WO2001060158A1 - Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften - Google Patents

Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften Download PDF

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Publication number
WO2001060158A1
WO2001060158A1 PCT/EP2001/001237 EP0101237W WO0160158A1 WO 2001060158 A1 WO2001060158 A1 WO 2001060158A1 EP 0101237 W EP0101237 W EP 0101237W WO 0160158 A1 WO0160158 A1 WO 0160158A1
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WO
WIPO (PCT)
Prior art keywords
alkyl
alkoxy
halogen
spp
optionally substituted
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
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PCT/EP2001/001237
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German (de)
English (en)
French (fr)
Inventor
Reiner Fischer
Thomas Bretschneider
Christoph Erdelen
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Bayer AG
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Bayer AG
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Publication date
Priority to HU0204343A priority Critical patent/HUP0204343A3/hu
Priority to DE50107115T priority patent/DE50107115D1/de
Priority to BRPI0108427-5A priority patent/BR0108427B1/pt
Priority to CA2400425A priority patent/CA2400425C/en
Priority to AU30249/01A priority patent/AU775704B2/en
Priority to JP2001559265A priority patent/JP4928700B2/ja
Priority to MXPA02008011A priority patent/MXPA02008011A/es
Priority to US10/204,011 priority patent/US6653343B2/en
Priority to EP01902414A priority patent/EP1263287B1/de
Application filed by Bayer AG filed Critical Bayer AG
Priority to IL15106801A priority patent/IL151068A0/xx
Priority to PL01356369A priority patent/PL356369A1/xx
Priority to AT01902414T priority patent/ATE301931T1/de
Publication of WO2001060158A1 publication Critical patent/WO2001060158A1/de
Priority to IL151068A priority patent/IL151068A/en
Anticipated expiration legal-status Critical
Priority to US10/652,153 priority patent/US7091233B2/en
Priority to US11/349,681 priority patent/US7232845B2/en
Ceased legal-status Critical Current

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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
    • 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
    • A01N43/08Biocides, 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 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
    • A01N43/04Biocides, 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
    • A01N2300/00Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48

