Abstract
Exploring high-efficiency thermally activated delayed fluorescence(TADF) materials is of great importance regarding to organic light-emitting diode(OLED). Herein, we present a design strategy for developing asymmetric TADF materials based on a diphenyl sulfone-phenoxazine structure, resulting in efficient TADF emitters(CzPXZ and t-CzPXZ) with aggregation-induced emission properties, while t-CzPXZ is modified with tert-butyl groups. The two compounds exhibit high solid-state luminescence, efficient TADF, and significantly impressive device performances by both thermal evaporation and solution processing. For an instance, CzPXZ and t-CzPXZ enable the thermally-evaporated OLEDs with high external quantum efficiencies(EQEs) of over 20%. Meanwhile, t-CzPXZ allows the solution-processed device with a high EQE of 16.3% with low-efficiency roll-off, attributing to the enhanced molecular solubility and suppressed excitons quenching through tert-butyl modification on t-CzPXZ. The results reveal that the proposed asymmetric structure is a promising approach for developing high-efficiency TADF materials and OLEDs.
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Hong G., Gan X. M., Leonhardt C., Zhang Z., Seibert J., Busch J. M., Brase S., Adv. Mater., 2021, 33, 2005630
Li X. N., Xie Y. J., Li Z., Chem. Asian J., 2021, 16, 2817
Balijapalli U., Lee Y. T., Karunathilaka B. S. B., Tumen-Ulzii G., Auffray M., Tsuchiya Y., Nakanotani H., Adachi C., Angew Chem. Int. Ed., 2021, 60, 19364
Wang X. Q., Yang S. Y., Tian Q. S., Zhong C., Qu Y. K., Yu Y. J., Jiang Z. Q., Liao L. S., Angew Chem., 2021, 133, 5273
Cai Z. Y., Wu X., Liu H., Guo J. J., Yang D. Z., Ma D. G., Zhao Z. J., Tang B. Z., Angew Chem. Int. Ed., 2021, 60, 23635
Dong R. Z., Liu D., Li J. Y., Ma M. Y., Mei Y. Q., Li D. L., Jiang J. Y., Mater. Chem. Front., 2020, 6, 40
Zhou C. J., Cao C., Yang D. Z., Cao X. S., Liu H., Ma D. G., Li C. S., Yang C. L., Mater. Chem. Front., 2021, 5, 3209
Zhou J. X., Zeng X. Y., Xie F. M., He Y. H., Tang Y. Q., Li Y. Q., Tang J. X., Mater. Today Energy, 2021, 21, 100819
Chen Y., Zhang D. D., Zhang Y. W., Zeng X., Huang T. Y., Liu Z. Y., Li G. M., Duan L., Adv. Mater., 2021, 33, 2103293
Wang S. M., Zhang H. Y., Zhang B. H., Xie Z. Y., Wong W. Y., Mater. Sci. Eng. R Rep., 2020, 140, 100547
Sato K., Uchida S., Toriyama S., Nishimura S., Oyaizu K., Nishide H., Nishikitani Y., Adv. Mater. Technol., 2017, 2, 1600293
Sandstrom A., Dam H. F., Krebs F. C., Edman L., Nat. Commun., 2012, 3, 1
Lee S. M., Kwon J. H., Kwon S., Choi K. C., IEEE T. Electron Dev., 2017, 64, 1922
Han T. H., Lee Y. B., Choi M. R., Woo S. H., Bae S. H., Hong B. H., Ahn J. H., Lee T. W., Nature Photon., 2012, 6, 105
Huang T. Y., Jiang W., Duan L., J. Mater. Chem. C, 2018, 6, 5577
Zou Y., Gong S. L., Xie G. H., Yang C. L., Adv. Optical Mater., 2018, 6, 1800568
Li W. L., Huang Q. Y., Mao Z., Zhao J., Wu H. Y., Chen J. R., Yang Z., Li Y., Yang Z. Y., Zhang Y., Aldred M. P., Chi Z. G., Angew Chem. Int. Ed., 2020, 132, 3768
Yang J., Chi Z., Zhu W., Tang B. Z., Li Z., Sci. China Chem., 2019, 62, 1090
