溴苯封端的喹啉低聚酰胺螺旋折叠体分子的合成与聚集诱导发光性质

doi:10.7523/j.issn.2095-6134.2019.05.017

中国科学院大学学报 ›› 2019, Vol. 36 ›› Issue (5): 709-715.DOI: 10.7523/j.issn.2095-6134.2019.05.017

溴苯封端的喹啉低聚酰胺螺旋折叠体分子的合成与聚集诱导发光性质

王文韬, 刘彦伟, 慕文静, 齐婷

中国科学院大学化学科学学院, 北京 100049

收稿日期:2018-04-08 修回日期:2018-05-15 发布日期:2019-09-15
通讯作者: 齐婷
基金资助:
国家自然科学基金青年基金（21402193）资助

Synthesis and aggregation induced emission of quinoline-based oligoamide helical foldamers capped with bromobenzene

WANG Wentao, LIU Yanwei, MU Wenjing, QI Ting

School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing 100049, China

Received:2018-04-08 Revised:2018-05-15 Published:2019-09-15

摘要/Abstract

摘要： 设计合成以溴苯封端的两个具有不同长度和不同侧链的喹啉低聚酰胺折叠体分子，并对化合物用紫外光谱、荧光光谱、原子力显微镜（AFM）和扫描电子显微镜（SEM）进行表征。结果显示，侧链对聚集态的形貌几乎没有影响，不同的形貌对荧光强度的影响较大。研究该化合物在THF-H₂O二元溶剂体系中和薄膜状态下的光致发光行为，结果表明此类化合物呈现聚集诱导发光（AIE）现象。化合物在THF溶液中几乎不发光，但在固态时的光致发光强度是在THF-H₂O二元溶剂体系中的数十倍。这种AIE现象是由折叠体分子稳定的螺旋结构抑制分子内单键的自由旋转和分子间的最紧密堆积所导致的，同时AIE效应受溶剂的影响较大。

关键词: 喹啉, 低聚酰胺折叠体, 螺旋, 聚集诱导发光

Abstract: Two bromobenzene-capped quinoline-based oligoamide foldamers with different lengths and different side chains are designed and synthesized. The compounds have been characterized by UV-Vis, fluorescence spectra, atomic force microscopy (AFM), and scanning electron microscopy (SEM). The results show that the side chains have no effects on the morphology of the aggregated state and the different aggregated morphologies have great influence on the fluorescence intensity. The photoluminescence behavior of the compounds in THF-H₂O binary solvent system and films has been studied, and these compounds display aggregation-induced emissions (AIE). They hardly emit light in the solution state, whereas the photoluminescence intensity in the solid state is several dozen times higher than that in THF-H₂O binary solvent system. This AIE phenomenon is caused by the stable helical structure of foldamers which restricts the intramolecular random rotation of single bonds and intermolecular closest packing. Moreover, the AIE effect of the foldamers is strongly affected by solvents.

Key words: quinoline, oligoamide foldamers, helical, aggregation-induced emission

中图分类号:

TQ617.3

王文韬, 刘彦伟, 慕文静, 齐婷. 溴苯封端的喹啉低聚酰胺螺旋折叠体分子的合成与聚集诱导发光性质[J]. 中国科学院大学学报, 2019, 36(5): 709-715.

WANG Wentao, LIU Yanwei, MU Wenjing, QI Ting. Synthesis and aggregation induced emission of quinoline-based oligoamide helical foldamers capped with bromobenzene[J]. , 2019, 36(5): 709-715.

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溴苯封端的喹啉低聚酰胺螺旋折叠体分子的合成与聚集诱导发光性质

Synthesis and aggregation induced emission of quinoline-based oligoamide helical foldamers capped with bromobenzene

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