Novel D-π-A organic dyes with thieno[3,2-b]thiophene-3,4- ethylenedioxythiophene unit as a π-bridge for highly efficient dye-sensitized solar cells with long-term stability

ACS Applied Materials and Interfaces

Volumn 6, Issue 6, 2014, Pages 4102-4108

  Lee, Min Woo ^a,b   Kim, Jae Yup ^a   Lee, Duck Hyung ^b   Ko, Min Jae ^a,c  

^a Korea Institute of Science and Technology   (South Korea)

^b Sogang University   (South Korea)

^c Korea University   (South Korea)

Author keywords

donor acceptor dyes; dye sensitized solar cells; EDOT unit; impedance spectroscopy; spectral response

Indexed keywords

CONVERSION EFFICIENCY; OPEN CIRCUIT VOLTAGE; PHOTOELECTROCHEMICAL CELLS; PHOTOSENSITIZERS; THIOPHENE;

DONOR-ACCEPTOR DYES; DYE-SENSITIZED SOLAR CELL; EDOT UNIT; IMPEDANCE SPECTROSCOPY; SPECTRAL RESPONSE;

SOLAR CELLS;

EID: 84896984032     PISSN: 19448244     EISSN: 19448252     Source Type: Journal    
DOI: 10.1021/am405686z     Document Type: Article

References (27)

