JP4891129B2 - Method for producing coating dispersion for electrophotographic photosensitive member, and method for producing electrophotographic photosensitive member - Google Patents

Description

The present invention relates to a method of manufacturing an electrophotographic photoconductor of coating dispersion, and relates to a process for producing an electrophotographic photosensitive member. Particularly to a method of producing a coating dispersion for an electrophotographic photoreceptor by dispersing the polyamide resin solution and organic pigments containing polyamide resin particles. Further, a method for producing an electronic photosensitive member using the coating dispersion of the electrophotographic photosensitive member for manufactured me by the said manufacturing method.

  An electrophotographic photoreceptor using an organic electrophotographic material such as an azo pigment is more pollution-free and easier to manufacture than a conventional electrophotographic photoreceptor using an inorganic electrophotographic material such as Se or CdS. It has the advantage that the degree of freedom in functional design is high due to diversity. An electrophotographic photosensitive member using such an organic electrophotographic material has been widely used in the market due to the rapid spread of laser beam printers and copying machines in recent years.

  An electrophotographic photoreceptor basically comprises a photosensitive layer that forms a latent image by exposure using charging and light, and a support as a support member for providing the photosensitive layer. In general, when a photosensitive layer is directly formed on a support, dirt, shape and property non-uniformity, and roughness of the support surface appear as film formation unevenness of the photosensitive layer as they are. As a result, image defects such as white spots, black spots, and density unevenness occur in the resulting image, and the photosensitive layer peels off from the support.

  To date, an undercoat layer has been provided between the support and the photosensitive layer in order to ensure adhesion to the support, protect the photosensitive layer from electrical breakdown, and improve the carrier injection property of the photosensitive layer. I have been. This undercoat layer has the above-mentioned merits, but also has a demerit that charges are easily accumulated because it inhibits the charge transfer between the support and the photosensitive layer. For this reason, the potential fluctuation becomes large during continuous printing, causing image defects. For example, an electrophotographic photosensitive member having the undercoat layer described above is a development process (so-called reversal development system) in which a dark portion potential portion and a bright portion potential portion that are widely used in printers and copiers are used as a non-development portion and a light portion potential development portion. The following problems occur when used for: Sensitivity of light exposure at the time of previous printing slows down due to the rise of the bright part potential at the time of continuous printing, image density fluctuation occurs, and when the entire black image is taken at the time of the next printing, the front printed part will appear white, so-called A ghost phenomenon (negative ghost) may appear prominently. On the other hand, the sensitivity of the area exposed to light at the time of previous printing increases due to the decrease in the bright part potential and residual potential, and when the entire white image is taken during the next printing, the so-called ghost phenomenon (positive ghost phenomenon) where the front printed part appears black. ) May appear prominently.

  Various methods have been proposed for further suppressing potential fluctuations due to an increase in residual potential during continuous printing, a decrease in initial potential, or the like when an electrophotographic photosensitive member provided with such an undercoat layer is used. However, there are many cases where the initial sensitivity is lowered, the charging ability is lowered, and there is a harmful effect, and the requirements are completely satisfied in the endurance use under a specific environment such as a high temperature and high humidity environment or a low temperature and low humidity environment. The current situation is that it cannot be said (see, for example, Patent Documents 1-7).

  Recently, with the progress of high-quality color printing in printers and copiers, the demands on the quality of electrophotographic photoreceptors have increased, and there are no image defects. There is a demand for an electrophotographic photosensitive member that does not cause changes in characteristics such as fluctuations. In such a flow, various methods for dispersing the organic pigment in the undercoat layer have been proposed in order to further improve the properties of the undercoat layer. For example, low residual potential (refer to Patent Document 8), suppression of increase in residual potential during repeated use (refer to Patent Document 9), stable chargeability from the first print rotation process (refer to Patent Document 10), potential during continuous printing This is to suppress fluctuations and ghosts (see Patent Documents 11-13).

However, these proposals use a pigment dispersion. For this reason, the film thickness of the electrophotographic photosensitive member becomes non-uniform due to local solid content fluctuations of the dispersion due to sedimentation of the dispersed pigment particles and increase in particle size due to aggregation of the dispersed pigment particles. There is a potential problem that density unevenness and image defects increase. Such density unevenness and image defects can be fatal defects of the organic photoreceptor in improving the image quality of the printers and copiers described above. In addition, there is a problem that the paint life of the dispersion liquid is shortened due to the sedimentation and aggregation of the dispersed pigment particles, and further stabilization of the dispersion state of the dispersion liquid is required to solve these problems.
Japanese Patent Laid-Open No. 62-269966 JP-A-62-279347 Japanese Patent Publication No. 7-72806 Japanese Patent Publication No. 02-059458 Japanese Patent No. 3010601 JP-A-5-27469 JP 7-175249 A Japanese Patent No. 3384231 Japanese Patent Publication No.7-111586 Japanese Patent No. 3417145 Japanese Patent No. 3774673 JP 2003-316049 A WO2005 / 116777 gazette

The present invention has been made in view of the above problems of the background art. That is, a method of manufacturing a dispersion stability and coating fabric excellent in coating dispersion for the electrophotographic photosensitive member of an organic pigment, and, by using the dispersion liquid, light-area potential at the time of continuous printing, the potential of the residual potential It is an object of the present invention to provide a method for producing an electrophotographic photosensitive member with less fluctuation and image defects .

As a result of intensive studies to solve the above-mentioned problems, the present inventors have focused on a polyamide resin solution used for producing a coating dispersion for an electrophotographic photoreceptor. That is, in the production of coating dispersion for electronic photosensitive member, the volume average particle diameter in the measured value by the dynamic light scattering method (D ₅₀₎ contains 6.00μm or less of the polyamide resin particles or 0.50μm A polyamide resin liquid is used for dispersion with an organic pigment. Thus, the volume average particle diameter (D ₅₀ ) measured by the dynamic light scattering method and the average particle diameter (median diameter) measured by the centrifugal sedimentation method of the coating dispersion for the electrophotographic photosensitive member are extremely reduced. It was found that the dispersion stability could be maintained over a long period of time. In addition, by producing an electrophotographic photosensitive member using the coating dispersion for the electrophotographic photosensitive member , an electrophotographic photosensitive member is provided that has less bright portion potential, residual potential variation, and image defects during continuous printing. The present invention has been completed by finding out what can be done .

  That is, the present invention is as follows.

A method of producing a coating dispersion for an electrophotographic photoreceptor by dispersing the polyamide resin solution and organic pigments containing polyamide resin particles,
The polyamide resin liquid is a polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method. A method for producing a coating dispersion for a photographic photoreceptor.

The method for producing a coating dispersion for an electrophotographic photosensitive member of the present invention contains polyamide resin particles having a volume average particle diameter (D ₅₀ ) measured by a dynamic light scattering method of 0.50 μm or more and 6.00 μm or less. The polyamide resin solution is used for dispersion with the organic pigment. Thus, the volume average particle diameter (D ₅₀ ) in the measured value by the dynamic light scattering method and the average particle diameter (median diameter) in the measured value by the centrifugal sedimentation method of the coating dispersion for the electrophotographic photosensitive member are extremely small. It is possible to achieve a remarkable effect that the dispersion stability can be maintained over a long period of time. In addition, according to the present invention, by producing an electrophotographic photosensitive member using the coating dispersion for the electrophotographic photosensitive member, there are few potential fluctuations in the bright part potential and residual potential and image defects during continuous printing. An electrophotographic photoreceptor can be provided .

  Hereinafter, embodiments of the present invention will be described in detail.

The method for producing a coating dispersion for an electrophotographic photosensitive member of the present invention contains polyamide resin particles having a volume average particle diameter (D ₅₀ ) measured by a dynamic light scattering method of 0.50 μm or more and 6.00 μm or less. it is how to manufacture by dispersing polyamide resin solution and an organic pigment.

Polyamide resin solution containing polyamide resin particles, the volume average particle diameter in the measured value by the dynamic light scattering method (D ₅₀₎ is a polyamide resin solution containing 6.00μm or less of the polyamide resin particles or 0.50μm Is preferred. Further, the volume average particle diameter (D ₅₀ ) as measured by a dynamic light scattering method is more preferably from 1.00 μm to 5.00 μm.

A polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) measured by a dynamic light scattering method of 0.50 μm or more and 6.00 μm or less can be produced by combining the following conditions.

(1) Types of polyamide resin:
The type of polyamide resin is not particularly limited as long as the desired polyamide resin particles can be generated, but the type of polyamide resin is determined in consideration of solubility in a solvent, ease of formation of polyamide resin particles, and availability of materials. It is determined. As the polyamide resin, one kind or a combination of two or more kinds of polyamide resins can be used. The type of polyamide resin preferably includes at least N-alkoxyalkylated nylon, and more preferably includes at least N-alkoxyalkylated nylon having an N-alkoxyalkylation rate of 20% to 40%. Further, it is particularly preferable that N-methoxymethylated nylon having at least an N-methoxymethylation rate of 20% or more and 40% or less is included. N-alkoxyalkylated nylon, which is a type of polyamide resin, has a repetitive unit of the nylon main chain as compared with copolymer nylon in which a plurality of types of nylon are chemically bonded to the main chain. Therefore, it is excellent in crystallinity and easily produces polyamide resin particles. Further, when the N-alkoxyalkylated nylon has a N-alkoxyalkylation rate lower than 20%, the solubility in a solvent may be lowered and the stability of the polyamide resin solution may be impaired. When the N-alkoxyalkylation rate is higher than 40%, the solubility in a solvent increases, and the ease of producing polyamide resin particles may deteriorate.

