IP Library Granted Patent US 12,577,595
Granted Patent B2
US 12,577,595 · App. 17/923,517 · Granted Mar 17, 2026

Method for preparing a fatty amidoalkyldialkylamine

Inventors: Hocine Kabir (Communay, FR); Cinthia Nakamura (Sao Paulo, BR); Paula Delgado (Sao Paulo, BR); Fernanda Hoelscher (Barão Geraldo, BR)
Assignee: SPECIALTY OPERATIONS FRANCE
C12P13/02C12N11/087C12Y301/01003
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Quick Facts
Patent No.
US 12,577,595
App. No.
17/923,517
Granted
Mar 17, 2026
Kind
B2
Abstract

The present invent ion concerns a method for preparing a fatty amidoalkyldialkylamine by reacting a fatty acid with a dialkylaminoalkylamine, using a molar ratio of said dialkylaminoalkylamine to said fatty acid of more than 1 and up to 1.5, in the presence of Candida antarctica lipase as catalyst.

Claims (23)

1 . A method for preparing at least one fatty amidoalkyldialkylamine by reacting at least one fatty acid containing from 8 to 24 carbon atoms with at least one dialkylaminoalkylamine of formula (I):

in which: R 1 represents a divalent alkyl group containing from 2 to 6 carbon atoms; R 2 and R 3 represent, independently of each other, monovalent alkyl groups-containing from 1 to 4 carbon atoms,

using a molar ratio of said dialkylaminoalkylamine to said fatty acid of more than 1 and up to 1.5,

in a presence of Candida antarctica lipase as a catalyst,

wherein the reaction is carried out under vacuum at a pressure ranging from 25*10 2 to 200*10 2 Pa.

2 . The method of claim 1 , wherein the at least one fatty acid contains from 10 to 20 carbon atoms.

3 . The method of claim 2 , wherein the at least one fatty acid contains from 12 to 18 carbon atoms.

4 . The method of claim 1 , wherein the at least one fatty acid is chosen from lauric acid, stearic acid, oleic acid, and mixtures thereof, as well as mixtures of fatty acids comprising from 8 to 18 carbon atoms.

5 . The method of claim 4 , wherein the at least one fatty acid is chosen from lauric acid and stearic acid.

6 . The method of claim 1 , wherein in formula (I), R 1 represents a divalent alkyl group containing 3 or 4 carbon atoms.

7 . The method of claim 1 , wherein in formula (I), the R 2 and R 3 groups are identical.

8 . The method of claim 7 , wherein in formula (I), the R 2 and R 3 groups both represent methyl groups.

9 . The method of claim 1 , wherein the dialkylaminoalkylamine of formula (I) is dimethylaminopropyl amine.

10 . The method of claim 1 , wherein the molar ratio of dialkylaminoalkylamine(s) to fatty acid(s) ranges from 1.05 to 1.3.

11 . The method of claim 10 , wherein the molar ratio of dialkylaminoalkylamine(s) to fatty acid(s) ranges from 1.1 to 1.2.

12 . The method of claim 1 , wherein the catalyst is in a form of a solid catalyst containing Candida Antarctica lipase grafted onto a polymeric support.

13 . The method of claim 12 , wherein the polymeric support is an anionic resin.

14 . The method of claim 13 , wherein the anionic resin is an acrylic resin.

15 . The method of claim 1 , wherein Candida Antarctica lipase is present in an amount ranging from 0.2 to 2% by weight, with regard to a total weight of fatty acid(s).

16 . The method of claim 15 wherein Candida Antarctica lipase is present in an amount ranging from 0.5 to 1.5% by weight, with regard to the total weight of fatty acid(s).

17 . The method of claim 1 , wherein the reaction is carried out at a temperature within the range from 75 to 120° C.

18 . The method of claim 1 , wherein the reaction is carried out in a batch reactor.

19 . The method of claim 18 , wherein after a first reaction cycle, the catalyst is recycled to the batch reactor where it is reused for a next reaction batch.

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 Dec 13, 2022
From: KABIR, HOCINE; NAKAMURA, CINTHIA; DELGADO, PAULA; HOELSCHER, FERNANDA
To: RHODIA OPERATIONS
Reel/Frame 062071/0089 →
Priority Claims (1)
EP 20176463 · May 26, 2020 · regional
Continuity (1)
Related Publication 20230183763A1 · Jun 15, 2023
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