EP1855532A2 - Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften - Google Patents

Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften

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Publication number
EP1855532A2
EP1855532A2 EP06706933A EP06706933A EP1855532A2 EP 1855532 A2 EP1855532 A2 EP 1855532A2 EP 06706933 A EP06706933 A EP 06706933A EP 06706933 A EP06706933 A EP 06706933A EP 1855532 A2 EP1855532 A2 EP 1855532A2
Authority
EP
European Patent Office
Prior art keywords
alkyl
substituted
optionally
methyl
spp
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.)
Withdrawn
Application number
EP06706933A
Other languages
German (de)
English (en)
French (fr)
Inventor
Reiner Fischer
Heike Hungenberg
Wolfgang Thielert
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience AG
Original Assignee
Bayer CropScience AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer CropScience AG filed Critical Bayer CropScience AG
Publication of EP1855532A2 publication Critical patent/EP1855532A2/de
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N47/04—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 >N—S—C≡(Hal)3 groups
    • 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

Definitions

  • the present invention relates to novel drug combinations which consist of known cyclic ketoenols on the one hand and ethiproles on the other hand and are very suitable for controlling animal pests such as insects and unwanted acarids.
  • EP-A-442 073 polycyclic 3-arylpyrrolidine-2,4-dione derivatives
  • EP-A-456 063 EP-A-521 334, EP-A- 596 298, EP-A-613 884, EP-A-613 885, WO 94/01 997, WO 95/26 954, WO 95/20572, EP-A-0 668 267,
  • X is 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 is hydrogen, in each case optionally halogen-substituted alkyl, alkoxyalkyl, saturated, optionally substituted cycloalkyl in which optionally at least one ring atom is replaced by a heteroatom,
  • B is hydrogen or alkyl
  • a and B together with the carbon atom to which they are attached, represent a saturated or unsaturated unsubstituted or substituted cycle, optionally containing at least one heteroatom,
  • D is hydrogen or an optionally substituted radical from the group consisting of alkyl, alkenyl, alkoxyalkyl, saturated cycloalkyl, in which optionally one or more ring members are replaced by heteroatoms,
  • a and D together with the atoms to which they are bonded represent a saturated or unsaturated and optionally at least one heteroatom-containing, unsubstituted or substituted in the A 5 D part of the cycle,
  • G is hydrogen (a) or one of the groups
  • E is a metal ion or an ammonium ion
  • L is oxygen or sulfur
  • M is oxygen or sulfur
  • R! in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or optionally substituted by halogen, alkyl or alkoxy-substituted cycloalkyl which is replaced by at least - -
  • a heteroatom may be interrupted, in each case optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl,
  • R is in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl or in each case optionally substituted cycloalkyl, phenyl or benzyl,
  • R 3 is optionally halogen-substituted alkyl or optionally substituted phenyl
  • R and R independently of one another are in each case optionally halogen-substituted alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio, cycloalkylthio or in each case optionally substituted phenyl, benzyl, phenoxy or phenylthio and
  • R and R independently of one another represent hydrogen, in each case optionally halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl, optionally substituted phenyl, optionally substituted benzyl or together with the N-atom to which they are attached, optionally substituted by Oxygen or sulfur interrupted optionally substituted ring and
  • insecticidal and acaricidal activity of the active compound combinations according to the invention is substantially higher than the sum of the effects of the individual active substances. There is an unpredictable true synergistic effect and not just an effect supplement.
  • W preferably represents hydrogen, C j -C 4 alkyl Cj-C 4 -alkoxy, chlorine, bromine or fluorine,
  • X preferably represents C j ⁇ -C alkyl, C 1 -C 4 -alkoxy, C j -C 4 haloalkyl, fluorine, chlorine or bromine,
  • Y and Z independently of one another preferably represent hydrogen, Cj-C 4 -alkyl, halogen, C 1 -C 4 -alkoxy or Cj-C 4 haloalkyl,
  • A preferably represents hydrogen or respectively optionally sub- stituators by halogen C r C 6 alkyl or C3-C8-cycloalkyl,
  • B is preferably 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 optionally one ring member is 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 is preferably hydrogen, in each case optionally fluorine- or chlorine-substituted C 1 -C 6 -alkyl, C 3 -C 4 -alkenyl or C 3 -C 6 -cycloalkyl,
  • a and D together preferably represent optionally methyl-substituted C 3 -C 4 -alkanediyl, in which optionally a methylene group is replaced by sulfur _.
  • G is preferably hydrogen (a) or one of the groups
  • E is a metal ion or an ammonium ion
  • M is oxygen or sulfur
  • R 1 preferably represents in each case optionally halogen-substituted Gj-Cio-alkyl, C 2 -C 10 -alkenyl, C r C 4 alkylthio-Ci-C4-alkyl or optionally substituted by fluorine, chlorine, Cj-C4 alkyl or Cj-C ⁇ -alkoxy-substituted C 3 -C 6 ⁇ cycloalkyl,
  • R 2 preferably represents in each case optionally fluorine- or chlorine-substituted C 1 -
  • R 3 preferably represents optionally fluorine-substituted C 1 -C 4 -alkyl or represents optionally by fluorine, chlorine, bromine, C 3 -C 4 alkoxy, trifluoromethyl, trifluoromethoxy, cyano or nitro substituted phenyl
  • R 4 preferably represents in each case optionally fluorine- or chlorine-substituted Ci-.