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 are very good at combating animal pests such as
  • WO 97/01535, WO 97/36868, WO 97/43275, WO 98/05638, WO 98/06721, WO 99/16748, WO 99/43649, WO 99/48869 and WO 99/55673 are further ketoenols with insecticides and described acaricidal properties. The effectiveness of these substances is good, but leaves something to be desired in some cases at low application rates.
  • X represents C r C 6 alkyl, halogen, C r C 6 alkoxy or C r C 3 haloalkyl
  • Y represents hydrogen, C j - Cg-alkyl, halogen, C r C 6 -alkoxy or C ] -C 3 -haloalkyl
  • Z represents C j -Cg alkyl, halogen or C j -C 6 alkoxy
  • n stands for a number from 0-3,
  • A represents hydrogen or straight-chain or branched which are optionally substituted by halogen C 3 -Cg alkenyl, C -Cg alkynyl, C j -
  • B represents hydrogen, C r C 6 alkyl or C r C 6 alkoxy- C 2 -C 4 alkyl
  • a and B together with the carbon atom to which they are attached are a saturated or unsaturated, optionally interrupted by oxygen and / or sulfur and optionally by halogen, C j -C ⁇ alkyl, C r C 6 alkoxy, C r C 4 -Halogenalkyl, C r C 4 -haloalkoxy, Cj- -Alkylthio or optionally substituted phenyl substituted or optionally benzo-fused 3- to 8-membered ring,
  • R 1 for each optionally substituted by halogen C j -C 2 () alkyl, C 2 -C 20 alkenyl, C r C 8 alkoxy-C 2 -C 8 alkyl, C r C 8 alkylthio-C 2 -C 8 alkyl, C r
  • phenyl optionally substituted by halogen, nitro, C j -C ⁇ alkyl, Ci-Cg alkoxy, C j -Cg haloalkyl or Cj-Cö-haloalkoxy;
  • alkyl is optionally substituted by halogen, C j -Cö alkyl, C j -C ⁇ alkoxy, C j -Cg- haloalkyl or C j -CG haloalkoxy substituieres phenyl-C j -C 6,
  • alkyl is optionally substituted by halogen and / or C j -C ß alkyl-substituted phenoxy-C r C 6,
  • R 2 for each optionally substituted by halogen C j -C 2Q alkyl, C - C 20 alkenyl, C r C 8 alkoxy-C 2 -C 8 alkyl or C r C 8 polyalkoxy-C 2 -C 8 - alkyl stands,
  • phenyl or benzyl optionally substituted by halogen, nitro, CC 6 alkyl, C j -C 6 alkoxy or C j -C ⁇ haloalkyl, R 3 for optionally substituted by halogen C j -C 8 alkyl, for each optionally substituted by C j -C 4 alkyl, halogen, C j -C ⁇ haloalkyl, C 1 -C 4 alkoxy, CC ⁇ haloalkoxy, nitro or Cyano substituted phenyl or benzyl,
  • R 4 and R 5 independently of one another represent in each case optionally halogen-substituted Cj-Cg-alkyl, C j -CG-alkoxy, Ci-Cg-alkylamino, di- (Cj-Cg) - alkylamino, C j -CG alkylthio, C 2 -C 5 alkenylthio, C 2 -C 5 alkynylthio or C 3 -C 7 cycloalkylthio, each optionally with halogen, nitro,
  • R 6 and R 7 independently of one another represent in each case optionally halogen-substituted C Cj Q alkyl, C] -C 10 - alkoxy, C 3 -C 8 -alkenyl or C] -C 8 alkoxy C j -CG alkyl, for phenyl optionally substituted by halogen, Ci-Cg-haloalkyl, C j -C6 alkyl or C j -C 6 alkoxy, for optionally substituted by halogen, C ] -C 6 alkyl, C Cg haloalkyl or C j -Cg is alkoxy substitutability tes benzyl or 6-membered stand together for an optionally interrupted by oxygen or sulfur, 5- to ring which may be substituted servicingenfals overall by C j -CG alkyl,
  • R -CH 3 or -CO 2 CH 3
  • 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 23.
  • Y represents hydrogen, C j -C 4 alkyl, halogen, C j -C 4 alkoxy or C j -C 2 haloalkyl
  • Z represents C J -C4 alkyl, halogen or C ] -C 4 alkoxy
  • n 0 or 1
  • the active substance combinations can also contain other fungicidal, acaricidal or insecticidal active components.
  • the combinations according to the invention contain active compounds of the formula (I) and the mixing partner in the preferred and particularly preferred mixing ratios given in the table below:
  • the mixing ratios are based on weight ratios.
  • the ratio is to be understood as an active ingredient of formula (I): mixing partner
  • the active compound combinations according to the invention are suitable for controlling animal pests, preferably arthropods and nematodes, in particular insects and arachnids, which occur in agriculture, animal health in forests, in the protection of stored products and materials and in the hygiene sector. They are effective against normally sensitive and resistant species as well as against all or individual stages of development.
  • animal pests preferably arthropods and nematodes, in particular insects and arachnids, which occur in agriculture, animal health in forests, in the protection of stored products and materials and in the hygiene sector. They are effective against normally sensitive and resistant species as well as against all or individual stages of development.
  • the pests mentioned above include:
  • Isopoda e.g. Oniscus asellus, Armadillidium vulgare, Porcellio scaber.
  • Thysanura e.g. Lepisma saccharina.
  • Collembola e.g. Onychiurus armatus.
  • Orthoptera e.g. Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus spp., Schistocerca gregaria.
  • Leucophaea maderae, Blattella germanica From the order of the Dermaptera e.g. Forficula auricularia.
  • Thysanoptera e.g. Hercinothrips femoralis, Thrips tabaci, Thrips palmi, Frankliniella accidentalis.
  • Heteroptera e.g. Eurygaster spp., Dysdercus intermedius
