Blue fluorescence from pyridinyl coumarincarboxymides structure having high quantum yield in solution

被引：2

作者：

Zhou, Zichun ^{[1
]}

Tang, Xue ^{[1
]}

Cui, Yanhong ^{[1
]}

Xue, Shuai ^{[1
]}

Yu, Zihua ^{[1
]}

Li, Yujin ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2022年 / 1247卷

关键词：

Pyridinecarboxamide; Coumarin; Blue fluorescence; High quantum yield; TD-DFT calculations; SOLID-STATE FLUORESCENCE; COUMARIN DERIVATIVES; DYES; DESIGN;

D O I：

10.1016/j.molstruc.2021.131229

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Small molecules having fluorescence quantum yields are required to promote biological and organic material applications. In this work, we introduced a series of pyridinyl coumarincarboxymides derivatives, namely 4-XP. These compounds exhibited intense blue fluorescence with high fluorescence quantum yield. By spectral measurement and analysis, it is identified that these pyridine-coumarin conjugates displayed high fluorescence quantum yields (Phi(F) = 0.77-0.82) blue fluorescence at about 455 nm in nonpolar solvents. Additionally, the solvent effect and fluorescence properties were verified and explained by DFT and TD-DFT calculations. (C) 2021 Published by Elsevier B.V.

引用

页数：8

共 35 条

[1] AN EFFICIENT ONE-POT THREE-COMPONENT SYNTHESIS OF HIGHLY FUNCTIONALIZED COUMARIN FUSED INDENODIHYDROPYRIDINE AND CHROMENO[4,3-b]QUINOLINE DERIVATIVES [J].

Ahmed, Naseem ;

Babu, B. Venkata ;

Singh, Sandeep ;

Mitrasinovic, Petar M. .

HETEROCYCLES, 2012, 85 (07) :1629-+

[2] Design and Synthesis of Coumarin-Based Pyrazolopyridines as Biocompatible Fluorescence Dyes for Live-Cell Imaging [J].

Alizadeh, Abdolali ;

Farajpour, Behnaz ;

Mohammadi, Sanam Sadeghi ;

Sedghi, Mosslim ;

Naderi-Manesh, Hossein ;

Janiak, Christoph ;

Knedel, Tim-Oliver .

CHEMISTRYSELECT, 2020, 5 (30) :9362-9369

[3] Synthesis, Characterization, Optical, Electrochemical and Current-Voltage Characteristics of Coumarin Dyes [J].

Basavarajappa, K., V ;

Nayaka, Y. Arthoba ;

Yathisha, R. O. ;

Manjunatha, P. .

JOURNAL OF FLUORESCENCE, 2019, 29 (05) :1201-1211

[4] Mass spectrometry and theoretical calculations about the loss of methyl radical from methoxilated coumarins [J].

Borkowski, Eduardo J. ;

Cecati, Francisco M. ;

Suvire, Fernando D. ;

Ruiz, Diego M. ;

Ardanaz, Carlos E. ;

Romanelli, Gustavo P. ;

Enriz, Ricardo D. .

JOURNAL OF MOLECULAR STRUCTURE, 2015, 1093 :49-58

[5] A coumarin-derived fluorescent chemosensor for selectively detecting Cu2+ : Synthesis, DFT calculations and cell imaging applications [J].

Chen, Fengjuan ;

Liu, Guozhen ;

Shi, Yanjun ;

Xi, Pinxian ;

Cheng, Ju ;

Hong, Jinpeng ;

Shen, Rong ;

Yao, Xiaojun ;

Bai, Decheng ;

Zeng, Zhengzhi .

TALANTA, 2014, 124 :139-145

[6] Influence of tagging thiophene bridge unit on optical and electrochemical properties of coumarin based dyes for DSSCs with theoretical insight [J].

Dhar, Abhishek ;

Kumar, Nadavala Siva ;

Paul, Pabitra Kumar ;

Roy, Subhasis ;

Vekariya, Rohit L. .

ORGANIC ELECTRONICS, 2018, 53 :280-286

[7] Novel colorimetric and fluorescent off-on enantiomers with high selectivity for Fe3+ imaging in living cells [J].

Fan, Chunhua ;

Huang, Ximing ;

Han, Liheng ;

Lu, Zhengliang ;

Wang, Zhuo ;

Yi, Yuanping .

SENSORS AND ACTUATORS B-CHEMICAL, 2016, 224 :592-599

[8]

Frisch M. J., 2016, Gaussian 16

[9] Mechano-Luminescent Behavior of a Pyridine-Containing Anthracene Derivative: Role of Aromatic Stacking Interactions [J].

Gogoi, G. ;

Kashyap, D. ;

Sarma, R. J. .

CRYSTAL GROWTH & DESIGN, 2018, 18 (09) :4963-4970

[10] A novel turn off fluorescent sensor for Fe(III) and pH environment based on coumarin derivatives: the fluorescence characteristics and theoretical study [J].

Hua, Chao-jun ;

Zheng, Hao ;

Zhang, Kan ;

Xin, Ming ;

Gao, Jian-rong ;

Li, Yu-jin .

TETRAHEDRON, 2016, 72 (51) :8365-8372

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