Long-wearable soft contact lens

• US 8,637,621 B2
• Filed: 12/03/2010
• Issued: 01/28/2014
• Est. Priority Date: 12/16/1999
• Status: Expired due to Fees

• Current Assignee: Coopervision International Limited (The Cooper Cos., Inc.)
• Original Assignee: Coopervision International Holding Company LP (The Cooper Cos., Inc.)
• Inventors: Iwata, Junichi, Hoki, Tsuneo, Ikawa, Seiichirou
• Primary Examiner(s): PENG, KUO LIANG
• Application Number:
  US12/960,236
• Publication Number:
  US 20110211158A1
• Time in Patent Office: 1,152 Days
• Field of Search: 523/107, 526/279
• US Class Current: 526/279
• CPC Class Codes: B29D 11/00125 Auxiliary operations, e.g. removing oxygen from the mould, conveying moulds from a storage to the production line in an inert atmosphere
• CPC Class Codes: C08F 220/1806 C6-(meth)acrylate, e.g. (cyclo)hexyl (meth)acrylate or phenyl (meth)acrylate
• CPC Class Codes: C08F 220/54 Amides , e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
• CPC Class Codes: C08F 222/102 of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
• CPC Class Codes: C08F 226/02 by a single or double bond to nitrogen
• CPC Class Codes: C08F 226/10 N-Vinyl-pyrrolidone
• CPC Class Codes: C08F 230/08 containing silicon
• CPC Class Codes: C08F 283/12 on to polysiloxanes
• CPC Class Codes: C08F 290/06 Polymers provided for in subclass C08G
• CPC Class Codes: C08F 290/061 Polyesters; Polycarbonates
• CPC Class Codes: C08F 290/065 Polyamides; Polyesteramides; Polyimides
• 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: G02B 1/043 Contact lenses
• CPC Class Codes: G02C 7/04 Contact lenses for the eyes disinfection or sterilisation of contact lenses A61L12/00

Abstract

A hydrogel soft contact lens which is superior in extended-wearability, lens movement, wear comfort, and which does not adhere to a cornea when worn is provided. The lens provided can be a silicone hydrogel contact lens which contains units of hydrophilic siloxane monomers and amide-group-containing monomers having an N-vinyl group.

Claims

1. A molded silicone hydrogel contact lens having a surface contact angle in a range of 10-50 degrees by the captive bubble method in water, an oxygen permeability having a Dk value of about 60 or more, and a water content of at least 10% by weight, wherein the silicone hydrogel contact lens comprises units of monomers including a polysiloxane monomer, and an amide monomer containing an N-vinyl group.

2. The molded silicone hydrogel contact lens of claim 1, wherein the silicone hydrogel further comprises units of monomers including monomers containing a hydroxyl group, or methacrylamide monomers, or combinations thereof.

3. The molded silicone hydrogel contact lens of claim 2, wherein the silicone hydrogel comprises units of 2-hydroxyethyl methacrylate, units of N,N′

-dimethylacrylamide, or combinations thereof.

4. The molded silicone hydrogel contact lens of claim 1, wherein the amide monomer containing an N-vinyl group comprises N-vinyl-N-methylacetamide, or N-vinylpyrrolidone.

5. The molded silicone hydrogel contact lens of claim 1, in which the surface contact angle as determined by the captive bubble method in water is 17-30 degrees.

6. The molded silicone hydrogel contact lens of claim 1, in which the water content is from 10% to about 46% by weight.

7. The molded silicone hydrogel contact lens of claim 1 which is obtained from a mold comprising a resin having a contact angle to water of no greater than 90 degrees by the sessile drop method.

8. The molded silicone hydrogel contact lens of claim 1, wherein the surface of the contact lens has not been modified by applying plasma treatment, ozone treatment, or graft polymerization.

9. The molded silicone hydrogel contact lens of claim 1, wherein the polysiloxane monomer is a monomer shown by formula (1)

10. The molded silicone hydrogel of claim 1, wherein the polysiloxane monomer is a monomer shown by formula (16)

11. The molded silicone hydrogel contact lens of claim 1 which comprises a copolymer obtained from a composition comprising 10-99% by weight of the polysiloxane monomer and 1-90% by weight of an amide monomer.

12. The molded silicone hydrogel contact lens of claim 11, wherein the amide monomer is present in an amount from 25% by weight to 70% by weight.

13. The molded silicone hydrogel contact lens of claim 12, wherein the amide monomer is N-vinylpyrrolidone.

14. The molded silicone hydrogel contact lens of claim 1, wherein the surface contact angle is in a range of 30-90 degrees by the sessile drop method in air.

15. The molded silicone hydrogel contact lens of claim 1, wherein the amide monomer containing an N-vinyl group is hydrophilic.

16. The molded silicone hydrogel contact lens of claim 1, wherein the contact lens is manufactured by a polymerization in a mold, wherein a mold material is insoluble to a composition of polymerizable monomers and at least one side of the mold for forming a lens surface has a polar group.

17. The molded silicone hydrogel contact lens of claim 1, wherein the polysiloxane monomer is a hydrophilic polysiloxane monomer.

18. The molded silicone hydrogel contact lens of claim 1, wherein the water content is from 10% by weight to 60% by weight.

19. The molded silicone hydrogel contact lens of claim 1, wherein the water content is from 24% by weight to 60% by weight.

20. The molded silicone hydrogel contact lens of claim 1, wherein the amide monomer is N-vinylpyrrolidone.