WO2019197636A1 - Formulation solide de mélanges insecticides - Google Patents

Formulation solide de mélanges insecticides Download PDF

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Publication number
WO2019197636A1
WO2019197636A1 PCT/EP2019/059478 EP2019059478W WO2019197636A1 WO 2019197636 A1 WO2019197636 A1 WO 2019197636A1 EP 2019059478 W EP2019059478 W EP 2019059478W WO 2019197636 A1 WO2019197636 A1 WO 2019197636A1
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Prior art keywords
composition according
group
weight
spp
component
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PCT/EP2019/059478
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German (de)
English (en)
Inventor
Holger Egger
Reiner Fischer
Klaus PURBS
Ramona SCHIFFER
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Bayer Aktiengesellschaft
Bayer Cropscience Aktiengesellschaft
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Publication of WO2019197636A1 publication Critical patent/WO2019197636A1/fr

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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
    • A01N25/12—Powders or granules
    • A01N25/14—Powders or granules wettable
    • 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
    • A01N25/08—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 solids as carriers or diluents
    • 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
    • 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
    • A01N43/24—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 two or more hetero atoms
    • A01N43/32—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 two or more hetero atoms six-membered rings
    • 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
    • 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
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A01N43/38—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
    • 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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

Definitions

  • the invention relates to solid formulations (in particular water-dispersible granules) of tetramic acid derivatives and mixtures of these tetramic acid derivatives, a process for their preparation and their use for the application of the active ingredients contained.
  • the preparation of WG formulations with the formulation auxiliaries mentioned in the prior art leads to formulations which have undesired properties.
  • the low melting point of the drug or drug mixture leads to the formation of large amounts of Nasssiebguriquen that lead to blockages of the spray nozzles in the subsequent application of the spray mixture.
  • the dispersed active ingredient or the dispersed active ingredients is often available only in low concentration in solution and / or the uptake or penetration of the active ingredient of the active ingredients through the Kutikel is insufficient.
  • the present formulations have particularly advantageous properties.
  • wet sieve residues in their production, only very small amounts of wet sieve residues, they can be well extruded, have particularly high suspension stability, have a good suspensibility and high bioavailability of the drug, or a good penetration through the Kutikel.
  • formulations of the present invention are further distinguished by the fact that they have a good suspensibility even under high salt load, especially after storage.
  • the present invention relates to a process for the preparation of these water-dispersible granules and to their use for application.
  • the invention therefore relates to insecticidal compositions (formulations) preferably comprising: a. as component a) tetramic acid derivatives of the formula (1) in which
  • W and Y are independently hydrogen, C
  • X is C ⁇ -C / palkyl, C
  • A, B and the carbon atom to which they are attached represent saturated Cy-C ⁇ -cycloalkyl, in which a ring member is replaced by oxygen and which may optionally be replaced by C j -Cg-
  • G is hydrogen (a) or one of the groups
  • E is a metal ion or an ammonium ion
  • M is oxygen or sulfur
  • unsubstituted or substituted radicals may be monosubstituted or polysubstituted, unless otherwise indicated, and in the case of multiple substitution, the substituents may be the same or different.
  • the various preferred levels are to be understood to be permutatingly combined, but in each case the same preferred levels, and in particular the most preferred embodiment / preferential level, are to be combined and as such also revealed.
  • compositions as described above which consist only of the essential components (non-optional components), are to be considered as disclosed. Percentages are by weight unless otherwise stated, with the weight percent of the compositions adding up to 100%.
