Molecular organization of bis-urea substituted thiophene derivatives at the liquid/solid interface studied by scanning tunneling microscopy

A. Gesquière*, M. M.S. Abdel-Mottaleb, S. De Feyter, F. C. De Schryver, F. Schoonbeek, J. Van Esch, R. M. Kellogg, B. L. Feringa, A. Calderone, R. Lazzaroni, Jean-Luc Bredas

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

78 Scopus citations

Abstract

In this contribution we report on a structural investigation of the two-dimensional (2D) supramolecular organization of three bis-urea substituted thiophene derivatives, containing one, two, or three thiophene units, at the solution/graphite interface with scanning tunneling microscopy (STM). The compounds under investigation form highly ordered physisorbed monolayers. It is found that hydrogen bonding between the urea groups of adjacent molecules controls the spatial arrangement on the graphite surface. Molecular modeling and theoretical calculations demonstrate that the thiophene rings are tilted with respect to the surface and have partially overlapping π-systems. This control of the 2D self-assembly is promising for future studies on the electronic properties of these molecules.

Original languageEnglish (US)
Pages (from-to)10385-10391
Number of pages7
JournalLangmuir
Volume16
Issue number26
DOIs
StatePublished - Dec 26 2000

ASJC Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Spectroscopy
  • Electrochemistry

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