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

Patent metadata

Field	Value
Publication number	US-9908871-B2
Application number	US-201615178722-A
Country	US
Kind code	B2
Filing date	Jun 10, 2016
Priority date	Feb 25, 2011
Publication date	Mar 6, 2018
Grant date	Mar 6, 2018

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).

First claim

What is claimed is:

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.

Assignees

• Univ Massachusetts Medical School
• Univ Massachusetts

Inventors

• Song Jie
• Xu Jianwen

Classifications

• A61L27/18

  obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• A61L27/52

  Hydrogels or hydrocolloids · CPC title

• C08G64/183

  containing polyether sequences · CPC title

• C08G64/0208

  saturated · CPC title

• C07D405/14 Primary

  containing three or more hetero rings · CPC title