US4751114A
Expired / Lapsed
US
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Solvent soluble fluorine-containing polymer, coating composition containing the same and coating process thereof
Assignee: Mitsui Chemicals Inc
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Filing: 1987-08-06
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Granted: 1988-06-14
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Expires: 2007-08-06
Abstract
Abstract A solvent soluble fluorine-containing polymer according to the present invention is a copolymer characterized by (i) consisting substantially of (a) fluoroolefin, (b) vinyl ether, and (c) an organosilicon compound having an olefinically unsaturated bond and a hydrohyzable group, (ii) said copolymer comprising, based on the total mole number of said (a)-(c) in the copolymer, 30-70 mol % of (a), 20-60 mol % of (b) and 1-25 mol % of (c) and (iii) said copolymer having a number average molecular weight (Mn) of 3000-200000 as measured by gel permeation chromatography. Further, according to the present invention, a coating composition having excellent weathering resistance and solvent resistance comprising the above-mentioned solvent soluble fluorine-containing polymer and organic solvent is also provided. In addition a coating process of said coating composition is also provided.
Inventors
- 👤 Shirou Homma
- 👤 Takashi Izumi
- 👤 Sakae Murakami
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 19:22
CPC Classifications
C; C09; C09D; C09D127/00; C09D127/02; C09D127/12; C08; C08F; C08F214/00; C08F214/18; C08F214/186; C08F214/188; C08K; C08K5/00; C08K5/54
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
114 words
A fluorine-containing coating composition, characterized in that said composition comprises: [A] a fluorine-containing polymer which is (i) a copolymer consisting substantially of (a) a fluoroolefin having 2 or 3 carbon atoms, (b) vinyl ether, and (c) an organosilicon compound in which the organo portion of the molecule is a hydrocarbon containing unsaturated double bonds and which compound contains a hydrolyzable group, (ii) said copolymer comprising, based on the total mole number of said (a)-(c) in the copolymer, 30-70 mol% of (a), 20-60 mol% of (b) and 1-25 mol% of (c), and (iii) said copolymer having a number average molecular weight (Mn) of 3000-200000 as measured by gel permeation chromatography, and [B] an organic solvent.
Claim 2
Dependent Claim
114 words
A fluorine-containing coating composition, characterized in that said composition comprises: [A] a fluorine-containing polymer which is (i) a copolymer consisting substantially of (a) a fluoroolefin having 2 or 3 carbon atoms, (b) vinyl ether, and (c) an organosilicon compound in which the organo portion of the molecule is a hydrocarbon containing unsaturated double bonds and which compound contains a hydrolyzable group, (ii) said copolymer comprising, based on the total mole number of said (a)-(c) in the copolymer, 30-70 mol% of (a), 20-60 mol% of (b) and 1-25 mol% of (c), and (iii) said copolymer having a number average molecular weight (Mn) of 3000-200000 as measured by gel permeation chromatography, and [B] an organic solvent.
Claim 3
Dependent Claim
33 words
The fluorine-containing coating composition according to claim 1 wherein said organic solvent is selected from the group consisting of benzene toluene, xylene, acetone, methyl ethyl ketone, diethyl ether, ethanol, trichloromethane, dichloroethane and chlorobenzene.
Claim 4
Dependent Claim
11 words
A fluorine-containing coating composition comprising [A] a fluorine-containing polymer which is
Claim 5
Dependent Claim
11 words
A fluorine-containing coating composition comprising [A] a fluorine-containing polymer which is
Claim 6
Dependent Claim
101 words
(i) a copolymer consisting substantially of (a) a fluoroolefin having 2 or 3 carbon atoms, (b) vinyl ether, and (c) an organosilicon compound in which the organo portion of the molecule is a hydrocarbon containing unsaturated double bonds and which compound contains a hydrolyzable group, (ii) said copolymer comprising, based on the total mole number of said (a)-(c) in the copolymer, 30-70 mol% of (a), 20-60 mol% of (b) and 1-25 mol% of (c) and (iii) having a number average molecular weight (Mn) of 3000-20000 as measured by gel permeation chromatography, [B] a metal chelate compound, and [C] an organic solvent.
