Improved Operational Stability of Blue Phosphorescent OLEDs by Functionalizing Phenyl‐Carbene Groups of Tetradentate Pt(II) Complexes

Li, Guijie; Ameri, Lydia; Dorame, Blake; Zhu, Zhi‐Qiang; Li, Jian

doi:10.1002/adfm.202405066

Improved Operational Stability of Blue Phosphorescent OLEDs by Functionalizing Phenyl‐Carbene Groups of Tetradentate Pt(II) Complexes

Journal Article · Sat Apr 13 00:00:00 EDT 2024 · Advanced Functional Materials

DOI:https://doi.org/10.1002/adfm.202405066· OSTI ID:2336857

Li, Guijie ^[1]; Ameri, Lydia ^[2]; Dorame, Blake ^[2]; Zhu, Zhi‐Qiang ^[2]; ^[2]

State Key Laboratory Breeding Base of Green Chemistry‐Synthesis Technology College of Chemical Engineering Zhejiang University of Technology Hangzhou Zhejiang 310014 China, Department of Materials Science and Engineering Arizona State University Tempe AZ 85284 USA
Department of Materials Science and Engineering Arizona State University Tempe AZ 85284 USA

Abstract

Stable and efficient deep‐blue organic light‐emitting diodes (OLEDs) are in high demand for display and lighting applications but are rarely reported due to their poor operational lifetimes. Herein, the study designs and synthesizes two novel N ‐heterocyclic carbene (NHC)‐based tetradentate Pt(II) complexes PtON5‐dtb and PtON5N‐dtb, and thoroughly investigate their electrochemical and photophysical properties. Functionalization of the NHC moieties can increase the metal‐to‐ligand charge transfer ( ^1/3 MLCT) characters in their lowest triplet excited‐states, resulting in significantly shortened photoluminescent lifetimes and remarkably improved device performance. A deep blue OLED employing PtON5N‐dtb as an emitter exhibits a narrow spectral bandwidth with a full‐width at half maximum (FWHM) of 30 nm and a CIE _y value of 0.17 and demonstrates a maximum external quantum efficiency (EQE) of 20.4% with a small efficiency roll‐off, which maintains a high EQE of 18.5% at 1000 cd m ⁻² . Moreover, the deep blue OLED also realizes a long‐measured operational lifetime LT ₉₀ (time to 90% of the initial luminance) of 71 hours with an initial brightness of 1134 cd m ⁻² , corresponding to an estimated device lifetime LT ₉₀ of 85 h at 1000 cd m ⁻² . This represented an eightfold lifetime improvement for PtON5N‐dtb‐based deep blue OLED compared to PtON7‐dtb in the same device setting.

View Accepted Manuscript (Publisher)

Sponsoring Organization:: USDOE

Grant/Contract Number:: EE0008721

OSTI ID:: 2336857

Journal Information:: Advanced Functional Materials, Journal Name: Advanced Functional Materials; ISSN 1616-301X

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

References (125)

