Conformational analysis and electronic properties of 2-cyano-3-(thiophen-2-yl)acrylic acid in sensitizers for dye-sensitized solar cells: A theoretical study

Bulletin of the Korean Chemical Society

Volumn 30, Issue 9, 2009, Pages 2077-2082

  Balanay, Mannix P ^a   Kim, Se Mi ^a   Lee, Mi Jung ^a   Lee, Sang Hee ^a   Kim, Dong Hee ^a  

^a Kunsan National University   (South Korea)

Author keywords

Conformation; Cyanoacrylic acid; DFT; DSSC; Thiophene

Indexed keywords

ACRYLIC ACIDS; C-C BONDS; CONFORMATIONAL ANALYSIS; CYANOACRYLIC ACID; DFT; DONOR MOIETY; DYE-SENSITIZED SOLAR CELL; ELECTRON DELOCALIZATION; ELECTROSTATIC REPULSION; METHYL GROUP; NATURAL BOND ORBITAL ANALYSIS; OSCILLATOR STRENGTHS; PLANARITY; THEORETICAL STUDY; TIME-DEPENDENT DFT; VERTICAL EXCITATION ENERGY; WEAK HYDROGEN BOND;

ACTIVATION ENERGY; CARBOXYLIC ACIDS; CONFORMATIONS; DENSITY FUNCTIONAL THEORY; ELECTRONIC PROPERTIES; EXCITATION ENERGY; HYDROCARBONS; HYDROGEN; HYDROGEN BONDS; ORGANIC ACIDS; OXYGEN; PHOTOELECTROCHEMICAL CELLS; PROBABILITY DENSITY FUNCTION; QUANTUM CHEMISTRY; THIOPHENE;

SOLAR CELLS;

EID: 75649134231     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2009.30.9.2077     Document Type: Article

References (24)

1. Hara, K.; Sato, T.; Katoh, R.; Furube, A.; Yoshihara, T.; Murai, M.; Kurashige, M.; Ito, S.; Shinpo, A.; Suga, S.; Arakawa, H. Adv. Funct. Mater. 2005, 15, 246.
2. Hara, K.; Wang, Z.S.; Sato, T.; Furube, A.; Katoh, R.; Sugihara, H.; Dan-Oh, Y.; Kasada, C.; Shinpo, A.; Suga, S. J. Phys. Chem. B 2005, 109, 15476.
3. Hagberg, D.P.; Marinado, T.; Karlsson, K.M.; Nonomura, K.; Qin, P.; Boschloo, G.; Brinck, T.; Hagfeldt, A.; Sun, L. J. Org. Chem. 2007, 72, 9550.
4. Justin Thomas, K.R.; Hsu, Y.-C.; Lin, J.T.; Lee, K.-M.; Ho, K.-C.; Lai, C.-H.; Cheng, Y.-M.; Chou, P.-T. Chem. Mater. 2008, 20, 1830.
5. Cai-Rong, Z.; Zi-Jiang, L.; Yu-Hong, C.; Hong-Shan, C.; You-Zhi, W.; Li-Hua, Y.J. Mol. Struct.:THEOCHEM 2009, 899, 86.
6. Li, Y.; Liu, S.; Zhao, X.; Chen, M.; Ma, F.J. Mol. Struct.:THEOCHEM 2008, 867, 10.
7. Yen, Y.-S.; Hsu, Y.-C.; Lin, J.T.; Chang, C.-W.; Hsu, C.-P.; Yin, D.-J. J. Phys. Chem. C 2008, 112, 12557.
8. Chen, R.; Yang, X.; Tian, H.; Wang, X.; Hagfeldt, A.; Sun, L. Chem. Mater. 2007, 19, 4007.
9. Tian, H.; Yang, X.; Chen, R.; Zhang, R.; Hagfeldt, A.; Sun, L. J. Phys. Chem. C 2008, 112, 11023.
10. Qin, P.; Yang, X.; Chen, R.; Sun, L.; Marinado, T.; Edvinsson, T.; Boschloo, G.; Hagfeldt, A. J. Phys. Chem. C 2007, 111, 1853.
11. Wang, Z.-S.; Koumura, N.; Cui, Y.; Takahashi, M.; Sekiguchi, H.; Mori, A.; Kubo, T.; Furube, A.; Hara, K. Chem. Mater. 2008, 20, 3993.
12. Choi, H.; Baik, C.; Kang, S.O.; Ko, J.; Kang, M.-S.; Nazeeruddin, M.K.; Grätzel, M. Angew. Chem. Int. Ed. 2008, 47, 327.
13. Li, Z.; Zhao, Y.; Zhou, J.; Shen, Y. Eur. Polym. J. 2000, 36, 2417.
14. Breitung, E.M.; Shu, C.-F.; McMahon, R.J. J. Am. Chem. Soc. 2000, 122, 1154.
15. Wang, Q.; Campbell, W.M.; Bonfantani, E.E.; Jolley, K.W.; Officer, D.L.; Walsh, P.J.; Gordon, K.; Humphry-Baker, R.; Nazeeruddin, M.K.; Grätzel, M. J. Phys. Chem. B 2005, 109, 15397.
16. Ooyama, Y.; Shimada, Y.; Kagawa, Y.; Yamada, Y.; Imae, I.; Komaguchi, K.; Harima, Y. Tetrahedron Lett. 2007, 48, 9167.
17. Xu, M.; Wenger, S.; Bala, H.; Shi, D.; Li, R.; Zhou, Y.; Zakeeruddin, S.M.; Grätzel, M.; Wang, P. J. Phys. Chem. C 2009, 113, 2966.
18. Frisch, M.J.; Trucks, G.W.; Schlegel, H.B.; Scuseria, G.E.; Robb, M.A.; Cheeseman, J.R.; Montgomery, J.A.J.; Vreven, T.; Kudin, K.N.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Pettersson, 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.L.; Keith, T.; Al-Laham, M.A.; Peng, C.Y.; Nanayakkara, A.; Challocombe, M.; Gill, P.M.W.; Johnson, B.; Chen, W.; Wong, M.W.; Gonzalez, C.; Pople, J.A., Gaussian 03 Revision D.01; Gaussian, Inc.: Wallingford CT, 2004.
19. Becke, A.D. J. Chem. Phys. 1993, 98, 5648.
20. Lee, C.; Yang, W.; Parr, R.G. Phys. Rev. B 1988, 37, 785.
21. Glendening, E.D.; Badenhoop, J.K.; Reed, A.E.; Carpenter, J.E.; Weinhold, F., NBO Version 3.1, Theoretical Chemistry Institute, University of Wisconsin, Madison, USA.
22. Tenderholt, A.L., QMForge, version 2.1, Standford University, Standford, CA, USA, October 30, 2007, http://qmforge.sourceforge.net.
23. Markham, G.D.; Bock, C.W.J. Mol. Struct.:THEOCHEM 1997, 418, 139.
24. Desiraju, G.R.; Steiner, T. The Weak Hydrogen Bond in Structural Chemistry and Biology; Oxford University Press: Oxford, New York, 1999.