Electronic properties of silole-based organic semiconductors

Journal of Chemical Physics

Volumn 121, Issue 18, 2004, Pages 9031-9038

  Risko, C ^a   Kushto, G P ^b   Kafati, Z H ^b   Bredas J L ^a  

^a GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

^b NAVAL RESEARCH LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DENSITY FUNCTIONAL THEORY (DFT); ELECTRON AFFINITY; INTRAMOLECULAR REORGANIZATION ENERGY; ORGANIC LIGHT-EMITTING DIODES;

ABSORPTION SPECTROSCOPY; CHARGE CARRIERS; CHEMICAL BONDS; DIMERS; ELECTRON ENERGY LEVELS; ELECTRON MOBILITY; ELECTRONIC PROPERTIES; ELECTRONIC STRUCTURE; LIGHT EMITTING DIODES; OPTIMIZATION; PHOTOLUMINESCENCE; PROBABILITY DENSITY FUNCTION; QUANTUM THEORY; SILICON COMPOUNDS; TRANSPORT PROPERTIES; X RAY DIFFRACTION ANALYSIS;

SEMICONDUCTING ORGANIC COMPOUNDS;

2,5 BIS(6' (2',2'' BIPYRIDYL)) 1,1 DIMETHYL 3,4 DIPHENYLSILOLE; 2,5 DI (3 BIPHENYL) 1,1 DIMETHYL 3,4 DIPHENYLSILOLE; 2,5-BIS(6'-(2',2''-BIPYRIDYL))-1,1-DIMETHYL-3,4-DIPHENYLSILOLE; 2,5-DI-(3-BIPHENYL)-1,1-DIMETHYL-3,4-DIPHENYLSILOLE; ION; ORGANOSILICON DERIVATIVE;

ABSORPTION; ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; ELECTRON; METHODOLOGY; ORGANIC CHEMISTRY; QUANTUM THEORY; SEMICONDUCTOR; STATISTICAL MODEL; TIME;

ABSORPTION; CHEMISTRY, ORGANIC; ELECTRONS; IONS; MODELS, CHEMICAL; MODELS, MOLECULAR; MODELS, STATISTICAL; ORGANOSILICON COMPOUNDS; QUANTUM THEORY; SEMICONDUCTORS; TIME FACTORS;

EID: 9744244259     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.1804155     Document Type: Article

References (38)

