4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(thiophen-2-yl)phenyl)benzenamine | 1123693-92-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(thiophen-2-yl)phenyl)benzenamine
• CAS: 1123693-92-4
• 化学式: C₃₄H₄₁NO₂S
• 分子量: 527.771
• InChiKey: WCYHVZMHGRKMNN-UHFFFAOYSA-N

物化性质

• 沸点：
  655.4±55.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  38.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(thiophen-2-yl)phenyl)benzenamine 在 四(三苯基膦)钯 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 24.0h， 生成 7-(5-(4-(bis(4-(hexyloxy)phenyl)amino)phenyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole-4-carbaldehyde
  参考文献：
  名称：

  一种新的全色染料，在供体-受体π共轭间隔基内包含苯并噻二唑单元。合成与光物理性质

  摘要：

  四种新型有机染料（D1 – D4）合成了具有供体-（π-共轭间隔基（donor-acceptor））-受体（D-π（D-A）-A）共轭体系的化合物。研究了染料的光物理和电化学性质。染料包括电子给体双（4-己氧基）三苯胺（D）和电子受体氰基丙烯酸（A）末端通过给体-受体共轭的间隔基连接。共轭间隔基被设计为供体-受体体系，其中噻吩至对噻吩和硒吩为供体，苯并噻二唑为受体。因此，通过利用苯并噻二唑的电子接受特性以及不同数量的噻吩和硒基苯，成功地调节了染料的光吸收强度。对所有四种染料D1 – D4均观察到具有高消光系数的全色吸收。

  DOI：

  10.1016/j.tet.2012.12.071
• 作为产物：
  描述：

  4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-phenylaniline 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 40.0h， 生成 4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(thiophen-2-yl)phenyl)benzenamine
  参考文献：
  名称：

  Atomic Level Resolution of Dye Regeneration in the Dye-Sensitized Solar Cell

  摘要：

  Two donor-acceptor organic dyes have been synthesized that differ only by a two-heteroatom change from oxygen to sulfur within the donor unit. The two dyes, (E)-3-(5-(4-(bis(4-(hexyloxy)phenyl)amino)phenyl)thiophen-2-yl)-2-cyanoprop-2-enoic acid (Dye-O) and (E)-3-(5-(4-(bis(4-(hexylthio)phenyl)amino)phenyl)thiophen-2-yl)-2-cyanoprop-2-enoic acid) (Dye-S), were tested in solar cell devices employing both I-3(-)/I--based and [Co(bpy)(3)](3+/2+) redox mediators. Power conversion efficiencies over 6% under simulated AM 1.5 illumination (1 Sun) were achieved in both electrolytes. Despite similar optical and redox properties for the two dyes, a consistently higher open-circuit voltage (V-oc) was measured for Dye-S relative to Dye-O. The improved efficiency observed with Dye-S in an iodide redox mediator is against the commonly held view that sulfur atoms promote charge recombination attributed to inner-sphere interactions. Detailed mechanistic studies revealed that this is a consequence of a 25-fold enhancement of the regeneration rate constant that enhances the regeneration yield under open circuit conditions. The data show that a high short circuit photocurrent does not imply optimal regeneration efficiency as is often assumed.

  DOI：

  10.1021/ja311640f

文献信息

• A Light-Resistant Organic Sensitizer for Solar-Cell Applications
  作者：Jun-Ho Yum、Daniel P. Hagberg、Soo-Jin Moon、Karl Martin Karlsson、Tannia Marinado、Licheng Sun、Anders Hagfeldt、Mohammad K. Nazeeruddin、Michael Grätzel

  DOI：10.1002/anie.200804719

  日期：——

  AbstractFinely tuned: A stable dye‐sensitized solar cell that contains a molecularly engineered organic dye has been prepared. The efficiency of the cell remains at 90 % after 1000 h of light soaking at 60 °C. The remarkable stability of the cell is also reflected in the open‐circuit voltage value (Voc), short‐circuit photocurrent‐density value (Jsc), and the fill factor, which also show barely no decline (see picture).magnified image