Cargando…

Simple Synthesis of Red Iridium(III) Complexes with Sulfur-Contained Four-Membered Ancillary Ligands for OLEDs

Phosphorescent iridium(III) complexes have been widely researched for the fabrication of efficient organic light-emitting diodes (OLEDs). In this work, three red Ir(III) complexes named Ir-1, Ir-2, and Ir-3, with Ir-S-C-S four-membered framework rings, were synthesized efficiently at room temperatur...

Descripción completa

Detalles Bibliográficos
Autores principales: Mao, Meng-Xi, Li, Fang-Ling, Shen, Yan, Liu, Qi-Ming, Xing, Shuai, Luo, Xu-Feng, Tu, Zhen-Long, Wu, Xue-Jun, Zheng, You-Xuan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8125720/
https://www.ncbi.nlm.nih.gov/pubmed/33946904
http://dx.doi.org/10.3390/molecules26092599
_version_ 1783693584074014720
author Mao, Meng-Xi
Li, Fang-Ling
Shen, Yan
Liu, Qi-Ming
Xing, Shuai
Luo, Xu-Feng
Tu, Zhen-Long
Wu, Xue-Jun
Zheng, You-Xuan
author_facet Mao, Meng-Xi
Li, Fang-Ling
Shen, Yan
Liu, Qi-Ming
Xing, Shuai
Luo, Xu-Feng
Tu, Zhen-Long
Wu, Xue-Jun
Zheng, You-Xuan
author_sort Mao, Meng-Xi
collection PubMed
description Phosphorescent iridium(III) complexes have been widely researched for the fabrication of efficient organic light-emitting diodes (OLEDs). In this work, three red Ir(III) complexes named Ir-1, Ir-2, and Ir-3, with Ir-S-C-S four-membered framework rings, were synthesized efficiently at room temperature within 5 min using sulfur-containing ancillary ligands with electron-donating groups of 9,10-dihydro-9,9-dimethylacridine, phenoxazine, and phenothiazine, respectively. Due to the same main ligand of 4-(4-(trifluoromethyl)phenyl)quinazoline, all Ir(III) complexes showed similar photoluminescence emissions at 622, 619, and 622 nm with phosphorescence quantum yields of 35.4%, 50.4%, and 52.8%, respectively. OLEDs employing these complexes as emitters with the structure of ITO (indium tin oxide)/HAT-CN (dipyra-zino[2,3-f,2′,3′-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile, 5 nm)/TAPC (4,4′-cyclohexylidenebis[N,N-bis-(4-methylphenyl)aniline], 40 nm)/TCTA (4,4″,4″-tris(carbazol-9-yl)triphenylamine, 10 nm)/Ir(III) complex (10 wt%): 2,6DCzPPy (2,6-bis-(3-(carbazol-9-yl)phenyl)pyridine, 10 nm)/TmPyPB (1,3,5-tri(mpyrid-3-yl-phenyl)benzene, 50 nm)/LiF (1 nm)/Al (100 nm) achieved good performance. In particular, the device based on complex Ir-3 with the phenothiazine unit showed the best performance with a maximum brightness of 22,480 cd m(−2), a maximum current efficiency of 23.71 cd A(−1), and a maximum external quantum efficiency of 18.1%. The research results suggest the Ir(III) complexes with a four-membered ring Ir-S-C-S backbone provide ideas for the rapid preparation of Ir(III) complexes for OLEDs.
format Online
Article
Text
id pubmed-8125720
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-81257202021-05-17 Simple Synthesis of Red Iridium(III) Complexes with Sulfur-Contained Four-Membered Ancillary Ligands for OLEDs Mao, Meng-Xi Li, Fang-Ling Shen, Yan Liu, Qi-Ming Xing, Shuai Luo, Xu-Feng Tu, Zhen-Long Wu, Xue-Jun Zheng, You-Xuan Molecules Article Phosphorescent iridium(III) complexes have been widely researched for the fabrication of efficient organic light-emitting diodes (OLEDs). In this work, three red Ir(III) complexes named Ir-1, Ir-2, and Ir-3, with Ir-S-C-S four-membered framework rings, were synthesized efficiently at room temperature within 5 min using sulfur-containing ancillary ligands with electron-donating groups of 