1. R. H. Friend, R. W. Gymer, A. B. Holmes et al., Nature (London) 397, 121 (1999).
2. Handbook of Conducting Polymers, edited by T. A. Skotheim, R. L. Elsenbaumer, and J. R. Reynolds (Marcel Dekker, New York, 1998).
3. Examples of the recent commercialization of organic light-emitting diode displays include: Kodak EasyShare LS633 Camera (http://www.kodak.com/eknec/ PageQuerier.jhtml?pq-path = 865&pq - locale =th_TH); Pioneer Organic EL Display CD (http://www.pioneerelectronics.com/pna/article/0,2076_4035_48421,00. html); and, Philips Norelco 8894XL Spectra Shaving System (http://www.consumer. philips.com/global/b2c/norelco/catalog/product.jhtml?divId =NOR&groupld= DryRazors&subCatId=Spectra_2002&productld = 8894XL_00).
4. K. Tamao, M. Uchida, T. Izumizawa, K. Furukawa, and S. Yamaguchi, J. Am. Chem. Soc. 118, 11974 (1996).
5. S. Yamaguchi, Y. Itami, and K. Tamao, Organometallics 17, 4910 (1998).
6. H. Murata, G. G. Malliaras, M. Uchida, Y. Shen, and Z. H. Kafafi, Chem. Phys. Lett. 339, 161 (2001).
7. H. Murata, M. Uchida, and Z. H. Kafafi, Appl. Phys. Lett. 80, 189 (2002).
8. L. C. Palilis, A. J. Mäkinen, H. Murata, M. Uchida, and Z. H. Kafafi, Organic Light-Emitting Materials and Devices VI. Proceedings of SPIE-The International Society for Optical Engineering, edited by Z. H. Kafafi and H. Antoniadis (SPIE, Bellingham, WA, 2003), Vol. 4800, pp. 256-270.
9. L. C. Palilis, H. Murata, A. J. Mäkinen, M. Uchida, and Z. H. Kafafi, Org. Electron. 4, 113 (2003).
10. J. Chen, C. W. Law, W. Y. Lam, Y. Dong, M. F. Low, I. D. Williams, D. Zhu, and Z. Tang, Chem. Mater. 15, 1535 (2003).
11. L. C. Palilis, M. Uchida, and Z. H. Kafafi, IEEE J. Sel. Top. Quantum Electron. 10, 79 (2004).
12. A. D. Becke, Phys. Rev. A 38, 3098 (1988); J. Chem. Phys. 98, 5648 (1993).
13. A. D. Becke, Phys. Rev. A 38, 3098 (1988); J. Chem. Phys. 98, 5648 (1993).
14. C. Lee, W. Yang, and R. G. Parr, Phys. Rev. B 37, 785 (1988).
15. J. C. Rienstra-Kiracofe, C. J. Barden, S. T. Brown, and H. F. Schaefer, J. Phys. Chem. A 105, 524 (2001).
16. J. C. Rienstra-Kiracofe, G. S. Tschumper, H. F. Schaefer, S. Nandi, and G. B. Ellison, Chem. Rev. (Washington, D.C.) 102, 231 (2002).
17. M. C. Zerner, G. H. Loew, R. F. Kichner, and U. T. Mueller-Westerhoff, J. Am. Chem. Soc. 102, 589 (1980).
18. M. J. Frisch et al., GAUSSIAN 98, Revision A. 11, Gaussian, Inc., Pittsburgh, PA, 2001.
19. B. Goldfuss and P. von Ragué Schleyer, Organometallics 16, 1543 (1997).
20. V. N. Khabashesku, V. Balaji, S. E. Boganov, O. M. Nefedov, and J. Michl, J. Am. Chem. Soc. 116, 320 (1994).
21. J. Ferman, J. P. Kakareka, W. T. Klooster et al., Inorg. Chem. 38, 2464 (1999).
22. L. Párkányi, J. Organomet. Chem. 216, 9 (1981).
23. M. Uchida, T. Izumizawa, T. Nakano, S. Yamaguchi, K. Tamao, and K. Furukawa, Chem. Mater. 13, 2680 (2001).
24. A. J. Mäkinen, M. Uchida, and Z. H. Kafafi, Appl. Phys. Lett. 82, 3889 (2003).
25. A. J. Mäkinen, M. Uchida, and Z. H. Kafafi, J. Appl. Phys. 95, 2832 (2004).
26. The lowest-lying excited state geometry was optimized using coupled semiempirical RHF-AM1/configuration interaction (AM1/Cl) as implemented in the AMPAC program package. AMPAC 5.0 Users Manual, Semichem (1994).
27. We adopt a nonantisymmetrized definition of the electron-hole distribution in analogy with S. Tretiak and S. Mukamel, Chem. Rev. (Washington, D.C.) 102, 3171 (2002); J. Rissler, J. H. Bässler, G. Gebhard, and P. Schwerdtfeger, Phys. Rev. B 64, 045122 (2001).
28. We adopt a nonantisymmetrized definition of the electron-hole distribution in analogy with S. Tretiak and S. Mukamel, Chem. Rev. (Washington, D.C.) 102, 3171 (2002); J. Rissler, J. H. Bässler, G. Gebhard, and P. Schwerdtfeger, Phys. Rev. B 64, 045122 (2001).
29. S. Tretiak, A. Saxena, R. L. Martin, and A. R. Bishop, Phys. Rev. Lett. 89, 097402 (2002).
30. R. J. Marcus, J. Chem. Phys. 24, 966 (1956).
31. P. Barbara, T. Meyer, and M. Ratner, J. Phys. Chem. 100, 13148 (1996).
32. J. Cornil, V. Lemaur, J. P. Calbert, and J. L. Brédas, Adv. Mater. 14, 726 (2002).
33. J. L. Brédas, J. P. Calbert, D. A. da Silva Filho, and J. Comil, Proc. Natl. Acad. Sci. U.S.A. 99, 5804 (2002).
34. Y. C. Cheng, R. J. Silbey, D. A. da Silva Filho, J. P. Calbert, J. Comil, and J. L. Brédas, J. Chem. Phys. 118, 3764 (2003).
35. V. Coropceanu, J. M. André, M. Malagoli, and J. L. Brédas, Theor. Chem. Acc. 110, 59 (2003).
36. M. Malagoli and J. L. Brédas, Chem. Phys. Lett. 327, 13 (2000).
37. B. C. Lin, C. P. Cheng, and Z. P. M. Lao, J. Phys. Chem. A 107, 5241 (2003).
38. N. Gruhn, D. A. da Silva Filho, T. G. Bill, M. Malagoli, V. Coropceanu, A. Kahn, and J. L. Brédas, J. Am. Chem. Soc. 124, 7918 (2002).