Enhanced thermally activated delayed fluorescence through bridge modification in sulfone-based emitters employed in deep blue organic light-emitting diodes

Pachaiyappan Rajamallil; Dongyang Chen; Wenbo Li; David B. Cordes; Alexandra Slawin; Ifor D. W. Samuel; Eli Zysman-Colman

doi:10.1039/C9TC01498E

Enhanced thermally activated delayed fluorescence through bridge modification in sulfone-based emitters employed in deep blue organic light-emitting diodes

Pachaiyappan Rajamallil, Dongyang Chen, Wenbo Li, David B. Cordes, Alexandra Slawin, Ifor D. W. Samuel, Eli Zysman-Colman

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

40 Citations (Scopus)

29 Downloads (Pure)

Abstract

Two thermally activated delayed fluorescence (TADF) emitters bearing a new dipyridyl sulfone core as the electron-accepting unit and di-tert-butyl carbazoles as electron-donating units are reported. The two emitters, pDTCz-2DPyS and pDTCz-3DPyS, differ in the regiochemistry of the substitution about the pyridine rings [pDTCz-2DPyS = 9,9'-(sulfonylbis(pyridine-6,3- diyl))bis(3,6-di-tert-butyl-9H-carbazole); pDTCz-3DPyS = 9,9'-(sulfonylbis(pyridine-5,2-diyl))bis(3,6-di-tert-butyl-9H- carbazole)]. Both compounds show blue emission in the range of 450-465 nm, which is in line with theoretical calculations. They have very similar singlet-triplet energy (ΔEST) gaps (ΔEST = 0.22 eV and 0.21 eV for pDTCz-3DPyS and pDTCz-2DPyS, respectively). pDTCz-2DPyS has a much larger proportion of delayed emission (26.2%) than pDTCz-3DPyS (1.2%)]. The two compounds show comparable photoluminescence quantum yields of 60% in 2,8- bis(diphenylphosphoryl)dibenzo[b,d]thiophene (PPT) doped films. The performance of organic light-emitting diodes (OLEDs) depends on the host used. The maximum external quantum efficiency (EQE) in the PPT host of pDTCz-3DPyS is 7.0%, whilst for pDTCz-2DPyS it is 12.4%. High performance is obtained for both materials when bis[2-(diphenylphosphino)phenyl] ether oxide (DPEPO) is used as the host, with a maximum EQE of 13.4% for pDTCz-3DPyS and 11.4% for pDTCz-2DPyS. In addition, pDTCz-3DPyS shows pure blue electroluminescence with CIE color coordinates of (0.15, 0.12) compared to pDTCz- 2DPyS with coordinates of (0.15, 0.19).

Original language	English
Pages (from-to)	6664-6671
Journal	Journal of Materials Chemistry C
Volume	7
Issue number	22
Early online date	23 Apr 2019
DOIs	https://doi.org/10.1039/C9TC01498E
Publication status	Published - 14 Jun 2019

Access to Document

10.1039/C9TC01498E

Zysman-Colman_2019_JMCC_PyridineSulfone_Preprint
[Preprint] © 2019 the Authors. This work has been made available online in accordance with the publisher’s policies. This is the author created submitted manuscript prior to peer review and as such may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1039/C9TC01498E
Submitted manuscript, 1.69 MB
Pyridine sulfone JMCC final_Accepted Manuscript
[Accepted manuscript]. © 2019 the Authors. This work has been made available online in accordance with the publisher’s policies. This is the author created accepted version manuscript following peer review and as such may differ slightly from the final published version. The final published version of this work is available at https://doi.org/ 10.1039/C9TC01498E
Accepted author manuscript, 1.72 MB

Chemistry EPSRC-JSPS: EPSRC-JSPS Core-to-Core Grant Application
Zysman-Colman, E. (PI)
1/08/18 → 31/01/24
Project: Standard
TADF Emitters for OLEDs - Eli Zysman: TADF Emitters for OLEDs
Zysman-Colman, E. (PI)
EPSRC
1/03/17 → 31/03/21
Project: Standard
DENTADFE: DENTADFE
Zysman-Colman, E. (PI)
European Commission
1/03/17 → 28/02/19
Project: Fellowship

