5,5''-bi(dicyanovinyl)-3,3''-dioctyl-2,2':5',2''-terthiophene | 1175560-78-7

• 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: 5,5''-bi(dicyanovinyl)-3,3''-dioctyl-2,2':5',2''-terthiophene
• 英文别名: DCN3T；2-[[5-[5-[5-(2,2-Dicyanoethenyl)-3-octylthiophen-2-yl]thiophen-2-yl]-4-octylthiophen-2-yl]methylidene]propanedinitrile；2-[[5-[5-[5-(2,2-dicyanoethenyl)-3-octylthiophen-2-yl]thiophen-2-yl]-4-octylthiophen-2-yl]methylidene]propanedinitrile
• CAS: 1175560-78-7
• 化学式: C₃₆H₄₀N₄S₃
• 分子量: 624.938
• InChiKey: WODAMZNYIQFXBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  43
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  180
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5,5″-diformaldehyde-3,3″-dioctyl-2,2′:5′,2″-trithiophene 、 丙二腈 在 三乙胺 作用下， 以 氯仿 为溶剂， 以88%的产率得到5,5''-bi(dicyanovinyl)-3,3''-dioctyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Synthesis and properties of acceptor–donor–acceptor molecules based on oligothiophenes with tunable and low band gap

  摘要：

  A series of acceptor-donor-acceptor molecules (DCN3T, DCN5T and DCN7T) based on oligothiophenes with low band gap are synthesized. The UV-vis absorption spectra of solution show that the introduction of electron-accepting groups results in a shift of the absorption onset towards longer wavelengths. Moreover, the optical spectra of their films show a large bathochromic shift and broadening of the bands with respect to the spectra in solution. The optical band gaps of film of these A-D-A molecules are 1.90, 1.74 and 1.68 eV, respectively. Cyclic voltammetry shows that all these compounds present a reversible first oxidation process whose potential decreases with the lengthening of oligothiophene cores. Electrochemical band gaps are 2.14, 1.88 and 1.71 eV, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.089

文献信息

• Synthesis and properties of acceptor–donor–acceptor molecules based on oligothiophenes with tunable and low band gap
  作者：Yongsheng Liu、Jiaoyan Zhou、Xiangjian Wan、Yongsheng Chen

  DOI：10.1016/j.tet.2009.04.089

  日期：2009.7

  A series of acceptor-donor-acceptor molecules (DCN3T, DCN5T and DCN7T) based on oligothiophenes with low band gap are synthesized. The UV-vis absorption spectra of solution show that the introduction of electron-accepting groups results in a shift of the absorption onset towards longer wavelengths. Moreover, the optical spectra of their films show a large bathochromic shift and broadening of the bands with respect to the spectra in solution. The optical band gaps of film of these A-D-A molecules are 1.90, 1.74 and 1.68 eV, respectively. Cyclic voltammetry shows that all these compounds present a reversible first oxidation process whose potential decreases with the lengthening of oligothiophene cores. Electrochemical band gaps are 2.14, 1.88 and 1.71 eV, respectively. (C) 2009 Elsevier Ltd. All rights reserved.