WO1993023476B1 - Cross-linked silicone polymers, fast curing silicone precursor compositions, and injectable intraocular lenses - Google Patents
Cross-linked silicone polymers, fast curing silicone precursor compositions, and injectable intraocular lensesInfo
- Publication number
- WO1993023476B1 WO1993023476B1 PCT/US1993/004445 US9304445W WO9323476B1 WO 1993023476 B1 WO1993023476 B1 WO 1993023476B1 US 9304445 W US9304445 W US 9304445W WO 9323476 B1 WO9323476 B1 WO 9323476B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- mixture
- groups
- silicon
- platinum group
- group metal
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract 35
- 229920000642 polymer Polymers 0.000 title claims abstract 19
- OZAIFHULBGXAKX-UHFFFAOYSA-N precursor Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 title claims abstract 7
- 229920001296 polysiloxane Polymers 0.000 title 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract 22
- KLGZELKXQMTEMM-UHFFFAOYSA-N hydride Chemical group [H-] KLGZELKXQMTEMM-UHFFFAOYSA-N 0.000 claims abstract 18
- 229910052751 metal Inorganic materials 0.000 claims abstract 16
- 239000002184 metal Substances 0.000 claims abstract 16
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract 16
- 239000003054 catalyst Substances 0.000 claims abstract 11
- 238000006116 polymerization reaction Methods 0.000 claims abstract 11
- 238000002845 discoloration Methods 0.000 claims abstract 7
- 239000004593 Epoxy Substances 0.000 claims 3
- -1 alkoxy silanes Chemical class 0.000 claims 3
- 125000003700 epoxy group Chemical group 0.000 claims 3
- 239000002775 capsule Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 abstract 1
Abstract
Polymeric materials which are optically clear and resistant to discoloration are disclosed. In one embodiment, such compositions comprise optically clear, cross-linked polymers derived from a mixture comprising (A) a vinyl-containing polyorganosiloxane component, and (B) an organosilicon component including silicon-bonded hydride groups which react with vinyl groups included in (A) during the polymerization and (C) an effective platinum group metal-containing catalyst component, provided that the mole ratio of vinyl groups to silicon-bonded hydride groups in the mixture is greater than 1.2, preferably greater than about 4 or about 5, and is such that the polymer has a reduced discoloration susceptibility relative to a substantially identical polymer having a mole ratio of vinyl groups to silicon-bonded hydride groups in the precursor mixture equal to 1.2.
Claims
22
AMENDED CLAIMS
[received by the International Bureau on 24 November 1993 (24.11.93); original claims 1, 5, 6, 9, 13, 14, 17 and 18 amended; original claims 3, 8, 11 and 16 cancelled; remaining claims unchanged (4 pages)]
1. A composition comprising an optically clear, cross-linked polymer derived from the polymerization of a mixture comprising
(A) a vinyl-containing polyorganosiloxane component, (B) an organosilicon component including silicon-bonded hydride groups which react with vinyl groups included in (A) during said polymerization and (C) an effective amount of a platinum group metal-containing catalyst component, provided that the mole ratio of vinyl groups to silicon-bonded hydride groups in the mixture is at least about 5 and is such that said polymer has a reduced discoloration susceptibility relative to a substantially identical polymer having a mole ratio of vinyl groups to silicon-bonded hydride groups in the precursor mixture equal to 1.2.
2. The composition of claim 1 wherein said platinum group metal-containing catalyst component is present in an amount of at least about 10 ppm by weight, based on the total weight of (A) plus (B) , calculated as elemental platinum group metal.
3. (CANCELLED)
4. An intraocular lens comprising an optic including the composition of claim 1.
5. An intraocular lens comprising an optic including the composition of claim 2.
6. A composition useful for forming a polymer comprising a mixture of (A) a vinyl-containing polyorganosiloxane component, (B) an organosilicon component including silicon-bonded hydride groups which
react with vinyl groups included in (A) when (A) and (B) are polymerized, and (C) a platinum group metal-containing catalyst component in an amount effective to promote the polymerization of (A) and (B) , provided that the mole ratio of vinyl groups to silicon-bonded hydride groups in the mixture is at least about 5 and is such that the polymer formed from the polymerization of (A) and (B) has a reduced discoloration susceptibility relative to a substantially identical polymer having a mole ratio of vinyl groups to silicon-bonded hydride groups in the precursor equal to 1.2.
7. The composition of claim 6 wherein said platinum group metal-containing catalyst component is present in an amount of at least about 10 ppm by weight, based on the total weight of (A) plus (B) , calculated as elemental platinum group metal.
