quinone compounds represented by dibromoanthanthrone, pyrylium compounds, eutectic complexes of pyrylium compounds, and squarylium compounds.

The electrophotographic photoreceptor of the present invention may be used in combination with a carrier transport material. As the carrier transporting substance, various ones can be used, but as a representative one, for example, a compound having a nitrogen-containing heterocyclic nucleus represented by oxazole, oxadiazole, thiazole, thiadiazole, imidazole and the like, or a condensed ring nucleus thereof, poly Arylalkane compounds, pyrazoline compounds, hydrazone compounds, triarylamine compounds, styryl compounds, polis (bis) styryl compounds, styryltriphenylamine compounds, β-phenylstyrylphenylamine compounds, butadiene compounds , Hexatriene compounds,
Examples thereof include carbazole compounds and condensed polycyclic compounds. Specific examples of these carrier-transporting substances include the carrier-transporting substances described in JP-A-61-107356. The structures of particularly representative ones are shown below.

[0037]

[Chemical 7]

[0038]

[Chemical 8]

[0039]

[Chemical 9]

[0040]

[Chemical 10]

[0041]

[Chemical 11]

[0042]

[Chemical 12]

Various forms of the structure of the photoconductor are known. The photoconductor of the present invention may take any of these forms, but it is preferable to use a laminated or dispersed function-separated photoconductor. In this case, the configuration is usually as shown in FIGS. In the layer structure shown in FIG. 1A, a carrier generation layer 2 is formed on a conductive support 1, a carrier transport layer 3 is laminated on the carrier generation layer 2, and a photosensitive layer 4 is formed. ) Is these carrier generation layer 2 and carrier transport layer 3
To form a photosensitive layer 4 '. FIG. 3C shows an intermediate layer 5 provided between the photosensitive layer 4 and the conductive support 1 having the layer structure shown in FIG. The layer structure of FIG. 5 (5) is one in which a photosensitive layer 4 ″ containing a carrier generating substance 6 and a carrier transporting substance 7 is formed. Intermediate layer 5 between 1 and
Is provided. In the structure shown in FIG. 1, a protective layer may be further provided on the outermost layer.

In forming the photosensitive layer, it is effective to apply a solution in which the carrier-generating substance or the carrier-transporting substance is dissolved alone or together with a binder or an additive. However, since the solubility of the carrier-generating substance is generally low, in such a case, the carrier-generating substance is treated with an ultrasonic disperser,
A method of applying a liquid in which fine particles are dispersed in an appropriate dispersion medium using a dispersing device such as a ball mill, a sand mill, a homomixer, etc. is effective. In this case, the binder and additives are usually used by adding them to the dispersion liquid.

A wide variety of solvents or dispersion media can be used as the solvent or dispersion medium for forming the photosensitive layer. For example, butylamine, ethylenediamine, N, N-dimethylformamide, acetone, methyl ethyl ketone, methyl isopropyl ketone, methyl isobutyl ketone, cyclohexanone, 4-methoxy-4-methyl-2-pentanone, tetrahydrofuran, dioxane, ethyl acetate, butyl acetate,
Acetic acid-t-butyl, methyl cellosolve, ethyl cellosolve, butyl cellosolve, ethylene glycol dimethyl ether, toluene, xylene, acetophenone, chloroform, dichloromethane, dichloroethane, trichloroethane, methanol, ethanol, propanol, butanol and the like can be mentioned.

When a binder is used for forming the carrier generating layer or the carrier transporting layer, any binder can be selected, but a high molecular polymer having hydrophobicity and film forming ability is particularly desirable. Examples of such a polymer include the following,
It is not limited to these. Polycarbonate Polycarbonate Z Resin Acrylic Resin Methacrylic Resin Polyvinyl Chloride Polyvinylidene Chloride Polystyrene Styrene-Butadiene Copolymer Polyvinyl Acetate Polyvinyl Formal Polyvinyl Butyral Polyvinyl Acetal Polyvinylcarbazole Styrene-Alkyd Resin Silicone Resin Silicone-Alkyd Resin Silicone-Butylal Resin Polyester Polyurethane Polyamide Polyurethane Epoxy Resin Phenolic resin Vinylidene chloride-Acrylonitrile copolymer Vinyl chloride-Vinyl acetate copolymer Vinyl chloride-Vinyl acetate-Maleic anhydride copolymer The ratio of the carrier generating substance to the binder is preferably 10 to 600% by weight, and further 50 It is desirable to set it to 400% by weight. The ratio of carrier transport material to binder
It is desirable to be 10 to 500% by weight. The thickness of the carrier generation layer is 0.01 to 20 μm, more preferably 0.05 to 5 μm. The thickness of the carrier transport layer is 1 to 100 μm, more preferably 5 to 30 μm.

