有机化学 ›› 2016, Vol. 36 ›› Issue (6): 1389-1394.DOI: 10.6023/cjoc201512016 上一篇    下一篇

研究论文

含氨基蒽醌信号单元的咔唑磺胺类阴离子受体的合成及识别性能研究

谭赞, 杜欢, 吕新阳, 鲍小平   

  1. 贵州大学精细化工研究开发中心绿色农药与农业生物工程国家重点实验室培育基地教育部绿色农药与农业生物工程重点实验室贵阳 550025
  • 收稿日期:2015-12-11 修回日期:2016-01-21 发布日期:2016-02-02
  • 通讯作者: 鲍小平 E-mail:baoxp_1980@aliyun.com
  • 基金资助:

    国家自然科学基金(No.21161005)资助项目.

Synthesis and Recognition Properties of Carbazole Sulfonamide-Based Anion Receptor Containing the Aminoanthraquinone Signalling Units

Tan Zan, Du Huan, Lü Xinyang, Bao Xiaoping   

  1. State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025
  • Received:2015-12-11 Revised:2016-01-21 Published:2016-02-02
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21161005).

设计合成了含氨基蒽醌信号单元的咔唑磺胺类阴离子受体L, 通过1H NMR、13C NMR、MS、IR和元素分析对其结构进行了表征. UV-Vis与荧光光谱滴定实验表明, 在二甲基亚砜(DMSO)中L对F-表现出了高选择性识别并与之形成了1:1型氢键配合物. 此外, F-诱导受体L的荧光出现明显猝灭且使受体溶液由红色变为紫红色, 表明L可同时作为F-的荧光和比色传感器加以使用.

关键词: 氨基蒽醌, 咔唑磺胺, 阴离子识别, 氢键

A novel carbazole sulfonamide-based anion receptor (L) containing the aminoanthraquinone signalling units was designed and synthesized, which was characterized by 1H NMR, 13C NMR, MS, IR and elemental analysis. The obtained results from UV-Vis and fluorescence titrations indicated that receptor L realized a highly selective recognition of F- via the formation of a 1:1 H-bonding complex. Moreover, the presence of F- induced a significant fluorescent quenching and a color change (from red to purple-red) of dimethyl sulfoxide (DMSO) solution of L, suggesting its potential as fluorescent and colorimetric sensors for the detection of F-.

Key words: aminoanthraquinone, carbazole sulfonamide, anion recognition, hydrogen bond