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  • Title: Adsorption of azothiophene dye having an N-bridging bidentate tail group on gold.
    Author: Bang GS, Lee J, Baek HY, Lee H, Jun K, Shin SR.
    Journal: Langmuir; 2009 Sep 15; 25(18):10788-93. PubMed ID: 19603789.
    Abstract:
    The novel azothiophene derivatives [AT-di(CnSAc) (n=6 and 12)], an azo linkage (N=N) that bridges one phenyl ring with an N-bridging dialkylthioacetate tail and one thiophene ring, are synthesized and characterized. The azothiophene derivatives substituted with electron-withdrawing groups are blue in color, exhibit a bathochromic shift of a longer wavelength, and are electrochemically active. The formation and characterization of AT-di(CnSAc) SAMs with a bidentate tail group of the N-bridging dialkylthioacetate have been studied by surface sensitive techniques such as grazing angle Fourier transform infrared (FT-IR), a quartz crystal microbalance (QCM), spectroscopic ellipsometry, X-ray photoelectron spectroscopy (XPS), and cyclic voltammetry (CV). It has been shown that the adsorption reaction of the thioacetate group is almost spontaneous and the N-bridging dialkylthioacetate SAMs with longer methylene length have a packing density higher than that with a shorter methylene length. However, the sulfur tethers of the N-bridging dialkylthioacetate show incomplete binding of sulfur atoms in AT-di(CnSAc) SAMs.
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