Silicone compound and a use thereof

Patent metadata

Field	Value
Publication number	US-9266985-B2
Application number	US-201414540709-A
Country	US
Kind code	B2
Filing date	Nov 13, 2014
Priority date	Nov 14, 2013
Publication date	Feb 23, 2016
Grant date	Feb 23, 2016

Abstract

One of the purposes of the present invention is to provide a silicone compound which has a specific number of silicon atoms, is well compatible with (meth)acryl monomers, is suitable as an ophthalmic monomer and provides a polymer having excellent durability of mechanical strength in a buffered phosphate solution. Another purpose of the present invention is to provide a silicone compound which functions well as a crosslinking agent for a polymerizable monomer. Further, another purpose is to provide a method for preparing the silicone compound, in particular the silicone compound having one specific structure at a high ratio. In the first aspect, the present invention provides a compound represented by the following formula (1-1):

and a method for preparing the silicone compound. In the second aspect, the present invention provides a compound represented by the following formula (2-1):

and a method for preparing the silicone compound.

First claim

The invention claimed is:

1. A compound represented by the following formula (1-1):

wherein m is 3, n is 1 or 2, R 1 is an alkyl group having 1 to 4 carbon atoms, and R 2 and R 6 are, independently of each other, a hydrogen atom or a methyl group, and
wherein an amount of one kind of compound having each one value of m, n, R 1 , R 2 and R 6 in the formula (1-1) is more than 95 mass % of a total mass of the compound.

2. A polymer comprising repeating units derived from the compound according to claim 1 and repeating units derived from at least one other compound having a group which is polymerizable with said compound.

3. An ophthalmic device composed of the polymer according to claim 2 .

4. A compound represented by the following formula (2-1):

wherein m is an integer of from 2 to 10, R 1 is an alkyl group having 1 to 4 carbon atoms, R 2 is a hydrogen atom or a methyl group, R 3 is a substituted or unsubstituted monovalent hydrocarbon group which has no (meth)acryl group and has 1 to 20 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms, R 4 is a hydrogen atom or a methyl group, and R 5 is a hydrogen atom or a methyl group.

5. The compound according to claim 4 , wherein an amount of one kind of compound having each one value of m, R 1 , R 2 , R 3 , R 4 and R 5 in the formula (2-1) is more than 95 mass % of a total mass of the compound.

6. The compound according to claim 4 or 5 , wherein m in the formula (2-1) is 3.

7. A polymer comprising repeating units derived from the compound according to claim 4 and repeating units derived from at least one other compound having a group which is polymerizable with said compound.

8. The polymer according to claim 7 , wherein the other compound includes a silicone monomer.

9. The polymer according to claim 8 , wherein an amount of the compound of formula (2-1) is 0.1 to 50 parts by mass, relative to 100 parts by mass of the silicone monomer.

10. A method for preparing a compound represented by the following formula (1-1):

wherein m is 3, n is 1 or 2, R 1 is an alkyl group having 1 to 4 carbon atoms, and R 2 and R 6 are, independently of each other, a hydrogen atom or a methyl group,

comprising a step of reacting a silicone compound represented by the following formula (3):

wherein m, R 1 and R 2 are as defined above;

with a (meth)acryl group-containing isocyanate compound represented by the following formula (4):

wherein n and R 6 are as defined above; and
wherein an amount of one kind of compound having each one value of m, n, R 1 , R 2 and R 6 in the formula (1-1) is more than 95 mass % of a total mass of the compound.

11. A method for preparing a compound represented by the following formula (2-1):

wherein m is an integer of from 2 to 10, R 1 is an alkyl group having 1 to 4 carbon atoms, R 2 is a hydrogen atom or a methyl group, R 3 is a substituted or unsubstituted monovalent hydrocarbon group, which has no any (meth)acryl group, having 1 to 20 carbon atoms or an alkoxy group having 1 to 10 carbon atoms, R 4 is a hydrogen atom or a methyl group, and R 5 is a hydrogen atom or a methyl group,
comprising a step of reacting a silicone compound represented by the following formula (3):

 wherein m, R 1 and R 2 are as defined above;
with a (meth)acryl group-containing isocyanate compound represented by the following formula (5):

 wherein R 3 , R 4 and R 5 are as defined above.

12. The method according to claim 1 , wherein an amount of one kind of compound having each one value of m, R 1 , R 2 , R 3 , R 4 and R 5 in the formula (2-1) is more than 95 mass % of a total mass of the compound.

13. The method according to claim 12 , wherein m in the formula (2-1) is 3.

Assignees

• Shinetsu Chemical Co

Inventors

• Kudo Muneo
• Ichinohe Shoji

Classifications

• C08G77/045

  containing less than 25 silicon atoms · CPC title

• B65B55/02

  Sterilising, e.g. of complete packages · CPC title

• G02B1/043

  Contact lenses · CPC title

• C07F7/0889

  Reactions not involving the Si atom of the Si-O-Si sequence · CPC title

• C08G77/26

  nitrogen-containing groups · CPC title