Articles

Synthesis and Properties of New Imidazole-Based Organic Fluorescent Small Molecule

  • Wang Yuanjiang ,
  • Zou Huan ,
  • Wang Haiying ,
  • Shi Jingjing ,
  • Wan Yu ,
  • Fang Yue ,
  • Wu Hui ,
  • Ge Wenhui ,
  • Wang Yuanjiang ,
  • Wang Haiying ,
  • Wan Yu ,
  • Wu Hui
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  • aSchool of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116;
    b State Key Laboratory Cultivation Construction Base of Biotechnology on Med-edible Plant of Jiangsu Province, Jiangsu Normal University, Xuzhou 221116

Received date: 2015-12-23

  Revised date: 2016-01-22

  Online published: 2016-02-01

Supported by

Project supported by the National Natural Science Foundation of China (No. 81302643), and the China Postdoctoral Science Foundation (No. 2014M552374).

Abstract

A series of phenothiazine (or triphenylamine)-substituted imidazoles were designed and synthesized as new organic fluorescent molecules by multi-step reactions. The relationship of their photoluminescence properties and structure was investigated via UV-Vis, fluorescence and electrochemical analyzer. Their highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) distributions were calculated by density functional theory (DFT) (B3LYP; 6-31G*) calculations. The high fluorescence quantum yields, desirable HOMO levels and high thermal stabilities of products indicated that the combination of imidazole and phenothiazines or triphenylamine is an efficient way to enhance hole transporting ability and fluorescent quantum yield.

Cite this article

Wang Yuanjiang , Zou Huan , Wang Haiying , Shi Jingjing , Wan Yu , Fang Yue , Wu Hui , Ge Wenhui , Wang Yuanjiang , Wang Haiying , Wan Yu , Wu Hui . Synthesis and Properties of New Imidazole-Based Organic Fluorescent Small Molecule[J]. Chinese Journal of Organic Chemistry, 2016 , 36(6) : 1395 -1400 . DOI: 10.6023/cjoc201511048

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