Browse > Article
http://dx.doi.org/10.5012/bkcs.2014.35.6.1639

Preparation of Novel Fused Ring Spiro[benzotetraphene-fluorene] Derivatives and Application for Deep-Blue Host Materials  

Kim, Min-Ji (Department of Nanobiomedical Science and & BK21 PLUS NBM Global Research Center, Dankook University)
Lee, Chil-Won (Department of Polymer Science and Engineering, Dankook University)
Gong, Myoung-Seon (Department of Nanobiomedical Science and & BK21 PLUS NBM Global Research Center, Dankook University)
Publication Information
Abstract
A series of novel fused-ring spiro compounds, spiro[benzo[ij]tetraphene-7,9'-fluorene] (SBTF) derivatives containing an end-capping aryl substituent at both the C3 and C10-positions hasbeen designed and synthesized via multi-step Suzuki coupling reactions. 3-(1-Naphthyl)-10-phenylSBTF (1N-PSBTF), 3-(2-naphthyl)-10-phenylSBTF (2N-PSBTF) and 3-[4-(1-naphthyl)phenyl]-10-phenylSBTF (NP-PSBTF) showed improved glass transition temperatures ($T_g$) with good thermal stability. Their photophysical, electrochemical, and electroluminescent properties were investigated and were used to construct blue organic light emission diodes (OLEDs). The typical OLED devices showed excellent performance; the NP-PSBTF-based device exhibited highly efficient deep blue-light emission with a maximum efficiency of 5.27 cd/A (EQE, 4.63%) with CIE (x = 0.133, y = 0.144). According to these characteristics, these deep-blue light emitting materials have sufficient potential for fluorescent OLED applications.
Keywords
Blue OLED; Deep-blue host; Spiro[benzotetraphene-fluorene]; Color purity; Tetraphene;
Citations & Related Records
Times Cited By KSCI : 4  (Citation Analysis)
연도 인용수 순위
1 Jeon, S. O.; Jeon, Y. M.; Kim, J. W.; Lee, C. W.; Gong, M. S. Org. Electron. 2008, 9, 522.   DOI   ScienceOn
2 Jeon, S. O.; Lee, H. S.; Jeon, Y. M.; Kim, J. W.; Lee, C. W.; Gong, M. S. Bull. Korean Chem. Soc. 2009, 30, 863.   DOI   ScienceOn
3 Kim, K. S.; Jeon, Y. M.; Kim, J. W.; Lee, C. W.; Gong, M. S. Org. Electron. 2008, 9, 797.   DOI   ScienceOn
4 Seo, J. A.; Lee, C. W.; Gong, M. S. Bull. Korean Chem. Soc. 2013, 34, 1414.   DOI   ScienceOn
5 Lee, C. W.; Jang, J. G; Gong, M. S. Dyes Pigments 2013, 98, 471.   DOI   ScienceOn
6 Kim, J. Y.; Lee, C. W.; Jang, J. G.; Gong, M. S. Dyes Pigments 2012, 94, 304.   DOI   ScienceOn
7 Lee, C. W.; Seo, J. A.; Gong, M. S. Dyes Pigments 2013, 96, 211.   DOI   ScienceOn
8 Lee, I.-H.; Seo, J. A.; Gong, M. S. Bull. Korean Chem. Soc. 2012, 33, 2287.   DOI   ScienceOn
9 Jeon, Y.-M.; Kim, J. W.; Lee, C. W.; Gong, M. S. Dyes Pigments 2009, 83, 66.   DOI   ScienceOn
10 Cheon, J. W.; Lee, C. W.; Gong, M. S.; Geum, N. Dyes Pigments 2004, 61, 23.   DOI   ScienceOn
11 Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.   DOI   ScienceOn
12 Lin, H. P.; Zhou, F.; Zhang, X. W.; Yu, D. B.; Li, J.; Zhang, L.; Jiang, X. Y.; Zhang, Z. L. Synth. Met. 2010, 161, 1133.
