Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (2): 183-191.DOI: 10.11944/j.issn.1000-0518.2015.02.140176

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Preparation and Characterization of Polystyrene Containing Bidentate Schiff Base Ligand on Side Chain and Preliminary Exploration of Fluorescence Emission Property of Its Eu(Ⅲ) Complexes

XU Di, GAO Baojiao*, CHEN Pinghong   

  1. Department of Chemical Engineering,North University of China,Taiyuan 030051,China
  • Received:2014-05-12 Revised:2014-06-16 Published:2015-02-10 Online:2015-02-10
  • Contact: Corresponding author:GAO Baojiao, professor; Tel:0351-6273347; E-mail:gaobaojiao@126.com; Research interests:chemistry and physics of functional polymer materials
  • Supported by:

    Supported by the Shanxi Provincical Natural Science Foundation of China (No.201002100843)

Abstract:

Chloromethylated Polystyrene(CMPS) was first prepared with 1,4-bis(chloromethoxy) butane(BCMB) as the chloromethylation reagent. Then nucleophilic substitution between CMPS and p-hydroxybenzaldehyde(HBA) was conducted, resulting in benzaldehyde(BA) modified polystyrene(PS-BA) on its side chain. Finally, a reaction between 3-aminopyridine(AP) and the aldehyde group of PS-BA was allowed to form Schiff base functionalized polystyrene PS-SB. The chemical structure of PS-SB was characterized by FTIR and 1H NMR spectra. PS-SB as the first ligand and phenanthroline(Phen) as the second ligand, binary and ternary polymer-rare earth complexes, PS-(SB)3-Eu(Ⅲ) and PS-(SB)3-Eu(Ⅲ)-(Phen), were prepared, respectively. The florescence emission properties of the two complexes were preliminarily explored. The experimental results show that the rate of the nucleophilic substitution reaction between CMPS and HBA has a mechanism of SN1. For the nucleophilic substitution reaction, N,N-dimethylacetamide(DMAC) with stronger polarity is a suitable solvent, and the temperature of 80 ℃ is appropriate. The macromolecular ligand PS-SB can produce obvious sensitization for the fluorescence emission of Eu(Ⅲ) ion, and both the binary and ternary complexes emit stronger characteristic fluorescence of Eu(Ⅲ) ion.

Key words: polystyrene, polymer-rare earth complex, p-hydroxybenzaldehyde, aminopyridine, bidentate, Schiff base ligand, sensitization

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