(2) Storage temperature of polyamide resin liquid:
The storage temperature of the polyamide resin liquid is not particularly limited as long as desired polyamide resin particles can be generated. However, in order to obtain polyamide resin particles efficiently and stably, a polyamide resin solution having a volume average particle size (D ₅₀ ) measured by a dynamic light scattering method of less than 0.50 μm at a temperature of 10 ° C. or lower is cooled. It is desirable to do. In addition, it is more preferable that the polyamide resin liquid having a volume average particle diameter (D ₅₀ ) measured by the dynamic light scattering method of less than 0.50 μm is stored in a sealed state at a temperature of 10 ° C. or less. Furthermore, the polyamide resin liquid containing polyamide resin particles having a volume average particle size (D ₅₀ ) measured by the dynamic light scattering method of 0.50 μm or more and 6.00 μm or less is at a temperature of 20 ° C. or more and 25 ° C. or less. It is desirable to store it in a sealed state.

(3) Solvent of polyamide resin liquid:
The type of solvent is not particularly limited as long as desired polyamide resin particles can be generated, but an alcohol solvent is preferable. Further, the solvent may be combined with one or two or more solvents in consideration of the solubility of the polyamide resin and the ease of producing the polyamide resin particles. The alcohol solvent is preferably an alcohol, and more preferably a linear or branched alcohol having 1 to 6 carbon atoms. Moreover, it is particularly preferable to contain at least one of methanol, ethanol, isopropanol, 1-propanol, 1-butanol, 2-butanol and isobutanol.

(4) Polyamide resin solid content of the polyamide resin liquid:
If desired polyamide resin particles can be generated, the polyamide resin solid content of the polyamide resin liquid is not particularly limited. Considering the stability of the polyamide resin liquid, solid content of the polyamide resin solution is preferably not more than 15 mass% to 1 mass%, more preferably not more than 3 mass% to 10 mass%. If the solid content of the polyamide resin solution is too high, the polyamide resin solution may be gelled. Conversely, if the solid content of the polyamide resin is too low, polyamide resin particles may not be generated.

The preparation of a polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) measured by a dynamic light scattering method of 0.50 μm or more and 6.00 μm or less preferably includes the following steps.

A. A polyamide resin is dissolved in a solvent by heating to prepare a polyamide resin solution;
B. Next, a polyamide resin liquid having a volume average particle diameter (D ₅₀ ) measured by a dynamic light scattering method obtained by filtering the polyamide resin liquid of less than 0.50 μm is prepared;
C. Next, a polyamide resin solution having a volume average particle size (D ₅₀ ) measured by the dynamic light scattering method of less than 0.50 μm is stored in a sealed state at a temperature of 10 ° C. or less, and measured by the dynamic light scattering method. A polyamide resin solution containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less in terms of value;
D. A polyamide resin solution containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method is statically sealed at a temperature of 20 ° C. or more and 25 ° C. or less. Keep it in a safe place.

Coating dispersion for the electrophotographic photosensitive member, a polyamide resin having a volume average particle diameter of at least the value measured by dynamic light scattering method described above (D ₅₀₎ contains 6.00μm or less of the polyamide resin particles or 0.50μm It can be prepared by dispersing the liquid and the organic pigment. Dispersion can be achieved by simultaneously dispersing a solvent, an organic pigment, and a polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method. Good. Further, after dispersing only an organic pigment in a solvent in advance, a polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method May be added and dispersed. As a dispersion method, a known method, for example, a dispersion method using a dispersion apparatus such as a paint shaker, a ball mill, a sand mill, an ultrasonic disperser, or a high-pressure homogenizer can be used.

  As the organic pigment, those known for use in conventional organic electrophotographic photoreceptors such as azo pigments such as monoazo, bisazo, trisazo and tetrakisazo, phthalocyanine pigments such as gallium phthalocyanine and titanyl phthalocyanine, and perylene pigments can be used. . The kind of organic pigment is not particularly limited. Moreover, these organic pigments can be used alone or in combination of two or more.

The mass ratio of the organic pigment and the resin in the polyamide resin liquid contained in the dispersion liquid for coating for an electrophotographic photoreceptor is the liquid stability of the dispersion liquid and the electrophotographic photoreceptor formed using the dispersion liquid. This is determined in consideration of the effect of suppressing the potential fluctuation of the bright portion potential and the residual potential during continuous printing. Preferably, the organic pigment and the resin in the polyamide resin liquid (the organic pigment / resin in the polyamide resin liquid) in the dispersion liquid for coating for an electrophotographic photosensitive member have a mass ratio of 1/1000 or more and 2/1 or less. It is. More preferably contained in the coating dispersion for the electrophotographic photosensitive member, the mass ratio of the resin of the organic pigment and the polyamide resin solution is 1/2 or less 1/100 or more. Included in the coating dispersion for the electrophotographic photosensitive member, when the mass ratio of the resin of the organic pigment and the polyamide resin solution is higher than 2/1, an electrophotographic photosensitive member for dispersibility of the pigment is deteriorated The liquid stability of the coating dispersion may be inferior. Further, if the mass ratio of the organic pigment and the resin in the polyamide resin liquid contained in the coating dispersion for the electrophotographic photosensitive member is lower than 1/1000, the residual potential at the time of continuous printing on the electrophotographic photosensitive member In some cases, the effect of suppressing the potential fluctuation due to the increase in the voltage or the decrease in the initial potential is inferior.

Solids content of the coating dispersion for an electrophotographic photoreceptor stability of coating dispersion for an electrophotographic photoreceptor, is determined in consideration of coatability, preferably 15% or less than 1% by mass% More preferably, it is 3% or more and 10% or less. If the solid content of the coating dispersion for the electrophotographic photosensitive member is higher than 15% , the coating dispersion for the electrophotographic photosensitive member gels or becomes dispersible, and the coating dispersion for the electrophotographic photosensitive member becomes poor. Liquid stability may decrease. Also, uneven coating of the coating dispersion electrophotographic photoreceptor solids using a lower than 1% coating dispersion for an electrophotographic photosensitive member for an electrophotographic photosensitive member, an image density irregularity Ya due film sagging Image defects may occur.

The volume average particle diameter (D ₅₀ ) of the polyamide resin liquid and the coating dispersion for the electrophotographic photoreceptor measured by the dynamic light scattering method was measured using the following equipment. "MICROTRAC PARTILE-SIZE ANALYZER 9340 UPA" (manufactured by Lees & Northrup) based on the dynamic light scattering method. The measurement conditions are as follows. The volume average particle size (D ₅₀ ) of the polyamide resin liquid was measured as it was without diluting the polyamide resin liquid used for dispersion. In addition, the coating dispersion for the electrophotographic photosensitive member was diluted with methanol so that the loading index value was 0.08 or more and 0.12 or less and measured.

(Microtrack UPA measurement conditions)
Calculation and control program version: 4.53E
Mode: FullRange
Transparent Particles: Yes
Physical Particles: No
Particle Refractive Index: 1.51
Particle Density: 1.20g / cc
Fluid: Methanol
Fluid Refractive Index: 1.33
Fluid High Temp: 25.0 ° C Viscosity 0.547 mPa · s
Fluid Low Temp: 20.0 ° C Viscosity 0.597 mPa · s
Run Time: 180sec

In addition, an electrophotographic photoreceptor formed using the coating dispersion for an electrophotographic photoreceptor obtained by the production method of the present invention has at least an undercoat layer and a photosensitive layer laminated on a conductive support. It is formed. Even if the photosensitive layer is a single-layer type photosensitive layer (FIG. 1A) containing the charge transport material and the charge generation material in the same layer, the charge generation layer and the charge transport material containing the charge generation material are used. It may be a laminated type (functionally separated type) photosensitive layer (FIG. 1B) separated into a charge transport layer contained therein. From the viewpoint of electrophotographic characteristics, a laminated photosensitive layer is preferred. 1A and 1B, reference numeral 101 denotes a support, 102 denotes an undercoat layer, 103 denotes a photosensitive layer, 104 denotes a charge generation layer, and 105 denotes a charge transport layer. In the following, an electrophotographic photoreceptor containing a laminated (functionally separated type) photosensitive layer will be described in detail.

  The conductive support only needs to have conductivity, and examples thereof include metals such as aluminum, stainless steel, and nickel, or metals provided with a conductive layer, plastics, paper, and the like. Can be mentioned. In particular, cylindrical aluminum is excellent in terms of mechanical strength, electrophotographic characteristics, and cost. These conductive supports may be used as they are, but those subjected to physical treatment such as cutting and honing, anodizing treatment, or chemical treatment using acid or the like may be used. Among them, by performing physical processing such as cutting or honing, the surface roughness is processed to be 0.1 μm or more and 3.0 μm or less in terms of Rz value, thereby providing an interference fringe prevention function.