  • R 5 is preferably C 1 -C 4 -alkoxy or C r C 4 thioalkyl
  • R 6 preferably represents C r C 6 alkyl, C 3 -C 6 cycloalkyl, C r C 6 alkoxy, C 3 -C 6 alkenyl, C 1 -C 4 -alkoxy-Ci-C 4 -BIlCyI,
  • R 7 preferably represents C r C 6 alkyl, C 3 -C 6 alkenyl or alkyl C r C 4 alkoxy-C r C 4,
  • W. is particularly preferably hydrogen, methyl, ethyl, chlorine, bromine or methoxy
  • X particularly preferably represents chlorine, bromine, methyl, ethyl, propyl, i-propyl,
  • Y and Z are more preferably independently of one another hydrogen, fluorine, chlorine, bromine, methyl, ethyl, propyl, isopropyl, trifluoromethyl or methoxy,
  • B is particularly preferably hydrogen, methyl or ethyl
  • A, B and the carbon atom to which they are attached are particularly preferably saturated C ⁇ -cycloalkyl, in which optionally a ring member is replaced by oxygen and which is optionally substituted by methyl, ethyl, methoxy, ethoxy, propoxy or butoxy,
  • D is particularly preferably hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, AlyI, cyclopropyl, cyclopentyl or cyclohexyl, _ _
  • a and D together are particularly preferably C 3 -C 4 -alkanediyl optionally substituted by methyl,
  • G is particularly preferably hydrogen (a) or one of the groups
  • M is oxygen or sulfur
  • R 1 particularly preferably represents C r C 8 alkyl, C 2 -C 4 alkenyl, methoxymethyl, ethoxymethyl, ethylthiomethyl, cyclopropyl, cyclopentyl or cyclohexyl,
  • R 2 particularly preferably represents C 1 -C 6 -alkyl, C 2 -C 4 -alkenyl, methoxyethyl, etioxyethyl or phenyl or benzyl,
  • R 6 and R 7 independently of one another particularly preferably represent methyl, ethyl or together represent a C 5 -alkylene radical in which the C 3 -methylene group is replaced by oxygen.
  • W is very particularly preferably 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,
  • A, B and the carbon atom to which they are attached very particularly preferably represent saturated C 6 -cycloalkyl in which optionally one ring member is replaced by oxygen and which is optionally monosubstituted by methyl, methoxy, ethoxy, propoxy or butoxy, D is very particularly preferably hydrogen,
  • G is very particularly preferably hydrogen (a) or one of the groups
  • M is oxygen or sulfur
  • R 1 very particularly preferably represents C 1 -C 8 -alkyl, C 2 -C 4 -alkenyl, methoxy-ethyl, ethoxymethyl, ethylmethylthio, cyclopropyl, cyclopentyl, cyclohexyl or
  • R 2 is very particularly preferably represents C r C 8 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 represent a C 5 -alkylene radical in which the C 3 -methylene group passes through
  • the active ingredient combinations may also contain other fungicidal, acaricidal or insecticidal Zumischkomponenten beyond.
  • the combinations according to the invention contain active compounds of the formula (I) and ethiproles in the following preferred and particularly preferred mixing ratios:
  • Preferred mixing ratio 50: 1 to 1:50 _ _
  • Particularly preferred mixing ratio 25: 1 to 1:25
  • the mixing ratios are based on weight ratios.
  • the ratio is to be understood as the active ingredient of the formula (I): ethiprole.
  • 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 supply and protection of 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 supply and protection of 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 above mentioned pests include:
  • Symphyla e.g. Scutigerella immaculata.
  • Thysanura e.g. Lepisma saccharina.
  • Orthoptera e.g. Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus spp., Schistocerca gregaria.
  • Phthiraptera e.g. Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp., Damalinia spp.
  • Thysanoptera eg Hercinothrips femoralis, Thrips tabaci, Thrips pahni, Frankliniella accidentalis.
  • Heteroptera eg Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp.
  • Sitophilus spp. Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis,
  • Hypera postica Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethses aeneus, Ptinus spp., Niptus hololeucus, Gibbia psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha,
  • Amphimallon solstitialis Costelytra zealandica, Lissorhoptrus oryzophilus.
  • Hymenoptera e.g. Diprion spp., Hoplocampa spp., Lasius spp., Monomoriunx pharaonis, Vespa spp.
  • siphonaptera e.g. Xenopsylla cheopis, Ceratophyllus spp.
  • arachnids 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., Psoropts spp , Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp., Hemitarsonemus spp., Brevipalpus spp.
