Herbicidal compositions comprising specific surfactants

Abstract

The present invention relates to a composition, preferably for agricultural use, in the form of an aqueous emulsion concentrate (EW), comprising a combination of at least one water-soluble herbicide, at least one water-insoluble herbicide and a specific surfactant. The invention also relates to a method of controlling undesired plants or affecting the growth of plants, comprising applying the composition to the soil or plants. The invention also relates to a method for preparing the composition.

Description

[0001] This invention relates to compositions, preferably for agricultural use, in the form of an emulsion concentrate (EW) comprising a combination of at least one water-soluble herbicide, at least one water-insoluble herbicide, and a specific surfactant.

[0002] The present invention also relates to a method for preventing or controlling unwanted plants or affecting plant growth, the method comprising applying a composition to soil or plants.

[0003] The present invention also relates to a method for preparing the composition.

[0004] Pesticides are widely used in agricultural pest control. Given their widespread use, there has always been a need to develop methods to enhance pesticide efficacy. A common method to improve the potency of active ingredients is to combine them with one or more other active ingredients having the desired activity spectrum. This combination can produce highly effective synergistic products with broad coverage, potentially reducing the application rate of the active ingredient. Therefore, modern agrochemical practice often favors combination products containing active ingredients with specific activity spectra. Furthermore, appropriate adjuvants can be used to enhance the performance of active ingredients and / or strengthen the physical properties of formulations. Typically, active ingredients are formulated with various formulation adjuvants to enhance their activity. Agrochemical formulations can be developed in various ways, primarily based on the physical and chemical properties of the active ingredient. Examples of such formulations include aqueous solutions, emulsifiable concentrates, encapsulated suspensions, wetting powders, oil-in-water or water-in-oil emulsions, suspension emulsions, suspension solutions, microemulsions, emulsions, ZC formulations, and granules.

[0005] Herbicide formulations based on water-soluble herbicides are well known. For example, glufosinate is a water-soluble, non-selective foliar contact herbicide that kills or controls a wide variety of weeds. Typically, glufosinate is used in non-selective treatments and for controlling broadleaf weeds, grasses, and sedges in cereals, cotton, corn and soybeans, orchards, vineyards, rubber and oil palm plantations, ornamental trees and shrubs, non-cultivated land, and a broad range of pre-emergence vegetable crops. Water-soluble herbicides are preferably formulated as aqueous solutions with the addition of other water-soluble ingredients / adjuvants.

[0006] To ensure optimal bioavailability of water-soluble herbicides, one or more specific adjuvants are known to be used in glufosinate-based formulations. However, some of these adjuvants have drawbacks in off-the-shelf formulations containing water-soluble herbicides, particularly glufosinate.

[0007] Another common practice to enhance the activity of water-soluble herbicides (especially glufosinate) is to combine them with one or more other active ingredients that have the desired activity spectrum. This combination can produce highly effective synergistic products with broad-spectrum coverage and may also reduce the application rate of the active ingredient. However, when water-insoluble active ingredients are combined with water-soluble herbicides, for example in the form of emulsions or dispersions, attention must be paid to the physical and chemical stability of the formulation.

[0008] Furthermore, pesticide formulations in emulsion form, as described in applications such as WO2002 / 43488, WO2007 / 057028, or DE69012487, are not entirely satisfactory in terms of stability and viscosity.

[0009] More specifically, aqueous continuous phases do not exhibit high ionic strength characteristics and do not contain large amounts of salts or ionic components, such as glufosinate. Stabilizing emulsions in continuous phases that exhibit high ionic strength and are rich in electrolytes is particularly challenging.

[0010] It is particularly difficult to confirm the appropriate relationship between adjuvants and co-formulated formulations, so that concentrated high-ionic-strength oil-in-water emulsions can have good stability during storage (low temperature, high temperature) and maintain suitable emulsion properties after being diluted in the final carrier (usually water, which has lower ionic strength properties) before field application.

[0011] For these reasons, pesticide emulsions may cause physical instability issues. In particular, pesticide emulsions may experience emulsion / oil layer separation, dehydration shrinkage, and / or sedimentation during storage, especially under various temperature conditions. In addition to such physical compatibility issues, decomposition or antagonism of the active ingredient under consideration and / or biocompatibility issues are also frequently encountered.

[0012] Therefore, there is a constant need to provide improved water-soluble herbicide-based compositions for agricultural needs, particularly glufosinate-based compositions, which possess favorable inherent properties, especially good physicochemical properties such as good storage stability and suitable viscosity characteristics (good pourability). Such compositions should produce good performance upon dilution, including good homogeneity of emulsions and / or dispersions of potentially water-insoluble agricultural materials, even for high-loading formulations.

[0013] This invention achieves these objectives, and its subject matter is a composition, preferably for agricultural use, in the form of an oil-in-water emulsion (EW), comprising: (i) at least one water-soluble herbicide, (ii) at least one water-insoluble herbicide, and not dimethyl phenoxychloride or dimethyl phenoxychloride-P. (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylenated fatty alcohols; b. At least one nonionic surfactant selected from ethylene oxide and propylene oxide condensates; and c. At least one phosphate ester surfactant.

[0014] The composition is free of dimethyl phenoxychloride and dimethyl phenoxychloride-P.

[0015] The compositions according to the present invention have good inherent physicochemical properties.

[0016] Furthermore, it is noted that the compositions according to the invention advantageously ensure good performance upon dilution, including good homogeneity of emulsions and / or dispersions of water-insoluble agricultural materials, even in high-load formulations.

[0017] Furthermore, it is noted that the compositions according to the invention have suitable viscosity characteristics and good pourability, thus making them easier to apply. Surprisingly, no other rheology modifiers are required to stabilize the compositions other than the surfactant mixture (M).

[0018] More specifically, the compositions according to the invention advantageously demonstrate that: - Good storage stability, especially at room temperature (20°C), or even at high temperatures, such as 54°C for 2 weeks; - Suitable properties after dilution with water at the target utilization rate; - Suitable viscosity characteristics and good pourability; - Satisfactory can-mix compatibility; and / or - Excellent biological efficacy.

[0019] As used herein, a stable composition can be defined as a composition that does not exhibit signs of instability such as phase separation, dehydration shrinkage, flocculation, sedimentation, emulsification, or the presence of macroscopic oil droplets on the sample surface. Advantageously, a stable composition is a formulation that does not exhibit any of the signs of instability described above after being stored at the considered temperature for the considered time.

[0020] Obtaining concentrated pesticide formulations in the form of oil-in-water emulsions with suitable rheological properties has always been challenging. To achieve good storage stability in such concentrated oil-in-water emulsions, rheology modifiers that produce suspension properties, such as xanthan gum, precipitated silica, or fumed silica, are often used. However, in the presence of xanthan gum or other polysaccharide gums, compatibility issues often arise when mixing with other agrochemicals or fertilizers. The dilution characteristics of concentrated formulations are often unsatisfactory, which is related to the presence of certain rheology modifiers and the presence of sediments or flocculents, which can lead to operational problems such as nozzle clogging. Furthermore, using such rheology modifiers to achieve good stabilization of concentrated oil-in-water emulsions results in increased viscosity response, thus causing operational problems. According to the compositions of the present invention, suitable rheological properties are successfully obtained even in the form of oil-in-water emulsions.

[0021] Furthermore, it is noted that the compositions of the present invention preferably ensure good performance after dilution, even for high-load formulations, and avoid / delay the formation of crystals, even under stringent conditions.

[0022] According to a preferred embodiment of the invention, the composition is an agrochemical formulation containing a high concentration of agricultural materials. The use of a concentrated formulation is particularly advantageous for economic reasons (in fact, such a composition can reduce the total weight of the formulation, thereby lowering its transportation costs), and the concentrated formulation is then typically diluted to the desired concentration by the end user.

[0023] The subject of this invention is also a method for preventing unwanted plants or affecting plant growth, the method comprising applying a composition to soil and / or plants.

[0024] Another subject of the present invention is a method for preparing the compositions according to the present invention.

[0025] Other features, aspects, and advantages of the invention will become more apparent from the following description and examples.

[0026] Unless otherwise stated in this specification: - The expression "at least one" is equivalent to and can be used interchangeably with "one or more"; The expression "between" is equivalent to and can be replaced by the expression "the range of" and indicates that a limit is included; - For the purposes of this invention, the expressions "greater than" and "less than" are intended to represent open ranges of strictly greater than and strictly less than, respectively, and therefore do not include limits; - The term "alkyl" refers to a general formula of C1. n H 2n+1 Non-cyclic, straight-chain, or branched alkyl groups; - The term "aryl" refers to an unsaturated hydrocarbon group containing one or more 5- or 6-membered carbon rings (preferably 6-membered carbon rings), optionally substituted by one or more groups selected from: hydroxyl, alkyl, alkenyl, halogen, haloalkyl or amino; for example, phenoxy, phenyl, methylphenyl, dimethylphenyl, trimethylphenyl, chlorophenyl, trichloromethylphenyl, aminophenyl and tristyrylphenyl.

[0027] - The term "alkylaryl" refers to an aryl group substituted with one or more alkyl groups, preferably substituted with one or more (C1-C6) alkyl groups, such as phenylmethyl or phenylethyl.

[0028] The term "arylalkylaryl" refers to an aryl group linked to at least one alkyl group of an alkylaryl group, such as tristyrylphenyl. Preferably, the aryl group is linked to at least one (C1-C6) alkyl group of the alkylaryl group.

[0029] - "oxyalkylene compound", "polyoxyalkylene compound" or "alkoxylated compound" refers to a compound containing an ethylene oxide group and / or an propylene oxide group and / or a glycerol group; preferably, the number of ethylene oxide groups and / or propylene oxide groups may be in the range of 1 to 150, and the number of glycerol groups may be in the range of 0 to 30; more preferably, the oxyalkylene compound does not contain any glycerol groups; -As used in this article, the term "plant" also includes plants that have been modified by mutagenesis or genetic engineering to provide new traits or alter existing traits. The term "agronomically acceptable salt" refers to a salt prepared from an agronomically acceptable non-toxic base or acid (including inorganic or organic bases and inorganic or organic acids). Typical agronomically acceptable salts of the compounds described herein include anions derived from the compound (e.g., deprotonated via hydroxyl or hydroxyalkyl substituents), and one or more positively charged counterions. Suitable positively charged counterions include inorganic and organic cations, such as sodium, potassium, calcium, magnesium, isopropylamine, triethanolamine, ammonium, and tetraalkylammonium cations.

[0030] The composition according to the invention is in the form of an oil-in-water emulsion, and therefore comprises at least one aqueous phase and at least one oil phase.

[0031] Water-soluble herbicides The compositions according to the present invention comprise at least one water-soluble herbicide.

[0032] According to the present invention, a "water-soluble herbicide" refers to a herbicide that is soluble in water at 25°C and atmospheric pressure (i.e., 1.013 x 10⁻⁶). 5 At a concentration of 10 g / L (Pa), water-soluble herbicides are preferred, with a water solubility greater than or equal to 10 g / L. Grams of herbicide per liter of water ).

[0033] Generally speaking, "water-soluble herbicides" are effective at 25°C and atmospheric pressure (i.e., 1.013 x 10⁻⁶). 5 Water solubility at (Pa) is preferably greater than or equal to 20 g / L. Grams of herbicide per liter of water The concentration of the active ingredient is preferably greater than or equal to 50 g / L, and more preferably greater than or equal to 100 g / L.

[0034] Those skilled in the art are familiar with this type of herbicide. Specific examples of water-soluble herbicides can be found in the following book: "Sittig's handbook of Pesticides and Agricultural Chemicals", 2nd edition, William Andrew Publishing, 2015.

[0035] The water-soluble herbicide (i) according to the invention may advantageously be selected from glufosinate, dicamba, glyphosate, imidazoline herbicides or any derivatives of imidazoline herbicides, their agronomically acceptable salts or mixtures thereof; preferably selected from glufosinate, dicamba, glyphosate, imidazoline herbicides, their agronomically acceptable salts or mixtures thereof.

[0036] Specifically, the water-soluble herbicides (i) that can be used according to the present invention may be mentioned as follows: Suitable glyphosate and its salts include: glyphosate ammonium salt, glyphosate diammonium salt, glyphosate dimethylammonium salt, glyphosate isopropylammonium salt, glyphosate potassium salt, glyphosate sodium salt, glyphosate trimethylsulfonium salt, and glyphosate ethanolamine salt and glyphosate diethanolamine salt; glyphosate diammonium salt, glyphosate isopropylammonium salt and glyphosate trimethylsulfonium salt (glyphosate); Suitable dicamba and its salts include: sodium dicamba, potassium dicamba, methylammonium dicamba, dimethylammonium dicamba, isopropylammonium dicamba, diethylene glycolamine dicamba, monoethanolamine dicamba, diethanolamine dicamba, triethanolamine dicamba, N,N-di-(3-aminopropyl)methylamine, and diethylenetriamine dicamba; suitable esters include methyl dicamba and ethyl butyrate dicamba. Suitable imidazolinone herbicides and their salts include: imazapic and its salts (e.g., imazapic ammonium salt and imazapic isopropylammonium salt), imazamox and its salts (e.g., imazapic ammonium salt), imazapyr and its salts (e.g., imazapyr ammonium salt and imazapyr isopropylammonium salt), imazaquin and its salts (e.g., imazaquin ammonium salt), and imazathapyr and its salts (e.g., imazathapyr ammonium salt and imazathapyr isopropylammonium salt).

[0037] More preferably, the water-soluble herbicide (i) is selected from glufosinate, L-glufosinate, or an agronomically acceptable salt thereof.

[0038] Glufosinate (CAS Registry No.: 51276-47-2), IUPAC name (2RS)-2-amino-4-[hydroxy(methyl)phosphono]butyric acid, or 4-[hydroxy(methyl)phosphono]-DL-homoalanine or DL-4-[hydroxy(methyl)phosphono]-DL-homoalanine salt, and its agronomically acceptable salts, especially glufosinate ammonium salt (IUPAC name: (2RS)-2-amino-4-(methylphosphono)butyrate ammonium, CAS Registry No.: 77182-82-2), are known.

[0039] US 4,168,963 describes phosphorus-containing compounds with herbicidal activity, among which phosphinic acid (2-amino-4-[hydroxy(methyl)phosphono]butyric acid; common name: glufosinate) and its salts have gained commercial importance in the field of agrochemicals (agricultural chemistry).

[0040] For example, glufosinate and its salts (e.g., glufosinate ammonium salt) and their herbicidal activity have been described, for example, by F. Schwerdtle et al., Z. Pflanzenkr. Pflanzenschutz, 1981, Sonderheft IX, pp. 431-440.

[0041] Glufosinate is represented by the following structure (I): The compound of formula (I) is a racemic mixture.

