4-(2-(5-(2-(4-(3,6-di-tert-butyl-9H-carbazolyl)phenyl)ethynyl)-2,2'-bithiophen-5'-yl)ethynyl)benzaldehyde | 1374843-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-(2-(5-(2-(4-(3,6-di-tert-butyl-9H-carbazolyl)phenyl)ethynyl)-2,2'-bithiophen-5'-yl)ethynyl)benzaldehyde
• CAS: 1374843-11-4
• 化学式: C₄₅H₃₇NOS₂
• 分子量: 671.927
• InChiKey: GVWJXKALIXIUTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.78
• 重原子数：
  49.0
• 可旋转键数：
  3.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  22.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(2-(5-(2-(4-(3,6-di-tert-butyl-9H-carbazolyl)phenyl)ethynyl)-2,2'-bithiophen-5'-yl)ethynyl)benzaldehyde 、 氰乙酸 在 ammonium acetate 、 溶剂黄146 作用下， 反应 8.0h， 以86%的产率得到2-cyano-3-(4-(2-(5-(2-(4-(3,6-di-tert-butyl-9H-carbazolyl)phenyl)ethynyl)-2,2'-bithiophen-5'-yl)ethynyl)phenyl)acrylic acid
  参考文献：
  名称：

  Carbazole donor and carbazole or bithiophene bridged sensitizers for dye-sensitized solar cells

  摘要：

  Three metal-free organic sensitizers consisting of carbazole as an electron donor, carbazole or bithiophene as the linker and cyanoacrylic acid as the electron acceptor and anchoring groups were designed and synthesized for use in dye-sensitized solar cells (DSSCs). The sensitizers were characterized by H-1 and C-13 NMR, MALDI-TOF (or HRMS), UV-Vis, photoluminescence, and electrochemistry. The HOMO and LUMO electron distributions of the sensitizers were calculated using density functional theory on a B3LYP level for geometry optimization. The photovoltaic performance of the sensitizers in operational liquid junction-based DSSCs under AM 1.5 G one-sun excitation (100 mW/cm(2)) indicate that the sensitizers are promising candidates for use in DSSCs. Sensitizers 1 and 2 produce a power conversion efficiency of 2.70% with a maximum IPCE of 75% at 450 nm, while sensitizer 3 has a power conversion efficiency of 2.23% with a maximum IPCE of 66% at 440 nm. The sensitizers thus exhibit excellent photon-to-current conversion efficiencies in the blue region of the spectrum and serve as candidates for further strategic optimization in tandem cells. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2011.08.001
• 作为产物：
  描述：

  4-乙炔基苯甲醛 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 4-(2-(5-(2-(4-(3,6-di-tert-butyl-9H-carbazolyl)phenyl)ethynyl)-2,2'-bithiophen-5'-yl)ethynyl)benzaldehyde
  参考文献：
  名称：

  Carbazole donor and carbazole or bithiophene bridged sensitizers for dye-sensitized solar cells

  摘要：

  Three metal-free organic sensitizers consisting of carbazole as an electron donor, carbazole or bithiophene as the linker and cyanoacrylic acid as the electron acceptor and anchoring groups were designed and synthesized for use in dye-sensitized solar cells (DSSCs). The sensitizers were characterized by H-1 and C-13 NMR, MALDI-TOF (or HRMS), UV-Vis, photoluminescence, and electrochemistry. The HOMO and LUMO electron distributions of the sensitizers were calculated using density functional theory on a B3LYP level for geometry optimization. The photovoltaic performance of the sensitizers in operational liquid junction-based DSSCs under AM 1.5 G one-sun excitation (100 mW/cm(2)) indicate that the sensitizers are promising candidates for use in DSSCs. Sensitizers 1 and 2 produce a power conversion efficiency of 2.70% with a maximum IPCE of 75% at 450 nm, while sensitizer 3 has a power conversion efficiency of 2.23% with a maximum IPCE of 66% at 440 nm. The sensitizers thus exhibit excellent photon-to-current conversion efficiencies in the blue region of the spectrum and serve as candidates for further strategic optimization in tandem cells. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2011.08.001