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Title: Phenanthro[9,10- d ]triazole and imidazole derivatives: high triplet energy host materials for blue phosphorescent organic light emitting devices

Abstract

A class of wide bandgap host materials is introduced as an alternative to carbazole-based hosts to enhance the efficiency and transport properties of organic light emitting diodes (OLEDs).

Authors:
ORCiD logo [1];  [2];  [1];  [1]; ORCiD logo [1];  [3]; ORCiD logo [1]
  1. Department of Chemistry, University of Southern California, Los Angeles, USA
  2. Department of Physics, University of Michigan, Ann Arbor, USA
  3. Department of Physics, University of Michigan, Ann Arbor, USA, Department of Electrical and Computer Engineering
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1498805
Grant/Contract Number:  
DE EE0007077
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Materials Horizons
Additional Journal Information:
Journal Name: Materials Horizons Journal Volume: 6 Journal Issue: 6; Journal ID: ISSN 2051-6347
Publisher:
Royal Society of Chemistry (RSC)
Country of Publication:
United Kingdom
Language:
English

Citation Formats

Idris, Muazzam, Coburn, Caleb, Fleetham, Tyler, Milam-Guerrero, JoAnna, Djurovich, Peter I., Forrest, Stephen R., and Thompson, Mark E. Phenanthro[9,10- d ]triazole and imidazole derivatives: high triplet energy host materials for blue phosphorescent organic light emitting devices. United Kingdom: N. p., 2019. Web. doi:10.1039/C9MH00195F.
Idris, Muazzam, Coburn, Caleb, Fleetham, Tyler, Milam-Guerrero, JoAnna, Djurovich, Peter I., Forrest, Stephen R., & Thompson, Mark E. Phenanthro[9,10- d ]triazole and imidazole derivatives: high triplet energy host materials for blue phosphorescent organic light emitting devices. United Kingdom. doi:10.1039/C9MH00195F.
Idris, Muazzam, Coburn, Caleb, Fleetham, Tyler, Milam-Guerrero, JoAnna, Djurovich, Peter I., Forrest, Stephen R., and Thompson, Mark E. Mon . "Phenanthro[9,10- d ]triazole and imidazole derivatives: high triplet energy host materials for blue phosphorescent organic light emitting devices". United Kingdom. doi:10.1039/C9MH00195F.
@article{osti_1498805,
title = {Phenanthro[9,10- d ]triazole and imidazole derivatives: high triplet energy host materials for blue phosphorescent organic light emitting devices},
author = {Idris, Muazzam and Coburn, Caleb and Fleetham, Tyler and Milam-Guerrero, JoAnna and Djurovich, Peter I. and Forrest, Stephen R. and Thompson, Mark E.},
abstractNote = {A class of wide bandgap host materials is introduced as an alternative to carbazole-based hosts to enhance the efficiency and transport properties of organic light emitting diodes (OLEDs).},
doi = {10.1039/C9MH00195F},
journal = {Materials Horizons},
number = 6,
volume = 6,
place = {United Kingdom},
year = {2019},
month = {7}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
DOI: 10.1039/C9MH00195F

Citation Metrics:
Cited by: 2 works
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Works referenced in this record:

Multifunctional Benzothiadiazole-Based Small Molecules Displaying Solvatochromism and Sensing Properties toward Nitroarenes, Anions, and Cations
journal, September 2014

  • Alfonso, María; Espinosa, Arturo; Tárraga, Alberto
  • ChemistryOpen, Vol. 3, Issue 6
  • DOI: 10.1002/open.201402022

High-Efficiency BODIPY-Based Organic Photovoltaics
journal, December 2014

  • Chen, John J.; Conron, Sarah M.; Erwin, Patrick
  • ACS Applied Materials & Interfaces, Vol. 7, Issue 1
  • DOI: 10.1021/am506874k

CN-Modified Host Materials for Improved Efficiency and Lifetime in Blue Phosphorescent and Thermally Activated Delayed Fluorescent Organic Light-Emitting Diodes
journal, April 2017

  • Byeon, Sung Yong; Kim, Ji Han; Lee, Jun Yeob
  • ACS Applied Materials & Interfaces, Vol. 9, Issue 15
  • DOI: 10.1021/acsami.6b15502

Ultrahigh Energy Gap Hosts in Deep Blue Organic Electrophosphorescent Devices
journal, November 2004

  • Ren, Xiaofan; Li, Jian; Holmes, Russell J.
  • Chemistry of Materials, Vol. 16, Issue 23
  • DOI: 10.1021/cm049402m

