O-一氯均三嗪-N,N,N-三甲基壳聚糖的合成及其在羊毛织物抗菌中的应用

doi:10.16085/j.issn.1000-6613.2017-1955

化工进展 ›› 2018, Vol. 37 ›› Issue (03): 1098-1104.DOI: 10.16085/j.issn.1000-6613.2017-1955

O-一氯均三嗪-N,N,N-三甲基壳聚糖的合成及其在羊毛织物抗菌中的应用

车秋凌, 辛梅华, 李明春, 陈帅

华侨大学材料科学与工程学院, 环境友好功能材料教育部工程中心, 福建厦门 361021

收稿日期:2017-09-18 修回日期:2017-11-17 出版日期:2018-03-05 发布日期:2018-03-05
通讯作者: 李明春,教授,博士生导师,研究方向为功能高分子及生物医用高分子。
作者简介:车秋凌(1988-),女,博士研究生。E-mail:tomriddle198887@vip.qq.com。
基金资助:
福建省海洋高新产业发展专项（闽海洋高新[2015]22号）及福建省自然科学基金（2016J01234）项目。

Synthesis and application of O-monochlotriazinyl-N,N,N-trimethyl chitosan for antibacterial wool fabric

CHE Qiuling, XIN Meihua, LI Mingchun, CHEN Shuai

Engineering Research Center of Environment-Friendly Functional Materials, Ministry of Education, College of Material Science and Engineering, Huaqiao University, Xiamen 361021, Fujian, China

Received:2017-09-18 Revised:2017-11-17 Online:2018-03-05 Published:2018-03-05

摘要/Abstract

摘要： 采用甲醛甲酸法合成N，N，N-三甲基壳聚糖（TMC），再用三氯均三嗪与TMC反应，合成带有可与纤维反应的水溶性O-一氯均三嗪-N，N，N-三甲基壳聚糖（MCT-TMC）。采用FTIR、XRD、热重和元素分析等对产物进行表征，并测试其抗菌性能。将产物对羊毛织物进行抗菌整理，研究整理时间和浓度等工艺条件对抗菌性能的影响。结果表明，TMC和MCT-TMC具有较好的抗菌性能；将其用于羊毛织物抗菌整理的最佳工艺条件为：整理时间60min，整理浓度分别为3%（owf）和2%（owf）；经TMC整理的织物对E.coli和S.aureus的抑菌率分别为97.8%和99.2%，MCT-TMC整理的织物对E.coli和S.aureus的抑菌率分别为98.6%和99.8%。MCT-TMC整理羊毛织物的耐洗涤性能比TMC有显著提高，洗涤后抑菌率仍达到90%以上。

关键词: 壳聚糖季铵盐, 一氯均三嗪, 羊毛, 抗菌, 合成

Abstract: N,N,N-trimethyl chitosan(TMC) were synthesized by the formaldehyde-formic acid method,which was then reacted with cyanuric chloride to prepare fiber reactive and water soluble O-monochlorotrazinyl-N,N,N-trimethyl chitosan(MCT-TMC). FTIR,XRD,TG and elemental analysis were used to characterize the products,and their antibacterial properties were also tested. Wool fabrics were treated by the products. The antibacterial properties of the fabrics were measured to investigate the impact of the treatment time and concentration. The results confirmed that the synthesized products have good antibacterial activity. The best treatment time for wool fabric of TMC and MCT-TMC is 60min,and the optimum concentration of TMC and MCT-TMC are 3%(owf) and 2%(owf),respectively. Inhibition rates of fabric treated by TMC against E. coli and S. aureus are 97.8% and 99.2%,while those by MCT-TMC are 98.6% and 99.8%,respectively. The washing resistance of wool fabric treated by MCT-TMC is significantly higher than that by TMC,which is still up to 90% after washing.

Key words: chitosan quaternary ammonium salt, cyanuric chloride, wool, antibacterial, synthesis

中图分类号:

车秋凌, 辛梅华, 李明春, 陈帅. O-一氯均三嗪-N,N,N-三甲基壳聚糖的合成及其在羊毛织物抗菌中的应用[J]. 化工进展, 2018, 37(03): 1098-1104.

CHE Qiuling, XIN Meihua, LI Mingchun, CHEN Shuai. Synthesis and application of O-monochlotriazinyl-N,N,N-trimethyl chitosan for antibacterial wool fabric[J]. Chemical Industry and Engineering Progress, 2018, 37(03): 1098-1104.