The above photosensitive layer may contain an electron accepting substance for the purpose of improving sensitivity, reducing residual potential, or reducing fatigue during repeated use. Examples of such an electron accepting substance include succinic anhydride, maleic anhydride, dibromosuccinic anhydride, phthalic anhydride, tetrachlorophthalic anhydride, tetrabromophthalic anhydride, 3-nitrophthalic anhydride and 4-nitrophthalic anhydride. Acid, pyromellitic dianhydride, mellitic dianhydride, tetracyanoethylene, tetracyanoquinodimethane, o-dinitrobenzene, m-dinitrobenzene, 1,3,5-trinitrobenzene, p-nitrobenzonitrile, picryl chloride, Quinone chlorimide, chloranil, bromanil, dichlorodicyano-p-benzoquinone, anthraquinone, dinitroanthraquinone, 9-fluorenylidene malononitrile, polynitro-9-fluorenylidene malononitrile, picric acid, o-nitrobenzoic acid, p- Nitrobenzoic acid, 3,5-dinitrobenzoic acid, pentafluorobenzoic acid Acid, 5-nitro salicylic acid, 3,5-dinitrosalicylic acid, phthalic acid, mellitic acid, and larger compounds of other electron affinity. The addition ratio of the electron accepting substance is 0.0 with respect to 100 by weight of the carrier generating substance.
It is preferably 1 to 200, more preferably 0.1 to 100.

Further, in the above-mentioned photosensitive layer, storage stability, durability,
For the purpose of improving the resistance to the environment, a deterioration inhibitor such as an antioxidant or a light stabilizer can be contained. Examples of compounds used for such purpose include chromanol derivatives such as tocopherol and its etherified or esterified compounds, polyarylalkane compounds,
Hydroquinone derivatives and mono- and dietherified compounds thereof, benzophenone derivatives, benzotriazole derivatives, thioether compounds, phosphonic acid esters, phosphorous acid esters, phenylenediamine derivatives, phenol compounds, hindered phenol compounds, linear amine compounds,
Cyclic amine compounds and hindered amine compounds are effective. Specific examples of particularly effective compounds include "IRGANOX
"1010", "IRGANOX 565" (manufactured by Ciba-Geigy), "Sumilyzer BHT", "Sumilyzer MDP" (manufactured by Sumitomo Chemical Co., Ltd.)
Hindered phenolic compounds such as "Sanol LS-262
6 ”,“ Sanol LS-622LD ”(manufactured by Sankyo Co., Ltd.) and the like.

As the binder used for the intermediate layer, the protective layer and the like, those mentioned above for the carrier generating layer and the carrier transporting layer can be used. In addition to them, nylon resin, ethylene-vinyl acetate copolymer, Ethylene resins such as ethylene-vinyl acetate-maleic anhydride copolymer and ethylene-vinyl acetate-methacrylic acid copolymer, polyvinyl alcohol, and cellulose derivatives are effective.
Further, a curable binder utilizing heat curing or chemical curing of melamine, epoxy, isocyanate or the like can be used.

As the conductive support, a metal plate or a metal drum is used, and a conductive polymer, a conductive compound such as indium oxide, or a thin layer of a metal such as aluminum or palladium is applied, vapor deposited, laminated or the like. Therefore, the one provided on a substrate such as paper or plastic film can be used.

[0051]

EXAMPLES The present invention will be described in detail with reference to examples.

