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Synthesis of poly(amide-thioether) with tunable hydrophilicity via thiolactone chemistry and its application in oil-in-oil emulsions
Journal of Colloid and Interface Science ( IF 9.4 ) Pub Date : 2019-04-23 , DOI: 10.1016/j.jcis.2019.04.070
Zhengzhou Su , Chunmei Li , Jiaojun Tan , Ying Xue , Guoxian Zhang , Yumin Yang , Qiuyu Zhang

Oil-in-oil emulsions are ideal systems for water-sensitive reactions such as polymerizations and catalytic reactions, which has received extensive attention in recent years. The application of oil-in-oil emulsions has been developed slowly due to the limited types of surfactants and complicated synthesis process. Herein, we proposed a simple method to prepare poly(amide-thioether)-based surfactant for oil-in-oil emulsions via taking advantage of single-pot multicomponent and click characters of thiolactone chemistry. Using a combination of alkyl amine and acrylamide thiolactone, the aminolysis of thiolctone occurred first, generating thiol group in-situ, and then the generated thiol group would sequentially react with the double bonds of acrylamide to form polythioether in the presence of amine. The hydrophobicity of the surfactant could be effectively adjusted by the chain length of the alkyl amine and thus this polymer could serve as a promising surfactant for oil-in-oil emulsion. Notably, the emulsion types could be switched by changing the chain length of the alkyl amine. In addition, the effects of surfactant loading, volume ratio of oil phases, oil types on the size and stability of oil-in-oil emulsions were further investigated. It was demonstrated that the oil-in-oil emulsion stabilized by poly(amide-thioether)s kept stable after more than five months. Besides, we preliminarily explored the application of the oil-in-oil emulsion to prepare closed cell foam and porous particles via photo-initiated thiol-ene polymerization. It is believed that this super-stable oil-in-oil emulsion could offer more possibilities for highly potential water-sensitive systems.



中文翻译:

硫代内酯化学合成可调节亲水性的聚酰胺酰胺硫醚及其在油包油型乳液中的应用

油包油型乳液是用于水敏感性反应(例如聚合反应和催化反应)的理想系统,近年来受到了广泛的关注。由于表面活性剂类型有限和合成工艺复杂,油包油型乳液的应用发展缓慢。在这里,我们提出了一种简单的方法,利用单锅多组分和硫代内酯化学的点击特性,制备油包油型乳液的聚(酰胺-硫醚)基表面活性剂。使用烷基胺和丙烯酰胺硫代内酯的组合,首先发生硫磺内酯的氨解,在原位生成硫醇基,然后生成的硫醇基在胺存在下与丙烯酰胺的双键顺序反应形成聚硫醚。表面活性剂的疏水性可以通过烷基胺的链长来有效地调节,因此该聚合物可以用作油包油型乳液的有前途的表面活性剂。值得注意的是,可以通过改变烷基胺的链长来切换乳液类型。此外,进一步研究了表面活性剂的添加量,油相的体积比,油的类型对油包油型乳液尺寸和稳定性的影响。结果表明,由聚(酰胺-硫醚)稳定的油包油型乳液在五个多月后保持稳定。此外,我们初步探索了油包油型乳液在光引发的硫醇-烯聚合反应中制备闭孔泡沫和多孔颗粒的应用。

更新日期:2019-04-23
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