BR112015018869B1 - EMULSIFIABLE CONCENTRATE, CONCENTRATE PREPARATION PROCESS, EMULSION AND METHOD OF FUNGUS CONTROL - Google Patents

Abstract

emulsifiable concentrate, concentrate preparation process, emulsion and fungus control method. the invention relates to a process for the preparation of said concentrate; an emulsion obtainable by mixing water, a water-insoluble pesticide, of components a) and b); and a method of controlling phytopathogenic fungi and / or desired vegetation and / or unwanted attack by insects or mites and / or for regulating plant growth, where the concentrate or emulsion is left to act on the respective pests, their environment or on the crop plants to be protected against the respective pests, on the soil and / or unwanted plants and / or on the crop plants and / or their environment.

Description

FIELD OF THE INVENTION

[001] Subject matter of the present invention is an emulsifiable concentrate comprising a water-insoluble pesticide, an alkyl lactate, and an amide of the formula (I) as defined herein.

[002] The invention also relates to a process for the preparation of said concentrate; an emulsion obtainable by mixing water, a water-insoluble pesticide, of components a) and b); and a method of controlling phytopathogenic fungi and / or unwanted vegetation and / or unwanted attack by insects or mites and / or for regulating plant growth, where the concentrate or emulsion is left to act on the respective pests, their environment or on the crop plants to be protected against the respective pests, on the soil and / or unwanted plants and / or on the crop plants and / or their environment. The present invention comprises combinations of preferred characteristics with other preferred characteristics.

[003] Emulsifiable concentrates (also called EC) are formulations widely used in crop protection. The disadvantage of the known emulsifiable concentrates is the low stability to cold, the marked tendency to crystallize and the low concentration of pesticide.

[004] It is the object of the present invention to provide an emulsifiable concentrate that overcomes these disadvantages.

[005] The object was obtained through an emulsifiable concentrate comprising: a) a water insoluble pesticide, b) an alkyl lactate, and c) an amide of the formula (I) R1-C (O) N (R2) 2 where R1 is C5-C19-alkyl and R2 is C1-C4-alkyl.

[006] Usually, an emulsifiable concentrate is designed to mean compositions that form an oil-in-water emulsion after mixing with water (for example in a weight ratio of 1 part concentrate to 99 parts water). The mixing of the emulsifiable concentrate with water can be done at 5 to 50 ° C, typically at room temperature such as 25 ° C. The emulsion usually appears spontaneously. In another form, the emulsion usually appears spontaneously after mixing with water. The resulting emulsion may have an average droplet size greater than 0.1 μm, preferably greater than 0.5 μm, particularly greater than 0.8 μm, and most preferably greater than 1.1 μm. The average droplet size can be determined by laser diffraction, for example with a Malvern Mastersizer 2000.

[007] The concentrate is preferably present as a homogeneous solution. It is usually virtually free of dispersed particles.

[008] Suitable alkyl lactates are C1-C18-alkyl aliphatic lactates (particularly C6-C10-alkyl lactates), which can be linear or branched. Examples are cyclohexyl lactate, 2-ethylhexyl lactate, cyclohexyl 2-methylillate, heptyl lactate, octyl lactate, or mixtures thereof. Especially preferred is 2-ethylhexyl lactate. Alkyl lactates can be present in the form of D- and / or L-lactates, with L-lactates being preferred.

[009] The concentrate may comprise at least 5% by weight, preferably at least 20% by weight, more preferably at least 35% by weight, and particularly at least 45% by weight of alkyl lactate (such as 2-ethylhexyl lactate) . In another form the concentrate can comprise at least 25% by weight, preferably at least 30% by weight of alkyl lactate (such as 2-ethylhexyl lactate). The concentrate may comprise a maximum of 80% by weight, preferably a maximum of 70% by weight and particularly a maximum of 60% by weight of the alkyl lactate.

[010] Preferred amides of the formula (I) are those in which R1 is C7-C11-alkyl (preferably linear) and R2 is methyl. Especially preferred amides of the formula (I) are those in which R1 is C7-C9-alkyl and R2 is methyl. In particular, R1 is n-nonyl and R2 is methyl.

[011] Mixtures of amides of the formula (I) are also possible, for example mixtures where R1 is C7-C11-alkyl and R2 is methyl. Mixtures of amides of the formula (I) comprise in most cases two amides of the formula (I) in an amount of at least 30% by weight (preferably at least 40% by weight) respectively based on the total amount of amides of the formula ( I).

[012] The concentrate may comprise a maximum of 60% by weight, preferably a maximum of 45% by weight and particularly a maximum of 30% by weight of the amide of formula (I). The concentrate can comprise at least 5% by weight, preferably at least 10% by weight and particularly at least 15% by weight of amide of formula (I).

[013] The weight ratio of the alkyl lactate to the amide of the formula (I) can be in the range of 1:20 to 10: 1, preferably from 1:10 to 4: 1, more preferably from 1: 6 to 1 , 5: 1, and particularly from 1: 4 to 1: 1,2. In another form the weight ratio of the alkyl lactate to the amide of the formula (I) can be in the range of 1:10 to 20: 1, preferably from 1: 4 to 10: 1, more preferably from 1: 1.5 to 6: 1, and particularly from 1: 1.2 to 3: 1.

[014] The concentrate may also comprise benzyl alcohol in addition to the aforementioned solvents a) and b). The concentrate may comprise a maximum of 30% by weight, preferably a maximum of 10% by weight and particularly a maximum of 7% by weight of benzyl alcohol. The concentrate can comprise at least 0.5% by weight, preferably at least 1.5% by weight and particularly at least 3% by weight of benzyl alcohol.

