JPH0469657A - Photosensitive composition - Google Patents

Abstract

PURPOSE:To improve storage stability and exposure visualizability by incorporating a dye for changing the tone of a specified triazine compound and its photodecomposition products through the interaction with them. CONSTITUTION:The dye to be added changes the tone of the triazine compound represented by formula I and its photodecomposition products through the interaction with them, thus permitting the obtained photosensitive composition to be superior in each of sensitivity, underdevelopability, exposure visualizability, and that after storage as compared with other samples. In formula I, A is a carbon ring or a hetero ring both having aromaticity; B is a divalent hetero ring; and each of (m) and (n) is 0, 1, or 2.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a photosensitive composition that can be used for photosensitive lithographic printing plates and the like.

[Background of the invention] As a photosensitive substance. - Photosensitive compositions using quinonediazide compounds are widely used, for example, in the production of positive-working photosensitive lithographic printing plates and printed circuits.

A photosensitive lithographic printing plate is one in which an ink-receptive photosensitive layer is provided on a hydrophilic support. For example, in a positive-working photosensitive lithographic printing plate, the hydrophilic support is exposed to actinic rays such as ultraviolet rays. An ink-receptive photosensitive layer is formed which is solubilized by the ink-receiving method. When the photosensitive layer of such a positive photosensitive lithographic printing plate is subjected to imagewise exposure and then developed, the photosensitive layer in the non-image area is removed and the surface of the hydrophilic support is exposed, while the photosensitive layer in the image area is removed. The layer remains on the support to form an ink-receiving layer.

In planographic printing, the difference in properties is utilized in that the non-image areas are hydrophilic and the image areas are lipophilic.

Usually, it is used as a photosensitive component in the photosensitive layer of a positive photosensitive lithographic printing plate. -A quinonediazide compound is contained, and an alkali-soluble resin is contained as a component for increasing coating strength and alkali solubility.

These photosensitive planographic printing plates are required to have high sensitivity in order to improve workability.

For this reason, especially the above. -Among quinonediazide compounds, in terms of sensitivity and cost], 2-naphthoquinone-2-
Diazide-5-sulfonic acid ester compound and 1.2
-Naphthoquinone-2-diazide-4-sulfonic acid ester compounds are useful and generally used.

In plate making, exposure operations such as so-called "multi-sided printing" are performed, for example, changing the position of the film original and printing one after another. In these exposure operations, if it is not possible to distinguish between exposed areas and unexposed areas, the position of the exposed areas cannot be confirmed, making the exposure operations difficult and leading to incorrect exposure. In order to avoid these problems, photosensitive compositions are required to form a visible image upon exposure that can be recognized even under the yellow safety light used for exposure work (exposure visible image property). ing.

Since the 0-quinonediazide compound photodecomposes and fades when exposed to light, in a photosensitive composition using the 0-quinonediazide compound, it is possible to obtain a visible image by exposure, or the resulting visible image The contrast was so low that it could barely be recognized under the yellow safety lights used for exposure work.

The disadvantage that a visible image with contrast cannot be obtained by exposure to light can be improved by adding 0-naphthoquinonediazide-4-sulfonic acid halide and an organic compound having salt-forming ability as a dye to the photosensitive composition.
Although it becomes possible to obtain a clearly visible image even under a yellow safety light, the storage stability is poor, and this effect disappears after three months after production.

In addition, the addition of oxadiazole compounds and color-changing dyes provides visible images that are clearly recognizable even under yellow safety lights, and also improves storage stability and provides good exposure even long after manufacture. Although visible images can be obtained, there is a significant decrease in sensitivity, and there is also a decrease in developer concentration that often occurs when developing with a tired developer or in systems where development is performed while replenishing the developer. In this case, there were problems such as staining of the plate surface.

[Object of the Invention] Therefore, an object of the present invention is to provide a photosensitive composition that has good storage stability and improved visible imageability upon exposure.

Another object of the present invention is to provide a photosensitive composition with little decrease in sensitivity and high development tolerance.

[Structure of the Invention] The above object of the present invention is to achieve at least (a) the following - general formula [I
] and (b) the above general formula [
This was achieved by a photosensitive composition characterized by containing a dye that changes its color tone through interaction with a photodecomposition product of a triazine compound represented by [I].

