Thermally Activated Delayed Fluorescence (TADF) Path toward Efficient Electroluminescence in Purely Organic Materials: Molecular Level Insight

Chen, Xian-Kai; Kim, Dongwook; Brédas, Jean-Luc

doi:10.1021/acs.accounts.8b00174

Title: Thermally Activated Delayed Fluorescence (TADF) Path toward Efficient Electroluminescence in Purely Organic Materials: Molecular Level Insight

Journal Article · Thu Aug 02 00:00:00 EDT 2018 · Accounts of Chemical Research

DOI:https://doi.org/10.1021/acs.accounts.8b00174· OSTI ID:1538953

Chen, Xian-Kai ^[1];

^[2];

^[1]

Center for Organic Photonics and Electronics and School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Georgia 30332-0400, United States
Department of Chemistry, Kyonggi University, 154-42 Gwanggyosan-Ro, Yeongtong-Gu, Suwon 16227, Korea

Not provided.

Cite

Export

Save

Research Organization:: Georgia Institute of Technology, Atlanta, GA (United States)

Sponsoring Organization:: USDOE Office of Energy Efficiency and Renewable Energy (EERE)

DOE Contract Number:: EE0008205

OSTI ID:: 1538953

Journal Information:: Accounts of Chemical Research, Vol. 51, Issue 9; ISSN 0001-4842

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

References (40)

