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Interactions of Environmental Pollutant Aromatic Amines With Photo Excited States of Thiophene Substituted 1,3,4-Oxadiazole Derivative: Fluorescence Quenching Studies

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Abstract

In the present work, the fluorescence quenching of novel thiophene substituted1,3,4-oxadiazole derivative 2-(4-(4-vinylphenyl) phenyl)-5-(5-(4-vinylphenyl)thiophen-2-yl)-1,3,4-oxadiazole (TSO) by five different environmental pollutant aromatic amine derivatives like 2,4-dimethylaniline, 3-chloroaniline, 4-chloroaniline, o-anisidine, and m-toluidine has been studied at room temperature through steady-state and time-resolved methods. It is observed that, the quenching efficiency is highest in the case of o-anisidine and least in the case of 3-chloroaniline. The fluorescence quenching mechanism between TSO and aromatic amines is analysed through different quenching models. The results suggest that, the fluorescence quenching is due to diffusion assisted dynamic or collisional quenching according to the sphere of action static quenching model and according to the finite sink approximation model, the bimolecular quenching reactions are due to the collective effect of dynamic and static quenching. Further, cyclic voltammetry and DFT studies suggest that the fluorescence quenching is due to electron transfer. Binding equilibria analysis confirms the 1:1 stoichiometric ratio between fluorophore and the quencher.

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Data generated or analysed during this study are included in this article and additional information are given in supplementary file.

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Acknowledgements

One of the authors (Thippeswamy M S) is thankful to the Principal and Staff, Government First Grade College Harihar, Karnataka, for the continuous support and encouragement. We thank authorities of USIC (SAIF), Karnatak University, Dharwad, Karnataka, India for providing the instrument facilities. “This research did not receive any specific grant from funding agencies in the public, commercial or not-for-profit sectors”.

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The authors declare that no funds, grants, or other support were received during the preparation of this manuscript.

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Authors and Affiliations

  1. Department of Physics, Government First Grade College, Harihara, 577601, Karnataka, India

    Thippeswamy. M.S

  2. Department of Physics and Electronics, CHRIST(Deemed to Be University), Bangalore, 560029, Karnataka, India

    Lohit Naik

  3. Department of Physics, Government First Grade College, Hubballi, 580032, Karnataka, India

    C. V. Maridevarmath

  4. UG and PG Department of Physics, Karnataka Science College, Dharwad, 580001, Karnataka, India

    G. H. Malimath

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  1. Thippeswamy. M.S
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We confirm that the manuscript has been read and approved by all named authors and that there are no other persons who satisfied the criteria for authorship but are not listed. Synthesis, characterization and application of the compound were done by Thippeswamy. M.S, Lohit Naik, C.V. Maridevarmath and G.H. Malimath. The first draft of the manuscript was written by Thippeswamy. M.S and the final corrections were done by G.H. Malimath and all the authors commented on the first version of the manuscript. We further confirm that the order of authors listed in the manuscript has been approved by all of us.

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Correspondence to G. H. Malimath.

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M.S, T., Naik, L., Maridevarmath, C.V. et al. Interactions of Environmental Pollutant Aromatic Amines With Photo Excited States of Thiophene Substituted 1,3,4-Oxadiazole Derivative: Fluorescence Quenching Studies. J Fluoresc 32, 1543–1556 (2022). https://doi.org/10.1007/s10895-022-02946-x

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