US4371669A
Expired / Lapsed
US
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Polymers having improved water resistance and monomers for same
Assignee: Sherwin Williams Co
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Filing: 1980-12-29
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Granted: 1983-02-01
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Expires: 2000-12-29
Abstract
Abstract Monoethylenically unsaturated beta-carbonyl-containing carboxyl functional monomers and addition polymers containing them and other monoethylenically unsaturated monomers are disclosed, as are methods of coating substrates with the polymers to provide films of improved water resistance. The monomers are especially stable in the form of a salt with a volatile base, and the removal of the base when a polymer containing the monomer is cured causes decarboxylation, and the removal of the carboxyl groups improves the water resistance.
Inventors
- 👤 Stamatios G. Mylonakis
- 👤 Anthony J. Tortorello
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 12:11
CPC Classifications
C; C08; C08F; C08F12/00; C08F12/02; C08F12/04; C08F12/14; C08F12/22; C07; C07C; C07C59/00; C07C59/40; C07C59/76; C07C59/84; C09; C09D; C09D125/00; C09D125/18
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
182 words
A carboxy functional, addition copolymer prepared from a first monoethylenically unsaturated monomer having the formula: ##STR3## wherein R 1 is selected from the group consisting of hydrogen and C 1 -C 8 alkyl; R 2 is selected from the group consisting of hydrogen, C 1 -C 8 alkyl and a vinyl-containing radical; R 3 is selected from the group consisting of C 1 -C 8 alkyl; a vinyl containing radical; O-R 4 where R 4 is hydrogen, C 1 -C 8 alkyl or X + ; and NR 5 R 6 where R 5 and R 6 , are hydrogen or C 1 -C 8 alkyl; and one of R 2 or R 3 is a vinyl containing radical; and X + is selected from the group consisting of the proton, protonated ammonia, protonated amines, and mixtures thereof; and at least a second monethylenically unsaturated monomer copolymerizable therewith, the vinyl containing radical referred to for components R 2 and R 3 being selected from the group consisting of vinyl benzyl, allyl, allyl derivatives of allyl alcohol or allylamines, vinyl, acrylyloxy and methacrylyloxy.
Claim 2
Dependent Claim
182 words
A carboxy functional, addition copolymer prepared from a first monoethylenically unsaturated monomer having the formula: ##STR3## wherein R 1 is selected from the group consisting of hydrogen and C 1 -C 8 alkyl; R 2 is selected from the group consisting of hydrogen, C 1 -C 8 alkyl and a vinyl-containing radical; R 3 is selected from the group consisting of C 1 -C 8 alkyl; a vinyl containing radical; O-R 4 where R 4 is hydrogen, C 1 -C 8 alkyl or X + ; and NR 5 R 6 where R 5 and R 6 , are hydrogen or C 1 -C 8 alkyl; and one of R 2 or R 3 is a vinyl containing radical; and X + is selected from the group consisting of the proton, protonated ammonia, protonated amines, and mixtures thereof; and at least a second monethylenically unsaturated monomer copolymerizable therewith, the vinyl containing radical referred to for components R 2 and R 3 being selected from the group consisting of vinyl benzyl, allyl, allyl derivatives of allyl alcohol or allylamines, vinyl, acrylyloxy and methacrylyloxy.
Claim 3
Dependent Claim
22 words
The copolymer recited in claim 1 wherein said first monomer comprises about 1 to about 60 percent by weight of said monomers.
Claim 4
Dependent Claim
16 words
The copolymer recited in claim 1 wherein R 3 is methyl and R 1 is hydrogen.
Claim 5
Dependent Claim
13 words
The copolymer recited in claim 1 wherein R 2 has the formula: ##STR4##
Claim 6
Dependent Claim
12 words
Copolymers as recited in claim 1 formed by polymerization in aqueous emulsion.
Claim 7
Dependent Claim
13 words
Copolymers as recited in claim 1 formed by polymerization in organic solvent solution.
Claim 8
Dependent Claim
135 words
A carboxy functional addition polymer prepared from at least first and second monoethylenically unsaturated monomers wherein said first monoethylenically unsatured monomer comprises about 1 to about 20 weight percent of said monomers and has the formula: ##STR5## wherein R 1 is selected from the group consisting of hydrogen and C 1 -C 8 alkyl; R 3 is selected from the group consisting of C 1 -C 8 alkyl; O--R 4 where R is hydrogen, C 1 -C 8 alkyl or X + ; and NR 5 R 6 where R 5 and R 6 are hydrogen or C 1 -C 8 alkyl; and X + is selected from the group consisting of the proton, protonated ammonia, protonated amines, and mixtures thereof; and said second monoethylenically unsaturated monomer is copolymerizable with said first monoethylenically unsaturated monomer.
Claim 9
Dependent Claim
135 words
A carboxy functional addition polymer prepared from at least first and second monoethylenically unsaturated monomers wherein said first monoethylenically unsatured monomer comprises about 1 to about 20 weight percent of said monomers and has the formula: ##STR5## wherein R 1 is selected from the group consisting of hydrogen and C 1 -C 8 alkyl; R 3 is selected from the group consisting of C 1 -C 8 alkyl; O--R 4 where R is hydrogen, C 1 -C 8 alkyl or X + ; and NR 5 R 6 where R 5 and R 6 are hydrogen or C 1 -C 8 alkyl; and X + is selected from the group consisting of the proton, protonated ammonia, protonated amines, and mixtures thereof; and said second monoethylenically unsaturated monomer is copolymerizable with said first monoethylenically unsaturated monomer.
Claim 10
Dependent Claim
12 words
The copolymer recited in claim 7 wherein X + is protonated amines.
Claim 11
Dependent Claim
16 words
The copolymer recited in claim 8 wherein R 3 is methyl and R 1 is hydrogen.
Claim 12
Dependent Claim
26 words
Addition copolymer of monoethylenically unsaturated monomers comprising from 1 to 20 percent by weight of copolymerized volatile amine salt of alpha-methylene vinyl benzyl, beta-keto acetoacetic acid.
Claim 13
Dependent Claim
26 words
Addition copolymer of monoethylenically unsaturated monomers comprising from 1 to 20 percent by weight of copolymerized volatile amine salt of alpha-methylene vinyl benzyl, beta-keto acetoacetic acid.
References Cited (Backward Citations)
US4138393A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-01-31 | 1986-08-02 | 1987-02-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-31 | 1990-08-02 | 1991-02-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-31 | 1994-08-02 | 1995-02-01 | $7700.00 | Window Closed / Lapsed |