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

Saika Izumi, Aleksandra Nyga, Piotr de Silva, Norimitsu Tohnai, Satoshi Minakata, Przemyslaw Data, Youhei Takeda*

*Corresponding author for this work

Research output: Contribution to journalJournal articleResearchpeer-review

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- phenylenes 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.

Original languageEnglish
JournalChemistry - An Asian Journal
ISSN1861-4728
DOIs
Publication statusAccepted/In press - 2020

Bibliographical note

© 2020 Wiley-VCH GmbH.

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