WO2002005648A1 - Combinaisons de matieres actives a proprietes insecticides et acaricides - Google Patents

Combinaisons de matieres actives a proprietes insecticides et acaricides Download PDF

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Publication number
WO2002005648A1
WO2002005648A1 PCT/EP2001/007854 EP0107854W WO0205648A1 WO 2002005648 A1 WO2002005648 A1 WO 2002005648A1 EP 0107854 W EP0107854 W EP 0107854W WO 0205648 A1 WO0205648 A1 WO 0205648A1
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Prior art keywords
alkyl
optionally substituted
methyl
spp
alkoxy
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PCT/EP2001/007854
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German (de)
English (en)
Inventor
Reiner Fischer
Christoph Erdelen
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Bayer Aktiengesellschaft
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Priority to AU2001285813A priority Critical patent/AU2001285813A1/en
Publication of WO2002005648A1 publication Critical patent/WO2002005648A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A01N43/38—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring

Definitions

  • the present invention relates to new combinations of active ingredients which consist of known cyclic ketoenols on the one hand and other known insecticidal active ingredients on the other hand and which are very well suited for controlling animal pests such as insects and unwanted acarids.
  • X represents halogen, alkyl, alkoxy, haloalkyl, haloalkoxy or cyano
  • W, Y and Z independently of one another represent hydrogen, halogen, alkyl, alkoxy, haloalkyl, haloalkoxy or cyano,
  • A represents hydrogen, in each case optionally substituted by halogen, alkyl, alkoxyalkyl, saturated, optionally substituted cycloalkyl, in which at least one ring atom is optionally replaced by a heteroatom,
  • B represents hydrogen or alkyl
  • a and B together with the carbon atom to which they are attached represent a saturated or unsaturated, optionally containing at least one heteroatom unsubstituted or substituted cycle,
  • D represents hydrogen or an optionally substituted radical from the series alkyl, alkenyl, alkoxyalkyl, saturated cycloalkyl, in which one or more ring members are optionally replaced by heteroatoms,
  • a and D together with the atoms to which they are attached represent a saturated or unsaturated and optionally at least one heteroatom-containing cycle which is unsubstituted or substituted in the A, D part, for hydrogen (a) or for one of the groups
  • E represents a metal ion or an ammonium ion
  • L represents oxygen or sulfur
  • M oxygen or sulfur
  • R2 represents in each case optionally substituted by halogen, alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl or in each case optionally substituted cycloalkyl, phenyl or benzyl,
  • R 3 represents alkyl which is optionally substituted by halogen or phenyl which is optionally substituted
  • R ⁇ and 5 independently of one another each represent optionally substituted by halogen alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio, cycloalkylthio or each optionally substituted phenyl, benzyl, phenoxy or phenylthio and
  • R6 and R independently of one another for hydrogen, in each case optionally substituted by halogen, alkyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl, for optionally substituted phenyl, for optionally substituted benzyl or together with the N atom to which they are bonded, for a optionally by Oxygen or sulfur interrupted optionally substituted ring
  • insecticidal and acaricidal activity of the active compound combination according to the invention is considerably higher than the sum of the effects of the individual active compounds. There is an unforeseeable real synergistic effect and not just an addition.
  • the active compound combinations according to the invention contain at least one
  • Active ingredient of formula (I) at least one active ingredient of compounds 1 to 6. Active substance combinations containing Neritatien of formula (I) are preferred, in which the residues have the following meaning:
  • W preferably represents hydrogen, -CC alkyl, C r C 4 alkoxy, chlorine, bromine or fluorine,
  • X preferably represents C j -C ⁇ alkyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkyl, fluorine, chlorine or bromine,
  • Y and Z independently of one another preferably represent hydrogen, Ci-C ⁇ alkyl, halogen, C 1 -C 4 alkoxy or
  • A preferably represents hydrogen or in each case optionally substituted by halogen-C 6 alkyl or C 3 -C 8 cycloalkyl,
  • B preferably represents hydrogen, methyl or ethyl
  • A, B and the carbon atom to which they are attached are preferably saturated C 3 -C 6 -cycloalkyl, in which a ring member is optionally replaced by oxygen or sulfur and which is optionally mono- or disubstituted by C 1 -C 4 -alkyl, Trifluoromethyl or C 1 -C 4 alkoxy is substituted,
  • D preferably represents hydrogen, in each case optionally substituted by fluorine or chlorine -CC 6 alkyl, C 3 -C alkenyl or C 3 -C6 cycloalkyl,
  • a and D together preferably represent C 3 -C -alkanediyl which is optionally substituted by methyl, in which a methylene group is optionally replaced by sulfur,
  • G preferably represents hydrogen (a) or one of the groups O
