JP2000075517A - Electrophotographic photoreceptor, process cartridge having the electrophotographic photoreceptor, and electrophotographic apparatus - Google Patents

Abstract

(57) [Problem] To provide a high sensitivity and maintain a stable electric potential during repeated use, even if the photoconductor is stored for a long time in a copying machine, a laser beam printer, or the like. An object of the present invention is to provide an electrophotographic photoreceptor in which a charge transport layer is free from cracks and free from rubbing memory. An electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer contains an arylamine compound having the following structural formula and a resin having the following structural formula: . [Formula] [Formula]

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electrophotographic photosensitive member, a process cartridge having the electrophotographic photosensitive member, and an electrophotographic apparatus.

[0002]

2. Description of the Related Art Conventionally, as an electrophotographic photosensitive member, an inorganic photosensitive member having a photosensitive layer containing selenium, cadmium sulfide, zinc oxide or the like as a main component has been widely used. this is,
Although it has some basic properties, it is difficult to form a film.
There are problems such as poor plasticity and high production cost. Furthermore, inorganic photoconductive materials are generally highly toxic, and have great restrictions on production and handling.

On the other hand, an organic photoreceptor containing an organic photoconductive compound as a main component has many advantages to compensate for the above-mentioned disadvantages of the inorganic photoreceptor, and many proposals have been made and put to practical use. The used electrophotographic photoreceptor has an advantage that it can provide an inexpensive electrophotographic photoreceptor with extremely high productivity because it has good film-forming properties of an organic photoconductive substance and can be produced by coating. As such an organic photoreceptor, poly-N
An electrophotographic photoreceptor mainly comprising a charge transfer complex formed from a photoconductive polymer represented by vinylcarbazole and a Lewis acid such as 2,4,7-trinitro-9-fluorenone has been proposed. ing. These organic photoconductive polymers are superior to inorganic photoconductive polymers in terms of lightness, film formability, etc., but are inferior in terms of sensitivity, durability, stability due to environmental changes, etc. It is inferior to the conductive material and is not always satisfactory.

On the other hand, a function-separated type electrophotographic photoreceptor in which a charge generation function and a charge transport function are shared by different substances, respectively, has remarkably improved sensitivity and durability, which have been disadvantages of conventional organic photoreceptors. Brought. Such a function-separated type photoreceptor has an advantage that a material selection range of a charge generation material and a charge transport material is wide, and an electrophotographic photoreceptor having arbitrary characteristics can be relatively easily prepared.

[0005] As a charge generating material, Japanese Patent Application Laid-Open No. 59-33
No. 445, azo pigments disclosed in JP-A-56-46237, and other polycyclic quinone pigments,
Cyanine dyes, squaric acid dyes, pyrylium salt dyes and the like are known. Among them, many structures of azo pigments have been proposed from the viewpoints of high light resistance, high charge generation ability, easy material synthesis, and the like.

On the other hand, as charge transporting substances, for example, pyrazoline compounds, hydrazone compounds, triphenylamine compounds, stilbene compounds and the like are known, and among them, arylamine compounds disclosed in JP-A-53-27033 are disclosed. Are easy to synthesize, have high sensitivity and high durability, and are widely used.

The binder resin used for the charge generation layer and the charge transport layer can be selected from a wide range of resins.
The polycarbonates disclosed in JP-A-172045, JP-A-62-212661, and JP-A-63-148263.
Bonnet resins are inexpensive and have good solubility in various organic solvents.

An electrophotographic photoreceptor using such an organic photoconductive material is a function-separated type photoreceptor having a charge generation layer and a charge transport layer laminated in order to satisfy both electrical and mechanical characteristics. Often used.

On the other hand, as a matter of course, the electrophotographic photosensitive member is required to have sensitivity, electric characteristics, and optical characteristics according to the applied electrophotographic process.

Particularly, in the case of an electrophotographic photoreceptor that is used repeatedly, the surface of the photoreceptor is electrically and electrically controlled by corona charging, direct charging, image exposure, toner development, transfer process, surface cleaning and the like. Since mechanical external force is directly applied, durability against them is also required.

In particular, the surface of the photosensitive layer is generated when an organic solvent or an oil adheres to the surface of the photosensitive layer, and is generated when the photoreceptor is stored for a long time in a copying machine, a laser beam printer, or the like. Very vulnerable to cracks.

