Modifier for ophthalmological device
AssigneeNof Corporation
InventorsHirotaka Suzuki, Norio Iwakiri
Life of this patent
Estimating the term…
Abstract
Provided is a modifier for an ophthalmic device capable of imparting high wettability and lubricity to a silicone hydrogel, specifically, a modifier for an ophthalmic device capable of expressing such effect when contained in a small amount. Also provided are a silicone hydrogel obtained by curing a silicone hydrogel composition containing the modifier for an ophthalmic device, and an ophthalmic device using the silicone hydrogel. It has been found that a water-soluble silicone-containing water-soluble copolymer obtained by copolymerizing a phosphorylcholine group-containing monomer and a specific silicone monomer can impart high wettability and lubricity to a silicone hydrogel when contained in a small amount.
Claims17
A modifier for an ophthalmic device, comprising a copolymer containing:
- a constituent unit based on a hydrophilic monomer “a” represented by the following formula (1);
- and
- a constituent unit based on a silicone monomer “b” represented by the following formula (2) or the following formula (3):
- 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,
- wherein the copolymer is incapable of dissolving at 1.0% (w/v) in water at 20° C. and capable of dissolving at 0.1% (w/v) or more in boiling water, and
- a water solubility index (WSI) as defined by formula (4) is from 20 to 700,
- WSI
- ≡
- monomer
-
- a
- monomer
-
- b
- [
- Mass
-
- ratio
- ]
- ×
- 1000
- weight
- -
- average
- molecular
-
- weight
- ×
- 10
- 3
- .
- (
- 4
- )
A modifier for an ophthalmic device, comprising a copolymer containing:
- a constituent unit based on a hydrophilic monomer “a”;
- and
- a constituent unit based on a silicone monomer “b”;
- and
- a constituent unit based on a thermally reactive monomer or a photoreactive monomer “c”,
- wherein the constituent unit based on the hydrophilic monomer “a” is 2-methacryloyloxyethyl phosphorylcholine,
- the constituent unit based on the silicone monomer “b” is tris(trimethylsiloxy)silylpropyl methacrylate, polydimethylsiloxane monomethacrylate, 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 the photoreactive monomer “c” is glycidyl methacrylate, methacryloyloxybenzophenone, or 4-(4-azidobenzoyloxymethyl)vinylbenzene,
- wherein the copolymer is incapable of dissolving at 1.0% (w/v) in water at 20° C. and capable of dissolving at 0.1% (w/v) or more in boiling water, and
- a water solubility index (WSI) as defined by formula (4) is from 20 to 700,
- WSI
- ≡
- monomer
-
- a
- monomer
-
- b
- [
- Mass
-
- ratio
- ]
- ×
- 1000
- weight
- -
- average
- molecular
-
- weight
- ×
- 10
- 3
- .
- (
- 4
- )
Dependencies are inferred from the claim text.