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US4611039A Expired / Lapsed US ⏱️ 0.0 years remaining

Wettable, gas permeable contact lens

Assignee: PRECISION-COSMET Co Inc A CORP OF
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Filing: 1981-11-09
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Granted: 1986-09-09
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Expires: 2001-11-09
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Abstract

Abstract Wettable, oxygen and carbon dioxide permeable, optically clear contact lenses are made of a composition comprising styrene or a substituted styrene compound, an ethylenically polyunsaturated crosslinking compound and an ethylenically unsaturated silicone containing compound and an α,β-unsaturated dicarboxylic acid anhydride compound.

Inventors

  • 👤 James C. Powell
  • 👤 G. Graham Allan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 16:26
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043

Claims Analysis

Total Claims: 35
Claim 1
Independent Claim 78 words
A composition, having permeability to oxygen and carbon dioxide exchange, potential wettability, mechanical and dimensional stability when fabricated, which comprises a polymer comprising a major portion of styrene or a substituted styrene compound, an effective amount of an ethylenically unsaturated silicone-containing compound sufficient to provide oxygen and carbon dioxide exchange, an effective amount of an ethylenically polyunsaturated crosslinking compound, and an effective amount of an α, β-ethylenically unsaturated dicarboxylic acid anhydride compound sufficient to provide wettability when hydrolyzed.
Claim 2
Dependent Claim 78 words
A composition, having permeability to oxygen and carbon dioxide exchange, potential wettability, mechanical and dimensional stability when fabricated, which comprises a polymer comprising a major portion of styrene or a substituted styrene compound, an effective amount of an ethylenically unsaturated silicone-containing compound sufficient to provide oxygen and carbon dioxide exchange, an effective amount of an ethylenically polyunsaturated crosslinking compound, and an effective amount of an α, β-ethylenically unsaturated dicarboxylic acid anhydride compound sufficient to provide wettability when hydrolyzed.
Claim 3
Dependent Claim 46 words
The composition of claim 1 wherein the substituted styrene compound comprises a compound of the formula: ##STR6## wherein n is an integer of 1-5 and R is a branched chain alkyl group or alkoxy group having 1 to 8 carbon atoms or mixtures of such compounds.
Claim 4
Dependent Claim 20 words
The composition of claim 2 wherein the substituted styrene compound comprises 1-vinyl-4-t-butyl benzene, 1-vinyl-3-t-butyl-benzene, 1-vinyl-3-i-propyl-benzene, 1-vinyl-4-i-propyl benzene or mixtures thereof.
Claim 5
Dependent Claim 18 words
The composition of claim 2 wherein the substituted styrene compound comprises a 1-vinyl-3-alkoxy-benzene, a 1-vinyl-4-alkoxy-benzene or mixtures thereof.
Claim 6
Dependent Claim 28 words
The composition of claim 1 wherein the ethylenically unsaturated silicone containing compound comprises a vinyl trialkyl silane, a vinyl tris(β-alkoxy alkoxy) silane, a γ-methacryloxypropyltrimethoxy silane or mixtures thereof.
Claim 7
Dependent Claim 15 words
The composition of claim 1 wherein the ethylenically unsaturated silicone-containing compound comprises pentamethyl disiloxanyl methacrylate.
Claim 8
Dependent Claim 38 words
The composition of claim 5 wherein the ethylenically unsaturated silicone-containing compound is combined with about 0.01 to 2 parts by weight of an alkyl acrylate or an alkyl methacrylate per part of the ethylenically unsaturated silicone containing monomer.
Claim 9
Dependent Claim 25 words
The composition of claim 1 wherein the ethylenically polyunsaturated crosslinking compound comprises a compound having at least two vinyl groups bonded to a polyvalent group.
Claim 10
Dependent Claim 22 words
The composition of claim 1 wherein the ethylenically polyunsaturated crosslinking agent comprises divinyl benzene, trivinyl benzene, 1,6-hexadiene, divinyl maleate, or mixtures thereof.
Claim 11
Dependent Claim 24 words
The composition of claim 8 wherein the ethylenically unsaturated crosslinking compound comprises an ester of a polyhydroxy compound and an unsaturated carboxylic acid compound.
Claim 12
Dependent Claim 31 words
The composition of claim 10 wherein the polyhydroxy compound is ethylene glycol, propylene glycol, trimethylol propane, mannitol or mixtures thereof and the unsaturated carboxylic acid is acrylic acid or methacrylic acid.
Claim 13
Dependent Claim 15 words
The composition of claim 8 wherein the ethylenically unsaturated crosslinking agent comprises tri-methylol propane trimethacrylate.
Claim 14
Dependent Claim 15 words
The composition of claim 1 wherein the α,β-ethylenically unsaturated carboxylic anhydride compound comprises maleic anhydride.
Claim 15
Dependent Claim 56 words
The composition of claim 1 wherein the polymer in the product of the reaction of the styrene or substituted styrene compound, the ethylenically unsaturated silicone-containing compound, the polyunsaturated crosslinking compound and α,β-ethylenically unsaturated dicarboxylic acid anhydride compound in the presence of a catalyst compound that yields free radical polymerization initiators in the presence of ultraviolet light.
Claim 16
Dependent Claim 13 words
A lens blank which comprises the composition of claim 1, 3 or 12.
Claim 17
Dependent Claim 57 words
The composition of claim 1 wherein there are about 50 to 80 parts by weight of styrene or substituted styrene compound, about 5 to 20 parts of the ethylenically unsaturated crosslinking compound, about 4 to 10 parts of the ethylenically unsaturated silicone-containing compound, and about 4 to 15 parts of the α,β-ethylenically unsaturated dicarboxylic acid anhydride compound.