  • basic in the sense of the present invention means a pH in aqueous solution with pH> 7.
  • compositions according to the invention have a pH of> 7 in aqueous dispersion.
  • active ingredient in a preferred embodiment, component a) in the compositions according to the invention is a compound of the formula (1)
  • W is particularly preferably hydrogen or methyl
  • X is particularly preferably chlorine or methyl
  • V ' is particularly preferably fluorine or chlorine (highlighted for fluorine or chlorine in the 4-position), more preferably is hydrogen or fluorine (highlighted for fluorine in the 3-position), is particularly preferred for hydrogen or fluorine (highlighted for fluorine in the 5-position),
  • A, B and the carbon atom to which they are attached are particularly preferably saturated C-cycloalkyl in which one ring member is replaced by oxygen,
  • G is particularly preferably hydrogen (a) or one of the groups in which
  • E particularly preferably represents a metal ion equivalent or an ammonium ion (highlighted for sodium or potassium),
  • Rl particularly preferred for straight-chain or branched C
  • R 2 particularly preferred for straight-chain or branched C
  • component a) in the compositions according to the invention is a compound of the formula (I)
  • component a) is a compound of the formula
  • Component b) is preferably selected from the group comprising inorganic basic ammonium salts.
  • DAHP Ammonium bicarbonate and diammonium hydrogen phosphate
  • Dispersants Suitable dispersants in the context of the present invention are dispersants of
  • Polycarboxylate type for example those such as hydrophobically modified comb-like polymers, e.g. Polyacrylic acid, polymethacrylic acid, polymaleic acid, polymaleic anhydride, a copolymer of maleic acid or maleic anhydride with an olefin (such as isobutylene or diisobutylene), a copolymer of acrylic acid and itaconic acid, a copolymer of methacrylic acid and itaconic acid, a copolymer of maleic acid or maleic anhydride and styrene, a copolymer of Acrylic acid and methacrylic acid, a copolymer of acrylic acid and methacrylate, a copolymer of acrylic acid and vinyl acetate, a copolymer of styrene and methacrylic acid, modified copolymers of styrene and methacrylic acid, a copolymer of maleic acid or maleic anhydride and acrylic acid
  • the above-mentioned copolymers may also be in the form of their salts, e.g. Alkali metal salts (preferably Li, Na, K), alkaline earth metal salts (preferably Ca, Mg), ammonium or various amines.
  • Alkali metal salts preferably Li, Na, K
  • alkaline earth metal salts preferably Ca, Mg
  • ammonium or various amines.
  • dispersants from the group comprising sodium salts of the copolymers of maleic acid and olefins (eg Geropon T / 36 / Solvay, Duramax D-305 / Dow); and sodium salts of Copolymers of methacrylic acid and styrene (Tersperse 2700 / Huntsman; Atlox Metasperse 500S / Croda).
  • the dispersant is a sodium salt of copolymers of methacrylic acid and styrene.
  • Suitable nonionic surfactants are all substances of this type conventionally usable in agrochemical compositions.
  • polyethylene oxide-polypropylene oxide block copolymers polyethylene glycol ethers of linear alcohols, reaction products of fatty acids with ethylene oxide and / or propylene oxide, furthermore polyvinyl alcohol, polyvinylpyrrolidone, copolymers of polyvinyl alcohol and polyvinylpyrrolidone and copolymers of (meth) acrylic acid and (meth) acrylic acid esters, furthermore alkylethoxylates and Alkylarylethoxylates which may optionally be phosphated and optionally neutralized with bases, wherein sorbitol ethoxylates may be mentioned by way of example, as well as polyoxyalkyleneamine derivatives.
  • Suitable anionic surfactants are all substances of this type conventionally usable in agrochemical compositions.
  • wetting agents are anionic surfactants selected from the group consisting of salts of polystyrenesulfonic acids, salts of polyvinylsulfonic acids, salts of naphthalenesulfonic acid-formaldehyde condensation products, salts of condensation products of naphthalenesulfonic acid, phenolsulfonic acid and formaldehyde and salts of lignosulfonic acid and sodium salts of alkylated naphthalenesulfonates, e.g. ®Morwet EFW, and the sodium salts of dioctylsulfosuccinic acid, e.g. ⁇ Aerosol OTB, and block polymer of propylene oxide and ethylene oxide on ethylenediamine, e.g. ⁇ Synperonic T 905, included.
  • anionic surfactants selected from the group consisting of salts of polystyrenesulfonic acids, salts of polyvinylsulfonic acids,
