US4301209A
Expired / Lapsed
US
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Radiation curable coating composition comprising an oligomer, and an ultra-violet absorber
Assignee: ISP Investments LLC
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Filing: 1979-10-01
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Granted: 1981-11-17
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Expires: 1999-10-01
Abstract
Abstract A radiation curable coating comprising: A. An oligomer of Formula I: <IMAGE> (I) wherein: R1 is hydrogen or methyl; Y is a divalent urethane residue; B. A benzylidene acid ester of Formula IV: <IMAGE> (IV) wherein R4 is independently alkyl or hydroxy alkylene. Preferably the coating composition contains a vinyl monomer copolymerizable with the oligomer. The process for curing the coating is also disclosed.
Inventors
- 👤 Donald H. Lorenz
- 👤 Shu T. Tu
- 👤 Donald P. Wyman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 14:29
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08G18/672; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; C08F299/00; C08F299/02; C08F299/06; C08F299/065; C09; C09D; C09D4/00; Y; Y10; Y10T; Y10T428/00; Y10T428/26; Y10T428/269; Y10T428/31504; Y10T428/31507; Y10T428/31855; Y10T428/31909; Y10T428/31928
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
31 words
A radiation curable coating composition comprising an acryl urethane oligomer and a benzylidene acid ester ultra-violet light absorber of Formula IV: ##STR8## wherein R 4 is independently alkyl or hydroxy alkylene.
Claim 2
Dependent Claim
31 words
A radiation curable coating composition comprising an acryl urethane oligomer and a benzylidene acid ester ultra-violet light absorber of Formula IV: ##STR8## wherein R 4 is independently alkyl or hydroxy alkylene.
Claim 3
Dependent Claim
15 words
The coating composition of claim 1 further comprising a vinyl monomer copolymerizable with the oligomer.
Claim 4
Dependent Claim
20 words
The coating composition of claim 2 wherein the weight ratio of oligomer to vinyl monomer is from 1:9 to 9:1.
Claim 5
Dependent Claim
26 words
The coating composition of claim 1 further comprising an addition polymerization inhibitor present in an amount sufficient to avoid the auto-polymerization of the composition during storage.
Claim 6
Dependent Claim
28 words
The coating composition of claim 4 wherein the addition polymerization inhibitor is present in an amount from 100-300 PPM weight percent based upon the weight of the composition.
Claim 7
Dependent Claim
10 words
The coating composition of claim 1 further comprising a surfactant.
Claim 8
Dependent Claim
27 words
The coating composition of claim 6 wherein the surfactant is present in an amount from 0.1 to 5 weight percent based upon the weight of the composition.
Claim 9
Dependent Claim
13 words
The coating composition of claim 6 wherein the surfactant is a silicone surfactant.
Claim 10
Dependent Claim
31 words
The coating composition of claim 1 further comprising a photo-initiator present in an amount sufficient to initiate the desired polymerization under the influence of the amount of actinic light energy absorbed.
Claim 11
Dependent Claim
27 words
The coating composition of claim 9 wherein the photo-initiator is present in an amount from 0.01 to 5 weight percent based upon the weight of the composition.
Claim 12
Dependent Claim
30 words
The coating composition of claim 1 wherein the acrylic ultra-violet light absorber is present in an amount from 0.5 to 3 weight percent based on the weight of the composition.
Claim 13
Dependent Claim
47 words
A radiation curable coating composition comprising: A. an oligomer of Formula I: ##STR9## wherein R 1 is hydrogen or methyl; Y is a divalent urethane residue; B. a benzylidene acid ester ultra-violet light absorber of Formula IV: ##STR10## wherein R 4 is independently alkyl or hydroxy alkylene.
Claim 14
Dependent Claim
47 words
A radiation curable coating composition comprising: A. an oligomer of Formula I: ##STR9## wherein R 1 is hydrogen or methyl; Y is a divalent urethane residue; B. a benzylidene acid ester ultra-violet light absorber of Formula IV: ##STR10## wherein R 4 is independently alkyl or hydroxy alkylene.
