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Exciplex-Forming Systems of Physically Mixed and Covalently Bonded Benzoyl-1H-1,2,3-Triazole and Carbazole Moieties for Solution-Processed White OLEDs

[Image: see text] Using the newly designed exciplex-forming 1,2,3-triazole-based acceptors with fast and efficient singlet → triplet intersystem crossing (ISC) processes, carbazole and benzoyl-1H-1,2,3-triazole derivatives were synthesized by Dimroth-type 1,2,3-triazole ring formation and Ullmann–Go...

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Autores principales: Stanitska, Mariia, Mahmoudi, Malek, Pokhodylo, Nazariy, Lytvyn, Roman, Volyniuk, Dmytro, Tomkeviciene, Ausra, Keruckiene, Rasa, Obushak, Mykola, Grazulevicius, Juozas Vidas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8938954/
https://www.ncbi.nlm.nih.gov/pubmed/35243859
http://dx.doi.org/10.1021/acs.joc.1c02784
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author Stanitska, Mariia
Mahmoudi, Malek
Pokhodylo, Nazariy
Lytvyn, Roman
Volyniuk, Dmytro
Tomkeviciene, Ausra
Keruckiene, Rasa
Obushak, Mykola
Grazulevicius, Juozas Vidas
author_facet Stanitska, Mariia
Mahmoudi, Malek
Pokhodylo, Nazariy
Lytvyn, Roman
Volyniuk, Dmytro
Tomkeviciene, Ausra
Keruckiene, Rasa
Obushak, Mykola
Grazulevicius, Juozas Vidas
author_sort Stanitska, Mariia
collection PubMed
description [Image: see text] Using the newly designed exciplex-forming 1,2,3-triazole-based acceptors with fast and efficient singlet → triplet intersystem crossing (ISC) processes, carbazole and benzoyl-1H-1,2,3-triazole derivatives were synthesized by Dimroth-type 1,2,3-triazole ring formation and Ullmann–Goldberg C–N coupling reactions. Due to the exciplex formation between covalently bonded electron-donating (carbazole) and 1,2,3-triazole-based electron-accepting moieties with small singlet-triplet splitting (0.07–0.13 eV), the compounds exhibited ISC-assisted bluish–green thermally activated delayed fluorescence. The compounds were characterized by high triplet energy levels ranging from 2.93 to 2.98 eV. The most efficient exciplex-type thermally activated delayed fluorescence was observed for ortho-substituted carbazole-benzoyl-1H-1,2,3-triazole which was selected as a host in the structure of efficient solution-processed white light-emitting diodes. The best device exhibited a maximum power efficiency of 10.7 lm/W, current efficiency of 18.4 cd/A, and quantum efficiency of 7.1%. This device also showed the highest brightness exceeding 10 thousand cd/m(2). Usage of the exciplex-forming host allowed us to achieve a low turn-on voltage of 3.6 V. High-quality white electroluminescence was obtained with the close to nature white color coordinates (0.31, 0.34) and a color rendering index of 92.
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spelling pubmed-89389542022-03-28 Exciplex-Forming Systems of Physically Mixed and Covalently Bonded Benzoyl-1H-1,2,3-Triazole and Carbazole Moieties for Solution-Processed White OLEDs Stanitska, Mariia Mahmoudi, Malek Pokhodylo, Nazariy Lytvyn, Roman Volyniuk, Dmytro Tomkeviciene, Ausra Keruckiene, Rasa Obushak, Mykola Grazulevicius, Juozas Vidas J Org Chem [Image: see text] Using the newly designed exciplex-forming 1,2,3-triazole-based acceptors with fast and efficient singlet → triplet intersystem crossing (ISC) processes, carbazole and benzoyl-1H-1,2,3-triazole derivatives were synthesized by Dimroth-type 1,2,3-triazole ring formation and Ullmann–Goldberg C–N coupling reactions. Due to the exciplex formation between covalently bonded electron-donating (carbazole) and 1,2,3-triazole-based electron-accepting moieties with small singlet-triplet splitting (0.07–0.13 eV), the compounds exhibited ISC-assisted bluish–green thermally activated delayed fluorescence. The compounds were characterized by high triplet energy levels ranging from 2.93 to 2.98 eV. The most efficient exciplex-type thermally activated delayed fluorescence was observed for ortho-substituted carbazole-benzoyl-1H-1,2,3-triazole which was selected as a host in the structure of efficient solution-processed white light-emitting diodes. The best device exhibited a maximum power efficiency of 10.7 lm/W, current efficiency of 18.4 cd/A, and quantum efficiency of 7.1%. This device also showed the highest brightness exceeding 10 thousand cd/m(2). Usage of the exciplex-forming host allowed us to achieve a low turn-on voltage of 3.6 V. High-quality white electroluminescence was obtained with the close to nature white color coordinates (0.31, 0.34) and a color rendering index of 92. American Chemical Society 2022-03-04 2022-03-18 /pmc/articles/PMC8938954/ /pubmed/35243859 http://dx.doi.org/10.1021/acs.joc.1c02784 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Stanitska, Mariia
Mahmoudi, Malek
Pokhodylo, Nazariy
Lytvyn, Roman
Volyniuk, Dmytro
Tomkeviciene, Ausra
Keruckiene, Rasa
Obushak, Mykola
Grazulevicius, Juozas Vidas
Exciplex-Forming Systems of Physically Mixed and Covalently Bonded Benzoyl-1H-1,2,3-Triazole and Carbazole Moieties for Solution-Processed White OLEDs
title Exciplex-Forming Systems of Physically Mixed and Covalently Bonded Benzoyl-1H-1,2,3-Triazole and Carbazole Moieties for Solution-Processed White OLEDs
title_full Exciplex-Forming Systems of Physically Mixed and Covalently Bonded Benzoyl-1H-1,2,3-Triazole and Carbazole Moieties for Solution-Processed White OLEDs
title_fullStr Exciplex-Forming Systems of Physically Mixed and Covalently Bonded Benzoyl-1H-1,2,3-Triazole and Carbazole Moieties for Solution-Processed White OLEDs
title_full_unstemmed Exciplex-Forming Systems of Physically Mixed and Covalently Bonded Benzoyl-1H-1,2,3-Triazole and Carbazole Moieties for Solution-Processed White OLEDs
title_short Exciplex-Forming Systems of Physically Mixed and Covalently Bonded Benzoyl-1H-1,2,3-Triazole and Carbazole Moieties for Solution-Processed White OLEDs
title_sort exciplex-forming systems of physically mixed and covalently bonded benzoyl-1h-1,2,3-triazole and carbazole moieties for solution-processed white oleds
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8938954/
https://www.ncbi.nlm.nih.gov/pubmed/35243859
http://dx.doi.org/10.1021/acs.joc.1c02784
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