JP2002055466A - Method for producing electrophotographic photoreceptor and electrophotographic photoreceptor - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a method for producing an electrophotographic photoreceptor usable favorably under various application conditions in the production of an electrophotographic photoreceptor and capable of giving an electrophotographic photoreceptor excellent in potential characteristics, durability, image characteristics and resolution over a long period of time from the initial stage of image formation and to provide an electrophotographic photoreceptor obtained by the method. SOLUTION: The method for producing an electrophotographic photoreceptor with an electric charge generating layer and an electric charge transferring layer on a substrate has a step for forming the electric charge transferring layer by applying and drying a solution containing an electric charge transferring material, a resin binder, dimethoxymethane and an aromatic hydrocarbon solvent having >=130 deg.C boiling point.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for producing an electrophotographic photosensitive member and an electrophotographic photosensitive member produced by the method, and more particularly, to an electrophotographic photosensitive member using a coating solution for a charge transport layer containing a specific solvent. The present invention relates to a method for manufacturing a photoconductor and an electrophotographic photoconductor manufactured by the method.

[0002]

2. Description of the Related Art In recent years, research and development of organic electrophotographic photosensitive members having photosensitive layers containing various organic photoconductive compounds as main components have been actively conducted. In particular, a function-separated electrophotographic photosensitive member in which a charge generation function and a charge transport function are respectively assigned to different substances can be selected from a wide range of materials, and the electrophotographic photosensitive member having desired performance Many studies have been made on the fact that can be produced relatively easily, and many of them have been put to practical use.

The function-separated type electrophotographic photoreceptor is usually prepared by applying a coating solution obtained by dissolving a solid organic compound with an organic solvent onto a support using various coating methods, and drying the coating solution. Manufactured.

[0004] However, there are surprisingly few organic solvents, particularly those having a high solubility and a suitable boiling point suitable for industrial production.

Of course, as long as it is a solvent used for the production of an electrophotographic photosensitive member, it cannot be used unless it has solubility and an appropriate boiling point and does not adversely affect the characteristics of the electrophotographic photosensitive member. In recent years, the need for a solvent that satisfies all of these has been increasing.

In particular, in the case of a laminated electrophotographic photosensitive member in which the functions of charge generation and charge transport are separated to form a laminated structure, most of the thickness of the photosensitive layer is a charge transport layer (about 10 to 40 μm), Therefore, the solvent used for the coating solution for the charge transport layer includes:
Various properties such as high solubility, having a proper boiling point so that it does not remain in the photosensitive layer, and having a boiling point that is too high so that the coating solution does not sag or remain as impurities and do not adversely affect electrophotographic properties. Desired.

[0007] As a binder resin for charge transport, for example, a polycarbonate resin and a polyarylate resin are known.

However, the solvents used when applying these resins are methylene chloride, ethylene chloride,
It is often a halogen-containing organic solvent such as chloroform, monochlorobenzene and dichlorobenzene, or a combination thereof.

As the organic solvent containing no halogen, there are many such as acetone, acetic acid, methyl ethyl ketone, toluene, tetrahydrofuran (THF), dioxane and cyclohexanone. No non-halogen solvents satisfying all the necessary properties such as none (having an appropriate boiling point) and excellent sensitivity when used as an electrophotographic photosensitive member have not been found yet. In particular, in the case of the charge transport layer, the film thickness is usually required to be 15 μm or more, so that when a polymerized polycarbonate resin or polyarylate resin is used as a binder resin, the ability to dissolve these is sufficient. There is a need.

[0010] Examples of good solvents include tetrahydrofuran, which is a cyclic ether containing an oxygen atom in the molecule, and dioxane, which contains two oxygen atoms. Tetrahydrofuran and the like can be used as carrier traps for stabilizers because of their structural instability. It must be added in a considerable amount, and dioxane and the like are highly toxic and carcinogenic.

