JPS61100744A - Photosensitive composition - Google Patents

Abstract

PURPOSE:To obtain a photosensitive layer having a good visible image, a high sensitivity and a good storage stability by incorporating a salt of diazoresin, a high polymer compd. having a hydroxyl group and an oil soluble dyestuff. CONSTITUTION:The titled composition comprises a PF6 or a BR4 salt of the diazoresin, an org. salt of the diazoresin, the high polymer compd. contg. the hydroxyl group, and the oil soluble dyestuff. A weight ratio of the PF6 or BF4 salt of the diazoresin to the org. salt of the diazoresin is preferably (0.2:1)-(1:0.2). Total compounding amount of the PF6 or BF4 salt and the org. salt of the diazoresin is preferably 10-50wt% on the weight basis of the titled composition. The high polymer compd. contg. the hydroxyl group is usually the weight average molecular weight of 5,000-500,000 and is a polymer obtd. from a monomer contg. a hydroxyl substd. aromatic group such as N-(4- hydroxyphynyl) acrylamide. The oil soluble dyestuff preferably comprises about 1-5wt% on the weight basis of the titled composition.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a photosensitive composition, and particularly to a photosensitive composition suitably used in a photosensitive lithographic printing plate.

More specifically, the present invention relates to a photosensitive composition that provides a photosensitive layer with visible imageability and excellent storage stability.

[Prior Art] The majority of substances used as photosensitive substances in printing materials that have been given photosensitivity in advance are diazonium compounds, and the most commonly used one is a formaldehyde condensate of p-diazocypheleamine. There is a type of diazo resin represented by diazo resin.When such a diazo resin is coated on a suitable support such as paper, plastic, or metal, and exposed to actinic light through a transparent negative, it is exposed to The diazo resin in the exposed areas decomposes and becomes insoluble.On the other hand, by dissolving and removing the unexposed areas with water, the surface of the support is exposed. With this method, the unexposed area exposes the hydrophilic layer through development. Therefore, on an offset printing machine, this area accepts water and repels ink. Also, the diazo resin in the decomposed area exhibits lipophilic properties , which repels water and accepts ink.Such printing materials thus give so-called negative-4-type printing plates.

In the diazo resin, when the counter anion of the diazonium salt is a water-soluble diazo resin 11t such as a mineral acid such as hydrochloric acid or sulfuric acid, or a double salt with zinc chloride, it is unstable against moisture and has poor storage stability. There was a problem. In order to improve this, anion that forms a stable salt with the diazo resin and makes the resin soluble in organic solvents, such as Japanese Patent Publication No. 47-1
Organic salts such as organic sulfonates as described in No. 167 or US Pat. No. 3,300,309, or rogenated Lewis salts as described in Japanese Patent Application Laid-Open No. 54-98613 Inorganic salts such as
Furthermore, printing materials are known in which a mixture of an organic salt of a diazo resin or an inorganic salt of a diazo resin and an organic solvent-soluble resin is coated on a support.

[The gap that the invention seeks to solve] However, the storage stability of conventional printing plates, especially under high temperature and high humidity conditions, and visibility are not necessarily sufficient, and improvements are desired. Ta.

As a method for improving storage stability, JP-A-59-387
No. 47 proposes a method using a diazo resin salt produced by reacting a water-soluble diazo resin with an organic coupling agent and an inorganic camping agent, but it is not always sufficient in terms of storage stability and visual imageability. do not have.

An object of the present invention is to provide a photosensitive composition which solves the above-mentioned drawbacks, has significantly improved visual imageability, and provides a photosensitive layer that is stable even under severe conditions such as high temperature and high humidity.

[Problem t-Means for solving]

According to the present invention, the present invention relates to a photosensitive 83 paraboloid, comprising: a salt (a) PF of a diazo resin, a group 1-jBF4A;
an organic salt of diazo tree 1, (b) a polymer compound having a hydroxyl group, and (c)
It is characterized by containing an oil-soluble dye.

