Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (1): 186-193.DOI: 10.6023/cjoc201908019 Previous Articles     Next Articles


后际挺a,c, 王冰雅a, 李坤b, 汪珊a, 余孝其b   

  1. a 信阳师范学院化学化工学院 河南信阳 464000;
    b 四川大学化学学院 成都 610064;
    c 湖北工程学院化学与材料科学学院 湖北孝感 432000
  • 收稿日期:2019-08-12 修回日期:2019-09-23 发布日期:2019-10-12
  • 通讯作者: 后际挺, 汪珊, 余孝其;;
  • 基金资助:

Design and Study of Coumarin-Imidazol Dyes

Hou Jitinga,c, Wang Bingyaa, Li Kunb, Wang Shana, Yu Xiaoqib   

  1. a College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang, He'nan 464000;
    b College of Chemistry, Sichuan University, Chengdu 610064;
    c School of Chemistry and Materials Science, Hubei Engineering University, Xiaogan, Hubei 432000
  • Received:2019-08-12 Revised:2019-09-23 Published:2019-10-12
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21807029, 21877082), the Hubei Provincial Natural Science Foundation (No. 2018CFB264) and the Nanhu Scholars Program for Young Scholars of XYNU (Xinyang Normal University).

A series of phenanthro[9,10-d]imidazole (CA1~CA6) or 4,5-diphenyl imidazole (CB1~CB6) modified coumarin derivatives with different electron-donating substitutes were synthesized, and their fluorescences in organic solvent and solid were primarily explored. The results showed that the amino substituents in coumarin skelton enabled strong fluorescence in dichloromethane, while hydroxyl-, butoxyl-, or non-substituted derivatives showed very weak emission in dichloromethane. Meanwhile, phenanthro[9,10-d]imidazole modified coumarin dervatives CA1~CA5 exhibited stronger fluorescence than that of 4,5-diphenyl imidazole modified ones. Additionally, the strenghts of intramolecular hydrogen bond as well as the dihedral angles of the imidazole moiety and coumarin ring affected the optical properties of these dyes.

Key words: coumarin, imidazole, intramolecular hydrogen bond, fluorescence