IP Library Granted Patent US 8,703,891
Granted Patent B2
US 8,703,891 · App. 13/625,459 · Granted Apr 22, 2014

Contact lens

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Quick Facts
Patent No.
US 8,703,891
App. No.
13/625,459
Granted
Apr 22, 2014
Kind
B2
Abstract

A contact lens formed of a composition comprising the reaction product of: A) at least 10 weight percent, based on the total composition weight excluding solvent, of at least one silicone-containing monomer of the formula I: where n is from 1 to 3, m is from 9 to 15, each a independently is C 1-4 alkyl, and each b independently is C 1-4 alkyl; B) at least 10 weight percent, based on the total composition weight excluding solvent, of 3-methacryloxypropyl tris(trimethylsiloxy)silane; C) N-vinyl pyrrolidone; and D) at least one other non-ionic hydrophilic monomer wherein the combined amount of A) and B) is at least 20 weight percent based on the total composition weight excluding solvent, and wherein the N-vinyl pyrrolidone (NVP) is present in such an amount that the reaction product comprises polyvinyl pyrrolidone (PVP) homopolymer.

Claims (29)

1. A method of making a contact lens comprising the steps of: mixing:

A) at least 10 weight percent, based on the total composition weight excluding solvent, of at least one silicone-containing monomer of the formula I:

where n is from 1 to 3, m is from 9 to 15, each a independently is C 1-4 alkyl, and each b independently is C 1-4 alkyl;

B) at least 10 weight percent, based on the total composition weight excluding solvent, of 3-methacryloxypropyl tris(trimethylsiloxy)silane;

C) N-vinyl pyrrolidone; and

D) at least one other non-ionic hydrophilic monomer,

wherein the combined amount of A) and B) is at least 20 weight percent based on the total composition weight excluding solvent, wherein the N-vinyl pyrrolidone (NVP) is present in such an amount that the reaction product comprises polyvinyl pyrrolidone (PVP) homopolymer; and wherein the reaction mixture is in the absence of pre-polymerized PVP homopolymer; and

curing the mixture to form a PVP-containing contact lens.

2. The method of claim 1 , wherein the N-vinyl pyrrolidone is present in an amount of from 30 to 60 weight percent.

3. The method of claim 1 , wherein the N-vinyl pyrrolidone is present in an amount of from 40 to 60 weight percent.

4. The method of claim 1 , wherein D) comprises at least one of 2-hydroxyethyl methacrylate and N,N-dimethylacrylamide.

5. The method of claim 1 , additionally comprising up to 3 weight percent based on the total composition weight excluding solvent, of acrylic or methacrylic acid.

6. The method of claim 1 , wherein A) comprises trimethylsilyl methacryloxypropyl(polydimethyl siloxane).

7. The method of claim 1 , additionally comprising E) a free radical initiator, wherein the free radical initiator is AZBN.

8. The method of claim 1 , additionally comprising F) a cross-linker, wherein the cross-linker is tetraethyleneglycol dimethacrylate.

9. The method of claim 1 , additionally including a solvent, wherein the solvent comprises at least one primary alcohol.

10. The method of claim 9 , wherein the solvent does not contain any secondary or tertiary alcohols.

11. The method of claim 9 , wherein the solvent comprises ethanol and/or decanol and/or propanol.

12. The method of claim 9 , wherein, the solvent comprises at least one primary alcohol and at least one additional solvent which is more hydrophobic than the primary alcohol, and which is present in an amount of from 20 to 50 weight percent of the solvent.

13. The method as claimed claim 12 , wherein the additional solvent is one or more of hexanol, octanol, decanol and ethyl acetate.

14. A method as claimed in claim 13 , wherein the solvent comprises a mixture of ethanol and at least one of hexanol, octanol, decanol and ethyl acetate.

15. A method as claimed in claim 1 , wherein;

N-vinyl pyrrolidone is present in an amount of from 20 to 60 weight percent, based on the total composition weight excluding solvent;

the at least one non-ionic hydrophilic monomer is present in an amount of from 2 to 10 weight percent, based on the total composition weight excluding solvent; and additionally comprising mixing

E) from 0.2 to 2 weight percent, based on the total composition weight excluding solvent, of a free radical initiator; and

F) from 0.2 to 5 weight percent, based on the total composition weight excluding solvent, of a cross-linking agent,

and a solvent in an amount of from 15 to 30 weight percent based on the weight of reactants, wherein the solvent comprises at least one primary alcohol;

adding the mixture into a contact lens mould; and

curing the reaction mixture to form a contact lens.

Assignments (3)
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 Dec 16, 2015
From: BROAD, ROBERT ANDREW
To: SAUFLON CL LIMITED
Reel/Frame 037305/0807 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 16, 2015
From: SAUFLON CL LIMITED
To: COOPERVISION INTERNATIONAL HOLDING COMPANY, L.P.
Reel/Frame 037306/0453 →