Aromatic Self-Assembled Monolayers on Hydrogenated Silicon

Zharnikov, Michael; Küller, Alexander; Shaporenko, Andrey; Schmidt, Evanthia Kalpazidou; Eck, Wolfgang

doi:10.1021/la020841e

Cited by 58 publications

(74 citation statements)

References 66 publications

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“…Equation 1 was slightly modified for the case of the aromatic molecules. [59,60] A herringbone packing of the PPPT backbones with Table 1. Photon energy positions (eV) and assignments (only the final orbital) of the C K-edge NEXAFS resonances for PPPT SAMs on Au and Ag along with reference data for benzene, [50][51][52][53] pyridine, [53,54[ pyrazine, [54,55] and TPT/Au.…”

Section: Full Papermentioning

confidence: 99%

Charge Transport through Oligoarylene Self‐assembled Monolayers: Interplay of Molecular Organization, Metal–Molecule Interactions, and Electronic Structure

Grave¹,

Risko²,

Shaporenko

et al. 2007

Adv Funct Materials

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The electrical properties of two molecular wires?a novel aryl moiety, 6‐(5‐pyridin‐2‐ylpyrazin‐2‐yl)pyridine‐3‐thiol (PPPT), and the well studied 1,1';4',1''‐terphenyl‐4‐thiol (TPT)?organized in self‐assembled monolayers (SAMs) are measured using metal–molecule–metal (MMM) mercury‐drop junctions. Current measured at the same bias voltage through PPPT is found to be more than one order of magnitude lower than through TPT. To interpret and understand these results, characterization of the structure, organization of the SAMs, and theoretical analyses of the molecular systems are discussed. X‐ray photoelectron spectroscopy (XPS) and near‐edge X‐ray absorption fine structure spectroscopy (NEXAFS) indicate that although PPPT forms high‐quality SAMs on both Au and Ag substrates, it exhibits a lower packing density (by 20 %) and less orientational order than TPT. In addition, electronic structure calculations with density functional theory (DFT) reveal that the electron‐withdrawing nitrogen atoms in the PPPT aryl backbone stabilize the valence molecular electronic structure and pull negative charge from the thiol sulfur. This behavior can influence both charge‐injection barriers and metal–molecule binding interactions in the MMM junctions. The current–voltage data are interpreted on the basis of a hole‐tunneling, through‐bond mechanism. Conductance analysis through a model for off‐resonant tunneling transport suggests that a comparatively small difference in the charge‐injection barrier can explain the factor of ten difference in observed conduction.

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Section: Full Papermentioning

confidence: 99%

Charge Transport through Oligoarylene Self‐assembled Monolayers: Interplay of Molecular Organization, Metal–Molecule Interactions, and Electronic Structure

Grave¹,

Risko²,

Shaporenko

et al. 2007

Adv Funct Materials

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“…Angular-dependent X-ray absorption spectroscopy (XAS) is a powerful tool for determining molecular orientation in organic layers, even at sub-monolayer coverages [9][10][11] . The molecular tilt angle within a layer can be calculated using absorption intensities at various incident angles.…”

Section: Introductionmentioning

confidence: 99%

Molecular Orientation and Ordering during Initial Growth of Copper Phthalocyanine on Si(111)

Wang

Liu

et al. 2007

J. Phys. Chem. C

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RECEIVED DATE (to be automatically inserted after your manuscript is accepted if required according to the journal that you are submitting your paper to)The molecular orientation and order in the initial growth of copper phthalocyanine on Si(111) was investigated in-situ by angular-dependent X-ray absorption spectroscopy. A transition from lying-down to standing-up configuration occurs in less than one monolayer. After the Si surface is passivated by a monolayer of the molecules, only the standing-up structure persists in subsequent growth. The molecular film also exhibits an order-disorder-order transition in the distribution of molecular tilt angle during growth. These transitions are related to the changes of interactions in the system at different stages.

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“…In the field of covalently attached monolayers to well-defined Si surfaces presently reported attachment methods include thermal conditions and UV irradiation. [1][2][3][4][5] Although such reaction conditions yield stable [6,7] and densely packed monolayers, [8,9] they are too harsh to allow the use of labile bioactive materials. This situation has two ways out: In the first route, one attaches a precursor to the surface that can stand such harsh conditions, which is subsequently transformed into the bioactive monolayer.…”

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confidence: 99%

Covalently Attached Monolayers on Hydrogen‐Terminated Si(100): Extremely Mild Attachment by Visible Light

et al. 2004

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Aromatic Self-Assembled Monolayers on Hydrogenated Silicon

Cited by 58 publications

References 66 publications

Charge Transport through Oligoarylene Self‐assembled Monolayers: Interplay of Molecular Organization, Metal–Molecule Interactions, and Electronic Structure

Charge Transport through Oligoarylene Self‐assembled Monolayers: Interplay of Molecular Organization, Metal–Molecule Interactions, and Electronic Structure

Molecular Orientation and Ordering during Initial Growth of Copper Phthalocyanine on Si(111)

Covalently Attached Monolayers on Hydrogen‐Terminated Si(100): Extremely Mild Attachment by Visible Light

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