Aqueous emulsion concentrate comprising glufosinate-ammonium, VLCFA inhibitor and specific surfactant

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 glufosinate-ammonium or L-glufosinate-ammonium, a VLCFA inhibitor and a specific surfactant. The invention also relates to a method for controlling undesired plants or influencing the growth of plants, comprising applying said composition to soil or plants.

Description

[0001] This invention relates to a composition, preferably for agricultural use, in the form of an emulsion concentrate (EW), comprising a combination of glufosinate or L-glufosinate, a VLCFA inhibitor, and a specific surfactant.

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

[0003] Pesticides are widely used in agricultural pest management. Given their widespread use, there is a continuous need to develop methods to enhance pesticide effectiveness. 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. Such combinations can produce highly effective synergistic products with broad coverage, potentially allowing for lower application rates of the active ingredient. Therefore, modern agrochemical practice tends to favor combination products containing active ingredients with specific activity spectra. Additionally, appropriate adjuvants can be used to improve the performance of the active ingredient and / or enhance the physical properties of the formulation. Typically, the active ingredient is formulated with various formulation adjuvants to enhance its activity. Agrochemical formulations can be developed in a variety of 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.

[0004] Glufosinate-based herbicide formulations are widely known. Glufosinate is a non-selective foliar contact herbicide that kills or controls many types of weeds. Typically, glufosinate is used in non-selective treatments and is used to control widespread broadleaf weeds, grasses, and sedges in cereals, cotton, corn, soybeans, orchards, vineyards, rubber and oil palm plantations, ornamental trees and shrubs, non-cultivated land, and pre-emergence vegetables. Glufosinate is a water-soluble active ingredient and is preferably formulated as an aqueous solution and incorporated with water-soluble components / adjuvants.

[0005] To maximize the bioavailability of glufosinate, 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 glufosinate.

[0006] Another common practice to enhance glufosinate activity is to combine it with one or more other active ingredients that have the desired activity spectrum. Such combinations can produce highly effective synergistic products with broad-spectrum coverage, and can also allow for lower application rates of the active ingredient. However, when water-insoluble active ingredients are combined with glufosinate, for example in the form of emulsions or dispersions, attention must be paid to the physical and chemical stability of the formulation.

[0007] Furthermore, pesticide formulations in emulsion form (such as those described in applications WO 2002 / 43488, WO 2007 / 057028, or DE69012487) are not entirely satisfactory in terms of stability and viscosity.

[0008] More specifically, the aqueous continuous phase does not exhibit high ionic strength characteristics and does not contain significant amounts of salts or ionic components such as glufosinate. Stabilizing emulsions that exhibit high ionic strength and electrolyte-rich characteristics in their continuous phase is particularly challenging.

[0009] What is particularly challenging is finding the appropriate relationship between adjuvants and co-formulations so that concentrated high-ionic-strength emulsions can maintain good stability during storage (low temperature, high temperature) while retaining suitable emulsion properties when diluted into the final carrier (usually water, which has lower ionic strength characteristics) before field application.

[0010] For these reasons, pesticide emulsions may cause physical stability problems. In particular, pesticide emulsions may experience emulsion / oil separation, dehydration shrinkage, and / or sedimentation during storage (especially under various temperature conditions). In addition to these physical compatibility issues, decomposition or antagonism of the active ingredient under consideration and / or biocompatibility are also frequently encountered.

[0011] Therefore, there is a continued need for improved glufosinate-based compositions to meet agricultural needs, particularly those with good 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 in emulsions and / or dispersions of potentially water-insoluble agricultural materials, even for high-loading formulations.

[0012] The present invention achieves these objectives. The subject of the invention is a composition, preferably for agricultural use, in the form of an oil-in-water emulsion (EW), comprising: (i) at least one first herbicide selected from glufosinate, L-glufosinate, or an agronomically acceptable salt thereof. (ii) At least one second herbicide selected from dimethyl phenoxychloride, dimethyl phenoxychloride-P, or mixtures thereof. (iii) at least one anionic surfactant, and (iv) Contains a mixture of the following surfactants (M): 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.

[0013] The compositions according to the present invention have good inherent physicochemical properties.

[0014] Furthermore, it has been noted that the compositions according to the invention still advantageously maintain good performance upon dilution, including good homogeneity of emulsions and / or dispersions of water-insoluble agricultural materials, even for high-load formulations in general.

[0015] It has also been noted that the compositions according to the invention have suitable viscosity properties and good pourability, which allows for easier application to soil or plants. Surprisingly, no additional rheology modifiers are required to stabilize the compositions other than the surfactant mixture (M).

[0016] More particularly, the compositions according to the invention advantageously exhibit the following characteristics: - Good storage stability, especially at room temperature (20°C), or even at high temperatures, such as 54°C for 2 weeks; - Suitable properties when diluted in water at the target utilization rate; - Suitable viscosity characteristics and good pourability; - Satisfactory barrel-mixing compatibility; and / or - Excellent bioavailability.

[0017] 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 a considered storage period at the considered temperature.

[0018] Obtaining concentrated pesticide formulations with suitable rheological properties in the form of oil-in-water emulsions has always been challenging. To achieve good storage stability in such concentrated oil-in-water emulsions, rheology modifiers with suspending properties, such as xanthan gum, precipitated silica, or fumed silica, are typically used. However, in the presence of xanthan gum or other polysaccharide gum types, 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 potential for settling or flocculent material to cause operational problems such as nozzle clogging. Furthermore, using such rheology modifiers to achieve good stabilization of concentrated oil-in-water emulsions can lead to an increased viscosity response, resulting in operational problems. The compositions according to the invention successfully achieve suitable rheological properties even in the form of oil-in-water emulsions.

[0019] Furthermore, it has been noted that the compositions according to the invention can preferably guarantee good performance upon dilution, even for high-load formulations, and avoid / delay the formation of crystals, even under harsh conditions.

[0020] According to a preferred embodiment of the invention, the composition is an agricultural chemical formulation with a high concentration of agricultural materials. For economic reasons, the use of concentrated formulations is particularly advantageous (in fact, such compositions allow for a reduction in the total weight of the formulation and thus its transportation costs), and the concentrated formulation is typically diluted to the desired concentration before field application.

[0021] The subject matter of this invention also relates to a method for preventing unwanted plants or affecting plant growth, comprising applying the composition to the soil and / or plants.

[0022] Other features, aspects, and advantages of the invention will become clearer upon reading the following description and embodiments.

[0023] Unless otherwise stated in this specification: - The expression "at least one" is equivalent to and interchangeable with the expression "one or more". - The expression "between" is equivalent to and interchangeable with the expression "within" and implicitly includes a limit; - For the purposes of this invention, the expressions “greater than” and “less than” are intended to represent open intervals, which are strictly greater than and strictly less than, respectively, and therefore do not include limit values; - The term "alkyl" refers to an alkyl group having the general formula C1. n H 2n+1 Acyclic, 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), which is 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.

[0024] - The term "alkylaryl" refers to an aryl group that is substituted by one or more alkyl groups, preferably by one or more (C1-C6) alkyl groups, such as benzyl or phenylethyl, for example.

[0025] - The term "arylalkylaryl" refers to an aryl group, such as a tristyrylphenyl group, attached to at least one alkyl group of an alkylaryl group. Preferably, the aryl group is attached to at least one (C1-C6) alkyl group of the alkylaryl group.

[0026] - "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 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 through mutagenesis or genetic engineering to endow them with 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. A typical agronomically acceptable salt (the compounds described herein) comprises an anion derived from the compound (e.g., through deprotonation of a hydroxyl or hydroxyalkyl substituent) and one or more positively charged counterions. Suitable positively charged counterions include inorganic and organic cations, such as, for example, sodium, potassium, calcium, magnesium, isopropylamine, triethanolamine, ammonium, and tetraalkylammonium cations.

[0027] First herbicide The composition according to the invention comprises at least one first herbicide (i), the first herbicide being selected from glufosinate, L-glufosinate or an agronomically acceptable salt thereof.

[0028] 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 ester, is known, as are its agronomically acceptable salts, particularly glufosinate-ammonium (IUPAC name: (2RS)-2-amino-4-(methylphosphono)butyrate ammonium, CAS Registry No. 77182-82-2), which is also known.

[0029] US 4,168,963 describes phosphorus-containing compounds with herbicidal activity, in particular phosphatidylin (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).

[0030] For example, glufosinate and its salts (such as glufosinate ammonium) and their herbicidal activity have been described, for example, in F. Schwerdtle et al., Z. Pflanzenkr. Pflanzenschutz, 1981, Sonderheft IX, pp. 431-440.

[0031] Glufosinate is represented by the following structure (I): The compound of formula (I) is a racemic mixture.

[0032] 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 the corresponding salts) are known, mixtures known in the art do not specify their stereochemistry, implying the presence of racemic mixtures (e.g., WO2003024221, WO2011104213, WO 2016113334, WO 2009141367).

[0033] As used herein, the term "glufosinate" generally comprises, in one embodiment of the invention, about 50% by weight of the L-enantiomer and about 50% by weight of the D-enantiomer; and in another embodiment of the invention, 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.

[0034] Glufosinate in its racemic form, its salts, and its formulations are all commercially available, for example under the trade name Basta. TM and Liberty TM Acquired through commercial purchase.

[0035] In one embodiment, the first herbicide compound 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.

[0036] In another embodiment, the first herbicide compound is glufosinate, wherein at least 70% by weight of the glufosinate is L-glufosinate or a salt thereof.

[0037] 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 as described in, for example, WO2006 / 104120, US5530142, EP0248357A2, EP0249188A2, EP0344683A2, EP0367145A2, EP0477902A2, EP0127429 and J. Chem. Soc. Perkin Trans. 1, 1992, 1525-1529.

[0038] The L-glufosinate used in this invention contains more than 70% by weight of L-enantiomers; preferably more than 80% by weight of L-enantiomers; more preferably more than 90% L-enantiomers; most preferably more than 95% L-enantiomers; and can be prepared as described above.

[0039] Preferably, the salt of glufosinate or L-glufosinate is a sodium salt, potassium salt, or ammonium (NH4) salt of glufosinate or L-glufosinate. + ) salts, especially L-glufosinate-P-ammonium (IUPAC name: (2S)-2-amino-4-(methylphosphono)butyrate ammonium, CAS registration number 73777-50-1), glufosinate-P-sodium (IUPAC name: (2S)-2-amino-4-(methylphosphono)butyrate sodium, CAS registration number 70033-13-5) and glufosinate-P-potassium (IUPAC name: (2S)-2-amino-4-(methylphosphono)butyrate potassium).

[0040] In a specific set of embodiments, the first herbicide compound comprises a glufosinate salt selected from the sodium, potassium, or ammonium (NH4) salts of glufosinate. + )Salt.

