On the Polymerization Behavior of Telomers: Metathesis versus Thiol-Ene Chemistry

H. Mutlu, A.N. Parvulescu, P.C.A. Bruijnincx, B.M. Weckhuysen, M.A.R. Meier

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

The potential of butadiene ditelomers for the synthesis of polymers has been investigated for the first time following two different approaches: acyclic diene metathesis (ADMET) polymerization and thiol-ene polyaddition. The feasibility of both step-growth polymerization methods has been investigated by focusing on the particular polymerization behavior of these unusual monomers. It has been shown that ring-closing metathesis of the studied ditelomers predominates in the first steps of ADMET, followed by oligomerization and double bond isomerization. On the other hand, during thiol-ene polyaddition, additional isomerization reactions, converting allyl ether moieties to vinyl ether moieties, were observed. Generally, the thiol-ene polymerization approach led to higher molecular weight polymers with better characteristics and interesting material properties.
Original languageEnglish
Pages (from-to)1866-1878
Number of pages13
JournalMacromolecules
Volume45
Issue number4
DOIs
Publication statusPublished - 28 Feb 2012

Keywords

  • Acyclic diene metathesis
  • Ring-closing metathesis
  • Olefin isomerization
  • Catalyzed telomerization
  • Admet polymerization
  • Renewable resources
  • Ruthenium carbene
  • Butadiene telomer
  • Thiyl radicals
  • D-xylose

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