改性壳聚糖磁性纳米材料的研究进展

汤琦龙; 傅晶依; 窦信; 何珊; 赵珺

doi:10.13801/j.cnki.fhclxb.20210830.003

改性壳聚糖磁性纳米材料的研究进展

doi: 10.13801/j.cnki.fhclxb.20210830.003

长春大学　食品科学与工程学院，长春 130022

基金项目: 吉林省发改委研发项目(2020C027-5)

详细信息

通讯作者:
赵珺，博士，教授，硕士生导师，研究方向为食品功能因子开发与利用　E-mail: 706700436@qq.com

中图分类号: TQ316
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出版历程
- 收稿日期: 2021-06-21
- 修回日期: 2021-07-26
- 录用日期: 2021-08-24
- 网络出版日期: 2021-08-31
- 刊出日期: 2021-03-01

Research progress of modified chitosan magnetic nanomaterials

School of Food Science and Engineering, Changchun University, Changchun 130022, China

摘要

摘要: 将壳聚糖改性与磁性材料复合制备得到的改性壳聚糖磁性纳米材料，保留了壳聚糖与金属离子极强螯合能力的特性，并具备较好的再生性，极大扩展了壳聚糖的应用前景。本论文重点介绍了改性壳聚糖磁性纳米材料的制备方法，以及在废水处理、活性物质的固定化、医药医疗等应用领域的最新研究与应用进展，以期对壳聚糖资源的开发利用提供一定的理论支撑。
- 壳聚糖 /
- 磁性材料 /
- 废水处理 /
- 药物载体 /
- 固定化
Abstract: The modified chitosan magnetic nanomaterials, which was prepared by the composite of modified chitosan and magnetic materials, retains the strong chelating ability of chitosan with metal ions, and have good regeneration performance. These two properties greatly expand the application prospect of chitosan. This article focuses on the preparation methods of modified chitosan nanomaterials, and the latest research and application progress in wastewater treatment, immobilization of active substances, medicine and medical treatment, etc, which is to provide some theoretical support for the development and utilization of chitosan resources.
- chitosan /
- magnetic materials /
- wastewater treatment /
- drug carrier /
- immobilization

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表 1 壳聚糖的改性方法分类

Table 1. Classification of modification methods for chitosan

Modification method		Description	Ref.
Degradation modification	Chemical degradation	Degradis performed chemically, which includes acid hydrolysis and oxidation	[13-15]
	Physical degradation	For physical degradation, including various radiation treatment techniques such as electron beam, gamma rays, ultraviolet, X-rays; also for physical cavitation effects, such as ultrasound, hydrodynamics, resonance, etc	[16-18]
	Enzyme degradation	Efficient degradation under milder conditions, using specific enzymes or non-specific enzymes	[19-20]
Crosslinking modification	Glutaraldehyde	Using glutaraldehyde as a crosslinker, chitosan itself was crosslinked, or cross-linked with a modified-cyclodextrin	[21-22]
	Genipin	Amantine was cross-linked to chitosan using Kinepin as a cross-linking agent	[23]
	Epichlorohydrin	Epichlorohydrin was used as a crosslinking agent， cross-linked graphene oxide to modify chitosan	[24]
Graft copolymerization modification	Free radical initiated grafting	Arching copolymerization occurs under cerium ion (Ce⁴⁺), persulfate and radiation	[27-29]
	Coupling grafting	Including the basic diimidazole method, the Schiff base method and some other conjugate grafting method	[30-33]
	Catalytic grafting	Grafting reaction was performed using some catalyst for the initiator	[34]
Composite modification	Composite	Often compound with some clay, silicate, all kinds of metal oxides, etc	[35-36]

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参考文献(58)