  • E represents a metal ion or an ammonium ion
  • L represents oxygen or sulfur
  • M oxygen or sulfur
  • R 1 preferably represents in each case optionally substituted by halogen Ci-Cio-alkyl, C 2 -C ⁇ 0 -alkenyl, C t -C -alkoxy-C ⁇ -C 4 -alkyl, C ⁇ -C 4 -alkylthio- -C ⁇ -C 4 - alkyl or optionally C 3 -C 6 cycloalkyl substituted by fluorine, chlorine, C 1 -C 6 -alkyl or C 1 -C 2 alkoxy,
  • phenyl optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C 1 -C 4 -alkyl, - -alkoxy, trifluoromethyl or trifluoromethoxy,
  • R preferably represents optionally fluorine- or chlorine-substituted Ci-Cio each alkyl, C 2 -C ⁇ o alkenyl, C ⁇ -C alkoxy-C 2 -C 4 alkyl,
  • C 5 -C 6 cycloalkyl optionally substituted by methyl or methoxy or for phenyl or benzyl optionally substituted by fluorine, chlorine, bromine, cyano, nitro, -Ct-alkyl, Ci- -alkoxy, trifluoromethyl or trifluoromethoxy,
  • R 3 preferably represents C 1 -C 4 -alkyl which is optionally substituted by fluorine or represents phenyl which is optionally substituted by fluorine, chlorine, bromine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, trifluoromethyl, trifluoromethoxy, cyano or nitro,
  • R 4 preferably represents in each case optionally substituted by fluorine or chlorine, C ⁇ -C 4 alkyl, alkoxy -G ⁇ , Cr alkylamino, C ⁇ -C 4 - alkylthio, or represents in each case optionally substituted by fluorine, chlorine, bromine, nitro, cyano, -C alkoxy, trifluoromethoxy,
  • R 5 preferably represents Cr -alkoxy or -CC 4 thioalkyl
  • R 6 preferably represents -Ce-alkyl, C 3 -C 6 -cycloalkyl, -C-C 6 -alkoxy, C 3 -C 6 -alkenyl, Cr -alkoxy-Cr -alkyl,
  • R 7 preferably represents C 1 -C 6 alkyl, C 3 -C 6 alkenyl or C 1 -C 4 alkoxy-C 1 -C 4 alkyl,
  • R 6 and R 7 together preferably represent one optionally by methyl or
  • W particularly preferably represents hydrogen, methyl, ethyl, chlorine, bromine or methoxy
  • X particularly preferably represents chlorine, bromine, methyl, ethyl, propyl, i-propyl, methoxy, ethoxy or trifluoromethyl
  • Y and Z are particularly preferably independently of one another hydrogen, fluorine, chlorine, bromine, methyl, ethyl, propyl, i-propyl, trifluoromethyl or methoxy,
  • B particularly preferably represents hydrogen, methyl or ethyl
  • A, B and the carbon atom to which they are attached are particularly preferably saturated C ⁇ -cycloalkyl, in which a ring member is optionally replaced by oxygen and which is optionally simply substituted by methyl, ethyl, methoxy, ethoxy, propoxy or butoxy,
  • D particularly preferably represents hydrogen, represents methyl, ethyl, propyl, i-propyl, butyl, i-butyl, allyl, cyclopropyl, cyclopentyl or cyclohexyl,
  • a and D together particularly preferably represent C 3 -C -alkanediyl which is optionally substituted by methyl,
  • G particularly preferably represents hydrogen (a) or one of the groups
  • M represents oxygen or sulfur
  • R 1 particularly preferably represents -C 8 alkyl, C 2 -C alkenyl, methoxymethyl, ethoxymethyl, ethylthiomethyl, cyclopropyl, cyclopentyl or cyclohexyl,
  • phenyl optionally substituted by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, methoxy, trifluoromethyl or trifluoromethoxy,
  • R 2 particularly preferably represents -C 8 alkyl, C 2 -C alkenyl, methoxyethyl,
  • R and R independently of one another are particularly preferably methyl, ethyl or together a Cs-alkylene radical in which the C 3 -methylene group has been replaced by oxygen.
  • W very particularly preferably represents hydrogen or methyl
  • X very particularly preferably represents chlorine, bromine or methyl
  • Y and Z very particularly preferably independently of one another represent hydrogen, chlorine, bromine or methyl
  • A, B and the carbon atom to which they are attached very particularly preferably represent saturated C 6 -cycloalkyl, in which a ring member is optionally replaced by oxygen and which is optionally simply substituted by methyl, methoxy, ethoxy, propoxy or butoxy .
  • D very particularly preferably represents hydrogen
  • G very particularly preferably represents hydrogen (a) or one of the groups
  • M oxygen or sulfur
  • R 1 very particularly preferably represents -C 8 alkyl, C 2 -C 4 alkenyl, methoxymethyl, ethoxymethyl, ethylmethylthio, cyclopropyl, cyclopentyl, cyclohexyl or
  • phenyl optionally substituted by fluorine, chlorine, bromine, methyl, methoxy, trifluoromethyl, trifluoromethoxy, cyano or nitro,
  • R 2 very particularly preferably represents C 1 -C 6 -alkyl, C 2 -C 4 -alkenyl, methoxyethyl, ethoxyethyl, phenyl or benzyl,
  • R 6 and R 7 independently of one another very particularly preferably represent methyl, ethyl or together a Cs-alkylene radical in which the C-methylene group is replaced by oxygen.
  • the active substance combinations can also contain other fungicidal, acaricidal or insecticidal active components.
  • the active compounds are present in the active compound combinations according to the invention in certain weight ratios, the synergistic effect is particularly evident.
  • the weight ratios of the active ingredients in the active ingredient combinations can be varied within a relatively wide range.
