Medical devices having homogeneous charge density and methods for making same

• US 9,599,751 B2
• Filed: 09/02/2015
• Issued: 03/21/2017
• Est. Priority Date: 05/04/2011
• Status: Active Grant

• Current Assignee: Johnson & Johnson Vision Care Incorporated (Johnson & Johnson)
• Original Assignee: Johnson & Johnson Vision Care Incorporated (Johnson & Johnson)
• Inventors: Mahadevan, Shivkumar, Fadli, Zohra, Scales, Charles, Maggio, Thomas, Venkatasubban, Kunisi, George, Eric R., Ford, James D., Davis, Carrie L., Hansen, Leah, Joslin, Scott L.
• Primary Examiner(s): Yoon, Tae H
• Application Number:
  US14/843,157
• Publication Number:
  US 20150378057A1
• Time in Patent Office: 566 Days
• Field of Search: 523/107
• US Class Current: 1/1
• CPC Class Codes: C08L 101/14 the macromolecular compounds being water soluble or water swellable, e.g. aqueous gels
• CPC Class Codes: C08L 33/14 of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: C08L 33/26 Homopolymers or copolymers of acrylamide or methacrylamide
• CPC Class Codes: C08L 83/04 Polysiloxanes
• CPC Class Codes: G02B 1/041 Lenses
• 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 present invention relates to ionic silicone hydrogel polymers displaying improved lysozyme uptake, low contact angle and reduced water soluble polymeric ammonium salt uptake.

Claims

1. A silicone hydrogel formed from a reactive mixture comprising

major polymerizable components comprising at least one reactive silicone-containing component, at least one reactive ionic monomer, crosslinker, and optional reactive hydrophilic components;

and

minor components that are optionally polymerizable selected from the group consisting of visibility tint and dyes, UV absorbers, photochromic compounds, pharmaceutical compounds, nutriceutical compounds, and mixtures thereof;

wherein said major polymerizable components comprise a single reactive functionality; and

wherein any polymerizable components in the reaction mixture which have a reactive functionality different than said single reactive functionality are present in a concentration less than 0.5 mol %,

wherein said single reactive functionality is selected from (meth)acrylates.

2. The silicone hydrogel of claim 1 wherein said reactive ionic monomer is selected from the group consisting of (meth)acrylic acid, acrylic acid, 3-sulphopropyl (meth)acrylate potassium salt, 3-sulphopropyl (meth)acrylate sodium salt, sulphoethyl methacrylate, and mixtures thereof.

3. The silicone hydrogel of claim 1 wherein said reactive ionic monomer comprises (meth)acrylic acid.

4. A contact lens comprising the silicone hydrogel of claim 1.

5. The contact lens of claim 4 having a lysozyme uptake of at least 70 μ

g/lens.

6. The contact lens of claim 4 having a lysozyme uptake of at least 100 μ

g/lens.

7. The contact lens of claim 4 further comprising a water content of between about 20% and about 70%.

8. The contact lens of claim 4 further comprising a water content of between about 25% and about 65%.

9. The contact lens of claim 4 having less than 10% uptake of at least one polycationic component when contacted with 3 mL of an ophthalmic solution comprising said 0.001 wt % polycationic component, 0.56% citrate dihydrate and 0.021% citric acid monohydrate (wt/wt).

10. The contact lens of claim 9 wherein said polycationic component is selected from the group consisting of cationic water soluble polymeric ammonium salts, polyquaternium containing compounds, water soluble polymeric tetraalkyl phosphonium salts and mixtures thereof.

11. The contact lens of claim 9 wherein said polycationic component is selected from the group consisting of biguanides, bisbiguanides, polycationic polymers having quartenary ammonium centers and combinations thereof.

12. The contact lens of claim 9 wherein said polycationic component is selected from the group consisting of polyhexamethylene biguanide, PQ-1, PQ-42, and mixtures thereof.