US4861840A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Novel siloxanyl acrylic monomer and gas-permeable contact lenses made therefrom
Assignee: Barnes Hind Inc
•
Filing: 1986-12-03
•
Granted: 1989-08-29
•
Expires: 2006-12-03
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 15:56
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.
References Cited (Backward Citations)
US3548025A
Cited
US3808178A
Cited
US4120570A
Cited
US4400333A
Cited
US4130706A
Cited
US4139692A
Cited
US4139548A
Cited
US4139513A
Cited
US4152508A
Cited
US4330383A
Cited
US4216303A
Cited
US4314068A
Cited
US4246389A
Cited
US4303772A
Cited
US4248989A
Cited
US4259467A
Cited
US4414375A
Cited
US4611039A
Cited
US4581184A
Cited
US4410674A
Cited
US4500695A
Cited
US4411932A
Cited
US4424328A
Cited
US4463149A
Cited
US4433125A
Cited
US4636212A
Cited
US4419505A
Cited
US4450264A
Cited
US4535138A
Cited
US4442141A
Cited
US4508884A
Cited
US4602074A
Cited
US4507452A
Cited
US4582884A
Cited
US4612358A
Cited
US4569858A
Cited
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 |