IP Library Granted Patent US 8,232,326
Granted Patent B2
US 8,232,326 · App. 13/369,010 · Granted Jul 31, 2012

UV/visible light absorbers for ophthalmic lens materials

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Quick Facts
Patent No.
US 8,232,326
App. No.
13/369,010
Granted
Jul 31, 2012
Kind
B2
Abstract

Benzotriazole UV/Visible light-absorbing monomers are disclosed. The UV/Vis absorbers are particularly suitable for use in intraocular lens materials.

Claims (35)

1. An intraocular or contact lens comprising an ophthalmic device material formed by copolymerizing a composition comprising i) a device-forming monomer selected from the group consisting of acrylic monomers and silicone-containing monomers, and ii) a benzotriazole compound of the formula

wherein

R 1 =H, CH 3 , CH 2 CH 3 , or CH 2 OH;

R 2 =C 1 -C 4 alkyl; and

R 3 =H, CH 3 , CH 3 O, F, Cl, Br, I, or CF 3 .

2. The lens of claim 1 wherein

R 1 =H or CH 3 ;

R 2 =C 1 -C 4 alkyl; and

R 3 =H, CH 3 , CH 3 O, F, Cl, or CF 3 .

3. The lens of claim 1 wherein the benzotriazole compound is 2-hydroxy-5-methyl-3-(5-(trifluoromethyl)-2H-benzo[d][1,2,3]triazol-2-yl)benzyl methacrylate.

4. The lens of claim 1 wherein the ophthalmic device material comprises from 0.1 to 3% w/w of the benzotriazole compound.

5. The lens of claim 4 wherein the ophthalmic device material comprises from 0.2 to 2.5% w/w of the benzotriazole compound.

6. The lens of claim 5 wherein the ophthalmic device material comprises from 0.3 to 2% w/w of the benzotriazole compound.

7. The lens of claim 1 wherein the ophthalmic device material comprises a device-forming monomer of formula [IV]:

where in formula [IV]:

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 , iso-OC 3 H 7 , C 6 H 5 , or CH 2 C 6 H 5 ;

n′ is 1-10;

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.

8. The lens of claim 7 wherein in formula [IV]:

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.

9. The lens of claim 8 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.

10. The lens of claim 1 wherein the ophthalmic device material comprises a cross-linking agent.

11. The lens of claim 1 wherein the ophthalmic device material comprises a reactive blue-light absorbing compound.

Assignments (1)
CONFIRMATORY DEED OF ASSIGNMENT EFFECTIVE APRIL 8, 2019 Recorded Dec 10, 2019
From: NOVARTIS AG
To: ALCON INC.
Reel/Frame 051454/0788 →