3,6-bis-(trifluorobutoxy)-1,2-benzenedinitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,6-bis-(trifluorobutoxy)-1,2-benzenedinitrile
• 英文别名: 3,6-Bis(4,4,4-trifluorobutoxy)benzene-1,2-dicarbonitrile；3,6-bis(4,4,4-trifluorobutoxy)benzene-1,2-dicarbonitrile
• 化学式: C₁₆H₁₄F₆N₂O₂
• 分子量: 380.29
• InChiKey: POEXQKPFOSWONA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3,6-bis-(trifluorobutoxy)-1,2-benzenedinitrile 在 lithium 作用下， 以 正丁醇 为溶剂， 反应 2.0h， 以5%的产率得到3,6,10,13,17,20,24,27-octatrifluorobutoxyphthalocyanine
  参考文献：
  名称：

  Far-red sensitizing octatrifluorobutoxy phosphorous triazatetrabenzocorrole: Synthesis, spectral characterization and aggregation studies

  摘要：

  Novel phosphorous triazatetrabenzocorrole (4) bearing non-peripheral octatrifluorobutoxy groups was successfully synthesized, with an aim to develop potential far-red sensitizer for dye sensitized solar cells. The dye was characterized by H-1 NMR, IR, mass, and UV-vis spectral techniques. It showed excellent solubility in majority of common organic solvents. Aggregation behavior of the dye 4 was investigated in several solvents with increasing dielectric constants. This dye-4 was found to be adsorbed on the nanoporous TiO2 via axial ligation. Further implication of structure of dye due to incorporation of -CF3 group on the energy levels was evaluated by theoretical and experimental approaches. The intense far-red absorption of dye 4 including its excellent solubility and proper control of its energy levels makes it a promising candidate for its application as sensitizer in dye sensitized solar cells. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2014.05.011
• 作为产物：
  描述：

  4,4,4-三氟-1-碘丁烷 、 3,6-二羟基邻苯二甲腈 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以89%的产率得到3,6-bis-(trifluorobutoxy)-1,2-benzenedinitrile
  参考文献：
  名称：

  Far-red sensitizing octatrifluorobutoxy phosphorous triazatetrabenzocorrole: Synthesis, spectral characterization and aggregation studies

  摘要：

  Novel phosphorous triazatetrabenzocorrole (4) bearing non-peripheral octatrifluorobutoxy groups was successfully synthesized, with an aim to develop potential far-red sensitizer for dye sensitized solar cells. The dye was characterized by H-1 NMR, IR, mass, and UV-vis spectral techniques. It showed excellent solubility in majority of common organic solvents. Aggregation behavior of the dye 4 was investigated in several solvents with increasing dielectric constants. This dye-4 was found to be adsorbed on the nanoporous TiO2 via axial ligation. Further implication of structure of dye due to incorporation of -CF3 group on the energy levels was evaluated by theoretical and experimental approaches. The intense far-red absorption of dye 4 including its excellent solubility and proper control of its energy levels makes it a promising candidate for its application as sensitizer in dye sensitized solar cells. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2014.05.011

文献信息

• Far-red sensitizing octatrifluorobutoxy phosphorous triazatetrabenzocorrole: Synthesis, spectral characterization and aggregation studies
  作者：Gururaj M. Shivashimpi、Shyam S. Pandey、Azwar Hayat、Naotaka Fujikawa、Yuhei Ogomi、Yoshihiro Yamaguchi、Shuzi Hayase

  DOI：10.1016/j.jphotochem.2014.05.011

  日期：2014.9

  Novel phosphorous triazatetrabenzocorrole (4) bearing non-peripheral octatrifluorobutoxy groups was successfully synthesized, with an aim to develop potential far-red sensitizer for dye sensitized solar cells. The dye was characterized by H-1 NMR, IR, mass, and UV-vis spectral techniques. It showed excellent solubility in majority of common organic solvents. Aggregation behavior of the dye 4 was investigated in several solvents with increasing dielectric constants. This dye-4 was found to be adsorbed on the nanoporous TiO2 via axial ligation. Further implication of structure of dye due to incorporation of -CF3 group on the energy levels was evaluated by theoretical and experimental approaches. The intense far-red absorption of dye 4 including its excellent solubility and proper control of its energy levels makes it a promising candidate for its application as sensitizer in dye sensitized solar cells. (C) 2014 Elsevier B.V. All rights reserved.