IP Library Granted Patent US 10,139,521
Granted Patent B2
US 10,139,521 · App. 15/472,310 · Granted Nov 27, 2018

Silicone elastomer-hydrogel hybrid contact lenses

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Quick Facts
Patent No.
US 10,139,521
App. No.
15/472,310
Granted
Nov 27, 2018
Kind
B2
Abstract

A silicone elastomer-hydrogel hybrid contact lens includes a silicone elastomer layer and a hydrogel layer adhered to the silicone elastomer layer by a delamination-resistant bond that is formed by an elastomer-swellable monomer that is included in the polymerizable composition used to form the hydrogel layer.

Claims (35)

1. A silicone elastomer-hydrogel hybrid contact lens comprising:

a) a silicone elastomer layer comprising an anterior side and a posterior side; and

b) a hydrogel layer adhered to the posterior side of the silicone elastomer layer, wherein the hydrogel layer is formed by curing a polymerizable composition comprising an elastomer-swellable monomer having an HLB value of less than 4 or a molecular weight of up to 1,200 daltons or both; and

c) a delamination-resistant bond between the silicone elastomer layer and the hydrogel layer, wherein the delamination-resistant bond is formed by the elastomer-swellable monomer.

2. The hybrid contact lens of claim 1 , wherein the elastomer-swellable monomer is capable of swelling the silicone elastomer by at least 10% as determined by submerging an 11.5 mm×100 disk of the silicone elastomer in the elastomer-swellable monomer for 24 hours at 20-25° C. and measuring at least a 10% change in diameter of the disk.

3. The hybrid contact lens of claim 1 , wherein the elastomer-swellable monomer has an HLB value of 0 to less than 4.

4. The hybrid contact lens of claim 1 , wherein the elastomer-swellable monomer has a molecular weight of up to 1,200 daltons.

5. The hybrid contact lens of claim 1 , wherein the hydrogel layer is a silicone hydrogel.

6. The hybrid contact lens of claim 1 , wherein the hydrogel layer is a siloxane-free hydrogel.

7. The hybrid contact lens of claim 6 , wherein the hydrogel layer comprises a copolymer of 2-hydroxyethyl methacrylate (HEMA) and methyl methacrylate (MMA).

8. The hybrid contact lens of claim 7 , wherein the copolymer is formed by curing a polymerization composition comprising at least 20 wt. % MMA.

9. The hybrid contact lens of claim 1 , wherein the bond comprises an interpenetrating polymer network formed by the elastomer-swellable monomer.

10. The hybrid contact lens of claim 1 , wherein the bond comprises a covalent attachment between a vinyl-functionalized component of the hydrogel layer and the silicone elastomer layer.

11. The hybrid contact lens of claim 10 , wherein the vinyl-functionalized component comprises a divinyl siloxane.

12. The hybrid contact lens of claim 1 , wherein the hydrogel layer has a chord diameter that is 3 to 8 mm larger than that of the silicone elastomer layer.

13. The hybrid contact lens of claim 1 , wherein the silicone elastomer layer forms the anterior surface of the contact lens and is treated to provide a hydrophilic surface.

14. The hybrid contact lens of claim 13 , wherein the silicone elastomer layer is treated with plasma or a hydrophilic coating.

15. The hybrid contact lens of claim 1 , further comprising an object embedded within the silicone elastomer layer or adhered to the anterior side of the silicone elastomer layer.

16. The hybrid contact lens of claim 15 , wherein the object is a variable focus lens.

17. The hybrid contact lens of claim 15 , wherein the object is an electronic component.

18. A method of manufacturing an elastomer-hydrogel hybrid contact lens comprising:

a) providing a silicone elastomer layer comprising an anterior side and a posterior side;

b) contacting a polymerizable hydrogel composition with the posterior side of the silicone elastomer layer, wherein the polymerizable hydrogel composition comprises an elastomer-swellable monomer having an HLB value of less than 4 or a molecular weight of up to 1,200 daltons or both; and

c) curing the hydrogel composition to form a hydrogel layer adhered to the posterior side of the silicone elastomer layer and a delamination-resistant bond between the silicone elastomer layer and the hydrogel layer, wherein the delamination-resistant bond is formed by the elastomer-swellable monomer.

19. The method of claim 18 , further comprising hydrating the hydrogel layer.

20. The method of claim 18 , further comprising sealing the hybrid contact lens in a package.

21. The method of claim 18 , wherein the polymerizable hydrogel composition comprises a divinyl siloxane and a platinum catalyst.

22. The method of claim 18 , wherein the silicone elastomer layer is formed by a method comprising:

dispensing an amount of a liquid silicone elastomer into a first mold member defining an anterior surface of the silicone elastomer layer;

coupling a second mold member defining a posterior surface of the silicone elastomer to the first mold member to form a first mold assembly; and

subjecting the first mold assembly to conditions that cause the silicone elastomer to cure.

23. The method of claim 22 , further comprising:

decoupling the first and second mold members so that the silicone elastomer layer is retained by the first mold member,

wherein the polymerizable hydrogel composition is contacted with the posterior side of the silicone elastomer layer while it is retained by the first mold member, and wherein a third mold member defining a posterior surface of the hydrogel layer is coupled to the first mold member to form a second mold assembly.

24. The hybrid contact lens of claim 1 , wherein the hydrogel layer has an equilibrium water content of about 20 wt. % to about 60 wt. %.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2020
From: COOPERVISION INTERNATIONAL HOLDING COMPANY, LP
To: COOPERVISION INTERNATIONAL LIMITED
Reel/Frame 054370/0631 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 13, 2017
From: TRAN, VICTORIA; MARULLO, RACHEL; LE, HANG; IRMA, ELISSA
To: COOPERVISION, INC.
Reel/Frame 043575/0418 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 13, 2017
From: COOPERVISION, INC.
To: COOPERVISION INTERNATIONAL HOLDING COMPANY, LP
Reel/Frame 043575/0541 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 16, 2017
From: TRAN, VICTORIA; MARULLO, RACHEL; LE, HANG; IRMA, ELISSA
To: COOPERVISION, INC.
Reel/Frame 043311/0976 →
Cited By (7)
US 12,210,225 US 12,216,343 US 12,226,647 US 12,391,014 US 12,427,336 US 12,474,598 US 12,539,650