Synthesis of diimidazolylstilbenes as n-type blue fluorophores: Alternative dopant materials for highly efficient electroluminescent devices

Advanced Materials

Volumn 24, Issue 43, 2012, Pages 5867-5871

  Chou, Ho Hsiu ^a   Chen, Yi Hsiang ^a   Hsu, He Pei ^a   Chang, Wen Hsin ^a   Chen, Yu Han ^a   Cheng, Chien Hong ^a  

^a NATIONAL TSING HUA UNIVERSITY   (Taiwan)

Author keywords

dopant materials; fluorescence; imidazole; n type materials; organic light emitting diodes (OLEDs)

Indexed keywords

BLUE FLUOROPHORE; CURRENT EFFICIENCY; DOPANT MATERIALS; EXTERNAL QUANTUM EFFICIENCY; IMIDAZOLE; N-TYPE MATERIALS; ORGANIC LIGHT EMITTING DIODES(OLEDS);

ELECTROLUMINESCENCE; FLUORESCENCE; LIGHT EMITTING DIODES; LUMINESCENT DEVICES; OPTOELECTRONIC DEVICES;

DOPING (ADDITIVES);

FLUORESCENT DYE; IMIDAZOLE; IMIDAZOLE DERIVATIVE; STILBENE DERIVATIVE;

ARTICLE; CHEMISTRY; INSTRUMENTATION; LUMINESCENCE; QUANTUM THEORY; SYNTHESIS;

FLUORESCENT DYES; IMIDAZOLES; LUMINESCENT MEASUREMENTS; QUANTUM THEORY; STILBENES;

EID: 84868678743     PISSN: 09359648     EISSN: 15214095     Source Type: Journal    
DOI: 10.1002/adma.201202222     Document Type: Article

References (41)

