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  • Initiation Processes in Copolymerisation Studied by the Nitroxide Radical-Trapping Technique: Ethyl Vinyl Ether and Acrylonitrile

    Author(s)
    Busfield, WK
    Jenkins, ID
    Monteiro, MJ
    Griffith University Author(s)
    Jenkins, Ian D.
    Year published
    1997
    Metadata
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    Abstract
    The nitroxide free-radical trapping technique has been applied to an investigation of the initiation mechanism of the copolymerization of ethyl vinyl ether and acrylonitrile initiated by t-butoxyl radicals. In addition to a range of products normally produced from reactions with individual monomers, four new trapped products each involving both monomers have been observed. These arise because the strongly electron-accepting acrylonitrile reacts so fast with the strongly nucleophilic ethyl vinyl ether radical end groups that the reaction competes successfully with radical trapping. t-Butoxyl radicals react 3-6 times faster ...
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    The nitroxide free-radical trapping technique has been applied to an investigation of the initiation mechanism of the copolymerization of ethyl vinyl ether and acrylonitrile initiated by t-butoxyl radicals. In addition to a range of products normally produced from reactions with individual monomers, four new trapped products each involving both monomers have been observed. These arise because the strongly electron-accepting acrylonitrile reacts so fast with the strongly nucleophilic ethyl vinyl ether radical end groups that the reaction competes successfully with radical trapping. t-Butoxyl radicals react 3-6 times faster with ethyl vinyl ether than with acrylonitrile depending on solvent, illustrating the strong electrophilic nature of the t-butoxyl radicals. Reactions carried out in non-olefinic solvents show that polarity is not a major factor in the solvent et. It is more likely to be due to selective interaction of one monomer with the radical end enhancing its electrophilic nature. A similar et is caused by a hydrogen-bonding solvent.
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    Journal Title
    Australian Journal of Chemistry
    Volume
    50
    DOI
    https://doi.org/10.1071/C96016
    Subject
    Chemical sciences
    Publication URI
    http://hdl.handle.net/10072/68089
    Collection
    • Journal articles

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