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http://doi.org/10.25358/openscience-7055
Autoren: | Tober, Natalie Rieth, Thorsten Lehmann, Matthias Detert, Heiner |
Titel: | 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 |
Online-Publikationsdatum: | 31-Mai-2022 |
Erscheinungsdatum: | 2019 |
Sprache des Dokuments: | Englisch |
Zusammenfassung/Abstract: | The synthesis of tris(aryloxadiazolyl)triazines (TOTs), C3-symmetrical star-shaped mesogenes with a 1,3,5-triazine center, 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 center are included in this study and allow for an evaluation of the impact of the central unit on the physical properties. Thermal (differential scanning calorimetry, DSC; polarization optical microscopy, POM), optical (UV/Vis, fluorescence), electric (time of flight, TOF), and structural (single crystal; wide-angle X-ray scattering, WAXS) properties of these compounds were investigated. The modification of alkoxy chain length and substitution pattern allows for a tuning of the physical properties. TOTs emit blue to yellow light, depending on conjugation length, donor–acceptor substitution, and solvent polarity, whereas concentration quenches and 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 liquid crystals (LCs) with long-range hexagonal columnar structure. |
DDC-Sachgruppe: | 540 Chemie 540 Chemistry and allied sciences |
Veröffentlichende Institution: | Johannes Gutenberg-Universität Mainz |
Organisationseinheit: | FB 09 Chemie, Pharmazie u. Geowissensch. |
Veröffentlichungsort: | Mainz |
ROR: | https://ror.org/023b0x485 |
DOI: | http://doi.org/10.25358/openscience-7055 |
Version: | Published version |
Publikationstyp: | Zeitschriftenaufsatz |
Nutzungsrechte: | CC BY-NC-ND |
Informationen zu den Nutzungsrechten: | https://creativecommons.org/licenses/by-nc-nd/4.0/ |
Zeitschrift: | Chemistry - a European journal 25 67 |
Seitenzahl oder Artikelnummer: | 15295 15304 |
Verlag: | Wiley-VCH |
Verlagsort: | Weinheim |
Erscheinungsdatum: | 2019 |
ISSN: | 1521-3765 |
DOI der Originalveröffentlichung: | 10.1002/chem.201902975 |
Enthalten in den Sammlungen: | JGU-Publikationen |
Dateien zu dieser Ressource:
Datei | Beschreibung | Größe | Format | ||
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synthesis_thermal_and_optical-20220531091843100.pdf | 1.77 MB | Adobe PDF | Öffnen/Anzeigen |