Further, the obtained electrophotographic characteristics often differ greatly depending on the solvent used. In addition, the type of solvent used has a very important meaning in consideration of productivity and compatibility with the charge transport material and binder resin used,
An organic solvent having more excellent properties for these is desired.

[0012]

SUMMARY OF THE INVENTION An object of the present invention is to provide an electrophotographic photoreceptor which can be preferably used under various coating conditions in the production of an electrophotographic photoreceptor. An object of the present invention is to provide a method of manufacturing an electrophotographic photosensitive member capable of obtaining an electrophotographic photosensitive member having excellent image characteristics and resolution, and an electrophotographic photosensitive member obtained by the method of manufacturing an electrophotographic photosensitive member.

[0013]

According to the present invention, in a method for producing an electrophotographic photosensitive member having a charge generation layer and a charge transport layer on a support, the charge transport layer comprises a charge transport material, a binder resin, dimethoxymethane, A method for producing an electrophotographic photoreceptor, comprising the steps of applying a solution containing an aromatic hydrocarbon solvent having a boiling point of 130 ° C. or higher and drying the solution, is provided.

Further, according to the present invention, in an electrophotographic photosensitive member having a support, a charge generation layer and a charge transport layer, the charge transport layer has a charge transport material, a binder resin, dimethoxymethane and a boiling point of 130 ° C. or more. An electrophotographic photoreceptor is provided, which is formed by applying a solution containing an aromatic hydrocarbon solvent and drying the solution.

[0015]

Embodiments of the present invention will be described below in detail.

Although it is not clear why the above-described structure can achieve the remarkable effect of the present invention, it can be estimated as follows. That is, by using a relatively low-boiling solvent called dimethoxymethane and a relatively high-boiling aromatic hydrocarbon (slow-evaporating solvent) as the solvent for the coating solution for the charge transport layer, the interface between the charge transport layer and the charge generation layer is obtained. Is considered to be in a very favorable state. In other words, aromatic hydrocarbons have a higher solubility in binder resins such as polycarbonate resins and polyarylate resins and various charge transporting materials, but dimethoxymethane has a higher charge transporting material than aromatic hydrocarbon solvents. Due to the low solubility, the concentration of the charge transporting material may be higher in the charge transporting layer at the interface with the charge generating layer than at the surface of the electrophotographic photoreceptor. The hydrogen-based solvent usually swells the resin (such as various acetal resins) used for the charge generation layer but cannot dissolve it freely, so that the hydrogen-based solvent leaves the interface between the charge generation layer and the charge transport layer. It is considered that the charge transport layer coating liquid can sufficiently wet the charge generation layer, and as a result, a charge generation layer / charge transport layer interface having a very large area can be formed. Further, even if a small amount of the aromatic organic compound remains in the photosensitive layer, it is less likely to hinder the electric conductivity and mobility of electric charges as compared with other compounds such as an aliphatic saturated hydrocarbon and a strongly polar organic compound. You might also say that.

The dimethoxymethane used in the present invention is generally called methylal and has the following structure.

H ₃ CO—CH ₂ —O—CH ₃

Methylal cannot completely dissolve in a binder resin such as a polycarbonate resin or a polyarylate resin, but is more compatible with other aliphatic solvents such as aliphatic hydrocarbons, alcohols, ketones, esters, carboxylic acids and ethers ( Swelling) and can also dissolve low-molecular-weight functional materials such as charge-transporting materials. In particular, it has a boiling point of about 42.5 ° C., which is an evaporation characteristic particularly suitable for a low boiling point coating solvent for an electrophotographic photosensitive member.

The aromatic hydrocarbon used in the present invention is 1
It has a boiling point of 130 ° C. or more under atmospheric pressure. Preferred specific examples include many compounds having various substituents such as xylene, anisole, benzyl alcohol, phenol, cresol, monochlorobenzene, and dichlorobenzene. In the present invention, since a solvent having a boiling point of 130 ° C. or higher is used, it is a component that does not rapidly evaporate as a high boiling point solvent of the coating solution for the charge transport layer, and obtains favorable wettability with the charge generation layer as described above. be able to. on the other hand,
In the layer forming step, if the solvent does not evaporate and remains as a residual solvent in the photosensitive layer, it may cause an obstacle such as abrasion resistance. Therefore,
In the present invention, the boiling point of the aromatic hydrocarbon under one pressure is preferably 200 ° C. or less.