[015] The concentrate may also comprise dimethyl sulfoxide (DMSO) in addition to the aforementioned solvents a) and b). The concentrate can comprise a maximum of 20% by weight, preferably a maximum of 10% by weight and particularly a maximum of 3% by weight of dimethyl sulfoxide. The concentrate can comprise at least 0.1% by weight, preferably at least 0.5% by weight and particularly at least 1% by weight of DMSO. In another form the concentrate is free of DMSO.

[016] The concentrate may also comprise benzyl alcohol and dimethyl sulfoxide (DMSO) in addition to the aforementioned solvents a) and b).

[017] The amounts of these components a), b) and optionally benzyl alcohol and optionally DMSO make up a sum of 5 to 95% by weight, preferably 40 to 90% by weight, and particularly 55 to 85% by weight.

[018] The concentrate may comprise from 20 to 80% by weight of alkyl lactate (for example 2-ethylhexyl lactate), 1 to 50% by weight of the amide of formula (I) (for example in which R1 is C7-C11- alkyl and R2 is methyl), and optionally 1 to 25% by weight of benzyl alcohol, the amounts of these components being up to 40 to 95% by weight.

[019] Preferably, the concentrate may comprise from 40 to 70% by weight of alkyl lactate (for example 2-ethylhexyl lactate), 3 to 40% by weight of the amide of formula (I) (for example in which R1 is C7- C11-alkyl and R2 is methyl), and optionally 2 to 20% by weight of benzyl alcohol, with the amounts of these components amounting to 40 to 95% by weight.

[020] In particular, the concentrate may comprise 50 to 65% by weight of alkyl lactate (for example 2-ethylhexyl lactate), 10 to 25% by weight of the amide of formula (I) (for example in which R1 is C7- C11-alkyl and R2 is methyl), and optionally 5 to 15% by weight of benzyl alcohol, with the amounts of these components amounting to 50 to 95% by weight.

[021] In most cases, the concentrate is free of water. In another form, the concentrate is essentially free of water. It can comprise a maximum of 3% by weight, preferably a maximum of 1% by weight and particularly a maximum of 0.5% by weight of water. In the special form the concentrate can comprise a maximum of 0.3% by weight and particularly a maximum of 0.1% by weight of water.

[022] The concentrate may also comprise solvents (for example the organic solvents listed below) in addition to components a), b), benzyl alcohol and DMSO. The term "other solvents" usually refers to solvents that are different from components a), b), benzyl alcohol and DMSO. The concentrated T can comprise a maximum of 30% by weight, preferably a maximum of 10% by weight and particularly a maximum of 1% by weight of the other solvents.

