Granted Patent B2

US 9,988,497 · App. 14/826,731 · Granted Jun 5, 2018

Abstract

Claims (34)

1. An antifouling coating system comprising:

a base coating composition comprising a base coating material and a first adhesion promoter comprising an epoxy modified adhesion promoter; and

an antifouling coating composition comprising a silane of the formula:

(R 1 O) a (R 1 ) (3-a) Si—R 2 —(Si(R 1 ) 2 O) p —Si(R 1 ) 2 —R 2 —O—(CH 2 —CHR 1 —O) q —R 1

where a is 1-3; R 1 is H or alkyl radical from C 1 -C 10 ; R 2 is alkylene from C 2 -C 10 ; p is 1-100; q is 1-50, a second adhesion promoter, optionally an inorganic filler, optionally a silane cross linker, and optionally a condensation catalyst.

2. The antifouling coating system of claim 1 , wherein R 1 is a C 1 -C 10 alkyl.

3. The antifouling system of claim 1 , wherein R 1 is methyl.

4. The antifouling system of claim 1 , wherein the silane is:

5. The antifouling system of claim 1 , wherein the antifouling composition comprises a hydroxyl terminated polymer that is capable of reacting with the silane.

6. The antifouling system of claim 5 , wherein the hydroxyl terminated polymer is a silanol terminated polymer.

7. The antifouling system of claim 5 , wherein the hydroxyl terminated polymer is of the formula:

where R 3 is individually chosen from OH, OR 1 , alkyl, and combinations of two or more thereof; R 1 is H or an alkyl radical; R 4 is individually chosen from an alkyl, an aryl fluoro alkyl, a fluoro aryl, an alkyl aryl or R 5 ; and R 5 and R 6 are individually OH or OR 1 , with at least one of R 3 , R 4 , R 5 , R 6 , or a combination thereof being OH.

8. The antifouling system of claim 1 , wherein the epoxy modified adhesion promoter comprises at least one molecule having the chemical formula:

(R 1 O) a (R 1 ) 3-a —Si-M-(Si(R 1 ) 2 O) r (Si(R 1 )(O 1/2 R 1 )(O)) t —(Si(X)(O 1/2 R 1 (O)) v —Si(R 1 ) 2 -M-Si(OR 1 ) a (R 1 ) 3-a

where R 1 is H or an alkyl radical, M is R 2 or oxygen; r is 0-1000; t is 1 to 20; v is 1 to 20; X is —R 2 —(N(R 1 ) 1-b (Y) b —R 2 ) c -MR 1 ) 2-b (Y) b ; b is 0-2; c is 0-5; Y is R 1 or an organic radical with an epoxide at one terminal; and R 2 is an alkylene from C 2 -C 10 , with the proviso that at least one Y is an organic radical with an epoxide at one terminal.

9. The antifouling system of claim 8 , wherein the epoxy modified adhesion promoter is made in situ by addition to a base coating composition comprising an epoxy resin at least one molecule having the chemical formula:

(R 1 O) a (R 1 ) 3-a —Si-M-(Si(R 1 ) 2 O r (Si(R 1 )(O 1/2 R 1 )(O)) t —(Si(Z)(O 1/2 R 1 )(O)) v —Si(R 1 ) 2 -M-Si(OR 1 ) a (R 1 ) 3-a

where R 1 is H or an alkyl radical; M is R 2 or oxygen; r is 0-1000; t is 1 to 20; v is 0 to 20; Z is —R 2 —(NR 1 —R 2 ) c —NR 1 2 ; and c is 0-5.

10. The antifouling system of claim 8 , wherein Y comprises a radical of partially ring opened bisphenol A diglycidoxy ether, bisphenol F diglycidoxy ether, epoxy cresol novolac, bis-(3,4-epoxycyclohexyl)adipate, 3,4-poxycyclohexylmethyl-3,4-epoxycyclohexane carboxylate, or a combination of two or more therof.

11. The antifouling system of claim 8 , wherein the epoxy modified adhesion promoter is of the formula:

12. The antifouling system of claim 1 , comprising a second adhesion promoter chosen from gamma-aminpropyltriethoxysilane, N-beta-(aminoethyl)-gamma-aminopropyltrimethoxysilane, gamma-glycidoxypropyltrimethoxysilane, beta-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, and bis-(gamma-trimethoxysilylpropyl)amine.

13. The antifouling system of claim 1 , wherein the second adhesion promoter comprises a combination of an aminosilane and an epoxy compound.

14. The antifouling system of claim 1 , wherein the antifouling coating composition comprises a filler, a crosslinker, and/or a condensation catalyst.

15. The antifouling system of claim 1 , wherein the system is substantially free of a tie coat material.

16. The antifouling system of claim 1 , wherein the system comprises a tie coat layer disposed between the base coating and the antifouling coating.

17. An article comprising the coating system of claim 1 , the article comprising a base coat layer formed from the base coating composition disposed on a surface of the article, and an antifouling coating layer disposed on the base coat layer.

18. The article of claim 17 , wherein the coating system is substantially free of a tie coat layer disposed between the base coat layer and the antifouling coating layer.

19. An antifouling coating system comprising:

a base coating composition comprising a base coating material and an epoxy modified adhesion promoter wherein the epoxy modified adhesion promoter comprises at least one molecule having the chemical formula:

(R 1 O) a (R 1 ) 3-a —Si-M-(Si(R 1 ) 2 O) t —(Si(R 1 )(O 1/2 R 1 )(O)) t (Si(X)(O 1/2 R 1 )(O)) v —Si(R 1 ) 2 -M-Si(OR 1 ) a (R 1 ) 3-a

where R 1 is H or an alkyl radical M is R 2 or oxygen; r is 0-1000; t is 1 to 20; v is 1 to 20; X is —R 2 —(N(R 1 ) 1-b (Y) b —R 2 ) c —N(R 1 ) 2-b (Y) b ; b is 0-2; c is 0-5; Y is R 1 or an organic radical with an epoxide at one terminal; and R 2 is an alkylene from C 2 -C 10 , with the proviso that at least one Y is an organic radical with an epoxide at one terminal; and

an antifouling coating composition comprising a silicone elastomer and optionally an inorganic filler, optionally a silane cross linker, and optionally a condensation catalyst.

20. The antifouling system of claim 19 , wherein Y comprises a radical of partially ring opened bisphenol A diglycidoxy ether, bisphenol F diglycidoxy ether, epoxy cresol novolac, bis-(3,4-epoxycyclohexyl)adipate, 3,4-poxycyclohexylmethyl-3,4-epoxycyclohexane carboxylate, or a combination of two or more thereof.

21. The antifouling system of claim 19 , wherein the epoxy modified adhesion promoter having the formula:

Assignments (10)