New ethoxylated inositol surfactant.

New ethoxylated inositol surfactant.
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DOI:
10.1021/la702596a
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发表时间:
2007-11
期刊:
Langmuir : the ACS journal of surfaces and colloids
影响因子:
--
通讯作者:
G. Catanoiu;V. Gärtner;C. Stubenrauch;D. Blunk
G. Catanoiu;V. Gärtner;C. Stubenrauch;D. Blunk
中科院分区:
其他
文献类型:
--
作者:
G. Catanoiu;V. Gärtner;C. Stubenrauch;D. Blunk

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碳水化合物是一类有吸引力的有机合成原料,因为它们是天然来源的,环境友好的,高度官能化的,以这种方式促进可持续的化学。一个有点异国情调,但仍然容易获得的碳水化合物家族允许一个迷人的化学是肌醇(环己烷-1,2,3,4,5,6-己醇),我们目前使用的新表面活性剂的合成。在我们以前的工作中,我们报道了一些新的区域化学定义的肌醇醚和酯的合成,并研究了它们在水溶液中的表面活性以及它们形成热致液晶的能力。结果表明,单独的肌醇头基的亲水性不能确保这些表面活性剂具有足够的水溶性。为了改善水溶性,我们通过引入三(环氧乙烷)单元来增加肌醇头基。所得的表面活性剂是一类新的肌醇基表面活性剂(CiEjIk)的第一个代表,其联合收割机结合了经典糖表面活性剂(CnGm)和低聚(环氧乙烷)烷基醚表面活性剂(CiEj)的性质。
Carbohydrates are an attractive class of starting materials for organic syntheses because they are of natural origin, environmentally friendly, and highly functionalized, in this way promoting a sustainable chemistry. A somewhat exotic but nevertheless readily available family of carbohydrates allowing a fascinating chemistry are inositols (cyclohexane-1,2,3,4,5,6-hexols), which we currently use for the synthesis of new surfactants. In our previous work, we reported on the synthesis of a number of new regiochemically defined myo-inositol ethers and esters and studied their surface activity in aqueous solution as well as their ability to form thermotropic liquid crystals. It turned out that the hydrophilicity of the myo-inositol head group alone does not ensure sufficient water solubility of these surfactants. To improve the water solubility, we increased the inositol head group by the introduction of a tri(ethylene oxide) unit. The resulting surfactant is the first representative of a new class of inositol-based surfactants (CiEjIk) that combine the properties of classical sugar surfactants (CnGm) and oligo(ethylene oxide) alkyl ether surfactants (CiEj).