Synthesis, thermal, and optical properties of tris(5-aryl-1,3,4-oxadiazol-2-yl)-1,3,5-triazines, new star-shaped fluorescent discotic liquid crystals
Chemistry - a European journal. Bd. 25. H. 67. Weinheim: Wiley-VCH 2019 S. 15295 - 15304
Erscheinungsjahr: 2019
ISBN/ISSN: 1521-3765 ; 0947-6539
Publikationstyp: Zeitschriftenaufsatz
Sprache: Englisch
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Inhaltszusammenfassung
The synthesis of TOTs´, C3-symmetrical star-shaped mesogenes with a 1,3,5-triazine centre, 5-phenyl-1,3,4-oxadiazole arms and various peripheral alkoxy side chains is reported. Threefold Huisgen reaction on a central triazine tricarboxylic acid and suitable aryltetrazoles yields the title compounds. Selected analogues with a benzene centre are included in this study and allow an evaluation of the impact of the central unit on physical properties. Thermal (DSC, POM), optical (UV-Vis, fluoresce...The synthesis of TOTs´, C3-symmetrical star-shaped mesogenes with a 1,3,5-triazine centre, 5-phenyl-1,3,4-oxadiazole arms and various peripheral alkoxy side chains is reported. Threefold Huisgen reaction on a central triazine tricarboxylic acid and suitable aryltetrazoles yields the title compounds. Selected analogues with a benzene centre are included in this study and allow an evaluation of the impact of the central unit on physical properties. Thermal (DSC, POM), optical (UV-Vis, fluorescence), electric (TOF) and structural (single crystal, WAXS) properties of these compounds are investigated. The modification of alkoxy chain length and substitution pattern allows a tuning of physical properties. TOTs emit blue to yellow light, depending on conjugation length, donor-acceptor substitution and solvent polarity, whereas concentration quenches, aggregation enhances the emission. The width of the mesophases is typically around ΔT = 100 - 150 K but can even exceed 220 K. Polarization optical microscopy and X-ray diffraction on oriented filaments reveal that TOTs are highly ordered LCs with long range hexagonal columnar structure.» weiterlesen» einklappen
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Chemie