JPS59231543A - Photosensitive body - Google Patents

Abstract

PURPOSE:To obtain an electrophotographic sensitive body capable of continuous copying in many times without any restoration operation and superior in oxidation resistance and mechanical strength by incorporating a hydrazone type compd. and a carbozole type compd. in a carrier transfer phase. CONSTITUTION:A carrier transfer phase contains a hydrazone type compd., such as a compd. of formula II, represented by general formula I in which R<1> is optionally substd. naphthyl; R<2>, R<4>, R<5> are each optionally substd. alkyl, aralkyl, or aryl; and R<3> is H, alkyl, or alkoxy. It also contains a carbazole compd., such as compd. of formula IV, represented by general formula III in which R<6>, R<7> are each H, halogen, optionally substd. alkyl, alkoxy, aryloxy, aryl, amino, or OH; R<8>, R<9> are each optionally substd. alkyl or optionally substd. aryl; and Ar is an optionally substd. divalent carbon aromatic ring group or O or S- contg. heterocyclic aromatic group. A photosensitive body is formed by combining this carrier transfer phase with a carrier generating phase, and it has little electric fatigue, a very long use life, especially long continuous use life, on the contrary to many conventional photosensitive bodies.

Description

DETAILED DESCRIPTION OF THE INVENTION l. Industrial Application Field The present invention relates to a photoreceptor, particularly an electrophotographic photoreceptor, having a carrier generation phase and a carrier transport layer.

2. Prior Art In recent years, in the field of electrophotography technology, a carrier generation layer containing a substance that absorbs visible light and generates charge carriers,
K. proposed that the photosensitive layer of an electrophotographic photoreceptor be constructed by combining this carrier generation layer with a carrier transport layer that transports either or both of the positively and negatively charged carriers generated. In this way, if the two basic functions of the photosensitive layer, charge carrier generation and transport, are divided into separate substances or material systems, it is possible to
The range of materials that can be used in the formation of the photosensitive layer is wide. Moreover, it becomes possible to independently select substances or material systems that optimally perform each function, and by doing so, it is possible to achieve the characteristics required in electrophotographic processing, such as having a high surface potential when charged. It becomes possible to construct a photosensitive layer having excellent properties such as a large charge retention capacity, a large surface strength, a high photosensitivity, and a high stability against repeated use.

Conventionally, as such a photosensitive layer, for example, the following ones are known.

(1) A carrier generation layer made of amorphous selenium or cadmium sulfide and a carrier transport layer made of poly-N-vinylcarbazole are formed into one ff layer.

(2) A layer in which a carrier generation layer made of amorphous selenium or cadmium sulfide and a carrier transport layer containing 2,4.7-)lini)q-9-fluoronone are laminated.

(3) a carrier generation layer made of a perylene derivative;
M layer with a carrier transport layer containing an oxadiazole derivative (US Pat. No. 3,871,882)
(See specification).

(4) A layer in which a carrier generation layer made of chlordiane blue or methylscalyllium and a carrier transport layer containing a pyrazoline derivative are laminated (JP-A-51-9
(See Publication No. 0827).

(5) A layer in which a carrier generation layer made of amorphous selenium or its alloy and a carrier transport layer containing a poly(7-aryl alkane-based aromatic 7-mino compound) are laminated (Patent Application No. 52
-147251 specification).

(6) A structure in which a carrier generation layer containing a perylene derivative and a carrier transport layer containing a polyarylfurcan aromatic heptamino compound are laminated (Pi [1973-
No. 19907 Mei M).

Although many types of photosensitive layers of this type are known, in many conventional electrophotographic photoreceptors having such photosensitive layers, the electricity of the photosensitive layer repeatedly increases during electrophotographic processing. It has the disadvantage of severe mechanical fatigue and a very short service life in °C. That is, even though it is necessary to eliminate the charge in the photosensitive layer when one electrophotographic process is completed and the material is used for the next electrophotographic process,
In this type of photosensitive layer, the discharge speed at the final stage of discharge is extremely low.1 For example, even if the static electricity is removed by exposing a large field of light, it is impossible to completely eliminate the static electricity, and a fairly high residual potential remains. The potential increases cumulatively by repeating the electrophotographic process,
Eventually, due to a small number of continuous copies, the residual potential exceeds its permissible limit and the electrophotographic photoreceptor becomes unusable.

