EP1909577A2 - Agent fongicide - Google Patents

Agent fongicide

Info

Publication number
EP1909577A2
EP1909577A2 EP06764245A EP06764245A EP1909577A2 EP 1909577 A2 EP1909577 A2 EP 1909577A2 EP 06764245 A EP06764245 A EP 06764245A EP 06764245 A EP06764245 A EP 06764245A EP 1909577 A2 EP1909577 A2 EP 1909577A2
Authority
EP
European Patent Office
Prior art keywords
formula
fungicides
composition according
compounds
methyl
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Withdrawn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
EP06764245A
Other languages
German (de)
English (en)
Inventor
Markus Gewehr
Reinhard Stierl
Horst Dieter Brix
Thomas Grote
Siegfried Strathmann
Maria Scherer
Frank Werner
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 EP1909577A2 publication Critical patent/EP1909577A2/fr
Withdrawn legal-status Critical Current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

Definitions

  • the present invention relates to a fungicidally active agent which, in addition to the fungicide, N- [2- (1, 3-dimethylbutyl) -3-thienyl] -1-methyl-3- (trifluoromethyl) -1H-pyrazole-4-carboxamide ( Penthiopyrad) contains at least one particular further fungicide, and a method for controlling harmful fungi using such an agent and the use of such an agent for controlling harmful fungi.
  • N- [2- (1,3-dimethylbutyl) -3-thienyl] -1-methyl-3- (trifluoromethyl) -1H-pyrazole-4-carboxamide also known by the common name penthiopyrad, is described, for example, in US Pat EP-A-0737682 is described as a highly effective fungicide.
  • the other active substances used in the composition according to the invention are also known fungicides.
  • the active ingredient for.
  • the damaging factors eg. B. fungi
  • the active ingredients in the lowest possible application rates in order to achieve the highest possible crop compatibility and also the lowest possible residues of plant protection products, eg. As fungicide residues to have in plant products.
  • the effectiveness of pesticides should, of course, be as great as possible.
  • the object of the present invention is therefore to improve the action of penthiopyrad in the control of harmful fungi or to increase the activity of common fungicides. Surprisingly, it has been found that this object is achieved when Penthiopyrad used in combination with certain fungicides.
  • the invention therefore relates to a fungicidally active agent, comprising:
  • Azole fungicides selected from prothioconazole, triticonazole, tetraconazole, flutriafol, imazalil, simeconazole, oxpoconazole, triadimefon, cyazofamide, fuberidazole and ethaboxam;
  • carbamate and dithiocarbamate fungicides selected from metiram, propamocarb, propamocarb hydrochloride, iprovalicarb, benthiavalicarb, the
  • the agent according to the invention may be a mixture of compound A with at least one fungicide B. Accordingly, the subject of the invention is also a mixture containing the compound A and at least one fungicide B. However, the agent may also be any combination of compound A with at least one fungicide B, where A and B need not be formulated together.
  • an agent of the invention in which compound A and at least one fungicide B are not co-formulated is a two component kit.
  • the present invention also relates to a two-component kit comprising a first component containing the fungicide A), a liquid or solid carrier and optionally at least one surfactant and / or at least one conventional adjuvant, and a second component which at least one fungicide B), a liquid or solid carrier and optionally at least one surfactant and / or at least one conventional adjuvant.
  • Suitable liquid and solid carriers, surfactants and conventional adjuvants are described below.
  • the invention relates to a method for controlling harmful fungi, characterized in that the compound A in combination with at least one fungicide of group B) or a composition according to the invention, which contains the compound A and at least one fungicide B, the fungi whose Habitat or the materials, plants, seeds, floors, surfaces or rooms to be protected against fungal attack.
  • the application of the active compounds A and B can be carried out both simultaneously, namely jointly or separately, as well as one after the other.
  • the invention relates to the use of the compound A in combination with at least one fungicide of group B) or a composition according to the invention, which contains the compound A and at least one fungicide B, for controlling harmful fungi.
