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首页> 外文期刊>Chemistry: A European journal >Design and Sensing Properties of a Self-Assembled Supramolecular Oligomer
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Design and Sensing Properties of a Self-Assembled Supramolecular Oligomer

机译：自组装超分子低聚物的设计与传感性能

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Supramolecular polymers are a class of macromolecules stabilized by weak non-covalent interactions. These self-assembled aggregates typically undergo stimuli-induced reversible assembly and disassembly. They thus hold great promise as so-called functional materials. In this work, we present the design, synthesis, and responsive behavior of a short supramolecular oligomeric system based on two hetero-complementary subunits. These monomers consist of a tetrathiafulvalene-functionalized calix[4]pyrrole (TTF-C[4]P) and a glycol diester-linked bis-2,5,7-trinitrodicyanomethylenefluorene-4-carboxylate (TNDCF), respectively. We show that when mixed in organic solvents, such as CHCl3, CH2ClCH2Cl, and methylcyclohexane, supramolecular aggregation takes place to produce short oligomers stabilized by hydrogen bonding and donor-acceptor charge-transfer (CT) interactions. The self-associated materials were characterized by (HNMR)-H-1 and UV/Vis/NIR absorption spectroscopy, as well as by concentration- and temperature-dependent absorption spectroscopy and dynamic light scattering (DLS) analyses of both the monomeric and oligomerized species. The self-associated system produced from TTF-C[4]P and TNDCF exhibits a concentration-dependent aggregation behavior typical of supramolecular polymers. Further support for the proposed self-assembly came from theoretical calculations. The fluorescence emitting properties of TNDCF are quenched under conditions that promote the formation of supramolecular aggregates containing TTF-C[4]P and TNDCF. This quenching effect has been utilized as a probe for the detection of substrates in the form of anions (i.e., chloride) and nitroaromatic explosives (i.e., 1,3,5-trinitrobenzene). Specifically, the addition of these substrates to mixtures of TTF-C[4]P and TNDCF produced a fluorescence turn-on response.
机译：超分子聚合物是通过弱的非共价相互作用而稳定的一类大分子。这些自组装的聚集体通常经历刺激诱导的可逆组装和拆卸。因此，它们作为所谓的功能材料具有广阔的前景。在这项工作中，我们介绍了基于两个杂互补子单元的短超分子寡聚系统的设计，合成和响应行为。这些单体分别由四硫富瓦烯官能化的杯[4]吡咯（TTF-C [4] P）和乙二醇二酯连接的双-2,5,7-三硝基二氰基亚甲基芴-4-羧酸酯（TNDCF）组成。我们显示，当混入有机溶剂（例如CHCl3，CH2ClCH2Cl和甲基环己烷）中时，超分子聚集发生，从而产生通过氢键和供体-受体电荷转移（CT）相互作用而稳定的短低聚物。通过（HNMR）-H-1和UV / Vis / NIR吸收光谱以及与浓度和温度有关的吸收光谱以及对单体和低聚物的动态光散射（DLS）分析来表征自缔合材料种类。由TTF-C [4] P和TNDCF产生的自缔合系统表现出超分子聚合物典型的浓度依赖性聚集行为。理论计算为拟议的自组装提供了进一步的支持。在促进含有TTF-C [4] P和TNDCF的超分子聚集体形成的条件下，TNDCF的荧光发射特性被淬灭。这种淬灭作用已被用作检测阴离子（即氯离子）和硝基芳族炸药（即1,3,5-三硝基苯）形式的底物的探针。具体而言，将这些底物添加到TTF-C [4] P和TNDCF的混合物中会产生荧光开启响应。

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