[023] The term pesticides refers to at least one active substance selected from the group of fungicides, insecticides, nematicides, herbicides, protective agents and / or growth regulators. Preferred pesticides are fungicides, insecticides, herbicides and growth regulators. Especially preferred pesticides are herbicides. Mixtures of pesticides from two or more of the above classes can also be used. The person skilled in the art is familiar with such pesticides, which can be found, for example, in the Pesticide Manual, 15th Ed. (2009), The British Crop Protection Council, London. The following pesticides are suitable, for example (pesticides A) to K) are fungicides): A) Breathing inhibitors - complex III inhibitors at the Qo site (for example strobilurins): azoxystrobin, coumetoxistrobin, coumoxystrobin, dimoxystrobin, enestroburin, phenaminstrobin, phenoxystrobin / fluphenoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysstrobin, picoxystrobin, pyraclostrobin, pyramethostrobin, piraoxystrobin, trifloxystrobin, methyl 2- [2- (2,5-dimethyl-methyl-2-methyl-3-methyl-2-methyl-2-methyl - (3- (2,6-dichlorophenyl) -1- methylalylidanoaminooxymethyl) phenyl) -2-methoxyimino-N-methylacetamide, pyribencarb, triclopyricarb / chlorodincarb, famoxadon, fenamidon; - complex III inhibitors at the Qi site: cyazofamid, amisulbrom, [(3S, 6S, 7R, 8R) -8-benzyl-3 - [(3-acetoxy-4-methoxy-pyridine-2-carbonyl) amino] -6 -methyl-4,9-dioxo-1,5-dioxonan-7-yl] 2-methylpropanoate, [(3S, 6S, 7R, 8R) -8-benzyl-3 - [[3- (acetoxymethoxy) -4- methoxy-pyridine-2-carbonyl] amino] -6-methyl-4,9-dioxo-1,5-dioxonan-7-yl] 2-methylpropanoate, [(3S, 6S, 7R, 8R) -8-benzyl- 3 - [(3-isobutoxycarbonyloxy-4-methoxy-pyridine-2-carbonyl) amino] -6-methyl-4,9-dioxo-1,5-dioxonan-7-yl] 2-methylpropanoate, [(3S, 6S , 7R, 8R) -8-benzyl-3 - [[3- (1,3-benzodioxol-5-ylmethoxy) -4-methoxy-pyridine-2-carbonyl] amino] -6-methyl-4,9-dioxo -1,5-dioxonan-7-yl] 2-methylpropanoate; (3S, 6S, 7R, 8R) -3 - [[((3-hydroxy-4-methoxy-2-pyridinyl) carbonyl] amino] -6-methyl-4,9-dioxo-8- (phenylmethyl) -1, 5-dioxonan-7-yl 2-methylpropanoate; - Complex II inhibitors (for example carboxamides): benodanil, benzovindiflupir, bixafen, boscalid, carboxin, fenfuram, fluopyram, flutolanil, fluxpyroxad, furametpir, isopirazam, mepronil, oxycarboxin, penflufen, pentiopirad, silkamide, 4'-trifluoromethylthiobiphenyl-2-yl) - 3-difluoromethyl-1-methyl-1H-pyrazol-4-carboxamide, N- (2- (1,3,3-trimethyl-butyl) -phenyl) - 1,3- dimethyl-5-fluoro-1H-pyrazol-4-carboxamide, 3- (difluoromethyl) -1-methyl-N- (1,1,3-trimethylindan-4-yl) pyrazol-4-carboxamide, 3- (trifluoromethyl) -1-methyl-N- (1,1,3-trimethylindan-4-yl) pyrazol-4-carboxamide, 1,3-dimethyl-N- (1,1,3-trimethylindan-4-yl) - pyrazole- 4-carboxamide, 3- (trifluoromethyl) -1,5-dimethyl-N- (1,1,3-trimethylindan-4-yl) - pyrazol-4-carboxamide, 3- (difluoromethyl) -1,5-dimethyl- N- (1,1,3-trimethylindan-4-yl) - pyrazol-4-carboxamide, 1,3,5-trimethyl-N- (1,1,3-trimethylindan-4-yl) pyrazol-4-carboxamide ; - other respiration inhibitors (eg complex I, uncouplers): diflumetorim; nitrophenyl derivatives: binapacril, dinobuton, dinocap, fluazinam; ferimzone; organometal compounds: phentin salts such as fentin acetate, fentin chloride or fentin hydroxide; ametoctradine; and siltiofam; B) Sterol biosynthesis inhibitors (SBI fungicides) - C14 demethylase inhibitors (DMI fungicides): triazole: azaconazole, bitertanol, bromuconazole, cyproconazole, diphenoconazole, diniconazole, diniconazole-M, epoxiconazole, flaconazol, flaconazol, flaconazol, flaconazol, flaconazol, flaconazol, flaconazol, flaconazol, flaconazol, flaconazole, flaconazol, flaconazol, flaconazole, flaconazole, flaconazole, flaconazole. , imibenconazole, ipconazole, metconazole, myclobutanil, oxpoconazole, paclobutrazol, penconazole, propiconazole, protioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, 2-chloro-3-(-icon- 3-chloride; ) -2- (2,4-difluorophenyl) -oxyranylmethyl] -5-thiocyanate-1H- [1,2,4] triazole, 2- [rel- (2S; 3R) -3- (2-chlorophenyl) -2 - (2,4-difluorophenyl) -oxyranylmethyl] - 2H- [1,2,4] triazole-3-thiol; imidazole: imazalil, pefurazoate, prochloraz, triflumizole; pyrimidines, pyridines and piperazines: fenarimol, nuarimol, pyrifenox, triforin; - Delta14-reductase inhibitors: aldimorf, dodemorf, dodemorf-acetate, fenpropimorf, tridemorf, fenpropidin, piperalin, spiroxamine; - 3-keto reductase inhibitors: fenhexamid; C) Nucleic acid synthesis inhibitors - phenylamides or acylamino acid fungicides: benalaxyl, benalaxyl-m, chiralaxyl, metalaxyl, metalaxyl-M (mefenoxam), ofurace, oxadixyl; - Others: himexazole, octylinone, oxolinic acid, bupyrime, 5-fluorocytosine, 5-fluoro-2- (p-tolylmethoxy) pyrimidin-4-amine, 5-fluoro-2- (4-fluorophenylmethoxy) pyrimidin-4-amine; D) Cell division and cytoskeleton inhibitors - tubulin inhibitors such as benzimidazoles, thiophanates: benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate-methyl; triazolopyrimidines: 5-chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl [1,2,4] triazolo [1,5-a] pyrimidine; - tubulin inhibitors such such as benzimidazoles, thiophanates: benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate-methyl; triazolopyrimidines: 5-chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl [1,2, 4] triazolo [1,5-a] pyrimidine; E) Inhibitors of amino acid synthesis and protein synthesis; - Methionine synthesis inhibitors (anilinopyrimidines): cyprodinil, mepanipyrim, pyrimethanil; - Protein synthesis inhibitors: blasticidin-S , casugamycin, casugamycin hydrochloride hydrate, mildiomycin, streptomycin, oxytetracycline, polyoxin, validamycin A; F) Signal transduction inhibitors - MAP / histidine kinase inhibitors: fluoroimide, iprodione, procymidone, vinclozoline, fenpiclonil, fludiox; - protein G inhibitors: quinoxyphene; G) inhibitors of membrane and lipid synthesis - phospholipid biosynthesis inhibitors: edifenfos, iprobenfos, pyrazophos, isoprothiolane; - lipid peroxidation: dichloran, quintozene, tecnazene, tolclofos-methyl, biphenyl, chloroneb, etridiazole; - phospholipid biosynthesis and cell wall binding: dimetomorf, flumorf, mandipropamide, pyrimorf, bentiavalicarb, iprovalicarb, valiphenalate and 4-fluorophenyl