  • the azole fungicides B.1) are compounds containing at least one aromatic nitrogen-containing heterocycle, e.g. at least one pyrrole, pyrazole, imidazole, triazole, oxazole, thiazole, benzimidazole, pyridine or pyrimidine ring.
  • the heterocyclic compounds B.3) are those compounds which do not fall under the azole fungicides B.1). These include compounds containing, for example, at least one saturated or partially unsaturated, non-aromatic nitrogen-containing heterocycle, e.g. At least one pyrroline, pyrrolidine, pyrrolidone, pyrazoline, pyrazolinone, pyrazolidine, pyrazolidinone, pyrazolidinedione, imidazoline, imidazolidine, imidazolidinone, oxazoline, oxazolidine, oxazolidinone, Thiazoline, thiazolidine, piperidine, or morpholine ring and the like.
  • this includes compounds containing, for example, at least one aromatic or non-aromatic nitrogen-free mono- or polycyclic heterocycle, eg. At least one furan, di or tetrahydrofuran, thiophene, chromene or chromenone ring and the like.
  • the heterocyclic compounds B.3) are preferably selected from famoxadone, fenamidone, proquinazide, acibenzolar-S-methyl, 2-butoxy-6-iodo-3-propyl-chromen-4-one of the formula B.3.1
  • a particularly preferred (dithio) carbamate fungicide is metiram.
  • the sulfur-containing heterocyclyl compounds B.5.1) are preferably dithianone.
  • the organophosphorus compounds B.5.2) are preferably tolclofos-methyl.
  • the organochlorine compounds B.5.3) are preferably selected from flusulfamide and toluylimidide.
  • both the pure isomers and their mixtures can be used in the inventive compositions. If these connections are or have more chiral centers and thus can be present as enantiomers or diastereomers, both the pure enantiomers and the diastereomers and mixtures thereof can be used in the compositions according to the invention.
  • the fungicides of component A) and B) have ionizable functional groups, they can also be used in the form of their agriculturally acceptable salts. Thus, if they have, for example, basic functional groups, they can be used in the form of their acid addition salts. In general, the acid addition salts of those acids come into consideration whose anions do not adversely affect the action of the active ingredients.
  • Anions of useful acid addition salts are primarily chloride, bromide, fluoride, iodide, hydrogen sulfate, methyl sulfate, sulfate, dihydrogen phosphate, hydrogen genphosphat, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and the anions of Ci-C4-alkanoic acids , preferably formate, acetate, propionate and butyrate.
  • active substances can be used, for example, in the form of acid addition salts: penthiopyrad of the formula A, fenamidone, triticonazole, tetraconazole,
  • the active substances of component B are also known fungicides whose production processes are known from the prior art.
  • Cyflufenamid and method of preparation thereof are described, for example, in Agrow 408, 6 (2002), the contents of which are hereby incorporated by reference.
  • Metrafenone and boscalid and methods of preparation thereof are described, for example, in Agrow 384, 22 (2001), which is incorporated herein by reference.
  • Fluopicolide and method of preparation thereof are described, for example, in WO 99/42447, which is hereby incorporated by reference.
  • famoxadone page C 217), fenamidone (page C 219), metiram (page C 321), prothioconazole (page C 394), tetraconazole (page C 449), flutriafol (page C 241), imazalil (page C 269), triadimefon (page C 464), iprovalicarb (page C 277), proquinazide (page C 394), Fuberidazole (page C 247), Thifluzamide (page C 453), Carboxin (page C 104), Dithianone (page C 193), Fenhexamide (page C 221), Zoxamide (page C 490), Ethaboxam (page C 209), acibenzolar-S-methyl (page C 35), spiroxamine (page C 429), tolylfluoride (page C 217), famoxadone (page C 217), fenamidone (page C 219), metiram (page
  • the carboxylic acid amide of the formula B.4.1 and the preparation process therefor are described, for example, in EP-A-1028125 and in WO 02/006304, to which reference is hereby fully made.
