Organopolysiloxane composition, and organic silicon compound and production method therefor

Patent metadata

Field	Value
Publication number	US-11319413-B2
Application number	US-201816760074-A
Country	US
Kind code	B2
Filing date	Oct 9, 2018
Priority date	Oct 31, 2017
Publication date	May 3, 2022
Grant date	May 3, 2022

Abstract

This organopolysiloxane composition, when cured at room temperature by moisture in the atmosphere, provides a silicone rubber cured product having good self-adhesiveness to a magnesium alloy. The organopolysiloxane composition contains (A) an organopolysiloxane having a hydroxy group and/or a hydrolysable silyl group at both ends of the molecular chain, (B) an organic silicon compound other than (A) and (C), having at least three hydrolysable groups bonded to a silicon atom per molecule, and/or a partial hydrolysis-condensation product thereof, and (C) a silane coupling agent having a specific molecular structure having a carboxylic acid silyl ester bond. Furthermore, a novel compound, having an alkoxysilyl group and a carboxylic acid silyl ester group per molecule, can have improved adhesiveness/bonding properties with respect to a base material due to the effect of carboxylic acid after hydrolysis thereof.

First claim

The invention claimed is:

1. An organic silicon compound having the general formula (3A):

wherein R 1 , R 2 , and R 3 are each independently a C 1 -C 10 monovalent hydrocarbon group, k is an integer of 3 to 14, a is an integer of 0 to 2 and b′ is an integer of 0 to 2.

2. An organic silicon compound having the general formula (3B):

wherein R 1 , R 2 , and R 3 are each independently a C 1 -C 10 monovalent hydrocarbon group, k is an integer of 3 to 14, a is an integer of 0 to 2 and b″ is an integer of 1 to 3, with the proviso that at least one of R 3 is an aryl group.

3. An organic silicon compound having the general formula (3C):

wherein R 1 , R 2 , and R 3 are each independently a C 1 -C 10 monovalent hydrocarbon group, k is an integer of 3 to 14, a′ is 1 or 2 and b is an integer of 0 to 3, with the proviso that k is an integer of 6 to 14 in a case where R 3 is an aliphatic saturated monovalent hydrocarbon group and b=3.

4. A method for producing the organic silicon compound (3A) of claim 1 ,
the method comprising reacting a carboxylic acid silyl ester compound having an aliphatic unsaturated group at a terminal, represented by the general formula (5A):

wherein R 3 , b′ and k are as defined for general formula (3A),
with an alkoxysilane having the general formula (8):

wherein R 1 , R 2 and a are as defined for general formula (3A).

5. The method for producing the organic silicon compound according to claim 4 , wherein the carboxylic acid silyl ester compound having an aliphatic unsaturated group at a terminal, represented by the general formula (5A) is obtained by a reaction between
a carboxylic acid having an aliphatic unsaturated group at a terminal, represented by the general formula (6):

wherein k is as defined for general formula (3A), and
a halosilane having the general formula (7A):

wherein R 3 and b′ are as defined for general formula (3A), and X is a halogen atom.

6. A method for producing the organic silicon compound (3B) of claim 2 ,
the method comprising reacting a carboxylic acid silyl ester compound having an aliphatic unsaturated group at a terminal, represented by the general formula (5B):

wherein R 3 , b″ and k are as defined for general formula (3B) with the proviso that at least one of R 3 is an aryl group,
with an alkoxysilane having the general formula (8):

wherein R 1 , R 2 and a are as defined for general formula (3B).

7. The method for producing the organic silicon compound according to claim 6 , wherein the carboxylic acid silyl ester compound having an aliphatic unsaturated group at a terminal, represented by the general formula (5B) is obtained by a reaction between
a carboxylic acid having an aliphatic unsaturated group at a terminal, represented by the general formula (6):

wherein k is as defined for general formula (3B), and
a halosilane having the general formula (7B):

wherein R 3 and b″ are as defined for general formula (3B), and X is a halogen atom.

8. A method for producing the organic silicon compound (3C) of claim 3 ,
the method comprising reacting a carboxylic acid silyl ester compound having an aliphatic unsaturated group at a terminal, represented by the general formula (5):

wherein R 3 , b and k are as defined for general formula (3C), with the proviso that k is an integer of 6 to 14 in a case where R 3 is an aliphatic saturated monovalent hydrocarbon group and b=3,
with an alkoxysilane having the general formula (8C):

wherein R 1 , R 2 and a′ are as defined for general formula (3C).

9. The method for producing the organic silicon compound according to claim 8 , wherein the carboxylic acid silyl ester compound having an aliphatic unsaturated group at a terminal, represented by the general formula (5) is obtained by a reaction between
a carboxylic acid having an aliphatic unsaturated group at a terminal, represented by the general formula (6):

wherein k is as defined for general formula (3C), and
a halosilane having the general formula (7):

wherein R 3 and b are as defined for general formula (3C), and X is a halogen atom.

Assignees

• Shinetsu Chemical Co

Inventors

• Uta Akira
• Sakamoto Takafumi

Classifications

• C08K5/5419

  containing at least one Si—C bond · CPC title

• C08K2003/265

  Calcium, strontium or barium carbonate · CPC title

• C07F7/1804 Primary

  Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896) · CPC title

• C08G77/18

  to alkoxy or aryloxy groups · CPC title

• C08G77/16 Primary

  to hydroxy groups · CPC title