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
  • A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
• • 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
  • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
  • A01N43/647—Triazoles; Hydrogenated triazoles

Definitions

• HSF Heat Shock Factors
• HSP Heat Shock Proteins
• tubers, rootlets and stalk vegetables for example celery, beetroot, carrots, radishes, horseradish, salsify, asparagus, turnips, palm sprouts, bamboo shoots, and also onions, for example onions, leeks, fennel, garlic;
• Shrubs and conifers such as ficus, rhododendron, spruce, fir, pine, yew, juniper, pine, oleander.
• spices perennial and perennial plants such as anise, chili, pepper, pepper, vanilla, maj oran, thyme, cloves, juniper berries, cinnamon, tarragon, coriander, saffron, ginger.
• the insecticide and / or acaricide according to the invention and / or nematicidal anthranilic acid amides are defined by the general formula (I)
• R 3 is C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkylaminocarbonyl or di (C 1 -C 6 ) -alkylaminocarbonyl, or
• Z is N, CH, CF, CC1, CBr or CI
• the compounds of general formula (I) also include N-oxides and salts (I).
• active compounds of formula (I) are preferred, particularly preferred, very particularly preferred or particularly preferred, where
• R 3 is particularly preferably C 2 -C -alkoxycarbonyl, C 2 -C -alkylcarbonyl, C 2 -C -alkylaminocarbonyl, or
• R 4 furthermore particularly preferably represents iodine or cyano.
• R 5 preferably represents dC 4 alkyl, C 3 -C 6 cycloalkyl, Ci-C4-haloalkyl, Ci-C 6 halocycloalkyl, C 2 -C 6 - alkenyl, C 2 -C 4 haloalkenyl, C 2 - C 4 -alkynyl, C 2 -C -haloalkynyl, C 1 -C 4 -alkoxy, C 1 -C -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulfinyl, C 1 -C 4 -alkylsulfonyl, C 1 -C -haloalkylthio, C is -haloalkylsulfinyl, C 1 -C -haloalkylsulfonyl, halogen, cyano, nitro or C 3 -C 6 -trialkyl
• R 5 is particularly preferably C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C -haloalkyl, C 1 -C 6 -cycloalkyl, C 2 -C 6 -alkenyl, C 2 -C -haloalkenyl, C 2 - C 1 -C 4 -alkynyl, C 2 -C -haloalkynyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, fluorine, chlorine, bromine, iodine, cyano, nitro or C 3 -C 6 -trialkylsilyl,
• a particularly preferably represents CH 2 , CH (CH 3 ), -CH 2 O- or -C ( O) -CH 2 -,
• Qz very particularly preferred for azetidine, oxetane or thietane, pyrrolidine, pyrroline, pyrazolidine, pyrazoline, imidazolidine, imidazolidone, imidazoline, tetrahydrofuran, tetrahydrothiophene, thiazolidine, isothiazolidine, isoxazoline, which is optionally monosubstituted or polysubstituted by identical or different substituents, and where the substituents can be selected independently of one another from hydrogen, methyl, ethyl, isopropyl, hydroxy, methoxy, trifluoromethoxy, fluorine, chlorine, bromine, cyano, difluoromethyl, trifluoromethyl, preferably C 1 -C 6 -alkyl or the radical
• R 9 independently of one another very particularly preferably represents fluorine, chlorine or bromine
• Z is preferably N, CH, CF, CC1, CBr or CI
• R 8 particularly preferably represents methyl, ethyl, propyl, iso-propyl, n-butyl, sec-butyl or iso-butyl or a direct bond
• Q Y is very particularly preferably an optionally mono- or polysubstituted 5- or 6-membered heteroaromatic ring of the series Q-36 to Q-40, Q43, Q-58 to Q-59, Q62, Q63, an aromatic 9-membered fused heterobicyclic ring system Q-54 to Q-56 as well as a 5-membered heterocyclic ring Q-60 to Q-61, where the substituents can be independently selected from Ci-C 3 alkyl, Ci-C 3 haloalkyl, Ci C 2 alkoxy, halogen, cyano, hydroxy, nitro or C 1 -C 2 haloalkoxy, or wherein the substituents may be independently selected from phenyl or a 5- or 6-membered heteroaromatic ring, where phenyl or the ring is optionally simple or more times, identically or differently, with Ci-C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C
• the oxo group as a substituent on a ring C atom then means, for example, a carbonyl group in the heterocyclic ring.
• lactones and lactams are preferably also included.
