UV-absorbing vinylic monomers and uses thereof
View Patent ↗Described herein are water-soluble UV-absorbing vinylic monomers and their uses in preparing 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 contact lens.
1. A UV-absorbing vinylic monomer of any one of formula (I) to (VII)
in which:
R 2 and R 2 ′ independent of one other are H, CH 3 , CCl 3 , CF 3 , Cl, Br, OH, OCH 3 , or NR′R″ in which R′ and R″ independent of each other are H or C 1 -C 4 alkyl;
R 1 ′ independent of each other are H, CH 3 , CCl 3 , CF 3 , Cl, Br, OH, OCH 3 , SO 3 H, SO 3 Na, or NR′R″ in which R′ and R″ independent of each other are H or C 1 -C 4 alkyl;
R 9 is SO 3 Na,
R 9 ′ is H, SO 3 Na,
R 10 is methyl or ethyl;
L1 is a direct bond or a linkage of
L2 is a linkage of
X1 is O or NRº; and
Y 2 , and Y 3 independent of one another are a C 2 -C 4 alkylene divalent radical;
Q2, and Q3 independent of one another are a (meth)acryloylamido or (meth)acryloyloxy group;
m1 is zero or 1, provided that if m1 is zero, then Q 2 is a (meth)acryloylamido group.
2. The UV-absorbing vinylic monomer of claim 1 , being a vinylic monomer of formula (IV) or (V).
3. The UV-absorbing vinylic monomer of claim 2 , being selected from a vinylic monomer of any one of the following formula:
in which R 1 ′ is H, CH 3 , CCl 3 , CF 3 , Cl, Br, NR′R″ in which R′ and R″ independent of each other are H or C 1 -C 4 alkyl, OH, or OCH 3 ; Q 2 is (meth)acryloylamido or (meth)acryloyloxy group; Y 2 is an ethylene or propylene divalent radical.
4. The UV-absorbing vinylic monomer of claim 1 , being a vinylic monomer of formula (VI) or (VII).
5. The UV-absorbing vinylic monomer of claim 4 , being selected from a vinylic monomer of any one of the following formula:
in which R 1 ′ is H, CH 3 , CCl 3 , CF 3 , Cl, Br, OH, or OCH 3 , NR′R″ in which R′ and R″ independent of each other are H or C 1 -C 4 alkyl, R 8 is CH 3 , C 2 H 5 ,
R 10 is methyl or ethyl; Q 3 is (meth)acryloylamido or (meth)acryloyloxy group; Y 3 is an ethylene or propylene divalent radical.