Effect of perfluorination on the charge-transport properties of organic semiconductors: Density functional theory study of perfluorinated pentacene and sexithiophene

Chemical Physics Letters

Volumn 401, Issue 4-6, 2005, Pages 539-545

  Chen, Hsing Yin ^a   Chao, Ito ^a  

^a INSTITUTE OF CHEMISTRY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE TRANSPORT PROPERTIES; DENSITY FUNCTIONAL THEORY (DFT); HOLE TRANSPORT; PERFLUORINATION; REORGANIZATION ENERGY;

CHARGE TRANSFER; FLUORINE; IONIZATION; PROBABILITY DENSITY FUNCTION; SUBSTITUTION REACTIONS; THERMODYNAMIC STABILITY; TRANSPORT PROPERTIES;

SEMICONDUCTING ORGANIC COMPOUNDS;

ALKENE DERIVATIVE; CARBON; FLUORINE; ORGANIC COMPOUND; PENTACENE; SEXITHIOPHENE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL BOND; DENSITY FUNCTIONAL THEORY; ENERGY TRANSFER; FLUORINATION; IONIZATION; SEMICONDUCTOR; SUBSTITUTION REACTION; THERMODYNAMICS; TRANSPORT KINETICS;

EID: 11144339517     PISSN: 00092614     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cplett.2004.11.125     Document Type: Article

References (26)

1. F. Würthner Angew. Chem., Int. Ed. 40 2001 1037
2. C.D. Dimitrakopoulos, and P.R.L. Malenfant Adv. Mater. 14 2002 99
3. S.B. Heidenhain, Y. Sakamoto, T. Suzuki, A. Miura, H. Fujikawa, T. Mori, S. Tokito, and Y. Taga J. Am. Chem. Soc. 122 2000 10240
4. Y. Sakamoto, T. Suzuki, M. Kobayashi, Y. Gao, Y. Fukai, Y. Inoue, F. Sato, and S. Tokito J. Am. Chem. Soc. 126 2004 8138
5. Y. Sakamoto, S. Komatsu, and T. Suzuki J. Am. Chem. Soc. 123 2001 4643
6. A. Facchetti, M. Mushrush, H.E. Katz, and T.J. Marks Adv. Mater. 15 2003 33
7. A. Facchetti, M.H. Yoon, C.L. Stern, H.E. Katz, and T.J. Marks Angew. Chem., Int. Ed. 42 2003 3900
8. J. Cornil, D. Beljonne, J.P. Calbert, and J.L. Brédas Adv. Mater. 13 2001 1053
9. J. Cornil, J.P. Calbert, and J.L. Brédas J. Am. Chem. Soc. 123 2001 1250
10. J.L. Brédas, J. Cornil, D.A. da, S. Filho, and J. Cornil Proc. Natl. Acad. Sci. USA 99 2002 5804
11. M. Mas-Torrent, P. Hadley, S.T. Bromley, X. Ribas, J. Tarrés, M. Mas, E. Molins, J. Veciana, and C. Rovira J. Am. Chem. Soc. 126 2004 8546
12. S.T. Bromley, M. Mas-Torrent, P. Hadley, and C. Rovira J. Am. Chem. Soc. 126 2004 6544
13. R.A. Marcus Rev. Mod. Phys. 65 1993 599
14. M.J. Frisch Gaussian 03, Revision B.03 2003 Gaussian Inc. Pittsburgh, PA
15. K. Sakanoue, M. Motoda, M. Sugimoto, and S. Sakaki J. Phys. Chem. A 103 1999 5551
16. M. Malagoli, and J.L. Brédas Chem. Phys. Lett. 327 2000 13
17. B.C. Lin, C.P. Cheng, and Z.P.M. Lao J. Phys. Chem. A 107 2003 5241
18. N.E. Gruhn, D.A. da, S. Filho, T.G. Bill, M. Malagoli, V. Coropceanu, A. Kahn, and J.L. Brédas J. Am. Chem. Soc. 124 2002 7918
19. V. Coropceanu, M. Malagoli, D.A. da, S. Filho, N.E. Gruhn, T.G. Bill, and J.L. Brédas Phys. Rev. Lett. 89 2002 275503
20. V. Lemaur, D.A. da, S. Filho, V. Coropceanu, M. Lehmann, Y. Geerts, J. Piris, M.G. Debije, A.M. van de Craats, K. Senthilkumar, L.D.A. Siebbeles, J.M. Warman, J.L. Brédas, and J. Cornil J. Am. Chem. Soc. 126 2004 3271
21. O. Kwon, V. Coropceanu, N.E. Gruhn, J.C. Durivage, J.G. Laquindanum, H.E. Katz, J. Cornil, and J.L. Brédas J. Chem. Phys. 120 2004 8186
22. G. Horowitz, B. Bachet, A. Yassar, P. Lang, F. Demanzw, J.L. Fave, and F. Garnier Chem. Mater. 7 1995 1337
23. Mulliken population analyses of frontier orbitals show that the contribution of p orbital of each fluorine atom is in the range of 0.3-1.9% for PF-pentacene and 0.0-0.8% for PF-6T with the increment from outer ring to inner ring.
24. D.M. de Leeuw, M.M.J. Simenon, A.R. Brown, and R.E.F. Einerhand Synthetic Met. 87 1997 53
25. Y.Y. Lin, D.J. Gundlach, S. Nelson, and T.N. Jackson IEEE Electr. Device L. 18 1997 606
26. A. Dodabalapur, L. Torsi, and H.E. Katz Science 268 1995 270