10,16-Didodecyl-28,40-bis[4-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-3,9,17,21,27,39-hexathiatridecacyclo[29.6.5.02,6.07,36.08,12.013,35.014,18.019,34.020,24.025,33.026,30.032,37.038,42]dotetraconta-1,4,6,8(12),10,13(35),14(18),15,19,22,24,26(30),28,31,33,36,38(42),40-octadecaene | 1452586-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 10,16-Didodecyl-28,40-bis[4-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-3,9,17,21,27,39-hexathiatridecacyclo[29.6.5.02,6.07,36.08,12.013,35.014,18.019,34.020,24.025,33.026,30.032,37.038,42]dotetraconta-1,4,6,8(12),10,13(35),14(18),15,19,22,24,26(30),28,31,33,36,38(42),40-octadecaene
• CAS: 1452586-08-1
• 化学式: C₈₆H₉₆O₈S₆
• 分子量: 1450.1
• InChiKey: QZHYSIFMBWIURW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  28.1
• 重原子数：
  100
• 可旋转键数：
  44
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  243
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  在 碘 、 methyloxirane 作用下， 以 甲苯 为溶剂， 以68%的产率得到10,16-Didodecyl-28,40-bis[4-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-3,9,17,21,27,39-hexathiatridecacyclo[29.6.5.02,6.07,36.08,12.013,35.014,18.019,34.020,24.025,33.026,30.032,37.038,42]dotetraconta-1,4,6,8(12),10,13(35),14(18),15,19,22,24,26(30),28,31,33,36,38(42),40-octadecaene
  参考文献：
  名称：

  Assembly and Fiber Formation of a Gemini-Type Hexathienocoronene Amphiphile for Electrical Conduction

  摘要：

  We report the synthesis, characterization, and self-assembly of a new gemini-type amphiphilic hexathienocoronene (HTCGemini), which owes its amphiphilicity to two hydrophobic dodecyl chains on one side of the HTC core and two hydrophilic triethylene glycol (TEG) chains on the other. Bearing a "softer" aromatic HTC core than the conventional hexa-peri-hexabenzocoronenes (HBC), and being more planar than contorted-hexabenzocoronenes (C-HBC), HTCGemini is demonstrated to yield various well-ordered assemblies in solution, at the liquid solid interface, and in solid state by the use of different processing techniques. Regular fibers, helices, and tubes can be formed simply by processing from different solvents. At the liquid solid interface, as visualized by scanning tunneling microscopy (STM), pairs of molecules adsorb very close to each other and arrange in the p2 plane group, driven by packing constraints and weak van der Waals interactions between adjacent molecules. HTCGemini also exhibits phase forming behavior in the bulk upon thermal treatment, resulting in a crystalline, herringbone-like columnar structure. Owning to an electron enriched aromatic core with respect to other reported coronenes, HTCGemini easily forms a stable radical cation, both in solution and in the bulk, upon oxidative doping with nitrosonium tetrafluoroborate (NOBF4). Furthermore, light irradiation of the blend film of HTCGemini and phenyl-C-61-butyric acid methyl ester (PCBM) generates a prominent photocurrent which can be switched repeatedly with a large on/off ratio (6.0 x 10(4)). The self-assembled structures obtained from HTCGemini at different length scales have potential applications in optoelectronic devices, solar cells, and redox sensors.

  DOI：

  10.1021/ja4062135