Classifications

• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
  • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
  • A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
  • A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
  • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
  • A01N41/10—Sulfones; Sulfoxides
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
  • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
  • A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
  • A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
  • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
  • A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
  • A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom

Definitions

• the invention relates to the technical field of crop protection agents which can be used against undesired plant growth and contain a combination of at least two herbicides as active ingredients.
• herbicidal compositions for use in rice which contain an herbicide from the group of benzoylcyclohexanediones in combination with at least one further herbicide.
• Herbicides from the group of benzoylcyclohexanediones mentioned above are known from numerous documents. For example, WO 98/29406, WO 00/21924 and WO 01/07422 describe the herbicidal activity of numerous such compounds. Some of the benzoylcyclohexanediones mentioned in WO 00/21924 have good herbicidal activity against harmful plants occurring in rice crops.
• the effectiveness of herbicides depends, among other things, on the type of herbicide used, its application rate, the preparation, the harmful plants to be controlled, the climatic and soil conditions, etc. Another criterion is the duration of action or the rate of degradation of the herbicide. If necessary, changes in the sensitivity of Harmful plants against an active ingredient that can occur with prolonged use or geographically limited. Such changes manifest themselves as more or less severe loss of activity and can only be compensated for to a limited extent by the higher application rates of the herbicides.
• a frequently used method for improving the application profile of a herbicide is to combine the active ingredient with one or more other active ingredients which contribute the desired additional properties.
• phenomena of physical and biological incompatibility often occur with the combined use of several active ingredients, e.g. B. lack of stability of a common formulation, decomposition of an active ingredient or antagonism of the active ingredients.
• combinations of active ingredients with a favorable activity profile, high stability and, as far as possible, synergistically enhanced action are desired, which allow a reduction in the application rate compared to the individual application of the active ingredients to be combined.
• the object of the present invention is to provide herbicidal compositions for use in rice crops with properties which are improved compared to the prior art.
• the invention relates to herbicidal compositions, characterized by an effective content of
• R 1 C-Oralkyl
• R 3 and R 4 independently of one another are hydrogen, halogen, C 1 -C 4 -alkyl,
• R 6 is hydrogen, CrC-alkyl or halogen-C- ⁇ -C - alkyl; R 7 -CC 4 alkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, halo C 1 -C 4 alkyl,
• agents which contain the compounds of formula (I) or their salts [component (A)] and the compounds of group B) [component (B)] in a weight ratio of 1:20 to 20: 1.
• chain-like carbon-containing radicals such as alkyl, alkoxy, haloalkyl, haloalkoxy, alkylamino and alkylthio as well as the corresponding unsaturated and / or substituted radicals in the carbon skeleton such as alkenyl and alkynyl can each be straight-chain or branched.
• Alkyl radicals also in the composite meanings such as alkoxy, haloalkyl, etc., mean, for example, methyl, ethyl, n- or i-propyl, n-, i-, t- or 2-butyl.
• Alkenyl and alkynyl radicals have the meaning of the possible unsaturated radicals corresponding to the alkyl radicals;
• Alkenyl means, for example, allyl, 1-methylprop-2-en-1-yl, 2-methyl-prop-2-en-1-yl, but-2-en-1-yl, but-3-en-1-yl , 1-methyl-but-3-en-1-yl and 1-methyl-but-2-en-1-yl;
• Alkynyl means, for example, propargyl, but-2-in-1-yl, but-3-in-1-yl, 1-methyl-but-3-in-1-yl.
• the multiple bond can be in any position of the unsaturated radical.
• Cycloalkyl means a carbocyclic, saturated . Ring system, eg cyclopropyl,
• Halogen means fluorine, chlorine, bromine or iodine.
• Haloalkyl and alkenyl are alkyl, alkenyl or alkynyl which are partially or completely substituted by halogen, preferably by fluorine, chlorine and / or bromine, especially by fluorine and / or chlorine, for example CF 3 , CHF 2) CH 2 F, CF 3 CF 2 , CH 2 FCHCI, CCI 3 , CHCI 2> CH 2 CH 2 CI;
• Haloalkoxy is, for example, OCF 3 , OCHF 2 , OCH 2 F, CF 3 CF 2 O, OCH 2 CF 3 and OCH 2 CH 2 CI; the same applies to haloalkenyl.
• the compounds of the general formula I can be present as stereoisomers.
