JPS60244960A - Original printing plate for electrophotographic engraving - Google Patents

Abstract

PURPOSE:To obtain an original printing plate having high sensitivity and high printing resistance by forming on a conductive substrate an electrostatic charge generating layer contg. an azo pigment represented by a specified general formula and a charge transfer layer contg. a charge transfer material and an alkali- soluble resin. CONSTITUTION:The charge generating layer 3 is formed by coating the conductive substrate 1, such as an Al plate, with a coating soln. prepared by mixing an azo pigment represented by the formula where (A) is a coupler residue, and, when needed, a binder resin in an org. solvent, such as methyl ethyl ketone, ethyl acetate, or butyl acetate and uniformly dispersing them in a dispersing means, such as a ball mill, and drying the coated substrate 1. An electrophotographic sensitive layer 2 is formed by coating the layer 3 with a coating fluid prepared by dissolving the charge transfer material and the alkali-soluble resin in an org. solvent same as before, and drying it to laminate the charge transfer layer 4 on the charge generating layer 3.

Description

DETAILED DESCRIPTION OF THE INVENTION Technical Field The present invention relates to a novel printing plate that can be made by electrophotography. More specifically, with a new printing plate containing a specific azo pigment, an electrostatic latent image obtained by charging and subsequent image exposure is developed with toner and fixed to obtain a toner image, and then the non-image area is This invention relates to a printing plate that is made by elution and removal of a photosensitive layer.

BACKGROUND ART Conventionally, as planographic printing original plates, those using photosensitive resins or silver halide photosensitive materials have been known.

However, although lithographic printing plates using photosensitive resin have high printing durability, they have low sensitivity and cannot be used in so-called direct plate making. The disadvantages are that it requires a manufacturing operation, requires large-scale equipment, and takes time to make the plate.

Further, although printing plates using diffusion transfer development or hardening development methods of silver halide photosensitive materials can be directly plate-made, they have the drawbacks of low printing durability and high cost per sheet.

As printing plates for direct plate making using electrophotography, for example, Japanese Patent Publication No. 47-47610, Japanese Patent Publication No. 48-4
0002, Special Publication No. 48-18325, Special Publication No. 51-15
766 and Japanese Patent Publication No. 51-25761 are known printing plates having a zinc oxide-resin dispersion system. After forming a toner image on this printing plate (by electrophotography), it is treated with an acidic aqueous solution containing, for example, ferronan salt in order to make the non-image area hydrophilic.

Printing plates made in this way peel off due to the mechanical pressure applied during printing and the penetration of dampening water into the photosensitive layer and conductive layer, destroying the hydrophilic layer on the surface. The printing durability was about 5.0OC)-10,000 sheets.

However, zinc oxide/resin dispersion printing plates undergo dye sensitization in order to have sensitivity in the visible light region, but even so, they do not exhibit sensitivity sufficient for practical use in the long wavelength light region of 600 nm or more. Therefore, low-power and inexpensive He-Ne
The disadvantage is that exposure cannot be performed using a laser or semiconductor laser.

On the other hand, the special public service No. 37-17162, the special public service No. 38-7758
, Japanese Patent Publication No. 46-39405, Japanese Patent Publication No. 52-2437,
JP-A-56-107246, JP-A-55-10525
4, JP-A-55-153948, JP-A-55-161
25, JP-A-57-1476.56, JP-A-56-1
46145, JP-A-57-161863, etc., disclose a layer consisting of an organic photoconductive compound and an alkali-soluble resin, or a phthalocyanine layer on a hydrophilic conductive support such as a grained aluminum plate. A printing original plate for electrophotographic engraving is shown, which is provided with a layer in which a charge-generating pigment such as a pigment based on an alkali-based pigment is dispersed in an alkali-soluble resin, or a layer sensitized by adding an electron-withdrawing substance or an electron-donating substance to this dispersed layer. has been done. This type of printing original plate is made by forming a toner image on the photosensitive layer using an electrophotographic method, and then eluting and removing the photosensitive layer in the non-image area with an alkaline solution.It is a printing plate with high printing durability using direct platemaking. However, it has the disadvantage that it has low sensitivity as a photoreceptor for electrophotography, resulting in slow plate-making speed and the need to use a high-output light source.

