2-(3,4,5-trimethoxyphenyl)imidazo[4,5-f]-1,10-phenanthroline | 1333335-12-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(3,4,5-trimethoxyphenyl)imidazo[4,5-f]-1,10-phenanthroline
• 英文别名: 2-(3,4,5-trimethoxyphenyl)-1H-imidazo[4,5-f][1,10]phenanthroline
• CAS: 1333335-12-8
• 化学式: C₂₂H₁₈N₄O₃
• 分子量: 386.41
• InChiKey: RRADODQXBXGAJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  82.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Eu(2-thenoyltrifluoroacetonate)3*2H2O 、 2-(3,4,5-trimethoxyphenyl)imidazo[4,5-f]-1,10-phenanthroline 以 乙醇 为溶剂， 以83%的产率得到
  参考文献：
  名称：

  A luminescent lanthanide complex-based anion sensor with electron-donating methoxy groups for monitoring multiple anions in environmental and biological processes

  摘要：

  We designed a ternary europium (III) tris(2-thenoyltrifluoroacetonate) with 2-(3.4.5-trimethoxyphenyl)imidazo[4,5-f]-1,10-phenanthroline (1) ligands for the luminescent detection of various anions, such as fluoride, acetate and dihydrogen phosphate. Characterization of the sensor's photophysical properties and via NMR showed that the sensor exhibits striking emission changes to fluoride (purple), acetate (green) and dihydrogen phosphate (blue) anions, respectively. Its fluorescence lifetime was determined to be 1.10 ms for europium ions and the complex showed an overall quantum yield of 10% in DMSO.Furthermore, transparent hybrid thick films composed of the europium complex and poly-methyl methacrylate matrix were successfully prepared via copolymerization. The resulting film overall displayed intense red emissions associated with europium ions. Fluorescence microscopic evaluation showed a homogenous distribution of aggregates with average diameters of 30-50 mu m throughout the film. The accordingly produced film could give rise to a luminescence change to purple in response to fluoride anions. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.05.064
• 作为产物：
  描述：

  1,10-邻二氮杂菲-5,6-二酮 、 3,4,5-三甲氧基苯甲醛 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以75%的产率得到2-(3,4,5-trimethoxyphenyl)imidazo[4,5-f]-1,10-phenanthroline
  参考文献：
  名称：

  A luminescent lanthanide complex-based anion sensor with electron-donating methoxy groups for monitoring multiple anions in environmental and biological processes

  摘要：

  We designed a ternary europium (III) tris(2-thenoyltrifluoroacetonate) with 2-(3.4.5-trimethoxyphenyl)imidazo[4,5-f]-1,10-phenanthroline (1) ligands for the luminescent detection of various anions, such as fluoride, acetate and dihydrogen phosphate. Characterization of the sensor's photophysical properties and via NMR showed that the sensor exhibits striking emission changes to fluoride (purple), acetate (green) and dihydrogen phosphate (blue) anions, respectively. Its fluorescence lifetime was determined to be 1.10 ms for europium ions and the complex showed an overall quantum yield of 10% in DMSO.Furthermore, transparent hybrid thick films composed of the europium complex and poly-methyl methacrylate matrix were successfully prepared via copolymerization. The resulting film overall displayed intense red emissions associated with europium ions. Fluorescence microscopic evaluation showed a homogenous distribution of aggregates with average diameters of 30-50 mu m throughout the film. The accordingly produced film could give rise to a luminescence change to purple in response to fluoride anions. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.05.064

文献信息

• A luminescent lanthanide complex-based anion sensor with electron-donating methoxy groups for monitoring multiple anions in environmental and biological processes
  作者：Yuhui Zheng、Chaoliang Tan、Gregor P.C. Drummen、Qianming Wang

  DOI：10.1016/j.saa.2012.05.064

  日期：2012.10

  We designed a ternary europium (III) tris(2-thenoyltrifluoroacetonate) with 2-(3.4.5-trimethoxyphenyl)imidazo[4,5-f]-1,10-phenanthroline (1) ligands for the luminescent detection of various anions, such as fluoride, acetate and dihydrogen phosphate. Characterization of the sensor's photophysical properties and via NMR showed that the sensor exhibits striking emission changes to fluoride (purple), acetate (green) and dihydrogen phosphate (blue) anions, respectively. Its fluorescence lifetime was determined to be 1.10 ms for europium ions and the complex showed an overall quantum yield of 10% in DMSO.Furthermore, transparent hybrid thick films composed of the europium complex and poly-methyl methacrylate matrix were successfully prepared via copolymerization. The resulting film overall displayed intense red emissions associated with europium ions. Fluorescence microscopic evaluation showed a homogenous distribution of aggregates with average diameters of 30-50 mu m throughout the film. The accordingly produced film could give rise to a luminescence change to purple in response to fluoride anions. (C) 2012 Elsevier B.V. All rights reserved.