Thermoset siloxane-urethane fouling release coatings

• US 20080213599A1
• Filed: 06/06/2007
• Published: 09/04/2008
• Est. Priority Date: 06/09/2006
• Status: Active Grant

• Current Assignee: Ndsu-Research Foundation
• Original Assignee: Ndsu-Research Foundation
• Inventors: Webster, Dean C., Pieper, Robert J., Ekin, Adbullah
• Granted Patent: US 7,989,074 B2
• Time in Patent Office: Days
• US Class Current: 428/423.1
• CPC Class Codes: C08G 18/4063 Mixtures of compounds of group C08G18/62 with other macromolecular compounds
• CPC Class Codes: C08G 18/4277 Caprolactone and/or substituted caprolactone
• CPC Class Codes: C08G 18/61 Polysiloxanes
• CPC Class Codes: C08G 18/6229 Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C08G 77/458 containing polyurethane sequences
• CPC Class Codes: C09D 175/04 Polyurethanes
• CPC Class Codes: Y10T 428/31551 Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
• CPC Class Codes: Y10T 428/31663 As siloxane, silicone or silane

Abstract

A polymeric material may be prepared by reacting a mixture comprising an amino functional polyorganosiloxane, polyisocyanate, and polyol. The polyol may comprise a hydroxy-functional poly(meth)acrylate. The polymeric material may be used as a coating for a substrate and may inhibit fouling on a surface exposed to aquatic conditions.

Claims

1. A polymeric material prepared by reacting a mixture comprising:

an amino functional polyorganosiloxane;

polyisocyanate; and

polyol, which comprises hydroxy-functional poly(meth)acrylate.

2. The polymeric material of claim 1 having an initial water contact angle of at least about 70°

.

3. The polymeric material of claim 1 wherein the water contact angle changes no more than about 20°

after immersion in deionized water for 30 days.

4. The polymeric material of claim 1 having an initial pull off adhesion release force of no more than about 80 N.

5. The polymeric material of claim 1 having an initial pull off adhesion release force of no more than about 15 N.

6. A method of inhibiting fouling on a surface exposed to aquatic conditions comprising applying a fouling release coating composition to said surface;

wherein the coating composition comprises;

an amino functional polyorganosiloxane;

polyisocyanate; and

polyol, which comprises hydroxy-functional poly(meth)acrylate.

7. The method of claim 6, wherein the polyisocyanate comprises hexamethylene diisocyanate trimer, isophorone diisocyanate trimer or a mixture thereof.

8. The method of claim 6, wherein the amino functional polyorganosiloxane has a average molecular weight of no more than about 50,000.

9. A substrate having a surface capable of being exposed to aquatic conditions;

wherein the surface has a fouling release coating thereon; and

the coating comprises a polymeric material prepared by reacting a mixture comprising;

an amino functional polyorganosiloxane;

polyisocyanate; and

polyol, which comprises hydroxy-functional poly(meth)acrylate.

10. The substrate of claim 9, wherein the hydroxy-functional poly(meth)acrylate is formed from a monomer mixture comprising hydroxyalkyl acrylate and alkyl acrylate.

11. The substrate of claim 10, wherein the hydroxy-functional poly(meth)acrylate includes hydroxyethyl acrylate/butyl acrylate copolymer.

12. The substrate of claim 9 wherein the water contact angle of the release coating changes no more than about 70°

after immersion in deionized water for 30 days.

13. The substrate of claim 9 wherein the water contact angle of the release coating changes no more than about 20°

after immersion in deionized water for 30 days.

14. The substrate of claim 9 wherein the release coating has an initial pull off adhesion release force of no more than about 80 N.

15. The substrate of claim 9 wherein the release coating has an initial pull off adhesion release force of no more than about 15 N.

16. The substrate of claim 9, wherein the polyisocyanate comprises hexamethylene diisocyanate trimer, isophorone diisocyanate trimer or a mixture thereof.

17. The substrate of claim 9, wherein the amino functional polyorganosiloxane has a average molecular weight of no more than about 50,000.

18. The substrate of claim 9, wherein the amino functional polyorganosiloxane has a average molecular weight of at least about 2,000.

19. The substrate of claim 9, wherein the release coating comprises about 30 wt % to 85 wt % of polyisocyanate

20. A polymeric material prepared by reacting a mixture comprising:

polyorganosiloxane having functional groups capable of reacting with the polyisocyanate, wherein the polyorganosiloxane comprises polycaprolactone-poly(dimethyl siloxane)-polycaprolactone triblock copolymer;

polyisocyanate; and

polyol.