润滑科技信息平台

专利摘要

本发明提供一种能够赋予硅酮水凝胶表面润湿性和润滑性的眼科装置用表面处理剂,更具体地,提供一种即使在硅酮水凝胶为水凝胶的情况下也能够对硅酮水凝胶进行表面处理的眼科装置用表面处理剂。不导致呈现任何特定的互补官能团。还提供一种表面处理硅酮水凝胶,其表面已经用所述眼科装置用表面处理剂处理过,以及使用所述表面处理硅酮水凝胶的眼科装置。已经发现,上述目的可以通过使用通过将含磷酰胆碱基单体、特定有机硅单体和热反应性单体或光反应性单体共聚而获得的水溶性共聚物来实现,该共聚物具有水溶性控制在特定水平。由此,完成了本发明。 ......

基本信息

专利类型:
发明专利
申请/专利号:
US18/039567
申请日期:
2021-11-24
专利申请人:
分类号:
C08F220/36; G02C7/04
发明/设计人:
SUZUKI, HIROTAKA ， OZAKI, SHUNSUKE ， IWAKIRI, NORIO
权利要求: 1-8. (canceled)9. A method of treating a surface of a silicone hydrogel, including a step of treating the surface of the silicone hydrogel with a copolymer, the copolymer containing: a constituent unit based on a hydrophilic monomer “a” represented by the following formula (1); a constituent unit based on a silicone monomer “b” represented by the following formula (2) or the following formula (3); and a constituent unit based on a thermally reactive monomer or photoreactive monomer “c”, the copolymer being capable of dissolving at 0.5% (w/v) in hot water at 60° C., and incapable of dissolving at 1% (w/v) in water at 20° C.:in the formula (1), R1 represents a hydrogen atom or a methyl group, L1 represents an organic group having 2 to 6 carbon atoms, and the organic group may optionally contain one ether bond and/or one hydroxy group, and R2 to R4 each independently represent a hydrocarbon group having 1 to 3 carbon atoms;in the formula (2), X1 represents a (meth)acryloyloxy group, a 3-(2-hydroxyethyloxycarbonyl)-2-methylenepropanoyloxy group, a 3-(2-hydroxyethyloxycarbonyl)-3-butenoyloxy group, or a 3-(2-hydroxyethyloxycarbonyl)-2-propenoyloxy group, L2 represents an organic group having 2 to 6 carbon atoms, and the organic group may optionally contain one ether bond and/or one hydroxy group, R5 to R13 each independently represent a methyl group or an ethyl group, and n1 represents 0 or 1;in the formula (3), R14 represents a hydrogen atom or a methyl group, L3 represents an organic group having 2 to 6 carbon atoms, and the organic group may optionally contain one ether bond and/or one hydroxy group, n2 represents an integer of from 4 to 20, and R15 to R17 each independently represent an alkyl group having 1 to 8 carbon atoms.10. The method of treating a surface of a silicone hydrogel according to claim 9, wherein the constituent unit based on the hydrophilic monomer “a” represented by the formula (1) is 2-methacryloyloxyethyl phosphorylcholine, the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3) is polydimethylsiloxane monomethacrylate, tris(trimethylsiloxy)silylpropyl methacrylate, 4-(2-hydroxyethyl)-2-methylene-1-(tris(trimethylsiloxy)silylpropyl)butane-1,4-dioate, or 3-(3-(methylbis(trimethylsiloxy)silyl)propyl)glycerol-1-methacrylate, and the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is methacryloyloxybenzophenone, 4-(4-azidobenzoyloxymethyl)vinylbenzene, or glycidyl methacrylate.11. The method of treating a surface of a silicone hydrogel according to claim 10, wherein a combination of the constituent unit based on the hydrophilic monomer “a” represented by the formula (1), the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3), and/or the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is any one selected from the following:(1) 2-methacryloyloxyethyl phosphorylcholine, polydimethylsiloxane monomethacrylate, and methacryloyloxybenzophenone;(2) 2-methacryloyloxyethyl phosphorylcholine, tris(trimethylsiloxy)silylpropyl methacrylate, and methacryloyloxybenzophenone;(3) 2-methacryloyloxyethyl phosphorylcholine, 4-(2-hydroxyethyl)-2-methylene-1-(tris(trimethylsiloxy)silylpropyl)butane-1,4-dioate, and 4-(4-azidobenzoyloxymethyl)vinylbenzene;(4) 2-methacryloyloxyethyl phosphorylcholine, 3-(3-(methylbis(trimethylsiloxy)silyl)propyl)glycerol-1-methacrylate, and methacryloyloxybenzophenone;(5) 