Purpose An object of the present invention is to solve the problems of the conventionally known printing original plates for electrophotographic engraving as described above, and to provide a printing original plate having particularly high sensitivity and high printing durability.

Structure The printing original plate for electrophotolithography of the present invention comprises a charge generation layer containing an azo pigment represented by the following general formula (1) and a charge transport layer containing a charge transport substance and an alkali-soluble resin on a conductive support. It is characterized by being provided with an electrophotographic photosensitive layer consisting of two layers.

General formula (1) (However, A represents a Cassiller residue.) The basic structure of the printing original plate for electrophotographic engraving of the present invention is shown in FIG.

Here, 1 is a conductive support, on which a charge generation layer 3 and a charge transport layer 4 are laminated to form an electrophotographic photosensitive layer 2.

The charge generation layer 3 and the charge transport layer 4 can also be stacked upside down.

The azo pigment used in the charge generation layer 3 is Cassirer.
For example, compounds with a phenolic hydroxyl group such as phenols and naphthols, aromatic amine compounds with an amino group, aminonaphthols with an amine group and a phenolic hydroxyl group, or aliphatic or electroaromatic enolic ketone groups (active methylene group) is used,
Preferably, the Cassirer residue A has the following general formula (II), (
Selected from the group represented by [1), (IV), (■), (Vl), and (■).

[Wherein, R1 is hydrogen, an alkyl group, a phenyl group, or a substituent thereof; X is a hydrocarbon ring or a substituent thereof; a heterocycle or a substituent thereof; Y is a hydrocarbon ring group or a substituent thereof; The ring group or R2 is a substituent thereof or -N == CH circle 3. (
However, R2 is a hydrocarbon ring group or a substituent thereof, a heterocyclic group or a substituent thereof, or a styryl group or a substituent thereof, R3 is hydrogen, an alkyl group, a phenyl group,
or a substituted product thereof, or R2 and R
3 may form a ring together with the carbon atom to which they are bonded. )] (R4 in formulas (Ill) and (IV) represents a substituted or unsubstituted hydrocarbon group.) Ar1 (wherein R5 represents an alkyl group, a carbamoyl group, a carboxyl group or an ester thereof, and (Ar1 represents a hydrocarbon group or a substituted product thereof.) to 6 U (wherein, R6 represents a hydrocarbon group or a substituted product thereof,
2 represents a hydrocarbon ring group or a substituted product thereof. ) Examples of the hydrocarbon ring for X in the general formula used in the present invention include a benzene ring and a naphthalene ring; examples of the heterocycle include an indole ring, a carbazole ring,
Hydrocarbon ring groups such as benzofuran ring for Y or R2 include phenyl group, naphthyl group, anthryl group,
Examples of heterocyclic groups such as pyrenyl group include pyridyl group, chenyl group, furyl group, indolyl group, benzofuranyl group,
Examples of the ring that can be formed by R2 and R3 together with the carbon atoms to which they are bonded include a carbazolyl group, a dibenzofuranyl group, and a fluorene ring. Furthermore R4
Examples of the hydrocarbon group for R6 include alkyl groups such as methyl, ethyl, zorobyl, and butyl, aralkyl groups such as benzyl, aryl groups such as phenyl, and substituted products thereof. Rat or R6
Examples of substituents on hydrocarbon groups include alkyl groups such as methyl, ethyl, zorobyl, and butyl; alkoxy groups such as methoxy, ethoxy, propoxy, and butoxy; - Examples include rogone atom, hydroxyl group, nitro group, etc. As a substituent in the phenyl group of R1 or in the ring of is an alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, an alkoxy group such as a methoxy group, an ethoxy group, a propoxy group, a nodoxy group, a halogen atom such as a chlorine atom or a bromine atom, a dimethylamine group, or a dimethylamine group. Examples include dialkylamino groups such as groups, dialkylamino groups such as dipenolamino groups, halomethyl groups such as trifluoromethyl groups, nitro groups, cyano groups, carboxyl groups or esters thereof, hydroxyl groups, sulfonic acid groups (-SOsNa), etc. . Further, examples of the hydrocarbon ring group in Ar1 or Ar2 include phenyl group, naphthyl group, etc., and examples of substituents on these groups include alkyl groups such as methyl group, ethyl group, propyl group, and butyl group, methoxy group, Alkoxy group such as ethoxy group, fropoxy group, butoxy group 7
Examples include a nitro group, a halogen atom such as a chlorine atom, a bromine atom, and a dialkylamino group such as a cyano group, a trimethylamine group, and a diethylamino group.

