EP2571363A1 - Agents herbicides pour cultures de colza tolérantes ou résistantes - Google Patents

Agents herbicides pour cultures de colza tolérantes ou résistantes

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Publication number
EP2571363A1
EP2571363A1 EP11720483A EP11720483A EP2571363A1 EP 2571363 A1 EP2571363 A1 EP 2571363A1 EP 11720483 A EP11720483 A EP 11720483A EP 11720483 A EP11720483 A EP 11720483A EP 2571363 A1 EP2571363 A1 EP 2571363A1
Authority
EP
European Patent Office
Prior art keywords
chloro
fluoro
methoxyphenyl
amino
carboxylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP11720483A
Other languages
German (de)
English (en)
Inventor
Erwin Hacker
Hansjörg Dietrich
Klaus Trabold
Elmar Gatzweiler
Frank Ziemer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Intellectual Property GmbH
Original Assignee
Bayer Intellectual Property GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Intellectual Property GmbH filed Critical Bayer Intellectual Property GmbH
Priority to EP11720483A priority Critical patent/EP2571363A1/fr
Publication of EP2571363A1 publication Critical patent/EP2571363A1/fr
Withdrawn legal-status Critical Current

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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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Definitions

  • the invention is in the field of pesticides, which can be used against harmful plants in tolerant or resistant crops of oilseed rape and contain as herbicidal active ingredients a combination of two or more herbicides.
  • rapeseed varieties With the introduction of tolerant or resistant rapeseed varieties, hybrids and lines, in particular transgenic rapeseed varieties and lines, the traditional weed control system is supplemented with conventional rape-tolerated active ingredients with new non-selective active ingredients per se in conventional rapeseed varieties.
  • the effectiveness of these herbicides against harmful plants in the tolerant crops is at a high level, but depends - similar to conventional herbicides - on the type of herbicide used, its application rate, the particular preparation form, each to be controlled harmful plants and their stage of development, the climate - and soil conditions, etc. from. Furthermore, the herbicides have weaknesses (gaps) against specific types of harmful plants. Another criterion is the duration of the action or the degradation rate of the herbicide. If necessary, changes in the susceptibility of harmful plants (tolerances, resistances), which can occur with prolonged use of the herbicides or geographically, must also be taken into account. Losses in individual plants can be compensated only partially, if at all, by higher application rates of herbicides.
  • a lower application rate not only reduces the amount of an active substance required for the application, but usually also reduces the amount of necessary formulation auxiliaries. Both reduce the economic effort and improve the environmental compatibility of the herbicide treatment.
  • One way to improve the application profile of a herbicide may be to combine the active ingredient with one or more other agents that provide the desired additional properties.
  • phenomena of chemical, physical and biological incompatibility often occur in the combined use of several active ingredients, eg. B. lack of stability of a coformulation, decomposition of an active ingredient or antagonism in the biological activity of the active ingredients.
  • WO 2007/120706 discloses synergistic herbicide combinations (01, p. 1, Z. 8-1 1) which contain a pyrimidine carboxylic acid of the formula 1 (see p. 2, lines 8-16) and a second herbicide (for example GS (cf. Glutamine synthase) inhibitor (01, p. 2, line 25)) or herbicide safener.
  • GS cf. Glutamine synthase
  • US-A-2002/094934 discloses herbicide combinations containing a herbicide A (see p. 1, A. 8-14) and a herbicide B (see p. 1-2, A. 15-19).
  • US-A-2007/179059 discloses pyrimidinecarboxylic acids and their derivatives of the formula L.
  • Z is hydroxy, -NHCH (CH 3 ) CONHCH (CH 3 ) COOH or -NHCH (CH 3 ) CONHCH [CH 2 CH (CH 3 ) 2 ] COOH, or its esters or salts, and
  • X is N or CH and R is CO 2 H or a herbicidally active derivative
  • the rape cultures are tolerant to the herbicides (A) and (B) contained in the combination, optionally in the presence of safeners.
  • the compounds (A) and (B) are known.
  • Compounds of type (A1) are described, for example, in DE-A 271 7440.
  • Compounds of type (B1) are described, for example, in WO 2007/082098. Mixtures of these compounds with other herbicides are described, for example, in WO 2009/029518.