• the oxo group can also occur on the hetero ring atoms, which can exist in different oxidation states, for example at N and S, and then form, for example, the divalent groups -N (O) -, -S (O) - (also short SO) and -S (0) 2 - (also short S0 2 ) in the heterocyclic ring.
• -N (O) and -S (O) groups both enantiomers are included.
• R 3 represents hydrogen or represents in each case optionally monosubstituted or polysubstituted by identical or different substituents, Ci-C 6 alkyl, Ci-C 6 alkoxy, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 2 -cycloalkyl, C 3 - Ci 2 cycloalkyl-Ci-C 6 alkyl, wherein the substituents may be independently selected from halogen, amino, cyano, nitro, hydroxy, Ci-C 6 alkyl, C 3 -C 6 cycloalkyl, C 1 -C4- alkoxy, Ci-C4-haloalkoxy, Ci-C 4 alkylthio, C 2 -C 6 alkoxycarbonyl, Ci-C 6 alkylcarbonyl C 3 -C 6 - cycloalkylamino, or a 5- or 6-membered heteroaromatic ring,
• R 4 is halogen, cyano or methyl
• Qy represents an optionally mono- or polysubstituted 5- or 6-membered heteroaromatic ring of the series Q-36 to Q-40, Q43, Q-58 to Q-59, Q62, Q63, a 9-membered aromatic heterobicyclic ring system Q- 54 to Q-56 and also a 5-membered heterocyclic ring Q-60 to Q-61, where the substituents can be selected independently of one another from C 1 -C 3 -alkyl, C 1 -C 3 -haloalkyl, C 1 -C 2 - Alkoxy, halogen, cyano, hydroxy, nitro or Ci-C 2 -haloalkoxy, wherein the compounds of formula (II) may be in the form of salts.
• R 4 is preferably halogen, cyano or methyl
• Q Y is preferably an optionally mono- or polysubstituted or differently substituted heteroaromatic ring of the series Q-37, Q-38, Q-39, Q-40, Q43, Q-58, Q-59, Q62 and Q63, as well as a 5-membered heterocyclic ring Q-60, where the substituents can be selected independently of one another from methyl, ethyl, cyclopropyl, tert-butyl, chlorine, fluorine, iodine, bromine, cyano, nitro, difluoromethyl, trifluoromethyl, pentafluoroethyl, n-heptafluoropropyl and iso-heptafluoropropyl.
• anthramic acid amide derivatives takes place against a wide range of animal pests, in particular insects, arachnids, helminths, nematodes and mollusks, found in agriculture, horticulture, forests and gardens and recreational facilities, against normally sensitive and resistant species and against all or individual stages of development. These pests include:
• Curculio spp. Cryptolestes ferruginus, Cryptorhynchus lapathi, Cylindrocopturus spp., Dermestes spp., Diabrotica spp., Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epilachna spp., Epitrix spp., Faustinus spp., Gibbium psylloides, Gnathocerus comutus, Hellula and alis, Heteronychus arator, Heteronyx spp., Hylamo ha elegans , Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., Lachnostema consanguinea, Lasioderma serricome, Latheticus oryzae, Lathridius spp., Lema spp., Leptinotarsa dece
• Triatoma spp. From the order of Homoptera eg Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp., Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleyrodes proletella, Aleurolobus barodensis, Aleurothrixus floccosus, Allocaridara malayensis, Amrasca spp.
• Hymenoptera e.g. Acromyrmex spp., Athalia spp., Atta spp., Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Sirex spp., Solenopsis invicta, Tapinoma spp., Urocerus spp., Vespa spp., Xeris spp.
• Protoparce spp. Pseudaletia spp., Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachiplusia nu, Schoenobius spp., Scirpophaga spp., Scirpophaga innotata, Ontario segetum, Sesamia spp., Sesamia inferens, Sparganothis spp.
• Pests of the Mollusca strain in particular of the bivalve class, e.g. Dreissena spp., As well as from the class Gastropoda e.g. Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp. Animal parasites from the strains of Plathelminthes and Nematoda, e.g.
• plant parasitic nematodes in particular Aphelenchoides spp., Bursaphelenchus spp., Ditylenchus spp., Globodera spp., Heterodera spp., Longidorus spp., Meloidogyne spp., Pratylenchus spp., Radopholus spp., Trichodorus spp., Tylenchulus spp, Xiphinema spp.
• Another object of the present invention is an application solution for the treatment of plants, comprising an effective for increasing the resistance of plants to abiotic stress factors amount of at least one compound selected from the group consisting of Anthranilklamidderivaten the general formula (I).
