bis{4-[5-(2-thienylethen-2-yl)-2-thienyl]phenyl}-[4-(5-dicyanomethylidenemethyl-2-thienyl)phenyl]amine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: bis{4-[5-(2-thienylethen-2-yl)-2-thienyl]phenyl}-[4-(5-dicyanomethylidenemethyl-2-thienyl)phenyl]amine
• 英文别名: 2-[[5-[4-[4-[5-[(E)-2-thiophen-2-ylethenyl]thiophen-2-yl]-N-[4-[5-[(E)-2-thiophen-2-ylethenyl]thiophen-2-yl]phenyl]anilino]phenyl]thiophen-2-yl]methylidene]propanedinitrile
• 化学式: C₄₆H₂₉N₃S₅
• 分子量: 784.086
• InChiKey: YAITUBYBUZTCMU-XPWSMXQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  54
• 可旋转键数：
  11
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  192
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  三(4-溴苯基)胺 在 四(三苯基膦)钯 、 potassium tert-butylate 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 氯仿 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 45.0h， 生成 bis{4-[5-(2-thienylethen-2-yl)-2-thienyl]phenyl}-[4-(5-dicyanomethylidenemethyl-2-thienyl)phenyl]amine
  参考文献：
  名称：

  Triphenylamine−Thienylenevinylene Hybrid Systems with Internal Charge Transfer as Donor Materials for Heterojunction Solar Cells

  摘要：

  Star-shaped molecules based on a triphenylamine core derivatized with various combinations of thienylenevinylene conjugated branches and electron-withdrawing indanedione or dicyanovinyl groups have been synthesized. UV-vis absorption and fluorescence emission data show that the introduction of the electron-acceptor groups induces an intramolecular charge transfer that results in a shift of the absorption onset toward longer wavelengths and a quenching of photoluminescence. Cyclic voltammetry shows that all compounds present a reversible first oxidation process whose potential increases with the number of electron-withdrawing groups in the structure. Prototype bulk and bilayer heterojunction solar cells have been realized using fullerene C-60 derivatives as acceptor material. The results obtained with both kinds of devices show that the introduction of electron-acceptor groups in the donor structure induces an extension of the photoresponse in the visible spectral region, an increase of the maximum external quantum efficiency, and an increase of the open-circuit voltage under white light illumination. These synergistic effects allow reaching power conversion efficiencies of similar to 1.20% under simulated AM 1.5 solar irradiation at 100 mW cm(-2).

  DOI：

  10.1021/ja058178e

文献信息

• Novel nitrogen semiconductor compound and device fabricated using the same
  申请人：Jung Cheol Won

  公开号：US20070068450A1

  公开（公告）日：2007-03-29

  Disclosed herein are a novel nitrogen semiconductor compound simultaneously including groups with different electrical properties and a device fabricated using the nitrogen semiconductor compound as an organic semiconductor material or a hole conducting material. The nitrogen semiconductor compound can be spin-coated at room temperature when applied to the fabrication of the device, and has superior electrical conductivity and photovoltaic properties.

  本发明涉及一种新型氮半导体化合物，同时包括具有不同电学特性的基团，以及使用该氮半导体化合物作为有机半导体材料或空穴导体材料制造的器件。当应用于器件制造时，该氮半导体化合物可以在室温下进行旋涂，并具有优异的电导率和光伏特性。
• Tris(thienylphenyl)amine derivatives as organic semiconductors
  申请人：SAMSUNG ELECTRONICS CO., LTD.

  公开号：EP1767608A1

  公开（公告）日：2007-03-28

  A nitrogen semiconductor compound (1) simultaneously including groups with different electrical properties and a device fabricated using the nitrogen semiconductor compound as an organic semiconductor material or a hole conducting material. The nitrogen semiconductor compound can be spin-coated at room temperature when applied to the fabrication of the device, and has superior electrical conductivity and photovoltaic properties.

  一种氮半导体化合物（1），同时包括具有不同电气特性的基团，以及一种使用该氮半导体化合物作为有机半导体材料或空穴导电材料制造的装置。该氮半导体化合物可在室温下旋涂，并具有优异的导电性和光电特性。
• US7731796B2
  申请人：——

  公开号：US7731796B2

  公开（公告）日：2010-06-08
• Triphenylamine−Thienylenevinylene Hybrid Systems with Internal Charge Transfer as Donor Materials for Heterojunction Solar Cells
  作者：Sophie Roquet、Antonio Cravino、Philippe Leriche、Olivier Alévêque、Pierre Frère、Jean Roncali

  DOI：10.1021/ja058178e

  日期：2006.3.1

  Star-shaped molecules based on a triphenylamine core derivatized with various combinations of thienylenevinylene conjugated branches and electron-withdrawing indanedione or dicyanovinyl groups have been synthesized. UV-vis absorption and fluorescence emission data show that the introduction of the electron-acceptor groups induces an intramolecular charge transfer that results in a shift of the absorption onset toward longer wavelengths and a quenching of photoluminescence. Cyclic voltammetry shows that all compounds present a reversible first oxidation process whose potential increases with the number of electron-withdrawing groups in the structure. Prototype bulk and bilayer heterojunction solar cells have been realized using fullerene C-60 derivatives as acceptor material. The results obtained with both kinds of devices show that the introduction of electron-acceptor groups in the donor structure induces an extension of the photoresponse in the visible spectral region, an increase of the maximum external quantum efficiency, and an increase of the open-circuit voltage under white light illumination. These synergistic effects allow reaching power conversion efficiencies of similar to 1.20% under simulated AM 1.5 solar irradiation at 100 mW cm(-2).