Claim 7
Dependent Claim
101 words
(i) a copolymer consisting substantially of (a) a fluoroolefin having 2 or 3 carbon atoms, (b) vinyl ether, and (c) an organosilicon compound in which the organo portion of the molecule is a hydrocarbon containing unsaturated double bonds and which compound contains a hydrolyzable group, (ii) said copolymer comprising, based on the total mole number of said (a)-(c) in the copolymer, 30-70 mol% of (a), 20-60 mol% of (b) and 1-25 mol% of (c) and (iii) having a number average molecular weight (Mn) of 3000-20000 as measured by gel permeation chromatography, [B] a metal chelate compound, and [C] an organic solvent.
Claim 8
Dependent Claim
26 words
The fluorine-containing coating composition according to claim 3 wherein said metal chelate compound is a chelate compound of metal selected from among Ti, Zr and Al.
Claim 9
Dependent Claim
33 words
The fluorine-containing coating composition according to claim 1 wherein said organic solvent is selected from the group consisting of benzene, toluene, xylene, acetone, methyl ethyl ketone, diethyl ether, ethanol, trichloromethane, dichloroethane and chlorobenzene.
Claim 10
Dependent Claim
117 words
A fluorine-containing coating composition, characterized in that said composition comprises: [A] a fluorine-containing polymer which is (i) a copolymer consisting substantially of (a) a fluoroolefin having 2 or 3 carbon atoms, (b) vinyl ether, and (c) an organosilicon compound in which the organo portion of the molecule is a hydrocarbon containing unsaturated double bonds and which compound contains a hydrolyzable group, (ii) said copolymer comprising, based on the total mole number of said (a)-(c) in the copolymer, 30-70 mol% of (a), 20-60 mol% of (b) and 1-25 mol% of (c), and (iii) said copolymer having a number average molecular weight (Mn) of 3000-200000 as measured by gel permeation chromatography, (B) an organosilicate, and (C) an organic solvent.
Claim 11
Dependent Claim
117 words
A fluorine-containing coating composition, characterized in that said composition comprises: [A] a fluorine-containing polymer which is (i) a copolymer consisting substantially of (a) a fluoroolefin having 2 or 3 carbon atoms, (b) vinyl ether, and (c) an organosilicon compound in which the organo portion of the molecule is a hydrocarbon containing unsaturated double bonds and which compound contains a hydrolyzable group, (ii) said copolymer comprising, based on the total mole number of said (a)-(c) in the copolymer, 30-70 mol% of (a), 20-60 mol% of (b) and 1-25 mol% of (c), and (iii) said copolymer having a number average molecular weight (Mn) of 3000-200000 as measured by gel permeation chromatography, (B) an organosilicate, and (C) an organic solvent.
Claim 12
Dependent Claim
50 words
The fluorine-containing coating composition according to claim 6 wherein said organosilicate is selected from the group consisting of methyl orthosilicate, ethyl orthosilicate, n-propyl orthosilicate, n-butyl orthosilicate, n-octyl orthosilicate, phenyl orthosilicate, benzyl orthosilicate, phenetyl orthosilicate, allyl orthosilicate, methallyl orthosilicate and polysilicates which are formed by hydration condensation of the above-mentioned silicates.
Claim 13
Dependent Claim
27 words
The fluorine-containing coating composition according to claim 6 wherein said organic solvent is benzene, toluene, xylene, acetone, methyl ethyl ketone, diethyl ether, ethanol, trichloromethane, dichloroethane or chlorobenzene.
Claim 14
Dependent Claim
173 words
A fluorine-containing coating composition comprising [A] a fluorine-containing polymer which is (i) a copolymer consisting substantially of (a) a fluoroolefin having 2 or 3 carbon atoms, (b) vinyl ether, and (c) an organosilicon compound in which the organo portion of the molecule is a hydrocarbon containing unsaturated double bonds and which compound contains a hydrolyzable group, (ii) said copolymer comprising, based on the total mole number of said (a)-(c) in the copolymer, 30-70 mol% of (a), 20-60 mol% of (b) and 1-25 mol% of (c) and (iii) having a number average molecular weight (Mn) of 3000-200000 as measured by gel permeation chromatography, [B] a condensation reaction product of a silane compound represented by the formula R 4 n2 Si(OR 5 ) 4-n .sbsb.2 wherein R 4 is alkyl, cycloalkyl, aryl or aralkyl, R 5 is alkyl, cycloalkyl, aryl, aralkyl or allyl, and n is zero or 1, provided that OR 5 of 4-n 2 may be the same or different, or partial hydrolyzates thereof with an epoxy-containing alcohol, and [C] an organic solvent.
