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High power efficiency phosphorescent poly(dendrimer) OLEDs |
Optics Express, Vol. 20, Issue S2, pp. A213-A218 (2012)
http://dx.doi.org/10.1364/OE.20.00A213
Acrobat PDF (1208 KB)
Abstract
We show that it is possible to produce an efficient solution-processable phosphorescent poly(dendrimer) OLED with a 32 lm/W power efficiency at 100 cd/m2 without using a charge transporting host or any improvements in light extraction. This is achieved by using the dendrimer architecture to control inter-chromophore interactions. The effects of using 4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA) as a charge transporting host and using a double dendron structure to further reduce inter-chromophore interactions are also reported.
© 2012 OSA
1. Introduction
M. A. Baldo, D. F. O'Brien, Y. You, A. Shoustikov, S. Sibley, M. E. Thompson, and S. R. Forrest, “Highly efficient phosphorescent emission from organic electroluminescent devices,” Nature 395(6698), 151–154 (1998). [CrossRef]
C. Adachi, M. A. Baldo, M. E. Thompson, and S. R. Forrest, “Nearly 100% internal phosphorescence efficiency in an organic light-emitting device,” J. Appl. Phys. 90(10), 5048–5051 (2001). [CrossRef]
M. A. Baldo, S. Lamansky, P. E. Burrows, M. E. Thompson, and S. R. Forrest, “Very high-efficiency green organic light-emitting devices based on electrophosphorescence,” Appl. Phys. Lett. 75(1), 4–6 (1999). [CrossRef]
K. A. King, P. J. Spellane, and R. J. Watts, “Excited-state properties of a triply ortho-metalated iridium(III) complex,” J. Am. Chem. Soc. 107(5), 1431–1432 (1985). [CrossRef]
S. R. Forrest, “The path to ubiquitous and low-cost organic electronic appliances on plastic,” Nature 428(6986), 911–918 (2004). [CrossRef] [PubMed]
T. Shimoda, K. Morii, S. Seki, and H. Kiguchi, “Inkjet printing of light-emitting polymer displays,” MRS Bull. 28(11), 821–827 (2003). [CrossRef]
E. Tekin, E. Holder, V. Marin, B. J. de Gans, and U. S. Schubert, “Ink-jet printing of luminescent ruthenium- and iridium-containing polymers for applications in light-emitting devices,” Macromol. Rapid Commun. 26(4), 293–297 (2005). [CrossRef]
P. L. Burn, S. C. Lo, and I. D. W. Samuel, “The development of light-emitting dendrimers for displays,” Adv. Mater. (Deerfield Beach Fla.) 19(13), 1675–1688 (2007). [CrossRef]
S. C. Lo, E. B. Namdas, P. L. Burn, and I. D. W. Samuel, “Synthesis and properties of highly efficient electroluminescent green phosphorescent iridium cored dendrimers,” Macromolecules 36(26), 9721–9730 (2003). [CrossRef]
T. Shimoda, K. Morii, S. Seki, and H. Kiguchi, “Inkjet printing of light-emitting polymer displays,” MRS Bull. 28(11), 821–827 (2003). [CrossRef]
M. Singh, H. M. Haverinen, P. Dhagat, and G. E. Jabbour, “Inkjet printing-process and its applications,” Adv. Mater. (Deerfield Beach Fla.) 22(6), 673–685 (2010). [CrossRef] [PubMed]
J. P. Gunning, J. W. Levell, M. F. Wyatt, P. L. Burn, J. Robertson, and I. D. W. Samuel, “The development of poly(dendrimer)s for advanced processing,” Polym. Chem. 1(5), 730–738 (2010). [CrossRef]
W. Y. Lai, J. W. Levell, A. C. Jackson, S. C. Lo, P. V. Bernhardt, I. D. W. Samuel, and P. L. Burn, “A phosphorescent poly(dendrimer) containing iridium(III) complexes: synthesis and light-emitting properties,” Macromolecules 43(17), 6986–6994 (2010). [CrossRef]
