Ordered structures of two sulfur containing donor molecules on the Au(111) surface

Fiedler, Benjamin; Rojo‐Wiechel, Elena; Klassen, Johann; Simon, Julia; Beck, Johannes; Sokołowski, M.

doi:10.1016/j.susc.2012.07.031

Cited by 9 publications

(28 citation statements)

References 33 publications

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“…1(b)], 61 consistent with the prevailing geometry also observed for TTT/Au(111) by STM. 45,46 The maximum of the HOMO-derived peak for the 6 Å coverage is located at higher BE than for 2 Å, due to a second contribution with its maximum at 0.9 eV, as shown by the best fit in the θ = 45 • spectrum. The emergence of this feature in the valence spectrum is a good indication that at least a second molecular layer is present at this coverage.…”

Section: Au(111)mentioning

confidence: 88%

“…In addition, while we find TSeT to lie mostly flat on Au(111) and Ag(111) from the LT experiments (vide infra), it is possible that some TSeT molecules adopt an inclined (and thus differently bound) adsorption geometry, which was indeed observed for TTT/Au(111) from scanning tunneling microscopy (STM). 45,46 These considerations allow rationalizing the observation of two interface species without invoking a breakage of Se-C bonds. However, with the insufficient atomistic-geometrical information for this particular system, we refrain from any further speculation.…”

Section: A Room Temperature Film Growth (Interface Region)mentioning

confidence: 99%

“…The origin of these observations is likely desorption of intact molecules, probably accompanied by (substrate-mediated) chemical reactions and desorption of reaction products, similar to what was reported for benzeneselenolate/Au(111) 39,85 and TTT/Au(111). 45 …”

Section: Au(111)mentioning

confidence: 99%

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Seleno groups control the energy-level alignment between conjugated organic molecules and metals

Niederhausen

Duhm

Heimel

et al. 2014

The Journal of Chemical Physics

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The charge injection from metallic electrodes into hole transporting layers of organic devices often suffers from deviations from vacuum-level alignment at the interface. Even for weakly interacting cases, Pauli repulsion causes an interface dipole between the metal and conjugated organic molecules (COMs) (so called "push-back" or "cushion" effect), which leads notoriously to an increase of the hole injection barrier. On the other hand, for chalcogenol self assembled monolayers (SAMs) on metal surfaces, chemisorption via the formation of chalcogen-metal bonds is commonly observed. In these cases, the energy-level alignment is governed by chalcogen-derived interface states in the vicinity of the metal Fermi-level. In this work, we present X-ray and ultraviolet photoelectron spectroscopy data that demonstrate that the interfacial energy-level alignment mechanism found for chalcogenol SAMs also applies to seleno-functionalized COMs. This can be exploited to mitigate the push-back effect at metal contacts, notably also when COMs with low ionization energies are employed, permitting exceedingly low hole injection barriers, as shown here for the interfaces of tetraseleno-tetracene with Au(111), Ag(111), and Cu(111).

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Section: Au(111)mentioning

confidence: 88%

Section: A Room Temperature Film Growth (Interface Region)mentioning

confidence: 99%

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Seleno groups control the energy-level alignment between conjugated organic molecules and metals

Niederhausen

Duhm

Heimel

et al. 2014

The Journal of Chemical Physics

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“…To our knowledge, the adsorption of TNAP has been studied only on Au [34] but not on Ag surfaces. The TNAP monolayers on Ag(100) were prepared under the same conditions that were used for the TNAP monolayers on Au(111) before [34]. The resulting LEED pattern is shown in Fig.…”

Section: Resultsmentioning

confidence: 99%

Pure and mixed ordered monolayers of tetracyano-2,6-naphthoquinodimethane and hexathiapentacene on the Ag(100) surface

Harbers

Heepenstrick

Perepichka

et al. 2019

Beilstein J. Nanotechnol.

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We report on mixed ordered monolayers of the electron acceptor-type molecule tetracyano-2,6-naphthoquinodimethane (TNAP) and the electron donor-type molecule hexathiapentacene (HTPEN). This investigation was motivated by the general question which type of mixed stoichiometric structures are formed on a surface by molecules that are otherwise typically used for the synthesis of bulk charge-transfer materials. The layers were obtained by vacuum deposition on the Ag(100) surface and analyzed by low-energy electron diffraction (LEED) and scanning tunneling microscopy (STM). The formation of the mixed structure occurs spontaneously. An important motif for the structure formation is given by hydrogen bonds between the TNAP molecules. Both molecules, TNAP and HTPEN also form well-ordered monolayers on the Ag(100) surface on their own. In all structures, the molecules are adsorbed in a planar orientation on the surface. We discuss the influence of intermolecular charge transfer on the ordering in the mixed structure.

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“…To the best of our knowledge no investigation into how the morphology of TTT thin films affects electrical conductivity has been described. Recently, Fiedler et al studied the structure of TTT monolayers on gold [17]. They found two different TTT monolayer phases on gold (111) surfaces depending on the amounts of TTT deposited.…”

Section: Introductionmentioning

confidence: 99%

Tetrathiotetracene thin film morphology and electrical properties

et al. 2016

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Ordered structures of two sulfur containing donor molecules on the Au(111) surface

Cited by 9 publications

References 33 publications

Seleno groups control the energy-level alignment between conjugated organic molecules and metals

Seleno groups control the energy-level alignment between conjugated organic molecules and metals

Pure and mixed ordered monolayers of tetracyano-2,6-naphthoquinodimethane and hexathiapentacene on the Ag(100) surface

Tetrathiotetracene thin film morphology and electrical properties

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