WO2014128009A1

WO2014128009A1 - Aqueous agrochemical composition comprising a pesticide in suspended form, a dispersant, and an ionic liquid

Info

Publication number: WO2014128009A1
Application number: PCT/EP2014/052403
Authority: WO
Inventors: Ann-Kathrin MARGUERRE; Karolin Geyer; Murat Mertoglu; Andreas Hopf; Reiner Weiler
Original assignee: Basf Se
Priority date: 2013-02-19
Filing date: 2014-02-07
Publication date: 2014-08-28

Abstract

The present invention relates to an aqueous agrochemical composition comprising a pesticide in suspended form, a dispersant, and an ionic liquid. Also provided is a process for the preparation of the composition, where the pesticide, the dispersant and the ionic liquid are brought into contact; and also a method of controlling phytopathogenic fungi and/or undesired vegetation and/or undesired insect or mite attack and/or for regulating the growth of plants, where the composition is allowed to act on the respective pests, their environment or the plants to be protected from the respective pest, on the soil and/or on undesired plants and/or the crop plants and/or their environment.

Description

Aqueous agrochemical composition comprising a pesticide in suspended form, a dispersant, and an ionic liquid

Description

The present invention relates to an aqueous agrochemical composition comprising a pesticide in suspended form, a dispersant, and an ionic liquid. Also provided is a process for the preparation of the composition, where the pesticide, the dispersant and the ionic liquid are brought into contact; and also a method of controlling phytopathogenic fungi and/or undesired vegetation and/or undesired insect or mite attack and/or for regulating the growth of plants, where the composition is allowed to act on the respective pests, their environment or the plants to be protected from the respective pest, on the soil and/or on undesired plants and/or the crop plants and/or their environment. Combinations of preferred features with other preferred features are comprised by the present invention.

Aqueous suspensions of pesticides, such as supension concentractes SC are important formulation types in agrochemistry. Often adjuvants are added to improve the efficiency of the pesticide.

Various disadvantages of the known agrochemical formulations are known. Often formulations lack a high storage stability of the suspended pesticide; an increase of pesticide efficacy is desirable; a decrease in crystal growth of the suspended pesticide is desirable. An object of the present invention was to overcome these disadvantages.

The object was achieved by an aqueous agrochemical composition comprising a pesticide in suspended form, a dispersant, and an ionic liquid.

The term pesticide (also called active ingredients hereinbelow) refers to at least one pesticide selected from the group of fungicides, insecticides, nematicides, herbicides, safeners and/or growth regulators. Preferred pesticides are fungicides, insecticides and herbicides, in particular insecticides. Mixtures of pesticides of two or more of the aforementioned 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. (201 1 ), The British Crop Protection Council, London. Suitable insecticides are insecticides from the class of the carbamates, organophosphates, organochlorine insecticides, phenylpyrazoles, pyrethroids, neonicotinoids, spinosins, avermectins, milbemycins, juvenile hormone analogs, alkyl halides, organotin compounds, nereistoxin analogs, benzoylureas, diacylhydrazines, METI acaricides, and also insecticides such as chloropicrin, pymetrozine, flonicamid, clofentezine, hexythiazox, etoxazole,

diafenthiuron, propargite, tetradifon, chlorfenapyr, DNOC, buprofezin, cyromazine, amitraz, hydramethylnon, acequinocyl, fluacrypyrim, rotenone, or derivatives thereof. Suitable fungicides are fungicides of the classes dinitroanilines, allylamines, anilinopyrimidines, antibiotics, aromatic hydrocarbons, benzenesulfonamides, benzimidazoles, benzisothiazoles, benzophenones, benzothiadiazoles, benzotriazines, benzylcarbamates, carbamates, carboxamides, carboxylic acid amides, chloronitriles, cyanoacetamide oximes, cyanoimidazoles,

cyclopropanecarboxamides, dicarboximides, dihydrodioxazines, dinitrophenyl crotonates, dithiocarbamates, dithiolanes, ethylphosphonates, ethylaminothiazolcarboxamides, guanidines, hydroxy(2-amino)pyrimidines, hydroxyanilides, imidazoles, imidazolinones, inorganic

