首页|O-季铵盐氧化壳聚糖的合成及对棉织物的抗菌整理

O-季铵盐氧化壳聚糖的合成及对棉织物的抗菌整理

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

Quaternary ammonium salt chitosanVanillinSelective oxidationStructure and propertyAntibacte-rial 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

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安徽农业大学材料与化学学院,合肥 230036

安徽京九丝绸股份有限公司,阜阳 236000

季铵盐壳聚糖 香草醛 选择性氧化 结构性能 抗菌织物

国家科技部重点专项项目安徽省科技重大专项计划项目绍兴"名士之乡"英才计划项目苏州市吴江区科技领军人才项目

国科发资2020151号202103a06020005绍市委人领20211号吴科2018131号

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

CSTPCD北大核心
影响因子:1.067
ISSN:0251-0790
年,卷(期):2024.45(3)
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