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Homogeneous Synthesis of Cationic Chitosan via New Avenue

Using a solvent formed of alkali and urea, chitosan was successfully dissolved in a new solvent via the freezing–thawing process. Subsequently, quaternized chitosan (QC) was synthesized using 3-chloro-2-hydroxypropyl trimethyl ammonium chloride (CHPTAC) as the cationic reagent under different incuba...

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Autores principales: Song, Huanlu, Wu, Hao, Li, ShuJing, Tian, Huafeng, Li, YanRu, Wang, JianGuo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222707/
https://www.ncbi.nlm.nih.gov/pubmed/30071648
http://dx.doi.org/10.3390/molecules23081921
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author Song, Huanlu
Wu, Hao
Li, ShuJing
Tian, Huafeng
Li, YanRu
Wang, JianGuo
author_facet Song, Huanlu
Wu, Hao
Li, ShuJing
Tian, Huafeng
Li, YanRu
Wang, JianGuo
author_sort Song, Huanlu
collection PubMed
description Using a solvent formed of alkali and urea, chitosan was successfully dissolved in a new solvent via the freezing–thawing process. Subsequently, quaternized chitosan (QC) was synthesized using 3-chloro-2-hydroxypropyl trimethyl ammonium chloride (CHPTAC) as the cationic reagent under different incubation times and temperatures in a homogeneous system. QCs cannot be synthesized at temperatures above 60 °C, as gel formation will occur. The structure and properties of the prepared QC were characterized and quaternary groups were comfirmed to be successfully incorporated onto chitosan backbones. The degree of substitution (DS) ranged from 16.5% to 46.8% and the yields ranged from 32.6% to 89.7%, which can be adjusted by changing the molar ratio of the chitosan unit to CHPTAC and the reaction time. QCs inhibits the growth of Alicyclobacillus acidoterrestris effectively. Thus, this work offers a simple and green method of functionalizing chitosan and producing quaternized chitosan with an antibacterial effect for potential applications in the food industry.
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spelling pubmed-62227072018-11-13 Homogeneous Synthesis of Cationic Chitosan via New Avenue Song, Huanlu Wu, Hao Li, ShuJing Tian, Huafeng Li, YanRu Wang, JianGuo Molecules Article Using a solvent formed of alkali and urea, chitosan was successfully dissolved in a new solvent via the freezing–thawing process. Subsequently, quaternized chitosan (QC) was synthesized using 3-chloro-2-hydroxypropyl trimethyl ammonium chloride (CHPTAC) as the cationic reagent under different incubation times and temperatures in a homogeneous system. QCs cannot be synthesized at temperatures above 60 °C, as gel formation will occur. The structure and properties of the prepared QC were characterized and quaternary groups were comfirmed to be successfully incorporated onto chitosan backbones. The degree of substitution (DS) ranged from 16.5% to 46.8% and the yields ranged from 32.6% to 89.7%, which can be adjusted by changing the molar ratio of the chitosan unit to CHPTAC and the reaction time. QCs inhibits the growth of Alicyclobacillus acidoterrestris effectively. Thus, this work offers a simple and green method of functionalizing chitosan and producing quaternized chitosan with an antibacterial effect for potential applications in the food industry. MDPI 2018-08-01 /pmc/articles/PMC6222707/ /pubmed/30071648 http://dx.doi.org/10.3390/molecules23081921 Text en © 2018 by the authors. 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/).
spellingShingle Article
Song, Huanlu
Wu, Hao
Li, ShuJing
Tian, Huafeng
Li, YanRu
Wang, JianGuo
Homogeneous Synthesis of Cationic Chitosan via New Avenue
title Homogeneous Synthesis of Cationic Chitosan via New Avenue
title_full Homogeneous Synthesis of Cationic Chitosan via New Avenue
title_fullStr Homogeneous Synthesis of Cationic Chitosan via New Avenue
title_full_unstemmed Homogeneous Synthesis of Cationic Chitosan via New Avenue
title_short Homogeneous Synthesis of Cationic Chitosan via New Avenue
title_sort homogeneous synthesis of cationic chitosan via new avenue
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222707/
https://www.ncbi.nlm.nih.gov/pubmed/30071648
http://dx.doi.org/10.3390/molecules23081921
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