Design And Synthesis Of Novel Fluorescent Probes And Their Applications For Environmental Detection

The human's living environment is facing serious pollution.It is of great significance for improving and beautifying the environment by real-time monitoring the concentration changes and distribution of environmental pollutant.Fluorescent probes have become a powerful tool for monitoring these pollutants due to its high selectivity,high sensitivity and real-time on-line monitoring.In this thesis,three chemical reaction fluorescent probes were designed and synthesized,which were respectively used for the identification and determination of environmental pollutants such as thiophenol?Ph SH?,formaldehyde?FA?as well as sulfur dioxide derivatives(SO₃^2-/HSO₃^-).Then,their performance of practical application and cell imaging were studied.The main research contents were summarized as follows:?1?An"off-on"fluorescent probe DNBY was designed and synthesized to detect PhSH by the substitution reaction of Indole-BODIPY with 2,4-dinitrobenzenesulfonyl chloride?DNS?.PhSH can react with DNS by nucleophilic substitution?S_NAr?and then release Indole-BODIPY to produce red fluorescent signal.The probe can be applied to the detection of PhSH in environmental water samples and cells.?2?An"off-on"fluorescent probe ANI was designed and synthesized for detecting FA based on N-aminoanthracene-1,9-dicarboxyimide.FA can rapidly react with the amino groups to limit the photoinduced electron transfer?PET?effect,and then a enhancing the yellow-green fluorescence.The probe can be applied to the detection of exogenous FA in cells.?3?A ratiometric fluorescent probe was designed and synthesized for detecting sulfur dioxide derivatives(SO₃^2-/HSO₃^-)by a condensation reaction of N,N-diethyl-4-aminobenzaldehyde and benzoindole quaternary ammonium salt.SO₃^2-/HSO₃^-can react with the double bond in the probe DASBI to destroy the?-conjugated system and the intramolecular charge transfer?ICT?effect,resulting in the conversion of the color and fluorescence of the solution.This probe is able to target mitochondria and detect SO₃^2-/HSO₃^-in cells with a ratiometric fluorescence.In summary,three kinds of chemical reaction fluorescent probes were designed and synthesized for detecting pollutants in the environment,which have good performance of application and are suitable for the fields of environment,food,industry or biology,etc.