  • wetting agents (d) for the purposes of the present invention are wetting agents selected from the group consisting of the sodium salts of alkylated naphthalenesulfonates such as ®Morwet EFW, and the sodium salts of dioctylsulfosuccinic acid such as ⁇ Aerosol OTB, and particularly preferably consisting of the sodium salts of alkylated naphthalenesulfonates , preferably ®Morwet EFW.
  • filler Suitable inert fillers are all substances customarily usable for this purpose in agrochemical compositions.
  • inorganic particles such as carbonates, silicates and oxides, as well as organic substances such as urea-formaldehyde condensates and celluloses (eg Ulmer Stamms 6AL, Celite 209, Argirec B21 and B22, Bentone EW, talc Luz2, Etiquette Violette).
  • organic substances such as urea-formaldehyde condensates and celluloses (eg Ulmerweiss 6AL, Celite 209, Argirec B21 and B22, Bentone EW, talc Luz2, Etiquette Violette).
  • examples include kaolin, rutile, silicon dioxide, so-called highly disperse silica, silica gels, and natural and synthetic silicates, and also talc.
  • the filler is selected from the group comprising kaolin, rutile and silica. Particularly preferred is kaolin.
  • the formulations of the invention may further comprise a structuring agent.
  • a structuring agent especially polyacrylic acid and its salts and in particular cross-linked polyacrylates and polyurethanes and derivatized polyurethanes and their salts are suitable.
  • suitable acrylates are: (poly) methacrylate, (poly) methyl methacrylate, polyacrylamide,
  • Pergopak® M is a polymethyl urea resin from Albemarle Corporation, Baton Rouge, LA, USA.
  • the structuring agent is particularly preferably a polymethylurea resin, in particular Pergopak.RTM. G) complexing agent
  • a polymethylurea resin in particular Pergopak.RTM. G
  • the complexing agent is selected from the group consisting of ethylenediaminetetraacetic acid, gluconic acid, nitrilotriacetic acid, diethylenediaminepentaacetic acid, and salts and / or Hydrates of the foregoing or combinations thereof.
  • Na 4 EDTA tetrasodium ethylenediaminetetraacetate
  • Trilon® B Powder from BASF
  • the formulation may in principle contain one or more other agrochemical active substances, preferably selected from the group of insecticides, herbicides, fungicides and host defense inducers. Further preferred are one or more active ingredients selected from the group of insecticides, still more preferably from the group comprising imidacloprid, nitenpyram, acetamiprid, thiacloprid, thiamethoxam, clothianidin, cyantraniliprole, chlorantraniliprole, flubendiamide, tetraniliprole, cyclaniliprole; Spirodiclofen, spiromesifen, spirotetramat, abamectin, acrinathrin, chlorfenapyr, emamectin, ethiprole, fipronil, flonicamid, flupyradifuron, indoxacarb, metaflumizone, methoxyfenozide, milbemycin, pyridaben
  • One or more other active ingredients are particularly preferably selected from the group comprising ethiproles and flupyradifurones.
  • Suitable foam-inhibiting substances are all substances customarily usable for this purpose in agrochemical compositions.
  • Preferred are silicone oils and magnesium stearate.
  • Suitable preservatives are all substances customarily usable for this purpose in agrochemical compositions of this type. Examples include Preventol® (Lanxess AG) and Proxel®.
  • antioxidants are all commonly used for this purpose in agrochemical agents substances into consideration. Preference is butylhydroxytoluene.
  • Suitable dyes are all substances customarily usable for this purpose in agrochemical compositions. Examples include titanium dioxide, carbon black, zinc oxide and blue pigments as well as permanent red FGR.
  • the article of the invention is an insecticidal composition comprising: a. Compounds of the formula (I)
  • W is particularly preferably hydrogen or methyl
  • X particularly preferably represents chlorine or methyl
  • Y particularly preferably represents hydrogen
  • A, B and the carbon atom to which they are attached are particularly preferably saturated C - cycloalkyl in which a ring member replaced by oxygen,
  • G is particularly preferably hydrogen (a) or one of the groups
  • E is particularly preferably a metal ion equivalent or an ammonium ion (highlighted for sodium or potassium),
  • Rl particularly preferred for straight-chain or branched C
  • the object of the invention is an insecticidal composition
  • insecticidal composition comprising:
  • Copolymer of acrylic acid and methacrylic acid a copolymer of styrene and methacrylic acid, modified copolymers of styrene and methacrylic acid, a copolymer of acrylic acid and methacrylate, a copolymer of acrylic acid and vinyl acetate, a copolymer of maleic acid or maleic anhydride and acrylic acid, an N-methyl fatty acid (eg C 8 -C 8 ) sarcosinate, a carboxylic acid such as a rosin acid or a fatty acid (eg Cs-Cis) or a salt thereof
