Herbicide composition comprising herbicide compound in acid form and acidifying agent

• US 6,906,004 B2
• Filed: 03/21/2002
• Issued: 06/14/2005
• Est. Priority Date: 09/26/2001
• Status: Expired due to Term

• Current Assignee: Platte Chemical Company
• Original Assignee: Platte Chemical Company
• Inventors: Beardmore, Richard A, Herold, Anthony E, Parrish, Scott K.
• Primary Examiner(s): CLARDY, S
• Application Number:
  US10/102,799
• Publication Number:
  US 20030153461A1
• Time in Patent Office: 1,181 Days
• Field of Search: 504/127, 504/128, 504/142, 504/144, 504/145, 504/254, 504/258, 504/320, 504/321, 504/322, 504/323, 504/324, 504/325
• US Class Current: 504/127
• CPC Class Codes: A01N 2300/00 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 Class Codes: A01N 25/02 containing liquids as carriers, diluents or solvents
• CPC Class Codes: A01N 25/04 Dispersions, emulsions, suspoemulsions, suspension concentrates or gels foams A01N25/16
• CPC Class Codes: A01N 25/30 characterised by the surfactants
• CPC Class Codes: A01N 37/38 having at least one oxygen or sulfur atom attached to an aromatic ring system
• 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 39/02 Aryloxy-carboxylic acids; Derivatives thereof
• CPC Class Codes: A01N 39/04 Aryloxy-acetic acids; Derivatives thereof
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/50 1,3-Diazoles; Hydrogenated 1,3-diazoles
• CPC Class Codes: A01N 43/60 1,4-Diazines; Hydrogenated 1,4-diazines
• CPC Class Codes: A01N 57/20 containing acyclic or cycloaliphatic radicals
• CPC Class Codes: A01N 59/00 Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
• CPC Class Codes: A01N 59/02 Sulfur; Selenium; Tellurium; Compounds thereof
• CPC Class Codes: A01N 59/20 Copper
• CPC Class Codes: A01N 59/26 Phosphorus; Compounds thereof
• CPC Class Codes: A01N 61/00 Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action

Abstract

Described are herbicide compositions and methods for their preparation and use, in particular, herbicide compositions and methods relating to herbicide compositions containing herbicide compounds in acid form, and further including an acidifying agent.

Claims

1. A herbicide composition comprising a herbicide compound in acid form and acidifying agent, wherein the herbicide compound in acid form is other than glyphosate acid, and wherein the pH of the herbicide composition is below the pKa of the herbicide compound.

2. The composition of claim 1 wherein the pH of the herbicide composition is below about 6.

3. The composition of claim 1 wherein the pH of the herbicide composition is below 5.

4. The composition of claim 1 wherein the acidifying agent is sulfuric acid.

5. The composition of claim 1 comprising an acidifying agent selected from the group consisting of:

hydrochloric acid, nitric acid, acetic acid, phosphoric acid, polyphosphoric acid, perchloric acid, and combinations thereof, and the herbicide composition does not include sulfuric acid.

6. The composition of claim 1 comprising an acidifying agent selected from the group consisting of:

sulfuric acid, hydrochloric acid, nitric acid, acetic acid, phosphoric acid, perchloric acid, polyphosphoric acid, and combinations thereof.

7. The composition of claim 1 comprising an acidifying agent selected from the group consisting of:

sulfuric acid, hydrochloric acid, nitric acid, acetic acid, phosphoric acid, perchloric acid, and polyphosphoric acid, and the composition does not include a sulfuric acid adduct of the formula;

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals.

8. The composition of claim 1 wherein the pKa of the herbicide compound is below 7.

9. The composition of claim 1 wherein the herbicide compound in acid form is chosen from the group consisting of:

a phenoxy herbicide, a pyridine herbicide, a benzoic acid herbicide, a quinolinic acid herbicide, an aryloxy phenoxy propionic acid herbicide, and combinations thereof.

10. The composition of claim 1 wherein the herbicide compound in acid form is selected from the group consisting of 2,4-dichlorophenoxyacetic acid, dicamba acid (3,6-dichloro-O-anixic acid), 4-methyl-4-chloropnenoxyacetic acid, 2(-2-methyl-4-chlorophenoxy)propionic acid, 3,5,6-trichloro-2-pyridyloxyacetic acid (triclopyr acid), fluazifop acid, [(4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxy]acetic acid (fluoroxypyr acid), and combinations thereof.

11. The composition of claim 1 wherein the herbicide composition further comprises glyphosate acid.

12. The composition of claim 1 wherein the herbicide composition does not include glyphosate acid.

13. The herbicide composition of claim 1 wherein the acidifying agent comprises a sulfuric acid adduct of the formula

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals.