A Twisting Donor-Acceptor Molecule with an Intercrossed Excited State for Highly Efficient, Deep-Blue Electroluminescence Li, Weijun; Liu, Dandan; Shen, Fangzhong Advanced Functional Materials, Vol. 22, Issue 13 https://doi.org/10.1002/adfm.201200116	journal	April 2012
High Efficiency White Organic Light‐Emitting Devices Incorporating Yellow Phosphorescent Platinum(II) Complex and Composite Blue Host Lai, Shiu‐Lun; Tong, Wai‐Yip; Kui, Steven C. F. Advanced Functional Materials, Vol. 23, Issue 41 https://doi.org/10.1002/adfm.201300281	journal	May 2013
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
Tetradentate Platinum Complexes for Efficient and Stable Excimer-Based White OLEDs Fleetham, Tyler; Huang, Liang; Li, Jian Advanced Functional Materials, Vol. 24, Issue 38 https://doi.org/10.1002/adfm.201401244	journal	July 2014
Recent Progress in High-Efficiency Blue-Light-Emitting Materials for Organic Light-Emitting Diodes Im, Yirang; Byun, Seong Yong; Kim, Ji Han Advanced Functional Materials, Vol. 27, Issue 13 https://doi.org/10.1002/adfm.201603007	journal	February 2017
Marching Toward Highly Efficient, Pure-Blue, and Stable Thermally Activated Delayed Fluorescent Organic Light-Emitting Diodes Cai, Xinyi; Su, Shi-Jian Advanced Functional Materials, Vol. 28, Issue 43 https://doi.org/10.1002/adfm.201802558	journal	September 2018
Recent Advances in OLED Optical Design Salehi, Amin; Fu, Xiangyu; Shin, Dong‐Hun Advanced Functional Materials, Vol. 29, Issue 15 https://doi.org/10.1002/adfm.201808803	journal	February 2019
Efficient Blue Phosphorescent OLEDs with Improved Stability and Color Purity through Judicious Triplet Exciton Management Klimes, Kody; Zhu, Zhi‐Qiang; Li, Jian Advanced Functional Materials, Vol. 29, Issue 31 https://doi.org/10.1002/adfm.201903068	journal	April 2019
Highly Efficient Deep Blue Phosphorescent OLEDs Based on Tetradentate Pt(II) Complexes Containing Adamantyl Spacer Groups Huh, Jin‐Suk; Sung, Min Jae; Kwon, Soon‐Ki Advanced Functional Materials, Vol. 31, Issue 23 https://doi.org/10.1002/adfm.202100967	journal	March 2021
White Organic Light-Emitting Devices for Solid-State Lighting D'Andrade, B. W.; Forrest, S. R. Advanced Materials, Vol. 16, Issue 18, p. 1585-1595 https://doi.org/10.1002/adma.200400684	journal	September 2004
Organic Materials for Deep Blue Phosphorescent Organic Light-Emitting Diodes Yook, Kyoung Soo; Lee, Jun Yeob Advanced Materials, Vol. 24, Issue 24, p. 3169-3190 https://doi.org/10.1002/adma.201200627	journal	May 2012
Highly Efficient and Stable Red Phosphorescent Organic Light-Emitting Diodes Using Platinum Complexes Fukagawa, Hirohiko; Shimizu, Takahisa; Hanashima, Hiromu Advanced Materials, Vol. 24, Issue 37 https://doi.org/10.1002/adma.201202167	journal	August 2012
Chemical Degradation in Organic Light-Emitting Devices: Mechanisms and Implications for the Design of New Materials Schmidbauer, Susanna; Hohenleutner, Andreas; König, Burkhard Advanced Materials, Vol. 25, Issue 15 https://doi.org/10.1002/adma.201205022	journal	March 2013
High-Efficiency Polymer Light-Emitting Devices with Robust Phosphorescent Platinum(II) Emitters Containing Tetradentate Dianionic O ^∧ N ^∧ C ^∧ N Ligands Cheng, Gang; Chow, Pui-Keong; Kui, Steven C. F. Advanced Materials, Vol. 25, Issue 46 https://doi.org/10.1002/adma.201302408	journal	August 2013
Efficient and Stable White Organic Light-Emitting Diodes Employing a Single Emitter Li, Guijie; Fleetham, Tyler; Li, Jian Advanced Materials, Vol. 26, Issue 18 https://doi.org/10.1002/adma.201305507	journal	January 2014
Efficient “Pure” Blue OLEDs Employing Tetradentate Pt Complexes with a Narrow Spectral Bandwidth Fleetham, Tyler; Li, Guijie; Wen, Lele Advanced Materials, Vol. 26, Issue 41, p. 7116-7121 https://doi.org/10.1002/adma.201401759	journal	September 2014
Harvesting All Electrogenerated Excitons through Metal Assisted Delayed Fluorescent Materials Zhu, Zhi-Qiang; Fleetham, Tyler; Turner, Eric Advanced Materials, Vol. 27, Issue 15 https://doi.org/10.1002/adma.201401772	journal	March 2015
Thermally Activated Delayed Fluorescence Materials Towards the Breakthrough of Organoelectronics Tao, Ye; Yuan, Kai; Chen, Ting Advanced Materials, Vol. 26, Issue 47 https://doi.org/10.1002/adma.201402532	journal	September 2014
Phosphorescent Pt(II) and Pd(II) Complexes for Efficient, High-Color-Quality, and Stable OLEDs Fleetham, Tyler; Li, Guijie; Li, Jian Advanced Materials, Vol. 29, Issue 5 https://doi.org/10.1002/adma.201601861	journal	November 2016
