高等学校化学学报2024,Vol.45Issue(3) :1-13.DOI:10.7503/cjcu20230375

O-季铵盐氧化壳聚糖的合成及对棉织物的抗菌整理

Synthesis of O-quaternary Ammonium Salt-oxidized Chitosan and Its Antibacterial Finishing for Cotton Fabric

周晓龙 汪瑞琪 陈国丽 郭文明 陈飞 周炎 孙立德 汤大保 许云辉
高等学校化学学报2024,Vol.45Issue(3) :1-13.DOI:10.7503/cjcu20230375

O-季铵盐氧化壳聚糖的合成及对棉织物的抗菌整理

Synthesis of O-quaternary Ammonium Salt-oxidized Chitosan and Its Antibacterial Finishing for Cotton Fabric

周晓龙 1汪瑞琪 1陈国丽 1郭文明 1陈飞 1周炎 2孙立德 2汤大保 2许云辉1
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作者信息

  • 1. 安徽农业大学材料与化学学院,合肥 230036
  • 2. 安徽京九丝绸股份有限公司,阜阳 236000
  • 折叠

摘要

通过香草醛与壳聚糖C2位氨基形成席夫碱以保护氨基,然后在C6位羟基上接枝2,3-环氧丙基三甲基氯化铵(GTA)季铵盐,利用稀HCl乙醇溶液脱除席夫碱后合成出O-季铵盐壳聚糖(O-HACC),再用KIO4将O-HACC中C2和C3位的部分基团选择性地氧化为醛基,制备出能与纤维反应结合且具有双重抗菌活性的O-季铵盐氧化壳聚糖(O-HAOCC),随后接枝棉织物得到O-HAOCC改性棉织物.傅里叶变换红外光谱(FTIR)、X射线衍射(XRD)、氢核磁共振波谱(1H NMR)、扫描电子显微镜(SEM)和差示扫描量热分析(DSC)等结果表明,O-HAOCC分子中保留了氨基,同时引入了季铵盐结构和活性醛基,结晶形态被破坏,热稳定性降低.测试结果表明,氧化3h的O-HAOCC的水溶性高达237 g/L,2,2'-联氮双(3-乙基苯并咪唑-6-磺酸)二铵盐(ABTS)自由基清除率在40 min后达到65.58%.当O-HAOCC质量分数为2%,反应时间为2 h,接枝温度为80℃时,改性棉织物的接枝率为9.84%.O-HAOCC改性棉织物对金黄色葡萄球菌和大肠杆菌的抗菌率分别为98.63%和93.38%,水洗50次后的抗菌率仍在90.75%以上,可应用于抗菌纺织服装、家纺面料和医疗卫生品等领域.

Abstract

By utilizing vanillin to form Schiff bases with the C2 amino group of chitosan in order to protect the amino group,and then grafting 2,3-epoxypropyl trimethylammonium chloride(GTA)quaternary ammonium salt on C6 site in chitosan,O-quaternary ammonium chitosan(O-HACC)was synthesized after removing Schiff-base from the solution of dilute HCl and ethanol.Subsequently partial groups at C2 and C3 positions in O-HACC were selectively oxidized into dialdehyde groups with KIO4,so the O-quaternary ammonium salt-oxidized chitosan(O-HAOCC)was finally obtained,which possessed the fiber-reactive and dual antibacterial activities,and then grafted with cotton fabric to obtain O-HAOCC modified cotton fabric.The characterizations of Fourier-transform infrared spectroscopy(FTIR),X-ray diffraction(XRD),proton nuclear magnetic resonance spectroscopy(1H NMR),scanning electron microscopy(SEM)and differential scanning calorimetry(DSC)displayed that,major amino groups were retained while introducing the structure of quaternary ammonium salt and active dialdehyde groups in O-HAOCC molecules,and the crystal morphology was destroyed,as well as thermal stability reduced.Furthermore,the test results showed that the water solubility of O-HAOCC oxidized for 3 h achieved 23.7 g/100 mL,and the 2,2'-azinobis(3-ethylbenzo-thiazoline-6-sulfonic acid)diamine salt(ABTS)radical scavenging rate after 40 min was 65.58%.The graft ratio of O-HAOCC modified cotton fabric arrived at 9.84%when the mass fraction of O-HAOCC was 2%,the reaction time was 2 h and the graft temperature was 80℃.The antibacterial rate of modified cotton fabrics against Staphylococcus aureus and Escherichia coli was 98.63%and 93.38%,respectively,furthermore the antibacterial rate maintained above 90.75%after 50 times of washing,manifesting extensive application in antibacterial textile and garment,home textile and medical and sanitary products,etc.

关键词

季铵盐壳聚糖/香草醛/选择性氧化/结构性能/抗菌织物

Key words

Quaternary ammonium salt chitosan/Vanillin/Selective oxidation/Structure and property/Antibacte-rial fabric

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基金项目

国家科技部重点专项项目(国科发资2020151号)

安徽省科技重大专项计划项目(202103a06020005)

绍兴"名士之乡"英才计划项目(绍市委人领20211号)

苏州市吴江区科技领军人才项目(吴科2018131号)

出版年

2024
高等学校化学学报
中华人民共和国教育部委托 吉林大学和南开大学

高等学校化学学报

CSTPCDCSCD北大核心
影响因子:1.067
ISSN:0251-0790
参考文献量27
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