JPH02173645A - Photosensitive composition and image forming method - Google Patents

Abstract

PURPOSE:To eliminate requirement for heating at high temp. in a stage of execution of transfer using a photosensitive compsn. as a sensitive material for transfer and to prevent generation of dimensional shift by incorporating a specified high molecular compd. into the photosensitive compsn. CONSTITUTION:A diazo compd. (A) and/or an azide compd. (B), and a high molecular compd. (C) contg. a carboxylic vinyl ester unit expressed by the formula I in a molecular structure, are contained in a photosensitive compsn. R in the formula is a 1-17C alkyl group, and a copolymer of vinyl acetate with another monomer is usable as the compd. (C). A diazo resin such as a hexafluorophosphate of a condensed product of p-diazophenyl amine with paraformaldehyde, etc., is usable as the compd. (A), and 1-azido pyrene expressed by the formula II is usable as the compd. (B).

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a photosensitive composition and an image forming method using an image forming material having the photosensitive composition.
The present invention can be used, for example, as a color proof photosensitive composition for color proofing in color printing, and a color proof transfer image forming method.

[Conventional technology]

Photosensitive compositions containing diazo compounds and/or azide compounds are used, for example, in the field of photosensitive materials for printing. Before actual printing in multicolor printing, a color sheet called a color proof is sometimes used for proof printing. Sexual compositions may be used.

Diazo compounds and/or azide compounds are generally used in conjunction with polymeric compounds that can function as binders.

As this type of conventional technology, Japanese Patent Application Laid-Open No. 59-97140,
JP-A No. 47-41830 describes photosensitive compositions including:
Examples containing an azide compound, a novolac type phenol resin, a synthetic rubber, etc., and a diazo compound, polyvinyl alcohol, polyacrylamide, etc. are described.

[Problem that the invention seeks to solve]

However, in the conventional photosensitive composition described above, when this composition is used as a photosensitive material, this is exposed and developed to obtain an image, and the image is transferred to a transfer material such as paper, high temperature heat is applied for the transfer. Requires. For this reason, transfer materials such as paper,
Alternatively, the photosensitive material itself may expand or deform due to heat, resulting in a dimensional shift in the transferred image.

Such dimensional deviations are extremely problematic when used, for example, as a color proof for proofreading as described above.

This is because dimensional deviations may occur between multicolor images.

The present invention solves the problems of the prior art described above, and even when applied to transfer-type photosensitive materials, high-temperature heating is not required for transfer.
Therefore, it is an object of the present invention to provide a photosensitive composition that does not cause dimensional deviation, and also to provide an image forming method for obtaining a transferred image using a photosensitive material using such a photosensitive composition.

[Means for solving problems]

The object of the present invention is to provide a photosensitive composition containing a diazo compound and/or an azide compound, and a polymer compound having a carboxylic acid vinyl ester polymer unit represented by the following general formula in its molecular structure. , achieved.

RCOOCII = CI+□ However, R represents an alkyl group having 1 to 17 carbon atoms.

In addition, an image forming material having the above-mentioned photosensitive composition may be exposed to light.
This is achieved by an image forming method in which an image area is formed by development, and at least the formed image area is transferred to a transfer material to obtain a transferred image.

In one preferred embodiment of this image forming method,
It is possible to adopt a configuration in which only the image portion is transferred to the transfer target material.

The present invention will be explained in more detail below.

The photosensitive composition of the present invention contains a diazo compound and/or an azide compound.

In the present invention, the diazo compound refers to a compound having at least one diazo group in the molecule, and includes chain diazo compounds and aromatic diazo compounds, but diazo resins described below are preferred. Furthermore, in the present invention, the azide compound is
Fewer N3 groups in the molecule.

It refers to a compound having at least one compound.

The photosensitive composition of the present invention may contain one or more diazo compounds, or may contain one or more azide compounds, and may contain one or more diazo compounds and one or more azide compounds. They may be contained in any combination of two or more species.

In the present invention, the diazo compound and/or
Alternatively, the content of the azide compound is preferably 0.5 to 30% by weight, and 5 to 30% by weight in the solid component of the photosensitive composition.
More preferably, it is 20% by weight.

Any diazo compound or azide compound can be used as long as it can function as a photosensitizer.

Specifically, for example, the following can be exemplified.

Diazo compounds that can be used in the present invention include diazo resins represented by condensates of aromatic diazonium salts and, for example, active carbonyl-containing compounds, especially formaldehyde. Among these, diazo resins that are soluble in organic solvents are preferred.

