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US4686267A Expired / Lapsed US ⏱️ 0.0 years remaining

Fluorine containing polymeric compositions useful in contact lenses

Assignee: B&L International Holdings Corp
•
Filing: 1985-10-11
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Granted: 1987-08-11
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Expires: 2005-10-11
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Abstract

Abstract Improved contact lens compositions are achieved through incorporation of a fluorine containing mono or diester of itaconic acid in siloxane polymeric contact lens compositions. Copolymers include components which modify contact lens mechanical, optical and transport properties as well as surface characteristics to achieve at least some compositions having an oxygen permeability of at least DK35 with a refractive index of from 1.35 to 1.5 and a percent hydration below 2 percent of total weight. Contact lenses made of materials of this invention are highly permeable to oxygen and resistant to the deposition of tear components providing extended wear capability through improved biocompatibility.

Inventors

  • 👤 Edward J. Ellis
  • 👤 Jeanne Y. Ellis

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 17:48
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; C; C08; C08F; C08F230/00; C08F230/04; C08F230/08; C08F290/00; C08F290/02; C08F290/06; C08F290/062; C08F290/068

Claims Analysis

Total Claims: 39
Claim 1
Independent Claim 365 words
An oxygen permeable dimensionally stable, hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR3## wherein: Z 1 and Z 2 can be the same or different and are each of a group selected from among the following with at least one of Z 1 or Z 2 containing fluorine: hydrogen, straight chain alkyl groups or fluoro substituted alkyl groups containing from 1 to 18 carbon atoms, branched chain alkyl groups or fluoro substituted alkyl groups containing from 4 to 18 carbon atoms, cyclic alkyl groups or fluoro substituted cyclic alkyl groups containing from 5 to 18 carbon atoms, phenyl groups and fluoro substituted phenyl groups, or benzyl and fluoro substituted benzyl groups, phenethyl and fluoro substituted phenethyl groups, ethers and polyethers of the general structure (C.sub.x P.sub.2x O).sub.e -(C.sub.y P.sub.2y+1) wherein: "P" is hydrogen or fluorine "x" is an integer from 1 to 4 "y" is an integer from 1 to 10 "e" is an integer from 1 to 10, (B) 95 to 40% by weight of at least one organic comonomer of an ethylenically unsaturated organosiloxane having the following formula: ##EQU6## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy, vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms and a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups "R" and "b" may be the same or different within each "i" moiety.
Claim 2
Dependent Claim 365 words
An oxygen permeable dimensionally stable, hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR3## wherein: Z 1 and Z 2 can be the same or different and are each of a group selected from among the following with at least one of Z 1 or Z 2 containing fluorine: hydrogen, straight chain alkyl groups or fluoro substituted alkyl groups containing from 1 to 18 carbon atoms, branched chain alkyl groups or fluoro substituted alkyl groups containing from 4 to 18 carbon atoms, cyclic alkyl groups or fluoro substituted cyclic alkyl groups containing from 5 to 18 carbon atoms, phenyl groups and fluoro substituted phenyl groups, or benzyl and fluoro substituted benzyl groups, phenethyl and fluoro substituted phenethyl groups, ethers and polyethers of the general structure (C.sub.x P.sub.2x O).sub.e -(C.sub.y P.sub.2y+1) wherein: "P" is hydrogen or fluorine "x" is an integer from 1 to 4 "y" is an integer from 1 to 10 "e" is an integer from 1 to 10, (B) 95 to 40% by weight of at least one organic comonomer of an ethylenically unsaturated organosiloxane having the following formula: ##EQU6## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy, vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms and a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups "R" and "b" may be the same or different within each "i" moiety.
Claim 3
Dependent Claim 38 words
A contact lens material in accordance with claim 1 wherein said material has an oxygen permeability of at least DK35 with a refractive index of from 1.35 to 1.5 and a percent hydration below 2% of total weight.
Claim 4
Dependent Claim 410 words