Although it is possible to restore a certain type of photoreceptor to a usable state, the button must be left in a dormant state for a considerable period of time to recover, or the photoreceptor must be subjected to appropriate heat treatment. Moreover, it is not possible to restore the residual potential to a sufficiently lowered state, and therefore, the number of consecutive copies possible before the next unusable state is reached is greatly reduced.

In addition to the above, among conventional photoreceptors, those containing a polyarylfurcan aromatic 7-mino compound in the carrier transport layer are subject to significant deterioration of the photosensitive layer by light, especially ultraviolet light, and from this point of view, it is difficult to maintain durability. The number of times is low (there is a drawback that can be suppressed).

3. Object of the invention The object of the present invention is to have a very long service life with almost no electrical fatigue, and a particularly long continuous service life, and to reduce the residual potential of the photosensitive layer by eliminating electricity so that it does not cause any practical problems. It can not be in extremely low condition.

Therefore, it is possible to perform continuous copying many times without performing a recovery operation, and the photosensitive layer is stable against active species that have oxidizing effects caused by light, temperature, and photovoltaic discharge voltage, and is moreover stable against mechanical damage. The object of the present invention is to provide a photoreceptor that has high strength and can stably perform its functions over a long period of time in these respects.

4. Structure and effects of the invention, that is, the present invention provides a photoreceptor having a carrier generation phase and a carrier transport layer, which comprises a hydrazone compound represented by the following general formula CI) and a hydrazone compound represented by the following general formula (n). The present invention relates to a photoreceptor characterized in that the carrier transport layer contains a carbazole-based compound.

General formula [technique]: ; R''t is a substituted or unsubstituted alkyl group (for example, a methyl group, an ethyl group, a propyl group).

R8 is a hydrogen atom, an alkyl group (as above) or an alkoxy group (such as a methoxy group); , ethoxy group, butoxy group); R4 and R5 are substituted or unsubstituted alkyl groups (same as above), aralkyl groups (
(same as above) or an aryl group (same as above) or an aryl group (same as above). In the case of the above-mentioned substituted groups, the substituents include, for example, methyl group, ethyl group, purpyl group,
Alkyl groups such as butyl groups, methoxy groups, ethoxy groups, alkoxy groups such as butoxy groups, chlorine atoms,
Examples include halogen atoms such as bromine atoms and iodine atoms, dimethylamino groups, diethylamino groups, dibrubilamide groups, and dialkylamide groups such as digitylamino groups. ) General formula [■]: (However, R6 and R? are a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, an alkoxy group, a 7-aryloxy group, or an aryl group.

The same or different groups consisting of an amine 7 group or a hydroxyl group; R6 and RO are the same or different groups consisting of a substituted or unsubstituted alkyl group or a substituted or unsubstituted 7 aryl group; Ar is a substituted or unsubstituted 7 aryl group; Indicates a divalent carbocyclic aromatic ring, a heterocyclic aromatic ring containing an oxygen atom or a sulfur atom. Here, the above-mentioned furkyl group, alkoxy group, aryl group, etc., and further substituents may be the same as those described above. ) The above hydrazone compound according to the present invention has a photocarrier (
In particular, when a photoreceptor is constructed by laminating a conductive support, a carrier generation layer, and a carrier transport layer in this order, carrier generation occurs when the surface of the photoreceptor is negatively charged and exposed. Holes generated in the layer are injected into the carrier transport layer and then efficiently transported to the surface, and an electrostatic charge image with good contrast with the unexposed area can be formed by selectively neutralizing the surface charge. . As described above, although the above-mentioned hydrazone compound has excellent performance, it has been found that the following problems occur when used alone.

That is, the hydrazone compound has poor stability and is easily changed into another substance by the action of ultraviolet light, ozone, or heat, resulting in an increase in residual potential when the photoreceptor is used repeatedly.
The reason for this is not clear at present, but the unstable part in one molecule, especially -CH=N-, is decomposed by ultraviolet light etc. and becomes a radical state, which acts as a hole trap and reduces the residual potential. This is thought to cause an increase in

Therefore, according to the present invention, since the carbazole compound is contained together with the hydrazone compound in the carrier transport phase, the amount of change in residual potential during repeated use can be greatly reduced. this is,
This is thought to be because carbazole compounds also generate photocarriers upon light irradiation, and these photocarriers recombine the trapped holes, or because carbazole compounds preferentially absorb harmful light.

