Bio-derived fuel additives from furfural and cyclopentanone

Here, we describe a new method for highly selective catalytic hydrogenation of fully biomass-derived 2,5-bis(2-furylmethylidene)cyclopentan-1-one (F2C) to the corresponding bis-cyclic ethers. The study highlights that by the choice of heterogeneous catalyst and solvent from three kinds of double bon...

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Bibliographic Details
Published in:Fuel processing technology 2015-10, Vol.138, p.564-569
Main Authors: Hronec, Milan, Fulajtárova, Katarína, Liptaj, Tibor, Prónayová, Naďa, Soták, Tomáš
Format: Article
Language:English
Subjects:
2,5-Bis(2-furylmethylidene)cyclopentan-1-one
Catalysis
Catalysts
Chemical bonds
Cyclic ethers
Ethers
Fuel additives
Furfural
Hydrogenation
Saturation
Selectivity
Solvents
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Summary:Here, we describe a new method for highly selective catalytic hydrogenation of fully biomass-derived 2,5-bis(2-furylmethylidene)cyclopentan-1-one (F2C) to the corresponding bis-cyclic ethers. The study highlights that by the choice of heterogeneous catalyst and solvent from three kinds of double bonds present in the F2C molecule it is possible hydrogenate only one or both exocyclic CC bonds with selectivities 88 and 95%, respectively, or to obtain mono- or bis-cyclic ethers by saturation of CC bonds in furan rings. Using commercial palladium catalysts supported on activated carbon and hydrocarbons (cyclohexane, n-heptane) as the solvents complete saturation of all CC bonds can be achieved at very mild reaction conditions throughout 20min in about 90% yield. The complete conversion of F2C and very similar selectivity and products distribution could be achieved after six catalytic runs without extra catalyst treatment or reactivation. [Display omitted] •Simple synthesis of furan derived bis-cyclic ethers is described.•The ethers are suitable as diesel blending agents.•Catalytic process is conducted at very mild reaction conditions.•Hydrocarbons serve as proper solvents.•Crucial effect on selectivity has heterogeneous catalyst.
ISSN:0378-3820
1873-7188
DOI:10.1016/j.fuproc.2015.06.036