Biostable elastomeric polymers having quaternary carbons

• US 5,741,331 A
• Filed: 07/29/1996
• Issued: 04/21/1998
• Est. Priority Date: 07/29/1996
• Status: Expired due to Term

• Current Assignee: Lifeshield Sciences LLC (Acacia Research Corporation)
• Original Assignee: Corvita Corporation (Boston Scientific Corporation)
• Inventors: Pinchuk, Leonard
• Primary Examiner(s): Prebilic, Paul B.
• Application Number:
  US08/681,809
• Time in Patent Office: 631 Days
• Field of Search: 623/6, 623/11, 623/1, 607/1, 607/2, 607/119
• US Class Current: 424/423
• CPC Class Codes: A61L 27/16 obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: B29C 41/08 Coating a former, core or other substrate by spraying or fluidisation, e.g. spraying powder spray-up of reinforcing fibres B29C70/305
• CPC Class Codes: B29L 2031/7532 Artificial members, protheses
• CPC Class Codes: C08L 53/00 Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
• CPC Class Codes: Y10S 623/901 Method of manufacturing prosthetic device

Abstract

An article of manufacture and method of making and implanting the article made of a polyolefin star or linear copolymer are disclosed in which the polyolefin copolymer is biostable and crack-resistant when implanted in vivo. The polyolefin copolymer is the reaction product of a rubbery component which when homopolymerized produces a polymer having a low level of hardness, and a hardening component which when homopolymerized produces a polymer having a high level of hardness. The polyolefin copolymer is elastomeric, has a hardness intermediate the low and high levels of hardness, and has a backbone in which the majority of polymer linkages along the copolymer chain are alternating quaternary and secondary carbon atoms.

Claims

1. A non-biodegradable article of manufacture comprising:

crack-resistant implantable prosthesis or implant formed of a polyolefin copolymer;

said polyolefin copolymer having a backbone in which the majority of polymer linkages along the copolymer chain are alternating quaternary and secondary carbon atoms;

said polyolefin copolymer being a reaction product of a first rubbery component having a quaternary carbon atom which when homopolymerized produces a polymer having a low level of hardness, and a second hardening component which when homopolymerized produces a polymer having a high level of hardness;

said polyolefin copolymer reaction product of said first and second components being elastomeric and having a hardness intermediate said low and high levels of hardness; and

said copolymer is crack-resistant when in vivo implanted.

2. The article of claim 1, wherein said polyolefin copolymer reaction product is a star or linear copolymer.

3. The article of claim 1, wherein said first rubbery component has the formula:

##STR11## where R and R'"'"' are non-cyclic or cyclic aliphatic moieties having 1 to about 8 carbon atoms.

4. The article of claim 1, wherein said first rubbery component is polyisobutylene.

5. The article of claim 1, wherein said second hardening component is selected from the group consisting of styrene, α

-methylstyrene, methylmethacrylate, ethylmethacrylate and hydroxyethyl methacrylate.

6. The article of claim 3, wherein said second hardening component is selected from the group consisting of styrene, α

-methylstyrene, methylmethacrylate, ethylmethacrylate and hydroxyethyl methacrylate.

7. The article of claim 4, wherein said second hardening component is selected from the group consisting of styrene, α

-methylstyrene, methylmethacrylate, ethylmethacrylate and hydroxyethyl methacrylate.

8. The article of claim 1, wherein the reaction product has the formulation:

##STR12## where R and R'"'"' are non-cyclic or cyclic aliphatic moieties having from 1 to about 8 carbon atoms, R" is a hydrogen, hydroxyl, methyl or ethyl group, and R'"'"'" is an aromatic phenyl, benzyl or substituted benzyl group, COOCH₃, methoxy, ethoxy, aliphatic, cycloaliphatic, or substituted aliphatic, and such that homopolymers of ##STR13## have a high level of hardness, n and m are from about 250 to about 5000, and p is about 1-10.

9. The article of claim 1, wherein the reaction product has the formulation:

##STR14## where R and R'"'"' are non-cyclic or cyclic aliphatic moieties having from 1 to about 8 carbon atoms, R" is a hydrogen, hydroxyl, methyl or ethyl group, and R'"'"'" is an aromatic phenyl, benzyl or substituted benzyl group, COOCH₃, methoxy, ethoxy, aliphatic, cycloaliphatic, or substituted aliphatic, and such that homopolymers of ##STR15## have a high level of hardness, n and m are from about 250 to about 5000, and p is about 1-10.

10. The article of claim 1, wherein the copolymer has a hardness in the range of about Shore 20A to about Shore 75D.

11. The article of claim 10, wherein said copolymer hardness is in the range of about Shore 40A to about Shore 90A.

12. The article of claim 6, wherein the copolymer has a hardness in the range of about Shore 20A to about Shore 75D.

13. The article of claim 12, wherein said copolymer hardness is in the range of about Shore 40A to about Shore 90A.

14. The article of claim 8, wherein the copolymer has a hardness in the range of about Shore 20A to about Shore 75D.

15. The article of claim 14, wherein said copolymer hardness is in the range of about Shore 40A to about Shore 90A.

16. The article of claim 9 wherein the copolymer has a hardness in the range of about Shore 20A to about Shore 75D.

17. The article of claim 16, wherein said copolymer hardness is in the range of about Shore 40A to about Shore 90A.

18. The article of claim 1, wherein said second hardening component is present in the amount of about 20 wt % to about 80 wt %.

19. The article of claim 18, wherein said amount is about 30 wt % to about 50 wt %.

20. The article of claim 6, wherein said second hardening component is present in the amount of about 20 wt % to about 80 wt %.

21. The article of claim 20, wherein said amount is about 30 wt % to about 50 wt %.

22. The article of claim 8, wherein said second hardening component is present in the amount of about 20 wt % to about 80 wt %.

23. The article of claim 22, wherein said amount is about 30 wt % to about 50 wt %.

24. The article of claim 9, wherein said second hardening component is present in the amount of about 20 wt % to about 80 wt %.

25. The article of claim 24, wherein said amount is about 30 wt % to about 50 wt %.

26. The article of claim 8, wherein the combined molecular weight of said copolymer is between about 90,000 and about 300,000 Daltons.

27. The article of claim 9 wherein the combined molecular weight of said copolymer is between about 90,000 and about 300,000 Daltons.

28. The article of claim 1, wherein said article is constructed as an endoluminal or vascular device for in vivo implant.

29. The article of claim 2, wherein said article is constructed as an endoluminal or vascular device for in vivo implant.

30. The article of claim 7, wherein said article is constructed as an endoluminal or vascular device for in vivo implant.

31. The article of claim 8, wherein said article is constructed as an endoluminal or vascular device for in vivo implant.

32. The article of claim 9, wherein said article is an endoluminal or vascular device for in vivo implant.