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Charge transfer at F16CoPc and CoPc interfaces to Au

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Abstract

We analyze the electronic properties of the interfaces between cobalt phthalocyanine (CoPc), as well as fluorinated cobalt phthalocyanine (F16CoPc), and an Au(100) single-crystal using X-ray photoemission spectroscopy and valence band ultraviolet photoemission spectroscopy. Our data demonstrate that for the monolayers of both materials a charge transfer occurs from the substrate to the center of the organic molecules resulting in a central Co(I) ion. This leads to the conclusion that this effect essentially is fluorination- and ligand-independent.

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References

  1. N.R. Armstrong, D.M. Wang, W. Alloway, D. Placencia, E. Ratcliff, M. Brumbach, Organic/organic heterojunctions: Organic light emitting diodes and organic photovoltaic devices. Macromol. Rapid Commun. 30, 717 (2009)

    Article  Google Scholar 

  2. P. Peumans, S.R. Forrest, Very-high-efficiency double-hetero-structure copper phthalocyanine/c[sub 60] photovoltaic cells. Appl. Phys. Lett. 79, 126 (2001)

    Article  ADS  Google Scholar 

  3. B.P. Rand, J. Genoe, P. Heremans, J. Poortmans, Prog. Photovolt. 15(8), 659–676 (2007)

    Article  Google Scholar 

  4. Z. Bao, A.J. Lovinger, A. Dodabalapur, Organic field-effect transistors with high mobility based on copper phthalocyanine. Appl. Phys. Lett. 69, 3066–3068 (1996)

    Article  ADS  Google Scholar 

  5. M.-M. Ling, Z. Bao, Copper hexafluorophthalocyanine field-effect transistors with enhanced mobility by soft contact lamination. Org. Electron. 7, 568–575 (2006)

    Article  Google Scholar 

  6. V. Dediu, M. Murgia, F.C. Matacotta, C. Taliani, S. Barbanera, Room temperature spin polarized injection in organic semiconductor. Solid State Commun. 122, 181–184 (2002)

    Article  ADS  Google Scholar 

  7. W.J.M. Naber, S. Faez, W.G. van der Wiel, Organic spintronics. J. Phys. D, Appl. Phys. 40(12), 205–228 (2007)

    Article  ADS  Google Scholar 

  8. A. Zhao, Q. Li, L. Chen, H. Xiang, W. Wang, S. Pan, B. Wang, X. Xiao, J. Yang, J.G. Hou, Q. Zhu, Controlling the Kondo effect of an adsorbed magnetic ion through its chemical bonding. Science 309, 1542–1544 (2005)

    Article  ADS  Google Scholar 

  9. T.S. Ellis, K.T. Park, M.D. Ulrich, S.L. Hulbert, J.E. Rowe, Interaction of metallophthalocyanines (mpc, m = Co, Ni) on Au(001): Ultraviolet photoemission spectroscopy and low energy electron diffraction study. J. Appl. Phys. 100, 093515 (2006)

    Article  ADS  Google Scholar 

  10. T. Lukasczyk, K. Flechtner, L.R. Merte, N. Jux, F. Maier, J.M. Gottfried, H.-P. Steinrück, Interaction of cobalt(ii) tetraarylporphyrins with an Ag(111) surface studied with photoelectron spectroscopy. J. Phys. Chem. C 111, 3090–3098 (2007)

    Article  Google Scholar 

  11. J. Xiao, P.A. Dowben, Changes in the adsorbate dipole layer with changing d-filling of the metal(ii) (Co, Ni, Cu) phthalocanines on Au(111). J. Phys., Condens. Matter 21, 052001 (2009)

    Article  ADS  Google Scholar 

  12. Y. Bai, F. Buchner, I. Kellner, M. Schmid, F. Vollnhals, H.-P. Steinrück, H. Marbach, J.M. Gottfried, Adsorption of cobalt (ii) octaethylporphyrin and 2h-octaethylporphyrin on Ag(111): New insight into the surface coordinative bond. New J. Phys. 11, 125004 (2009)