1. 2 Films Nature 1991, 353, 737-740
2. Nazeeruddin, M. K.; Angelis, F. D.; Fantacci, S.; Selloni, A.; Viscardi, G.; Liska, P.; Ito, S.; Takeru, B.; Grätzel, M. Combined Experimental and DFT-TDDFT Computational Study of Photoelectrochemical Cell Ruthenium Sensitizers J. Am. Chem. Soc. 2005, 127 (48) 16835-16847
3. Yasuo, C.; Ashraful, I.; Yuki, W.; Ryoichi, K.; Naoki, K.; Liyuan, H. Dye-Sensitized Solar Cells with Conversion Efficiency of 11.1% Jpn. J. Appl. Phys., Part 2 2006, 45, L638-L640
4. Numata, Y.; Islam, A.; Chen, H.; Han, L. Aggregation-Free Branch-Type Organic Dye with a Twisted Molecular Architecture for Dye-Sensitized Solar Cells Energy Environ. Sci. 2012, 5, 8548-8552
5. Hagfeldt, A.; Grätzel, M. Molecular Photovoltaics Acc. Chem. Res. 2000, 33 (5) 269-277
6. Pei, K.; We, Y.; Islam, A.; Zhang, Q.; Han, L.; Tian, H.; Zhu, W. Constructing High-Efficiency D-A-π-A-Featured Solar Cell Sensitizers: A Promising Building Block of 2,3-Diphenylquinoxaline for Antiaggregation and Photostability ACS Appl. Mater. Interfaces 2013, 5, 4986-4995
7. Ying, W.; Yang, J.; Wielopolski, M.; Moehl, T.; Moser, J.; Comte, P.; Hua, J.; Zakeeruddin, S.; Tian, H.; Grätzel, M. New Pyrido[3,4- b ]pyrazine-Based Sensitizers for Efficient and Stable Dye-Sensitized Solar Cells Chem. Sci. 2014, 5, 206-214
8. Cai, S.; Hu, X.; Zhang, Z.; Su, J.; Li, X.; Islam, A.; Han, L.; Tian, H. Rigid Triarylamine-Based Efficient DSSC Sensitizers with High Molar Extinction Coefficients J. Mater. Chem. A 2013, 1, 4763-4772
9. Cai, S.; Tian, G.; Li, X.; Su, J.; Tian, H. Efficient and Stable DSSC Sensitizers Based on Substituted Dihydroindolo[2,3- b ]carbazole Donors with High Molar Extinction Coefficients J. Mater. Chem. A 2013, 1, 11295-11305
10. Zhu, W.; Wu, Y.; Wang, S.; Li, W.; Li, X.; Chen, J.; Wang, Z.-S.; Tian, H. Organic D-A-π-A Solar Cell Sensitizers with Improved Stability and Spectral Response Adv. Funct. Mater. 2011, 21 (4) 756-763
11. Kim, S.; Choi, H.; Kim, D.; Song, K.; Kang, S. O.; Ko, J. Novel Conjugated Organic Dyes Containing Bis-dimethylfluorenylamino phenyl Thiophene for Efficient Solar Cell Tetrahedron 2007, 63, 9206-9212
12. Jung, I.; Lee, J. K.; Song, K. H.; Song, K.; Kang, S. O.; Ko, J. Synthesis and Photovoltaic Properties of Efficient Organic Dyes Containing the Benzo[ b ]furan Moiety for Solar Cells J. Org. Chem. 2007, 72, 3652-3658
13. Wang, Z.-S.; Koumura, N.; Cui, Y.; Takahashi, M.; Sekiguchi, H.; Mori, A.; Kubo, T.; Furube, A.; Hara, K. Hexylthiophene-Functionalized Carbazole Dyes for Efficient Molecular Photovoltaics: Tuning of Solar-Cell Performance by Structural Modification Chem. Mater. 2008, 20, 3993-4003
14. Choi, H.; Raabe, I.; Kim, D.; Teocoli, F.; Kim, C.; Song, K.; Yum, J.-H.; Ko, J.; Nazeeruddin, M. K.; Grätzel, M. High Molar Extinction Coefficient Organic Sensitizers for Efficient Dye-Sensitized Solar Cells Chem.-Eur. J. 2010, 16, 1193-1201
15. Koo, H.-J.; Park, J.; Yoo, B.; Yoo, K.; Kim, K.; Park, N.-G. Size-Dependent Scattering Efficiency in Dye-Sensitized Solar Cell Inorg. Chim. Acta 2008, 361, 677-683
16. Fabregat-Santiago, F.; Bisquert, J.; Garcia-Belmonte, G.; Boschloo, G.; Hagfeldt, A. Influence of Electrolyte in Transport and Recombination in Dye-Sensitized Solar Cells Studied by Impedance Spectroscopy Sol. Energy Mater. Sol. Cells 2005, 87, 117-131
17. 2 Electrode J. Phys. Chem. C 2012, 116, 22759-22766
18. Park, J.; Koo, H.-J.; Yoo, B.; Kim, K.; Choi, W.; Park, N.-G. On the I-V Measurement of Dye-Sensitized Solar Cell: Effect of Cell Geometry on Photovoltaic Parameters Sol. Energy Mater. Sol. Cells 2007, 91, 1749-1754
19. Shirota, Y.; Kinoshita, M.; Noda, T.; Okumoto, K.; Ohara, T. A Novel Class of Emitting Amorphous Molecular Materials as Bipolar Radical Formants: 2-{4-[Bis(4-methylphenyl)amino]phenyl}-5-(dimesitylboryl)thiophene and 2-{4-[Bis(9,9-dimethylfluorenyl)amino]phenyl}-5-(dimesitylboryl)thiophene J. Am. Chem. Soc. 2000, 122 (44) 11021-11022
20. Stephens, P. J.; Devlin, F. J.; Chablowski, C. F.; Frisch, M. Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields J. Phys. Chem. 1994, 98, 11623-11627
21. Cai, L.; Tsao, H. N.; Zhang, W.; Wang, L.; Xue, Z.; Grätzel, M.; Liu, B. Organic Sensitizers with Bridged Triphenylamine Donor Units for Efficient Dye-Sensitized Solar Cells Adv. Energy Mater. 2013, 3 (2) 200-205
22. Roquet, S.; Cravino, A.; Leriche, P.; Alévêque, O.; Frère, P.; Roncali, J. Triphenylamine-Thienylenevinylene Hybrid Systems with Internal Charge Transfer as Donor Materials for Heterojunction Solar Cells J. Am. Chem. Soc. 2006, 128 (10) 3459-3466
23. 2) Composites J. Phys. Chem. Lett. 2012, 3, 1877-1884
24. Clifford, J. N.; Palomares, E.; Nazeeruddin, M. K.; Grätzel, M.; Durrant, J. R. Dye Dependent Regeneration Dynamics in Dye Sensitized Nanocrystalline Solar Cells: Evidence for the Formation of a Ruthenium Bipyridyl Cation/Iodide Intermediate J. Phys. Chem. C 2007, 111, 6561-6567
25. Grätzel, M. Photoelectrochemical Cells Nature 2001, 414, 338-344
26. Chen, P.; Yum, J. H.; Angelis, F. D.; Mosconi, E.; Fantacci, S.; Moon, S.-J.; Baker, R. H.; Ko, J.; Nazeeruddin, M. K.; Grätzel, M. High Open-Circuit Voltage Solid-State Dye-Sensitized Solar Cells with Organic Dye Nano Lett. 2009, 9 (6) 2487-2492
27. Liu, W.-H.; Wu, I.-C.; Lai, C.-H.; Lai, C.-H.; Chou, P.-T.; Li, Y.-T.; Chen, C.-L.; Hsu, Y.-Y.; Chi, Y. Simple Organic Molecules Bearing a 3,4-Ethylenedioxythiophene Linker for Efficient Dye-Sensitized Solar Cells Chem. Commun. 2008, 5152-5154