Self-assembly of F16ZnPc thin films and F16ZnPc-ZnPc heterostructures on deactivated Si surfaces studied by scanning tunneling microscopy

Tan, Andrew; Wagner, Sean; Zhang, Pengpeng

doi:10.1063/1.4967262

Title: Self-assembly of F16ZnPc thin films and F16ZnPc-ZnPc heterostructures on deactivated Si surfaces studied by scanning tunneling microscopy

Journal Article · Mon Nov 14 00:00:00 EST 2016 · Journal of Chemical Physics

DOI:https://doi.org/10.1063/1.4967262· OSTI ID:1465364

Tan, Andrew ^[1]; Wagner, Sean ^[1]; Zhang, Pengpeng ^[1]

Michigan State Univ., East Lansing, MI (United States). Dept. of Physics and Astronomy

Using scanning tunneling microscopy, we show that hexadecafluorinated zinc phthalocyanine (F₁₆ZnPc) molecules form two morphologically different self-assembled structures that both display point-on-line coincident epitaxial registration with the deactivated Si(111)-B 3$$-$$√×3$$-$$√ surface. The packing motif in these structures suggests that fluorination of conjugated organic molecules can lead to stronger molecule-substrate interaction, π-π intermolecular interaction, and side-to-side intermolecular repulsion. Here, the delicate balance and interplay between these interactions determine the self-assembly behavior of fluorinated molecules. Furthermore, we demonstrate the formation of vertically and laterally stacked F₁₆ZnPc-ZnPc heterojunctions, allowing for future spectroscopy investigation of molecular electronic structures and charge transfer behavior at organic-organic hetero-interfaces

View Accepted Manuscript (DOE)

View Accepted Manuscript (Publisher)

Cite

Export

Save

Research Organization:: Michigan State Univ., East Lansing, MI (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: SC0006400

OSTI ID:: 1465364

Alternate ID(s):: OSTI ID: 1332015

Journal Information:: Journal of Chemical Physics, Vol. 146, Issue 5; ISSN 0021-9606

Publisher:: American Institute of Physics (AIP)Copyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 2 works

Citation information provided by
Web of Science

References (46)