  • Scorpio maurus Latrodectus mactans, Acarus siro, Argas spp., Orni
  • the plant parasitic nematodes include e.g. Pratylenchus spp., Radopholus similis,
  • the active substance combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble
  • formulations are prepared in a known manner, e.g. by mixing the active compounds with extenders, that is to say liquid solvents and / or solid carriers, if appropriate using surface-active agents, ie emulsifiers and / or dispersants and / or foam-forming agents.
  • Suitable liquid solvents are essentially: aromatics, such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes,
  • Chloroethylene or methylene chloride Chloroethylene or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide , as well as water.
  • Suitable solid carriers are:
  • Ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals, such as fumed silica, alumina and silicates, as solid carriers for granules are suitable: e.g. broken and fractionated natural
  • Rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, coconut shells, corn cobs and tobacco stalks;
  • suitable emulsifiers and / or foam formers are: e.g. nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers. e.g.
  • Alkylaryl polyglycol ethers alkylsulfonates, alkyl sulfates, arylsulfonates and protein hydrolysates; suitable dispersants are: e.g. Lignin-sulphite liquors and methylcellulose.
  • adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex-like polymers, such as
  • Gum arabic polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids.
  • Other additives may 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
  • 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 as well as in the formulations prepared from these formulations in admixture with other active ingredients, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.
  • active ingredients such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.
  • the insecticides include, for example, phosphoric acid esters, carbamates, carboxylic acid esters, chlorinated hydrocarbons, phenylureas
  • Microorganisms produced substances among other things A mixture with other known active substances, such as herbicides or with fertilizers and growth regulators is possible.
  • the active compound combinations according to the invention may also be present when used as insecticides in their commercial formulations as well as in the formulations prepared from these formulations in admixture with synergists. Synergists are
  • the active substance content of the application forms prepared from the commercial formulations can vary within wide ranges.
  • the active ingredient concentration of the use forms may be from 0.0000001 to 95% by weight of active ingredient, preferably between 0.0001 and 1% by weight.
  • the application is done in a custom forms adapted to the application.
  • the active substance combinations When used against hygiene and storage pests, the active substance combinations are distinguished by an excellent residual action on wood and clay and by a good alkali stability on limed substrates.
  • the active ingredient combinations according to the invention not only act against plant, hygiene and storage pests, but also on the veterinary sector against animal parasites (ectoparasites) such as ticks, leather ticks, mange mites, running mites, flies (stinging and licking), parasitizing fly larvae, lice, hair pieces. Featherlings and fleas.
  • animal parasites ectoparasites
  • ticks such as ticks, leather ticks, mange mites, running mites, flies (stinging and licking), parasitizing fly larvae, lice, hair pieces. Featherlings and fleas.
  • Anoplurida e.g. Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp.
  • Trimenopon spp. Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damaiina spp., Trichodectes spp., Felicola spp.
  • Nematocerina and Brachycerina eg 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.
  • siphonaptrida e.g. Pulex spp., Ctencephalides spp., Xenopsylla spp., Ceratophyllus spp.
  • heteropterid e.g. Cimex spp., Triatoma spp., Rhodnius spp.
  • Actinedida Prostigmata
  • Acaridida e.g. Acarapis spp., Cheyletiella spp., Ornitrocheyletia spp., Myobia spp., Psorergates spp., Demodex spp.
  • Trombicula spp. Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Rnemidocoptes spp , Cytodites spp., Laminosioptes spp.
  • the active compound combinations according to the invention are also suitable for controlling arthropods which are farm animals, such as e.g. Cattle, Sheep, Goats, Horses,
  • the application of the active ingredient combination according to the invention takes place in the veterinary sector in a known manner by enteral administration in the form of, for example, tablets, capsules, drinkers, drenches, granules, pastes, boilies, the feed-through
  • Injections intramuscular, subcutaneous, intravenous, intraperitoneal, etc.
  • implants by nasal application, by dermal application in the form of, for example, dipping or bathing (dipping), spraying, pouring and spot-on, washing , the powdering and with the help of active substance-containing moldings, such as collars, ear tags, tail marks, limb bands, holsters, marking devices, etc.
  • active substance-containing moldings such as collars, ear tags, tail marks, limb bands, holsters, marking devices, etc.
  • the active ingredient combinations When used for livestock, poultry, pets, etc., the active ingredient combinations may be used as formulations (for example, powders, emulsions, flowables) containing the active ingredients in an amount of 1 to 80% by weight, directly or after 100 to 10,000 dilution or use as a chemical bath.
  • formulations for example, powders, emulsions, flowables
  • the active compound combinations according to the invention show a high insecticidal activity against insects which destroy industrial materials.
  • insects By way of example and preferably without limiting however, the following insects are mentioned:
  • Reticulitermes santonensis Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus.
  • Bristle tails like Lepisma saccharina.
  • Technical materials in the present context are non-living materials, such as preferably plastics, adhesives, glues, papers and cardboard, leather, wood, wood processing products and paints.