[0042] Glufosinate is a racemic mixture of two enantiomers, only one of which exhibits sufficient herbicidal activity (see, for example, US 4265654 and JP92448 / 83). Although various methods for preparing L-glufosinate (and its corresponding salts) are known, mixtures known in the art do not specify stereochemical structures, i.e., racemic mixtures exist (e.g., WO2003024221, WO2011104213, WO 2016113334, WO 2009141367).

[0043] As used in this invention, the term "glufosinate" typically comprises, in one embodiment, about 50% by weight of the L-enantiomer and about 50% by weight of the D-enantiomer; in another embodiment, it typically comprises more than 70% by weight of the L-enantiomer; preferably more than 80% by weight of the L-enantiomer; more preferably more than 90% by weight of the L-enantiomer; and most preferably more than 95% by weight of the L-enantiomer. The L-enantiomer of glufosinate is also referred to as glufosinate-P.

[0044] Racemic forms of glufosinate and its salts, as well as their formulations, are commercially available, for example under the trade name Basta. TM and Liberty TM Sale.

[0045] In one embodiment, the water-soluble herbicide (i) is selected from the racemic glufosinate mixture described above, wherein the glufosinate comprises about 50% by weight of the L-enantiomer and about 50% by weight of the D-enantiomer.

[0046] In another embodiment, the water-soluble herbicide is glufosinate, wherein at least 70% by weight of glufosinate is L-glufosinate or a salt thereof.

[0047] L-Glufosinate, IUPAC name (2S)-2-amino-4-[hydroxy(methyl)phosphono]butyric acid (CAS Registry No.: 35597-44-5), also known as glufosinate-P, is commercially available or can be prepared, for example, as described in the following documents: WO2006 / 104120, US5530142, EP0248357A2, EP0249188A2, EP0344683A2, EP0367145A2, EP0477902A2, EP0127429 and J. Chem. Soc. Perkin Trans. 1, 1992, 1525-1529.

[0048] The L-glufosinate used in this invention comprises more than 70% by weight of L-enantiomers; preferably more than 80% by weight of L-enantiomers; more preferably more than 90% by weight of L-enantiomers; and most preferably more than 95% by weight of L-enantiomers, and can be prepared as described above.

[0049] Preferably, the salt of glufosinate or L-glufosinate is a sodium salt, potassium salt, or ammonium salt of glufosinate or L-glufosinate (NH4). + ), especially L-glufosinate-P-ammonium salt (IUPAC name: (2S)-2-amino-4-(methylphosphono)butyrate ammonium salt, CAS registration number: 73777-50-1), glufosinate-P-sodium salt (IUPAC name: (2S)-2-amino-4-(methylphosphono)butyrate sodium salt, CAS registration number: 70033-13-5) and glufosinate-P-potassium salt (IUPAC name: (2S)-2-amino-4-(methylphosphono)butyrate potassium salt).

[0050] In one set of specific embodiments, the water-soluble herbicide comprises a glufosinate salt, said glufosinate salt being selected from the sodium, potassium, or ammonium salts (NH4+) of glufosinate. + ).

[0051] Therefore, water-soluble herbicides preferably contain or are L-glufosinate ammonium salt, L-glufosinate sodium salt, or L-glufosinate potassium salt, as well as L-glufosinate as a free acid. Particularly preferred is L-glufosinate ammonium salt, i.e., the ammonium salt of glufosinate (NH4). + ).

[0052] In one specific implementation scheme, the water-soluble herbicide is L-glufosinate, specifically selected from the sodium, potassium, and ammonium salts (NH4+) of L-glufosinate. + Even more preferably, the water-soluble herbicide is an L-glufosinate salt, selected from glufosinate-P-ammonium salt, glufosinate-P-sodium salt, and glufosinate-P-potassium salt. In particular, the water-soluble herbicide is an ammonium salt of L-glufosinate.

[0053] Examples of suitable compounds for formula (I) are as follows: I.1: Enantiomerically pure L-glufosinate I.1.a: Enantiomerically pure L-glufosinate I.1.b: Enantiomerically pure L-glufosinate sodium salt I.1.c: Enantiomerically pure L-glufosinate potassium salt I.2: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 95 and Y ≤ 5%, and wherein X + Y is 100.

[0054] I.2.a: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 95 and Y ≤ 5, and wherein X + Y is 100.

[0055] I.2.b: A mixture of X% w / w L-glufosinate sodium salt and Y% w / w D-glufosinate sodium salt, wherein X ≥ 95 and Y ≤ 5, and wherein X + Y is 100.

[0056] I.2.c: A mixture of X% w / w L-glufosinate potassium salt and Y% w / w D-glufosinate potassium salt, wherein X ≥ 95 and Y ≤ 5, and wherein X + Y is 100.

[0057] I.3: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 90 and Y ≤ 10, and wherein X + Y is 100.

[0058] I.3.a: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 90 and Y ≤ 10, and wherein X + Y is 100.

[0059] I.3.b: A mixture of X% w / w L-glufosinate sodium salt and Y% w / w D-glufosinate sodium salt, wherein X ≥ 90 and Y ≤ 10, and wherein X + Y is 100.

[0060] I.3.c: A mixture of X% w / w L-glufosinate potassium salt and Y% w / w D-glufosinate potassium salt, wherein X ≥ 90 and Y ≤ 10, and wherein X + Y is 100.

[0061] I.4: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 80 and Y ≤ 20, and wherein X + Y is 100.

[0062] I.4.a: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 80 and Y ≤ 20, and wherein X + Y is 100.

[0063] I.4.b: A mixture of X% w / w L-glufosinate sodium salt and Y% w / w D-glufosinate sodium salt, wherein X ≥ 80 and Y ≤ 20, and wherein X + Y is 100.

[0064] I.4.c: A mixture of X% w / w L-glufosinate potassium salt and Y% w / w D-glufosinate potassium salt, wherein X ≥ 80 and Y ≤ 20, and wherein X + Y is 100.

[0065] I.5: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 70 and Y ≤ 30, and wherein X + Y is 100.

[0066] I.5.a: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 70 and Y ≤ 30, and wherein X + Y is 100.

[0067] I.5.b: A mixture of X% w / w L-glufosinate sodium salt and Y% w / w D-glufosinate sodium salt, wherein X ≥ 70 and Y ≤ 30, and wherein X + Y is 100.

[0068] I.5.c: A mixture of X% w / w L-glufosinate potassium salt and Y% w / w D-glufosinate potassium salt, wherein X ≥ 70 and Y ≤ 30, and wherein X + Y is 100.

[0069] More preferably, the water-soluble herbicide (i) is selected from L-glufosinate or its agronomically acceptable salt.

[0070] Advantageously, the water-soluble herbicide (i) is contained in the aqueous phase of the composition according to the invention.

[0071] Preferably, the total amount of water-soluble herbicide (i) relative to the total amount of the composition is 10-600 g / L (grams of water-soluble herbicide (i) per liter of composition), more preferably 50-500 g / L, even more preferably 100-450 g / L, even more preferably 100-400 g / L, and even more preferably 100-200 g / L.

[0072] Preferably, the total amount of glufosinate is 10-600 g / L (grams of glufosinate per liter of composition) relative to the total amount of the composition, more preferably 50-500 g / L, even more preferably 100-450 g / L, even more preferably 100-400 g / L, and even more preferably 100-200 g / L.

[0073] Preferably, the total amount of L-glufosinate is 10-600 g / L (grams of glufosinate per liter of composition) relative to the total amount of the composition, more preferably 50-500 g / L, even more preferably 100-450 g / L, even more preferably 100-400 g / L, and even more preferably 100-200 g / L.

[0074] Preferably, the total content of the water-soluble herbicide (i) relative to the total weight of the composition is in the range of 1-50% by weight, more preferably 5-40% by weight, even more preferably 10-30% by weight, and even more preferably 10-25% by weight.

[0075] Preferably, the total content of glufosinate is in the range of 1-50% by weight, more preferably 5-40% by weight, even more preferably 10-30% by weight, and even more preferably 10-25% by weight, relative to the total weight of the composition.

[0076] Preferably, the total content of L-glufosinate is in the range of 1-50% by weight, more preferably 5-40% by weight, even more preferably 10-30% by weight, and even more preferably 10-25% by weight, relative to the total weight of the composition.

[0077] Water-insoluble herbicides The compositions according to the present invention comprise at least one water-insoluble herbicide, and are not dimethyl phenoxychloride or dimethyl phenoxychloride-P.

[0078] According to the present invention, "water-insoluble herbicide" or "slightly water-soluble herbicide" refers to a herbicide that is soluble in water at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶). 5 At Pa), water solubility is preferably strictly less than 10 g / L. grams of herbicide per liter of water Herbicides.

[0079] Typically, the aforementioned "water-insoluble herbicide" is effective at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶). 5Water solubility at (Pa) is preferably strictly less than 5 g / L. grams of herbicide per liter of water More preferably strictly less than 2 g / L, even more preferably strictly less than 1.5 g / L, and even better strictly less than 1 g / L.

[0080] According to a preferred embodiment of the present invention, the composition comprises: (i) At least one water-soluble herbicide that, at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶), reacts with an oxidizing agent at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶). 5 Water solubility at Pa) greater than or equal to 100 g / L grams of herbicide per liter of water (), more preferably greater than or equal to 500 g / L, even more preferably greater than or equal to 1000 g / L; (ii) At least one water-insoluble herbicide, and not dimethyl phenoxychloride or dimethyl phenoxychloride-P, which, at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶), reacts with the following herbicide: 5 The water solubility at Pa is strictly less than 5 g / L. grams of herbicide per liter of water Preferably, it is strictly less than 2 g / L, more preferably strictly less than 1.5 g / L, and even more preferably strictly less than 1 g / L; (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols; b. At least one nonionic surfactant selected from ethylene oxide and propylene oxide condensates; c. At least one phosphate ester surfactant.

[0081] The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P.

[0082] Such herbicides are well known to those skilled in the art. Specific examples of water-insoluble herbicides can be found in the book "Sittig's handbook of Pesticides and Agricultural Chemicals", 2nd edition, William Andrew Publishing, 2015.

[0083] The water-insoluble herbicide (ii) according to the invention may advantageously be selected from the following classes of herbicides: amides, aryloxyphenoxypropionates, benzamides, benzofurans, benzoic acids, benzothiadiazinones, bipyridinium compounds, carbamates, acetamides, chloroacetamides other than dimethyl phenoxychloride and dimethyl phenoxychloride-P, cyclohexanediones, dinitroanilines, dinitrophenols, diphenyl ethers, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N-phenylphthalimides, oxadiazoles, oxazolidinones, oxyacetamides, phenoxycarboxylic acids, phenyl carbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphoramides (… Phosphoroamidates, phosphorodithioates, phthalamates, pyrazoles, pyridazinones, pyridinecarboxamides, pyrimidinediones, pyrimidine (thio)benzoates, quinoline carboxylic acids, semicarbazones, sulfonamide carbonyl triazolinones, sulfonylureas, tetrazolinones, thiadiazoles, thiocarbamates, triazines, triazinones, triazoles, triazolinones, triazolecarboxamides, triazolopyrimidines, triones, uracils, ureas, protoporphyrinogen oxidase inhibitors, and mixtures thereof.

[0084] Suitable protoporphyrinogen oxidase inhibitors (also known as PPO inhibitors) can be, for example, azafenidin, butafenacil, carfentrazone, carfentrazone-ethyl, cinidon-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluthiacet, fluthiacet-methyl, and propargyl. Oxadiargyl, oxadiazon, pentoxazone, profluazol, saflufenacil, sulfentrazone, thidiazimin, tiafenacil, trifludimoxazin, [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridinoxy]ethyl acetate (CAS) 353292-31-6; S-3100), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-1,5-dimethyl-6-thio-[1,3,5]triazinane-2,4-dione (CAS 451484-50-7), 2-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1,3-dione (CAS 1300118-96-0), 1-methyl-6-trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-1H-pyrimidin-2,4-dione (CAS 1304113-05-0), 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)-1H-pyrimidin-2,4-dione (CAS 212754-02-4), methyl acetate of 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1-(2H)-pyrimidinyl]-5-fluoro-2-pyridyl]oxy]phenoxy]acetate (CAS 2158274-96-3), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-Dioxo-4-(trifluoromethyl)-1-(2H)-pyrimidinyl]-5-fluoro-2-pyridyl]oxy]phenoxy]ethyl acetate (CAS 2158274-50-9), 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluorophenoxy]-2-pyridyl]oxy]methyl acetate (CAS 2271389-22-9), 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluorophenoxy]-2-pyridyl]oxy]ethyl acetate (CAS 2158274-50 ... 2230679-62-4), methyl acetate of 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy] (CAS 2158275-73-9), ethyl acetate of 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy] (CAS 2230679-62-4), methyl acetate of 2 ... (CAS 2230679-62-4), methyl acetate of 2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy] (CAS 2230679-62-4), methyl acetate of 2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo CAS 2158274-56-5), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]-N-(methanesulfonyl)acetamide (CAS 2158274-53-2), and 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-N-(methanesulfonyl)acetamide (CAS 2158274-22-1).

[0085] Preferably, the water-insoluble herbicide (ii) is selected from pyrimethanil, pendimethalin, atrazine, S-metolachlor, and 2,4-D ester (2,4-D ester), isoxaflutole, indaziflam, diflufenzopyr, clonzone, sulfentrazone, pyroxasulam, cinmethylin, pyroxasulfone, toramezone, mesotrione, tembotrione, aminopyralid, thifenesulfonium ensulfuron-methyl, flufenacet, pethoxamid, terbuthylazine, metribuzin, amicarazone, sulcotrione, halauxifen-methyl, oxyfluorfen, quizalofop, quizalofop-ethyl, quizalo-fop-tefuryl, quizalofop-tetrahydrofuran, quizalofop-methyl Quizalofop-P, Quizalofop-P-ethyl, Quizalofop-P-tefuryl, Fluroxypyr, Fluroxypyr-butometyl, Fluroxypyr-meptyl, Haloxyfop, Haloxyfop-methyl, Haloxyfop-P-methy l), pinoxaden, mesosulfuron, acetochlor, clethodim, propoxycarbazone, propisochlor, bentazone, clonifen, metazachlor, flumioxazin, fomesafen, aclonifen, and diflufenican, and mixtures thereof.

[0086] More preferably, the water-insoluble herbicide (ii) is selected from metolachlor, acetochlor, cyclophosphamide, clethodim, pyrazosulfuron, mesotrione, pyrimisulfuron, pyrazosulfuron, cyclosulfuron, chlorpyrifos, sulfadiazine, sulfadiazine, indazine-fluoxadil, thifensulfuron, ethoxysulfuron, quizalofop-P-ethyl, pyrfluthrin methyl ester, isooctyl chlorpyrifos, and mixtures thereof.

[0087] Even more preferably, the water-insoluble herbicide (ii) is selected from metolachlor, acetochlor, clodinafop-propargyl, clethodim, pyrazosulfuron, mesotrione, pyrimisulfuron, pyrazosulfuron, sulfonylpyrazosulfuron, thifensulfuron, and mixtures thereof; and even more preferably from metolachlor, acetochlor, and mixtures thereof.