• stereoisomers can be obtained from the mixtures obtained in the preparation by customary separation methods, for example by chromatographic separation processes. Stereoisomers can also be prepared selectively by using stereoselective reactions using optically active starting materials and / or auxiliary substances.
• the invention also relates to all stereoisomers and their mixtures which are encompassed by the general formula I but are not specifically defined.
• herbicidal compositions which comprise, as component (A), a compound of the general formula (! In which
• R 1 is methyl
• R 3 and R 4 independently of one another are hydrogen, chlorine, fluorine, methyl, trifluoromethyl,
• R 6 is hydrogen;
• R 7 is methyl or ethyl;
• n 0, 1 or 2;
• m, a and b each represent 2.
• compositions which are a component of (A) are also preferred
• R 5 is O- (CH 2 ) a -O- (CH 2 ) b -OR 7 , C 3 -C 8 -cycloalkyloxy, CrCs-cycloalkyl-CrC ⁇ alkyloxy or 2-tetrahydrofuranyl-methoxy.
• herbicidal compositions which comprise, as component (A), a compound of the formula (Ia) below:
• Foramsulfuron is known, for example, from WO 95/10507 as a herbicide.
• Mesosulfuron is known, for example, from WO 95/10507 as a herbicide.
• application rates in the range from 1 to 2000 g, preferably 10 to 500 g of active substance per hectare (ai / ha) of component (A) and 1 to 2000 g, preferably 1 to 500 g of component ( B).
• the weight ratios of the components (A) to (B) to be used can be varied within a wide range.
• the quantitative ratio is preferably in the range from 1:50 to 500: 1, in particular in the range from 1:20 to 50: 1.
• Optimal weight ratios can depend on the respective area of application, weed spectrum and the active ingredient combination used and can be determined in preliminary tests.
• the agents according to the invention are outstandingly suitable for the selective control of harmful plants in rice crops.
• the agents according to the invention can be used in all types of application which are customary for rice herbicides. They are used particularly advantageously in spray application and in "submerged application". With the so-called “submerged application”, the accumulation water already covers the earth by up to 30mm at the time of application. The agents according to the invention are then added directly, for example in the form of granules, to the accumulation water.
• the spray application is mainly used for seeded rice and the so-called “submerged application” is mainly used for transplanted rice.
• the agents according to the invention cover a broad spectrum of weeds. They are suitable, for example, for controlling annual and perennial harmful plants such as, for example, from the species Alopecurus, Avena, Chenopodium, Cynodon, Cyperus, Digitaria, Echinochloa, Elymus, Galium, Ipomoea, Lamium, Matricaria, Scirpus, Setaria, Sorghum, Veronica, Viola and Xanthium, in particular Echinochloa spp., Leptochloa spp., Scirpus spp., Cyperus spp., Sagittaria spp., Monochoria spp., Lindernia spp., Eleocharis spp. and Sesbania spp.
• annual and perennial harmful plants such as, for example, from the species Alopecurus, Avena, Chenopodium, Cynodon, Cyperus, Digitaria, Echinochloa, Elymus,
• herbicidal compositions according to the invention are also notable for the fact that the effective dosages of components (A) and (B) used in the combinations are reduced compared to a single dosage, so that a reduction in the necessary application rates of the active ingredients is made possible.
• the invention also relates to a process for controlling unwanted vegetation, characterized in that one or more herbicides (A) with one or more herbicides (B) are applied to the harmful plants, parts of them or the area under cultivation.
• the active compound combinations according to the invention can be present both as mixed formulations of components (A) and (B), if appropriate with other customary formulation auxiliaries which are then usually diluted with water, or as so-called tank mixtures by diluting the separately formulated or partially separately formulated formulations Components are made with water.
• Components (A) and (B) can be formulated in different ways, depending on which biological and / or chemical-physical parameters are specified.
• general formulation options are: wettable powder (WP), emulsifiable concentrates (EC), aqueous solutions (SL), emulsions (EW) such as oil-in-water and water-in-oil emulsions, sprayable solutions or emulsions, Oil- or water-based dispersions, suspoemulsions, dusts (DP), mordants, granules for soil or litter application or water-dispersible granules (WG), ULV formulations, microcapsules or waxes.
• combinations with other pesticidally active substances such as other herbicides, fungicides or insecticides, and also safeners, fertilizers and / or growth regulators can be prepared, e.g. in the form of a finished formulation or as a tank mix.
