Synthesis and properties of pH‐dependent Gemini surfactant containing tripeptide structure

IF 1.6 4区工程技术 Q3 CHEMISTRY, APPLIED

Journal of Surfactants and Detergents Pub Date : 2024-08-07 DOI:10.1002/jsde.12790

Fu Han, Ziyu Song, Tianyu Cao, Mingmin Guo

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引用次数: 0

Abstract

Amino acid surfactants have mild performance and are sourced from renewable biomass. Compared to classical surfactants, Gemini surfactants have superior properties. The amino acid Gemini surfactants are believed to be adopted more widely. The Gemini surfactant with tripeptide structure, sodium di(lauroyl glutamyl) lysine (DLGL), was prepared by amidation utilizing methyl laurate, glutamate and lysine and characterized by 1H NMR, 13C NMR and MS. Additionally, the pKa value, surface activities, aggregation, foaming properties and emulsifying attributes of the DLGL surfactant in aqueous solution with varied pH values were examined. The results indicate that the protonation‐deprotonation behavior of the DLGL surfactant is highly dependent on pH values. The surface tension, critical micelle concentration (cmc), foamability and foam stability exhibited superior performance at pH 6 and 7. Conversely, superior emulsifying ability was observed at pH 9 and 10. Moreover, the spherical vesicles were formed by the DLGL surfactant at pH 6, 7 or 8 while the micelles were generated at pH 9 or 10.

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含有三肽结构的 Gemini 表面活性剂的合成及其 pH 依赖性特性

氨基酸表面活性剂性能温和，来源于可再生生物质。与传统表面活性剂相比，Gemini 表面活性剂具有更优越的性能。相信氨基酸双子表面活性剂会被更广泛地采用。利用月桂酸甲酯、谷氨酸和赖氨酸通过酰胺化反应制备了具有三肽结构的双子座表面活性剂--二（月桂酰谷氨酰）赖氨酸钠（DLGL），并通过 1H NMR、13C NMR 和 MS 对其进行了表征。此外，还考察了 DLGL 表面活性剂在不同 pH 值水溶液中的 pKa 值、表面活性、聚集性、发泡特性和乳化属性。结果表明，DLGL 表面活性剂的质子化-质子化行为高度依赖于 pH 值。在 pH 值为 6 和 7 时，表面张力、临界胶束浓度（cmc）、起泡性和泡沫稳定性都表现出卓越的性能。相反，在 pH 值为 9 和 10 时，乳化能力更强。此外，DLGL 表面活性剂在 pH 值为 6、7 或 8 时形成球形囊泡，而在 pH 值为 9 或 10 时产生胶束。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Surfactants and Detergents 工程技术-工程：化工

CiteScore

3.80

自引率

6.20%

发文量

审稿时长

4 months

期刊介绍： Journal of Surfactants and Detergents, a journal of the American Oil Chemists’ Society (AOCS) publishes scientific contributions in the surfactants and detergents area. This includes the basic and applied science of petrochemical and oleochemical surfactants, the development and performance of surfactants in all applications, as well as the development and manufacture of detergent ingredients and their formulation into finished products.