D–A–D-type orange-light emitting thermally activated delayed fluorescence (TADF) materials based on a fluorenone unit: simulation, photoluminescence and electroluminescence studies

Lin Gan, Xianglong Li, Xinyi Cai, Kunkun Liu, Wei Li and Shi-Jian Su
Beilstein J. Org. Chem. 2018, 14, 672–681. https://doi.org/10.3762/bjoc.14.55

Supporting Information

Supporting Information File 1: Experimental and additional information.
Format: PDF Size: 141.9 KB Download

Cite the Following Article

D–A–D-type orange-light emitting thermally activated delayed fluorescence (TADF) materials based on a fluorenone unit: simulation, photoluminescence and electroluminescence studies
Lin Gan, Xianglong Li, Xinyi Cai, Kunkun Liu, Wei Li and Shi-Jian Su
Beilstein J. Org. Chem. 2018, 14, 672–681. https://doi.org/10.3762/bjoc.14.55

How to Cite

Gan, L.; Li, X.; Cai, X.; Liu, K.; Li, W.; Su, S.-J. Beilstein J. Org. Chem. 2018, 14, 672–681. doi:10.3762/bjoc.14.55

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 840.4 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Geng, S.; Liu, Z.; Li, H.; Zhong, Z.; Feng, X. J.; Zhao, Z.; Lu, H. Donor–Acceptor Molecules with Locked sp3 Carbon Link for Highly Efficient Near Ultraviolet Organic Light‐Emitting Diodes. Advanced Optical Materials 2023, 12. doi:10.1002/adom.202301344
  • Iftikhar, R.; Khan, F. Z.; Naeem, N. Recent synthetic strategies of small heterocyclic organic molecules with optoelectronic applications: a review. Molecular diversity 2023, 28, 271–307. doi:10.1007/s11030-022-10597-0
  • Hempe, M.; Kukhta, N. A.; Danos, A.; Batsanov, A. S.; Monkman, A. P.; Bryce, M. R. Intramolecular Hydrogen Bonding in Thermally Activated Delayed Fluorescence Emitters: Is There Evidence Beyond Reasonable Doubt?. The journal of physical chemistry letters 2022, 13, 8221–8227. doi:10.1021/acs.jpclett.2c00907
  • Zhong, Z.; Zhu, X.; Wang, X.; Zheng, Y.; Geng, S.; Zhou, Z.; Feng, X. J.; Zhao, Z.; Lu, H. High Steric‐Hindrance Windmill‐Type Molecules for Efficient Ultraviolet to Pure‐Blue Organic Light‐Emitting Diodes via Hybridized Local and Charge‐Transfer Excited‐State. Advanced Functional Materials 2022, 32. doi:10.1002/adfm.202112969
  • Lifen, C.; Chen, W.-C.; Yang, Z.; Tan, J.; Ji, S.; Zhang, H.-L.; Huo, Y.; Lee, C.-S. Triplet harvesting aryl carbonyl-based luminescent materials: progress and prospective. Journal of Materials Chemistry C 2021, 9, 17233–17264. doi:10.1039/d1tc04184c
  • Yao, P.; Yixuan, W.; Qiao, W.; Sun, X.; Peng, H.; Xie, X.; Li, Z. Insights into molecular packing effects on the emission properties of fluorenone-based molecules in the aggregate state. Journal of Materials Chemistry C 2021, 9, 13687–13696. doi:10.1039/d1tc03459f
  • Tavakoli, M.; Ahmadvand, H.; Alaei, M.; Ranjbari, M. A. Ab-initio search for efficient red thermally activated delayed fluorescence molecules for organic light emitting diodes. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 2020, 246, 118952. doi:10.1016/j.saa.2020.118952
  • Luo, Y.; Li, S.; Zhao, Y.; Li, C.; Pang, Z.; Huang, Y.; Yang, M.; Zhou, L.; Zheng, X.; Pu, X.; Lu, Z. An Ultraviolet Thermally Activated Delayed Fluorescence OLED with Total External Quantum Efficiency over 9. Advanced materials (Deerfield Beach, Fla.) 2020, 32, 2001248. doi:10.1002/adma.202001248
  • Hsieh, C.-M.; Wu, T.-L.; Jayakumar, J.; Wang, Y.-C.; Ko, C.-L.; Hung, W.-Y.; Lin, T.-C.; Wu, H.-H.; Lin, K.-H.; Lin, C.-H.; Hsieh, S.; Cheng, C.-H. Diboron-Based Delayed Fluorescent Emitters with Orange-to-Red Emission and Superior Organic Light-Emitting Diode Efficiency. ACS applied materials & interfaces 2020, 12, 23199–23206. doi:10.1021/acsami.0c03711
