JP2004046260A - Electronic apparatus - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an electronic apparatus using an electrophotographic photosensitive body having an excellent photosensitive characteristics, high potential stability against repeated use and high solubility of a charge transport medium in painting solvent to be used for the manufacturing of the photosensitive body. <P>SOLUTION: The electrophotographic photosensitive body is provided with a photosensitive layer 4 consisting of a charge generation layer 2 and a charge transport layer 3 containing a compound selected from specific compounds having three or four triphenylamine structures to be used for a charge hopping site in one molecule as a charge transport medium and laminated on a conductive supporting body 1. <P>COPYRIGHT: (C)2004,JPO

Description

The present invention relates to an electrophotographic photosensitive member, and more particularly, to an electrophotographic photosensitive member having a photosensitive layer containing a charge transport medium.

Conventionally, photoconductive materials of a photoconductor (electrophotographic photoconductor) used in an electrophotographic system include selenium (Se), cadmium sulfide (CdS), zinc sulfide (ZnS), and amorphous silicon (a-Si). Such inorganic substances are known.
These inorganic photoreceptors have many advantages, but at the same time have drawbacks such as being harmful, not easily disposable and costly. Therefore, in recent years, many organic photoreceptors using an organic substance which has solved these disadvantages have been proposed and put to practical use.

The structure of the organic photoreceptor includes a charge generation layer made of a material containing a charge generation medium that generates charge carriers (hereinafter referred to as a charge generation material), and a charge transport medium that receives the generated charge carriers and transports them. And a charge separation layer formed separately from a charge transporting layer made of a material containing the same (hereinafter, referred to as a charge transporting material), and charge generation and charge transporting in one photosensitive layer. And a single-layer type photoconductor.
Since the range of material selection is wide and the sensitivity can be increased, a function-separated type photoconductor is often used.

The layers having a charge transport function constituting these organic photoreceptors are formed using a polymer photoconductive compound such as polyvinyl carbazole as a charge transport medium as an electron transport material, and a charge transport medium. In some cases, a low molecular weight photoconductive compound dispersed and dissolved in a binder polymer is used as an electron transporting material.
When using a polymer high-conductive compound, a polymer photoconductive compound alone is insufficient in film-forming properties and adhesiveness, so that a plasticizer or a binder polymer is added. Or an increase in the residual potential, which makes practical use difficult.
When a low-molecular-weight photoconductive compound is used, a photoreceptor having excellent mechanical properties can be easily obtained by appropriately selecting a binder polymer, but it is not sufficient in terms of sensitivity.

A conventional example using a low molecular weight photoconductive compound is shown below.
For example, the diarylalkane derivative described in U.S. Pat. No. 3,820,989 has little compatibility problem with a binder polymer, but has poor light stability. For this reason, when this diarylalkane derivative is used as a low-molecular photoconductive compound in the photosensitive layer of an electrophotographic photoreceptor that repeats charging and exposure, the sensitivity of the photoreceptor gradually decreases due to repeated use. .
Further, the stilbene compounds described in JP-A-58-65440 have relatively good charge holding power and sensitivity, but are not satisfactory in stability upon repeated use.

On the other hand, monostyryltriphenylamine compounds described in JP-B-63-019867, distyryltriphenylamine compounds described in JP-B-05-042661 and JP-A-62-120346, The tristyryltriphenylamine compounds described in JP-B-06-093124 and JP-A-63-163361 have good charge retention and sensitivity, and good stability when used repeatedly. However, since the mobility of charges is not yet sufficient, it is not satisfactory as a charge transporting material for a high-speed electrophotographic photosensitive member.

Chemical formulas (101) to (103) are representative examples of these, and are respectively the compound examples described in JP-B-63-019867, the compound examples described in JP-B-05-042661, and JP-B-06-093124. It is a compound example described in the gazette.

In the compounds represented by the chemical formulas (101) to (103), only one triphenylamine structure (chemical formula (201)) shown below serving as a charge hopping site is contained in one molecule, which is sufficient. Since high charge mobility cannot be obtained, high photosensitivity cannot be obtained.

In the above-mentioned publications in which these compounds are disclosed, it is described that various substituents may be introduced into these compounds, but the introduction of a plurality of triphenylamine structures is not described at all. Not disclosed.

