Weekly and monthly disposable water gradient contact lenses

Patent metadata

Field	Value
Publication number	US-12270968-B2
Application number	US-202418436094-A
Country	US
Kind code	B2
Filing date	Feb 8, 2024
Priority date	Dec 13, 2017
Publication date	Apr 8, 2025
Grant date	Apr 8, 2025

Abstract

The invention is related to contact lenses that not only comprise the much desired water gradient structural configurations, but also have a minimized uptakes of polycationic antimicrobials and a long-lasting surface hydrophilicity and wettability even after going through a 30-days lens care regime. Because of the water gradient structural configuration and a relatively-thick, extremely-soft and water-rich hydrogel surface layer, a contact lens of the invention can provide superior wearing comfort. Further, a contact lens of the invention is compatible with multipurpose lens care solutions present in the market and can endure the harsh lens care handling conditions (e.g., digital rubbings, accidental inversion of contact lenses, etc.) encountered in a daily lens care regime. As such, they are suitable to be used as weekly- or monthly-disposable water gradient contact lenses.

First claim

What is claimed is:

1. A contact lens, having:
a normalized surface compression force at an indentation depth of 400 nm of about 12 μN/MPa or lower as determined in microindentation tests with a 1 mm microindentation probe;
a polyquaternium-1 uptake of about 0.40 micrograms/lens or less (or about 0.30 micrograms/lens or less); and
a water-break-up time of at least 10 seconds and/or a friction rating of about 2.0 or lower after 30 cycles of digital rubbing treatment after simulated abrasion cycling treatment,
wherein the contact lens comprises an anterior surface, an opposite posterior surface, and a layered structural configuration, wherein the layered structural configuration comprises, in a direction from the anterior surface to the posterior surface, an anterior outer hydrogel layer, an inner layer of a lens material, and a posterior outer hydrogel layer.

2. The contact lens of claim 1 , wherein the contact lens has a polyquaternium-1 uptake of about 0.30 micrograms/lens or less.

3. The contact lens of claim 1 , wherein the lens material is a silicone hydrogel material that comprises (i) repeating units of at least one polysiloxane vinylic monomer and/or repeating units of at least one polysiloxane vinylic crosslinker and (ii) repeating units of at least one hydrophilic vinylic monomer.

4. The contact lens of claim 2 , wherein the silicone hydrogel material comprises repeating units of at least one hydrophilic N-vinyl amide monomer.

5. The contact lens of claim 2 , wherein the silicone hydrogel material comprises repeating units of at least one silicone-containing vinylic monomer having a bis(trialkylsilyloxy) alkylsilyl or tris(trialkylsilyloxy) silyl group.

6. The contact lens of claim 2 , wherein the silicone hydrogel material comprises repeating units of one or more blending vinylic monomers.

7. The contact lens of claim 2 , wherein the silicone hydrogel material comprises repeating units of one or more non-silicone vinylic crosslinking agents.

8. The contact lens of claim 2 , wherein the silicone hydrogel material has: an oxygen permeability of at least 50 barrers; and/or an equilibrium water content of from about 10% to about 70% by weight.

9. The contact lens of claim 8 , wherein the silicone hydrogel material is not naturally wettable.

10. The contact lens of claim 8 , wherein the silicone hydrogel material is naturally wettable.

11. The contact lens of claim 8 , wherein the anterior and posterior outer hydrogel layers independent of each another are a crosslinked hydrophilic polymeric material which comprises at least 25% by mole of repeating monomeric units of at least one hydrophilic vinylic monomer selected from the group consisting of an alkyl (meth)acrylamide, N-2-dimethylaminoethyl (meth)acrylamide, dimethylaminoethyl (meth)acrylate, a hydroxyl-containing acrylic monomer, a N-vinyl amide monomer, a methylene-containing pyrrolidone monomer, a (meth)acrylate monomer having a C 1 -C 4 alkoxyethoxy group, a vinyl ether monomer, an allyl ether monomer, and combinations thereof.

12. The contact lens of claim 8 , wherein the anterior and posterior outer hydrogel layers independent of each another are a crosslinked hydrophilic polymeric material which comprises at least 25% by mole of repeating monomeric units of at least one phosphrylcholine-containing vinylic monomer.

