Antifouling system comprising silicone hydrogel

Patent metadata

Field	Value
Publication number	US-9822220-B2
Application number	US-201314768138-A
Country	US
Kind code	B2
Filing date	Dec 13, 2013
Priority date	Feb 15, 2013
Publication date	Nov 21, 2017
Grant date	Nov 21, 2017

Abstract

A multi-layer or single layer antifouling coating system. A multi-layer coating system comprises (a) a base coating for coating a substrate, and (b) an antifouling coating composition adapted to be disposed over the base coating, the antifouling coating composition comprising a functionalized polymer, and a curable polyether-containing silane of the Formula (1): (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 (1) where a is 1-3; R 1 is H or alkyl radical from C 1 -C 10 ; R2 is alkylene from C 2 -C 10 ; p is 1-100; and q is 1-50. The base coating composition can comprise an epoxy modified adhesion promoter. Additionally, the anti-fouling coating composition can comprise an acetoxy, alkoxy, and/or ketoxime functional adhesion promoter.

First claim

What is claimed is:

1. An antifouling coating system comprising:
(a) a base coating composition comprising a base coating material and optionally a first adhesion promoter; and
(b) an antifouling coating composition comprising
(i) 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   (1)

where a is independently 1-3; R 1 is independently chosen from a H or a C 1 -C 10 alkyl radical; R 2 is independently chosen from a C 2 -C 10 alkylene; p is 1-100; q is 1-50;
(ii) a functionalized polymer of the formula:
R 8 (3-d) R 7 d Si—O—(SiR 7 LO) e —(SiR 7 2 O) f —SiR 7 d R 8 (3-d)   (4)

wherein L is —(SiR 7 2 O) n —SiR 7 d R 8 (3-d) ; R 7 is independently chosen from a C1 to C10 alkyl, or a substituted or un-substituted phenyl group; R 8 is independently chosen from an alkoxy, an acetoxy, or a ketoxime radical; d is independently 0-2; e is 1-10,000; and f is 10-100,000;
(iii) optionally a second adhesion promoter; (iv) optionally an inorganic filler; and (v) optionally a silane cross linker, and optionally a condensation catalyst.

2. The antifouling coating system of claim 1 , wherein R 8 is an acetoxy group.

3. The antifouling coating system of claim 1 , wherein R 8 is an alkoxy group.

4. The antifouling coating system of claim 1 , wherein R 8 is a ketoxime radical.

5. The antifouling coating system of claim 1 , wherein the functionalized polymer is alpha, gamma-bis(methyl diacetoxysilyl) polydimethylsiloxane.

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

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

8. The antifouling system of claim 1 , wherein the antifouling coating composition comprises the functionalized polymer (ii) in an amount of from about 10 weight percent to about 99 weight percent.

9. The antifouling system of claim 1 , wherein the antifouling coating composition comprises the silane (i) in an amount of from about 0.1 weight percent to about 40 weight percent.

10. The antifouling system of claim 1 , wherein the base coating composition comprises an anticorrosive coating material.

11. The antifouling system of claim 1 , wherein the base coating composition comprises an epoxy resin composition.

12. The antifouling system of claim 1 , wherein the first adhesion promoter comprises an epoxy modified adhesion promoter.

13. The antifouling system of claim 12 , 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 )(O)) t —(Si(X)(O 1/2 )(O)) v —Si(R 1 ) 2 -M—Si(OR 1 ) a (R 1 ) 3-a

where R 1 is independently H or an alkyl radical, M is independently R 2 or oxygen; r is 0-1000; t is 1 to 20; v is 0 to 20; X is —R 2 —(N(R 1 ) 1-b (Y) b —R 2 ) c —N(R 1 ) 2-b (Y) b ; a is 1-3; b is 0-2; c is 0-5; Y is independently R 1 or an organic radical with an epoxide at one terminal; and R 2 is independently a C 2 -C 10 alkylene, with the proviso that at least one Y is an organic radical with an epoxide at one terminal.

14. The antifouling system of claim 13 , wherein the epoxy modified adhesion promoter is of the formula:

15. The antifouling system of claim 12 , wherein the epoxy modified adhesion promoter is present in an amount of from about 0.1 weight percent to about 20 weight percent based on the total weight of the cured base coating composition.

16. 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.

17. The article of claim 16 , wherein the coating system is substantially free of a tie coat layer disposed between the based coat layer and the antifouling coating layer.

18. The article of claim 16 , wherein the surface of the article comprises a metal, fiberglass, wood, fiber reinforced plastic, concrete, or a combination of two or more thereof.

19. A method of providing an article with a surface exhibiting an antifouling property, the method comprising applying the coating system of claim 1 to an article.

20. The method of claim 19 comprising applying the base coating composition to a surface of the article to form a base coating layer; and applying the antifouling coating composition directly onto the base coating layer to form an antifouling coating layer overlying the base coating layer.

21. An antifouling coating system comprising:
(a) a base coating composition comprising a base coating material and optionally, a first adhesion promoter;
(b) an antifouling coating composition comprising (i) 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   (1)

where a is 1-3; R 1 is independently chosen from H or alkyl radical from C 1 -C 10 ; R 2 is a C 2 -C 10 alkylene ; p is 1-100; q is 1-50; (ii) a functionalized polymer; (iii) a second adhesion promoter of the formula U—Q—R 11 —SiR 9 g R10 (3-g)
wherein Q is —CH 2 CH(OH)—O— or —CH 2 CH(OH)CH 2 —NR 12 —; U is:
—O—(C 6 H h R 9 (4-h) —CR 13 —C 6 H h R 9 (4-h) —O—CH 2 CH(OH)CH 2 —O) i —C 6 H h R 9 (4-h) —CR 13 —C 6 H h R 9 (4-h) —O—Z;
where R 9 is independently chosen from a C1 to C10 alkyl or a substituted or un-substituted phenyl group; R 10 is independently chosen from an alkoxy, an acetoxy, or a ketoxime radical; R 11 is a C1 to C4 alkylene g is 0-2; h is 0-4; where R 12 is H or —CH 2 CH(OH)CH 2 —U—; R 13 is independently H or alkyl; i is 0-100; and Z is H, Q-SiR 9 h R 10 (3-h) , or

where m is 1-20; (iv) optionally an inorganic filler; and (v) optionally a silane cross linker, and optionally a condensation catalyst.

22. The antifouling coating system of claim 21 , wherein the second adhesion promoter is chosen from a compound of the formula:

or a combination thereof.

23. The antifouling coating system of claim 21 , wherein the functionalized polymer is chosen from a hydroxyl functional, an acetoxy functional, an alkoxy functional, and/or a ketoxime functional polymer.

24. The antifouling system of claim 23 , wherein the hydroxyl functional polymer is of the formula:

where n is 1-100,000; R 3 is individually chosen from OH, OR 1 , or an alkyl; R 1 is independently 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.

25. The antifouling system of claim 23 , wherein the functionalized polymer is chosen from a compound of the formula:
R 8 (3-d) R 7 d Si—O—(SiR 7 LO) e —(SiR 7 2 O) f —SiR 7 d R 8 (3-d)   (4)

wherein L is —(SiR 7 2 O) f SiR 7 d R 8 ( 3-d ); R 7 is independently ch

Assignees

• Momentive Performance Mat Inc
• Momentative Performance Mat Inc

Inventors

• Liao Wen P

Classifications

• C09D183/08

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title

• C08G77/46

  containing polyether sequences · CPC title

• C08G77/14

  containing silicon bound to oxygen-containing groups · CPC title

• C09D163/00

  Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins · CPC title

• C09D183/12

  containing polyether sequences · CPC title