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US4895788A Expired / Lapsed US ⏱️ 0.0 years remaining

Water developable lithographic composition

Assignee: CNA Holdings LLC
•
Filing: 1988-05-26
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Granted: 1990-01-23
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Expires: 2008-05-26
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Abstract

Abstract This invention relates to a radiation polymerizable composition for use in a photographic element such as a lithographic printing plate comprising in admixture (a) a binder resin having the general formula -A-B-C- wherein a plurality of each of components A, B and C occur in ordered or random sequence in the resin and wherein A is present in said resin at about 5% to about 20% by weight and comprises groups of the formula <IMAGE> B is present in said resin at about 4% to about 30% by weight and comprises groups of the formula <IMAGE> and C is present in said resin at about 50% to about 91% by weight and comprises acetal groups consisting of groups of the formulae <IMAGE> where R is lower alkyl or hydrogen, and wherein said group I is present in component C from about 75% to about 85%, group II is present in component C from about 3% to about 5%; and group III is present in component C from about 10% to about 22%; (b) a photoinitiator; (c) a photopolymerizable mixture of (1) a polyethoxylate diacrylate monomer; and (2) an oligomeric amine diacrylate.

Inventors

  • 👤 John E. Walls
  • 👤 Frank C. Pagano

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 05:55
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/032; G03F7/033; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/106; Y10S430/11; Y10S430/114; Y10S430/12; Y10S430/121; Y10S430/122; Y10S430/123; Y10S522/00; Y10S522/904

