Preparation of aqueous soluble polyamides from renewable succinic acid and citric acid as a new approach to design bio-inspired polymers
Man Jiang
Faculty of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang Province, 315211 China
School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang Province, 312000 China
Zhejiang Provincial Key Laboratory of Alternative Technologies for Fine Chemicals, Shaoxing, Zhejiang Province, 312000 China
Search for more papers by this authorGuangsong Chen
School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang Province, 312000 China
Search for more papers by this authorPing Lu
School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang Province, 312000 China
Zhejiang Provincial Key Laboratory of Alternative Technologies for Fine Chemicals, Shaoxing, Zhejiang Province, 312000 China
Search for more papers by this authorCorresponding Author
Jian Dong
Faculty of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang Province, 315211 China
School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang Province, 312000 China
Zhejiang Provincial Key Laboratory of Alternative Technologies for Fine Chemicals, Shaoxing, Zhejiang Province, 312000 China
Correspondence to: J. Dong (E-mail: [email protected])Search for more papers by this authorMan Jiang
Faculty of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang Province, 315211 China
School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang Province, 312000 China
Zhejiang Provincial Key Laboratory of Alternative Technologies for Fine Chemicals, Shaoxing, Zhejiang Province, 312000 China
Search for more papers by this authorGuangsong Chen
School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang Province, 312000 China
Search for more papers by this authorPing Lu
School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang Province, 312000 China
Zhejiang Provincial Key Laboratory of Alternative Technologies for Fine Chemicals, Shaoxing, Zhejiang Province, 312000 China
Search for more papers by this authorCorresponding Author
Jian Dong
Faculty of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang Province, 315211 China
School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang Province, 312000 China
Zhejiang Provincial Key Laboratory of Alternative Technologies for Fine Chemicals, Shaoxing, Zhejiang Province, 312000 China
Correspondence to: J. Dong (E-mail: [email protected])Search for more papers by this authorABSTRACT
A novel type of aqueous soluble polyamides were prepared as renewable substitutes for ecologically benign poly(aspartic acid) by polymerization of succinic acid ester and hexamethylene diamine in the presence of citric acid ester. The copolymerization resulted in the formation of poly(amide imide) intermediates, which were hydrolyzed to aqueous solutions of polyamides. The hydrolyzed products were confirmed to be copolymers of succinamide and citramide with COOH side chains, similar to poly(aspartic acid). The polyamides showed strong chelating abilities to Ca2+ and Pb2+ metals, comparable to poly(aspartic acid). Interestingly, they also demonstrated antifreeze activities in water by reducing the ice fractions. The polyamides represent a new class of metal chelators and antifreeze protein mimics derived from succinamide and citramide. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 39807.
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January 15, 2014
