Marine coatings

• US 10,544,312 B2
• Filed: 12/29/2016
• Issued: 01/28/2020
• Est. Priority Date: 11/19/2007
• Status: Active Grant

• Current Assignee: University of Washington
• Original Assignee: University of Washington
• Inventors: Jiang, Shaoyi, Li, Yuting, Xue, Hong, Chen, Shengfu
• Primary Examiner(s): Rogers, James W
• Application Number:
  US15/394,538
• Publication Number:
  US 20170174907A1
• Time in Patent Office: 1,125 Days
• Field of Search: None
• CPC Class Codes: A61K 31/785 Polymers containing nitrogen
• CPC Class Codes: B63B 59/04 Preventing hull fouling anti-fouling paints C09D5/16
• CPC Class Codes: C09D 133/26 Homopolymers or copolymers of acrylamide or methacrylamide
• CPC Class Codes: C09D 151/085 on to polysiloxanes
• CPC Class Codes: C09D 153/00 Coating compositions based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
• CPC Class Codes: C09D 183/04 Polysiloxanes
• CPC Class Codes: C09D 5/16 Antifouling paints; Underwater paints
• CPC Class Codes: C09D 5/1606 characterised by the anti-fouling agent
• CPC Class Codes: C09D 5/1637 Macromolecular compounds
• CPC Class Codes: C09D 5/165 containing hydrolysable groups C09D5/1643 takes precedence
• CPC Class Codes: C09D 5/1656 characterised by the film-forming substance C09D5/1637 takes precedence
• CPC Class Codes: C09D 5/1662 Synthetic film-forming substance
• CPC Class Codes: C09D 5/1668 Vinyl-type polymers
• CPC Class Codes: C09D 5/1675 Polyorganosiloxane-containing compositions
• CPC Class Codes: Y10T 428/31511 Of epoxy ether
• CPC Class Codes: Y10T 428/3154 Of fluorinated addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31551 Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
• CPC Class Codes: Y10T 428/31663 As siloxane, silicone or silane
• CPC Class Codes: Y10T 428/31725 Of polyamide
• CPC Class Codes: Y10T 428/31786 Of polyester [e.g., alkyd, etc.]
• CPC Class Codes: Y10T 428/31844 : Of natural gum, rosin, natural oil or lac
• CPC Class Codes: Y10T 428/31938 : Polymer of monoethylenically unsaturated hydrocarbon
• CPC Class Codes: Y10T 428/31942 : Of aldehyde or ketone condensation product
• CPC Class Codes: Y10T 442/10 : Scrim [e.g., open net or mesh, gauze, loose or open weave or knit, etc.]

Abstract

Marine coatings including cationic polymers hydrolyzable to nonfouling zwitterionic polymers, coated marine surfaces, and methods for making and using the marine coatings.

Claims

1. A marine coating composition, comprising:

(a) a nanoparticle comprising a copolymer, wherein the copolymer comprises a zwitterionic component and a hydrophobic component, wherein the zwitterionic component comprises repeating units derived from zwitterionic monomers, and wherein the hydrophobic component comprises repeating units derived from hydrophobic monomers; and

(b) a polymeric matrix-comprising a polymer having the formula;

PB-(L₁-N⁺(R_a)(R_b)-L₂-A(═

O)—

OR_c)_n*X⁻

)_n

wherein

PB is the polymer backbone having n pendant groups L₁-N⁺(R_a)(R_b)-L₂-A(═

O)—

OR_c);

N⁺(R_a)(R_b) is the cationic center;

A(═

O)—

OR_c is the hydrolyzable group, wherein A is selected from the group consisting of C, S, SO, P, or PO, and R_c is an alkyl, aryl, acyl, or silyl group that may be further substituted with one or more substituents;

L₁ is a linker that covalently couples the cationic center to the polymer backbone;

L₂ is a linker that covalently couples the cationic center to the hydrolyzable group;

X⁻

is the counter ion associated with the cationic center; and

n is an integer from about 10 to about 10,000.

2. The composition of claim 1, wherein the copolymer is a block copolymer.

3. The composition of claim 1, wherein the zwitterionic monomer is selected from the group consisting of a polymerizable carboxybetaine, a polymerizable sulfobetaine, a polymerizable phosphobetaine, and mixtures thereof.

4. The composition of claim 1 further comprising biocide.

5. The composition of claim 1, wherein the copolymer further comprises anionic repeating units and cationic repeating units.

6. The composition of claim 5, wherein the copolymer is a block copolymer, a random copolymer, or a graft copolymer.

7. The composition of claim 5, wherein the copolymer is a polydimethylsiloxane-b-polycarboxybetaine methacrylate (PDMS-b-PCBMA) or a polydimethylsiloxane-b-polysulfobetaine methacrylate (PDMS-b-PSBMA) diblock copolymer.

8. The composition of claim 5, wherein the copolymer is a polydimethylsiloxane-polyethyleneglycol monomethyl ether methacrylate-polycarboxybetaine methacrylate (PDMS-PEGMA-PCBMA) or a polydimethylsiloxane-polyethyleneglycol monomethyl ether methacrylate-polysulfobetaine methacrylate (PDMS-PEGMA-PSBMA) triblock copolymer.

9. A surface of a marine substrate treated with the composition of claim 1.

10. The surface of claim 9, wherein the substrate is a marine structure.

11. The surface of claim 10, wherein the marine structure is a vessel hull, a propeller, a periscope, a sensor, a fish net, or a bridge.

12. A method for treating a surface of a marine substrate, comprising applying the composition of claim 1 to a surface of a marine substrate.

13. The method of claim 12, wherein applying the composition comprises spraying or painting.

14. The composition of claim 1, wherein the copolymer is a triblock copolymer, wherein the zwitterionic component is a first block, and the hydrophobic component is a second block.

15. The composition of claim 14, wherein the second block comprises siloxane repeating units, and wherein the triblock copolymer further comprises a third block comprising neutral hydrophilic repeating units.

16. The composition of claim 1, wherein the copolymer is a poly(carboxybetaine methacrylate)-poly(p-phenylene oxide)-poly(carboxybetaine methacrylate) (PCBMA-PPO-PCBMA), a poly(carboxybetaine methacrylate)-poly(ethylene oxide)-poly(carboxybetaine methacrylate) (PCBMA-PEO-PCBMA), a poly(sulfobetaine methacrylate)-poly(p-phenylene oxide)-poly(sulfobetaine methacrylate) (PSBMA-PPO-PSBMA), a poly(sulfobetaine methacrylate)-poly(ethylene oxide)-poly(sulfobetaine methacrylate) (PSBMA-PEO-PSBMA), a poly(carboxybetaine methacrylate)-poly(p-phenylene oxide)-poly(sulfobetaine methacrylate) (PCBMA-PPO-PSBMA), or a poly(carboxybetaine methacrylate)-poly(ethylene oxide)-poly(sulfobetaine methacrylate) (PCBMA-PEO-PSBMA).