UV-absorbers for ophthalmic lens materials

1. A UV absorber of the formula

wherein

is R 1 =C 1 -C 12 alkylene, (CH 2 CH 2 O) n , (CH 2 CH(CH 3 )O) n , or CH 2 CH 2 CH 2 (Si(CH 3 ) 2 O) b Si(CH 3 ) 2 CH 2 CH 2 CH 2 ;

X is nothing if R 1 is (CH 2 CH 2 O) n , (CH 2 CH(CH 3 )O) n , or R 2 is Si(CH 3 ) 2 , otherwise X is O, NR, or S;

R=H, CH 2 Si(CH 3 ) 3 , C 1 -C 6 alkyl, or phenyl;

R 2 =nothing, C(═O), C(═O)C j H 2j , C 1 -C 6 alkylene, phenyl, C 1 -C 6 alkylphenyl, or Si(CH 3 ) 2 ;

R 3 =H or CH 3 ;

R 4 =H, C 1 -C 6 alkyl, or phenyl;

R 5 =C 4 -C 12 t-alkyl;

b=1-9;

n=1-10; and

j=1-6.

2. The UV absorber of claim 1 , wherein

R 1 =C 1 -C 6 alkylene;

X is O or NR;

R=H or C 1 -C 6 alkyl;

R 2 =C(═O) or C 1 -C 6 alkylphenyl;

R 3 =H or CH 3 ;

R 4 =H; and

R 5 =C 4 -C 6 t-alkyl.

3. The UV absorber of claim 2 , wherein

R 1 =C 2 -C 3 alkylene;

X is O;

R 2 =C(═O);

R 3 =H or CH 3 ;

R 4 =H; and

R 5 =t-butyl.

4. The UV absorber of claim 3 , wherein the UV absorber is 2-[2′-hydroxy-3′-tert-butyl-5′-(3″-methacryloyloxy)propoxyphenyl]-5-trifluoromethyl-2H-benzotriazole.

5. 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.

6. The ophthalmic device material of claim 5 , wherein the ophthalmic device material comprises from 0.05 to 5% w/w of the UV absorber.

7. The ophthalmic device material of claim 6 , wherein the ophthalmic device material comprises from 0.1 to 2% w/w of the UV absorber.

8. The ophthalmic device material of claim 7 , wherein the ophthalmic device material comprises from 0.5 to 2% w/w of the UV absorber.

9. The ophthalmic device material of claim 5 , wherein the ophthalmic device material comprises a device-forming monomer of formula [II]:

wherein 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.

10. The ophthalmic device material of claim 9 , 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.

11. The ophthalmic device material of claim 10 , 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.

12. The ophthalmic device material of claim 5 , wherein the ophthalmic device material comprises a cross-linking agent.

13. The ophthalmic device material of claim 5 , wherein the ophthalmic device material comprises a reactive blue-light absorbing compound.

14. An ophthalmic device comprising the ophthalmic device material of claim 5 .

15. The ophthalmic device of claim 14 , 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.