  • a herbicidally active derivative is especially understood as meaning salts, esters, carboxamides, acylhydrazides, imidates, thioimidates, amidines, acyl halides, acyl cyanides, acid anhydrides, ethers, acetals, orthoesters, carboxaldehydes, oximes, hydrazones, thioacids, thioesters, Dithiolester, nitriles and any other carboxylic acid derivative, which does not extinguish the herbicidal activity of the compound of general formula (B1) and in plants and / or in the soil, for example by hydrolysis, oxidation, reduction or other type of metabolization provides the carboxylic acid function, which depending on the pH Value is dissociated or undissociated, understood.
  • the compounds of formula (B1) may further form salts by addition of a suitable inorganic or organic acid such as HCl, HBr, H 2 SO 4 or HNO 3 , but also oxalic acid or sulfonic acids to a basic group such as amino or alkylamino , Suitable substituents which are present in deprotonated form, such as, for example, sulfonic acids or carboxylic acids, can form internal salts with groups which can themselves be protonated, such as amino groups. Salts can also be formed by replacing the hydrogen with a suitable cation for agriculture with suitable substituents, such as, for example, sulfonic acids or carboxylic acids.
  • salts are, for example, metal salts, in particular alkali metal salts or alkaline earth metal salts, in particular sodium and potassium salts, or else ammonium salts, salts with organic amines or quaternary (quaternary) ammonium salts with cations of the formula [NRR'R "R"'] + in which R to R '"each independently represent an organic radical, in particular alkyl, aryl, aralkyl or alkylaryl.
  • the compounds of general formula (B1) may also include N-oxides.
  • Corresponding pyridine-N-oxides are available via pure ox ide at the corresponding pyridines. Suitable oxidation methods are for example in Houben-Weyl, Methods of Organic Chennie, Extension and following volumes to the 4th edition, Volume E 7b, p 565 f. described.
  • component (B) in each case are:
  • the synergistic effects become with common application of the active substances (A) and (B), for example, as a tank mix or co-formulation observed, but can also be found in a split-time application (splitting). It is also possible to use the herbicides or herbicide combinations in several portions (sequence application), eg. After pre-emergence applications, followed by post-emergence applications or early post-emergence applications, followed by mid-late post-emergence applications. Preference is given to the simultaneous use of the active ingredients of the respective combination, optionally in several portions. However, the time-delayed application of the individual active substances of a combination may also be advantageous in the individual case. In this system application, other crop protection agents such as fungicides, insecticides, acaricides, etc. and / or various adjuvants, adjuvants and / or fertilizers can be integrated.
  • other crop protection agents such as fungicides, insecticides, acaricides, etc. and / or various adjuvants, adjuvants and /
  • the synergistic effects allow a reduction in the application rates of the individual active ingredients, a higher potency against the same harmful plant species at the same rate, the control of previously unrecognized species (gaps), an extension of the period of application and / or a reduction in the number of necessary individual applications and - as a result for the Users - economically and ecologically more advantageous weed control systems.
  • the combinations of (A) + (B) according to the invention make possible synergistic increases in activity which go far and unexpectedly beyond the effects achieved with the individual active compounds (A) and (B).
  • herbicide combinations are provided which can be used particularly favorably in tolerant rape cultures.
  • the herbicides mentioned (A1 .1) to (A1 .3) are taken up via the green parts of the plants and are known as broad-spectrum herbicides or total herbicides; they are inhibitors of the enzyme glutamine synthetase in plants; See "The Pesticide Manual” 11 edition, British Crop Protection Council 1997, pp. 643-645 and 120-121, respectively.
  • the combinations are suitably used in rape cultures which are tolerant to the compounds (A1).
  • the tolerance may have been produced by breeding or mutation selection (e.g., analogous to the commercially available Clearfield® rape cultures from BASF - formerly marketed as Smart Canola - which are tolerant to imidazolinone herbicides) or by genetic engineering.
  • Some tolerant rape cultures that have been genetically engineered are already known and used in the field, e.g. Liberty Link® canola from Bayer CropScience; see. Article in the magazine "sugar beet" 47th year (1998), p. 217 ff .; for the production of transgenic plants which are resistant to glufosinate, cf.
