JP3289049B2 - Electrophotographic photoreceptor - Google Patents

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, and more particularly, to an electrophotographic photosensitive member containing a specific compound in a photosensitive layer.

[0002]

2. Description of the Related Art Conventionally, inorganic materials such as selenium, cadmium sulfide, and zinc oxide have been used as a photoconductive material of a photoreceptor used in an electrophotographic system.
Here, the term "electrophotographic method" generally means that a photoconductive photoreceptor is first charged in a dark place, for example, by corona discharge, and then subjected to image exposure to selectively dissipate the charge of only the exposed portion. An electrostatic latent image is obtained, and the latent image portion is developed and visualized with fine particles (toner) composed of a coloring material such as a dye or a pigment and a binder such as a polymer substance to form an image. This is one of the image forming methods used.

The basic characteristics required of a photoreceptor in such an electrophotographic method include (1) being able to be charged to an appropriate potential in a dark place, (2) being small in electric charge dissipation in a dark place, (3) Charges can be quickly dissipated by light irradiation.

[0004] The above-mentioned inorganic substances have many advantages and also have various disadvantages. For example, selenium, which is widely used at present, satisfies the above conditions (1) to (3), but the production conditions are difficult, the production cost is high, there is no flexibility, and the selenium is processed into a belt shape. It also has drawbacks in that it is difficult to handle, and is sensitive to heat and mechanical shocks, and requires careful handling. Cadmium sulfide and zinc oxide are used as photoreceptors by dispersing them in a resin as a binder.However, due to mechanical defects such as smoothness, hardness, tensile strength, and abrasion resistance, they are repeatedly used as they are. Can not be used.

In recent years, electrophotographic photoreceptors using various organic substances have been proposed to eliminate the disadvantages of these inorganic substances, and some of them have been put to practical use. For example, a photoreceptor comprising poly-N-vinylcarbazole and 2,4,7-trinitrofluoren-9-one (U.S. Pat.
84237), a photoreceptor obtained by sensitizing poly-N-vinylcarzole with a pyrylium salt-based dye (described in JP-B-48-25658), a photoreceptor containing an organic pigment as a main component ( JP-A-47-37543), a photoreceptor containing a eutectic complex composed of a dye and a resin as a main component (described in JP-A-47-10735), and dye-sensitized triphenylamine compound. (US Pat. No. 3,180,730), a photoconductor using an amine derivative as a charge transporting material (JP-A-57-195254), a charge transporting material comprising poly-N-vinylcarbazole and an amine derivative Photoconductor (JP-A-58-11)
55, a photoconductor using a benzidine compound among polyfunctional tertiary amine compounds as a photoconductive material (US Pat. No. 3,265,496, JP-B-39-11546, JP-A-53-27033). ). Although these photoreceptors have excellent properties and are considered to be of high practical value, in electrophotography, considering various requirements for photoreceptors, these requirements are still insufficient. In fact, it is not possible to obtain anything satisfying the above conditions. In particular, in recent years, many organic photoconductors have been put to practical use, and studies on improving the durability thereof have been actively conducted. Improved mechanical resistance to abrasion and scratching as one of them, dispersing further releasability, the photosensitive member surface as a lubricant of a fluorine-based compound in order to prevent a water repellent properties also added toner fusing And various proposals have been made (JP-A-63-56658,
JP-A-63-61255, JP-A-61-6125
No. 6, JP-A-63-113460, JP-A-Hei 1
-307761 and JP-A-2-189551). However, although the above-mentioned fluorine-based compound is a surface modifier, it has an adverse effect on electrophotographic properties, particularly sensitivity.

[0006]

SUMMARY OF THE INVENTION An object of the present invention is to provide a photoreceptor which can solve the above-mentioned various disadvantages of the conventional photoreceptor and can sufficiently satisfy the conditions required in electrophotography. It is in. It is a further object of the present invention to provide an electrophotographic photoreceptor which is easy to manufacture, relatively inexpensive, and has excellent durability.

