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US4839109A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for producing a contact lens

Assignee: Tokyo Contact Lens Research Institute
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Filing: 1986-07-16
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Granted: 1989-06-13
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Expires: 2006-07-16
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Abstract

Abstract A mixture of a specified siloxanylalkyl ester monomer and a specified vinyl monomer is polymerized by exposure to an ionizing radiation at low temperatures and the resulting polymer is worked with a lathe cut to form a contact lens. The contact lens obtained is free from any optical distortion, has good dimensional stability and exhibits high oxygen permeability. In a preferred embodiment, a monomer mixture comprising a siloxanylalkyl ester, a methacrylate or acrylate, N-vinylpyrrolidone, and a small amount of a dimethacrylate or diacrylate is exposed to a total dose of 1×10 5 -5×10 6 roentgens at a low temperature (-80° C. to -20° C. and at a dose rate of 8×10 4 -2×10 6 roentgens per hour, and the resulting polymer is worked into a contact lens by a suitable forming process involving cutting, grinding and polishing operations.

Inventors

  • 👤 Isao Kaetsu
  • 👤 Minoru Kumakura
  • 👤 Hidenari Suyama
  • 👤 Nobuo Kameda
  • 👤 Hideo Koyama

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 08:28
CPC Classifications
C; C08; C08F; C08F230/00; C08F230/04; C08F230/08; G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 346 words
A process for producing a contact lens comprising the steps of: polymerizing a monomer mixture containing a siloxanylalkyl ester monomer within Group I shown below, a vinyl monomer within Group II or Group III shown below in the presence of a crosslinking agent within Group IV shown below by exposure to gamma ray radiation at a temperature between -100° C. and 0° C.; and forming resulting polymer into a contact lens by working on a lathe; said Groups I, II, III and IV being defined as follows: Group I: a siloxanylalkyl methacrylate or acrylate monomer represented by the following general formula: ##STR6## where A, R 1 , R 2 , R 3 , R 4 , and R 5 are each a methyl or phenyl group; R 6 is a hydrogen atom or a methyl group; a and b are each an integer of 0. to 3; c and d are each an integer of 0 to 2; and e is 0 or 1; Group II: a methacrylate or acrylate monomer represented by the following formula: ##STR7## where R 1 is a hydrogen atom or a methyl group; R 2 is a methylene or oxymethylene unit; R 3 is one member selected from the group consisting of methyl, ethyl, propyl, cyclohexyl, phenyl, fluorine-containing alkyl and fluorine-containing aryl groups; and n is an integer of 0 to 14; Group III: a compound represented by the following formula, or N-vinylpyrrolidone: ##STR8## where R is a hydrogen atom or a methyl group; and n is an integer of 0 to 14, an m is 0 when n is 0 and 1 when n is more than 1; and Group IV: a crosslinking agent represented by the following formula: ##STR9## where R 1 is a hydrogen atom or a methyl group; R 2 is one member selected from the group consisting of --CH 2 --CH 2 --0--, ##STR10## R 3 is one member selected from the group consisting of CH 3 --, CH 3 CH 2 -- and -CH 2 OH; and y is an integer of 1 to 14.
Claim 2
Dependent Claim 346 words
A process for producing a contact lens comprising the steps of: polymerizing a monomer mixture containing a siloxanylalkyl ester monomer within Group I shown below, a vinyl monomer within Group II or Group III shown below in the presence of a crosslinking agent within Group IV shown below by exposure to gamma ray radiation at a temperature between -100° C. and 0° C.; and forming resulting polymer into a contact lens by working on a lathe; said Groups I, II, III and IV being defined as follows: Group I: a siloxanylalkyl methacrylate or acrylate monomer represented by the following general formula: ##STR6## where A, R 1 , R 2 , R 3 , R 4 , and R 5 are each a methyl or phenyl group; R 6 is a hydrogen atom or a methyl group; a and b are each an integer of 0. to 3; c and d are each an integer of 0 to 2; and e is 0 or 1; Group II: a methacrylate or acrylate monomer represented by the following formula: ##STR7## where R 1 is a hydrogen atom or a methyl group; R 2 is a methylene or oxymethylene unit; R 3 is one member selected from the group consisting of methyl, ethyl, propyl, cyclohexyl, phenyl, fluorine-containing alkyl and fluorine-containing aryl groups; and n is an integer of 0 to 14; Group III: a compound represented by the following formula, or N-vinylpyrrolidone: ##STR8## where R is a hydrogen atom or a methyl group; and n is an integer of 0 to 14, an m is 0 when n is 0 and 1 when n is more than 1; and Group IV: a crosslinking agent represented by the following formula: ##STR9## where R 1 is a hydrogen atom or a methyl group; R 2 is one member selected from the group consisting of --CH 2 --CH 2 --0--, ##STR10## R 3 is one member selected from the group consisting of CH 3 --, CH 3 CH 2 -- and -CH 2 OH; and y is an integer of 1 to 14.
Claim 3
Dependent Claim 42 words
A process according to claim 1 wherein the monomer mixture comprises 10-50 parts by weight of a compound of Group I, 20-60 parts by weight of a compound of Group II or 5-40 parts by weight of a compound of Group III.
Claim 4
Dependent Claim 53 words
A process according to claim 1 wherein the monomer mixture contains 10-50 parts by weight of a compound of Group I, 20-60 parts by weight of a compound of Group II or 5-40 parts by weight of a compound of Group III, and 0.1-20 parts by weight of a compound of Group IV.

References Cited (Backward Citations)

US3916033A Cited
US3983083A Cited
US4138300A Cited
US4120570A Cited
US4330383A Cited
US4248989A Cited
US4306042A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-06-12 1992-12-12 1993-06-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-06-12 1996-12-12 1997-06-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-06-12 2000-12-12 2001-06-13 $7700.00 Window Closed / Lapsed

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