Acta Chimica Sinica ›› 2011, Vol. 69 ›› Issue (19): 2287-2292. Previous Articles     Next Articles

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  1. (内蒙古师范大学化学与环境科学学院 呼和浩特 010022)
  • 投稿日期:2011-01-15 修回日期:2011-04-29 发布日期:2011-05-20
  • 通讯作者: 张强
  • 基金资助:


Two Chemosensors Based on the Fluorescent Group Armed-Azacrown Ether

ZHANG Qiang, XU Juan   

  1. (College of Chemistry and Environmental Science, Inner Mongolia Normal University, Huhhot 010022)
  • Received:2011-01-15 Revised:2011-04-29 Published:2011-05-20
  • Contact: ZHANG Qiang
  • Supported by:

    Preparation of the novel metalphotosensitive crown ether supramolecular complex and its structure and sensitivity;Preparation of the novel metalphotosensitive crown ether supramolecular complex and its structure and sensitivity

In this paper, two novel fluorescent chemosensors, naphthalene-armed benzoaza-15-crown-5 (3) and 5-chloroquinoline-armed benzoaza-15-crown-5 (4), were synthesized, and their structures were confirmed by 1H NMR and elementary analysis. The selective sensibility of crown ether 3 and 4 for K, Ca2+, Mg2+, Pb2+, Co2+, Ni2+, Mn2+, Cu2+, Zn2+, Cd2+and Hg2+ were examined respectively by ultraviolet spectroscopy and fluorescence spectrum method in ethanol. The obtained results indicate that crown ether 3 exhibits significant sensitivity only to Cu2+ ion, which may be due to a typical radiation energy transfer process. Crown ether 4 shows special sensitivity for Ni2+, Co2+, Cu2+ and Mn2+ ions, and the gradual increasing amount of the metal ions leads to the changes of the fluorescence of 4 in the quenching after the enhancement. That fluorescence enhancement may be due to the suppression of the weak photo-induced electron transfer (PET) operating from the nearby nitrogen atom of the crown ether ring to the quinoline fluorophore|and fluorescence quenching may be due to the mechanism of the crown ether ring cooperated with the quinoline group chelating to the metal ion. The contrast between the structure-property relationship of crown ether 3 and that of crown ether 4 indicates that the luminophor group of the sensor has great effect on the metal ion-selectivity.

Key words: fluorescent azacrown ether, synthesis, metal ion, selectivity, chemosensor

CLC Number: