IP Library Granted Patent US 8,710,157
Granted Patent B2
US 8,710,157 · App. 13/383,983 · Granted Apr 29, 2014

Contact lens material

Inventors: Yasuhiko Suzuki (Nagoya, JP); Kazuhiko Nakada (Nagoya, JP); Tsuyoshi Watanabe (Nagoya, JP); Takahiro Adachi (Kamisu, JP); Mamoru Hagiwara (Annaka, JP); Masahiko Minemura (Annaka, JP)
Assignees: Menicon Co., Ltd.; Mitsubishi Gas Chemical Company, Inc.; Shin-Etsu Chemical Co., Ltd.
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Quick Facts
Patent No.
US 8,710,157
App. No.
13/383,983
Granted
Apr 29, 2014
Kind
B2
Abstract

According to the present invention, a contact lens material being excellent in oxygen permeability and transparency, being capable of undergoing injection molding, having no water content and having flexibility is provided. The present invention also relates to a contact lens gel material having excellent oxygen permeability and transparency. Particularly, the present invention relates to a contact lens material comprising a polycarbonate resin derived from a bisphenol compound (A), a polysiloxane-substituted bisphenol compound (B) and a compound forming a carbonic acid ester.

Claims (77)

1. A contact lens material comprising a polycarbonate resin derived from a compound represented by a general formula (A), a compound represented by a general formula (B) and a compound forming a carbonic acid ester, wherein the compound represented by the general formula (B) is at least one selected from a compound represented by a general formula (B1) or a compound represented by a general formula (B2);

wherein, each of R 1 and R 2 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, X is a group shown by the formula:

wherein each of R 3 and R 4 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 3 and R 4 as well as R 5 and R 6 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, a is an integer of 0 to 20, and n is an integer of 0 to 4;

wherein R 7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:

wherein each of R 8 and R 9 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 8 and R 9 as well as R 10 and R 11 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, b is an integer of 0 to 20, m is an integer of 0 to 4, each of Z 1 to Z 6 is independently a group selected from the group consisting of

wherein each of R 12 to R 16 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, c is an integer of 0 to 100;

wherein each of d and e is an integer of 7 to 100;

wherein each of f, g, h and i is an integer of 10 to 100.

2. A contact lens material according to claim 1 , further comprising a compound represented by a general formula (C);

wherein each of R 17 to R 24 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, R 25 is an aliphatic group of C1 to C6 or only denotes a bond, W is a homopolymer or a random copolymer of —SiO(R 26 )(R 27 )— and/or —SiO(R 28 )(R 29 )— and a degree of polymerization thereof is 0 to 200, and each of R 26 to R 29 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5.

3. A contact lens material comprising a transparent gel comprising a polycarbonate resin and a hydrophilic polymer obtained by polymerizing a hydrophilic monomer, wherein the polycarbonate resin is derived from a compound represented by a general formula (A), a compound represented by a general formula (B) and a compound forming a carbonic acid ester, and wherein the transparent gel has an interpenetrating network structure of the resin and the hydrophilic polymer

wherein, each of R 1 and R 2 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, X is a group shown by the formula:

wherein each of R 3 and R 4 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 3 and R 4 as well as R 5 and R 6 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, a is an integer of 0 to 20, and n is an integer of 0 to 4;

wherein R 7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:

wherein each of R 8 and R 9 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 8 and R 9 as well as R 10 and R 11 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, b is an integer of 0 to 20, m is an integer of 0 to 4, each of Z 1 to Z 6 is independently a group selected from the group consisting of

wherein each of R 12 to R 16 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, c is an integer of 0 to 100.

4. A contact lens material according to claim 3 , further comprising a compound represented by a general formula (C).

5. The contact lens material according to claim 1 , wherein the compound represented by the general formula (A) is at least one selected from the group consisting of 9,9-bis(4-hydroxyphenyl)fluorene, 9,9-bis(4-hydroxy-3-methylphenyl)fluorene, 9,9-bis(4-hydroxy-2-methylphenyl)fluorene, 2,2-bis(4-hydroxyphenyl)-2-phenylethane, 1,1-bis(4-hydroxyphenyl)cyclohexane, 1,1-bis(4-hydroxy-3-methylphenyl)cyclohexane, 1,1-bis(4-hydroxyphenyl)cyclododecane and 3,3,5-trimethyl-1,1-bis(4-hydroxyphenyl)cyclohexane.

6. The contact lens material according to claim 3 , wherein the hydrophilic monomer is a monomer having a nitrogen atom.

7. The contact lens material according to claim 6 , wherein the monomer having a nitrogen atom is N-vinyl pyrrolidone, N,N-dimethylacrylamide and/or N-methyl-3-methylidene pyrrolidone.

8. The contact lens material according to claim 1 , wherein a ratio of the compound represented by the general formula (A) to the compound represented by the general formula (B) is (A):(B)=25:75 to 75:25 by weight.

9. The contact lens material according to claim 2 , wherein a ratio of the compound represented by the general formula (A) to the compounds represented by the general formulas (B) and (C) is (A):(B+C)=25:75 to 75:25 by weight.

