Highly twisted α-diketone-based thermally activated delayed fluorescence emitters and their use in organic light-emitting diodes

Abhishek Kumar Gupta; Tomas Matulaitis; David B. Cordes; Alexandra M. Z. Slawin; Ifor D. W. Samuel; Eli Zysman-Colman

doi:10.1139/cjc-2021-0208

Highly twisted α-diketone-based thermally activated delayed fluorescence emitters and their use in organic light-emitting diodes

Abhishek Kumar Gupta, Tomas Matulaitis, David B. Cordes, Alexandra M. Z. Slawin, Ifor D. W. Samuel, Eli Zysman-Colman

Research output: Contribution to journal › Article › peer-review

Abstract

We have designed a highly twisted small TADF emitter PXZ-α-DK based on an a-diketone (α-DK) as a strong acceptor and phenoxazine (PXZ) as a strong donor to obtain red-shifted emission in comparison to the equivalent a-diketone linked to 9,9-dimethyl-9,10-dihydroacridine (DMAC). The PXZ-α-DK shows emission at 586 nm and DMAC-α-DK shows emission at 548 nm in 1,3-bis(N-carbazolyl)benzene (mCP) host at 1.5 wt% doping of the emitter, with short-delayed lifetimes of 6.9 μs for PXZ-α-DK and 7.6 μs for DMAC-α-DK. OLEDs fabricated using these emitters show green electroluminescence at 555 nm for DMAC-α-DK, with a maximum external quantum efficiency, EQE_max, of 6.3%, and orange electroluminescence at 585 nm for PXZ-α-DK, with an EQE_max of 0.8%. We corroborate the optoelectronic properties of these emitters with DFT calculations.

Original language	English
Journal	Canadian Journal of Chemistry
Volume	Early View
Early online date	23 Sept 2021
DOIs	https://doi.org/10.1139/cjc-2021-0208
Publication status	E-pub ahead of print - 23 Sept 2021

Keywords

TADF
OLEDs
α-diketone
Red-shift emission

Access to Document

10.1139/cjc-2021-0208

Gupta_2021_CJoC_Highly-twisted_AAM
Copyright © 2021 The Author(s). This work has been made available online in accordance with publisher policies or with permission. Permission for further reuse of this content should be sought from the publisher or the rights holder. This is the author created accepted manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1139/cjc-2021-0208
Accepted author manuscript, 3.08 MB

New organic light-emitting materials: Restarting research on new organic light-emitting materials
Samuel, I. D. W. (PI)
1/11/20 → 31/07/21
Project: Standard
Thermally Activated Delayed Fluorescenc: Thermally Activated Delayed Fluorescence Materials for Displays and Photodynamic Theory
Samuel, I. D. W. (PI)
The Royal Society
1/02/18 → 31/01/20
Project: Fellowship
TADF Emitters for OLEDs - Eli Zysman: TADF Emitters for OLEDs
Zysman-Colman, E. (PI)
EPSRC
1/03/17 → 31/03/21
Project: Standard

Highly Twisted a-Diketone-Based Thermally Activated 1 Delayed Fluorescence Emitters and their use in Organic 2 Light-Emitting Diodes (dataset)
Gupta, A. K. (Creator), Matulaitis, T. (Creator), Cordes, D. B. (Creator), Slawin, A. M. Z. (Creator), Samuel, I. D. W. (Creator) & Zysman-Colman, E. (Creator), University of St Andrews, 10 Dec 2021
DOI: 10.17630/535d7e73-0f63-46b9-be38-428b2f77b074
Dataset

File
CCDC 2094658 - 2094659: Experimental Crystal Structure Determination
Gupta, K. (Creator), Matulaitis (Creator), Tomas (Creator), Cordes (Creator), Slawin (Creator), Samuel (Creator) & Zysman-Colman (Creator), Cambridge Crystallographic Data Centre, 2022
DOI: 10.5517/ccdc.csd.cc289nmw, https://dx.doi.org/10.5517/ccdc.csd.cc289nnx
Dataset

Cite this

@article{6ac445f9e39b4597b06d5b2c9c3d8949,

title = "Highly twisted α-diketone-based thermally activated delayed fluorescence emitters and their use in organic light-emitting diodes",

abstract = "We have designed a highly twisted small TADF emitter PXZ-α-DK based on an a-diketone (α-DK) as a strong acceptor and phenoxazine (PXZ) as a strong donor to obtain red-shifted emission in comparison to the equivalent a-diketone linked to 9,9-dimethyl-9,10-dihydroacridine (DMAC). The PXZ-α-DK shows emission at 586 nm and DMAC-α-DK shows emission at 548 nm in 1,3-bis(N-carbazolyl)benzene (mCP) host at 1.5 wt% doping of the emitter, with short-delayed lifetimes of 6.9 μs for PXZ-α-DK and 7.6 μs for DMAC-α-DK. OLEDs fabricated using these emitters show green electroluminescence at 555 nm for DMAC-α-DK, with a maximum external quantum efficiency, EQEmax, of 6.3%, and orange electroluminescence at 585 nm for PXZ-α-DK, with an EQEmax of 0.8%. We corroborate the optoelectronic properties of these emitters with DFT calculations.",