  • the compounds of the formula B.2.1 in which R is methyl or ethyl, and preparation processes thereof are described, for example, in WO 2004/049804, to which reference is hereby made in its entirety.
  • the fungicidally active constituents A and B are advantageously used in a synergistically effective amount, ie in such a weight ratio that a synergistic effect occurs.
  • “Synergistic action” means that the fungicidal action is increased at least one harmful fungus in over-additive measure; ie the fungicidal activity is increased significantly more than would have been expected from the fungicidal activity of the individual active ingredients.
  • Expected efficiencies of drug combinations can be z. For example, according to the Colby formula (SR Colby, Calculating Synergistic and Antagonistic Response of Herbicide Combinations, Weeds, 15, p. 20-22).
  • the weight ratio of component A to component B is 200: 1 to 1: 200, more preferably 100: 1 to 1: 100, eg 2: 1 to 1: 100, particularly preferably 75: 1 to 1: 75, eg 2: 1 to 1: 75, and especially 10: 1 to 1:10, eg 2: 1 to 1:10.
  • the fungicide B is selected from fungicides of groups B.2), B.3), B.4) and B.5) and mixtures thereof.
  • the agent contains as fungicide B at least one fungicide of group B.1) (azoles) and optionally at least one further fungicide selected from fungicides of groups B.2), B.3), B .4), B.5) and mixtures thereof.
  • the fungicide B contains at least one fungicide of group B.4) ((dithio) carbamate) and optionally at least one further fungicide selected from fungicides of groups B.1), B.2 ), B.3), B.5) and mixtures thereof.
  • compositions according to the invention can be both binary and ternary or higher compositions.
  • binary compositions are understood as meaning those which, as fungicidally active compounds, contain only one further group B fungicide in addition to the compound of the formula A.
  • Ternary compositions are correspondingly those containing as fungicidal active ingredients in addition to the component A two different fungicides from group B. Higher compositions thus contain three or more group B fungicides.
  • Table 1 Binary compositions containing the compound of formula A and a fungicide from group B.
  • the compound A and the two fungicides from group B are used in such proportions that a synergistic effect in the sense of the above definition occurs.
  • the ratio of the weight of compound A to the total weight of the two fungicides from group B is preferably 100: 1 to 1: 100, particularly preferably 50: 1 to 1:50 and in particular 10: 1 to 1:10.
  • the weight ratio of the two fungicides from group B is preferably 100: 1 to 1: 100, particularly preferably 50: 1 to 1:50 and in particular 10: 1 to 1:10.
  • compositions comprise, in addition to compound A, metiram and optionally another fungicide B.
  • components A and B may be present in suspended, emulsified or dissolved form together or separately formulated.
  • the forms of application depend entirely on the intended use.
  • the fungicides A and B of the compositions according to the invention can be used as such, in the form of their formulations or the use form prepared therefrom, for example in the form of directly sprayable solutions, powders, suspensions or dispersions, also high-percentage aqueous, oily or other suspensions or dispersions, emulsions, oil dispersions Pastes, dusts, litter or granules.
  • the application is usually carried out by spraying, atomizing, dusting, scattering or pouring.
  • the application forms and methods depend on the intended use; In any case, they should ensure the finest possible distribution of active ingredients.
  • ready-to-use formulations of the compositions according to the invention contain one or more liquid or solid carriers, optionally surface-active substances and optionally further auxiliaries customary for the formulation of crop protection agents.
  • the formulations for such formulations are well known to those skilled in the art.
  • Aqueous application forms can, for. B. from emulsion concentrates, suspensions, pastes, wettable powders or water-dispersible granules by addition to be prepared from water.
  • the active compounds A and B can be dissolved as such or in an oil or solvent and homogenized in water by means of wetting agents, tackifiers, dispersants or emulsifiers.
