Synthesis and characterization of fluorene and carbazole dithienosilole derivatives for potential applications in organic light-emitting diodes

Tetrahedron

Volumn 68, Issue 45, 2012, Pages 9278-9283

  Park, Hyoungkeun ^a   Rao, Yingli ^b   Varlan, Maria ^b   Kim, Jinho ^a   Ko, Soo Byung ^b   Wang, Suning ^b   Kang, Youngjin ^a  

^a Kangwon National University   (South Korea)

^b QUEEN S UNIVERSITY   (Canada)

Author keywords

Dithiensilole; Electrochemical behaviors; Organic light emitting diodes; Photophysical properties; Thermal properties

Indexed keywords

CARBAZOLE DERIVATIVE; CARBAZOLE DITHIENOSILOLE; FLUORENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL ANALYSIS; DECOMPOSITION; ELECTROCHEMISTRY; ELECTRON TRANSPORT; EMISSION TOMOGRAPHY; LIGHT EMITTING DIODE; OXIDATION; PRIORITY JOURNAL; QUANTUM MECHANICS; SYNTHESIS; TEMPERATURE DEPENDENCE; THERMOSTABILITY; TRANSITION TEMPERATURE;

EID: 84866742601     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2012.08.056     Document Type: Article

References (30)

1. Recent review: J. Ohshita Macromol. Chem. Phys. 210 2009 1360 1370
2. Recent review: J.Y. Corey Adv. Organomet. Chem. 59 2011 286 324 and references cited therein
3. H.J. Son, W.S. Han, J.Y. Chun, S.N. Kwon, J. Ko, and S.O. Kang Organometallics 27 2008 2464 2473
4. J. Ohshita, Y. Kurushima, K.-H. Lee, K. Kunai, Y. Ooyama, and Y. Harima Organometallics 26 2007 6591 6595
5. T. Lee, I. Jung, K.H. Song, H. Lee, J. Choi, K. Lee, B.J. Lee, J.Y. Pak, C. Lee, S.O. Kang, and J. Ko Organometallics 23 2004 5280 5285
6. H. Jung, H. Hwang, K.-M. Park, J. Kim, D.-H. Kim, and Y. Kang Organometallics 29 2010 2715 2723
7. J. Ohshita, H. Kai, A. Takada, T. Iida, A. Kunai, N. Ohta, K. Komaguchi, M. Shiotani, A. Adachi, K. Sakamaki, and K. Okita Organometallics 20 2001 4800 4805
8. J. Ohshita, M. Nodono, H. Kai, T. Watanabe, A. Kunai, K. Komaguchi, M. Shiotani, A. Adachi, K. Okita, Y. Harima, K. Yamashita, and M. Ishikawa Organometallics 18 1999 1453 1459
9. Review: J. Chen, and Y. Cao Macromol. Rapid Commun. 28 2007 1714 1742
10. J. Zhou, X. Wan, Y. Liu, F. Wang, G. Long, C. Li, and Y. Chen Macromol. Chem. Phys. 212 2011 1109 1114
11. M.S. Liu, J. Luo, and A.K.-Y. Jen Chem. Mater. 15 2003 3496 3500
12. Z. Zhang, J. Li, B. Huang, and J. Qin Chem. Lett. 35 2006 958 959
13. X. Zhan, S. Barlow, and S.R. Marder Chem. Commun. 2009 1948 1955
14. X. Zhan, A. Haldi, C. Risko, C.K. Chan, W. Zhao, T.V. Timofeeva, A. Korlyukov, M.Y. Antipin, S. Montgomery, E. Thompson, Z. An, B. Domercq, S. Barlow, A. Kahn, B. Kippelen, J.-L. Brédas, and S.R. Marder J. Mater. Chem. 18 2008 3157 3166
15. J.K. Stille Angew. Chem., Int. Ed. Engl. 25 1986 508 524
16. J.E. Milne, and S.L. Buchwald J. Am. Chem. Soc. 126 2004 13028 13032
17. S.O. Jung, Q. Zhao, J.W. Park, S.O. Kim, Y.H. Kim, H.Y. Oh, J. Kim, S.K. Kwon, and Y. Kang Org. Electron. 10 2009 1066 1073
18. X. Zhao, and X. Zhan Chem. Soc. Rev. 40 2011 3728 3743
19. C.H. Chen, C.-H. Hsieh, M. Dubosc, Y.-J. Cheng, and C.-S. Hsu Macromolecules 43 2010 697 708
20. L. Liao, L.M. Dai, A. Smith, M. Durstock, J.P. Lu, J.F. Ding, and Y. Tao Macromolecules 40 2007 9406 9412
21. J. Lee, Y.-Y. Yuan, Y. Kang, W.-L. Jia, Z.-H. Lu, and S. Wang Adv. Funct. Mater. 16 2006 681 686
22. J. Liu, J.W.Y. Lam, and B.Z. Tang J. Inorg. Organomet. Polym. Mater. 19 2009 249 285
23. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H. P.; Izmaylov, A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery, J. A.; Peralta, J. E., Jr.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Brothers, E.; Kudin, K. N.; Staroverov, V. N.; Keith, T.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, J. M.; Klene, M.; Knox, J. E.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Zakrzewski, V. G.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Dapprich, S.; Daniels, A. D.; Farkas, O.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. Gaussian, Inc., Wallingford, CT, 2010.
24. A.D. Becke J. Chem. Phys. 98 1993 5648 5652
25. C. Lee, W. Yang, and R.G. Parr Phys. Rev. B 37 1988 785 789
26. R. Krishnan, J.S. Binkley, R. Seeger, and J.A. Pople J. Chem. Phys. 72 1980 650 654
27. K.-H. Lee, J. Ohshita, and A. Kunai Organometallics 23 2004 5365 5371
28. I. Seguy, P. Jolinat, P. Destruel, R. Mamy, H. Allouchi, C. Courseille, M. Cotrait, and H. Bock ChemPhysChem 2 2001 448 452
29. J.N. Demas, and G.A. Crosby J. Phys. Chem. 75 1971 991 1024
30. T.G. Gray, C.M. Rudzinski, E.E. Meyer, R.H. Holm, and D.G. Nocera J. Am. Chem. Soc. 125 2003 4755 4770