Photosensitive composition

• US 4,123,276 A
• Filed: 01/18/1977
• Issued: 10/31/1978
• Est. Priority Date: 02/28/1974
• Status: Expired due to Term

• Current Assignee: Fuji Photo Film Co Limited (Fujifilm Holdings Corporation), GP Strategies Corporation (Learning Technologies Group Plc)
• Original Assignee: Fuji Photo Film Co Limited (Fujifilm Holdings Corporation), GP Strategies Corporation (Learning Technologies Group Plc)
• Inventors: Kita, Nobuyuki, Narutomi, Yasuhisa
• Primary Examiner(s): Welsh, John D.
• Application Number:
  US05/760,371
• Time in Patent Office: 651 Days
• Field of Search: 96/115 R, 96/115 P, 96/35.1, 96/91, 96/36.3, 96/75, 96/27 R, 96/86 P
• US Class Current: 430/176
• CPC Class Codes: G03F 7/016 Diazonium salts or compounds G03F7/075 takes precedence

Abstract

A photosensitive composition is prepared comprising (a) a copolymer having an acid value of 10 to 100 and containing structural units represented by the following general formula I ##STR1## where R₁ represents a hydrogen atom or methyl group, R₂ represents a hydrogen atom, methyl group, ethyl group or chloromethyl group, and n is an integer of from 1 to 10, inclusive, and structural units represented by the following general formula II ##STR2## where, in the formula, R₃ represents a hydrogen atom or methyl group, and

(b) a diazo compound and, optionally,

(c) a resin having hydrophilic groups.

Claims

1. A photosensitive composition suitable for use in a planographic printing plate consisting essentially of

(a) a copolymer in which, on weight basis,

(l) from 30 to 80% of the repeating structural units of said copolymer are represented by the general formula (I) ##STR7## wherein R₁ is a hydrogen atom or methyl group, R₂ is a hydrogen atom, methyl, ethyl or chloromethyl group and n is an integer of 1 to 10;

(2) from 5 to 60% of the repeating structural units of said copolymer are acrylonitrile units or methacrylonitrile of the units of the formula ##STR8## wherein R₃ is hydrogen or methyl;

(3) repeating structural units of said copolymer include alpha, beta ethylenically unsaturated carboxylic acid units or the half ester units of a cycle acid anhydride with I, the amount of (3) being sufficient so that said copolymer has an acid value of 10 to 100; and

(4) from 64 to 0% of the repeating units of said copolymer are addition polymerizable ethylenically unsaturated compound units other than (1), (2), or (3), wherein said unsaturated compound is selected from the group consisting of acrylates, methacrylates, acrylamide, methacrylamide, allyl compounds, vinyl ethers, vinyl esters, styrenes or crotonates;

the viscosity of said copolymer being 1,000 to 20,000 cps as determined for a 33% by weight solution of said copolymer in ethylene glycol monomethyl ether at 25°

C by means of a Brookfield rotational viscosimeter, and

(b) a diazonium compound, said copolymer being 50 to 95% by weight of the total weight of (a) and (b),

wherein said photosensitive composition, if unexposed to actinic light, is soluble in a weak aqueous alkaline solution and wherein said photosensitive composition is insoluble in said solution if said photosensitive composition is exposed to actinic light.

2. A composition according to claim 1, where said acid value ranges from 15 to 40.

3. A composition according to claim 1, wherein 30 to 80% by weight of said repeating units are copolymerized units of 2-hydroxy ethylmethacrylate.

4. A composition according to claim 1, wherein methacrylate acid is a comonomer in said copolymer and is present in an amount sufficient to result in said copolymer having said acid value.

5. A composition according to claim 1, wherein (b) is the 2-methoxy-4-hydroxy-5-benzoylbenzene sulfonate of the condensate of p-diazodi-phenylamine with paraformaldehyde.

6. A composition according to claim 1 in which the content of the copolymer (a) is 60 to 92% by weight and the content of the diazonium compound (b) is 40 to 8% by weight, based on the total weight of components (a) and (b).

7. A composition according to claim 1 in which the copolymer of 40 to 60% by weight of the compound represented by the above general Formula III, 40 to 10% by weight of acrylonitrile or methocrylonitrile, 49 to 10% by weight of the addition polymerizable unsaturated compound and the balance of the alpha-beta unsaturated carboxylic acid.

8. A composition according to claim 1 in which the copolymer is a copolymer of (1) 2-hydroxyethyl methacrylate or 2-hydroxypropyl methacrylate or mixtures thereof, (2) acrylonitrile, (3) methyl methacrylate and (4) acrylic acid methacrylic acid or mixtures thereof.

9. A composition according to claim 1 wherein (3) is an alpha, beta ethylenically unsaturated acid.

10. A composition according to claim 1 wherein (3) is said half ester of a cyclic acid anhydride, said acid anhydride being phthalic anhydride, tetrahydrophthalic anhydride, hexahydrophthalic anhydride, 3,6-endomethylene Δ

⁴ -tetrahydrophthalic anhydride, 3,6-endoxy - Δ

⁴ -tetrahydrophthalic anhydride, tetrachlorophthalic anhydride, maleic anhydride, chloromaleic anhydride, succinic anhydride or n-dodecyl succinic anhydride.

11. A composition according to claim 4, wherein said acid value ranges from 15 to 40.

12. A composition according to claim 3, wherein methacrylate acid is a comonomer in said copolymer.

13. A composition according to claim 12, wherein said acid value ranges from 15 to 40.

14. A composition according to claim 13, wherein 5 to 60% of said repeating structural units in said copolymer are acrylonitrile units.

15. A composition according to claim 14, wherein said unsaturated compound of (4) is a methacrylate.

16. A composition according to claim 15, wherein said methacrylate is methyl methacrylate.

17. A composition according to claim 8 in which the copolymer is of 40 to 60% by weight of the compound represented by the above general Formula III, 40 to 10% by weight of acrylonitrile or methacrylonitrile and 10 to 49% by weight of the addition polymerizable unsaturated compound and the balance of the cyclic acid anhydride.

18. A composition according to claim 7 in which the compound having the general Formula III is a 2-hydroxyalkyl acrylate or methacrylate wherein the alkyl contains 2 to 4 carbon atoms.

19. A composition according to claim 18 in which the compound having the general Formula III is 2-hydroxyethyl acrylate or methacrylate.

20. A composition according to claim 8 wherein the copolymer is a copolymer of 50 to 65% of (1), 10 to 30% of (2), 2 to 30% of (3) and 2.5 to 3.5% of (4).

21. A composition according to claim 9 wherein the alpha, beta ethylenically unsaturated acid is acrylic acid or methacrylic acid.