Syntheses of Amphiphiles Containing Two Azobenzene Units in a Molecule

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  • YOSHINO Norio
    Department of Industrial Chemistry, Faculty of Engineering, Science University of Tokyo
  • NAGASAKI Akira
    Department of Industrial Chemistry, Faculty of Engineering, Science University of Tokyo
  • KONDO Yukishige
    Department of Industrial Chemistry, Faculty of Engineering, Science University of Tokyo
  • ABE Masahiko
    Department of Industrial and Engineering Chemistry, Faculty of Science and Technology, Science University of Tokyo

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Other Title
  • 一分子内にアゾベンゼン単位を二個有する両親媒性物質の合成
  • 1 ブンシナイ ニ アゾベンゼン タンイ オ 2コ ユウスル リョウシンバイセ

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Abstract

Five new amphiphiles each containing two azobenzene units in a molecule were synthesized through four reaction steps. The first step was azo-coupling reactions with aniline derivatives and phenol. The second step was Williamson etherification reaction between sodium salts of phenols containing an azobenzene unit with ω-halogenated alcohols, such as 2-bromoethanol or 3-chloro-l-propanol. The third step was diesterification reactions between alcohols having an azobenzene unit and maleic anhydride, the diester of maleic acid containing two azobenzene units in a molecule was obtained. The fourth step was addition reaction of sodium hydrogensulfite with diesters. The products were characterized by 1H-NMR, IR, and Mass spectra.

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