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Use of crude glycerol from biodiesel producers and fatty materials to prepare allyl esters

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Issue date
2011
Author
Escribà i Gelonch, Marc
Eras i Joli, Jordi
Villorbina Noguera, Gemma
Balcells Fluvià, Mercè
Blanch, C.
Barniol, N.
Canela i Garayoa, Ramon
Suggested citation
Escribà i Gelonch, Marc; Eras i Joli, Jordi; Villorbina Noguera, Gemma; Balcells Fluvià, Mercè; Blanch, C.; Barniol, N.; Canela i Garayoa, Ramon; . (2011) . Use of crude glycerol from biodiesel producers and fatty materials to prepare allyl esters. Waste and Biomass Valorization, 2011, vol. 2, núm. 3, p. 285–290. https://doi.org/10.1007/s12649-011-9073-7.
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Abstract
Vegetable oils and fats are important renewable raw materials for use by the biodiesel industry. One drawback of this industry is the large amounts of glycerol produced as a by-product. Consequently, crude glycerol is moving from a by-product to a residue. New industrial applications for this substance are required. A conversion of this by-product to allyl esters using various fatty materials in a two-step process is reported: After a simultaneous alcoholysis–chlorination reaction of vegetable oils and fats without a solvent, allyl esters were synthesized in a high yield by a rearrangement–elimination reaction using n-butanol as a solvent. All the reactions could be carried out using conventional heating or microwave irradiation with comparable results. Microwave irradiation allows for an important reduction in the reaction time.
URI
http://hdl.handle.net/10459.1/58390
DOI
https://doi.org/10.1007/s12649-011-9073-7
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Waste and Biomass Valorization, 2011, vol. 2, núm. 3, p. 285–290
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  • Publicacions de projectes de recerca del Plan Nacional [2223]
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  • Combining AlCl3·6H2O and an ionic liquid to prepare chlorohydrin esters from glycerol 

    Villorbina Noguera, Gemma; Tomàs, Albert; Escribà i Gelonch, Marc; Oromí Farrús, Mireia; Eras i Joli, Jordi; Balcells Fluvià, Mercè; Canela i Garayoa, Ramon (Elsevier, 2009)
    We describe here the first example in which glycerol has been transformed into chlorohydrin esters using an ionic liquid and hydrated aluminium chloride. The method avoids using Crown-18 ether, which was needed to obtain ...
  • From symmetric glycerol derivatives to dissymmetric chlorohydrins 

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    The anticipated worldwide increase in biodiesel production will result in an accumulation of glycerol for which there are insufficient conventional uses. The surplus of this by-product has increased rapidly during the last ...
  • A tandem Finkelstein-rearrangement–elimination reaction: a straightforward synthetic route to allyl esters 

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    Allyl esters can be obtained by a Finkelstein-rearrangement–elimination reaction of 2-chloro-1-(chloromethyl)ethyl esters induced by NaI. Sodium iodide can be used below equivalence using a reductive agent as sodium ...

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