Hydrolysis-resistant silicone compounds

• US 8,779,178 B2
• Filed: 01/21/2013
• Issued: 07/15/2014
• Est. Priority Date: 09/29/2006
• Status: Active Grant

• Current Assignee: Johnson & Johnson Vision Care Incorporated (Johnson & Johnson), Toray Industries Incorporated
• Original Assignee: Johnson & Johnson Vision Care Incorporated (Johnson & Johnson), Toray Industries Incorporated
• Inventors: Fujisawa, Kazuhiko, Nakamura, Masataka, Yokota, Yokota, Vanderlaan, Douglas G.
• Primary Examiner(s): Gonzalez, Porfirio Nazario
• Assistant Examiner(s): Adzamli, Kofi
• Application Number:
  US13/746,265
• Publication Number:
  US 20130131369A1
• Time in Patent Office: 540 Days
• Field of Search: 556/443
• US Class Current: 556/443
• CPC Class Codes: C07F 7/0838 Compounds with one or more Si-O-Si sequences compounds with a ring containing only alternating Si and O atoms, i.e. cyclosilanes C07F7/21
• CPC Class Codes: C07F 7/0872 Preparation and treatment thereof
• CPC Class Codes: C07F 7/0876 Reactions involving the formation of bonds to a Si atom of a Si-O-Si sequence other than a bond of the Si-O-Si linkage
• CPC Class Codes: C07F 7/21 Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
• CPC Class Codes: C08F 30/08 containing silicon
• CPC Class Codes: C08G 77/20 containing silicon bound to unsaturated aliphatic groups C08G77/045 takes precedence
• CPC Class Codes: G02B 1/043 Contact lenses

Abstract

In one aspect, the invention relates to hydrolysis-resistant silicone compounds. In particular, disclosed are sterically hindered hydrolysis-resistant silicone compounds and improved purity hydrolysis-resistant silicone compounds. Also disclosed are processes for making hydrolysis-resistant silicone compounds; the products of the disclosed processes; compositions and polymers comprising the disclosed compounds and products of the disclosed processes; and ophthalmic lenses, for example contact lenses, intraocular lenses, artificial cornea, and spectacle lenses, comprising the disclosed compositions, disclosed polymers, disclosed compounds, and products of the disclosed processes. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

Claims

1. A process for making a hydrolysis-resistant silicone compound having a sterically hindered terminal silicon group, the process comprising the step of reacting an alkoxysilyl compound having the structure:

2. The process of claim 1, wherein M is an acryloyloxy group, a methacryloyloxy group, acrylamide group, methacrylamide group, N-vinylamide group, or styryl group.

3. The process of claim 2, wherein M is an acryloyloxy group or a methacryloyloxy group.

4. The process of claim 1, wherein L has the structure:

5. The process of claim 1, wherein Q¹, Q², and Q³ independently represent alkyl.

6. The process of claim 1, wherein the alkoxysilyl compound has the structure:

7. The process of claim 1, wherein the silyl halide compound has the structure:

8. The process of claim 1, wherein the hydrolysis-resistant silicone compound has the structure: