EP3975724A1 - Associations d'adjuvants utilisées comme accélérateurs d'absorption par les feuilles pour compositions herbicides - Google Patents

Associations d'adjuvants utilisées comme accélérateurs d'absorption par les feuilles pour compositions herbicides

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Publication number
EP3975724A1
EP3975724A1 EP20729073.5A EP20729073A EP3975724A1 EP 3975724 A1 EP3975724 A1 EP 3975724A1 EP 20729073 A EP20729073 A EP 20729073A EP 3975724 A1 EP3975724 A1 EP 3975724A1
Authority
EP
European Patent Office
Prior art keywords
sulfated
sulfonates
alkoxylated
adjuvant
sulphonates
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.)
Pending
Application number
EP20729073.5A
Other languages
German (de)
English (en)
Inventor
Arianna Martelletti
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 AG
Original Assignee
Bayer AG
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Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of EP3975724A1 publication Critical patent/EP3975724A1/fr
Pending 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants

Definitions

  • Adiuvans combinations as foliar uptake accelerators for herbicidal compositions are also known as herbicidal compositions.
  • the present invention relates to agrochemically active herbicidal compositions and their use for controlling harmful plants.
  • the present invention further relates to adjuvant combinations for improving the bioavailability, in particular the cuticle penetration, of herbicidal active ingredients.
  • the present invention relates to adjuvant combinations containing tris (2-ethylhexyl phosphate (hereinafter TEHP), at least one adjuvant from the class of the alkyl ether phosphate ammonium salts and at least one emulsifier and / or wetting agent, preferably at least one emulsifier and at least one wetting agent .
  • TEHP 2-ethylhexyl phosphate
  • the present invention further relates to agrochemically active herbicidal compositions in conjunction with the above-mentioned adjuvant combination according to the invention.
  • herbicidal compositions are particularly well suited for combating undesirable harmful plants, the adjuvant combination in particular improving bioavailability and cuticle penetration.
  • liquid adjuvants can improve the herbicidal effectiveness of agrochemical active ingredients, in particular of herbicides.
  • Adjuvants in agrochemical formulations can have various functions, such as, for example, improving the application of spray mixtures, increasing the effectiveness of agrochemical active ingredients, and reducing drift of the active ingredients.
  • ASTM E-1519 describes various functions of adjuvants known in industry and academic research.
  • WO 2008/049618 A1 describes herbicidal compositions containing pinoxades and organic phosphates or phosphonates, including tris (2-ethylhexyl phosphate.
  • Pinoxaden is known, for example, from "The Pesticide Manual", 16th edition, The British Crop Protection Council and the Royal Soc. Of Chemistry, 2012, where it is described as a herbicidal active ingredient for use against harmful plants in wheat and barley.
  • the object of the present invention was to provide adjuvant combinations and herbicidal compositions which have increased bioavailability and cuticle penetration and thus a better effect with low active ingredient application.
  • the present invention thus relates to adjuvant combinations containing:
  • the subject matter of the present invention is an adjuvant combination containing:
  • Component a) is in the adjuvant combination preferably in 40% by weight to 60% by weight, more preferably in 45% by weight to 55% by weight, and particularly preferably 48% by weight to 52% by weight , based on the total weight of the adjuvant combination.
  • Component b) is preferably in the adjuvant combination in 20 wt .-% to 35 wt .-%, more preferably in 25 wt .-% to 35 wt .-%, and particularly preferably 28 wt .-% to 32 wt .-% , based on the total weight of the adjuvant combination. If either component c) or component d) is present, these are in the adjuvant combination preferably in 10% by weight to 25% by weight, more preferably in 12% by weight to 23% by weight, and particularly preferably 12% by weight .-% to 22% by weight, based on the total weight of the adjuvant combination.
  • Component c) is preferably in the adjuvant combination in 5 wt .-% to 10 wt .-%, more preferably in 6 wt .-% to 8 wt .-%, and particularly preferably 6 wt .-% to 7 wt .-% , based on the total weight of the adjuvant combination.
  • Component d) is preferably in the adjuvant combination in 10 wt .-% to 15 wt .-%, more preferably in 10 wt .-% to 14 wt .-%, and particularly preferably 12 wt .-% to 14 wt .-% , based on the total weight of the adjuvant combination.
  • Herbicidal active ingredients for the purposes of the present invention also include safeners and plant growth regulators, unless stated otherwise.
  • lists of ingredients in an open formulation are also intended to disclose these lists, which are closed and contain no further ingredients, unless otherwise stated in the present invention.
  • the present invention further relates to herbicidal compositions based on the above-mentioned adjuvant combination according to the invention containing:
  • At least one agrochemical active ingredient selected from the group comprising herbicides, plant growth regulators and safeners, and
  • the herbicidal compositions according to the invention are usually used as so-called self-emulsifiable finished formulations. It is also possible to add components a) and b) to component A using the tank mix method as described above.
  • the herbicidal compositions according to the invention usually contain in the ready-diluted spray liquor
  • Adjuvant combination preferably from 3 to 8 g / L, more preferably from 5 to 7 g / L, and particularly preferably from 6 to 7 g / L.
  • Active ingredients A) to be used according to the invention are selected from the group consisting of bicyclopyrone, mesotrione, fomesafen, tralkoxydim, napropamide, amitraz, propanil, pyrimethanil, diclorane, tecnazene, tooclofos-methyl, flamprop M, 2,4-D, MCPA, mecoprop , Clodinafop-propargyl, Cyhalofop-butyl, Diclofop-methyl, Haloxyfop, Quizalofop-P, Indol-3-ylacetic acid, 1-Naphthylessigkla, Isoxaben, Tebutam, Chlorthal-dimethyl, Benomyl, Benfuresate, Dicamba, Dichlobenil, Benazoline , Teflubenzuron, Phenmedipham, Acetochlor, Alachlor, Metolachlor, Pretilachlor, Thenylchlor, Alloxydim
  • the active ingredient A) is preferably selected from the group consisting of Bicyclopyrone, Bixlozone, Dicamba, Cinmethylin, Isoxaflutole, Mesotrione, Metribuzin,, Tembotrione, Pyroxasulfone, Rinskor TM, Sulcotrione, Tolpyralate, Topramezone, Prohexadione-Cypros-Ca, cloquamido Mefenpyr diethyl.
  • the active ingredient A) is particularly preferably selected from the group comprising Tembotrione, Isoxaflutole, Bixlozone, Pyroxasulfone, XDE-848 (Rinskor TM), Thiafenacil, Prohexadione-Ca, Mefenpyr-diethyl and Cyprosulfamide.
  • b) is preferably an alkyl ether phosphate ammonium salt, more preferably b) a 70% blend of C8-C10 mono- and di-alkyl ether phosphate ammonium salts with free C8-C10 alcohols ⁇ 10% and ⁇ 10% triethylene glycol monobutyl ether .
  • the emulsifier c) is preferably selected from the group of nonionic dispersants, ethoxylated nonylphenols, ethylene oxide-propylene oxide block copolymers, end-group-capped and non-end-group-capped alkoxylated linear and branched, saturated and unsaturated alcohols (for example butoxy polyethylene propylene glycols with ethylene oxide), reaction products of alkylphenols and / or propylene oxide, ethylene oxide-propylene oxide block copolymers, polyethylene glycols and polypropylene glycols, also fatty acid esters, fatty acid polyglycol ether esters, alkyl sulfonates, alkyl sulfates, aryl sulfates, ethoxylated arylalkylphenols, such as, for example, tristyryl-propoxol-ethoxylated units per molecule, furthermore, tristyryl-propoxol-ethoxylated
  • Ricinusölpolyglykoletherestem for example, Targeted TM CO 30th
  • the wetting agent d) is preferably selected from the group consisting of the alkali, alkaline earth or ammonium salts of sulfonates, sulfates, in particular of alkyl ether sulfates, more preferably the sodium salts of alkyl ether sulfates, phosphates, carboxylates and mixtures thereof, e.g.
