Manufacture and use of a herbicide formulation

• US 8,232,230 B2
• Filed: 07/27/2001
• Issued: 07/31/2012
• Est. Priority Date: 12/01/2000
• Status: Active Grant

• Current Assignee: Helena Agri-Enterprises, LLC
• Original Assignee: Helena Holding Company
• Inventors: Volgas, Greg, Roberts, Johnnie R., Johnson, Flavious
• Primary Examiner(s): Pryor, Alton
• Application Number:
  US09/916,611
• Publication Number:
  US 20020107149A1
• Time in Patent Office: 4,022 Days
• Field of Search: 504/145, 504/323, 504/244, 504/307, 514/553, 514/557, 514/568, 514/544
• US Class Current: 504/130
• 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 25/30 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 37/44 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
• CPC Class Codes: A01N 39/02 Aryloxy-carboxylic acids; Derivatives thereof
• CPC Class Codes: A01N 39/04 Aryloxy-acetic acids; Derivatives thereof

Abstract

The invention pertains to a method for manufacture and use of a herbicidal formulation of chlorinated carboxylic acid herbicides. A number of different solvents have been found useful in this application. Furthermore, the use of surfactants that act as solvents for the acid herbicides has been discovered. These formulations have shown superior herbicidal activity when compared to standard salt and ester forms.

Claims

1. A herbicide composition consisting of components:

(a) at least one chlorinated carboxylic acid herbicide in the acid form wherein said chlorinated carboxylic acid herbicide is Chloramben, dicamba, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop, mecoprop-P.clopyralid, fluoroxypyr, picloram, triclopyr, quinclorac or quinmerac,

(b) at least one surfactant in an effective amount such that said chlorinated carboxylic acid herbicide is fully dissolved in the surfactant and wherein said at least one surfactant is selected from the group consisting of Alcohol alkoxylate,

Alcohol alkoxylate sulfate,

Alkylphenol alkoxylate,

Alkanolamide,

Alkylaryl sulfonate,

Amine oxide,

Betaine,

Block polymers of ethylene and propylene oxide,

Carboxylated alcohol or alkylphenol alkoxylate,

Diphenyl sulfonate,

Ethoxylated amine,

Ethoxylated fatty acid,

Ethoxylated fatty ester and oil,

Ethylene carbonate,

Fatty ester,

Glycerol ester,

Phosphate ester surfactant,

Sarcosine,

Sorbitan,

Sucrose,

Glucose,

Sulfate of alkoxylated alkylphenol,

sulfonate of alkoxylated alkylphenol,

Sulfate of alcohol and

Tristyrylphenol Alkoxylate and optionally

(c) an ester of (2,4-dichlorophenoxy)acetic acid,

and optionally (d) a solvent,

and optionally (e) at least one additional component which is selected from the group consisting of,

Alkylated soybean oil,

Alkylated canola oil,

Alkylated coconut oil,

Alkylated sunflower oil,

Mineral oil,

Vegetable oil,

Fatty acid,

Polybutene and

Epoxified seed oil,

and said at least one surfactant component (b) is present in a quantity equal to or greater than said at least one chlorinated carboxylic acid herbicide component (a).

2. The herbicide composition as claimed in claim 1, wherein at most 25% by weight of the ester of (2,4-dichlorophenoxy)acetic acid is present.

3. The herbicide composition as claimed in claim 1, wherein at most or about 15% by weight of the ester of (2,4-dichlorophenoxy)acetic acid is present.

4. The herbicide composition as claimed in claim 1, wherein at most or about 10% by weight of the ester of (2,4-dichlorophenoxy)acetic acid is present.

5. The herbicide composition as claimed in claim 1, wherein at most or about 5% by weight of the ester of (2,4-dichlorophenoxy)acetic acid is present.

6. The herbicide composition as claimed in claim 1, wherein at most or about 2% by weight of the ester of (2,4-dichlorophenoxy)acetic acid is present.

7. The herbicide composition as claimed in claim 1, wherein said surfactant is present in an amount of at least or about 10% by weight.

8. The herbicide composition as claimed in claim 1, wherein said surfactant is present in an amount of at least or about 20% by weight.

