Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (1): 175-180.DOI: 10.6023/cjoc201907042 Previous Articles     Next Articles

基于柱[5]芳烃主客体包结构筑分子响应型超分子水凝胶

王姣, 姚虹, 周琦, 阚晓彤, 樊彦青, 关晓文, 张有明, 林奇, 魏太保   

  1. 西北师范大学化学化工学院 甘肃省生态环境高分子材料重点实验室 生态功能高分子材料教育部重点实验室 兰州 730070
  • 收稿日期:2019-07-27 修回日期:2019-09-07 发布日期:2019-09-18
  • 通讯作者: 姚虹, 魏太保 E-mail:yhxbz@126.com;weitaibao@126.com
  • 基金资助:
    国家自然科学基金(Nos.21662031,21661028,21574104)资助项目.

Molecule-Responsive Supramolecular Hydrogel Constructed from Pillar[5]arene Based on Host-Guest System

Wang Jiao, Yao Hong, Zhou Qi, Kan Xiaotong, Fan Yanqing, Guan Xiaowen, Zhang Youming, Lin Qi, Wei Taibao   

  1. Key Laboratory of Eco-environmental Polymer Materials of Gansu Province, Key Laboratory of Eco-functional Polymer Materials of the Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2019-07-27 Revised:2019-09-07 Published:2019-09-18
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21662031, 21661028, 21574104).

The host-guest interaction was qualified as an ideal drive force to form stable inclusion complexes with macrocyclic host molecules in aqueous solution. Herein, a multi-responsive supramolecular hydrogel was constructed based on a functionalized benzimidazole derivative guest (M) with soluble pillar[5]arene as a host group. The mechanism of hydrogel formation was explored by the 1H NMR, 2D NOESY and scanning electron microscope (SEM) in depth study. Interestingly, host-guest inclusion, the ordered "exo-wall" π-π interaction and hierarchical stacking of pillar[5]arene was indispensable to obtain the supramolecular hydrogel, which endowed the gel system with response to temperature change/chemical stimuli. Upon addition of competitive guests adiponitrile (ADN)/paraquat (PQ), pillar[5]arene-based hydrogel could be converted into sol. Herein, the organic molecules could be selectively recognized by the hydrogel.

Key words: supramolecular hydrogel, soluble pillar[5]arene, competitive inclusion, molecular recognition, self assembly