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Ionic self-assembly of ammonium-based amphiphiles and negatively charged bodipy and porphyrin luminophores

机译:铵基两亲物和带负电荷的双联体和卟啉发光体的离子自组装

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摘要

This paper describes the synthesis of wedge-sbaped, charged amphiphilic molecules bearing an ammonium group at the tip that are able to organize negatively charged luminophores through an ionic self-assembly (ISA) process into discotic liquid-crystalline materials. For this purpose, two negatively charged luminescent molecules, 4,4-difluoro-1,3,5,7,8-pentamethyl-2,6-disulfonato-4-bora-3a,4a-diaza-s-indacene (sulfobodipy(2-)) and tetrakis(4-sulfonatophenyl)porphyrin (TPpS(4-)), were tested. The neutral luminescent complexes obtained through ISA form columnar mesophases that display hexagonal symmetry. Molecular modeling provides a structural description of the discotic mesophases in which the anionic luminophores are stacked in the middle of the disks. The key role of the amide linkage in the stabilization of the columnar architecture was probed by using infrared spectroscopy. Fluorescence microscopy has been used to show that the complexes are luminescent in both the solid and mesomorphic states.
机译:本文介绍了在尖端带有铵基的楔形,带电的两亲分子的合成,该分子能够通过离子自组装(ISA)过程将带负电的发光体组织成盘状液晶材料。为此目的,两个带负电荷的发光分子4,4,4-二氟-1,3,5,7,8-五甲基-2,6-二磺酸钠-4-硼3a,4a-二氮杂-s-茚并四烯(磺基双嘧啶(测试了2-))和四(4-磺酰基苯基)卟啉(TPpS(4-))。通过ISA获得的中性发光配合物形成呈六方对称的柱状中间相。分子建模提供了盘状中间相的结构描述,其中阴离子发光体堆叠在盘的中间。通过使用红外光谱探测了酰胺键在稳定柱状结构中的关键作用。荧光显微镜已用于显示该配合物在固态和同构态下均发光。

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