Highly efficient polymer light-emitting diodes using graphene oxide as a hole transport layer

ACS Nano

Volumn 6, Issue 4, 2012, Pages 2984-2991

  Lee, Bo Ram ^a   Kim, Jung Woo ^a   Kang, Dongwoo ^a   Lee, Dong Wook ^b   Ko, Seo Jin ^a   Lee, Hyun Jung ^a   Lee, Chang Lyoul ^c   Kim, Jin Young ^a   Shin, Hyeon Suk ^a   Song, Myoung Hoon ^a  

^a Ulsan National Institute of Science and Technology   (South Korea)

^b LG Electronics Inc   (South Korea)

^c Gwangju Institute of Science and Technology (GIST)   (South Korea)

Author keywords

graphene oxide; hole transport layer; polymer light emitting diodes; super yellow

Indexed keywords

ACTIVE LAYER; DEVICE PERFORMANCE; EFFICIENCY LEVELS; ELECTRON TRANSPORT; EMISSIVE LAYERS; EXCITON QUENCHING; GRAPHENE OXIDES; HOLE TRANSPORT LAYERS; HOLE-ELECTRON RECOMBINATION; LUMINOUS EFFICIENCY; MAXIMUM LUMINANCE; MAXIMUM POWER; PEDOT:PSS; POLY(3 ,4-ETHYLENEDIOXYTHIOPHENE); POLY(STYRENE SULFONATE); POLYMER LIGHT-EMITTING DIODES; POWER CONVERSION EFFICIENCIES; SUPER YELLOW; WIDE BAND GAP;

COMPOSITE FILMS; CONDUCTING POLYMERS; CONVERSION EFFICIENCY; EFFICIENCY; HOLE MOBILITY; LUMINANCE;

LIGHT EMITTING DIODES;

EID: 84860356210     PISSN: 19360851     EISSN: 1936086X     Source Type: Journal    
DOI: 10.1021/nn300280q     Document Type: Article

References (61)

1. Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burns, P. L.; Holmes, A. B. Light-Emitting Diodes Based on Conjugated Polymers Nature 1990, 347, 539-541
2. Friend, R. H.; Gymer, R. W.; Holmes, A. B.; Burroughes, J. H.; Marks, R. N.; Taliani, C.; Bradley, D. D. C.; Dos Santos, D. A.; Bredas, J. L.; Logdlund, M. et al. Electroluminescence in Conjugated Polymers Nature 1999, 397, 121-128
3. Kim, J. Y.; Lee, K.; Coates, N. E.; Moses, D.; Nguyen, T. Q.; Dante, M.; Heeger, A. J. Efficient Tandem Polymer Solar Cells Fabricated by All-Solution Processing Science 2007, 317, 222-225
4. De Arco, L. G.; Zhang, Y.; Schlenker, C. W.; Ryu, K.; Thompson, M. E.; Zhou, C. W. Continuous, Highly Flexible, and Transparent Graphene Films by Chemical Vapor Deposition for Organic Photovoltaics ACS Nano 2010, 4, 2865-2873
5. DAndrade, B. W.; Forrest, S. R. White Organic Light-Emitting Devices for Solid-State Lighting Adv. Mater. 2004, 16, 1585-1595
6. Gustafsson, G.; Cao, Y.; Treacy, G. M.; Klavetter, F.; Colaneri, N.; Heeger, A. J. Flexible Light-Emitting Diodes Made from Soluble Conducting Polymers Nature 1992, 357, 477-479
7. Ou, E. C. W.; Hu, L. B.; Raymond, G. C. R.; Soo, O. K.; Pan, J. S.; Zheng, Z.; Park, Y.; Hecht, D.; Irvin, G.; Drzaic, P. et al. Surface-Modified Nanotube Anodes for High Performance Organic Light-Emitting Diode ACS Nano 2009, 3, 2258-2264
8. Ma, H.; Yip, H. L.; Huang, F.; Jen, A. K. Y. Interface Engineering for Organic Electronics Adv. Funct. Mater. 2010, 20, 1371-1388
9. Steim, R.; Kogler, F. R.; Brabec, C. J. Interface Materials for Organic Solar Cells J. Mater. Chem. 2010, 20, 2499-2512
10. Koch, N. Organic Electronic Devices and Their Functional Interfaces ChemPhysChem 2007, 8, 1438-1455
11. Ho, P. K. H.; Kim, J. S.; Burroughes, J. H.; Becker, H.; Li, S. F. Y.; Brown, T. M.; Cacialli, F.; Friend, R. H. Molecular-Scale Interface Engineering for Polymer Light-Emitting Diodes Nature 2000, 404, 481-484
12. Xu, Q. F.; Ouyang, J. Y.; Yang, Y.; Ito, T.; Kido, J. Ultrahigh Efficiency Green Polymer Light-Emitting Diodes by Nanoscale Interface Modification Appl. Phys. Lett. 2003, 83, 4695-4697
13. Kim, J. S.; Ho, P. K. H.; Murphy, C. E.; Seeley, A.; Grizzi, I.; Burroughes, J. H.; Friend, R. H. Electrical Degradation of Triarylamine-Based Light-Emitting Polymer Diodes Monitored by Micro-Raman Spectroscopy Chem. Phys. Lett. 2004, 386, 2-7
14. Kim, Y. H.; Lee, S. H.; Noh, J.; Han, S. H. Performance and Stability of Electroluminescent Device with Self-Assembled Layers of Poly(3,4- ethylenedioxythiophene)-Poly(styrenesulfonate) and Polyelectrolytes Thin Solid Films 2006, 510, 305-310
15. 3:Sn as the Transparent Electrode Appl. Phys. Lett. 2006, 88, 233503
16. Kim, J. S.; Friend, R. H.; Grizzi, I.; Burroughes, J. H. Spin-Cast Thin Semiconducting Polymer Interlayer for Improving Device Efficiency of Polymer Light-Emitting Diodes Appl. Phys. Lett. 2005, 87, 023506
17. Yan, H.; Lee, P.; Armstrong, N. R.; Graham, A.; Evmenenko, G. A.; Dutta, P.; Marks, T. J. High-Performance Hole-Transport Layers for Polymer Light-Emitting Diodes. Implementation of Organosiloxane Cross-Linking Chemistry in Polymeric Electroluminescent Devices J. Am. Chem. Soc. 2005, 127, 3172-3183
18. Yang, X. H.; Muller, D. C.; Neher, D.; Meerholz, K. Highly Efficient Polymeric Electrophosphorescent Diodes Adv. Mater. 2006, 18, 948-954
19. Niu, Y. H.; Liu, M. S.; Ka, J. W.; Bardeker, J.; Zin, M. T.; Schofield, R.; Chi, Y.; Jen, A. K. Y. Crosslinkable Hole-Transport Layer on Conducting Polymer for High-Efficiency White Polymer Light-Emitting Diodes Adv. Mater. 2007, 19, 300-304
20. Lim, Y.; Park, Y. S.; Kang, Y.; Jang, D. Y.; Kim, J. H.; Kim, J. J.; Sellinger, A.; Yoon, D. Y. Hole Injection/Transport Materials Derived from Heck and Sol-Gel Chemistry for Application in Solution-Processed Organic Electronic Devices J. Am. Chem. Soc. 2011, 133, 1375-1382
