Citation: CHEN Xi-Ming, JIA Chun-Yang, WAN Zhong-Quan, YAO Xiao-Jun. Theoretical Investigations of Tetrathiafulvalene Derivative as Electron Donor in Organic Dye for Dye-Sensitized Solar Cells[J]. Acta Physico-Chimica Sinica, ;2014, 30(2): 273-280. doi: 10.3866/PKU.WHXB201311262 shu

Theoretical Investigations of Tetrathiafulvalene Derivative as Electron Donor in Organic Dye for Dye-Sensitized Solar Cells

1.
1 State Key Laboratory of Electronic Thin Films and Integrated Devices, School of Microelectronics and Solid-State Electronics, University of Electronic Science and Technology of China, Chengdu 610054, P. R. China;
2 State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China

Received Date: 26 September 2013
Available Online: 26 November 2013
Fund Project: 国家自然科学基金(21272033)，电子薄膜与集成器件国家重点实验室创新基金(CXJJ201104)以及北京分子科学国家实验室(筹)开放基金资助项目 (21272033)，电子薄膜与集成器件国家重点实验室创新基金(CXJJ201104)以及北京分子科学国家实验室(筹)

To investigate the effect of a tetrathiafulvalene (TTF) unit on the photovoltaic properties of the corresponding dye sensitizer, a TTF-carbazole-based sensitizer, Dye 2, was designed; it was based on the framework of Dye 1. The geometries, electronic structures, and optical properties of Dye 1 and Dye 2 before and after binding to (TiO₂)₉ clusters were investigated using density functional theory (DFT) and timedependent DFT. The surface morphologies of the dyes on TiO₂ (101) surfaces were simulated by periodic DFT calculations using the DMol³ program. The calculated results showed that the introduction of TTF units into dyes could help to inhibit dye aggregation on the TiO₂ surface; this is conducive to intramolecular charge- transfer transitions and significantly improves the light-harvesting ability. The calculated results demonstrate that the TTF unit is a very promising electron donor for improving the photovoltaic properties of organic dye sensitizers.
- Tetrathiafulvalene,
- Dye sensitizer,
- Density functional theory,
- Time-dependent density functional theory,
- Dye-sensitized solar cell
1. [1]
  
