UA118758C2 - Emulsifiable concentrate comprising pesticide, alkyl lactate and fatty amide - Google Patents

Abstract

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

Description

The subject of the present invention is an emulsifiable concentrate comprising a water-insoluble pesticide, an alkyl lactate and an amide of formula (I) as defined herein. The invention also relates to the method of obtaining the specified concentrate; an emulsion obtained by mixing with water, a water-insoluble pesticide, components a) and B); and to a method of combating phytopathogenic fungi and/or unwanted vegetation and/or unwanted attack of insects or mites and/or for regulating plant growth, where the concentrate or emulsion allows to act on specific pests, their habitat or on cultivated plants that will be protected from specific pests, soil and/or on unwanted plants and/or on cultivated plants and/or their habitat. A valid invention includes combinations of preferred features with other preferred features.

Emulsifiable concentrates (also referred to as ES) are widely used preparations in plant protection. The disadvantage of known emulsifiable concentrates is poor resistance to cold, pronounced tendency to crystallization and low pesticide concentration.

It was an object of the present invention to provide an emulsifiable concentrate which overcomes these disadvantages.

The task was achieved with the help of an emulsifiable concentrate that includes a water-insoluble pesticide, a) alkyl lactate, and p) an amide of formula (I)

B'-C(OM(AZ)" (I) where Бе! means C5-C0-alkyl and Kg means C-1-C4-alkyl.

Of course, emulsifiable concentrate is taken to mean compositions that form an oil-in-water emulsion when mixed with water (eg, in a weight ratio of 1 part concentrate to 99 parts water). Mixing the emulsifiable concentrate with water can be done at 5-50°C, usually at an ambient temperature such as 25°C. Emulsion usually occurs spontaneously. In another form, an emulsion usually occurs spontaneously as a result of mixing with water. The obtained emulsion can have an average droplet size of more than 0.1 μm, preferably more than 0.5 μm, especially more than 0.8 μm and

The largest is preferably more than 1.1 μm. The average droplet size can be determined by laser diffraction, e.g. Maimegp Maviegvi2eg 2000.

The concentrate is mainly presented in the form of a homogeneous solution. It is usually practically free of dispersed particles.

Suitable alkyl lactates are aliphatic C 1 -C 10 alkyl lactates (especially C 1 -C 10 alkyl lactates) which may be linear or branched. Examples are cyclohexyl lactate, 2-ethylhexyl lactate, 2-methylcyclohexyl lactate, heptyl lactate, octyl lactate, or mixtures of these substances. Especially preferred is 2-ethylhexyl lactate. Alkyl lactates can be present in the form of O- and/or I-lactates, where I-lactates are predominant.

The concentrate may contain at least 5 wt. 965, preferably at least 20 wt. 95, more preferably, at least 35 wt. 95, and especially, at least 45 wt. 95 alkyl lactate (such as 2-ethylhexyl lactate). In another form, the concentrate may contain at least 25 wt. 96, preferably at least 30 wt. alkyl lactate (such as 2-ethylhexyl lactate).

The concentrate may contain no more than 80 wt. 956, preferably no more than 70 wt. 90 and especially not more than 60 wt. 95 alkyl lactate.

Preferred amides of formula (I) are those in which K' means C7-C11-alkyl (mostly linear) and

B2 means methyl. Particularly preferred amides of formula (I) are those in which K' means C7-C0-alkyl and K2 means methyl, especially, E! means n-nonyl and 2 means methyl.

Mixtures of amides of formula (I) are also possible, for example, mixtures where K' means C7-C11-alkyl and K2 means methyl. Mixtures of amides of formula (I) include in most cases two amides of formula (I) in an amount in each case of at least 30 wt. 95 (mostly, at least 40 wt. Fo) in terms of the total amount of amides of formula (1).

The concentrate may contain no more than 60 wt. 96, preferably not more than 45 wt. 95 and especially not more than 30 wt. 95 amide of formula (I). The concentrate may contain at least 5 wt. about, preferably, at least 10 wt.95 and especially, at least 15 wt. 95 amide of formula (1).

The mass ratio of alkyl lactate to amide of formula (I) can be in the range from 1:20 to 10:1, preferably from 1:10 to 4:1, more preferably from 1:6 to 1.5:1, and especially from 1:4 to 1:1.2. In another form, the mass ratio of alkyl lactate to amide of formula (I) can be in the range from 1:10 to 20:1, preferably from 1:4 to 10:11, more preferably from 1:1.5 to 611, and especially from 1: 1.2 to 3:1.

The concentrate may also contain benzyl alcohol in addition to the above-mentioned solvents a) and B). The concentrate may contain no more than 30 wt. 95, preferably not more than 10 wt. 95 and especially not more than 7 wt. 95 benzyl alcohol. The concentrate may contain at least 0.5 wt.9o, preferably at least 1.5 wt.9o and especially at least C wt. 9 benzyl alcohol.

The concentrate may also contain dimethylsulfoxide (OM5O) in addition to the above-mentioned solvents a) and B). The concentrate may contain no more than 20 wt. 95, preferably not more than wt. 95 and especially not more than Z mass. 96 dimethyl sulfoxide. The concentrate may contain at least 0.1 wt. 965, preferably at least 0.5 wt. 96 and especially, at least 1 10 wt. u0 OM5O. In another form, the concentrate does not contain OM5O.

The concentrate may also contain benzyl alcohol and dimethylsulfoxide (OM5O) in addition to the above-mentioned solvents a) and p).

