Glyphosate composition for dicamba tank mixtures with improved volatility

• US 10,285,404 B2
• Filed: 02/27/2014
• Issued: 05/14/2019
• Est. Priority Date: 02/27/2013
• Status: Active Grant

• Current Assignee: Monsanto Technology LLC (Bayer AG)
• Original Assignee: Monsanto Technology LLC (Bayer AG)
• Inventors: Hemminghaus, John, MacInnes, Alison
• Primary Examiner(s): Haghighatian, Mina
• Assistant Examiner(s): Chui, Mei Ping
• Application Number:
  US14/191,932
• Publication Number:
  US 20140249026A1
• Time in Patent Office: 1,902 Days
• Field of Search: 504127
• CPC Class Codes: A01N 25/30 characterised by the surfactants
• CPC Class Codes: A01N 37/40 having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
• CPC Class Codes: A01N 57/20 containing acyclic or cycloaliphatic radicals

Abstract

Herbicidal concentrate compositions containing glyphosate salts and tank mix compositions containing a combination of glyphosate salt and dicamba salt herbicides are described. A method of preparing a tank mix composition comprising a glyphosate component and a dicamba component is also described. The method includes combining a glyphosate concentrate composition, a dicamba composition comprising one or more salts of dicamba and dilution water to form the tank mix composition. The glyphosate concentrate composition comprises a glyphosate salt selected from the group consisting of the monoethanolamine salt, the potassium salt, and mixtures thereof at a glyphosate loading of at least about 240 grams acid equivalent per liter (g a.e./l), and the pH of a 5 wt. % acid equivalent dilution of the glyphosate concentrate composition is from about 5 to about 6.5.

Claims

1. A method of preparing an aqueous tank mix composition comprising a glyphosate component and a dicamba component, the method comprising:

combining an aqueous glyphosate concentrate composition, a dicamba composition comprising one or more salts of dicamba and dilution water to form the tank mix composition, wherein the glyphosate concentrate composition comprises (a) a mixture of monobasic and dibasic salts of glyphosate, wherein the molar ratio of monobasic glyphosate salt to dibasic glyphosate salt is from about 1;

1 to about 3;

1 and the monobasic and dibasic salts of glyphosate are selected from the group consisting of monoethanolamine salts, potassium salts, and mixtures thereof, at a glyphosate loading from about 360 grams acid equivalent per liter to about 550 grams acid equivalent per liter (g. a.e./l.) and (b) one or more surfactants, and wherein the pH of a 5 wt. % acid equivalent dilution of the glyphosate concentrate composition is from about 5 to about 6.5 and wherein the tank mix composition has a total herbicide concentration of no greater than about 10% by weight a.e.

2. The method of claim 1 wherein the pH of a 5 wt. % acid equivalent dilution of the glyphosate concentrate composition is from about 5.2 to about 5.8.

3. The method of claim 1 wherein the monobasic and dibasic salts of glyphosate are the potassium salts of glyphosate.

4. The method of claim 1 wherein the monobasic and dibasic salts of glyphosate are the monoethanolamine salts of glyphosate.

5. The method of claim 1 wherein the ratio of the total weight of the glyphosate salts on an acid equivalence basis to the total weight of the dicamba salt on an acid equivalence basis in the tank mix composition is from about 1:

1 to about 5;

1.

6. The method of claim 1 wherein the dicamba salt is selected from the group consisting of a monoethanolamine salt, diglycolamine salt, potassium salt, and mixtures thereof.

7. The method of claim 1 wherein the glyphosate loading of the glyphosate concentrate composition is from about 400 g a.e./l to about 540 g a.e./l.

8. The method of claim 1 wherein the glyphosate loading of the glyphosate concentrate composition is from about 450 g a.e./l to about 540 g a.e./l.

9. The method of claim 1 wherein a molar ratio from about 1.25:

1 to about 1.35;

1 of a glyphosate neutralizing base to glyphosate is used to prepare the monobasic and dibasic salts of glyphosate of the glyphosate concentrate composition.

10. The method of claim 1 wherein the molar ratio of monobasic glyphosate salt to dibasic glyphosate salt is from about 1.5:

1 to about 3;

1.

