4,5-bis[3,4-(methylenedioxy)phenoxy]phthalonitrile | 1193808-14-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,5-bis[3,4-(methylenedioxy)phenoxy]phthalonitrile
• 英文别名: 4,5-Bis(1,3-benzodioxol-5-yloxy)benzene-1,2-dicarbonitrile；4,5-bis(1,3-benzodioxol-5-yloxy)benzene-1,2-dicarbonitrile
• CAS: 1193808-14-8
• 化学式: C₂₂H₁₂N₂O₆
• 分子量: 400.347
• InChiKey: QKXHOOQZTUGIBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,5-bis[3,4-(methylenedioxy)phenoxy]phthalonitrile 、 zinc diacetate 在 1,8-diazabicylco[5.4.0]undec-7-ene 作用下， 以 戊醇 为溶剂， 以25%的产率得到2,3,9,10,16,17,23,24-octakis[3,4-(methylenedioxy)phenoxy]phthalocyaninatozinc(II)
  参考文献：
  名称：

  New soluble methylendioxy-phenoxy-substituted zinc phthalocyanine derivatives: Synthesis, photophysical and photochemical studies

  摘要：

  The syntheses of new three phthalonitriles (1, 2 and 3), together with photophysical and photochemical properties of the resulting peripherally and non-peripherally tetrakis- and octakis 3,4-(methylendioxy)-phenoxy-substituted zinc phthalocyanines (4, 5 and 6) are described for the first time. Complexes 4, 5 and 6 have been synthesized and characterized by elemental analysis, IR, H-1 NMR spectroscopy, electronic spectroscopy and mass spectra. Complexes 4, 5 and 6 have good solubility in organic solvents such as CHCl3, DCM, DMSO, DMF, THF and toluene and are mainly not aggregated (except for complex 6 in DMSO) within a wide concentration range. General trends are described for singlet oxygen, photodegradation, fluorescence quantum yields, triplet quantum yields and triplet life times of these complexes in DMSO and toluene. Complex 4 has higher singlet oxygen quantum yields, fluorescence quantum yields, triplet quantum yields and triplet life times than complexes 5 and 6. The effect of the solvents on the photophysical and photochemical parameters of the zinc(II) phthalocyanines (4, 5 and 6) are also reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2009.06.019