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Bi-acylation of cellulose: determining the relative reactivities of the acetyl and fatty-acyl moieties

Peydecastaing, Jérôme and Vaca-Garcia, Carlos and Borredon, Marie-Elisabeth Bi-acylation of cellulose: determining the relative reactivities of the acetyl and fatty-acyl moieties. (2011) Cellulose, 18 (4). 1015-1021. ISSN 0969-0239

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Official URL: http://dx.doi.org/10.1007/s10570-011-9528-9


The global reaction between acetic anhydride and a fatty acid yields, at equilibrium, an asymmetric acetic-aliphatic anhydride in a medium containing finally: acetic-fatty anhydride, acetic anhydride, fatty acid, acetic acid and fatty anhydride. No solvent or catalyst was used to evaluate the impact of the actual reactivity of the anhydrides. The competition between the formation of acetyl and fatty acyl ester functions was evaluated by determining the ratio of acetyl/fatty acyl groups grafted on solid cellulose. The influence of temperature, reaction time, and length of fatty chain on the total degree of substitution and on the ratio of acetyl/fatty acyl ester functions was investigated. For the first time, a correlation has been established between esterification and the length of the aliphatic chain of the fatty acid. Reactivity of the medium decreased with the number of carbons in the fatty acid, raised to the power 2.37.

Item Type:Article
Additional Information:Thanks to Springer editor. The definitive version is available at http://www.springerlink.com/content/c761125v55170161/
HAL Id:hal-02080047
Audience (journal):International peer-reviewed journal
Uncontrolled Keywords:
Institution:Université de Toulouse > Institut National Polytechnique de Toulouse - Toulouse INP (FRANCE)
French research institutions > Institut National de la Recherche Agronomique - INRA (FRANCE)
Laboratory name:
Deposited On:02 Sep 2011 13:14

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