Structural and electronic effects induced by carboxylic acid substitution in isomeric 2,2′-bithiophenes and oligothiophenes: A computational study

Polymer

Volumn 46, Issue 22, 2005, Pages 9452-9460

  Casanovas, Jordi ^a   Zanuy, David ^b   Alemán, Carlos ^b  

^a UNIVERSITY OF LLEIDA   (Spain)

^b UNIVERSITAT POLITÈCNICA DE CATALUNYA   (Spain)

Author keywords

Carboxylic acid; Quantum chemical calculations; Thiophene substitution

Indexed keywords

CARBOXYLIC ACIDS; OLIGOMERS; PROBABILITY DENSITY FUNCTION; QUANTUM THEORY; SUBSTITUTION REACTIONS;

QUANTUM CHEMICAL CALCULATIONS; SUBSTITUENTS; THIOPHENE SUBSTITUTION;

ISOMERS;

POLYMER;

EID: 25844505018     PISSN: 00323861     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.polymer.2005.07.031     Document Type: Article

References (33)

1. J. Roncali Chem Rev 97 1997 173
2. T.A. Skotheim R.L. Elsenbaumer J.R. Reynolds Handbook of conducting polymers 2nd ed 1998 Marcel Dekker New York
3. M. Granstrom Polym Adv Technol 8 1997 424
4. G.G. Miller, and R.L. Elsenbaumer J Chem Soc, Chem Commun 1986 169
5. F. Garnier Angew Chem, Int Ed Engl 28 1989 513
6. T.A. Chen, X. Wu, and R.D. Rieke J Am Chem Soc 117 1995 233
7. J. Roncali, R. Garreau, D. Delabouglise, F. Garnier, and M. Lemaire Synth Met 28 1989 C341
8. R.M. Souto Maior, K. Hinkelman, H. Eckert, and F. Wudl Macromolecules 23 1990 1268
9. P.N. Bartlett, and D.H. Dawson J Mater Chem 4 1994 1805
10. F. Demanze, A. Yassar, and F. Garnier Adv Mater 7 1995 907
11. B. Kim, L. Chen, J. Gong, and Y. Osada Macromolecules 32 1999 3964
12. S.C. Rasmussen, J.C. Pickens, and J.E. Hutchison Macromolecules 31 1998 933
13. Y.-G. Kim, L.A. Samuelson, J. Kumar, and S.K. Tripathy J Macromol Sci A39 2002 1127
14. S.C. Rasmussen, J.C. Pickens, and J.E. Hutchison Chem Mater 10 1998 1990
15. B.-S. Kim, H. Fukuoka, J.P. Gong, and Y. Osada Eur Polym J 37 2001 2499
16. H. Masuda, and K. Kaeriyama Makromol Chem, Rapid Commun 13 1992 461
17. R.D. McCullough, P.C. Ewbank, and R.S. Loewe J Am Chem Soc 119 1997 633
18. M. Pomerantz, and Y. Cheng Tetrahedron Lett 40 1999 3317
19. M. Pomerantz, Y. Cheng, R.K. Kasim, and R.L. Elsenbaumer Synth Met 101 1999 16
20. M. Pomerantz, A.S. Amarasekara, and H.V. Rasika Dias J Org Chem 67 2002 6931
21. A.D. Becke J Chem Phys 98 1993 1372
22. J.P. Perdew, and Y. Wang Phys Rev 45 1992 13244
23. M.J. Frich, J.A. Pople, R. Krishnam, and J.S. Binkley J Chem Phys 80 1984 3264
24. M.W. Schmidt, K.K. Baldridge, J.A. Boatz, S.T. Elbert, M.S. Gordon, and J.H. Jensen J Comput Chem 14 1993 1347 [PC-GAMESS supplied by A. Granovsky, Moscow State University]
25. Gaussian 98, Revision A.7, Frisch MJ, et al. Gaussian Inc., Pittsburgh, PA; 1998.
26. T. Koopmans Physica 1 1934 104
27. J.F. Janak Phys Rev 8 1978 7165
28. M. Levy, and Á. Nagy Phys Rev 59 1999 1687
29. P. Bernadó, C. Alemán, and J. Puiggalí Macromol Theory Simul 7 1998 659
30. I.R. Gould, and P.A. Kollman J Phys Chem 96 1992 9255
31. J.J. Navas, C. Alemán, and S. Muñoz-Guerra J Phys Chem 99 1995 17653
32. M. Kobayashi, J. Chem, T.-C. Chung, F. Moraes, A.J. Heeger, and F. Wudl Synth Met 9 1984 77
33. T.-C. Chung, J.H. Kaufman, A.J. Heeger, and F. Wudl Phys Rev B 30 1984 702