Electrochemical preparation of polymerized self-assembled monolayers on an
Au(lll) substrate has been attempted by using aminobenzenethiol and 3-amino
phenethylthiol. 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 poly
aniline and its derivatives. Furthermore, the self-assembled monolayer of t
hese 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.