JPH0473950B2 - - Google Patents

Description

[Detailed description of the invention]

(Industrial Application Field) The present invention relates to an electrophotographic photoreceptor. More specifically, the present invention is characterized in that a photoreceptor containing fluorinated zinc phthalocyanine is provided on a conductive support, and the charging polarity ranges from visible light to semiconductors in both negative and positive charging. It is highly sensitive to wavelength light in the laser oscillation wavelength range, has excellent electrophotographic properties such as charging polarity and residual potential, and has little deterioration with repeated use.
The present invention provides a novel electrophotographic photoreceptor. (Prior Art) In recent years, electrophotographic photoreceptors have been used not only in the field of electrophotographic copiers, but also in laser printers that use He-Ne lasers as input, semiconductor laser printers that use semiconductor lasers as input, and light-emitting diode inputs. Applications to light-emitting diode printers and other devices are being considered. Electrophotographic photoreceptors used in electrophotographic copying machines have traditionally been made of inorganic photoconductive substances such as selenium, tellurium, cadmium sulfide, and zinc oxide that are sensitive to light in the visible light range (370 to 720 nm). Products with a photosensitive layer containing such substances have been put into practical use, but since these substances are harmful substances, they pose problems in terms of safety and hygiene during manufacturing. In recent years, to compensate for this, electrophotographic photoreceptors using various organic substances have been proposed and are beginning to be put into practical use. However, organic photoreceptors made of such organic photoconductive substances have a short lifespan than inorganic photoreceptors. Furthermore, the charging characteristics used are inorganic photoreceptors of a positive charging type, but organic photoreceptors are mainly of a negative charging type. In the case of a negatively charged type, the corona discharge used during charging is unstable and at the same time generates a large amount of ozone, which causes chemical changes in the organic photoconductive material itself. On the other hand, the positively charged type has stable corona discharge,
The amount of ozone generated is also very low. For this reason,
Although positively charged organic photoreceptors have begun to be developed, their sensitivity is currently lower than that of negatively charged organic photoreceptors. Therefore, it is desired to develop a high-performance positively charged organic photoreceptor. Furthermore, in recent years, development of laser printers using semiconductor lasers having wavelengths in the near-infrared region as light sources has been particularly active. The electrophotographic photoreceptor used in this field is in the oscillation wavelength range of semiconductor lasers (approximately 760~
It is necessary to have sensitivity to light with a wavelength of 850 nm). Among organic photoconductive materials, phthalocyanine compounds are attracting attention as they exhibit sensitivity even in the semiconductor wavelength region. However, at present, no phthalocyanine compound has been found that has excellent electrophotographic properties in the visible light region to the semiconductor laser oscillation region, and in either the negatively charged type or the positively charged type. Furthermore, when conventionally known phthalocyanine is used as an electrophotographic photoreceptor,
It has the disadvantage that it suffers from significant optical fatigue and therefore deteriorates significantly when used repeatedly. Among the relatively sensitive ones studied so far, epsilon (ε) type copper phthalocyanine, chi (χ) type metal-free phthalocyanine, vanadyl phthalocyanine, chloroaluminum phthalocyanine,
Chlorindinium phthalocyanine and the like are known. However, ε-type copper phthalocyanine, χ
Type-free metal phthalocyanine, etc. are unsatisfactory in terms of sensitivity, and vanadyl phthalocyanine, chloroaluminum phthalocyanine, chloroindium phthalocyanine, etc. are made into a vapor-deposited film and then treated with a solvent such as tetrahydrofuran or heat treated to increase sensitivity. etc., requiring complicated processes. Another disadvantage is that a high vacuum evacuation device is required to create the deposited film, which increases equipment costs.
On the other hand, when using a phthalocyanine compound as a photoreceptor, in addition to forming a vapor-deposited film, it is generally well known that a method of creating a thin film by dispersing the phthalocyanine compound in a resin used as a binder is an inexpensive method. . In this case, it is necessary that the phthalocyanine compound be well dispersed in the resin used as the binder. This is because, if a material with poor dispersibility is used, the sensitivity will be correspondingly low, and good electrophotographic properties such as a high residual potential will not be obtained. Further, it has the disadvantage that variations in lots during manufacturing are likely to occur. In order to improve these problems, the conventional method has been to make the phthalocyanine as fine a powder as possible to physically improve its dispersibility in the resin. This requires a special synthesis method, special treatment (for example, reprecipitation with concentrated sulfuric acid), or careful mechanical pulverization, making the process complicated. Therefore, for further simplification, it is possible to use a well-compatible phthalocyanine that has a high affinity for the resin or the solvent in which the resin is to be dissolved, thereby increasing dispersibility and thus allowing for easy miscibility of the resin or solvent with the phthalocyanine. That's all you need. Thus, it is desired to develop phthalocyanines that have high affinity for resins or solvents. (Objective of the Invention) The present invention solves the above-mentioned drawbacks and problems, and is highly sensitive to wavelength light in the visible light to oscillation wavelength range of semiconductor lasers in both negatively charged and positively charged types. It exhibits unprecedented high sensitivity to wavelength light in the oscillation wavelength range of semiconductor lasers,