2-methacryloyloxyethyl phosphorylcholine, polydimethylsiloxane monomethacrylate, and glycidyl methacrylate;(6) 2-methacryloyloxyethyl phosphorylcholine, tris(trimethylsiloxy)silylpropyl methacrylate, and glycidyl methacrylate; and(7) 2-methacryloyloxyethyl phosphorylcholine, 4-(2-hydroxyethyl)-2-methylene-1-(tris(trimethylsiloxy)silylpropyl)butane-1,4-dioate, and glycidyl methacrylate.12. The method of treating a surface of a silicone hydrogel according to claim 9, wherein a combination of the constituent unit based on the hydrophilic monomer “a” represented by the formula (1), the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3), and/or the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is selected from the following:(1) 2-methacryloyloxyethyl phosphorylcholine, polydimethylsiloxane monomethacrylate, and methacryloyloxybenzophenone.13. The method of treating a surface of a silicone hydrogel according to claim 9, wherein a combination of the constituent unit based on the hydrophilic monomer “a” represented by the formula (1), the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3), and/or the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is selected from the following:(1) 2-methacryloyloxyethyl phosphorylcholine, tris(trimethylsiloxy)silylpropyl methacrylate, and methacryloyloxybenzophenone.14. The method of treating a surface of a silicone hydrogel according to claim 9, wherein a combination of the constituent unit based on the hydrophilic monomer “a” represented by the formula (1), the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3), and/or the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is selected from the following:(1) 2-methacryloyloxyethyl phosphorylcholine, 4-(2-hydroxyethyl)-2-methylene-1-(tris(trimethylsiloxy)silylpropyl)butane-1,4-dioate, and 4-(4-azidobenzoyloxymethyl)vinylbenzene.15. The method of treating a surface of a silicone hydrogel according to claim 9, wherein a combination of the constituent unit based on the hydrophilic monomer “a” represented by the formula (1), the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3), and/or the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is selected from the following:(1) 2-methacryloyloxyethyl phosphorylcholine, 3-(3-(methylbis(trimethylsiloxy)silyl)propyl)glycerol-1-methacrylate, and methacryloyloxybenzophenone.16. The method of treating a surface of a silicone hydrogel according to claim 9, wherein a combination of the constituent unit based on the hydrophilic monomer “a” represented by the formula (1), the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3), and/or the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is selected from the following:(1) 2-methacryloyloxyethyl phosphorylcholine, polydimethylsiloxane monomethacrylate, and glycidyl methacrylate.17. The method of treating a surface of a silicone hydrogel according to claim 9, wherein a combination of the constituent unit based on the hydrophilic monomer “a” represented by the formula (1), the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3), and/or the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is selected from the following:(1) 2-methacryloyloxyethyl phosphorylcholine, tris(trimethylsiloxy)silylpropyl methacrylate, and glycidyl methacrylate.18. The method of treating a surface of a silicone hydrogel according to claim 9, wherein a combination of the constituent unit based on the hydrophilic monomer “a” represented by the formula (1), the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3), and/or the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is selected from the following:(1) 2-methacryloyloxyethyl phosphorylcholine, 4-(2-hydroxyethyl)-2-methylene-1-(tris(trimethylsiloxy)silylpropyl)butane-1,4-dioate, and glycidyl methacrylate.19. A method of producing