N- (1- (1- (4-cyanophenyl) ethanesulfonyl) but-2-yl) carbamate; - compounds that affect the permeability of the cell membrane and fatty acids: propamocarb, propamocarb hydrochloride; - Fatty acid amide hydrolase inhibitors: oxatiapiprolin; H) Inhibitors with “multi-site” action - organic active substances: Bordeaux mixture, copper acetate, copper hydroxide, copper oxychloride, basic copper sulfate, sulfur; - thio- and dithiocarbamates: ferbam, mancozeb, maneb, metam, metiram, propineb, tiram, zineb, ziram; - organochlorine compounds (eg phthalimides, sulfamides, chloronitriles): anilazine, chlorothalonil, captafol, captan, folpet, diclofluanid, dichlorophen, flusulfamide, hexachlorobenzene, pentachlorophenol and their salts, and its salts, phthalide, N-tolylfluan chloro-2-nitrophenyl) -N-ethyl-4-methylbenzenesulfonamide; - guanidines and others: guanidine, dodine, dodine free base, guazatin, guazatin acetate, iminoctadine, iminoctadine triacetate, iminoctadine tris (albesylate), dithianone; I) Cell wall biosynthesis inhibitors - glucan synthesis inhibitors: validamycin, polyoxin B; melanin synthesis inhibitors: pyrokylone, tricyclazole, carpropamid, dicyclomethane, phenoxanil; J) Plant defense inducers - acibenzolar-S-methyl, probenazole, isothianyl, thiadinyl, prohexadione-calcium; phosphonates: phosethyl, phosethyl aluminum, phosphorous acid and its salts; K) Unknown mode of action - bronopol, quinomethionate, ciflufenamid, cymoxanil, dazomet, debacarb, diclomezin, difenzoquat, difenzoquat-methyl sulfate, diphenylamine, phenpyrazamine, flumetover, flusulfamid, flutianyl, metasulfocarb, nitrapirin, oxitra-isopyrine, nitrotalpyrine, nitrotalpyrine, nitrotalpyrine, nitrotalpyrine, nitrotalpyrine, nitrotalpyrine, nitrotalpyrine, nitrotapine proquinazid, tebufloquin, keyboardoftalam, triazoxide, 2-butoxy-6-iodo-3-propylchromene-4-one, N- (cyclopropylmethoxyimino- (6- difluoromethoxy-2,3-difluorophenyl) methyl) -2-phenylacetamide, N'- (4- (4-chloro-3-trifluoromethylphenoxy) -2,5-dimethylphenyl) -N-ethyl-N-methylformamidine, N '- (4- (4-fluoro-3-trifluoromethylphenoxy) -2,5-dimethylphenyl) -N-ethyl-N-methylformamidine, N '- (2-methyl-5-trifluoromethyl-4- (3-trimethylsilanylpropoxy) phenyl) -N-ethyl-N-methylformamidine, N' - (5-difluoromethyl-2-methyl -4- (3-trimethylsilanylpropoxy) phenyl) -N-ethyl-N-methylformamidine, N-methyl- (1,2,3,4-tetrahydronaphthalen-1-yl) -2- {1- [2- (5- methyl-3-trifluoromethylpyrazol-1-yl) acetyl] piperidin-4-yl} thiazol-4-carboxamide, N-methyl- (R) -1,2,3,4-tetrahydronaphthalen-1-yl 2- {1- [2- (5 -methyl-3-trifluoromethylpyrazol-1-yl) acetyl] piperidin-4-yl} thiazol-4-carboxamide, 1- [4- [4- [5- (2,6-difluorophenyl) -4,5-dihydro- 3-isoxazolyl] -2-thiazolyl] -1-piperidinyl] -2- [5-methyl-3- (trifluoromethyl) -1H-pyrazol-1-yl] ethanone, 6-tert.- butyl-8-fluoro-2 , 3-dimethylquinolin-4-yl methoxyacetate, N-methyl-2- {1 - [(5-methyl-3-trifluoromethyl-1H-pyrazol-1-yl) acetyl] piperidin-4-yl} -N - [( 1R) -1,2,3,4- tetrahydronaphthalen-1-yl] -4-thiazolcarboxamide, 3- [5- (4-methylphenyl) -2,3-dimethylisoxazolidin-3-yl] -pyridine, 3- [5 - (4-chlorophenyl) -2,3-dimethylisoxazolidin-3-yl] - pyridine (pyrisoxazole), N- (6-methoxypyridin-3-yl) cyclopropanecarboxamide, 5-chloro- 1- (4,6-dimethoxy pyrimidin-2 -yl) -2-methyl-1H-benzoimidazole, 2- (4-chlorophenyl) -N- [4- (3,4-dimethoxyphenyl) isoxazol-5-yl] -2-prop-2-inyloxyacetamide; M) Growth regulators abscisic acid, amidochlor, ancimidol, 6-benzylaminopurine, brassinolide, butralin, clormequat (clormequat chloride), choline chloride, cyclanilid, daminozide, dikegulac, dimethypine, 2,6-dimethylpuridine, etefon, flefurine, flefurine, flefurine, flefurine, flefurine, flefurine , flutiacet, forclorfenuron, gibberellic acid, inabenfid, indole-3-acetic acid, maleic hydrazide, mefluidid, mepiquat (mepiquat chloride), metconazole, naphthalenoacetic acid, N-6-benzyladenine, paclobutrazole, proxide , tidiazuron, triapentenol, tributylphosphorotrithioate, 2,3,5-triiodobenzoic acid, trinoxapac-ethyl and uniconazole; N) Herbicides - acetamides: acetochlor, alachlor, butachlor, dimetachlor, dimetenamid, flufenacet, mefenacet, metolachlor, metazachlor, napropamid, naproanilid, petoxamid, pretylachlor, propachlor, tenilchlor; - amino acid analogs: bilanafos, glyphosate, glufosinate, sulfosate; - aryloxyphenoxypropionates: clodinafop, cihalofop-butyl, fenoxaprop, fluazifop, haloxifop, metamifop, propaquizafop, quizalofop, quizalofop-P-tefuril; - bipyridyls: diquat, paraquat; - carbamates and thiocarbamates: asulam, butylate, carbetamide, desmedipham, dimepiperat, eptam (EPTC), esprocarb, molinate, orbencarb, fenmedipham, prosulfocarb, pyributicarb, thiobencarb, trialate; - cyclohexanediones: butroxidim, cletodim, cicloxidim, profoxidim, setoxidim, tepraloxidim, tralcoxidim; - dinitroanilines: benfluralin, etalfluralin, orizalin, pendimethalin, prodiamine, trifluralin; - diphenyl ethers: acifluorfen, aclonifen, bifenox, diclofop, ethoxyfen, fomesafen, lactophen, oxyfluorfen; - hydroxybenzonitriles: bromoxynil, diclobenyl, ioxynil; - imidazolinones: imazametabenz, imazamox, imazapic, imazapyr, imazaquin, imazetapyr; - phenoxyacetic acids: clomeprop, 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, mecoprop; - pyrazines: cloridazon, flufenpir-ethyl, flutiacet, norflurazon, pyridate; - pyridines: aminopyralid, clopyralid, diflufenican, dithiopir, fluridone, fluroxypyr, picloram, picolinafen, tiazopir; - sulfonylureas: amidosulfurone, azimsulfurone, bensulfurone, chlorimuron-ethyl, chlorosulfurone, cinosulfurone, cyclosulfamurone, ethoxysulfurone, flazasulfurone, flucetosulfurone, flupirsulfurone, foramsulfurone, metulfurone, methanesulfurone, methanesulfurone, methanesulfurone, imazosulfurone, imazosulfurone , rimsulfurone, sulfometurone, sulfosulfurone, thifensulfurone, triasulfurone, tribenurone, trifloxysulfurone, triflusulfurone, tritosulfurone, 1 - (((2-chloro-6-propyl-imidazo [1,2-b] pyridazin-3-yl) sulfonyl) -3- (4,6-dimethoxypyrimidin-2-yl) urea; - triazines: amethrine, atrazine, cyanazine, dimetamethrin, ethiozine, hexazinone, metamitron, metribuzin, promethrin, simazine, terbuthylazine, terbutrin, triaziflam; - ureas: chlortolurone, daimurone, diurone, fluometurone, isoproturone, linurone, metabenztiazurone, tebutiurone; - other