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首页> 外文期刊>Chemistry: A European journal >Quater-, quinque-, and sexithiophene organogelators: Unique thermochromism and heating-free sol-gel phase transition
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Quater-, quinque-, and sexithiophene organogelators: Unique thermochromism and heating-free sol-gel phase transition

机译：季铵，喹啉和六噻吩有机凝胶剂：独特的热致变色和无热溶胶-凝胶相变

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摘要

A series of quater-, quinque-, and sexithiophene derivatives bearing two cholesteryl groups at the alpha-position, which are abbreviated as 4T(chol)(2), 5T-(chol)(2), and 6T-(chol)(2), respectively, have been synthesized. It has been found that these oligothiophene derivatives act as excellent organogelators for various organic fluids and show the unique thermochromic behaviors through the sol-gel phase transition. It was shown on the basis of extensive investigations, performed with UV-visible spectroscopy, circular dichroism (CD), transmission electron microscopy (TEM), scanning electron microscopy (SEM), and atomic force microscopy (AFM), that these gelators self-assemble into the one-dimensional structures in the organogels, in which the)T-block moieties of the oligothiophenes are stacked in an H-aggregation mode. Surprisingly, an AFM image shows that 4T-(chol)(2) forms unimolecular fibers in a left-handed helical sense, whereby one pitch of the helical fiber is constructed by 400-540 4T-(chol)(2) molecules. Very interestingly, the conformational change in the oligothiophene moieties can be visually detected: for example, 6T-(chol)(2) shows a specific absorption maximum in the gel (lambda(max) = 389nm) and in the solution (lambda(max) = 439nm). In addition, a sol-gel phase transition of the 6T-(chol)2 gel was implemented by addition of oxidizing and reducing reagents such as FeCl3 and ascorbic acid, respectively. The stimuli-responsive functionality of the oligothiophene-based organogels makes them promising candidates for switchable opto- and electronic soft materials.
机译：一系列在α位带有两个胆固醇基的季铵盐，喹啉基和六噻吩衍生物，分别缩写为4T（chol）（2），5T-（chol）（2）和6T-（chol）（ 2）分别合成。已经发现这些低聚噻吩衍生物对于各种有机流体而言是极好的有机胶凝剂，并且通过溶胶-凝胶相变显示出独特的热致变色行为。这些胶凝剂是通过紫外可见光谱，圆二色性（CD），透射电子显微镜（TEM），扫描电子显微镜（SEM）和原子力显微镜（AFM）进行的广泛研究而得出的，组装成有机凝胶中的一维结构，其中低聚噻吩的T嵌段部分以H聚集模式堆叠。令人惊讶地，AFM图像显示4T-（chol）（2）在左手螺旋意义上形成单分子纤维，由此螺旋纤维的一个螺距由400-540个4T-（chol）（2）分子构成。非常有趣的是，可以通过视觉检测寡噻吩部分的构象变化：例如，6T-（chol）（2）在凝胶（lambda（max）= 389nm）和溶液中的比吸收最大值（lambda（max） ）＝ 439nm）。另外，分别通过添加氧化剂和还原剂例如FeCl 3和抗坏血酸实现了6T-（chol）2凝胶的溶胶-凝胶相转变。寡聚噻吩基有机凝胶的刺激响应功能使其成为可切换光电子软材料的有希望的候选者。

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