Improvement of the efficiency of thiophene-bridged compounds for dye-sensitized solar cells

Chemical Physics

Volumn 376, Issue 1-3, 2010, Pages 56-68

  Preat, Julien ^a   Jacquemin, Denis ^a   Michaux, Catherine ^a   Perpte, Eric A ^a  

^a UNIVERSITY OF NAMUR   (Belgium)

Author keywords

Electron injection; Light harvesting abilities; Solar cell sensitizer; TDDFT; Tetrahydroquinoline dyes; Triphenylamine dyes

Indexed keywords

EID: 78649630148     PISSN: 03010104     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphys.2010.08.001     Document Type: Article

References (105)

1. J.P. Holdren Science 319 2008 424
2. M. Parry, O. Canziani, J. Palutikof, P. van der Linden, C. Hanson, Intergovernmental Panel on Climate Change (IPCC): Climate Change 2007 - Impacts, Adaptation, and Vulnerability 2007 Cambridge University Press Cambridge, UK 1
3. M.I. Hoffert Science 298 2002 981
4. M.A. Green Power to the People: Sunlight to Electricity using Solar Cells 2000 University of New South Wales Press Sydney, Australia pp. 6-91
5. K. Zweibel, J. Mason, and V. Fthenakis Sci. Am. 298 2008 64
6. R.F. Service Science 309 2005 548
7. D.M. Kammen, and S. Pacca Annu. Rev. Environ. Sci. 29 2004 301
8. E.A. Alsema Prog. Photovoltaic 8 2000 17
9. T.A. Heimer, E.J. Heilweil, C.A. Bignozzi, and G. Meyer J. Phys. Chem. A 104 2000 4256
10. M.K. Nazeeruddin Coord. Chem. Rev. 248 2004 1161
11. P.V. Kamat, M. Haria, and S. Hotchandani J. Phys. Chem. B 108 2004 5166
12. J. Bisquert, D. Cahen, G. Hodes, S. Ruehle, and A. Zaban J. Phys. Chem. B 108 2004 8106
13. A. Furube, R. Katoh, T. Yoshihara, K. Hara, S. Murata, H. Arakawa, and M. Tachiya J. Phys. Chem. B 108 2004 12588
14. G. Li, K.J. Jiang, Y.F. Li, S.L. Li, and L.M. Yang J. Phys. Chem. C 112 2008 11591
15. M.K. Nazeeruddin, F. De Angelis, S. Fantacci, A. Selloni, G. Viscardi, P. Liska, S. Ito, T. Bessho, and M. Grätzel J. Am. Chem. Soc. 127 2005 16835
16. S.Z. Wang, Y. Cui, K. Hara, Y. Dan-Oh, C. Kasada, and A. Shinpo Adv. Mater. 19 2007 1138
17. B.M. Wong, and J.G. Codaro J. Chem. Phys. 129 2008 214703
18. K. Sayama, K. Hara, N. Mori, M. Satsuki, S. Suga, S. Tsukagochi, Y. Abe, H. Sugihara, and H. Arakawa Chem. Commun. 2000 1173
19. T. Horiuchi, H. Miura, K. Sumioka, and S. Uchida J. Am. Chem. Soc. 126 2004 12218
20. K. Hara, T. Horiguchi, T. Kinoshita, K. Sayama, H. Sugihara, and H. Arakawa Sol. Energy Mater. Sol. Cells 64 2000 115
21. E. Stathatos, P. Lianos, A. Laschewsky, O. Ouari, and P. Van Cleuvenbergen Chem. Mater. 13 2001 3888
22. R. Chen, X. Yang, H. Tian, X. Wang, A. Hagfeldt, and L. Sun Chem. Mater. 19 2007 4007
23. C. Baik, D. Kim, M.S. Kang, K. Song, O.K. Sang, and J. Ko Tetrahedron 65 2009 5302
24. S. Ferrere, A. Zaban, and B. Gregg J. Phys. Chem. B 101 1997 4490
25. S. Ferrere, and B. Gregg New J. Chem. 26 1997 1155
26. D. Liu, R.W. Fessenden, G.L. Hug, and P.V. Kamat J. Phys. Chem. B 101 1997 2583
27. B. Burfeindt, T. Hannappel, W. Storck, and F. Willig J. Phys. Chem. 100 1996 16463
28. K. Sayama, S. Tsukagochi, K. Hara, Y. Ohga, A. Shinpou, Y. Abe, S. Suga, and H. Arakawa J. Phys. Chem. B 106 2002 1363
29. A. Hagfeldt, and M. Grätzel Acc. Chem. Res. 33 2000 269
30. Z. Ning, Q. Zhang, W.H.P. Wu, and H. Tian J. Org. Chem. 73 2008 3791
31. R. Chen, X. Yang, H. Tian, and L. Sun Photochem. Photobiol. A 189 2007 295
