A novel colorimetric and fluorescent sensor for cyanide anions detection based on triphenylamine and benzothiadiazole

作者：Zhang, Qisong; Zhang, Jian; Zuo, Hujin; Wang, Chengyun; Shen, Yongjia^*

来源：Tetrahedron, 2016, 72(9): 1244-1248.

DOI：10.1016/j.tet.2016.01.019

• Triphenylamine
• Benzothiadiazole
• Colorimetric
• Fluorescent
• Cyanide-sensing

A chemical sensor containing triphenylamine and benzothiadiazole for cyanide anions detection was designed and synthesized, whose structural feature is a donor-acceptor-donor (D-A-D) molecular configuration, which is substituted with a dicyanovinyl group served as a sensing unit. The nucleophilic addition of cyanide ion to the dicyanovinyl moiety was activated in the principle of Michael addition, which broken the electron-withdrawing interaction of dicyanovinyl moiety. The obstruction in the intramolecular charge transfer (ICT) induced remarkable changes in the absorption and emission spectra. The sensor exhibited splendid selectivity and anti-interference performance towards CN- over other anions (F-, Cl-, Br-, I-, NO2-, NO3-, HCO3-, H2PO4-, HS-, HSO3-, NCO-, SCN-, SO32-, SO42-, HPO42-, CO32-). The mechanism was investigated by absorption and emission spectra together with 1H NMR titration.

• 出版日期2016-3-3
• 单位华东理工大学