O-磺化/O-季铵化-N,N-双烷基壳聚糖混合单分子膜及自组装囊泡性质

doi:10.16085/j.issn.1000-6613.2015.05.030

化工进展 ›› 2015, Vol. 34 ›› Issue (05): 1365-1370.DOI: 10.16085/j.issn.1000-6613.2015.05.030

O-磺化/O-季铵化-N,N-双烷基壳聚糖混合单分子膜及自组装囊泡性质

毛扬帆, 李明春, 辛梅华

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:2014-05-18 修回日期:2015-01-01 出版日期:2015-05-05 发布日期:2015-05-05
通讯作者: 辛梅华,教授,博士生导师.E-mailmhxin@hqu.edu.cn.
作者简介:毛扬帆(1985—),女,博士研究生.
基金资助:
福建省重点科技项目(2009H0030)、福建省自然科学基金(2012J01396和2011J01312)及科技部科技人员服务企业项目(2009GJC40030).

Mixed monolayers and self-assembly vesicles of O-sulfonated-N,N-dilauryl chitosan/O-quaternized-N,N-dilauryl chitosan

MAO Yangfan, LI Mingchun, XIN Meihua

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

Received:2014-05-18 Revised:2015-01-01 Online:2015-05-05 Published:2015-05-05

摘要/Abstract

摘要： 制备了具有良好油溶性的O-磺化-N,N-双十二烷基壳聚糖(HSDLCS)和O-季铵化-N,N-双十二烷基壳聚糖(QADLCS),研究了HSDLCS/QADLCS混合单分子膜和自组装囊泡性质的关系.结果表明,混合单分子膜的崩溃压(46.14mN/m)和最大压缩模量(C_s,max^-1,98.85mN/m)较相应的单组分大;自组装形成球形囊泡的粒径在200～400nm;以维生素B₁₂ 为模型药物制备HSDLCS/QADLCS复合囊泡的载药量为0.1987mg/mg,包封率为38.25%,药物平衡释放率为23.68%.静电作用使得混合单分子膜的凝聚性和抗形变能力更强,复合囊泡药物通透性降低,结构更紧密.单分子膜的C_s,max^-1与其相应载药囊泡药物平衡释放率呈一定的线性关系.

关键词: 壳聚糖, 磺化, 季铵化, 双烷基化, 单分子膜, 囊泡

Abstract: Oil-soluble O-sulfonated-N,N-dilauryl chitosan (HSDLCS) and O-quaternized-N,N-dilauryl chitosan (QADLCS) with similar substitution were synthesized. The properties of mixed monolayers and self-assembly vesicles of HSDLCS and QADLCS were studied. The mixed monolayers had larger collapse pressure (π_c) larger maximum compression modulus (C_s,max^-1) and limited molecular area (A_ex) compared with HSDLCS and QADLCS monolayers. Spherical self-assembly vesicles were formed in diameter 200—400nm. Using Vitamin B₁₂ as model drug,drug loading and encapsulation efficiency of complex vesicles were 0.1987 mg/mg and 38.25%,and equilibrium rates of Vitamin B₁₂ release was 23.68%. Electrostatic attraction existing between the hydrophilic groups of HSDLCS and QADLCS resulted in stronger anti-deformation ability and cohesion of the mixed monolayers,decreased drug permeability of complex vesicles,and more tight structure of vesicles.Therer was a linear relationship between the C_s,max^-1 of monolayers and equilibrium drug-release rate of the vesicles.

Key words: chitosan, sulfonated, quaternized, dialkylated, monolayers, vesicles

中图分类号:

O636.1

毛扬帆, 李明春, 辛梅华. O-磺化/O-季铵化-N,N-双烷基壳聚糖混合单分子膜及自组装囊泡性质[J]. 化工进展, 2015, 34(05): 1365-1370.

MAO Yangfan, LI Mingchun, XIN Meihua. Mixed monolayers and self-assembly vesicles of O-sulfonated-N,N-dilauryl chitosan/O-quaternized-N,N-dilauryl chitosan[J]. Chemical Industry and Engineering Progree, 2015, 34(05): 1365-1370.

参考文献

[1] Stephanopoulos Nicholas,Ortony Julia H,Stupp Samuel I,et al. Self-assembly for the synthesis of functional biomaterials[J]. Acta Materialia,2013,61:912-930.

[2] Fajardo André R,Piai Juliana F,Rubira Adley F,et al. Time-and pH-dependent self-rearrangement of a swollen polymer network based on polyelectrolytes complexes of chitosan/chondroitin sulfate[J]. Carbohydrate Polymers,2010,80:934-943.

[3] Wang H J,Zhao P Q,Liang X F,et al. Folate-PEG coated cationic modified chitosan-Cholesterol liposomes for tumor-targeted drug delivery[J]. Biomaterials,2010,31:4129-4138.

[4] Fan Yaxun,Liu Yan,Xi Juqun,et al. Vesicle formation with amphiphilic chitosan derivatives and a conventional cationic surfactant in mixed systems[J]. Journal of Colloid and Interface Science,2011,360:148-153.

[5] Shu Shujun,Zhang Xinge,Wu Zhongming,et al. Delivery of protein drugs using nanoparticles self-assembled from dextran sulfate and quaternized chitosan[J]. Journal of Controlled Release,2011,152:170 -172.

[6] Valente J F A,Gaspar V M,Antunes B P,et al. Microencapsulated chitosan-dextran sulfate nanoparticles for controlled delivery of bioactive molecules and cells in bone regeneration[J]. Polymer,2013,54:5-15.

