Department of Chemistry and Biomolecular Sciences, University of Ottawa, 10 Marie Curie Pvt., Ottawa, ON K1N 6N5, Canada.
Chem Soc Rev. 2021 Jul 5;50(13):7343-7358. doi: 10.1039/d1cs00265a.
Autoxidation limits the longevity of essentially all hydrocarbons and materials made therefrom - including us. The radical chain reaction responsible often leads to complex mixtures of hydroperoxides, alkyl peroxides, alcohols, carbonyls and carboxylic acids, which change the physical properties of the material - be it a lubricating oil or biological membrane. Autoxidation is inhibited by addtitives such as radical-trapping antioxidants, which intervene directly in the chain reaction. Herein we review the most salient features of autoxidation and its inhibition, emphasizing concepts and mechanistic considerations important in understanding this chemistry across the wide range of contexts in which it is relevant.
自动氧化限制了本质上所有碳氢化合物及其制品的寿命——包括我们。负责的自由基链式反应通常会导致过氧化物、过烷基氧化物、醇、羰基化合物和羧酸的复杂混合物,从而改变材料的物理性质——无论是润滑油还是生物膜。添加剂如自由基捕获抗氧化剂可以抑制自动氧化,它们直接干预链式反应。在此,我们回顾自动氧化及其抑制的最显著特征,强调在理解相关化学知识时,在广泛的背景下理解这些概念和机制考虑因素的重要性。