  • the application rates of the herbicides (B) can vary widely. The following areas are suitable:
  • the combinations according to the invention can be used together with other active ingredients, for example from the group of fungicides, insecticides and plant growth regulators or from the group of customary in plant protection additives and formulation auxiliaries.
  • Additives are, for example, fertilizers, dyes, oils and ionic / nonionic wetting agents.
  • those combinations according to the invention which also contain one or more further active compounds of other structure [active ingredients (C)], for example safeners, plant growth regulators or other herbicides.
  • active ingredients (C) for example safeners, plant growth regulators or other herbicides.
  • the preferred conditions explained for double combinations according to the invention also apply in the first place, if it contains the two combinations according to the invention and I refer to the two-combination in question. Insofar as rape cultures do not naturally have a tolerance to the active substance (C), such must be produced by nutrient selection, growth or otherwise in order to enable uses according to the invention.
  • active compound (C) particularly suitable as active compound (C) are mefenpyr (-diethyl), cloquintocet (-mexyl), carbetamides, clethodine (C10), clomazone, clopyralid (C1), cycloxydim (C1 1), dimefuron, dimethachlor (C2), ethametsulfuron-methyl , Fenoxaprop-P-ethyl (C3), Fluazifop-P-butyl, Glyphosate, Glyphosate-diammonium, Glyphosate isopropylammonium, Glyphosate potassium, Haloxyfop-p (C4), Haloxyfop-P-methyl, Imazamox (C9 ), Metazachlor (C5), napropamide (C6), pentanochlor, propaquizafop, pyridate (C7), quinmerac, quizalofop-P, quiz
  • active compound (C) particularly suitable as active compound (C) are mefenpyr (-diethyl), cloquintocet (- mexyl), clethodim (C10), clopyralid (C1), cycloxydim (C1.sub.1) and fenoxaprop-P-ethyl (C3), in particular clethodim (C10 ), Cycloxydim (C1 1), clopyralid (C1), fenoxaprop-P-ethyl (C3), and napropamide (C6), pyridates (C7), trifluralin (C8), imazamox (C9).
  • the triple combinations of active substances listed below in tabular form are thus also suitable in each case for themselves.
  • Active Ingredient A) Active Ingredient (B) Active Ingredient (C)
  • the application rates of the active ingredients (C) can vary widely.
  • the following ranges can be used as a rough guide: Generally 0.5-5000 g AS / ha, preferably 1 to 3000 g AS / ha, particularly preferably 1.5- 2000 g AS / ha.
  • the com binations according to the invention have an excellent herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants.
  • both groups also combat those harmful plants which are resistant to one or more herbicides or herbicidal groups, for example those harmful plants, ie due to target site resistance or metabolic resistance of ACCAse inhibitors, ALS inhibitors or EPSPS inhibitors , HPPD inhibitors, 2,4-D or dicamba can no longer be controlled.
  • the agents according to the invention are applied to the surface of the earth before germination, either the weed seedlings are completely prevented or the weeds grow up to the cotyledon stage, but then cease their growth and die completely after three to four weeks from.
  • a rapid growth stop also occurs after the treatment and the herbaceous plants are either in the growth stage present at the application time or die completely after a certain time, so that in this way a weed competition harmful to crops is eliminated very early and sustainably.
  • the herbicidal compositions according to the invention are characterized by a more rapid onset and longer-lasting herbicidal action.
  • the rainfastness of the active ingredients in the combinations according to the invention is generally favorable.
  • a particular advantage is the fact that the dosages of compounds (A) and (B) used and effective in the combinations can be set so low that their soil effect is optimal and advantageous over secondary crops. Therefore, their use is not only possible in sensitive cultures, but groundwater contamination is virtually avoided.
  • the effect in the combinations is stronger than the expected sum of the effects of the individual herbicides used.
  • the synergistic effects allow a reduction in the application rate, the control of a broader spectrum of weeds and grass weeds (especially resistant weeds and grass weeds), a faster onset of herbicidal activity, a longer lasting effect, better control of harmful plants with only one resp few applications as well as an extension of the possible application period.
