Gas-phase process for the conversion of glycolaldehyde with an aminating agent

Patent metadata

Field	Value
Publication number	US-12428383-B2
Application number	US-202017617503-A
Country	US
Kind code	B2
Filing date	Jun 2, 2020
Priority date	Jun 11, 2019
Publication date	Sep 30, 2025
Grant date	Sep 30, 2025

Abstract

A process for the conversion of glycolaldehyde with an aminating agent in the presence of hy-5 drogen and of a catalyst, wherein the conversion is carried out in the gas phase.

First claim

The invention claimed is:

1. A process for the conversion of glycolaldehyde with an aminating agent in the presence of hydrogen and of a catalyst, wherein the conversion is carried out in the gas phase and in the presence of one or more solvents wherein the weight fraction of water in the one or more solvents present during the process is in the range of 50 to 100 percent by weight and wherein the aminating agent is a compound of formula (I)

in which
R 1 , R 2 are hydrogen (H), alkyl, cycloalkyl, alkoxyalkyl, dialkylaminoalkyl, aryl, aralkyl, or alkylaryl, or together are —(CH 2 ) j —X—(CH 2 ) k —,
X is CH 2 , CHR 3 , oxygen (O), sulfur(S) or NR 3 ,
R 3 is hydrogen (H), alkyl, or alkylphenyl,
j, k are each integers from 1 to 4.

2. The process according to claim 1 , wherein the glycolaldehyde is provided to the process in the gaseous form, and wherein the aminating agent is provided to the process in the gaseous form.

3. The process according to claim 2 , wherein the glycolaldehyde is provided to the process in the gaseous form by evaporation of glycolaldehyde from mixtures of glycolaldehyde and one or more solvents in which the content of glycolaldehyde is in the range of 2 to 50 percent by weight, based on the total weight of glycolaldehyde and the one or more solvents.

4. The process according to claim 2 , wherein the aminating agent is provided to the process in its gaseous form by evaporation of the aminating in its pure form or by evaporation of mixtures of aminating agent in one or more solvents.

5. The process according to claim 2 , wherein the glycolaldehyde is provided to the process in the gaseous form by feed gaseous effluents obtained from the manufacture of glycolaldehyde.

6. The process according to claim 5 , wherein the glycolaldehyde in its gaseous form is obtained from the hydrous thermolysis of sugars or pyrolysis of wood.

7. The process according to claim 2 , wherein the aminating agent which is provided to the process is transferred into its gaseous form in the absence of glycolaldehyde and glycolaldehyde which is provided to the process is transferred into gaseous form in the absence of aminating agent.

8. The process according to claim 2 , wherein the gaseous aminating agent and the gaseous glycolaldehyde are provided separately to the process or wherein the gaseous aminating agent and the gaseous glycolaldehyde are mixed to obtain a mixed feed stream.

9. The process according to claim 1 , wherein the proportion of glycolaldehyde which is present during the process is in the range of 1 to 50 percent by volume.

10. The process according to claim 1 , wherein the molar ratio of glycolaldehyde to aminating agent which is present during the process is in the range to 1:1 to 100 and/or wherein the molar ratio of hydrogen to glycolaldehyde which is present during the process is in the range of 10:1 to 500:1.

11. The process according to claim 1 , wherein the proportion of solvent which is present during the process is in the range of 1 to 50 percent by volume.

12. The process according to claim 1 , wherein the conversion of glycolaldehyde is carried out at a pressure of 0.01 to 200 bar and/or at a temperature of 120 to 600° C.

Assignees

• Basf Se

Inventors

• Huber Tatjana
• Ernst Martin
• Melder Johann-Peter
• Jaegli Stephanie
• Krug Thomas

Classifications

• C07C213/10

  Separation; Purification; Stabilisation; Use of additives · CPC title

• C07C213/04

  by reaction of ammonia or amines with olefin oxides or halohydrins · CPC title

• C07C209/84

  Purification · CPC title

• C07C209/26 Primary

  by reduction with hydrogen · CPC title

• C07C213/02 Primary

  by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups · CPC title