POLYMERIC ARTICLES COMPRISING OXYGEN PERMEABILITY ENHANCING PARTICLES

• US 20100249273A1
• Filed: 03/10/2010
• Published: 09/30/2010
• Est. Priority Date: 03/31/2009
• Status: Abandoned Application

• Current Assignee: Johnson & Johnson Vision Care Incorporated (Johnson & Johnson)
• Original Assignee: Johnson & Johnson Vision Care Incorporated (Johnson & Johnson)
• Inventors: Enns, John B., Hill, Gregory A., George, Eric R., Scales, Charles W.
• Application Number:
  US12/721,081
• Publication Number:
  US 20100249273A1
• Time in Patent Office: Days
• US Class Current: 523/210
• CPC Class Codes: C08K 3/22 of metals
• 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 33/04 Homopolymers or copolymers of esters C08L43/04 takes precedence
• CPC Class Codes: C08L 43/04 Homopolymers or copolymers of monomers containing silicon
• CPC Class Codes: G02B 1/04 made of organic materials, e.g. plastics G02B1/08 takes precedence
• CPC Class Codes: G02B 1/041 Lenses
• CPC Class Codes: G02B 1/043 Contact lenses

Abstract

The present invention relates to a composition comprising a hydrogel polymer having less than 100% haze, and distributed therein an oxygen enhancing effective amount of oxygen permeable particles having an oxygen permeability of at least about 100 barrer, average particle size less than about 5000 nm.

Claims

1. A composition comprising a hydrogel polymer having distributed therein an oxygen enhancing effective amount of oxygen permeable particles having an oxygen permeability of at least about 100 barrer and average particle size less than about 5000 nm.

2. The composition of claim 1 wherein said composition has an oxygen permeability of at least about 40 barrer.

3. The composition of claim 1 wherein said composition has an oxygen permeability of at least about 60 barrer.

4. The composition of claim 1 wherein said composition has an oxygen permeability of at least about 100 barrer.

5. The composition of claim 1, wherein the oxygen permeable particles are non-reactive.

6. The composition of claim 1 wherein said oxygen permeable particles have an oxygen permeability of about 100 barrer to about 6000 barrer.

7. The composition of claim 1 wherein said oxygen permeable particles have an oxygen permeability of about 300 barrer to about 1000 barrer.

8. The composition of claim 1 wherein said oxygen permeable particles have an average particle size of less than about 800 nm.

9. The composition of claim 1 wherein said oxygen permeable particles have an average particle size of less than about 600 nm.

10. The composition of claim 1 wherein said oxygen permeable particles have an average particle size of less than about 200 nm.

11. The composition of claim 1, wherein the oxygen permeable particles are encapsulated.

12. The composition of claim 11, wherein the oxygen permeable materials are encapsulated with materials selected from a coating, micelle, liposome, combinations thereof and the like.

13. The composition of claim 12 wherein said oxygen permeable material is encapsulated with a coating composition comprising hydroxyl groups.

14. The composition of claim 12 wherein said oxygen permeable material is encapsulated with a coating composition selected from crosslinked or uncrosslinked core/shell type micelles.

15. The composition of claim 1 wherein said wherein said oxygen permeable particles have an average particle size of less than about 100 nm.

16. The composition of claim 12 wherein said encapsulating material is compatible with said hydrogel polymer.

17. The composition of claim 1 wherein said hydrogel polymer has less than 100% haze and comprises a refractive index from 1.37 to about 1.45, and said oxygen permeable material has a refractive index within 10% of the hydrogel polymer refractive index.

18. The composition of claim 1 wherein said hydrogel polymer has less than 100% haze and said oxygen permeable material has a refractive index between about 1.37 and about 1.45.

19. The composition of claim 8 wherein said hydrogel polymer is selected from the group consisting of homopolymers and compolymers comprising polyHEMA, PVOH.

20. The composition of claim 13 wherein said hydrogel polymer further comprises comonomers selected from the group consisting of acrylic acid, methacrylic acid, vinyl pyrrolidone, N-vinyl methyl acetamide, N,N dimethyl acrylamide, acrylic acid, glycerol monomethacrylate, MPC (Ishihara monomer), methyl methacrylate, hydroxyethyl acrylate, N-(1,1-dimethyl-3-oxybutyl)acrylamide, polyethylene glycol monomethacrylate, polyethylene glycol dimethacrylate, 2-ethoxyethyl methacrylate, 2-methacryloxyethyl phosphorylcholine and mixtures thereof.

