UV-absorbers for ophthalmic lens materials

1. A UV absorber of the formula

R 1 , R 2 and R 3 =nothing;

X 1 is Cl;

X 2 is a polymerizable group of formula Ia;

the polymerizable group of formula Ia is:

X 3 is nothing;

R 7 is a C 1 -C 4 alkyl group;

X 4 iS 0 ;

R 8 is C=O;

R 9 is H or methyl;

R 10 is H;

R 4 and R 6 independently are C 1 -C 6 alkyl or C 1 -C 4 alkoxy; and

R 5 is H.

2. The UV absorber of claim 1 wherein:

R 1 , R 2 , and X 3 =nothing;

X 1 is Cl;

R 3 is nothing;

X 2 is a polymerizable group of formula Ia;

R 7 is —(CH 2 ) 3 —;

X 4 is O;

R 8 is C═O;

R 9 is methyl;

R 10 is H;

R 4 and R 6 are t-butyl; and

R 5 is H.

3. An ophthalmic device material comprising the UV absorber of claim 1 and a device-forming monomer selected from the group consisting of acrylic monomers and silicone-containing monomers.

4. The ophthalmic device material of claim 3 wherein the ophthalmic device material comprises from 0.1 to 5% (w/w) of the UV absorber of claim 1 .

5. The ophthalmic device material of claim 4 wherein the ophthalmic device material comprises from 0.1 to 2% (w/w) of the UV absorber of claim 1 .

6. The ophthalmic device material of claim 3 wherein the ophthalmic device material comprises a device-forming monomer of formula [II]:

where in formula [II]:

A is H, CH 3 , CH 2 CH 3 , or CH 2 OH;

B is (CH 2 ) m or [O(CH 2 ) 2 ] z ;

C is (CH 2 ) w ;

m is 2-6;

z is 1-10;

Y is nothing, O, S, or NR′, provided that if Y is O, S, or NR′, then B is (CH 2 ) m ;

R′ is H, CH 3 , C n′ H 2n′+1 (n′=1-10), iso -OC 3 H 7 , C 6 H 5 , or CH 2 C 6 H 5 ;

w is 0-6, provided that m+w≦8; and

D is H, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 6 H 5 , CH 2 C 6 H 5 or halogen.

7. The ophthalmic device material of claim 6 wherein in formula [II]:

A is H or CH 3 ;

B is (CH 2 ) m ;

m is 2-5;

Y is nothing or O;

w is 0-1; and

D is H.

8. The ophthalmic device material of claim 7 wherein the ophthalmic device material comprises a monomer selected from the group consisting of: 2-phenylethyl methacrylate; 4-phenylbutyl methacrylate; 5-phenylpentyl methacrylate; 2-benzyloxyethyl methacrylate; and 3-benzyloxypropyl methacrylate; and their corresponding acrylates.

9. The ophthalmic device material of claim 3 wherein the ophthalmic device material comprises a cross-linking agent.

10. The ophthalmic device material of claim 3 wherein the ophthalmic device material comprises a reactive blue-light absorbing compound.

11. An intraocular lens comprising the UV absorber of claim 1 .

12. An intraocular lens comprising the UV absorber of claim 2 .

13. An ophthalmic device comprising the ophthalmic device material of claim 3 .

14. The ophthalmic device of claim 13 wherein the ophthalmic device is selected from the group consisting of an intraocular lens; a contact lens; a keratoprosthesis; and a corneal inlay or ring.