Synthesis of renewable monomer 2, 5-bishydroxymethylfuran from highly concentrated 5-hydroxymethylfurfural in deep eutectic solvents

다국어 초록 (Multilingual Abstract)

2, 5-Bishydroxymethylfuran (BHMF) has been currently emerged as a promising biomass-derivedmonomer. It is highly desirable to proceed a chemical process at a high substrate concentration, by whicha facile and cost-effective separation of products can be expected. Herein, we report for thefirst time onthe hydrogenation of highly concentrated 5-hydroxymethylfurfural (HMF) in deep eutectic solvents(DESs), giving a near quantitative selectivity towards BHMF in ChCl-glycerol DES at 25 C in 3 h usingNaBH4 as the H-donor. DES is hailed as a new class of green solvent, in which HMF/BHMF could bestabilized by the strong hydrogen-bond interaction, and allowed the selective hydrogenation of HMF athigh concentration up to 40 wt%. Notably, the resulting BHMF could be facilely separated by extractionwith ethyl acetate, and then high purity of BHMF with a desirable isolated yield around 80% was obtainedafter removing of ethyl acetate. Additionally, the reaction efficiency of HMF hydrogenation in DESs wasverified to be strongly associated with the viscosity of DESs and the pKa value of hydrogen-bonding donor.

참고문헌 (Reference)

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