壳聚糖交联改性及其衍生物的研究进展
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摘要
壳聚糖具有抗菌、止血、生物降解、生物相容性等特点,还能够促进伤口愈合。但壳聚糖力学性能较差,且仅能溶于有机酸或无机酸溶液。针对单纯壳聚糖力学性能不足的缺点和不易溶解于水的特点,本文综述了壳聚糖的化学交联改性和物理交联改性增强其性能的研究进展,并对壳聚糖衍生物改善溶解性的研究进展进行论述,旨在为壳聚糖的进一步研究提供参考,更好的增强壳聚糖的各项性能,拓展其在医疗保健、卫生、污水处理等方面的用途。
Chitosan has been widely studied based on the characteristics of antimicrobico,hemostasis,biodegradation and biocompatibility.And chitosan could promote wound healing.However,the mechanical properties of chitosan are weak and it can only be dissolved in organic and inorganic acids.According to the defect of mechanical properties and hydrophobicity,this paper reviews the research progress of chitosan with chemical and physical cross-linking agents for increasing the mechanical properties.Furthermore,we also report the research progress of modification of chitosan for improving solubility in water.In order to enlarge the use of chitosan in medical care,sanitation and sewage treatment,the goal of this paper is to provide some basis for following study and to improve performance of chitosan better.
Chitosan has been widely studied based on the characteristics of antimicrobico,hemostasis,biodegradation and biocompatibility.And chitosan could promote wound healing.However,the mechanical properties of chitosan are weak and it can only be dissolved in organic and inorganic acids.According to the defect of mechanical properties and hydrophobicity,this paper reviews the research progress of chitosan with chemical and physical cross-linking agents for increasing the mechanical properties.Furthermore,we also report the research progress of modification of chitosan for improving solubility in water.In order to enlarge the use of chitosan in medical care,sanitation and sewage treatment,the goal of this paper is to provide some basis for following study and to improve performance of chitosan better.
引文
[1]Rinaudo M.Materials based on chitin and chitosan [J].BioBased Plastics:Materials and Applications,2014:63-80.
[2]刘莉,高亚男,纪宏宇,等.壳聚糖类水凝胶在组织工程中的应用[J].医药导报,2016,35(9):982-986.
[3]Chan L W,Kim C H,Wang X,et al.PolySTAT-modified chitosan gauzes for improved hemostasis in external hemorrhage[J].Acta Biomaterialia,2016,31:178-185.
[4]Kang P L,Chang S J,Manousakas I,et al.Development and assessment of hemostasis chitosan dressings [J].Carbohydrate Polymers,2011,85(3):565-570.
[5]Dowling M B,Kumar R,Keibler MA,et al.A self-assembling hydrophobically modified chitosan capable of reversible hemostatic action [J].Biomaterials,2011,32(13):3351-3357.
[6]李芮.基于壳聚糖大分子交联剂的双交联温敏性高强度水凝胶的制备与性能[D].青岛:青岛大学,2017.
[7]李瑞洁.寡聚亚胺交联的仿生壳聚糖水凝胶制备及性质研究 [D].长春:吉林大学,2016.
[8]Berger J,Reist M,Mayer J M,et al.Structure and interactions in covalently and ionically crosslinked chitosan hydrogels for biomedical applications [J].European Journal of Pharmaceutics and Biopharmaceutics,2004,57(1):19-34.
[9]王良安.精氨酸改性壳糖纳米纤维亲和膜的制备及吸附性能研究 [D].天津:天津工业大学,2017.
[10]Zilouei H,Abdolmaleki A Y,Khorasani S N,et al.Adsorption of tetracycline from water using glutaraldehyde-crosslinked electrospun nanofifibers of chitosan/poly (vinyl alcohol)[J].Water Science & Technology,2018,77(5-6):1324-1335.
[11]刘军海,李志洲,王俊宏,等.交联壳聚糖凝胶溶胀性能及 Ni(Ⅱ)吸附效果研究[J].电镀与精饰,2016,38(5):41-46.
[12]李瑞洁.寡聚亚胺交联的仿生壳聚糖水凝胶制备及性质研究[D].长春:吉林大学,2016.
[13]詹玮.基于天然多糖交联改性的新材料制备与应用性能研宄 [D].南宁:广西大学,2018.
[14]Femandesa S C,Oliveira I R W Z,Orlando F F,et al.Biosensor based on laccase immobilized on microspheres of chitosan crosslinked with tripolyphosphate [J].Sensors and Actuators B:Chemical,2008,133(1):202-207.
