| Title |
Efficient microwave irradiation-assisted synthesis of benzodioxinoquinoxaline and its donor-variegated derivatives enabling long-lived emission and efficient bipolar charge carrier transport / |
| Authors |
Deva, Liliia ; Stanitska, Mariia ; Skhirtladze, Levani ; Ali, Amjad ; Baryshnikov, Glib ; Volyniuk, Dmytro ; Kutsiy, Stepan ; Obushak, Mykola ; Cekaviciute, Monika ; Stakhira, Pavlo ; Grazulevicius, Juozas Vidas |
| DOI |
10.1021/acsmaterialsau.4c00050 |
| Full Text |
|
| Is Part of |
ACS Materials Au.. Washington, DC : American Chemical Society. 2024, vol. 4, iss. 6, p. 628-642.. ISSN 2694-2461 |
| Keywords [eng] |
acridine ; benzodioxinoquinoxaline ; microwave irradiation-assisted Buchwald−Hartwig cross-coupling reaction ; organic light-emitting diode ; phenoxazine ; room-temperature phosphorescence ; solid-state-enhanced thermally activated delayed fluorescence |
| Abstract [eng] |
To enhance the usually low-charge carrier mobilities of highly twisted donor-acceptor-type compounds that exhibit thermally activated delayed fluorescence, we designed a rodlike acceptor benzodioxinoquinoxaline. This acceptor and two donor-acceptor-donor derivatives were synthesized via microwave Buchwald-Hartwig cross-coupling reactions with yields of up to 91%. The compounds exhibit three different types of photoluminescence, which is well-explained by quantum chemical calculations. Benzodioxinoquinoxaline shows blue fluorescence, with a very short lifetime of 0.64 ns. Its derivatives exhibit either green solid-state-enhanced thermally activated delayed fluorescence (SSE-TADF) or room-temperature phosphorescence (RTP) with lifetimes approaching 7 ms. When molecularly dispersed in a polymeric host, the compounds show a photoluminescence quantum yield close to 60%. The derivatives containing acridine or phenoxazine moieties exhibit bipolar charge transport. At an electric field of 5.8 × 105 V/cm, hole and electron mobilities of the phenoxazine-containing compound reach 3.2 × 10-4 and 1.5 × 10-4 cm2 V-1 s-1, respectively. Among the studied SSE-TADF-based organic light-emitting diodes, the device containing this compound shows the highest external quantum efficiency of 12.3% due to the good charge-transporting and SSE-TADF parameters of the emitter. |
| Published |
Washington, DC : American Chemical Society |
| Type |
Journal article |
| Language |
English |
| Publication date |
2024 |
| CC license |
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