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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

GeprüftBibliothek

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

Autoren


Tober, Natalie (Autor)
Rieth, Thorsten (Autor)
Lehmann, Matthias (Autor)
Detert, Heiner (Autor)

Klassifikation


DDC Sachgruppe:
Chemie