Synthesis Of Pyrrolo[2,3-b]quinolines Under Metal-free Conditions And Photoelectric Performance Of 1,2,3-triazoles Derivatives

Nitrogen-Containing heterocyclics are one of the most important heterocyclic compounds,which widely exist in natural and artificial products.It is a hotspot about their synthesis and performance studies in the field of organic synthesis and materials.This work reported a new facile approach to construct pyrrolo[2,3-b]quinolines skeleton with amino-MCPs and isonitriles under metal-free conditions.Moreover,we also have designed and synthsized the bipolar host materials based on 1,2,3-triozles,and researched the performance of functional in Organic Light Emitting Devices.This paper is constituted by two parts as follows:First(chapter 2),a convenient method has been developed for synthesis of pyrrolo[2,3-b]quinolones in moderate to good yields under metal-free conditions.The method used an iodine/cumyl hydroperoxide(I2/CHP)catalyzed intermolecular cyclization from amino-MCPs and isonitriles via carbodiimide intermediates,and then undergo a consecutive 6p-electrocyclization,after subsequently a thermally-induced rearrangement,the target products is observed.Second(chapter 3),A series of host material were designed and synthsized using the asymmetry of 1,2,3-triazole as core and connected with different electron donor(such as carbazole,diphenylamine and triphenylamine)in different anchoring positions of the phenyl group.After characterized and compared the performance of these materials,we identified the relatives of structure and character.Based on those regulars,two novel bipolar phosphorescent host materials dDPAmTAZ and dN-PhCzmTAZ were designed and synthsized.Benefiting from the meta-linkage and asymmetry of 1,2,3-triazole,high triplet energies over 2.74 eV made them good candidates for host materials in phosphorescent organic light-emitting devices.And the charge transport property was tuned because the intrinsic asymmetry of 1,2,3-triazole.The best efficiencies of 29.4 cd/A,17.1 1m/W and 8.9%in CE/PE/EQE were achieved when dN-PhCzmTAZ was used as a green host material in device evaluation.The results are better than those of 1,2,4-triazole as host.