Method for the continuous production of ketones from epoxides in a fixed bed

Patent metadata

Field	Value
Publication number	US-11034640-B1
Application number	US-201917250133-A
Country	US
Kind code	B1
Filing date	Jun 3, 2019
Priority date	Jun 7, 2018
Publication date	Jun 15, 2021
Grant date	Jun 15, 2021

Abstract

A method is useful for the continuous production of ketones from a compound with at least one epoxide group in at least one fixed bed reactor. A catalyst composition is used with at least one noble metal and at least one metal oxide. To reduce the proportions of high-boilers which form in the reaction, an inert gas is introduced so that a carbon monoxide partial pressure of 50 mbar or less is set in the reactor.

First claim

The invention claimed is:

1. A method, comprising:
continuously producing a ketone from a compound comprising at least one epoxide group, in a device comprising at least one fixed bed reactor, wherein the at least one fixed bed reactor contains a catalyst composition comprising at least one noble metal and at least one metal oxide, wherein at least one non-reactive gas is introduced in the reactor, and wherein
a. the pressure in the reactor upstream of the catalyst is at least 1.2 bar,
b. the gas phase of the reactor has a maximum hydrogen partial pressure of 0.2 bar, and
c. a carbon monoxide partial pressure of 50 mbar or less is set in a gas phase of the reactor downstream of the catalyst by introducing at least one inert gas.

2. The method according to claim 1 , wherein a carbon monoxide partial pressure of 30 mbar or less is set in the gas phase of the fixed bed reactor.

3. The method according to claim 1 , wherein the metal oxide of the catalyst system comprises titanium dioxide, zirconium dioxide, or mixtures thereof, or consists of titanium dioxide, zirconium dioxide, or mixtures thereof.

4. The method according to claim 1 , wherein the total pressure in the reactor is 4 bar or less.

5. The method according to claim 1 , wherein a ratio of the amount of inert gas and the amount of the compound comprising epoxide group is at least 0.5.

6. The method according to claim 1 , wherein at least one further fixed bed reactor is downstream of the fixed bed reactor.

7. The method according to claim 6 , wherein offgas is introduced in countercurrent between the fixed bed reactors.

8. The method according to claim 1 , wherein the compound comprising at least one epoxide group is a cycloaliphatic compound having 4 to 20 carbon atoms.

9. The method according to claim 7 , wherein the compound comprising at least one epoxide group comprises monoepoxycyclododecane.

10. A method for synthesizing g lactam, the method comprising:
a. rearranging at least one compound comprising an epoxide group to a ketone,
b. oximating the ketone to an oxime, and
c. rearranging, by Beckmann rearrangement, the oxime to the lactam,
wherein the rearrangement a. is conducted according to the method of claim 1 .

11. The method according to claim 1 , wherein the gas phase of the reactor in b. has no hydrogen.

12. The method according to claim 1 , wherein the total pressure in the reactor is 2 bar or less.

13. The method according to claim 1 , wherein a proportion of high-boiling by-products is less than 5% by weight, based on the epoxide converted.

Assignees

• Evonik Operations Gmbh

Inventors

• Micoine Kévin
• Cameretti Luca
• Meier Ralf
• Stergar Marcus Matthias
• Schulte-Althoff Dominik
• Prinz Axel

Classifications

• C07C2521/06

  Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof · CPC title

• B01J21/08

  Silica · CPC title

• C07C45/58 Primary

  in three-membered rings · CPC title

• B01J21/066

  Zirconium or hafnium; Oxides or hydroxides thereof · CPC title

• B01J8/0492

  Feeding reactive fluids (for solid material, see B01J8/0015) · CPC title