How to design proper π-spacer order of the D-π-A dyes for DSSCs? A density functional response

Dyes and Pigments

Volumn 95, Issue 2, 2012, Pages 313-321

  Zhang, Ji ^b   Kan, Yu He ^a   Li, Hai Bin ^b   Geng, Yun ^b   Wu, Yong ^b   Su, Zhong Min ^b  

^a HUAIYIN NORMAL UNIVERSITY   (China)

^b NORTHEAST NORMAL UNIVERSITY   (China)

Author keywords

Charge recombination; Conjugation order; DFT; Dye sensitized solar cells; Organic dyes; Vertical dipole moment

Indexed keywords

CHARGE RECOMBINATIONS; CONJUGATION ORDER; DFT; DYE SENSITIZED SOLAR CELL; ORGANIC DYE; VERTICAL DIPOLE;

SOLAR CELLS;

DENSITY FUNCTIONAL THEORY;

EID: 84862314044     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2012.05.020     Document Type: Article

References (71)

1. A. Mishra, M.K.R. Fischer, and P. Bauerle Metal-free organic dyes for dye-sensitized solar cells: from structure: property relationships to design rules Angew Chem Int Ed 48 2009 2474 2499
2. W. Zhu, Y. Wu, S. Wang, W. Li, X. Li, and J. Chen Organic D-A-π-A solar cell sensitizers with improved stability and spectral response Adv Fucnt Mater 21 2011 756 763
3. A. Hagfeldt, G. Boschloo, L. Sun, L. Kloo, and H. Pettersson Dye-sensitized solar cells Chem Rev 110 2010 6595 6663
4. J. Preat, D. Jacquemin, and E.A. Perpete Towards new efficient dye-sensitised solar cells Energy Environ Sci 3 2010 891 904
5. Y. Bai, J. Zhang, D. Zhou, Y. Wang, M. Zhang, and P. Wang Engineering organic sensitizers for iodine-free dye-sensitized solar cells: red-shifted current response concomitant with attenuated charge recombination J Am Chem Soc 133 2011 11442 11445
6. T. Horiuchi, H. Miura, K. Sumioka, and S. Uchida High efficiency of dye-sensitized solar cells based on metal-free indoline dyes J Am Chem Soc 126 2004 12218 12219
7. S. Kim, J.K. Lee, S.O. Kang, J. Ko, J.H. Yum, and S. Fantacci Molecular engineering of organic sensitizers for solar cell applications J Am Chem Soc 128 2006 16701 16707
8. M.K. Nazeeruddin, E. Baranoff, and M. Grätzel Dye-sensitized solar cells: a brief overview Solar Energy 85 2011 1172 1178
9. F. D'Souza, and O. Ito Photosensitized electron transfer processes of nanocarbons applicable to solar cells Chem Soc Rev 41 2012 86 96
10. Z. Ning, Y. Fu, and H. Tian Improvement of dye-sensitized solar cells: what we know and what we need to know Energy Environ Sci 3 2010 1170 1181
11. 2 sensitized solar cells Energy Environ Sci 4 2011 1820 1829
12. W. Zeng, Y. Cao, Y. Bai, Y. Wang, Y. Shi, and M. Zhang Efficient dye-sensitized solar cells with an organic photosensitizer featuring orderly conjugated ethylenedioxythiophene and dithienosilole blocks Chem Mater 22 2010 1915 1925
13. H. Tian, X. Yang, R. Chen, R. Zhang, A. Hagfeldt, and L. Sun Effect of different dye baths and dye-structures on the performance of dye-sensitized solar cells based on triphenylamine dyes J Phys Chem C 112 2008 11023 11033
14. J. Preat, C. Michaux, D. Jacquemin, and E.A. Perpete Enhanced efficiency of organic dye-sensitized solar cells: triphenylamine derivatives J Phys Chem C 113 2009 16821 16833
15. M. Pastore, E. Mosconi, F. De Angelis, and M. Grätzel A computational investigation of organic dyes for dye-sensitized solar cells: benchmark, strategies, and open issues J Phys Chem C 114 2010 7205 7212
16. S. Meng, E. Kaxiras, M.K. Nazeeruddin, and M. Grätzel Design of dye acceptors for photovoltaics from first-principles calculations J Phys Chem C 115 2011 9276 9282
17. M. Grätzel Dye-sensitized solar cells J Photochem Photobiol C Photochem Rev 4 2003 145 153
18. Y. Liang, B. Peng, and J. Chen Correlating dye adsorption behavior with the open-circuit voltage of triphenylamine-based dye-sensitized solar cells J Phys Chem C 114 2010 10992 10998
19. N. Cai, S.-J. Moon, L. Cevey-Ha, T. Moehl, R. Humphry-Baker, and P. Wang An organic D-π-A dye for record efficiency solid-state sensitized heterojunction solar cells Nano Lett 11 2011 1452 1456
20. J. Liu, D. Zhou, M. Xu, X. Jing, and P. Wang The structure-property relationship of organic dyes in mesoscopic titania solar cells: only one double-bond difference Energy Environ Sci 4 2011 3545 3551