The azo pigment used in the present invention is, for example,
086190 and Japanese Patent Application No. 57-142621. Examples of these azo pigments are as follows.

(The following is a blank space) 4 Kuga 礪く 郎塡ト ω ″44 加电’ The charge generation layer 3 is a layer mainly composed of an azo pigment represented by the general formula (1), but it may contain a binder if necessary. In this case, the proportion of the azo pigment in the charge generation layer is preferably 30% by weight or more.Since the printing original plate of the present invention elutes the non-image area during the plate-making process, it is possible to As the binder, it is preferable to use, for example, an alkali-soluble resin such as a styrene-maleic anhydride copolymer or a phenol resin (described in detail later).However, if the proportion of the binder is small, It is also possible to use resins other than these.Also, the charge generation layer 3
The thickness is preferably 0.01 to 5 μm, more preferably 0.05 to 2 μm. If the thickness is less than 0.01 μm, charge generation will not be sufficient, and if it is still more than 5 μm, the residual potential will be too high for practical use.

The charge transport layer 4 is formed of a charge transport substance and an alkali-soluble resin. Charge transport substances include hole transport substances and electron transport substances, and hole transport substances include, for example, 2
,5-bis(4-diethylaminophenyl) -1,3
, 4-oxadiazole, 2,5-bis[4-(4-diethylaminostyryl)phenyl)-1,3,4-oxadiazole, 2-(9-ethylcarbazolyl-3-
)-5-(4-diethylaminophenyl) -1,3,
Oxa-diazole compounds such as 4-oxadiazole, 2-vinyl-4-(2-chlorophenyl)-5-(4
Oxazole compounds such as -diethylamino)oxazole, 2-(4-diethylaminophenyl)-4-phenyloxazole, 1-phenyl-3-(4-diethylaminostyryl)-5-(4-diethylaminophenyl)pyrazoline, 1-phenyl-3 -(4-dimethylaminostyryl)-5-(4-trimethylaminophenyl)pyrazoline and other pyrazoline compounds, 212'-dimethyl-4,4'-bis(diethylamino)triphenylmethane, 1.1-his(4 -cyhenodylaminophenyl)
760-4, tris(4-diethylaminophenyl)
Diphenylmethane compounds such as methane, fluorenated compounds such as 9-(4-dimethylaminobenzylidene)fluorene, 3-(9-fluorenylidene)-9-ethylcarbazole, 9-(4-diethylaminostyryl)anthracene, 9-7” Styryl anthracene compounds such as rom-10-(4-diethylaminostyryl) anthracene, 1,2-bis(4-diethylaminostyryl) be/zene, L2-his(2,4-dimethoxystyryl)
Distyrylbenzene compounds such as benzene, 9-ethylcarbasol-3-aldehyde 1-methyl-1-phenylhydrazone, 9-ethylcarbasol-3-aldehyde 1-bentu-1-phenylhydrazone, 4-diethylaminobenzaldehyde 1.1 - Hydrazone compounds such as diphenylhydrazone, 2,4-dimethoxybenzaldehyde 1-benzyl-1-phenylhydrazone, 4-diphenylaminobenzaldehyde 1-methyl-1-phenylhydrazone, 4-diethylaminostiripe/,
Stilbene compounds such as 4-dibenzylaminostilpene and 4-ditolylaminostilbene, styrylnaphthalene compounds such as 1-(4-diphenylaminostyryl)naphthalene and 1-(4-dibennolaminostyryl)naphthalene, 4' α-phenylstilbene compounds such as -diphenylamino-α-phenylstilbene, 4'-methylphenylamino-α-phenylstilbene, 3-styryl-9-ethylcarbazole, 3-(4-noethylamino)styryl-9-ethylcarbazole Styrylcarbazole compounds such as are used.