  • the material to be protected from insect attack is wood and woodworking products.
  • Wirkstoffkombinatjonen can be used as such, in the form of concentrates or commonly used formulations such as powder, granules, solutions, suspensions, emulsions or pastes.
  • the formulations mentioned can be prepared in a manner known per se, e.g. by mixing the active compounds with at least one solvent or diluent, emulsifier, dispersing and / or binding or fixing agent, water repellent, optionally siccatives and UV stabilizers and optionally dyes and pigments, and further processing aids.
  • insecticides used for the protection of wood and wood-based materials means or
  • Concentrates contain the active ingredient according to the invention in a concentration of 0.0001 to 95 wt .-%, in particular 0.001 to 60 wt .-%.
  • the amount of agents or concentrates used depends on the nature and occurrence of the insects and on the medium.
  • the optimal amount used 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 ingredient, based on the material to be protected.
  • the solvent and / or diluent used is an organic-chemical solvent or solvent mixture and / or an oily or oily heavy-volatile organic-chemical solvent or solvent mixture and / or a polar organic solvent.
  • organic-chemical solvents are preferably oily or oily solvents having an evaporation number above 35 and a flash point above 30 0 C, preferably above 45 ° C used.
  • water-insoluble, oily and oily solvents corresponding mineral oils or their aromatic fractions or mineral oil-containing solvent mixtures, preferably white spirit, petroleum and / or alkylbenzene are used.
  • Mineral oils having a boiling range of 170 to 220 0 C, white spirit having a boiling range of 170 to 22O 0 C, spindle oil with a boiling range of 250 to
  • organic low volatile oily or oily solvents having an evaporation number above 35 and a flash point above 30 0 C, preferably above 45 ° C, can be partially replaced by light or medium volatile organic chemical solvents, with the proviso that the solvent mixture is also a
  • a portion 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 are used, for example glycol ethers, esters or the like.
  • organic-chemical binders in the context of the present invention, the known water-dilutable and / or in the organic-chemical
  • Solvents soluble or dispersible or emulsifiable synthetic resins and / or binding drying oils in particular binders consisting of or containing an acrylate resin, a 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-cumarone resin, silicone resin, drying vegetable and / or drying Oils and / or physically drying binders based on a
  • the synthetic resin used as the binder may 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 inhibitors or per se known
  • At least one alkyd resin or modified alkyd resin and / or a drying vegetable oil is preferably present as the organic-chemical binder in the middle or in the concentrate.
  • Alkyd resins with an oil content of more than 45% by weight, preferably 50 to 68% by weight, are preferably used according to the invention.
  • the mentioned binder can be completely or partially replaced by a fixing agent (mixture) or a plasticizer (mixture). These additives are intended to prevent volatilization of the active ingredients and crystallization or failure. Preferably, they replace 0.01 to 30% of the binder (based on 100% of the binder used).
  • the plasticizers are derived from the chemical classes of phthalic acid esters such as dibutyl, dioctyl or benzyl butyl phthalate, phosphoric 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, glycerol ethers or higher molecular weight glycol ethers, glycerol esters and p-toluenesulfonic acid ester.
  • phthalic acid esters such as dibutyl, dioctyl or benzyl butyl phthalate
  • phosphoric esters such as tributyl phosphate
  • adipic acid esters such as di (2-ethylhexyl) adipate
  • stearates such as butyl
  • Fixing agents are chemically based on polyvinyl alkyl ethers such as e.g. Polyvinyl methyl ether or ketones such as benzophenone, ethylene benzophenone.
  • Particularly suitable solvents or diluents are also water, optionally in admixture with one or more of the abovementioned organochemical solvents or diluents, emulsifiers and dispersants.
  • wood protection is provided by large scale impregnation methods, e.g. Vacuum, double vacuum or printing process achieved.
  • the active compound combinations according to the invention can be used for protection against growth of objects, in particular hulls, sieves, nets, structures, quaysides and signal systems, which come into contact with seawater or brackish water.
  • sessile oligochaetes such as limeworm worms, shells and species of the group Ledamorpha (barnacles), such as various Lepas and scalpelum species, or species of the group Balanomorpha (barnacles), such as Baianus or Pollicipes species
  • barnacles such as various Lepas and scalpelum species
  • Balanomorpha such as Baianus or Pollicipes species
  • Ectocarpus sp. and Ceramium sp. is particularly the fouling by sessile Entomostraken groups, which are summarized under the name Cirripedia (cirripeds), particular importance.
  • heavy metals such as e.g. in bis (trialkyltin) sulfides, tri-w-butyl tin laurate, tri-w-butyltin chloride, copper (I) oxide, triethyltin chloride, tri-n-butyl (2-phenyl-4-chlorophenoxy) -tin, tributyltin oxide, Molybdenum disulfide, antimony oxide, polymeric butyl titanate, phenyl (bispyridine) bismuth chloride, tri-buryltin fluoride, manganese ethylene bis-thiocarbamate, zinc dimethyldithiocarbamate, zinc ethylenebisthiocarbamate, zinc and copper salts of 2-pyridinethiol-1-oxide, bisdimethyldithiocarbamoylzinc ethylene bisthiocarbamate, zinc oxide, copper ( I) - ethylene bisdi
  • the ready-to-use antifouling paints may optionally contain other active substances, preferably algicides, fungicides, herbicides, molluscicides or other antifouling active 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
  • the antifouling agents of the invention further contain the usual ingredients, e.g. in Ungerer, Chem. Ind. 1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge, 1973.
