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Novel siloxanyl acrylic monomer and gas-permeable contact lenses made therefrom

Assignee: Barnes Hind Inc
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Filing: 1986-12-03
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Granted: 1989-08-29
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Expires: 2006-12-03
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Abstract

Abstract Disclosed are a novel monomer, and oxygen-permeable copolymers made therefrom, as well as contact lenses made from said copolymers, wherein the novel monomer has the formula: ##STR1##

Inventors

  • 👤 Drahoslav Lim
  • 👤 Chidambar L. Kulkarni

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 16:05
CPC Classifications
C; C08; C08F; C08F30/00; C08F30/04; C08F30/08; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 43 words
A contact lens made of a copolymer of a compound having the formula: ##STR5## wherein each X is independently a straight or branched-chain alkyl group containing 1-6 carbon atoms, or phenyl; a is an integer from 1-6; and R is hydrogen or methyl.
Claim 2
Dependent Claim 43 words
A contact lens made of a copolymer of a compound having the formula: ##STR5## wherein each X is independently a straight or branched-chain alkyl group containing 1-6 carbon atoms, or phenyl; a is an integer from 1-6; and R is hydrogen or methyl.
Claim 3
Dependent Claim 27 words
A contact lens made of a compound in accordance with claim 1 wherein each X is independently a straight or branched-chain alkyl group containing 1-6 carbon atoms.
Claim 4
Dependent Claim 19 words
A contact lens made of a compound in accordance with claim 2 wherein a is 1, 2, or 3.
Claim 5
Dependent Claim 21 words
A contact lens made of a compound in accordance with claim 3 wherein each X is methyl and a is 2.
Claim 6
Dependent Claim 71 words
A contact lens made of a hard, oxygen-permeable copolymer comprising an addition polymer which is the reaction product of a composition comprising: (a) a compound in accordance with claim 1; (b) a C 1 -C 18 -alkyl, cyclo-C 3 -C 8 -alkyl, phenyl or benzyl acrylate or methacrylate; (c) a fluorinated C 1 -C 6 alkyl methacrylate or acrylate substituted with at least 3 fluorine atoms; and (d) a cross-linking agent.
Claim 7
Dependent Claim 18 words
A contact lens made of a copolymer in accordance with claim 5 wherein component (a) is tris(trimethylsiloxy)siloxyethyl methacrylate.
Claim 8
Dependent Claim 25 words
A contact lens made of a copolymer in accordance with claim 6 wherein component (b) is a C 1 -C 6 alkyl acrylate or methacrylate.
Claim 9
Dependent Claim 74 words
A contact lens made of a copolymer in accordance with claim 5 wherein component (a) is present in the amount of about 30 to about 60 weight percent; component (b) is present in the amount of about 5 to about 25 weight percent; component (c) is present in the amount of about 15 to about 35 weight percent; and component (d) is present in the amount of about 5 to about 15 weight percent.
Claim 10
Dependent Claim 64 words
A contact lens made of a clear, hard, oxygen-permeable copolymer comprising an addition polymer of the following composition: (a) about 30 to about 60 weight percent of tris(trimethylsiloxy)siloxyethyl methacrylate; (b) about 5 to about 25 weight percent of methyl methacrylate; (c) about 15 to about 35 weight percent of trifluoroethyl methacrylate; and (d) about 5 to about 15 weight percent of a crosslinking agent.
Claim 11
Dependent Claim 64 words
A contact lens made of a clear, hard, oxygen-permeable copolymer comprising an addition polymer of the following composition: (a) about 30 to about 60 weight percent of tris(trimethylsiloxy)siloxyethyl methacrylate; (b) about 5 to about 25 weight percent of methyl methacrylate; (c) about 15 to about 35 weight percent of trifluoroethyl methacrylate; and (d) about 5 to about 15 weight percent of a crosslinking agent.
Claim 12
Dependent Claim 64 words
A contact lens made of a clear, hard, oxygen-permeable copolymer comprising an addition polymer of the following composition: (a) about 45 to about 60 weight percent of tris(trimethylsiloxy)siloxyethyl methacrylate; (b) about 5 to about 20 weight percent of methyl methacrylate; (c) about 20 to about 35 weight percent of trifluoroethyl methacrylate; and (d) about 5 to about 15 weight percent of a crosslinking agent.
Claim 13
Dependent Claim 64 words
A contact lens made of a clear, hard, oxygen-permeable copolymer comprising an addition polymer of the following composition: (a) about 45 to about 60 weight percent of tris(trimethylsiloxy)siloxyethyl methacrylate; (b) about 5 to about 20 weight percent of methyl methacrylate; (c) about 20 to about 35 weight percent of trifluoroethyl methacrylate; and (d) about 5 to about 15 weight percent of a crosslinking agent.
Claim 14
Dependent Claim 82 words
