JPH04184450A - Coating liquid - Google Patents

Abstract

PURPOSE:To improve a preservable property by incorporating titanyl phthalocyanine having a peak at a specific Bragg angle in X-ray diffraction spectra and specific phthalocyanine compd. into the above coating liquid. CONSTITUTION:The phthalocyanine compd. of formula I is incorporated into the titanyl phthalocyanine having the peak at 27.2+ or -0.2 deg. of the Bragg angle 2theta in the diffraction pattern to the characteristic X-ray (1.541Angstrom ) wave length of Cu-Kalpha, more preferably the titanyl phthalocyanine dispersion having the peaks at 9.5+ or -0.2, 24.1+ or -0.2 deg. and 27.2+ or -0.2 deg. of the Bragg angle 2theta. In the formula I, M denotes a metal atom; X<1> to X<4> denote an aryl group, heterocyclic group, amino group, nitro group, halogen atom, hydrogen atom; Y denotes a halogen atom, oxygen atom, hydroxyl group, alkoxy group, aryloxy group, alkylthio group, arylthio group, siloxy group; k, l, m, n denote 0 to 4 integer; p denotes 0 to 2 integer. The preservable property is improved in this way.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a coating liquid containing titanyl phthalocyanine having a specific crystal type and a specific substituted 7-thalocyanine.

[Prior art]

In recent years, research on photoconductive materials has been actively conducted, and they are being applied as 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 electrophotographic photoreceptors, selenium,
Inorganic photoreceptors provided with a photosensitive layer mainly composed of an inorganic photoconductive material such as zinc oxide or cadmium sulfide have been widely used.

However, such inorganic photoreceptors do not always satisfy the characteristics such as photosensitivity, thermal stability, moisture resistance, and durability required of electrophotographic photoreceptors for copying machines and the like. For example, selenium crystallizes due to heat, fingerprint stains, etc., and its properties as an electrophotographic photoreceptor tend to deteriorate.

In addition, electrophotographic photoreceptors using cadmium sulfide are moisture resistant,
Durability is poor, and electrophotographic photoreceptors using zinc oxide also have durability problems.

Furthermore, in recent years, environmental issues have been given particular importance, but electrophotographic photoreceptors made of selenium and cadmium sulfide have the drawback of being highly restricted in manufacturing and handling due to toxicity.

In order to improve the drawbacks of such inorganic photoconductive materials,
Various organic photoconductive substances have attracted attention, and attempts have been made to use them in photosensitive layers of electrophotographic photoreceptors, and active research has been conducted in recent years.

For example, Japanese Patent Publication No. 10495/1983 describes an organic photoreceptor having a photosensitive layer containing polyhinyl carhasol and trinitrofluorenone. However, this photoreceptor does not have sufficient sensitivity and durability. Therefore, a functionally separated electrophotographic photoreceptor has been developed in which the carrier generation function and the carrier transport function are assigned to different substances.

In such an electrophotographic photoreceptor, materials can be selected from a wide range, making it easy to obtain arbitrary characteristics, and it is therefore expected that an organic photoreceptor with excellent high sensitivity and high durability can be obtained.

Various organic compounds have been proposed as carrier-generating substances and carrier-transporting substances for such functionally separated electrophotographic photoreceptors, but carrier-generating substances in particular have important functions that control the basic characteristics of the photoreceptor. I'm in charge. As carrier-generating substances, photoconductive substances such as polycyclic quinone compounds represented by dibromoanthrone, eutectic complexes of pyrylium and biryllium compounds, squareium compounds, phthalocyanine compounds, and azo compounds have been put into practical use. Ta.

Furthermore, in general, the carrier-generating substance is applied by dispersing or dissolving it in an organic solvent. Therefore, in order to obtain a good electrophotographic photoreceptor, the carrier-generating substance must have good dispersibility and high dispersion stability. is required.

Furthermore, there is also a need for a carrier-generating material with high carrier-generating efficiency that provides higher sensitivity to electrophotographic photoreceptors. In this regard, in recent years, phthalocyanine compounds have attracted attention as excellent photoconductive materials, and active research is being conducted.

It is known that various physical properties of phthalocyanine compounds, such as spectra and photoconductivity, change depending on the type of central metal and the crystal type. For example, copper phthalocyanine has σ, β, and γ crystal forms, and it has been reported that these different crystal forms have large differences in electrophotographic properties (Manabu Sawada, “Dye and “Drugs”, Ting (6)
, 122 (1979no.