acetolactate synthase inhibitors: bispiribac-sodium, chloransulam-methyl, diclosulam, florasulam, flucarbazone, flumetsulam, metosulam, orthosulfamurone, penoxsulam, propoxycarbazone, pyribambenz-propyl, pyribenzoxim, pyracyrimide, pyracyrimide, pyripyrimide, pyripyrimide pyroxsulam; - others: amicarbazone, aminotriazole, anilofos, beflubutamid, benazoline, bencarbazone, benfluresate, benzofenap, bentazone, benzobicyclone, bromacil, bromobutide, butafenacil, butamiphos, cafenstrol, carfentrazone, clanidone, cinidonyl, cyridone , difenzoquat, diflufenzopyr, Drecslera monoceras, endotal, etofumesate, etobenzanid, fentrazamide, flumiclorac-pentil, flumioxazin, flupoxam, fluorochloridone, flurtamone, indanofan, isoxaben, isoxaflutol, metacin, propacyl, quenacil, propaclor, propacyl, quenacil, propacyl, quenacil, propaclor , oxadiargyl, oxadiazone, oxaziclomefone, pentoxazone, pinoxaden, piraclonil, piraflufen-ethyl, pirasulfotol, pyrazoxifen, pyrazolinate, quinoclamine, saflufenacil, sulcotrione, sulfentrazone, terbacil, tefurilzione, 4-tefuriltrione, 4-tefuriltrione, 4-tetrahydronone (2-methoxyethoxymethyl) -6-trifluoromethylpyridin-3-carbonyl] bicyclo [3.2.1] oct-3-en-2-one, (3- [2-chloro-4-fluoro-5- (3-methyl-2 , 6-dioxo-4 -trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl) phenoxy] pyridin-2-yloxy) ethyl acetate, methyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate, 6-chlorine -3- (2-cyclopropyl-6-methylphenoxy) pyridazin-4-ol, 4-amino-3-chloro-6- (4-chlorophenyl) -5-fluoropyridin-2-carboxylic acid, 4-amino-3-chlorine Methyl -6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridin-2-carboxylate and 4-amino-3-chloro-6- (4-chloro-3-dimethylamino-2-fluorophenyl) pyridin-2 -methyl carboxylate. O) Insecticides - organo (thio) phosphates: asphate, azametiphos, azymphos-methyl, chlorpyrifos, chlorpyrifos-methyl, chlorfenvinfos, diazinone, dichlorvos, dicrotofos, dimetoate, disulfotone, etione, fenitrotiona, methione, isoxathione, methoxyamide, isoxathione, methoxyamide, isoxathione, methoxyamide, isoxathione, methoxyamide, isoxation, methyl-parathione, mevinfos, monocrotofos, oxidemeton-methyl, paraoxone, parathione, fentoate, fosalone, fosmet, phosphamidone, forato, foxim, pirimiphos-methyl, profenofos, protiofos, sulprofos, tetrachlorvinfos, terbufos, triazofos; - carbamates: alanicarb, aldicarb, bendiocarb, benfuracarb, carbaryl, carbofuran, carbosulfan, phenoxicarb, furatiocarb, metiocarb, metomyl, oxamyl, pyrimicarb, propoxur, tiodicarb, triazamate; - pyrethroids: alethrin, bifenthrin, cyflothrin, cyhalothrin, cyphenethrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, zeta-cypermethrin, deltamethrin, sphenopherine, etofenprox, fenpropatrin, permethrin, pretretrine, imiprotine, prethetrotine, prethetrotine, prethetrotine, prethetrotine, prethetrotine, prethetrotine, pretretrine, pyrethetrine, prethetrotine, pretrine, pyrethetrine, pretretrine; II, resmethrin, silafluofen, tau-fluvalinate, teflutrin, tetramethrin, tralometrine, transflutrin, proflutrin, dimeflutrin; - insect growth inhibitors: a) chitin synthesis inhibitors: benzoylureas: chlorfluazurone, ciramazin, diflubenzurone, flucicloxurone, flufenoxurone, hexaflumurone, lufenurone, novalurone, teflubenzurone, triflumurone; buprofezin, diofenolan, hexitiazox, ethoxazole, clofentazine; b) ecdysone antagonites: halofenozide, methoxyfenozide, tebufenozide, azadiraquitine; c) juvenoids: pyriproxifen, methoprene, phenoxycarb; d) lipid biosynthesis inhibitors: spirodiclofen, spiromesifen, spirotetramate; - nicotine receptor agonists / antagonists: clothianidin, dinotefuran, imidacloprid, thiametoxam, nitenpiram, acetamiprid, thiacloprid, 1- (2-chlorothiazol-5-ylmethyl) -2-nitrimino-3,5-dimethyl- [1,3,5 ] triazinane; - GABA antagonists: endosulfan, etiprol, fipronil, vaniliprol, pirafluprol, pyriprol, N-5-amino-1- (2,6-dichloro-4-methylphenyl) -4-sulfinamoyl-1H-pyrazol-3- acid amide carbothioic; - macrocyclic lactones: abamectin, emamectin, milbemectin, lepimectin, spinosad, espinetoram; - mitochondrial electron transport chain inhibitor (METI) I acaricides: phenazaquin, pyridaben, tebufenpirad, tolfenpirad, flufenerim; - METI II and III substances: acequinocil, fluaciprim, hydramethylnone; - uncouplers: chlorfenapyr; - oxidative phosphorylation inhibitors: cyhexatin, diaphenthiurone, fenbutatin oxide, propargite; - molting disruptor compounds: cryomain; - 'mixed function oxidase' inhibitors: piperonyl butoxide; - sodium channel blockers: indoxacarb, metaflumizone; - ryanodine receptor inhibitors: chloranthraniliprol, cyantraniliprol, flubendiamide, N- [4,6-dichloro-2 - [(diethyl-lambda-4-sulfanilidene) carbamoyl] -phenyl] -2- (3-chloro-2- pyridyl) -5- (trifluoromethyl) pyrazol-3-carboxamide; N- [4-chloro-2 - [(diethyl-lambda-4-sulfanilidene) carbamoyl] -6-methyl-phenyl] -2- (3-chloro-2-pyridyl) -5- (trifluoromethyl) pyrazole-3- carboxamide; N- [4-chloro-2- [(di-2-propyl-lambda-4-sulfanilidene) carbamoyl] -6-methyl-phenyl] -2- (3-chloro-2-pyridyl) - 5- (trifluoromethyl) pyrazole-3-carboxamide; N- [4,6-dichloro-2 - [(di-2-propyl-lambda-4-sulfanilidene) carbamoyl] -phenyl] -2- (3-chloro-2-pyridyl) -5- (trifluoromethyl) pyrazole- 3-carboxamide; N- [4,6-dichloro-2 - [(diethyl-lambda-4-sulfanilidene) carbamoyl] -phenyl] -2- (3-chloro-2-pyridyl) -5- (difluoromethyl) pyrazol-3-carboxamide; N- [4,6-dibromo-2 - [(di- 2-propyl-lambda-4-sulfanilidene) carbamoyl] -phenyl] -2- (3-chloro-2-pyridyl) -5- (trifluoromethyl) pyrazole- 3-carboxamide; N- [4-chloro-2 - [(di-2-propyl-lambda-4-sulfanilidene) carbamoyl] -6-cyano-phenyl] -2- (3-chloro-2-pyridyl) -5- (trifluoromethyl) pyrazole-3-carboxamide; N- [4,6-dibromo-2 - [(diethyl-lambda-4-sulfanilidene) carbamoyl] -phenyl] -2- (3-chloro-2-pyridyl) -5- (trifluoromethyl) pyrazol-3-carboxamide; - others: benclothiaz, biphenazate, cartap, flonicamid, pyridalil, pimetrozina, sulfur, thiocyclam, cienopirafen, flupirazofos, ciflumetofen, amidoflumet, imiciafos, bistrifluron, pyrifluquinazon and 4'R, 6, R , 6aS, 12R, 12aS, 12bS) -4 - [[((2-cyclopropylacetyl) oxy] methyl] - 1,3,4,4a, 5,6,6a, 12,12a, 12b-decahydro-12-hydroxy- 4,6a, 12b-trimethyl-11-oxo-9- (3-pyridinyl) -2H, 11H-naphto [2,1-b] pyran [3,4-e] pyran-3,6-diyl] cyclopropaneacetic.