[0088] Advantageously, the water-insoluble herbicide (ii) is contained in the oil phase of the composition according to the invention.

[0089] According to the present invention, the water-insoluble herbicide (ii) cannot be dimethyl phenoxychloride or dimethyl phenoxychloride-P.

[0090] More specifically, relative to the total weight of the composition, the total content of dimethyl phenoxychloride and dimethyl phenoxychloride-P in the composition according to the invention is preferably less than or equal to 0.1% by weight, more preferably less than or equal to 0.05% by weight, and even more preferably less than or equal to 0.01% by weight. Even more specifically, the composition is free of dimethyl phenoxychloride and / or dimethyl phenoxychloride-P (0%).

[0091] Dimethylphenidate (CAS Registry No. 87674-68-8), IUPAC name (RS)-2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide, is known.

[0092] For example, dimethoprim has been used by J. Harr et al. ,Proc. Br. Crop Prot. Conf. – Weeds 1991, 87-92 and A. Rahman, TK James, Proc. 45th NZ Plant Prot. Conf. Described in 1992, 84-88. The racemic form of dimethenafil is commercially available, for example, Merck's product under the trade name Pestanal. ® The product for sale. Dimethylphenidate is represented by the following structure (II): The compound of formula (II) is a racemic mixture.

[0093] Dimethylphenidyl-P (CAS Registry No. 163515-14-8), with the IUPAC name (S)-2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide, is known.

[0094] For example, dimethoprim-P has been used by T. Guillet et al. Phytom 546, 50-53 (2002) describes it. Dimethoprim-P is commercially available, for example, BASF's product under the brand name Isard. ® Or Verdict ® The product for sale. Dimethylphenidate-P is represented by the following structure (III): .

[0095] According to a preferred embodiment of the present invention, (i) the water-soluble herbicide is selected from glufosinate, L-glufosinate or an agronomically acceptable salt thereof, more preferably L-glufosinate or an agronomically acceptable salt thereof; and (ii) the water-insoluble herbicide is selected from sulfadiazine, pendimethalin, atrazine, metolachlor, 2,4-D ester, isoxaflutole, indazon, flupyradifurone, isoxaflutole, sulfadiazine, pyrazosulfuron, cyclohexane, and cyclohexane. Sulfonamide, benzoyl permethrin, mesotrione, cyclosulfonamide, chlorpyrifos, thifensulfuron, fluthiamethoxam, clethodim, terbufos, metribuzin, azoxystrobin, sulfadiazine, chlorpyrifos, oxyfluorfen, quizalofop-P-ethyl, quizalofop-P-ethyl, quizalofop-P-ethyl, fluazinam, fluazinam butoxyisopropyl ester, isooctyl chlorpyrifos, quizalofop-P-ethyl, quizalofop-P-methyl The following are selected from: haloxyfop-methyl, haloxyfop-methyl, clodinafop-methyl, mesosulfuron-methyl, acetochlor, clethodim, propoxycarbazone, isolazoxyl, bentazon, isoxaflutole, pyrazosulfuron, propyzoxystrobin, flumetsulam, bensulfuron-methyl, and pyrazosulfuron-methyl, and mixtures thereof; more preferably, selected from: haloxyfop-methyl, acetochlor, clodinafop-methyl, clethodim, pyrazosulfuron-methyl, mesosulfuron-methyl, pyrimisulfuron-methyl, pyrazosulfuron-methyl, cyhalofop-methyl, and chlorpyrifos. The following are selected from: pyrazosulfuron, sulfonylpyrazosulfuron, indazine-fluoxetine, thifensulfuron-methyl, ethoxysulfuron, quizalofop-P-ethyl, pyrazosulfuron-methyl, isooctyl oxychloride, and mixtures thereof; even more preferably, selected from: metolachlor, acetochlor, clodinafop-propargyl, clethodim, pyrazosulfuron-methyl, mesotrione, pyrimisulfuron-methyl, sulfonylpyrazosulfuron, thifensulfuron-methyl, and mixtures thereof; and even more preferably, selected from: metolachlor, acetochlor, and mixtures thereof.

[0096] Preferably, the total amount of water-insoluble herbicide (ii) relative to the total amount of the composition is 10-600 g / L (grams of water-insoluble herbicide (ii) per liter of composition), more preferably 50-500 g / L, even more preferably 100-450 g / L, even better 100-400 g / L, and even more preferably 100-300 g / L.

[0097] Preferably, when the water-insoluble herbicide (ii) is selected from metolachlor, acetochlor, clodinafop-propargyl, clethodim, pyrazosulfuron, mesotrione, pyrimisulfuron, pyrazosulfuron, sulfonylpyrazosulfuron, thifensulfuron or mixtures thereof, the total amount of the water-insoluble herbicide (ii) relative to the total amount of the composition is 10-600 g / L, more preferably 50-500 g / L, even more preferably 100-450 g / L, even more preferably 100-400 g / L, and even more preferably 100-300 g / L.

[0098] Preferably, the total content of the water-insoluble herbicide (ii) relative to the total weight of the composition is in the range of 1-50% by weight, more preferably 5-40% by weight, even more preferably 10-30% by weight, and even more preferably 15-25% by weight.

[0099] Preferably, when the water-insoluble herbicide (ii) is selected from metolachlor, acetochlor, clodinafop-propargyl, clethodim, pyrazosulfuron, mesotrione, pyrimisulfuron, pyrazosulfuron, sulfonylpyrazosulfuron, thifensulfuron, or mixtures thereof, the total content of the water-insoluble herbicide (ii) relative to the total weight of the composition is in the range of 1-50% by weight, more preferably 5-40% by weight, even more preferably 10-30% by weight, and even more preferably 15-25% by weight.

[0100] Preferably, the weight ratio of the total amount of water-soluble herbicide (i) to the total amount of water-insoluble herbicide (ii) is in the range of 0.1-5, more preferably 0.125-4, even more preferably 0.2-3, even more preferably 0.3-2, even better 0.4-1.5, and even better 0.5-1.

[0101] Preferably, the weight ratio of the total amount of glufosinate to the total amount of water-insoluble herbicide (ii) is in the range of 0.1-5, more preferably 0.125-4, even more preferably 0.2-3, even more preferably 0.3-2, even better 0.4-1.5, and even better 0.5-1.

[0102] Preferably, the weight ratio of the total amount of L-glufosinate to the total amount of water-insoluble herbicide (ii) is in the range of 0.1-5, more preferably 0.125-4, even more preferably 0.2-3, even more preferably 0.3-2, even better 0.4-1.5, and even better 0.5-1.

[0103] Surfactant mixture (M) The composition according to the invention comprises a surfactant mixture (M), said mixture comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols; b. At least one nonionic surfactant selected from ethylene oxide and propylene oxide condensates; and c. At least one phosphate ester surfactant.

[0104] Preferably, the surfactant mixture (M) is present in the oil phase of the composition.

[0105] According to the present invention, the following anionic surfactant (iv) is not part of the surfactant mixture (M).

[0106] More preferably, the following anionic surfactant (iv) is present in the aqueous phase of the composition, and / or the surfactant mixture (M) is present in the oil phase.

[0107] The surfactant mixture (M) comprises at least one nonionic surfactant a selected from oxyalkylene fatty alcohols, preferably oxyethylene fatty alcohols.

[0108] Preferably, the oxyalkylene fatty alcohols that can be used include: - Straight-chain or branched hydrocarbon chains with 8-30, better 10-20, or even better 10-14 carbon atoms; -1 to 50, more preferably 2 to 15, even more preferably 5 to 10 alkyl oxides, such as ethylene oxide and / or propylene oxide, more preferably ethylene oxide.

[0109] Useful nonionic surfactants a) are specifically the following products, all sold by Solvay: -Rhodasurf ® BC 610: Ethoxylated tridecanol, 6EO -Rhodasurf ® 860 / P: Ethoxylated isodecanol, 6 EO -Rhodasurf ® TDA 8.5: Ethoxylated isotridecyl alcohol, 8.5 EO -Rhodasurf ® BC 630: Ethoxylated tridecanol, 7 EO -Rhodasurf ® BC 720: Ethoxylated tridecanol, 9.2% EO -Rhodasurf ® BC 840: Ethoxylated tridecyl alcohol, 15 EO.

[0110] Preferably, the hydrophilic-lipophilic balance (HLB) of the oxyalkylene fatty alcohol (a) is in the range of 8-16, more preferably 9-15, even better 10-14, or even better 11-13.

[0111] HLB is the ratio of the hydrophilic portion to the lipophilic portion of a surfactant. The term "HLB" is well-known to those skilled in the art, for example, as described in "The HLB system. A time-saving guide to Emulsifier Selection" (ICI Americas Inc., 1984). In this invention, the HLB of ionic surfactants is preferably determined by the Davies method, and the HLB of nonionic surfactants is preferably determined by the Griffin method.

[0112] According to a preferred embodiment of the invention, the nonionic surfactant a) is selected from oxyethylated fatty alcohols. More preferably, the nonionic surfactant a) is selected from oxyethylated fatty alcohols, wherein the fatty alcohol contains 8-30, more preferably 10-20, even more preferably 10-14 carbon atoms, and 1-50, preferably 1-30, more preferably 2-15, even more preferably 5-10, and still more preferably 5-7 ethylene oxide groups.

[0113] Preferably, the total amount of oxyalkylene fatty alcohol (a) relative to the total amount of the composition is 1-60 g / L (grams of oxyalkylene fatty alcohol per liter of composition), preferably 2-50 g / L, more preferably 5-40 g / L, even more preferably 10-30 g / L, more preferably 12-25 g / L, and even more preferably 13-20 g / L.

[0114] Preferably, the total amount of oxyethylated fatty alcohol (a) relative to the total amount of the composition is 1-60 g / L (grams of oxyethylated fatty alcohol per liter of composition), preferably 2-50 g / L, more preferably 5-40 g / L, even more preferably 10-30 g / L, more preferably 12-25 g / L, and even more preferably 13-20 g / L.

[0115] Preferably, the total content of oxyalkylene fatty alcohol (a) relative to the total weight of the composition is in the range of 0.1-10% by weight, more preferably 0.5-5% by weight, even more preferably 1-4% by weight, and even more preferably 1-3% by weight.

[0116] Preferably, the total content of oxyethylated fatty alcohol (a) relative to the total weight of the composition is in the range of 0.1-10% by weight, more preferably 0.5-5% by weight, even more preferably 1-4% by weight, and even more preferably 1-3% by weight.

[0117] The surfactant mixture (M) contains at least one nonionic surfactant b selected from condensates of ethylene oxide and propylene oxide.

[0118] Preferably, the nonionic surfactant b) is selected from diblock or triblock polymers, wherein the polymer portion consists of ethylene oxide and propylene oxide.

[0119] For example, nonionic surfactants are AB-type, ABA-type, or BAB-type block polymers containing polyethylene oxide (A unit) and polypropylene oxide (B unit) blocks; or ABC-type, ABAC-type, BABC-type, CABAC-type, or CBABC-type block polymers containing polyethylene oxide, polypropylene oxide, and (C1-C8) alkanol or hydroxy (alkyl) aryl groups (C unit).

[0120] The average molar mass is advantageously at least 950 g / mol, preferably at least 2000 g / mol, typically 2000 g / mol to 7000 g / mol, and more preferably 2000 g / mol to 4000 g / mol. The content of polyethylene oxide is advantageously at least 10% by weight of the ethylene oxide and propylene oxide condensate, preferably at least 20% by weight, and even more preferably at least 40% by weight.

[0121] According to a preferred embodiment of the present invention, the average molar mass of the ethylene oxide and propylene oxide condensates used in the compositions according to the present invention is in the range of 850-15000 g / mol, more preferably in the range of 1200-10000 g / mol, more preferably in the range of 1500-6500 g / mol, and even more preferably in the range of 1500-5000 g / mol.

[0122] Preferably, the nonionic surfactant b) is selected from the condensation polymer of ethylene oxide and propylene oxide of formula (V): R-(O-CH2-CH2) a –(O-CH(CH3)-CH2) b –(O-CH2-CH2) a’ –(O-CH(CH3)-CH2) b’ –O–R' (V) in: R and R' are each independently hydrogen, alkyl, aryl, alkylaryl, or arylalkylaryl; wherein R and / or R' may contain a carbonyl group to form an ester functional group with the remainder of the polymer, preferably R and R' are hydrogen; a is an integer between 0 and 150; a' is an integer between 2 and 150; b is an integer between 1 and 100; b' is an integer between 0 and 100; and When a is not equal to 0, b' is 0, and a is preferably 2-150. When b' is not equal to 0, a is 0, and b' is preferably 2-100.

[0123] According to one embodiment of the present invention, a is 0 in formula (V).

[0124] According to another embodiment of the invention, b' in formula (V) is 0.

[0125] According to a specific embodiment of the present invention, both a and b' in formula (V) are 0.

[0126] According to a preferred embodiment of the present invention, in formula (V), R and R' both represent hydrogen atoms, and b' is 0.

[0127] More preferably, the condensation polymer of ethylene oxide and propylene oxide (b) is selected from poloxamer.

[0128] As used in this article, "poloxam" refers to a nonionic triblock copolymer containing a central hydrophobic chain of polyoxypropylene (i.e., polypropylene oxide) and two hydrophilic chains of polyoxyethylene (i.e., polyethylene oxide) on the sides.

[0129] According to a preferred embodiment of the present invention, the nonionic surfactant b) is poloxamer, selected from poloxamer 101, poloxamer 105, poloxamer 108, poloxamer 122, poloxamer 123, poloxamer 124, poloxamer 181, poloxamer 182, poloxamer 183, poloxamer 184, poloxamer 185, poloxamer 188, poloxamer 212, poloxamer 215, poloxamer 217, and poloxamer 231. Poloxamer 234, Poloxamer 235, Poloxamer 237, Poloxamer 238, Poloxamer 282, Poloxamer 284, Poloxamer 288, Poloxamer 331, Poloxamer 333, Poloxamer 334, Poloxamer 335, Poloxamer 338, Poloxamer 401, Poloxamer 402, Poloxamer 403, Poloxamer 407, Poloxamer 105 benzoate, Poloxamer 182 dibenzoate, and mixtures thereof.

[0130] According to a more preferred embodiment of the invention, the composition comprises at least one poloxamer with an average molar mass between 2500-3000 g / mol and a polyethylene oxide content between 20-50% by weight as a nonionic surfactant (b), such as poloxamer 184, such as Antarax sold by Solvay. ® L64.

[0131] Preferably, the hydrophilic-lipophilic balance (HLB) of the condensation polymer of ethylene oxide and propylene oxide (b) is in the range of 4-25, more preferably 4-20, even more preferably 8-18, and even better 12-18, for example 15.

