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Synthesis of new diesters of 1,4:3,6-dianhydro-d-glucitol by esterification with fatty acid chlorides

Cecutti, Marie-Christine and Mouloungui, Zéphirin and Gaset, Antoine Synthesis of new diesters of 1,4:3,6-dianhydro-d-glucitol by esterification with fatty acid chlorides. (1998) Bioresource Technology (66). 63-67. ISSN 0960-8524

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Abstract

A new series of esters was prepared by esterification of 1,4:3,6-dianhydro-o-glucitol with long chain fatty acid chlorides. The experimental conditions prevented thermal degradation of the sugar and led to diesters with a high degree of purity. The final products were readily isolated and characterized by IR and NMR. Molecular modelling confirmed that the exo and endo configurations of the o-alkyl groups of the diesters of isosorbide were retained. This work reports a novel synthesis of diesters of natural origin which shows promise in environmentally sensitive applications, such as phytosanitory adjuvants, requiring biodegradable materials as replacements for fossil-derived products.

Item Type:Article
HAL Id:hal-02089357
Audience (journal):International peer-reviewed journal
Uncontrolled Keywords:
Institution:Université de Toulouse > Institut National Polytechnique de Toulouse - INPT (FRANCE)
French research institutions > Institut National de la Recherche Agronomique - INRA (FRANCE)
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Deposited By: Yves MOMBOISSE
Deposited On:03 Apr 2019 14:31

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