The present invention provides a new electrophotographic photoreceptor that is resistant to deterioration due to repeated use. Furthermore, the photoreceptor of the present invention has excellent electrophotographic properties such as charging properties and residual potential. (Structure of the Invention) The present inventors have made extensive studies to develop an unprecedented and superior electrophotographic photoreceptor. That is, the present inventors focused on the fact that organic compounds into which fluorine atoms have been introduced generally have good compatibility with resins, high solubility in organic solvents, and excellent light resistance. We thought that by substituting a part of the hydrogen in fluorine with fluorine, it would be possible to provide an improved phthalocyanine as an electrophotographic photoreceptor, and we conducted extensive studies. Conventionally, there have been no examples of using fluorinated phthalocyanine or phthalocyanine containing a fluorine atom in the benzene nucleus of the phthalocyanine and substituted with other functional groups as an organic photoreceptor. However, Special Publication No. 61-156129, No. 61-198241, same
OR and SR for each publication No. 61-198242 and No. 61-246756
Phthalocyanine compounds have been reported in which a functional group such as (R is an alkyl group, a phenyl group, etc.) is introduced into a benzene nucleus, and the remainder of the benzene nucleus may be hydrogen or halogen. However, in the disclosure regarding this compound, fluorine as a halogen is not clear in the specification, and fluorine is not included as a preferred halogen, and is not listed as a specific example or example. Not yet. The inventors of the present invention have conducted intensive studies on fluorine-containing phthalocyanine in order to obtain good results as a photoreceptor.
Surprisingly, it has been found that only zinc as the central metal is effective as an organic photoreceptor. Generally, when using phthalocyanine as an organic photoreceptor, it is well known to those skilled in the art that Cu, In, Al, VO, or non-metallic materials are effective as the central metal, and Zn is used at a rather low level. It is said to belong to In fact, the aforementioned Japanese Patent Application Publication No. 61-156129
No. 61-198241, No. 61-198242, No. 61-
In each publication No. 246756, Cu, In, Al, Ti,
Ga, VO, or metal-free materials are mentioned as examples, and nothing using Zn as the central metal is disclosed. The present inventors thus discovered that in the case of fluorinated phthalocyanine compounds, there is a remarkable effect when Zn is used as the central metal, and as a result of further investigation, it was found that the remaining fluorine substitution in the benzene nucleus of phthalocyanine It has been found that even better results can be obtained as an organic photoreceptor by using a compound substituted with an arylthio group. Even when some of these substituents have been introduced, the above-mentioned commonly used central metals such as copper and indium cannot be found to have any properties as an organic photoreceptor. Zn was found to be effective in all cases due to its properties. It has also been found that these fluorinated zinc phthalocyanines are also effective for positively charged types, which were generally said to have low performance. The fluorinated zinc phthalocyanine thus discovered has a higher affinity for the resin used as a binder and for the solvent used at that time than conventional phthalocyanine that does not contain fluorine. Therefore, it is possible to mix phthalocyanine and a binder with a simple operation, form a thin film, and use it as a photoreceptor. In addition, due to its high affinity for resins or solvents, electrophotographic photoreceptors in which a photosensitive layer containing fluorinated zinc phthalocyanine prepared by a resin dispersion method is provided on a conductive support are used for visible light to
It has been found that the material has high sensitivity in the oscillation region of a semiconductor laser, has extremely low residual potential, and has little repeated deterioration, making it an excellent electrophotographic photoreceptor. Furthermore, as mentioned above, the fluorinated zinc phthalocyanine of the present invention has relatively high solubility or affinity for organic solvents, and therefore has high dispersibility. It is also possible to simply dissolve or disperse phthalocyanine in an organic solvent and then apply it to form a thin film. The electrophotographic photoreceptor in which the photosensitive layer containing fluorinated zinc phthalocyanine prepared in this manner is provided on a conductive support also has high sensitivity in the visible light to semiconductor laser oscillation range, and has extremely low residual potential. It has been found that the material is excellent as an electrophotographic photoreceptor because of its low deterioration and repeated deterioration. The present inventors have completed the present invention based on these findings. That is, the present invention is an electrophotographic photoreceptor characterized in that a photosensitive layer containing a fluorinated zinc phthalocyanine represented by the following general formula () is provided on a conductive support. In the formula, R represents an aryl group. The above aryl group is a phenyl group or a naphthyl group, and the phenyl group may be substituted with an alkyl group having 1 to 4 carbon atoms. Specific examples of fluorinated zinc phthalocyanine include the following. In the following examples, fluorine atoms are 8 at positions 1, 4, 5, 8, 9, 12, 13, and 16 of the phthalocyanine nucleus represented by formula ().
