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A fullerene-based dyad for organic photovoltaic cells

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Abstract

We describe the synthesis and the photophysical properties of a fullerene–azothiophene dyad, as well as the photovoltaic performance of cells incorporating the dyad and the surface morphology of the device active layer. The results have been compared with those obtained on the blend, in equimolar ratio, between the azothiophene dye and a fulleropyrrolidine. This revealed a pivotal role played by the morphology on both the photophysical behaviour and the device performance. While scanning force microscopy studies for the dyad exhibited fairly smooth surfaces, in the case of the blend they displayed a micrometre-scale phase segregation between the two components. We suggest that, in the latter case, the lack of photo-induced electron transfer evidenced by the photophysical study, and the relevant reduction of the cell performance (up to more than one order of magnitude with respect to the dyad), could be ascribed to the different morphology. Because of the strong optical absorption in the visible region, the dyad-based solar cells gave notable results if compared with those reported in the literature for other donor–acceptor linked systems. A power-conversion efficiency of 0.37% under 80-mW cm-2 white-light illumination has been achieved by tuning the thickness of the dyad film, though the fullerene–azothiophene is not yet optimised in terms of photo-induced electron transfer.

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References

  1. N.S. Sariciftci, L. Smilowitz, A.J. Heeger, F. Wudl: Science 258, 1474 (1992)

    Article  ADS  Google Scholar 

  2. M.T. Rispens, J.C. Hummelen: Fullerenes: From Synthesis to Optoelectronic Properties, ed. by D.M. Guldi, N. Martin (Kluwer, Dordrecht 2002) Chap. 12, p. 387

  3. C.J. Brabec, N.S. Sariciftci, J.C. Hummelen: Adv. Funct. Mater. 11, 15 (2001)

    Article  Google Scholar 

  4. G. Yu, J. Gao, J.C. Hummelen, F. Wudl, A.J. Heeger: Science 270, 1789 (1995)

    Article  ADS  Google Scholar 

  5. G. Yu, J. Wang, J. McElvain, A.J. Heeger: Adv. Mater. 10, 1431 (1998)

    Article  Google Scholar 

  6. S.E. Shaheen, C.J. Brabec, N.S. Sariciftci, F. Padinger, T. Fromherz, J.C. Hummelen: Appl. Phys. Lett. 78, 841 (2001)

    Article  ADS  Google Scholar 

  7. C.J. Brabec, S.E. Shaheen, C. Winder, N.S. Sariciftci, P. Denk: Appl. Phys. Lett. 80, 1288 (2002)

    Article  ADS  Google Scholar 

  8. L.S. Roman, M.R. Andersson, T. Yohannes, O. Inganas: Adv. Mater. 9, 1164 (1997)

    Article  Google Scholar 

  9. A. Cravino, N.S. Sariciftci: J. Mater. Chem. 12, 1931 (2002)

    Article  Google Scholar 

  10. J.P. Ferraris, A. Yassar, D.C. Loveday, M. Hmyene: Opt. Mater. 9, 34 (1998)

    Article  ADS  Google Scholar 

  11. A.M. Ramos, M.T. Rispens, J.K.J. van Duren, J.C. Hummelen, R.A.J. Janssen: J. Am. Chem. Soc. 123, 6714 (2001)

    Article  Google Scholar 

  12. A.M. Ramos, M.T. Rispens, J.C. Hummelen, R.A.J. Janssen: Synth. Met. 119, 171 (2001)

    Article  Google Scholar 

  13. F. Zhang, M. Svensson, M.R. Andersson, M. Maggini, S. Bucella, E. Menna, O. Inganas: Adv. Mater. 13, 1871 (2001)

    Article  Google Scholar 

  14. T. Benincori, E. Brenna, F. Sannicolò, L. Trimarco, G. Zotti, P. Sozzani: Angew. Chem. Int. Ed. Engl. 35, 648 (1996)

    Article  Google Scholar 

  15. A. Cravino, G. Zerza, M. Maggini, S. Bucella, M. Svensson, M.R. Andersson, H. Neugebauer, N.S. Sariciftci: Chem. Commun. 2487 (2000)

