Influences of organic additives on inhibiting by-products in zinc-catalyzed synthesis of alkynylsilane

HUANG Pan; LIU Zhen; SHAO Yunqi; DENG Shifeng; LIU Boping

doi:10.11949/j.issn.0438-1157.20171603

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Influences of organic additives on inhibiting by-products in zinc-catalyzed synthesis of alkynylsilane

更新时间：2025-12-10

- Influences of organic additives on inhibiting by-products in zinc-catalyzed synthesis of alkynylsilane
- CIESC Journal Issue 7, Pages: 2993-3000(2018)
- 作者机构：
  
  1. 华东理工大学化工学院,上海,200237
  2. 华东理工大学材料学院,上海,200237
  3. 2华南农业大学材料与能源学院,广东,广州,510642
- 作者简介：
- 基金信息：
- DOI：10.11949/j.issn.0438-1157.20171603
  CLC： Q06
- Online First：05 July 2018，
  
  Published：05 July 2018
- 稿件说明：
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HUANG Pan, LIU Zhen, SHAO Yunqi, et al. Influences of organic additives on inhibiting by-products in zinc-catalyzed synthesis of alkynylsilane[J]. CIESC Journal, 2018, (7): 2993-3000.
DOI：

HUANG Pan, LIU Zhen, SHAO Yunqi, et al. Influences of organic additives on inhibiting by-products in zinc-catalyzed synthesis of alkynylsilane[J]. CIESC Journal, 2018, (7): 2993-3000. DOI： 10.11949/j.issn.0438-1157.20171603.

摘要

锌粉催化苯乙炔与氯硅烷的硅烷化反应产物中会形成约33%端烯副产物。通过添加有机物作为H捕捉剂，利用气相色谱对产物进行分析，研究其对抑制端烯副产物形成的影响。实验结果表明，当使用吡啶和1，8-二氮杂二环十一碳-7-烯（DBU）时，可有效提高选择性。分别对有机添加剂的浓度、反应时间和温度进行了优化。浓度优化结果表明，添加6 mol吡啶或DBU时，副产物含量均明显降低，转化率相对提高，且添加吡啶时效果更显著。添加6 mol吡啶时，继续考察反应时间和温度的影响，结果发现，反应20 h后，转化率较高，延长反应时间不再明显提高反应的选择性和转化率；提高温度有利于提高转化率，但不利于提高选择性，110℃下反应转化率较高，100℃反应时选择性最好。

Abstract

Silylation of phenylacetylene with trimethylchlorosilane (TMCS) in the presence of zinc powder catalyst will produce around 33% alkene by-product. Different organic additives were used as H scavengers to reduce the production of styrene (ST). From the results via GC analysis

pyridine and 1

8-diazabicyclo[5.4.0]undec-7-ene(DBU) were found to be effective to increase the selectivity but the conversion rate was decreased. The concentration of organic additives

reaction time and temperature were then optimized. The concentration optimization showed that 6 mol DBU was effective to decrease the generation of styrene but the yield of main product phenylethynyltrimethylchlorosilane (PT) dropped significantly. 6 mol pyridine was the optimal concentration for its relatively high conversion and selectivity. The yield of styrene decreased to around 13% while the yield of PT was 57%. The optimal reaction time was 20 h. Conversion and selectivity rarely changed with a longer reaction time. As for temperature

it was found that a higher temperature was beneficial to improve the conversion but unfavorable to selectivity. The results showed that the conversion was highest at 110℃ while the selectivity was best at 100℃ with 6 mol pyridine.

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