Preferred examples of the aromatic hydrocarbon include xylene, ethylbenzene, anisole, propylbenzene, mesitylene and monochlorobenzene.

Of these, xylene (including structural isomers), ethylbenzene, and monochlorobenzene are particularly preferred because they can be expected to have a boiling point of about 130 to 145 ° C. and a small residual solvent amount. Further, xylene and ethylbenzene are preferable in terms of dehalogenation, and monochlorobenzene is preferable in terms of solubility of the binder resin.

In the present invention, the total amount of dimethoxymethane and the aromatic hydrocarbon solvent in the solution is preferably 70 to 90% by mass based on the total mass of the solution. Exceeding this range makes it difficult to obtain a solution having a sufficiently uniform and appropriate viscosity.

In the present invention, the mixing ratio of dimethoxymethane to the aromatic hydrocarbon solvent depends on the amount of the aromatic hydrocarbon solvent capable of dissolving the solid component, the ease of whitening, and the film thickness droop after drying. A desired mixing ratio can be selected in consideration of the above, but dimethoxymethane / aromatic hydrocarbon system = 5/95 to 60 /
40 (mass ratio), preferably 10/9
It is preferably 0 to 50/50.

The charge transporting layer is formed by applying a coating solution in which a charge transporting material and a binder resin are dissolved in the above-mentioned solvent, followed by drying. Examples of the charge transport material to be used include low molecular compounds such as triarylamine compounds, hydrazone compounds, stilbene compounds, pyrazoline compounds, oxazole compounds, triarylmethane compounds, and thiazole compounds. Examples of the binder resin include, for example, a polycarbonate resin, a polyarylate resin, a polyacrylate resin, a polyester resin, a polystyrene resin, a styrene-acrylonitrile copolymer resin, a polymethacrylate resin, and a styrene-methacrylate copolymer resin. And the like. The charge transport material has a mass ratio of 0.5
It is preferable to combine with a binder resin in an amount of up to 2 times, particularly 0.7 to 1 time. The thickness of the charge transport layer is 5 to 5.
40 μm is preferable, and particularly preferably 15 to 30 μm.

In the present invention, from the viewpoint of compatibility with the above-mentioned solvent, particularly preferred charge transport materials include the following compounds.

[0027]

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Similarly, particularly preferred binder resins from the viewpoint of compatibility with the solvent and the charge transport material include polycarbonate resins and polyarylate resins.
Particularly preferred examples of the polycarbonate resin and the polyarylate resin are shown below. These can be made into a copolymer if necessary. In addition, n and m in an illustration show a polymerization degree (molar ratio).

[0029]

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[0030]

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Of these, the structural units of the polycarbonate resin are preferably (1-2), (1-3) and (1-4), and more preferably (1-3), and the structural unit of the polyarylate resin is (2-2) and (2-4) are more preferred.

In the present invention, it is preferable to add an antioxidant (AO agent) in order to increase the storage stability of methylal. The antioxidant used is not particularly limited in chemical structure and the like as long as it does not adversely affect the electrophotographic properties. Examples of the compound preferably used include, for example, a hindered amine structural unit or a hindered phenol structural unit. One, or both, an organic phosphorus compound, an organic sulfur compound,
Hydroquinone compounds and phenylamine compounds are exemplified.

(1) Examples of compounds having a hindered phenol structural unit

[0034]

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(2) Examples of compounds having a hindered amine structural unit

[0036]

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(3) Examples of organic phosphorus compounds

[0038]

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(4) Examples of organic sulfur compounds S (C ₂ H ₄ COOC ₁₂ H ₂₅ ) ₂ (3-8) S (C ₂ H ₄ COOC ₁₄ H ₂₉ ) ₂ (3-9) (5) Hydroquinone compounds Compound example {(3-10) and derivative}

[0040]

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Of these, those having a hindered phenol structural unit in the molecule are particularly preferable in view of the stability of the coating solution composition and the repetition characteristics and potential stability of the formed electrophotographic photosensitive member. .

