Metal organic interactions at hydrothermal conditions

Patent metadata

Field	Value
Publication number	US-12187670-B2
Application number	US-202117157173-A
Country	US
Kind code	B2
Filing date	Jan 25, 2021
Priority date	Jan 24, 2020
Publication date	Jan 7, 2025
Grant date	Jan 7, 2025

Abstract

Oxidizing a first aromatic compound in the presence of a metal salt to yield a second aromatic compound includes combining the first aromatic compound, the metal salt, and water to yield an aqueous mixture, and heating the aqueous mixture at a temperature exceeding 200° C. to yield a reaction product that includes the second aromatic compound.

First claim

What is claimed is:

1. A method of oxidizing a first aromatic compound in the presence of a metal salt to yield a second aromatic compound, the method comprising:
combining the first aromatic compound, the metal salt, and water in a reaction vessel to yield an aqueous mixture;
sealing the aqueous mixture in the reaction vessel; and
heating the aqueous mixture under anoxic conditions in the reaction vessel at a temperature exceeding 200° C. for a length of time in a range from 25 hours to 125 hours to yield a reaction product comprising the second aromatic compound,
wherein the first aromatic compound is benzene, the metal salt is copper sulfate, and the second aromatic compound is phenol.

2. The method of claim 1 , wherein a selectivity of the reaction exceeds 96%.

3. The method of claim 1 , wherein a yield of phenol exceeds 40%.

4. The method of claim 1 , wherein the reaction product comprises copper metal.

5. The method of claim 1 , wherein the heating occurs under hydrothermal conditions.

6. The method of claim 1 , wherein the reaction vessel is a glass reaction vessel.

7. The method of claim 1 , further comprising removing oxygen from the water before combining the first aromatic compound, the metal salt, and the water in the reaction vessel.

8. The method of claim 7 , wherein removing oxygen from the water comprises sparging the water with argon.

9. The method of claim 1 , further comprising removing oxygen from the reaction vessel after sealing the aqueous mixture in the reaction vessel.

10. The method of claim 9 , wherein removing oxygen from the reaction vessel comprises removing air from the reaction vessel.

11. The method of claim 10 , wherein removing air from the reaction vessel comprises evacuating the reaction vessel to a pressure of less than 80 mTorr.

Assignees

• Loescher Grant
• Shock Everett
• Gould Ian
• Hartnett Hilairy
• Williams Lynda B
• Univ Arizona State

Inventors

• Loescher Grant
• Shock Everett
• Gould Ian
• Hartnett Hilairy
• Williams Lynda B

Classifications

• C07C45/29

  of hydroxy groups · CPC title

• C07C51/305

  with sulfur or sulfur-containing compounds · CPC title

• C07C37/02

  by substitution of halogen · CPC title

• C07C1/26

  starting from organic compounds containing only halogen atoms as hetero-atoms · CPC title

• C07C51/29

  with halogen-containing compounds which may be formed in situ · CPC title