577995-85-8Relevant academic research and scientific papers
Transformation of cellulose into biodegradable alkyl glycosides by following two different chemical routes
Villandier, Nicolas,Corma, Avelino
experimental part, p. 508 - 513 (2012/03/08)
The transformation of cellulose into long-chain alkyl glycoside surfactants has been carried out following two different routes: (1) Direct transformation of cellulose to butyl-, hexyl-, octyl-, decyl- and dodecyl-α,β- glycosides in an ionic liquid media and Amberlyst-15Dry as catalysts, with mass yield of up to 82%; and (2) two steps reaction with transformation of cellulose into methyl glucosides, with a procedure described by Zhang et al., followed by transacetalation with 1-octanol and 1-decanol in the presence of Amberlyst-15Dry. A kinetic study for the direct transformation of cellulose using 1-octanol has shown that depolymerisation of cellulose continues during the Fischer glycosidation. Increasing the chain length of the alcohol decreases the global reaction rate owing to an increase in the lipophilicity of the alcohol that decreases its contact with the carbohydrates. Finally, several acid catalysts were tested and the best results were obtained with Amberlyst-15Dry.
One pot catalytic conversion of cellulose into biodegradable surfactants
Villandier, Nicolas,Corma, Avelino
supporting information; scheme or table, p. 4408 - 4410 (2010/09/15)
Cellulose has been directly converted into environmentally friendly alkyl glycoside surfactants in a one pot transformation. By working in ionic liquid media with Amberlyst 15Dry (A15) as catalyst and coupling the rate of cellulose hydrolysis and the rate of glycosidation of the monosaccharides formed with C4 to C8 alcohols, it was possible to obtain 82% mass yield of octyl-α,β-glucoside plus octyl-α,β-xyloside.
Direct conversion of xylan into alkyl pentosides
Bouxin, Florent,Marinkovic, Sinisa,Bras, Jean Le,Estrine, Boris
scheme or table, p. 2469 - 2473 (2011/01/04)
Xylan has been used as a raw material in the synthesis of butyl, octyl and decyl glycosides. Mixtures of d-xylose-, l-arabinose- and d-glucose-based surfactants were obtained under smooth conditions with high yields in a one-pot process. The surface activities of octyl and decyl glycosides thus obtained have been studied and compared with that of pure alkyl d-xylosides. The results have confirmed that the new synthetic approach described in this paper is a potentially economical and efficient method for the preparation of environmentally friendly surfactants.