General formula [1] [wherein A represents a homocyclic group or a heterocyclic group having aromaticity, and B represents a divalent heterocyclic group.

m and n represent integers of 0 to 2. Ko The present invention will be explained in detail below.

Examples of the orthoquinonediazide compound used in the present invention include: - Ester compounds of naphthoquinone diazide sulfonic acid and polycondensation resins of phenols and aldehydes or ketones are mentioned.

Examples of the phenols include phenol, 0
-cresol, m-cresol, p-cresol, 3,
Examples include monohydric phenols such as 5-xylenol, carvacrol, and thymol, dihydric phenols such as catechol, 1-nosorcin, and hydroquinone, and trihydric phenols such as l'i pyrogallol and phloroglucin.

Examples of the aldehyde include formaldehyde, benzaldehyde, acetaldehyde, crotonaldehyde,
Examples include furfural.

Preferred among these aldehydes are pormaldehyde and benzaldehyde.

Furthermore, examples of the above-mentioned ketones include acetone, methyl edyl ketone, and the like.

Specific examples of the polycondensation resin include phenol/formaldehyde resin, m-cresol/polmaldehyde resin, m-, p-mixed cresyl/formaldehyde resin, resorcinol/benzaldehyde resin, pyrogallol/acetone resin, and the like.

to the OH group of the phenol of the O-naphthoquinonediazide compound. - Condensation rate of naphthoquinonediazide sulfonic acid (reaction rate for one OH group) is 15 to 80%
is preferable, and more preferably 20 to 45%.

Considering the coating properties, the polymer compound containing 0-quinonediazide used in the present invention has a weight average molecular weight of 1.
．． ．． 000 or more, more preferably,
It has a molecular weight of 1,500 or more.

Furthermore, it is used in the present invention. -Quinonediazide compounds include compounds described in JP-A-58-484.51.

Also, 2,3.4-)lyhydroxybenzophenone, 2
, 3,4.4'-tetrahydroxybenzophenone,
2,3,4.2', 4'-pentahydroxybenzophenone, 2,3,4.3'.

Condensation compounds of 4'+5'-hexahydroxybenzophenone and the like with orthoquinonediazide groups can also be used.

Among the above 0-quinonediazide compounds, 1,2benzoquinonediazide sulfonyl chloride or 1.2-naf]
Most preferred is an 0-quinonediazide ester compound obtained by reacting quinonediazide sulfonyl chloride with a pyrogallol/acetone condensation resin or 2,3°4-trihydroxybenzophenone.

Used in the present invention. - As the quinonediazide compound, each of the above compounds may be used alone, or 1 to 12 or more types of compounds may be used in combination.

The preferred amount of the 0-quinonediazide compound used is 10 to 40% by weight of the nonvolatile components of the photosensitive composition.

Further, particularly preferred as the 0-quinonediazide group are the 4- or 5-sulfonic acid group of 1-12-quinonediazide or the 4- or 5-carboxyl group of 1,2-quinonediazide.

The above-mentioned 0-quinonediazide compound is preferably used in combination with an alkali-soluble resin. Examples of alkali-soluble resins include novolac resins, vinyl polymers having phenolic hydroxyl groups, and condensation resins of polyhydric phenols and aldehydes or ketones described in JP-A-55-57841.

Examples of the novolak resin include phenol-formaldehyde resin, cresol formaldehyde resin, phenol-cresol-formaldehyde copolycondensation resin as described in JP-A-55-57841, and phenol-cresol-formaldehyde copolycondensation resin as described in JP-A-55-127558. Examples include p-fit-converted phenol phenol as described above, or a copolycondensation resin of cresol and formaldehyde.

In addition, the vinyl polymer having a phenolic hydroxyl group is a polymer having a unit having the phenolic hydroxyl group in its molecular structure, and has the following general formula [■] to general formula [
Polymers containing at least one structural unit of V[] are preferred.

