Kinetics versus energetics in dye-sensitized solar cells based on an ethynyl-linked porphyrin heterodimer

Journal of Physical Chemistry C

Volumn 118, Issue 3, 2014, Pages 1426-1435

  Liu, Yizhu ^a,b   Lin, Hong ^a   Dy, Joanne T ^b   Tamaki, Koichi ^b   Nakazaki, Jotaro ^b   Nishiyama, Chie ^b   Uchida, Satoshi ^b   Segawa, Hiroshi ^b   Li, Jianbao ^a  

^a TSINGHUA UNIVERSITY   (China)

^b UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

4-TERT-BUTYLPYRIDINE; AXIAL COORDINATION; DRIVING FORCES; DYE-SENSITIZED SOLAR CELL; ELECTROLYTE ENVIRONMENT; HETERO DIMERS; PHOTOELECTROCHEMICALS; PHOTOPHYSICAL PROPERTIES;

BIOMOLECULES; ELECTROLYTES; ENERGY CONVERSION; KINETICS; OPEN CIRCUIT VOLTAGE; PHOTOELECTROCHEMICAL CELLS; PORPHYRINS; ZINC COMPOUNDS;

SOLAR CELLS;

EID: 84893104683     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp408737f     Document Type: Article

References (76)

1. 2 Films Nature 1991, 353, 737-740
2. Yum, J.-H.; Baranoff, E.; Kessler, F.; Moehl, T.; Ahmad, S.; Bessho, T.; Marchioro, A.; Ghadiri, E.; Moser, J.-E.; Yi, C. A Cobalt Complex Redox Shuttle for Dye-Sensitized Solar Cells with High Open-Circuit Potentials Nat. Commun. 2012, 3, 631
3. Yella, A.; Lee, H.-W.; Tsao, H. N.; Yi, C.; Chandiran, A. K.; Nazeeruddin, Md. K.; Diau, E. W.-G.; Yeh, C.-Y.; Zakeeruddin, S. M.; Grätzel, M. Porphyrin-Sensitized Solar Cells with Cobalt (II/III)-Based Redox Electrolyte Exceed 12% Efficiency Science 2011, 334, 629-634
4. Hardin, B. E.; Snaith, H. J.; McGehee, M. D. The Renaissance of Dye-Sensitized Solar Cells Nat. Photonics 2012, 6, 162-169
5. Hagfeldt, A.; Boschloo, G.; Sun, L.; Kloo, L.; Pettersson, H. Dye-Sensitized Solar Cells Chem. Rev. 2010, 110, 6595-6663
6. Bessho, T.; Zakeeruddin, S. M.; Yeh, C.; Diau, E. W.; Grätzel, M. Highly Efficient Mesoscopic Dye-Sensitized Solar Cells Based on Donor-Acceptor-Substituted Porphyrins Angew. Chem., Int. Ed. 2010, 49, 6646-6649
7. Li, L.-L.; Diau, E. W.-G. Porphyrin-Sensitized Solar Cells Chem. Soc. Rev. 2013, 42, 291-304
8. Lin, L.-Y.; Chen, Y.-H.; Huang, Z.-Y.; Lin, H.-W.; Chou, S.-H.; Lin, F.; Chen, C.-W.; Liu, Y.-H.; Wong, K.-T. A Low-Energy-Gap Organic Dye for High-Performance Small-Molecule Organic Solar Cells J. Am. Chem. Soc. 2011, 133, 15822-15825
9. Choi, H.; Kim, J.; Song, K.; Ko, J.; Nazeeruddin, M. K.; Grätzel, M. Molecular Engineering of Panchromatic Unsymmetrical Squaraines for Dye-Sensitized Solar Cell Applications J. Mater. Chem. 2010, 20, 3280-3286
10. 2 Nanocrystalline Films Adv. Funct. Mater. 2009, 19, 2720-2727
11. Beverina, L.; Ruffo, R.; Mari, C. M.; Pagani, G. A.; Sassi, M.; Angelis, F. D.; Fantacci, S.; Yum, J.; Grätzel, M.; Nazeerddin, M. K. Panchromatic Cross-Substituted Squaraines for Dye-Sensitized Solar Cell Applications ChemSusChem 2009, 2, 621-624
12. Tian, H.; Yang, X.; Chen, R.; Hagfeldt, A.; Sun, L. A Metal-Free "Black Dye" for Panchromatic Dye-sensitized Solar Cells Energy Environ. Sci. 2009, 2, 674-677
13. Macor, L.; Fungo, F.; Tempesti, T.; Durantini, E. N.; Otero, L.; Barea, E. M.; Fabregat-Santiago, F.; Bisquert, J. Near-IR Sensitization of Wide Band Gap Oxide Semiconductor by Axially Anchored Si-Naphthalocyanines Energy Environ. Sci. 2009, 2, 529-534
