Silicone hydrogel lenses with water-rich surfaces

• US 9,816,009 B2
• Filed: 07/06/2016
• Issued: 11/14/2017
• Est. Priority Date: 07/30/2010
• Status: Active Grant

• Current Assignee: Alcon Incorporated
• Original Assignee: Novartis Ag
• Inventors: Qiu, Yongxing, Pruitt, John Dallas, Thekveli, Sibichen J., Tucker, Robert Carey, Nelson, Jared
• Primary Examiner(s): GREECE, JAMES R
• Application Number:
  US15/202,759
• Publication Number:
  US 20160377885A1
• Time in Patent Office: 496 Days
• Field of Search: 35115901, 35115902, 35115933, 526930, 521905
• CPC Class Codes: B29D 11/00067 Hydrating contact lenses
• CPC Class Codes: C08G 77/388 containing nitrogen
• CPC Class Codes: C08J 2383/04 Polysiloxanes
• CPC Class Codes: C08J 2383/08 containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
• CPC Class Codes: C08J 2433/02 Homopolymers or copolymers of acids; Metal or ammonium salts thereof
• CPC Class Codes: C08J 2433/26 Homopolymers or copolymers of acrylamide or methacrylamide
• CPC Class Codes: C08J 2487/00 Characterised by the use of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
• CPC Class Codes: C08J 5/00 Manufacture of articles or shaped materials containing macromolecular substances manufacture of semi-permeable membranes B01D67/00 - B01D71/00
• CPC Class Codes: C08J 7/042 with two or more layers, where at least one layer of a composition contains a polymer binder
• CPC Class Codes: C08L 101/14 the macromolecular compounds being water soluble or water swellable, e.g. aqueous gels
• CPC Class Codes: C08L 83/04 Polysiloxanes
• CPC Class Codes: C09D 133/02 Homopolymers or copolymers of acids; Metal or ammonium salts thereof
• CPC Class Codes: C09D 133/14 of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: C09D 133/26 Homopolymers or copolymers of acrylamide or methacrylamide
• CPC Class Codes: C09D 171/02 Polyalkylene oxides
• CPC Class Codes: C09D 177/06 Polyamides derived from polyamines and polycarboxylic acids C09D177/10 takes precedence
• CPC Class Codes: C09D 5/1637 Macromolecular compounds
• CPC Class Codes: C09D 5/1681 Antifouling coatings characterised by surface structure, e.g. for roughness effect giving superhydrophobic coatings or Lotus effect
• CPC Class Codes: G02B 1/043 Contact lenses
• CPC Class Codes: G02B 1/10 Optical coatings produced by application to, or surface treatment of, optical elements G02B1/08 takes precedence
• CPC Class Codes: G02B 1/18 : Coatings for keeping optical surfaces clean, e.g. hydrophobic or photo-catalytic films G02B1/16 takes precedence
• CPC Class Codes: G02C 2202/06 : Special ophthalmologic or optometric aspects
• CPC Class Codes: G02C 2202/16 : Laminated or compound lenses
• CPC Class Codes: G02C 7/049 : Contact lenses having special fitting or structural features achieved by special materials or material structures

Abstract

The invention is related to a hydrated silicone hydrogel contact lens having a layered structural configuration: a lower water content silicone hydrogel core (or bulk material) completely covered with a layer of a higher water content hydrogel totally or substantially free of silicone. A hydrated silicone hydrogel contact lens of the invention possesses high oxygen permeability for maintaining the corneal health and a soft, water-rich, lubricious surface for wearing comfort.

Claims

1. A hydrated silicone hydrogel contact lens, comprising:

a silicone hydrogel material comprising repeating units of a polysiloxane-containing vinylic monomer and repeating units of a hydrophilic vinylic monomer; and

an opposite posterior surface,

wherein the hydrated silicone hydrogel contact lens has an oxygen transmissibility of at least about 40 barrers/mm, a water content of from about 10% to about 75% by weight, an elastic modulus of from about 0.3 MPa to about 1.8 MPa, a surface wettability characterized by having an averaged water contact angle of about 80 degrees or less, and a surface hydrophilicity characterized by having a WBUT of at least about 10 seconds,

wherein the hydrated silicone hydrogel contact lens has a cross-sectional surface-modulus profile which comprises, along a shortest line between the anterior and posterior surfaces on the surface of a cross section of the hydrated silicone hydrogel contact lens, an anterior outer zone including and near the anterior surface, an inner zone including and around the center of the shortest line, and a posterior outer zone including and near the posterior surface, wherein the anterior outer zone has an average anterior surface modulus (designated as SM_Ant) while the posterior outer zone has an average posterior surface modulus (designated as SM_Post), wherein the inner zone has an average inner surface modulus (designated as SM_Inner), wherein at least one of

2. The hydrated silicone hydrogel contact lens of claim 1, wherein the anterior and posterior outer zones covers a span of from about 0.25 μ

m to about 15 μ

m.

3. The hydrated silicone hydrogel contact lens of claim 1, wherein the anterior and posterior outer zones covers a span of from about 0.5 μ

m to about 12.5 μ

m.

4. The hydrated silicone hydrogel contact lens of claim 1, wherein the anterior and posterior outer zones covers a span of from about 1 μ

m to about 10 μ

m.

5. The hydrated silicone hydrogel contact lens of claim 1, wherein the hydrated silicone hydrogel contact lens has an oxygen transmissibility of at least about 60 barrers/mm.

6. The hydrated silicone hydrogel contact lens of claim 5, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 70 degrees or less.

7. The hydrated silicone hydrogel contact lens of claim 5, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 60 degrees or less.

8. The hydrated silicone hydrogel contact lens of claim 5, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 50 degrees or less.

9. The hydrated silicone hydrogel contact lens of claim 2, wherein the hydrated silicone hydrogel contact lens has an oxygen transmissibility of at least about 60 barrers/mm.

10. The hydrated silicone hydrogel contact lens of claim 9, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 70 degrees or less.

11. The hydrated silicone hydrogel contact lens of claim 9, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 60 degrees or less.

12. The hydrated silicone hydrogel contact lens of claim 9, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 50 degrees or less.

13. The hydrated silicone hydrogel contact lens of claim 3, wherein the hydrated silicone hydrogel contact lens has an oxygen transmissibility of at least about 60 barrers/mm.

14. The hydrated silicone hydrogel contact lens of claim 13, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 70 degrees or less.

15. The hydrated silicone hydrogel contact lens of claim 13, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 60 degrees or less.

16. The hydrated silicone hydrogel contact lens of claim 13, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 50 degrees or less.

17. The hydrated silicone hydrogel contact lens of claim 4, wherein the hydrated silicone hydrogel contact lens has an oxygen transmissibility of at least about 60 barrers/mm.

18. The hydrated silicone hydrogel contact lens of claim 17, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 70 degrees or less.

19. The hydrated silicone hydrogel contact lens of claim 17, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 60 degrees or less.

20. The hydrated silicone hydrogel contact lens of claim 17, wherein the hydrated silicone hydrogel contact lens has a surface wettability characterized by having an averaged water contact angle of about 50 degrees or less.

21. The hydrated silicone hydrogel contact lens of claim 1, wherein at least one of

22. The hydrated silicone hydrogel contact lens of claim 1, wherein at least one of

23. The hydrated silicone hydrogel contact lens of claim 1, wherein at least one of

24. The hydrated silicone hydrogel contact lens of claim 1, wherein at least one of