  (1) O′Regan, B.; Grätzel, M. Nature 1991, 353, 737. doi: 10.1038/353737a0
2. [2]
  (2) Lee, H. J.; Leventis, H. C.; Haque, S. A.; Torres, T.; Grätzel, M.;Nazeeruddin, M. K. J. Power Sources 2011, 196, 596. doi: 10.1016/j.jpowsour.2010.06.096
3. [3]
  (3) Clifford, J. N.; Martinez-Ferrero, E.; Viterisi, A.; Palomares, E.Chem. Soc. Rev. 2011, 40, 1635. doi: 10.1039/b920664g
4. [4]
  (4) Yella, A.; Lee, H.W.; Tsao, H. N.; Yi, C. Y.; Chandiran, A. K.;Nazeeruddin, M. K.; Diau, E.W. G.; Yeh, C. Y.; Zakeeruddin, S.M.; Grätzel, M. Science 2011, 334, 629. doi: 10.1126/science.1209688
5. [5]
  (5) Wang, X. F.; Tamiaki, H. Energy Environ. Sci. 2010, 3, 94. doi: 10.1039/b918464c
6. [6]
  (6) Hagfeldt, A.; Boschloo, G.; Sun, L. C.; Kloo, L.; Pettersson, H.Chem. Rev. 2010, 110, 6595. doi: 10.1021/cr900356p
7. [7]
  (7) Mishra, A.; Fischer, M. K. R.; Bäuerle, P. Angew. Chem. Int. Edit. 2009, 121, 2510. doi: 10.1002/anie.200804709
8. [8]
  (8) Liang, M.; Lu, M.;Wang, Q. L.; Chen,W. Y.; Han, H. Y.; Sun,Z.; Xue, S. J. Power Sources 2011, 196, 1657. doi: 10.1016/j.jpowsour.2010.08.055
9. [9]
  (9) Kandavelu, V.; Huang, H. S.; Jian, J. L.; Yang, T. C. K.;Wang,K. L.; Huang, S. T. Sol. Energy 2009, 83, 574. doi: 10.1016/j.solener.2008.10.002
10. [10]
  (10) Matsui, M.; Asamura, Y.; Kubota, Y.; Funabiki, K.; Jin, J.;Yoshida, T.; Miura, H. Tetrahedron 2010, 66, 7405. doi: 10.1016/j.tet.2010.07.017
11. [11]
  (11) Nishida, S.; Morita, Y.; Fukui, K.; Sato, K.; Shiomi, D.; Takui,T.; Nakasuji, K. Angew. Chem. Int. Edit. 2005, 44, 7277. doi: 10.1002/anie.200502180
12. [12]
  (12) Olaya, A. J.; Ge, P.; nthier, J. F.; Pechy, P.; Corminboeuf, C.;Girault, H. H. J. Am. Chem. Soc. 2011, 133, 12115. doi: 10.1021/ja203251u
13. [13]
  (13) Jia, C.; Liu, S. X.; Ambrus, C.; Neels, A.; Labat, G.; Decurtins,S. Inorg. Chem. 2006, 45, 3152. doi: 10.1021/ic060056f
14. [14]
  (14) Jia, C.; Liu, S. X.; Tanner, C.; Leiggener, C.; Neels, A.;Sanguinet, L.; Levillain, E.; Leutwyler, S.; Hauser, A.;Decurtins, S. Chem. Eur. J. 2007, 13, 3804. doi: 10.1002/chem.200601561
15. [15]
  (15) Jia, C. Y.; Zhang, D. Q.; Xu, Y.; Xu,W.; Zhu, D. Syn. Met. 2003,137, 979. doi: 10.1016/S0379-6779(02)00974-8
16. [16]
  (16) Chen, Y.; Liu,W.; Jin, J. S.; Liu, B.; Zou, Z. G.; Zuo, J. L.; You,X. Z. J. Organomet. Chem. 2009, 694, 763. doi: 10.1016/j.jorganchem.2008.12.018
17. [17]
  (17) McCall, K. L.; Morandeira, A.; Durrant, J.; Yellowlees, L. J.;Robertson, N. Dalton Tran. 2010, 39, 4138. doi: 10.1039/b924660f
18. [18]
  (18) Wenger, S.; Bouit, P. A.; Chen, Q.; Teuscher, J.; Censo, D. D.;Humphry-Baker, R.; Moser, J. E.; Delgado, J. L.; Martín, N.;Zakeeruddin, S. M.; Grätzel, M. J. Am. Chem. Soc. 2010, 132,5164. doi: 10.1021/ja909291h
19. [19]
  (19) Sanchez-de-Armas, R.; San Miguel, M. A.; Oviedo, J.; Sanz, J.F. Phys. Chem. Chem. Phys. 2012, 14, 225. doi: 10.1039/c1cp22058f
20. [20]
  (20) De Angelis, F.; Fantacci, S.; Gebauer, R. J. Phys. Chem. Lett.2011, 2, 813. doi: 10.1021/jz200191u
21. [21]
  (21) Zhan,W. S.; Pan, S.; Li, Y. Z.; Chen, M. D. Acta Phys. -Chim. Sin. 2009, 25, 2087. [詹卫伸, 潘石, 李源作, 陈茂笃. 物理化学学报, 2009, 25, 2087.] doi: 10.3866/PKU.WHXB20090925
22. [22]
