Silicone for preparing ophthalmic devices

• US 8,053,544 B2
• Filed: 10/14/2009
• Issued: 11/08/2011
• Est. Priority Date: 10/15/2008
• Status: Active Grant

• Current Assignee: Shin-Etsu Chemical Company Limited
• Original Assignee: Shin-Etsu Chemical Company Limited
• Inventors: Ichinohe, Shoji
• Primary Examiner(s): Peng; Kuo-Liang
• Application Number:
  US12/579,114
• Publication Number:
  US 20100093963A1
• Time in Patent Office: 755 Days
• Field of Search: 528/31, 526/279
• US Class Current: 528/31
• CPC Class Codes: C08G 77/10 Equilibration processes
• CPC Class Codes: C08G 77/12 containing silicon bound to hydrogen C08G77/045 takes precedence
• CPC Class Codes: C08G 77/20 containing silicon bound to unsaturated aliphatic groups C08G77/045 takes precedence
• CPC Class Codes: C08G 77/38 Polysiloxanes modified by chemical after-treatment C08G77/045 takes precedence
• CPC Class Codes: C08G 77/46 containing polyether sequences
• CPC Class Codes: C08L 83/06 containing silicon bound to oxygen-containing groups C08L83/12 takes precedence
• CPC Class Codes: C08L 83/12 containing polyether sequences
• CPC Class Codes: G02B 1/043 Contact lenses

Abstract

The present invention is to provide a silicone having (meth)acryl groups on both ends of a molecule and represented by the formula (I):

• • wherein R¹ is represented by the following formula:

• • • wherein n is 3 or 4, k is an integer of from 1 to 15, j is an integer of from 0 to 15, and Q² is a methyl group or a hydrogen atom;
  • R² is, independently of each other, a group selected from the group consisting of hydrocarbon groups and halogenated hydrocarbon groups, both having 1 to 10 carbon atoms;
  • R³ is a group represented by the following formula:
    —C_mH_2mO(C₂H₄O)_x(C₃H₆O)_yQ¹
    • wherein m is 3 or 4, x is an integer of from 1 to 15, y is an integer of from 0 to 15, and Q¹ is a methyl group or a hydrogen atom;
  • a is an integer of from 1 to 500; and
  • b is an integer of from 1 to 100, with a total of a and b being 50 to 500.

Claims

1. A silicone having (meth)acryl groups on both ends of a molecule and represented by

the following formula (I):

2. The silicone according to claim 1, wherein k=1 and j=0 in formula (I).

3. A polymer comprising a residue of the silicone represented by formula (I) as defined in claim 1.

4. A process for preparing the silicone as described in claim 1, comprising a step of addition reacting a hydrogensilicone having (meth)acryl groups on both ends and represented by the following formula (II) with an allyl polyether or methallyl polyether,

5. The process according to claim 4, wherein the silicone represented by formula (II) is

prepared in a process comprising steps:

(1) acid-equilibrating a (meth)acryl silicone dimer represented by the following formula;

R¹Me₂SiOSiMe₂R¹

with 1,1,3,3,5,5,7,7-octamethylcyclotetrasiloxane and 1,3,5,7-tetramethylcyclotetrasiloxane with the aid of trifluoromethanesulfonic acid as a catalyst;

(2) neutralizing the reaction product obtained in step (1); and

(3) stripping a substance with a low boiling point in a reduced pressure.