Homogeneous Tritylation of Cellulose in A Sulfur Dioxide – Diethylamine – Dimethyl Sulfoxide Medium

Abstract

Abstract The present investigation was undertaken to see if a practical method could be developed for homogeneous tritylation of cellulose in a non-aqueous solvent of cellulose. Our new procedure of tritylation of cellulose can easily be carried out under homogeneous conditions by dissolving cellulose in a sulfur dioxide(SO2)-diethylamine (DEA)-dimethyl sulfoxide(DMSO) solvent system, one or the non-aqueous cellulose solvents, followed by addition of trityl chloride and pyridine. This new method can avoid the time consuming pretreatment for the decrystallization of cellulose which has been necessary in the traditional procedure and can lower the reaction temperature. IR spectra of the products indicated the formation of trityl cellulose. Measurements of dielectric properties of the products confirmed that trityl groups were selectively introduced at the primary hydroxyl groups in cellulose. This conclusion was also confirmed by a H-NMR study in which the tritylated products was first acetylated, detrityla...