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新型含氟硼二吡咯的柱[5]芳烃基荧光[2]轮烷及其超分子凝胶的多刺激敏感行为

Multistimuli Sensitive Behavior of Novel Bodipy-Involved Pillar[5]arene-Based Fluorescent [2]Rotaxane and Its Supramolecular Gel.

作者信息

Sun Nana, Xiao Xin, Li Wenjun, Jiang Jianzhuang

机构信息

Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials Department of Chemistry University of Science and Technology Beijing Beijing 100083 China.

Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials Department of Chemistry University of Science and Technology Beijing Beijing 100083 China; Department of Chemistry Guizhou University Guiyang 550025 China.

出版信息

Adv Sci (Weinh). 2015 May 26;2(9):1500082. doi: 10.1002/advs.201500082. eCollection 2015 Sep.

Abstract

Fluorescent [2]rotaxane BC12P5 is successfully constructed with 1,4-diethoxypillar[5]arene as wheel over a long alkyl axle with Bodipy chromophore as one stopper for the first time. NMR spectra clearly reveal its molecular shuttle nature triggered by multiple external stimuli including solvent polarity and temperature. In particular, the fluorescence nature introduced into [2]rotaxane BC12P5 renders it a good sensor for the external stimuli. Nevertheless, the supramolecular gel successfully fabricated from this novel rotaxane system via self-assembly in dimethyl sulfoxide (DMSO) also shows reversible gel-sol phase transition upon multiple external stimuli such as heating/cooling, shaking/resting, or the addition of different anions. Interestingly, exposure of the supramolecular gel film to HCl or ammonia vapor induces the change in the film fluorescence intensity, endowing this system with a potential application in gas detecting.

摘要

首次成功构建了以1,4 - 二乙氧基柱[5]芳烃为轮、带有Bodipy发色团作为一个封端基的长链烷基轴的荧光[2]轮烷BC12P5。核磁共振光谱清楚地揭示了其由包括溶剂极性和温度在内的多种外部刺激引发的分子穿梭性质。特别地,引入到[2]轮烷BC12P5中的荧光性质使其成为外部刺激的良好传感器。然而,通过在二甲基亚砜(DMSO)中自组装由这种新型轮烷体系成功制备的超分子凝胶在加热/冷却、摇晃/静置或添加不同阴离子等多种外部刺激下也显示出可逆的凝胶 - 溶胶相变。有趣的是,将超分子凝胶膜暴露于HCl或氨蒸气会引起膜荧光强度的变化,赋予该体系在气体检测中的潜在应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d69/5115378/8d16352c70d3/ADVS-2-0j-g005.jpg

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