US 11,655,341 B2
Method for preparing a radical-polymerizable organopolysiloxane, a radiation-curable organopolysiloxane composition, and a release sheet
Kenji Tanaka, Annaka (JP); and Shunji Aoki, Annaka (JP)
Assigned to Shin-Etsu Chemical Co., Ltd., Tokyo (JP)
Appl. No. 16/757,980
Filed by Shin-Etsu Chemical Co., Ltd., Tokyo (JP)
PCT Filed Sep. 28, 2018, PCT No. PCT/JP2018/036433
§ 371(c)(1), (2) Date Apr. 21, 2020,
PCT Pub. No. WO2019/082601, PCT Pub. Date May 2, 2019.
Claims priority of application No. JP2017-205205 (JP), filed on Oct. 24, 2017.
Prior Publication US 2020/0339757 A1, Oct. 29, 2020
Int. Cl. C08G 77/08 (2006.01); C09J 7/40 (2018.01); B32B 7/12 (2006.01); B32B 27/08 (2006.01); B32B 27/36 (2006.01); C07F 7/00 (2006.01); C07F 7/08 (2006.01); C08F 299/08 (2006.01); C08G 77/20 (2006.01); C08G 77/38 (2006.01)
CPC C08G 77/08 (2013.01) [B32B 7/12 (2013.01); B32B 27/08 (2013.01); B32B 27/36 (2013.01); C07F 7/00 (2013.01); C07F 7/0838 (2013.01); C08F 299/08 (2013.01); C08G 77/20 (2013.01); C08G 77/38 (2013.01); C09J 7/40 (2018.01); B32B 2405/00 (2013.01)] 6 Claims
 
1. A method for preparing a (meth)acryloyl group-containing organopolysiloxane, comprising a step of transesterification between the following components (a1) and (a2) in the presence of the following components (a3) and (a4) to obtain the (meth)acryloyl group-containing organopolysiloxane, (a1) an organopolysiloxane represented by the following average composition formula (1):

OG Complex Work Unit Chemistry
wherein R1 is, independently of each other, a substituted or unsubstituted, monovalent hydrocarbon group having 1 to 10 carbon atoms, an alkoxy group, or a monovalent hydrocarbon or (poly)oxyalkylene alkyl group which has a hydroxy group at a terminal, hereinafter referred to as a hydroxy group-containing group, wherein at least one of R1 is the hydroxy group-containing group, a is a positive number of 2 or more, b is an integral number of 0 or more, c is an integral number of 0 or more, and d is an integral number of 0 or more, and 2<=a+b+c+d<=1,000,
(a2) a (meth)acrylic acid ester represented by the following general formula (2):

OG Complex Work Unit Chemistry
wherein R2 is a hydrogen atom or a methyl group and R3 is a linear or branched hydrocarbon group having 1 to 6 carbon atoms,
in an amount such that a molar ratio of component (a2) to the hydroxy group of component (a1) is 1 to 10,
(a3) a zirconium metal complex in an amount such that a molar ratio of component (a3) to the hydroxy group of component (a1) is 0.001 to 0.1, and
(a4) a hydroxy group-containing amine represented by HON(R4)2 in an amount such that a molar ratio of component (a4) to component (a3) is 0.10 to 1.5, wherein R4 is, independently of each other, a linear or branched aliphatic hydrocarbon group having 1 to 6 carbon atoms; and
wherein (a5) a radical polymerization inhibitor is further present in the step of the transesterification in an amount of 0.001 to 1 part by mass, relative to total 100 parts by mass of components (a1) and (a2).