  • the combinations according to the invention contain active compounds of the formula (£) and the mixing partner in the preferred and particularly preferred mixing ratios given in the table below:
  • the active compound combinations according to the invention are particularly suitable for controlling animal pests, preferably arthropods and nematodes
  • the pests mentioned above include:
  • Thysanura for example Lepisma saccharina.
  • Collembola for example Onychiurus armatus.
  • Orthoptera for example Acheta domesticus, Gryllotalpa spp., Locusta migratoriamigratorioides, Melanoplus spp., Schistocerca gregaria.
  • the Blattaria for example Blatta orientaüs, Periplaneta americana, Leucophaea maderae, Blattella germanica.
  • Dermaptera for example, Forficula auricularia.
  • Phthiraptera e.g. Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp., Damalinia spp ..
  • Thysanoptera e.g. Hercinothrips femoralis, Thrips täbaci, Thrips pal i, Frankliniella occidentalis.
  • Heteroptera e.g. Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp.
  • Homoptera e.g. Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis,
  • Anthrenus spp. Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimalltra solitus Lissorhoptrus oryzophilus. From the order of the Hymenoptera, for example Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp.
  • Dacus oleae Tipula paludosa, Hylemyia spp., Liriomyza spp .. From the order of the Siphonaptera e.g. Xenopsylla cheopis, Ceratophyllus spp .. From the Arachnida class e.g.
  • Scorpio maurus Latrodectus mactans, Acarus siro, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp.,
  • Hyalomma spp. Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp., Hemitarsonemus spp., Brevipalpus spp ..
  • Plant-parasitic nematodes include e.g. Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaph.
  • the active substance combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, Pastes, soluble powders, granules, suspension emulsion concentrates, active ingredient-impregnated natural and synthetic substances as well as fine encapsulation in polymeric substances.
  • formulations are made in a known manner, e.g. by mixing the active ingredients with extenders, that is to say liquid solvents and or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.
  • water is used as an extender, e.g. also organic
  • Solvents are used as auxiliary solvents.
  • the following are essentially suitable as liquid solvents: aromatics, such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chlorethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g. Petroleum fractions, mineral and vegetable
  • Oils Oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethyl formarnide and dimethyl sulfoxide, and water.
  • ammonium salts and natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders, such as highly disperse silica, aluminum oxide and silicates, as solid carriers for granules are possible: eg broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stalks; suitable emulsifying and / or foam-generating agents are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkyl sulfonates, Alkyl sulfates, aryl
  • Adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex-shaped polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids can be used in the formulations.
  • Other additives can be mineral and vegetable oils.
  • Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc can be used.
  • the formulations generally contain between 0.1 and 95% by weight of active compound, preferably between 0.5 and 90%.
  • the active compound combinations according to the invention can be used in commercially available formulations and in the use forms prepared from these formulations in a mixture with other active compounds, such as insecticides, attractants, sterilizers,
  • Insecticides include, for example, phosphoric acid esters, carbamates, carboxylic acid esters, chlorinated hydrocarbons, phenylureas, substances produced by microorganisms, etc.
  • the active compound combinations according to the invention can also be present in their commercially available formulations and in the use forms prepared from these formulations in a mixture with synergists.
  • Synergists are compounds through which the action of the active ingredients is increased without the added synergist itself having to be active.
  • the active substance content of the use forms prepared from the commercially available formulations can vary within wide ranges.
  • Application forms can be from 0.0000001 to 95% by weight of active compound, preferably between 0.0001 and 1% by weight.
  • the application takes place in a customary manner adapted to the application forms.
  • the active substance combinations When used against hygiene pests and pests of stored products, the active substance combinations are notable for an excellent residual action on wood and clay and for good stability to alkali on limed substrates.
  • the active compound combinations according to the invention act not only against plant, hygiene and stored-product pests, but also in the veterinary sector against animal parasites (ectoparasites) such as tick ticks, leather ticks, space mites, running mites, flies (stinging and licking), parasitic fly larvae, lice, Hair lice, featherlings and fleas.
  • animal parasites ectoparasites
