Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (7): 1990-1995.DOI: 10.6023/cjoc201811003 Previous Articles     Next Articles



霍博超, 李斌, 苏杭, 曾宪强, 徐凯迪, 崔雷   

  1. 上海大学化学系 上海 200444
  • 收稿日期:2018-11-01 修回日期:2019-01-22 发布日期:2019-03-29
  • 通讯作者: 崔雷
  • 基金资助:


Linear and Cross-Linked Supramolecular Polymers Based on a Dibenzo-24-crown-8 Bridged Pillar[5]arene Dimer

Huo Bochao, Li Bin, Su Hang, Zeng Xianqiang, Xu Kaidi, Cui Lei   

  1. Department of Chemistry, Shanghai University, Shanghai 200444
  • Received:2018-11-01 Revised:2019-01-22 Published:2019-03-29
  • Contact: 10.6023/cjoc201811003
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21772118, 21472122).

One hybrid host molecule of dibenzo-24-crown-8 bridged pillar[5]arene dimer (1) was designed and synthesized. The combination of host 1 and ditopic guest 2 containing two 5-(1H-1,2,3-triazol-1-yl)pentanenitrile (TAPN) binding sites could afford linear AA/BB-type supramolecular polymers based on TAPN•pillar[5]arene recognition motif. Further introduction of ditopic guest 3 containing two secondary ammonium parts yields cross-linked supramolecular polymers through the host-guest inclusion between dibenzo-24-crown-8 and secondary ammonium salt. The supramolecular polymers were characterized by various techniques such as 1H NMR, viscosity, DOSY and SEM, indicating that the formation of these supramolecular polymer was concentration-dependent. The critical polymerization concentration (CPC) of the formation of linear supramolecular polymers in chloroform/acetone (V:V=4:1) solutions is 28 mmol/L. This work provides a new strategy for the fabrication of novel supramolecular aggregates based on orthogonal host-guest interactions of hybrid macrocycles.

Key words: supramolecular polymer, crown ether, pillararene, hybrid host