• an effective for increasing the resistance of plants to abiotic stress factors amount of at least one compound selected from the group consisting of Anthranilklamidderivaten the general formula (I).
• Anthranilklamidderivaten the general formula (I).
• drought, cold and heat conditions, osmotic stress, waterlogging, elevated soil salt content, increased exposure to minerals, ozone conditions, high light conditions, limited availability of nitrogen nutrients, limited availability of phosphorus nutrients may be among the abiotic stress conditions that can be relied on.
• anthranilic acid amide derivatives used according to the invention are applied by application to appropriate plants or plant parts to be treated.
• the inventively provided use of the compounds (I) according to the invention is preferably carried out with a dosage between 0.0005 and 3 kg / ha, more preferably between 0.001 and 2 kg / ha, particularly preferably between 0.005 and 1 kg / ha.
• resistance or resistance to abiotic stress is understood to mean various advantages for plants. Such advantageous properties are manifested, for example, in the following improved plant characteristics: improved root growth in terms of surface area and depth, increased runners or stocking, stronger and more productive shoots and tillers, improvement in shoot growth, increased stability, increased shoot base diameter, increased leaf area, higher yields of nutrients.
• the use according to the invention in the application to plants and parts of plants shows the advantages described.
• known substances which influence plant maturity can be combined with the anthramic acid amide derivatives according to the invention.
• the following active ingredients may be mentioned (the compounds are either with the "common name” according to the International Organization for Standardization (ISO) or the chemical name or with the code number) and always include all forms of application such as acids, salts, esters and Isomers such as stereoisomers and optical isomers.
• ISO International Organization for Standardization
• Isomers such as stereoisomers and optical isomers.
• Rhizobitoxin 2-amino-ethoxy-vinylglycine (AVG), methoxyvinylglycine (MVG), vinylglycine, aminooxyacetic acid, sinefungin, S-adenosylhomocysteine, 2-keto-4-methylthiobutyrate, (isopropylidene) -aminooxyacetic acid 2- (methoxy) -2- oxoethyl ester, (isopropylidene) aminooxyacetic acid 2- (hexyloxy) -2-oxoethyl ester, (cyclohexylidenes) aminooxyacetic acid 2- (isopropyloxy) -2-oxoethyl ester, putrescine, spermidine, spermine, 1,8-diamino-4-aminoethyloctane, L- Canalin, daminozide, methyl 1-aminocyclopropyl-1-carboxylate, N
• combination partners for the compounds according to the invention in mixture formulations or in the tank mix for example, known active compounds which are based on an inhibition of, for example, 1-aminocyclopropane-1-carboxylate synthase, 1-aminocyclopropane-1-carboxyxyl, the e and the ethylene receptors, eg. As ETR1, ETR2, ERS 1, ERS2 or EIN4, based, can be used, as described for. B. in biotechnology. Adv. 2006, 24, 357-367; Bot. Bull. Acad. Sin. 199, 40, 1-7 or Plant Growth Reg. 1993, 13, 41-46 and references cited therein.
• anthranilic acid amide derivatives can be further combined with known substances which increase the plant's ability to abiotic stress, for example abscisic acid and its analogues (plant hormone) (Jones and Mansfield, 1970, J. Exp.
• a good effect on the abiotic stress resistance is not limited to at least one accumulation, which is improved by generally 3%, in particular greater than 5%, particularly preferably greater than 10%, at least one in general 3%, in particular greater at least one root development generally improved by 3%, in particular greater than 5%, more preferably greater than 10%, at least one by generally 3%, in particular greater than 5%, as a 5%, particularly preferably greater than 10%, increased yield more preferably greater than 10% increasing shoot size, ⁇ at least one generally 3%, in particular greater than 5%, particularly preferably greater than 10% increased leaf area, at least one generally 3%, in particular greater than 5%, particularly preferably greater as a 10% improved casserole, at least one generally 3%, in particular g greater than 5%, more preferably greater than 10%, improved photosynthetic performance and / or at least one flower formation generally improved by 3%, in particular greater than 5%, particularly preferably greater than 10%, the effects being able to occur individually or else in any desired combination of two or more effects.
• Another object of the present invention is the use of appropriate application solutions to increase the resistance of plants to abiotic stress factors.
• the following statements apply both to the inventive use of the compounds of general formula (I) per se and for the corresponding application solutions.
• plants and parts of plants can be treated.
• 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 plant varieties which can or can not be protected by plant variety rights.