A cleaning blade for scraping off toner remaining on the surface of the photosensitive layer after the transfer step is usually used.
Black streaks (so-called rubbing memories), which are always in contact with the photoreceptor and are considered to be caused by friction between the cleaning blade and the photosensitive layer, have recently become a problem.

[0013]

SUMMARY OF THE INVENTION An object of the present invention is to provide a photoreceptor for a copying machine, a laser beam printer, or the like, which has a high sensitivity and can maintain a stable electric potential during repeated use. To provide an electrophotographic photosensitive member that does not cause cracks in the charge transport layer even after storage for a long period of time and does not cause rubbing memory, and also provides a process cartridge and an electrophotographic apparatus using the electrophotographic photosensitive member. It is to be.

[0014]

According to the present invention, there is provided an electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer comprises a compound represented by the following formula (1) and a compound represented by the following formula (2):
And an electrophotographic photoreceptor containing a compound represented by the formula: General formula (1)

Embedded image In the formula, R _{1 to} R ₄ each represent a hydrogen atom, an alkyl group which may have a substituent, an aralkyl group which may have a substituent, an aryl group which may have a substituent, or halogen. R ₅ and R ₆ represent a hydrogen atom or an alkyl group which may have a substituent, and n independently represents an integer of 0 to 2. General formula (2)

Embedded image In the formula, R ₇ and R ₈ represent a hydrogen atom or an alkyl group which may have a substituent, and R ₇ and R ₈ may form a ring. R ₉ represents a hydrogen atom or an alkyl group which may have a substituent, and R ₁₀ represents an aryl group which may have a substituent. R ₁₁ and R ₁₂ represent a hydrogen atom, an alkyl group which may have a substituent or a halogen atom, and m independently represents an integer of 0 to 2. Also, 0.2
≦ k ≦ 0.8, 0.2 ≦ l ≦ 0.8, and k + 1 = 1.

Further, the present invention provides an electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer comprises a compound represented by the following general formula (1) and a compound represented by the following general formula (3): An electrophotographic photoreceptor characterized by containing. General formula (1)

Embedded image In the formula, R _{1 to} R ₄ each represent a hydrogen atom, an alkyl group which may have a substituent, an aralkyl group which may have a substituent, an aryl group which may have a substituent, or halogen. R ₅ and R ₆ represent a hydrogen atom or an alkyl group which may have a substituent, and n independently represents an integer of 0 to 2. General formula (3)

Embedded image In the formula, R _{13 to} R ₁₇ represent an alkyl group which may have a substituent. m independently represents an integer of 1 to 2. Also, 0.2 ≦ i ≦ 0.8, 0.2 ≦ j ≦ 0.8, i + j
= 1.

Further, the present invention provides an electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer comprises a compound represented by the following general formula (1) and a compound represented by the following general formula (4): It comprises an electrophotographic photosensitive member characterized by containing. General formula (1)

Embedded image In the formula, R _{1 to} R ₄ each represent a hydrogen atom, an alkyl group which may have a substituent, an aralkyl group which may have a substituent, an aryl group which may have a substituent, or halogen. R ₅ and R ₆ represent a hydrogen atom or an alkyl group which may have a substituent, and n independently represents an integer of 0 to 2. General formula (4)

Embedded image In the formula, R ₁₆ and R ₁₇ represent an alkyl group which may have a substituent. z represents ring formation by a carbon atom. m independently represents an integer of 1 to 2. Also, 0.2 ≦ s ≦ 0.
8, 0.2 ≦ t ≦ 0.8, and s + t = 1.

According to the present invention, there is further provided an electrophotographic photoreceptor of the present invention, and at least one means selected from the group consisting of a charging means, a developing means and a cleaning means, integrally supported on the electrophotographic apparatus main body. It is composed of a process cartridge characterized by being detachable.

Further, the present invention comprises an electrophotographic apparatus comprising the electrophotographic photosensitive member of the present invention, a charging unit, an image exposing unit, a developing unit and a transferring unit.

