Noncovalent intramolecular interactions in the monomers and oligomers of the acceptor and donor type of low band gap conducting polymers

Journal of Physical Chemistry C

Volumn 111, Issue 44, 2007, Pages 16362-16371

  Özen, Alimet Sema ^a   Atilgan, Cañan ^a   Sonmez, Gursel ^a  

^a SABANCI UNIVERSITY   (Turkey)

Author keywords

[No Author keywords available]

Indexed keywords

DENSITY FUNCTIONAL THEORY; MOLECULAR INTERACTIONS; MONOMERS; OLIGOMERS; THIOPHENE;

ATOMS-IN-MOLECULES (AIM) THEORY; EXCITATION ENERGIES; INTRAMOLECULAR INTERACTIONS; INTRINSIC CONDUCTIVITY; TOPOLOGICAL BOND CRITICAL POINTS;

CONDUCTING POLYMERS;

EID: 36348994770     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp074380n     Document Type: Article

References (41)

1. Handbook of Conducting Polymers, 2nd ed.; Skotheim, T. A., Elsenbaumer, R. L., Reynolds, J. R., Eds.; Marcel Dekker: New York, 1998.
2. (a) Chiang, C. K.; Fincher, C. R.; Park, Y. W.; Heeger, A. J.; Shirakawa, H.; Louis, E. J.; Gau, S. C.; MacDiarmid, A. G. Phys. Rev. Lett. 1977, 39, 1098.
3. (b) Basescu, N.; Liu, Z. X.; Moses, D.; Heeger, A. J.; Naarmann, H.; Theophilou, N. Nature 1987, 327, 405.
4. Wudl, F.; Kobayashi, M.; Heeger, A. J. J. Org. Chem. 1984, 49, 3382.
5. Ajayaghosh, A. Chem. Soc. Rev. 2003, 32, 181.
6. Van Mullekom, H. A. M.; Vekemans, J. A. J. M.; Havinga, E. E.; Meijer, E. W. Mater. Sci. Eng. 2001, 32, 1.
7. Van Mullekom, H. A. M.; Vekemans, J. A. J. M.; Meijer, E. W. Chem-Eur. J. 1998, 4, 1235.
8. Tachibana, M.; Tanaka, S.; Yamashita, Y.; Yoshizawa, K. J. Phys. Chem. B 2002, 106, 3549.
9. Delgado, M. C. R.; Hernandez, V.; Navarrete, J. T. L.; Tanaka, A.; Yamashita, Y. J. Phys. Chem. B 2004, 108, 2516.
10. Kitamura, C.; Tanaka, S.; Yamashita, Y. Chem. Mater. 1996, 8, 570.
11. Jenekhe, S. A. Nature 1986, 322, 345.
12. Kertesz, M.; Choi, C H.; Yang, S. Chem. Rev. 2005, 105, 3448.
13. (a) Kitamura, C.; Tanaka, S.; Yamashita, Y. J. Chem. Soc., Chem. Commun. 1994, 1585.
14. (b) Tanaka, S.; Yamashita, Y. Synth. Met. 1995, 69, 599.
15. Karikomi, M.; Kitamura, C.; Tanaka, S.; Yamashita, Y. J. Am. Chem. Soc. 1995, 117, 6791.
16. (a) Jayakannan, M.; Van Hal, P. A.; Janssen, R. A. J. J. Polym. Sci., Part A: Polym. Chem. 2002, 40, 251.
17. (b) Sonmez, G.; Shen, C. K. F.; Rubin, Y.; Wudl, F. Adv. Mater. 2005, 17, 897.
18. (a) Suzuki, K.; Tomura, M.; Yamashita, Y. J. Mater. Chem. 1998, 8, 1117.
19. (b) Suzuki, K.; Tomura, M.; Yamashita, Y. Synth. Met. 1999, 102, 1480.
20. (a) Parr, R. G.; Yang, W. Density Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989.
21. (b) Koch, W.; Holthausen, M. C. A Chemist's Guide to Density Functional Theory; Wiley-VCH: New York, 2001.
22. Bader, R. F. W. Atoms in Molecules: A Quantum Theory; International Series of Monographs on Chemistry; Clarendon Press: Oxford, 1995.
23. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; 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.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, revision B.04; Gaussian, Inc.: Pittsburgh, PA, 2003.
24. Reed, A. E.; Weinstock, R. B.; Weinhold, F. J. Chem. Phys. 1985, 83, 735.
25. (a) Biegler-König, F. J. Comput. Chem. 2000, 21, 1040.
26. (b) Biegler-König, F.; Schönbohm, J.; Bayles, D. J. Comput. Chem. 2001, 22, 545.
27. Gross, E. K. U.; Kohn, W. Adv. Quantum Chem. 1990, 21, 255.
28. Yang, S.; Olishevski, P.; Kertesz, M. Synth. Met. 2004, 141, 171.
29. Dreuw, A.; Head-Gordon, M. Chem. Rev. 2005, 105, 4009.
30. (a) Burke, K.; Werschnik, J.; Gross, E. K. U. J. Chem. Phys. 2005, 123, 062206.
31. (b) Zhu, Z.; Wang, Y.; Lu, Y. Macromolecules 2003, 36, 9585.
32. (c) Delgado, M. C. R.; Hernandez, V.; Casado, J.; Navarrete, J. T. L.; Raimundo, J. M.; Blanchard, P.; Roncali, J. J. Mol. Struct. (THEOCHEM) 2004, 709, 187.
33. (d) Osuna, R. M.; Zhang, X.; Matzger, A. J.; Hernandez, V.; Lopez Navarrete, J. T. J. Phys. Chem. A 2006, 110, 5058.
34. Flükiger, P.; Lüthi, H. P.; Portmann, S.; Weber, J. Molekel 4.0; Swiss Center for Scientific Computing: Manno, Switzerland, 2000.
35. Kwon, O.; McKee, M. L. J. Phys. Chem. A 2000, 104, 7106.
36. (a) Bredas, J. L. J. Chem. Phys. 1985, 82, 3808.
37. (b) Bredas, J. L.; Heger, A. J. Wudl, F. J. Chem. Phys. 1986, 85, 4673.
38. Espinosa, E.; Molins, E. J. Chem. Phys. 2000, 113, 5686.
39. Klein, R. A. J. Am. Chem. Soc. 2002, 124, 1393.
40. Jeffrey, G. A. An Introduction to Hydrogen Bonding; Oxford University Press: New York, 1997.
41. Salzner, U.; Karalt, O.; Durdagi, S. J. Mol Model. 2006, 12, 687.