• Plant parts are to be understood as meaning all aboveground and subterranean parts and organs of the plants, such as shoot, leaf, flower and root, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes.
• the plant parts also include crops and vegetative and generative propagation material, such as cuttings, tubers, rhizomes, offshoots and seeds.
• plants and their parts can be treated.
• wild-type or plant species obtained by conventional biological breeding methods, such as crossing or protoplast fusion, and plant cultivars and their parts are treated.
• transgenic plants and plant cultivars which may be obtained by genetic engineering, optionally in combination with conventional methods (Genetic Modified Organisms) and their parts are treated.
• the term “parts” or “parts of plants” or “plant parts” is explained above.
• 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").
• traits 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 storage capacity and / or workability of the harvested products.
• Further and particularly emphasized examples of such properties are an increased defense of the plants against animal and microbial pests, as against insects, mites, phytopathogenic fungi, bacteria and / or viruses as well as an increased tolerance of the plants against certain herbicidal active substances.
• transgenic plants include the important crops such as cereals (wheat, rice), corn, soybean, potato, cotton, tobacco, oilseed rape and fruit plants (with the fruits apples, pears, citrus fruits and grapes), with corn, soybean, potato , Cotton, tobacco and oilseed rape.
• Bt plants Traits which are particularly emphasized are the increased defense of the plants against insects, arachnids, nematodes and snails by toxins produced in the plants, in particular those produced by the genetic material from Bacillus thuringiensis (eg by the genes CrylA (a) , CrylA (b), CrylA (c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF, as well as their combinations) are produced in the plants (hereinafter "Bt plants”). Traits also highlight the increased resistance of plants to fungi, bacteria and viruses by systemic acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins.
• SAR systemic acquired resistance
• Traits which are furthermore particularly emphasized are the increased tolerance of the plants to certain herbicidally active compounds, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg "PAT" gene).
• the genes which confer the desired properties (“traits") can also occur in combinations with one another in the transgenic plants.
• “Bt plants” are maize varieties, cotton varieties, soybean varieties and potato cultivars, which include the trade names YIELD GARD® (eg maize, cotton, soya), KnockOut® (eg maize), StarLink® (eg maize ), Bollgard® (cotton), Nucotn® (cotton) and NewLeaf® (potato).
• herbicide-tolerant plants are maize varieties, cotton varieties and soybean varieties, which are sold under the trade names Roundup Ready® (tolerance to glyphosate eg corn, cotton, soy), Liberty Link® (tolerance to phosphinotricin, eg rapeseed), IMI® (tolerance to Imidazolinone) and STS® (tolerance to sulfonylureas eg corn).
• Herbicide-resistant (conventionally grown on herbicide tolerance) plants are also the varieties marketed under the name Clearfield® (eg corn) mentioned. Of course, these statements also apply to future or future marketed plant varieties with these or future developed genetic traits.
• Plants and plant varieties which can also be treated according to the invention are those plants which are resistant to one or more abiotic stress factors.
• Abiotic stress conditions may include, for example, drought, cold and heat conditions, osmotic stress, waterlogging, increased soil salinity, increased exposure to minerals, ozone conditions, high light conditions, limited availability of nitrogen nutrients, limited availability of phosphorous nutrients, or avoidance of shade.
• Plants which can also be treated according to the invention are hybrid plants which already express the properties of the heterosis or of the hybrid effect, which generally leads to higher yields, greater vigor, better health and better resistance to biotic and abiotic stress factors.
• Such plants are typically produced by crossing an inbred male sterile parental line (the female crossover partner) with another inbred male fertile parent line (the male crossbred partner).
• the hybrid seed is typically harvested from the male sterile plants and sold to propagators.
• Pollen sterile plants can sometimes be produced (eg in maize) by delaving (i.e., mechanically removing male genitalia or male flowers); however, it is more common for male sterility to be due to genetic determinants in the plant genome.
• cytoplasmic male sterility have been described, for example, for Brassica species (WO 1992/00525 1, WO 1995/009910, WO 1998/27806, WO 2005/002324, WO 2006/021972 and US 6,229,072).
• pollen sterile plants can also be obtained using plant biotechnology methods such as genetic engineering.
• a particularly convenient means of producing male-sterile plants is described in WO 89/10396, wherein, for example, a ribonuclease such as a barnase is selectively expressed in the tapetum cells in the stamens. The fertility can then be restorated by expression of a ribonuclease inhibitor such as barstar in the tapetum cells (eg WO 1991/002069).
