Journal of the Korean Applied Science and Technology (한국응용과학기술학회지)

The Korean Society of Applied Science and Technology (한국응용과학기술학회)
권호 표지
DOI QR코드

DOI QR Code

Recent Progress in the Development of Small Organic Molecules for White Organic Light Emitting Devices

  • Raja, Inam ul Haq (Department of Biomolecular Science, University of Science and Technology) ;
  • Jung, Se-Jin (Life Sciences Research Division, Korea Institute of Science & Technology) ;
  • Lee, So-Ha (Life Sciences Research Division, Korea Institute of Science & Technology)
  • Published : 2008.03.31
Download PDF
⟨ Previous Next ⟩

Abstract

Development of white light emitting materials has been an interesting area for scientists and scientists have developed many organic, polymer and inorganic materials for white electroluminescent devices. Among them, single component small molecules gave best results in terms of efficiency, simplicity of device fabrication, and CIE values. Therefore, this review covers detailed discussion about syntheses of small compounds used in white organic light emitting devices until 2007.

Keywords

References

  1. B. W. D'Andrade and S. R. Forrest, White organic light-emitting devices for solid-state lighting, Adv. Mater., 16, 1585 (2004) https://doi.org/10.1002/adma.200400684
  2. C. Jiang, W. Yang, J. Peng, S. Xiao and Y. Cao, High-efficiency, saturated red-phosphorescent polymer light-emitting diodes based on conjugated and non-conjugated polymers doped with Ir complex, Adv. Mat., 16, 537 (2004) https://doi.org/10.1002/adma.200306331
  3. X. Gong, M. R. Robinson, J. C. Ostrowski, D. Moses, G. C. Bazan, and A. J. Heeger, High-efficiency polymer-based electrophorescent devices, Adv. Mater., 14, 581 (2002) https://doi.org/10.1002/1521-4095(20020418)14:8<581::AID-ADMA581>3.0.CO;2-B
  4. R. J. Holmes, B. W. D'Andrade, S. R. Forrest, X. Ren, J. Li, and M. E. Thompson, Efficiency, deep-blue organic electrophosphorescence by guest charge trapping, Appl. Phys. Lett., 83, 3818 (2003) https://doi.org/10.1063/1.1624639
  5. B. W. D'Andrade, R. J. Holmes, and S. R. Forrest, Efficiency organic electrophosphorescent white-light-emitting devices with a triple doped emissive layer, Adv. Mater., 16, 624 (2004) https://doi.org/10.1002/adma.200306670
  6. S. Tokito. T. Iijima, T. Tsuzuki, and F. Sato, High-efficiency white phosphorescent organic light-emitting devices with greenish-blue and red-emitting layers, Appl. Phys. Lett., 83, 2459 (2003) https://doi.org/10.1063/1.1611620
  7. S. Nakamura, M. Senoh, N. Iwasa, and S.-I. Nagahama, High-power InGaN single-quantum-well-structure blue and violet light-emitting diodes, Appl. Phys. Lett., 67, 1868 (1995) https://doi.org/10.1063/1.114359
  8. H. S. Nalwa and L. S. Rohwer, "Handbook of luminescence, display material and devices", American Scientific Publishers, Volume 1-3 (2003)
  9. W. Helfrich and W. G. Schneider, Recombination radiation in anthracene crystals, Phys. Rev. Lett., 14, 229 (1965) https://doi.org/10.1103/PhysRevLett.14.229
  10. C. W. Tang and S. A. Vanslyke, Organic electroluminescent diodes, Appl. Phys. Lett., 51, 913 (1987) https://doi.org/10.1063/1.98799
  11. J. Kido, M. Kimura, and K. Nagai, Multilayer white lightt-emitting organic electroluminescence devices, Science, 267, 1332 (1995) https://doi.org/10.1126/science.267.5202.1332
