2-perfluorobutyl-5-tri-n-butylstannylthiophene | 1416911-41-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-perfluorobutyl-5-tri-n-butylstannylthiophene
• CAS: 1416911-41-5
• 化学式: C₂₀H₂₉F₉SSn
• 分子量: 591.212
• InChiKey: MNQZNYTWSSMBDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.73
• 重原子数：
  31.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  三丁基氯化锡 、 2-perfluorobutylthiophene 在 lithium diisopropyl amide 作用下， 以 正己烷 为溶剂， 反应 2.0h， 以58%的产率得到2-perfluorobutyl-5-tri-n-butylstannylthiophene
  参考文献：
  名称：

  Synthesis of Perfluoroalkyl End-Functionalized Poly(3-hexylthiophene) and the Effect of Fluorinated End Groups on Solar Cell Performance

  摘要：

  A series of well-defined perfluoroalkyl end-functionalized poly(3-hexylthiophenes) (P3HT) were synthesized by Stifle coupling of stannylated 2-perfluoralkylthiophene with the bromine end of P3HT. The length of the perfluoroalkyl end group was varied from -C4F13 to -C8F17. These polymers were fully characterized and tested in bulk heterojunction solar cells with phenyl-C-61-butyric acid methyl ester (PCBM) as the acceptor. Performance of the solar cells was highest for the unmodified P3HT and decreased as the length of the perfluoroalkyl end increased. The most affected device parameters were the short-circuit current density (J(sc)) and series resistance, pointing to lower charge carrier mobility and poor morphology as the cause for the lower performance. While the morphology of blends did not significantly change with perfluoroalkyl end modification, analysis of blended films by energy-filtered transmission electron microscopy (EF-TEM) revealed wider P3HT domains, consistent with the perfluorinated end groups segregating to the edge or exterior of P3HT domains, causing two domains to join. This study demonstrates that the perfluoroalkyl end group can be detrimental to polymer solar cell device performance, and further work toward understanding the interface between the donor and acceptor phases is required to fully understand this effect.

  DOI：

  10.1021/ma301397p