[0132] Preferably, the total amount of the condensate b) of ethylene oxide and propylene oxide is 5-200 g / L (grams of condensate per liter of composition) relative to the total amount of the composition, more preferably 7-100 g / L, even more preferably 10-50 g / L, and even more preferably 15-35 g / L.

[0133] Preferably, relative to the total amount of the composition, the total amount of the diblock or triblock polymer, which is composed of ethylene oxide and propylene oxide, is 5-200 g / L (grams of the diblock or triblock polymer per liter of the composition), more preferably 7-100 g / L, even more preferably 10-50 g / L, and even more preferably 15-35 g / L.

[0134] Preferably, the total amount of ethylene oxide and propylene oxide condensate of formula (V) is 5-200 g / L (grams of condensate per liter of composition) relative to the total amount of the composition, more preferably 7-100 g / L, even more preferably 10-50 g / L, and even more preferably 15-35 g / L.

[0135] Preferably, the total amount of poloxamer relative to the total amount of the composition is 5-200 g / L (grams of poloxamer per liter of composition), more preferably 7-100 g / L, even more preferably 10-50 g / L, and even more preferably 15-35 g / L.

[0136] Preferably, the total content of the condensate b) of ethylene oxide and propylene oxide is in the range of 0.4-20% by weight, more preferably 0.6-9% by weight, even more preferably 0.8-5% by weight, and even more preferably 1-4% by weight, relative to the total weight of the composition.

[0137] Preferably, the total content of the diblock or triblock polymer, consisting of ethylene oxide and propylene oxide, in the polymer portion relative to the total weight of the composition is in the range of 0.4-20% by weight, more preferably 0.6-9% by weight, even more preferably 0.8-5% by weight, and even more preferably 1-4% by weight.

[0138] Preferably, the total content of the condensate of ethylene oxide and propylene oxide of formula (V) is in the range of 0.4-20% by weight, more preferably 0.6-9% by weight, even more preferably 0.8-5% by weight, and even more preferably 1-4% by weight, relative to the total weight of the composition.

[0139] Preferably, the total content of poloxamer relative to the total weight of the composition is in the range of 0.4-20% by weight, more preferably 0.6-9% by weight, even more preferably 0.8-5% by weight, and even more preferably 1-4% by weight.

[0140] The surfactant mixture (M) contains at least one surfactant selected from phosphate ester surfactants (c).

[0141] According to the present invention, the phosphate ester surfactant (c) is generally different from the selected anionic surfactant (iv) and the nonionic surfactant (a) as described above.

[0142] Phosphate ester surfactants are well known. The phosphate ester as surfactant c) may more specifically be selected from those comprising: 1) at least one straight-chain or branched, saturated, unsaturated, or aromatic hydrocarbon group containing 8-70 carbon atoms (preferably 10-40), optionally substituted with at least one oxyalkylene group (ethoxylated, propoxylated, ethpropoxylated group); and 2) at least one phosphate ester group, said phosphate ester group being monoesterified or diesterized, thereby having one or two free or partially or completely salt-forming groups.

[0143] Suitable phosphate ester surfactants that can be listed include, for example: butyl phosphate, ethoxylated butyl phosphate, dibutyl phosphate, ethoxylated dibutyl phosphate, hexyl phosphate, dihexyl phosphate, 2-ethylhexyl phosphate, di(2-ethylhexyl) phosphate, octyl phosphate, ethoxylated octyl phosphate, dioctyl phosphate, ethoxylated dioctyl phosphate, decyl phosphate, didecyl phosphate, stearyl phosphate, ethoxylated stearyl phosphate, distearate phosphate, ethoxylated distearate phosphate, and mixtures thereof.

[0144] Preferably, the phosphate surfactant may be selected from those of formula (VI) above or their agronomically acceptable salts: in: *R1 and R2 are each independently H, alkyl, alkenyl, aryl, alkylaryl, or arylalkylaryl; provided that at least one of R1 and R2 is alkyl, alkenyl, aryl, alkylaryl, or arylalkylaryl. *m and m' are each independently 2, 3, or 4; the condition is that if n is greater than 1, then each (C m H 2m O) The m in the repeating unit can be independently distinct, and if n' is greater than 1, then each (C m’ H 2m’ O) m' in the repeating unit can be independently different; and *n and n' are each independently 0 or an integer from 1 to approximately 25.

[0145] In one specific implementation, R1 and R2 are each independently H, (C4-C 22 )alkyl, (C4-C 22 Alkenyl, (C1-C6)alkylaryl or aryl(C1-C6)alkylaryl.

[0146] According to a preferred embodiment of the present invention, R1 and R2 are each independently H, (C8-C 18 )alkyl or aryl (C1-C6)alkylaryl. More preferably, at least R1 is aryl (C1-C6)alkylaryl, such as tristyrylphenyl.

[0147] In another embodiment, n and n' are each independently an integer of 0 or 10-22, preferably an integer of 14-22, and more preferably an integer of 14-18.

[0148] More preferably, the phosphate ester surfactant c) is selected from: - Phosphoric acid with oxyalkylene oxide (preferably oxyethylene oxide) mono-, di-, or tristyrylphenol monoesters and diesters; - Phosphoric acid with oxyalkylene (preferably oxyethylene) mono, di, or trialkylphenol monoesters and diesters, which are optionally substituted with 1-4 alkyl groups; - Phosphoric acid and oxyalkylene ring (preferably oxyethylene ring) C8-C 30 (Preferred C) 10 -C 22 better C 10 -C 18 Monoesters and diesters of fatty alcohols; -Phosphoric acid and non-oxyalkylene-containing C8-C 30 (Preferred C) 10 -C 22 better C 10 -C 18 Monoesters and diesters of fatty alcohols; -its salt; and - Its mixture.

[0149] Even more preferably, the phosphate ester surfactant c) is selected from: - Phosphoric acid with oxyalkylene oxide (preferably oxyethylene oxide) mono-, di-, or tristyrylphenol monoesters and diesters; - Phosphoric acid and oxyalkylene ring (preferably oxyethylene ring) C8-C 30 (Preferred C) 10 -C 22 better C 10 -C 18 Monoesters and diesters of fatty alcohols; -its salt; and - Its mixture.

[0150] More preferably, the phosphate surfactant c) is in salt form. More specifically, the phosphate surfactant c) forms a salt with a suitable base. Suitable bases include hydroxides of sodium, potassium, lithium, and ammonium, and amines; preferably alkanolamines, such as triethanolamine, diethanolisopropanolamine, and diethylene glycol diisopropanolamine. The phosphate salt can be any suitable base: an acid molar ratio salt, for example, a salt with a molar ratio in the range of 0.7-1.7, depending on the nature of the salt.

[0151] According to a preferred embodiment of the invention, the phosphate ester surfactant c) is selected from the monoesters and diesters of phosphate and oxyalkylene-(preferably oxyethylene-) mono, di, or tristyrylphenol, which are neutralized with triethanolamine salt.

[0152] According to another preferred embodiment of the invention, the phosphate surfactant c) is selected from ethoxylated tristyrylphenol phosphate (acidic form), such as Soprophor. ® 3D33, Dispersogen ® LFH.

[0153] According to a particularly preferred embodiment of the invention, the phosphate surfactant c) is selected from ethoxylated tristyrylphenol phosphate neutralized with triethanolamine salt, such as Soprophor. ® FL, Dispersogen ® LFS.

[0154] Preferably, the total amount of phosphate surfactant c) relative to the total amount of the composition is 5-150 g / L (grams of phosphate surfactant c per liter of composition), more preferably 10-100 g / L, even more preferably 15-50 g / L, and even more preferably 20-30 g / L.

[0155] Preferably, relative to the total amount of the composition, the total amount of phosphoric acid and the mono- and diesters (preferably neutralized with triethanolamine salt) of oxyalkylene-(preferably oxyethylene-) mono, bis- or tristyrylphenol is 5-150 g / L (grams of said esters per liter of the composition), more preferably 10-100 g / L, even more preferably 15-50 g / L, and even more preferably 20-30 g / L.

[0156] Preferably, the total content of the phosphate ester surfactant (c) relative to the total weight of the composition is in the range of 0.4-15% by weight, more preferably 0.9-10% by weight, even more preferably 1.2-5% by weight, and even more preferably 1.5-3.5% by weight.

[0157] Preferably, relative to the total weight of the composition, the total content of phosphoric acid and the monoester and diester (preferably neutralized with triethanolamine salt) of oxyalkylene (preferably oxyethylene) mono, di, or tristyrylphenol is in the range of 0.4-15% by weight, more preferably 0.9-10% by weight, even more preferably 1.2-5% by weight, and even more preferably 1.5-3.5% by weight.

[0158] Advantageously, the surfactant mixture (M) is contained in the oil phase of the composition according to the invention.

[0159] Anionic surfactants Preferably, the composition of the present invention may further comprise at least one anionic surfactant (iv).

[0160] The term "anionic surfactant" should be understood as a surfactant that contains only anionic groups as ions or ionizable groups.

[0161] In this specification, a substance that has at least one permanent negative charge, or is ionizable to form a negatively charged substance under the conditions of use of the composition of the present invention (e.g., medium or pH value), and does not contain a cationic charge, is described as "anionic".

[0162] Anionic surfactants (iv) are used as adjuvants and can be selected from sulfate, sulfonate, and carboxylic acid (or carboxylate) surfactants. Clearly, mixtures of these surfactants can be used.

[0163] The anionic surfactant (iv) that can be used is different from the surfactant (iii) a), b) and c) of the composition.

[0164] In this specification, it should be understood that: -Carboxylate anionic surfactants contain at least one carboxyl group or carboxyl group (-COOH or ... ) functional groups, and optionally may additionally include one or more sulfate and / or sulfonate functional groups; -Sulfonate anionic surfactants contain at least one sulfonate group (-SO3H or ... The functional group may optionally include one or more sulfate functional groups, but not carboxyl functional groups; and - Sulfate anionic surfactants contain at least one sulfate functional group, but do not contain carboxyl or sulfonate functional groups.

[0165] Examples of anionic surfactants may be mentioned, but are not intended to be limited to, the following substances: -alkyl sulfonic acids, aryl sulfonic acids (optionally substituted with one or more hydrocarbon groups), whose acid functional groups are partially or completely salted, for example, C8-C 50 Alkyl sulfonic acids, more specifically C8-C 30 C is preferred 10 -C 22 Alkyl sulfonic acids, benzene sulfonic acids, and naphthalene sulfonic acids are bounded by 1-3 C1-C2 bonds. 30 C4-C is preferred. 16 Alkyl and / or C2-C 30 C4-C is preferred. 16 Alkenyl substitution, -A monoester or diester of an alkyl sulfosuccinic acid, wherein the straight-chain or branched alkyl portion is optionally substituted with one or more straight-chain or branched C2-C4 hydroxylated and / or alkoxylated (preferably ethoxylated, propoxylated, or ethpropoxylated) groups. - Phosphate esters, more specifically selected from phosphate esters comprising at least one straight-chain or branched, saturated, unsaturated or aromatic hydrocarbon group (containing 8-40 carbon atoms, preferably 10-30), wherein the hydrocarbon group is optionally substituted with at least one alkoxylated (ethoxylated, propoxylated, ethylpropoxylated) group. Furthermore, it comprises at least one phosphate ester group, which is monoesterified or diesterized, thereby having one or two free or partially or completely salt-forming groups. Preferred phosphate esters are of the following types: phosphate with alkoxylated (ethoxylated and / or propoxylated) mono, stilbene or tristyrylphenol, or alkoxylated (ethoxylated and / or propoxylated) mono, stilbene or trialkylphenol monoesters and diesters, which are optionally substituted with 1-4 alkyl groups; phosphate with alkoxylated (ethoxylated or ethylpropoxylated) C8-C 30 (Preferred C) 10 -C 22 Monoesters and diesters of alcohols; phosphoric acid and non-alkoxylated C8-C 22 (Preferred C) 10 -C 22 Monoesters and diesters of alcohols, - Sulfate esters, obtained from saturated or aromatic alcohols, optionally substituted with one or more alkoxylated (ethoxylated, propoxylated, ethpropoxylated) groups, wherein the sulfate functional group exists as a free acid, or is partially or completely neutralized. For example, sulfate esters may be mentioned that are more specifically derived from saturated or unsaturated C8-C... 20 Sulfate esters derived from alcohols may contain 1-8 alkoxylation (ethoxylation, propoxylation, ethpropoxylation) units; sulfate esters derived from polyalkoxylated phenols may contain 1-3 saturated or unsaturated C2-C... 30 Hydroxyl carbon group substitution, wherein the number of alkoxylation units is between 2 and 40; sulfate esters obtained by polyalkoxylation of mono-, di-, or tri-styrene phenol, wherein the number of alkoxylation units varies between 2 and 40.

[0166] Anionic surfactants can be in acidic form (which is potentially anionic) or in a salt-forming form with a counterion, either partially or completely. The counterion can be an alkali metal (e.g., sodium or potassium), an alkaline earth metal (e.g., calcium), or even a surfactant of formula N(R)4. + The ammonium ion (where the R groups are the same or different, representing a hydrogen atom or a C1-C4 alkyl group optionally substituted with an oxygen atom).

[0167] Advantageously, the anionic surfactant (iv) is selected from sulfate anionic surfactants.

[0168] Usable sulfate anionic surfactants contain at least one sulfate ion (-OSO3H or ... ) Functional group.

[0169] Sulfate anionic surfactants may be selected from the following compounds: alkyl sulfates, alkyl ether sulfates, alkyl amide ether sulfates, alkyl aryl polyether sulfates, monoglyceride sulfates; and salts of these compounds.

[0170] The alkyl groups of these compounds contain 6-30 carbon atoms, especially 8-28, even more preferably 10-24, and in fact even 12-22 carbon atoms; the aryl group preferably refers to phenyl or benzyl.

[0171] These compounds may be oxyalkylene-containing (especially oxyethylene-containing), preferably containing 1-50 ethylene oxide units, and more preferably containing 1-10 ethylene oxide units.

[0172] Preferably, the anionic surfactant (iv) is selected from alkyl ether sulfates.

[0173] More preferably, the anionic surfactant (iv) is selected from those of formula (IV): [RO-(AO) n -SO3] - M+ (IV) in: M + It is a cation; A is a C2-C3 alkyldiyl group; R is selected from either straight chain or branched chain C. 10 -C 20 Alkyl (preferably C) 12 -C 14 Alkyl groups, and mixtures thereof; and n is a positive natural number from 1 to 12, where the mean of n is from 1 to 10.

[0174] Compound (IV) is an alkyl ether sulfate, having a C-type alkyl residue. 10 -C 20 Alkyl group, located at C 10 -C 20 The linking group between the alkyl group and the sulfate group is formed by 1-12 (average 1-10) C2-C3 alkyl oxide units (AO) -(AO). n - and the cation M as a counterion + .

