4-(bis(1,3-dipropyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)benzaldehyde | 1400395-10-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(bis(1,3-dipropyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)benzaldehyde
• CAS: 1400395-10-9
• 化学式: C₃₃H₃₉N₅OS₂
• 分子量: 585.838
• InChiKey: FXHBHOCGPSZFST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.58
• 重原子数：
  41.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.03
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-(bis(1,3-dipropyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)benzaldehyde 、 氰乙酸 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 以60%的产率得到(E)-3-(4-(bis(1,3-dipropyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)phenyl)-2-cyanoacrylic acid
  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：

  邻苯二胺 在 劳森试剂 、 2,2'-联吡啶 、 sodium periodate 、 copper(l) iodide 、 硫酸 、 potassium tert-butylate 、 四丁基溴化铵 、 碘 、 sodium hydroxide 、 三氯氧磷 作用下， 以 水 、 乙二醇 、 溶剂黄146 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 58.0h， 生成 4-(bis(1,3-dipropyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)benzaldehyde
  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