Dual-Regulation of Supramolecular Chirality in Achiral Side-Chain Azobenzene Liquid-Crystalline Polymers

IF 2.8 4区化学 Q2 CHEMISTRY, ANALYTICAL Chirality Pub Date : 2024-07-21 DOI:10.1002/chir.23701

Chenrong Yuan, Ge Shi, Junle Zhang, Zhenqian Zhang, Yanjie He, Wenjie Zhang, Xiaoguang Qiao, Minying Liu, Xinchang Pang

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Abstract

Azobenzene (Azo) liquid-crystalline polymers are intriguing due to their unique photo-induced isomerization and supramolecular chirality. However, clarification on multicomponent chiral induction towards Azo polymers remains ambiguous and challenging. Herein, chiral solvents and amines were employed to control the chiroptical activity of achiral Azo polymers. Methyl L-/D-lactate was added as the poor solvent and chiral inducer to achieve the first chiral induction in Azo aggregates. Chiral amines were utilized for the second chiral induction based on the acid–base interactions between the carboxyl groups of polymers and amines. The chiral enhancement and inversion of Azo units could be observed through the synergistic or antagonistic effect between solvents and amines. The impacts of solvent, chemical structures, feed ratio, enantiomeric excess, and temperature on supramolecular chirality were systematically studied. Furthermore, this system displayed the chiroptical switching property and chiral recovery under reversible irradiation.

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手性侧链偶氮苯液晶聚合物中超分子手性的双重调控。

偶氮苯（Azo）液晶聚合物因其独特的光诱导异构化和超分子手性而引人入胜。然而，对偶氮聚合物的多组分手性诱导的澄清仍然是模糊和具有挑战性的。本文采用手性溶剂和胺来控制非手性偶氮聚合物的手性活性。添加 L-/D-乳酸甲酯作为贫溶剂和手性诱导剂，首次在偶氮聚合物中实现了手性诱导。根据聚合物羧基和胺之间的酸碱相互作用，利用手性胺进行第二次手性诱导。通过溶剂和胺之间的协同或拮抗作用，可以观察到偶氮单元的手性增强和反转。系统研究了溶剂、化学结构、进料比、对映体过量和温度对超分子手性的影响。此外，该体系在可逆辐照条件下显示出了手性切换特性和手性恢复。

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来源期刊

Chirality 医学-分析化学

CiteScore

4.40

自引率

5.00%

发文量

124

审稿时长

1 months

期刊介绍： The main aim of the journal is to publish original contributions of scientific work on the role of chirality in chemistry and biochemistry in respect to biological, chemical, materials, pharmacological, spectroscopic and physical properties. Papers on the chemistry (physiochemical, preparative synthetic, and analytical), physics, pharmacology, clinical pharmacology, toxicology, and other biological aspects of chiral molecules will be published.