[024] The pesticide is insoluble in water. Usually, it is soluble in water at most 1 g / l, preferably at most 200 mg / l and particularly at most 50 mg / l under 25 ° C. Examples of water insoluble pesticides are fluxpyroxad. Using simple preliminary tests, the person skilled in the art can select a pesticide with adequate water solubility from the list of pesticides above.

[025] In one form the concentrate is free of metconazole. In another form the pesticide does not contain metconazole.

[026] The pesticide can have a melting point above 40 ° C, preferably above 70 ° C and particularly above 90 ° C.

[027] The pesticide is preferably present in the concentrate in dissolved form. Using simple preliminary tests, the person skilled in the art can select from the list of pesticides above a pesticide with adequate solubility.

[028] In addition to the water-insoluble pesticide, the concentrate may comprise one or more other pesticides. The other pesticide is preferably insoluble in water. Usually, it is soluble in water to a maximum of 1 g / l, preferably a maximum of 200 mg / l and particularly a maximum of 50 mg / l under 25 ° C. Using simple preliminary tests, the person skilled in the art will be able to select a pesticide with adequate water solubility from the above list of pesticides. In an especially preferred form, the concentrate does not comprise any other pesticides. In another especially preferred form the other pesticide is epoxiconazole.

[029] In a preferred form the concentrate comprises the water-insoluble pesticide fluxpyroxad and optionally another pesticide, which is insoluble in water (eg epoxiconazole).