The addition amount of the antioxidant is preferably from 10 ppm to 500 ppm based on methylal. If the amount is small, the coating solution deteriorates with time, and if the amount is too large, the electrophotographic characteristics are adversely affected (sensitivity deterioration, increase in residual potential, etc.). It is preferable to keep it as it is.

The electrophotographic photoreceptor of the present invention has a charge generating layer and a charge transporting layer on a support, but it is preferable that the charge transporting layer is a surface layer since the function can be more exhibited.

The support may be any material having conductivity, such as metal such as aluminum and stainless steel, or metal provided with a conductive layer, paper and plastic. The shape may be a sheet or a cylinder. Can be

In the present invention, a conductive layer may be provided for the purpose of covering a scratch on the support. This can be formed by dispersing a conductive powder such as carbon black or metal particles in a binder resin. The thickness of the conductive layer is preferably 5 to 40 μm, particularly preferably 10 to 30 μm.

In the present invention, a support or an intermediate layer having an adhesive function and a barrier function can be provided between conductive layers on the support. Examples of the material of the intermediate layer include polyamide, polyvinyl alcohol, polyethylene oxide, ethyl cellulose, casein, polyurethane, and polyether urethane. These are dissolved in an appropriate solvent and applied. The thickness of the intermediate layer is 0.05 to
5 μm is preferred, and particularly preferably 0.3 to 1 μm.

The charge generation layer is formed by applying a coating solution in which a charge generation material and a binder resin are dispersed in a solvent and drying the coating solution. The charge generating material is uniformly dispersed with a binder resin and a solvent by a method such as a homogenizer, ultrasonic dispersion, a ball mill, a vibration ball mill, a sand mill, an attritor, a roll mill, and a liquid collision type high-speed disperser. The charge generation material used here is pyrylium,
Thiapyrylium dyes, phthalocyanines, anthantrones, dibenzpyrene quinones, trisazos, cyanines,
Examples of the pigment include disazo, monoazo, indigo, quinacridone, and asymmetric quinocyanine pigments. Examples of the binder resin include a polyester resin, a polyacryl resin, a polyvinyl carbazole resin, a phenoxy resin, a polycarbonate resin, a polystyrene resin, a polyvinyl acetate resin, a polysulfone resin, a polyarylate resin, vinyldene chloride, a polyvinyl benzal resin, and a polybutyral resin. Is mentioned. The ratio (mass ratio) of the charge generation material to the binder resin is 1 / 0.1 to 1 /
10 is preferred, and more preferably 1/1 to 3/1. The thickness of the charge generation layer is preferably 5 μm or less, and particularly preferably 0.1 to 2 μm.

FIG. 1 shows an example of a contact charging type electrophotographic apparatus. This embodiment is a transfer type copier or printer, and is an example of a cartridge type in which an electrophotographic photosensitive member 1, a charging roller 2, a developing unit 4, and a cleaning blade 8 are incorporated in a process cartridge frame 9.

The electrophotographic photosensitive member 1 of the present invention is of a drum type. The electrophotographic photosensitive member 1 is driven to rotate at a predetermined peripheral speed (process speed) in the direction of the arrow.

The contact charging member as the charging means is the charging roller 2. The charging roller 2 rotates following the rotation of the electrophotographic photosensitive member 1 pressed against the charging roller, and receives a DC voltage on which an AC voltage is superimposed or a DC voltage only from a bias power supply (not shown). You. The charging roller 2 uniformly charges the peripheral surface of the electrophotographic photosensitive member 1 to a predetermined polarity / potential. Exposure means (laser beam scanner, etc.) (not shown) on the charged surface of the electrophotographic photosensitive member 1
As a result, the exposure light 3 of the target image information is irradiated, and an electrostatic latent image corresponding to the target image information is formed on the electrophotographic photosensitive member 1.

