Study on novel biphenyl chalcone scaffolds: A dual spectroscopic approach for efficient sensing of hydrazine with low concentration

Paresh Narayan Patel; Shivani Nagindas Tandel; Amar Ghanshyam Deshmukh; Preksha Basant Patel

doi:10.5155/eurjchem.14.2.264-272.2380

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Published: Jun 30, 2023

DOI: https://doi.org/10.5155/eurjchem.14.2.264-272.2380

Keywords:

Sensor, Pyrazole, Chalcone, Biphenyl, Hydrazine, Fluorescent

Section

Research Article

Issue

Vol. 14 No. 2 (2023): June 2023

Dates

Received 2022-12-10
Accepted 2023-01-03
Published 2023-06-30

Paresh Narayan Patel

Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science (TICS), Uka Tarsadia University, Bardoli - 394 350, Gujarat, India

https://orcid.org/0000-0002-8514-4753

Shivani Nagindas Tandel

Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science (TICS), Uka Tarsadia University, Bardoli - 394 350, Gujarat, India

https://orcid.org/0000-0002-3533-2545

Amar Ghanshyam Deshmukh

Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science (TICS), Uka Tarsadia University, Bardoli - 394 350, Gujarat, India

https://orcid.org/0000-0002-9851-8953

Preksha Basant Patel

Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science (TICS), Uka Tarsadia University, Bardoli - 394 350, Gujarat, India

https://orcid.org/0000-0001-5451-7281

Abstract

Hydrazine and its derivatives, as harmful substances, seriously risk the health of humans and the environment. On the basis of the admirable luminescent properties and low biological harmfulness of the biphenyl moiety, a biphenyl moiety can be combined with a naphthalene ring via the chalcone scaffold easily traced by a nucleophilic group. Therefore, biphenyl chalcones (BPCs) decorated with various naphthalene systems as fluorescent sensors for hydrazine are synthesised by Claisen-Schmidt condensation. The present work describes the comparative studies of two different protocols for the synthesis of three different BPCs. The structures of all novel BPCs were investigated by FT-IR, NMR, and HRMS spectroscopy. These BPCs show a red shift with a fluorescent peak and an enhancement in intensity with increasing solvent polarity from hexane to methanol. Methanol shows strong fluorescence emission; therefore, methanol is used as the solvent in hydrazine sensing experiments. The BPCs display fluorescent variation from yellow to blue fluorescence after binding with hydrazine. These BPCs sensors are able to identify hydrazine in a fast response rate and 5 min response time. The screening study of hydrazine in various soil samples by prepared BPCs is highly efficient. A study of the pH dependence of these probes shows excellent sensitivity in the pH range of 5 to 10.

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Patel, P. N.; Tandel, S. N.; Deshmukh, A. G.; Patel, P. B. Study on Novel Biphenyl Chalcone Scaffolds: A Dual Spectroscopic Approach for Efficient Sensing of Hydrazine With Low Concentration. Eur. J. Chem. 2023, 14, 264-272.

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