[15]司徒文贝,梁妍,陈晓玲,等.交联壳聚糖薄膜及其水凝胶骨架片的制备与控释性能探讨 [J].现在食品科技,2017,33(8):155-161.
[16]Ouyang Q,Hou T,Li C,et al.Construction of a composite sponge containing tilapia peptides and chitosan with improved hemostatic performance [J].International Journal of Biological Macromolecules,2019.DOI:https://doi.org/ 10.1016/ j.ijbio mac.2019.07.163.
[17]赵秀娟.羧甲基壳聚糖基复合材料的制备及在骨缺损修复应用方面的研究[D].广州:华南理工大学,2016.
[18]贾伟建,李真真,丁珊,等.基于京尼平交联的壳聚糖膜的制备及性能研究 [J].功能材料,2017,5(48):70-76.
[19]秦彦昌,曾文,江伟,等.可控性释放NGF的京尼平-壳聚糖微球的研究 [J].现代生物医学进展,2016,16(15):2824-2827.
[20]李媛,吕佳,徐雨春,等.京尼平交联乳清蛋白和壳聚糖膜的制备 [J].农产品加工,2017,(11):6-14.
[21]王栋,唐万有.交联壳聚糖对印刷废水中Cr6+离子吸附性能的研究 [J].中国印刷与包装研究,2013,5(5):66-71.
[22]解冰,夏凯,赵春毛,等.交联壳聚糖季铵盐薄膜的表征与性能 [J].中北大学学报(自然科学版),2018,39(2):230-235.
[23]杨金艳.壳聚搪水凝胶的制备及其对重金属的吸附研究 [D].成都:成都理工大学,2016.
[24]赵婧,梁飞,王杨.温度/pH敏感型壳聚糖水凝胶的制备及其性能 [J].应用化工,2018,47(5):983-987.
[25]李圣平,姚丽珠,王吉林,等.交联剂对季铵化壳聚糖膜结构与性能的影响 [J].石化技术与应用,2015,33(4):291-295.
[26]宋林,年中峰,杨頔,等.微波辐射下以离子交联法制备壳聚糖微粒 [J].沈阳化工大学学报,2017,31(1):29-35.
[27]蓝广芊.壳聚糖/明胶复合止血材料的研制及其性能研究 [D].重庆:西南大学,2016.
[28]Abdel-Mohsen A M,Aly A S,Hrdina R,et al.Eco-Synthesis of PVA/ Chitosan hydrogels for biomedical application [J].Journal of Polymer and the Environment,2011,19 (4):1005-1012.
[29]Jin L,Bai R.Mechanisms of lead absorption on chitosan/PVA hydrogel beads [J].Langmuir,2002,18 (25):9765-9770.
[30]鲍文毅,徐晨,宋飞,等.纤维素/壳聚糖共混透明膜的制备及阻隔抗菌性能研究 [J].高分子学报,2015,(1):49-56.
[31]Chen X G,Wang Z,Liu W S,et al.The effect of carboxy-methyl chitosan on proliferation and collagen secretion of normal and keloid skin fibroblast [J].Biomaterials,2002,23(23):4609-4614.
[32]Kalliola S,Repo E,Srivastava V,et al.The pH sensitive properties of carboxymethyl chitosan nanoparticles cross‐linked with calcium ions [J].Colloids and Surfaces B:Biointerfaces,2017,153:229-236.
[33]李继城,李东东,温莎莎,等.季铵化壳聚糖止血海绵制备工艺的研究[J].化学推进剂与高分子材料,2017,15(3):68-80.
[34]Song R,Zhong Z,Lin L.Evaluation of chitosan quaternary ammonium salt-modifified resin denture base material [J].International Journal of Biological Macromolecules,2016,85:102-110.
[35]Wang C H,Liu W S,Sun J F,et al.Non-toxic O-quaternized chitosan materials with better water solubility and antimicrobial function [J].International Journal of Biological Macromolecules,2016,84:418-427.
[36]高世博,左奕,邹琴,等.新型水溶性壳聚糖盐酸盐微球的制备与表征 [J].功能材料,2011,10(42):1786-1794.
[37]郭厚勇,刘勋,裴重华.壳聚糖盐酸盐诱导核壳结构碳酸钙的形成 [J].人工晶体学报,2016,45(5):1357-1364.
