US4330612A
Expired / Lapsed
US
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Laminate of monolayer film of cyclized butadiene polymer and other photosensitive layer
Assignee: JSR Corp
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Filing: 1980-07-16
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Granted: 1982-05-18
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Expires: 2000-07-16
Abstract
Abstract A photosensitive resin film consisting of a monolayer film of a composition comprising (a) a cyclized product of butadiene polymer, (b) at least one member selected from the group consisting of a photo-crosslinking agent, a photo-sensitizer and a photo-polymerization initiator, and (c) a storage stabilizer, and if necessary, a dye and/or a pigment, or a laminate structure photosensitive resin film prepared by laminating to the above photosensitive resin film a composition comprising (d) 100 parts by weight of a polymer or copolymer of monoolefinically unsaturated compound, (e) 5 to 100 parts by weight of a polyfunctional, photo-polymerizable, unsaturated compound having at least two photo-polymerizable double bonds in the molecule, (f) at least one member selected from the group consisting of a photo-crosslinking agent, a photo-sensitizer and a photo-polymerization initiator, and (g) a storage stabilizer, and if necessary, a dye and/or a pigment. Said photosensitive resin film can be intimately contacted with a negative film, and therefore, a sharp image can be obtained by exposing the resulting laminate to light through the negative film and then developing it. Said photo-sensitive resin film can also be laminated to a solid surface without entrapping any air even if the solid surface has irregularities. When the film has been exposed to light and developed, there is obtained a film excellent in heat resistance.
Inventors
- 👤 Mituru Tashiro
- 👤 Yoshiyuki Harita
- 👤 Kunihiro Harada
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 20:53
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/032; G03F7/033; H; H05; H05K; H05K3/00; H05K3/0073; H05K3/0079; Y; Y10; Y10S; Y10S522/00; Y10S522/901; Y10T; Y10T428/00; Y10T428/24; Y10T428/24942; Y10T428/2495; Y10T428/24967; Y10T428/31504; Y10T428/31855; Y10T428/31931
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
168 words
A photosensitive resin film consisting of a laminate of a monolayer film of a composition consisting essentially of (a) 100 parts by weight of a cyclized product of butadiene polymer, (b) 0.1-10 parts by weight of at least one member selected from the group consisting of a photo-crosslinking agent, a photosensitizer and a photo-polymerization initiator and (c) 0.1-5 parts by weight of a storage stabilizer, the cyclized product having a degree of cyclization of 40% to 70%, and an intrinsic viscosity [m] 30 ° C. toluene of 0.3-0.7 dl/g wherein said cyclized product satisfies the equations (I) 30,000≦MW≦300,000, (II) DC/10≧9.5-log MW, (III) DC/5≦85+log MW, and bonded thereto a composition comprising (d) 100 parts by weight of a polymer of a monoolefinically unsaturated compound, (e) 5 to 100 parts by weight of a polyfunctional, photo-polymerizable, unsaturated compound having at least two photo-polymerizable double bonds, (f) at least one member selected from the group consisting of a photo-crosslinking agent, a photosensitizer and a photo-polymerization initiator, and (g) a storage stabilizer.
Claim 2
Dependent Claim
168 words
A photosensitive resin film consisting of a laminate of a monolayer film of a composition consisting essentially of (a) 100 parts by weight of a cyclized product of butadiene polymer, (b) 0.1-10 parts by weight of at least one member selected from the group consisting of a photo-crosslinking agent, a photosensitizer and a photo-polymerization initiator and (c) 0.1-5 parts by weight of a storage stabilizer, the cyclized product having a degree of cyclization of 40% to 70%, and an intrinsic viscosity [m] 30 ° C. toluene of 0.3-0.7 dl/g wherein said cyclized product satisfies the equations (I) 30,000≦MW≦300,000, (II) DC/10≧9.5-log MW, (III) DC/5≦85+log MW, and bonded thereto a composition comprising (d) 100 parts by weight of a polymer of a monoolefinically unsaturated compound, (e) 5 to 100 parts by weight of a polyfunctional, photo-polymerizable, unsaturated compound having at least two photo-polymerizable double bonds, (f) at least one member selected from the group consisting of a photo-crosslinking agent, a photosensitizer and a photo-polymerization initiator, and (g) a storage stabilizer.
Claim 3
Dependent Claim
21 words
A photosensitive resin film according to claim 1, wherein the laminate structure film has a thickness of 10 to 300 μm.
Claim 4
Dependent Claim
21 words
A photosensitive resin film according to claim 1 wherein the laminate structure film has a thickness of 10 to 150 μm.
Claim 5
Dependent Claim
20 words
A photosensitive resin film according to claim 1, 2 or 3, wherein said butadiene polymer is a homopolymer of butadiene.