[0041] Therefore, the first herbicide compound preferably comprises or is L-glufosinate-ammonium, L-glufosinate-sodium, or L-glufosinate-potassium, as well as L-glufosinate in the form of a free acid. Particularly preferred is L-glufosinate-ammonium, i.e., the ammonium form of glufosinate (NH4). + )Salt.

[0042] In a specific set of embodiments, the first herbicide compound is an L-glufosinate salt, particularly selected from the sodium, potassium, and ammonium (NH4) salts of L-glufosinate. + The first herbicide compound is an L-glufosinate salt, selected from glufosinate-P-ammonium, glufosinate-P-sodium, and glufosinate-P-potassium. In particular, the first herbicide compound is an ammonium salt of L-glufosinate.

[0043] The following are examples of suitable compounds of formula (I): I.1: Enantiomeric L-glufosinate I.1.a: Enantiomeric L-glufosinate-ammonium I.1.b: Enantiomeric L-glufosinate-sodium I.1.c: Enantiomeric L-glufosinate-potassium I.2: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 95, Y ≤ 5%, and X + Y = 100.

[0044] I.2.a: A mixture of X% w / w L-glufosinate-ammonium and Y% w / w D-glufosinate-ammonium, wherein X ≥ 95, Y ≤ 5, and wherein X + Y is 100.

[0045] I.2.b: A mixture of X% w / w L-glufosinate-sodium and Y% w / w D-glufosinate-sodium, wherein X ≥ 95, Y ≤ 5, and wherein X + Y is 100.

[0046] I.2.c: A mixture of X% w / w L-glufosinate-potassium and Y% w / w D-glufosinate-potassium, wherein X ≥ 95, Y ≤ 5, and wherein X + Y is 100.

[0047] I.3: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 90, Y ≤ 10, and X + Y = 100.

[0048] I.3.a: A mixture of X% w / w L-glufosinate-ammonium and Y% w / w D-glufosinate-ammonium, wherein X ≥ 90, Y ≤ 10, and wherein X + Y is 100.

[0049] I.3.b: A mixture of X% w / w L-glufosinate-sodium and Y% w / w D-glufosinate-sodium, wherein X ≥ 90, Y ≤ 10, and wherein X + Y is 100.

[0050] I.3.c: A mixture of X% w / w L-glufosinate-potassium and Y% w / w D-glufosinate-potassium, wherein X ≥ 90, Y ≤ 10, and wherein X + Y is 100.

[0051] I.4: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 80, Y ≤ 20, and X + Y = 100.

[0052] I.4.a: A mixture of X% w / w L-glufosinate-ammonium and Y% w / w D-glufosinate-ammonium, wherein X ≥ 80, Y ≤ 20, and wherein X + Y is 100.

[0053] I.4.b: A mixture of X% w / w L-glufosinate-sodium and Y% w / w D-glufosinate-sodium, wherein X ≥ 80, Y ≤ 20, and wherein X + Y is 100.

[0054] I.4.c: A mixture of X% w / w L-glufosinate-potassium and Y% w / w D-glufosinate-potassium, wherein X ≥ 80, Y ≤ 20, and wherein X + Y is 100.

[0055] I.5: A mixture of X% w / w L-glufosinate and Y% w / w D-glufosinate, wherein X ≥ 70, Y ≤ 30, and X + Y = 100.

[0056] I.5.a: A mixture of X% w / w L-glufosinate-ammonium and Y% w / w D-glufosinate-ammonium, wherein X ≥ 70, Y ≤ 30, and wherein X + Y is 100.

[0057] I.5.b: A mixture of X% w / w L-glufosinate-sodium and Y% w / w D-glufosinate-sodium, wherein X ≥ 70, Y ≤ 30, and wherein X + Y is 100.

[0058] I.5.c: A mixture of X% w / w L-glufosinate-potassium and Y% w / w D-glufosinate-potassium, wherein X ≥ 70, Y ≤ 30, and X + Y = 100.

[0059] More preferably, the first herbicide (i) is selected from L-glufosinate or its agronomically acceptable salt.

[0060] Advantageously, the first herbicide (i) is water-soluble and / or contained in the aqueous phase of the composition according to the invention.

[0061] Preferably, the total amount of the first herbicide (i) relative to the total amount of the composition is 10 to 600 g / L (g first herbicide (i) / L composition), more preferably 50 to 500 g / L, even more preferably 100 to 450 g / L, even more preferably 100 to 400 g / L, and even more preferably 100 to 200 g / L.

[0062] Preferably, the total amount of glufosinate is 10 to 600 g / L (grams of glufosinate per liter of composition) relative to the total amount of the composition, more preferably 50 to 500 g / L, even more preferably 100 to 450 g / L, even more preferably 100 to 400 g / L, and even more preferably 100 to 200 g / L.

[0063] Preferably, the total amount of L-glufosinate is 10 to 600 g / L (g glufosinate / L composition) relative to the total amount of the composition, more preferably 50 to 500 g / L, even more preferably 100 to 450 g / L, even more preferably 100 to 400 g / L, and even more preferably 100 to 200 g / L.

[0064] Preferably, the total content of the first herbicide (i) relative to the total weight of the composition is in the range of 1% to 50% by weight, more preferably 5% to 40% by weight, even more preferably 10% to 30% by weight, and even more preferably 10% to 25% by weight.

[0065] Preferably, the total content of glufosinate is in the range of 1% to 50% by weight, more preferably 5% to 40% by weight, even more preferably 10% to 30% by weight, and even more preferably 10% to 25% by weight, relative to the total weight of the composition.

[0066] Preferably, the total content of L-glufosinate is in the range of 1% to 50% by weight, more preferably 5% to 40% by weight, even more preferably 10% to 30% by weight, and even more preferably 10% to 25% by weight, relative to the total weight of the composition.

[0067] Second herbicide The composition according to the invention comprises at least one second herbicide selected from dimethoprim, dimethoprim-P, or mixtures thereof (ii).

[0068] The second herbicide (ii) is a very long-chain fatty acid (VLCFA) inhibitor. Herbicides that work by inhibiting the biosynthesis of very long-chain fatty acids have been used worldwide for the past 60 years to control grassy weeds in major crops. VLCFA inhibitors are generally highly selective in crops, induce similar symptoms in susceptible grassy weeds, and belong to the K3 and N groups of HRAC herbicides.

[0069] Dimethoprim (CAS Registry No. 87674-68-8), IUPAC name is ( RS )-2-chloro- N -(2,4-Dimethyl-3-thienyl)- N-(2-methoxy-1-methylethyl)acetamide is known.

[0070] For example, dimethoprim has been described 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. 1992, 84-88.

[0071] Dimethoprim in its racemic form is commercially available, for example, from Merck under the trade name Pestanal. ® sell.

[0072] Dimethylphenidate is represented by the following structure (II): (II) The compound of formula (II) is a racemic mixture.

[0073] Dimethoprim-P (CAS Registry No. 163515-14-8), IUPAC name is ( S )-2-chloro- N -(2,4-Dimethyl-3-thienyl)- N -(2-methoxy-1-methylethyl)acetamide is known.

[0074] For example, dimethoprim-P has been described by T. Guillet et al. Phytom 546, 50-53 (2002).

[0075] Dimethylphenidate-P is commercially available, for example, from BASF under the trade name Isard. ® or Outlook ® sell.

[0076] Dimethoprim-P is represented by the following structure (III): (III) Preferably, the composition comprises dimethoprim-P.

[0077] Advantageously, the second herbicide (ii) is water-insoluble and / or contained in the oil phase of the composition according to the invention.

[0078] Preferably, the total amount of the second herbicide (ii) relative to the total amount of the composition is 10 to 600 g / L (g of second herbicide (ii) / L of composition), more preferably 50 to 500 g / L, even more preferably 100 to 450 g / L, even more preferably 100 to 400 g / L, and even more preferably 100 to 300 g / L.

[0079] Preferably, the total amount of dimethochlor is 10 to 600 g / L (g dimethochlor / L composition) relative to the total amount of the composition, more preferably 50 to 500 g / L, even more preferably 100 to 450 g / L, even more preferably 100 to 400 g / L, and even more preferably 100 to 300 g / L.

[0080] Preferably, the total amount of dimethoprim-P relative to the total amount of the composition is 10 to 600 g / L (g dimethoprim-P / L composition), more preferably 50 to 500 g / L, even more preferably 100 to 450 g / L, even more preferably 100 to 400 g / L, and even more preferably 100 to 300 g / L.

[0081] Preferably, the total content of the second herbicide (ii) relative to the total weight of the composition is in the range of 1% to 50% by weight, more preferably 5% to 40% by weight, even more preferably 10% to 30% by weight, and even more preferably 15% to 25% by weight.

[0082] Preferably, the total content of dimethoprim is in the range of 1% to 50% by weight, more preferably 5% to 40% by weight, even more preferably 10% to 30% by weight, and even more preferably 15% to 25% by weight, relative to the total weight of the composition.

[0083] Preferably, the total content of dimethoprim-P is in the range of 1% to 50% by weight, more preferably 5% to 40% by weight, even more preferably 10% to 30% by weight, and even more preferably 15% to 25% by weight, relative to the total weight of the composition.

[0084] Preferably, the weight ratio of the total amount of the first herbicide (i) to the total amount of the second herbicide (ii) is in the range of 0.1 to 5; more preferably 0.125 to 4; more preferably 0.2 to 3; even more preferably 0.3 to 2; more preferably 0.4 to 1.5; and even more preferably 0.5 to 1.

[0085] Preferably, the weight ratio of the total amount of glufosinate to the total amount of dimethoate is in the range of 0.1 to 5; more preferably 0.125 to 4; even more preferably 0.2 to 3; even more preferably 0.3 to 2; more preferably 0.4 to 1.5, and even more preferably 0.5 to 1.

[0086] Preferably, the weight ratio of the total amount of glufosinate to the total amount of dimethoate-P is in the range of 0.1 to 5; more preferably 0.125 to 4; more preferably 0.2 to 3; even more preferably 0.3 to 2; more preferably 0.4 to 1.5; and even more preferably 0.5 to 1.

[0087] Preferably, the weight ratio of the total amount of L-glufosinate to the total amount of dimethoate is in the range of 0.1 to 5; more preferably 0.125 to 4; more preferably 0.2 to 3; even more preferably 0.3 to 2; more preferably 0.4 to 1.5; and even more preferably 0.5 to 1.

[0088] Preferably, the weight ratio of the total amount of L-glufosinate to the total amount of dimethoate-P is in the range of 0.1 to 5; more preferably 0.125 to 4; more preferably 0.2 to 3; even more preferably 0.3 to 2; more preferably 0.4 to 1.5; and even more preferably 0.5 to 1.

[0089] Anionic surfactants (iii) The compositions according to the present invention comprise at least one anionic surfactant (III).

