title: Preparation and physical properties of chitosan benzoic acid derivatives using a phosphoryl mixed anhydride system.
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.
authors.affiliation: The Division of Bio-Nanochemistry, The College of Natural Sciences, The Wonkwang University, Iksan City, Chonbuk 570-749, Korea.
authors.forename: Duckhee
authors.initials: D
authors.lastname: Lee
authors.forename: Zhe Shan
authors.initials: ZS
authors.lastname: Quan
authors.forename: Chichong
authors.initials: C
authors.lastname: Lu
authors.forename: Jin Ah
authors.initials: JA
authors.lastname: Jeong
authors.forename: Changhyun
authors.initials: C
authors.lastname: Song
authors.forename: Mi-Sun
authors.initials: MS
authors.lastname: Song
authors.forename: Kyu Yun
authors.initials: KY
authors.lastname: Chai
mesh_terms: D000089:Acetic Anhydrides; D000812:Anhydrides / Q000737:chemistry*; D019817:Benzoic Acid / Q000737:chemistry*; D048271:Chitosan / Q000031:analogs & derivatives* / Q000737:chemistry; D005463:Fluoroacetates; D010756:Phosphoric Acids / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013057:Spectrum Analysis / Q000379:methods; D014269:Trifluoroacetic Acid / Q000737:chemistry
chemical_list: D000089:Acetic Anhydrides; D000812:Anhydrides; D005463:Fluoroacetates; D010756:Phosphoric Acids; D012997:Solvents; C017958:trifluoroacetic anhydride; D019817:Benzoic Acid; D048271:Chitosan; C030242:phosphoric acid; D014269:Trifluoroacetic Acid