Systemic herbicides and methods of use

• US 5,288,692 A
• Filed: 12/27/1990
• Issued: 02/22/1994
• Est. Priority Date: 11/17/1982
• Status: Expired due to Term

• Current Assignee: Entek Corporation
• Original Assignee: Union Oil Company of California (Chevron Corp.)
• Inventors: Young, Donald C.
• Primary Examiner(s): Hollrah, Glennon H.
• Assistant Examiner(s): Burn, Brian M.
• Application Number:
  US07/707,322
• Time in Patent Office: 1,153 Days
• Field of Search: 71/79, 71/83, 71/86, 71/98, 71/99, 71/118, 71/119, 504/127, 504/130, 504/133, 504/137, 504/143, 504/148, 504/149
• 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 59/02 Sulfur; Selenium; Tellurium; Compounds thereof

Abstract

Herbicidal compositions having systemic herbicidal activity comprise solutions containing one or more systemic herbicides and an amount of an amide and sulfuric acid of the following formula sufficient to accentuate the activity of the systemic herbicide: ##STR1## wherein X is chalcogen, and each of R₁, R₂ and R₃ is independently selected from hydrogen and organic radicals. As used herein, "amide" encompasses all compounds of formula (1) regardless of the chalcogen employed. The molar ratio of amide to sulfuric acid is usually within the range of about 1/4 to less than 2 so that at least some of the sulfuric acid is present as the monoamide-sulfuric acid adduct. The monoamide adduct also acts as a contact herbicide and thereby assists in the immediate control of treated vegetation. Solid compositions comprising combinations of systemic herbicides, sulfuric acid and the useful amides, with and without surfactants, and methods of using the solutions are also disclosed.

Claims

1. A herbicidal composition comprising a herbicidally effective amount of a combination of a systemic herbicide stable in said composition and a monoadduct of sulfuric acid with a compound, other than urea, having the formula:

##STR9## wherein X is selected from the group consisting of oxygen and sulfur;

R₁ is hydrogen; and

each of R₂ and R₃ is independently selected from the group consisting of hydrogen, C₃ to C₁₀ substituted or unsubstituted cyclic radicals, C₁ to C₁₀ substituted or unsubstituted acyclic radicals, C₃ to C₁₀ substituted or unsubstituted cyclic radicals containing one or more heteroatoms, and C₁ to C₁₀ substituted or unsubstituted acyclic radicals containing one or more heteroatoms wherein (a) said substituents are selected from the group consisting of thiol, hydroxy, nitro, amino, nitrile, amide, ester, and halogen groups, and (b) said heteroatoms are selected from the group consisting of sulfur, nitrogen, oxygen, and phosphorus atoms.

3. The composition defined in any one of claims 1 or 2, wherein said composition is free of unadducted sulfuric acid.

4. The composition defined in any one of claims 1 or 2 further comprising a surfactant.

5. The composition defined in any one of claims 1 or 2, comprising an amount of said adduct sufficient to accentuate the herbicidal activity of said systemic herbicide.

6. The composition defined in any one of claims 1 or 2, comprising at least about 1 weight percent of said adduct.

7. The composition defined in any one of claims 1 or 2, wherein said systemic herbicide is a postemergent systemic herbicide.

8. The composition defined in any one of claims 1 or 2, wherein said adduct comprises at least about 5 weight percent of said composition, and said systemic herbicide comprises at least about 0.1 weight percent of said composition.

9. The composition defined in any one of claims 1 or 2, wherein at least 50 weight percent of the sulfuric acid present in said composition is present in the form of said monoadduct, the concentration of said monoadduct is sufficient to accentuate the herbicidal activity of said systemic herbicide, and said systemic herbicide comprises a postemergent systemic herbicide.

10. The composition defined in any one of claims 1 or 2, wherein said composition is solid.

11. The composition defined in claim 10, wherein at least 50 percent of the sulfuric acid present in said composition is present in the form of said monoadduct, the concentration of said monoadduct is sufficient to accentuate the herbicidal activity of said systemic herbicide, and said systemic herbicide comprises a postemergent systemic herbicide.

13. A method for controlling vegetation, which comprises applying to said vegetation a herbicidally effective amount of the composition defined in claim 3.