Examples of the electron transport substance include chloranil, bromoanil, tetracyanoethylene, tetracyanoquinone dimethane, 2,4.7-) dinitro-9-fluoreno, L4+5+7-tetranitro-9-fluorenone,
2,4,5.7-Titranitroxanthone, 2,4.8
-) linitrothioxanthone, 2,6°8-trinitro-4H-indeno(1,2-b)thiophene-4-
on, LL7-) IJ nitronohenzothiophene-
Examples include 5,5-dioxide.

The alkali-soluble resin used in the charge transport layer 4 refers to a resin that becomes soluble in an aqueous or alcoholic solvent by adding an alkali. For the purposes of the present invention, in addition to properties such as film-forming properties, electrical properties, and adhesion strength to a support, solubility properties are particularly important for these resins. Examples of resins having such characteristics include styrene-maleic anhydride copolymers, styrene-methacrylic acid-methacrylate copolymers, methacrylic acid-methacrylate copolymers, and phenol resins.

Examples of phenolic resins include phenol, 0-resol, m-cresol, p-resol, ethylphenol, isozolobylphenol, t-butylphenol, and t-resol.
-amylphenol, hexylphenol, t-octylphenol, cyclohexylphenol, 3-methyl-4-chloro-6-t-butylphenol, isopropylcresol, t-butylcresol, t-amylcresol, hexylcresol, t-octylcresol and cyclohexyl It is obtained by condensing at least one substituted phenol such as cresol with aldehydes such as formaldehyde, acetaldehyde, acrolein, crotonaldehyde, and furfural under acidic conditions. A rack type resin is used.

The charge transport layer 4 is a layer mainly composed of a charge transport substance and an alkali-soluble resin, and the ratio of the charge transport substance in the layer is 10 to 10.
70% by weight, preferably 20-60% by weight. When the proportion of the charge transport substance is below this range, almost no charge is transported, and when it exceeds this range, the mechanical strength of the layer is extremely poor and cannot be put to practical use. Further, the thickness of the charge transport layer 4 is 2 to 50 μm, preferably 3 to 20 μm. Below this range, the amount of charge is insufficient, and above this range, the residual potential becomes high and it takes time to elute the layer, making it impractical.

The charge transport layer 4 can contain a plasticizer.

Effective plasticizers include, for example, phthalic acid esters such as dimethyl phthalate, diethyl phthalate, and dibutyl phthalate, and glycol esters such as dimethyl glycol phthalate and ethyl phthalyl ethyl glycolate.

These plasticizers can be contained within a range that does not deteriorate the electrostatic properties and alkali solubility of the photoconductive layer.

The conductive support 1 used in the present invention is an aluminum plate, a zinc plate, a bimetal plate such as a copper-aluminum plate, a copper-stainless steel plate, a chrome-copper plate, or a chromium-copper-aluminum plate, a chromium-lead-iron plate. , chromium-
A conductive support with a hydrophilic surface, such as a trimetal plate of copper-stainless steel plate, is used, and its thickness is 0.1
~1 is preferred.

Surface treatments such as graining, immersion in aqueous solutions such as sodium silicate, potassium fluorozirconate, phosphates, etc., or anodizing have not yet been carried out, especially in the case of supports with aluminum surfaces. Preferably. Furthermore, as shown in U.S. Pat. No. 2,714,066, an aluminum base plate is immersed in an aqueous sodium silicate solution after graining, and JP-A No. 47-5
After anodizing as shown in Publication No. 125,
Also preferred are those treated by immersion in an aqueous solution of alkali metal silicate.

The above-mentioned anodizing treatment is performed by applying an electric current using an aluminum plate as an anode in an electrolytic solution consisting of a solution of an inorganic acid such as phosphoric acid, chromic acid, sulfuric acid, or boric acid, or an organic acid such as oxalic acid or sulfamic acid, or a salt thereof. It is carried out by flowing.