[1]	ZHANG Z, CUI H. Biodegradability and biocompatibility study of poly (chitosang-lactic acid) scaffolds[J]. Molecules,2012,17(3):3243-3258. doi: 10.3390/molecules17033243
[2]	范颖华, 张炜, 都启晶, 等. 铅离子印迹乳糖化壳聚糖的制备及其铅吸附作用[J]. 中国食品学报, 2016, 6(3):23-29. FAN Yinghua, ZHANG Wei, DU Qijing, et al. Preparation of lead ion imprinted lactose chitosan and its lead adsorption [J]. Journal of Chinese Institute of Food Science and Technology,2016,6(3):23-29(in Chinese).
[3]	龚佩. 天然高分子甲壳素/壳聚糖的溶解性能研究[D]. 武汉: 中国科学院大学(中国科学院武汉物理与数学研究所), 2017. GONG Pei. Study on the solubility of chitin/chitosan[D]. Wuhan: University of Chinese Academy of Sciences(Wuhan Institute of Physics and Mathematics, Chinese Academy of Sciences) , 2017(in Chinese).
[4]	刘婉霞. 壳聚糖基复合材料的制备及其吸附钴离子的研究[D]. 北京: 北京建筑大学, 2020. LIU Wanxia. Preparation of chitosan based composite materials and their application in adsorption of cobalt ion[D]. Beijing: Beijing University of Civil Engineering and Architecture, 2020(in Chinese).
[5]	REZA T, NEGAR S. Comparison of magnetic Fe₃O₄/chitosan and arginine-modified magnetic Fe₃O₄/chitosan nanoparticles in simultaneous multidye removal: Experimental design and multicomponent analysis[J]. International Journal of Biological Macromolecules,2018,120:2313-2323. doi: 10.1016/j.ijbiomac.2018.08.168
[6]	ATTARAD A, HIRA Z, MUHAMMAD Z, et al. Synthesis, characterization, applications, and challenges of iron oxide nanoparticles[J]. Nanotechnology, Science and Applications,2016,9:49-67. doi: 10.2147/NSA.S99986
[7]	DENIZ A S, YAKAR A, UFUK G. Magnetic Fe₃O₄-chitosan micro- and nanoparticles for wastewater treatment[J]. Particulate Science & Technology,2019,37(6):732-740. doi: 10.1080/02726351.2018.1438544
[8]	YANG C, GUO W, CUI L, et al. pH-Responsive magnetic core-shell nanocomposites for drug delivery[J]. Langmuir,2014,30(32):9819-9827. doi: 10.1021/la501833u
[9]	AN M, CUI J, WANG L. Magnetic recyclable nanocompo-site catalysts with good dispersibility and high catalytic activity[J]. Journal of Physical Chemistry C,2014,118(6):3062-3068. doi: 10.1021/jp4092305
[10]	BHARATHI D, RANJITHKUMAR R, VASANTHARAJ S, et al. Synthesis and characterization of chitosan/iron oxide nanocomposite for biomedical applications[J]. International Journal of Biological Macromolecules,2019,132:880-887. doi: 10.1016/j.ijbiomac.2019.03.233
[11]	SARAVANAN A, RAMASAMY R P. Investigation of polymer dynamics in chitosan-maghemite nanocomposites: A potential green superparamagnetic material[J]. Journal of Polymer Research, 2016, 23(5): 104.
[12]	SUN J Z, SUN Y C, SUN L. Synthesis of surface modified Fe₃O₄ super paramagnetic nanoparticles for ultra sound examination and magnetic resonance imaging for cancer treatment[J]. Journal of Photochemistry and Photobiology B: Biology,2019,197:111547. doi: 10.1016/j.jphotobiol.2019.111547
[13]	施舒雯. 新型改性涤纶纤维仿棉亲水整理工艺研究[D]. 上海: 上海工程技术大学, 2014. SHI Shuwen. Research on cotton-like hydrophilic finishing process of new modified polyester fiber[D]. Shanghai: Shanghai University of Engineering Science, 2014(in Chinese).
[14]	陈力, 祝向荣, 李国超, 等. 质子化壳聚糖/磁性复合材料对含磷污水中磷的吸附特性[J]. 上海第二工业大学学报, 2018, 35(1):16-22. CHEN Li, ZHU Xiangrong, LI Guochao, et al. Phosphorus adsorption characteristics of protonated chitosan/magnetic composites in phosphorus-conta[J]. Journal of Shanghai Second Polytechnic University,2018,35(1):16-22(in Chinese).
[15]	DU J, CHO Y H, MURPHY R, et al. Impact of chitosan molecular weight and attached non-interactive chains on the formation of α-lactalbumin nanogel particles[J]. Gels,2017,3(2):14. doi: 10.3390/gels3020014