The diazo resin used in the present invention can be prepared by a known method, for example, Photographic Science and Engineering (PF6oto, Sci, Kng, ) No. 1.
Volume 7, page 33 (b97M), US Patent No. 206363
It can be produced by condensing a diazonium salt with an aldehyde, such as formaldehyde, acetaldehyde, or benzaldehyde, in sulfuric acid, phosphoric acid, or hydrochloric acid according to the methods described in the specifications of No. 1 and No. 2,679,498. Such diazonium salts include p-diazodiphenylamine 7″y′h′
LDn4Kf:f'f4r;b e,! :””16・
At that time, in order to obtain a diazo resin with a desired average molecular weight,
The molar ratio of the diazonium salt and aldehyde, or the reaction temperature and time can be appropriately selected.

The diazo resin used in the present invention has the following general formula (
(translation): (in the formula, X't';
R14 represents a hydrogen atom, an alkyl group, an alkoxy group, a hydroxyl group, a carboxyl group, a carboxylic acid ester group, or a halogen atom; RIS represents a hydrogen atom, an alkyl group, or a halogen atom; n3 is 1 or more, preferably represents a number of 100 or less. ), and the diazo resin is converted into PF, group or Fi by a known method.
BIF4 salt or organic salt is used as component (a) of the present invention.

In the present invention, a combination of a Pli6 salt or BF salt of a diazo resin and an organic salt of a diazo resin is preferably used.
1:1 to 1:(Ll, more preferably (L2:1 to 1:α2).

Diazo resin PF', salt or E? The total amount of salts and state salts in the photosensitive composition is usually 5 to 90% by weight, preferably 10 to 50% by weight.

In the organic salt of the diazo resin used in the present invention, the counter anion of the diazonium salt is triisopropylnaphthalenesulfonic acid, 4.4'-biphenyldisulfone 2.5
-Nitroortho-toluenesulfonic acid, 5-sulfosalicylic acid, 2.5-dimethylbenzenesulfonic acid, 2.4
．． 6-trimethylbenzenesulfonic acid, 2-nitrobenzenesulfonic acid, 3-chlorobenzenesulfonic acid, 3-
Bromobenzenesulfonic acid, 2-chloro-5-nitrobenzenesulfonic acid, 2-fluorocabryluna7talenesulfonic acid, 1-naphthol-5-sulfonic acid, Et, C
Aromatic sulfonic acids such as Fp-toluene sulfo/acid, 2-
Hydroxy-4-methoxybenzophenone-5-sulfonic acid.

Examples include water rg, group-containing aromatic sulfonic acids, etc.

Particularly preferred among these is 2-hydroxy-4
-methquin benzophenone-5-sulfonic acid.

The polymer compound having an aqueous dispersion group, which is component rb) used in the present invention, is usually an electrolyte of monomers having an aromatic hydroxyl group, for example, with Tf>Ml and an average molecular weight of 5,000 to 500,000. , (b) N-(4-hydroxyphenyl)acrylamide, N-(4-hydroxyphenyl)methacrylamide,
Copolymer of N-(4-human cuquidinaphthyl) methacrylamide etc. and other monomers (Japanese Patent Publication No. 52-34930
(2) Copolymers of o-, m- or tip-mil-hydroxystyrene with heptamers; (3) Copolymers of o-, m- or fi-mil-hydroxyphenyl methacrylate with other monomers. It will be done.

Other monomers of the copolymer include (b) acrylic acid, methacrylic acid, maleic anhydride.
Alpha, beta-unsaturated carboxylic acids (2) Methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, amyl acrylate, hexyl acrylate, octyl acrylate, 2-chloroethyl acrylate, 2 - (Substituted) alkyl acrylates such as hydroxyethyl acrylate, chrycidyl acrylate, N-dimethylaminoethyl acrylate (3) Methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate,
amyl methacrylate, cyclohexyl methacrylate, 2-hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, glycidyl methacrylate,
(Substituted) N-dimethylamine ethyl methacrylate etc.
Alkyl methacrylate (4) Acrylamide, methacrylamide, N-methylol acrylamide, N-methylol methacrylamide, N-ethyl acrylamide, N-hexyl methacrylamide, N-cyclohexyl acrylamide, N-hydroxy.

