Biodegradable materials for orthopedic devices based on polymer stereocomplexes

• US 8,487,017 B2
• Filed: 06/27/2011
• Issued: 07/16/2013
• Est. Priority Date: 06/27/2011
• Status: Expired due to Fees

• Current Assignee: Covidien LP (Medtronic Plc)
• Original Assignee: Covidien LP (Medtronic Plc)
• Inventors: Belcheva, Nadya, Stopek, Joshua
• Primary Examiner(s): Seidleck, James J
• Assistant Examiner(s): Salamon, Peter A
• Application Number:
  US13/169,539
• Publication Number:
  US 20120329901A1
• Time in Patent Office: 750 Days
• Field of Search: 523/105, 523/113, 523/115
• US Class Current: 523/113
• CPC Class Codes: A61L 27/14 Macromolecular materials
• CPC Class Codes: A61L 27/58 Materials at least partially resorbable by the body

Abstract

An implantable orthopedic medical device is disclosed. The medical devices is formed from a biodegradable polymer stereocomplex comprising a biodegradable polymer including a first enantiomer and a second enantiomer, wherein the implantable medical device initially degrades at a first degradation rate and subsequently degrades at a second degradation rate that is faster than the first degradation rate.

Claims

1. An implantable orthopedic medical device comprising:

a biodegradable polymer stereocomplex comprising a biodegradable polymer comprising a first enantiomer and a second enantiomer, the biodegradable polymer is immobilized on a filler particle prior to being contacted with an initiator and an optional catalyst,

wherein the implantable medical device initially degrades at a first degradation rate and subsequently degrades at a second degradation rate that is faster than the first degradation rate.

2. The implantable medical device according to claim 1, wherein the biodegradable polymer is selected from the group consisting of polyesters, polyamides, polyketones, polyethers, polyacrylates, and combinations thereof.

3. The implantable medical device according to claim 2, wherein the biodegradable polymer is selected from the group consisting of lactides and block-copolymers of lactides with at least one other component selected from the group consisting of ε

-caprolactone, glycolide, trimethylene carbonate, p-dioxanone, and combinations thereof.

4. The implantable medical device according to claim 1, wherein the initiator is selected from the group consisting of propylene glycol, diethylene glycol, polyethylene glycol, collagen, elastin, fibrin, fibrinogen, silk, albumin, peptides, hyaluronic acid, dextran, alginate, chitin, chitosan, cellulose, glycosaminoglycan, gut, and combinations thereof.

5. The implantable medical device according to claim 1, wherein the catalyst is selected from the group consisting of a metal alkoxide, a rare earth complex, and an enzyme.

6. The implantable medical device according to claim 1, wherein the catalyst is selected from the group consisting of aluminum alkoxide, zinc alkoxide, tin alkoxide, tin chloride, and combinations thereof.

7. The implantable medical device according to claim 1, wherein the polymer stereocomplex is formed by annealing the first and second enantiomers at a temperature from about 60°

C. to about 180°

C.

8. The implantable medical device according to claim 1, wherein the polymer stereocomplex degrades at the first degradation rate during a first period of time and the first and second enantiomers degrade at the second degradation rate during a second period of time.

9. The implantable medical device according to claim 8, wherein the first period of time is from about 30 days to about 730 days and the second period of time is from about 30 days to about 1,095 days.

10. A process comprising:

contacting a biodegradable polymer immobilized on a filler particle with an initiator and an optional catalyst comprising a first enantiomer and a second enantiomer;

annealing the first and second enantiomers to form a biodegradable polymer stereocomplex; and

forming an implantable medical device from the polymer stereocomplex,

wherein the implantable medical device initially degrades at a first degradation rate and subsequently degrades at a second degradation rate that is faster than the first degradation rate.

11. The process according to claim 10, wherein the biodegradable polymer is selected from the group consisting of polyesters, polyamides, polyketones, polyethers, polyacrylates, and combinations thereof.

12. The process according to claim 11, wherein the biodegradable polymer is selected from the group consisting of lactides and block-copolymers of lactides with at least one other component selected from the group consisting of ε

-caprolactone, glycolide, trimethylene carbonate, p-dioxanone, and combinations thereof.

13. The process according to claim 10, wherein the initiator is selected from the group consisting of propylene glycol, diethylene glycol, polyethylene glycol, collagen, elastin, fibrin, fibrinogen, silk, albumin, peptides, hyaluronic acid, dextran, alginate, chitin, chitosan, cellulose, glycosaminoglycan, gut, and combinations thereof.

14. The process according to claim 10, wherein the catalyst is selected from the group consisting of aluminum alkoxide, zinc alkoxide, tin alkoxide, tin chloride, and combinations thereof.

15. The process according to claim 10, wherein the annealing is performed at a temperature from about 80°

C. to about 180°

C.

16. The process according to claim 10, wherein the polymer stereocomplex degrades at the first degradation rate over a period of time from about 30 days to about 730 days and the first and second enantiomers degrade at the second degradation rate over a period of time from about 30 days to about 1,095 days.

17. The process according to claim 10, further comprising exposing the biodegradable polymer, the initiator and the optional catalyst to microwave energy.