[0019]

BEST MODE FOR CARRYING OUT THE INVENTION Specifically, in the general formula (1), R
₁ Examples of the alkyl group to R _4, ethyl, methyl, groups propyl, and examples of the aralkyl groups include benzyl, groups phenethyl, ants - The group, a phenyl, group of naphthyl, fluorinated as Haarogen atom Atom, chlorine atom and the like. As the alkyl group for R ₅ and R ₆ ,
Examples include groups such as ethyl, methyl and propyl. R _{1 to} R
Examples of the substituent which may be present in ₆ include an alkyl group such as methyl, ethyl and propyl; an aralkyl group such as benzyl and phenethyl; an aryl group such as phenyl and naphthyl;
Examples thereof include a halogen atom such as a fluorine atom and a chlorine atom, and a hydroxyl group.

In the general formula (2), R ₇ , R ₈ , R ₉ , R ₁₁
And the alkyl group for R ₁₂ include groups such as methyl and ethyl; the aryl group for R ₁₀ includes groups such as phenyl and naphthyl; and the halogen atom for R ₁₁ and R ₁₂ include Examples include a fluorine atom and a chlorine atom.

In the general formula (3), R ₁₃ , R ₁₄ , R ₁₅ , R ₁₆
And the alkyl group for R ₁₇ include groups such as methyl and ethyl.

In the general formula (4), examples of the alkyl group of R ₁₆ and R ₁₇ include groups such as methyl and ethyl.

In the following, typical examples of the compounds represented by the general formulas (1), (2), (3) and (4) are shown in Tables 1 to 13, provided that these compounds are It is not limited to.

[0024]

[Table 1]

[Table 2]

[Table 3]

[Table 4]

[Table 5]

[0025]

[Table 6]

[Table 7]

[Table 8]

[Table 9]

[0026]

[Table 10]

[Table 11]

[0027]

[Table 12]

[Table 13]

The electrophotographic photoreceptor of the present invention has the general formula (1)
And a binder resin represented by the general formula (2), (3) or (4) and an appropriate charge generating substance. Examples of the structure of the photosensitive layer include the following forms. (1) Layer containing charge generation material / layer containing charge transport material (2) Layer containing charge transport material / layer containing charge generation material (3) Layer containing charge generation material and charge transport material (4) Layer containing charge generation material / layer containing charge generation material and charge transport material

The electrophotographic photoreceptor of the present invention has the general formula (1)
Since the arylamine compounds represented by the formulas (1) and (2) all have a high hole-transporting ability, they can be used as a charge-transporting substance in the photosensitive layer of the above embodiment. In the case of (1), the photosensitive layer is preferably negatively charged, in the case of (2), positively charged, and in the case of (3) and (4), both positively and negatively can be used. Further, in the electrophotographic photoreceptor of the present invention, a protective layer or an insulating layer may be provided on the surface of the photosensitive layer in order to improve adhesion and restrict charge injection. The configuration of the present invention is not limited to the above basic configuration. Note that, among the above basic configurations, the mode (1) is particularly preferable, and will be described in more detail below.

Examples of the conductive support in the present invention include the following forms. (1) Aluminum, aluminum alloy, stainless steel,
Plates or drums made of metal such as copper. (2) Aluminum, palladium, etc. on a non-conductive support such as glass, resin, paper or the conductive support of the above (1).
A thin film formed by depositing or laminating a metal such as rhodium, gold or platinum. (3) Depositing or coating a layer of a conductive compound such as a conductive polymer, tin oxide, or indium oxide on a non-conductive support such as glass, resin, or paper or the conductive support described in (1) above. What was formed by

Examples of the charge generating substance used in the present invention include the following substances. These charge generating substances may be used alone or in combination of two or more. (1) Azo pigments such as monoazo, bisazo and trisazo (2) Indigo pigments such as indigo and thioindigo (3) Phthalocyanine pigments such as metal phthalocyanine and nonmetal phthalocyanine (4) Perylene anhydride, perylene imide and the like (5) Polycyclic quinone pigments such as anthraquinone and pyrenequinone (6) Squarylium dyes (7) Pyrylium salts and thiopyrylium salts (8) Triphenylmethane dyes (9) Inorganic such as selenium and amorphous silicon material

The charge generation layer can be formed by dispersing the above-described charge generation material in an appropriate binder and applying the resultant to a conductive support. Further, it can also be formed by forming a thin film on a conductive support by a dry method such as evaporation, sputtering, or CVD.