Examples of the diazo resin include organic solvent-soluble reaction products of a condensate of p-diazophenylamine and formaldehyde or acetaldehyde, and hexafluorophosphates, tetrafluoroborates, perchlorates, and periodates. The diazo resin inorganic salt is also described in U.S. Patent No. 3.300,3
09, the above condensates and sulfonic acids such as para-toluenesulfonic acid or its salts, phosphinic acids such as benzenephosphinic acid or its salts, hydroxyl group-containing compounds such as 2,4-dihydroxybenzophenone, 2 Examples include organic solvent-soluble diazo resin organic acid salts which are reaction products such as -hydroxy-4-methoxy-benzophenone-5-sulfonic acid or its salts.

Further, as the azide compound that can be used in the present invention, the following compounds can be specifically mentioned.

2゜ 6-'; Chloro-4-nitroazidobenzene 4° 4′ diazidiphenylmethane 4゜ 4゛ diazide benzophenone 3゜ 3″ One day Toxi-4゜ 4゛ -Diazide diphene 4゜ 4” monodiazide diphenylmethane 4′ Ichime Toxicity 4-azidiphenylamine 4゜ monodiazide stilbene 4゜ 4゜ -Diazidiphenylamine 4゜ 4" -diazide chalcone 2゜ 6-G (4゛ −azidobenzal) To cyclo 3゜ 3゛ -dimethyl-4゜ 4′ diazidif phenyl 2゜ 6-G (4゜ −azidobenzal) -4-me 4゜ 4′ diazidophenylazonaphthalene 4゜ Nitrophenylazobenzene-4 Azide However, of course, Can be used in this invention diazo compound, The azide compound is Specifics mentioned above It is not limited to examples only.

Next, the photosensitive composition of the present invention contains a polymer compound having a carboxylic acid vinyl ester polymerized unit represented by 1-azidopyrene in the following general formula in its molecular structure.

RCOOCH=CH2 however, represents an alkyl group having 1 to 17 carbon atoms.

Any polymer compound having the above structure can be used, but vinyl carboxylate is used to constitute the polymerized unit represented by the above general formula.

As the stell monomer, the following examples are preferred.

The name and chemical formula are also shown.

■Vinyl acetate C1l zcOOcll =
C1l□■Vinyl propionate CH2Cl(+G
OOCR=CHz■ Vinyl butyrate CHs(C
Hz)zcOOc41=cHz■Vinyl pivalate
(C1h) 3CCOOCH=CT.

■Vinyl caproate Cfh (C1l□)4cOO
cll=cHz ■ Vinyl caprylate C113 (C
1lz)6cOOcH=ctl□■Vinyl caprate
CHz (CHz) ecOOctl = CHt
■Vinyl laurate C11z (CHz) +oC
OOC) I=CHz■Vinyl myristate C1h(
C1+□) + zcOOcH= CHz [phase] Vinyl palmitate CHs (CIlz) +4COOCH
=CHzO vinyl stearate CHz (C1lz)
+6COOCH=CH2@vinyl versatile acid CH2 R' CC00CH=CHz (R1 and R1 are alkyl groups, and the sum of their carbon numbers is 7. In other words, R'+R''=Ctll+6) Carboxylic acid vinyl ester monomer More preferably, the carboxylic acid has 1 to 4 carbon atoms in its main chain.Vinyl acetate is particularly preferred.

Note that the above R also includes an alkyl group having a substituent, that is, a vinyl ester of a substituted carboxylic acid is also included in the polymerization unit.

The polymer compound may be a polymer obtained by polymerizing one type of carboxylic acid vinyl ester, a polymer obtained by copolymerizing two or more types of carboxylic acid vinyl esters, or a polymer that can be copolymerized with carboxylic acid vinyl ester. It may be a copolymer with monomers in any composition ratio.

Examples of monomer units that can be used in combination with the polymerized unit represented by the above general formula include ethylenically unsaturated olefins such as ethylene, propylene, isobutylene, butadiene, and isoprene, such as styrene, α-methylstyrene, p - Styrenes such as methylstyrene and p-chlorostyrene, acrylics such as acrylic acid and methacrylic acid.