Q. A. Zhao, S. J. Liu, and W. Huang, “Promising optoelectronic materials: polymers containing phosphorescent iridium(III) complexes,” Macromol. Rapid Commun. 31(9-10), 794–807 (2010). [CrossRef] [PubMed]
L. Ying, J. H. Zou, A. Q. Zhang, B. Chen, W. Yang, and Y. Cao, “Novel orange-red light-emitting polymers with cyclometaled iridium complex grafted in alkyl chain,” J. Organomet. Chem. 694(17), 2727–2734 (2009). [CrossRef]
J. P. Gunning, J. W. Levell, M. F. Wyatt, P. L. Burn, J. Robertson, and I. D. W. Samuel, “The development of poly(dendrimer)s for advanced processing,” Polym. Chem. 1(5), 730–738 (2010). [CrossRef]
W. Y. Lai, J. W. Levell, A. C. Jackson, S. C. Lo, P. V. Bernhardt, I. D. W. Samuel, and P. L. Burn, “A phosphorescent poly(dendrimer) containing iridium(III) complexes: synthesis and light-emitting properties,” Macromolecules 43(17), 6986–6994 (2010). [CrossRef]
Y. Kuwabara, H. Ogawa, H. Inada, N. Noma, and Y. Shirota, “Thermally stable mulitlayered organic electrolumiescent devices using novel strarburst molecules, 4,4',4”-tris(N-carbazyol)triphenylamine (TCTA) and 4,4',4”-tris(3-methylphenylphenyl-amino)triphenylamine (M-MTDATA), as hole-transport materials,” Adv. Mater. (Deerfield Beach Fla.) 6(9), 677–679 (1994). [CrossRef]
S. C. Lo, T. D. Anthopoulos, E. B. Namdas, P. L. Burn, and I. D. W. Samuel, “Encapsulated cores: Host-free organic light-emitting diodes based on solution-processible electrophosphorescent dendrimers,” Adv. Mater. (Deerfield Beach Fla.) 17(16), 1945–1948 (2005). [CrossRef]
2. Experimental methods
K. Suzuki, A. Kobayashi, S. Kaneko, K. Takehira, T. Yoshihara, H. Ishida, Y. Shiina, S. Oishi, and S. Tobita, “Reevaluation of absolute luminescence quantum yields of standard solutions using a spectrometer with an integrating sphere and a back-thinned CCD detector,” Phys. Chem. Chem. Phys. 11(42), 9850–9860 (2009). [CrossRef] [PubMed]
3. Results and discussion
S. C. Lo, T. D. Anthopoulos, E. B. Namdas, P. L. Burn, and I. D. W. Samuel, “Encapsulated cores: Host-free organic light-emitting diodes based on solution-processible electrophosphorescent dendrimers,” Adv. Mater. (Deerfield Beach Fla.) 17(16), 1945–1948 (2005). [CrossRef]
Y. Kuwabara, H. Ogawa, H. Inada, N. Noma, and Y. Shirota, “Thermally stable mulitlayered organic electrolumiescent devices using novel strarburst molecules, 4,4',4”-tris(N-carbazyol)triphenylamine (TCTA) and 4,4',4”-tris(3-methylphenylphenyl-amino)triphenylamine (M-MTDATA), as hole-transport materials,” Adv. Mater. (Deerfield Beach Fla.) 6(9), 677–679 (1994). [CrossRef]
4. Conclusion
Acknowledgments
References and links
M. A. Baldo, D. F. O'Brien, Y. You, A. Shoustikov, S. Sibley, M. E. Thompson, and S. R. Forrest, “Highly efficient phosphorescent emission from organic electroluminescent devices,” Nature 395(6698), 151–154 (1998). [CrossRef] | |
C. Adachi, M. A. Baldo, M. E. Thompson, and S. R. Forrest, “Nearly 100% internal phosphorescence efficiency in an organic light-emitting device,” J. Appl. Phys. 90(10), 5048–5051 (2001). [CrossRef] | |
M. A. Baldo, S. Lamansky, P. E. Burrows, M. E. Thompson, and S. R. Forrest, “Very high-efficiency green organic light-emitting devices based on electrophosphorescence,” Appl. Phys. Lett. 75(1), 4–6 (1999). [CrossRef] | |
K. A. King, P. J. Spellane, and R. J. Watts, “Excited-state properties of a triply ortho-metalated iridium(III) complex,” J. Am. Chem. Soc. 107(5), 1431–1432 (1985). [CrossRef] | |
S. R. Forrest, “The path to ubiquitous and low-cost organic electronic appliances on plastic,” Nature 428(6986), 911–918 (2004). [CrossRef] [PubMed] | |
