一种基于咪唑-咔唑蓝色荧光材料的合成及性能研究  

Synthesis and properties of a blue fluorescent material based on imidazole and carbazole

作　　者：彭化南[1,2] 郑大贵 陈熙[2] 韩耀静 吴丽丹 杨彦春 PENG Hua-nan;ZHENG Da-gui;CHEN Xi;HAN Yao-jing;WU Li-dan;YANG Yan-chun(Key Labortatory of Applied Organic Chemistry,Higher Institutions of Jiangxi Province,Shangrao Normal University,Shangrao 334001,China;College of Chemistry and Environmenta Sciences,Shangrao Normal University,Shangrao 334001,China)

机构地区：[1]上饶师范学院江西省普通高校应用有机化学重点实验室,江西上饶334001 [2]上饶师范学院化学与环境科学学院,江西上饶334001

出　　处：《化学研究与应用》2019年第2期203-207,共5页Chemical Research and Application

基　　金：国家自然科学基金项目(61741510)资助;江西教育厅科学技术研究项目(GJJ170928)资助

摘　　要：联苯甲酰、对溴苯甲醛和乙酸铵缩合得到2-(4-溴苯基)-4,5-二苯基咪唑,再与4-(9H-咔唑-9-基)苯硼酸通过Suzuki偶联反应合成一种蓝色荧光材料4,5-二苯基-2-[4-(4-(9H-咔唑-9-基)苯基)苯基]-1H-咪唑,其结构经IR、~1H NMR、^(13)C NMR和MS表征。利用紫外-可见吸收光谱、荧光光谱、循环伏安法、TGA、DSC和理论计算研究了化合物的光学、电化学和热稳定性能。结果表明:化合物的最大吸收波长为341 nm,荧光发射波长为416 nm,HOMO和LUMO轨道能级分别为5.29 eV和2.11 eV。TGA和DSC测试结果表明该化合物具有良好的热稳定性能。A blue fluorescent material 2-[4-(4-(9 H-carbozol-9-yl)phenyl)phenyl]-4,5-diphenyl-1 H-imidazole had been synthesized by suzuki coupling of 4-(9 H-carbozol-9-yl)phenylboronic acid with 4,5-diphenyl-2-(4-bromophenyl)imidazole,which prepared from a benzil,4-bromobenzaldehyde and an ammonium acetate by condensation reaction.The structure was characterized by IR,1H NMR,13 C NMR and MS.The optical properties,electrochemical behaviour and thermal stability of the target product were investigated by UV-Vis absorption spectra,fluorescence emission spectra,cyclic voltammetry,TGA,DSC and theoretical calculations.The results indicated that the UV-Vis absorption peaks were observed at 341 nm,and the fluorescence emission peaks were showed at 416 nm.The HOMO and LUMO energy levels of the target product were estimated to be 5.29 eV and 2.11 eV,respectively.TGA and DSC analysis showed that the target product possesses good thermal stability.

关 键 词：咪唑 咔唑 光学性能 SUZUKI偶联 

分 类 号：O621.22[理学—有机化学]