Abstract
AbstractTwo cellulose samples were subject to treatment with phenylisocyanate (PhNCO), both in pyridine and in dimethylsulfoxide (DMSO). In each case, DMSO degraded cellulose in an extent depending on the derivatized cellulose. The formation of dimethylsulfonium ions was recognized as the cause leading to an oxidation of hydroxyl groups. This Pfitzner‐Moffatt type oxidation is dependent on carboxyl groups and therefore occurs most probably in their neighbourhood. It was deduced that formation of oxidised sections along the cellulose chains occurs containing either carbonyl and carboxyl groups in the same anhydroglucose unit (AGU) or singly oxidised AGUs in direct neighbourhood to each other. This leads to much facilitated eliminative degradation.
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