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- Title
Preparation and Physical Properties of Chitosan Benzoic Acid Derivatives Using a Phosphoryl Mixed Anhydride System.
- Authors
Duckhee Lee; Zhe Shan Quan; Chichong Lu; Jin Ah Jeong; Changhyun Song; Mi-Sun Song; Kyu Yun Chai
- Abstract
Direct benzoylation of the two hydroxyl groups on chitosan was achieved using a phosphoryl mixed anhydride system, derived from trifluoroacetic anhydride (TFAA), benzoic acids (BAs), and phosphoric acid (PA). The reaction is operated as a one pot process under mild conditions that does not require neither an inert atmosphere nor dry solvents. The structures of the synthesized compounds were confirmed by NMR and IR spectroscopy. Solubility tests on the products revealed that they were soluble in organic solvents such as N,N-dimethylformamide (DMF), dimethylsulfoxide (DMSO), and acetone. In the meantime, a morphological study by scanning electron microscopy (SEM) evidently indicated that the chitosan benzoates underwent significant structural changes after the benzoylation.
- Subjects
PHOSPHORIC acid; ACYLATION; BENZOIC acid; CHITOSAN; HYDROXYL group; ANHYDRIDES; DIMETHYL sulfoxide
- Publication
Molecules, 2012, Vol 17, Issue 2, p2231
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules17022231