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Schiff Base Derived from 4,4′-methylenedianiline and p-anisaldehyde: Colorimetric Sensor for Cu2+, Paper Strip Sensor for Al3+ and Fluorescent Sensor for Pb2+

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Abstract

The condensation product (L) of 4,4′-methylenedianiline and p-anisaldehyde acts as colorimetric sensor for Cu2+ and Pb2+ ions. On interaction with Cu2+, ethanolic solution of L changes its color to brown while it becomes light pink on interaction with Pb2+. Interaction of Al3+ with L coated paper strip emits bright blue fluorescence. Metal ions like Mg2+, Cu2+, Li+, K+, Na+, Mn2+, Al3+, Hg2+, Co2+, Pb2+, Ni2+, Cd2+, Zn2+, Fe3+ do not interfere the paper strip sensor. The fluorescent intensity of L in ethanol is quenched 25 times by Pb2+ ion. The interaction between L and Pb2+ is reversible and the detection limit of Pb2+ is 10−6 M. The binding constant and stoichiometry of binding between L and Pb2+ was calculated to be 104.8 and 1:2. Theoretical calculations show that the binding of the metal ions to L are favorable and the fluorescence of L is due to π → π* transition.

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Acknowledgements

The authors thank DST, New Delhi for financial grant vide MRP (EMR/2016/001745) and FIST to the department. IIT-Kanpur is thanked for HRMS spectra.

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Authors and Affiliations

  1. Department of Chemistry, Gauhati University, Guwahati, Assam, Pin 781014, India

    Diganta Kumar Das & Satyapriya Deka

  2. Department of Chemistry, Cotton University, Panbazar, Guwahati, Assam, Pin 781001, India

    Ankur Kanti Guha

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  1. Diganta Kumar Das
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Correspondence to Diganta Kumar Das.

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Das, D.K., Deka, S. & Guha, A.K. Schiff Base Derived from 4,4′-methylenedianiline and p-anisaldehyde: Colorimetric Sensor for Cu2+, Paper Strip Sensor for Al3+ and Fluorescent Sensor for Pb2+. J Fluoresc 29, 1467–1474 (2019). https://doi.org/10.1007/s10895-019-02443-8

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