11. The method of claim 1 wherein the molar ratio of monobasic glyphosate salt to dibasic glyphosate salt is from about 1:

1 to about 2;

1.

12. The method of claim 10 wherein the monobasic and dibasic salts of glyphosate are the potassium salts of glyphosate.

13. The method of claim 6 wherein the dicamba salt is the diglycolamine salt.

14. The method of claim 1 wherein the surfactant comprises a quaternary ammonium salt of formula (I):

15. The method of claim 14 wherein the R¹ and R⁴ hydrocarbyl groups are independently linear or branched alkyl, linear or branched alkenyl, linear or branched alkynyl, aryl, or aralkyl groups.

16. The method of claim 14 wherein R² in each of the (R²O)_x and (R²O)_y groups is independently C₂-C₄ alkylene, or ethylene or propylene;

R³ is hydrogen, methyl or ethyl; and

the sum of x and y is an average number from about 2 to about 30 or from about 2 to about 20.

17. The method of claim 14 wherein R¹ is a linear or branched alkyl group having from about 8 to about 22 carbon atoms;

R⁴ is a linear or branched alkyl group having from 1 to about 22 carbon atoms;

R² in each of the (R²O)_x and (R²O)_y groups is independently ethylene or propylene;

R³ is hydrogen or methyl; and

x is an average number from about 2 to about 20.

18. The method of claim 14 wherein the surfactant comprises a cocoalkylmethylbis(2-hydroxyethyl)ammonium chloride salt.

19. The method of claim 1 wherein the surfactant comprises an alkoxylated tertiary etheramine of formula (II):

20. The method of claim 19 wherein R⁵ is an alkyl having from about 4 to about 22 carbon atoms, R⁶ and R⁷ are independently ethylene, propylene, isopropylene;

R⁸ is hydrogen;

m is an average value ranging from about 1 to 5; and

the sum of x and y is an average value ranging from about 2 to about 25.

21. The method of claim 19 wherein R⁵ is C_12-14;

R⁶ is isopropyl;

R⁷ is ethylene;

R⁸ is hydrogen;

m is 2; and

the sum of x and y is 5.

22. The method of claim 1 wherein the surfactant comprises an alkylpolysaccharide.

23. The method of claim 22 wherein the alkylpolysaccharide surfactant has the structure of formula (III):

R⁹—

O-(sug)_u 

 

(III)

wherein R⁹ is a straight or branched chain substituted or unsubstituted hydrocarbyl having from about 4 to about 22 carbon atoms selected from the group consisting of alkyl, alkenyl, alkylphenyl, and alkenylphenyl;

the sug moiety is a saccharide residue; and

u is an average number from 1 to about 10.

24. The method of claim 23 wherein the alkylpolysaccharide surfactant is an alkylpolyglucoside wherein R⁹ is a branched or straight chain alkyl group having from 4 to 22 carbon atoms, or a mixture thereof;

sug is a glucose residue; and

u is from 1 to about 5 or from 1 to about 3.

25. The method of claim 1 wherein the surfactant comprises an amidoalkylamine of formula (IV):

26. The method of claim 1 wherein the glyphosate concentrate composition has surfactant concentration from about 1 wt. % to about 20 wt. %.

27. The method of claim 1 wherein the glyphosate concentrate composition comprises:

(1) a quaternary ammonium salt of formula (I);

28. The method of claim 1 wherein the glyphosate concentrate composition comprises:

(1) an alkoxylated tertiary etheramine of formula (II);

29. A tank mix composition comprising:

a mixture of monobasic and dibasic salts of glyphosate, wherein the molar ratio of monobasic glyphosate salt to dibasic glyphosate salt is from about 1;

1 to about 3;

1 and the monobasic and dibasic salts of glyphosate are selected from the group consisting of monoethanolamine salts, potassium salts, and mixtures thereof;

one or more salts of dicamba;

dilution water; and

a surfactant,

wherein the tank mix composition has a total herbicide concentration of no greater than about 10% by weight a.e. and a pH from about 5.2 to about 5.8.

30. The tank mix composition of claim 29 wherein the surfactant is selected from the group consisting of:

(1) a quaternary ammonium salt of formula (I);