  • N-methyl fatty acid eg C 8 -C 8
  • carboxylic acid such as a rosin acid or a fatty acid (eg Cs-Cis) or a salt thereof
  • Carboxylic acid as well as the salts of these copolymers, d. at least one anionic surfactant selected from the group consisting of the sodium salts of alkylated naphthalenesulfonates and the sodium salts of dioctylsulfosuccinic acid, e. at least one inert filler selected from the group comprising carbonates, silicates and oxides, and urea-formaldehyde condensates and celluloses, f. at least one structuring agent selected from the group comprising polyacrylic acid and its salts, cross-linked polyacrylates and polyureas, polyurethanes and derivatized polyureas and polyurethanes, G. at least one complexing agent selected from the group consisting of ethylenediaminetetraacetic acid
  • EDTA gluconic acid
  • nitrilotriacetic acid diethylenediaminepentaacetic acid
  • salts and / or hydrates of these compounds h. optionally further insecticidal active ingredients, i. optionally further adjuvants.
  • the subject of the invention is an insecticidal composition
  • Diammonium hydrogen sulfate comprises, c. at least one dispersing agent selected from the group comprising sodium salts of copolymers of methacrylic acid and styrene and modified copolymers of methacrylic acid and styrene, d. at least one anionic wetting agent selected from the group consisting of
  • Sodium salts of alkylated naphthalenesulfonates e. at least one inert filler selected from the group comprising kaolin, rutile and silica, f. at least one structuring agent selected from the group comprising polymethylurea resins, G. at least one complexing agent selected from the group, the EDTA and their salts and
  • a further insecticidally active substance (g) is necessarily contained in the abovementioned embodiments, preferably from the group comprising imidacloprid, nitenpyram, acetamiprid, thiacloprid, thiamethoxam, clothianidin, cyantraniliproles, chlorantraniliproles, flubendiamide, tetraniliproles, cyclaniliproles; Spirodiclofen, spiromesifen, spirotetramat, abamectin, acrinathrin, chlorfenapyr, emamectin, ethiprole, fipronil, flonicamid, flupyradifuron, indoxacarb, metaflumizone, methoxyfenozide, milbemycin,
  • the proportion of the active ingredient (component a / compounds of the formula I / 1-7) in the compositions according to the invention with only one active ingredient is preferably 0.1-25% by weight, more preferably 2-10% by weight, and particularly preferably 4 - 8 wt .-%.
  • the proportion of the salt (component b) in the compositions according to the invention with only one active ingredient is preferably 20-75% by weight, more preferably 50-68% by weight, and particularly preferably 60-66% by weight.
  • the proportion of the dispersant (component c) in the compositions according to the invention with only one active ingredient is preferably 1-20% by weight, more preferably 5 to 15% by weight, and more preferably 8 to 12% by weight.
  • the proportion of wetting agent (component d) in the compositions according to the invention with only one active ingredient is preferably 0.5-15% by weight, more preferably 1-10% by weight, and particularly preferably 1.5-2.5% by weight. -%.
  • the proportion of the filler (component e) in the compositions according to the invention with only one active ingredient is preferably 0.5-70% by weight, more preferably 5-25% by weight, and particularly preferably 10-22% by weight.
  • the proportion of the structuring agent (component f) in the compositions according to the invention having only one active ingredient is preferably 0.5 to 15% by weight, more preferably 1 to 10% by weight, and particularly preferably 3 to 8% by weight.
  • the proportion of the complexing agent (component g) in the compositions according to the invention with only one active ingredient is preferably 0-10% by weight, more preferably 0.1-2% by weight, and particularly preferably 0.1-1% by weight. be.
  • the proportion of further adjuvants (component i), if present, in the compositions according to the invention is preferably 0-10 wt .-%, more preferably 0 - 8 wt .-%, and particularly preferably 0 - 5 wt .-% amount.
  • compositions comprising components a) 0.1-25% by weight
  • compositions comprising components a) 2-10% by weight
  • compositions comprising components a) 4 - 8 wt .-%
  • the proportion of the active ingredient (component a / compounds of the formula I / 1-7) in the compositions according to the invention is preferably 1-10% by weight, more preferably 1-7% by weight, and particularly preferably 1.5-5% by weight
  • the proportion of the salt (component b) in the compositions according to the invention is preferably 30-65% by weight, more preferably 30-60% by weight, and particularly preferably 30-50% by weight.