The formed electrostatic latent image is visualized as a transferable particle image (toner image) with charged particles (toner) in the developing device 4 by normal development or reversal development.

Next, the toner image is transferred to the electrophotographic photosensitive member 1.
The transfer material 6 is transferred to a transfer material 6 fed between the transfer member 5 and the transfer roller 5 pressed against the electrophotographic photosensitive member. At this time, a bias voltage having a polarity opposite to the charge held by the toner is applied to the transfer roller 5 from a bias power supply (not shown).

The transfer material 6 onto which the toner image has been transferred is separated from the electrophotographic photosensitive member 1 and is conveyed to a fixing roller 7 to undergo a toner image fixing process.

The surface of the electrophotographic photosensitive member 1 after the transfer of the toner image is
The cleaning blade 8 removes extraneous matter such as toner remaining after transfer, and the entire process ends.

[0055]

The present invention will be described in more detail with reference to the following examples. In addition, "part" in an Example shows a mass part.

Example 1 The following electrophotographic photosensitive member was manufactured in an environment of a temperature of 23 ° C., a humidity of 60% RH, and a pressure of 1 atm.

First, an aluminum cylinder of 30φ × 358 mm was used as a support, and a coating solution composed of the following material was applied to the aluminum cylinder by a dipping method, and was thermoset at 140 ° C. for 30 minutes to form a conductive layer having a thickness of 15 μm. Was formed.

Conductive pigment: SnO ₂ coated barium sulfate 10 parts Resistance adjusting pigment: titanium oxide 2 parts Binder resin: phenol resin 6 parts Leveling material: silicone oil 0.001 parts Solvent: methanol / methoxypropanol 0.2 / 0.8 20 parts

Next, 3 parts of N-methoxymethylated nylon and 3 parts of copolymerized nylon were added thereto with 65 parts of methanol /
A solution dissolved in a mixed solvent of 30 parts of n-butanol was applied by an immersion method to form an intermediate layer having a thickness of 0.5 μm.

Next, the CuKα characteristic X-ray diffraction Bragg angles (2θ ± 0.2 °) of 9.0 °, 14.2 °, 23.9 °
4 parts of oxytitanium phthalocyanine (TiOPc) having strong peaks at 2 ° and 27.1 °, 2 parts of polyvinyl butyral (trade name: Eslec BM2, manufactured by Sekisui Chemical Co., Ltd.) and 60 parts of cyclohexanone were sand-milled using φ1 mm glass beads. After dispersion for 4 hours, 100 parts of ethyl acetate was added to prepare a charge generation layer dispersion. This was applied by a dipping method to form a charge generation layer having a thickness of 0.2 μm.

Next, the following equation (4)

[0062]

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10 parts of the charge transport material and 10 parts of a polycarbonate resin (trade name: Z-400, manufactured by Mitsubishi Engineering-Plastics Corporation) are dissolved in a mixed solvent of 20 parts of methylal / 60 parts of ethylbenzene (boiling point: 136.2 ° C.). To obtain a coating solution for a charge transport layer.

This coating solution was applied onto the charge generation layer by a dipping method (at a constant application rate) and dried at 140 ° C. for 30 minutes to form a charge transport layer having a thickness of 28 μm (near the center). At this time, the charge transport layer after drying was observed with an optical microscope, and when a large number of fine bubbles were observed, whitening was evaluated as x. Table 2 shows the results.

Further, the position 180 mm from the upper end (uncoated side) of the charge transport layer (substantially the center of the electrophotographic photosensitive member)
The film thickness difference at the position of 0 mm was measured, and when the film thickness difference was less than 5.5 μm, sagging: ○, when 5.5 μm, sagging: Δ,
When it exceeded 5.5 μm, it was evaluated as sagging: x. Table 2 shows the results.

Next, evaluation using an electrophotographic apparatus will be described.

