US4330383A
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US
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Dimensionally stable oxygen permeable hard contact lens material and method of manufacture
Assignee: B&L International Holdings Corp
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Filing: 1980-07-28
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Granted: 1982-05-18
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Expires: 2000-07-28
Abstract
Abstract Improved contact lens materials are obtained from copolymers containing a siloxanyl alkyl ester vinyl monomer by exposing the materials to high energy radiation thereby reducing the amount of unreacted monomer and residual contaminants.
Inventors
- 👤 Edward J. Ellis
- 👤 Louis Mager
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 17:54
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
68 words
A method of improving dimensional stability of polymeric materials useful for hard contact lenses, said method comprising selecting a polymeric material formed from a siloxanyl alkyl ester vinyl monomer and at least one other organic unsaturated copolymeric monomer to a solid state having a minor amount of unreacted monomer and exposing said material to high energy radiation to reduce the amount of unreacted monomer and improve dimensional stability.
Claim 2
Independent Claim
68 words
A method of improving dimensional stability of polymeric materials useful for hard contact lenses, said method comprising selecting a polymeric material formed from a siloxanyl alkyl ester vinyl monomer and at least one other organic unsaturated copolymeric monomer to a solid state having a minor amount of unreacted monomer and exposing said material to high energy radiation to reduce the amount of unreacted monomer and improve dimensional stability.
Claim 3
Dependent Claim
19 words
A method in accordance with the method of claim 1 wherein said polymeric material is an oxygen permeable material.
Claim 4
Dependent Claim
201 words
A method in accordance with the method of claim 1 wherein said polymeric material consists essentially of a polymer formed from (a) 30-80% by weight of a siloxanyl alkyl ester monomer having the following formula: ##STR7## wherein R 1 is selected from the class of hydrogen or methyl groups, "a" is an integer from one to three, "b" and "c" are integers from zero to two, "d" is an integer from zero to one, A is selected from the class of methyl or phenyl groups, R 2 is selected from the class of methyl or phenyl groups, R 3 and R 4 represent either no group (cyclic ring from "c" to "d") or methyl or phenyl groups. (b) 5 to 60% by weight of an itaconate mono- or di- ester, (c) 1 to 60 parts by weight of an ester of a C 1 -C 20 monohydric or polyhydric alkanol or phenol and an acid selected from the class consisting essentially of acrylic and methacrylic acid, (d) 0.1 to 10% by weight of a cross-linking agent, (e) 1 to 20% by weight of a hydrophilic monomer to impart hydrophilic properties to the surface of the contact lens material of this invention.
Claim 5
Dependent Claim
92 words
A method in accordance with claim 3 wherein said siloxanyl alkyl ester monomer (a) is present in an amount of from 40 to 55% by weight, said itaconate ester (b) is present in an amount of from 20 to 40% by weight, said ester (c) is present in an amount of from 20 to 40% by weight, said cross-linking agent is present in an amount of from 0.1 to 10% by weight, and said hydrophilic monomer is present in an amount of from 1 to 20% by weight of the entire composition.
Claim 6
Independent Claim
188 words
A method of improving dimensional stability of materials useful for hard contact lenses, said method comprising selecting a polymeric material which is a solid copolymer of comonomers consisting essentially of: (a) about 10 to 60 parts by weight of a polysiloxanylalkyl ester of the structure ##STR8## wherein: (1) X and Y are selected from the class consisting of C 1 -C 5 alkyl groups, phenyl groups and Z groups, (2) is a group of the structure ##STR9## (3) A is selected from the class consisting of C 1 -C 5 alkyl groups and phenyl groups, (4) R is selected from the class consisting of methyl groups and hydrogen, (5) m is an integer from one to five, and (6) n is an integer from one to three; and (b) about 40 to 90 parts by weight of an ester of a C 1 -C 20 monohydric alkanol and an acid selected from the class consisting of acrylic and methacrylic acids, said copolymer having a small amount of unreacted monomer, and exposing said copolymer to high energy radiation to reduce the amount of unreacted monomer and improve dimensional stability.
Claim 7
Independent Claim
188 words
A method of improving dimensional stability of materials useful for hard contact lenses, said method comprising selecting a polymeric material which is a solid copolymer of comonomers consisting essentially of: (a) about 10 to 60 parts by weight of a polysiloxanylalkyl ester of the structure ##STR8## wherein: (1) X and Y are selected from the class consisting of C 1 -C 5 alkyl groups, phenyl groups and Z groups, (2) is a group of the structure ##STR9## (3) A is selected from the class consisting of C 1 -C 5 alkyl groups and phenyl groups, (4) R is selected from the class consisting of methyl groups and hydrogen, (5) m is an integer from one to five, and (6) n is an integer from one to three; and (b) about 40 to 90 parts by weight of an ester of a C 1 -C 20 monohydric alkanol and an acid selected from the class consisting of acrylic and methacrylic acids, said copolymer having a small amount of unreacted monomer, and exposing said copolymer to high energy radiation to reduce the amount of unreacted monomer and improve dimensional stability.