Claim 6
Dependent Claim
19 words
A photosensitive resin film according to claim 1, 2 or 3, wherein said butadiene polymer is cis-1,4-polybutadiene or trans-1,4-polybutadiene.
Claim 7
Dependent Claim
27 words
A photosensitive resin film according to claim 1, wherein the polymer or copolymer of a monoolefinically unsaturated compound (d) has a molecular weight of 30,000 to 1,000,000.
Claim 8
Dependent Claim
69 words
A photosensitive resin film according to claim 1, wherein the polymer or copolymer of a monoolefinically unsaturated compound (d) is a polymer or copolymer prepared by polymerizing or copolymerizing at least one monomer selected from the group consisting of styrene, α-methylstyrene, vinyl chloride, vinylidene chloride, vinyl acetate, vinyl propionate, vinyl methyl ether, acrylic acid, methacrylic acid, an acrylic ester, a methacrylic ester, acrylonitrile, acrylamide, N-vinylcarbasole, N-vinylpyrrolidone, ethylene, and propylene.
Claim 9
Dependent Claim
54 words
A photosensitive resin film according to claim 1, wherein the polymer or copolymer of a monoolefinically unsaturated compound (d) is at least one member selected from the group consisting of polymers of acrylic acid, methacrylic acid, an acrylic ester and a methacrylic ester and copolymers comprising at least 50% by weight of these monomers.
Claim 10
Dependent Claim
69 words
A photosensitive resin film according to claim 1, wherein the polyfunctional, photo-polymerizable, unsaturated compound having at least two photo-polymerizable double bonds (e) is at least one member selected from the group consisting of diesters, triesters and tetraesters of acrylic and methacrylic acids, acrylates and methacrylates of alkyleneoxide adducts of Bisphenol A and compounds obtained by reacting a compound having at least two epoxy groups with acrylic or methacrylic acid.
Claim 11
Dependent Claim
104 words
A photosensitive resin film according to claim 1, 2, 3, 6, 7, 8 or 9, wherein said photo-crosslinking agent is at least one azide compound selected from the group consisting of 2,6-bis(4'-azidobenzal)cyclohexanone, bis(4-azidobenzal)-acetone, 4,4'-diazidostilbene and p-azidobenzalacetophenone, said photo-sensitizer is at least one carbonyl compound selected from the group consisting of p,p'-tetramethyldiaminobenzophenone, benzophenone, anthraquinone, 1,2-benzanthraquinone and violanthrone or at least one nitro compound selected from the group consisting of 5-nitroacenaphthene, α-nitronaphthalene and 2-nitrofluorene, and said photo-polymerization initiator is at least one benzoin compound selected from the group consisting of benzoin, benzoin methyl ether, benzoin isopropyl ether and benzoin dimethyl ketal, α,α-dimethoxy-α-phenylacetophenone, α,α-diethoxyacetophenone, or diphenyl disulfide.
Claim 12
Dependent Claim
68 words
A photosensitive resin film according to claim 1, 2, 3, 6, 7, 8 or 9, wherein said storage stabilizer is at least one alkylphenol compound selected from the group consisting of 2,2'-methylenebis(4-methyl-6-t-butylphenol), 2,2'-methylenebis(4-ethyl-6-t-butylphenol) and 2,6-di-t-butyl-p-cresol; at least one aromatic amine compound selected from the group consisting of phenyl-β-naphthylamine, diphenyl-p-phenylenediamine and phenylisopropylphenylenediamine; or at least one sulfur compound selected from the group consisting of dilauryl thiodipropionate, 4,4'-thiobis(6-t-butyl-m-cresol) and 2-(3,5-di-t-butyl-4-hydroxyanilino)-4,6-bis(n-octylthio)-1,3,5-triazine.
Claim 13
Dependent Claim
47 words
A photosensitive resin film according to claim 1, 2, 3, 6, 7, 8 or 9, wherein at least one of the composition comprising the components (a), (b), and (c) and the composition comprising (d), (e), (f) and (g) contains a dye, a pigment or both of them.
Claim 14
Dependent Claim
35 words
A photosensitive resin film according to claim 12, wherein said dye and pigment is selected from the group consisting of azo compounds, phthalocyanine compounds, anthraquinone compounds, perinone compounds, indigoid compounds, carbonium compounds and quinacridone compounds.
Claim 15
Dependent Claim
53 words
A photosensitive resin film according to claim 12, wherein the dye, the pigment or the mixture thereof is contained in a proportion of 0.01 to 3.0 parts by weight per 100 parts by weight of the cyclized product of butadiene polymer (a) or the polymer or copolymer of a monoolefinically unsaturated compound (d).
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) | 1985-05-17 | 1985-11-16 | 1986-05-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-05-17 | 1989-11-16 | 1990-05-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-05-17 | 1993-11-16 | 1994-05-18 | $7700.00 | Window Closed / Lapsed |