Modification of chitosan with monomethyl fumaric acid in an ionic liquid solution. (6th March 2015)

• Record Type: Journal Article
• Authors: Wang, Zhaodong; Zheng, Liuchun; Li, Chuncheng; Zhang, Dong; Xiao, Yaonan; Guan, Guohu; Zhu, Wenxiang
• Is Part Of: Carbohydrate polymers. Volume 117(2015)
• Page Start: 973
• Page End: 979
• Publication Date: 2015-03-06
• Subjects: Ionic liquid -- Chitosan -- Monomethyl fumaric acid; Polysaccharides -- Periodicals; Polysaccharides -- Periodicals; Polysaccharides -- Périodiques; Electronic journals; 547.78
• DOI: 10.1016/j.carbpol.2014.10.021
• Languages: English
• ISSNs: 0144-8617

Abstract

Highlights: Monomethyl fumaric acid was selected to modify chitosan in an ionic liquid. Chitosan salt and chitosan amide were obtained. Solubility and antioxidant activity of chitosan have been effectively improved. Abstract: Antibacterial and antioxidant monomethyl fumaric acid (MFA) was selected to modify chitosan, using aqueous solution of an ionic liquid as a homogeneous and green reaction media. The chemical structures of resulting polymers were systematically characterized by 1 H NMR, diffusion ordered spectroscopy, solid 13 C NMR and wide-angle X-ray diffraction. The results show that two kinds of MFA modified chitosan materials with totally different chemical structures have been synthesized. One product was a MF-chitosan salt composed of chitosan cation and MFA anion, which was obtained with the mediation of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) and N -hydroxysuccinimide. The other one synthesized with the mediation of EDC was a MF-chitosan amide in which MFA and chitosan are covalently attached. Solubility of chitosan has been improved, and MF-chitosan salt can be readily dissolved in water. The antioxidant activity has been enhanced with the introduction of MFA, irrespective of the chemical structure.