Claim 8
Independent Claim
65 words
A method of improving dimensional stability of materials useful for hard contact lenses, said method comprising selecting a solid copolymeric material from a siloxanyl alkyl ester vinyl monomer and monomer selected from the group consisting essentially of itaconate ester, acrylate ester, methacrylate ester and mixtures thereof, and treating said material with high energy radiation to reduce the amount of unreacted monomer and improve dimensional stability.
Claim 9
Independent Claim
65 words
A method of improving dimensional stability of materials useful for hard contact lenses, said method comprising selecting a solid copolymeric material from a siloxanyl alkyl ester vinyl monomer and monomer selected from the group consisting essentially of itaconate ester, acrylate ester, methacrylate ester and mixtures thereof, and treating said material with high energy radiation to reduce the amount of unreacted monomer and improve dimensional stability.
Claim 10
Dependent Claim
103 words
A method in accordance with the method of claim 6 wherein said siloxanyl alkyl ester vinyl monomer has the following formula: ##STR10## where R 1 is selected from the class of hydrogen or methyl groups, "a" is an integer from one to three, "b" and "c" are integers from zero to two, A is selected from the class of methyl or phenyl groups, R 2 is selected from the class of methyl or phenyl groups, R 3 and R 4 represent either no group (cyclic ring from "c" to "d") or methyl or phenyl groups, "d" is an integer from zero to one.
Claim 11
Dependent Claim
32 words
A method in accordance with the method of claim 1 wherein said high energy radiation is gamma radiation and said polymeric material absorbs from 0.005 Megarads to 10 Megarads of said radiation.
Claim 12
Dependent Claim
32 words
A method in accordance with the method of claim 3 wherein said high energy radiation is gamma radiation and said polymeric material absorbs from 0.005 Megarads to 10 Megarads of said radiation.
Claim 13
Dependent Claim
32 words
A method in accordance with the method of claim 5 wherein said high energy radiation is gamma radiation and said polymeric material absorbs from 0.005 Megarads to 10 Megarads of said radiation.
Claim 14
Dependent Claim
32 words
A method in accordance with the method of claim 6 wherein said high energy radiation is gamma radiation and said polymeric material absorbs from 0.005 Megarads to 10 Megarads of said radiation.
Claim 15
Dependent Claim
37 words
A method in accordance with the method of claim 1 wherein said high energy radiation is selected from the class consisting of x-ray radiation, gamma ray radiation, accelerated electron radiation, neutron particle radiation and alpha particle radiation.
Claim 16
Dependent Claim
37 words
A method in accordance with the method of claim 3 wherein said high energy radiation is selected from the class consisting of x-ray radiation, gamma ray radiation, accelerated electron radiation, neutron particle radiation and alpha particle radiation.
Claim 17
Dependent Claim
37 words
A method in accordance with the method of claim 5 wherein said high energy radiation is selected from the class consisting of x-ray radiation, gamma ray radiation, accelerated electron radiation, neutron particle radiation and alpha particle radiation.
Claim 18
Dependent Claim
37 words
A method in accordance with the method of claim 6 wherein said high energy radiation is selected from the class consisting of x-ray radiation, gamma ray radiation, accelerated electron radiation, neutron particle radiation and alpha particle radiation.
Claim 19
Dependent Claim
49 words
A method in accordance with the method of claim 3 wherein said polymeric material contains no more than about 4% by weight of unreacted monomer prior to said exposure to high energy radiation and less than 1/2% by weight of unreacted monomer after exposure to said high energy radiation.
Claim 20
Dependent Claim
49 words
A method in accordance with the method of claim 5 wherein said polymeric material contains no more than about 4% by weight of unreacted monomer prior to said exposure to high energy radiation and less than 1/2% by weight of unreacted monomer after exposure to said high energy radiation.
Claim 21
Dependent Claim
49 words
A method in accordance with the method of claim 6 wherein said polymeric material contains no more than about 4% by weight of unreacted monomer prior to said exposure to high energy radiation and less than 1/2% by weight of unreacted monomer after exposure to said high energy radiation.
Claim 22
Dependent Claim
56 words
A method in accordance with the method of claim 1 wherein said polymeric material comprises a siloxanyl alkyl ester material and contains no more than about 4% by weight of unreacted monomer prior to said exposure to high energy radiation and less than 1/2% by weight of unreacted monomer after exposure to said high energy radiation.
Claim 23
Dependent Claim
9 words
The product produced by the process of claim 1.
Claim 24
Dependent Claim
9 words
The product produced by the process of claim 3.
Claim 25
Dependent Claim
9 words
The product produced by the process of claim 5.
Claim 26
Dependent Claim
9 words
The product produced by the process of claim 6.
References Cited (Backward Citations)
US3700573A
Cited
US3700761A
Cited
US3916033A
Cited
US3808178A
Cited
US3959102A
Cited
US4152508A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-05-17 | 1985-11-16 | 1986-05-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-05-17 | 1989-11-16 | 1990-05-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-05-17 | 1993-11-16 | 1994-05-18 | $7700.00 | Window Closed / Lapsed |