Process for production of halosilanes from silicon-containing ternary intermetallic compounds

Patent metadata

Field	Value
Publication number	US-9920079-B2
Application number	US-201515503462-A
Country	US
Kind code	B2
Filing date	Nov 6, 2015
Priority date	Dec 18, 2014
Publication date	Mar 20, 2018
Grant date	Mar 20, 2018

Abstract

A process for preparing a reaction product including a halosilane includes: contacting an unsaturated hydrocarbyl halide and a ternary intermetallic compound at a temperature of 300° C. to 700° C. to form the reaction product. The ternary intermetallic compound includes copper, silicon and a transition metal. The halosilane in the reaction product has formula R1 m R 2 n —H o SiX (4−m−n−o) > where each R 1 is independently a saturated monovalent hydrocarbyl group, each R 2 is independently an unsaturated monovalent hydrocarbyl group; each X is independently a halogen atom; subscript m is 1, 2, or 3; subscript n is 0, 1, or 2; subscript o is 0, 1, or 2; and a quantity (m+n+o) is 1, 2, or 3. At least a portion of the unsaturated hydrocarbyl groups in the unsaturated hydrocarbyl halide are converted to saturated hydrocarbyl groups (R 1 ) in the halosilane.

First claim

The invention claimed is:

1. A process for preparing a reaction product comprising a halosilane, where the process comprises contacting an unsaturated hydrocarbyl halide and a ternary intermetallic compound comprising copper, silicon and a transition metal selected from the group consisting of silver, chromium, iron, molybdenum, and rhodium at a temperature from 300° C. to 700° C. to form the reaction product, where the halosilane has general formula R 1 m R 2 n H o SiX (4−m−n−o) , where each R 1 is independently a saturated monovalent hydrocarbyl group, each R 2 is independently an unsaturated monovalent hydrocarbyl group; each X is independently a halogen; m is 1, 2, or 3; subscript n is 0, 1, or 2; subscript o is 0, 1, or 2; and a quantity (m+n+o) is 1, 2, or 3; where at least a portion of unsaturated hydrocarbyl groups in the unsaturated hydrocarbyl halide are converted saturated hydrocarbyl groups in the halosilane.

2. The process of claim 1 , further comprising one or more steps, where the one or more steps are selected from:
purging and/or treating a reactor containing the ternary intermetallic compound before contacting the unsaturated hydrocarbyl halide and the ternary intermetallic compound; and/or
vaporizing the unsaturated hydrocarbyl halide before contacting the unsaturated hydrocarbyl halide and the ternary intermetallic compound; and/or
liquefying the unsaturated hydrocarbyl halide before contacting the unsaturated hydrocarbyl halide and the ternary intermetallic compound; and/or
contacting the ternary intermetallic compound with H 2 before contacting the ternary intermetallic compound and the unsaturated hydrocarbyl halide; and/or
recovering the halosilane from the reaction product.

3. The process of claim 1 , further comprising adding hydrogen during contacting the unsaturated hydrocarbyl halide and the ternary intermetallic compound.

4. The process of claim 1 , where the transition metal is Ag, each R 1 is ethyl, each R 2 is vinyl, and each X is chloro.

5. The process of claim 4 , where the reaction product comprises halosilanes of formulae Vi 3 SiCl, ViSiCl 2 , ViEtSiCl 2 , ViSiCl 3 , EtSiCl 3 , and ViHSiCl 2 , where Vi represents vinyl and Et represents ethyl.

6. The process of claim 1 , where the transition metal is Cr, each R 1 is vinyl, each R 2 is ethyl, and each X is chloro.

7. The process of claim 6 , where the reaction product comprises halosilanes of formulae: Vi 3 SiCl, ViSiCl 2 , ViEtSiCl 2 , ViSiCl 3 , EtSiCl 3 , and ViHSiCl 2 , where Vi represents vinyl and Et represents ethyl.

8. The process of claim 1 , where the transition metal is Fe, each R 1 is vinyl, each R 2 is ethyl, and each X is chloro.

9. The process of claim 8 , where the reaction product comprises halosilanes of formulae: Vi 2 SiCl 2 , ViEtSiCl 2 , Et 2 SiCl 2 , ViSiCl 3 , EtSiCl 3 , and ViHSiCl 2 , where Vi represents vinyl and Et represents ethyl.

10. The process of claim 1 , where the transition metal is Mo, each R 1 is vinyl, each R 2 is ethyl, and each X is chloro.

11. The process of claim 10 , where the reaction product comprises halosilanes of formulae Vi 2 SiCl 2 , ViEtSiCl 2 , Et 2 SiCl 2 , ViSiCl 3 , EtSiCl 3 , ViHSiCl 2 , and EtHSiCl 2 , where Vi represents vinyl and Et represents ethyl.

12. The process of claim 1 , where the transition metal is Rh, each R 1 is vinyl, each R 2 is ethyl, and each X is chloro.

13. The process of claim 12 , where the reaction product comprises halosilanes of formulae ViSiCl 3 , EtSiCl 3 , ViHSiCl 2 , and EtHSiCl 2 , where Vi represents vinyl and Et represents ethyl.

14. The process of claim 1 , further comprising adding a saturated hydrocarbyl halide during contacting the unsaturated hydrocarbyl halide and the ternary intermetallic compound.

15. A process comprising:
(1) preparing a reaction product comprising a halosilane by a process comprising contacting an unsaturated hydrocarbyl halide and a ternary intermetallic compound comprising copper, silicon and a transition metal selected from the group consisting of silver, chromium, iron, molybdenum, and rhodium at a temperature from 300° C. to 700° C. to form the reaction product, where the halosilane has general formula R 1 m R 2 n H o SiX (4−m−n−o) , where each R 1 is independently a saturated monovalent hydrocarbyl group, each R 2 is independently an unsaturated monovalent hydrocarbyl group; each X is independently a halogen; m is 1, 2, or 3; subscript n is 0, 1, or 2; subscript o is 0, 1, or 2; and a quantity (m+n+o) is 1, 2, or 3; where at least a portion of unsaturated hydrocarbyl groups in the unsaturated hydrocarbyl halide are converted saturated hydrocarbyl groups in the halosilane, and
(2) using the halosilane as a reactant in a process to make a product selected from polydiorganosiloxanes, polyorganohydridosiloxanes, or different organohalosilanes.

16. The process of claim 15 , further comprising one or more steps before step (2), where the one or more steps are selected from:
purging and/or treating a reactor containing the ternary intermetallic compound before contacting the unsaturated hydrocarbyl halide and the ternary intermetallic compound; and/or
vaporizing the unsaturated hydrocarbyl halide before contacting the unsaturated hydrocarbyl halide and the ternary intermetallic compound; and/or
liquefying the unsaturated hydrocarbyl halide before contacting the unsaturated hydrocarbyl halide and the ternary intermetallic compound; and/or
contacting the ternary intermetallic compound with H 2 before contacting the ternary intermetallic compound and the unsaturated hydrocarbyl halide; and/or
recovering the halosilane from the reaction product.

17. The process of claim 15 , further comprising adding hydrogen during contacting the unsaturated hydrocarbyl halide and the ternary intermetallic compound.

Assignees

• Dow Corning

Inventors

• Katsoulis Dimitris
• Roberts John

Classifications

• C07F7/16 Primary

  Preparation thereof from silicon and halogenated hydrocarbons {direct synthesis} · CPC title

• C01B33/1071

  Tetrachloride, trichlorosilane or silicochloroform, dichlorosilane, monochlorosilane or mixtures thereof · CPC title

• C01B33/107

  Halogenated silanes · CPC title