4-[3,5-bis(2',3',4',5',6'-pentafluorobenzyloxy)-benzyloxy]phthalonitrile | 1253110-55-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[3,5-bis(2',3',4',5',6'-pentafluorobenzyloxy)-benzyloxy]phthalonitrile
• 英文别名: 4-[[3,5-Bis[(2,3,4,5,6-pentafluorophenyl)methoxy]phenyl]methoxy]benzene-1,2-dicarbonitrile；4-[[3,5-bis[(2,3,4,5,6-pentafluorophenyl)methoxy]phenyl]methoxy]benzene-1,2-dicarbonitrile
• CAS: 1253110-55-2
• 化学式: C₂₉H₁₂F₁₀N₂O₃
• 分子量: 626.41
• InChiKey: LHXRKZAIEGDZOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  4-[3,5-bis(2',3',4',5',6'-pentafluorobenzyloxy)-benzyloxy]phthalonitrile 、 cobalt(II) chloride 以 N,N-二甲基甲酰胺 为溶剂， 以34%的产率得到(2,9(10),16(17),23(24)-tetrakis[3,5-bis(2',3',4',5',6'-pentafluorobenzyloxy)benzyloxy]phthalocyaninato)cobalt(II)
  参考文献：
  名称：

  Synthesis and characterization of new polyfluorinated dendrimeric phthalocyanines

  摘要：

  The synthesis of new polyfluorinated dendrimeric metallophthalocyanines (M = Zn, Ni, Co) bearing 3,5-bis(2',3',4',5',6'-pentafluorobenzyloxy)benzyloxy moieties (2-4) was achieved by cyclotetramerization of phthalonitrile derivative 1 in the presence of zinc, nickel or cobalt salts in DMF. All the target phthalocyanines were separated by column chromatography and their spectroscopic, fluorescence and energy transfer properties, and aggregation behavior were investigated in different solvents and at different concentrations in chloroform. The compounds were characterized by Fourier transform-infrared, fluorine, proton and carbon nuclear magnetic resonance, mass, ultraviolet-visible and fluorescence spectral data. The phthalocyanines (2-4) were extremely soluble in various organic solvents, such as tetrahydrofuran, acetone and dichloromethane. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.06.023
• 作为产物：
  描述：

  4-硝基邻苯二甲腈 、 3,5-bis(2',3',4',5',6'-pentafluorobenzyloxy)benzyl alcohol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以54%的产率得到4-[3,5-bis(2',3',4',5',6'-pentafluorobenzyloxy)-benzyloxy]phthalonitrile
  参考文献：
  名称：

  Synthesis and characterization of new polyfluorinated dendrimeric phthalocyanines

  摘要：

  The synthesis of new polyfluorinated dendrimeric metallophthalocyanines (M = Zn, Ni, Co) bearing 3,5-bis(2',3',4',5',6'-pentafluorobenzyloxy)benzyloxy moieties (2-4) was achieved by cyclotetramerization of phthalonitrile derivative 1 in the presence of zinc, nickel or cobalt salts in DMF. All the target phthalocyanines were separated by column chromatography and their spectroscopic, fluorescence and energy transfer properties, and aggregation behavior were investigated in different solvents and at different concentrations in chloroform. The compounds were characterized by Fourier transform-infrared, fluorine, proton and carbon nuclear magnetic resonance, mass, ultraviolet-visible and fluorescence spectral data. The phthalocyanines (2-4) were extremely soluble in various organic solvents, such as tetrahydrofuran, acetone and dichloromethane. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.06.023

文献信息

• Synthesis and characterization of new polyfluorinated dendrimeric phthalocyanines
  作者：Mukaddes Özçeşmeci、İbrahim Özçeşmeci、Esin Hamuryudan

  DOI：10.1016/j.poly.2010.06.023

  日期：2010.9

  The synthesis of new polyfluorinated dendrimeric metallophthalocyanines (M = Zn, Ni, Co) bearing 3,5-bis(2',3',4',5',6'-pentafluorobenzyloxy)benzyloxy moieties (2-4) was achieved by cyclotetramerization of phthalonitrile derivative 1 in the presence of zinc, nickel or cobalt salts in DMF. All the target phthalocyanines were separated by column chromatography and their spectroscopic, fluorescence and energy transfer properties, and aggregation behavior were investigated in different solvents and at different concentrations in chloroform. The compounds were characterized by Fourier transform-infrared, fluorine, proton and carbon nuclear magnetic resonance, mass, ultraviolet-visible and fluorescence spectral data. The phthalocyanines (2-4) were extremely soluble in various organic solvents, such as tetrahydrofuran, acetone and dichloromethane. (C) 2010 Elsevier Ltd. All rights reserved.