Efficient Cyclometalated Platinum(II) Complex with Superior Operational Stability Zhu, Zhi-Qiang; Klimes, Kody; Holloway, Sean Advanced Materials, Vol. 29, Issue 6 https://doi.org/10.1002/adma.201605002	journal	November 2016
Emerging Self‐Emissive Technologies for Flexible Displays Zhang, Dongdong; Huang, Tianyu; Duan, Lian Advanced Materials, Vol. 32, Issue 15 https://doi.org/10.1002/adma.201902391	journal	October 2019
Organic Light‐Emitting Diodes: Pushing Toward the Limits and Beyond Song, Jinouk; Lee, Hyeonwoo; Jeong, Eun Gyo Advanced Materials, Vol. 32, Issue 35 https://doi.org/10.1002/adma.201907539	journal	March 2020
Efficient and Stable Deep‐Blue Fluorescent Organic Light‐Emitting Diodes Employing a Sensitizer with Fast Triplet Upconversion Zhang, Dongdong; Song, Xiaozeng; Gillett, Alexander J. Advanced Materials, Vol. 32, Issue 19 https://doi.org/10.1002/adma.201908355	journal	April 2020
A Brief History of OLEDs—Emitter Development and Industry Milestones Hong, Gloria; Gan, Xuemin; Leonhardt, Céline Advanced Materials, Vol. 33, Issue 9 https://doi.org/10.1002/adma.202005630	journal	January 2021
Efficient and Stable Molecular‐Aggregate‐Based Organic Light‐Emitting Diodes with Judicious Ligand Design Cao, Linyu; Zhu, Zhi‐Qiang; Klimes, Kody Advanced Materials, Vol. 33, Issue 33 https://doi.org/10.1002/adma.202101423	journal	July 2021
Highly Efficient and Stable Narrow-Band Phosphorescent Emitters for OLED Applications Li, Guijie; Fleetham, Tyler; Turner, Eric Advanced Optical Materials, Vol. 3, Issue 3 https://doi.org/10.1002/adom.201400341	journal	December 2014
Degradation Mechanism and Lifetime Improvement Strategy for Blue Phosphorescent Organic Light-Emitting Diodes Song, Wook; Lee, Jun Yeob Advanced Optical Materials, Vol. 5, Issue 9 https://doi.org/10.1002/adom.201600901	journal	March 2017
Highly Efficient Blue OLEDs Based on Metal‐Assisted Delayed Fluorescence Pd(II) Complexes Zhu, Zhi‐Qiang; Park, Choong‐Do; Klimes, Kody Advanced Optical Materials, Vol. 7, Issue 6 https://doi.org/10.1002/adom.201801518	journal	January 2019
Simultaneous Achievement of High Efficiency and Long Lifetime in Deep Blue Phosphorescent Organic Light‐Emitting Diodes Choi, Kyung Hyun; Lee, Kyung Hyung; Lee, Jun Yeob Advanced Optical Materials, Vol. 7, Issue 23 https://doi.org/10.1002/adom.201901374	journal	September 2019
Three‐ and Four‐Coordinate, Boron‐Based, Thermally Activated Delayed Fluorescent Emitters Kothavale, Shantaram S.; Lee, Jun Yeob Advanced Optical Materials, Vol. 8, Issue 22 https://doi.org/10.1002/adom.202000922	journal	September 2020
Over 30 000 h Device Lifetime in Deep Blue Organic Light‐Emitting Diodes with y Color Coordinate of 0.086 and Current Efficiency of 37.0 cd A⁻¹ Chung, Won Jae; Lee, Kyung Hyung; Jung, Mina Advanced Optical Materials, Vol. 9, Issue 13 https://doi.org/10.1002/adom.202100203	journal	April 2021
Novel Tetradentate Platinum(II) Complexes and Their Use in Blue Phosphorescent Organic Light‐Emitting Diodes Ryu, Chan Hee; Kim, Seung Chan; Kim, Mingi Advanced Optical Materials, Vol. 10, Issue 24 https://doi.org/10.1002/adom.202201799	journal	October 2022
Electroplex as a New Concept of Universal Host for Improved Efficiency and Lifetime in Red, Yellow, Green, and Blue Phosphorescent Organic Light-Emitting Diodes Song, Wook; Lee, Jun Yeob; Cho, Yong Joo Advanced Science, Vol. 5, Issue 2 https://doi.org/10.1002/advs.201700608	journal	December 2017
Improved Efficiency and Lifetime of Deep‐Blue Hyperfluorescent Organic Light‐Emitting Diode using Pt(II) Complex as Phosphorescent Sensitizer Nam, Sungho; Kim, Ji Whan; Bae, Hye Jin Advanced Science, Vol. 8, Issue 16 https://doi.org/10.1002/advs.202100586	journal	June 2021
Highly Efficient Blue-Emitting Cyclometalated Platinum(II) Complexes by Judicious Molecular Design Hang, Xiao-Chun; Fleetham, Tyler; Turner, Eric Angewandte Chemie International Edition, Vol. 52, Issue 26, p. 6753-6756 https://doi.org/10.1002/anie.201302541	journal	May 2013
Dinuclear Pt^II Complexes with Strong Blue Phosphorescence for Operationally Stable Organic Light‐Emitting Diodes with EQE up to 23 % at 1000 cd m⁻² Lo, Kar‐Wai; Tong, Glenna So Ming; Cheng, Gang Angewandte Chemie International Edition, Vol. 61, Issue 10 https://doi.org/10.1002/anie.202115515	journal	January 2022
