Donor influence on the optoelectronic properties of N-substituted tetraphenylimidazole derivatives
Date
06/03/2023Author
Grant ID
EP/P010482/1
EP/P010482/1
EP/R035164/1
EP/R035164/1
ep/l017008/1
Metadata
Show full item recordAbstract
Three new 1,2,4,5-tetraphenylimidazole derivatives, 9,9-dimethyl-10-(4-(2,4,5-triphenyl-1H-imidazol-1-yl)phenyl)-9,10-dihydroacridine ( DMAC - TPI ), 10-(4-(2,4,5-triphenyl-1H-imidazol-1-yl)phenyl)-10H-phenoxazine ( PXZ-TPI ), and 10-(4-(2,4,5-triphenyl-1H-imidazol-1-yl)phenyl)-10H-phenothiazine ( PTZ - TPI ), bearing different electron donors at the N1 position of the imidazole were synthesised and characterised. DMAC - TPI and PXZ - TPI showed narrow emission at λPL of 388 and 418 nm in toluene, and in doped films in Zeonex polymer (1 wt.%) at λPL 381 and 407 nm, respectively, with a full width at half maximum (FWHM) ranging 0.42-0.44 eV. DMAC - TPI and PXZ - TPI are predicted to show very low oscillator strength for the low-energy transitions, which aligns to the observed low photoluminescence quantum yields. Both molecules showed a singlet-triplet energy gap (ΔEST of around 1.2 eV) that is much too large to enable reverse intersystem crossing and thermally activated delayed fluorescence. Connecting a donor group to TPI at the N1 position can lead to room temperature phosphorescence (RTP), as the example of PTZ - TPI showed.
Citation
Matulaitis , T , dos Santos , P L , Tsuchiya , Y , Cordes , D B , Slawin , A M Z , Adachi , C , Samuel , I D W & Zysman-Colman , E 2023 , ' Donor influence on the optoelectronic properties of N-substituted tetraphenylimidazole derivatives ' , ChemistrySelect , vol. 8 , no. 9 , e202300274 . https://doi.org/10.1002/slct.202300274
Publication
ChemistrySelect
Status
Peer reviewed
ISSN
2365-6549Type
Journal article
Rights
Copyright © 2023 The Authors. ChemistrySelect published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Description
Funding: The St Andrews team is grateful to the Engineering and Physical Sciences Research Council (EPSRC) for support from grants EP/P010482/1, EP/R035164/1 and EP/L017008/1. Kyushu team would like to acknowledge Kyulux inc and JSPS Core-to-Core Program (grant number: JPJSCCA20180005) for the support of this project.Collections
Items in the St Andrews Research Repository are protected by copyright, with all rights reserved, unless otherwise indicated.
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