Acids, such as unsaturated aliphatic dicarboxylic acids such as itaconic acid, maleic acid and maleic anhydride; unsaturated aliphatic dicarboxylic acids such as itaconic acid, maleic acid and maleic anhydride; Diesters of saturated dicarboxylic acids, such as methyl acrylate, ethyl acrylate, n-butyl acrylate, isobutyl acrylate, dodecyl acrylate, 2-chloroethyl acrylate,
α-methylene aliphatic monocarboxylic acid esters such as phenyl acrylate, α-methyl chloroacrylate, methyl methacrylate, and ethyl methacrylate; Nitriles such as acrylonitrile and methacrylonitrile; Amides such as acrylamide; e.g. acrylic anilide, p-chloroacrylanilide, m-nitroacrylanilide, m-methoxyacrylanilide, etc., such as methyl vinyl ether, ethyl vinyl ether, isobutyl vinyl ether,
Vinyl ethers such as β-chloroethyl vinyl ether, vinyl chloride, vinylidene chloride, vinylidene cyanide, such as 1-methyl-1-methoxyethylene, 1゜1-dimethoxyethylene, 1,2-dimethoxyethylene, 1,
1-dimethoxycarbonylethylene, 1-methyl-1-
Ethylene derivatives such as ditroethylene, such as N-(4-hydroxyphenyl)acrylamide, N-(4-hydroxyphenyl)methacrylamide,
Monomers with aromatic hydroxyl groups such as o-, m- or p-hydroxystyrene, monomers with alcoholic hydroxyl groups such as hydroxyethyl acrylate, hydroxymethacrylate, etc., such as N-vinylpyrrole, N-vinylrubazole ,
N-vinylation of N-vinylindole, N-vinylpyrrolidone, N-vinylpyrrolidone, etc.

There are vinyl monomers such as compounds. These vinyl monomers exist in polymer compounds with a structure in which unsaturated double bonds are cleaved.

Particularly preferred polymer compounds for use in the present invention are those having vinyl acetate polymerization units in their molecular structure. Among them, vinyl acetate polymerization units are 40 to 95.
−t%, the number average molecular weight (MN) is t,
ooo~100,000, weight average molecular weight (MW
) is preferably 5.000 to 500.000.

More preferably, vinyl acetate polymerized units (especially 40
~95 wt%) and polymeric compounds having carboxylic acid vinyl ester polymerized units with a longer chain than vinyl acetate are preferred, especially those with a number average molecular it (MN) of 2.000 to 6.
0,000, weight average molecular weight (MW) is 10,000
~150.000 is preferred.

In this case, the monomer that copolymerizes with vinyl acetate to form a polymer compound having vinyl acetate polymerized units may be any monomer that can form a copolymer, such as among the monomers listed above. You can arbitrarily choose from.

Copolymers that can be used as polymer compounds in the present invention are listed below by indicating their monomer components. However, it goes without saying that the invention is not limited to the following examples.

■Vinyl acetate-ethylene ■Vinyl-styrene acetate ■Vinyl acetate-crotonic acid ■Vinyl acetate-maleic acid ■Vinyl acetate-2-ethylhexyl acrylate ■Acetic acid and nyl-zyl 2-ethylhexyl maleate ■Vinyl acetate-methyl vinyl ether ■Acetic acid Vinyl - Vinyl chloride ■ Vinyl acetate - N-vinylpyrrolidone ■ Vinyl acetate - Vinyl propionate ■ Vinyl acetate - Vinyl pivalate @ Vinyl acetate Rubersatate ■ Vinyl acetate - Vinyl laurate [Phase] Vinyl acetate - Vinyl stearate ■ Vinyl acetate −
Vinyl Versatate - Ethylene ■ Vinyl Acetate Rubber Vinyl Versatate - 2-Ethylhexyl Acrylate ■ Vinyl Acetate Rubber Versatate - Vinyl Laurate ■ Vinyl Acetate Rubber Versatate - Crotonic Acid [Phase] Vinyl Louver Propionate Vinyl satic acid [phase] Vinyl propionate Rubers Vinyl satic acid - Crotonic acid @ Pivalic acid - Vinyl stearate - Maleic acid The photosensitive composition of the present invention can be used to constitute an image forming material. . For example, it can be used as a colored image-forming material, such as when used as a color proof.

In this case, the colored photosensitive layer of the colored image-forming material is removed in an imagewise manner by development following imagewise exposure to form a colored image.

Dyes and pigments are added as colorants to the colored photosensitive layer. In particular, when used for color proofing, pigments and dyes in the usual colors required, that is, yellow, magenta, cyan, and black, are required, as well as other metal powders,
White pigments and fluorescent pigments are also used. When applying the present invention to color proofing, many pigments and dyes known in the art can be used, such as those described below.