RGB Phosphorescent Organic Light-Emitting Diodes by Using Host Materials with Heterocyclic Cores: Effect of Nitrogen Atom Orientations
journal, January 2011

  • Su, Shi-Jian; Cai, Chao; Kido, Junji
  • Chemistry of Materials, Vol. 23, Issue 2
  • DOI: 10.1021/cm102975d

Blue organic electrophosphorescence using exothermic host–guest energy transfer
journal, April 2003

  • Holmes, R. J.; Forrest, S. R.; Tung, Y. -J.
  • Applied Physics Letters, Vol. 82, Issue 15
  • DOI: 10.1063/1.1568146

Triphenylene-based Host Materials for Low-voltage, Highly Efficient Red Phosphorescent Organic Light-emitting Diodes
journal, April 2013

  • Togashi, Kazunori; Yasuda, Takuma; Adachi, Chihaya
  • Chemistry Letters, Vol. 42, Issue 4
  • DOI: 10.1246/cl.121247

Tuning the nonlinear optical properties of BODIPYs by functionalization with dimethylaminostyryl substituents
journal, February 2017


Highly N2-Selective Palladium-Catalyzed Arylation of 1,2,3-Triazoles
journal, August 2011

  • Ueda, Satoshi; Su, Mingjuan; Buchwald, Stephen L.
  • Angewandte Chemie International Edition, Vol. 50, Issue 38
  • DOI: 10.1002/anie.201103882

Organic electroluminescent diodes
journal, September 1987

  • Tang, C. W.; VanSlyke, S. A.
  • Applied Physics Letters, Vol. 51, Issue 12
  • DOI: 10.1063/1.98799

Rapid Multiscale Computational Screening for OLED Host Materials
journal, January 2019

  • Sylvinson M. R., Daniel; Chen, Hsiao-Fan; Martin, Lauren M.
  • ACS Applied Materials & Interfaces, Vol. 11, Issue 5
  • DOI: 10.1021/acsami.8b16225

One-pot Microwave-Assisted Synthesis of 1H-Phenanthro[9,10- d][1,2,3]triazole
journal, September 2008

  • Taherpour, Avat Arman; Faraji, Mehrak
  • Molbank, Vol. 2008, Issue 3
  • DOI: 10.3390/M577

Deep blue organic light-emitting devices enabled by bipolar phenanthro[9,10-d]imidazole derivatives
journal, January 2015


Simple Phenanthroimidazole/Carbazole Hybrid Bipolar Host Materials for Highly Efficient Green and Yellow Phosphorescent Organic Light-Emitting Diodes
journal, September 2012

  • Huang, Hong; Wang, Yixin; Zhuang, Shaoqing
  • The Journal of Physical Chemistry C, Vol. 116, Issue 36
  • DOI: 10.1021/jp305764b

Two‐layer organic photovoltaic cell
journal, January 1986

  • Tang, C. W.
  • Applied Physics Letters, Vol. 48, Issue 2
  • DOI: 10.1063/1.96937

Endothermic energy transfer: A mechanism for generating very efficient high-energy phosphorescent emission in organic materials
journal, September 2001

  • Adachi, Chihaya; Kwong, Raymond C.; Djurovich, Peter
  • Applied Physics Letters, Vol. 79, Issue 13
  • DOI: 10.1063/1.1400076

Operating lifetime of phosphorescent organic light emitting devices
journal, May 2000

  • Burrows, P. E.; Forrest, S. R.; Zhou, T. X.
  • Applied Physics Letters, Vol. 76, Issue 18
  • DOI: 10.1063/1.126386

Nearly 100% internal phosphorescence efficiency in an organic light-emitting device
journal, November 2001

  • Adachi, Chihaya; Baldo, Marc A.; Thompson, Mark E.
  • Journal of Applied Physics, Vol. 90, Issue 10
  • DOI: 10.1063/1.1409582

Improved energy transfer in electrophosphorescent devices
journal, January 1999

  • O’Brien, D. F.; Baldo, M. A.; Thompson, M. E.
  • Applied Physics Letters, Vol. 74, Issue 3
  • DOI: 10.1063/1.123055

Influence of Halogen Atoms on a Homologous Series of Bis-Cyclometalated Iridium(III) Complexes
journal, December 2011

  • Baranoff, Etienne; Curchod, Basile F. E.; Monti, Filippo
  • Inorganic Chemistry, Vol. 51, Issue 2
  • DOI: 10.1021/ic2011474

