Heterocycle catalyzed electrochemical process

Patent metadata

Field	Value
Publication number	US-9970117-B2
Application number	US-201414488848-A
Country	US
Kind code	B2
Filing date	Sep 17, 2014
Priority date	Mar 19, 2010
Publication date	May 15, 2018
Grant date	May 15, 2018

Abstract

A method for heterocycle catalyzed electrochemical reduction of a carbonyl compound is disclosed. The method generally includes steps (A) to (C). Step (A) may introduce the carbonyl compound into a solution of an electrolyte and a heterocycle catalyst in a divided electrochemical cell. The divided electrochemical cell may include an anode in a first cell compartment and a cathode in a second cell compartment. The cathode generally reduces the carbonyl compound to at least one aldehyde compound. Step (B) may vary which of the aldehyde compounds is produced by adjusting one or more of (i) a cathode material, (ii) the electrolyte, (iii) the heterocycle catalyst, (iv) a pH level and (v) an electrical potential. Step (C) may separate the aldehyde compounds from the solution.

First claim

The invention claimed is:

1. A method for heterocycle catalyzed hydrodimerization of carbonyl-containing molecules, comprising the steps of:
(A) introducing said carbonyl-containing molecules into a solution of an electrolyte and a heterocycle catalyst in a divided electrochemical cell, wherein (i) said divided electrochemical cell comprises an anode in a first cell compartment and a cathode in a second cell compartment, (ii) said cathode hydrodimerizing said carbonyl-containing molecules into at least one organic product;
(B) varying which of said organic products is produced by adjusting one or more of (i) a cathode material, (ii) said electrolyte, (iii) said heterocycle catalyst, (iv) a pH level and (v) an electrical potential; and
(C) separating said organic products from said solution, wherein said heterocycle catalyst is one or more of amino-thiazole, aromatic heterocyclic amines with an aromatic 5-member heterocyclic ring, aromatic heterocyclic amines with 6-member heterocyclic ring, azoles, benzimidazole, bipyridines, furan, imidazoles, imidazole related species with at least one five-member ring, indoles, pyridines, pyridine related species with at least one six-member ring, pyrrole, thiophene and thiazoles.

2. The method according to claim 1 , wherein said electrolyte is at least one of Na 2 SO 4 , KCl, NaNO 3 , NaCl, NaF, NaClO 4 , KClO 4 , K 2 SiO 3 , CaCl 2 , a H cation, a Li cation, a Na cation, a K cation, a Rb cation, a Cs cation, a Ca cation, an ammonium cation, an alkylammonium cation, a F anion, a Cl anion, a Br anion, an I anion, an At anion, an alkyl amine, berates, carbonates, nitrites, nitrates, phosphates, polyphosphates, perchlorates, silicates, sulfates, and a tetraalkyl ammonium salt.

3. The method according to claim 1 , wherein said organic products comprise one or more of butanone, butanol, octanone and octanol.

4. The method according to claim 1 , wherein said carbonyl-containing molecules comprise one or more of acetaldehyde, butyric acid and lactic acid.

Assignees

• Liquid Light Inc
• Univ Princeton
• Avantium Knowledge Centre Bv

Inventors

• Cole Emily Barton
• Bocarsly Andrew B

Classifications

• C25B11/048

  Organic compounds · CPC title

• C25B1/135

  Carbon · CPC title

• C25B9/19

  with diaphragms · CPC title

• C25B3/25 Primary

  Reduction · CPC title

• C25B3/105

  Chemistry & Metallurgy · mapped topic