  • Antifouling paints contain, in addition to the algicidal, fungicidal, molluscicidal and insecticidal insecticides according to the invention, in particular binders.
  • 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 / Acrymitrile rubbers, drying oils, such as linseed oil, rosin 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 also contain inorganic pigments, organic pigments or dyes which are preferably insoluble in seawater. Furthermore, can be
  • Coating materials such as rosin are included to allow controlled release of the active ingredients.
  • the paints may further contain plasticizers, rheology modifiers, and other conventional ingredients. Also in self-polishing antifouling systems, the compounds of the invention or the above-mentioned mixtures can be incorporated.
  • insects in particular insects, arachnids and mites, which are used in enclosed spaces, such as, for example, apartments, factory halls, offices, vehicle cabins and the like. 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. These pests include:
  • 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.
  • Opiliones e.g. Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium.
  • Zygentoma e.g. Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus.
  • Anopheles spp. Calliphora erythrocephala, Chrysozona pluvialis, Culex quinquefasciatus, Culex pipiens, Culex tarsalis, Drosophila spp., Fannia canicularis, Musca domestica, Phlebotomus spp., Sarcophaga carnaria, Simulium spp., Stomoxys calcitrans, Tipula paludosa.
  • Lepidoptera e.g. Achroia grisella, Galleria mellonella, Plodia interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella.
  • Ctenocephalides canis Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis.
  • Hymenoptera for example, Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum. From the order of Anoplura eg Pediculus humanus capitis, Pediculus humanus corporis, Phthirus pubis.
  • Heteroptera e.g. Cimex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans.
  • Application is in aerosols, non-pressurized sprays, e.g. Pump and atomizer sprays, fog machines, foggers, foams, gels, evaporator products with cellulose or plastic evaporator plates, liquid evaporators, gel and membrane evaporators, propeller driven evaporators, energyless or passive evaporation systems, moth papers, moth cakes and moth gels, as granules or dusts, in litter or bait stations.
  • Pump and atomizer sprays e.g. Pump and atomizer sprays, fog machines, foggers, foams, gels, evaporator products with cellulose or plastic evaporator plates, liquid evaporators, gel and membrane evaporators, propeller driven evaporators, energyless or passive evaporation systems, moth papers, moth cakes and moth gels, as granules or dusts, in litter or bait stations.
  • 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 being leaves, needles, stems, stems, flowers,
  • Fruits, fruits and seeds and roots, tubers and rhizomes are listed.
  • the plant parts also include crop and vegetative and generative Vermelirungsmaterial, such as cuttings, tubers, Rhiozome, offshoots and seeds.
  • the treatment according to the invention of the plants and plant parts with the active substance combinations is carried out directly or by acting on their environment, habitat or storage space according to the usual treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, spreading, spreading and in propagation material, in particular in seeds, further by single or multi-layer wrapping.
  • plants and their parts can be treated.
  • wild species or plant species obtained by conventional biological breeding methods such as crossing or protoplast fusion
  • plant varieties and their parts are treated.
  • transgenic plants and plant varieties which have been obtained by genetic engineering optionally in combination with conventional methods (Genetically Modified Organisms) and their parts treated.
  • the term “parts” or “parts of plants” or “plant parts” has been explained above.
  • the treatment according to the invention may also give rise to superadditive ("synergistic") effects.
  • superadditive for example, reduced application rates and / or extensions of the activity spectrum and / or a
  • Enhancement of the efficacy of the materials and agents to be used better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salinity, increased flowering efficiency, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher storage capacity and / or machinability of the harvested products possible, which go beyond the actual expected effects.
  • the preferred plants or plant varieties to be treated according to the invention to be treated include all plants which, as a result of the genetic engineering modification, obtained genetic material which gives these plants particularly advantageous valuable properties ("traits"). Examples of such properties are better plant growth, increased tolerance to high or low temperatures, increased tolerance to dryness or to bottoms salt, increased flowering, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products , higher
  • transgenic plants include the important crops such as cereals (wheat, rice), corn, soy, potato, cotton, rapeseed and fruit plants (with the fruits apples, pears, citrus fruits and grapes), with corn, soy, potato, cotton and rapeseed should be highlighted.
  • cereals wheat, rice
  • corn, soy, potato, cotton, rapeseed and fruit plants with the fruits apples, pears, citrus fruits and grapes
  • corn, soy, potato, cotton and rapeseed should be highlighted.
