EP1830653A1 - Melanges fongicides - Google Patents

Melanges fongicides

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Publication number
EP1830653A1
EP1830653A1 EP05819380A EP05819380A EP1830653A1 EP 1830653 A1 EP1830653 A1 EP 1830653A1 EP 05819380 A EP05819380 A EP 05819380A EP 05819380 A EP05819380 A EP 05819380A EP 1830653 A1 EP1830653 A1 EP 1830653A1
Authority
EP
European Patent Office
Prior art keywords
compounds
compound
formula
methyl
active
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.)
Pending
Application number
EP05819380A
Other languages
German (de)
English (en)
Inventor
Markus Gewehr
Reinhard Stierl
Matthias NIEDENBRÜCK
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Publication of EP1830653A1 publication Critical patent/EP1830653A1/fr
Pending 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
    • A01N43/02—Biocides, 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
    • A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring

Definitions

  • the present invention relates to fungicidal mixtures containing as active components
  • Azoles such as bitertanol, bromuconazoles, cyproconazole, difenoconazole, diconoconazole, enilconazole, epoxiconazole, fluquinconazole, fenbuconazole,
  • Flusilazoles flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, prothioconazole, simecanolazole, triadimefon, triadimol, tebuconazole, tetraconazole, triticonazole, prochloraz, pefurazoate, imazalil, triflumizole, cyazofamide,
  • strobilurins such as azoxystrobin, dimoxystrobin, enestroburine, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclobutin, trifloxystrobin;
  • Carboxylic acid amides such as carboxin, benalaxyl, boscalid, fenhexamide, flutolanil, furametpyr, mepronil, metalaxyl, mefenoxam, ofurace, oxadixyl, oxycarboxine, penthiopyrad, thifluzamide, tiadinil,
  • Flumetover fluopicolide (picobenzamide), zoxamide,
  • R 1 and R 2 independently of one another are hydrogen, halogen, C 1 -C 6 -alkyl or C 1 -C 6 -haloalkyl, cyano, nitro, methoxy or trifluoromethoxy, with the proviso that R 1 and R 2 are not simultaneously hydrogen, and R 3 is CF 3 and CHF 2 ;
  • heterocyclic compounds such as fluazinam, pyrifenox,
  • Guanidines dodine, iminoctadine, guazatine, antibiotics: kasugamycin, streptomycin, polyoxines, validamycin A, nitrophenyl derivatives: binapacryl, dinocap, dinobuton,
  • Sulfur-containing heterocyclyl compounds dithianone, isoprothiolanes, organometallic compounds: fentin salts, such as fentin acetate, organophosphorus compounds: edifenphos, Iprobenfos, fosetyl, fosetyl-aluminum, phosphorous acid and its salts, pyrazophos, tolclofos-methyl,
  • Organochlorine Compounds Chlorothalonil, Dichlofluanid, Flusulfamide, Hexachlorobenzene, Phthalide, Pencycuron, Quintozen, Thiophanate-Methyl, Tolyl Fluanide,
  • Inorganic active ingredients Bordeaux broth, copper acetate, copper hydroxide, copper oxychloride, basic copper sulfate, sulfur,
  • Cyflufenamid Cymoxanil, Dimethirimol, Ethirimol, Furalaxyl, Metrafenone and Spiroxamine;
  • the invention relates to a method for controlling harmful fungi with mixtures of the compound I with active compounds II and the use of the compound I with active compounds II for the preparation of such mixtures and compositions containing these mixtures.
  • oxime ethers of the formula I referred to above as component 1 their preparation and their action against harmful fungi are known from the literature (EP-A 12 01 648).
