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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 1: 186 - 193

DOI: https://doi.org/10.6023/cjoc201908019

Design and Study of Coumarin-Imidazol Dyes

  • Hou Jiting ,
  • Wang Bingya ,
  • Li Kun ,
  • Wang Shan ,
  • Yu Xiaoqi
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  • 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 date: 2019-08-12

  Revised date: 2019-09-23

  Online 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).

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Abstract

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

Cite this article

Hou Jiting , Wang Bingya , Li Kun , Wang Shan , Yu Xiaoqi . Design and Study of Coumarin-Imidazol Dyes[J]. Chinese Journal of Organic Chemistry, 2020 , 40(1) : 186 -193 . DOI: 10.6023/cjoc201908019

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