# US 12,601,068 B2 · Method for manufacturing carbon monoxide or organic compound

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- Number: US 12,601,068 B2
- Document ID: US12601068B2
- Status: Granted
- Kind: B2
- Application number: 18/448,264
- Filed: 2023-08-11
- Published: 2023-11-30
- Granted: 2026-04-14
- Earliest claimed: 2021-02-12
- Assignees: The Doshisha; Daikin Industries, Ltd.
- Applicants: The Doshisha; Daikin Industries, Ltd.
- Inventors: Takuya Goto; Jinichi Koue; Yuta Suzuki; Kentaro Kozasa; Saya Nozaki; Shoma Tchorap-Yamamoto; Tomohiro Isogai; Yosuke Kishikawa; Akiyoshi Yamauchi
- Web page: https://patentgrep.com/patent/US12601068B2

## CPC

- C25B 1/23: Carbon monoxide or syngas
- C25B 3/26: of carbon dioxide
- C25B 3/03: Acyclic or carbocyclic hydrocarbons
- C25B 3/07: Oxygen containing compounds
- C25B 11/042: Electrodes formed of a single material
- C25B 11/043: Carbon, e.g. diamond or graphene
- C25B 11/051: Electrodes formed of electrocatalysts on a substrate or carrier
- C25B 11/061: Metal or alloy
- C25B 11/065: Carbon
- C25B 11/075: consisting of a single catalytic element or catalytic compound
- C25B: ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR (anodic or cathodic protection C23F13/00; single-crystal growth C30B)

## Abstract

A method for manufacturing carbon monoxide or an organic compound, which includes electrolytically reducing carbon dioxide to obtain carbon monoxide or an organic compound in an electrolytic reduction apparatus having an anode, a cathode, and an electrolytic solution containing carbon dioxide. Carbon dioxide is selectively reduced into carbon monoxide or a specific organic compound by a potential to be applied to between the anode and the cathode.

## Claims

### Claim 1

A method for manufacturing an organic compound, comprising electrolytically reducing carbon dioxide to obtain an organic compound in an electrolytic reduction apparatus having an anode electrode, a cathode electrode, and an electrolytic solution containing carbon dioxide, wherein the organic compound is butane, acetone, or an aromatic compound, the electrolytic solution includes an ionic liquid and water, the ionic liquid is an ammonium-based ionic liquid, and carbon dioxide is selectively reduced into butane, acetone, or an aromatic compound by a potential to be applied to between the anode electrode and the cathode electrode.

### Claim 2 (depends on 1)

The method for manufacturing an organic compound according to claim 1, wherein the ionic liquid is N,N-diethyl-N-(2-methoxyethyl)ammonium tetrafluoroborate or N,N-diethyl-N-methyl-N-(2-methoxyethyl)ammonium bis(trifluoromethanesulfonyl)imide.

### Claim 3 (depends on 1)

The method for manufacturing an organic compound according to claim 1, wherein the electrolytic solution comprises an additive.

### Claim 4 (depends on 3)

The method for manufacturing an organic compound according to claim 3, wherein the additive comprises a supporting electrolyte or a basic catalyst.

### Claim 5 (depends on 4)

The method for manufacturing an organic compound according to claim 4, wherein the supporting electrolyte is KHCO3, KHPO4, LiBF4, LiPF6, LiClO4, LiAsF6, LiTf, LiTFSI, Li(CF3SO2)2N, K2CO3, Li2CO3, Na2CO3, or NaHCO3.

### Claim 6 (depends on 4)

The method for manufacturing an organic compound according to claim 4, wherein the supporting electrolyte is KHCO3.

### Claim 7 (depends on 4)

The method for manufacturing an organic compound according to claim 4, wherein a volume ratio between the ionic liquid and the total of water and the supporting electrolyte is 1:99 to 99:1.

### Claim 8 (depends on 4)

The method for manufacturing an organic compound according to claim 4, wherein the basic catalyst is a hydroxide of an alkali metal or an alkaline earth metal.

### Claim 9 (depends on 4)

The method for manufacturing an organic compound according to claim 4, wherein the basic catalyst is Ca(OH)2, LiOH, NaOH, KOH, or CsOH.

### Claim 10 (depends on 1)

The method for manufacturing an organic compound according to claim 1, wherein the electrolytic reduction apparatus further comprises a reference electrode, the reference electrode is a Ag+/Ag electrode, and a potential of the cathode electrode is −5.0 to −1.5 V.

### Claim 11 (depends on 1)

The method for manufacturing an organic compound according to claim 1, wherein a temperature of the electrolytic solution is 0 to 100° C.

### Claim 12 (depends on 1)

The method for manufacturing an organic compound according to claim 1, wherein the cathode electrode is a plate electrode.

### Claim 13 (depends on 1)

The method for manufacturing an organic compound according to claim 1, wherein the anode electrode is a Pt, metal oxide, glassy carbon, or boron-doped diamond electrode, and the cathode electrode is a Cu, Ag, Fe, or Ni electrode.

### Claim 14 (depends on 1)

The method for manufacturing an organic compound according to claim 1, wherein the cathode electrode is a Ag, Cu, or Fe electrode.

### Claim 15 (depends on 1)

The method for manufacturing an organic compound according to claim 1, wherein the cathode electrode is a Ag, Cu, or Fe electrode, and the anode electrode is a Pt electrode.

### Claim 16 (depends on 1)

The method for manufacturing an organic compound according to claim 1, wherein butane, acetone, or an aromatic compound is selectively produced by setting the potential of the cathode electrode at a specific corresponding value.