In addition, titanyl phthalocyanine has been attracting attention in recent years, but titanyl phthalocyanine also has A, B, C, Y
Four main crystal forms, called types, have been reported.

However, type A described in JP-A No. 62-67094, type B described in JP-A 61-239248, and JP-A 62-2
The CM titanyl phthalocyanine described in No. 56865 still has insufficient points in terms of electrophotographic sensitivity, durability, etc.

Recently announced Y-type titanyl phthalocyanine (Kinoshita et al.
Japan Hardcopy '89, E P 26
C1989)) is highly sensitive, but dispersion preparation techniques are important in order to fully demonstrate its properties and to produce it stably.

[Purpose of the invention]

An object of the present invention is to provide a coating liquid with excellent durability that overcomes the above-mentioned problems, and an electrophotographic photoreceptor coated with the same.

[Structure and effects of the invention] The above-mentioned object of the present invention is to provide Cu- with characteristic X-rays of σ (wavelength 1
．． Titanyl phthalocyanine having a peak at Bragg angle 2θ of 27.2 ± 042′ in the diffraction pattern for 541 persons), preferably 9.5 of Bragg angle 2θ:
This can be achieved by incorporating a phthalocyanine compound represented by the following general formula CI into a titanyl phthalocyanine dispersion having peaks at 0.2°, 24.1±0.2°, and 27.2±0.2°. I can do it.

General formula (1) In the formula, M represents a metal atom, and x1 to X6 are substituted or unsubstituted groups; aryl group, heterocyclic group, amino group, nitro group, halogen atom, hydrogen atom , and Y represents a halogen atom, an oxygen atom, a hydroxyl group, a substituted or unsubstituted five types of groups; an alkoxy group, an arylox/group, an alkylthio group, an arylthio group, and a siloxy group. Also, k, ff.

m and n represent an integer of 0 to 4, and p represents an integer of 0 to 2.

The titanyl phthalocyanine used in the present invention is represented by the following general formula (It).

General formula [I [] However, X 1. X1. XS and X4 represent a hydrogen atom, a halogen atom, an alkyl group, or an alkoxy group, and n, m, and β represent integers of 0 to 4.

The X-ray diffraction spectrum is measured under the following conditions, where a peak is a distinct sharp protrusion that is different from noise.

X-ray tube Cu voltage 4 (LOKV current
100 m A start angle
6. Odeg.

Stop angle 35.0 deg.

Step angle 0.02 6eg.

Measurement time: 0.50 5 ec - Various methods can be used to synthesize titanyl phthalocyanine used in the present invention, but it can typically be synthesized according to the following reaction formula (1) or (2). .

t1 In the formula, R, -R, represent a leaving group.

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

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

Next, the crystal form used in the present invention can be obtained by treating this amorphous titanyl phthalocyanine with a specific organic solvent in the presence of water. However, the crystal conversion method is not limited to this method.

Next, the phthalocyanine compound used in the present invention represented by general formula (I) may have a specific substituent on the phthalocyanine ring. Particularly effective substituents were observed for substituted or unsubstituted aryl groups, heterocyclic groups, amino groups, nitro groups, and halogen atoms. In addition, the central atom of 7-talocyanine is not particularly limited, but may be a hydrogen atom and a trivalent or tetravalent atom.
Valid metal atoms are preferred. Specific examples include hydrogen, aluminum, gallium, indium, titanium, zirconium, tin, manganese, silicon, and germanium.

The synthesis of these 7-dironanine compounds is achieved by known methods described in "Phthalocyanine Compounds" by Moser and Thomas. It can be obtained by subjecting metal phthalonanine, which is obtained by reacting a compound in an inert solvent such as a-chlornaphthalene, to an appropriate treatment.

There are several possible ways to incorporate a specific phthalocyanine into the titanyl phthalocyanine coating solution of the specific crystalline type of the present invention. A method of adding phthalocyanine may also be used. In addition, each phthalocyanine is once made into a uniform state of dissolution by Anrad paste treatment, etc., to form a mixed crystal or complex, etc.
May be dispersed.

Furthermore, depending on the application, they may be contained in different layers within the same device, for example.

However, the method of containing it is not limited to these methods.

