Ordered supramolecular assembly of porphyrin-fullerene composites on nanostructured SnO2 electrodes

Advanced Materials

Volumn 18, Issue 19, 2006, Pages 2549-2552

  Kang, Soonchul ^a   Umeyama, Tomokazu ^a   Ueda, Masahiro ^a   Matano, Yoshihiro ^a   Hotta, Hiroki ^a   Yoshida, Kaname ^a   Isoda, Seiji ^a   Shiro, Motoo ^b   Imahori, Hiroshi ^a  

^a KYOTO UNIVERSITY   (Japan)

^b RIGAKU CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

INCIDENT PHOTON-TO-PHOTOCURRENT EFFICIENCY (IPCE); MOLECULAR PACKING; PORPHYRIN-FULLERENE COMPOSITES; SUPRAMOLECULAR ASSEMBLY;

ELECTROCHEMICAL ELECTRODES; ELECTRODEPOSITION; FULLERENES; NANOSTRUCTURED MATERIALS; PHOTOCURRENTS; PORPHYRINS; TIN COMPOUNDS; TOLUENE;

COMPOSITE MATERIALS;

EID: 33749820122     PISSN: 09359648     EISSN: None     Source Type: Journal    
DOI: 10.1002/adma.200600312     Document Type: Article

References (39)

