IP Library Granted Patent US 8,425,891
Granted Patent B2
US 8,425,891 · App. 13/652,081 · Granted Apr 23, 2013

UV-absorbers for ophthalmic lens materials

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Quick Facts
Patent No.
US 8,425,891
App. No.
13/652,081
Granted
Apr 23, 2013
Kind
B2
Abstract

Dihydroxybenzotriazole UV absorbing compounds that are particularly useful in ophthalmic devices are disclosed.

Claims (41)

1. An ophthalmic device material comprising (i) a UV absorber of the formula

wherein

X 1 is O;

R 1 is CH 3 ;

X 2 is a polymerizable group of formula Ia;

the polymerizable group of formula Ia is:

R 4 is t-butyl;

R 5 is H;

R 6 is t-butyl;

R 7 is (CH 2 ) 3 ;

X 4 is O;

R 8 is C(═O);

R 9 is CH 3 ; and

R 10 is H;

and (ii) a device-forming monomer selected from the group consisting of acrylic monomers and silicone-containing monomers.

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

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

4. The ophthalmic device material of claim 1 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.

5. The ophthalmic device material of claim 4 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.

6. The ophthalmic device material of claim 5 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.

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

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

9. An ophthalmic device comprising the ophthalmic device material of claim 1 .

10. The ophthalmic device of claim 9 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.

11. An intraocular lens comprising an ophthalmic device material of claim 1 .

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