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1、Macromolecules2006,39,5611-56165611ANovelElectrochromicPolyacetyleneDerivativewithGoodFluorescencePropertiesElectrodepositedbyDirectAnodicOxidationof1,2-MethylenedioxybenzeneJingkunXu,*,²,³HoutingLiu,²,³ShouzhiPu,*,²,³FuyouLi,§andMingbiaoLuo³JiangxiKeyL
2、aboratoryofOrganicChemistry,JiangxiScienceandTechnologyNormalUniVersity,Nanchang330013,China;CollegeofBiology,ChemistryandMaterialScience,EastChinaInstituteofTechnology,56XuefuRoad,Fuzhou344000,China;andDepartmentofChemistryandLabofAdVancedMaterials,Fud
3、anUniVersity,Shanghai200433,ChinaReceiVedApril3,2006;ReVisedManuscriptReceiVedJune11,2006ABSTRACT:Directanodicoxidationof1,2-methylenedioxybenzene(MDOB),oneoftheanaloguesof3,4-alkylenedioxythiopheneand3,4-alkylenedioxypyrrole,ledtotheformationofanovelpo
4、lyacetylenederivativepoly(1,2-methylenedioxybenzene)(PMDOB)onaplatinumsheetinacetonitrilewithgoodfluorescencepropertiesofemissionsat390and410nm,togetherwiththeelectrochromicpropertyfromsapgreen(doped)tobabyblue(dedoped).IR,1HNMR,13CNMRandquantumchemistr
5、ycalculationsconfirmedthepolymerizationoccurredattheC4andC5positiononthebenzeneringofthemonomer,makingthemainbackboneofPMDOBsimilartopolyacetylene.SEMresultsindicatedtheformationofalignedPMDOBnanorodontheelectrodesurface.ThepressedPMDOBpellethasaconduct
6、ivityof0.8Scm-1.Tothebestofourknowledge,thisisthefirstreportontheelectrochemicalpolymerizationofMDOBandcharacterizationofitspolymer.1.IntroductionScheme1.ElectrochemicalPolymerizationofAlkylenedioxythiophene,Alkylenedioxypyrrole,andThepursuitofhigh-qual
7、itypolymerfilmsisstilloneoftheAlkylenedioxybenzenemaingoalsintheresearchanddevelopmentofinherentlyconductingpolymers(CPs).AmongtheCPsstudiedduringthepastquartercentury,poly(3,4-ethylenedioxythiophene)(PEDOT,Scheme1),whichhashighconductivity,goodprocessi
8、ngability,goodmechanicalproperty,andniceenvironmentalstability,hasbecomeoneofthemostsuccessfulCPsfrombothafundamentalandpracticalperspectivesinceitsdiscoveryin1988.1,2The3,4-alkylenedioxygroupsubstitutionattheâ-positiononthethiop