IP Library Granted Patent US 7,094,458
Granted Patent B2
US 7,094,458 · App. 10/864,615 · Granted Aug 22, 2006

Surface treatment of fluorinated contact lens materials

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Quick Facts
Patent No.
US 7,094,458
App. No.
10/864,615
Granted
Aug 22, 2006
Kind
B2
Abstract

Hydrogen-plasma modification of a contact lens made from a fluorinated polymer reduces the surface chemistry of by removing fluorine, leaving behind a carbon-enriched surface that is further plasma processed into a hydrophilic surface for a lens material to be inserted into the ocular environment.

Claims (15)

1. A fluorinated contact lens containing a fluorinated bulk material and a surface coating which, when the lens is in the unhydrated state, is characterized by a fluorine content or a C—F bonding content within a depth of about 74 ångstroms that is at least 25 percent depleted relative to the bulk material, and which contact lens is further characterized by hydrophilic polymers attached to the surface of the contact lens through oxygen or nitrogen containing moieties to provide the contact lens with improved wettability or biocompatibility.

2. The fluorinated contact lens of claim 1 wherein the surface coating is an optically clear hydrophilic surface film.

3. The fluorinated contact lens of claim 1 wherein the lens is made from fluorinated polymer materials selected from the group consisting of hydrogel and non-hydrogel materials.

4. The fluorinated contact lens of claim 1 wherein the lens is capable of extended wear for continuous periods of at least 24 hours.

5. The fluorinated contact lens of claim 4 wherein the lens is capable of continuous wear for at least 3 days.

6. The fluorinated contact lens of claim 4 wherein the lens is capable of continuous wear for at least 30 days.

7. The contact lens and surface coating of claim 1 which, when in the unhydrated state, is characterized by a fluorine or C—F bonding content within a depth of about 74 ångstroms that is at least 50 percent depleted relative to the bulk material.

8. The contact lens of claim 1 wherein the fluorinated bulk material comprises 5 to 15 mole percent fluorine atoms based on the amounts and structural formula of the components in bulk of the fluorinated polymer making up the contact lens.

9. The contact lens of claim 3 wherein the fluorinated non-hydrogel material comprises at least about 10 mole percent fluorine atoms, based on the amounts and structural formulae of the components of the polymer.

10. The contact lens of claim 9 wherein the fluorinated non-hydrogel material comprises about 20 to about 70 mole percent fluorine based on the amounts and structural formulae of the components of the polymer.

11. The contact lens of claim 9 wherein the fluorinated non-hydrogel material comprises perfluorinated monomers.

12. The contact lens of claim 11 wherein the perfluorinated monomers comprise an amorphous copolymer of perfluoro-2,2-dimethyl-1,3-dioxole with one or more copolymerizably acceptable ethylenically unsaturated fluorinated comonomers, the proportion of perfluoro-2,2-dimethyl-1-3 dioxole in the copolymer being at least about 20 mole percent of the copolymer.

13. The contact lens of claim 12 wherein the contact lens material further comprises from 10 to 80 weight percent of one or more other comonomers selected from the group consisting of tetrafluoroethylene, hexafluoropropylene, chlorotrifluoroethylene (CTFE) vinylidene fluoride, perfluoro (alkyl vinyl) ether (PAVE) having the formula

CF 2 —CFO(CF 2 CFXO) n R f

wherein X is F or CF 3 , n is 0–5, and R f is a perfluoroalkyl group of 1–6 carbon atoms, and mixtures thereof.

Assignments (2)
RELEASE OF SECURITY INTEREST Recorded Aug 5, 2012
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
To: BAUSCH & LOMB INCORPORATED
Reel/Frame 028726/0142 →
SECURITY AGREEMENT Recorded Mar 26, 2008
From: BAUSCH & LOMB INCORPORATED; WP PRISM INC.; B&L CRL INC.; B&L CRL PARTNERS L.P.; B & L DOMESTIC HOLDINGS CORP.; B&L FINANCIAL HOLDINGS CORP.; B&L SPAF INC.; B&L VPLEX HOLDINGS, INC.; BAUSCH & LOMB CHINA, INC.; BAUSCH & LOMB INTERNATIONAL INC.; BAUSCH & LOMB REALTY CORPORATION; BAUSCH & LOMB SOUTH ASIA, INC.; BAUSCH & LOMB TECHNOLOGY CORPORATION; IOLAB CORPORATION; RHC HOLDINGS, INC.; SIGHT SAVERS, INC.; WILMINGTON MANAGEMENT CORP.; WILMINGTON PARTNERS L.P.; B&L MINORITY DUTCH HOLDINGS LLC
To: CREDIT SUISSE
Reel/Frame 020733/0765 →