Method for preparing tris(trialkylsilyl)phosphine

Patent metadata

Field	Value
Publication number	US-10040809-B2
Application number	US-201515501283-A
Country	US
Kind code	B2
Filing date	Nov 6, 2015
Priority date	Nov 18, 2014
Publication date	Aug 7, 2018
Grant date	Aug 7, 2018

Abstract

The present invention relates to a method for preparing a tris(trialkylsilyl)phosphine in high yield and high purity with safety and no risk of fire or explosion.

First claim

What is claimed is:

1. A method for preparing a tris(triC 1-5 alkylsilyl)phosphine, comprising the steps of:
(1) preparing a mixture of a halogenated hydrocarbon, a triC 1-5 alkylsilyl triflate, and a tertiary amine;
(2) adding phosphine to the mixture prepared in step (1); and
(3) adding a triC 1-5 alkylsilyl triflate to the mixture prepared in step (2),
wherein the halogenated hydrocarbon is represented by Formula 1:
C a H b X c   [Formula 1],

wherein
X is a halogen atom,
a is an integer of 1≤a≤5,
b is an integer of 2a−c+2, and
c is an integer of c≥2a,

wherein the tertiary amine has at least one substituent selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, and phenyl, and
wherein the method does not comprise a filtration step.

2. The method of claim 1 , wherein the halogenated hydrocarbon has a boiling point of 10 to 200° C. at atmospheric pressure.

3. The method of claim 1 , wherein the halogenated hydrocarbon is at least one selected from the group consisting of difluoromethane, trifluoromethane, tetrafluoromethane, tetrafluoroethane, pentafluoroethane, hexafluoroethane, dichloromethane, chloroform, carbon tetrachloride, tetrachloroethane, pentachloroethane, hexachloroethane, hexachloropropane, heptachloropropane, octachloropropane, dibromomethane, tribromomethane, tetrabromomethane, tetrabromoethane, pentabromoethane, and hexabromoethane.

4. The method of claim 3 , wherein the halogenated hydrocarbon is at least one selected from the group consisting of dichloromethane, chloroform, carbon tetrachloride, tetrachloroethane, pentachloroethane, hexachloroethane, hexachloropropane, heptachloropropane, and octachloropropane.

5. The method of claim 1 , wherein the triC 1-5 alkyl in the triC 1-5 alkylsilyl triflate is three C 1-5 alkyl groups, each of which is independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, pentyl, 2-pentyl, isopentyl, neopentyl, and 3-methylbutyl.

6. The method of claim 5 , wherein the triC 1-5 alkylsilyl triflate is selected from the group consisting of trimethylsilyl triflate, triethylsilyl triflate, tripropylsilyl triflate, tributylsilyl triflate, dimethylethylsilyl triflate, methyldiethylsilyl triflate, dimethylpropylsilyl triflate, methyldipropylsilyl triflate, dimethylbutylsilyl triflate, methyldibutylsilyl triflate, and diethylpropylsilyl triflate.

7. The method of claim 1 , wherein the tertiary amine is selected from the group consisting of trimethylamine, triethylamine, tripropylamine, tributylamine, triphenylamine, dimethylethylamine, methyldiethylamine, dim ethylpropylamine, methyldipropylamine, methylethylpropylamine, diethylpropylamine, ethyldipropylamine, and ethyldiisopropylamine.

8. The method of claim 1 , wherein, in step (1), the halogenated hydrocarbon is in an amount of 1 to 200 parts by weight per 1 part by weight of the triC 1-5 alkylsilyl triflate.

9. The method of claim 1 , wherein, in step (2), the phosphine is added after the mixture prepared in step (1) is cooled to 0 to 10° C.

10. The method of claim 1 , wherein, in step (2), the phosphine is added in an amount of 0.2 to 3 equivalents by mole, based on the triC 1-5 alkylsilyltriflate.

11. The method of claim 1 , wherein, in step (3), the triC 1-5 alkylsilyltriflate is added in an amount of 5 to 40 parts by weight, based on 100 parts by weight of the triC 1-5 alkylsilyltriflate used in step (1).

Assignees

• Sk Chemicals Co Ltd

Inventors

• Shin Yong-Jun
• Jun Suk Woon
• Park Jeong Ho

Classifications

• C07F9/06 Primary

  without P—C bonds · CPC title

• C07F9/062 Primary

  Organo-phosphoranes without P-C bonds · CPC title