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Acridine Based Small Molecular Hole Transport Type Materials for Phosphorescent OLED Application

Two small molecular hole-transporting type materials, namely 4-(9,9-dimethylacridin-10(9H)-yl)-N-(4-(9,9-dimethylacridin-10(9H)-yl)phenyl)-N-phenylaniline (TPA-2ACR) and 10,10′-(9-phenyl-9H-carbazole-3,6-diyl)bis(9,9-dimethyl-9,10-dihydroacridine) (PhCAR-2ACR), were designed and synthesized using a...

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Autores principales: Braveenth, Ramanaskanda, Kim, Keunhwa, Bae, Il-Ji, Raagulan, Kanthasamy, Kim, Bo Mi, Kim, Miyoung, Chai, Kyu Yun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8703516/
https://www.ncbi.nlm.nih.gov/pubmed/34946762
http://dx.doi.org/10.3390/molecules26247680
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author Braveenth, Ramanaskanda
Kim, Keunhwa
Bae, Il-Ji
Raagulan, Kanthasamy
Kim, Bo Mi
Kim, Miyoung
Chai, Kyu Yun
author_facet Braveenth, Ramanaskanda
Kim, Keunhwa
Bae, Il-Ji
Raagulan, Kanthasamy
Kim, Bo Mi
Kim, Miyoung
Chai, Kyu Yun
author_sort Braveenth, Ramanaskanda
collection PubMed
description Two small molecular hole-transporting type materials, namely 4-(9,9-dimethylacridin-10(9H)-yl)-N-(4-(9,9-dimethylacridin-10(9H)-yl)phenyl)-N-phenylaniline (TPA-2ACR) and 10,10′-(9-phenyl-9H-carbazole-3,6-diyl)bis(9,9-dimethyl-9,10-dihydroacridine) (PhCAR-2ACR), were designed and synthesized using a single-step Buchwald–Hartwig amination between the dimethyl acridine and triphenylamine or carbazole moieties. Both materials showed high thermal decomposition temperatures of 402 and 422 °C at 5% weight reduction for PhCAR-2ACR and TPA-2ACR, respectively. TPA-2ACR as hole-transporting material exhibited excellent current, power, and external quantum efficiencies of 55.74 cd/A, 29.28 lm/W and 21.59%, respectively. The achieved device efficiencies are much better than that of the referenced similar, 1,1-Bis[(di-4-tolylamino)phenyl]cyclohexane (TAPC)-based device (32.53 cd/A, 18.58 lm/W and 10.6%). Moreover, phenyl carbazole-based PhCAR-2ACR showed good device characteristics when applied for host material in phosphorescent OLEDs.
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spelling pubmed-87035162021-12-25 Acridine Based Small Molecular Hole Transport Type Materials for Phosphorescent OLED Application Braveenth, Ramanaskanda Kim, Keunhwa Bae, Il-Ji Raagulan, Kanthasamy Kim, Bo Mi Kim, Miyoung Chai, Kyu Yun Molecules Article Two small molecular hole-transporting type materials, namely 4-(9,9-dimethylacridin-10(9H)-yl)-N-(4-(9,9-dimethylacridin-10(9H)-yl)phenyl)-N-phenylaniline (TPA-2ACR) and 10,10′-(9-phenyl-9H-carbazole-3,6-diyl)bis(9,9-dimethyl-9,10-dihydroacridine) (PhCAR-2ACR), were designed and synthesized using a single-step Buchwald–Hartwig amination between the dimethyl acridine and triphenylamine or carbazole moieties. Both materials showed high thermal decomposition temperatures of 402 and 422 °C at 5% weight reduction for PhCAR-2ACR and TPA-2ACR, respectively. TPA-2ACR as hole-transporting material exhibited excellent current, power, and external quantum efficiencies of 55.74 cd/A, 29.28 lm/W and 21.59%, respectively. The achieved device efficiencies are much better than that of the referenced similar, 1,1-Bis[(di-4-tolylamino)phenyl]cyclohexane (TAPC)-based device (32.53 cd/A, 18.58 lm/W and 10.6%). Moreover, phenyl carbazole-based PhCAR-2ACR showed good device characteristics when applied for host material in phosphorescent OLEDs. MDPI 2021-12-19 /pmc/articles/PMC8703516/ /pubmed/34946762 http://dx.doi.org/10.3390/molecules26247680 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Braveenth, Ramanaskanda
Kim, Keunhwa
Bae, Il-Ji
Raagulan, Kanthasamy
Kim, Bo Mi
Kim, Miyoung
Chai, Kyu Yun
Acridine Based Small Molecular Hole Transport Type Materials for Phosphorescent OLED Application
title Acridine Based Small Molecular Hole Transport Type Materials for Phosphorescent OLED Application
title_full Acridine Based Small Molecular Hole Transport Type Materials for Phosphorescent OLED Application
title_fullStr Acridine Based Small Molecular Hole Transport Type Materials for Phosphorescent OLED Application
title_full_unstemmed Acridine Based Small Molecular Hole Transport Type Materials for Phosphorescent OLED Application
title_short Acridine Based Small Molecular Hole Transport Type Materials for Phosphorescent OLED Application
title_sort acridine based small molecular hole transport type materials for phosphorescent oled application
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8703516/
https://www.ncbi.nlm.nih.gov/pubmed/34946762
http://dx.doi.org/10.3390/molecules26247680
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