KR20140099926A - Emulsifiable concentrate comprising pesticide, dimethyl sulfoxide, benzyl alcohol, alkyl lactate - Google Patents

Abstract

The subject of the present invention is an emulsifiable concentrate comprising a water-insoluble inhibitor, a benzyl alcohol, an alkyl lactate and up to 40% by weight dimethyl sulfoxide. A further subject is an emulsion obtainable by mixing an emulsifiable concentrate with water; A method for producing an emulsifiable concentrate; And phytopathogenic fungi which cause the concentrate or emulsion to act on the soil and / or on unwanted plants and / or on the cultivated plants and / or their environment, on each pest, on their environment or on the cultivated plants to be protected from each insect pest Control of unwanted attack by fungi and / or unwanted vegetation and / or insects or mites, and / or control of plant growth.

Description

{EMULSIFIABLE CONCENTRATE COMPRISING PESTICIDE, DIMETHYL SULFOXIDE, BENZYL ALCOHOL, ALKYL LACTATE}, which contains a surfactant, a dimethyl sulfoxide, a benzyl alcohol and an alkyl lactate,

The subject of the present invention is an emulsifiable concentrate comprising a water-insoluble inhibitor, a benzyl alcohol, an alkyl lactate and up to 40% by weight dimethyl sulfoxide. A further subject is an emulsion obtainable by mixing an emulsifiable concentrate with water; A method for producing an emulsifiable concentrate; And phytopathogenic fungi which cause the concentrate or emulsion to act on the soil and / or on unwanted plants and / or on the cultivated plants and / or their environment, on each pest, on their environment or on the cultivated plants to be protected from each insect pest Control of unwanted attack by fungi and / or unwanted vegetation and / or insects or mites, and / or control of plant growth. The present invention includes combinations of preferred features with other preferred features.

Emulsifiable concentrates (also referred to as emulsion concentrates or EC) are widely used in crop protection. Disadvantages of known emulsion concentrates are poor low temperature stability, significant crystallization tendency and low control material concentration.

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

This object is achieved by an emulsifiable concentrate comprising a water-insoluble control agent, a benzyl alcohol, an alkyl lactate and up to 40% by weight of dimethyl sulfoxide.

Typically, the emulsifiable concentrate is believed to mean a composition that forms an oil-in-water emulsion when mixed with water (e.g., by weight ratio of 1 part concentrate to 99 parts water). Emulsions are typically formed spontaneously. The resulting emulsion may have an average droplet size of greater than 0.1 [mu] m, preferably greater than 0.5 [mu] m, especially greater than 0.8 [mu] m, most preferably greater than 1.1 [mu] m. The resulting emulsion may have an average droplet size of 30 mu m or less, preferably 10 mu m or less, particularly 5 mu m or less. The average droplet size can be measured by laser diffraction, for example with a Malvern Mastersizer 2000. Typically the resulting emulsion is not a mini emulsion, not a micro emulsion.

The concentrate is preferably present as a homogeneous solution . It usually has no dispersed particles.

Suitable alkyl lactates are aliphatic C ₁ -C ₁₈ -alkyl lactates (especially C ₆ -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 thereof. Especially preferred is 2-ethylhexyl lactate. The alkyl lactate may be present in the D- and / or L-lactate form, with L-lactate being preferred.

The concentrate may contain at least 10% by weight, preferably at least 15% by weight, more preferably at least 20% by weight, in particular at least 30% by weight, of alkyl lactates such as 2-ethylhexyl lactate. The concentrate may contain up to 80% by weight, preferably up to 65% by weight, in particular up to 50% by weight, of alkyl lactates (for example 2-ethylhexyl lactate).

The concentrate may comprise up to 30% by weight, preferably up to 20% by weight, more preferably up to 15% by weight, in particular up to 10% by weight, of dimethylsulfoxide (DMSO).

The concentrate may contain up to 50% by weight, preferably up to 35% by weight, in particular up to 28% by weight, of benzyl alcohol . The concentrate may comprise at least 3% by weight, preferably at least 8% by weight, in particular at least 15% by weight, of benzyl alcohol.

The concentrate may contain 0.5 to 20% by weight of DMSO, 5 to 50% by weight of benzyl alcohol and 10 to 60% by weight of alkyl lactate (e.g., 2-ethylhexyl lactate). Preferably, the concentrate may comprise 1-10% DMSO, 15-30% benzyl alcohol and 15-50% alkyl lactate (e.g., 2-ethylhexyl lactate).