  An interference fringe preventing layer (not shown in FIG. 1) may be provided between the conductive support and the undercoat layer. The interference fringe prevention layer is not necessary when the support itself has an interference fringe prevention function, but by using the conductive support as it is and forming an interference fringe prevention layer by coating on it, An interference fringe preventing function can be imparted to the conductive support by a simple method. For this reason, it is very useful in terms of productivity and cost. As a preferable method for forming the interference fringe prevention layer, inorganic particles such as tin oxide, indium oxide, titanium oxide, and barium sulfate are dispersed in a suitable solvent together with a curable resin such as a phenol resin to prepare a coating liquid, and conductive Examples of the method include coating to a conductive support and drying. The thickness of the interference fringe prevention layer is preferably 1 μm or more and 20 μm or less.

  On the support or the interference fringe prevention layer, an undercoat layer is necessary for securing adhesion to the support, protecting the photosensitive layer from electrical breakdown, improving the carrier injection property of the photosensitive layer, and the like.

Undercoat layer is formed by coating a coating dispersion for said electrophotographic photosensitive member comprising an organic pigment and a polyamide resin to the conductive support or preventing interference fringes layer, its thickness is preferably 0 .01 μm or more and 30 μm or less. More preferably, they are 0.1 micrometer or more and 20 micrometers or less. By including the organic pigment in the undercoat layer, it is possible to suppress fluctuations in the bright part potential and the residual potential during continuous printing.

  As the charge generation material, azo pigments such as monoazo, bisazo, trisazo, and tetrakisazo, phthalocyanine pigments such as gallium phthalocyanine and titanyl phthalocyanine, and perylene pigments can be used. A gallium phthalocyanine pigment is preferable from the viewpoint of characteristic stability due to environmental fluctuations. More preferably, from the viewpoints of high sensitivity and optical memory characteristics, strong peaks at Bragg angles 2θ = 7.4 ° ± 0.3 ° and 2θ = 28.2 ° ± 0.3 ° in CuKα characteristic X-ray diffraction A hydroxygallium phthalocyanine crystal having

  The coating solution for the charge generation layer is prepared by the above-described known dispersion method using the above-described charge generation material as a suitable solvent. Suitable solvents include, for example, tetrahydrofuran, cyclohexanone, methyl ethyl ketone, ethyl acetate, methanol, methyl cellosolve, acetone, dioxane and N, N-dimethylformamide. At this time, a polymer substance may be added together as a binder, or the binder may be added after being dispersed in advance only with a pigment and a solvent.

  The binder can be selected from a wide range of insulating resins, and can also be selected from organic photoconductive polymers such as poly-N-vinyl carbazole, polyvinyl anthracene, and polyvinyl porene. Preferable examples include insulating resins such as polyvinyl butyral, polyarylate (such as a condensation polymer of bisphenol A and phthalic acid), polycarbonate, polyester, phenoxy resin, polyvinyl acetate, acrylic resin, and polyacrylamide resin. In addition, insulating resins such as polyamide, polyvinyl pyridine, cellulose resin, urethane resin, epoxy resin, casein, polyvinyl alcohol, and polyvinyl pyrrolidone can be given.

  The charge generation layer is formed by applying a dispersion containing the above substances on the undercoat layer, and the film thickness is preferably 5 μm or less, and particularly preferably 0.05 μm or more and 1 μm or less.

  The charge transport layer is formed by applying and drying a paint in which a charge transport material and a binder are mainly dissolved in a solvent.

  Examples of the charge transport material used include various triarylamine compounds, hydrazone compounds, stilbene compounds, pyrazoline compounds, oxazole compounds, thiazole compounds, triallylmethane compounds, and the like. A binder may be added after preliminarily dispersing and dissolving only with the charge transport material and the solvent. Moreover, what was mentioned above can be used as a binder.

  The thickness of the charge transport layer is preferably 5 μm or more and 40 μm or less, and more preferably 10 μm or more and 30 μm or less.

  When the charge transport layer is a single layer, it can be formed similarly using the above-described substances, and the film thickness is preferably 5 μm or more and 40 μm or less, and particularly preferably 10 μm or more and 30 μm or less.

  In the present invention, a protective layer may be provided on the charge transport layer for the purpose of improving durability, transferability and cleaning properties.

  The protective layer can be formed by applying and drying a protective layer coating solution obtained by dissolving a resin in an organic solvent. Examples of the resin include polyvinyl butyral, polyester, polycarbonate, polyamide, polyimide, polyarylate, and polyurethane. Moreover, a styrene-butadiene copolymer, a styrene-acrylic acid copolymer, a styrene-acrylonitrile copolymer, etc. are mentioned.

  Further, in order to provide the protective layer with the charge transport ability, the protective layer may be formed by curing a monomer material having a charge transport ability or a polymer type charge transport material using various crosslinking reactions. . Examples of the curing reaction include radical polymerization, ionic polymerization, thermal polymerization, photopolymerization, radiation polymerization (electron beam polymerization), plasma CVD, and photo CVD.

  Furthermore, you may include electroconductive particle, a ultraviolet absorber, an abrasion resistance improving agent, etc. in a protective layer. As the conductive particles, for example, metal oxides such as tin oxide particles are preferable. As the wear resistance improver, fluorine resin fine powder, alumina, silica and the like are preferable.

  The thickness of the protective layer is preferably 0.5 μm or more and 20 μm or less, and particularly preferably 1 μm or more and 10 μm or less.

  As a coating method of these various layers, a dipping method, a spray coating method, a spinner coating method, a bead coating method, a blade coating method, a beam coating method, and the like can be used.

  FIG. 2 shows a schematic configuration of an electrophotographic apparatus provided with a process cartridge having the electrophotographic photosensitive member of the present invention.

  In FIG. 2, reference numeral 1 denotes a drum-shaped electrophotographic photosensitive member of the present invention, which is rotationally driven around a shaft 2 at a predetermined peripheral speed (process speed) in the direction of an arrow. In the rotation process, the electrophotographic photosensitive member 1 is uniformly charged at a predetermined positive or negative potential on its peripheral surface by the primary charging unit 3. Next, the exposure light 4 intensity-modulated in response to a time-series electric digital image signal of target image information output from image exposure means (not shown) such as slit exposure or laser beam scanning exposure is received. In this way, electrostatic latent images corresponding to the target image information are sequentially formed on the peripheral surface of the electrophotographic photoreceptor 1.

  The formed electrostatic latent image is then visualized as a transferable particle image (toner image) by regular development or reversal development with charged particles (toner) in the developing means 5. Next, the electrophotographic photosensitive member 1 is transferred to a transfer material 7 which is taken out from a paper feeding unit (not shown) between the electrophotographic photosensitive member 1 and the transfer means 6 in synchronization with the rotation of the electrophotographic photosensitive member 1 and fed. The toner images formed and supported on the surface are sequentially transferred by the transfer means 6. At this time, a bias voltage having a polarity opposite to the charge held in the toner is applied to the transfer means from a bias power source (not shown).

  The transfer material 7 that has received the transfer of the toner image is separated from the surface of the electrophotographic photosensitive member, conveyed to the image fixing means 8, and subjected to a toner image fixing process to be printed out of the apparatus as an image formed product (print, copy). Be out.

  The surface of the electrophotographic photosensitive member 1 after the transfer of the toner image is cleaned by removing the deposits such as residual toner by the cleaning means 9. In recent years, a cleanerless system has been studied, and the transfer residual toner can be directly collected by a developing device or the like. Further, after being subjected to charge removal processing by pre-exposure light 10 from pre-exposure means (not shown), it is repeatedly used for image formation. When the primary charging unit 3 is a contact charging unit using a charging roller or the like, pre-exposure is not always necessary.

  In the present invention, among the above-described components such as the electrophotographic photosensitive member 1, the primary charging unit 3, the developing unit 5 and the cleaning unit 9, a plurality of components are housed in a container and integrally combined as a process cartridge. May be. In addition, the process cartridge may be configured to be detachable from an electrophotographic apparatus main body such as a copying machine or a laser beam printer. For example, at least one of the primary charging unit 3, the developing unit 5, and the cleaning unit 9 is integrally supported together with the electrophotographic photosensitive member 1 to form a cartridge, and is attached to and detached from the apparatus main body using the guide unit 12 such as a rail of the apparatus main body. A flexible process cartridge 11 can be obtained.

  When the electrophotographic apparatus is a copying machine or a printer, the original is read and signaled by reflected light or transmitted light from the original or a sensor. The exposure light 4 is light irradiated by scanning of a laser beam performed according to this signal, driving of an LED array, driving of a liquid crystal shutter array, or the like.

The electrophotographic photosensitive member obtained by using the coating dispersion for the electrophotographic photosensitive member of the present invention is used in an electrophotographic copying machine. In addition, it can be widely applied to electrophotographic application fields such as laser beam printers, CRT printers, LED printers, FAX, liquid crystal printers, and laser plate making.

  Hereinafter, the present invention will be described in more detail with reference to specific examples. However, embodiments of the present invention are not limited to these. In the examples, “%” and “part” mean “% by mass” and “part by mass”, respectively.