21. Han, T. H.; Choi, M. R.; Woo, S. H.; Min, S. Y.; Lee, C. L.; Lee, T. W. Molecularly Controlled Interfacial Layer Strategy toward Highly Efficient Simple-Structured Organic Light-Emitting Diodes. Adv. Mater. 2012, DOI: 10.1002/adma.201104316.
22. 3 on the Polymeric Semiconductor Poly(dioctylfluorene- alt -benzothiadiazole) Adv. Funct. Mater. 2009, 19, 3746-3752
23. Kabra, D.; Lu, L. P.; Song, M. H.; Snaith, H. J.; Friend, R. H. Efficient Single-Layer Polymer Light-Emitting Diodes Adv. Mater. 2010, 22, 3194-3198
24. Park, J. S.; Lee, B. R.; Lee, J. M.; Kim, J. S.; Kim, S. O.; Song, M. H. Efficient Hybrid Organic-Inorganic Light Emitting Diodes with Self-Assembled Dipole Molecule Deposited Metal Oxides Appl. Phys. Lett. 2010, 96, 243306
25. Lee, B. R.; Choi, H.; Park, J. S.; Lee, H. J.; Kim, S. O.; Kim, J. Y.; Song, M. H. Surface Modification of Metal Oxide Using Ionic Liquid Molecules in Hybrid Organic-Inorganic Optoelectronic Devices J. Mater. Chem. 2011, 21, 2051-2053
26. Lee, T. W.; Hwang, J.; Min, S. Y. Highly Efficient Hybrid Inorganic-Organic Light-Emitting Diodes by using Air-Stable Metal Oxides and a Thick Emitting Layer ChemSusChem 2010, 3, 1021-1023
27. Bolink, H. J.; Coronado, E.; Orozco, J.; Sessolo, M. Efficient Polymer Light-Emitting Diode Using Air-Stable Metal Oxides as Electrodes Adv. Mater. 2009, 21, 79-82
28. Shrotriya, V.; Li, G.; Yao, Y.; Chu, C. W.; Yang, Y. Transition Metal Oxides as the Buffer Layer for Polymer Photovoltaic Cells Appl. Phys. Lett. 2006, 88, 073508
29. 3 in Organic Hole Transport Materials Appl. Phys. Lett. 2009, 94, 253307
30. Chu, T. Y.; Chen, J. F.; Chen, S. Y.; Chen, C. J.; Chen, C. H. Highly Efficient and Stable Inverted Bottom-Emission Organic Light Emitting Devices Appl. Phys. Lett. 2006, 89, 053503
31. Tao, C.; Ruan, S. P.; Xie, G. H.; Kong, X. Z.; Shen, L.; Meng, F. X.; Liu, C. X.; Zhang, X. D.; Dong, W.; Chen, W. Y. Role of Tungsten Oxide in Inverted Polymer Solar Cells Appl. Phys. Lett. 2009, 94, 043311
32. Chan, I. M.; Hsu, T. Y.; Hong, F. C. Enhanced Hole Injections in Organic Light-Emitting Devices by Depositing Nickel Oxide on Indium Tin Oxide Anode Appl. Phys. Lett. 2002, 81, 1899-1901
33. Irwin, M. D.; Buchholz, B.; Hains, A. W.; Chang, R. P. H; Marks, T. J. P-Type Semiconducting Nickel Oxide as an Efficiency-Enhancing Anode Interfacial Layer in Polymer Bulk-Heterojunction Solar Cells Proc. Natl. Acad. Sci. U.S.A. 2008, 105, 2783-2787
34. Chu, C. W.; Chen, C. W.; Li, S. H.; Wu, E. H. E.; Yang, Y. Integration of Organic Light-Emitting Diode and Organic Transistor via a Tandem Structure Appl. Phys. Lett. 2005, 86, 253503
35. Li, G.; Chu, C. W.; Shrotriya, V.; Huang, J.; Yang, Y. Efficient Inverted Polymer Solar Cells Appl. Phys. Lett. 2006, 88, 253503
36. 4 as a p-Dopant in Improving the Hole Injection and Transport of Organic Light-Emitting Devices IEEE J. Quantum Electron. 2011, 47, 591-596
37. Lee, W. H.; Park, J.; Sim, S. H.; Jo, S. B.; Kim, K. S.; Hong, B. H.; Cho, K. Transparent Flexible Organic Transistors Based on Monolayer Graphene Electrodes on Plastic Adv. Mater. 2011, 23, 1752-1756
38. Bi, H.; Huang, F. Q.; Liang, J.; Xie, X. M.; Jiang, M. H. Transparent Conductive Graphene Films Synthesized by Ambient Pressure Chemical Vapor Deposition Used as the Front Electrode of CdTe Solar Cells Adv. Mater. 2011, 23, 3202-3206
39. Wang, Y.; Tong, S. W.; Xu, X. F.; Ozyilmaz, B.; Loh, K. P. Interface Engineering of Layer-by-Layer Stacked Graphene Anodes for High-Performance Organic Solar Cells Adv. Mater. 2011, 23, 1514-1518
40. Matyba, P.; Yamaguchi, H.; Eda, G.; Chhowalla, M.; Edman, L.; Robinson, N. D. Graphene and Mobile Ions: The Key to All-Plastic, Solution-Processed Light-Emitting Devices ACS Nano 2010, 4, 637-642