Highly Robust Cu^I‐TADF Emitters for Vacuum‐Deposited OLEDs with Luminance up to 222 200 cd m⁻² and Device Lifetimes (LT₉₀) up to 1300 hours at an Initial Luminance of 1000 cd m⁻² Tang, Rui; Xu, Shuo; Lam, Tsz‐Lung Angewandte Chemie International Edition, Vol. 61, Issue 33 https://doi.org/10.1002/anie.202203982	journal	June 2022
Photophysical Properties and OLED Applications of Phosphorescent Platinum(II) Schiff Base Complexes Che, Chi-Ming; Kwok, Chi-Chung; Lai, Siu-Wai Chemistry - A European Journal, Vol. 16, Issue 1 https://doi.org/10.1002/chem.200902183	journal	January 2010
Tuning the Excited State of Tetradentate Pd(II) and Pt(II) Complexes through Benzannulated N‐Heteroaromatic Ring and Central Metal Li, Guijie; Guo, Hua; Fang, Xiaoli Chinese Journal of Chemistry, Vol. 40, Issue 2 https://doi.org/10.1002/cjoc.202100641	journal	December 2021
Optimising the luminescence of platinum(II) complexes and their application in organic light emitting devices (OLEDs)☆ Garethwilliams, J.; Develay, S.; Rochester, D. Coordination Chemistry Reviews, Vol. 252, Issue 23-24 https://doi.org/10.1016/j.ccr.2008.03.014	journal	December 2008
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
Cu(I) complexes – Thermally activated delayed fluorescence. Photophysical approach and material design Czerwieniec, Rafał; Leitl, Markus J.; Homeier, Herbert H. H. Coordination Chemistry Reviews, Vol. 325 https://doi.org/10.1016/j.ccr.2016.06.016	journal	October 2016
Platinum emitters with dye-based σ-aryl ligands Herberger, Jan; Winter, Rainer F. Coordination Chemistry Reviews, Vol. 400 https://doi.org/10.1016/j.ccr.2019.213048	journal	December 2019
Superbly long lifetime over 13,000 h for multiple energy transfer channels in deep blue phosphorescence organic light-emitting diodes with Ir complex under CIEy of 0.17 Ju Kim, Ki; Lee, Hakjun; Kang, Sunwoo Chemical Engineering Journal, Vol. 448 https://doi.org/10.1016/j.cej.2022.137671	journal	November 2022
Control of the horizontal dipole ratio and emission color of deep blue tetradentate Pt(II) complexes using aliphatic spacer groups Huh, Jin-Suk; Lee, Da Yeon; Park, Kwang Hun Chemical Engineering Journal, Vol. 450 https://doi.org/10.1016/j.cej.2022.137836	journal	December 2022
More than 25,000 h device lifetime in blue phosphorescent organic light-emitting diodes via fast triplet up-conversion of n-type hosts with sub μs triplet exciton lifetime Yun, Ju Hui; Ha, Jun Su; Lee, Yoonkyoo Chemical Engineering Journal, Vol. 450 https://doi.org/10.1016/j.cej.2022.137974	journal	December 2022
Anomalously Long-Lasting Blue PhOLED Featuring Phenyl-Pyrimidine Cyclometalated Iridium Emitter Sarma, Monima; Tsai, Wei-Lung; Lee, Wei-Kai Chem, Vol. 3, Issue 3 https://doi.org/10.1016/j.chempr.2017.08.001	journal	September 2017
Improved efficiency and stable lifetime in blue phosphorescent organic light-emitting diodes using a stable exciton blocking layer Seo, Jeong-A; Gong, Myoung Seon; Jeon, Sang Kyu Dyes and Pigments, Vol. 123 https://doi.org/10.1016/j.dyepig.2015.08.010	journal	December 2015
Four times lifetime improvement of blue phosphorescent organic light-emitting diodes by managing recombination zone Jeon, Sang Kyu; Lee, Jun Yeob Organic Electronics, Vol. 27 https://doi.org/10.1016/j.orgel.2015.09.016	journal	December 2015
High triplet energy electron transport type exciton blocking materials for stable blue phosphorescent organic light-emitting diodes Kang, Yu Jin; Lee, Jun Yeob Organic Electronics, Vol. 32 https://doi.org/10.1016/j.orgel.2016.02.025	journal	May 2016
Acridine derived stable host material for long lifetime blue phosphorescent organic light-emitting diodes Seo, Jeong-A; Jeon, Sang Kyu; Lee, Jun Yeob Organic Electronics, Vol. 34 https://doi.org/10.1016/j.orgel.2016.03.038	journal	July 2016
Metal complex based delayed fluorescence materials Li, Guijie; Zhu, Zhi-Qiang; Chen, Qidong Organic Electronics, Vol. 69 https://doi.org/10.1016/j.orgel.2019.02.022	journal	June 2019
Tetradentate Pt(II) Complexes with 6-Membered Chelate Rings: A New Route for Stable and Efficient Blue Organic Light Emitting Diodes Fleetham, Tyler B.; Huang, Liang; Klimes, Kody Chemistry of Materials, Vol. 28, Issue 10 https://doi.org/10.1021/acs.chemmater.5b04957	journal	May 2016
Molecular Design Strategy of Organic Thermally Activated Delayed Fluorescence Emitters Im, Yirang; Kim, Mounggon; Cho, Yong Joo Chemistry of Materials, Vol. 29, Issue 5 https://doi.org/10.1021/acs.chemmater.6b05324	journal	February 2017