The amounts of these components a), B) and, optionally, benzyl alcohol and, optionally, pM5O amount to 5-95 wt. 95, preferably 40-90 wt. 95, and especially 55-85 wt. 95.

The concentrate can contain from 20 to 80 wt.9o alkyl lactate (for example, 2-ethylhexyl lactate), 1-50 wt. 95 amide of formula (I) (for example, where K' means C7-C::-alkyl and K2 means methyl), and, optionally, 1 25 wt. 95 benzyl alcohol, where the amount of these components is 40-95 wt. 95.

Preferably, the concentrate may contain from 40 to 70 wt. 95 alkyl lactate (for example, 2-ethylhexyl lactate), 3-40 wt. 95 amide of formula (I) (for example, where B' means C7-C::-alkyl and K2 means methyl), and optionally 2 20 wt. 95 benzyl alcohol, where the amount of these components is 40-95 wt. 95.

In particular, the concentrate may contain from 50 to 65 wt. 95 alkyl lactate (for example, 2-ethylhexyl lactate), 10-25 wt. 95 amide of formula (I) (for example, where K' means C7-Ci:-alkyl and Kg means methyl), and optionally 5-15 wt. 95 benzyl alcohol, where the amount of these components is 50-95 wt. 95.

In most cases, the concentrate does not contain water. In another form, the concentrate is virtually water-free. It can contain no more than C mass. 95, preferably not more than 1 wt. 95 and especially not more than 0.5 wt. 95 water. In a special form, the concentrate may contain no more than

Co) than 0.3 wt. 95 and especially not more than 0.1 wt. 95 water.

The concentrate may contain additional solvents (for example, organic solvents listed below) in addition to components a), B), benzyl alcohol and ЮОМ5О. The term "additional solvents" usually refers to solvents that differ from components a), p), benzyl alcohol and OM5O. The concentrate may contain no more than 30 wt. 956, preferably no more than 10 wt. 95 and especially not more than 1 wt. 95 additional solvents.

The term pesticides refers to at least one active substance selected from the group of fungicides, insecticides, nematocides, herbicides, safeners and/or growth regulators. The preferred pesticides are fungicides, insecticides, herbicides and growth regulators. Particularly preferred pesticides are fungicides. Mixtures of pesticides from two or more of the above classes may also be used. A specialist in this field of technology knows such pesticides, which can be found, for example, in Rebviisid Mapiai, 151p Ea. (2009), Tpe Vgyi5p

Stor Rgoiesip Soishpsii, opdop. The following pesticides are suitable as an example (pesticides A) -

K) are fungicides):

A) Respiratory inhibitors - Inhibitors of the Ш complex in the C position (for example, strobilurins): azoxystrobin, coumethoxystrobin, coumoxystrobin, dimoxystrobin, enestroburin, phenaminestrobin, phenoxystrobin/fluphenoxystrobin, fluoxastrobin, kresoxim-methyl, methominostrobin, oryzastrobin, picoxystrobin, pyraclostrobin, pyramethostrobin, pyroxystrobin, trifluoxystrobin, methyl ester of 2-(2-(2,5-dimethyl-phenoxymethyl)-phenyl|-3-methoxy-acrylic acid and /2-(2-(3-(2,6-dichlorophenyl)-1- methyl-allylidinaminooxymethyl)-phenyl)-2-methoxyimino-M-methyl-acetamide, pyribencarb, triclopyricarb/chlorodincarb, famoxadone, phenamidon; - inhibitors of the PSH complex in the Oi-position: ciazofamide, amisulbrom, (35, 65, 7K, 8K) -8- benzyl-3-(3-acetoxy-4-methoxy-pyridin-2-carbonyl)amino|-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl|2-methylpropanoate, | ((35, 65, 7, 8K)-8-benzyl-3-|(3-"acetoxymethoxy)-4-methoxy-pyridine-2-carbonylamino|-b6-methyl-4,9-dioxo-1,5- dioxonan-7-yl | 2-methylpropanoate, (35, 65, 7, 8K)-8- benzyl-3-((3- zobutoxycarbonyloxy-4-methoxy-pyridin-2-carbonyl)amino|-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl| 2-methylpropanoate, (35, 65, 7K, 8K)-8-benzyl-3-I((3-(1,3-benzodioxol-5-ylmethoxy)-4-methoxy-pyridin-2-carbonyl|amino|- b-methyl-4,9-dioxo-1,5-dioxonan-7-yl| 2-bo methyl propanoate; (35, 65, 7K, 8K)-3-I((3-hydroxy-4-methoxy-2- pyridinyl)ucarbonyl|amino|-b-methyl-

4,9-dioxo-8-(phenylmethyl)-1,5-dioxonan-7-yl 2-methylpropanoate - inhibitors of II complex (for example, carboxamides): benodanil, benzvindiflupir, bixafen, boscalid, carboxin, fenfuram, fluopiram, flutolanil, fluxapiroxad, furametpyr, isopyrazam, mepronil, oxycarboxin, penflufen, penthiopyrad, sedaxan, tecloftalam, tifluzamide, M-(2-trifluoromethylthiobiphenyl-2-yl)-Z3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide, M -(2-(1,3,3-trimethyl-butyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide,

