Hydrophobic and hydrophilic interpenetrating polymer networks derived from hydrophobic polymers and methods of preparing the same

• US 8,883,915 B2
• Filed: 08/26/2011
• Issued: 11/11/2014
• Est. Priority Date: 07/07/2008
• Status: Active Grant

• Current Assignee: Hyalex Orthopaedics Incorporated
• Original Assignee: Biomimedica, Inc
• Inventors: Myung, David, Jaasma, Michael J., Kourtis, Lampros, Chang, Daniel, Frank, Curtis W.
• Primary Examiner(s): Ryan, Patrick
• Assistant Examiner(s): GRESO, AARON J
• Application Number:
  US13/219,348
• Publication Number:
  US 20120045651A1
• Time in Patent Office: 1,173 Days
• Field of Search: 524/589, 524/564, 524/562, 524/560, 524/543, 524/507, 524/501, 524/500, 524/1, 525/50, 525/55, 525/60, 521/106
• US Class Current: 524/589
• CPC Class Codes: A61K 6/893 Polyurethanes
• CPC Class Codes: C08G 18/831 by oxygen-containing compounds inclusive of carbonic acid halogenides, carboxylic acid halogenides and epoxy halides by aldehydes C08G18/84, by peroxides C08G18/86
• CPC Class Codes: C08G 2270/00 Compositions for creating interpenetrating networks
• CPC Class Codes: C08L 2666/04 Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
• CPC Class Codes: C08L 2666/20 Macromolecular compounds having nitrogen in the main chain according to C08L75/00 - C08L79/00; Derivatives thereof
• CPC Class Codes: C08L 33/02 Homopolymers or copolymers of acids; Metal or ammonium salts thereof
• CPC Class Codes: C08L 33/12 Homopolymers or copolymers of methyl methacrylate
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: C08L 75/06 from polyesters
• CPC Class Codes: C08L 75/16 having terminal carbon-to-carbon unsaturated bonds
• CPC Class Codes: C10M 107/44 Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: Y10T 428/31551 Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]

Abstract

A composition of matter comprising a hydrophobic or hydrophilic (or both) interpenetrating polymer network containing a non-ionic/ionic polymer and a hydrophobic thermoset or thermoplastic polymer, articles made from such composition and methods of preparing such articles. The invention also includes a process for preparing a hydrophobic/hydrophilic IPN or semi-IPN from a hydrophobic thermoset or thermoplastic polymer including the steps of placing an non-ionizable/ionizable monomer solution in contact with a hydrophobic thermoset or thermoplastic polymer; diffusing the monomer solution into the hydrophobic thermoset or thermoplastic polymer; and polymerizing the monomers to form a penetrating polymer inside the hydrophobic thermoset or thermoplastic polymer, thereby forming the IPN or semi-IPN.

Claims

1. A composition of matter adapted to comprise one or more surfaces including an exterior surface of a medical implant comprising:

a first IPN or semi-IPN comprising a non-ionic polymer P and a hydrophobic thermoset or thermoplastic polymer T, and a second IPN or semi-IPN comprising the same said hydrophobic thermoset or thermoplastic polymer T and a hydrophilic interpenetrating polymer S.

2. The composition of claim 1 wherein P is derived from an ethylenically unsaturated monomer without ionizable functional groups.

3. The composition of claim 1 wherein T is a polyurethane containing polymer.

4. The composition of claim 1 wherein S is an ionic polymer.

5. The composition of claim 1 wherein P is polymethylmethacrylate and T is polyurethane.

6. The composition of claim 1 wherein the first IPN or semi-IPN is disposed in a first section of the said hydrophobic thermoset or thermoplastic polymer and the second IPN or semi-IPN is disposed in a second section of the said hydrophobic thermoset or thermoplastic polymer.

7. The composition of claim 1 wherein the non-ionic polymer P forms a concentration gradient from a first portion of the composition to a second portion of the composition.

8. The composition of claim 1 wherein the non-ionic polymer P forms a concentration gradient from a first portion of the first IPN or semi-IPN to a second portion of the first IPN or semi-IPN.

9. The composition of claim 1 wherein the hydrophilic interpenetrating polymer S forms a concentration gradient from a first portion of the composition to a second portion of the composition.

10. The composition of claim 1 wherein the hydrophilic interpenetrating polymer S forms a concentration gradient from a first portion of the second IPN or semi-IPN to a second portion of the second IPN or semi-IPN.

11. The composition of claim 1 further comprising at least two concentration gradients, wherein the non-ionic polymer P forms a first concentration gradient from a first portion of the composition to a second portion of composition and the hydrophilic interpenetrating polymer S forms a second concentration gradient from a third portion of the composition to a fourth portion of the composition.

12. The composition of claim 11 wherein the first concentration gradient provides an adhesiveness gradient within the composition.

13. The composition of claim 11 wherein the second concentration gradient provides a lubricious gradient within the composition.

14. The composition of claim 11 wherein the first concentration gradient provides a stiffness gradient within the composition.

15. The composition of claim 11 wherein the first concentration gradient provides a strength gradient within the composition.

