Resorbable phenolic polymers
View Patent ↗The invention provides biocompatible resorbable polymers, comprising monomer units having formula (I), formula (II), formula (III) or formula (IV). The polymers degrade over time when implanted in the body, and are useful as components of implantable medical devices.
1. A polymer comprising:
(a) at least one monomer unit having the Formula
wherein m is 0, 1, or 2; Y is -OMe or -OEt; and A is selected from the group consisting of —CO—, —C(═NH)—, and —CO—X—CO—, where X is selected from the group consisting of C 1 -C 18 alkylene, C 1 -C 18 alkenylene, divalent C 6 -C 10 arylene, divalent C 7 -C 18 alkylaryl, CH 2 OCH 2 , CH 2 O(CH 2 CH 2 O) s CH 2 , (CH 2 ) r CO 2 (CH 2 CH 2 CH 2 O) s CO(CH 2 ) r , and (CH 2 ) r CO 2 (CH 2 CH 2 O) s CO(CH 2 ) r , where r is 2 to 4 and s is 1 to 5000; and
(b) at least one monomer unit having the Formula
wherein m is 0, 1, or 2; Y is —OH or —O-benzyl; and A is selected from the group consisting of —CO—, —C(═NH)—, and —CO—X—CO—, where X is selected from the group consisting of C 1 -C 18 alkylene, C 1 -C 18 alkenylene, divalent C 6 -C 10 arylene, divalent C 7 -C 18 alkylaryl, CH 2 OCH 2 , CH 2 O(CH 2 CH 2 O) s CH 2 , (CH 2 ) r CO 2 (CH 2 CH 2 CH 2 O) s CO(CH 2 ) r , and (CH 2 ) r CO 2 (CH 2 CH 2 O) s CO(CH 2 ) r , where r is 2 to 4 and s is 1 to 5000.
2. The polymer of claim 1 , wherein A is —CO—X—CO.
3. The polymer of claim 1 , wherein between 1% and 99% of the X moieties are (CH 2 ) r CO 2 (CH 2 CH 2 O) s CO(CH 2 ) r or (CH 2 ) r CO 2 (CH 2 CH 2 CH 2 O) S CO (CH 2 ) r .
4. The polymer of claim 1 , wherein between about 5% and about 40% of the monomer units comprise a Y moiety where Y is —OH or —O-benzyl.
5. The polymer of claim 1 comprising:
(a) at least one monomer unit having the Formula
wherein Y is —OMe or —OEt, A is selected from the group consisting of —CO—, —C(═NH)—, and —CO—X—CO—, and X is selected from the group consisting of CH 2 CH 2 , CH 2 CH 2 CH 2 , and CH 2 O(CH 2 CH 2 O) s CH 2 , and s is 0 to 200; and
(b) at least one monomer unit having the Formula
wherein Y is —OH or —O-benzyl, A is selected from the group consisting of —CO—, —C(═NH)—, and 13 CO—X—CO—, and X is selected from the group consisting of CH 2 CH 2 , CH 2 CH 2 CH 2 , and CH 2 O (CH 2 CH 2 O),CH 2 , and s is 0 to 200.
6. The polymer of claim 5 , wherein A is —CO—X—CO.
7. The polymer of claim 1 comprising:
wherein R 1 is 93% methyl and 7% hydrogen; R 2 is 92% glutarate and 8% PEG400 bis-succinate.
8. The polymer of claim 1 comprising:
wherein R 1 is 93% methyl and 7% hydrogen; R 2 is 92% glutarate and 8% PEG400 bis-succinate.
9. The polymer of claim 1 comprising:
wherein R 1 is 93% methyl and 7% hydrogen; R 2 is 92% succinate and 8% PEG400 bis-succinate.
10. The polymer of claim 1 comprising:
wherein R 1 is 93% methyl and 7% hydrogen; R 2 is 92% succinate and 8% PEG400 bis-succinate.
11. The polymer of claim 1 comprising:
wherein R 1 is 85% ethyl and 15% hydrogen; R 2 is glutarate.
12. The polymer of claim 1 comprising:
wherein R 1 is 85% ethyl and 15% hydrogen; R 2 is 92% succinate and 8% PEG400 bis-succinate.
13. The polymer of claim 1 comprising:
wherein R 1 is 85% ethyl and 15% hydrogen; R 2 is glutarate.
14. The polymer of claim 1 comprising:
15. A polymer comprising: