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Based On) Imide Of Nitrogen Oxygen Free Radicals Of Synergy Recognition Research

Posted on:2014-02-01Degree:MasterType:Thesis
Country:ChinaCandidate:C C ZhangFull Text:PDF
GTID:2241330398957714Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Perylene tetracarboxylic bisimides (PBIs) have received much attention due totheir electron acceptor ability, photoconducting property and high fluorescencequantum yields. PBIs continue to be incorporated into a variety of organic speciesthat have been extensively utilized for wide areas of applications as dyes andpigments. Up to now, the main strategies to derivatize PBIs were using halogenatedPBIs (especial the di-bromo-PBIs) as starting materials. Unsymmetrical PBIs withdifferent substituents on each imide position be synthesized using more complexmultistep methods. The introduction of aryl or aryloxy groups into the1,6,7, and/or12(bay) positions of PBIs can be used to lead to the twisting of the two naphthalenehalf units in PBIs. In this paper, a series of novel fluorescence probe have beendesigned and synthesized,and their photoelectron character also have beenresearched. Four chapters were consisted of the present paper.Chapter1: The synthesis and physical properties of PBI derivatives and theirapplications in organic electronics was discussed. Novel PBI derivatives have beenapplied in areas including organic photovoltaic devices and field-effect transistors.The purpose of this paper is to synthesized fluorescence probe based on perelenebisimides.Chapter2: A substitution reaction of mono-nitrified PBI was investigated usingdifferent phenols. And the replacement reactions of the mono-phenol substitutedperylene bisimide with other phenols were also developed. The electronic effect ofthe groups at para-position of the phenols play important role on the reactivity ofphenols as well as the stability of the phenol substituted perylene bisimide.Chapter3: Di-nitrated PBI was facilely synthesized in high yield under ambienttemperature. Moreover the di-nitrated PBI showed high reactivity toward phenols. The electronic structure of phenol substituted PBIs were influenced by the effect ofthe group at p-position of phenoxy groups.Chapter4: A fluorescence probe with NIT free radical of nitroxide based onunsymmetrical PBIs was designed and synthesized. Unsymmetrical PBIs with2-methyl-6-aminopyridine substituents on one imide position be synthesized.Through comparison and analysis, compound16was demonstrated to be a goodprobe for Fe(Ⅲ).
Keywords/Search Tags:perylene imide, replacement reactions, nitroxide, metal ions, co-recognition
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