A novel highly selective probe with both aggregation-induced emission enhancement and intramolecular charge transfer characteristics for CN− detection

• Published in: Sensors and actuators. B, Chemical Chemical, 2018-03, Vol.257, p.154-165
• Main Authors: Xie, Zhengfeng, Kong, Xiangjuan, Feng, Lei, Ma, Junchi, Li, Yuqin, Wang, Xin, Bao, Wanrui, Shi, Wei, Hui, Yonghai
• Format: Article
• Language: English
• Subjects: AIEE; Cyanide detection; ICT; Triazole
• ISSN: 0925-4005; 1873-3077
• DOI: 10.1016/j.snb.2017.10.167

Fluorescence “turn-off ” probing of CN- in THF/H2O was realized by the utilization of a type of conjugated 2-phenyl-1,2,3]-triazole-based compound. [Display omitted] •A simple triazole-based chemosensor specific for CN− has been developed.•The chemosensor exhibits an aggregation-induced emission enhancement effect.•M1 displayed good selectivity, fast response(5s), and high sensitivity toward CN− over other competing anions.•Detection limit of∼3.91×10−8M for CN− can be obtained by M1. A novel fluorescence chemosensor M1 was designed and synthesized through Knoevenagel condensation reaction between 2-(4-naphthalen-1-yl-phenyl)-2H-[1,2,3]triazole-4-carbaldehyde and malononitrile. UV–vis absorption and fluorescence emission spectroscopy found that M1 possessed intramolecular charge transfer (ICT) and aggregation-induced emission enhancement (AIEE) properties. Because M1 contained dicyano-vinyl groups which can easily occurred the nucleophilic Michael addition of cyanide anion. So M1 exhibited remarkable selectivity and sensitivity toward CN− with a low detection limitation of 3.91×10−8M. The mechanism with cyanide anion was systematically studied by 1H NMR titration experiments and HR-MS.