Synthesis And Properties Of Naphthalimide-based Fluorescent Probes For Thiophenols And Hydrazine

In recent years,fluorescent probes have attracted much attention due to its merits of simple synthesis,low cost,high sensitivity and capable of detection both in vivo and in vitro,which have been widely used in environment,chemical and other fields.Naphthalimide was widely used as the molecule skeleton of fluorescent probe because of its good optical properties,such as higher fluorescent quantum yield,larger stokes shift and relatively longer emission wavelength.In this thesis,the ratiometric fluorescent probe 1 for thiophenols which uses coumarin-naphthalimide dyad as the FRET platform,dinitrophenyl ether as a recognition unit and the single wavelength fluorescent probe for hydrazine have been designed and synthesized.The probe 1 shows a rapid,highly selective detection process for thiophenols under mild conditions,whose detection limit for PhSH was found to be 0.12 pM.The potential value of environment application of this new ratiometric fluorescent probe was demonstrated by the quantitative detection of thiophenol in real water samples.Probe 2 shows rapid and highly selective detection for hydrazine because of its strong double nucleophilicity for 2-fluoro-5-nitro-benzoic ester of the probe in almost wholly water solution,at the same time,it showed the obvious color change.The detection limit for hydrazine was found to be 0.11 ?M.As far as we know,this is the new reaction site(2-fluoro-5-nitro-benzoic ester)for hydrazine probes.More importantly,Probe 2 can be used for fluorescent imaging of hydrazine in living cells with low cytotoxicity which shows the great potential applications in biological samples.