The binder can be selected from a wide range of binder resins, for example, polycarbonate, polyester, polyarylate, butyral resin, polystyrene, and the like.
Polyvinyl acetal, diallyl phthalate resin, acrylic resin, methacrylic resin, vinyl acetate resin, phenol
Styrene, polysulfone, styrene-butadiene copolymer, alkyd resin, epoxy resin, urea resin, vinyl chloride-vinyl acetate copolymer, and the like, but are not limited to these resins. These resins may be used singly or as a copolymer, alone or as a mixture of two or more.

The resin contained in the charge generation layer is 80% by weight.
Or less, preferably 40% by weight or less. Further, the thickness of the charge generation layer is preferably 5 μm or less, particularly preferably 0.01 to 2 μm. Various sensitizers may be added to the charge generation layer.

The charge transport layer comprises at least an arylamine compound represented by the general formula (1) and a binder represented by the general formula (2), (3) or (4). Resin).

The mixing ratio of the arylamine compound and the binder (binding resin) in the present invention is preferably 10 to 500 parts by weight of the arylamine compound per 100 parts by weight of the binder. The charge transport layer is electrically connected to the charge generation layer, and has a function of receiving charge carriers injected from the charge generation layer in the presence of an electric field and transporting these charge carriers to the surface. . Since the charge transport layer has a limit to transport the charge carrier, it cannot be made thicker than necessary.
It is preferably in the range of 40 μm, particularly 10 to 30 μm.

Further, an antioxidant, an ultraviolet absorber, a plasticizer, or a known charge transport substance can be added to the charge transport layer as needed.

In forming such a charge transport layer, an appropriate organic solvent is used, and a dipping coating method, a spray coating method, a spin coating method, a roller coating method, or the like is used.
The coating can be performed using a coating method such as a coating method, a myrbar coating method, or a blade coating method.

Next, the process cartridge and the electrophotographic apparatus of the present invention will be described. FIG. 1 shows a schematic configuration of an electrophotographic apparatus having a process cartridge having an electrophotographic photosensitive member of the present invention. In the figure, reference numeral 1 denotes a drum-shaped electrophotographic photosensitive member of the present invention, which is driven to rotate around a shaft 2 at a predetermined peripheral speed in a direction indicated by an arrow. In the rotation process, the photosensitive member 1 is uniformly charged with a predetermined positive or negative potential on its peripheral surface by the primary charging means 3, and then the image exposure means (such as slit exposure or laser beam scanning exposure) is used. (See FIG. 1). Thus, an electrostatic latent image is sequentially formed on the peripheral surface of the photoconductor 1.

The formed electrostatic latent image is then transferred to developing means 5
Is transferred to the transfer material 6 from the paper supply unit (not shown) and fed between the photosensitive member 1 and the transfer means 6 in synchronization with the rotation of the photosensitive member 1. Are sequentially transferred by the transfer means 6. The transfer material 7 having undergone the image transfer is separated from the photoreceptor surface, introduced into the image fixing means 8 and subjected to image fixing, thereby being printed out as a copy (copy) outside the apparatus. The surface of the photoreceptor 1 after the image transfer is cleaned and cleaned by removing the transfer residual toner by the cleaning means 9, and further subjected to a static elimination process by the pre-exposure light 10 from the pre-exposure means (not shown). After that, it is repeatedly used for image formation. When the primary charging means 3 is a contact charging means using a charging roller or the like, pre-exposure is not necessarily required.

In the present invention, a plurality of components such as the photosensitive member 1, the primary charging means 3, the developing means 5 and the cleaning means 9 are integrally connected as a process cartridge. Alternatively, the process cartridge may be configured to be detachable from a main body of an electrophotographic apparatus such as a copying machine or a laser beam printer. For example, at least one of the primary charging means 3, the developing means 5 and the cleaning means 9 is integrally supported together with the photoreceptor 1 to form a cartridge, and the apparatus main body is guided by a guide means such as the rail 12 of the apparatus main body. The process cartridge 11 can be detachably mounted on the cartridge. When the electrophotographic apparatus is a copier or a printer, the image exposure light 4 uses reflected light or transmitted light from the original, or reads the original with a sensor and converts it into a signal. This is light emitted by scanning of the laser beam, driving of the LED array, driving of the liquid crystal shutter array, and the like.