13 Lin, H. P.; Zhou, F.; Zhang, X. W.; Yu, D. B.; Li, J.; Zhang, L.; Jiang, X. Y.; Zhang, Z. L. Current Appl. Phys. 2011, 11, 853.   DOI   ScienceOn
14 Yu, W. L.; Pei, J.; Huang, W.; Heeger, A. J. Adv. Mater. 2000, 12, 828.   DOI   ScienceOn
15 Milota, F.; Warmuth, C.; Tortschanoff, A.; Sperling, J.; Fuhrmann, T.; Salbeck, J.; Kauffmann, H. F. Synth. Met. 2001, 121, 1497.   DOI   ScienceOn
16 Prelog, V.; Bedekovic, D. Helv. Chim. Acta 1979, 62, 2285.   DOI
17 Alcazar, V.; Diederich, F. Angew. Chem. 1992, 104, 1503.   DOI
18 Chao, T. C.; Lin, Y. T.; Yang, C. Y.; Hung, T. S.; Chou, H. C.; Wu, C. C.; Wong, K. T. Adv. Mater. (Weinheim, Ger.) 2005, 17, 992.   DOI   ScienceOn
19 Spehr, T.; Siebert, A.; Fuhrmann-Lieker, T.; Salbeck, S.; Rabe, T.; Riedl, T.; Johannes, H. H.; Kowalsky, W.; Wang, J.; Weimann, T.; Hinze, P. Appl. Phys. Lett. 2005, 87, 161103.   DOI   ScienceOn
20 Wong, K. T.; Liao, Y. L.; Lin, Y. T.; Su, H. C.; Wu, C. C. Org. Lett. 2005, 7, 5131.   DOI   ScienceOn
21 Shen, W. J.; Dodda, R.; Wu, C. C.; Wu, F. I.; Liu, T. H.; Chen, H. H.; Chen, C. H.; Shu, C. F. Chem. Mater. 2004, 16, 930.   DOI   ScienceOn
22 Gebeyehu, D.; Walzer, K.; He, G.; Pfeiffer, M.; Leo, K.; Brandt, J.; Gerhard, A.; Stoessel, P.; Vestweber, H. Synth. Met. 2005, 148, 205.   DOI   ScienceOn
23 Kim, Y. H.; Shin, D. C.; Kim, S. H.; Ko, C. H.; Yu, H. S.; Chae, Y. S.; Kwon, S. K. Adv. Mater. 2001, 13, 1690.   DOI   ScienceOn
24 Pudzich, R.; Salbeck, J. Synth. Met. 2003, 138, 21.   DOI   ScienceOn
25 Tao, S.; Peng, Z.; Zhang, X.; Wang, P.; Lee, C. S.; Lee, S. T. Adv. Funct. Mater. 2005, 15, 1716.   DOI   ScienceOn
26 Saragi, T. P. I.; Spehr, T.; Siebert, A.; Fuhrmann-Lieker, T.; Selbeck, J. Chem. Rev. 2007, 107, 1011.   DOI   ScienceOn
27 Xiao, H.; Shen, H.; Lin, Y.; Su, J. Dyes Pigments 2007, 73, 224.   DOI   ScienceOn
28 Chen, C. T.; Wei, Y.; Lin, J. S.; Moturu, M.V. R. K.; Chao, W. S.; Tao, Y. T.; Chien, C. H. J. Am. Chem. Soc. 2006, 128, 10992.   DOI   ScienceOn
29 Lee, H.; Oh, J.; Chu, H. Y.; Lee, J. I.; Kim, S. H.; Yang, Y. S.; Kim, G. H.; Do, L. M.; Zyung, T.; Lee, J.; Park, Y. Tetrahedron 2003, 59, 2773.   DOI   ScienceOn
30 Pei, J.; Ni, J.; Zhou, X. H.; Cao, X. Y.; Lai, Y. H. J. Org. Chem. 2002, 67, 4924.   DOI   ScienceOn
31 Horhant, D.; Liang, J. J.; Virboul, M.; Poriel, C.; Alcaraz, G.; Rault-Berthelot, J. Org. Lett. 2006, 8, 257.   DOI   ScienceOn
32 Kim, J. H.; Jeon, Y. M.; Jang, J. G.; Ryu, S.; Chang, H. J.; Lee, C. W.; Kim, J. W.; Gong, M. S. Bull. Korean Chem. Soc. 2009, 30, 647.   DOI   ScienceOn
33 Harada, N.; Ono, H.; Nishiwaki, T.; Uda, H. J. Chem. Soc. Chem. Commun. 1991, 1753.