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WO2019197652A1 - Solid formulation of insecticidal mixtures - Google Patents

Solid formulation of insecticidal mixtures Download PDF

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Publication number
WO2019197652A1
WO2019197652A1 PCT/EP2019/059511 EP2019059511W WO2019197652A1 WO 2019197652 A1 WO2019197652 A1 WO 2019197652A1 EP 2019059511 W EP2019059511 W EP 2019059511W WO 2019197652 A1 WO2019197652 A1 WO 2019197652A1
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Prior art keywords
reax
weight
group
composition according
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PCT/EP2019/059511
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German (de)
French (fr)
Inventor
Holger Egger
Reiner Fischer
Laura ZUMSANDE
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Bayer AG
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Bayer AG
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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/12Powders or granules
    • A01N25/14Powders or granules wettable
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, 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
    • A01N43/04Biocides, 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
    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/12Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings condensed with a carbocyclic ring
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, 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
    • A01N43/04Biocides, 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
    • A01N43/14Biocides, 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
    • A01N43/16Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, 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
    • A01N43/24Biocides, 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
    • A01N43/32Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36Biocides, 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
    • A01N43/38Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90Biocides, 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 (especially water-soluble granules (SG)) of effective tetramic acid derivatives for controlling animal pests such as insects and / or spider mites and / or nematodes, a process for their preparation and their use for the application of the active ingredients contained, in particular for Drip & Drench applications.
  • solid formulations especially water-soluble granules (SG)
  • SG water-soluble granules
  • NH tetramic acid derivatives as crop protection agents are, for. B. known from (EP-A-442 073) and 1H-arylpyrrolidine-dione derivatives of (EP-A-456 063, EP-A-521 334, EP-A-596 298, EP-A-613 884, EP-A-613 885, WO 95/01 971, WO 95/26 954, WO 95/20 572, EP-A-0 668 267, WO 96/25 395, WO 96/35 664, WO 97/01 535 WO 97/02 243, WO 97/36868, WO 97/43275, WO 98/05638, WO 98/06721, WO 98/25928, WO 99/24437, WO 99/43649, WO 99/48869, WO 99 / 55673, WO 01/17972, WO 01/23354, WO 01/74770, WO 03/013249, WO 03/
  • ketalsubstituted 1 -H-arylpyrrolidine-2,4-diones from WO 99/16748 and (spiro) -ketalsubstitutechnisch N-alkoxy-alkoxy-substituted aryl-pyrrolidindione from JP-A-14 205 984 and Ito M. et al. Bioscience, Biotechnology and Biochemistry 67, 1230-1238, (2003).
  • SL formulations (soluble concentrates) of tetramic acid derivatives are known in the art, e.g. from WO 2009/115262, but these have the disadvantage that the concentration of the active ingredient in the solution is often low, so that large volumes are needed for transport, processing and storage. In addition, in highly concentrated solutions, there is the danger of supersaturation, so that precipitation of ingredients may occur and thus affect the storage stability of the product.
  • SC formulations suspension concentrates of these compounds are known, which, however, often have a poor or only very slow solubility of the active ingredients (ai) and ingredients, which also applies to WG formulations (water-dispersible granules) which also contain insoluble fillers.
  • the object of the present invention was therefore to provide rapidly soluble, highly concentrated formulations of the tetramic acid derivatives according to the invention, from which a ready-to-use formulation can be produced without leaving any residue. Furthermore, the salt load of the soil should be reduced and optionally the other ingredients of the formulation act as fertilizer / nutrient.
  • tetramic acid derivatives are also suitable for plant-hole treatment, after dipping root system, tubers or onions (known in the art as dip application), through hydroponic systems or soil injection (known in the art as "soil injection”).
  • the present invention accordingly relates to the solid formulations of tetramic acid derivatives for controlling animal pests such as insects and / or spider mites and / or nematodes by casting on the ground or in irrigation systems as a droplet application to the soil.
  • the solid formulations of tetramic acids for controlling insects and / or spider mites and / or nematodes can also be carried out as dip application of root system, tubers or onions or by soil injection.
  • the use of tetramic acids for controlling insects and / or spider mites and / or nematodes can also be carried out as a plant hole treatment or as a furrow application.
  • the present invention relates to these application forms on natural (soil) or artificial substrates (e.g., rockwool, glass wool, silica sand, pebbles, expanded clay, vermiculite) in the field or in closed systems (e.g., greenhouses or under foil cover); in annuals (e.g., cotton, soybeans, tobacco, vegetables, spices, ornamentals) or flowering crops (e.g., citrus, fruit, tropical crops, spices, nuts, wine, conifers, and ornamental plants).
  • natural soil
  • artificial substrates e.g., rockwool, glass wool, silica sand, pebbles, expanded clay, vermiculite
  • closed systems e.g., greenhouses or under foil cover
  • annuals e.g., cotton, soybeans, tobacco, vegetables, spices, ornamentals
  • flowering crops e.g., citrus, fruit, tropical crops, spices, nuts, wine, conifers, and ornamental plants.
  • the invention therefore provides insecticidal compositions comprising: a. as component a) tetramic acid derivatives of the formula (I)
  • W and Y are independently hydrogen, C
  • V 3 is hydrogen or halogen
  • A, B and the carbon atom to which they are attached are saturated C 1 -C 4 -cycloalkyl in which one ring member is replaced by oxygen and which is optionally substituted by C 1 - Cg-alkyl, C
  • G is hydrogen (a) or one of the groups E (d) is in which E is a metal ion or an ammonium ion,
  • L is oxygen or sulfur and M is oxygen or sulfur
  • -C alkyl R2 for straight-chain or branched C
  • b. at least one base preferably an inorganic base, more preferably an alkali metal hydroxide (component b)
  • the article of the invention is an insecticidal composition
  • the article of the invention is an insecticidal composition
  • W is particularly preferably hydrogen or methyl
  • X is particularly preferably chlorine or methyl
  • Y particularly preferably represents hydrogen v 'particularly preferably represents fluorine or chlorine (highlighted for fluorine or chlorine in the 4-position), particularly preferably represents hydrogen or fluorine (highlighted for fluorine in the
  • Position particularly preferably represents 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 9 -cycloalkyl in which one ring member is replaced by oxygen,
  • G is particularly preferably hydrogen (a) or one of the groups
  • 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
  • the article of the invention is an insecticidal composition
  • Salts consisting of REAX 88B, Reax 100M, d. at least one wetting agent 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, e.
  • At least one water-soluble filler selected from the group comprising readily soluble inorganic salts, sugars and urea derivatives, preferably selected from the group consisting of potassium sulfate, phosphoric acid salts of the form M 3 PO 4 , where M is preferably an ammonium or alkali metal cation preferably ammonium, Na or K; Lactose, maltodextrin and urea, f. optionally further water-soluble or liquid active ingredients and adjuvants.
  • M is preferably an ammonium or alkali metal cation preferably ammonium, Na or K
  • Lactose, maltodextrin and urea f. optionally further water-soluble or liquid active ingredients and adjuvants.
  • the subject of the invention is an insecticidal composition
  • lignosulfonates e. a wetting agent selected from the group consisting of the sodium salts of alkylated naphthalenesulfonates, preferably ®Morwet EFW (CAS No. 26264-58-4), f. at least one water-soluble filler selected from the group comprising sugars and readily soluble organic salts, preferably potassium sulfate, potassium phosphate, lactose and maltodextrin, more preferably lactose, g. optionally further water-soluble or liquid active ingredients and adjuvants.
  • lignosulfonates e. a wetting agent selected from the group consisting of the sodium salts of alkylated naphthalenesulfonates, preferably ®Morwet EFW (CAS No. 26264-58-4)
  • water-soluble filler selected from the group comprising sugars and readily soluble organic salts, preferably potassium sulfate, potassium phosphate, lactose and maltodext
  • the compound 1-7 is preferably used in the form of its thermodynamically most stable polymorphic structure.
  • the equivalent ratio of active ingredient to base (component (a) to (b)) is preferably in the range of 0.7: 1.0 to 1.0: 0.7, more preferably in the range of 1, 0: 1.0 to 1.0: 0.8, and more preferably in the range of 1.0: 1.0 to 1.0: 0.9.
  • unsubstituted or substituted radicals may, unless otherwise stated, be monosubstituted or polysubstituted, wherein in the case of multiple substitution, the substituents may be identical or different.
  • the various preferred levels are to be understood as permutating with each other, but in each case the same preferred levels, and in particular the most preferred embodiment / preferential level, are combined and as such a combination disclosed.
  • compositions as described above which consist only of the essential components (non-optional components), are to be considered as disclosed.
  • component a it is of course possible to produce compositions with a content of active ingredient less than 50% by weight, but a high content of active ingredient is preferred for use (transport volume, handling, economy). Furthermore, it is known to the person skilled in the art that the percentage by weight of the base can vary with the type of base used, depending on its molecular weight.
  • Percentages are by weight unless otherwise stated, with the weight percent of the compositions adding up to 100%. Further, in the case of added solutions (e.g., base), the percentages indicate the weight percentages of the solutions such that e.g. the proportion of pure KOH in a 50% solution corresponds to half of the given percentage.
  • the proportion of the active ingredient (component a / compounds of the formula 1 / 1-7) in the compositions according to the invention is preferably 50-90% by weight, more preferably 55-80% by weight, and particularly preferably 55-65% by weight.
  • the proportion of the base (component b) in the compositions according to the invention is preferably 2-40% by weight, more preferably 10-20% by weight, and particularly preferably 15-19% by weight.
  • the proportion of the dispersant (component c) in the compositions according to the invention is preferably 1-40% by weight, more preferably 3-15% by weight, and particularly preferably 8-13% by weight.
  • the proportion of the wetting agent (component d) in the compositions according to the invention is preferably 0-5% by weight, more preferably 1-3% by weight, and particularly preferably 1.5-2.5% by weight.
  • the proportion of the water-soluble filler (component e) in the compositions of the formulations is preferably 0-25% by weight, more preferably 5-18% by weight, and particularly preferably 12-18% by weight.
  • the proportion of further water-soluble or liquid active ingredients and adjuvants (component f), 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. -%.
  • a preferred embodiment of the invention are compositions comprising components a) 55-80% by weight
  • compositions comprising components a) 55-80% by weight
  • compositions comprising components a) 55-65 wt .-%
  • compositions comprising components a) 55-65% by weight.
  • compositions in which REAX 88b® is used as dispersant and potassium phosphate as component e are also present.
  • Suitable active ingredients according to component a) are those as shown in the abovementioned embodiments according to formula 1.
  • Suitable bases (b) for the purposes of the present invention are inorganic bases, preferably metal hydroxide bases, more preferably alkali metal hydroxides, even more preferably alkali metal hydroxides selected from the group comprising LiOH, NaOH and KOH, and more preferably KOH.
  • Suitable dispersants (c) for the purposes of the present invention are dispersants selected from the group of lignosulfonates and their salts, preferably selected from the group of lignosulfonates and their salts, consisting of boron per se NA, bororesperse 3A, ultrazine NA, Ufoxane 3A, vanisperse CB, Marasperse AG, MARASPERSE N22, MARASPERSE C21, MARASPERSE CBOS-4, WAFEX CA122 and Borresperse CA from Borregaard; EDF-350, KRAFTSPERSE 25M, KRAFTSPERSE EDF-450, REAX 100M, REAX 83A, REAX 85A, REAX 88A, REAX 88B, REAX 907, REAX 910, POLYPHONE H, POLYFON O and POLYFON T of Ingevity; AGR1NOL DN 19 and Agrinol C12 from Te
  • Suitable wetting agents (d) for the purposes of the present invention are wetting agents selected from the group consisting of the sodium salts of alkylated naphthalene sulfonates such as ®Morwet EFW, and the sodium salts of dioctylsulfosuccinic such as ⁇ Aerosol OTB, and block of propylene oxide and ethylene oxide on ethylene diamine, such as ®Synperonic T 905, preferably 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 especially preferably consisting of the sodium salts of alkylated naphthalenesulfonates, preferably ®Morwet EFW.
  • Suitable water-soluble fillers (e) in the context of the present invention are fillers selected from the group comprising readily soluble inorganic salts, sugars and urea derivatives, for example lactose, maltodextrin, potassium sulfate, phosphoric acid salts of the form M3PO4, where M is preferably an ammonium or alkali metal cation , more preferably ammonium, Na or K, and urea.
  • the fillers are selected from the group consisting of sugars and phosphoric acid salts of the form M3PO4, wherein M is preferably an ammonium or alkali metal cation, more preferably ammonium, Na or K, preferably potassium sulfate, lactose and maltodextrin, more preferably potassium sulfate and lactose.
  • M is preferably an ammonium or alkali metal cation, more preferably ammonium, Na or K, preferably potassium sulfate, lactose and maltodextrin, more preferably potassium sulfate and lactose.
  • compositions according to the invention optionally contain further formulation auxiliaries (f), e.g. optionally substances from the groups of emulsifiers, anionic or nonionic wetting agents, foam inhibitors, preservatives, antioxidants, dyes and / or inert fillers.
  • auxiliaries e.g. optionally substances from the groups of emulsifiers, anionic or nonionic wetting agents, foam inhibitors, preservatives, antioxidants, dyes and / or inert fillers.
  • wetting agents As further suitable wetting agents (component e-3) it is possible to use solid wetting agents, anionic and / or zwitterionic wetting agents, sulfonates (sulfosuccinates), sulfates, phosphonates, phosphates and carboxylates, but also alkaline wetting agents (for example ®Synperonic T types). They can be selected from the group solid, i. non-liquid wetting agent at room temperature, with e.g. waxy, amorphous or crystalline, e.g.
  • naphthalenesulfonic acids and the group of sulfosuccinic acid derivatives and the salts of these groups which may contain mono- and di-esters of sulfosuccinic acid and their salts (sulfosuccinates) on the one hand and alkylated naphthalenesulfonic acids and their salts on the other hand can contain.
  • Typical representatives of suitable wetting agents include ®Synperonic T types (block polymers of propylene oxide and ethylene oxide on ethylenediamine), ®Nekal BX (alkylated naphthalenesulfonates), ®Galoryl MT 804 (alkylated naphthalenesulfonates).
  • 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®. As 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 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 insecticidal 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 desired and undesired wild plants or crop plants (including naturally occurring crop plants).
  • Crop plants can be plants which 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 plant varieties which can or can not be protected by plant breeders' rights.
  • Plant parts are to be understood as meaning all aboveground and underground 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 (I) are preferably used after casting (Drench) 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.
  • louse and scavenger lice Pericerga, Pseudococcus spp., Planococcus spp., Dysmicoccus spp., In crops such as e.g. Citrus, stone and pomaceous fruit, tea, wine, vegetables, ornamental plants and 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.
  • Phorodon humuli in hops
  • Toxoptera spp. in citrus stone fruit, almonds, nuts, spices, Aulacorthum spp. in citrus, potatoes, fruit and leafy vegetables,
  • 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 casting on the ground.
  • the application of the active ingredient is carried out by droplet application (Drip).
  • 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 according to the invention can be prepared by a process comprising the steps:
  • drying of the mixture can also be carried out by the fluidized bed process or by other methods known to the person skilled in the art.
  • compositions according to the invention are very suitable for the application of the agrochemical active ingredients contained in plants and / or their habitat. This method is also the subject of the invention.
  • a solid formulation having a very high proportion of active ingredient can be prepared (> 50%, preferably> 65%).
  • Compound 1-7 was mixed together with potassium hydroxide, a binder and optionally further additives in amounts as indicated in Table 1 in water with stirring and then by spray drying (LabPlant Model SprayDryer SD-05, supply air temperature l90 ° C, exhaust air temperature 50-60 ° C, air flow 48 m 3 / h) dried.

