Esterification of cellulose with acyl-1H-benzotriazole |
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Authors: | Matilde C. V. Nagel Thomas Heinze |
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Affiliation: | 1. Centre of Excellence for Polysaccharide Research, Friedrich Schiller University of Jena, Humboldtstra?e10, 07743, Jena, Germany
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Abstract: | For the first time, the acylation of cellulose was realized by activation of carboxylic acid with 1H-benzotriazole. The reaction could be carried out under mild conditions. The acyl-1H-benzotriazole reacts with cellulose leading to cellulose acetate, butyrate, caproate, benzoate, myristate, and stearate with DS values between 1.07 and 1.89. The reaction proceeds completely homogeneously in dimethyl sulfoxide (DMSO)/TBAF × 3H2O (tetrabutylammonium fluoride trihydrate) using acyl-1H-benzotriazole as acylation agent. The cellulose esters were characterized by means of 1H NMR, GPC measurements, and solubility tests. |
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