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Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system
We report new dirhamnolipid ester forming reverse wormlike micelles in nonpolar solvents without the addition of any primer. Therefore, these compounds represent a rare case of a binary system showing this gel-like behavior. In this study, the influence of the concentration of the rhamnolipid ester...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7684688/ https://www.ncbi.nlm.nih.gov/pubmed/33281985 http://dx.doi.org/10.3762/bjoc.16.232 |
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author | Liese, David Wenk, Hans Henning Lu, Xin Kleinen, Jochen Haberhauer, Gebhard |
author_facet | Liese, David Wenk, Hans Henning Lu, Xin Kleinen, Jochen Haberhauer, Gebhard |
author_sort | Liese, David |
collection | PubMed |
description | We report new dirhamnolipid ester forming reverse wormlike micelles in nonpolar solvents without the addition of any primer. Therefore, these compounds represent a rare case of a binary system showing this gel-like behavior. In this study, the influence of the concentration of the rhamnolipid ester and the ester alkyl chain length on the rheological properties of the reverse wormlike micelles in toluene was investigated in detail. Highly viscoelastic solutions were obtained even at a relatively low concentration of less than 1 wt %. The phase transition temperatures indicate that the formation of reverse wormlike micelles is favored for dirhamnolipid esters with shorter alkyl chain lengths. Oscillatory shear measurements for the viscoelastic samples reveal that the storage modulus (G') and the loss modulus (G'') cross each other and fit the Maxwell model very well in the low-ω region. As is typical for wormlike micelle systems, the normalized Cole–Cole plot of G''/G''(max) against G'/G''(max) was obtained as a semicircle centered at G'/G''(max) = 1. The formation of network structures was also verified by polarized light microscopy. The sample was birefringent at ambient temperature and anisotropic at an elevated temperature. Differential scanning calorimetry analysis yielded a transition enthalpy of about ΔH(SG/GS) = ±7.2 kJ/mol. This value corresponds to a strong dispersion energy and explains the formation of the highly viscous gels by the entanglement of wormlike micelles through the interaction of the alkyl chains. |
format | Online Article Text |
id | pubmed-7684688 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-76846882020-12-04 Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system Liese, David Wenk, Hans Henning Lu, Xin Kleinen, Jochen Haberhauer, Gebhard Beilstein J Org Chem Full Research Paper We report new dirhamnolipid ester forming reverse wormlike micelles in nonpolar solvents without the addition of any primer. Therefore, these compounds represent a rare case of a binary system showing this gel-like behavior. In this study, the influence of the concentration of the rhamnolipid ester and the ester alkyl chain length on the rheological properties of the reverse wormlike micelles in toluene was investigated in detail. Highly viscoelastic solutions were obtained even at a relatively low concentration of less than 1 wt %. The phase transition temperatures indicate that the formation of reverse wormlike micelles is favored for dirhamnolipid esters with shorter alkyl chain lengths. Oscillatory shear measurements for the viscoelastic samples reveal that the storage modulus (G') and the loss modulus (G'') cross each other and fit the Maxwell model very well in the low-ω region. As is typical for wormlike micelle systems, the normalized Cole–Cole plot of G''/G''(max) against G'/G''(max) was obtained as a semicircle centered at G'/G''(max) = 1. The formation of network structures was also verified by polarized light microscopy. The sample was birefringent at ambient temperature and anisotropic at an elevated temperature. Differential scanning calorimetry analysis yielded a transition enthalpy of about ΔH(SG/GS) = ±7.2 kJ/mol. This value corresponds to a strong dispersion energy and explains the formation of the highly viscous gels by the entanglement of wormlike micelles through the interaction of the alkyl chains. Beilstein-Institut 2020-11-19 /pmc/articles/PMC7684688/ /pubmed/33281985 http://dx.doi.org/10.3762/bjoc.16.232 Text en Copyright © 2020, Liese et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Liese, David Wenk, Hans Henning Lu, Xin Kleinen, Jochen Haberhauer, Gebhard Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system |
title | Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system |
title_full | Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system |
title_fullStr | Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system |
title_full_unstemmed | Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system |
title_short | Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system |
title_sort | dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7684688/ https://www.ncbi.nlm.nih.gov/pubmed/33281985 http://dx.doi.org/10.3762/bjoc.16.232 |
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