Based On) Compounds Design And Synthesis Of Fluorescent Molecular Switches

As an important class of functional materials，perylene bisimide derivativepossess many advantages of stable structure, photoelectron properties, high thermalstability and exhibit wide absorption and emission bands in the visible that benefits bythe improvement of the signal/noise ratio in biological system owing to the presenceof high autofluorescence of living cell. It can be widely used as organicelectroluminescence and photovoltaic device, organic solar cell, fluorescence probeand So on．In this paper, new methods of derivatization, a series of novel fluorescenceswitche which based on perylene bisimides, have been discussed, designed andsynthesized and their photoelectron properties have been studied. Four chapters wereincluded in the present thesis.Chapter 1: The concepts, synthesis, mechanism of detection of the probe and thesynthesis, properties and applications of perylene bisimide derivatives have beenreviewed. The thesis aims to design fluorescent switche based on perylene bisimides.Chapter 2: New method about derivatization of the perylene bisimide has beenstudied. A series of perylene monoimi derivatives have been synthesized andproperties of them have been studied.Chapter 3: A series of novel fluorescence switch probes based on perylenetetracarboxylic ester and bisimides with 8-oxyquinoline and pyridy-phenol derivativesas recognition group have been synthesized. The compounds were studied in detailedwith steady state spectroscopy. After Comparison and analysis, Compound 14 was agood probe for the determination of Fe3+, and also could detect Cd²⁺，Cr³⁺，Cu²⁺ andNi²⁺ which brings about "OFF-ON" process. Compound 18 was a good probe for thedetermination of Cr³⁺, Cu²⁺，Co²⁺ and sensitive to Cr³⁺.we get the good detectorgroup.Chapter 4: A fluorescence probe with 2-methlaldehyde-8-oxyquinoline as assisted conjugation and recognition group based on perylene dimides has beendesigned. The synthetic process, method and structure confimation have beendiscussed. After comparison and analysis of changes in steady and dynamic-statespectroscopy. The compound 20 with metal ions was studied with steady- anddynamic-state spectroscopy. The fluorescent perylene imide derivative can be reducedfluorescence by coordinating with several metal ion, which provides a futherreference for the probe designed.