  • Homoptera e.g. Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum
  • Leptinotarsa decemlineata Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatordimidhmpphppm, spp.
  • Anthrenus spp. Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melc lontha melolontha, Amphimallon solstifialis, Costelytra zealandica, Lissorhopt ⁇ -s oryzophilus.
  • Hymenoptera e.g. Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp.
  • Diptera e.g. Aedes spp., Anopheles spp., Culex spp.
  • Drosophila melanogaster Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tabanus spp.
  • Tannia spp. Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Tipula paludosa, Hylemyia spp., Liriomyza spp ..
  • 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., Hyalommodes spp., Ix. Chorioptes spp., Sarcoptes 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, natural and synthetic substances impregnated with active ingredients as well as very fine encapsulations in polymeric substances.
  • formulations are prepared in a known manner, for example by mixing the active ingredients with extenders, that is to say liquid solvents and / or solid carriers. materials, optionally using surface-active agents, ie emulsifiers and / or dispersants and / or foam-generating agents.
  • extenders that is to say liquid solvents and / or solid carriers.
  • materials optionally using surface-active agents, ie emulsifiers and / or dispersants and / or foam-generating agents.
  • organic solvents can also be used as auxiliary solvents.
  • auxiliary solvents e.g. organic 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, alcohols such as butanol or glycol as well as their ethers and esters, ketones such as
  • Possible solid carriers are: e.g. Ammonium salts and natural rock flours, such as kaolins, clays,
  • Talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powder, such as highly disperse silica, aluminum oxide and silicates, are suitable as solid carriers for granules: e.g. 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 stems; as emulsifying and / or foaming agents are possible: e.g.
  • nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, e.g. Alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates;
  • Possible dispersants are: e.g. Lignin sulfite liquor and methyl cellulose.
  • Adhesives such as carboxymethyl cellulose, natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospho- lipids such as cephalins and lecithins and synthetic phospholipids.
  • 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 present in commercially available formulations and in the use cases prepared from these formulations in a mixture with other active compounds, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.
  • active compounds such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.
  • 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 furthermore 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.
  • the drug concentration of the 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 ..
  • Nematocerinp and Brachycerina for example Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra , 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., Glossina spp., Calliphora spp., Glossina spp., Calliphora
  • Siphonaptrida for example Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllus spp ..
  • the Hete Opterida for example Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp ..
  • Mesostigmata e.g. Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietssus spp., ., Sternostoma spp., Varroa spp .. From the order of the Actinedida (Prostigmata) and Acaridida (Astigmata), for example
  • 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 Infest hamsters, guinea pigs, rats and mice.
  • arthropods By combating these arthropods, deaths and reduced performance (in the case of meat, milk, wool, skins, eggs, honey, etc.) are to be reduced, so that the use of the active compound combinations according to the invention enables more economical and simple animal husbandry.
  • 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, for example by 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.
  • enteral administration in the form of, for example, tablets, capsules, drinkers, drenches, granules, pastes, boluses, the feed-through method, suppositories
  • parenteral administration for example
  • 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 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, e.g. by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersant and / or binder or fixative, water repellent, optionally siccatives and UV stabilizers and optionally dyes and pigments and further 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.
  • liquid aliphatic hydrocarbons with a boiling range from 180 to 210 ° C. or high-boiling mixtures of aromatic and aliphatic hydrocarbons with a boiling range from 180 to 220 ° C. and / or lock oil and / or monochloronaphthalene, preferably ⁇ -monochloronaphthalene, are used.
  • the organic heavy-duty 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 volatile or moderately 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 or an aliphatic polar organic chemical solvent or solvent mixture is replaced.
