Design and Study of Coumarin-Imidazol Dyes

doi:10.6023/cjoc201908019

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

香豆素-咪唑类荧光染料的设计与研究

后际挺^a,c, 王冰雅^a, 李坤^b, 汪珊^a, 余孝其^b

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 E-mail:houjiting2206@163.com;smallcoral@live.cn;xqyu@scu.edu.cn
基金资助:
国家自然科学基金（（Nos.21807029，21877082）、湖北省自然科学基金（No.2018CFB264）、信阳师范学院南湖学者奖励计划资助项目.

Design and Study of Coumarin-Imidazol Dyes

Hou Jiting^a,c, Wang Bingya^a, Li Kun^b, Wang Shan^a, Yu Xiaoqi^b

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).

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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.

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香豆素-咪唑类荧光染料的设计与研究

Design and Study of Coumarin-Imidazol Dyes

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