[16]	MADIAN N G, El-HOSSAINY M, KHALIL W A. Improvement of the physical properties of chitosan by γ-ray degra-dation for wound healing[J]. Results in Physics,2018,11:951-955. doi: 10.1016/j.rinp.2018.10.051
[17]	ZHANG G, LI X, XU X, et al. Antimicrobial activities of irradiation-degraded chitosan fragments[J]. Food Bioscience,2019,29:94-101. doi: 10.1016/j.fbio.2019.03.011
[18]	YAN J, XU J, AI S, et al. Degradation of chitosan with self-resonating cavitation[J]. Arabian Journal of Chemistry,2020,13(6):5776-5787. doi: 10.1016/j.arabjc.2020.04.015
[19]	YU S, CHEN P, LIU X, et al. Degradation of chitosan by modified cellulase in the ionic liquid system[J]. Catalysis Letters,2015,145(10):1845-1850. doi: 10.1007/s10562-015-1596-2
[20]	GUAN F F, YAN Y S, YAN K, et al. Highly efficient production of chitooligosaccharides by enzymes mined directly from the marine metagenome[J]. Carbohydrate Polymers, 2020, 234: 115909.
[21]	殷瑶, 王应红, 丁琦, 等. 戊二醛改性壳聚糖复合物的制备与抗菌活性[J]. 西部皮革, 2020, 42(9):42-43, 54. doi: CNKI:SUN:XBPG.0.2020-09-022 YIN Yao, WANG Yinghong, DING Qi, et al. Preparation of chitosan complex modified by glutaraldehyde and its antibacterial activity[J]. Western Leather,2020,42(9):42-43, 54(in Chinese). doi: CNKI:SUN:XBPG.0.2020-09-022
[22]	LIU J, WANG S, FU J, et al. Zn²⁺ Adsorption from waste-water using a chitosan/β'-yclodextrin-based composite membrane[J]. Journal of Food Biochemistry,2020,44:13483. doi: 10.1111/jfbc.13483
[23]	杨力全. 金刚烷和环糊精改性壳聚糖水凝胶的制备与性能[D]. 大连: 大连理工大学, 2019. YANG Liquan. Preparation and property of adamantane- and cyclodextrin-modified chitosan hydrogels[D]. Liao-ning: Dalian University of Technology, 2019(in Chinese).
[24]	常会, 范文娟, 曾成华, 等. 磁性壳聚糖/氧化石墨烯吸附材料的制备及其对Pb(Ⅱ)的吸附[J]. 冶金分析, 2018, 38(11):38-46. CHANG Hui, FAN Wenjuan, ZENG Chenghua, et al. Preparation of magnetic chitosan/graphene oxide composites and its adsorption performance to Pb (Ⅱ)[J]. Polymer Bulletin,2018,38(11):38-46(in Chinese).
[25]	戴鹏, 郑金路, 刘炳荣, 等. 甲壳素与壳聚糖的化学改性及应用[J]. 高分子通报, 2020(7):1-17. DAI Peng, ZENG Jinlu, LIU Bingrong, et al. Chemical modification and application of chitin and chitosan[J]. Polymer Bulletin,2020(7):1-17(in Chinese).
[26]	宗传晖, 徐国园, 孙熠昂, 等. 壳聚糖接枝共聚改性最新研究进展[J]. 高分子通报, 2017(5):19-28. ZONG Chuanhui, XU Guoyuan, SUN Yi’ang, et al. Recent progress in research of chitosan graft copolymerization modification[J]. Polymer Bulletin,2017(5):19-28(in Chinese).
[27]	ABUDONIA K S, SAAD G R, NAGUIB H F, et al. Surface modification of polypropylene film by grafting with vinyl monomers for the attachment of chitosan[J]. Journal of Polymer Research,2018,25(5):125. doi: 10.1007/s10965-018-1517-3
[28]	SUTIRMAN Z A, SANAI M M, NAIM A A, et al. Ammonium persulfate-initiated graft copolymerization of methacrylamide onto chitosan: Synthesis, characterization and optimization[J]. Sains Malaysiana,2017,46(12):2433-2440. doi: 10.17576/jsm-2017-4612-19
[29]	SWANTOMO D, FATURRAHMAN I R, BASUKI K T, et al. Chitosan-polyacrylamide graft copolymers prepared with gamma irradiation for gold cyanide adsorption[J]. Polymer-Plastics Technology and Materials,2020,59(12):1284-1291. doi: 10.1080/25740881.2020.1738469
[30]	LIU T, GOU S, ZHOU L, et al. High- viscoelastic graft modified chitosan hydrophobic association polymer for enhanced oil recovery[J]. Journal of Applied Polymer Science,2021,138(11):50004. doi: 10.1002/app.50004