[0175] In the context of formula (IV), the term "C" 10 -C 20 "Alkyl" usually refers to a compound containing 10-20 carbon atoms (C20-C20). 10 -C 20 Alkyl groups, especially those with 12-18 carbon atoms (C 12 -C 18 Alkyl groups are straight-chain or branched saturated alkyl groups.

[0176] Suitable C 10 -C 20Examples of alkyl groups include, but are not limited to, decyl, isodeyl, 2-propylheptyl, undecyl, dodecyl, tridecyl, isotracene, tetramethylnonyl, ethyl dimethylnonyl, tetradecyl, pentadecyl, hexadecyl, heptadecanyl, octadecyl, nonadecanyl, and eicosyl, including straight-chain isomers (such as n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecanyl, n-hexadecyl, n-heptadecyl, n-octadecyl, n-nonadecanyl, and n-eicosyl) and their branched isomers (also called isomers, such as isodeyl, for example 2-methyl-1-nonyl, 8-methyl-1-nonyl, 3,5-dimethyloctyl, 5,7-dimethyloctyl, 2,4,6-trimethylheptyl, 2-propylheptyl; isoundecyl, for example 2-methyldecyl, 9-methyldecyl, dimethylnonyl isomer, trimethyloctyl isomer, tetramethylheptyl isomer, and ethyl dimethyl... Nonyl isomers; isododecyl isomers, such as 2-methylundecyl, 10-methylundecyl, 2-butyloctyl, dimethyldecyl isomers, trimethylnonyl isomers, and tetramethyloctyl isomers; isotridecyl isomers, such as 2-methyldodecyl, 11-methyldodecyl, dimethylundecyl isomers, trimethyldecyl isomers, and tetramethylnonyl isomers, such as 2,4,6,8-tetramethyl-1-nonyl, 3,4,6,8-tetramethyl-1-nonyl, etc. 1-Nonyl, pentamethyloctyl isomers and 5-ethyl-4,7-dimethyl-1-nonyl; isotetradecyl, such as 2-methyltridecyl, 12-methyltridecyl, 2-pentylnonyl, dimethyldodecyl isomer, trimethylundecyl isomer, tetramethyldecyl isomer and pentamethylnonyl isomer; isopentadecanyl; isohexadecanyl; isohexadecanyl; isooctadecyl, such as 2-octyldecyl; isononadecanyl; and isoeicosyl.

[0177] In the preferred embodiment, R is C. 12 -C 14 alkyl.

[0178] The terms "C2-C3 alkylene" and "C2-C3 alkyldiyl" are used synonymously and refer to straight-chain or branched divalent alkyl groups having 2 or 3 carbon atoms, such as 1,2-ethylenediyl and 1,2-propanediyl. 1,2-ethylenediyl is preferred.

[0179] In formula (IV), the variable n is a positive natural number from 1 to 10, particularly a positive natural number from 1 to 8, especially a positive natural number from 1 to 7, i.e., n is 1, 2, 3, 4, 5, 6, or 7. The compound of formula (IV) is typically a mixture of compounds with different n values. The average value of n is typically in the range of 1 to 10, particularly in the range of 1 to 8, preferably in the range of 1 to 7, more preferably in the range of 1 to 6, even more preferably in the range of 1 to 5, and even more preferably in the range of 1.5 to 5. Any reference to the average value of n refers to the average number of repeating units AO in each molecule, i.e., the relative molar amount of repeating units AO relative to R; that is, the average value is a numerical average.

[0180] The groups R in compounds of formula (IV) may be identical, meaning that all molecules of formula (IV) or at least 95 mol% of the molecules of formula (IV) have the same group R. The groups R in compounds of formula (IV) may also be different, meaning that compounds of formula (IV) are a mixture of compounds containing different groups R. The difference in R may arise from different isomers of groups R having the same number of carbon atoms, or from differences in the number of carbon atoms in groups R, or both.

[0181] Specifically, based on the total weight of the alkyl R present in the compound of formula (IV), the group R comprises at least 40% by weight, more specifically at least 50% by weight, or at most 100% by weight, of an alkyl R containing 12-14 carbon atoms (C 12 -C 14 alkyl).

[0182] The cation M in compound (IV) + It can be any cation suitable for agricultural purposes. The cation can be monovalent (i.e., it carries one cation charge) or polyvalent (i.e., it carries more than one cation charge). In this case, M + This refers to the cation equivalent of a cation. Suitable cations include alkali metal cations (such as sodium or potassium ions), alkaline earth metal cations (such as calcium ions), and ammonium (NH4+). + ) and cations based on organic amines. M is preferred. + It is a monovalent cation.

[0183] Suitable cation M + Examples include, but are not limited to, alkali metal cations (such as sodium, potassium, and lithium cations) and substituted or unsubstituted ammonium cations, such as NH4. + (Ammonium), hydroxyethylammonium, di(hydroxyethyl)ammonium, tri(hydroxyethyl)ammonium cation, 2-hydroxypropylammonium, di(2-hydroxypropyl)ammonium and tri(2-hydroxypropyl)ammonium cation.

[0184] In the implementation scheme, cation M + For H 4-m NR 1m + , where R 1 The cation is selected from alkyl groups containing preferably 1-4 carbon atoms, or OH-substituted alkyl groups containing preferably 2-4 carbon atoms, such as CH2CH2OH and CH2CH(OH)CH3, where m is an integer in the range of 1-4, particularly 1, 2, or 3; in the embodiments, the cation M + It is selected from hydroxyethylammonium, di(hydroxyethyl)ammonium, tri(hydroxyethyl)ammonium cation, 2-hydroxypropylammonium, di(2-hydroxypropyl)ammonium and tri(2-hydroxypropyl)ammonium cation.

[0185] In a particularly preferred embodiment, the compound of formula (IV) is C 12 -C 14 Sodium lauryl ether sulfate. In another particularly preferred embodiment, the compound of formula (IV) is sodium lauryl ether sulfate. In another particularly preferred embodiment, the compound of formula (IV) is hydroxyethyl ammonium lauryl ether sulfate.

[0186] Even more preferably, the anionic surfactant (iv) is selected from (C 12 -C 14 Salts of alkyl ether sulfates; even better selected from sodium lauryl ether sulfate, hydroxyethyl ammonium lauryl ether sulfate, and mixtures thereof.

[0187] Preferably, the anionic surfactant (iv) is contained in the aqueous phase of the composition.

[0188] Preferably, the total amount of anionic surfactant (iv) relative to the total amount of the composition is 1-300 g / L (grams of anionic surfactant (iv) per liter of composition), more preferably 30-250 g / L, even more preferably 80-220 g / L, more preferably 100-200 g / L, and even more preferably 120-180 g / L.

[0189] Preferably, the total amount of sulfate anionic surfactant relative to the total amount of the composition is 1-300 g / L (grams of sulfate anionic surfactant (iv) per liter of composition), more preferably 30-250 g / L, even more preferably 80-220 g / L, more preferably 100-200 g / L, and even more preferably 120-180 g / L.

[0190] Preferably, the total amount of alkyl ether sulfate anionic surfactant relative to the total amount of the composition is 1-300 g / L (grams of alkyl ether sulfate anionic surfactant (iv) per liter of composition), more preferably 30-250 g / L, even more preferably 80-220 g / L, more preferably 100-200 g / L, and even more preferably 120-180 g / L.

[0191] Preferably, the total amount of the formula (IV) anionic surfactant relative to the total amount of the composition is 1-300 g / L (grams of formula (IV) anionic surfactant (iv) per liter of composition), more preferably 30-250 g / L, even more preferably 80-220 g / L, more preferably 100-200 g / L, and even more preferably 120-180 g / L.

[0192] Preferably, relative to the total amount of the composition, (C 12 -C 14 The total amount of alkyl ether sulfate anionic surfactant is 1-300 g / L (per liter of composition (C 12 -C 14 The amount of alkyl ether sulfate anionic surfactant (iii) is more preferably 30-250 g / L, even more preferably 80-220 g / L, even more preferably 100-200 g / L, and even more preferably 120-180 g / L.

[0193] Preferably, the total content of the anionic surfactant (iv) relative to the total weight of the composition is in the range of 1-30% by weight, more preferably 3-30% by weight, even more preferably 7-20% by weight, even more preferably 9-18% by weight, and even more preferably 11-16% by weight.

[0194] Preferably, the total content of sulfate anionic surfactant relative to the total weight of the composition is in the range of 1-30% by weight, more preferably 3-30% by weight, even more preferably 7-20% by weight, even more preferably 9-18% by weight, and even more preferably 11-16% by weight.

[0195] Preferably, the total content of the alkyl ether sulfate anionic surfactant relative to the total weight of the composition is in the range of 1-30% by weight, more preferably 3-30% by weight, even more preferably 7-20% by weight, even more preferably 9-18% by weight, and even more preferably 11-16% by weight.

[0196] Preferably, the total content of the anionic surfactant of formula (IV) is in the range of 1-30% by weight, more preferably 3-30% by weight, even more preferably 7-20% by weight, even more preferably 9-18% by weight, and even more preferably 11-16% by weight, relative to the total weight of the composition.

[0197] Preferably, relative to the total weight of the composition, (C 12 -C 14The total content of alkyl ether sulfate anionic surfactant is in the range of 1-30% by weight, more preferably 3-30% by weight, more preferably 7-20% by weight, even more preferably 9-18% by weight, and even more preferably 11-16% by weight.

[0198] According to specific embodiments, the compositions according to the present invention do not contain any rheology modifiers, suspending agents or thickeners, such as xanthan gum, precipitates or fumed silica or clay (such as attapulgite).

[0199] According to the present invention, the composition is preferably used for agricultural purposes.

[0200] The compositions according to the invention may further comprise at least one other agricultural material besides herbicides.

[0201] A variety of agricultural materials are used in agriculture. They are also known as active plant protection products, active materials, or active substances.

[0202] As used herein, the term "agricultural material" refers specifically to active ingredients used in agricultural practices, including soil cultivation for crop growth. However, the use of agricultural materials is not limited to crop application. Agricultural materials can be applied to any surface, for example, for cleaning or to promote or inhibit the growth of organisms. Other non-crop applications include, but are not limited to, application to animals (such as livestock), to turf and ornamental plants, and to railway weeds.

[0203] Agricultural materials are typically products in pure or highly concentrated forms and are generally insoluble in water, as is known to those skilled in the art.

[0204] Determining a suitable solvent to obtain a chemically and physically stable formulation based on the water solubility of agricultural materials and their loading in the target formulation can be very challenging.

[0205] For agricultural materials with low or relatively low water solubility, the use of suitable solvents is therefore of concern for the preparation of concentrated liquid formulations. Concentrated formulations of such agricultural materials are typically diluted before agricultural use. Farmers usually dilute them by mixing agricultural chemicals with water.

[0206] Preferably, the other agricultural materials are those that are heated at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶). 5 Pa) Water-insoluble agricultural materials.

[0207] More preferably, at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶), 5 The water solubility of other agricultural materials that are insoluble in water (Pa) is strictly less than 100 g / L, even more preferably strictly less than 20 g / L, especially strictly less than 5 g / L, for example strictly less than 1 g / L, or even strictly less than 0.2 g / L.

[0208] According to one specific embodiment of the invention, the other agricultural material is [material that is used at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶)]. 5 Water-soluble agricultural materials at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶ Pa). More preferably, other water-soluble agricultural materials are also water-soluble at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶ Pa). 5 The water solubility at Pa) is advantageously greater than or equal to 20 g / L, preferably greater than or equal to 50 g / L, and more preferably greater than or equal to 100 g / L.

[0209] Preferably, the other agricultural materials are selected from pesticides other than herbicides, nutrients, biostimulants, plant growth regulators, and mixtures thereof.

[0210] For example, these pesticides, excluding herbicides, can include fungicides, insecticides, acaricides, algaecides, molluscicides, scabicides, nematicides, biocides, and rodenticides.

[0211] Such pesticides are well known to those skilled in the art. Specific examples of pesticides can be found in the book "Sittig's Handbook of Pesticides and Agricultural Chemicals", 2nd edition, William Andrew Publishing, 2015.

[0212] Nutrients refer to the chemical elements and compounds that are desired or necessary to promote or improve plant growth. Nutrients are usually described as macronutrients and micronutrients.

[0213] Suitable nutrients for use in the compositions according to the present invention may be micronutrient compounds, preferably solid or partially soluble micronutrient compounds at room temperature (20°C).

[0214] Micronutrients typically refer to trace metals or elements, usually administered in low doses. Suitable micronutrients include trace elements selected from zinc, boron, chlorine, copper, iron, molybdenum, and manganese.

[0215] Micronutrients may be in soluble form or contained as insoluble solids, and may be in the form of salts or chelates. Preferably, micronutrients are in the form of carbonates or oxides.

[0216] Preferably, the micronutrients may be selected from zinc, calcium, molybdenum, manganese, or magnesium. More preferably, the micronutrients used in the agrochemical formulation according to the present invention may be selected from zinc oxide, manganese carbonate, manganese oxide, or calcium carbonate.

[0217] Macronutrients generally refer to nutrients containing nitrogen, phosphorus, and potassium, including fertilizers (such as ammonium sulfate) and water conditioners. Suitable macronutrients include fertilizers and other compounds containing nitrogen, phosphorus, or sulfur, as well as water conditioners.

[0218] Suitable fertilizers include inorganic fertilizers that provide nutrients such as nitrogen, phosphorus, potassium, or sulfur. Examples of such fertilizers include: For nitrogen-based nutrients: nitrates and / or ammonium salts, such as ammonium nitrate, including in combination with urea, such as urea-type materials, calcium ammonium nitrate, ammonium thionitrate, ammonium phosphate (especially monoammonium phosphate, diammonium phosphate and polyammonium phosphate), ammonium sulfate, and less commonly used calcium nitrate, sodium nitrate, potassium nitrate and ammonium chloride. For phosphorus as a nutrient: phosphorus in acidic forms (such as phosphoric acid, pyrophosphate, or polyphosphoric acid), but more often in salt forms such as ammonium phosphate (especially monoammonium phosphate, diammonium phosphate, and polyammonium phosphate) and potassium phosphate (especially potassium dihydrogen phosphate and polyphosphate). For sulfur-based nutrients: ammonium sulfate and potassium sulfate, such as mixed sulfates with magnesium.

[0219] The term "biostimulant" preferably refers to compounds that can enhance metabolic or physiological processes (such as respiration, photosynthesis, nucleic acid uptake, ion uptake, nutrient transport, or combinations thereof).

[0220] Typically, this refers to substances or microorganisms that, when applied to seeds, plants, or the rhizosphere, stimulate natural processes to enhance or facilitate nutrient absorption, nutrient utilization efficiency, tolerance to abiotic stress, or crop quality and yield.

[0221] Non-limiting examples of biostimulants include seaweed extracts (e.g., *Leptochloa crus-galli*), humic acids (e.g., potassium humate), fulvic acid, inositol, glycine, and combinations thereof.

