Contact lenses and methods for manufacturing the lenses

Abstract

[Problem] To provide a contact lens having hydrophilicity, lubricity, and lipid adhesion resistance, and a production method for said lens. [Solution] It was found that the aforementioned problem can be solved, with the combination of a hydrophilic polymer including a specific composition and a contact lens base material including a specific composition, by a contact lens obtained by surface treating the contact lens base material, which has an epoxy group–containing silicone macromer in the make-up thereof, with the hydrophilic polymer.

Claims

1. A contact lens comprising a hydrophilic polymer and a contact lens substrate, The hydrophilic polymer is a polymer comprising a constituent monomer based on at least one of 2-aminoethyl methacrylate or methacrylic acid. The contact lens substrate is a substrate having a constituent unit based on an epoxy group-containing silicone macromer represented by the following formula (1): A contact lens characterized in that the hydrophilic polymer and the contact lens substrate are bonded together via at least one covalent bond selected from the group consisting of the following formulas (A-1) to (B-2). 【Chemistry 1】 (where a is an integer of 10 to 500, and b is an integer of 1 to 100. R １ and R ２ each independently represent a hydrogen atom or a methyl group. R ３ and R ４ each independently represent an alkylene divalent group having 2 to 6 carbon atoms or a divalent group of -R ５ -O-R ６ -, where R ５ and R ６ each independently represent an alkylene divalent group having 2 to 6 carbon atoms. X ０ is represented by the following formula (2) or formula (3). ) 【Chemistry 2】 (In the formula, R ７ This is a divalent alkylene group having 2 to 8 carbon atoms or -R ９ -O-R １０ - is a divalent group, and here R ９ and R １０ However, they are independently divalent alkylene groups with 1 to 6 carbon atoms. ８ (This represents a hydrogen atom or a methyl group.) 【Transformation 3】 (In the formula, R １１ This is a divalent alkylene group having 2 to 8 carbon atoms or -R １２ -O-R １３ - is a divalent group, and here R １２ and R １３ However, they are independently divalent alkylene groups with 1 to 6 carbon atoms. 【Chemistry 4】

2. A method for manufacturing contact lenses, The process includes bringing a hydrophilic polymer into contact with a contact lens substrate. The hydrophilic polymer is a polymer comprising a constituent monomer based on at least one of 2-aminoethyl methacrylate or methacrylic acid. The contact lens substrate is a substrate having a constituent unit based on an epoxy group-containing silicone macromer represented by the following formula (1): A method for manufacturing contact lenses, characterized in that at least one covalent bond selected from the group consisting of the following formulas (A-1) to (B-2) is formed in the process. 【Transformation 5】 (In the formula, a is an integer between 10 and 500, and b is an integer between 1 and 100. R １ and R ２ These independently represent a hydrogen atom or a methyl group. ３ and R ４ These are, independently of each other, divalent alkylene groups having 2 to 6 carbon atoms or -R ５ -O-R ６ - is a divalent group, and here R ５ and R ６ However, they are independently divalent alkylene groups with 2 to 6 carbon atoms. ０ This can be expressed by equation (2) or equation (3) below. 【Transformation 6】 (In the formula, R ７ This is a divalent alkylene group having 2 to 8 carbon atoms or -R ９ -O-R １０ - is a divalent group, and here R ９ and R １０ However, they are independently divalent alkylene groups with 1 to 6 carbon atoms. ８ (This represents a hydrogen atom or a methyl group.) 【Transformation 7】 (In the formula, R １１ This is a divalent alkylene group having 2 to 8 carbon atoms or -R １２ -O-R １３ - is a divalent group, and here R １２ and R １３ However, they are independently divalent alkylene groups with 1 to 6 carbon atoms. 【Transformation 8】

3. The contact lens according to claim 1, wherein the hydrophilic polymer is a copolymer further comprising a constituent monomer based on the monomer represented by the following formula (4). 【Chemistry 9】 (In the formula, R １４ (This represents a hydrogen atom or a methyl group.)

4. The method for producing a contact lens according to claim 2, wherein the hydrophilic polymer is a copolymer further comprising a constituent monomer based on the monomer represented by the following formula (4). 【Chemistry 10】 (In the formula, R １４ (This represents a hydrogen atom or a methyl group.)

5. A contact lens substrate comprising a structural unit based on an epoxy group-containing silicone macromer represented by formula (1). 【Chemistry 11】 (In the formula, a is an integer between 10 and 500, and b is an integer between 1 and 100. R １ and R ２ These independently represent a hydrogen atom or a methyl group. ３ and R ４ These are, independently of each other, divalent alkylene groups having 2 to 6 carbon atoms or -R ５ -O-R ６ - is a divalent group, and here R ５ and R ６ However, they are independently divalent alkylene groups with 2 to 6 carbon atoms. ０ This can be expressed by equation (2) or equation (3) below. 【Chemistry 12】 (In the formula, R ７ This is a divalent alkylene group having 2 to 8 carbon atoms or -R ９ -O-R １０ - is a divalent group, and here R ９ and R １０ However, they are independently divalent alkylene groups with 1 to 6 carbon atoms. ８ (This represents a hydrogen atom or a methyl group.) 【Chemistry 13】 (In the formula, R １１ This is a divalent alkylene group having 2 to 8 carbon atoms or -R １２ -O-R １３ - is a divalent group, and here R １２ and R １３ However, they are independently divalent alkylene groups with 1 to 6 carbon atoms.

