The effect of solvent composition on grafting gallic acid onto chitosan via carbodiimide

被引:89
作者
Guo, Ping [1 ]
Anderson, John D. [2 ]
Bozell, Joseph J. [2 ]
Zivanovic, Svetlana [1 ]
机构
[1] Univ Tennessee, Dept Food Sci & Technol, 2510 River Dr, Knoxville, TN 37996 USA
[2] Univ Tennessee, Ctr Renewable Carbon, 2506 Jacob Dr, Knoxville, TN 37996 USA
关键词
Chitosan; Gallic acid; Grafting; Antioxidant packaging; ANTIOXIDANT ACTIVITY; FERULIC ACID; CARBOXYMETHYL CHITOSAN; GAMMA-IRRADIATION; BETA-CYCLODEXTRIN; CROSS-LINKING; LACCASE; DERIVATIVES; ADSORPTION; HYDROGELS;
D O I
10.1016/j.carbpol.2015.12.015
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The primary antioxidant (AOX) activity of chitosan can be introduced by grafting of phenolic compound - gallic acid (GA) to its amino and/or hydroxyl groups. The objective of this study was to investigate the effect of ethanol (EtOH) concentration (0%, 25%, 50%, and 75% in water) on efficiency of grafting GA onto chitosan in the presence of 1-ethy1-3-(3-dimethylaminopropy1)-carbodiimide (EDC)/Nhydroxysuccinimide (NHS). The grafting was confirmed by FTIR and the efficiency was quantified as Folin's total phenolics. When pure deionized water was used as a sole solvent (0% EtOH), GA was grafted to chitosan at the largest extent (285.9 mg GA/g chitosan). As the concentration of EtOH increased, the grafting efficiency proportionally decreased. NMR studies showed that EtOH inhibited grafting of GA by prohibiting the production of the intermediate - NHS ester. The results confirm that the concentration of EtOH in grafting solution significantly affects grafting efficiency of GA on chitosan. Published by Elsevier Ltd.
引用
收藏
页码:171 / 180
页数:10
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