1. a) C. W. Tang, S. A. Vanslyke, Appl. Phys. Lett. 1987, 51, 913
2. b) C. C. Wu, Y. T. Lin, K. T. Wong, R. T. Chen, Y. Y. Chien, Adv. Mater. 2004, 16, 61
3. c) M. T. Lee, C. H. Liao, C. H. Tsai, C. H. Chen, Adv. Mater. 2005, 17, 2493
4. d) H. B. Wu, L. Ying, W. Yang, Y. Cao, Chem. Soc. Rev. 2009, 38, 3391
5. e) M. A. Baldo, M. E. Thompson, S. R. Forrest, Nature 2000, 403, 750
6. f) J. Kido, M. Kimura, K. Nagai, Science 1995, 267, 1332.
7. K. C. Wu, P. J. Ku, C. S. Lin, H. T. Shih, F. I. Wu, M. J. Huang, J. J. Lin, I. C. Chen, C. H. Cheng, Adv. Funct. Mater. 2008, 18, 67.
8. H. H. Chou, C. H. Cheng, Adv. Mater. 2010, 22, 2468.
9. S.-J. Su, H. Sasabe, T. Takeda, J. Kido, Chem. Mater. 2008, 20, 1691.
10. C. W. Tang, S. A. Van Slyke, C. H. Chen, J. Appl. Phys. 1989, 65, 3610.
11. M. T. Lee, H. H. Chen, C. H. Liao, C. H. Tsai, C. H. Chen, Appl. Phys. Lett. 2004, 85, 3301.
12. C. Hosokawa, H. Higashi, H. Nakamura, T. Kusumoto, Appl. Phys. Lett. 1995, 67, 3853.
13. H. Higashi, C. Hosokawa, H. Tokailin, T. Kusumoto, Nippon Kagaku Kaishi 1992, 10, 1162.
14. a) J. H. Lee, T. C. Lin, C. C. Liao, Proc. SPIE 2005, 5740, 138
15. b) Y. H. Ho, T. C. Lin, C. F. Wu, J. H. Lee, Proc. SPIE 2006, 6333, 633303.
16. S. J. Lee, J. S. Park, K.-J. Yoon, Y.-I. Kim, S.-H. Jin, S. K. Kang, Y.-S. Gal, S. Kang, J. Y. Lee, J.-W. Kang, S.-H. Lee, H.-D. Park, J.-J. Kim, Adv. Funct. Mater. 2008, 18, 3922.
17. a) K. H. Lee, L. K. Kang, J. Y. Lee, S. Kang, S. O. Jeon, K. S. Yook, J. Y. Lee, Adv. Funct. Mater. 2010, 20, 1345
18. b) K. H. Lee, C. S. Son, J. Y. Lee, S. Kang, K. S. Yook, S. O. Jeon, J. Y. Lee, S. S. Yoon, Eur. J. Org. Chem. 2011, 25, 4788
19. c) K. H. Lee, Y. S. Kwon, J. Y. Lee, S. Kang, K. S. Yook, S. O. Jeon, J. Y. Lee, S. S. Yoon, Chem. Eur. J. 2011, 17, 12994.
20. Y.-H. Chen, H.-H. Chou, T.-H. Su, P.-Y. Chou, F.-I. Wu, C.-H. Cheng, Chem. Commun. 2011, 47, 8865.
21. a) K. Suzuki, A. Seno, H. Tanabe, K. Ueno, Synth. Met. 2004, 143, 89
22. b) K. R. Wee, H. C. Ahn, H. J. Son, W. S. Han, J. E. Kim, D. W. Cho, S. O. Kang, J. Org. Chem. 2009, 74, 8472
23. c) Y. S. Kwon, K. H. Lee, G. Y. Kim, J. H. Seo, Y. K. Kim, S. S. Yoon, J. Nanosci. Nanotechnol. 2009, 9, 7056
24. d) K. H. Lee, Y. S. Kwon, L. K. Kang, G. Y. Kim, J. H. Seo, Y. K. Kim, S. S. Yoon, Synth. Met. 2009, 159, 2603.
25. a) K. Tamao, M. Uchida, T. Izumizawa, K. Furukawa, S. Yamaguchi, J. Am. Chem. Soc. 1996, 118, 11974
26. b) J. Shi, W. Tang, C. H. Chen, US Patent 5646948, 1997
27. c) Z. Wang, P. Lu, S. Chen, Z. Gao, F. Shen, W. Zhang, Y. Xu, H. S. Kwok, Y. Ma, J. Mater. Chem. 2011, 21, 5451
28. d) A. P. Kulkarni, C. J. Tonzola, A. Babel, S. A. Jenekhe, Chem. Mater. 2004, 16, 4556.
29. a) Z. Ge, T. Hayakawa, S. Ando, M. Ueda, T. Akiike, H. Miyamoto, T. Kajita, M. Kakimoto, Chem. Mater. 2008, 20, 2532
30. b) S. Takizawa, V. A. Montes, P. Anzenbacher Jr., Chem. Mater. 2009, 21, 2452
31. c) W.-Y. Hung, L.-C. Chi, W.-J. Chen, Y.-M. Chen, S.-H. Chou, K.-T. Wong, J. Mater. Chem. 2010, 20, 10113
32. d) S. Gong, Y. Chen, C. Yang, C. Zhong, J. Qin, D. Ma, Adv. Mater. 2010, 22, 5370
33. e) S. Gong, Y. Chen, J. Luo, C. Yang, C. Zhong, J. Qin, D. Ma, Adv. Funct. Mater. 2011, 21, 1168
34. f) Y.-M. Chen, W.-Y. Hung, H.-W. You, A. Chaskar, H.-C. Ting, H.-F. Chen, K.-T. Wong, Y.-H. Liu, J. Mater. Chem. 2011, 21, 14971.
35. A. Islam, C.-C. Tsou, H.-J. Hsu, W.-L. Shih, C.-H. Liu, C.-H. Cheng, Tamkang J.Sci. Eng. 2002, 5, 69.
36. C.-H. Chen, F.-I. Wu, C.-F. Shu, C.-H. Chien, Y.-T. Tao, J. Mater. Chem. 2004, 14, 1585.
37. a) C. J. Kuo, T. Y. Li, C. C. Lien, C. H. Liu, F. I. Wu, M. J. Huang, J. Mater. Chem. 2009, 19, 1865
38. b) V. K. Mahesh, M. Maheswari, R. Sharma, Can. J. Chem. 1985, 63, 635.
39. The supplementary crystallographic data of PPIE and TPIE are listed in CCDC-872027 and CCDC-872028, respectively. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/ data-request/cif.
40. K.-C. Wu, P.-J. Ku, C.-S. Lin, H.-T. Shih, F.-I. Wu, M.-J. Huang, J.-J. Lin, I.-C. Chen, C.-H. Cheng, Adv. Funct. Mater. 2008, 18, 67.
41. Y. Li, J. Ding, M. Day, Y. Tao, J. Lu, M. D'iorio, Chem. Mater. 2004, 16, 2165.