Chinese Journal of Applied Chemistry

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Synthesis of Calix[4]arene Bonded with Coumarin-imino Units and Its Fluorescent Recognition of Metal Ions

WANG Hewen1, FENG Yaqing2*, MENG Shuxian2   

  1. (1.College of Chemical Engineering,Huanggang Normal University,Huanggang 438000,China;
    2.School of Chemical Engineering and Technology,Tianjin University,Tianjin 300072,China)
  • Received:2012-05-10 Revised:2012-06-05 Published:2013-03-10 Online:2013-03-10
  • Contact: feng

Abstract: A novel fluorescent calix[4]arene derivative(1) bonded with coumarin units as fluorophores and imino groups as ionophores was synthesized by condensation of 5,17-diaminocalix[4]arene with 7-hydroxy-4-methyl-2-oxo-2-H-chromene-8-carbaldehyde. The structure of compound 1 was fully characterized by IR, 1H NMR, 13C NMR and MS. The recognition properties of compound 1 toward transition and heavy metal ions were studied by UV-Vis and fluorescent spectroscopies. The results show that compound 1 can selectively recognize Fe3+ and Cr3+ ions. The complexation ratio of compound 1 with Fe3+or Cr3+ is 1∶1. The association constants of compound 1 with Fe3+ and Cr3+ were 4.1×105 and 1.07×105 L/mol, respectively.

Key words: aminocalixarene, coumarin-imino fluorescent reagent, synthesis, fluorescent recognition

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