9. The herbicide composition as claimed in claim 2, wherein said surfactant is present in an amount of at least or about 30% by weight.

10. The herbicide composition as claimed in claim 3, wherein said surfactant is present in an amount of at least or about 40% by weight.

11. The herbicide composition as claimed in claim 1, wherein said surfactant is present in an amount of at least or about 50% by weight.

12. The herbicide composition as claimed in claim 2, wherein said surfactant is present in an amount of at least 50% by weight.

13. The herbicide composition as claimed in claim 3, wherein said surfactant is present in an amount of at least 50% by weight.

14. The herbicide composition as claimed in claim 4, wherein said surfactant is present in an amount of at least 50% by weight.

15. The herbicide composition as claimed in claim 5, wherein said surfactant is present in an amount of at least 50% by weight.

16. The herbicide composition as claimed in claim 6, wherein said surfactant is present in an amount of at least 50% by weight.

17. The herbicide composition as claimed in claim 1, wherein said surfactant is present in an amount from about 50 to about 90% by weight.

18. The herbicide composition as claimed in claim 2, wherein said surfactant is present in an amount from about 50 to about 90% by weight.

19. The herbicide composition as claimed in claim 5, wherein said surfactant is present in an amount from about 50 to about 90% by weight.

20. The herbicide composition as claimed in claim 1, wherein said surfactant is present in an amount from about 70 to about 80% by weight.

21. The herbicide composition as claimed in claim 2, wherein said surfactant is present in an amount from about 70 to about 80% by weight.

22. The herbicide composition as claimed in claim 3, wherein said surfactant is present in an amount from about 70 to about 80% by weight.

23. The herbicide composition as claimed in claim 4, wherein said surfactant is present in an amount from about 70 to about 80% by weight.

24. The herbicide composition as claimed in claim 5, wherein said surfactant is present in an amount from about 70 to about 80% by weight.

25. The herbicide composition as claimed in claim 6, wherein said surfactant is present in an amount from about 70 to about 80% by weight.

26. The herbicide composition as claimed in claim 1, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 1 to about 50% by weight.

27. The herbicide composition as claimed in claim 2, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 1 to about 50% by weight.

28. The herbicide composition as claimed in claim 4, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 1 to about 50% by weight.

29. The herbicide composition as claimed in claim 6, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 1 to about 50% by weight.

30. The herbicide composition as claimed in claim 17, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 1 to about 50% by weight.

31. The herbicide composition as claimed in claim 19, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 1 to about 50% by weight.

32. The herbicide composition as claimed in claim 20, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 1 to about 50% by weight.

33. The herbicide composition as claimed in claim 24, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 1 to about 50% by weight.

34. The herbicide composition as claimed in claim 1, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

35. The herbicide composition as claimed in claim 3, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

36. The herbicide composition as claimed in claim 6, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

37. The herbicide composition as claimed in claim 2, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

38. The herbicide composition as claimed in claim 4, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

39. The herbicide composition as claimed in claim 16, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

40. The herbicide composition as claimed in claim 17, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

41. The herbicide composition as claimed in claim 19, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

42. The herbicide composition as claimed in claim 20, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

43. The herbicide composition as claimed in claim 24, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 5 to about 30% by weight.

44. The herbicide composition as claimed in claim 1, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight.

45. The herbicide composition as claimed in claim 2, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight.

46. The herbicide composition as claimed in claim 4, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight.

47. The herbicide composition as claimed in claim 6, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight.

48. The herbicide composition as claimed in claim 17, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight.

49. The herbicide composition as claimed in claim 19, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight.

50. The herbicide composition as claimed in claim 20, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight.

51. The herbicide composition as claimed in claim 25, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight.

52. The herbicide composition as claimed in claim 1, wherein an aromatic solvent present in an amount of at most 50% by weight.

53. The herbicide composition as claimed in claim 1, wherein the solvent contains an aromatic solvent present in an amount of at most 40% by weight.

54. The herbicide composition as claimed in claim 1, wherein the solvent contains an aromatic solvent present in an amount of at most 30% by weight.

55. The herbicide composition as claimed in claim 1, wherein the solvent contains an aromatic solvent present in an amount of at most 20% by weight.

