Synthesis and inhibitory activity of alkyl(hydroxyaryl)amines |
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Authors: | O. I. Dyubchenko V. V. Nikulina E. I. Terakh A. E. Prosenko I. A. Grigor’ev |
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Affiliation: | (1) Research Institute of Antioxidant Chemistry, Novosibirsk State Pedagogical University, 28 ul. Vilyuiskaya, 630126 Novosibirsk, Russian Federation;(2) N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent’eva, 630090 Novosibirsk, Russian Federation |
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Abstract: | The reaction of ω-(4-hydroxyaryl)haloalkanes with various nitrogen-containing agents afforded primary, secondary, and tertiary amino derivatives of 2,6-dialkylphenols. For the compounds synthesized, the reaction rate constants with peroxide radicals were measured for cumene and methyl oleate oxidation. The total inhibitory activity in the model reactions of thermal autooxidation of lard and hexadecane was studied. The rate constants of alkyl(hydroxylaryl)amines are the same as those of the corresponding alkylphenols, whereas the total inhibitory activity of some alkyl(hydroxylaryl)amines exceeds substantially that for alkylphenols. Dedicated to the memory of Academician N. N. Vorozhtsov on the 100th anniversary of his birth. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1107–1112, June, 2007. |
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Keywords: | 2,6-dialkylphenols ω -(4-hydroxyaryl)haloalkanes alkyl(hydroxylaryl)amines aminoalkylphenols antioxidation activity peroxide radicals total inhibitory activity |
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