2 H -Pyran-2-one-Functionalized Diketopyrrolopyrrole Dye: Design, Synthesis, and Explosives Sensor

In this work, a 2 -pyran-2-one-functionalized diketopyrrolopyrrole (DPP) (coded as receptor ) was designed, synthesized, and fully characterized by various spectroscopic methods. The physical properties of molecular architecture were studied employing theoretical calculations. Receptor was elegantly...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-05, Vol.89 (9), p.5917-5926
Main Authors: More, Kerba S, Mirgane, Harshad A, Shaikh, Salman, Perupogu, Vijayanand, Birajdar, Shailesh S, Puyad, Avinash L, Bhosale, Sidhanath V, Bhosale, Sheshanath V
Format: Article
Language:English
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Summary:In this work, a 2 -pyran-2-one-functionalized diketopyrrolopyrrole (DPP) (coded as receptor ) was designed, synthesized, and fully characterized by various spectroscopic methods. The physical properties of molecular architecture were studied employing theoretical calculations. Receptor was elegantly scrutinized for the sensing of explosive nitroaromatic compounds (NACs). Receptor exhibited detection of nitro explosives, i.e., picric acid (PA), 2,4-dinitrophenol (DNP), and nitrophenol (NP), the fluorescence quenching mechanism. The Stern-Volmer equation was employed to evaluate the effectiveness of the quenching process. It was found that exhibited a detection limit of about 7.58 × 10 , 8.35 × 10 , and 9.05 × 10 M toward PA, DNP, and NP, respectively. The influence of interfering metal ions and anions on PA detection was investigated thoroughly. Furthermore, receptor based low-cost fluorescent thin-layer chromatography (TLC) plates were developed for the recognition of PA.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01439