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A simple hydrazine based molecule for selective detection of Fluoride ion in DMSO

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Abstract

A newly synthesized hydrazine-functionalized Schiff base chemoreceptor [ N 1 N 3 −bis(4-cyanobenzylidene)isophthalahydrazide], NBCBIH has been prepared and successfully utilized for selective detection of Fluoride ion. Herein, NH and C = N-like functional units have been incorporated which provide better colorimetric response compared to systems where such kind of units are absent. On exposure to F −, NBCBIH turns from almost colorless to yellow. The recognition is well-supported by UV-Vis, fluorescence and 1H-NMR in DMSO. The fluorescence quenching is well-explained by photoinduced electron transfer mechanism (PET). The limit of detection of F − with NBCBIH is 0.7 × 10 −4M.

Hydrazine-functionalized Schiff base chemoreceptor [N 1 N 3-bis(4-cyanobenzylidene) isophthalahydrazide], NBCBIH shows efficient selectivity towards detection of F- ion: A combination of experimental and theoretical study is reported.

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Acknowledgements

PB is thankful to Director, CSIR-CMERI for his support of this work. Financial support received from DST funded project (GAP 214312) under WTI vide DST/TM/WTI/2k16/277 is gratefully acknowledged. ARC is also thankful to Supra institutional research grant for her project senior research fellowship.

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Authors and Affiliations

  1. Surface Engineering & Tribology Group, CSIR-Central Mechanical Engineering Research Institute, Mahatma Gandhi Avenue, Durgapur, 713 209, India

    ADDITI ROY CHOWDHURY & PRIYABRATA BANERJEE

  2. Academy of Scientific and Innovative Research(AcSIR), CSIR-Central Mechanical Engineering Research Institute (CMERI) campus, Mahatma Gandhi Avenue, Durgapur, 713 209, West Bengal, India

    ADDITI ROY CHOWDHURY & PRIYABRATA BANERJEE

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  1. ADDITI ROY CHOWDHURY
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Correspondence to PRIYABRATA BANERJEE.

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Supplementary Information (SI)

Additional information on characterization of NBCBIH using IR spectrum (Figure S1), ESI-MS spectra (Figures S2, S5), 1H-NMR spectrum (Figure S3), colorimetric detection (Figure S4, S7), plot of emission intensity vs concentration of F − (Figure S8), B-H plot of NBCBIH with F − (Figure S9), Jobs plot of NBCBIH with F − (Figure S10), cyclic voltammetry (Figure S11), crystallographic data (Tables S1–S4) and atomic coordinates for the energy minimized structures (Tables S5, S6) and CCDC 1498133 containing the crystallographic data for NBCBIH are given in the supplementary information, available at www.ias.ac.in/chemsci.

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CHOWDHURY, A.R., BANERJEE, P. A simple hydrazine based molecule for selective detection of Fluoride ion in DMSO. J Chem Sci 129, 463–470 (2017). https://doi.org/10.1007/s12039-017-1254-x

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