At least in each case, these have been introduced. Also, names in [ ] are abbreviations. Octafluoro-octakis (phenylthio)
Zinc phthalocyanine [F ₈ (PhS) ₈ ZnPc] Octafluoro-octakis (o-tolylthio) zinc phthalocyanine [F ₈ (o-MePhS) ₈ ZnPc)] Octafluoro-octakis (m-tolylthio) zinc phthalocyanine [F ₈ (m -MePhS) ₈ ZnPc] Octafluoro-octakis (p-tolylthio) zinc phthalocyanine [F ₈ (p-MePhS) ₈ ZnPc] Octafluoro-octakis (2,4-xylylthio) zinc phthalocyanine [F ₈ (2,4-MePhS) ) ₈ ZnPc] Octafluoro-octakis (2,3-xylylthio) zinc phthalocyanine [F ₈ (2,3-MePhS) ₈ ZnPc] Octafluoro-octakis (o-ethylphenylthio) zinc phthalocyanine [F ₈ (o- EtPhS) ₈ ZnPc] Octafluoro-octakis (p-ethylphenylthio) zinc phthalocyanine [F ₈ (p-EtPhS) ₈ ZnPc] Octafluoro-octakis (o-isopropylphenylthio) zinc phthalocyanine [F ₈ (o- IPrPhS) ₈ ZnPc] Octafluoro-octakis (p-isopropylphenylthio) zinc phthalocyanine [F ₈ (p-IPrPhS) ₈ ZnPc] Octafluoro-octakis (o-butylphenylthio) zinc phthalocyanine [F ₈ (o-BuPhS) ₈ ZnPc] Octafluoro-octakis (m-butylphenylthio) zinc phthalocyanine [F ₈ (m-BuPhS) ₈ ZnPc] Octafluoro-octakis (p-butylphenylthio) zinc phthalocyanine [F ₈ (p-BuPhS) ₈ ZnPc] Octafluoro-octakis (naphthylthio)
Examples include zinc phthalocyanine [F ₈ (NPhS) ₈ ZnPc]. The electrophotographic photoreceptor of the present invention has a photosensitive layer containing fluorinated zinc phthalocyanine on a conductive support. Its form is a so-called functionally separated type in which a charge generation layer containing fluorinated zinc phthalocyanine and a charge transfer layer containing a charge transfer substance are laminated separately, or a so-called functionally separated type in which a charge generation layer containing fluorinated zinc phthalocyanine and a charge transfer substance containing a charge transfer substance are dispersed in the same layer. Any of the so-called single layer types can be used. In the present invention, it is preferable to use at least one compound selected from the group consisting of oxazole derivatives, oxadiazole derivatives, pyrazoline derivatives, hydrazone derivatives, and triphenylamine derivatives as the charge transfer substance. By using these charge transfer materials, it is highly sensitive to wavelength light in the visible light range to the oscillation wavelength range of semiconductor lasers, and has excellent electrophotographic properties such as charging characteristics, charge retention power, and residual potential. It is possible to obtain a photoreceptor that exhibits little deterioration during repeated use. Specific examples of these compounds include 2-
(4-dipropylaminophenyl)-4-(4-dimethylaminophenyl)-5-(2-chlorophenyl)-1,3-oxazole, 2-(4-diethylaminophenyl)-4-(4- dimethylaminophenyl)-5-(2-chlorophenyl)-1,3-oxazole, 2-(4-dimethylaminophenyl)
-4-(4-dimethylaminophenyl)-5-(2
Oxazole derivatives such as -chlorophenyl)-1,3-oxazole; 2,5-bis(4'-diethylaminophenyl)-1,3,4-oxadiazole, 5,5'-dimemethyl-2,2'- Screw (1,
Oxadiazole derivatives such as 3,4-oxadiazole); 1-phenyl-3-(p-diethylaminostyryl)-5-(p-diethylaminophenyl)pyrazoline, 3,3'-bis(1,5- diphenyl-2-pyrazoline), 1-(2-pyridyl)-
Pyrazoline derivatives such as 3-(p-diethylaminophenyl)pyrazoline; carbazole-3-carbaldehyde-N,N-diphenylhydrazone;
N-ethylcarbazole-3-carbaldehyde-N,N-diphenylhydrazone, p-dimethylaminobenzaldehyde-N,N-diphenylhydrazone, p-dimethylaminobenzaldehyde-1-methyl-1-phenylhydrazone, N- Ethylcarbazole-3-carbaldehyde-1-
Methyl-1-phenylhydrazone, p-dimethylaminobenzaldehyde-1-phenyl-1-naphthylhydrazone, 1-phenyl-1,2,3,
4-tetrahydroquinoline-6-carboxaldehyde-N,N-diphenylhydrazone, p-
(1-pyrrolidyl)benzaldehyde-N,N-
Diphenylhydrazone, p-(1-pyrrolidyl)
Hydrazone derivatives such as benzaldehyde-1-phenyl-1-(1-naphthyl)hydrazone and N,N,N',N'-tetra(3-methylphenyl)
-4,4'-diaminostilbene, N,N'-di(3
-methylphenyl)-N,N-diphenyl-(1,
Examples include triphenylamino derivatives such as 1'-biphenyl)-4,4'-diamine. The fluorinated zinc phthalocyanine of the present invention can be used by dissolving or dispersing it in an organic solvent, dispersing it in a binder, and then coating it on a conductive support when producing a photoreceptor. Examples of the resin used as a binder include polyvinyl butyral resin, silicone resin, acrylic resin, epoxy resin, polyester resin, polyamide resin, phenolic resin, alkyd resin, urethane resin, and polycarbonate resin. The organic solvent used at that time is benzene,
Aromatic hydrocarbons such as toluene, cyclic ethers such as tetrahydrofuran and dioxane, hydrocarbons such as chloroform, dichloromethane and dichloroethane, acetone, methyl ethyl ketone,
Examples include ketones such as cyclohexanone, esters such as ethyl acetate, and cellosolves such as methyl cellosolve. These may be used in combination depending on the case. Alternatively, the solvent for dissolving or dispersing the binder may be different from the solvent for dispersing the phthalocyanine, and then the two may be mixed. The ratio of phthalocyanine compound to the resin used as a binder is 10 to 90.
