POLYOL-BASED POLYMERS

• US 20110008277A1
• Filed: 05/16/2008
• Published: 01/13/2011
• Est. Priority Date: 05/17/2007
• Status: Active Grant

• Current Assignee: Massachusetts Institute of Technology, The General Hospital Corporation (Mass General Brigham, Inc.)
• Original Assignee: Massachusetts Institute of Technology, The General Hospital Corporation (Mass General Brigham, Inc.)
• Inventors: Nijst, Christiaan, Kohane, Daniel S., Bruggeman, Joost P., Langer, Robert S.
• Granted Patent: US 8,912,304 B2
• Time in Patent Office: Days
• US Class Current: 424/78.37
• CPC Class Codes: A61L 2300/604 Biodegradation
• CPC Class Codes: A61L 27/16 obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: A61L 27/38 containing added animal cells organs or tissue containing native cells A61L27/36
• CPC Class Codes: A61L 27/52 Hydrogels or hydrocolloids
• CPC Class Codes: A61L 27/54 Biologically active materials, e.g. therapeutic substances A61L27/227 takes precedence
• CPC Class Codes: A61L 27/58 Materials at least partially resorbable by the body
• CPC Class Codes: C08G 63/21 in the presence of unsaturated monocarboxylic acids or unsaturated monohydric alcohols or reactive derivatives thereof
• CPC Class Codes: C08G 63/668 derived from polycarboxylic acids and polyhydroxy compounds
• CPC Class Codes: C08L 33/02 Homopolymers or copolymers of acids; Metal or ammonium salts thereof

Abstract

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.

Claims

1. A polymer having the formula:

2. The polymer according to claim 1, wherein the ratio of m to n is 1:

1.

4. The polymer according to claim 1, wherein the ratio of m to n is 1:

2.

5. The polymer according to claim 1, wherein R^A is hydrogen.

8. The polymer according to claim 1, wherein L corresponds to the formula:

10. The polymer according to claim 8, wherein R′

″

is hydrogen.

13. The polymer according to claim 10, wherein L corresponds to the formula:

14. The polymer according to claim 1, wherein Z corresponds to the formulae:

51. A method of making a polymer of claim 1, the method comprising the steps of:

(i) providing a polyol;

(ii) providing a polycarboxylic acid or derivative thereof; and

(iii) reacting the polyol with the polycarboxylic acid.

58. A pharmaceutical composition comprising a polymer of claim 1.

64. A method of treating a disease, condition, or disorder from which a subject is suffering, comprising administering to the subject a polymer of claim 1.

66. A method of using a polymer of claim 1, wherein the polymer is also an elastomeric biodegradable polymer, a hydrogel biodegradable polymer, or a non-degradable polymer, or the polymer used is a mixture of two or more polymers of claim 1, wherein the polymer is used as a tissue engineering construct, as a nerve conduit, as a mesh to be used in surgical abdominal hernia repair, or in intervertebrate disc repair.

3. (canceled)

6-7. -7. (canceled)

9. (canceled)

11-12. -12. (canceled)

15. A polymer of formula:

16-20. -20. (canceled)

21. A polymer comprising alternating polyol and polycarboxylic acid units, wherein the polycarboxylic acid used to form the polymer comprises at least two (2) carboxylic acid groups, and the polyol used to form the polymer comprises at least three (3) hydroxyl groups.

22. The polymer according to claim 21, wherein the polymer comprises one or more hydroxyl moieties of the polymer further modified with one or more acrylate moieties.

23. The polymer according to claim 22, wherein the polymer is further cross-linked via conjugation of said one or more acrylate moieties with one or more free hydroxyl groups of the polymer.

31. The polymer according to claim 21, wherein the sugar alcohol is xylitol, or a derivative or salt thereof.

36. The polymer according to claim 21, wherein the alkanedioic acid is sebacic acid or glutaric acid, or a derivative or salt thereof.

24-30. -30. (canceled)

32-35. -35. (canceled)

37-45. -45. (canceled)

46. A polymer prepared by a process comprising steps of:

(i) providing a polyol;

(ii) providing a polycarboxylic acid or derivative thereof; and

(iii) reacting the polyol with the polycarboxylic acid.

47-50. -50. (canceled)

52-57. -57. (canceled)

59. (canceled)

60. A polymer obtainable by the process of condensing a sugar alcohol with a polycarboxylic acid, to provide a polymer, and reacting the polymer with an acrylating compound to provide an acrylated polymer.

61-63. -63. (canceled)

65. (canceled)

67-68. -68. (canceled)