In most cases, the concentrate has no water . In another form, the concentrate is essentially free of water. The concentrate may comprise up to 3% by weight, preferably up to 1% by weight, in particular up to 0.5% by weight of water. In a particular form, the concentrate may contain up to 0.3% by weight, in particular up to 0.1% by weight, of water.

The term pesticide may be derived from the group of fungicides, insecticides, nematicides, herbicides and / or safeners and / or growth regulators. Refers to one or more active materials that are selected. Preferred control agents are fungicides, live insects, herbicides and growth regulators. A particularly preferred control agent is a fungicide. Mixtures of control agents from two or more of the above-mentioned classes may also be used. Those skilled in the art are well aware of such control agents and are described, for example, in Pesticide Manual, 15th Ed. (2009), The British Crop Protection Council, London. For example, the following control substances are suitable (Control substances A to K) are fungicides:

A) Respiratory Inhibitor

Complexes III-inhibitors (e.g., strobilurin) at the Q _o -position: azoxystrobin, coomethoxystrobin, cormocystrobin, democystrobin, enesstrobulin, phenanthroline, phenoxystrobin Pyrexostrobin, pyroxystrobin, pyroxystrobin, pyroxystrobin, pyroxystrobin, pyroxystrobin, pyroxystrobin, pyroxystrobin, pyrazolone, Methyl 2- [2- (2,5-dimethylphenyloxymethyl) phenyl] -3- methoxyacrylate, 2- (2- (3- (2,6-dichlorophenyl) Oxymethyl) phenyl) -2-methoxyimino-N-methylacetamide, pyridylcarbam, trichloropyrimidine,

- Complex at the Q _i -position - III - Inhibitor: Cyazopamide, Agrobromide;

- complex-II inhibitors (for example carboxamides): benzodynil, vixamphen, boscalid, carboxine, fenfluram, fluoropiram, flutolanil, fluoxapir, isopyramidal, (4'-trifluoromethylthio-biphenyl-2-yl) -3- (trifluoromethyl) thiopyrimidine, Methyl-1H-pyrazole-4-carboxamide, N- (2- (1,3,3-trimethylbutyl) phenyl) -1,3-dimethyl-5-fluoro- -Pyrazole-4-carboxamide and N- [9- (dichloromethylene) -1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl] -3- (difluoro Methyl) -l-methyl-lH-pyrazole-4-carboxamide < / RTI >

- Other respiratory inhibitors (eg complex I, decoupler): diflumetrhim; Nitrophenyl derivatives: binaparcyl, dinobutone, dinocap, fluazinam; Perlimin; Organometallic compounds: pentyne salts such as pentin acetate, pentyn chloride or pentyn hydroxide; Amethotradine; And cilothiofam;

B) Sterol biosynthesis inhibitor (SBI fungicide)

- C14-demethylase inhibitors (DMI fungicides): triazoles: azaconazole, bitteranol, bromuconazole, ciproconazole, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, But are not limited to, pentobarbital, phenobuconazole, flucquinone, flucilazole, flutriapol, hexaconazole, imbeconazole, ipconazole, metconazole, mucobutanil, , Propiconazole, prothioconazole, shimeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole; Imidazoles: imazalil, peprazoate, prochloraz, triflumizole; Pyrimidines, pyridines, and piperazines: phenalimol, nonarimol, pyrimenox, triphorin;

- Delta 14-reductase inhibitors: aldimorph, dodemorph, dodemorphacetate, penprofimorph, tridemorph, penpropidine, piperalin, spiroxamine;

- 3-ketoreductase inhibitor: penhexamide;

C) Nucleic acid synthesis inhibitor

- phenylamide or acylamino acid fungicides: fenalacil, venalacil-M, chiral lacrosil, metal lacil, metal lacyl-M (mefenac gum), oleic acid, oxalic acid;

- Other: hymexazole, ochetilinone, oxolinic acid, bupirimate;

D) Cell division and cytoskeletal inhibitor

- Tubulin inhibitors such as benzimidazole, thiophanate: benomyl, carbendazim, faberidazole, thiabendazole, thiophanate-methyl; 7- (4-methyl-piperidin- 1 -yl) -6- (2,4,6-trifluorophenyl) - [l, 2,4] triazolo [ 1,5-a] pyrimidine;

- Additional cytoskeletal inhibitors: diethopenecarb, eta bosamp, penticuron, fluopicolide, basamide, methaphenone, pyripophenone;

E) Amino acid synthesis and protein synthesis inhibitor

- methionine synthesis inhibitors (anilinopyrimidines): cyprodinyl, mephanipyrim, pyrimethanil;