In addition, the proportion of specific phthalocyanine contained in titanyl phthalocyanine is usually 0.0001% or more.
% or less, preferably 0.001% or more and 50% or less, and more preferably 0.01% or more and 20% or less.

The coating liquid of the present invention and the electrophotographic photoreceptor obtained by coating the coating liquid of the present invention may contain other photoconductive substances in addition to the above-mentioned phthalonanine.

Other photoconductive substances include A, B, and C, which are different in crystal form from the titanyl phthalocyanine used in the present invention.
In addition to titanyl phthalocyanine such as , amorphous, and AB mixed type, other 7 talonanine compounds, naphthalocyanine compounds, other porphyrin derivatives, azo compounds, polycyclic quinone compounds represented by dibromuanthanthrone, biryllium compounds, and co-products of biryllium compounds. Examples include crystal complexes and squalium compounds.

Next, the electrophotographic photoreceptor obtained by coating the coating liquid of the present invention may be used in combination with a carrier transporting substance.

Various carrier transport substances can be used, but
Typical examples include compounds having a nitrogen-containing heterocyclic nucleus and its condensed ring nucleus such as oxazole, oxadiazole, thiazole, thiadiazole, imidazole, etc., polyarylalkane compounds, pyrazoline compounds, and hydrazone compounds. , triarylamine compounds, styryl compounds, poly(bis)styryl compounds, styryltriphenylamine compounds, β-7enylstyryltriphenylamine compounds, butadiene compounds, hexatriene compounds, carbazole compounds, Examples include fused polycyclic compounds.

Specific examples of these carrier transport materials include those described in Japanese Patent Application Laid-Open No. 107356/1983, and the structures of particularly typical ones are shown below.

′-to, C,H.

ShitI3 Various forms of the constituent layers of the photoreceptor are known.

Although the photoreceptor of the present invention can take any of these forms,
It is desirable to use a laminated type or a dispersed type 1a-separated type photoreceptor. In this case, the configuration is usually as shown in FIGS. 1 to 6. In the layer structure shown in Figure Ig1, a carrier generation layer 2 is formed on a conductive support j, and a carrier transport layer 3 is laminated thereon to form a photosensitive layer 4. FIG. 2 shows a photosensitive layer 4' formed by reversing these carrier generation layer 2 and carrier transport layer 3, and FIG. 3 shows a photosensitive layer 4 with the layer structure shown in FIG. 1 and a four-electrode support. between j middle class 5
It has been established. The layer structure shown in FIG. 5 forms a photosensitive layer 4'' containing a carrier-generating substance 6 and a carrier-transporting substance 7, and FIG. ! = An intermediate layer 5 is provided. In the configurations shown in Sections 1 to 6, it is necessary to further provide a protective layer on the outermost layer.

When forming a photosensitive layer, a carrier-generating substance or a carrier-transporting substance is used alone or together with a binder or an additive! An effective method is to apply a dissolved solution.

However, General I: Since the solubility of the carrier-generating substance is low, in such cases, the carrier-generating substance is dispersed into fine particles in an appropriate dispersion medium using a dispersion device such as an ultrasonic dispersion machine, a ball mill, a sand mill, or a homomixer. The method of applying liquid is effective. In this case, the binder and additives are usually added to the dispersion.

A wide variety of solvents or dispersion media can be used to form the photosensitive layer.

For example, butylamine, ethylenediamine, N.

N-dimethylformamide, acetone, methyl ethyl ketone, methyl isopropyl ketone, methyl isobutyl ketone, cyclohexanone, 4-methquine-4-methyl-
2-pentanone, tetrahydrofuran, dioxane, ethyl acetate, butyl acetate, t-butyl acetate, methyl cellosolve, ethyl cellosolve, butyl cellosolve, ethylene glycol dimethyl ether, toluene, xylene,
Examples include acetophenone, chloroform, dichloromethane, dichloroethane, trichloroethane, methanol, ethanol, furopanol, butanol, and the like.