La fluorescence des solutions: Induction moléculaire. – Polarisation et durée d'émission. – Photochimie Perrin, Francis Annales de Physique, Vol. 10, Issue 12 https://doi.org/10.1051/anphys/192910120169	journal	January 1929
Triplet-singlet emission in fluid solutions. Phosphorescence of eosin Parker, C. A.; Hatchard, C. G. Transactions of the Faraday Society, Vol. 57 https://doi.org/10.1039/tf9615701894	journal	January 1961
Recent advances in organic thermally activated delayed fluorescence materials Yang, Zhiyong; Mao, Zhu; Xie, Zongliang Chemical Society Reviews, Vol. 46, Issue 3 https://doi.org/10.1039/C6CS00368K	journal	January 2017
Highly efficient organic light-emitting diodes from delayed fluorescence Uoyama, Hiroki; Goushi, Kenichi; Shizu, Katsuyuki Nature, Vol. 492, Issue 7428 https://doi.org/10.1038/nature11687	journal	December 2012
Third-generation organic electroluminescence materials Adachi, Chihaya Japanese Journal of Applied Physics, Vol. 53, Issue 6 https://doi.org/10.7567/JJAP.53.060101	journal	May 2014
Purely Organic Thermally Activated Delayed Fluorescence Materials for Organic Light-Emitting Diodes Wong, Michael Y.; Zysman-Colman, Eli Advanced Materials, Vol. 29, Issue 22 https://doi.org/10.1002/adma.201605444	journal	March 2017
Photophysics of thermally activated delayed fluorescence molecules Dias, Fernando B.; Penfold, Thomas J.; Monkman, Andrew P. Methods and Applications in Fluorescence, Vol. 5, Issue 1 https://doi.org/10.1088/2050-6120/aa537e	journal	March 2017
Local-Excitation versus Charge-Transfer Characters in the Triplet State: Theoretical Insight into the Singlet–Triplet Energy Differences of Carbazolyl-Phthalonitrile-Based Thermally Activated Delayed Fluorescence Materials Lee, Kyungeon; Kim, Dongwook The Journal of Physical Chemistry C, Vol. 120, Issue 49 https://doi.org/10.1021/acs.jpcc.6b10161	journal	December 2016
Up-Conversion Intersystem Crossing Rates in Organic Emitters for Thermally Activated Delayed Fluorescence: Impact of the Nature of Singlet vs Triplet Excited States Samanta, Pralok K.; Kim, Dongwook; Coropceanu, Veaceslav Journal of the American Chemical Society, Vol. 139, Issue 11 https://doi.org/10.1021/jacs.6b12124	journal	March 2017
Organic Electronic Materials: Recent Advances in the DFT Description of the Ground and Excited States Using Tuned Range-Separated Hybrid Functionals Körzdörfer, Thomas; Brédas, Jean-Luc Accounts of Chemical Research, Vol. 47, Issue 11 https://doi.org/10.1021/ar500021t	journal	April 2014
Reliable Prediction with Tuned Range-Separated Functionals of the Singlet–Triplet Gap in Organic Emitters for Thermally Activated Delayed Fluorescence Sun, Haitao; Zhong, Cheng; Brédas, Jean-Luc Journal of Chemical Theory and Computation, Vol. 11, Issue 8 https://doi.org/10.1021/acs.jctc.5b00431	journal	July 2015
Impact of Dielectric Constant on the Singlet–Triplet Gap in Thermally Activated Delayed Fluorescence Materials Sun, Haitao; Hu, Zhubin; Zhong, Cheng The Journal of Physical Chemistry Letters, Vol. 8, Issue 11 https://doi.org/10.1021/acs.jpclett.7b00688	journal	May 2017
Natural transition orbitals Martin, Richard L. The Journal of Chemical Physics, Vol. 118, Issue 11 https://doi.org/10.1063/1.1558471	journal	March 2003
Efficient green thermally activated delayed fluorescence (TADF) from a phenoxazine–triphenyltriazine (PXZ–TRZ) derivative Tanaka, Hiroyuki; Shizu, Katsuyuki; Miyazaki, Hiroshi Chemical Communications, Vol. 48, Issue 93 https://doi.org/10.1039/c2cc36237f	journal	January 2012
