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Synthesis of telechelic polyisoprene via ring-opening metathesis polymerization in the presence of chain transfer agent

Macromolecules, ISSN: 0024-9297, Vol: 43, Issue: 8, Page: 3705-3709
2010
  • 58
    Citations
  • 0
    Usage
  • 62
    Captures
  • 0
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    58
    • Citation Indexes
      58
  • Captures
    62

Article Description

Telechelic polyisoprene was synthesized via the ring-opening metathesis polymerization (ROMP) of l, 5-dimethyl-l, 5-cyclooctadiene (DMCOD) in the presence of cis-l, 4-diacetoxy-2-butene as a chain transfer agent (CTA). This method afforded telechelic polymer in excellent yield, and the acetoxy groups were successfully removed to yield α, ω-hydroxy end-functionalized polyisoprene with potential for subsequent, reactions. Efficient, quantitative incorporation of CTA was achieved, and NMR spectroscopy was utilized to confirm the chemical identity of the polymer end groups. Polymerization of discrete DMCOD monomer generated polyisoprene with excellent regioregularity in the polymer backbone. Successful ROMP of sterically challenging DMCOD in the presence of a CTA for chain end-functionalization was borne out through screening of a variety of Ru-based olefin metathesis catalysts. © 2010 American Chemical Society.

Bibliographic Details

Renee M. Thomas; Robert H. Grubbs

American Chemical Society (ACS)

Chemistry; Materials Science

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