Radically different antioxidants: thermally generated carbon-centered radicals as chain-breaking antioxidants.
A new class of thermally activated chain-breaking antioxidants is presented. Dimers of persistent carbon-centered radicals are able to inhibit the autoxidation of cumene and styrene with better rate constants than the commercial antioxidant Irganox HP-136 and 3,5-di-tert-butyl-4-hydroxyanisole. A dramatic increase in antioxidant activity is observed with increasing temperature as more dimers dissociate to their corresponding persistent radicals.
Frenette
Mathieu
M
Department of Chemistry, University of Ottawa, Ottawa, Ontario K1N 6N5, Canada.
MacLean
Patricia D
PD
Barclay
L Ross C
LR
Scaiano
Juan C
JC
D000975:Antioxidants / Q000737:chemistry*; D001555:Benzene Derivatives / Q000037:antagonists & inhibitors / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D019281:Dimerization; D005609:Free Radicals / Q000737:chemistry; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D020058:Styrene / Q000037:antagonists & inhibitors / Q000737:chemistry; D013997:Time Factors
D000975:Antioxidants; D001555:Benzene Derivatives; D005609:Free Radicals; C516855:HP-136; D007783:Lactones; D020058:Styrene; D002244:Carbon; C015763:cumene