Donor-Substituted 1,3,5-Triazines as Host Materials for Blue Phosphorescent Organic Light-Emitting Diodes
journal, April 2010

  • Rothmann, Michael M.; Haneder, Stephan; Da Como, Enrico
  • Chemistry of Materials, Vol. 22, Issue 7
  • DOI: 10.1021/cm9033879

Synthesis and photo- and electroluminescence properties of 3,6-disubstituted phenanthrenes: alternative host material for blue fluorophores
journal, January 2011

  • Chen, Yu-Han; Chou, Ho-Hsiu; Su, Tsu-Hui
  • Chemical Communications, Vol. 47, Issue 31
  • DOI: 10.1039/c1cc12875b

Efficient Iron/Copper Co-Catalyzed Arylation of Nitrogen Nucleophiles
journal, January 2007

  • Taillefer, Marc; Xia, Ning; Ouali, Armelle
  • Angewandte Chemie International Edition, Vol. 46, Issue 6
  • DOI: 10.1002/anie.200603173

Blue Light Emitting Ir(III) Compounds for OLEDs - New Insights into Ancillary Ligand Effects on the Emitting Triplet State
journal, May 2009

  • Rausch, Andreas F.; Thompson, Mark E.; Yersin, Hartmut
  • The Journal of Physical Chemistry A, Vol. 113, Issue 20
  • DOI: 10.1021/jp902261c

Reliable, All-Phosphorescent Stacked White Organic Light Emitting Devices with a High Color Rendering Index
journal, November 2017


Highly efficient phosphorescent emission from organic electroluminescent devices
journal, September 1998

  • Baldo, M. A.; O'Brien, D. F.; You, Y.
  • Nature, Vol. 395, Issue 6698, p. 151-154
  • DOI: 10.1038/25954

Substitution reactions of phenanthro[9,10- d ]triazole with benzyl chlorides
journal, March 1998


Confinement of triplet energy on phosphorescent molecules for highly-efficient organic blue-light-emitting devices
journal, July 2003

  • Tokito, Shizuo; Iijima, Toshiki; Suzuri, Yoshiyuki
  • Applied Physics Letters, Vol. 83, Issue 3
  • DOI: 10.1063/1.1594834

Below-one-volt organic thin-film transistors with large on/off current ratios
journal, October 2017


Quantitative phosphorescence spectroscopy of polystyrene during photo-degradation and the significance of in-chain peroxides
journal, January 1977


A Step-Economical Route to Fused 1,2,3-Triazoles via an Intramolecular 1,3-Dipolar Cycloaddition between a Nitrile and an in Situ Generated Aryldiazomethane
journal, August 2014

  • Mani, Neelakandha S.; Fitzgerald, Anne E.
  • The Journal of Organic Chemistry, Vol. 79, Issue 18
  • DOI: 10.1021/jo5013288

Organic Light-Emitting Devices for Solid-State Lighting
journal, July 2008

  • So, Franky; Kido, Junji; Burrows, Paul
  • MRS Bulletin, Vol. 33, Issue 7, p. 663-669
  • DOI: 10.1557/mrs2008.137

Development and Application of O -(Trimethylsilyl)aryl Fluorosulfates for the Synthesis of Arynes
journal, June 2015

  • Chen, Qiao; Yu, Hongmei; Xu, Zhaoqing
  • The Journal of Organic Chemistry, Vol. 80, Issue 13
  • DOI: 10.1021/acs.joc.5b00923

Current-gain cutoff frequencies above 10 MHz for organic thin-film transistors with high mobility and low parasitic capacitance
journal, July 2009

  • Kitamura, Masatoshi; Arakawa, Yasuhiko
  • Applied Physics Letters, Vol. 95, Issue 2
  • DOI: 10.1063/1.3176480

Rational Design of Dibenzothiophene-Based Host Materials for PHOLEDs
journal, January 2014

  • Dong, Shou-Cheng; Zhang, Lei; Liang, Jian
  • The Journal of Physical Chemistry C, Vol. 118, Issue 5
  • DOI: 10.1021/jp412107g

Very high-efficiency green organic light-emitting devices based on electrophosphorescence
journal, July 1999

  • Baldo, M. A.; Lamansky, S.; Burrows, P. E.
  • Applied Physics Letters, Vol. 75, Issue 1, p. 4-6
  • DOI: 10.1063/1.124258