Japanese Patent Publication No. 07-013741 describes an electrophotographic photoreceptor using a mixture of a plurality of compounds containing one triphenylamine structure, and a compound containing a plurality of triphenylamine structures. Is not shown, and no large light sensitivity is obtained.

As a solution to these problems, a compound group disclosed in Japanese Patent No. 2940502 is cited.
This is an electrophotographic photoreceptor in which the compound represented by the following general formula (2) of the present invention is used alone, has excellent photosensitivity characteristics, has a small residual potential, and has good repetition stability. Is shown.
However, the compound group disclosed herein has a problem that the solubility of the compound alone in the solvent is insufficient, and the concentration of the coating cannot be increased when preparing a coating by mixing with a binder polymer. The demand for higher paint concentration is important from the viewpoint of reducing the amount of solvent used.

The present invention has been made in view of the above circumstances, and it is an object of the present invention to provide an electronic device using an electrophotographic photosensitive member having excellent light sensitivity characteristics.
It is another object of the present invention to provide an electronic device using an electrophotographic photosensitive member having excellent potential stability when repeatedly used.
Further, the present invention also provides an electronic apparatus using an electrophotographic photoreceptor in which a charge transport medium has good solubility in a solvent of a paint used in the production of an electrophotographic photoreceptor and a high paint concentration can be obtained. With the goal.

The present invention is characterized in that a novel organic photoconductive substance represented by the following general formula (1) is used as a charge transport medium.
That is, the electronic device of the present invention includes a photosensitive layer (first invention) containing at least one compound selected from the compounds represented by the following general formula (1), or represented by the following general formula (1). An electrophotographic photoreceptor provided with a photosensitive layer (second invention) containing at least one compound selected from compounds and at least one compound selected from compounds represented by the following general formula (2) was used. It is characterized by the following.

(Wherein, Ar1 to Ar6 represent a phenyl group which may have a substituent. The substituents on Ar1 to Ar6 are an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms. A dialkylamino group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, and a halogen element. These substituents may be substituted plurally on the phenyl group, and may be the same or different. R1 to R6 represent hydrogen or a methyl group and may be the same or different, and R7 to R12, R15 to R20, and R23 to R28 are hydrogen, an alkyl group having 1 to 4 carbon atoms, and a carbon atom having 1 to 4 carbon atoms. An alkoxy group having 1 to 4 carbon atoms, a dialkylamino group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, and a halogen element, which may be the same or different from each other R13, R14, R21, R22, R 9, R30 is hydrogen, straight-chain alkyl group of 1 to 4 carbon atoms, a linear alkoxy group of 1 to 4 carbon atoms, may be the same or different.)

(Wherein, Ar1 to Ar6 represent a phenyl group which may have a substituent. The substituents on Ar1 to Ar6 are an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms. A dialkylamino group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, and a halogen element. These substituents may be substituted plurally on the phenyl group, and may be the same or different. R1 to R6 represent hydrogen or a methyl group, and may be the same or different, and R7 to R12, R15 to R20, and R23 to R28 are hydrogen, an alkyl group having 1 to 4 carbon atoms, and a carbon atom having 1 to 4 carbon atoms. An alkoxy group having 1 to 4 carbon atoms, a dialkylamino group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, and a halogen element, which may be the same or different from each other R13, R14, R21, R22, R 9, R30 is hydrogen, straight-chain alkyl group of 1 to 4 carbon atoms, a linear alkoxy group of 1 to 4 carbon atoms, may be the same or different, respectively.)

According to a third aspect, in the electronic device according to any one of the first to second aspects, the photosensitive layer has a charge transport layer and a charge generation layer, and the charge transport layer contains a charge transport medium. An electronic device characterized by the following.
A fourth invention is an electronic device according to any one of the first to third inventions, wherein the electronic device is a copier, a printer, or a facsimile.

As described above, the electrophotographic photoreceptor of the present invention includes a photosensitive layer containing at least one compound selected from the compounds represented by the general formula (1) as a charge transport medium, or a photosensitive layer containing the compound represented by the general formula (1). And a photosensitive layer containing, as a charge transport medium, at least one compound selected from the compounds represented by the general formula (2) and at least one compound selected from the compounds represented by the general formula (2). It has good repetition stability due to low dark decay together with residual potential and low light fatigue. Further, the charge transport medium used in the present invention exhibits good solubility in a solvent, so that the coating concentration can be increased and the amount of the solvent used can be reduced.