substances, isobenzofuranones, methoxyacrylates, methoxycarbamates, morpholines, N- phenylcarbamates, oxazolidinediones, oximinoacetates, oximinoacetamides, peptidylpyrimidine nucleosides, phenylacetamides, phenylamides, phenylpyrroles, phenylureas, phosphonates, phosphorothiolates, phthalamic acids, phthalimides, piperazines, piperidines, propionamides, pyridazinones, pyridines, pyridinylmethylbenzamides, pyrimidinamines, pyrimidines,

pyrimidinonehydrazones, pyrroloquinolinones, quinazolinones, quinolines, quinones, sulfamides, sulfamoyltriazoles, thiazolecarboxamides, thiocarbamates, thiophanates, thiophenecarboxamides, toluamides, triphenyltin compounds, triazines, triazoles. Suitable herbicides are herbicides of the classes of the acetamides, amides, aryloxyphenoxypropionates, benzamides, benzofuran, benzoic acids, benzothiadiazinones, bipyridylium, carbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanediones, dinitroanilines, dinitrophenol, diphenyl ethers, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N- phenylphthalimides, oxadiazoles, oxazolidinediones, oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphinic acids, phosphoroamidates, phosphorodithioates, phthalamates, pyrazoles, pyridazinones, pyridines, pyridinecarboxylic acids, pyridinecarboxamides, pyrimidinediones, pyrimidinyl(thio)benzoates, quinolincarboxylic acids, semicarbazones, sulfonylaminocarbonyltriazolinones, sulfonylureas, tetrazolinones, thiadiazoles, thiocarbamates, triazines, triazinones, triazoles, triazolinones, triazolocarboxamides, triazolopyrimidines, triketones, uracils, ureas.

The pesticide is usually sparingly water-soluble. It is in most cases soluble in water at 20°C to at most 10 g/L, preferably to at most 3 g/l, and in particular to at most 0.5 g/l.

The pesticide is usually solid at 20 °C. Preferably, the pesticide has a melting point of at least 50 °C, more preferably at least 80 °C and in particular at least 120 °C.

The composition usually comprises at least 0.1 % by weight of the pesticide. Preferably, it comprises at least 2 % by weight, in particular at least 5% by weight, of the pesticide, based on the total amount of the composition. The composition can comprise up to 60% by weight, preferably up to 40% by weight, of the pesticide. In case the composition contains a further pesticide then the aforementioned amounts apply to the total amount of pesticide and further pesticide.

At least one pesticide is present in suspended form in the composition. A further pesticide may be present in suspended, emulsified or dissolved form, wherein the emulsified form is preferred. The further pesticide may be selected from the group of fungicides, insecticides, nematicides, herbicides, safeners and/or growth regulators listed above.

The weight ratio of the pesticide to the ionic liquid is usually in the range from 30 / 1 to 1 / 30, preferably from 10 / 1 to 1 / 10, and in particular from 4 / 1 to 1 / 4. The ionic liquid comprises a cation and an anion. Usually, the stoichiometric composition of anion and cation is selected such that the charges are neutralized. Ionic liquids per se and their preparation are generally known. The melting point of the ionic liquid is in most cases below 220°C, preferably below 150°C, particularly preferably below 100°C, and in particular below 30°C. The ionic liquid may comprise a plurality of different anions or different cations.

In a preferred form the ionic liquid comprises a cation and an anion, where the cation comprises an ammonium of the formula (I)

N⁺R¹R²R³R⁴ (I)

and R¹, R², R³ and R⁴ are independently of one another alkyl which may be substituted with heterofunctional groups, aromatic ring systems or heteroaromatic ring systems, and which can form aliphatic ring systems with one another; an imidazolium of the formula (II)

and R⁵ is hydrogen or alkyl, R⁶ is hydrogen or alkyl, and R⁷ is hydrogen or alkyl; an N-substituted pyridinium derivate;

an Ν,Ν'-disubstituted pyrazolium derivate;

an N-substituted pyrrollidinium derivative; or

a guanidinium derivate. Suitable cations comprise an ammonium of the formula (I)

N⁺R¹R²R³R⁴ (I)

and R¹, R², R³ and R⁴ are independently of one another alkyl (e.g. linear or branched, saturated or unsaturated, wherein linear and saturated are preferred) which can be substituted with heterofunctional groups, and which can form aliphatic ring systems among one another.