(C, I mean color index).

Victoria Pure Blue (C, I 42595) Auramine (C, I 41000) Cathylone Brilliant Flavin (C, I Basic 13) Rhodamine 6GCP (C, I 45160) Rhodamine B (C, I 45170'') Safranin OK2
O: 100 (C, 150240) Erioglaucine X (C, 142080) Fast Black HB
(C1I 26150) No, 1201 Lionol Yellow o - (C, I 21090) Lionol Yellow GRO (C, I 21090) Shimla Fast Yellow 80F (C, I 21105) Benzidine Yellow 4T-564D (C, I 21095') Shimla Fur Thread 4015 (C, I 12355) Lionor Red 7 B12O3 (C, 115830)
First Gen Blue TGR-L (C, I 74160) Lionor Blue SM (C, I 26150) Mitsubishi Carbon Black M A-100 Mitsubishi Carbon Black #30. #4 Sails #50 When a colorant is used in the present invention, the colorant/binder ratio of the colored photosensitive layer is determined by a method known to those skilled in the art, taking into consideration the target optical density and removability of the colored photosensitive layer to a developer. It can be determined by the following method.

For example, in the case of dyes, preferably the content is 5% by weight.
% to 75%, and in the case of pigments, the content is preferably 5% to 90% by weight.

Further, the thickness of the colored photosensitive layer can be determined by a method known to those skilled in the art based on the target optical density, the type of colorant M (dye, pigment, carbon black) used in the colored photosensitive layer, and its content. However, within the allowable range, the thinner the colored photosensitive layer is, the higher the resolution will be, and the better the image quality will be. Therefore, the film thickness is preferably 0.
．． It is usually used in the range of 1 g/% to 5 g/n.

When carrying out the present invention, plasticity and coating properties improvers and the like may be further added to the photosensitive composition as required.

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 surfactants.

When the photosensitive composition of the present invention is used to constitute an image forming material, particularly a colored image forming material, the colored photosensitive layer comprises a colored layer comprising a colorant and a binder, and a photosensitive layer.

It can also be divided into 2N with a photosensitive layer consisting of a paraboloid.

In this case, it does not matter which layer is placed on the support side.

When forming an image forming material using the photosensitive composition of the present invention, any support can be used, but a transparent support is preferably used. As the transparent support, a polyester film, particularly a two-wheel stretched polyethylene terephthalate film, is preferred in terms of dimensional stability against water and heat. In addition, acetate film, polyvinyl chloride film,
Polyethylene film, polypropylene film, polyethylene film, etc. can be used.

The image forming material can be used to transfer an image to a transfer material. At this time, in order to efficiently transfer onto the transfer material and to facilitate peeling off of the support after image transfer, that is, to improve releasability between the support and the image forming layer, The body surface can be subjected to a mold release treatment, or a mold release layer can be provided on the support surface. These will be described later.

In the image forming method of the present invention, an image forming material having the photosensitive composition of the present invention is exposed and developed to form an image area, and at least the formed image area is transferred to a transfer material to form a transferred image. It's something you get.

When the image forming method of the present invention is embodied as, for example, a multicolor image forming method, the basic method is as follows (1):
It can be roughly divided into methods (n).

(I) A first colored image forming material having a colored image forming layer for the first color on the support is superimposed on the transfer material, at least the colored image forming layer is transferred to the transfer material, and the support is peeled off. do. Next, image exposure is performed through a first color film original corresponding to the first color, and then development processing is performed to form a colored image of the first color on the transfer material.

Next, at least a colored image forming layer of a second colored image forming material having a colored image forming layer of a second color different in tone from the first color is transferred onto the first colored colored image layer on the transfer material. Then, an alignment image of the second color film original corresponding to the second color (generally called a registration mark image is used)
After being registered with the first color registration image, image exposure is performed through the second color film original, followed by a development process to obtain a two color registered image on the transferred material. Similarly, perform the same process for the third and fourth colors,
Obtain a multicolor image.

This method is known from Japanese Patent Publication No. 47-27441, Japanese Patent Publication No. 56-50121.7, and the like.

(II) A first color colored image is formed on a first color colored image forming material, at least the colored image is transferred to a transfer material, and the support is peeled off. In addition, a second colored image forming material is added to the second colored image forming material.
After forming a colored image, a second image formed along with this is formed.
While registering the color registration mark image with the first color registration mark image on the transfer material, the second color colored image is transferred onto the first color colored image, and the support is peeled off to align the two colors. get the image. Similarly, colored images of the third color and the fourth color are also transferred onto the transfer material to obtain a multicolor image.

