IP Library Granted Patent US 12,144,343
Granted Patent B2
US 12,144,343 · App. 17/511,041 · Granted Nov 19, 2024

Stable high-load herbicidal compositions comprising mixed amine oxides

Inventors: Thomas Ruch (Voorhees, NJ); Paul Gioia (Victoria, AU); Renato Monterosso (Victoria, AU); Krish Shanmuga (Plainsboro, NJ)
Assignee: SPECIALTY OPERATIONS FRANCE
A01N25/30A01N25/02A01N57/20
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Quick Facts
Patent No.
US 12,144,343
App. No.
17/511,041
Granted
Nov 19, 2024
Kind
B2
Abstract

Herbicidal compositions including mixed amine oxides and aminophosphate or aminophosphonate salts, in particular, to herbicidal compositions including mixed amine oxides and high-load aminophosphate or aminophosphonate potassium salts, wherein the composition has low temperature stability (i.e., no or unobservable crystal formation) among other beneficial properties.

Claims (53)

1. An aqueous herbicidal composition comprising:

equal or greater than 450 g/L acid equivalent (ae) of an aminophosphate or aminophosphinate potassium salt;

equal or greater than 100 g/L of an alkyl dimethyl amine oxide surfactant mixture comprising:

(i) a first alkyl dimethyl amine oxide surfactant present at 15 to 35% by weight of total alkyl dimethyl amine oxide surfactant mixture, the first alkyl dimethyl amine oxide surfactant of the formula:

R1-N + (CH 3 ) 2 —O −

wherein R1 is a linear or branched alkyl group having 8 carbon atoms; and

(ii) a second alkyl dimethyl amine oxide surfactant present at 85 to 65% by weight of total alkyl dimethyl amine oxide surfactant mixture, the second alkyl dimethyl amine oxide surfactant of the formula:

R2-N + (CH 3 ) 2 —O −

wherein R2 is a linear or branched alkyl group having 10 to 14 carbon atoms;

wherein the second alkyl dimethyl amine oxide surfactant comprises by weight of the total alkyl dimethyl amine oxide surfactant mixture:

50-61% R2-N + (CH 3 ) 2 —O − , wherein R2 is linear or branched C12 alkyl,

15-24% R2-N + (CH 3 ) 2 —O − , wherein R2 is linear or branched C14 alkyl;

and optionally, a solvent chosen from the group consisting of: propylene glycol, glycerine and ethylene glycol, and

wherein the composition is free of betaine and N-methyl pyrrolidone,

wherein the composition has a viscosity of less than 300 centipoise at a temperature at or less than 20° C., measured by a Brookfield RVT viscometer, spindle 2 at 20 rpm.

2. The composition of claim 1

further comprising

third alkyl dimethyl amine oxide surfactant of the formula:

R3-N + (CH 3 ) 2 -O −

wherein R3 is a linear or branched alkyl group having 14 to 16 carbon atoms.

3. The composition of claim 1 wherein aminophosphate or aminophosphinate potassium salt is present at equal or greater than 540 g/L (ae).

4. The composition of claim 1 wherein the mixture is present at equal or greater than 120 g/L.

5. The composition of claim 1 wherein the mixture is present at equal or greater than 160 g/L.

6. The composition of claim 1 wherein the solvent is present.

7. The composition of claim 1 wherein the (i) first alkyl dimethyl amine oxide surfactant is present in an amount ranging from 20 wt % to 30 wt %, based on the weight of the alkyl dimethyl amine oxide surfactant mixture, and wherein the (ii) second alkyl dimethyl amine oxide surfactant is present in an amount ranging from 80 wt % to 70 wt %, based on the weight of the alkyl dimethyl amine oxide surfactant mixture.

8. The composition of claim 1 whereby the composition is stable at a temperature of equal or less than 0° C.

9. The composition of claim 1 whereby the composition is stable at a temperature of equal or less than −10° C.

10. The composition of claim 1 whereby the composition is stable at a temperature of equal or less than −15° C.

11. The composition of claim 1 , which is free of solvent.

12. The composition of claim 1 , having a viscosity of less than 300 centipoise at a temperature at or less than 15° C.

13. A method for regulating plant growth comprising contacting the aqueous herbicidal composition of claim 1 with a plant.

14. An aqueous herbicidal composition comprising:

equal or greater than 540 g/L acid equivalent (ae) of an aminophosphate or aminophosphinate potassium salt,

equal or greater than 100 g/L of an alkyl dimethyl amine oxide surfactant mixture of:

(i) a first alkyl dimethyl amine oxide surfactant present at 15 to 35% by weight of total alkyl dimethyl amine oxide surfactant mixture, the first alkyl dimethyl amine oxide surfactant of the formula:

R1-N + (CH 3 ) 2 -O −

wherein R1 is a linear or branched alkyl group having 8 carbon atoms; and

(ii) a second alkyl dimethyl amine oxide surfactant present at 85 to 65% by weight of total alkyl dimethyl amine oxide surfactant mixture, the second alkyl dimethyl amine oxide surfactant of formula:

R2-N + (CH 3 ) 2 -O −

wherein R2 is a linear or branched alkyl group having 10 to 14 carbon atoms;

wherein the second alkyl dimethyl amine oxide surfactant comprises by weight of the total alkyl dimethyl amine oxide surfactant mixture:

50-61% R2-N + (CH 3 ) 2 —O − , wherein R2 is linear or branched C12 alkyl,

15-24% R2-N + (CH 3 ) 2 —O − , wherein R2 is linear or branched C14 alkyl;

and optionally, a solvent chosen from the group consisting of: propylene glycol, glycerine and ethylene glycol; and

wherein the composition is free of betaine and N-methyl pyrrolidone,

whereby the composition is stable at a temperature of equal or less than 0° C.

wherein the composition has a viscosity of less than 300 centipoise at a temperature at or less than 20° C., measured by a Brookfield RVT viscometer, spindle 2 at 20 rpm.

15. The composition of claim 14 whereby the composition is stable at a temperature of equal or less than −10° C.

16. The composition of claim 14 whereby the composition is stable at a temperature of equal or less than −15° C.

17. The composition of claim 14 wherein the (i) first alkyl dimethyl amine oxide surfactant is present in an amount ranging from 20 wt % to 30 wt %, based on the weight of the alkyl dimethyl amine oxide surfactant mixture, and wherein the (ii) second alkyl dimethyl amine oxide surfactant is present in an amount ranging from 80 wt % to 70 wt %, based on the weight of the alkyl dimethyl amine oxide surfactant mixture.

18. The composition of claim 14 , which is free of solvent.

19. The composition of claim 14 , having a viscosity of less than 300 centipoise at a temperature at or less than 15° C.

20. A method for regulating plant growth comprising contacting the aqueous herbicidal composition of claim 14 with a plant.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2024
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 066374/0642 →
NUNC PRO TUNC ASSIGNMENT Recorded Dec 22, 2023
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 066098/0077 →
Continuity (3)
Continuation 15234208 · Aug 11, 2016
Provisional Application 62203444 · Aug 11, 2015
Related Publication 20220046916A1 · Feb 17, 2022