Ageing of alkanethiol self-assembled monolayers

Horn, Andrew B.; Russell, David A.; Shorthouse, Lora J.; Simpson, Tim R. E.

doi:10.1039/ft9969204759

Cited by 63 publications

(70 citation statements)

References 10 publications

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“…The XPS studies by McIver et al [49] showed that the relative amount of sulphonate species in monolayers was still small even after prolonged storage in ambient conditions. Horn et al [50] performed a detailed FT-IR study on gold alkanthiolate monolayers as a function of storage time in air and showed that these SAMs were stable against oxidation at least for 20 days. Fritsch et al [51] used laser desorption mass spectrometry and reported possible oxidation of adsorbed alkanthiolate on Au to sulfonates, but this oxidation may have been triggered by laser irradiation used in their studies.…”

Section: Electrode Preparationmentioning

confidence: 98%

Comparative electrochemical study of self-assembled monolayers of 2-mercaptobenzoxazole, 2-mercaptobenzothiazole, and 2-mercaptobenzimidazole formed on polycrystalline gold electrode

Shervedani

Hatefi-Mehrjardi

Khosravi

2007

Electrochimica Acta

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Section: Electrode Preparationmentioning

confidence: 98%

Comparative electrochemical study of self-assembled monolayers of 2-mercaptobenzoxazole, 2-mercaptobenzothiazole, and 2-mercaptobenzimidazole formed on polycrystalline gold electrode

Shervedani

Hatefi-Mehrjardi

Khosravi

2007

Electrochimica Acta

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“…The poor longterm stability is due to the gold-thiolate bond being prone to oxidation to either sulfinates (-SO 2 ) or sulfonates (-SO 3 ). 44,49 The rate of photooxidation was found to vary significantly with the alkyl chain length; short-chain length SAMs oxidize much faster than long-chain SAMs. 50,51 The chemical nature of functionalities at the distal end of the SAM also affects the stability of the system.…”

Section: Alkanethiol and Organosulfur Self-assembled Monolayermentioning

confidence: 99%

The molecular level modification of surfaces: from self-assembled monolayers to complex molecular assemblies

2011

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The modification of surfaces with self-assembled monolayers (SAMs) containing multiple different molecules, or containing molecules with multiple different functional components, or both, has become increasingly popular over the last two decades. This explosion of interest is primarily related to the ability to control the modification of interfaces with something approaching molecular level control and to the ability to characterise the molecular constructs by which the surface is modified. Over this time the level of sophistication of molecular constructs, and the level of knowledge related to how to fabricate molecular constructs on surfaces have advanced enormously. This critical review aims to guide researchers interested in modifying surfaces with a high degree of control to the use of organic layers. Highlighted are some of the issues to consider when working with SAMs, as well as some of the lessons learnt (169 references). 2011 The Royal Society of Chemistry. The modification of surfaces with self-assembled monolayers (SAMs) containing multiple different molecules, or containing molecules with multiple different functional components, or both, has become increasingly popular over the last two decades. This explosion of interest is primarily related to the ability to control the modification of interfaces with something approaching molecular level control and to the ability to characterise the molecular constructs by which the surface is modified. Over this time the level of sophistication of molecular constructs, and the level of knowledge related to how to fabricate molecular constructs on surfaces have advanced enormously. This critical review aims to guide researchers interested in modifying surfaces with a high degree of control to the use of organic layers. Highlighted are some of the issues to consider when working with SAMs, as well as some of the lessons learnt (169 references).

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“…Self-assembled monolayer (SAMs) from alkanethiols spontaneously adsorbing on coinage metalgold, silver, platinum and copper [9 -14]. However, the viability of this system for biosensors is somewhat compromised by issues related to thermal instability [16,17], limited potential windows for electrochemistry [18], oxidation of the gold-thiolate bond [19] and the mobility of the molecules on the gold surface [16,17,19]. Therefore an alternative system to such SAMs is required with a more stable thin layer covalently bonded to electrode surface.…”

Section: Introductionmentioning

confidence: 99%

A Comparative Study of Modifying Gold and Carbon Electrode with 4‐Sulfophenyl Diazonium Salt

et al. 2010

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A comparison of the reductive adsorption behavior of 4-sulfophenyl diazonium salt and subsequent electrochemical reactivity on gold relative to carbon was studied with some significant differences observed. The ability of the 4-sulfophenyl layer adsorbed onto gold to block access of the redox probe ferricyanide to the underlying electrodes, as determined via cyclic voltammetry was inferior to the same layers formed on glassy carbon electrodes thus indicating a more open, porous layer formed on gold. More significantly, the 4-sulfophenyl layers are shown to be far less electrochemically stable on gold than on glassy carbon. Electrochemical and X-ray photoelectron spectroscopy (XPS) evidence suggests the instability is due to cleavage of the bond between sulfonate functional group and phenyl ring. These results provide further evidence that although aryl diazonium salt layers are relatively stable on gold surfaces compared with alkanethiol based self-assembled monolayer (SAMs), the stability is not as high as is observed on carbon.

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Ageing of alkanethiol self-assembled monolayers

Cited by 63 publications

References 10 publications

Comparative electrochemical study of self-assembled monolayers of 2-mercaptobenzoxazole, 2-mercaptobenzothiazole, and 2-mercaptobenzimidazole formed on polycrystalline gold electrode

Comparative electrochemical study of self-assembled monolayers of 2-mercaptobenzoxazole, 2-mercaptobenzothiazole, and 2-mercaptobenzimidazole formed on polycrystalline gold electrode

The molecular level modification of surfaces: from self-assembled monolayers to complex molecular assemblies

A Comparative Study of Modifying Gold and Carbon Electrode with 4‐Sulfophenyl Diazonium Salt

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