  • Difenoconazole 1- ⁇ 2- [2-chloro-4- (4-chloro-phenoxy) -phenyl] -4-methyl- [1,3-dioxolan-2-ylmethyl ⁇ -1 H- [1, 2,4 ] triazole (GB-A 2 098 607); Diniconazole, 10 lbs.) - ⁇ - [(2,4-dichlorophenyl) methylene] - ⁇ - (1, 1-dimethylethyl) -1 / - / - 1, 2,4-triazole-1-ethanol (Noyaku Kagaku, 1983 , Vol. 8, p. 575),
  • Penconazole 1- [2- (2,4-dichloro-phenyl) -pentyl] -1H ⁇ [1,2,4] triazole (Pesticide Manual, 12th Ed. (2000), page 712);
  • Prothioconazole 2- [2- (1-Chloro-cyclopropyl) -3- (2-chloro-phenyl) -2-hydroxypropyl] -2,4-dihydro- [1,2,4] triazole-3-thione (WO 96/16048); Simeconazole, ⁇ - (4-fluorophenyl) - ⁇ - [(trimethylsilyl) methyl] -1H-1, 2,4-triazoMethanol
  • Triticonazole (5E) -5 - [(4-chlorophenyl) methylene] -2,2-dimethyl-1- (1H-1,2,4-triazolymethyl) cyclopentanol (FR 26 41 277), Prochlorazolimidazole-1-carboxylic acid-propyl- [2- (2,4,6-trichloro-phenoxy) -ethyl] -amide (US Pat
  • Cyazofamide 4-chloro-2-cyano- ⁇ /, ⁇ / -dimethyl-5- (4-methylphenyl) -1H-imidazole-1-sulfonamide (CAS RN 120116-88-3],
  • Trifloxystrobin (E) -methoxyimino- ⁇ (E) - ⁇ - [1- ( ⁇ , ⁇ , ⁇ -trifluoro-m-tolyl) ethylideneaminooxy] -o-tolyl ⁇ -acetic acid methyl ester (EP-A 460 575); Carboxin, 5,6-dihydro-2-methyl- ⁇ / -phenyl-1, 4-oxathiin-3-carboxamide (US 3,249,499),
  • Metalaxyl methyl ⁇ / - (methoxyacetyl) - ⁇ / - (2,6-xylyl) -DL-alaninate (GB 15 00 581); Mefenoxam, methyl ⁇ / - (2,6-dimethylphenyl) - ⁇ - (methoxyacetyl) -D-alaninate;
  • Propineb zinc propylene bis (dithiocarbamate) polymer (BE 611 960); Ferbam, iron (3+) dimethyldithiocarbamate (US 1,972,961);
  • Zineb zinc ethylene bis (dithiocarbamate) (US 2 457 674);
  • Diethofencarb isopropyl 3,4-diethoxycarbanilate;
  • Iprovalicarb [(1S) -2-methyl-1- (1-p-tolyl-ethylcarbamoyl) -propyl] -carbamic acid isopropyl ester (EP-A 472 996);
  • Fentin acetate triphenyltin acetate
  • Chlorothalonil, 2,4,5,6-tetrachloroisophthalonitrile (US 3,290,353); Dichlofluanid, N-dichlorofluoromethylthio- ⁇ / ', A /' - dimethyl- ⁇ / -phenylsulfamide (DE
  • Metrafenone 3'-bromo-2,3,4,6'-tetramethoxy-2 ', 6-dimethylbenzophenone (U.S. 5,945,567);
  • Spiroxamine (8-tert-butyl-1,4-dioxa-spiro [4.5] dec-2-yl) -diethyl-amine (EP-A 281 842).
  • R is methyl (H-A) or ethyl (H-B); Amides of the formula IM (WO 03/066609);
  • the present invention was based on mixtures which show an improved action against harmful fungi, in particular for certain indications, with a reduced total amount of applied active substances.
  • the mixtures of the compound I and of an active compound II, or the simultaneous joint or separate use of the compound I and an active compound II are distinguished by an outstanding activity against a broad spectrum of phytopathogenic fungi, in particular from the class of the Ascomycetes, Deuteromycetes , Oomycetes and Basidiomycetes. They are in part systemically effective and can be used in crop protection as foliar and soil fungicides.
