Phenoxyl radicals as oxidation inhibitors and their reaction with hydroperoxides

Sklyarova, E. G.; Lukovnikov, A.F.; Khidekel, M. L.; Karpov, V. V.

doi:10.1007/bf00845762

Cited by 2 publications

(2 citation statements)

References 13 publications

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“…• , VI , and XX-H, the formation of LII (R" = ¿-butyl) was suggested to occur by a sequence via alkoxy radicals, formed by reaction of polypropylene hydroperoxide (PPOOH) with the phenoxy radical, although the direct reaction of oxygen with I was not disproved (302).…”

Section: T H I S C O N T E N T Imentioning

confidence: 99%

The Chemistry of Stable Phenoxy Radicals

Altwicker¹

1967

Chem. Rev.

265

189

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are closely related to phenoxy radicals but have a unique structural feature in that they are radical anions, will be mentioned only briefly. The chemistry of semiquinones has been the subject of an earlier review paper (202; for recent references cf. 58, 208, 313). Stable radicals based on polynuclear phenols (such as naphthols etc.) will be discussed.Electron spin resonance spectroscopy has contributed more than any other tool to the structural analysis of phenoxys and to the characterization of many new radicals. The results from esr work will be introduced where pertinent, but a detailed discussion of the many spectra that have been published is considered beyond the scope of this review. Excellent summaries of the esr method (232,325) and its application to phenoxy radicals have appeared (44,205).The literature has been reviewed through September 1966; a number of later references are included. III. Generation of Phenoxy RadicalsA.

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Section: T H I S C O N T E N T Imentioning

confidence: 99%

The Chemistry of Stable Phenoxy Radicals

Altwicker¹

1967

Chem. Rev.

265

189

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“…It has been found 70 that during the oxidation of isotactic polypropylene stabilized with 2,4,6-tri-tert-butylphenol, cyclohexadienone per-223 oxidewas obtained by a sequence of reactions which are assumed to proceed via the formation of aryloxyl, its interaction with polypropylene hydroperoxide, and further transformations. 4,4'-Methylene-bis-(2,6-di-tert-butylphenol) is believed to react in a similar way.…”

Section: • 58 •mentioning

confidence: 99%

Transformations of phenolic antioxidants during the inhibited oxidation of polymers

Pospı́šil¹

1973

Pure and Applied Chemistry

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During ageing and oxidative degradation of stabilized polymers, transformations of antioxidants take place as a result of reactions with radicals Ro· and Roo·, alkyl hydroperoxides and/or oxygen. Knowledge of these processes as well as of the properties of products thus forrned is necessary for a complex evaluation of antioxidants. Data are given dealing with typical products of oxidative transforrnations of phenolic antioxidants prepared by independent syntheses, with model transformations under conditions simulating interactions in a stabilized organic substrate, with products identified under real conditions of oxidation of a stabi1ized substrate, and with influence of sorne transformation products on the course of oxidation of tetralin and polypropylene.The oxidative radical degradation of polymers which takes place under most varied accompanying conditions during the atmospheric ageing or processing of polymers is limited by stabilization. The importance of the stabilization process and the theoretical interest devoted to it are an unequivocal consequence of the technical and commercial interests. The majority of the antioxidants technically used have an empirical basis. Complex requirements dealing with the properties of the stabilization systems have been gradually formulated. The data acquired so far about the stabilization processes and the chemical structure of the stabilizers have been summarized in a nurober ofmonographs 1 -7 • Every year suggestionsarealso made concerning the use of new stabilization systems.When choosing the antioxidants, one concentrates on attaining the maximum activity while preserving at the sametime the optimum technical properties of the polymer. In the initiationstage of the degradation process, free radicals are formed from the oxidized polymer, RHAccording to the generally accepted scheme of autoxidation, alkyl peroxyls and alkyl hydroperoxides are formed in the propagation step ofthe reaction; they are a source of further radicals which play their role in the degradation process

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Phenoxyl radicals as oxidation inhibitors and their reaction with hydroperoxides

Cited by 2 publications

References 13 publications

The Chemistry of Stable Phenoxy Radicals

The Chemistry of Stable Phenoxy Radicals

Transformations of phenolic antioxidants during the inhibited oxidation of polymers

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