(E)-3-(5-(8-(4-(bis(4-(hexyloxy)phenyl)amino)phenyl)-2,3-diphenylquinoxalin-5-yl)thieno[3,2-b]thiophen-2-yl)-2-cyanoacrylic acid

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-3-(5-(8-(4-(bis(4-(hexyloxy)phenyl)amino)phenyl)-2,3-diphenylquinoxalin-5-yl)thieno[3,2-b]thiophen-2-yl)-2-cyanoacrylic acid
• 英文别名: (E)-2-cyano-3-[5-[8-[4-(4-hexoxy-N-(4-hexoxyphenyl)anilino)phenyl]-2,3-diphenylquinoxalin-5-yl]thieno[3,2-b]thiophen-2-yl]prop-2-enoic acid
• 化学式: C₆₀H₅₄N₄O₄S₂
• 分子量: 959.245
• InChiKey: AEUJILBCBFCJBS-QDIWCCNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  70
• 可旋转键数：
  21
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  165
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  thieno<3,2-b>thiophene-2-carboxaldehyde ethylene glycol acetal 在 bis-triphenylphosphine-palladium(II) chloride 、 正丁基锂 、 ammonium acetate 、 sodium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 、 水 、 甲苯 为溶剂， 反应 22.0h， 生成 (E)-3-(5-(8-(4-(bis(4-(hexyloxy)phenyl)amino)phenyl)-2,3-diphenylquinoxalin-5-yl)thieno[3,2-b]thiophen-2-yl)-2-cyanoacrylic acid
  参考文献：
  名称：

  Structural engineering of dipolar organic dyes with an electron-deficient diphenylquinoxaline moiety for efficient dye-sensitized solar cells

  摘要：

  A series of new organic dyes containing an electron-deficient diphenylquinoxaline moiety was synthesized and employed as the photosensitizers in dye-sensitized solar cells (DSSCs). The multiple phenyl rings in the peripheral positions of the dye structure provide a hydrophobic barrier to slow down the charge recombination. The photophysical and electrochemical properties of these dyes were investigated in detail. The cell performance and the associated photophysical and electrochemical properties can be easily tuned by the modification of the aromatic fragments within the pi spacer. Dye CR204-based DSSC reached the best energy conversion efficiency of 6.49% with an open-circuit voltage of 666 mV, a short-circuit photocurrent density of 14.9 mA cm(-2), and a fill factor of 0.66. The IPCE of CR204-based DSSC covers the light-harvesting to NIR region. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.087