  • the proportion of the dispersant (component c) in the compositions according to the invention is preferably 1-20% by weight, more preferably 5-15% by weight, and particularly preferably 8-12% by weight.
  • the proportion of the wetting agent (component d) in the compositions according to the invention is preferably 0.5 to 15% by weight, more preferably 1 to 10% by weight, and particularly preferably 1.5 to 2.5% by weight.
  • the proportion of the filler (component e) in the compositions according to the invention is preferably from 0.5 to 70% by weight, more preferably from 5 to 25% by weight, and particularly preferably from 10 to 22% by weight.
  • the proportion of the structuring agent (component f) in the compositions according to the invention is preferably 0.5 to 15% by weight, more preferably 1 to 10% by weight, and particularly preferably 3 to 8% by weight.
  • the proportion of complexing agent (component g) in the compositions according to the invention is preferably 0-10% by weight, more preferably 0.1-2% by weight, and particularly preferably 0.1-1% by weight.
  • the proportion of further active ingredients (component h), if present, in the compositions according to the invention is preferably 1-60% by weight, more preferably 10-40% by weight, and particularly preferably 10-35% by weight.
  • the proportion of other adjuvants (component i), if present, in the compositions according to the invention is preferably 0-10% by weight, more preferably 0-8% by weight, and particularly preferably 0-5% by weight.
  • the compound 1-7 is preferably used in the form of its thermodynamically most stable polymorphic structure (modification A).
  • modification A the form of its thermodynamically most stable polymorphic structure
  • compound 1-7 may be in other polymorphic forms as well as pseudopolymorphic forms (hydrates, solvates, etc.).
  • the application rate of the formulations according to the invention can be varied within a relatively wide range. It depends on the particular active ingredients and their content in the compositions.
  • the insecticidally active substance mixtures can be applied in a particularly advantageous manner to plants and / or their habitat.
  • plants and plant parts can be treated with the compositions according to the invention.
  • plants are understood as meaning all plants and plant populations, such as desirable and undesired wild plants or crop plants (including naturally occurring plants)
  • Crop plants can be plants that can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the protectable or non-protectable plant varieties by plant variety rights.
  • Plant parts are to be understood as meaning all aboveground and subterranean parts and organs of the plants, such as shoot, leaf, flower and root, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes.
  • the plant parts also include emmentals as well as vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
  • the compounds of the formula (1) are preferably used in the formulations according to the invention by spray application, but also after casting (drench), dip, or by drip application against animal pests from the following pest families:
  • bladder lice Pemphigidae: Eriosoma spp., Pemphigus spp., In cultures such as e.g. Citrus, pome fruit, stone fruit, leafy vegetables, root and tuber vegetables and ornamental plants.
  • Diaspididae quadraspidiotus spp., Aonidiella spp., Lepidosaphes spp., Aspidiotus spp., Aspis spp., Diaspis spp., Parlatoria spp., Pseudaulacaspis spp., Unaspis spp., Pinnaspis spp. , Selenaspidus spp., In cultures such as Citrus, pome fruit, stone fruit, almonds, pistachios, nuts, olives, tea, ornamentals, wine, tropical crops.
  • mothback lice family (Aleyrodidae): Bemisia tabaci, Bemisia argentifolii, Trialeurodes vaporariorum, Aleurothrixus floccosus, Aleurodes spp., Dialeurodes spp., Parabemisia myricae in crops such as e.g. Vegetables, melons, potatoes, tobacco, berry fruits, citrus, ornamental plants, cotton, soybeans and tropical crops.
  • crops such as e.g. Vegetables, melons, potatoes, tobacco, berry fruits, citrus, ornamental plants, cotton, soybeans and tropical crops.
  • Nasonovia ribisnigri in leafy vegetables Macrosiphum spp. in ornamental plants, potatoes, leafy and fruity vegetables, strawberries,
  • Phorodon humuli in hops
  • thrips Thripidae: Anaphothrips spp., Basothrips spp., Caliothrips spp., Frankliniella spp., Heliothrips spp., Hercinothrips spp., Rhipiphorothrips spp., Scirtothrips spp., Kakothrips spp., Selenothrips spp , and Thrips spp., in cultures such as e.g. Fruit, cotton, wine, tea, nuts, tropical crops, ornamental plants, conifers, tobacco, spices, vegetables, berries, melons, citrus and potatoes.
