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  • Initiation Mechanisms for Radical Polymerization of Methyl Methacrylate with Tert-butyl Peroxypivalate

    Author(s)
    Nakamura, T
    Busfield, WK
    Jenkins, ID
    Rizzardo, E
    Thang, SH
    Suyama, S
    Griffith University Author(s)
    Jenkins, Ian D.
    Year published
    1996
    Metadata
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    Abstract
    The reaction of tert-butyl peroxypivalate (2) with methyl methacrylate (3) has been studied by the radical trapping technique employing 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxyl (1) as a scavenger. Thermolysis of 2 generated tert-butoxyl, tert-butyl, and methyl radicals in the ratios of 48:50:2 at 60 °C in 3. Both alkyl radicals underwent selective tail addition to 3. tert-Butyl radicals reacted about twice as fast as methyl radicals with 3. The absolute rate constant for addition of tert-butyl radicals to 3 was estimated to be 2.3 × 106 M-1 s-1 at 60 °C. The overall ratio of addition to H abstraction in the ...
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    The reaction of tert-butyl peroxypivalate (2) with methyl methacrylate (3) has been studied by the radical trapping technique employing 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxyl (1) as a scavenger. Thermolysis of 2 generated tert-butoxyl, tert-butyl, and methyl radicals in the ratios of 48:50:2 at 60 °C in 3. Both alkyl radicals underwent selective tail addition to 3. tert-Butyl radicals reacted about twice as fast as methyl radicals with 3. The absolute rate constant for addition of tert-butyl radicals to 3 was estimated to be 2.3 × 106 M-1 s-1 at 60 °C. The overall ratio of addition to H abstraction in the reaction of 2 with 3 was 5:1.
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    Journal Title
    Journal of the American Chemical Society
    Volume
    118 44
    DOI
    https://doi.org/10.1021/ja962341b
    Subject
    Chemical sciences
    Initiation mechanisms
    Radical polymerization
    Methyl methacrylate
    tert-Butyl peroxypivalate
    Publication URI
    http://hdl.handle.net/10072/120784
    Collection
    • Journal articles

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