[0007]

According to the present invention, there is provided, on a conductive support, a photosensitive layer containing at least one tertiary amine compound represented by the following general formula [1] as an active ingredient. An electrophotographic photoconductor is provided.

Embedded image (Wherein, R ¹ and R ² represent a hydrogen atom, a substituted or unsubstituted alkyl group or an aryl group, and R ³ represents a hydrogen atom , a substituted or unsubstituted alkyl group, or an alkoxy group, provided that R ¹ And the case where R ² and R ² are simultaneously hydrogen.) The electrophotographic photoreceptor wherein the tertiary amine compound is preferably a compound represented by the following general formula [2] is provided.

Embedded image (R ¹ and R ² are the same as defined above.) The photoconductor for electrophotography described above, wherein the tertiary amine compound is a compound represented by the following general formula [3]:

Embedded image (R ^{1 to} R ³ are the same as defined above)

The tertiary amine compound represented by the above general formula [Chemical Formula 1] used in the present invention is generally prepared by starting from a corresponding amino compound or an amino compound protected with an acyl group or the like as a starting material. It is obtained by a substitution reaction or an N-aryl substitution reaction.

In the above formula [1], when R ¹ or R ² is an aryl group, specific examples include non-condensed hydrocarbons such as phenyl, biphenyl and terphenylyl groups.
Include hydrogen group or condensed polycyclic hydrocarbon group.

In this case, the fused polycyclic hydrocarbon group preferably has 18 or less carbon atoms forming a ring, for example, a pentalenyl group, an indenyl group, a naphthyl group,
Azulenyl group, heptalenyl group, biphenylenyl group, a
s-indacenyl group, fluorenyl group, S-indacenyl group, acenaphthylenyl group, preyadenyl group, acenaphthenyl group, phenalenyl group, phenanthryl group, anthryl group, fluoranthenyl group, acephenanthrenyl group, aceanthrenylenyl, triphenylenyl Group, pyrenyl group, chrysenyl group, naphthacenyl group and the like.

When R ¹ or R ² is an aryl group, those having a substituent as shown below are also included.

(1) halogen atom, cyano group, nitro group (2) alkyl group, preferably C ₁ -C _12, especially C ₁ -C ₈ , more preferably C ₁ -C ₄ linear or branched Alkyl groups, and these alkyl groups further include a fluorine element, a hydroxyl group, a cyano group, a C ₁ -C ₄ alkoxy group, a phenyl group or a halogen atom, a C ₁ -C ₄ alkyl group or a C ₁ -C ₄ alkoxy group. The group may contain a substituted phenyl group. Specifically, methyl, ethyl, n-propyl, i-propyl, t-
Butyl group, s-butyl group, n-butyl group, i-butyl group, trifluoromethyl group, 2-hydroxyethyl group,
2-cyanoethyl group, 2-ethoxyethyl group, 2-methoxyethyl group, benzyl group, 4-chlorobenzyl group, 4
-Methylbenzyl group, 4-methoxybenzyl group, 4-phenylbenzyl group and the like.

(3) Alkoxy group (-OR ₁ ); R ₁ represents an alkyl group defined in (2). Specifically, methoxy group, ethoxy group, n-propoxy group, i-propoxy group, t-butoxy group, n-butoxy group, s-butoxy group, i-butoxy group, 2-hydroxyethoxy group, 2
-A cyanoethoxy group, a benzyloxy group, a 4-methylbenzyloxy group, a trifluoromethoxy group and the like.

(4) Aryloxy group: Examples of the aryl group include a phenyl group and a naphthyl group. This is C ₁
Alkoxy group -C _4, alkyl group, or a halogen atom C ₁ -C ₄ may contain a substituent group. Specifically, a phenoxy group, a 1-naphthyloxy group, a 2-naphthyloxy group, a 4-methylphenoxy group, a 4-methoxyphenoxy group, a 4-chlorophenoxy group, a 6-methyl-2
-Naphthyloxy group and the like.

(5) Alkyl mercapto group (-S
R ₁ ); R ₁ represents an alkyl group defined in (2). Specific examples include a methylthio group, an ethylthio group, a phenylthio group, and a p-methylphenylthio group.