    Article  ADS  Google Scholar 

  13. Y. Bai, M. Sekita, M. Schmid, T. Bischof, H.-P. Steinrück, J.M. Gottfried, Interfacial coordination interactions studied on cobalt octaethylporphyrin and cobalt tetraphenylporphyrin monolayers on Au(111). Phys. Chem. Chem. Phys. 12, 4336–4344 (2010)

    Article  Google Scholar 

  14. Z. Li, B. Li, J. Yang, J.G. Hou, Single-molecule chemistry of metal phthalocyanine on noble metal surfaces. Acc. Chem. Res. 43(7), 954–962 (2010)

    Article  Google Scholar 

  15. P. Gargiani, M. Angelucci, C. Mariani, M.G. Betti, Metal-phthalocyanine chains on the Au(110) surface: Interaction states versus d -metal states occupancy. Phys. Rev. B 81, 085412 (2010)

    Article  ADS  Google Scholar 

  16. F. Petraki, H. Peisert, I. Biswas, T. Chasse, Electronic structure of co-phthalocyanine on gold investigated by photoexcited electron spectrocopies: Indication of co ion–metal interaction. J. Phys. Chem. C 114, 17638–17643 (2010)

    Article  Google Scholar 

  17. F. Petraki, H. Peisert, I. Biswas, U. Ayguêl, F. Latteyer, A. Vollmer, T. Chasse, Interaction between cobalt phthalocyanine and gold studied by x-ray absorption and resonant photoemission spectroscopy. J. Phys. Chem. Lett. 1, 3380–3384 (2010)

    Article  Google Scholar 

  18. J.D. Baran, J.A. Larsson, R.A.J. Woolley, Y. Cong, P.J. Moriarty, A.A. Cafolla, K. Schulte, V.R. Dhanak, Theoretical and experimental comparison of snpc, pbpc, and copc adsorption on Ag(111). Phys. Rev. B 81, 075413 (2010)

    Article  ADS  Google Scholar 

  19. M. Toader, T.G. Gopakumar, P. Shukrynau, M. Hietschold, Exploring the F16CoPc/Ag(110) interface using scanning tunneling microscopy and spectroscopy. 2. Adsorption-induced charge transfer effect. J. Phys. Chem. C 114, 21548–21554 (2010)

    Article  Google Scholar 

  20. W. Hieringer, K. Flechtner, A. Kretschmann, K. Seufert, W. Auwärter, J.V. Barth, A. Görling, H.-P. Steinrück, J.M. Gottfried, The surface trans effect: Influence of axial ligands on the surface chemical bonds of adsorbed metalloporphyrins. J. Am. Chem. Soc. 133, 6206–6222 (2011)

    Article  Google Scholar 

  21. Z. Hu, L. Chen, A. Zhao, Z. Li, B. Wang, J. Yang, J.G. Hou, Detecting a molecule-surface hybrid state by a Fe-coated tip with a non-s-like orbital. J. Phys. Chem. C 112(40), 15603–15606 (2008)

    Article  Google Scholar 

  22. D. Schlettwein, K. Hesse, N.E. Gruhn, P.A. Lee, K.W. Nebesny, N.R. Armstrong, Electronic energy levels in individual molecules, thin films, and organic heterojunctions of substituted phthalocyanines. J. Phys. Chem. B 105, 4791–4800 (2001)

    Article  Google Scholar 

  23. H. Peisert, M. Knupfer, T. Schwieger, G.G. Fuentes, D. Olligs, J. Fink, Th. Schmidt, Fluorination of copper phthalocyanines: Electronic structure and interface properties. J. Appl. Phys. 93, 9683–9692 (2003)

    Article  ADS  Google Scholar 

  24. H. Peisert, M. Knupfer, J. Fink, Energy level alignment at organic/metal interfaces: Dipole and ionization potential. Appl. Phys. Lett. 81, 2400–2402 (2002)