  • cultures such as e.g. Fruit, cotton, wine, tea, nuts, tropical crops, ornamental plants, conifers, tobacco, spices, vegetables, berries, melons, citrus and potatoes.
  • Agromyza spp. Agromyza spp., Amauromyza spp., Atherigona spp., Chlorops spp., Liriomyza spp., Oscinella spp., Pegomyia spp. in cultures such as e.g. Vegetables, melons, potatoes, nuts, ornamental plants.
  • Caloptilia spp. Gracillaria spp., Lithocolletis spp., Leucoptera spp., Phtorimaea spp., Phyllocnistis spp. in crops such as pome fruit, stone fruit, wine, nuts, citrus, conifers, potatoes, coffee.
  • Contarinia spp. Dasineura spp., Diplosis spp., Prodiplosis spp., Thecodiplosis spp., Sitodiplosis spp., Haplodiplosis spp. in crops such as citrus, pome fruit, stone fruit, vegetables, potatoes, spices, berry fruit, conifers, hops.
  • Anastrepha spp. Ceratitis spp.
  • Dacus spp. Rhagoletis spp. in crops such as vegetables, soft fruits, melons, pome and stone fruits, ornamental plants, potatoes, wine, tropical crops, citrus, olives.
  • the treatment according to the invention of the plants and plant parts with the compositions according to the invention is carried out directly or by acting on their environment, habitat or storage space according to the usual treatment methods, e.g. by drenching, dipping, spraying, vaporizing, atomizing, spreading, brushing and, in the case of propagation material, in particular in seeds, further by single or multi-layer coating.
  • the application of the active ingredient is preferably carried out by spray application.
  • the application of the active ingredient is carried out by casting (drench), droplet application (drip) or by dip application.
  • the plant to be treated is selected from the group consisting of cotton, soybean, tobacco, vegetables, spices, ornamentals, conifers, citrus plants, fruits, tropical crops, nuts and wine.
  • composition of the invention against pests of the families of the bladder lice, root lice, leaf fleas, Napfschildläuse, Lupus, Louse, Licecomb, mealybugs, moth sign lice, louse, thrips, dwarf cicadas, Homzikaden, miner flies, gall bladder, fruit flies, leafminers, spider mites, gall mites.
  • compositions of the invention can be prepared by moistening a powdery mixture consisting of the active ingredients) and the formulation auxiliaries, then granulated by means of low-pressure extrusion and the moist granules are then dried.
  • Relevant equipment for humidification, extrusion and drying are known in the art.
  • the temperatures to which the product is exposed are kept below 60 ° C at all process stages, and preferably lower than 50 ° C.
  • This method is also the subject of the invention.
  • the treatment according to the invention of the plants and plant parts with the compositions according to the invention is carried out directly or by acting on their environment, habitat or storage space according to the usual treatment methods, for example by dipping, spraying, evaporating, atomizing, spreading, spreading and propagating material, in particular in the case of seeds by single or multi-layer wrapping.
  • a 1% suspension of the below-mentioned formulations is dispersed in water (CIPAC C). The mixture is equilibrated for 30 minutes. Subsequently, the upper 9/10 of the suspension are removed. The remaining 1/10 are dried and the residue is determined gravimetrically.
  • the suspensibility is defined as:
  • Kraftsperse ® EDF-350, ® DD-5, Kersperse ® DD-8, Kersperse ® DW-8, Kraftsperse ® EDF-450, Reax ® 88B and Reax ® 907 are lignosulfonates from Ingevity, North Charleston, SC, USA.
  • Geropon® TA / 72, T / 36 is a polycarboxylic acid sodium salt from Solvay.
  • Oparyl® MT 804 is a di-butyl-naphthalenesulfonic acid sodium salt from Giovanni Bozzetto SpA, Filago, Italy.
  • Oparyl® DT 530 is a naphthalenesulfonic acid-formaldehyde condensate, sodium salt from Giovanni Bozzetto SpA, Filago, Italy.
  • Pergopak® M is a polymethylurea resin from Albemarle Corporation, Baton Rouge, LA, USA.
  • Rhodorsil® EP 6703 is a polydimethylsiloxane on starch from Rhodia, Boulogne, France.
  • Celite® 209 S is a diatomaceous earth from Lehmann & Voss, Hamburg, Germany.
  • Talc Luzenac 2 is a magnesium hydrosilicate from Luzenac Europe, Paris, France.
  • Kaolin W is an aluminum hydrosilicate from Erbslöh Lohrheim GmbH & Co. KG, Lohrheim, Germany.
  • Borresperse® Na and Ufoxane® 3 A are lignosulfonates from Borregaard, Sarpsborg, Norway.
  • Morwet® D 425 is a naphthalenesulfonic acid-formaldehyde condensate, sodium salt from Akzo Nobel, Stenungsund, Sweden.
  • Tersperse® is a naphthalenesulfonic acid-formaldehyde condensate, sodium salt from Huntsman, The Woodlands, Texas, USA.
  • Baykanol® SL is an alkyl aryl sulfonate from Lanxess, Leverkusen, Germany.