Enhanced Electroluminescence Efficiency in a Spiro-Acridine Derivative through Thermally Activated Delayed Fluorescence Méhes, Gábor; Nomura, Hiroko; Zhang, Qisheng Angewandte Chemie International Edition, Vol. 51, Issue 45 https://doi.org/10.1002/anie.201206289	journal	October 2012
Novel Thermally Activated Delayed Fluorescence Materials-Thioxanthone Derivatives and Their Applications for Highly Efficient OLEDs Wang, Hui; Xie, Lisha; Peng, Qian Advanced Materials, Vol. 26, Issue 30 https://doi.org/10.1002/adma.201401393	journal	June 2014
Charge Transport in Organic Semiconductors Coropceanu, Veaceslav; Cornil, Jérôme; da Silva Filho, Demetrio A. Chemical Reviews, Vol. 107, Issue 4 https://doi.org/10.1021/cr050140x	journal	April 2007
The triplet state of organo-transition metal compounds. Triplet harvesting and singlet harvesting for efficient OLEDs Yersin, Hartmut; Rausch, Andreas F.; Czerwieniec, Rafał Coordination Chemistry Reviews, Vol. 255, Issue 21-22 https://doi.org/10.1016/j.ccr.2011.01.042	journal	November 2011
Heavy Atom Effect of Bromine Significantly Enhances Exciton Utilization of Delayed Fluorescence Luminogens Gan, Shifeng; Hu, Shimin; Li, Xiang-Long ACS Applied Materials & Interfaces, Vol. 10, Issue 20 https://doi.org/10.1021/acsami.8b05389	journal	May 2018
Triplet Harvesting with 100% Efficiency by Way of Thermally Activated Delayed Fluorescence in Charge Transfer OLED Emitters Dias, Fernando B.; Bourdakos, Konstantinos N.; Jankus, Vygintas Advanced Materials, Vol. 25, Issue 27 https://doi.org/10.1002/adma.201300753	journal	May 2013
Nature of Highly Efficient Thermally Activated Delayed Fluorescence in Organic Light-Emitting Diode Emitters: Nonadiabatic Effect between Excited States Chen, Xian-Kai; Zhang, Shou-Feng; Fan, Jian-Xun The Journal of Physical Chemistry C, Vol. 119, Issue 18 https://doi.org/10.1021/acs.jpcc.5b00276	journal	April 2015
Theory of Excited State Decays and Optical Spectra: Application to Polyatomic Molecules Niu, Yingli; Peng, Qian; Deng, Chunmei The Journal of Physical Chemistry A, Vol. 114, Issue 30 https://doi.org/10.1021/jp101568f	journal	August 2010
High-efficiency electroluminescence and amplified spontaneous emission from a thermally activated delayed fluorescent near-infrared emitter Kim, Dae-Hyeon; D’Aléo, Anthony; Chen, Xian-Kai Nature Photonics, Vol. 12, Issue 2 https://doi.org/10.1038/s41566-017-0087-y	journal	January 2018
Revealing the spin–vibronic coupling mechanism of thermally activated delayed fluorescence Etherington, Marc K.; Gibson, Jamie; Higginbotham, Heather F. Nature Communications, Vol. 7, Issue 1 https://doi.org/10.1038/ncomms13680	journal	November 2016
Spin–Orbit Coupling in Aromatic Hydrocarbons. Analysis of Nonradiative Transitions between Singlet and Triplet States in Benzene and Naphthalene Henry, Bryan R.; Siebrand, Willem The Journal of Chemical Physics, Vol. 54, Issue 3 https://doi.org/10.1063/1.1674940	journal	February 1971
Nature of the singlet and triplet excitations mediating thermally activated delayed fluorescence Olivier, Y.; Yurash, B.; Muccioli, L. Physical Review Materials, Vol. 1, Issue 7 https://doi.org/10.1103/PhysRevMaterials.1.075602	journal	December 2017
Theory and Calculation of the Phosphorescence Phenomenon Baryshnikov, Gleb; Minaev, Boris; Ågren, Hans Chemical Reviews, Vol. 117, Issue 9 https://doi.org/10.1021/acs.chemrev.7b00060	journal	April 2017
