Modification on C219 by coumarin donor toward efficient sensitizer for dye sensitized solar cells: A theoretical study

Dyes and Pigments

Volumn 99, Issue 1, 2013, Pages 127-135

  Zhang, Ji ^a   Li, Hai Bin ^a   Geng, Yun ^a   Wen, Shi Zheng ^a   Zhong, Rong Lin ^a   Wu, Yong ^a   Fu, Qiang ^a   Su, Zhong Min ^a  

^a NORTHEAST NORMAL UNIVERSITY   (China)

Author keywords

Conduction band energy shift; Coumarin; DFT; Dye C219; Dye sensitized solar cells; Electron donor

Indexed keywords

CONDUCTION BAND ENERGY; COUMARIN; DFT; DYE SENSITIZED SOLAR CELL; ELECTRON DONORS;

CONDUCTION BANDS;

SOLAR CELLS;

EID: 84878136167     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2013.04.026     Document Type: Article

References (80)

1. 2 films Nature 353 1991 737 740 (Pubitemid 21912607)
2. A. Yella, H.W. Lee, H.N. Tsao, C. Yi, A.K. Chandiran, and M.K. Nazeeruddin Porphyrin-sensitized solar cells with cobalt (II/III)-based redox electrolyte exceed 12 percent efficiency Science 334 2011 629 634
3. J.N. Clifford, E. Martinez-Ferrero, A. Viterisi, and E. Palomares Sensitizer molecular structure-device efficiency relationship in dye sensitized solar cells Chem Soc Rev 40 2011 1635 1646
4. B.H. Kim, and H.S. Freeman Structure-photovoltaic performance relationships for DSSC sensitizers having heterocyclic and benzene spacers J Mater Chem 22 2012 20403 20409
5. B.H. Kim, and H.S. Freeman New N-methyl pyrrole and thiophene based D-π-A systems for dye-sensitized solar cells Dyes Pigm 96 2013 313 318
6. B.F. Minaev, G.V. Baryshnikov, and V.A. Minaeva Electronic structure and spectral properties of the triarylamine-dithienosilole dyes for efficient organic solar cells Dyes Pigm 92 2012 531 536
7. S. Qu, B. Wang, F. Guo, J. Li, W. Wu, and C. Kong New diketo-pyrrolo-pyrrole (DPP) sensitizer containing a furan moiety for efficient and stable dye-sensitized solar cells Dyes Pigm 92 2012 1384 1393
8. L. Wan, D. Qi, Y. Zhang, and J. Jiang Controlling the directionality of charge transfer in phthalocyaninato zinc sensitizer for a dye-sensitized solar cell: density functional theory studies Phys Chem Chem Phys 13 2011 1639 1648
9. M. Miyashita, K. Sunahara, T. Nishikawa, Y. Uemura, N. Koumura, and K. Hara Interfacial electron-transfer kinetics in metal-free organic dye-sensitized solar cells: combined effects of molecular structure of dyes and electrolytes J Am Chem Soc 130 2008 17874 17881
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. Y. Cui, Y. Wu, X. Lu, X. Zhang, G. Zhou, and F.B. Miapeh Incorporating benzotriazole moiety to construct D-A-π-A organic sensitizers for solar cells: significant enhancement of open-circuit photovoltage with long alkyl group Chem Mater 23 2011 4394 4401
12. A.M. Asaduzzaman, G.A.G. Chappellaz, and G. Schreckenbach Relationship between dye-iodine binding and cell voltage in dye-sensitized solar cells: a quantum-mechanical look J Comput Chem 33 2012 2492 2497
13. B. 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
14. N. Martsinovich, and A. Troisi Theoretical studies of dye-sensitised solar cells: from electronic structure to elementary processes Energy Environ Sci 4 2011 4473 4495
15. S. Fantacci, and F. De Angelis A computational approach to the electronic and optical properties of Ru(II) and Ir(III) polypyridyl complexes: applications to DSC, OLED and NLO Coord Chem Rev 255 2011 2704 2726
16. 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
17. J. He, W. Wu, J. Hua, Y. Jiang, S. Qu, and J. Li Bithiazole-bridged dyes for dye-sensitized solar cells with high open circuit voltage performance J Mater Chem 21 2011 6054 6062
18. K. Guo, K. Yan, X. Lu, Y. Qiu, Z. Liu, and J. Sun Dithiafulvenyl unit as a new donor for high-efficiency dye-sensitized solar cells: synthesis and demonstration of a family of metal-free organic sensitizers Org Lett 14 2012 2214 2217
19. 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
20. 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 Funct Mater 21 2011 756 763