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

Abstract

L'invention concerne des formulations solides (notamment de granulés hydrodispersibles) de dérivés d'acide tétramique et des mélanges de ces dérivés d'acide tétramique, un procédé de fabrication et son utilisation aux fins d'application des principes actifs contenus.
PCT/EP2019/059478 2018-04-13 2019-04-12 Formulation solide de mélanges insecticides WO2019197636A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP18167275 2018-04-13
EP18167275.9 2018-04-13

Publications (1)

Publication Number Publication Date
WO2019197636A1 true WO2019197636A1 (fr) 2019-10-17

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WO (1) WO2019197636A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008036865A2 (fr) 2006-09-21 2008-03-27 Medtronic, Inc. Tete de manchon shuntee par radiofrequences (rf) et son utilisation dans des fils de stimulation electrique
WO2010127787A2 (fr) * 2009-05-07 2010-11-11 Bayer Cropscience Ag Combinaisons d'agents actifs ayant des propriétés insecticides et acaricides
US20150259345A1 (en) * 2008-12-12 2015-09-17 Syngenta Limited Spiroheterocyclic n-oxypiperidines as pesticides
US20160081342A1 (en) * 2013-05-23 2016-03-24 Syngenta Participations Ag Tank-mix formulations
US20160106095A1 (en) * 2013-05-23 2016-04-21 Syngenta Participations Ag Tank-mix formulations

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008036865A2 (fr) 2006-09-21 2008-03-27 Medtronic, Inc. Tete de manchon shuntee par radiofrequences (rf) et son utilisation dans des fils de stimulation electrique
US20150259345A1 (en) * 2008-12-12 2015-09-17 Syngenta Limited Spiroheterocyclic n-oxypiperidines as pesticides
WO2010127787A2 (fr) * 2009-05-07 2010-11-11 Bayer Cropscience Ag Combinaisons d'agents actifs ayant des propriétés insecticides et acaricides
US20160081342A1 (en) * 2013-05-23 2016-03-24 Syngenta Participations Ag Tank-mix formulations
US20160106095A1 (en) * 2013-05-23 2016-04-21 Syngenta Participations Ag Tank-mix formulations

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