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Synthesis, Crystal Structure, DFT and Fluorescence Quenching Study of Novel syringe aldehyde-derived hydrazinyl-imidazole Based Schiff base Chemosensor

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Abstract

In this study, we report a new syringe aldehyde-derived hydrazinyl-imidazole based fluorescent sensor (L) for sensitive detection of different inorganic quenchers (halide ions, bicarbonate ion, sulphide ion and transition metal ions). The chromophore (L) was obtained in good yield by the 1:1 condensation reaction of 2-hydrazino-4,5-dihydroimidazole hydrobromide and 4-hydroxy-3,5-dimethoxy benzaldehyde. L exhibited strong fluorescence in the visible region (around 380 nm) and its interaction with different quenchers was studied in details via fluorescence technique. For the halide ions series, its sensitivity is higher for NaF (Climit = 4 × 10− 4 M) than for NaCl while the fluorescence quenching occurred mainly through a dynamic process. Similar considerations were observed for HCO3− and S2− quencher too, when static and dynamic quenching take place simultaneously. Regarding transition metal ions, at a fixed ion concentration (4 × 10− 6 M), best performance was achieved for Cu2+ and Fe2+ (fluorescence intensity was reduced by 79% and 84.9% respectively), while for other metal ions, the sensor performance was evaluated and found to be very less (< 40%). Thus, minimum detection limits (10− 6 – 10− 5 M range) recommended the use of such derivatives as highly sensitive sensors capable to monitor delicate changes in varied environments.

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Data will be available on request to the corresponding author after publication.

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Acknowledgements

G.K.P would like to thank the Department of Science and Technology (SR/FST/CSI-264/2014 and EMR/2017/0001789) and Department of Biotechnology, Government of India, New Delhi for financial support.

Funding

G.K.P would like to thank the Department of Science and Technology (SR/FST/CSI-264/2014 and EMR/2017/0001789) and Department of Biotechnology, Government of India, New Delhi for financial support.

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Authors and Affiliations

  1. Department of Chemistry, Guru GhasidasVishwavidyalaya, C.G, Bilaspur, India

    Vanshika Sharma, Meman Sahu, Dinesh De & Goutam Kumar Patra

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  1. Vanshika Sharma
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  2. Meman Sahu
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  3. Dinesh De
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  4. Goutam Kumar Patra
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Contributions

Conceptualization: Goutam Kumar Patra; Methodology: Vansikha Sharma; Formal analysis and investigation:Meman Sahu; Writing ‐ original draft preparation: Vansikha Sharma Writing ‐ review and editing: Dinesh De; Funding acquisition: Goutam Kumar Patra; Resources: Meman Sahu; Supervision: Goutam Kumar Patra.

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Correspondence to Goutam Kumar Patra.

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Sharma, V., Sahu, M., De, D. et al. Synthesis, Crystal Structure, DFT and Fluorescence Quenching Study of Novel syringe aldehyde-derived hydrazinyl-imidazole Based Schiff base Chemosensor. J Fluoresc 34, 865–877 (2024). https://doi.org/10.1007/s10895-023-03319-8

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