8'-(4-(diphenylamino)phenyl)-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde | 1217896-66-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 8'-(4-(diphenylamino)phenyl)-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde
• CAS: 1217896-66-6
• 化学式: C₄₅H₅₁NO₅S₂
• 分子量: 750.036
• InChiKey: RPUVXRXZCAIZAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.14
• 重原子数：
  53.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.23
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  8'-(4-(diphenylamino)phenyl)-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde 、 氰乙酸 在 ammonium acetate 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以9%的产率得到(E)-2-cyano-3-(8'-(4-(diphenylamino)phenyl)-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepin-8-yl)acrylic acid
  参考文献：
  名称：

  Triphenylamine-Based Dyes Bearing Functionalized 3,4-Propylenedioxythiophene Linkers with Enhanced Performance for Dye-Sensitized Solar Cells

  摘要：

  Introduction of modified 3,4-propylenedioxythiophene units into triphenylamine-based dyes is found to enhance light capturing, suppress dye aggregation, and remarkably retard charge recombination in dye-sensitized solar cells. Open circuit voltages of the as-synthesized dyes (similar to 800 mV) are much higher than that with a thiophene congener (720 mV) under similar conditions as a result of self-passivation benefiting from their three-dimensional branched structures.

  DOI：

  10.1021/ol902973r
• 作为产物：
  描述：

  4-(二苯基氨基)苯硼酸频那醇酯 、 8'-bromo-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde 在 potassium fluoride dihydrate 、 palladium diacetate 、 三苯基膦 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 26.0h， 以90%的产率得到8'-(4-(diphenylamino)phenyl)-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde
  参考文献：
  名称：

  Triphenylamine-Based Dyes Bearing Functionalized 3,4-Propylenedioxythiophene Linkers with Enhanced Performance for Dye-Sensitized Solar Cells

  摘要：

  Introduction of modified 3,4-propylenedioxythiophene units into triphenylamine-based dyes is found to enhance light capturing, suppress dye aggregation, and remarkably retard charge recombination in dye-sensitized solar cells. Open circuit voltages of the as-synthesized dyes (similar to 800 mV) are much higher than that with a thiophene congener (720 mV) under similar conditions as a result of self-passivation benefiting from their three-dimensional branched structures.

  DOI：

  10.1021/ol902973r