Note that in the present invention, the "phases" of the key rift generation phase and the carrier transport phase mean not only the case where each phase is formed into a layer, but also the case where the respective substances are mixed to form each phase.

5. Examples EMBODIMENT OF THE INVENTION Below, one embodiment of the present invention will be described in detail.

First, specific examples of the hydrazone compound and carbazole compound used in the present invention will be explained.

Examples of hydrazone compounds include the following.

(I-1) (1-2) (I-3) (I-4) (I-5) (I-6) (I-7) (I-8) (I-9) (1-1G) (I-11) (I-12) (I-13) (I-115) (I-16) (I-17) (I-18) OCR.

Cl-19) (I-20) (I-21) The hydrazone compound represented by the general formula (I) has the following general formula: %Formula% (However, SR' and R'' are the same as above.) With hydrazine represented.

It can be synthesized by reaction with an aldehyde represented by the general formula: (Bl , R4, and R1 are the same as described above).

Specific examples of the carbazole compound represented by the general formula (II) are listed below.

(n-1) (n-2) (II-3) (I[-s) (n-6) Cm-7) (If-s) (II-9) (IF-10) (It-11) (If-12) (IF-13) (n-14) (If-15) (IF-16) (II-17') Next, the present invention will be specifically explained with reference to one drawing.

The photoreceptor of the present invention is constructed as shown in FIG. 1, for example. That is, a carrier generation layer 2 containing a carrier generation substance as a main component, which will be described later, is formed on a conductive support l, and a carrier transport layer 2 containing the above-mentioned carrier transport substance as a main component is formed on this carrier generation layer 2. Stack layer 3,
The photosensitive layer 4 is formed by the carrier generation layer 2 and the carrier transport layer 3.
Configure.

Here, as the material of the conductive support l, for example, a sheet of metal such as aluminum, nickel, copper, zinc, palladium, silver, indium, tin, platinum, gold, stainless steel, brass, etc. can be used. The present invention is not limited to these, and for example, as shown in FIG. 2, a conductive layer IB may be provided on an insulating substrate IA to constitute the conductive support 1. In this case, the base IA is a flexible material such as paper or plastic sheet, and is not bendable.
It is appropriate that the material has sufficient strength against stress such as tension. The conductive layer IB can also be provided by laminating metal sheets, vacuum depositing a patterned metal, or by other methods.

The carrier generating FW 42 may be a carrier generating substance described later alone, or a carrier generating substance added with a suitable binder resin, or a substance having high mobility for carriers of specific or non-specific polarity (i.e., a carrier transporting substance). )
It can be formed from K to which is added.

Specific forming methods include a method in which a carrier-generating substance is vacuum-deposited on the support, and a method in which a carrier-generating substance dissolved or dispersed in a suitable solvent is coated and dried.

In this latter method, binder resins and carrier transport substances may also be added, in which case they can be used.

The ratio of carrier generating substance: binder resin: carrier transporting substance is 1 = (0 to 1t) 0): (0 to 50) by weight ratio.
0), particularly 1:(0-1O):(θ-50).

As the material that generates the rays, any of inorganic pigments and organic dyes can be used as long as they absorb visible light and generate free carriers.

In addition to inorganic pigments such as amorphous selenium, trigonal selenium, selenium-arsenic alloy, selenium-tellurium alloy, cadmium sulfide, cadmium selenide, cadmium selenide sulfide, mercury sulfide, lead oxide, lead sulfide, the following representative examples Organic dyes such as those shown in may also be used.

(1) Azo dyes such as monoazo dyes, polyazo dyes, metal complex azo dyes, pilaf 9 fufu dyes, stilbene azo dyes, and thiazole azo dyes (2) Perylene dyes such as perinic anhydride and perinic acid imide (3) anthraquinone derivatives, anthraquinone derivatives, anthraquinone derivatives, vilantrone derivatives,
violantone derivatives and inbiolan) G-one derivatives (4) Indigoid dyes such as indigo conductors and thioindigo derivatives (5) Phthalocyanine dyes such as metal phthalocyanine and thermometal phthalocyanine ( 6) Carbonium dyes such as diphenylmethane dyes, triphenylmethane dyes, xanthine dyes and acridine dyes (7) Quinoneimine dyes such as azine dyes, oxazine dyes and thiazine dyes (8) Methine dyes such as cyanine dyes and azomethine dyes ( 9) Quinoline dyes (10) Nido-based dyes (11) Nitoso-based dyes (12) Benzoquinone and naphthoquinone dyes (13)
Naphthalimide dyes (14) Perinone dyes such as bisbenzimidazole derivatives (15) Quinacridone dyes Also, binder resins used here include, for example, polyethylene, polypropylene, acrylic resin, methacrylic resin, vinyl chloride resin, vinyl acetate. Resin, epoxy resin, polyurethane resin.