- protein synthesis inhibitors;

F) Signal transduction inhibitor

- MAP / histidine kinase inhibitors: fluorimide, iprodione, procymidone, vinclosoline, penicycloyl, fluodioxonyl;

- G-protein inhibitors: quinoxipine;

G) Lipid and membrane synthesis inhibitor

- Phospholipid biosynthesis inhibitors: ediphene, ifenobenz, pyrazofos, isoprothiolane;

- lipid peroxidation: dichlororan, quintogen, technazene, tolclofos-methyl, biphenyl, chloroneb, etidiazole;

- phospholipid biosynthesis and cell wall attachment; Dimethomorph, fluomorph, mandipropamid, pyrimorph, bethiavalicarb, dipropalicarb, valfenalate and 4-fluorophenyl N- (1- (1- - cyanophenyl) ethanesulfonyl) but-2-yl) carbamate;

- compounds affecting cell membrane permeability and fatty acids: propamocarb, propamycarb hydrochloride;

H) "Multi-site" inhibitor

- Inorganic active substances: Bordeaux mixture, copper acetate, copper hydroxide, copper oxycloride, basic copper sulfate, sulfur;

-Thio- and dithiocarbamates: perbam, mangochoev, maneb, methiram, propyneib, thiam, zinev, jiram;

- organic chlorine compounds (for example phthalimide, sulfamide, chloronitrile): anilazine, chlorothalonil, caftaphole, caftan, polyphet, diclofenid, dichlorophen, flu sulfamid, hexachloro Benzene, pentachlorophenol and its salts, phthalide, tolyl fluoride, N- (4-chloro-2-nitrophenyl) -N-ethyl-4-methylbenzenesulfonamide;

- guanidine and other substances: guanidine, dithianone;

I) Cell wall biosynthesis inhibitor

- glucan synthesis inhibitors: validadimycin, polyoxin B; Melanin synthesis inhibitors: pyroquilon, tricyclazole, carbpropamide, dicyclometh, phenoxanil:

J) Resistance inducing agent

- acibenzrazol-S-methyl, propenazole, isothianyl, thiadinyl, prohexadione-calcium; Phosphonates: fosetyl, fosetyl-aluminum, phosphorous acid and its salts;

K) Substances whose action mechanism is unknown

- bromopols, quinomethionates, cyflupenamides, cymoxanil, dazzomet, debacarb, dclomethazine, diphenocquat, diphenocquat-methylsulfate, diphenylamine, Butyrolactam, tetraacetic acid, 2-butoxy-2, 4-dihydroxy-6-fluoroquinolin, 3-propylchroman-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' Methyl-5-trifluoromethyl-4- (3-trifluoromethylphenoxy) -2,5-dimethylphenyl) -N-ethyl-N-methylformamidine, N ' - trimethylsilanylpropoxy) phenyl) -N-ethyl-N-methylformamidine, N '- (5-difluoromethyl- Methyl-N- (2, 3, 4-tetrahydronaphthalen-1-yl) -2- Yl} thiazole-4-carboxamide, N-methyl- (R) -tetrahydro- -1,2-dihydronaphthalen-1-yl 2- {1- [2- (5-methyl-3- trifluoromethylpyrazol- 1 -yl) acetyl] piperidin- Carboxamide, 1- [4- [4- [5- (2,6-difluorophenyl) -4,5-dihydro-3-isoxazolyl] Yl] ethanone, 6-tert.-butyl-8-fluoro-pyridin-2- Methyl-2- {1 - [(5-methyl-3-trifluoromethyl-1H-pyrazol-1-yl) acetyl] piperidine Yl] -4-thiazolecarboxamide, 3- [5- (4-methylphenyl) -2 , 3-dimethylisoxazolidin-3-yl] -pyridine, 3- [5- (4-chlorophenyl) -2,3- (6-methoxypyridin-3-yl) cyclopropanecarboxamide, 5-chloro-1- (4,6-dimethoxypyridin- 2-methyl-1H-benzimidazole, 2- (4-chlorophenyl) -N- [4- (3,4- dimethoxyphenyl) isoxazol- -Prop-2-ynyloxyacetamide;

