基于芳香稠环引达省并二噻唑的A-（π）-D-（π）-A型小分子光电材料的合成及性质表征

基于芳香稠环引达省并二噻唑的A-（π）-D-（π）-A型小分子光电材料的合成及性质表征基于芳香稠环引达省并二噻唑的A-（π）-D-（π）-A型小分子光电材料的合成及性质表征

摘要：

本研究采用化学合成的方法，以硫代苯并呋喃铁为起始物质，插入一次和两次稠环，合成了一系列基于芳香稠环引达省并二噻唑的A-（π）-D-（π）-A型小分子光电材料。采用核磁共振氢谱（1HNMR），红外光谱（FTIR），高分辨质谱（HRMS）和元素分析等技术进行化合物的结构表征。利用循环伏安（CV）和电化学阻抗谱（EIS）研究了合成物的电化学性质，发现所合成的化合物均具有良好的电化学反应性。利用紫外可见吸收光谱（UV-Vis），荧光光谱和荧光寿命等技术对所合成的化合物进行了光学性质研究，结果表明，它们具有良好的吸收和发射性质，并且具有较长的寿命。此外，我们还研究了这些化合物的热稳定性，结果表明，这些化合物具有良好的热稳定性，能够在高温下保持其光电性能。

关键词：芳香稠环，省并二噻唑，合成，光电性能，热稳定性

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