32. D.P. Hagberg, T. Marinado, K.M. Karlsson, K. Nonomura, P. Qin, G. Boschloo, T. Brinck, A. Hagfeldt, and L. Sun J. Org. Chem. 72 2007 9550
33. Y.J. Chang, and T.J. Chow Tetrahedron 13 2009 4726
34. J. Preat, C. Michaux, D. Jacquemin, and E.A. Perpte J. Phys. Chem. C 113 2009 16821
35. F. Labat, I. Ciofini, H.P. Hratchian, M. Frisch, K. Raghavachari, and C. Adamo J. Am. Chem. Soc. 131 2009 14290
36. J.L. Brédas, J.E. Norton, J. Cornil, and V. Coropceanu Acc. Chem. Res. 42 2009 1691
37. D. Jacquemin, E.A. Perpte, I. Ciofini, and C. Adamo Acc. Chem. Res. 42 2009 326
38. V. Barone, and A. Polimeno Chem. Soc. Rev. 36 2007 1724
39. C. Jamorski-Jödicke, and H.P. Lüthi J. Am. Chem. Soc. 125 2002 252
40. C. Jamorski-Jödicke, and H.P. Lüthi J. Chem. Phys. 117 2002 4146
41. J. Preat, D. Jacquemin, V. Wathelet, J.M. André, and E.A. Perpte J. Phys. Chem. A 110 2006 8144
42. M. Cossi, and V. Barone J. Chem. Phys. 115 2001 4708
43. C. Adamo, and V. Barone Chem. Phys. Lett. 330 2000 152
44. W. Adam, and O. Krebs Chem. Rev. 103 2003 4131
45. E.J. Baerends, G. Ricciardi, A. Rosa, and S.J.A. van Gisbergen Coord. Chem. Rev. 230 2002 5
46. D. Jacquemin, J. Preat, V. Wathelet, M. Fontaine, and E.A. Perpte J. Am. Chem. Soc. 128 2006 2072
47. D. Jacquemin, V. Wathelet, E.A. Perpte, and C. Adamo J. Chem. Theory. Comput. 5 2009 2420
48. T. Tawada, T. Tsuneda, S. Yanagisawa, T. Yanai, and K. Hirao J. Chem. Phys. 120 2004 8425
49. M. Kamiya, H. Sekino, T. Tsuneda, and K. Hirao J. Chem. Phys. 122 2005 234111
50. M. Chiba, T. Tsuneda, and K. Hirao J. Chem. Phys. 124 2006 144106
51. M.J.G. Peach, P. Benfield, T. Helgaker, and D.J. Tozer J. Chem. Phys. 128 2008 044118
52. M.A. Rohrdanz, and J.M. Herbert J. Chem. Phys. 129 2008 034107
53. C.A. Bertolino, A.M. Ferrari, C. Barolo, G. Viscardi, S. Caputo, and G. Coluccia Chem. Phys. 52 2006 330
54. J.B. Prieto, F.L. Arbeloa, V.M. Martinez, and I.L. Arbeloa Chem. Phys. 13 2003 296
55. S. Grimme, and F. Neese J. Chem. Phys. 127 2007 154116
56. M. Schreiber, V. Bub, and M.P. Fülscher Phys. Chem. Chem. Phys. 3 2001 3906
57. D. Jacquemin, E.A. Perpte, G. Scalmani, M.J. Frisch, R. Kobayashi, and C. Adamo J. Chem. Phys. 126 2007 144105
58. D. Jacquemin, E.A. Perpte, G. Scuseria, I. Ciofini, and C. Adamo J. Chem. Theory. Comput. 4 2008 123
59. T.W. Hamann, R.A. Jensen, A.B.F. Martinson, H. Van Ryswyk, and J.T. Hupp Energy Environ. Sci. 1 2008 66
60. H. Tian, X. Yang, J. Pan, R. Chen, M. Liu, Q. Zhang, A. Hagfeldt, and L. Sun Adv. Funct. Mater. 18 2008 3461
61. M.J. Frisch et al., Gaussian, Revision D.02, in: Gaussian, Inc., (Ed.), Gaussian, Inc., Wallingford, CT, USA, 2005.
62. A.D. Becke J. Chem. Phys. 98 1993 1372
63. A.D. Becke Phys. Rev. A 38 1988 3098
64. C. Lee, W. Yang, and R.G. Parr Phys. Rev. B 37 1988 785
65. V.A. Naumov, S. Samdal, A.V. Naumov, S. Gundersen, and H.V. Volden Russ. J. Gen. Chem. 75 2005 1956
66. 2).
67. C. Adamo, and V. Barone J. Chem. Phys. 110 1999 6158
68. A.D. Becke J. Chem. Phys. 98 1993 5648
69. R.J. Magyar, and S. Tretiak J. Chem. Theory Comput. 3 2007 976
70. J.L. Brédas, D. Beljonne, V. Coropceanu, and J. Cornil J. Chem. Rev. 104 2004 4971
71. R. Krishnan, J.S. Binkley, R. Seeger, and J.A. Pople J. Chem. Phys. 72 1980 650
72. C. Amovilli, V. Barone, R. Cammi, E. Cancs, M. Cossi, B. Mennucci, C.S. Pomelli, and J. Tomasi Adv. Quant. Chem. 32 1998 227
73. J. Tomasi, B. Mennucci, and R. Cammi Chem. Rev. 105 2005 2999
