The regioisomeric effect on the excited-state fate leading to room-temperature phosphorescence or thermally activated delayed fluorescence in a dibenzophenazine-cored donor–acceptor–donor system

Takumi Hosono; Nicolas Oliveira Decarli; Paola Zimmermann Crocomo; Tsuyoshi Goya; Leonardo Evaristo de Sousa; Norimitsu Tohnai; Satoshi Minakata; Piotr de Silva; Przemyslaw Data; Youhei Takeda

doi:10.1039/D1TC05730H

The regioisomeric effect on the excited-state fate leading to room-temperature phosphorescence or thermally activated delayed fluorescence in a dibenzophenazine-cored donor–acceptor–donor system

Takumi Hosono, Nicolas Oliveira Decarli, Paola Zimmermann Crocomo, Tsuyoshi Goya, Leonardo Evaristo de Sousa, Norimitsu Tohnai, Satoshi Minakata, Piotr de Silva^*, Przemyslaw Data^*, Youhei Takeda^*

^*Corresponding author for this work

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

Exploring the design principle for switching between thermally activated delayed fluorescence (TADF) and room temperature phosphorescence (RTP) is a fundamentally important research to develop triplet-mediated photofunctional organic materials. Herein systematic studies on the regioisomeric and substituent effects in a twisted donor–acceptor–donor (D–A–D) molecular scaffold (A = dibenzo[a,j]phenazine; D = dihydrophenazasiline) on the fate of its excited state have been performed. The study revealed that regioisomerism clearly affects the emission behavior of the D–A–D compounds. Moreover, distinct differences in TADF, dual TADF & RTP, and dual RTP were observed, depending on the host used. Furthermore, organic light-emitting diodes (OLEDs) fabricated with the developed emitters achieved high external quantum efficiencies (EQEs) of up to 7.4% for RTP-based OLEDs.

Original language	English
Journal	Journal of Materials Chemistry C
Volume	10
Issue number	12
Pages (from-to)	4905-4913
Number of pages	9
ISSN	2050-7526
DOIs	https://doi.org/10.1039/D1TC05730H
Publication status	Published - 2022

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Hosono, T., Decarli, N. O., Crocomo, P. Z., Goya, T., de Sousa, L. E., Tohnai, N., Minakata, S., de Silva, P., Data, P., & Takeda, Y. (2022). The regioisomeric effect on the excited-state fate leading to room-temperature phosphorescence or thermally activated delayed fluorescence in a dibenzophenazine-cored donor–acceptor–donor system. Journal of Materials Chemistry C, 10(12), 4905-4913. https://doi.org/10.1039/D1TC05730H

@article{dfc75d730f6d4e35b79a350e8a1ecdef,

title = "The regioisomeric effect on the excited-state fate leading to room-temperature phosphorescence or thermally activated delayed fluorescence in a dibenzophenazine-cored donor–acceptor–donor system",

abstract = "Exploring the design principle for switching between thermally activated delayed fluorescence (TADF) and room temperature phosphorescence (RTP) is a fundamentally important research to develop triplet-mediated photofunctional organic materials. Herein systematic studies on the regioisomeric and substituent effects in a twisted donor–acceptor–donor (D–A–D) molecular scaffold (A = dibenzo[a,j]phenazine; D = dihydrophenazasiline) on the fate of its excited state have been performed. The study revealed that regioisomerism clearly affects the emission behavior of the D–A–D compounds. Moreover, distinct differences in TADF, dual TADF \& RTP, and dual RTP were observed, depending on the host used. Furthermore, organic light-emitting diodes (OLEDs) fabricated with the developed emitters achieved high external quantum efficiencies (EQEs) of up to 7.4\% for RTP-based OLEDs.",

author = "Takumi Hosono and Decarli, \{Nicolas Oliveira\} and Crocomo, \{Paola Zimmermann\} and Tsuyoshi Goya and \{de Sousa\}, \{Leonardo Evaristo\} and Norimitsu Tohnai and Satoshi Minakata and \{de Silva\}, Piotr and Przemyslaw Data and Youhei Takeda",