[0090] The term "anionic surfactant" should be understood as a surfactant that contains only anionic groups as ionic or ionizable groups.

[0091] In this specification, an entity is described as "anion" when it has at least one permanent negative charge under the conditions of use of the compositions of the present invention (e.g., medium or pH) or is ionizable to give a negatively charged entity and does not contain a cationic charge.

[0092] Anionic surfactant (iii) is used as an adjuvant, and it can be selected from sulfate, sulfonate, and carboxylic acid (or carboxylate) surfactants. Obviously, mixtures of these surfactants can also be used.

[0093] In this specification, it should be understood that: - Carboxylate anionic surfactants contain at least one carboxyl group or carboxylate group (-COOH or -COO). - It may also optionally contain one or more sulfate and / or sulfonate functional groups; - Sulfonate anionic surfactants contain at least one sulfonate group (-SO3H or -SO3) – Functional groups, and optionally also 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.

[0094] Examples of anionic surfactants may be mentioned, but are not intended to be limited to, the following substances: - Alkyl sulfonic acids, aryl sulfonic acids, which may optionally be substituted with one or more hydrocarbon groups, and whose acid functional groups are partially or completely salted, such as C8-C 50 Alkyl sulfonic acids, especially C8-C 30 C is preferred 10 -C 22 Alkyl sulfonic acids, benzene sulfonic acids, and naphthalene sulfonic acids are oxidized by one to three C1-C bonds. 30 C4-C is preferred. 16 Alkyl and / or C2-C 30 C4-C is preferred. 16 Alkenyl groups are replaced. - A monoester or diester of an alkyl sulfosuccinic acid, wherein the straight-chain or branched alkyl portion is optionally replaced by one or more straight-chain or branched C2-C4 hydroxylated and / or alkylene-oxidized (preferably ethoxylated, propoxylated, or ethpropoxylated) groups. - Phosphate esters, more particularly those selected from those comprising at least one straight-chain or branched, saturated, unsaturated, or aromatic hydrocarbon group, said hydrocarbon group comprising 8 to 40 carbon atoms, preferably 10 to 30 carbon atoms, optionally substituted with at least one oxyalkylene group (ethoxylation, propoxylation, ethylpropoxylation). Additionally, they also comprise at least one phosphate ester group, said phosphate ester group being monoesterified or diesterized such that it may have one or two free or partially or fully salted groups. Preferred phosphate esters are of the following types: phosphate with oxyalkylene (ethoxylation and / or propoxylation) monostyrylphenol, stilbenephenol, or tristyrylphenol or oxyalkylene (ethoxylation and / or propoxylation) monoalkylphenol, dialkylphenol, or trialkylphenol monoesters and diesters, optionally substituted with one to four alkyl groups; phosphate with oxyalkylene (ethoxylation or ethylpropoxylation) C8-C 30 C is preferred 10 -C 22 Monoesters or diesters of alcohols; phosphoric acid with non-oxyalkylene derivatives of C8-C 22 C is preferred 10 -C 22 Monoesters or diesters of alcohols, - Sulfate esters derived from saturated or aromatic alcohols, optionally substituted with one or more alkylene oxide (ethoxylated, propoxylated, ethpropoxylated) groups, wherein the sulfate functional group exists as a free acid or is partially or completely neutralized. As an example, more particularly examples of saturated or unsaturated C8-C... 20Sulfate esters obtained from alcohols may contain 1 to 8 oxyalkylene groups (ethoxylation, propoxylation, ethpropoxylation); sulfate esters obtained from oxyalkylene-substituted phenols may contain 1 to 3 saturated or unsaturated C2-C... 30 The hydroxycarbon groups are replaced, and the number of oxyalkylene groups is between 2 and 40; the sulfate ester obtained by oxyalkylene-substituted monostyrylphenol, stilbene-phenylphenol or tristyrylphenol, wherein the number of oxyalkylene groups varies between 2 and 40.

[0095] Anionic surfactants can be in acidic form (they are potentially anionic) or in a form partially or completely salted by a counterion. The counterion can be an alkali metal (such as sodium or potassium), an alkaline earth metal (such as calcium), or even a substance of formula N(R)4. + The ammonium ion, wherein the R group (same or different) represents a hydrogen atom or a C1-C4 alkyl group optionally replaced by an oxygen atom.

[0096] Advantageously, the anionic surfactant (iii) is selected from sulfate anionic surfactants.

[0097] Usable sulfate anionic surfactants contain at least one sulfate ion (-OSO3H or -OSO3). - ) Functional group.

[0098] 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.

[0099] The alkyl groups of these compounds contain 6 to 30 carbon atoms, particularly 8 to 28 carbon atoms, more preferably 10 to 24 carbon atoms, and in fact even 12 to 22 carbon atoms; the aryl groups preferably represent phenyl or benzyl groups.

[0100] These compounds may be oxyalkylene-containing, particularly oxyethylene-containing, and preferably contain 1 to 50 ethylene oxide units, more preferably 1 to 10 ethylene oxide units.

[0101] Preferably, the anionic surfactant (iii) is selected from alkyl ether sulfates.

[0102] More preferably, the anionic surfactant (iii) 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 average value of n is in the range of 1 to 10.

[0103] The compound of formula (IV) is an alkyl ether sulfate, which has a C-type alkyl residue. 10 -C 20 -alkyl, at C 10 -C 20 -A junction (AO) formed between the alkyl group and the sulfate group by 1 to 12, on average 1 to 10 C2-C3-epoxide units (AO). n - and the cation M as a counterion + .

[0104] In this context of equation (IV), the term "C" 10 -C 20 "-alkyl" refers to compounds that typically have 10 to 20 carbon atoms (C20-C20). 10 -C 20 -alkyl), especially 12 to 18 carbon atoms (C 12 -C 18 (-alkyl) Straight-chain or branched saturated alkyl groups.

[0105] C 10 -C 20Suitable examples 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-heptadecanyl, n-octadecyl, n-nonadecanyl, and n-eicosyl, and their branched isomers, also known as iso-isomers, such as isodeyl, for example, 2-methyl-1-nonyl, 8-methyl-1-nonyl, 3,5-dimethyloctyl, 5,7-dimethyloctyl, 2,4,6-trimethylheptyl, and 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, tetramethylnonyl isomers (such as 2,4,6,8-tetramethyl-1-nonyl, 3,4,6,8-tetramethyl-1-nonyl, tetra ... -1-Nonyl), pentamethyloctyl isomer and 5-ethyl-4,7-dimethyl-1-nonyl; isotetradecyl, for example, 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 isoeicosemyl.

[0106] In a preferred embodiment, R is C 12 -C 14 .

[0107] 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.

[0108] In formula (IV), the variable n is a positive natural number from 1 to 10, particularly in the range of 1 to 8, especially in the range of 1 to 7, i.e., n is 1, 2, 3, 4, 5, 6, or 7. The compounds of formula (IV) are generally mixtures of compounds with different n values. The average value of n is generally 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 number average value of the repeating unit AO in each molecule, i.e., the relative molar amount of the repeating unit AO relative to R, i.e., this average value is a number average value.

[0109] In compounds of formula (IV), the group R can be the same, that is, all molecules of formula (IV) or at least 95 mol% of the molecules have the same group R. In compounds of formula (IV), the group R can be different, that is, the compounds of formula (IV) are a mixture of compounds with different groups R. The difference in R may arise from different isomers of the corresponding group R having the same number of carbon atoms, or from differences in the number of carbon atoms in group R, or both.

[0110] Specifically, based on the total weight of the alkyl groups R present in the compounds of formula (IV), group R comprises at least 40% by weight, more particularly at least 50% by weight, or at most 100% by weight, of alkyl groups R (C12-14 carbon atoms). 12 -C 14 -alkyl).

[0111] In the compound of formula (IV), the cation M + It can be any cation suitable for agricultural use. The cation can be monovalent, meaning it carries only one cationic charge, or polyvalent, meaning it carries more than one cationic 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) cations. + ); and cations based on organic amines. Preferably, M + It refers to monovalent cations.

[0112] Cation M + Suitable 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.

[0113] In one embodiment, cation M + For H 4-m NR 1 m + , where R 1 The cation M is selected from alkyl groups having preferably 1 to 4 carbon atoms, OH-substituted alkyl groups having preferably 2 to 4 carbon atoms, such as CH2CH2OH and CH2CH(OH)CH3, and m is an integer in the range of 1 to 4, particularly 1, 2 or 3. In one embodiment, 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.

[0114] 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.

[0115] Even more preferably, the anionic surfactant (iii) is selected from (C 12 -C 14 Alkyl ether sulfates; even more preferably sodium lauryl ether sulfate, hydroxyethyl ammonium lauryl ether sulfate, and mixtures thereof.

[0116] Preferably, the anionic surfactant (iii) is contained in the aqueous phase of the composition.

[0117] Preferably, the total amount of anionic surfactant (iii) relative to the total amount of the composition is 1 to 300 g / L (g anionic surfactant (iii) / L composition), more preferably 30 to 250 g / L, even more preferably 80 to 220 g / L, more preferably 100 to 200 g / L, and even more preferably 120 to 180 g / L.

[0118] Preferably, the total amount of sulfate anionic surfactant is 1 to 300 g / L (g sulfate anionic surfactant (iii) / L composition) relative to the total amount of the composition, more preferably 30 to 250 g / L, even more preferably 80 to 220 g / L, more preferably 100 to 200 g / L, and even more preferably 120 to 180 g / L.

[0119] Preferably, the total amount of alkyl ether sulfate anionic surfactant relative to the total amount of the composition is 1 to 300 g / L (g alkyl ether sulfate anionic surfactant (iii) / L composition), more preferably 30 to 250 g / L, even more preferably 80 to 220 g / L, more preferably 100 to 200 g / L, and even more preferably 120 to 180 g / L.

[0120] Preferably, the total amount of the anionic surfactant of formula (IV) is 1 to 300 g / L (gram of anionic surfactant (iii) of formula (IV) / L composition) relative to the total amount of the composition, more preferably 30 to 250 g / L, even more preferably 80 to 220 g / L, more preferably 100 to 200 g / L, and even more preferably 120 to 180 g / L.

[0121] Preferably, relative to the total amount of the composition, (C 12 -C 14 The total amount of alkyl ether sulfate anionic surfactants is 1 to 300 g / L (grams (C)). 12 -C 14 (iii) alkyl ether sulfate anionic surfactant (iii) / L composition), more preferably 30 to 250 g / L, even more preferably 80 to 220 g / L, more preferably 100 to 200 g / L, even more preferably 120 to 180 g / L.

[0122] Preferably, the total content of anionic surfactant (iii) relative to the total weight of the composition is in the range of 1% to 30% by weight, more preferably 3% to 30% by weight, more preferably 7% to 20% by weight, even more preferably 9% to 18% by weight, and even more preferably 11% to 16% by weight.