21. S. Qu, C. Qin, A. Islam, Y. Wu, W. Zhu, and J. Hua A novel D-A-π-A organic sensitizer containing a diketopyrrolopyrrole unit with a branched alkyl chain for highly efficient and stable dye-sensitized solar cells Chem Comm 48 2012 6972 6974
22. A. Mishra, M.K.R. Fischer, and P. Bäuerle Metal-free organic dyes for dye-sensitized solar cells: from structure: property relationships to design rules Angew Chem Int Ed 48 2009 2474 2499
23. A. Becke A new mixing of Hartree Fock and local density functional theories J Chem Phys 98 1993 1372
24. 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
25. J. Tomasi, B. Mennucci, and R. Cammi Quantum mechanical continuum solvation models Chem Rev 105 2005 2999 3093 (Pubitemid 41222791)
26. J.P. Perdew, K. Burke, and M. Ernzerhof Generalized gradient approximation made simple Phys Rev Lett 77 1996 3865 3868 (Pubitemid 126631804)
27. 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
28. J.D. Chai, and M. Head-Gordon Systematic optimization of long-range corrected hybrid density functionals J Chem Phys 128 2008 084106
29. S. Chibani, B. Le Guennic, A. Charaf-Eddin, O. Maury, C. Andraud, and D. Jacquemin On the computation of adiabatic energies in Aza-Boron-dipyrromethene dyes J Chem Theory Comput 8 2012 3303 3313
30. J. Zhang, Y.H. Kan, H.B. Li, Y. Geng, Y. Wu, and Y.A. Duan Cyano or o-nitrophenyl? Which is the optimal electron-withdrawing group for the acrylic acid acceptor of D-π-A sensitizers in DSSCs? A density functional evaluation J Mol Model 19 2013 1597 1604
31. T. Clark, M. Hennemann, J. Murray, and P. Politzer Halogen bonding: the σ-hole J Mol Model 13 2007 291 296
32. P. Politzer, P. Lane, M. Concha, Y. Ma, and J. Murray An overview of halogen bonding J Mol Model 13 2007 305 311 (Pubitemid 46189160)
33. Y. Zhao, and D. Truhlar The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, noncovalent interactions, excited states, and transition elements: two new functionals and systematic testing of four M06-class functionals and 12 other functionals Theor Chem Acc 120 2008 215 241
34. Y. Zhao, and D.G. Truhlar Density functionals with broad applicability in chemistry Acc Chem Res 41 2008 157 167
35. K.E. Riley, M. Pitoňák, P. Jurečka, and P. Hobza Stabilization and structure calculations for noncovalent interactions in extended molecular systems based on wave function and density functional theories Chem Rev 110 2010 5023 5063
36. 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
37. 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
38. 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
39. M.D. Newton, and N.R. Kestner The water dimer: theory versus experiment Chem Phys Lett 94 1983 198 201
40. 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
41. 2 nanoparticles J Phys Chem B 104 2000 10348 10351
42. 2 nanoparticles J Am Chem Soc 126 2004 15024 15025 (Pubitemid 39557251)
43. F. De Angelis Direct vs. indirect injection mechanisms in perylene dye-sensitized solar cells: a DFT/TDDFT investigation Chem Phys Lett 493 2010 323 327
44. P. Ordejón, E. Artacho, and J.M. Soler Self-consistent order-N density-functional calculations for very large systems Phys Rev B - Condens Matter Mater Phys 53 1996 R10441 R10444
45. M.S. José, A. Emilio, D.G. Julian, G. Alberto, J. Javier, and O. Pablo The SIESTA method for ab initio order- N materials simulation J Phys Condens Matter 14 2002 2745
46. D. Sánchez-Portal, P. Ordejón, E. Artacho, and J.M. Soler Density-functional method for very large systems with LCAO basis sets Int J Quantum Chem 65 1997 453 461 (Pubitemid 127616617)
47. M. Cossi Time-dependent density functional theory for molecules in liquid solutions J Chem Phys 115 2001 4708
48. J. Preat, D. Jacquemin, and E.A. Perpete Towards new efficient dye-sensitised solar cells Energy Environ Sci 3 2010 891 904
49. P.G. Bomben, K.C.D. Robson, B.D. Koivisto, and C.P. Berlinguette Cyclometalated ruthenium chromophores for the dye-sensitized solar cell Coord Chem Rev 256 2012 1438 1450
50. 2 conduction band in dye-sensitized solar cells: disentangling charge transfer and electrostatic effects Energy Environ Sci 6 2013 183 193
51. 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
