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JOURNAL OF APPLIED POLYMER SCIENCE · 2013 ·Vol. 129 ·期 6 ·3185-3191 · IF 1.395

Preparation of a C6 quaternary ammonium chitosan derivative through a chitosan schiff base with click chemistry

Yu Chen,Fengju Wang,Dongran Yun,Yanwen Guo,Yanchun Ye,Yanxi Wang,Huimin Tan

In this study, we explored a new method for preparing C 6 quaternary ammonium chitosan (CTS) derivatives. The C 2  NH 2 of CTS was first protected by benzaldehyde. The C 6  OH of CTS was then transformed into a sulfonyl ester, which was then reacted with NaN 3 through nucleophilic substitution to introduce the  N 3 group at the CTS C 6 position. This intermediate was reacted in a click chemistry reaction with a terminal alkynyl quaternary ammonium salt; this was followed by the deprotection of C 2  NH 2 with acid to furnish the C 6 quaternary ammonium CTS derivative. The structures and properties of synthesized products in the reactions were characterized by Fourier transform infrared spectroscopy, NMR, X-ray diffraction, and thermogravimetric analysis, respectively. The effects of the reaction conditions on the degree of Schiff-base CTS quaternization were evaluated by elemental analysis. The largest inhibition zone test and the minimum inhibitory concentration test showed that compared with CTS, the prepared CTS derivative had significantly improved antibacterial activity toward Staphylococcus aureus and Escherichia coli . © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

研究领域: 高分子化学 · 药物化学 · 生物材料 · 抗菌材料 · 天然产物化学

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CARBOHYDRATE POLYMERS · 2018 · IF 5.158

Chitosan derivative-based self-healable hydrogels with enhanced mechanical properties by high-density dynamic ionic interactions

Ningxiao Yuan,Lu Xu,Bo Xu,Jianhao Zhao,Jianhua Rong

Chitosan derivative-based self-healable hydrogels with enhanced mechanical properties are reported, which were prepared by polymerization of acrylic acid (AAc) in 2-hydroxypropyltrimethyl ammonium chloride chitosan (HACC) solution. The PAAc/HACC hydrogels exhibit tensile fracture stress as high as 3.31 MPa and a Young's modulus of 2.53 MPa. They can maintain their original shape after 30 repeated compression cycles under various strain conditions, with a compression stress of more than 60 MPa at 99% strain. The damaged PAAc/HACC hydrogels can heal together in the presence of a NaCl salt solution with a self-healing efficiency of up to 61%. In addition, the PAAc/HACC hydrogels have high ionic conductivity and can serve as electrolytes for supercapacitors. The analysis suggests that all these good properties of the PAAc/HACC hydrogels mainly result from their high-density dynamic ionic interactions structure.

研究领域: 高分子材料科学 · 生物医学工程 · 功能材料 · 组织工程 · 药物递送系统 · 再生医学 · 电化学器件

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Preparation of a C6 quaternary ammonium chitosan derivative through a chitosan schiff base with click chemistry

Chitosan derivative-based self-healable hydrogels with enhanced mechanical properties by high-density dynamic ionic interactions