4-[(E)-2-[5-[(E)-2-[5-[tert-butyl(dihydroxy)silyl]thiophen-2-yl]ethenyl]thiophen-2-yl]ethenyl]-N,N-diphenylaniline | 1416081-21-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[(E)-2-[5-[(E)-2-[5-[tert-butyl(dihydroxy)silyl]thiophen-2-yl]ethenyl]thiophen-2-yl]ethenyl]-N,N-diphenylaniline
• CAS: 1416081-21-4
• 化学式: C₃₄H₃₃NO₂S₂Si
• 分子量: 579.859
• InChiKey: KOWUHQPAQWQMRK-ZDBDPVBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.05
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N-diphenyl-4-(2-thiophen-2-ylethenyl)aniline 在 正丁基锂 、 potassium tert-butylate 、 碘 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 为溶剂， 反应 82.5h， 生成 4-[(E)-2-[5-[(E)-2-[5-[tert-butyl(dihydroxy)silyl]thiophen-2-yl]ethenyl]thiophen-2-yl]ethenyl]-N,N-diphenylaniline
  参考文献：
  名称：

  Assessment of new gem-silanediols as suitable sensitizers for dye-sensitized solar cells

  摘要：

  Four novel gem-silanediol-containing organic dyes featuring a highly conjugated backbone have been synthesized in order to investigate their potential as active materials for photovoltaics. After spectroscopic characterization, the compounds showing the best light harvesting and electrochemical properties were applied as sensitizers in dye-sensitized solar cells (DSSCs). Interestingly, photovoltaic cells built using the new silanediol dyes showed low power conversion efficiencies (eta), comparable to those obtained with silicon-based sensitizers having simple azobenzene moieties as the light-harvesting units. Such values are mostly due to unsatisfactory photocurrent densities; a computational study suggested that the latter can be justified considering the insufficient degree of charge transfer taking place during photoexcitation of the silicon-containing sensitizers, which is likely to make electron injection into the TiO2 layer less efficient. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.10.012

文献信息

• Assessment of new gem-silanediols as suitable sensitizers for dye-sensitized solar cells
  作者：Gabriella Barozzino Consiglio、Fabio Pedna、Cosimo Fornaciari、Fabrizia Fabrizi de Biani、Gabriele Marotta、Paolo Salvatori、Riccardo Basosi、Filippo De Angelis、Alessandro Mordini、Maria Laura Parisi、Maurizio Peruzzini、Gianna Reginato、Maurizio Taddei、Lorenzo Zani

  DOI：10.1016/j.jorganchem.2012.10.012

  日期：2013.1

  Four novel gem-silanediol-containing organic dyes featuring a highly conjugated backbone have been synthesized in order to investigate their potential as active materials for photovoltaics. After spectroscopic characterization, the compounds showing the best light harvesting and electrochemical properties were applied as sensitizers in dye-sensitized solar cells (DSSCs). Interestingly, photovoltaic cells built using the new silanediol dyes showed low power conversion efficiencies (eta), comparable to those obtained with silicon-based sensitizers having simple azobenzene moieties as the light-harvesting units. Such values are mostly due to unsatisfactory photocurrent densities; a computational study suggested that the latter can be justified considering the insufficient degree of charge transfer taking place during photoexcitation of the silicon-containing sensitizers, which is likely to make electron injection into the TiO2 layer less efficient. (C) 2012 Elsevier B.V. All rights reserved.