14. The herbicide composition of claim 13 wherein the acidifying agent comprises an adduct of sulfuric acid and urea.

15. A herbicide composition comprising a herbicide compound in acid form and acidifying agent, wherein the herbicide compound in acid form is other than glyphosate acid, wherein the pH of the herbicide composition is below the pKa of the herbicide compound, and wherein the composition comprises a microemulsion.

16. The composition of claim 15 consisting essentially of herbicide compound in acid form, surfactant, water, acidifying agent, and essentially no organic solvent.

17. A herbicide composition comprising a herbicide compound in acid form and acidifying agent, whereiu the herbicide compound in acid form is other than glyphosate acid, wherein the herbicide composition comprises a microemulsion.

18. The composidon of claim 17 consisting essentially of herbicide compound in acid form, surfactant, water, acidifying agent, and essentially no organic solvent.

19. A herbicide composition selected from the group consisting of:

a microemulsion-forming-concentrate that contains a herbicide compound in acid form; and

a microemulsion that contains a herbicide compound in acid form;

wherein the herbicide composition further comprises acidifying agent.

20. A herbicide composition comprising

a herbicide compound in acid form selected from the group consisting of:

a phenoxy herbicide, a pyridine herbicide, a benzoic acid herbicide, a quinolinic acid herbicide, an aryloxy phenoxy propionic acid herbicide, and combinations thereof, and

an acidifying agent, wherein the pH of the herbicide composition is below the pKa of the herbicide compound.

21. The composition of claim 20 wherein the herbicide compound in acid form is selected from the group consisting of 2,4-dichlorophenoxyacetic acid, dicamba acid (3,6-dichloro-O-anixic acid), 4-methyl-4-chloropnenoxyacetic acid, 2(-2-methyl-4-chlorophenoxy)propionic acid, 3,5,6-trichloro-2-pyridyloxyacetic acid (triclopyr acid), fluazifop acid, [(4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxy]acetic acid (fluoroxypyr acid), and combinations thereof.

22. The composition of claim 20 wherein the acidifying agent is chosen from the group consisting of:

sulfuric acid, hydrochloric acid, nitric acid, acetic acid, phosphoric acid, perchloric acid, and polyphosphoric acid.

23. The composition of claim 20 wherein the acidifying agent is chosen from the group consisting of:

sulfuric acid, hydrochloric acid, nitric acid, acetic acid, phosphoric acid, perchloric acid, and polyphosphoric acid, and the composition does not contain an adduct of sulfuric acid and a compound of the formula;

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals.

24. The composition of claim 20 wherein the acidifying agent is chosen from the group consisting of:

hydrochloric acid, nitric acid, acetic acid, phosphoric acid, perchloric acid, and polyphosphoric acid, and does not contain sulfuric acid.

25. The herbicide composition of claim 20 wherein the acidifying agent comprises a sulfuric acid adduct of the formula

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals.

26. The herbicide composition of claim 25 wherein the acidifying agent comprises an adduct of sulfuric acid and urea.

27. A herbicide composition comprising a herbicide compound in acid form and an acidifying agent, wherein the acidifying agent is selected from the group consisting of:

hydrochloric acid, nitric acid, acetic acid, phosphoric acid, perchloric acid, polyphosphoric acid, and combinations thereof, and the herbicide composition does not include an adduct of sulfuric acid and a compound of the formula;

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals, wherein the pH of the herbicide composition is below the pKa of the herbicide compound.

28. A herbicide composition comprising herbicide compound in acid form and an acidifying agent, wherein the acidifying agent is other than an acidifying agent selected from the group consisting of sulfuric acid;

an adduct of sulfuric acid and a compound of the formula;

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals; and

mixtures thereof, wherein the pH of the herbicide composition is below the pKa of the herbicide compound.

29. The composition of claim 28 comprising acidifying agent selected from the group consisting of:

hydrochloric acid, nitric acid, acetic acid, phosphoric acid, perchloric acid, polyphosphoric acid, and combinations thereof.

30. The composition of claim 29 wherein the composition does not contain sulfuric acid.

31. The composition of claim 29 wherein the composition further comprises sulfuric acid.

32. The composition of claim 28 wherein the herbicide compound in acid form is chosen from the group consisting of:

a phenoxy herbicide, a pyridine herbicide, a benzoic acid herbicide, a quinolinic acid herbicide, an aryloxy phenoxy propionic acid herbicide, glyphosate acid, and combinations thereof.