Phenolic resin, polyester resin, alkyd resin,
Addition polymer resins, polyaddition resins, polycondensation resins such as polycarbonate resins, silicone resins, melamine resins, and copolymer resins containing two or more repeating units of these resins, such as vinyl chloride-vinyl acetate. Examples include copolymer resins, vinyl chloride-vinyl acetate-mannic anhydride copolymer resins, and the like. However, the binder resin is not limited to these, and all resins commonly used for such purposes can be used.

As the carrier transport substance having a high mobility for carriers of specific or non-specific polarity that can be added to the carrier generation layer, a carrier transport substance used in the construction of the carrier transport layer 3 etc. can be used, but electrophotographic Other carrier transport materials may be used in consideration of the performance as a photoreceptor.

Furthermore, this carrier generation layer is used to improve sensitivity, reduce residual potential, and reduce fatigue during repeated use.

One or more types of electron-accepting substances can be contained.

Examples of electron-accepting substances that can be used here include succinic anhydride, maninic anhydride, dibromaleic anhydride, phthalic anhydride, tetraflulphthalic anhydride,
Tetrapmu phthalic anhydride, 3-2) p phthalic anhydride,
4-nitrophthalic anhydride, peamelitic anhydride, mellitic anhydride, tetracyanoethin, tetracya/quinodimethane.

0-dinitrobenzene, ya-dinitrobenzene, 1.3
．． 5-) Linitobenzene, varanitrobenzonitrile, vicrylic chloride, quinone chlorimide, chloranyl, brumanil, dicyanobarbenzoquinone, anthraquinone, dinitrobenzonitrile, 2.7-
Dinito p-fluorenone% 2,4.7-)lini) a Fluonone, 2,4,5,7-titranito p-fluorenone, 9-fluorenylidene [dicyanomethyl V-nma p-nodinitrile], polynide p-9-fluorenylidene [dicyano methinema rho-nodinitrile], picric acid%0-
Nido p-benzoic acid, p-nitrobenzoic acid, 3,5-dinito μbenzoic acid, pentafluorobenzoic acid, 5-2)-salicylic acid, 3,5-dinito p-salicylic acid, phthalic acid, mellitic acid, other electron affinities Examples include compounds with a large In addition, the addition ratio of the electron-accepting substance is 1 weight ratio: carrier-generating substance: electron-accepting substance = 100:0
．． 01-200 preferably 100: 0.1-100
It is.

The thickness of carrier generation R2 formed by trapping as described above is preferably 0.005 to 20 μm, and preferably 0.005 μm to 20 μm.
．． The carrier transport layer 3 is made by using a mixture of the hydrazone compound and carbazole compound described above as the carrier a transport layer, which is dissolved or dispersed in an appropriate solvent together with an appropriate binder resin as necessary. A method of applying and drying a coating solution obtained by

It can be formed by other methods.

The blending ratio of the hydrazone compound and the carbazole compound is such that the carbazole compound is one part of the total carrier transport substance.
It is appropriate that the amount is at least 80% by weight, and particularly preferably at least 5% by weight.

It is 50% by weight or less. If it is less than 1% by weight, the increase in residual potential during repeated use will be large and it will be difficult to obtain the desired repeated stability.If it exceeds 80% by weight, the carrier transport ability will decrease during repeated use, resulting in a large decrease in charging potential. It is difficult to obtain the desired repeat stability.

Binder resins that can be used in the carrier transport layer include, for example, polyethylene, polyethylene, acrylic resin, methacrylic resin, vinyl chloride resin, vinyl acetate resin, epoxy resin, polyquintan resin, phenolic resin, polyester resin, alkyd resin, and polycarbonate. Addition polymer resin, polyaddition resin, polycondensation resin such as resin, silicone resin, melamine resin, and copolymer resin containing two or more repeating units of these resins 1 For example, vinyl chloride-vinyl acetate copolymer resin Examples include polymer resins, vinyl chloride-vinyl acetate-maleic anhydride copolymer resins, and the like. However, the binder resin is not limited to these.