  • alkylsulphonic acids or alkylphosphoric acids and also alkylarylsulphonic or alkylarylphosphoric acids diphenylsulphonates, alpha-olefin sulphonates, lignin sulphonates, sulphonates of fatty acids and oils, sulphonates of ethoxylated alkylphenols, sulphonates of alkoxylated sulfonates and triolphenols, sulfonates of sulfonates of alkoxylated aryl phenols, sulfonates of sulfonates and traphthalene naphthalenes, sulfonates of sulfonates of kaphthalenes, sulfonates of sulfonates of kaphthalenes, sulfonates of alkoxylated aryl phenols, sulfonates of alkoxylated aryl phenols, sulfon
  • Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols or of fatty acid esters.
  • Examples of phosphates are phosphate esters.
  • Examples of carboxylates are alkyl carboxylates and carboxylated alcohol or alkylphenol ethoxylates.
  • the group of anionic emulsifiers of the alkali metal, alkaline earth metal and ammonium salts of polystyrene sulfonic acids, salts of polyvinylsulphonic acids, salts of alkylnaphthalenesulphonic acids, salts of alkylnaphthalenesulphonic acid-formaldehyde, and formaldehyde products, salts of condensation products of naphthalenesulfonic acid are also suitable.
  • Kalziumdodecylbenzensulfonat ® Rhodocal 70 / B Solvay
  • Phenylsulfonat CA100 Clariant
  • Isopropylammoniumdodecylbenzenesulfonate as Atlox ® 3300B (Croda).
  • the wetting agent is more preferably selected from the group consisting of the alkali, alkaline earth or ammonium salts of sulfonates and sulfates and linear alcohols with ethylene oxide, particularly preferably of alkyl ether sulfates, and very particularly preferably the sodium salts of alkyl ether sulfates and linear alcohols with ethylene oxide, comprising, for example Genapol ® LRO, Genapol ® LRO paste and Genapol ® X-060th
  • the herbicidal compositions according to the invention can be used in customary formulations known to the person skilled in the art. Possible formulation options are, for example: wettable powders (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-based dispersions (OD), soluble liquids (SF), suspoemulsions (SE), dispersible concentrates (DC), oil-miscible solutions, capsule suspensions (CS), dusts (DP), dressings, granules for the Litter and soil application, granules (GR) in the form of micro, spray, lift and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), UFV formulations, microcapsules and waxes.
  • WP
  • combinations with other pesticidally active substances such as e.g. Manufacture insecticides, acaricides, herbicides, fungicides, as well as with safeners, fertilizers and / or growth regulators, e.g. in the form of a finished formulation or as a tank mix.
  • pesticidally active substances such as e.g. Manufacture insecticides, acaricides, herbicides, fungicides, as well as with safeners, fertilizers and / or growth regulators, e.g. in the form of a finished formulation or as a tank mix.
  • Wettable powders are preparations which are uniformly dispersible in water and which, in addition to the active ingredient, contain a diluent or inert substance as well as surfactants of an ionic and / or nonionic type (wetting agents, dispersants.
  • the herbicidal active ingredients are, for example, in conventional equipment such as hammer mills, blower mills and air jet mills finely ground and mixed at the same time or afterwards with the formulation auxiliaries.
  • Emulsifiable concentrates are made by dissolving the active ingredient in an organic solvent, for example butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons or mixtures of organic solvents with the addition of one or several surfactants of ionic and / or non-ionic type (emulsifiers).
  • organic solvent for example butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons or mixtures of organic solvents with the addition of one or several surfactants of ionic and / or non-ionic type (emulsifiers).
  • Dusts are obtained by grinding the active ingredient with finely divided solid substances, e.g. Talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
  • finely divided solid substances e.g. Talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
  • Suspension concentrates can be water or oil based. They can be produced, for example, by wet grinding using commercially available pearl mills.
  • 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, such as are e.g. are already listed above for the other formulation types.
  • EW Oil-in-water emulsions
  • Granules can be produced either by spraying the active ingredient onto adsorptive, granulated inert material or by applying active ingredient concentrates by means of adhesives, e.g. Polyvinyl alcohol, polyacrylic acid sodium or mineral oils, on the surface of carrier materials such as sand, kaolinite or granulated inert material.