Enhanced Thermally Activated Delayed Fluorescence Through Bridge Modification in Sulfone-Based Emitters Employed in Deep Blue Organic Light-Emitting Diodes (dataset)
Rajamalli, P. (Creator), Chen, D. (Creator), Li, W. (Creator), Samuel, I. D. W. (Creator), Cordes, D. B. (Creator), Slawin, A. M. Z. (Creator) & Zysman-Colman, E. (Creator), University of St Andrews, 10 May 2019
DOI: 10.17630/39a77a8c-3948-4618-ac21-f055aee83cd4
Dataset

File

Cite this

@article{4097eb2a623348baa7c8e76c66ee28b7,

title = "Enhanced thermally activated delayed fluorescence through bridge modification in sulfone-based emitters employed in deep blue organic light-emitting diodes",

abstract = "Two thermally activated delayed fluorescence (TADF) emitters bearing a new dipyridyl sulfone core as the electron-accepting unit and di-tert-butyl carbazoles as electron-donating units are reported. The two emitters, pDTCz-2DPyS and pDTCz-3DPyS, differ in the regiochemistry of the substitution about the pyridine rings [pDTCz-2DPyS = 9,9'-(sulfonylbis(pyridine-6,3- diyl))bis(3,6-di-tert-butyl-9H-carbazole); pDTCz-3DPyS = 9,9'-(sulfonylbis(pyridine-5,2-diyl))bis(3,6-di-tert-butyl-9H- carbazole)]. Both compounds show blue emission in the range of 450-465 nm, which is in line with theoretical calculations. They have very similar singlet-triplet energy (ΔEST) gaps (ΔEST = 0.22 eV and 0.21 eV for pDTCz-3DPyS and pDTCz-2DPyS, respectively). pDTCz-2DPyS has a much larger proportion of delayed emission (26.2%) than pDTCz-3DPyS (1.2%)]. The two compounds show comparable photoluminescence quantum yields of 60% in 2,8- bis(diphenylphosphoryl)dibenzo[b,d]thiophene (PPT) doped films. The performance of organic light-emitting diodes (OLEDs) depends on the host used. The maximum external quantum efficiency (EQE) in the PPT host of pDTCz-3DPyS is 7.0%, whilst for pDTCz-2DPyS it is 12.4%. High performance is obtained for both materials when bis[2-(diphenylphosphino)phenyl] ether oxide (DPEPO) is used as the host, with a maximum EQE of 13.4% for pDTCz-3DPyS and 11.4% for pDTCz-2DPyS. In addition, pDTCz-3DPyS shows pure blue electroluminescence with CIE color coordinates of (0.15, 0.12) compared to pDTCz- 2DPyS with coordinates of (0.15, 0.19).",

author = "Pachaiyappan Rajamallil and Dongyang Chen and Wenbo Li and Cordes, {David B.} and Alexandra Slawin and Samuel, {Ifor D. W.} and Eli Zysman-Colman",

note = "The authors are grateful to the Engineering and Physical Sciences Research Council (EPSRC) for support from grants EP/P010482/1 and EP/R035164/1. P. Rajamalli acknowledges support from a Marie Sk{\l}odowska-Curie Individual Fellowship (MCIF; No. 749557). Dongyang Chen and Wenbo Li thank the China Scholarship Council (grant numbers 201603780001 and 201708060003).",

year = "2019",

month = jun,

day = "14",

doi = "10.1039/C9TC01498E",

language = "English",

volume = "7",

pages = "6664--6671",

journal = "Journal of Materials Chemistry C",

issn = "2050-7526",

publisher = "ROYAL SOC CHEMISTRY",

number = "22",

}

TY - JOUR

T1 - Enhanced thermally activated delayed fluorescence through bridge modification in sulfone-based emitters employed in deep blue organic light-emitting diodes

AU - Rajamallil, Pachaiyappan

AU - Chen, Dongyang

AU - Li, Wenbo

AU - Cordes, David B.

AU - Slawin, Alexandra

AU - Samuel, Ifor D. W.

AU - Zysman-Colman, Eli

N1 - The authors are grateful to the Engineering and Physical Sciences Research Council (EPSRC) for support from grants EP/P010482/1 and EP/R035164/1. P. Rajamalli acknowledges support from a Marie Skłodowska-Curie Individual Fellowship (MCIF; No. 749557). Dongyang Chen and Wenbo Li thank the China Scholarship Council (grant numbers 201603780001 and 201708060003).