General formula [11] % formula % [11] General formula [■Co-HCR1R2-CR3← B-0) I General formula [V] -(CR,R2-CR3-)-(CLL-CL+-General formula [Vf ] -(CR3-CR4+- H [wherein R5 and R2 each represent a hydrogen atom, an alkyl group or a carboxyl group, preferably a hydrogen atom. R3 represents a hydrogen atom, a halogen atom or an argyl group, preferably a hydrogen atom or an alkyl group such as a methyl group or an ethyl group.R4 represents a hydrogen atom, an alkyl group, an aryl group, or an aralkyl group, preferably a hydrogen atom.A represents a nitrogen atom or an oxygen atom and an aromatic carbon atom. represents an alkylene group that may have a substituent, m represents an integer of 0 to 10, and B represents a phenylene group that may have a substituent or a substituent. Represents a naphthylene group.] The polymer used in the photosensitive composition of the present invention preferably has a copolymer type structure, and the structural units represented by the above general formulas [r1] to [VI], respectively. Monomer units that can be used in combination include, for example, ethylenically unsaturated olefins such as ethylene, propylene, isobutylene, butadiene, and isoplone, such as styrene, α-methylstyrene,
Styrenes such as p-methylstyrene and p-chlorostyrene, acrylic acids such as acrylic acid and methacrylic acid, unsaturated aliphatic dicarboxylic acids such as itaconic acid, maleic acid, and maleic anhydride, such as methyl acrylate, acrylic Ethyl acid, 〇-butyl acrylate, isobutyl acrylate, dodecyl acrylate, acrylic acid-2
- Esters of α-methylene aliphatic monocarboxylic acids such as chloroethyl, phenyl acrylate, methyl α-chloroacrylate, methyl methacrylate, ethyl methacrylate, ethyl ethacrylate, etc., such as acrylonitrile, methacrylonitrile, etc. amide F such as acrylamide, e.g. acrylanilide, p-chloroacrylanilide, m-nitroacrylanilide, m
- Anilides such as methoxyacrylanilide, vinyl esters such as vinyl acetate, vinyl propionate, vinyl benzoate, vinyl butyrate, vinyl ethers such as methyl vinyl ether, ethyl vinyl ether, isobutyl vinyl ether, β-chloroethyl vinyl ether, chloride Vinyl, vinylidene chloride, vinylidene cyanide, such as 1-methyl-1-methoxychetyleyl, 1,1-dimethoxyethylene, 1,2-dimethoxyethylene, 1,1-dimethoxycarbonylethylene, 1
- Ethylene derivatives such as methyl-1-nitroethylene,
For example, N-vinylvirol, N-vinylcarbazole,
There are N-vinyl monomers such as N-vinylindole, N-vinylpyrrolidone, and N-vinylpyrrolidone. These vinyl monomers exist in polymer compounds with a structure in which unsaturated double bonds are cleaved.

Among the above monomers, aliphatic monocarboxylic acid esters and nitriles exhibit excellent performance for the purpose of the present invention and are therefore preferred.

These alkali-soluble resins! , preferably has a molecular weight of 500 or more, more preferably 2
．． Those having a molecular weight of 000 or more are preferable.

These alkali-soluble resins are preferably contained in the photosensitive composition of the present invention in an amount of 50 to 90% by weight of the nonvolatile components of the photosensitive composition.

The triazine compound used in the present invention has the following general formula [
This is a compound represented by 11.

General Formula [I] In the above general formula [I], A represents a homocyclic group or a heterocyclic group having aromaticity. These groups include those having substituents.

The aromatic homocyclic group or heterocyclic group represented by A is monocyclic or bicyclic, such as phenyl group, naphthyl group, oxazole group, benzofuryl group, benzoxazole group, benzimidazole group. , quinolyl group, and from the viewpoint of synthesis yield and solubility in a developer, a monocyclic phenyl group is preferable.

As the substituent that these condensed rings may have, an electron-donating group is preferable. The electron donating group refers to a group having a negative Hammett's σ value, such as phenyl group, trimethylsilicate group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, t-butyl group, etc. Examples include alkyl groups, methoxy groups, ethoxy groups, n-propoxy groups, isopropoxy groups, n-butoxy groups, alkoxy groups such as t-butoxy groups, phenoxy groups, amino groups, and substituted amino groups. Particularly preferred among these substituents are alkyl groups and alkoxy groups.