  The viscosity of the polyamide resin solution was measured under the following conditions using a single cylindrical rotational viscometer bismetholone rotational viscometer VS-A1 type (manufactured by Shibaura System Co., Ltd.).

(Bismometron rotational viscometer measurement conditions)
Measurement temperature 25 ℃
Rotor Low viscosity rotation speed 6rpm
Measurement timer 30 seconds

The volume average particle diameter (D ₅₀ ) in the measured value by the dynamic light scattering method of the polyamide resin liquid and the coating dispersion liquid for the electrophotographic photosensitive member is measured using the following equipment. "MICROTRAC PARTILE-SIZE ANALYZER 9340 UPA" (manufactured by Lees & Northrup) based on the dynamic light scattering method. The measurement conditions are as follows. The volume average particle size (D ₅₀ ) of the polyamide resin liquid was measured as it was without diluting the polyamide resin liquid used for dispersion. In addition, the coating dispersion for the electrophotographic photosensitive member was diluted with methanol so that the loading index value was 0.08 or more and 0.12 or less and measured.

(Microtrack UPA measurement conditions)
Calculation and control program version: 4.53E
Mode: FullRange
Transparent Particles: Yes
Physical Particles: No
Particle Refractive Index: 1.51
Particle Density: 1.20g / cc
Fluid: Methanol
Fluid Refractive Index: 1.33
Fluid High Temp: 25.0 ° C Viscosity 0.547 mPa · s
Fluid Low Temp: 20.0 ° C Viscosity 0.597 mPa · s
Run Time: 180sec

Moreover, the average particle diameter (median diameter) of the coating dispersion for an electrophotographic photosensitive member was measured using a centrifugal sedimentation type particle size distribution measuring apparatus CAPA-700 (manufactured by Horiba Seisakusho) under the following conditions.

(CAPA-700 measurement conditions)
Solvent Ethanol DISP. VISC. 1.20 mPa · s
DISP. DENS. 0.79g / cc
SAMP. DENS. 1.20g / cc
D (MAX) 1.00μm
D (MIN) 0.10 μm
D (DIV) 0.05 μm
SPEED 7000rpm

First, polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method necessary for producing a coating dispersion for an electrophotographic photoreceptor of the present invention. A method for preparing a polyamide resin solution containing selenium will be described.

<Preparation Example 1>
Nylon 6-66-610-12 quaternary nylon copolymer resin (trade name: CM8000, manufactured by Toray Industries, Inc.) 4.3 parts N-methoxymethylated 6 nylon resin (trade name: Toresin EF-30T, Nagase ChemteX Corporation) 12.9 parts Methanol 180 parts Butanol 90 parts In the above structure, nylon 6-66-610-12 quaternary nylon copolymer resin and N in a mixed solvent of methanol and butanol -Methoxymethylated 6 nylon resin was heated and dissolved at 50 ° C. Next, the solution filtered through a membrane filter (FP-022, pore size 0.22 μm, manufactured by Sumitomo Electric Industries, Ltd.) was stored in an airtight container at 0 ° C. for 3 days to prepare a polyamide resin liquid 1-1A. .

The volume average particle diameter (D ₅₀ ) of the polyamide resin liquid 1-1A was measured using the Microtrac UPA particle size distribution measuring instrument described above, and the viscosity was measured using the bismetholone rotational viscometer described above.

  It was evaluated whether 5 ml of the polyamide resin solution 1-1A could be filtered using a disk filter having a pore size of 0.45 μ (Maishori disk H-25-5, manufactured by Tosoh Corporation). The evaluation results are “possible” when 5 ml of the polyamide resin liquid 1-1A can be filtered by the disk filter, and “impossible” when 5 ml of the polyamide resin liquid 1-1A cannot be filtered by the disk filter. did. Moreover, the liquid color of the said polyamide resin liquid 1-1A was confirmed visually. The evaluation results show that the liquid color of the polyamide resin liquid is clear and transparent, the liquid color of the polyamide resin liquid is slightly white, and the liquid color of the polyamide resin liquid is cloudy. The one that was present was defined as “white”. The results are shown in Table 1.

<Preparation Example 2>
A polyamide resin solution 1-2A was prepared in the same manner as in Preparation Example 1, except that the storage environment was changed from 0 ° C., 3 days to 0 ° C., and 7 days in Preparation Example 1, and the same as in Preparation Example 1 Measurement and evaluation were performed. The results are shown in Table 1.

<Preparation Example 3>
A polyamide resin solution 1-3A was prepared in the same manner as in Preparation Example 1, except that the storage environment was changed from 0 ° C., 3 days to 5 ° C., and 4 days in Preparation Example 1, and the same as in Preparation Example 1 Measurement and evaluation were performed. The results are shown in Table 1.

<Preparation Example 4>
A polyamide resin solution 1-4A was prepared in the same manner as in Preparation Example 1 except that the storage environment was changed to 0 ° C., 3 days to 5 ° C., and 6 days in Preparation Example 1. Measurement and evaluation were performed. The results are shown in Table 1.

<Preparation Example 5>
A polyamide resin solution 1-5A was prepared in the same manner as in Preparation Example 1, except that the storage environment was changed from 0 ° C., 3 days to 5 ° C., and 11 days in Preparation Example 1. Measurement and evaluation were performed. The results are shown in Table 1.

<Preparation Example 6>
Nylon 6-66-610-12 quaternary nylon copolymer resin (trade name: CM8000, manufactured by Toray Industries, Inc.) 0.7 part N-methoxymethylated 6 nylon resin (trade name: Toresin EF-30T, Nagase ChemteX Corporation) Manufactured, methoxymethylation rate: 32.45%) 2.0 parts methanol 30 parts butanol 240 parts Nylon 6-66-610-12 quaternary nylon copolymer resin and N in a mixed solvent of methanol and butanol -Methoxymethylated 6 nylon resin was heated and dissolved at 50 ° C. Next, the solution filtered with a membrane filter (FP-022, pore size 0.22 μm, manufactured by Sumitomo Electric Industries, Ltd.) was stored still in an airtight container at 0 ° C. for 15 days to prepare a polyamide resin solution 1-6A. . Measurement and evaluation were performed in the same manner as in Preparation Example 1. The results are shown in Table 1.

<Preparation Example 7>
Nylon 6-66-610-12 quaternary nylon copolymer resin (trade name: CM8000, manufactured by Toray Industries, Inc.) 2.1 parts N-methoxymethylated 6 nylon resin (trade name: Toresin EF-30T, Nagase ChemteX Corporation) Manufactured, methoxymethylation rate: 36.04%) 6.3 parts methanol 90 parts butanol 180 parts Nylon 6-66-610-12 quaternary nylon copolymer resin and N in a mixed solvent of methanol and butanol -Methoxymethylated 6 nylon resin was heated and dissolved at 50 ° C. Next, the solution filtered with a membrane filter (FP-022, pore size 0.22 μm, manufactured by Sumitomo Electric Industries, Ltd.) was stored in an airtight container at 0 ° C. for 7 days to prepare a polyamide resin solution 1-7A. . Measurement and evaluation were performed in the same manner as in Preparation Example 1. The results are shown in Table 1.

<Preparation Example 8>
Nylon 6-66-610-12 quaternary nylon copolymer resin (trade name: CM8000, manufactured by Toray Industries, Inc.) 6.7 parts N-methoxymethylated 6 nylon resin (trade name: Toresin EF-30T, Nagase ChemteX Corporation) (Made by methoxymethylation: 37.20%) 20.0 parts Methanol 216 parts Butanol 54 parts In the above structure, nylon 6-66-610-12 quaternary nylon copolymer resin and N in a mixed solvent of methanol and butanol -Methoxymethylated 6 nylon resin was heated and dissolved at 50 ° C. Subsequently, the membrane filter (FP-022, pore size 0.22 μm, manufactured by Sumitomo Electric Industries, Ltd.) was filtered and stored in an airtight container in an environment of 5 ° C. for 7 days to prepare a polyamide resin solution 1-8A. Measurement and evaluation were performed in the same manner as in Preparation Example 1. The results are shown in Table 1.

<Preparation Example 9>
Nylon 6-66-610-12 quaternary nylon copolymer resin (trade name: CM8000, manufactured by Toray Industries, Inc.) 11.9 parts N-methoxymethylated 6 nylon resin (trade name: Toresin EF-30T, Nagase ChemteX Corporation) (Made by methoxymethylation: 37.97%) 35.7 parts Methanol 270 parts In the above constitution, nylon 6-66-610-12 quaternary nylon copolymer resin and N-methoxymethylated 6 nylon resin are added to methanol. It melted by heating at 50 ° C. Subsequently, the solution filtered with a membrane filter (FP-022, pore size 0.22 μm, manufactured by Sumitomo Electric Industries, Ltd.) was stored in an airtight container at 5 ° C. for 5 days to prepare a polyamide resin solution 1-9A. . Measurement and evaluation were performed in the same manner as in Preparation Example 1. The results are shown in Table 1.

<Preparation Example 10>
A polyamide resin solution 2-1A was prepared in the same manner as in Preparation Example 1 except that the storage environment was changed from 0 ° C., 3 days to 25 ° C., and 1 day in Preparation Example 1, and the same as in Preparation Example 1 Measurement and evaluation were performed. The results are shown in Table 1.

