US4174339A
Expired / Lapsed
US
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Anti-fouling paint composition
Assignee: Chugoku Marine Paints Ltd
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Filing: 1978-10-02
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Granted: 1979-11-13
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Expires: 1998-10-02
Abstract
Abstract Provided is an anti-fouling paint composition for preventing, for an extended period of time, fouling of submersed or submerged objects or marine structures. The paint composition comprises as an anti-fouling agent a reaction product prepared by the esterification of a copolymer (a) comprised of units derived from at least one trialkyl-tin carboxylate of the formula: <IMAGE> (I) wherein R' is H or CH3, and R1, R2 and R3 are the same or different and selected from (C 1 to 8) alkyl groups and a phenyl group, and units derived from at least one carboxylic acid of the formula: CH2=C(R'')CO.OH(II) wherein R'' is H or CH3, with a copolymer (b) comprised of units derived from at least one phenoxyaceticalkyl carboxylate of the formula: <IMAGE> (III) wherein R''' is H or CH3, n is an integer of 2 to 4, R4 is Cl or (C 1 to 4) alkyl group, R5 is Cl or Br and R6 is H, Cl or Br, and units derived from at least one hydroxyalkyl carboxylate of the formula: CH2=C(R'''')CO.O-CH2)nOH(IV)ps wherein R'''' is hydrogen H or CH3 and n is an integer of 2 to 4.
Inventors
- 👤 Sumio Matsuda
- 👤 Hajime Kudara
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 12:23
CPC Classifications
C; C09; C09D; C09D5/00; C09D5/16; C09D5/1606; C09D5/1637; C09D5/1643
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
301 words
An anti-fouling paint composition, which comprises 20% to 60% by weight of at least one pigment and 20% to 60% by weight of a reaction product prepared by the esterification of a copolymer (a), defined below, with a copolymer (b) defined below, said reaction product having an esterification degree of at least 60%; the copolymer (a) being comprised of 60% to 90% by weight, based on the weight of the copolymer (a), of units derived from at least one trialkyl-tin carboxylate of the formula: ##STR7## wherein R' is hydrogen or a methyl group, and R 1 , R 2 and R 3 are the same or different and selected from alkyl groups having 1 to 8 carbon atoms and a phenyl group, and 10% to 40% by weight, based on the weight of the copolymer (a), of units derived from at least one carboxylic acid of the formula: CH.sub.2 ═C(R")CO.OH (II) wherein R" is hydrogen or a methyl group; the copolymer (b) being comprised of 30% to 80% by weight, based on the weight of the copolymer (b), of units derived from at least one phenoxyaceticalkyl carboxylate of the formula: ##STR8## wherein R'" is hydrogen or a methyl group, n is an integer of 2 to 4, R 4 is chlorine or an alkyl group having 1 to 4 carbon atoms, R 5 is chlorine or bromine and R 6 is hydrogen, chlorine or bromine, and 20% to 70% by weight, based on the weight of the copolymer (b), of units derived from at least one hydroxyalkyl carboxylate of the formula: CH.sub.2 ═C(R"")CO.O--CH.sub.2).sub.n OH (IV) wherein R"" is hydrogen or a methyl group, and n is an integer of 2 to 4; and the ratio by weight of the copolymer (a) to the copolymer (b) being 40 to 95:5 to 60.
Claim 2
Dependent Claim
301 words
An anti-fouling paint composition, which comprises 20% to 60% by weight of at least one pigment and 20% to 60% by weight of a reaction product prepared by the esterification of a copolymer (a), defined below, with a copolymer (b) defined below, said reaction product having an esterification degree of at least 60%; the copolymer (a) being comprised of 60% to 90% by weight, based on the weight of the copolymer (a), of units derived from at least one trialkyl-tin carboxylate of the formula: ##STR7## wherein R' is hydrogen or a methyl group, and R 1 , R 2 and R 3 are the same or different and selected from alkyl groups having 1 to 8 carbon atoms and a phenyl group, and 10% to 40% by weight, based on the weight of the copolymer (a), of units derived from at least one carboxylic acid of the formula: CH.sub.2 ═C(R")CO.OH (II) wherein R" is hydrogen or a methyl group; the copolymer (b) being comprised of 30% to 80% by weight, based on the weight of the copolymer (b), of units derived from at least one phenoxyaceticalkyl carboxylate of the formula: ##STR8## wherein R'" is hydrogen or a methyl group, n is an integer of 2 to 4, R 4 is chlorine or an alkyl group having 1 to 4 carbon atoms, R 5 is chlorine or bromine and R 6 is hydrogen, chlorine or bromine, and 20% to 70% by weight, based on the weight of the copolymer (b), of units derived from at least one hydroxyalkyl carboxylate of the formula: CH.sub.2 ═C(R"")CO.O--CH.sub.2).sub.n OH (IV) wherein R"" is hydrogen or a methyl group, and n is an integer of 2 to 4; and the ratio by weight of the copolymer (a) to the copolymer (b) being 40 to 95:5 to 60.
