两个新型芳香四元羧酸的合成及荧光性质  

Synthesis and luminescent properties of two new aromatic tetracarboxylic acids

作　　者：孟超[1] 支太兴 史大斌[1] MENG Chao;ZHI Taixin;SHI Dabin(School of Pharmaceutical Sciences,Zunyi Medical College,Zunyi 563000,ChinaChin)

机构地区：[1]遵义医学院药学院,贵州遵义563000

出　　处：《功能材料》2018年第7期7116-7120,共5页Journal of Functional Materials

基　　金：国家自然科学基金资助项目(21362047);贵州省社会发展科技攻关资助项目(黔科合SY字[2013]3061);贵州省自然科学基金资助项目(黔科合J字[2014]2175)

摘　　要：以1,4-二溴苯,二苯胺等为原料经Buchwald-Hartwig芳胺化、溴化、Suzuki偶联、Heck和水解等反应合成两个新型长链芳香四元羧酸,即N,N,N’,N’-四[4-(4’-羧基)联苯基]-1,4-苯二胺(4)和N,N,N’,N’-四[4-(2-羧基乙烯基)苯基]-1,4-苯二胺(6)。其结构经1 H NMR,13 C NMR和高分辨质谱表征。通过UV-Vis和荧光光谱(FL)考察了目标产物的光物理性能。结果表明,化合物4和6紫外吸收峰分别为254,360和254,374nm,分别以360和374nm为激发波长,化合物4和6的钠盐水溶液的最大发射波长分别为530和525nm,具有发绿光的性质,同时也有较好的荧光量子效率。Two new extended aromatic tetracarboxylic acids,namely,N,N,N＇,N＇-tetrakis（4-（4＇-carboxyl）biphenyl）-1,4-phenylenediamine and N,N,N＇,N＇-tetrakis（4-（2-carboxylvinyl）phenyl）-1,4-phenylenediamine were successfully synthesized from 1,4-dibromobenzene and diphenylamine via Buchwald-Hartwig,bromination,Suzuki coupling,Heck and hydrolytic reaction.Their structures were characterized by 1 H NMR,13 C NMR and HRMS.UV-Vis and fluorescence spectroscopy were used to study their photophysics properties.The results show that compound 4 and 6 have UV absorption peaks at 254,360 and 254,374 nm in the aqueous solution respectively,and their emission maxima in the aqueous solution are 530 and 525 nm excited by 360 and374 nm respectively.Moreover,compound 4 and 6 possess green fluorescent properties and good fluorescence quantum efficiency.

关 键 词：芳香四元羧酸 HECK反应 SUZUKI偶联反应 合成 荧光性质 

分 类 号：O625.51[理学—有机化学]