Biomass conversion to diesel via the etherification of furanyl alcohols catalyzed by Amberlyst-15
摘要:
The etherification of furanyl alcohols produced from biomass-derived glucose and fructose has been a growing area of research for production of alternative diesel additives. We have determined that the Bronsted acidic resin catalyst, Amberlyst-15, is highly active and selective for the etherification of furanyl alcohols by both ethanol and butanol. The mechanism and kinetics of this reaction were investigated using 5-methylfurfuryl alcohol (MFA) as a probe molecule. Etherification of MFA was found to be first order in both the concentrations of furanyl alcohol and the acid sites. The mechanism of MFA etherification also holds for the etherification of 2,5-bis(hydroxymethyl)furan (BHMF) and 5-(hydroxymethyl)furfural (HMF). In the case of HMF, we find that acetalization of HMF precedes etherification in alcohol solutions. The apparent activation energy of furanyl alcohol etherification in ethanol and butanol solutions ranged from 17.0 to 26.3 kcal/mol. Electron donation/withdrawal at the 2 or 5 position of the furan ring in addition to solvent polarity was found to have significant effects on the rate of furanyl alcohol etherification. (C) 2014 Elsevier Inc. All rights reserved.
[EN] CATALYTIC SYNTHESIS OF REDUCED FURAN DERIVATIVES<br/>[FR] SYNTHÈSE CATALYTIQUE DE DÉRIVÉS DE FURANE RÉDUITS
申请人:ARCHER DANIELS MIDLAND CO
公开号:WO2014175989A1
公开(公告)日:2014-10-30
The present invention relates to catalytic synthesis of furan derivatives from alkoxymethylfurfural ethers or acyloxymethylfurfural esters. More particularly, the invention pertains to furan derivatives obtained by use of a multifunctional catalyst system to carry out both hydrogenation of furan starting material and hydrolysis of the reduced furan derivative in a single reaction. The process allows recovering and recycling of alcohol or acid from the reaction product.