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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)
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Abstract

The invention relates to solid formulations (in particular water-soluble granulates (SG)) of tetramic acid derivatives that have an insecticidal effect, to a method for the preparation thereof and to their use for the application of the contained active ingredients, in particular for drip & drench applications.

Description

Feststoff-Formulierung insektizider Mischungen  Solid formulation of insecticidal mixtures

Die Erfindung betrifft Feststoff-Formulierungen (insbesondere Wasser-lösliche Granulate (SG)) von wirksamen Tetramsäurederivaten zur Bekämpfung von tierischen Schädlingen wie Insekten und/oder Spinnmilben und/oder Nematoden, ein Verfahren zu deren Herstellung sowie ihre Verwendung zur Applikation der enthaltenen Wirkstoffe, insbesondere für Drip & Drench Applikationen. The invention relates to solid formulations (especially water-soluble granules (SG)) of effective tetramic acid derivatives for controlling animal pests such as insects and / or spider mites and / or nematodes, a process for their preparation and their use for the application of the active ingredients contained, in particular for Drip & Drench applications.

NH-Tetramsäurederivate als Pflanzenschutzmittel sind z. B. bekannt aus (EP-A-442 073) sowie 1H- Arylpyrrolidin-dion- Derivate aus (EP-A-456 063, EP-A-521 334, EP-A-596 298, EP-A-613 884, EP-A- 613 885, WO 95/01 971, WO 95/26 954, WO 95/20 572, EP-A-0 668 267, WO 96/25 395, WO 96/35 664, WO 97/01 535, WO 97/02 243, WO 97/36 868, WO 97/43275, WO 98/05638, WO 98/06721, WO 98/25928, WO 99/24437, WO 99/43649, WO 99/48869, WO 99/55673, WO 01/17972, WO 01/23354, WO 01/74770, WO 03/013249, WO 03/062244, WO 2004/007448, WO 2004/024 688, WO 04/065366, WO 04/080962, WO 04/111042, WO 05/044791, WO 05/044796, WO 05/048710, WO 05/049569, WO 05/066125, WO 05/092897, WO 06/000355, WO 06/029799, WO 06/056281, WO 06/056282, WO 06/089633, WO 07/048545, DEA 102 00505 9892, WO 07/073856, WO 07/096058, WO 07/121868, WO 07/140881, WO 08/067873, WO 08/067910, WO 08/067911, WO 08/138551, WO 09/015801, WO09/039975, WO 09/049851, WO 09/115262, W010/052161, WO 10/102758, W010/066378, W010/063570). Außerdem sind ketalsubstituierte 1 -H- Arylpyrrolidin-2,4-dione aus WO 99/16748 und (spiro)-ketalsubstituierte N-Alkoxy-alkoxy-substituierte Aryl-pyrrolidindione aus JP- A-14 205 984 und Ito M. et al. Bioscience, Biotechnology and Biochemistry 67, 1230-1238, (2003) bekannt. NH tetramic acid derivatives as crop protection agents are, for. B. known from (EP-A-442 073) and 1H-arylpyrrolidine-dione derivatives of (EP-A-456 063, EP-A-521 334, EP-A-596 298, EP-A-613 884, EP-A-613 885, WO 95/01 971, WO 95/26 954, WO 95/20 572, EP-A-0 668 267, WO 96/25 395, WO 96/35 664, WO 97/01 535 WO 97/02 243, WO 97/36868, WO 97/43275, WO 98/05638, WO 98/06721, WO 98/25928, WO 99/24437, WO 99/43649, WO 99/48869, WO 99 / 55673, WO 01/17972, WO 01/23354, WO 01/74770, WO 03/013249, WO 03/062244, WO 2004/007448, WO 2004/024 688, WO 04/065366, WO 04/080962, WO 04/111042, WO 05/044791, WO 05/044796, WO 05/048710, WO 05/049569, WO 05/066125, WO 05/092897, WO 06/000355, WO 06/029799, WO 06/056281, WO No. 06/056282, WO 06/089633, WO 07/048545, DEA 102 00505 9892, WO 07/073856, WO 07/096058, WO 07/121868, WO 07/140881, WO 08/067873, WO 08/067910, WO 08/067911, WO 08/138551, WO 09/015801, WO09 / 039975, WO 09/049851, WO 09/115262, WO10 / 052161, WO 10/102758, WO10 / 066378, WO10 / 063570). In addition, ketalsubstituted 1 -H-arylpyrrolidine-2,4-diones from WO 99/16748 and (spiro) -ketalsubstituierte N-alkoxy-alkoxy-substituted aryl-pyrrolidindione from JP-A-14 205 984 and Ito M. et al. Bioscience, Biotechnology and Biochemistry 67, 1230-1238, (2003).

SL-Formulierungen (Lösliche Konzentrate) von Tetramsäurederivaten sind aus dem Stand der Technik bekannt, z.B. aus der WO 2009/115262, wobei diese jedoch den Nachteil aufweisen, daß die Konzentration des Wirkstoffs in der Lösung oft nur gering ist, so daß für Transport, Verarbeitung und Lagerung große Volumina gebraucht werden. Darüberhinaus besteht bei hochkonzentrierten Lösungen die Gefahr der Übersättigung, so dass es zu Präzipitation von lnhaltsstoffen kommen kann und so die Lagerstabilität des Produkts beinflusst. SL formulations (soluble concentrates) of tetramic acid derivatives are known in the art, e.g. from WO 2009/115262, but these have the disadvantage that the concentration of the active ingredient in the solution is often low, so that large volumes are needed for transport, processing and storage. In addition, in highly concentrated solutions, there is the danger of supersaturation, so that precipitation of ingredients may occur and thus affect the storage stability of the product.

Ferner sind SC Formulierungen (Suspensionskonzentrate) dieser Verbindungen bekannt, die jedoch oft eine schlechte oder nur sehr langsame Löslichkeit der Wirkstoffe (ai) und lnhaltsstoffe aufweisen, was ebenfalls für WG-Formulierungen (wasserdispergierbare Granulate) gilt, die darüber hinaus unlösliche Füllstoffe enthalten. Furthermore, SC formulations (suspension concentrates) of these compounds are known, which, however, often have a poor or only very slow solubility of the active ingredients (ai) and ingredients, which also applies to WG formulations (water-dispersible granules) which also contain insoluble fillers.

Bei der Anwendung in Spritzgeräten und Bewässerungssystem, die in der Regel Schläuche mit geringem Durchmesser und Düsen beinhalten, kommt es insbesondere bei den WGs, aber auch bei den anderen Formuliertypen, die wasserunlösliche Stoffe beinhalten, häufig zur Verstopfung dieser Schläuche und Düsen durch ungelöstes oder ausgefallenes Material, sei es Wirkstoff oder Hilfsstoff. Die Aufgabe der vorliegenden Erfindung war es daher schnelllösliche, hochkonzentrierte Formulierungen der erfindungsgemäßen Tetramsäurederivate bereitzustellen, aus denen sich Rückstandsfrei eine gebrauchsfertige Formulierung hersteilen läßt. Ferner sollte die Salzlast des Bodens vermindert werden und optional die weiteren Bestandteile der Formulierung als Dünger / Nährstoff wirken. When used in sprayers and irrigation systems, which usually include small diameter tubing and nozzles, WGs, as well as the other types of formulations that contain water insoluble matter, often clog these tubing and nozzles with unsolved or failed specimens Material, be it active ingredient or excipient. The object of the present invention was therefore to provide rapidly soluble, highly concentrated formulations of the tetramic acid derivatives according to the invention, from which a ready-to-use formulation can be produced without leaving any residue. Furthermore, the salt load of the soil should be reduced and optionally the other ingredients of the formulation act as fertilizer / nutrient.

Überraschenderweise wurde nun gefunden, dass bestimmte Tetramsäurederivate nicht nur gegen Blattläuse nach Angießen auf den Boden (in Fachkreisen als„Drenching“ bekannt) sondern auch gut zur Bekämpfung von andersartigen Insekten und/oder Spinnmilben und/oder Nematoden durch Angießen auf den Boden (in Fachkreisen als„Drenching“ bekannt) insbesondere aber nach Tröpfchenapplikation auf den Boden (in Fachkreisen als„Drip application“ bekannt) geeignet sind. Surprisingly, it has now been found that certain tetramic acid derivatives not only against aphids after casting on the ground (in the art known as "drenching") but also good for controlling other types of insects and / or spider mites and / or nematodes by casting on the ground (in professional circles known as "drenching") but especially after droplet application to the soil (known in the art as "drip application") are suitable.