All resins commonly used for such applications can be used.

The blending ratio of the binder resin and the total carrier transport material is preferably 10 to 500 parts by weight per 10014 parts of the binder resin, and when polycarbonate is used as the binder resin, 10 to 500 parts by weight of the total carrier transport material is used.
It is preferred to use 20 to 200 parts by weight of total carrier transport material per 00 parts by weight as this provides excellent electrophotographic properties.

Furthermore, the above-mentioned electron-accepting substance may be added to this carrier transport layer for the purpose of improving sensitivity and further reducing residual potential or fatigue during repeated use. When this electron-accepting substance is added to both the carrier generation layer and the carrier transport layer, the electron-accepting substances added to each layer may be completely or partially the same, or may be completely different depending on the case. I don't mind. Note that the electron-accepting substance may be added to either one of the carrier transport layers.

The addition ratio of the electron-accepting substance to the carrier transport layer is the total carrier-transport substance: electron-accepting substance = ioo:
0.01-100 preferably 100: 0.1-5
It is 0.

The thickness of the carrier transport layer 3 formed in this way is 2
~100 μm, preferably 5 to 30 μm.

The electrophotographic photoreceptor according to the present invention is made of cyanide as described above, and as is clear from the Examples and Comparative Examples described later,
Even when the photosensitive layer is continuously subjected to electrophotographic process, the electrical fatigue of the photosensitive layer is small, so that there is no cumulative increase in residual potential that cannot be removed in the photosensitive layer 4, and therefore a long service life is achieved. In addition, there are no restrictions on continuous copying, and it is possible to always stably form a copied image without capri in the background area.

Further, the electrophotographic photoreceptor according to the present invention is an exposure lamp.

It is highly stable against deterioration factors such as photochemical reactions caused by active light irradiated from the erase lamp, oxidation effects caused by active species generated by corona discharge, and the upper limit of internal temperature, and improves acceptance potential, sensitivity, and residue in bright places. There is little change in characteristics such as electric potential over time, so there is little natural deterioration due to use, and maintenance and handling are extremely simple. Furthermore, the carrier transport layer 3 can contain a binder resin at a relatively high concentration without impairing its good properties, thereby increasing the mechanical strength of the photosensitive layer 3. This increases resistance to mechanical damage, such as development resistance and cleaning resistance, and in this respect, the service life becomes longer.

As described above, by configuring the carrier transport layer 3 as described above, the electrophotographic photoreceptor has the characteristic that it can maintain stable performance especially during continuous use.

According to the electrophotographic photoreceptor according to the present invention, the carbazole impregnated conductor represented by the general formula (n), which is one element of the carrier material and quality used in combination with the carrier-generating substance, is itself UV-resistant. It is a photoconductive substance that generates carriers when exposed to light, and the carriers generated by ultraviolet light neutralize holes trapped in the layer containing the carrier transport substance, thereby improving carrier transport efficiency. It is presumed that excellent characteristics can be obtained. what if,,
When only the carbazole derivative is used as the carrier transporting substance, the carrier transporting function is poor and carriers from the carrier generating substance cannot be efficiently transported. Also,
If only the hydrazone derivative represented by the above general formula (I) is used, the carrier transport function is excellent, but it deteriorates due to active species with oxidizing action generated by ultraviolet light, temperature, and corner discharge, and in the process of repeated use. The disadvantage is that the transportation function is reduced.

That is, 1. The sufficient effects of the present invention are exhibited by a photosensitive layer containing a combination of the hydrazone derivative represented by the general formula (I) and the carbazole derivative represented by the general formula (n) as a carrier transport substance. .

The present invention has been described above with reference to the specific configuration example shown in FIG. 1 or 2, but one aspect of the present invention will be described.

It is sufficient if the above-mentioned components are contained as a carrier transport layer to be combined with a carrier generation layer.
The mechanical structure of the electrophotographic photoreceptor can be arbitrarily selected.