  • properties are particularly emphasized the increased - -
  • Bt plants Repelling the plants against insects by toxins produced in the plants, in particular those produced by the genetic material from Bacillus thuringiensis (eg by the genes Cry ⁇ A (a), Cry ⁇ A (b), Cry ⁇ A (c), CryUA, CrylHA, CrylHB2, Cry9c Cry2Ab, Cry3Bb and CryH 7 and their combinations) in the plants (hereinafter "Bt plants”).
  • Bt plants Traits that are also particularly emphasized are the increased tolerance of the plants to certain herbicidal active compounds, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg "PAT" gene).
  • genes which confer the desired properties can also occur in combinations with one another in the transgenic plants.
  • “Bt plants” are maize varieties, cotton varieties, soybean varieties and potato varieties that are marketed under the trade names YIELD GARD® (eg corn, cotton, soya), KnockOut® (eg corn), StarLink® (eg maize), Bollgard®. (Cotton), Nucotn® (cotton) and NewLeaf® (potato).
  • YIELD GARD® eg corn, cotton, soya
  • KnockOut® eg corn
  • StarLink® eg maize
  • Bollgard® Bollgard®.
  • Nucotn® cotton
  • NewLeaf® potato
  • Examples of herbicide-tolerant plants are maize varieties, cotton varieties and soybean varieties, which are sold under the trade names Roundup Ready® (tolerance to
  • Glyphos e.g. Corn, cotton, soy
  • Liberty Link® tolerance to phosphinotricin, e.g., rapeseed
  • IMI® tolerance to imidazolinone
  • STS® tolerance to sulfonylureas, e.g., corn.
  • Herbicide-resistant plants also include the varieties sold under the name Clearfeld® (for example corn). Of course, these statements also apply to future or future marketed plant varieties with these or future developed genetic traits.
  • the listed plants can be treated particularly advantageously according to the invention with the Wirkstoffinischung invention.
  • the preferred ranges given for the mixtures above also apply to the treatment of these plants.
  • Particularly emphasized is the plant treatment with the mixtures specifically mentioned in the present text.
  • a synergistic effect is always present in insecticides and acaricides whenever 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 drugs can be calculated according to SR Colby, Weeds. 15 (1967), 20-22) as follows:
  • X means the degree of killing, expressed in% of the untreated control, when using the active substance A at a rate of m g / ha or in a concentration of m ppm,
  • Y means the degree of killing, expressed in% of the untreated control, when using the active ingredient B in an application rate of n g / ha or in a concentration of n ppm
  • E means the degree of killing, expressed in% of the untreated control, when using the active compounds A and B in an amount by weight of m and n g / ha or in a concentration of m and n ppm,
  • the combination is over-additive in its kill, ie, there is a synergistic effect.
  • the actually observed kill rate must be greater than the expected kill rate (E) value calculated from the above formula.
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether
  • Active ingredient with the specified amount of solvent and emulsifier and the concentrate is diluted with emulsifier-containing water to the desired concentration.
  • Cabbage leaves (Brassica oleracea) that are heavily infested with the peach aphid (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 aphids have been killed; 0% means that no aphids have been killed.
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether
  • Active ingredient with the specified amount of solvent and emulsifier and the concentrate is diluted with emulsifier-containing water to the desired concentration.
  • Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with caterpillars of the cabbage (Plutella xylostella) while the leaves are still moist.
  • the kill is determined in%. 100% means that all caterpillars have been killed; 0% means that no caterpillars have been killed.
  • Test insect Diabrotica balteata - larvae in soil
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether
  • the preparation of active compound is poured onto the ground.
  • the concentration of the active ingredient in the preparation plays virtually no role, the only decisive factor is the
  • Emulsifier 1 part by weight of alkylarylpolyglycol either
  • Active substance 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 variety Roundup Ready (trademark of Monsanto Comp. USA) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with the tobacco budworm Heliothis virescens while the leaves are still moist.

