4-(2-{(E)-[(2E)-(phenylmethylidene)hydrazono]methyl}phenoxy)phthalonitrile | 1426332-61-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2-{(E)-[(2E)-(phenylmethylidene)hydrazono]methyl}phenoxy)phthalonitrile
• CAS: 1426332-61-7
• 化学式: C₂₂H₁₄N₄O
• 分子量: 350.379
• InChiKey: CDVJDUAESFZSLX-RYQLWAFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.53
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(2-{(E)-[(2E)-(phenylmethylidene)hydrazono]methyl}phenoxy)phthalonitrile 在 N,N-二甲基乙醇胺 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 24.0h， 生成 2,9,16,23-tetrakis(2-((E)-(((E)-benzylidene)hydrazineylidene)methyl)phenoxy)phthalocyanine 、 、 、
  参考文献：
  名称：

  Synthesis, characterization and electrical properties of peripherally tetra-aldazine substituted novel metal free phthalocyanine and its zinc(II) and nickel(II) complexes

  摘要：

  The novel phthalonitrile containing azine segment and its corresponding tetra aldazine substituted metal free- and metallo-phthalocyanines (Zn(II) and Ni(II)) were synthesized and characterized by IR, (1)H NMR, Mass, UV-Vis spectroscopy and elemental analysis and addition to these techniques for substituted phthalonitrile (13)C NMR have been used. In addition, dc and ac electrical properties of the films of these novel phthalocyanines were investigated as a function of temperature (295-523 K) and frequency (40-10(5)Hz). Activation energy values of the films of the phthalocyanines were calculated from straight portions of the Arrhenius plot (lnσ(dc)-1/T curves) as 0.70 eV, 0.93 eV and 0.91 eV for the films of metal free, nickel- and zinc-phthalocyanines, respectively. From impedance spectroscopy measurements, it is observed that bulk resistance decreases with increasing temperature indicating semiconductor property.

  DOI：

  10.1016/j.saa.2012.12.058
• 作为产物：
  描述：

  4-硝基邻苯二甲腈 、 2-{(E)-[(2E)-(phenylmethylidene)hydrazono]methyl}phenol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以69%的产率得到4-(2-{(E)-[(2E)-(phenylmethylidene)hydrazono]methyl}phenoxy)phthalonitrile
  参考文献：
  名称：

  Synthesis, characterization and electrical properties of peripherally tetra-aldazine substituted novel metal free phthalocyanine and its zinc(II) and nickel(II) complexes

  摘要：

  The novel phthalonitrile containing azine segment and its corresponding tetra aldazine substituted metal free- and metallo-phthalocyanines (Zn(II) and Ni(II)) were synthesized and characterized by IR, (1)H NMR, Mass, UV-Vis spectroscopy and elemental analysis and addition to these techniques for substituted phthalonitrile (13)C NMR have been used. In addition, dc and ac electrical properties of the films of these novel phthalocyanines were investigated as a function of temperature (295-523 K) and frequency (40-10(5)Hz). Activation energy values of the films of the phthalocyanines were calculated from straight portions of the Arrhenius plot (lnσ(dc)-1/T curves) as 0.70 eV, 0.93 eV and 0.91 eV for the films of metal free, nickel- and zinc-phthalocyanines, respectively. From impedance spectroscopy measurements, it is observed that bulk resistance decreases with increasing temperature indicating semiconductor property.

  DOI：

  10.1016/j.saa.2012.12.058