  • fungi are suitable for controlling the following phytopathogenic fungi: Blumeria graminis (powdery mildew) on cereals, Erysiphe cichoracearum and Sphae- rotheca fuliginea on cucurbits, Podosphaera leucotricha on apples, Uncinula necator on vines, Puccinia species on cereals, Rhizoctonia A ⁇ en Cotton, Rice and Turf, Ustilago A anen on cereals and sugarcane, Venturia inaequalis on apples, Bipolaris and Drechslera crops on cereals, rice and turf, Sepfor / a species on wheat, Botrytis cinerea on strawberries, vegetables, ornamental plants and vines, Mycosphaerella species on bananas, peanuts and cereals, Pseudocercosporella herpotri- bensos on wheat and barley, Pyricularia oryzae on rice, Phytophthora infestans on potatoes and tomatoes, Ps
  • the mixtures of compound I and of an active compound II are particularly suitable for combating Botrytis A ⁇ en.
  • the compound I and active compounds II can be applied simultaneously together or separately or in succession, the sequence in the case of separate application generally having no effect on the control result.
  • Halogen fluorine, chlorine, bromine and iodine
  • Alkyl saturated, straight-chain or branched hydrocarbon radicals having 1 to 6 coal lenstoffatomen, for example, C r C 4 alkyl such as methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1, 1- dimethylethyl;
  • Haloalkyl straight-chain or branched alkyl groups having 1 to 6 carbon atoms, where in these groups partially or completely the hydrogen atoms may be replaced by halogen atoms as mentioned above: in particular C 1 -C 2 -HaIo- genalkyl such as chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl , Difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoro-ethyl, 2-chloro-2-fluoroethyl , 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroeth
  • One embodiment of the invention relates to mixtures of the compound I-A with an active ingredient II.
  • Another embodiment of the invention relates to mixtures of the compound I-B with an active ingredient II.
  • Compound 2.1 - 2.22 Compounds of the formula IIIa in which R 1 is chlorine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 3.1 - 3.22 Compounds of the formula IIIa in which R 1 is bromine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 4.1 - 4.22 Compounds of the formula IIIa in which R 1 is iodine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 7.1 - 7.22 Compounds of the formula IIIa in which R 1 is trifluoromethyl and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 10.1-10.22 Compounds of the formula IIIa in which R 1 is nitro and R 2 is in each case one row of Table A.
  • Compound 11.1-11.20 Compounds of the formula IIIa in which R 1 is hydrogen and the combination of R 2 and R 3 is in each case one of the rows 2 to 21 of Table A.
  • Compound 13.1-13.22 Compounds of the formula INb, in which R 1 is chlorine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 14.1-14.22 Compounds of the formula IIIb in which R 1 is bromine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 17.1-17.22 Compounds of the formula IHb in which R 1 is methoxy and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 18.1-18.22 Compounds of the formula IHb 1 in which R 1 is trifluoromethyl and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 20.1 - 20.22 Compounds of the formula IHb in which R 1 is cyano and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 22.1-22.20 Compounds of the formula IHb in which R 1 is hydrogen and the combination of R 2 and R 3 is in each case one of lines 2 to 21 of Table A.