An oxygen permeable dimensionally stable hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR4## wherein: Z 1 and Z 2 can be the same or different and are each of a group selected from among the following with at least one of Z 1 or Z 2 containing fluorine: hydrogen, straight chain alkyl groups or fluoro substituted alkyl groups containing from 1 to 18 carbon atoms, branched chain alkyl groups or fluoro substituted alkyl groups containing from 4 to 18 carbon atoms cyclic alkyl groups or fluoro substituted cyclic alkyl groups containing from 5 to 18 carbon atoms, phenyl groups and fluoro substituted phenyl groups, or benzyl and fluoro substituted benzyl groups, phenethyl and fluoro substituted phenethyl groups, ethers and polyethers of the general structure (C.sub.x P.sub.2x O).sub.e -(C.sub.y P.sub.2y+1) wherein: "P" is hydrogen or fluorine "x" is an integer from 1 to 4 "y" is an integer from 1 to 10 "e" is an integer from 1 to 10, (B) from 95 to 40% by weight of at least one ethylenically unsaturated organosiloxane having the following formula: ##EQU7## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy, vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms and a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups, "R" and "b" may be the same or different within each "i" moiety, (C) 0 to 55% by weight of the entire composition of a vinyl monomer hardness modifying agent, (D) 0 to 55% by weight of the entire composition of a hydrophilic organic monomer, (E) 0 to 20% by weight of the entire composition of a non-siloxane containing cross-linking monomer.
Claim 5
Dependent Claim 410 words
An oxygen permeable dimensionally stable hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR4## wherein: Z 1 and Z 2 can be the same or different and are each of a group selected from among the following with at least one of Z 1 or Z 2 containing fluorine: hydrogen, straight chain alkyl groups or fluoro substituted alkyl groups containing from 1 to 18 carbon atoms, branched chain alkyl groups or fluoro substituted alkyl groups containing from 4 to 18 carbon atoms cyclic alkyl groups or fluoro substituted cyclic alkyl groups containing from 5 to 18 carbon atoms, phenyl groups and fluoro substituted phenyl groups, or benzyl and fluoro substituted benzyl groups, phenethyl and fluoro substituted phenethyl groups, ethers and polyethers of the general structure (C.sub.x P.sub.2x O).sub.e -(C.sub.y P.sub.2y+1) wherein: "P" is hydrogen or fluorine "x" is an integer from 1 to 4 "y" is an integer from 1 to 10 "e" is an integer from 1 to 10, (B) from 95 to 40% by weight of at least one ethylenically unsaturated organosiloxane having the following formula: ##EQU7## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy, vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms and a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups, "R" and "b" may be the same or different within each "i" moiety, (C) 0 to 55% by weight of the entire composition of a vinyl monomer hardness modifying agent, (D) 0 to 55% by weight of the entire composition of a hydrophilic organic monomer, (E) 0 to 20% by weight of the entire composition of a non-siloxane containing cross-linking monomer.
Claim 6
Dependent Claim 26 words
A contact lens material in accordance with claim 1 and further comprising an aromatic containing organic vinyl monomer and a refractive index of at least 1.5.
Claim 7
Dependent Claim 30 words
A contact lens material in accordance with claim 3 wherein said hardness modifying agent is selected from the class consisting of esters of acrylic acid, methacrylic acid and itaconic acid.
Claim 8
Dependent Claim 23 words
A contact lens material in accordance with claim 1 wherein from 5 to 30% of said ethylenically unsaturated organosiloxanes are multifunctional, unsaturated organosiloxanes.
Claim 9
Dependent Claim 25 words
A contact lens material in accordance with claim 1 and further comprising from about 5 to about 25% by weight of a hydrophilic organic monomer.
Claim 10
Dependent Claim 26 words
A contact lens material in accordance with claim 1 and further comprising from about 1 to about 10% by weight of a non-siloxane containing crosslinking monomer.
Claim 11
Dependent Claim 25 words
A contact lens material in accordance with claim 1 and further comprising from about 10 to about 25% by weight of a hardness modifying agent.
Claim 12
Dependent Claim 29 words
A contact lens material in accordance with claim 1 wherein Z 1 is hydrogen and Z 2 is a fluorinated alkyl group having from 1 to 8 carbon atoms.
Claim 13
Dependent Claim 26 words
A contact lens material in accordance with claim 1 wherein Z 1 and Z 2 are fluorinated alkyl groups having from 1 to 8 carbon atoms.
Claim 14
Dependent Claim 29 words
A contact lens material in accordance with claim 3 wherein said hardness modifying agent is not present and said hydrophilic organic monomer and non-siloxane containing crosslinking monomer are present.
Claim 15
Dependent Claim 26 words
A contact lens material in accordance with claim 3 wherein Z 1 and Z 2 are fluorinated alkyl groups containing from 1 to 8 carbon atoms.
Claim 16
Dependent Claim 18 words