  • compositions according to the invention have excellent herbicidal activity against monocotyledonous and dicotyledonous weeds, the tolerant or cross-tolerant oilseed rape plants are only insignificantly or not at all damaged.
  • compositions according to the invention have excellent growth-regulatory properties in the oilseed rape plants. They regulate the plant's metabolism and can thus be used to specifically influence plant ingredients. Furthermore, they are also suitable for the general control and inhibition of unwanted vegetative growth, without damaging the plants. Inhibition of vegetative growth plays an important role in many monocotyledonous and dicotyledonous crops because improved stability can reduce or completely prevent storage. Because of their herbicidal and plant growth regulatory properties, the control agents for harmful plants can be used in known tolerant or cross-tolerant rape cultures or tolerant or genetically modified rape cultures, forms, varieties and hybrids yet to be developed.
  • the transgenic plants are distinguished by particular advantageous properties, in addition to resistances via the agents according to the invention, for example resistance to plant diseases or pathogens of plant diseases such as certain insects or microorganisms like mushrooms, bacteria or viruses.
  • Other special properties relate to z. B. the crop in terms of quantity, quality, shelf life, composition and special ingredients.
  • transgenic plants with increased oil content or altered quality eg. B. other fatty acid composition of the crop known.
  • new plants which exhibit modi fi ed properties in comparison to previously occurring plants, consist, for example, in classical breeding methods and the generation of mutants.
  • new plants with altered properties can be generated by genetic engineering techniques (see, for example, EP-A-0 221 044, EP-A-0 131 624).
  • genetic modifications of crops have been described in several cases for the purpose of modifying the starch synthesized in the plants (for example WO 92/01 1376 A, WO 92/014827 A, WO 91/019806 A),
  • transgenic crop plants which are resistant to certain herbicides of the glyphosate type (WO 92/000377 A) or the sulfonylureas (EP 0 257 993 A, US Pat. No. 5,013,659) or to combinations or mixtures of these herbicides by gene stacking, such as transgenic crop plants, e.g. Corn or soybean with the trade name or designation Optimum TM GAT TM (Glyphosate ALS
  • Transgenic crops such as cotton, with the ability to produce Bacillus thuringiensis toxins (Bt toxins), which make the plants resistant to certain pests (EP-A 0 142 924, EP-A 0 193 259).
  • Bt toxins Bacillus thuringiensis toxins
  • Transgenic crops with modified fatty acid composition WO 91/013972 A.
  • genetically engineered crops with new content or secondary substances e.g. new phytoalexins which cause increased disease resistance (EP 0 309 862 A, EP 0 464 461 A)
  • transgenic crops characterized by a combination of e.g. the o. g. characterize new properties ("gene stacking")
  • nucleic acid molecules can be introduced into plasmids that allow mutagenesis or sequence alteration by recombination of DNA sequences.
  • base exchanges can be made, partial sequences removed or natural or synthetic sequences added.
  • adapters or linkers can be attached to the fragments, see eg Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd Ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY; or Winnacker "Gene and Clones ", VCH Weinheim 2nd edition 1996
  • the production of plant cells having reduced activity of a gene product can be achieved, for example, by expression of at least one corresponding antisense RNA, one e-RNA to obtain a cosuppression effect, or expression of at least one correspondingly engineered ribozyme which specifically transcribes the above gene product splits.
  • DNA molecules can be used which comprise the entire coding sequence of a gene product, including possibly existing flanking sequences, as well as DNA molecules which comprise only parts of the coding sequence, which parts have to be long enough to be present in to cause the cells an antisense effect. It is also possible to use DNA sequences which have a high degree of homology to the coding sequences of a gene product, but are not completely identical.
  • the synthesized protein may be located in any compartment of the plant cell.
  • the coding region is linked to DNA sequences which ensure localization in a particular compartment.
  • sequences are known to those skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad., U.S.A. 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1 991), 95-106).
  • the expression of the nucleic acid molecules can also take place in the organelles of the plant cells.
  • the transgenic plant cells can be regenerated to whole plants by known techniques.
  • the transgenic plants may in principle be plants of any plant species, ie both monocotyledonous and dicotyledonous plants.
