Contact lens material
AssigneesMenicon Co., Ltd., Mitsubishi Gas Chemical Company, Inc., Shin-Etsu Chemical Co., Ltd.
InventorsYasuhiko Suzuki, Kazuhiko Nakada, Tsuyoshi Watanabe, Takahiro Adachi, Mamoru Hagiwara, Masahiko Minemura
Life of this patent
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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.
Claims26
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 R1 and R2 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 R3 and R4 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 R3 and R4 as well as R5 and R6 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 R7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:
- wherein each of R8 and R9 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 R8 and R9 as well as R10 and R11 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 Z1 to Z6 is independently a group selected from the group consisting of
- wherein each of R12 to R16 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.
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 R1 and R2 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 R3 and R4 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 R3 and R4 as well as R5 and R6 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 R7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:
- wherein each of R8 and R9 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 R8 and R9 as well as R10 and R11 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 Z1 to Z6 is independently a group selected from the group consisting of
- wherein each of R12 to R16 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.
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 R1 and R2 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 R3 and R4 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 R3 and R4 as well as R5 and R6 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 R7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:
- wherein each of R8 and R9 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 R8 and R9 as well as R10 and R11 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 Z1 to Z6 is independently a group selected from the group consisting of
- wherein each of R12 to R16 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.
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 R17 to R24 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, R25 is an aliphatic group of C1 to C6 or only denotes a bond, W is a homopolymer or a random copolymer of —SiO(R26)(R27)— and/or —SiO(R28)(R29)— and a degree of polymerization thereof is 0 to 200, and each of R26 to R29 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 R1 and R2 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 R3 and R4 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 R3 and R4 as well as R5 and R6 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 R7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:
- wherein each of R8 and R9 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 R8 and R9 as well as R10 and R11 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 Z1 to Z6 is independently a group selected from the group consisting of
- wherein each of R12 to R16 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.
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 R1 and R2 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 R3 and R4 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 R3 and R4 as well as R5 and R6 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 R7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:
- wherein each of R8 and R9 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 R8 and R9 as well as R10 and R11 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 Z1 to Z6 is independently a group selected from the group consisting of
- wherein each of R12 to R16 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.
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 R1 and R2 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 R3 and R4 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 R3 and R4 as well as R5 and R6 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 R7 is an aliphatic group of C1 to C6 or only denotes a bond, Y is a group shown by the formula:
- wherein each of R8 and R9 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 R8 and R9 as well as R10 and R11 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 Z1 to Z6 is independently a group selected from the group consisting of
- wherein each of R12 to R16 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 R17 to R24 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, R25 is an aliphatic group of C1 to C6 or only denotes a bond, W is a homopolymer or a random copolymer of —SiO(R26)(R27)— and/or —SiO(R28)(R29)— and a degree of polymerization thereof is 0 to 200, and each of R26 to R29 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.
Dependencies are inferred from the claim text.