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苯并噻唑类荧光探针的合成及对N2H4·H2O和HSO3-的检测性能
Synthesis of Benzothiazole Fluorescent Probe for Detection of N2H4·H2O and HSO3-
【摘要】 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(500 nm)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500 nm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458 nm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.
【Abstract】 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) and7. 5 times( 458 nm) fluorescence enhancement at 500 and 458 nm,respectively.1H NMR,13C 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 HSO3-can be achieved.
【Key words】 Fluorescent probe; Benzothiazole; Hydrazine hydrate; Bisulfite;
- 【文献出处】 高等学校化学学报 ,Chemical Journal of Chinese Universities , 编辑部邮箱 ,2019年07期
- 【分类号】O657.3
- 【被引频次】12
- 【下载频次】370