Synthesis and Self-Assembly of Alternating Amphiphilic Copolymer with Azobenzene Pendants

doi:10.6023/cjoc201905019

Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (10): 2952-2957.DOI: 10.6023/cjoc201905019 Previous Articles Next Articles

Special Issue: 有机超分子化学合辑

NOTES

含偶氮苯侧链两亲性交替共聚物的合成及自组装

吴嘉诚, 刘争卉, 姚远, 林绍梁^*()

华东理工大学材料科学与工程学院上海市先进聚合物材料重点实验室上海 200237

收稿日期:2019-05-10 修回日期:2019-05-26 发布日期:2019-05-28
通讯作者: 林绍梁 E-mail:slin@ecust.edu.cn
基金资助:
国家自然科学基金(Nos. 51622301);国家自然科学基金(51573088);国家自然科学基金(51873061);国家自然科学基金(91834301)

Synthesis and Self-Assembly of Alternating Amphiphilic Copolymer with Azobenzene Pendants

Wu, Jiacheng, Liu, Zhenghui, Yao, Yuan, Lin, Shaoliang^*()

Shanghai Key Laboratory of Advanced Polymeric Materials, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237

Received:2019-05-10 Revised:2019-05-26 Published:2019-05-28
Contact: Lin, Shaoliang E-mail:slin@ecust.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China(Nos. 51622301);Project supported by the National Natural Science Foundation of China(51573088);Project supported by the National Natural Science Foundation of China(51873061);Project supported by the National Natural Science Foundation of China(91834301)

A novel alternating amphiphilic copolymer poly(tetra glycol-a-N,N-bis[2-(1H-1,2,3-triazol-1-yl)ethyl]-4-phenyl- diazenyl-aniline) [P(EG₄-a-NAzo)] with azobenzene pendants was synthesized through the azide-alkyne click reaction, in which the hydrophilic unit was tetra glycol (EG₄) and N,N-bis[2-(1H-1,2,3-triazol-1-yl)ethyl]-4-phenyldiazenyl-aniline (NAzo) performed the hydrophobic unit. P(EG₄-a-NAzo) could self-assemble into worm-like aggregate in aqueous solution with initially low concentration. Because of its unique alternating topologies, the azobenzene moiety of P(EG₄-a-NAzo) micelle could not pile up orderly. This novel azobenzene copolymer has arisen new thoughts and approaches for the molecular design of photo-functional polymers.

Key words: click reaction, alternating copolymer, azobenzene, self-assembly

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Wu, Jiacheng, Liu, Zhenghui, Yao, Yuan, Lin, Shaoliang. Synthesis and Self-Assembly of Alternating Amphiphilic Copolymer with Azobenzene Pendants[J]. Chinese Journal of Organic Chemistry, 2019, 39(10): 2952-2957.

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Fig. & Tab. 4

Scheme 1. Synthesis steps of alternating copolymer P(EG4-a-NAzo)

Figure 1. 1H NMR spectra of NAzo-N3 (a), PAEG4 (b), P(EG4-a-NAzo) (c) and GPC spectrum of P(EG4-a-NAzo) (d)

Figure 2. UV-Vis absorption spectra of P(EG4-a-NAzo) in DMF upon irradiation of (a) 450 and (b) 530 nm light, and P(EG4-a-NAzo) micelles in water upon irradiation of (c) 450 and (d) 530 nm light

Figure 3. TEM of alternating P(EG4-a-NAzo) with concentrations of 0.1 (a, b) and 0.05 mg?mL–1(c, d) in aqueous solution

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含偶氮苯侧链两亲性交替共聚物的合成及自组装

Synthesis and Self-Assembly of Alternating Amphiphilic Copolymer with Azobenzene Pendants

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