Preferably, R¹, R², R³ and R⁴ are independently of one another alkyl and/or hydroxyalkyl.

Particularly preferably, R¹, R², R³ and R⁴ are independently of one another C1-C20 alkyl and/or C1-C20 hydroxyalkyl. Very particularly preferably, R¹, R², R³ and R⁴ are independently of one another Ci-Cs alkyl and/or Ci-Cs hydroxyalkyl. Examples are tetrabutylammonium (TBA), tetramethylammonium (TMA), tetraethylammonium (TEA) or cholinium (N,N,N-trimethyl-N- hydroxyethylammonium).

In a further form, R¹, R², R³ and R⁴ are independently of one another alkyl which may be substituted with heterofunctional groups, and which form aliphatic ring systems among one another. Examples are N,N-di-Ci-Ci2-pyrrolidinium, 5-azaspiro[4.4]nonane, or N,N- dimethylpyrrolidinium. Suitable cations further comprise an imidazolium of the formula (II)

_R5/ N ^N ^ _R6 (I I)

where R⁵ is hydrogen or alkyl, R⁶ is hydrogen or alkyl, and R⁷ is hydrogen or alkyl. The alkyl consists preferably of carbon and hydrogen and it may be free from functional groups. The alkyl may be linear, cyclic or branched. Preferably, R⁵ is hydrogen or C1-C20 alkyl, R⁶ is H or C1-C20 alkyl, and R⁷ is H or C1-C20 alkyl. Particularly preferably, R⁵ is hydrogen or C1-C6 alkyl, R⁶ isH or C1-C6 alkyl, and R⁷ is H or C1-C6 alkyl. R⁷ is preferably H or methyl, in particular H. Examples are N-ethyl-N'-methylimidazolium (EMIM), N-methylimidazolium (MEHIM), N-butyl-N'- methylimidazolium (BMIM), N-ethyl-N'-ethylimidazolium (EEIM), N-n-propyl-N'-n- propylimidazolium (PPIM), N-methyl-N'-methylimidazolium (MMIM) and N-iso-propyl-N'-iso- propyl imidazolium (iPiPIM).

Suitable cations also comprise an N-substituted pyridinium derivative, such as N- alkylpyridinium, where the alkyl is preferably a Ci-Ci2-alkyl, in particular a Ci-C6-alkyl.

Suitable cations also comprise an Ν,Ν'-disubstituted pyrazolium derivative, such as an Ν,Ν'- dialkylpyrazolium derivative, where the alkyl is preferably a Ci-Ci2-alkyl, in particular a C1-C6- alkyl. The dialkylpyrazolium derivative can optionally be substituted with Ci-C4-alkyl, such as 1 ,2,5-trimethylpyrazolium.

Suitable cations also comprise a guanidinium derivative, such as guanidinium,

hexamethylguanidinium, arginine cation, or creatinium.

Preferred cations are ammonium of the formula (I) and imidazolium of the formula (II).

Suitable anions are all customary anions for ionic liquids. For example, the anion comprises a carboxylate, sulfonate, sulfate, phosphonate, phosphate, halogen, bis(trifluorosulfonyl)imide, aluminum tetrachloride, phosphorus fluoride (such as phosphorus hexafluoride), or dicyanimide, and also mixtures thereof. Preferred anions are carboxylates, (alkyl)sulfates, alkylsulfonates, halides (such as iodide, bromide or chloride), phosphonates, phosphates,

bis(trifluorosulfonyl)imide, or dicyanimide (also known as 2-cyanoguanidine), and mixtures thereof. Preferred anions are carboxylates and alkylsulfonates. Particularly preferred anions are alkyl carboxylates, polyether-containing carboxylates, and alkylsulfonates. In a further particularly preferred form, the anions are alkylcarboxylates. In a further particularly preferred form, the anions are polyether-containing carboxylates. In a further particularly preferred form, the anions are alkylsulfonates of alkylsulfates.

