Highly efficient blue electroluminescence based on thermally activated delayed fluorescence

Nature Materials

Volumn 14, Issue 3, 2015, Pages 330-336

  Hirata, Shuzo ^a   Sakai, Yumi ^a,b   Masui, Kensuke ^a,c   Tanaka, Hiroyuki ^a   Lee, Sae Youn ^a,d   Nomura, Hiroko ^a   Nakamura, Nozomi ^a   Yasumatsu, Mao ^a   Nakanotani, Hajime ^a,d,e   Zhang, Qisheng ^a,d   Shizu, Katsuyuki ^a,d   Miyazaki, Hiroshi ^a,f   Adachi, Chihaya ^a,d  

^a KYUSHU UNIVERSITY   (Japan)

^b Dyden Corporation   (Japan)

^c FUJIFILM CORPORATION   (Japan)

^d JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^e Fukuoka Industry Academia Symphonicity   (Japan)

^f NIPPON STEEL CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE TRANSFER; ELECTROLUMINESCENCE; MOLECULAR ORBITALS; ORBITAL TRANSFER; ORGANIC LIGHT EMITTING DIODES (OLED); ORGANIC POLYMERS; QUANTUM THEORY;

BLUE ELECTROLUMINESCENCE; CHARGE-TRANSFER COMPOUNDS; ELECTROLUMINESCENCE EFFICIENCIES; HIGHEST OCCUPIED MOLECULAR ORBITAL; LIGHTING APPLICATIONS; LOWEST UNOCCUPIED MOLECULAR ORBITAL; SINGLET EXCITED STATE; THERMALLY ACTIVATED DELAYED FLUORESCENCES;

FLUORESCENCE;

EID: 84925486128     PISSN: 14761122     EISSN: 14764660     Source Type: Journal    
DOI: 10.1038/nmat4154     Document Type: Article

References (37)

