Abstract
Abstract An efficient method is described for the simultaneous introduction of 4-ferrocenylbutyl and n-hexyl side groups into cellulose. For this purpose, cellulose triacetate is treated in dimethyl sulfoxide/NaOH solution with mixtures of 4-bromobutylferrocene and n-hexyl bromide. An almost quantitative conversion of the cellulose hydroxyl groups was reached when less than one ferrocene substituent was attached to the cellulose repeating units on average. At higher degrees of ferrocene substitution, some of the cellulose hydroxyl groups seem to remain unsubstituted. This conclusion has been drawn on the basis of size exclusion chromatography (SEC) with online light-scattering detector where coil contraction was observed with increasing ferrocene content in the cellulose sample. This finding was further supported by IR spectroscopy, viscometry, and conventional SEC investigations. We assume that steric hindrance of the bulky side groups is responsible for incomplete conversion.
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