Comparison of the structures and wetting properties of self-assembled monolayers of n-alkanethiols on the coinage metal surfaces, copper, silver, and gold

Laibinis, Paul E.; Whitesides, George M.; Allara, David L.; Tao, Yu‐Tai; Parikh, Atul N.; Nuzzo, Ralph G.

doi:10.1021/ja00019a011

Cited by 1,941 publications

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“…These spectra were successfully reproduced by a combination of three sets of doublets, one for 168 eV and the others for the 164 eV peak, in which each doublet, corresponding to S 2p 3/2 and S 2p 1/2 , consists of two Gaussian components separated by 1.2 eV and of a 2:1 (lower to higher binding-energy component) intensity ratio. 25,26 The position of each set of doublets was determined by referring to the reported 27 a thiol in polycrystalline sample (RSH), 27 and a sulfonate (-SO 3 -) 20 as 161.9, 163.6, and 168.3 eV, respectively. The first set of doublets should include sulfide ion (S 2-) in CdS, 28 but it was practically impossible to distinguish it because of the nearly identical chemical shift (161.5 eV 28 ) and low signal-to-noise ratio of the spectra.…”

Section: Resultsmentioning

confidence: 99%

Fabrication and Characterization of CdS-Nanoparticle Mono- and Multilayers on a Self-Assembled Monolayer of Alkanedithiols on Gold

1998

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Mono-and multilayers of cadmium sulfide (CdS) nanoparticles were fabricated on a gold substrate covered with alkanedithiol self-assembled monolayers (SAMs) by an alternate immersion of the substrate into ethanolic solutions of dithiol, i.e., 1,6-hexanedithiol or 1,10-decanedithiol, and dispersion of CdS nanoparticles (ca. 3 nm in diameter), the latter of which was prepared in sodium bis(2-ethylhexyl)sulfosuccinate (Aerosol OT, AOT)/H 2 O/heptane reversed micelles. A layer-by-layer structure of dithiol SAM and CdS monolayer was confirmed with Fourier transform infrared reflection-absorption spectroscopy (FT-IRRAS) and X-ray photoelectron spectroscopy (XPS) at each step of composite-film preparation. It was revealed that CdS nanoparticles on SAMs were surrounded by AOT, which was then substituted by dithiols when the film was treated with the dithiol solution. The amount of CdS nanoparticles on the sample was measured by inductively coupled plasma mass spectrometry (ICP-MS) to be consistent with the above-mentioned monolayer structure. The photoinduced anodic current was observed when the composite film was immersed in an electrolyte solution containing triethanolamine as an electron donor. An action spectrum, which was quite similar to the absorption spectrum of CdS dispersion, indicates that the CdS nanoparticle keeps its size without mutual aggregation, and semiconducting properties even after being immobilized on the substrate.

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Section: Resultsmentioning

confidence: 99%

Fabrication and Characterization of CdS-Nanoparticle Mono- and Multilayers on a Self-Assembled Monolayer of Alkanedithiols on Gold

1998

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“…This observation indicates that the conformation of n-alkynes on Au(111) is preserved across the entire series of alkynes that we investigated; Nuzzo et al reported a similar observation in earlier spectroscopic studies of alkanethiols on Au. 20 In contrast to our observations, recent PM-IRRAS experiments by Scholz et al 6 (based on analysis of the C−H stretching range) performed for alkylbased SAMs (n-butylmercury tosylate (C 4 H 9 HgOTs) and noctadecylmercury tosylate (C 18 H 37 HgOTs) on Au) demonstrated fundamental differences in the relative intensities and band broadening between these SAMs and analogous alkanethiols; that is, the n-alkyls had a liquid-like structure (in contrast to the crystalline structure observed for n-alkanethiols). In contrast, the IRRAS data presented in Figures 2 and 3 demonstrate that it is possible to form alkynes that have order similar to that of alkanethiols on Au(111).…”

