Imidazolium based gemini amphiphiles derived from L-valine. Structural elements and surfactant properties
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https://doi.org/10.1016/j.molliq.2021.117434 |
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Title
Imidazolium based gemini amphiphiles derived from L-valine. Structural elements and surfactant propertiesAuthor (s)
Date
2021-09-02Publisher
ElsevierISSN
0167-7322Bibliographic citation
VALLS, Adriana, et al. Imidazolium based gemini amphiphiles derived from L-valine. Structural elements and surfactant properties. Journal of Molecular Liquids, 2021, vol. 341, p. 117434.Type
info:eu-repo/semantics/articlePublisher version
https://www.sciencedirect.com/journal/journal-of-molecular-liquidsVersion
info:eu-repo/semantics/publishedVersionSubject
Abstract
Imidazolium amphiphiles often display excellent surfactants properties, while amide functionalities and chirality can implement self-assembly. The introduction of these functionalities in imidazolium gemini amphiphiles ... [+]
Imidazolium amphiphiles often display excellent surfactants properties, while amide functionalities and chirality can implement self-assembly. The introduction of these functionalities in imidazolium gemini amphiphiles is expected to allow tuning their aggregation, achieving a higher emulsifying capacity of interest for practical applications. l-valine-derived gemini surfactants have been prepared and their aggregation investigated using NMR, UV-CD, fluorescence, LS or microscopy. The imidazolium gemini amphiphiles synthetized, presented excellent surfactant properties. The aromatic substitution pattern defines additional geometric constrains facilitating a fine tune of their properties, displaying the para-substituted compound best properties. This can be associated to facilitating the required conformational organization of polar and apolar fragments, while reducing coulombic repulsions between imizadolium rings. Two critical aggregation concentrations (CACs) were observed by fluorescence in aqueous media, with the formation of well-defined vesicles in the second step. Dynamic equilibria between aggregates of different sizes seem to be present. These gemini surfactants revealed of interest as emulsifiers for oil/water systems and for controlled fragrance delivery using (R)-limonene as a benchmark volatile compound. [-]
Is part of
Journal of Molecular Liquids Volume 341, 1 November 2021, 117434Funder Name
Ministerio de Ciencia, Innovación y Universidades (Spain) | Universitat Jaume I | Ministerio de Ciencia e Innovación
Project code
RTI2018-098233-B-C22(MCIU/AEI/FEDER, UE) | UJI-B2019-40. A.V. | FPU15/01191
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© 2021 Elsevier B.V. All rights reserved.
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