[0123] Preferably, the total content of sulfate anionic surfactant relative to the total weight of the composition is in the range of 1% to 30% by weight, more preferably 3% to 30% by weight, more preferably 7% to 20% by weight, even more preferably 9% to 18% by weight, and even more preferably 11% to 16% by weight.

[0124] 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% to 30% by weight, more preferably 3% to 30% by weight, more preferably 7% to 20% by weight, even more preferably 9% to 18% by weight, and even more preferably 11% to 16% by weight.

[0125] Preferably, the total content of the anionic surfactant of formula (IV) is in the range of 1% to 30% by weight, more preferably 3% to 30% by weight, more preferably 7% to 20% by weight, even more preferably 9% to 18% by weight, and even more preferably 11% to 16% by weight, relative to the total weight of the composition.

[0126] Preferably, relative to the total weight of the composition, (C 12 -C 14 The total content of alkyl ether sulfate anionic surfactant is in the range of 1% to 30% by weight, more preferably 3% to 30% by weight, more preferably 7% to 20% by weight, even more preferably 9% to 18% by weight, and even more preferably 11% to 16% by weight.

[0127] Surfactant mixture (M) The composition according to the invention comprises 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.

[0128] Preferably, the surfactant mixture (M) is in the oil phase of the composition.

[0129] According to the present invention, the anionic surfactant (iii) is not part of the surfactant mixture (M).

[0130] More preferably, the anionic surfactant (iii) is in the aqueous phase of the composition, and / or the surfactant mixture (M) is in the oil phase.

[0131] The surfactant mixture (M) comprises at least one nonionic surfactant a selected from oxyalkylene fatty alcohols, preferably oxyethylene fatty alcohols.

[0132] Preferably, the oxyalkylene fatty alcohols that can be used include: - Straight-chain or branched hydrocarbon chains having 8 to 30, more preferably 10 to 20, or even more preferably 10 to 14 carbon atoms, and - 1 to 50, more preferably 2 to 15, and even more preferably 5 to 10 alkyl oxide groups, such as ethylene oxide and / or propylene oxide groups, more preferably ethylene oxide groups.

[0133] Available nonionic surfactants a) particularly for the following products, all of which are sold by Solvay: - Rhodasurf® BC 610: Ethoxylated tridecyl alcohol, 6EO - Rhodasurf ® 860 / P: Ethoxylated isodecanol, 6 EO - Rhodasurf ® TDA 8.5: Ethoxylated isotridecyl alcohol, 8.5 EO - Rhodasurf ® BC 630: Ethoxylated tridecyl alcohol, 7 EO - Rhodasurf ® BC 720: Ethoxylated tridecyl alcohol, 10 EO - Rhodasurf ® BC 840: Ethoxylated tridecyl alcohol, 15 EO.

[0134] Preferably, the hydrophilic-lipophilic balance (HLB) of the oxyalkylene fatty alcohol (a) is in the range of 8 to 16; more preferably 9 to 15; even more preferably 10 to 14; or even more preferably 11 to 13.

[0135] 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 and is described in, for example, "..." The HLB system. A time-saving guide to Emulsifier Selection "(Published by ICI Americas Inc., 1984). For the purposes of this invention, the HLB of ionic surfactants is preferably determined by the Davies method, while the HLB of nonionic surfactants is preferably determined by the Griffin's method."

[0136] 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 containing 8 to 30, more preferably 10 to 20, even more preferably 10 to 14 carbon atoms and 1 to 50, preferably 1 to 30, more preferably 2 to 15, even more preferably 5 to 10, and still more preferably 5 to 7 ethylene oxide groups.

[0137] Preferably, the total amount of alkylene oxide fatty alcohol (a) is 1 to 60 g / L (g alkylene oxide fatty alcohol / L composition) relative to the total amount of the composition, preferably 2 to 50 g / L, more preferably 5 to 40 g / L, even more preferably 10 to 30 g / L, more preferably 12 to 25 g / L, and even more preferably 13 to 20 g / L.

[0138] Preferably, the total amount of oxyethylated fatty alcohol (a) is 1 to 60 g / L (g oxyethylated fatty alcohol / L composition) relative to the total amount of the composition, preferably 2 to 50 g / L, more preferably 5 to 40 g / L, even more preferably 10 to 30 g / L, more preferably 12 to 25 g / L, and even more preferably 13 to 20 g / L.

[0139] Preferably, the total content of oxyalkylene fatty alcohol (a) is in the range of 0.1% to 10% by weight, more preferably 0.5% to 5% by weight, even more preferably 1% to 4% by weight, and even more preferably 1% to 3% by weight, relative to the total weight of the composition.

[0140] Preferably, the total content of oxyethylated fatty alcohol (a) is in the range of 0.1% to 10% by weight, more preferably 0.5% to 5% by weight, even more preferably 1% to 4% by weight, and even more preferably 1% to 3% by weight, relative to the total weight of the composition.

[0141] The surfactant mixture (M) contains at least one nonionic surfactant b selected from ethylene oxide and propylene oxide condensates.

[0142] Preferably, the nonionic surfactant b) is selected from diblock or triblock polymers, wherein the polymeric portion consists of ethylene oxide and propylene oxide.

[0143] For example, nonionic surfactants are AB, ABA, or BAB type block polymers containing polyethylene oxide (unit A) and propylene oxide (unit B), or ABC, ABAC, BABC, CABAC, or CBABC type block polymers containing polyethylene oxide, propylene oxide, and (C1-C8) alkanols or hydroxy (alkyl) aryl groups (unit C).

[0144] The average molar mass is advantageously at least 950 g / mol, preferably at least 2000 g / mol, typically between 2000 g / mol and 7000 g / mol, more preferably between 2000 g / mol and 4000 g / mol. The polyethylene oxide content 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.

[0145] According to a preferred embodiment of the invention, the ethylene oxide and propylene oxide condensate polymers that can be used in the compositions according to the invention have an average molar mass in the range of 850 to 15000 g / mol, more preferably in the range of 1200 to 10000 g / mol, more preferably in the range of 1500 to 6500 g / mol, and even more preferably in the range of 1500 to 5000 g / mol.

[0146] Preferably, the nonionic surfactant b) is selected from ethylene oxide and propylene oxide condensates 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 H, 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 H; 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, then b' is 0 and a is preferably between 2 and 150. When b' is not equal to 0, then a is 0 and b' is preferably between 2 and 100.

[0147] According to one embodiment of the present invention, a is 0 in formula (V).

[0148] According to another embodiment of the invention, b' in formula (V) is 0.

[0149] According to a particular embodiment of the present invention, both a and b' in formula (V) are 0.

[0150] According to a preferred embodiment of the present invention, in formula (V), R and R' both represent hydrogen atoms and b' is 0.

[0151] More preferably, the ethylene oxide and propylene oxide condensate b) is selected from poloxamer.

[0152] As used in this article, "poloxam" is a nonionic triblock copolymer containing a hydrophobic central chain of polyoxypropylene (i.e., poly(propylene oxide)) and two hydrophilic chains of polyoxyethylene (i.e., poly(ethylene oxide)).

[0153] According to a preferred embodiment of the present invention, the nonionic surfactant b) is a poloxamer selected from the following: 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, poloxamer 2... 31. 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.

[0154] According to a more preferred embodiment of the invention, the composition comprises at least one poloxamer as a nonionic surfactant (b), said poloxamer having an average molar mass between 2500 and 3000 g / mol and a polyethylene oxide content between 20% and 50% by weight, such as poloxamer 184, such as Antarax® L64 sold by Solvay.

[0155] Preferably, the hydrophilic-lipophilic balance (HLB) of the oxyalkylene fatty alcohol (a) is in the range of 4 to 20; more preferably 8 to 18; even more preferably in the range of 12 to 18; for example, 15.

[0156] Preferably, the total amount of ethylene oxide and propylene oxide condensate (b) is 5 to 200 g / L (g condensate / L composition) relative to the total amount of the composition, more preferably 7 to 100 g / L, even more preferably 10 to 50 g / L, and even more preferably 15 to 35 g / L.

[0157] 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 to 200 g / L (grams of the diblock or triblock polymer / liter of composition), more preferably 7 to 100 g / L, even more preferably 10 to 50 g / L, and even more preferably 15 to 35 g / L.

[0158] Preferably, the total amount of ethylene oxide and propylene oxide condensates of formula (V) is 5 to 200 g / L (g condensate / L composition) relative to the total amount of the composition, more preferably 7 to 100 g / L, even more preferably 10 to 50 g / L, and even more preferably 15 to 35 g / L.

[0159] Preferably, the total amount of poloxamer relative to the total amount of the composition is 5 to 200 g / L (gpoloxam / L composition), more preferably 7 to 100 g / L, even more preferably 10 to 50 g / L, and even more preferably 15 to 35 g / L.

[0160] Preferably, the total content of ethylene oxide and propylene oxide condensate (b) relative to the total weight of the composition is in the range of 0.4% to 20% by weight, more preferably 0.6% to 9% by weight, even more preferably 0.8% to 5% by weight, and even more preferably 1% to 4% by weight.

[0161] Preferably, relative to the total weight of the composition, the total content of the diblock or triblock polymer, wherein the polymeric portion is composed of ethylene oxide and propylene oxide, is in the range of 0.4% to 20% by weight, more preferably 0.6% to 9% by weight, even more preferably 0.8% to 5% by weight, and even more preferably 1% to 4% by weight.

[0162] Preferably, the total content of ethylene oxide and propylene oxide condensates of formula (V) is in the range of 0.4% to 20% by weight, more preferably 0.6% to 9% by weight, even more preferably 0.8% to 5% by weight, and even more preferably 1% to 4% by weight, relative to the total weight of the composition.

[0163] Preferably, the total content of poloxamer relative to the total weight of the composition is in the range of 0.4% to 20% by weight, more preferably 0.6% to 9% by weight, even more preferably 0.8% to 5% by weight, and even more preferably 1% to 4% by weight.

[0164] The surfactant mixture (M) contains at least one surfactant selected from phosphate ester surfactants (c).

[0165] According to the present invention, the phosphate ester surfactant (c) is different from the selected anionic surfactant (iii) and nonionic surfactant (a) described above.

[0166] Phosphate ester surfactants are well known. Phosphate esters as surfactant c) may be more particularly selected from those comprising: 1) at least one straight-chain or branched, saturated, unsaturated, or aromatic hydrocarbon group comprising 8 to 70 carbon atoms, preferably 10 to 40 carbon atoms, optionally substituted with at least one oxyalkylene group (ethoxylated, propoxylated, ethpropoxylated group); and 2) at least one phosphate ester group, which is monoesterified or diesterized such that it may have one or two free or partially or fully salinated groups.

[0167] 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.

