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1、Tetrahedron63(2007)42584265Synthesisandcharacterizationofnewthienylpyrrolyl-benzothiazolesasef?cientandthermallystablenonlinearopticalchromophoresaaaRosaM.F.Batista,SusanaP.G.Costa,ElisabethL.Malheiro,MichaelBelsleybandM.ManuelaM.Raposoa,*aCentrodeQu?mica,UniversidadedoMinho,Ca
2、mpusdeGualtar,4710-057Braga,PortugalbDepartamentodeF?sica,UniversidadedoMinho,CampusdeGualtar,4710-057Braga,PortugalReceived22February2007;revised8March2007;accepted9March2007Availableonline14March2007AbstractThesynthesisandfullcharacterizationofnewchromophoreswithsecond-ordern
3、onlinearitiescontainingthienylpyrrolylandbenzothiazolylmoietiesarereported.Thesolvatochromicbehaviorofthecompoundswasinvestigated.Thehyperpolarizabilitiesbofderiva-tives46weremeasuredusinghyper-Rayleighscatteringandthermogravimetricanalysis(TGA)wasusedtoevaluatetheirthermalstabi
4、lity.Theexperimentalresultsindicatethatstrongnonlinearityisbalancedbygoodthermalstabilityespeciallyforchromophores6band6c,makingthemgoodcandidatesforNLOapplications.ó2007ElsevierLtd.Allrightsreserved.1.Introductionpreparedandcharacterizedforcomparisonofthenonlinearopticalpropert
5、ies.ThesestudiesshowedthatthestrengthMaterialswithlargenonlinearoptical(NLO)responseareofofthenonlinearresponsevariesaccordingtothefollowingfundamentalimportanceinmoderncommunicationtechnol-relationshipthiazoles>oxazoles>imidazoles.However,forogy,e.g.ultrafastimage-processing,op
6、ticaldataprocessing,thepracticalapplicationofsecond-orderNLOmaterials,transmission,andstorage.1Conjugatedorganicpushpullnotonlyahighhyperpolarizabilitybutalsogoodthermalsubstitutedchromophoresarepromisingcandidatesforsys-stabilityisrequired.Inthisrespect,promisingcandidatestemsw
7、ithhighmolecularhyperpolarizabilitiesb.Inasearcharebenzothiazolederivatives,4ac,6aswellasconjugatedforimprovedresponseawiderangeofstructuralmodi?ca-thiopheneandpyrroleheterocyclesactingasdonors,tionstothedonor,acceptor,andp-conjugatedmoietiessubstitutedwithappropriateacceptorgro
8、ups.7havebeencarriedout.2Experimental3andtheore