The Design And Synthesis Of Several Kinds Of Nitrogen,Oxygen Heterocyclic Dye,And Their Application In Detection

In recent years, functional fluorescent dyes are widely applied used in mat erial science and bioscience. Due to the advantages of sensitivity, selectivity, n on-invasiveness and ease of operation, colorimetric and fluorescent probes have become powerful tools for the detection of various species.However, molecula r probes may suffer from slow response time, background interference, low ant i-disturbance and so on. In this thesis, three probes were designed and synthes ised on account of the above disadvantages. The main contents are as follows:1, A mononuclear zinc complex was developed as a highly selective naked-eye-based chemosensor for pyrophosphate(PPi) in aqueous solution. Based on the keto-enol transformation process, addition of PPi made the color of the s ensor complex change from red to colorless. Moreover, due to the nanometer f iber membrane bigger specific surface area, electrospun nanofibers from the m ononuclear zinc complex could detect PPi on site and in real-time and the col or of the nanofibers changes rapidly after they were immersed in an aqueous s olution of pyrophosphate.2, A novel naphthalimide-based fluorescent probe was designed and synthe sized for Hcy, GSH, Cys and benzenethiols recognition with high sensitivity an d excellent selectivity. The probe can detect Cys quantitatively in a concentrati on range of 0-6.0 μM and the detection limit could be as low as 1.6 nM. Th e fluorescence enhancement of this probe upon addition of Cys on test paper and the application of the probe for selective detection of intracellular Hcy, G SH and Cys have been successfully demonstrated. At the same time, this fluor escent probe exhibited rapid recognition of benzenethiols with excellent selectiv ity and anti-interference over other various species including some nucleophilic species, aliphatic thiols, anions and metal ions. The limit of quantification(L OQ) value was 0-4.0 μM and the detection limit could be as low as 10.3 nM.The fluorescence enhancement of this probe upon addition of benzenethiol on test paper and the application of the probe for selective detection in water sa mples and living cells have been successfully demonstrated. Furthermore, according to the different response rate of this probe with sulphur amino acids and thiophenol, this probe can successfully distinguish thiophenol from thiol-contai ning amino acids.3, A novel colorimetric and ratiometric fluorescent probe was synthesized from 9,10-benzoquinone. Upon the addition of hydrazine, the solution of this probe displays ratiometric fluorescence and color change, indicating that this pr obe can serve as a colorimetric and fluorescent dual probe for hydrazine, whic h can reduce the influence from background and instrument. The ratiometric fl uorescence change of this probe upon addition of hydrazine in living cells has been successfully demonstrated. Furthermore, the probe displays low toxicity under physiological temperature, indicating good biocompatibility.