T. Shimoda, K. Morii, S. Seki, and H. Kiguchi, “Inkjet printing of light-emitting polymer displays,” MRS Bull. 28(11), 821–827 (2003). [CrossRef] | |
T. R. Hebner, C. C. Wu, D. Marcy, M. H. Lu, and J. C. Sturm, “Ink-jet printing of doped polymers for organic light emitting devices,” Appl. Phys. Lett. 72(5), 519–521 (1998). [CrossRef] | |
E. Tekin, E. Holder, V. Marin, B. J. de Gans, and U. S. Schubert, “Ink-jet printing of luminescent ruthenium- and iridium-containing polymers for applications in light-emitting devices,” Macromol. Rapid Commun. 26(4), 293–297 (2005). [CrossRef] | |
P. L. Burn, S. C. Lo, and I. D. W. Samuel, “The development of light-emitting dendrimers for displays,” Adv. Mater. (Deerfield Beach Fla.) 19(13), 1675–1688 (2007). [CrossRef] | |
S. C. Lo, N. A. H. Male, J. P. J. Markham, S. W. Magennis, P. L. Burn, O. V. Salata, and I. D. W. Samuel, “Green phosphorescent dendrimer for light-emitting diodes,” Adv. Mater. (Deerfield Beach Fla.) 14, 975 (2002). | |
S. C. Lo, E. B. Namdas, P. L. Burn, and I. D. W. Samuel, “Synthesis and properties of highly efficient electroluminescent green phosphorescent iridium cored dendrimers,” Macromolecules 36(26), 9721–9730 (2003). [CrossRef] | |
M. Singh, H. M. Haverinen, P. Dhagat, and G. E. Jabbour, “Inkjet printing-process and its applications,” Adv. Mater. (Deerfield Beach Fla.) 22(6), 673–685 (2010). [CrossRef] [PubMed] | |
J. P. Gunning, J. W. Levell, M. F. Wyatt, P. L. Burn, J. Robertson, and I. D. W. Samuel, “The development of poly(dendrimer)s for advanced processing,” Polym. Chem. 1(5), 730–738 (2010). [CrossRef] | |
W. Y. Lai, J. W. Levell, A. C. Jackson, S. C. Lo, P. V. Bernhardt, I. D. W. Samuel, and P. L. Burn, “A phosphorescent poly(dendrimer) containing iridium(III) complexes: synthesis and light-emitting properties,” Macromolecules 43(17), 6986–6994 (2010). [CrossRef] | |
Q. A. Zhao, S. J. Liu, and W. Huang, “Promising optoelectronic materials: polymers containing phosphorescent iridium(III) complexes,” Macromol. Rapid Commun. 31(9-10), 794–807 (2010). [CrossRef] [PubMed] | |
J. Vicente, J. Gil-Rubio, G. J. Zhou, H. J. Bolink, and J. Arias-Pardilla, “Synthesis and luminescence of poly(phenylacetylene)s with pendant iridium complexes and carbazole groups,” Journal of Polymer Science Part a-Polymer Chemistry 48(17), 3744–3757 (2010). [CrossRef] | |
S. Tokito, M. Suzuki, and F. Sato, “Improvement of emission efficiency in polymer light-emitting devices based on phosphorescent polymers,” Thin Solid Films 445(2), 353–357 (2003). [CrossRef] | |
S. Tokito, M. Suzuki, F. Sato, M. Kamachi, and K. Shirane, “High-efficiency phosphorescent polymer light-emitting devices,” Org. Electron. 4(2-3), 105–111 (2003). [CrossRef] | |
M. Suzuki, S. Tokito, F. Sato, T. Igarashi, K. Kondo, T. Koyama, and T. Yamaguchi, “Highly efficient polymer light-emitting devices using ambipolar phosphorescent polymers,” Appl. Phys. Lett. 86(10), 103507 (2005). [CrossRef] | |
L. Ying, J. H. Zou, A. Q. Zhang, B. Chen, W. Yang, and Y. Cao, “Novel orange-red light-emitting polymers with cyclometaled iridium complex grafted in alkyl chain,” J. Organomet. Chem. 694(17), 2727–2734 (2009). [CrossRef] | |