  • 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-chemical binders are water-thinnable and / or synthetic resins which are soluble or dispersible or emulsifiable in the organic chemical solvents used, and or binding drying oils, in particular binders consisting of or containing an acrylate resin Vinyl resin, e.g. 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.
  • Vinyl resin e.g. 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
  • 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-repellents, odor correctors and
  • 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). These additives are intended to prevent volatilization of the active ingredients and crystallization or precipitation. 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 protection is achieved through industrial impregnation processes, e.g. Vacuum, double vacuum or pressure process.
  • the active compound combinations according to the invention can protect against
  • barnacles Ledamorpha
  • Balanomorpha barnacles
  • Baianus or Pollicipes species increases the frictional resistance of Ships and subsequently leads to a significant increase in operating costs due to increased energy consumption and, moreover, frequent dry dock stays.
  • heavy metals such as e.g. in bis (trialkyltin) sulfides, tri - «- 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- / 7-butyltin fluoride, manganese ethylene bisthiocarbamate, zinc dimethyldithiocarbamate, zinc ethylene bisthiocarbamate, zinc and copper salts of 2-pyridinethiol-l-oxydi-oxydi-oxamimidium bismethi-oxydimidium oxy-bisdimide, bis-iamodi-oxydi-oxy-
  • the ready-to-use antifouling paints can also be used if necessary
  • Active ingredients preferably algicides, fungicides, herbicides, molluscicides or others Contain antifouling ingredients.
  • 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 also contain the usual ones Components such as described in Ungerer, Chem. Ind. 1985, 37, 730-732 and Williams, Anti-fouling Marine Coatings, oy ⁇ s, Park Ridge, 1973.
  • 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 / styrene / 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 vinyl 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 affecting theological properties, and other conventional ingredients. The 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 spaces such as apartments, factories, offices, vehicle cabins, etc. occurrence. 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. To this
  • Pests include: From the order of the Sco ⁇ ionidea, for example Buthus occitanus.
  • Opiliones e.g. Pseudosco ⁇ iones chelifer, Pseudosco ⁇ iones cheiridium, Opiliones phalangium.
  • Isopoda e.g. Oniscus asellus, Porcellio scaber.
  • Diplopoda e.g. Blaniulus guttulatus, Polydesmus spp ..
  • Lepidoptera for example Achroia grisella, Galleria mellonella, Plodia inte ⁇ unctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella.
  • Siphonaptera for example Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis.
  • Hymenoptera e.g. Campono tus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum.
  • 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, fog machines, fogge, foams, gels, vaporizer products with vaporizer plates made of cellulose or plastic, liquid vaporizers, gel and membrane vaporizers, propeller-driven vaporizers, energy-free or passive evaporation systems, moth papers, moth bags and moth gels, as granules or sticks in litter edema or bait stations.
  • Pump and atomizer sprays fog machines, fogge, foams, gels, vaporizer products with vaporizer plates made of cellulose or plastic, liquid vaporizers, gel and membrane vaporizers, propeller-driven vaporizers, energy-free or passive evaporation systems, moth papers, moth bags and moth gels, as granule
  • 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 cultivated plants (including naturally occurring cultivated 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 varieties which can or cannot be protected by plant breeders' rights, such as shoots, leaves, flowers and roots are, for example, leaves, needles, stems, stems, flowers, fruit bodies, fruits and seeds as well as roots, tubers and rhizomes 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 according to the customary treatment methods, for example by dipping, spraying, evaporating, atomizing, scattering, spreading and on propagation material, in particular on seeds, continue by wrapping one or more layers.
  • 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.
  • 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 ng / ha or in a concentration of m and n ppm, then
  • the combination is superadditive in its killing, i.e. 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 formula given above.
  • the kill is determined in%. 100% means that all animals have been killed; 0% means that no animals have been killed.
  • Emulsifier 2.5 parts 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 plants which are infested with eggs, larvae and puparic of the white fly Bemisia tabaci, are immersed in a 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.