M) growth regulators

The present invention relates to a pharmaceutical composition for the treatment and / or prophylaxis of diabetes mellitus, such as, for example, acesulfuric acid, ascorbic acid, amidoclor, anthiomidol, 6-benzylaminopurine, brassinolide, butralin, chlormequat (chlormequat art chloride), choline chloride, , Dimethipine, 2,6-dimethylpuridine, ethephon, flumetraline, fluflimidol, fluthiacset, forchlorphenulone, gibelelic acid, benzpyrid, indole-3-acetic acid, maleic hydrazide N-6-benzyladenine, paracobutazole, prohexadione (prohexadione-calcium), prohydrozamone, and the like. Thiadiazenone, triapenthenol, tributylphosphorothritylate, 2,3,5-triiodobenzoic acid, trinxepa-ethyl and uniconazole;

N) Herbicide

- Acetamides: Acetamides: Acetochlor, Allachlor, Butachlor, Dimethlor, Dimethanamide, Flupenacet, Mepenacset, Metolachlor, Metacharchlor, Nafropamid, Neproanilide, Mef, pretilachlor, propanol, tenyl chloride;

- amino acid analogs;

-Aryloxyphenoxypropionate: clodinafop, cyhalofop-butyl, fenoxaprop, fluazipop, haloxifop, metamipop, proparzapof, quizalofop, quizalofop- P-taperryl;

- bipyridyl;

-Carbamates and thiocarbamates: isomers, butyrates, carbitamides, desmedipam, dimepiperat, EPTAM, esprocarb, molinate, orbencarb, Palm, prosulfocarb, pyrylbuticarb, thiobenecarb, triarylate;

- cyclohexanedione: butroxydim, clethodim, cycloxydim, propoxydim, cetoxydim, tepaloxidim, tralcoximid;

- dinitroaniline: benzpluralin, ethalfuralin, dalijalin, pendimethalin, prodiamine, tripluralin;

Diphenyl ether: acifluorfen, aclonifene, bifenox, diclofop, ethoxyphene, pomesafen, lactophen, oxyfluorfen;

-Hydroxybenzonitrile: bromoxynyl, dichlorobenyl, dioxinyl;

Imidazolidone: imazametabenz, imazamox, imazapik, imazapyr, imazacquin, imazethapyr;

- phenoxyacetic acid: cromeprop, 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, methoprotein;

- pyrazine: chloridazone, flufenpyr-ethyl, fluthiacet, norfluracil, pyridate;

- pyridine: aminopyralide, clopyralid, diflufenican, dithiopyr, fluridone, fluroxypyr, picloram, picolinafen, thiazopyr;

- Sulfonylureas: amidosulfuron, azimsulfuron, benzsulfuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethoxysulfuron, plazasulfuron, flucetosulfuron, Methanesulfuron, methosulfuron-methyl, nicosulfuron, oxasulfuron, free art furon, prosulfuron, pyrazosulfuron, lymsulfuron, 1 - ((2-chloro-6-propylimidazo [1, 2-dihydroxyphenyl] -1,2,3,4-tetrahydroisoquinoline, , 2-b] pyridazin-3-yl) sulfonyl) -3- (4,6-dimethoxypyrimidin-2-yl) urea;

-Triazine: amethrin, atrazine, cyanazine, dimethymetryne, ethiogene, hexazinone, metamitron, metrysuvine, promethrin, simajine, terbutyllazine, terbutaline, triazipram;

- urea: chlorotoluron, dymuron, diuron, fluorometuron, isoprothrone, renulin, metabenzthiazuron, tebutiuron;

Other Acetolactate Synthase Inhibitors: bispiperazine-sodium, chloranesulam-methyl, dichlorosulam, flurasulam, flucarzone, flumetosulam, methosulam, orosulfamuron, Carbazone, pyridyl benzene-propyl, pyribenzoxy, pyriphenylidene, pyramidobac-methyl, pyridylguanidine, pyrithiobac,

- Others: Amikarbazone, aminotriazole, anilopose, beflutamide, venazoline, bencarbazone, benfluoresce, benzofenaf, benzazone, benzobisclone, bromacil, bromobutide, But are not limited to, butenepsilac, butaminaphos, carpentol, carpentrazone, cinidon-ethyllyl, chlortal, syntomelin, clomazone, cumyluron, cipro sulfamide, dicamba, But are not limited to, polysaccharides, polysaccharides, polysaccharides, polysaccharides, polysaccharides, polysaccharides, polysaccharides, polysaccharides, polysaccharides, But are not limited to, thymine, indomethacin, tramine, indanopan, isoxaben, isoxaflutole, lenasil, propanil, propizamide, quinclorac, queenmelace, mesotrione, methyl arsenic acid, naphthalim, oxadiargyl, oxadiazon, Oxazineclhcone, pentoxazone, phenoxadene, pyraconyl, pyraflufen-ethyl, Pyrazoliphenol, pyrazolophenol, pyrazolophenol, pyrazolapol, pyrazolidin, pyrazolinate, quinoclamine, safflupensacil, sulcotrione, sulfentrazone, tervacil, tefuryltion, tembolatron, tiencarbazone, 3-carbonyl] bicyclo [3.2.1] oct-3-en-2-one, Ethyl (3- [2-chloro-4-fluoro-5- (3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin- ) Phenoxy] pyridin-2-yloxy) acetate, methyl 6-amino-5-chloro-2-cyclopropylpyrimidine- 4-amino-3-chloro-6- (4-fluoro-pyridin- 2-fluoro-3-methoxy-phenyl) pyridine-2-carboxylate and methyl 4-amino-3-chloro-6- (4- Pipe 2-carboxylate;

