Impact of substituents on the luminescent properties and thermostability of Zn(II) 8-hydroxyquinolinates: insight from experimental and theoretical approach |
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Authors: | Xiao-Ming Fang Yan-Ping Huo Zhi-Gang Wei Guo-Zan Yuan Bao-Hua Huang Shi-Zheng Zhu |
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Affiliation: | 1. School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, China;2. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China;3. School of Chemistry and Chemical Engineering, Anhui University of Technology, Maanshan 243002, China |
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Abstract: | Four unique 2-arylethenyl-8-hydroxyquinoline ligands (B1–B4) and their corresponding Zn(II) complexes (C1–C4) were synthesized and characterized by 1H NMR, ESI-MS, FTIR, and elemental analysis. The aggregation behavior of Zinc salt and ligands in solution was investigated by several techniques, including 1H NMR, UV–vis, and photoluminescence (PL). The electronic nature of arylethenyl substituents affects the absorption wavelength, the emission color, fluorescence lifetime, fluorescence quantum yield, and thermostability of Zn(II) complexes. Luminescent properties of the Zn(II) complexes correspond to the electron-withdrawing/-donating character of the arylethenyl substituents. Photophysical analyses combined with density functional theory (DFT) calculations established that the introduction of strong electron-withdrawing group (CN) decreased the HOMO–LUMO energy gap, and the introduction of electron-donating group (tert-butyl) enlarged the HOMO–LUMO energy gap. |
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Keywords: | 8-Hydroxyquinoline Zn(II) complexes Impact of substituents Photophysical properties Density functional theory |
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