A Green Approach for Producing Solvent-free Anisyl Acetate by Enzymecatalyzed Direct Esterification in Sponge-like Ionic Liquids Under Conventional and Microwave Heating
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Otros documentos de la autoría: Lozano, Pedro; Bernal, Juana M.; Lajarin, Almudena; Romera, Daniel; Garcia-Verdugo, Eduardo; Sánchez Gómez, Gregorio; Pucheault, Mathieu; Vaultier, Michel; Burguete, M. Isabel; Luis, Santiago V.
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http://dx.doi.org/10.2174/2213346101666131113201434 |
Metadatos
Título
A Green Approach for Producing Solvent-free Anisyl Acetate by Enzymecatalyzed Direct Esterification in Sponge-like Ionic Liquids Under Conventional and Microwave HeatingAutoría
Fecha de publicación
2014Editor
Bentham Science PublishersISSN
2213-3461; 2213-347XTipo de documento
info:eu-repo/semantics/articleVersión de la editorial
http://www.eurekaselect.com/117953/article#Palabras clave / Materias
Anisyl acetate | Anisyl alcohol | Biocatalysis | Biocatalytic process | Clean process | Enzymatic synthesis | Esterification | Flavours | Fragrances | Green chemistry | Ionic liquids | Lipase | Neoteric solvents | Pure products | Solvent-free | Sponge-like ionic liquids | Sustainable chemistry | Switchable ionic liquids
Resumen
The biocatalytic synthesis of anisyl acetate fragrance was carried out by direct esterification of acetic acid with anisyl alcohol in sponge-like ionic liquids (SLILs), e.g. N,N,N,N-hexadecyltrimethylammonium bis(tr ... [+]
The biocatalytic synthesis of anisyl acetate fragrance was carried out by direct esterification of acetic acid with anisyl alcohol in sponge-like ionic liquids (SLILs), e.g. N,N,N,N-hexadecyltrimethylammonium bis(trifluoromethylsulfonyl) imide ([C16tma][NTf2], N,N,N,N-octadecyltrimethylammonium bis(trifluoromethylsulfonyl)imide ([C18tma] [NTf2]), etc. as reaction/separation media under conventional and microwave (MW) heating. These SLILs are temperatureswitchable ionic liquid/solid phases that behave as sponges. As liquid phases, they are excellent monophasic reaction media for the lipase-catalyzed synthesis of anisyl acetate, the product yield being improved up to 100% for 2 hour reaction under the appropriate reaction conditions (i.e. SLIL concentration, alcohol: acid molar ratio, enzyme amount, dehydrating molecular sieves, temperature and MW heating). As a function of the phase behaviour of different SLIL/anisyl acetate mixtures, a new clean separation protocol based on the centrifugation of the solid IL/flavour ester through nylon membranes was proposed, which provided a nearly full separation of the solid SLIL and the easy recovery of the reaction mixture. The enzymatic synthesis of anisyl acetate in [C16tma] [NTf2] under MW assistance, followed by the separation step of the solid SLIL, provided a nearly solvent-free fragrance product with up to 0.89 g/mL concentration. The catalytic activity of the enzyme / SLIL system remained unchanged for ten consecutive operational cycles. This work reports a straightforward and sustainable approach for producing anisyl acetate as a natural flavour and demonstrates to be suitable for scaling-up, providing a high potential for practical application. - See more at: http://www.eurekaselect.com/117953/article#sthash.gtaUTy8B.dpuf [-]
Publicado en
Current Green Chemistry, 2014, vol. 1, núm. 2Derechos de acceso
© 2014 Bentham Science Publishers
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