Claim 18
Dependent Claim 84 words
A contact lens manufactured from a lens blank composition having permeability to oxygen exchange, surface wettability when hydrolyzed, mechanical and dimensional stability when fabricated, which comprises a polymer comprising a major proportion of styrene or a substitute styrene compound, and an effective amount of an ethylenically unsaturated silicone-containing compound sufficient to provide oxygen and carbon dioxide exchange, an effective amount of an ethylenically polyunsaturated crosslinking compound, and an effective amount of an α,β-ethylenically unsaturated dicarboxylic acid anhydride compound sufficient to provide wettability when hydrolyzed.
Claim 19
Dependent Claim 84 words
A contact lens manufactured from a lens blank composition having permeability to oxygen exchange, surface wettability when hydrolyzed, mechanical and dimensional stability when fabricated, which comprises a polymer comprising a major proportion of styrene or a substitute styrene compound, and an effective amount of an ethylenically unsaturated silicone-containing compound sufficient to provide oxygen and carbon dioxide exchange, an effective amount of an ethylenically polyunsaturated crosslinking compound, and an effective amount of an α,β-ethylenically unsaturated dicarboxylic acid anhydride compound sufficient to provide wettability when hydrolyzed.
Claim 20
Dependent Claim 47 words
The contact lens of claim 17 wherein the substituted styrene compound comprises a compound of the formula: ##STR7## wherein n is an integer of 1-5 and R is a branched chain alkyl group or alkoxy group having 1 to 8 carbon atoms or mixtures of such compounds.
Claim 21
Dependent Claim 21 words
The contact lens of claim 18 wherein the substituted styrene compound comprises 1-vinyl-4-t-butyl benzene, 1-vinyl-3-t-butyl-benzene, 1-vinyl-3-i-propyl-benzene, 1-vinyl-4-i-propyl benzene or mixtures thereof.
Claim 22
Dependent Claim 18 words
The composition of claim 18 wherein the substituted styrene compound comprises a 1-vinyl-3-alkoxy-benzene, a 1-vinyl-4-alkoxy-benzene or mixtures thereof.
Claim 23
Dependent Claim 26 words
The contact lens of claim 17 wherein the ethylenically unsaturated silicone containing compound comprises a vinyl trialkyl silane, a vinyl tris(β-alkoxy alkoxy) silane, or mixtures thereof.
Claim 24
Dependent Claim 16 words
The contact lens of claim 21 wherein the ethylenically unsaturated silicone-containing compound comprises pentamethyl disiloxanyl methacrylate.
Claim 25
Dependent Claim 43 words
The contact lens of claim 21 wherein the ethylenically unsaturated silicone containing compound is used in combination with about 0.01 to 2 parts by weight of an an alkyl acrylate or an alkyl methacrylate per part of the ethylenically unsaturated silicone containing monomer.
Claim 26
Dependent Claim 26 words
The contact lens of claim 17 wherein the ethylenically polyunsaturated crosslinking compound comprises a compound having at least two vinyl groups bonded to a polyvalent group.
Claim 27
Dependent Claim 23 words
The contact lens of claim 24 wherein the ethylenically polyunsaturated crosslinking agent comprises divinyl benzene, trivinyl benzene, 1,6-hexadiene, divinyl maleate, or mixtures thereof.
Claim 28
Dependent Claim 25 words
The contact lens of claim 24 wherein the ethylenically unsaturated crosslinking compound comprises an ester of a polyhydroxy compound and an unsaturated carboxylic acid compound.
Claim 29
Dependent Claim 32 words
The contact lens of claim 26 wherein the polyhydroxy compound is ethylene glycol, propylene glycol, trimethylol propane, mannitol or mixtures thereof and the unsaturated carboxylic acid is acrylic acid or methacrylic acid.
Claim 30
Dependent Claim 16 words
The contact lens of claim 24 wherein the ethylenically unsaturated crosslinking agent comprises tri-methylol propane trimethacrylate.
Claim 31
Dependent Claim 16 words
The contact lens of claim 17 wherein the α,β-ethylenically unsaturated dicarboxylic anhydride compound comprises maleic anhydride.
Claim 32
Dependent Claim 59 words
The contact lens of claim 17 wherein the polymer is the product of the reaction of the styrene or substituted styrene compound, the ethylenically unsaturated silicone-containing compound, the polyunsaturated crosslinking compound and α,β-ethylenically unsaturated dicarboxylic acid anhydride compound in the presence of a catalyst compound that yields free radical polymerization initiators in the presence of ultraviolet light, or heat.
Claim 33
Dependent Claim 27 words
The contact lens of claim 30 wherein after manufacturing the lens blank the contact lens is contacted with a basic aqueous solution to hydrolyze the anhydride groups.
Claim 34
Dependent Claim 59 words
The contact lens of claim 17 wherein there is about 50 to 80 parts by weight of styrene or the substituted styrene compound, about 5 to 20 parts of the ethylenically polyunsaturated crosslinking compound, about 4 to 10 parts of the ethylenically unsaturated silicone-containing compound, and about 4 to 15 parts of the α,β-ethylenically unsaturated dicarboxylic acid anhydride compound.
Claim 35
Dependent Claim 26 words
A composite contact lens which comprises a hard center portion comprising the composition of claim 1 and a soft outer skirt comprising a hydrated hydrophilic copolymer.

References Cited (Backward Citations)

US2361019A Cited
US3221083A Cited
GB1395501A Cited
US4093361A Cited
GB1436705A Cited
US3808178A Cited
GB1478455A Cited
US4228269A Cited
US4243790A Cited
US4335037A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-09-08 1990-03-10 1990-09-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-09-08 1994-03-10 1994-09-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-09-08 1998-03-10 1998-09-09 $7700.00 Window Closed / Lapsed

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