[0222] Plant growth regulators refer to active ingredients used to influence plant growth characteristics. Examples of plant growth regulators that can be used in this invention include, but are not limited to: 1-naphthaleneacetic acid, 1-naphthaleneacetic acid salt, 1-naphthol, 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-DB, 2,4-DEP, 2,3,5-triiodobenzoic acid, 2,4,5-trichlorophenoxyacetic acid, 2-naphthoxyacetic acid, sodium 2-naphthoxyacetic acid, 3-chloro-4-hydroxyphenylacetic acid, 3-indoleacetic acid, 4-biphenylacetic acid, 4-chlorophenoxyacetic acid (4-CPA), 4-hydroxyphenylacetic acid, 6-benzylaminopurine, auxindole, potassium α-naphthaleneacetic acid, β-naphthoxyacetic acid, p-chlorophenoxyacetic acid, dicamba, 2,4-dichlorophenoxyacetic acid, and 2,4-dichlorophenylacetic acid. Acids, 2,4,5-Iropropionic acid, indole-3-acetic acid (IAA), indole-3-acetyl-DL-aspartic acid, indole-3-acetyl-DL-tryptophan, indole-3-acetyl-L-alanine, indole-3-acetyl-L-valine, indole-3-butyric acid (IBA), potassium indole-3-butyrate, indole-3-propionic acid, α-naphthaleneacetic acid, methyl indole-3-acetate, naphthylacetamide, naphthaleneacetic acid (NAA), phenylacetic acid, picaridin, potassium naphthenate, sodium naphthenate, 4-hydroxyphenylethanol, 4-CPPU, 6-benzylaminopurine (BA), 6-(γ,γ-dimethylallylamino)purine (2iP), 2-iP- 2HC1, adenine, adenine hemisulfate, benzyladenine, kinetin, meta-topolin, N6-benzoyladenine, N-benzyl-9-(2-tetrahydropyranyl)adenine (BPA), N-(2-chloro-4-pyridyl)-N-phenylurea, gibberellin (GA3), gibberellin, gibberellin A4+A7 (GA n ), ethylene and abscisic acid.

[0223] Various other agricultural materials can be combined in a composition according to the present invention.

[0224] Preferably, the amount of agricultural material (including herbicide) in the composition is 0.01-90% by weight, more preferably 0.1-80% by weight, even more preferably 0.5-70% by weight, more preferably 1-65% by weight, especially 5-60% by weight, for example 10-40% by weight, relative to the total weight of the composition.

[0225] The composition according to the present invention is in the form of an emulsion concentrate (EW).

[0226] EW formulations consist of concentrated oil-in-water emulsions, intended to be diluted with a carrier (usually water) during the preparation of spray mixtures to form a more diluted emulsion for field application.

[0227] The oil-in-water emulsion according to the invention advantageously comprises an aqueous phase (as a continuous phase) and an oil phase (as a discontinuous phase). The oil phase typically forms droplets within the aqueous phase.

[0228] The average droplet size can be determined by laser diffraction particle size measurement (e.g., using a Malvern Mastersizer 2000 or 3000). See the examples for more details.

[0229] Preferably, the median droplet size value dv(50) of the volumetric particle size distribution is typically in the range of 0.1-3 μm, more preferably 0.2-2.5 μm, even more preferably 0.4-2.0 μm, and even better in the range of 0.7-1.5 μm.

[0230] Preferably, the span index is in the range of 0.4-15, more preferably 0.5-10, even more preferably 0.8-5, and even better in the range of 1-3.

[0231] Based on the total weight of the emulsion, the composition according to the invention may advantageously contain at least 5% by weight, preferably at least 10% by weight, and more preferably at least 15% by weight of water. Based on the total weight of the composition, the composition according to the invention may advantageously contain 5-60% by weight, preferably 10-50% by weight, and more preferably 15-40% by weight of water.

[0232] The composition according to the invention may further comprise at least one organic solvent different from the surfactants (iii) a), b), c) and (iv) described above; more preferably at least one non-oxygenated alkylene organic solvent.

[0233] The organic solvents that can be used in the emulsions according to the present invention are preferably selected from: - Straight-chain or branched, saturated or unsaturated aliphatic hydrocarbons, which may contain halogens, phosphorus, sulfur and / or nitrogen atoms and / or functional groups; -Carbocyclic or heterocyclic hydrocarbons, which are saturated, unsaturated or aromatic, and may contain halogens, phosphorus, sulfur and / or nitrogen atoms and / or functional groups; More preferably, the solvent is selected from: - Alkanes, cycloalkanes, and aromatic derivatives, such as branched or straight-chain paraffins (e.g., "white oil" or decahydronaphthalene); mono-, di-, or trialkylbenzenes or naphthalene, under the trade name Solvesso ® Compounds sold in standard, 150, 200 and ND grades; - Aliphatic, alicyclic, or aromatic mono, di, or triesters, such as alkyl esters of alkanes (e.g., methyl oleate), benzyl esters of alkanes, alkyl esters of benzoates, γ-butyrolactone, caprolactone, glyceryl citrate, alkyl salicylate, phthalates, dibenzoates, acetoacetate, ethylene glycol ether acetate, and dipropylene glycol diacetate. -Alkyl mono, di, or triphosphates, such as triethyl phosphate, tributyl phosphate, or tri-2-ethylhexyl phosphate; - Aliphatic, alicyclic, or aromatic ketones, such as dialkyl ketones, benzyl ketones, fentanyl ketones, acetophenones, cyclohexanones, and alkylcyclohexanones; - Aliphatic, alicyclic, or aromatic alcohols, such as glycerol, ethylene glycol, 2-ethylhexanol, cyclohexanol, benzyl alcohol, and tetrahydrofurfuryl alcohol; - Aliphatic, alicyclic or aromatic ethers, such as glycol ethers (especially ethers of ethylene glycol and propylene glycol) and their polymers, diphenyl ethers, dipropylene glycol, monomethyl ethers or monobutyl ethers, tripropylene glycol monobutyl ethers, alkoxyalkanols, isosorbide dimethyl ether. - Fatty acids, such as linoleic acid, linolenic acid, and oleic acid; - Carbonates, such as propylene carbonate or butene carbonate, lactates, fumarates, succinates, adipates, maleates; -Amides, such as alkyl dimethylamide and dimethyldecanoamide; -alkylurea; -Amines, such as alkanolamines, morpholine, and N-alkylpyrrolidones; -Tetramethylsulfone; -Dimethyl sulfoxide; - Halogenated alkanes or halogenated aromatic solvents, such as chloroalkanes or chlorobenzene.

[0234] Even more preferably, the composition further comprises at least one aliphatic, alicyclic, or aromatic alcohol different from the surfactants (iv), a), b), and c) described above; even more preferably, the composition further comprises at least one aliphatic (C1-C8) alcohol, such as glycerol and / or n-octanol.

[0235] Preferably, relative to the total amount of the composition, the total amount of organic solvents other than the surfactants (iv), a), b) and c) described above is 1-150 g / L (grams of solvent per liter of the composition), more preferably 10-100 g / L, and even more preferably 40-90 g / L.

[0236] Preferably, the total amount of glycerol is 1-150 g / L (grams of solvent per liter of composition) relative to the total amount of the composition, more preferably 10-100 g / L, and even more preferably 40-90 g / L.

[0237] Preferably, the total content of organic solvents other than the surfactants (iv), a), b) and c) described above is in the range of 0.1-20% by weight, more preferably 0.1-14% by weight, even more preferably 1-10% by weight, and even more preferably 3-8% by weight, relative to the total weight of the composition.

[0238] Preferably, the total glycerol content relative to the total weight of the composition is in the range of 0.1-20% by weight, more preferably 0.1-14% by weight, even more preferably 1-10% by weight, and even more preferably 3-8% by weight.

[0239] According to a preferred embodiment of the invention, the aqueous phase of the composition further comprises at least one solvent different from the surfactants (iv), a), b) and c) described above, selected from aliphatic, alicyclic or aromatic alcohols; preferably selected from aliphatic (C1-C8) alcohols, such as glycerol or n-octanol.

[0240] Preferably, relative to the total amount of the composition, the total amount of aqueous solvents other than the surfactants (iv), a), b) and c) described above is 1-150 g / L (grams of solvent per liter of composition), more preferably 10-100 g / L, and even more preferably 40-90 g / L.

[0241] According to another preferred embodiment of the invention, the oil phase of the composition further comprises at least one non-aqueous miscible organic solvent, more preferably selected from aromatic solvents (e.g., paraffin, mono-, di-, or trialkylbenzenes or naphthalene) and aromatic ketones (e.g., acetophenone), amides (e.g., alkyl dimethylamide), and mixtures thereof.

[0242] Preferably, the total amount of oil phase solvent is 1-150 g / L (grams of solvent per liter of composition) relative to the total amount of the composition, more preferably 10-100 g / L, and even more preferably 40-90 g / L.

[0243] According to the present invention, "non-aqueous miscible organic solvent" refers to an organic solvent that is soluble in water at 25°C and atmospheric pressure (i.e., 1.013 × 10⁻⁶). 5 At Pa), water solubility is advantageously strictly less than 2 g / L. grams of solvent per liter of water Organic solvents with a concentration of less than 1.5 g / L, more preferably less than 1 g / L, even more preferably less than 0.5 g / L, and even better less than 0.1 g / L.

[0244] The composition according to the invention may also contain a crystallization inhibitor. The crystallization inhibitor may be one of the solvents mentioned above. The crystallization inhibitor may also be a non-oxyalkylene fatty alcohol or fatty acid (e.g., Alkamuls, a product sold by Solvay). ® OL700), alkanolamides, polymers, etc.

[0245] The compositions according to the invention may further comprise one or more additives different from the above-described components, preferably selected from viscosity modifiers, suspending agents, defoamers and defoaming agents (especially silicone defoamers and defoaming agents), anti-rebound agents, anti-leaching agents, penetrating adjuvants, inert fillers (especially mineral fillers), adhesives, diluents, antifreeze agents, stabilizers, dyes, emetics, adhesives (adhesion promoters), dispersants, preservatives and / or antimicrobial agents.

[0246] The amount of each additive present in the composition according to the invention, relative to the total weight of the composition, can be in the range of 0-20% by weight, more preferably 0-10% by weight. For example, the amount of each additive present in the composition according to the invention, relative to the total weight of the composition, can be in the range of 0.1-20% by weight, particularly 0.1-10% by weight. The amount of each additive present in the composition according to the invention, relative to the total weight of the composition, is preferably in the range of 0-5% by weight, particularly 0.1-5% by weight. Those skilled in the art will be able to select these optional additives and their amounts so as not to impair the properties of the composition according to the invention.

[0247] Preferably, the weight ratio of the total amount of the aqueous phase to the total amount of the oil phase in the composition is in the range of 1-5, more preferably 1.1-4, even more preferably 1.5-3.5, and even better in the range of 2-3.

[0248] The compositions according to the invention can exhibit non-Newtonian "shear-thinning" viscosity, meaning that the viscosity decreases with increasing shear stress within a specific range of shear stress. Two recognized categories of flow behavior are plastic flow and pseudoplastic flow, both of which include shear-thinning flow behavior.

[0249] In one embodiment, the compositions of the present invention exhibit plastic flow behavior. As used herein, the term "plastic" in relation to the flow behavior of a composition refers to a composition exhibiting a characteristic "yield stress" (i.e., the minimum shear stress required to initiate flow) and shear-thinning behavior in certain shear stress ranges above the yield stress. A plastic composition exhibits no flow when subjected to shear stress below its yield stress and flows when subjected to shear stress above its yield stress. In the intermediate shear stress range above its yield stress, the composition typically exhibits non-Newtonian viscosity (decreasing with increasing shear stress, i.e., shear-thinning behavior), while at shear stresses above the intermediate shear stress range, the composition may exhibit viscosity that does not change with shear stress (i.e., Newtonian flow behavior).

[0250] In another embodiment, the compositions of the present invention exhibit pseudoplastic flow behavior. As used herein, the term "pseudoplastic" in relation to the flow behavior of a composition refers to a composition exhibiting a decrease in viscosity with increasing shear stress (i.e., shear thinning behavior).

[0251] Under various conditions, compositions exhibiting plastic or pseudoplastic rheological properties resist flow under low shear stress, but when subjected to increased shear stress (e.g., when shaken in a bottle or squeezed through a perforation), the composition flows and can be easily pumped, poured, or otherwise dispensed from the container. Typically, settling or storage conditions are low-shear processes with shear rates around 10⁻⁶. -6 per second (1 / s or equivalent to s) -1 - Approximately 0.01 s -1 Within this range, pumping or dumping is a relatively high shear process, with a shear rate greater than or equal to approximately 1 s. -1 More typically 100 s -1 -1000 s -1 Within the range.

[0252] The viscosity of the composition can be measured, for example, at 20°C using a Brookfield RV viscometer (Ametek) equipped with rotors No. 2, 3, or 4, at 20 revolutions per minute (“rpm”) for 1 minute.

[0253] Preferably, the composition according to the invention in the form of an aqueous emulsion concentrate (EW) has a viscosity in the range of 300 mPa·s to 4500 mPa·s, more preferably 450 to 3500 mPa·s, even more preferably 600 to 3000 mPa·s, particularly in the range of 800 to 2500 mPa·s, for example 1000 to 2000 mPa·s, at 20°C and atmospheric pressure (1.013 × 10⁻⁶). 5 The viscosity was measured at 20 rpm using a Brookfield RV viscometer at a pressure of Pa, and it exhibited good pourability.

[0254] Viscosity can also be measured using a standard controlled stress rheometer, such as the ARG2 controlled stress rheometer (TAInstruments, Surrey, Great Britain), equipped with a rotor-cylinder (diameter: 14 mm; cylinder immersion height: 42 mm) / stator type (diameter: 15 mm, gap: 4 mm) geometry. Ten measurements can be performed at 20°C. -3 s -1 -200 s -1 The shear rate scan, with 10 points per decibel, allows for a 1-minute stabilization time. The static yield stress value is determined as the applied shear stress value at which the viscosity begins to decrease.

[0255] Preferably, using a standard controlled stress rheometer, the composition of the present invention achieves a time of 10 s. -1The viscosity shown below is in the range of 300-4500 mPa·s, preferably 450-4000 mPa·s, more preferably 600-3500 mPa·s, even more preferably 800-3000 mPa·s, and especially in the range of 1000-2500 mPa·s, which advantageously provides good pourability.

[0256] Preferably, using a standard controlled stress rheometer, the composition of the present invention is measured in 100 s. -1 The viscosity shown below is 400-2000 mPa·s, preferably 450-1800 mPa·s, more preferably 500-1600 mPa·s, even more preferably 550-1400 mPa·s, and especially in the range of 600-1200 mPa·s, which advantageously provides good pourability and / or pumpability at high shear rates.

[0257] Preferably, the composition of the present invention exhibits a yield stress value of 0.5-5 Pa, more preferably 0.6-4 Pa, even more preferably 0.7-3 Pa, better preferably 0.8-2.5 Pa, and even better preferably 0.9-2 Pa.

