IP Library Granted Patent US 12,439,915
Granted Patent B2
US 12,439,915 · App. 17/760,774 · Granted Oct 14, 2025

Stable herbicidal compositions comprising amine oxide and tertiary amine

Inventors: Zixian Chen (Singapore, SG); Renato Monterosso (Melbourne, AU); Yuming Zhou (Jiangsu, CN); Paige Lana O'Brien (North Parramatta, AU)
Assignee: SPECIALTY OPERATIONS FRANCE
A01N33/02A01N29/02A01N57/16A01P13/00
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Quick Facts
Patent No.
US 12,439,915
App. No.
17/760,774
Granted
Oct 14, 2025
Kind
B2
Abstract

Herbicidal compositions comprising high load aminophosphate or aminophosphonate salts, in particular high load glyphosate salts, wherein the compositions comprises a surfactant mixture of at least an C 6 -C 22 amine oxide and a tertiary amine surfactants. The compositions have good low temperature stability (i.e., no crystal formulation or phase separation) among other beneficial properties.

Claims (34)

1. An aqueous herbicidal composition comprising:

at least two aminophosphate or aminophosphinate salts in a total amount of equal or greater than 540 g/L (ae), wherein the at least two aminophosphate or aminophosphinate salts are glyphosate salts;

an amine oxide surfactant of the formula:

R 7 —N + (CH 3 ) 2 —O −   (III)

wherein R 7 is a C 6 -C 22 , linear or branched, alkyl or hydroxyalkyl; and

a tertiary amine surfactant of the formula:

R 4 R 5 R 6 N  (II)

wherein R 4 and R 5 are independently a C 1 -C 4 alkyl; R 6 is a C 8 -C 16 linear alkyl; or the salts thereof.

2. The aqueous herbicidal composition of claim 1 , wherein said at least two aminophosphate or aminophosphinate salts are present at equal or greater than 560 g/L (ae).

3. The aqueous herbicidal composition of claim 1 , wherein said at least two aminophosphate or aminophosphinate salts are present at equal or greater than 600 g/L (ae).

4. The aqueous herbicidal composition of claim 1 , wherein said at least two aminophosphate or aminophosphinate salts are selected from the group consisting of glyphosate potassium (K) salt, glyphosate sodium (Na) salt, glyphosate isopropylamine (IPA) salt, glyphosate monoethanolamine (MEA) salt, glyphosate monomethylamine (MMA) salt, glyphosatetriethylamine (TEA) salt, glyphosate dimethylamine (DMA) salt, glyphosate trimethylsulphonium salt, and glyphosate ammonium (NH4+) salt.

5. The aqueous herbicidal composition of claim 1 , wherein said at least two aminophosphate or aminophosphinate salts are glyphosate potassium salt and glyphosate isopropylammonium salt.

6. The aqueous herbicidal composition of claim 1 , wherein said at least two aminophosphate or aminophosphinate salts are glyphosate potassium salt and glyphosate ammonium salt.

7. The aqueous herbicidal composition of claim 1 , wherein said at least two aminophosphate or aminophosphinate salts are glyphosate isopropylammonium salt and glyphosate monoethanolammonium salt.

8. The aqueous herbicidal composition of claim 1 , wherein said at least two aminophosphate or aminophosphinate salts are glyphosate isopropylammonium salt and glyphosate ammonium salt.

9. The aqueous herbicidal composition of claim 1 , wherein said at least two aminophosphate or aminophosphinate salts are glyphosate potassium salt, glyphosate monomethylamine salt and glyphosate ammonium salt.

10. The aqueous herbicidal composition of claim 1 , wherein said at least two aminophosphate or aminophosphinate salts are glyphosate monomethylamine salt, glyphosate isopropylammonium salt and glyphosate ammonium salt.

11. The aqueous herbicidal composition of claim 1 , wherein R 7 is a C 8 -C 16 linear alkyl.

12. The aqueous herbicidal composition of claim 11 , wherein said amine oxide surfactant is decyl dimethyl amine oxide, dodecyl dimethylamine oxide, tetradecyl dimethylamine oxide or the combination thereof.

13. The aqueous herbicidal composition of claim 1 , wherein said tertiary amine surfactant is decyl dimethyl amine, dodecyl dimethyl amine, tridecyl dimethyl amine, tetradecyl dimethyl amine or the combination thereof.

14. The aqueous herbicidal composition of claim 1 , wherein weight ratio of said amine oxide surfactant and said tertiary amine surfactant is in the range of from 10/90 to 40/60.

15. The aqueous herbicidal composition of claim 1 , wherein said amine oxide surfactant is present in an amount of from 0.1 wt % to 10 wt %, based on the total weight of the aqueous herbicidal composition.

16. The aqueous herbicidal composition of claim 1 , wherein said tertiary amine surfactant is present in an amount of from 0.1 wt % to 10 wt %, based on the total weight of the aqueous herbicidal composition.

17. The aqueous herbicidal composition of claim 1 , wherein the composition further comprises choline chloride.

18. A method for regulating plant growth comprising contacting an aqueous herbicidal composition according to claim 1 , with a plant.

19. A method of using the aqueous herbicidal composition according to claim 1 , the method comprising spray applying the aqueous herbicidal composition to a plant.

20. A method for enhancing the storage stability of an aqueous herbicidal composition comprising at least two glyphosate salts in a total amount of equal or greater than 540 g/L (ae), wherein the method comprises the step of adding to the aqueous herbicidal composition comprising at least two glyphosate salts, a surfactant mixture of at least:

an amine oxide surfactant of the formula:

R 7 —N + (CH 3 ) 2 —O −   (III)

wherein R 7 is a C 6 -C 22 , linear or branched, alkyl or hydroxyalkyl; and

a tertiary amine surfactant of the formula:

R 4 R 5 R 6 N  (II)

wherein R 4 and R 5 are independently a C 1 -C 4 alkyl; R 6 is a C 8 -C 16 linear alkyl; or the salts thereof,

to form the aqueous herbicidal composition of claim 1 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2024
From: CHEN, ZIXIAN; MONTEROSSO, RENATO; ZHOU, YUMING; O'BRIEN, PAIGE LANA
To: RHODIA OPERATIONS
Reel/Frame 067007/0908 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2024
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 066374/0642 →
Priority Claims (1)
WO PCT/CN2019/106891 · Sep 20, 2019 · international
Continuity (1)
Related Publication 20220338474A1 · Oct 27, 2022
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