For example, as shown in FIG. 3, a suitable intermediate layer 5 may be provided on the conductive support 1, the carrier generation layer 2 may be formed through this, and the carrier transport layer 3 may be formed thereon. .
This intermediate layer 5 has a function of preventing free carriers from being injected into the photosensitive layer 4 from the conductive support l when the photosensitive layer 4 is charged, and also has the function of preventing the photosensitive layer 4 from being injected into the photosensitive layer 4 in one body with the conductive support. It can have a function as an adhesive layer for adhering to. Materials for the intermediate layer 5 include metal oxides such as aluminum oxide and indium oxide, acrylic resins, methacrylic resins, vinyl chloride resins, vinyl acetate resins, epoxy resins, polyurethane resins, phenol resins, polyester resins, alkyd resins, and polycarbonates. Resin, silicone resin, melamine resin, vinyl chloride-vinyl acetate copolymer resin, vinyl chloride-vinyl acetate-
A polymeric material such as mannic anhydride copolymer resin can be used.

Further, as shown in FIG. 4, at 5, on the conductive support 1.

The intermediate transport layer 3 with or without the intermediate layer 5
The photosensitive layer 4 may be constructed by forming the carrier generating layer 2 thereon.

Further, FIG. 5 shows a photosensitive layer 4 in which the above-mentioned carrier-generating substance is solidified with the above-mentioned hydrazone-based compound and carbazole-based compound (that is, it consists of a mixed layer of a carrier-generating substance phase and a carrier-transporting substance phase). An example of the formation is shown below.

Hereinafter, the present invention will be described in more detail with reference to specific examples.

Example 1 A vinyl chloride-vinyl acetate-maleic anhydride copolymer [Eslec M
Made of P-10J (manufactured by Tsukimizu Kagaku Kogyo Co., Ltd.) with a thickness of approximately 0.
．． A 1 μm intermediate layer was provided.

Next, 1.59 of a bisazo compound represented by the following structural formula (I [ , and was sufficiently dried to form a carrier generation layer with a thickness of about 0.3 μm.

On the other hand, a hydrazone compound 10.5.9 represented by the following structural formula (1-1) and a styryl compound 4.59 represented by the following structural formula (I[-13)] are 1.2- diku p luethane 100
d, and the resulting solution was applied onto the carrier generation layer using a doctor blade and dried at 80°C for 1 hour to form a carrier transport layer with a thickness of 15 μm. An electrophotographic photoreceptor (sample 1) was prepared.

Structural formula (I-1): Structural formula (If-13): Example 2 The present invention was prepared in the same manner as in Example 1 except that the exemplified compound of the structural formula (Ni 2) described above was used as the hydrazone compound. An electrophotographic photoreceptor (Sample 2) was prepared.

Example 3 An electrophotographic photoreceptor (sample 3) of the present invention was prepared in the same manner as in Example 1 except that a compound represented by the following structural formula (II-18) was used as the styryl compound.

Structural formula (If-18): Example 4 Compound Cl-1)xo used in Example 1, 5. p and compound (n-13) 4.1 and tetodipmu phthalic anhydride 0D
39 and polycarbonate resin 15.9 were dissolved in 100 m of 1,2-dichloroethane, and the resulting solution was applied using a doctor blade onto the carrier generation layer prepared in the same manner as in Example 1. It was dried at .degree. C. for 1 hour to form a carrier transport layer with a thickness of 15 .mu.m, thereby producing an electrophotographic photosensitive body (Sample 4) of the present invention.

A carrier transport layer forming solution containing no styryl compound of the present invention was prepared by dissolving 1001 nlK of cool ethane. This solution was applied onto the same carrier generation layer as in Example 1 to form a carrier transport layer with a thickness of 15 μm, thereby producing a comparative electrophotographic photoreceptor (Comparative Sample 1).

Comparative Example 2 A carrier transport layer forming solution was prepared which did not contain the above-mentioned hydrazone compound of the present invention in addition to the styryl compound represented by formula (n-13).

This solution was applied onto the same carrier generation layer as in Example 1 to form a carrier transport layer with a thickness of 15 μm, thereby producing a comparative electrophotographic photoreceptor (Comparative Sample 2).

Samples h1 to 4 obtained in each of the above Examples and Comparative Examples
And comparison sample 1~tic2
P-428ya (newly manufactured by Kawaguchi Electric Co., Ltd.) VC installed,
A charging operation is performed for 5 seconds with the voltage applied to the charger discharge electrode set to -6 kV, and the charging potential Vo (V) on the surface of the photosensitive layer immediately after this charging operation and the amount of irradiation light necessary to attenuate this charging potential Vo to % E3A (1lx-
see) was measured. The results are shown in Table IK below.

