Screening NIR fluorescent sensor based on HBQ derivatives: A theoretical study
| Autor: | Xiao-ye Sun, Qingzhong Li, Zhenbo Liu, Bo Xiao, Wenzuo Li, Jianbo Cheng, Xin Yang, Xue-fang Yu |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Absorption spectroscopy Chemistry General Chemical Engineering Substituent General Physics and Astronomy Electron donor 02 engineering and technology General Chemistry Electron acceptor Chromophore 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences Fluorescence 0104 chemical sciences chemistry.chemical_compound symbols.namesake Stokes shift Intramolecular force symbols 0210 nano-technology |
| Zdroj: | Journal of Photochemistry and Photobiology A: Chemistry. 383:111989 |
| ISSN: | 1010-6030 |
| DOI: | 10.1016/j.jphotochem.2019.111989 |
| Popis: | Excited state proton transfer process (ESPT) has potential applications in fluorescent probes due to the large Stokes shift. In this work, we properly designed a series of F anion NIR fluorescent sensors with 10-hydroxybenzo[h]quinoline (HBQ) backbone which exhibits fast intramolecular ESPT. By systematically investigating the substituent effects of a series of electron donor groups and electron acceptor groups at the pyridine site, we could not only modulate the dynamics of the proton transfer process but also the photophysical properties. It is revealed that ESPT occurs very fast in the derivatives, and the emission spectra can be expanded from 529 to 754 nm. Further, we investigated the sensitivity of all the derivatives towards F anion by studying the structural and (absorption and emission) spectral changes in the anion complex and the bare sensor without including F anion. The result shows that 4CN-HBQ and 4CF3-HBQ are very sensitive towards F anion among all the HBQ derivatives. Besides, we investigated the selectivity towards F anion among anions (F−, Cl−, and Br−) structurally and spectrally. The calculated result shows that 4CN-HBQ and 4CF3-HBQ are selective to F anion by forming inter molecular hydrogen bond H-F… O with F−, while Cl− and Br− cannot form, which induces large variances in absorption spectra between the anion complexes. All these results demonstrate that 4CN-HBQ and 4CF3-HBQ are the best candidates as NIR fluorescent sensors for F anion detection among HBQ derivatives. This article not only gives a comprehensive understanding of the substitution effect on the HBQ backbone but also provides an insight into the potential use of HBQ based chromophore. |
| Databáze: | OpenAIRE |
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