4’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’-biphenyl]-4-carbaldehyde | 1440528-85-7

• 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-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’-biphenyl]-4-carbaldehyde
• CAS: 1440528-85-7
• 化学式: C₅₁H₆₇N₅OS₂
• 分子量: 830.258
• InChiKey: NRKGRYZLHOJZOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.93
• 重原子数：
  59.0
• 可旋转键数：
  25.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 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-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’-biphenyl]-4-carbaldehyde 、 氰乙酸 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 以70%的产率得到(E)-3-(4’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’-biphenyl]-4-yl)-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：

  1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one 在 劳森试剂 、 2,2'-联吡啶 、 sodium periodate 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 四(三苯基膦)钯 、 硫酸 、 potassium tert-butylate 、 碘 、 potassium carbonate 作用下， 以 四氢呋喃 、 四氯化碳 、 水 、 溶剂黄146 、 甲苯 为溶剂， 反应 58.0h， 生成 4’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’-biphenyl]-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