参考文献

[1] 王洪燕,潘福奎,张守斌. 羊毛纤维结构和细化方法概述[J]. 现代纺织技术,2009(1):55-58. WANG Hongyan,PAN Fukui,ZHANG Shoubin. A summary of the structure and thinning methods of wool fibers[J]. Advanced Textile Technology,2009(1):55-58.
[2] 王译晗,王利平. 壳聚糖对羊毛染色及抗菌防毡缩整理[J]. 染整技术,2014(8):39-42. WANG Yihan,WANG Liping. Application of chitosan in wool dyeing,anti-bacterial and anti-felting finishing[J]. Textile Dying and Finishing Journal,2014(8):39-42.
[3] 李明春,许涛,辛梅华. 壳聚糖及其衍生物的抗菌活性研究进展[J]. 化工进展,2011,30(1):203-209. LI Mingchun,XU Tao,XIN Meihua. Research progress of antibacterial activity of chitosan and its derivatives[J]. Chemical Industry and Engneering Progress,2011,30(1):203-209.
[4] FENG Xiaoyan,ZHENG Kun,WANG Chunpeng,et al. Durable antibacterial cotton fabrics with chitosan based quaternary ammonium salt[J]. Fibers and Polymers,2016,17(3):371-379.
[5] ZHANG Wei,DAI Xinlan,ZHOU Jinjie,et al. Antibacterial bombyx mori silk fabric modified with reactive chitosan quaternary ammonium salt and its laundering durability[J]. Fibers & Polymers,2017,18(2):290-295.
[6] CUEVAS J M,GONZALO B,RODRIGUEZ C,et al. Grafting electrosprayed silica microspheres on cellulosic textile via cyanuric chloride reactive groups[J]. Journal of Experimental Nanoscience,2015,10(11):868-879.
[7] 王鹏,董朝红,吕洲,等. 棉用阻燃剂二氯均三嗪乙醇胺亚磷酸酯的性能[J]. 印染,2015,12(24):6-9. WANG Peng,DONG Chaohong,LV Zhou,et al. Flame retardancy of dichloro triazine ethanolamine phosphate for cotton[J]. Dyeing & Finishing,2015,12(24):6-9.
[8] 王朝,辛梅华,李明春,等. O-己酰化壳聚糖季铵盐的合成及其抗菌活性研究[J]. 功能材料,2013,44(15):2148-2151. WANG Chao,XIN Meihua,LI Mingchuan,et al. Synthesis and antibacterial activity of O-hexanoyl quaternary ammonium chitsan[J]. Functional Materials,2013,44(15):2148-2151.
[9] 胡桂,刘成侠. 病原微生物学与免疫学实验技术[M]. 北京:中国医药科技出版社,2015:83-87. HU Gui,LIU Chengxia. Experimental techniques of pathogenic microbiology and Immunology[M]. Beijing:China Medical Science Press,2015:83-87.
[10] CHAKRABARTY S,KING A,KURT P,et al. Highly effective,water-soluble,hemocompatible 1,3-propylene oxide-based antimicrobials:poly[(3,3-quaternary/PEG)-copolyoxetanes] [J]. Biomacromolecules,2011,12(3):757.
[11] XU Tao,XIN Meihua,LI Mingchun,et al. Synthesis,characterization,and antibacterial activity of N,O-quaternary ammonium chitosan[J]. Carbohydrate Research,2011,346(15):2445-2450.
[12] 周斌. 一氯三嗪-β-环糊精的合成工艺及色谱分离研究[D]. 天津:天津大学,2007. ZHOU Bin. Study on synthesis and chromatographic separation of monochlorotriazinyl-β-cyclodextrins[D]. Tianjin:Tianjin University,2007.
[13] HONG Pengzhi,LI Sidong,OU Chunyan,et al. Thermogravimetric analysis of chitosan[J]. Journal of Applied Polymer Science,2010,105(2):547-551.
[14] SANTOS Z M,CARONI A L P F,PEREIRA M R,et al. Determination of deacetylation degree of chitosan:a comparison between conductometric titration and CHN elemental analysis[J]. Carbohydrate Research,2009,344(18):2591-2595.
[15] XUE Chunli,ZHU Hailin,ZHANG Tingting,et al. Synthesis and properties of novel alkylbetaine zwitterionic gemini surfactants derived from cyanuric chloride[J]. Colloids & Surfaces A:Physicochemical & Engineering Aspects,2011,375(1):141-146.
[16] LANCIOTTI R,BELLETTI N,PATRIGNANI F,et al. Application of hexanal,(E)-2-hexenal,and hexyl acetate to improve the safety of fresh-sliced apples[J]. Journal of Agricultural & Food Chemistry,2003,51(10):2958-2963.
[17] 王成国,胡仁志. 氧化预处理对羊毛品质及低温染色性能的影响[J]. 纺织学报,2000,26(3):41-44. WANG Chengguo,HU Renzhi. Effect of oxidative pretreatment on wool quality and its low temperature dyeing properties[J]. Journal of Textile Research,2000,26(3):41-44.

