Antioxidants and stabilizers LXVII.. Transformation of 4,4′‐thiobis(2‐methyl‐6‐tert‐butylphenol) under conditions of inhibited autoxidation

Jiráčková, L.; Pospı́šil, J.

doi:10.1002/apmc.1978.050660108

Cited by 15 publications

(1 citation statement)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…However, the antioxidant mechanisms for similar compounds have been studied by Pospisil and co-workers. 24 Ebselen has been reported to act both as a peroxide decomposer and as a chain-breaking agent. 25 In view of a recent investigation by Niki and co-workers26 it is not surprising to find that the material is a very poor inhibitor in our model.…”

Section: Discussionmentioning

confidence: 99%

Catalytic Antioxidant Activity of Diaryl Tellurides in a Two-Phase Lipid Peroxidation Model

Vessman¹,

Ekstroem²,

Berglund³

et al. 1995

J. Org. Chem.

View full text Add to dashboard Cite

Section: Discussionmentioning

confidence: 99%

Catalytic Antioxidant Activity of Diaryl Tellurides in a Two-Phase Lipid Peroxidation Model

Vessman¹,

Ekstroem²,

Berglund³

et al. 1995

J. Org. Chem.

View full text Add to dashboard Cite

Antioxidants and stabilizers LXIX. Effect of products of the oxidation transformation of 4,4′‐thio‐bis(2‐methyl‐6‐tert‐butylphenol) on the oxidation of tetralin

Jiráčková

Pospı́šil

1978

Angew. Makromol. Chem.

View full text Add to dashboard Cite

The effect of products of the oxidation transformation of an antioxidant for polyolefins, 4,4-thio-bis(2-methyl-6-tert-butylphenol), on the oxidation of tetralin initiated with 2,2'azobis(isobutyronitri1e) at 60°C, and with tetralylhydroperoxide at 120°C was investigated. Nearly all investigated sulphur-containing compounds possessed antioxidative activity. Their formation under conditions which inhibit the oxidation of polyolefins and the comparison of their effectivity observed for various modes of the initiation of oxidation show that there exist two mechanisms by which antioxidants containing sulphidic sulphur in their molecule may be operative and indicate which transformation products of the originally present antioxidant take part in the autoxidation. The antioxidative activity of compounds of the thiobisphenol type is lost only after complete transformation into products of a quinoid type and into sulphon. ZUSAMMENFASSUNG:Der EinfluS der Produkte der oxidativen Umwandlung von 4,4'-Thio-bis(2-methyl-6tert.-butylphenol), einem Antioxidans fur Polyolefine, auf die durch 2,2'-Azobisisobutyronitril bei 60°C oder durch Tetralylhydroperoxid bei 120°C initiierte Autoxidation von Tetralin wurde studiert. Fast alle schwefelenthaltenden Produkte hatten eine antioxidative Wirkung. Ihre Bildung unter Bedingungen, die die Autoxidation von Polyolefinen inhibieren, und ihre Wirksamkeit unter verschiedenen Initiierungsbedingungen bestatigen die Giiltigkeit eines kombinierten Mechanismus der Wirkung der phenolischen Antioxidantien, die in ihrem Molekul sulfidisch-gebundenen Schwefel enthalten. Gleichzeitig wurde die aktive Rolle der Umwandlungsprodukte des ursprunglich anwesenden Antioxidans wlhrend des Autoxidationsprozesses gezeigt. Die Verbindungen des 4,4'-Thiobisphenol-Typs verlieren ihre stabilisierende Wirkung erst nach der Umwandlung in Produkte mit einer chinoiden Struktur oder in Sulfone.

show abstract

Antioxidants and stabilizers, LXXIX. Effects of products of the oxidative transformation of 4,4′‐thio‐bis(2‐methyl‐6‐tert‐butylphenol) on the oxidation of polypropylene

Jiráčková

Pospı́šil

1979

Angew. Makromol. Chem.

View full text Add to dashboard Cite

Effects of products of the oxidative transformation of 4,4-thio-bis(2-methyl-6-tert-b~tylphenol) (I) on the oxidation of isotactic polypropylene at 180 "C were investigated. All the transformation products possessing sulphur in their molecule exhibit antioxidative activity, but this activity decreases with the increasing degree of oxidation of sulphur in the molecule in the order S >SO > SO2. Along with thiobisphenols, regarded as intramolecular synergistic systems, mixtures of 4,4-rnethylene-bis(2-methyl-6-tert-b~tylphenol) with didodecyl-3,3'-thiodipropionate were also investigated. It was found that the antioxidative activity of mixtures was approximately three times that of the equivalent thiobisphenols. On the other hand, however, a twofold increase in the sulphur content with respect to the phenolic hydroxyl makes the relative activity increase 1.4 times in both systems. This finding may be regarded as evidence of the heterosynergistic activity of both systems. ZUSAMMENFASSUNG:Der EinfluB der Produkte aus der oxidativen Umwandlung von 4,4-Thio-bis(2-methyl-6-tert-butylphenol) (I) auf die Oxidation des isotaktischen Polypropylens bei 180 "C wurde untersucht. Alle schwefelenthaltenden Umwandlungsprodukte haben antioxidative Wirkung. Diese Aktivitat wurde durch Erhohung der Oxidationsstufe des Schwefels in der Reihenfolge S > SO > SOz vermindert. Mischungen aus 4,4'-Methylenbis(2-methyl-6-tert-butylphenol) und Didodecyl-3,3'-thiodipropionat wurden zum Vergleich mit den Thiobisphenolen benutzt, die als intramolekulares synergetisches System betrachtet werden. Es wurde gefunden, daB die antioxidative Wirkung der Mischungen ungefahr dreimal hoher ist als die des equivalenten Thiobisphenols. Eine Verdopplung des Schwefelgehaltes gegeniiber dem phenolischen Hydroxyl verursacht eine 1,4-fache Erhohung der Aktivitat bei beiden antioxidativen Systemen. Dieses Resultat kann man als Beweis fur die heterosynergetische Wirkung in beiden Systemen betrachten.

show abstract

Antioxidants and stabilizers LXVII.. Transformation of 4,4′‐thiobis(2‐methyl‐6‐tert‐butylphenol) under conditions of inhibited autoxidation

Cited by 15 publications

References 11 publications

Catalytic Antioxidant Activity of Diaryl Tellurides in a Two-Phase Lipid Peroxidation Model

Catalytic Antioxidant Activity of Diaryl Tellurides in a Two-Phase Lipid Peroxidation Model

Antioxidants and stabilizers LXIX. Effect of products of the oxidation transformation of 4,4′‐thio‐bis(2‐methyl‐6‐tert‐butylphenol) on the oxidation of tetralin

Antioxidants and stabilizers, LXXIX. Effects of products of the oxidative transformation of 4,4′‐thio‐bis(2‐methyl‐6‐tert‐butylphenol) on the oxidation of polypropylene

Contact Info

Product

Resources

About