N-(9,9-dimethyl-9H-fluoren-2-yl)-9,9-dimethyl-N-(4-(5-(trimethylstannyl)thiophen-2-yl)phenyl)-9H-fluoren-2-amine | 688045-09-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(9,9-dimethyl-9H-fluoren-2-yl)-9,9-dimethyl-N-(4-(5-(trimethylstannyl)thiophen-2-yl)phenyl)-9H-fluoren-2-amine
• CAS: 688045-09-2
• 化学式: C₄₃H₄₁NSSn
• 分子量: 722.581
• InChiKey: SFAFUIYWEPOEDH-UHFFFAOYSA-N

物化性质

• 沸点：
  769.1±70.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.04
• 重原子数：
  46.0
• 可旋转键数：
  5.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)-5,6-difluoro-7-iodobenzo[c][1,2,5]thiadiazole 、 N-(9,9-dimethyl-9H-fluoren-2-yl)-9,9-dimethyl-N-(4-(5-(trimethylstannyl)thiophen-2-yl)phenyl)-9H-fluoren-2-amine 在 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到N-(4-(5-(7-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)-5,6-difluorobenzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)-N-(9,9-dimethyl-9H-fluoren-2-yl)-9,9-dimethyl-9H-fluoren-2-amine
  参考文献：
  名称：

  Substituent effect of fluorine atom on benzothiadiazole bridging unit in dye sensitized solar cells

  摘要：

  Dye sensitized solar cells performances using two organic dyes with fluorinated-benzothiadiazole spacer, 3-{5-[7-(5-{4-[Bis(9,9-dimethyl-9H-fluoren-2-yl)-amino]-5-fluoro-phenyl}thiophen-2-yl)benzo-[1,2,5] thiadiazol-4-yl]thiophen-2-y1}-2-cyano acrylic acid (JIC-311) and 3454 7-(5-0-1Bis(9,9-dimethyl-9Hfluoren-2-yl)-aminol-5,6-difluorophe-nyl)thiophen-2-yl)benzo-11,2,51thiadiazol-4-yllthiophen-2-yl)-2- cyano acrylic acid (JK-312), were systematically investigated by solar simulation equipment, stepped light-induced transient measurements of photocurrent and voltage, and electrochemical impedance spectroscopy. To investigate substituent effect of fluorine atom on benzothiadiazole, molecular orbital calculations of two dyes using a time dependent density functional theory model with B3LYP/3-31G* were also carried out. JK-312 showed a unique electronic transition from HOMO-1 to LUMO. Short circuit current and open-circuit voltage in DSSCs performances were increased by the introduction of fluorine atom into spacer segment, compared to fluorine-free dyes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.047