O) Insect repellent

-Guanosine (thio) phosphate: acetic acid, azamethaphos, aziose-methyl, chlorpyrifos, chlorpyrifos-methyl, chlorphenylphosphine, diazinon, dichlorobos, But are not limited to, but are not limited to, but are not limited to, but are not limited to, but are not limited to, but are not limited to, but are not limited to, But are not limited to, polyphosphate, polyphosphate, polyphosphoric acid, polyphosphoric acid, polyphosphoric acid, polyphosphoric acid, polyphosphoric acid, polyphosphoric acid, polyphosphoric acid, pawn;

- carbamates: allanicarb, aldicarb, bendiocarb, benfuracarb, carbaryl, carbofuran, carbosulfan, phenoxycarb, furathiocarb, methiocarb, Methomyl, oxamyl, pyrimicarb, propoxur, thiodicarb, triazamate;

- pyrethroids, such as: ale- trine, bifenthrin, cyfluthrin, cyhalothrin, cypermethrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, Fenfluramine, fenvalerate, improtrine, lambda-cyhalothrin, permethrin, fraletrine, pyrethrin I and II, resmethrin, Leucine, silafluofen, tau-fluvvalinate, tefluthrin, tetramethrin, tralomethrin, transfluthrin, proffluthrin, dimeflutorin;

- insect growth regulators: a) chitin synthesis inhibitors: benzoylurea: chlorofluoresin, shiramazin, diplubenzuron, flucyclovirone, flufenoxuron, hexaflumuron, lupennulone, novulolone, Predominantly triflumuron; Dipropanol, hectorite, ethoxazole, clopentazine; b) Exison antagonists: halophenozide, methoxy phenoid, tebufenozide, azadirachtin; c) Jubonoids: pyriproxifen, methoprene, phenoxycarb; d) lipid biosynthesis inhibitors: spirodiclofen, spirosemephen, spirotetramate;

- nicotine receptor agonist / antagonist: chlothianidine, dinotefuran, imidacloprid, thiamethoxam, nitin pyram, acetamiprid, thiacloprid, 1- (2- chlorothiazol- 2-Nitrimino-3, 5-dimethyl- [1,3,5] triazinyl;

- GABA antagonists: endosulfan, ethiprole, fipronil, vanilliprol, pyrafluoro, pyrrole, N-5-amino-1- (2,6-dichloro- Pyrimidoyl-1H-pyrazole-3-thiocarboxamide;

Macrocycline lactones: abamectin, emamectin, milbemectin, repemectin, spinosad, spinetoram;

- mitochondrial electron transport chain inhibitor (METI) I Acaricide: phenazakine, pyridaben, tebupenfilad, tolfenpyrad, flufenemir;

- METI II and III substances: acequinosyl, fluaciprim, hydramethylnon;

- decoupler: chlorphenapyr;

- oxidative phosphorylation inhibitors: cyhexatin, diapthiuron, penbuttin oxide, propargite;

- insect ablative inhibitor: cryo margin;

- 'Mixed Function Oxidase' Inhibitor: Piperonyl Butoxide;

- Sodium channel blocker: phosphorus oxcarb, metaflumizone;

- Other: Benclothiaz, bifenazate, carthaf, flonicamid, pyridaryl, pimetrozine, sulfur, thiocyclam, flubendiamide, clorantraniliprol, cialzipyr (HGW86 ), Cyenopiraphene, flupyrazofos, cyflumetophen, amidofluomet, imicaphor, bistrifluuron, and pyrifluquinazone.

The control material is water-insoluble . Typically, the control agent is dissolved in water at 25 占 폚 at 1 g / l or less, preferably 200 mg / l or less, particularly 50 mg / l or less. An example of a water-insoluble control agent is fluoxaparoxid. Using a simple preliminary experiment, a person skilled in the art can select a control substance having a suitable water-solubility from the list of control substances.