  • tick ticks leather ticks
  • space mites space mites
  • running mites running mites
  • flies stinging and licking
  • parasitic fly larvae lice, Hair lice, featherlings and fleas.
  • Anoplurida e.g. Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp ..
  • Nematocerina and Brachycerina for example Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp.
  • Atylotus spp. Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp., Melophagus spp ..
  • Siphonaptrida e.g. Pulex spp., Ctenocephaüdes spp., Xenopsylla spp., Ceratophyllus spp ..
  • Heteropterida e.g. Cimex spp., Triatoma spp., Rhodnius spp.
  • Acarapis spp. Cheyletiella spp., Ornitrocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypppectoles spp ., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp., Laminosioptes spp ..
  • the active compound combinations according to the invention are also suitable for combating arthropods which are used in agricultural animals, such as Cattle, sheep, goats, horses, pigs, donkeys, camels, buffalo, rabbits, chickens, turkeys, ducks, geese, bees, other pets such as e.g. Dogs, cats, house birds, aquarium fish and so-called experimental animals, such as Hamsters, guinea pigs, rats and
  • the active compound combinations according to the invention are used in the veterinary sector in a known manner by enteral administration in the form of, for example, tablets, capsules, drinkers, drenches, granules, pastes, boluses, the feed-through method, suppositories, by parenteral administration, such as for example play through injections (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.),
  • Implants by nasal application, by dermal application in the form of, for example, diving or bathing (dipping), spraying (spray), pouring on (pour-on and spot-on), washing, powdering and with the help of shaped articles containing active ingredients, such as collars , Ear tags, tail tags, limb bands, holsters, marking devices, etc.
  • active ingredients such as collars , Ear tags, tail tags, limb bands, holsters, marking devices, etc.
  • the active substance combinations can be formulated (for example powders, emulsions, flowable agents) which contain the active substances in an amount of 1 to 80% by weight, directly or after 100 to 10,000 -Apply thinner or use it as a chemical bath.
  • Lyctus pubescens Trogoxylon aequale, Minthes rugicollis, Xyleborus spec.
  • Kalotermes flavicollis Cryptotermes brevis, Heterotermes indicola, Reticulitermes flavipes, Reticulitermes santonensis, ReticuHtermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus.
  • Bristle tails such as Lepisma saccharina.
  • non-living materials such as preferably plastics, adhesives, glues, papers and cartons, leather, wood, wood processing products and paints.
  • the material to be protected against insect infestation is very particularly preferably wood and wood processing products.
  • the active ingredient combinations can be used as such, in the form of concentrates or generally customary formulations such as powders, granules, solutions, suspensions, emulsions or pastes.
  • the formulations mentioned can be prepared in a manner known per se, for example by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersant and / or binder or fixative, water repellants, optionally siccatives and UV stabilizers and, if appropriate Dyes and pigments as well as other processing aids.
  • the insecticidal compositions or concentrates used to protect wood and wood-based materials contain the active compound according to the invention in a concentration of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight.
  • the amount of the agents or concentrates used depends on the type and occurrence of the insects and on the medium. The optimal amount can be determined in each case by test series. In general, however, it is sufficient to use 0.0001 to 20% by weight, preferably 0.001 to 10% by weight, of the active compound, based on the material to be protected.
  • Water and optionally an emulsifier and / or wetting agent optionally an emulsifier and / or wetting agent.
  • the organic chemical solvents used are preferably oily or oily solvents with an evaporation number above 35 and a flash point above 30 ° C., preferably above 45 ° C.
  • Corresponding mineral oils or their aromatic fractions or mineral oil-containing solvent mixtures, preferably white spirit, petroleum and / or alkylbenzene, are used as such low-volatility, water-insoluble, oily and oily solvents.
  • Mineral oils with a boiling range of 170 to 220 ° C, white spirit with a boiling range of 170 to 220 ° C, spindle oil with a boiling range of 250 to 350 ° C, petroleum or aromatics with a boiling range of 160 to 280 ° C, turpentine oil and Like. Used.
  • organic low-volatility oily or oily solvents with an evaporation number above 35 and a flash point above 30 ° C, preferably above 45 ° C can be partially replaced by slightly or medium-volatile organic chemical solvents, with the proviso that the solvent mixture is also a Evaporation number above 35 and a flash point above 30 ° C, preferably above 45 ° C, and that the mixture is soluble or emulsifiable in this solvent mixture.
  • part of the organic chemical solvent or solvent mixture is replaced by an aliphatic polar organic chemical solvent or solvent mixture.
