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首页> 外文期刊>Chemistry: A European journal >Structural and Solubility Parameter Correlations of Gelation Abilities for Dihydroxylated Derivatives of Long-Chain, Naturally Occurring Fatty Acids
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Structural and Solubility Parameter Correlations of Gelation Abilities for Dihydroxylated Derivatives of Long-Chain, Naturally Occurring Fatty Acids

机译：长链天然脂肪酸二羟基化衍生物的凝胶化能力的结构和溶解度参数相关性

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摘要

Creating structure-property correlations at different distance scales is one of the important challenges to the rational design of molecular gelators. Here, a series of dihydroxylated derivatives of long-chain fatty acids, derived from three naturally occurring moleculesoleic, erucic and ricinoleic acidsare investigated as gelators of a wide variety of liquids. Conclusions about what constitutes a more (or less!) efficient gelator are based upon analyses of a variety of thermal, structural, molecular modeling, and rheological results. Correlations between the manner of molecular packing in the neat solid or gel states of the gelators and Hansen solubility data from the liquids leads to the conclusion that diol stereochemistry, the number of carbon atoms separating the two hydroxyl groups, and the length of the alkanoic chains are the most important structural parameters controlling efficiency of gel formation for these gelators. Some of the diol gelators are as efficient or even more efficient than the well-known, excellent gelator, (R)-12-hydroxystearic acid; others are much worse. The ability to form extensive intermolecular H-bonding networks along the alkyl chains appears to play a key role in promoting fiber growth and, thus, gelation. In toto, the results demonstrate how the efficiency of gelation can be modulated by very small structural changes and also suggest how other structural modifications may be exploited to create efficient gelators.
机译：在不同距离范围内创建结构-特性相关性是对分子胶凝剂进行合理设计的重要挑战之一。在此，研究了由三种天然存在的分子酸，芥酸和蓖麻油酸衍生的一系列长链脂肪酸的二羟基化衍生物，它们被用作各种液体的胶凝剂。关于组成哪种（或更少！）高效胶凝剂的结论是基于对各种热，结构，分子模型和流变学结果的分析得出的。凝胶剂在纯净固体或凝胶态下的分子堆积方式与液体中的Hansen溶解度数据之间的相关性得出以下结论：二醇立体化学，分隔两个羟基的碳原子数以及链烷烃链的长度是控制这些胶凝剂的凝胶形成效率的最重要的结构参数。一些二醇胶凝剂与众所周知的出色的胶凝剂（R）-12-羟基硬脂酸一样有效，甚至更高。其他人则更糟。沿着烷基链形成广泛的分子间H键网络的能力似乎在促进纤维生长并因此胶凝中起关键作用。总而言之，结果证明了如何通过非常小的结构变化来调节凝胶的效率，并且还暗示了如何利用其他结构修饰来产生有效的凝胶剂。

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