IP Library Granted Patent US 9,908,871
Granted Patent B2
US 9,908,871 · App. 15/178,722 · Granted Mar 6, 2018

Monomers and polymers for functional polycarbonates and poly(ester-carbonates) and PEG-co-polycarbonate hydrogels

Inventors: Jie Song (Shrewsbury, MA); Jianwen Xu (Worcester, MA)
Assignee: University of Massachusetts
C07D405/14A61L27/18A61L27/52C07C247/04C07C247/10C07D319/06C07D405/06C08G64/0208C08G64/0241C08G64/0291C08G64/18C08G64/183
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Quick Facts
Patent No.
US 9,908,871
App. No.
15/178,722
Granted
Mar 6, 2018
Kind
B2
Abstract

The invention generally relates to functional polymers and hydrogels. More particularly, the invention provides versatile monomers and polymers with well-defined functionalities, e.g., polycarbonates and poly(ester-carbonates), compositions thereof, and methods for making and using the same. The invention also provides cytocompatible poly(ethylene glycol)-co-polycarobonate hydrogels (e.g., crosslinked by copper-free, strain-promoted “click” chemistry).

Claims (15)

1. A co-polymer comprising blocks of:

wherein

each of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 independently in hydrogen, an alkyl, an alkoxy, —OH, a halide, an aryl, an aryloxy, an acyl, a haloalkyl group, provided that one or more of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 independently is independently R x , wherein R x is a group that comprises either an azide group or an alkynyl group;

each of R 7 and R 8 is independently hydrogen or an alkyl group; and

m is an integer from 3 to 500, and n is an integer from 3 to 500.

2. The co-polymer of claim 1 , wherein R x is:

wherein L N is a linking group, L C is a linking group, R C is a hydrogen or a linear or branched, unsubstituted or substituted alkyl group, R y is a coupling moiety, and R 9 is a pendant group,

wherein one or more of the carbon atom may be optionally substituted with a hetero-atom selected from O, S and N or with a —(C═O)— group.

3. The co-polymer of claim 2 , wherein L N is a bivalent —CH 2 —(O—CH 2 CH 2 ) q — radical, wherein each q is independently an integer from about 0 to about 16.

4. The co-polymer of claim 3 , wherein each of R 1 , R 2 , R 5 and R 6 is H and each of R 3 and R 4 is R x .

5. The co-polymer of claim 4 , wherein R 7 is hydrogen, R 8 is a C 1 -C 6 alkyl group.

6. The co-polymer of claim 5 , wherein R x is —CH 2 —N 3 and R 8 is a methyl group.

7. The co-polymer of claim 6 , wherein the molar ratio of

is about 0.1:1 to about 1:0.1.

8. The co-polymer of claim 7 , having a M n from about 5,000 to about 100,000.

Continuity (4)
Division 14000869
Provisional Application 61446997 · Feb 25, 2011
Provisional Application 61484138 · May 9, 2011
Related Publication 20160289219A1 · Oct 6, 2016