New materials based on thiazolothiazole and thiophene candidates for optoelectronic device applications: Theoretical investigations

Research on Chemical Intermediates

Volumn 39, Issue 6, 2013, Pages 2679-2695

  Fitri, A ^a   Benjelloun, A Touimi ^a   Benzakour, M ^a   McHarfi, M ^a   Sfaira, M ^a   Hamidi, M ^b   Bouachrine, M ^b  

^a SIDI MOHAMED BEN ABDELLAH UNIVERSITY   (Morocco)

^b MOULAY ISMAIL UNIVERSITY   (Morocco)

Author keywords

Conjugated molecules; DFT; Electronic properties; Low bandgap; Open circuit voltage; Organic solar cells; Thiazolothiazole

Indexed keywords

CONJUGATED MOLECULES; DFT; LOW BANDGAP; ORGANIC SOLAR CELL; THIAZOLOTHIAZOLE;

DENSITY FUNCTIONAL THEORY; ELECTRON ENERGY LEVELS; ELECTRONIC STRUCTURE; GEOMETRY; MATERIALS PROPERTIES; MOLECULES; OPEN CIRCUIT VOLTAGE; OPTOELECTRONIC DEVICES; SOLAR CELLS; THIOPHENE;

ELECTRONIC PROPERTIES;

EID: 84879463984     PISSN: 09226168     EISSN: 15685675     Source Type: Journal    
DOI: 10.1007/s11164-012-0789-1     Document Type: Article

References (46)