  • concentrates consisting of active substance, wetting, adhesion, dispersing or emulsifying agent and possibly solvent or oil, which are suitable for dilution with water.
  • concentrations of fungicides A and B in the ready-to-use formulations can be varied within larger ranges. In general, they are between 0.0001 and 10%, preferably between 0.01 and 1% (wt .-% total active ingredient, based on the total weight of the ready-to-use preparation).
  • the fungicides A and B 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 ingredients without additives.
  • UUV ultra-low-volume
  • the active substances may include oils of various types, wetting agents, adjuvants, herbicides, fungicides other than the active compounds A and B, insecticides, nematicides, other pesticides such as bactericides, fertilizers and / or growth regulators, optionally also immediately before use (tank mix).
  • oils of various types wetting agents, adjuvants, herbicides, fungicides other than the active compounds A and B, insecticides, nematicides, other pesticides such as bactericides, fertilizers and / or growth regulators, optionally also immediately before use (tank mix).
  • These agents can be added to the active compounds A and B used in 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
  • Amine derivatives such as aldimorph, dodine, dodemorph, fenpropimorph, fenpropidin, guazatine, iminoctadine, tridemorph;
  • Anilinopyrimidines such as pyrimethanil, mepanipyrim or cyprodinil;
  • antibiotics such as cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin;
  • Azoles other than group B.1) such as bitertanol, bromoconazole, cyproconazole, difenoconazole, dinitroconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, metconazole, myclobutanil,
  • Penconazole Penconazole, propiconazole, prochloraz, tebuconazole, triflumizole;
  • Dicarboximides such as iprodione, myclozoline, procymidone, vinclozolin;
  • Dithiocarbamates such as Ferbam, Nabam, Maneb, Mancozeb, Metam, Propineb, polycarbamate, Thiram, Ziram, Zineb; Heterocyclic compounds such as anilazine, benomyl, carbendazim, dazomet, fenarimol, flutolanil, furametpyr, isoprothiolane, mepronil, nuarimol, probenazole, pyrifoxox, pyroquilone, quinoxyfen, thiophanate-methyl, tricyclazole, triforine;
  • Copper fungicides such as Bordeaux broth, copper acetate, copper oxychloride, basic copper sulfate; Nitrophenyl derivatives, such as binapacryl, dinocap, dinobutone, nitrophthalic-isopropyl;
  • Phenylpyrroles such as fenpiclonil or fludioxonil
  • fungicides such as carpropamide, chlorothalonil, cymoxanil, diclomethine, diclocymet, diethofencarb, edifenphos, fentin acetate, ferimzone, fluazinam, fosetyl, fosetyl-aluminum, hexachlorobenzene, pencycuron, phthalide, quintozene;
  • strobilurins such as azoxystrobin, dimoxystrobin, enestroburine, fluoxastrobin, cresoxime-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin or trifloxystrobin;
  • Sulfenic acid derivatives such as captafol, captan, dichlofluanid, folpet; Cinnamic acid amides and analogues such as dimethomorph, flumetover.
  • the agent according to the invention contains only the compound A and the at least one fungicide B as fungicidally active constituents.
  • the formulations are prepared in a known manner, for. B. by stretching the active ingredient (s) with solvents and / or excipients, desired if appropriate using surface-active substances, ie emulsifiers and dispersants.
  • Suitable solvents / carriers are essentially:
  • aromatic solvents eg Solvesso products, xylene
  • paraffins eg petroleum fractions
  • alcohols eg methanol, butanol, pentanol, benzyl alcohol
  • ketones eg cyclohexanone, Methyl hydroxybutyl ketone, diacetone alcohol, mesityl oxide, isophorone
  • lactones eg gamma-butyrolactone
  • pyrrolidones pyrrolidone, N-methylpyrrolidone, N-ethylpyrrolidone, n-octylpyrrolidone
  • acetates glycols, dimethyl fatty acid amides, Fatty acids and fatty acid esters.