Claim 3
Dependent Claim
41 words
An anti-fouling composition as claimed in claim 1 wherein either or both copolymers (a) and (b) further comprise below 20% by weight, based on the weight of the copolymer, of units derived from at least one other copolymerizable monoethylenically unsaturated monomer.
Claim 4
Dependent Claim
24 words
An anti-fouling paint composition as claimed in claim 1 wherein said reaction product possesses an average molecular weight of approximately 4,000 to approximately 45,000.
Claim 5
Dependent Claim
109 words
An anti-fouling paint composition as claimed in claim 1 wherein the copolymer (a) is prepared by copolymerizing at least one trialkyl-tin carboxylate of the formula: ##STR9## wherein R' is hydrogen or a methyl group, and R 1 , R 2 and R 3 are the same or different and selected from alkyl groups having 1 to 8 carbon atoms and a phenyl group, with at least one monomer of the formula: CH.sub.2 ═C(R")CO.OH (II) wherein R" is hydrogen or a methyl group; said copolymerization being carried out in a solvent at a temperature of about 20° C. to about 150° C. in the presence of a free radical initiator.
Claim 6
Dependent Claim
102 words
An anti-fouling paint composition as claimed in claim 1 wherein the copolymer (a) is prepared by the steps of: polymerizing the monomer or monomers of the formula: CH.sub.2 ═C(R")CO.OH (II) wherein R" is hydrogen or a methyl group, and then, reacting the obtained polymer with an organo-tin oxide or hydroxide of the formula: ##STR10## wherein R 1 , R 2 and R 3 are the same as those defined with reference to the formula (I); said polymerization being carried out in a solvent at a temperature of about 20° C. to about 150° C. in the presence of a free radical initiator.
Claim 7
Dependent Claim
127 words
An anti-fouling paint composition as claimed in claim 1 wherein the copolymer (b) is prepared by copolymering at least one phenoxyaceticalkyl carboxylate of the formula: ##STR11## wherein R'" is hydrogen or a methyl group, n is an integer of 2 to 4, R 4 is chlorine or an alkyl group having 1 to 4 carbon atoms, R 5 is chlorine or bromine and R 6 is hydrogen, chlorine or bromine, with at least one hydroxyalkyl carboxylate of the formula: CH.sub.2 ═C(R"")CO.O--CH.sub.2).sub.n OH (IV) wherein R"" is hydrogen or a methyl group, and n is an integer of 2 to 4; said copolymerization being carried out in a solvent at a temperature of about 20° C. to about 150° C. in the presence of a free radical initiator.
Claim 8
Dependent Claim
109 words
An anti-fouling paint composition as claimed in claim 1 wherein the copolymer (b) is prepared by the steps of: polymerizing the monomer or monomers of the formula: CH.sub.2 ═C(R"")CO.O--CH.sub.2).sub.n OH (IV) wherein R"" is hydrogen or a methyl group and n is an integer of 2 to 4, and then, reacting the obtained polymer with a compound of the formula: ##STR12## wherein R 4 , R 5 and R 6 are the same as those defined with reference to the formula (III); said polymerization being carried out in a solvent at a temperature of about 20° C. to about 150° C. in the presence of a free radical initiator.
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) | 1982-11-12 | 1983-05-14 | 1983-11-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-11-12 | 1987-05-14 | 1987-11-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-11-12 | 1991-05-14 | 1991-11-13 | $7700.00 | Window Closed / Lapsed |