  • Aliphatic organic chemical solvents containing hydroxyl and / or ester and / or ether groups, such as, for example, glycol ethers, esters or the like, are preferably used.
  • the known organic water-borne synthetic resins and / or binding drying oils, in particular binders consisting of or containing an acrylate resin are known as water-thinnable and / or soluble or dispersible or emulsifiable in the organic-chemical solvents used
  • Vinyl resin for example polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenolic resin, hydrocarbon resin such as indene-coumarone resin, silicone resin, drying vegetable and / or drying oils and / or physically drying binders based on a natural and / or synthetic resin used.
  • the synthetic resin used as a binder can be used in the form of an emulsion, dispersion or solution. Bitumen or bituminous substances up to 10% by weight can also be used as binders. In addition, known dyes, pigments, water-repellants, odor correctors and inhibitors or anticorrosive agents and the like can be used.
  • At least one alkyd resin or modified alkyd resin and / or a drying vegetable oil is preferably contained in the agent or in the concentrate as the organic chemical binder.
  • Alkyd resins having an oil content of more than 45% by weight, preferably 50 to, are preferred according to the invention
  • binder mentioned can be replaced by a fixing agent (mixture) or a plasticizer (mixture).
  • a fixing agent mixture
  • a plasticizer mixture
  • additives are intended to volatilize the active ingredients and to crystallize or precipitate! prevent. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used).
  • the plasticizers come from the chemical classes of phthalic acid esters such as dibutyl, dioctyl or benzyl butyl phthalate, phosphoric acid esters such as tributyl phosphate, adipic acid esters such as di- (2-ethylhexyl) adipate, stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, higher glycerol glycerol or glycerol ether - Kolether, glycerol ester and p-toluenesulfonic acid ester.
  • phthalic acid esters such as dibutyl, dioctyl or benzyl butyl phthalate
  • phosphoric acid esters such as tributyl phosphate
  • adipic acid esters such as di- (2-ethylhexyl) adipate
  • Fixing agents are chemically based on polyvinyl alkyl ethers such as e.g. Polyvinyl methyl ether or ketones such as benzophenone, ethylene benzophenone.
  • Water is also particularly suitable as a solvent or diluent, if appropriate in a mixture with one or more of the above-mentioned organic chemical solvents or diluents, emulsifiers and dispersants.
  • a particularly effective wood preservation is achieved by large-scale industrial processes, such as vacuum, double vacuum or pressure processes.
  • the active substance combinations according to the invention can be used to protect objects, in particular hulls, sieves, nets,
  • Scalpellum species or by species from the group Balanomorpha (barnacles), such as Baianus or Pollicipes species, increases the frictional resistance of ships and consequently leads to a significant increase in operating costs due to increased energy consumption and, moreover, frequent dry dock stays.
  • Ci ⁇ ipedia In addition to the growth by algae, for example Ectocarpus sp. and Ceramium sp., vegetation by sessile Entomostraken groups, which are summarized under the name Ci ⁇ ipedia (barnacles), is of particular importance.
  • the use of heavy metals such as in bis (trialkyltin) sulfides, tri-n-butyltin laurate, tri-butyltin chloride, copper (I) oxide, triethyltin chloride, tri- ⁇ .-butyl (2 -phenyl-4-chlorophenoxy) tin, tributyltin oxide, molybdenum disulfide, antimony oxide, polymeric butyl titanate, phenyl (bispyridine) bismuth chloride, tri - «- butyltin fluoride, manganese ethylene bisthiocarbamate, zinc dimethyldithiocarbamate and zincamido-tin-2-diamine, l-oxide, bisdimethyldithiocarbamoylzinc ethylene bisthiocarbamate, zinc oxide, copper (I) ethylene bisdithiocarbamate, copper thio cyanate, copper nap
  • the ready-to-use anti-fouling paints can optionally also contain other active ingredients, preferably algicides, fungicides, herbicides, muusicicides or others
  • Suitable combination partners for the antifouling agents according to the invention are preferably:
  • the antifouling agents used contain the active compound combinations according to the invention in a concentration of 0.001 to 50% by weight, in particular of 0.01 to 20% by weight.
  • the antifouling agents according to the invention furthermore contain the usual ones
  • antifouling paints contain in particular binders.
  • Examples of recognized binders are polyvinyl chloride in a solvent system, chlorinated rubber in a solvent system, acrylic resins in a solvent system, in particular in an aqueous system, vinyl chloride / vinyl acetate copolymer systems in the form of aqueous dispersions or in the form of organic solvent systems, butadiene / slole / acrylonitrile -Rubbers, drying oils, such as linseed oil, resin esters or modified hard resins in combination with tar or bitumen, asphalt and epoxy compounds, small amounts of chlorinated rubber, chlorinated polypropylene and ninyl resins.
