US4187205A
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Radiation-sensitive composition
Assignee: Hitachi Ltd
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Filing: 1978-02-15
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Granted: 1980-02-05
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Expires: 1998-02-15
Abstract
Abstract A radiation-sensitive composition comprising a radiation-sensitive polymer which has in its molecule a plurality of epoxy groups and a plurality of bromine atoms, and at least one stabilizer which is selected from the group consisting of compounds having stable free radicals, polymerization inhibitors, ketone-amine reaction products, and phenol derivatives. Even when the composition is preserved for a long term, the characteristics do not change.
Inventors
- 👤 Yoshio Hatano
- 👤 Saburo Nonogaki
- 👤 Shinkichi Horigome
- 👤 Shungo Sugawara
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 08:19
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/038; C; C08; C08K; C08K5/00; C08K5/0008; C08K5/005
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
193 words
A radiation-sensitive composition comprising a radiation-sensitive polymer which contains a plurality of epoxy groups and a plurality of bromine atoms in one molecule thereof and which comprises at least one polymeric material selected from the group consisting of brominated and epoxidized homopolymers of butadiene, brominated and epoxidized copolymers of butadiene, brominated and epoxidized homopolymers of isoprene, brominated and epoxidized copolymers of isoprene, brominated products of copolymers of butadiene with addition-polymerizable compounds containing an epoxy group, brominated products of copolymers of isoprene with addition-polymerizable compounds containing an epoxy group and epoxidized products of copolymers of one of butadiene and isoprene with addition-polymerizable compounds containing a bromine atom, and at least one stabilizer which is selected from the group consisting of compounds having stable free radicals selected from the group consisting of 2,2-diphenyl-1-picrylhydrazyl and α.γ-bisdiphenylene-β-phenylallyl, polymerization inhibitors selected from the group consisting of hydroquinone monomethyl ether, benzoquinone, methylquinone, 2,5-dimethylquinone, thymoquinone, trimethylquinone, tetramethylquinone, chloranil, 1,4-naphthoquinone, phenanthraquinone, chrysenequinone, 2-methoxyquinone, 2-chlorobenzoquinone, dichlorobenzoquinone, methylnaphthoquinone, dichloronaphthoquinone, anthraquinone, and 2-tert-butylanthraquinone, ketone-amine reaction products selected from the group consisting of polymerization products of 2,2,4-trimethyl-1,2-dihydroquinoline, 6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline and 6-dodecyl-2,2,4-trimethyl-1,2-dihydroquinoline and phenol derivatives selected from the group consisting of 4,4'-dioxydiphenyl, dioxydiphenyl methane derivatives, and 1,1-bis-(4-hydroxyphenyl)-cyclohexane.
Claim 2
Dependent Claim
193 words
A radiation-sensitive composition comprising a radiation-sensitive polymer which contains a plurality of epoxy groups and a plurality of bromine atoms in one molecule thereof and which comprises at least one polymeric material selected from the group consisting of brominated and epoxidized homopolymers of butadiene, brominated and epoxidized copolymers of butadiene, brominated and epoxidized homopolymers of isoprene, brominated and epoxidized copolymers of isoprene, brominated products of copolymers of butadiene with addition-polymerizable compounds containing an epoxy group, brominated products of copolymers of isoprene with addition-polymerizable compounds containing an epoxy group and epoxidized products of copolymers of one of butadiene and isoprene with addition-polymerizable compounds containing a bromine atom, and at least one stabilizer which is selected from the group consisting of compounds having stable free radicals selected from the group consisting of 2,2-diphenyl-1-picrylhydrazyl and α.γ-bisdiphenylene-β-phenylallyl, polymerization inhibitors selected from the group consisting of hydroquinone monomethyl ether, benzoquinone, methylquinone, 2,5-dimethylquinone, thymoquinone, trimethylquinone, tetramethylquinone, chloranil, 1,4-naphthoquinone, phenanthraquinone, chrysenequinone, 2-methoxyquinone, 2-chlorobenzoquinone, dichlorobenzoquinone, methylnaphthoquinone, dichloronaphthoquinone, anthraquinone, and 2-tert-butylanthraquinone, ketone-amine reaction products selected from the group consisting of polymerization products of 2,2,4-trimethyl-1,2-dihydroquinoline, 6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline and 6-dodecyl-2,2,4-trimethyl-1,2-dihydroquinoline and phenol derivatives selected from the group consisting of 4,4'-dioxydiphenyl, dioxydiphenyl methane derivatives, and 1,1-bis-(4-hydroxyphenyl)-cyclohexane.
Claim 3
Dependent Claim
25 words
A radiation-sensitive composition according to claim 1, wherein said stabilizer amounts to 0.01 to 5 weight-% with respect to the weight of said radiation-sensitive polymer.
Claim 4
Dependent Claim
56 words
A radiation-sensitive composition according to claim 1, wherein the degree of epoxidation and the degree of bromination of said radiation-sensitive polymer have values in ranges of about 10 to 70% and about 7 to 50% with respect to total monomer units in the polymer or copolymer, the sum between both the values being less than 100%.
Claim 5
Dependent Claim
24 words
A radiation-sensitive composition according to claim 1, further comprising a solvent in which the radiation-sensitive polymer is dissolved in the non-crosslinked or non-irradiated state.
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) | 1983-02-04 | 1983-08-06 | 1984-02-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-02-04 | 1987-08-06 | 1988-02-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-02-04 | 1991-08-06 | 1992-02-05 | $7700.00 | Window Closed / Lapsed |