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Study On The Synthesis And Properties Of 2-heteroaryquinazolinone Compounds And Their Application In Ion Detection

Posted on:2019-06-03Degree:MasterType:Thesis
Country:ChinaCandidate:X J BaiFull Text:PDF
GTID:2371330545467876Subject:Organic Chemistry
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Quinazolinone derivatives have exhibited many biological activities such as anti-cancer,anti-HIV,anti-coagulant,anti-oxidation and anti-inflammatory.Some quinazolinones also exhibited good fluorescent properties.Therefore,they are widely used in pharmaceutical,pesticides,fluorescent materials and so on.In recent years,the synthesis of small functional organic molecules for rapidly detection of harmful substances and contaminants in organisms and the environment became a research hotspot[2].However,very few quinazolinone compounds as fluorescent probes have been reported currently.In this paper,2-heteroaryl quinazolinone compounds are synthesized through facile and environment-friendly methods.The concentration of trace ions can be rapidly detected in aqueous solution.The detection limit is lower than other fluorescent probes of the same type,and the color of the solution can be clearly distinguished before and after reaction by naked eyes at 365 nm UV lamp.The main works are as follows:1.Research on synthesis and optical properties of 2-Substituted quinoline-quinazolinone probes?Shot for Q below?:Q was synthesized in DMSO with good yield.And Q was found to be selective“turn-on”fluorescent sensor for Zn2+ion without interference by Cd2+.The 1:1binding model of the Q to Zn2+was confirmed by Benesi–Hildebrand analysis,Job's plot analysis and UV-Vis titration experiment.Furthermore,the light-on fluorescent responses could be observed by naked eye under UV-lamp irradiation?365 nm?.2.Research on synthesis and optical properties of 2-substituted tetraphenyl ethylene-quinazolinone probe?Shot for TPE-Q below?:A new type copper ion probe of TPE-Q was designed and synthesized from?2-?4-?prop-1-yn-1-yl?phenyl?ethene-1,1,2-triyl?tribenzene.TPE-Q was found to be selective“turn-off”fluorescent sensor for Cu2+ion without interference by other metal ions.The 1:1 binding model of the TPE-Q to Cu2+was confirmed by Benesi-Hildebrand analysis,Job's plot analysis and UV-Vis titration experiment.Furthermore,this excellent quenched fluorescent probe can detected copper ion with low detection limit:DL=3?/Slope=5.29×10-88 mol/L,and the light-off fluorescent responses could be observed by naked eye under UV-lamp irradiation?365nm?.4.Research on synthesis and optical properties of 2-substituted coumarin-quinazolinon Probes?Shot for C-Q below?:C-Q was synthesized in good yield.The fluorescence quantum yield of C-Q was increased to 0.55,compared with 0.03 of 7-diethylaminocoumarin-3-al?C-2?.The crystal analysis of C-Q indicated that the intramolecular hydrogen bond caused the high fluorescence quantum yield.In addition,C-Q was found to be selective“turn-off”fluorescent sensor for F-ion without interference by other Anions.The fluorescence quenching was caused by the destruction of intramolecular hydrogen bond.
Keywords/Search Tags:2-Heteroaryquinazolinone Compounds, fluorescent probe, ultraviolet absorption spectrum, fluorescence spectrum, aggregation-induced luminescence
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