Suitable carboxylates are a C1-C30 alkylcarboxylate, C1-C20 hydroxyalkylcarboxylate, a polyether-containing carboxylate, arylcarboxylates and polycarboxylates, and mixtures thereof. Preferred carboxylates are C1-C30 alkylcarboxylate, C1-C20 hydroxyalkylcarboxylate, and polyether-containing carboxylate. The alkylcarboxylate may contain linear or branched, saturated or unsaturated alkyl units.

Preferred alkylcarboxylate is a C2-C32 alkylcarboxylate, such as acetate, propionate, hexanoate, 2-ethylhexanoate, heptanoate, octanoate, isononanoate, decanoate, laurate, oleic acid, palmitic acid, stearate, or octadecanoate.

Preferred hydroxyalkylcarboxylate is C2-C6 hydroxyalkylcarboxylate, such as glycolate, gluconate, glucoheptonate, glucuronate, glyceric acid, lactic acid, lactobionic acid, mevalonate. Example of polyether-containing carboxylates are disclosed in WO 2008/135482, page 5, line 25 to page 6, line 20. Preferred polyether-containing carboxylate has the formula (III)

(R^aO(CH₂CH₂0)_nCH₂C0₂- (III)

where n has a value from 0 to 3 and R^a is a Ci-Cs-alkyl or an acetate group; or of the formula (IV)

R^b-0-CH₂C0₂- (IV)

where R^b is a Ci-Ci8-alkyl. Rb is preferably C3-Ci₂-alkyl, in particular hexyl.

Particular preference is given to a polyether-containing carboxylate of the formula (III), where n has a value of 2 and R^a is a methyl (i.e. [2-(2-methoxyethoxy)ethoxy]acetate).

Preferred polycarboxylates are aliphatic di- and tricarboxylates having 2 to 32 carbon atoms, such as aconitic acid, adipic acid, aspartic acid, citric acid, fumaric acid, galactaric acid, glutamic acid, glutaric acid, oxoglutaric acid, maleic acid, malic acid, malonic acid, oxalate, sebacic acid, succinic acid, tartaric acid.

Preferred arylcarboxylates are benzoic acid, cinnimic acid, hippuric acid.

Suitable alkylsulfonates are Ci-C₂₀ alkylsulfonates, in particular C1-C10 alkylsulfonates, and mixtures thereof. Examples are ethanesulfonate or octanesulfonate.

Suitable sulfates may be alkylsulfates or polyether-containing sulfates. Suitable alkylsulfates are those of the formula R^c-OS03^", where R^c is Ci-Cis-alkyl or C6-Ci₂-aryl, preferably Ci-Cs-alkyl or C6-aryl, and mixtures thereof. Suitable polyether-containing sulfates have the formula (V) (R^aO(CH₂CH₂0)_nCH₂C0₂-

R^cO(CH₂CH₂0)_mOS0₃- (V)

where m has a value from 1 to 15 (preferably 1 to 3) and R^c is a Ci-C₂o-alkyl group (preferably a C₈-Ci4 group); Suitable phosphates are Ci-Cio-dialkylphosphates, where the two alkyl groups may be identical or different, and mixtures thereof. Preference is given to dimethylphosphate or

dibutylphosphate. Suitable halides are chloride, bromide or iodide, preferably chloride.

Particularly suitable ionic liquids are tetrabutylammonium [2-(2-methoxyethoxy)ethoxy]acetate, N-ethyl-N'-methylimidazolium acetate, N-ethyl-N'-methylimidazolium isononanoate, N-ethyl-N'- methylimidazolium octanoate, N-ethyl-N'-methylimidazolium dibutylphosphate, N-butyl-N'- methylimidazolium acetate, N-ethyl-N'-ethylimidazolium propionate, N-propyl-N'- propylimidazolium acetate, cholinium octanoate, tetrabutylammonium stearate, cholinium oleate, EMIM oleate, EMIM ethylsulfate. In a preferred form, the ionic liquid is present in dissolved form in the composition.

The ionic liquids can be prepared by known processes. Examples have been described by Wasserscheid and Welton, Ionic liquids in synthesis, 2nd edition, 2007, Wiley-VCH, or

WO 2008/135482.