Außerdem wurde gefunden, dass bestimmte Tetramsäurederivate auch für eine Pflanzlochbehandlung, nach Eintauchen von Wurzelwerk, Knollen oder Zwiebeln (in Fachkreisen als „Dip application“ bekannt), durch hydroponische Systeme oder Bodeninjektion (in Fachkreisen als „Soil injection“ bekannt) geeignet sind. In addition, it has been found that certain tetramic acid derivatives are also suitable for plant-hole treatment, after dipping root system, tubers or onions (known in the art as dip application), through hydroponic systems or soil injection (known in the art as "soil injection").

Ebenso wurde gefunden, dass bestimmte Tetramsäurederivate gut zur Bekämpfung von Insekten und/oder Spinnmilben und/oder Nematoden durch Furchenapplikation geeignet sind. It has also been found that certain tetramic acid derivatives are well suited for controlling insects and / or spider mites and / or nematodes by furrow application.

Die vorliegende Erfindung betrifft demnach die Feststoff-Formulierungen von Tetramsäurederivaten zur Bekämpfung von tierischen Schädlingen wie Insekten und/oder Spinnmilben und/oder Nematoden durch Angiessen auf den Boden oder in Bewässerungssystemen als Tröpfchenapplikation auf den Boden. Die Feststoff-Formulierungen von Tetramsäuren zur Bekämpfung von Insekten und/oder Spinnmilben und/oder Nematoden kann auch als Tauchapplikation von Wurzelwerk, Knollen oder Zwiebeln oder durch Bodeninjektion erfolgen. Die Verwendung von Tetramsäuren zur Bekämpfung von Insekten und/oder Spinnmilben und/oder Nematoden kann auch als Pflanzlochbehandlung oder als Furchenapplikation erfolgen. Weiterhin betrifft die vorliegende Erfindung diese Anwendungsformen auf natürlichen (Erdreich) oder artifiziellen Substraten (z.B. Steinwolle, Glaswolle, Quarzsand, Kiesel, Blähton, Vermiculit) im Freiland oder in geschlossenen Systemen (z.B. Gewächshäuser oder unter Folien-Abdeckung); in einjährigen (z.B. Baumwolle, Sojabohnen, Tabak, Gemüse, Gewürzen, Zierpflanzen) oder mehljährigen Kulturen (z.B. Zitruspflanzen, Obst, tropische Kulturen, Gewürzen, Nüsse, Wein, Koniferen und Zierpflanzen). The present invention accordingly relates to the solid formulations of tetramic acid derivatives for controlling animal pests such as insects and / or spider mites and / or nematodes by casting on the ground or in irrigation systems as a droplet application to the soil. The solid formulations of tetramic acids for controlling insects and / or spider mites and / or nematodes can also be carried out as dip application of root system, tubers or onions or by soil injection. The use of tetramic acids for controlling insects and / or spider mites and / or nematodes can also be carried out as a plant hole treatment or as a furrow application. Furthermore, the present invention relates to these application forms on natural (soil) or artificial substrates (e.g., rockwool, glass wool, silica sand, pebbles, expanded clay, vermiculite) in the field or in closed systems (e.g., greenhouses or under foil cover); in annuals (e.g., cotton, soybeans, tobacco, vegetables, spices, ornamentals) or flowering crops (e.g., citrus, fruit, tropical crops, spices, nuts, wine, conifers, and ornamental plants).

Gegenstand der Erfindung sind deshalb insektizide Zusammensetzungen enthaltend: a. als Komponente a) Tetramsäurederivaten der Formel (I) The invention therefore provides insecticidal compositions comprising: a. as component a) tetramic acid derivatives of the formula (I)

Figure imgf000004_0001
in welcher
Figure imgf000004_0001
in which

W und Y unabhängig voneinander für Wasserstoff, C | -C'4-Alkyl, Chlor, Brom, Jod oder Fluor stehen, W and Y are independently hydrogen, C | -C ' 4 alkyl, chlorine, bromine, iodine or fluorine,

X für C | -C'4-Alkyl, C | -C4-Alkoxy, Chlor, Brom oder Jod steht, n' für Wasserstoff, Halogen, C | -C^-Alkyl, C | -C^-Alkoxy, C | -C^-Alkylthio, C | -C^-Alkylsulfinyl, C | -C^-Alkylsulfonyl, C | -C'4-Halogcnalkyl, C | -C'4-Halogcnalkoxy, Nitro oder Cyano steht, für Wasserstoff, Halogen, C | -C^-Alkyl oder C | -C^-Alkoxy steht, X for C | -C ' 4 alkyl, C | C4 alkoxy, chlorine, bromine or iodine, n 'is hydrogen, halogen, C | -C ^ alkyl, C | -C ^ alkoxy, C | -C ^ alkylthio, C | -C ^ alkylsulfinyl, C | -C ^ alkylsulfonyl, C | -C ' 4-haloalkyl, C | -C 'is 4-Halogcnalkoxy, nitro or cyano, is hydrogen, halogen, C | -C ^ alkyl or C | -C ^ alkoxy,

V3 für Wasserstoff oder Halogen steht, A, B und das Kohlenstoffatom an das sie gebunden sind, für gesättigtes C^-C^-Cycloalkyl stehen, worin ein Ringglied durch Sauerstoff ersetzt ist und welches gegebenenfalls einfach durch C | - Cg-Alkyl, C | -Cy-Alkoxy oder C | -C^-Alkyloxy-C | -C^-alkyl substituiert ist, V 3 is hydrogen or halogen, A, B and the carbon atom to which they are attached are saturated C 1 -C 4 -cycloalkyl in which one ring member is replaced by oxygen and which is optionally substituted by C 1 - Cg-alkyl, C | -Cy alkoxy or C | -C ^ alkyloxy-C | C 1-6 alkyl is substituted,

G für Wasserstoff (a) oder für eine der Gruppen

Figure imgf000004_0002
E (d) steht in welchen E für ein Metallion oder ein Ammoniumion steht, G is hydrogen (a) or one of the groups
Figure imgf000004_0002
E (d) is in which E is a metal ion or an ammonium ion,

L für Sauerstoff oder Schwefel steht und M für Sauerstoff oder Schwefel steht, L is oxygen or sulfur and M is oxygen or sulfur,

Rl für geradkettigtes oder verzweigtes C | -C Alkyl steht, R2 für geradkettigtes oder verzweigtes C | -C Alkyl steht, b. mindestens eine Base, vorzugsweise eine anorganische Base, weiter bevorzugt ein Alkalimetall-Hydroxid (Komponente b), c. mindestens ein Dispergiermittel, vorzugsweise ausgewählt aus der Gruppe der Ligninsulfonate und deren Salzen, d. optional mindestens ein Netzmittel, e. optional mindestens einen wasserlöslicher Füllstoff, und f. optional weitere wasserlösliche oder flüssige Wirkstoffe und Adjuvantien. R1 for straight-chain or branched C | -C alkyl, R2 for straight-chain or branched C | -C alkyl, b. at least one base, preferably an inorganic base, more preferably an alkali metal hydroxide (component b), c. at least one dispersant, preferably selected from the group of lignosulfonates and their salts, d. optionally at least one wetting agent, e. optionally at least one water-soluble filler, and f. optionally further water-soluble or liquid active ingredients and adjuvants.

Das Dispergiermittel ist vorzugsweise ein basisches Dispergiermittel, d.h. vorzugsweise mit einem pH >= 8, weiter bevorzugt >=10, in wässriger Lösung (gemessen mit Glaselektrode in l5-%iger Lösung beiThe dispersant is preferably a basic dispersant, i. preferably with a pH> = 8, more preferably> = 10, in aqueous solution (measured with glass electrode in 15% strength solution at

25°C) . 25 ° C).

Hervorgehoben bevorzugt einsetzbar in den oben genannten Zusammensetzungen sind Tetramsäurederivate der oben genannten Formel (I) mit G = Wasserstoff (a). Particularly preferably used in the abovementioned compositions are tetramic acid derivatives of the abovementioned formula (I) where G = hydrogen (a).

Ebenfalls hervorgehoben bevorzugt einsetzbar sind Tetramsäurederivate der oben genannten Formel (I) mit G = E (d). Also preferably emphasized are tetramic acid derivatives of the abovementioned formula (I) where G = E (d).

In einer bevorzugten Ausführungsform ist der Gegenstand der Erfindung eine insektizide Zusammensetzung enthaltend: a. Verbindungen der Formel (I) In a preferred embodiment, the article of the invention is an insecticidal composition comprising: a. Compounds of the formula (I)

Figure imgf000005_0001
in welcher
Figure imgf000005_0001
in which

W steht besonders bevorzugt für Wasserstoff oder Methyl, X steht besonders bevorzugt für Chlor oder Methyl, W is particularly preferably hydrogen or methyl, X is particularly preferably chlorine or methyl,

Y steht besonders bevorzugt für Wasserstoff v' steht besonders bevorzugt für Fluor oder Chlor, (hervorgehoben für Fluor oder Chlor in der 4- Position), steht besonders bevorzugt für Wasserstoff oder Fluor (hervorgehoben für Fluor in der 3-Y particularly preferably represents hydrogen v 'particularly preferably represents fluorine or chlorine (highlighted for fluorine or chlorine in the 4-position), particularly preferably represents hydrogen or fluorine (highlighted for fluorine in the

Position), steht besonders bevorzugt für Wasserstoff oder Fluor (hervorgehoben für Fluor in der 5- Position), Position), particularly preferably represents hydrogen or fluorine (highlighted for fluorine in the 5-position),

A, B und das Kohlenstoffatom, an das sie gebunden sind, stehen besonders bevorzugt für gesättigtes Cg-Cycloalkyl, in welchem ein Ringglied durch Sauerstoff ersetzt ist, A, B and the carbon atom to which they are attached are particularly preferably saturated C 9 -cycloalkyl in which one ring member is replaced by oxygen,

G steht besonders bevorzugt für Wasserstoff (a) oder für eine der Gruppen G is particularly preferably hydrogen (a) or one of the groups

Figure imgf000006_0001
in welchen
Figure imgf000006_0001
in which

E besonders bevorzugt für ein Metallionenäquivalent oder ein Ammoniumion steht, (hervorgehoben für Natrium oder Kalium), E particularly preferably represents a metal ion equivalent or an ammonium ion (highlighted for sodium or potassium),

Rl besonders bevorzugt für geradkettigtes oder verzweigtes C | -Cq-Alkyl steht, Rl particularly preferred for straight-chain or branched C | -Cq-alkyl,

R^ besonders bevorzugt für geradkettigtes oder verzweigtes C | -Cq-Alkyl steht. ln einer weiter bevorzugten Ausführungsform ist der Gegenstand der Erfindung eine insektizide Zusammensetzung enthaltend: a. Verbindung der Formel (1) ausgewählt aus folgenden Verbindungen R ^ particularly preferred for straight-chain or branched C | -Cq-alkyl. In a further preferred embodiment, the article of the invention is an insecticidal composition comprising: a. A compound of the formula (1) selected from the following compounds

Figure imgf000007_0001
in denen die Reste die folgende Bedeutung haben:
Figure imgf000007_0001
in which the radicals have the following meaning:

Figure imgf000007_0002
Figure imgf000007_0002

(I)  (I)

b. mindestens eine Base (Komponente b) ausgewählt aus der Gruppe umfassend KOH und NaOH, c. mindestens ein Dispergiermittel ausgewählt aus der Gruppe der Ligninsulfonate und derenb. at least one base (component b) selected from the group comprising KOH and NaOH, c. at least one dispersant selected from the group of lignosulfonates and their

Salzen, bestehend aus REAX 88B, Reax 100M, d. mindestens ein Netzmittel, ausgewählt aus der Gruppe bestehend aus den Natriumsalzen alkylierter Naphthalinsulfonate wie z.B. ®Morwet EFW, und den Natriumsalzen der Dioctylsulfobemsteinsäure wie z.B. ©Aerosol OTB, e. mindestens einen wasserlöslicher Füllstoff, ausgewählt aus der Gruppe, die leicht lösliche anorganische Salze, Zucker und Hamstoffderivate umfaßt, vorzugsweise ausgewählt aus der Gruppe, die Kaliumsulfat, Phosphorsäuresalze der Form M3PO4, wobei M vorzugsweise ein Ammonium- oder Alkalimetall-kation, weiter bevorzugt Ammonium, Na oder K ist; Lactose, Maltodextrin und Harnstoff umfaßt, f. optional weitere wasserlösliche oder flüssige Wirkstoffe und Adjuvantien. Salts, consisting of REAX 88B, Reax 100M, d. at least one wetting agent 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, e. at least one water-soluble filler selected from the group comprising readily soluble inorganic salts, sugars and urea derivatives, preferably selected from the group consisting of potassium sulfate, phosphoric acid salts of the form M 3 PO 4 , where M is preferably an ammonium or alkali metal cation preferably ammonium, Na or K; Lactose, maltodextrin and urea, f. optionally further water-soluble or liquid active ingredients and adjuvants.

