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; Tohnai, Norimitsu; Minakata, Satoshi; Data, Przemyslaw; Takeda, Youhei

doi:https://doi.org/10.1002/asia.202001173

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

アクセス数:892件（2025-07-18 10:55 集計）

固定URL: https://hdl.handle.net/11094/78807

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タイトル	Revealing Topological Influence of Phenylenediamine Unit on Physicochemical Properties of Donor-Acceptor-Donor-Acceptor Thermally Activated Delayed Fluorescent Macrocycles
著者	著者名 Izumi, Saika
	著者名 Nyga, Aleksandra
	著者名 de Silva, Piotr
	NRID 1000030346184 1000030346184 researchmap permalink read0089607 read0089607 Scopus Author ID 6701482198 6701482198 ORCID 0000-0001-7051-7599 0000-0001-7051-7599 著者名 Tohnai, Norimitsu
	NRID 1000090273599 1000090273599 researchmap permalink read0185263 read0185263 Scopus Author ID 7003640913 7003640913 ORCID 0000-0001-9619-445X 0000-0001-9619-445X 著者名 Minakata, Satoshi
	著者名 Data, Przemyslaw
	NRID 1000060608785 1000060608785 ORCID 0000-0001-9103-4238 0000-0001-9103-4238 researchmap permalink read0156438 read0156438 Scopus Author ID 12753487600 12753487600 著者名 Takeda, Youhei
キーワード等	charge transfer
	donor-acceptor
	macrocycles
	organic light-emitting diodes
	thermally activated delayed fluorescence
内容	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.
抄録	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.
出版者	John Wiley and Sons Ltd
収録物名	Chemistry - An Asian Journal
巻(号)	15(23)
ページ	4098-4103
刊行年月	2020-12-01
言語	英語
ハンドルURL	https://hdl.handle.net/11094/78807
PISSN	18614728
eISSN	1861471X
NCID	AA12458078
関連情報 (isVersionOf)	DOI (出版社版) https://doi.org/10.1002/asia.202001173
関連情報 (isIdenticalTo)	PMID 33094560
アクセス権	open access
出版タイプ	Accepted Manuscript
カテゴリ	学術雑誌論文 Journal Article

資源タイプ	学術雑誌論文
ローカル資源タイプ	学術雑誌論文
DCMI資源タイプ	text
DCTERMS.bibliographicCitation	Chemistry - An Asian Journal. 2020, 15(23), p. 4098-4103
DC.title	Revealing Topological Influence of Phenylenediamine Unit on Physicochemical Properties of Donor-Acceptor-Donor-Acceptor Thermally Activated Delayed Fluorescent Macrocycles
DC.creator	Izumi, Saika
	Nyga, Aleksandra
	de Silva, Piotr
	Tohnai, Norimitsu
	Minakata, Satoshi
	Data, Przemyslaw
	Takeda, Youhei
DC.publisher	John Wiley and Sons Ltd
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2020-12-01
DC.identifier	https://doi.org/10.1002/asia.202001173
DC.subject	charge transfer
	donor-acceptor
	macrocycles
	organic light-emitting diodes
	thermally activated delayed fluorescence
DC.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.
DCTERMS.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.
DC.format	78807
citation_title	Revealing Topological Influence of Phenylenediamine Unit on Physicochemical Properties of Donor-Acceptor-Donor-Acceptor Thermally Activated Delayed Fluorescent Macrocycles
citation_author	Izumi, Saika
	Nyga, Aleksandra
	de Silva, Piotr
	Tohnai, Norimitsu
	Minakata, Satoshi
	Data, Przemyslaw
	Takeda, Youhei
citation_publisher	John Wiley and Sons Ltd
citation_language	英語
citation_date	2020-12-01
citation_journal_title	Chemistry - An Asian Journal
citation_volume	15
citation_issue	23
citation_firstpage	4098
citation_lastpage	4103
citation_doi	https://doi.org/10.1002/asia.202001173
citation_pmid	33094560
citation_public_url	https://hdl.handle.net/11094/78807

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

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