IP Library Granted Patent US 8,475,691
Granted Patent B2
US 8,475,691 · App. 13/584,892 · Granted Jul 2, 2013

UV-absorbers for ophthalmic lens materials

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Quick Facts
Patent No.
US 8,475,691
App. No.
13/584,892
Granted
Jul 2, 2013
Kind
B2
Abstract

Novel UV absorbing monomers are disclosed. The UV absorbers are particularly suitable for use in intraocular lens materials.

Claims (36)

1. A UV absorber compound of the formula:

wherein

—X and G are independently H, F, Cl, Br, I, CO 2 H, NO 2 , C 1 -C 6 linear or branched alkyl, or C 1 -C 6 linear or branched alkoxy.

2. The UV absorber compound of claim 1 , wherein

X is H, F, Cl, CH 3 , or NO 2 ; and

G is H, F, Cl, CH 3 , or CH 3 O; provided that if X═H, then G≠H.

3. The UV absorber compound of claim 2 , wherein X is Cl and G is CH 3 .

4. An intraocular lens comprising the UV absorber compound of claim 3 .

5. An intraocular lens comprising the UV absorber compound of claim 2 .

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

7. The ophthalmic device material of claim 6 , wherein the ophthalmic device material comprises from 0.01 to 0.5 wt. % of the UV absorber compound of claim 1 .

8. The ophthalmic device material of claim 7 , wherein the ophthalmic device material comprises from 0.01 to 0.1 wt. % of the UV absorber compound of claim 1 .

9. The ophthalmic device material of claim 6 , 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.

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 6 , wherein the ophthalmic device material comprises a cross-linking agent.

13. The ophthalmic device material of claim 6 , wherein the ophthalmic device material comprises a reactive UV absorber compound other than a UV absorber compound of claim 1 .

14. An ophthalmic device comprising the ophthalmic device material of claim 6 .

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.

16. An intraocular lens comprising the UV absorber compound of claim 1 .

Assignments (2)
CONFIRMATORY DEED OF ASSIGNMENT EFFECTIVE APRIL 8, 2019 Recorded Dec 10, 2019
From: NOVARTIS AG
To: ALCON INC.
Reel/Frame 051454/0788 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2012
From: LAREDO, WALTER R.
To: NOVARTIS AG
Reel/Frame 028780/0273 →