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化学学报
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化学学报 ›› 2005, Vol. 63 ›› Issue (14): 1323-1328. 上一篇    下一篇

研究论文

V形咔唑衍生物的合成及荧光性质

王伟1，方奇*1 2，刘志强1，曹笃霞3，邓敏智2   

  1. (1山东大学晶体材料国家重点实验室 济南 250100)
    (2中国科学院上海有机化学研究所有机氟化学重点实验室 上海 200032)
    (3济南大学材料科学与工程学院 济南 250022)
  • 投稿日期:2004-06-15 修回日期:2005-03-14 发布日期:2010-12-10
  • 通讯作者: 方奇

Synthesis and Fluorescence of Two V-shaped Carbazole Derivatives

WANG Wei1, FANG Qi*1,2, LIU Zhi-Qiang1, CAO Du-Xia3, DENG Min-Zhi2   

  1. (1 State Key Laboratory of Crystal Materials, Shandong University, Jinan 250100)
    (2 Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
    (3 College of Materials and Engineering, Jinan University, Jinan 250022)
  • Received:2004-06-15 Revised:2005-03-14 Published:2010-12-10
  • Contact: FANG Qi

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被引次数

4

以N-烷基咔唑作为电子给体和共轭桥中心, 二米基硼作为端基电子受体, 合成了两个V形A-π-D-π-A型新化合物: 3,6-二{[(E)-2-(5-二米基硼)噻吩]乙烯基}-N-丁基-咔唑 {N-butyl-3,6-bis{(E)-2-[5-(dimesitylboryl)thiophen-2-yl]-vinyl}-carbazole, BBTC}和3,6-二[(E)-(4-二米基硼)苯乙烯基]-N-己基-咔唑, {N-hexyl-3,6-bis[(E)-4-(dimesitylboryl)-styryl]-carbazole, BBSC}. 这两个化合物在蓝绿光波段都有较强的荧光发射. 光谱数据表明, 扩大共轭体系并在端基引入含硼基团导致吸收谱和发射谱显著红移, 并增大分子内电荷转移.

关键词: 咔唑衍生物, 有机硼化合物, V形分子, 荧光

Two new V-shaped A-π-D-π-A type compounds, N-butyl-3,6-bis{(E)-2-[5-(dimesitylboryl)thiophen-2-yl]vinyl}carbazole (BBTC) and N-hexyl-3,6-bis[(E)-4-(dimesitylboryl)styryl]-carbazole (BBSC), with trivalent boron and carbazole as electron acceptor and the core of π-conjugated bridge respectively, were synthesized. All these carbazole derivatives can emit strong blue-green fluorescence either in solution or in solid state. Both the absorption and emission band have been greatly red-shifted when trivalent boron was introduced at the terminal as electron acceptor or the phenyls in π-conjugated bridge were replaced by thienyls.

Key words: carbazole derivative, organoboron compound, V-shaped molecule, fluorescence