A contact lens material in accordance with claim 1 wherein said fluorine containing itaconate diester is bis(1,1,1,3,3,3-hexafluoro-2-propyl) itaconate.
Claim 17
Dependent Claim 27 words
An oxygen permeable dimensionally stable hydrophilic contact lens material in accordance with claim 3 wherein said organosiloxane is tris(trimethylsiloxy) silylpropyl methacrylate admixed with 1,3-bis(methacryloxypropyl)1,1,3,3-tetrakis (trimethyl siloxy) disiloxane.
Claim 18
Dependent Claim 30 words
A contact lens material formed from polymerization of a monomeric mixture of bis(1,1,1,3,3,3-hexafluoro-2-propyl) itaconate, bis(methacryloxypropyl)1,1,3,3-tetrakis (trimethyl siloxy) disiloxane, tris(trimethylsiloxy) ilylpropyl methacrylate, methylmethacrylate, n-vinyl pyrrolidone, methacrylic acid and tetraethylene glycol dimethacrylate.
Claim 19
Dependent Claim 30 words
A contact lens material formed from polymerization of a monomeric mixture of bis(1,1,1,3,3,3-hexafluoro-2-propyl) itaconate, bis(methacryloxypropyl)1,1,3,3-tetrakis (trimethyl siloxy) disiloxane, tris(trimethylsiloxy) ilylpropyl methacrylate, methylmethacrylate, n-vinyl pyrrolidone, methacrylic acid and tetraethylene glycol dimethacrylate.
Claim 20
Dependent Claim 32 words
A contact material in accordance with claim 3 wherein said hydrophilic organic monomer is present and is selected from the class consisting of acrylic acid, methacrylic acid, and monoesters of itaconic acid.
Claim 21
Dependent Claim 371 words
A contact lens formed from an oxygen permeable dimensionally stable, hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR5## wherein: Z 1 and Z 2 can be the same or different and are each of a group selected from among the following with at least one of Z 1 or Z 2 containing fluorine: hydrogen, straight chain alkyl groups or fluoro substituted alkyl groups containing from 1 to 18 carbon atoms, branched chain alkyl groups or fluoro substituted alkyl groups containing from 4 to 18 carbon atoms, cyclic alkyl groups or fluoro substituted cyclic alkyl groups containing from 5 to 18 carbon atoms, phenyl groups and fluoro substituted phenyl groups, or benzyl and fluoro substituted benzyl groups, phenethyl and fluoro substituted phenethyl groups, ethers and polyethers of the general structure (C.sub.x P.sub.2x O).sub.e -(C.sub.y P.sub.2y+1) wherein: "P" is hydrogen or fluorine "x" is an integer from 1 to 4 "y" is an integer from 1 to 10 "e" is an integer from 1 to 10, (B) 95 to 40% by weight of at least one organic comonomer of an ethylenically unsaturated organosiloxane having the following formula: ##EQU8## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy and vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms, and a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups "R" and "b" may be the same or different within each "i" moiety.
Claim 22
Dependent Claim 371 words
A contact lens formed from an oxygen permeable dimensionally stable, hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR5## wherein: Z 1 and Z 2 can be the same or different and are each of a group selected from among the following with at least one of Z 1 or Z 2 containing fluorine: hydrogen, straight chain alkyl groups or fluoro substituted alkyl groups containing from 1 to 18 carbon atoms, branched chain alkyl groups or fluoro substituted alkyl groups containing from 4 to 18 carbon atoms, cyclic alkyl groups or fluoro substituted cyclic alkyl groups containing from 5 to 18 carbon atoms, phenyl groups and fluoro substituted phenyl groups, or benzyl and fluoro substituted benzyl groups, phenethyl and fluoro substituted phenethyl groups, ethers and polyethers of the general structure (C.sub.x P.sub.2x O).sub.e -(C.sub.y P.sub.2y+1) wherein: "P" is hydrogen or fluorine "x" is an integer from 1 to 4 "y" is an integer from 1 to 10 "e" is an integer from 1 to 10, (B) 95 to 40% by weight of at least one organic comonomer of an ethylenically unsaturated organosiloxane having the following formula: ##EQU8## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy and vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms, and a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups "R" and "b" may be the same or different within each "i" moiety.
Claim 23
Dependent Claim 43 words
A contact lens formed from a contact lens material in accordance with claim 18 wherein said material has an oxygen permeability of at least DK35 with a refractive index of from 1.35 to 1.5 and a percent hydration below 2% of total weight.
Claim 24
Dependent Claim 416 words