6. The hydrophilic polymer is a polymer containing constituent monomers based on 2-aminoethyl methacrylate, and the epoxy group-containing silicone macromer represented by formula (1) is such that in formula (1), a is an integer from 30 to 280, b is an integer from 1 to 70, and R １ ha-CH 3 , R ２ ha-CH 3 , R ３ ha-CH 2 CH 2 CH 2 -, R ４ ha-CH 2 CH 2 CH 2 -, X ０ is equation (2) {R ７ ha-CH 2 CH 2 CH 2 -O-CH 2 - or -CH 2 CH 2 CH 2 -, R ８ The contact lens according to claim 1 or 3, wherein the value is -H.

7. The hydrophilic polymer is a polymer containing a monomer based on methacrylic acid, and in the epoxy group-containing silicone macromer represented by the formula (1), a is an integer of 30 to 280, b is an integer of 1 to 70, R １ is -CH 3 、R ２ is -CH 3 、R ３ is -CH 2 CH 2 CH 2 -, R ４ is -CH 2 CH 2 CH 2 -, X ０ is the formula (2) {R ７ is -CH 2 CH 2 CH 2 -O-CH 2 - or -CH 2 CH 2 CH 2 -, R ８ is -H}, the contact lens according to claim 1 or 3.

8. The hydrophilic polymer is a polymer containing constituent monomers based on methacrylic acid, and the epoxy group-containing silicone macromer represented by formula (1) is such that in formula (1), a is an integer from 30 to 280, b is an integer from 1 to 70, and R １ ha-CH 3 , R ２ ha-CH 3 , R ３ ha-CH 2 CH 2 CH 2 -, R ４ ha-CH 2 CH 2 CH 2 -, X ０ is equation (3) {R １１ ha-CH 2 CH 2 A contact lens according to claim 1 or 3, wherein the following conditions apply:

9. The hydrophilic polymer is a polymer containing constituent monomers based on 2-aminoethyl methacrylate, and the epoxy group-containing silicone macromer represented by formula (1) is such that in formula (1), a is an integer from 30 to 280, b is an integer from 1 to 70, and R １ ha-CH 3 , R ２ ha-CH 3 , R ３ ha-CH 2 CH 2 CH 2 -, R ４ ha-CH 2 CH 2 CH 2 -, X ０ is equation (3) {R １１ ha-CH 2 CH 2 A contact lens according to claim 1 or 3, wherein the following conditions apply:

10. The hydrophilic polymer is a polymer containing constituent monomers based on 2-aminoethyl methacrylate, and the epoxy group-containing silicone macromer represented by formula (1) is such that in formula (1), a is an integer from 30 to 280, b is an integer from 1 to 70, and R １ ha-CH 3 , R ２ ha-CH 3 , R ３ ha-CH 2 CH 2 CH 2 -, R ４ ha-CH 2 CH 2 CH 2 -, X ０ is equation (2) {R ７ ha-CH 2 CH 2 CH 2 -O-CH 2 - or -CH 2 CH 2 CH 2 -, R ８ A method for manufacturing a contact lens according to claim 2 or 4, wherein the value is -H.

11. The hydrophilic polymer is a polymer containing constituent monomers based on methacrylic acid, and the epoxy group-containing silicone macromer represented by formula (1) is such that in formula (1), a is an integer from 30 to 280, b is an integer from 1 to 70, and R １ ha-CH 3 , R ２ ha-CH 3 , R ３ ha-CH 2 CH 2 CH 2 -, R ４ ha-CH 2 CH 2 CH 2 -, X ０ is equation (2) {R ７ ha-CH 2 CH 2 CH 2 -O-CH 2 - or -CH 2 CH 2 CH 2 -, R ８ A method for manufacturing a contact lens according to claim 2 or 4, wherein the value is -H.

12. The hydrophilic polymer is a polymer containing constituent monomers based on methacrylic acid, and the epoxy group-containing silicone macromer represented by formula (1) is such that in formula (1), a is an integer from 30 to 280, b is an integer from 1 to 70, and R １ ha-CH 3 , R ２ ha-CH 3 , R ３ ha-CH 2 CH 2 CH 2 -, R ４ ha-CH 2 CH 2 CH 2 -, X ０ is equation (3) {R １１ ha-CH 2 CH 2 A method for manufacturing a contact lens according to claim 2 or 4, wherein the method is as follows:

13. The hydrophilic polymer is a polymer containing constituent monomers based on 2-aminoethyl methacrylate, and the epoxy group-containing silicone macromer represented by formula (1) is such that in formula (1), a is an integer from 30 to 280, b is an integer from 1 to 70, and R １ ha-CH 3 , R ２ ha-CH 3 , R ３ ha-CH 2 CH 2 CH 2 -, R ４ ha-CH 2 CH 2 CH 2 -, X ０ is equation (3) {R １１ ha-CH 2 CH 2 A method for manufacturing a contact lens according to claim 2 or 4, wherein the method is as follows:

14. The contact lens according to claim 1, characterized in that the covalent bond is formed between an epoxy group in the epoxy group-containing silicone macromer represented by formula (1) in the contact lens substrate and an amino group derived from a constituent monomer based on 2-aminoethyl methacrylate or a carboxyl group derived from a constituent monomer based on methacrylic acid in the hydrophilic polymer.

15. The method for producing a contact lens according to claim 2, wherein the formation of the covalent bond is carried out by reacting an epoxy group of an epoxy group-containing silicone macromer represented by formula (1) in the contact lens substrate with an amino group derived from a constituent monomer based on 2-aminoethyl methacrylate or a carboxyl group derived from a constituent monomer based on methacrylic acid in the hydrophilic polymer.

16. The method for producing a contact lens according to claim 2, wherein the formation of the covalent bond is carried out by reacting the epoxy group on the surface of the contact lens substrate with an amino group derived from a constituent monomer based on 2-aminoethyl methacrylate or a carboxyl group derived from a constituent monomer based on methacrylic acid in the hydrophilic polymer.

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