Post-formation modification of SAMs: Using “click”-chemistry to functionalize organic surfaces

  • chair: Chelmowski, R. / Käfer, D. /  Köster, S. / Klasen, T. / Winkler, T. / Terfort, A. / Metzler-Nolte, N. / Wöll, C. (2009)

  • place: Langmuir 25 (2009), 11480-11485
  • Date: 2009

  • Chelmowski, R. / Käfer, D. /  Köster, S. / Klasen, T. / Winkler, T. / Terfort, A. / Metzler-Nolte, N. / Wöll, C. (2009): „Post-formation modification of SAMs: Using “click”-chemistry to functionalize organic surfaces“ In: Langmuir 25 (2009), 11480-11485

Abstract

We have investigated a recently established strategy of modifying organic surfaces exposed by thiolate SAMs (selfassembled monolayers) deposited on Au substrates by employing so-called click chemistry. This term is used to denote a modified Huisgen 1,3-dipolar cycloaddition. We demonstrate the potential of this method by coupling ferrocene and azido acetic acid to
alkyne/azide-terminated SAMs.

After the surface reaction, the modified organic monolayers were analyzed using infrared spectroscopy (IR), X-ray photoelectron spectroscopy (XPS), and near-edge X-ray absorption fine structure (NEXAFS) spectroscopy. Under the conditions used in this study, only for the azide-terminated SAMs could successful grafting of the ferrocene be achieved whereas for the alkyne-terminated SAMs the spectroscopic studies reveal a rather low yield of the coupling reaction.

 

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