[0042]

EXAMPLE 1 6.0 g of N-methoxymethylated 6 nylon resin (weight average molecular weight 35,000) and an alcohol-soluble copolymerized nylon resin (weight average molecular weight 3
A solution prepared by dissolving 12 g of (1,000) in 105 g of methanol was applied with a Myer bar to form an undercoat layer having a thickness of 1.0 μm after drying.

Next, oxytitanyl phthalocyanine was added to 11
g of polyvinyl butyral resin (butyralization ratio 70
%, Weight average molecular weight 30,000) and 90 g of dioxane were dispersed in a ball mill for 30 hours. This dispersion was coated on the undercoat layer by blade coating and dried to form a charge generation layer having a thickness of 0.22 μm.

Next, 8 g of Exemplified Compound 1-2 and 8.3 g of Exemplified Compound 2-4 were dissolved in 70 g of monochlorobenzene, and this solution was coated on the charge generating layer by blade coating and dried. Thereafter, a charge transporting layer having a thickness of 21 μm was formed, and an electrophotographic photosensitive member was formed.

The prepared electrophotographic photosensitive member was subjected to a corona discharge of -5 KV. At this time, the surface potential (initial potential V ₀ ) was measured. Further, the surface potential of this photoconductor after leaving it in a dark place for 1 second was measured. The sensitivity is the potential V ₁ after dark decay.
Exposure (E _1/6 : μJ /
cm ² ). At this time, a ternary semiconductor laser of gallium / aluminum / arsenic (output: 5 mW: emission wavelength: 780 mm) was used as a light source.

Next, a laser beam, which is an electrophotographic printer of the reversal development type provided with the semiconductor laser of the above, is used.
Printer (Hullet Packard Laser)
Jet 4) was mounted with the above-mentioned photoreceptor and printed. Good prints were obtained in both characters and images.

Further, in order to measure the fluctuations of the light portion potential and the dark portion potential when the electrophotographic photosensitive member was repeatedly used, the electrophotographic photosensitive member prepared in this embodiment was mounted on a laser beam printer (Hullet Packard). company photosensitive drum cylinder made Laser Jet4 modified machine) - affixed to perform a 5000 prints in aircraft, variation of light-area potential after the initial 5000-sheet copying _{(V L) (△ V L} ) and it was measured variation △ V _L of the dark potential (V _D). The initial bright portion potential and dark portion potential were set to be -700 V and -200 V, respectively.

As a test for accelerating the cracking of the photosensitive layer, finger oil was adhered to the surface of the electrophotographic photosensitive member prepared as described above, and left at 25 ° C. and 60% RH for 24 hours and 2 days. Cracks in the photosensitive layer were observed under a microscope.

Further, a cleaning blade made of polyurethane is rubbed against the surface of the photoreceptor at a contact angle of 30 ° and then abutted. After leaving for 24 hours, the rubbed portion of the blade in contact is rubbed. It was observed whether the memory appeared in the image. The results are shown in Tables 14 and 15.

Examples 2 to 12 Electrophotographic photoreceptors were prepared in the same manner as in Example 1 except that the compounds shown in Table 14 below were used instead of the exemplified compounds 1-2 and 2-4 used in Example 1. Then, the electrophotographic characteristics of each electrophotographic photosensitive member, the cracks in the photosensitive layer, and the evaluation of the rubbing memory were evaluated in the same manner as in Example 1. The results are shown in Tables 14 and 15.

Comparative Examples 1 to 9 Electrophotographic photosensitive members were prepared in the same manner as in Example 1 except that the following compounds were used in place of the exemplified compounds 1-2 and 2-4 used in Example 1. did. Then, the electrophotographic characteristics of each electrophotographic photoreceptor, the cracks in the photosensitive layer, and the evaluation of the rubbing memory were evaluated in the same manner as in Example 1. The results are shown in Tables 16 and 17.

