应用化学

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3-氨基-6-(2-(4-吡啶基)乙烯基)-9-丁基咔唑的合成及性质

张平1,2,李杰1,黄建炎1,杨家祥1*   

  1. (1.安徽大学化学化工学院 合肥 233039;2.安徽科技学院化学系 凤阳 233100)
  • 收稿日期:2013-12-11 修回日期:2014-05-09 出版日期:2014-09-04 发布日期:2014-09-04
  • 通讯作者: 杨家祥,教授; Tel:0551-5108151; Fax:0551-5107342; E-mail:jxyang@ahu.edu.cn; 研究方向:有机光电功能材料
  • 基金资助:
    国家自然科学基金(61107014)安徽省自然科学基金(1208085MB21)安徽省教育厅自然科学基金(KJ2010B299)资助项目

Synthesis and Properties of 3-Amino-9-butyl-6-(2-(pyridin-4-yl)vinyl)-carbazole

ZHANG Ping1,2, LIU Jie1, HUANG Jianyan1, YANG Jiaxiang1*   

  1. (1.College of Chemistry and Chemical Engineering,Anhui University,Hefei 233039; China;
    2.Department of Chemistry,Anhui Science and Technolgy University,Fengyang 233100;China)
  • Received:2013-12-11 Revised:2014-05-09 Published:2014-09-04 Online:2014-09-04

摘要: 通过咔唑的烷基化、硝化、碘化、Heck偶联反应、水合肼还原,设计合成了一种新型D-π-A结构的咔唑衍生物3-氨基-6-(2-(4-吡啶基)乙烯基)-9-丁基咔唑(L)。 化合物的结构通过红外、核磁氢谱、碳谱和质谱等技术手段的表征。 通过测定在不同溶剂中的紫外、荧光、循环伏安和理论计算,初步研究了化合物L的光学、电化学性质和电子结构。 研究结果表明,化合物L的紫外吸收光谱和荧光发射光谱随着溶剂极性的增加发生不同程度的红移。

关键词: 咔唑衍生物, 结构表征, 光学性质

Abstract: A novel donor-π-acceptor(D-π-A) type carbazole derivative(L) was designed and synthesized through alkylation, nitration, iodination, Heck cross-coupling reaction and hydrazine hydrate reduction reaction of carbazole. Compound L was characterized by FT-IR, 1H NMR, 13C NMR and MS. The optical, electrochemical properties and electronic cloud distribution of compound L were preliminarily studied by means of UV-Vis absorption spectra, fluorescent emission spectra, cyclic voltammogram and theoretical calculation. The results revealed that UV-Vis absorption and fluorescence spectra of compound L red-shifted with the increasing solvent polarity.

Key words: carbazole derivative, structural characterization, optical properties

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