In einer besonders bevorzugten Ausführungsform ist der Gegenstand der Erfindung eine insektizide Zusammensetzung enthaltend: a. Verbindung mit der Formel (1-7) mit folgender Struktur: In a particularly preferred embodiment, the subject of the invention is an insecticidal composition comprising: a. Compound of formula (1-7) having the structure:

Figure imgf000008_0001
Figure imgf000008_0001

(I)  (I)

c. KOH als Base (Komponente b), d. REAX 88B (CAS-Nr 68512-34-5) als basisches Dispergiermittel aus der Gruppe der Ligninsulfonate, e. ein Netzmittel, ausgewählt aus der Gruppe bestehend aus den Natriumsalzen alkylierter Naphthalinsulfonate, vorzugsweise ®Morwet EFW (CAS-Nr 26264-58-4), f. mindestens einen wasserlöslicher Füllstoff, ausgewählt aus der Gruppe, die Zucker und leicht lösliche organische Salze umfaßt, vorzugsweise Kaliumsulfat, Kaliumphosphat, Lactose und Maltodextrin, besonders bevorzugt Lactose, g. optional weitere wasserlösliche oder flüssige Wirkstoffe und Adjuvantien. c. KOH as base (component b), d. REAX 88B (CAS No. 68512-34-5) as a basic dispersant from the group of lignosulfonates, e. a wetting agent selected from the group consisting of the sodium salts of alkylated naphthalenesulfonates, preferably ®Morwet EFW (CAS No. 26264-58-4), f. at least one water-soluble filler selected from the group comprising sugars and readily soluble organic salts, preferably potassium sulfate, potassium phosphate, lactose and maltodextrin, more preferably lactose, g. optionally further water-soluble or liquid active ingredients and adjuvants.

Hervorgehoben bevorzugt einsetzbar in den oben genannten Zusammensetzungen sind Tetramsäurederivate der oben genannten Formel (I) mit G = Wasserstoff (a). Ebenfalls hervorgehoben bevorzugt einsetzbar sind Tetramsäurederivate der oben genannten Formel (I) mit G = E (d). Particularly preferably used in the abovementioned compositions are tetramic acid derivatives of the abovementioned formula (I) where G = hydrogen (a). Also preferably emphasized are tetramic acid derivatives of the abovementioned formula (I) where G = E (d).

Die Verbindung 1-7 wird bevorzugt in Form ihrer thermodynamisch stabilsten polymorphen Struktur eingesetzt. The compound 1-7 is preferably used in the form of its thermodynamically most stable polymorphic structure.

In einer bevorzugten Ausführungsform ist das Äquivalent- Verhältnis von Wirkstoff zu Base (Komponente (a) zu (b)) vorzugsweise im Bereich von 0,7 : 1,0 bis 1,0 : 0,7, weiter bevorzugt im Bereich von 1,0 : 1,0 bis 1,0 : 0,8, und besonders bevorzugt im Bereich von 1,0 : 1,0 bis 1,0 : 0,9. In a preferred embodiment, the equivalent ratio of active ingredient to base (component (a) to (b)) is preferably in the range of 0.7: 1.0 to 1.0: 0.7, more preferably in the range of 1, 0: 1.0 to 1.0: 0.8, and more preferably in the range of 1.0: 1.0 to 1.0: 0.9.

In der vorliegenden Erfindung können in Formeln, z.B. Formel (I), können gegebenenfalls substituierte Reste, sofern nichts anderes angegeben ist, einfach oder mehrfach substituiert sein, wobei bei Mehrfachsubstitutionen die Substituenten gleich oder verschieden sein können. In the present invention, in formulas, e.g. Formula (I), unsubstituted or substituted radicals may, unless otherwise stated, be monosubstituted or polysubstituted, wherein in the case of multiple substitution, the substituents may be identical or different.

Ferner sind in den in der vorliegenden Erfindung genannten Vorzugsbereichen die verschiedenen Vorzugsebenen so zu verstehen, daß diese permutierend miteinander kombiniert werden können, in jedem Fall sind aber gleiche Vorzugsebenen und insbesondere die jeweils am meisten bevorzugte Ausführungsform / Vorzugsebene miteinander zu kombinieren und als solche Kombination auch offenbart. Furthermore, in the preferred ranges mentioned in the present invention, the various preferred levels are to be understood as permutating with each other, but in each case the same preferred levels, and in particular the most preferred embodiment / preferential level, are combined and as such a combination disclosed.

Ebenso sollen Zusammensetzungen wie oben beschrieben als offenbart angesehen werden, die nur aus den essentiellen Komponenten (nicht optionale Komponenten) bestehen. Likewise, compositions as described above, which consist only of the essential components (non-optional components), are to be considered as disclosed.

Hinsichtlich der Komponente a ist es selbstverständlich möglich Zusammensetzungen mit einem geringerem Wirkstoffgehalt als 50 Gew.-% herzustellen, wobei jedoch ein hoher Wirkstoffgehalt für die Anwendung bevorzugt wird (Transportvolumen, Handhabung, Ökonomie). Weiterhin ist dem Fachmann geläufig, daß der gewichtsprozentuale Anteil der Base mit der Art der verwendeten Base abhängig von deren Molekulargewicht variieren kann. With regard to component a, it is of course possible to produce compositions with a content of active ingredient less than 50% by weight, but a high content of active ingredient is preferred for use (transport volume, handling, economy). Furthermore, it is known to the person skilled in the art that the percentage by weight of the base can vary with the type of base used, depending on its molecular weight.

Prozentzahlen sind - wenn nicht anders angegeben - als Gewichtsprozente zu verstehen, wobei sich die Gew-% der Zusammensetzungen zu 100 addieren. Ferner geben die Prozentzahlen im Falle von zugesetzten Lösungen (z.B. Base) die Gewichtsprozente der Lösungen an, so daß z.B. der Anteil an reiner KOH bei einer 50%igen Lösung der Hälfte der gegebenen Prozentzahl entspricht. Percentages are by weight unless otherwise stated, with the weight percent of the compositions adding up to 100%. Further, in the case of added solutions (e.g., base), the percentages indicate the weight percentages of the solutions such that e.g. the proportion of pure KOH in a 50% solution corresponds to half of the given percentage.

Der Anteil des Wirkstoffs (Komponente a / Verbindungen der Formel 1 / 1-7) in den erfindungsgemäßen Zusammensetzungen beträgt vorzugsweise 50 - 90 Gew.-%, weiter bevorzugt 55- 80 Gew.-%, und besonders bevorzugt 55 - 65 Gew.-%. The proportion of the active ingredient (component a / compounds of the formula 1 / 1-7) in the compositions according to the invention is preferably 50-90% by weight, more preferably 55-80% by weight, and particularly preferably 55-65% by weight.

Der Anteil der Base (Komponente b) in den erfindungsgemäßen Zusammensetzungen beträgt vorzugsweise 2 - 40 Gew.-%, weiter bevorzugt 10 - 20 Gew.-%, und besonders bevorzugt 15 - 19 Gew.-% betragen. The proportion of the base (component b) in the compositions according to the invention is preferably 2-40% by weight, more preferably 10-20% by weight, and particularly preferably 15-19% by weight.

Der Anteil des Dispergiermittels (Komponente c) in den erfindungsgemäßen Zusammensetzungen beträgt vorzugsweise 1 - 40 Gew.-%, weiter bevorzugt 3 - 15 Gew.-%, und besonders bevorzugt 8 - 13 Gew.-% betragen. The proportion of the dispersant (component c) in the compositions according to the invention is preferably 1-40% by weight, more preferably 3-15% by weight, and particularly preferably 8-13% by weight.

Der Anteil des Netzmittel (Komponente d) in den erfindungsgemäßen Zusammensetzungen beträgt vorzugsweise 0 - 5 Gew.-%, weiter bevorzugt 1 - 3 Gew.-%, und besonders bevorzugt 1,5 - 2,5 Gew.-% betragen. Der Anteil des wasserlöslichen Füllstoffs (Komponente e) in den Zusammensetzungen Formulierungen beträgt vorzugsweise 0 - 25 Gew.-%, weiter bevorzugt 5 - 18 Gew.-%, und besonders bevorzugt 12 - 18 Gew.-% betragen. Der Anteil der weiteren wasserlöslichen oder flüssigen Wirkstoffe und Adjuvantien (Komponente f) - sofern enthalten - in den erfindungsgemäßen Zusammensetzungen beträgt vorzugsweise 0 - 10 Gew.-%, weiter bevorzugt 0 - 8 Gew.-%, und besonders bevorzugt 0 - 5 Gew.-% betragen. Eine bevorzugte Ausführungsform der Erfindung sind Zusammensetzungen enthaltend Komponenten a) 55-80 Gew.-% The proportion of the wetting agent (component d) in the compositions according to the invention is preferably 0-5% by weight, more preferably 1-3% by weight, and particularly preferably 1.5-2.5% by weight. The proportion of the water-soluble filler (component e) in the compositions of the formulations is preferably 0-25% by weight, more preferably 5-18% by weight, and particularly preferably 12-18% by weight. The proportion of further water-soluble or liquid active ingredients and adjuvants (component f), 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. -%. A preferred embodiment of the invention are compositions comprising components a) 55-80% by weight

b) 10-20 Gew.-% b) 10-20% by weight

c) 3-15 Gew. -% c) 3-15% by weight

d) 1-3 Gew. -% d) 1-3% by weight

e) 0-25 Gew.-%. e) 0-25 wt .-%.

Eine weiter bevorzugte Ausführungsform der Erfindung sind Zusammensetzungen enthaltend Komponenten a) 55-80 Gew.-% A further preferred embodiment of the invention are compositions comprising components a) 55-80% by weight

b) 10-20 Gew.-% b) 10-20% by weight

c) 3-15 Gew. -% c) 3-15% by weight

d) 1-3 Gew. -% d) 1-3% by weight

e) 5-18 Gew. -%. e) 5-18% by weight.

Eine noch weiter bevorzugte Ausführungsform der Erfindung sind Zusammensetzungen enthaltend Komponenten a) 55-65 Gew.-% A still further preferred embodiment of the invention are compositions comprising components a) 55-65 wt .-%

b) 15-19 Gew. -% b) 15-19% by weight

c) 8-13 Gew.-% c) 8-13% by weight

d) 1,5-2, 5 Gew.-% d) 1.5-2.5% by weight

e) 12-18 Gew.-%. e) 12-18% by weight.

Eine bevorzugte alternative Ausführungsform der Erfindung sind Zusammensetzungen enthaltend Komponenten a) 55-65 Gew.-% A preferred alternative embodiment of the invention are compositions comprising components a) 55-65% by weight.

b) 15-19 Gew. -% b) 15-19% by weight

c) 8-13 Gew.-% c) 8-13% by weight

d) 1,5-2, 5 Gew.-% d) 1.5-2.5% by weight

e) 12-18 Gew.-% e) 12-18% by weight

f) 0-8 Gew-%. Eine weitere hervorzuhebende Ausführungsform der Erfindung sind solche Zusammensetzungen, bei denen REAX 88b® als Dispergiermittel und Lactose als Komponente e) eingesetzt werden. f) 0-8% by weight. Another embodiment of the invention to be emphasized are those compositions in which REAX 88b® is used as dispersant and lactose as component e).

