IP Library Granted Patent US 11,357,228
Granted Patent B2
US 11,357,228 · App. 15/234,208 · Granted Jun 14, 2022

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: RHODIA OPERATIONS
A01N25/30A01N25/02A01N57/20
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Quick Facts
Patent No.
US 11,357,228
App. No.
15/234,208
Granted
Jun 14, 2022
Kind
B2
Abstract

Herbicidal compositions comprising mixed amine oxides and aminophosphate or aminophosphonate salts, in particular, to herbicidal compositions comprising 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 (38)

1. An aqueous herbicidal composition comprising:

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

an alkyl dimethyl amine oxide surfactant mixture comprising:

(i) a first alkyl dimethyl amine oxide surfactant present in an amount greater than 97% 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 in an amount less than 2% by weight of total alkyl dimethyl amine oxide surfactant mixture, the second alkyl dimethyl amine oxide of the formula:

R2-N + (CH 3 ) 2 —O −

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

optionally, a solvent, and

wherein the composition:

(A) is free of betaine and N-methyl pyrrolidone;

(B) has a pH between 4.5 and 5.2 at 22° C. when diluted to 7% by weight concentration with deionized water;

(C) has a viscosity of less than 300 centipoise at a temperature at or less than 20° C.; and

(D) comprises 100 g/L or more of the alkyl dimethyl amine oxide surfactant mixture.

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

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

4. The composition of claim 1 wherein the solvent is present and comprises at least one of propylene glycol, glycerine or ethylene glycol.

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

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

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

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

9. A method of imparting low temperature stability to a high load aqueous herbicidal composition of an aminophosphonate potassium salt or aminophosphinate potassium salt comprising preparing the composition of claim 1 , wherein the composition has a viscosity of less than 300 centipoise at a temperature at or less than 20° C., 15° C., 10° C., or 5° C.

10. An aqueous herbicidal composition comprising:

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

an alkyl dimethyl amine oxide surfactant mixture comprising:

(i) a first alkyl dimethyl amine oxide surfactant present in an amount less than 2% 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 in an amount greater than 96% 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 carbon atoms; and

optionally, a solvent, and

wherein the composition:

(A) is free of betaine and N-methyl pyrrolidone;

(B) has a pH between 4.5 and 5.2 at 22° C. when diluted to 7% by weight concentration with deionized water;

(C) has a viscosity of less than 300 centipoise at a temperature at or less than 20° C.; and

(D) comprises 100 g/L or more of the alkyl dimethyl amine oxide surfactant mixture.

Assignments (3)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 23, 2016
From: RUCH, THOMAS; GIOIA, PAUL; MONTEROSSO, RENATO; SHANMUGA, KRISH
To: RHODIA OPERATIONS
Reel/Frame 039503/0380 →
Continuity (2)
Provisional Application 62203444 · Aug 11, 2015
Related Publication 20170042144A1 · Feb 16, 2017