Comparative Example 1 Exemplified Compound 1-7

Embedded image Comparative Example 2 Exemplified Compound 1-7

Embedded image Comparative Example 3 Exemplified Compound 1-13

Embedded image Comparative Example 4 Exemplified Compound 1-13

Embedded image Comparative Example 5 Exemplified Compound 1-26

Embedded image Polycarbonate A-Type Resin Comparative Example 6 Exemplified Compound 1-26

Embedded image Comparative Example 7: Polycarbonate Z-type resin in units of

Embedded image Exemplified Compound 2-6 Comparative Example 8

Embedded image Exemplified compound 3-8 Comparative example 9

Embedded image Exemplified compound 4-4

[0053]

[Table 14]

[Table 15]

[0054]

[Table 16]

[Table 17]

As is evident from Table 9, the electrophotographic photosensitive members prepared in the examples of the present invention have high sensitivity and high durability, and the photosensitive layer has cracks, It can be seen that no rubbing memory is generated, and that it is extremely excellent.

Example 13 5.0 g of 4- (4-dimethylaminophenol) -2,6-diphenylthiapyrylium partate, 5 g of Exemplified Compound 1-19, and 5 g of Exemplified Compound 2-16 5.
0 g was mixed with 100 g of a toluene (60 parts by weight) -dioxane (40 parts by weight) solution and dispersed in a ball mill for 21 hours. This dispersion was applied to an aluminum sheet with a Myer bar and dried at 110 ° C. for 1 hour to form a photosensitive layer having a thickness of 15 μm, thereby preparing an electrophotographic photosensitive member. The initial characteristics of the produced electrophotographic photosensitive member were measured in the same manner as in Example 1. The results are shown. V ₀ = −700 V, V ₁ = −690 V, E _1/6 = 1.8
(Μ / cm ₂ ) Further, when the crack acceleration test and the rubbing memory test of the photosensitive layer were performed in the same manner as in Example 1, no crack was observed even after 8 hours, and the rubbing memory was not observed. Was not observed at all for two days.

Example 14 Alcohol-soluble nylon (6
35% of -66-610-12 quaternary nylon copolymer)
An undercoat layer having a thickness of 1.5 μm after coating with a methanol solution and drying was formed.

Next, 11 g of Exemplified Compound 1-12 and 9 g of Exemplified Compound 3-9 were dissolved in 82 g of a monochlorobenzene (65 parts by weight) -dichloromethane (17 parts by weight) solution. Then, a charge transport layer having a film thickness of 17.5 μm after coating and drying with a Myr bar was formed.

Next, 3.5 g of a pigment having the following structural formula was added.

Embedded image Butyral resin (butyralization degree 68 mol%) 2.2
g in a sand mill in 70 ml of tetrahydrofuran. This dispersion was applied on the charge transport layer with a Myrbar, and a charge generation layer having a thickness of 0.9 μm after drying was formed.
An electrophotographic photoreceptor was prepared. The electrophotographic characteristics of the produced electrophotographic photosensitive member were measured by the same method as in Example 1 (however,
The charge was positive. The results are shown. V ₀ = + 680 V, V ₁ = + 665 V, E _1/6 = 1.5
(Μ / cm ₂ )

Example 15 On a glass support, 6 g of N-methoxymethylated 6 nylon resin (weight average molecular weight: 30,000) and 6 g of alcohol-soluble copolymerized nylon resin (weight average molecular weight: 29,00)
0) A solution in which 8 g was dissolved in a mixed solution of 30 g of methanol and 70 g of butanol was applied by dip coating, and the film thickness after drying was 1.2 μm.
m was formed.

Next, 10 g of Exemplified Compound 1-11 and 7 g of Exemplified Compound 2-12 were mixed with a monochlorobenzene (40 parts by weight) -dichloromethane (60 parts by weight) solution 1
00 g, and coated on the undercoat layer with a Myr bar.
A charge transport layer having a thickness of 20 μm after drying was formed.

Next, 65 g of an acrylic monomer having the following structural formula:

Embedded image Before dispersion, 35 g of ultrafine tin oxide particles having an average particle diameter of 400 Å, 2.5 g of 2-methylthioxanthone as a photoinitiator and 280 g of methyl cellosolve were dispersed in a sand mill for 69 hours. After forming a film on the photosensitive layer by beam coating and drying, the dispersion is photo-cured with a high-pressure mercury lamp at a light intensity of 7 mW / cm ² for 50 seconds to form a 2.9 μm protective layer. did. The light-sensitive layer thus obtained was observed with a transmission microscope while irradiating light from the back surface at an angle of 20 °, and no cracks occurred.

