1,4-bis(hexylseleno)-2,5-bis[2-(trimethylsilyl)ethynyl]benzene | 1610533-30-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis(hexylseleno)-2,5-bis[2-(trimethylsilyl)ethynyl]benzene
• 英文别名: 2-[2,5-Bis(hexylselanyl)-4-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane；2-[2,5-bis(hexylselanyl)-4-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane
• CAS: 1610533-30-6
• 化学式: C₂₈H₄₆Se₂Si₂
• 分子量: 596.764
• InChiKey: ATXDXCMKCLZVRT-UHFFFAOYSA-N

物化性质

• 沸点：
  549.3±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,4-bis(hexylseleno)-2,5-bis[2-(trimethylsilyl)ethynyl]benzene 、 叠氮苯 在 potassium fluoride 、 copper(l) iodide 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 5.0h， 以63%的产率得到4,4'-[2,5-bis(hexylseleno)-1,4-phenylene]bis[1-phenyl-1H-1,2,3-triazole]
  参考文献：
  名称：

  Towards continuous junction (CJ) organic electronic devices: Fast and clean post-polymerization modification by oxidation using dimethyldioxirane (DMDO)

  摘要：

  An advanced design concept for organic electronic devices relying on functional polymers is presented. The concept aims at realizing a gradual transition from an electron-donating to an electron-accepting material in a specific post-polymerization modification step. Hence, this approach facilitates a straight forward fabrication compared to conventional multi-layer architectures. The synthesis via microwave-assisted Cu(I)-catalyzed azide-alkyne cycloaddition of the reactive polymers based on sulfur, selenium and tellurium as active sites is presented; full characterization of model compounds and polymers is provided. Additionally, a reliable procedure for post-polymerization oxidation applying dimethyldioxirane is developed. Photophysical and electrochemical characteristics of the novel polymers reveal the feasibility but also the challenges of the continuous junction concept. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2014.10.006
• 作为产物：
  描述：

  2,5-dibromo-1,4-bis[2-(trimethylsilyl)ethynyl]cyclohexa-2,5-diene-1,4-diol 在 tin(II) chloride dihdyrate 、 叔丁基锂 作用下， 以 乙醚 、 乙腈 、 正戊烷 为溶剂， 反应 14.75h， 生成 1,4-bis(hexylseleno)-2,5-bis[2-(trimethylsilyl)ethynyl]benzene
  参考文献：
  名称：

  适用于聚合后改性的双[（三甲基甲硅烷基）乙炔基]苯的多谱合成

  摘要：

  新型取代的双[（三甲基甲硅烷基）乙炔基]苯已制备为有机功能材料的通用构建基块。已经检验了用硒和碲替代硫对光物理和电化学性能的最终影响。聚合通过微波辅助的Cu（我）催化的叠氮化物-炔烃环加成加成（CuAAC）和随后的后聚合改性通过氧化揭示发达构建块的效用。

  DOI：

  10.1039/c4nj00011k

文献信息

• Multigram synthesis of bis[(trimethylsilyl)ethynyl]benzenes suitable for post-polymerization modification
  作者：Florian Glöcklhofer、Daniel Lumpi、Berthold Stöger、Johannes Fröhlich

  DOI：10.1039/c4nj00011k

  日期：——

  Novel substituted bis[(trimethylsilyl)ethynyl]benzenes have been prepared as versatile building blocks for organic functional materials. The resulting effects of replacing sulfur by selenium and tellurium on photophysical and electrochemical properties have been examined. Polymerization via microwave-assisted Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) and subsequent post-polymerization modification

  新型取代的双[（三甲基甲硅烷基）乙炔基]苯已制备为有机功能材料的通用构建基块。已经检验了用硒和碲替代硫对光物理和电化学性能的最终影响。聚合通过微波辅助的Cu（我）催化的叠氮化物-炔烃环加成加成（CuAAC）和随后的后聚合改性通过氧化揭示发达构建块的效用。
• Towards continuous junction (CJ) organic electronic devices: Fast and clean post-polymerization modification by oxidation using dimethyldioxirane (DMDO)
  作者：Florian Glöcklhofer、Daniel Lumpi、Markus Kohlstädt、Olena Yurchenko、Uli Würfel、Johannes Fröhlich

  DOI：10.1016/j.reactfunctpolym.2014.10.006

  日期：2015.1

  An advanced design concept for organic electronic devices relying on functional polymers is presented. The concept aims at realizing a gradual transition from an electron-donating to an electron-accepting material in a specific post-polymerization modification step. Hence, this approach facilitates a straight forward fabrication compared to conventional multi-layer architectures. The synthesis via microwave-assisted Cu(I)-catalyzed azide-alkyne cycloaddition of the reactive polymers based on sulfur, selenium and tellurium as active sites is presented; full characterization of model compounds and polymers is provided. Additionally, a reliable procedure for post-polymerization oxidation applying dimethyldioxirane is developed. Photophysical and electrochemical characteristics of the novel polymers reveal the feasibility but also the challenges of the continuous junction concept. (C) 2014 Elsevier B.V. All rights reserved.