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US4737556A Expired / Lapsed US ⏱️ 0.0 years remaining

Non-hydrous soft contact lens and process for producing the same

Assignee: Ciba Vision Corp
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Filing: 1986-11-28
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Granted: 1988-04-12
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Expires: 2006-11-28
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Abstract

Abstract A non-hydrous soft contact lens comprising a copolymer comprising, as monomer units, 49.9 to 95 mole % of an acrylate represented by Formula (I) shown below, 0 to 10 mole % of acrylic acid or the specified ester thereof, 4.9 to 50 mole % of a methacrylate represented by Formula (II) shown below, and 0.1 to 10 mole % of a crosslinking monomer. ##STR1## wherein R 1 is at least one selected from the group consisting of a particular straight chain fluoroalkyl group and a particular straight chain alkyl group. ##STR2## wherein R 2 is a particular straight chain fluoroalkyl group. The present soft contact lens requires no sterilization by boiling, and has good resistance to stain, good oxygen permeability, good elastic recovery and good shape stability. A process for producing the above non-hydrous soft contact lens, comprising the step of subjecting a rigid precursor lens to treatment(s) of esterification and/or transesterification, is also disclosed.

Inventors

  • 👤 Tetsuo Itoh
  • 👤 Noboru Satoh
  • 👤 Kazuhiko Takahashi
  • 👤 Taro Suminoe
  • 👤 Takao Shimizu

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 02:57
CPC Classifications
G; G02; G02C; G02C7/00; G02C7/02; G02C7/04; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; C; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/22

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 245 words
A non-hydrous soft contact lens comprising a copolymer comprising, as monomer units: (a) 49.9 to 95 mol % of an acrylate having the formula (I): ##STR5## wherein R 1 is at least one group selected from the group consisting of a straight chain fluoroalkyl group having the formula: --(CH 2 ) 1 --C m F n H p , where 1 is an integer of 1 or 2, m is an integer of 3 to 8, n is an integer of 6 or more, p is an integer of 0 or more, and m, n and p satisfy the equation: n+p=2m+1; and a straight chain alkyl group having the formula: --C q H 2q +1, where q is an integer of 4 to 10; (b) 0 to 10 mole % of at least one compound selected from the group consisting of acrylic acid, an acrylic acid alkyl ester and an acrylic acid fluoroalkyl ester having an alkyl group or fluoroalkyl group of 1 to 3 carbon atoms; (c) 4.9 to 50 mole % of a methacrylate having the formula (II): ##STR6## wherein R 2 is a straight chain fluoroalkyl group having the formula: --C x F y H z , where x is an integer of 6 to 8, y is an integer of 12 or more, z is an integer of 0 or more, and x, y and z satisfy the equation: y+z=2x+1; and (d) 0.1 to 10 mole % of a crosslinking monomer.
Claim 2
Dependent Claim 245 words
A non-hydrous soft contact lens comprising a copolymer comprising, as monomer units: (a) 49.9 to 95 mol % of an acrylate having the formula (I): ##STR5## wherein R 1 is at least one group selected from the group consisting of a straight chain fluoroalkyl group having the formula: --(CH 2 ) 1 --C m F n H p , where 1 is an integer of 1 or 2, m is an integer of 3 to 8, n is an integer of 6 or more, p is an integer of 0 or more, and m, n and p satisfy the equation: n+p=2m+1; and a straight chain alkyl group having the formula: --C q H 2q +1, where q is an integer of 4 to 10; (b) 0 to 10 mole % of at least one compound selected from the group consisting of acrylic acid, an acrylic acid alkyl ester and an acrylic acid fluoroalkyl ester having an alkyl group or fluoroalkyl group of 1 to 3 carbon atoms; (c) 4.9 to 50 mole % of a methacrylate having the formula (II): ##STR6## wherein R 2 is a straight chain fluoroalkyl group having the formula: --C x F y H z , where x is an integer of 6 to 8, y is an integer of 12 or more, z is an integer of 0 or more, and x, y and z satisfy the equation: y+z=2x+1; and (d) 0.1 to 10 mole % of a crosslinking monomer.
Claim 3
Dependent Claim 87 words
The soft contact lens according to claim 1, wherein said copolymer comprises, as monomer units, 60 to 80 mole % of the acrylate represented by formula (I), 0 to 5 mole % of the compound selected from the group consisting of acrylic acid, an acrylic acid alkyl ester or acrylic acid fluoroalkyl ester having an alkyl or fluoroalkyl group of 1 to 3 carbon atoms, 19 to 40 mole % of said methacrylate represented by formula (II), and 1 to 5 mole % of said crosslinking monomer.
Claim 4
Dependent Claim 38 words
The soft contact lens according to claim 1, wherein said acrylate represented by Formula (I) is at least one selected from the group consisting of 2,2,3,3,4,4,4-heptafluorobutyl acrylate, 2,2,3,4,4,4-hexafluorobutyl acrylate, 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl acrylate, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl acrylate, n-hexyl acrylate, and n-octyl acrylate.
Claim 5
Dependent Claim 30 words
The soft contact lens according to claim 1, wherein said methacrylate represented by Formula (II) is at least one selected from the group consisting of 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl methacrylate and 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-hepadecafluorodecyl methacrylate.
Claim 6
Dependent Claim 33 words
The soft contact lens according to claim 1, wherein said crosslinking monomer is at least one selected from the group consisting of dimethacrylate esters of ethylene glycol, diethylene glycol, 1,3-butanediol, 1,4-butanediol and 1,6-hexanediol.
Claim 7
Dependent Claim 19 words
The soft contact lens according to claim 1, wherein said copolymer contains 5 to 50% by weight of fluorine.
Claim 8
Dependent Claim 21 words
The soft contact lens according to claim 1, wherein said copolymer has a glass transition temperature of 20° C. or less.
Claim 9
Dependent Claim 86 words
The soft contact lens according to claim 1, wherein said acrylate having the formula (I) is at least one acrylate selected from the group consisting of an acrylic acid fluoroalkyl ester selected from the group consisting of 2,2,3,4,4,4-hexafluorobutyl acrylate, 2,2,3,3,4,4,4-heptafluorobutyl acrylate, 2,2,3,3,4,4,5,5-octafluoropentyl acrylate, 2,2,3,3,4,4,5,5,5-nonafluoropentyl acrylate, 2,2,3,3,4,4,5,5,6,6,7,7,-dodecafluoroheptyl acrylate, 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl acrylate, 3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorooctyl acrylate, 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl acrylate, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-hexadecafluorodecyl acrylate and 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl acrylate; and an acrylic acid alkyl ester selected from the group consisting of n-butyl acrylate, n-pentyl acrylate, n-hexyl acrylate, n-heptyl acrylate, 2-ethylhexyl acrylate, n-octyl acrylate, n-nonyl acrylate, n-decyl acrylate.
Claim 10
Dependent Claim 34 words
The soft contact lens according to claim 1, wherein said methacrylate having the formula (II) is at least one selected from the group consisting of 3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorooctyl methacrylate, 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoroocyl methacrylate, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,-hexadecafluorodecyl methacrylate and 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl methacrylate.
Claim 11
Dependent Claim 19 words
The soft contact lens according to claim 1, wherein said copolymer contains 10 to 45% by weight of fluorine.

References Cited (Backward Citations)

US3950315A Cited
US3850892A Cited
US3808179A Cited
JPS56118408A Cited
JPS5751705A Cited
US4540761A Cited
WO1986004341A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-04-12 1991-10-12 1992-04-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-04-12 1995-10-12 1996-04-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-04-12 1999-10-12 2000-04-12 $7700.00 Window Closed / Lapsed

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