Design And Synthesis Of Small-molecule Based Fluorescent Probe For The Detection Of Hydrazine

Hydrazine（N₂H₄）is a key intermediate for pesticide,chemo-drug and organic materials synthesis.However,due to its highly toxic nature,it is harmful to the environment and human health.Therefore,it is of great significance to develop a simple,sensitive and efficient method for the detection of hydrazine in environment and living samples.Fluorescent probes are widely used in the fields of analytes detection due to their high selectivity,good sensitivity,and easy operation.In this thesis,three novel hydrazine hydrate fluorescent probes were designed and synthesized,and their properties and applications were studied.1. A novel hydrazine fluorescent probe 2-4 based on dicyanovinyl reaction was designed and synthesized.Using coumarin as the fluorophore and dicyanovinyl as the recognition group,the enhanced hydrazine hydrate fluorescent probe 2-4 was constructed.The chemical structure of the probe was determined by NMR and GC-MS.Spectral properties in vitro showed that the probe displayed high selectivity and sensitivity to hydrazine with a detection limit of 0.45μM.In addition,the probe was successfully used for fluorescence imaging of hydrazine hydrate in cells.2. Two novel hydrazine fluorescent probes 3-7-1 and 3-7-2 were designed and synthesized.Deriving from probe 2-4,the pyridinium moiety was introduced to achieve far-red emitting.The structures of the probes were determined by NMR and GC-MS.Spectral properties in vitro showed that probes 3-7-1 and 3-7-2 are highly selective and sensitive to hydrazine hydrate,with a detection limit of 0.43μM and 0.38μM respectively.In addition,probe 3-7-2 exhibits good water solubility and biocompatibility that can detect hydrazine hydrate in aqueous solution was successfully used for fluorescence imaging of hydrazine hydrate in cells and zebrafish.