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  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
PCT/EP2001/001237 2000-02-18 2001-02-06 Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften Ceased WO2001060158A1 (de)

Priority Applications (15)

Application Number Priority Date Filing Date Title
EP01902414A EP1263287B1 (de) 2000-02-18 2001-02-06 Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften
BRPI0108427-5A BR0108427B1 (pt) 2000-02-18 2001-02-06 composiÇço contendo misturas de substÂncias ativas com propriedades inseticidas e acaricidas, sua aplicaÇço e seu processo de preparaÇço, bem como processo para combater pragas animais.
IL15106801A IL151068A0 (en) 2000-02-18 2001-02-06 Active substance combinations comprising insecticidal and acaricidal properties
AU30249/01A AU775704B2 (en) 2000-02-18 2001-02-06 Active substance combinations comprising insecticidal and acaricidal properties
JP2001559265A JP4928700B2 (ja) 2000-02-18 2001-02-06 殺虫性及び殺ダニ性を含む活性物質の組合わせ
MXPA02008011A MXPA02008011A (es) 2000-02-18 2001-02-06 Combinaciones de productos activos con propiedades insecticidas y acaricidas.
US10/204,011 US6653343B2 (en) 2000-02-18 2001-02-06 Active substance combinations comprising insecticidal and acaricidal properties
HU0204343A HUP0204343A3 (en) 2000-02-18 2001-02-06 Insecticidal and acaricidal synergetic mixture preparation and use thereof
CA2400425A CA2400425C (en) 2000-02-18 2001-02-06 Active substance combinations comprising insecticidal and acaricidal properties
DE50107115T DE50107115D1 (de) 2000-02-18 2001-02-06 Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften
PL01356369A PL356369A1 (en) 2000-02-18 2001-02-06 Active substance combinations comprising insecticidal and acaricidal properties
AT01902414T ATE301931T1 (de) 2000-02-18 2001-02-06 Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften
IL151068A IL151068A (en) 2000-02-18 2002-08-05 Active substance combinations containing toxic substances against insects and mites
US10/652,153 US7091233B2 (en) 2000-02-18 2003-08-29 Active substance combinations comprising insecticidal and acaricidal properties
US11/349,681 US7232845B2 (en) 2000-02-18 2006-02-08 Active substance combinations comprising insecticidal and acaricidal properties

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DE10007411A DE10007411A1 (de) 2000-02-18 2000-02-18 Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften

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US10/652,153 Division US7091233B2 (en) 2000-02-18 2003-08-29 Active substance combinations comprising insecticidal and acaricidal properties
US11/349,681 Division US7232845B2 (en) 2000-02-18 2006-02-08 Active substance combinations comprising insecticidal and acaricidal properties

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Cited By (11)

* Cited by examiner, † Cited by third party
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WO2001070027A3 (de) * 2000-03-21 2002-06-27 Bayer Ag Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften
US6706758B2 (en) 2000-03-21 2004-03-16 Bayer Aktiengesellschaft Combinations of active ingredients with insecticidal and acaricidal properties
EP1267620B1 (de) * 2000-03-21 2005-03-30 Bayer CropScience AG Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften
US7205289B2 (en) 2000-03-21 2007-04-17 Bayer Aktiengesellschaft Combinations of active ingredients with insecticidal and acaricidal properties
KR100730000B1 (ko) * 2000-03-21 2007-06-20 바이엘 악티엔게젤샤프트 살충 및 살비성을 갖는 활성 성분의 배합물
WO2005065453A1 (de) * 2004-01-07 2005-07-21 Bayer Cropscience Aktiengesellschaft Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften
WO2007098852A3 (de) * 2006-02-24 2008-12-11 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften
WO2011089071A2 (de) 2010-01-22 2011-07-28 Bayer Cropscience Ag Akarizide und/oder insektizide wirkstoffkombinationen
WO2011089071A3 (de) * 2010-01-22 2011-12-01 Bayer Cropscience Ag Akarizide und/oder insektizide wirkstoffkombinationen
US8722072B2 (en) 2010-01-22 2014-05-13 Bayer Intellectual Property Gmbh Acaricidal and/or insecticidal active ingredient combinations
EA022553B1 (ru) * 2010-01-22 2016-01-29 Байер Интеллектуэль Проперти Гмбх Применение комбинации биологически активных веществ, набор и средство, содержащие комбинацию биологически активных веществ, для борьбы с вредителями животного происхождения и способ улучшения использования продукционного потенциала трансгенного растения

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US6653343B2 (en) 2003-11-25
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DE10007411A1 (de) 2001-08-23
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US20030083371A1 (en) 2003-05-01
JP4928700B2 (ja) 2012-05-09
EP1263287B1 (de) 2005-08-17
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US20040044071A1 (en) 2004-03-04
CN1262187C (zh) 2006-07-05
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CA2400425C (en) 2011-05-24
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ATE301931T1 (de) 2005-09-15
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