Polymerization of diacetylenes by hydrogen bond templated adlayer formation

J Am Chem Soc. 2003 Sep 3;125(35):10532-3. doi: 10.1021/ja036625p.

Abstract

Adlayers were formed on self-assembled monolayers (SAMs) formed by alkanethiols on gold. Base SAMs exposing amide functional groups at the SAM surface were formed with 12-mercaptododecanamide. Adlayers of diacetylene-containing monomers were then formed via amide hydrogen bonding in decalin and decalin/toluene mixtures. Grazing angle FTIR, contact angle measurements, and ellipsometry suggest that these adlayer films exhibit ordering and packing similar to that of SAMs on gold. Resonance Raman spectroscopy showed that these diacetylene adlayers could be readily polymerized by exposure to UV light.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Acetylene / analogs & derivatives*
  • Acetylene / chemistry*
  • Hydrogen Bonding
  • Polymers / chemistry*
  • Polyynes
  • Spectroscopy, Fourier Transform Infrared
  • Spectrum Analysis, Raman

Substances

  • Polymers
  • Polyynes
  • Acetylene