The charge transport medium has a charge hopping site in the molecule, and the hopping site transports the charge, thereby exhibiting characteristics as an electrophotographic photosensitive member.
In order to exhibit excellent charge transport characteristics, it is important how to efficiently transport charges.

Examples of the charge transport medium used in the present invention include a case where the compound represented by the general formula (1) is used alone and a case where a mixture of this compound and the compound represented by the general formula (2) is used. There is.
When used as a mixture, the ratio of the compound represented by the general formula (2) to the total amount of the compound represented by the general formula (1) and the compound represented by the general formula (2) is 70% by weight or less. , Preferably 50% by weight or less. If the ratio exceeds this range, the solubility in the solvent used for the coating may decrease.
In the electrophotographic photoreceptor, good paint solubility is obtained in each case, and excellent electrophotographic characteristics are obtained. Hereinafter, when simply referred to as a charge transport medium, these two forms (single or mixture) are included.

This charge transporting medium is characterized by having three or four triphenylamine structures serving as charge hopping sites in one molecule, and is extremely excellent in electrophotographic photoreceptors due to its action. Electrophotographic properties can be imparted.
The charge transport medium is soluble in solvents such as tetrahydrofuran, chloroform, dichloromethane, dichloroethane, and toluene, exhibits good paint solubility, and can achieve high paint concentration.
Then, a liquid (paint) in which a charge transport medium is dissolved or dispersed together with a binder polymer in these solvents is applied to the surface on which the photosensitive layer is formed, so that a hard film having a large mechanical strength (photosensitive layer) Can be produced.

Tables 1 to 6 show examples of the compounds represented by formulas (1) and (2) suitable as the charge transport medium of the present invention. However, in the present invention, compounds that can be used as the charge transport medium are not limited to these.

化合物 The compounds represented by the general formulas (1) and (2) can be synthesized by known production methods. For example, the following chemical formula

An aldehyde derivative or ketone derivative represented by and the following chemical formula

Can be obtained by condensing a phosphite derivative represented by with a Wittig reaction.

In the electrophotographic photoreceptor of the present invention, various known modes can be adopted.
1 to 6 are sectional views showing an embodiment of the electrophotographic photosensitive member of the present invention.
In FIG. 1, a charge generation layer 2 mainly composed of a charge generation medium and a charge transport layer 3 mainly composed of the above-described charge transport medium are provided on a conductive support 1. The photosensitive layer 4 is provided to constitute a laminated electrophotographic photosensitive member.
The charge generation layer 2 and the charge transport layer 3 are respectively formed by mixing or dispersing a charge generation medium or the above-described charge transport medium in a matrix made of, for example, a binder polymer.

The thickness of the charge generation layer 2 is preferably 0.01 to 2 μm, and more preferably 0.1 to 1 μm, from the viewpoint of maintaining chargeability and ensuring stability. When the amount is less than the lower limit, it is difficult to generate necessary electric charges, and when the amount exceeds the upper limit, photoconductivity decreases.
The thickness of the charge transport layer 3 is preferably 5 to 50 μm, more preferably 10 to 30 μm. If it is less than the lower limit, dark decay becomes large, and it becomes difficult to hold the electric charge. If the upper limit value is exceeded, the light sensitivity will decrease.

The electrophotographic photoreceptor shown in FIG. 2 differs from the electrophotographic photoreceptor shown in FIG. 1 in that a charge transport layer 3 is provided on the conductive support 1 side, and a charge generation layer 2 is provided thereon. The photosensitive layer 4 including the undercoat layer 5 is formed.

In the electrophotographic photoreceptor shown in FIG. 3, the undercoat layer 5 is provided between the conductive support 1 and the charge generation layer 2 in the structure shown in FIG. The photosensitive layer 4 includes the same.
In the electrophotographic photoreceptor shown in FIG. 4, an undercoat layer 5 is provided between the conductive support 1 and the charge transport layer 3 in the structure shown in FIG. Further, a protective layer (overcoat layer) 8 is provided as an outermost layer on the charge generation layer 2, and an undercoat layer 5, a charge transport layer 3, a charge generation layer 2, and a photosensitive layer 4 including the protection layer 8 are provided. It is configured.