The controlling agent may have a melting point of more than 40 ° C, preferably more than 70 ° C, in particular more than 90 ° C.

The control agent is preferably present in a form dissolved in the concentrate. Using a simple preliminary experiment, one skilled in the art can select a control agent having a suitable solubility from the list of control agents.

In addition to the water-insoluble control material, the concentrate may comprise one or more additional control materials. The additional control agent is preferably water-insoluble. Typically, the additional control agent is dissolved in water at 25 DEG C to 1 g / L or less, preferably 200 mg / L or less, particularly 50 mg / L or less. Using a simple preliminary experiment, a person skilled in the art can select a control substance having a suitable water-solubility from the list of control substances. In a particularly preferred form, the concentrate does not contain any further control substances. In another particularly preferred form, the further controlling agent is an epoxiconazole.

In a preferred form, the concentrate comprises the water-insoluble control substance fluceparaxacide and optionally a water-insoluble additional control substance (e. G., Epoxiconazole).

The concentrate may contain from 0.1 to 60% by weight, preferably from 1 to 25% by weight, in particular from 5 to 15% by weight, of the control substance (based on the sum of all the control substances present in the concentrate).

The emulsifying concentrate may further comprise adjuvants commonly used in crop protection products. Suitable adjuvants include, but are not limited to, solvents, liquid carriers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetrants, protective colloids, Thickeners, bactericides, antifreeze agents, antifoam agents, colorants, adhesives, and binders. The term " thickener "

Suitable solvents and liquid carriers are organic solvents, such as mineral oil fractions of medium to high boiling point, such as kerosene, diesel oil; Oils of vegetable or animal origin; Aliphatic, cyclic or aromatic hydrocarbons such as toluene, paraffin, tetrahydronaphthalene, alkylated naphthalene; Alcohols such as ethanol, propanol, butanol, cyclohexanol; Glycol; Ketones such as cyclohexanone; Esters such as lactates, carbonates, fatty acid esters, gamma-butyrolactone; fatty acid; Phosphonates; Amine; Amides such as N-methylpyrrolidone, fatty acid dimethylamide; And mixtures thereof.

Suitable surfactants are surface-active compounds such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes and mixtures thereof. The surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetrants, protective colloids, or adjuvants. Examples of surfactants are listed in McCutcheon's, Vol. 1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International or North American Edition).

Suitable anionic surfactants are the alkali metal, alkaline earth metal or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkyl aryl sulfonates, diphenyl sulfonates, alpha-olefinsulfonates, ligninsulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, condensed naphthalene Sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalene and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates. Examples of sulfates are fatty acids and oils, ethoxylated alkylphenols, alcohols, ethoxylated alcohols or esters of fatty acid esters. An example of a phosphate is a phosphate ester. Examples of carboxylates are alkylcarboxylates, and carboxylated alcohols or alkylphenol ethoxylates. Preferred anionic surfactants are sulfates and sulfonates.

Suitable nonionic surfactants are alkoxylates, 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, which are alkoxylated with 1 to 50 equivalents. Ethylene oxide and / or propylene oxide, preferably ethylene oxide, may be used for alkoxylation. 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 sorbitan, ethoxylated sorbitan, sucrose and glucose esters or alkyl polyglucosides. Examples of polymeric surfactants are homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol or vinyl acetate. A preferred nonionic surfactant is alkoxylate. Nonionic surfactants such as alkoxylates may also be used as adjuvants.

Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds having one or two hydrophobic groups, or salts of long chain primary amines. Suitable amphoteric surfactants are alkyl betaine, and imidazoline. Suitable block copolymers are AB or ABA types comprising blocks of polyethylene oxide and polypropylene oxide, or ABC type block polymers comprising alkanol, polyethylene oxide and polypropylene oxide. Suitable polymer electrolytes are polyacids or polyvalent bases. An example of a polyacid is an alkali salt of polyacrylic acid or a polyacid comb polymer. Examples of polyvalent bases are polyvinylamine or polyethyleneamine.

A suitable adjuvant is a compound that improves the biological performance of Compound I against the target, with little or no inhibitory activity per se. Examples are surfactants, minerals or vegetable oils, and other adjuvants. Additional examples are listed in [Knowles, Adjuvants and Additives, Agrow Reports DS256, T & F Informa UK, 2006, chapter 5].

