US4303772A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Oxygen permeable hard and semi-hard contact lens compositions methods and articles of manufacture
Assignee: Syntex Ophthalmics Inc
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Filing: 1979-09-04
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Granted: 1981-12-01
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Expires: 1999-09-04
Abstract
Abstract The invention relates to new monomers of a polysiloxanyl alkyl esters of acrylic and methacrylic acids and its copolymerization with alkyl esters of acrylic, methacrylic acids and/or itaconate esters to produce highly permeable contact lens material. The copolymer preferably includes a cross-linking agent and hydrophilic monomer. Contact lenses manufactured from the material are easily machined and polished into hard or semi-hard contact lenses having excellent dimensional stability.
Inventors
- 👤 Nick N. Novicky
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 10:46
CPC Classifications
C; C08; C08F; C08F230/00; C08F230/04; C08F230/08; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0838; G; G02; G02B; G02B1/00; G02B1/04
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
204 words
An oxygen permeable, hard or semi-hard, machinable, dimensionally stable, wettable, contact lens material of high transparency consisting essentially of a polymer formed by free radical polymerization of (a) 10% to 60% by weight of at least one silicon-containing monomer selected from the class consisting of nonamethyltetrasiloxanylmethacryloxypropyldimethylsilane having the following formula: ##STR9## bis(nonamethyltetrasiloxanyl)methacryloxypropylmethylsilane having the following formula: ##STR10## tris(nonamethyltetrasiloxanyl)methacryloxypropylsilane having the following formula: ##STR11## decamethylpentasiloxanyl-di(methacryloxypropyldimethylsilane) having the following formula: ##STR12## bis(decamethylpentasiloxanyl)di(methacryloxypropylmethylsilane) having the following formula: ##STR13## tris(decamethylpentasiloxanyl)di(methacryloxypropylsilane) having the following formula: ##STR14## and mixtures thereof, (b) 40% to 90% by weight of at least one secondary comonomer selected from the group consisting of methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, isopropyl acrylate, isopropyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, benzyl acrylate, benzyl methacrylate, phenyl acrylate, phenyl methacrylate, N-vinyl pyrrolidinone, 3-hydroxy 2-naphthyl methacrylate, ethyl vinyl benzene, divinyl benzene, methyl itaconate, butyl itaconate, dimethyl itaconate, dibutyl itaconate and mixtures thereof, (c) 0% to 20% by weight of a monomer adapted to actas a wetting agent, and (d) from about 0% to 10% by weight of at least one cross-linking monomer, said weight percents of (a), (b), (c) and (d) being based on the total weight of the entire composition.
Claim 2
Dependent Claim
204 words
An oxygen permeable, hard or semi-hard, machinable, dimensionally stable, wettable, contact lens material of high transparency consisting essentially of a polymer formed by free radical polymerization of (a) 10% to 60% by weight of at least one silicon-containing monomer selected from the class consisting of nonamethyltetrasiloxanylmethacryloxypropyldimethylsilane having the following formula: ##STR9## bis(nonamethyltetrasiloxanyl)methacryloxypropylmethylsilane having the following formula: ##STR10## tris(nonamethyltetrasiloxanyl)methacryloxypropylsilane having the following formula: ##STR11## decamethylpentasiloxanyl-di(methacryloxypropyldimethylsilane) having the following formula: ##STR12## bis(decamethylpentasiloxanyl)di(methacryloxypropylmethylsilane) having the following formula: ##STR13## tris(decamethylpentasiloxanyl)di(methacryloxypropylsilane) having the following formula: ##STR14## and mixtures thereof, (b) 40% to 90% by weight of at least one secondary comonomer selected from the group consisting of methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, isopropyl acrylate, isopropyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, benzyl acrylate, benzyl methacrylate, phenyl acrylate, phenyl methacrylate, N-vinyl pyrrolidinone, 3-hydroxy 2-naphthyl methacrylate, ethyl vinyl benzene, divinyl benzene, methyl itaconate, butyl itaconate, dimethyl itaconate, dibutyl itaconate and mixtures thereof, (c) 0% to 20% by weight of a monomer adapted to actas a wetting agent, and (d) from about 0% to 10% by weight of at least one cross-linking monomer, said weight percents of (a), (b), (c) and (d) being based on the total weight of the entire composition.
Claim 3
Dependent Claim
18 words
An oxygen permeable contact lens material as set forth in claim 1 wherein said silicon-containing monomer is tris(nonamethyltetrasiloxanyl)methacryloxypropylsilane.
Claim 4
Dependent Claim
18 words
An oxygen permeable contact lens material as set forth in claim 1 wherein said silicon-containing monomer is bis(decamethylpentasiloxanyl)di(methacryloxypropylmethylsilane).
Claim 5
Dependent Claim
183 words
An oxygen permeable, hard or semi-hard, machinable, dimensionally stable, wettable, contact lens material of high transparency consisting essentially of a polymer formed by free radical polymerization of (a) 10% to 60% by weight of at least one silicon-containing monomer selected from the class consisting of decamethylpentasiloxanyl-di(methacryloxypropyldimethylsilane) having the following formula: ##STR15## bis(decamethylpentasiloxanyl)di(methacryloxypropylmethylsilane) having the following formula: ##STR16## tris(decamethylpentasiloxanyl)di(methacryloxypropylsilane) having the following formula: ##STR17## and mixtures thereof, (b) 40% to 90% by weight of at least one secondary comonomer selected from the group consisting of methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, isopropyl acrylate, isopropyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, benzyl acrylate, benzyl methacrylate, phenyl acrylate, phenyl methacrylate, N-vinyl pyrrolidinone, 3-hydroxy 2-naphtyl methacrylate, ethyl vinyl benzene, divinyl benzene, dimethyl itaconate, dibutyl itaconate and mixtures thereof, (c) 0% to 20% by weight of a monomer adapted to act as a wetting agent, and (d) from about 0% to 10% by weight of at least one cross-linking monomer, said weight percents of (a), (b), (c) and (d) being based on the total weight of the entire composition.
Claim 6
Dependent Claim
183 words
An oxygen permeable, hard or semi-hard, machinable, dimensionally stable, wettable, contact lens material of high transparency consisting essentially of a polymer formed by free radical polymerization of (a) 10% to 60% by weight of at least one silicon-containing monomer selected from the class consisting of decamethylpentasiloxanyl-di(methacryloxypropyldimethylsilane) having the following formula: ##STR15## bis(decamethylpentasiloxanyl)di(methacryloxypropylmethylsilane) having the following formula: ##STR16## tris(decamethylpentasiloxanyl)di(methacryloxypropylsilane) having the following formula: ##STR17## and mixtures thereof, (b) 40% to 90% by weight of at least one secondary comonomer selected from the group consisting of methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, isopropyl acrylate, isopropyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, benzyl acrylate, benzyl methacrylate, phenyl acrylate, phenyl methacrylate, N-vinyl pyrrolidinone, 3-hydroxy 2-naphtyl methacrylate, ethyl vinyl benzene, divinyl benzene, dimethyl itaconate, dibutyl itaconate and mixtures thereof, (c) 0% to 20% by weight of a monomer adapted to act as a wetting agent, and (d) from about 0% to 10% by weight of at least one cross-linking monomer, said weight percents of (a), (b), (c) and (d) being based on the total weight of the entire composition.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-11-30 | 1985-06-01 | 1985-12-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-30 | 1989-06-01 | 1989-12-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-30 | 1993-06-01 | 1993-12-01 | $7700.00 | Window Closed / Lapsed |