JPS61103157A - Electrophotographic sensitive body - Google Patents

Abstract

PURPOSE:To enhance heat and light stability and carrier generating stability by forming a photosensitive layer cong. a specified azo pigment on a conductive substrate. CONSTITUTION:The azo pigment to be used is represented by formula I in which X is O or S or a group of formula II; a1 is H, lower alkyl, halogen, or alkoxy; a2, a3 are each optionally substd. phenyl, H, or lower alkyl; and Cp is a coupler residue. This pigment is used only as a superior carrier generating material, and another material is used as a carrier transfer material, that is, the azo pigment is used as the carrier generating material of the functionally separated type electrophotographic sensitive body, thus permitting the obtained electrophotographic sensitive body to be superior inphysical film properties, electrophotographic characteristics, such as electrostatic charge retentivity, sensitivity, and resistance to occurrence of residual potential, small in fatigue deterioration due to repeated uses, its characteristics to be prevented from heat and light, and stably exhibited.

Description

[Detailed description of the invention] Industrial application field The present invention relates to a Seiko photographic photoreceptor, and more particularly.

This invention relates to a novel Seiko photographic photoreceptor having nine layers containing an azo pigment.

More specifically, the present invention relates to a highly durable electrophotographic photoreceptor that is still sensitive and suitable for repeated use.

(13) Prior art and its problems Takumi-Giko photographic photoreceptors include selenium, zinc,
Photosensitive materials containing S isomoto conductors such as cadmium sulfide as a main component are widely known.

However, these are not necessarily satisfactory in terms of sensitivity, thermal stability, moisture resistance, durability, etc.

Furthermore, in particular, selenium and cadmium sulfide have limitations in production and handling due to their toxicity.

On the other hand, the manufacturing process of the photoreceptor, which has a photosensitive layer metal mainly composed of 4 elements, 1 element, and 1 element, is much faster to manufacture. , IS! compared to selenium photoreceptors in general.

It has many advantages, including excellent thermal stability, and has attracted a lot of attention in recent years.

As such a 1M Shinmoto conductive compound, BoIJ-
N-vinylcarbazole is well known, and this and 2
．． 4.7- An electrophotographic photoreceptor having a photosensitive layer mainly composed of a charge transfer complex formed with a Lewis acid such as trinitro-9-fluorenone is not necessarily satisfactory in terms of sensitivity and durability.

10,000, a laminated or dispersed type photoreceptor with separate carrier generation function and carrier transfer function is divided into separate negative parts, and a wide selection range of materials is available. It has the advantage that it is relatively easy to produce a g-photosensitive member having arbitrary electrophotographic properties such as characteristics, sensitivity, and durability.

Conventionally, various carrier-generating substances or carrier-transferring substances have been proposed.

For example, a photoreceptor having a photosensitive capacity of 1 ψ and having a combination of a carrier generation layer made of amorphous selenium and a carrier transfer layer mainly made of triboly N-vinylcarbazole has been put into practical use.

However, the carrier generation layer made of amorphous selenium has a disadvantage of poor durability.

In addition, various proposals have been made to use organic dyes and pigments as carrier-generating materials. No. Publication, JP-A-52-4
No. 241, Japanese Patent Application Publication No. 54-46558, Japanese Patent Publication No. 11945/1980, etc. are already known.

However, these azo pigments are not necessarily satisfactory in terms of properties such as sensitivity, durability, and stability upon repeated use.

The selection range of carrier transfer substances is also limited.

The problem is that no one has yet been able to fully satisfy the broad demands of the electrophotographic process.

(C1 Purpose of the Invention The purpose of the present invention is to provide an electrophotographic photoreceptor containing an azo pigment that is stable to heat and materials and has excellent carrier generation ability.

The purpose of the pond of the present invention is to have high sensitivity, small residual loading, and
In addition, their characteristics do not change even after repeated use.
An object of the present invention is to provide an electrophotographic photoreceptor with excellent durability.