  16. B. Jousselme, P. Blanchard, E. Levillain, R. de Bettignies, J. Roncali: Macromolecules 36, 3020 (2003)

    Article  ADS  Google Scholar 

  17. E. Peeters, P.A. van Hal, J. Knol, C.J. Brabec, N.S. Sariciftci, J.C. Hummelen, R.A. Janssen: J. Phys. Chem. B 104, 10174 (2000)

    Article  Google Scholar 

  18. 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. 122, 7467 (2000)

    Article  Google Scholar 

  19. T. Gu, D. Tsamouras, C. Melzer, V. Krasnikov, J.-P. Gisselbrecht, M. Gross, G. Hadziioannou, J.-F. Nierengarten: Chem. Phys. Chem. 3, 124 (2002)

    Google Scholar 

  20. D.M. Guldi, C. Luo, A. Swartz, R. Gomez, J.L. Segura, N. Martin, C. Brabec, N.S. Sariciftci: J. Org. Chem. 67, 1141 (2002)

    Article  Google Scholar 

  21. I.B. Martini, B. Ma, T. Da Ros, R. Helgeson, F. Wudl, B.J. Schwartz: Chem. Phys. Lett. 327, 253 (2000)

    Article  ADS  Google Scholar 

  22. M.A. Loi, P. Denk, H. Hoppe, H. Neugebauer, C. Winder, D. Meissner, C. Brabec, N.S. Sariciftci, A. Gouloumis, P. Vazques, T. Torres: J. Mater. Chem. 13, 700 (2003)

    Article  Google Scholar 

  23. M. Maggini, G. Possamai, E. Menna, G. Scorrano, N. Camaioni, G. Ridolfi, G. Casalbore-Miceli, L. Franco, M. Ruzzi, C. Corvaja: Chem. Commun. 2028 (2002)

  24. S. Cattarin, P. Ceroni, D.M. Guldi, M. Maggini, E. Menna, F. Paolucci, S. Roffia, G. Scorrano: J. Mater. Chem. 9, 2743 (1999)

    Article  Google Scholar 

  25. T. Da Ros, M. Prato, F. Novello, M. Maggini, E. Banfi: J. Org. Chem. 61, 9070 (1996)

    Article  Google Scholar 

  26. A. Bianco, F. Gasparrini, M. Maggini, D. Misiti, A. Polese, M. Prato, G. Scorrano, C. Toniolo, C. Villani: J. Am. Chem. Soc. 119, 7550 (1997)

    Article  Google Scholar 

  27. P. Samorì, J.P. Rabe: J. Phys.: Condens. Matter 14, 9955 (2002)

    ADS  Google Scholar 

  28. A.J. Heeger: Angew. Chem. Int. Ed. 40, 2591 (2001)

    Article  Google Scholar 

  29. V. Dyakonov, G. Zoriniants, M. Scharber, C.J. Brabec, R.A.J. Janssen, J.C. Hummelen, N.S. Sariciftci: Phys. Rev. B 59, 8019 (1999)

    Article  ADS  Google Scholar 

  30. K. Hasharoni, H. Levanon, S.R. Greenfield, D.J. Gostzola, W.A. Svec, M.R. Wasielewski: J. Am. Chem. Soc. 118, 10228 (1996)

    Article  Google Scholar 

  31. M.C. Scharber, C.J. Brabec, V. Dyakonov, N.S. Sariciftci: Synth. Met. 101, 356 (1999)

    Article  Google Scholar 

  32. T. Ikoma, M. Nakai, K. Akijama, S. Tero-Kubota, T. Ishii: Angew. Chem. Int. Ed. 40, 3234 (2001)

    Article  Google Scholar 

  33. L. Pasimeni, L. Franco, M. Ruzzi, A. Mucci, L. Schenetti, C. Luo, D.M. Guldi, K. Kordatos, M. Prato: J. Mater. Chem. 11, 981 (2001)