[0168] Preferably, the phosphate surfactant may be selected from those of formula (VI) above or their agronomically acceptable salts: (VI) 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; provided that if n is greater than 1, then for each (C m H 2m O) Repeating units, m can be independently distinct, if n′ is greater than 1, then for each (C m′ H 2m′ O) Repeating units, m′ can be independently distinct, and * n and n′ are each an independent integer from 0 or 1 to approximately 25.

[0169] In one particular implementation, R1 and R2 are each independently H, (C4-C 22 )alkyl, (C4-C 22 Alkenyl, (C1-C6)alkylaryl or aryl(C1-C6)alkylaryl.

[0170] 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 an aryl (C1-C6)alkylaryl such as a tristyrylphenyl group.

[0171] In another embodiment, n and n′ are each independently 0 or an integer from 10 to 22, preferably n and n′ are integers from 14 to 22, more preferably from 14 to 18.

[0172] More preferably, the phosphate ester surfactant c) is selected from: - Phosphoric acid with oxyalkylene (preferably oxyethylene) monostyrylphenol, stilbene or tristyrylphenol monoesters and diesters; - Phosphoric acid with oxyalkylene (preferably oxyethylene) monoalkylphenol, dialkylphenol or trialkylphenol monoesters and diesters, which are optionally substituted with one to four alkyl groups; - Phosphoric acid with alkylene oxide (preferably ethylene oxide) C8-C 30 (Preferred C) 10 -C 22 C is better. 10 -C 18 Monoesters and diesters of aliphatic alcohols; - Phosphoric acid and non-oxyalkylene-substituted C8-C 30 (Preferred C) 10 -C 22 C is better. 10 -C 18 Monoesters and diesters of aliphatic alcohols; - Its salt, and - Its mixture.

[0173] Even more preferably, the phosphate ester surfactant c) is selected from: - Phosphoric acid with oxyalkylene (preferably oxyethylene) monostyrylphenol, stilbene or tristyrylphenol monoesters and diesters; - Phosphoric acid with alkylene oxide (preferably ethylene oxide) C8-C 30 (Preferred C) 10 -C 22 C is better. 10 -C 18 Monoesters and diesters of aliphatic alcohols; - Its salt, and - Its mixture.

[0174] More preferably, the phosphate surfactant c) is in salt form. More particularly, the phosphate surfactant c) is salted with a suitable base. Suitable bases include sodium hydroxide, potassium hydroxide, lithium hydroxide, ammonium hydroxide, 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, such as those in the range of 0.7 to 1.7, as determined by the nature of the salt.

[0175] 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-styrylphenol, stilbene-phenol, or tristyrylphenol, which are neutralized with triethanolamine salt.

[0176] According to another preferred embodiment of the invention, the phosphate surfactant c) is selected from acidic forms of ethoxylated tristyrylphenol phosphate, such as, for example, Soprophor. ® 3D33, Dispersogen ® LFH.

[0177] 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.

[0178] Preferably, the total amount of phosphate surfactant c) relative to the total amount of the composition is 5 to 150 g / L (grams of phosphate surfactant c) / liter of composition, more preferably 10 to 100 g / L, even more preferably 15 to 50 g / L, and even more preferably 20 to 30 g / L.

[0179] Preferably, relative to the total amount of the composition, the total amount of phosphoric acid and the monoesters and diesters (preferably neutralized with triethanolamine salt) of oxyalkylene-(preferably oxyethylene-)-monostyrylphenol, stilbene-phenol, or tristyrylphenol is 5 to 150 g / L (g ester / L composition), more preferably 10 to 100 g / L, even more preferably 15 to 50 g / L, and even more preferably 20 to 30 g / L.

[0180] Preferably, the total content of the phosphate ester surfactant (c) is in the range of 0.4% to 15% by weight, more preferably 0.9% to 10% by weight, even more preferably 1.2% to 5% by weight, and even more preferably 1.5% to 3.5% by weight, relative to the total weight of the composition.

[0181] 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) monostyrene, stilbene, or tristyrene is in the range of 0.4% to 15% by weight, more preferably 0.9% to 10% by weight, even more preferably 1.2% to 5% by weight, and even more preferably 1.5% to 3.5% by weight.

[0182] Advantageously, the surfactant mixture (M) is contained in the oil phase of the composition according to the invention.

[0183] According to a particular embodiment, the composition according to the invention does not contain any rheology modifiers, suspending agents or thickeners, such as xanthan gum, precipitated silica or fumed silica, or clays such as attapulgite.

[0184] According to the present invention, the composition is preferably used for agricultural purposes.

[0185] In addition to dimethyl phenoxychloride, dimethyl phenoxychloride-P, glufosinate, L-glufosinate and their salts, the compositions according to the present invention may also contain at least one other agricultural material.

[0186] Many agricultural materials are used in agriculture. They are also known as active plant protection products, active materials, or active substances.

[0187] As used herein, the term "agricultural material" refers specifically to active ingredients used in agricultural practices, including soil cultivation for growing crops. However, the use of agricultural materials is not limited to application to crops. Agricultural materials can be applied to any surface, for example, for cleaning or to promote or inhibit the growth of living organisms. Other non-crop applications include, but are not limited to, application to animals (e.g., livestock), application to turf and ornamental plants, and application to railway weeds.

[0188] Agricultural materials are typically products in pure or highly concentrated form, are generally insoluble in water, and are known to those skilled in the art.

[0189] Finding a suitable solvent to obtain a chemically and physically stable formulation can be extremely challenging, depending on the water solubility of the agricultural material and its loading in the target formulation.

[0190] For agricultural materials with low or relatively low water solubility, the use of appropriate solvents is therefore of concern for the preparation of concentrated liquid formulations. Such concentrated formulations of agricultural materials are typically diluted before agricultural use. Farmers usually dilute them by mixing agricultural chemicals with water.

[0191] Preferably, the additional agricultural material is at 25°C and atmospheric pressure (i.e., 1.013 x 10⁻⁶). 5The material below (Pa) is a water-insoluble agricultural material.

[0192] More preferably, the additional agricultural material is subjected to a temperature of 25°C and an atmospheric pressure (i.e., 1.013 x 10⁻⁶). 5 The water solubility at Pa) is strictly below 100 g / L, even more preferably strictly below 20 g / L, especially strictly below 5 g / L, for example strictly below 1 g / L, or even strictly below 0.2 g / L.

[0193] According to a particular embodiment of the invention, the additional agricultural material is subjected to a temperature of 25°C and an atmospheric pressure (i.e., 1.013 x 10⁻⁶). 5 The agricultural material is water-soluble at 25°C and atmospheric pressure (i.e., 1.013 x 10⁻⁶ Pa). More preferably, according to this embodiment, the additional agricultural material is water-soluble at 25°C and atmospheric pressure (i.e., 1.013 x 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.

[0194] Preferably, the additional agricultural material is selected from pesticides, nutrients, biostimulants, plant growth regulators, and mixtures thereof.

[0195] For example, these pesticides can be selected from herbicides, fungicides, insecticides, acaricides, algaecides, molluscicides, scabicides, nematicides, biocides, and rodenticides, excluding dimethyl phenoxychloride, dimethyl phenoxychloride-P, glufosinate, L-glufosinate and their salts.

[0196] Those skilled in the art are familiar with this type of pesticide. Specific examples of pesticides can be found in the book "Sittig's Handbook of Pesticides and Agricultural Chemicals", 2nd edition, William Andrew Publishing, 2015.

[0197] Nutrients are chemical elements and compounds that are desired or needed to promote or improve plant growth. Nutrients are usually described as macronutrients or micronutrients.

[0198] Suitable nutrients for use in the compositions according to the invention may be micronutrient compounds, preferably those that are solid or partially soluble at room temperature (20°C).

[0199] Micronutrients typically refer to trace metals or elements and are usually administered in low doses. Suitable micronutrients include trace elements selected from zinc, boron, chlorine, copper, iron, molybdenum, and manganese.

[0200] Micronutrients may be in soluble form or included as insoluble solids, and may be in the form of salts or chelates. Preferably, micronutrients are in the form of carbonates or oxides.

[0201] Preferably, the micronutrient may be selected from zinc, calcium, molybdenum, manganese, or magnesium. More preferably, the micronutrient used in the agrochemical formulation according to the invention may be selected from zinc oxide, manganese carbonate, manganese oxide, or calcium carbonate.

[0202] Macronutrients generally refer to those containing nitrogen, phosphorus, and potassium, and include 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.

[0203] 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 sulfate, 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: acidic forms of phosphorus such as phosphoric acid, pyrophosphate or polyphosphate, but more commonly salt forms such as ammonium phosphate, especially monoammonium phosphate, diammonium phosphate and polyphosphate, potassium phosphate, especially potassium dihydrogen phosphate and potassium polyphosphate. For those that use sulfur as a nutrient: ammonium sulfate and potassium sulfate, such as mixed sulfates with magnesium.

[0204] The term "biostimulant" is preferably intended to refer to compounds that can enhance metabolic or physiological processes such as respiration, photosynthesis, nucleic acid uptake, ion uptake, nutrient delivery, or combinations thereof.

[0205] Typically, this refers to substances or microorganisms that, when applied to seeds, plants, or the rhizosphere, can stimulate natural processes to enhance or benefit nutrient uptake, nutrient utilization efficiency, tolerance to abiotic stresses, or crop quality and yield.

[0206] Non-limiting examples of biostimulants include seaweed extracts (e.g., *Bombyx mori*), humic acid (e.g., potassium humate), fulvic acid, inositol, glycine, and combinations thereof.

[0207] 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, α-naphthaleneacetic acid K salt, β-naphthoxyacetic acid, p-chlorophenoxyacetic acid, dicamba, 2,4-dippropionic acid, 2,4,5-tetrapropionic acid, indole-3-acetic acid (IAA), indole-3-acetyl-DL-aspartate. Amino acid, indole-3-acetyl-DL-tryptophan, indole-3-acetyl-L-alanine, indole-3-acetyl-L-valine, indole-3-butyric acid (IBA), indole-3-butyric acid K salt, indole-3-propionic acid; α-naphthaleneacetic acid, indole-3-acetate methyl ester, naphthylacetamide, naphthaleneacetic acid (NAA), phenylacetic acid, picaridin, potassium naphthenate, sodium naphthenate, 4-hydroxyphenylethanol, 4-CPPU, 6-benzylaminopurine (BA), 6-(Y,Y-dimethylallylamino)purine (2iP), 2-iP-2HC1, adenine, adenine hemisulfate, benzyladenine, kinetin, meta-topolin, N6-benzoyladenine, N-benzyl-9-(2-tetrahydropyranyl)adenine (BP) A), N-(2-chloro-4-pyridyl)-N-phenylurea, gibberellin (GA3), gibberellin, gibberellin A4 + A7 (GA n)、 Ethylene and abscisic acid.

[0208] Several other agricultural materials can be combined in a composition according to the invention.

