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Fluorescence Detection of Metals and Nitro Aromatic Compounds Based on Tetrastyrene Derivatives

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Abstract

Three luminescent derivatives were synthesized based on improving the synthetic method, including 1,1,2,2-tetrakis(4-bromophenyl)ethylene (1), 4,4′,4″,4′′′-(ethylene-1,1,2,2-tetrayl)tetrabenzoic acid (2), and 4′,4′′′,4′′′′′,4′′′′′′′-(ethylene-1,1,2,2-tetrayl)tetrakis([1,1′-biphenyl]-4-carboxylic acid) (3). They were characterized by elemental analysis, IR spectra, and 1H NMR. Moreover, the specific structure of the compound 1 is determined by single crystal diffraction. We detected the fluorescence responses of the compounds 2 and 3 in different metal ion and nitro compound solutions. It was found that the fluorescence effects of the compounds 2 and 3 for Fe3+ and trinitro phenol (TNP) were so strongest that the fluorescence intensity of the compounds being completely annihilated. In addition, we also studied the fluorescence lifetime and the quantum yield of the compounds 2 and 3, and explained the fluorescence quenching mechanism.

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Acknowledgements

This work was supported by the grants of the National Natural Science Foundation of China (Nos. 21571091, 21371086) for financial assistance.

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian, 116029, People’s Republic of China

    Chun Yu Hou, Chen Wang, Yong Heng Xing & Feng Ying Bai

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  1. Chun Yu Hou
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Correspondence to Yong Heng Xing or Feng Ying Bai.

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10904_2019_1283_MOESM1_ESM.docx

Supplementary material 1 (DOCX 1841 kb) The IR characteristic peaks of compounds 1–3 are listed in Table S1. The structural unit diagram of compound 1 is shown in Fig. S1. The IR spectra, 1H NMR, Thermal analysis of compounds 1–3 are shown in Figs. S2–S6. A line graph of the fluorescence response of different nitro compounds to compounds 2 and 3 are shown in Figure S9-S10. CCDC 1856319 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk

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Hou, C.Y., Wang, C., Xing, Y.H. et al. Fluorescence Detection of Metals and Nitro Aromatic Compounds Based on Tetrastyrene Derivatives. J Inorg Organomet Polym 30, 1162–1171 (2020). https://doi.org/10.1007/s10904-019-01283-0

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  • DOI: https://doi.org/10.1007/s10904-019-01283-0

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