[38]王维.双胍和季铵盐壳聚糖药物控释体系的制备与表征[D].广州:华南工业大学,2016.
[39]Zhao X,He J,Zhan Y.Synthesis and characterization of chitosan biguanidine hydrochloride under microwave irradiation [J].Polymer Journal,2009,41(12):1030-1035.
[40]赵雪.壳聚糖胍盐酸盐的制备及其在羊毛织物抗菌整理中的应用 [J].纺织学报,36(4):92-96.
[41]黄彧琛.N-烷基化改性壳聚糖应用于止血及其止血机理研究[D].广州:暨南大学,2015.
[42]代昭,孙多先,郭瑶,等.壳聚糖烷基化改性及其纳米微球负载扑热息痛的研究 [J].现代化工,2002,22(10):22-25.
[43]Zhang Y,Guan J,Wu J,et al.N-alkylated chitosan/graphene oxide porous sponge for rapid and effffective hemostasis in emergency situations [J].Carbohydrate Polymers,2019,219:405-413.
[2]刘莉,高亚男,纪宏宇,等.壳聚糖类水凝胶在组织工程中的应用[J].医药导报,2016,35(9):982-986.
[3]Chan L W,Kim C H,Wang X,et al.PolySTAT-modified chitosan gauzes for improved hemostasis in external hemorrhage[J].Acta Biomaterialia,2016,31:178-185.
[4]Kang P L,Chang S J,Manousakas I,et al.Development and assessment of hemostasis chitosan dressings [J].Carbohydrate Polymers,2011,85(3):565-570.
[5]Dowling M B,Kumar R,Keibler MA,et al.A self-assembling hydrophobically modified chitosan capable of reversible hemostatic action [J].Biomaterials,2011,32(13):3351-3357.
[6]李芮.基于壳聚糖大分子交联剂的双交联温敏性高强度水凝胶的制备与性能[D].青岛:青岛大学,2017.
[7]李瑞洁.寡聚亚胺交联的仿生壳聚糖水凝胶制备及性质研究 [D].长春:吉林大学,2016.
[8]Berger J,Reist M,Mayer J M,et al.Structure and interactions in covalently and ionically crosslinked chitosan hydrogels for biomedical applications [J].European Journal of Pharmaceutics and Biopharmaceutics,2004,57(1):19-34.
[9]王良安.精氨酸改性壳糖纳米纤维亲和膜的制备及吸附性能研究 [D].天津:天津工业大学,2017.
[10]Zilouei H,Abdolmaleki A Y,Khorasani S N,et al.Adsorption of tetracycline from water using glutaraldehyde-crosslinked electrospun nanofifibers of chitosan/poly (vinyl alcohol)[J].Water Science & Technology,2018,77(5-6):1324-1335.
[11]刘军海,李志洲,王俊宏,等.交联壳聚糖凝胶溶胀性能及 Ni(Ⅱ)吸附效果研究[J].电镀与精饰,2016,38(5):41-46.
[12]李瑞洁.寡聚亚胺交联的仿生壳聚糖水凝胶制备及性质研究[D].长春:吉林大学,2016.
[13]詹玮.基于天然多糖交联改性的新材料制备与应用性能研宄 [D].南宁:广西大学,2018.
[14]Femandesa S C,Oliveira I R W Z,Orlando F F,et al.Biosensor based on laccase immobilized on microspheres of chitosan crosslinked with tripolyphosphate [J].Sensors and Actuators B:Chemical,2008,133(1):202-207.
[15]司徒文贝,梁妍,陈晓玲,等.交联壳聚糖薄膜及其水凝胶骨架片的制备与控释性能探讨 [J].现在食品科技,2017,33(8):155-161.
[16]Ouyang Q,Hou T,Li C,et al.Construction of a composite sponge containing tilapia peptides and chitosan with improved hemostatic performance [J].International Journal of Biological Macromolecules,2019.DOI:https://doi.org/ 10.1016/ j.ijbio mac.2019.07.163.
[17]赵秀娟.羧甲基壳聚糖基复合材料的制备及在骨缺损修复应用方面的研究[D].广州:华南理工大学,2016.
[18]贾伟建,李真真,丁珊,等.基于京尼平交联的壳聚糖膜的制备及性能研究 [J].功能材料,2017,5(48):70-76.
[19]秦彦昌,曾文,江伟,等.可控性释放NGF的京尼平-壳聚糖微球的研究 [J].现代生物医学进展,2016,16(15):2824-2827.
