Chem. J. Chinese Universities

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Synthesis of Isophthalic Aldehyde Bis-arylthiosemicarbazone and Their Anion Recognition Properties

ZHANG You-Ming, REN Hai-Xian, WEI Tai-Bao
  

  1. College of Chemistry and Chemical Engineering, Key Laboratory of Polymer Materials of Gansu Province, Northwest Normal University, Lanzhou 730070, China
  • Received:2006-05-24 Revised:1900-01-01 Online:2006-11-10 Published:2006-11-10
  • Contact: WEI Tai-Bao

Abstract: Five new isophthalic aldehyde bis-arylthiosemicarbazone receptors were designed and synthesized. The binding properties of the receptors with anions such as F-, Cl-, Br-, I-, CH3COO-, HSO-4 , H2PO-4 and NO-3 in DMSO were investigated byUV-Vis and 1H NMR spectroscopy. A clear color change was observed from colorless to deep yellow upon addition of F- and CH3COO- to the solution of the five receptors in DMSO. The results show that the five receptors had a better selectivity of F- and CH3COO-, but had no evident binding with Cl-, Br-, I-, HSO-4, H2PO-4 and NO-3. It was regular that the five receptors had different binding abilities with F- and CH3COO-. The UV-Vis data indicate that a 1∶1 stoichiometry complex was formed between the receptors and the two anions. 1H NMR titrations and solvation effect confirmed hydrogen bonding interaction between the receptors and anions.

Key words: Bis-arylthiosemicarbazone, Synthesis, Anion recognition

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