It is good to use % by weight, preferably 30 to 70% by weight. The proportion of the phthalocyanine compound to the organic solvent is preferably 0.5 to 50% by weight, preferably 2 to 20% by weight. The fluorinated zinc phthalocyanine of the present invention has very good dispersibility in these binders or resins as a result of containing fluorine atoms. Therefore, there is no particular need to perform special processing to improve dispersibility. The fluorinated zinc phthalocyanine of the present invention is
Although it is preferable to use the above-mentioned two methods by coating it on a conductive substrate, it is also possible to use it by simply vapor depositing it on a substrate, as is known in the art. In some cases, the fluorinated zinc phthalocyanine of the present invention can be treated with a known solvent to shift its absorption wavelength to longer wavelengths, and thus can be used for wavelength light in the semiconductor laser oscillation wavelength region. Sensitivity can be further enhanced. As the solvent that can be shifted, known compounds can be used. Examples include tetrahydrofuran, methanol, acetone,
Methyl ethyl ketone, α-chloronaphthalene or pyridine, etc. can be used. As a treatment method, a known method can be adopted, such as applying fluorinated zinc phthalocyanine onto a conductive substrate and then leaving it in saturated vapor of the above-mentioned solvent or immersing it in the solvent. This is made possible by Furthermore, by subsequently heat-treating the charge-generating substance or the like, the wavelength can be shifted even more effectively to the longer wavelength side. The temperature for heat treatment is 80~
200°C, especially 100-160°C is preferred. The fluorinated zinc phthalocyanine used in the present invention can be produced as described below using, for example, 3,4,5,6-tetrafluorophthalonitrile as a starting material. For example, 3,4,5,6-tetrafluorophthalonitrile is mixed with RSH, RSNa, RSK (R:
aryl group) to synthesize 3,4,5,6-tetrafluorophthalonitrile in which the fluorine atoms at the 4- and 5-positions are pre-substituted with an SR group. Thereafter, for example, the obtained phthalonitrile and zinc powder or zinc halide are heated and melted or heated in the presence of an organic solvent to obtain a fluorinated zinc phthalocyanine. Hereinafter, the present invention will be explained in more detail by showing production examples and examples. Production example F ₈ (PhS) ₈ ZnPc Γ Synthesis of starting material In a 200 ml four-necked flask, add 19.6 g (98 mmol) of 3,4,5,6-tetrafluorophthalonitrile, 21.6 g (196 mmol) of thiophenol, 17.1 g (294 mmol) of potassium chloride (KF) and 100 ml of acetonitrile were charged and kept under stirring at 50° C. for 12 hours. The yellow solid that was then cooled to room temperature was filtered, and the resulting cake was purified by washing with methanol and then hot water to obtain 3,6-difluoro-4,5-bisphenylthiophthalonitrile.
34.5 g (yield 92.5 mol% of 3,4,5,6-tetrafluorophthalonitrile) was obtained. ΓF ₈ (PhS) ₈ Synthesis of ZnPc 10 g of 3,6-difluoro-4,5-bisphenylthiophthalonitrile in a 100 ml four-necked flask
(26.2 mmol), 3.14 g (9.8 mmol) of zinc iodide and 50 ml of α-chlornaphthalene,
It was then kept under stirring at 200°C for 5 hours. After that, the reaction product was cooled and poured into 200ml of ethanol.
The resulting green solid was filtered, washed in the order of methanol, benzene, and water using a socress, and 32.1 g of F ₈ (PhS) ₈ ZnPc (vs. 3,6-difluoro-4,5-bisphene) was added. A yield of 77.2 mol% of nilthiophthalonitrile was obtained. The properties of this compound were as follows. Elemental analysis value (%) C H N F S theoretical value 60.54 2.54 7.06 9.58 16.16 Analysis value 60.54 2.55 7.11 9.67 16.22 Visible absorption spectrum (paint film) λmax: 833nm, 745nm, 684nm Infrared absorption spectrum (KBr plate) Main absorption Peak (cm ^-1 ): 3070, 1590, 1480,
1450, 1330, 1290, 1210 Example 1 0.5 parts by weight of F ₈ (PhS) ₈ ZnPc, 1 part by weight of butyral resin (Eslec BM-2, manufactured by Sekisui Chemical Co., Ltd.) and 19 parts by weight of tetrahydrofuran were mixed into a paint system. It was dispersed for 1 hour using an Acre disperser. This dispersion was applied onto an aluminum plate using a bar coater and dried with hot air at 60°C for 2 hours to form a charge generation layer. The film thickness at this time was 0.2μ. Next, p-diethylaminobenzaldehyde-
(diphenyl) hydrazone (manufactured by Anan Perfumery Co., Ltd.) 0.7 parts by weight and polycarbonate resin (Panlite L1250:
A solution of 1 part by weight (manufactured by Teijin Kasei Ltd.) mixed in 10 parts by weight of dichloroethane was applied to the aluminum substrate provided with the above charge generation layer, and then heated with hot air at 60°C for 2 hours.
The mixture was then dried at 100° C. for 12 hours to form a charge transfer layer. The film thickness at this time was 12μ. The laminated electrophotographic photoreceptor thus prepared was negatively charged at -6.0 kV using an electrostatic charging tester (SP-428 manufactured by Kawaguchi Electric). After that, it was held in a dark place for 5 seconds, and then exposed to white light (tungsten lamp) at an illuminance of 5 lux for 5 seconds, and the charging characteristics [surface potential (V ₀ ), potential after being held in a dark place for 5 seconds (V ₅ ), the amount of exposure required to attenuate the potential before exposure by half (E _1/2 ) (lux・
sec), residual potential after 15 lux·sec exposure (V _R15 )] and monochromatic light separated by a spectral filter were irradiated, and the half-reduced exposure energy sensitivity (μJ/cm ² ) at each wavelength was determined. The results are shown in Table 1.