  (22) Zhan,W. S.; Li, R.; Pan, S.; Guo, Y. N.; Zhang, Y. Acta Phys. -Chim. Sin. 2013, 29, 255. [詹卫伸, 李睿, 潘石,郭英楠, 张毅. 物理化学学报, 2013, 29, 255.] doi: 10.3866/PKU.WHXB201211221
23. [23]
  (23) Cao, Z. F.; Chen, Q. B.; Lu, Y. X.; Liu, H. L.; Hu, Y. Acta Phys. -Chim. Sin. 2012, 28, 1085. [曹振锋, 陈启斌, 卢运祥,刘洪来, 胡英. 物理化学学报, 2012, 28, 1085.] doi: 10.3866/PKU.WHXB201203024
24. [24]
  (24) Zhang, J.; Li, H. B.; Sun, S. L.; Geng, Y.;Wu, Y.; Su, Z. M. J. Mater. Chem. 2012, 22, 568. doi: 10.1039/c1jm13028e
25. [25]
  (25) Frisch, M. J.; Trucks, G.W.; Schlegel, H. B.; et al. Gaussian 09,Revision A.02; Gaussian Inc.:Wallingford, CT, 2009.
26. [26]
  (26) Delley, B. J. Chem. Phys. 2000, 113, 7756. doi: 10.1063/1.1316015
27. [27]
  (27) Delley, B. J. Chem. Phys. 1990, 92, 508. doi: 10.1063/1.458452
28. [28]
  (28) Becke, A. D. J. Chem. Phys. 1993, 98, 1372. doi: 10.1063/1.464304
29. [29]
  (29) Sanchez-de-Armas, R.; San-Miguel, M. A.; Oviedo, J.;Marquez, A.; Sanz, J. F. Phys. Chem. Chem. Phys. 2011, 13,1506. doi: 10.1039/c0cp00906g
30. [30]
  (30) Sanchez-de-Armas, R. O.; Oviedo Lopez, J.; San-Miguel, M.A.; Sanz, J. F.; Ordejón, P.; Pruneda, M. J. Chem. Theory Comput. 2010, 6, 2856. doi: 10.1021/ct100289t
31. [31]
  (31) Yanai, T.; Tew, D. P.; Handy, N. C. Chem. Phys. Lett. 2004, 393,51. doi: 10.1016/j.cplett.2004.06.011
32. [32]
  (32) Pastore, M.; Mosconi, E.; De Angelis, F.; Grätzel, M. J. Phys. Chem. C 2010, 114, 7205. doi: 10.1021/jp100713r
33. [33]
  (33) Tomasi, J.; Mennucci, B.; Cammi, R. Chem. Rev. 2005, 105,2999. doi: 10.1021/cr9904009
34. [34]
  (34) Perdew, J. P.; Burke, K.; Ernzerhof, M. Phys. Rev. Lett. 1996,77, 3865. doi: 10.1103/PhysRevLett.77.3865
35. [35]
  (35) Delley, B. Phys. Rev. B 2002, 66, 155125. doi: 10.1103/PhysRevB.66.155125
36. [36]
  (36) Xu, J.; Zhang, H.;Wang, L.; Liang, G.;Wang, L.; Shen, X.; Xu,W. Spectrochim. Acta A 2010, 76, 239. doi: 10.1016/j.saa.2010.03.027
37. [37]
  (37) Asbury, J.;Wang, Y. Q.; Hao, E.; Ghosh, H.; Lian, T. Res. Chem. Intermediat. 2001, 27, 393. doi: 10.1163/156856701104202255
38. [38]
  (38) Cahen, D.; Hodes, G.; Grätzel, M.; Guillemoles, J. F.; Riess, I.J. Phys. Chem. B 2000, 104, 2053. doi: 10.1021/jp993187t
39. [39]
  (39) Vittadini, A.; Selloni, A.; Rotzinger, F. P.; Grätzel, M. J. Phys. Chem. B 2000, 104, 1300. doi: 10.1021/jp993583b
40. [40]
  (40) Nazeeruddin, M. K.; Humphry-Baker, R.; Liska, P.; Grätzel, M.J. Phys. Chem. B 2003, 107, 8981. doi: 10.1021/jp022656f
41. [41]
  (41) Yakhanthip, T.; Jungsuttiwong, S.; Namuangruk, S.; Kungwan,N.; Promarak, V.; Sudyoadsuk, T.; Kochpradist, P. J. Comput. Chem. 2011, 32, 1568. doi: 10.1002/jcc.21735
42. [42]
  (42) Hara, K.; Sato, T.; Katoh, R.; Furube, A.; Ohga, Y.; Shinpo, A.;Suga, S.; Sayama, K.; Sugihara, H.; Arakawa, H. J. Phys. Chem. B 2002, 107, 597. doi: 10.1021/jp026963x
43. [43]
  (43) Ye, S.; Kathiravan, A.; Hayashi, H.; Tong, Y.; Infahsaeng, Y.;Chabera, P.; Pascher, T.; Yartsev, A. P.; Isoda, S.; Imahori, H.;Sundström, V. J. Phys. Chem. C 2013, 117, 6066. doi: 10.1021/jp400336r
44. [44]
  (44) Jungsuttiwong, S.; Yakhanthip, T.; Surakhot, Y.; Khunchalee, J.;Sudyoadsuk, T.; Promarak, V.; Kungwan, N.; Namuangruk, S.J. Comput. Chem. 2012, 33, 1517. doi: 10.1002/jcc.22983
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