SILICONE HYDROGEL SOFT CONTACT LENS HAVING WETTABLE SURFACE

• US 20140362339A1
• Filed: 03/11/2013
• Published: 12/11/2014
• Est. Priority Date: 04/18/2012
• Status: Active Grant

• Current Assignee: Hoya Corporation
• Original Assignee: Hoya Corporation
• Inventors: Imafuku, Suguru
• Granted Patent: US 10,241,234 B2
• Time in Patent Office: Days
• US Class Current: 351/159.33
• CPC Class Codes: B29C 39/006 Monomers or prepolymers by reaction injection moulding B29C67/246
• CPC Class Codes: B29C 39/02 for making articles of definite length, i.e. discrete articles
• CPC Class Codes: B29K 2083/00 Use of polymers having silicon, with or without sulfur, nitrogen, oxygen, or carbon only, in the main chain, as moulding material
• CPC Class Codes: B29L 2011/0041 Contact lenses
• CPC Class Codes: C08F 220/282 and containing two or more oxygen atoms
• CPC Class Codes: C08F 220/36 containing oxygen in addition to the carboxy oxygen , e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
• 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: G02B 1/043 Contact lenses

Abstract

Provided is a silicone hydrogel soft contact lens obtained by curing in a double-sided casting mold, a liquid mixture including glycerol mono(meth)acrylate and at least one type of silicone monomer having at least one hydroxyl group or polyethylene glycol group in the molecular structure thereof, the silicone hydrogel soft contact lens having a wettable surface without a polymerized lens-shaped material being subjected to post-processing to improve the water wetting properties of a surface thereof.

Claims

1. A silicone hydrogel soft contact lens obtained by a process comprising:

polymerizing a mixed solution which comprises a first silicone monomer comprising a hydroxyl group or polyethylene glycol group in a molecular structure thereof and glycerol mono(meth)acrylate in a both-face cast mold, which has a wettable surface without applying an additional treatment to improve surface water wettability of a surface to a lens-shaped material after polymerization.

2. The silicone hydrogel soft contact lens according to claim 1, wherein the first silicone monomer is represented by formula (I):

3. The silicone hydrogel soft contact lens according to claim 1, wherein the mixed solution comprises 30-70 wt % of the first silicone monomer and 15-60 wt % of glycerol mono(meth)acrylate.

4. The silicone hydrogel soft contact lens according to claim 1, wherein the mixed solution comprises:

(a) 30-70 wt % of the first silicone monomer,

(b) 15-60 wt % of glycerol mono(meth)acrylate,

(c) 0-20 wt % of a second silicone monomer not comprising a hydroxyl group or a polyethylene glycol group in a molecular structure thereof,

(d) 0-50 wt % of a hydrophilic monomer, and

(e) 0.1-1 wt % of a cross-linkable monomer.

5. The silicone hydrogel soft contact lens according to claim 4, wherein the second silicone monomer (c) is at least one selected from the group consisting of tris(trimethylsiloxy)-γ

-methacryloxypropylsilane, and methacryloyloxyethylsuccinic acid 3-[tris(trimethylsiloxy)silyl]propyl.

6. The silicone hydrogel soft contact lens according to claim 4, wherein the hydrophilic monomer (d) is at least one selected from the group consisting of 2-hydroxyethylmethacrylate, N-vinyl-2-pyrrolidone, and methacrylic acid.

7. The silicone hydrogel soft contact lens according to claim 1, wherein the both-face cast mold is composed of polypropylene.

8. The silicone hydrogel soft contact lens according to claim 1, which has a moisture content of 20% or more and less than 50%.

9. A process for manufacturing a silicone hydrogel soft contact lens, the process comprising:

preparing a mixed solution by mixing at least one silicone monomer comprising a hydroxyl group or polyethylene glycol group in a molecular structure thereof, and glycerol mono(meth)acrylate;

filling the mixed solution into a both-face cast mold; and

polymerizing the mixed solution in the both-face cast mold.

10. A process according to claim 9, which does not require applying an additional treatment to improve surface water wettability to a lens-shaped material after said polymerizing.