[0063]

The electrophotographic photoreceptor of the present invention has high sensitivity, has small fluctuations in the light portion potential and the dark portion potential during continuous image formation by repeated charging and exposure, and has excellent durability. Further, there is a remarkable effect that the rubbing memory is extremely small and cracks in the photosensitive layer hardly occur. Also, it can be mounted on a process cartridge and an electrophotographic apparatus to achieve the same excellent effects.

[Brief description of the drawings]

FIG. 1 shows a process car having an electrophotographic photoreceptor of the present invention.
FIG. 2 is a diagram illustrating a schematic configuration of an electrophotographic apparatus having a cartridge.

[Explanation of symbols]

 DESCRIPTION OF SYMBOLS 1 Electrophotographic photoreceptor of this invention 2 axis 3 Primary charging means 4 Image exposure light 5 Developing means 6 Transfer means 7 Transfer material 8 Image fixing means 9 Cleaning means 10 Pre-exposure light 11 Process cartridge 12 Rail

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Mitsuhiro Kunieda 3-30-2 Shimomaruko, Ota-ku, Tokyo F-term in Canon Inc. (reference) 2H068 AA13 AA20 BA12 BB25 FA01

Claims (5)

[Claims] 1. An electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer contains a compound represented by the following general formula (1) and a compound represented by the following general formula (2). An electrophotographic photosensitive member characterized by the following. General formula (1) In the formula, R _{1 to} R ₄ each represent a hydrogen atom, an alkyl group which may have a substituent, an aralkyl group which may have a substituent, an aryl group which may have a substituent, or halogen. R ₅ and R ₆ represent a hydrogen atom or an alkyl group which may have a substituent, and n independently represents an integer of 0 to 2. General formula (2) In the formula, R ₇ and R ₈ represent a hydrogen atom or an alkyl group which may have a substituent, and R ₇ and R ₈ may form a ring. R ₉ represents a hydrogen atom or an alkyl group which may have a substituent, and R ₁₀ represents an aryl group which may have a substituent. R ₁₁ and R ₁₂ represent a hydrogen atom, an alkyl group which may have a substituent or a halogen atom, and m independently represents an integer of 0 to 2. Also, 0.2
≦ k ≦ 0.8, 0.2 ≦ l ≦ 0.8, and k + 1 = 1. 2. An electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer contains a compound represented by the following general formula (1) and a compound represented by the following general formula (3). An electrophotographic photosensitive member characterized by the following. General formula (1) In the formula, R _{1 to} R ₄ each represent a hydrogen atom, an alkyl group which may have a substituent, an aralkyl group which may have a substituent, an aryl group which may have a substituent, or halogen. R ₅ and R ₆ represent a hydrogen atom or an alkyl group which may have a substituent, and n independently represents an integer of 0 to 2. General formula (3) In the formula, R _{13 to} R ₁₇ represent an alkyl group which may have a substituent. m independently represents an integer of 1 to 2. Also,
0.2 ≦ i ≦ 0.8, 0.2 ≦ j ≦ 0.8, i + j = 1
It is. 3. An electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer contains a compound represented by the following general formula (1) and a compound represented by the following general formula (4). An electrophotographic photosensitive member characterized by the following. General formula (1) In the formula, R _{1 to} R ₄ each represent a hydrogen atom, an alkyl group which may have a substituent, an aralkyl group which may have a substituent, an aryl group which may have a substituent, or halogen. R ₅ and R ₆ represent a hydrogen atom or an alkyl group which may have a substituent, and n independently represents an integer of 0 to 2. General formula (4) In the formula, R ₁₆ and R ₁₇ represent an alkyl group which may have a substituent. Z represents ring formation by a carbon atom. Also, 0.2 ≦ s ≦ 0.8, 0.2 ≦ t ≦ 0.8, s + t
= 1. 4. An electrophotographic photosensitive member according to claim 1, wherein at least one means selected from the group consisting of a charging means, a developing means and a cleaning means is integrally supported. A process cartridge which is detachable from a photographic apparatus main body. 5. An electrophotographic apparatus comprising: the electrophotographic photoreceptor according to claim 1, 2, 3 or 4, a charging unit, an image exposing unit, a developing unit, and a transferring unit.