HYDROPHOBIC ACRYLIC INTRAOCULAR LENS MATERIALS

• US 20120309919A1
• Filed: 06/01/2012
• Published: 12/06/2012
• Est. Priority Date: 06/03/2011
• Status: Active Grant

• Current Assignee: Alcon Incorporated
• Original Assignee: Novartis Ag
• Inventors: Laredo, Walter R.
• Granted Patent: US 8,557,892 B2
• Time in Patent Office: Days
• US Class Current: 526/279
• CPC Class Codes: A61L 2430/16 for reconstruction of eye parts, e.g. intraocular lens, cornea
• CPC Class Codes: A61L 27/16 obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: C08L 33/08 Homopolymers or copolymers of acrylic acid esters

Abstract

Disclosed are low-tack, hydrophobic, high refractive index, acrylic materials. These materials, especially useful as intraocular lens materials, contain one or more aryl acrylic hydrophobic monomers as principal device-forming monomers, a tack-reducing macromer additive and a glistening-reducing additive. In addition to their use as intraocular lens materials, the present materials are also suitable for use in other implantable ophthalmic devices.

Claims

1. A copolymeric ophthalmic device material formed by polymerizing a mixture comprising

a) 40-80% (w/w) or more of an aryl acrylic hydrophobic monomer of formula (I)

2. The copolymeric device material of claim 1 wherein the aryl acrylic hydrophobic monomer is selected from the group consisting of:

benzyl acrylate;

2-phenylethyl acrylate;

2-phenoxyethyl acrylate;

4-phenylbutyl acrylate;

5-phenylpentyl acrylate;

2-benzyloxyethyl acrylate;

3-benzyloxypropyl acrylate;

3-phenylpropyl acrylate;

3-phenoxypropyl acrylate;

2-(phenylthio)propyl acrylate; and

2-(phenylthio)ethyl acrylate.

3. The copolymeric device material of claim 2 wherein the aryl acrylic hydrophobic monomer is selected from the group consisting of:

2-phenylethyl acrylate;

2-phenoxyethyl acrylate;

benzyl acrylate; and

2-(phenylthio)ethyl acrylate.

4. The copolymeric device material of claim 1 wherein the mixture comprises 40-74% (w/w) of the aryl acrylic hydrophobic monomer.

5. The copolymer device material of claim 4 wherein the mixture comprises 50-72% (w/w) of the aryl acrylic hydrophobic monomer.

6. The copolymeric device material of claim 1 wherein the mixture comprises 1-3% (w/w) of the macromer of formula (II).

7. The copolymeric device material of claim 6 wherein the mixture comprises 1.5-2.5% (w/w) of the macromer of formula (II).

8. The copolymeric device material of claim 1 wherein the macromer of formula (II) has a molecular weight of 350-2,000.

9. The copolymeric device material of claim 8 wherein the macromer of formula (II) has a molecular weight of 800-1,400.

10. The copolymeric device material of claim 8 wherein the macromer of formula (II) has a molecular weight of 550-700.

11. The copolymeric device material of claim 1 wherein the mixture comprises 5-25% (w/w) of the siloxane monomer of formula (III).

12. The copolymeric device material of claim 11 wherein the mixture comprises 5-15% (w/w) of the siloxane monomer of formula (III).

13. The copolymeric device material of claim 1 wherein the hydrophilic monomer is a hydroxy(C₂-C₄ alkyl)methacrylate and the mixture comprises 10-20% (w/w) of the hydrophilic monomer.

14. The copolymeric device material of claim 13 wherein the hydrophilic monomer is 2-hydroxyethyl methacrylate and the mixture comprises 13-20% (w/w) of the hydrophilic monomer.

15. The copolymeric device material of claim 1 wherein the mixture comprises 0.5-10% (w/w) of the cross-linking agent.

16. The copolymeric device material of claim 15 wherein the mixture comprises 1-3% (w/w) of the cross-linking agent and the cross-linking agent is selected from the group consisting of:

ethylene glycol dimethacrylate;

diethylene glycol dimethacrylate;

allyl methacrylate;

1,3-propanediol dimethacrylate;

2,3-propanediol dimethacrylate;

1,6-hexanediol dimethacrylate;

1,4-butanediol dimethacrylate;

triethylene glycol dimethacrylate; and

their corresponding acrylates.

17. The copolymeric device material of claim 16 wherein the cross-linking agent is selected from the group consisting of 1,4-butanediol dimethacrylate and triethylene glycol dimethacrylate.

18. The copolymeric device material of claim 1 wherein the mixture further comprises a reactive blue-light absorbing compound.

19. An intraocular lens comprising the copolymeric device material of claim 1.