A contact lens formed from an oxygen permeable dimensionally stable hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR6## wherein: Z 1 and Z 2 can be the same or different and are each of a group selected from among the following with at least one of Z 1 or Z 2 containing fluorine: hydrogen, straight chain alkyl groups or fluoro substituted alkyl groups containing from 1 to 18 carbon atoms, branched chain alkyl groups or fluoro substituted alkyl groups containing from 4 to 18 carbon atoms cyclic alkyl groups or fluoro substituted cyclic alkyl groups containing from 5 to 18 carbon atoms, phenyl groups and fluoro substituted phenyl groups, or benzyl and fluoro substituted benzyl groups, phenethyl and fluoro substituted phenethyl groups, ethers and polyethers of the general structure (C.sub.x P.sub.2x O).sub.e -(C.sub.y P.sub.2y+1) wherein: "P" is hydrogen or fluorine "x" is an integer from 1 to 4 "y" is an integer from 1 to 10 "e" is an integer from 1 to 10, (B) from 30 to 95% by weight of at least one ethylenically unsaturated organosiloxane having the following formula: ##EQU9## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy and vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms, and a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, chain alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups "R" and "b" may be the same or different within each "i" moiety, (C) 0 to 55% by weight of the entire composition of a vinyl monomer modifying agent, (D) 0 to 55% by weight of the entire composition of a hydrophilic organic monomer, (E) 0 to 20% by weight of the entire composition of a non-siloxane containing cross-linking monomer.
Claim 25
Dependent Claim 416 words
A contact lens formed from an oxygen permeable dimensionally stable hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR6## wherein: Z 1 and Z 2 can be the same or different and are each of a group selected from among the following with at least one of Z 1 or Z 2 containing fluorine: hydrogen, straight chain alkyl groups or fluoro substituted alkyl groups containing from 1 to 18 carbon atoms, branched chain alkyl groups or fluoro substituted alkyl groups containing from 4 to 18 carbon atoms cyclic alkyl groups or fluoro substituted cyclic alkyl groups containing from 5 to 18 carbon atoms, phenyl groups and fluoro substituted phenyl groups, or benzyl and fluoro substituted benzyl groups, phenethyl and fluoro substituted phenethyl groups, ethers and polyethers of the general structure (C.sub.x P.sub.2x O).sub.e -(C.sub.y P.sub.2y+1) wherein: "P" is hydrogen or fluorine "x" is an integer from 1 to 4 "y" is an integer from 1 to 10 "e" is an integer from 1 to 10, (B) from 30 to 95% by weight of at least one ethylenically unsaturated organosiloxane having the following formula: ##EQU9## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy and vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms, and a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, chain alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups "R" and "b" may be the same or different within each "i" moiety, (C) 0 to 55% by weight of the entire composition of a vinyl monomer modifying agent, (D) 0 to 55% by weight of the entire composition of a hydrophilic organic monomer, (E) 0 to 20% by weight of the entire composition of a non-siloxane containing cross-linking monomer.
Claim 26
Dependent Claim 31 words
A contact lens formed from a contact lens material in accordance with claim 18 and further comprising an aromatic containing organic vinyl monomer and a refractive index of at least 1.5.
Claim 27
Dependent Claim 244 words
An oxygen permeable dimensionally stable, hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from: (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR7## wherein: Z 1 and Z 2 can be hydrogen or an organic group with at least one of Z 1 or Z 2 containing fluorine, (B) 95 to 40% by weight of at least one organic comonomer of an ethylenically unsaturated organosiloxane having the following formula: ##EQU10## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy, vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical havng from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms, or a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups, "R" and "b" may be the same or different within each "i" moiety.
Claim 28
Dependent Claim 244 words
An oxygen permeable dimensionally stable, hydrophilic, contact lens material of high transparency, comprising a polymer formed by free radical polymerization from: (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having the structure: ##STR7## wherein: Z 1 and Z 2 can be hydrogen or an organic group with at least one of Z 1 or Z 2 containing fluorine, (B) 95 to 40% by weight of at least one organic comonomer of an ethylenically unsaturated organosiloxane having the following formula: ##EQU10## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy, vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical havng from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms, or a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups, "R" and "b" may be the same or different within each "i" moiety.
