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首页> 外文期刊>Journal of Oleo Science >Synthesis and Interfacial Properties of Monoacyl Glyceric Acids as a New Class of Green Surfactants
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Synthesis and Interfacial Properties of Monoacyl Glyceric Acids as a New Class of Green Surfactants

机译：新型绿色表面活性剂单酰基甘油酸的合成及界面性质

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摘要

Glyceric acid (GA) is one of the most promising functional hydroxyl acids, and it is abundantly obtained from glycerol by a bioprocess using acetic acid bacteria. In this study, several monoacyl GAs were synthesized by esterification of GA and saturated fatty acyl chlorides (C12, C14, C16, and C18), forming a new class of bio-based surfactants. By the present method, a mixture of two isomers, namely 2-O-acyl and 3-O-acyl GAs, was produced, in which the 2-0-acyl derivatives were obtained as a major product. These isomers were isolated, and their surface-active properties were investigated for the first time. The surface tensions of 2-O-acyl GAs with different chain lengths were determined by the Wilhelmy method. At concentrations below 10~(-4) M, the 2-O-acyl GAs exhibited higher surface-active properties compared to commercially available synthetic surfactants. For example, 2-O-lauroyl GA reduced the surface tension of water to around 25 mN/m above the critical micelle concentration (3.0 ×10~(-4) M). In addition, 2-O-acyl derivatives showed higher surface-tension-lowering activity than 3-O-acyl GAs. The monoacyl GAs synthesized herein can potentially be used as "green surfactants."
机译：甘油酸（GA）是最有前途的功能性羟基酸之一，它是通过使用乙酸细菌的生物工艺从甘油中大量获得的。在这项研究中，通过GA和饱和脂肪酰氯（C12，C14，C16和C18）的酯化反应，合成了几种单酰基GA，形成了一类新的生物基表面活性剂。通过本方法，制备了两种异构体的混合物，即2-O-酰基和3-O-酰基GA，其中获得了2-0-酰基衍生物作为主要产物。分离了这些异构体，并首次研究了它们的表面活性。通过Wilhelmy方法测定了不同链长的2-O-酰基GA的表面张力。浓度低于10〜（-4）M时，2-O-酰基GA与商用合成表面活性剂相比具有更高的表面活性。例如，2-O-月桂酰GA将水的表面张力降低到高于临界胶束浓度（3.0×10〜（-4）M）约25 mN / m。另外，2-O-酰基衍生物比3-O-酰基GA具有更高的降低表面张力的活性。本文合成的单酰基GA可以潜在地用作“绿色表面活性剂”。

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  • 来源
    《Journal of Oleo Science》 |2012年第6期|p.343-348|共6页
  • 作者

    Tokuma Fukuoka; Shintaro Ikeda; Hiroshi Habe; Shun Sato; Hideki Sakai; Masahiko Abe; Dai Kitamoto; Keiji Sakaki;

  • 作者单位

    Research Institute for Innovation in Sustainable Chemistry, National Institute of Advanced Industrial Science and Technology (AIST) (Tsukuba Central 5-2, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, JAPAN);

    Faculty of Science and Technology, Tokyo University of Science (Yamazaki 2641, Noda, Chiba 278-8510, JAPAN);

    Research Institute for Innovation in Sustainable Chemistry, National Institute of Advanced Industrial Science and Technology (AIST) (Tsukuba Central 5-2, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, JAPAN);

    Research Institute for Innovation in Sustainable Chemistry, National Institute of Advanced Industrial Science and Technology (AIST) (Tsukuba Central 5-2, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, JAPAN);

    Faculty of Science and Technology, Tokyo University of Science (Yamazaki 2641, Noda, Chiba 278-8510, JAPAN);

    Faculty of Science and Technology, Tokyo University of Science (Yamazaki 2641, Noda, Chiba 278-8510, JAPAN);

    Research Institute for Innovation in Sustainable Chemistry, National Institute of Advanced Industrial Science and Technology (AIST) (Tsukuba Central 5-2, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, JAPAN);

    Research Institute for Innovation in Sustainable Chemistry, National Institute of Advanced Industrial Science and Technology (AIST) (Tsukuba Central 5-2, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, JAPAN);

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  • 正文语种 eng
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  • 关键词

    glyceric acid; glycerol use; surfactant; green material; biorefinery;

    机译：甘油酸甘油的使用;表面活性剂绿色材料;生物精炼厂;

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