Polyol-based polymers
The present invention provides inventive polyol-based polymers, materials, pharmaceutical compositions, and methods of making and using the inventive polymers and materials. In certain aspects of the invention, an inventive polymer corresponds to a polymer depicted below. Exemplary inventive polymers includes those prepared using polyol units (e.g., xylitol, mannitol, sorbitol, or maltitol) condensed with polycarboxylic acid units (e.g., citric acid, glutaric acid, or sebacic acid). The inventive polymers may be further derivatized or modified. For example, the polymer may be made photocrosslinkable by adding methacrylate moieties to the polymer.
1. A polymer, wherein the backbone consists of alternating polyol and polycarboxylic acid units, wherein:
monomers used to form the polymers are selected from the group consisting of alkanedioic acids having two carboxylic acid groups and sugar alcohols comprising at least four hydroxyl groups; and
the ratio of the sugar alcohol units to the alkanedioic acid units in the polymer is 1 unit of sugar alcohol to at least 2 units of alkanedioic acid.
2. The polymer according to claim 1 , wherein one or more of the hydroxyl groups have been modified with one or more acrylate moieties.
3. The polymer according to claim 2 , wherein the polymer is cross-linked via conjugation of one or more of the acrylate moieties with one or more free hydroxyl groups of the polymer.
4. The polymer according to claim 1 , wherein the sugar alcohol is xylitol.
5. The polymer according to claim 1 , wherein the alkanedioic acid is or comprises dimercaptosuccinic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, or sebacic acid.
6. The polymer according to claim 1 , wherein the sugar alcohol comprises at least five (5) hydroxyl groups.
7. The polymer according to claim 1 , wherein the ratio of the sugar alcohol units to the alkanedioic acid units in the polymer is 1 unit of sugar alcohol to 2 units of alkanedioic acid.
8. The polymer according to claim 1 , wherein the sugar alcohol is erythritol, threitol, ribitol, arabinitol, xylitol, allitol, altritol, galactitol, sorbitol, mannitol, or iditol.
9. The polymer according to claim 5 , wherein the alkanedioic acid is sebacic acid or glutaric acid.
10. The polymer according to claim 1 , wherein the polymer is biodegradable.
11. The polymer according to claim 1 , wherein the alkanedioic acid is a C 8 -C 12 alkanedioic acid.
12. The polymer according to claim 1 , wherein the polymer has an in-vivo half life of at least 8 months.
13. The polymer according to claim 1 , wherein the polymer absorbs between 0% to 9.5% water.
14. The polymer according to claim 1 , wherein the polymer has a Young's moduli of at least 0.5 to 12 MPa.
15. A polymer, wherein the backbone consists of alternating polyol and polycarboxylic acid units, wherein:
monomers used to form the polymers are selected from the group consisting of alkanedioic acids having two carboxylic acid groups and sugar alcohols comprising at least four hydroxyl groups;
one or more of the hydroxyl groups in the polymer has been modified with one or more acrylate moieties; and
the ratio of the sugar alcohol units to the alkanedioic acid units in the polymer is 1 unit of sugar alcohol to at least 2 units of alkanedioic acid.
16. The polymer according to claim 15 , wherein the alkanedioic acid is dimercaptosuccinic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, or sebacic acid.
17. The polymer according to claim 15 , wherein the alkanedioic acid is a C 8 -C 12 alkanedioic acid.
18. A polymer, wherein the backbone consists of alternating sugar alcohol and alkanedioic acid units, wherein:
each sugar alcohol unit independently comprises at least four —O— moieties;
each alkanedioic acid unit independently has the structure of —C(O)(CH 2 ) x C(O)—, wherein x is an integer of between 1 to 20, inclusive, and each of the —(CH 2 )— unit is optionally and independently substituted;
the ratio of the sugar alcohol units to the alkanedioic acid units in the polymer is 1 unit of sugar alcohol to at least 2 units of alkanedioic acid.
19. The polymer according to claim 18 , wherein the sugar alcohol unit comprises one or more free hydroxyl groups.
20. The polymer according to claim 19 , wherein one or more of the hydroxyl groups have been modified with one or more acrylate moieties.
21. The polymer according to claim 20 , wherein the polymer is cross-linked via conjugation of one or more of the acrylate moieties with one or more free hydroxyl groups of the polymer.
22. The polymer according to claim 18 , wherein the sugar alcohol is xylitol.
23. The polymer according to claim 18 , wherein x is 8-12.
24. The polymer of claim 18 , wherein the polymer is poly(xylitol-co-sebacate), wherein the ratio of the xylitol units and the sebacate units is 1:2.