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US4158089A Expired / Lapsed US ⏱️ 0.0 years remaining

Contact lenses of high water content

Assignee: WJ ACQUISITION CORP
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Filing: 1977-12-27
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Granted: 1979-06-12
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Expires: 1997-12-27
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Abstract

Abstract Contact lenses comprising hydrophilic units of which the only or major proportion are derived from an N-vinyl heterocyclic monomer hydrophobic units derived from a hydrophobic monomer, and allylic cross-linking units containing more than one polymerizable double bond selected from monoallyl itaconate, diallyl itaconate, triallyl cyanurate, triallyl isocyanurate, triallyl trimellitate, N,N-diallylmelamine, other multifunctional allyl monomers formed by the esterification of polybasic acids with allyl alcohol, or mixtures thereof; the proportions of said monomers being adjusted to give the desired water content and resistance to dissolution when the polymer is swollen to equilibrium in an aqueous environment.

Inventors

  • 👤 Samuel Loshaek
  • 👤 Chah Moh Shen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 04:42
CPC Classifications
C; C08; C08F; C08F226/00; C08F226/06

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 181 words
A contact lens of about 60% to 95% water content having an oxygen permeability constant of at least about 10 in units of ##EQU2## a tensile strength of at least about 2 Kg/cm 2 , and an elongation at break of at least 40% consisting essentially of the polymerization reaction product of monomers consisting essentially of: (1) from 70% to 95% by weight of hydrophilic monomers of which at least 90% are selected from N-vinyl pyrrolidones, N-vinyl succinimide, N-vinyl-ε-caprolactam, N-vinyl pyridine, N-vinyl glutarimide, or mixtures thereof, (2) from 5% to 30% by weight of hydrophobic monomers of which at least 75% by weight are selected from alkyl esters of methacrylic, acrylic acids, or mixtures thereof, and (3) from 0.01% to 5% by weight, based on total combined weight of monomers 1 and 2, of at least one cross-linking monomer comprising an allylic monomer having more than one polymerizable double bond selected from monoallyl itaconate, diallyl itaconate, triallyl cyanurate, triallyl isocyanurate, triallyl trimellitate, N,N-diallylmelamine, or other multifunctional allyl monomers formed by the esterification of polybasic acids with allyl alcohol, or mixtures thereof.
Claim 2
Dependent Claim 181 words
A contact lens of about 60% to 95% water content having an oxygen permeability constant of at least about 10 in units of ##EQU2## a tensile strength of at least about 2 Kg/cm 2 , and an elongation at break of at least 40% consisting essentially of the polymerization reaction product of monomers consisting essentially of: (1) from 70% to 95% by weight of hydrophilic monomers of which at least 90% are selected from N-vinyl pyrrolidones, N-vinyl succinimide, N-vinyl-ε-caprolactam, N-vinyl pyridine, N-vinyl glutarimide, or mixtures thereof, (2) from 5% to 30% by weight of hydrophobic monomers of which at least 75% by weight are selected from alkyl esters of methacrylic, acrylic acids, or mixtures thereof, and (3) from 0.01% to 5% by weight, based on total combined weight of monomers 1 and 2, of at least one cross-linking monomer comprising an allylic monomer having more than one polymerizable double bond selected from monoallyl itaconate, diallyl itaconate, triallyl cyanurate, triallyl isocyanurate, triallyl trimellitate, N,N-diallylmelamine, or other multifunctional allyl monomers formed by the esterification of polybasic acids with allyl alcohol, or mixtures thereof.
Claim 3
Dependent Claim 25 words
The contact lens of claim 1 wherein the alkyl esters are C 1 -C 4 alkyl esters of acrylic or methacrylic acid, or mixtures thereof.
Claim 4
Dependent Claim 12 words
The contact lens of claim 1 wherein the N-vinyl pyrrolidone is N-vinyl-2-pyrrolidone.
Claim 5
Dependent Claim 61 words
The contact lens of claim 1 wherein the hydrophylic monomer consists of at least 90% by weight of N-vinyl-2-pyrrolidone and up to 10% by weight of a hydrophilic monomer selected from the C 1 -C 4 hydroxyalkyl esters of acrylic or methacrylic acid or olefinic acids which can be copolymerized by free radical polymerization with the other monomers in the interpolymer.
Claim 6
Dependent Claim 24 words
The contact lens of claim 1 wherein the N-vinyl-pyrrolidone is N-vinyl-2-pyrrolidone, the hydrophobic ester is methyl methacrylate, and the cross-linking monomer is diallyl itaconate.
Claim 7
Dependent Claim 49 words
The contact lens of claim 5 wherein the water content is from about 80 to 85%, the N-vinyl-2-pyrrolidone is from about 80% to 90% by weight, the methyl methacrylate is from about 10% to 20% by weight, and the diallyl itaconate is from about 0.1% to 0.5% by weight.
Claim 8
Dependent Claim 31 words
The contact lens of claim 1, wherein the cross-linking monomer consists of at least two cross-linking monomers, at least 80% of the total weight of said cross-linking monomers being diallyl itaconate.
Claim 9
Dependent Claim 31 words
The contact lens of claim 7 wherein the water content is about 83%, the N-vinyl-2-pyrrolidone is about 85%, the methyl methacrylate is about 15%, and the diallyl itaconate is about 0.15%.

References Cited (Backward Citations)

US2831836A Cited
US2941980A Cited
US3532679A Cited
GB1391438A Cited
US3937680A Cited
US3949021A Cited
GB1468977A Cited
US4038264A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-06-11 1982-12-11 1983-06-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-06-11 1986-12-11 1987-06-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-06-11 1990-12-11 1991-06-12 $7700.00 Window Closed / Lapsed

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