[Table] Examples 2-3 Table 2 in place of the phthalocyanine used in Example 1
Example 1 except that the phthalocyanine shown in
A photoreceptor was prepared according to the method described in Example 1, and its electrophotographic properties were measured in the same manner as in Example 1. The results are shown in Table 2. Examples 4-6 Table 2 was used in place of the phthalocyanine used in Example 1.
Using the phthalocyanine shown in Example 1
p-dielaminobenzaldehyde used in
1-phenyl-1,2,3,4-tetrahydroquinoline-6 instead of (diphenyl)hydrazone
A photoreceptor was prepared according to the method of Example 1, except that -carboxaldehyde-N,N-diphenylhydrazone was used, and electrophotographic characteristics were prepared in the same manner as in Example 1. The results are shown in Table 2.

[Table] Example 7 The cyclic characteristics of the photoconductor used in Example 1 were evaluated by charging it at -6.0 kV and irradiating it with 500 lux light for 0.5 seconds in a constant temperature and humidity chamber at 45°C x 85% RH. Charging and discharging were repeated. Thereafter, the surface potential and half-exposure energy sensitivity were determined under the conditions of Example 1. The results are shown in Table 3.

[Table] Example 8 F ₈ (PhS) _{8 0.6} parts by weight of ZnPc, 0.6 parts by weight of p-diethylaminobenzaldehyde diphenylhydrazone (manufactured by Anan Perfume Co., Ltd.) and polycarbonate resin (Panlite L1250: manufactured by Teijin Kasei Co., Ltd.) 1 Parts by weight were dispersed in 16 parts by weight of dichloroethane for 2 hours using a paint sheaker disperser. This dispersion was applied to an aluminum plate using a bar coater, and heated with hot air at 60°C.
A single layer type photoreceptor was prepared by drying for 0.5 hour and 2 hours at 100° C. under reduced pressure. The electrophotographic characteristics were measured in the same manner as in Example 1, except that the photoreceptor thus prepared was positively charged at +6.0 kV. The results are shown in Table 4.