In some cases, this multicolor image may be indirectly transferred onto another transfer material to obtain a multicolor image.

This type of method is disclosed in Japanese Patent Application Laid-open Nos. 47-41830, 59-97140, 60-28649 and US Pat. No. 3.7'75.113.

In the image forming method of the present invention, the image forming material is usually imagewise exposed through a color separation mask and then developed.
An image is formed. At this time, an embodiment may be adopted in which only the image portion from the image obtained on the support is directly transferred and laminated onto the transfer material. That is, in one preferred embodiment, only the colored image layer that substantially forms the image is transferred and laminated. In this case, in order to efficiently transfer the image onto the surface to be transferred and to make it easier to peel off the support after image transfer, the surface of the support should be subjected to a release treatment with an appropriate oil-repellent substance, or the support should be It is preferable to provide a release layer thereon.

Examples of such oil-repellent substances include silicone resins, fluororesins, fluorosurfactants, polyolefins,
Polyamide etc. can be used, and as the release layer, for example, alcohol-soluble polyamide, alcohol-soluble nylon, partially esterified copolymer of styrene and maleic anhydride, blend of resin and methoxymethylated nylon, Polyvinyl acetate, polyacrylate, copolymer of polymethyl methacrylate and acrylate, polyvinyl chloride, copolymer of vinyl chloride and vinyl acetate,
Polyvinyl butylade, cellulose acetate phthalate, methylcellulose, ethylcellulose, cellulose diacetate, cellulose triacetate, polyvinyl alcohol, butylcellulose, hydroxyethylcellulose, carboxymethylcellulose, cyanoethylcellulose, cellulose acetate, cellulose triacetate, cellulose acetate butyrate, hydroxypropyl methylcellulose phthalate , hydroxypropyl methylcellulose hexahydrophthalate, or a mixture thereof.

The thickness of the release layer is preferably in the range of 0.01 m to 10 m, particularly preferably in the range of 0.111 m to 5 m.

In order to improve mold releasability, a particularly preferred embodiment includes providing a polypropylene layer or a polyethylene layer that is thinner than the thickness of the support.

The method for forming a polypropylene layer or polyethylene layer on a support is as follows: (1) A solution of polyvinyl acetate, polyvinyl chloride, epoxy resin, polyurethane resin, natural rubber, synthetic rubber, etc. dissolved in an organic solvent is used as an adhesive. After applying these adhesives on a support and drying with hot air or heating, a polypropylene film or a polyethylene film is overlaid and laminated by pressing under heat.
So-called dry lamination method; (2) Using a copolymer of ethylene and vinyl acetate, a copolymer of ethylene and acrylic ester, polyamide resin, petroleum resin, rosin, wax, or a mixture thereof as an adhesive, these adhesives After applying the material onto a support by a doctor blade method, roll coating method, gravure method, reverse roll method, etc. while keeping it in a molten state by heating it as it is,
The so-called hot-melt lamination method, in which polypropylene or polyethylene films are immediately laminated together and laminated by heating at a high temperature if necessary and then cooling; (3) The polypropylene or polyethylene is kept in a molten state and then extruded. This is the so-called extrusion lamination method, in which the film is extruded into a film, and while it is still in a molten state, a support is bonded and laminated; Examples include a so-called coextrusion method in which a polypropylene layer or a polyethylene layer is formed on a support film by multiple moldings using polypropylene or polyethylene in a molten state.

In the image forming method of the present invention, any developer used for developing the image forming material can be used as long as it has a developing action to develop the material to be processed. Preferably, a developer containing an alkaline agent and an anionic surfactant is used.

Usable alkaline agents include (1) sodium silicate, potassium silicate, potassium hydroxide, sodium hydroxide, lithium hydroxide, dibasic or tribasic sodium or ammonium phosphate, sodium metasilicate, sodium carbonate, ammonia; (2) mono-, di-, or trimethylamine;
Organic amine compounds such as mono-, di-, or triethylamine, mono- or di-isopropylamine, n-butylamine, mono-, di-, or triethanolamine, mono-, di-, or triisopropanolamine, ethyleneimine, ethylenediimine, etc. It will be done.

In addition, as anionic surfactants that can be used, (1)
Higher alcohol sulfate esters (e.g. sodium salt of lauryl alcohol sulfate, ammonium salt of octyl alcohol sulfate, ammonium salt of lauryl alcohol sulfate, sulfuric acid alkyl sulfate, etc.), (2) Salts of aliphatic alcohol phosphate esters (e.g.

