Hydrophilized carbosiloxane vinylic monomers
AssigneeNovartis AG
InventorsJinyu Huang, Frank Chang
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Abstract
The invention provides a hydrophilized carbosiloxane vinylic monomer which comprises (1) a poly(carbosiloxane) segment, (2) one sole ethylenically unsaturated group, and (3) at least one terminal or pendant group which is a hydrophilic group or hydrophilic polymer chain. The present invention is also related to a polymer, an actinically-crosslinkable silicone-containing prepolymer, a silicone hydrogel polymeric material, or a silicone hydrogel contact lens, which comprises monomeric units derived from a hydrophilized carbosiloxane vinylic monomer of the invention.
Claims20
1-10. (canceled)
A polymer comprising monomeric units derived in a free-radical polymerization from a carbosiloxane vinylic monomer of any one of formula (I), (I-1-g), (I-1-h), (I-1-i), (I-2-q), and (I-2-h).
- in which:
- e1, e2, e3, and e4 independent of one another are an integer of 0 or 1, provided that at least one of e1, e2, e3, and e4 is an integer of 1 and (e1+e2+e3)≦2;
- n1 is an integer of 2 or 3;
- n2 is an integer of from 2 to 100;
- E is C1-C6 alkyl radical or
- in which R7, R8 or R9 independent of one another is a C1-C6 alkyl;
- G1, G2, G3, and G4 independent of one another are selected from the group consisting of phosphocholine group, a poly(oxazoline) chain, a poly(ethyleneglycol) chain, a linear hydrophilic polymer chain composed of hydrophilic monomeric units derived from at least one hydrophilic vinylic monomer selected from the group consisting of (meth)acrylamide, N,N-dimethyl (meth)acrylamide, dimethylaminoethyl (meth)acrylate, dimethylaminoethyl (meth)acrylamide, N-vinyl-2-pyrrolidone, N-vinyl-N-methyl isopropylamide, N-vinyl-N-methyl acetamide, N-vinyl formamide, N-vinyl acetamide, N-vinyl isopropylamide, N-vinyl-N-methyl acetamide, N-methyl-3-methylene-2-pyrrolidone, 1-ethyl-3-methylene-2-pyrrolidone, 1-methyl-5-methylene-2-pyrrolidone, 1-ethyl-5-methylene-2-pyrrolidone, 5-methyl-3-methylene-2-pyrrolidone, 5-ethyl-3-methylene-2-pyrrolidone, 1-n-propyl-3-methylene-2-pyrrolidone, 1-n-propyl-5-methylene-2-pyrrolidone, 1-isopropyl-3-methylene-2-pyrrolidone, 1-isopropyl-5-methylene-2-pyrrolidone, 1-n-butyl-3-methylene-2-pyrrolidone, 1-tert-butyl-3-methylene-2-pyrrolidone, and mixtures thereof;
- L1 is a covalent bond or a C1-C6 alkyl diradical;
- L2 is a C1-C6 alkyl diradical;
- L3 is a C1-C6 alkyl diradical if e4 is an integer of 1 or a covalent bond if e4 is an integer of 0;
- R1, R2, R3, R4, R5, and R6 independent of one another are a C1-C6 alkyl radical,
- Q is the ethylenically unsaturated group;
- T1, T2, and T3 independent of one another are a C1-C6 alkyl tri-radical
- X1, X2, and X3 independent of one another is —O—, —NR0—, —CO—NR0—, —NR0—CO—, —NR0—CO—NH—, —NH—CO—NR0—, —O—CO—NH—, —NH—CO—O—, —O—CO—, —CO—O—, —NR0—CO—NH-L4-NH—CO—NR0—, —O—CO—NH-L4—NH—CO—O—, —NR0—CO—NH-L4—NH—CO—O—, or —O—CO—NH-L4-NH—CO—NR0—;
- R0 is H or C1-C10 alkyl;
- L4 is an alkyl diradical, a cycloalkyl diradical, an alkylcycloalkyl diradical, an alkylaryl diradical, or an aryl diradical with up to 40 carbon atoms;
- g1 is an integer from 3 to 500;
- R1″, R2″ and R3″ independently of one another are C1-C8 alkyl or C1-C8 hydroxyalkyl;
- R4″ and R5″ independently of one another are methyl or ethyl;
- Dii is a diurethane linkage of
- in which L4 is an alkyl diradical, a cycloalkyl diradical, an alkylcycloalkyl diradical, an alkylaryl diradical, or an aryl diradical with up to 40 carbon atoms;
- HPC is a hydrophilic polymer chain selected from the group consisting of a poly(ethyleneglycol) chain, a poly(N-vinylpyrrolidone) chain, a poly[N,N-dimethyl (meth)acrylamide] chain, a poly[(meth)acrylamide] chain, a poly(N-vinyl-N-methyl acetamide) chain, a poly(N-vinyl acetamide) chain, a poly(N-vinyl formamide) chain, and a poly(N-methyl-3-methylene-2-pyrrolidone).
Dependencies are inferred from the claim text.