N-[4-(hexyloxy)-2-hydroxybenzylidene]-N'-(4-hexyloxybenzylidene) azine | 1353288-18-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[4-(hexyloxy)-2-hydroxybenzylidene]-N'-(4-hexyloxybenzylidene) azine
• CAS: 1353288-18-2
• 化学式: C₂₆H₃₆N₂O₃
• 分子量: 424.583
• InChiKey: HKGFKCKOCNRMTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.76
• 重原子数：
  31.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  63.41
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  对羟基苯甲醛 在 potassium carbonate 、 一水合肼 、 溶剂黄146 、 potassium iodide 作用下， 以 乙醇 为溶剂， 反应 30.0h， 生成 N-[4-(hexyloxy)-2-hydroxybenzylidene]-N'-(4-hexyloxybenzylidene) azine
  参考文献：
  名称：

  Synthesis, Characterization and Mesomorphic Properties of Unsymmetrical N-[4-(Alkoxy)-2-Hydroxybenzylidene]-N′-(4-Alkoxybenzylidene) Azines and Their Copper (II) Complexes

  摘要：

  A new series of mesogenic unsymmetrical azines, N-[4-(alkoxy)-2-hydroxybenzylidene]-N'-(4-n-alkoxybenzylidene) azines, ROC6H4CH=N-N=CHC6H3OHOR, where R = CmH2m+1 (m = 6, 8, 10, 12, and 14), and their copper (II) complexes has been synthesized. They were characterized by elemental analyses, Fourier transform infrared (FT-IR), H-1 and C-13 nuclear magnetic resonance (NMR) spectra, ultraviolet (UV)-visible, and magnetic susceptibility measurements. The copper (II) complexes are square planar. The mesomorphic properties of these compounds were investigated by differential scanning calorimetry and polarizing microscopy. The unsymmetrical azines with m = 6, 12, and 14 exhibit monotropic nematic, enantiotropic, and monotropic smectic A phases, whereas azines with m = 8 display enantiotropic nematic and m = 10 display both enantiotropic smectic A and nematic mesophases in the heating and cooling cycles. The copper (II) complexes of the azines are nonmesomorphic in nature with high clearing temperatures and displayed polymorphism (crystal-crystal transitions) in both the heating and cooling cycles.

  DOI：

  10.1080/15421406.2011.607323

文献信息

• Synthesis, Characterization and Mesomorphic Properties of Unsymmetrical N-[4-(Alkoxy)-2-Hydroxybenzylidene]-N′-(4-Alkoxybenzylidene) Azines and Their Copper (II) Complexes
  作者：Ashwini Pandey、Bachcha Singh

  DOI：10.1080/15421406.2011.607323

  日期：2012.1.1

  A new series of mesogenic unsymmetrical azines, N-[4-(alkoxy)-2-hydroxybenzylidene]-N'-(4-n-alkoxybenzylidene) azines, ROC6H4CH=N-N=CHC6H3OHOR, where R = CmH2m+1 (m = 6, 8, 10, 12, and 14), and their copper (II) complexes has been synthesized. They were characterized by elemental analyses, Fourier transform infrared (FT-IR), H-1 and C-13 nuclear magnetic resonance (NMR) spectra, ultraviolet (UV)-visible, and magnetic susceptibility measurements. The copper (II) complexes are square planar. The mesomorphic properties of these compounds were investigated by differential scanning calorimetry and polarizing microscopy. The unsymmetrical azines with m = 6, 12, and 14 exhibit monotropic nematic, enantiotropic, and monotropic smectic A phases, whereas azines with m = 8 display enantiotropic nematic and m = 10 display both enantiotropic smectic A and nematic mesophases in the heating and cooling cycles. The copper (II) complexes of the azines are nonmesomorphic in nature with high clearing temperatures and displayed polymorphism (crystal-crystal transitions) in both the heating and cooling cycles.