The apparatus is manufactured by Canon LBP-930 (initial setting of process speed 106 mm / sec.
At m / sec, a filter was attached to the laser irradiation part, the laser light amount was reduced to 50% of the normal level, and the current amount and frequency of the AC component of primary charging were modified to be twice as large.)
And its process cartridge.

The produced electrophotographic photosensitive member was set in this apparatus, and a letter paper durability test was performed in an environment of normal temperature and normal humidity (23 ° C./60% RH). The sequence was an intermittent mode in which the printing was stopped once for each print. In a character image having a print rate of 2%, the light portion potential (Vl) was measured at the initial stage and after 2000 prints. Table 2 shows the results. Since the dark portion potential was fixed at -675 V, a smaller absolute value of Vl indicates higher sensitivity.

(Examples 2 to 13) N shown in Table 1
o. 2-13, and BHT (2,6-di-tert-butyl-) as an antioxidant.
4-methylphenol), the charge transport layer drying temperature / time was 120 ° C./60 minutes, and the film thickness was 26 μm.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 except that the lightening potential (V) before and after the whitening, sagging and durability was changed.
1) was evaluated and measured. Table 2 shows the results.

[0070]

[Table 1]

[0071]

[Table 2]

(Comparative Examples 1 to 8)
Same as Example 1 except that the solvent composition of the charge transport layer was 1 to 8, the drying temperature / time of the charge transport layer was 120 ° C./60 minutes, and the thickness of the charge transport layer was changed to 26 μm. The electrophotographic photoreceptor was prepared as described above, and the lightening potential (Vl) before and after whitening, sagging and durability was evaluated and measured. Table 4 shows the results.

[0073]

[Table 3]

[0074]

[Table 4]

(Examples 14 to 16) N described in Table 5
o. The solvent composition of the charge transport layer of No. 14 to 16, and the use of the polyarylate resin (weight average molecular weight Mw = 100,000) of the above (2-2) as a binder resin for the charge transport layer, and drying of the charge transport layer Except that the temperature / time was set to 120 ° C./60 minutes and the thickness of the charge transport layer was changed to 26 μm,
An electrophotographic photoreceptor was prepared in the same manner as in Example 1,
The sagging and the light portion potential (Vl) before and after endurance were evaluated and measured.
Table 6 shows the results.

(Example 17) No. 17 described in Table 5 1
7, the solvent composition of the charge transport layer, and the polycarbonate resin Z-400 as a binder resin for the charge transport layer.
And the polyarylate resin of the above (2-2) in a ratio (mass ratio) of 1: 1 and used, and the drying temperature / time of the charge transport layer is set to 120 ° C./60 minutes, and the film of the charge transport layer is formed. An electrophotographic photoreceptor was prepared in the same manner as in Example 1 except that the thickness was changed to 26 μm, and the lightening potential (Vl) before and after whitening, sagging and durability was evaluated and measured. Table 6 shows the results.

(Example 18) 1
8, wherein the solvent composition of the charge transport layer is 8, a polymethyl methacrylate resin (weight average molecular weight Mw = 100,000) is used as the binder resin for the charge transport layer, and the drying temperature / time of the charge transport layer is 120 ° C./60. And an electrophotographic photoreceptor was prepared in the same manner as in Example 1 except that the thickness of the charge transport layer was changed to 26 μm, and the bright portion potential (Vl) before and after whitening, sagging and durability was evaluated and measured. did. Table 6 shows the results.

[0078]

[Table 5]

[0079]

[Table 6]

When the appearance of the charge transport layer coating solutions of Examples 1 to 7 was observed 12 months after the preparation, the coating solutions of Examples 5 to 7 containing an antioxidant showed no change. However, the coating liquids of Examples 1 to 4 without addition had a slightly increased yellow tint. This is presumed to indicate that methylal has deteriorated.

Example 19 An electrophotographic photosensitive member was prepared in the same manner as in Example 14, except that 10 parts of the compound represented by the following formula (5) was used as the charge transporting material. Was evaluated and measured. Table 7 shows the results.