The composition usually comprises 1 to 50% by weight of the ionic liquid. Preferably, it comprises 3 to 40% by weight, particularly preferably 5 to 25% by weight of the ionic liquid.

The composition can comprise at least 10% by weight of water, preferably at least 30% by weight, and in particular at least 45% by weight, of water. The composition may comprise up to 90%, preferably up to 75% by weight of water.

Suitable dispersants are anionic surfactants selected from alkali metal, alkaline earth metal or ammonium salts of sulfonates, sulfates, phosphates, carboxylates and mixtures thereof.

Examples of sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignosulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated 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, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols or of fatty acid esters.

Examples of phosphates are phosphate esters. Examples of carboxylates are alkylcarboxylates and also carboxylated alcohol or alkylphenol ethoxylates. Preferred anionic surfactants comprise sulfonates. The composition may comprise 0.1 to 40 wt%, preferably 0.5 to 30 wt%, and in particular 1 to 25 wt% of the dispersant.

The composition may comprise agrochemical formulation auxiliaries. Suitable formulation auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, emulsifiers, wetting agents, adjuvants, solubility promoters, penetration promoters, protective colloids, stickers, thickeners, humectants, repellants, attractants, feed stimulants, compatibilizing agents, bactericides, antifreezes, foam inhibitors, colorants, adhesives and binders. The dispersant is not considered within the term formulation auxiliary. Suitable surfactants are surface-active compounds, such as cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes and mixtures thereof. Such surfactants can be used as emulsifier, solubility promoter, wetting agent, penetration promoter, protective colloid or auxiliary. Examples of surfactants can be found in McCutcheon's, Volume 1 : Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International edition or North American edition). Preferred surfactants are nonionic and anionic surfactants.

Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, surfactants based on sugar, polymeric surfactants and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 100 (preferably 1 to 50) equivalents. For the alkoxylation, ethylene oxide and/or propylene oxide can be used, 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 surfactants based on sugar are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides. Examples of polymeric surfactants are homo- or copolymers of vinylpyrrolidone, vinyl alcohols or vinyl acetate. Preferred nonionic surfactants comprise alkoxylates.

In another form the composition is essentially free of nonionic surfactants selected from alkoxylates. For example, the composition may comprise up to 5 wt%, preferably up to 2 wt%, and in particular up to 0.5 wt% of the alkoxylate. Suitable cationic surfactants are quaternary surfactants, e.g. quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetains and imidazolines. Suitable block polymers are block polymers of the A-B- or A-B-A type comprising polyethylene oxide and polypropylene oxide blocks, or of the A- B-C type comprising alkanol, polyethylene oxide and polypropylene oxide. Suitable

polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali metal salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or polyethyleneamines.

Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified), polycarboxylates and silicates.

Suitable bactericides are bronopol and isothiazoline derivatives such as alkylisothiazolinones and benzisothiazolinones. Suitable antifreezes are ethylene glycol, propylene glycol, urea and glycerol.

Suitable foam inhibitors are silicones, long-chain alcohols and salts of fatty acids. Suitable dyes (e.g. in red, blue or green) are pigments which are poorly soluble in water, and water-soluble dyes. Examples are inorganic colorants (e.g. iron oxide, titanium oxide, iron hexacyanoferrate) and organic colorants (e.g. alizarin, azo and phthalocyanine colorants). Suitable stickers or binders are polyvinylpyrrolidones, polyvinyl acetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes and cellulose ethers.

In another form the composition is essentially free of an oil selected from aliphatics, aromatics (also called aromatic hydrocarbon), waxes, vegetable oils, esters and amides of vegetable oils, silicone oils, alkyl alkanoates, fatty acid amides, acetals, or dialkyl esters of an alkyldioic acid. For example, the composition may comprise up to 5 wt%, preferably up to 2 wt%, and in particular up to 0.5 wt% of the oil.

In a preferred embodiment, the composition is in the form of an agrochemical formulation. The agrochemical formulation is in most cases diluted prior to application in order to prepare the so- called tank mix. For the dilution, mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, also coal tar oils, and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e.g. toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or derivatives thereof, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strong polar solvents, e.g. dimethyl sulfoxide, N-methylpyrrolidone or water are suitable. Preference is given to using water.