  • solvent mixtures can also be used.
  • Excipients such as ground natural minerals (eg kaolins, clays, talc, chalk) and ground synthetic minerals (eg highly disperse silicic acid, silicates); Emulsifiers such as nonionic and anionic emulsifiers (for example polyoxyethylene fatty alcohol ethers, alkyl sulfonates and arylsulfonates) and dispersants such as lignin-sulphite liquors and methylcellulose.
  • ground natural minerals eg kaolins, clays, talc, chalk
  • ground synthetic minerals eg highly disperse silicic acid, silicates
  • Emulsifiers such as nonionic and anionic emulsifiers (for example polyoxyethylene fatty alcohol ethers, alkyl sulfonates and arylsulfonates) and dispersants such as lignin-sulphite 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 come mineral oil fractions of medium to high boiling point, such as kerosene 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, mesityl oxide, isophosphate, ron, strongly polar solvents, eg. As dimethylsulfoxide, 2-pyrrolidone, N-methylpyrrolidone, butyrolactone or water into consideration.
  • mineral oil fractions of medium to high boiling point such as kerosene or diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg. To
  • Powders, dispersants and dusts may be prepared by mixing or co-grinding the active substances with a solid carrier.
  • Granules, for. B. coated, impregnated and homogeneous granules can be prepared by binding the active compounds to solid carriers.
  • Solid carriers are z.
  • mineral earths such as silica gels, silicates, talc, kaolin, Attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics, fertilizers such.
  • 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.
  • Seed treatment formulations may additionally contain binders and / or gelling agents and optionally dyes.
  • the formulations generally contain from 0.01 to 95 wt .-%, preferably between 0.1 and 90 wt .-%, in particular 5 to 50 wt .-% of the active ingredient.
  • the active ingredients 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.
  • DC Dispersible Concentrates 20 parts by weight of active compound are dissolved in 70 parts by weight of cyclohexanone with the addition of 10 parts by weight of a dispersant, for. As polyvinylpyrrolidone, dissolved. The active ingredient content is 20% by weight. Dilution in water gives a dispersion.
  • the formulation has 15% by weight active ingredient content. Dilution in water results in an emulsion.
  • Emulsions (EW, EO, ES)
  • Dilution in water gives an emulsion.
  • the formulation has an active ingredient content of 25% by weight.
  • Suspensions SC, OD, FS 20 parts by weight of active compound are mixed with the addition of 10 parts by weight of dispersing and
  • the active ingredient content in the formulation is 20% by weight.
  • WG, SG Water-dispersible and Water-soluble Granules
  • 50 parts by weight of active compound are finely ground with the addition of 50 parts by weight of dispersants and wetting agents and prepared by means of industrial equipment (eg extrusion, spray tower, fluidized bed) as water-dispersible or water-soluble granules.
  • the formulation has an active ingredient content of 50% by weight. Dilution in water results in a stable dispersion or solution of the active ingredient.
  • Active ingredient content of the formulation is 75% by weight. Dilution in water results in a stable dispersion or solution of the active ingredient.
  • 0.5 parts by weight of active compound are finely ground and combined with 95.5 parts by weight of carriers. Common processes include extrusion, spray drying or fluidized bed. This gives a granulate for direct application with 0.5 wt .-% active ingredient content.
  • Suitable formulations for the treatment of seeds are, for example: I Water-soluble concentrates (LS)
  • 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.
  • Preferred FS formulations of the active ingredients A and B for seed treatment usually comprise 0.5 to 80% active ingredient, 0.05 to 5% wetting agent, 0.5 to 15% dispersant, 0.1 to 5% thickener, 5 to 20% antifreeze, 0.1 to 2% defoamer, 1 to 20% pigment and / or dye, 0 to 15% adhesive, 0 to 75% filler / vehicle, and 0.01 to 1% preservative.
