Silicone hydrogel contact lenses having non-uniform morphology

Patent metadata

Field	Value
Publication number	US-12297330-B2
Application number	US-202318459499-A
Country	US
Kind code	B2
Filing date	Sep 1, 2023
Priority date	Jun 24, 2019
Publication date	May 13, 2025
Grant date	May 13, 2025

Abstract

Described is a silicone hydrogel contact lens having non-uniform morphology. The contact lens may be made from a reactive mixture comprising: a silicone-containing component; a hydrophilic component; a non-reactive polymeric internal wetting agent; and a polymerization initiator, the contact lens having an oxygen permeability of at least about 60 barrers, and wherein the molar ratio in the lens of the polymeric non-reactive internal wetting agent to silicone, without a surface treatment, is greater in the lens's surface than in its bulk.

First claim

We claim:

1. A silicone hydrogel contact lens that is a reaction product of a reactive mixture comprising: a silicone-containing component; a hydrophilic component; a non-reactive polymeric internal wetting agent; and a polymerization initiator, wherein at least one of the silicone-containing component and the hydrophilic component contains a methacrylate, the contact lens having an oxygen permeability of at least about 60 barrers, and wherein the molar ratio in the lens of the polymeric non-reactive internal wetting agent to methacrylate, without a surface treatment, is greater in the lens's surface than in its bulk.

2. The silicone hydrogel contact lens of claim 1 wherein the molar ratio of the polymeric non-reactive internal wetting agent to methacrylate is at least 1.5 times greater in the lens's surface than in its bulk.

3. The silicone hydrogel contact lens of claim 1 wherein the molar ratio of the polymeric non-reactive internal wetting agent to methacrylate is at least 2.3 times greater in the lens's surface than in its bulk.

4. The silicone hydrogel contact lens of claim 1 wherein the non-reactive polymeric internal wetting agent is a polyamide.

5. The silicone hydrogel contact lens of claim 1 wherein the non-reactive polymeric internal wetting agent is selected from polyvinylpyrrolidone (PVP), polyvinylmethyacetamide (PVMA), polydimethylacrylamide (PDMA), polyvinylacetamide (PNVA), poly (hydroxyethyl (meth) acrylamide), polyacrylamide, and copolymers and mixtures thereof.

6. The silicone hydrogel contact lens of claim 1 wherein, in a lens that is the reaction product of a reactive mixture containing as little as 2.0 weight percent of the non-reactive polymeric internal wetting agent, the lens comprises an advancing contact angle of 75° or less.

7. The silicone hydrogel contact lens of claim 6 wherein the advancing contact angle is 50° or less.

8. The silicone hydrogel contact lens of claim 1 comprising up to about 95 weight percent silicone-containing component.

9. The silicone hydrogel contact lens of claim 1 comprising from about 1 to about 80 weight percent hydrophilic component.

10. The silicone hydrogel contact lens of claim 1 comprising from about 0.5 to about 35 weight percent non-reactive polymeric internal wetting agent.

11. A method for manufacturing a contact lens, the method comprising:
(a) providing a reactive mixture comprising a silicone-containing component; a hydrophilic component; a non-reactive polymeric internal wetting agent; and a polymerization initiator, wherein at least one of the silicone-containing component and the hydrophilic component contains a methacrylate; and
(b) polymerizing the reactive mixture to form the contact lens;

wherein the method is conducted under conditions such that the contact lens has a molar ratio of the polymeric non-reactive internal wetting agent to methacrylate, without a surface treatment, that is greater in the lens's surface than in its bulk.

12. The method of claim 11 wherein the molar ratio of the polymeric non-reactive internal wetting agent to methacrylate is at least 1.5 times greater in the lens's surface than in its bulk.

13. The method of claim 11 wherein the molar ratio of the polymeric non-reactive internal wetting agent to methacrylate is at least 2.3 times greater in the lens's surface than in its bulk.

14. The method of claim 11 wherein the non-reactive polymeric internal wetting agent is a polyamide.

15. The method of claim 11 wherein the non-reactive polymeric internal wetting agent is selected from polyvinylpyrrolidone (PVP), polyvinylmethyacetamide (PVMA), polydimethylacrylamide (PDMA), polyvinylacetamide (PNVA), poly (hydroxyethyl (meth) acrylamide), polyacrylamide, and copolymers and mixtures thereof.

16. The method of claim 11 wherein, in a lens that is the reaction product of a reactive mixture containing as little as 2.0 weight percent of the non-reactive polymeric internal wetting agent, the lens comprises an advancing contact angle of 75° or less.

17. The method of claim 16 wherein the advancing contact angle is 50° or less.

18. The method of claim 11 wherein step (b) comprises thermally curing the reactive mixture.

19. The method of claim 18 wherein the thermally curing is conducted at a temperature from 60 to 120 degrees Celsius.

20. The method of claim 18 wherein the thermally curing is conducted at a temperature from 85 to 120 degrees Celsius.

21. The method of claim 11 wherein, following step (b) and prior to an extraction step to remove unpolymerized components from the contact lens, the contact lens contains no more than 0.3 weight percent of unpolymerized polymerizable components.

22. A silicone hydrogel contact lens made by the method of any one of claims 11 to 21 .

Assignees

• Johnson & Johnson Vision Care

Inventors

• Alli Azaam
• Riederer Donald E
• Guzman Alexander
• Santa Maria Bernardo

Classifications

• G02B1/043 Primary

  Contact lenses · CPC title

• C08J2443/04

  Homopolymers or copolymers of monomers containing silicon · CPC title

• C08J2383/04

  Polysiloxanes · CPC title

• C08L2203/02

  for biomedical use · CPC title

• C08J2439/00

  Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Derivatives of such polymers · CPC title