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Electrocatalytic Hydrogenation of 5‐Hydroxymethylfurfural in Acidic Solution
Author(s) -
Kwon Youngkook,
Birdja Yuvraj Y.,
Raoufmoghaddam Saeed,
Koper Marc T. M.
Publication year - 2015
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201500176
Subject(s) - chemistry , furan , catalysis , tetrahydrofuran , nickel , metal , 5 hydroxymethylfurfural , antimony , cyclic voltammetry , inorganic chemistry , nuclear chemistry , organic chemistry , electrochemistry , electrode , solvent
Electrocatalytic hydrogenation of 5‐hydroxymethylfurfural (HMF) is studied on solid metal electrodes in acidic solution (0.5 M H 2 SO 4 ) by correlating voltammetry with on‐line HPLC product analysis. Three soluble products from HMF hydrogenation are distinguished: 2,5‐dihydroxymethylfuran (DHMF), 2,5‐dihydroxymethyltetrahydrofuran (DHMTHF), and 2,5‐dimethyl‐2,3‐dihydrofuran (DMDHF). Based on the dominant reaction products, the metal catalysts are divided into three groups: (1) metals mainly forming DHMF (Fe, Ni, Cu, and Pb), (2) metals forming DHMF and DMDHF depending on the applied potentials (Co, Ag, Au, Cd, Sb, and Bi), and (3) metals forming mainly DMDHF (Pd, Pt, Al, Zn, In, and Sb). Nickel and antimony are the most active catalysts for DHMF (0.95 m M cm −2 at ca. −0.35 V RHE and −20 mA cm −2 ) and DMDHF (0.7 m M cm −2 at −0.6 V RHE and −5 mA cm −2 ), respectively. The pH of the solution plays an important role in the hydrogenation of HMF: acidic condition lowers the activation energy for HMF hydro‐genation and hydrogenates the furan ring further to tetrahydrofuran.