Branched organosilanol compounds and methods for the preparation and use thereof

Patent metadata

Field	Value
Publication number	US-12312445-B2
Application number	US-202117799326-A
Country	US
Kind code	B2
Filing date	Mar 24, 2021
Priority date	Apr 30, 2020
Publication date	May 27, 2025
Grant date	May 27, 2025

Abstract

A branched organosilanol compound and method for its preparation are provided. The branched organosilanol compound may be used as a starting material in a method for preparing a functionalized polymer.

First claim

The invention claimed is:

1. A branched organosilanol compound comprising a formula selected from the group consisting of:

and (IV) a combination of any two or more of (I), (II), and (III), where each R, each R′, and each R″ is an independently selected monovalent hydrocarbyl group, each R′″ is independently selected from the group consisting of R and OR″, and each D is an independently selected divalent hydrocarbyl group.

2. The compound of claim 1 , where each R is an alkyl group of 1 to 18 carbon atoms or an aryl group of 6 to 18 carbon atoms, each R′ is an alkyl group of 1 to 18 carbon atoms, each R″ is an alkyl group of 1 to 6 carbon atoms; and at least two of R′″ per molecule are OR″.

3. The compound of claim 1 , where each R′″ is OR″.

4. The compound of claim 1 , where each R is selected from the group consisting methyl and phenyl; each R′ is selected from the group consisting of methyl, ethyl, and propyl; each R″ is selected from the group consisting of methyl and ethyl; and each R′″ is selected from the group consisting of methoxy and ethoxy.

5. The compound of claim 1 , where the compound has formula (I).

6. The compound of claim 5 , where the compound has formula (I-1):

where Me represents methyl, and Pr represents propyl.

7. The compound of claim 1 , where the compound comprises a combination of formula (II) and formula (III).

8. The compound of claim 7 , where the compound of formula (II) is

and the compound of formula (III) is

where Me represents methyl.

9. A method of preparing the organosilanol compound of claim 1 , said method comprising:
reacting (A) an initial organosilicon compound and (B) water in the presence of (C) a catalyst selected from (C-1) [(C 8 H 12 )IrX] 2 , where each X is independently selected from the group consisting of Cl, Br, and I; and (C-2) Pd/C, thereby preparing the organosilanol compound;
wherein the initial organosilicon compound (A) has a formula selected from the group consisting of:

and (A-4) a combination of two or more of (A-1), (A-2), and (A-3), where R, R′, R″, and R′″ are as defined above.

10. The method of claim 9 , where (A-1) has formula:

where Me represents methyl, and Pr represents propyl.

11. The method of claim 9 , where (A-2) has formula

where Me represents methyl.

12. The method of claim 9 , where (A-3) has formula

where Me represents methyl.

13. The method of claim 9 , where reacting the initial organosilicon compound (A) and water (B) forms a reaction product comprising the branched organosilanol compound, and wherein the method further comprises isolating the branched organosilanol compound from the reaction product.

14. A method for preparing a functionalized polymer comprising reacting the organosilanol compound of claim 1 with a polyorganosiloxane having a group capable of reacting with the silanol moiety of the organosilanol compound.

15. A method for preparing a functionalized polymer comprising reacting the organosilanol compound of claim 1 with one or more starting materials for preparing a silicone-organic hybrid copolymer, wherein said one or more starting materials has a group capable of reacting with the silanol moiety of the organosilanol compound.

Assignees

• Dow Silicones Corp
• Dow Global Technologies Llc

Inventors

• Joffre Eric
• Zhou Xiaoyuan
• Roberts John

Classifications

• C08G77/38

  Polysiloxanes modified by chemical after-treatment · CPC title

• C08G77/50

  by carbon linkages · CPC title

• C08G77/16

  to hydroxy groups · CPC title

• C08G77/18

  to alkoxy or aryloxy groups · CPC title

• C07F7/0896

  Compounds with a Si-H linkage · CPC title