  • adhesives e.g. Polyvinyl alcohol, polyacrylic acid sodium or mineral oils
  • Water-dispersible granules are generally produced by the customary processes such as spray drying, fluidized bed granulation, plate granulation, mixing with high-speed mixers and extrusion without solid inert material.
  • the active ingredient formulations mentioned can optionally contain the respective customary adhesives, preservatives, antifreeze and solvents, a bactericide, fillers, carriers and dyes, defoamers, fragrances, evaporation inhibitors and agents which influence the pH and viscosity, which very are well known to those skilled in the art.
  • Standard formulation publications contain examples of such components suitable for use in this invention (e.g. Chemistry and Technology of Agrochemical Formulations, Ed. Alan Knowles, published by Kluwer Academic Publishers, The Netherlands in 1998; and Adjuvants and Additives: 2006 Edition by Alan Knowles, Agrow Report DS256, published by Informa UK Ltd, December 2006).
  • formulations available in commercially available form optionally in Usually diluted, for example with wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules, using water. Preparations in dust form, soil granules or granules as well as sprayable solutions are usually no longer diluted with other inert substances before use.
  • the herbicidal compositions according to the invention are usually used as so-called finished formulations. It is also possible to add the adjuvant combinations B) according to the invention to component A) in the tank mix process.
  • the herbicidal compositions according to the invention can be applied in a manner known to the person skilled in the art, for example together (for example as a co-formulation or as a tank mix) or also staggered in quick succession (splitting), e.g. on the plants, plant parts, plant seeds or the area on which the plants grow.
  • the application of the individual active ingredients or the herbicidal compositions in several portions e.g. B. after pre-emergence applications, followed by post-emergence applications, or after early post-emergence applications, followed by medium or late post-emergence applications.
  • the application rate of component A is usually 5 to 450 g of active substance (a. I.) Per hectare, preferably 40 to 400 g of a. i./ha, particularly preferably 100 to 200g a. i./ha.
  • the herbicidal compositions according to the invention When using the herbicidal compositions according to the invention, a very broad spectrum of harmful plants is controlled by the pre- and post-emergence method, e.g. annual and perennial monocotyledon or dicotyledon weeds and undesirable crops.
  • the herbicidal compositions according to the invention are particularly suitable for use in crops such as corn and sugar cane and for use in permanent crops, plantations and on non-cultivated land. Their use in crops of corn and sugar cane is preferred. They are also very suitable for use in transgenic crops of maize.
  • the present invention thus furthermore relates to a method for controlling undesirable plants in plant crops, which is characterized in that components A and B of the herbicidal compositions according to the invention are applied to the plants (for example harmful plants such as monocotyledonous or dicotyledonous weeds or undesired crop plants), the area on which the plants grow are applied, e.g. together or separately.
  • Undesired plants are to be understood as meaning all plants which grow in locations where they are undesirable. These can be, for example, harmful plants (for example monocotyledon or dicotyledon weeds or undesired crop plants).
  • Monocot weeds come from, for example, the genera Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittpalum, Eleochusaris, Sagittaria, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus, Apera.
  • Dicot weeds come from the genera Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonicum, Cirsium, Carduus Rorippa, Rotala, Lindemia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum, Euphorbia.
  • the invention also relates to the use of the herbicidal compositions according to the invention for controlling undesired vegetation, preferably in crops of useful plants.
  • the herbicidal compositions of the invention can be prepared by known methods e.g. be prepared as mixed formulations of the individual components, optionally with other active ingredients, additives and / or customary formulation auxiliaries, which are then diluted with water in the usual way, or prepared as so-called tank mixes by jointly diluting the separately formulated or partially separately formulated individual components with water will.
  • the staggered application (split application) of the separately formulated or partially separately formulated individual components is also possible. It is also possible to use the individual components or the herbicidal compositions in several portions (sequence application), e.g. B. after pre-emergence applications, followed by post-emergence applications, or after early post-emergence applications, followed by medium or late post-emergence applications. Preference is given here to using the active ingredients of the respective combination together or at the same time.