<Preparation Example 11>
A polyamide resin solution 2-2A was prepared in the same manner as in Preparation Example 1, except that the storage environment was changed from 0 ° C. to 3 ° C. to 30 ° C. for 30 days in Preparation Example 1, and the same as in Preparation Example 1 Measurement and evaluation were performed. The results are shown in Table 1.

<Preparation Example 12>
A polyamide resin solution 2-3A was prepared in the same manner as in Preparation Example 7 except that the storage environment was changed from 0 ° C, 7 days to 25 ° C, 30 days in Preparation Example 7, and the same as in Preparation Example 1 Measurement and evaluation were performed. The results are shown in Table 1.

<Preparation Example 13>
A polyamide resin solution 2-4A was prepared in the same manner as in Preparation Example 8 except that the storage environment was changed from 5 ° C., 7 days to 25 ° C., 30 days in Preparation Example 8, and the same as in Preparation Example 1 Measurement and evaluation were performed. The results are shown in Table 1.

<Preparation Example 14>
Nylon 6-66-610-12 quaternary nylon copolymer resin (trade name: CM8000, manufactured by Toray Industries, Inc.) 4.3 parts N-methoxymethylated 6 nylon resin (trade name: Toresin EF-30T, Nagase ChemteX Corporation) 12.9 parts Methanol 180 parts Toluene 90 parts In the above structure, nylon 6-66-610-12 quaternary nylon copolymer resin and N in a mixed solvent of methanol and toluene. -Methoxymethylated 6 nylon resin was heated and dissolved at 50 ° C. Next, the solution filtered with a membrane filter (FP-022, pore size 0.22 μm, manufactured by Sumitomo Electric Industries, Ltd.) was stored in an airtight container at 0 ° C. for 7 days to prepare a polyamide resin solution 2-5A. . Measurement and evaluation were performed in the same manner as in Preparation Example 1. The results are shown in Table 1.

As is apparent from Table 1, the polyamide resin liquids of Preparation Examples 1 to 9 have a Microtrac UPA volume average particle size (D ₅₀ ) of 0.57 μm or more, and the polyamide resin liquids of Preparation Examples 10 to 14 are Microtrac. The volume average particle diameter (D ₅₀ ) of UPA was 0.01 μm.

The polyamide resin liquids of Preparation Examples 10 to 14 were (1) the volume average particle diameter (D ₅₀ ) of Microtrac UPA was 0 and the volume average particle diameter (D ₅₀ ) of Microtrac UPA consisting of methanol and butanol alone. It is equivalent to 0.01 μm. (2) Disc filter filtration is possible. Therefore, the volume average particle diameter in the measured value by the dynamic light scattering method (D ₅₀₎ is a polyamide resin solution is less than 0.50 .mu.m.

In addition, the polyamide resin liquids of Preparation Examples 1 to 9 are (1) the volume average particle diameter (D ₅₀ ) of Microtrac UPA is the volume of Microtrac UPA of the Polyamide resin liquids of Preparation Examples 10 to 14 and methanol and butanol solvent alone. It is a value larger than the average particle diameter (D ₅₀ ). (2) Disc filter filtration is impossible. From this, it is a polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) measured by a dynamic light scattering method of 0.50 μm or more and 6.00 μm or less.

Next, preparation of a coating dispersion for an electrophotographic photoreceptor using the polyamide resin solution prepared above will be described.

<Example 1>
The polyamide resin liquid 1-1A 4.6 parts φ1.0 glass beads 11 parts Bisazo pigment represented by the following formula (1) 0.028 parts

In the above configuration, dispersed for 4 hours using a paint shaker, the mass ratio of the bisazo pigment and polyamide resin to obtain a coating dispersion 1-1B for the electrophotographic photosensitive member 1/10.

Using a Microtrac UPA particle size distribution analyzer, the volume average particle size (D ₅₀ ) of the coating dispersion 1-1B for the electrophotographic photosensitive member was measured. Moreover, the average particle diameter (median diameter) of the coating dispersion liquid 1-1B for the electrophotographic photosensitive member was measured using a centrifugal sedimentation type particle size distribution analyzer CAPA-700 (manufactured by Horiba Seisakusho).

After preparing the coating dispersion 1-1B for the electrophotographic photosensitive member, put the amount so that the liquid surface height is 50 mm into a stoppered measuring cylinder (capacity 10 ml), and then left to stand for one month and then to stand for three months. The liquid stability of the coating dispersion 1-1B for the electrophotographic photosensitive member was visually evaluated. The evaluation results were defined as “no settling” when no separation of the bisazo pigment was observed, and “slightly settled” when separation of the bisazo pigment and the polyamide resin liquid was observed at a position about 1 mm from the liquid level. Moreover, what completely separated the bisazo pigment and the polyamide resin liquid at a position lower than 10 mm from the liquid surface height was regarded as “completely settled”. The results are shown in Table 2.

<Example 2>
In Example 1, wherein the polyamide resin liquid 1-1A except that instead of the polyamide resin solution 1-2A, the coating dispersion 1-2B for the electrophotographic photoreceptor using the same method as in Example 1 Prepared and measured and evaluated in the same manner as in Example 1. The results are shown in Table 2.

<Example 3>
In Example 1, wherein the polyamide resin liquid 1-1A except that instead of the polyamide resin solution 1-3A, the coating dispersion 1-3B for the electrophotographic photoreceptor using the same method as in Example 1 Prepared and measured and evaluated in the same manner as in Example 1. The results are shown in Table 2.

<Example 4>
In Example 1, wherein the polyamide resin liquid 1-1A except that instead of the polyamide resin solution 1-4A, the coating dispersion 1-4B for the electrophotographic photoreceptor using the same method as in Example 1 Prepared and measured and evaluated in the same manner as in Example 1. The results are shown in Table 2.

<Example 5>
In Example 1, wherein the polyamide resin liquid 1-1A except that instead of the polyamide resin solution 1-5a, the coating dispersion 1-5B for the electrophotographic photoreceptor using the same method as in Example 1 Prepared and measured and evaluated in the same manner as in Example 1. The results are shown in Table 2.

<Example 6>
The polyamide resin liquid 1-6A 4.6 parts φ1.0 glass beads 11 parts The bisazo pigment represented by the formula (1) 0.0046 parts In the above configuration, dispersed for 4 hours using a paint shaker, the bisazo pigment and the polyamide resin mass ratio to obtain a coating dispersion 1-6B for the electrophotographic photosensitive member 1/10. Measurement and evaluation were performed in the same manner as in Example 1. The results are shown in Table 2.

<Example 7>
The polyamide resin liquid 1-7A 4.6 parts φ1.0 glass beads 11 parts The bisazo pigment represented by the formula (1) 0.014 parts In the above configuration, dispersed for 4 hours using a paint shaker, the bisazo pigment and the polyamide resin mass ratio to obtain a coating dispersion 1-7B for the electrophotographic photosensitive member 1/10. Measurement and evaluation were performed in the same manner as in Example 1. The results are shown in Table 2.

<Example 8>
The polyamide resin liquid 1-8A 4.6 parts φ1.0 glass beads 11 parts The bisazo pigment represented by the formula (1) 0.041 parts In the above configuration, dispersed for 4 hours using a paint shaker, the bisazo pigment and the polyamide resin mass ratio to obtain a coating dispersion 1-8B for the electrophotographic photosensitive member 1/10. Measurement and evaluation were performed in the same manner as in Example 1. The results are shown in Table 2.

<Example 9>
The polyamide resin liquid 1-9A 4.6 parts φ1.0 glass beads 11 parts The bisazo pigment represented by the formula (1) 0.069 parts In the above configuration, dispersed for 4 hours using a paint shaker, the bisazo pigment and the polyamide resin mass ratio to obtain a coating dispersion 1-9B for the electrophotographic photosensitive member 1/10. Measurement and evaluation were performed in the same manner as in Example 1. The results are shown in Table 2.

<Example 10>
Using an 800 ml scale batch type vertical sand mill apparatus, 210 parts of a polyamide resin solution 1-2A and 40 parts of glass beads having a diameter of 1 mm were put into a vessel, and then 1.3 parts of a bisazo pigment represented by the above formula (1) and a diameter of 466 parts of 1 mm glass beads were added. Then dispersed for 4 hours at the disk rotation speed 1400 rpm, the weight ratio of the bisazo pigment and polyamide resin to obtain a coating dispersion 1-10B for electrophotographic photosensitive member 1/10. The liquid temperature at the time of dispersion was 25 ° C. Measurement and evaluation were performed in the same manner as in Example 1. The results are shown in Table 2.

<Comparative example 1>
In Example 1, wherein the polyamide resin liquid 1-1A except that instead of the polyamide resin solution 2-1A, the coating dispersion 2-1B for the electrophotographic photoreceptor using the same method as in Example 1 Prepared and measured and evaluated in the same manner as in Example 1. The evaluation results are shown in Table 2.

<Comparative example 2>
In Example 1, wherein the polyamide resin liquid 1-1A except that instead of the polyamide resin solution 2-2A, the coating dispersion 2-2B for the electrophotographic photoreceptor using the same method as in Example 1 Prepared and measured and evaluated in the same manner as in Example 1. The evaluation results are shown in Table 2.

