Tris-{4-[5-(4-nitro-phenyl)-thiophen-2-yl]-phenyl}-amine | 572900-60-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Tris-{4-[5-(4-nitro-phenyl)-thiophen-2-yl]-phenyl}-amine
• CAS: 572900-60-8
• 化学式: C₄₈H₃₀N₄O₆S₃
• 分子量: 854.987
• InChiKey: XXUDMLOANLHNEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.07
• 重原子数：
  61.0
• 可旋转键数：
  12.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  132.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Tris-{4-[5-(4-nitro-phenyl)-thiophen-2-yl]-phenyl}-amine 在 NaBH₂S₃ 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以0.15 g的产率得到4-[5-[4-[4-[5-(4-aminophenyl)thiophen-2-yl]-N-[4-[5-(4-aminophenyl)thiophen-2-yl]phenyl]anilino]phenyl]thiophen-2-yl]aniline
  参考文献：
  名称：

  Metal-Assembling Dendrimers with a Triarylamine Core and Their Application to a Dye-Sensitized Solar Cell

  摘要：

  A series of charge-separable and hole-transporting phenylazomethine dendrimers with a triarylamine core are prepared and evaluated for use as a charge separator in dye-sensitized solar cells (DSSCs). Triphenylamine with dendric phenylazomethine (TPA-DPA) is prepared by synthesizing up to five generations of dendrons using a convergent method. The resultant dendrimer has a rigid sphere structure similar to globular protein, with a hydrodynamic radius of 2.43 nm. Electrochemical oxidation of the TPA core reveals that the dendron units in the dendrimer have 0.35 of the attenuation factor (beta) in the electron transfer. Complexation of TPA-DPA with SnCl2 proceeds in stepwise fashion from the core to the terminal imine following the basicity gradient among imine groups in each dendron shell. DSSCs prepared by casting these dendrimers onto dye-sensitized TiO2 film exhibited a higher open-circuit voltage than the bare film through the suppression of back electron transfer. The generational growth of dendrons increases the radius of the dendrimer, resulting in a stronger association with I-3(-) and higher open-circuit voltage with an increasing number of generations. Complexation with SnCl2 reduces the resistance of TPA-DPA and improves the fill factor. The energy conversion efficiency of the DSSC prepared using fifth-generation TPA-DPA is 21% higher than that for the bare film and, when complexed with SnCl2, provides a 34% improvement.

  DOI：

  10.1021/ja050765c
• 作为产物：
  描述：

  1-溴-4-硝基苯 、 三[4-(2-噻吩基)苯基]胺 在 正丁基锂 、 zinc(II) chloride 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 24.0h， 生成 Tris-{4-[5-(4-nitro-phenyl)-thiophen-2-yl]-phenyl}-amine
  参考文献：
  名称：

  Metal-Assembling Dendrimers with a Triarylamine Core and Their Application to a Dye-Sensitized Solar Cell

  摘要：

  A series of charge-separable and hole-transporting phenylazomethine dendrimers with a triarylamine core are prepared and evaluated for use as a charge separator in dye-sensitized solar cells (DSSCs). Triphenylamine with dendric phenylazomethine (TPA-DPA) is prepared by synthesizing up to five generations of dendrons using a convergent method. The resultant dendrimer has a rigid sphere structure similar to globular protein, with a hydrodynamic radius of 2.43 nm. Electrochemical oxidation of the TPA core reveals that the dendron units in the dendrimer have 0.35 of the attenuation factor (beta) in the electron transfer. Complexation of TPA-DPA with SnCl2 proceeds in stepwise fashion from the core to the terminal imine following the basicity gradient among imine groups in each dendron shell. DSSCs prepared by casting these dendrimers onto dye-sensitized TiO2 film exhibited a higher open-circuit voltage than the bare film through the suppression of back electron transfer. The generational growth of dendrons increases the radius of the dendrimer, resulting in a stronger association with I-3(-) and higher open-circuit voltage with an increasing number of generations. Complexation with SnCl2 reduces the resistance of TPA-DPA and improves the fill factor. The energy conversion efficiency of the DSSC prepared using fifth-generation TPA-DPA is 21% higher than that for the bare film and, when complexed with SnCl2, provides a 34% improvement.

  DOI：

  10.1021/ja050765c