  • Compound 23.1-23.22 Compounds of the formula INc in which R 1 is fluorine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 25.1-25.22 Compounds of the formula IIIc in which R 1 is bromine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 27.1-27.22 Compounds of the formula IUc in which R 1 is methyl and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 28.1-28.22 Compounds of the formula IHc in which R 1 is methoxy and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 29.1-29.22 Compounds of the formula IHc in which R 1 is trifluoromethyl and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compounds 30.1-30.22 Compounds of the formula IIIc in which R 1 is trifluoromethoxy and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 32.1-32.22 Compounds of the formula IIIc in which R 1 is nitro and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 36.1-36.22 Compounds of the formula II Id in which R 1 is bromine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 41.1-41.22 Compounds of the formula IHd in which R 1 is trifluoromethoxy and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 52.1-52.22 Compounds of the formula IH in which R 1 is trifluoromethoxy and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 53.1-53.22 Compounds of the formula IIIe in which R 1 is cyano and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 54.1-54.22 Compounds of the formula IH in which R 1 is nitro and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 56.1-56.22 Compounds of the formula IIIf in which R 1 is fluorine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 57.1-57.22 compounds of the formula IHf 1 in which R 1 is chlorine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 59.1-59.22 Compounds of the formula IIIf in which R 1 is iodine and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 60.1-60.22 Compounds of the formula IIIf in which R 1 is methyl and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 64.1-64.22 Compounds of the formula IIIf in which R 1 is cyano and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 65.1-65.22 Compounds of the formula IHf in which R 1 is nitro and the combination of R 2 and R 3 is in each case one row of Table A.
  • Compound 66.1 - 66.20 Compounds of the formula HIf in which R 1 is hydrogen and the combination of R 2 and R 3 is in each case one of the rows 2 to 21 of Table A.
  • a preferred embodiment of the mixtures according to the invention relates to the combination of the compound of the formula I and an active compound from the following groups: dithiocarbamates, especially mancozeb, propineb, thiram, benzimidazole, in particular benomyl, thiophanates, carbendazim, dicarboximides, in particular iprodione, procymidones, vinclozoline, chlozolinates , Phthalimides, in particular captan, chlorothalonil, folpet, anilinopyrimidines, in particular cyprodinil, pyrimethanil, mepanipyrim, triazoles, especially tebuconazoles, difenoconazoles, cyproconazoles, myclobutanil, carboxylic anilides, especially fenhexamide, benalaxyl, boscalid, penthiopyrad, an anilide of formula III, the compound of Formula IV,
  • Organotin compounds especially fentin-acetyl, and, in particular, 5-chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl) - [1, 2,4] triazolo [1, 5-a] pyrimidine.
  • the pure active ingredients which, as required, are further active substances against harmful fungi or other pests such as insects, spider animals or nematodes, or else herbicidal or growth-promoting agents.
  • gulierende agents or fertilizers can add as further active components.
  • the compound I and the active compound II are usually employed in a weight ratio of 100: 1 to 1: 100, preferably 20: 1 to 1:20, in particular 10: 1 to 1:10.
  • the further active components are added to the compound I in a ratio of from 20: 1 to 1:20.
  • the application rates of the mixtures according to the invention are from 5 g / ha to 2000 g / ha, preferably from 50 to 900 g / ha, in particular from 50 to 750 g / ha.
  • the application rates for the compound I are accordingly generally 1 to 1000 g / ha, preferably 10 to 900 g / ha, in particular 20 to 750 g / ha.
  • the application rates for the active compound II are correspondingly generally 1 to 2000 g / ha, preferably 10 to 900 g / ha, in particular 40 to 500 g / ha.
  • application rates of mixture of 1 to 1000 g / 100 kg of seed preferably 1 to 750 g / 100 kg, in particular 5 to 500 g / 100 kg, are generally used.
  • the method for controlling harmful fungi is carried out by the separate or combined application of the compound I and the active compound II or the mixtures of the compound I and the active ingredient II by spraying or dusting the seeds, the plants or the soil before or after sowing the plants or before or after emergence of the plants.
  • the mixtures according to the invention or the compound I and the active compound II can be converted into the customary formulations, for example solutions, emulsions, Suspensions, dusts, powders, pastes and granules.
  • the application form depends on the respective purpose; It should in any case ensure a fine and uniform distribution of the compound according to the invention.
  • the formulations are prepared in a known manner, e.g. by stretching the active ingredient with solvents and / or carriers, if desired using emulsifiers and dispersants.
