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Diphenylacetylene silane novle synthesis method

A technology of phenylethynyl and phenylacetylene, which is applied in the field of new synthesis of organosilicon monomers, can solve the problems of only 82% purity, long reaction process, cumbersome process, etc., and achieve easy control of reaction conditions, short reaction time, and process flow simple effect

Inactive Publication Date: 2006-04-26
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] (3) The reaction process of this method is long and the process is cumbersome
[0009] (4) The low yield is only about 80%, and the purity is only 82%

Method used

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  • Diphenylacetylene silane novle synthesis method
  • Diphenylacetylene silane novle synthesis method
  • Diphenylacetylene silane novle synthesis method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: 19 mmol of phenylacetylene was dissolved in 10 ml of tetrahydrofuran, and 16 mmol of butyllithium reagent was added dropwise with a constant pressure funnel for 40 minutes, and reacted at -20°C for 5 hours after the addition was completed. Then, 6 mmol of methyldichlorosilane was dissolved in 10 ml of tetrahydrofuran and added dropwise to the phenylethynyllithium reagent, and reacted at 50° C. for 6 hours after the dropwise addition was completed. After the reaction, pour 30ml of ice saturated ammonium chloride solution into the reaction solution, stir fully, separate the liquids, take the upper oil phase, and then wash with 30ml of saturated ammonium chloride solution until the pH value is neutral, and add diethyl ether to the obtained water phase Extraction, liquid separation, collecting and merging the obtained oil phases, and distilling off the solvent under reduced pressure to obtain the final product methyl tolanyl silane.

Embodiment 2

[0026] Example 2: Dissolve 30mmol of phenylacetylene in 15ml of tetrahydrofuran, add 30mmol of butyllithium reagent dropwise with a constant pressure funnel, dropwise for 40 minutes, and react at -10°C for 4 hours after the dropwise addition. Then 12 mmol of methyldichlorosilane was dissolved in 10 ml of tetrahydrofuran and added dropwise to the phenylethynyllithium reagent, and reacted at 40° C. for 6 hours after the dropwise addition was completed. After the reaction is completed, pour 30ml of ice saturated ammonium chloride solution into the reaction solution, stir fully, separate the liquids, take the upper oil phase and wash it once with 30ml of saturated ammonium chloride solution until the pH value is neutral, and the water phase obtained twice Diethyl ether was added for extraction, the layers were separated, the combined oil phases were collected, and the solvent was distilled off under reduced pressure to obtain the final product, methyl tolanyl silane.

Embodiment 3

[0027] Example 3: 22 mmol of phenylacetylene was dissolved in 10 ml of tetrahydrofuran, and 20 mmol of butyllithium reagent was added dropwise with a constant pressure funnel. The addition time was 30 minutes, and the reaction was carried out at -20°C for 5 hours after the addition was completed. Then, 10 mmol of methyldichlorosilane was dissolved in 10 ml of tetrahydrofuran and added dropwise to the phenylethynyllithium reagent, and reacted at 60° C. for 4 hours after the dropwise addition was completed. After the reaction is completed, pour 30ml of ice saturated ammonium chloride solution into the reaction solution, stir fully, separate the liquids, take the upper oil phase and wash it once with 30ml of saturated ammonium chloride solution until the pH value is neutral, and the water phase obtained twice Diethyl ether was added for extraction, the layers were separated, the combined oil phases were collected, and the solvent was distilled off under reduced pressure to obtain ...

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Abstract

The present invention is new type of diphenyl acetenyl silane synthesizing process. By using phenyl acetylene, organic lithium reagent and methyl dichlorosilane as material and anhydrous tetrahydrofuran as solvent, the present invention synthesizes methyl diphenyl acetenyl silane monomer through two-step reaction. Phenyl acetylene and butyl lithium first react to produce phenyl acetenyl lithium, and phenyl acetenyl lithium and hydrogen-containing dichlorosilane then react to produce phenyl acetenyl silane. The present invention has simple technological process, simple and feasible operation, short reaction time, controllable reaction condition, high product yield and purity and other advantages, and is suitable for industrial production. The prepared diphenyl acetenyl silane may be used in high performance composite material, ceramic precursor, heat resistant coating, etc.

Description

technical field [0001] The invention relates to a novel synthesis method of organosilicon monomers, in particular to a novel synthesis method of tolanyl silane. Background technique [0002] Silicone polymer is a special polymer material with unique physical and chemical properties, and has a wide range of applications in the aerospace field. In recent years, organosilicon polymers containing both silicon-hydrogen bonds and carbon-carbon triple bonds in the molecular chain have been continuously reported. These polymers are cross-linked and solidified through the hydrosilylation addition reaction between carbon-carbon triple bonds and silicon-hydrogen bonds, thereby obtaining materials with excellent heat resistance and ablation resistance. [0003] Chinese patent CN1421446A "Phenylethynylsilane and its preparation method" relates to the synthesis of a new type of hydrosilane containing two arylethynyl groups by using the Grignard reagent method. The patent uses phenylacety...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/08
Inventor 周权倪礼忠冯霞陈建定
Owner EAST CHINA UNIV OF SCI & TECH
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