1. H.S. Nalwa (ed.), Handbook of organic conductive molecules and polymer (Wiley, New York, 1997)
2. V.C. Nguyen, K. Potje-Kamloth, Thin Solid Films 338, 142 (1999)
3. R.E. Gill, G.G. Malliaras, J. Wildeman, G. Hadziioannou, Adv. Mater. 6, 132 (1994)
4. F. Garnier, G. Horowitz, X. Peng, D. Fichou, Adv. Mater. 2, 562 (1990)
5. G. Wang, S. Qian, J. Xu, W. Wang, X. Liu, X. Lu, F. Li, Physica. Part B 279, 116 (2000)
6. N. Zheng, Bo Li, C. Ma, T. Chen, Y. Kan, B. Yin, Tetrahedron 68, 1782 (2012)
7. K. Müllen, G. Wegner (eds.), Electronic materials: the oligomers approach (Wiley-VCH, Weinheim, 1998), pp. 105-197
8. H. Yanagi, T. Morikawa, S. Hotta, K. Yase, Adv. Mater. 13(5), 313 (2001)
9. H. Yanagi, T. Morikawa, S. Hotta, Appl. Phys. Lett. 81(8), 1512 (2002)
10. F. Martínez, G. Neculqueo, S.O. Vásquez, R. Letelier, M.T. Garland, A. Ibañez, J.C. Bernède, J. Mol. Struct. 973, 56 (2010)
11. J. Cornil, D. Beljonne, J.L. Brédas, K. Mûllen, G. Wegner (eds.), Electronic Materials: The Oligomers Approach (Wiley-VCH, Weinheim, 1998), pp. 432-447 (and the references therein)
12. N.S. Sariciftci, L. Smilowitz, A.J. Heeger, F. Wudl, Science 258, 1474 (1992)
13. S. Ando, J. Nishida, E. Fujiwara, H. Tada, Y. Inoue, S. Tokito, Y. Yamashita, Synth. Met. 156, 327 (2006)
14. S. Bouzakraoui, S.M. Bouzzine, M. Bouachrine, M. Hamidi, J. Mol. Struct. (Theochem) 725, 39 (2005)
15. S.M. Bouzzine, A. Makayssi, M. Hamidi, M. Bouachrine, J. Mol. Struct. (Theochem) 851, 254 (2008)
16. A. Cravino, N.S. Sariciftci, J. Mater. Chem. 12, 1931 (2002)
17. S. Roquet, A. Cravino, P. Leriche, O. Aleveque, P. Frere, J. Roncali, J. Am. Chem. Soc. 128, 3459 (2006)
18. J.A. Mikroyannidis, D.V. Tsagkournos, P. Balraju, G.D. Sharma, J. Power Sources 196, 4152 (2001)
19. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, T. Vreven, Jr., K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M.Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R.Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al- Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, GAUSSIAN 03, Revision B.04, Gaussian, Inc., Pittsburgh, 2009
20. R. Ditchfield, W.J. Hehre, J.A. Pople, J. Chem. Phys. 54, 76 (1971)
21. W.J. Hehre, R. Ditchfiesld, J.A. Pople, J. Chem. Phys. 56, 643 (1972)
22. P.C. Hariharan, J.A. Pople, Mol. Phys. 27, 209 (1974)
23. M.S. Gordon, Chem. Phys. Lett. 76, 33 (1980)
24. M. Casida, in Recent Advances in Density Functional Methods, vol. 1, ed. by D.P. Chong. (World Scientific, Singapore, 1995) p. 155
25. M.E. Casida, C. Jamorski, K.C. Casida, D.R. Salahub, J. Chem. Phys. 108, 4439 (1998)
26. R.E. Stratmann, G.E. Scuseria, M.J. Frisch, J. Chem. Phys. 109, 8218 (1998)
27. S. Hirata, M. Head-Gordon Chem, Phys. Lett. 302, 375 (1999)
28. R.I.I. Dennington, T. Keith, J. Millam, GaussView Version 4.1.2 (Semichem Inc., Shawnee Mission, 2007)
29. C. Peng, P.Y. Ayala, H.B. Schlegel, M.J. Frisch, J. Comput. Chem. 17, 49 (1996)
30. X.H. Zhang, L.Y. Wang, G.H. Zhai, Z.Y. Wen, Z.X. Zhang, J. Mol. Struct. 881, 117 (2008)
31. M. Bouachrine, A. Echchary, S.M. Bouzzine, M. Amine, M. Hamidi, A. Amine, T. Zair, Phys. Chem. News. 58, 61 (2011)
32. J. Casado, V. Hernàndez, F.J. Ramirez, J.T. López Navarrete, 463 (1999) 211
33. S.M. Bouzzine, S. Bouzakraoui, M. Bouachrine, M. Hamidi, J. Mol. Struct. (Thoechem) 726, 271 (2005)
34. L. Yang, J. Feng, A. Ren, Polymer 46, 10970 (2005)
35. J.-L. Bredas, M.D. McGehee, Z. Bao, J. Mater. Chem. 20, 5823 (2010)
36. H. Derouiche, V. Djara, Sol. Energy Mater. Sol. Cells 91, 1163 (2007)
37. L. Zhang, Q. Zhang, H. Ren, H. Yan, J. Zhang, H. Zhang, J. Gu, Sol. Energy Mater. Sol. Cells 92, 581 (2008)
38. S. Gunes, H. Neugebauer, N.S. Sariciftci, Chem. Rev. 107, 1324 (2007)
39. G. Dennler, M.C. Scharber, C. Brabec, Adv. Mater. 21, 1323 (2009)
40. Y.J. He, H.-Y. Chen, J.H. Hou, Y.F. Li, J. Am. Chem. Soc. 132, 1377 (2010)
41. F.B. Kooistra, J. Knol, F. Kastenberg, L.M. Popescu, W.J.H. Verhees, J.M. Kroon, J.C. Hummelen, Org. Lett. 9, 551 (2007)
42. A. Gadisa, M. Svensson, M.R. Andersson, O. Inganas, Appl. Phys. Lett. 84, 1609 (2004)
43. M.C. Scharber, D. Mühlbacher, M. Koppe, P. Denk, C. Waldauf, A.J. Heeger, C.J. Brabec, Adv. Mater. 18, 789 (2006)
44. C.J. Brabec, A. Cravino, D. Meissner, N.S. Sariciftci, T. Fromherz, M.T. Rispens, L. Sanchez, J.C. Hummelen, Adv. Funct. Mater. 11, 374 (2001)
45. J.-S.K. Yu, W.-C. Chen, C.-H. Yu, J. Phys. Chem. A 107, 4268 (2003)
46. V. Lukès, A. Aquino, H. Lischka, J. Phys. Chem. A 109, 10232 (2005)