EP0725106A2
Expired / Lapsed
EP
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Radiation curable compositions
Assignee: DuPont Toray Specialty Materials KK
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Filing: 1996-01-31
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Granted: —
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Expires: 2016-01-31
Abstract
Abstract Curable compositions comprise a substance that produces a base when exposed to radiation and a polymer molecule that contains silicon-hydrogen bonds which react with hydroxyl groups under the action of the base to form silicon-oxygen bonds (Si-O) and hydrogen molecules. These compositions cure when exposed to radiation. A pattern is formed by placing a mask between a coating of the composition and the radiation source during this exposure episode and thereafter dissolving the uncured composition. The compositions have little weight loss during their cure, they can be cured by low intensity radiation, and they yield heat-resistant cured products.
Inventors
- 👤 Brian R. c/o Dow Corning Asia Ltd. Harkness
- 👤 Manoru c/o Dow Corning Asia Ltd. Tachikawa
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-05 00:43
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/075; G03F7/0757; C; C08; C08K; C08K5/00; C08K5/16; C08K5/205; C08L; C08L83/00; C08L83/04; C09; C09D; C09D183/00; C09D183/04; G03F7/0045; C08G; C08G77/00; C08G77/04; C08G77/12; C08G77/14; C08G77/16; C08G77/18; C08G77/20; C08G77/22; C08G77/24; C08G77/26; C08G77/70
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
112 words
A curable composition comprising (i) a substance that produces a base when exposed to radiation; and (ii) a polymer molecule that contains silicon-hydrogen bonds which react with hydroxyl groups under the action of the base to form silicon-oxygen bonds and hydrogen molecules, wherein the substance that produces the base is present at from 0.01 to 50 weight% based on the total weight of the composition, and is selected from the group consisting of benzyl carbamates, benzoin carbamates, O-carbamoylhydroxyamines, O-carbamoyloximes, aromatic sulfonamides, alpha-lactams, N-(2-allylethenyl)amides, arylazide compounds, N-arylformamides, and 4-(ortho-nitrophenyl)dihydropyridines, and wherein each polymer molecule contains on average at least two silicon atoms that have one silicon-hydrogen bond and at least two silicon-oxygen bonds.
Claim 2
Dependent Claim
19 words
The composition of claim 1 wherein the polymer molecule is selected from silicone polymer molecules or silicone-modified organic resins.
Claim 3
Dependent Claim
219 words
The composition of claim 1 wherein the substance that produces the base is selected from the group consisting of (A) benzyl carbamates with the structure BzCH 2 OC(=O)NR 3 R 4 in which the nitro group is substituted at the 2 position or at the 2 and 6 positions of the benzyl group, the methoxy group is optionally substituted at position 4 or 5 of the benzyl group, Bz is benzyl, R 3 is H, C 1 to C 10 alkyl, aralkyl, or aryl, and R 4 is C 1 to C 10 alkyl, aralkyl, or aryl; (B) benzoin carbamates ArC(=O)CHArOC(=O)NR 5 R 6 in which Ar is phenyl, R 5 is the hydrogen atom and R 6 is C 5 to C 10 alkyl; (C) O-carbamoylhydroxyamines R 7 R 8 NOC(=O)NR 9 R 10 in which R 7 and R 8 are bonded with each other to give the phthaloyl group, R 9 is the hydrogen atom, and R 10 is C 5 to C 10 alkyl; and (D) 4-(ortho-nitrophenyl)dihydropyridines in which the methyl or ethyl group is bonded at position 1 of the dihydropyridine and the methoxycarbonyl group is bonded at positions 3 and 5 of the dihydropyridine; and wherein the substance that produces the base is present at 0.1 to 25 weight % of the composition.
Claim 4
Dependent Claim
36 words
The curable composition of claim 1 wherein the organic resin of the silicon modified organic resin is selected from the group consisting of alkyd resins, polyester resins, acrylic resins, epoxy resins, phenolic resins and polyimide resins.
Claim 5
Dependent Claim
281 words
The curable composition of Claim 1 wherein the polymer molecule is a silicone polymer molecule of the following general formula (R 3 SiO 1/2 ) a (R 2 SiO 2/2 ) b (RSiO 3/2 ) c (SiO 4/2 ) d wherein each R is a monovalent radical independently selected from hydrogen atom or C 1 to C 8 hydrocarbon groups which may contain at least one atom selected from the group consisting of oxygen, nitrogen, chlorine, silicon, and fluorine, with the proviso that in each polymer molecule R is the hydrogen atom on average in at least two of the R 2 SiO 2/2 and RSiO 3/2 considered collectively; the divalent oxygen atom bonded to silicon in R 3 SiO 1/2 is bonded to another silicon atom; at least one of the divalent oxygen atoms bonded to silicon in R 2 SiO 2/2 , RSiO 3/2 , and SiO 4/2 is bonded to another silicon and the remaining oxygen may be bonded to another silicon or may be bonded to hydrogen or to C 1 to C 6 alkyl, C 1 to C 6 alkenyl, or C 6 to C 8 aryl; the average degree of polymerization of the silicone polymer molecule is at least 5; and the average proportions of the monomeric units relative to the polymer molecule fall within the ranges of 0.7 > a /( a + b + c + d ) ≧ 0, 1 ≧ b /( a + b + c + d ) ≧ 0, 1 ≧ c /( a + b + c + d ) ≧ 0, and 0.65 ≧ d /( a + b + c + d ) ≧ 0.
Claim 6
Dependent Claim
65 words
A curable composition according to Claim 1 which additionally contains a hydroxyl-functional crosslinker, wherein said hydroxyl-functional crosslinker is selected from the group consisting of silane compounds that contain at least 2 silanol groups per molecule, silicone polymer molecules that contain on average at least 2 silanol groups per polymer molecule, organic compounds that contain on average at least 2 hydroxyl groups per molecule, and water.
Claim 7
Dependent Claim
35 words
A method for curing a curable compositions comprising exposing the curable composition of Claim 1 to radiation at a temperature from 0°C to 200°C in an atmosphere having a relative humidity of at least 10%.
Claim 8
Dependent Claim
24 words
A method for curing a curable composition comprising exposing the curable composition of Claim 6 to radiation at a temperature from 0°C to 200°C.
Claim 9
Independent Claim
25 words
The method of claims 7 or 8 wherein the radiation is selected from the group consisting of UV-containing light, electron beams, x-rays, and ion beams.
Claim 10
Dependent Claim
28 words
The method of claim 9 additionally comprising a post-treatment selected from the group consisting of heating, holding at ambient temperature, and cooling at temperatures from 0°C to 200°C.
Claim 11
Independent Claim
74 words
A method for forming a negative pattern of cured material comprising: coating the curable composition of Claims 1 or 6 onto a substrate; exposing the coating to radiation at a temperature from 0°C to 200°C in an atmosphere having a relative humidity of at least 10%, wherein a mask is interposed between the coating and the radiation source to form a radiated pattern; and removing the uncured coating by dissolving it with a solvent.
References Cited (Backward Citations)
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