  • the herbicidal compositions according to the invention can also be used for controlling harmful plants in crops of known or genetically modified plants which are yet to be developed.
  • the transgenic plants are generally distinguished by particularly advantageous properties, for example by resistance to certain pesticides, especially certain herbicides, resistance to plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi, bacteria or viruses.
  • Other special properties relate to e.g. B. the harvest in terms of quantity, quality, shelf life, composition and special ingredients.
  • transgenic plants with an increased starch content or a changed quality of the starch or those with a different fatty acid composition of the harvested material are known.
  • More special Properties can be in a tolerance or resistance to abiotic stressors e.g. B. harbor heat, cold, drought, salt and ultraviolet radiation.
  • transgenic crop plants which are resistant to certain herbicides of the glufosinate type (cf., for example, EP-A-0242236, EP-A-242246) or glyphosates (WO 92/00377) or the sulfonylureas (EP-A-0257993, US-A -5013659) are resistant,
  • transgenic crop plants for example cotton, with the ability to produce Bacillus thuringiensis toxins (Bt toxins) which make the plants resistant to certain pests (EP-A-0142924, EP-A-0193259).
  • Bacillus thuringiensis toxins Bacillus thuringiensis toxins
  • transgenic crop plants with modified fatty acid composition (WO 91/13972).
  • transgenic crops that are characterized by higher yields or better quality transgenic crops that are characterized by a combination z.
  • nucleic acid molecules can be introduced into plasmids which allow mutagenesis or a sequence change by recombination of DNA sequences. With the help of standard procedures z. B. base exchanges made, partial sequences removed or natural or synthetic sequences added.
  • adapters or linkers can be attached to the fragments, see e.g. B. Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd Ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY; or Winnacker "Genes and Clones", VCH Weinheim 2nd edition 1996
  • the production of plant cells with a reduced activity of a gene product can be achieved, for example, by expressing at least one corresponding antisense RNA, one sense RNA to achieve a cosuppression effect or expressing at least one appropriately constructed ribozyme that specifically cleaves transcripts of the gene product mentioned above.
  • DNA molecules can be used that include the entire coding sequence of a gene product including any flanking sequences that may be present, as well as DNA molecules that only include parts of the coding sequence, these parts having to be long enough to be in the cells to bring about 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
  • the synthesized protein When nucleic acid molecules are expressed in plants, the synthesized protein can be localized in any desired compartment of the plant cell. But to achieve the localization in a certain compartment, z. B. the coding region can be linked to DNA sequences that ensure localization in a specific compartment. Such sequences are known to the person skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad. Sci. USA 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1991): 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 into whole plants using known techniques.
  • the transgenic plants can be plants of any plant species, i.e. both monocotyledonous and dicotyledonous plants.
  • compositions according to the invention can preferably be used in transgenic cultures which are resistant to growth substances such as, for. B. Dicamba or against herbicides, the essential plant enzymes, z. B. Acetolactate synthases (ALS), EPSP synthases, glutamine synthases (GS) or hydroxyphenylpyruvate dioxygenases (HPPD) inhibit or are resistant to herbicides from the group of sulfonylureas, glyphosate, glufosinate or benzoylisoxazole and analogous active ingredients.
  • ALS Acetolactate synthases
  • EPSP synthases glutamine synthases
  • HPPD hydroxyphenylpyruvate dioxygenases
  • compositions according to the invention are used in transgenic crops, in addition to the effects on harmful plants observed in other crops, effects often occur which are specific for application in the respective transgenic crop, for example a modified or specially expanded spectrum of weeds that can be controlled Application rates which can be used for the application, preferably good compatibility with the herbicides to which the transgenic culture is resistant, and influencing the growth and yield of the transgenic crop plants.
  • the invention therefore also relates to the use of the compositions according to the invention for controlling harmful plants in transgenic crop plants.
