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An addressable packing parameter approach for reversibly tuning the assembly of oligo(aniline)-based supra-amphiphiles†
Chemical Science ( IF 7.6 ) Pub Date : 2018-04-02 00:00:00 , DOI: 10.1039/c8sc00068a
Wei Lyu 1, 2 , Maha Alotaibi 1, 3 , O Alexander Bell 1 , Kazuyoshi Watanabe 1 , Robert Harniman 1 , Benjamin M Mills 1 , Annela M Seddon 4, 5 , Sarah E Rogers 6 , Stephen M King 6 , Wei Yan 2 , Charl F J Faul 1
Affiliation  

We present a newly developed approach to non-covalently address the packing parameter of an electroactive amphiphile. The pH-responsive reversible switching of a tetra(aniline)-based cationic amphiphile, TANI-pentyl trimethylammonium bromide (TANI-PTAB), between self-assembled vesicles and nanowires by acid/base chemistry in aqueous solution is used to exemplify this approach. Trifluoroacetic acid (TFA) was selected as a prototypical acid to form emeraldine salt (ES) state (TANI(TFA)2-PTAB) vesicles for this new class of small-molecule supramolecular amphiphiles. UV-vis-NIR spectroscopy, transmission electron microscopy (TEM), tapping-mode atomic force microscopy (AFM), and fluorescence spectroscopy were used to investigate the reversible structural transformation from vesicles to nanowires. We show that utilising different protonic acid-dopants for TANI-PTAB can regulate the packing parameter, and thus the final self-assembled structures, in a predictable fashion. We envisage potential application of this concept as smart and switchable delivery systems.

中文翻译:


一种可寻址的堆积参数方法,用于可逆地调节基于寡聚(苯胺)的超两亲物的组装†



我们提出了一种新开发的方法来非共价地解决电活性两亲物的堆积参数。通过水溶液中的酸/碱化学作用,基于四(苯胺)的阳离子两亲物TANI-戊基三甲基溴化铵 ( TANI-PTAB ) 在自组装囊泡和纳米线之间进行 pH 响应可逆转换,用于举例说明这种方法。选择三氟乙酸( TFA )作为原型酸来形成翠绿亚胺盐(ES)态( TANI(TFA) 2 -PTAB )囊泡,用于这种新型小分子超分子两亲物。使用紫外-可见-近红外光谱、透射电子显微镜(TEM)、轻敲模式原子力显微镜(AFM)和荧光光谱来研究从囊泡到纳米线的可逆结构转变。我们表明,使用不同的质子酸掺杂剂进行TANI-PTAB可以以可预测的方式调节堆积参数,从而调节最终的自组装结构。我们设想这个概念作为智能和可切换的输送系统的潜在应用。
更新日期:2018-04-02
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