A compound useful as an ultraviolet absorber and comprising an addition polymer which is the reaction product of a composition comprising: (a) 3-(2-benzotriazolyl)-2-hydroxy-5-tert-octylbenzyl methacrylamide; (b) a compound having the formula CH.sub.2 ═C(R)--C(O)--O--(CH.sub.2).sub.a --O--Si--[O--Si(X).sub.3 ].sub.3 wherein each X is independently a straight or branched alkyl group containing 1-6 carbon atoms, or phenyl; a is an integer from 1-6; and R is hydrogen or methyl; and (c) a fluorinated C 1 -C 6 alkyl acrylate or methacrylate substituted with at least 3 fluorine atoms.
Claim 15
Dependent Claim 82 words
A compound useful as an ultraviolet absorber and comprising an addition polymer which is the reaction product of a composition comprising: (a) 3-(2-benzotriazolyl)-2-hydroxy-5-tert-octylbenzyl methacrylamide; (b) a compound having the formula CH.sub.2 ═C(R)--C(O)--O--(CH.sub.2).sub.a --O--Si--[O--Si(X).sub.3 ].sub.3 wherein each X is independently a straight or branched alkyl group containing 1-6 carbon atoms, or phenyl; a is an integer from 1-6; and R is hydrogen or methyl; and (c) a fluorinated C 1 -C 6 alkyl acrylate or methacrylate substituted with at least 3 fluorine atoms.
Claim 16
Dependent Claim 21 words
A compound according to claim 11 wherein in compound (b) each X is methyl; a is 2; and R is methyl.
Claim 17
Dependent Claim 12 words
A compound according to claim 11 wherein compound (c) is trifluoroethyl methacrylate.
Claim 18
Dependent Claim 26 words
A compound in accordance with claim 11 which is the reaction product of a composition in which components (a), (b), and (c) each comprise 20-40 wt.%.
Claim 19
Dependent Claim 98 words
A compound useful as an ultraviolet absorber comprising an addition polymer which is the reaction product of a composition comprising: (a) 3-(2-benzotriazolyl)-2-hydroxy-5-tert-octylbenzyl methacrylamide; (b) a compound having the formula CH.sub.2 ═C(R)--C(O)--O--(CH.sub.2).sub.a --O--Si--[O--Si(X).sub.3 ].sub.3 wherein each X is independently a straight or branched chain alkyl group containing 1-6 carbon atoms, or phenyl; a is an integer from 1-6; and R is hydrogen or methyl; and (c) a fluorinated C 1 -C 6 alkyl acrylate or methacrylate substituted with at least 3 fluorine atoms; and (d) a C 1 -C 6 alkyl or C 3-C 8 cycloalkyl acrylate or methacrylate.
Claim 20
Dependent Claim 98 words
A compound useful as an ultraviolet absorber comprising an addition polymer which is the reaction product of a composition comprising: (a) 3-(2-benzotriazolyl)-2-hydroxy-5-tert-octylbenzyl methacrylamide; (b) a compound having the formula CH.sub.2 ═C(R)--C(O)--O--(CH.sub.2).sub.a --O--Si--[O--Si(X).sub.3 ].sub.3 wherein each X is independently a straight or branched chain alkyl group containing 1-6 carbon atoms, or phenyl; a is an integer from 1-6; and R is hydrogen or methyl; and (c) a fluorinated C 1 -C 6 alkyl acrylate or methacrylate substituted with at least 3 fluorine atoms; and (d) a C 1 -C 6 alkyl or C 3-C 8 cycloalkyl acrylate or methacrylate.
Claim 21
Dependent Claim 27 words
A compound in accordance with claim 15 which is the reaction product of a composition in which components (a), (b), (c) and (d) each comprise 20-40 wt.%.
Claim 22
Dependent Claim 42 words
A contact lens made of a copolymer according to claim 5, further comprising up to about 2 weight percent of an ultraviolet absorbing additive which is an addition polymer which is the reaction product of 3-(2-benzotriazolyl)-2-hydroxy-5-tert-octylbenzyl methacrylamide, compound (a), and compound (c).
Claim 23
Dependent Claim 28 words
A contact lens comprising dispersed therein a compound according to claim 11 in an amount thereof effective to absorb ultraviolet radiation in the wavelength range of 300-450 nm.
Claim 24
Dependent Claim 93 words
A contact lens treated by a process for increasing the wettability of the surface thereof, said lens made from a homopolymer or copolymer of at least one acrylate or methacrylate monomer having pendant --OSiD 1 D 2 D 3 groups, wherein D 1 , D 2 and D 3 are independently C 1 -C 10 alkyl, C 1 -C 10 alkoxy, phenyl, or another --OSiD 1 D 2 D 3 group, comprising reacting said pendant groups with an agent capable of cleaving said groups, whereby the cleaved groups are replaced by hydroxyl groups.
Claim 25
Dependent Claim 93 words
A contact lens treated by a process for increasing the wettability of the surface thereof, said lens made from a homopolymer or copolymer of at least one acrylate or methacrylate monomer having pendant --OSiD 1 D 2 D 3 groups, wherein D 1 , D 2 and D 3 are independently C 1 -C 10 alkyl, C 1 -C 10 alkoxy, phenyl, or another --OSiD 1 D 2 D 3 group, comprising reacting said pendant groups with an agent capable of cleaving said groups, whereby the cleaved groups are replaced by hydroxyl groups.
Claim 26
Dependent Claim 12 words
The process of claim 19 wherein said object is a contact lens.
Claim 27
Dependent Claim 10 words
A contact lens treated by the process of claim 20.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-08-28 1993-02-27 1993-08-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-08-28 1997-02-27 1997-08-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-08-28 2001-02-27 2001-08-29 $7700.00 Window Closed / Lapsed

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