Ordering Fullerenes at the Nanometer Scale on Solid Surfaces

Sánchez, Luis; Otero, Roberto; Gallego, José M.; Miranda, Rodolfo; Martín, Nazario

doi:10.1021/cr800441b

Cited by 114 publications

(72 citation statements)

References 104 publications

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“…[28][29][30][31] Mostly the focus has been to derivatize C 60 with hydrophilic moieties, that is, polar or charged groups. [32][33][34][35] Such conventional amphiphiles composed of hydrophobic and hydrophilic units are water soluble and have great potential for biological applications.…”

Section: Conceptmentioning

confidence: 99%

Fullerene Derivatives That Bear Aliphatic Chains as Unusual Surfactants: Hierarchical Self‐Organization, Diverse Morphologies, and Functions

Asanuma

Nakanishi

et al. 2010

Chemistry A European J

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Conventionally, amphiphiles are composed of hydrophobic and hydrophilic units. They are able to exhibit a wide variety of structures depending on the environment. Such features have been applied in supramolecular chemistry, by which apolar and polar groups are implemented in the molecular design. Here we present an attractive approach to introduce unique amphiphilicity. Relatively simple fullerene (C(60)) derivatives that bear long aliphatic chains behave as uncommon surfactants in organic media. Although two hydrophobic units are used to assemble the derivatives, slight differences in their polarity and chemical nature may make them incompatible and thus arrange them in microphase-separated mesostructures as lamellar ones. These assemblies are maintained by relatively weak forces, pi-pi interactions among C(60) moieties and van der Waals forces between alkyl chains. Therefore, the derivatives can undergo "supramolecular polymorphism" by which different supramolecular assemblies arise by changing the conditions of assembly. A simple modification in their substituent motif of derivatives influences the intermolecular interactions and provides a wide variety of supramolecular materials.

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Section: Conceptmentioning

confidence: 99%

Fullerene Derivatives That Bear Aliphatic Chains as Unusual Surfactants: Hierarchical Self‐Organization, Diverse Morphologies, and Functions

Asanuma

Nakanishi

et al. 2010

Chemistry A European J

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“…13 In previous years, scanning probe spectroscopy experiments have been carried out on buckminsterfullerene C 60 adsorbed on noble metal surfaces to address its electronic characteristics. [14][15][16] These investigations have shown that distinct specific adsorption orientations and geometries as well as intermolecular interactions strongly influence its electronic properties. [17][18][19][20] At the same time, advances in the manipulation of single molecules now permit one to contact them between two metal electrodes, [21][22][23][24][25][26] and study their electron transport characteristics to reveal the details of the formed molecular junctions.…”

Section: Introductionmentioning

confidence: 99%

Charge Transport in C₆₀-Based Dumbbell-type Molecules: Mechanically Induced Switching between Two Distinct Conductance States

et al. 2015

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Single molecule charge transport characteristics of buckminsterfullerene-capped symmetric fluorene-based dumbbell-type compound (1) were investigated by scanning tunneling microscopy break junction (STM-BJ), current sensing atomic force microscopy break junction (CS-AFM-BJ) and mechanically controlled break junction (MCBJ) techniques, under ambient conditions. We also show that the compound 1 is able to form highly organized defect-free surface adlayers, allowing the molecules on the surface to be addressed specifically. Two distinct single molecule conductance states (called high G H 1 and low G L 1 ) were observed, depending on the pressure exerted by the probe on the junction, allowing thus molecule 1 to function as a mechanically driven molecular switch. These two distinct conductance states were attributed to the electron tunneling through the buckminsterfullerene anchoring group and fully extended molecule 1, respectively. The assignment of conductance features to these configurations was further confirmed by control experiments with asymmetrically designed buckminsterfullerene derivative (2) as well as pristine buckminsterfullerene (3), both lacking the G L feature.

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“…[1][2][3][4][5][6][7][8][9][10][11][12] Some organic molecules have the ability to self-assemble in two-dimensional ͑2D͒ networks when they are deposited on a surface. Some properties of these templates, such as their possibility to form either chiral or non-chiral ordered structures, 13,14 have been intensively studied for understanding their possible applications in nanotechnology ͑e.g., Refs.…”

Section: Introductionmentioning

confidence: 99%

Experimental and theoretical analysis of H-bonded supramolecular assemblies of PTCDA molecules

et al. 2010

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Physics, 81(19), 195412-1-195412-11. [195412]. https://doi.org/10.1103/PhysRevB. 81.195412 Copyright Other than for strictly personal use, it is not permitted to download or to forward/distribute the text or part of it without the consent of the author(s) and/or copyright holder(s), unless the work is under an open content license (like Creative Commons).Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim.Downloaded from the University of Groningen/UMCG research database (Pure): http://www.rug.nl/research/portal. For technical reasons the number of authors shown on this cover page is limited to 10 maximum. Using a systematic method based on considering all possible hydrogen bond connections between molecules and subsequent density-functional theory ͑DFT͒ calculations, we investigated planar superstructures that the perylene-3,4,9,10-tetracarboxylic-3,4,9,10-dianhydride ͑PTCDA͒ molecules can form in one and two dimensions. Structures studied are mostly based on two molecule unit cells and all assemble in flat periodic arrays. We show that 42 different monolayer structures are possible, which can be split into eight families of distinct structures. A single representative of every family was selected and relaxed using DFT. We find square, herringbone and brick wall phases ͑among others͒ which were already observed on various substrates. Using scanning tunneling microscopy in ultrahigh vacuum, we also observed herringbone and square phases after sublimation of PTCDA molecules on the Au͑111͒ surface at room temperature, the square phase being observed for the first time on this substrate. The square phase appears as a thin stripe separating two herringbone domains and provides a perfect structural matching for them. A similar structural formation serving as a domain wall between two other phases has been recently reported on the same surface formed by melamine molecules ͓F. Silly et al., J. Phys. Chem. C 112, 11476 ͑2008͔͒. Our theoretical analysis helps to account for these and other observed complex structures.

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Ordering Fullerenes at the Nanometer Scale on Solid Surfaces

Cited by 114 publications

References 104 publications

Fullerene Derivatives That Bear Aliphatic Chains as Unusual Surfactants: Hierarchical Self‐Organization, Diverse Morphologies, and Functions

Fullerene Derivatives That Bear Aliphatic Chains as Unusual Surfactants: Hierarchical Self‐Organization, Diverse Morphologies, and Functions

Charge Transport in C₆₀-Based Dumbbell-type Molecules: Mechanically Induced Switching between Two Distinct Conductance States

Experimental and theoretical analysis of H-bonded supramolecular assemblies of PTCDA molecules

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Ordering Fullerenes at the Nanometer Scale on Solid Surfaces

Cited by 114 publications

References 104 publications

Fullerene Derivatives That Bear Aliphatic Chains as Unusual Surfactants: Hierarchical Self‐Organization, Diverse Morphologies, and Functions

Fullerene Derivatives That Bear Aliphatic Chains as Unusual Surfactants: Hierarchical Self‐Organization, Diverse Morphologies, and Functions

Charge Transport in C60-Based Dumbbell-type Molecules: Mechanically Induced Switching between Two Distinct Conductance States

Experimental and theoretical analysis of H-bonded supramolecular assemblies of PTCDA molecules

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Charge Transport in C₆₀-Based Dumbbell-type Molecules: Mechanically Induced Switching between Two Distinct Conductance States