Tuning Molecular Self-Assembly on Bulk Insulator Surfaces by Anchoring of the Organic Building Blocks

Rahe P, Kittelmann M, Neff JL, Nimmrich M, Reichling M, Maass P, Kühnle A (2013)
Advances Materials 25(29): 3948-3956.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
OA 4.03 MB
Rahe, Philipp; Kittelmann, Markus; Neff, Julia L.; Nimmrich, Markus; Reichling, Michael; Maass, Philipp; Kühnle, AngelikaUniBi
Abstract / Bemerkung
Molecular self-assembly constitutes a versatile strategy for creating functional structures on surfaces. Tuning the subtle balance between intermolecular and molecule-surface interactions allows structure formation to be tailored at the single-molecule level. While metal surfaces usually exhibit interaction strengths in an energy range that favors molecular self-assembly, dielectric surfaces having low surface energies often lack sufficient interactions with adsorbed molecules. As a consequence, application-relevant, bulk insulating materials pose significant challenges when considering them as supporting substrates for molecular self-assembly. Here, the current status of molecular self-assembly on surfaces of wide-bandgap dielectric crystals, investigated under ultrahigh vacuum conditions at room temperature, is reviewed. To address the major issues currently limiting the applicability of molecular self-assembly principles in the case of dielectric surfaces, a systematic discussion of general strategies is provided for anchoring organic molecules to bulk insulating materials.
self-assembly; molecule-surface interactions; non-contact atomic force; microscopy; molecular adsorption; insulating surfaces
Advances Materials
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Rahe P, Kittelmann M, Neff JL, et al. Tuning Molecular Self-Assembly on Bulk Insulator Surfaces by Anchoring of the Organic Building Blocks. Advances Materials. 2013;25(29):3948-3956.
Rahe, P., Kittelmann, M., Neff, J. L., Nimmrich, M., Reichling, M., Maass, P., & Kühnle, A. (2013). Tuning Molecular Self-Assembly on Bulk Insulator Surfaces by Anchoring of the Organic Building Blocks. Advances Materials, 25(29), 3948-3956. doi:10.1002/adma.201300604
Rahe, P., Kittelmann, M., Neff, J. L., Nimmrich, M., Reichling, M., Maass, P., and Kühnle, A. (2013). Tuning Molecular Self-Assembly on Bulk Insulator Surfaces by Anchoring of the Organic Building Blocks. Advances Materials 25, 3948-3956.
Rahe, P., et al., 2013. Tuning Molecular Self-Assembly on Bulk Insulator Surfaces by Anchoring of the Organic Building Blocks. Advances Materials, 25(29), p 3948-3956.
P. Rahe, et al., “Tuning Molecular Self-Assembly on Bulk Insulator Surfaces by Anchoring of the Organic Building Blocks”, Advances Materials, vol. 25, 2013, pp. 3948-3956.
Rahe, P., Kittelmann, M., Neff, J.L., Nimmrich, M., Reichling, M., Maass, P., Kühnle, A.: Tuning Molecular Self-Assembly on Bulk Insulator Surfaces by Anchoring of the Organic Building Blocks. Advances Materials. 25, 3948-3956 (2013).
Rahe, Philipp, Kittelmann, Markus, Neff, Julia L., Nimmrich, Markus, Reichling, Michael, Maass, Philipp, and Kühnle, Angelika. “Tuning Molecular Self-Assembly on Bulk Insulator Surfaces by Anchoring of the Organic Building Blocks”. Advances Materials 25.29 (2013): 3948-3956.
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Daten bereitgestellt von Europe PubMed Central.

