Deep-Blue Oxadiazole-Containing Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes

Michael Y. Wong; Simonas Krotkus; Graeme Copley; Wenbo Li; Caroline Murawski; David Hall; Gordon J. Hedley; Marie Jaricot; David B. Cordes; Alexandra M.Z. Slawin; Yoann Olivier; David Beljonne; Luca Muccioli; Monica Moral; Juan Carlos Sancho-Garcia; Malte C. Gather; Ifor D.W. Samuel; Eli Zysman-Colman

doi:10.1021/acsami.8b11136

Deep-Blue Oxadiazole-Containing Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes

Michael Y. Wong, Simonas Krotkus, Graeme Copley, Wenbo Li, Caroline Murawski, David Hall, Gordon J. Hedley, Marie Jaricot, David B. Cordes, Alexandra M.Z. Slawin, Yoann Olivier, David Beljonne, Luca Muccioli, Monica Moral, Juan Carlos Sancho-Garcia, Malte C. Gather, Ifor D.W. Samuel, Eli Zysman-Colman

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

Abstract

A series of four novel deep-blue to sky-blue thermally activated delayed fluorescence (TADF) emitters (2CzdOXDMe, 2CzdOXD4MeOPh, 2CzdOXDPh, and 2CzdOXD4CF ₃ Ph) have been synthesized and characterized. These oxadiazole-based emitters demonstrated bluer emission compared with the reference emitter 2CzPN thanks to the weaker acceptor strength of the oxadiazole moieties. The oxadiazole compounds doped in hosts (mCP and PPT) emitted from 435 to 474 nm with photoluminescence quantum yields ranging from 14-55%. The emitters possess singlet-triplet excited-state energy gaps (ΔE _ST ) between 0.25 and 0.46 eV resulting in delayed components ranging from 4.8 to 25.8 ms. The OLED device with 2CzdOXD4CF ₃ Ph shows a maximum external quantum efficiency of 11.2% with a sky-blue emission at CIE of (0.17, 0.25), while the device with 2CzdOXD4MeOPh shows a maximum external quantum efficiency of 6.6% with a deep-blue emission at CIE of (0.15, 0.11).

Original language	English
Pages (from-to)	33360-33372
Number of pages	13
Journal	ACS Applied Materials & Interfaces
Volume	10
Issue number	39
DOIs	https://doi.org/10.1021/acsami.8b11136
Publication status	Published - 3 Oct 2018
Externally published	Yes

Funding

E.Z.-C. thanks the University of St Andrews for support. We are grateful to the EPSRC for financial support (grants EP/ P010482/1, EP/J01771X, and EP/J00916). I.D.W.S. is a Royal Society Wolfson Research Merit Award Holder. We thank the EPSRC UK National Mass Spectrometry Facility at Swansea University for analytical services. C.M. acknowledges funding by the European Commission through a Marie Skłodowska Curie Individual Fellowship (No. 703387). G.C. acknowledges funding by the European Commission through a Marie Skłodowska Individual Fellowship (No. 799302).

Funders	Funder number
Horizon 2020 Framework Programme
Engineering and Physical Sciences Research Council	EP/J01771X, EP/ P010482/1, EP/J00916
University of St Andrews
European Commission	799302, 703387

Keywords

blue emitters
DFT calculations
organic light emitting diodes
oxadiazoles
thermally activated delayed fluorescence

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10.1021/acsami.8b11136

Cite this

Wong, M. Y., Krotkus, S., Copley, G., Li, W., Murawski, C., Hall, D., Hedley, G. J., Jaricot, M., Cordes, D. B., Slawin, A. M. Z., Olivier, Y., Beljonne, D., Muccioli, L., Moral, M., Sancho-Garcia, J. C., Gather, M. C., Samuel, I. D. W., & Zysman-Colman, E. (2018). Deep-Blue Oxadiazole-Containing Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes. ACS Applied Materials & Interfaces, 10(39), 33360-33372. https://doi.org/10.1021/acsami.8b11136

@article{ffe070200e634a15bd4065fd59084e0e,

title = "Deep-Blue Oxadiazole-Containing Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes",

abstract = " A series of four novel deep-blue to sky-blue thermally activated delayed fluorescence (TADF) emitters (2CzdOXDMe, 2CzdOXD4MeOPh, 2CzdOXDPh, and 2CzdOXD4CF 3 Ph) have been synthesized and characterized. These oxadiazole-based emitters demonstrated bluer emission compared with the reference emitter 2CzPN thanks to the weaker acceptor strength of the oxadiazole moieties. The oxadiazole compounds doped in hosts (mCP and PPT) emitted from 435 to 474 nm with photoluminescence quantum yields ranging from 14-55\%. The emitters possess singlet-triplet excited-state energy gaps (ΔE ST ) between 0.25 and 0.46 eV resulting in delayed components ranging from 4.8 to 25.8 ms. The OLED device with 2CzdOXD4CF 3 Ph shows a maximum external quantum efficiency of 11.2\% with a sky-blue emission at CIE of (0.17, 0.25), while the device with 2CzdOXD4MeOPh shows a maximum external quantum efficiency of 6.6\% with a deep-blue emission at CIE of (0.15, 0.11). ",