Eine weitere hervorzuhebende Ausführungsform der Erfindung sind solche Zusammensetzungen, bei denen REAX 88b® als Dispergiermittel und Kaliumsulfat als Komponente e) eingesetzt werden. Another embodiment of the invention to be emphasized are those compositions in which REAX 88b® is used as dispersant and potassium sulfate as component e).

Eine weitere hervorzuhebende Ausführungsform der Erfindung sind solche Zusammensetzungen, bei denen REAX 88b® als Dispergiermittel und Kaliumphosphat als Komponente e) eingesetzt werden. Another embodiment of the invention to be emphasized are those compositions in which REAX 88b® is used as dispersant and potassium phosphate as component e).

Eine weitere hervorzuhebende Ausführungsform der Erfindung sind solche Zusammensetzungen, bei denen REAX 88b® als Dispergiermittel und Morwet EFW als Komponente d) eingesetzt werden. Another embodiment of the invention to be emphasized are those compositions in which REAX 88b® as dispersant and Morwet EFW as component d) are used.

Eine weitere hervorzuhebende Ausführungsform der Erfindung sind solche Zusammensetzungen, bei denen REAX 88b® als Dispergiermittel und Kaliumphosphat zusammen mit Lactose als Komponente e) eingesetzt werden. A further embodiment of the invention to be emphasized are those compositions in which REAX 88b® is used as dispersant and potassium phosphate together with lactose as component e).

Geeignete Wirkstoffe gemäß Komponente a) sind solche, wie sie in den oben genannten Ausführungsformen gemäß Formel 1 gezeigt werden. Suitable active ingredients according to component a) are those as shown in the abovementioned embodiments according to formula 1.

Geeignete Basen (b) im Sinne der vorliegenden Erfindung sind anorganische Basen, vorzugsweise Metall-Hydroxid-Basen, weiter bevorzugt Alkalimetall-Hydroxide, noch weiter bevorzugt Alkalimetallhydroxide ausgewählt aus der Gruppe, die LiOH, NaOH und KOH umfaßt und besonders bevorzugt KOH. Suitable bases (b) for the purposes of the present invention are inorganic bases, preferably metal hydroxide bases, more preferably alkali metal hydroxides, even more preferably alkali metal hydroxides selected from the group comprising LiOH, NaOH and KOH, and more preferably KOH.

Geeignete Dispergiermittel (c) im Sinne der vorliegenden Erfindung sind Dispergiermittel ausgewählt aus der Gruppe der Ligninsulfonate und deren Salzen, vorzugsweise ausgewählt aus der Gruppe der Ligninsulfonate und deren Salzen, bestehend aus Borresperse NA, Borresperse 3A, Ultrazine NA, Ufoxane 3A, Vanisperse CB, Marasperse AG, MARASPERSE N 22, MARASPERSE C 21, MARASPERSE CBOS-4, WAFEX CA122 und Borresperse CA der Fa. Borregaard; KRAFTSPERSE EDF-350, KRAFTSPERSE 25M, KRAFTSPERSE EDF-450, REAX 100M, REAX 83A, REAX 85A, REAX 88A, REAX 88B, REAX 907, REAX 910, POLYFON H, POLYFON O und POLYFON T der Fa. lngevity; AGR1NOL DN 19 und Agrinol C12 der Fa. Tembec, weiter bevorzugt aus der Gruppe, die REAX 88A und REAX 88B umfaßt und besonders bevorzugt REAX 88B. Suitable dispersants (c) for the purposes of the present invention are dispersants selected from the group of lignosulfonates and their salts, preferably selected from the group of lignosulfonates and their salts, consisting of boron per se NA, bororesperse 3A, ultrazine NA, Ufoxane 3A, vanisperse CB, Marasperse AG, MARASPERSE N22, MARASPERSE C21, MARASPERSE CBOS-4, WAFEX CA122 and Borresperse CA from Borregaard; EDF-350, KRAFTSPERSE 25M, KRAFTSPERSE EDF-450, REAX 100M, REAX 83A, REAX 85A, REAX 88A, REAX 88B, REAX 907, REAX 910, POLYPHONE H, POLYFON O and POLYFON T of Ingevity; AGR1NOL DN 19 and Agrinol C12 from Tembec, more preferably from the group comprising REAX 88A and REAX 88B and more preferably REAX 88B.

Geeignete Netzmittel (d) im Sinne der vorliegenden Erfindung sind Netzmittel ausgewählt aus der Gruppe bestehend aus den Natriumsalzen alkylierter Naphthalinsulfonate wie z.B. ®Morwet EFW, und den Natriumsalzen der Dioctylsulfobemsteinsäure wie z.B. ©Aerosol OTB, und Blockpolymerisat von Propylenoxid und Ethylenoxid auf Ethylendiamin, wie z.B. ®Synperonic T 905, bevorzugt ausgewählt aus der Gruppe bestehend aus den Natriumsalzen alkylierter Naphthalinsulfonate wie z.B. ®Morwet EFW, und den Natriumsalzen der Dioctylsulfobemsteinsäure wie z.B. ©Aerosol OTB, und besonders bevorzugt bestehend aus den Natriumsalzen alkylierter Naphthalinsulfonate, vorzugsweise ®Morwet EFW. Suitable wetting agents (d) for the purposes of the present invention are wetting agents selected from the group consisting of the sodium salts of alkylated naphthalene sulfonates such as ®Morwet EFW, and the sodium salts of dioctylsulfosuccinic such as © Aerosol OTB, and block of propylene oxide and ethylene oxide on ethylene diamine, such as ®Synperonic T 905, preferably 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 especially preferably consisting of the sodium salts of alkylated naphthalenesulfonates, preferably ®Morwet EFW.

Geeignete wasserlösliche Füllstoffe (e) im Sinne der vorliegenden Erfindung sind Füllstoffe ausgewählt aus der Gruppe, die leicht lösliche anorganische Salze, Zucker und Hamstoffderivate umfaßt, beispielsweise Lactose, Maltodextrin, Kaliumsulfat, Phosphorsäuresalze der Form M3PO4, wobei M vorzugsweise ein Ammonium oder Alkalimetall-kation, weiter bevorzugt Ammonium,Na oder K ist, und Harnstoff. Weiter bevorzugt sind die Füllstoffe ausgewählt aus der Gruppe, die Zucker und Phosphorsäuresalze der Form M3PO4, wobei M vorzugsweise ein Ammonium oder Alkalimetall-kation, weiter bevorzugt Ammonium, Na oder K ist, umfaßt, vorzugsweise Kaliumsulfat, Lactose und Maltodextrin, besonders bevorzugt Kaliumsulfat und Lactose. Suitable water-soluble fillers (e) in the context of the present invention are fillers selected from the group comprising readily soluble inorganic salts, sugars and urea derivatives, for example lactose, maltodextrin, potassium sulfate, phosphoric acid salts of the form M3PO4, where M is preferably an ammonium or alkali metal cation , more preferably ammonium, Na or K, and urea. More preferably, the fillers are selected from the group consisting of sugars and phosphoric acid salts of the form M3PO4, wherein M is preferably an ammonium or alkali metal cation, more preferably ammonium, Na or K, preferably potassium sulfate, lactose and maltodextrin, more preferably potassium sulfate and lactose.

Die erfindungsgemäßen Zusammensetzungen enthalten gegebenenfalls weitere Formulierhilfsmittel (f), z.B. gegebenenfalls Stoffe aus den Gruppen der Emulgiermittel, der anionischen oder nicht-ionischen Netzmittele, der schaumhemmenden Mittel, der Konservierungsmittel, der Antioxydantien, der Farbstoffe und/oder der inerten Füllmaterialien. The compositions according to the invention optionally contain further formulation auxiliaries (f), e.g. optionally substances from the groups of emulsifiers, anionic or nonionic wetting agents, foam inhibitors, preservatives, antioxidants, dyes and / or inert fillers.

Als weitere geeignete Netzmittel (Komponente e-3) können feste Netzmittele, anionische und/oder zwitterionische Netzmittele, Sulfonate (Sulfosuccinate), Sulfate, Phosphonate, Phosphate und Carboxylate, aber auch alkalische Netzmittele (z.B. ®Synperonic T-Typen) verwendet werden. Sie können ausgewählt werden aus der Gruppe fester, d.h. bei Raumtemperatur nicht flüssiger Netzmittel, mit z.B. wachsartiger, amorpher oder kristalliner Beschaffenheit, z.B. aus der Gruppe der Reaktionsprodukte von Alkylenoxiden mit Alkylenpolyaminen, der Naphthalinsulfonsäuren und der Gruppe der Sulfobernsteinsäure-Derivate sowie den Salzen dieser Gruppen, die einerseits Mono- und Di-Ester der Sulfobemsteinsäure sowie deren Salze (Sulfosuccinate) enthalten können und andererseits alkylierte Naphthalinsulfonsäuren und deren Salze enthalten können. As further suitable wetting agents (component e-3) it is possible to use solid wetting agents, anionic and / or zwitterionic wetting agents, sulfonates (sulfosuccinates), sulfates, phosphonates, phosphates and carboxylates, but also alkaline wetting agents (for example ®Synperonic T types). They can be selected from the group solid, i. non-liquid wetting agent at room temperature, with e.g. waxy, amorphous or crystalline, e.g. from the group of the reaction products of alkylene oxides with alkylene polyamines, the naphthalenesulfonic acids and the group of sulfosuccinic acid derivatives and the salts of these groups which may contain mono- and di-esters of sulfosuccinic acid and their salts (sulfosuccinates) on the one hand and alkylated naphthalenesulfonic acids and their salts on the other hand can contain.

Typische Vertreter geeigneter Netzmittel sind unter anderem ®Synperonic T-Typen (Blockpolymerisaten von Propylenoxid und Ethylenoxid auf Ethylendiamin), ®Nekal BX (alkylierte Naphthalinsulfonate), ®Galoryl MT 804 (alkylierte Naphthalinsulfonate). Typical representatives of suitable wetting agents include ®Synperonic T types (block polymers of propylene oxide and ethylene oxide on ethylenediamine), ®Nekal BX (alkylated naphthalenesulfonates), ®Galoryl MT 804 (alkylated naphthalenesulfonates).

Als schaumhemmende Stoffe kommen alle üblicherweise für diesen Zweck in agrochemischen Mitteln einsetzbaren Substanzen in Betracht. Bevorzugt sind Silikonöle und Magnesiumstearat. Suitable foam-inhibiting substances are all substances customarily usable for this purpose in agrochemical compositions. Preferred are silicone oils and magnesium stearate.

Als Konservierungsmittel kommen alle üblicherweise für diesen Zweck in agrochemischen Mitteln dieses Typs einsetzbaren Substanzen in Frage. Als Beispiele genannt seien Preventol® (Fa. Lanxess AG) und Proxel®. Als Antioxidantien kommen alle üblicherweise für diesen Zweck in agrochemischen Mitteln einsetzbaren Substanzen in Betracht. Bevorzugt ist Butylhydroxytoluol. Suitable preservatives are all substances customarily usable for this purpose in agrochemical compositions of this type. Examples include Preventol® (Lanxess AG) and Proxel®. As antioxidants are all commonly used for this purpose in agrochemical agents substances into consideration. Preference is butylhydroxytoluene.

Als Farbstoffe kommen alle üblicherweise für diesen Zweck in agrochemischen Mitteln einsetzbaren Substanzen in Frage. Beispielhaft genannt seien Titandioxid, Farbruß, Zinkoxid und Blaupigmente sowie Permanentrot FGR. 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.

Die Aufwandmenge an den erfindungsgemäßen Formulierungen kann innerhalb eines größeren Bereiches variiert werden. Sie richtet sich nach den jeweiligen Wirkstoffen und nach deren Gehalt in den Zusammensetzungen. 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.