Still another object of the present invention is to provide an electrophotographic photoreceptor containing an azo pigment that can effectively function as a carrier generating substance even in combination with a wide range of carrier mobility properties.

cl)) Structure of the Invention In order to achieve one or more objects, the present inventors conducted research and discovered that an azo pigment represented by the following general formula (1) can act as an active ingredient of a photoreceptor.

This completes the present invention.

type, lower alkyl, halogen, lower alkoxy, and a2 and a5 are substituted, non-(substituted) phenyl-hydrogen.

It is lower alkyl, and Op is a Gular residue. )
Op is a Kaglar residue At-base which reacts with a diazo group, and a cast Kaglar residue represented by the following general formula (Il) is particularly effective.

“・Y” ’%Y/ ゛・Y7 [In the formula, Y is condensed with a benzene ring to form naphthalene.

A polycyclic aromatic ring such as an anthracene ring, or a carbazole ring, a benzothorbazole ring fused with a benzene ring,
Indicates the atomic groups necessary to form a dipendifuran ring.

R1 is an optionally substituted alkyl group (eg.

Methyl group, ethyl group, n-propyl group, 1so-propyl group, n-butyl group, se1'-butyl group, amyl group,
1-octyl group, benzyl group, P-chlorobenzyl &,
3.4-dichlorobenzyl group, P-methylbenzyl group,
2-phenylethyl group, α-naphthylmethyl group, β-naphthylmethyl group) aryl group (e.g. phenyl group, tolyl group, xylyl group).

biphenyl group, chlorophenyl group, dichlorophenyl group, bromphenyl group, methoxyphenyl group.

Ethoxyphenyl group, butoxyphenyl group, phenoxyphenyl group, nitrophenyl 4.77nophenyl group, hydroxyphenyl group, carboxyphenyl group -N, N-
dimethylaminophenyl i, aIα, α-trifluoromethylphenyl group, methylthiophenyl group, α-naphthyl group, β-naphthyl group, etc.) R2 is 几1 and a heterocyclic group (for example, thiazolyl group, 5-nitrothiazolyl group, Carbazolyl group, indolyl group, pyrrolyl group, acridyl group, benzo(b)thiophenyl, benzimidazolyl group, oxasilyl group, chlorooxasilyl group, triazolyl group.

piperidyl group, pyridyl group-quinolyl group).

Melting, 0.8. -NH, 几4. R5 is hydrogen 1gL
4 alkyl groups, nitro groups, and methoxy groups.

Indicates ethoxy group, acetyl group, cyano group, and halogen.

Z is a chain hydrocarbon necessary to form a 5-membered ring or a 6-membered ring. ] That is, in one aspect of the present invention, an azo pigment represented by the general formula ([) is used as a light-conducting substance constituting a photosensitive layer of an electrophotographic photoreceptor.

Further, only the excellent carrier generation ability of the azo pigment of the present invention is utilized, and carrier generation and 411111 are performed using separate substances.

By using it as a carrier-generating material in a so-called functionally separated electrophotographic photoreceptor, it can be pumped into the membrane and improve electrophotographic properties such as load retention, sensitivity, and residual focus, and when used repeatedly. In addition, it is possible to produce an electrophotographic photoreceptor that exhibits stable characteristics, with less 4fL fatigue deterioration, and the above-mentioned spinal pressure does not change even when exposed to heat or heat.

Specific examples of azo pigments useful in the present invention represented by the above general formula include those having the following Kozo formula, but the azo pigments of the present invention are not limited thereby.

Exemplary azo pigment The tetrakis azo pigment represented by the general formula (IJ) is represented by the general formula (wherein, X and al are the same stripes as above).
Azo 1 arsenic 1 and then the corresponding katar 1 are coupled to a valent amine 1 in the presence of an alkali, or a diazonium@gold borofluoride salt or a zinc chloride salt of the above-mentioned amine is coupled by a conventional method. Once isolated in the form of fC, tentatively,
A suitable solvent (e.g. N,N-dimethylformamide,
It can be easily synthesized by coupling reaction with Kaglar in the presence of an alkali in dimethyl sulfothide, dioxane, etc.).