[0082]

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Example 20 An electrophotographic photosensitive member was prepared in the same manner as in Example 15 except that each of the above formulas (4) and (5) was used in an amount of 5 parts (a total of 10 parts) as a charge transporting material.
The white spot potential (Vl) before and after whitening, sagging and durability was evaluated and measured. Table 7 shows the results.

Example 21 8 parts and 2 parts (10 parts in total) of the above formulas (4) and (5) were used as the charge transporting material, respectively.
The solvent composition was changed to 20 parts of methylal and 60 parts of monochlorobenzene.
The electrophotographic photoreceptor was prepared in the same manner as in Example 16 except that the electrophotographic photosensitive member was changed to white, and the bright portion potential (Vl) before and after the whitening, sagging and endurance.
Was evaluated and measured. Table 7 shows the results.

[0085]

[Table 7]

[0086]

As described above, according to the present invention, a charge transport material, a binder resin, dimethoxymethane and 13
By using a solution containing an aromatic hydrocarbon solvent having a boiling point of 0 ° C. or higher, coating can be performed under various coating conditions, and the potential characteristics, durability, image characteristics, and resolution can be extended over a long period from the initial stage of image formation. It has become possible to provide a method for producing an electrophotographic photoreceptor capable of obtaining an electrophotographic photoreceptor excellent in quality, and an electrophotographic photoreceptor obtained by the method for producing an electrophotographic photoreceptor.

[Brief description of the drawings]

FIG. 1 is a view showing a schematic configuration of an electrophotographic apparatus provided with a process cartridge having an electrophotographic photosensitive member of the present invention.

[Explanation of symbols]

 DESCRIPTION OF SYMBOLS 1 Electrophotographic photoreceptor 2 Charging roller 3 Exposure light 4 Developing device 5 Transfer roller 6 Transfer material 7 Fixing roller 8 Cleaning blade 9 Process cartridge frame 10 Process cartridge guide

Continuation of the front page (72) Inventor Takao Soma 3-30-2 Shimomaruko, Ota-ku, Tokyo Inside Canon Inc. (72) Inventor Hirotoshi Uesugi 3-30-2 Shimomaruko, Ota-ku, Tokyo Inside Canon Inc. (72) Inventor Yamasakisaki To 3-30-2 Shimomaruko, Ota-ku, Tokyo F-term in Canon Inc. (reference) 2H068 AA13 AA16 AA20 AA21 AA34 AA35 AA37 BA12 BA13 BA14 BB26 BB27 EA14

Claims (34)