[0258] According to a specific embodiment of the present invention, after the end user dilutes the composition according to the present invention to a desired concentration, the viscosity of the diluted composition is preferably less than 300 mPa·s, more preferably less than 200 mPa·s, and even better less than 100 mPa·s, at 20°C and atmospheric pressure (1.013 × 10⁻⁶ mPa·s). 5 The viscosity was measured at 20 rpm using a Brookfield RV viscometer at 1000 Pa, and it showed good viscosity after dilution.

[0259] the term" It has good viscosity after dilution "This refers to a composition that, when diluted in water to the target utilization rate, exhibits good flowability and good sprayability after application. Specifically, it refers to a composition with a suitable viscosity after dilution to the target utilization rate, preferably less than 300 cP (i.e., 300 mPa·s), at 20°C and atmospheric pressure (1.013 × 10⁻⁶). 5 The viscosity was measured at 20 rpm using a Brookfield RV viscometer at 20 rpm, preferably less than 200 cP, and even better less than 100 cP.

[0260] Advantageously, the compositions according to the invention are in the form of an aqueous emulsion concentrate (EW) and exhibit satisfactory stability under accelerated storage test conditions (e.g., after storage at 54°C for 2 weeks, as described in standard CIPAC MT46.3). In particular, the compositions of the invention do not exhibit any signs of instability, such as phase separation, dehydration shrinkage, flocculation, sedimentation, emulsification, or the presence of macroscopic oil droplets on the sample surface.

[0261] Advantageously, the compositions according to the invention are in the form of an aqueous emulsion concentrate (EW) that exhibit satisfactory emulsification properties, emulsion characteristics (including emulsion stability), as described in CIPAC MT 36.3, after dilution in water at the target utilization rate. Specifically, the EW composition diluted at the target utilization rate, after standing at 30°C or 20°C for 30 minutes or 2 hours, for example in water with controlled hardness of CIPAC D, CIPAC C, or CIPAC A, should not show more than 2 ml of cream and should be oil-free or have trace amounts of oil.

[0262] Advantageously, the composition is in the form of an oil-in-water emulsion (EW) and comprises: -Aqueous phase, containing: (i) at least one water-soluble herbicide, and (iv) Optionally at least one anionic surfactant, and -Oil phase, containing: (ii) At least one water-insoluble herbicide, and not dimethyl phenoxychloride or dimethyl phenoxychloride-P. (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols; b. At least one nonionic surfactant selected from ethylene oxide and propylene oxide condensates; and c. at least one phosphate ester surfactant; and (v) Optionally at least one solvent; The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P; and Optionally, the composition does not contain rheology modifiers, suspending agents and / or thickeners, such as xanthan gum, precipitates or fumed silica or clays such as attapulgite.

[0263] According to a preferred embodiment of the present invention, the composition is in the form of an oil-in-water emulsion (EW) and comprises: (i) At least one water-soluble herbicide selected from glufosinate, dicamba, glyphosate, imidazoline herbicides, their agronomically acceptable salts, or mixtures thereof; (ii) At least one water-insoluble herbicide; (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols; b. At least one nonionic surfactant selected from ethylene oxide and propylene oxide condensates; c. At least one phosphate ester surfactant, preferably having formula (VI); and (iv) Optionally at least one anionic surfactant; and (v) Optionally at least one solvent; The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P.

[0264] According to a second preferred embodiment of the invention, the composition is in the form of an oil-in-water emulsion (EW) and comprises: (i) At least one water-soluble herbicide selected from glufosinate, dicamba, glyphosate, imidazoline herbicides, their agronomically acceptable salts, or mixtures thereof; (ii) At least one water-insoluble herbicide selected from the following categories: amides, aryloxyphenoxypropionates, benzamides, benzofurans, benzoic acids, benzothiadiazinones, bipyridinium compounds, carbamates, acetamides, chloroacetamides (excluding dimethyl phenoxychloride and dimethyl phenoxychloride-P), cyclohexanediones, dinitroanilines, dinitrophenols, diphenyl ethers, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N-phenylphthalimides, oxadiazoles, oxazolidinones, oxyacetamides, phenoxycarboxylic acids, phenylamines. Carbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphoramides, dithiophosphates, o-carbamoylbenzoates, pyrazoles, pyridazinones, pyridinecarboxamides, pyrimidinediones, pyrimidinyl (thio)benzoates, quinoline carboxylic acids, aliphatic ureas, sulfonamide carbonyl triazolinones, sulfonylureas, tetrazolinones, thiadiazoles, thiocarbamates, triazines, triazinones, triazoles, triazolinones, triazolecarboxamides, triazolopyrimidines, triones, uracils, ureas, protoporphyrinogen oxidase inhibitors, and mixtures thereof. (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols; b. At least one nonionic surfactant selected from ethylene oxide and propylene oxide condensates; c. At least one phosphate ester surfactant, preferably having formula (VI); and (iv) Optionally at least one anionic surfactant; and (v) Optionally at least one solvent; The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P.

[0265] According to a third preferred embodiment of the invention, the composition is in the form of an oil-in-water emulsion (EW) and comprises: (i) At least one water-soluble herbicide selected from glufosinate, L-glufosinate, or an agronomically acceptable salt thereof; preferably selected from L-glufosinate or an agronomically acceptable salt thereof. (ii) At least one water-insoluble herbicide selected from the following categories: amides, aryloxyphenoxypropionates, benzamides, benzofurans, benzoic acids, benzothiadiazinones, bipyridinium compounds, carbamates, acetamides, chloroacetamides (excluding dimethyl phenoxychloride and dimethyl phenoxychloride-P), cyclohexanediones, dinitroanilines, dinitrophenols, diphenyl ethers, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N-phenylphthalimides, oxadiazoles, oxazolidinones, oxyacetamides, phenoxycarboxylic acids, phenylamines. Carbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphoramides, dithiophosphates, o-carbamoylbenzoates, pyrazoles, pyridazinones, pyridinecarboxamides, pyrimidinediones, pyrimidinyl (thio)benzoates, quinoline carboxylic acids, aliphatic ureas, sulfonamide carbonyl triazolinones, sulfonylureas, tetrazolinones, thiadiazoles, thiocarbamates, triazines, triazinones, triazoles, triazolinones, triazolecarboxamides, triazolopyrimidines, triones, uracils, ureas, protoporphyrinogen oxidase inhibitors, and mixtures thereof. (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols, preferably selected from oxyethylene fatty alcohols. b. At least one nonionic surfactant selected from diblock or triblock polymers, wherein the polymer portion comprises ethylene oxide and propylene oxide, such as poloxamer, and c. At least one phosphate ester surfactant, selected from the acid form or salt of mono- and diesters of phosphate and oxyalkylene-(preferably oxyethylene-)mono, stilbene, or tristyrylphenol; and (iv) At least one anionic surfactant, preferably selected from sulfate anionic surfactants, more preferably selected from alkyl ether sulfate surfactants; (v) Optionally at least one solvent; The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P.

[0266] According to a fourth preferred embodiment of the invention, the composition is in the form of an oil-in-water emulsion (EW) and comprises: (i) At least one water-soluble herbicide selected from glufosinate, L-glufosinate, or an agronomically acceptable salt thereof; preferably selected from L-glufosinate or an agronomically acceptable salt thereof. (ii) At least one water-insoluble herbicide selected from sulfadiazine, pendimethalin, atrazine, metolachlor, 2,4-D ester, isoxaflutole, indazon, flupyradifon, isoxaflutole, sulfadiazine, pyrazosulfuron, cyclohexane, sulfadiazine, benzoxazine, mesotrione, cyclohexane, chlorpyrifos, thifensulfuron, fluthiamethoxam, clethodim, terbufos, cyprodinil, azoxystrobin, sulfadiazine, chlorpyrifos, chlorpyrifos, chlorpyrifos, ethoxysulfuron, quizalofop-p-ethyl, quizalofop-p-ethyl Ethyl ester, quizalofop-P-ethyl, quizalofop-P-ethyl, quizalofop-P-ethyl, fluroxypyr, fluroxypyr methyl ester, isooctyl ester, pyrfluthrin, pyrfluthrin methyl ester, quizalofop-P-ethyl, pyrfluthrin, mesosulfuron-methyl, acetochlor, clethodim, propoxycarbazone, isopropachlor, bentazon, isoxaflutole, pyrfluthrin, propyzoxystrobin, flumetsulam, bensulfuron-methyl, and pyrfluthrin and mixtures thereof. (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols, preferably selected from oxyethylene fatty alcohols. b. At least one nonionic surfactant selected from diblock or triblock polymers, wherein the polymer portion comprises ethylene oxide and propylene oxide, such as poloxamer, and c. At least one phosphate ester surfactant, selected from the acid form or salt of mono- and diesters of phosphate and oxyalkylene-(preferably oxyethylene-)mono, stilbene, or tristyrylphenol; and (iv) At least one anionic surfactant, preferably selected from sulfate anionic surfactants, more preferably selected from alkyl ether sulfate surfactants; (v) Optionally at least one solvent; The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P.

[0267] According to another preferred embodiment of the invention, the composition is in the form of an oil-in-water emulsion (EW) and comprises: (i) At least one water-soluble herbicide selected from L-glufosinate or its agronomically acceptable salt. (ii) At least one water-insoluble herbicide selected from metolachlor, acetochlor, cyclohexane, clethodim, pyrazosulfuron, mesotrione, pyrimisulfuron, pyrazosulfuron, cyclosulfuron, chlorpyrifos, sulfadiazine, sulfadiazine, indazon, thifensulfuron, ethoxysulfuron, quizalofop-P-ethyl, pyrfluthrin methyl, isooctyl fluoride, and mixtures thereof. (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyethylated fatty alcohols, comprising a straight-chain or branched hydrocarbon chain having 8-30, preferably 10-20, even more preferably 10-14 carbon atoms, and 1-50, preferably 1-30, even more preferably 2-15, even more preferably 5-10, and still more preferably 5-7 ethylene oxide groups. b. At least one nonionic surfactant selected from diblock or triblock polymers, wherein the polymer portion comprises ethylene oxide and propylene oxide, such as poloxamer, and c. At least one phosphate ester surfactant, selected from the triethanolamine salt of a mono- or diester of a phosphoric acid and an oxyalkylene- (preferably oxyethylene-)-modified mono, s, or tristyrylphenol; and (iv) At least one alkyl ether sulfate surfactant, preferably selected from the alkyl ether sulfate surfactants of formula (IV) as described above; (v) Optionally at least one solvent; The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P.

[0268] According to a preferred embodiment of the present invention, the composition is in the form of an oil-in-water emulsion (EW) and comprises: (i) At least one water-soluble herbicide selected from L-glufosinate or its agronomically acceptable salt; (ii) At least one water-insoluble herbicide selected from metolachlor, acetochlor, cyclohexane, clethodim, pyrazosulfuron, mesotrione, pyrimisulfuron, pyrazosulfuron, sulfonylpyrazosulfuron, thifensulfuron, and mixtures thereof; preferably selected from metolachlor, acetochlor, and mixtures thereof. (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyethylated fatty alcohols, comprising a straight-chain or branched hydrocarbon chain having 8-30, preferably 10-20, even more preferably 10-14 carbon atoms, and 1-50, preferably 1-30, even more preferably 2-15, even more preferably 5-10, and still more preferably 5-7 ethylene oxide groups. b. At least one nonionic surfactant selected from diblock or triblock polymers, wherein the polymer portion comprises ethylene oxide and propylene oxide, such as poloxamer, and c. At least one phosphate ester surfactant, selected from the acid form of mono- and diesters of phosphate and oxyalkylene-(preferably oxyethylene-)mono, stilbene, or tristyrylphenol; and (iv) At least one alkyl ether sulfate surfactant, preferably selected from the alkyl ether sulfate surfactants of formula (IV) as described above; (v) Optionally at least one solvent; The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P.

[0269] According to another preferred embodiment of the invention, the composition is in the form of an oil-in-water emulsion (EW) and comprises: (i) At least one water-soluble herbicide selected from L-glufosinate or its agronomically acceptable salt; (ii) At least one water-insoluble herbicide selected from metolachlor, acetochlor, cyclohexane, clethodim, pyrazosulfuron, mesotrione, pyrimisulfuron, pyrazosulfuron, sulfonylpyrazosulfuron, thifensulfuron, and mixtures thereof; preferably selected from metolachlor, acetochlor, and mixtures thereof. (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyethylated fatty alcohols, comprising a straight-chain or branched hydrocarbon chain having 8-30, preferably 10-20, even more preferably 10-14 carbon atoms, and 1-50, preferably 1-30, even more preferably 2-15, even more preferably 5-10, and still more preferably 5-7 ethylene oxide groups. b. At least one nonionic surfactant selected from diblock or triblock polymers, wherein the polymer portion comprises ethylene oxide and propylene oxide, such as poloxamer, and c. At least one phosphate ester surfactant, selected from the acid form of mono- and diesters of phosphate and oxyalkylene-(preferably oxyethylene-)mono, stilbene, or tristyrylphenol; and (iv) At least one alkyl ether sulfate surfactant, preferably selected from the alkyl ether sulfate surfactants of formula (IV) as described above; (v) Optionally at least one solvent; The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P, and The composition does not contain rheology modifiers, suspending agents and / or thickeners, such as xanthan gum, precipitates or fumed silica or clays such as attapulgite.

[0270] Known conventional methods for preparing agricultural chemical agents can be used. This can be achieved by simply mixing the components.

[0271] The present invention also relates to a method for preparing a composition according to the invention, wherein, in order to form an oil-in-water emulsion, the aqueous phase of the composition as described above is added to the oil phase of the composition as described above, preferably in multiple portions.

[0272] More preferably, the aqueous phase is added to the oil phase in four separate additions, with mixing steps interspersed between each addition.

[0273] According to a preferred embodiment of the invention, an aqueous phase containing (i) at least one water-soluble herbicide and optionally at least one anionic surfactant is added (preferably in multiple additions, more preferably in quarters) to an oil phase containing at least one water-insoluble herbicide and surfactant mixture (M) that is not dimethyl phenoxylate or dimethyl phenoxylate-P, said surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols. b. At least one nonionic surfactant selected from ethylene oxide and propylene oxide condensates; and c. At least one phosphate ester surfactant; A mixing step is performed between each addition of the aqueous phase.

[0274] The compositions according to the invention can be used to kill or inhibit harmful organisms and / or clean and / or inhibit the growth of unwanted plants.

[0275] The compositions according to the invention can be diluted and applied in a conventional manner to at least one plant, the area adjacent to the plant, soil suitable for supporting plant growth, plant roots and / or plant leaves; for example by watering (root irrigation), drip irrigation, spraying and / or atomization.

[0276] The compositions according to the invention can be applied before, during, and / or after the emergence of undesirable plants, preferably during and / or after emergence. In one embodiment, application is made before crop emergence, and the crop is planted in a location where the undesirable plant is present or intended to be present. In another embodiment, application is made before crop planting.

