cyclohexylethynylquaterthiophene | 1418113-17-3

• 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: cyclohexylethynylquaterthiophene
• 英文别名: 2-(2-Cyclohexylethynyl)-5-[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]thiophene；2-(2-cyclohexylethynyl)-5-[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]thiophene
• CAS: 1418113-17-3
• 化学式: C₂₄H₂₀S₄
• 分子量: 436.687
• InChiKey: RNCNPYWPQVQOMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,2'-联二噻吩 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 四(三苯基膦)钯 、 sodium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 40.83h， 生成 cyclohexylethynylquaterthiophene
  参考文献：
  名称：

  Molecular aggregation–performance relationship in the design of novel cyclohexylethynyl end-capped quaterthiophenes for solution-processed organic transistors

  摘要：

  The synthesis and characterization of cyclohexylethenyl end-capped quaterthiophenes is reported. Additionally, an investigation of the performance of organic field-effect transistors based on these quaterthiophenes in view of the relationship between the solid-state (or aggregate) order and the electronic performance is described. UV-vis absorption measurements revealed that the quaterthiophene with an asymmetrically substituted cyclohexylethynyl end-group induced the formation of H-type aggregates, whereas the quaterthiophene with a symmetrically substituted cyclohexylethynyl end-groups favored the formation of J-type aggregates. Two-dimensional grazing-incidence wide-angle X-ray scattering studies were performed to support the molecular structure-dependent packing of films of the new quaterthiophenes. Solution-processed quaterthiophenes were tested as the active layers of p-type organic field-effect transistors with a bottom gate/top contact geometry. The field-effect mobility of devices that incorporated asymmetric quaterthiophene molecules was quite high, exceeding 0.02 cm(2)/V s, due to H-aggregation and good in-plane ordering. In contrast, the field-effect mobility of devices that incorporated symmetrical quaterthiophenes, was low, above 5 x 10(-4) cm(2)/(V s), due to the formation of J-aggregates and poor in-plane ordering. A comparison of the symmetrical and asymmetrical quaterthiophene derivatives revealed that the molecular aggregation-dependent packing, determined by the cyclohexylethynyl end groups, was responsible for influencing the organic field-effect transistor performance. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.11.018