21. The composition of claim 1 wherein said oxygen permeable material is selected from the group consisting of crosslinked polydimethylsiloxane, poly((trimethyl silyl)propyne), as 2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole copolymers with tetrafluoroethylene, fluorinated PDMS polymer and mixtures thereof.

22. The composition of claim 1 wherein said oxygen permeable material is selected from the group consisting of crosslinked fluorine containing polymers, crosslinked polydialkylsiloxane polymers, self-assembled siloxanes, rigid siloxane materials and combinations thereof.

23. The composition of claim 11 wherein said encapsulating material is selected from the group consisting of a liposomal, micellar or polymeric structures.

24. The composition of claim 23 wherein said encapsulating material comprises a polymer structure selected from the group consisting of anionic, cationic, zwitterionic, polar neutral compositions and mixtures thereof.

25. The composition of claim 1 where said oxygen permeable particle has an average particle size of less than about 1000 nm.

26. The composition of claim 11 wherein said encapsulated oxygen permeable particle comprises a loosely cross-linked poly(dimethylsiloxane) core and a hydrophilic shell.

27. The composition of claim 12 wherein said encapsulating material is biocompatible.

29. The composition of claim 1 wherein said oxygen permeable particles have an average particle size of less than about 100 nm.

30. The composition of claim 1 further comprising a % haze of less than about 15%.

31. The composition of claim 1 where said oxygen permeable particles are spherical.

32. The composition of claim 1 wherein said oxygen permeable particles comprise are hollow nanostructures having an oxygen permeability of at least about 200 barrer and average particle size less than about 500 nm in its longest dimension.

33. The composition of claim 32 wherein said composition has an oxygen permeability of at least about 25 barrer.

34. The composition of claim 32 wherein said hollow nanostructures are spherical and have an average particle size of less than about 400 nm.

35. The composition of claim 32 wherein said hollow nanostructures are spherical and have an average particle size of about 10-100 nm.

36. The composition of claim 32 wherein said hollow nanostructures are elongated and have an average diameter of about 20 to about 100 nm and an average length of about 100 to about 5000 nm.

37. The composition of claim 32 where the hollow nanostructure comprise a critical pressure of at least 0.05 MPa

38. The composition of claim 32 wherein said hollow nanostructure comprises a critical pressure of at least 0.2 MPa

39. The composition of claim 32 wherein said hollow nanostructures comprise a shell surrounding a gas filled space, and wherein said shell at the interface of the gas filled space comprises at least one water impermeable material.

40. The composition of claim 39 wherein said shell further comprises at least one hydrophilic material encapsulating said at least one water impermeable material.

41. The composition of claim 32 wherein said hollow nanostructure comprises a gas vesicle protein.

42. The composition of claim 41 wherein said gas vesicle protein is encapsulated in a polymer or copolymer comprising repeating units of 2-hydroxyethyl methacryloyl.

43. The composition of claim 32 wherein said hollow nanostructure is encapsulated in a polymer or copolymer comprising repeating units derived from 2-hydroxyethyl methacrylate.

44. The composition of claim 41 wherein said gas vesicle protein comprises vesicle walls which are crosslinked.

45. The composition of claim 32 wherein said hollow nanostructure is formed from at least one synthetic material.

46. The composition of claim 32 wherein the hollow nanostructure is formed via emulsion polymerization over a template and said template is removed via dissolution after said nanostructure is formed.

47. The composition of claim 32 wherein the hollow nanostructure comprises a shell and at least a part of said shell comprises at least one inorganic component selected from the group consisting of metal oxides, boron nitrides, transition metal sulfides, metals, grapheme, perovskite oxide and combinations thereof.

48. The composition of claim 32 wherein said hollow nanostructure are cylindrical with conical endcaps.

49. The composition of claim 32 wherein said hollow nanostructures have a shape selected from the group consisting of regular or irregular polyhedra, ellipsoids, cones, spheroids and combinations thereof.

50. The composition of claim 32 wherein said hollow nanostructures are reactive.

51. The composition of claim 32 wherein said synthetic hollow nanostructures are crosslinked.

52. A medical device formed from the composition of claim 1.

53. An ophthalmic device formed from the composition of claim 1.

54. A contact lens formed from the composition of claim 1.

28. A composition comprising a hydrogel polymer having distributed therein oxygen permeable particles with an average particle size less than about 5000 nm and in an amount sufficient to increase the oxygen permeability of the hydrogel polymer by at least about 10 barrers.

55. A contact lens comprising a hydrogel polymer having distributed in a region outside the optic zone of said contact lens an oxygen enhancing effective amount of oxygen permeable particles having an oxygen permeability of at least about 100 barrer and average particle size of between about 200 nm and 100 microns.