有机化学 ›› 2016, Vol. 36 ›› Issue (4): 855-861.DOI: 10.6023/cjoc201510030 上一篇    下一篇

研究简报

氨基与冠醚双官能团四苯乙烯衍生物自组装及其聚集诱导荧光研究

卞松a, 叶家海a, 樊政a, 张文超a, 王乐勇b   

  1. a. 南京理工大学化工学院 南京 210094;
    b. 南京大学化学化工学院 超分子化学与智能材料实验室 南京 210093
  • 收稿日期:2015-10-26 修回日期:2015-12-09 发布日期:2015-12-15
  • 通讯作者: 叶家海, 王乐勇 E-mail:yejiahai@njust.edu.cn;lywang@nju.edu.cn

Assembly of Tetraphenylethene Containing Amine and Crown Ether Units and Aggregation-Induced Emission Properties

Bian Songa, Ye Jia-Haia, Fan Zhenga, Zhang Wenchaoa, Wang Leyongb   

  1. a. School of Chemical Engineering, Nanjing Univesity of Science and Technology, Nanjing 210094;
    b. Laboratory for Supramolecular Chemistry and Dynamic. Materials, School of Chemistry and Chemical Engineering, Nanjing Universty, Nanjing 210093
  • Received:2015-10-26 Revised:2015-12-09 Published:2015-12-15

冠醚和二级铵盐结构的分子经常被用来构建超分子自组装体,报道了一种不对称的四苯乙烯衍生物单体,其分别与二苯并-24-冠-8(DB24C8)和二级铵盐结构单元通过点击化学反应连接,通过核磁共振氢谱、碳谱和质谱得到结构表征.通过核磁滴定显示出冠醚和二级铵盐结构在酸性条件下能够形成超分子组装体,并初步研究了其在乙腈/水溶液中的聚集诱导荧光性能.

关键词: 四苯乙烯, 二苯并-24-冠--8, 二级铵盐, 超分子聚合物, 聚集诱导荧光

Dibenzo-24-crown-8 (DB24C8) and dibenzylammonium (DBA) are always utilized for the construction of supramolecular assemblies. We reported a new kind supramolecular assembly polymer constructed by M1 which was synthesized from tetraphenylethene (TPE) linked with DB24C8 and DBA through click reaction. The chemical structures of all the compounds were fully characterized by 1H NMR, 13C NMR, and MS. The 1H NMR titration showed that the supramolecular assembly was successfully constructed in acidic condition. The fluorescent results showed that the assemblies displayed ratio-metric properties with the changes of aggregation-induced emission and monomer-emission, and fluorescence quenching with addition of Pd2+.

Key words: tetraphenylethene, DB24C8, secondary ammonium ion, supramolecular polymer, aggregations-induced emission