[31]	MARDANI H R, RAVARI F, KALAKI A, et al. New Schiff-bases modified chitosan: Synthesis, characterization, computational, thermal study and comparison on adsorption of copper (II) and nickel (II) metal ions in aqueous[J]. Journal of Polymers and the Environment,2020,28(9):2523-2538. doi: 10.1007/s10924-020-01788-7
[32]	JAISWAL S, DUTTA P K, KUMAR S, et al. Methyl methacrylate modified chitosan: Synthesis, characterization and application in drug and gene delivery[J]. Carbohydrate Polymers,2019,211:109-117. doi: 10.1016/j.carbpol.2019.01.104
[33]	CAO W, YAN J, LIU C, et al. Preparation and characterization of catechol-grafted chitosan/gelatin/ modified chitosan-AgNP blend films[J]. Carbohydrate Polymers,2020,247:116643. doi: 10.1016/j.carbpol.2020.116643
[34]	PELEGRINO M T, PIERETTI J C, NAKAZATO G, et al. Chitosan chemically modified to deliver nitric oxide with high antibacterial activity[J]. Nitric Oxide,2021,106:24-34. doi: 10.1016/j.niox.2020.10.003
[35]	金凯, 张子函, 郭昱杉, 等. 磁性壳聚糖/硅藻土复合材料的制备及其对亚甲基蓝的吸附研究[J]. 辽宁化工, 2019, 48(8):763-765. doi: 10.3969/j.issn.1004-0935.2019.08.015 JIN Kai, ZHANG Zihan, GUO Yushan, et al. Preparation of magnetic chitosan/diatomite composite and its adsorption capacity for methylene blue[J]. Liaoning Chemical Industry,2019,48(8):763-765(in Chinese). doi: 10.3969/j.issn.1004-0935.2019.08.015
[36]	方超. 壳聚糖/蒙脱土及壳聚糖/四氧化三铁复合微球的制备及载药性能研究[D]. 广东: 华南理工大学, 2015. FANG Chao. The preparation and drug loading research of chitosan/montmorillonite and chitosan/iron oxide composite microspheres[D]. Guangdong: South China University of Technology, 2015(in Chinese).
[37]	LÓPEZ R, PINEDA M, HURTADO G, et al. Chitosan-coated magnetic nanoparticles prepared in one step by reverse microemulsion precipitation[J]. International Journal of Molecularences,2013,14(10):19636-19650. doi: 10.3390/ijms141019636
[38]	WULANDARI I O, MARDILA V T, SANTJOJO D, et al. Preparation and characterization of chitosan-coated Fe₃O₄ nanoparticles using ex-situ Co-precipitation method and tripolyphosphate/sulphate as dual crosslinkers[J]. Iop Conference,2018,299:012064. doi: 10.1088/1757-899X/299/1/012064
[39]	李林波, 马键. 氧化石墨烯/改性磁性壳聚糖复合材料对Cu²⁺的吸附研究[J]. 化工新型材料, 2019, 47(8):261-264. LI linbo, MA Jian. Study on adsorption of Cu²⁺ by GO/modified magnetic chitosan composite[J]. New Chemical Materials,2019,47(8):261-264(in Chinese).
[40]	王阳. 新型磁性纳米吸附材料的制备及其对重金属汞离子选择性吸附的研究[D]. 兰州: 兰州大学, 2014. WANG Yang. Preparation of novel magnetic nano-adsorbents and its highly selective adsorption properties for Hg(Ⅱ) in aqueous phase[D]. Lanzhou: Lanzhou University, 2014(in Chinese).
[41]	SUO H, GAO Z, XU L, et al. Synthesis of functional ionic liquid modified magnetic chitosan nanoparticles for porcine pancreatic lipase immobilization[J]. Materials Science & Engineering,2019,96:356-364. doi: 10.1016/j.msec.2018.11.041
[42]	高琦, 黄海龙, 韩卢, 等. PEI改性磁性壳聚糖微球的制备及其对布洛芬的吸附性能[J]. 功能高分子学报, 2020, 33(2):165-171. GAO Qi, HUANG Hailong, HAN Lu, et al. Preparation of PEI modified magnetic chitosan microspheres and their adsorption property for ibuprofen[J]. Journal of Functional Polymers,2020,33(2):165-171(in Chinese).
[43]	郑晓慧. 交联淀粉/TiO₂复合材料的制备及协同处理染料废水[D]. 大连: 大连理工大学, 2016. ZENG Xiaohui. Preparation of crosslinked starch/TiO₂composite and synergic effect on dye wastewater treatment[D]. Dalian: Dalian University of Technology, 2016(in Chinese).
[44]	路星锋. 改性壳聚糖在水体重金属去除中的应用[D]. 成都: 成都理工大学, 2019. LU Xingfeng. Application of modified chitosan in removal of heavy metals from water[D]. Chengdu: Chengdu University of Technology, 2019(in Chinese).