The undercoat layer 5 and the protective layer 8 are made of, for example, a polymer.
The thickness of the undercoat layer 5 and the thickness of the protective layer 8 are each preferably 0.01 to 20 μm, and more preferably 0.2 to 10 μm. If the respective values exceed the upper limits, the light sensitivity decreases.

As shown in FIGS. 1 to 4, when the photosensitive layer 4 including the charge generation layer 2 and the charge transport layer 3 is formed, it is most desirable from the viewpoint of photosensitivity characteristics and potential stability during repeated use, Excellent electrophotographic properties are obtained.

Further, as shown in FIG. 5, a structure in which a photosensitive layer 4 including a composite layer 6 including a charge transport medium and an electron generating medium and having both of these properties is provided on a conductive support 1 is provided. It can also be. The composite layer 6 is obtained by, for example, mixing or dispersing a charge transport medium and a charge generation medium in a matrix made of a binder polymer.
Alternatively, as shown in FIG. 6, an undercoat layer 5 may be provided between the conductive support 1 and the composite layer 6 to form the photosensitive layer 4 composed of the undercoat layer 5 and the composite layer 6. .
In the electrophotographic photoreceptor of the present invention, the undercoat layer 5 and the protective layer 8 are not essential, and whether or not to provide them can be appropriately selected depending on applications, design conditions, and the like.

As the conductive support 1, for example, an aluminum substrate or the like is used.
Examples of the charge generation medium include known photoconductive materials, for example, inorganic materials such as CdS, Se, ZnO, and a-Si, and metal atoms such as Si, Ge, Co, Cu, Al, In, Ti, Pb, and V. Organic materials such as phthalocyanines, metal-free phthalocyanines, azo pigments, bisazo pigments, trisazo pigments, polycyclic quinone pigments and perinone pigments, cyanine pigments and squarylium pigments having Can be used.

The binder polymer used for the charge transport layer 3, the charge generation layer 2, and the composite layer 6 can be selected from commonly used insulating resins. Further, for example, an organic photoconductive polymer such as a polyvinyl carbazole resin, a polyvinyl anthracene resin, and a polyvinyl pyrene resin can be used.
Specifically, polyvinyl butyral resin, polyarylate resin, polycarbonate resin, polyester resin, polyester carbonate resin, phenoxy resin, polyvinyl acetate, acrylic resin, polyacrylamide resin, polyamide resin, polyvinyl pyridine resin, cellulose resin, urethane resin , Epoxy resin, silicone resin, polystyrene resin, polyether resin, polythioether resin, polyketone resin, polyvinyl chloride resin, polyvinyl chloride-vinyl acetate copolymer resin, polyvinyl acetal resin, polyacrylonitrile resin, phenol resin, melamine resin, casein, Examples thereof include insulating resins such as a polyvinyl alcohol resin, a polyvinylpyrrolidone resin, and a polysilane resin.
These binder polymers can be used alone or in combination of two or more.

The compounding amount of the binder polymer is 99 to 0% by weight, preferably 70 to 30% by weight in the charge transport layer 3, the charge generation layer 2, and the composite layer 6, respectively. The blending amount of the binder polymer is appropriately adjusted depending on the type, combination, blending amount, and the like of the charge transport medium, the electron generating medium, and the like.
Therefore, the compounding amount of each of the charge transport medium and the charge generation medium in the charge transport layer 3, the charge generation layer 2, and the composite layer 6 is 30 to 70% by weight. When the amount is less than the lower limit, the effect of the charge transport medium or the charge generation medium cannot be effectively exerted. When the amount exceeds the upper limit, the binder polymer does not have a function as a binder, and the film formability is significantly impaired. .

As a polymer of the material of the undercoat layer 5 and the protective layer 8, a commonly used resin material can be used.
Specifically, for example, alcohol-soluble polyamide resins such as nylon 6, nylon 66, nylon 11, nylon 610, copolymerized nylon and alkoxymethylated nylon, and casein, polyvinyl alcohol resin, ethylene-acrylic acid copolymer resin, Examples thereof include vinyl chloride-vinyl acetate-maleic acid copolymer resin, epoxy resin, gelatin, polyurethane resin, polyvinyl butyral resin, and cellulose resins such as nitrocellulose and carboxymethyl cellulose. These can be used alone or in combination of two or more.