41. Wang, X.; Zhi, L. J.; Mullen, K. Transparent, Conductive Graphene Electrodes for Dye-Sensitized Solar Cells Nano Lett. 2008, 8, 323-327
42. Lee, D. W.; Hong, T. K.; Kang, D.; Lee, J.; Heo, M.; Kim, J. Y.; Kim, B. S.; Shin, H. S. Highly Controllable Transparent and Conducting Thin Films Using Layer-by-Layer Assembly of Oppositely Charged Reduced Graphene Oxides J. Mater. Chem. 2011, 21, 3438-3442
43. Yin, Z. Y.; Sun, S. Y.; Salim, T.; Wu, S. X.; Huang, X. A.; He, Q. Y.; Lam, Y. M.; Zhang, H. Organic Photovoltaic Devices Using Highly Flexible Reduced Graphene Oxide Films as Transparent Electrodes ACS Nano 2010, 4, 5263-5268
44. Wu, J. B.; Agrawal, M.; Becerril, H. A.; Bao, Z. N.; Liu, Z. F.; Chen, Y. S.; Peumans, P. Organic Light-Emitting Diodes on Solution-Processed Graphene Transparent Electrodes ACS Nano 2010, 4, 43-48
45. Pang, S. P.; Tsao, H. N.; Feng, X. L.; Mullen, K. Patterned Graphene Electrodes from Solution-Processed Graphite Oxide Films for Organic Field-Effect Transistors Adv. Mater. 2009, 21, 3488-3491
46. Novoselov, K. S.; Geim, A. K.; Morozov, S. V.; Jiang, D.; Zhang, Y.; Dubonos, S. V.; Grigorieva, I. V.; Firsov, A. A. Electric Field Effect in Atomically Thin Carbon Films Science 2004, 306, 666-669
47. Balandin, A. A.; Ghosh, S.; Bao, W. Z.; Calizo, I.; Teweldebrhan, D.; Miao, F.; Lau, C. N. Superior Thermal Conductivity of Single-Layer Graphene Nano Lett. 2008, 8, 902-907
48. Zhu, Y. W.; Murali, S.; Cai, W. W.; Li, X. S.; Suk, J. W.; Potts, J. R.; Ruoff, R. S. Graphene and Graphene Oxide: Synthesis, Properties, and Applications Adv. Mater. 2010, 22, 3906-3924
49. Chen, H.; Muller, M. B.; Gilmore, K. J.; Wallace, G. G.; Li, D. Mechanically Strong, Electrically Conductive, and Biocompatible Graphene Paper Adv. Mater. 2008, 20, 3557-3561
50. Loh, K. P.; Bao, Q. L.; Eda, G.; Chhowalla, M. Graphene Oxide as a Chemically Tunable Platform for Optical Applications Nat. Chem. 2010, 2, 1015-1024
51. Li, X. L.; Wang, X. R.; Zhang, L.; Lee, S. W.; Dai, H. J. Chemically Derived, Ultrasmooth Graphene Nanoribbon Semiconductors Science 2008, 319, 1229-1232
52. Eda, G.; Fanchini, G.; Chhowalla, M. Large-Area Ultrathin Films of Reduced Graphene Oxide as a Transparent and Flexible Electronic Material Nat. Nanotechnol. 2008, 3, 270-274
53. Eda, G.; Chhowalla, M. Chemically Derived Graphene Oxide: Towards Large-Area Thin-Film Electronics and Optoelectronics Adv. Mater. 2010, 22, 2392-2415
54. Li, S. S.; Tu, K. H.; Lin, C. C.; Chen, C. W.; Chhowalla, M. Solution-Processable Graphene Oxide as an Efficient Hole Transport Layer in Polymer Solar Cells ACS Nano 2010, 4, 3169-3174
55. Yun, J.; Yeo, J.; Kim, J.; Jeong, H.; Kim, D.; Noh, Y.; Kim, S.; Ku, B.; Na, S. Solution-Processable Reduced Graphene Oxide as a Novel Alternative to PEDOT:PSS Hole Transport Layers for Highly Efficient and Stable Polymer Solar Cells Adv. Mater. 2011, 23, 4923-4928
56. Zhong, Z.; Dai, Y. F.; Ma, D. G.; Wang, Z. Y. Facile Synthesis of Organo-Soluble Surface-Grafted All-Single-Layer Graphene Oxide as Hole-Injecting Buffer Material in Organic Light-Emitting Diodes J. Mater. Chem. 2011, 21, 6040-6045
57. 60) Wires ACS Nano 2011, 5, 8365-8371
58. Gunes, S.; Neugebauer, H.; Sariciftci, N. S. Conjugated Polymer-Based Organic Solar Cells Chem. Rev. 2007, 107, 1324-1338
59. Eda, G.; Lin, Y. Y.; Mattevi, C.; Yamaguchi, H.; Chen, H. A.; Chen, I. S.; Chen, C. W.; Chhowalla, M. Blue Photoluminescence from Chemically Derived Graphene Oxide Adv. Mater. 2010, 22, 505-509
60. Hummers, W. S.; Offeman, R. E. Preparation of Graphitic Oxide J. Am. Chem. Soc. 1958, 80, 1339-1339
61. Li, D.; Muller, M. B.; Gilje, S.; Kaner, R. B.; Wallace, G. G. Processable Aqueous Dispersions of Graphene Nanosheets Nat. Nanotechnol. 2008, 3, 101-105