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Process-Focused Synthesis, Crystallization, and Physicochemical Characterization of Sodium Lauroyl Isethionate
ACS Sustainable Chemistry & Engineering ( IF 8.4 ) Pub Date : 2018-01-19 00:00:00 , DOI: 10.1021/acssuschemeng.7b04237
Mohammed I. Jeraal 1 , Kevin J. Roberts 1 , Ian McRobbie 2 , David Harbottle 1
Affiliation  

There is a notable lack of published data concerning sodium cocoyl isethionate despite widespread application in the personal care industry. A specific homologue, sodium lauroyl isethionate (SLI), was therefore synthesized, purified by recrystallization, and then subjected to a detailed physicochemical examination. A purity of 98% was achieved via repeat recrystallization in methanol. A turbidimetric solubility analysis was then executed to identify both its crystallizability and metastable zone width as a function of temperature. Thermogravimetric analysis yielded decomposition onsets of 330 °C for the purified SLI. A dynamic vapor sorption study also demonstrated reversibility in the 2.3% mass gained when it was exposed to sustained humidity of 87%. Surface tension measurements of purified SLI yielded a critical micellar concentration (CMC) of 5.4 mM and a plateau surface tension of 38 mN/m at 20 °C. Both values are lower than the previously reported values for SLI in water, thus indicating the performance benefits of purified isethionates in personal care formulations. The single step synthesis was chlorine-, catalyst-, and solvent-free, thus improving process efficiency, safety, and throughput over existing SLI syntheses. The succeeding physicochemical analysis crucially provides much needed insight into the purification, properties, and performance of isethionate ester surfactants, all of which are strongly applicable to their commercial manufacture from biorenewable sources.

中文翻译:

以工艺为重点的月桂酰羟乙磺酸钠的合成,结晶和理化特性

尽管在个人护理行业得到了广泛的应用,但是仍然缺乏关于椰油基羟乙磺酸钠的公开数据。因此,合成了特定的同系物月桂酰羟乙磺酸钠(SLI),通过重结晶纯化,然后进行了详细的理化检验。通过在甲醇中重复重结晶获得98%的纯度。然后进行浊度溶解度分析,以鉴定其结晶性和亚稳区宽度随温度的变化。热重分析得出纯化的SLI的分解起始温度为330°C。动态蒸气吸附研究还表明,将其暴露在87%的持续湿度下所获得的2.3%质量具有可逆性。纯化SLI的表面张力测量得出临界胶束浓度(CMC)为5。在20°C下为4 mM,平台表面张力为38 mN / m。这两个值均低于先前报道的水中SLI值,因此表明纯化的羟乙磺酸盐在个人护理配方中的性能优势。一步合成不含氯,催化剂和溶剂,因此与现有的SLI合成相比,可提高工艺效率,安全性和生产率。成功的理化分析至关重要地提供了对羟乙磺酸酯表面活性剂的纯化,性质和性能的急需的洞察力,所有这些都非常适用于它们从生物可再生资源的商业生产。因此表明了纯化的羟乙磺酸盐在个人护理配方中的性能优势。一步合成是无氯,无催化剂和无溶剂的,因此与现有的SLI合成相比,可提高工艺效率,安全性和通量。成功的理化分析至关重要地提供了对羟乙磺酸酯表面活性剂的纯化,性质和性能的急需的洞察力,所有这些都非常适用于它们从生物可再生资源的商业生产。因此表明了纯化的羟乙磺酸盐在个人护理配方中的性能优势。一步合成不含氯,催化剂和溶剂,因此与现有的SLI合成相比,可提高工艺效率,安全性和生产率。成功的理化分析至关重要地提供了对羟乙磺酸酯表面活性剂的纯化,性质和性能的急需的洞察力,所有这些都非常适用于它们从生物可再生资源的商业生产。
更新日期:2018-01-19
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