[0016] Represents an alkyl group or an aryl group, and examples of the aryl group include a phenyl group, a biphenylyl group and a naphthyl group, and these are a C _{1 to} C ₄ alkoxy group,
An alkyl group of ₁ to ₄ or a halogen atom may be contained as a substituent. R ₂ and R ₃ may form a ring together. Further, a ring may be formed together with a carbon atom on the aryl group. ) Specifically, an amino group, a diethylamino group,
Examples thereof include an N-methyl-N-phenylamino group, an N, N-diphenylamino group, an N, N-di (p-tolyl) amino group, a dibenzylamino group, a piperidino group, a morpholino group, and a uroridyl group.

(7) An alkylenedioxy group or an alkylenedithio group such as a methylenedioxy group or a methylenedithio group.

[0018]

[Table 1]

[Table 2]

[Table 3]

[Table 4]

[Table 5]

The photoreceptor of the present invention comprises one or more of the above tertiary amine compounds as described above in the photosensitive layer 2 (2 ', 2').
, 2 '''or2'''''), which is shown in FIG. 1, FIG. 2, FIG. 3, FIG. 4 or FIG. 5 depending on how these tertiary amine compounds are applied. It can be used as follows.

The photosensitive member shown in FIG. 1 has a conductive support 1 on which a photosensitive layer 2 comprising a tertiary amine compound, a sensitizing dye and a binder (binder resin) is provided. The tertiary amine compound here acts as a photoconductive substance, and the generation and transfer of charge carriers required for light decay are performed via the tertiary amine compound. However, since tertiary amine compounds have almost no absorption in the visible region of light, for the purpose of forming an image with visible light, sensitization is performed by adding a sensitizing dye having absorption in the visible region. There is a need.

The photosensitive member shown in FIG. 2 is provided with a photosensitive layer 2 ′ in which a charge generating substance 3 is dispersed in a charge transporting medium 4 comprising a tertiary amine compound and a binder on a conductive support 1. It is a thing. The tertiary amine compound here forms a charge transport medium together with a binder (or a binder and a plasticizer), while the charge generating substance 3 (a charge generating substance such as an inorganic or organic pigment) serves as a charge carrier. appear. In this case, the charge transport medium 4 is mainly responsible for receiving and transporting charge carriers generated by the charge generating substance 3. In this photoreceptor, the charge generating substance and the third
It is a basic condition that the secondary amine compound does not overlap the absorption wavelength region mainly in the visible region. This is because it is necessary to transmit light to the surface of the charge generating material 3 in order to efficiently generate charge carriers in the charge generating material 3. The tertiary amine compound represented by the general formula (I) has almost no absorption in the visible region and generally absorbs light in the visible region, and is particularly effective when combined with the charge generating substance 3 which generates a charge carrier. Its feature is that it works as a carrier substance.

The photosensitive member in FIG. 3 is a photosensitive layer comprising a conductive support 1 and a charge generating layer 5 mainly composed of a charge generating substance 3 and a charge transport layer 4 containing a tertiary amine compound. 2 ″ is provided. In this photoreceptor, the light transmitted through the charge transport layer 4 reaches the charge generation layer 5 and charge carriers are generated in that region. On the other hand, the charge transport layer 4 receives injection of the charge carriers and transports them. The generation of charge carriers required for light attenuation is based on the charge generation material 3
The transport of the charge carriers is performed in the charge transport layer 4 (primarily a tertiary amine compound works). Such a mechanism is the same as that described for the photoconductor shown in FIG.

The photosensitive member in FIG.
And the charge transport layer 4 containing the tertiary amine compound is reversed in the stacking order, and the mechanism of generation and transport of the charge carriers can be the same as described above. In this case, a protective layer 6 can be provided on the charge generation layer 5 in the fifth manner in consideration of mechanical strength.