• the anthranilic acid amide derivatives can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension-emulsion concentrates, active substance-impregnated natural and synthetic substances and very fine encapsulations in polymeric substances.
• the present invention therefore further relates to formulations and application forms prepared therefrom as crop protection agents and / or pesticides such.
• B. drench, drip and spray mixtures and seed dressing comprising at least one of the active compounds according to the invention.
• the use forms contain other crop protection agents and / or pesticides and / or the effect of improving adjuvants such as penetration enhancers, eg.
• vegetative oils such as rapeseed oil, sunflower oil, mineral oils such as paraffin oils, alkyl esters of vegetable fatty acids such as rapeseed oil or soybean oil or alkanol alkoxylates and / or spreading agents such as alkyl siloxanes and / or salts such as organic or inorganic ammonium or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate and / or retention promoting agents such.
• dioctylsulfosuccinate or hydroxypropyl guar polymers and / or humectants such as glycerol and / or fertilizers such as ammonium, potassium or phosphorus-containing fertilizer.
• auxiliaries such as extenders, solvents, spontaneity promoters, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners and / or further auxiliaries, for example adjuvants.
• An adjuvant in this context is a component that enhances the biological effect of the formulation without the component itself having a biological effect.
• Examples of adjuvants are agents that promote retention, spreading behavior, adherence to the leaf surface, or penetration.
• formulations are prepared in a known manner, e.g. by mixing the active ingredients with excipients such as extenders, solvents and / or solid carriers and / or other excipients such as surfactants.
• excipients such as extenders, solvents and / or solid carriers and / or other excipients such as surfactants.
• the preparation of the formulations is carried out either in suitable systems or before or during use.
• polar and non-polar organic chemical liquids e.g. from the classes of aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which may also be substituted, etherified and / or esterified), ketones (such as acetone, cyclohexanone), Esters (including fats and oils) and (poly) ethers, simple and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, sulfones and sulfoxides (such as dimethylsulfoxide).
• aromatic and non-aromatic hydrocarbons such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes
• alcohols and polyols which may also be substituted, etherified and / or esterified
• ketones such as
• Suitable liquid solvents are essentially: aromatics, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g.
• 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, and water.
• 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, and water.
• Suitable solvents are, for example, aromatic hydrocarbons, e.g. Xylene, toluene or alkylnaphthalenes, chlorinated aromatic or aliphatic hydrocarbons, e.g. Chlorobenzene, chloroethylene, or methylene chloride, aliphatic hydrocarbons, e.g. Cyclohexane, paraffins, petroleum fractions, mineral and vegetable oils, alcohols, e.g. Methanol, ethanol, iso-propanol, butanol or glycol and their ethers and esters, ketones such as e.g. Acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strong polar solvents, such as dimethyl sulfoxide, and water.
• aromatic hydrocarbons e.g. Xylene, toluene or alkylnaphthalenes
• chlorinated aromatic or aliphatic hydrocarbons
• Cracked 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, paper, coconut shells, corn cobs and tobacco stems.
• Examples of emulsifying and / or foaming agents, dispersants or wetting agents having ionic or non-ionic properties or mixtures of these surfactants are salts of polyacrylic acid, salts of lignosulphonic acid, salts of phenolsulphonic acid or naphthalenesulphonic acid, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, with substituted phenols (preferably alkylphenols or arylphenols), salts of sulphosuccinic acid star, taurine derivatives (preferably alkyl taurates), phosphoric acid esters of polyethoxylated alcohols or phenols, fatty acid esters of polyols, and derivatives of the compounds containing sulphates, sulphonates and phosphates, eg Alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates, protein hydroly
• Stabilizers such as cold stabilizers, preservatives, antioxidants, light stabilizers or other chemical and / or physical stability-improving agents may also be present. It may also contain foam-forming agents or defoamers.
• formulations and applications derived therefrom may also contain, as additional auxiliaries, adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex polymers such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins, and synthetic phospholipids.
• additional auxiliaries may be mineral and vegetable oils.
• auxiliaries may be present in the formulations and in the use forms derived therefrom.
• additives are, for example, fragrances, protective colloids, binders, adhesives, thickeners, thixotropic substances, penetration promoters, retention promoters, stabilizers, sequestrants, complexing agents, humectants, spreading agents.
• the active ingredients can be combined with any solid or liquid additive commonly used for formulation purposes.
• retention promoters are all those substances which reduce the dynamic surface tension such as dioctylsulfosuccinate or increase the visco-elasticity such as hydroxypropyl guar polymers.