Tetradentate Platinum(II) Complexes for Highly Efficient Phosphorescent Emitters and Sky Blue OLEDs Li, Guijie; Zhao, Xiangdong; Fleetham, Tyler Chemistry of Materials, Vol. 32, Issue 1 https://doi.org/10.1021/acs.chemmater.9b04263	journal	November 2019
Molecular Design of Luminescent Gold(III) Emitters as Thermally Evaporable and Solution-Processable Organic Light-Emitting Device (OLED) Materials Tang, Man-Chung; Chan, Mei-Yee; Yam, Vivian Wing-Wah Chemical Reviews, Vol. 121, Issue 13 https://doi.org/10.1021/acs.chemrev.0c00936	journal	June 2021
Electronic Properties of N-Heterocyclic Carbenes and Their Experimental Determination Huynh, Han Vinh Chemical Reviews, Vol. 118, Issue 19 https://doi.org/10.1021/acs.chemrev.8b00067	journal	March 2018
N -Heterocyclic Carbenes in Materials Chemistry Smith, Christene A.; Narouz, Mina R.; Lummis, Paul A. Chemical Reviews, Vol. 119, Issue 8 https://doi.org/10.1021/acs.chemrev.8b00514	journal	April 2019
Phosphorescent Tetradentate Platinum(II) Complexes Containing Fused 6/5/5 or 6/5/6 Metallocycles Li, Guijie; Shen, Gang; Fang, Xiaoli Inorganic Chemistry, Vol. 59, Issue 24 https://doi.org/10.1021/acs.inorgchem.0c02569	journal	November 2020
Tetradentate Platinum(II) and Palladium(II) Complexes Containing Fused 6/6/6 or 6/6/5 Metallocycles with Azacarbazolylcarbazole-Based Ligands She, Yuanbin; Xu, Kewei; Fang, Xiaoli Inorganic Chemistry, Vol. 60, Issue 17 https://doi.org/10.1021/acs.inorgchem.1c01405	journal	August 2021
Tetradentate Pt(II) Complexes with Peripheral Hindrances for Highly Efficient Solution-Processed Blue Phosphorescent OLEDs Zhu, Lu; Sha, Chenwei; Lv, Anqi Inorganic Chemistry, Vol. 61, Issue 27 https://doi.org/10.1021/acs.inorgchem.2c01063	journal	June 2022
Fused 6/5/6 Metallocycle-Based Tetradentate Pt(II) Emitters for Efficient Green Phosphorescent OLEDs Li, Guijie; Wen, Jianfeng; Zhan, Feng Inorganic Chemistry, Vol. 61, Issue 29 https://doi.org/10.1021/acs.inorgchem.2c01202	journal	July 2022
Pt(II) Metal Complexes Tailored with a Newly Designed Spiro-Arranged Tetradentate Ligand; Harnessing of Charge-Transfer Phosphorescence and Fabrication of Sky Blue and White OLEDs Liao, Kuan-Yu; Hsu, Che-Wei; Chi, Yun Inorganic Chemistry, Vol. 54, Issue 8 https://doi.org/10.1021/acs.inorgchem.5b00281	journal	March 2015
Modifying Emission Spectral Bandwidth of Phosphorescent Platinum(II) Complexes Through Synthetic Control Li, Guijie; Wolfe, Alicia; Brooks, Jason Inorganic Chemistry, Vol. 56, Issue 14 https://doi.org/10.1021/acs.inorgchem.7b00961	journal	June 2017
A Yellow-Emitting Homoleptic Iridium(III) Complex Constructed from a Multifunctional Spiro Ligand for Highly Efficient Phosphorescent Organic Light-Emitting Diodes Ren, Bao-Yi; Guo, Run-Da; Zhong, Dao-Kun Inorganic Chemistry, Vol. 56, Issue 14 https://doi.org/10.1021/acs.inorgchem.7b01034	journal	June 2017
Metal-Assisted Delayed Fluorescent Pd(II) Complexes and Phosphorescent Pt(II) Complex Based on [1,2,4]Triazolo[4,3-a]pyridine-Containing Ligands: Synthesis, Characterization, Electrochemistry, Photophysical Studies, and Application Li, Guijie; Chen, Qidong; Zheng, Jianbing Inorganic Chemistry, Vol. 58, Issue 21 https://doi.org/10.1021/acs.inorgchem.9b01617	journal	September 2019
Tuning State Energies for Narrow Blue Emission in Tetradentate Pyridyl-Carbazole Platinum Complexes Fleetham, Tyler; Golden, Jessica H.; Idris, Muazzam Inorganic Chemistry, Vol. 58, Issue 18 https://doi.org/10.1021/acs.inorgchem.9b01888	journal	September 2019
Highly Efficient Phosphorescent Tetradentate Platinum(II) Complexes Containing Fused 6/5/6 Metallocycles Li, Guijie; Zhan, Feng; Zheng, Jianbing Inorganic Chemistry, Vol. 59, Issue 6 https://doi.org/10.1021/acs.inorgchem.9b03376	journal	February 2020
CuCl-Catalyzed Ullmann-Type C–N Cross-Coupling Reaction of Carbazoles and 2-Bromopyridine Derivatives Zhao, Xiangdong; She, Yuanbin; Fang, Kun The Journal of Organic Chemistry, Vol. 82, Issue 2 https://doi.org/10.1021/acs.joc.6b02595	journal	January 2017
CuCl-Catalyzed Hydroxylation of N -Heteroarylcarbazole Bromide: Approach for the Preparation of N -Heteroarylcarbazolyl Phenols and Its Application in the Synthesis of Phosphorescent Emitters Li, Guijie; Zhao, Xiangdong; Fang, Kun The Journal of Organic Chemistry, Vol. 82, Issue 16 https://doi.org/10.1021/acs.joc.7b01568	journal	August 2017