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confidence: 99%

Formation of Highly Ordered Self-Assembled Monolayers of Alkynes on Au(111) Substrate

et al. 2014

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Self-assembled monolayers (SAMs), prepared by reaction of terminal n-alkynes (HC C(CH 2 ) n CH 3 , n = 5, 7, 9, and 11) with Au(111) at 60°Cwere characterized using scanning tunneling microscopy (STM), infrared reflection absorption spectroscopy (IRRAS), X-ray photoelectron spectroscopy (XPS), and contact angles of water. In contrast to previous spectroscopic studies of this type of SAMs, these combined microscopic and spectroscopic experiments confirm formation of highly ordered SAMs having packing densities and molecular chain orientations very similar to those of alkanethiolates on Au(111). Physical properties, hydrophobicity, high surface order, and packing density, also suggest that SAMs of alkynes are similar to SAMs of alkanethiols. The formation of high-quality SAMs from alkynes requires careful preparation and manipulation of reactants in an oxygen-free environment; trace quantities of O 2 lead to oxidized contaminants and disordered surface films. The oxidation process occurs during formation of the SAM by oxidation of the −CC− group (most likely catalyzed by the gold substrate in the presence of O 2 ).T hin organic films based on self-assembled monolayers (SAMs) 1 are ubiquitous in surface science. The reaction of organic thiols (RSH) with group Ib metals (Au and Ag) to generate SAMs with composition Au/AgSR is the reaction most commonly used to prepare SAMs, 1 although reactions that generate organosilanes on silicon 2 (SiR) and organic carboxylates on silver 3 (AgO 2 CR) have attractive properties, and a number of other precursors have been surveyed. There have also been scattered descriptions of SAMs formed on gold from solutions of alkynes 4 (HCC(CH 2 ) n CH 3 , n = 3, 5, 7, 9, 11, and 13), ethynylbenzene 5 (HCCC 6 H 5 ) or nalkylmercury(II) tosylates 6 (CH 3 (CH 2 ) n HgOTs, n = 4 and 18) on Au(111). Although the potential interest of SAMs having metal−CCR bonds is high, since they offer a new type of metal−organic bond, most of these studies have used preparations analogous to those employed with n-alkanethiols and have generated SAMs that do not seem to be highly ordered and, thus, are perhaps unsuitable for detailed studies of the physical chemistry of the surface. In particular, there are no procedures that describe the formation of SAMs that are highly ordered in two dimensionsa key requirement for high-quality surface science. The most recent analyses of n-alkyl-based SAMs on Au(111) indicate a "liquid-like" structure of the monolayer, 6 and XPS analyses of SAMs formed from alkynes 4,5 suggest that these SAMs are sensitive to oxidation at an undefined point in their formation; that is, oxidation occurs either during or after SAM formation (for example, by reaction of the AuCCR bond with O 2 ). Contact angle analyses of increasing lengths of alkynes (HCC(CH 2 ) n CH 3 , n = 5, 7, 9, and 11) also suggest 4 that the quality of these SAMs is lower than those based on n-alkanethiols.Although SAMs have enabled studies of wetting, 7,8 adhesion, 9,10 and charge transport 3,11−13 (...

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“…Sulfur has a high affinity for gold and forces the alkane chains of the alkane thiol into a densely packed structure. 14 The spatial requirements of the alkyl chain match well with the optimal packing arrangement of sulfur on the gold substrate. The polymethylene chains can be terminated with many different functionalities to modify the wetting and/or reactivity of the newly formed surface (G. M. Whitesides).…”

Section: Two-dimensional Assemblies: Thin Filmsmentioning

confidence: 72%

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Comparison of the structures and wetting properties of self-assembled monolayers of n-alkanethiols on the coinage metal surfaces, copper, silver, and gold

Cited by 1,941 publications

References 7 publications

Fabrication and Characterization of CdS-Nanoparticle Mono- and Multilayers on a Self-Assembled Monolayer of Alkanedithiols on Gold

Fabrication and Characterization of CdS-Nanoparticle Mono- and Multilayers on a Self-Assembled Monolayer of Alkanedithiols on Gold

Formation of Highly Ordered Self-Assembled Monolayers of Alkynes on Au(111) Substrate

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