Next, a method for synthesizing a representative example of the azo pigment used in the present invention will be described.

Synthesis Example (Exemplary Pigment 52) 4,4'-diaminodiphenylmetha
ne 2. Of,! : P-nitrobenfy
Dimet lbromide 7.5 t
Soaked in hylsulfoxide 40-2.5 N
- NaOH water bath [20 d't'' is gradually added dropwise at room temperature for 30 minutes. The reaction solution becomes red with the dropwise addition.
Then, orange lees crystals begin to precipitate.

After the dropwise addition was completed, stirring was carried out for 3 hours, the precipitated crystals were taken out, thoroughly washed with water, and then mixed with methanol.
When heat flow is performed with 100 ml, the first orange color of the tree is 4.29.
get. Melting point: 250°C or above Tetranitroben thus obtained
The iy1 body is reduced by a prescribed method to produce yellow-white Tetr.
aamin.

Obtain 1 benpy. (Structural formula below)%Formula%) This powder was 134
The absorption shown by the nitro group of 0tan-1 disappears, and a new 32
00o++, 3310crR, 3390cm%
Absorption based on amino groups was observed.

The 4,4'-tetra thus obtained
(amino-benj71ami, no) di
phenylmethane O,62t (0,OQ
1 mole) was added to 1.5-concentrated hydrochloric acid and 40 m of dimethyl sulfoxide, completely dissolved, and 0.32 (
A bath liquid in which 0,00435 mole of sodium nitrite was dissolved in water was added dropwise under water cooling, and the mixture was allowed to cool for about 1 hour. Next, activated carbon was added and filtered, and tetrazonium g,
I got it.

As a coupling component, 1.6 f (0,0042 mole) of benzocarbazole having the following structure was mixed with 50-dimethylformamide and 3. The mixture was dissolved in a bath of water and cooled to 0-5°C. Next, drop it into the above diazonium@total coupler liquid, and the black-blue base produced
The mixture was kept at a temperature of 10° C. and further stirred for 3 hours.

The generated precipitate #1 was filtered, thoroughly washed with acetone, then with water, and finally with dimethylform. After drying,
．． 49 black-blue powder was obtained. Melting point is 320-325.5
It was ℃. The IR spectrum (KBr tablet method) of the azo pigment thus obtained is shown in FIG.

Other azo pigments of the present invention can also be obtained according to the above synthesis example.

The Haruko photographic photoreceptor of the present invention has a photosensitive layer containing two or more azo pigments each represented by the general formula +1). Various types of photosensitive layers are well known, and the photosensitive layer of the photosensitive member for photosensitive photography of the present invention may be in any of them. Usually, the type of photosensitive material illustrated in the arrow is used.

■ Photosensitivity consisting of azo pigment j- ■ Azo pigment dispersion in binder '''°1
・ Layer ■ A photosensitive layer in which an azo pigment is dispersed in a well-known "heart charge transfer layer";
A photosensitive layer is formed by laminating a charge transfer layer containing four well-known charge transfer substances on this photosensitive layer.The azo pigment represented by the above general formula generates charge carriers with extremely high efficiency when it absorbs one element t-. Although the generated carriers can be transferred using an azo pigment as a medium, it is preferable to transfer the carriers using a well-known "charge transfer material" as a total medium. From this point of view, photosensitive layers with the shapes of ■ and ■ are particularly preferred.

The electric charge is generally divided into two types: multi-motive substances and hole-transfer substances, but both can be conveniently used in the photosensitive layer of the photoreceptor of the present invention.

It can also be used as a mixture of things that have the same function but that have a separate ridge south of the cut north. Substances that can transfer electrons include electron-withdrawing compounds having a nitro group, cyano group, ester group, etc. ), nitrated fluorenone such as 2.4.5.7-titranitrophylolenon, or tetracyanoquinodimethane, tetracyanoethylene, 2.4.5.7-titranitroxanthone.

