A naphthalimide-based chemodosimetric probe for ratiometric detection of hydrazine

作者:Hao, Yuanqiang; Zhang, Yintang*; Ruan, Kehong; Chen, Wansong*; Zhou, Binbin; Tan, Xiaojun; Wang, Yan; Zhao, Liqing; Zhang, Guan; Qu, Peng; Xu, Maotian*
来源:Sensors and Actuators B: Chemical , 2017, 244: 417-424.
DOI:10.1016/j.snb.2016.12.145

摘要

A new naphthalimide-based probe was designed and synthesized for the rationmetric detection of hydrazine. The probe is designed in such a way that the intramolecular charge transfer (ICI') of the 4-hydroxynaphthalimide was masked by the 4-bromobutyrate moiety, and the selective deprotection of the 4-bromobutyrate group of the probe by hydrazine through a substitution-cyclisation-elimination process results in the recovery of the ICT of 4-hydroxynaphthalimide. Thus the probe can realize both calorimetric and fluorimetric detection of hydrazine in a ratiometric manner. The probe is highly selective toward hydrazine over other abundant interferences. The LOD (limit of detection) of the probe for N2H4 was calculated to be 0.27 mu M which is well below the safety level (10 ppb, 0.31 mu M) set by EPA. Notable, the probe loaded thin-layer-chromatography (TLC) plate could be successfully used to detect gaseous hydrazine. Moreover, the cell imaging studies demonstrated that the probe can be exploited to detect hydrazine in biological systems.