[0209] Preferably, relative to the total weight of the composition, the amount of agricultural materials in the composition, including dimethyl phenoxychloride, dimethyl phenoxychloride-P, glufosinate, L-glufosinate and their salts, is from 0.01% to 90% by weight, more preferably from 0.1% to 80% by weight; even more preferably from 0.5% to 70% by weight; and most preferably from 1% to 65% by weight, particularly from 5% to 60% by weight, for example from 10% to 40% by weight.

[0210] The composition according to the present invention is an aqueous emulsion concentrate (EW).

[0211] EW formulations consist of concentrated oil-in-water emulsions, intended to be diluted with a carrier (usually water) into a thinner emulsion form for field application when preparing spray mixtures.

[0212] The oil-in-water emulsion according to the invention advantageously comprises an aqueous phase as the continuous phase and an oil phase as the discontinuous phase. The oil phase typically forms droplets within the aqueous phase.

[0213] The average droplet size can be determined using laser diffraction particle size analysis, for example, using a Malvern Mastersizer 2000 or 3000. Further details can be found in the examples.

[0214] Preferably, the median droplet size value of the volumetric particle size distribution dv(50) is typically in the range of 0.1 to 3 μm, more preferably 0.2 to 2.5 μm, even more preferably 0.4 to 2.0 μm, and even more preferably 0.7 to 1.5 μm.

[0215] Preferably, the span index is in the range of 0.4 to 15; more preferably 0.5 to 10; even more preferably 0.8 to 5, and even more preferably in the range of 1 to 3.

[0216] 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, 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 to 60% by weight, preferably 10 to 50% by weight, more preferably 15 to 40% by weight of water.

[0217] The composition according to the invention may further contain at least one organic solvent different from the surfactants (iii), a), b) and c) described above; more preferably at least one non-oxygenated alkylene organic solvent.

[0218] 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 that may contain halogens, phosphorus, sulfur and / or nitrogen atoms and / or functional groups. - Carbocyclic or heterocyclic hydrocarbons, whether saturated, unsaturated, or aromatic, which 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 alkanes with branched or straight chains, like "white oil" or decahydronaphthalene; monoalkylbenzenes, dialkylbenzenes, or trialkylbenzenes or naphthalene, and those marketed under the trade name Solvesso. ® Compounds sold in standard, 150, 200 and ND grades; - Aliphatic, alicyclic, or aromatic monoesters, diesters, or triesters, such as alkyl alkylates, including methyl oleate; benzyl alkylates; alkyl benzoates; γ-butyrolactone; caprolactone; esters of glycerol and citrate; alkyl salicylates; phthalates; dibenzoates; acetoacetate; glycol ether acetates; dipropylene glycol diacetate; - Alkyl monophosphate, diphosphate or triphosphate, such as, for example, triethyl phosphate; tributyl phosphate; or tri(2-ethylhexyl) phosphate; - Aliphatic, alicyclic, or aromatic ketones, such as, for example, dialkyl ketones; benzyl ketones; fenestrate ketones; acetophenones; cyclohexanones; alkylcyclohexanones; - Aliphatic, alicyclic, or aromatic alcohols, such as, for example, glycerol; glycols; 2-ethylhexanol; cyclohexanol; benzyl alcohol; tetrahydrofurfuryl alcohol; - Aliphatic, alicyclic, or aromatic ethers, such as ethers of glycols (notably ethylene glycol and propylene glycol) and their polymers; diphenyl ethers, dipropylene glycol; monomethyl ethers or monobutyl ethers, monobutyl ethers of tripropylene glycol; 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, for example, alkyl dimethylamide, dimethyldecanoamide; - Alkyl urea; - Amines, such as, for example, alkanolamines, morpholine; N-alkyl-pyrrolidones; - Tetramethyl sulfone; - Dimethyl sulfoxide; - Halogenated alkane or halogenated aromatic solvents, such as, for example, chloroalkane or chlorobenzene.

[0219] Even more preferably, the composition further comprises at least one aliphatic, alicyclic, or aromatic alcohol different from the surfactants (iii), 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.

[0220] Preferably, the total amount of organic solvents, which are different from the surfactants (iii), a), b) and c) described above, is 1 to 150 g / L (g solvent / L composition) relative to the total amount of the composition, more preferably 10 to 100 g / L, and even more preferably 40 to 90 g / L.

[0221] Preferably, the total amount of glycerol is 1 to 150 g / L (g solvent / L composition) relative to the total amount of the composition, more preferably 10 to 100 g / L, and even more preferably 40 to 90 g / L.

[0222] Preferably, the total content of organic solvents other than the surfactants (iii), a), b) and c) described above is in the range of 0.1% to 20% by weight, more preferably 0.1% to 14% by weight, even more preferably 1% to 10% by weight, and even more preferably 3% to 8% by weight, relative to the total weight of the composition.

[0223] Preferably, the total content of glycerol relative to the total weight of the composition is in the range of 0.1% to 20% by weight, more preferably 0.1% to 14% by weight, even more preferably 1% to 10% by weight, and even more preferably 3% to 8% by weight.

[0224] According to a preferred embodiment of the invention, the aqueous phase of the composition further comprises at least one solvent selected from aliphatic, alicyclic, or aromatic alcohols other than the surfactants (iii), a), b), and c) described above; preferably selected from aliphatic (C1-C8) alcohols, such as glycerol or n-octanol.

[0225] Preferably, the total amount of aqueous solvent, which is different from the surfactants (iii), a), b) and c) described above, is 1 to 150 g / L (g solvent / L composition) relative to the total amount of the composition, more preferably 10 to 100 g / L, and even more preferably 40 to 90 g / L.

[0226] 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 such as alkanes, monoalkyl, dialkyl or trialkylbenzenes or naphthalenes and aromatic ketones such as acetophenone, amides such as alkyl dimethylamide and mixtures thereof.

[0227] Preferably, the total amount of oil phase solvent is 1 to 150 g / L (g solvent / L composition) relative to the total amount of the composition, more preferably 10 to 100 g / L, and even more preferably 40 to 90 g / L.

[0228] According to the present invention, the "non-aqueous miscible organic solvent" is a solvent that is soluble in water at 25°C and atmospheric pressure (i.e., 1.013 x 10⁻⁶). 5 The water solubility at (Pa) is advantageously strictly below 2 g / L ( g solvent / L water Organic solvents with a concentration strictly below 1.5 g / L, more preferably strictly below 1 g / L, even more preferably strictly below 0.5 g / L, and even more preferably strictly below 0.1 g / L.

[0229] The compositions according to the present 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-derived fatty alcohol or fatty acid, such as Alkamuls, a product sold by Solvay. ®OL700, alkanolamide, polymers, etc.

[0230] The compositions according to the invention may also contain one or more additives different from the foregoing components, preferably selected from viscosity modifiers, suspending agents, antifoaming agents and defoamers (especially silicone antifoaming agents and defoamers), anti-rebound agents, anti-leaching agents, penetrating adjuvants, inert fillers (especially mineral fillers), binders, diluents, antifreeze agents, stabilizers, dyes, emetics, adhesives (adhesion promoters), dispersants, preservatives and / or antimicrobial agents.

[0231] Each additive may be present in the composition according to the invention in an amount ranging from 0% to 20% by weight, more preferably from 0% to 10% by weight, relative to the total weight of the composition. Each additive may be present in the composition according to the invention, for example, in an amount ranging from 0.1% to 20% by weight, particularly from 0.1% to 10% by weight, relative to the total weight of the composition. Each additive may be present in the composition according to the invention, preferably in an amount ranging from 0% to 5% by weight, and preferably from 0.1% to 5% by weight, relative to the total weight of the composition. Those skilled in the art will be able to select these optional additives and their amounts such that they do not impair the properties of the composition according to the invention.

[0232] 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 to 5; more preferably 1.1 to 4; even more preferably 1.5 to 3.5; and even more preferably 2 to 3.

[0233] The compositions according to the invention can exhibit non-Newtonian "shear-thinning" viscosity, i.e., the viscosity decreases with increasing shear stress within a given range of shear stress. Two recognized categories of flow behavior are plastic flow behavior and pseudoplastic flow behavior, both of which include shear-thinning flow behavior.

[0234] 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 the composition exhibiting a characteristic "yield stress," i.e., the minimum shear stress required to initiate flow, and exhibiting shear-thinning behavior within a certain range of shear stress above the yield stress. A plastic composition does not flow when subjected to shear stress below its yield stress, but flows when subjected to shear stress above its yield stress. In the intermediate range of shear stress above its yield stress, the composition typically exhibits non-Newtonian viscosity, with viscosity decreasing with increasing shear stress, i.e., shear-thinning behavior. At shear stresses above this intermediate range, the composition may exhibit viscosity that does not change with shear stress, i.e., Newtonian flow behavior.

[0235] 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 the viscosity of the composition that decreases with increasing shear stress, i.e., shear thinning behavior.

[0236] In each case, the composition exhibiting plastic or pseudoplastic rheological properties resists flow under low shear stress, but when subjected to elevated shear stress (such as shaking in a bottle or squeezing through an orifice), the composition will flow and can be readily pumped, poured, or otherwise dispensed from the container. Typically, settling or storage conditions are low-shear processes with shear rates around 10⁻⁶. -6 Countdown seconds (1 / s or equivalent s) -1 (approximately 0.01 s) -1 Within the range of [specific parameters], pumping or dumping is a relatively high shear process, with shear rates greater than or equal to approximately 1 s⁻¹. -1 More typically 100 s -1 up to 1000 s -1 Within the range.

[0237] For example, the viscosity of a composition can be measured at 20°C using a Brookfield RV viscometer (Ametek) equipped with rotors No. 2, 3, or 4, after rotating at 20 revolutions per minute (“rpm”) for 1 minute.

[0238] Preferably, at 20°C and atmospheric pressure (1.013 x 10⁻⁶), 5 The composition according to the invention, in the form of an aqueous emulsion concentrate (EW), measured at 20 rpm using a Brookfield RV viscometer, 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 800 to 2500 mPa·s, for example 1000 to 2000 mPa·s, thereby achieving good pourability.

[0239] Viscosity can also be measured using a standard controlled stress rheometer, such as the ARG2 (TAInstruments, Surrey, Great Britain) controlled stress rheometer equipped with a rotor-cylinder (diameter: 14 mm; cylinder immersion height: 42 mm) / stator (diameter: 15 mm) geometry and a 4 mm gap. Shear rate scans can be performed at 10... -3 s -1 up to 200 s -1 The tests were conducted at 20°C, with 10 points taken every ten octaves, and a stabilization time of 1 minute was allowed. The static yield stress value was determined as the shear stress applied when the viscosity began to decrease.

