Glyphosate formulations containing amidoalkylamine surfactants

Patent metadata

Field	Value
Publication number	US-10925284-B2
Application number	US-201715657461-A
Country	US
Kind code	B2
Filing date	Jul 24, 2017
Priority date	Sep 29, 2008
Publication date	Feb 23, 2021
Grant date	Feb 23, 2021

Abstract

An herbicidal composition comprising (a) glyphosate or a derivative thereof, (b) an amidoalkylamine surfactants having the general structure:

wherein R 1 is a hydrocarbyl having from about 1 carbon atoms to about 22 carbon atoms, and R 2 , R 3 , and R 4 are each independently hydrocarbyl having from about 1 carbon atom to about 6 carbon atoms; and (c) at least one co-surfactant.

First claim

What is claimed is:

1. An aqueous herbicidal concentrate solution comprising:
(a) a glyphosate component comprising a salt of glyphosate in a concentration greater than 300 grams acid equivalent per liter, wherein the glyphosate component does not contain the isopropylamine salt of glyphosate, the n-propylamine salt of glyphosate or a combination thereof;
(b) an amidoalkylamine surfactant of structure (I):

wherein R 1 is hydrocarbyl having from 1 to about 22 carbon atoms, R 2 and R 3 are each independently hydrocarbyl having from 1 to about 6 carbon atoms, and R 4 is hydrocarbylene having from 1 to about 6 carbon atoms; and
(c) a co-surfactant comprising an alkoxylated tertiary amine oxide surfactant of structure (VII):

wherein, in structure (VII), R 1 is hydrocarbyl having from about 4 to about 22 carbon atoms; R 2 and R 3 are each independently hydrocarbylene having 2, 3, or 4 carbon atoms; and the sum of x and y is an average value ranging from about 2 to about 50; and
wherein the mass concentration ratio of the amidoalkylamine surfactant of structure (I) to total co-surfactant is from 5:1 to about 1:5.

2. The solution of claim 1 wherein, in structure (I), R 1 is alkyl having an average of from about 4 carbon atoms to about 18 carbon atoms, R 2 and R 3 are each alkyl having from 1 to 4 carbon atoms, and R 4 is alkylene having from 1 to 4 carbon atoms.

3. The solution of claim 1 wherein, in structure (I), R 1 is alkyl having an average of from about 5 carbon atoms to about 12 carbon atoms, R 2 and R 3 are each methyl and R 4 is n-propylene.

4. The solution of claim 1 wherein the glyphosate salt is selected from the group consisting of the diammonium salt, the potassium salt, the monoethanolamine salt, and combinations thereof.

5. The solution of claim 1 wherein the solution has a cloud point that is at least about 50° C.

6. The solution of claim 1 wherein the glyphosate component is at least 90% by weight potassium salt of glyphosate.

7. The solution of claim 3 wherein, in structure (VII), R 1 is alkyl having from about 4 to about 22 carbon atoms; and the sum of x and y is an average value ranging from about 2 to about 22.

8. The solution of claim 7 wherein, in structure (VII), R 1 is an alkyl having from about 8 to about 18 carbon atoms; R 2 and R 3 are each ethylene; and the sum of x and y is an average value ranging between about 10 and about 20.

9. The solution of claim 3 wherein the mass concentration ratio of the amidoalkylamine surfactant of structure (I) to total co-surfactant is less than about 45:55.

10. The solution of claim 3 wherein the mass concentration ratio of the amidoalkylamine surfactant of structure (I) to total co-surfactant is less than about 35:65.

11. The solution of claim 3 wherein the weight ratio of glyphosate in grams acid equivalent to total surfactant in grams is from about 2:1 to about 10:1.

12. The solution of claim 3 wherein the glyphosate concentration is greater than about 360 grams acid equivalent per liter.

13. The solution of claim 3 wherein the glyphosate concentration is greater than about 480 grams acid equivalent per liter.

14. The solution of claim 3 further comprising a co-herbicide.

15. A herbicidal method for killing or controlling unwanted plants, the method comprising applying to the foliage of the unwanted plants an application mixture formed by diluting the aqueous herbicidal concentrate solution of claim 1 with water.

16. An aqueous herbicidal concentrate solution comprising:
(a) a glyphosate component comprising a salt of glyphosate in a concentration greater than 300 grams acid equivalent per liter, wherein the glyphosate component does not contain the isopropylamine salt of glyphosate, the n-propylamine salt of glyphosate or combination thereof;
(b) an amidoalkylamine surfactant of structure (I):

wherein R 1 is unsubstituted alkyl having from about 5 to about 12 carbon atoms, R 2 and R 3 are each independently unsubstituted alkyl having from 1 to about 4 carbon atoms, and R 4 is unsubstituted alkylene having from 1 to about 4 carbon atoms; and
(c) a co-surfactant comprising an alkoxylated tertiary amine oxide surfactant selected from the group consisting of alkoxylated tertiary cocoamine oxide and alkoxylated tertiary tallowamine oxide; and
wherein the mass concentration ratio of the amidoalkylamine surfactant of structure (I) to total co-surfactant is from 5:1 to about 1:5.

17. The solution of claim 16 wherein the alkoxylated tertiary amine oxide surfactant comprises an alkoxylated tertiary cocoamine oxide.

18. The solution of claim 16 wherein the alkoxylated tertiary amine oxide surfactant comprises an alkoxylated tertiary tallowamine oxide.

19. The solution of claim 16 wherein the glyphosate component is at least 90% by weight potassium salt of glyphosate.

20. The solution of claim 16 wherein, in structure (I), R 1 is alkyl having an average of from about 4 carbon atoms to about 18 carbon atoms, R 2 and R 3 are each alkyl having from 1 to 4 carbon atoms, and R 4 is alkylene having from 1 to 4 carbon atoms.

21. The solution of claim 16 wherein the glyphosate salt is selected from the group consisting of the diammonium salt, the potassium salt, the monoethanolamine salt, and combinations thereof.

22. The solution of claim 16 wherein the solution has a cloud point that is at least about 50° C.

23. The solution of claim 16 wherein, in structure (I), R 1 is alkyl having an average of from about 5 carbon atoms to about 12 carbon atoms, R 2 and R 3 are each methyl and R 4 is n-propylene.

24. The solution of claim 23 wherein the weight ratio of glyphosate in grams acid equivalent to total surfactant in grams is from about 2:1 to about 10:1.

25. The solution of claim 23 wherein the glyphosate concentration is greater than about 360 grams acid equivalent per liter.

26. The solution of claim 23 wherein the glyphosate concentration is greater than about 480 grams acid equivalent per liter.

27. A herbicidal method for killing or controlling unwanted plants, the method comprising applying to the foliage of the unwanted plants an application mixture formed by diluting the aqueous herbicidal concentrate solution of claim 16 with water.

Assignees

• Monsanto Technology Llc

Inventors

• Abraham William
• Hemminghaus John
• Wright Daniel R
• Zhu Shawn

Classifications

• A01N57/20 Primary

  containing acyclic or cycloaliphatic radicals · CPC title

• A01N39/04

  Aryloxy-acetic acids; Derivatives thereof · CPC title

• A01N2300/00

  Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48 · CPC title

• A01N25/30

  characterised by the surfactants · CPC title

• A01N47/30

  Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl · CPC title