To produce the electrophotographic printing plate of the present invention, first, the pigment represented by the general formula (1) and a binder, if necessary, are mixed with, for example, tetrahydrofuran, dioxane, trimethylformamide, acetone methyl ethyl ketone, ethylene glycol monomethyl ether, etc. , ethylene glycol monoethyl ether ζ, ethyl acetate, butyl acetate, toluene, etc. in an organic solvent, and dispersed uniformly using a dispersing means such as a sol mill or an ultrasonic dispersion machine. The charge generation layer 3 is provided by coating and drying. Next, a solution in which a charge transport substance and an alkali-soluble resin are dissolved in the same organic solvent as above is applied onto the charge generation layer and dried to form the charge transport layer 4.

The plate making of the original printing plate for electrophotographic platemaking of the present invention is performed by first uniformly charging it in a dark place using a corona charger or the like, using a tungsten lamp, halogen lamp, etc., according to the usual electrophotographic method.
An electrostatic latent image is formed by reflective image exposure using a light source such as a xenon lamp or fluorescent lamp, contact image exposure through a transparent positive film, or scanning exposure with laser light such as a He-Ne laser, argon laser, or semiconductor laser. This electrostatic latent image is then developed with toner and fixed by heating to obtain a toner image on the electrophotographic photosensitive layer (FIG. 2).

Next, when the printing plate on which the toner image has been formed is immersed in an alkaline eluent, the electrophotographic photosensitive layer (charge generation layer and charge transport layer) in the non-image area that is not masked by the toner image is dissolved. When removed, the hydrophilic surface of the conductive support is exposed and only the toner image portion remains, making it possible to obtain a good printing plate (FIG. 3).

The eluent used here is, for example, an alkaline aqueous solution of an inorganic salt such as sodium silicate, sodium phosphate, acustrium hydroxide, or sodium carbonate, or an alkaline aqueous solution containing organic amines such as triethanolamine or ethylenediamine, or an alkaline aqueous solution containing organic amines such as triethanolamine or benzyl ethanol. A solution containing an organic solvent such as alcohol, ethylene glycol, or glycerin or a surfactant added thereto is used.

In the printing plate of the present invention, after the toner image is formed, the non-image area is dissolved and removed in the eluent, so the toner components include:
It is preferable that this eluate contains a resin component having resist properties.

This resin component may be anything that is insoluble in the eluate, such as acrylic resin using methacrylic acid, methacrylic acid ester, vinyl acetate resin, copolymer of vinyl acetate and ethylene or vinyl chloride, etc. , vinyl chloride resin, vinylidene chloride resin, vinyl acetal resin such as polyvinyl butyral, polystyrene, copolymers of styrene and butanoene, methacrylic acid ester, polyethylene, polypropylene and their chlorides,
Examples include polycarbonates, polyester resins, polyamide resins, phenolic resins, xylene resins, alkyd resins, waxes, polyolefins, and waxes.

The printing original plate of the present invention may also contain a quinone quazide compound or a diazo compound, such as O-naphthoquinone cyanide, for the purpose of increasing the solubility of the electrophotographic photosensitive layer by full-surface exposure after toner image formation.

In the printing original plate of the present invention, after the plate-making process is completed, the conductive substrate with a hydrophilic surface is exposed in the non-image area, and the image area covered with the oleophilic toner remains. It adheres only to the image area, resulting in good printed matter without background stains.

In addition, the printing original plate of the present invention has particularly high sensitivity compared to conventional printing original plates (direct plate making is possible with various light sources such as Hc-Ne laser and semiconductor laser, and the printing plate obtained thereby has high printing durability). have.

Next, the present invention will be explained more specifically using examples.

In addition, all "parts" in the examples represent parts by weight.

Example 1 1 part of azo pigment JFL1 and m-cresol-phenol copolymerized resin (manufactured by Gunei Chemical: MP-707)
66.7 parts of a 0.74 wt% tetrahydrofuran solution of ? - The dispersion obtained by pulverizing and mixing in Lumir has a thickness of approximately 0.
．． It was coated on a grain-treated aluminum plate of No. 25111i1 and dried at 80° C. for 10 minutes to form a charge generation layer with a thickness of about 1 μm.

