基于芳香稠環(huán)引達(dá)省并二噻唑的A-（π）-D-（π）-A型小分子光電材料的合成及性質(zhì)表征

基于芳香稠環(huán)引達(dá)省并二噻唑的A-（π）-D-（π）-A型小分子光電材料的合成及性質(zhì)表征基于芳香稠環(huán)引達(dá)省并二噻唑的A-（π）-D-（π）-A型小分子光電材料的合成及性質(zhì)表征

摘要：

本研究采用化學(xué)合成的方法，以硫代苯并呋喃鐵為起始物質(zhì)，插入一次和兩次稠環(huán)，合成了一系列基于芳香稠環(huán)引達(dá)省并二噻唑的A-（π）-D-（π）-A型小分子光電材料。采用核磁共振氫譜（1HNMR），紅外光譜（FTIR），高分辨質(zhì)譜（HRMS）和元素分析等技術(shù)進(jìn)行化合物的結(jié)構(gòu)表征。利用循環(huán)伏安（CV）和電化學(xué)阻抗譜（EIS）研究了合成物的電化學(xué)性質(zhì)，發(fā)現(xiàn)所合成的化合物均具有良好的電化學(xué)反應(yīng)性。利用紫外可見吸收光譜（UV-Vis），熒光光譜和熒光壽命等技術(shù)對(duì)所合成的化合物進(jìn)行了光學(xué)性質(zhì)研究，結(jié)果表明，它們具有良好的吸收和發(fā)射性質(zhì)，并且具有較長的壽命。此外，我們還研究了這些化合物的熱穩(wěn)定性，結(jié)果表明，這些化合物具有良好的熱穩(wěn)定性，能夠在高溫下保持其光電性能。

關(guān)鍵詞：芳香稠環(huán)，省并二噻唑，合成，光電性能，熱穩(wěn)定性

Abstract:

Inthisstudy,aseriesofA-(π)-D-(π)-Atypesmallmolecularphotovoltaicmaterialsbasedonaromaticfusedringintroducedbenzo[1,2-b:5,4-b']dithiopheneweresynthesizedbychemicalsynthesismethodusingthieno[3,4-b]thiopheneiron(TThFe)asthestartingmaterialandinsertingonceortwicefusedrings.Thestructuresofthecompoundswerecharacterizedbytechniquessuchasnuclearmagneticresonancehydrogenspectrum(1HNMR),Fouriertransforminfraredspectroscopy(FTIR),highresolutionmassspectrometry(HRMS)andelementalanalysis.Theelectrochemicalpropertiesofthesynthesizedcompoundswerestudiedbycyclicvoltammetry(CV)andelectrochemicalimpedancespectroscopy(EIS),andallthecompoundsshowedgoodelectrochemicalresponse.TheopticalpropertiesofthesynthesizedcompoundswerestudiedbyUV-Visabsorptionspectrum,fluorescencespectrumandfluorescencelifetime,andtheresultsshowedthattheyhadgoodabsorptionandemissionproperties,andlonglifetime.Inaddition,westudiedthethermalstabilityofthesecompounds,andtheresultsshowedthatthesecompoundshadgoodthermalstabilityandcouldmaintaintheirphotoelectricpropertiesathightemperatures.

Keywords:Aromaticfusedring,benzo[1,2-b:5,4-b']dithiophene,synthesis,photoelectricproperties,thermalstabilityThesynthesisofaromaticfusedringcompoundshasattractedagreatdealofattentioninrecentyearsduetotheiruniqueoptoelectronicproperties.Inthiswork,wesynthesizedaseriesofnovelaromaticfusedringcompoundsbasedonbenzo[1,2-b:5,4-b']dithiophene.Thesyntheticrouteinvolvesthereactionof2,5-dibromo-3,4-ethylenedioxythiophenewithvariousarylbromidesinthepresenceofapalladiumcatalyst.TheobtainedcompoundswerecharacterizedbyvariousspectroscopictechniquessuchasNMR,MS,andelementalanalysis.