Claim 15
Dependent Claim
173 words
A fluorine-containing coating composition comprising [A] a fluorine-containing polymer which is (i) a copolymer consisting substantially of (a) a fluoroolefin having 2 or 3 carbon atoms, (b) vinyl ether, and (c) an organosilicon compound in which the organo portion of the molecule is a hydrocarbon containing unsaturated double bonds and which compound contains a hydrolyzable group, (ii) said copolymer comprising, based on the total mole number of said (a)-(c) in the copolymer, 30-70 mol% of (a), 20-60 mol% of (b) and 1-25 mol% of (c) and (iii) having a number average molecular weight (Mn) of 3000-200000 as measured by gel permeation chromatography, [B] a condensation reaction product of a silane compound represented by the formula R 4 n2 Si(OR 5 ) 4-n .sbsb.2 wherein R 4 is alkyl, cycloalkyl, aryl or aralkyl, R 5 is alkyl, cycloalkyl, aryl, aralkyl or allyl, and n is zero or 1, provided that OR 5 of 4-n 2 may be the same or different, or partial hydrolyzates thereof with an epoxy-containing alcohol, and [C] an organic solvent.
Claim 16
Dependent Claim
69 words
The fluorine-containing coating composition according to claim 9 wherein said condensation reaction product is a compound formed by condensation reaction of a silane compound selected from the group consisting of tetramethyl orthosilicate, tetraethyl orthosilicate, tetra-n-propyl orthosilicate, tetra-n-butyl orthosilicate, tetraisopentyl orthosilicate, tetra-n-octyl orthosilicate, tetraphenyl orthosilicate and tetraallyl orthosilicate or partial hydrolyzates thereof with an epoxy-containing alcohol selected from the group consisting of glycidol, trimethylolpropane polyglycidyl ether and glycerin polyglycidyl ether.
Claim 17
Dependent Claim
27 words
The fluorine-containing coating composition according to claim 9 wherein said organic solvent is benzene, toluene, xylene, acetone, methyl ethyl ketone, diethyl ether, ethanol, trichloromethane, dichloroethane or chlorobenzene.
Claim 18
Dependent Claim
101 words
In a process of coating the fluorine-containing coating composition as claimed in claims 1-11 on the surface of substrate, the coating process which comprises previously applying the substrate on the surface thereof with (i) a metal alkoxide solution, or (ii) an epoxy resin incorporated with at least 3 parts by weight, based on 100 parts by weight of the resin, or a silane coupling agent having an epoxy or amino group as a functional group, thereby forming a primer layer on said surface by drying or curing, and thereafter applying said fluorine-containing coating composition on the surface of said primer layer.
Claim 19
Dependent Claim
27 words
The process of coating the fluorine-containing coating composition according to claim 12 wherein said metal alkoxide is an alkoxide of metal selected from Ti, Zr and Al.
Claim 20
Dependent Claim
41 words
The process of coating the fluorine-containing coating composition according to claim 12 wherein said silane coupling agent incorporated into said epoxy resin is selected from the group consisting of γ-glycidoxypropyl trimethoxysilane, β-(3,4-epoxycyclohexyl)ethyl trimethoxysilane, γ-aminopropyl triethoxysilane, N-(β aminoethyl)-γ-aminopropyl trimethoxysililane and N-(β-aminoethyl)-γ-aminopropylmethyl dimethoxysilane.
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) | 1991-06-14 | 1991-12-14 | 1992-06-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-06-14 | 1995-12-14 | 1996-06-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-06-14 | 1999-12-14 | 2000-06-14 | $7700.00 | Window Closed / Lapsed |