5-fluoro-4-(4-hexyl-5-(3-hexyl-5-(trimethylstannyl)thiophen-2-yl)thiophen-2-yl)-7-(5-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole | 1589072-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5-fluoro-4-(4-hexyl-5-(3-hexyl-5-(trimethylstannyl)thiophen-2-yl)thiophen-2-yl)-7-(5-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole
• CAS: 1589072-41-2
• 化学式: C₃₉H₅₃FN₂S₄Sn
• 分子量: 815.836
• InChiKey: ZBKYXDHUCVSHKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.93
• 重原子数：
  47.0
• 可旋转键数：
  19.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5,5'-bis(4-bromo-5-fluoro-7-benzo[c][1,2,5]thiadiazole)-3,3'-di-2-ethylhexylsilylene-2,2’-bithiophene 、 5-fluoro-4-(4-hexyl-5-(3-hexyl-5-(trimethylstannyl)thiophen-2-yl)thiophen-2-yl)-7-(5-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 1.03h， 以52%的产率得到7,7'-(4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene-2,6-diyl)bis(5-fluoro-4-(5'-(5-fluoro-7-(5-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)-3,3'-dihexyl-[2,2'-bithiophen]-5-yl)benzo[c][1,2,5]thiadiazole)
  参考文献：
  名称：

  Topological Considerations for the Design of Molecular Donors with Multiple Absorbing Units

  摘要：

  The molecule AT1, with two weakly conjugated chromophores, was designed, synthesized, and examined within the context of its film forming tendencies. While the addition of the second chromophore to the central core enables broadening of the absorption spectrum, this change is mostly apparent in films that are grown slowly. Grazing incidence X-ray scattering (GI-WAXS) analysis indicates that these spectral characteristics correspond to an increase in solid state ordering. This information, in combination with differential scanning calorimetry, suggests that the overall molecular shape provides a kinetic barrier to crystallization. As a result, one finds the absence of molecular order when AT1 is combined with PC71BM in solution-cast blends. These findings highlight the importance of molecular topology when designing molecular components for solar cell devices.

  DOI：

  10.1021/ja501711m
• 作为产物：
  描述：

  2-溴-3-己基噻吩 在 potassium fluoride 、 四(三苯基膦)钯 、 正丁基锂 、 palladium diacetate 、 lithium diisopropyl amide 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 9.03h， 生成 5-fluoro-4-(4-hexyl-5-(3-hexyl-5-(trimethylstannyl)thiophen-2-yl)thiophen-2-yl)-7-(5-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole
  参考文献：
  名称：

  Topological Considerations for the Design of Molecular Donors with Multiple Absorbing Units

  摘要：

  The molecule AT1, with two weakly conjugated chromophores, was designed, synthesized, and examined within the context of its film forming tendencies. While the addition of the second chromophore to the central core enables broadening of the absorption spectrum, this change is mostly apparent in films that are grown slowly. Grazing incidence X-ray scattering (GI-WAXS) analysis indicates that these spectral characteristics correspond to an increase in solid state ordering. This information, in combination with differential scanning calorimetry, suggests that the overall molecular shape provides a kinetic barrier to crystallization. As a result, one finds the absence of molecular order when AT1 is combined with PC71BM in solution-cast blends. These findings highlight the importance of molecular topology when designing molecular components for solar cell devices.

  DOI：

  10.1021/ja501711m