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 249 words
A photographic element comprising an aluminum containing substrate upon which is coated a composition comprising in admixture (a) a binder resin having the general formula -A-B-C- wherein a plurality of each of components A, B and C occur in ordered or random sequence in the resin and wherein A is present in said resin at about 5% to about 20% by weight and comprises groups of the formula ##STR20## B is present in said resin at about 4% to about 30% by weight and comprises groups of the formula ##STR21## and C is present in said resin at about 50% to about 91% by weight and comprises acetal groups consisting of groups of the formulae ##STR22## where R is methyl or ethyl, and wherein said group I is present in component C from about 75% to about 85%, group II is present in component C from about 3% to about 5%; and group III is present in component C from about 10% to about 22%; (b) 2-stilbenyl-4,6-di(trichloromethyl)triazine; (c) a photopolymerizable mixture of (1) a polyethoxylate diacrylated monomer having the formula ##STR23## and (2) an oligomeric amine diacrylate having the formula ##STR24## wherein R 1 is ##STR25## where n=0-4; and R 2 is hydrogen, hydroxyl or --(CH 2 ) m OH where m=1-4; and (3) trimethylolpropane ethoxylate triacrylate; and (4) an oligomeric urethane acrylate having the formula ##STR26## wherein ##STR27## R 4 =R 5 =C 6 H 3 R 7 where R 7 =--CH 3 or --H; and (d) 2-isopropyl-9-H-thioxanthen-9-one.
Claim 2
Dependent Claim 249 words
A photographic element comprising an aluminum containing substrate upon which is coated a composition comprising in admixture (a) a binder resin having the general formula -A-B-C- wherein a plurality of each of components A, B and C occur in ordered or random sequence in the resin and wherein A is present in said resin at about 5% to about 20% by weight and comprises groups of the formula ##STR20## B is present in said resin at about 4% to about 30% by weight and comprises groups of the formula ##STR21## and C is present in said resin at about 50% to about 91% by weight and comprises acetal groups consisting of groups of the formulae ##STR22## where R is methyl or ethyl, and wherein said group I is present in component C from about 75% to about 85%, group II is present in component C from about 3% to about 5%; and group III is present in component C from about 10% to about 22%; (b) 2-stilbenyl-4,6-di(trichloromethyl)triazine; (c) a photopolymerizable mixture of (1) a polyethoxylate diacrylated monomer having the formula ##STR23## and (2) an oligomeric amine diacrylate having the formula ##STR24## wherein R 1 is ##STR25## where n=0-4; and R 2 is hydrogen, hydroxyl or --(CH 2 ) m OH where m=1-4; and (3) trimethylolpropane ethoxylate triacrylate; and (4) an oligomeric urethane acrylate having the formula ##STR26## wherein ##STR27## R 4 =R 5 =C 6 H 3 R 7 where R 7 =--CH 3 or --H; and (d) 2-isopropyl-9-H-thioxanthen-9-one.
Claim 3
Dependent Claim 9 words
The element of claim 1 wherein R is ethyl.
Claim 4
Dependent Claim 355 words
A process for the production of a photographic element comprising combining in admixture (a) a binder resin having the general formula -A-B-C- wherein a plurality of each of components A, B and C occur in ordered or random sequence in the resin and wherein A is present in said resin at about 5% to about 20% by weight and comprises groups of the formula ##STR28## B is present in said resin at about 4% to about 30% by weight and comprises groups of the formula ##STR29## and C is present in said resin at about 50% to about 91% by weight and comprises acetal groups consisting of groups of the formulae ##STR30## where R is lower alkyl or hydrogen, and wherein said group I is present in component C from about 75% to about 85%, group II is present in component C from about 3% to about 5%, and group III is present in component C from about 10% to about 22%; (i) said binder resin prepared by dissolving a polyvinyl alcohol/polyvinyl acetate copolymer having from about 75% to about 80% hydrolization by weight in a solvent mixture of water and a hydroxyl-group containing solvent to form a reaction solution; and (ii) heating said reaction solution at a temperature of from about 50° C. to the boiling point of the solution; and adding a catalytic amount of an acid selected from the group consisting of organic sulfonic acids and inorganic mineral acids in said reaction solution; and (iii) titrating an aliphatic aldehyde having the formula R--CHO, wherein R is hydrogen or lower alkyl, into said reaction solution in an amount sufficient to produce a degree of acetal formation of from about 50% to about 91% by weight while titrating a sufficient additional amount of said hydroxyl group containing solvent into said reaction mixture simultaneously with said aldehyde to prevent unwanted precipitation; the foregoing steps being conducted while vigorously mixing said reaction mixture throughout; and b. a photoinitiator; and c. a photopolymerizable mixture of (i) a polyethoxylate diacrylated monomer; and (ii) an oligomeric amine diacrylate coating said mixture on a suitable substrate; and drying said mixture.
Claim 5
Dependent Claim 355 words