The path to ubiquitous and low-cost organic electronic appliances on plastic Forrest, Stephen R. Nature, Vol. 428, Issue 6986, p. 911-918 https://doi.org/10.1038/nature02498	journal	April 2004
Nondestructive Room-Temperature Adsorption of $2, 4, 6 -tri (2^{'} -thienyl) − 1, 3, 5 -triazine$ on a Si-B Interface: High-Resolution STM Imaging and Molecular Modeling Makoudi, Y.; Palmino, F.; Duverger, E. Physical Review Letters, Vol. 100, Issue 7 https://doi.org/10.1103/PhysRevLett.100.076405	journal	February 2008
STM studies of thin PTCDA films on $Ag ∕ Si (111) − \sqrt{3} \times \sqrt{3}$ Gustafsson, J. B.; Zhang, H. M.; Johansson, L. S. O. Physical Review B, Vol. 75, Issue 15 https://doi.org/10.1103/PhysRevB.75.155414	journal	April 2007
Effects of molecular organization on exciton diffusion in thin films of bioinspired light-harvesting molecules Siebbeles, Laurens D. A.; Huijser, Annemarie; Savenije, Tom J. Journal of Materials Chemistry, Vol. 19, Issue 34 https://doi.org/10.1039/b902593f	journal	January 2009
Transmission electron microscopic investigation of an ordered Al2O3 film on NiAl(110) Klimenkov, M.; Nepijko, S.; Kuhlenbeck, H. Surface Science, Vol. 385, Issue 1 https://doi.org/10.1016/S0039-6028(97)00150-7	journal	August 1997
Multi-oriented moiré superstructures of graphene on Ir(111): experimental observations and theoretical models Meng, Lei; Wu, Rongting; Zhang, Lizhi Journal of Physics: Condensed Matter, Vol. 24, Issue 31 https://doi.org/10.1088/0953-8984/24/31/314214	journal	July 2012
Epitaxial interactions between molecular overlayers and ordered substrates Hillier, Andrew C.; Ward, Michael D. Physical Review B, Vol. 54, Issue 19 https://doi.org/10.1103/PhysRevB.54.14037	journal	November 1996
Multiple scattering versus superstructures in low energy electron diffraction Bauer, E. Surface Science, Vol. 7, Issue 3 https://doi.org/10.1016/0039-6028(67)90026-X	journal	July 1967
Material challenge for flexible organic devices Lewis, Jay Materials Today, Vol. 9, Issue 4 https://doi.org/10.1016/S1369-7021(06)71446-8	journal	April 2006
Aluminum phthalocyanine chloride/C60 organic photovoltaic cells with high open-circuit voltages Kim, Do Young; So, Franky; Gao, Yongli Solar Energy Materials and Solar Cells, Vol. 93, Issue 9 https://doi.org/10.1016/j.solmat.2009.04.003	journal	September 2009
Origin of the energy level alignment at organic/organic interfaces: The role of structural defects Bussolotti, Fabio; Yang, Jinpeng; Hinderhofer, Alexander Physical Review B, Vol. 89, Issue 11 https://doi.org/10.1103/physrevb.89.115319	journal	March 2014
Self-directed growth of molecular nanostructures on silicon Lopinski, G. P.; Wayner, D. D. M.; Wolkow, R. A. Nature, Vol. 406, Issue 6791 https://doi.org/10.1038/35017519	journal	July 2000
Nucleation and evolution of zinc phthalocyanine thin films on the deactivated Si(111)-B $\sqrt{3} \times \sqrt{3}$ R30° surface Wagner, Sean R.; Zhang, Pengpeng Surface Science, Vol. 630 https://doi.org/10.1016/j.susc.2014.06.025	journal	December 2014
Noncovalent Bicomponent Self-Assemblies on a Silicon Surface Baris, Bulent; Jeannoutot, Judicaël; Luzet, Vincent ACS Nano, Vol. 6, Issue 8 https://doi.org/10.1021/nn301827e	journal	July 2012
Growth of Metal Phthalocyanine on Deactivated Semiconducting Surfaces Steered by Selective Orbital Coupling Wagner, Sean R.; Huang, Bing; Park, Changwon Physical Review Letters, Vol. 115, Issue 9 https://doi.org/10.1103/PhysRevLett.115.096101	journal	August 2015
Growth of pentacene on clean and modified gold surfaces Käfer, Daniel; Ruppel, Lars; Witte, Gregor Physical Review B, Vol. 75, Issue 8 https://doi.org/10.1103/PhysRevB.75.085309	journal	February 2007
Modeling charge transfer at organic donor-acceptor semiconductor interfaces Çakir, Deniz; Bokdam, Menno; de Jong, Michel P. Applied Physics Letters, Vol. 100, Issue 20 https://doi.org/10.1063/1.4717985	journal	May 2012
Design of Organic Semiconductors from Molecular Electrostatics ^† Heimel, Georg; Salzmann, Ingo; Duhm, Steffen Chemistry of Materials, Vol. 23, Issue 3 https://doi.org/10.1021/cm1021257	journal	February 2011
The frustrated motion of benzene on the surface of Si(111) Wolkow, Robert A.; Moffatt, Douglas J. The Journal of Chemical Physics, Vol. 103, Issue 24 https://doi.org/10.1063/1.469856	journal	December 1995
Real-Time Observation of Structural and Orientational Transitions during Growth of Organic Thin Films Kowarik, S.; Gerlach, A.; Sellner, S. Physical Review Letters, Vol. 96, Issue 12 https://doi.org/10.1103/PhysRevLett.96.125504	journal	March 2006
Epitaxy and Molecular Organization on Solid Substrates Hooks, D. E.; Fritz, T.; Ward, M. D. Advanced Materials, Vol. 13, Issue 4 https://doi.org/10.1002/1521-4095(200102)13:4<227::AID-ADMA227>3.0.CO;2-P	journal	February 2001
Effect of Molecule−Substrate Interaction on Thin-Film Structures and Molecular Orientation of Pentacene on Silver and Gold Zheng, Yi; Qi, Dongchen; Chandrasekhar, N. Langmuir, Vol. 23, Issue 16 https://doi.org/10.1021/la063165f	journal	July 2007
Nucleation and Growth of Perfluoropentacene on Self-Assembled Monolayers: Significant Changes in Island Density and Shape with Surface Termination Desai, Tushar V.; Woll, Arthur R.; Schreiber, Frank The Journal of Physical Chemistry C, Vol. 114, Issue 47 https://doi.org/10.1021/jp107518f	journal	November 2010