16. The composition of claim 11 wherein the first concentration gradient provides an adhesiveness gradient and the second concentration provides a hydration gradient.

17. The composition of claim 11 wherein the first concentration gradient and the second concentration gradient partially or fully overlap.

18. The composition of claim 1 further comprising a region of the hydrophobic thermoset or thermoplastic polymer T that is disposed adjacent to an IPN or semi-IPN, wherein the region of the hydrophobic thermoset or thermoplastic polymer T does not contain a polymer P or S.

34. The composition of claim 1, wherein the non-ionic polymer is a constituent of a bone cement.

35. The composition of claim 1 wherein the hydrophobic thermoset or thermoplastic polymer is physically entangled with the non-ionic polymer.

36. The composition of claim 1 wherein the hydrophobic thermoset or thermoplastic polymer is chemically crosslinked to the non-ionic polymer.

37. The composition of claim 1 further comprising a bone cement, the bone cement comprising the non-ionic polymer P.

38. The composition of claim 18, wherein the region of the hydrophobic thermoset or thermoplastic polymer T that does not contain a polymer P or S is between the first IPN or semi-IPN and the second IPN or semi-IPN.

19. A composition of matter adapted to comprise one or more surfaces including an exterior surface of a medical implant comprising:

at least two IPNs or semi-IPNs, wherein a first IPN or semi-IPN comprises a hydrophobic thermoset or thermoplastic polymer and a non-ionic polymer and a second IPN or semi-IPN comprises a hydrophobic thermoset or thermoplastic polymer and a hydrophilic interpenetrating polymer.

20. A medical implant comprising a single body comprising a bone interfacing surface, a joint interfacing surface, a first IPN or semi-IPN comprising a non-ionic polymer P and a hydrophobic thermoset or thermoplastic polymer T being adjacent to the bone interfacing surface, and a second IPN or semi-IPN comprising the same said hydrophobic thermoset or thermoplastic polymer T, and a hydrophilic interpenetrating polymer S adjacent to the joint interfacing surface;

wherein the first IPN or semi-IPN and the second IPN or semi-IPN are between the bone interfacing surface and the joint interfacing surface.

21. The medical implant of claim 20 further comprising at least two concentration gradients are between the bone interfacing surface and the joint interfacing surface, wherein the non-ionic polymer P forms a first concentration gradient from a first portion of the implant to a second portion of the implant and the hydrophilic interpenetrating polymer S forms a second concentration gradient from a third portion of the implant to fourth portion of the implant;

wherein the first, second, third and fourth portions are between the bone interfacing surface and the joint interfacing surface.

22. The medical implant of claim 21 wherein the first concentration gradient provides an adhesiveness gradient and the second concentration gradient provides a lubricious gradient.

23. The medical implant of claim 20 wherein the non-ionic polymer P is derived from an ethylenically unsaturated monomer without ionizable functional groups.

24. The medical implant of claim 20 wherein the non-ionic polymer P is a constituent of a bone cement.

25. The medical implant of claim 20 wherein the non-ionic polymer P is selected from the group consisting of polymethylmethacrylate and polystyrene.

26. The medical implant of claim 20 wherein the hydrophobic thermoset or thermoplastic polymer T is a polyurethane polymer.

27. The medical implant of claim 20 wherein the first IPN or semi-IPN exhibits greater adhesiveness than the hydrophobic thermoset or thermoplastic polymer T.

28. The medical implant of claim 20 wherein the first IPN or semi-IPN exhibits greater stiffness than the hydrophobic thermoset or thermoplastic polymer T.

29. The medical implant of claim 20 wherein the first IPN or semi-IPN exhibits greater shear strength than the hydrophobic thermoset or thermoplastic polymer T.

30. The medical implant of claim 20 wherein the first IPN or semi-IPN exhibits greater adhesiveness than the hydrophobic thermoset or thermoplastic polymer T and the second IPN or semi-IPN exhibits greater lubriciousness than the hydrophobic thermoset or thermoplastic polymer T.

31. The medical implant of claim 21, wherein the first and second gradient partially or fully overlap.

32. The medical implant of claim 20 further comprising a region on the implant wherein the region is adjacent to the first and second IPN or semi-IPN and does not contain an IPN or semi-IPN.

39. The medical implant of claim 20, wherein the bone interfacing surface and the joint interfacing surface of the implant are configured for a hip joint.

33. A medical implant comprising a single body comprising a bone interfacing surface, a joint interfacing surface, and at least two IPNs or semi-IPNs, wherein a first IPN or semi-IPN comprises a non-ionic polymer disposed in at least one section of a hydrophobic thermoset or thermoplastic polymer, and a second IPN or semi-IPN comprises a non-ionic polymer disposed in at least one section of the said hydrophobic thermoset or thermoplastic polymer;

wherein the first IPN or semi-IPN and the second IPN or semi-IPN are between the bone interfacing surface and the joint interfacing surface, wherein the at least one sections are between the bone interfacing surface and the joint interfacing surface.

40. The medical implant of claim 33, wherein the bone interfacing surface and the joint interfacing surface of the implant are configured for a hip joint.