PY - 2019/6/14

Y1 - 2019/6/14

N2 - Two thermally activated delayed fluorescence (TADF) emitters bearing a new dipyridyl sulfone core as the electron-accepting unit and di-tert-butyl carbazoles as electron-donating units are reported. The two emitters, pDTCz-2DPyS and pDTCz-3DPyS, differ in the regiochemistry of the substitution about the pyridine rings [pDTCz-2DPyS = 9,9'-(sulfonylbis(pyridine-6,3- diyl))bis(3,6-di-tert-butyl-9H-carbazole); pDTCz-3DPyS = 9,9'-(sulfonylbis(pyridine-5,2-diyl))bis(3,6-di-tert-butyl-9H- carbazole)]. Both compounds show blue emission in the range of 450-465 nm, which is in line with theoretical calculations. They have very similar singlet-triplet energy (ΔEST) gaps (ΔEST = 0.22 eV and 0.21 eV for pDTCz-3DPyS and pDTCz-2DPyS, respectively). pDTCz-2DPyS has a much larger proportion of delayed emission (26.2%) than pDTCz-3DPyS (1.2%)]. The two compounds show comparable photoluminescence quantum yields of 60% in 2,8- bis(diphenylphosphoryl)dibenzo[b,d]thiophene (PPT) doped films. The performance of organic light-emitting diodes (OLEDs) depends on the host used. The maximum external quantum efficiency (EQE) in the PPT host of pDTCz-3DPyS is 7.0%, whilst for pDTCz-2DPyS it is 12.4%. High performance is obtained for both materials when bis[2-(diphenylphosphino)phenyl] ether oxide (DPEPO) is used as the host, with a maximum EQE of 13.4% for pDTCz-3DPyS and 11.4% for pDTCz-2DPyS. In addition, pDTCz-3DPyS shows pure blue electroluminescence with CIE color coordinates of (0.15, 0.12) compared to pDTCz- 2DPyS with coordinates of (0.15, 0.19).

AB - Two thermally activated delayed fluorescence (TADF) emitters bearing a new dipyridyl sulfone core as the electron-accepting unit and di-tert-butyl carbazoles as electron-donating units are reported. The two emitters, pDTCz-2DPyS and pDTCz-3DPyS, differ in the regiochemistry of the substitution about the pyridine rings [pDTCz-2DPyS = 9,9'-(sulfonylbis(pyridine-6,3- diyl))bis(3,6-di-tert-butyl-9H-carbazole); pDTCz-3DPyS = 9,9'-(sulfonylbis(pyridine-5,2-diyl))bis(3,6-di-tert-butyl-9H- carbazole)]. Both compounds show blue emission in the range of 450-465 nm, which is in line with theoretical calculations. They have very similar singlet-triplet energy (ΔEST) gaps (ΔEST = 0.22 eV and 0.21 eV for pDTCz-3DPyS and pDTCz-2DPyS, respectively). pDTCz-2DPyS has a much larger proportion of delayed emission (26.2%) than pDTCz-3DPyS (1.2%)]. The two compounds show comparable photoluminescence quantum yields of 60% in 2,8- bis(diphenylphosphoryl)dibenzo[b,d]thiophene (PPT) doped films. The performance of organic light-emitting diodes (OLEDs) depends on the host used. The maximum external quantum efficiency (EQE) in the PPT host of pDTCz-3DPyS is 7.0%, whilst for pDTCz-2DPyS it is 12.4%. High performance is obtained for both materials when bis[2-(diphenylphosphino)phenyl] ether oxide (DPEPO) is used as the host, with a maximum EQE of 13.4% for pDTCz-3DPyS and 11.4% for pDTCz-2DPyS. In addition, pDTCz-3DPyS shows pure blue electroluminescence with CIE color coordinates of (0.15, 0.12) compared to pDTCz- 2DPyS with coordinates of (0.15, 0.19).

U2 - 10.1039/C9TC01498E

DO - 10.1039/C9TC01498E

M3 - Article

SN - 2050-7526

VL - 7

SP - 6664

EP - 6671

JO - Journal of Materials Chemistry C

JF - Journal of Materials Chemistry C

IS - 22

ER -

Enhanced thermally activated delayed fluorescence through bridge modification in sulfone-based emitters employed in deep blue organic light-emitting diodes

Abstract

Access to Document

Fingerprint

Projects

Chemistry EPSRC-JSPS: EPSRC-JSPS Core-to-Core Grant Application

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

DENTADFE: DENTADFE

Datasets

Enhanced Thermally Activated Delayed Fluorescence Through Bridge Modification in Sulfone-Based Emitters Employed in Deep Blue Organic Light-Emitting Diodes (dataset)

Cite this