IP Library Granted Patent US 12,157,714
Granted Patent B2
US 12,157,714 · App. 17/781,308 · Granted Dec 3, 2024

Keto-ammonium compounds

Inventors: Olivier Back (Lyons, FR); Sergio Mastroianni (Lyons, FR)
Assignee: SPECIALTY OPERATIONS FRANCE
C07C225/06C07D211/74
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Quick Facts
Patent No.
US 12,157,714
App. No.
17/781,308
Granted
Dec 3, 2024
Kind
B2
Abstract

The invention concerns new keto-ammonium compounds with surfactant properties and improved biodegradability.

Claims (22)

1. An ionic compound of general formula I

wherein R and R′, which may be the same or different at each occurrence, are a C 4 -C 27 aliphatic group,

X is a monovalent radical represented by formula (II)

wherein R 1 and R 2 , which may be the same or different, are hydrogen or a C 1 to C 4 alkyl group, R 3 is hydrogen,

R x is hydrogen or an aliphatic group of 1 to 6 carbon atoms, and wherein * denotes the position through which the monovalent radical is bound to the rest of the ionic compound X′ is hydrogen or is a monovalent radical represented by formula (II) or wherein X and X′ together form a divalent radical of formula (III)

wherein R x , which may be the same or different, are hydrogen or an aliphatic group with 1 to 6 carbon atoms, and R 4 and R 5 , which may be the same or different, are hydrogen or a C 1 to C 4 alkyl group, and

wherein * denote the positions through which the divalent radical is bound to the rest of the ionic compound.

2. The compound in accordance with claim 1 wherein X is a monovalent radical represented by formula II and X′ is hydrogen.

3. The compound in accordance with claim 1 wherein X is a monovalent radical represented by formula II and X′ is a monovalent radical represented by formula (II).

4. The compound in accordance with claim 1 wherein X and X′ form together a divalent radical of formula (III).

5. The compound in accordance with claim 1 represented by any of formulae I′, I″ and

wherein R, R′, R 1 , R 2 , R 4 and R 5 have the meaning as defined in claim 1 .

6. The compound in accordance with claim 1 wherein R 1 , R 2 , R 4 and R 5 are a C 1 to C 4 alkyl group.

7. The compound in accordance with claim 1 wherein R 1 , R 2 , R 4 and R 5 are methyl.

8. The compound in accordance with claim 1 wherein the aliphatic groups R and R′ have from 6 to 24 carbon atoms.

9. The compound in accordance with claim 8 wherein the aliphatic groups R and R′ have from 8 to 20 carbon atoms.

10. The compound in accordance with claim 1 wherein the aliphatic groups R and R′ are independently chosen from alkyl and alkenyl groups, preferably from alkyl groups.

11. A mixture comprising a first compound of formula I in accordance with claim 1 wherein X is represented by a group of formula II and X′ is hydrogen and a second compound of formula I in accordance with claim 1 wherein both X and X′ are represented by a group of formula II.

12. The mixture in accordance with claim 11 wherein the molar ratio of the two compounds is in the range of from 90:10 to 10:90.

13. The mixture in accordance with claim 11 comprising a compound of formula I′ and a compound of formula I″ as defined in claim 5 .

14. An electroneutral compound of general formula (IV)

wherein R, R′, X and X′ are as defined in claim 1 , W is an anion or an anionic group bearing w negative charges and r is the number of substituents X and X′ which are represented by formula (II) or (III).

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 Jul 29, 2022
From: BACK, OLIVIER; MASTROIANNI, SERGIO
To: RHODIA OPERATIONS
Reel/Frame 060673/0736 →
Priority Claims (1)
EP 19306538 · Nov 29, 2019 · regional
Continuity (1)
Related Publication 20230026924A1 · Jan 26, 2023