We present the synthesis of a new oxacalix[4]arene system, DMANSOC, wherein two 5-(dimethylamino)-1-naphthalene sulfonamide subunits are attached to the lower rims of the basic oxacalix[4]arene platform. Extensive spectrophotometric studies were conducted to investigate the selectivity and sensitivity of DMANSOC towards nitroaromatic explosives. Detailed analysis of spectrophotometric data, utilizing techniques such as Stern-Volmer, Benesi-Hildebrand, Job's plot, and interference study, unequivocally demonstrated the effectiveness of DMANSOC as a highly efficient fluorescent sensor for 2,4,6-trinitrophenol explosive (TNP) detection in an aqueous medium. The sensor exhibited a linear concentration range of 7.5 µM to 50 µM, with a low detection limit of 4.64 µM and a high binding affinity of 2.45 × 104 M towards TNP. Furthermore, the efficiency of the sensor in environmental samples contaminated with TNP was evaluated, yielding excellent recovery rates. Complementary DFT calculations and molecular dynamics simulations were performed to elucidate the mechanism behind the selective fluorescence quenching of DMANSOC in the presence of TNP.
A novel pyrene appended supramolecular assembly (PAOC) has been fabricated by reacting intermediate-pyren-1-ylmethyl 2chloroacetate (PMCA) with oxacalix[4]arene and characterized by 1H NMR, 13 C NMR and ESI-Mass. PAOC works as fluorescent chemosensor for the selective detection of nitroaromatic compounds such as 4-nitrophenol (4NP) and 2,4,6-trinitrophenol (TNP). The binding mechanism between PAOC and the analytes were investigated through various spectroscopic techniques, and the results indicate a strong interaction between the two. The fluorescence intensity of PAOC is quenched upon interaction with nitroaromatic compounds due to a photoinduced electron transfer process, which was validated by DFT calculations. The sensor exhibits excellent selectivity and sensitivity towards TNP over other nitroaromatic compounds. The detection limits for TNP and 4NP were found to be 1.6 μM and 1.9 μM, respectively. PAOC's detection results in real water samples are remarkable. This study provides a new approach to develop highly selective and sensitive chemosensor for the detection of nitroaromatic compounds, which have significant environmental and health hazards.
We present the synthesis of a new oxacalix[4]arene system, DMANSOC, wherein two 5-(dimethylamino)-1naphthalene sulfonamide subunits are attached to the lower rims of the basic oxacalix[4]arene platform. Extensive spectrophotometric studies were conducted to investigate the selectivity and sensitivity of DMANSOC towards nitroaromatic explosives. Detailed analysis of spectrophotometric data, utilizing techniques such as Stern-Volmer, Benesi-Hildebrand, Job's plot, and interference study, unequivocally demonstrated the effectiveness of DMANSOC as a highly e cient uorescent sensor for 2,4,6trinitrophenol explosive (TNP) detection in an aqueous medium. The sensor exhibited a linear concentration range of 7.5 µM to 50 µM, with a low detection limit of 4.64 µM and a high binding a nity of 2.45 × 10 4 M towards TNP. Furthermore, the e ciency of the sensor in environmental samples contaminated with TNP was evaluated, yielding excellent recovery rates. Complementary DFT calculations and molecular dynamics simulations were performed to elucidate the mechanism behind the selective uorescence quenching of DMANSOC in the presence of TNP.
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