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US4284710A Expired / Lapsed US ⏱️ 0.0 years remaining

Radiation crosslinkable polyesters and polyesterethers

Assignee: EIDP Inc
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Filing: 1980-05-01
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Granted: 1981-08-18
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Expires: 2000-05-01
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Abstract

Abstract Solvent-soluble polymeric esters and polymeric esterethers with radiation-crosslinkable ethylenic unsaturation in the linear polymeric structure, and recurring pendant hydroxyl groups, are derived from monomers which include diepoxides and monomers with at least one α,β-unsaturated carboxylic acid group. These polymeric products react with cyclic anhydrides to form aqueous alkaline-soluble polymers which are useful as films for photomechanical processes, including lithographic applications and as photoresists.

Inventors

  • 👤 Marion Burg

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-10 00:52
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/038; G03F7/0384; C; C08; C08G; C08G63/00; C08G63/02; C08G63/12; C08G63/46; C08G63/47; C08G63/66

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 146 words
A class of condensation polymers composed of radiation-sensitive, film-forming, linear polyesters and polyesterethers having within the polymeric backbone a multiplicity of repeating units of the formula: ##STR7## wherein R 2 is a divalent aryl, alkyl, aralkyl, or cycloalkyl radical having two to twenty carbon atoms, which radical may be substituted with a C 1 to C 10 alkyl or cycloalkyl, aryl, or halogen group; and wherein R 3 is a divalent aryl, aroyl, arylacryloyl, furylacryloyl, pyridylacryloyl, or thienylacryloyl group in which the aromatic unit for aryl is phenyl, biphenyl, or naphthyl and wherein one of the of the R 3 cyclic carbon atoms is directly attached to the β-carbon of the α,β-ethylenic ester group of the repeating unit, and wherein the aromatic unit of the R 3 group can be substituted with a C 1 to C 8 alkyl or cycloalkyl, aryl, aralkyl, or halogen group.
Claim 2
Dependent Claim 146 words
A class of condensation polymers composed of radiation-sensitive, film-forming, linear polyesters and polyesterethers having within the polymeric backbone a multiplicity of repeating units of the formula: ##STR7## wherein R 2 is a divalent aryl, alkyl, aralkyl, or cycloalkyl radical having two to twenty carbon atoms, which radical may be substituted with a C 1 to C 10 alkyl or cycloalkyl, aryl, or halogen group; and wherein R 3 is a divalent aryl, aroyl, arylacryloyl, furylacryloyl, pyridylacryloyl, or thienylacryloyl group in which the aromatic unit for aryl is phenyl, biphenyl, or naphthyl and wherein one of the of the R 3 cyclic carbon atoms is directly attached to the β-carbon of the α,β-ethylenic ester group of the repeating unit, and wherein the aromatic unit of the R 3 group can be substituted with a C 1 to C 8 alkyl or cycloalkyl, aryl, aralkyl, or halogen group.
Claim 3
Dependent Claim 15 words
A polymer of claim 1 wherein R 2 is ##STR8## and R 3 is ##STR9##
Claim 4
Dependent Claim 10 words
A dicarboxylic acid semi-ester of a polymer of claim 1.
Claim 5
Dependent Claim 15 words
The polymer of claim 3 wherein the semi-ester is an acid succinate or acid phthalate.
Claim 6
Dependent Claim 31 words
A coating composition comprising a radiation-sensitive polymer of claim 1 in a solvent selected from the group consisting of an organic solvent, an aqueous organic solvent, or an aqueous alkaline solvent.
Claim 7
Dependent Claim 11 words
The coating composition of claim 5 in admixture with a photosensitizer.
Claim 8
Dependent Claim 14 words
The coating composition of claim 6 which additionally contains a plasticizer and a colorant.
Claim 9
Dependent Claim 13 words
The coating composition of claim 7 wherein the colorant is a phthalocyanine pigment.
Claim 10
Dependent Claim 24 words
The coating composition of claim 7 wherein the sensitizer is 2-benzoylmethylene-1-methylnaphth[1,2-d]thiazoline, the plasticizer is methylcellosolve acetate, and the colorant is Solvent Red Dye 109.
Claim 11
Dependent Claim 36 words
A coating composition comprising a radiation-sensitive dicarboxylic acid semi-ester of a polymer of claim 1 in a solvent selected from the group consisting of an organic solvent, an aqueous organic solvent, or an aqueous alkaline solvent.
Claim 12
Dependent Claim 11 words
The coating composition of claim 10 in admixture with a photosensitizer.
Claim 13
Dependent Claim 14 words
The coating composition of claim 11 which additionally contains a plasticizer and a colorant.
Claim 14
Dependent Claim 13 words
The coating composition of claim 12 wherein the colorant is a phthalocyanine pigment.
Claim 15
Dependent Claim 24 words
The coating composition of claim 12 wherein the sensitizer is 2-benzoylmethylene-1-methylnaphth[1,2-d]thiazoline, the plasticizer is methylcellosolve acetate, and the colorant is Solvent Red Dye 109.
Claim 16
Dependent Claim 29 words
A radiation-sensitive element comprising a metal or plastic film support having coated thereon a polymer of claim 1 or a dicarboxylic acid semi-ester of a polymer of claim 1.
Claim 17
Dependent Claim 12 words
The radiation-sensitive element of claim 15 wherein the film support is aluminum.
Claim 18
Dependent Claim 51 words
A process for preparing the photocrosslinkable polyester or polyesterether of claim 1, which comprises reacting a diepoxide with a member selected from the class consisting of a phenylene diacrylic acid, furyl-, pyridyl-, and thienyldiacrylic acid, hydroxycinnamic acid, and carboxycinnamic acid in the presence of a basic catalyst, using an anhydrous solvent.
Claim 19
Dependent Claim 19 words
The process of claim 17 wherein the diepoxide is a diglycidyl ether of a bisphenol or a dihydric phenol.
Claim 20
Dependent Claim 10 words
The process of claim 17 wherein the catalyst is benzyldimethylamine.
Claim 21
Dependent Claim 13 words
The process of claim 17 wherein the phenylene diacrylic acid is 1,4-phenylenediacrylic acid.
Claim 22
Dependent Claim 25 words
A process which comprises reacting the photocrosslinkable polyester or polyesterether formed by the process of claim 17 with a cyclic anhydride to form a semi-ester.
Claim 23
Dependent Claim 41 words
A process for preparing a photosensitive polymer which comprises reacting equimolar amounts of 1,4-phenylenediacrylic acid and resorcinol diglycidyl ether, under anhydrous conditions, in the presence of a basic catalyst, followed by reacting said polyester with succinic anhydride to form a semi-ester.
Claim 24
Dependent Claim 41 words
A process for preparing a photosensitive polymer which comprises reacting equimolar amounts of 1,4-phenylenediacrylic acid and resorcinol diglycidyl ether, under anhydrous conditions, in the presence of a basic catalyst, followed by reacting said polyester with succinic anhydride to form a semi-ester.

References Cited (Backward Citations)

US3594410A Cited
US3707373A Cited
US3867318A Cited
DE2507008A1 Cited
US3996121A Cited
GB1474715A Cited
BE849803A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-08-17 1985-02-16 1985-08-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-08-17 1989-02-16 1989-08-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-08-17 1993-02-16 1993-08-18 $7700.00 Window Closed / Lapsed

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