• Spray powders are preparations which are uniformly dispersible in water and which, in addition to the active substance, contain not only a diluent or inert substance, but also ionic or nonionic surfactants (wetting agents, dispersing agents), e.g. polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenesulfonates, ligninsulfonic acid sodium, 2,2'-dinaphthylmethane-6,6'-disulfonic acid sodium, dibutylnaphthalenesulfonic acid sodium or also oleoylmethyltauric acid sodium.
• ionic or nonionic surfactants e.g. polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenesulfonates
• Emulsifiable concentrates are made by dissolving the active ingredient in an organic solvent, e.g. Butanol, cyclohexanone, dimethyiformamide, xylene or higher-boiling aromatics or hydrocarbons with the addition of one or more ionic or nonionic surfactants (emulsifiers).
• organic solvent e.g. Butanol, cyclohexanone, dimethyiformamide, xylene or higher-boiling aromatics or hydrocarbons.
• ionic or nonionic surfactants emulsifiers
• alkylarylsulfonic acid calcium salts such as Ca-dodecylbenzenesulfonate
• nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan fatty acid ester sorbetyl ester, polyoxyethylene fatty acid sorbetyl ester, polyoxyethylene ethoxylate sorbet, polyoxyethylene ethoxylate or polyoxyethylene ethoxylate.
• Dusts are obtained by grinding the active ingredient with finely divided solid substances, for example talc, natural clays, such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
• Granules can either be produced by spraying the active ingredient onto adsorbable, granulated inert material or by applying active ingredient concentrates using adhesives, for example polyynyl alcohol, polyacrylic acid sodium or mineral oils, to the surface of carriers such as sand, kaolinites or granulated inert material.
• Suitable active ingredients can also be granulated in the manner customary for the production of fertilizer granules, if desired in a mixture with fertilizers.
• Water-dispersible granules are generally produced using processes such as spray drying, fluidized bed granulation, plate granulation, mixing with high-speed mixers and extrusion without solid inert material.
• the agrochemical preparations generally contain 0.1 to 99 percent by weight, in particular 0.2 to 95% by weight, of active ingredients of types (A) and (B), the following concentrations being customary depending on the type of formulation:
• the active ingredient concentration in wettable powders is eg about 10 to 95 wt .-%, the rest of 100 wt .-% consists of conventional formulation components.
• the active substance concentration can e.g. 5 to 80% by weight.
• Dust-like formulations usually contain 5 to 20% by weight of active ingredient, sprayable solutions about 0.2 to 25% by weight of active ingredient.
• the active ingredient content depends in part on whether the active compound is in liquid or solid form and which granulating agents and fillers are used. As a rule, the content of the water-dispersible granules is between 10 and 90% by weight.
• the active ingredient formulations mentioned may contain the usual adhesives, wetting agents, dispersants, emulsifiers, preservatives, antifreezes and solvents, fillers, colors and carriers, defoamers, evaporation inhibitors and agents which control the pH or the Influence viscosity.
• the formulations present in the commercial form are optionally diluted in the customary manner, for example in the case of wettable powders, emulsifiable Concentrates, dispersions and water-dispersible granules using water.
• Preparations in the form of dust, ground granules or granules for spreading, and sprayable solutions are usually no longer diluted with other inert substances before use.
• the active compounds can be applied to the plants, parts of plants, plant seeds or the area under cultivation (arable soil), preferably to the green plants and parts of plants and, if appropriate, additionally to the arable soil.
• One possible application is the joint application of the active ingredients in the form of tank mixes, the optimally formulated concentrated formulations of the individual active ingredients being mixed together with water in the tank and the spray liquor obtained being applied.
• a common herbicidal formulation of the combination according to the invention of components (A) and (B) has the advantage of being easier to use because the amounts of the components have already been set in the correct ratio to one another.
• the auxiliaries in the formulation can be optimally coordinated with one another, while a tank mix of different formulations can result in undesired combinations of auxiliaries.
• a dusting agent is obtained by mixing 10 parts by weight of an active ingredient / active ingredient mixture and 90 parts by weight of talc as an inert substance and comminuting them in a hammer mill.
• a wettable powder (WG) which is readily dispersible in water is obtained by adding 25 parts by weight of an active ingredient / active ingredient mixture, 64 parts by weight of kaolin-containing quartz as an inert substance, 10 parts by weight of lignosulfonic acid potassium and 1 part by weight. Mix part of oleoylmethyl tauric acid sodium as a wetting and dispersing agent and grind in a pin mill.
