Contact lenses

• US 7,521,488 B2
• Filed: 01/05/2005
• Issued: 04/21/2009
• Est. Priority Date: 03/02/1998
• Status: Expired due to Term

• Current Assignee: Johnson & Johnson Vision Care Incorporated (Johnson & Johnson)
• Original Assignee: Johnson & Johnson Vision Care Incorporated (Johnson & Johnson)
• Inventors: Steffen, Robert B., Turner, David C., Vanderlaan, Douglas
• Primary Examiner(s): Cain; Edward J
• Application Number:
  US11/029,774
• Publication Number:
  US 20050159502A1
• Time in Patent Office: 1,567 Days
• Field of Search: 523/107
• US Class Current: 523/107
• CPC Class Codes: C08F 230/085 the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
• CPC Class Codes: C08F 290/068 Polysiloxanes
• CPC Class Codes: C08L 43/04 Homopolymers or copolymers of monomers containing silicon
• CPC Class Codes: C08L 51/085 on to polysiloxanes
• 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 133/10 Homopolymers or copolymers of methacrylic acid esters
• CPC Class Codes: C09D 133/26 Homopolymers or copolymers of acrylamide or methacrylamide
• CPC Class Codes: G02B 1/043 Contact 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 provides silicone hydrogel contact lenses that exhibit reduced back surface debris and reduced incidence of superior epithelial arcurate lesions.

Claims

1. A method for significantly reducing SEALs in a silicone hydrogel lens, comprising the step of providing a contact lens comprising a center stiffness of about 1 psi.mm² or less, wherein the lens exhibits an advancing dynamic contact angle of less than about 55 degrees.

2. The method of claim 1, wherein the lens provided comprises a center stiffness less than about 0.5 psi.

3. The method of claim 1 wherein said lens is a reaction product of at least one silicone macromer and at least one hydrophilic monomer.

4. The method of claim 3 wherein said at least one silicone containing macromer comprises at least one polydimethylsiloxane methacrylated with pendant hydrophilic groups.

5. The method of claim 3 wherein said at least one silicone containing macromer comprises at least one oxyperm component.

6. The method of claim 3, 4 or 5 wherein said hydrophilic monomer is selected from the group consisting of 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, N,N-dimethylacrylamide, N-vinylpyrrolidone, 2-vinyl-4,4′

-diethyl-2-oxazolin-5-one, methacrylic acid and 2-hydroxyethyl methacrylamide.

7. The method of claim 1, wherein said lens further comprises an internal wetting agent selected from the group consisting of polyamides, polylactams, polyimides, polylactones, and combinations thereof

8. The method of claim 1, wherein said lens further the reaction product of a silicone based macromer and a polymerizable mixture comprising Si_8-10 monomethacryloxy terminated polydimethyl siloxane, polydimethylsiloxane other than Si_8-10 monomethacryloxy terminated polydimethyl siloxane, and a hydrophilic monomer.

9. The method of claim 1, wherein said lens further comprises the reaction product of a silicone based macromer Group Transfer Polymerization product and a polymerizable mixture comprising Si_8-10 monomethacryloxy terminated polydimethyl siloxane, polydimethylsiloxane other than Si_8-10 monomethacryloxy terminated polydimethyl siloxane, and a hydrophilic monomer.

10. The method of claim 1, wherein the polymerizable mixture comprises Si_8-10 monomethacryloxy terminated polydimethyl siloxane;

methacryloxypropyl tris(trimethyl siloxy) silane;

N,N-dimethylacrylamide;

2-hydroxy ethyl methacrylate; and

tetraethyleneglycol dimethacrylate.

11. The method of claim 9, wherein the polymerizable mixture comprises Siy9 monomethacryloxy terminated polydimethyl siloxane;

methacryloxypropyl tris(trimethylsiloxy) silane;

N,N-dimethylacrylamide;

2-hydroxyethyl methacrylate; and

tetraethyleneglycol dimethacrylate.

12. The method of claim 10, wherein the macromer is present in an amount of about 10 to about 60 wt percent, the Si_8-10 monomethacryloxy terminated polydimethyl siloxane is present in an amount of about 0 to about 45 wt percent;

the methacryloxypropyl tris(trimethylsiloxy) silane is present in an amount of about 0 to about 40 wt percent;

the N,N-dimethylacrylamide is present in an amount of about 5 to about 40 wt percent;

the 2-hydroxyethyl methacrylate is present in an amount of about 0 to about 10 wt percent; and

the tetraethyleneglycol dimethacrylate is present in an amount of about 0 to about 5 wt percent.

13. The method of claim 10, wherein the polymerizable mixture further comprises poly(N-vinyl pyrrolidinone).

14. The method of claim 1, wherein the polymerizable mixture further comprises poly(N-vinyl pyrrolidinone).

15. The method of claim 12, wherein the polymerizable mixture further comprises about 0 to about 10 wt percent poly(N-vinyl pyrrolidinone).

16. The method of claim 1, further comprising a coating selected from the group consisting of poly(acrylic acid), poly(methacrylic acid), poly(maleic acid), poly(itaconic acid), poly(acrylamide), poly(dimethacrylamide), block or random copolymers of (meth)acrylic acid, acrylic acid, maleic acid, itaconic acid with any reactive vinyl monomer, carboxymethylated polymers, such as carboxymethylcellulose, dextran, polyvinyl alcohol, polyethylene oxide, poly(2-hydroxy ethyl methacrylate), polysulfonates, polysulfates, polylactam, polyglycolic acid, polyamines, and mixtures thereof.

17. The method of claim 1, further comprising a coating selected from the group consisting of poly(acrylic acid), poly(methacrylic acid), poly(maleic acid), poly(itaconic acid), poly(acrylamide), poly(dimethacrylamide), block or random copolymers of (meth)acrylic acid, acrylic acid, maleic acid, itaconic acid with any reactive vinyl monomer, carboxymethylated polymers, such as carboxymethylcellulose, dextran, polyvinyl alcohol, polyethylene oxide, poly(2-hydroxyethyle methacrylate), polysulfonates, polysulfates, polylactam, polyglycolic acid, polyamines, and mixtures thereof.

18. The method of claim 17, wherein the coating is poly(acrylic acid), poly(acrylamide), or poly(2-hydroxyethyl methacrylate).

19. The method of claim 1, wherein said lens is formed from a polymer reaction mixture comprising less than about 21 weight %3-methacryloxypropyltris(trimethylsiloxy) silane.

20. The method of claim 1 wherein said lens is formed from a polymer reaction mixture comprising at least one linear, branched or star macromer.

21. The method of claims 1, 19, or 20 wherein said lens is formed via direct molding.

22. The method of claim 21 wherein said lens is treated with water, a solvent or both after direct molding.

23. The method of claim 1, 19 or 20 wherein said reaction mixture further comprises at least one diluent.

24. The method of any of claims 1, 19 or 20 wherein said lens is plasma coated.