Y. Kuwabara, H. Ogawa, H. Inada, N. Noma, and Y. Shirota, “Thermally stable mulitlayered organic electrolumiescent devices using novel strarburst molecules, 4,4',4”-tris(N-carbazyol)triphenylamine (TCTA) and 4,4',4”-tris(3-methylphenylphenyl-amino)triphenylamine (M-MTDATA), as hole-transport materials,” Adv. Mater. (Deerfield Beach Fla.) 6(9), 677–679 (1994). [CrossRef] | |
S. C. Lo, T. D. Anthopoulos, E. B. Namdas, P. L. Burn, and I. D. W. Samuel, “Encapsulated cores: Host-free organic light-emitting diodes based on solution-processible electrophosphorescent dendrimers,” Adv. Mater. (Deerfield Beach Fla.) 17(16), 1945–1948 (2005). [CrossRef] | |
K. Suzuki, A. Kobayashi, S. Kaneko, K. Takehira, T. Yoshihara, H. Ishida, Y. Shiina, S. Oishi, and S. Tobita, “Reevaluation of absolute luminescence quantum yields of standard solutions using a spectrometer with an integrating sphere and a back-thinned CCD detector,” Phys. Chem. Chem. Phys. 11(42), 9850–9860 (2009). [CrossRef] [PubMed] |
OCIS Codes
(250.3680) Optoelectronics : Light-emitting polymers
(310.6845) Thin films : Thin film devices and applications
ToC Category:
Light-Emitting Diodes
History
Original Manuscript: October 5, 2011
Revised Manuscript: December 13, 2011
Manuscript Accepted: December 13, 2011
Published: January 23, 2012
Virtual Issues
Organic Light-Emitting Diodes (2011) Optics Express
Citation
J. W. Levell, S. Zhang, W.-Y. Lai, S.-C. Lo, P. L. Burn, and I. D. W. Samuel, "High power efficiency phosphorescent poly(dendrimer) OLEDs," Opt. Express 20, A213-A218 (2012)
http://www.opticsinfobase.org/oe/abstract.cfm?URI=oe-20-S2-A213
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References
- M. A. Baldo, D. F. O'Brien, Y. You, A. Shoustikov, S. Sibley, M. E. Thompson, and S. R. Forrest, “Highly efficient phosphorescent emission from organic electroluminescent devices,” Nature395(6698), 151–154 (1998). [CrossRef]
- C. Adachi, M. A. Baldo, M. E. Thompson, and S. R. Forrest, “Nearly 100% internal phosphorescence efficiency in an organic light-emitting device,” J. Appl. Phys.90(10), 5048–5051 (2001). [CrossRef]
- M. A. Baldo, S. Lamansky, P. E. Burrows, M. E. Thompson, and S. R. Forrest, “Very high-efficiency green organic light-emitting devices based on electrophosphorescence,” Appl. Phys. Lett.75(1), 4–6 (1999). [CrossRef]
- K. A. King, P. J. Spellane, and R. J. Watts, “Excited-state properties of a triply ortho-metalated iridium(III) complex,” J. Am. Chem. Soc.107(5), 1431–1432 (1985). [CrossRef]
- S. R. Forrest, “The path to ubiquitous and low-cost organic electronic appliances on plastic,” Nature428(6986), 911–918 (2004). [CrossRef] [PubMed]
- T. Shimoda, K. Morii, S. Seki, and H. Kiguchi, “Inkjet printing of light-emitting polymer displays,” MRS Bull.28(11), 821–827 (2003). [CrossRef]
- T. R. Hebner, C. C. Wu, D. Marcy, M. H. Lu, and J. C. Sturm, “Ink-jet printing of doped polymers for organic light emitting devices,” Appl. Phys. Lett.72(5), 519–521 (1998). [CrossRef]
- E. Tekin, E. Holder, V. Marin, B. J. de Gans, and U. S. Schubert, “Ink-jet printing of luminescent ruthenium- and iridium-containing polymers for applications in light-emitting devices,” Macromol. Rapid Commun.26(4), 293–297 (2005). [CrossRef]
- P. L. Burn, S. C. Lo, and I. D. W. Samuel, “The development of light-emitting dendrimers for displays,” Adv. Mater. (Deerfield Beach Fla.)19(13), 1675–1688 (2007). [CrossRef]
- S. C. Lo, N. A. H. Male, J. P. J. Markham, S. W. Magennis, P. L. Burn, O. V. Salata, and I. D. W. Samuel, “Green phosphorescent dendrimer for light-emitting diodes,” Adv. Mater. (Deerfield Beach Fla.)14, 975 (2002).
