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Interfacial properties and thermodynamic behavior of cationic amphiphilic beta-cyclodextrins substituted with one or seven alkyl chains

机译:用一种或七个烷基链取代阳离子两亲β-环糊精的界面性质和热力学行为

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摘要

New cationic amphiphilic beta-cyclodextrins (beta-CD) were investigated for their surface-active properties and self-association. beta-Cyclodextrin was mono- or per-substituted at its narrow rim by short (butyl) or long (dodecyl) aliphatic chains. The mono-substituted beta-CDs are classical surfactants having a single hydrophobic tail and a single hydrophilic head; the per-substituted beta-CDs have seven hydrophobic tails and seven hydrophilic heads. A comparative study of their surface-active properties at air/water and oil/water interfaces and of the formation of aggregates was achieved. All cationic beta-CD surfactants show surface activity and self-assemble above a well-defined concentration referred to as the cmc because of the interactions between their hydrophobic tails. The inclusion of the alkyl chain inside the hydrophobic cavity did not cause other types of self-association. Though the main features of the surface-activity look similar to classical surfactants, such amphiphilic beta-CDs show several specificities. The short-chained butyl derivatives behave as classical long-chained surfactants do. The head-tail interaction between the long dodecyl chain and the beta-CD cavity of mono-substituted beta-CD causes the formation of an intramolecular inclusion complex that weakens its hydrophobic character. The seven dodecyl chains of per-substituted beta-CD tightly pack together, lowering the contact area with water and weakening their hydrophobic character. Part of the counterions of multi-charged per-substituted beta-CD is associated as ion pairs with the cationic groups of the amphiphilic beta-CD. A close analogy with the behavior of gemini surfactants is worth noticing.
机译:研究了新的阳离子两亲性β-环糊精(β-CD),用于其表面活性性质和自我关联。 β-环糊精通过短(丁基)或长(十二烷基)脂族链在其窄边缘的单次或每替取。单取代的β-CD是具有单一疏水性尾部和单个亲水头的经典表面活性剂;每种取代的β-CD具有七个疏水性尾部和七个亲水头。实现了空气/水和油/水界面和聚集体形成的表面活性性质的比较研究。所有阳离子β-CD表面活性剂显示出表面活性和自组装以上,由于其疏水尾之间的相互作用,所谓的CMC称为CMC。将烷基链包含在疏水性腔内没有引起其他类型的自我关联。尽管表面活性的主要特征类似于典型表面活性剂,但这种两亲性β-CD显示出几种特异性。短链丁基衍生物表现为典型的长链表面活性剂。单替代β-Cd的长十二烷基链和β-CD腔之间的头部尾部相互作用导致形成分子内容复合物,削弱其疏水性质。每替代β-CD的七种十二烷基链紧密包装在一起,用水降低接触面积并削弱它们的疏水性。多电荷的每替代β-CD的部分抗衡离子与具有两亲β-CD的阳离子组的离子对相关。与Gemini表面活性剂的行为紧密类似的类比值得注意。

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  • 来源
    《RSC Advances》 |2016年第76期|共11页
  • 作者单位

    Fac Sci Tunis UR Physicochim Mat Solides Manar 2 Tunis 2092 Tunisia;

    Fac Sci Tunis UR Physicochim Mat Solides Manar 2 Tunis 2092 Tunisia;

    Biotechpole Sidi Thabet INRAP Lab Mat Traitement &

    Anal Ariana 2020 Tunisia;

    Fac Sci Tunis UR Physicochim Mat Solides Manar 2 Tunis 2092 Tunisia;

    Biotechpole Sidi Thabet INRAP Lab Mat Traitement &

    Anal Ariana 2020 Tunisia;

    Univ Lyon 1 Lab Automat &

    Genie Proc CNRS UMR 5007 F-69622 Villeurbanne France;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
  • 关键词

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