UV-absorbing vinylic monomers and uses thereof

Patent metadata

Field	Value
Publication number	US-10254567-B2
Application number	US-201715434105-A
Country	US
Kind code	B2
Filing date	Feb 16, 2017
Priority date	Feb 22, 2016
Publication date	Apr 9, 2019
Grant date	Apr 9, 2019

Abstract

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.

First claim

What is claimed is:

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.

Assignees

• Novartis Ag

Inventors

• Chang Frank
• Desousa Ryan
• Holland Troy Vernon
• Pruitt John Dallas
• Nelson Jared

Classifications

• B29D11/00134

  Curing of the contact lens material · CPC title

• C08F20/36

  containing oxygen in addition to the carboxy oxygen {, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate} · CPC title

• G02C7/049

  Contact lenses having special fitting or structural features achieved by special materials or material structures · CPC title

• G02B5/208

  for use with infrared or ultraviolet radiation, e.g. for separating visible light from infrared and/or ultraviolet radiation · CPC title

• G02B5/223

  containing organic substances, e.g. dyes, inks or pigments · CPC title