  • Paints may also contain inorganic pigments, organic pigments or dyes, which are preferably insoluble in sea water. Paints may also contain materials such as rosin to enable controlled release of the active ingredients. The paints may also contain plasticizers, modifiers that affect the rheological properties, and other conventional ingredients.
  • the self-compounds according to the invention or the abovementioned mixtures can also be incorporated into self-polishing antifouling systems.
  • the active ingredient combinations are also suitable for combating animal
  • Pests especially insects, arachnids and mites, which live in closed rooms such as apartments, factories, offices, vehicle cabins, etc. They can be used to control these pests in household insecticide products. They are effective against sensitive and resistant species and against all stages of development. These pests include: From the order of the Scorpionidea, for example Buthus occitanus.
  • Acarina e.g. Argas persicus, Argas reflexus, Bryobia ssp., Dermanyssus gallinae, Glyciphagus domesticus, Ornithodorus moubat, Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides forinae.
  • Araneae e.g. Aviculariidae, Araneidae.
  • Opiliones e.g. Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium.
  • Diplopoda e.g. Blaniulus guttulatus, Polydesmus spp ..
  • Chilopoda e.g. Geophilus spp ..
  • Lepidoptera e.g. Achroia grisella, Galleria mellonella, Plodia interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella.
  • Siphonaptera e.g. Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis.
  • Hymenoptera e.g. Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum.
  • anoplura e.g. Pediculus humanus capitis, Pediculus humanus corporis, Phthirus pubis.
  • Heteroptera e.g. Cimex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans. They are used in aerosols, non-pressurized sprays, e.g. Pump and atomizer sprays, vaporizers, foggers, foams, gels, ner vaporizer products with vaporizer platelets made of cellulose or plastic, liquid vaporizers, gel and membrane vaporizers, propeller-driven vaporizers, energy-free or passive vaporizing systems, moth papers, moth bags and moth gels, as granules or pellets in lures or bait stations.
  • Pump and atomizer sprays vaporizers, foggers, foams, gels, ner vaporizer products with vaporizer platelets made of cellulose or plastic, liquid vaporizers, gel and membrane vaporizers, propeller-driven vaporizers, energy-free or passive vaporizing systems, moth papers, moth bags and moth
  • plants and parts of plants can be treated.
  • Plants are understood here to mean all plants and plant populations, such as desired and undesirable wild plants or crop plants (including naturally occurring crop plants).
  • Cultivated 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 cultivars which can or cannot be protected by plant breeders' rights.
  • Plant parts are to be understood to mean all above-ground and underground parts and organs of plants, such as shoots, leaves, flowers and roots,
  • Roots are listed.
  • the plant parts also include crops and vegetative and generative propagation material, for example cuttings, tubers, rhiozomes, offshoots and seeds.
  • the treatment of the plants and parts of plants with the active compounds according to the invention is carried out directly or by acting on their surroundings, living space or storage space using the customary treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, scattering, spreading and, in the case of propagation material, in particular seeds, furthermore by single- or multi-layer coating.
  • plants and their parts can be treated according to the invention.
  • plant species and plant cultivars and their parts occurring wildly or obtained by conventional biological breeding methods, such as crossing or protoplast fusion are treated.
  • transgenic plants and plant cultivars which have been obtained by genetic engineering methods, if appropriate in combination with conventional methods (genetic modified organisms) and their parts are treated.
  • the term "parts” or “parts of plants” or “plant parts” was explained above.
  • Plants of the plant varieties which are in each case commercially available or in use are particularly preferably treated according to the invention.
  • the treatment according to the invention can also cause superadditive (“synergistic") effects.
  • superadditive for example, reduced application rates and / or widening of the spectrum of action and / or an increase in the action of the substances and agents which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, Acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or workability of the harvested products possible, which go beyond the effects that are actually to be expected.
  • the preferred transgenic plants or plant cultivars to be treated according to the invention include all plants which have received genetic material through the genetic engineering modification, which gives these plants particularly advantageous, valuable properties (“traits”). Examples of such properties are better plant growth, increased
  • the important crop plants such as cereals (wheat, rice), maize, soybeans, potatoes, cotton,