In order to actually manufacture the photoreceptor of the present invention, FIG.
In the case of the photoconductor shown in (3), the solution containing the binder
One or two or more primary amine compounds are dissolved, and a solution is prepared by adding a sensitizing dye thereto.
What is necessary is just to apply | coat on top and dry, and to form the photosensitive layer 2.

The thickness of the photosensitive layer is 3 to 50 μm, preferably 5 to 20 μm. The amount of the tertiary amine compound in the photosensitive layer 2 is 30 to 70% by weight, preferably about 50%.
And the amount of the sensitizing dye in the photosensitive layer 2 is 0.1 to 5% by weight, preferably 0.5 to 3% by weight. Examples of sensitizing charges include triarylmethane dyes such as brilliant green, Victoria Blue B, methyl violet, crystal violet, and acid violet 6B, rhodamine B, rhodamine 6G, rhodamine G extra, eosin S, erythrosin, rose bengal, and fluorescein. Such as xanthene dyes, thiazine dyes such as methylene blue, cyanine dyes such as cyanine, 2,6-diphenyl-4- (N, N-dimethylaminophenyl) thiapyrylium perchlorate, and benzopyrylium salts (Japanese Patent Publication No. Sho 48) 25658)) and the like. These sensitizing dyes may be used alone or in combination of two or more.

In order to produce the photoreceptor shown in FIG. 2, fine particles of the charge generating substance 3 are dispersed in a solution in which one or more tertiary amine compounds and a binder are dissolved. Is coated on a conductive support 1 and dried to form a photosensitive layer 2
'May be formed.

The thickness of the photosensitive layer 2 'is 3 to 50 μm, preferably 5 to 20 μm. The amount of the tertiary amine compound in the photosensitive layer 2 'is 10 to 95% by weight, preferably 30 to 90% by weight, and the amount of the charge generating substance 3 in the photosensitive layer 2' is 0.1 to 50%. % By weight, preferably 1
-20% by weight. Examples of the charge generating substance 3 include inorganic pigments such as selenium, selenium-tellurium, cadmium sulfide, cadmium sulphide-selenium, and α-silicon, and examples of the organic pigments include CI Pigment Blue 25 (color index CI 21180) and CI Pigment Red 41. (CI 21200), CI Acid Red 52 (CI 45100), CI Basic Red 3 (CI45210), azo pigments having a carbazole skeleton (described in JP-A-53-95033), azo pigments having a distyrylbenzene skeleton ( JP-A-53-
133445), azo pigments having a triphenylamine skeleton (described in JP-A-53-132347), azo pigments having a dibenzothiophene skeleton (described in JP-A-54-21728), oxadiazole skeleton Azo pigments having a fluorenone skeleton (described in JP-A-54-22834), azo pigments having a bis-stilbene skeleton (described in JP-A-54-17732) Azo pigments having a distyryl oxadiazole skeleton (described in JP-A-54-2129) and azo pigments having a distyryl carbazole skeleton (described in JP-A-54-14).
Azo pigments such as C.I. Pigment Blue 16 (CI 74100), such as C.I.
(CI73410), sea butt die (CI73
030) and other indigo pigments, Argo Scarlet B
(Manufactured by Bayer AG) and perylene pigments such as Indance Scarlet R (manufactured by Bayer AG).
These charge generating substances may be used alone or in combination of two or more.

Further, in order to manufacture the photoreceptor shown in FIG. 3, a charge generating substance is vacuum-deposited on the conductive support 1 or more, or a suitable binder is prepared by dissolving a binder 3 if necessary. Coating and drying, and further, if necessary, surface finishing and film thickness adjustment by a method such as buffing, and the like.
Is formed, and a solution in which one or more tertiary amine compounds and a binder are dissolved is applied thereon and dried to form the charge transport layer 4. Here, the charge generation material used for forming the charge generation layer 5 is the same as that described in the description of the photosensitive layer 2 '.