The diluted composition is usually used for spraying or fogging. Oils of various types, wetting agents, adjuvants, herbicides, bactericides, fungicides can be added to the tank mix directly prior to application (tank mix). These compositions can be added to the compositions according to the invention in the weight ratio 1 :100 to 100:1 , preferably 1 :10 to 10:1. The pesticide concentration in the tank mix can be varied within relatively large ranges. In general, it is between 0.0001 and 10%, preferably between 0.01 and 1 %. The application rates for application in crop protection are between 0.01 and 2.0 kg of active ingredient per ha, depending on the type of desired effect.

The use of the agrochemical formulations is possible for controlling phytopathogenic fungi and/or undesired plant growth and/or undesired insect or mite attack and/or for regulating the growth of plants, where the composition is allowed to act on the particular pests, their habitat or the plants to be protected from the respective pest, the soil and/or on undesired plants and/or the useful plants and/or their habitat. Furthermore, the use of the agrochemical formulations is possible for controlling undesired insect or mite attack on plants and/or for controlling phytopathogenic fungi and/or for controlling undesired plant growth, in which case seed materials of useful plants are treated with the composition.

The invention further relates to a process for the preparation of the composition by contacting the pesticide, the dispersant and the ionic liquid. For this, the components can be mixed in any desired order. The process can take place at temperatures, such as from 5 to 100°C. Advantages of the invention are a high storage stability of the suspended pesticide; an increase of pesticide efficacy; tailored combinations of anion and cation in the ionic liquid to adapt to the needs of the formulation; a decrease in creaming; a decrease in crystal growth of the suspended pesticide; a decrease in sedimentation of the suspended pesticide; an increase in cold stability.

The examples below illustrate the invention without limiting it.

Claims

We claim:

An aqueous agrochemical composition comprising a pesticide in suspended form, a dispersant, and an ionic liquid.

The composition according to claim 1 , where the ionic liquid comprises a cation and an anion, where the cation comprises an ammonium of the formula (I) and R¹, R², R³ and R⁴ are independently of one another alkyl which may be substituted with heterofunctional groups, aromatic ring systems or heteroaromatic ring systems, and which can form aliphatic ring systems with one another; an imidazolium of the formula (II)

an Ν,Ν'-disubstituted pyrazolium derivate;

an N-substituted pyrrollidinium derivative; or

a guanidinium derivate.

The composition according to claim 2, where the cation comprises an ammonium of the formula (I) or an imidazolium of the formula (II).

The composition according to claim 2 or 3, where R¹, R², R³ and R⁴, independently of one another, are C1-C20 alkyl and/or C1-C20 hydroxyalkyl.

The composition according to any of claims 2 to 4, where the anion is selected from carboxylates, sulfates, alkylsulfonates, halides, phosphonates, phosphates,

bis(trifluorosulfonyl)imide, or dicyanimide, and mixtures thereof.

The composition according to any of claims 1 to 5, comprising from 1 to 50% by weight of the ionic liquid.

The composition according to any of claims 1 to 6, comprising from 1 to 25% by weight of the dispersant.

The composition according to any of claims 1 to 7, where the dispersant comprises an anionic surfactant selected from alkali metal, alkaline earth metal or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof.

The composition according to any of claims 1 to 8 comprising at least 30% by weight of water.

10. The composition according to any of claims 1 to 9, where the pesticide is soluble in water at 20°C up to 10 g/L. 1 1 . The composition according to any of claims 1 to 10, where the ionic liquid is present in dissolved form.

12. The composition according to any of claims 1 to 1 1 , where the weight ratio of the pesticide to the ionic liquid is in the range from 10 / 1 to 1 / 10.

13. A method of preparing the composition as defined in any of claims 1 to 12, by contacting the pesticide, the dispersant and the ionic liquid

14. A method of controlling phytopathogenic fungi and/or undesired vegetation and/or

undesired insect or mite attack and/or for regulating the growth of plants, where the composition according to any of claims 1 to 1 1 is allowed to act on the respective pests, their environment or the plants to be protected from the respective pest, on the soil and/or on undesired plants and/or the crop plants and/or their environment.