Does the donor-acceptor concept work for designing synthetic metals? III. Theoretical investigation of copolymers between quinoid acceptors and aromatic donors

Journal of Molecular Modeling

Volumn 12, Issue 5, 2006, Pages 687-701

  Salzner, Ulrike ^a   Karalti, Ozan ^a   Durdaǧi, Serdar ^a  

^a BILKENT UNIVERSITY   (Turkey)

Author keywords

Band gap; Band width; Conducting polymers; Conductivity; DFT; Donor acceptor concept

Indexed keywords

AROMATIC COMPOUND; BENZENE DERIVATIVE; COPOLYMER; METAL; POLYACETYLENE; PYRAZINE DERIVATIVE; PYRROLE; QUINONE DERIVATIVE; QUINOXALINE; THIADIAZOLE DERIVATIVE; THIOPHENE;

ARTICLE; CONDUCTANCE; CONTROLLED STUDY; DATA ANALYSIS; DENSITY FUNCTIONAL THEORY; ENERGY; MOLECULAR INTERACTION; PREDICTION; PRIORITY JOURNAL; REPRODUCIBILITY; STOICHIOMETRY; SYNTHESIS; THEORETICAL STUDY;

METALS; MODELS, CHEMICAL; MODELS, MOLECULAR; MOLECULAR CONFORMATION; POLYMERS; PYRAZINES; PYRROLES; QUINOXALINES; THIADIAZOLES; THIOPHENES;

EID: 33746506728     PISSN: 16102940     EISSN: 09485023     Source Type: Journal    
DOI: 10.1007/s00894-005-0046-2     Document Type: Article

References (53)