  • the components A and B can be used together or separately in conventional formulations e.g. for spraying, pouring and spraying applications, such as solutions, emulsions, suspensions, powders, foams, pastes, granulates, aerosols, active ingredient-impregnated natural and synthetic substances, finest encapsulations in polymeric substances.
  • the formulations can contain the usual auxiliaries and additives.
  • formulations are prepared in a known manner, e.g. by mixing components A and B with extenders, i.e. liquid solvents, pressurized liquefied gases and / or solid carriers, optionally using surface-active agents, i.e. emulsifiers and / or dispersants and / or foam-generating agents.
  • extenders i.e. liquid solvents, pressurized liquefied gases and / or solid carriers
  • surface-active agents i.e. emulsifiers and / or dispersants and / or foam-generating agents.
  • organic solvents can also be used as auxiliary solvents.
  • the following liquid solvents are essentially: aromatics such as xylene, toluene, alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylene, or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, e.g.
  • Petroleum fractions mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide or dimethyl sulfoxide, and water.
  • alcohols such as butanol or glycol and their ethers and esters
  • ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone
  • strongly polar solvents such as dimethylformamide or dimethyl sulfoxide, and water.
  • Suitable solid carriers are: for example ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and ground synthetic minerals such as highly disperse silica, aluminum oxide and silicates;
  • Solid carriers for granules are: for example broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules made from inorganic and organic flours and granules made from organic material such as sawdust, coconut shells, corn cobs and tobacco stalks;
  • suitable emulsifiers and / or foam-generating agents are: eg non-ionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl
  • Adhesives such as carboxymethylcellulose and natural and synthetic, powdery, granular or latent polymers, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, and also natural phospholipids, such as cephalins and lecithins and synthetic phospholipids, can be used in the formulations. Further additives can be mineral and vegetable oils.
  • Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc can be used.
  • the components according to Table 1 are weighed out and mixed with stirring, Disflamoll® TOF being added first.
  • the batch sizes vary from 50 ml to 20 L without any further restrictions.
  • Table 2b Contact angle on Abuti Ion theophrasti (ABUTH) and Chenopodium album (CHEAL) in ° (easily and difficult to wet weeds) of the adjuvant combination TEHP-Premix I and TEHP-Premix I in combination with Gravamol® Hot 5902:
  • Table 2b shows that
  • Spray retention was measured against Kuraray Poval® 26-88 as the standard on barley.
  • Application rate according to table 3, at 300 L / ha water, spray booth parameters: pressure 3 bar, nozzle XR11002VS.
  • Spray retention of the adjuvant combination according to the invention is comparable or better compared to the comparison samples according to Table 3.
  • the dynamic surface tension was determined using the bubble pressure method (BP2100 tensiometer, Krüss).
  • Table 4 TEHP premix V solo and as a tank mix; TEHP premix I, 6.25 g / L + Geronol® CF / AR-E, 3 g / L.
  • the dynamic surface tension was measured for the various adjuvants / combinations and for the individual components. The results are shown in Table 4.
  • the adjuvant combinations according to the invention have a DST close to that of the very good wetting agents Genapol® LRO Paste and Genapol® X-060, as can be seen in Table 4.
  • the adjuvant combinations according to the invention have better properties at 200 ms (relevant time frame between spraying a drop and touching the leaf) than the two main components of the adjuvant combination in the individual test.
  • the tests were carried out on Euphorbia pulcherrima leaves with droplet application. Each test was repeated with 2 x 10 ml spotted on the same sheet. After drying, after 24 hours, the phytotoxic effects were determined using a separate checklist.
  • the standard is Genapol® 100. Measured concentrations 0.1 - 0.3 - 1.0 - 3.0 g / L. For TEHP-Premix V, phytotoxic effects (brown spots) were only observed at the highest concentration used, while the standard already showed these effects at 1 g / L.
  • Example 6 Penetration properties of various herbicides, plant growth regulators (PGRs) and safeners.
  • the properties of the adjuvant combinations according to the invention as penetration enhancers were measured in a membrane penetration test on the cuticle of apple leaves.
  • the leaf cuticles were enzymatically isolated as described in the literature.