When a binder is used to form the carrier generation layer or the carrier transport layer, any binder can be selected as the binder, but a hydrophobic polymer having film-forming ability is particularly desirable. Examples of such polymers include, but are not limited to, the following:

Polycarbonate Polycarbonate Z Resin Acrylic Resin Methacrylic Resin Polyvinyl Chloride Polyvinylidene Polystyrene Styrene-Butadiene Copolymer Polyvinyl Acetate Polyvinyl Formal Polyvinyl Butyral Polyvinyl Acetal Polyvinyl Carbazole Styrene-Alkyd Resin Silicone Resin Silicone-Alkyd Resin Silicone-Butyral Resin Polyester Polyurethane Polyamide Epoquine resin Phenolic resin Vinylidene chloride-acrylonitrile copolymer Vinyl chloride-vinyl acetate copolymer Vinyl chloride-vinyl acetate-maleic anhydride copolymer The ratio of carrier-generating substance to binder is 10 to 60
The content is preferably 0 wt%, and more preferably 50 to 400 wt%. The ratio of the carrier transport substance to the binder is preferably 10 to 500 vt%.

The thickness of the carrier generation layer is 0.01 to 20 μm, and preferably 0.05 to 5 μm. The thickness of the carrier transport layer is 1 to 100 μm, and more preferably 5 to 3 μm.
0 μm is preferable.

The 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 electron-accepting substances include succinic anhydride, maleic anhydride, dibromo-succinic anhydride, phthalic anhydride, tetrachlorophthalic anhydride, tetrabromo-phthalic anhydride, 3-nitro-phthalic anhydride, and 4-nitro-phthalic anhydride.
Nitrophthalic anhydride, pyromellitic anhydride, mellitic anhydride, tetracyanoethylene, tetracyanoquinodimethane, 0-dinitrobenzene, m-dinitrobenzene, 1
．． 3.5- Trinitrobenzene, p-nitrobenzonitrile, vicryl chloride, quinone chlorimide, chloranil, bromanil, dichlorodicyano-p-benzoquinone, anthraquinone, dinitroanthraquinone, 9
-Fluorenylidenemalonodinitrile, polynitro-9
-Fluorenylidenemalonodinitrile, picric acid, 0
-Nitrobenzoic acid, p-nitrobenzoic acid, 3,5-dinitrobenzoic acid, pentafluorobenzoic acid, 5-nitrosalicylic acid, 3,5-dinitrosalicylic acid, phthalic acid, mellitic acid, and other compounds with high electron affinity. can be mentioned.

The addition ratio of the electron-accepting substance is 1 weight of the carrier-generating substance.
00, preferably 0.01 to 200, more preferably 0.00.
1-100 is preferred.

Further, the photosensitive layer may contain deterioration inhibitors such as antioxidants and light stabilizers for the purpose of improving storage stability, durability, and environmental dependence resistance. Compounds used for such purposes include, for example, chromanol derivatives such as tocopherol and their etherified or esterified compounds, polyarylalkane compounds, monohydroquinone derivatives and their mono- and dietherized compounds, benzophenone rust conductors, and benzotriazole derivatives. , thioether compounds, phosphonic acid esters, phosphorous acid esters, phenylene diamine derivatives, phenol compounds, hindered phenol compounds, linear amine compounds, cyclic amine compounds, hindered amine compounds, and the like are effective. A specific example of a particularly effective compound is rlRGANOX l0
Hindered phenol compounds such as IOJ, rlRGANOX 565J (manufactured by Chipa Geigy), "Sumilizer B" ITJ, r Sumilizer MDPJ (manufactured by Sumitomo Chemical Co., Ltd.), "Sanol LS-2626J, [Sanol LS-622LDJ (manufactured by Sankyo Co., Ltd.) ) and other hindered amine compounds.

As for the binder used in the intermediate layer, protective layer, etc., those listed above for the carrier generation layer and carrier transport layer can be used, but in addition, nylon resin, ethylene-vinyl acetate copolymer, ethylene-vinyl acetate copolymer, etc. Ethylene resins such as vinyl acetate-maleic anhydride copolymer and ethylene-vinyl acetate-methacrylic acid copolymer, polyvinyl alcohol, cellulose derivatives, and the like are effective. Further, a hardening type binder using thermosetting or chemical hardening such as melamine, epoxy, incyanate, etc. can be used.

As the conductive support, metal plates and metal drums are used, as well as conductive polymers, conductive compounds such as indium oxide, or thin layers of metals such as aluminum and palladium.
It is possible to use a material provided on a substrate such as paper or a plastic film by means of coating, vapor deposition, lamination, etc.

In addition, since the photoconductive composition obtained by applying the coating liquid of the present invention has a high photocarrier production efficiency, it can be used as an optical sensor or an optical recording material, making it possible to obtain an extremely sensitive composition. I can do it. Furthermore, if it is used as a photovoltaic material such as solar cells, it can be used as a material with high energy conversion efficiency.

