The Design, Synthesis And Sensing Properties Of Fluorescent Probes For Anions Based On Organic Reaction

Fluorescent chemosensors for the specific analyte based on traditional supramolecular interactions have been developed. Compared to the traditional chemosensor method, owing to the high selectivity, the stoichiometric ratio, and the different structures between probe and product, an alternative chemodosimeter approach based on an irreversible specific chemical reaction has emerged as an active research area of significant importance recently. In this dissertation, we present the design, synthesis and characterization of two fluorescent probes L1and L2for sensing anions based on organic reaction. The full dissertation is composed of three chapters:Chapter1:The background of the progress of fluorescent probes based on organic reaction has been concisely introduced with the emphasis on the structure of fluorescent probes, various fluorescent sensing mechanisms.Chapter2:A highly selective chemodosimeter L1for cyanide based on the1,1’-binaphthyl skeleton is described which demonstrated significant visual change and a low limit of detection. The addition of1.0eqive of CN-can cause the quench of the fluorescent intensity due to the broken the structure of L1. Interestingly, a reversible process triggered successively by CN-and Au3+is also observed and determined by fluorescence, UV-vis spectra,’H NMR titration, and ESI-MS.Chapter3:A colormetric and fluorescent turn on probes L2based on salicylaldehyde was designed and synthesized. The probe was developed to detect F-(TBA+and Na+salt) in ethanol through specific cyclization triggered by the strong affinity of fluoride toward silicon (833-fold intensity enhancement). Relay recognition of F-and Cu2+was demonstrated in aqueous solution with a "off-on-off" mode and the significant visual change.