Preparation and nanoscale mechanical properties of self-assembled carboxylic acid functionalized pentathiophene on mica

Jinyu Chen, Amanda R. Murphy, Joan Esteve, D. F. Ogletree, Miquel Salmeron*, Jean Frechet

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

The oligothiophene derivative 4-(5″″-decyl-[2,2′;5′,2″;5″, 2‴;5‴,2″″] pentathiophen-5-yl)-butyric acid (D5TBA) was synthesized by Stille cross-coupling methods using functionalized thiophene monomers. The structural and mechanical properties of D5TBA self-assembled monolayers on mica have been studied by atomic force microscopy (AFM). The self-assembled films were prepared by immersing the mica in dilute chloroform or tetrahydrofuran (THF) solutions. The films were predominantly of monolayer thickness with molecules packed in nearly upright orientations. In regions covered with multilayers, the molecules in each monolayer were oriented opposite to those in the neighboring ones, that is, with COOH-COOH and CH 3-CH 3 contact. The nature of the end group in contact with the substrate depended on the solvent used and the degree of hydration of the substrate, with hydrophobic chloroform solvent favoring the methyl end down and hydrophilic THF favoring the acid group end down. The orientation could also be controlled by dipping using the Langmuir-Blodgett technique.

Original languageEnglish (US)
Pages (from-to)7703-7710
Number of pages8
JournalLangmuir
Volume20
Issue number18
DOIs
StatePublished - Aug 31 2004

ASJC Scopus subject areas

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

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