Functionalized oxacalix[4]arene based fluorescent probes for the detection of organophosphorus nerve agent simulants

• Published in: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Molecular and biomolecular spectroscopy, 2023-11, Vol.300, p.122936, Article 122936
• Main Authors: Desai, Vishv, Dey, Shuvankar, Panjwani, Falak, Koley Seth, Banabithi, Modi, Krunal, Vora, Manoj, Kumar Jain, Vinod
• Format: Article
• Language: English
• Subjects: Nerve agent mimics; Organophosphorous compounds; Oxacalixarene
• ISSN: 1386-1425
• DOI: 10.1016/j.saa.2023.122936

[Display omitted] •DPHOC has been designed and synthesised for the detection of nerve agent simulants.•DPHOC exhibits excellent selectivity and sensitivity toward DMCP in MeOH.•The LOD was determined to be 2.1 µM with a linear range of 5–50 µM.•π-lonepair, π-cation interactions between DPHOC & DMCP plays a key role in sensing. Despite the largely tranquil environment in which humans live, a chemical terrorism attack is still a public safety problem, for which the capacity to quickly and accurately detect chemical warfare agents (CWAs) constitute a significant barrier. In this study, a straightforward fluorescent probe based on dinitrophenylhydrazine has been synthesised. It exhibits great selectivity and sensitivity for the nerve agent mimicking dimethyl chlorophosphate (DMCP) in the MeOH solution. Dinitrophenylhydrazine-oxacalix[4]arene (DPHOC), a 2,4-dinitrophenylhydrazine (2,4-DNPH) derivative, was synthesised and characterized with NMR and ESI-MS. Photophysical behavior, specially spectrofluorometric analysis was introduced to investigate the sensing phenomena of DPHOC toward dimethyl chlorophosphate (DMCP). The LOD of DPHOC toward DMCP was determined to be 2.1 µM, with a linear range from 5 to 50 µM (R2 = 0.99933). Moreover, DPHOC has been proven to be a promising probe toward the real time detection of DMCP.