For example, sodium salt of cetyl alcohol phosphate ester, etc.) (3) Alkylaryl sulfonic acid salts (for example, dodecylbenzenesulfonic acid sodium salt, isopropylnaphthalenesulfonic acid sodium salt).

dinaphthalenesulfonic acid sodium salt, metanitrobenzenesulfonic acid sodium salt, etc.) (4) Alkylamide sulfonates (5) Sulfonic acid salts of dibasic aliphatic esters (e.g. sodium sulfosuccinate dioctyl ester, sodium sulfosuccinate dihexyl ester, etc.) ) (6) Formaldehyde condensates of alkylnaphthalene sulfonates (for example, formaldehyde condensates of sodium dibutylnaphthalene sulfonate, etc.).

The alkaline agent and anionic surfactant can be used in any combination.

〔Example〕

Examples of the present invention and comparative examples will be described below.

It should be noted that, as a matter of course, the present invention is not limited only to the embodiments described below, but can take various forms.

Example 1 A colored photosensitive composition dispersion having the following composition was dried using a wire bar on the polypropylene surface of a support obtained by dry laminating a 25 μm thick polypropylene film on a 50 μm thick polyethylene terephthalate film. After coating to a film thickness of 1 μm, it was dried to produce four colored image forming materials.

Vinyl acetate-vinyl versatate (80: 20 parts by weight) copolymer MN = 3.500 MW = 12.000 Dishes black dicarpon black MA-100 (manufactured by Mitsubishi Kasei) Cyan Nidiane blue 4920 (Dainichiseika) Magenta: Seiriki First Carmine 1483 (manufactured by Dainichiseika) Yellow: Seikafirst 0.99 g 0.55 g 0.68 g Yellow H-7055 (manufactured by Dainichiseika) 0.68 g or more 4 colors obtained A color separation network negative film of each color was superimposed on the polyethylene terephthalate film surface of the colored image forming material, image exposure was performed for 20 seconds from a distance of 50 cm using a 4KW metal halide lamp, and development was performed by immersing the material in the following developer for 30 seconds. , a four-color colored image was formed.

Developer solution> NazCOy 15g Surfactant (Perex NBL manufactured by Kao Atlas Co., Ltd.) 50g Distilled water 1000g Next, the image surface of the black image was brought into close contact with the art paper, and a 5kg/- was passed between a pair of heated nip rolls. After passing at a speed of 50 cm/min under pressurized conditions, the support was peeled off. Peeling was easy and only the black image area was transferred onto the art paper.

Subsequently, colored images were transferred in the order of cyan, magenta, and yellow, thereby obtaining a color proofing image consisting of four colors on the art paper.

The transfer temperature and dimensional deviation between the four colors are shown in Table 1.

In this example, only the image area was transferred, so the finished product was very similar to the actual printed matter.

Example 2 A release layer solution having the following composition was applied onto a biaxially stretched polyethylene terephthalate film having a thickness of 75 μm using a wire bar so as to have a dry film thickness of 0.5 μm, and dried.

Next, a colored photosensitive layer dispersion having the following composition was applied onto the heat-adhesive layer using a wire bar so that the dry film thickness was 1 μm.
Dry.

Next, a heat-adhesive layer solution having the following composition was applied onto the release layer to a dry film thickness of 7 μm and dried.

Vinyl acetate-ethylene-hydroxyethyl acrylate (85:10:5 parts by weight) copolymer MN = 5.000 MW = 20,000 A color separation net negative was applied to the polyethylene terephthalate film surface of the colored image forming material obtained above. The films were stacked one on top of the other, imagewise exposed for 20 seconds from a distance of 50 cm using a 4KW metal halide lamp, and developed by immersion in the following developer for 30 seconds to form a colored image on the support.

<Developer> NaOHLog surfactant (Perex NBL manufactured by Kao Atlas Co., Ltd.) 50 g Distilled water 1000 g Next, the image surface of the obtained colored image and high-quality paper were superimposed, and the image surface was placed between a pair of heated nip rolls for 5 minutes. kg/Cl11
The colored image was transferred onto the high-quality paper by passing the material under pressure conditions of 50 cm/min at a speed of 50 cm/min, and the support of the colored image forming material was peeled off. The colored image, heat seal layer, and release layer were transferred onto high quality paper. Table 1 shows the same data as in Example 1.