[Table] Example 9 A solution of 0.7 parts by weight of 1-phenyl-1,2,3,4-tetrahydroquinone-6-carboxaldehyde phenylhydrazone and 1 part by weight of polycarbonate resin was mixed in 10 parts by weight of dichlorolethane. Coated onto an aluminum substrate using a bar coater, heated with hot air at 60°C for 2 hours, and then heated at 100°C.
A charge transfer layer was formed by drying for 12 hours. The film thickness at that time was 12 μm. Next, 0.5 parts by weight of F ₈ (PhS) ₈ ZnPc, 1 part by weight of butyral resin, and 19 parts by weight of methyl cellosolve were dispersed using a disperser. This dispersion was applied to the aluminum substrate provided with the charge transfer layer, and then dried with hot air at 60°C for 2 hours and then at 100°C for 12 hours to form a charge generation layer. The film thickness at this time was 0.2 μm. The electrophotographic characteristics were measured in the same manner as in Example 1, except that the photoreceptor thus prepared was positively charged at +6.0 kV. The results are shown in Table 5.

[Table] Example 10 F ₈ in place of phthalocyanine used in Example 9
(o-MePhS) ₈ Example 9 except that ZnPc was used.
A photoreceptor was prepared according to the method described in . Thereafter, a photoreceptor was produced according to the method of Example 9. Thereafter, electrophotographic activity was measured in the same manner as in Example 1 except that the sample was positively charged at +6.0 kV.
As a result, the half-decreased exposure amount in white light was 1.32 lul.
sec, a spectral sensitivity of 0.69 μJ/cm ² at 780 nm, and a spectral sensitivity of 0.67 μJ/cm ² at 850 nm were obtained. Comparative Examples 1 to 3 Photoreceptors were formed in the same manner as in Example 1, except that a fluorinated phthalocyanine synthesized with a different central metal was used instead of F ₈ (PhS) ₈ ZnPc.
The electrophotographic characteristics were determined in the same manner as above. Table 6 shows the results.
It was shown to.

【table】

Claims (1)

[Scope of Claims] 1. An electrophotographic photoreceptor comprising a conductive support and a photosensitive layer containing a fluorinated zinc phthalocyanine represented by the following general formula (). (In the formula, R represents an aryl group.)