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Threading the Needle: Fluorescent Poly-pseudo-rotaxanes for Size-Exclusion Sensing
Chemistry of Materials ( IF 7.2 ) Pub Date : 2016-04-11 00:00:00 , DOI: 10.1021/acs.chemmater.6b00186 Niamh Willis-Fox 1, 2 , Christian Belger 2 , John F. Fennell 2 , Rachel C. Evans 1 , Timothy M. Swager 2
Chemistry of Materials ( IF 7.2 ) Pub Date : 2016-04-11 00:00:00 , DOI: 10.1021/acs.chemmater.6b00186 Niamh Willis-Fox 1, 2 , Christian Belger 2 , John F. Fennell 2 , Rachel C. Evans 1 , Timothy M. Swager 2
Affiliation
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Poly-pseudo-rotaxanes have been formed through the threading of cucurbit[n]urils (CB[n]) onto the cationic electron-poor poly(pyridyl vinylene), PPyV. The threading of CB[n] onto the PPyV backbone is confirmed by a broadening and upfield shift in the PPyV1H NMR signals. Encapsulation of PPyV within the CB[n] macrocycles produces dramatic fluorescence enhancements with improved solubility. The threading ability of the CB[n] on the PPyV backbone is governed by the dimensions of the particular CB[n] portal, which grows with increasing number of methylene-bridged glycoluril repeat units. CB[5] is too small to thread onto the PPyV backbone. The portal of CB[6] requires extra time, suggesting high preorganization and/or macrocycle deformation are required to thread onto PPyV. Alternatively, the portal of CB[8] appears to be large enough such that it does not have sufficiently large dipole–dipole interactions with the PPyV chain to promote a strong threading equilibrium. However, we find that the portal of CB[7] is optimal for the threading of PPyV. The PPyV-CB[n] system was further exploited to demonstrate a dual-action sensor platform, combining the PL-responsive behavior demonstrated by PPyV toward electron-rich analytes with the size-exclusion properties imparted by volume of the respective CB[n] cavities. Thin films of PPyV-CB[7] were found to display reversible photoluminescence quenching when exposed to vapors of the biologically relevant molecule indole, which is recovered under ambient conditions, suggesting prospects for new size-exclusion based selective sensory schemes for volatile electron-rich analytes.
中文翻译：
穿刺针：用于尺寸排阻传感的荧光聚假轮烷
聚伪-rotaxanes已经通过葫芦的螺纹[形成Ñ ]环联脲（CB [N] ）到阳离子贫电子的聚（吡啶基亚乙烯基），PPyV。的螺纹CB [N]到PPyV骨架被在一个展宽和高磁场移位确认PPyV 1 1 H NMR信号。PPyV在CB [n]大环内的封装产生了显着的荧光增强，并具有改善的溶解度。PPyV主干上CB [n]的穿线能力由特定CB [n]的尺寸决定门户，随着亚甲基桥甘脲重复单元数量的增加而增长。CB [5]太小，无法穿入PPyV主干。CB [6]的门户网站需要额外的时间，这表明需要高预组织和/或大环变形才能穿入PPyV。另外，CB [8]的门户似乎足够大，以至于它与PPyV链之间没有足够大的偶极-偶极相互作用，无法促进强烈的穿线平衡。但是，我们发现CB [7]的门户对于PPyV的线程化是最佳的。所述PPyV -CB [n]的进一步利用该系统演示了双重作用的传感器平台，将PPyV对富电子分析物的PL响应行为与相应CB [n]腔的体积赋予的尺寸排阻特性相结合。发现PPyV -CB [7]薄膜在暴露于生物学相关分子吲哚的蒸气时会显示出可逆的光致发光猝灭，这种吲哚在环境条件下会被回收，这为基于新的尺寸排阻的选择性电子方案提供了前景，该方案适用于富含挥发性电子的选择性传感方案。分析物。
更新日期：2016-04-11
中文翻译：
穿刺针：用于尺寸排阻传感的荧光聚假轮烷
聚伪-rotaxanes已经通过葫芦的螺纹[形成Ñ ]环联脲（CB [N] ）到阳离子贫电子的聚（吡啶基亚乙烯基），PPyV。的螺纹CB [N]到PPyV骨架被在一个展宽和高磁场移位确认PPyV 1 1 H NMR信号。PPyV在CB [n]大环内的封装产生了显着的荧光增强，并具有改善的溶解度。PPyV主干上CB [n]的穿线能力由特定CB [n]的尺寸决定门户，随着亚甲基桥甘脲重复单元数量的增加而增长。CB [5]太小，无法穿入PPyV主干。CB [6]的门户网站需要额外的时间，这表明需要高预组织和/或大环变形才能穿入PPyV。另外，CB [8]的门户似乎足够大，以至于它与PPyV链之间没有足够大的偶极-偶极相互作用，无法促进强烈的穿线平衡。但是，我们发现CB [7]的门户对于PPyV的线程化是最佳的。所述PPyV -CB [n]的进一步利用该系统演示了双重作用的传感器平台，将PPyV对富电子分析物的PL响应行为与相应CB [n]腔的体积赋予的尺寸排阻特性相结合。发现PPyV -CB [7]薄膜在暴露于生物学相关分子吲哚的蒸气时会显示出可逆的光致发光猝灭，这种吲哚在环境条件下会被回收，这为基于新的尺寸排阻的选择性电子方案提供了前景，该方案适用于富含挥发性电子的选择性传感方案。分析物。
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