Tetradentate Pt(II) Phosphors: A Computational Analysis of Nonradiative Decay Rates and Luminescence Efficiency Osipov, Alexey; Kim, Inkoo; Odinokov, Alexey The Journal of Physical Chemistry C, Vol. 124, Issue 22 https://doi.org/10.1021/acs.jpcc.0c01754	journal	April 2020
Probing Triplet Excited States and Managing Blue Light Emission of Neutral Tetradentate Platinum(II) Complexes You, Cong; Xia, Fang; Zhao, Yue The Journal of Physical Chemistry Letters, Vol. 9, Issue 9 https://doi.org/10.1021/acs.jpclett.8b00797	journal	April 2018
Triplet Excited-State Engineering of Phosphorescent Pt(II) Complexes Wu, Yipei; Tan, Xiao; Lv, Anqi The Journal of Physical Chemistry Letters, Vol. 10, Issue 17 https://doi.org/10.1021/acs.jpclett.9b01685	journal	August 2019
Efficient and Practical Synthesis of Electron Transport Material and Its Key Intermediate Zhao, Xiangdong; Li, Guijie; Zhu, Zhi-Qiang Organic Process Research & Development, Vol. 21, Issue 10 https://doi.org/10.1021/acs.oprd.7b00280	journal	September 2017
N-Heterocyclic Carbene-Based Tetradentate Pd(II) Complexes for Deep-Blue Phosphorescent Materials Li, Guijie; Zheng, Jianbing; Fang, Xiaoli Organometallics, Vol. 40, Issue 4 https://doi.org/10.1021/acs.organomet.0c00648	journal	February 2021
Synthetic Strategy for Preserving Sky-Blue Electrophosphorescence in Square-Planar Pt(II) Complexes Moon, Yu Kyung; Huh, Jin-Suk; Kim, Sonam ACS Applied Electronic Materials, Vol. 2, Issue 2 https://doi.org/10.1021/acsaelm.9b00827	journal	February 2020
Highly Efficient Deep-Blue Phosphorescent OLEDs Based on a Trimethylsilyl-Substituted Tetradentate Pt(II) Complex Park, Hea Jung; Jang, Jee-Hun; Lee, Jeong-Hwan ACS Applied Materials & Interfaces, Vol. 14, Issue 30 https://doi.org/10.1021/acsami.2c06891	journal	July 2022
Efficient Red-Emitting Platinum Complex with Long Operational Stability Fleetham, Tyler; Li, Guijie; Li, Jian ACS Applied Materials & Interfaces, Vol. 7, Issue 30 https://doi.org/10.1021/acsami.5b01596	journal	July 2015
Highly Efficient Blue Phosphorescent Organic Light-Emitting Diodes Employing a Host Material with Small Bandgap Zhang, Lei; Zhang, Ye-Xin; Hu, Yun ACS Applied Materials & Interfaces, Vol. 8, Issue 25 https://doi.org/10.1021/acsami.6b01304	journal	June 2016
High-Efficiency Solution-Processed Organic Light-Emitting Diodes with Tetradentate Platinum(II) Emitters Cheng, Gang; Kwak, Yoonhyun; To, Wai-Pong ACS Applied Materials & Interfaces, Vol. 11, Issue 48 https://doi.org/10.1021/acsami.9b11715	journal	November 2019
Novel Carbazole/Fluorene-Based Host Material for Stable and Efficient Phosphorescent OLEDs Li, Guijie; Zheng, Jianbing; Klimes, Kody ACS Applied Materials & Interfaces, Vol. 11, Issue 43 https://doi.org/10.1021/acsami.9b13245	journal	September 2019
Highly Luminescent Tetradentate Bis-Cyclometalated Platinum Complexes: Design, Synthesis, Structure, Photophysics, and Electroluminescence Application ^⊥ Vezzu, Dileep A. K.; Deaton, Joseph C.; Jones, James S. Inorganic Chemistry, Vol. 49, Issue 11 https://doi.org/10.1021/ic1002226	journal	June 2010
Cyclometalated Platinum Complexes with Luminescent Quantum Yields Approaching 100% Turner, Eric; Bakken, Nathan; Li, Jian Inorganic Chemistry, Vol. 52, Issue 13 https://doi.org/10.1021/ic302490c	journal	June 2013
Highly efficient phosphorescent emission from organic electroluminescent devices Baldo, M. A.; O'Brien, D. F.; You, Y. Nature, Vol. 395, Issue 6698, p. 151-154 https://doi.org/10.1038/25954	journal	September 1998
High-efficiency fluorescent organic light-emitting devices using a phosphorescent sensitizer Baldo, M. A.; Thompson, M. E.; Forrest, S. R. Nature, Vol. 403, Issue 6771 https://doi.org/10.1038/35001541	journal	February 2000
All-organic thermally activated delayed fluorescence materials for organic light-emitting diodes Liu, Yuchao; Li, Chensen; Ren, Zhongjie Nature Reviews Materials, Vol. 3, Issue 4 https://doi.org/10.1038/natrevmats.2018.20	journal	April 2018
The path to ubiquitous and low-cost organic electronic appliances on plastic Forrest, Stephen R. Nature, Vol. 428, Issue 6986, p. 911-918 https://doi.org/10.1038/nature02498	journal	April 2004
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
Hot excited state management for long-lived blue phosphorescent organic light-emitting diodes Lee, Jaesang; Jeong, Changyeong; Batagoda, Thilini Nature Communications, Vol. 8, Issue 1 https://doi.org/10.1038/ncomms15566	journal	May 2017
