The Synthesis And Study Of Fluorescent Chemosensors Based On1,8-naphthalimide Derivatives

Molecular recognition is one of three basic functions of the supermolecular systems. The key task of molecular recognition is designing and synthesizing chemosensor, which refers to a molecular that can selectively sense and signal the presence of target matter. Fluorescent chemsensors can convert the recognition information of molecular to be a perceived fluorescence signal with highly sensitivity, rapid detection, and low detection limit, which can be widely used in the related fields, such as biomedical testing, nano-materials science and environmental science. Aminonaphthalimide derivatives are attractive fluoroionophore owing to their good photophysical properties with strong fluorescence, large Stokes shifts and relatively steady emission wavelengths. Transition metal cations and familiar anions play an important role in the chemical, environmental, biology, medicine sciences, so the detection of them by optical molecular probe has attracted more and more chemists. In this thesis, several fluorescent chemosensors for ferric and fluoride were designed and synthesised with naphthalimide as a fluorescence emission group, and the details are as following:In the first chapter, a general introduction to optical molecular probes was simply presented. And the research progress of chemosensor for ferric and fluoride at home and abroad was also illustrated. Finally, the objective of the dissertation was proposed.In the second part, a ferric fluorescent chemosensor based on naphthalimide was designed and synthesized and the structure was determined by1H NMR,13C NMR, MS and elemental analysis. The recognition behaviors of the chemosensor were studied by fluorescence spectrum and UV-Vis absorption.In the third part, a fluorescence monomer DTBMS-NA was synthesized with acenaphthene as raw material. Then, the well-defined water-soluble copolymer, PVP-DTBMS-NA was prepared by the radical initiator AIBN with N-Vinyl-2-pyrrolidone. The color of the aqoues solution of PVP-DTBMS-NA could be fastly changed when the F" anion was added, and the detection limit could reach2.64×10-5mol/L.And the interference experiments with the coexistent anions were studied, the result showed other anions had no obvious interference with the detection of F-.