2.4.8-) Compound 1 such as linitrothioxanthone.

Polymerized compounds of these electron-recoverable compounds can be used.

As a moving medium for the housing and the hole, examples of the parent-donating radical-containing compound include the following.

Hydrazones 02H5 Pyrazolines 02 Hs Diarylalkanes -05H7 -05H7 -05H1 -05H7 2H5 -0sH7 Ot+S 04H13 Alkylene diamines Dibenzylanilines Triphenylamines OH3U85 Diphenylbenzylamines Triarylalkanes CH2 0H5 H Oxadiazoles Examples include anthracene oxazole JA (thiazole JA). Other polymeric polymers include poly(1J-N-vinylcarbazole), halogen-based poly(N-vinylcarbazole), polyvinylpyrene, polyvinylanthracene, polyvinylacridine, polyglycidylcarbazole, polyvinylacenaphthylene, ethylcarbazole-formaldehyde resin, etc. can also be used.

The carrier transfer substance is not limited to those described herein, and when used, one or more carriers or multiple substances may be used in combination.

The photoreceptor for photoreceptors of the present invention can be manufactured according to conventional methods.

For example, a magnetron photographic photoreceptor having the above-mentioned type (1) is prepared by applying a coating solution obtained by dissolving or dispersing the azo steel represented by the general formula (1) in an appropriate medium to a magnetic support. A copy cloth is placed on the body, and when dried, it usually has a thickness of several μm to several tens of μm.
It can be manufactured by forming a photosensitive layer having a thickness of .

Media for preparing ID bags include basic bath agents that dissolve tetrakisazoles such as n-butylamine and ethylenediamine, ethers such as tetrahydrofuran and 1,4-dioxane, and ketones such as dimethyl ethyl ketone and cyclohexane. Dissolution: Aromatic hydrocarbons such as toluene and xylene: Aprotic polar solvents such as N,N-dimethylformamide, acetonitrile, N-methylpyrrolidone and dimethyl sulfoxide: Alcohols such as methanol, ethanol and ingropanol JA: Ethyl acetate Examples include media for dispersing azo pigments such as esters such as methyl acetate and methyl selonol acetate, dichloroethane, and chlorinated hydrocarbons such as chloroform.

When using a medium that completely disperses the azo pigment.

It is safe to make the azo pigment into fine particles with a particle size of 5 μm or less, preferably 3 μm or less, and optimally 1 μm or less.

Further, as the d-conducting support on which the photosensitive layer is formed, any of those employed in well-known bevel photographic photoreceptors can be used for TF.

Specifically, one example is a metal drum made of aluminum, copper, etc.
Examples include sheets, laminates of these metal foils, and vapor-deposited proboscises.

In addition, metal powder beds, carbon plastic films, plastic films, glass drums, and paper coated with conductive materials such as carbon plastic, iodine copper, and urethane A together with suitable binders are also available. etc. can be shot.

Other examples include glass sheets and drums that are conductive and have conductive materials such as metal powder, carbon black, and broiled fibers.

The coating used for removing the entire photosensitive layer IJv and ζ of the type ⑶ above;
It is possible to produce a 78 electrophotographic photoreceptor having the following type of photosensitive material.

In this case, the medium for the coating liquid is preferably a binder.

Styrene and vinyl acetate are used as binders.

Electropolymers and copolymers of vinyl compounds such as acrylic esters and methacrylic esters, phenoxy resins, polysulfones, arylate resins, borica: J Kei 1-44
1-''゛) 17% A/C1-2z2% Polymers such as cellulose ether, urethane resin, epoxy resin, and acrylic polyol resin can be mentioned.

The amount of binder used is usually 0°1 to 5% per azo pigment.
The range is twice the weight.