[7] Martins Alessandro F,Bueno Pedro V A,Almeida Elizangela A M S,et al. Characterization of N-trimethyl chitosan/alginate complexes and curcumin release[J]. International Journal of Biological Macromolecules,2013,57:174-184.

[8] Kuo An-Tsung,Li Wei-Ta,Tseng Chia-Yao,et al. Probing the alkyl chain length effects on molecular packing characteristics of mixed ion pair amphiphile/double-chained cationic surfactant vesicular bilayers with the Langmuir monolayer approach[J]. Colloids and Surfaces A: Physicochem. Eng. Aspects,2014,454:23-31.

[9] 关品燊,辛梅华,李明春,等. O-季铵化-N,N-双烷基壳聚糖的单分子膜性质研究[J]. 化工进展,2011,30(12):2671-2675.

[10] 赵国玺,肖进新. 十二烷基季铵盐及其与十二烷基硫酸钠混合体系的表面活性[J]. 物理化学学报,1995,11(9):785-790.

[11] 余娜. 囊泡的自发形成与及其稳定性的研究[D]. 长春:吉林大学,2007.

[12] Fang Jianjun,Zhang Yun,Yan Shifeng,et al. Poly(L-glutamic acid)/chitosan polyelectrolyte complex porous microspheres as cell microcarriers for cartilage regeneration[J]. Acta Biomaterialia,2014,10:276-288.

[13] 何嫄,於麟,谭松巍,等. 壳聚糖-O-聚(聚乙二醇甲醚甲基丙烯酸酯)接枝共聚物的ATRP合成及其自组装研究[J]. 高分子学报,2010,7(7): 897-902.

[14] Li Rong,Chen Qibin,Zhang Dazhi,et al. Mixed monolayers of Gemini surfactants and stearic acid at the air/water interface[J]. Journal of Colloid and Interface Science,2008,327:162-168.

[15] Li Mingchun,Su Sheng,Xin Meihua,et al. Relationship between N,N-dialkyl chitosan monolayer and corresponding vesicle[J]. Journal of Colloid and Interface Science,2007,311:285-288.

O-磺化/O-季铵化-N,N-双烷基壳聚糖混合单分子膜及自组装囊泡性质

Mixed monolayers and self-assembly vesicles of O-sulfonated-N,N-dilauryl chitosan/O-quaternized-N,N-dilauryl chitosan

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]	王少凡, 周颖, 郝康安, 黄安荣, 张如菊, 吴翀, 左晓玲. 具有pH响应性的自愈合蓝光水凝胶[J]. 化工进展, 2023, 42(9): 4837-4846.
[2]	杨红梅, 高涛, 鱼涛, 屈撑囤, 高家朋. 高铁酸盐处理难降解有机物磺化酚醛树脂[J]. 化工进展, 2023, 42(6): 3302-3308.
[3]	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.
[4]	王林, 辛梅华, 李明春, 张涛, 毛扬帆. 烷基季铵化壳聚糖的制备及其抗生物被膜的活性[J]. 化工进展, 2023, 42(4): 1995-2002.
[5]	冯颖, 赵孟杰, 崔倩, 解玉鞠, 张建伟, 董鑫. 分子模拟技术在壳聚糖功能材料开发和应用中的研究进展[J]. 化工进展, 2022, 41(8): 4241-4253.
[6]	周丽莎, 李若男, 卞雨洁, 陈舜胜. TOCNF与磁性羧甲基壳聚糖纳米粒子复合物的制备及吸附Pb²⁺的特性[J]. 化工进展, 2022, 41(2): 901-910.
[7]	王盟, 刘莉莉, 李娜, 胡朝霞, 陈守文. 磺酸修饰的金刚石掺杂磺化聚芳醚砜质子交换膜的制备与性能[J]. 化工进展, 2022, 41(10): 5645-5652.
[8]	孟维军, 徐一鸣, 李平, 赵曦, 严佩蓉, 徐建鸿. 微通道内连续合成十二烷基苯磺酸的响应面分析及混合过程模拟[J]. 化工进展, 2021, 40(11): 5998-6008.
[9]	郑细鸣, 范荣玉. 微孔聚丙烯膜表面壳聚糖季铵盐的共价修饰及其抗菌性能[J]. 化工进展, 2021, 40(1): 332-338.
[10]	刘其海, 谢婉婷, 贾振宇, 朱小花, 王荣辉. 壳聚糖胶囊材料的制备及其缓释性能[J]. 化工进展, 2021, 40(1): 339-345.
[11]	刘旭光, 辛梅华, 李明春, 许军凯, 王林. 壳聚糖/N-乙烯基吡咯烷酮接枝共聚物的制备及其性能[J]. 化工进展, 2020, 39(9): 3535-3542.
[12]	张毅, 姜迎雪, 张昊. 季铵型改性壳聚糖的制备及其在兔毛织物抗菌整理中的应用[J]. 化工进展, 2020, 39(7): 2810-2816.
[13]	张琪, 张奎, 钟璟, 徐荣. 磺化聚苯并咪唑/膦酸改性氧化石墨烯质子交换复合膜的制备及性能[J]. 化工进展, 2020, 39(7): 2751-2757.
[14]	郑云龙,王进美,孙正琪,秦智成,周娅楠. 壳聚糖/明胶抗菌微胶囊的制备及其应用[J]. 化工进展, 2020, 39(3): 1137-1144.
[15]	李桂娟,夏伟,罗海希,程桂茹. 纳米纤维素晶须-壳聚糖/聚乙烯醇复合膜性能与细胞相容性[J]. 化工进展, 2020, 39(1): 356-364.