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Research On The Synthesis And Property Of Novel N-containing Fluorine-boron Complexed Fluorescent Heterocompounds

Posted on:2016-09-20Degree:MasterType:Thesis
Country:ChinaCandidate:T W XuFull Text:PDF
GTID:2311330464969319Subject:Organic Chemistry
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In recent decades,as a kind of special function dye organic fluorescent dye has a wide range of applications in organic electroluminescent,fluorescent probes,solar dyes,laser dyes,photodynamic therapy,and many other fields.However,with the development of social progress and the emergence of new and specific technological,the existing organic fluorescent materials could not meet people's demands any more.So it is of great significance to develop new organic fluorescent compounds with better performance.In this dissertation,the main task is to design and synthesis novel N-containing fluorine-boron complexed fluorescent heterocompounds and study their fluorescence properties.The specific contents include the following:(1)Four phenanthroimidazole derivatives were synthesized by using the molecular iodine as the catalyst.Then we obtained two fluorine-boron complexes with the complexation of BF3.OEt2.The fluorescent properity was investigated by the UV absorption and fluorescence spectroscopy both before and after complexation.(2)On the basis of the synthese of 3-(2-quinolinyl)-4-hydrocoumarin derivatives by using the quinolin-N-oxide and 4-hydrocoumarin derivatives with acetic anhydride as solvent,we obtained four fluorine-boron complexes with the complexation of BF3.OEt2.Then we mensurated and analyzed their UV absorption and fluorescence spectroscopy of the eight compounds.In addition,we compared the influence of the substituent groups and solvent on the fluorescent properties.(3)A series of 2-heterocyclylquinones were synthesized by the reaction of indole or pyrrole compounds with p-quinones under the solvent-free conditions.Through the screening of reaction catalyst,catalyst equivalents and temperature,we got the optimal reaction condition.Under the optimal condition,a series of 20 products were obtained in 31%-98% yields.
Keywords/Search Tags:fluorescent dye, fluorine-boron complexes, phenanthro imidazole, 4-hydrocoumarin, C-C coupling
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