Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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SFRP Synthesis of Acenaphthylene Oligomers and Block Copolymers. Potential Light Harvesting Structures

  • Ali, Dildar (Department of Chemistry, Queen's University) ;
  • Ahmed, Zaheer (H.E.J. Research Institute of Chemistry, University of Karachi) ;
  • Dust, Julian M. (Departments of Chemistry and Environmental Science, Grenfell Campus, Memorial University of Newfoundland) ;
  • Kazmaier, Peter M. (The Xerox Research Centre of Canada) ;
  • Buncel, Erwin (Department of Chemistry, Queen's University)
  • Received : 2011.03.02
  • Accepted : 2011.05.31
  • Published : 2011.07.20
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Abstract

Azo-acenaphthylene oligomers with repeating acenaphthylene units "n" up to 4, 5, 7, 17 and 19 have been prepared successfully using nitroxide mediated Stable Free Radical Polymerization (SFRP). Azo-acenaphthylene oligomers, reversibly end-capped by the stable nitroxide 2,2,6,6-tetramethyl-1-piperidinoxyl (TEMPO), were further reacted via radical addition to 4-(naphthalenemethoxy)styrene monomer for diblock co-polymer formation. Characterization of the oligomers and diblock co-polymers was accomplished using MALDI-MS supported by GPC (Gel Permeation Chromatography) and $^1H$ NMR spectrometry. MALDI-MS afforded definitive results by providing an inter-peak interval of 152 (m/z), corresponding to acenaphthylene monomer, and inter-peak interval of 260 (m/z) for the naphthalenemethoxystyrene monomer unit in block copolymers. Our study opens the way to control the number of repeat units in the oligomers. Further these oligomers can be tailored with various monomers for the formation of block copolymers.

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