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日用化学工业(中英文) ›› 2024, Vol. 54 ›› Issue (5): 507-513.doi: 10.3969/j.issn.2097-2806.2024.05.002

• 基础研究 • 上一篇    下一篇

一种含偶氮苯的二肽表面活性剂的合成及自组装行为

赵淋淋,焦宇恬,赵莉*(),王策,徐宝财*()   

  1. 北京工商大学 轻工科学与工程学院,北京 100048
  • 收稿日期:2024-01-28 修回日期:2024-05-05 出版日期:2024-05-22 发布日期:2024-05-21
  • 基金资助:
    国家自然科学基金资助项目(22008002);北京市属事业单位青年拔尖人才培养项目(BPHR2203049)

Synthesis and self-assembly of an azobenzene-containing dipeptide surfactant

Linlin Zhao,Yutian Jiao,Li Zhao*(),Ce Wang,Baocai Xu*()   

  1. School of Light Industry Science and Engineering, Beijing Technology and Business University, Beijing 100048, China
  • Received:2024-01-28 Revised:2024-05-05 Online:2024-05-22 Published:2024-05-21
  • Contact: *E-mail: zhaol@btbu.edu.cn (Li Zhao); xubaoc@btbu.edu.cn (Baocai Xu).

摘要:

合成了尾端含有偶氮苯基团的双甘肽衍生表面活性剂(Azo-C6-GG)。在各种弱相互作用的驱动下,Azo-C6-GG自组装形成囊泡结构。紫外光照诱导反式偶氮苯转变为顺式结构,但自组装结构依然为囊泡。Azo-C6-GG和α-环糊精(α-CD)可以形成超两亲分子(Azo-C6-GG@α-CD)。偶氮苯基团进入环糊精的空腔,但同时发现环糊精在烷基链和偶氮苯之间发生滑动。该超两亲分子自组装形成囊泡结构;紫外光照后,超两亲分子没有解体,但环糊精移动到烷基链部分。环糊精的结合部位对聚集结构没有造成明显的影响,均为囊泡结构。

关键词: 偶氮苯, 环糊精, 光照, 囊泡, 自组装

Abstract:

A glycylglycine-derived surfactant containing an azobenzene moiety as terminal (Azo-C6-GG) was synthesized. Azo-C6-GG self-assembled into vesicles driven by several non-covalent interactions. The trans-azobenzene transformed to cis-azobenzene after the irradiation of UV light, and vesicles were still formed in this cis-Azo-C6-GG system. A supra-amphiphile (Azo-C6-GG@α-CD) was formed after the addition of α-cyclodextrin (α-CD), which formed vesicles in aqueous solution. The azobenzene group was embedded into the cavity of α-CD, and meanwhile, the CD ring shuttled between the alkyl chain and the azobenzene group. After the UV light irradiation, the alkyl chain was embedded into the cavity of α-CD. The Azo-C6-GG@α-CD complexes were found to self-assemble into vesicles both before and after the UV light irradiation.

Key words: azobenzene, cyclodextrin, light irradiation, vesicle, self-assembly

中图分类号: 

  • TQ423