Multiphase Growth and Electronic Structure of Ultrathin Hexaazatrinaphthylene on Au(111) Ha, Sieu D.; Kaafarani, Bilal R.; Barlow, Stephen The Journal of Physical Chemistry C, Vol. 111, Issue 28 https://doi.org/10.1021/jp0718404	journal	July 2007
Structural Characterization of a Pentacene Monolayer on an Amorphous SiO ₂ Substrate with Grazing Incidence X-ray Diffraction Fritz, Sandra E.; Martin, Stephen M.; Frisbie, C. Daniel Journal of the American Chemical Society, Vol. 126, Issue 13 https://doi.org/10.1021/ja049726b	journal	April 2004
Controlled growth of a molecular bulk heterojunction photovoltaic cell Yang, Fan; Shtein, Max; Forrest, Stephen R. Nature Materials, Vol. 4, Issue 1 https://doi.org/10.1038/nmat1285	journal	December 2004
Formation of Highly Ordered Organic Molecular Thin Films on Deactivated Si Surfaces Studied by Scanning Tunneling Microscopy and Low Energy Electron Diffraction Wagner, Sean R.; Zhang, Pengpeng The Journal of Physical Chemistry C, Vol. 118, Issue 4 https://doi.org/10.1021/jp4099599	journal	January 2014
Thickness dependence of the LUMO position for phthalocyanines on hydrogen passivated silicon (111) Gorgoi, M.; Michaelis, W.; Kampen, T. U. Applied Surface Science, Vol. 234, Issue 1-4 https://doi.org/10.1016/j.apsusc.2004.05.065	journal	July 2004
Combined LEED and STM study of PTCDA growth on reconstructed Au(111) and Au(100) single crystals Mannsfeld, S.; Toerker, M.; Schmitz-Hübsch, T. Organic Electronics, Vol. 2, Issue 3-4 https://doi.org/10.1016/S1566-1199(01)00018-0	journal	December 2001
Atomic Scale Modeling of Two-Dimensional Molecular Self-Assembly on a Passivated Si Surface Copie, G.; Makoudi, Y.; Krzeminski, C. The Journal of Physical Chemistry C, Vol. 118, Issue 24 https://doi.org/10.1021/jp501955v	journal	June 2014
Self-assembly of manganese phthalocyanine on Pb(111) surface: A scanning tunneling microscopy study Hao, Dan; Song, Canli; Ning, Yanxiao The Journal of Chemical Physics, Vol. 134, Issue 15 https://doi.org/10.1063/1.3579493	journal	April 2011
Investigation of the growth of PTCDA on Cu(): an STM study Stöhr, M.; Gabriel, M.; Möller, R. Surface Science, Vol. 507-510 https://doi.org/10.1016/S0039-6028(02)01266-9	journal	June 2002
Nucleation of organic semiconductors on inert substrates Verlaak, Stijn; Steudel, Soeren; Heremans, Paul Physical Review B, Vol. 68, Issue 19 https://doi.org/10.1103/PhysRevB.68.195409	journal	November 2003
Assembly Process and Epitaxy of the F ₁₆ CuPc Monolayer on Cu(111) Wakayama, Yutaka The Journal of Physical Chemistry C, Vol. 111, Issue 6 https://doi.org/10.1021/jp0664061	journal	February 2007
Robust and Open Tailored Supramolecular Networks Controlled by the Template Effect of a Silicon Surface Baris, Bulent; Luzet, Vincent; Duverger, Eric Angewandte Chemie International Edition, Vol. 50, Issue 18 https://doi.org/10.1002/anie.201100332	journal	April 2011
Self-Directed Chain Reaction by Small Ketones with the Dangling Bond Site on the Si(100)-(2 × 1)-H Surface: Acetophenone, A Unique Example Hossain, Md. Zakir; Kato, Hiroyuki S.; Kawai, Maki Journal of the American Chemical Society, Vol. 130, Issue 34 https://doi.org/10.1021/ja8033944	journal	August 2008
Anisotropic Crystalline Organic Step-Flow Growth on Deactivated Si Surfaces Wagner, Sean R.; Lunt, Richard R.; Zhang, Pengpeng Physical Review Letters, Vol. 110, Issue 8 https://doi.org/10.1103/PhysRevLett.110.086107	journal	February 2013
Cooperative molecular dynamics in surface reactions Harikumar, K. R.; Leung, Lydie; McNab, Iain R. Nature Chemistry, Vol. 1, Issue 9 https://doi.org/10.1038/nchem.440	journal	November 2009
Electron diffraction at crystal surfaces McRae, E. G. Surface Science, Vol. 11, Issue 3 https://doi.org/10.1016/0039-6028(68)90059-9	journal	August 1968
Phthalocyanines: From outstanding electronic properties to emerging applications Claessens, Christian G.; Hahn, Uwe; Torres, Tomás The Chemical Record, Vol. 8, Issue 2 https://doi.org/10.1002/tcr.20139	journal	January 2008
Highly ordered growth of PTCDA on epitaxial bilayer graphene Meissner, Matthias; Gruenewald, Marco; Sojka, Falko Surface Science, Vol. 606, Issue 21-22 https://doi.org/10.1016/j.susc.2012.07.016	journal	November 2012
Epitaxial growth of pentacene films on Cu(110) Söhnchen, S.; Lukas, S.; Witte, G. The Journal of Chemical Physics, Vol. 121, Issue 1 https://doi.org/10.1063/1.1760076	journal	January 2004
The commensurate-to-incommensurate phase transition of an organic monolayer: A high resolution LEED analysis of the superstructures of NTCDA on Ag(111) Kilian, L.; Stahl, U.; Kossev, I. Surface Science, Vol. 602, Issue 14 https://doi.org/10.1016/j.susc.2008.05.025	journal	July 2008
Disorder-mediated ordering by self-interfactant effect in organic thin film growth of pentacene on silicon Kury, P.; Roos, K. R.; Thien, D. Organic Electronics, Vol. 9, Issue 4 https://doi.org/10.1016/j.orgel.2008.02.006	journal	August 2008
Complete Supramolecular Self-Assembled Adlayer on a Silicon Surface at Room Temperature Makoudi, Younes; Palmino, Frank; Arab, Madjid Journal of the American Chemical Society, Vol. 130, Issue 21 https://doi.org/10.1021/ja8001259	journal	May 2008
Growth dynamics of pentacene thin films: Real-time synchrotron x-ray scattering study Mayer, Alex C.; Ruiz, Ricardo; Zhou, Hua Physical Review B, Vol. 73, Issue 20 https://doi.org/10.1103/PhysRevB.73.205307	journal	May 2006