  • Suitable pigments or dyes for formulations of the active ingredients A and B for seed treatment are Pigment blue 15: 4, Pigment blue 15: 3, Pigment blue 15: 2, Pigment blue 15: 1, Pigment blue 80, Pigment yellow 1, Pigment yellow 13 , Pigment red 112, pigment red 48: 2, pigment red 48: 1, pigment red 57: 1, pigment red 53: 1, pigment orange 43, pigment orange 34, pigment orange 5, pigment green 36, pigment green 7, pigment white 6, Pigment brown 25, Basic violet 10, Basic violet 49, Acid red 51, Acid red 52, Acid red 14, Acid blue 9, Acid yellow 23, Basic red 10, Basic red 108.
  • Suitable wetting agents and dispersants are, in particular, the abovementioned surface-active substances.
  • Preferred wetting agents are alkylnaphthalene sulfonates, such as diisopropyl or diisobutylnaphthalene sulfonates.
  • Preferred dispersants are nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants.
  • nonionic dispersants are, in particular, ethylene oxide-propylene oxide block polymers, alkylphenol polyglycol ethers and tristryrylphenol polyglycol ethers, for example polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenol polyglycol ether, tributylphenyl polyglycol ether, tristerylphenyl polyglycol ether, alkylarylpolyether alcohols, alcohol and fatty alcohol-ethylene oxide condensates, ethoxylated castor oil - oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters and methyl cellulose.
  • ethylene oxide-propylene oxide block polymers alkylphenol polyglycol ethers and tristryrylphenol polyglycol ethers
  • Suitable anionic dispersants are, in particular, alkali metal, alkaline earth metal, ammonium salts of lignin sulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkyl sulfates, alkylsulfonates, fatty alcohol sulfates, fatty acids and sulfated fatty alcohol glycol ethers, furthermore arylsulfonate-formaldehyde condensates, eg. B.
  • condensation products of sulfonated naphthalene and naphthalene derivatives with formaldehyde condensation products of naphthalene or Naphtalinsulfonklare with phenol and formaldehyde, lignosulfonates, Ligninsulfitablaugen, phosphated or sulfated derivatives of methylcellulose and polyacrylic acid salts.
  • antifreezes include alkanols such as methanol, ethanol, isopropanol, the butanols, glycol, glycerin, diethylene glycol and the like.
  • Suitable thickening agents are all substances which can be used for such purposes in agrochemical compositions, for example cellulose derivatives, polyacrylic acid derivatives, xanthan, modified clays and highly dispersed silicic acid.
  • Defoamers which can be used are all foam-inhibiting substances customary for the formulation of agrochemical active substances. Particularly suitable are silicone defoamers and magnesium stearate.
  • preservatives it is possible to use all preservatives which can be used for such purposes in agrochemical compositions. Examples include dichlorophen, isothiazolene such as 1, 2-benzisothiazol-3 (2H) -one,
  • Adhesive / adhesive is added to improve the adhesion of the active ingredients on the seed after treatment.
  • Suitable adhesives are surface-active block copolymers based on EO / PO, but also polyvinyl alcohols, polyvinylpyrrolidones, polyacrylates, polymethacrylates, polybutenes, polyisobutenes, polystyrene, polyethylene amines, polyethylene amides, polyethyleneimines (Lupasol®, Polymin®), polyethers and copolymers which derived from these polymers.
  • the seed is treated with the respective desired amount of seed dressing formulations either as such or after prior dilution with water in a suitable apparatus, for example a mixing device for solid or solid / liquid mixture partners up to even distribution of the agent on the seed mixes.
  • a drying process follows.
  • Components A and B may be formulated together or separately.
  • the use of the combination according to the invention of compound A and at least one fungicide of group B for controlling harmful fungi is generally carried out in such a way that the fungi or the seeds, plants, plant parts, soils, surfaces, spaces or materials to be protected from fungal attack have a fungicidally effective amount of the combination of these agents.