A process for the production of a photographic element comprising combining in admixture (a) a binder resin having the general formula -A-B-C- wherein a plurality of each of components A, B and C occur in ordered or random sequence in the resin and wherein A is present in said resin at about 5% to about 20% by weight and comprises groups of the formula ##STR28## B is present in said resin at about 4% to about 30% by weight and comprises groups of the formula ##STR29## and C is present in said resin at about 50% to about 91% by weight and comprises acetal groups consisting of groups of the formulae ##STR30## where R is lower alkyl or hydrogen, and wherein said group I is present in component C from about 75% to about 85%, group II is present in component C from about 3% to about 5%, and group III is present in component C from about 10% to about 22%; (i) said binder resin prepared by dissolving a polyvinyl alcohol/polyvinyl acetate copolymer having from about 75% to about 80% hydrolization by weight in a solvent mixture of water and a hydroxyl-group containing solvent to form a reaction solution; and (ii) heating said reaction solution at a temperature of from about 50° C. to the boiling point of the solution; and adding a catalytic amount of an acid selected from the group consisting of organic sulfonic acids and inorganic mineral acids in said reaction solution; and (iii) titrating an aliphatic aldehyde having the formula R--CHO, wherein R is hydrogen or lower alkyl, into said reaction solution in an amount sufficient to produce a degree of acetal formation of from about 50% to about 91% by weight while titrating a sufficient additional amount of said hydroxyl group containing solvent into said reaction mixture simultaneously with said aldehyde to prevent unwanted precipitation; the foregoing steps being conducted while vigorously mixing said reaction mixture throughout; and b. a photoinitiator; and c. a photopolymerizable mixture of (i) a polyethoxylate diacrylated monomer; and (ii) an oligomeric amine diacrylate coating said mixture on a suitable substrate; and drying said mixture.
Claim 6
Dependent Claim 22 words
The process of claim 3 wherein said substrate is selected from the group consisting of aluminum and its alloys, polyester and silicon.
Claim 7
Dependent Claim 13 words
The process of claim 4 wherein said substrate comprises aluminum and its alloys.
Claim 8
Dependent Claim 9 words
The process of claim 3 wherein R is ethyl.
Claim 9
Dependent Claim 224 words
A process for using a photographic element comprising combining in admixture (a) a binder resin having the general formula -A-B-C- wherein a plurality of each of components A, B and C occur in ordered or random sequence in the resin and wherein A is present in said resin at about 5% to about 20% by weight and comprises groups of the formula ##STR31## B is present in said resin at about 4% to about 30% by weight and comprises groups of the formula ##STR32## and C is present in said resin at about 50% to about 91% by weight and comprises acetal groups consisting of groups of the formulae ##STR33## where R is lower alkyl or hydrogen, and wherein said group I is present in component C from about 75% to about 85, group II is present in component C from about 3% to about 5%; and group III is present in component C from about 10% to about 22%; (b) a photoinitiator; (c) a photopolymerizable mixture of (1) a polyethoxylate diacrylated monomer; and (2) an oligomeric amine diacrylate the process further comprising coating the composition formed by the mixture on a suitable substrate to form a photographic element; drying said composition; imagewise exposing said element to actinic light and developing said element with a suitable aqueous developer which is free of organic solvents..
Claim 10
Dependent Claim 224 words
A process for using a photographic element comprising combining in admixture (a) a binder resin having the general formula -A-B-C- wherein a plurality of each of components A, B and C occur in ordered or random sequence in the resin and wherein A is present in said resin at about 5% to about 20% by weight and comprises groups of the formula ##STR31## B is present in said resin at about 4% to about 30% by weight and comprises groups of the formula ##STR32## and C is present in said resin at about 50% to about 91% by weight and comprises acetal groups consisting of groups of the formulae ##STR33## where R is lower alkyl or hydrogen, and wherein said group I is present in component C from about 75% to about 85, group II is present in component C from about 3% to about 5%; and group III is present in component C from about 10% to about 22%; (b) a photoinitiator; (c) a photopolymerizable mixture of (1) a polyethoxylate diacrylated monomer; and (2) an oligomeric amine diacrylate the process further comprising coating the composition formed by the mixture on a suitable substrate to form a photographic element; drying said composition; imagewise exposing said element to actinic light and developing said element with a suitable aqueous developer which is free of organic solvents..
Claim 11
Dependent Claim 9 words
The process of claim 7 wherein R is ethyl.
Claim 12
Dependent Claim 185 words
