Several Studies, Based On The Synthesis And Properties Of Perylene Nitroxides

As an important class of functional materials, perylene bisimide derivative possess many advantages of stable structure, oustanding photoelectron properties, high thermal stability and exhibit wide absorption and emission bands in the visible, which can be widely used in laser material, fluorescence probe, liquid crystal material, organic solid state photovoltaic device, organic thin-film field-effect transistor, organic solar cell and so on. In this paper, a series of novel fluorescence probe and organic magnets which based on perylene bisimides, have been designed and synthesized, and their photoelectron properties and magnetic properties have been studied. Three chapters were included in present thesis.The research of synthesis, properties and applications of the perylene bisimide derivatives; the product process, harmful effects and detection methods of free radicals; the detection, applications and significance have been reviewed in Chapter1. The design of a series of fluorescence switches and organic magnets which based on perylene bisimides is the novel innovation.A series of novel fluorescence probes which based on perylene bisimides, have been synthesized in good yields in Chapter 2. The compounds were studied in detailed with steady-state spectroscopy, dynamic-state spectroscopy and ESR spectrum. In conclusion: 1,7-Bis (p-tert-butylphenoxy)-N- cyclohexyl -N′- (2,2,6,6-tetramethylpiperidine-1-oxyl)-perylene-3,4,9,10-tetracarboxylic imide (10) was a novel fluorescence probe for the determination of hydroxyl radical both in chemical system and in living cells. It was designed by incorporating the nitroxide to perylene imide, which was proved to be high sensitive and selective. Featured in strong fluorescence above 500 nm and cell-permeable the high fluorescence can be switched off by nitroxide through a PET mechanism and switched on rapidly by trapping a hydroxyl radical or slowly by reduction with ascorbic acid.A series of novel organic magnets which based on perylene bisimides, have been synthesized in good yields in Chapter 3. Their structures have been testified by ¹H-NMR,¹³C-NMR, Ms and ESR and their magnet properties would be study in future.