  • the treatment is preferably carried out in such a way that the fungi or the seeds, plants, parts of plants, soils, surfaces, spaces or materials to be protected from fungal attack are brought into contact with both active substances or with a composition which contains the two active substances.
  • the composition or the individual active ingredients are applied to the fungi or the seeds, plants, plant parts, soils, surfaces, rooms or materials to be protected from fungal attack.
  • the components A and B can therefore be applied together or separately.
  • the treatment can be carried out both before (preventively) and after (curatively) the infection of the materials, plants, seeds, soils, areas or spaces by the fungi.
  • the fungicidally active components A and B can be applied before, during or after emergence of the plants.
  • compositions according to the invention are distinguished by an outstanding action against a broad spectrum of harmful fungi (phytopathogenic fungi, phytopathogenic fungi), in particular from the classes of the Ascomycetes, Deuteromycetes, Peronosporomycetes (synonymously Oomycetes) and Basidiomycetes. They are partially systemically effective and can be used in crop protection as foliar, pickling and soil fungicides.
  • cereals eg barley, rice, rye, soybean, maize, wheat, oats
  • pome and stone fruit eg apple, pear, quince , Sweet and sour cherry, plum, plum, peach, nectarine, apricot, almond
  • vegetables eg cucumbers, beans, tomatoes, potatoes and cucurbits
  • legumes eg beans, peas, lentils
  • cotton eg beans, peas, lentils
  • Grass bananas, peanuts, coffee, wine, ornamental plants, sugar cane and a variety of seeds.
  • Botrytis cinerea (gray mold) on strawberries, vegetables, flowers and vines
  • Drechslera species and Pyrenophora species on cereals, rice, turf and maize eg. D.teres to barley or D. tritici-repentis to wheat, • Esca to grapevine caused by Phaeoacremonium chlamydosporium, Ph. Ale- ophilum, and Formitipora punctata (syn. Phellinus punctatus),
  • Gaeumanomyces graminis on cereals Gibberella species on cereals and rice (eg Gibberella fujikuroi on rice),
  • Mycosphaerella species on cereals, bananas and peanuts e.g. M. graminicola on wheat or M. fijiensis on bananas,
  • Puccinia species on various plants such as P. triticina, P. striformins, P. hordei or P. graminis on cereals, or P. asparagi on asparagus,
  • Rhizoctonia species on cotton, rice, potatoes, turf, corn, oilseed rape, potatoes, sugar beets, vegetables and other plants eg. B. R. solani on turnips and various plants
  • Rhynchosporium secalis on barley, rye and triticale • Rhynchosporium secalis on barley, rye and triticale, • Sclerotinia species on rape and sunflowers,
  • the mixtures according to the invention are particularly preferred for combating Botrytis species in vine and vegetable crops and in ornamental plants and Pyrenophora species in cereals. Specifically, they are used for combating Pyrenophora species, such as Pyrenophora graminea, Pyrenophora tritici-repentis and especially Pyrenophora teres (Drechsler) in barley.
  • Pyrenophora species such as Pyrenophora graminea, Pyrenophora tritici-repentis and especially Pyrenophora teres (Drechsler) in barley.
  • the fungicidally active composition according to the invention can also be used for controlling harmful fungi in the protection of materials (for example wood, paper, paint dispersions, fibers or fabrics) and in the protection of stored products, eg. against Paecilomyces variotii.
  • the required application rate of pure active ingredient composition, d. H. A and B without formulation auxiliaries depending on the composition of the plant population, on the developmental stage of the plants, on the climatic conditions at the place of use and on the application technique.
  • the total amount of A and B applied is 0.001 to 3 kg / ha, preferably 0.005 to 2 kg / ha and especially 0.01 to 1 kg / ha of active substance (a.S.).
  • the required application rates of compound A are generally in the range of 0.1 g / ha to 1 kg / ha and preferably in the range of 1 g / ha to 500 g / ha or 5 g / ha to 500 g / ha a.S.
