IP Library Granted Patent US 8,349,966
Granted Patent B2
US 8,349,966 · App. 12/780,251 · Granted Jan 8, 2013

Marine coatings

Assignee: University of Washington
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Quick Facts
Patent No.
US 8,349,966
App. No.
12/780,251
Granted
Jan 8, 2013
Kind
B2
Abstract

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

Claims (38)

1. A marine substrate, comprising a polymer coating, wherein the polymer has the formula:

PB-(L 1 -N + (R a )(R b )-L 2 -A(=O)−OR c ) n (X − ) n

wherein

PB is a polymer backbone;

N + is a cationic center;

R a and R b are independently selected from hydrogen, alkyl, and aryl;

A(=O)—OR c is a 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;

L 1 is a linker that covalently couples the cationic center to the polymer backbone;

L 2 is a linker that covalently couples the cationic center to the hydrolyzable group; X— is a counter ion associated with the cationic center; and n is an integer from about 10 to about 10,000.

2. The marine substrate of claim 1 , wherein the counter ion is a hydrophobic organic counter ion.

3. The marine substrate of claim 1 , wherein the counter ion is selected from the group consisting of C1-C20 carboxylates and C1-C20 alkylsulfonates.

4. The marine substrate of claim 1 , wherein the counter ion is biologically active.

5. The marine substrate of claim 1 , wherein the counter ion is selected from the group consisting of an antimicrobial, an antibacterial, and an antifungal agents.

6. The marine substrate of claim 1 , wherein the counter ion is salicylate.

7. The marine substrate of claim 1 , wherein the hydrolyzable group releases a hydrophobic organic group on hydrolysis.

8. The marine substrate of claim 1 , wherein the hydrolyzable group releases a C1-C20 carboxylate on hydrolysis.

9. The marine substrate of claim 1 , wherein R a and R b are independently selected from the group consisting of C1-C10 straight chain and branched alkyl groups.

10. The marine substrate of claim 1 , wherein L 1 is selected from the group consisting of —C(═O)O—(CH 2 ) n — and —C(═O)NH—(CH 2 ) n —, wherein n is an integer from 1 to 20.

11. The marine substrate of claim 1 , wherein L 2 is —(CH 2 ) n —, where n is an integer from 1 to 20.

12. The marine substrate of claim 1 , wherein A is selected from the group consisting of C, SO, and PO.

13. The marine substrate of claim 1 , wherein R c is C1-C20 alkyl.

14. The marine substrate of claim 1 , wherein X— is selected from the group consisting of halide, carboxylate, alkylsulfonate, sulfate, nitrate, perchlorate, tetrafluoroborate, hexafluorophosphate, trifluoromethylsulfonate, bis(trifluoromethylsulfonyl)amide, lactate, and salicylate.

15. The marine substrate of claim 1 , wherein the marine substrate is a vessel hull.

16. The marine substrate of claim 1 , wherein the marine substrate is a propeller, periscope of sensor.

17. The marine substrate of claim 1 , wherein the marine substrate is a bridge.

18. The marine substrate of claim 1 , wherein the marine substrate is a fish net.

19. A method for treating a surface of a marine substrate, comprising applying a polymer coating, wherein the polymer has the formula:

PB-(L 1 -N + (R a )(R b )-L 2 -A(=O)—OR c ) n (X − ) x

wherein

PB is a polymer backbone;

N + is a cationic center;

R a and R b are independently selected from hydrogen, alkyl, and aryl;

A(=O)—OR c is a 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;

L 1 is a linker that covalently couples the cationic center to the polymer backbone;

L 2 is a linker that covalently couples the cationic center to the hydrolyzable group; X— is a counter ion associated with the cationic center; and n is an integer from about 10 to about 10,000.

20. The method of claim 19 , wherein applying the coating comprises spraying the coating.

21. The method of claim 19 , wherein applying the coating comprises painting the coating.

22. The method of claim 19 , wherein the substrate is a vessel hull or marine structure.

Assignments (2)
CONFIRMATORY LICENSE Recorded Mar 5, 2012
From: WASHINGTON, UNIVERSITY OF
To: NAVY, SECRETARY OF THE UNITED STATES OF AMERICA
Reel/Frame 027908/0754 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 11, 2010
From: JIANG, SHAOYI; XUE, HONG; CHEN, SHENGFU
To: WASHINGTON, UNIVERSITY OF
Reel/Frame 024521/0546 →
Continuity (4)
Continuation PCTUS2008084098 · Nov 19, 2008
Provisional Application 61074913 · Jun 23, 2008
Provisional Application 60989073 · Nov 19, 2007
Related Publication 20100249267A1 · Sep 30, 2010