synthesis, crystal structure and optoelectronic properties of a new unsymmetrical photochromic diarylethene

synthesis, crystal structure and optoelectronic properties of a new unsymmetrical photochromic diarylethene

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1、Availableonlineatwww.sciencedirect.comSpectrochimicaActaPartA70(2008)10651072Synthesis,crystalstructureandoptoelectronicpropertiesofanewunsymmetricalphotochromicdiaryletheneTiansheYang,ShouzhiPu∗,CongbinFan,GangLiuJiangxiKeyLaboratoryofOrganicChemistry,JiangxiScience&TechnologyN

2、ormalUniversity,Nanchang330013,PRChinaReceived6August2007;receivedinrevisedform29September2007;accepted15October2007AbstractAnewunsymmetricalphotochromicdiarylethene,1-(2-methyl-5-phenyl-3-thienyl)-2-[2-methyl-5-(3-trifluoromethylphenyl)-3-thienyl]perfluorocyclopentene(1a),wassynt

3、hesizedanditsstructurewasdeterminedbysingle-crystalX-raydiffractionanalysis.Itsopticalandelectrochemicalproperties,includingphotochromicreactivitybothinsolutionandinthesolidstate(PMMAfilmandthesingle-crystallinephase),fluorescenceandelectrochemicalpropertieswereinvestigatedindetai

4、l.Thecompoundshowedexcellentphotochromismeveninthesingle-crystallinephasebyphoto-irradiation.Inacetonitrile,theopen-ringisomerofdiarylethene1exhibitedrelativelystrongfluorescenceat470nmwhenexcitedat300nm,anditsemissionintensitydecreasedalongwiththephotochromismuponirradiationwith

5、313nmlight.Itsclosed-ringisomershowedalmostnofluorescence.TheelectrochemicalpropertiesofdiarylethenewereinvestigatedbyperformingcyclicvoltammetryexperimentanditsHOMOandLUMOenergylevelwerecalculated.©2007ElsevierB.V.Allrightsreserved.Keywords:Photochromism;Diarylethene;Crystalstru

6、cture;Fluorescence;Cyclicvoltammetry1.Introductioninevitablyinfluencetheoptoelectronicpropertiesofcorrespond-ingdiarylethenes.PhotochromismhasattractedconsiderableattentionbecauseItiswellknownthatdiarylethenederivativescanundergoofitspotentialapplicationtomoleculardevices,suchaso

7、pticalcyclization/cycloreversionphotochromicreactionsinsolutionmemoriesandswitches[1].Amongvariousthermallyirre-uponphoto-irradiation.Generally,theopen-ringisomersofversiblephotochromiccompounds,diarylethenederivativesarediarylethenesinsolutionhavetwoconformations,namely,par-the

8、mostpromisingcompoundsbecauseoftheirfatigueresi

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