# US 5,348,833 A · Colored positive-working quinone diazide photosensitive recording material for the production of a color test image utilizing adhesive layer containing alkali-insoluble organic polymer and alkali-soluble polyester

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- Number: US 5,348,833 A
- Document ID: US5348833A
- Status: Granted
- Kind: A
- Application number: 07/939,909
- Filed: 1992-09-04
- Granted: 1994-09-20
- Earliest claimed: 1990-03-05
- Assignees: Hoechst Aktiengesellschaft
- Inventors: Dieter Mohr; Martin Benzing; Juergen Mertes; Guenter Hultzsch; Ine Gramm; Manfred Michel; Andreas Elsaesser; Shane Hsieh; David L. Siegfried
- Web page: https://patentgrep.com/patent/US5348833A

## CPC

- G03F 7/0233: {characterised by the polymeric binders or the macromolecular additives other than the macromolecular quinonediazides}
- G03F 3/10: Checking the colour or tonal value of separation negatives or positives
- G03F: PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR; (phototypographic composing devices B41B; photosensitive materials or processes for photographic purposes G03C; electrophotography, sensitive layers or processes therefor G03G)

## Abstract

The invention relates to a positive-working colored photosensitive recording material for the production of a color test image, composed of a temporary layer carrier, a photosensitive layer containing dyestuff or pigment, binder and quinonediazide compound and an adhesive layer which can be activated by means of heat, wherein a release layer based on polyvinyl alcohol is present on the surface of the temporary layer carrier, the photosensitive layer comprises, as the quinonediazide compound, an esterification product of a compound containing one or more phenolic hydroxyl groups and o-quinonediazide-sulfonyl chloride, and, as the binder, a novolak-free phenolic polymer resin and/or a reaction product of the phenolic polymer resin with a monoisocyanate, and the adhesive layer compresses a alkali-insoluble organic polymer and an alkali-soluble polyester. The invention also relates to a process for the production of a color test image using the recording material described.

## Claims

### Claim 1

A positive-working colored photosensitive recording material for the production of a color test image comprising:
(a) a temporary layer carrier,
(b) a release layer comprising polyvinyl alcohol on the surface of said temporary layer carrier,
(c) a photosensitive layer, with a layer weight of about 0.5-5.0 g/m.sup.2, said layer comprising, in an admixture;
(i) a dyestuff or pigment,
(ii) a binder in an amount of about 20-75 weight percent based on the non-volatile contents of said photosensitive layer, said binder comprising a novolak-free phenolic polymer resin, a reaction product of said phenolic polymer resin with a monoisocyanate or a mixture thereof, and
(iii) an esterification product of a compound containing at least one phenolic hydroxyl group and o-quinonediazide-4-sulfonyl chloride, said esterification product being present in an amount of about 10-30 weight percent based on the nonvolatile constituents of said photosensitive layer, and
(d) an adhesive layer activatable by means of heat which comprises an alkali-insoluble organic polymer and an alkali-soluble polyester, wherein said alkali-insoluble organic polymer is present in about 70-99 weight percent and said alkali-soluble polyester is present in about 1-30 weight percent in said adhesive layer.

### Claim 2 (depends on 1)

A recording material as claimed in claim 1, wherein said release layer comprises a partly hydrolyzed polyvinyl acetate.

### Claim 3 (depends on 2)

A recording material as claimed in claim 2, wherein said partly hydrolyzed polyvinyl acetate has a degree of hydrolysis of about 80 to 90 mol percent.

### Claim 4 (depends on 2)

A recording material as claimed in claim 2, wherein said release layer consists essentially of a partly hydrolyzed polyvinyl acetate.

### Claim 5 (depends on 1)

A recording material as claimed in claim 1, wherein said binder comprises a polymer resin comprising units according to the formula I: ##STR5## in which R.sub.1 is hydrogen or a methyl group,
A is a single bond or the group ##STR6## B is an optionally substituted mono- or polynuclear carbocyclic aromatic ring system,
p is 1 or 2.

