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Improving reverse intersystem crossing of MR-TADF emitters for OLEDs

Xufeng Luo1, Lixiu Zhang2, Youxuan Zheng1, and Liming Ding2,

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 Corresponding author: Youxuan Zheng, yxzheng@nju.edu.cn; Liming Ding, ding@nanoctr.cn

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[1]
Uoyama H, Goushi K, Shizu K, et al. Highly efficient organic light-emitting diodes from delayed fluorescence. Nature, 2012, 492, 234 doi: 10.1038/nature11687
[2]
Yang Z, Mao Z, Xie Z, et al. Recent advances in organic thermally activated delayed fluorescence materials. Chem Soc Rev, 2017, 46, 915 doi: 10.1039/C6CS00368K
[3]
Ren B, Zuo C, Sun Y, et al. Intramolecular spatial charge transfer enhances TADF efficiency. J Semicond, 2021, 42, 050201 doi: 10.1088/1674-4926/42/5/050201
[4]
Notsuka N, Nakanotani H, Noda H, et al. Observation of nonradiative deactivation behavior from singlet and triplet states of thermally activated delayed fluorescence emitters in solution. J Phys Chem Lett, 2020, 11, 562 doi: 10.1021/acs.jpclett.9b03302
[5]
Kaji H, Suzuki H, Fukushima T, et al. Purely organic electroluminescent material realizing 100% conversion from electricity to light. Nat Commun, 2015, 6, 8476 doi: 10.1038/ncomms9476
[6]
Hatakeyama T, Shiren K, Nakajima K, et al. Ultrapure blue thermally activated delayed fluorescence molecules: efficient HOMO-LUMO separation by the multiple resonance effect. Adv Mater, 2016, 28, 2777 doi: 10.1002/adma.201505491
[7]
Jung H, Kang S, Lee H, et al. High efficiency and long lifetime of a fluorescent blue-light emitter made of a pyrene core and optimized side groups. ACS Appl Mater Interfaces, 2018, 10, 30022 doi: 10.1021/acsami.8b09013
[8]
Yang M, Park I S, Yasuda T. Full-color, narrowband, and high-efficiency electroluminescence from boron and carbazole embedded polycyclic heteroaromatics. J Am Chem Soc, 2020, 142, 19468 doi: 10.1021/jacs.0c10081
[9]
Kondo Y, Yoshiura K, Kitera S, et al. Narrowband deep-blue organic light-emitting diode featuring an organoboron-based emitter. Nat Photonics, 2019, 13, 678 doi: 10.1038/s41566-019-0476-5
[10]
Chan C Y, Tanaka M, Lee Y T, et al. Stable pure-blue hyperfluorescence organic light-emitting diodes with high-efficiency and narrow emission. Nat Photonics, 2021, 15, 203 doi: 10.1038/s41566-020-00745-z
[11]
Zhang Y, Zhang D, Wei J, et al. Achieving pure green electroluminescence with CIEy of 0.69 and EQE of 28.2% from an aza-fused multi-resonance emitter. Angew Chem Int Ed, 2020, 59, 17499 doi: 10.1002/anie.202008264
[12]
Huang T, Wang Q, Xiao S, et al. Simultaneously enhanced reverse intersystem crossing and radiative decay in thermally activated delayed fluorophors with multiple through-space charge transfers. Angew Chem Int Ed, 2021, 60, 23771 doi: 10.1002/anie.202109041
[13]
Kim J U, Park I S, Chan C Y, et al. Nanosecond-time-scale delayed fluorescence molecule for deep-blue OLEDs with small efficiency rolloff. Nat Commun, 2020, 11, 1765 doi: 10.1038/s41467-020-15558-5
[14]
Nagata M, Min H, Watanabe E, et al. Fused-nonacyclic multi-resonance delayed fluorescence emitter based on ladder-thiaborin exhibiting narrowband sky-blue emission with accelerated reverse intersystem crossing. Angew Chem Int Ed, 2021, 60, 20280 doi: 10.1002/anie.202108283
[15]
Liu F, Cheng Z, Jiang Y, et al. Highly efficient asymmetric multiple resonance thermally activated delayed fluorescence emitter with EQE of 32.8% and extremely low efficiency roll-off. Angew Chem Int Ed, 2022, 61, e202116927 doi: 10.1002/anie.202116927
[16]
Park I S, Min H, Yasuda T. Ultrafast triplet-singlet exciton interconversion in narrowband blue organoboron emitters doped with heavy chalcogens. Angew Chem Int Ed, 2022, 61, e202205684 doi: 10.1002/ange.202205684
[17]
Luo X F, Ni H X, Ma H L, et al. Fused π-extended multiple-resonance induced thermally activated delayed fluorescence materials for high-efficiency and narrowband OLEDs with low efficiency roll-off. Adv Opt Mater, 2022, 10, 2102513 doi: 10.1002/adom.202102513
[18]
Luo X F, Song S Q, Ni H X, et al. Multiple-resonance-induced thermally activated delayed fluorescence materials based on indolo[3,2,1-jk]carbazole with an efficient and narrowband pure-green electroluminescence. Angew Chem Int Ed, 2022, in press doi: 10.1002/anie.202209984
Fig. 1.  (Color online) (a) Traditional design strategy for TADF. Reproduced with permission[6], Copyright 2016, Wiley-VCH. (b) Design strategy for MR-TADF. Reproduced with permission[6], Copyright 2016, Wiley-VCH. (c) New MR-TADF skeletons with fused aza-aromatics. Reproduced with permission[11], Copyright 2020, Wiley-VCH.