Example 1 1 part by weight of titanyl phthalocyanine powder having an X-ray diffraction spectrum having peaks at Bragg angles 2θ of 27.2 °, 24.1 ° and 9.5 ° in FIG. 2, 100 parts by weight of methyl ethyl ketone, and further compound (1-1) ) 0.5 part by weight was added and dispersed using a sand mill. After a part of the obtained dispersion liquid was evaporated to dryness, the X-ray diffraction spectrum was measured and it was as shown in FIG. On the other hand, a 0.3 μm-thick undercoat layer made of polyamide resin “CM-8000” (manufactured by Toray Industries, Inc.) was formed on a polyester base on which aluminum was vapor-deposited by a wire bar coating method, and then the obtained dispersion liquid was applied on the wire bar. A carrier generation layer having a thickness of 0.2 μm was obtained. Next, 1 part by weight of carrier-transporting substance (21), 1.5 parts by weight of polycarbonate resin "Upilon Z-200" (manufactured by Mitsubishi Gas Chemical Co., Inc.) and a small amount of silicone oil "KF-54" (manufactured by Shin-Etsu Chemical Co., Ltd.)
A solution dissolved in 8 parts by weight of 1,2-dichloroethane was blade-coated to form a carrier transport layer having a thickness of 20 μm. The photoreceptor thus obtained is referred to as Sample 1.

Examples 2 to 4 Same as Example 1 except that compounds (1-8), (2-1) and (2-8) were used in place of compound (1-1) in Example 1. Thus, a photoconductor of the present invention was obtained. These are designated as samples 2 to 4. The X-ray diffraction spectrum measured after dispersion was the same as in Example 1, and no change in the crystalline state was observed.

Comparative Example (1) A comparative photoconductor was obtained in the same manner as in Example 1 except that the compound (1-1) was omitted. This is designated as Comparative Sample (1). Further, an X-ray diffraction spectrum measured by evaporating and drying a part of the obtained dispersion liquid is shown in FIG. A slight peak is seen at 26.2 ° of the Bragg angle 2θ, indicating that the crystalline state has changed.

Comparative Examples (2) to (6) Example 1 was repeated except that anthraquinone, dinitroanthraquinone, 1,4-naphthoquinone, dichlorodicyan-p-benzoquinone and chloranil were used in place of the compound (1-1) in Example 1. A comparative photoconductor was obtained in the same manner as. These are designated as comparative samples (2) to (6), respectively.

Comparative Example (7) A comparative photoreceptor was obtained in the same manner as in Example 1 except that the amount of the compound (1-1) in Example 1 was changed to 12 parts by weight. This is designated as Comparative Sample (7).

Comparative Example (8) A comparative photoconductor was obtained in the same manner as in Example 1 except that the amount of the compound (1-1) was changed to 0.0005 parts by weight. This is designated as Comparative Sample (8).

Evaluation 1: Obtained sample at 20 ° C., 50%
Under the RH environment, "Konika 9028" (made by Konica Corporation,
It was mounted on a modified machine using a semiconductor laser light source), the grid voltage V _G was adjusted to 600 V, and the potential V _H of the unexposed portion and the potential V _L of the exposed portion during light irradiation of 0.7 mW were measured. Then sample 1
After moving to an environment of 0 ° C and 20% RH and fully acclimatizing to the environment,
V _H and V _L were measured under the above conditions. Also, 10 ℃, 20% R
V _H and V _L after repeated use of 10,000 prints under H environment were also measured.

Evaluation 2: Sample was also 55 ° C., 80% RH
After being left for 1 week in the atmosphere of No. 2, it was mounted on a modified “Konika 9028” in an environment of 20 ° C. and 50% RH, and V _H and V _L were measured.

The evaluation results are shown in Table 1. It can be seen that the compounds of the present invention show remarkable effects in reducing fluctuations in humidity, changes in photoreceptor characteristics due to repeated use, and stabilizing dispersions and photoreceptors.

[0061]

[Table 1]

Example 5 Similar to Example 1 except that the titanyl phthalocyanine in Example 1 was replaced with titanyl phthalocyanine showing an X-ray diffraction spectrum having peaks at Bragg angles 2θ of 27.2 °, 24.1 ° and 9.0 ° in FIG. Thus, a photoconductor of the present invention was obtained.
This is sample 5.

Comparative Example (9) A comparative photoconductor was obtained in the same manner as in Example 5, except that the compound (1-1) was omitted. This is designated as Comparative Sample (9).

Sample 5 and comparative sample (9) were evaluated according to the methods of Evaluations 1 and 2. The results are shown in Table 2.

[0065]

[Table 2]

It is confirmed that the system of the present invention exhibits excellent properties.

