Preparation technology of carboxymethyl chitosan and quaternary chitosan

LIU Xuejiao, JING Yi

JOURNAL OF NANJING FORESTRY UNIVERSITY ›› 2017, Vol. 41 ›› Issue (03) : 151-156.

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南京林业大学学报（自然科学版）
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JOURNAL OF NANJING FORESTRY UNIVERSITY ›› 2017, Vol. 41 ›› Issue (03) : 151-156. DOI: 10.3969/j.issn.1000-2006.201606008

Preparation technology of carboxymethyl chitosan and quaternary chitosan

  • LIU Xuejiao, JING Yi*
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Abstract

【Objective】Carboxymethylation or quaternization of chitosan(CTS)improved its solubility in water. 【Method】We investigated the effect of modifying chitosan by carboxymethylation or quaternization using chloroacetic acid(ClCH2COOH)or 3-chloro-2-hydroxypropyltrimethylammonium chloride(CTA)as grafting agents. CTS intercalation by montmorillonite was used to evaluate the effect of the above modification. 【Result】Optimal modification conditions determined by X-ray diffraction, transmission electron microscopy, Fourier transform infrared spectroscopy and 1H-nuclear magnetic resonance analyses were as follows: reaction time = 6.0 h, reaction temperature = 60 ℃, m(ClCH2COOH):m(CTS)= 3.0:1.0, m(NaOH):m(CTS)= 4.5:1.0. The following optimum conditions for CTA-CTS synthesis were determined: reaction time = 10 h, reaction temperature = 75 ℃, m(CTA):m(CTS)= 4.5:1.0, m(NaOH):m(CTS)= 0.8:1.0. 【Conclusion】Introduction of new functional groups by carboxymethylation or quaternization of chitosan can not only improve its solubility in water, but also afford chitosan/montmorillonite nanocomposites, greatly expanding the application scope of chitosan.

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LIU Xuejiao, JING Yi. Preparation technology of carboxymethyl chitosan and quaternary chitosan[J]. JOURNAL OF NANJING FORESTRY UNIVERSITY. 2017, 41(03): 151-156 https://doi.org/10.3969/j.issn.1000-2006.201606008