The thickness of the charge generation layer 5 is 5 μm or less, preferably 2 μm or less, and the thickness of the charge transport layer 4 is 3 to 50 μm.
μm, preferably 5 to 20 μm is suitable. In the type in which the charge generation layer 5 has the fine particles 3 of the charge generation layer material dispersed in a binder, the ratio of the fine particles 3 of the charge generation material to the charge generation layer 5 is preferably 10 to 95% by weight. Is about 50 to 90% by weight. The charge transport layer 4
Is 10 to 95% by weight, preferably 3% by weight.
0 to 90% by weight. In order to prepare the photoreceptor shown in FIG. 4, a solution in which a tertiary amine compound and a binder are dissolved is applied on the conductive support 1 and dried to form the charge transport layer 4. The charge generation layer 5 may be formed by applying and drying a dispersion of fine particles of the charge generation layer material in a solvent in which a binder is dissolved, if necessary, by a method such as spray coating. The amount ratio of the charge generation layer or the charge transport layer is the same as that described in FIG. The photoreceptor shown in FIG. 5 can be prepared by further forming a protective layer 6 on the thus-obtained photoreceptor charge generation layer 5 by a method such as spray coating. As the resin used here, a binder described later can be used.

In the production of any of these photoconductors, a metal plate or a metal foil such as aluminum, a plastic film on which a metal such as aluminum is vapor-deposited, or a paper subjected to a conductive treatment is used for the conductive support 1. Can be Examples of the binder include condensation resins such as polyamide, polyurethane, polyester, epoxy resin, polyketone, and polycarbonate; and vinyl polymers such as polyvinyl ketone, polystyrene, poly-N-vinylcarbazole, and polyacrylamide. All insulating and adhesive resins can be used. If necessary, a plasticizer is added to the binder. Examples of such a plasticizer include halogenated paraffin, polychlorinated biphenyl, dimethylnaphthalene, and dibutylphthalate.

Further, the photosensitive member obtained as described above may be provided with an adhesive layer or a barrier layer between the conductive support and the photosensitive layer, if necessary. Materials used for these layers include polyamide, nitrocellulose,
Aluminum oxide and the like, and the film thickness is preferably 1 μm or less. To make a copy using the photoreceptor of the present invention,
After the photosensitive surface is charged and exposed, development is performed and, if necessary, transfer to paper or the like. The photoreceptor of the present invention has excellent advantages such as high sensitivity and high flexibility.

[0032]

The present invention will be described below with reference to examples. In the following examples, all parts are parts by weight.

[Synthesis of Compound of General Formula (I)] [Compound No. Synthesis Example 4] [Synthesis of 2,2-bis [4-N, N-bis (P-tolylamino) phenyl] hexafluoropropane] 2,2-bis [4-N (P-tolylamino) phenyl]
1.03 g of hexafluoropropane, 1.75 g of P-iodotoluene, 1.11 g of potassium carbonate and 0.2 of copper powder
0 g was taken in 20 ml of nitrobenzene, and heated to reflux for 6 hours while azeotropically dehydrating under a nitrogen stream. After allowing to cool to room temperature and removing the insoluble portion by filtration, nitrobenzene was distilled off under reduced pressure, and the residue was dissolved in toluene. After the toluene layer was washed with water and dried, the solvent was distilled off under reduced pressure to obtain a pale brown oil. This was subjected to column chromatography (carrier; silica gel eluent; toluene / n-hexane = 1/2), followed by cyclohexane-
Recrystallized from a mixed solvent of ethanol to give colorless plate crystals of 2,
2-bis [4-N, N-bis (P-tolylamino) phenyl] hexafluoropropane (Compound No. 4)
91 g were obtained. Melting point: 197.0-198.0C Infrared absorption spectrum of this compound (KBr tablet method)
Is shown in FIG. In addition, other tertiary amine compounds were synthesized in the same manner as described above.

