Department of Chemistry, Indian Institute of Technology Gandhinagar, Palaj, Gujarat 382355, India.
Langmuir. 2020 Mar 17;36(10):2720-2728. doi: 10.1021/acs.langmuir.9b03946. Epub 2020 Mar 4.
The synthesis, photophysical investigations, and organogel formation of pyrene-phenyl acrylonitriles (-) bearing mono-, di-, and trichiral and racemic substitutions were studied. The molecules self-assemble in water and show remarkable emission wavelength and intensity changes associated with distinct color changes. Cryo-scanning electron microscopy (Cryo-SEM) images show the formation of uniform nanoaggregates for the monosubstituted derivatives and network-like structures for di- and trisubstituted derivatives. The favorable π-π stacking ability of the coplanar pyrene ring, steric restrictions due to the cyano group, and beneficial noncovalent interactions from the citronellol moiety allow the molecules to form excellent organogels with fibrous and twisted ribbon morphology for the racemic and chiral derivatives. The organogels based on small molecules could be of high relevance for potential investigations involving soft biological matter.
研究了带有单取代、二取代和三取代以及外消旋取代的苯乙炔基取代的芘-苯基丙烯腈（-）的合成、光物理研究和有机凝胶的形成。这些分子在水中自组装，并表现出显著的发射波长和强度变化，伴随着明显的颜色变化。冷冻扫描电子显微镜（Cryo-SEM）图像显示，单取代衍生物形成均匀的纳米聚集体，而二取代和三取代衍生物则形成网状结构。共面芘环的有利π-π堆积能力、由于氰基引起的空间位阻以及来自橙花醇部分的有利非共价相互作用使得这些分子能够形成具有纤维状和扭曲带状形态的优异有机凝胶，这些有机凝胶对于涉及软生物物质的潜在研究具有重要意义。