56. The herbicide composition as claimed in claim 1, wherein the solvent contains an aromatic solvent present in an amount of at most 15% by weight.

57. The herbicide composition as claimed in claim 1, wherein the solvent contains an aromatic solvent present in an amount of at most 10% by weight.

58. The herbicide composition as claimed in claim 1, wherein the solvent contains an aromatic solvent present in an amount of at most 5% by weight.

59. The herbicide composition as claimed in claim 1, wherein the composition has at most 10% by weight of the ester of (2,4-dichlorophenoxy)acetic acid and said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight, and said surfactant is present in an amount from about 70 to about 80% by weight.

60. The herbicide composition as claimed in claim 59, wherein the solvent is present.

61. The herbicide composition as claimed in claim 1, wherein said at least one additional component is present and is selected from the group consisting of

Methylated C6-C19 fatty acid,

Methylated Tall oil fatty acid,

Methylated Oleic acid,

Methylated Linoleic acid,

Methylated Linolenic acid,

Methylated Stearic acid,

Methylated Palmitic acid,

Ethylated C6-C19 fatty acid,

Ethylated Tall oil fatty acid,

Ethylated Oleic acid,

Ethylated Linoleic acid,

Ethylated Linolenic acid,

Ethylated Stearic acid,

Ethylated Palmitic acid,

Butylated C6-C19 fatty acid,

Butylated Tall oil fatty acid,

Butylated Oleic acid,

Butylated Linoleic acid

Butylated Linolenic acid,

Butylated Stearic acid,

Butylated Palmitic acid,

Methylated soybean oil,

Ethylated soybean oil,

Butylated soybean oil,

Methylated canola oil,

Ethylated canola oil,

Butylated canola oil,

Methylated coconut oil,

Ethylated coconut oil,

Butylated coconut oil,

Methylated sunflower oil,

Ethylated sunflower oil,

Butylated sunflower oil,

Paraffinic mineral oil,

Naphthenic mineral oil,

Aromatic mineral oil,

Soybean oil,

Canola oil,

Cottonseed oil,

C6-C19 fatty acid,

Tall oil fatty acid,

Oleic acid,

Linoleic acid,

Linolenic acid,

Stearic acid,

Palmitic acid and

Epoxified soybean oil.

62. The herbicide composition as claimed in claim 2, wherein said at least one additional component is present and is selected from the group consisting of

Methylated fatty acid,

Ethylated fatty acid,

Butylated fatty acid,

Alkylated soybean oil,

Alkylated canola oil,

Alkylated coconut oil,

Alkylated sunflower oil,

Mineral oil,

Vegetable oil,

Fatty acid,

Polybutene and

Epoxified seed oil.

63. The herbicide composition as claimed in claim 2, wherein said at least one additional component is present and is selected from the group consisting of

Methylated C6-C19 fatty acid,

Methylated Tall oil fatty acid,

Methylated Oleic acid,

Methylated Linoleic acid,

Methylated Linolenic acid,

Methylated Stearic acid,

Methylated Palmitic acid,

Ethylated C6-C19 fatty acid,

Ethylated Tall oil fatty acid,

Ethylated Oleic acid,

Ethylated Linoleic acid,

Ethylated Linolenic acid,

Ethylated Stearic acid,

Ethylated Palmitic acid,

Butylated C6-C19 fatty acid,

Butylated Tall oil fatty acid,

Butylated Oleic acid,

Butylated Linoleic acid

Butylated Linolenic acid,

Butylated Stearic acid,

Butylated Palmitic acid,

Methylated soybean oil,

Ethylated soybean oil,

Butylated soybean oil,

Methylated canola oil,

Ethylated canola oil,

Butylated canola oil,

Methylated coconut oil,

Ethylated coconut oil,

Butylated coconut oil,

Methylated sunflower oil,

Ethylated sunflower oil,

Butylated sunflower oil,

Paraffinic mineral oil,

Naphthenic mineral oil,

Aromatic mineral oil,

Soybean oil,

Canola oil,

Cottonseed oil,

C6-C19 fatty acid,

Tall oil fatty acid,

Oleic acid,

Linoleic acid,

Linolenic acid,

Stearic acid,

Palmitic acid and

Epoxified soybean oil.