• Examples include alcohol alkoxylates such as coconut oil ethoxylate (10) or isotridecyl ethoxylate (12), fatty acid esters such as rapeseed oil or soybean oil, fatty amine alkoxylates such as tallowamine ethoxylate (15) or ammonium and / or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate.
• the active substance content of the application forms prepared from the commercial formulations can vary within wide ranges.
• the active ingredient concentration of the application forms can be from 0.0000001 to 95% by weight of active ingredient, preferably between 0.0001 and 1% by weight.
• anthranilic acid amides according to the invention is carried out by casting onto the soil or soil mixture, furrow treatment, in hydroponic or irrigation systems as a droplet application to the soil or other substrates, by soil, stem or flower injection, by Rooloch opposition or by dip application, eg.
• Example of propagation material such as onions, tubers or roots, floating or Saatboxap rates and especially in seeds, by single or multi-layer wrapping.
• the treatment of seed is preferred.
• This phase is particularly critical, as the roots and shoots of the growing plant are particularly sensitive and even minor damage can lead to the death of the entire plant.
• the present invention therefore also relates, in particular, to a method for protecting seeds and germinating plants from the infestation of pests by treating the seed with an active ingredient according to the invention.
• the invention also relates to the use of anthranilic acid amides for the treatment of seed for the protection of the seed and the resulting plant from pests.
• the invention relates to seed which has been treated according to the invention for protection against pests.
• One of the advantages of the present invention is that because of the particular systemic properties of the anthramic acid amide derivatives, the treatment of the seeds with these agents not only protects the seed itself, but also the resulting plants after emergence from pests. In this way, the immediate treatment of the culture at the time of sowing or shortly afterwards can be omitted.
• anthranilic acid amides can be used in particular also in transgenic seed, wherein the plants resulting from this seed are capable of expressing a protein directed against pests.
• certain pests can already be controlled by the expression of the insecticidal protein, for example, and additionally protected against damage by the active compounds according to the invention.
• the inventive application of Anthramlklamidderivate is suitable for the protection of seed of any plant variety as mentioned above, which is used in agriculture, in the greenhouse, in forests or in horticulture.
• Emulsifier 1 part by weight of alkylaryl polyglycol ether
• compound (III) was about 85%, compound (1-1-7) about 15%.
• Emulsifier 1 part by weight of alkylaryl polyglycol ether To prepare a suitable preparation of 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 concentration. Corn plants (Zea mays) are poured with the respective product solution (water volume: 50 ml / plant). , The stated concentration refers to the amount of active ingredient per plant. After about 1 week, the treated plants are infected with the armyworm (Spodoptera frugiperda). After 1 week, the effect is determined in%. 100% means that all caterpillars have been killed; 0% means that no caterpillar has been killed.
• compound (I-1-1) In the tested mixture of compound (I-1-1) / compound (1-1-7), compound (I-1-l) was about 85%, compound (1-1-7) about 15%.
• a suitable preparation of active compound 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration Corn plants (Zea mays) are infused with the respective product solution and infected with the armyworm ⁇ Spodoptera frugiperda). After 14 days the effect is determined in%. 100% means that all caterpillars have been killed; 0% means that no caterpillar has been killed.
• Table B - 1 Spodoptera frugiperda on corn
• Emulsifier 1 part by weight of alkylaryl polyglycol ether To prepare a suitable preparation of active compound, 1 part by weight of active compound with the stated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration .Wirsingêt ⁇ Brassica oleracea), which are heavily infested by the green peach aphid (Myzus persicae) are poured with the desired concentration of the product solution. After 10 days, the effect 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 To prepare a suitable preparation of 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 concentration
• Corn plants (Zea mays) are molded with the respective product solution and infected with larvae of the corn rootworm (Diabrotica balteata). After 8 days, the effect is determined in%. 100% means that all caterpillars have been killed; 0% means that no caterpillar has been killed.
• the planted pots were immediately provided with maximum water by means of dewatering and, after application, transferred to plastic inserts in order to prevent subsequent, too rapid drying.
• the active ingredient according to the invention is sprayed onto the green parts of the plant as an aqueous suspension having a water application rate of 600 l / ha with the addition of 0.2% wetting agent (agrotin). Immediately after substance application, the stress treatment of the plants (drought stress) takes place.
• SW bg Damage of Test Compound Treated Plants 100% efficiency means that all treated plants are healthy and 0% efficiency indicates that the treated plants have died.
• compound (I-1-1) / compound (1-1-7) was about 95%, compound (1-1-7) about 5%.

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