Suitable sterilizing agents are bronopol and isothiazolinone derivatives such as alkylisothiazolinone, chloroisothiazolinone and benzisothiazolinone. Suitable cryoprotectants are ethylene glycol, propylene glycol, urea and glycerol. Suitable defoamers are silicones, long chain alcohols, and salts of fatty acids. Suitable colorants (e. G., Red, blue or green) are poorly soluble pigments, and water soluble dyes. Examples are inorganic colorants (e.g., iron oxide, titanium oxide, iron hexacyanoferrate (II)) and organic colorants (e.g., alizarin, azo and phthalocyanine colorants).

The concentrate preferably comprises at least one anionic surfactant . The concentrate typically contains at least 0.5% by weight, preferably at least 2% by weight, in particular at least 3% by weight, of anionic surfactants. The composition may comprise up to 30% by weight, preferably up to 15% by weight, in particular up to 10% by weight, of anionic surfactants.

The concentrate preferably comprises at least one non-ionic surfactant (such as alkoxylates, especially alkoxylated alcohols). The concentrate typically contains at least 1% by weight, preferably at least 5% by weight, in particular at least 10% by weight, of nonionic surfactants. The composition may comprise up to 65% by weight, preferably up to 45% by weight, in particular up to 35% by weight, of nonionic surfactants.

In a preferred form, the concentrate preferably comprises at least one alkoxylate, especially an alkoxylated C ₆ -C ₂₂ -alcohol. The concentrate typically comprises at least 2% by weight, preferably at least 7% by weight, in particular at least 10% by weight, of alkoxylates (especially alkoxylated C ₆ -C ₂₂ -alcohols).

Preferably, the concentrate comprises a nonionic surfactant (such as alkoxylate) and an anionic surfactant (such as a sulphate or sulphonate).

The present invention also relates to a process for preparing an emulsifiable concentrate according to the invention by mixing a water-insoluble control material, up to 40% by weight of dimethylsulfoxide, benzyl alcohol and alkyl lactate. In most cases, the control agent will dissolve in the solvent upon mixing.

The present invention also relates to an emulsion (preferably obtained) obtainable by mixing an emulsifiable concentrate according to the invention with water. Emulsions are usually formed spontaneously upon mixing. In most cases, the emulsion is an oil-in-water emulsion. The mixing ratio of water to concentrate may be from 1000: 1 to 1: 1, preferably from 200: 1 to 3: 1.

The present invention also relates to the use of the concentrates according to the invention or the emulsions according to the invention in soil and / or unwanted plants and / or in cultivated plants and / And / or to control the unwanted attack by phytopathogenic fungi and / or undesirable vegetation and / or insects or mites, and / or to control plant growth. In general, therapeutic treatment of humans and animals is excluded from the control of unwanted attack by phytopathogenic fungi and / or unwanted vegetation and / or insects or mite and / or methods of controlling plant growth.

When applied to the protection of crops, the application rate of the pollutants is 0.001 to 2 kg / ha, preferably 0.005 to 2 kg / ha, more preferably 0.05 to 0.9 kg / ha, especially 0.1 to 0.75 kg / ha, Kg / ha. Is generally required per 100 kg of plant propagation material (preferably seed) in the treatment of plant propagation material such as seed, for example by dusting, coating or drenching of seeds The amount of the active substance is 0.1 to 1000 g, preferably 1 to 1000 g, more preferably 1 to 100 g, and most preferably 5 to 100 g. When used to protect a substance or a stored product, the amount of active substance applied depends on the type of application area and the desired effect. The amount usually applied in the protection of the material is 0.001 g to 2 kg, preferably 0.005 g to 1 kg per 1 m 2 of the treated material.

Various types of oils, wetting agents, adjuvants, fertilizers or micronutrients and further control agents (for example herbicides, insecticides, fungicides, growth regulators, emollients) optionally immediately prior to use (tank mix (tank mix)) may be added. These materials can be mixed with the composition according to the present invention in a weight ratio of 1: 100 to 100: 1, preferably 1:10 to 10: 1.

The user application from the typically pre-delivery device (predosage device), a backpack type sprayers (knapsack sprayer), the spray tank (spray tank), spraying plane (spray plane), or the irrigation system (irrigation system) of the composition according to the invention . Typically, the pesticidal composition is made with the desired application concentration using water, buffers, and / or additional adjuvants so that a ready-to-use spray liquor or pesticide composition according to the present invention is obtained do. Typically, 20 to 2000 liters of sprayable solution, preferably 50 to 400 liters, are readily available per hectare of agricultural useful area.

