TY - JOUR
T1 - Identification of More Benign Cathode Materials for the Electrochemical Reduction of Levulinic Acid to Valeric Acid
AU - Bisselink, Roel J.M.
AU - Crockatt, Marc
AU - Zijlstra, Martin
AU - Bakker, Ivan J.
AU - Goetheer, Earl
AU - Slaghek, Ted M.
AU - van Es, Daan S.
PY - 2019
Y1 - 2019
N2 - The electrochemical production of valeric acid from the renewable bio-based feedstock levulinic acid has the potential to replace the oxo-process, which uses fossil-based feedstock 1-butylene. The electrochemical reduction of the ketone functionality in levulinic acid using lead or mercury cathodes has already been known for over 100 years. However, large-scale electrochemical production of valeric acid might be limited, owing to the toxicity of these materials. In this study, we identified three additional cathode materials, cadmium, indium, and zinc, which selectively and efficiently produce valeric acid. Of these materials, indium and zinc are considered more benign. More specifically, at indium there is no formation of the side product γ-valerolactone, thus resulting in the highest selectivity towards valeric acid. For the electrochemical reduction, a reaction mechanism involving the formation of an organometallic compound is proposed. Furthermore, a possible processing strategy is outlined to enable the continuous electrochemical production of valeric acid on a large scale.
AB - The electrochemical production of valeric acid from the renewable bio-based feedstock levulinic acid has the potential to replace the oxo-process, which uses fossil-based feedstock 1-butylene. The electrochemical reduction of the ketone functionality in levulinic acid using lead or mercury cathodes has already been known for over 100 years. However, large-scale electrochemical production of valeric acid might be limited, owing to the toxicity of these materials. In this study, we identified three additional cathode materials, cadmium, indium, and zinc, which selectively and efficiently produce valeric acid. Of these materials, indium and zinc are considered more benign. More specifically, at indium there is no formation of the side product γ-valerolactone, thus resulting in the highest selectivity towards valeric acid. For the electrochemical reduction, a reaction mechanism involving the formation of an organometallic compound is proposed. Furthermore, a possible processing strategy is outlined to enable the continuous electrochemical production of valeric acid on a large scale.
KW - Clemmensen reduction
KW - deoxygenation
KW - electrocatalysis
KW - renewable resources
KW - sustainable chemistry
UR - http://www.scopus.com/inward/record.url?scp=85068961317&partnerID=8YFLogxK
U2 - 10.1002/celc.201900734
DO - 10.1002/celc.201900734
M3 - Article
AN - SCOPUS:85068961317
SN - 2196-0216
VL - 6
SP - 3285
EP - 3290
JO - ChemElectroChem
JF - ChemElectroChem
IS - 13
ER -