High residual effect and low off-site movement auxin herbicide formulations

• US 9,907,310 B2
• Filed: 01/08/2014
• Issued: 03/06/2018
• Est. Priority Date: 01/11/2013
• Status: Active Grant

• Current Assignee: Monsanto Technology LLC (Bayer AG)
• Original Assignee: Monsanto Technology LLC (Bayer AG)
• Inventors: Zhang, Junhua, Wright, Daniel R.
• Primary Examiner(s): Richter, Johann R
• Assistant Examiner(s): Peebles, Katherine
• Application Number:
  US14/150,004
• Publication Number:
  US 20140200139A1
• Time in Patent Office: 1,518 Days
• Field of Search: None
• CPC Class Codes: A01N 25/04 Dispersions, emulsions, suspoemulsions, suspension concentrates or gels foams A01N25/16
• CPC Class Codes: A01N 25/08 containing solids as carriers or diluents
• 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 39/04 Aryloxy-acetic acids; Derivatives thereof
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 57/20 containing acyclic or cycloaliphatic radicals

Abstract

The present invention generally relates to high residual effect and/or low off-site movement anionic herbicide formulations and, more particularly, auxin herbicide formulations. Generally, the formulations of the present invention include an anionic herbicide (e.g., an auxin herbicide), a particulate sorbent (e.g., silica), a cationic surfactant, and water.

Claims

1. An aqueous herbicidal formulation, the formulation comprising:

dicamba, a particulate sorbent, and a cationic surfactant, wherein;

the cationic surfactant is bonded to the particulate sorbent and dicamba is bonded to the cationic surfactant bound to the particulate sorbent,

the particulate sorbent has a silica content of at least 90 wt. %,

the concentration of dicamba is at least 0.1 wt % acid equivalent (a.e.) relative to the total weight of the formulation,

the molar ratio of the cationic surfactant to the dicamba is from about 1;

1 to about 4;

1,

and the cationic surfactant bound to the particulate sorbent is present in a proportion of at least 1×

10<sup>−

4</sup> moles per gram of the particulate sorbent,

and wherein the cationic surfactant comprises quaternary alkyl ammonium ions of the formula (I);

2. The formulation of claim 1 wherein the particulate sorbent has a silica content of at least 95 wt. %.

3. The formulation of claim 1 wherein the cationic surfactant bonded to the particulate sorbent forms a micelle and dicamba anions are bound to the micelle structure.

4. The formulation of claim 3 wherein the micelle structure includes hydrophobic moieties of the cationic surfactant bound together.

5. The formulation of claim 1 comprising the monoethanolamine, diethanolamine, sodium, potassium, isopropylamine, diglycolamine or dimethylamine salt of dicamba, or a combination thereof.

6. The formulation of claim 5 comprising the monoethanolamine, diethanolamine or potassium salt of dicamba, or a combination thereof.

7. The formulation of claim 5 comprising the diglycolamine salt of dicamba.

8. The formulation of claim 1 wherein the particulate sorbent has a BET surface area of from about 90 to about 300 m²/g.

9. The formulation of claim 1 wherein the particulate sorbent has a negative charge at a pH of from about 2 to about 3.

10. The formulation of claim 1 wherein the dicamba is present at a concentration of from about 10 to about 30 wt. % a.e. relative to the total weight of the formulation.

11. The formulation of claim 1 wherein the dicamba is present in a proportion of from about 300 to about 450 g a.e./l.

12. The formulation of claim 1 wherein the formulation has a pH of from about 2 to about 10.

13. The formulation of claim 1 wherein the molar ratio of the cationic surfactant to the dicamba is from about 1:

1 to about 2;

1.

14. The formulation of claim 1 wherein R¹ is a hydrocarbyl or substituted hydrocarbyl having from 5 to 25 carbon atoms.

15. The formulation of claim 1 wherein R¹ is a hydrocarbyl or substituted hydrocarbyl having from 12 to 20 carbon atoms and R², R³, and R⁴ are methyl.

16. The formulation of claim 1 wherein R¹, R², R³, and R⁴ are ethyl.

17. The formulation of claim 1, the formulation further comprising ions of a second herbicide selected from the group consisting of glyphosate, acetochlor, and combinations thereof.

18. The formulation of claim 17, the formulation further comprising acetochlor.

20. A method for controlling weeds in a field of crop plants, the method comprising:

applying an aqueous herbicidal formulation to the field in an herbicidally effective amount, wherein the aqueous herbicidal formulation is as defined in claim 1.

19. An aqueous herbicidal formulation, the formulation comprising:

dicamba, a particulate sorbent, and a cationic surfactant, wherein;

the particulate sorbent has a silica content of at least 90 wt. %;

the cationic surfactant is bonded to the particulate sorbent and dicamba is bonded to the cationic surfactant bound to the sorbent, the formulation further comprising glyphosate;

wherein the molar ratio of the cationic surfactant to the dicamba is from about 1;

1 to about 4;

1, and the cationic surfactant bound to the particulate sorbent is present in a proportion of at least 1×

10<sup>−

4</sup> moles per gram of the particulate sorbent,

and wherein the cationic surfactant comprises quaternary alkyl ammonium ions of the formula (I);

21. A method for controlling weeds in a field of crop plants, the method comprising:

applying an aqueous herbicidal formulation to the field in an herbicidally effective amount, wherein the aqueous herbicidal formulation is as defined in claim 19.