Ya. Zhdanov et al., CHEMICAL MODIFICATION OF CELLULOSE IN A S UPERBASE MEDIUM, Vysokomolekularnye soedinenia. Seria A, 35(9), 1993, pp. 10001436-10001441
A simple method of chemical modification of cellulose is proposed here
. This method is based on the ''hydrophobic mercerization'' of cellulo
se in a superbase medium [such as the dimethyl sulfoxide (DMSO)-solid
sodium hydroxide mixture] followed by O-alkylation (or acylation). Met
hyl sulfate, benzyl chloride, acetic anhydride, methyl bromoacetate, t
riethyleneglycol ditosylate, and p-toluenesulfonyl(tosyl) chloride wer
e used as the alkylating (acylating) agents. This method appreciably s
implifies the production of acetyl- and methoxycarbonylmethylcellulose
. The latter is subsequently used to introduce coronand and podand moi
eties into the cellulose polymer chain. O-Tosylation results in the fo
rmation of anhydroderivatives. O-Alkylation with triethyleneglycol dit
osylate gives derivatives with podand fragments and a marked ability t
o bind potassium ions. A qualitative method for detecting this ability
in insoluble polymers is suggested. It offers an opportunity to obtai
n the available polymer phase-transfer catalysts with potential enanti
oselective activity.