A new linear phenyloxazole–benzothiadiazole luminophore: crystal growth, structure and fluorescence properties

A new linear luminophore consisting of five conjugated units of oxazole, phenylene and a central benzothiadiazole fragment, 4,7‐bis[4‐(1,3‐oxazol‐5‐yl)phenyl]‐2,1,3‐benzothiadiazole, has been synthesized and characterized. Needle‐like single‐crystal samples up to 10 mm in length were obtained by phy...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Acta crystallographica Section B, Structural science, crystal engineering and materials Structural science, crystal engineering and materials, 2022-04, Vol.78 (2), p.261-269
Hauptverfasser: Postnikov, Valery A., Sorokina, Natalia I., Kulishov, Artem A., Lyasnikova, Maria S., Sorokin, Timofei A., Freidzon, Alexandra Ya, Stepko, Anastasia S., Borshchev, Oleg V., Skorotetsky, Maxim S., Surin, Nikolay M., Svidchenko, Evgeniya A., Ponomarenko, Sergey A.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A new linear luminophore consisting of five conjugated units of oxazole, phenylene and a central benzothiadiazole fragment, 4,7‐bis[4‐(1,3‐oxazol‐5‐yl)phenyl]‐2,1,3‐benzothiadiazole, has been synthesized and characterized. Needle‐like single‐crystal samples up to 10 mm in length were obtained by physical vapor transport. The crystal structure was determined at 95 K and 293 K using single‐crystal X‐ray diffraction. With decreasing temperature, the space group P21/n does not change, but the unit‐cell volume of the crystal decreases. The presence of intra‐ and intermolecular hydrogen bonds was established. Melting parameters (Tm = 305.5°C, ΔHm = 52.2 kJ mol−1) and the presence of a liquid‐crystalline mesophase (TLC = 336.3°C, ΔHLC = 1.4 kJ mol−1) were determined by differential scanning calorimetry and in situ thermal polarization optical microscopy studies. The presence of linear chains of hydrogen bonds ensures high stability of the crystal structure in a wide temperature range. The luminophore is characterized by a large Stokes shift (5120–5670 cm−1) and a high quantum yield of fluorescence, reaching 96% in solutions (λmax = 517 nm) and 27% in thin crystalline films (λmax = 529 nm). The calculated absorption and emission spectra are in good agreement with the experimental data. Because of the excellent optical properties and high thermal stability, the new linear luminophore has great potential for application in organic photonics and optoelectronic devices. The synthesis, crystal growth, structure and fluorescence properties of a new linear luminophore consisting of five conjugated units of oxazole, phenylene and a central benzothiadiazole fragment are reported.
ISSN:2052-5206
2052-5192
2052-5206
DOI:10.1107/S2052520622001846