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Fluorescence Molecules Modulation Properties Of Fluorene Derivatives Containing Conjugated Base

Posted on:2015-04-22Degree:MasterType:Thesis
Country:ChinaCandidate:J L WangFull Text:PDF
GTID:2181330422492704Subject:Physical chemistry
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Fluorene and its derivatives are an important class of organic fluorescent material. Fluoreneand its derivatives have superior electrical and optical properties of fluorene. We can get our targetproperties because those compounds can be easily modified in their structures. Their applicationsbecome more and more widely, such as in electroluminescence, photoluminescence, laser device,catalytic materials, magnetic materials, photovoltaic cells, light-emitting diode, biosensor devices,biomedical and adsorption and so on.Currently, to improve and enhance the comprehensive improvement the their superiorelectrical and optical properties of fluorene and its derivatives, mainly in the preparation of smallmolecules fluorene derivatives and Polyfluorene and its derivatives materials, wherein, smallmolecules fluorene derivatives have structure clear, material orthogonal relationship betweenperformance and structure is relatively straightforward, the experiment is also relatively easy tocontrol. Meanwhile, research materials used in organic compounds and lithium battery is theenergy gap and with good stability based onIn this paper,2,7-dibromofluorene organic compounds as raw materials, to synthesizeintermediates, and then choose the suitable boronic acid-containing electron-withdrawingcompounds and intermediates, for the synthesis of a series of novel macrocyclic fluorenonederivatives. Using IR, NMR characterization methods, determine the structure of these compounds.Meanwhile, use various methods to test those organic compounds, and as a lithium battery cathodefluorescent properties were studied material. This research paper is divided into four chapters.In chapter1, briefly introduced the research background, luminescent materials preexistenceand present and fluorescent material development and application of fluorene and its derivatives,focusing on the electron withdrawing groups of fluorine derivatives research and application arediscussed. Finally, the selected topic significance and the technical route in detail introduction.In chapter2, three kinds of fluorene derivatives were succeed to synthesize, but9,9-Diethyl-2,7-bis-(5-Pyrimidinyl)-9H-fluorene was failure to synthesize. With help of Suzuki reaction,commercial reagent2,7-dibromofluorene and the way of previous experiment, intermediate2,7-dibromo-9,9-diethyl-9H-fluorene was succeed snythsized,then use this intermediate and other four phenylboronic acid to synthesize containing electron-withdrawing macrocyclic fluorenederivatives. Finally3object molecular was synthesized successfully,9,9-diethyl-2,7-bis-(3,4,5-trifluoro-phenyl)-fluorene;9,9-diethyl-2,7-bis-(4-cyanophenyl)-fluorene;9,9-diethyl-2,7-bis-(4-trifluoromethyl-phenyl)-fluorene. In addition,9,9-diethyl-2,7-bis-(3,4,5-trifluoro-phenyl) fluorenecrystal. Using FTIR, NMR to determine the synthetic substances are the target compounds.In chapter3, all of the organic compounds were studied by UV-Vis, FL, TG-DTA, PXRD, CVand act as lithium battery cathode, compound9,9-diethyl-2,7-bis-(3,4,5-trifluoro-phenyl)-fluorene was also studied by single crystal X-ray analysis. They are in polar solvents can occurdual fluorescence behavior. TGA and X-ray powder diffraction show that the three compoundshave high thermal stability. Act as lithium battery anode material, all of the compounds showing ahigher power the charge-discharge specific capacity, especially compound9,9-diethyl-2,7-bis-(4-cyanophenyl)-fluorene also reflects stable efficiency and stable charge specific capacity.In chapter4, the content of the paper will be summarized chapter by chapter, and thenintroduces related reaerach work to be completed, finally prospect of three new compoundscontaining conjugated groups fluorene derivatives of potential applications.
Keywords/Search Tags:Conjugated base, Fluorene derivatives, Suzuki reaction, Spectroscopicproperties, Electrochemical, Lithium battery anode materials
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