Fig. 2.  (Color online) (a) Molecular structures of CzBO, CzBS, and CzBSe with different chalcogens, conventional TADF mechanism and ideal superimposed fluorescence (SF) mechanism. Reproduced with permission[16], Copyright 2022, Wiley-VCH. (b) Double resonance unit superposition strategy. Reproduced with permission[18], Copyright 2022, Wiley-VCH.

[1]
Uoyama H, Goushi K, Shizu K, et al. Highly efficient organic light-emitting diodes from delayed fluorescence. Nature, 2012, 492, 234 doi: 10.1038/nature11687
[2]
Yang Z, Mao Z, Xie Z, et al. Recent advances in organic thermally activated delayed fluorescence materials. Chem Soc Rev, 2017, 46, 915 doi: 10.1039/C6CS00368K
[3]
Ren B, Zuo C, Sun Y, et al. Intramolecular spatial charge transfer enhances TADF efficiency. J Semicond, 2021, 42, 050201 doi: 10.1088/1674-4926/42/5/050201
[4]
Notsuka N, Nakanotani H, Noda H, et al. Observation of nonradiative deactivation behavior from singlet and triplet states of thermally activated delayed fluorescence emitters in solution. J Phys Chem Lett, 2020, 11, 562 doi: 10.1021/acs.jpclett.9b03302
[5]
Kaji H, Suzuki H, Fukushima T, et al. Purely organic electroluminescent material realizing 100% conversion from electricity to light. Nat Commun, 2015, 6, 8476 doi: 10.1038/ncomms9476
[6]
Hatakeyama T, Shiren K, Nakajima K, et al. Ultrapure blue thermally activated delayed fluorescence molecules: efficient HOMO-LUMO separation by the multiple resonance effect. Adv Mater, 2016, 28, 2777 doi: 10.1002/adma.201505491
[7]
Jung H, Kang S, Lee H, et al. High efficiency and long lifetime of a fluorescent blue-light emitter made of a pyrene core and optimized side groups. ACS Appl Mater Interfaces, 2018, 10, 30022 doi: 10.1021/acsami.8b09013
[8]
Yang M, Park I S, Yasuda T. Full-color, narrowband, and high-efficiency electroluminescence from boron and carbazole embedded polycyclic heteroaromatics. J Am Chem Soc, 2020, 142, 19468 doi: 10.1021/jacs.0c10081
[9]
Kondo Y, Yoshiura K, Kitera S, et al. Narrowband deep-blue organic light-emitting diode featuring an organoboron-based emitter. Nat Photonics, 2019, 13, 678 doi: 10.1038/s41566-019-0476-5
[10]
Chan C Y, Tanaka M, Lee Y T, et al. Stable pure-blue hyperfluorescence organic light-emitting diodes with high-efficiency and narrow emission. Nat Photonics, 2021, 15, 203 doi: 10.1038/s41566-020-00745-z
[11]
Zhang Y, Zhang D, Wei J, et al. Achieving pure green electroluminescence with CIEy of 0.69 and EQE of 28.2% from an aza-fused multi-resonance emitter. Angew Chem Int Ed, 2020, 59, 17499 doi: 10.1002/anie.202008264
[12]
Huang T, Wang Q, Xiao S, et al. Simultaneously enhanced reverse intersystem crossing and radiative decay in thermally activated delayed fluorophors with multiple through-space charge transfers. Angew Chem Int Ed, 2021, 60, 23771 doi: 10.1002/anie.202109041
[13]
Kim J U, Park I S, Chan C Y, et al. Nanosecond-time-scale delayed fluorescence molecule for deep-blue OLEDs with small efficiency rolloff. Nat Commun, 2020, 11, 1765 doi: 10.1038/s41467-020-15558-5
[14]
Nagata M, Min H, Watanabe E, et al. Fused-nonacyclic multi-resonance delayed fluorescence emitter based on ladder-thiaborin exhibiting narrowband sky-blue emission with accelerated reverse intersystem crossing. Angew Chem Int Ed, 2021, 60, 20280 doi: 10.1002/anie.202108283
[15]
Liu F, Cheng Z, Jiang Y, et al. Highly efficient asymmetric multiple resonance thermally activated delayed fluorescence emitter with EQE of 32.8% and extremely low efficiency roll-off. Angew Chem Int Ed, 2022, 61, e202116927 doi: 10.1002/anie.202116927
[16]
Park I S, Min H, Yasuda T. Ultrafast triplet-singlet exciton interconversion in narrowband blue organoboron emitters doped with heavy chalcogens. Angew Chem Int Ed, 2022, 61, e202205684 doi: 10.1002/ange.202205684
[17]
Luo X F, Ni H X, Ma H L, et al. Fused π-extended multiple-resonance induced thermally activated delayed fluorescence materials for high-efficiency and narrowband OLEDs with low efficiency roll-off. Adv Opt Mater, 2022, 10, 2102513 doi: 10.1002/adom.202102513
[18]
Luo X F, Song S Q, Ni H X, et al. Multiple-resonance-induced thermally activated delayed fluorescence materials based on indolo[3,2,1-jk]carbazole with an efficient and narrowband pure-green electroluminescence. Angew Chem Int Ed, 2022, in press doi: 10.1002/anie.202209984
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    Received: 23 September 2022 Revised: Online: Accepted Manuscript: 27 September 2022Uncorrected proof: 27 September 2022Published: 01 November 2022

