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Substituted thiobisphenols as antioxidants: Correlation between antioxidant activities and 13 C chemical shifts
Author(s) -
Yamamura Tatsuo,
Tanaka Kazunori,
Tomiyama Shogo,
Sai Shinryu,
Yamada Fukiko,
Nishiyama Tomihiro
Publication year - 1995
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02660720
Subject(s) - chemistry , antioxidant , tetralin , chemical shift , induction period , oxygen , peroxide , substituent , electrochemistry , organic chemistry , carbon fibers , electrode , catalysis , materials science , composite number , composite material
The antioxidant activities of ten thiobisphenols were evaluated by an oxygen‐absorption method at 60°C in tetralin and determination of peroxide values at 160°C in paraffin. For the 4,4′‐thiobisphenols, alkyl groups ortho to the phenolic hydroxyl groups increased the induction period compared to that of other thiobisphenols for both oxidation of tetralin and paraffin. The data on electrochemical oxidation potentials that were determined by linear‐sweep voltammetry and the 13 C nuclear magnetic resonance chemical shifts (δ) of these compounds were associated with antioxidant activities. In particular, the activities exhibited during the induction period closely correlated with the 13 C chemical shifts of ipso‐carbon of the OH substituent.