  12. C. W. Tang, S. A. Van Slyke, and C. H. Chen, Electroluminescence of doped organic thin films, J. Appl. Phys., 65 3610 (1989) https://doi.org/10.1063/1.343409
  13. J. Kido, W. Ikeda, M. Kimura, and K. Nagai, White-light-emitting organic electroluminescent devices using lanthanide complexes, Jpn. J. Appl. Phys. Part 2, 35, L394 (1996) https://doi.org/10.1143/JJAP.35.L394
  14. R. H. Jordan, A. Dodabalapur, M. Strukelj and T. M. Miller, White organic electroluminescence devices, Appl. Phys. Lett., 68, 1192 (1996) https://doi.org/10.1063/1.115965
  15. R. S. Deshpande, V. S. Bulovic, and R. Forrest, White-light-emitting organic electroluminescent devices based on interlayer sequential energy transfer, Appl. Phys. Lett., 75, 888 (1999) https://doi.org/10.1063/1.124250
  16. C. W. Ko and Y. T. Tao, Bright white organic light-emitting diode, Appl. Phys. Lett., 79, 4234 (2001) https://doi.org/10.1063/1.1425454
  17. W. A. Thornton, New generation of deluxe fluorescent lamps combining an efficiency of 80 lumens/W or more with a color rendering index of approximately 85, J. Electrochem. Soc., 122, 842 (1975)
  18. J. R. Lakowicz, Principles of Florescence spectroscopy, KA/PP, second ed., 1999
  19. N. J. Turro, Modern Molecular Photochemistry, University Science Books, Mill Valley, CA, 1991
  20. I. F. Trotter, Characterizing solventsoluble dyes by optical transmission methods, J. Soc. Dyers and Colourists, 78, 76 (1962)
  21. H. Kanno, Y. Sun, and S. R. Forrest, High-efficiency top-emissive white-lighttemitting organic electroluminescent devices, Appl. Phys. Lett., 86, 263502 (2005) https://doi.org/10.1063/1.1947376
  22. C.-H. Kim and J. Shinar, Bright small molecular white organic light-emitting devices with two emission zones, Appl. Phys. Lett., 80, 2201 (2002) https://doi.org/10.1063/1.1464223
  23. Y. Xu, J. Peng, Y. Mo, Q. Hou, and Y. Cao, Efficiency polymer white-lightemitting diodes, Appl. Phys. Lett., 86, 163502 (2005) https://doi.org/10.1063/1.1901824
  24. Y. Liu, M. Nishiura, Y. Wang and Z. Hou, $\pi$-Conjugated aromatic enynes as a single-emitting component for white electroluminescence, J. Am. Chem. Soc., 128, 5592 (2006) https://doi.org/10.1021/ja058188f
  25. Y. Yang, M. Lowry, C. M. Schowalter, S. O. Fakayode, J. O. Escobedo, X. Xu, H. Zhang, T. J. Jensen, F. R. Fronczek, I. M. Warner, and R. M. Strongin, An organic white light-emitting fluorophore, J. Am. Chem. Soc., 128, 14081 (2006) https://doi.org/10.1021/ja0632207
  26. J. Y. Li, D. Liu, C. Ma, O. Lengyel, C.-S. Lee, C.-H. Tung, and S. Lee, White-light emission from a single-emittingcomponent organic electroluminescent device, Adv, Mat., 16, 1538 (2004) https://doi.org/10.1002/adma.200305838
  27. M. Mazzeo, V. Vitale, F. D. Sala, M. Anni, G. Barbarella, L. Favaretto, G. Soygiu, R. Cingolani, and G. Gigli, Bright white organic light-emitting devices from a single active molecular material, Adv, Mat., 17, 34 (2005) https://doi.org/10.1002/adma.200400670
  28. J. Kido, H. Hongawa, K. Okuyama, and K. Nagai, White light-emitting organic electroluminescent devices using the poly(N-vinylcarbazole) emitter layer doped with three fluorescent dyes, Appl. Phys. Lett., 64, 815 (1994) https://doi.org/10.1063/1.111023
