Synthesis and characterization of gemini ester surfactant and its application in efficient fabric softening

Synthesis and characterization of gemini ester surfactant and its application in efficient fabric softening
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双子酯表面活性剂的合成、表征及其在织物高效柔软方面的应用

DOI:
10.1016/j.molliq.2019.112236
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发表时间:
2020-02-01
影响因子:
6
通讯作者:
Wang, Liming
Wang, Liming
中科院分区:
化学2区
文献类型:
--
作者:
Liu, Dantong;Yang, Xin;Wang, Liming

文献摘要

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含酯基的阳离子表面活性剂是一类重要的可水解、可生物降解材料,在许多领域得到了广泛的应用。本文以天然棕榈酸、氯化亚砜、N,N-二甲基乙醇胺和1,4-二溴丁烷为原料,经三步反应合成了一种新型的双酯基双子阳离子表面活性剂:N-1,N-1,N-4,N-4-四甲基-N-1,N-4-双(2-(十六烷酰氧基)乙基)丁烷-1,4-溴化二铵(TBDB),一种18-4-18型双子表面活性剂。在最佳反应条件下,产率可达94%左右。最终产物的结构经FT-IR、H-1 NMR和质谱表征。其水溶液的临界胶束浓度(CMC)和表面张力在25 ℃时分别为3.09 × 10 ~(-5)M和38.4 mN/m,且双子酯表面活性剂表现出较高的苯增溶能力。在处理棉织物时,由于其在织物表面的吸附效率更高,能有效地保持织物的白度和表面亲水性,同时表现出比相应的单体表面活性剂更高的织物柔软能力。这一发现表明该类双子酯表面活性剂在表面活性剂和涂料领域具有潜在的应用前景。(C)2019年爱思唯尔出版
Cationic surfactants with ester groups are considered as an important class of hydrolyzable and biodegradable materials utilized in multiple fields. In this work, a new type of gemini cationic surfactant containing two ester groups, N-1,N-1,N-4,N-4-tetramethyl-N-1,N-4-bis(2-(hexadecanoyloxy)ethyl)butane-1,4-diammonium bromide (TBDB), an 18-4-18 type gemini surfactant has been successfully synthesized in a three-step reaction from natural palmitic acid, thionyl chloride, N,N-dimethylethanolamine and 1,4-dibromobutane. The maximum yield reaches about 94% under the optimum reaction conditions. The structures of the final product were characterized by FT-IR, H-1 NMR and mass spectra. The critical micelle concentration (CMC) and surface tension of its aqueous solution are similar to 3.09 x 10(-5) M and 38.4 mN/m at 25 degrees C, respectively, and the gemini ester surfactant shows high benzene solubilization capacity. When treating cotton fabric, it can effectively retain the whiteness and surface hydrophilicity of the fabric while exhibiting a higher fabric-softening ability than the corresponding monomeric surfactants, due to its more efficient adsorption onto the fabric surface. The discovery suggests that this kind gemini ester surfactant is promising with potential applications in the fields of surfactants and coatings. (C) 2019 Published by Elsevier B.V.