  • Oilseed rape and fruit plants (with the fruits apples, pears, citrus fruits and grapes) are mentioned, whereby maize, soybeans, potatoes, cotton and oilseed rape are particularly emphasized.
  • the properties (“traits”) which are particularly emphasized are the plants' increased defense against insects by toxins which arise in the plants, in particular those which are caused by the genetic material from Bacillus
  • Thuringiensis e.g. by the genes Cry ⁇ A (a), CryIA (b), Cry ⁇ A (c), CryllA, CryllLA, CryI ⁇ IB2, Cry9c Cry2Ab, Cry3Bb and CrylF as well as their combinations
  • Bt plants The traits that are particularly emphasized are the increased tolerance of the plants to certain herbicidal active compounds, for example imidazolinones.
  • Sulfonylureas, glyphosate or phosphinotricin eg "PAT" gene.
  • the each the genes conferring the desired properties can also occur in combinations with one another in the transgenic plants.
  • Examples of “Bt plants” are corn varieties, cotton varieties, soy varieties and potato varieties that are sold under the trade names YTELD GARD® (e.g. corn, cotton, soy), KnockOut® (e.g. corn), StarLink® (e.g. corn), Bollgard ® (cotton), Nucotn® (cotton) and NewLeaf® (potato).
  • herbicide-tolerant plants are corn varieties, cotton varieties and soy varieties that are marketed under the trade names Roundup Ready® (tolerance to glyphosate e.g. corn, cotton, soybeans), Liberty Link® (tolerance to phosphinotricin e.g. rapeseed), IMI® (tolerance to Imidazolinone) and STS®
  • the herbicide-resistant plants include the varieties sold under the name Clearfield® (e.g. maize). Of course, these statements also apply to plant varieties developed in the future or coming onto the market in the future with these or future-developed genetic properties ("traits").
  • the plants listed can be treated particularly advantageously according to the invention with the active compound mixtures according to the invention.
  • the preferred ranges given for the mixtures above also apply to the treatment of these plants.
  • Insecticides and acaricides always have a synergistic effect if the effect of the active ingredient combinations is greater than the sum of the effects of the individually applied active ingredients.
  • the expected effect for a given combination of two active ingredients can be calculated according to SR Colby, Weeds 15 (1967), 20-22) as follows:
  • X means the degree of destruction, expressed in% of the untreated control, when the active compound A is used in an application rate of m g / ha or in a concentration of m ppm,
  • Y means the degree of destruction, expressed in% of the untreated control, when the active compound B is used in an application rate of n g / ha or in a concentration of n ppm and
  • E means the degree of destruction, expressed in% of the untreated control, when active ingredients A and B are used in application rates of m and n g / ha or in a concentration of m and n ppm,
  • the combination is superadditive in its killing, ie there is a synergistic effect.
  • the degree of mortality actually observed must be greater than the value for the expected degree of mortality (E) calculated from the above formula.
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentrations.
  • Cotton leaves which are heavily infested with the cotton aphid (Aphis Gossypii), are treated by immersing them in the active ingredient preparation of the desired concentration.
  • the kill is determined in%. 100% means that all aphids have been killed; 0% means that no aphids have been killed.
  • the determined killing values are calculated using the Colby formula.
  • Solvent 3 parts by weight of dimethylformamide emulsifier: 1 part by weight of alkylaryl polyglycol ether
  • active substance preparation 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentrations.
  • Cabbage leaves (Brassica oleracea), which are heavily infested with peach aphids (Myzus persicae), are treated by being dipped into the preparation of active compound of the desired concentration.
  • the kill is determined in%. 100% means that all animals have been killed; 0% means that no animals have been killed.
  • the determined killing values are calculated using the Colby formula.
  • Test insect Diabrotica balteata - larvae in the soil
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the stated amount of solvent, the stated amount of emulsifier is added and the concentrate is diluted with water to the desired concentration.
  • the active ingredient preparation is poured onto the floor.
  • the concentration of the active ingredient in the preparation is practically irrelevant, the only decisive factor is the amount of active ingredient per unit volume of soil, which is given in ppm (mg / 1).
  • the bottom is filled in 0.25 l pots and left at 20 ° C.
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the stated amount of solvent and the stated amount of emulsifier, and the concentrate is diluted with water to the desired concentration.
  • Soybean shoots (Glycine max) of the Roundup Ready variety (trademark of Monsanto Comp. USA) are treated by dipping into the preparation of active compound of the desired concentration and populated with the tobacco bud caterpillar Heliothis virescens while the leaves are still moist.
  • the killing of the insects is determined.

