Concentration-dependent switching of the mode of phase separation in ternary self-assembled monolayers of 2-mercaptoethane sulfonic acid, 2-aminoethanethiol and 1-dodecanethiol on Au(1 1 1)

Phong, Phạm Hồng; Соколов, В. В.; Nishi, Naoya; Yamamoto, Masahiro; Kakiuchi, Takashi

doi:10.1016/j.jelechem.2006.02.027

Cited by 7 publications

(4 citation statements)

References 48 publications

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“…Here, we report electrochemical restructuring during the reductive desorption of SAMs containing one internal amide group, 3-mercapto- N -nonylpropionamide (CH 3 (CH 2 ) 8 NHCOCH 2 CH 2 SH, henceforth 1ATC9 ) . Electrochemical experiments on SAMs are often conducted to investigate film coverage, order, and characteristic intermolecular interactions. , Applying cathodic potentials removes carbonaceous contamination from alkanethiolate SAMs, or selectively eliminates one or more components in mixed SAMs. ,− In this case, electrochemical treatment modifies the local structure within SAMs; strong intermolecular hydrogen bonding results in an ordered striped phase. The electrochemical measurements also provide easy access to quantitative analysis and enable us to monitor the process in situ.…”

Section: Introductionmentioning

confidence: 99%

“…37,38 Applying cathodic potentials removes carbonaceous contamination from alkanethiolate SAMs, 39 or selectively eliminates one or more components in mixed SAMs. 38,[40][41][42][43][44][45][46][47][48] In this case, electrochemical treatment modifies the local structure within SAMs; strong intermolecular hydrogen bonding results in an ordered striped phase. The electrochemical measurements also provide easy access to quantitative analysis and enable us to monitor the process in situ.…”

Section: Introductionmentioning

confidence: 99%

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Structural Manipulation of Hydrogen-Bonding Networks in Amide-Containing Alkanethiolate Monolayers via Electrochemical Processing

et al. 2010

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We report the electrochemically driven phase transformation of amide-containing alkanethiol, 3-mercapto-N-nonylpropionamide (1ATC9) self-assembled monolayers (SAMs) into a linear nanostructure. Hydrogenbonding interactions between buried amide groups cause multistep electrochemical desorption and enable an unusual phase change, affording a less dense, textured structure. Single-component 1ATC9 SAMs prepared in solution at room temperature for 24 h consist of two phases with different apparent heights in scanning tunneling microscope images; these phases are readily manipulated by controlling solution temperature and deposition time. Intermolecular hydrogen-bonding interactions give high thermal stability to the films. The presence of two independent cathodic peaks in 1ATC9 monolayer voltammograms indicates two-step reductive desorption. A monolayer phase transition occurs after the first cathodic peak, transforming a close-packed monolayer into a striped phase that is energetically favored at low surface-thiolate density. Scanning tunneling microscopy, cyclic voltammetry, infrared reflection absorption spectroscopy, and X-ray photoelectron spectroscopy reveal electrochemical nanostructuring, driven by partial reductive desorption and strong interchain hydrogen bonding. The resultant striped, low-coverage phase is inaccessible by other synthetic preparations, except controlled dosing in ultrahigh vacuum.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Structural Manipulation of Hydrogen-Bonding Networks in Amide-Containing Alkanethiolate Monolayers via Electrochemical Processing

et al. 2010

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“…Salaita et al 31 combined dip-pen nanolithography with a phase separating binary solution containing HO 2 C(CH 2 ) 15 SH to achieve an enhanced degree of patterning resolution. Ternary systems 32 have also been shown to phase separate as well as binary systems on curved substrates. 20 Much less is known about nanoscale phase separation for SAMs composed of alkylsilanes, which are a class of materials that adsorb on hydroxylated surfaces and have structural properties similar to those of the alkanethiols.…”

Section: Introductionmentioning

confidence: 99%

Atomistic simulations of the wetting behavior of nanodroplets of water on homogeneous and phase separated self-assembled monolayers

et al. 2010

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“…The final composition of the mixed SAMs depends on several factors, namely the properties of the components such as solubility, chain length, and terminal group, the molar ratio, concentration, and solvent used. ,, Moreover, it has been reported in the literature that the composition of the mixed SAM, prepared from a solution containing both 1-octanethiol and 1,8-octanedithiol, does not reflect the solution concentration ratio, namely for a proportion of (199:1) thiol/dithiol, the SAM composition was (2:1) thiol/dithiol, probably due to the presence of two −SH functionalities in the dithiol molecule, the possibility of these molecules binding to the surface is higher than that of the thiol.…”

Section: Resultsmentioning

confidence: 99%

Electrochemical and Morphological Characterization of New Architectures Containing Self-Assembled Monolayers and Au-NPs

2010

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Pure 1,10-decanedithiol (C 10 -SH) and mixed (1-decanethiol:1,10-decanedithiol) self-assembled monolayers (SAMs) prepared from ethanolic solution on Au(111) surfaces have been used in order to investigate the effect of the SAM organization and the availability of free -SH groups at the SAM/solution interface on the development of layer-by-layer architectures containing SAMs and gold nanoparticles (Au-NPs). The SAM modified electrodes have been electrochemically characterized by cyclic voltammetry in alkaline medium (reductive desorption) and in the presence of an electroactive species, Fe(CN) 6 3-, in KNO 3 solution, enabling the evaluation of the stability and organization of the SAMs. Enhanced stability, organization, and hindrance to the electron transfer were found for the mixed SAMs with increasing thiol content, when compared with the pure dithiol SAM. The mixed SAM prepared from solution containing the thiol to dithiol proportion of (50:1) and pure C 10 -SH SAMs have been selected for further modification; the electrochemical quartz crystal microbalance (EQCM) enables the detection of different amount of citrate stabilized Au-NPs attachment to the selected SAMs modified electrodes due to distinct availability of free -SH groups at the SAM/solution interface and the electrochemical characterization of the layer-by-layer assemblies (based on pure C 10 -SH and mixed SAMs) showed that the electron transfer (ET) properties of the such architectures strongly depend on the nature of the base SAM and amount of immobilized Au-NPs. Atomic force microscopy (AFM) morphological characterization of the C 10 -SH SAM upon layer-by-layer modification was performed ex situ in air.

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Concentration-dependent switching of the mode of phase separation in ternary self-assembled monolayers of 2-mercaptoethane sulfonic acid, 2-aminoethanethiol and 1-dodecanethiol on Au(1 1 1)

Cited by 7 publications

References 48 publications

Structural Manipulation of Hydrogen-Bonding Networks in Amide-Containing Alkanethiolate Monolayers via Electrochemical Processing

Structural Manipulation of Hydrogen-Bonding Networks in Amide-Containing Alkanethiolate Monolayers via Electrochemical Processing

Atomistic simulations of the wetting behavior of nanodroplets of water on homogeneous and phase separated self-assembled monolayers

Electrochemical and Morphological Characterization of New Architectures Containing Self-Assembled Monolayers and Au-NPs

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