keywords = "blue emitters, DFT calculations, organic light emitting diodes, oxadiazoles, thermally activated delayed fluorescence",

author = "Wong, \{Michael Y.\} and Simonas Krotkus and Graeme Copley and Wenbo Li and Caroline Murawski and David Hall and Hedley, \{Gordon J.\} and Marie Jaricot and Cordes, \{David B.\} and Slawin, \{Alexandra M.Z.\} and Yoann Olivier and David Beljonne and Luca Muccioli and Monica Moral and Sancho-Garcia, \{Juan Carlos\} and Gather, \{Malte C.\} and Samuel, \{Ifor D.W.\} and Eli Zysman-Colman",

year = "2018",

month = oct,

day = "3",

doi = "10.1021/acsami.8b11136",

language = "English",

volume = "10",

pages = "33360--33372",

journal = "ACS Applied Materials \& Interfaces",

issn = "1944-8244",

publisher = "American Chemical Society",

number = "39",

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Wong, MY, Krotkus, S, Copley, G, Li, W, Murawski, C, Hall, D, Hedley, GJ, Jaricot, M, Cordes, DB, Slawin, AMZ, Olivier, Y, Beljonne, D, Muccioli, L, Moral, M, Sancho-Garcia, JC, Gather, MC, Samuel, IDW & Zysman-Colman, E 2018, 'Deep-Blue Oxadiazole-Containing Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes', ACS Applied Materials & Interfaces, vol. 10, no. 39, pp. 33360-33372. https://doi.org/10.1021/acsami.8b11136

TY - JOUR

T1 - Deep-Blue Oxadiazole-Containing Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes

AU - Wong, Michael Y.

AU - Krotkus, Simonas

AU - Copley, Graeme

AU - Li, Wenbo

AU - Murawski, Caroline

AU - Hall, David

AU - Hedley, Gordon J.

AU - Jaricot, Marie

AU - Cordes, David B.

AU - Slawin, Alexandra M.Z.

AU - Olivier, Yoann

AU - Beljonne, David

AU - Muccioli, Luca

AU - Moral, Monica

AU - Sancho-Garcia, Juan Carlos

AU - Gather, Malte C.

AU - Samuel, Ifor D.W.

AU - Zysman-Colman, Eli

PY - 2018/10/3

Y1 - 2018/10/3

N2 - A series of four novel deep-blue to sky-blue thermally activated delayed fluorescence (TADF) emitters (2CzdOXDMe, 2CzdOXD4MeOPh, 2CzdOXDPh, and 2CzdOXD4CF 3 Ph) have been synthesized and characterized. These oxadiazole-based emitters demonstrated bluer emission compared with the reference emitter 2CzPN thanks to the weaker acceptor strength of the oxadiazole moieties. The oxadiazole compounds doped in hosts (mCP and PPT) emitted from 435 to 474 nm with photoluminescence quantum yields ranging from 14-55%. The emitters possess singlet-triplet excited-state energy gaps (ΔE ST ) between 0.25 and 0.46 eV resulting in delayed components ranging from 4.8 to 25.8 ms. The OLED device with 2CzdOXD4CF 3 Ph shows a maximum external quantum efficiency of 11.2% with a sky-blue emission at CIE of (0.17, 0.25), while the device with 2CzdOXD4MeOPh shows a maximum external quantum efficiency of 6.6% with a deep-blue emission at CIE of (0.15, 0.11).

AB - A series of four novel deep-blue to sky-blue thermally activated delayed fluorescence (TADF) emitters (2CzdOXDMe, 2CzdOXD4MeOPh, 2CzdOXDPh, and 2CzdOXD4CF 3 Ph) have been synthesized and characterized. These oxadiazole-based emitters demonstrated bluer emission compared with the reference emitter 2CzPN thanks to the weaker acceptor strength of the oxadiazole moieties. The oxadiazole compounds doped in hosts (mCP and PPT) emitted from 435 to 474 nm with photoluminescence quantum yields ranging from 14-55%. The emitters possess singlet-triplet excited-state energy gaps (ΔE ST ) between 0.25 and 0.46 eV resulting in delayed components ranging from 4.8 to 25.8 ms. The OLED device with 2CzdOXD4CF 3 Ph shows a maximum external quantum efficiency of 11.2% with a sky-blue emission at CIE of (0.17, 0.25), while the device with 2CzdOXD4MeOPh shows a maximum external quantum efficiency of 6.6% with a deep-blue emission at CIE of (0.15, 0.11).

KW - blue emitters

KW - DFT calculations

KW - organic light emitting diodes

KW - oxadiazoles

KW - thermally activated delayed fluorescence

UR - https://www.scopus.com/pages/publications/85053880505

U2 - 10.1021/acsami.8b11136

DO - 10.1021/acsami.8b11136

M3 - Article

C2 - 30192504

AN - SCOPUS:85053880505

SN - 1944-8244

VL - 10

SP - 33360

EP - 33372

JO - ACS Applied Materials & Interfaces

JF - ACS Applied Materials & Interfaces

IS - 39

ER -

Deep-Blue Oxadiazole-Containing Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes

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