3-(difluoromethyl)-1-methyl-M-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(trifluoromethyl)-1-methyl-M-(1,1,3- trimethylindan-4-yl)pyrazole-4-carboxamide, 1,3-dimethyl-M-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(trifluoromethyl)-1,5- dimethyl-M-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(difluoromethyl)-1,5-dimethyl-M-(1,1,3-trimethylindan-4-yl) pyrazole-4-carboxamide, 1,3,5-trimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide; - other respiratory inhibitors (for example, complex I, dissociating agents): diflumethorim, (5,8-difluoroquinazolin-4-yl)-2-(2-fluoro-4-(4--rifluoromethyl-pyridin- 2-yloxy)-phenyl|-ethyl)-amine; nitrophenyl derivatives: binapacryl, dinobuton, dinocap, fluazinam; ferimzone; organometallic compounds: fentin salts such as fentin acetate, fentin chloride or fentin hydroxide; amethotradine; and silthiofam;

B) Sterol biosynthesis inhibitors (ZVI fungicides) - C14-demethylase inhibitors (0OMI fungicides): triazoles: azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, diniconazole-M, epoxyconazole, fenbuconazole, fluquinaconazole, flusilazole, flutriafol, hexaconazole, | imibenconazole, ipconazole, metconazole, myclobutanil, oxpoconazole, paclobutrazol, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole; 1-(hei--25538)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)-oxiranylmethyl|-5-thiocyanato-1 H-

P,2,4Igriazole, 2-(geI--25;38)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)-oxiranylmethyl-2H-11,2,4|griazole-3-thiol ; imidazoles: imazalil, pefurazoate, prochloraz, triflumizole; pyrimidines, pyridines and piperazines: fenarimol, nuarimol, pyrifenox, triforin; - Delta14-reductase inhibitors: aldimorph, dodemorph, dodemorph-acetate, fenpropimorph,

Zo tridemorph, fenpropidine, piperaline, spiroxamine; - Z-ketoreductase inhibitors: phenhexamide;

C) Nucleic acid synthesis inhibitors - phenylamides or acylamino acid fungicides: benalaxyl, benalaxyl-M, kyralaxyl, metalaxyl, metalaxyl-M (mefenoxam), ofuraz, oxadixyl; - others: hymexazole, octylinone, oxolinic acid, bupyrimate, 5-fluorocytosine, 5-fluoro-2-(p-tolylmethoxy)pyrimidin-4-amine, 5-fluoro-2-(4-fluorophenyl-methoxy)pyrimidine-4- amine; p) Inhibitors of cell division and cytoskeleton - 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)-(1,2,4griazolo!|1,5-a|pyrimidine - other inhibitors of cell division : dietofencarb, etaboxam, pencicuron, fluopicolide, zoxamide, metrafenone, pyriofenone;

E) Inhibitors of amino acid synthesis and protein synthesis - inhibitors of methionine (anilino-pyrimidine) synthesis: cyprodinil, mepanipyrim, pyrimethanil; - protein synthesis inhibitors: blasticidin-5, kasugamycin, kasugamycin hydrochloride hydrate, mildiomycin, streptomycin, oxytetracycline, polyoxin, validamycin A;

E) Inhibitors of signal transduction - MAR/histidine kinase inhibitors: fluorimide, iprodione, procymidone, vinclozolin, fenpiclonil, fludioxonil; - C-protein inhibitors: quinoxifen;

C) Inhibitors of lipid and membrane synthesis - Inhibitors of phospholipid biosynthesis: edifenfos, iprobenfos, pyrazofos, isoprothiolan; - lipid peroxidation: dicloran, hintozen, teknazen, tolclofos-methyl, biphenyl, chloroneb, etridiazole; - phospholipid biosynthesis and cell wall binding: dimethomorph, flumorph, mandipropamide, pyrimorph, bentiavalicarb, iprovalicarb, valifenalate and (4-fluorophenyl) ester M-(1-(1-(4-cyano-phenyl)ethanesulfonyl)but- 2-yl) carbamic acid; - compounds that affect the permeability of the cell membrane and fatty acids: propamocarb, propamocarb-hydrochloride; bo - inhibitors of hydrolysis of fatty acid amides: oxathiapiproline;

H) Inhibitors with multicenter action - inorganic active substances: Bordeaux mixture, copper acetate, copper hydroxide, copper oxychloride, basic copper sulfate, sulfur; - thio- and dithiocarbamates: ferbam, mancozeb, maneb, metam, metiram, propineb, thiram, zineb, ziram; - organochlorine compounds (for example, phthalimides, sulfamides, chloronitriles): anilazine, chlorothalonil, captafol, captan, folpet, dichlofluanid, dichlorophene, flusulfamide, hexachlorobenzene, pentachlorophenol and its salts, phthalide, tolylfluanid, M-(4-chloro-2-nitro -phenyl)-

M-ethyl-4-methyl-benzenesulfonamide; - guanidines and others: guanidine, dodine, dodine-free base, guazatin, guazatin-acetate, iminoctadine, iminoctadine-triacetate, iminoctadine tris(albesylate), dithianone, 2,6-dimethyl-1H, 5H-

P,4|dithiino|2,3-c:5,6-c|dipyrrole-1,3,5,7(2H, 6H)-tetraone;

I) Cell wall biosynthesis inhibitors - glucan synthesis inhibitors: validamycin, polyoxin B; inhibitors of melanin synthesis: pyrochilon, tricyclazole, carpropamide, dicyclomet, fenoxanil;

C) Inducers of plant defenses - acibenzolar-5-methyl, probenazole, isothianil, thiadinil, prohexadione-calcium; phosphonates: fosetyl, fosetyl-aluminum, phosphoric acid and its salts;

