Modification of self-assembled monolayers of alkanethiols on gold by ionizing radiation

Wirde, Mikael; Gelius, U.; Dunbar, T. D.; Allara, David L.

doi:10.1016/s0168-583x(97)00140-7

Cited by 134 publications

(224 citation statements)

References 24 publications

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“…30,41 Alternatively, the second component might derive from disulfides formed under the influence of the X-rays during spectral acquisition. [42][43][44] No oxidized species of sulfur can be detected at binding energies of 164.8 and 168.5 eV. 45 Quantitative analysis of XPS spectra allows us to determine the yield of functionalization of the SAM with naphthalimide rotaxane molecules: from the photoemission peak area of each element the amount of that species on the surface is obtained.…”

Section: Methodsmentioning

confidence: 99%

Structural, Electrochemical, and Photophysical Properties of a Molecular Shuttle Attached to an Acid-Terminated Self-Assembled Monolayer

Cecchet¹,

Rudolf²,

Rapino³

et al. 2004

J. Phys. Chem. B

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Structural, electrochemical, and photophysical properties of a molecular shuttle attached to an acid-terminated self-assembled monolayer Cecchet, F; Rudolf, Petra; Rapino, S; Margotti, M; Paolucci, F; Baggerman, J; Kay, ER; Wong, JKY; Leigh, DA; Kay, Euan R. 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. March 30, 2004; In Final Form: July 6, 2004 A benzylic amide macrocycle containing a pyridine moiety (macrocycle 2) and a related benzylic amide macrocycle-based molecular shuttle (naphthalimide rotaxane) with two pyridine moieties on the macrocyclic unit were grafted onto a self-assembled monolayer (SAM) of 11-mercaptoundecanoic acid (11-MUA) on gold. X-ray photoelectron spectroscopy (XPS) indicates that the molecules are linked to the SAM by hydrogenbonding. Electrochemical investigations show that the self-assembled monolayer is densely packed and well ordered and allows the estimation of the average thickness of the SAM alone and of the SAM functionalized with either macrocycle 2 or with naphthalimide rotaxane. The estimated thickness values suggest that the 11-MUA chains in the SAM are tilted with respect to the surface normal, as expected for ordered and stable SAMs, whereas the rotaxane molecules are oriented with the thread parallel to the SAM surface and macrocycle plan preferentially perpendicular to the surface. The photophysical studies of the naphthalimide rotaxane grafted onto the SAM on gold demonstrated that fluorescence is partially quenched but still remains easily measurable because the presence of the SAM reduces the quenching effect of the metal substrate. Moreover, the photophysical analysis clearly indicates that the naphthalimide part of the rotaxane strongly interacts with the carboxylic groups of the SAM, in agreement with the orientation of the molecule obtained from the electrochemistry.

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Section: Methodsmentioning

confidence: 99%

Structural, Electrochemical, and Photophysical Properties of a Molecular Shuttle Attached to an Acid-Terminated Self-Assembled Monolayer

Cecchet¹,

Rudolf²,

Rapino³

et al. 2004

J. Phys. Chem. B

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“…The measurements were conducted under UHV conditions at a base pressure better than 1.5 × 10 -9 mbar and at room temperature. The spectral acquisition time was selected such that no noticeable damage by the primary X-rays occurred during the measurements [27][28][29][30]. The acquisition of the spectra was carried out in normal emission geometry with an energy resolution of~0.4 eV.…”

Section: Dna Immobilization and Hybridizationmentioning

confidence: 99%

Thymine/adenine diblock-oligonucleotide monolayers and hybrid brushes on gold: a spectroscopic study

Howell¹,

Hamoudi²,

Zharnikov

2013

Biointerphases

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Background: The establishment of spectroscopic analysis techniques for complex, surface-bound biological systems is an important step toward the further application of these powerful experimental tools to new questions in biology and medicine. Methods: We use a combination of the complementary spectroscopic techniques of X-ray photoelectron spectroscopy, Infrared reflection-absorption spectroscopy, and near-edge x-ray absorption fine structure spectroscopy to monitor the composition and molecular orientation in adenine/thymine diblock oligonucleotide films and their hybridized brushes on gold.

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“…Such an analysis reveals that the effective diffusion length (or penetration depth) of atomic O within the hydrocarbon film is ≈5.5 Å. Furthermore, the fact that Au 2 O 3 and RSO 3 species are not observed until after prolonged O/O 2 exposure indicates that although X-ray irradiation of SAMs induces carbon, sulfur, and hydrogen desorption 25,26 the X-ray-modified C 16 -SAM forms a 3-dimensionally dense overlayer, preventing O-atom penetration to the film/vacuum interface (Scheme 1). These results are consistent with those of George et al 9 who found that carbon oxidation and C-C bond cleavage occur prior to oxidation at the film/substrate interface.…”

Section: Scheme 1: Schematic Of the Interaction Of O/o 2 With A C 16 mentioning

confidence: 99%

Radical Reactions with Organic Thin Films: Chemical Interaction of Atomic Oxygen with an X-ray Modified Self-Assembled Monolayer

et al. 2002

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The interaction of an X-ray-modified self-assembled monolayer with a mixture of atomic and molecular oxygen (O/O 2 ) has been studied using in situ X-ray photoelectron spectroscopy. Initially the reaction dynamics are dominated by the incorporation of new oxygen containing functionality at the vacuum/film interface. At intermediate O/O 2 exposures, when a steady-state concentration of C-O, CdO, and O-CdO groups has been established, the production of volatile carbon-containing species, including CO 2 , is responsible for etching the hydrocarbon film. Upon prolonged O/O 2 exposures, O atoms penetrate to the film/substrate interface, producing Au 2 O 3 and sulfonate (RSO 3 ) species. Under steady-state conditions, the thickness of the hydrocarbon film was reduced with an efficiency of ≈7.4 × 10 -4 Å/impingent O atom while the average penetration depth of O atoms within the hydrocarbon film was determined to be ≈5.5 Å.

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Modification of self-assembled monolayers of alkanethiols on gold by ionizing radiation

Cited by 134 publications

References 24 publications

Structural, Electrochemical, and Photophysical Properties of a Molecular Shuttle Attached to an Acid-Terminated Self-Assembled Monolayer

Structural, Electrochemical, and Photophysical Properties of a Molecular Shuttle Attached to an Acid-Terminated Self-Assembled Monolayer

Thymine/adenine diblock-oligonucleotide monolayers and hybrid brushes on gold: a spectroscopic study

Radical Reactions with Organic Thin Films: Chemical Interaction of Atomic Oxygen with an X-ray Modified Self-Assembled Monolayer

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