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Oxygen-Containing Quaternary Phosphonium Salts (oxy-QPSs): Synthesis, Properties, and Cellulose Dissolution

In the present study, the synthesis of oxygen-containing quaternary phosphonium salts (oxy-QPSs) was described. Within this work, structure–property relationships of oxy-QPSs were estimated by systematic analysis of physical–chemical properties. The influence of the oxygen-containing substituent was...

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Autores principales: Arkhipova, Daria M., Ermolaev, Vadim V., Baembitova, Gulnaz R., Samigullina, Aida I., Lyubina, Anna P., Voloshina, Alexandra D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10611013/
https://www.ncbi.nlm.nih.gov/pubmed/37896340
http://dx.doi.org/10.3390/polym15204097
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author Arkhipova, Daria M.
Ermolaev, Vadim V.
Baembitova, Gulnaz R.
Samigullina, Aida I.
Lyubina, Anna P.
Voloshina, Alexandra D.
author_facet Arkhipova, Daria M.
Ermolaev, Vadim V.
Baembitova, Gulnaz R.
Samigullina, Aida I.
Lyubina, Anna P.
Voloshina, Alexandra D.
author_sort Arkhipova, Daria M.
collection PubMed
description In the present study, the synthesis of oxygen-containing quaternary phosphonium salts (oxy-QPSs) was described. Within this work, structure–property relationships of oxy-QPSs were estimated by systematic analysis of physical–chemical properties. The influence of the oxygen-containing substituent was examined by comparing the properties of oxy-QPSs in homology series as well as with phosphonium analog-included alkyl side chains. The crystal structure analysis showed that the oxygen introduction influences the conformation of the side chain of the oxy-QPS. It was found that oxy-QPSs, using an aprotic co-solvent, dimethylsulfoxide (DMSO), can dissolve microcrystalline cellulose. The cellulose dissolution in oxy-QPSs appeared to be dependent on the functional group in the cation and anion nature. For the selected conditions, dissolution of up to 5 wt% of cellulose was observed. The antimicrobial activity of oxy-QPSs under study was expected to be low. The biocompatibility of oxy-QPSs with fermentative microbes was tested on non-pathogenic Saccharomyces cerevisiae, Lactobacillus plantarum, and Bacillus subtilis. This reliably allows one to safely address the combined biomass destruction and enzyme hydrolysis processes in one pot.
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spelling pubmed-106110132023-10-28 Oxygen-Containing Quaternary Phosphonium Salts (oxy-QPSs): Synthesis, Properties, and Cellulose Dissolution Arkhipova, Daria M. Ermolaev, Vadim V. Baembitova, Gulnaz R. Samigullina, Aida I. Lyubina, Anna P. Voloshina, Alexandra D. Polymers (Basel) Article In the present study, the synthesis of oxygen-containing quaternary phosphonium salts (oxy-QPSs) was described. Within this work, structure–property relationships of oxy-QPSs were estimated by systematic analysis of physical–chemical properties. The influence of the oxygen-containing substituent was examined by comparing the properties of oxy-QPSs in homology series as well as with phosphonium analog-included alkyl side chains. The crystal structure analysis showed that the oxygen introduction influences the conformation of the side chain of the oxy-QPS. It was found that oxy-QPSs, using an aprotic co-solvent, dimethylsulfoxide (DMSO), can dissolve microcrystalline cellulose. The cellulose dissolution in oxy-QPSs appeared to be dependent on the functional group in the cation and anion nature. For the selected conditions, dissolution of up to 5 wt% of cellulose was observed. The antimicrobial activity of oxy-QPSs under study was expected to be low. The biocompatibility of oxy-QPSs with fermentative microbes was tested on non-pathogenic Saccharomyces cerevisiae, Lactobacillus plantarum, and Bacillus subtilis. This reliably allows one to safely address the combined biomass destruction and enzyme hydrolysis processes in one pot. MDPI 2023-10-16 /pmc/articles/PMC10611013/ /pubmed/37896340 http://dx.doi.org/10.3390/polym15204097 Text en © 2023 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
Arkhipova, Daria M.
Ermolaev, Vadim V.
Baembitova, Gulnaz R.
Samigullina, Aida I.
Lyubina, Anna P.
Voloshina, Alexandra D.
Oxygen-Containing Quaternary Phosphonium Salts (oxy-QPSs): Synthesis, Properties, and Cellulose Dissolution
title Oxygen-Containing Quaternary Phosphonium Salts (oxy-QPSs): Synthesis, Properties, and Cellulose Dissolution
title_full Oxygen-Containing Quaternary Phosphonium Salts (oxy-QPSs): Synthesis, Properties, and Cellulose Dissolution
title_fullStr Oxygen-Containing Quaternary Phosphonium Salts (oxy-QPSs): Synthesis, Properties, and Cellulose Dissolution
title_full_unstemmed Oxygen-Containing Quaternary Phosphonium Salts (oxy-QPSs): Synthesis, Properties, and Cellulose Dissolution
title_short Oxygen-Containing Quaternary Phosphonium Salts (oxy-QPSs): Synthesis, Properties, and Cellulose Dissolution
title_sort oxygen-containing quaternary phosphonium salts (oxy-qpss): synthesis, properties, and cellulose dissolution
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10611013/
https://www.ncbi.nlm.nih.gov/pubmed/37896340
http://dx.doi.org/10.3390/polym15204097
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