K) Unknown mode of action - bronopol, quinomethionate, cyflufenamide, cymoxanil, dazomet, debacarb, diclomesin, difenzoquat, difenzoquat-methylsulfate, diphenylamine, fenpyrazamine, Fflumetover, flusulfamide, fluthianil, metasulfocarb, nitrapyrin, nitrothal-isopropyl, oxathiapiproline, 2-

13,5-Bisidifluoromethyl)-1H-pyrazol-1-yl/|-1-(4-(4-5-(2-(prop-2-yn-1-yloxy)phenyl)-4,5-dihydro -1,2-oxazol-3-yl)-1,3-thiazol-2-yl)piperidin-1-yl|Iethanone, 2-3,5-bisidifluoromethyl)-1H-pyrazol-1-yl|-1-

I4-(4-15-(2-fluoro-6-(prop-2-yn-1-yloxy)phenyl|-4,5-dihydro-1,2-oxazol-3-yl)-1,3-thiazole -2-yl)upiperidin-1-yl|ethanone, 2-I(3,5-bisidifluoromethyl)-1H-pyrazol-1-yl/|-1-(4-(4-15-(2-chloro- 6-(prop-2-yn-1-yloxy)phenyl|-4,5-dihydro-1,2-oxazol-3-yl)-1,3-thiazol-2-yl)piperidine-1-ylylethane, oxyn -copper, proquinazid, tebufloquine, teclophthalam, triazoxide, 2-butoxy-6-iodo-3-propylchromen-4-one, M- (cyclopropylmethoxyimino-(b-difluoro-methoxy-2,3-difluoro-phenyl)-methyl) -2-phenylacetamide, M'-(4-

Zo (4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-M-ethyl-M-methylformamidine, M'-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2, 5-dimethyl-phenyl)-M-ethyl-M-methyl formamidine, M'-(2-methyl-

B-trifluoromethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-M-ethyl-M-methyl formamidine, /-M'-(5-difluoromethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)- phenyl)-M-ethyl-M-methyl and formamidine, b6-tert-butyl-8-fluoro-2,3-dimethyl-quinolin-4-yl ester of 2-methoxy-acetic acid, 3-

15-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3-yl|-pyridine, 3-15-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl|-pyridine ( pyrisoxazole), M-(b-methoxy-pyridin-3-yl)cyclopropanecarboxylic acid amide, 5-chloro-1-(4,6-dimethoxy-pyrimidin-2-yl)-2-methyl-1H-benzoimidazole, 2 -(4-chloro-phenyl)-N-(4-(3,4-dimethoxy-phenyl)isoxazol-5-yl|-2-prop-2-ynyloxy-acetamide;

M) Growth regulators - abscisic acid, amidochlor, anicimidol, b-benzylaminopurine, brassinolide, butraline, chlormequat (chlormequat chloride), choline chloride, cyclanilide, daminoside, dikegulak, dimetipine, 2,6b-dimethylpuridine, ethephon, flumetraline, flurprimidol, fluthiacet , forchlorfenuron, gibberellic acid, inabenfid, indole-3-acetic acid, maleic acid hydrazide, mefluidide, mepiquat (mepiquat chloride), naphthaleneacetic acid, M-b-benzyladenine, paclobutrazol, prohexadione (prohexadione-calcium), prohydrojasmone, thidiazuron, triapentenol , tributylphosphorotrithioate, 2,3,5-triiodobenzoic acid, trinexapak-ethyl and uniconazole;

M) Herbicides - acetamides: acetochlor, alachlor, butachlor, dimetachlor, dimethenamid, flufennacet, mefenacet, metolachlor, metazachlor, napropamide, naproanilid, petxamid, pretilachlor, propachlor, tenilchlor; - amino acid derivatives: bilanaphos, glyphosate, glufosinate, sulfosate; - aryloxyphenoxypropionates: clodinafop, cigalofop-butyl, fenoxaprop, fluazifop, halooxyfop, metamifop, propahizafop, hizalofop, hizalofop-P-tefuryl; - Bipyridyls: diquat, paraquat; - (thio)ucarbamates: asulam, butylate, carbetamide, desmedipham, dimepiperate, eptam (ERTOS), esprocarb, molinate, orbencarb, phenmedipham, prosulfocarb, pyributicarb, thiobencarb, triallate; - cyclohexanediones: butroxidim, clethodim, cycloxidim, profoxidim, sethoxidim, 60 tepraloxidim, tralkoxidim;

- dinitroanilines: benfluralin, etalfluralin, oryzalin, pendimethalin, prodiamine, trifluralin; - diphenyl ethers: acifluorfen, aclonifen, bifenox, diclofop, ethoxyfen, fomezafen, lactofen, oxyfluorfen; - hydroxybenzonitriles: bomoxynil, dichlobenil, ioxynil; - imidazolinones: imazametabenz, imazamox, imazapic, imazapyr, imazaquin, imazetapir; - phenoxyacetic acids: clomeprop, 2,4-dichlorophenoxyacetic acid (2,4-O0), 2,4-OB, dichloroprop, MSRA, MSRA-thioethyl, MSRV, mecoprop; - pyrazines: chloridazone, flufenpyr-ethyl, flutiacet, norflurazon, pyridate; - pyridines: aminopyralid, clopyralid, diflufenican, dithiopyr, fluridone, fluroxypyr, picloram, picolinafen, thiazopyr; - sulfonylureas: amidosulfuron, azimsulfuron, bensulfuron, chlorimuron-ethyl, chlorsulfuron, cynosulfuron, cyclosulfamuron, ethoxysulfuron, flasasulfuron, flucetosulfuron, flupirsulfuron, foramsulfuron, halosulfuron, imazosulfuron, iodosulfuron, mesosulfuron, metasulfuron, metsulfuron-methyl, prixasulfuron, omicosulfuron, nicouron , pyrazosulfuron, rimsulfuron, sulfometuron, sulfosulfuron, thifensulfuron, triasulfuron, tribenuron, trifloxysulfuron, triflusulfuron, tritosulfuron, 1-((2-chloro-b-propyl-imidazo|1,2-

