Preparation and Characterization of Chitin Benzoic Acid Esters 英文参考文献.docVIP

Molecules 2011, 16, 3029-3036; doi:10.3390/moleculeOPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Preparation and Characterization of Chitin Benzoic Acid Esters Lok Ranjan Bhatt, Bo Mi Kim, Kim Hyun, Geu Beum Kwak, Chai Ho Lee and Kyu Yun Chai * Department of Bionanochemistry, School of Natural Sciences, Wonkwang University, Iksan, Chonbuk 570-749, Korea * Author to whom correspondence should be addressed; E-Mail: geuyoon@wonkwang.ac.kr; Tel.: +82-63-850-6230; Fax: +82-63-841-4893. Received: 1 February 2011; in revised form: 31 March 2011 / Accepted: 2 April 2011 / Published: 8 April 2011 Abstract: Chitin benzoic acid esters were prepared using a phosphoryl mixed anhydride method. The products were characterized by 1H-NMR and FT-IR spectroscopy. FT-IR analysis revealed that the degree of O-acyl substitution of the products was in a range of 1.17–1.83. Morphological surface changes in the parent molecule due to the introduction of benzoic acid moieties were observed by scanning electron microscopy. The surface of the products was porous, in contrast to the sheet-shape of the parent molecules. The solubility of the products, which improved with increased degree of acid substitution, was tested in various organic solvents. Keywords: acylation; chitin benzoate; benzoic acid; trifluoroacetic anhydride; phosphoric acid 1. Introduction Chitin is a naturally abundant biocompatible, biodegradable, and bioactive polymer [1-2]. These characteristics have attracted great interest for its broad spectrum of applications in diverse areas such as biomedicine, cosmetics, pharmaceuticals, food processing, and others [1-4]. The structure of chitin is similar to that of cellulose, the only difference being the replacement of the hydroxyl group at the C- 2 position of cellulose by an acetamido group in chitin [1]. Partially deacetylated chitin is known as chitosan, whi