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首页> 外文期刊>Chemistry: A European journal >Star-Shaped Conjugated Molecules with Oxa- or Thiadiazole Bithiophene Side Arms
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Star-Shaped Conjugated Molecules with Oxa- or Thiadiazole Bithiophene Side Arms

机译：具有氧杂或噻二唑联噻吩侧臂的星形共轭分子

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摘要

Star-shaped conjugated molecules, consisting of a benzene central unit symmetrically trisubstituted with either oxa- or thiadiazole bithiophene groups, were synthesized as promising molecules and building blocks for application in (opto)electronics and electrochromic devices. Their optical (E-g(opt)) as well as electrochemical (E-g(electro)) band gaps depended on the type of the side arm and the number of solubilizing alkyl substituents. Oxadiazole derivatives showed E-g(opt) slightly below 3 eV and by 0.2 eV larger than those determined for thiadiazole-based compounds. The presence of alkyl substituents in the arms additionally lowered the band gap. The obtained compounds were efficient electroluminophores in guest/host-type light-emitting diodes. They also showed a strong tendency to self-organize in monolayers deposited on graphite, as evidenced by scanning tunneling microscopy. The structural studies by X-ray scattering revealed the formation of supramolecular columnar stacks in which the molecules were organized. Differences in macroscopic alignment in the specimen indicated variations in the self-assembly mechanism between the molecules. The compounds as trifunctional monomers were electrochemically polymerized to yield the corresponding polymer network. As shown by UV/Vis-NIR spectroelectrochemical studies, these networks exhibited reversible electrochromic behavior both in the oxidation and in the reduction modes.
机译：合成的星形共轭分子由被氧杂或噻二唑联噻吩基团对称三取代的苯中心单元组成，是有希望的分子和构建基块，可用于（光电）电子和电致变色器件。它们的光学（E-g（opt））和电化学（E-g（电子））带隙取决于侧臂的类型和可溶解的烷基取代基的数量。恶二唑衍生物的E-g（opt）略低于3 eV，比噻二唑基化合物的E-g（opt）高0.2 eV。臂中烷基取代基的存在还降低了带隙。所获得的化合物是客体/主体型发光二极管中的有效电致发光体。它们还显示出很强的自组织趋势，可以在沉积在石墨上的单层中进行自组织，如扫描隧道显微镜所证明的那样。通过X射线散射进行的结构研究表明，形成了分子的超分子柱状堆叠体。样品中宏观排列的差异表明了分子之间自组装机制的变化。将该化合物作为三官能单体进行电化学聚合以产生相应的聚合物网络。如UV / Vis-NIR光谱电化学研究所示，这些网络在氧化和还原模式下均表现出可逆的电致变色行为。

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