  • Suitable solvents / auxiliaries are essentially:
  • aromatic solvents eg Solvesso products, xylene
  • paraffins eg petroleum fractions
  • alcohols eg methanol, butanol, pentanol, benzyl alcohol
  • ketones eg cyclohexanone, gamma-butyrolactone
  • pyrrolidones NMP, NOP
  • Acetates glycols, dimethyl fatty acid amides, fatty acids and fatty acid esters.
  • solvent mixtures can also be used
  • Excipients such as ground natural minerals (e.g., kaolins, clays, talc, calks) and ground synthetic minerals (e.g., fumed silica, silicates); Emulsifiers such as nonionic and anionic emulsifiers (for example polyoxyethylene fatty alcohol ethers, alkyl sulfonates and arylsulfonates) and dispersants such as lignin liquors and methylcellulose.
  • ground natural minerals e.g., kaolins, clays, talc, calks
  • ground synthetic minerals e.g., fumed silica, silicates
  • Emulsifiers such as nonionic and anionic emulsifiers (for example polyoxyethylene fatty alcohol ethers, alkyl sulfonates and arylsulfonates) and dispersants such as lignin liquors and methylcellulose.
  • the surface-active substances used are alkali metal, alkaline earth metal, ammonium salts of lignin sulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkyl sulfates, alkyl sulfonates, fatty alcohol sulfates, fatty acids and sulfated fatty alcohol glycol ethers, and condensation products of sulfonated naphthalene and naphthalene derivatives with formaldehyde , Condensation products of naphthalene or naphthalenesulfonic acid with phenol and formaldehyde, polyoxyethylene octylphenol ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenol polyglycol ethers, tributylphenyl
  • emulsions, pastes or oil dispersions mineral oil fractions of medium to high boiling point, such as kerosine or diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg toluene, Xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or derivatives thereof, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strongly polar solvents, for example dimethylsulfoxide, N-methylpyrrolidone or water.
  • Powders, dispersants and dusts may be prepared by mixing or co-grinding the active substances with a solid carrier.
  • Granules e.g. Coated, impregnated and homogeneous granules can be prepared by binding the active compounds to solid carriers.
  • Solid carriers are e.g. Mineral earths, such as silica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulphate, magnesium oxide, ground plastics, fertilizers, e.g. Ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products such as cereal flour, tree bark, wood and nutshell flour, cellulose powder and other solid carriers.
  • Mineral earths such as silica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulphate, magnesium oxide, ground plastics
  • the formulations generally contain between 0.01 and 95 wt .-%, preferably between 0.1 and 90 wt .-% of the active ingredients.
  • the active compounds are used in a purity of 90% to 100%, preferably 95% to 100% (according to NMR spectrum).
  • the formulations in question give, after dilution of from two to ten times, active compound concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40% by weight, in the ready-to-use preparations.
  • formulations according to the invention are: 1. Products for dilution in water
  • a Water-soluble concentrates (SL, LS)
  • the active compounds 20 parts by weight are dissolved in 70 parts by weight of cyclohexanone with the addition of 10 parts by weight of a dispersant, e.g. Polyvinylpyrrolidone dissolved. Dilution in water gives a dispersion.
  • a dispersant e.g. Polyvinylpyrrolidone dissolved. Dilution in water gives a dispersion.
  • the active ingredient content is 20% by weight
  • the active compounds 25 parts by weight of the active compounds are dissolved in 35 parts by weight of xylene with addition of calcium dodecylbenzenesulfonate and castor oil ethoxylate (in each case 5 parts by weight).
  • This mixture is added to water by means of an emulsifying machine (e.g., Ultraturax) in 30 parts by weight and made into a homogeneous emulsion. Dilution in water results in an emulsion.
  • the formulation has an active ingredient content of 25% by weight.