74. For the geometry optimisation process, we turned on the following options (i) Radii = UAKS which selects radii optimized at DFT level of theory for building the solute cavity and (ii) NoAddSph [61] which avoids the generation of smoothing spheres on the cavity surface.
75. A. Sen, and P.E. Nielsen Nucleic Acids Res. 35 2007 3367
76. R. Katoh, A. Furube, T. Yoshihara, K. Hara, G. Fujihashi, S. Takano, S. Murata, H. Arakawa, and M. Tachiya J. Phys. Chem. B 108 2004 4818
77. J.B. Asbury, Y.Q. Wang, E. Hao, H. Ghosh, and T. Lian Res. Chem. Intermed. 27 2001 393
78. A. Hagfeldt, and M. Grätzel Chem. Rev. 95 1995 49
79. P.F. Barbara, T.J. Meyer, and M.A. Ratner J. Phys. Chem. 100 1996 13148
80. D. Matthews, P. Infelta, and M. Grätzel Sol. Energy Mater. Sol. Cells 44 1996 119
81. F. De Angelis, S. Fantacci, and A. Selloni Nanotechnology 19 2008 424002
82. G. Benkö, J. Kallioien, J.E.I. Korppi-Tommola, A.P. Yartsev, and V. Sundström J. Am. Chem. Soc. 124 2002 489
83. S. Iwa, K. Hara, S. Murata, R. Katoh, H. Sugihara, and H. Arakawa J. Chem. Phys. 113 2000 3366
84. C. Bauer, G. Boschloo, E. Mukhtar, and A. Hagfeldt Int. J. Photochem. 4 2002 17
85. R.J. Cave, and E.W. Castner Jr. J. Phys. Chem. A 106 2002 12117
86. R.J. Cave, K. Burke, and E.W. Castner Jr. J. Phys. Chem. A 106 2002 9294
87. P. Carbonniere, T. Lucca, C. Pouchan, N. Rega, and V. Barone J. Comput. Chem. 26 2005 384
88. R. Improta, V. Barone, G. Scalmani, and M.J. Frisch J. Chem. Phys. 125 2006 054103
89. The MOA has been performed with Molekel (version 5.4.0.8) of the Swiss National Supercomputing Centre (CSCS).
90. H. Tian, X. Yang, R. Chen, R. Zhang, A. Hagfeldt, and L. Sun J. Phys. Chem. C 112 2008 11023
91. J. Preat, D. Jacquemin, V. Wathelet, J.M. André, and E.A. Perpte Chem. Phys. 335 2007 177
92. C. Loison, R. Antoine, M. Broyer, J. Dugroud, J. Guthmuller, and D. Simon Chem. Eur. J. 14 2008 7351
93. D. Guillaumont, and S. Nakamura Dyes Pigm. 46 2000 85
94. Q. Li, X.X. Zhang, Y. Meng, and M.B. Chen Chin. Chem. Lett. 16 2005 693
95. W. Xu, B. Peng, J. Chen, M. Liang, and F. Cai J. Phys. Chem. C 112 2008 874
96. For THQ-9, the excitation energy is overestimated by BHandHLYP, whereas EOXdye is underestimated. As previously shown, PBE0 provides a λmax THQ- 9 in better agreement with the experimental value, subsequently giving a theoretical Δ Ginject. (-2.35 eV) closer to the experimental value (-1.51 eV).
97. This assumption is valid as long as the injection is restricted to energy levels close to the conduction band edge, and is combined to a density of acceptor states constant in the same energy range.
98. D. Cahen, G. Hodes, M. Grätzel, J.F. Guillermoles, and I. Riess J. Phys. Chem. B 104 2000 2053
99. H.S. Nalwa Handbook of Advanced Electronic and Photonic Materials and Devices 2001 Academic San Diego, CA pp. 1-3366
100. B.H. Besler, K.M. Merz, and P.A. Kollman J. Comput. Chem. 11 1990 431
101. B. Peng, S. Yang, L. Li, F. Cheng, and J. Chen J. Chem. Phys. 132 2009 034305
102. K. Andersson, P.-A. Malmqvist, and B.O. Roos J. Chem. Phys. 96 1992 1218
103. P.J. Bruna, S.D. Peyerimhoff, and R. Buenker J. Chem. Phys. Lett. 72 1980 278
104. D. Jacquemin, M. Bouhy, and E.A. Perpte J. Chem. Phys. 126 2006 204321
105. Y. Bai, Y. Cao, J. Zhang, M. Wang, R. Li, P. Whang, S.M. Zakeeruddin, and M. Grätzel Nature Mater. 7 2008 626