2-[(octadecylimino)methyl]-5-(octyloxy)phenol | 221104-44-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[(octadecylimino)methyl]-5-(octyloxy)phenol
• 英文别名: 6-[(Octadecylamino)methylidene]-3-(octyloxy)cyclohexa-2,4-dien-1-one；2-(octadecyliminomethyl)-5-octoxyphenol
• CAS: 221104-44-5
• 化学式: C₃₃H₅₉NO₂
• 分子量: 501.837
• InChiKey: CYOSBWPPJPFXRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.4
• 重原子数：
  36
• 可旋转键数：
  26
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  lutetium(III) nitrate hydrate 、 2-[(octadecylimino)methyl]-5-(octyloxy)phenol 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Rare-Earth-Containing Magnetic Liquid Crystals

  摘要：

  Rare-earth-containing metallomesogens with 4-alkoxy-N-alkyl-2-hydroxybenzaldimine ligands are reported. The stoichiometry of the complexes is [Ln(LH)(3)(NO3)(3)], where Ln is the trivalent rare-earth ion;(Y, La, and Pr to Lu, except Pm) and LH is the Schiff base. The Schiff base ligands are in the zwitterionic form and coordinate through the phenolic oxygen only. The three nitrate groups coordinate in a bidentate fashion. The X-ray single-crystal structures of the nonmesogenic homologous complexes [Ln(LH)(3)(NO3)(3)]where Ln = Nd(III), Tb(III), and Dy(III) and LH = CH3OC6H3(2-OH)CH=NC4H9, are described. Although the Schiff base Ligands do not exhibit a mesophase, the metal complexes do (SmA phase). The mesogenic rare-earth complexes were studied by NMR, IR, EPR, magnetic susceptibility measurements, X-ray diffraction,and molecular modeling. The metal complexes in the mesophase have a very large magnetic anisotropy, so that these magnetic liquid crystals can easily be aligned by an external magnetic field.

  DOI：

  10.1021/ja993351q

文献信息

• Influence of the lanthanide contraction on the transition temperatures of rare-earth containing metallomesogens with Schiff base ligands
  作者：K Binnemans、R Van Deun、D.W Bruce、Yu.G Galyametdinov

  DOI：10.1016/s0009-2614(98)01384-0

  日期：1999.2

  We have synthesised liquid-crystalline rare-earth complexes with Schiff base ligands. The stoichiometry of these complexes is Ln(LH)(3)(NO3)(3), where Ln is a trivalent rare-earth ion (Y3+, La3+-Lu3+, except Ce3+ and Pm3+), LH is the protonated form of the Schiff base 4-alkoxy-N-octadecyl-2-hydroxybenzaldimine. The mesophases were studied by optical microscopy and by differential scanning calorimetry (DSC). For the complexes with the 4-octyloxy-N-octadecyl-2-hydroxybenzaldimine ligand, a gradual increase in the melting point and a gradual decrease in the clearing point is found when going from La3+ to Lu3+. In this way, the mesophase range narrows over the lanthanide series. This is due to the lanthanide contraction. The textures observed by optical microscopy reveal the presence of a smectic A mesophase. (C) 1999 Elsevier Science B.V. All rights reserved.