B|pyridazin-3-yl)usulfonyl)-3-(4,6-dimethoxy-pyrimidin-2-yl)urea; - triazines: ametrin, atrazine, cyanazine, dimetamethrin, ethiosin, hexazinone, metamitron, metribuzin, promethrin, simazine, terbuthylazine, terbutrin, triaziflam; - ureas: chlortoluron, daiimuron, diuron, fluometuron, isoproturon, linuron, metabenzthiazuron, tebuthiuron; - other inhibitors of acetolactate synthesis: bispiribac-sodium, cloransulam-methyl, diclosulam, florasulam, flucarbazone, flumetsulam, methosulam, ortho-sulfamuron, penoxsulam, propoxycarbazone, pyribambenz-propyl, pyribenzoxime, pyriphthalide, pyriminobac-methyl, pirimisulfan, pyrithiobac, pyroxasulfon, piroxsulam; - others: amicarbazone, aminotriazole, anilofos, beflubutamide, benazolin, bencarbazone, benfluresate, benzofenap, bentazone, benzobicyclone, bicyclopyrone, bromacil, bromobutide,

Zo butafenacil, butamiphos, cafenstrol, carfentrazone, cinidol-ethyl, chlorthal, cinmethylin, clomazon, cumiluron, cyprosulfamide, dicamba, difenzoquat, diflufenzopir, UOgesnzieta toposegah5, endothal, etofumesate, ethobenzanid, phenoxasulfone, phentazamide, flumiclorac-pentyl, flumioxazin, flupoxam, flurochloridone, flurtamone, indanophan, isoxaben, isoxaflutol, lencil, propanil, propizamide, hinclorac, hinmerac, mesotrione, methylarsenic acid, naptalam, oxadiargyl, oxadiazone, oxacyclomefon, pentoxazone, pinoxaden, pyraclonil, pyraflufen-ethyl, pyrasulfotol, pyrazoxifene, pyrazolinate, quinclamine ) ,6-dihydro-2H-pyrimidin-1-yl)-phenoxy|-pyridin-2-yloxy)-acetic acid, methyl ester of b-amino-5-chloro-2-cyclopropyl-pyrimidine-4-carboxylic acid, 6 - chloro-3-(2-cyclopropyl-6-methyl-phenoxy)-pyridazin-4-ol , 4-amino-3-chloro-6-(4-chloro-phenyl)-5-fluoro-pyridine-2-carboxylic acid, methyl ester 4-amino-3-chloro-6-(4-chloro-2- fluorine-

3-methoxy-phenyl)-pyridine-2-carboxylic acid and methyl ester of 4-amino-3-chloro-6-(4-chloro-3-dimethylamino-2-fluoro-phenyl)-pyridine-2-carboxylic acid.

O) Insecticides - organo(thio)phosphates: acepat, azamethifos, azinphos-methyl, chlorpyrifos, chlorpyrifos-methyl, chlorfenvinphos, diazinon, dichlorvos, dicrotophos, dimethoate, disulfoton, ethion, fenitrothion, fenthion, isoxathion, malathion, methamidophos, methidathion, methyl-parathion, mevinphos, monocrotophos, oxydemeton-methyl, paraoxon, parathion, phentoate, phosalon, phosmet, phosphamidon, phorate, foxim, pirimiphos-methyl, profenofos, prothiophos, sulprofos, tetrachlorvinphos, terbufos, triazophos, trichlorfon; - carbamates: alanicarb, aldicarb, bendiocarb, benfuracarb, carbaryl, carbofuran, carbosulfan, phenoxycarb, furatiocarb, methiocarb, methomyl, oxamyl, pirimicarb, propoxur, thiodicarb, triazamate; - pyrethroids: allethrin, bifenthrin, cyfluthrin, cygalothrin, suphenothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, zeta-cypermethrin, deltamethrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, imiprothrin, lambda-cyhalothrin, permethrin, prallethrin, pyrethrin I and Ii, resmethrin, silafluofen, tau-fluvalinate, tefluthrin, tetramethrin, tralometrin, transfluthrin, profluthrin, dimefluthrin; bo - Insect growth regulators: a) inhibitors of chitin synthesis: benzoylureas: chlorfluazuron,