a surface-treated silicone hydrogel, including a step of applying a copolymer to a surface of a silicone hydrogel, the copolymer containing: a constituent unit based on a hydrophilic monomer “a” represented by the following formula (1); a constituent unit based on a silicone monomer “b” represented by the following formula (2) or the following formula (3); and a constituent unit based on a thermally reactive monomer or photoreactive monomer “c”, the copolymer being capable of dissolving at 0.5% (w/v) in hot water at 60° C., and incapable of dissolving at 1% (w/v) in water at 20° C.:in the formula (1), R1 represents a hydrogen atom or a methyl group, L1 represents an organic group having 2 to 6 carbon atoms, and the organic group may optionally contain one ether bond and/or one hydroxy group, and R2 to R4 each independently represent a hydrocarbon group having 1 to 3 carbon atoms;in the formula (2), X1 represents a (meth)acryloyloxy group, a 3-(2-hydroxyethyloxycarbonyl)-2-methylenepropanoyloxy group, a 3-(2-hydroxyethyloxycarbonyl)-3-butenoyloxy group, or a 3-(2-hydroxyethyloxycarbonyl)-2-propenoyloxy group, L2 represents an organic group having 2 to 6 carbon atoms, and the organic group may optionally contain one ether bond and/or one hydroxy group, R5 to R13 each independently represent a methyl group or an ethyl group, and n1 represents 0 or 1;in the formula (3), R14 represents a hydrogen atom or a methyl group, L3 represents an organic group having 2 to 6 carbon atoms, and the organic group may optionally contain one ether bond and/or one hydroxy group, n2 represents an integer of from 4 to 20, and R15 to R17 each independently represent an alkyl group having 1 to 8 carbon atoms.20. The method of producing a surface-treated silicone hydrogel according to claim 19, wherein the constituent unit based on the hydrophilic monomer “a” represented by the formula (1) is 2-methacryloyloxyethyl phosphorylcholine, the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3) is polydimethylsiloxane monomethacrylate, tris(trimethylsiloxy)silylpropyl methacrylate, 4-(2-hydroxyethyl)-2-methylene-1-(tris(trimethylsiloxy)silylpropyl)butane-1,4-dioate, or 3-(3-(methylbis(trimethylsiloxy)silyl)propyl)glycerol-1-methacrylate, and the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is methacryloyloxybenzophenone, 4-(4-azidobenzoyloxymethyl)vinylbenzene, or glycidyl methacrylate.21. The method of producing a surface-treated silicone hydrogel according to claim 19, wherein a combination of the constituent unit based on the hydrophilic monomer “a” represented by the formula (1), the constituent unit based on the silicone monomer “b” represented by the formula (2) or the formula (3), and/or the constituent unit based on the thermally reactive monomer or photoreactive monomer “c” is any one selected from the following:(1) 2-methacryloyloxyethyl phosphorylcholine, polydimethylsiloxane monomethacrylate, and methacryloyloxybenzophenone;(2) 2-methacryloyloxyethyl phosphorylcholine, tris(trimethylsiloxy)silylpropyl methacrylate, and methacryloyloxybenzophenone;(3) 2-methacryloyloxyethyl phosphorylcholine, 4-(2-hydroxyethyl)-2-methylene-1-(tris(trimethylsiloxy)silylpropyl)butane-1,4-dioate, and 4-(4-azidobenzoyloxymethyl)vinylbenzene;(4) 2-methacryloyloxyethyl phosphorylcholine, 3-(3-(methylbis(trimethylsiloxy)silyl)propyl)glycerol-1-methacrylate, and methacryloyloxybenzophenone;(5) 2-methacryloyloxyethyl phosphorylcholine, polydimethylsiloxane monomethacrylate, and glycidyl methacrylate;(6) 2-methacryloyloxyethyl phosphorylcholine, tris(trimethylsiloxy)silylpropyl methacrylate, and glycidyl methacrylate; and(7) 2-methacryloyloxyethyl phosphorylcholine, 4-(2-hydroxyethyl)-2-methylene-1-(tris(trimethylsiloxy)silylpropyl)butane-1,4-dioate, and glycidyl methacrylate.