10. The contact lens material according to claim 3 , wherein a ratio of the polycarbonate resin to the hydrophilic monomer is 5:95 to 40:60 by weight.

11. A method of producing a contact lens material comprising the step of:

reacting a compound represented by the following general formula (A), a compound represented by the following general formula (B), wherein the compound represented by the general formula (B) is at least one selected from a compound represented by a general formula (B1) or a compound represented by a general formula (B2), and a compound forming a carbonic acid ester, to form a polycarbonate resin;

wherein each of R 1 and R 2 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, X is a group shown by the formula:

wherein each of R 3 and R 4 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 3 and R 4 as well as R 5 and R 6 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, a is an integer of 0 to 20, and n is an integer of 0 to 4;

wherein R 7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:

wherein each of R 8 and R 9 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 8 and R 9 as well as R 10 and R 11 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, b is an integer of 0 to 20, m is an integer of 0 to 4, each of Z 1 to Z 6 is independently a group selected from the group consisting of

wherein each of R 12 to R 16 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, c is an integer of 0 to 100:

wherein each of d and e is an integer of 7 to 100;

wherein each of f, g, h and i is an integer of 10 to 100.

12. A method for producing a contact lens material comprising the step of:

reacting a compound represented by the following general formula (A), a compound represented by the following general formula (B), wherein the compound represented by the general formula (B) is at least one selected from a compound represented by a general formula (B1) or a compound represented by a general formula (B2), a compound represented by the following general formula (C) and a compound forming a carbonic acid ester, to form a polycarbonate resin;

wherein each of R 17 to R 24 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, R 25 is an aliphatic group of C1 to C6 or only denotes a bond, W is a homopolymer or a random copolymer of —SiO(R 26 )(R 27 )— and/or —SiO(R 28 )(R 29 )— and a degree of polymerization thereof is 0 to 200, and each of R 26 to R 29 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5

wherein each of R 1 and R 2 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, X is a group shown by the formula:

wherein each of R 3 and R 4 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 3 and R 4 as well as R 5 and R 6 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, a is an integer of 0 to 20, and n is an integer of 0 to 4;

wherein R 7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:

wherein each of R 8 and R 9 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 8 and R 9 as well as R 10 and R 11 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, b is an integer of 0 to 20, m is an integer of 0 to 4, each of Z 1 to Z 6 is independently a group selected from the group consisting of

wherein each of R 12 to R 16 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, c is an integer of 0 to 100;

wherein each of d and e is an integer of 7 to 100;

wherein each of f, g, h and i is an integer of 10 to 100.

13. A method for producing a contact lens material comprising a transparent gel comprising the steps of:

reacting a compound represented by the following general formula (A), a compound represented by the following general formula (B) and a compound forming a carbonic acid ester, to form a polycarbonate resin;

mixing the polycarbonate resin with a hydrophilic monomer; and

polymerizing the mixture to produce a transparent gel comprising the polycarbonate resin and a hydrophilic polymer, wherein the transparent gel has an interpenetrating network structure of the resin and the hydrophilic polymer;

wherein each of R 1 and R 2 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, X is a group shown by the formula:

wherein each of R 3 and R 4 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 3 and R 4 as well as R 5 and R 6 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, a is an integer of 0 to 20, and n is an integer of 0 to 4;

wherein R 7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:

wherein each of R 8 and R 9 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 8 and R 9 as well as R 10 and R 11 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, b is an integer of 0 to 20, m is an integer of 0 to 4, each of Z 1 to Z 6 is independently a group selected from the group consisting of

wherein each of R 12 to R 16 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, c is an integer of 0 to 100.

14. A method for producing a contact lens material comprising a transparent gel comprising the steps of:

reacting a compound represented by the following general formula (A), a compound represented by the following general formula (B), a compound represented by the following general formula (C) and a compound forming a carbonic acid ester, to form a polycarbonate resin;

mixing the polycarbonate resin with a hydrophilic monomer; and

polymerizing the mixture to produce a transparent gel comprising the polycarbonate resin and a hydrophilic polymer, wherein the transparent gel has an interpenetrating network structure of the resin and the hydrophilic polymer;

wherein each of R 1 and R 2 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, X is a group shown by the formula:

wherein each of R 3 and R 4 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 3 and R 4 as well as R 5 and R 6 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, a is an integer of 0 to 20, and n is an integer of 0 to 4;

wherein R 7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:

wherein each of R 8 and R 9 is a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C10, an alkenyl group of C2 to C10, an alkoxy group of C1 to C10 and an aryl group of C6 to C12, or R 8 and R 9 as well as R 10 and R 11 are groups to form a carbon ring or a heterocyclic ring by combining with each other respectively, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, b is an integer of 0 to 20, m is an integer of 0 to 4, each of Z 1 to Z 6 is independently a group selected from the group consisting of

wherein each of R 12 to R 16 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, c is an integer of 0 to 100;

wherein each of R 17 to R 24 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5, R 25 is an aliphatic group of C1 to C6 or only denotes a bond, W is a homopolymer or a random copolymer of —SiO(R 26 )(R 27 )— and/or —SiO(R 28 )(R 29 )— and a degree of polymerization thereof is 0 to 200, and each of R 26 to R 29 is independently a hydrogen atom or a group selected from the group consisting of an alkyl group of C1 to C5, an aryl group of C6 to C12, an alkenyl group of C2 to C5, an alkoxy group of C1 to C5 and an aralkyl group of C7 to C17, and those groups, when having a carbon atom, may have a substituent selected from the group consisting of an alkyl group of C1 to C5, an alkenyl group of C2 to C5 and an alkoxy group of C1 to C5.