(The following margin continues on the next page) Table-1 Also, samples 11hl, N113 and comparative samples lllll1
1. Ultra-high pressure mercury lamp "8HL-100UVJ ((
When a similar measurement was performed by irradiating the light (manufactured by Tokyo Shibaura Electric Co., Ltd.) for 30 seconds at a distance of 5 crrL, it was found that for samples > i, V
o = -770 (vl, E 34 = 2.6 (1x
-see ) s For sample tooth 3, Vo = -780 (vl,
There was little change, E3'i=2.7 (Ax-see). On the contrary, for comparison sample 1, Vo=-91
5(v), E%=3.5 (lx-sec), and the sensitivity was significantly lowered.9 The stability of the photoreceptor of the present invention against ultraviolet rays was confirmed.

Furthermore, the sample 1'bl-rk4 and comparative sample teeth 1 to 1
'lh2 dry electrophotographic copying machine U-nlx 2000
R (manufactured by Konishiroku Photography Co., Ltd.) for continuous copying, and the black paper potential Vo (v
1 and white paper potential VW (v) were measured before development using an electrostatic voltmeter 144D-IDW (manufactured by Monp Corporation Inc. Inc.). The results are shown in Table 2 below.

Note that the black paper potential here refers to the surface potential of the photoreceptor when the above copying cycle is performed using black paper with a reflection intensity of 1.3 as the original, and the white paper potential refers to the surface potential of the photoreceptor when the original is a black paper with a reflection intensity of 1.3. Represents the surface potential of the body.

Further, in Table 2, the upper row indicates the black paper potential Vb M, and the lower row 0 indicates the white paper potential Vw (v). Note that the amount of variation ■ indicates an increase, and the amount e indicates a decrease.

(The following margins continue on the next page) Table 2 From the results of Table 2, the amount of variation in black paper potential and white paper potential after 5000 copies compared to the initial black paper potential and white paper potential for all photoconductors of the present invention. However, in the photoconductor of comparative sample 741, the fluctuations in both potentials are large.The image after 500 fpp has significant background fog, and in the photoconductor of comparative sample N12, the black paper potential decreases. It is understood that the image density decreases significantly.

[Brief explanation of the drawing]

The drawings illustrate embodiments of the invention. 1, 2, 3, 4, and 5 are cross-sectional views of a portion of each side of the photoreceptor. In addition, in the symbols used for the drawing buttons. 2...Carrier generation layer 3...
. . . Carrier transport layer 4 . . . Photosensitive layer. Representative Patent Attorney Hiroshi Aisaka (and 1 other person) No. 11η Figure 2 is also 31 cases

Claims (1)

[Scope of Claims] l. A photoreceptor having a carrier generation phase and a carrier transport layer, in which a hydrazone compound represented by the following general formula CI) and a carbazole compound represented by the following general formula [Wataru] are A photoreceptor characterized in that the carrier is contained in a carrier transport layer. General formula [I]: A (However, R1 is a substituted or unsubstituted naphthyl group; R2 is a substituted or unsubstituted alkyl group. 7ralkyl group or aryl group; R1 is a hydrogen atom, a furkyl group, or an alkoxy group; R4 and R1 represent the same or different groups consisting of a substituted or unsubstituted alkyl group, 7ralkyl group, or 7aryl group 6) General formula [■]: (However, R6 and R? are hydrogen atoms and Hagn atoms. The same or different groups consisting of substituted or unsubstituted furkyl group, alkoxy group, aryloxy group, aryl group, amino group or hydroxyl group; R1 and Ro are substituted or unsubstituted furkyl group or substituted or unsubstituted aryl group Mutually identical or different groups consisting of; A
r represents a substituted or unsubstituted divalent carbocyclic aromatic ring, an oxygen atom or a sulfur atom-containing heterocyclic aromatic ring; )2,
At least one of the carrier generation phase and the carrier transport layer contains an electron-accepting substance. *Photoreceptor described in item 1 of the scope of claims. 3. The photoreceptor according to claim 1 or 2, wherein a photoreceptor layer consisting of a laminate of a carrier generation layer and a carrier transport layer is provided on a conductive support.