<Comparative Example 3>
In Example 7, except for changing from the polyamide resin solution 1-7A in the polyamide resin solution 2-3A is a coating dispersion 2-3B for the electrophotographic photosensitive member using the same method as in Example 7 Prepared and measured and evaluated in the same manner as in Example 1. The evaluation results are shown in Table 2.

<Comparative example 4>
In Example 8, except for changing from the polyamide resin solution 1-8A in the polyamide resin solution 2-4A is a coating dispersion 2-4B for the electrophotographic photosensitive member using the same method as in Example 8 Prepared and measured and evaluated in the same manner as in Example 1. The evaluation results are shown in Table 2.

<Comparative Example 5>
In Example 1, wherein the polyamide resin liquid 1-1A except that instead of the polyamide resin solution 2-5A, the coating dispersion 2-5B for the electrophotographic photoreceptor using the same method as in Example 1 Prepared and measured and evaluated in the same manner as in Example 1. The evaluation results are shown in Table 2.

<Comparative Example 6>
In Example 10, except for changing from the polyamide resin solution 1-2A in the polyamide resin solution 2-2A is a coating dispersion 2-6B for the electrophotographic photosensitive member using the same method as in Example 10 Prepared and measured and evaluated in the same manner as in Example 1. The evaluation results are shown in Table 2.

From Table 2, the following is clear. Examples 1 to 10 are a polyamide resin solution containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method, and the above formula (1) . The bisazo pigment shown is dispersed. Therefore, compared with Comparative Examples 1-6, the average particle diameter (median diameter) of Microtrac volume average particle diameter (D ₅₀₎ of the UPA and CAPA-700 of coating dispersion for the electrophotographic photosensitive member is extremely small. Moreover, almost no sedimentation is observed even in the liquid state after standing for 1 month and after standing for 3 months. Therefore, a polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method, and a bisazo compound represented by the above formula (1) It can be seen that Examples 1 to 10 in which the pigment is dispersed have very high liquid stability.

Using polyamide resin solution prepared in above, describes the preparation of bisazo pigment and coating dispersion of the mass ratio of the polyamide resin for the electrophotographic photoreceptor swung from 2/1 in the range of 1/1000.

<Example 11>
Polyamide resin liquid 1-2A 4.6 parts φ1.0 glass beads 11 parts 0.55 parts of bisazo pigment represented by the above formula (1) In the above configuration, dispersed for 4 hours using a paint shaker. mass ratio to obtain a coating dispersion 3-1B for the electrophotographic photosensitive member is 2/1.

Using a Microtrac UPA particle size distribution measuring device, the volume average particle size (D ₅₀ ) of the coating dispersion 3-1B for the electrophotographic photosensitive member was measured. Moreover, the average particle diameter (median diameter) of the coating dispersion liquid 3-1B for the electrophotographic photosensitive member was measured using a centrifugal sedimentation type particle size distribution analyzer CAPA-700 (manufactured by Horiba Seisakusho).

After preparing the coating dispersion 3-1B for the electrophotographic photosensitive member, put the amount so that the liquid surface height is 50 mm into a stoppered measuring cylinder (capacity 10 ml), and then left to stand for one month and then to stand for three months. The liquid stability of the coating dispersion for the electrophotographic photosensitive member was visually evaluated. The evaluation results were “no sedimentation” when no separation of the bisazo pigment was observed, and “slightly settled” when separation of the bisazo pigment and the polyamide resin liquid was observed at a position about 1 mm from the liquid level. . In addition, separation of the bisazo pigment and the polyamide resin liquid is recognized as “slightly settled” at a position about 3 mm from the liquid level, and separation of the bisazo pigment and the polyamide resin liquid is recognized at a position lower than 10 mm from the liquid level. The result was “completely settled”. The results are shown in Table 3.

<Example 12>
In Example 11, it was changed to a bisazo pigment 0.28 parts represented by the formula (1) from the formula (1) bisazo pigment 0.55 parts represented by. Otherwise, the mass ratio of the bisazo pigment and polyamide resin to prepare a coating dispersion 3-2B for the electrophotographic photosensitive member 1/1 using the same method as in Example 11 Same as Example 11 Measurement and evaluation were performed. The results are shown in Table 3.

<Example 13>
In Example 11, it was changed to a bisazo pigment 0.14 parts represented by the formula (1) from the formula (1) bisazo pigment 0.55 parts represented by. Otherwise, the mass ratio of the bisazo pigment and polyamide resin to prepare a coating dispersion 3-3B for the electrophotographic photosensitive member 1/2 using the same method as in Example 11 Same as Example 11 Measurement and evaluation were performed. The results are shown in Table 3.

<Example 14>
In Example 11, it was changed to a bisazo pigment 0.055 parts represented by the formula (1) from the formula (1) bisazo pigment 0.55 parts represented by. Otherwise, the mass ratio of the bisazo pigment and polyamide resin to prepare a coating dispersion 3-4B for the electrophotographic photosensitive member 1/5 using the same method as in Example 11 Same as Example 11 Measurement and evaluation were performed. The results are shown in Table 3.

<Example 15>
In Example 11, it was changed to a bisazo pigment 0.0055 parts represented by the formula (1) from the formula (1) bisazo pigment 0.55 parts represented by. Otherwise, the mass ratio of the pigment and the polyamide resin to prepare a coating dispersion 3-5B for the electrophotographic photosensitive member 1/50 using the same method as in Example 11, in the same manner as in Example 11 Measurement and evaluation were performed. The results are shown in Table 3.

<Example 16>
In Example 11, it was changed to a bisazo pigment 0.0028 parts represented by the formula (1) from the formula (1) bisazo pigment 0.55 parts represented by. Otherwise, the mass ratio of the bisazo pigment and polyamide resin coating dispersion 3-6B was prepared for the electrophotographic photosensitive member 1/100 using the same method as in Example 11, in the same manner as in Example 11 Measurement and evaluation were performed. The results are shown in Table 3.

<Example 17>
In Example 11, it was changed to a bisazo pigment 0.00028 parts represented by the formula (1) from the formula (1) bisazo pigment 0.55 parts represented by. Otherwise, the mass ratio of the bisazo pigment and polyamide resin coating dispersion 3-7B was prepared for the electrophotographic photosensitive member 1/1000 using the same method as in Example 11, in the same manner as in Example 11 Measurement and evaluation were performed. The results are shown in Table 3.

<Comparative Example 7>
In Example 11, represented by the polyamide resin solution 1-2A 4.6 parts of Formula polyamide resin solution 2-2A 4.6 parts of a bisazo pigment 0.55 parts represented by (1), the formula (1) It replaced with 0.00028 part of bisazo pigments. Otherwise, the mass ratio of the bisazo pigment and polyamide resin coating dispersion 4-1B was prepared for the electrophotographic photosensitive member 1/1000 using the same method as in Example 11, in the same manner as in Example 11 Measurement and evaluation were performed. The evaluation results are shown in Table 3.

Table 3 is a case where the dispersion by changing the mass ratio of the bisazo pigment and polyamide resin in the coating dispersion for the electrophotographic photosensitive member in the range of 1/1000 or more 2/1 or less. Examples 11 to 17 are a polyamide resin solution containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method, and the above formula (1) . The bisazo pigment shown is dispersed. For this reason, the volume average particle diameter (D ₅₀ ) of Microtrac UPA and the average particle diameter (median diameter) of CAPA-700 in the dispersion for coating for an electrophotographic photoreceptor are extremely small as compared with Comparative Example 7. Moreover, almost no sedimentation is observed even in the liquid state after standing for 1 month and after standing for 3 months. From this, it can be seen that Examples 11 to 17 have very high liquid stability. In particular, in Examples 13 to 17, no precipitation of the bisazo pigment was observed even after standing for 3 months.

The preparation of a coating dispersion for an electrophotographic photoreceptor using the polyamide resin solution prepared above and changing the type of organic pigment will be described.

<Example 18>
Polyamide resin liquid 1-2A 4.6 parts φ1.0 glass beads 11 parts Bisazo pigment represented by the following formula (2) 0.028 parts

In the above configuration, after 4 hours dispersed using a paint shaker, 1.0 parts of methanol and 0.5 parts of butanol was added, a coating for an electrophotographic photoreceptor is 1/10 mass ratio of the bisazo pigment and a polyamide resin Dispersion 5-1B was obtained.

Using a Microtrac UPA particle size distribution measuring device, the volume average particle size (D ₅₀ ) of the coating dispersion 5-1B for an electrophotographic photosensitive member was measured. Moreover, the average particle diameter (median diameter) of the coating dispersion liquid 5-1B for an electrophotographic photosensitive member was measured using a centrifugal sedimentation type particle size distribution analyzer CAPA-700 (manufactured by Horiba Seisakusho).