The advantages of the present invention are, in particular, as follows: the concentrate is highly stable at low temperatures (e.g. even below 0 ° C); The control material in the concentrate is not precipitated, creamed or crystallized at low temperatures (e.g., even below 0 ° C); High concentrations of concentrate in the concentrate can be used; When the concentrate is diluted with water, the emulsion is spontaneously formed; Concentrates can be stored over a long period of time; The concentrate does not require the presence of water (for example because it can be frozen below 0 ° C or can promote bacterial growth during storage); The concentrate forms a stable emulsion upon dilution with water; Or a multivalent (e.g., alcohol alkoxylate) may be included in the concentrate formulation.

The following examples illustrate the present invention and do not limit it to the present invention.

Example

DMA: Dimethyl adipate

BenzOH: benzyl alcohol

AI1: Fleur Saffiroxard

AI2: Epoxiconazole

AI3: Firaclostrobin

NS1: nonionic surfactant, liquid ethoxylated polyalkylaryl phenol, HLB 12-13.

NS2: nonionic surfactant, liquid alkoxylated fatty alcohol, surface tension (1 g / l, 23 ° C) 28-30 mN / m; Brookfield Viscosity (23 ° C) 70-80 mPas.

AS1: Calcium tetrapropylene benzenesulfonate, 40% by weight in aromatic solvent.

AS2: polyarylphenylethylsulfate, acid value 39-52 mg KoH / g.

Examples 1 to 11: Preparation of emulsion concentrates

The ingredients were mixed and made up to 1.0 liter or less with (S) -2-ethylhexyl lactate to prepare an emulsifiable concentrate of fluoxifyloxid (62.5 g / l in each case).

Table 1: Composition of Example 1-11 (unit of all data is g / l)

Example 12-25: Preparation of emulsion concentrate

The ingredients were mixed and made up to 1.0 L or less with (S) -2-ethylhexyl lactate to prepare the emulsifiable concentrates of Table 2.

Table 2: Composition of Examples 12-16 (all data units are g / l)

Claims (16)

Water-insoluble control agent, benzyl alcohol, alkyl lactate and up to 40% by weight of dimethylsulfoxide. The emulsifiable concentrate according to claim 1, comprising up to 20% by weight of dimethylsulfoxide. The emulsifiable concentrate according to claim 1 or 2, wherein the emulsifiable concentrate comprises at least 30% by weight of 2-alkyllactate. 4. Emulsifiable concentrate according to any one of claims 1 to 3, comprising up to 50% by weight of benzyl alcohol. 5. The emulsifiable concentrate according to any one of claims 1 to 4, comprising 0.5 to 20% by weight of DMSO, 5 to 50% by weight of benzyl alcohol and 10 to 60% by weight of alkyl lactate. 6. The emulsifiable concentrate according to any one of claims 1 to 5, comprising 1 to 10% by weight of DMSO, 15 to 30% by weight of benzyl alcohol and 15 to 50% by weight of alkyl lactate. 7. The emulsifiable concentrate according to any one of claims 1 to 6, comprising a nonionic and an anionic surfactant. 8. The emulsifiable concentrate according to any one of claims 1 to 7, wherein the alkyl lactate is 2-ethylhexyl lactate. 9. The emulsifiable concentrate according to any one of claims 1 to 8, wherein the concentrate is present as a homogeneous solution. 10. The emulsifiable concentrate according to any one of claims 1 to 9, wherein the controlling substance is dissolved in water at 25 占 폚 at 1 g / liter or less. 11. Emulsifiable concentrate according to any one of claims 1 to 10, wherein the controlling substance has a melting point of higher than 40 占 폚. 12. Emulsifiable concentrate according to any one of claims 1 to 11, wherein the concentrate comprises not more than 3% by weight of water. 13. The emulsifiable concentrate according to any one of claims 1 to 12, wherein the controlling substance is fluoxaparoxid. An emulsion obtainable by mixing the emulsifiable concentrate according to any one of claims 1 to 13 with water. 13. A process for the preparation of the emulsifiable concentrate according to any one of claims 1 to 13, by mixing a water-insoluble control substance, dimethylsulfoxide, benzyl alcohol and alkyl lactate. A concentrate according to any one of claims 1 to 13 or an emulsion according to claim 14 is applied to the soil, and / or to the undesired plant, to the individual pests, to the cultivated plants to be protected from their environment or from individual pests, And / or control of undesired attack by phytopathogenic fungi and / or undesirable vegetation and / or insects or mites, which act on cultivated plants and / or their environment, and / or control of plant growth.