Patent EA-004653-B1 (EA)
Title: Photocurable siloxane polymers for preparing intraocular lenses
Inventor: HODD KENNETH A
IPC: A61L27/00
Filed: 1999-10-11
Abstract: 1. A polysiloxane copolymer having functional acryl groups in its terminal ends capable of being photopolymerized into a solid intraocular lens, having a specific gravity greater than about 1.0, a refractive index suitable for restoring the refractive power of the natural crystalline lens, wherein said polysiloxane has siloxane monomer units selected among substituted or unsubstituted arylsiloxanes, arylalkylsiloxanes and alkyl(alkyl)siloxanes, wherein at least one of the monomer units is arylsiloxane, and at least one of the monomer units is substituted with one or more fluorine atoms. 2. The copolymer according to claim 1, having a refractive index above about 1.39. 3. The copolymer according to claim 1, having a refractive index not greater than 1.60. 4. The copolymer according to any one of claims 1-3, wherein said polysiloxane is a copolymer of diphenyl- or phenylalkyl siloxane and trifluoroalkyl alkyl siloxane. 5. The copolymer according to any one of claims 1-4, wherein said polysiloxane is a ternary copolymer or higher order copolymer of diphenyl or phenylalkyl siloxane, dialkyl siloxane and trifluoroalkyl alkyl siloxane. 6. The copolymer according to claim 5, wherein said ternary copolymer comprises dimethyl siloxane, diphenyl siloxane or phenylmethyl siloxane and 3, 3, 3-trifluoropropyl methyl siloxane units. 7. The copolymer according to any one of claims 5 or 6, wherein comprises at least about 4 mol % of trifluoropropyl methyl siloxane units and from 1 to 50 mol % of diphenyl siloxane and/or phenylmethyl siloxane units. 8. The copolymer according to any one of claims 5-7, wherein comprises at least about 4 mol % to 65 mol % of trifluoropropyl methyl siloxane units and from 1 to 50 mol % of diphenyl siloxane and/or phenylmethyl siloxane monomer units. 9. The copolymer according to any one of claims 5-8, wherein said ternary copolymer comprises dimethyl siloxane, diphenyl siloxane and trifluoropropyl methyl siloxane units. 10. The copolymer according to claim 9, wherein comprises about 28 mol % of trifluoropropyl methyl siloxane units, about 4 mol % of diphenyl siloxane and dimethyl siloxane monomer units. 11. An injectable lens material having suitable viscosity for being injected through standard cannula comprising the mixture of polysiloxanes having functional acryl groups in its terminal ends capable of being photopolymerized into a solid intraocular lens, having a specific gravity greater than about 1.0, a refractive index suitable for restoring the refractive power of the natural crystalline lens, wherein said polysiloxane has siloxane monomer units selected among substituted or unsubstituted arylsiloxanes, arylalkylsiloxanes and alkyl(alkyl)siloxanes, wherein at least one of the monomer units is arylsiloxane, and at least one of the monomer units is substituted with one or more fluorine atoms, a photoinitiator and optionally a crosslinking agent. 12. The material according to claim 11, having a refractive index above about 1.39. 13. The material according to claim 11, having a refractive index not greater than about 1.60. 14. The material according to any one of claims 11-13, wherein said polysiloxane is a copolymer of diphenyl- or phenylalkyl siloxane and trifluoroalkyl alkyl siloxane. 15. The material according to any one of claims 11-14, wherein said polysiloxane is a ternary copolymer or higher order copolymer of diphenyl or phenylalkyl siloxane, dialkyl siloxane and trifluoroalkyl alkyl siloxane. 16. The material according to claim 15, wherein said ternary copolymer comprises dimethyl siloxane, diphenyl siloxane or phenylmethyl siloxane and 3, 3, 3-trifluoropropyl methyl siloxane units. 17. The copolymer according to any one of claims 15 or 16, wherein comprises at least about 4 mol % of trifluoropropyl methyl siloxane units and from 1 to 50 mol % of diphenyl siloxane and/or phenylmethyl siloxane units. 18. The copolymer according to any one of claims 15-17, wherein comprises at least about 4 mol % to 65 mol % of trifluoropropyl methyl siloxane units and from 1 to 50 mol % of diphenyl siloxane and/or phenylmethyl siloxane monomer units. 19. The copolymer according to any one of claims 15-18, wherein said ternary copolymer comprises dimethyl siloxane, diphenyl siloxane and trifluoropropyl methyl siloxane units. 20. The copolymer according to claim 19, wherein comprises about 28 mol % of trifluoropropyl methyl siloxane units, about 4 mol % of diphenyl siloxane and dimethyl siloxane monomer units. 21. The material according to claim 11, wherein the photoinitiator is activated by blue light. 22. The material according claim 11, wherein the polysiloxanes have a viscosity of less than about 60 000 cSt. 23. The material according claim 11, wherein the polysiloxanes have a viscosity of less than about 8 000 cSt. 24. A process for the manufacture of an elastomer, comprising photopolymerization of a copolymer according to any one of claims 1 to 10, in the presence of a photoinitiator. 25. The process according to claim 24, wherein the said photoinitiator is a medically acceptable blue light photoinitiator. 26. The process according to claim 25 which is a non-surgical process. 27. An intraocular lens, wherein produced by the method according to any one of claims 24-26. 28. The intraocular lens according to claim 27, which is in the form of an optical intraocular lens. 29. The intraocular lens according to claim 28, wherein said optical lens has a refractive index close to 1.41. 30. The intraocular lens according to any one of claims 27-29, wherein said optical lens has a compression modulus below about 55 kPa. 31. The intraocular lens according to any one of claims 27-30, wherein further comprising a UV absorbing compound. 32. A method of producing an intraocular lens, wherein mixing polysiloxane copolymers according to any one of claims 1 to 10 with a photoinitiator and optionally a crosslinking agent, injecting said mixture into a lens forming mold to form an intraocular lens, irradiating the injected mixture with light so as to form the solid intraocular lens. 33. The method for the in vivo production of an intraocular lens, comprising the steps of: injecting the material according to any one of claims 11-23 into the capsular bag of the eye, and initiating a polymerization reaction to create a lens in the capsular bag. 34. The method according to any one of claims 32, 33wherein using a medically acceptable photoinitiator activated by blue light. 35. A medical composition according to any one of claims 1-10 comprising a copolymer and a medically acceptable photoinitiator.