苯并噻唑类荧光探针的合成及对N_(2)H_(4)·H_(2)O和HSO_(3)^(-)的检测性能

Synthesis of Benzothiazole Fluorescent Probe for Detection of N_(2)H_(4)·H_(2)O and HSO_(3)^(-)

以苯并噻唑为荧光团,氰基乙酸乙酯为识别基团,设计合成了对水合肼和亚硫酸氢盐具有双重检测能力的荧光探针3-(2-羟基-苯并噻唑)-2-氰基-丙烯酸乙酯(HBT-CN).在二甲基亚砜/磷酸盐(体积比为1∶4)的缓冲液中,探针对水合肼和亚硫酸氢盐具有良好的选择性,且荧光强度分别增强了5.6倍(500nm)和7.5倍(458 nm).结果表明,在检测过程中,HTB-CN与水合肼发生了还原-缩合反应,生成了醛腙,在波长500nm处发出黄绿色的荧光信号;HBT-CN与亚硫酸氢盐发生了亲核加成反应,在波长458nm处发出蓝色的荧光信号,从而实现了对水合肼和亚硫酸氢盐的差异性定性与定量检测.

Based on benzothiazole as fluorophore,ethyl cyanoacetate as recognition group,a new fluorescent probe 3-(2-hydroxy-benzothiazole)-2-cyano-ethyl acrylate(HBT-CN)with dual detection ability for hydrazine hydrate and bisulfite was designed and synthesized.In DMSO/PBS(1∶4,volume ratio)buffered condition,the probe displayed good selectivity towards hydrazine and bisulfite with approximate 5.6 times(500 nm)and 7.5 times(458 nm)fluorescence enhancement at 500 and 458 nm,respectively.1 H NMR,13 C NMR and HRMS results showed that during the detection process,HBT-CN undergoed a reduction-condensation reaction with N2H4·H2O,which form a aldehyde hydrazone and emited pale yellow fluorescent signal at 500 nm.And HBT-CN under went a nucleophilic addition reaction with bisulfite and emited blue fluorescent signal at 458 nm.So,differential qualitative and quantitative detection of N2H4·H2O and HSO^-3 can be achieved.