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      Xufeng Luo, Lixiu Zhang, Youxuan Zheng, Liming Ding. Improving reverse intersystem crossing of MR-TADF emitters for OLEDs[J]. Journal of Semiconductors, 2022, 43(11): 110202. doi: 10.1088/1674-4926/43/11/110202 X F Luo, L X Zhang, Y X Zheng, L M Ding. Improving reverse intersystem crossing of MR-TADF emitters for OLEDs[J]. J. Semicond, 2022, 43(11): 110202. doi: 10.1088/1674-4926/43/11/110202Export: BibTex EndNote
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      Xufeng Luo, Lixiu Zhang, Youxuan Zheng, Liming Ding. Improving reverse intersystem crossing of MR-TADF emitters for OLEDs[J]. Journal of Semiconductors, 2022, 43(11): 110202. doi: 10.1088/1674-4926/43/11/110202

      X F Luo, L X Zhang, Y X Zheng, L M Ding. Improving reverse intersystem crossing of MR-TADF emitters for OLEDs[J]. J. Semicond, 2022, 43(11): 110202. doi: 10.1088/1674-4926/43/11/110202
      Export: BibTex EndNote

      Improving reverse intersystem crossing of MR-TADF emitters for OLEDs

      doi: 10.1088/1674-4926/43/11/110202
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      • Author Bio:

        Xufeng Luo received his PhD in Nanjing University in 2022 under the supervision of Professor Youxuan Zheng. Now he is working in Ningbo University of Technology. His research focuses on optoelectronic materials

        Lixiu Zhang got her BS from Soochow University in 2019. Now she is a PhD student at University of Chinese Academy of Sciences under the supervision of Prof. Liming Ding. Her research focuses on optoelectronic devices

        Youxuan Zheng got his PhD in Chemistry from Changchun Institute of Applied Chemistry (CAS) under the supervision of Professor Hongjie Zhang. Then he worked in Institut für Angewandte Photophisik, Technische Universität Dresden (2002–2004), Consiglio Nazionale delle Ricerche (2005) and University of London (2006) as a postdoc. In 2006, he joined School of Chemistry and Chemical Engineering in Nanjing University. His research interests include lanthanide complexes, phosphorescent metal complexes, TADF materials, chiral materials and OLEDs

        Liming Ding got his PhD from University of Science and Technology of China (was a joint student at Changchun Institute of Applied Chemistry, CAS). He started his research on OSCs and PLEDs in Olle Inganäs Lab in 1998. Later on, he worked at National Center for Polymer Research, Wright-Patterson Air Force Base and Argonne National Lab (USA). He joined Konarka as a Senior Scientist in 2008. In 2010, he joined National Center for Nanoscience and Technology as a full professor. His research focuses on innovative materials and devices. He is RSC Fellow, and the Associate Editor for Journal of Semiconductors

      • Corresponding author: yxzheng@nju.edu.cnding@nanoctr.cn
      • Received Date: 2022-09-23
        Available Online: 2022-09-27

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