Example 1 76 parts of Diane Blue (C.I. Pigment Blue 25, CI21180), 1260 parts of a 2% solution of polyester resin (Vylon 200, manufactured by Toyobo Co., Ltd.) and 3,700 parts of tetrahydrofuran were used as a charge generating material in a ball mill. The resulting dispersion was applied using a doctor blade on the aluminum surface of a conductive base made of a polyester base on which aluminum was deposited, and was naturally dried to form a charge generation layer having a thickness of about 1 μm. . On the other hand, as the charge transport substance, Compound Specific Example No. After mixing and dissolving 2 parts of a tertiary amine compound of No. 7, 2 parts of a polycarbonate resin (Panlite K1300, manufactured by Teijin Ltd.) and 16 parts of tetrahydrofuran, a solution was prepared by applying a doctor blade on the charge generation layer. It was applied at 80 ° C. for 2 minutes and then dried at 120 ° C. for 5 minutes to form a charge transport layer having a thickness of about 20 μm. 1 was created.

Examples 2 to 33 Example 1 except that the charge generating substance and the charge transporting substance (tertiary amine compound) were changed to those shown in Tables 6 to 10.
The photosensitive member No. 2-33 were created.

[Table 6]

[Table 7]

[Table 8]

[Table 9]

[Table 10]

Example 34 Selenium was vacuum-deposited to a thickness of about 1 μm on an aluminum plate having a thickness of about 300 μm to form a charge generation layer. Next, No. 7 of a tertiary amine compound and a polyester resin (Polyester Adhesive 4900 manufactured by DuPont)
0) 3 parts and 45 parts of tetrahydrofuran were mixed and dissolved to prepare a charge transport layer forming solution, which was applied on the above-described charge generation layer (selenium vapor deposition layer) using a doctor blade, air-dried, and then dried under reduced pressure. Dry under, about 10μm thick
Of the photoreceptor No. of the present invention. 3
4 was obtained.

Example 35 A perylene pigment is used instead of selenium

Embedded image And a tertiary amine compound N as a charge transport material.
o. 7, except that photoconductor No. 7 was used. 35 were created.

Example 36 A mixture obtained by adding 158 parts of tetrahydrofuran to 1 part of Diane Blue (same as that used in Example 1) was ground and mixed in a ball mill. The photosensitive layer forming liquid obtained by adding 12 parts of the tertiary amine compound of No. 7 and 18 parts of a polyester resin (Polyester Adhesive 49000 manufactured by DuPont) and further mixing the resulting mixture with a doctor blade on an aluminum-evaporated polyester film. And dried at 100 ° C. for 30 minutes to form a photosensitive layer having a thickness of about 16 μm. 36 were created.

Example 37 On a polyester film substrate on which aluminum was deposited,
The coating liquid for the charge transport layer used in Example 1 was coated with a blade in the same manner as in Example 1, and then dried to form a charge transport layer having a thickness of about 20 μm. Bisazo pigment (P-2) 13.
5 parts, polyvinyl butyral (trade name: XYHL Union Carbide Plastic Co., Ltd.) 5.4 parts, THF 6
After 80 parts and 1020 parts of ethyl cellosolve were pulverized and mixed in a ball mill, 1700 parts of ethyl cellosolve was added and mixed by stirring to obtain a coating liquid for a charge generation layer. This coating solution is spray-coated on the charge transport layer,
After drying for 0 minutes, a charge generation layer having a thickness of about 0.2 μm was formed. Further, a methanol / n-butanol solution of a polyamide resin (trade name: CM-8000, manufactured by Toray) is spray-coated on the charge generation layer, dried at 120 ° C. for 30 minutes, and dried to a thickness of about 0.5 μm. To form the photosensitive member N
o. 37 were created.

Example 38 76 parts of P-2 as a charge generating substance, 1260 parts of a 2% solution of a polyester resin (Vylon 200, manufactured by Toyobo Co., Ltd.) in tetrahydrofuran, and 37 parts of tetrahydrofuran 37
00 parts were pulverized and mixed in a ball mill, and the resulting dispersion was applied on an aluminum surface of a conductive support made of an aluminum-evaporated polyester base using a doctor blade, dried naturally, and charged to a thickness of about 1 μm. A generating layer was formed. On the other hand, 4′-N, N-diphenylamino-α-phenylstilbene / compound No.
11 parts of a tertiary amine compound (9/1 molar ratio), 2 parts of a polycarbonate resin (Panlite K1300, manufactured by Teijin Limited) and 16 parts of tetrahydrofuran were mixed and dissolved to form a solution. Apply on the generating layer using a doctor blade, at 80 ° C for 2 minutes, then at 120 ° C
For 5 minutes to form a charge transport layer having a thickness of about 20 μm, thereby forming a photoreceptor.