  • Zheng, S.; Liu, T.; Song, Z.; He, Z.; Yang, Z.; Wang, H.; Zeng, Z. Acetenyl bridged diphenyl sulfones: A gate way to AIE / MCL / TADF multifunctional white-light emission molecule. Dyes and Pigments 2020, 176, 108204. doi:10.1016/j.dyepig.2020.108204
  • Liu, D.; Wei, Q.; Li, D.; Dong, R.; Jiang, W. Substitution Effect on Luminescence of 5H-Indeno[1,2-b]pyridin-5-one Based Isomers. ChemistrySelect 2019, 4, 9754–9761. doi:10.1002/slct.201901719
  • Cho, K.; Reddy, M. R.; Kim, D.; Ho, D.; Yun, C.; Seo, S.; Kim, C. Synthesis and characterization of fluorene derivatives as organic semiconductors for organic field-effect transistor. Molecular Crystals and Liquid Crystals 2019, 690, 56–66. doi:10.1080/15421406.2019.1680014
  • Zhong, D.; Yu, Y.; Song, D.; Yang, X.; Zhang, Y.; Chen, X.; Zhou, G.; Wu, Z. Organic Emitters with a Rigid 9-Phenyl-9-phosphafluorene Oxide Moiety as the Acceptor and Their Thermally Activated Delayed Fluorescence Behavior. ACS applied materials & interfaces 2019, 11, 27112–27124. doi:10.1021/acsami.9b05950
  • Kopkalli, Y.; Celius, T. C.; Dickson-Karn, N. M.; Davenport, L.; Williams, B. W. The solvatochromic response of benzo[a]fluorenone in aprotic solvents compared with benzo[b]fluorenone and 9‐fluorenone. Journal of Physical Organic Chemistry 2019, 32. doi:10.1002/poc.3994
  • Ju, C.; Li, X.; Yang, G.; Yuan, C.; Semin, S.; Feng, Y.; Rasing, T.; Xu, J. Polymorph dependent linear and nonlinear optical properties of naphthalenyl functionalized fluorenones. Dyes and Pigments 2019, 166, 272–282. doi:10.1016/j.dyepig.2019.03.030
  • Cigáň, M.; Danko, P.; Brath, H.; Čakurda, M.; Fišera, R.; Donovalová, J.; Filo, J.; Weis, M.; Jakabovic, J.; Novota, M.; Gáplovský, A. 4-Azafluorenone and α-Carboline Fluorophores with Green and Violet/Blue Emission. Molecules (Basel, Switzerland) 2019, 24, 2378. doi:10.3390/molecules24132378
  • Montanaro, S.; Gillett, A. J.; Feldmann, S.; Evans, E. W.; Plasser, F.; Friend, R. H.; Wright, I. A. Red-shifted delayed fluorescence at the expense of photoluminescence quantum efficiency - an intramolecular charge-transfer molecule based on a benzodithiophene-4,8-dione acceptor. Physical chemistry chemical physics : PCCP 2019, 21, 10580–10586. doi:10.1039/c9cp02186h
  • Fei, X.; Zhang, Y.-J.; Liu, X.-Y.; Fung, M.-K.; Fan, J. A series of fluorenone-carbazole based regioisomers as bipolar host materials for efficient organic light emitting diodes. Tetrahedron 2019, 75, 2664–2669. doi:10.1016/j.tet.2019.03.034
  • Gan, L.; Xu, Z.; Wang, Z.; Li, B.; Li, W.; Cai, X.; Liu, K.; Liang, Q.; Su, S.-J. Utilizing a Spiro TADF Moiety as a Functional Electron Donor in TADF Molecular Design toward Efficient “Multichannel” Reverse Intersystem Crossing. Advanced Functional Materials 2019, 29, 1808088. doi:10.1002/adfm.201808088
  • Xu, H.; Yang, T.; Wang, F.; Zhang, J.; Zhang, X.; Wang, H.; Xu, B. Thermally activated delayed fluorescence of copper(I) complexes using N, N′-heteroaromatic of 2-(5-phenyl-1,2,3- triazole)pyridine as ligand. Journal of Luminescence 2019, 205, 82–86. doi:10.1016/j.jlumin.2018.08.072

Patents

  • WU KAILONG; ZHANG QU. ELECTROLUMINESCENT MATERIAL, METHOD FOR PREPARING ELECTROLUMINESCENT MATERIAL, AND LIGHT-EMITTING DEVICE. WO 2020192042 A1, Oct 1, 2020.
Other Beilstein-Institut Open Science Activities