cyramazine, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, teflubenzuron, triflumuron; buprofesin, diofenolan, hexythiazox, etoxazole, clofentazine; B) ecdysone antagonists: halofenozide, methoxyfenozide, tebufenozide, azadirachtin; c) juvenoids: pyriproxyfen, methoprene, fenoxycarb; 4) lipid biosynthesis inhibitors: spirodiclofen, spiromesifen, spirotetramate; - a compound of nicotinic receptor agonists/antagonists: clothianidin, dinotefuran, imidacloprid, thiamethoxam, nitenpyram, acetamiprid, thiacloprid, 1-(2-chloro-thiazol-5-ylmethyl)-2-nitrimino-3,5-dimethyl-|(1, 3,5|griazinan; - GABA antagonist compound: endosulfan, ethiprole, fipronil, vaniliprole, pyrafluprole, pyriprole, amide 5-amino-1-(2,6-dichloro-4-methyl-phenyl)-4-sulfamoyl-1 H - pyrazole-3-thiocarboxylic acid; - macrocyclic lactone insecticides: abamectin, emamectin, milbemectin, lepimectin, spinozad, spinetoram; - mitochondrial electron transport chain inhibitor (METI) I acaricides: phenazaquin, pyridaben, tebufenpyrad, tolfenpyrad, flufenerim; - METI compound II and IP: acechinosil, fluaciprim, hydramethylnon; - Uncoupling agents: chlorfenapyr; - Oxidative phosphorylation inhibitors: cihexatin, diaphenthiuron, fenbutatin oxide, propargite; - molting disintegrator compound: cryomasin; - Oxidase inhibitors with mixed function: piperonyl butoxide; - blockers of sodium channels: indoxakarb, m etaflumizone; - ryanodine receptor inhibitors: chlorantraniliprole, cyantraniliprole, flubendiamide, M-I (4,6-dichloro-2-((diethyl-lambda-4-sulfanilidene)carbamoyl|-phenyl/|-2-(3-chloro-2-pyridyl )-5-(trifluoromethyl)pyrazole-3-carboxamide; -pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M-(4-chloro-2-Kdi-2-propyl-lambda-4-sulfanilidene)carbamoyl -chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M-(4,6-dichloro-2-(di-2-propyl-lambda-4-sulfanilidene)carbamoyl|-phenyl/|- 2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide;

Zo M-(4,6-dichloro-2-Kdiethyl-lambda-4-sulfanilidene)carbamoyl|-phenyl|-2-(3-chloro-2-pyridyl)-5-(difluoromethyl)pyrazole-3-carboxamide; M-(4,6-dibromo-2-((di-2-propyl-lambda-4-sulfanilidene)carbamoyl|-phenyl|-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole- 3-carboxamide; M-(4-chloro-2-((di-2-propyl-lambda-4-sulfanilidene)ucarbamoyl|-6-cyano-phenyl|-2-(3-chloro-2-pyridyl)-5 -(trifluoromethyl)pyrazole-3-carboxamide; /- M-(4,6-dibromo-2-((diethyl-lambda-4-sulfanilidene)carbamoyl|-phenyl)/|-2-(3-chloro-2-pyridyl )-5-(trifluoromethyl)pyrazole-3-carboxamide; - others: benclothiaz, bifenazate, cartap, flonicamide, pyridalyl, pymetrozine, sulfur, cyenopyrafen, flupyrazofos, cyflumethofen, amidoflumet, imiciafos, bistrifluron, pyrifluquinazone and ester 1,1- (35, 4B, 4a, 65, ba, 128, 1g2a, 125)-4-I(2-cyclopropylacetyl)oxy|methyl|- 1,3,4,4a, 5,6,ba, 12,12a, 12p -decahydro-12-hydroxy-4,ba,12p-trimethyl-11-oxo-9-(3-pyridinyl)-2H,11H-naphthoyl2,1-b|pyranoyl3,4-e|pyran-3,6-diyl cyclopropanoacetic acid.

The pesticide is insoluble in water. Of course, it is soluble in water up to no more than 1 g/l, preferably no more than 200 mg/l and in particular up to no more than 50 mg/l at 25 "С. Examples of water-insoluble pesticides are fluxapiroxad By applying simple preliminary experiments, a skilled worker can select a pesticide with suitable water solubility from the above list of pesticides.

In one form, the concentrate does not contain metconazole. In another form, the pesticide does not contain metconazole.

The pesticide may have a melting point of more than 40 "C, preferably more than 70 "C and especially more than 90 "C.

The pesticide is mostly present in the concentrate in a dissolved form. By applying simple preliminary experiments, the skilled worker can select, from the above list of pesticides, a pesticide with suitable solubility.

In addition to the water-insoluble pesticide, the concentrate may contain one or more additional pesticides. The additional pesticide is preferably not soluble in water. Of course, it is soluble in water to no more than 1 g/l, preferably no more than 200 mg/l and in particular no more than 50 mg/l at 25 "C. Applying simple preliminary experiments, a skilled worker can select a pesticide with suitable water solubility, from the above list of pesticides In a particularly preferred form, the concentrate does not include any additional pesticide In another particularly preferred form, the additional pesticide is epoxyconazole.

In a preferred form, the concentrate includes the water-insoluble pesticide fluxapiroxad and optionally an additional water-insoluble pesticide (eg, epoxyconazole).

The concentrate can contain from 0.1 to 60 wt. 95, preferably from 1 to 25 wt. 95, especially from 5 to 15 wt. 95 pesticides based on the total amount of all pesticides present in the concentrate.

The emulsifiable concentrate may also contain auxiliaries commonly used for plant protection products. Suitable auxiliaries are solvents, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration aids, protective colloids, adhesion agents, thickeners, bactericides, antifreeze agents, antifoam agents, dyes, tackifiers and binders.

Suitable solvents and liquid carriers are organic solvents such as fractions of oil with an average - high boiling point, for example, kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, for example, toluene, paraffin oil, 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, M-methylpyrrolidone; and their mixtures.