Diethylacrylamide, N-phenylacrylamide, N-nitrophenylacrylamide, N-ethyl-N
- Acrylamides or metathallylamides such as phenylacrylamide (5) Vinyl ethers (6J vinyl acetate, vinyl chloro Vinyl esters such as acetate, vinyl butyrate, and vinyl benzoate (7) Styrenes such as styrene, α-methylstyrene, methylstyrene, and chloromethylstyrene (8) Methyl vinyl ketone, ethyl vinyl ketone,
Vinyl ketones exclusively for propyl vinyl ketone and phenyl vinyl ketone (9) Olefins such as ethylene, propylene, imbutylene, butadiene, isoprene (b(j N-
Examples include vinylpyrrolidone, N-vinylcarbazole, 4-vinylpyridine, acrylonitrile, methacrylonitrile, etc., but any other heptamer that can be copolymerized with a heptamer containing an aromatic hydroxyl group may be used.

It also includes resins obtained by partially esterifying or etherifying aromatic hydroxyl groups such as homopolymers and copolymers of monomers having aromatic water-dispersible groups, and phenol novolacs. However, the structural unit (monomer) having an aromatic hydroxyl group contained in the aggregate is 6 to 80 mol.
D, preferably 5 to 60 mol.

If the structural unit is less than 1 mol, there is a problem with storage stability, and if it exceeds 80 mol, the exposed area will dissolve to give a positive-type photosensitive copying layer, and the photosensitive composition of the present invention may not be used. becomes inappropriate.

In addition to the above-mentioned polymer compounds, for example, polyvinyl petyral resin, polyvinyl formal resin, shellac or Fi 2-
A multicomponent polymer obtained by 5c polymerization such as hydroxyethyl tutacrylate or acrylonitrile can also be used as the polymer compound having a hydroxyl group in the present invention. The hydroxyl group t-S polymer compound used in the present invention is contained in the photosensitive composition in an amount of about 10 to 95% by weight, preferably about 50 to 95% by weight.
Contains 90% by weight.

In the present invention, the oil-soluble dyes used as the Cl component include, for example, Victoria Pure Blue BOH, Victoria Blue Base F-4R, Crystal Violet,
Victoria blue, methyl violet, Oilbruna 603, rhodaline blue, diagryl black, etc. are preferred. These oil bath dyes are usually contained in the photosensitive composition in an amount of α5 to 10%, preferably about 1 to 5% (-1).

The photosensitive composition of the present invention may further contain various additives. can be added.

For example, PF, salt or BF4 salt of a diazo compound as shown in the following general formula (In): u (where x3 is PIP@ or tiBIF4fti, R9-R11 are hydrogen atoms, alkyl groups, alkoxy group, hydroxy group, carboxy group, carboxylic acid ester group or hano-logen atom (t-), alkyl ethers (e.g. ethyl cellulose,
Fluorine with methylcellulose 8″WiifiMI’
? , Q4', / =x y*Wiliffi? i! i
4'tJ? l C@For example, Pluronic L-64 (manufactured by Asahi Denka Co., Ltd.)], plasticizers for imparting flexibility and abrasion resistance to the coating film (e.g. butylphthalyl, polyethylene glycol, tributyl citrate, diethyl phthalate, phthalate) dibutyl acid, dihexyl phthalate, dioctyl phthalate, tricresyl phosphate, tributyl phosphate, trioctyl phosphate, tetrahydrofurfuryl oleate, oligomers of acrylic acid or methacrylic acid), oil-sensitizing agent for improving the oil-sensitivity of image areas. curing agent (for example, JP-A-55
(e.g., hafesterized styrene-maleic anhydride copolymer with alcohol as described in Publication No. 527), known stabilizers [e.g., phosphoric acid, phosphorous acid, organic acids (citric acid, oxalic acid, tartaric acid, polyacrylic acid) , benzenesulfonic acid, naphthalenesulfonic acid, 4-methoxy-2-hydroxybenzophenone-5-sulfonic acid, etc.). The amount of these additives added varies depending on the purpose of use, but generally it is added to the total solid content to 11101
~30% by weight.

As a support suitable for coating the photosensitive composition 1 of the present invention, paper, plastic film, zinc, copper, aluminum, stainless steel, or (c) a composite material made by bonding two or more of these can be used. Among these, aluminum plates are particularly preferred.

However, if an aluminum plate is used without treatment, it has the disadvantage that the adhesion of the photosensitive composition is poor and the photosensitive composition decomposes. In order to eliminate this drawback, various proposals have been made in the past.

