Radical Scaveging Mechanism of Distearyl Hydroxylamine Antioxidant

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  • Ohkatsu Yasukazu
    Dept. of Applied Chemistry, Faculty of Engineering, Kogakuin University
  • Baba Rie
    Dept. of Applied Chemistry, Faculty of Engineering, Kogakuin University
  • Watanabe Keiji
    Dept. of Applied Chemistry, Faculty of Engineering, Kogakuin University

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  • ジステアリルヒドロキシルアミン酸化防止剤の作用機構

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Distearyl hydroxylamine has been developed as a polymer stabilizer, but the mechanism of action has not yet been clarified. The mechanism was investigated by evaluating the radical-scavenging potential. Distearyl hydroxylamine could better scavenge oxygen-centered radicals such as an alkoxy radical than carbon-centered radicals. The α,α-dimethylbenzyloxy radical scavenging ability (kinh = 5.8 × 104 dm3 · mol−1 · s−1) of distearyl hydroxylamine was considerably higher than that of BHT (kinh = 1.7 × 104 dm3 · mol−1 · s−1) or HALS NOH, but the radical scavenging number (n) of distearyl hydroxylamine was not so high as that reported previously. The high radical-scavenging ability of distearyl hydroxylamine seems to be based on the easier cleavage of the C–N bond of N,N-distearyl nitroxide radical derived from hydrogen abstraction by an alkoxy radical, compared with that of HALS NOH. A new radical scavenging mechanism of distearyl hydroxylamine is proposed based on the observations of electron spin resonance spectroscopy.

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