Suitable surfactants are surface-active compounds such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes and their mixtures.

Such surfactants can be used as an emulsifier, dispersant, solubilizer, wetting agent, substance promoting absorption, protective colloid or adjuvant. Examples of surfactants are listed in MeSshiispeopye, Volume 1: Etiii5ziyeg5 5 YuOeiegdepi5, MeSshiispeop'5 rigesiogie5, Sieyeep Kosk, OA, 2008 (Ipiegpaiiopa! Ed. or Mopy Ategisap Ea.).

Suitable anionic surfactants are alkaline, alkaline earth, or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkali aryl sulfonates, diphenyl sulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols,

From sulfonates of alkylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates. Examples of sulfates are sulfates of fatty acids and oils, 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.

Suitable nonionic surfactants are alkylates, M-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 have been alkylated from 1 to 50 equivalents. Ethylene oxide and/or propylene oxide can be used for alkylation, preferably ethylene oxide. Examples of M-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 alkylpolyglycosides. Examples of polymeric surfactants are homo- or copolymers of vinylpyrrolidone, vinyl alcohols, or vinyl acetate. Alkoxylates are preferred nonionic surfactants. Nonionic surfactants such as alkylates can also be used as adjuvants.

Suitable cationic surfactants are quaternary surfactants, for example, quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkyl betaines and imidazolines. Suitable block polymers are block polymers of type B or B-A, which include blocks of polyethylene oxide or propylene oxide, or type C, which include alcohol, polyethylene oxide, or propylene oxide. Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali metal salts of polyacrylic acid or polyacid comb-like polymers. Examples of polybases are polyvinylamines or polyethyleneamines.

Suitable adjuvants are compounds that independently have insignificant or even no pesticidal activity, and that improve the target biological effect of compound I. Examples 60 are surfactants, mineral or vegetable oils, and other auxiliaries. Additional examples are listed by Kpoulez, Adiimapi5 apa Adayimev, Adgom/ Kerogi5 05256, TE Iptogta OK, 2006, chapter 5.

Bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones are suitable bactericides. Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin. Suitable antifoaming agents are silicones, long-chain alcohols, and fatty acid salts. Suitable dyes (for example, red, blue, or green) are pigments that are moderately soluble in water and water-soluble dyes. Examples are inorganic dyes (eg, iron oxide, titanium oxide, iron hexacyanoferrate) and organic dyes (eg, alizarin, azo and phthalocyanine dyes).

The concentrate preferably includes at least one anionic surfactant. The concentrate usually includes no more than 0.5 wt. 95 anionic surfactants, preferably no more than 2 wt. 96 and especially not more than Z mass. 96. The composition may contain no more than 30 wt. 95 anionic surfactants, preferably no more than 15 wt. 96 and especially not more than 10 wt. 95.

The concentrate preferably includes at least one nonionic surfactant (such as alkylates). The concentrate usually includes no more than 1 wt. 95 nonionic surfactants, preferably no more than 5 wt. 95 and especially not more than 10 wt. 95. The composition may contain no more than 65 wt. 95 nonionic surfactants, preferably no more than 45 wt. 95 and especially not more than 35 wt. 95.

In a preferred form, the concentrate preferably includes at least one alkoxylate, especially alkoxylated Sv-Sgg-alcohol. The concentrate usually includes no more than 2 mabs. 95 alkoxylates (especially alkylated Sv-Sgg-alcohol), preferably no more than 7 wt. 905 and especially not more than 10 wt. 95.

Preferably, the concentrate includes a nonionic surfactant (such as alkylates) and an anionic surfactant (such as sulfates or sulfonates).

The invention also relates to the method of obtaining an emulsifiable concentrate according to the invention by mixing a water-insoluble pesticide, alkyl lactate and amide of formula (I).

The invention also relates to an emulsion obtained (mainly obtained) by mixing with water, a water-insoluble pesticide, components a) and B) according to the invention, optionally benzyl alcohol, and optionally dimethyl sulfoxide. Emulsion usually occurs as a result of random mixing. In most cases, the emulsion is an oil-in-water emulsion. The ratio in the mixture 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.

The invention also relates to a method of combating phytopathogenic fungi and/or unwanted vegetation and/or an 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 allow to act on specific pests, their habitat or on cultivated plants that will be protected from specific pests, soil and/or on unwanted plants and/or on cultivated plants and/or their habitat. As a rule, preventive treatment of people and animals is excluded from the method of combating phytopathogenic fungi and/or unwanted vegetation and/or unwanted insect or mite attack and/or to regulate plant growth.

When used in plant protection, pesticide application rates 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 especially from 0.1 to 0.75 kg per ha, depending on the nature the desired effect. In the treatment of plant propagation materials such as seeds, for example by dusting, coating or seed impregnation, amounts of the active substance from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and most preferably from 5 up to 100 g per 100 kg of plant propagation material (mainly seeds). If used in the protection of materials or stored products, the amount of active substance applied depends on the type of application and the desired effect. The quantities usually used in the protection of materials are 0.001 g - 2 kg, preferably 0.005 g - 1 kg, of the active substance per cubic meter of the treated material.

Different types of oils, wetting agents, adjuvants, fertilizers or micronutrients and additional pesticides (eg herbicides, insecticides, fungicides, growth regulators, safeners) can be added to the emulsion in the form of a premix or optionally just before application (tank mix ). These agents can be mixed into the compositions according to the invention at a mass ratio of 1:100 to 100:1, preferably from 1:10 to 10:1.