Mit Hilfe der erfindungsgemäßen Zusammensetzungen lassen sich die insektiziden Wirkstoff mischungen in besonders vorteilhafter Weise auf Pflanzen und/oder deren Lebensraum ausbringen. With the aid of the compositions according to the invention, the insecticidal active substance mixtures can be applied in a particularly advantageous manner to plants and / or their habitat.

Mit den erfindungsgemäßen Zusammensetzungen können alle Pflanzen und Pflanzenteile behandelt werden. Unter Pflanzen werden hierbei alle Pflanzen und Pflanzenpopulationen verstanden, wie erwünschte und unerwünschte Wildpflanzen oder Kulturpflanzen (einschließlich natürlich vor kommender Kulturpflanzen). Kulturpflanzen können Pflanzen sein, die durch konventionelle Züch- tungs- und Optimierungsmethoden oder durch biotechnologische und gentechnologische Methoden oder Kombinationen dieser Methoden erhalten werden können, einschließlich der transgenen Pflanzen und einschließlich der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten. Unter Pflanzenteilen sollen alle oberirdischen und unterirdischen T eile und Organe der Pflanzen, wie Spross, Blatt, Blüte und Wurzel verstanden werden, wobei beispielhaft Blätter, Nadeln, Stängel, Stämme, Blüten, Fruchtkörper, Früchte und Samen sowie Wurzeln, Knollen und Rhizome aufgeführt werden. Zu den Pflanzenteilen gehört auch Emtegut sowie vegetatives und generatives Vermehrungsmaterial, beispielsweise Stecklinge, Knollen, Rhizome, Ableger und Samen. All plants and plant parts can be treated with the compositions according to the invention. In this context, plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants which 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 plant varieties which can or can not be protected by plant breeders' rights. Plant parts are to be understood as meaning all aboveground and underground 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.

Bevorzugt werden die Verbindungen der Formel (I) nach Angießen (Drench) oder durch Drip- Applikation gegen tierische Schädlinge aus den folgenden Schädlingsfamilien eingesetzt: The compounds of the formula (I) are preferably used after casting (Drench) or by drip application against animal pests from the following pest families:

Bevorzugt sind aus der Familie der Blasenläuse (Pemphigidae): Eriosoma spp., Pemphigus spp., in Kulturen wie z.B. Zitrus, Kernobst, Steinobst, Blattgemüse, Wurzel- und Knollengemüse und Zierpflanzen. Preference is given from the family of 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.

Bevorzugt sind aus der Familie der Wurzelläuse (Phylloxeridae): Phylloxera spp. in Wein, Nüssen, Zitrus. Preferred are from the family of the root lice (Phylloxeridae): Phylloxera spp. in wine, nuts, citrus.

Bevorzugt sind aus der Familie der Blattflöhe (Psyllidae): Psylla spp., Paratrioza spp., Tenalaphara spp., Diaphorina spp., Trioza spp., in Kulturen wie z.B. Kernobst, Steinobst, Zitrus, Gemüse, Kartoffeln, in tropischen Kulturen. Bevorzugt sind aus der Familie der Napfschildläuse (Coccidae): Ceroplastes spp., Drosicha spp. Pulvinaria spp., Protopulminaria spp., Saissetia spp., Coccus spp., in mehrjährigen Kulturen wie z.B. Zitrus, Kernobst, Steinobst, Oliven, Wein, Kaffee, Tee, tropischen Kulturen, Zierpflanzen, Gemüse. Psyllidae Psylla spp., Paratrioza spp., Tenalaphara spp., Diaphorina spp., Trioza spp., In crops such as pome fruit, stone fruit, citrus, vegetables, potatoes, in tropical crops are preferred. Preference is given from the family of the Napfschildläuse (Coccidae): Ceroplastes spp., Drosicha spp. Pulvinaria spp., Protopulminaria spp., Saissetia spp., Coccus spp., In perennial crops such as citrus, pome fruit, stone fruit, olives, wine, coffee, tea, tropical crops, ornamental plants, vegetables.

Bevorzugt sind aus der Familie der Deckelschildläuse (Diaspididae): Quadraspidiotus spp., Aonidiella spp., Lepidosaphes spp., Aspidiotus spp., Aspis spp., Diaspis spp., Parlatoria spp., Pseudaulacaspis spp., Unaspis spp., Pinnaspis spp., Selenaspidus spp., in Kulturen wie z.B. Zitrus, Kernobst, Steinobst, Mandeln, Pistazien, Nüssen, Oliven, Tee, Zierpflanzen, Wein, tropischen Kulturen. Preference is given to the family of cover-shield lice (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.

Bevorzugt sind aus der Familie der Röhrenschildläuse (Ortheziidae): Orthezia spp. in Zitrus, Kernobst, Steinobst. Preference is given from the family of Röhrenschildläuse (Ortheziidae): Orthezia spp. in citrus, pome fruit, stone fruit.

Bevorzugt sind aus der Familie der Schmier- und Wollläuse (Pseudococcidae): Pericerga, Pseudococcus spp., Planococcus spp., Dysmicoccus spp., in Kulturen wie z.B. Zitrus, Stein- und Kernobst, Tee, Wein, Gemüse, Zierpflanzen und tropischen Kulturen. Preference is given from the family of louse and scavenger lice (Pseudococcidae): Pericerga, Pseudococcus spp., Planococcus spp., Dysmicoccus spp., In crops such as e.g. Citrus, stone and pomaceous fruit, tea, wine, vegetables, ornamental plants and tropical crops.

Weiterhin bevorzugt sind aus der Familie der Mottenschildläuse (Aleyrodidae): Bemisia tabaci, Bemisia argentifolii, Trialeurodes vaporariorum, Aleurothrixus floccosus, Aleurodes spp., Dialeurodes spp., Parabemisia myricae in Kulturen wie z.B. Gemüse, Melonen, Kartoffeln, Tabak, Beerenfrüchten, Zitrus, Zierpflanzen, Baumwolle, Soja und tropischen Kulturen. Also preferred are the 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.

Außerdem bevorzugt sind aus der Familie der Röhrenläuse (Aphidae): Also preferred are the family of the pipe louse (Aphidae):

Myzus spp. in Tabak, Steinobst, Beerenfrüchten, Fruchtgemüse, Blattgemüse, Knollen- und Wurzelgemüse, Melonen, Kartoffeln, Zierpflanzen, Gewürze, Myzus spp. in tobacco, stone fruits, berry fruits, fruit vegetables, leafy vegetables, tubers and root vegetables, melons, potatoes, ornamental plants, spices,

Acyrthosiphon onobrychis in Gemüse, Acyrthosiphon onobrychis in vegetables,

Aphis spp. in Tabak, Zitrus, Kernobst, Steinobst, Melonen, Erdbeeren, Beerenfrüchten, Fruchtgemüse, Blattgemüse, Knollen-, Stangen- und Wurzelgemüse, Zierpflanzen, Kartoffeln, Kürbisse, Gewürze, Aphis spp. in tobacco, citrus, pome fruit, stone fruits, melons, strawberries, berry fruits, fruit vegetables, leafy vegetables, tubers, barley and root vegetables, ornamental plants, potatoes, pumpkins, spices,

Rhodobium porosum in Erdbeeren, Rhodobium porosum in strawberries,

Nasonovia ribisnigri in Blattgemüse, Nasonovia ribisnigri in leafy greens,

Macrosiphum spp. in Zierpflanzen, Kartoffeln, Blatt-, und Fruchtgemüse, Erdbeeren, Macrosiphum spp. in ornamental plants, potatoes, leafy and fruity vegetables, strawberries,

Phorodon humuli in Hopfen, Phorodon humuli in hops,

Brevicoryne brassicae in Blattgemüse, Brevicoryne brassicae in leafy greens,

Toxoptera spp. in Zitrus, Steinobst, Mandeln, Nüssen, Gewürzen, Aulacorthum spp. in Zitrus, Kartoffeln, Frucht- und Blattgemüse, Toxoptera spp. in citrus, stone fruit, almonds, nuts, spices, Aulacorthum spp. in citrus, potatoes, fruit and leafy vegetables,

Anuraphis cardui in Gemüse, Anuraphis cardui in vegetables,

Brachycaudus helycrisii in Sonnenblumen, Brachycaudus helycrisii in sunflowers,

Acyrthosiphon onobrychis in Gemüse. Acyrthosiphon onobrychis in vegetables.

Bevorzugt sind ebenfalls aus der Familie der Thripse (Thripidae): Anaphothrips spp., Baliothrips spp., Caliothrips spp., Frankliniella spp., Heliothrips spp., Hercinothrips spp., Rhipiphorothrips spp., Scirtothrips spp., Kakothrips spp., Selenothrips spp. und Thrips spp., in Kulturen wie z.B. Obst, Baumwolle, Wein, Tee, Nüsse, tropischen Kulturen, Zierpflanzen, Coniferen, Tabak, Gewürze, Gemüse, Beerenfrüchte, Melonen, Zitrus und Kartoffeln. Also preferred are from the family of thrips (Thripidae): Anaphothrips spp., Baliothrips 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.

Bevorzugt sind außerdem aus den Familien der Minierfliegen (Agromyzidae) und Blumenfliegen (Anthomyiidae): Agromyza spp., Amauromyza spp., Atherigona spp., Chlorops spp., Liriomyza spp., Oscinella spp., Pegomyia spp. in Kulturen wie z.B. Gemüse, Melonen, Kartoffeln, Nüsse, Zierpflanzen. Also preferred are the families of leaf flies (Agromyzidae) and flower flies (Anthomyiidae): 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.

Bevorzugt sind aus den Familien der Zwergzikaden (Cicadellidae) und Homzikaden (Delphacidae); Circulifer spp., Dalbus spp., Empoasca spp., Erythroneura spp., Homalodisca spp., Iodioscopus spp., Laodelphax spp., Nephotettix spp., Nilaparvata spp., Oncometopia spp., Sogatella spp., in Kulturen wie z.B. Zitrus, Obst, Wein, Kartoffeln, Gemüse, Zierpflanzen, Coniferen, Melonen, Beerenfrüchte, Tee, Nüssen, Reis und tropischen Kulturen. Preference is given to the families of dwarf cicadas (Cicadellidae) and homicides (Delphacidae); Circulifer spp., Dalbus spp., Empoasca spp., Erythroneura spp., Homalodisca spp., Iodioscopus spp., Laodelphax spp., Nephotettix spp., Nilaparvata spp., Oncometopia spp., Sogatella spp., In cultures such as e.g. Citrus, fruit, wine, potatoes, vegetables, ornamentals, conifers, melons, berries, tea, nuts, rice and tropical crops.

Bevorzugt sind aus der Familie der Miniermotten (Gracillariidae): Preference is given from the family of Minier Moths (Gracillariidae):

Caloptilia spp., Gracillaria spp., Lithocolletis spp., Leucoptera spp., Phtorimaea spp., Phyllocnistis spp. in Kulturen wie Kernobst, Steinobst, Wein, Nüsse, Zitrus, Koniferen, Kartoffeln, Kaffee. 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.

Bevorzugt sind aus der Familie der Gallmücken (Cecodomyiidae): Preference is given to from the family of the Gallmücken (Cecodomyiidae):

Contarinia spp., Dasineura spp., Diplosis spp., Prodiplosis spp., Thecodiplosis spp., Sitodiplosis spp., Haplodiplosis spp. in Kulturen wie Zitrus, Kernobst, Steinobst, Gemüse, Kartoffeln, Gewürze, Beerenobst, Koniferen, Hopfen. 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.

Ebenso bevorzugt sind aus der Familie der Fruchtfliegen (Tephritidae): Also preferred are from the family of fruit flies (Tephritidae):

Anastrepha spp., Ceratitis spp., Dacus spp., Rhagoletis spp. in Kulturen wie Gemüse, Beerenfrüchte, Melonen, Kern- und Steinobst, Zierpflanzen, Kartoffeln, Wein, tropischen Kulturen, Zitrus, Oliven. 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.