- S. C. Lo, E. B. Namdas, P. L. Burn, and I. D. W. Samuel, “Synthesis and properties of highly efficient electroluminescent green phosphorescent iridium cored dendrimers,” Macromolecules36(26), 9721–9730 (2003). [CrossRef]
- M. Singh, H. M. Haverinen, P. Dhagat, and G. E. Jabbour, “Inkjet printing-process and its applications,” Adv. Mater. (Deerfield Beach Fla.)22(6), 673–685 (2010). [CrossRef] [PubMed]
- J. P. Gunning, J. W. Levell, M. F. Wyatt, P. L. Burn, J. Robertson, and I. D. W. Samuel, “The development of poly(dendrimer)s for advanced processing,” Polym. Chem.1(5), 730–738 (2010). [CrossRef]
- W. Y. Lai, J. W. Levell, A. C. Jackson, S. C. Lo, P. V. Bernhardt, I. D. W. Samuel, and P. L. Burn, “A phosphorescent poly(dendrimer) containing iridium(III) complexes: synthesis and light-emitting properties,” Macromolecules43(17), 6986–6994 (2010). [CrossRef]
- Q. A. Zhao, S. J. Liu, and W. Huang, “Promising optoelectronic materials: polymers containing phosphorescent iridium(III) complexes,” Macromol. Rapid Commun.31(9-10), 794–807 (2010). [CrossRef] [PubMed]
- J. Vicente, J. Gil-Rubio, G. J. Zhou, H. J. Bolink, and J. Arias-Pardilla, “Synthesis and luminescence of poly(phenylacetylene)s with pendant iridium complexes and carbazole groups,” Journal of Polymer Science Part a-Polymer Chemistry48(17), 3744–3757 (2010). [CrossRef]
- S. Tokito, M. Suzuki, and F. Sato, “Improvement of emission efficiency in polymer light-emitting devices based on phosphorescent polymers,” Thin Solid Films445(2), 353–357 (2003). [CrossRef]
- S. Tokito, M. Suzuki, F. Sato, M. Kamachi, and K. Shirane, “High-efficiency phosphorescent polymer light-emitting devices,” Org. Electron.4(2-3), 105–111 (2003). [CrossRef]
- M. Suzuki, S. Tokito, F. Sato, T. Igarashi, K. Kondo, T. Koyama, and T. Yamaguchi, “Highly efficient polymer light-emitting devices using ambipolar phosphorescent polymers,” Appl. Phys. Lett.86(10), 103507 (2005). [CrossRef]
- L. Ying, J. H. Zou, A. Q. Zhang, B. Chen, W. Yang, and Y. Cao, “Novel orange-red light-emitting polymers with cyclometaled iridium complex grafted in alkyl chain,” J. Organomet. Chem.694(17), 2727–2734 (2009). [CrossRef]
- Y. Kuwabara, H. Ogawa, H. Inada, N. Noma, and Y. Shirota, “Thermally stable mulitlayered organic electrolumiescent devices using novel strarburst molecules, 4,4',4”-tris(N-carbazyol)triphenylamine (TCTA) and 4,4',4”-tris(3-methylphenylphenyl-amino)triphenylamine (M-MTDATA), as hole-transport materials,” Adv. Mater. (Deerfield Beach Fla.)6(9), 677–679 (1994). [CrossRef]
- S. C. Lo, T. D. Anthopoulos, E. B. Namdas, P. L. Burn, and I. D. W. Samuel, “Encapsulated cores: Host-free organic light-emitting diodes based on solution-processible electrophosphorescent dendrimers,” Adv. Mater. (Deerfield Beach Fla.)17(16), 1945–1948 (2005). [CrossRef]
- K. Suzuki, A. Kobayashi, S. Kaneko, K. Takehira, T. Yoshihara, H. Ishida, Y. Shiina, S. Oishi, and S. Tobita, “Reevaluation of absolute luminescence quantum yields of standard solutions using a spectrometer with an integrating sphere and a back-thinned CCD detector,” Phys. Chem. Chem. Phys.11(42), 9850–9860 (2009). [CrossRef] [PubMed]
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