21. D. Casanova The role of the π linker in Donor-π-Acceptor organic dyes for high-performance sensitized solar cells ChemPhysChem 12 2011 2979 2988
22. X. Cheng, S. Sun, M. Liang, Y. Shi, Z. Sun, and S. Xue Organic dyes incorporating the cyclopentadithiophene moiety for efficient dye-sensitized solar cells Dyes Pigm 92 2012 1292 1299
23. T. Duan, K. Fan, Y. Fu, C. Zhong, X. Chen, and T. Peng Triphenylamine-based organic dyes containing a 1,2,3-triazole bridge for dye-sensitized solar cells via a 'Click' reaction Dyes Pigm 94 2012 28 33
24. Y.J. Chang, M. Watanabe, P.-T. Chou, and T.J. Chow [2.2]Paracyclophane as a bridging unit in the design of organic dyes for sensitized solar cells Chem Comm 48 2012 726 728
25. K. Lim, C. Kim, J. Song, T. Yu, W. Lim, and K. Song Enhancing the performance of organic dye-sensitized solar cells via a slight structure modification J Phys Chem C 115 2011 22640 22646
26. Z. Tian, M. Huang, B. Zhao, H. Huang, X. Feng, and Y. Nie Low-cost dyes based on methylthiophene for high-performance dye-sensitized solar cells Dyes Pigm 87 2010 181 187
27. P. Shen, X. Liu, S. Jiang, L. Wang, L. Yi, and D. Ye Synthesis of new N, N-diphenylhydrazone dyes for solar cells: effects of thiophene-derived π-conjugated bridge Dyes Pigm 92 2012 1042 1051
28. Y.-A. Duan, Y. Geng, H.-B. Li, X.-D. Tang, J.-L. Jin, and Z.-M. Su Theoretical study on charge transport properties of cyanovinyl-substituted oligothiophenes Org Electron 13 2012 1213 1222
29. G. Zhang, Y. Bai, R. Li, D. Shi, S. Wenger, and S.M. Zakeeruddin Employ a bisthienothiophene linker to construct an organic chromophore for efficient and stable dye-sensitized solar cells Energy Environ Sci 2 2009 92 95
30. J. Liu, D. Zhou, F. Wang, F. Fabregat-Santiago, S.G. Miralles, and X. Jing Joint photophysical and electrical analyses on the influence of conjugation order in D-π-A photosensitizers of mesoscopic titania solar cells J Phys Chem C 115 2011 14425 14430
31. J. Zhang, H.-B. Li, S.-L. Sun, Y. Geng, Y. Wu, and Z.-M. Su Density functional theory characterization and design of high-performance diarylamine-fluorene dyes with different π spacers for dye-sensitized solar cells J Mater Chem 22 2012 568 576
32. J. Zhang, H.-B. Li, Y. Wu, Y. Geng, Y.-A. Duan, and Y. Liao TD-DFT studies on phenothiazine-based dyes with different donor in dye-sensitized solar cells Chem J Chin U 32 2011 1343 1348
33. J. Preat, D. Jacquemin, C. Michaux, and E.A. Perpète Improvement of the efficiency of thiophene-bridged compounds for dye-sensitized solar cells Chem Phys 376 2010 56 68
34. W. Fan, D. Tan, and W.-Q. Deng Acene-modified triphenylamine dyes for dye-sensitized solar cells: a computational study ChemPhysChem 13 2012 2051 2060
35. 2 film surface with connection mode for DSSC Dyes Pigm 94 2012 459 468
36. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, and J.R. Cheeseman Gaussian 09W, Revision A.02 2009 Gaussian, Inc. Wallingford CT
37. A.D. Becke Density-functional thermochemistry. III. The role of exact exchange J Chem Phys 98 1993 5648 5652
38. M. Cossi Time-dependent density functional theory for molecules in liquid solutions J Chem Phys 115 2001 4708
39. M. Cossi, N. Rega, G. Scalmani, and V. Barone Energies, structures, and electronic properties of molecules in solution with the C-PCM solvation model J Comput Chem 24 2003 669 681
40. J.P. Perdew, K. Burke, and M. Ernzerhof Generalized gradient approximation made simple Phys Rev Lett 77 1996 3865 3868
41. A. Becke A new mixing of Hartree Fock and local density functional theories J Chem Phys 98 1993 1372
42. T. Yanai, D.P. Tew, and N.C. Handy A new hybrid exchange-correlation functional using the Coulomb-attenuating method (CAM-B3LYP) Chem Phys Lett 393 2004 51 57
43. J.P. Foster, and F. Weinhold Natural hybrid orbitals J Am Chem Soc 102 1980 7211 7218
44. Y. Zhao, N.E. Schultz, and D.G. Truhlar Design of density functionals by combining the method of constraint satisfaction with parametrization for thermochemistry, thermochemical kinetics, and noncovalent interactions J Chem Theory Comput 2 2006 364 382