2,5-bis(
4-diethylaminophenyl) - 0.9 parts of 1,3,4-oxadiazole 1.8 parts of styrene/-maleic anhydride copolymer (copolymerization molar ratio 1:1 manufactured by Aldrich Chemical Co., Ltd.) and Tetrahydrone 13,2
A printing original plate for electrophotographic engraving of the present invention was prepared by applying a solution in which the above components were mixed and dissolved and dried at 80° C. for 20 minutes to form a charge transport layer having a thickness of about 10 μm.

This original printing plate was tested using an electrostatic copying paper tester (newly manufactured by Kawaguchi Denki Co., Ltd.: Model 5P-428) at -6k.
After performing a corona discharge of V for 20 seconds to make it negatively charged, it was left in a dark place for 10 seconds, and the surface potential at that time vo (y
v Silt is measured, and then the surface is irradiated with light with an illumination intensity of 4.5 lux using a tungsten lamp, and the surface potential is v.

Calculate the time required to reduce the exposure to half of
lux seconds) was calculated. The results are shown in Table-1.

Next, this original printing plate was applied to an electronic copying plate making machine (Ricoh S-1).
A clear toner image was formed on the charge transport layer by charging, imagewise exposure, development and fixing.

This original plate was mixed with 70 g of sodium metasilicate and 14 g of glycerin.
9m1. It was immersed for 1 minute in a solution consisting of 550 ml of ethylene glycol and 1501 nl of ethanol, and then washed with a water jet while gently brushing to remove the electrophotographic photosensitive layer in the non-image area to which toner was not attached.

The printing plate made in this way is then printed on an offset printing machine (
When printing was carried out in a conventional manner using the Ricoh Model AP-1310, more than 50,000 clear prints could be printed.

Examples 2 and 3 Printing for electrophotographic printing of the present invention was carried out in the same manner as in Example 1, except that the compounds shown in Table 1 were used as the azo pigment used in the charge generation layer and the charge transport substance used in the charge transport layer, respectively. Create the original version and ■.

and E1/2 were measured.

The above results are shown in Table-1.

(Left below) Example 4 One part of azo pigment A6 was mixed with m-cresol-phenol copolymer. 66.7 parts of a 0.74 wtJ tetrahydrofuran solution of lac resin (Gunei Kagaku 1: MP-707) was pulverized and mixed in a ?-Lumil, and the resulting dispersion was mixed to a thickness of about 0.
．． It was coated on a 25-fi grained aluminum plate and dried at 80° C. for 10 minutes to form a charge generation layer with a thickness of about 1 μm.

3-styryl- as a charge transport substance on this charge generation layer.
1.5 parts of 9-ethylcarbazole, m-cresol-phenol copolymerization)? Lac resin (manufactured by Gunei Chemical: MP-
707) 3.0 parts and 12.0 parts of tetrahydrofuran
A printing original plate for electrophotolithography of the present invention was prepared by applying a solution in which the above components were mixed and dissolved, followed by drying at 80° C. for 2 minutes and then at 100° C. for 10 minutes to form a charge transport layer with a thickness of about 10 μm. . Regarding this printing original plate, vo and E1/2 were measured in the same manner as in Example 1, and the results are shown in Table 2.

Next, a toner image was formed on the electrophotographic photosensitive layer of this printing original plate in the same manner as in Example 1, and then immersed for about 45 seconds in a solution consisting of 2.5 parts of sodium metasilicate and 100 parts of water.
Furthermore, the electrophotographic photosensitive layer in the non-image area was removed by washing while lightly brushing with water.

When the printing plate thus prepared was printed on an offset printing machine, more than 50,000 clear prints could be printed.

Examples 5 to 8 Printing for electrophotographic printing of the present invention was carried out in the same manner as in Example 4, except that the compounds shown in Table 2 were used as the azo pigment used in the charge generation layer and the charge transport substance used in the charge transport layer, respectively. Create the original version, v.

and E,/2 were measured.

The above results are shown in Table-2.