In addition, in forming this type of photosensitive WI, fine particles, for example, 3 in diameter, are added to the bisazo pigment r binder.
It is preferable that the particles exist in the form of fine particles of 1 μm or less, particularly 1 μm or less.

Similarly, if we understand that the charge transfer medium is included in the coating liquid used in the gap for forming the photosensitive layer of the type (1) above, it is possible to manufacture a photoreceptor for photosensitive photography using the photosensitive layer of the type (2) above. I can do it.

Turtle cargo transfer! #As the medium, any of those exemplified above can be used.

Although charge transport media such as polyvinyl carbazole and polyglycidyl carbazole can themselves be used as binders, it is preferable to use other media as binders.

As the binder, any of those exemplified above can be used.

In this case, the amount of binder used is usually 5
to 1,000 times the weight of the binder, and the charge transfer medium usually ranges from 0.62 to 1.5 times the weight of the binder, preferably from 0.3 to 1.2 times the weight of the binder. If it is a charge transfer medium that can be used as a bud binder,
It is used 5 to 10 times better than the azo pigment.

In this type of photosensitive layer, it is preferable that the tetrakisazo pigment is contained in a charge transport medium and a binder in the form of fine particles, as in the case of the above-mentioned type (2).

A pot cloth obtained by mixing a charge transfer medium with a suitable medium is applied onto the photosensitive layer of the types ① to ② above.

By drying and forming a relaxed charge transfer layer, it is possible to produce a photoreceptor for photographic use having the above-mentioned type (1).

In this case, the photosensitizers of types ① to ① above play the role of inducing a stimulant. It is not necessarily necessary to provide the tortoise transfer layer on the upper part of the tortoise layer, but it may be provided between the tortoise layer and the quaternary support. However, the former, such as ZJ3, is preferable in terms of durability.

The formation of hJ and 6-layers is carried out in the same manner as the formation of the photosensitive layer 1 of (2) above. That is, the azo pigment may be removed from the propagation liquid for forming the photosensitive layer described in (1) above, and the resultant liquid may be used as subliquid 4. Normal charge generation Iψ is 5 to 50μ
The thickness is m. Of course, the photosensitive layer of the electrophotographic sensitive element of the present invention may contain a known sensitizer.

Suitable sensitizers include Lewis dye dyes that form charge transfer complexes with 1M sensitizers.

Examples of Lewis acids include chloranyl, 2,3-cyclo-1,4-naphthoquinone, 2-mefk anthraquinone, 1-nitroanthraquinone, 1-chloro-5-nitroanthraquinone, 2-chloroanthraquinone, and phenanthrenequinone. aldehydes such as 4-nitrobenzaldehyde, 9-benzoylanthracene, indandio7.3.5-dinitrobenzopheno7.
3.3'.

5. Ketones such as 5'-tetranitrobenzophenone,
Phthalic anhydride, 4-chlornaphthalic anhydride.

Tetracyanoethyln, terephthalmalonnitosyl.

Cyano compounds such as 4-nitrobenzalmalonenitrile =
Examples include phthalide-like compounds such as 3-benzalphthalide, 3-(α-77/-P-nitrobenzal) phthalide, and 3-(α-cyano-P-nitrobenzal) phthalide.

Chestnut family includes, for example, triphenylmethane dyes such as methyl violet-brilliant green and crystal violet, thiazine dyes such as methylene blue, quinone dyes such as quinizarin, and cyanine dyes, biryllium salts, thiapyrylium salts, and pe/zovirilium salts. Can be mentioned.

In addition to these, inorganic particles such as selenium and selenium-arsenic alloys, organic pigments such as @-phthalocyanine M#+, and perylene pigments may also be contained.

Furthermore, the photosensitive layer of the electrophotographic window element of the present invention is formed by forming a film, 1
It may contain a well-known plasticizer to improve the properties, burnability, and mechanical strength. As an OT plastic agent.

Methyl ester, phosphate ester, epoxy compound,
Chlorine ratio paraffin, chlorinated fatty acid ester.

