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首页> 外文期刊>RSC Advances >Green recyclable SO3H-carbon catalyst for the selective synthesis of isomannide-based fatty acid monoesters as non-ionic bio-surfactants
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Green recyclable SO3H-carbon catalyst for the selective synthesis of isomannide-based fatty acid monoesters as non-ionic bio-surfactants

机译：绿色可再循环SO3H-碳催化剂，用于选择性合成异霉基脂肪酸单酯作为非离子生物表面活性剂

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摘要

A series of novel isomannide-based fatty acid monoesters 3(a-f) were synthesized by employing a highly active, water resistant and easily recoverable carbon-based solid acid catalyst derived from glycerol. The mannitol was reacted with decanoic, lauric, myristic, palmitic, stearic and oleic acids in the presence of a carbon acid catalyst under solvent free conditions to obtain corresponding isomannide fatty acid monoesters involving in situ dehydration of mannitol to isomannide followed by acylation. The optimized reaction conditions for obtaining isomannide monoesters are: fatty acid to mannitol mole ratio (1 : 1.5), catalyst 20 wt% of mannitol, temperature 180 degrees C and reaction time of 12 h. The carbon acid catalyst was recovered by filtration and reused for five cycles without losing its catalytic activity. The use of a recyclable solid acid catalyst makes this method more convenient, simple, and cost effective in addition to having a high selectivity with good yields. All the synthesized compounds were further evaluated for their surface active properties such as, critical micelle concentration (CMC), surface tension at the CMC (gamma(CMC)), surfactant concentration required to reduce the surface tension of the solvent by 20 mN m(-1) (pC(20)), maximum surface excess (tau(max)), and the interfacial area occupied by the surfactant molecules (A(min)) using surface tension measurements. The micellization (Delta G(mic)degrees) and adsorption free energies (Delta G(ads)degrees) were calculated. Isomannide monomyristate (3c) and isomannide monolaurate (3b) exhibited superior surface active properties followed by isomannide monopalmitate (3d) compared to other isomannide monoesters.
机译：通过采用衍生自甘油的高活性，耐水性和容易可回收的碳基固体酸催化剂，合成了一系列新的异晶脂肪酸单酯3（A-F）。在溶剂的无溶剂条件下，在碳酸催化剂存在下，甘露醇与癸晶，月桂，肉豆蔻，棕榈酸盐，硬脂酸和油酸反应，以获得涉及原位甘露醇至isomannide的相应的Isomannide脂肪酸单酯，然后是酰化。优化的反应条件用于获得异常单酯的优化反应条件是：脂肪酸对甘露醇摩尔比（1：1.5），催化剂20wt％的甘露醇，温度180℃和12小时的反应时间。通过过滤回收碳酸催化剂并重复使用5个循环，而不会损失其催化活性。除了具有良好产量的选择性之外，使用可回收固体酸催化剂的使用使得该方法更方便，简单，并且成本有效。进一步评价所有合成的化合物，用于它们的表面活性性质，例如临界胶束浓度（CMC），CMC的表面张力（γ（CMC）），所需的表面活性剂浓度，以减少溶剂的表面张力20mN m（ -1）（PC（20）），最大表面过量（TAU（MAX））和表面活性剂分子占用的界面面积（A（min））使用表面张力测量。胶束化（Delta G（MIC）度）和吸附自由能量（Delta G（ADS）度）被计算出来。 Isomannide单体酸盐（3C）和Isomannide单氨酸（3B）表现出优异的表面活性性质，然后是与其他异常单酯相比的Isomannide Monopaliting（3D）。

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  • 来源
    《RSC Advances》 |2015年第51期|共9页
  • 作者

    Reddy T. Vijai Kumar; Rani G. Sandhya; Prasad R. B. N.; Devi B. L. A. Prabhavathi;

  • 作者单位

    CSIR Indian Inst Chem Technol Ctr Lipid Res Hyderabad 500007 Andhra Pradesh India;

    CSIR Indian Inst Chem Technol Ctr Lipid Res Hyderabad 500007 Andhra Pradesh India;

    CSIR Indian Inst Chem Technol Ctr Lipid Res Hyderabad 500007 Andhra Pradesh India;

    CSIR Indian Inst Chem Technol Ctr Lipid Res Hyderabad 500007 Andhra Pradesh India;

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