IP Library Granted Patent US 8,759,465
Granted Patent B2
US 8,759,465 · App. 12/106,840 · Granted Jun 24, 2014

Cross-linkable polymeric compositions

Inventors: Jonathan James Wilker (Wellesleym, MA); Glenn Westwood (Bethlehem, PA); Trinity Noel Horton (Mentor, OH)
Assignee: Purdue Research Foundation
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Quick Facts
Patent No.
US 8,759,465
App. No.
12/106,840
Granted
Jun 24, 2014
Kind
B2
Abstract

A class of bioinspired, cross linking polymers, created by working catechol functionalities into the backbone of a bulk polymer, is disclosed. Varied cross linking groups may be incorporated into different polymer backbones, and subsequently reacted with an array of reagents. An adhesive composition comprising a copolymer, the copolymer comprising pendant dihydroxyphenyl groups; and a crosslinking agent selected from the group consisting of, for example, oxidants, enzymes, metals, and light. A method of preparing an adhesive composition comprising copolymerizing a first monomer comprising pendant dihydroxy-protected dihydroxyphenyl groups; deprotecting the dihydroxy-protected dihydroxyphenyl groups; crosslinking the dihydroxyphenyl groups with a crosslinking agent.

Claims (18)

1. A cross-linkable polymeric composition comprising:

a polymer comprising at least two types of monomers, wherein at least one monomer is styrene and at least one monomer is a cross-linking group, wherein the at least one cross-linking group is 3,4-dihydroxystyrene;

wherein the ratio of 3,4-dihydroxystyrene to styrene is from about 1:15 to about 1:5;

wherein the polymer is a random polymer; and

wherein the at least one cross-linking group is able to cross-link with a cross-linking agent to form a composition having adhesive properties.

2. The cross-linkable polymeric composition of claim 1 , wherein another of the at least two types of monomers is selected from the group consisting of styrenesulfonate, ethylene, ethylene glycol, methylmethacrylate, acrylic acid, lactic acid and glycolic acid.

3. The cross-linkable polymeric composition of claim 1 , wherein the polymer is poly[styrene-co-(3,4-dihydroxystyrene)].

4. The cross-linkable polymeric composition of claim 1 , wherein the polymer is poly[styrene-co-dihydroxystyrene-co-styrenesulfonate].

5. The cross-linkable polymeric composition of claim 1 , wherein the cross-linking group is protected by a protecting group.

6. The cross-linkable polymeric composition of claim 1 , wherein the cross-linking agent is a metal or an oxidant.

7. The cross-linkable polymeric composition of claim 1 , wherein the polymer further comprises a third monomer, the third monomer being

8. The cross-linkable polymeric composition of claim 1 , wherein the polymer further comprises a third monomer, the third monomer being

9. The cross-linkable polymeric composition of claim 1 , wherein the polymer is able to cross-link with an oxidizing reagent to form a composition having adhesive properties.

10. The cross-linkable polymeric composition of claim 9 , wherein the oxidizing reagent is selected from the group consisting of [(C 4 H 9 ) 4 N]IO 4 , Fe(acetonylacetonate) 3 , [(C 4 H 9 ) 4 N](MnO 4 ), Mn(OOCCH 3 ) 3 , [(C 4 H 9 ) 4 N] 2 (Cr 2 O 7 ), Na 3 VO 4 [(C 4 H 9 ) 4 N] 3 , V 3 O 9 , and combinations thereof.

11. The cross-linkable polymeric composition of claim 10 , wherein the oxidizing reagent is [(C 4 H 9 ) 4 N](MnO 4 ).

12. The cross-linkable polymeric composition of claim 10 , wherein the oxidizing reagent is [(C 4 H 9 ) 4 N] 2 (Cr 2 O 7 ).

13. The cross-linkable polymeric composition of claim 10 , wherein the oxidizing reagent is [(C 4 H 9 ) 4 N] 3 V 3 O 9 .

14. The cross-linkable polymeric composition of claim 10 , wherein the oxidizing reagent is [(C 4 H 9 ) 4 N]IO 4 .

Assignments (2)
CONFIRMATORY LICENSE Recorded Dec 27, 2010
From: PURDUE UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 025568/0694 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 21, 2008
From: WILKER, JONATHAN JAMES; WESTWOOD, GLENN; HORTON, TRINITY NOEL
To: PURDUE RESEARCH FOUNDATION
Reel/Frame 021715/0093 →
Continuity (5)
Continuation In Part PCTUS2007009986 · Apr 25, 2007
Provisional Application 60795021 · Apr 25, 2006
Provisional Application 60925589 · Apr 20, 2007
Provisional Application 60926145 · Apr 25, 2007
Related Publication 20090036611A1 · Feb 5, 2009