Imaging prototypical aromatic molecules on insulating surfaces: a review.
Hoffmann-Vogel R., Rep Prog Phys 81(1), 2018
PMID: 28958993
On-surface synthesis on a bulk insulator surface.
Richter A, Floris A, Bechstein R, Kantorovich L, Kühnle A., J Phys Condens Matter 30(13), 2018
PMID: 29460853
Micrometre-long covalent organic fibres by photoinitiated chain-growth radical polymerization on an alkali-halide surface.
Para F, Bocquet F, Nony L, Loppacher C, Féron M, Cherioux F, Gao DZ, Federici Canova F, Watkins MB., Nat Chem 10(11), 2018
PMID: 30150724
Adsorption and migration of single metal atoms on the calcite (10.4) surface.
Pinto H, Haapasilta V, Lokhandwala M, Öberg S, Foster AS., J Phys Condens Matter 29(13), 2017
PMID: 28198353
Calculating free energies of organic molecules on insulating substrates.
Gaberle J, Gao DZ, Shluger AL., Beilstein J Nanotechnol 8(), 2017
PMID: 28462068
Diacetylene polymerization on a bulk insulator surface.
Richter A, Haapasilta V, Venturini C, Bechstein R, Gourdon A, Foster AS, Kühnle A., Phys Chem Chem Phys 19(23), 2017
PMID: 28561080
Supramolecular heterostructures formed by sequential epitaxial deposition of two-dimensional hydrogen-bonded arrays.
Korolkov VV, Baldoni M, Watanabe K, Taniguchi T, Besley E, Beton PH., Nat Chem 9(12), 2017
PMID: 29168478
On-Surface Self-Assembly of a C3 -Symmetric π-Conjugated Molecule Family Studied by STM: Two-Dimensional Nanoporous Frameworks.
Dai H, Wang S, Hisaki I, Nakagawa S, Ikenaka N, Deng K, Xiao X, Zeng Q., Chem Asian J 12(19), 2017
PMID: 28786216
The surface structure matters: thermal stability of phthalic acid anchored to atomically-defined cobalt oxide films.
Xu T, Schwarz M, Werner K, Mohr S, Amende M, Libuda J., Phys Chem Chem Phys 18(15), 2016
PMID: 27030374
Adsorption of PTCDA and C₆₀ on KBr(001): electrostatic interaction versus electronic hybridization.
Jia Q, Hu ZX, Ji W, Burke SA, Gao HJ, Grütter P, Guo H., Phys Chem Chem Phys 18(16), 2016
PMID: 27045440
Growth kinetics of racemic heptahelicene-2-carboxylic acid nanowires on calcite (104).
Einax M, Richter T, Nimmrich M, Rahe P, Stará IG, Starý I, Kühnle A, Maass P., J Chem Phys 145(13), 2016
PMID: 27782411
On-surface reactions.
Lindner R, Kühnle A., Chemphyschem 16(8), 2015
PMID: 25965579
Decisive influence of substitution positions in molecular self-assembly.
Neff JL, Kittelmann M, Bechstein R, Kühnle A., Phys Chem Chem Phys 16(29), 2014
PMID: 24947801

92 References

Daten bereitgestellt von Europe PubMed Central.

Lehn, Angew. Chem. 100(), 1988

Lucas, Polym. Int. 61(), 2012

Rahe, Small 8(), 2012
Hydrogen-bonded molecular networks of melamine and cyanuric acid on thin films of NaCl on Au(111).
Bombis C, Kalashnyk N, Xu W, Laegsgaard E, Besenbacher F, Linderoth TR., Small 5(19), 2009
PMID: 19517481
Cyanuric acid and melamine on Au111: structure and energetics of hydrogen-bonded networks.
Xu W, Dong M, Gersen H, Rauls E, Vazquez-Campos S, Crego-Calama M, Reinhoudt DN, Stensgaard I, Laegsgaard E, Linderoth TR, Besenbacher F., Small 3(5), 2007
PMID: 17393548
Two-dimensional self-assembly into multicomponent hydrogen-bonded nanostructures.
De Feyter S, Miura A, Yao S, Chen Z, Wurthner F, Jonkheijm P, Schenning AP, Meijer EW, De Schryver FC., Nano Lett. 5(1), 2005
PMID: 15792416

Seto, J. Am. Chem. Soc. 113(), 1991

Einax, Rev. Mod. Phys. (), 2013

Kühnle, Curr. Opin. Colloid Interface Sci. 14(), 2009
From dewetting to wetting molecular layers: C60 on CaCO3(10 14) as a case study.
Rahe P, Lindner R, Kittelmann M, Nimmrich M, Kuhnle A., Phys Chem Chem Phys 14(18), 2012
PMID: 22456713
Molecular distortions and chemical bonding of a large pi-conjugated molecule on a metal surface.
Hauschild A, Karki K, Cowie BC, Rohlfing M, Tautz FS, Sokolowski M., Phys. Rev. Lett. 94(3), 2005
PMID: 15698289
Hybridization of organic molecular orbitals with substrate states at interfaces: PTCDA on silver.
Ziroff J, Forster F, Scholl A, Puschnig P, Reinert F., Phys. Rev. Lett. 104(23), 2010
PMID: 20867234
Molecular architectonic on metal surfaces.
Barth JV., Annu Rev Phys Chem 58(), 2007
PMID: 17430091
Molecular electronics: some views on transport junctions and beyond.
Joachim C, Ratner MA., Proc. Natl. Acad. Sci. U.S.A. 102(25), 2005
PMID: 15956192
Electronics using hybrid-molecular and mono-molecular devices.
Joachim C, Gimzewski JK, Aviram A., Nature 408(6812), 2000
PMID: 11117734

