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US4463149A Expired / Lapsed US ⏱️ 0.0 years remaining

Silicone-containing contact lens material and contact lenses made thereof

Assignee: PTC LIQUIDATING Corp
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Filing: 1982-03-29
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Granted: 1984-07-31
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Expires: 2002-03-29
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Abstract

Abstract According to the invention contact lenses are formed of polymerizable substituted alkyl and aryl siloxanes having one or more unsaturated, polymerizable groups. These compounds preferably contain substituted acetoxy or carbomethoxy groups which confer inherent wettability and high polarity. Novel organosiloxanes are provided particularly adaptable for use in forming contact lenses by themselves or copolymerized with other monomeric materials to form useful polymeric materials for contact lenses.

Inventors

  • 👤 Edward J. Ellis

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 08:32
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0838; C08; C08F; C08F283/00; C08F283/12; C08F283/124; C08G; C08G77/00; C08G77/04; C08G77/20

Claims Analysis

Total Claims: 33
Claim 1
Independent Claim 151 words
A contact lens material formed of a siloxane containing one or more unsaturated polymerizable groups for use in contact lens having high oxygen permeability, dimensional stability, inherent wettability, high light transmission, durability, biocompatibility, non-hydrating, chemical stability, and high resistance to proteinaceous accumulation as well as being scratch resistant having the following formula: ##STR4## wherein: X is selected from the group consisting essentially of unsaturated polymerizable methacrylate, acrylate, hydrogen or "Z" groups and mixtures thereof, R is selected from the group consisting essentially of alkylene, cycloalkylene groups having from 1 to about 10 carbon atoms, arylene groups and mixtures thereof, a is an integer from 0 to about 10 where each "a" may be the same or different, n is an integer from 0 to about 10, Z groups are selected from the group consisting essentially of acetoxy, carbomethoxy, glycidoxy, glyceryl, and carboxy with at least one "X" being a "Z" group.
Claim 2
Dependent Claim 151 words
A contact lens material formed of a siloxane containing one or more unsaturated polymerizable groups for use in contact lens having high oxygen permeability, dimensional stability, inherent wettability, high light transmission, durability, biocompatibility, non-hydrating, chemical stability, and high resistance to proteinaceous accumulation as well as being scratch resistant having the following formula: ##STR4## wherein: X is selected from the group consisting essentially of unsaturated polymerizable methacrylate, acrylate, hydrogen or "Z" groups and mixtures thereof, R is selected from the group consisting essentially of alkylene, cycloalkylene groups having from 1 to about 10 carbon atoms, arylene groups and mixtures thereof, a is an integer from 0 to about 10 where each "a" may be the same or different, n is an integer from 0 to about 10, Z groups are selected from the group consisting essentially of acetoxy, carbomethoxy, glycidoxy, glyceryl, and carboxy with at least one "X" being a "Z" group.
Claim 3
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is 1,3-bis(γ-methacryloxypropyl-1,1,3,3-tetra(3-acetoxypropyldimethylsiloxy)disiloxane.
Claim 4
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-tris(4-acetoxyphenyldimethylsiloxy)silane.
Claim 5
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-tris(2-carboxyethyldimethylsiloxy)silane.
Claim 6
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-tris(2-acetoxyethyldimethylsiloxy)silane.
Claim 7
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is 1-γ-methacryloxymethyl-3-(3-acetoxypropyl)-1,1,3,3-tetramethyldisiloxane.
Claim 8
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(trimethylsiloxy)-(3-acetoxypropyldimethylsiloxy)silane.
Claim 9
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(trimethylsiloxy)-(3-carbomethoxypropyldimethylsiloxy)silane.
Claim 10
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(trimethylsiloxy)-(3-hydroxypropyldimethylsiloxy)silane.
Claim 11
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(trimethylsiloxy)-(3-carboxypropyldimethylsiloxy)silane.
Claim 12
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(3-acetoxypropyldimethylsiloxy)-(trimethylsiloxy)silane.
Claim 13
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(3-carbomethoxypropyldimethylsiloxy)-(trimethylsiloxy)silane.