8. (CANCELLED)
9. A composition comprising an optically clear, cross-linked polymer derived from the polymerization of a mixture comprising
(A) a vinyl-containing polyorganosiloxane component, (B) an organosilicon component including silicon-bonded hydride groups which react with vinyl groups included in (A) during said polymerization and (C) an effective amount of a platinum group metal-containing catalyst component, provided that said mixture is free of epoxy-containing alkoxy silanes and the mole ratio of vinyl groups to silicon-bonded hydride groups in the mixture is at least about 5 and is such that said polymer has a reduced discoloration susceptibility relative to a substantially identical polymer having a mole ratio of vinyl groups to silicon-bonded hydride groups in the precursor mixture equal to 1.2.
24
10. The composition of claim [1] wherein said platinum group metal-containing catalyst component is present in an amount of at least about 10 pp by weight, based on the total weight of (A) plus (B) , calculated as elemental platinum group metal.
11. (CANCELLED)
12. An intraocular lens comprising an optic including the composition of claim 9.
13. An intraocular lens comprising an optic including the composition of claim 10.
1 . A composition useful for forming a polymer consisting essentially of a mixture of (A) a vinyl- containing polyorganosiloxane component, (B) an organosilicon component including silicon-bonded hydride groups which react with vinyl groups included in (A) when (A) and (B) are polymerized, and (C) a platinum group metal-containing catalyst component in an amount effective to promote the polymerization of (A) and (B) , provided that said mixture is free of epoxy-containing alkoxy silanes and the mole ratio of vinyl groups to silicon-bonded hydride groups in (A) plus (B) is at least about 5 and is such that the polymer formed from the polymerization of (A) and (B) has a reduced discoloration susceptibility relative to a substantially identical polymer having a mole ratio of vinyl groups to silicon-bonded hydride groups in the precursor mixture equal to 1.2.
15. The composition of claim 14 wherein said platinum group metal-containing catalyst component is present in an amount of at least about 10 ppm by weight, based on the total weight of (A) plus (B) , calculated as elemental platinum group metal .
25
16 . (CANCELLED)
17. A method of forming an intraocular lens comprising: forming a mixture comprising (A) a vinyl- containing polyorganosiloxane component, (B) an organosilicon component compound including silicon-bonded hydride groups which react with vinyl groups included in (A) when (A) and (B) are polymerized, and (C) a platinum group metal-containing catalyst component in an amount effective to promote the polymerization of (A) and (B) , provided that the mole ratio of vinyl groups to silicon- bonded hydride groups in said mixture is at least about 5 and is such that the polymer formed from the polymerization of (A) and (B) has a reduced discoloration susceptibility relative to a substantially identical polymer having a mole ratio of vinyl groups to silicon-bonded hydride groups in the precursor mixture equal to 1.2; and subjecting said mixture to conditions effective to form said polymer.
18. The method of claim 18 wherein said platinum group metal-containing catalyst component is present in an amount of at least about 10 ppm by weight, based on the total weight of (A) plus (B) , calculated as elemental platinum group metal.
19. The method of claim 18 wherein said mixture is injected into the lens capsule of an eye and said conditions are present in said eye.
20. The method of claim 18 wherein said mixture is free of epoxy-containing alkoxy silanes.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/885,136 US5278258A (en) | 1992-05-18 | 1992-05-18 | Cross-linked silicone polymers, fast curing silicone precursor compositions, and injectable intraocular lenses |
| US07/885,136 | 1992-05-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1993023476A1 WO1993023476A1 (en) | 1993-11-25 |
| WO1993023476B1 true WO1993023476B1 (en) | 1994-01-06 |
Family
ID=25386225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1993/004445 WO1993023476A1 (en) | 1992-05-18 | 1993-05-11 | Cross-linked silicone polymers, fast curing silicone precursor compositions, and injectable intraocular lenses |
Country Status (3)
| Country | Link |
|---|---|
| US (2) | US5278258A (en) |
| AU (1) | AU4244093A (en) |
| WO (1) | WO1993023476A1 (en) |
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1992
- 1992-05-18 US US07/885,136 patent/US5278258A/en not_active Expired - Fee Related
-
1993
- 1993-05-11 AU AU42440/93A patent/AU4244093A/en not_active Abandoned
- 1993-05-11 WO PCT/US1993/004445 patent/WO1993023476A1/en active Application Filing
- 1993-09-03 US US08/116,418 patent/US5411553A/en not_active Expired - Fee Related
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