64. The herbicide composition as claimed in claim 1, wherein the at least one surfactant is selected from the group consisting of

A) Alcohol alkoxylate based on branched and linear alcohols containing ethylene oxide or propylene oxide

B) Alcohol alkoxylate sulfate,

C) Nonylphenol alkoxylate containing ethylene oxide,

D) Nonylphenol alkoxylate containing propylene oxide,

E) Octylphenol alkoxylate containing ethylene oxide

F) Octylphenol alkoxylate containing propylene oxide,

G) Fatty amine alkoxylate,

O) Phosphate esters of alcohol alkoxylate,

P) Phosphate esters of alkylphenol alkoxylate,

Q) Sorbitan ester,

R) Alkoxylated sorbitan ester and

S) Alkylpolyglucoside.

65. The herbicide composition as claimed in claim 2, wherein the at least one surfactant is selected from the group consisting of

A) Alcohol alkoxylate based on branched and linear alcohols containing ethylene oxide or propylene oxide

B) Alcohol alkoxylate sulfate,

C) Nonylphenol alkoxylate containing ethylene oxide,

D) Nonylphenol alkoxylate containing propylene oxide,

E) Octylphenol alkoxylate containing ethylene oxide

F) Octylphenol alkoxylate containing propylene oxide,

G) Fatty amine alkoxylate,

O) Phosphate ester of alcohol alkoxylate,

P) Phosphate ester of alkylphenol alkoxylate,

Q) Sorbitan ester,

R) Alkoxylated sorbitan ester and

S) Alkylpolyglucoside.

66. The herbicide composition as claimed in claim 6, wherein the at least one surfactant is selected from the group consisting of

A) Alcohol alkoxylate based on branched and linear alcohols containing ethylene oxide or propylene oxide

B) Alcohol alkoxylate sulfate,

C) Nonylphenol alkoxylate containing ethylene oxide,

D) Nonylphenol alkoxylate containing propylene oxide,

E) Octylphenol alkoxylate containing ethylene oxide

F) Octylphenol alkoxylate containing propylene oxide,

G) Fatty amine alkoxylate,

O) Phosphate ester of alcohol alkoxylate,

P) Phosphate ester of alkylphenol alkoxylate,

Q) Sorbitan ester,

R) Alkoxylated sorbitan ester and

S) Alkylpolyglucoside.

67. A herbicide composition consisting of components:

(a) at least one chlorinated carboxylic acid herbicide in the acid form wherein said chlorinated carboxylic acid herbicide is

Chloramben, dicamba, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop, mecoprop-P.clopyralid, fluoroxypyr, picloram, triclopyr, quinclorac or quinmerac,

(b) at least one surfactant in an effective amount such that said chlorinated carboxylic acid herbicide is fully dissolved in the surfactant and wherein said at least one surfactant is selected from the group consisting of

Alcohol alkoxylate,

Alcohol alkoxylate sulfate,

Alkylphenol alkoxylate,

Alkanolamide,

Alkylaryl sulfonate,

Amine oxide,

Betaine,

Block polymers of ethylene and propylene oxide,

Carboxylated alcohol or alkylphenol alkoxylate,

Diphenyl sulfonate,

Ethoxylated amine,

Ethoxylated fatty acid,

Ethoxylated fatty ester and oil,

Ethylene carbonate,

Fatty ester,

Glycerol ester,

Phosphate ester surfactant,

Sarcosine,

Sorbitan,

Sucrose,

Glucose,

Sulfate of alkoxylated alkylphenol,

sulfonate of alkoxylated alkylphenol,

Sulfate of alcohol and

Tristyrylphenol Alkoxylate and optionally

(c) an ester of (2,4-dichlorophenoxy)acetic acid,

and said at least one surfactant component (b) is present in a quantity equal to or greater than said at least one chlorinated carboxylic acid herbicide component (a).

68. The herbicide composition as claimed in claim 67, wherein said chlorinated carboxylic acid herbicide is present in an amount from about 10 to about 20% by weight and

at most or about 2% by weight of the ester of (2,4-dichlorophenoxy)acetic acid is present and said surfactant is present in an amount from about 70 to about 80% by weight.