Claim 14
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(3-hydroxypropyldimethylsiloxy)-(trimethylsiloxy)silane.
Claim 15
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(3-carboxypropyldimethylsiloxy)-(trimethylsiloxy)silane.
Claim 16
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-tris(3-acetoxypropyldimethylsiloxy)silane.
Claim 17
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-tris(3-carbomethoxypropyldimethylsiloxy)silane.
Claim 18
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-tris(3-hydroxypropyldimethylsiloxy)silane.
Claim 19
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(pentamethyldisiloxanyl)-(3-acetoxypropyldimethylsiloxy)silane.
Claim 20
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(pentamethyldisiloxyanyl)-(3-carbomethoxypropyldimethylsiloxy)silane.
Claim 21
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(pentamethyldisiloxanyl)-(3-hydroxypropyldimethylsiloxy)silane.
Claim 22
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is γ-methacryloxypropyl-bis(pentamethyldisiloxanyl)-(3-carboxypropyldimethylsiloxy)silane.
Claim 23
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is 1-(γ-methacryloxypropyl)-3-(3-acetoxypropyl)-tetra(trimethylsiloxy)disiloxane.
Claim 24
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is 1-(γ-methacryloxypropyl)-3-(3-carbomethoxypropyl)-tetra(trimethylsiloxy)disiloxane.
Claim 25
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is 1-(γ-methacryloxypropyl)-3-(3-hydroxypropyl)-tetra(trimethylsiloxy)disiloxane.
Claim 26
Dependent Claim 14 words
A contact lens material in accordance with claim 1 wherein said siloxane is 1-(γ-methacryloxypropyl)-3-(3-carboxypropyl)-tetra(trimethylsiloxy)disiloxane.
Claim 27
Dependent Claim 117 words
A contact lens formed of a siloxane containing one or more unsaturated polymerizable groups having the following formula: ##STR5## wherein: X is selected from the group consisting essentially of unsaturated polymerizable methacrylate, acrylate, hydrogen or "Z" groups and mixtures thereof, R is selected from the group consisting essentially of alkylene, cycloalkylene groups having from 1 to about 10 carbon atoms, arylene groups and mixtures thereof, a is an integer from 0 to about 10 where each "a" may be the same or different, n is an integer from 0 to about 10, Z groups are selected from the group consisting essentially of acetoxy, carbomethoxy, glycidoxy, glyceryl, and carboxy with at least one "X" being a "Z" group.
Claim 28
Dependent Claim 117 words
A contact lens formed of a siloxane containing one or more unsaturated polymerizable groups having the following formula: ##STR5## wherein: X is selected from the group consisting essentially of unsaturated polymerizable methacrylate, acrylate, hydrogen or "Z" groups and mixtures thereof, R is selected from the group consisting essentially of alkylene, cycloalkylene groups having from 1 to about 10 carbon atoms, arylene groups and mixtures thereof, a is an integer from 0 to about 10 where each "a" may be the same or different, n is an integer from 0 to about 10, Z groups are selected from the group consisting essentially of acetoxy, carbomethoxy, glycidoxy, glyceryl, and carboxy with at least one "X" being a "Z" group.
Claim 29
Dependent Claim 17 words
A contact lens in accordance with claim 26 wherein said siloxane is copolymerized with a hardening agent.
Claim 30
Dependent Claim 17 words
A contact lens in accordance with claim 26 wherein said siloxane is copolymerized with a wetting agent.
Claim 31
Dependent Claim 14 words
A contact lens in accordance with claim 28 and further including a hardening agent.
Claim 32
Dependent Claim 56 words
A contact lens in accordance with claim 29 wherein said hardening agent is selected from the group consisting of acrylic, methacrylic acid itaconic acid derivatives including esters of a C 1 -C 20 monohydric or polyhydric alkanol, phenol and an acid selected from the class consisting essentially of acrylic and methacrylic acid, itaconate mono and diester.
Claim 33
Dependent Claim 28 words
A contact lens in accordance with claim 30 wherein said wetting agent is selected from the group consisting of neutral monomers, hydrophilic cationic monomers and hydrophilic anionic monomers.

References Cited (Backward Citations)

US4153641A Cited
US4189546A Cited
US4152508A Cited
US4261875A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-07-31 1988-01-30 1988-07-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-07-31 1992-01-30 1992-07-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-07-31 1996-01-30 1996-07-31 $7700.00 Window Closed / Lapsed

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