US4189546A
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Polysiloxane shaped article for use in biomedical applications
Assignee: Bausch and Lomb Inc
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Filing: 1978-12-05
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Granted: 1980-02-19
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Expires: 1998-12-05
Abstract
Abstract Monomeric polysiloxanes end-capped with activated unsaturated groups and polymers and copolymers thereof are disclosed herein for use as contact lenses and biomedical devices 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) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized free radical polymerizably activated unsaturated groups. Contact lenses and biomedical devices i.e. shaped article for use in biomedical applications made therefrom can be "hard" or "soft". This hardness or softness is a function of the comonomer or the molecular weight of the monomers. Preferably the contact lenses and biomedical devices 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 biomedical devices and 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 11:38
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; C; C08; C08F; C08F283/00; C08F283/12; C08F283/124; C08G; C08G77/00; C08G77/04; C08G77/20; C08L; C08L83/00; C08L83/14; G02B1/041; G02B1/043; Y; Y10; Y10S; Y10S128/00; Y10S128/21
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
48 words
A fillerless, hydrolytically stable, biologically inert, transparent, oxygen transporting, polymeric, shaped article for use in biomedical applications other than as contact lenses comprising a poly(organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups forming a homopolymer in a cross-linked network.
Claim 2
Dependent Claim
48 words
A fillerless, hydrolytically stable, biologically inert, transparent, oxygen transporting, polymeric, shaped article for use in biomedical applications other than as contact lenses comprising a poly(organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups forming a homopolymer in a cross-linked network.
Claim 3
Dependent Claim
92 words
The polymeric, shaped article for use in biomedical applications 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
60 words
The shaped article for use in biomedical applications 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
23 words
The shaped article for use in biomedical applications according to claim 3 wherein m is a number of from 0 to about 200.
Claim 6
Dependent Claim
22 words
The shaped article for use in biomedical applications according to claim 4 wherein m is a number from 0 to about 50.
Claim 7
Dependent Claim
22 words
The shaped article for use in biomedical applications according to claim 5 wherein m is a number from 0 to abot 25.
Claim 8
Dependent Claim
72 words
A fillerless, hydrolytically stable, biologically inert, transparent, oxygen transporting, polymeric shaped article for use in biomedical applications other than as contact lenses 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 cross-linked network.
Claim 9
Dependent Claim
72 words
A fillerless, hydrolytically stable, biologically inert, transparent, oxygen transporting, polymeric shaped article for use in biomedical applications other than as contact lenses 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 cross-linked network.
Claim 10
Dependent Claim
26 words
The shaped article for use in biomedical applications according to claim 7 wherein the monomers are selected from the group consisting of styrene and N-vinyl pyrrolidone.
Claim 11
Dependent Claim
40 words
The shaped article for use in biomedical applications according to claim 7 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 12
Dependent Claim
52 words
A fillerless, flexible, hydrolytically stable, biologically inert, transparent, resilient, soft, oxygen transporting, polymeric, shaped article for use in biomedical applications other than as contact lenses comprising a poly (organosiloxane) monomer α,ω terminally bonded throgh divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups forming a homopolymer in a crosslinked network.
Claim 13
Dependent Claim
52 words
A fillerless, flexible, hydrolytically stable, biologically inert, transparent, resilient, soft, oxygen transporting, polymeric, shaped article for use in biomedical applications other than as contact lenses comprising a poly (organosiloxane) monomer α,ω terminally bonded throgh divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated groups forming a homopolymer in a crosslinked network.
Claim 14
Dependent Claim
91 words
The shaped article for use in biomedical applications according to claim 10 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 15
Dependent Claim
24 words
The shaped article for use in biomedical applications according to claim 11 wherein m is a number of from abot 50 to abot 800.
Claim 16
Dependent Claim
60 words
The shaped article for use in biomedical applications according to claim 12 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 17
Dependent Claim
25 words
The shaped article for use in biomedical applications according to claim 13 wherein the alkylene adical has from about 1 to about 4 carbon atoms.
Claim 18
Dependent Claim
25 words
The shaped article for use in biomedical applications according to claim 14 wherein the alkylene radical has from about 3 to abot 4 carbon atoms.
Claim 19
Dependent Claim
38 words
The shaped article for use in biomedical applications according to claim 15 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 20
Dependent Claim
27 words
The shaped article for use in biomedical applications according to claim 16 wherein R 1 , R 2 , R 3 and R 4 are methyl radicals.
Claim 21
Dependent Claim
55 words
The shaped article for use in biomedical applications according to claim 10 wherein the contact lens comprises a poly(organosiloxane) terminally bonded through a divalent hydrocarbon group to an activated unsaturated group 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.
Claim 22
Dependent Claim
26 words
The shaped article for use in biomedical applications according to claim 18 wherein the monomers are selected from the group consisting of styrene and N-vinyl pyrrolidone.
Claim 23
Dependent Claim
76 words
A fillerless, flexible, hydrolytically stable, biologically inert, transparent, resilient, soft, oxygen transporting, polymeric, shaped article for use in biomedical applications other than as contact lenses comprising a poly (organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated grops 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 24
Dependent Claim
76 words
A fillerless, flexible, hydrolytically stable, biologically inert, transparent, resilient, soft, oxygen transporting, polymeric, shaped article for use in biomedical applications other than as contact lenses comprising a poly (organosiloxane) monomer α,ω terminally bonded through divalent hydrocarbon groups to polymerized, free radical polymerizably activated, unsaturated grops 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 25
Dependent Claim
26 words
The shaped article for use in biomedical applications according to claim 20 wherein the monomers are selected from the group consisting of styrene and N-vinyl pyrrolidone.
Claim 26
Dependent Claim
40 words
The shaped article for use in biomedical applications according to claim 20 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.
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) | 1983-02-18 | 1983-08-20 | 1984-02-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-02-18 | 1987-08-20 | 1988-02-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-02-18 | 1991-08-20 | 1992-02-19 | $7700.00 | Window Closed / Lapsed |