[20]李媛,吕佳,徐雨春,等.京尼平交联乳清蛋白和壳聚糖膜的制备 [J].农产品加工,2017,(11):6-14.
[21]王栋,唐万有.交联壳聚糖对印刷废水中Cr6+离子吸附性能的研究 [J].中国印刷与包装研究,2013,5(5):66-71.
[22]解冰,夏凯,赵春毛,等.交联壳聚糖季铵盐薄膜的表征与性能 [J].中北大学学报(自然科学版),2018,39(2):230-235.
[23]杨金艳.壳聚搪水凝胶的制备及其对重金属的吸附研究 [D].成都:成都理工大学,2016.
[24]赵婧,梁飞,王杨.温度/pH敏感型壳聚糖水凝胶的制备及其性能 [J].应用化工,2018,47(5):983-987.
[25]李圣平,姚丽珠,王吉林,等.交联剂对季铵化壳聚糖膜结构与性能的影响 [J].石化技术与应用,2015,33(4):291-295.
[26]宋林,年中峰,杨頔,等.微波辐射下以离子交联法制备壳聚糖微粒 [J].沈阳化工大学学报,2017,31(1):29-35.
[27]蓝广芊.壳聚糖/明胶复合止血材料的研制及其性能研究 [D].重庆:西南大学,2016.
[28]Abdel-Mohsen A M,Aly A S,Hrdina R,et al.Eco-Synthesis of PVA/ Chitosan hydrogels for biomedical application [J].Journal of Polymer and the Environment,2011,19 (4):1005-1012.
[29]Jin L,Bai R.Mechanisms of lead absorption on chitosan/PVA hydrogel beads [J].Langmuir,2002,18 (25):9765-9770.
[30]鲍文毅,徐晨,宋飞,等.纤维素/壳聚糖共混透明膜的制备及阻隔抗菌性能研究 [J].高分子学报,2015,(1):49-56.
[31]Chen X G,Wang Z,Liu W S,et al.The effect of carboxy-methyl chitosan on proliferation and collagen secretion of normal and keloid skin fibroblast [J].Biomaterials,2002,23(23):4609-4614.
[32]Kalliola S,Repo E,Srivastava V,et al.The pH sensitive properties of carboxymethyl chitosan nanoparticles cross‐linked with calcium ions [J].Colloids and Surfaces B:Biointerfaces,2017,153:229-236.
[33]李继城,李东东,温莎莎,等.季铵化壳聚糖止血海绵制备工艺的研究[J].化学推进剂与高分子材料,2017,15(3):68-80.
[34]Song R,Zhong Z,Lin L.Evaluation of chitosan quaternary ammonium salt-modifified resin denture base material [J].International Journal of Biological Macromolecules,2016,85:102-110.
[35]Wang C H,Liu W S,Sun J F,et al.Non-toxic O-quaternized chitosan materials with better water solubility and antimicrobial function [J].International Journal of Biological Macromolecules,2016,84:418-427.
[36]高世博,左奕,邹琴,等.新型水溶性壳聚糖盐酸盐微球的制备与表征 [J].功能材料,2011,10(42):1786-1794.
[37]郭厚勇,刘勋,裴重华.壳聚糖盐酸盐诱导核壳结构碳酸钙的形成 [J].人工晶体学报,2016,45(5):1357-1364.
[38]王维.双胍和季铵盐壳聚糖药物控释体系的制备与表征[D].广州:华南工业大学,2016.
[39]Zhao X,He J,Zhan Y.Synthesis and characterization of chitosan biguanidine hydrochloride under microwave irradiation [J].Polymer Journal,2009,41(12):1030-1035.
[40]赵雪.壳聚糖胍盐酸盐的制备及其在羊毛织物抗菌整理中的应用 [J].纺织学报,36(4):92-96.
[41]黄彧琛.N-烷基化改性壳聚糖应用于止血及其止血机理研究[D].广州:暨南大学,2015.
[42]代昭,孙多先,郭瑶,等.壳聚糖烷基化改性及其纳米微球负载扑热息痛的研究 [J].现代化工,2002,22(10):22-25.
[43]Zhang Y,Guan J,Wu J,et al.N-alkylated chitosan/graphene oxide porous sponge for rapid and effffective hemostasis in emergency situations [J].Carbohydrate Polymers,2019,219:405-413.
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