Example 6 1 part by weight of titanyl phthalocyanine powder having an X-ray diffraction spectrum having peaks at black angles 2θ of 27.2 °, 24.1 ° and 9.5 ° in FIG. 2, 100 parts by weight of methyl ethyl ketone, 1 part by weight of polyvinyl butyral resin, Further, 0.5 part by weight of the compound (1-1) was added and dispersed using a sand mill. On the other hand, a polyamide resin "C
M-8000 ”(manufactured by Toray Industries, Inc.) is applied to form an undercoat layer having a thickness of 0.3 μm, and the resulting dispersion is applied with a wire bar to a thickness of 0.
The carrier generation layer has a thickness of 2 μm. Next, 1 part by weight of carrier transport material (21) and polycarbonate resin "Iupilon Z"
-200 "(manufactured by Mitsubishi Gas Chemical Co., Inc.) and a trace amount of silicone oil" KF-54 "(manufactured by Shin-Etsu Chemical Co., Ltd.) dissolved in 8 parts by weight of 1,2-dichloroethane are blade-coated to a thickness of 20 μm. The thus-obtained sample on which the carrier transport layer was formed is referred to as Sample 6.

Example 7 A photoreceptor of the present invention was obtained in the same manner as in Example 6 except that a silicone resin was used instead of the polyvinyl butyral resin in Example 6. This is sample 7.

Example 8 A photoreceptor of the present invention was obtained in the same manner as in Example 6 except that a silicone-butyral resin was used instead of the polyvinyl butyral resin in Example 6. This is sample 8.

Example 9 A photoconductor of the present invention was obtained in the same manner as in Example 6 except that cyclohexanone was used in place of methyl ethyl ketone and polycarbonate Z resin was used in place of polyvinyl butyral resin. This is sample 9.

Comparative Examples (12) to (15) Comparative photoreceptors were obtained in the same manner as in Examples 6 to 9 except that the compound (1-1) was omitted. These are designated as comparative samples (12) to (15).

Samples 6-9 and comparative sample (12)
(15) were evaluated according to the methods of Evaluation 1 and 2. The results are shown in Table 3.

[0073]

[Table 3]

[0074]

The constitution of the present invention remarkably improves the stabilization of the dispersion liquid and the photoreceptor.

[Brief description of drawings]

FIG. 1 is a sectional view of a photoconductor of the present invention.

FIG. 2 is an X-ray diffraction spectrum diagram of titanyl phthalocyanine used in the present invention.

FIG. 3 is an X-ray diffraction spectrum of the titanyl phthalocyanine obtained in Example 1.

FIG. 4 is an X-ray diffraction spectrum diagram of the titanyl phthalocyanine obtained in Comparative Example (1).

FIG. 5: X of titanyl phthalocyanine used in Example 5
Line diffraction spectrum diagram.

[Explanation of symbols]

 1 Conductive Support 2 Carrier Generation Layer 3 Carrier Transport Layer 4 Photosensitive Layer 5 Intermediate Layer 6 Carrier Generation Material 7 Carrier Transport Material

Front Page Continuation (72) Inventor Yoshihide Fujimaki 2970 Ishikawa-cho, Hachioji, Tokyo Konica Stock Company (72) Inventor Kazumasa Watanabe 1, Sakura-cho, Hino City, Tokyo Konica Stock Company In-house

Claims (2)

[Claims] 1. An X-ray diffraction spectrum for Cu-Kα ray, containing titanyl phthalocyanine having a maximum peak at 27.2 ± 0.2 ° of Bragg angle 2θ, and -OH,
_{-C n H 2n-1 OH,} -COOH, -SH, -NHR ( where, n is a natural number, R represents a hydrogen atom, an alkyl group, an aryl group.)
A quinone compound substituted with at least one of 0.1 to 10 parts by weight of titanyl phthalocyanine.
An electrophotographic photosensitive member characterized by being contained in an amount of 0 part by weight. 2. An X-ray diffraction spectrum for Cu-Kα ray containing titanyl phthalocyanine having a maximum peak at 27.2 ± 0.2 ° of a black angle 2θ and containing an aromatic diketone compound (excluding a quinone compound) as titanyl. An electrophotographic photosensitive member characterized by being contained in an amount of 0.1 to 1000 parts by weight based on 100 parts by weight of phthalocyanine.