The photosensitive member No. 1-38
Using a commercially available electrostatic copying paper tester (type SP428, manufactured by KK Kawaguchi Electric Manufacturing Co., Ltd.), a corona discharge of -6 KV or +6 KV was performed for 20 seconds, and the surface was charged in a dark place for 20 seconds. The potential Vpo (volt) was measured, and then a tungsten lamp light was applied so that the illuminance on the photoreceptor surface became 4.5 lux, and the time (second) until the surface potential became 1/2 of Vpo was obtained. , Exposure amount E
1/2 (look-seconds) was calculated. Table 11 shows the results.
To 14 are shown.

Further, after charging each of the above photoreceptors using a commercially available electrophotographic copying machine, the photosensitive members are irradiated with light through the original drawing to form an electrostatic latent image, and developed using a dry developer. When the obtained image (toner image) was electrostatically transferred onto plain paper and fixed, a clear transfer image was obtained. Similarly, when a wet type developer was used as the developer, a clear transfer image was obtained.

[Table 11]

[Table 12]

[Table 13]

[Table 14]

[Effects] The photoreceptor of the present invention is excellent not only in photosensitivity, but also has high strength against heat and mechanical shock, and can be manufactured at low cost.

[Brief description of the drawings]

FIG. 1 is a cross-sectional view enlarged in a thickness direction of an electrophotographic photosensitive member according to the present invention.

FIG. 2 is a cross-sectional view enlarged in a thickness direction of the electrophotographic photosensitive member according to the present invention.

FIG. 3 is a cross-sectional view enlarged in a thickness direction of the electrophotographic photosensitive member according to the present invention.

FIG. 4 is a cross-sectional view enlarged in a thickness direction of the electrophotographic photosensitive member according to the present invention.

FIG. 5 is a cross-sectional view enlarged in a thickness direction of the electrophotographic photosensitive member according to the present invention.

FIG. 6 shows Compound No. 1 contained in the photosensitive layer in the present invention. 4 is an infrared absorption spectrum diagram (KBr tablet method) of FIG.

[Explanation of symbols]

 DESCRIPTION OF SYMBOLS 1 ... Conductive support 2, 2 ', 2 ", 2"', 2 '"... Photosensitive layer 3 ... Charge generation material 4 ... Charge transport medium or charge transport layer 5 ... Charge generation layer 6 ... Protection layer

──────────────────────────────────────────────────続 き Continuation of the front page (72) Inventor Hiroshi Adachi 1-3-6 Nakamagome, Ota-ku, Tokyo Inside Ricoh Co., Ltd. (56) References JP-A-4-337673 (JP, A) JP-A-Hei 5-112509 (JP, A) (58) Field surveyed (Int. Cl. ⁷ , DB name) G03G 5/06 312

Claims (3)

(57) [Claims] 1. An electrophotographic photoreceptor comprising a conductive support and a photosensitive layer containing at least one tertiary amine compound represented by the following general formula [Chemical Formula 1] as an active ingredient. . Embedded image (Wherein, R ¹ and R ² represent a hydrogen atom, a substituted or unsubstituted alkyl group or an aryl group, and R ³ represents a hydrogen atom , a substituted or unsubstituted alkyl group, or an alkoxy group, provided that R ¹ And R ² are not hydrogen simultaneously.) 2. The electrophotographic photoconductor according to claim 1, wherein the tertiary amine compound is a compound represented by the following general formula [2]. Embedded image (R ¹ and R ² are the same as defined above) 3. The electrophotographic photoconductor according to claim 1, wherein the tertiary amine compound is a compound represented by the following general formula [Formula 3]. Embedded image (R ^{1 to} R ³ are the same as defined above)