[45]	戴靖文. 改性壳聚糖基磁性纳米材料吸附除铅性能及机理研究[D]. 北京: 中国地质大学, 2019. DAI Jingwen. Performance and mechanism of lead adsorption from water by modified chitosan-based magnetic nano-materials[D]. Beijing: China University of Geosciences, 2019(in Chinese).
[46]	CHEN Y, ZHANG Z, CHEN D, et al. Removal of coke powders in coking diesel distillate using recyclable chitosan-grafted Fe₃O₄ magnetic nanoparticles[J]. Fuel,2019,238:345-353. doi: 10.1016/j.fuel.2018.10.125
[47]	刘雪梅, 马闯, 吴凡, 等. 壳聚糖/磁性甘蔗渣生物炭复合材料对Cr(Ⅵ)的吸附特性[J]. 湿法冶金, 2019, 38(3):208-214. LIU Xuemei, MA Chuang, WU Fan, et al. Adsorption of Cr (Ⅵ) on chitosan/magnetic bagasse biochar composite material[J]. Hydrometallurgy of China,2019,38(3):208-214(in Chinese).
[48]	NEHRA P, CHAUHAN R P, GARG N, et al. Antibacterial and antifungal activity of chitosan coated iron oxide nanoparticles[J]. British Journal of Biomedical Science,2017,75(4):1-6. doi: 10.1080/09674845.2017.1347362
[49]	陈练练. 磁性羟基磷灰石/壳聚糖纳米材料的制备及其吸附蛋白质性能的研究[D]. 武汉: 武汉科技大学, 2019. CHEN Lianlian. Preparation of magnetic hydroxyapatite/chitosan nanomaterials and study of their properties on protein adsorption [D]. Wuhan: Wuhan University of Science and Technology, 2019(in Chinese).
[50]	LI A, ZUO L. Construction of anti-EpCAM drug-loaded immunomagnetic balls and its application in diagnosis of breast cancer[J]. Nano LIFE,2019,9:1940006. doi: 10.1142/S1793984419400063
[51]	FATHI M, BARAR J, ERFAN-NIYA H, et al. Methotrexate-conjugated chitosan-grafted pH- and thermo-responsive magnetic nanoparticles for targeted therapy of ovarian cancer[J]. International Journal of Biological Macromolecules,2020,154:1175-1184. doi: 10.1016/j.ijbiomac.2019.10.272
[52]	李海浪, 杨传俊, 张建雄, 等. 药物载体材料壳聚糖衍生物壳层磁性纳米粒子的制备与表征[J]. 海峡药学, 2019, 31(6):7-11. doi: 10.3969/j.issn.1006-3765.2019.06.003 LI Hailang, YANG Chuanjun, ZHANG Jianxiong, et al. Preparation and characterization of magnetic nanoparticles with chitosan derivatives as drug carrier materials[J]. Strait Pharmaceutical Journal,2019,31(6):7-11(in Chinese). doi: 10.3969/j.issn.1006-3765.2019.06.003
[53]	RODRIGUES R C, ORTIZ C, BERENGUER M, et al. Modifying enzyme activity and selectivity by immobilization[J]. Chemical Society Reviews,2013,42(15):6290-6307. doi: 10.1039/C2CS35231A
[54]	DICOSIMO R, MCAULIFFE J, POULOSE A J, et al. Industrial use of immobilized enzymes[J]. Chemical Society Reviews,2013,42(15):6437-6474. doi: 10.1039/c3cs35506c
[55]	ATES B, ULU A, KOYTEPE, et al. Magnetic-propelled Fe₃O₄-chitosan carriers enhance L-asparaginase catalytic activity: A promising strategy for enzyme immobilization[J]. RSC Advances,2018,8(63):36063-36075. doi: 10.1039/C8RA06346J
[56]	QIU X, WANG S, MIAO S, et al. Co-immobilization of laccase and ABTS onto amino-functionalized ionic liquid-modified magnetic chitosan nanoparticles for pollutants removal[J]. Journal of Hazardous Materials,2020,401:123353. doi: 10.1016/j.jhazmat.2020.123353
[57]	VEISI H, NAJAFI S, HEMMATI S. Pd(II)/Pd(0) anchored to magnetic nanoparticles (Fe₃O₄) modified with biguanidine-chitosan polymer as a novel nanocatalyst for Suzuki-Miyaura coupling reactions[J]. International Journal of Biological Macromolecules,2018,113:186-194. doi: 10.1016/j.ijbiomac.2018.02.120
[58]	MA D, HAN T, KARIMIAN M, et al. Immobilized AgNPs on chitosan-biguanidine coated magnetic nanoparticles for synthesis of propargylamines and treatment of human lung cancer[J]. International Journal of Biological Macromolecules, 2020, 165: 767-775.