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...

Full description

Bibliographic Details
Main Authors: Huanlu Song, Hao Wu, ShuJing Li, Huafeng Tian, YanRu Li, JianGuo Wang
Format: Article
Language:English
Published: MDPI AG 2018-08-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/23/8/1921
_version_ 1818116108383682560
author Huanlu Song
Hao Wu
ShuJing Li
Huafeng Tian
YanRu Li
JianGuo Wang
author_facet Huanlu Song
Hao Wu
ShuJing Li
Huafeng Tian
YanRu Li
JianGuo Wang
author_sort Huanlu Song
collection DOAJ
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.
first_indexed 2024-12-11T04:17:16Z
format Article
id doaj.art-269ae5cbcd0b41099cd1a44e27424354
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-12-11T04:17:16Z
publishDate 2018-08-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-269ae5cbcd0b41099cd1a44e274243542022-12-22T01:21:13ZengMDPI AGMolecules1420-30492018-08-01238192110.3390/molecules23081921molecules23081921Homogeneous Synthesis of Cationic Chitosan via New AvenueHuanlu Song0Hao Wu1ShuJing Li2Huafeng Tian3YanRu Li4JianGuo Wang5Beijing Advanced Innovation Center for Food Nutrition and Human Health, Beijing Technology & Business University (BTBU), Beijing 100048, ChinaBeijing Advanced Innovation Center for Food Nutrition and Human Health, Beijing Technology & Business University (BTBU), Beijing 100048, ChinaBeijing Key Lab of Plant Resource Research and Development, Beijing Technology and Business University, Beijing 100048, ChinaBeijing Key Laboratory of Quality Evaluation Technology for Hygiene and Safety of Plastics, Beijing Technology and Business University (BTBU), Beijing 100048, ChinaCollege of Food Science and Engineering, Northwest A&F University, Yangling 712100, Shaanxi, ChinaBeijing Advanced Innovation Center for Food Nutrition and Human Health, Beijing Technology & Business University (BTBU), Beijing 100048, ChinaUsing 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.http://www.mdpi.com/1420-3049/23/8/1921chitosanhomogeneous systemquaternizationcharacterizationAlicyclobacillus acidoterrestris
spellingShingle Huanlu Song
Hao Wu
ShuJing Li
Huafeng Tian
YanRu Li
JianGuo Wang
Homogeneous Synthesis of Cationic Chitosan via New Avenue
Molecules
chitosan
homogeneous system
quaternization
characterization
Alicyclobacillus acidoterrestris
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 chitosan
homogeneous system
quaternization
characterization
Alicyclobacillus acidoterrestris
url http://www.mdpi.com/1420-3049/23/8/1921
work_keys_str_mv AT huanlusong homogeneoussynthesisofcationicchitosanvianewavenue
AT haowu homogeneoussynthesisofcationicchitosanvianewavenue
AT shujingli homogeneoussynthesisofcationicchitosanvianewavenue
AT huafengtian homogeneoussynthesisofcationicchitosanvianewavenue
AT yanruli homogeneoussynthesisofcationicchitosanvianewavenue
AT jianguowang homogeneoussynthesisofcationicchitosanvianewavenue