Claim 29
Dependent Claim 12 words
The material of claim 1 in the form of a contact lens.
Claim 30
Dependent Claim 259 words
An oxygen permeable contact lens material of high transparency comprised of a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having a structure: ##STR8## wherein: Z 1 and Z 2 can be hydrogen or an organic group with at least one of Z 1 or Z 2 containing fluorine, (B) 95 to 10% by weight of at least one organic comonomer of an ethylenically unsaturated organosiloxane having the following formula: ##EQU11## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy, vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms, or a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups, "R" and "b" may be the same or different within each "i" moiety and (C) from 85 to 20% by weight of a refractive index modifying aromatic group containing monomer.
Claim 31
Dependent Claim 259 words
An oxygen permeable contact lens material of high transparency comprised of a polymer formed by free radical polymerization from (A) 5 to 60% by weight of a fluorine containing itaconate mono or diester having a structure: ##STR8## wherein: Z 1 and Z 2 can be hydrogen or an organic group with at least one of Z 1 or Z 2 containing fluorine, (B) 95 to 10% by weight of at least one organic comonomer of an ethylenically unsaturated organosiloxane having the following formula: ##EQU11## wherein: "X" is an ethylenically unsaturated group selected from the group consisting of vinyl, acryloxy, methacryloxy, vinyloxy, and carbovinyloxy, "Y" represents no group or is selected from the group consisting of a divalent alkane radical having from 1 to 10 carbon atoms, a divalent alkene radical having 2 to 10 carbon atoms, or a phenylene radical, "a" is an integer from 1 to 10, "n" is an integer from 2 to 30, "b" is an integer from 0 to 3 and may be the same or different within each "i" moiety, "R" is selected from the class consisting of hydrogen, hydroxy, alkoxy, carboalkoxy, alkyl and substituted alkyl groups containing from 1 to 20 carbon atoms, cyclic alkyl or substituted cyclic alkyl groups containing from 5 to 10 carbon atoms, phenyl and substituted phenyl groups, benzyl and substituted benzyl groups and phenethyl and substituted phenethyl groups, "R" and "b" may be the same or different within each "i" moiety and (C) from 85 to 20% by weight of a refractive index modifying aromatic group containing monomer.
Claim 32
Dependent Claim 32 words
A contact lens material in accordance with claim 24 wherein said aromatic group containing monomer is selected from the class consisting of styryls, vinyl naphthyls, arylacrylates, arylmethacrylates and arylitaconates and mixtures thereof.
Claim 33
Dependent Claim 29 words
A contact lens material in accordance with claim 24 wherein said contact lens material has a refractive index of at least 1.5 and a DK of at least 10.
Claim 34
Dependent Claim 2 words
Bis(1,1,1.3,3,3-hexafluoro-2-propyl) itaconate.
Claim 35
Dependent Claim 2 words
Bis(1,1,1.3,3,3-hexafluoro-2-propyl) itaconate.
Claim 36
Dependent Claim 29 words
A contact lens material formed from polymerization of a monomeric mixture of bis(1,1,1,3,3,3-hexafluoro-2-propyl) itaconate, bis(methacryloxypropyl)1,1,3,3-tetrakis (trimethyl siloxy) disiloxane, tris(trimethylsiloxy) silylpropyl methacrylate, n-vinyl pyrrolidone, methacrylic acid and tetraethylene glycol dimethacrylate.
Claim 37
Dependent Claim 29 words
A contact lens material formed from polymerization of a monomeric mixture of bis(1,1,1,3,3,3-hexafluoro-2-propyl) itaconate, bis(methacryloxypropyl)1,1,3,3-tetrakis (trimethyl siloxy) disiloxane, tris(trimethylsiloxy) silylpropyl methacrylate, n-vinyl pyrrolidone, methacrylic acid and tetraethylene glycol dimethacrylate.
Claim 38
Dependent Claim 28 words
A contact lens material formed from polymerization of a monomeric mixture of bis(1,1,1,3,3,3-hexafluoro-2-propyl) itaconate, bis(methacryloxypropyl)1,1,3,3-tetrakis (trimethyl siloxy) disiloxane, tris(trimethylsiloxy) silylpropyl methacrylate, methylmethacrylate, methacrylic acid and tetraethylene glycol dimethacrylate.
Claim 39
Dependent Claim 28 words
A contact lens material formed from polymerization of a monomeric mixture of bis(1,1,1,3,3,3-hexafluoro-2-propyl) itaconate, bis(methacryloxypropyl)1,1,3,3-tetrakis (trimethyl siloxy) disiloxane, tris(trimethylsiloxy) silylpropyl methacrylate, methylmethacrylate, methacrylic acid and tetraethylene glycol dimethacrylate.

References Cited (Backward Citations)

US3671574A Cited
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Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-08-10 1991-02-09 1991-08-11 $2000.00 Window Closed / Lapsed
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