1. Chiang CK, Fincher CR, Park YW, Heeger AJ, Shirakawa H, Louis EJ, Gau SC, MacDiarmid AG (1977) Phys Rev Lett 39:1098-1101
2. Roncali J (1992) Chem Rev 92:711-738
3. Roncali J (1997) Chem Rev 97:173-205
4. Skotheim TA (1986) Handbook of Conducting Polymers. Marcel Dekker, New York
5. Skotheim TA, Elsenbaumer RL, Reynolds JR (1997) Handbook of Conducting Polymers. In: Marcel Dekker Inc, New York
6. Huang H, Pickup PG (1998) Chem Mater 10:2212-2216
7. Lambert TL, Ferraris JP (1991) J Chem Soc, Chem Commun 752-754
8. Kanbara T, Yamamoto T (1993) Macromolecules 26:3464-3466
9. Tanaka S, Yamashita Y (1993) Synth Met 55-57:1251-1254
10. Kitamura C, Tanaka S, Yamashita Y (1994) J Chem Soc, Chem Commun 1585-1586
11. Kanbara T, Miyazaki Y, Yamamoto T (1995) J Polym Sci A 33:999-1003
12. Karikomi M, Kitamura C, Tanaka S, Yamashita Y (1995) J Am Chem Soc 117:6791-6792
13. Tanaka S, Yamashita Y (1995) Synth Met 69:599-600
14. Kitamura C, Tanaka S, Yamashita Y (1996) Chem Mater 8:570-578
15. Kitamura C, Tanaka S, Yamashita Y (1996) Chem Lett 63-64
16. Yamamoto T, Zhou Z-h, Kanbara T, Shimura M, Kizu K, Maruyama T, Nakamura Y, Fukuda T, Lee B-L, Ooba N, Tomaru S, Kurihara T, Kaino T, Kubota K, Sasaki S (1996) J Am Chem Soc 118:10389-10399
17. Tanaka S, Yamashita Y (1997) Synth Met 84:229-230
18. Havinga EE, ten Hoeve W, Wynberg H (1993) Synth Met 55-57:299-306
19. Kürti J, Surján PR, Kertesz M, Frapper G (1993) Synth Met 55-57:4338-4343
20. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery JJA, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Rega N, Salvador P, Dannenberg JJ, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Baboul AG, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Andres JL, Gonzalez C, Head-Gordon M, Replogle ES, Pople JA (1998) Gaussian 98, revision A.11.2. Gaussian Inc, Pittsburgh PA
21. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery JJA, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, 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 JE, Hratchian HP, Cross JB, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzales C, Pople JA (2003) Gaussian 03, Revision C. 02. Gaussian Inc, Pittsburgh PA
22. Becke AD (1993) J Chem Phys 98:5648-5652
23. Perdew JP (1986) Phys Rev B 33:8822-8824
24. Stevens W, Basch H, Krauss M (1984) J Chem Phys 81:6026
25. Leusser D, Henn J, Kocher N, Engels B, Stalke D (2004) J Am Chem Soc 126:1781-1793
26. Brédas L-L, Silbey R, Boudreaux DS, Chance RR (1983) J Am Chem Soc 105:6555-6559
27. Salzner U (2004) Curr Org Chem 8:569-590
28. Salzner U (2005) Conjugated Organic Polymers: From Bulk to Molecular Wire. In: Rieth M, Schommers W (eds) Handbook of Theoretical and Computational Nanotechnology, ASP (accepted)
29. Salzner U, Lagowski JB, Pickup PG, Poirier RA (1997) J Comput Chem 18:1943-1953
30. Salzner U, Lagowski JB, Pickup PG, Poirier RA (1998) J Phys Chem 102:2572-2578
31. D'Amico KL, Manos C, Christensen RL (1980) J Am Chem Soc 102:1777-1782
32. Cornil J, Beljonne D, Calbert JP, Brédas JL (2001) Adv Mater 13:1053-1067
33. Taliani C, Blinov LM (1996) Adv Mater 8:353-359
34. Fincher JCR, Ozaki M, Tanaka M, Peebles D, Lauchlan L, Heeger AJ (1979) Phys Rev B 20:1589-1602
35. Leising G (1988) Phys Rev B 38:10313-10322
36. Birnbaum D, Fichou D, Kohler BE (1992) J Chem Phys 96:165-169
37. Birnbaum D, Kohler BE (1989) J Chem Phys 90:3506-3510
38. Birnbaum D, Kohler BE (1991) J Chem Phys 95:4783-4789
39. Chung T-C, Kaufman JH, Heeger AJ, Wudl F (1984) Phys Rev B 30:702-710
40. Tourillon G, Garnier F (1983) J Phys Chem 87:2289-2292
41. Street GB (1986) Polypyrrole from powders to plastics. In: Skotheim TA (ed) Handbook of conducting polymers, vol 1. Dekker, New York
42. Pei Q, Zuccarello G, Ahlskog M, Inganäs O (1994) Polymer 35:1347-1351
43. Sato M, Tanaka S, Kaeriyama K (1987) J Chem Soc, Chem Commun 1725-1726
44. Koopmans TA (1933) Physica 1:104-113
45. Perdew JP, Levy M (1983) Phys Rev Lett 51:1884-1887
46. Williams AR, von Barth U (1983) Applications of Density Functional Theory to Atoms, Molecules, and Solids. In: Lundqvist S, March NH (eds) Theory of the Inhomogeneous Electron Gas. Plenum, London
47. Godby RW, Schlüter M, Sham LJ (1988) Phys Rev B 37:10159-10175
48. Baerends EJ, Gritsenko OV (1997) J Phys Chem A 101:5383-5403
49. Stowasser R, Hoffmann R (1999) J Am Chem Soc 121:3414-3420
50. Gritsenko OV, Baerends EJ (2002) J Chem Phys 117:9154-9159
51. van Mullekom HAM, Vekemans JAJM, Meijer EW (1998) Chem Eur J 4:1235-1243
52. van Mullekom HAM (2000) The chemistry of high and low band gap π-conjugated polymers. University of Technology, Eindhoven
53. Salzner U, Köse ME (2002) J Phys Chem B 106:9221-9226