In addition, various additives that are generally used can be added to each layer constituting the photosensitive layer 4 as needed. Additives are generally added at the time of paint preparation described below.
To the layer containing the charge transport medium, for example, an ultraviolet absorber, an antioxidant, an electron-withdrawing compound, a plasticizer, and the like can be added.
For example, a plasticizer, an electron-accepting compound, an electron-donating compound, or the like can be added to the layer containing the charge generation medium.
For example, an electron-accepting compound, an electron-donating compound, or the like can be added to the undercoat layer 5 and the protective layer 8.

The charge transport layer 3 including the charge transport medium, the charge generation layer 2 including the charge generation medium, and the composite layer 6 including both of them include, for example, a charge transport medium or a charge generation medium, or both a charge transport medium and a charge generation medium. Can be obtained by applying and drying a coating dissolved or dispersed in a solvent together with a binder polymer on a surface on which each layer is formed.
Similarly, the undercoat layer 5 and the protective layer 8 can be obtained by dispersing or dissolving a polymer as a material in a solvent to form a coating, and applying the coating to a surface on which each layer is formed and drying. .

The solvent for dissolving and dispersing the charge transport medium is appropriately selected depending on the kind of the binder polymer and the like to be dispersed and dissolved together with the charge transport medium, but at the time of coating, it affects the already formed charge generation layer and undercoat layer. Are preferred.
The solvent for dissolving and dispersing the charge generating medium is appropriately selected depending on the kind of the binder polymer and the like to be dispersed and dissolved together with the electron generating medium. It is preferable to select from those that do not affect the layer.
Specifically, aromatic hydrocarbons such as benzene, toluene, xylene, ligroin, monochlorobenzene and dichlorobenzene; ketones such as acetone, methyl ethyl ketone and cyclohexanone; alcohols such as methanol, ethanol and isopropyl alcohol Esters such as ethyl acetate and methyl cellosolve; aliphatic halogenated hydrocarbons such as carbon tetrachloride, chloroform, dichloromethane, dichloroethane, and trichloroethylene; ethers such as tetrahydrofuran and dioxane; N, N-dimethylformamide and Examples thereof include amides such as N, N-dimethylacetamide; sulfoxides such as dimethyl sulfoxide.
The solvent of the paint for forming the undercoat layer 5 and the protective layer 8 is not particularly limited, but may be selected from these solvents, for example.

In a charge transport medium or a paint containing a charge transport medium and a charge generation medium, the concentration of the charge transport medium is 10 to 30% by weight. The total concentration of the electron transport medium and the binder polymer is set to 20 to 60% by weight. If the amount is less than the lower limit, the charge transport medium may not be sufficiently dissolved in the solvent. If the amount exceeds the upper limit, the energy required for the drying step is increased.
In a paint containing a charge generation medium or a charge generation medium and a charge transport medium, the concentration of the charge generation medium in the paint is, for example, 10 to 30% by weight, and the total concentration of the charge generation medium and the binder polymer is 20 to 60% by weight. It is said.
The concentration of the material of the paint for forming the undercoat layer 5 and the protective layer 8 is not particularly limited, but is, for example, 20 to 50% by weight.

The coating for forming each layer constituting the photosensitive layer 4 is performed by using a normal coating apparatus such as a spin coater, an applicator, a spray coater, a bar coater, a dipping coater, a doctor blade, a roller coater, a curtain coater, a bead coater, and a slide hopper. It can be performed using: Drying is preferably heat drying, the temperature condition is about 40 to 300 ° C, preferably about 60 to 200 ° C, and the drying time is about 2 minutes to 10 hours, preferably about 10 minutes to 6 hours. It can be carried out.

Suitable uses of the electrophotographic photoreceptor of the present invention obtained in this way include not only copying machines, printers, facsimiles, etc., but also electrophotographic plate making, photoelectric conversion elements such as solar cells and electroluminescent elements, light conversion elements And optical disk materials.

Hereinafter, the present invention will be described in detail in each embodiment, but the present invention is not limited to the following embodiment unless it exceeds the gist.