[0277] The terms “undesirable plant,” “undesirable species,” “unwanted plant,” “harmful plant,” “unwanted weed,” or “harmful weed” as used in this article are synonymous; and the term “site” as used in this article refers to an area where vegetation or plants grow or will grow, usually a field.

[0278] The herbicidal composition according to the invention can be applied before or after crop sowing (planting), but before crop emergence, especially before sowing. The herbicidal composition is typically applied up to 9 months, often up to 6 months, and preferably up to 4 months before crop planting.

[0279] A significant advantage of the herbicidal composition is its excellent post-emergence herbicidal activity, i.e., its effective control of emerging unwanted plants. Therefore, in a preferred embodiment, the herbicidal composition is applied during or after the emergence of unwanted plants. Post-emergence application of the herbicide composition is particularly advantageous when the unwanted plants are in the leaf development stage up to flowering. These compositions are especially useful for controlling well-grown unwanted vegetation that is difficult to control with conventional mixtures, such as when weeds are more than 10 cm tall, or even more than 15 cm, and / or when dealing with heavily infested weed populations.

[0280] Herbicide compositions can be applied using conventional techniques familiar to skilled personnel. Suitable methods include spraying, atomization, dusting, dispersing, or watering. The choice of application method depends on the intended purpose, but should ensure the best possible distribution of the active ingredient.

[0281] In one embodiment, the herbicide composition according to the invention is applied to the site primarily by spraying, especially after dilution with water. Application can be performed using conventional spraying techniques, with a spray rate of approximately 10 to 2000 L / ha or 50 to 1000 L / ha (e.g., 100 to 500 L / ha). The desired application rate of the herbicide composition depends on the density of the unwanted vegetation, the growth stage of the plants, the climatic conditions of the site where the mixture is applied, and the method of application.

[0282] In the above description, all preferred embodiments of the components can be used alone or in combination.

[0283] The following examples are used to illustrate the present invention. Example

[0284] Example 1: Emulsion preparation and composition: The following aqueous emulsion concentrates (EW) A1 and A2 (of the present invention) and A3 to A9 (comparative examples) were prepared according to method 1 or method 2 described below.

[0285] Method 1: An organic phase is prepared by adding a water-insoluble herbicide from a solvent to a beaker, followed by the addition of surfactants a), b) and / or c), and gently stirring.

[0286] In another beaker, an aqueous phase is prepared by adding an antifoaming agent (if present), glycerol or a water-soluble solvent, deionized water, a water-soluble herbicide (e.g., glufosinate-ammonium (racemic or L-enantiomer)), and then sodium lauryl ether sulfate. The aqueous phase is homogenized using high-shear mixing (IKA Ultraturrax T25, 7000 rpm, for 2 minutes). For emulsion preparation, one-quarter of the aqueous phase is added to the organic phase under high-shear mixing (IKA Ultraturrax T25, 3000 rpm, for 30 seconds). The same method is used for the second, third, and fourth quarters. After the aqueous phase is completely incorporated into the oil phase, high-shear mixing (IKA Ultraturrax T25, 3000 rpm, for 2 minutes) is applied.

[0287] Method 2: The organic phase was prepared in a standard container with reverse blades and equipped with a high-shear impeller (e.g., a Rushton impeller or a dissolving blade): a water-insoluble herbicide was added to a solvent, followed by the addition of surfactants a), b) and / or c), heated at 60°C for 1 hour as needed, then cooled to room temperature (25°C) and gently stirred.

[0288] In a beaker, an aqueous phase is prepared by adding an antifoaming agent (if present), glycerol or a water-soluble solvent, deionized water, a water-soluble herbicide (e.g., glufosinate-ammonium (racemic or L-enantiomer)), and an anionic surfactant such as sodium lauryl ether sulfate.

[0289] The aqueous phase was homogenized using high-shear mixing (IKA Ultraturrax T25, 7000 rpm, for 2 minutes). When preparing the emulsion, one-quarter of the aqueous phase was added to the organic phase under high-shear mixing (600 rpm). The same method was used for the second, third, and fourth quarters. After the aqueous phase was completely incorporated into the oil phase, high-shear mixing (Heidolph overhead stirrer, 2000 rpm) was applied until the target particle size distribution was achieved.

[0290] Tables 1 and 2 detail the formulations studied. In the tables below, the amounts of the ingredients are expressed in grams of raw material.

[0291] Table 1: Table 2: Table 3: *Solvesso 200 ND is a complex mixture of aromatic hydrocarbons, primarily in the form of alkylnaphthalenes produced by petroleum distillation. It is composed of C11–C15 aromatic compounds. More specifically, it contains a large amount of methylnaphthalene, which is naphthalene-depleted. (depleted) solvent.

[0292] * Rhodasurf BC 610: Ethoxylated tridecanool 6EO * Rhodasurf TDA 8.5: Ethoxylated isotridecyl alcohol 8.5EO * Soprophor FL: Ethoxylated tristyrylphenol phosphate, neutralized with triethanolamine * Antarox L / 64: Polosham 184 * Genapol LRO: C12 / C14 alkyl polyethylene glycol ether sulfate containing 2 EOs, sodium salt (70% active ingredient by weight) quality) Emulsion stability evaluation • Storage stability test: The stability of each emulsion is assessed by placing samples in glass vials (typically 100 ml) and allowing them to stand at 54°C for 2 weeks, at room temperature (20°C) for 3 months, or at -5°C for 1 week. Visual inspection is performed to detect any signs of instability, such as phase separation, dehydration shrinkage, flocculation, sedimentation, emulsification, or the presence of macroscopic oil droplets on the sample surface. A stable formulation is one that does not exhibit any of these signs of instability after being stored at the considered temperature for the considered time.

[0293] • Viscosity measurement: The viscosity of each emulsion was measured using the following two methods.

[0294] (1) At 20°C, the viscosity of each emulsion A1 to A9 was measured after 1 minute at 20 rpm using a Brookfield RV viscometer (Ametek) equipped with rotors No. 2, 3 or 4.

[0295] (2) A controlled stress rheometer ARG2 (TA Instruments, Surrey, Great Britain) was used, equipped with a rotor-cylinder (diameter: 14 mm; cylinder immersion height: 42 mm) / stator type (diameter: 15 mm, gap: 4 mm) geometry. Ten stress tests were conducted at 20°C. -3 s -1 -200 s -1 The shear rate was scanned at 10 points every decimal harmonics, with a 1-minute stabilization period. The static yield stress value was determined as the shear stress value applied when the viscosity began to decrease.

[0296] • Measurement of droplet size distribution: The droplet size distribution was determined by measuring the particle size using laser diffraction.

[0297] Dilute the EW emulsion with deionized water to a concentration of 1 wt% and stir with a magnetic stirrer for 1 minute. Then transfer the preparation to the measuring cell of a Malvern Mastersizer 2000 or 3000. Adjust the amount of preparation to achieve 10% obscuration (permissible range 8% to 15%).

[0298] The analysis can be performed using the following parameters: Measurement parameters: Sample measurement duration: 10 seconds; Blank measurement duration: 10 seconds; 3 cycles per measurement.

[0299] The calculations were performed using Fraunhofer theory: optical model: [Fraunhofer]; standard analysis, normal sensitivity.

[0300] dv(50) is the median droplet size (micrometers) of the volumetric particle size distribution, which is the droplet size (micrometers) that divides the volumetric distribution into two halves. Similarly, 90% of the volumetric particle distribution is below dv(90), and 10% of the volumetric particle size distribution is below dv(10). The span index represents the distribution width and is defined as: span index = (dv(90) - dv(10)) / dv(50).

[0301] The results are summarized in Tables 4, 5, and 6 below.

[0302] Table 4: Table 5: *In the table above, t represents trace amounts (i.e., <0.1 mL).

[0303] Table 6: The above tests show that the compositions according to the invention containing a specific combination of the claimed surfactants a), b), and c) have good viscosity properties and pourability, and after being stored at 54°C for 2 weeks, their stability is superior to that of the comparative compositions A3 to A9 that do not contain the specific combination of the claimed surfactants a), b), and c).

Claims

1. A composition in the form of an oil-in-water emulsion (EW), comprising: (i) At least one water-soluble herbicide, (ii) At least one water-insoluble herbicide, and not dimethyl phenoxychloride or dimethyl phenoxychloride-P. (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols; b. At least one nonionic surfactant selected from ethylene oxide and propylene oxide condensates; and c. At least one phosphate ester surfactant, in, The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P.

2. The composition according to claim 1, wherein the water-soluble herbicide (i) is selected from glufosinate, dicamba, glyphosate, imidazolinone herbicides, their agronomically acceptable salts, or mixtures thereof.

3. The composition according to the preceding claims, wherein the water-soluble herbicide (i) is selected from glufosinate, L-glufosinate or an agronomically acceptable salt thereof; more preferably selected from L-glufosinate or an agronomically acceptable salt thereof.

4. The composition according to any one of the preceding claims, wherein the total amount of the water-soluble herbicide (i) relative to the total amount of the composition is 10-600 g / L, preferably 50-500 g / L, more preferably 100-450 g / L, even more preferably 100-400 g / L, and still more preferably 100-200 g / L.

5. The composition according to any one of the preceding claims, wherein the water-insoluble herbicide (ii) is selected from sulfadiazine, pendimethalin, atrazine, metolachlor, 2,4-D ester, isoxaflutole, indazon, flupyradifon, isoxaflutole, sulfadiazine, pyrazosulfuron, cyclohexane, sulfadiazine, benzoxazine, mesotrione, cyclosulfonyl, chlorpyrifos, thifensulfuron, thifensulfuron-methyl, sulfadiazine ... Fluthiamethoxam, clethodim, terbufos, metribuzin, azoxystrobin, sulfadiazine, chlorpyrifos, ethoxyflufenoxam, quizalofop-P-ethyl, quizalofop-P-tetrahydrofurfural, quizalofop-P-ethyl, quizalofop-P-tetrahydrofurfural, fluazinam, fluazinam butoxyisopropyl ester, isooctyl chlorpyrifos, quizalofop-P-methyl, quizalofop-P-methyl, quizalofop-P-methyl, zopyridine The following herbicides are used: metolachlor, acetochlor, clethodim, propoxycarbazone, isopropachlor, bentazon, isoxaflutole, pyrazosulfuron, propyzoxystrobin, flusulfanilamide, bensulfuron-methyl, and pyrfluthrin, and mixtures thereof; preferably selected from metolachlor, acetochlor, clodinafop-propargyl, clethodim, pyrazosulfuron, mesotrione, pyrimisulfuron-methyl, pyrazosulfuron-methyl, cyclosulfonamide, chlorpyrifos, sulfadiazine, indole, and chlorpyrifos. The mixture comprises: haloxyfop-methyl, thifensulfuron-methyl, ethoxyfop-methyl, quizalofop-ethyl, pyrifluquinazon methyl, isooctyl oxychloride, and mixtures thereof; more preferably selected from: metolachlor, acetochlor, clodinafop-methyl, clethodim, pyrazosulfuron-methyl, mesotrione, pyrimisulfuron-methyl, pyrazosulfuron-methyl, sulfadiazine, sulfonylpyrazol, thifensulfuron-methyl, and mixtures thereof; even more preferably selected from: metolachlor, acetochlor, and mixtures thereof.

6. The composition according to any one of the preceding claims, wherein the total amount of the water-insoluble herbicide (ii) relative to the total amount of the composition is 10-600 g / L, preferably 50-500 g / L, more preferably 100-450 g / L, even more preferably 100-400 g / L, and even more preferably 100-300 g / L.

7. The composition according to any one of the preceding claims, wherein the weight ratio of the total amount of water-soluble herbicide (i) to the total amount of water-insoluble herbicide (ii) is in the range of 0.1-5, preferably 0.125-4, more preferably 0.2-3, even more preferably 0.3-2, more preferably 0.4-1.5, and even more preferably 0.5-1.

8. The composition according to any one of the preceding claims, wherein the nonionic surfactant a) is selected from oxyethylated fatty alcohols; preferably comprising a straight-chain or branched hydrocarbon chain having 8-30, particularly 10-20, more preferably 10-14 carbon atoms, and 1-50, particularly 2-15, even more preferably 5-10 alkyleneoxy groups, preferably ethyleneoxy groups.

9. The composition according to any one of the preceding claims, wherein the nonionic surfactant b) is selected from a diblock or triblock polymer, wherein the polymer portion comprises ethylene oxide and propylene oxide; more preferably, the nonionic surfactant b) is selected from poloxamer.

10. The composition according to any one of the preceding claims, wherein the phosphate ester surfactant c) is selected from: - Phosphoric acid and oxyalkylene-substituted mono, di, or tristyrylphenol monoesters and diesters; - Phosphoric acid and oxyalkylene C8-C 30 Monoesters and diesters of fatty alcohols; -its salt; and - Its mixture.

11. The composition according to any one of the preceding claims further comprises at least one anionic surfactant (iv).

12. The composition according to the preceding claim, wherein the anionic surfactant (iv) is selected from sulfate anionic surfactants; preferably selected from alkyl ether sulfates; more preferably selected from those of formula (IV): [RO-(AO) n -SO3] - M + (IV) in M + It is a cation; A is a C2-C3 alkyldiyl group; R is selected from either straight chain or branched chain C. 10 -C 20 Alkyl, preferably C 12 -C 14 Alkyl groups, and mixtures thereof; and n is a positive natural number from 1 to 12, where the mean of n is from 1 to 10.

13. The composition according to any one of the preceding claims, wherein: - Anionic surfactants (iv) in the aqueous phase, and / or - A surfactant mixture (M) in the oil phase.

14. The composition according to any one of the preceding claims, comprising: - An aqueous phase, wherein the aqueous phase contains: (i) at least one water-soluble herbicide, and (iv) Optionally at least one anionic surfactant, and - An oil phase, wherein the oil phase contains: (ii) At least one water-insoluble herbicide, and not dimethyl phenoxychloride or dimethyl phenoxychloride-P, and (iii) A surfactant mixture (M) comprising: a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols; b. At least one nonionic surfactant selected from ethylene oxide and propylene oxide condensates; and c. At least one phosphate ester surfactant; in, The composition does not contain dimethyl phenoxychloride or dimethyl phenoxychloride-P.

15. The composition according to any one of the preceding claims further comprises at least one organic solvent; preferably at least one non-oxyalkylene-containing organic solvent.

16. A method for preventing unwanted plants or affecting plant growth, comprising applying the composition as defined in any one of claims 1 to 15 to soil and / or plants.

17. A method for preparing the composition as defined in any one of claims 1 to 15, wherein, To form an oil-in-water emulsion, the aqueous phase is added to the oil phase of the composition as described above, preferably in multiple additions; more preferably, the aqueous phase is added to the oil phase in quarters, with mixing steps interspersed between each addition of the aqueous phase to the oil phase.

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