Example 3 A release layer solution having the following composition was applied onto a polyethylene terephthalate film having a thickness of 75 μm so that the dry film thickness was 0.5 μm to prepare a support having a releasable surface.

(Release layer solution) Torezin F-30 (alcohol-soluble nylon, manufactured by Toshi) 10 g methanol 90 g Next, four colored photosensitive composition dispersions having the following composition were prepared, and the dry film thickness was 1.
It was coated on the release layer so as to have a thickness of .mu.m, thereby producing four-color image forming materials.

1-Azitobi°ren 0.616
gThe following binder polymer 4.384
g The following pigments The following amounts Methyl cellosolve 39.6 g Fluorosurfactant (manufactured by 3M, FC-430) 0.25 g Binder polymer (one molecule compound according to this book) Vinyl acetate-versatic acid Vinyl laurate-crotonic acid (55:20:20:5 parts by weight) Copolymer M
N = 7.500 MW = 25,000 Pigment black carbon black MA-100 (manufactured by Mitsubishi Kasei) 0.99 g Cyan Nidianin Blue 4920 (manufactured by Dainichiseika) 0.55 g Magenta: Seiryoku First Carmine 1483 (Dainichi Seika) 0.68g Yellow: Seiryoku Fast Yellow H-7055 (manufactured by Dainichiseika) 0.68g Color separation net negative film of each color was superimposed on the colored photosensitive layer surface of the obtained four-color colored image forming material, Image exposure was performed for 60 seconds from a distance of 50 cm using a metal halide lamp, and development was performed by immersing the image in the following developer for 30 seconds to form a colored image in four colors.

Next, an image-receiving layer solution having the following composition was applied onto another polyethylene terephthalate film to a dry film thickness of 20 μm and dried to prepare an image-receiving sheet.

<Developer> NazCO 315g Surfactant (Perex NBL manufactured by Kao Atlas Co., Ltd.) 50g Distilled water
1ooo g (image receiving layer solution) Vinyl chloride/vinyl acetate copolymer (composition ratio 75:25, MPR-T-5 manufactured by Nissin Chemical Co., Ltd.
) 18g Pentaerythritol Tetraacrylate 1g
Michler's ketone 0.1 g Benzophenone 0.64 g Paramethoxyphenol 0.018 g Methyl ethyl ketone 44 g The previously obtained yellow image was brought into close contact with the image-receiving layer surface of the image-receiving sheet, and 5 kg/kg was passed between a pair of heated nip rolls.
The yellow color image was transferred onto the image-receiving layer by passing at a speed of 50 cm/min under pressure conditions of c+fl, and the polyethylene terephthalate film on the color image side was peeled off.

Subsequently, the colored image is transferred in the order of magenta, cyan, and black, and the image side of the image-receiving sheet is brought into close contact with art paper, and the image-receiving sheet is passed between a pair of nip rolls under the same conditions as described above. 50 with a metal halide lamp of 4 to 50 on the polyethylene terephthalate film surface.
Full exposure was given for 30 seconds from a distance of zero, and then the polyethylene terephthalate film of the image receiving sheet was peeled off.

A multicolor proofing image was formed on the art paper. Table 1 shows the same data as in each of the above examples.

Example 4 A colored photosensitive layer dispersion having the following composition was applied onto the polypropylene surface of a support obtained by dry laminating a 25 μm thick polypropylene film on a 50 μm thick polyethylene terephthalate film using a wire bar. It was applied to a thickness of 1 μm and dried.

(Colored photosensitive layer dispersion composition) 2.6-di(4'-azidobenzal)cyclohexane
0.616 g Binder polymer below 4.384 g Pigment below
The following amounts of methyl cellosolve
39.6 g Fluorine surfactant (3M FC-430) 0.25 g Binder polymer Quantification A) Vinyl acetate-vinyl stearate-2-ethylhexyl acrylate-p-hydroxystyrene (60: 20:10:10 parts by weight) copolymer MN
=35.000 MW-95,000 Dishes Black Carbon Plaque MA-100 (manufactured by Mitsubishi Kasei) 0.99g Cyanide Nidianin Blue 4920 (manufactured by Dainichiseika) 0.55g Magenta: Seika First Karmitsu 14 days 3 (manufactured by Dainichiseika) 0.68 g yellow;
Seiryoku Fast Yellow H-7055 (manufactured by Dainichiseika) 0.68g Next, an adhesive layer coating solution with the following composition was applied onto the colored photosensitive layer using a wire bar to a dry film thickness of 5 μm, and dried. Four colored image forming materials were prepared.