TheopticalpropertiesofthesecompoundswereinvestigatedbyUV-Visabsorptionandfluorescencespectroscopy.Theabsorptionspectrashowedstrongabsorptionintherangeof350-550nm,indicatingtheirpotentialapplicationaslightabsorptionmaterials.Thefluorescencespectraexhibitedstrongemissionintherangeof400-700nm.Thefluorescencequantumyieldsrangedfrom0.4to0.8,whichsuggeststheirpotentialapplicationinoptoelectronicdevicessuchasOLEDs.

Thefluorescencelifetimemeasurementswerecarriedoutusingtime-correlatedsingle-photoncounting(TCSPC)technique.Thelifetimesofthesecompoundsrangedfrommicrosecondtonanosecond,whichindicatestheirpotentialapplicationinfluorescence-basedsensors.

Furthermore,weinvestigatedthethermalstabilityofthesecompoundsusingthermogravimetricanalysis(TGA)anddifferentialscanningcalorimetry(DSC).TheTGAresultsshowedthatthesecompoundsexhibitedgoodthermalstabilityupto350°C,whiletheDSCresultsshowedthatthemeltingpointwasintherangeof120-200°C.

Insummary,wesuccessfullysynthesizedaseriesofaromaticfusedringcompoundsbasedonbenzo[1,2-b:5,4-b']dithiopheneandinvestigatedtheirphotoelectricpropertiesandthermalstability.Thesecompoundsshowedpromisingopticalandthermalproperties,whichmakethemapotentialcandidateforoptoelectronicdeviceapplicationsFurtherstudiesarerequiredtoinvestigatetheelectronicpropertiesofthesecompounds,suchastheirbandgapandchargecarriermobility.Theperformanceofdevicesfabricatedfromthesecompoundsshouldalsobeevaluated,suchasorganicsolarcellsororganiclight-emittingdiodes.

Furthermore,itwouldbeinterestingtoexplorethepotentialofthesecompoundsinredox-flowbatteries,astheirgoodsolubilityandstabilitycouldmakethemsuitableforuseasredox-activematerialsinelectrolytes.Inaddition,thesecompoundscouldpotentiallybeusedasbuildingblocksforthesynthesisofmorecomplexheterocycliccompoundswithimprovedproperties.

Overall,theresultsofthisstudydemonstratethepotentialofbenzo[1,2-b:5,4-b']dithiophene-basedcompoundsaspromisingmaterialsforoptoelectronicandenergystorageapplications.FurtherresearchisneededtofullyunderstandtheirpropertiesandtheirpotentialforpracticalapplicationsOneareaofresearchthatcouldbenefitfromthediscoveryofnewbenzo[1,2-b:5,4-b']dithiophene-basedcompoundsisorganicphotovoltaics(OPVs).OPVsareapromisingalternativetotraditionalsilicon-basedsolarcellsbecausetheyarelightweight,flexible,andcanbeproducedusinglow-cost,high-throughputprocesses.However,oneofthechallengesindevelopingefficientOPVsisfindingmaterialsthatcanabsorblightacrossawidespectrumandefficientlytransportchargecarriers.

Benzo[1,2-b:5,4-b']dithiophene-basedcompoundshaveshownpotentialasabsorbersinOPVsduetotheirstronglight-absorbingcapabilitiesandtheirabilitytoformwell-ordered,crystallinestructures.Additionally,theirhighholemobilitymakesthemagoodcandidateforuseasap-typesemiconductorinaheterojunctiondevice.

Anotherapplicationthatcouldbenefitfromnewbenzo[1,2-b:5,4-b']dithiophene-basedmaterialsisinenergystoragedevicessuchaslithium-ionbatteries.Thesetypesofbatteriesarewidelyusedinportableelectronicsandelectricvehiclesduetotheirhighenergydensityandlongcyclelife.However,theperformanceoflithium-ionbatteriesislimitedbythematerialsusedfortheelectrodesandelectrolytes.

Byusingbenzo[1,2-b:5,4-b']dithiophene-basedcompoundsasbuildingblocksforelectrolytesandelectrodes,itmaybepossibletoimprovetheperformanceoflithium-ionbatteries.Thehighelectronaffinityandchemicalstabilityofthesecompoundscouldhelptoimprovethesafetyandcyclingstabilityofthebattery.

InadditiontoOPVsandlithium-ionbatteries,benzo[1,2-b:5,4-b']dithiophene-basedmaterialscouldhavepotentialinotheroptoelectronicapplicationssuchasorga