keywords = "TADF, OLEDs, α-diketone, Red-shift emission",

author = "Gupta, {Abhishek Kumar} and Tomas Matulaitis and Cordes, {David B.} and Slawin, {Alexandra M. Z.} and Samuel, {Ifor D. W.} and Eli Zysman-Colman",

note = "AKG is grateful to the Royal Society for Newton International Fellowship NF171163. We acknowledge support from the Engineering and Physical Sciences Research Council of the UK (grants EP/P010482/1 and EP/L017008/1). We are also grateful for financial support from the University of St Andrews Restarting Research and Restarting Interdisciplinary Research Funding Schemes (SARRF and SARIRF) which are funded through the Scottish Funding Council grant reference SFC/AN/08/020.",

year = "2021",

month = sep,

day = "23",

doi = "10.1139/cjc-2021-0208",

language = "English",

volume = "Early View",

journal = "Canadian Journal of Chemistry",

issn = "0008-4042",

publisher = "National Research Council of Canada",

}

TY - JOUR

T1 - Highly twisted α-diketone-based thermally activated delayed fluorescence emitters and their use in organic light-emitting diodes

AU - Gupta, Abhishek Kumar

AU - Matulaitis, Tomas

AU - Cordes, David B.

AU - Slawin, Alexandra M. Z.

AU - Samuel, Ifor D. W.

AU - Zysman-Colman, Eli

N1 - AKG is grateful to the Royal Society for Newton International Fellowship NF171163. We acknowledge support from the Engineering and Physical Sciences Research Council of the UK (grants EP/P010482/1 and EP/L017008/1). We are also grateful for financial support from the University of St Andrews Restarting Research and Restarting Interdisciplinary Research Funding Schemes (SARRF and SARIRF) which are funded through the Scottish Funding Council grant reference SFC/AN/08/020.

PY - 2021/9/23

Y1 - 2021/9/23

N2 - We have designed a highly twisted small TADF emitter PXZ-α-DK based on an a-diketone (α-DK) as a strong acceptor and phenoxazine (PXZ) as a strong donor to obtain red-shifted emission in comparison to the equivalent a-diketone linked to 9,9-dimethyl-9,10-dihydroacridine (DMAC). The PXZ-α-DK shows emission at 586 nm and DMAC-α-DK shows emission at 548 nm in 1,3-bis(N-carbazolyl)benzene (mCP) host at 1.5 wt% doping of the emitter, with short-delayed lifetimes of 6.9 μs for PXZ-α-DK and 7.6 μs for DMAC-α-DK. OLEDs fabricated using these emitters show green electroluminescence at 555 nm for DMAC-α-DK, with a maximum external quantum efficiency, EQEmax, of 6.3%, and orange electroluminescence at 585 nm for PXZ-α-DK, with an EQEmax of 0.8%. We corroborate the optoelectronic properties of these emitters with DFT calculations.

AB - We have designed a highly twisted small TADF emitter PXZ-α-DK based on an a-diketone (α-DK) as a strong acceptor and phenoxazine (PXZ) as a strong donor to obtain red-shifted emission in comparison to the equivalent a-diketone linked to 9,9-dimethyl-9,10-dihydroacridine (DMAC). The PXZ-α-DK shows emission at 586 nm and DMAC-α-DK shows emission at 548 nm in 1,3-bis(N-carbazolyl)benzene (mCP) host at 1.5 wt% doping of the emitter, with short-delayed lifetimes of 6.9 μs for PXZ-α-DK and 7.6 μs for DMAC-α-DK. OLEDs fabricated using these emitters show green electroluminescence at 555 nm for DMAC-α-DK, with a maximum external quantum efficiency, EQEmax, of 6.3%, and orange electroluminescence at 585 nm for PXZ-α-DK, with an EQEmax of 0.8%. We corroborate the optoelectronic properties of these emitters with DFT calculations.

KW - TADF

KW - OLEDs

KW - α-diketone

KW - Red-shift emission

U2 - 10.1139/cjc-2021-0208

DO - 10.1139/cjc-2021-0208

M3 - Article

SN - 0008-4042

VL - Early View

JO - Canadian Journal of Chemistry

JF - Canadian Journal of Chemistry

ER -

Highly twisted α-diketone-based thermally activated delayed fluorescence emitters and their use in organic light-emitting diodes

Abstract

Keywords

Access to Document

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Projects

New organic light-emitting materials: Restarting research on new organic light-emitting materials

Thermally Activated Delayed Fluorescenc: Thermally Activated Delayed Fluorescence Materials for Displays and Photodynamic Theory

TADF Emitters for OLEDs - Eli Zysman: TADF Emitters for OLEDs

Datasets

Highly Twisted a-Diketone-Based Thermally Activated 1 Delayed Fluorescence Emitters and their use in Organic 2 Light-Emitting Diodes (dataset)

CCDC 2094658 - 2094659: Experimental Crystal Structure Determination

Cite this