For example, a method in which the surface of an aluminum plate is grained and then treated with silicate (US Pat. No. 2,714,066);
Method of treatment with organic acid salts (US Patent fi2714066)
method of treatment with phosphonic acids and their derivatives (No.
(U.S. Pat. No. 3,220,832), a method of treatment with hexafluorozylic potassium (U.S. Pat. No. 2,94668),
No. 5), a method of anodizing and a method of treating with an alkali metal silicate water bath solution after anodizing (U.S. Patent FA A
181461) etc.

Photosensitive composition in the present invention? After degreasing the surface of the aluminum plate (including alumina laminate, the same shall apply hereinafter) to be installed, a brush polishing method, ball polishing method, chemical polishing method, or electrolytic etching method is applied, preferably to create a deep and uniform grain. It is grained using an electrolytic etching method. The anodizing treatment is performed by using an inorganic salt such as phosphoric acid, chromic acid, boric acid, or sulfuric acid, or an organic salt such as oxalic acid alone, or a combination of two or more of these acids at 5c7M in an aqueous solution, preferably in a sulfuric acid aqueous solution. This is done by passing an electric current through an aluminum plate as an anode. Anodized needles are 5-60
1q/dm” is preferable, more preferably 5 to 30
η/d m2. Below 5 q/am2, the adhesion between the photosensitive layer and the aluminum plate is poor, and above 60 q/dm2, the image reproducibility is poor. The sealing treatment applied to the present invention is performed using a sodium silicate aqueous solution, concentration (b1 to 3, and temperature of 80 to 95°C for 10 seconds to
It is carried out by soaking for 2 minutes, preferably after that 40 to 95
℃ water for 10 seconds to 2 minutes.

After the above treatment, the aluminum plate has a moderate affinity with the photosensitive composition of the present invention, has high adhesion to the photosensitive layer, and has a non-image area after development. It does not leave any photosensitive composition on its surface, has strong water retention properties, and has strong surface properties.

The photosensitive material for copying coated on the support can be prepared using conventional methods. That is, a negative relief image is obtained for the original image by exposing it to light through a transparent original l[lii having a line image, a halftone image, etc., and then developing it with an aqueous developer. Light sources suitable for exposure include carbon arc lamps, mercury lamps, xenon lamps, metal halide lamps,
Strobe lights etc. are used.

Any known developer may be used for the development of the photosensitive printing plate according to the present invention, but the following are preferred. That is, the developer for developing the photosensitive printing plate according to the present invention may be water or an aqueous solution containing a specific organic solvent and/or alkaline agent. Here, the specific organic solvent is one that can dissolve or swell the non-exposed area (non-image area) of the above-mentioned photosensitive composition layer when contained in the developer, and that is resistant to water at room temperature (20°C). refers to an organic solvent with a solubility of 10% by weight or less. Such organic solvents only need to have the above-mentioned characteristics, and are not limited to the following, examples of which include ethyl acetate, propyl acetate, and acetic acid. Carboxylic acid esters such as butyl, amyl acetate, benzyl acetate, ethylene glycol monobutyl abutate, butyl lactate, butyl levulinate: Ketones such as ethyl butyl ketone, methyl isobutyl ketone, cyclohexanone: ethylene glycol monobutyl ether , ethylene glycol benzyl ether, ethylene glycol monophenyl ether, benzyl alcohol, methylphenyl carbinol, n-7
Alcohols such as methyl alcohol and methyl amyl alcohol include: alkyl-substituted aromatic hydrocarbons such as xylene; and halogenated hydrocarbons such as methylene dichloride, ethylene dichloride, and monochlorobenzene. These organic solvents may be used for -A mold or higher. Among these organic solvents, ethylene glycol monophenyl ether and benzyl alcohol are particularly effective. Also,
The content of these illustrative solvents in the developing solution is generally 1 to 20% by weight, and more preferably 2 to 10% by weight is obtained.

On the other hand, the alkaline agents contained in the developer include (A) sodium silicate, potassium silicate, potassium hydroxide, sodium hydroxide, lithium hydroxide, sodium or ammonium salt of dibasic or tertiary phosphoric acid; Inorganic alkaline agents (B) such as sodium metasilicate, sodium carbonate, ammonia, etc. Mono-, di- or trimethylamine, mono-, di- or triethylamine, mono- or diisopropylamine,
Organic amine compounds such as n-butylamine, mono-, di-, or triethanolamine, mono-, di-, or tripropanolamine, ethyleneimine, and ethylenediamine are used.

