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将芳环氮原子引入二苯胺抗氧化剂中:在反应活性和稳定性之间取得平衡。

Incorporation of ring nitrogens into diphenylamine antioxidants: striking a balance between reactivity and stability.

机构信息

Department of Chemistry, Queen's University, Kingston, Ontario, Canada.

出版信息

J Am Chem Soc. 2012 May 23;134(20):8306-9. doi: 10.1021/ja300086z. Epub 2012 Mar 1.

DOI:10.1021/ja300086z
PMID:22369282
Abstract

The incorporation of nitrogen atoms into the aryl rings of conventional diphenylamine antioxidants enables the preparation of readily accessible, air-stable analogues, several of which have temperature-independent radical-trapping activities up to 200-fold greater than those of typical commercial diphenylamines. Amazingly, the nitrogen atoms raise the oxidation potentials of the amines without greatly changing their radical-trapping (H-atom transfer) reactivity.

摘要

将氮原子引入传统二苯胺抗氧化剂的芳环中,可制备出易于获得、空气稳定的类似物,其中几种的自由基捕获活性在 200 倍以上,与典型的商业二苯胺相比,温度独立。令人惊讶的是,氮原子提高了胺的氧化电位,而对其自由基捕获(氢原子转移)反应性的影响不大。

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