References

[1] 车小琼, 孙庆申, 赵凯. 甲壳素和壳聚糖作为天然生物高分子材料的研究进展[J]. 高分子通报, 2008(2): 45-49. DOI: 10.14028/j.cnki.1003-3726.2008.02.006. CHE X Q, SUN Q S, ZHAO K. Progress inthe research on chitin and chitosan as natural biopolymer [J]. Chinese Polymer Bulletin, 2008(2): 45-49.
[2] 李立华, 李红, 罗丙红, 等. 壳聚糖及其衍生物在组织工程中的应用[J]. 功能高分子学报, 2005, 18(2): 347-352. DOI: 10.14133/j.cnki.1008-9357.2005.02.034. LI L H, LI H, LUO B H, et al. Applications of chitosan and its derivatives in tissue engineering[J]. Journal of Functional Polymers, 2005, 18(2): 347-352.
[3] REIS A B, YOSHIDA C M, REIS A P C, et al. Application of chitosan emulsion as a coating on Kraft paper[J]. Polymer International, 2011, 60(6): 963-969. DOI: 10.1002/pi.3023.
[4] 万荣欣, 顾汉卿. 水溶性壳聚糖的研究进展[J]. 透析与人工器官, 2005, 16(1): 26-32. WAN R X, GU H Q. Research progress of water soluble chitosan[J]. Chinese Journal of Dialysis and Artificial Organ, 2005, 16(1): 26-32.
[5] MOURYA V K, INAMDAR N N. Chitosan-modifications andapplications: Opportunities galore[J]. Reactive and Functional Polymers, 2008, 68(6): 1013-1051.DOI: 10.1016/j.reactfunctpolym.2008.03.002.
[6] 钟婧, 洪艳, 陈勇. 壳聚糖季铵盐的最新研究进展[J]. 中国组织工程研究与临床康复, 2008, 12(6): 1115-1118.DOI:10.3321/j.issn:1673-8225.2008.06.043. ZHONG J, HONG Y, CHEN Y. Latest development of quaternary chitosan research[J]. Journal of Clinical Rehabilitative Tissue Engineering Research, 2008, 12(6): 1115-1118.
[7] 袁文, 尹学琼, 贺永宁, 等. 壳聚糖羧基化的研究进展[J]. 化学试剂, 2007, 29(5): 277-280.DOI: 10.3969/j.issn.0258-3283.2007.05.007. YUAN W, YIN X Q, HE Y N, et al. Progress in the research of carboxyl-chitosan[J]. Chemical Reagents, 2007,29(5): 277-280.
[8] 漆宗能, 尚文宇. 聚合物/层状硅酸盐纳米复合材料理论与实践[M]. 北京: 化学工业出版社, 2002.
[9] 刘新海, 刘智, 赵莹, 等. 有机蒙脱土改性聚氨酯纺丝研究[J]. 高分子学报, 2006(4): 645-648.DOI:10.3321/j.issn:1000-3304.2006.04.019. LIU X H, LIU Z, ZHAO Y, et al. Preparation oforganic montmorillonite modified polyurethane[J]. Acta Polymerica Sinica, 2006(4): 645-648.
[10] WANG L, WANG A. Adsorption characteristics of Congo Redonto the chitosan /montmorillonite nanocomposite[J]. J Hazard Mater, 2007, 147(3): 979-985.DOI: 10.1016/j.jhazmat.2007.01.145.
[11] 徐云龙, 肖宏, 钱秀珍. 壳聚糖/蒙脱土纳米复合材料的结构与性能研究[J]. 功能高分子学报, 2005, 18(3): 383-386.DOI: 10.3969/j.issn.1008-9357.2005.03.005. XU Y L, XIAO H, QIAN X Z. Structure andproperties of chitosan / montmorillonite hybrid nanocomposite[J]. Journal of Functional Polymers, 2005, 18(3): 383-386.
[12] 石光, 陈锦龙, 胡小艳, 等. 不同分子量壳聚糖对蒙脱土插层复合物的影响[J]. 应用化学, 2009, 26(3): 263-267.DOI:10.3969/j.issn.1000-0518.2009.03.004. SHI G, CHEN J L, HU X Y, et al.Intercalation of different molar mass chitosan in montmorillonite[J]. Chinese Journal of Applied Chemistry, 2009, 26(3): 263-267.
[13] 陆丰艳. 羧甲基壳聚糖及其磁性复合微球的制备与表征[D]. 济南:齐鲁工业大学, 2014. LU F Y. Preparation and characterization of carboxymethyl chitosan and its magnetic composite microspheres[D]. Jinan: Qilu University of Technology, 2014.
[14] WANG S F, SHEN L, TONG Y J, et al. Biopolymerchitosan/montmorillonite nanocomposites: Preparation and characterization[J]. Polymer Degradation and Stability, 2005, 90(1):123-131.DOI:10.1016/j.polymdegradstab.2005.03.001.
[15] 程发, 李厚萍, 魏玉萍, 等. 交联羧甲基壳聚糖制备及对Cu(II)的螯合性能[J]. 天津大学学报(自然科学与工程技术版), 2002, 35(3): 362-366.DOI: 10.3969/j.issn.0493-2137.2002.03.021. CHENG F, LI H P, WEI Y P, et al. Synthesis ofcrosslinked n,o-(carboxymethyl)chitosan and chelating behaviors with Cu(II)[J]. Journal of Tianjin University(Science and Technology), 2002, 35(3): 362-366.
[16] 杨智宽, 单崇新, 苏帕拉. 羧甲基壳聚糖对水中Cd2+的絮凝处理研究[J]. 环境科学与技术, 2000,23(1): 10-12.DOI: 10.3969/j.issn.1003-6504.2000.01.003. YANG Z K, SHAN C X, SU P L. The study onflocculationof Cd2+ by carboxy-methyl Chitosan[J]. Environmental Science & Technology, 2000, 23(1): 10-12.
[17] QU R, SUN Y, WANG C, et al. Synthesis and propertiesof carboxymethyl chitosan/urea-formaldehyde snake-cage resins[J]. Journal of Applied Polymer Science, 2002, 84(2): 310-317. DOI: 10.1002/app.10331
[18] XIE W, XU P, WANG W, et al. Preparation of water-soluble chitosan derivatives and their antibacterial activity[J]. Journal of Applied Polymer Science, 2002, 85(7): 1357-1361. DOI: 10.1002/app.10424
[19] 蔡照胜. 壳聚糖的双重改性及产物表征和应用性能研究[D]. 南京:南京工业大学, 2004. CAI Z S. Study on the double modification of chitosan andits characterization and application[D]. Nanjing: Nanjing University of Technology, 2004.
[20] RHIM J W, NG P K. Natural biopolymer-based nanocomposite films for packaging applications[J]. Crit Rev FoodSci Nutr, 2007, 47(4): 411-433. DOI:10.1080/10408390600846366.
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