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化学结构对糖基表面活性剂两亲性的影响:文献综述。

Impact of the chemical structure on amphiphilic properties of sugar-based surfactants: A literature overview.

作者信息

Gaudin Théophile, Lu Huiling, Fayet Guillaume, Berthauld-Drelich Audrey, Rotureau Patricia, Pourceau Gwladys, Wadouachi Anne, Van Hecke Elizabeth, Nesterenko Alla, Pezron Isabelle

机构信息

Sorbonne University, Université de technologie de Compiègne, ESCOM, EA 4297 TIMR, Centre de recherche Royallieu, CS 60319, 60203 Compiègne cedex, France; INERIS, Parc Technologique Alata, BP2, 60550 Verneuil-en-Halatte, France.

Sorbonne University, Université de technologie de Compiègne, ESCOM, EA 4297 TIMR, Centre de recherche Royallieu, CS 60319, 60203 Compiègne cedex, France; Laboratoire de Glycochimie des Antimicrobiens et des Agroressources (LG2A), UMR CNRS 7378, Institut de Chimie de Picardie FR 3085, Université de Picardie Jules Verne, 33 rue St Leu, FR-80039 Amiens Cedex, France.

出版信息

Adv Colloid Interface Sci. 2019 Aug;270:87-100. doi: 10.1016/j.cis.2019.06.003. Epub 2019 Jun 6.

Abstract

In this review, structure-property trends are systematically analyzed for four amphiphilic properties of sugar-based surfactants: critical micelle concentration (CMC), its associated surface tension (γ), efficiency (pC) and Krafft temperature (T). First, the impact on amphiphilic properties of the alkyl chain size and the presence of branching and/or unsaturation is investigated. Then, various polar head parameters are explored, such as the degree of polymerization of the sugar unit (mono- or oligosaccharides), the chemical nature of the linker and the sugar configuration. Some systematic comparisons between ethoxylated surfactants and sugar-based surfactants are also carried out. While some structural trends with the impact of alkyl chain length or the polar head size are now well understood, this analysis points out that systematic studies of more specific effects of alkyl chain (e.g. branching, unsaturation, presence of rings, position on the polar head) and polar head (e.g. linker, anomeric configuration, internal stereochemistry, cyclic vs. acyclic sugar residues) were scarcer or not available to date. This work encourages the use of these structural trends in the perspective of developing new bio-based surfactants and their consideration in predictive models. It also highlights the need of further experimental tests to fill remaining gaps notably to explore some specific structural features (such as the introduction of rings in the alkyl chain or the position of the alkyl chain on the polar head) and towards applicative properties (like foaming capacity or wettability).

摘要

在本综述中,系统分析了糖基表面活性剂的四种两亲性质的结构-性质趋势:临界胶束浓度(CMC)、其相关的表面张力(γ)、效率(pC)和克拉夫特温度(T)。首先,研究了烷基链大小以及支链和/或不饱和度的存在对两亲性质的影响。然后,探索了各种极性头参数,例如糖单元(单糖或寡糖)的聚合度、连接基的化学性质和糖构型。还对乙氧基化表面活性剂和糖基表面活性剂进行了一些系统比较。虽然目前已经很好地理解了烷基链长度或极性头大小影响的一些结构趋势,但该分析指出,迄今为止,对烷基链(例如支链、不饱和度、环的存在、在极性头上的位置)和极性头(例如连接基、异头构型、内部立体化学、环状与非环状糖残基)更具体影响的系统研究较少或尚未开展。这项工作鼓励在开发新型生物基表面活性剂的前景中利用这些结构趋势,并在预测模型中加以考虑。它还强调了需要进一步进行实验测试,以填补剩余的空白,特别是探索一些特定的结构特征(例如在烷基链中引入环或烷基链在极性头上的位置)以及朝着应用性质(如发泡能力或润湿性)的方向。

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