52. P. Chen, J.H. Yum, F. De Angelis, E. Mosconi, S. Fantacci, and S.J. Moon High open-circuit voltage solid-state dye-sensitized solar cells with organic dye Nano Lett 9 2009 2487 2492
53. Z.S. Wang, K. Hara, Y. Danoh, C. Kasada, A. Shinpo, and S. Suga Photophysical and (photo)electrochemical properties of a coumarin dye J Phys Chem B 109 2005 3907 3914 (Pubitemid 40402269)
54. 2 anatase (101) surface J Phys Chem C 113 2009 20117 20126
55. + (Ng = Ar, Kr, Xe) by density functional and coupled cluster methods J Am Chem Soc 130 2007 1048 1060
56. U.C. Singh, and P.A. Kollman An approach to computing electrostatic charges for molecules J Comput Chem 5 1984 129 145
57. B.H. Besler, K.M. Merz, and P.A. Kollman Atomic charges derived from semiempirical methods J Comput Chem 11 1990 431 439
58. D. Jacquemin, T.L. Bahers, C. Adamo, and I. Ciofini What is the "best" atomic charge model to describe through-space charge-transfer excitations? Phys Chem Chem Phys 14 2012 5383 5388
59. D. Matthews, P. Infelta, and M. Grätzel Calculation of the photocurrent-potential characteristic for regenerative, sensitized semiconductor electrodes Sol Energy Mater 44 1996 119 155 (Pubitemid 126407461)
60. J. Preat Photoinduced energy-transfer and electron-transfer processes in dye-sensitized solar cells: TDDFT insights for triphenylamine dyes J Phys Chem C 114 2010 16716 16725
61. N. Martsinovich, and A. Troisi High-throughput computational screening of chromophores for dye-sensitized solar cells J Phys Chem C 115 2011 11781 11792
62. 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
63. J. Preat, A. Hagfeldt, and E.A. Perpete Investigation of the photoinduced electron injection processes for p-type triphenylamine-sensitized solar cells Energy Environ Sci 4 2011 4537 4549
64. 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
65. J. Zhang, Y.H. Kan, H.B. Li, Y. Geng, Y. Wu, and Z.M. Su How to design proper π-spacer order of the D-π-A dyes for DSSCs? A density functional response Dyes Pigm 95 2012 313 321
66. J. Wang, F.Q. Bai, B.H. Xia, L. Feng, H.X. Zhang, and Q.J. Pan On the viability of cyclometalated Ru(ii) complexes as dyes in DSSC regulated by COOH group, a DFT study Phys Chem Chem Phys 13 2011 2206 2213
67. A. Hagfeldt, G. Boschloo, L. Sun, L. Kloo, and H. Pettersson Dye-sensitized solar cells Chem Rev 110 2010 6595 6663
68. A. Hagfeldt, and M. Graetzel Light-induced redox reactions in nanocrystalline systems Chem Rev 95 1995 49 68
69. Y. Geng, H.B. Li, S.X. Wu, and Z.M. Su The interplay of intermolecular interactions, packing motifs and electron transport properties in perylene diimide related materials: a theoretical perspective J Mater Chem 22 2012 20840 20851
70. S.E. Koops, P.R.F. Barnes, B. O'Regan, and J.R. Durrant Kinetic competition in a coumarin dye-sensitized solar cell: injection and recombination limitations upon device performance J Phys Chem C 114 2010 8054 8061
71. 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
72. K.L. Wu, C.H. Li, Y. Chi, J.N. Clifford, L. Cabau, and E. Palomares Dye molecular structure device open-circuit voltage correlation in Ru(II) sensitizers with heteroleptic tridentate chelates for dye-sensitized solar cells J Am Chem Soc 134 2012 7488 7496
73. 2 films J Phys Chem B 109 2004 142 150
74. 2 electrons and the kinetics of recombination in dye-sensitized solar cells J Phys Chem Lett 3 2012 1980 1984
75. B. O'Regan, and J.R. Durrant Kinetic and energetic paradigms for dye-sensitized solar cells: moving from the ideal to the real Acc Chem Res 42 2009 1799 1808
76. 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
77. K.C.D. Robson, K. Hu, G.J. Meyer, and C.P. Berlinguette Atomic level resolution of dye regeneration in the dye-sensitized solar cell J Am Chem Soc 135 2013 1961 1971
78. D. Jacquemin, E.A. Perpete, I. Ciofini, and C. Adamo Accurate simulation of optical properties in dyes Acc Chem Res 42 2008 326 334
79. C. Adamo, and D. Jacquemin The calculations of excited-state properties with time-dependent density functional theory Chem Soc Rev 42 2013 845 856
80. 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 (Pubitemid 351364858)