The content of these alkaline agents in the developer is usually [1
L05-4% by weight, preferably 0.5-2%.

Further, in order to further improve storage stability, printing durability, etc., it is preferable to include a water-soluble sulfite in the developer. Such water bathable sulfites are preferably alkali or alkaline earth metal salts of sulfite, such as sulfite, potassium sulfite, lithium sulfite,
Examples include magnesium sulfite. The content of these sulfites in the developer composition is usually 105 to 4% by weight,
Preferably 11-1 ft! %.

Certain solubilizers may also be included to aid in the dissolution of the organic solvents mentioned above in water. As such a solubilizing agent, in order to achieve the desired effect of the present invention, it is preferable to use a low-molecular alcohol or ketone that is easily water-soluble in the organic solvent used. Furthermore, anionic activators, amphoteric activators, etc. can also be used. Examples of such alcohols and ketones include methanol, ethanol,
It is preferable to use furohanol, p)-pv, acetone, methyl ethyl ketone, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methoxybutanol, ethoxybutanol, 4-methoxy-4-methylbutanol, N-methylpyrrolidone, and the like. Preferred examples of the activator include sodium inpropylnaphthalene sulfonate, sodium n-butylnaphthalene sulfonate, sodium N-methyl-N-pentadecylaminoacetate, and sodium lauryl sulfate. These alcohols, ketones, etc. 8. Furthermore, it is generally preferred that the weight of 74° is less than about 30% by weight based on the entire developer.

The photosensitive composition of the present invention has a property (visible imageability) that allows the exposed area and the unexposed area to be visually distinguished after image exposure under a yellow safety mask, and has a photosensitive layer with excellent storage stability. It is useful in that it gives.

Examples of synthesis of the diazo resin and copolymer used in the present invention and examples of production of aluminum plates are shown below.

Synthesis Example 1 14.5 r of p-diazodiphenylamine sulfate was dissolved in 40 d of concentrated sulfuric acid under water cooling, and 1.4 f of paraformaldehyde was added to the mixture. The mixture was added gradually while being careful not to allow the reaction temperature to exceed 10°C. After that, 2 hours
It was stirred under water cooling. The reaction mixture t was poured into 500-mL of ethanol, and the resulting precipitate was collected by suction filtration.
Washed several times with ethanol. The precipitate was dissolved in 100-ice water, a cold concentrated aqueous solution containing 10F zinc chloride was added, and the resulting precipitate (+- was collected by suction filtration. After partially drying the precipitate, Dissolved in 500 m of water, 1
A cold concentrated aqueous solution containing 01F ammonium hexafluorophosphate was added, and the resulting precipitate was collected by suction filtration, washed with water, and dried under reduced pressure at 30 to 40°C to obtain a diazo resin (
b)') (b0? Got it.

The molecular weight distribution of the obtained diazo resin (b) was measured by Gel Permini-7 chromatography (hereinafter referred to as GP (abbreviated as 3)), and it was found that it contained about 40 moles of hexamer or more.

Synthesis Example 2 Diazo resin (2) was obtained in the same manner as Synthesis Example 1, except that ammonium hexafluorophosphate f20f of Synthesis Example 1010f was replaced with 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid. Ta.

Synthesis Example 3 1.42 rose formaldehyde of Synthesis Example 1 was converted to α75t
A diazo resin (3) was obtained in the same manner as in Synthesis Example 1, except that paraformaldehyde was used instead. When the molecular weight distribution of the obtained diazo resin (3) was measured by GPO, it was found that about 20 moles of 3 or more polymers were involved.

Synthesis Example 4 Under nitrogen flow, acetone 100? and 100 tons of methanol
p-hydroxyphenylmethacrylamide 25? , acrylonitrile 302, methyl methacrylate 35v1, methacrylic acid 10F, and azobisisobutyronitrile 2-02 were dissolved, and the mixture was heated at 60° C. for 8 hours while stirring. After the reaction was completed, the reaction mixture was poured into water to obtain copolymer (b).

The obtained copolymer (b) iGPc! As a result of measuring the molecular weight distribution, the weight average molecular weight was 70,000.

Example of making an aluminum plate An aluminum plate with a thickness of 12 m was immersed in a 3% sodium hydroxide aqueous solution to degrease it, and after washing with water, it was electrolyzed at 3 A/d at 25°C for 5 minutes in a 1% hydrochloric acid and 1% boric acid aqueous solution. Etched and washed with water.

