Echeverri Marcelo, Martín Irene, Concellón Alberto, Ruiz Constanza, Anselmo María San, Gutiérrez-Puebla Enrique, Serrano José L, Gómez-Lor Berta
Material Science Factory, Instituto de Ciencia de Materiales de Madrid, Cantoblanco, 20849 Madrid, Spain.
Dpto. Química Orgánica, Instituto de Nanociencia de Aragón, Universidad de Zaragoza, 50009, Zaragoza, Spain.
ACS Omega. 2018 Sep 25;3(9):11857-11864. doi: 10.1021/acsomega.8b01696. eCollection 2018 Sep 30.
We report here on a series of redox active benzothiadiazole-based luminophores functionalized on one edge with a phenyl-nonyl substituent, which confers these molecules a rodlike shape and a tendency to self-assemble into layered superstructures. On the other edge, the molecules are endowed with different p-substituted phenyl rings, which allows the modulation of their redox and optical properties on the basis of the electronic nature of the terminal substituents. We have found that just one lateral alkyl chain is sufficient to induce mesomorphism in these molecules, which present nematic or smectic mesophases upon thermal treatment. Single-crystal analysis allows us to get an insight into the nature of the forces responsible for different supramolecular assemblies in these derivatives, and point to a strong contribution of the terminal groups in the different arrangements observed. The interesting redox and optical properties together with their self-assembling tendencies render these new materials interesting candidates for optoelectronics.
我们在此报告了一系列基于氧化还原活性苯并噻二唑的发光体，其在一侧边缘用苯基壬基取代基进行功能化，这赋予这些分子棒状形状以及自组装成层状超结构的倾向。在另一侧边缘，这些分子带有不同的对位取代苯环，这使得能够根据末端取代基的电子性质来调节它们的氧化还原和光学性质。我们发现仅一条侧链烷基就足以在这些分子中诱导介晶性，这些分子在热处理时呈现向列相或近晶相。单晶分析使我们能够深入了解这些衍生物中不同超分子组装体的作用力性质，并指出末端基团在观察到的不同排列中起到了重要作用。这些有趣的氧化还原和光学性质以及它们的自组装倾向使这些新材料成为光电子学领域令人感兴趣的候选材料。
