具有AIE特性的有机凝胶剂的合成及其可逆酸/碱响应性能

摘要合成了2种具有聚集诱导发光(AIE)特性的香豆素类有机凝胶剂cou-C8b和cou-C10b。这2种凝胶剂可以在一些醇类溶剂(如乙醇、异丙醇和叔戊醇等)及丙酮中形成稳定的凝胶,通过加热-冷却处理可实现溶液-凝胶的多次循环转变。傅里叶变换红外光谱(FT-IR)、X-射线衍射(XRD)、扫描电子显微镜(SEM)和浓度依赖性¹H NMR测试分析表明氢键、π-π相互作用和范德华力等作用促进了自组装过程。紫外可见吸收光谱和荧光光谱研究了2种凝胶剂的光学性质,结果表明体系在热溶液状态下基本没有或很弱的荧光,而在冷却的凝胶状态却出现很强的黄色荧光,表现出明显AIE效应。此外,理论计算表明AIE效应可能是由于分子间非共价相互作用造成分子内运动受限(RIMs)。另外,2种凝胶均表现出可逆酸/碱响应性能,凝胶结构在加入NaOH溶液后塌陷并呈现出明亮的青蓝色荧光,然而再加入HCl溶液可以再次成胶并恢复原始的黄色荧光。这表明此类凝胶剂在发光纳米结构器件的制造中具有潜在的应用价值。

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	张家财
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关键词：有机凝胶剂聚集诱导发光香豆素可逆酸/碱响应性能

Abstract： Two coumarin organogelators with aggregation-induced emission (AIE) characteristics, cou-C8b and cou-C10b, were synthesized. They can form stable gels in several alcoholic solvents (such as ethanol, isopropanol and tert-amyl alcohol) and acetone, and multiple cycle transitions of sol-gel can be achieved by heating-cooling treatment. The Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), scanning electron microscope (SEM) and concentration-dependent ¹H NMR indicated that hydrogen bonds, π-π interactions and van der Waals forces promoted the self-assembly process. The optical properties of two organogelators were studied by UV-Vis absorption spectra and fluorescence spectra, and it was indicated that the hot sol states exhibited almost none or very weak fluorescence, while the gel states appeared strong yellow fluorescence after cooling, showing an obvious AIE effect. Furthermore, the theoretical calculation indicated that the AIE effect may be due to the intermolecular non-covalent interactions which caused the restriction of the intramolecular motions (RIMs). In addition, these two organogels showed reversible acid/base response properties, after the addition of NaOH solution, the gel structures collapsed and showed bright cyan-blue fluorescence, while the samples can restore gels again and recover the original yellow fluorescence with the addition of HCl solution. This result indicates that this type of organogelators has the potential application value in the manufacture of light-emitting nanostructured devices.

Keywords： organogelators aggregation-induced emission coumarin reversible acid/base response properties

Received 2022-02-21;

Corresponding Authors: 曲红梅,副教授,ququhongmei@126.com Email: ququhongmei@126.com

About author: 张家财(1997—),男,硕士研究生,现从事香豆素类荧光有机凝胶剂方面的研究。

引用本文:

张家财, 段兴宇, 孙一萍, 张晓焜, 曲红梅.具有AIE特性的有机凝胶剂的合成及其可逆酸/碱响应性能[J]. 化学工业与工程, 2025,42(1): 19-31

ZHANG Jiacai, DUAN Xingyu, SUN Yiping, ZHANG Xiaokun, QU Hongmei.Synthesis of organogelators with AIE characteristics and their reversible acid/base response properties[J]. Chemcial Industry and Engineering, 2025,42(1): 19-31

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