O-一氯均三嗪-N,N,N-三甲基壳聚糖的合成及其在羊毛织物抗菌中的应用

Synthesis and application of O-monochlotriazinyl-N,N,N-trimethyl chitosan for antibacterial wool fabric

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价

[1]	时永兴, 林刚, 孙晓航, 蒋韦庚, 乔大伟, 颜彬航. 二氧化碳加氢制甲醇过程中铜基催化剂活性位点研究进展[J]. 化工进展, 2023, 42(S1): 287-298.
[2]	杨霞珍, 彭伊凡, 刘化章, 霍超. 熔铁催化剂活性相的调控及其费托反应性能[J]. 化工进展, 2023, 42(S1): 310-318.
[3]	赵巍, 赵德银, 李世瀚, 刘洪达, 孙进, 郭艳秋. 三嗪型天然气管道缓蚀型减阻剂合成与应用[J]. 化工进展, 2023, 42(S1): 391-399.
[4]	王正坤, 黎四芳. 双子表面活性剂癸炔二醇的绿色合成[J]. 化工进展, 2023, 42(S1): 400-410.
[5]	向阳, 黄寻, 魏子栋. 电催化有机合成反应的活性和选择性调控研究进展[J]. 化工进展, 2023, 42(8): 4005-4014.
[6]	陆洋, 周劲松, 周启昕, 王瑭, 刘壮, 李博昊, 周灵涛. CeO₂/TiO₂吸附剂煤气脱汞产物的浸出规律[J]. 化工进展, 2023, 42(7): 3875-3883.
[7]	王帅旗, 王从新, 王学林, 田志坚. 无溶剂快速合成ZSM-12分子筛[J]. 化工进展, 2023, 42(7): 3561-3571.
[8]	余希希, 张金帅, 雷文, 刘承果. 基于动态共价键自修复的光固化高分子材料研究进展[J]. 化工进展, 2023, 42(7): 3589-3599.
[9]	王知彩, 刘伟伟, 周璁, 潘春秀, 闫洪雷, 李占库, 颜井冲, 任世彪, 雷智平, 水恒福. 基于煤基腐殖酸的高效减水剂合成与性能表征[J]. 化工进展, 2023, 42(7): 3634-3642.
[10]	陈森, 殷鹏远, 杨证禄, 莫一鸣, 崔希利, 锁显, 邢华斌. 功能固体材料智能合成研究进展[J]. 化工进展, 2023, 42(7): 3340-3348.
[11]	刘宇龙, 姚俊虎, 舒闯闯, 佘跃惠. 磁性Fe₃O₄纳米颗粒的生物合成及其在提高采收率中的应用[J]. 化工进展, 2023, 42(5): 2464-2474.
[12]	王林, 辛梅华, 李明春, 陈琦, 毛扬帆. 季铵化/磺化壳聚糖的制备及其抗生物被膜活性[J]. 化工进展, 2023, 42(5): 2577-2585.
[13]	郭朋举, 何小波, 银凤翔. 电催化氮还原合成氨MOF基催化剂研究进展[J]. 化工进展, 2023, 42(4): 1797-1810.
[14]	李玲, 马超峰, 卢春山, 于万金, 石能富, 金佳敏, 张建君, 刘武灿, 李小年. 新型含氟替代品1,1,2-三氟乙烯的合成工艺与催化剂研究进展[J]. 化工进展, 2023, 42(4): 1822-1831.
[15]	阮鹏, 杨润农, 林梓荣, 孙永明. 甲烷催化部分氧化制合成气催化剂的研究进展[J]. 化工进展, 2023, 42(4): 1832-1846.