Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (6): 1395-1400.DOI: 10.6023/cjoc201511048 Previous Articles     Next Articles

Articles

新型咪唑类有机荧光小分子的合成及其性质研究

邹欢a, 史晶晶a, 房樾a, 葛文慧a, 王园江a, 王海营a, 宛瑜b, 吴翚a,b   

  1. a 江苏师范大学化学化工学院徐州 221116;
    b 江苏药食植物生物技术国家重点实验室培育点徐州 221116
  • 收稿日期:2015-12-23 修回日期:2016-01-22 发布日期:2016-02-01
  • 通讯作者: 吴翚 E-mail:shijianyoude@126.com;zhangmei63@126.com.
  • 基金资助:

    国家自然科学基金(No.81302643)、中国博士后科学基金面上基金(No.2014M552374)资助项目.

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

Zou Huana, Shi Jingjinga, Fang Yuea, Ge Wenhuia, Wang Yuanjianga, Wang Haiyinga, Wan Yub, Wu Huia,b   

  1. 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:2015-12-23 Revised:2016-01-22 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).

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.

Key words: imidazole, organic fluorescent small molecule, synthesis, property