4.5 Article

Esterification of cellulose with acyl-1H-benzotriazole

Journal

POLYMER BULLETIN
Volume 65, Issue 9, Pages 873-881

Publisher

SPRINGER
DOI: 10.1007/s00289-010-0250-9

Keywords

Acyl-1H-benzotriazole; Cellulose ester; Activated carboxylic acid; DMSO/TBAF x 3H2O

Funding

  1. European Polysaccharide Network of Excellence (EPNOE)

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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 x 3H(2)O (tetrabutylammonium fluoride trihydrate) using acyl-1H-benzotriazole as acylation agent. The cellulose esters were characterized by means of H-1 NMR, GPC measurements, and solubility tests.

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