33. The composition of claim 28 wherein the composition does not include glyphosate acid.

34. The composition of claim 28 wherein the composition comprises glyphosate acid.

35. The composition of claim 28 comprising a suspension concentrate comprising glyphosate acid.

36. A herbicide composition comprising herbicide compound in acid form and an acidifying agent, wherein the acidifying agent is other than an acidifying agent selected from the group consisting of sulfuric acid;

an adduct of sulfuric acid and a compound of the formula;

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals; and

mixtures thereof, and wherein the composition comprises a microemulsion.

37. A method of applying a herbicide composition, the method comprising:

preparing a herbicide composition comprising herbicide compound in acid form and acidifying agent wherein the herbicide compound in acid form is other than glyphosate acid, and

applying the herbicide composition comprising the herbicide compound in acid form and acidifying agent, wherein the herbicide composition is at a pH below the pKa of the herbicide compound, to control plant growth.

38. The method of claim 37 wherein the acidifying agent comprises sulfuric acid.

39. The method of claim 37 wherein the acidifying agent is selected from the group consisting of:

hydrochloric acid, nitric acid, acetic acid, phosphoric acid, perchloric acid, polyphosphoric acid, and the herbicide composition does not include sulfuric acid.

40. The method of claim 37 wherein the acidifying agent is selected from the group consisting of:

sulfuric acid, hydrochloric acid, nitric acid, acetic acid, phosphoric acid, perchloric acid, and polyphosphoric acid.

41. The method of claim 37 wherein the acidifying agent is selected from the group consisting of:

sulfuric acid, hydrochloric acid, nitric acid, acetic acid, phosphoric acid, and polyphosphoric acid, and the herbicide composition does not include an adduct of sulfuric acid and a compound of the formula;

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals; and

mixtures thereof.

42. The method of claim 37 wherein the pKa of the herbicide compound is below 7.

43. The method of claim 37 wherein the herbicide compound in acid form is chosen from the group consisting of:

a phenoxy herbicide, a pyridine herbicide, a benzoic acid herbicide, a quinolinic acid herbicide, an aryloxy phenoxy propionic acid herbicide, and combinations thereof.

44. A method of applying a herbicide composition, the method comprising:

preparing a herbicide composition comprising herbicide compound in acid form and acidifying agent, wherein the herbicide compound in acid form selected from the group consisting of;

a phenoxy herbicide, a pyridine herbicide, a benzoic acid herbicide, a quinolinic acid herbicide, an aryloxy phenoxy propionic acid herbicide, and combinations thereof, and

applying the herbicide composition comprising the herbicide compound in acid form and acidifying agent, to control plant growth, wherein the pH of the herbicide composition is below the pKa of the herbicide compound.

45. The method of claim 44 wherein the acidifying agent comprises a sulfuric acid adduct of the formula

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals.

46. The method of claim 45 wherein the acidifying agent comprises an adduct of sulfuric acid and urea.

47. A method of preparing a herbicide composition, the method comprising:

providing a herbicide compound in acid form other than glyphosate acid,

combining the herbicide compound in acid form with acidifying agent to form a herbicide composition, wherein acidifying agent is added in an amount sufficient to lower the pH of the herbicide composition to below the pKa of the herbicide compound in acid form.

48. The method of claim 47 wherein the herbicide compound in acid form is selected from the group consisting of a phenoxy herbicide, a pyridine herbicide, a benzoic acid herbicide, a quinolinic acid herbicide, an aryloxy phenoxy propionic acid herbicide, and combinations thereof.

49. The method of claim 47 wherein the acidifying agent is selected from the group consisting of:

sulfuric acid, hydrochloric acid, nitric acid, acetic acid, phosphoric acid, and polyphosphoric acid, and the herbicide composition doe not include an adduct of sulfuric acid and a compound of the formula;

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals; and

mixtures thereof.

50. The method of claim 47 wherein

the herbicide compound in acid form is selected from the group consisting of a phenoxy herbicide, a pyridine herbicide, a benzoic acid herbicide, a quinolinic acid herbicide, an aryloxy phenoxy propionic acid herbicide, and combinations thereof;

and

the acidifying agent is selected from the group consisting of;

sulfuric acid, hydrochloric acid, nitric acid, acetic acid, phosphoric acid, and polyphosphoric acid, and the herbicide composition does not include an adduct of sulfuric acid and a compound of the formula;

 

wherein X is chalcogen, and each of R₁, R₂, and R₃ is independently selected from hydrogen and organic radicals; and

mixtures thereof.

51. The method of claim 47 wherein the herbicide composition comprises a microemulsion.