  • the stomata-free cuticles were first air-dried and placed in stainless steel diffusion cells. After the test liquids had been applied to the original upper side of the leaf and the liquid had evaporated, the diffusion cells were transferred to thermostat blocks and loaded with water. Aliquot samples were taken at regular intervals and the amount of diffused active ingredient was determined by means of HPLC. During the experiment, the relative humidity was kept constant at 56% at a constant 25 ° C.
  • a spray solution of the active ingredient (0.5 g active ingredient / L) was prepared. An aliquot was placed on an apple cuticle and allowed to dry. The process was repeated 10 times. The amount absorbed by the cuticle in the absorption solution is determined by means of HPLC as described above. The measurements were made after 0, 6, 12, 24, 36 or 48 hours. The temperature was increased from 25 ° C. to 35 ° C. after 24 hours in order to check the solubility effects of the adjuvant. For some measurements the temperature was kept at 25 ° C or 35 ° C from the start.
  • Table 5 shows that none of the individual components of the adjuvant combination according to the invention acts as a penetration enhancer for tembotrione, while, surprisingly, TEHP premix shows a clear increase. Effect of TBEP compared to TEHP in the adjuvant combination according to the invention.
  • TBEP is a well known solvent that is used in EC formulations. It is structurally similar to the TEHP.
  • Table 6 shows that TBEP does not increase the uptake of tembotrione.
  • Table 7 TBEP vs TEHP with Bixlozone as standard (standard SC formulation).
  • Table 7 shows that TBEP shows a significantly lower uptake of Bixlozone than TEHP.
  • Table 8 TBEP vs TEHP with mefenpyr-diethyl (SC formulation as described in WO2017144497).
  • Table 8 shows that here too TEHP has the better penetration-promoting properties compared to the combination of TB EP.
  • Table 9 also shows the faster absorption with the adjuvant combination according to the invention.
  • Table 10 Mero® vs TEHP with Pyroxasulfone (SC formulation).
  • Table 10 shows that even in the case of the water-insoluble pyroxasulfone, the adjuvant combinations according to the invention show a slightly improved absorption.
  • Table 14 Tembotrione SC formulation (Suspension Concentrate). Cuticle from 2016
  • Table 15 Tembotrione SC formulation (Suspension Concentrate). Cuticle from 2015
  • Table 16 Tembotrione SC formulation (Suspension Concentrate). Cuticle from 2014
  • Table 17 Tembotrione OD formulation (Oil Dispersion).
  • Table 24 Compound 3 WP20 formulation. Cuticle from 2016
  • Table 25 Compound 3 WP20 formulation, cuticle from 2016, but different batch than in Table 24
  • Table 26 Bixlozone EC formulation.
  • the adjuvant combinations according to the invention show very good properties as penetration enhancers for a number of different agrochemical active ingredients in different types of formulation.

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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
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  • Environmental Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
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Abstract

La présente invention concerne des compositions herbicides agrochimiquement actifs ainsi que leur utilisation pour lutter contre des adventices. L'invention concerne en outre des associations d'adjuvants permettant d'améliorer la biodisponibilité d'agents herbicides, en particulier leur pénétration à travers la cuticule.
EP20729073.5A 2019-06-03 2020-06-02 Associations d'adjuvants utilisées comme accélérateurs d'absorption par les feuilles pour compositions herbicides Pending EP3975724A1 (fr)

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PCT/EP2020/065148 WO2020245088A1 (fr) 2019-06-03 2020-06-02 Associations d'adjuvants utilisées comme accélérateurs d'absorption par les feuilles pour compositions herbicides

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US (1) US20220322661A1 (fr)
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BR8404834A (pt) 1983-09-26 1985-08-13 Agrigenetics Res Ass Metodo para modificar geneticamente uma celula vegetal
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BR112021024263A2 (pt) 2022-01-11
AR119067A1 (es) 2021-11-24
WO2020245088A9 (fr) 2022-09-15
US20220322661A1 (en) 2022-10-13
WO2020245088A1 (fr) 2020-12-10

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