  • the active ingredients 20 parts by weight of the active ingredients are comminuted with the addition of 10 parts by weight of dispersants and wetting agents and 70 parts by weight of water or an organic solvent in a stirred ball mill to a fine active substance suspension. Dilution in water results in a stable suspension of the active ingredient.
  • the active ingredient content in the formulation is 20% by weight.
  • the active ingredients are finely ground with the addition of 50 parts by weight of dispersants and wetting agents and prepared by means of technical equipment (for example extrusion, spray tower, fluidized bed) as water-dispersible or water-soluble granules. Dilution in water results in a stable dispersion or solution of the active substance.
  • the formulation has an active ingredient content of 50% by weight.
  • Water-dispersible and water-soluble powders 75 parts by weight of the active compounds are ground in a rotor-stator mill with the addition of 25 parts by weight of dispersing and wetting agents and silica gel. Dilution in water results in a stable dispersion or solution of the active ingredient.
  • the active ingredient content of the formulation is 75% by weight.
  • 0.5 parts by weight of the active ingredients are finely ground and combined with 99.5 parts by weight of carriers. Common processes are extrusion, spray drying or fluidized bed. This gives a granulate for direct application with 0.5 wt .-% active ingredient content.
  • LS water-soluble concentrates
  • FS suspensions
  • DS dusts
  • WS water-dispersible and water-soluble powders
  • ES emulsions
  • EC emulsifiable concentrates
  • gel formulations GF
  • FS formulations for seed treatment Preference is given to using FS formulations for seed treatment.
  • such formulations contain 1 to 800 g / l active ingredient, 1 to 200 g / l surfactants, 0 to 200 g / l antifreeze, 0 to 400 g / l binder, 0 to 200 g / l dyes and solvents, preferably water.
  • the active compounds may be used as such, in the form of their formulations or the forms of use prepared therefrom, e.g. in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, scattering agents, granules by spraying, misting, dusting, scattering or pouring.
  • the forms of application depend entirely on the intended use; In any case, they should ensure the finest possible distribution of the active compounds according to the invention.
  • Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (wettable powders, oil dispersions) by adding water.
  • the substances as such or dissolved in an oil or solvent, can be homogenized in water by means of wetter, tackifier, dispersant or emulsifier. But it can also be made of effective substance wetting, adhesion, dispersing or emulsifying and possibly solvent or oil concentrates, which are suitable for dilution with water.
  • the active compound concentrations in the ready-to-use preparations can be varied within wide ranges. In general, they are between 0.0001 and 10%, preferably between 0.01 and 1%.
  • the active ingredients can also be used with great success in the ultra-low-volume (ULV) process, it being possible to apply formulations containing more than 95% by weight of active ingredient or even the active ingredient without additives.
  • UUV ultra-low-volume
  • wetting agents, adjuvants, herbicides, fungicides, other pesticides, bactericides, optionally also just before use (tank mix) are added. These agents can be added to the compositions according to the invention in a weight ratio of 1: 100 to 100: 1, preferably 1:10 to 10: 1.
  • adjuvants in this sense are in particular: organically modified polysiloxanes, eg Break Thru S 240 ® ; Alcohol alkoxylates, eg. As Atplus 245 ®, Atplus MBA 1303 ®, Plurafac LF 300 ® and Lutensol ON 30 ®; EO-PO block polymers, eg. B. Pluro- nic RPE 2035 ® and Genapol B ®; Alcohol ethoxylates, eg. As Lutensol XP 80 ®; and sodium dioctylsulfosuccinate, e. B. Leophen RA ®.
  • organically modified polysiloxanes eg Break Thru S 240 ®
  • Alcohol alkoxylates eg. As Atplus 245 ®, Atplus MBA 1303 ®, Plurafac LF 300 ® and Lutensol ON 30 ®
  • EO-PO block polymers eg. B. Pluro
  • the compounds I and II, or the mixtures or the corresponding formulations are applied by mixing the harmful fungi, the plants, seeds, soils, areas, materials or spaces to be kept free of them with a fungicidally effective amount of the mixture or of the compounds I and II when applied separately.
