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Title: Effect of the Number and Substitution Pattern of Carbazole Donors on the Singlet and Triplet State Energies in a Series of Carbazole-Oxadiazole Derivatives Exhibiting Thermally Activated Delayed Fluorescence

Abstract

Substitution of a varying number of 9H-carbazole donors onto 2-(pentafluorophenyl)-5-phenyl-1,3,4-oxadiazole yields a series of donor–acceptor compounds with similar electrochemical band gaps, but dissimilar optical properties. Each substitution of a carbazole onto the 2- and 4-positions results in a 150–200 meV stabilization of the first singlet excited state, evident in the fluorescent emission. Here, the first triplet excited state is less sensitive to these substitutions, leading to a reduced energy separation between the singlet and triplet states, ΔEST, with increasing carbazole content. OLED devices made using the donor–acceptor compounds exhibiting the lowest ΔEST were fabricated and exhibit sky blue emission with an external quantum efficiency of up to 24.4% at a luminance of 10 cd m–2, and 9.2% at 1000 cd m–2.

Authors:
 [1]; ORCiD logo [1];  [1];  [2];  [2];  [2]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]
  1. Georgia Inst. of Technology, Atlanta, GA (United States)
  2. Samsung Electronics Co., Ltd., Gyeonggi-do (Korea)
Publication Date:
Research Org.:
Georgia Institute of Technology, Atlanta, GA (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE)
OSTI Identifier:
1767449
Grant/Contract Number:  
EE0008205
Resource Type:
Accepted Manuscript
Journal Name:
Chemistry of Materials
Additional Journal Information:
Journal Volume: 30; Journal Issue: 18; Journal ID: ISSN 0897-4756
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; Solid state lighting; Organic light-emitting diodes; External quantum efficiency; Fluorescence; Electrical energy; Aromatic compounds; Quantum mechanics

Citation Formats

Cooper, Matthew W., Zhang, Xiaoqing, Zhang, Yadong, Jeon, Soon Ok, Lee, Hasup, Kim, Sunghan, Fuentes-Hernandez, Canek, Barlow, Stephen, Kippelen, Bernard, and Marder, Seth R. Effect of the Number and Substitution Pattern of Carbazole Donors on the Singlet and Triplet State Energies in a Series of Carbazole-Oxadiazole Derivatives Exhibiting Thermally Activated Delayed Fluorescence. United States: N. p., 2018. Web. doi:10.1021/acs.chemmater.8b02632.
Cooper, Matthew W., Zhang, Xiaoqing, Zhang, Yadong, Jeon, Soon Ok, Lee, Hasup, Kim, Sunghan, Fuentes-Hernandez, Canek, Barlow, Stephen, Kippelen, Bernard, & Marder, Seth R. Effect of the Number and Substitution Pattern of Carbazole Donors on the Singlet and Triplet State Energies in a Series of Carbazole-Oxadiazole Derivatives Exhibiting Thermally Activated Delayed Fluorescence. United States. https://doi.org/10.1021/acs.chemmater.8b02632
Cooper, Matthew W., Zhang, Xiaoqing, Zhang, Yadong, Jeon, Soon Ok, Lee, Hasup, Kim, Sunghan, Fuentes-Hernandez, Canek, Barlow, Stephen, Kippelen, Bernard, and Marder, Seth R. Mon . "Effect of the Number and Substitution Pattern of Carbazole Donors on the Singlet and Triplet State Energies in a Series of Carbazole-Oxadiazole Derivatives Exhibiting Thermally Activated Delayed Fluorescence". United States. https://doi.org/10.1021/acs.chemmater.8b02632. https://www.osti.gov/servlets/purl/1767449.
@article{osti_1767449,
title = {Effect of the Number and Substitution Pattern of Carbazole Donors on the Singlet and Triplet State Energies in a Series of Carbazole-Oxadiazole Derivatives Exhibiting Thermally Activated Delayed Fluorescence},
author = {Cooper, Matthew W. and Zhang, Xiaoqing and Zhang, Yadong and Jeon, Soon Ok and Lee, Hasup and Kim, Sunghan and Fuentes-Hernandez, Canek and Barlow, Stephen and Kippelen, Bernard and Marder, Seth R.},
abstractNote = {Substitution of a varying number of 9H-carbazole donors onto 2-(pentafluorophenyl)-5-phenyl-1,3,4-oxadiazole yields a series of donor–acceptor compounds with similar electrochemical band gaps, but dissimilar optical properties. Each substitution of a carbazole onto the 2- and 4-positions results in a 150–200 meV stabilization of the first singlet excited state, evident in the fluorescent emission. Here, the first triplet excited state is less sensitive to these substitutions, leading to a reduced energy separation between the singlet and triplet states, ΔEST, with increasing carbazole content. OLED devices made using the donor–acceptor compounds exhibiting the lowest ΔEST were fabricated and exhibit sky blue emission with an external quantum efficiency of up to 24.4% at a luminance of 10 cd m–2, and 9.2% at 1000 cd m–2.},
doi = {10.1021/acs.chemmater.8b02632},
journal = {Chemistry of Materials},
number = 18,
volume = 30,
place = {United States},
year = {Mon Sep 10 00:00:00 EDT 2018},
month = {Mon Sep 10 00:00:00 EDT 2018}
}

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