Bauer, Z. Kristallogr. 110(), 1958
Single layer of polymeric Fe-phthalocyanine: an organometallic sheet on metal and thin insulating film.
Abel M, Clair S, Ourdjini O, Mossoyan M, Porte L., J. Am. Chem. Soc. 133(5), 2010
PMID: 21192107

Gross, J. Vac. Sci. Technol. B 28(), 2010

Ramoino, Chem. Phys. Lett. 417(), 2006
PTCDA on Cu(111) partially covered with NaCl.
Karacuban H, Koch S, Fendrich M, Wagner T, Moller R., Nanotechnology 22(29), 2011
PMID: 21693798

Le, Phys. Rev. B 82(), 2010

Villagomez, Surf. Sci. 603(), 2009
Molecules on insulating films: scanning-tunneling microscopy imaging of individual molecular orbitals.
Repp J, Meyer G, Stojkovic SM, Gourdon A, Joachim C., Phys. Rev. Lett. 94(2), 2005
PMID: 15698209
Single molecular wires connecting metallic and insulating surface areas.
Bombis C, Ample F, Lafferentz L, Yu H, Hecht S, Joachim C, Grill L., Angew. Chem. Int. Ed. Engl. 48(52), 2009
PMID: 19950152

Rossel, Phys. Rev. B 84(), 2011
Oriented growth of porphyrin-based molecular wires on ionic crystals analysed by nc-AFM.
Glatzel T, Zimmerli L, Kawai S, Meyer E, Fendt LA, Diederich F., Beilstein J Nanotechnol 2(), 2011
PMID: 21977413
Adsorption of PTCDA on a partially KBr covered Ag(111) substrate.
Loppacher Ch, Zerweck U, Eng LM, Gemming S, Seifert G, Olbrich C, Morawetz K, Schreiber M., Nanotechnology 17(6), 2006
PMID: 26558560
PTCDA molecules on a KBr/InSb system: a low temperature STM study.
Such B, Goryl G, Godlewski S, Kolodziej JJ, Szymonski M., Nanotechnology 19(47), 2008
PMID: 21836286
Insulator at the ultrathin limit: MgO on Ag(001).
Schintke S, Messerli S, Pivetta M, Patthey F, Libioulle L, Stengel M, De Vita A, Schneider WD., Phys. Rev. Lett. 87(27 Pt 1), 2001
PMID: 11800905

Wu, J. Phys. Chem. C 112(), 2008
Controlling the charge state of a single redox molecular switch.
Leoni T, Guillermet O, Walch H, Langlais V, Scheuermann A, Bonvoisin J, Gauthier S., Phys. Rev. Lett. 106(21), 2011
PMID: 21699320
Nanoscale engineering of molecular porphyrin wires on insulating surfaces.
Maier S, Fendt LA, Zimmerli L, Glatzel T, Pfeiffer O, Diederich F, Meyer E., Small 4(8), 2008
PMID: 18651630

Giessibl, Rev. Modern Phys. 75(), 2003
Recent trends in surface characterization and chemistry with high-resolution scanning force methods.
Barth C, Foster AS, Henry CR, Shluger AL., Adv. Mater. Weinheim 23(4), 2010
PMID: 21254251
Improvement of a dynamic scanning force microscope for highest resolution imaging in ultrahigh vacuum.
Torbrugge S, Lubbe J, Troger L, Cranney M, Eguchi T, Hasegawa Y, Reichling M., Rev Sci Instrum 79(8), 2008
PMID: 19044351
Thermal noise limit for ultra-high vacuum noncontact atomic force microscopy.
Lubbe J, Temmen M, Rode S, Rahe P, Kuhnle A, Reichling M., Beilstein J Nanotechnol 4(), 2013
PMID: 23400758

Giessibl, Nanotechnology 15(), 2004

Reichling, Phys. Rev. Lett. 83(), 1999
The chemical structure of a molecule resolved by atomic force microscopy.
Gross L, Mohn F, Moll N, Liljeroth P, Meyer G., Science 325(5944), 2009
PMID: 19713523

Nony, Nanotechnology 15(), 2004
Strain induced dewetting of a molecular system: bimodal growth of PTCDA on NaCl.
Burke SA, Ji W, Mativetsky JM, Topple JM, Fostner S, Gao HJ, Guo H, Grutter P., Phys. Rev. Lett. 100(18), 2008
PMID: 18518395
Molecular dewetting on insulators.
Burke SA, Topple JM, Grutter P., J Phys Condens Matter 21(42), 2009
PMID: 21715835
The monomer-to-dimer transition and bimodal growth of Co-salen on NaCl(001): a high resolution atomic force microscopy study.
Fremy S, Schwarz A, Lammle K, Prosenc M, Wiesendanger R., Nanotechnology 20(40), 2009
PMID: 19752497

