O,N-(2-sulfoethyl)chitosan: Synthesis and properties of solutions and films

被引:18
作者
Petrova, Valentina A. [1 ]
Chernyakov, Daniil D. [1 ]
Moskalenko, Yulia E. [2 ]
Gasilova, Ekaterina R. [1 ]
Strelina, Irina A. [1 ]
Okatova, Olga V. [1 ]
Baklagina, Yulia G. [1 ]
Vlasova, Elena N. [1 ]
Skorik, Yury A. [1 ]
机构
[1] Russian Acad Sci, Inst Macromol Cpds, 31 Bolshoi Pr VO, St Petersburg 199004, Russia
[2] Tech Univ Darmstadt, 16 Alarich Weiss Str, D-64287 Darmstadt, Germany
基金
俄罗斯科学基金会;
关键词
Chitosan; Sulfoethyl; Alkylation; 2-Chloroethanesulfonate; Vinylsulfonate; ANTICOAGULANT ACTIVITY; SULFATED CHITOSAN; CORRELATION SPECTROSCOPY; SURFACE MODIFICATION; FLOW BIREFRINGENCE; CRYSTAL-STRUCTURE; C-13; NMR; CHITIN; CELLULOSE; ACID;
D O I
10.1016/j.carbpol.2016.10.058
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of water-soluble sulfoethylated chitosans (SEC) with degrees of substitution (DS) up to 130% were obtained using a heterogeneous reaction of chitosan with sodium 2-chloroethanesulfonate in 85% isopropanol in the presence of NaOH. NMR and FTIR spectroscopy confirmed that sulfoethylation of chitosan preferentially happens at hydroxyl groups and to some extent at amino groups, giving mixed substituted O,N-SEC. Chitosan shows positive birefringence, whereas SEC shows negative values, indicating self-organization in dilute solution. Dynamic light scattering studies revealed the presence of aggregates in dilute solutions of chitosan and SEC. The sizes of the SEC aggregates are sensitive to the DS and the nature of the solvent. X-ray diffraction of SEC films revealed that the introduction of sulfoethyl groups into chitosan leads to amorphization, which is more pronounced at higher DS. During,the storage of SEC films, the samples loose solubility due to the formation of ionic crosslinks upon dehydration. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:866 / 874
页数:9
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