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  • 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)
EP06706933A 2005-02-22 2006-02-14 Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften Withdrawn EP1855532A2 (de)

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DE102005008033A DE102005008033A1 (de) 2005-02-22 2005-02-22 Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
PCT/EP2006/001326 WO2006089665A2 (de) 2005-02-22 2006-02-14 Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften

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Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102004011006A1 (de) * 2004-03-06 2005-09-22 Bayer Cropscience Ag Suspensionskonzentrate auf Ölbasis
DE102004053191A1 (de) 2004-11-04 2006-05-11 Bayer Cropscience Ag 2,6-Diethyl-4-methyl-phenyl substituierte Tetramsäure-Derivate
DE102004053192A1 (de) * 2004-11-04 2006-05-11 Bayer Cropscience Ag 2-Alkoxy-6-alkyl-phenyl substituierte spirocyclische Tetramsäure-Derivate
DE102005048539A1 (de) * 2005-10-11 2007-04-12 Bayer Cropscience Ag Suspensionskonzentrate auf Ölbasis
DE102006025874A1 (de) 2006-06-02 2007-12-06 Bayer Cropscience Ag Alkoxyalkyl-substituierte cyclische Ketoenole
DE102006027730A1 (de) * 2006-06-16 2007-12-20 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE102006027731A1 (de) 2006-06-16 2007-12-20 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE102006031978A1 (de) * 2006-07-11 2008-01-17 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE102006031976A1 (de) * 2006-07-11 2008-01-17 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE102006033154A1 (de) 2006-07-18 2008-01-24 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE102006057037A1 (de) * 2006-12-04 2008-06-05 Bayer Cropscience Ag cis-Alkoxyspirocyclische biphenylsubstituierte Tetramsäure-Derivate
EP2008519A1 (de) 2007-06-28 2008-12-31 Bayer CropScience AG Verwendung von Wirkstoffkombinationen mit insektiziden Eigenschaften zur Bekämpfung von tierischen Schädlingen aus der Familie der Stinkwanzen
EP2011394A1 (de) * 2007-07-03 2009-01-07 Bayer CropScience AG Verwendung von Tetramsäure - Derivaten zur Bekämpfung von virusübertragenden Vektoren
EP2067403A1 (en) * 2007-12-03 2009-06-10 Bayer CropScience AG Pesticidal compound mixtures comprising ethiprole and specific carbamates
EP2234484B1 (en) * 2007-12-20 2012-12-05 Bayer CropScience AG Use of tetramic acid derivatives for controlling nematodes
EP2127522A1 (de) * 2008-05-29 2009-12-02 Bayer CropScience AG Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
US8683346B2 (en) * 2008-11-17 2014-03-25 Sap Portals Israel Ltd. Client integration of information from a supplemental server into a portal
CN101406195B (zh) * 2008-11-20 2011-12-07 深圳诺普信农化股份有限公司 含有乙虫腈和阿维菌素具有增效杀虫作用的组合物
US8389443B2 (en) * 2008-12-02 2013-03-05 Bayer Cropscience Ag Geminal alkoxy/alkylspirocyclic substituted tetramate derivatives
US8846946B2 (en) 2008-12-02 2014-09-30 Bayer Cropscience Ag Germinal alkoxy/alkylspirocyclic substituted tetramate derivatives
DE102009028001A1 (de) 2009-07-24 2011-01-27 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
WO2011029536A2 (de) * 2009-09-09 2011-03-17 Bayer Cropscience Ag Verwendung von cyclischen ketoenolen gegen pflanzenpathogene bakterien
KR101789527B1 (ko) * 2011-03-01 2017-10-25 바이엘 인텔렉쳐 프로퍼티 게엠베하 2-아실옥시피롤린-4-온
AR099336A1 (es) * 2014-02-17 2016-07-13 Bayer Cropscience Ag Indol- y bencimidazolcarboxamidas como insecticidas y acaricidas
CN114149433A (zh) * 2020-09-07 2022-03-08 海利尔药业集团股份有限公司 一种含氮螺环衍生物或其作为农药可接受的盐、组合物及其用途
DE102022103042B3 (de) 2022-02-09 2023-05-25 Dekra E.V. Vorrichtung und Verfahren zur Überprüfung der Standsicherheit von Masten

Family Cites Families (39)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3264177A (en) * 1964-02-17 1966-08-02 Dow Chemical Co Methods for the control of arachnids
US4021224A (en) * 1971-12-09 1977-05-03 Stauffer Chemical Company Herbicide compositions
US3989503A (en) * 1972-10-13 1976-11-02 Stauffer Chemical Company Herbicidal antidote compositions with substituted oxazolidines and thiazolidines
MA19709A1 (fr) * 1982-02-17 1983-10-01 Ciba Geigy Ag Application de derives de quinoleine a la protection des plantes cultivees .
ATE103902T1 (de) * 1982-05-07 1994-04-15 Ciba Geigy Ag Verwendung von chinolinderivaten zum schuetzen von kulturpflanzen.
DE3525205A1 (de) * 1984-09-11 1986-03-20 Hoechst Ag, 6230 Frankfurt Pflanzenschuetzende mittel auf basis von 1,2,4-triazolderivaten sowie neue derivate des 1,2,4-triazols
EP0191736B1 (de) * 1985-02-14 1991-07-17 Ciba-Geigy Ag Verwendung von Chinolinderivaten zum Schützen von Kulturpflanzen
US4925868A (en) * 1986-08-29 1990-05-15 Takeda Chemical Industries, Ltd. 4-Hydroxy-3-pyrrolin-2-ones and treatment of circulatory disorders therewith
DE3633840A1 (de) * 1986-10-04 1988-04-14 Hoechst Ag Phenylpyrazolcarbonsaeurederivate, ihre herstellung und verwendung als pflanzenwachstumsregulatoren und safener
DE3808896A1 (de) * 1988-03-17 1989-09-28 Hoechst Ag Pflanzenschuetzende mittel auf basis von pyrazolcarbonsaeurederivaten
US4985063A (en) * 1988-08-20 1991-01-15 Bayer Aktiengesellschaft 3-aryl-pyrrolidine-2,4-diones
ES2063108T3 (es) * 1989-01-07 1995-01-01 Bayer Ag Derivados de 3-aril-pirrolidin-2,4-diona.
