Water-soluble UV-absorbing compounds and uses thereof
AssigneeNovartis AG
InventorsFrank Chang, Ryan DeSousa, Troy Vernon Holland, Walter R. Laredo
Life of this patent
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Abstract
Described herein are dimethyl acetal-containing UV-absorbing compounds and their uses in preparing UV-absorbing polyvinyl alcohol prepolymers suitable for producing UV-absorbing contact lenses capable of blocking ultra-violet (“UV”) radiation and optionally (but preferably) violet radiation with wavelengths from 380 nm to 440 nm, thereby protecting eyes to some extent from damages caused by UV radiation and potentially from violet radiation. This invention also provides a UV-absorbing polyvinyl alcohol prepolymer.
Claims14
A water-soluble, actinically-crosslinkable polyvinyl alcohol prepolymer, comprising:
- repeating units of vinyl alcohol
- repeating crosslinking units of formula (VI);
- and
- repeating UV-absorbing units of formula (VII)
- in which:
- R11 is hydrogen or C1-C6 alkyl;
- R12 is an ethylenically unsaturated group of
- in which q1 and q2 independently of each another are zero or one, and R16 and R17 independently of one another are a C2-C8 alkylene divalent radical, R18 is C2-C8 alkenyl;
- R13 can be hydrogen or a C1-C6 alkyl group;
- R14 is a C1-C6 alkylene divalent radical;
- R15 is a monovalent radical of any one of formula (VIII)-(XII)
- Ro is H or CH3;
- R1, R2 and R2′ independent of one other are H, CH3, CCl3, CF3, Cl, Br, NR′R″ in which
- R′ and R″ independent of each other are H or C1-C4 alkyl, OH, or OCH3;
- R1′ independent of each other are H, CH3, CCl3, CF3, Cl, Br, NR′R″ in which R′ and R″ independent of each other are H or C1-C4 alkyl, OH, OCH3, SO3H, or SO3−Na+;
- R3 and R4 independent of each other are H or a first hydrophilic group which is
- provided that at least one of R3 and R4 is the first hydrophilic group;
- r1 is an integer of 1 to 8;
- n1 is an integer of 2 to 20;
- R5 is H, *—COOH, *—CONH—C2H4—(OC2H4)n1—OCH3, or —CONH—C2H4—(OC2H4)n1—OH;
- R8 is CH3, C2H5,
- R9 is SO3Na,
- R9′ is H, SO3Na,
- R10 is methyl or ethyl;
- L1 is a linkage of
- L2 is a linkage of
- L3 is a linkage of
- X1 is O or NRo;
- one of R19 and R20 is H or a second hydrophilic group which is
- while the other of R19 and R20 is a divalent radical of
Dependencies are inferred from the claim text.