14. Cid, J.; Yum, J.; Jang, S.; Nazeeruddin, M. K.; Martínez-Ferrero, E.; Palomares, E.; Ko, J.; Grätzel, M.; Torres, T. Molecular Cosensitization for Efficient Panchromatic Dye-Sensitized Solar Cells Angew. Chem., Int. Ed. 2007, 46, 8358-8362
15. Erten-Ela, S.; Yilmaz, M. D.; Icli, B.; Dede, Y.; Icli, S.; Akkaya, E. U. A Panchromatic Boradiazaindacene (BODIPY) Sensitizer for Dye-Sensitized Solar Cells Org. Lett. 2008, 10, 3299-3302
16. 2 Electrodes: The Key Role of Charge Recombination for Solar Cell Performance J. Phys. Chem. A 2011, 115, 3679-3690
17. Santos, T. D.; Morandeira, A.; Koops, S.; Mozer, A. J.; Tsekouras, G.; Dong, Y.; Wagner, P.; Wallace, G.; Earles, J. C.; Gordon, K. C. Injection Limitations in a Series of Porphyrin Dye-Sensitized Solar Cells J. Phys. Chem. C 2010, 114, 3276-3279
18. Koops, S. E.; Barnes, P. R. F.; O'Regan, B. C.; Durrant, J. R. Kinetic Competition in a Coumarin Dye-Sensitized Solar Cell: Injection and Recombination Limitations upon Device Performance J. Phys. Chem. C 2010, 114, 8054-8061
19. Tachibana, Y.; Haque, S. A.; Mercer, I. P.; Durrant, J. R.; Klug, D. R. Electron Injection and Recombination in Dye Sensitized Nanocrystalline Titanium Dioxide Films: A Comparison of Ruthenium Bipyridyl and Porphyrin Sensitizer Dyes J. Phys. Chem. B 2000, 104, 1198-1205
20. Hamann, T. W.; Jensen, R. A.; Martinson, A. B. F.; Ryswyk, H. V.; Hupp, J. T. Advancing Beyond Current Generation Dye-Sensitized Solar Cells Energy Environ. Sci. 2008, 1, 66-78
21. Koops, S. E.; O'Regan, B. C.; Barnes, P. R. F.; Durrant, J. R. Parameters Influencing the Efficiency of Electron Injection in Dye-Sensitized Solar Cells J. Am. Chem. Soc. 2009, 131, 4808-4818
22. - Electrolyte in Ruthenium Heteroleptic Complexes: Dye Molecular Structure-Open Circuit Voltage Relationship J. Am. Chem. Soc. 2008, 130, 13558-13567
23. Koops, S. E.; Durrant, J. R. Transient Emission Studies of Electron Injection in Dye-Sensitised Solar Cells Inorg. Chim. Acta 2008, 361, 663-670
24. Liu, Y.; Lin, H.; Dy, J. T.; Tamaki, K.; Nakazaki, J.; Nakayama, D.; Uchida, S.; Kubo, T.; Segawa, H. N -Fused Carbazole-Zinc Porphyrin-Free-Base Porphyrin Triad for Efficient Near-IR Dye-Sensitized Solar Cells Chem. Commun. 2011, 47, 4010-4012
25. Liu, Y.; Lin, H.; Li, J.; Dy, J. T.; Tamaki, K.; Nakazaki, J.; Nakayama, D.; Nishiyama, C.; Uchida, S.; Kubo, T. Ethynyl-Linked Push-Pull Porphyrin Hetero-Dimers for Near-IR Dye-Sensitized Solar Cells: Photovoltaic Performances versus Excited-State Dynamics Phys. Chem. Chem. Phys. 2012, 14, 16703-16712
26. Imahori, H.; Matsubara, Y.; Iijima, H.; Umeyama, T.; Matano, Y.; Ito, S.; Niemi, M.; Tkachenko, N. V.; Lemmetyinen, H. Effects of meso -Diarylamino Group of Porphyrins as Sensitizers in Dye-Sensitized Solar Cells on Optical, Electrochemical, and Photovoltaic Properties J. Phys. Chem. C 2010, 114, 10656-10665
27. Wu, S.; Lu, H.; Yu, H.; Chuang, S.; Chiu, C.; Lee, C.; Diau, E. W.; Yeh, C. Design and Characterization of Porphyrin Sensitizers with a Push-Pull Framework for Highly Efficient Dye-Sensitized Solar Cells Energy Environ. Sci. 2010, 3, 949-955
28. Hsieh, C.; Lu, H.; Chiu, C.; Lee, C.; Chuang, S.; Lun, C.; Yen, W.; Hsu, S.; Diau, E. W.; Yeh, C. Synthesis and Characterization of Porphyrin Sensitizers with Various Electron-Donating Substituents for Highly Efficient Dye-Sensitized Solar Cells J. Mater. Chem. 2010, 20, 1127-1134