  • the application can take place before or after the attack by the harmful fungi.
  • the active compounds were prepared separately or together as a stock solution with 25 mg of active ingredient, which with a mixture of acetone and / or DMSO and the emulsifier Uniperol® EL (wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols) in the volume ratio solvent- Emulsifier from 99 to 1 ad 10 ml was filled. It was then made up to 100 ml with water. This stock solution was diluted with the described solvent-emulsifier-water mixture to the drug concentration given below.
  • Uniperol® EL wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols
  • the visually determined values for the percentage of affected leaf areas were converted into efficiencies as% of the untreated control:
  • the efficiency (W) is calculated according to the formula of Abbot as follows:
  • a corresponds to the fungal infestation of the treated plants in% and ß corresponds to the fungal infestation of the untreated (control) plants in%
  • the infestation of the treated plants corresponds to that of the untreated control plants; at an efficiency of 100, the treated plants have no infestation.
  • Paprika seedlings of the cultivar "Neusiedler Ideal Elite” were sprayed to drip point with an aqueous suspension in the concentration of active compound stated below, after 2 to 3 leaves had developed well, and the next day the treated plants were treated with a spore suspension of Botrytis cinerea. inoculated with 1, 7 x 10 6 spores / ml in a 2% biomalt solution, then the test plants were placed in a climatic chamber at 22 to 24 ° C, in the dark and high humidity Scrolls can be determined visually in%.
  • the active ingredients were formulated separately as stock solution with a concentration of 10,000 ppm in DMSO. Fluazinam and epoxiconazole were used as commercial formulations and diluted with water as 10,000 ppm stock solution. The measured parameters were compared with the growth of the drug-free control variant and the fungus- and drug-free blank to determine the relative growth in% of the pathogens in the individual drugs.
  • the stock solution is pipetted into a microtiter plate (MTP) and diluted with an aqueous fungus nutrient medium based on pea juice to the stated active substance concentration. This was followed by the addition of an aqueous zoospore suspension of Phytophthora infestans.
  • MTP microtiter plate
  • the plates were placed in a water vapor saturated chamber at temperatures of 18 ° C. Using an absorption photometer, the MTPs were measured at 405 nm on the 7th day after inoculation.
  • the stock solution was pipetted into a microtiter plate (MTP) and diluted with an aqueous malt-based fungal nutrient medium to the stated active substance concentration. This was followed by the addition of an aqueous spore suspension of Botrytis cinerea.
  • MTP microtiter plate
  • the plates were placed in a water vapor saturated chamber at temperatures of 18 ° C. Using an absorption photometer, the MTPs were measured at 405 nm on the 7th day after inoculation.

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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)

Abstract

L'invention concerne des mélanges fongicides contenant en tant que composants actifs 1) du carbamatoximéther représenté par la formule (I) dans laquelle X est N ou CH, et 2) au moins un agent actif (II) choisi dans le groupe contenant des azoles, des strobilurines, des amides d'acide carboxylique, des composés hétérocycliques, des carbamates, des guanidines, des antibiotiques, des dérivés nitrophényl, des composés hétérocyclyl soufrés, des composés organométalliques, des composés organophosphoriques, des composés organochloriques, des agents actifs anorganiques, cyflufénamide, cymoxanil, diméthirimol, éthirimol, furalaxyl, métrafénone et spiroxamine dans une quantité synergique efficace. L'invention concerne également des procédés de lutte contre des champignons parasites au moyen de mélanges des composés (I) et des agents actifs (II), et l'utilisation des composés (I) et des agents actifs (II) pour la fabrication de tels mélanges, ainsi que des agents contenant ces mélanges.