(Example 1)
An undercoat layer (0.1 μm thick) made of methoxymethylated nylon (manufactured by Unitika Ltd., T-8) is formed on an aluminum substrate, and on this undercoat layer, n-type titanyl phthalocyanine and polyvinyl butyral ( A charge generation layer (with a thickness of 0.1 μm) containing BX-1) manufactured by Sekisui Chemical Co., Ltd. was formed. The content of n-type titanyl phthalocyanine in the charge generation layer was 45% by weight.
Furthermore, 40% by weight of dichloroethane containing Compound 1 exemplified in Table 1 and polycarbonate (Iupilon Z-200 manufactured by Mitsubishi Gas Chemical Co., Ltd.) at a weight ratio of 0.8: 1. A solution was prepared, and this solution (paint) was applied and dried at 90 ° C. for 60 minutes to form a charge transport layer having a thickness of 20 μm.The coatability of this film was good and the film strength was sufficient. .

In the evaluation of the electrophotographic characteristics, after charging by a corona discharge of -6 kV using an electrostatic recording tester (EPA-8100) manufactured by Kawaguchi Electric Co., dark decay was performed for 3 seconds, and white light of 5 lux was discharged. Irradiation was performed for 2 seconds, the time until the surface potential became 1/2 (second) was obtained, and the half-exposure amount (E1 / 2, looks second) was measured. In addition, the residual surface potential (-Vr, volt) after 5 seconds of irradiation with white light was measured. Table 7 shows the results.

(Examples 2 to 10)
A photoconductor was prepared in the same manner as in Example 1 except that the compound shown in Table 8 was used instead of the compound 1 used in Example 1, and the characteristics were measured. The results are shown in Table 8. The numbers of the compounds shown in Table 8 correspond to the numbers of the compounds exemplified in Tables 1 to 6. In Examples 7 to 10, the compounds represented by the general formulas (1) and (2) were mixed and used. For example, 1/51 = 50: 1 in Example 7 indicates that compound 1 and compound 51 were used at a weight ratio of 50: 1.

(Comparative Example 1)
An attempt was made to prepare a photoreceptor in the same procedure as in Example 1 except that Compound 51 shown in Table 1 was used instead of Compound 1 used in Example 1. However, Compound 51 alone was used in Example 1. At a concentration of 40% by weight, which was the same as in the above, it was not completely dissolved in the solvent and the coating could not be prepared.
(Comparative Examples 2 to 4)
A photoreceptor was prepared in the same manner as in Example 1 except that the compound represented by the following chemical formulas (101) to (103) was used as the charge transport medium instead of the compound 1 used in Example 1. The properties were measured. The results are shown in Table 9.

From the results shown in Tables 7 to 9, in Examples 1 to 10 according to the present invention, when the compound represented by the general formula (1) was used alone, or when the compounds represented by the general formulas (1) and (2) were used. In any of the cases where the compounds represented by the following formulas are mixed and used, the light sensitivity (E1 / 2) is smaller than that of Comparative Examples 1 to 4 having the same constitution except for the charge transport medium, and excellent light sensitivity is obtained. Was done. Also, the measured values after 1000 times were almost the same as the initial measured values, indicating excellent repetition stability. In each of the examples, the solubility of the charge transport medium in the solvent at the time of preparing the paint was good.

(Example 11)
An undercoat layer (0.1 μm thick) made of a polyamide resin (manufactured by Toray Industries, Inc., A-70) is formed on a conductive support obtained by evaporating aluminum on a polyester film. , Τ-type metal-free phthalocyanine and a butyral resin (Denka Butyral # 3000, manufactured by Denki Kagaku Kogyo KK) to form a charge generation layer (0.1 μm thick). The content of the τ-type metal-free phthalocyanine in the charge generation layer was 50% by weight.

Further, the compound 1 exemplified in Table 1 was used as the charge transport medium, and an antioxidant (IRGANOX1010, manufactured by Ciba-Geigy Japan KK) was added in an amount of 1.5% by weight based on the charge transport medium. To produce a photoreceptor. Table 10 shows the results of the same measurement as in Example 1 performed on this photoreceptor.

(Examples 12 to 20)
A photoconductor was prepared in the same manner as in Example 11, except that the compound shown in Table 11 was used instead of Compound 1 used in Example 11, and the characteristics were measured. The numbers of the compounds shown in Table 11 correspond to the numbers of the compounds exemplified in Tables 1 to 6. In Examples 17 to 20, the compounds represented by the general formulas (1) and (2) were mixed and used. For example, 2/52 = 50/5 in Example 17 indicates that Compound 2 and Compound 52 were used in a weight ratio of 50: 5.