The user applies the composition according to the invention usually from a pre-dosing device 60, knapsack sprayer, spray tank, sprayer plane,

or irrigation system. Of course, the agrochemical composition is diluted with water, a buffer solution, and/or additional auxiliaries in order to obtain the desired application concentration and ready-to-use spray liquid or agrochemical composition according to the invention. Of course, 20-2000 liters, preferably 50-400 liters of ready-to-use spraying liquid are applied per hectare of agricultural land.

The advantages of the actual invention are, among other things, that the concentrate is highly resistant to low temperatures (for example, even below 0 C); that the pesticide does not settle, settle or crystallize in the concentrate at low temperatures (for example, even below 0 C); that the pesticide does not precipitate, settle or crystallize in the emulsion obtained from the concentrate, for example, at low temperatures (e.g. even below 0 "C); that high concentrations of the pesticide in the concentrate can be applied; that the emulsion will form spontaneously as a result of dilution of the concentrate with water; that the concentrate can be stored for long periods; that the concentrate does not require the presence of water (for example, because it could freeze below 0 "C or become favorable for bacterial growth during storage); that the concentrate will form a stable emulsion as a result of dilution with water; that adjuvants (such as alcohol oxylates) may be included in concentrate preparations; that the pesticide in the emulsion obtained from the concentrate does not clog the spray filters and nozzles, for example, at low temperatures, or if diluted with hard water.

The following examples illustrate the invention without imposing any limitations.

Examples

Vep7On: benzyl alcohol

Amide: M, M-dimethyl decanamide

M51: nonionic surfactant, liquid ethoxylated polyalkylarylphenol, HLB 12-13.

A5BI1: calcium alkylbenzene sulfonate, 40 wt. 95 in an aromatic solvent.

Examples 1: Preparation of emulsifiable concentrates (EC)

Emulsifiable concentrates of fluxapiroxad and epoxiconazole (in each case 62.5 g/l) were obtained by mixing the components and made up to 1.0 l with (5)-2-ethylhexyl lactate. The compositions are summarized in Table 1.

Coo)

Table 1

Composition (all data in g/l) oo Porivnyi//// | 7-77 250 | 7777-11 755 | 75

Example 2: Clogging test

The test below was used to investigate which of the two emulsifiable concentrates, after dilution with water to a concentration suitable for spraying, could be used in standard sprayers without clogging the sprayer filters or nozzles.

ES of Example 1 or comparative Example of Comparison-1 was diluted with heavy water (SIRAS B) to obtain 1000 mol of an oil-in-water emulsion containing 1 wt. 95 of the specified EC. This emulsion was circulated for 60 min through a cartridge with a metal sieve (150 µm) and a pumping speed of 180 L per hour. During the test, the temperature was kept constant at about 10°C to simulate cold well water.

Subsequently, the metal sieve was visually checked for the presence of sediment. When used EC with

Example 1 did not reveal a precipitate such as crystals. When EC was used from the comparative

Examples of Comparison-1 revealed pure crystals and sediment.

Claims (13)

FORMULA OF THE INVENTION 1. Emulsifiable concentrate, which includes a water-insoluble pesticide in dissolved form, a) alkyl lactate, p) amide of the formula (I) B'-C(OM(BZ)", (I) where B' means C5-C: ie-alkyl and B2 means C-C-alkyl, and c) 0.5-30 wt. 95 benzyl alcohol. 2. The concentrate according to claim 1, which forms an oil-in-water emulsion when mixed with water. 3. The concentrate according to claim 1 or 2, which includes at least 5 95, preferably at least 10 wt. 95 amide of formula (1). 4. Concentrate according to any of claims 1-3, which includes at least 25 95, preferably at least 30 wt. 9o alkyl lactate. 5. Concentrate according to any of claims 1-4, which includes dimethyl sulfoxide. 6. The concentrate according to claim 5, which includes no more than 10 wt. 95 dimethyl sulfoxide. 7. Concentrate according to any of claims 1-6, which includes from 25 to 70 wt. 95 alkyl lactate, 10-35 wt. 96 amide of formula (I), Its 1-20 wt. 95 benzyl alcohol, where the amount of these components is 40-90 wt. 95. 8. Concentrate according to any of claims 1-7, where alkyl lactate means 2-ethylhexyl lactate. 9. Concentrate according to any of claims 1-8, where K' means C7-C:1:1-alkyl and K2 means methyl. 10. Concentrate according to any of claims 1-9, where the concentrate is present in the form of a homogeneous solution. 11. Concentrate according to any of claims 1-10, where the concentrate contains no more than 0.5 wt. 95 water. 12. The method of obtaining the concentrate according to any of claims 1-11 by mixing a water-insoluble pesticide, alkyl lactate, amide of formula (I) and benzyl alcohol. 13. A method of combating phytopathogenic fungi and/or unwanted vegetation and/or an unwanted attack by insects or mites and/or for regulating plant growth, where the concentrate according to any of claims 1-11 allows to act on specific pests, their habitat or on cultivated plants, which will be protected from specific pests, soil and/or on unwanted plants, and/or on cultivated plants, and/or their habitat. 0 KomputernaverstkaA. Kryzhanivskyi (00000000 Ministry of Economic Development and Trade of Ukraine, street M. Hrushevsky, 12/2, Kyiv, 01008, Ukraine SE "Ukrainian Institute of Intellectual Property", Glazunova St., 1, Kyiv - 42, 01601