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US4321319A
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Photosensitive compositions containing polyamides acid with photosensitive groups
Assignee: Hitachi Ltd
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Filing: 1980-05-22
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Granted: 1982-03-23
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Expires: 2000-05-22
Abstract
Abstract There is described photosensitive polymer composition and a polyimide film-coated material made by applying the composition to a support, irradiating with ultraviolet and thereafter heating. The photosensitive polymer composition is prepared by adding a sensitizer to a photosensitive polyamide acid intermediate solution which is obtained by reacting in an inert solvent a first compound comprising 100 to 5% by weight of a photosensitive group-containing diamine and 0 to 95% by weight of a diamine having no photosensitive group, with a second compound comprising at least one compound selected from a tetracarboxylic acid dianhydride and a tricarboxylic acid anhydride monohalide.
Inventors
- 👤 Fusaji Shoji
- 👤 Issei Takemoto
- 👤 Hitoshi Yokono
- 👤 Tokio Isogai
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 14:29
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C08G73/121; C08G73/1003; C08G73/1007; C08G73/1025; C08G73/1042; C08G73/14; G; G03; G03F; G03F7/00; G03F7/004; G03F7/038; G03F7/0387
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
251 words
A photosensitive polymer composition characterized in that it is a blend of a photosensitive polyamide acid intermediate solution and a sensitizer therefor, the solution containing 0.1 to 40% by weight of a polyamide acid and 99.9 to 60% by weight of an organic solvent, with the sensitizer in an amount of 0.5 to 20% by weight based on the polyamide acid, said polyamide acid having a repeating unit of the formula ##STR95## and being obtained from a diamine, having a photosensitive group, of the formula ##STR96## a diamine, having no photosensitive group, of the formula H.sub.2 N--R.sub.3 --NH.sub.2, and at least one compound of a tetracarboxylic acid dianhydride and a tricarboxylic acid anhydride monohalide, the proportion of the former diamine and the latter diamine used being 100 to 5% by weight and 0 to 95% by weight, respectively; in all of the formulae R 1 is a trivalent or tetravalent group having at least 2 carbon atoms, R 2 is a photosensitive group having an ethylenically unsaturated bond, R 3 is a divalent group having at least two carbon atoms and the adjacent two amino groups are bound to different carbon atoms in R 3 , R 4 is a tetravalent group having at least 4 carbon atoms and/or a trivalent group having at least 2 carbon atoms, Y is a group selected from the group consisting of --COO--, CONH--, --CO--, --O--, and --CH 2 O--, X is a hydrogen atom or --Y--R 2 , and n is 1 or 2.
Claim 2
Dependent Claim
251 words
A photosensitive polymer composition characterized in that it is a blend of a photosensitive polyamide acid intermediate solution and a sensitizer therefor, the solution containing 0.1 to 40% by weight of a polyamide acid and 99.9 to 60% by weight of an organic solvent, with the sensitizer in an amount of 0.5 to 20% by weight based on the polyamide acid, said polyamide acid having a repeating unit of the formula ##STR95## and being obtained from a diamine, having a photosensitive group, of the formula ##STR96## a diamine, having no photosensitive group, of the formula H.sub.2 N--R.sub.3 --NH.sub.2, and at least one compound of a tetracarboxylic acid dianhydride and a tricarboxylic acid anhydride monohalide, the proportion of the former diamine and the latter diamine used being 100 to 5% by weight and 0 to 95% by weight, respectively; in all of the formulae R 1 is a trivalent or tetravalent group having at least 2 carbon atoms, R 2 is a photosensitive group having an ethylenically unsaturated bond, R 3 is a divalent group having at least two carbon atoms and the adjacent two amino groups are bound to different carbon atoms in R 3 , R 4 is a tetravalent group having at least 4 carbon atoms and/or a trivalent group having at least 2 carbon atoms, Y is a group selected from the group consisting of --COO--, CONH--, --CO--, --O--, and --CH 2 O--, X is a hydrogen atom or --Y--R 2 , and n is 1 or 2.
Claim 3
Dependent Claim
79 words
A photosensitive polymer composition according to claim 1, characterized in that the photosensitive group for R 2 is: ##STR97## when Y is --CH 2 O-- or --O--; wherein R 6 is an alkylene group or a hydroxyalkylene group, R 7 is H atom or methyl group, R 8 is H atom or cyano group, R 9 is H atom, a halogen atom, an alkyl group, or an alkoxy group, and R 10 is H atom or a phenyl group.