  • the agents of the present invention can be used in transgenic rape cultures which target not only against component (A) but also against growth factors (such as 2,4-D or dicamba) or against herbicides containing essential plant enzymes, e.g. B. Acetolactate synthases (ALS), EPSP synthases or Hydoxyphenylpyruvat dioxygenases (HPPD) inhibit, respectively, are tolerant to herbicides from the group of sulfonylureas, glyphosate or Benzoylisoxazole and analogues, or against any combination of these agents.
  • ALS Acetolactate synthases
  • EPSP synthases EPSP synthases
  • HPPD Hydoxyphenylpyruvat dioxygenases
  • compositions according to the invention can be used in transgenic rape cultures which are tolerant to a combination of glyphosates and glufosinates or to a combination of glufosinates and sulfonylureas or imidazolinones.
  • the invention therefore also provides a method for controlling undesired plant growth in tolerant rape cultures, which comprises applying one or more herbicides of the type (A) with one or more herbicides of the type (B) to the harmful plants, plant parts thereof or the Cultivated area applied.
  • the invention also relates to the novel combinations of compounds (A) + (B) and herbicidal compositions containing them.
  • the active compound combinations according to the invention can be used both as molding formulations (eg co-formulation, in-can formulation) containing two components, optionally with further active ingredients, additives and / or customary formulation auxiliaries, which are then diluted with water in a customary manner, or prepared as so-called tank mixes by co-diluting the separately formulated or partially separately formulated components with water.
  • compositions of the invention can be used in the form of wettable powders, emulsifiable concentrates, sprayable solutions, dusts or granules in the usual preparations.
  • the invention therefore also relates to herbicidal and plant growth-regulating agents which contain the agents according to the invention.
  • the agents according to the invention can be formulated in various ways, depending on which biological and / or chemical-physical parameters are predetermined. Possible formulation options are, for example: wettable powder (WP), water-soluble powders (SP), water-soluble concentrates, emulsifiable concentrates (EC), emulsions (EW), such as oil-in-water and water-in-oil emulsions, sprayable solutions , Suspension concentrates (SC), oil or water based dispersions, oil miscible solutions, capsule suspensions (CS), dusts (DP), mordants, granules for litter and soil application, granules (GR) in the form of micro, spray, elevator and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules and waxes.
  • WP wettable powder
  • SP water-soluble powders
  • EC emulsifiable concentrates
  • Injectable powders are preparations which are uniformly dispersible in water and contain surfactants of the ionic and / or nonionic type (wetting agents, dispersants) in addition to the active ingredient except a diluent or inert substance.
  • the herbicidal active compounds are finely ground, for example, in customary apparatus such as hammer mills, blower mills and air-jet mills and mixed simultaneously or subsequently with the formulation auxiliaries.
  • Emulsifiable concentrates are prepared by dissolving the active ingredient in an organic solvent such as butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons or mixtures of prepared organic solvent with the addition of one or more surfactants of ionic and / or nonionic type (emulsifiers).
  • organic solvent such as butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons or mixtures of prepared organic solvent with the addition of one or more surfactants of ionic and / or nonionic type (emulsifiers).
  • alkylarylsulfonic acid calcium salts such as calcium dodecylbenzenesulfonate or nonionic emulsifiers
  • fatty acid polyglycol esters alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide / ethylene oxide condensation products
  • alkyl polyethers sorbitan esters such as sorbitan fatty acid esters or polyoxethylenesorbitan esters such as polyoxyethylene sorbitan fatty acid esters.
  • Dusts are obtained by grinding the active substance with finely divided solid substances, for example talc, natural clays, such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
  • Suspension concentrates may be water or oil based. They can be prepared, for example, by wet grinding using commercially available bead mills and, if appropriate, addition of surfactants, as described, for example, in US Pat. are already listed above for the other formulation types.
  • Emulsions e.g. Oil-in-water emulsions (EW) can be prepared, for example, by means of stirrers, colloid mills and / or static mixers using aqueous organic solvents and optionally surfactants, as described, for example, in US Pat. listed above for the other formulation types.