Landscapes

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

Abstract

Les nouvelles combinaisons de matières actives comprenant des céto-énols cycliques déterminés et les matières actives (1) à (6) mentionnées dans la description possèdent de très bonnes propriétés insecticides et acaricides.
PCT/EP2001/007854 2000-07-19 2001-07-09 Combinaisons de matieres actives a proprietes insecticides et acaricides WO2002005648A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001285813A AU2001285813A1 (en) 2000-07-19 2001-07-09 Active ingredient combinations with insecticidal and acaricidal properties

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2000135012 DE10035012A1 (de) 2000-07-19 2000-07-19 Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE10035012.7 2000-07-19

Publications (1)

Publication Number Publication Date
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DE (1) DE10035012A1 (fr)
WO (1) WO2002005648A1 (fr)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002034050A1 (fr) * 2000-10-23 2002-05-02 Ishihara Sangyo Kaisha, Ltd. Composition pesticide
EP1585258A1 (fr) 2004-04-05 2005-10-12 MCI Inc. Système et procédé pour un réseau de communication d'accès
WO2007112845A1 (fr) * 2006-03-29 2007-10-11 Bayer Cropscience Ag Combinaisons de principes actifs à propriétés insecticides et acaricides
WO2008006515A1 (fr) * 2006-07-11 2008-01-17 Bayer Cropscience Ag Combinaisons de principes actifs ayant des propriétés insecticides et acaricides
WO2009085176A2 (fr) 2007-12-20 2009-07-09 Bayer Cropscience Lp Utilisation de dérivés d'acide tétramique pour lutter contre les nématodes
EP2127522A1 (fr) 2008-05-29 2009-12-02 Bayer CropScience AG Combinaisons de principes actifs presentant des propriétés insecticides et acaricides
DE102009028001A1 (de) 2009-07-24 2011-01-27 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
US8691863B2 (en) 2007-06-28 2014-04-08 Bayer Cropscience Ag Use of active substance combinations having insecticidal properties for controlling animal pests from the stink bug family
EP1691608B2 (fr) † 2003-12-04 2015-04-08 Bayer CropScience AG Combinaisons d'agents a proprietes insecticides et acaricides
WO2019224143A1 (fr) * 2018-05-24 2019-11-28 Bayer Aktiengesellschaft Combinaisons de substances actives à propriétés insecticides, nématicides et acaricides

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR112020019390A2 (pt) * 2018-04-13 2021-01-05 Bayer Aktiengesellschaft Combinações de ingredientes ativos com propriedades inseticidas, nematicidas e acaricidas

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WO1997036868A1 (fr) * 1996-04-02 1997-10-09 Bayer Aktiengesellschaft Phenylceto-enols substitues utilises comme pesticides et herbicides
CH689326A5 (de) * 1995-04-10 1999-02-26 Novartis Ag Pestizides Kombinationsmittel enthaltend Pymetrozine.

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CH689326A5 (de) * 1995-04-10 1999-02-26 Novartis Ag Pestizides Kombinationsmittel enthaltend Pymetrozine.
WO1997036868A1 (fr) * 1996-04-02 1997-10-09 Bayer Aktiengesellschaft Phenylceto-enols substitues utilises comme pesticides et herbicides

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7514094B2 (en) 2000-10-23 2009-04-07 Ishihara Sangyo Kaisha, Ltd. Pesticidal composition
US7195773B2 (en) 2000-10-23 2007-03-27 Ishihara Sangyo Kaisha, Ltd. Pesticidal composition
WO2002034050A1 (fr) * 2000-10-23 2002-05-02 Ishihara Sangyo Kaisha, Ltd. Composition pesticide
EP1691608B2 (fr) † 2003-12-04 2015-04-08 Bayer CropScience AG Combinaisons d'agents a proprietes insecticides et acaricides
EP1585258A1 (fr) 2004-04-05 2005-10-12 MCI Inc. Système et procédé pour un réseau de communication d'accès
US8105979B2 (en) 2006-03-29 2012-01-31 Bayer Cropscience Ag Active ingredient combinations with insecticidal and acaricidal properties
WO2007112845A1 (fr) * 2006-03-29 2007-10-11 Bayer Cropscience Ag Combinaisons de principes actifs à propriétés insecticides et acaricides
WO2008006515A1 (fr) * 2006-07-11 2008-01-17 Bayer Cropscience Ag Combinaisons de principes actifs ayant des propriétés insecticides et acaricides
US8691863B2 (en) 2007-06-28 2014-04-08 Bayer Cropscience Ag Use of active substance combinations having insecticidal properties for controlling animal pests from the stink bug family
US9241490B2 (en) 2007-06-28 2016-01-26 Bayer Intellectual Property Gmbh Use of active substance combinations having insecticidal properties for controlling animal pests from the stink bug family
WO2009085176A2 (fr) 2007-12-20 2009-07-09 Bayer Cropscience Lp Utilisation de dérivés d'acide tétramique pour lutter contre les nématodes
EP2127522A1 (fr) 2008-05-29 2009-12-02 Bayer CropScience AG Combinaisons de principes actifs presentant des propriétés insecticides et acaricides
DE102009028001A1 (de) 2009-07-24 2011-01-27 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
WO2019224143A1 (fr) * 2018-05-24 2019-11-28 Bayer Aktiengesellschaft Combinaisons de substances actives à propriétés insecticides, nématicides et acaricides

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DE10035012A1 (de) 2002-01-31

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