EP05819380A 2004-12-23 2005-12-21 Melanges fongicides Pending EP1830653A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004063382 2004-12-23
PCT/EP2005/013816 WO2006069716A1 (fr) 2004-12-23 2005-12-21 Melanges fongicides

Publications (1)

Publication Number Publication Date
EP1830653A1 true EP1830653A1 (fr) 2007-09-12

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US (1) US20080153701A1 (fr)
EP (1) EP1830653A1 (fr)
JP (1) JP2008525354A (fr)
KR (1) KR20070089868A (fr)
CN (1) CN101087530B (fr)
AP (1) AP2007004080A0 (fr)
AR (1) AR052184A1 (fr)
AU (1) AU2005321582A1 (fr)
BR (1) BRPI0519699A2 (fr)
CA (1) CA2590368A1 (fr)
CR (1) CR9196A (fr)
EA (1) EA011513B1 (fr)
IL (1) IL183675A0 (fr)
MA (1) MA29158B1 (fr)
MX (1) MX2007006799A (fr)
TW (1) TW200637494A (fr)
WO (1) WO2006069716A1 (fr)
ZA (1) ZA200706006B (fr)

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ME02931B (fr) 2008-03-24 2018-04-20 Nippon Soda Co Agent de lutte contre les maladies des plantes
JP2012162460A (ja) * 2009-05-27 2012-08-30 Nippon Soda Co Ltd 含窒素ヘテロアリール誘導体および農園芸用殺菌剤
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CN102919254A (zh) * 2010-12-08 2013-02-13 陕西美邦农药有限公司 一种含十三吗啉的杀菌组合物
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CN103563921B (zh) * 2012-08-04 2015-11-18 南京华洲药业有限公司 一种含噻呋酰胺和粉唑醇的杀菌组合物及其应用
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CN103918686B (zh) * 2014-05-07 2016-09-07 陕西上格之路生物科学有限公司 一种含有甲基硫菌灵的可分散油悬浮剂
CN105309454A (zh) * 2015-06-02 2016-02-10 深圳诺普信农化股份有限公司 一种以吡菌苯威为主要成分的杀菌组合物
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CN104982451A (zh) * 2015-06-03 2015-10-21 东莞市瑞德丰生物科技有限公司 含有吡菌苯威的杀菌组合物
CN104996450A (zh) * 2015-06-03 2015-10-28 东莞市瑞德丰生物科技有限公司 含有吡菌苯威的杀菌组合物
CN105028438A (zh) * 2015-06-03 2015-11-11 东莞市瑞德丰生物科技有限公司 含有吡菌苯威的杀菌组合物
RU2623264C1 (ru) * 2016-07-07 2017-06-23 Михаил Михайлович Акулин Инсектофунгицидная пиротехническая композиция
CN108184877A (zh) * 2016-12-08 2018-06-22 深圳诺普信农化股份有限公司 一种吡菌苯威杀菌组合物
CN106577704A (zh) * 2016-12-08 2017-04-26 深圳诺普信农化股份有限公司 含有吡菌苯威的杀菌组合物
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Also Published As

Publication number Publication date
EA200701223A1 (ru) 2007-12-28
WO2006069716A1 (fr) 2006-07-06
MX2007006799A (es) 2007-07-20
TW200637494A (en) 2006-11-01
EA011513B1 (ru) 2009-04-28
AP2007004080A0 (en) 2007-08-31
BRPI0519699A2 (pt) 2009-07-14
IL183675A0 (en) 2007-09-20
AU2005321582A1 (en) 2006-07-06
JP2008525354A (ja) 2008-07-17
CN101087530A (zh) 2007-12-12
US20080153701A1 (en) 2008-06-26
AR052184A1 (es) 2007-03-07
ZA200706006B (en) 2009-08-26
CR9196A (es) 2007-10-04
CN101087530B (zh) 2010-10-13
MA29158B1 (fr) 2008-01-02
KR20070089868A (ko) 2007-09-03
CA2590368A1 (fr) 2006-07-06

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