A novel naphthalimide-based fluorescent probe with sulfonyl hydrazide as receptor for detection of Cu2

• Published in: Tetrahedron 2023-10, Vol.146, p.133652, Article 133652
• Main Authors: Zhou, Wu, Liang, Qingxiang, Wang, Yijun, Wu, Aibin, Shu, Wenming, Yu, Weichu
• Format: Article
• Language: English
• Subjects: Cu2; detection limit; environmental assessment; fluorescent dyes; Fluorescent probe; hydrazides; Naphthalimide; Sulfonyl hydrazide; titration
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2023.133652

A novel fluorescent probe N'-(4-(2-butyl-1,3-dioxo-2,3-dihydro-1H-benzo[de] isoquinolin-6-yl)benzylidene)-4-methylbenzenesulfonohydrazide (ENM) that could selectively response to Cu2+, was reported in this paper, which was the first fluorescent probe with sulfonyl hydrazide as the receptor to detect Cu2+. The selectivity, concentration titration, pH titration, time dependence, detection limit and recognition mechanism of ENM for Cu2+ in CH3CN/H2O solution were investigated. It was shown that ENM exhibited high selectivity, sensitivity and fast response to Cu2+, and the detection limit was as low as 0.27 μmol/L. More importantly, the sensing mechanism was that ENM underwent decomposition reaction with the addition of Cu2+. In addition, ENM could work in a wide pH range. The results of determination of Cu2+ in water samples indicated that ENM had potential practical value in environmental analysis. [Display omitted] •The first fluorescent probe with sulfonyl hydrazide as receptor was designed and synthesized for detection of Cu2+.•This was the first fluorescent probe with sulfonyl hydrazide as receptor for detection of Cu2+.•The probe showed excellent selectivity and sensitivity, indicating its potential applications in practice.