Claim 4
Dependent Claim
251 words
A photosensitive polymer composition characterized in that it is a blend of a photosensitive polyamide acid intermediate solution and a sensitizer therefor, the solution containing 0.1 to 40% by weight of a polyamide acid and 99.9 to 60% by weight of an organic solvent, with the sensitizer in an amount of 0.5 to 20% by weight based on the polyamide acid, said polyamide acid having a repeating unit of the formula ##STR98## and being obtained from a diamine, having a photosensitive group, of the formula ##STR99## a diamine, having no photosensitive group, of the formula H.sub.2 N--R.sub.3 --NH.sub.2, and at least one compound of a tetracarboxylic acid dianhydride and a tricarboxylic acid anhydride monohalide, the proportion of the former diamine and the latter diamine used being 100 to 60% by weight and 0 to 40% by weight, respectively; in all of the formulae R 1 is a trivalent or tetravalent group having at least 2 carbon atoms, R 2 is a photosensitive group having an ethylenically unsaturated bond, R 3 is a divalent group having at least two carbon atoms and the adjacent two amino groups are bound to different carbon atoms in R 3 , R 4 is a tetravalent group having at least 4 carbon atoms and/or a trivalent group having at least 2 carbon atoms, Y is a group selected from the group consisting of --COO--, CONH--, --CO--, --O--, and CH 2 O--, X is a hydrogen atom or --Y--R 2 , and n is 1 or 2.
Claim 5
Dependent Claim
251 words
A photosensitive polymer composition characterized in that it is a blend of a photosensitive polyamide acid intermediate solution and a sensitizer therefor, the solution containing 0.1 to 40% by weight of a polyamide acid and 99.9 to 60% by weight of an organic solvent, with the sensitizer in an amount of 0.5 to 20% by weight based on the polyamide acid, said polyamide acid having a repeating unit of the formula ##STR98## and being obtained from a diamine, having a photosensitive group, of the formula ##STR99## a diamine, having no photosensitive group, of the formula H.sub.2 N--R.sub.3 --NH.sub.2, and at least one compound of a tetracarboxylic acid dianhydride and a tricarboxylic acid anhydride monohalide, the proportion of the former diamine and the latter diamine used being 100 to 60% by weight and 0 to 40% by weight, respectively; in all of the formulae R 1 is a trivalent or tetravalent group having at least 2 carbon atoms, R 2 is a photosensitive group having an ethylenically unsaturated bond, R 3 is a divalent group having at least two carbon atoms and the adjacent two amino groups are bound to different carbon atoms in R 3 , R 4 is a tetravalent group having at least 4 carbon atoms and/or a trivalent group having at least 2 carbon atoms, Y is a group selected from the group consisting of --COO--, CONH--, --CO--, --O--, and CH 2 O--, X is a hydrogen atom or --Y--R 2 , and n is 1 or 2.
Claim 6
Dependent Claim
79 words
A photosensitive polymer composition according to claim 3, characterized in that the photosensitive group for R 2 is: ##STR100## when Y is --CH 2 O-- or --O--; wherein R 6 is an alkylene group or a hydroxyalkylene group, R 7 is H atom or methyl group, R 8 is H atom or cyano group, R 9 is H atom, a halogen atom, an alkyl group, or an alkoxy group, and R 10 is H atom or a phenyl group.
Claim 7
Dependent Claim
43 words
A photosensitive polymer composition according to claim 1 or 3, characterized in that the organic solvent is at least one solvent selected from the group consisting of N-methyl-2-pyrrolidone, 1,3-dimethyl-2-imidazolidinone, N,N-dimethylacetamide, N-methylformamide, N,N-dimethylformamide, dimethyl sulfoxide, hexamethylphosphoramide, tetramethylene sulfone, dimethyl sulfone, pyridine, tetramethylurea, and N-acetyl-2-pyrrolidone.
Claim 8
Dependent Claim
22 words
A photosensitive polymer composition according to claim 5, characterized in that the organic solvent further includes benzene, toluene, nitrotoluene, chlorobenzene, or cyclohexanone.
Claim 9
Dependent Claim
52 words
A photosensitive polymer composition according to claim 1 or 3, characterized in that the sensitizer is at least one of the group consisting of anthraquinone, 2-methyl-anthraquinone, 2-ethylanthraquinone, benzoquinone, 1,2-naphthoquinone, 1,4-naphthoquinone, 1,2-benzoanthraquinone, acetophenone, benzophenone, p,p'-diamino-benzophenone, p,p'-dimethylamino benzophenone, p,p'-tetramethyldiaminobenzophenone, 2-nitrofluorene, 5-nitroacenaphthene, 4-nitro-1-naphthyl-amine, N-acetyl-4-nitro-1-naphthylamine, p-nitroaniline, 2-chloro-4-nitroaniline, pycramide, 2-t-butylanthraquinone, 1,2-benzanthraquinone, anthrone, 1,9-benzo-anthrone, 3-methyl-1, 3-diaza-1,9-benzoanthrone, and dibenzalacetone.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-03-22 | 1985-09-21 | 1986-03-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-03-22 | 1989-09-21 | 1990-03-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-03-22 | 1993-09-21 | 1994-03-23 | $7700.00 | Window Closed / Lapsed |