9,10-dihydro-9,9-dimethylacridine, phenoxazine, and phenothiazine, respectively. Due to the same main ligand of 4-(4-(trifluoromethyl)phenyl)quinazoline, all Ir(III) complexes showed similar photoluminescence emissions at 622, 619, and 622 nm with phosphorescence quantum yields of 35.4%, 50.4%, and 52.8%, respectively. OLEDs employing these complexes as emitters with the structure of ITO (indium tin oxide)/HAT-CN (dipyra-zino[2,3-f,2′,3′-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile, 5 nm)/TAPC (4,4′-cyclohexylidenebis[N,N-bis-(4-methylphenyl)aniline], 40 nm)/TCTA (4,4″,4″-tris(carbazol-9-yl)triphenylamine, 10 nm)/Ir(III) complex (10 wt%): 2,6DCzPPy (2,6-bis-(3-(carbazol-9-yl)phenyl)pyridine, 10 nm)/TmPyPB (1,3,5-tri(mpyrid-3-yl-phenyl)benzene, 50 nm)/LiF (1 nm)/Al (100 nm) achieved good performance. In particular, the device based on complex Ir-3 with the phenothiazine unit showed the best performance with a maximum brightness of 22,480 cd m(−2), a maximum current efficiency of 23.71 cd A(−1), and a maximum external quantum efficiency of 18.1%. The research results suggest the Ir(III) complexes with a four-membered ring Ir-S-C-S backbone provide ideas for the rapid preparation of Ir(III) complexes for OLEDs. MDPI 2021-04-29 /pmc/articles/PMC8125720/ /pubmed/33946904 http://dx.doi.org/10.3390/molecules26092599 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
Mao, Meng-Xi
Li, Fang-Ling
Shen, Yan
Liu, Qi-Ming
Xing, Shuai
Luo, Xu-Feng
Tu, Zhen-Long
Wu, Xue-Jun
Zheng, You-Xuan
Simple Synthesis of Red Iridium(III) Complexes with Sulfur-Contained Four-Membered Ancillary Ligands for OLEDs
title Simple Synthesis of Red Iridium(III) Complexes with Sulfur-Contained Four-Membered Ancillary Ligands for OLEDs
title_full Simple Synthesis of Red Iridium(III) Complexes with Sulfur-Contained Four-Membered Ancillary Ligands for OLEDs
title_fullStr Simple Synthesis of Red Iridium(III) Complexes with Sulfur-Contained Four-Membered Ancillary Ligands for OLEDs
title_full_unstemmed Simple Synthesis of Red Iridium(III) Complexes with Sulfur-Contained Four-Membered Ancillary Ligands for OLEDs
title_short Simple Synthesis of Red Iridium(III) Complexes with Sulfur-Contained Four-Membered Ancillary Ligands for OLEDs
title_sort simple synthesis of red iridium(iii) complexes with sulfur-contained four-membered ancillary ligands for oleds
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8125720/
https://www.ncbi.nlm.nih.gov/pubmed/33946904
http://dx.doi.org/10.3390/molecules26092599
work_keys_str_mv AT maomengxi simplesynthesisofrediridiumiiicomplexeswithsulfurcontainedfourmemberedancillaryligandsforoleds
AT lifangling simplesynthesisofrediridiumiiicomplexeswithsulfurcontainedfourmemberedancillaryligandsforoleds
AT shenyan simplesynthesisofrediridiumiiicomplexeswithsulfurcontainedfourmemberedancillaryligandsforoleds
AT liuqiming simplesynthesisofrediridiumiiicomplexeswithsulfurcontainedfourmemberedancillaryligandsforoleds
AT xingshuai simplesynthesisofrediridiumiiicomplexeswithsulfurcontainedfourmemberedancillaryligandsforoleds
AT luoxufeng simplesynthesisofrediridiumiiicomplexeswithsulfurcontainedfourmemberedancillaryligandsforoleds
AT tuzhenlong simplesynthesisofrediridiumiiicomplexeswithsulfurcontainedfourmemberedancillaryligandsforoleds
AT wuxuejun simplesynthesisofrediridiumiiicomplexeswithsulfurcontainedfourmemberedancillaryligandsforoleds
AT zhengyouxuan simplesynthesisofrediridiumiiicomplexeswithsulfurcontainedfourmemberedancillaryligandsforoleds