DE3929087A1 (de) * 1989-09-01 1991-03-07 Bayer Ag 3-aryl-pyrrolidin-2,4-dion-derivate
DE4107394A1 (de) * 1990-05-10 1991-11-14 Bayer Ag 1-h-3-aryl-pyrrolidin-2,4-dion-derivate
EP0492366B1 (de) * 1990-12-21 1997-03-26 Hoechst Schering AgrEvo GmbH Neue 5-Chlorchinolin-8-oxyalkancarbonsäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Antidots von Herbiziden
US5811374A (en) * 1991-02-07 1998-09-22 Bayer Aktiengesellschaft 3-aryl-pyrrolidine-2,4-dione derivatives
US5224434A (en) * 1991-02-11 1993-07-06 Card Roy T Method and apparatus for producing tufts from different yarns in longitudinal lines
DE4121365A1 (de) * 1991-06-28 1993-01-14 Bayer Ag Substituierte 1-h-3-aryl-pyrrolidin-2,4-dion-derivate
TW259690B (pt) * 1992-08-01 1995-10-11 Hoechst Ag
AU666040B2 (en) * 1992-10-28 1996-01-25 Bayer Aktiengesellschaft Substituted 1-H-3-aryl-pyrrolidine-2,4-dione derivatives
DE4306259A1 (de) * 1993-03-01 1994-09-08 Bayer Ag Dialkyl-1-H-3-(2,4-dimethylphenyl)-pyrrolidin-2,4-dione, ihre Herstellung und ihre Verwendung
DE4306257A1 (de) * 1993-03-01 1994-09-08 Bayer Ag Substituierte 1-H-3-Phenyl-5-cycloalkylpyrrolidin-2,4-dione, ihre Herstellung und ihre Verwendung
CN1129444A (zh) * 1993-07-05 1996-08-21 拜尔公司 取代的芳基酮-烯醇杂环类化合物
DE4431730A1 (de) * 1994-02-09 1995-08-10 Bayer Ag Substituierte 1H-3-Aryl-pyrrolidin-2,4-dion-Derivate
ES2190786T3 (es) * 1994-04-05 2003-08-16 Bayer Cropscience Ag 1-h-3-aril-pirrolidin-2,4-dionas alcoxi-alquil-substituidas como herbicidas y pesticidas.
CN1152860C (zh) * 1995-06-30 2004-06-09 拜尔公司 二烷基-卤代苯基取代的酮-烯醇
SE517612C2 (sv) * 1995-12-20 2002-06-25 Rhone Poulenc Agrochimie Användning av 5-amino-4-etylsulfinyl-1-arylpyrazol föreningar som pesticider
CN1215390A (zh) * 1996-04-02 1999-04-28 拜尔公司 取代的苯基酮烯醇杀虫剂及除草剂
ES2251022T3 (es) * 1996-05-10 2006-04-16 Bayer Cropscience Ag Nuevos piridilcetoenoles sustituidos.
DE19621522A1 (de) * 1996-05-29 1997-12-04 Hoechst Schering Agrevo Gmbh Neue N-Acylsulfonamide, neue Mischungen aus Herbiziden und Antidots und deren Verwendung
ES2275796T3 (es) * 1996-08-05 2007-06-16 Bayer Cropscience Ag Fenilcetoenoles 2- y 2,5-substituidos.
DE19632126A1 (de) * 1996-08-09 1998-02-12 Bayer Ag Phenylsubstituierte cyclische Ketoenole
DE19742951A1 (de) * 1997-09-29 1999-04-15 Hoechst Schering Agrevo Gmbh Acylsulfamoylbenzoesäureamide, diese enthaltende nutzpflanzenschützende Mittel und Verfahren zu ihrer Herstellung
DE10024934A1 (de) * 2000-05-19 2001-11-22 Bayer Ag Wirkstoffkombinationen mit insektiziden akariziden Eigenschaften
AR029677A1 (es) * 2000-06-29 2003-07-10 Bayer Ag Combinaciones de compuestos activos con propiedades insecticidas y acaricidas
DE10042736A1 (de) * 2000-08-31 2002-03-14 Bayer Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE10043610A1 (de) * 2000-09-05 2002-03-14 Bayer Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE10055941A1 (de) * 2000-11-10 2002-05-23 Bayer Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE10330724A1 (de) * 2003-07-08 2005-01-27 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2006089665A2 *

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DE102005008033A1 (de) 2006-08-24
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KR20070106568A (ko) 2007-11-01
AU2006218277A1 (en) 2006-08-31
US20080287435A1 (en) 2008-11-20
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JP4966207B2 (ja) 2012-07-04
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WO2006089665A2 (de) 2006-08-31
BRPI0607896B1 (pt) 2015-06-02
WO2006089665A3 (de) 2007-03-01

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