When producing such an element, for example, a specific crystal type of titanyl phthalocyanine and a specific substituted phthalocyanine of the present invention are dispersed in a suitable solvent, and if necessary, a binder, a carrier transport substance, a sensitizer, and a durable Light by adding a sex enhancer etc. and coating it on the electrode! forming a conversion layer;
Furthermore, by providing an electrode layer thereon, a photoelectric conversion cell can be obtained. Alternatively, an n-type semiconductor layer or a p-type semiconductor layer may be provided between the photoelectric conversion layer and the electrode, and a pn junction may be formed between the photoelectric conversion layer and the element.

An intermediate layer can be provided between each layer and between the electrodes to improve adhesion or improve the bonding area. Furthermore, for the purpose of improving conversion efficiency, it is also effective to provide a carrier transfer layer adjacent to the photoelectric conversion layer to prevent carrier recombination. Further, the dispersion medium, binder, carrier transport substance, electron-accepting compound, etc. used in producing the cell may be the same as those used in producing the electrophotographic photoreceptor.

〔Example〕

Example 1-] 1 part of titanyl phthalo-anine shown in FIG. 7 having a peak at 27.2° of Bragg angle 2θ of the present invention, cyclogermanium phthalonani:/o, o+s and as a binder resin/recone resin (rKR-5240,1
1 part of 5% xylene, butanol solution (manufactured by Shin-Etsu Chemical),
A dispersion liquid was obtained by dispersing 100 parts of methyl ethyl ketone as a dispersion medium using a sand mill. This was coated on a polyester base coated with aluminum using a wire bar to form a carrier generation layer with a thickness of 0.2μ.
.

Next, carrier transport substance (1) ts and polycarbonate resin “Nipilon Z200J (manufactured by Mitsubishi Gas Chemical Co., Ltd.) 1
．． A solution prepared by dissolving 3 parts and a trace amount of silicone oil rKF-54j (manufactured by Shin-Etsu Chemical Co., Ltd.) in 10 parts of 1,2-dichloroethane was applied using a blade coater, and after drying, a film thickness of 2
A carrier transport layer of 0 μm was formed. The photoreceptor thus obtained is referred to as sample 1.

Example 1-2 The dispersion obtained in Example 1-1 was left in a dark place at 60° C. for one month, and then a photoreceptor was prepared in the same manner as in Example 1-1. This will be referred to as sample 1'.

Example 2-1 A photoreceptor was prepared in exactly the same manner as in Example 1-] except that dioctyloquine phthalocyanine was used in place of dichlorogermanium phthalocyanine. This is called sample 2.

Example 2-2 The dispersion obtained in Example 2-] was treated in the same manner as in Example 1-2.
After allowing it to stand for a while, a photoreceptor was prepared. This will be referred to as sample 2'.

Example 3-1 A photoreceptor was prepared in the same manner as in Example 1-1 except that 0.05 part of dichlorogermanium 7-talonanine was used instead of 0.01 part in Example 1-1. This is called sample 3.

Example 3-2 The dispersion obtained in Example 3-1 was prepared in the same manner as in Example 1-2.
After leaving it for a month, a photoreceptor was prepared.

This will be referred to as sample 3'.

Example 4-1 In Example 1-1, titanyl 7-talocyanate shown in FIG. 11 was used instead of titanyl phthalocyanine shown in FIG. 7, and a carrier transport material was used instead of carrier transport material (1). A photoreceptor was prepared in exactly the same manner except that (22) was used.

This is called sample 4.

Example 4-2 The dispersion obtained in Example 4-1 was prepared in the same manner as in Example 1-2.
After leaving it for a month, a photoreceptor was prepared.

This will be referred to as sample 4'.

Comparative Example 1-1 A photoreceptor was prepared in exactly the same manner as in Example 1-1 except that dichlorogermanium phthalocyanine was not used.

This will be referred to as comparative sample (1).

Comparative Example 1-2 The dispersion obtained in Comparative Example 1-1 was prepared in the same manner as in Example 1-2.
After leaving it for a month, a photoreceptor was prepared.

This is referred to as a comparative example sample (1').

