US4153641A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polysiloxane composition and contact lens
Assignee: Bausch and Lomb Inc
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Filing: 1978-02-21
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Granted: 1979-05-08
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Expires: 1998-02-21
Abstract
Abstract Monomeric polysiloxanes end-capped with activated unsaturated groups and polymers and copolymers thereof are disclosed herein for use as contact lenses with improved properties, such as, oxygen transportability, hydrolytic stability, biological inertness, transparency and improved strength without the use of fillers. The polymer composition comprises a poly(organosiloxane) α, ω terminally bonded through a divalent hydrocarbon group to a polymerized activated unsaturated group. Contact lenses made therefrom can be, as commonly referred to, "hard" or "soft". This hardness or softness is a function of the comonomer or the molecular weight of the monomers. Preferable the contact lenses are "soft". The copolymer compositions of the instant invention comprise the polymerization product of the polysiloxane monomers and monomer or monomers containing an activated vinyl group. These polymers are employed to make optical products, e.g. contact lenses, intraocular implants, etc.
Inventors
- 👤 William G. Deichert
- 👤 Kai C. Su
- 👤 Martin F. VAN Buren
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 13:09
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; C; C08; C08G; C08G77/00; C08G77/04; C08G77/20; C08L; C08L83/00; C08L83/14
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
50 words
A fillerless, hydrolytically stable, biologically inert, transparent, contact lens with the capability of transporting oxygen sufficiently to meet the requirements of the human cornea comprising a poly(organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups forming a polymer in a cross-linked network.
Claim 2
Dependent Claim
50 words
A fillerless, hydrolytically stable, biologically inert, transparent, contact lens with the capability of transporting oxygen sufficiently to meet the requirements of the human cornea comprising a poly(organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups forming a polymer in a cross-linked network.
Claim 3
Dependent Claim
86 words
The contact lens according to claim 1 wherein the poly(organosiloxane) monomer has the formula: ##STR22## wherein A is an activated unsaturated group, R is a divalent hydrocarbon radical having from 1 to about 22 carbon atoms, R 1 , R 2 , R 3 and R 4 can be the same or different and is selected from the group consisting of a monovalent hydrocarbon radical or a halogen substituted monovalent hydrocarbon radical each having from 1 to 12 carbon atoms and m is 0 or greater.
Claim 4
Dependent Claim
55 words
The contact lens according to claim 2 wherein A is selected from the group consisting of 2-cyanoacryloxy, acrylonitryl, acrylamido, acryloxy, methacryloxy, styryl, N-vinyl-2-pyrrolidinone-3-yl, N-vinyl-2-pyrrolidinone-4-yl and N-vinyl-2-pyrrolidinone-5-yl and R is an alkylene radical and R 1 , R 2 , R 3 and R 4 is an alkyl radical having from 1 to 10 carbon atoms.
Claim 5
Dependent Claim
17 words
The contact lens according to claim 3 wherein m is a number from 0 to about 200.
Claim 6
Dependent Claim
17 words
The contact lens according to claim 4 wherein m is a number from 0 to about 50.
Claim 7
Dependent Claim
17 words
The contact lens according to claim 5 wherein m is a number from 0 to about 25.
Claim 8
Dependent Claim
24 words
The contact lens according to claim 6 wherein the contact lens has a Shore hardness of above 60 on the Shore hardness scale A.
Claim 9
Dependent Claim
25 words
The contact lens according to claim 1 wherein the contact lens has a Shore hardness of 60 or below on the Shore hardness scale A.
Claim 10
Dependent Claim
22 words
The contact lens according to claim 8 which has a Shore hardness of 25 to 35 on the Shore hardness scale A.
Claim 11
Dependent Claim
24 words
The contact lens according to claim 1 which has an oxygen transportability of at least 2×10 -6 cm 3 / (sec. cm 2 atm).
Claim 12
Dependent Claim
74 words
A fillerless, hydrolytically stable, biologically inert, transparent, contact lens with the capability of transporting oxygen sufficiently to meet the requirements of the human cornea comprising a poly(organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups copolymerized with one or more monomers selected from the group consisting of a lower ester of acrylic and methacrylic acid, styryls, and N-vinyl pyrrolidinone forming a copolymer in a crosslinked network.
Claim 13
Dependent Claim
74 words
A fillerless, hydrolytically stable, biologically inert, transparent, contact lens with the capability of transporting oxygen sufficiently to meet the requirements of the human cornea comprising a poly(organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups copolymerized with one or more monomers selected from the group consisting of a lower ester of acrylic and methacrylic acid, styryls, and N-vinyl pyrrolidinone forming a copolymer in a crosslinked network.
Claim 14
Dependent Claim
21 words
The contact lens according to claim 11 wherein the monomers are selected from the group consisting of styrene and N-vinyl pyrrolidone.
Claim 15
Dependent Claim
35 words
The contact lens according to claim 11 wherein the monomer is selected from the group consisting of allyl methacrylate, butoxyethylmethacrylate, cyclohexyl methacrylate, ethyl methacrylate, methylmethacrylate, ethyl hexyl acrylate, n-butyl acrylate, butyl acrylate and N-vinyl pyrrolidinone.