1. Tang, C.W. & VanSlyke, S. A. Organic electroluminescent diodes. Appl. Phys. Lett. 51, 913-915 (1987).
2. Reineke, S. et al.White organic light-emitting diodes with fluorescent tube efficiency. Nature 459, 234-238 (2009).
3. Kim, S. et al. Low-power flexible organic light-emitting diode display device. Adv. Mater. 23, 3511-3516 (2011).
4. Yu, Z., Niu, X., Liu, Z. & Pei, Q. Intrinsically stretchable polymer light-emitting devices using carbon nanotube-polymer composite electrodes. Adv. Mater. 23, 3989-3994 (2011).
5. Baldo, M. A. et al. Highly efficient phosphorescent emission from organic electroluminescent devices. Nature 395, 151-154 (1998).
6. Adachi, C., Baldo, M. A., Thompson, M. E. & Forrest, S. R. Nearly 100% internal phosphorescence efficiency in an organic light-emitting device. J. Appl. Phys. 90, 5048-5051 (2001).
7. Deaton, J. C. et al. E-type delayed fluorescence of a phosphine-supported Cu2(NAr2)2 diamond core: Harvesting singlet and triplet excitons in OLEDs. J. Am. Chem. Soc. 132, 9499-9508 (2010).
8. Hashimoto, M. et al. Highly efficient green organic light-emitting diodes containing luminescent three-coordinate copper(I) complexes. J. Am. Chem. Soc. 133, 10348-10351 (2011).
9. Okumoto, K., Kanno, H., Hamada, Y., Takahashi, H. & Shibata, K. Green fluorescent organic light-emitting device with external quantum efficiency of nearly 10%. Appl. Phys. Lett. 89, 063504 (2006).
10. Kondakov, D. Y. Characterization of triplet-triplet annihilation in organic light-emitting diodes based on anthracene derivatives. J. Appl. Phys. 102, 114504 (2007).
11. Kondakov, D. Y., Pawlik, T. D., Hatwar, T. K. & Spindler, J. P. Triplet annihilation exceeding spin statistical limit in highly efficient fluorescent organic light-emitting diodes. J. Appl. Phys. 106, 124510 (2009).
12. Fukagawa, H. et al. Anthracene derivatives as efficient emitting hosts for blue organic light-emitting diodes utilizing triplet-triplet annihilation. Org. Electron. 13, 1197-1203 (2012).
13. Endo, A. et al. Thermally activated delayed fluorescence from Sn4C-porphyrin complexes and their application to organic light emitting diodes - a novel mechanism for electroluminescence. Adv. Mater. 21, 4802-4806 (2009).
14. Endo, A. et al. Efficient up-conversion of triplet excitons into a singlet state and its application for organic light emitting diodes. Appl. Phys. Lett. 98, 083302 (2011).
15. Nakagawa, T., Ku, S. Y.,Wong, K. T. & Adachi, C. Electroluminescence based on thermally activated delayed fluorescence generated by a spirobifluorene donor-acceptor structure. Chem. Commun. 48, 9580-9582 (2012).
16. Lee, S. Y., Yasuda, T., Nomura, H. & Adachi, C. High-efficiency organic light-emitting diodes utilizing thermally-activated delayed fluorescence from triazine-based donor-acceptor hybrid molecules. Appl. Phys. Lett. 101, 093306 (2012).
17. Mehes, G., Nomura, H., Zhang, Q., Nakagawa, T. & Adachi, C. Enhanced electroluminescence efficiency in a spiro-acridine derivative through thermally activated delayed fluorescence. Angew. Chem. Int. Ed. 51, 11311-11315 (2012).
18. Zhang, Q. et al. Design of efficient thermally activated delayed fluorescence materials for pure blue organic light emitting diodes. J. Am. Chem. Soc. 134, 14706-14709 (2012).
19. Tanaka, H., Shizu, K., Miyazaki, H. & Adachi, C. Efficient green thermally activated delayed fluorescence (TADF) from a phenoxazine-triphenyltriazine (PXZ-TRZ) derivative. Chem. Commun. 48, 11392-11394 (2012).
20. Sato, K. et al. Organic luminescent molecule with energetically equivalent singlet and triplet excited states for organic light-emitting diodes. Phys. Rev. Lett. 110, 247401 (2013).
21. Uoyama, H., Goushi, K., Shizu, K., Nomura, H. & Adachi, C. Highly efficient organic light-emitting diodes from delayed fluorescence. Nature 492, 234-238 (2012).
22. Li, J. et al. Highly efficient organic light-emitting diode based on a hidden thermally activated delayed fluorescence channel in a heptazine derivatives. Adv. Mater. 25, 3319-3323 (2013).
23. Lee, J. et al. Oxadiazole-and triazole-based highly-efficient thermally activated delayed fluorescence emitters for organic light-emitting diodes. J. Mater. Chem. C 1, 4599-4604 (2013).
24. Nakanotani, H., Masui, K., Nishide, J., Shibata, T. & Adachi, C. Promising operational stability of high-efficiency organic light-emitting diodes based on thermally activated delayed fluorescence. Sci. Rep. 3, 2127 (2013).
25. Tomas Sereviius, T. et al. Enhanced electroluminescence based on thermally activated delayed fluorescence from a carbazole-triazine derivative. Phys. Chem. Chem. Phys. 15, 15850-15855 (2013).
26. Peng, Q. et al. Evidence of the reverse intersystem crossing in intra-molecular charge-transfer fluorescence-based organic light-emitting device through magneto-electroluminescence measurements. Adv. Opt. Mater. 1, 362-366 (2013).
27. Zhang, Q. et al. Efficient blue organic light-emitting diodes employing thermally activated delayed fluorescence. Nature Photon. 8, 326-332 (2014).
28. Goushi, K., Yoshida, K., Sato, K. & Adachi, C. Organic light-emitting diodes employing efficient reverse intersystem crossing for triplet-to-singlet state conversion. Nature Photon. 6, 253-258 (2012).
29. Strickler, S. J. & Berg, R. A. Relationship between absorption intensity and fluorescence lifetime of molecules. J. Chem. Phys. 37, 814-822 (1962).
30. Mulliken, R. S. Intensities of electronic transitions in molecular spectra I. Introduction. J. Chem. Phys. 7, 14-20 (1939).
31. Jeon, S. O. & Lee, J. Y. Phosphine oxide derivatives for organic light emitting diodes. J. Mater. Chem. 22, 4233-4243 (2012).
32. Dias, F. B. et al. Triplet harvesting with 100% efficiency by way of thermally activated delayed fluorescence in charge transfer OLED emitters. Adv. Mater. 25, 3707-3714 (2013).
33. Frisch, M. J. et al. Gaussian 09, Revision A.02. (Gaussian, 2004).
34. Becke, A. D. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 98, 5648-5652 (1993).
35. Stephens, P. J., Devlin, F. J., Chabalowski, C. F. & Frisch, M. J. Ab initio calculation of vibrational absorption and circular dichroism spectra using density functional force fields. J. Phys. Chem. 98, 11623-11627 (1994).
36. Ditchfield, R., Hehre,W. J. & Pople, J. A. Self-consistent molecular-orbital methods. IX. An extended Gaussian-type basis for molecular-orbital studies of organic molecules. J. Chem. Phys. 54, 724-728 (1971).
37. Frisch, M. J., Pople, J. A. & Binkley, J. S. Self-consistent molecular orbital methods 25. Supplementary functions for Gaussian basis sets. J. Chem. Phys. 80, 3265-3269 (1984).