Examples include aromatic compounds such as methylnaphthalene.

Moreover, it goes without saying that an adhesive layer and an intermediate Jψ-transparent insulating layer may be provided as necessary.

The photoreceptor using the azo face #jF of the present invention has high sensitivity,
The color sensitivity is also good, and when used repeatedly, the sensitivity and color decrease.
There is less variation in color quality and less light fatigue.

It is also extremely durable.

Further, the photoreceptor of the present invention can be used in an electrophotographic printing machine.
Braun tube (CRT), light emitting diode (LED)
- It can be widely used in the application field of single-child photography, such as the photoreceptor of a printer used as a light source.

The present invention will now be described in more detail with reference to Examples, but the present invention is not limited to the following Examples unless the gist thereof is exceeded.

Example 1 Polyester film laminated with aluminum foil (Albet 85 manufactured by Daido Kako Co., Ltd. Aluminum film thickness 10μ
) on a 4-layer support consisting of vinyl chloride:vinyl:maleic anhydride copolymer (Eslec MP-
10) Form a 0.05 μ thick intermediate layer consisting of 1 example azo pigment boiled 5 29 and polyarylate resin (Unitika #U-100) 29 with 1,2-dichloroethane 100
- Then, dry 5# of azotinaceae obtained by dispersing it in a paint conditioner for about 1 hour on the intermediate layer. A carrier generation layer was formed by drying the leprosy cloth so that the subsequent film thickness was 0.3μ, and then a carrier generation layer of 5avJ was added.
JRN, N-dibenzylaminobenzaldehyde-1
, 1-diphenylhydrazone, 5 ft-polyarylate resin and 7 t of 1,2-dichloroethane were dissolved in a 50 dK bath and dried on an rA cloth to form a carrier transfer layer so that the film thickness after drying was 12 μm.

The photographic photoreceptor of the present invention was t1/11:s. After the photoreceptor was subjected to lightning protection for -1 week at a room temperature of 30°C in the dark, it was loaded into a photographic photoreceptor paper testing device "5P-428J (Kawaguchi Military Machine Manufacturing Reduction)" and the following undercoat was used. Sex trial party Natsu friend.

That is, obi m! A low voltage of -6 kV is applied and the photosensitive/@ is charged by corona discharge for 5 seconds, and the potential Vo(-
V), then irradiation with a source from a halogen lamp with the illumination intensity on the surface of the photosensitive layer at 301 ux is carried out to make the surface potential of the photosensitive layer J* falsely reduced.
ux・sec) was calculated. Also, the surface potential after exposure with A light intensity of 301 ux/sec.

That is, the residual potential Eso (-V) was determined. similar measurement gold 5
This was repeated 00 times. In addition, as a residual potential dark color light, a tungsten lamp was used as a light source at 3001 ux and 0.
The irradiation exposure was repeated for 3 seconds to bring the residual potential of the metal to t-O.

The results are shown in Table 41.

Table 1 Examples 2 to 6 As carrier generating substances, exemplified azo pigments 17 and 2, respectively.
0.25.4 = 4L6ot - used tcp = force a, fumA total of 5 types of Hiroko photographic photoreceptor gold bottoms of the present invention were prepared in the same manner as in Example 1 - the same percentage test was carried out for each of them. Ta. Shaodong V: i! This is the route shown in Table 2.

(Left below) 'j・ Real 7Ji! isuj7 Outside of a 60m diameter drum made of aluminum (&11
Form an intermediate IfI with a thickness of 0.02μ made of butylene resin (polymerization degree of about 700, manufactured by Wamoto Junraku) on the surface of 1. '
A dispersion obtained by adding 71 G to 100 g of tetrahydrofuran (corrected) and leaving it for about 3 hours using a paint conditioner, the film thickness after drying on the intermediate layer is 0.
．． Dry <i to generate carrier/fl so that it becomes 3μ
lit was formed. Transferring the carrier mvlJ negative N, N-diallylaminobenzaldehyde-1-phenyl-1-methylhydrazone 102 with polycarbonate resin (Yuto Panlite L-1250) 12F to this carrier Yuyu 1gI, 1,2- dichloroethane 1
A drum-type ridged photographic photoreceptor according to the present invention was prepared by drying the carrier transfer layer using a bath number of 00-0 to obtain a film #15μ after drying.