  29. N. Kamata, R. Ishii, S. Tonsyo, and D. Terunuma, Electroluminescence of mixed organic dyes via resonant energy transfer from polysilane molecules, Appl. Phys. Lett., 281, 4350 (2002)
  30. B. Hu and F. E. Karasz, Blue, green, red, and white electroluminescence from multichromophore polymer blends, J. Appl. Phys., 93, 1995 (2003) https://doi.org/10.1063/1.1536018
  31. Y. Kawamura, S. Yanagida and S. R. Forrest, Energy transfer in polymer electroluminescent light emitting devices with single and multiple doped luminescent layers, J. Appl. Phys., 92, 87 (2002) https://doi.org/10.1063/1.1479751
  32. Z. L. Zhang, X. Y. Jiang, W. Q. Zhu, X. Y. Zheng, Y. Z. Wu, and S. H. Xu, Blue and white emitting organic diodes based on anthracene derivative, Synth. Met., 137, 1141 (2003)
  33. X. H. Zhang, M. W. Liu, O. Y. Wong, C. S. Lee, H. L. Kwong, S. T. Lee, and S. K. Wu, Blue and white organic electroluminescent devices based on 9,10-bis(2'-naphthyl)anthracene, Chem. Phys. Lett., 369, 478 (2003) https://doi.org/10.1016/S0009-2614(02)02042-0
  34. Y. W. Koo, C.-H. Chung, J. H. Lee, Y.-H. Kim, C.-Y. Sohn, B.-C. Kim, C.-S. Hwang, Y.-H. Song, J. Lim, Y.-J. Ahn, G.-W. Kang, N. Lee, and C. Lee, Efficient white organic light emission by single emitting layer, Thin Solid Films, 426, 246 (2003) https://doi.org/10.1016/S0040-6090(03)00007-5
  35. C. H. Chuen and Y. T. Tao, Highlybright white organic light-emitting diodes based on a single emission layer, Appl. Phys. Lett., 81, 4499 (2002) https://doi.org/10.1063/1.1528736
  36. X. Y. Zheng, W. Q. Zhu, Y. Z. X. Y. Jiang, R. J. Sun, Z. L. Zhang, and S. H. Xu, A white OLED based on DPVBi blue light emitting host and DCJTB red dopant, Displays, 24, 121 (2003) https://doi.org/10.1016/j.displa.2003.09.004
  37. X. Y. Jiang, Z. L. Zhang, B. X. Zhang, W. Q. Zhu, and S. H. Xu, Stable and current independent white-emitting organic diode, Synth. Met., 129, 9 (2002)
  38. J.-I Lee, H. Y. Chu, S. H. Kim, L.-M. Do, T. Zyung, and D. H. Hwang, White light emitting diodes using polymer blends, Opt. Mater., 21, 205 (2002) https://doi.org/10.1016/S0925-3467(02)00137-4
  39. V. Adamovich, J. Brooks, A. Tamayo, A. M. Alexander, P. I. Djurovich, B. W. D'Andrade, C. Adachi, S. R. Forrest, and M. E. Thompson, High efficiency single dopant white electroluminescent light emitting diodes, New J. Chem., 26, 1171 (2002) https://doi.org/10.1039/b204301g
  40. J. Brooks, Y. Babayan, S. Lamansky, P. I. Djurovich, I. Tsyba, R. Bau, and M. E. Thompson, Synthesis and characterization of phosphorescent cyclometalated platinum complexes, Inorg. Chem., 41, 3055 (2002) https://doi.org/10.1021/ic0255508
  41. T. Yamamoto, M. Nishiyama, and Y. Koie, Palladium-catalyzed synthesis of triarylamines from aryl halides and diarylamines, Tetrahedron Lett., 39, 2367 (1998) https://doi.org/10.1016/S0040-4039(98)00202-0
  42. Y. T. Tao, and C. H. Chuen, C. W. Ko, and J. W. Peng, Efficient blue lightemitting diodes based on triarylaminesubstituted dipyrazolopyridine derivatives, Chem. Mater., 14, 4256 (2002) https://doi.org/10.1021/cm020284h
  43. Y.-S. Huang, J.-H. Jou, W.-K. Weng, and J.-M. Liu, High-efficiency white organic light-emitting devices with dual doped structure, Appl. Phys. Lett., 80, 2782 (2002) https://doi.org/10.1063/1.1413220
  44. R. F. Service, Organic LEDs look forward to a bright, white future, Science, 2005, 310, 1762 (2005) https://doi.org/10.1126/science.310.5755.1762