Claim 15
Dependent Claim
182 words
A coating composition of claim 12 which is photo-polymerizable in the presence of ultra-violet light to produce an adherent coating that is weather-resistant, flexible, scratch-resistant, stain-resistant, abrasion-resistant, and solvent resistant, said coating composition consisting essentially of: A. an oligomer of Formula II: ##STR11## wherein: R 1 is hydrogen or methyl; R 2 is lower alkylene; R 3 is aliphatic or cycloaliphatic; X is --O-- or --NH--; N is an integer from 2 to 50 inclusive; B. N-vinyl-2-pyrrolidone; C. 1-4 butanedioldiacrylate; D. p-methoxy benzylidene malonic acid dimethyl ester present in an amount from 0.5 to 3 weight percent based on the weight of the composition; E. A photo-initiator present in an amount from 0.01 to 5 weight percent based on the weight of the composition; F. an addition polymerization inhibitor present in an amount from 100-300 PPM based on the weight of the composition; G. a silicone surfactant present in an amount from 0.1 to 5 percent based on the weight of the composition, wherein the ratio A:B is from 1:3 to 3:1, and wherein the ratio A:C is from 1:3 to 3:1.
Claim 16
Dependent Claim
181 words
A coating composition of claim 12 which is photo-polymerizable in the presence of ultra-violet light to produce an adherent coating that is weather-resistant, flexible, scratch-resistant, stain-resistant, abrasion-resistant, and solvent-resistant, said coating composition consisting essentially of: A. an oligomer of Formula III: ##STR12## wherein: R 1 is hydrogen or methyl; R 2 is lower alkylene; R 3 is aliphatic or cycloaliphatic; X is --O-- or --NH--; n is an integer from 2 to 50 inclusive; B. N-vinyl-2-pyrrolidone; C. 1-4 butanedioldiacrylate; D. p-methoxy benzylidene malonic acid dimethyl ester present in an amount from 0.5 to 3 weight percent based on the weight of the composition; E. A photo-initiator present in an amount from 0.01 to 5 weight percent based on the weight of the composition; F. an addition polymerization inhibitor present in an amount from 100-300 PPM based on the weight of the composition; G. a silicone surfactant present in an amount from 0.1 to 5 percent based on the weight of the composition, wherein the ratio A:B is from 1:3 to 3:1; and wherein the ratio A:C is from 1:3 to 3:1.
Claim 17
Dependent Claim
46 words
A laminate comprising a planar sheet of clear polyvinyl chloride with a film coating 0.1 to 10 mils in thickness comprising an acryl urethane oligomer and a benzylidene acid ester ultra-violet light absorber of Formula IV: ##STR13## wherein R 4 is independently alkyl or hydroxy alkylene.
Claim 18
Dependent Claim
46 words
A laminate comprising a planar sheet of clear polyvinyl chloride with a film coating 0.1 to 10 mils in thickness comprising an acryl urethane oligomer and a benzylidene acid ester ultra-violet light absorber of Formula IV: ##STR13## wherein R 4 is independently alkyl or hydroxy alkylene.
Claim 19
Dependent Claim
30 words
The laminate of claim 15 wherein the acryl urethane oligomer is represented by Formula I: ##STR14## wherein R 1 is hydrogen or methyl; and Y is a divalent urethane residue.
Claim 20
Dependent Claim
30 words
A laminate comprising a planar sheet of polycarbonate with a film coating 0.1 to 10 mils in thickness comprising an acryl urethane oligomer and p-methoxy benzylidene malonic acid dimethyl ester.
Claim 21
Dependent Claim
30 words
A laminate comprising a planar sheet of polycarbonate with a film coating 0.1 to 10 mils in thickness comprising an acryl urethane oligomer and p-methoxy benzylidene malonic acid dimethyl ester.
Claim 22
Dependent Claim
30 words
The laminate of claim 17 wherein the acryl urethane oligomer is represented by Formula I: ##STR15## wherein R 1 is hydrogen or methyl; and Y is a divalent urethane residue.
References Cited (Backward Citations)
US4129667A
Cited
US4135007A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-11-16 | 1985-05-18 | 1985-11-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-16 | 1989-05-18 | 1989-11-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-16 | 1993-05-18 | 1993-11-17 | $7700.00 | Window Closed / Lapsed |