    Article  Google Scholar 

  34. H. Levanon, J.R. Norris: Chem. Rev. 78, 185 (1978)

    Article  Google Scholar 

  35. G. Agostini, C. Corvaja, L. Pasimeni: Chem. Phys. 202, 349 (1996)

    Article  ADS  Google Scholar 

  36. A. Zoleo, A.L. Maniero, M. Prato, M.G. Severin, L.C. Brunel, K. Kordatos, M. Brustolon: J. Phys. Chem. A 104, 9853 (2000)

    Article  Google Scholar 

  37. L.T. Muus, P.W. Atkins, K.A. McLauchlan, J.B. Pedersen: Chemically Induced Magnetic Polarization (Reidel, Dordrecht 1977)

  38. K.G. Thomas, V. Biju, D.M. Guldi, P.V. Kamat, M.V. George: J. Phys. Chem. B 103, 8864 (1999)

    Article  Google Scholar 

  39. C.J. Brabec, S.E. Shaheen, T. Fromherz, F. Padinger, J.C. Hummelen, A. Dhanabalan, R.A.J. Janssen, N.S. Sariciftci: Synth. Met. 121, 1517 (2001)

    Article  Google Scholar 

  40. C.J. Brabec, H. Johannson, F. Padinger, H. Neugebauer, J.C. Hummelen, N.S. Sariciftci: Sol. Energy Mater. Sol. Cells 61, 19 (2000)

    Article  Google Scholar 

  41. J. Gao, F. Hide, H. Wang: Synth. Met. 84, 979 (1997)

    Article  Google Scholar 

  42. D. Gebeyehu, C.J. Brabec, F. Padinger, T. Fromherz, J.C. Hummelen, D. Badt, H. Schindler, N.S. Sariciftci: Synth. Met. 118, 1 (2001)

    Article  Google Scholar 

  43. See e.g. H.J. Hovel: Semiconductors and Semimetals, Vol. 11, Solar Cells (Academic, New York 1975)

  44. Y.P. Sun, C. Bunker: Nature 365, 398 (1993)

    Article  ADS  Google Scholar 

  45. R. Alargova, S. Deguchi, K. Tsujii: J. Am. Chem. Soc. 123, 10460 (2001)

    Article  Google Scholar 

  46. D.M. Guldi, M. Prato: Acc. Chem. Res. 33, 695 (2000)

    Article  Google Scholar 

Download references

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Authors and Affiliations

  1. Istituto ITM-CNR Sezione di Padova, Dipartimento di Chimica Organica, Università di Padova, Via Marzolo 1, 35131, Padova, Italy

    G. Possamai, M. Maggini, E. Menna & G. Scorrano

  2. Dipartimento di Chimica Fisica, Università di Padova, Via Loredan 2, 35131, Padova, Italy

    L. Franco, M. Ruzzi & C. Corvaja

  3. Istituto ISOF-CNR, Via P. Gobetti 101, 40129, Bologna, Italy

    G. Ridolfi, P. Samorì, A. Geri & N. Camaioni

Authors
  1. G. Possamai
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  2. M. Maggini
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  3. E. Menna
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  4. G. Scorrano
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  5. L. Franco
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  6. M. Ruzzi
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  7. C. Corvaja
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  8. G. Ridolfi
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  9. P. Samorì
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  10. A. Geri
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  11. N. Camaioni
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Correspondence to N. Camaioni.

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PACS

81.05.Tp; 73.50.Pz; 71.35.Gg; 72.20.Jv

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Possamai, G., Maggini, M., Menna, E. et al. A fullerene-based dyad for organic photovoltaic cells. Appl. Phys. A 79, 51–58 (2004). https://doi.org/10.1007/s00339-003-2502-0

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  • DOI: https://doi.org/10.1007/s00339-003-2502-0

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