1. a) V. Balzani, M. Venturi, A. Credi, Molecular Devices and Machines, Wiley-VCH, Weinheim 2003.
2. b) I. Willner, B. Willner, Pure Appl. Chem. 2002, 74, 1773.
3. c) J. J. L. M. Cornelissen, A. E. Rowan, R. J. M. Nolte, N. A. J. M. Sommerdijk, Chem. Rev. 2001, 101, 4039.
4. d) J. D. Badjić, A. Nelson, S. J. Cantrill, W. B. Turnbull, J. F. Stoddart. Acc. Chem. Res. 2005, 38, 723.
5. a) Molecular Catenanes, Rotaxanes and Knots (Eds: J.-P. Sauvage, C. Dietrich-Buchecker), Wiley-VCH, Weinheim 1999.
6. b) M. E. ElKhouly, O. Ito, P. M. Smith, F. D'Souza, J. Photochem. Photobiol. C 2004, 5, 79.
7. c) Electron Transfer in Chemistry, Vol. 2 (Ed: V. Balzani), Wiley-VCH, Weinheim 2001.
8. d) F. J. M. Hoeben, P. Jonkheijm, E. W. Meijer, A. P. H. J. Schenning, Chem. Rev. 2005, 105, 1491.
9. a) G. Yu, J. Gao, J. C. Hummelen, F. Wudl, A. J. Heeger, Science 1995, 270, 1789.
10. b) F. Padinger, R. S. Rittberger, N. S. Sariciftci, Adv. Funct. Mater. 2003, 13, 85.
11. a) L. Schmidt-Mende, A. Fechtenkötter, K. Müllen, E. Moons, R. H. Friend, J. D. MacKenzie, Science 2001, 293, 1119.
12. b) J. J. M. Halls, C. A. Walsh, N. C. Greenham, E. A. Marseglia, R. H. Friend, S. C. Moratti, A. B. Holmes, Nature 1995, 376, 498.
13. a) W. U. Huynh, J. J. Dittmer, A. P. Alivisatos, Science 2002, 295, 2425.
14. b) J. Liu, T. Tanaka, K. Sivula, A. P. Alivisatos, J. M. J. Fréchet, J. Am. Chem. Soc. 2004, 126, 6550.
15. a) M. Hiramoto, H. Fujiwara, M. Yokoyama, Appl. Phys. Lett. 1991, 58, 1062.
16. b) T. Tsuzuki, Y. Shirota, J. Rostalski, D. Meissner, Sol. Energy Mater. Sol. Cells 2000, 61, 1.
17. c) J. Xue, B. P. Rand, S. Uchida, S. R. Forrest, Adv. Mater. 2005, 17, 66.
18. a) M. M. Wienk, J. M. Kroon, W. J. H. Verhees, J. Knol, J. C. Hummelen, P. A. van Hal, R. A. J. Janssen, Angew. Chem. Int. Ed. 2003, 42, 3371.
19. b) J.-F. Eckert, J.-F. Nicoud, J.-F. Nierengarten, S.-G. Liu, L. Echegoyen, F. Barigelletti, N. Armaroli, L. Ouali, V. Krasnikov, G. Hadziioannou, J. Am. Chem. Soc. 2000, 122, 7467.
20. a) L. Sánchez, N. Martín, D. M. Guldi, Angew. Chem. Int. Ed. 2005, 44, 5374.
21. b) D. M. Guldi, J. Phys. Chem. B 2005, 109, 11432.
22. a) H. Imahori, S. Fukuzumi, Adv. Funct. Mater. 2004, 14, 525.
23. b) T. Hasobe, P. V. Kamat, M. A. Absalom, Y. Kashiwagi, J. Sly, M. J. Crossley, K. Hosomizu, H. Imahori, S. Fukuzumi, J. Phys. Chem. B 2004, 108, 12 865.
24. c) T. Hasobe, P. V. Kamat, V. Troiani, N. Solladié, T. K. Ahn, S. K. Kim, D. Kim, A. Kongkanand, S. Kuwabata, S. Fukuzumi, J. Phys. Chem. B 2005, 109, 19.
25. d) T. Hasobe, H. Imahori, P. V. Kamat, T. K. Ahn, S. K. Kim, D. Kim, A. Fujimoto, T. Hirakawa, S. Fukuzumi, J. Am. Chem. Soc. 2005, 127, 1216.
26. e) H. Imahori, A. Fujimoto, S. Kang, H. Hotta, K. Yoshida, T. Umeyama, Y. Matano, S. Isoda, M. Isosomppi, N. V. Tkachenko, H. Lemmetyinen, Chem. Eur. J. 2005, 11, 7265.
27. f) H. Imahori, K. Mitamura, Y. Shibano, T. Umeyama, Y. Matano, K. Yoshida, S. Isoda, Y. Araki, O. Ito, J. Phys. Chem. B 2006, 110, 11399.
28. g) T. Hasobe, H. Imahori, S. Fukuzumi, P. V. Kamat, J. Phys. Chem. B 2003, 107, 12 105.
29. P. D. W. Boyd, C. A. Reed, Acc. Chem. Res. 2005, 38, 235.
30. a) P. V. Kamat, S. Barazzouk, K. G. Thomas, S. Hotchandani, J. Phys. Chem. B 2000, 104, 4014.
31. b) P. V. Kamat, M. Haria, S. Hotchandani, J. Phys. Chem. B 2004, 108, 5166.
32. c) P. V. Kamat, S. Barazzouk, S. Hotchandani, K. G. Thomas, Chem. Eur. J. 2000, 6, 3914.
33. A. Osuka, K. Maruyama, J. Am. Chem. Soc. 1988, 110, 4454.
34. m electrode, some of the initial small clusters in the mixed solvent system form porphyrin-fullerene composite films, whereas other clusters grow to form microcrystals which are deposited on the surface of the film. Further growth of the microcrystals leads to the formation of single crystals, such as the one used for X-ray analysis (as discussed below).
35. 60 molecules, as well as by the molecular structure of the porphyrins. Similar action spectra have also been reported for porphyrin-fullerene photoelectrochemical devices [9].
36. 6. Thus, we can rule out the possibility that differences in the driving forces for photoinduced ET processes affect the IPCE values significantly in the present system.
37. 60 have not been obtained. The additional, bulky methoxy groups at the para positions of the meso-phenyl groups of 3,4,5-TPP may disturb the intimate interaction between the porphyrins, preventing the formation of a single crystal.
38. Some of the interatomic distances (2.5-2.6 Å) between the hydrogen and oxygen atoms on the methoxy groups of the nearest porphyrins are shorter than the sum of the van der Waals radii of hydrogen and oxygen atoms (2.72 Å), suggesting the involvement of hydrogen bonding in knitting together the unique porphyrin array in the composite film.
39. 60 molecules [9].