Außerdem bevorzugt sind Milben aus den Familien der Spinnmilben (Tetranychidae) und der Gallmilben (Eriophydae): Tetranychus spp., Panonychus spp., Aculops spp. in Kulturen wie Gemüse, Kartoffeln, Zierpflanzen, Zitrus, Wein, Koniferen. Also preferred are mites from the families of spider mites (Tetranychidae) and gall mites (Eriophydae): Tetranychus spp., Panonychus spp., Aculops spp. in crops such as vegetables, potatoes, ornamental plants, citrus, wine, conifers.

Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit den erfindungsgemäßen Zusammensetzungen erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oder Lagerraum nach den üblichen Behandlungsmethoden, z.B. durch Angießen (Drench), Tauchen, Sprühen, Verdampfen, Vernebeln, Streuen, Aufstreichen und bei Vermehrungsmaterial, insbesondere bei Samen, weiterhin durch ein- oder mehrschichtiges Umhüllen. 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.

Die Applikation des Wirkstoffs erfolgt vorzugsweise durch Angiessen auf den Boden. Alternativ erfolgt die Applikation des Wirkstoffes durch Tröpfchenapplikation (Drip). Vorzugsweise ist die zu behandelnde Pflanze ausgewählt aus der Gruppe bestehend aus Baumwolle, Sojabohne, Tabak, Gemüsen, Gewürzen, Zierpflanzen, Koniferen, Zitruspflanzen, Obst, tropischen Kulturen, Nüssen und Wein. The application of the active ingredient is preferably carried out by casting on the ground. Alternatively, the application of the active ingredient is carried out by droplet application (Drip). Preferably, 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.

Vorzugsweise wirkt die erfindungsgemäße Zusammensetzung gegen Schädlinge aus den Familien der Blasenläuse, Wurzelläuse, Blattflöhe, Napfschildläuse, Deckelschildläuse, Röhrenschildläuse, Schmierläuse, Wollläuse, Mottenschildläuse, Röhrenläuse, Thripse, Zwergzikaden, Homzikaden, Minierfliegen, Gallmücken, Fruchtfliegen, Miniermotten, Spinnmilben, Gallmilben. Preferably, the 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.

Es wurde außerdem gefunden, dass sich die erfindungsgemäßen Zusammensetzungen hersteilen lassen, durch ein Verfahren mit den Schritten: It has also been found that the compositions according to the invention can be prepared by a process comprising the steps:

1) Mischen des Wirkstoffs (a) mit der Base (b) und dem Dispergiermittel (c) sowie ggf. weiteren Bestandteilen d - e, bzw. in der alternativen Ausführungsform d-f, in Wasser; 1) mixing the active ingredient (a) with the base (b) and the dispersing agent (c) and optionally further constituents d - e, or in the alternative embodiment d-f, in water;

2) Sprühtrocknung der Mischung. 2) spray-drying the mixture.

Alternativ kann die Trocknung der Mischung auch im Wirbelschichtverfahren oder mit anderen dem Fachmann auf dem Gebiet bekannten Methoden erfolgen. Alternatively, the drying of the mixture can also be carried out by the fluidized bed process or by other methods known to the person skilled in the art.

Einschlägige Geräte für die Mischung und Sprühtrocknung sind dem Fachmann bekannt. Auch dieses Verfahren ist Gegenstand der Erfindung. Relevant equipment for the mixture and spray drying are known in the art. This method is also the subject of the invention.

Schließlich wurde gefunden, dass sich die erfindungsgemäßen Zusammensetzungen sehr gut zur Applikation der enthaltenen agrochemischen Wirkstoffe auf Pflanzen und/oder deren Lebensraum eignen. Auch dieses Verfahren ist Gegenstand der Erfindung. Finally, it has been found that the compositions according to the invention are very suitable for the application of the agrochemical active ingredients contained in plants and / or their habitat. This method is also the subject of the invention.

Die folgenden Beispiele illustrieren den Gegenstand der Erfindung ohne ihn zu limitieren. Herstellung: The following examples illustrate the subject matter of the invention without limiting it. production:

Durch Lösung des Wirkstoffes zusammen mit Alkalilauge und einem geeigneten Trocknungsverfahren lässt sich eine feste Formulierung mit einem sehr hohen Wirkstoffanteil hersteilen (>50 %, vorzugsweise >65%).  By dissolving the active ingredient together with caustic soda and a suitable drying process, a solid formulation having a very high proportion of active ingredient can be prepared (> 50%, preferably> 65%).

Verbindung 1-7 wurde zusammen mit Kaliumhydroxid, einem Bindemittel und ggf. weiteren Zusatzstoffen in Mengen wie in Tab. 1 angegeben in Wasser unter Rühren gemischt und anschließend mittels Sprühtrocknung (LabPlant Model SprayDryer SD-05, Zulufttemperatur l90°C, Ablufttemperatur 50-60°C, Luftdurchsatz 48 m3/h) getrocknet. Compound 1-7 was mixed together with potassium hydroxide, a binder and optionally further additives in amounts as indicated in Table 1 in water with stirring and then by spray drying (LabPlant Model SprayDryer SD-05, supply air temperature l90 ° C, exhaust air temperature 50-60 ° C, air flow 48 m 3 / h) dried.

Tabelle 1  Table 1

Figure imgf000018_0001
Figure imgf000018_0001

Bestimmung der Löslichkeit und Lösegeschwindigkeit: Determination of solubility and dissolution rate:

11.4 mg erfindungsgemäße Formulierung wurden unter Rühren in 200 mL Wasser bei verschiedenen Bedingungen (Wasserhärte & pH-Wert) gelöst und die Mischung wurde über 24 h optisch beurteilt. Gelöst bedeutet, dass es sich um eine klare Lösung handelte und kein ungelöster Feststoff mehr vorhanden gewesen ist. Die Ergebnisse sind in Tabelle 2 dargesteht. 11.4 mg of the formulation according to the invention were dissolved with stirring in 200 ml of water at various conditions (water hardness and pH) and the mixture was visually assessed over 24 h. Solved means that it was a clear solution and no undissolved solid was left. The results are shown in Table 2.

Tabelle 2

Figure imgf000018_0003
Figure imgf000018_0002
Figure imgf000019_0001
Table 2
Figure imgf000018_0003
Figure imgf000018_0002
Figure imgf000019_0001

