Zwitterionic polymers having biomimetic adhesive linkages

Patent metadata

Field	Value
Publication number	US-9255929-B2
Application number	US-89152410-A
Country	US
Kind code	B2
Filing date	Sep 27, 2010
Priority date	Sep 25, 2009
Publication date	Feb 9, 2016
Grant date	Feb 9, 2016

Abstract

Zwitterionic polymers having adhesive groups, methods for making the polymers, surfaces having the polymers grafted thereto and grafted therefrom, and methods for making and using the polymer-modified surfaces.

First claim

The embodiments of the invention in which an exclusive property or privilege is claimed are defined as follows:

1. A polymer, comprising:
(a) polymer backbone;
(b) a plurality of cationic centers, each cationic center covalently coupled to the polymer backbone by a first linker;
(c) an anionic center covalently coupled to each cationic center by a second linker; and
(d) one or more dihydroxyphenyl groups covalently coupled to the terminus of the polymer backbone.

2. The polymer of claim 1 , wherein the cationic center is selected from the group consisting of ammonium, imidazolium, triazolium, pyridinium, morpholinium, oxazolidinium, pyrazinium, pyridazinium, pyrimidinium, piperazinium, pyrrolidinium, and phosphonium.

3. The polymer of claim 1 , wherein the anionic center is selected from the group consisting of a carboxylic acid group (CO 2 − ), a sulfuric acid group (SO 4 −2 ), a sulfonic acid group (SO 3 − ), a sulfinic acid group (SO 2 − ), a phosphonic acid group (PO 4 −2 ), and a phosphinic acid group (PO 3 − ).

4. The polymer of claim 1 , wherein the dihydroxyphenyl group is a 3,4-dihydroxyphenyl group.

5. The polymer of claim 1 having the formula:
(DHP) m -L 3 -PB-(L 1 -N + (R a )(R b )-L 2 -A(=O)—OR c ) n

wherein
PB is the polymer backbone having n pendant groups L 1 -N + (R a )(R b )-L 2 -A(=O)—OR c ) and m dihydroxyphenyl groups covalently coupled to the polymer backbone through a linker moiety L 3 ;
DHP is a dihydroxyphenyl group;
N + is the cationic center;
R a and R b are independently selected from alkyl and aryl, or taken together with the nitrogen to which they are attached form a cationic center;
A(=O)—OR c is the anionic center, wherein R c is hydrogen or a counterion, and wherein A is selected from the group consisting of C, S, SO, P, or PO;
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 anionic center;
L 3 is a linker moiety that covalently couples the m dihydroxyphenyl groups to the polymer backbone;
n is an integer from 1 to about 1,000; and
m is from 1 to 20.

6. The polymer of claim 5 , wherein R a and R b are independently selected from the group consisting of C1-C5 straight chain and branched alkyl groups.

7. The polymer of claim 5 , 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 10.

8. The polymer of claim 5 , wherein L 2 is —(CH 2 ) n —, where n is an integer from 1 to 5.

9. The polymer of claim 5 , wherein A is selected from the group consisting of C, SO, and PO 2 .

10. The polymer of claim 5 , wherein n is from about 10 to about 500.

11. The polymer of claim 5 , wherein m is 1 or 2.

12. A surface of a substrate coated with a plurality of polymers of claim 1 .

13. A method for treating a surface comprising applying a polymer of claim 1 to the surface.

Assignees

• Jiang Shaoyi
• Gao Changlu
• Li Guozhu
• Xue Hong
• Brault Jr Norman David
• Univ Washington

Inventors

• Jiang Shaoyi
• Gao Changlu
• Li Guozhu
• Xue Hong
• Brault Jr Norman David

Classifications

• G01N33/6845 Primary

  Methods of identifying protein-protein interactions in protein mixtures · CPC title

• G01N33/543

  with an insoluble carrier for immobilising immunochemicals · CPC title

• G01N33/53

  Immunoassay; Biospecific binding assay; Materials therefor · CPC title

• G01N33/68 Primary

  involving proteins, peptides or amino acids {(involving lipoproteins G01N33/92)} · CPC title