Stabilization of Autoxidizable Materials by Means of Inclusion1

Stabilization of Autoxidizable Materials by Means of Inclusion1
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通过包合物稳定可自氧化材料1

DOI:
10.1021/ja01618a049
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发表时间:
1955
影响因子:
15
通讯作者:
J. A. Tillotson
J. A. Tillotson
中科院分区:
化学1区
文献类型:
--
作者:
H. Schlenk;D. Sand;J. A. Tillotson

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制备了-糊精(环六直链淀粉)、5-糊精(环七直链淀粉)和脱氧胆酸,以及亚油酸、亚麻酸、亚麻酸甲酯、肉桂醛和维生素A棕榈酸酯的加合物。人们发现它们对自氧化具有很强的抵抗力。制备胆酸的常规方法产生了含有亚麻酸和维生素A棕榈酸酯的稳定产物。由糊精与亚油酸、亚麻酸和肉桂醛获得的产物需要纯化。发现高真空下的热处理对于获得没有可自氧化污染的稳定加合物是可靠的。包合稳定化的原理似乎是通过这些实施例以及通过尿素稳定脂肪酸的先前工作而建立的。几年前,人们发现当包含在尿素中时,可自氧化的脂肪酸被稳定。 2 虽然固体的自氧化速度可能比液体慢,但在其他因素相同的情况下,这并不能解释所观察到的完全稳定。提出了两种可能的解释:(1)加合物的晶格提供了防止氧自由渗透的屏障,(2)尿素化合物的特定晶体结构应机械地防止任何链机制。 3 这两条建议应适用于所有包合物,并且如果这种稳定作用会得到加强
Adducts of-dextrin (cyclohexaamylose), 5-dextrin (cycloheptaamylose) and deoxycholic acid were prepared, with linoleic acid, linolenic acid, methyl linolenate, cinnamaldehyde and vitamin A palmitate. They were found to be very resistant to autoxidation. The conventional procedureof preparing choleic acids yielded stable products withlinolenic acid and vitamin A palmitate. The products obtained from dextrins with linoleic acid, linolenic acid and cinnamaldehyde needed purification. A heat treatment under high vacuum was found to be reliable for obtaining stable adducts free of autoxidizable contamination. The principle of inclusion stabilization appears to beestablished by these examples and by the previous work on fatty acid stabilization by means of urea.Several years ago it was discovered that autoxidizable fatty acids are stabilized when included in urea. 2 Although a solid may autoxidize more slowly than a liquid, other factorsbeing equal, this did not explain the complete stabilization observed. Two possible explanations were advanced:(1) the crystal lattice of the adduct offers a barrier against the free penetration of oxygen, and (2) the specific crystal structure of urea compounds should mechanically prevent any chain mechanism. 3 Both suggestions should apply to all inclusion compounds and would be strengthened if this stabilizing effect