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Method for preparing trisilicon thiol

A technology of silicon trithiol and trithiol, which is applied in the field of compound and its preparation, can solve the problems of high synthesis requirements, great influence of temperature, and complicated source of raw materials, and achieve the effect of mild reaction conditions and convenient product purification

Inactive Publication Date: 2011-10-26
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The source of its raw materials is complex and its synthesis requirements are relatively high
The reported yield can reach 83% at 0°C, but a large amount of by-products are produced at room temperature, and the reaction is greatly affected by temperature (Eur.J.Inorg.Chem.2007, 1225-1228)
[0006] There are many methods for the synthesis of silicon-containing thiol compounds, but the specific implementation is relatively difficult, and there is a lack of core authoritative characterization data
Silicon polythiol and preparation method thereof have not been reported yet

Method used

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  • Method for preparing trisilicon thiol
  • Method for preparing trisilicon thiol
  • Method for preparing trisilicon thiol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] (1) Preparation of trimethylsilyl-(2,6-diisopropylphenyl) aminosilyl trichloride

[0036] (a). Choose a 1L Schlenk round-bottom flask, and after sufficient nitrogen replacement, add 2,6-diisopropylaniline (0.20mol, 37.9mL) and 200mL ether solvent, start stirring, and use isopropyl The mixture of alcohol and liquid nitrogen was cooled to -78°C, n-butyllithium (0.20mol, 2.5M n-heptane solution 80.0mL) was slowly added dropwise, and the mixture was naturally warmed to room temperature for 6h.

[0037] (b). Cool the resulting reaction solution again to -78°C under constant stirring, and slowly add trimethylchlorosilane (0.20mol, 25.8mL) dropwise, and the dropwise addition is completed within 30 minutes. After the addition is complete, it is naturally raised to room temperature and stirred. After that, the precipitate was filtered off under a nitrogen atmosphere. Under constant stirring at room temperature, n-butyl lithium (0.20 mol, 2.5M n-heptane solution 80.0 mL) was slowly ...

Embodiment 2

[0054] (1) Preparation of triethylsilyl-(phenyl)aminosilyl trichloride

[0055] (a). Choose a 1L Schlenk round bottom flask, after full nitrogen replacement, add aniline (0.20mol, 18.2mL) and 200mL anhydrous toluene solvent in turn, start stirring, and use a mixture of isopropanol and liquid nitrogen After cooling to -30°C, methyl lithium (0.20 mol, 125 mL of 1.6M ether solution) was slowly added dropwise, and the reaction was allowed to rise to room temperature for 6 hours.

[0056] (b). Cool the resulting reaction solution to -30°C again under constant stirring, and slowly add triethylchlorosilane (0.20mol, 33.3 mL) dropwise. After the addition is complete, it is naturally raised to room temperature and stirred. After that, the precipitate was filtered off under a nitrogen atmosphere. Under constant stirring at room temperature, n-butyl lithium (0.20 mol, 2.5M n-heptane solution 80.0 mL) was slowly added dropwise to the filtrate. After the gas evolution stopped, stirring was c...

Embodiment 3

[0064] (1) Preparation of trimethylstannyl-(2,6-dimethylphenyl)amino silicon tribromide

[0065] (a). Choose a 500mL Schlenk round-bottomed flask, after full nitrogen replacement, add 2,6-dimethylaniline (0.10mol, 12.3mL) and 150mL ether solvent, start stirring, and cool the solution to -50 At °C, ethylmagnesium bromide (0.10mol, 33.5mL of a 3.0M ether solution) was slowly added dropwise, and the reaction was allowed to rise to room temperature for 12h.

[0066] (b). Cool the obtained reaction solution again to -50°C under constant stirring, slowly add trimethyltin chloride (0.10mol, 20.2mL) dropwise, and naturally rise to room temperature. After stirring for about 12 hours, without filtering the precipitate, n-butyl lithium (0.10 mol, 2.5M n-heptane solution 40.0 mL) was directly added dropwise to the filtrate at room temperature. After the generated gas ceased to escape, it was stirred for 12 hours under a nitrogen atmosphere.

[0067] (c). The obtained solution was further coole...

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Abstract

The invention relates to a method for preparing trisilicon thiol, which relates to a compound and its preparation method. The general formula of trisilicon thiol is (R<,>R<,,>N)Si(SH)3, wherein R<,> is arylene group, a substituent group of an aromatic ring is hydrogen or alkyl; R<,,> is a triorganosilicon group or a triorganotin group, an organic group is alkyl or phenyl containing 1 - 20 carbon atoms. According to the invention, the aryl type primary amine is taken as a raw material, a primary amine metal salt is formed a deprotonation reaction through a metal organic reagent, then a salt elimination reaction is performed, an organic group containing siliceous or tin is introduced on a nitrogen atom of an amino group, a secondary amine can be obtained; the secondary amine is formed to a secondary amine metal salt through a deprotonation reaction of the metal organic reagent, the secondary amine metal salt enables a salt elimination reaction with silicon tetrahalogen for obtaining amino silicon trihalides; amino silicon trihalides is reacted with lithium sulfide for producing amino silicon trisulfide lithium compound; amino trisilicon thiol can be prepared through the protonation reaction of the organic acidity reagent.

Description

Technical field [0001] The invention relates to a compound and a preparation method thereof. Background technique [0002] Silicon-containing thiol compounds are a special kind of mercapto compound, that is, the sulfhydryl group SH is bonded to the silicon atom. This kind of compound can be regarded as the structural analog of the mercaptan compound containing carbon organic group, but because of silicon Atoms and carbon atoms are very different, so the two are quite different in synthesis and application. Silicon-containing mercaptan compounds are mainly used as reaction precursors to construct silicon-sulfur compounds or silicon-sulfur metal compounds; at the same time, they are also ideal probe molecules for electrochemical research; and are used in many organic synthesis such as protonation Polar reversible catalysis, reduction and addition of carbonyl groups of aldehydes and ketones play an important role. Silicon sulfur and silicon sulfur metal compounds can be used in el...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/10C07F7/22
Inventor 朱红平李岩杨鹰谭庚文任斌黄逸凡吴德印
Owner XIAMEN UNIV
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