B represents a heterocyclic group. These heterocyclic groups are monocyclic or bicyclic, such as furyl group, thienyl group,
Examples include oxazole group, thiazole group, imidazole group, pyridyl group, benzofuryl group, benzothienyl group, benzoxazole group, benzothiazole group, benzimidazole group, benzotriazole group, indolyl group, and quinolyl group. These groups are preferably bonded to the s-triazine ring at the 2-position.

Furthermore, in m, n, and Ω, it is preferable that m and n are both 0. It is preferable that Ω is 0 or 1, but
It is particularly preferred that O is 0° or less. Specific examples of the I-riazine compound represented by the general formula [I] are shown below, but the present invention is not limited to these compounds.

8 The proportion of these triazine compounds in the photosensitive composition is preferably 0.1 to 5% by weight based on the nonvolatile components of the photosensitive composition, and the particularly preferable amount used is 0.1 to 5% by weight of the nonvolatile components of the photosensitive composition. It is 5 to 3% by weight.

Next, a dye that changes its color tone through interaction with a photodecomposition product of a triazine compound represented by the general formula [I] will be described.

The dyes in the present invention include pigments as well as dyes, and inorganic pigments can also be used, but it is preferable to use organic dyes whose color tone changes with acid.

Examples of the organic dyes used include diphenylmethane, triphenylmethane, thiazine, oxazine, xanthine, anthraquinone, iminonaphthoquinone, and azomethine dyes.

Examples of these organic dyes include Eisen Brilliant Basic Cyanine 6GH [manufactured by Odogaya Chemical Industry ■],
Astra New Fuchsin, Alizarin Red S1 Eosin, Ethyl Violet, Erythrosin B1 Auramine, Oil Green #502 [Manufactured by Orient Chemical Industry ■]
, Oil Blue Let 8308 C Orient Chemical Co., Ltd.), Oil Pink #312 C Orient Chemical Co., Ltd.
, Oil Red OG [manufactured by Orient Chemical Industry ■], Oil Red RR [manufactured by Orient Chemical Industry ■], Orange ■
, 2-carboxyanilino-4-p-diethylaminophenylimino naphthoquinone, 2-carbostearylamino-4-p dihydroxyethylaminophenylimino naphthoquinone, xylenol blue, quinaldine red,
Crystal Violet, Crystal Violet) Fl
, OBSm-Cresol Purple, Cresol Red,
Congo Red, cyano-p-diethylaminophenyliminoacetanilide, 4-p-diethylaminophenylimino naphthoquinone, 2,7-dichlorofluorescein, diphenylthiocarbazone, 13-diphenyltriazine, Spin Red BEH Special [manufactured by Odugaya Chemical Industry ■] , Sulforhodamine B1 Thymol Sulfophthalein, Thymol Phthalein, Thymol Blue Nile Blue 2B, Nile Blue-A, 1-β Naphthyl-4-p-
Diethylaminophenylimino-5-pyrazolone, α-
Naphthyl red, valaftacin, rose methyl red, Victoria Pure Blue BOH, Fast Acid Violet R1 phenacetaline, 1-phenyl-3-methyl-4-p-diethylaminophenylimino-5=pyrazolone, phenolphthalein, phenol red, tsuksin, brilliant Green, Bromocresol Purple, Bromophenol Blue Pesic Tsushin, Benzobrulin 4B1 Magenta, Malachite Green,
Specific examples include methanyl yellow, methyl orange, methyl green, methyl violet l-2B, methyl violet h, p-methoxybenzoyl-p'-diedylamino-〇'-methylphenyliminoacetanilide, rose bengal, rhodamine 6G, and rhodamine B. I can do it.

Among these compounds, triphenylmethyl-based compounds are preferred from the viewpoint of the degree of discoloration and storage stability.

