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Synthesis And Photophysical Properties Of Tripod BODIPYs With Bis-fluorophore

Posted on:2019-11-29Degree:MasterType:Thesis
Country:ChinaCandidate:L ShenFull Text:PDF
GTID:2371330596950181Subject:Organic Chemistry
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BODIPY fluorescent compounds have been rapidly developed in recent years due to their applications in such fields as biomarkers,DNA testing and environmental testing,especially in the fields of sensors and biological probes.N-hydroxysuccinimide active ester used in cancer diagnosis,antigen classification,immunoassay,affinity chromatography and other fields.In this paper,we designed and successfully synthesized N-hydroxysuccinimide active ester(NHS active ester),aminolysed it and obtained carboxylic acid derivatives to explore the application of NHS active ester.In this paper,a total of five new BODIPY fluorescent dyes were synthesized,and none of them were reported in the literature.This five new BODIPY fluorescent dyes by NMR,MS,FT-IR spectra.In the experiment,this paper explored and reached the following conclusions:1.Three BODIPY benzyl ester hydrogenolysis under palladium-carbon catalytic conditions,excessive time will break the BODIPY fluorescent compound.2.Three BODIPY fluorescent compounds in which a chloride is replaced by glycine methyl ester,under the influence of glycine methyl ester,many of its peaks in the NMR chart will split.By changing the temperature of nuclear magnetic,the peak of the split will be normalized as the temperature increases.3.Using DSC to prepare NHS active ester,when BODIPY fluorescent compound connected with p-chlorophenol,the nucleophilic DMAP will make three BODIPY fluorescent compounds rupture.When DMAP is changed to N,N-diisopropylethylamine,the reaction can proceed smoothly.4.The activity of NHS-active ester and its reaction with amino acid were verified by the aminolysis reaction between the active ester BODIPY fluorescent compound and glycine methyl ester.
Keywords/Search Tags:Cyanuric chloride, BODIPY, N-hydroxysuccinimide, Ammonia hydrolysis, Variable temperature nuclear magnetic resonance
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