• a dispersion concentrate which is readily dispersible in water is obtained by mixing 20 parts by weight of an active compound / active compound mixture with 6 parts by weight of alkylphenol polyglycol ether (Triton X 207), 3 parts by weight of isotridecanol polyglycol ether (8 EO) and 71 parts by weight. Mixes parts of paraffinic mineral oil (boiling range approx. 255 to 277 ° C) and grinds to a fineness of less than 5 microns in a friction ball mill.
• An emulsifiable concentrate is obtained from 15 parts by weight of an active substance / active substance mixture, 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of oxyethylated nonylphenol as emulsifier.
• a water-dispersible granulate is obtained by adding 75 parts by weight of an active ingredient / active ingredient mixture,
• a water-dispersible granulate is also obtained by adding 25 parts by weight of an active ingredient / active ingredient mixture,
• Seeds or root pieces of monocotyledonous and dicotyledonous weed plants are placed in pots in sandy loam and covered with soil.
• the agents formulated in the form of concentrated aqueous solutions, wettable powders or emulsion concentrates are then applied as an aqueous solution, suspension or emulsion with a water application rate of the equivalent of 600 to 800 l / ha in different dosages to the surface of the covering earth.
• the test vessels are jammed with water up to 30mm above the surface of the earth.
• water application (“submerged application"), however, the soil in the closed test vessel is already covered with the accumulation water up to 30 mm at the time of application.
• the formulated active ingredients for example in the form of granules, are added directly to the accumulation water
• the pots are placed in the greenhouse during treatment and kept under good growth conditions for the weeds.
• the optical assessment of the damage to the plants or the emergence occurs after the test plants have emerged after a test period of 3 to 4 weeks compared to untreated controls.
• the compositions according to the invention have an excellent herbicidal pre-emergence activity against a broad spectrum of grasses and weeds, and effects of the combinations according to the invention which exceed the formal sum of the effects when the herbicides are applied individually are frequently observed At suitable low doses, some of the tests showed an effect of the combinations that exceeded Colby's expected values.
• Seeds or root pieces of monocotyledonous and dicotyledonous weeds are placed in pots in sandy loam soil, covered with soil and grown in the greenhouse under good growth conditions (temperature, humidity, water supply). About three weeks after sowing, the test plants are treated with the agents according to the invention.
• the agents according to the invention formulated as wettable powder or as emulsion concentrates are sprayed onto the green parts of the plant in various dosages with a water application rate of the equivalent of 600 to 800 l / ha.
• the test vessels are jammed with water up to 30mm above the surface of the earth.
• Crop plants were grown in the open on plots under natural outdoor conditions, seeds or root pieces of typical harmful plants having been laid out or the natural weeds being used.
• Treatment with the agents according to the invention was carried out as a spray application or as a water application ("submerged application") after emergence of the harmful plants and the crop plants, as a rule in the 2 to 4 BI stage; in some cases (as indicated), the application of individual active substances or combinations of active substances was pre-allergenic or as sequence treatment, partly pre-allergenic and After application, for example 2, 4, 6 and 8 weeks after application, the effect of the preparations is rated visually in comparison to untreated controls (cf.
• Example 1 A synergistic herbicidal activity against a broad spectrum of economically important grasses and weeds The comparison showed that the combinations according to the invention mostly have more, sometimes considerably more herbicidal activity than the sum of the effects of the individual herbicides and therefore indicates synergism Effects in ess sections of the rating period above the expected values according to Colby and therefore also point to a synergism.
• the application rate is a strong indication of a synergistic effect.
• A, B effect of component A or B in percent at a dosage of a or b grams ai / ha.
• E expected value in% at a dosage of a + b grams ai / ha.

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• Life Sciences & Earth Sciences (AREA)
• Agronomy & Crop Science (AREA)
• Pest Control & Pesticides (AREA)
• Plant Pathology (AREA)
• Health & Medical Sciences (AREA)
• Engineering & Computer Science (AREA)
• Dentistry (AREA)
• General Health & Medical Sciences (AREA)
• Wood Science & Technology (AREA)
• Zoology (AREA)
• Environmental Sciences (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)

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• 2001
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• 2002
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  • 2002-04-13 WO PCT/EP2002/004131 patent/WO2002085118A2/de not_active Application Discontinuation
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