Preparation and properties of novel fluorescence alkynyl compounds for explosive detection

摘要

9-ethynyl-9-hydroxyanthrone was synthesized via nucleophilic addition reaction and the elimination of trimethylsilyl under base catalysis. Its structure has been confirmed by IR ,'H NMR and LC-MS. Its melting point, crystallization, Uv spectra and fluorescence spectra were also obtained. Its molecular structure, the distribution of charge and stationary potential were calculated by quantum chemistry at B3LYP/6-31g(d,p) level. 9,10-diethynylanthracene with bis-alkynyl groups, was prepared via Sonogashira coupling reaction and the deprotection of trimethylsilyl groups. The maximum excitation wavelength and emission wavelength were estimated under 1.1 mmollL 9-ethynyl-9-hydroxyanthrone in chloroform, i.e. 376nm and 443nm respectively. The fluorescence quenching of TNT to 9-ethynyl-9-hydroxyanthrone has been determined. The results showed that TNT could quench the fluorescence of 9-ethynyl-9-hydroxyanthrone obviously. This kind of compounds would be used as sensing material for detecting explosives.