(E)-2-cyano-3-(5-[3,4',5'-tris(10-hexyl-10H-phenothiazin-3-yl)-2,2'-bithiophen]yl)acrylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: (E)-2-cyano-3-(5-[3,4',5'-tris(10-hexyl-10H-phenothiazin-3-yl)-2,2'-bithiophen]yl)acrylic acid
• 英文别名: (E)-3-[5-[4,5-bis(10-hexylphenothiazin-3-yl)thiophen-2-yl]-4-(10-hexylphenothiazin-3-yl)thiophen-2-yl]-2-cyanoprop-2-enoic acid
• 化学式: C₆₆H₆₄N₄O₂S₅
• 分子量: 1105.59
• InChiKey: LOIWQYCILSBPMZ-XDRPERJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.3
• 重原子数：
  77
• 可旋转键数：
  21
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  203
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  5-(3,4',5'-tris(10-hexyl-10H-phenothiazin-3-yl)-2,2'-bithiophene)carbaldehyde 、 氰乙酸 在 ammonium acetate 、 溶剂黄146 作用下， 反应 12.0h， 以76%的产率得到(E)-2-cyano-3-(5-[3,4',5'-tris(10-hexyl-10H-phenothiazin-3-yl)-2,2'-bithiophen]yl)acrylic acid
  参考文献：
  名称：

  Synthesis and photovoltaic property of new kind of organic dyes containing 2,2′-bithiophene unit with three electron-donors

  摘要：

  A series of new organic dyes containing 2,2'-bithiophene unit as a pi-linker to connect three electron-donors (including carbazole, DH-45; phenothiazine, DH-46; triphenylamine, DH-47) at 3,4',5'-positions have been designed and synthesized for dye-sensitized solar cells. The experimental results and theoretic calculations indicated that the large steric hindrance among three electron-donors and 2,2'-bithiophene ring partially destroys the whole molecular coplanarity and weakens intramolecular charge transfer (ICT), which results in the narrow, blue-shift of absorption band and decrease of short-circuit current (J(sc)). However, the twisted conjugation skeleton for the dyes is favorable for the spatial charge separation that enhances the open-circuit voltage (V-oc). Among them, the dye containing carbazole donating group (DH-45) shows best optimized structure for intramolecular charge transfer (ICT) and exhibits better photovoltaic performances than that of the other two dyes (DH-46 and DH-47). (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2013.12.019