14. A method for controlling vegetation, which comprises applying to said vegetation a herbicidally effective amount of the composition defined in claim 4.

15. A method for controlling vegetation, which comprises applying to said vegetation a herbicidally effective amount of the composition defined in claim 7.

16. A method for controlling vegetation, which comprises applying to said vegetation a herbicidally effective amount of the composition defined in claim 9.

2. A herbicidal composition comprising a herbicidally effective amount of a combination of a systemic herbicide stable in said composition and a monoadduct of sulfuric acid and one or more members selected from the group consisting of biuret, triuret, formamide, thioformamide, dimethylformamide, thiourea, mono-N-allyl thioformamide, 1-(4-aminobenzenesulfonyl)-2-thiourea, 1-benzoylurea, 1,3-bis(2-ethoxyphenyl) carbamide, 1-(2-bromo-3-methylbutanoyl) carbamide, 1-(4-bromophenyl) carbamide, 1,3-diacetyl carbamide, 1-ethyl-2-selenourea and N,N-methylphenyl formamide.

12. A method for controlling vegetation, which comprises applying to said vegetation a herbicidally effective amount of the composition defined in claim 2.

17. A herbicidal composition as defined by claim 2 wherein said monoadduct is a monoadduct of sulfuric acid and one or more members selected from the group consisting of biuret, triuret, formamide, thioformamide, dimethylformamide and thiourea.

18. A method for controlling vegetation which comprises applying to said vegetation a herbicidally effective amount of the composition defined in claim 17.

25. The herbicidal composition of claim 2 further comprising a surfactant.

26. The herbicidal composition of claim 2 wherein said monoadduct and said systemic herbicide comprise, respectively, at least about 5 weight percent and at least about 0.1 weight percent of said composition.

27. The herbicidal composition of claim 2 comprising at least about 1 weight percent of said adduct.

28. The herbicidal composition of claim 2 wherein at least 50 weight percent of the sulfuric acid present in said composition is present in the form of said monoadduct, the concentration of said monoadduct is sufficient to accentuate the herbicidal activity of said systemic herbicide, and said systemic herbicide comprises a postemergent herbicide.

29. A method for controlling vegetation which comprises applying to said vegetation a herbicidally effective amount of the composition defined in claim 25.

19. A method for controlling the growth of vegetation which comprises contacting said vegetation with a herbicidally effective amount of a composition comprising a systemic herbicide stable in said composition and a monoadduct of sulfuric acid with a compound, other than urea, having the formula:

##STR10## wherein X is selected from the group consisting of oxygen and sulfur;

R₁ is hydrogen; and

each of R₂ and R³ is independently selected from the group consisting of hydrogen, C₃ to C₁₀ substituted or unsubstituted cyclic radicals, C₁ to C₁₀ substituted or unsubstituted acyclic radicals, C₃ to C₁₀ substituted or unsubstituted cyclic radicals containing one or more heteroatoms, and C₁ to C₁₀ substituted or unsubstituted acyclic radicals containing one or more heteroatoms wherein (a) said substituents are selected from the group consisting of thiol, hydroxy, nitro, amino, nitrile, amide, ester, and halogen groups, and (b) said heteroatoms are selected from the group consisting of sulfur, nitrogen, oxygen, and phosphorus atoms.

20. A method as defined by claim 19 wherein said composition further comprises a surfactant.

21. A method as defined by claim 19 wherein said monoadduct and said systemic herbicide comprise, respectively, at least about 5 weight percent and at least about 0.1 weight percent of said composition.

22. A method as defined by claim 19 wherein at least 50 percent of the sulfuric acid present in said composition is present in the form of said monoadduct, the concentration of said monoadduct is sufficient to accentuate the herbicidal activity of said systemic herbicide and said systemic herbicide comprises a postemergent systemic herbicide.

23. A method as defined by claim 19 wherein said vegetation is contacted with said composition at a dosage rate of said systemic herbicide which corresponds to about 50 percent or less of the manufacturer'"'"'s recommended dosage rate.

24. A method as defined by claim 23 wherein the dosage rate of said systemic herbicide is between 10 and 25 percent of that recommended by the manufacturer.