29. Lu, H.; Tsai, C.; Yen, W.; Hsieh, C.; Lee, C.; Yeh, C.; Diau, E. W. Control of Dye Aggregation and Electron Injection for Highly Efficient Porphyrin Sensitizers Adsorbed on Semiconductor Films with Varying Ratios of Coadsorbate J. Phys. Chem. C 2009, 113, 20990-20997
30. Lu, H.; Mai, C.; Tsai, C.; Hsu, S.; Hsieh, C.; Chiu, C.; Yeh, C.; Diau, E. W. Design and Characterization of Highly Efficient Porphyrin Sensitizers for Green See-through Dye-Sensitized Solar Cells Phys. Chem. Chem. Phys. 2009, 11, 10270-10274
31. Lee, C.; Lu, H.; Lan, C.; Huang, Y.; Liang, Y.; Yen, W.; Liu, Y.; Lin, Y.; Diau, E. W.; Yeh, C. Novel Zinc Porphyrin Sensitizers for Dye-Sensitized Solar Cells: Synthesis and Spectral, Electrochemical, and Photovoltaic Properties Chem.-Eur. J. 2009, 15, 1403-1412
32. Lin, V. S.; DiMagno, S. G.; Therien, M. J. Highly Conjugated, Acetylenyl Bridged Porphyrins: New Models for Light-Harvesting Antenna Systems Science 1994, 264, 1105-1111
33. Kumble, R.; Palese, S.; Lin, V. S.; Therien, M. J.; Hochstrasser, R. M. Ultrafast Dynamics of Highly Conjugated Porphyrin Arrays J. Am. Chem. Soc. 1998, 120, 11489-11498
34. Shediac, R.; Gray, M. H. B.; Uyeda, H. T.; Johnson, R. C.; Hupp, J. T.; Angiolillo, P. J.; Therien, M. J. Singlet and Triplet Excited States of Emissive, Conjugated Bis(porphyrin) Compounds Probed by Optical and EPR Spectroscopic Methods J. Am. Chem. Soc. 2000, 122, 7017-7033
35. Rubtsov, I. V.; Susumu, K.; Rubtsov, G. I.; Therien, M. J. Ultrafast Singlet Excited-State Polarization in Electronically Asymmetric Ethyne-Bridged Bis[(porphinato)zinc(II)] Complexes J. Am. Chem. Soc. 2003, 125, 2687-2696
36. Redmore, N. P.; Rubtsov, I. V.; Therien, M. J. Synthesis, Electronic Structure, and Electron Transfer Dynamics of (Aryl)ethynyl-Bridged Donor-Acceptor Systems J. Am. Chem. Soc. 2003, 125, 8769-8778
37. Zhang, T.; Zhao, Y.; Asselberghs, I.; Persoons, A.; Clays, K.; Therien, M. J. Design, Synthesis, Linear, and Nonlinear Optical Properties of Conjugated (Porphinato)zinc(II)-Based Donor-Acceptor Chromophores Featuring Nitrothiophenyl and Nitrooligothiophenyl Electron-Accepting Moieties J. Am. Chem. Soc. 2005, 127, 9710-9720
38. -5 S/cm Range Through Ancillary Group Modification in Amorphous Solids of Ethyne-Bridged (Porphinato)zinc(II) Oligomers Chem. Mater. 2007, 19, 6062-6064
39. Ghoroghchian, P. P.; Frail, P. R.; Li, G.; Zupancich, J. A.; Bates, F. S.; Hammer, D. A.; Therien, M. J. Controlling Bulk Optical Properties of Emissive Polymersomes Through Intramembranous Polymer-Fluorophore Interactions Chem. Mater. 2007, 19, 1309-1318
40. Fisher, J. A. N.; Susumu, K.; Therien, M. J.; Yodh, A. G. One-and Two-Photon Absorption of Highly Conjugated Multiporphyrin Systems in the Two-Photon Soret Transition Region J. Chem. Phys. 2009, 130, 134506
41. Dy, J. T.; Tamaki, K.; Sanehira, Y.; Nakazaki, J.; Uchida, S.; Kubo, T.; Segawa, H. Ethynyl-Linked Porphyrin Dimers for Dye-Sensitized Solar Cells. Presented at the Renewable Energy 2010 Proceedings, Yokohama, Japan, 2010; O-Pv-11-7.