Evaluation 1 The sample obtained as described above was evaluated as follows using a paper analyzer EPA-8100 (manufactured by Kawaguchi Electric Co., Ltd.). First, corona charging was performed for 5 seconds under the condition of -80 μA, and the surface potential Va immediately after charging and the surface potential Vi after being left for 5 seconds were determined, and then the surface illuminance was set to 2 (
lux), and the surface potential was set to 1/2V.
The surface potential is -600 for the exposure amount E required to make i.
The exposure amount E required to lower the voltage from V to -100V,
. . /10° was calculated.

Further, the dark decay rate was determined from the formula D=100(Va-Vi)/Va(%). The results are shown in Table 1.

Table 1 From the above results, it was found that the coating liquid of the present invention exhibited excellent liquid storage stability.

Example 5 A 0.1 mm thick intermediate layer made of vinyl chloride-vinyl acetate-maleic anhydride copolymer "S-LEC MF-10" (manufactured by Tanezu Kagaku Co., Ltd.) was formed on an aluminum drum. On the other hand, after pulverizing 1 part of titanyl phthalocyanine and 0.01 fi of dichlorogermanium phthalocyanine in FIG. 7 used in the present invention in a ball mill, 3 parts of polycarbonate resin "Panlite L-1250", 15 parts of monochlorobenzene, and 1,2-dichloroethane were ground. Dispersion was carried out by adding 35 parts of the liquid. Further, 2 m of carrier transport substance (1) was added to the obtained dispersion, and the mixture was coated by dip coating on top of the intermediate layer described above and dried to form a photosensitive layer with a thickness of 20 μm. The photoreceptor thus obtained is designated as sample 5.

Further, the dispersion obtained in the same manner as in Example 1-2 was left to stand for one month, and then a photoreceptor was prepared in the same manner.

This will be referred to as sample 5'.

Comparative example 2 5N! A photoreceptor was prepared in exactly the same manner as in Example 5 except that dichlorogermanium phthalocyanine was not used.

This is referred to as Comparative Sample (2), and the photoreceptor prepared after leaving this photoreceptor for one month is referred to as Comparative Sample (2').

The thus obtained sample was evaluated in the same manner as Evaluation 1 except that the charging polarity was changed to glass polarity.

The results are shown in Table 2.

Table 2 The coating liquid of the present invention showed good liquid storage stability also in the evaluation of positive charge.

Example 6 Titanyl phthalocyanine 2 of FIG. 7 used in the present invention
g, and dichlorogermanium phthalocyanine 0.02
g and silicone resin (RIM-5240, 15% xylene, butanol solution, manufactured by Shin-Etsu Chemical Co., Ltd.) using a sand mill in T2-Propertool 5010. A cell of the present invention was obtained by binding a 0.5 micron square and depositing a gold electrode thereon.

The photoelectric conversion efficiency of the cell thus obtained was 1.6%.
showed a high value.

〔Effect of the invention〕

Since the coating liquid of the present invention exhibits excellent liquid storage properties, it can be stored for a long period of time without deteriorating the performance of the coating liquid.

Further, the electrophotographic photoreceptor obtained by coating the coating liquid of the present invention is stable in production and can maintain high sensitivity since the coating liquid does not deteriorate.

[Brief explanation of the drawing]

1 to 6 are cross-sectional views showing specific examples of the layer structure of the photoreceptor of the present invention. 1... Conductive support 2... Carrier generation layer 3... Carrier transport layer 4.4', 4#... Photosensitive layer 5... Intermediate layer FIGS. 7 to 11 are according to the present invention 1 is an X-ray diffraction spectrum diagram of titanyl 7-lycyanine used for.

Claims (2)

[Claims] (1) In the X-ray diffraction spectrum, the Bragg angle 2θ of CuKα ray (wavelength 1.541 Å) is 27.2 ± 0.2°
A coating liquid characterized by containing a titanyl phthalocyanine having a peak at , and a phthalocyanine compound represented by the following general formula [I]. General formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [In the formula, M represents a metal atom, X^1 to X^4 are substituted,
or unsubstituted 3 types of groups; represents an aryl group, heterocyclic group, amino group, nitro group, halogen atom, hydrogen atom, Y is a halogen atom, oxygen atom, hydroxyl group, substituted or unsubstituted continuation 5 Species group; represents an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, or a siloxy group. Also, k, l, m, n represent integers from 0 to 4, and p is 0.
Represents an integer between ~2. ] (2) An electrophotographic photoreceptor obtained by coating the coating liquid according to claim 1.