The dyes particularly preferably used in the present invention include:
Malachite Green (CI A2000), Methyl Violet (CI 42535), Methyl Green (CI 42585), Crystal Violet 1-
(C142555), brilliant green (c I
4.2040), ethyl violet (CI 428)
00), Phenolphta 1 Twin, Phenol Red, Bromophenol Blue, Thymol Blue, Bromocresol Purple, Victoria Pure Blue BOH (C
I4.2595), Eisen Brilliant Basic Cyanine 6GH [manufactured by Odugaya Chemical Industry ■] (CI
42025), Astraneufuchsin (CI 4.
2520), magenta (CI 42510), crystal violet FIOB (manufactured by BASF) (
CI 42557), Tsuksin (CI 42500)
) can be mentioned.

The proportion of these dyes in the photosensitive composition is preferably 0.1 to 10% by weight of the nonvolatile components of the photosensitive composition,
Particularly preferred is 0.3 to 5% by weight.

In addition to the materials described above, the photosensitive composition of the present invention can contain other additives as necessary. Plasticizers include various low-molecular compounds such as phthalate esters, triphenyl phosphates, maleate esters, and coating properties improvers include surfactants such as fluorine surfactants and ethyl cellulose polyalkylene ether. Examples include nonionic activators.

Further, a sensitizer for improving sensitivity can also be added to the photosensitive composition of the present invention. As the sensitizer, gallic acid derivatives described in JP-A No. 57-118287, 5-membered cyclic acid anhydrides such as those described in JP-A-52-80022, such as phthalic anhydride; , tetrahydrophthalic anhydride, hexahydrophthalic anhydride, maleic anhydride, succinic anhydride, pyrometic acid, itaconic acid, etc., and 6-membered cyclic acid anhydrides as remembered in JP-A-58-11932, e.g. , glutaric anhydride and its derivatives. Among these, cyclic acid anhydrides are preferred, and 6-membered cyclic acid anhydrides are particularly preferred.

A positive-working photosensitive lithographic printing plate can be formed by dissolving the photosensitive composition of the present invention in a solvent that dissolves each of the above-mentioned components, and applying and drying the solution on the surface of a suitable support. Solvents that can be used include methyl alcohol, ethyl alcohol, isopropyl alcohol, n-propyl alcohol, n-butanol, isobutanol, t-
Butanol, 1-pentanol, 2-pentanol, 1
Alcohols such as hexanol, ketones such as acetone, methyl ethyl ketone, methyl 〇-propyl ketone, methyl isopropyl ketone, methyl 〇-butyl ketone, methyl isobutyl ketone, cyclopentanone, cyclohexanone, ethylene glycol monomethyl ether,
Ethylene glycols such as ethylene glycol monoethyl ether, ethylene glycol n-butyl ether, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol isopropyl ether acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol isopropyl ether, Diethylene glycols such as diethylene glycol phenyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol monomethyl ether acetate, propylene glycols such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether, propylene glycol isoprobyl, -thyl, etc. , acetate esters such as ethyl acetate, -propyl acetate, isopropyl acetate, butyl acetate, pond water thereof, methyl lactate, ethyl lactate, diethyl ether, dioxane, dimethylformamide, dimethyl sulfoxide, γ-
Butyrolactone, 3-methoxy-1-butanol, 3-
Examples include methyl-3-methoxy-1-butanol, tetrahydrofuran, methylene chloride, and the like.

In the present invention, preferred organic solvents are solvents whose main component is a compound belonging to diethylene glycols or propylene glycols. These have become problems in recent years. It is preferably used as a compound that improves the toxicity of compounds such as ethylene glycols and also has good solubility in the composition.

The coating method may be a conventionally known method such as spin coating or wax coating.
Yarbur coating, dip coating, air knife coating, roll coating, blade coating, curtain coating, etc. are possible.

Examples of the support on which the photosensitive layer using the photosensitive composition of the present invention is provided include metal plates such as aluminum, zinc, copper, and steel, and metal plates plated or vapor-deposited with chromium, zinc, copper, nickel, aluminum, iron, and the like. Examples include metal plates, paper, plastic films, paper coated with resin, paper covered with metal foil such as aluminum, and plastic films treated to make them hydrophilic. Among these, aluminum plates are preferred. When an aluminum plate is used as a support, it is preferably subjected to surface treatments such as graining, anodizing, and, if necessary, sealing. Known methods can be applied to these treatments.