Tenfold increase in the lifetime of blue phosphorescent organic light-emitting diodes Zhang, Yifan; Lee, Jaesang; Forrest, Stephen R. Nature Communications, Vol. 5, Article No. 5008 https://doi.org/10.1038/ncomms6008	journal	September 2014
Recent advances in organic luminescent materials with narrowband emission Ha, Jung Min; Hur, Seon Hyoung; Pathak, Ambika NPG Asia Materials, Vol. 13, Issue 1 https://doi.org/10.1038/s41427-021-00318-8	journal	July 2021
Double boron–oxygen-fused polycyclic aromatic hydrocarbons: skeletal editing and applications as organic optoelectronic materials Li, Guijie; Xu, Kewei; Zheng, Jianbing Nature Communications, Vol. 14, Issue 1 https://doi.org/10.1038/s41467-023-42973-1	journal	November 2023
Efficient and stable organic light-emitting devices employing phosphorescent molecular aggregates Cao, Linyu; Klimes, Kody; Ji, Yunlong Nature Photonics, Vol. 15, Issue 3 https://doi.org/10.1038/s41566-020-00734-2	journal	December 2020
Stable pure-blue hyperfluorescence organic light-emitting diodes with high-efficiency and narrow emission Chan, Chin-Yiu; Tanaka, Masaki; Lee, Yi-Ting Nature Photonics, Vol. 15, Issue 3 https://doi.org/10.1038/s41566-020-00745-z	journal	January 2021
High-efficiency, long-lifetime deep-blue organic light-emitting diodes Jeon, Soon Ok; Lee, Kyung Hyung; Kim, Jong Soo Nature Photonics, Vol. 15, Issue 3 https://doi.org/10.1038/s41566-021-00763-5	journal	February 2021
TADF sensitization targets deep-blue Zhang, Dongdong; Duan, Lian Nature Photonics, Vol. 15, Issue 3 https://doi.org/10.1038/s41566-021-00765-3	journal	February 2021
Exceptionally stable blue phosphorescent organic light-emitting diodes Sun, Jinwon; Ahn, Heechoon; Kang, Sunwoo Nature Photonics, Vol. 16, Issue 3 https://doi.org/10.1038/s41566-022-00958-4	journal	February 2022
Transition-metal phosphors with cyclometalating ligands: fundamentals and applications Chi, Yun; Chou, Pi-Tai Chem. Soc. Rev., Vol. 39, Issue 2 https://doi.org/10.1039/B916237B	journal	January 2010
Recent advances of the emitters for high performance deep-blue organic light-emitting diodes Yang, Xiaolong; Xu, Xianbin; Zhou, Guijiang Journal of Materials Chemistry C, Vol. 3, Issue 5 https://doi.org/10.1039/C4TC02474E	journal	January 2015
Correlation of the molecular structure of host materials with lifetime and efficiency of blue phosphorescent organic light-emitting diodes Yang, Ji Won; Lee, Jun Yeob Physical Chemistry Chemical Physics, Vol. 17, Issue 37 https://doi.org/10.1039/C5CP03469H	journal	January 2015
Theoretical study and design of highly efficient platinum(ii) complexes bearing tetradentate ligands for OLED Feng, Ting-Ting; Bai, Fu-Quan; Xie, Li-Ming RSC Advances, Vol. 6, Issue 14 https://doi.org/10.1039/C5RA22754B	journal	January 2016
Long lifetime blue phosphorescent organic light-emitting diodes with an exciton blocking layer Seo, Jeong-A; Jeon, Sang Kyu; Gong, Myoung Seon Journal of Materials Chemistry C, Vol. 3, Issue 18 https://doi.org/10.1039/C5TC00640F	journal	January 2015
Strongly phosphorescent platinum(ii) complexes supported by tetradentate benzazole-containing ligands Wang, Bin; Liang, Feng; Hu, Hailiang Journal of Materials Chemistry C, Vol. 3, Issue 31 https://doi.org/10.1039/C5TC01449B	journal	January 2015
A spectroscopic study on the satellite vibronic band in phosphorescent Pt-complexes with high colour purity Son, Mi Rang; Cho, Yang-Jin; Son, Ho-Jin Physical Chemistry Chemical Physics, Vol. 19, Issue 48 https://doi.org/10.1039/C7CP06069F	journal	January 2017
High-efficiency ultrapure green organic light-emitting diodes Fukagawa, Hirohiko; Oono, Taku; Iwasaki, Yukiko Materials Chemistry Frontiers, Vol. 2, Issue 4 https://doi.org/10.1039/C7QM00588A	journal	January 2018
Highly phosphorescent cyclometalated platinum( ii ) complexes based on 2-phenylbenzimidazole-containing ligands Li, Jing; Liang, Feng; Zhao, Yue Journal of Materials Chemistry C, Vol. 5, Issue 25 https://doi.org/10.1039/C7TC01369H	journal	January 2017
Ideal blue thermally activated delayed fluorescence emission assisted by a thermally activated delayed fluorescence assistant dopant through a fast reverse intersystem crossing mediated cascade energy transfer process Han, Si Hyun; Jeong, Jae Ho; Yoo, Ji Woong Journal of Materials Chemistry C, Vol. 7, Issue 10 https://doi.org/10.1039/C8TC06575F	journal	January 2019
What accounts for the color purity of tetradentate Pt complexes? A computational analysis Cai, Wanlin; Zhang, Huize; Yan, Xi Physical Chemistry Chemical Physics, Vol. 21, Issue 15 https://doi.org/10.1039/C9CP00819E	journal	January 2019