Claims

Patentansprüche claims 1. Zusammensetzung enthaltend: a. als Komponente a) Tetramsäurederivaten der Formel (I) 1. Composition comprising: a. as component a) tetramic acid derivatives of the formula (I)
Figure imgf000020_0001
in welcher
Figure imgf000020_0001
in which
W und Y unabhängig voneinander für Wasserstoff, C | -C'4-Alkyl, Chlor, Brom, Jod oder Fluor stehen, W and Y are independently hydrogen, C | -C ' 4 alkyl, chlorine, bromine, iodine or fluorine, X für C | -C'4-Alkyl, C | -C'4-Alkoxy, Chlor, Brom oder Jod steht, v' für Wasserstoff, Halogen, C | -C^-Alkyl, C | -C^-Alkoxy, C | -C^-Alkylthio, C | -C^-Alkylsulfinyl,X for C | -C ' 4 alkyl, C | -C 'is 4-alkoxy, chlorine, bromine or iodine, v' is hydrogen, halogen, C | -C ^ alkyl, C | -C ^ alkoxy, C | -C ^ alkylthio, C | -C alkylsulfinyl, C | -C^-Alkylsulfonyl, C | -C'4-Halogcnalkyl, C | -C'4-Halogcnalkoxy, Nitro oder Cyano steht, für Wasserstoff, Halogen, C | -Cg-Alkyl oder C | -Cg-Alkoxy steht, für Wasserstoff oder Halogen steht, C | -C ^ alkylsulfonyl, C | -C ' 4-haloalkyl, C | -C 'is 4-Halogcnalkoxy, nitro or cyano, is hydrogen, halogen, C | -Cg-alkyl or C | -Cg-alkoxy, is hydrogen or halogen, A, B und das Kohlenstoffatom an das sie gebunden sind, für gesättigtes C^-C^-Cycloalkyl stehen, worin ein Ringglied durch Sauerstoff ersetzt ist und welches gegebenenfalls einfach durch C | - Cg-Alkyl, C | -C^-Alkoxy oder C | -C^-Alkyloxy-C | -C^-alkyl substituiert ist, G für Wasserstoff (a) oder für eine der Gruppen
Figure imgf000020_0002
E (d) steht in welchen
A, B and the carbon atom to which they are attached, represent saturated C ^ -C ^ -cycloalkyl, wherein a ring member is replaced by oxygen and which optionally substituted by C | - Cg-alkyl, C | -C ^ alkoxy or C | -C ^ alkyloxy-C | C ^ -alkyl, G is hydrogen (a) or one of the groups
Figure imgf000020_0002
E (d) is in which
E für ein Metallion oder ein Ammoniumion steht, L für Sauerstoff oder Schwefel steht und E is a metal ion or an ammonium ion, L stands for oxygen or sulfur and M für Sauerstoff oder Schwefel steht, M is oxygen or sulfur, R1 für geradkettigtes oder verzweigtes C | -C - Alkyl steht, R1 for straight-chain or branched C | -C is alkyl, R2 für geradkettigtes oder verzweigtes C | -C - Alkyl steht, b. mindestens eine Base, c. mindestens ein Dispergiermittel, d. optional mindestens ein Netzmittel, e. optional mindestens einen wasserlöslicher Füllstoff, und f. optional weitere wasserlösliche oder flüssige Wirkstoffe und Adjuvantien. R2 for straight-chain or branched C | -C alkyl, b. at least one base, c. at least one dispersant, d. optionally at least one wetting agent, e. optionally at least one water-soluble filler, and f. optionally further water-soluble or liquid active ingredients and adjuvants.
2. Zusammensetzung nach Anspruch 1, dadurch gekennzeichnet, daß Komponente b) ausgewählt ist aus der Gruppe, die Metall-Hydroxid-Basen umfaßt, weiter bevorzugt Alkalimetall-Hydroxide, noch weiter bevorzugt Alkalimetallhydroxide ausgewählt aus der Gruppe, die LiOH, NaOH und KOH umfaßt umd besonders bevorzugt KOH, wobei Anteil der Base (Komponente b) in den erfindungsgemäßen Zusammensetzungen vorzugsweise 2 - 40 Gew. -%, weiter bevorzugt l0 - 20 Gew.-%, bevorzugt 15 - 19 Gew. -% beträgt. 2. A composition according to claim 1, characterized in that component b) is selected from the group comprising metal hydroxide bases, more preferably alkali metal hydroxides, even more preferably alkali metal hydroxides selected from the group comprising LiOH, NaOH and KOH especially preferably KOH, wherein proportion of the base (component b) in the compositions according to the invention is preferably 2-40% by weight, more preferably 10-20% by weight, preferably 15-19% by weight. 3. Zusammensetzung nach Anspruch 1, dadurch gekennzeichnet, daß Komponente c) ausgewählt ist aus der Gruppe, die Ligninsulfonate und deren Salze umfaßt; vorzugsweise bestehend aus Borresperse NA, Borresperse 3A, Ultrazine NA, Ufoxane 3A, Vanisperse CB, Marasperse AG, MARASPERSE N 22, MARASPERSE C 21, MARASPERSE CBOS-4, WAFEX CA122 und Borresperse CA der Fa. Borregaard; KRAFTSPERSE EDF-350, KRAFTSPERSE 25M, KRAFTSPERSE EDF-450, REAX 100M, REAX 83A, REAX 85A, REAX 88A, REAX 88B, REAX 907, REAX 910, POLYFON H, POLYFON O und POLYFON T der Fa. lngevity; AGR1NOL DN 19 und Agrinol C12 der Fa. Tembec; weiter bevorzugt bestehend aus REAX 88A und REAX 88B; und besonders bevorzugt REAX 88B, wobei Anteil der Komponente c) in den erfindungsgemäßen Zusammensetzungen vorzugsweise 1 - 40 Gew.-%, weiter bevorzugt 3 - 15 Gew.-%, und besonders bevorzugt 8 - 13 Gew.-% beträgt. 3. A composition according to claim 1, characterized in that component c) is selected from the group comprising lignosulfonates and their salts; preferably consisting of Borresperse NA, Borresperse 3A, Ultrazine NA, Ufoxane 3A, Vanisperse CB, Marasperse AG, MARASPERSE N22, MARASPERSE C21, MARASPERSE CBOS-4, WAFEX CA122 and Borresperse CA from Borregaard; EDF-350, KRAFTSPERSE 25M, KRAFTSPERSE EDF-450, REAX 100M, REAX 83A, REAX 85A, REAX 88A, REAX 88B, REAX 907, REAX 910, POLYPHONE H, POLYFON O and POLYFON T of Ingevity; AGR1NOL DN 19 and Agrinol C12 from Tembec; more preferably consisting of REAX 88A and REAX 88B; and particularly preferably REAX 88B, wherein proportion of component c) in the compositions according to the invention is preferably 1-40% by weight, more preferably 3-15% by weight, and particularly preferably 8-13% by weight. 4. Zusammensetzung nach einem der vorhergehenden Ansprüche enthaltend a. Verbindungen der Formel (1) 4. Composition according to one of the preceding claims comprising a. Compounds of the formula (1)
Figure imgf000022_0001
in welcher
Figure imgf000022_0001
in which
W steht besonders bevorzugt für Wasserstoff oder Methyl, X steht besonders bevorzugt für Chlor oder Methyl, W is particularly preferably hydrogen or methyl, X is particularly preferably chlorine or methyl, Y steht besonders bevorzugt für Wasserstoff v' steht besonders bevorzugt für Fluor oder Chlor, (hervorgehoben für Fluor oder Chlor in der 4- Position), steht besonders bevorzugt für Wasserstoff oder Fluor (hervorgehoben für Fluor in der 3- Position), steht besonders bevorzugt für Wasserstoff oder Fluor (hervorgehoben für Fluor in der 5- Position), Y is particularly preferably hydrogen. V 'is particularly preferably fluorine or chlorine, (highlighted for fluorine or chlorine in the 4-position), particularly preferably represents 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 und das Kohlenstoffatom, an das sie gebunden sind, stehen besonders bevorzugt für gesättigtes Cg-Cycloalkyl, in welchem ein Ringglied durch Sauerstoff ersetzt ist, G steht besonders bevorzugt für Wasserstoff (a) oder für eine der Gruppen
Figure imgf000022_0002
in welchen
A, B and the carbon atom to which they are attached are particularly preferably saturated C 9 -cycloalkyl in which one ring member is replaced by oxygen, G is particularly preferably hydrogen (a) or one of the groups
Figure imgf000022_0002
in which
E besonders bevorzugt für ein Metallionenäquivalent oder ein Ammoniumion steht, (hervorgehoben für Natrium oder Kalium), Rl besonders bevorzugt für geradkettigtes oder verzweigtes C | -C'4-Alkyl steht, 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 | -C 'is 4-alkyl, R^ besonders bevorzugt für geradkettigtes oder verzweigtes C | -C'4-Alkyl steht. b. mindestens eine Base (Komponente b) ausgewählt aus der Gruppe umfassend LiOH, KOH und NaOH, c. mindestens ein Dispergiermittel ausgewählt aus der Gruppe der Ligninsulfonate und derenR ^ particularly preferred for straight-chain or branched C | -C ' 4 alkyl. b. at least one base (component b) selected from the group comprising LiOH, KOH and NaOH, c. at least one dispersant selected from the group of lignosulfonates and their Salzen, vorzugsweise bestehend aus Borresperse NA, Borresperse 3A, Ultrazine NA, Ufoxane 3A, Vanisperse CB, Marasperse AG, MARASPERSE N 22, MARASPERSE C 21, MARASPERSE CBOS-4, WAFEX CA122 und Borresperse CA der Fa. Borregaard; KRAFTSPERSE EDF-350, KRAFTSPERSE 25M, KRAFTSPERSE EDF-450, REAX 100M, REAX 83A, REAX 85A, REAX 88A, REAX 88B, REAX 907, REAX 910, POLYFON H,Salts, preferably consisting of Borresperse NA, Borresperse 3A, Ultrazine NA, Ufoxane 3A, Vanisperse CB, Marasperse AG, MARASPERSE N22, MARASPERSE C21, MARASPERSE CBOS-4, WAFEX CA122 and Borresperse CA from Borregaard; EDF-350 FRONT SHAFT, KRAFTSPERSE 25M, KRAFTSPERSE EDF-450, REAX 100M, REAX 83A, REAX 85A, REAX 88A, REAX 88B, REAX 907, REAX 910, POLYPHONE H, POLYFON O und POLYFON T der Fa. Ingevity; AGRINOL DN 19 und Agrinol C12 der Fa. Tembec. d. mindestens ein Netzmittel, ausgewählt aus der Gruppe bestehend aus den Natriumsalzen alkylierter Naphthalinsulfonate wie, vorzugsweise ausgewählt aus der Gruppe besthend aus ®Morwet EFW, den Natriumsalzen der Dioctylsulfobemsteinsäure, ©Aerosol OTB, und Blockpolymerisat von Propylenoxid und Ethylenoxid auf Ethylendiamin, ©Synperonic T 905 e. optional mindestens einen wasserlöslicher Füllstoff, und f. optional weitere wasserlösliche oder flüssige Wirkstoffe und Adjuvantien. POLYFON O and POLYFON T from Ingevity; AGRINOL DN 19 and Agrinol C12 from Tembec. d. at least one wetting agent selected from the group consisting of sodium salts of alkylated naphthalenesulfonates such as, preferably selected from the group consisting of ®Morwet EFW, the sodium salts of dioctylsulfosuccinic acid, © Aerosol OTB, and block polymers of propylene oxide and ethylene oxide on ethylenediamine, © Synperonic T 905 e , optionally at least one water-soluble filler, and f. optionally further water-soluble or liquid active ingredients and adjuvants.
5. Zusammensetzung nach einem der vorhergehenden Ansprüche2 enthaltend Verbindung der Formel (1) ausgewählt aus folgenden Verbindungen a. Verbindung der Formel (I) ausgewählt aus folgenden Verbindungen 5. Composition according to one of the preceding claims 2 containing compound of formula (1) selected from the following compounds a. A compound of the formula (I) selected from the following compounds
Figure imgf000023_0001
in denen die Reste die folgende Bedeutung haben:
Figure imgf000023_0001
in which the radicals have the following meaning:
Figure imgf000024_0001
b. mindestens eine Base (Komponente b) ausgewählt aus der Gruppe umfassend KOH und NaOH, c. mindestens ein Dispergiermittel ausgewählt aus der Gruppe der Ligninsulfonate und deren
Figure imgf000024_0001
b. at least one base (component b) selected from the group comprising KOH and NaOH, c. at least one dispersant selected from the group of lignosulfonates and their
Salzen, bestehend aus REAX 88B, d. mindestens ein Netzmittel, ausgewählt aus der Gruppe bestehend aus den Natriumsalzen alkylierter Naphthalinsulfonate und den Natriumsalzen der Dioctylsulfobemsteinsäure, e. mindestens einen wasserlöslicher Füllstoff, ausgewählt aus der Gruppe, die leicht lösliche anorganische Salze, Zucker und Hamstoffderivate umfaßt, und f. optional weitere wasserlösliche oder flüssige Wirkstoffe und Adjuvantien. Salts, consisting of REAX 88B, d. at least one wetting agent selected from the group consisting of the sodium salts of alkylated naphthalenesulfonates and the sodium salts of dioctylsulfosuccinic acid, e. at least one water-soluble filler selected from the group comprising readily soluble inorganic salts, sugars and urea derivatives, and f. optionally further water-soluble or liquid active ingredients and adjuvants.
6. Zusammensetzung nach einem oder mehreren der vorhergehenden Ansprüche enthaltend die 6. The composition according to one or more of the preceding claims containing the Verbindung mit der Formel (1-7) mit folgender Struktur a): Compound of formula (1-7) having the following structure a):
Figure imgf000025_0001
Figure imgf000025_0001
(I) (I) b. KOH als Base (Komponente b), c. REAX 88B (CAS-Nr 68512-34-5) als basisches Dispergiermittel aus der Gruppe der Ligninsulfonat, d. ein Netzmittel, ausgewählt aus der Gruppe bestehend aus den Natriumsalzen alkylierter Naphthalinsulfonate, vorzugsweise ®Morwet EFW, e. einen wasserlöslicher Füllstoff, ausgewählt aus der Gruppe, die Zucker umfaßt, vorzugsweise Lactose und Maltodextrin, besonders bevorzugt Lactose, f. optional weitere wasserlösliche oder flüssige Wirkstoffe und Adjuvantien. b. KOH as base (component b), c. REAX 88B (CAS No. 68512-34-5) as a basic dispersant from the group of lignosulfonate, d. a wetting agent selected from the group consisting of the sodium salts of alkylated naphthalenesulfonates, preferably ®Morwet EFW, e. a water-soluble filler selected from the group comprising sugars, preferably lactose and maltodextrin, more preferably lactose, f. optionally further water-soluble or liquid active ingredients and adjuvants.
7. Zusammensetzung nach einem oder mehreren der vorhergehenden Ansprüche, dadurch gekenn zeichnet, dass das molare Verhältnis von Wirkstoff zu Base (Komponente (a) zu (b)) im Bereich von 0,7 : 1,0 bis 1,0: 0,7, ist. 7. Composition according to one or more of the preceding claims, characterized in that the molar ratio of active ingredient to base (component (a) to (b)) in the range of 0.7: 1.0 to 1.0: 0, 7, is. 8. Zusammensetzung nach einem oder mehreren der vorhergehenden Ansprüche, dadurch gekenn zeichnet, dass das molare Verhältnis von Wirkstoff zu Base (Komponente (a) zu (b)) im Bereich von 1, 0:1,0 bis 1,0:0, 9 ist. 8. Composition according to one or more of the preceding claims, characterized in that the molar ratio of active ingredient to base (component (a) to (b)) in the range of 1, 0: 1.0 to 1.0: 0, 9 is. 9. Zusammensetzung nach einem oder mehreren der vorhergehenden Ansprüche, dadurch gekenn zeichnet, dass Komponenten a - e enthalten sind in a) 55-80 Gew.-% 9. Composition according to one or more of the preceding claims, characterized in that components a - e are present in a) 55-80% by weight b) 10-20 Gew.-%  b) 10-20% by weight c) 3-15 Gew. -%  c) 3-15% by weight d) 1-3 Gew. -%  d) 1-3% by weight e) 5-18 Gew. -%. e) 5-18% by weight. 10. Zusammensetzung nach einem oder mehreren der vorhergehenden Ansprüche, dadurch gekenn zeichnet, dass Komponenten a - e enthalten sind in a) 55-65 Gew.-% 10. The composition according to one or more of the preceding claims, characterized in that components a - e are present in a) 55-65 wt .-% b) 15-19 Gew. -%  b) 15-19% by weight c) 8-13 Gew.-%  c) 8-13% by weight d) 1,5-2, 5 Gew.-%  d) 1.5-2.5% by weight e) 12-18 Gew.-%.  e) 12-18% by weight. 11. Verfahren zur Herstellung einer Zusammensetzung gemäß einem oder mehreren der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die Formulierung durch Mischen der Komponenten und anschließender Sprühtrocknung erfolgt. 11. A process for the preparation of a composition according to one or more of the preceding claims, characterized in that the formulation is carried out by mixing the components and subsequent spray-drying. 12. Verwendung einer Zusammensetzung gemäß einem oder mehreren der Ansprüche 1 bis 5 zur Applikation der enthaltenen agrochemischen Wirkstoffe auf Pflanzen und/oder deren Lebensraum. 12. Use of a composition according to one or more of claims 1 to 5 for the application of the agrochemical active ingredients contained in plants and / or their habitat. 13. Mittel, gekennzeichnet durch einen Gehalt an einer Zusammensetzung gemäß einem oder mehreren der Ansprüche 1 bis 10. 13. Composition, characterized by a content of a composition according to one or more of claims 1 to 10. 14. Verwendung einer Zusammensetzung gemäß einem oder mehreren der Ansprüche 1 bis 10 zur Bekämpfung von Insekten. 14. Use of a composition according to one or more of claims 1 to 10 for controlling insects.
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