Revealing Topological Influence of Phenylenediamine Unit on Physicochemical Properties of Donor-Acceptor-Donor-Acceptor Thermally Activated Delayed Fluorescent Macrocycles

Izumi, Saika; Nyga, Aleksandra; de Silva, Piotr et al.

Chemistry - An Asian Journal, 2020, 15(23), 4098-4103

Number of Access:985（2025-10-28 11:29 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/78807

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Title
Revealing Topological Influence of Phenylenediamine Unit on Physicochemical Properties of Donor-Acceptor-Donor-Acceptor Thermally Activated Delayed Fluorescent Macrocycles
Creator
CreatorName
Izumi, Saika
CreatorName
Nyga, Aleksandra
CreatorName
de Silva, Piotr
NRID
1000030346184 1000030346184
researchmap permalink
read0089607 read0089607
Scopus Author ID
6701482198 6701482198
ORCID
0000-0001-7051-7599 0000-0001-7051-7599
CreatorName
Tohnai, Norimitsu
NRID
1000090273599 1000090273599
researchmap permalink
read0185263 read0185263
Scopus Author ID
7003640913 7003640913
ORCID
0000-0001-9619-445X 0000-0001-9619-445X
CreatorName
Minakata, Satoshi
CreatorName
Data, Przemyslaw
NRID
1000060608785 1000060608785
ORCID
0000-0001-9103-4238 0000-0001-9103-4238
researchmap permalink
read0156438 read0156438
Scopus Author ID
12753487600 12753487600
CreatorName
Takeda, Youhei
Subject
charge transfer
donor-acceptor
macrocycles
organic light-emitting diodes
thermally activated delayed fluorescence
Description
This is the peer reviewed version of the following article: S. Izumi, A. Nyga, P. de Silva, N. Tohnai, S. Minakata, P. Data, Y. Takeda, Chem. Asian J. 2020, 15, 4098., which has been published in final form at https://doi.org/10.1002/asia.202001173. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Abstract
A new thermally activated delayed fluorescence (TADF)-displaying macrocyclic compound m-1 comprising of two electron-donors (N,N’-diphenyl-m-phenylenediamine) and two electron-acceptors (dibenzo[a,j]phenazine) has been synthesized. The macrocycle developed herein is regarded as a regioisomer of the previously reported TADF macrocycle p-1, which has two N,N’-diphenyl-p-phenylenediamines as the donors. To understand the influence of the topology of the phenylenediamine donors on physicochemical properties of TADF-active macrocycles, herein the molecular structure in the single crystals, photophysical properties, electrochemical behavior, and TADF properties of m-1 have been investigated compared with those of p-1. The substitution of p-phenylene donor with m-phenylene donor led to distinct positive solvatoluminochromism over the full visible-color range, unique oxidative electropolymerization, and slightly lower contribution of TADF, due to the lower CT character in the excited states.
Publisher
John Wiley and Sons Ltd
Source Title
Chemistry - An Asian Journal
Volume (Issue)
15(23)
Page
4098-4103
Date of Issued
2020-12-01
Language
English
Handle URL
https://hdl.handle.net/11094/78807
PISSN
18614728
eISSN
1861471X
NCID
AA12458078
Relation.isVersionOf
DOI (Publisher Version)
https://doi.org/10.1002/asia.202001173
Relation.isIdenticalTo
PMID
33094560
Access Rights
open access
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article