### Claim 6 (depends on 5)

A recording material as claimed in claim 5, wherein said binder comprises a polymer resin according to the formula I in which
R.sub.1 is hydrogen or a methyl group,
A is a single bond or the group ##STR7## and B is phenylene or naphthylene, which can be substituted by lower alkyl, lower alkoxy, aryl or halogen.

### Claim 7 (depends on 5)

A recording material as claimed in claim 5, wherein said binder comprises a polymer resin comprising units of formula I from about 60 to 100 mol percent.

### Claim 8 (depends on 5)

A recording material as claimed in claim 5, wherein said binder is selected from the group consisting of homopolymers of pyrocatechol monomethacrylate, resorcinol monomethacrylate, hydroquinone methacrylate and 4-hydroxy-styrene, copolymers thereof and mixtures thereof.

### Claim 9 (depends on 1)

A recording material as claimed in claim 1, wherein said binder further comprises units according to the formula II:
--(CHR.sub.2 --CR.sub.3 R.sub.4)-- (II)
in which
R.sub.2 is hydrogen or a carboxyl group,
R.sub.3 is hydrogen, alkyl or a halogen atom,
R.sub.4 is alkyl, alkoxy, alkoxycarbonyl, acyl, acyloxy, aryl, formyl, cyano, carboxyl or hydroxyl, and if R.sub.2 is a carboxyl group, can be bonded thereto to form an acid anhydride.

### Claim 10 (depends on 9)

A recording material as claimed in claim 9, wherein said binder comprises units according to the formula II
--(CHR.sub.2 --CR.sub.3 R.sub.4)-- (II )
in which
R.sub.2 is hydrogen or a carboxyl group,
R.sub.3 is hydrogen, (C.sub.1 -C.sub.12)alkyl, or a halogen atom,
R.sub.4 is alkyl, alkoxy, alkoxycarbonyl, acyl, acyloxy, aryl, formyl, cyano, carboxyl or hydroxyl, and if R2 is a carboxyl group, can be bonded thereto to form an acid anhydride.

### Claim 11 (depends on 9)

A recording material as claimed in claim 9, wherein said binder comprises a polymer resin comprising units of formula II from about 0 to 40 mol percent.

### Claim 12 (depends on 1)

A recording material as claimed in claim 1, wherein said binder is a reaction product of a novolak-free phenolic polymer resin with a monoisocyanate.

### Claim 13 (depends on 12)

A recording material as claimed in claim 12, wherein said monoisocyanate is phenyl isocyanate.

### Claim 14 (depends on 12)

A recording material as claimed in claim 12, wherein said monoisocyanate is present in an amount from 0 to about 30 percent by weight, based on the polymer present.

### Claim 15 (depends on 1)

A recording material as claimed in claim 1, wherein said binder is present in an amount from about 30 to 70 percent by weight, based on the nonvolatile contents of the photosensitive layer.

### Claim 16 (depends on 1)

A recording material as claimed in claim 1, wherein said esterification product is an esterification product of 1,2-naphthoquinone 2-diazide-4- or 5-sulfonic acid chloride with 2,3,4-trihydroxybenzophenone, bisphenol A or 4-tert.-butylphenol.

### Claim 17 (depends on 16)

A recording material as claimed in claim 16, wherein said esterification product is an esterification product of 1,2-naphthoquinone 2-diazide-4-sulfonic acid chloride with 2,3,4-trihydroxybenzophenone.

### Claim 18 (depends on 1)

A recording material as claimed in claim 1, wherein the color of said dye or pigment is a base color selected from the group consisting of cyan, magenta, yellow and black.

### Claim 19 (depends on 1)

A recording material as claimed in claim 1, wherein said adhesive layer comprises a styrenebutadiene copolymer and an alkali-soluble polyester.

### Claim 20 (depends on 1)

A recording material as claimed in claim 1, wherein said adhesive layer comprises about 60-95 percent by weight of styrene-butadiene copolymer and about 5-40 percent by weight of said alkali-soluble polyester.