After preparing the coating dispersion 5-1B for the electrophotographic photosensitive member, put the amount so that the liquid surface height is 50 mm into a stoppered measuring cylinder (capacity 10 ml), and then left to stand for one month and then to stand for three months. The liquid stability of the coating dispersion for the electrophotographic photosensitive member was visually evaluated. The evaluation results were “no sedimentation” when no separation of the bisazo pigment was observed, and “slightly settled” when separation of the bisazo pigment and the polyamide resin liquid was observed at a position about 1 mm from the liquid level. . In addition, separation of the bisazo pigment and the polyamide resin liquid is recognized as “slightly settled” at a position about 3 mm from the liquid level, and separation of the bisazo pigment and the polyamide resin liquid is recognized at a position lower than 10 mm from the liquid level. The result was “completely settled”. The results are shown in Table 4.

<Example 19>
In Example 18, but replacing the bisazo pigment represented the bisazo pigment in the formula (2) in bisazo pigment represented by the following formula (3) is an electrophotographic photosensitive member for using the same method as in Example 18 A dispersion liquid for coating 5-2B was prepared and measured and evaluated in the same manner as in Example 18. The results are shown in Table 4.

<Example 20>
In Example 18, except that instead of the bisazo pigment represented a bisazo pigment by the following formula (4), a coating dispersion 5-3B for the electrophotographic photosensitive member was prepared using the same method as in Example 18 Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Example 21>
Polyamide resin liquid 1-2A 4.6 parts φ1.0 glass beads 11 parts Bisazo pigment represented by formula (4) 0.0028 parts In the above configuration, after dispersing for 4 hours using a paint shaker, 0.6 parts of methanol , 0.3 parts butanol was added, the mass ratio of the bisazo pigment and polyamide resin to obtain a coating dispersion 5-4B for the electrophotographic photosensitive member 1/100. Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Example 22>
In Example 21, it was replaced with the formula bisazo pigment 0.0028 parts represented by (4) in the bisazo pigment 0.00028 parts represented by the formula (4). Otherwise, the mass ratio of the bisazo pigment and polyamide resin to prepare a coating dispersion 5-5B for the electrophotographic photosensitive member 1/1000 using the same method as in Example 21 Same as Example 18 Measurement and evaluation were performed. The results are shown in Table 4.

<Example 23>
In Example 18, but replacing the bisazo pigment represented the bisazo pigment in the formula (2) in bisazo pigment represented by the following formula (5) is an electrophotographic photosensitive member for using the same method as in Example 18 A dispersion 5-6B for coating was prepared and measured and evaluated in the same manner as in Example 18. The results are shown in Table 4.

<Example 24>
In Example 18, but replacing the bisazo pigment represented the bisazo pigment in the formula (2) in bisazo pigment represented by the following formula (6) is an electrophotographic photosensitive member for using the same method as in Example 18 A dispersion 5-7B for coating was prepared and measured and evaluated in the same manner as in Example 18. The results are shown in Table 4.

<Example 25>
In Example 18, it was replaced by bisazo pigment represented by the formula (2) The following phthalocyanine crystal. Gallium phthalocyanine crystal having a strong peak at the positions of flag angles 2θ = 7.4 ° ± 0.3 ° and 2θ = 28.2 ° ± 0.3 ° in CuKα characteristic X-ray diffraction represented by the following formula (7) (Those described in Japanese Patent No. 3639691). Other than that, using the same method as in Example 18, a dispersion liquid for coating 5-8B for an electrophotographic photosensitive member was prepared and measured and evaluated in the same manner as in Example 18. The results are shown in Table 4.

<Example 26>
φ1.0 glass beads 11 parts methanol 2.8 parts butanol 1.4 parts
Formula (4) bisazo pigment 0.10 parts The composed represented by, and dispersed for 20 hours using a paint shaker, and further dispersed for 2 hours by adding polyamide resin solution 1-2A 16.7 parts. Next, 0.7 parts of methanol, 0.3 parts of butanol was added, the mass ratio of the bisazo pigment and polyamide resin to prepare a coating dispersion 5-9B for the electrophotographic photosensitive member 1/10, Example Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Example 27>
Polyamide resin liquid 1-6A 4.6 parts φ1.0 glass beads 11 parts bisazo pigment represented by formula (4) 0.0046 parts In the above configuration, dispersed for 4 hours using a paint shaker, mass ratio to obtain a coating dispersion 5-10B for electrophotographic photosensitive member 1/10. Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Example 28>
Polyamide resin liquid 1-7A 4.6 parts φ1.0 glass beads 11 parts 0.014 parts of bisazo pigment represented by the above formula (4) In the above configuration, dispersed for 4 hours using a paint shaker. mass ratio to obtain a coating dispersion 5-11B for electrophotographic photosensitive member 1/10. Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Comparative Example 8>
In Example 18, except for changing the polyamide resin solution 1-2A polyamide resin liquid 2-2A is a coating dispersion 6-1B for the electrophotographic photosensitive member was prepared using the same method as in Example 18 Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Comparative Example 9>
In Example 20, except for changing the polyamide resin solution 1-2A polyamide resin liquid 2-2A is a coating dispersion 6-2B for the electrophotographic photosensitive member was prepared using the same method as in Example 20 Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Comparative Example 10>
In Example 21, except for changing the polyamide resin solution 1-2A polyamide resin liquid 2-2A is a coating dispersion 6-3B for the electrophotographic photosensitive member was prepared using the same method as in Example 21 Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Comparative Example 11>
In Example 22, except for changing the polyamide resin solution 1-2A polyamide resin liquid 2-2A is a coating dispersion 6-4B for the electrophotographic photosensitive member was prepared using the same method as in Example 22 Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Comparative example 12>
In Example 24, except for changing the polyamide resin solution 1-2A polyamide resin liquid 2-2A is a coating dispersion 6-5B for the electrophotographic photosensitive member was prepared using the same method as in Example 24 Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Comparative Example 13>
In Example 25, except for changing the polyamide resin solution 1-2A polyamide resin liquid 2-2A is a coating dispersion 6-6B for the electrophotographic photosensitive member was prepared using the same method as in Example 25 Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

<Comparative example 14>
In Example 26, except for changing the polyamide resin solution 1-2A polyamide resin liquid 2-2A is a coating dispersion 6-7B for the electrophotographic photosensitive member was prepared using the same method as in Example 26 Measurement and evaluation were performed in the same manner as in Example 18. The results are shown in Table 4.

In Table 4, the type of organic pigment is changed. In Examples 18 to 28, a polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) measured by a dynamic light scattering method of 0.50 μm to 6.00 μm and an organic pigment are dispersed. Yes. Thus the average particle size (median diameter) of Microtrac volume average particle diameter (D ₅₀₎ of the UPA and CAPA-700 of coating dispersion for the electrophotographic photosensitive member is very small compared with Comparative Examples 8 to 14. Moreover, almost no sedimentation is observed even in the liquid state after standing for 1 month and after standing for 3 months. Therefore, an example in which a polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method is dispersed with an organic pigment. It can be seen that 18 to 28 have very high liquid stability.

Next, an electrophotographic photosensitive member was prepared using the coating dispersion for an electrophotographic photosensitive member obtained above.

<Example 29>
50 parts of titanium oxide powder coated with tin oxide (trade name Kronos ECT-62, manufactured by Titanium Industry Co., Ltd.), 25 parts of resol type phenol resin, 20 parts of methyl cellosolve, spherical silicone resin powder (trade name Tospearl 120, Toshiba Silicone Co., Ltd.) 3.8 parts. In addition, 5 parts of methanol and 0.002 part of silicone oil (polydimethylsiloxane / polyoxyalkylene copolymer, average molecular weight 3000) were dispersed in a sand mill apparatus using glass beads having a diameter of 0.8 mm for 2 hours. A coating solution for an interference fringe prevention layer was prepared. This coating solution was dip-coated on an aluminum cylinder (diameter 30 mm, drawn tube) as a conductive support and dried at 140 ° C. for 30 minutes to form an interference fringe preventing layer having a thickness of 15 μm.

On the obtained interference fringe prevention layer, the coating dispersion 5-1B for electrophotographic photosensitive member prepared one day ago is dip coated on the interference fringe prevention layer and dried at 100 ° C. for 10 minutes. An undercoat layer having a thickness of 0.5 μm was formed.

  Next, 10 parts of the following hydroxygallium phthalocyanine, 0.1 part of the compound represented by the following formula (8) and 5 parts of the following polyvinyl butyral resin were added to 250 parts of cyclohexanone, and glass beads having a diameter of 0.8 mm were used. Dispersed for 3 hours in a sand mill. The diffraction angle (2θ ± 0.2 °) in CuKα characteristic X-ray diffraction is strong at positions of 7.5 °, 9.9 °, 16.3 °, 18.6 °, 25.1 ° and 28.3 °. Crystalline hydroxygallium phthalocyanine having a peak. Polyvinyl butyral resin (trade name: ESREC BX-1, manufactured by Sekisui Chemical Co., Ltd.). To this, 100 parts of cyclohexanone and 450 parts of ethyl acetate were further added and diluted to obtain a coating solution for charge generation layer. The obtained coating solution was dip-coated on the undercoat layer and dried at 100 ° C. for 10 minutes to form a charge generation layer having a thickness of 0.16 μm.

