ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

New Procedure for the Preparation of Cellulose Esters with Aromatic Carboxylic Acids

P. Talába, I. Sroková, P. Hodul, and A. Ebringerová

Department of Fibres and Textile, Faculty of Chemical Technology, Slovak Technical University, SK-812 31 Bratislava

Abstract: Esterification of cellulose with substituted or unsubstituted benzoic acids in the system of pyridine containing methanesulfonyl chloride at various reaction conditions was investigated. Cellulose could be readily acylated with 2-nitro-, 3-nitro-, 4-nitro-, and 4-azidobenzoic acids to form: O-(2-nitrobenzoyl)cellulose (DS = 3), O-(3-nitrobenzoyl)cellulose (DS = 3), O-(4-nitrobenzoyl)cellulose (DS = 2), and O-(4-azidobenzoyl)cellulose (DS = 1), respectively. In the case of benzoic acid, the mixed ester O-benzoyl-O-(methanesulfonyl)cellulose with DS approximate to 0.9 was prepared. ¹³C NMR spectroscopy analysis was performed on hydrolyzed samples in DMSO. All products were characterized by both elemental and FTIR analyses. The derivatives are partially soluble in usual organic solvents, such as dimethyl sulfoxide and chloroform.

Full paper in Portable Document Format: 506a365.pdf

Chemical Papers 50 (6) 365–368 (1996)