When this electrophotographic photoreceptor was installed in our modified commercially available cartridge-type area photographic copying machine and a copy image was formed, a clear visible image with high contrast and faithful to the original was obtained. Ta. The copying process was repeated 1000 times, and the 41st OT visual image was obtained at the last one.

Example 8 The reflection spectrum of the drum photoreceptor obtained in Example 7 was measured using an integrating sphere'f! :Equipped with a minute element meter (Shimadzu UV-
365), the mosquito large absorption tentative length in the near-infrared region from the m region is 755 nm, and 6
It was found that the wavelength was around 75 nm.

Furthermore, the spectral sensitivity of the photosensitive material between 800 nm and 800 nm was measured using a monochromator, and the results are shown in Figure 2.

A He-Ne laser (632,8
It was found that the photoconductor was sufficiently durable for practical use even when using a light emitting diode (670 nm), a semiconductor laser (7 g Q nm), and a light emitting diode (670 nm).

On an At plate with noticeable surface oxidation, a styrene 20-butyl methacrylate: methacrylic acid co-assembly (styrene: n-butyl methacrylate = 1:21 (quantity ratio, acid value 2) was prepared.
50) Take 11 Azo Pigment No 6.119 and N, N-
Diethylamine benzaldehyde-1-phenyl-1-
Ethyl hydrazone i was mixed in a weight ratio of 1.5:1:0.25, dissolved in dioxane (good fat component, hydrazone ratio was 100%) and dispersed (azo silk material), and then applied and dried. A single-layer photoreceptor was created.

111 Regarding the photoreceptor of the present invention produced in this way
[F)Electronic',! :j-True custom test All custom test.

Gallo voltage +6kV Vo=510 (+V), E2=5.8 (lux-second).

Also, the photosensitive material is compared with a visible image using a developing agent (toner).

Next, add an alkaline treatment solution (e.g. 3-ply ethanolamine, 10% ammonium carbonate, 15% average molecular weight 19
0-210 polyethylene glycol.

When treated with 5% benzyl alcohol), the toner-free material was easily removed from the bath, and then a printing plate could be easily prepared by rinsing with water containing sodium chloride.

It was found that if this original plate was used for full offset printing, it would be able to print approximately 100,000 sheets.

In addition, to obtain a toner image (light source: halogen lamp)
The optimum printing volume was about 401 ux·sec, and the printing original plate was prepared by direct plate making without using the first plate material.

4, 18! ! Explanation of the 6M rate on the J side Example 1 Fig. 1 is the IR spectrum of the f11 ratio sweet W Setenoka, and Fig. 2 is the fractional sensitivity curve 1 of the photosensitive layer of the present invention in Example 8.

Figure 1 4000 3000 1600
8CX) 400 Fig. 2 500 600 7(X)'
800I 5 ←Iyo)

Claims (3)

[Claims] (1) An electrophotographic photoreceptor comprising a photosensitive layer containing an azo pigment represented by the following general formula (I) on a conductive support. ▲There are mathematical formulas, chemical formulas, tables, etc.▼…(I) (In the formula, , a_2, a_3 are substituted or unsubstituted phenyl, hydrogen, or lower alkyl, and Cp is a coupler residue.) (2) The electronic device according to claim 1, wherein the photosensitive layer contains a carrier transfer substance and a carrier generating substance, and the carrier generating substance is an azo pigment represented by the general formula (I). Photographic photoreceptor. (3) The electrophotographic photoreceptor according to claim 1, wherein the azo pigment represented by the general formula (I) is a compound represented by the following structural formula. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (X and Cp in the formula are synonymous with the first term)