13. The contact lens of claim 8 , wherein the anterior and posterior outer hydrogel layers independent of each another are a crosslinked hydrophilic polymeric material which comprises poly(ethylene glycol) chains.

14. The contact lens of claim 13 , wherein the poly(ethylene glycol) chains are derived from: (1) a pol (ethylene glycol) having one sole functional group of —NH 2 , —SH or —COOH; (2) a poly(ethylene glycol) having two terminal functional groups selected from the group consisting of —NH 2 , —COOH, —SH, and combinations thereof; (3) a multi-arm poly(ethylene glycol) having one or more functional groups selected from the group consisting of —NH 2 , —COOH, —SH, and combinations thereof; or (4) combinations thereof.

15. The contact lens of claim 8 , wherein the anterior and posterior outer hydrogel layers independent of each another are substantially free of silicone.

16. The contact lens of claim 8 , wherein the contact lens further comprises two transition layers of a polymeric material, wherein each of the two transition layers is located between the inner layer and one of the anterior and posterior outer hydrogel layers.

17. The contact lens of claim 16 , wherein the two transition layers merge at the peripheral edge of the contact lens to completely enclose the inner layer of the lens material.

18. The contact lens of claim 17 , wherein the two transition layers have a thickness of at least about 0.05 μm when being fully hydrated.

19. The contact lens of claim 18 , wherein each of the two transition layers is a layer of a polyanionic polymer which is neutralized and crosslinked by a polyaziridine which has at least two aziridine groups and a number average molecular weight of 2000 Daltons or less.

20. The contact lens of claim 19 , wherein the polyanionic polymer is a carboxyl-containing polymer comprising at least 60% by mole of repeating units of one or more carboxyl-containing acrylic monomer.

21. The contact lens of claim 19 , wherein the polyanionic polymer is polyacrylic acid, polymethacrylic acid, poly(ethylacrylic acid), poly(acrylic acid-co-methacrylic acid), poly[ethylacrylic acid-co-(meth)acrylic acid], poly(N,N-2-acrylamidoglycolic acid), poly[(meth)acrylic acid-co-acrylamide], poly[(meth)acrylic acid-co-vinylpyrrolidone], poly[ethylacrylic acid-co-acrylamide], poly[ethylacrylic acid-co-vinylpyrrolidone], poly[(meth)acrylic acid-co-vinylacetate], poly[ethylacrylic acid-co-vinylacetate], or combinations thereof.

22. The contact lens of claim 19 , wherein the polyanionic polymer is a graft polymer which is grafted onto the inner layer, wherein the graft polymer comprises repeating units of at least one carboxyl-containing vinylic monomer.

23. The contact lens of claim 22 , wherein the polyanionic polymer is a graft polymer which is grafted onto the inner layer, wherein the graft polymer comprises repeating units of at least one carboxyl-containing acrylic monomer.

24. The contact lens of claim 19 , wherein the polyaziridine is trimethylolpropane tris(2-methyl-1-aziridinepropionate), pentaerythritol tris[3-(1-aziridinyl) propionate], trimethylolpropane tris(3-aziridinopropionate), a Michael reaction product of a vinylic crosslinker having at least two (meth)acryloyl groups with 2-methylaziridine or aziridine, or a combination thereof.

Assignees

• Alcon Inc

Inventors

• Qiu Yongxing
• Pruitt John Dallas
• Samuel Newton T
• Chiang Chung-Yuan
• Tucker Robert Carey
• Chang Yuan
• Leveillee Ethan

Classifications

• B65B55/22

  Immersing contents in protective liquids · CPC title

• B29D11/00125

  Auxiliary operations, e.g. removing oxygen from the mould, conveying moulds from a storage to the production line in an inert atmosphere · CPC title

• G02B1/18

  Coatings for keeping optical surfaces clean, e.g. hydrophobic or photo-catalytic films (G02B1/16 takes precedence) · CPC title

• G02C7/049 Primary

  Contact lenses having special fitting or structural features achieved by special materials or material structures · CPC title

• B29K2105/0061

  Gel or sol · CPC title