Electrochemical Formation of a Polyaniline-Analogue Monolayer on a Gold Electrode

Abstract

Electrochemical preparation of polymerized self-assembled monolayers on an Au(111) substrate has been attempted by using aminobenzenethiol and 3-aminophenethylthiol. A self-assembled monolayer of aminobenzenethiol was easily polymerized if it consisted of ortho and meta isomers in their molar ratio of 1:1 but not at a single component monolayer of each isomer. In contrast, a self-assembled monolayer of a single component of 3-aminophenethylthiol allowed its easy electrochemical polymerization. The polymerized monolayers gave electrochemical activities very similar to those of conventional polyaniline and its derivatives. Furthermore, the self-assembled monolayer of these thiols got high stability against reductive desorption in an alkaline solution when polymerized. Underpotential deposition of Cu gave Cu coverage of 41% and 65% on the electrodes coated with the polymerized monolayers of aminobenzenethiol and 3-aminophenethylthiol, respectively.

Spectroscopic and electrochemical characterization of interfacial biomimetic assemblies on electrochemically generated gold oxide surfaces

“…Integration of the surface charge (the electrochemical area of electrode was used, which is likely more appropriate than geometric estimations based on the sphere radius [37,40,43]) of ferrocene oxidation (or reduction of the ferrocenium species yields a surface coverage of 1.5Â10 À10 mol cm À2 , somewhat lower than that expected for monolayer coverage (4Â10 À10 mol cm À2 ) [38][39][40][41] and ca. five times smaller than the density reported for an alkanethiol monolayer (7.7Â10 À10 mol cm À2 ) [42]. There are other literature reports, however, which indicate a lower surface loading [43], so our findings are well within the expected range of coverage.…”

Application of Self-Assembled Monolayers in the Preparation of Solid-Phase Microextraction Coatings

“…The individual ATP molecules were rarely homopolymerized as reported in the literature [19]. The orientation of individual molecules of two aminothiophenols at the gold surface and the roughness of surface plays the key roles in the polymerization of mixed monolayers of adsorbed 2-and 3-ATP monomers.…”

Modification of electrodes with nanostructured functionalized thiadiazole polymer film and its application to the determination of ascorbic acid

“…The oxidation peak at 1.42 V was attributed to the oxidation of the amine to a radical cation. The oxidation of the amine was usually observed around 0.80 V for aniline and their derivatives [26,27]. The presence of hetero-atoms (two N and one S) in the ATD ring may have shifted the oxidation potential of the amine to 1.42 V. The cationic radicals produced from the monomer during the oxidation rapidly couple to give dimers that are more easily oxidizable than the monomer.…”