US 12,410,528 B2
Aerobic electrocatalytic oxidation of hydrocarbons
Ronny Neumann, Kfar Saba (IL); and Yehonatan Kaufman, Rehovot (IL)
Assigned to YEDA RESEARCH AND DEVELOPMENT CO. LTD., Rehovot (IL)
Appl. No. 18/002,661
Filed by YEDA RESEARCH AND DEVELOPMENT CO. LTD., Rehovot (IL)
PCT Filed Jun. 17, 2021, PCT No. PCT/IL2021/050734
§ 371(c)(1), (2) Date Dec. 21, 2022,
PCT Pub. No. WO2021/260679, PCT Pub. Date Dec. 30, 2021.
Claims priority of application No. 275588 (IL), filed on Jun. 22, 2020.
Prior Publication US 2023/0235464 A1, Jul. 27, 2023
Int. Cl. C25B 3/07 (2021.01); C25B 3/09 (2021.01); C25B 3/23 (2021.01); C25B 11/061 (2021.01); C25B 11/065 (2021.01); C25B 11/077 (2021.01); C25B 11/081 (2021.01); C25B 15/027 (2021.01)
CPC C25B 3/07 (2021.01) [C25B 3/23 (2021.01); C25B 11/061 (2021.01); C25B 11/065 (2021.01); C25B 11/077 (2021.01); C25B 11/081 (2021.01); C25B 15/027 (2021.01)] 27 Claims
 
1. A method for the preparation of oxygenated hydrocarbon products from a hydrocarbon under electrochemical reducing conditions, comprising the step of (a) contacting a hydrocarbon with molecular oxygen and with a polyoxometalate catalyst of the general formula (1):
Qi[XjMkCulWmOn]
or a solvate thereof;
wherein:
i is between 0-50;
j is between 0-4;
k is 0;
1 is between 1-5;
m is between 10-20;
n is between 50-100;
each of Q is independently selected from alkali metal cation, alkaline earth metal cation, transition metal cation, NH4+ and H+;
each of X is independently P, As, Si, B or Al;
each of M is independently Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Nb, Mo, Ru, Rh, Pd, Ag, Re, Os, Ir or Pt;
wherein said contacting step (a) is conducted in an electrochemical cell, said electrochemical cell comprises a cathode, an anode and the polyoxometalate catalyst and wherein a voltage is applied to said cell, thereby generating oxygenated hydrocarbon products;
wherein in step (a) one or more of the Cu atoms in the polyoxometalate catalyst is reduced by applied electrochemical reducing conditions to form reduced Cu atoms;
subsequent contact of the polyoxometalate catalyst with the reduced Cu atoms, with the molecular oxygen and the hydrocarbon, the hydrocarbon oxygenates to obtain the oxygenated hydrocarbon products; and following the oxygenation of the hydrocarbons, the reduced Cu atoms in the polyoxometalate catalyst are reoxidized to their original oxidation state.