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Hydrophobic Modification of Chitosan via Reactive Solvent-Free Extrusion

Hydrophobic derivatives of polysaccharides possess an amphiphilic behavior and are widely used as rheological modifiers, selective sorbents, and stabilizers for compositions intended for various applications. In this work, we studied the mechanochemical reactions of chitosan alkylation when interact...

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Autores principales: Akopova, Tatiana A., Demina, Tatiana S., Khavpachev, Mukhamed A., Popyrina, Tatiana N., Grachev, Andrey V., Ivanov, Pavel L., Zelenetskii, Alexander N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8399264/
https://www.ncbi.nlm.nih.gov/pubmed/34451348
http://dx.doi.org/10.3390/polym13162807
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author Akopova, Tatiana A.
Demina, Tatiana S.
Khavpachev, Mukhamed A.
Popyrina, Tatiana N.
Grachev, Andrey V.
Ivanov, Pavel L.
Zelenetskii, Alexander N.
author_facet Akopova, Tatiana A.
Demina, Tatiana S.
Khavpachev, Mukhamed A.
Popyrina, Tatiana N.
Grachev, Andrey V.
Ivanov, Pavel L.
Zelenetskii, Alexander N.
author_sort Akopova, Tatiana A.
collection PubMed
description Hydrophobic derivatives of polysaccharides possess an amphiphilic behavior and are widely used as rheological modifiers, selective sorbents, and stabilizers for compositions intended for various applications. In this work, we studied the mechanochemical reactions of chitosan alkylation when interacting with docosylglycidyl and hexadecylglycidyl ethers in the absence of solvents at shear deformation in a pilot twin-screw extruder. The chemical structure and physical properties of the obtained derivatives were characterized by elemental analysis, FT-IR spectroscopy, dynamic light scattering, scanning electron microscopy, and mechanical tests. According to calculations for products soluble in aqueous media, it was possible to introduce about 5–12 hydrophobic fragments per chitosan macromolecule with a degree of polymerization of 500–2000. The length of the carbon chain of the alkyl substituent significantly affects its reactivity under the chosen conditions of mechanochemical synthesis. It was shown that modification disturbs the packing ability of the macromolecules, resulting in an increase of plasticity and drop in the elastic modulus of the film made from the hydrophobically modified chitosan samples.
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spelling pubmed-83992642021-08-29 Hydrophobic Modification of Chitosan via Reactive Solvent-Free Extrusion Akopova, Tatiana A. Demina, Tatiana S. Khavpachev, Mukhamed A. Popyrina, Tatiana N. Grachev, Andrey V. Ivanov, Pavel L. Zelenetskii, Alexander N. Polymers (Basel) Article Hydrophobic derivatives of polysaccharides possess an amphiphilic behavior and are widely used as rheological modifiers, selective sorbents, and stabilizers for compositions intended for various applications. In this work, we studied the mechanochemical reactions of chitosan alkylation when interacting with docosylglycidyl and hexadecylglycidyl ethers in the absence of solvents at shear deformation in a pilot twin-screw extruder. The chemical structure and physical properties of the obtained derivatives were characterized by elemental analysis, FT-IR spectroscopy, dynamic light scattering, scanning electron microscopy, and mechanical tests. According to calculations for products soluble in aqueous media, it was possible to introduce about 5–12 hydrophobic fragments per chitosan macromolecule with a degree of polymerization of 500–2000. The length of the carbon chain of the alkyl substituent significantly affects its reactivity under the chosen conditions of mechanochemical synthesis. It was shown that modification disturbs the packing ability of the macromolecules, resulting in an increase of plasticity and drop in the elastic modulus of the film made from the hydrophobically modified chitosan samples. MDPI 2021-08-21 /pmc/articles/PMC8399264/ /pubmed/34451348 http://dx.doi.org/10.3390/polym13162807 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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Akopova, Tatiana A.
Demina, Tatiana S.
Khavpachev, Mukhamed A.
Popyrina, Tatiana N.
Grachev, Andrey V.
Ivanov, Pavel L.
Zelenetskii, Alexander N.
Hydrophobic Modification of Chitosan via Reactive Solvent-Free Extrusion
title Hydrophobic Modification of Chitosan via Reactive Solvent-Free Extrusion
title_full Hydrophobic Modification of Chitosan via Reactive Solvent-Free Extrusion
title_fullStr Hydrophobic Modification of Chitosan via Reactive Solvent-Free Extrusion
title_full_unstemmed Hydrophobic Modification of Chitosan via Reactive Solvent-Free Extrusion
title_short Hydrophobic Modification of Chitosan via Reactive Solvent-Free Extrusion
title_sort hydrophobic modification of chitosan via reactive solvent-free extrusion
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8399264/
https://www.ncbi.nlm.nih.gov/pubmed/34451348
http://dx.doi.org/10.3390/polym13162807
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