Cargando…
Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process
The present article describes the one-pot synthesis of double- and single-tailed surfactants by a cascade process that involves the hydrolysis/butanolysis of pectins into butyl galacturonate monosaccharides followed by transesterification/transacetalisation processes with fatty alcohols, and subsequ...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8036317/ https://www.ncbi.nlm.nih.gov/pubmed/33807131 http://dx.doi.org/10.3390/molecules26071956 |
_version_ | 1783676881830150144 |
---|---|
author | Milliasseau, Damien Jeftić, Jelena Pessel, Freddy Plusquellec, Daniel Benvegnu, Thierry |
author_facet | Milliasseau, Damien Jeftić, Jelena Pessel, Freddy Plusquellec, Daniel Benvegnu, Thierry |
author_sort | Milliasseau, Damien |
collection | PubMed |
description | The present article describes the one-pot synthesis of double- and single-tailed surfactants by a cascade process that involves the hydrolysis/butanolysis of pectins into butyl galacturonate monosaccharides followed by transesterification/transacetalisation processes with fatty alcohols, and subsequent aqueous basic and acid treatments. The cascade mode allows the depolymerisation to proceed more efficiently, and the purification conditions are optimised to make the production of single-tailed surfactants more manufacturable. These products in a pure form or as mixtures with alkyl glycosides resulting from butanolysis and transglycosylation of pectin-derived hexoses, exhibit attractive surface-tension properties, especially for the n-oleyl ᴅ-galactosiduronic acid products. In addition, a readily biodegradability and an absence of aquatic ecotoxicity are shown for the galacturonic acid derivatives possessing an oleyl alkyl chain at the anomeric position. |
format | Online Article Text |
id | pubmed-8036317 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-80363172021-04-12 Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process Milliasseau, Damien Jeftić, Jelena Pessel, Freddy Plusquellec, Daniel Benvegnu, Thierry Molecules Article The present article describes the one-pot synthesis of double- and single-tailed surfactants by a cascade process that involves the hydrolysis/butanolysis of pectins into butyl galacturonate monosaccharides followed by transesterification/transacetalisation processes with fatty alcohols, and subsequent aqueous basic and acid treatments. The cascade mode allows the depolymerisation to proceed more efficiently, and the purification conditions are optimised to make the production of single-tailed surfactants more manufacturable. These products in a pure form or as mixtures with alkyl glycosides resulting from butanolysis and transglycosylation of pectin-derived hexoses, exhibit attractive surface-tension properties, especially for the n-oleyl ᴅ-galactosiduronic acid products. In addition, a readily biodegradability and an absence of aquatic ecotoxicity are shown for the galacturonic acid derivatives possessing an oleyl alkyl chain at the anomeric position. MDPI 2021-03-31 /pmc/articles/PMC8036317/ /pubmed/33807131 http://dx.doi.org/10.3390/molecules26071956 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) ). |
spellingShingle | Article Milliasseau, Damien Jeftić, Jelena Pessel, Freddy Plusquellec, Daniel Benvegnu, Thierry Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process |
title | Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process |
title_full | Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process |
title_fullStr | Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process |
title_full_unstemmed | Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process |
title_short | Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process |
title_sort | transformation of pectins into non-ionic or anionic surfactants using a one-pot and cascade mode process |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8036317/ https://www.ncbi.nlm.nih.gov/pubmed/33807131 http://dx.doi.org/10.3390/molecules26071956 |
work_keys_str_mv | AT milliasseaudamien transformationofpectinsintononionicoranionicsurfactantsusingaonepotandcascademodeprocess AT jefticjelena transformationofpectinsintononionicoranionicsurfactantsusingaonepotandcascademodeprocess AT pesselfreddy transformationofpectinsintononionicoranionicsurfactantsusingaonepotandcascademodeprocess AT plusquellecdaniel transformationofpectinsintononionicoranionicsurfactantsusingaonepotandcascademodeprocess AT benvegnuthierry transformationofpectinsintononionicoranionicsurfactantsusingaonepotandcascademodeprocess |