Kunstmann, Phys. Rev. B 71(), 2005

Dienel, Adv. Mater. 20(), 2008

Topple, J. Phys. Chem. C 115(), 2011

Topple, Phys. Rev. B 79(), 2009

de, 2004
Nucleation and submonolayer growth of C60 on KBr.
Burke SA, Mativetsky JM, Hoffmann R, Grutter P., Phys. Rev. Lett. 94(9), 2005
PMID: 15783979

Burke, Phys. Rev. B 76(), 2007
Second-layer induced island morphologies in thin-film growth of fullerenes.
Korner M, Loske F, Einax M, Kuhnle A, Reichling M, Maass P., Phys. Rev. Lett. 107(1), 2011
PMID: 21797552

Loppacher, Nanotechnology 18(), 2007

Israelachvili, 2011

Bergström, Adv. Colloid Interface Sci. 70(), 1997

Hough, Adv. Colloid Interface Sci. 14(), 1980

Parsegian, J. Colloid Interface Sci. 81(), 1981

Ravindra, Infrared Phys. Technol. 50(), 2007
Epitaxial growth of C60 on Ag(110) studied by scanning tunneling microscopy and tunneling spectroscopy.
David T, Gimzewski JK, Purdie D, Reihl B, Schlittler RR., Phys. Rev., B Condens. Matter 50(8), 1994
PMID: 9976946
Nanoscale pits as templates for building a molecular device.
Mativetsky JM, Burke SA, Fostner S, Grutter P., Small 3(5), 2007
PMID: 17351992

Burke, Adv. Mater. 21(), 2009

Pakarinen, Phys. Rev. B 80(), 2009

Nony, Nano Lett. 4(), 2004

Zimmerli, J. Phys.: Conf. Ser. 61(), 2007

Mativetsky, Nanotechnology 18(), 2007

Bennewitz, Surf. Sci. 474(), 2001

Fendrich, Appl. Phys. Lett. 91(), 2007

Schütte, Phys. Rev. B 80(), 2009

Glatzel, Appl. Phys. Lett. 94(), 2009

Chen, Phys. Rev. B 79(), 2009

Fendrich, J. Appl. Phys. 105(), 2009
Unambiguous determination of the adsorption geometry of a metal--organic complex on a bulk insulator.
Lammle K, Trevethan T, Schwarz A, Watkins M, Shluger A, Wiesendanger R., Nano Lett. 10(8), 2010
PMID: 20608713
An NC-AFM and KPFM study of the adsorption of a triphenylene derivative on KBr(001).
Hinaut A, Pujol A, Chaumeton F, Martrou D, Gourdon A, Gauthier S., Beilstein J Nanotechnol 3(), 2012
PMID: 22496995
Dipole-driven self-organization of zwitterionic molecules on alkali halide surfaces.
Nony L, Bocquet F, Para F, Cherioux F, Duverger E, Palmino F, Luzet V, Loppacher C., Beilstein J Nanotechnol 3(), 2012
PMID: 22497002
Functionalized truxenes: adsorption and diffusion of single molecules on the KBr(001) surface.
Such B, Trevethan T, Glatzel T, Kawai S, Zimmerli L, Meyer E, Shluger AL, Amijs CH, de Mendoza P, Echavarren AM., ACS Nano 4(6), 2010
PMID: 20499857

Hinaut, J. Phys. Chem. C 115(), 2011


Rahe, J. Phys. Chem. C 114(), 2010

Hauke, J. Phys. Chem. C 116(), 2012

Pawlak, J. Phys. Chem. C 114(), 2010
Adsorption of functionalized benzoic acids on MgSO4.H2O (100).
Maslyuk V, Tegenkamp C, Pfnur H, Bredow T., Chemphyschem 7(5), 2006
PMID: 16586422
Properties of ternary insulating systems: the electronic structure of MgSO4.H2O.
Maslyuk VV, Tegenkamp C, Pfnur H, Bredow T., J Phys Chem A 109(18), 2005
PMID: 16833735

Giordano, Phys. Rev. Lett. 81(), 1998
Direct visualization of molecule deprotonation on an insulating surface.
Kittelmann M, Rahe P, Gourdon A, Kuhnle A., ACS Nano 6(8), 2012
PMID: 22838491

Gomer, Rep. Prog. Phys. 53(), 1990


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