N,N,N',N'-四[4-(4'-羧基)联苯基)]-9,10-蒽二胺的合成及荧光性质  

Synthesis and luminescent properties of N,N,N',N'-tetrakis( 4-( 4'-carboxyl) biphenyl)-9,10-anthenediamine

作　　者：张茂元 冯灵芝 史大斌[1] ZHANG Mao-yuan;FENG Ling-zhi;SHI Da-bin(School of Pharmaceutical Sciences,Zunyi Medical College,Zunyi 563000,China)

机构地区：[1]遵义医学院药学院,贵州遵义563000

出　　处：《化学研究与应用》2018年第9期1506-1510,共5页Chemical Research and Application

基　　金：国家自然科学基金项目(21362047)资助;贵州省社会发展科技攻关项目(黔科合SY字[2013]3061)资助;贵州省科学技术基金项目(黔科合J字[2014]2175)资助;遵义医学院博士启动基金项目(F-564)资助

摘　　要：以9,10-二溴蒽,二苯胺等为原料经Buchwald-Hartwig芳胺化、溴化、Suzuki偶联和水解等反应合成一个新的芳香四元羧酸N,N,N',N'-四[4-(4'-羧基)联苯基)]-9,10-蒽二胺。其结构经~1H NMR,^(13)C NMR和高分辨质谱表征。初步荧光研究表明,该化合物钠盐水溶液具有发绿光的性质,最大发射波长为497 nm,同时也有较好的荧光量子效率。循环伏安法测试得到其钠盐的HOMO和LUMO分别为-5. 2 eV和-4. 4 eV。A new aromatic tetracarboxylic acid,namely N,N,N',N'-tetrakis(4-(4′-carboxyl)biphenyl)-9,10-anthenediamine,was successfully synthesized from 1,4-dibromobenzene and diphenylamine via Buchwald-Hartwig,bromination,Suzuki coupling and hydrolytic reaction.The structure was characterized by 1H NMR,13 C NMR and HRMS.The fluorescent experiments showed that the emission maxima of the target compound was 497 nm in the aqueous solution.The result showed that the sodium salt of the target compound possessed green fluorescent property and good fluorescence quantum efficiency.Cyclic voltammetry experiments showed that the HOMO and LUMO of its sodium salt were-5.2 eV and-4.4 eV respectively.

关 键 词：芳香多羧酸 SUZUKI偶联反应 合成 荧光性质 循环伏安法 

分 类 号：O625.51[理学—有机化学]