Herbicidal compositions

Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients

Reexamination Certificate

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C504S136000

Reexamination Certificate

active

06211118

ABSTRACT:

FIELD OF THE INVENTION
The instant invention relates to herbicidal compositions and methods of controlling a weed.
BACKGROUND OF THE INVENTION
At present, there are many types of weeds that can be controlled by utilizing herbicidal compositions. There also are weeds that additionally occupy an extended growing season. For these reasons, numerous herbicides are commercially available and are widely used to control such weeds. However, herbicidal compositions that do not cause phytotoxicity to crops and which posses a high herbicidal activity and broad herbicidal spectrum are desirous.
2-chloro-4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compounds are known to posses a herbicidal activity. In addition, 1-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-ylsulfonyl)-3-(4,6-dimethoxypyrimidin-2-yl) urea, 2-(2-trifluoromethoxy-phenyl-sulfonylaminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one, methyl 4-iodo-2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoate, and methyl 2-[4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-6-(trifluoromethyl)nicotinate, monosodium salt are also known to posses a herbicidal activity.
SUMMARY OF THE INVENTION
The instant invention provides herbicidal compositions possessing a broad herbicidal spectrum. In this regard, the herbicidal compositions of the instant invention can control weeds which typically outbreak in cultivated or non-cultivated fields, and more particularly weeds which are usually problematic in wheat, barley, rye, and oats fields, or the like.
The instant invention further provides herbicidal compositions possessing an excellent herbicidal activity. As such, the herbicidal compositions of the instant invention can be herbicidally active at a low dosage thereof. The herbicidal compositions of the instant invention can also be herbicidally active by providing a synergistic herbicidal activity which is unexpectedly superior to that exhibited from separately utilizing a 2-chloro-4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compound, 1-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-ylsulfonyl)-3-(4,6-dimethoxypyrimidin-2-yl) urea, 2-(2-trifluoromethoxy-phenyl-sulfonylaminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1 ,2,4-triazol-3-one, methyl 4-iodo-2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoate, or methyl 2-[4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-6-(trifluoromethyl)nicotinate, monosodium salt as an active herbicidal ingredient of a composition.
Furthermore, the instant invention provides methods of controlling a weed or weeds which typically outbreak in cultivated or non-cultivated fields. Preferably, such methods of the instant invention use the inventive herbicidal compositions on the weed(s) or on the soil of said fields.
In order to fulfill such properties, the instant invention provides a herbicidal composition typically comprising a 2-chloro-4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compound and at least another herbicidally active compound selected from a group consisting of 1-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-ylsulfonyl)-3-(4,6-dimethoxypyrimidin-2-yl) urea, 2-(2-trifluoromethoxy-phenyl-sulfonylaminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4triazol-3-one, methyl4-iodo-2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoate, and methyl 2-[4,6-dimethoxypyridin-2-ylcarbamoyl)sulfamoyl]-6-(trifluoromethyl)nicotinate, monosodium salt, as well as methods of utilizing said compounds.
DETAILED DESCRIPTION OF THE INVENTION
Hereinafter, 1-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-ylsulfonyl)-3-(4,6-dimethoxypyrimidin-2-yl) urea is referred to as its common name of “sulfosulfuron”, 2-(2-trifluoromethoxy-phenyl-sulfonylaminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4triazol-3-one is referred to as its common name of “flucarbazone”, methyl 4-iodo-2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoate is referred to as its common name of “iodosulfuron”, and methyl 2-[4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-6-(trifluoromethyl)nicotinate, monosodium salt is referred to as its common name of “flupyrsulfuron”. Sulfosulfuron is a compound disclosed on page 57 of
Brighton Crop Protection Conference
-
Weeds
-1995. Flucarbazone is a compound disclosed in U.S. Pat. No. 5,541,337. Iodosulfuron is a compound disclosed on page 22 of
AGROW,
No.297, 1998 publication (PJB publications Ltd). Flupyrsulfuron is a compound disclosed on page 49 of
Brighton Crop Protection Conference
-
Weeds
-1995.
A herbicidal composition of the instant invention comprises the 2-chloro4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compound and at least one selected from a group consisting of sulfosulfuron, flucarbazone, iodosulfuron and flupyrsulfuron. A weight to weight ratio of the 2-chloro-4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compound to sulfosulfuron, flucarbazone, iodosulfuron, flupyrsulfuron or combinations thereof, in the herbicidal compositions of the instant invention, typically depends on the type of objective weed to be controlled by using said herbicidal compositions, and the situation and condition of utilizing said herbicidal compositions. Even if so, it is preferable in the herbicidal compositions of the instant invention to have the weight to weight ratio of the 2-chloro-4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compound to sulfosulfuron, flucarbazone, iodosulfuron, flupyrsulfuron or combinations thereof at about from 1:0.05 to 1:500.
2-chloro4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compounds which are utilized in the inventive herbicidal compositions are encompassed by the following formula (1):
wherein R represents a C
1-5
non-cyclic hydrocarbyl group. Preferably, said 2-chloro-4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compounds have R in formula (1) represent a C
1-5
alkyl, C
2-5
alkenyl, C
2-5
alkynyl group, or the like, and most preferably, a group provided in the following Table 1.
TABLE 1
R
Compound Code*
2-propynyl
A
1-methyl-2-propynyl
B
allyl
C
1-methylallyl
D
ethyl
E
isopropyl
F
*The compound code provides letter codes which are used herein to designate a 2-chloro-4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl) phenyl C
1-5
non-cyclic hydrocarbyl ether compound which comprises the corresponding R group.
2-chloro-4-fluoro-5-(4methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compounds which are utilized in the instant invention may be produced according to the disclosure of WO 97/07104.
The herbicidal compositions of the instant invention are typically formulated as emulsifiable concentrates, wettable powders, suspensible concentrates, granules, or the like by adding solid or liquid carrier(s), surfactant(s), other formulation auxiliaries, or the like, but are not limited thereto. The formulations of the inventive herbicidal compositions typically comprise the 2-chloro-4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C
1-5
non-cyclic hydrocarbyl ether compound in combination with said at least one selected from a group consisting of sulfosulfuron, flucarbazone, iodosulfuron and flupyrsulfuron, in a combined amount of from about 0.5 to 90% by weight, and preferably about I to 80% by weight, wherein said weight percentages are based on the total weight of the provided herbicidal composition. The formulations of the inventive compos

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