  45. J.-H. Jou, Y.-S. Chiu, R.-Y. Wang, H.-C. Hu, C.-P. Wang and H.-W. Lin, Efficient, color-stable fluorescent whitte organic light-emitting diodes with an effective exciton-confining device architecture, Org. Electron., 7, 8 (2006) https://doi.org/10.1016/j.orgel.2005.10.001
  46. J.-H. Jou, Y.-S. Chiu, C.-P. Wang, R.-W. Wang, and H.-C. Hu, Efficient, color-stable fluorescent white organic light-emitting diodes with single emission layer by vapor deposition from solvent premixed deposition source, Appl. Phys. Lett., 88, 193501 (2006) https://doi.org/10.1063/1.2200007
  47. M. Ikai, S. Tokito, Y. Sakamoto, T. Suzuki, and Y. Taga, Highly efficient phosphorescence from organic lightemitting devices with an exciton-block layer, Appl. Phys. Lett., 279, 156 (2001)
  48. J.-H. Jou, C.-P. Wang, M.-H. Wu, P.-H. Chiang, H.-W. Lin, H. C. Li, and R.-S. Liu, Efficient fluorescent white organic light-emitting diodes with blue-green host or di(4-fluorophenyl)amino-di(styryl) biphenyl, Organic Electronics, 8, 29 (2007) https://doi.org/10.1016/j.orgel.2006.10.007
  49. Z. Y. Xie, L. S. Hung, and S. T. Lee, High-efficiency red electroluminescence from a narrow recombination zone confined by an organic double heterostructure, Appl. Phys. Lett., 79, 1048 (2001) https://doi.org/10.1063/1.1390479
  50. G. H. Zhang, Y. L. Hua, M. C. Petty, K. W. Wu, F. J. Zhu, X. Niu, J. L. Hui, S. Liu, X. M. Wu, S. G. Yin, and J. C. Deng, Single emitting layer white organic light-emitting device with high color stability to applied voltage, Displays, 27, 187 (2006) https://doi.org/10.1016/j.displa.2006.06.004
  51. X.-Y. Jiang, Z.-L. Zhang, W.-Q. Zhu, and S.-H. Xu, Highly efficient and stable white organic light emitting diode with triply doped structure, Displays, 27, 161 (2006) https://doi.org/10.1016/j.displa.2006.05.002
  52. K. O. Cheon and J. Shinar, Bright white small molecular organic light-emitting devices based on a red-emitting guesthost layer and blue-emitting 4,4'-bis(2,2'- diphenylvinyl)-1,1'-biphenyl, Appl. Phys. Lett., 81, 1738 (2002) https://doi.org/10.1063/1.1498500
  53. G. Li and J. Shinar, Combinatorial fabrication and studies of bright white organic light-emitting devices based on emission from rubrene-doped 4,4'-bis(2,2' -diphenylvinyl)-1,1'-biphenyl, Appl. Phys. Lett., 83, 5359 (2003) https://doi.org/10.1063/1.1635658
  54. W. Xie, Z. Wu, S. Liu, and S. T. Lee, Non-doped-type white organic lightemitting devices based on yellow-emitting ultrathin 5,6,11,12-tetraphenylnaphthacene and blue-emitting 4,4'-bis(2,2'- diphenylvinyl)-1,1'-biphenyl, J. Phys. D: Appl. Phys., 36, 2331 (2003) https://doi.org/10.1088/0022-3727/36/19/003
  55. Y.-S. Wu, S.-W. Hwang, H.-H. Chen, M.-T. Lee, W.-J. Shen, and C. H. Chen, Efficient white organic light emitting devices with dual emitting layers, Thin Solid Films, 488, 265 (2005) https://doi.org/10.1016/j.tsf.2005.04.032
  56. M. S. Kim, J. T. Lim, C. H. Jeong, J. H. Lee, and G. Y. Yeom, White organic light-emitting diodes from three emitter layers, Thin Solid Films, 515, 891 (2006) https://doi.org/10.1016/j.tsf.2006.07.051

Cited by

  1. Recent Progress in the Development of Organometallic Complexes, Inorganic Phosphors and Quantum Dots for White Light Emitting Devices vol.25, pp.2, 2008, https://doi.org/10.12925/jkocs.2008.25.2.9