Knelles Jakob, Beardsworth Stuart, Bader Korinna, Bruckner Johanna R, Bühlmeyer Andrea, Forschner Robert, Schweizer Kevin, Frey Wolfgang, Giesselmann Frank, Molard Yann, Laschat Sabine
Institut für Organische Chemie, Universität Stuttgart, Germany.
Institut für Physikalische Chemie, Universität Stuttgart, Germany.
Chemphyschem. 2019 Sep 3;20(17):2210-2216. doi: 10.1002/cphc.201900569. Epub 2019 Jul 31.
A series of tetraguanidinium tetraphenylethene (TPE) arylsulfonates with different chain lengths was prepared via ionic self-assembly of tetraguanidinium TPE chloride and the respective methyl arylsulfonates. Liquid crystalline properties were studied by differential scanning calorimetry, polarizing optical microscopy and X-ray diffraction. Tetraguanidinium TPE arylsulfonates with chain lengths of C -C displayed hexagonal columnar mesophases over a broad temperature range, while derivatives with longer chains showed oblique columnar phases. In solution all compounds displayed aggregation-induced emission behaviour. Temperature-dependent luminescence spectra of the bulk phase of the tetraguanidinium TPE arylsulfonate with C side chains revealed a strong luminescence both in the solid state and the oblique columnar mesophase. The emission behaviour was rationalized by a unique combination of restriction of intramolecular rotation of the TPE core, Coulomb interaction between the guanidinium cations and π-π interactions of the anionic arylsulfonate moieties.
通过氯化四胍基四苯乙烯(TPE)与相应的甲基芳基磺酸盐进行离子自组装,制备了一系列具有不同链长的四胍基四苯乙烯(TPE)芳基磺酸盐。通过差示扫描量热法、偏光显微镜和X射线衍射研究了液晶性质。链长为C -C的四胍基TPE芳基磺酸盐在较宽的温度范围内呈现六方柱状中间相,而链长较长的衍生物则呈现斜方柱状相。在溶液中,所有化合物均表现出聚集诱导发光行为。具有C侧链的四胍基TPE芳基磺酸盐本体相的温度依赖性发光光谱显示,在固态和斜方柱状中间相中均有强烈发光。通过TPE核分子内旋转受限、胍阳离子之间的库仑相互作用以及阴离子芳基磺酸盐部分的π-π相互作用的独特组合,对发光行为进行了合理解释。