  • the funds are fed to the plants primarily by foliar spraying.
  • An application of the herbicidal compositions in the so-called “low volume” and “ultra-Iow volume” method is just as possible as their application in the form of so-called microgranules.
  • Seed treatment generally uses amounts of active substance (total active substance amounts of fungicides A) and B)) of 1 to 1000 g / 100 kg of seed, preferably 1 to 750 g / 100 kg, in particular 5 to 500 g / 100 kg.
  • the application rate of active ingredients A) and B) depends on the nature of the field of application and the desired effect. Usual total application rates are in the material protection, for example, 0.001 g to 2 kg, preferably 0.005 g to 1 kg of fungicides A) and B) per cubic meter of treated material.
  • compositions according to the invention which contain the compound of the formula A and at least one fungicide of the component B, surprisingly have a better fungicidal activity against harmful fungi than would have been expected after the fungicidal activity of the individual compounds, d. H. the fungicidal effectiveness is increased to a super-additive degree.
  • Expected efficiencies of drug combinations can be z. For example, according to Colby's formula (S.R. Colby, Calculating Synergistic and Antagonistic Response of Herbicide Combinations, Weeds, 15, pp. 20-22).
  • the drugs were used either as a commercial formulation or as one
  • the stock solution was prepared from 25 mg of active ingredient which was mixed with a mixture of acetone and / or DMSO as solvent and the emulsifier Uniperol® EL (wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols) in the volume ratio of solvent to emulsifier of 99: 1 to 10 ml was made. It was then made up to a volume of 100 ml with water.
  • Uniperol® EL wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols
  • the evaluation was carried out by visual determination of the affected leaf areas in%. These percentages were converted to efficiencies as% of the untreated control. With an efficiency of 0, 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.
  • the expected efficiencies for drug combinations were determined according to the Colby formula (Colby, SR, Calculating synergistic and antagonistic responses of herbicidal combinations, Weeds, 15, pp. 20-22, 1967) and compared with the observed efficiencies.
  • Drechslera teres the causative agent of net blotch, inoculated.
  • test plants were placed in the greenhouse at temperatures between 20 and 24 0 C and 95 to 100% relative humidity. After 6
  • the agents according to the invention have a synergistic effect.

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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 un agent fongicide qui contient, outre le fongicide N-[2-(1,3-diméthylbutyl)-3-thiényl]-1-méthyl-3-(trifluorométhyl)-1H-pyrazol-4- carboxamide (penthiopyrad), au moins un autre fongicide déterminé. L'invention concerne également un procédé pour lutter contre les champignons nuisibles au moyen d'un tel agent fongicide ainsi que l'utilisation de cet agent pour lutter contre les champignons nuisibles.
EP06764245A 2005-07-21 2006-07-21 Agent fongicide Withdrawn EP1909577A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102005034157 2005-07-21
PCT/EP2006/064508 WO2007010036A2 (fr) 2005-07-21 2006-07-21 Agent fongicide

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EP1909577A2 true EP1909577A2 (fr) 2008-04-16

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US (1) US20090131462A1 (fr)
EP (1) EP1909577A2 (fr)
JP (1) JP2009501768A (fr)
CN (1) CN101222847A (fr)
BR (1) BRPI0613752A2 (fr)
WO (1) WO2007010036A2 (fr)

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EP2580962A1 (fr) 2006-11-29 2013-04-17 Mitsui Chemicals Agro, Inc. Composition de lutte contre des maladies des plantes et des dommages causés par des insectes et procédé de prévention de dommages d'insectes et de maladies de plantes
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Publication number Publication date
US20090131462A1 (en) 2009-05-21
JP2009501768A (ja) 2009-01-22
WO2007010036A2 (fr) 2007-01-25
BRPI0613752A2 (pt) 2016-11-16
WO2007010036A3 (fr) 2007-06-28
CN101222847A (zh) 2008-07-16

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