[030] The concentrate may comprise from 0.1 to 60% by weight, preferably from 1 to 25% by weight, particularly from 5 to 15% by weight, of pesticide, the base being the total of all pesticides present in the concentrate.

[031] The emulsifiable concentrate can also comprise auxiliaries conventionally used for crop protection products. Suitable auxiliaries are solvents, liquid carriers, surfactants, dispersants, emulsifiers, humectants, adjuvants, solubilizers, penetration promoting agents, protective colloids, tacking agents, thickeners, bactericides, antifreeze agents, antifoaming agents, colorants, adhesives and binders.

[032] Suitable solvents and liquid carriers are organic solvents such as fractions of mineral oil with boiling point medium, for example kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, for example toluene, paraffin, tetrahydronaphthalene, alkylated naphthalenes; alcohols, for example ethanol, propanol, butanol, cyclohexanol; glycols; ketones, for example cyclohexanone; esters, for example carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, for example N-methylpyrrolidone; and their mixtures.

[033] Suitable surfactants are surface-active compounds such as anionic, cationic, non-ionic and amphoteric surfactants, block polymers, polyelectrolytes and mixtures thereof. Such surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective or auxiliary colloids. Examples of surfactants are listed in McCutcheon’s, Vol.1: Emulsifiers & Detergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International Ed. Or North American Ed.).

[034] Suitable anionic surfactants are alkali, alkaline, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates or carboxylates. Examples of sulfonates are alkyl aryl sulfonates, diphenyl sulfonates, alpha-olefin sulfonates, fatty acid sulfonates and oils, ethoxylated alkyl phenol sulfonates, condensed naphthalene sulfonates, dodecyl- and tridecyl benzene sulfonates, and naphthalene sulfonates and sulfonate sulfonates and sulfonates. Examples of sulfates are fatty acid and oil sulfates, ethoxylated alkylphenols, alcohols, ethoxylated alcohols, or fatty acid esters. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates. Preferred anionic surfactants are sulfates and sulfonates.

[035] Suitable non-ionic surfactants are alkoxylated, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters that had been alkoxylated with 1 to 50 equivalents. Ethylene oxide and / or propylene oxide can be used for alkoxylation, preferably ethylene oxide. Examples of N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides. Examples of esters are fatty acid esters, glycerol esters or monoglycerides. Examples of sugar-based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkyl polyglucosides. Examples of polymeric surfactants are homo- or copolymers of vinylpyrrolidone, vinylalcohols or vinylacetate. Preferred non-ionic surfactants are alkoxylates. Nonionic surfactants such as alkoxylates can also be used as adjuvants.

[036] Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups or salts of long chain amines. Suitable amphoretic surfactants are alkyl betaines and imidazolines. Suitable block polymers are block polymers of type A-B or A-B-A comprising blocks of ethylene polyoxide and propylene polyoxide or of A-B-C comprising alkanol, ethylene polyoxide and polypropylene oxide. Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polymers in a polyacid comb. Examples of polybases are polyvinylamines or polyethyleneamines.

[037] Suitable adjuvants are compounds, which show negligible or even non-existent pesticidal activity, and which improve the biological performance of compound I on the target. Examples are surfactants, mineral and vegetable oils, and other aids. Other examples are listed by Knowles, Ad-juvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.

[038] Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones. Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin. Suitable defoaming agents are silicones, long-chain alcohols and fatty acid salts. Suitable dyes (for example in red, blue or green) are pigments with low water solubility and water-soluble inks. Examples are inorganic dyes (for example iron oxide, titanium oxide, iron hexacyanoferrate) and organic dyes (for example alizarin-, azo- and phthalocyanine dyes).

[039] The concentrate preferably comprises at least one anionic surfactant. The concentrate usually comprises at least 0.5% by weight of anionic surfactants, preferably at least 2% by weight and particularly at least 3% by weight. The composition can comprise a maximum of 30% by weight of anionic surfactants, preferably a maximum of 15% by weight and particularly a maximum of 10% by weight.

[040] The concentrate preferably comprises at least one nonionic surfactant (such as alkoxylates). The concentrate usually comprises at least 1% by weight of non-ionic surfactants, preferably at least 5% by weight and particularly at least 10% by weight. The composition can comprise a maximum of 65% by weight of non-ionic surfactants, preferably a maximum of 45% by weight and particularly a maximum of 35% by weight.

[041] In a preferred form, the concentrate preferably comprises at least one alkoxylate, particularly a C6-C22-alkoxylated alcohol. The concentrate usually comprises at least 2% by weight of alkoxylates (particularly a C6-C22-alkoxylated alcohol), preferably at least 7% by weight and particularly at least 10% by weight.

[042] Preferably, the concentrate comprises a nonionic surfactant (such as alkoxylates) and an anionic surfactant (such as sulfates or sulfonates).

[043] The invention also relates to a process for preparing the emulsifiable concentrate according to the invention by mixing the water-insoluble pesticide, the alkyl lactate, and the amide of the formula (I).

[044] The invention also relates to an emulsion obtainable (preferably obtained) by mixing water, the water-insoluble pesticide, components a) and b) according to the invention, optionally benzyl alcohol, and optionally dimethyl sulfoxide. The emulsion usually appears spontaneously after mixing. In most cases, the emulsion is an oil-in-water emulsion. The mixing ratio of water to concentrate can be in the range of 1000 to 1 to 1 to 1, preferably 200 to 1 to 3 to 1.

[045] The invention also relates to a method of controlling phytopathogenic fungi and / or unwanted vegetation and / or unwanted attack by insects or mites and / or for regulating plant growth, where the concentrate according to the invention or the emulsion according to the invention is left to act on the respective pests, their environment or on the crop plants to be protected against the respective pests, on the soil and / or on unwanted plants and / or on the crop plants and / or your environment. In general, the therapeutic treatment of humans and animals is excluded from the method of controlling phytopathogenic fungi and / or unwanted vegetation and / or unwanted attack by insects or mites and / or to regulate plant growth.