Yang Z. Y., Mao Z., Xie Z. L., Zhang Y., Liu S. W., Zhao J., Xu J. R., Chi Z. G., Aldred M. P., Chem. Soc. Rev., 2017, 46, 915
Chen X. L., Tao X. D., Wei Z. Z., Meng L. Y., Lin F. L., Zhang D. H., Jing Y. Y., Lu C. Z., ACS Appl. Mater. Interfaces, 2021, 13, 46909
Tsai W. L., Huang M. H., Lee W. K., Hsu Y. J., Pan K. C., Huang Y. H., Ting H. C., Sarma M., Ho Y. Y., Hu H. C., Chen C. C., Lee M. T., Wong K. T., Wu C. C., Chem. Commun., 2015, 51, 13662
Lee I. H., Song W., Lee J. Y., Org. Electron., 2016, 29, 22
Zhang Q. S., Li B., Huang S. P., Nomura H., Tanaka H., Adachi C., Nature Photon., 2014, 8, 326
Xie G. H., Luo J. J., Huang M. L., Chen T. H., Wu K. L., Gong S. L., Yang C. L., Adv. Mater., 2017, 29, 1604223
Yang Z., Mao Z., Xu C., Chen X. J., Zhao J., Yang Z. Y., Zhang Y., Wu W., Jiao S. B., Liu Y., Aldred M. P., Chi Z. G., Chem. Sci., 2019, 10, 8129
Wei W. C., Yang Z., Chen X. J., Liu T. T., Mao Z., Zhao J., Chi Z. G., J. Mater. Chem. C, 2020, 8, 3663
Zhao J., Chen X. J., Yang Z., Liu T. T., Yang Z. Y., Zhang Y., Xu J. R., Chi Z. G., J. Phys. Chem. C, 2018, 123, 1015
Tanaka H., Shizu K., Miyazaki H., Adachi C., Chem. Commun., 2012, 48, 11392
Chen J. X., Tao W. W., Xiao Y. F., Wang K., Zhang M., Fan X. C., Chen W. C., Yu J., Li S. L., Geng F. X., Zhang X. H., Lee C. S., ACS Appl. Mater. Interfaces, 2019, 11, 29086
Kim H. J., Kang H., Jeong J. E., Park S. H., Koh C. W., Kim C. W., Woo H. Y., Cho M. J., Park S., Choi D. H., Adv. Funct. Mater., 2021, 31, 2102588
Xie F. M., An Z. D., Xie M., Li Y. Q., Zhang G. H., Zou S. J., Chen L., Chen J. D., Cheng T., Tang J. X., J. Mater. Chem. C, 2020, 8, 5769
Wallwork N. R., Mamada M., Shukla A., McGregor S. K. M., Ahachi C., Namdas E. B., Lo S. C., J. Mater. Chem. C, 2022, 10, 4767
Xie G. Z., Li X. L., Chen D. J., Wang Z. H., Cai X. Y., Chen D. C., Li Y. C., Liu K. K., Cao Y., Su S. J., Adv. Mater., 2016, 28, 181
Godumala M., Choi S., Cho M. J., Choi D. H., J. Mater. Chem. C, 2019, 7, 2172
Sk B., Thangaraji V., Yadav N., Nanda G. P., Das S., Gandeepan P., Zysman-Colman E., Rajamalli P., J. Mater. Chem. C, 2021, 9, 15583
Yang G., Ran Y., Wu Y. M., Chen M. Q., Bin Z. Y., You J. S., Aggregate, 2021, e127
Acknowledgements
This work was supported by the National Natural Science Foundation of China(Nos.52073316, 51733010, 51973239) and the Science and Technology Planning Project of Guangzhou City, China(No.202102020951).
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Asymmetric Thermally Activated Delayed Fluorescence Materials Rendering High-performance OLEDs Through both Thermal Evaporation and Solution-processing
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Gao, S., Chen, X., Ge, X. et al. Asymmetric Thermally Activated Delayed Fluorescence Materials Rendering High-performance OLEDs Through both Thermal Evaporation and Solution-processing. Chem. Res. Chin. Univ. 38, 1526–1531 (2022). https://doi.org/10.1007/s40242-022-2111-0
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DOI: https://doi.org/10.1007/s40242-022-2111-0