Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients
Reexamination Certificate
1999-02-25
2001-01-16
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Plural active ingredients
Reexamination Certificate
active
06174838
ABSTRACT:
TECHNICAL FIELD OF THE INVENTION
The object of the present application was to provide a novel synergistic herbicidal active compound combination based on a novel active compound from the class of 3-phenylpyrazoles and an active compound from the class of heteroaryloxyacetamides having a pronounced action against both monocotyledon and dicotyledon weeds.
BACKGROUND OF THE INVENTION
Both the class of 3-phenylpyrazoles and the class of heteroaryloxyacetamides have been widely investigated in respect of their herbicidal activity.
EP 361 114 describes 3-(4-chlorophenyl)pyrazoles generally as herbicides for control of the most diverse weeds by the pre-emergence method and by the post-emergence method, in particular in rice crops.
JP 03 163 063 also describes the use of 3-substituted phenylpyrazoles for herbicidal use in agriculture.
Finally, 3-substituted phenylpyrazoles for herbicidal use are also described in U.S. Pat. No. 5,281,571. Possible mixing partners are also mentioned in this specification, inter alia 2-chloro-N,N-dialkylacetamide, N,N-dimethyl-2,2-diphenylacetamide, N-(2,4-dimethylthien-3-yl)-N-(1-methoxyprop-2-yl)-2-chloroacetamide, N-(1H-pyrazol-1-ylmethyl-N-(2,4-dimethylthien-3-yl)-2-chloroacetamide, N-(1-pyrazol-1-yl-methyl)-N-(4,6-dimethoxypyrimidin-5-yl)-2-chloroacetamide and N-(2,4-dimethyl-5-[[[(trifluoromethyl)sulfonyl]amino]-phenyl]acetamide. However, no mixture with an acetamide herbicide and a defined 3-phenylpyrazole is described.
DETAILED DESCRIPTION OF THE INVENTION
Surprisingly, it has now been found in biological tests, and therein lies the achievement of the object, that 4-bromo-1-methyl-5-trifluoromethyl-3-(2-fluoro-4-chloro-5-isopropoxycarbonylphenylpyrazole of the formula (I)
both by itself and in a mixture with a herbicide from the class of heteroaryloxyacetamides, when used together, shows decidedly synergistic properties in respect of the effectiveness against weeds. The active compound can be used particularly advantageously, by itself or as a broad-action combination preparation, for selectively combating weeds—both monocotyledon and dicotyledon weeds, by the pre-emergence and post-emergence method—in monocotyledon and dicotyledon crops of useful plants, such as, for example, maize, wheat, barley, rice, soya and cotton, a number of economically important (problem) broad-leaved weeds and gramineous weeds being reliably controlled thereby.
The present invention relates to herbicidal, synergistic compositions, characterized by an active content of an active compound combination comprising 4-bromo-1-methyl-5-trifluoromethyl-3-(2-fluoro-4-chloro-5-isopropoxy-carbonylphenyl)pyrazole of the formula (I)
and an active compound of the formula (II)
wherein
Het represents an optionally substituted heteroaromatic radical from the series consisting of 1,3-thiazol-2-yl, 1,2,4-thiadiazol-2-yl, 1,3,4-thiadiazol-2-yl, benzoxazol-2-yl and benzothiazol-2-yl,
R
1
represents in each case optionally substituted C
1
-C
4
-alkyl, C
3
-C
4
-alkenyl or C
3
-C
4
-alkoxy and
R
2
represents in each case optionally substituted C
1
-C
4
-alkyl, C
3
-C
4
-alkenyl or phenyl.
Herbicidal compositions according to the invention of the compound of the abovementioned formula (I) with (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetic acid N-isopropyl-N-(4-fluorophenyl) amide of the formula (II-1)
are particularly preferred.
The compound of the formula (11-1) is known, for example from EP-A 348 737 and U.S. Pat. No. 4,968,342
The heteroaryloxyacetamides defined under group (II) preferably act against monocotyledon weeds (=gramineous weeds). However, they also additionally act against some dicotyledon weeds.
It has now been found, surprisingly, that the active compound combinations defined above, from the heteroaryloxyacetamides of the formula (II) and 4-bromo-1-methyl-5-trifluoromethyl-3-(2-fluoro-4-chloro-5-isopropoxycarbonylphenyl)pyrazole have a particularly high activity and can be used selectively in many crops.
Surprisingly, the herbicidal activity of the active compound combination according to the invention is considerably higher than the sum of the actions of the individual active compounds.
An unforeseeable true synergistic effect thus exists, and not merely a supplementary action. The novel active compound combinations are readily tolerated in many crops, weeds which are otherwise difficult to control, such as Galium aparine and Lolium species, also being controlled well by the novel active compound combinations. The novel active compound combinations thus represent a valuable enrichment of selective herbicides.
The active compound combinations according to the invention can be used, for example, in connection with the following plants:
Dicotyledon weeds of the genera: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver Centaurea, Trifolium, Ranunculus and Taraxacum.
Dicotyledon cultures of the genera: Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, Cucumis and Cucurbita.
Monocotyledon weeds of the genera: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus and Apera.
Monocotyledon cultures of the genera: Oryza, Zea, Triticum, Hordeum, Avena, Secale, Sorghum, Panicum, Saccharum, Ananas, Asparagus and Allium.
However, the use of the active compound combinations according to the invention is in no way restricted to these genera, but also extends in the same manner to other plants.
The synergistic effect of the active compound combinations according to the invention is particularly highly pronounced at certain concentration ratios. However, the weight ratios of the active compounds in the active compound combinations can be varied within relatively wide ranges. In general, 0.001 to 1000 parts by weight preferably 0.01 to 100 parts by weight and particularly preferably 0.1 to 30 parts by weight, of active compound of the formula (II) are present per 1 part by weight of active compound of the formula (I).
The active compounds or active compound combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusting agents, pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with active compound, and very fine capsules in polymeric substances.
These formulations are produced in a known manner, for example by mixing the active compounds with extenders, that is liquid solvents and/or solid carriers, optionally with the use of surface-active agents, that is emulsifying agents and/or dispersing agents and/or foam-forming agents.
In the case of the use of water as an extender, organic solvents can, for example, also be used as auxiliary solvents. As liquid solvents, there are suitable in the main: aromatics, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example petroleum fractions, mineral and vegetable oils, alcohols, such as butanol or glycol as well as their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as dimethylformamide and dimethyl sulfoxide, as well as water.
As solid carriers there are suitable: for example ammonium salts and ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and ground synthe
Dahmen Peter
Feucht Dieter
Schallner Otto
Bayer Aktiengesellschaft
Clardy S. Mark
Gil Joseph C.
LandOfFree
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