[Claims] 1. A method for producing an electrophotographic photosensitive member having a charge generation layer and a charge transport layer on a support, wherein the charge transport layer comprises a charge transport material, a binder resin, dimethoxymethane and an aromatic having a boiling point of 130 ° C. or more. A method for producing an electrophotographic photosensitive member, comprising a step of applying a solution containing an aromatic hydrocarbon solvent and forming the solution by drying. 2. An aromatic hydrocarbon solvent having a temperature of 130 ° C. or higher.
The method for producing an electrophotographic photoreceptor according to claim 1, having a boiling point of not higher than 00C. 3. The method according to claim 1, wherein the weight ratio of dimethoxymethane to the aromatic hydrocarbon solvent is from 5:95 to 60:40. 4. The method according to claim 1, wherein the aromatic hydrocarbon solvent is selected from the group consisting of xylene, ethylbenzene, anisole, propylbenzene, mesitylene and monochlorobenzene. . 5. The method according to claim 4, wherein the aromatic hydrocarbon solvent is selected from the group consisting of xylene, ethylbenzene and monochlorobenzene. 6. The method according to claim 5, wherein the aromatic hydrocarbon solvent is xylene or ethylbenzene. 7. The method according to claim 5, wherein the aromatic hydrocarbon solvent is monochlorobenzene. 8. The method for producing an electrophotographic photosensitive member according to claim 1, wherein the charge transporting material is selected from compounds represented by the following formula. Embedded image 9. The method according to claim 1, wherein the binder resin is a polycarbonate resin or a polyarylate resin. 10. The method according to claim 9, wherein the binder resin is a polycarbonate resin. 11. The method according to claim 9, wherein the binder resin is a polyarylate resin. 12. The method for producing an electrophotographic photoreceptor according to claim 10, wherein the polycarbonate resin has a structural unit selected from a structure represented by the following formula (where m and n indicate the degree of polymerization). Embedded image 13. A polyarylate resin represented by the following formula:
The method for producing an electrophotographic photoreceptor according to claim 11, having a structural unit selected from the structures represented by (m and n indicate the degree of polymerization). Embedded image 14. The method for producing an electrophotographic photosensitive member according to claim 1, wherein the solution further contains an antioxidant. 15. The method according to claim 14, wherein the antioxidant has a hindered phenol structure. 16. The method according to claim 14, wherein the antioxidant is contained in an amount of 10 ppm to 500 ppm based on dimethoxymethane. 17. The method for producing an electrophotographic photosensitive member according to claim 1, wherein the electrophotographic photosensitive member has a support, a charge generation layer, and a charge transport layer in this order. 18. An electrophotographic photoreceptor having a support, a charge generation layer and a charge transport layer, wherein the charge transport layer comprises a charge transport material, a binder resin, dimethoxymethane and
An electrophotographic photosensitive member formed by applying and drying a solution containing an aromatic hydrocarbon solvent having a boiling point of 0 ° C. or higher. 19. The electrophotographic photosensitive member according to claim 18, wherein the aromatic hydrocarbon solvent has a boiling point of 130 ° C. or more and 200 ° C. or less. 20. The solvent according to claim 18, wherein the weight ratio of dimethoxymethane to the aromatic hydrocarbon solvent is from 5:95 to 60:40.
Or the electrophotographic photosensitive member according to 19. 21. The electrophotographic photosensitive member according to claim 18, wherein the aromatic hydrocarbon solvent is selected from the group consisting of xylene, ethylbenzene, anisole, propylbenzene, mesitylene and monochlorobenzene. 22. The electrophotographic photosensitive member according to claim 21, wherein the aromatic hydrocarbon solvent is selected from the group consisting of xylene, ethylbenzene and monochlorobenzene. 23. The electrophotographic photosensitive member according to claim 22, wherein the aromatic hydrocarbon solvent is xylene or ethylbenzene. 24. The electrophotographic photosensitive member according to claim 22, wherein the aromatic hydrocarbon solvent is monochlorobenzene. 25. The electrophotographic photoreceptor according to claim 18, wherein the charge transporting material is selected from compounds represented by the following formula. Embedded image 26. The electrophotographic photosensitive member according to claim 18, wherein the binder resin is a polycarbonate resin or a polyarylate resin. 27. The electrophotographic photosensitive member according to claim 26, wherein the binder resin is a polycarbonate resin. 28. The electrophotographic photosensitive member according to claim 26, wherein the binder resin is a polyarylate resin. 29. The electrophotographic photosensitive member according to claim 27, wherein the polycarbonate resin has a structural unit selected from the structures represented by the following formulas (wherein, m and n indicate the degree of polymerization). Embedded image 30. A polyarylate resin represented by the following formula:
29. The electrophotographic photosensitive member according to claim 28, wherein the electrophotographic photosensitive member has a structural unit selected from a structure represented by the following formula: Embedded image 31. The electrophotographic photoreceptor according to claim 18, wherein the solution further contains an antioxidant. 32. The electrophotographic photosensitive member according to claim 31, wherein the antioxidant has a hindered phenol structure. 33. The electrophotographic photoconductor according to claim 31, wherein the antioxidant is contained in an amount of 10 ppm to 500 ppm based on dimethoxymethane. 34. The electrophotographic photoconductor according to claim 18, wherein the electrophotographic photoconductor has a support, a charge generation layer and a charge transport layer in this order.