The graining method 17 includes, for example, a mechanical method,
An example is a method of etching by electrolysis. Examples of mechanical methods include ball polishing, brush polishing, liquid honing, and puff polishing. The various methods described above can be used alone or in combination depending on the composition of the aluminum ash. Preferred is electrolytic etching.

Electrolytic etching is carried out in a bath containing one or a mixture of inorganic acids such as phosphoric acid, sulfuric acid, hydrochloric acid, and nitric acid. After the graining treatment, if necessary, desmut treatment is performed with an aqueous alkali or acid solution, neutralized, and washed with water.

The anodic oxidation treatment is performed by electrolyzing using an aluminum plate as an anode using a solution containing one or more of sulfuric acid, chromic acid, oxalic acid, phosphoric acid, malonic acid, etc. as an electrolytic solution. The amount of anodic oxide film formed is 1 to 50II1g/
DI is appropriate, preferably IO~□ 40mg/
d rd. The amount of anodized film can be determined by, for example, applying an aluminum plate to a phosphoric acid chromic acid solution (85% phosphoric acid solution: 35%
m1, chromium oxide (Vl): prepared by dissolving 20 g in 1 g of water) to dissolve the oxide film] 2. It is determined by measuring the weight change of the plate before and after the film is dissolved.

Sealing treatments include hot water treatment, steam treatment, sodium silicate treatment,
Specific examples include dichromate aqueous solution treatment.

In addition, the aluminum plate support may be subjected to subbing treatment using an aqueous solution of a water-soluble polymer compound or a metal salt such as fluorinated zirconate.

In addition, in general, when contact printing (=I) a film original onto a photosensitive lithographic printing plate, the printing frame is vacuumed, but a method for improving this vacuum adhesion is also a positive printing method using the photosensitive composition of the present invention. It can be applied to photosensitive lithographic printing plates.Methods for improving vacuum adhesion include a method of mechanically making unevenness on the surface of the photosensitive layer, a method of scattering solid powder on the surface of the photosensitive layer, and a method of spreading solid powder on the surface of the photosensitive layer. A method of providing a matte layer on the surface of a photosensitive layer as described in Japanese Patent Application Laid-Open No. 125805, a method of making a solid powder heat-fusible on the surface of a photosensitive layer as described in Japanese Patent Application Laid-Open No. 1974-2974, etc. can be mentioned.

A positive-working photosensitive lithographic printing plate to which the photosensitive composition of the present invention is applied can be used in the same manner as those conventionally used. For example, an ultra-high pressure mercury lamp is passed through a transparent film,
It is exposed to light using a light source such as a metal halide lamp, a xenon lamp, or a tungsten lamp, and then developed with an alkaline developer, leaving only the unexposed portions on the surface of the support, creating a positive relief image.

Examples of alkaline developers include sodium hydroxide,
Examples include aqueous solutions of alkali metal salts such as potassium hydroxide, lithium carbonate, potassium carbonate, lithium metasilicate, potassium metasilicate, sodium diphosphate, and sodium tertiary phosphate.

The concentration of the alkali metal salt is preferably 0.1 to 10% by weight. In addition, an anionic surfactant, if necessary, is added to the developer.
Amphoteric surfactants and organic solvents such as alcohols can be added.

[Examples] The present invention will be explained below using Examples, but the present invention is not limited thereto.

Example] (Preparation of photosensitive lithographic printing plate sample) An aluminum plate with a thickness of 0.24 mm was degreased in a 5% by weight aqueous solution of sulfur and lithium hydroxide at 60°C for 1 minute, and then 1 g of In a 0.5 mol hydrochloric acid aqueous solution at a temperature of 25
The electrolytic etching process was carried out under the conditions of temperature, current density of 60 A/dm2, and processing time of 30 seconds. Then, it was desmutted in a 5% by weight aqueous sodium hydroxide solution at 60°C for 10 seconds, and then desmutted in a 20% by weight sulfuric acid solution at a temperature of 20°C, a current density of 3 A, /drrF, and a treatment time of 1 minute. Anodic oxidation treatment was performed. Furthermore, a hot water sealing treatment was performed with hot water at 30°C for 20 seconds to prepare an aluminum plate to be used as a support for the two lithographic printing plate materials.