[046] When used in crop protection, the rates of application of the amounts of pesticides are from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, especially preferably from 0.05 to 0.9 kg per ha and particularly from 0.1 to 0.75 kg per ha, depending on the nature of the desired effect. In the treatment of plant propagating materials such as seeds, for example by spraying, coating or seed watering, amounts of active substance from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and more preferably from 5 to 100 g, per 100 kg of plant propagation material (preferably seed) are generally required. When used to protect stored materials or products, the amount of active substance applied depends on the type of application area and the desired effect. Amounts normally applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.

[047] Various types of oils, humectants, adjuvants, fertilizers or micronutrients and other pesticides (eg herbicides, insecticides, fungicides, growth regulators, protective agents) can be added to the emulsion in the form of a premix or optionally only just before use (tank mix). These agents can be mixed with the compositions according to the invention at a weight ratio of 1: 100 to 100: 1, preferably from 1:10 to 10: 1.

[048] The user applies the composition according to the invention usually from a pre-dosing device, a backpack type sprayer, a spray tank, a spray plan or an irrigation system. Usually, the agrochemical composition is made of water, buffer, and / or other auxiliaries in the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained. Usually, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.

[049] Advantages of the present invention are, inter alia, that the concentrate is highly stable at low temperatures (for example even below 0 ° C); that the pesticide does not precipitate, create cream or crystallize in the concentrate at low temperatures (for example even below 0 ° C); that the pesticide does not precipitate, create cream or crystallize in the emulsion obtained from the concentrate, for example at low temperatures (for example even below 0 ° C); that high concentrations of pesticide in the concentrate can be used; that an emulsion forms spontaneously after diluting the concentrate with water; that the concentrate is capable of being stored for prolonged periods; that the concentrate does not require the presence of water (for example because it can freeze below 0 ° C or could favor bacterial growth during storage); whereas the concentrate forms a stable emulsion after dilution with water; that adjuvants (such as alcohol alkoxylates) can be included in concentrate formulations; that the pesticide in the emulsion obtained from the concentrate does not obstruct the spray filters or spray nozzles, for example at low temperatures or when diluted with hard water.

[050] The following examples illustrate the invention without imposing any limitations. EXAMPLES BenzOH: benzyl alcohol Amide: N, N-dimethyldecanamide NS1: nonionic surfactant, liquid ethoxylated polyalkylarylphenol, HLB 12-13. AS1: calcium alkylbenzenesulfonate, 40% by weight in aromatic solvent.

EXAMPLES 1: PREPARATION OF EMULSIFIABLE CONCENTRATES (EC)

[051] The emulsifiable concentrates of fluxpyroxad and epoxiconazole (each 62.5 g / l) were prepared by mixing the components and make up to 1.0 liter with (S) -2-ethylhexyl lactate. The compositions are summarized in table 1. TABLE 1: COMPOSITION (ALL DATA IN G / L)

EXAMPLE 2: TESTING FOR OBSTRUCTION

[052] The following test was used to investigate whether emulsifiable concentrates, after dilution with water in a sprayable concentration, can be used in standard sprayers without obstructing the spray machine filters or spray nozzles.

[053] The EC of Example 1 or Comparative Example Comp-1 was diluted with hard water (CIPAC D) to prepare 1000 ml of an oil-in-water emulsion containing 1% by weight of said EC. This emulsion was cycled for 60 minutes through a cartridge with a metal sieve (150 μm) and a pumping rate of 180 liters per hour. During the test, the temperature was kept constant at approximately 10 ° C in order to simulate very cold water.

[054] The metal sieve was then visually inspected for residues. In the use of the EC of Example 1, no residues such as crystals were observed. In the use of the EC of the Comparative Example Comp-1, clear crystals and residues were observed.

Claims (8)

1. EMULSIFIABLE CONCENTRATE, characterized by comprising a water insoluble pesticide in dissolved form, a) 50% to 65% by weight of 2-ethylhexyl lactate, b) 10% to 25% by weight of an amide of the formula (I) R1 -C (O) N (R2) 2 (I), where R1 is C7-C11-alkyl and R2 is methyl, and c) 5% to 15% by weight of benzyl alcohol, where the amounts of these components make up 50% to 95% by weight. CONCENTRATE according to claim 1, characterized in that it comprises dimethyl sulfoxide. CONCENTRATE according to claim 2, characterized in that it comprises a maximum of 10% by weight of dimethyl sulfoxide. 4. CONCENTRATE according to any one of claims 1 to 3, characterized in that the concentrate is present as a homogeneous solution. CONCENTRATE according to any one of claims 1 to 4, characterized in that the concentrate comprises a maximum of 0.5% by weight of water. 6. CONCENTRATE PREPARATION PROCESS, as defined in any one of claims 1 to 5, characterized by the mixture of the water-insoluble pesticide, the alkyl lactate, the amide of the formula (I) and the benzyl alcohol. 7. EMULSION, characterized in that it consists of water, a water-insoluble pesticide in dissolved form, an alkyl lactate, an amide of formula (I) and benzyl alcohol, as defined in any one of claims 1 to 3. 8. METHOD OF CONTROL OF phytopathogenic FUNGI and / or unwanted vegetation and / or unwanted attack by insects or mites and / or for regulating plant growth, characterized by the concentrate as defined in any one of claims 1 to 5, or the emulsion according to defined in claim 7 be left to act on the respective pests, their environment or on the crop plants to be protected against the respective pests, on the soil and / or on unwanted plants and / or on the crop plants and / or their environment .