  Next, 10 parts of a charge transport material represented by the following formula (9) and 10 parts of a polycarbonate resin (trade name: Iupilon Z-200, manufactured by Mitsubishi Engineering Plastics) are dissolved in 70 parts of monochlorobenzene, and the resulting solution is obtained. Was dip coated on the charge generation layer. Next, by drying at 110 ° C. for 1 hour, a charge transport layer having a film thickness of 25 μm was formed, and the electrophotographic photosensitive member 1 was produced. Moreover, the presence or absence of the coating defect of the electrophotographic photoreceptor 1 was visually confirmed by visual observation. The evaluation result was “no sticky” when no spot was found on the coated surface of the drum. Also, if there is a spot on the part of the drum application surface, “There are some spots”, and if there is a spot on the whole surface of the drum, “Pots on the whole surface”, uneven density on the drum application surface. What was recognized was defined as “coating unevenness”. The results are shown in Table 5.

  Next, for the produced electrophotographic photoreceptors 1-9, 16 and 17, bright part potential measurement was performed.

  A drum testing machine manufactured by Gentec Co., Ltd .: CYNTHIA59 was used as an evaluation machine. A scorotron corona charger was used for charging the surface of the electrophotographic photosensitive member. The primary current was set to 70 μA, and the grid voltage was set so that the applied voltage on the surface of the electrophotographic photosensitive member was −700V. A xenon lamp was used as the image exposure light source. The exposure light wavelength was selected using a 780 nm interference filter, and the amount of light was adjusted so that the bright part potential was -200V. A halogen lamp was used as a pre-exposure light source. The pre-exposure light wavelength was selected using a 676 nm interference filter, and the light amount was adjusted to 5 times the image exposure light amount. The cycle speed was 1 sec / cycle. The electrophotographic photosensitive member 1 was attached to this and evaluated. The position of the electric potential measurement probe with respect to the electrophotographic photosensitive member was approximately the center in the axial direction of the electrophotographic photosensitive member, and the gap from the surface of the electrophotographic photosensitive member was 3 mm.

  The electrophotographic photosensitive member 1 is allowed to stand for 3 days in a normal temperature and low humidity (N / L) environment of 23 ° C./5% RH, and then 500 continuous durable prints (full black image mode) under the same environment (N / L). ) And the bright part potential after the durable printing was measured. ΔVD, ΔVL, and ΔVR indicate the amount of change in the post-endurance potential (−V) from the initial potential (−V) of the applied voltage, the bright portion potential, and the residual potential (for example, the initial VD potential is −700 V, and the post-endurance VD When the potential is −695 V, the fluctuation amount ΔVD is expressed as −5 V). The results are shown in Table 5.

<Example 30>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 5-3B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photosensitive member 2 was prepared and similarly measured and evaluated. The results are shown in Table 5.

<Example 31>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 5-4B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photosensitive member 3 was prepared and measured and evaluated in the same manner. The results are shown in Table 5.

<Example 32>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 5-5B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photosensitive member 4 was prepared and similarly measured and evaluated. The results are shown in Table 5.

<Example 33>
In example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 5-7B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photosensitive member 5 was prepared and similarly measured and evaluated. The results are shown in Table 5.

<Example 34>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 5-8B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photosensitive member 6 was prepared and similarly measured and evaluated. The results are shown in Table 5.

<Example 35>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 5-9B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photoreceptor 7 was prepared and measured and evaluated in the same manner. The results are shown in Table 5.

<Example 36>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 5-10B for said electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photosensitive member 8 was prepared and similarly measured and evaluated. The results are shown in Table 5.

<Example 37>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 5-11B for said electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photoreceptor 9 was prepared and measured and evaluated in the same manner. The results are shown in Table 5.

<Comparative Example 15>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photoconductor was changed to coating dispersion 6-1B for the electrophotographic photoconductor using the same method as in Example 29 An electrophotographic photoreceptor 10 was prepared and similarly measured and evaluated. The results are shown in Table 5.

<Comparative Example 16>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 6-2B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photoreceptor 11 was prepared and measured and evaluated in the same manner. The results are shown in Table 5.

<Comparative Example 17>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 6-3B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photoreceptor 12 was prepared and measured and evaluated in the same manner. The results are shown in Table 5.

<Comparative Example 18>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 6-5B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photosensitive member 13 was prepared and similarly measured and evaluated. The results are shown in Table 5.

<Comparative example 19>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 6-6B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photosensitive member 14 was prepared and similarly measured and evaluated. The results are shown in Table 5.

<Comparative Example 20>
In Example 29, except that the coating dispersion 5-1B for the electrophotographic photosensitive member was changed to coating dispersion 6-7B for the electrophotographic photosensitive member, using the same method as in Example 29 An electrophotographic photoreceptor 15 was prepared and measured and evaluated in the same manner. The results are shown in Table 5.

<Comparative example 21>
In Example 29, the electrophotographic photosensitive member 16 was prepared in the same manner as in Example 29 except that the coating dispersion 5-1B for the electrophotographic photosensitive member was replaced with the polyamide resin liquid 1-2A. In the same manner, measurement and evaluation were performed. The results are shown in Table 5.

<Comparative example 22>
In Example 29, the electrophotographic photosensitive member 17 was prepared in the same manner as in Example 29 except that the coating dispersion 5-1B for the electrophotographic photosensitive member was replaced with the polyamide resin solution 2-2A. In the same manner, measurement and evaluation were performed. The results are shown in Table 5.

From Table 5, the following is clear. Examples 29 to 37 are obtained by dispersing a polyamide resin solution containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method and an organic pigment. an electrophotographic photoreceptor using the coating dispersion for an electrophotographic photoreceptor to be. Thus, Examples 29 to 37, compared with Comparative Examples 15-20, it is seen that the coating defects are not observed in visual inspection results of the electrophotographic photosensitive member. Further, in Example 36, no coating defects due to the spots were observed, but in practical use that seems to have occurred due to the low solid content of the coating dispersion liquid for the electrophotographic photosensitive member at the end of the electrophotographic photosensitive member . Minor coating unevenness with no problem was observed.

Also, from Table 5, the following is clear. In Comparative Examples 21 and 22 of the electrophotographic photosensitive member using the polyamide resin liquid in which the organic pigment is not dispersed, no coating defect is observed in the result of visual confirmation of the electrophotographic photosensitive member. However, in Examples 29 to 37, compared to Comparative Examples 21 and 22 of the electrophotographic photosensitive member using the polyamide resin liquid in which the organic pigment is not dispersed, each potential fluctuation amount of ΔVL and ΔVR in the N / L environment is extremely high. It can be seen that it is small. In Examples 29 to 37, a polyamide resin solution containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) measured by a dynamic light scattering method of 0.50 μm to 6.00 μm and an organic pigment are dispersed. It is an electrophotographic photosensitive member using a coating dispersion for the obtained electrophotographic photosensitive member.

It is a figure which shows the structure of a photosensitive layer. 1 is a diagram illustrating an example of a schematic configuration of an electrophotographic apparatus including a process cartridge having the electrophotographic photosensitive member of the present invention.

Explanation of symbols

DESCRIPTION OF SYMBOLS 101 Support body 102 Undercoat layer 103 Photosensitive layer 104 Charge generation layer 105 Charge transport layer 1 Electrophotographic photosensitive member 2 Axis 3 Charging means 4 Exposure light 5 Developing means 6 Transfer means 7 Transfer material 8 Fixing means 9 Cleaning means 10 Preexposure light 11 Process cartridge 12 Guide means

Claims (7)

A method of producing a coating dispersion for an electrophotographic photoreceptor by dispersing the polyamide resin solution and organic pigments containing polyamide resin particles,
The polyamide resin liquid is a polyamide resin liquid containing polyamide resin particles having a volume average particle diameter (D ₅₀ ) of 0.50 μm or more and 6.00 μm or less as measured by a dynamic light scattering method. A method for producing a coating dispersion for a photographic photoreceptor. Before Kipo polyamide resin solids of the resin solution, the manufacturing method of the coating dispersion for the electrophotographic photosensitive member according to 1 wt% or more 15 請 Motomeko 1 wt% Ru following ranges der. The polyamide resin solution to the polyamide resin particles containing organic is, N - alkoxy manufacturing method of coating dispersion of the electrophotographic photosensitive member for according to 請 Motomeko 1 or 2 you containing alkylation nylon. The polyamide resin solution, a manufacturing method of the coating dispersion for the electrophotographic photosensitive member according to any one of claims 1 to 3 containing an alcohol as a solvent. The organic pigment is, the production method of the coating dispersion for the electrophotographic photosensitive member according to any one of 請 Motomeko 1-4 Ru azo pigments der. Any of the electrophotographic weight ratio of the photosensitive coating dispersion for body and before Symbol organic pigments that will be free chromatic said polyamide resin particles Ru der 1/1000 or 2/1 less 請 Motomeko 1-5 2. A method for producing a coating dispersion for an electrophotographic photosensitive member according to item 1 . To form an undercoat layer on a conductive support, to form a photosensitive layer containing a charge generating material in the undercoat layer in the process for producing an electrophotographic photosensitive member,
To produce a coating dispersion for an electrophotographic photoreceptor by the production method according to any one of 請 Motomeko 1-6, lower with coating dispersion for the electrophotographic photosensitive member produced A method for producing an electrophotographic photoreceptor, comprising forming a pulling layer .