Ta.

A photosensitive composition coating solution having the following composition was applied to the aluminum plate prepared as above using a spin coater, and dried at 90°C for 4 minutes to obtain positive photosensitive lithographic printing plate sample No. 1.
I got it. The coating amount of the photosensitive composition was 24Il1g/d.

(Coating liquid composition) Binder resin (BD-1) 7.0g quinonediazide compound (photoreceptor) (QI)-1) 1. ．． 6g
l-Ryazine compound (No, ], )
[1,06g Biku I Reapure Blue BOH (manufactured by Odougaya Chemical) 0.08g methyl cellosolve 100ml] In the coating liquid composition of the photosensitive composition described in 1, as shown in Table 1, binder resin, quinonediazide compound and By changing the triazine compound, photosensitive lithographic printing plate sample No. 2~
Got 10.

Photosensitive lithographic printing plate sample No. 011 thus obtained
~ 10, a step tablet for sensitivity measurement (No. manufactured by Eastman Kodak, 21 levels of gray scale with a 2m degree difference of 0.5) is closely attached to the top, and a w metal halide lamp (idle fin manufactured by Iwasaki Electric Co., Ltd. 2000) was used as a light source and exposed from a distance of 90 cm. Next, this sample was diluted 6 times with water using Konica ■'s 5DR-1 developer. The film was developed for 20 seconds at 27° C. using a developer solution. Sensitivity was evaluated by the number of steps cleared on a two-step tablet.

Next, in order to evaluate under-developability, the developability was evaluated using a developer whose alkaline concentration was further diluted, that is, a developer whose developing ability was reduced. The above developability is determined by diluting the 5DR-1 developer at a dilution rate of 9.10.11.
A printing test was conducted on the lithographic printing plate samples obtained by developing each sample at 27° C. for 20 seconds, and visually evaluating the degree of coloration of halftone dots in a portion of the shadow.

In addition, in order to examine the visible image quality after exposure, the difference in density between the exposed and unexposed areas of the sample before development, which had been exposed under the above conditions, was measured using a densitometer (Sakuradenshi! Meter PDA65 manufactured by Konica ■). A large density difference ΔD means that the exposed visible image quality is good. In addition, in order to examine the storage stability of the product, the exposure visible image properties of samples ¥41 to 10 that were left for 5 days at 40°C and 80% RH were evaluated in the same manner as above, and the storage stability was evaluated as 3. Comparison was made with the ΔD of the previous sample.

The results are shown in Table 1.

Below margin *1; 1゜Naphthoquinonediazide-4 Sulfonyl chloride triazine compound (0.08g) No, 1 No, 2 NO13 NO14 Quinonediazide compound (photoreceptor) D-3 D ] D-4 Resin before Q is reacted Mw of the resin before reacting with Q-1500x:y-2 Mw of the resin before reacting with Ql -900D-2 D-5 Mw of the resin before reacting with Q2 = 1.500 Binder resin BI)-1 Phenol, +71-cresol and p-cresol (
Copolymer resin D-2 of formaldehyde and molar ratio 48:32:20) From the results in Table 1, sample N using the photosensitive composition of the present invention
o, 1 to 7 are compared to comparative sample No. 8 to ]0,
It can be seen that the sensitivity, under-developability, exposed visible image quality, and exposed exposed visible image quality after storage are all excellent.

[Effects of the Invention] According to the present invention, it is possible to provide a photosensitive composition that has high development tolerance, excellent exposed visible image properties, and does not deteriorate in exposed visible image properties even after storage.

(k, :f) : m : n -2520・50:
2 Mw-80000) Below margin

Claims (1)

[Scope of Claims] At least (a) the triazine compound represented by the following general formula [I] and (b) the color tone obtained by interaction with the photodecomposition product of the triazine compound represented by the above general formula [I] A photosensitive composition characterized by containing a dye that changes the color of the photosensitive composition. General formula [I] ▲ Numerical formulas, chemical formulas, tables, etc. are available▼ [In the formula, A represents a homocyclic group or a heterocyclic group having aromaticity, and B represents a divalent heterocyclic group. m and n represent integers of 0 to 2. ]