Building conjugated organic structures on Si(111) surfaces via microwave-assisted sonogashira coupling

Jui Ching Lin, Jun Hyun Kim, Joshua A. Kellar, Mark C. Hersam, Son Binh T. Nguyen, Michael J. Bedzyk

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

A novel step-by-step method employing microwave-assisted Sonogashira coupling is developed to grow fully conjugated organosilicon structures. As the first case study, p-(4-bromophenyl)acetylene is covalently conjugated to a p-(4-iodophenyl)acetylene-derived monolayer on a Si(111) surface. By bridging the two aromatic rings with C≡C, the pregrown monolayer is structurally extended outward from the Si surface, forming a fully conjugated (p-(4- bromophenylethynyl)phenyl)vinylene film. The film growth process, which reaches 90% yield after 2 h, is characterized thoroughly at each step by using X-ray reflectivity (XRR), X-ray standing waves (XSW), and X-ray fluorescence (XRF). The high yield and short reaction time offered by microwave-assisted surface Sonogashira coupling chemistry make it a promising strategy for functionalizing Si surfaces.

Original languageEnglish
Pages (from-to)3771-3773
Number of pages3
JournalLangmuir
Volume26
Issue number6
DOIs
Publication statusPublished - Mar 16 2010

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ASJC Scopus subject areas

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

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