Method for depleting 2-methoxyethanol (MOE)

Patent metadata

Field	Value
Publication number	US-11214555-B2
Application number	US-201916971660-A
Country	US
Kind code	B2
Filing date	Feb 11, 2019
Priority date	Feb 22, 2018
Publication date	Jan 4, 2022
Grant date	Jan 4, 2022

Abstract

A process for the depletion of 2-methoxyethanol (MOE) from a mixture comprising predominantly morpholine (MO) (crude morpholine), wherein crude morpholine is distilled in a distillation column in the presence of an alkali metal compound of the general formula M + [RO − ] (M + is alkali metal cation and R is hydrogen (H), methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl or tert-butyl), where MO and a compound of the general formula R—OH are distilled off and an alkali metal methoxyethoxide of the general formula M + [MeOEtO − ] is obtained in the bottom of the column.

First claim

The invention claimed is:

1. A process for the depletion of 2-methoxyethanol (MOE) from a mixture comprising predominantly morpholine (MO) (crude morpholine), wherein crude morpholine is distilled in a distillation column in the presence of an alkali metal compound of the formula M + [RO − ] (M + is alkali metal cation and R is hydrogen (H), methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl or tert-butyl), where MO and a compound of the formula R—OH are distilled off and an alkali metal methoxyethoxide of the formula M + [MeOEtO − ] is obtained in the bottom of the column.

2. The process according to claim 1 , wherein the alkali metal compound is used in a 0.1-fold to 5-fold molar amount based,
(a) when an alkali metal hydroxide (alkali metal compound in which R is hydrogen (H)) is used, on the MOE (2-methoxyethanol) present in the crude morpholine,
(b) when an alkali metal alkoxide (alkali metal compound in which R is not hydrogen (H)) is used,
in a batchwise mode of operation, on the MOE (2-methoxyethanol) present in the crude morpholine and optionally water present in the crude morpholine, or
in a continuous mode of operation, on the MOE (2-methoxyethanol) present in the crude morpholine.

3. The process according to claim 1 , wherein M + is Li + , Na + or K + .

4. The process according to claim 1 , wherein the alkali metal compound is selected from the group consisting of lithium hydroxide, sodium hydroxide, potassium hydroxide, lithium methoxide, sodium methoxide, potassium methoxide, lithium ethoxide, sodium ethoxide, potassium ethoxide, lithium propoxide, sodium propoxide, potassium propoxide, lithium isopropoxide, sodium isopropoxide, potassium isopropoxide, lithium n-butoxide, sodium n-butoxide, potassium n-butoxide, lithium isobutoxide, sodium isobutoxide, potassium isobutoxide, lithium sec-butoxide, sodium sec-butoxide, potassium sec-butoxide, lithium tert-butoxide, sodium tert-butoxide, and potassium tert-butoxide.

5. The process according to claim 1 , wherein the alkali metal compound is used in the form of a solution in an alcohol of the formula R′—OH, in which R′ is methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl or tert-butyl, and R′—OH is likewise distilled off.

6. The process according to claim 5 , wherein in the case where an alkali metal alkoxide is used, the radical R′ corresponds to the radical R.

7. The process according to claim 5 , wherein the content of the alkali metal compound in the solution is 1% to 50% by weight (based on the total mass of the solution).

8. The process according to claim 5 , wherein the alkali metal compound used is sodium methoxide (20% to 40% by weight in methanol) or potassium ethoxide (15% to 35% by weight in ethanol).

9. The process according to claim 1 , wherein the crude morpholine is obtained by reaction of diethylene glycol (DEG) with ammonia and subsequent distillative removal of ammonia, water, aminodiglycol (ADG) and DEG from the reaction product.

10. The process according to claim 1 , wherein the crude morpholine comprises >85% by weight of morpholine (MO) and 0.1% to 5% by weight of methoxyethanol (MOE).

11. The process according to claim 1 , wherein the morpholine (MO) distilled off has a purity of >98.5% by weight and a content of methoxyethanol (MOE) of <0.1% by weight.

12. The process according to claim 1 , wherein the top pressure in the distillation column is 0.01 to 12 bar.

13. The process according to claim 1 , wherein for a continuous mode of operation crude morpholine and the alkali metal compound are supplied to the distillation column, R—OH is removed overhead and MO is removed via a side draw, and alkali metal methoxyethoxide is discharged via the bottom.

14. The process according to claim 13 , wherein the feed for the alkali metal compound and the side draw at which MO is removed are located in the stripping section of the distillation column.

15. The process according to claim 14 , wherein the feed for the alkali metal compound is located above the side draw at which MO is removed.

16. The process according to claim 15 , wherein the position of the feed for the alkali metal compound in the stripping section of the column is selected such that there is no significant amount of water present there.

Assignees

• Basf Se

Inventors

• Koch Eva
• Bussmann Oliver
• Pfeffinger Joachim
• Pastre Joerg
• Melder Johann-Peter

Classifications

• C07D295/027 Primary

  containing only one hetero ring · CPC title

• C07C41/42

  by distillation · CPC title

• C07D295/023 Primary

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