Spin−Orbit Coupling and Intersystem Crossing in Conjugated Polymers: A Configuration Interaction Description Beljonne, D.; Shuai, Z.; Pourtois, G. The Journal of Physical Chemistry A, Vol. 105, Issue 15 https://doi.org/10.1021/jp010187w	journal	April 2001
Intersystem crossing driven by vibronic spin–orbit coupling: a case study on psoralen Tatchen, Jörg; Gilka, Natalie; Marian, Christel M. Physical Chemistry Chemical Physics, Vol. 9, Issue 38 https://doi.org/10.1039/b706410a	journal	January 2007
Employing ∼100% Excitons in OLEDs by Utilizing a Fluorescent Molecule with Hybridized Local and Charge-Transfer Excited State Li, Weijun; Pan, Yuyu; Xiao, Ran Advanced Functional Materials, Vol. 24, Issue 11 https://doi.org/10.1002/adfm.201301750	journal	October 2013
High Yields of Singlet Excitons in Organic Electroluminescence through Two Paths of Cold and Hot Excitons Pan, Yuyu; Li, Weijun; Zhang, Shitong Advanced Optical Materials, Vol. 2, Issue 6 https://doi.org/10.1002/adom.201300467	journal	March 2014
Triplet-Polaron-Interaction-Induced Upconversion from Triplet to Singlet: a Possible Way to Obtain Highly Efficient OLEDs Obolda, Ablikim; Peng, Qiming; He, Chuanyou Advanced Materials, Vol. 28, Issue 23 https://doi.org/10.1002/adma.201504601	journal	March 2016
Efficient blue organic light-emitting diodes employing thermally activated delayed fluorescence Zhang, Qisheng; Li, Bo; Huang, Shuping Nature Photonics, Vol. 8, Issue 4 https://doi.org/10.1038/nphoton.2014.12	journal	March 2014
Enhanced Electroluminescence from a Thermally Activated Delayed-Fluorescence Emitter by Suppressing Nonradiative Decay Shizu, Katsuyuki; Uejima, Motoyuki; Nomura, Hiroko Physical Review Applied, Vol. 3, Issue 1 https://doi.org/10.1103/PhysRevApplied.3.014001	journal	January 2015
Theoretical Study of Conversion and Decay Processes of Excited Triplet and Singlet States in a Thermally Activated Delayed Fluorescence Molecule Peng, Qian; Fan, Di; Duan, Ruihong The Journal of Physical Chemistry C, Vol. 121, Issue 25 https://doi.org/10.1021/acs.jpcc.7b00692	journal	June 2017
A New Design Strategy for Efficient Thermally Activated Delayed Fluorescence Organic Emitters: From Twisted to Planar Structures Chen, Xian‐Kai; Tsuchiya, Youichi; Ishikawa, Yuma Advanced Materials, Vol. 29, Issue 46 https://doi.org/10.1002/adma.201702767	journal	October 2017
Ultrapure Blue Thermally Activated Delayed Fluorescence Molecules: Efficient HOMO-LUMO Separation by the Multiple Resonance Effect Hatakeyama, Takuji; Shiren, Kazushi; Nakajima, Kiichi Advanced Materials, Vol. 28, Issue 14 https://doi.org/10.1002/adma.201505491	journal	February 2016
Theoretical Insights into Photoinduced Charge Transfer and Catalysis at Oxide Interfaces Akimov, Alexey V.; Neukirch, Amanda J.; Prezhdo, Oleg V. Chemical Reviews, Vol. 113, Issue 6 https://doi.org/10.1021/cr3004899	journal	December 2012
High-efficiency organic light-emitting diodes with fluorescent emitters Nakanotani, Hajime; Higuchi, Takahiro; Furukawa, Taro Nature Communications, Vol. 5, Issue 1 https://doi.org/10.1038/ncomms5016	journal	May 2014
The role of spin in the kinetic control of recombination in organic photovoltaics Rao, Akshay; Chow, Philip C. Y.; Gélinas, Simon Nature, Vol. 500, Issue 7463 https://doi.org/10.1038/nature12339	journal	August 2013