45. S.F. Boys, and F. Bernardi The calculation of small molecular interactions by the differences of separate total energies. Some procedures with reduced errors Mol Phys 19 1970 553 566
46. M.D. Newton, and N.R. Kestner The water dimer: theory versus experiment Chem Phys Lett 94 1983 198 201
47. H.S. Nalwa Handbook of advanced electronic and photonic materials and devices 2001 Academic San Diego, CA
48. 2 nanoclusters J Chem Theory Comput 6 2010 2856 2865
49. R. Sanchez-de-Armas, M.A. San Miguel, J. Oviedo, and J.F. Sanz Coumarin derivatives for dye sensitized solar cells: a TD-DFT study Phys Chem Chem Phys 14 2012 225 233
50. 2 nanoparticles from real time TD-DFT simulations Phys Chem Chem Phys 13 2011 1506 1514
51. Z.-S. Wang, K. Hara, Y. Dan-oh, C. Kasada, A. Shinpo, and S. Suga Photophysical and (Photo)electrochemical properties of a coumarin dye J Phys Chem B 109 2005 3907 3914
52. B. Peng, S. Yang, L. Li, F. Cheng, and J. Chen A density functional theory and time-dependent density functional theory investigation on the anchor comparison of triarylamine-based dyes J Chem Phys 132 2010 034305 034309
53. A. Dreuw, and M. Head-Gordon Single-reference ab initio methods for the calculation of excited states of large molecules Chem Rev 105 2005 4009 4037
54. A.D. Dwyer, and D.J. Tozer Effect of chemical change on TDDFT accuracy: orbital overlap perspective of the hydrogenation of retinal Phys Chem Chem Phys 12 2010 2816 2818
55. R.J. Magyar, and S. Tretiak Dependence of spurious charge-transfer excited states on orbital exchange in TDDFT: large molecules and clusters J Chem Theory Comput 3 2007 976 987
56. N.M. O'Boyle, A.L. Tenderholt, and K.M. Langner Cclib: a library for package-independent computational chemistry algorithms J Comp Chem 29 2008 839 845
57. 3 Films J Phys Chem B 108 2004 4818 4822
58. 2 nanocrystalline thin films Res Chem Intermed 27 2001 393 406
59. N.A. Anderson, X. Ai, and T. Lian Electron injection dynamics from Ru polypyridyl complexes to ZnO nanocrystalline thin films J Phys Chem B 107 2003 14414 14421
60. 2 nanoparticles J Phys Chem B 108 2004 4775 4783
61. C. Zimmermann, F. Willig, S. Ramakrishna, B. Burfeindt, B. Pettinger, and R. Eichberger Experimental fingerprints of vibrational wave-packet motion during ultrafast heterogeneous electron transfer J Phys Chem B 105 2001 9245 9253
62. R.A. Marcus On the theory of electron-transfer reactions. VI. Unified treatment for homogeneous and electrode reactions J Chem Phys 43 1965 679 701
63. N.A. Andersen, and T. Lian Ultrafast electron transfer at the molecule-semiconductor nanoparticle interface Annu Rev Phys Chem 2005 491 519
64. T. Marinado, K. Nonomura, J. Nissfolk, M.K. Karlsson, D.P. Hagberg, and L. Sun How the nature of triphenylamine-polyene dyes in dye-sensitized solar cells affects the open-circuit voltage and electron lifetimes Langmuir 26 2009 2592 2598
65. Y. Bai, Q. Yu, N. Cai, Y. Wang, M. Zhang, and P. Wang High-efficiency organic dye-sensitized mesoscopic solar cells with a copper redox shuttle Chem Comm 47 2011 4376 4378
66. 2 films J Phys Chem B 109 2005 12525 12533
67. M. Tuikka, P. Hirva, K. Rissanen, J. Korppi-Tommola, and M. Haukka Halogen bonding-a key step in charge recombination of the dye-sensitized solar cell Chem Comm 47 2011 4499 4501
68. 2 films J Phys Chem B 109 2004 142 150
69. B.C. O'Regan, K. Walley, M. Juozapavicius, A. Anderson, F. Matar, and T. Ghaddar Structure/function relationships in dyes for solar energy conversion: a two-atom change in dye structure and the mechanism for its effect on cell voltage J Am Chem Soc 131 2009 3541 3548
70. M. Pastore, E. Mosconi, and F. De Angelis Computational investigation of dye-iodine interactions in organic dye-sensitized solar cells J Phys Chem C 116 2012 5965 5973
71. S. Rühle, M. Greenshtein, S.G. Chen, A. Merson, H. Pizem, and C.S. Sukenik Molecular adjustment of the electronic properties of nanoporous electrodes in dye-sensitized solar cells J Phys Chem B 109 2005 18907 18913