Surface-Active Amidequats with an Alkoxymethyl Substituent: Synthesis, Analysis, and Preliminary Evaluation as Potential Emulsifiers and Substitutes for Conventional Surfactants

IF 3.9 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Anna Syguda, Marta Wojcieszak, Sylwia Zięba, Adam Mizera, Andrzej Łapiński, Jacek Różański, Alicja Putowska, Agnieszka Marcinkowska, Adam Grzywaczyk, Ewa Kaczorek, Katarzyna Materna
{"title":"Surface-Active Amidequats with an Alkoxymethyl Substituent: Synthesis, Analysis, and Preliminary Evaluation as Potential Emulsifiers and Substitutes for Conventional Surfactants","authors":"Anna Syguda, Marta Wojcieszak, Sylwia Zięba, Adam Mizera, Andrzej Łapiński, Jacek Różański, Alicja Putowska, Agnieszka Marcinkowska, Adam Grzywaczyk, Ewa Kaczorek, Katarzyna Materna","doi":"10.1021/acs.langmuir.4c04150","DOIUrl":null,"url":null,"abstract":"Amidequats have attracted considerable attention in research; however, their surface activity remains largely unknown, and their potential as emulsifiers is still unexplored. In this work, series of novel surface-active amidequats based on ecofriendly caprylic acid were synthesized and their micellization behavior in water was explored systematically. The surface tension, wettability, foamability and stability, and measurements of melting and crystallization temperatures were employed to characterize the compounds. The functionalization of amidequats containing an alkoxymethyl substituent significantly enhances micellization properties compared to the structurally analogous anionic surfactant, sodium caprylate. Moreover, for optimized molecule geometries, electrical dipole moments were determined and correlated with surface activity. Experimental and theoretical studies indicate that amidequats with 12 carbon atoms in the alkyl chain exhibit the highest surface and foam-forming activity, making them promising emulsifiers. Due to this fact, oil-in-water (o/w) or water-in-oil (w/o) emulsions using the mentioned amidequat were prepared, and their rheological analysis, ζ potential, topography analysis, and particle size were studied. A detailed investigation of the surface properties of amidequats was undertaken to assess their potential application in the cleaning agent and cosmetic industries.","PeriodicalId":50,"journal":{"name":"Langmuir","volume":"26 1","pages":""},"PeriodicalIF":3.9000,"publicationDate":"2025-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Langmuir","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.langmuir.4c04150","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

Abstract

Amidequats have attracted considerable attention in research; however, their surface activity remains largely unknown, and their potential as emulsifiers is still unexplored. In this work, series of novel surface-active amidequats based on ecofriendly caprylic acid were synthesized and their micellization behavior in water was explored systematically. The surface tension, wettability, foamability and stability, and measurements of melting and crystallization temperatures were employed to characterize the compounds. The functionalization of amidequats containing an alkoxymethyl substituent significantly enhances micellization properties compared to the structurally analogous anionic surfactant, sodium caprylate. Moreover, for optimized molecule geometries, electrical dipole moments were determined and correlated with surface activity. Experimental and theoretical studies indicate that amidequats with 12 carbon atoms in the alkyl chain exhibit the highest surface and foam-forming activity, making them promising emulsifiers. Due to this fact, oil-in-water (o/w) or water-in-oil (w/o) emulsions using the mentioned amidequat were prepared, and their rheological analysis, ζ potential, topography analysis, and particle size were studied. A detailed investigation of the surface properties of amidequats was undertaken to assess their potential application in the cleaning agent and cosmetic industries.

Abstract Image

具有烷氧甲基取代基的表面活性酰胺类化合物:作为潜在乳化剂和传统表面活性剂替代品的合成、分析和初步评价
酰胺呱在研究领域引起了广泛关注;然而,它们的表面活性在很大程度上仍不为人所知,作为乳化剂的潜力也尚未得到开发。本研究以环保型辛酸为基础,合成了一系列新型表面活性酰胺醌,并系统地探讨了它们在水中的胶螯行为。利用表面张力、润湿性、发泡性和稳定性以及熔化和结晶温度的测量来表征这些化合物。与结构类似的阴离子表面活性剂辛酸钠相比,含有烷氧基甲基取代基的酰胺呱的官能化能显著提高胶束化特性。此外,还测定了优化分子几何结构的电偶极矩,并将其与表面活性联系起来。实验和理论研究表明,烷基链中含有 12 个碳原子的酰胺呱特具有最高的表面活性和泡沫形成活性,因此是很有前途的乳化剂。基于这一事实,使用上述酰胺呱制备了水包油(o/w)或油包水(w/o)乳剂,并对其流变分析、ζ电位、形貌分析和粒度进行了研究。对酰胺曲酸的表面特性进行了详细调查,以评估其在清洁剂和化妆品行业的潜在应用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Langmuir
Langmuir 化学-材料科学:综合
CiteScore
6.50
自引率
10.30%
发文量
1464
审稿时长
2.1 months
期刊介绍: Langmuir is an interdisciplinary journal publishing articles in the following subject categories: Colloids: surfactants and self-assembly, dispersions, emulsions, foams Interfaces: adsorption, reactions, films, forces Biological Interfaces: biocolloids, biomolecular and biomimetic materials Materials: nano- and mesostructured materials, polymers, gels, liquid crystals Electrochemistry: interfacial charge transfer, charge transport, electrocatalysis, electrokinetic phenomena, bioelectrochemistry Devices and Applications: sensors, fluidics, patterning, catalysis, photonic crystals However, when high-impact, original work is submitted that does not fit within the above categories, decisions to accept or decline such papers will be based on one criteria: What Would Irving Do? Langmuir ranks #2 in citations out of 136 journals in the category of Physical Chemistry with 113,157 total citations. The journal received an Impact Factor of 4.384*. This journal is also indexed in the categories of Materials Science (ranked #1) and Multidisciplinary Chemistry (ranked #5).
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信