3,4,5,6-tetrakis(2,6-dimethylphenoxy)phthalonitrile | 1110543-59-3

• 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: 3,4,5,6-tetrakis(2,6-dimethylphenoxy)phthalonitrile
• 英文别名: 3,4,5,6-Tetrakis(2,6-dimethylphenoxy)benzene-1,2-dicarbonitrile；3,4,5,6-tetrakis(2,6-dimethylphenoxy)benzene-1,2-dicarbonitrile
• CAS: 1110543-59-3
• 化学式: C₄₀H₃₆N₂O₄
• 分子量: 608.737
• InChiKey: AYHKBUBZNFAUEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  46
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,4,5,6-tetrakis(2,6-dimethylphenoxy)phthalonitrile 在 对苯二酚 作用下， 以 正己醇 为溶剂， 反应 0.17h， 以9%的产率得到1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecakis(2,6-dimethylphenoxy)phthalocyanine
  参考文献：
  名称：

  Synthesis, characterization and nonlinear optical properties of nonaggregating hexadeca-substituted phthalocyanines

  摘要：

  The microwave-assisted synthesis, characterization and photophysical properties of hexadeca-substituted phthalocyanine (Pc) complexes with bulky phenoxy substituents are reported. NMR and UV-Vis analyses confirm the ability of bulky groups to induce steric isolation of Pc cores even in the solid state. The Z-scan measurement indicates that the Zn-containing derivative has promising nonlinear optical properties (NLOs). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.102
• 作为产物：
  描述：

  2,6-二甲基苯酚 、 3,4,5,6-四氟邻苯二腈 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以50%的产率得到3,4,5,6-tetrakis(2,6-dimethylphenoxy)phthalonitrile
  参考文献：
  名称：

  Synthesis, characterization and nonlinear optical properties of nonaggregating hexadeca-substituted phthalocyanines

  摘要：

  The microwave-assisted synthesis, characterization and photophysical properties of hexadeca-substituted phthalocyanine (Pc) complexes with bulky phenoxy substituents are reported. NMR and UV-Vis analyses confirm the ability of bulky groups to induce steric isolation of Pc cores even in the solid state. The Z-scan measurement indicates that the Zn-containing derivative has promising nonlinear optical properties (NLOs). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.102

文献信息

• [3 + 1] Mixed Cyclization: A Synthetic Route to Prepare Low-Symmetry Phthalocyanines
  作者：Joseph Y. M. Chan、Dennis K. P. Ng

  DOI：10.1021/acs.joc.2c00433

  日期：2022.6.3
• Synthesis, characterization and nonlinear optical properties of nonaggregating hexadeca-substituted phthalocyanines
  作者：Saad Makhseed、Moyyad Al-Sawah、Jacob Samuel、Hacene Manaa

  DOI：10.1016/j.tetlet.2008.10.102

  日期：2009.1

  The microwave-assisted synthesis, characterization and photophysical properties of hexadeca-substituted phthalocyanine (Pc) complexes with bulky phenoxy substituents are reported. NMR and UV-Vis analyses confirm the ability of bulky groups to induce steric isolation of Pc cores even in the solid state. The Z-scan measurement indicates that the Zn-containing derivative has promising nonlinear optical properties (NLOs). (C) 2008 Elsevier Ltd. All rights reserved.