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A Green Approach for Producing Solvent-free Anisyl Acetate by Enzymecatalyzed Direct Esterification in Sponge-like Ionic Liquids Under Conventional and Microwave Heating
dc.contributor.author | Lozano, Pedro | |
dc.contributor.author | Bernal, Juana M. | |
dc.contributor.author | Lajarin, Almudena | |
dc.contributor.author | Romera, Daniel | |
dc.contributor.author | Garcia-Verdugo, Eduardo | |
dc.contributor.author | Sánchez Gómez, Gregorio | |
dc.contributor.author | Pucheault, Mathieu | |
dc.contributor.author | Vaultier, Michel | |
dc.contributor.author | Burguete, M. Isabel | |
dc.contributor.author | Luis, Santiago V. | |
dc.date.accessioned | 2015-10-06T19:03:09Z | |
dc.date.available | 2015-10-06T19:03:09Z | |
dc.date.issued | 2014 | |
dc.identifier.issn | 2213-3461 | |
dc.identifier.issn | 2213-347X | |
dc.identifier.uri | http://hdl.handle.net/10234/135165 | |
dc.description.abstract | 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 | ca_CA |
dc.format.extent | 10 p. | ca_CA |
dc.format.mimetype | application/pdf | ca_CA |
dc.language.iso | eng | ca_CA |
dc.publisher | Bentham Science Publishers | ca_CA |
dc.relation.isPartOf | Current Green Chemistry, 2014, vol. 1, núm. 2 | ca_CA |
dc.rights | © 2014 Bentham Science Publishers | ca_CA |
dc.rights.uri | http://rightsstatements.org/vocab/InC/1.0/ | * |
dc.subject | Anisyl acetate | ca_CA |
dc.subject | Anisyl alcohol | ca_CA |
dc.subject | Biocatalysis | ca_CA |
dc.subject | Biocatalytic process | ca_CA |
dc.subject | Clean process | ca_CA |
dc.subject | Enzymatic synthesis | ca_CA |
dc.subject | Esterification | ca_CA |
dc.subject | Flavours | ca_CA |
dc.subject | Fragrances | ca_CA |
dc.subject | Green chemistry | ca_CA |
dc.subject | Ionic liquids | ca_CA |
dc.subject | Lipase | ca_CA |
dc.subject | Neoteric solvents | ca_CA |
dc.subject | Pure products | ca_CA |
dc.subject | Solvent-free | ca_CA |
dc.subject | Sponge-like ionic liquids | ca_CA |
dc.subject | Sustainable chemistry | ca_CA |
dc.subject | Switchable ionic liquids | ca_CA |
dc.title | A Green Approach for Producing Solvent-free Anisyl Acetate by Enzymecatalyzed Direct Esterification in Sponge-like Ionic Liquids Under Conventional and Microwave Heating | ca_CA |
dc.type | info:eu-repo/semantics/article | ca_CA |
dc.identifier.doi | http://dx.doi.org/10.2174/2213346101666131113201434 | |
dc.rights.accessRights | info:eu-repo/semantics/restrictedAccess | ca_CA |
dc.relation.publisherVersion | http://www.eurekaselect.com/117953/article# | ca_CA |
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