Next, Q was immersed in a 9% sodium hydroxide water bath, washed with water, and then immersed in a 40% bAt acid aqueous solution at 30°C at 15 A/am.
2. It was anodized for 2 minutes and washed with water. Furthermore, it was immersed in p)ia5 water [25 seconds + s1 at 90°C, washed with water, and dried to prepare an aluminum plate (b).

〔Example〕

Hereinafter, the present invention will be explained in more detail with reference to Examples.
The present invention is not limited to these examples.

Examples 1 to 3 and Comparative Example 1.2 The photosensitive liquid (b) in Table 1 was applied to the aluminum plate (b),
(2), (3) and for comparison, photosensitive liquids (4) and (5) were applied using a whirler, dried at 80°C for 3 minutes,
Photosensitive lithographic printing plate) ~ (obtained). Dry coating weight is 1
．． 5? /m”Deratsu9.

Table-1 Photosensitive lithographic printing plates (4) to (x) After image exposure for 30 seconds from a distance of 60 holes using a +1I-3Kw ultra-high pressure mercury lamp, the difference in density between the exposed area and the original area was calculated as the Macbeth reflection density. Total R
When measured using D514 through visual filter R, the results shown in Table 2 below were obtained. In Table 2, the concentration difference [120 or more? The visible image quality was good, and the density difference [less than 120 was considered poor visual image quality.

On the other hand, a step wedge (optical density increased in steps of 115) was passed through the photosensitive lithographic printing plates (4) to (K)'.
Image exposure was carried out for 30 seconds from a distance of 60α using a 3KW ultra-high pressure mercury lamp. Next, the plate was developed with the following developer (b) at 25° C. for 45 minutes to obtain a lithographic printing plate. The results are shown in Table-2.

Developer (b1) Furthermore, storage stability under high temperature and high humidity? After considering,
The results shown in Table 2 below were obtained. However, in the table, storage stability is measured when stored in an atmosphere of 45°C and 85% humidity, and does not include changes in performance such as sensitivity and scumming when compared to the photosensitive lithographic printing plate immediately after production. It was judged to be stable.

Table 2 From Table 2, it can be seen that the photosensitive composition of the present invention exhibits good visible imageability and is significantly superior in storage stability to conventional compositions.

〔Effect of the invention〕

As explained above, the photosensitive ASjJy of the present invention.

The remarkable effect of using the material is that a photosensitive layer with high sensitivity, excellent storage stability and visible image quality can be obtained.

Claims (1)

[Claims] 1. (a) PF_6 salt or BF_4 salt of diazo resin;
A photosensitive composition comprising: an organic salt of a diazo resin; (b) a polymer compound having a hydroxyl group; and (c) an oil-soluble dye. 2. The photosensitive composition according to claim 1, wherein the diazo resin in the component (a) is a condensate of substituted or unsubstituted p-diazodiphenylamine and aldehydes. 3. The PF_6 salt or BF_4 salt of the diazo resin in component (a) above has the following general formula (I): ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(I) (In the formula, X^1 is PF_6 Or represents BF_4, R^
1 to R^3 represent a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group, a carboxy group, a carboxylic acid ester group, or a halogen atom, R^4 represents a hydrogen atom, an alkyl group, or a phenyl group, and n^1 is Represents a number greater than or equal to 1. ) The photosensitive composition according to claim 1, which is represented by: 4. The organic salt of the diazo resin in component (a) has the following general formula (II): ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(II) (In the formula, X^2 represents an organic anion. , R^5~R^
7 represents a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group, a carboxy group, a carboxylic acid ester group, or a halogen atom, R^8 represents a hydrogen atom, an alkyl group, or a phenyl group, and n^2 is the above number represents. ) The photosensitive composition according to claim 1, which is represented by: 5. The composition is a diazo compound PF_6 salt or BF_4
The photosensitive composition according to claim 1, which contains a salt. 6. The PF_6 salt or BF_4 salt of the diazo compound has the following general formula (III): ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(III) (In the formula, X^3 represents PF_6 or BF_4, R^
9 to R^1^1 represent a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group, a carboxy group, a carboxylic acid ester group, or a halogen atom. ) The photosensitive composition according to claim 5, which is represented by: