Silicone compound and a use thereof
The purpose is to provide a silicone compound which is well compatible with polymerizable silicone monomers and other polymerizable monomers to provide a polymer having high oxygen permeability, excellent hydrophilicity and anti-staining property, excellent dimension stability, and enough durability of mechanical strength not to deteriorate in a phosphate buffer solution. The other purpose is to provide a silicone compound having a high blocked terminal ratio and a high ratio of one specific structure and a method for preparing the silicone compound. The invention provides a compound represented by the following formula (1). Further, the invention provides a method for preparing the compound, use of the compound as an ophthalmic monomer, a polymer having repeating units derived from the aforesaid compound and an ophthalmic device composed of the polymer.
1. A compound represented by the following formula (1):
wherein m is an integer of from 2 to 10, n is an integer of from 1 to 3, R 1 is, independently of each other, an alkyl group having 1 to 6 carbon atoms, R 2 is, independently of each other, an alkylene group having 1 to 6 carbon atoms or a fluoroalkylene group having 1 to 6 carbon atoms, R 3 is an alkyl group having 1 to 4 carbon atoms, R 6 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, and R 4 , R 5 , R 7 and R 8 are, independently of each other, a hydrogen atom or a methyl group.
2. The compound according to claim 1 , wherein an amount of one kind of compound having each one value of m and n in the formula (1) is more than 95 mass % of a total mass of the compound.
3. The compound according to claim 1 , wherein m in the formula (1) is 3.
4. A polymer having 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.
5. The polymer according to claim 4 , wherein the other compound includes a silicone monomer.
6. The polymer according to claim 5 , wherein an amount of the compound represented by formula (1) is 0.1 to 50 parts by mass, relative to 100 parts by mass of the silicone monomer.
7. An ophthalmic device composed of the polymer according to claim 4 .
8. A method for preparing a compound represented by the following formula (1):
wherein m is an integer of from 2 to 10, n is an integer of from 1 to 3, R 1 is, independently of each other, an alkyl group having 1 to 6 carbon atoms, R 2 is, independently of each other, an alkylene group having 1 to 6 carbon atoms or a fluoroalkylene group having 1 to 6 carbon atoms, R 3 is an alkyl group having 1 to 4 carbon atoms, R 6 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, and R 4 , R 5 , R 7 and R 8 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 (2):
wherein m, n, R 1 , R 2 , R 3 , R 4 and R 5 are as defined above; with a (meth)acryl group-containing isocyanate compound represented by the following formula (3):
wherein R 6 , R 7 and R 8 are as defined above.
9. The method according to claim 8 , wherein an amount of one kind of compound having each one value of m and n in the formula (1) is more than 95 mass % of a total mass of the compound.
10. The method according to claim 8 , wherein m in the formula (1) is 3.