(Comparative Example 5)
A photoconductor was prepared in the same manner as in Example 11, except that the compound (6) represented by the following chemical formula (104) was used as a charge transport medium. Table 12 shows the measurement results of the photoreceptor.

From the results shown in Tables 10 to 12, in Examples 11 to 20 according to the present invention, when the compound represented by the general formula (1) was used alone, or when the compounds represented by the general formulas (1) and (2) were used. In any of the cases where the compounds represented by the following formulas were used in combination, excellent photosensitivity and repetition stability were exhibited as compared with Comparative Example 5 having the same configuration except for the charge transport medium. In each of the examples, the solubility of the charge transport medium in the solvent at the time of preparing the paint was good.

From the above results, in the example according to the present invention, it was confirmed from the value of the initial half-reduced exposure amount that it had excellent photosensitivity characteristics, and the value of the initial half-reduced exposure amount and the value after 1,000 times From the above, the dark decay was small together with the residual potential, and the optical fatigue was small, so that it was confirmed that the composition had good repetition stability. Further, in each of the examples, the charge transport medium exhibited good solubility in the solvent, so that it was clarified that a high-concentration paint could be adjusted and the amount of the solvent used could be reduced.

FIG. 2 is a sectional view of one embodiment of the present invention. FIG. 2 is a sectional view of one embodiment of the present invention. FIG. 2 is a sectional view of one embodiment of the present invention. FIG. 2 is a sectional view of one embodiment of the present invention. FIG. 2 is a sectional view of one embodiment of the present invention. FIG. 2 is a sectional view of one embodiment of the present invention.

Explanation of reference numerals

DESCRIPTION OF SYMBOLS 1 ... Conductive support, 2 ... Charge generation layer, 3 ... Charge transport layer, 4 ... Photosensitive layer, 5 ... Undercoat layer, 6 ... Composite layer, 8 ... Protective layer.

Claims (4)

An electronic device using an electrophotographic photosensitive member provided with a photosensitive layer containing at least one compound selected from the compounds represented by the following general formula (1) as a charge transport medium.

(Wherein, Ar1 to Ar6 represent a phenyl group which may have a substituent. The substituents on Ar1 to Ar6 are an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms. A dialkylamino group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, and a halogen element. These substituents may be substituted plurally on the phenyl group, and may be the same or different. R1 to R6 represent hydrogen or a methyl group, and may be the same or different, and R7 to R12, R15 to R20, and R23 to R28 are hydrogen, an alkyl group having 1 to 4 carbon atoms, and a carbon atom having 1 to 4 carbon atoms. An alkoxy group having 1 to 4 carbon atoms, a dialkylamino group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, and a halogen element, which may be the same or different from each other R13, R14, R21, R22, R 9, R30 is hydrogen, straight-chain alkyl group of 1 to 4 carbon atoms, a linear alkoxy group of 1 to 4 carbon atoms, may be the same or different.) The electronic device according to claim 1, wherein the photosensitive layer contains at least one compound selected from the compounds represented by the following general formula (2) as a charge transport medium.

(Wherein, Ar1 to Ar6 represent a phenyl group which may have a substituent. The substituents on Ar1 to Ar6 are an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms. A dialkylamino group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, and a halogen element. These substituents may be substituted plurally on the phenyl group, and may be the same or different. R1 to R6 represent hydrogen or a methyl group, and may be the same or different, and R7 to R12, R15 to R20, and R23 to R28 are hydrogen, an alkyl group having 1 to 4 carbon atoms, and a carbon atom having 1 to 4 carbon atoms. An alkoxy group having 1 to 4 carbon atoms, a dialkylamino group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, and a halogen element, which may be the same or different from each other R13, R14, R21, R22, R 9, R30 is hydrogen, straight-chain alkyl group of 1 to 4 carbon atoms, a linear alkoxy group of 1 to 4 carbon atoms, may be the same or different, respectively.) 電子 The electronic device according to claim 1, wherein the photosensitive layer has a charge transport layer and a charge generation layer, and the charge transport layer contains a charge transport medium. The electronic device according to any one of claims 1 to 3, wherein the electronic device is a copier, a printer, or a facsimile.

Images