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

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    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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