[0240] Preferably, a standard controlled stress rheometer is used at 10 s. -1 The compositions of the present invention exhibit viscosity in the range of 300 to 4500 mPa·s, preferably 450 to 4000 mPa·s, more preferably 600 to 3500 mPa·s, even more preferably 800 to 3000 mPa·s, and particularly 1000 to 2500 mPa·s, thereby advantageously achieving good pourability.

[0241] Preferably, a standard controlled stress rheometer is used at 100 s. -1 The compositions of the present invention exhibit viscosity in the range of 400 to 2000 mPa·s, preferably 450 to 1800 mPa·s, more preferably 500 to 1600 mPa·s, even more preferably 550 to 1400 mPa·s, and particularly 600 to 1200 mPa·s, thereby advantageously achieving good pouring and / or pumping capacity at high shear rates.

[0242] Preferably, the composition of the present invention exhibits a yield stress value between 0.5 and 5 Pa, more preferably between 0.6 and 4 Pa, even more preferably between 0.7 and 3 Pa, more preferably between 0.8 and 2.5 Pa, and even more preferably between 0.9 and 2 Pa.

[0243] According to a particular embodiment of the invention, after the composition according to the invention is diluted to the desired concentration by the end user, it is subjected to [a process] at 20°C and atmospheric pressure (1.013 x 10⁻⁶). 5 The viscosity of the diluted composition was measured at 20 rpm using a Brookfield RV viscometer at 20 rpm. Preferably, it was less than 300 mPa·s; more preferably less than 200 mPa·s; and even more preferably less than 100 mPa·s, thereby advantageously achieving a good viscosity after dilution.

[0244] The term "good viscosity after dilution" refers to a composition that, after dilution in water to the target application rate, exhibits good flowability and good sprayability after application. In other words, it refers to a composition with a suitable viscosity after dilution to the target application rate, at 20°C and atmospheric pressure (1.013 x 10⁻⁶). 5 The viscosity was measured at 20 rpm using a Brookfield RV viscometer at 300 cP (i.e., 300 mPa·s), preferably less than 300 cP, more preferably less than 200 cP, and even more preferably less than 100 cP.

[0245] 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 (such as after two weeks of storage at 54°C, as described in standard CIPAC MT46.3). The compositions of the invention, in particular, do not show signs of instability such as phase separation, dehydration shrinkage, flocculation, sedimentation, emulsification, or the presence of macroscopic oil droplets on the sample surface.

[0246] Advantageously, the compositions according to the invention are in the form of an aqueous emulsion concentrate (EW) that, when diluted in water at a target utilization rate, exhibit satisfactory emulsifying properties and emulsion characteristics (including emulsion stability), as described in CIPAC MT 36.3. In particular, the EW composition, diluted at the target utilization rate, for example in water of controlled hardness CIPAC D, CIPAC C, or CIPAC A, should not exhibit more than 2 ml of cream after standing at 30°C or 20°C for 30 minutes or 2 hours, and should be oil-free or contain only trace amounts of oil.

[0247] In one embodiment, the first and second herbicides, also referred to as the active ingredients or active substances, are chemically stable. Chemical stability refers to the fact that the active ingredient does not significantly degrade when stored for extended periods and / or under higher temperature conditions (accelerated conditions).

[0248] In this article, "insignificant degradation" means that the degradation is less than 10% after storage at 54°C for 2 weeks, preferably less than 5%.

[0249] In one embodiment, the composition of the present invention is barrel-compatible.

[0250] Advantageously, the composition is in the form of an oil-in-water emulsion (EW) comprising: An aqueous phase, wherein the aqueous phase contains: (i) at least one first herbicide selected from glufosinate, L-glufosinate, or an agronomically acceptable salt thereof, and (iii) At least one anionic surfactant, - An oil phase, wherein the oil phase contains: (ii) at least one second herbicide selected from dimethyl phenoxychloride, dimethyl phenoxychloride-P, or mixtures thereof, and (iv) Contains a mixture of the following surfactants (M): 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.

[0251] According to a preferred embodiment of the invention, the composition is in the form of an oil-in-water emulsion (EW) and comprises: (i) at least one first herbicide selected from L-glufosinate or its agronomically acceptable salt. (ii) Dimethylphenidate-P (iii) at least one anionic surfactant, and (iv) Contains a mixture of the following surfactants (M): 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, preferably having formula (VI).

[0252] 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 first herbicide selected from L-glufosinate or its agronomically acceptable salt. (ii) Dimethylphenidate-P (iii) at least one sulfate anionic surfactant, preferably at least one alkyl ether sulfate surfactant, and (iv) Contains a mixture of the following surfactants (M): a. At least one nonionic surfactant selected from oxyalkylene fatty alcohols, preferably oxyethylene fatty alcohols. b. At least one nonionic surfactant selected from diblock or triblock polymers, wherein the polymeric moiety consists of ethylene oxide and propylene oxide, such as poloxamer, and c. At least one phosphate ester surfactant selected from the acidic forms or salts of phosphate and oxyalkylene-(preferably oxyethylene-)mono-styrylphenol, stilbene-styrylphenol, or tristyrylphenol monoesters and diesters.

[0253] 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 first herbicide selected from L-glufosinate or its agronomically acceptable salt. (ii) Dimethylphenidate-P (iii) At least one alkyl ether sulfate surfactant, preferably selected from alkyl ether sulfate surfactants of formula (IV) as described above, and (iv) Contains a mixture of the following surfactants (M): a. At least one nonionic surfactant selected from oxyethylated fatty alcohols, said oxyethylated fatty alcohol comprising a straight-chain or branched hydrocarbon chain having 8 to 30, preferably 10 to 20, even more preferably 10 to 14 carbon atoms, and 1 to 50, preferably 1 to 30, even more preferably 2 to 15, even more preferably 5 to 10, and still more preferably 5 to 7 ethylene oxide groups. b. At least one nonionic surfactant selected from diblock or triblock polymers, wherein the polymeric moiety consists of ethylene oxide and propylene oxide, such as poloxamer, and c. At least one phosphate ester surfactant selected from the triethanolamine salt of a mono- and diester of phosphoric acid with oxyalkylene (preferably oxyethylene) monostyrene, stilbene, or tristyrene.

[0254] According to one embodiment of the present invention, the composition is in the form of an oil-in-water emulsion (EW) and comprises: (i) at least one first herbicide selected from L-glufosinate or its agronomically acceptable salt. (ii) Dimethylphenidate-P (iii) At least one alkyl ether sulfate surfactant, preferably selected from alkyl ether sulfate surfactants of formula (IV) as described above, and (iv) Contains a mixture of the following surfactants (M): a. At least one nonionic surfactant selected from oxyethylated fatty alcohols, said oxyethylated fatty alcohol comprising a straight-chain or branched hydrocarbon chain having 8 to 30, preferably 10 to 20, even more preferably 10 to 14 carbon atoms, and 1 to 50, preferably 1 to 30, even more preferably 2 to 15, even more preferably 5 to 10, and still more preferably 5 to 7 ethylene oxide groups. b. At least one nonionic surfactant selected from diblock or triblock polymers, wherein the polymeric moiety consists of ethylene oxide and propylene oxide, such as poloxamer, and c. At least one phosphate ester surfactant selected from the acidic forms of mono- and diesters of phosphoric acid with oxyalkylene (preferably oxyethylene) monostyrene, stilbene, or tristyrene.

[0255] The compositions according to the invention can be used to kill or inhibit pests and / or remove and / or inhibit the growth of unwanted plants.

[0256] 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.

[0257] Users typically apply the compositions according to the invention from pre-dose devices, backpack sprayers, spray cans, spray aircraft, or irrigation systems. Generally, the compositions are formulated with water, buffers, and / or other adjuvants to the desired application concentration, thus obtaining the ready-to-use spray or agricultural chemical mixture according to the invention. Typically, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray are applied per hectare of agriculturally useful area.

[0258] This invention also relates to the use of compositions as defined herein in non-selective weed control programs, in industrial vegetation management and forestry, in vegetables and perennial crops, and in turf and green spaces for the control of unwanted vegetation, wherein the compositions of this invention can be applied pre- or post-emergence, i.e., before, during, and / or after the emergence of unwanted plants. Preferably, they are applied as post-emergence treatments, i.e., during and / or after the emergence of unwanted plants. In this document, the compositions of this invention are applied to the site where the crop will be planted before crop planting or emergence.

[0259] Therefore, the present invention also relates to a method for the degenerative treatment of undesirable vegetation in crops, comprising applying the composition of the present invention to the site where the crop will be planted (or sown) or before crop planting (or emergence). In this document, the composition of the present invention is applied to undesirable vegetation or its location.

[0260] Therefore, the present invention relates to a method for controlling unwanted vegetation, the method comprising applying the composition of the invention to a location where unwanted vegetation exists or is expected to exist, wherein the application may be carried out before, during and / or after the emergence of unwanted vegetation, preferably during and / or after emergence.

[0261] As used in this article, the terms “prevention and control” and “resistance” are synonymous.

[0262] As used herein, the terms “undesirable vegetation,” “undesirable species,” “undesirable plant,” “harmful plant,” “undesirable weed,” or “harmful weed” are synonymous.

[0263] As used in this article, the term "site" refers to an area where vegetation or plants are growing or will grow, typically in a field.

[0264] In such non-selective weed control programs, the compositions of the present invention can be applied before or after sowing (planting) of the crop, but before emergence (especially before sowing). The compositions of the present invention are preferably applied before sowing. For non-selective treatment, the compositions of the present invention are typically applied at a date up to 9 months, often up to 6 months, and preferably up to 4 months before planting the crop. Non-selective application can be carried out at a date up to 1 day before emergence, and preferably before sowing / planting, preferably at least 1 day, preferably at least 2 days, especially up to 4 days before planting, or 6 months to 1 day before emergence, especially 4 months to 2 days before emergence, more preferably 4 months to 4 days before emergence. Of course, the non-selective application can be repeated once or multiple times within this timeframe, for example, once, twice, three times, four times, or five times.

[0265] A particular benefit of the compositions of the present invention is their excellent post-emergence weed control activity, i.e., they exhibit good weed control activity against emerging unwanted plants. Therefore, in a preferred embodiment of the invention, the compositions are applied after the emergence of unwanted plants, i.e., during and / or after emergence. Post-emergence application of the compositions of the present invention during the period from the onset of leaf development to flowering of the unwanted plants is particularly advantageous. The compositions of the present invention are particularly suitable for controlling unwanted vegetation that has developed to a state difficult to control with conventional non-selective mixtures, i.e., when individual weeds are taller than 10 cm (4 inches) or even more than 15 cm (6 inches), and / or are suitable for heavily infested weed populations.

[0266] In post-emergence treatment of plants, the composition of the present invention is preferably applied by foliar application.

[0267] If certain crops are poorly tolerant of the active compound, an application technique involving spraying the herbicidal composition using a spraying device can be employed. This method minimizes contact with the leaves of sensitive crops, allowing the active compound to reach the leaves of unwanted plants growing below or the exposed soil surface (directed spraying, inter-row spraying). Additionally, a spray shield can be used.