42. Mai, C.; Huang, W.; Lu, H.; Lee, C.; Chiu, C.; Liang, Y.; Diau, E. W.; Yeh, C. Synthesis and Characterization of Diporphyrin Sensitizers for Dye-Sensitized Solar Cells Chem. Commun. 2010, 46, 809-811
43. 2 Solar Cells J. Phys. Chem. B 2006, 110, 13144-13150
44. Boschloo, G.; Lindström, H.; Magnusson, E.; Holmberg, A.; Hagfeldt, A. Optimization of Dye-Sensitized Solar Cells Prepared by Compression Method J. Photochem. Photobiol., A 2002, 148, 11-15
45. Taura, H.; Daiguji, H. Effect of Pyridine in Electrolyte on the Current-Voltage Characteristics in Dye-Sensitized Solar Cells Electrochim. Acta 2010, 55, 3491-3496
46. Chang, Y.-C.; Wu, H.-P.; Reddy, N. M.; Lee, H.-W.; Lu, H.-P.; Yeh, C.-Y.; Diau, E. W.-G. The Influence of Electron Injection and Charge Recombination Kinetics on the Performance of Porphyrin-Sensitized Solar Cells: Effects of the 4-tert -Butylpyridine Additive Phys. Chem. Chem. Phys. 2013, 15, 4651-4655
47. Vogel, G. C.; Beckmann, B. A. Binding of Pyridine to Phenyl-Substituted Derivatives of Zinc Tetraphenylporphine Inorg. Chem. 1976, 15, 483-484
48. Datta-Gupta, N.; Malakar, D.; Ramcharan, R. G. Binding of Pyridine to a Zinc Porphyrin in Aromatic Solvents J. Inorg. Nucl. Chem. 1981, 43, 2079-2080
49. Lin, C.; Fang, M.; Cheng, S. Substituent and Axial Ligand Effects on the Electrochemistry of Zinc Porphyrins J. Electroanal. Chem. 2002, 531, 155-162
50. Ito, S.; Murakami, T. N.; Comte, P.; Liska, P.; Grätzel, C.; Nazeeruddin, M. K.; Grätzel, M. Fabrication of Thin Film Dye Sensitized Solar Cells with Solar to Electric Power Conversion Efficiency over 10% Thin Solid Films 2008, 516, 4613-4619
51. Hara, K.; Horiguchi, T.; Kinoshita, T.; Sayama, K.; Sugihara, H.; Arakawa, H. Highly Efficient Photon-to-Electron Conversion with Mercurochrome-Sensitized Nanoporous Oxide Semiconductor Solar Cells Sol. Energy Mater. Sol. Cells 2000, 64, 115-134
52. van Stokkum, I. H. M.; Larsen, D. S.; van Grondelle, R. Global and Target Analysis of Time-Resolved Spectra Biochim. Biophys. Acta 2004, 1657, 82-104
53. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, Jr., J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Gaussian 03; Gaussian, Inc.: Wallingford, CT, 2004.
54. Li, L.-L.; Chang, Y.-C.; Wu, H.-P.; Diau, E. W.-G. Characterisation of Electron Transport and Charge Recombination Using Temporally Resolved and Frequency-Domain Techniques for Dye-Sensitised Solar Cells Int. Rev. Phys. Chem. 2012, 31, 420-467
55. Lin, H.; Liu, Y.; Liu, C.; Li, X.; Shen, H.; Zhang, J.; Ma, T.; Li, J. Effects of Hydroxyl Group Numbers of Coadsorbents on Photovoltaic Performances of Dye-Sensitized Solar Cells J. Electroanal. Chem. 2011, 653, 81-85
56. Peter, L. M. Dye-Sensitized Nanocrystalline Solar Cells Phys. Chem. Chem. Phys. 2007, 9, 2630-2642
57. 2 Solar Cells Chem. Commun. 2008, 4741-4743
58. O'Regan, B. C.; López-Duarte, I.; Martinez-Diaz, M. V.; Fomeli, A.; Albero, J.; Morandeira, A.; Palomares, E.; Torres, T.; Durrant, J. R. Catalysis of Recombination and Its Limitation on Open Circuit Voltage for Dye Sensitized Photovoltaic Cells Using Phthalocyanine Dyes J. Am. Chem. Soc. 2008, 130, 2906-2907
59. Shelmutt, J. A. Electronic Structure of Metallouroporphyrins and Their π-π Dimers J. Phys. Chem. 1984, 88, 4988-4992
