IP Library Granted Patent US 9,428,446
Granted Patent B2
US 9,428,446 · App. 14/377,222 · Granted Aug 30, 2016

Process for the production of aminopropylmethylethanolamine

Inventors: Yuhao Ma (Jiangsu, CN); Peijun Xu (Jiangsu, CN); Jieping Chen (Jiangsu, CN); Philippe Leconte (Saint Fons, FR); Ann Mu (Shanghai, CN)
Assignee: Rhodia Operations
C07C253/30C07C213/02
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Quick Facts
Patent No.
US 9,428,446
App. No.
14/377,222
Granted
Aug 30, 2016
Kind
B2
Abstract

A new process for the production of APMMEA (aminopropylmethylethanolamine) is proposed. This process comprises at least 2 steps in which MEAPN (monomethylethanolaminopropionitrile) is first produced from MMEA (monomethylethanol amine) and ACN (acrylonitrile) and then said MEAPN is hydrogenated to obtain the corresponding amine, the APMMEA compound. APMMEA may be then eventually purified by several known process, notably by distillation.

Claims (14)

1. A process for the production of APMMEA comprising at least 2 steps:

(a) Production of MEAPN from reaction of MMEA and ACN;

(b) Hydrogenation of said MEAPN in the presence of a reaction medium comprising a catalyst, inorganic base, and water to produce APMMEA; and

(c) Isolation of said APMMEA.

2. The process according to claim 1 , wherein in said step (a) the molar/molar proportion of said MMEA/ACN is comprised between 0.98 and 1.2.

3. The process according to claim 1 , wherein the catalyst is a Raney metal.

4. The process according to claim 1 , wherein said inorganic base is selected from the group consisting of LiOH, NaOH, KOH, RbOH, CsOH and their mixtures.

5. The process according to claim 1 , wherein the amount of said inorganic base added is determined in order to have at least 0.2 mol of base per kilogram of said catalyst.

6. The process according to claim 1 , wherein in said step (b) the hydrogenation reaction is carried out in the presence of said APMMEA as solvent.

7. The process according to claim 6 , wherein the concentration of said APMMEA in the reaction medium is advantageously between 50% and 99% by weight, of the liquid phase of the hydrogenation reaction medium.

8. The process according to claim 1 , wherein in said step (b) the hydrogenation reaction is carried out in the presence of water as other component of the reaction medium.

9. The process according to claim 8 , wherein the water is present in an amount of less than or equal to 50% by weight, in the liquid phase of the total reaction medium.

10. The process according to claim 8 , wherein the water is present in an amount comprised between 0.1 and 15% by weight, in the liquid phase of the total reaction medium.

11. The process according to claim 1 , wherein said APMMEA is purified by continuous or batch distillation in a step (c) at atmospheric or reduced pressure.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2024
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 066374/0642 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2023
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 065488/0365 →
Continuity (1)
Related Publication 20150329479A1 · Nov 19, 2015