Cited By (17)

Influence of Linked Bridges on Thermally Activated Delayed Fluorescence Characteristic for DCBPy Emitter Gao, Ying; Yang, Xiao‐Dong; Wu, Shui‐Xing Advanced Theory and Simulations, Vol. 2, Issue 9 https://doi.org/10.1002/adts.201900076	journal	July 2019
Suppression of Concentration Quenching in Ortho‐Substituted Thermally Activated Delayed Fluorescence Emitters Abroshan, Hadi; Cho, Eunkyung; Coropceanu, Veaceslav Advanced Theory and Simulations, Vol. 3, Issue 2 https://doi.org/10.1002/adts.201900185	journal	December 2019
Room‐Temperature Phosphorescence in Metal‐Free Organic Materials Ma, Huili; Lv, Anqi; Fu, Lishun Annalen der Physik, Vol. 531, Issue 7 https://doi.org/10.1002/andp.201800482	journal	March 2019
Molecular Design Strategy of Thermally Activated Delayed Fluorescent Emitters Using CN‐Substituted Imidazopyrazine as a New Electron‐Accepting Unit Kothavale, Shantaram; Lee, Kyung Hyung; Lee, Jun Yeob Chemistry – An Asian Journal, Vol. 15, Issue 1 https://doi.org/10.1002/asia.201901311	journal	November 2019
Role of the Geometry Restriction and Quasi‐Degeneracy of the Excited States in Thermally Activated Delayed Fluorescence: A Density Functional Theory Study of Carbzolyl‐Bispyridinylmethanone Derivatives Ahn, Chang Hwan; Kim, Dongwook ChemPhotoChem, Vol. 3, Issue 9 https://doi.org/10.1002/cptc.201900099	journal	May 2019
A building-block design for enhanced visible-light switching of diarylethenes Zhang, Zhiwei; Wang, Wenhui; Jin, Peipei Nature Communications, Vol. 10, Issue 1 https://doi.org/10.1038/s41467-019-12302-6	journal	September 2019
Slow recombination of spontaneously dissociated organic fluorophore excitons Yamanaka, Takahiko; Nakanotani, Hajime; Adachi, Chihaya Nature Communications, Vol. 10, Issue 1 https://doi.org/10.1038/s41467-019-13736-8	journal	December 2019
Highly efficient deep-blue OLEDs based on hybridized local and charge-transfer emitters bearing pyrene as the structural unit Fu, Caixia; Luo, Shuai; Li, Zhenzhen Chemical Communications, Vol. 55, Issue 44 https://doi.org/10.1039/c9cc02355k	journal	January 2019
Solution versus solid-state dual emission of the Au( i )-alkynyl diphosphine complexes via modification of polyaromatic spacers Belyaev, Andrey; Kolesnikov, Ilya; Melnikov, Alexei S. New Journal of Chemistry, Vol. 43, Issue 35 https://doi.org/10.1039/c9nj03426a	journal	January 2019
Phosphorescent and TADF polymers and dendrimers in solution-processed self-host organic light-emitting diodes: structure analysis and design perspectives Jhulki, Samik; Cooper, Matthew W.; Barlow, Stephen Materials Chemistry Frontiers, Vol. 3, Issue 9 https://doi.org/10.1039/c9qm00188c	journal	January 2019
Tunable benzothiadiazole-based donor–acceptor materials for two-photon excited fluorescence Paisley, Nathan R.; Tonge, Christopher M.; Mayder, Don M. Materials Chemistry Frontiers, Vol. 4, Issue 2 https://doi.org/10.1039/c9qm00627c	journal	January 2020
Theoretical investigations of the realization of sky-blue to blue TADF materials via CH/N and H/CN substitution at the diphenylsulphone acceptor Hussain, Aftab; Yuan, Haiyan; Li, Wenliang Journal of Materials Chemistry C, Vol. 7, Issue 22 https://doi.org/10.1039/c9tc01449g	journal	January 2019
Towards boosting the exciton lifetime and efficiency of near-infrared aggregation induced emitters with hybridized local and charge transfer excited states: a multiscale study Fan, Jianzhong; Zhang, Yuchen; Zhang, Kai Journal of Materials Chemistry C, Vol. 7, Issue 29 https://doi.org/10.1039/c9tc02144b	journal	January 2019
Highly efficient red thermally activated delayed fluorescence materials based on a cyano-containing planar acceptor Wang, Yuan-Yuan; Zhang, Yuan-Lan; Tong, Kaining Journal of Materials Chemistry C, Vol. 7, Issue 48 https://doi.org/10.1039/c9tc05349b	journal	January 2019
Star-shaped thermally activated delayed fluorescence emitters with a tri-armed arylsulfonic acceptor for efficient solution processed organic light emitting diodes Xiao, Ran; Xiang, Yepeng; Cao, Xiaosong Journal of Materials Chemistry C, Vol. 8, Issue 16 https://doi.org/10.1039/c9tc07049d	journal	January 2020
Efficient organic light-emitting diodes through up-conversion from triplet to singlet excited states of exciplexes Goushi, Kenichi; Adachi, Chihaya Applied Physics Letters, Vol. 101, Issue 2 https://doi.org/10.1063/1.4737006	journal	July 2012
Computational Studies of Molecular Materials for Unconventional Energy Conversion: The Challenge of Light Emission by Thermally Activated Delayed Fluorescence Sanz-Rodrigo, Javier; Olivier, Yoann; Sancho-García, Juan-Carlos Molecules, Vol. 25, Issue 4 https://doi.org/10.3390/molecules25041006	journal	February 2020

Similar Records

Thermally Activated Delayed Fluorescence (TADF) Path toward Efficient Electroluminescence in Purely Organic Materials: Molecular Level Insight

Journal Article · Fri Aug 24 00:00:00 EDT 2018 · Accounts of Chemical Research · OSTI ID:1538953

Chen, Xian-Kai; Kim, Dongwook; Brédas, Jean-Luc

Intramolecular Noncovalent Interactions Facilitate Thermally Activated Delayed Fluorescence (TADF)

Journal Article · Wed May 29 00:00:00 EDT 2019 · Journal of Physical Chemistry Letters · OSTI ID:1538953

Chen, Xian-Kai; Bakr, Brandon W.; Auffray, Morgan; +4 more