(Margin below)

[Brief explanation of drawings]

FIG. 1 is a diagram showing the basic structure of the printing original plate for electrophotographic engraving of the present invention. Figures 2 and 3 are diagrams explaining the plate-making process of the printing original plate of the present invention. Figure 2 shows a state in which a toner image has been formed, and Figure 3 shows a state in which a non-image area has been eluted and removed. show. 1... Conductive support, 2... Electrophotographic photosensitive layer, 3...
... Charge generation layer, 4... Charge transport layer, 5... Toner image. Patent Applicant Ricoh Co., Ltd. Figure 1 Figure 2 to Figure 3 Procedural amendment book form) September 27, 1980 Patent Application No. 102068 2, Title of Invention Printing master plate for electrophotographic engraving 3, Amendment Relationship with the case of a person who does
, Date of amendment order (shipment date) August 28, 1982 5
, Chemical formula 6 of the specification subject to amendment, Contents of amendment (1) Specification page 1, page 5, page 6, page 7, page 8
page. 12th page, 13th page, 14th page, 15th page, 30th page,
As shown in the engraving and attached sheet of the chemical formula on page 33 (no changes to the content) Description 1, Name of the invention Printing original plate for electrophotolithography 2, Claims The following general formula (1) is printed on a conductive support. ) A printing original plate for electrophotographic engraving, characterized in that it is provided with an electrophotographic photosensitive layer consisting of two layers: a charge generation layer containing an azo pigment represented by the following formula, and a charge transport layer containing charge transport #IJIx and an alkali-soluble resin. . General Formula (1) (However, in the formula, A represents a Kaglar residue.) 3. Detailed Description of the Invention Technical Field The present invention relates to a WR printing plate that can be made by electrophotography. Furthermore, Hiro, this is a new printing plate containing a specific azo pigment that solves the problems associated with charging and subsequent printing plates for photographic master plates, and is especially highly sensitive and has a high printing durability. Our goal is to provide the following. Structure The printing original plate for electrophotolithography of the present invention comprises a charge generation layer containing an azo pigment represented by the following general formula (1) and a charge transport layer containing a charge transport substance and an alkali-soluble resin on a conductive support. It is characterized by being provided with an electrophotographic photosensitive layer consisting of two layers. General formula (1) (However, A represents force or Glar residue.) The basic structure of the printing original plate for electrophotographic engraving of the present invention is shown in FIG. Here, a conductive support 1 is formed, a charge generation layer 3 and a charge transport layer 4 are laminated thereon, and an electrophotographic photosensitive layer 2 is formed.
is formed. The charge generation layer 1113 and the charge transport layer 4 can also be stacked upside down. The power of the azo pigment used in the charge generation layer 3, 'f2-, is, for example, a compound 1 having a phenolic hydroxyl group such as phenols or naphthols, an aromatic amino compound having an amino group, or an aromatic amino compound having an amino group and a phenolic hydroxyl group. A compound having an aminonaphthol@ or an aliphatic or aromatic enolic ketone group (active methylene group) is used, preferably a compound having an aliphatic or aromatic enolic ketone group (active methylene group), and preferably the f-siler group A is represented by the following general formula (1),
(Ifi), (mV), (V), (Vl), (■). [In the formula, R1 is hydrogen, an alkyl group, a phenyl group or a substituent thereof, an XVi hydrocarbon ring or a substituent thereof, hetero 3! or a substituent thereof, a ytt hydrocarbon ring group or a substituent thereof, a heterocyclic group, or Rm is a hydrocarbon ring group or a substituent thereof, a heterocyclic group or a substituent thereof, or a styryl group or The substituent R3 represents hydrogen, an alkyl group, a phenyl group, or a substituent thereof, or R and R3 may form a ring together with the carbon atom to which they are attached. )] (R4tf in formulas (1) and (mV) represents a substituted or unsubstituted hydrocarbon group.) Arl (In the formula, R is an alkyl group, a carno-7yl group, and Cal is a xyl group, represents its ester, and Arl represents a hydrocarbon ring group or a substituted product thereof.) w4 beak 4 beak 礪

Claims (1)

[Claims] An electronic device consisting of two layers, a charge generation layer containing an azo pigment represented by the following general formula (1) and a charge transport layer containing a charge transport substance and an alkali-soluble resin, on a conductive support. A printing original plate for electrophotographic engraving that is specially designed to have a photosensitive layer. General formula (1) (However, in the formula, A represents a Kaglar residue.)