A photographic element comprising a substrate upon which is coated a radiation-polymerizable composition comprising in admixture (a) a binder resin having the general formula -A-B-C- wherein a plurality of each of components A, B and C occur in ordered or random sequence in the resin and wherein A is present in said resin at about 5% to about 20% by weight and comprises groups of the formula ##STR34## B is present in said resin at about 4% to about 30% by weight and comprises groups of the formula ##STR35## and C is present in said resin at about 50% to about 91% by weight and comprises acetal groups consisting of groups of the formulae ##STR36## where R is lower alkyl or hydrogen, and wherein said group I is present in component C from about 75% to about 85%, group II is present in component C from about 3% to about 5%, and group III is present in component C from about 10% to about 22%; (b) a photoinitiator; and (c) a photopolymerizable mixture of (i) a polyethoxylate diacrylated monomer; and (ii) an oligomeric amine diacrylate.
Claim 13
Dependent Claim 185 words
A photographic element comprising a substrate upon which is coated a radiation-polymerizable composition comprising in admixture (a) a binder resin having the general formula -A-B-C- wherein a plurality of each of components A, B and C occur in ordered or random sequence in the resin and wherein A is present in said resin at about 5% to about 20% by weight and comprises groups of the formula ##STR34## B is present in said resin at about 4% to about 30% by weight and comprises groups of the formula ##STR35## and C is present in said resin at about 50% to about 91% by weight and comprises acetal groups consisting of groups of the formulae ##STR36## where R is lower alkyl or hydrogen, and wherein said group I is present in component C from about 75% to about 85%, group II is present in component C from about 3% to about 5%, and group III is present in component C from about 10% to about 22%; (b) a photoinitiator; and (c) a photopolymerizable mixture of (i) a polyethoxylate diacrylated monomer; and (ii) an oligomeric amine diacrylate.
Claim 14
Dependent Claim 32 words
The element of claim 9 wherein said photopolymerizable mixture further comprises a multifunctional acrylate monomer having two or more unsaturated groups, and an oligomeric urethane acrylate having one or two unsaturated groups.
Claim 15
Dependent Claim 14 words
The element of claim 9 wherein said polyethoxylate diacrylated monomer has the formula ##STR37##
Claim 16
Dependent Claim 35 words
The element of claim 9 wherein said oligomeric amine diacrylate has the formula ##STR38## wherein R 1 is ##STR39## where n=0-4; and R 2 is hydrogen, hydroxyl or --(CH 2 ) m OH where m=1-4.
Claim 17
Dependent Claim 14 words
The element of claim 10 wherein said multifunctional acrylate monomer is trimethylolpropane ethoxylate triacrylate.
Claim 18
Dependent Claim 35 words
The element of claim 10 wherein said oligomeric urethane acrylate has the formula ##STR40## wherein ##STR41## and R 4 =R 5 =C 6 H 3 R 7 wherein R 7 32 --CH 3 or --H.
Claim 19
Dependent Claim 12 words
The element of claim 9 wherein said photoinitiator is a thioxanthone compound.
Claim 20
Dependent Claim 11 words
The element of claim 15 wherein said thioxanthone compound is 2-isopropyl-9H-thioxanthen-9-one.
Claim 21
Dependent Claim 12 words
The element of claim 9 wherein said photoinitiator comprises a triazine compound.
Claim 22
Dependent Claim 44 words
The element of claim 17 wherein said photoinitiator comprises a bis-trichloromethyl triazine having the formula ##STR42## wherein Ar is ##STR43## and R 8 , R 9 , R 10 , and R 11 are, independently, hydrogen, chlorine, bromine, alkoxy, alkyl ketone, naphthyl or anthracyl.
Claim 23
Dependent Claim 10 words
The element of claim 18 wherein said photoinitiator is 2-stilbenyl-4,6-di(trichloromethyl)triazine.
Claim 24
Dependent Claim 9 words
The element of claim 9 wherein R is ethyl.
Claim 25
Dependent Claim 9 words
The element of claim 9 wherein R is methyl.
Claim 26
Dependent Claim 34 words
The process of claim 3 which further comprises either removing said acid from said reaction solution or neutralizing said reaction solution with an alkaline salt to a pH of from about 6.5 to 7.5.
Claim 27
Dependent Claim 34 words
The process of claim 3 which further comprise effecting precipitation of said reaction mixture; and washing said precipitate with water; and drying said precipitate so as to have less than about 1% water residue.
Claim 28
Dependent Claim 20 words
The process of claim 7 wherein the developer consists of water alone or water in admixture with salts and/or surfactants.
Claim 29
Dependent Claim 50 words
The process of claim 7 further comprising the subsequent steps of treating the developed element with a composition which prevents the loss of hydrophilicity and then baking the element at a temperature of from about 180° C. to about 240° C. for from about 2 minutes to about 15 minutes.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-01-22 1993-07-24 1994-01-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-01-22 1997-07-24 1998-01-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-01-22 2001-07-24 2002-01-23 $7700.00 Window Closed / Lapsed

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