year = "2022",

doi = "10.1039/D1TC05730H",

language = "English",

volume = "10",

pages = "4905--4913",

journal = "Journal of Materials Chemistry C",

issn = "2050-7526",

publisher = "Royal Society of Chemistry",

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}

Hosono, T, Decarli, NO, Crocomo, PZ, Goya, T, de Sousa, LE, Tohnai, N, Minakata, S, de Silva, P, Data, P & Takeda, Y 2022, 'The regioisomeric effect on the excited-state fate leading to room-temperature phosphorescence or thermally activated delayed fluorescence in a dibenzophenazine-cored donor–acceptor–donor system', Journal of Materials Chemistry C, vol. 10, no. 12, pp. 4905-4913. https://doi.org/10.1039/D1TC05730H

The regioisomeric effect on the excited-state fate leading to room-temperature phosphorescence or thermally activated delayed fluorescence in a dibenzophenazine-cored donor–acceptor–donor system. / Hosono, Takumi; Decarli, Nicolas Oliveira; Crocomo, Paola Zimmermann et al.
In: Journal of Materials Chemistry C, Vol. 10, No. 12, 2022, p. 4905-4913.

Research output: Contribution to journal › Journal article › Research › peer-review

TY - JOUR

T1 - The regioisomeric effect on the excited-state fate leading to room-temperature phosphorescence or thermally activated delayed fluorescence in a dibenzophenazine-cored donor–acceptor–donor system

AU - Hosono, Takumi

AU - Decarli, Nicolas Oliveira

AU - Crocomo, Paola Zimmermann

AU - Goya, Tsuyoshi

AU - de Sousa, Leonardo Evaristo

AU - Tohnai, Norimitsu

AU - Minakata, Satoshi

AU - de Silva, Piotr

AU - Data, Przemyslaw

AU - Takeda, Youhei

PY - 2022

Y1 - 2022

N2 - Exploring the design principle for switching between thermally activated delayed fluorescence (TADF) and room temperature phosphorescence (RTP) is a fundamentally important research to develop triplet-mediated photofunctional organic materials. Herein systematic studies on the regioisomeric and substituent effects in a twisted donor–acceptor–donor (D–A–D) molecular scaffold (A = dibenzo[a,j]phenazine; D = dihydrophenazasiline) on the fate of its excited state have been performed. The study revealed that regioisomerism clearly affects the emission behavior of the D–A–D compounds. Moreover, distinct differences in TADF, dual TADF & RTP, and dual RTP were observed, depending on the host used. Furthermore, organic light-emitting diodes (OLEDs) fabricated with the developed emitters achieved high external quantum efficiencies (EQEs) of up to 7.4% for RTP-based OLEDs.

AB - Exploring the design principle for switching between thermally activated delayed fluorescence (TADF) and room temperature phosphorescence (RTP) is a fundamentally important research to develop triplet-mediated photofunctional organic materials. Herein systematic studies on the regioisomeric and substituent effects in a twisted donor–acceptor–donor (D–A–D) molecular scaffold (A = dibenzo[a,j]phenazine; D = dihydrophenazasiline) on the fate of its excited state have been performed. The study revealed that regioisomerism clearly affects the emission behavior of the D–A–D compounds. Moreover, distinct differences in TADF, dual TADF & RTP, and dual RTP were observed, depending on the host used. Furthermore, organic light-emitting diodes (OLEDs) fabricated with the developed emitters achieved high external quantum efficiencies (EQEs) of up to 7.4% for RTP-based OLEDs.

U2 - 10.1039/D1TC05730H

DO - 10.1039/D1TC05730H

M3 - Journal article

SN - 2050-7526

VL - 10

SP - 4905

EP - 4913

JO - Journal of Materials Chemistry C

JF - Journal of Materials Chemistry C

IS - 12

ER -

The regioisomeric effect on the excited-state fate leading to room-temperature phosphorescence or thermally activated delayed fluorescence in a dibenzophenazine-cored donor–acceptor–donor system

Abstract

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