60. Pankasem, S.; Thomas, J. K. Pyrene, Pyrene Derivatives, and 1,l′-Binaphthyl as Luminescent Probes for Photophysical Studies of Alumina Surfaces J. Phys. Chem. 1991, 95, 7385-7393
61. D'Souza, F.; Chitta, R.; Gadde, S.; Zandler, M. E.; McCarty, A. L.; Sandanayaka, A. S. D.; Araki, Y.; Ito, O. Effect of Axial Ligation or π-π-Type Interactions on Photochemical Charge Stabilization in "Two-Point" Bound Supramolecular Porphyrin-Fullerene Conjugates Chem.-Eur. J. 2005, 11, 4416-4428
62. Kojima, T.; Nakanishi, T.; Honda, T.; Harada, R.; Shiro, M.; Fukuzumi, S. Impact of Distortion of Porphyrins on Axial Coordination in (Porphyrinato)zinc(II) Complexes with Aminopyridines as Axial Ligands Eur. J. Inorg. Chem. 2009, 727-734
63. Nakanishi, I.; Fukuzumi, S.; Barbe, J.; Guilard, R.; Kadishi, K. M. Base Control of Electron-Transfer Reactions of Manganese(III) Porphyrins Eur. J. Inorg. Chem. 2000, 1557-1562
64. Osuka, A.; Noya, G.; Taniguchi, S.; Okada, T.; Nishimura, Y.; Yamazaki, I.; Mataga, N. Energy-Gap Dependence of Photoinduced Charge Separation and Subsequent Charge Recombination in 1,4-Phenylene-Bridged Zinc-Free-Base Hybrid Porphyrins Chem.-Eur. J. 2000, 6, 33-46
65. 2 in Dye-Sensitized Solar Cells Studied by Sum Frequency Generation Vibrational Spectroscopy and Ultrafast Spectroscopy J. Phys. Chem. C 2013, 117, 6066-6080
66. 2 Solar Cells: Evidence for Surface Passivation J. Phys. Chem. B 2006, 110, 12485-12489
67. Zhang, C.; Huang, Y.; Huo, Z.; Chen, S.; Dai, S. Photoelectrochemical Effects of Guanidinium Thiocyanate on Dye-Sensitized Solar Cell Performance and Stability J. Phys. Chem. C 2009, 113, 21779-21783
68. 2 Sensitization with a Bodipy-Porphyrin Antenna System Langmuir 2010, 26, 3760-3765
69. 3 Nanotube Arrays Phys. Chem. Chem. Phys. 2010, 12, 1064-1071
70. Balanay, M. P.; Kim, K. H.; Lee, S. H.; Kim, D. H. Tuning the Photovoltaic Parameters of β-Substituted Porphyrin Analogues: An Experimental and Theoretical Approach J. Photochem. Photobiol., A 2012, 248, 63-72
71. Barnes, P. R. F.; Miettunen, K.; Li, X.; Anderson, A.; Bessho, T.; Grätzel, M.; O'Regan, B. C. Interpretation of Optoelectronic Transient and Charge Extraction Measurements in Dye-Sensitized Solar Cells Adv. Mater. 2013, 25, 1881-1922
72. Barnes, P. R. F.; Anderson, A.; Durrant, J. R.; O'Regan, B. C. Simulation and Measurement of Complete Dye Sensitised Solar Cells: Including the Influence of Trapping, Electrolyte, Oxidised Dyes and Light Intensity on Steady State and Transient Device Behavior Phys. Chem. Chem. Phys. 2011, 13, 5798-5816
73. Wang, H.; Peter, L. M. Influence of Electrolyte Cations on Electron Transport and Electron Transfer in Dye-Sensitized Solar Cells J. Phys. Chem. C 2012, 116, 10468-10475
74. Shi, Y.; Dong, X. Coupled Analysis of Steady-State and Dynamic Characteristics of Dye-Sensitized Solar Cells for Determination of Conduction Band Movement and Recombination Parameters Phys. Chem. Chem. Phys. 2013, 15, 299-306
75. Kou, D.; Liu, W.; Hu, L.; Dai, S. Cooperative Effect of Adsorbed Cations on Electron Transport and Recombination Behavior in Dye-Sensitized Solar Cells Electrochim. Acta 2013, 100, 197-202
76. Fredin, K.; Nissfolk, J.; Boschloo, G.; Hagfeldt, A. The Influence of Cations on Charge Accumulation in Dye-Sensitized Solar Cells J. Electroanal. Chem. 2007, 609, 55-60