5,5’-(phenylazanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione) | 1440526-66-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5,5’-(phenylazanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione)
• CAS: 1440526-66-8
• 化学式: C₄₄H₆₃N₅S₂
• 分子量: 726.15
• InChiKey: TZHJQZXFFDVPIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.45
• 重原子数：
  51.0
• 可旋转键数：
  23.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  22.96
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  5,5’-(phenylazanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione) 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 四氯化碳 、 水 为溶剂， 反应 24.0h， 生成 4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde
  参考文献：
  名称：

  Cyclic Thiourea/Urea Functionalized Triphenylamine-Based Dyes for High-Performance Dye-Sensitized Solar Cells

  摘要：

  Six cyclic thiourea/urea functionalized triphenylamine-based dyes (AZ1-AZ6) containing 2-cyanoacrylic acid as an acceptor and various linkers (phenyl, biphenyl, and bithiophene) were synthesized. They exhibited high photovoltaic performance owing to an improved short-circuit photocurrent density (J(sc)) and open-circuit voltage (V-oc). Among them, AZ6 bearing a cyclic thiourea group and bithiophene linker showed the highest power conversion efficiency (PCE) up to 7.29%, which was comparable to that of N719 (PCE = 7.36%).

  DOI：

  10.1021/ol4001685
• 作为产物：
  描述：

  1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one 在 劳森试剂 、 2,2'-联吡啶 、 sodium periodate 、 copper(l) iodide 、 硫酸 、 potassium tert-butylate 、 碘 作用下， 以 水 、 溶剂黄146 、 甲苯 为溶剂， 反应 34.0h， 生成 5,5’-(phenylazanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione)
  参考文献：
  名称：

  Cyclic Thiourea/Urea Functionalized Triphenylamine-Based Dyes for High-Performance Dye-Sensitized Solar Cells

  摘要：

  Six cyclic thiourea/urea functionalized triphenylamine-based dyes (AZ1-AZ6) containing 2-cyanoacrylic acid as an acceptor and various linkers (phenyl, biphenyl, and bithiophene) were synthesized. They exhibited high photovoltaic performance owing to an improved short-circuit photocurrent density (J(sc)) and open-circuit voltage (V-oc). Among them, AZ6 bearing a cyclic thiourea group and bithiophene linker showed the highest power conversion efficiency (PCE) up to 7.29%, which was comparable to that of N719 (PCE = 7.36%).

  DOI：

  10.1021/ol4001685