methyl α-cyano-4-cinnamate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl α-cyano-4-cinnamate
• 英文别名: methyl (E)-2-cyano-3-[4-[2-hydroxyethyl(methyl)amino]phenyl]prop-2-enoate
• 化学式: C₁₄H₁₆N₂O₃
• 分子量: 260.293
• InChiKey: MGSMVCHFWPILNZ-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-<4'-(butyloxy)phenyl>benzoyl chloride 、 methyl α-cyano-4-cinnamate 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以59%的产率得到methyl α-cyano-4-benzoyl>oxy>ethyl>amino>cinnamate
  参考文献：
  名称：

  Amphiphilic nonlinear optical bis-chromophores and their mixtures with amphotropic copolymers: preparation of monolayers and Langmuir-Blodgett multilayers

  摘要：

  A new type of bis-chromophores containing two successive, covalently linked, nonlinear optical (NLO) dyes has been synthesized. For their preparation, alpha-cyanocinnamates or dinitrophenylhydrazones have been combined with an 4'-alkoxybiphenyl-4-carboxylate acting both as a hydrophobic, mesogenic moiety and as the second NLO dye. The self-organizing properties at the air-water interface as well as the monolayer and LB multilayer transfer of these new NLO amphiphiles has been investigated. Furthermore, stable and homogeneous mixed films with an amphotropic matrix polymer were obtained due to the enhanced miscibility of the mesogenic dye with the mesogenic side chains of the polymer. Second harmonic generation (SHG) measurements have been carried out, showing the complex behavior of the molecules.

  DOI：

  10.1021/ja00102a017
• 作为产物：
  描述：

  对氟苯甲醛 在 哌啶 、 potassium carbonate 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 5.0h， 生成 methyl α-cyano-4-cinnamate
  参考文献：
  名称：

  Amphiphilic nonlinear optical bis-chromophores and their mixtures with amphotropic copolymers: preparation of monolayers and Langmuir-Blodgett multilayers

  摘要：

  A new type of bis-chromophores containing two successive, covalently linked, nonlinear optical (NLO) dyes has been synthesized. For their preparation, alpha-cyanocinnamates or dinitrophenylhydrazones have been combined with an 4'-alkoxybiphenyl-4-carboxylate acting both as a hydrophobic, mesogenic moiety and as the second NLO dye. The self-organizing properties at the air-water interface as well as the monolayer and LB multilayer transfer of these new NLO amphiphiles has been investigated. Furthermore, stable and homogeneous mixed films with an amphotropic matrix polymer were obtained due to the enhanced miscibility of the mesogenic dye with the mesogenic side chains of the polymer. Second harmonic generation (SHG) measurements have been carried out, showing the complex behavior of the molecules.

  DOI：

  10.1021/ja00102a017

文献信息

• Amphiphilic nonlinear optical bis-chromophores and their mixtures with amphotropic copolymers: preparation of monolayers and Langmuir-Blodgett multilayers
  作者：Donald Lupo、Helmut Ringsdorf、Andreas Schuster、Markus Seitz

  DOI：10.1021/ja00102a017

  日期：1994.11

  A new type of bis-chromophores containing two successive, covalently linked, nonlinear optical (NLO) dyes has been synthesized. For their preparation, alpha-cyanocinnamates or dinitrophenylhydrazones have been combined with an 4'-alkoxybiphenyl-4-carboxylate acting both as a hydrophobic, mesogenic moiety and as the second NLO dye. The self-organizing properties at the air-water interface as well as the monolayer and LB multilayer transfer of these new NLO amphiphiles has been investigated. Furthermore, stable and homogeneous mixed films with an amphotropic matrix polymer were obtained due to the enhanced miscibility of the mesogenic dye with the mesogenic side chains of the polymer. Second harmonic generation (SHG) measurements have been carried out, showing the complex behavior of the molecules.