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Chemical synthesis of cellulose derivatives by a convergent synthetic method and several of their properties

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Abstract

Two homologous series of regio- selectively sub stituted cellulose: 3-O-benzyl-2, 6-di-O-pivaloyl derivatives (Series 1) and 2,3,6-tri-O-acetyl derivatives (Series 2) up to an eicosamer (DP = 20), were synthesized for the first time by elongation of the carbohydrate chain from cellooctaose derivative 5 and subsequent deprotection. Some changing properties of the homologous series with increasing DP were examined. Gel permeation chromatography (GPC) analysis for series 1 and 2 indicated that plots of log M vs retention time gave a straight line. The plots of [M]n/n vs (n − 1)/n (where [M]n is the molecular rotation for an oligomer with DP = n) up to a hexadecamer 9 in series 2 gave straight lines, although the result for the eicosamer 11 deviated somewhat from the line

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Nishimura, T., Nakatsubo, F. Chemical synthesis of cellulose derivatives by a convergent synthetic method and several of their properties. Cellulose 4, 109–130 (1997). https://doi.org/10.1023/A:1018423503762

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