15. The contact lens material according to claim 2 , wherein the compound represented by the general formula (A) is at least one selected from the group consisting of 9,9-bis(4-hydroxyphenyl)fluorene, 9,9-bis(4-hydroxy-3-methylphenyl)fluorene, 9,9-bis(4-hydroxy-2-methylphenyl)fluorene, 2,2-bis(4-hydroxyphenyl)-2-phenylethane, 1,1-bis(4-hydroxyphenyl)cyclohexane, 1,1-bis(4-hydroxy-3-methylphenyl)cyclohexane, 1,1-bis(4-hydroxyphenyl)cyclododecane and 3,3,5-trimethyl-1,1-bis(4-hydroxyphenyl)cyclohexane.

16. The contact lens material according to claim 3 , wherein the compound represented by the general formula (A) is at least one selected from the group consisting of 9,9-bis(4-hydroxyphenyl)fluorene, 9,9-bis(4-hydroxy-3-methylphenyl)fluorene, 9,9-bis(4-hydroxy-2-methylphenyl)fluorene, 2,2-bis(4-hydroxyphenyl)-2-phenylethane, 1,1-bis(4-hydroxyphenyl)cyclohexane, 1,1-bis(4-hydroxy-3-methylphenyl)cyclohexane, 1,1-bis(4-hydroxyphenyl)cyclododecane and 3,3,5-trimethyl-1,1-bis(4-hydroxyphenyl)cyclohexane.

17. The contact lens material according to claim 4 , wherein the compound represented by the general formula (A) is at least one selected from the group consisting of 9,9-bis(4-hydroxyphenyl)fluorene, 9,9-bis(4-hydroxy-3-methylphenyl)fluorene, 9,9-bis(4-hydroxy-2-methylphenyl)fluorene, 2,2-bis(4-hydroxyphenyl)-2-phenylethane, 1,1-bis(4-hydroxyphenyl)cyclohexane, 1,1-bis(4-hydroxy-3-methylphenyl)cyclohexane, 1,1-bis(4-hydroxyphenyl)cyclododecane and 3,3,5-trimethyl-1,1-bis(4-hydroxyphenyl)cyclohexane.

18. The contact lens material according to claim 3 , wherein each of R 12 to R 16 in the general formula (B) is a methyl group, a phenyl group or a butyl group.

19. The contact lens material according to claim 4 , wherein each of R 12 to R 16 in the general formula (B) is a methyl group, a phenyl group or a butyl group.

20. The contact lens material according to claim 3 , wherein the compound represented by the general formula (B) is at least one selected from a compound represented by a general formula (B1) or a compound represented by a general formula (B2);

wherein each of d and e is an integer of 0 to 100;

wherein each of f, g, h and i is an integer of 0 to 100.

21. The contact lens material according to claim 4 , wherein the compound represented by the general formula (B) is at least one selected from a compound represented by a general formula (B1) or a compound represented by a general formula (B2);

wherein each of d and e is an integer of 0 to 100;

wherein each of f, g, h and i is an integer of 0 to 100.

22. The contact lens material according to claim 4 , wherein the hydrophilic monomer is a monomer having a nitrogen atom.

23. The contact lens material according to claim 22 , wherein the monomer having a nitrogen atom is N-vinyl pyrrolidone, N,N-dimethylacrylamide and/or N-methyl-3-methylidene pyrrolidone.

24. The contact lens material according to claim 3 , wherein a ratio of the compound represented by the general formula (A) to the compound represented by the general formula (B) is (A):(B)=25:75 to 75:25 by weight.

25. The contact lens material according to claim 4 , wherein a ratio of the compound represented by the general formula (A) to the compounds represented by the general formulas (B) and (C) is (A):(B+C)=25:75 to 75:25 by weight.

26. The contact lens material according to claim 4 , wherein a ratio of the polycarbonate resin to the hydrophilic monomer is 5:95 to 40:60 by weight.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 2, 2012
From: SUZUKI, YASUHIKO; NAKADA, KAZUHIKO; WATANABE, TSUYOSHI; ADACHI, TAKAHIRO; HAGIWARA, MAMORU; MINEMURA, MASAHIKO
To: MENICON CO., LTD.; MITSUBISHI GAS CHEMICAL COMPANY, INC.; SHIN-ETSU CHEMICAL CO., LTD.
Reel/Frame 027797/0577 →
Continuity (1)
Related Publication 20120116019A1 · May 10, 2012