Claim 16
Dependent Claim
54 words
A fillerless, flexible, hydrolytically stable, biologically inert, transparent, resilient, soft, polymeric contact lens with the capability of transporting oxygen sufficiently to meet the requirements of the human cornea comprising a poly(organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups forming a polymer in a crosslinked network.
Claim 17
Dependent Claim
54 words
A fillerless, flexible, hydrolytically stable, biologically inert, transparent, resilient, soft, polymeric contact lens with the capability of transporting oxygen sufficiently to meet the requirements of the human cornea comprising a poly(organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups forming a polymer in a crosslinked network.
Claim 18
Dependent Claim
25 words
The contact lens according to claim 14 wherein the contact lens has a Shore hardness of 60 or below on the Shore hardness scale A.
Claim 19
Dependent Claim
22 words
The contact lens according to claim 15 which has a Shore hardness of 25 to 35 on the Shore hardness acale A.
Claim 20
Dependent Claim
24 words
The contact lens according to claim 14 wherein the contact lens has a tensile modulus of elasticity of about 400 g/mm/mm 2 or less.
Claim 21
Dependent Claim
23 words
The contact lens according to claim 14 wherein the oxygen transportability is at least 2×10 -6 cm 3 / (sec. cm 2 atm).
Claim 22
Dependent Claim
15 words
The contact lens according to claim 14 wherein the lens is made by spin casting.
Claim 23
Dependent Claim
86 words
The contact lens according to claim 14 wherein the poly(organosiloxane) monomer has the formula: ##STR23## wherein A is an activated unsaturated group, R is a divalent hydrocarbon radical having from 1 to about 22 carbon atoms, R 1 , R 2 , R 3 and R 4 can be the same or different and is selected from the group consisting of a monovalent hydrocarbon radical or a halogen substituted monovalent hydrocarbon radical each having from 1 to 12 carbon atoms and m is 50 or greater.
Claim 24
Dependent Claim
19 words
The contact lens according to claim 20 wherein m is a number of from about 50 to about 800.
Claim 25
Dependent Claim
55 words
The contact lens according to claim 21 wherein A is selected from the group consisting of 2-cyanoacryloxy, acrylonitryl, acrylamido, acryloxy, methacryloxy, styryl, N-vinyl-2-pyrrolidinone-3-yl, N-vinyl-2-pyrrolidinone-4-yl and N-vinyl-2-pyrrolidinone-5-yl and R is an alkylene radical and R 1 , R 2 , R 3 and R 4 is an alkyl radical having from 1 to 10 carbon atoms.
Claim 26
Dependent Claim
20 words
The contact lens according to claim 22 wherein the alkylene radical has from about 1 to about 4 carbon atoms.
Claim 27
Dependent Claim
20 words
The contact lens according to claim 23 wherein the alkylene radical has from about 3 to about 4 carbon atoms.
Claim 28
Dependent Claim
33 words
The contact lens according to claim 24 wherein R 1 , R 2 , R 3 and R 4 are selected from the group consisting of a methyl radical and a phenyl radical.
Claim 29
Dependent Claim
22 words
The contact lens according to claim 25 wherein R 1 , R 2 , R 3 and R 4 are methyl radicals.
Claim 30
Dependent Claim
77 words
A fillerless, flexible, hydrolytically stable, biologically inert, transparent, resilient, soft, polymeric contact lens with the capability of transporting oxygen sufficiently to meet the requirements of the human cornea comprising a poly(organosiloxane)monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups copolymerized with one or more monomers selected from the group consisting of a lower ester of acrylic and methacrylic acid, styryls, and N-vinyl pyrrolidone forming a copolymer in a crosslinked network.
Claim 31
Dependent Claim
77 words
A fillerless, flexible, hydrolytically stable, biologically inert, transparent, resilient, soft, polymeric contact lens with the capability of transporting oxygen sufficiently to meet the requirements of the human cornea comprising a poly(organosiloxane)monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups copolymerized with one or more monomers selected from the group consisting of a lower ester of acrylic and methacrylic acid, styryls, and N-vinyl pyrrolidone forming a copolymer in a crosslinked network.
Claim 32
Dependent Claim
21 words
The contact lens according to claim 27 wherein the monomers are selected from the group consisting of styrene and N-vinyl pyrrolidone.
Claim 33
Dependent Claim
35 words
The contact lens according to claim 27 wherein the monomer is selected from the group consisting of allyl methacrylate, butoxyethylmethacrylate, cyclohexyl methacrylate, ethyl methacrylate, methylmethacrylate, ethyl hexyl acrylate, n-butyl acrylate, butyl acrylate and N-vinyl pyrrolidone.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-05-07 | 1982-11-06 | 1983-05-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-05-07 | 1986-11-06 | 1987-05-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-05-07 | 1990-11-06 | 1991-05-08 | $7700.00 | Window Closed / Lapsed |