Cited By (1)

Tailoring the growth and electronic structures of organic molecular thin films Tan, Andrew; Zhang, Pengpeng Journal of Physics: Condensed Matter, Vol. 31, Issue 50 https://doi.org/10.1088/1361-648x/ab3c22	journal	September 2019

Similar Records

Interfacial charge transfer enhancement via formation of binary molecular assemblies on electronically corrugated boron nitride

Journal Article · Fri Nov 15 00:00:00 EST 2019 · Physical Chemistry Chemical Physics. PCCP · OSTI ID:1465364

Tan, A.; Zhang, P. P.

Ultrafast hole transfer from monolayer ReS₂ to thin-film F₈ZnPc

Journal Article · Thu Apr 15 00:00:00 EDT 2021 · Applied Physics Letters · OSTI ID:1465364

Valencia-Acuna, Pavel; Kafle, Tika R.; Zereshki, Peymon; +3 more

Effect of cuprous halide interlayers on the device performance of ZnPc/C{sub 60} organic solar cells

Journal Article · Wed Oct 15 00:00:00 EDT 2014 · Materials Research Bulletin · OSTI ID:1465364

Lee, Jinho; Park, Dasom; Heo, Ilsu; +1 more

Related Subjects

36 MATERIALS SCIENCE
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Title: Self-assembly of F16ZnPc thin films and F16ZnPc-ZnPc heterostructures on deactivated Si surfaces studied by scanning tunneling microscopy

Citation Formats

References (46)

Cited By (1)

Similar Records

Related Subjects