  • EW Oil-in-water emulsions
  • Granules can either be prepared by spraying the active ingredient onto adsorptive, granulated inert material or by applying active substance concentrates by means of adhesives, for example polyvinyl alcohol, sodium polyacrylate or mineral oils, to the surface of carriers such as sand, kaolinites or granulated inert material. It is also possible to granulate suitable active ingredients in the manner customary for the production of fertilizer granules, if desired in admixture with fertilizers. Water-dispersible granules are usually prepared by the usual methods 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 wt .-%, in particular 0.1 to 95 wt .-%, inventive compositions.
  • the drug concentration is e.g. about 10 to 90 wt .-%, the remainder to 1 00 G ew. -% consists of conventional formulation components.
  • the active ingredient concentration may be about 1 to 90, preferably 5 to 80 wt .-%.
  • Dusty formulations contain 1 to 30 wt .-% of active ingredient, preferably usually 5 to 20 wt .-% of active ingredient, sprayable solutions contain about 0.05 to 80, preferably 2 to 50 wt .-% of active ingredient.
  • the active ingredient content depends, in part, on whether the active compound is liquid or solid and which granules, fillers, etc. are used.
  • the content of active ingredient is, for example, between 1 and 95% by weight, preferably between 10 and 80% by weight.
  • the active substance formulations mentioned optionally contain the customary adhesion, wetting, dispersing, emulsifying, penetrating, preserving, antifreeze and solvent, fillers, carriers and dyes, antifoams, Evaporation inhibitors and pH and viscosity affecting agents.
  • glufosinate-ammonium (A1 .2)
  • L-enantiomer glufosinate-ammonium
  • surface-active substances preferably sweeteners, from the rehydrated alkyl polyglycol ether sulfates
  • sweeteners from the rehydrated alkyl polyglycol ether sulfates
  • the magnesium salt such as C 2 / C 4 fatty alcohol diglycol ether sulfate sodium (®Genapol LRO, Hoechst); see EP-A-0 476 555, EP-A-0 048 436, EP-A-0 336 151 or US 4,400,196 and Proc. EWRS Symp.
  • alkyl polyglycol ether sulfates is also suitable as a penetration aid and enhancer for a number of other herbicides, including for herbicides from the series of imidazolinones; see EP-A-0 502 014.
  • the formulations present in commercial form are optionally diluted in the customary manner, for example in wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules by means of water. Dust-like preparations, soil or scattering granules, as well as sprayable solutions are usually no longer diluted with other inert substances before use.
  • the active substances can be applied to the plants, plant parts, plant seeds or the acreage (agricultural or horticultural area), preferably to the green plants and plant parts and optionally additionally to the field soil.
  • a common herbicidal formulation of the combination of active ingredients (A) and (B) according to the invention has the advantage of easier applicability because the amounts of the components are already set in the correct ratio to each other.
  • the adjuvants in the formulation can be optimally tailored to one another while one Ta n k-mix of different formulations can yield undesired combinations of adjuvants.
  • a wettable powder easily dispersible in water is obtained by mixing 25 parts by weight of a combination of active ingredients according to the invention, 64 parts by weight of kaolin-containing quartz as inert substance, 10 parts by weight of lignosulfonic acid potassium and 1 part by weight of oleoylmethyltaurine sodium as wetting and dispersing agent and in a Pin mill grinds.
  • a dispersion concentrate readily dispersible in water is obtained by mixing 20 parts by weight of a combination of active substances according to the invention 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 of paraffinic Mineral oil (boiling range, for example, about 255 to about 277 C) mixed and ground in a ball mill to a fineness of less than 5 microns.
  • emulsifiable concentrate is obtained from 15 parts by weight of a Active compound combination according to the invention, 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of ethoxylated nonylphenol as emulsifier.
  • a water-dispersible granules are obtained by
  • a water-dispersible granule is also obtained by
  • Seeds or rhizome pieces of monocotyledonous and dicotyledonous weed plants are placed in sandy clay soil in plastic or cardboard pots and covered with soil.
  • the formulated in the form of concentrated aqueous solutions, wettable powders or emulsion concentrates are then prepared as an aqueous solution, Suspension or emulsion applied with a water application rate of 100 to 800 l / ha in different dosages on the surface of the cover soil.
  • the pots are placed in the greenhouse and kept under good growth conditions for the weeds.