A bipolar host based high triplet energy electroplex for an over 10 000 h lifetime in pure blue phosphorescent organic light-emitting diodes Jung, Mina; Lee, Kyung Hyung; Lee, Jun Yeob Materials Horizons, Vol. 7, Issue 2 https://doi.org/10.1039/C9MH01268K	journal	January 2020
Blue organic light-emitting diodes: current status, challenges, and future outlook Lee, Jiun-Haw; Chen, Chia-Hsun; Lee, Pei-Hsi Journal of Materials Chemistry C, Vol. 7, Issue 20 https://doi.org/10.1039/C9TC00204A	journal	January 2019
Phosphor sensitized thermally activated delayed fluorescence organic light-emitting diodes with ideal deep blue device performances Lee, Kyung Hyung; Lee, Jun Yeob Journal of Materials Chemistry C, Vol. 7, Issue 28 https://doi.org/10.1039/C9TC02746G	journal	January 2019
Recent progress in hot exciton materials for organic light-emitting diodes Xu, Yuwei; Xu, Pei; Hu, Dehua Chemical Society Reviews, Vol. 50, Issue 2 https://doi.org/10.1039/D0CS00391C	journal	January 2021
A computational scheme for evaluating the phosphorescence quantum efficiency: applied to blue-emitting tetradentate Pt(ii) complexes Wang, Yu; Peng, Qian; Shuai, Zhigang Materials Horizons, Vol. 9, Issue 1 https://doi.org/10.1039/D1MH00552A	journal	January 2022
N-Heterocyclic carbene-based tetradentate platinum(ii) complexes for phosphorescent OLEDs with high brightness Li, Guijie; Liu, Shun; Sun, Yulu Journal of Materials Chemistry C, Vol. 10, Issue 1 https://doi.org/10.1039/D1TC05207A	journal	January 2022
High-efficiency red electrophosphorescence based on neutral bis(pyrrole)-diimine platinum(ii) complex Xiang, Hai-Feng; Chan, Siu-Chung; Wu, Kitty Kit-Ying Chemical Communications, Issue 11 https://doi.org/10.1039/b415711g	journal	January 2005
A 3-dimensional spiro-functionalized platinum(ii) complex to suppress intermolecular π–π and Pt⋯Pt supramolecular interactions for a high-performance electrophosphorescent device Zhao, Xiang-Hua; Xie, Guo-Hua; Liu, Zheng-Dong Chemical Communications, Vol. 48, Issue 32 https://doi.org/10.1039/c2cc30595j	journal	January 2012
Low driving voltage characteristics of triphenylene derivatives as electron transport materials in organic light-emitting diodes Togashi, Kazunori; Nomura, Shintaro; Yokoyama, Norimasa Journal of Materials Chemistry, Vol. 22, Issue 38 https://doi.org/10.1039/c2jm33669c	journal	January 2012
Physical mechanism responsible for the stretched exponential decay behavior of aging organic light-emitting diodes Féry, C.; Racine, B.; Vaufrey, D. Applied Physics Letters, Vol. 87, Issue 21 https://doi.org/10.1063/1.2133922	journal	November 2005
Intrinsic luminance loss in phosphorescent small-molecule organic light emitting devices due to bimolecular annihilation reactions Giebink, N. C.; D’Andrade, B. W.; Weaver, M. S. Journal of Applied Physics, Vol. 103, Issue 4 https://doi.org/10.1063/1.2884530	journal	February 2008
Direct evidence for degradation of polaron excited states in organic light emitting diodes Giebink, N. C.; D’Andrade, B. W.; Weaver, M. S. Journal of Applied Physics, Vol. 105, Issue 12 https://doi.org/10.1063/1.3151689	journal	June 2009
Stable and efficient sky-blue organic light emitting diodes employing a tetradentate platinum complex Li, Guijie; Klimes, Kody; Fleetham, Tyler Applied Physics Letters, Vol. 110, Issue 11 https://doi.org/10.1063/1.4978674	journal	March 2017
Organic electroluminescent diodes Tang, C. W.; VanSlyke, S. A. Applied Physics Letters, Vol. 51, Issue 12 https://doi.org/10.1063/1.98799	journal	September 1987
Stable and efficient blue and green organic light emitting diodes employing tetradentate Pt(II) complexes Li, Guijie; Ameri, Lydia; Fleetham, Tyler Applied Physics Letters, Vol. 117, Issue 25 https://doi.org/10.1063/5.0033023	journal	December 2020
Highly efficient implementation of the analytical gradients of pseudospectral time-dependent density functional theory Cao, Yixiang; Halls, Mathew D.; Friesner, Richard A. The Journal of Chemical Physics, Vol. 155, Issue 2 https://doi.org/10.1063/5.0055379	journal	July 2021
Highly Efficient Phosphorescent Materials Based on Platinum Complexes and Their Application in Organic Light-Emitting Devices (OLEDs) Yang, By Xiaolong; Yao, Chunliang; Zhou, Guijiang Platinum Metals Review, Vol. 57, Issue 1 https://doi.org/10.1595/147106713X659019	journal	January 2013

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