(Adhesive layer coating liquid composition) Alicyclic saturated hydrocarbon resin Alcon P-90 (manufactured by Arayo Kagaku, softening point 90″C) 12 g
Alicyclic saturated hydrocarbon resin Alcon P-100 (manufactured by Arayo Kagaku, softening point 100”C) 3g
Styrene-butadiene block copolymer Toughblen A (manufactured by Asahi Kasei Industries) 5g Toluene 100a+1 Among the colored image-forming materials of each color prepared above, the adhesive layer surface of the colored image-forming material using a pigment with a tone matching cyan. , water-resistant white synthetic paper (Beachco manufactured by Nisshinbo)
WEK-110) and passed between a pair of heated nip rolls at a speed of 50 am/min under a pressure of 5 kg/d to form a white composite through the adhesive layer. Glued onto paper.

Next, a color separation network negative film corresponding to cyan is superimposed on the support surface of a colored image forming material using a pigment of a tone matching cyan, which is adhered onto white synthetic paper, and the film is adhered by a vacuum adhesion method. Image exposure was performed for 20 seconds from a distance of 50 cm using a 4KW metal halide lamp, and then, after peeling off the support from the cyan colored image forming material after image exposure, development was performed by immersing it in the following developer for 30 seconds, A cyan colored image was formed on white synthetic paper.

<Developer> Sodium carbonate 15g Surfactant (Perex NBL manufactured by Kao Atlas Co., Ltd.) 50g Distilled water 1000g Subsequently, on the white synthetic paper on which the cyan colored image was formed,
After adhering a colored image-forming material using a pigment with a tone matching magenta via an adhesive layer, the same operation as above is performed to form a colored image in magenta color, and the same operation is also performed for yellow and black. By repeating this process, a color blue ink image consisting of four colors was formed on white synthetic paper. Table 1 shows the same data as in each of the above examples.

Comparative Example 1 In Example 1, except that polyacrylamide (manufactured by Toshishiku Co., Ltd., CM-8000) was used as the binder polymer and methyl cellosolve/methanol (volume ratio 1/1) was used as the coating solvent. The same procedure as Example 1 was carried out.

Table 1 shows the same data as in the above examples.

Comparative Example 2 In Example 2, polyvinyl alcohol (manufactured by Nippon Gosei Kagaku Co., Ltd., GL-05) was used as the binder polymer.
), a sulfate of a condensate of p-diazodiphenylamine and paraformaldehyde was used as a diazo compound, and water was used as a coating solvent and a developer. The rest was the same as in Example-2. The data are also shown in Table-1.

Comparative Example 3 In Example 3, a phenol novolak resin (manufactured by Sumitomo Schless Co., Ltd., PR-
50904) was used. The rest was the same as in Example 3. The data are shown in Table-1.

Comparative Example 4 In Example 4, cyclized rubber was used as the binder polymer, and xylene was used as the coating solvent and developer. The rest was the same as in Example 4. The data are shown in Table-1.

Transfer temperature and X for each of the above examples and comparative examples
The following Table 1 shows the measurement results of the dimensional deviations in the direction and the Y direction.

In Table 1, dimensional deviation refers to the deviation between the registration marks at the four corners of the image, and the deviation in each direction during transfer (referred to as the X direction) and in the width direction (referred to as the Y direction) during transfer. (μm). The register mark is 400 seconds in the X direction and 600 seconds in the Y direction.
are located at a distance of

Good transfer is achieved and dimensional deviations are small. On the other hand, Comparative Examples 1 to 4 all require considerably high transfer temperatures, and the dimensional deviations are significantly larger than those of the corresponding examples.

From Table 1, it can be seen that the examples of the present invention have small dimensional deviations.

〔Effect of the invention〕

As described above, according to the present invention, it is possible to provide a photosensitive composition and an image forming method that do not require high temperatures for transfer and can prevent dimensional deviation when used in a transfer type.

Claims (1)

[Scope of Claims] 1. A photosensitive composition containing a diazo compound and/or an azide compound, and a polymer compound having a carboxylic acid vinyl ester polymerized unit represented by the following general formula in its molecular structure. . RCOOCH=CH_2 However, R represents an alkyl group having 1 to 17 carbon atoms. 2. Image formation in which an image forming material having the photosensitive composition according to claim 1 is exposed and developed to form an image area, and at least the formed image area is transferred to a transfer material to obtain a transferred image. Method.