  • the visual assessment of plant damage or run-on damage occurs after emergence of the test plants after a test period of 3 to 8 weeks in comparison to untreated controls. As the test results show, the compositions according to the invention have a good herbicidal pre-emergence activity against a broad spectrum of grass weeds and weeds.
  • A, B effect of the active compounds A or B in% at a or bg AS / ha;
  • E c expected value in% at a + bg AS / ha.
  • Seeds of monocotyledonous and dicotyledonous weeds as well as transgenic oilseed rape are found in Paper pots laid in sandy clay soil, covered with soil and grown in the greenhouse under good growth conditions. 2-3 weeks after sowing, the test plants are treated in the 2-5 leaf stage with the agents according to the invention.
  • the formulations according to the invention formulated as wettable powders or emulsion concentrates are sprayed onto the green plant parts in various dosages with a water application rate of 600 to 800 l / ha. After about 3 to 4 weeks of life of the test plants in the greenhouse under optimal growth conditions, the effect of the preparations is optically scored compared to untreated controls.
  • the compositions according to the invention also have a good herbicidal activity against economically important weeds and weeds in postemergence.
  • Transgenic oilseed rape plants resistant to one or more herbicides are sown on 2 x 5 m parcels in the open field together with typical weed plants and grown under natural field conditions; Alternatively, the weeding process naturally occurs when the rape plants are grown.
  • Table 3 Application scheme - examples
  • the herbicidal activity of the active compounds or active substance mixtures is scored visually on the basis of the treated parcels in comparison to untreated control parcels.
  • the damage and development of all above-ground parts of the plant are recorded.
  • the rating values of 2-4 plots each each are averaged.
  • E c expected value according to Colby (see rating to table 1)
  • "Raps LL” Liberty-Link rapeseed, which is tolerant or resistant to glufosinate-ammonium, 4.
  • the application was carried out post-emergence treatment, the type of harmful plants and their growth stage at the time of treatment are reproduced in the individual results tables.
  • the application rates of the herbicidal active compounds, which were used alone or in combinations, are also given in the individual results tables.
  • Application rate g / ai application rate in grams of active ingredient per hectare
  • GA glufosinate-ammonium
  • GA tolerant rapeseed tolerant to GA (GMO)
  • Table 5 Crop tolerance to rape (GA tolerant) and efficacy to Lolium multiflorum

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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)

Abstract

L'invention concerne des associations d'herbicides et l'utilisation d'associations d'herbicides pour la lutte contre les plantes nuisibles dans les cultures de colza. L'invention est caractérisée en ce que l'association d'herbicides concernée contient (A) un herbicide du groupe des composés de formule (A1), dans laquelle Z désigne hydroxy, -NHCH(CH3)CONHCH(CH3)COOH ou -NHCH(CH3)CONHCH[CH2CH(CH3)2]COOH, ou bien ses esters ou sels, et (B) un herbicide de formule (B1), dans laquelle X représente N ou CH et R désigne CO2H ou un dérivé à action herbicide, et les cultures de colza sont tolérantes aux herbicides (A) et (B) contenus dans l'association, éventuellement en présence de phytoprotecteurs et/ou par modifications mutagènes et/ou transgéniques.
EP11720483A 2010-05-21 2011-05-19 Agents herbicides pour cultures de colza tolérantes ou résistantes Withdrawn EP2571363A1 (fr)

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EP10163609 2010-05-21
PCT/EP2011/058105 WO2011144683A1 (fr) 2010-05-21 2011-05-19 Agents herbicides pour cultures de colza tolérantes ou résistantes
EP11720483A EP2571363A1 (fr) 2010-05-21 2011-05-19 Agents herbicides pour cultures de colza tolérantes ou résistantes

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EP (1) EP2571363A1 (fr)
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AU (1) AU2011254589B2 (fr)
CA (1) CA2799690A1 (fr)
WO (1) WO2011144683A1 (fr)

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CA2799690A1 (fr) 2011-11-24
AU2011254589B2 (en) 2015-04-30
AU2011254589A1 (en) 2012-12-06
US20110287933A1 (en) 2011-11-24
CN103002743A (zh) 2013-03-27

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