    Article  ADS  Google Scholar 

  25. U. Weiler, T. Mayer, W. Jaegermann, C. Kelting, D. Schlettwein, S. Makarov, D. Wöhrle, Electronic energy levels of organic dyes on silicon: A photoelectron spectroscopy study of ZnPc, F16ZnPc, and ZnTPP on p-Si(111):H. J. Phys. Chem. B 108, 19398–19403 (2004)

    Article  Google Scholar 

  26. H. Peisert, D. Kolacyak, T. Chasse, Site-specific charge-transfer screening at organic/metal interfaces. J. Phys. Chem. C 113, 19244–19250 (2009)

    Article  Google Scholar 

  27. D.R.T. Zahn, G.N. Gavrila, M. Gorgoi, The transport gap of organic semiconductors studied using the combination of direct and inverse photoemission. Chem. Phys. 325, 99–112 (2006)

    Article  ADS  Google Scholar 

  28. O.V. Molodtsova, M. Knupfer, Yu.A. Ossipyan, V.Yu. Aristov, Molecular orientation and ordering in copc and fepc thin films grown on Au(001)-5×20. J. Appl. Phys. 104(8), 083704 (2008)

    Article  ADS  Google Scholar 

  29. M.P. Seah, W.A. Dench, Quantitative electron spectroscopy of surfaces: A standard data base for electron inelastic mean free paths in solids. Surf. Interface Anal. 1, 2–11 (1979)

    Article  Google Scholar 

  30. A.J. Maxwell, P.A. Brühwiler, A. Nilsson, N. Mårtensson, P. Rudolf, Photoemission, autoionization, and x-ray-absorption spectroscopy of ultrathin-film c 60 on Au(110). Phys. Rev. B 49(15), 10717–10725 (1994)

    Article  ADS  Google Scholar 

  31. L. Scudiero, K.W. Hipps, Dan E. Barlow, A self-organized two-dimensional bimolecular structure. J. Phys. Chem. B 107, 2903–2909 (2003)

    Article  Google Scholar 

  32. M. Grobosch, C. Schmidt, R. Kraus, M. Knupfer, Electronic properties of transition metal phthalocyanines: The impact of the central metal atom (d(5)-d(10)). Org. Electron. 11, 1483–1488 (2010)

    Article  Google Scholar 

  33. M. Grobosch, V.Yu. Aristov, O.V. Molodtsova, C. Schmidt, B.P. Doyle, S. Nannarone, M. Knupfer, Engineering of the energy level alignment at organic semiconductor interfaces by intramolecular degrees of freedom: Transition metal phthalocyanines. J. Phys. Chem. C 113, 13219–13222 (2009)

    Article  Google Scholar 

  34. H. Peisert, M. Knupfer, J. Fink, Electronic structure of partially fluorinated copper phthalocyanine (CuPCF4) and its interface to Au(1 0 0). Surf. Sci. 515, 491–498 (2002)

    Article  ADS  Google Scholar 

  35. T. Kroll, V.Yu. Aristov, O.V. Molodtsova, Yu.A. Ossipyan, D.V. Vyalikh, B. Büchner, M. Knupfer, Spin and orbital ground state of Co in cobalt phthalocyanine. J. Phys. Chem. A 113, 8917–8922 (2009)

    Article  Google Scholar 

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Authors and Affiliations

  1. IFW Dresden, P.O. Box 270116, 01171, Dresden, Germany

    Susi Lindner, Uwe Treske, Mandy Grobosch & Martin Knupfer

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  1. Susi Lindner
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  2. Uwe Treske
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Correspondence to Susi Lindner.

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Lindner, S., Treske, U., Grobosch, M. et al. Charge transfer at F16CoPc and CoPc interfaces to Au. Appl. Phys. A 105, 921–925 (2011). https://doi.org/10.1007/s00339-011-6648-x

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  • DOI: https://doi.org/10.1007/s00339-011-6648-x

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