[0268] Application can be achieved through conventional spraying techniques, such as using water as a carrier, with the amount of spray mixture typically ranging from 10 to 2000 L / ha, particularly 50 to 1000 L / ha.

[0269] The desired application rate of the composition containing the active compound depends on the density of the undesired vegetation, the developmental stage of the plant, the climatic conditions of the location where the composition is applied, and the method of application. Typically, the application rate of the composition is 55 to 6000 g / ha, preferably 100 to 5000 g / ha, 200 to 4000 g / ha, and more preferably 300 to 3000 g / ha of active material (ai).

[0270] Furthermore, the compositions of the present invention exhibit sustained herbicidal activity even under harsh climatic conditions, allowing for more flexible application in non-selective application and minimizing the risk of weed escape. In addition, the compositions of the present invention demonstrate excellent crop compatibility with certain conventional crops and herbicide-tolerant crops; that is, their use in these crops results in reduced herbicide damage and / or no increase in herbicide damage. Therefore, the compositions of the present invention can also be applied after crop emergence. Furthermore, the compositions of the present invention exhibit an accelerating effect on harmful plants; that is, they may cause damage to harmful plants more quickly than individual components.

[0271] Whether alone or in the method of the present invention, the compositions of the present invention are suitable for controlling a large number of harmful plants in crops, including monocotyledonous weeds, particularly annual weeds such as grass weeds (Poaceae weeds), including species of the genus *Echinochloa* such as *Echinochloa crusgalli* var. *crus-galli*, *Echinochloa alteri* (Pursh) Heller, *Echinochloa colona*, *Echinochloa pavonis*, and *Echinochloa oryzicola*; and species of the genus *Digitaria* such as *Digitaria sanguinalis*, *Digitaria horizontalis*, *Digitaria insularis*, or *Digitaria nakedina*. crabgrass / Digitarianuda); *Setaria* species, such as green foxtail / Setariaviridis, giant foxtail / Setaria faberii, golden foxtail (Setaria glauca or Setaria pumila) or thorny foxtail (Setaria verticillata); *Sorghum* species, such as johnsongrass (false sorghum (Sorghumhalepense Pers)).)); species of the genus *Avena*, such as wild oats (*Avena fatua*), unfruitful wild oats (*Avenasterillis*), or rough-haired oats (*Avena strigosa*); species of the genus *Cenchrus*, such as field sandbur (*Cenchrus pauciflorus*) or thorny grass (*Cenchrus echinatus*); species of the genus *Bromus*, such as Japanese bromegrass (*Bromus japonicus* Thunb), sterile bromegrass (*Bromus sterilis*), or drought-resistant bromegrass (*Bromus tectorum*); species of the genus *Lolium*; species of the genus *Phalaris*, such as brachystachys and small bromegrass (*Phalaris*). minor) or Phalarispersicaria; species of the genus *Phanaris*; species of the genus *Phanaris*, such as fallpanicum (*Panicum dichotomiflorum*), brown-topped millet (*Panicum fasciculatum*), or large millet (*Panicum maximum*); species of the genus *Phanaris*; annual bluegrass (*Poaannua*); species of the genus *Alopecurus*, such as blackgrass (*Alopecurus myosuroides*), brown-spotted bluegrass (*Alopecurus aequalis* Sobol), or Japanese bluegrass (*Alopecurus japonicus* Steud); species of the genus *Aegilops*, such as cylindrical goatgrass (*Aegilops cylindrica*) or rough goatgrass (*Aegylops tauschii*); Apera spicaventi; Eleusine indica; Cynodon dactylon dactylon); thatch grass (couch grass) (Agropyron repens or Elymus repens); small chaff grass (Agrostis alba); purslane grass (Beckmannia syzigachne (Steud)).Fernald); species of the genus *Chloris virgata*; species of the genus *Commelina*, such as *Commelina benghalensis*, *Commelina communis*, *Commelina diffusa*, or *Commelina erecta*; *Dactyloctenium aegyptium*; *Hordeum jubatum*, *Hordeum leporinum*; *Imperata cylindrica*; *Ischaemum rogusum*, *Ixophorus unisetus*; *Leerisa hexandra*; *Leersia japonica*; species of the genus *Leptochloa*, such as *Leptochloa chinensis*, *Leptochloa clump-forming*. fascicularis, Leptochloa filiformis, or Leptochloa panicoides; species of the genus Lolium, such as multiflorum, perennial, persicum, or rigid ryegrass (Lolium rigidum); Luziola subintegra; Murdannia nudiflora (L.) Brenan; Oryzalatifolia, Oryzarufipogon; Paspalum distichum, Paspalum genus; Pennisetum americanum, Pennisetum purpureum; Phleumpaniculatum; Phragmites Australia); Poa fugax. N.; species of the genus Poa, such as Poa fugax or Poa fugax L.; Puccinellia distans; Rottboellia cochinchinensis; Sclerochloa kengiana (Ohwi) Tzvel.); *Trichloris crinita*; species of the genera *Brachiaria* or *Brachiaria*, such as *Brachiaria decumbens*, *Brachiaria plantaginea*, and *Brachiaria platyphylla*; *Urochloapanicoides*, *Urochloa ramosa*, etc.

[0272] L-glufosinate alone, as well as mixtures of the present invention, are also suitable for controlling large numbers of dicotyledonous weeds, particularly broadleaf weeds, including Polygonum species such as wild buckwheat (Polygonum convolvolus), Pennsylvania Polygonum, spring Polygonum (Polygonum persicaria), or prostrateknotweed (Polygonum aviculare); Amaranth species such as lambsquarters (Amaranthus retroflexus), long-awned Amaranth (Amaranthus palmeri), tallwaterhemp (Amaranthus tuberculatus or western Amaranthus rudis), red-rooted Amaranth (Amaranthus retroflexus), and green amaranth (Amaranthus rudis). hybridus), purple amaranth (Amaranthus lividus), prickly amaranth (Amaranthus spinosus) or Amaranthus quitensis; species of the genus *Chenopodium*, such as common quinoa (Chenopodium album L.), small-leaved quinoa (Chenopodium serotinum) or Quinoa (Chenopodium quinoa); species of the genus *Acanthospermum*, such as prickly sida / Sida spinosa L.; species of the genus *Ambrosia*, such as common quinoa (*Ambrosia artemisiifolia*) or giant quinoa (*Ambrosia trifida*); species of the genus *Acanthospermum*; species of the genus *Anthemis*, such as field quinoa (*Anthemis*). arvensis or Anthemis cotula; Atriplex species; Cirsium species, such as Cirsium arvense; Convolvulus species, such as field bindweed / Convolvulus arvensis;Species of the genus *Conyza*, such as *Conyza canadensis* / *Erigeroncanadensis* or *Conyza bonariensis* / *Erigeronbonariensis*; species of the genus *Cassia*; species of the genus *Datura*, such as *jimsonweed* (*Datura stramonium*); species of the genus *Euphorbia*, such as *Euphorbia dentata*, *Euphorbia biahirta*, *Euphorbia helioscopia*, or *Euphorbia heterophylla*; species of the genus *Geranium*. Species such as *Geranium donianum* or *Geranium pusillum*; *Galinsogaspecies*; *Ipomoea* species; *Lamium* species such as *henbit dead-nettle* / *Lamium amplexicaule*; *Malva* species such as *Malva neglecta* or *Malwaparviflora*; *Matricaria* species such as *Matricaria chamomilla* or *Matricaria inodora*; *Sysimbrium* species; *Solanum* species such as *black nightshade* / *Solanum nigrum*; *Xanthium* species. species); Veronica species, such as Veronicapolita; Viola species; common chickweed (Stellariamedia);Velvetleaf (Abutilon theophrasti); Sesbania species, such as Sesbania exaltata, Sesbania herbacea, or Sesbania exaltata Cory; Anoda cristata; Bidens species, such as Bidens frondosa or Bidens pilosa; Brassicakaber; Capsella species, such as Capsella media or Capsella bursa-pastoris; Centaureacyanus; Galeopsistetrahit; Galium aparine; sunflower (Helianthus annuus); South American mountain leech (Desmodium tortuosum); Kochia scoparia; annual indigo (Mercurialisannua); forget-me-not (Myosotis arvensis); poppy (Papaver rhoeas); Raphanus species, such as wild radish (Raphanus raphanistrum); Salsola species, such as spiny sedge (Salsola tragus) or potassium spiny sedge (Salsolakali); wild mustard (Sinapis arvensis); Sonchus species, such as Sonchus asper, sow thistle (Sonchus arvensis) or sow thistle (Sonchus oleraceus); thlaspiarvense; tagetes (minuta); species of the genus *Richardia*, such as *Richardia scabra* or *Richardia brasiliensis*; species of the genus *Aeschynomeme*, such as *Aeschynomenedenticulata*, *Aeschynomene indica*, or *Aeschynomene rudis*.Alisma species, such as *Alisma canaliculatum* or *Alisma plantagoaquatica*; Borrelia species, such as *Borreria verticillata*; *Brassica rapa*; *Carduus acanthoides*; *Parietaria debilis*; *Portulaca oleracea*; Ipomoea species, such as *Ipomoea agrandifolia*, *Ipomoea hederacea*, *Ipomoea indivisa*, *Ipomoea alacunose*, *Ipomoea lonchophylla*, or *Ipomoea awrightii*; *Sennaobtusifolia*; and *Rhododendron* species, such as *Rhododendron arrowleaf*. *Sida* (white-backed yellow-flowered herb (Sidarhombifolia)) or *Sidaspinosa* (lanceolate yellow-flowered herb (Sidaspinosa)); *Spermacocelatifolia*; *Tridax procumbens*; *Trianthema portulac-astrum*; *Parthenium hysterophorus*; *Portulaca oleracea*; *Acalyphaaustralis*; *Ammi majus*; *Acerola* species; *Orobanche* species; *Indigofera* annual; *Cirsium japonicum*; *Calystegia sepium*; *Stellaria*; *Lamium* species; *Viola* species; *Celosia argentea*; *Melampodium* divaricatum; Cleomeviscosa; Molugo verticilatus; Borhevia erecta; Gomphrenaspecies; Nicandra physalodes; Ricinus communis; Geranium dissectum;Species of the genus *Alternanthera*, such as *Alternanthera philoxeroroides* or *Alternanthera tenella*; species of the genus *Ammannia*, such as *Ammania coccinea*; *Anacamtodon fortunei* Mitt.; *Anagallis arvensis*; *Aneilema keisak*; *Arenaria serpyllifolia*; *Argemone mexicana*; *Asphodelustenuifolius*; *Atriplex patula*; *Bacoparotundifolia*; *Brassica napus*; species of the genus *Caperonia*, such as *Caperonia* castaneifolia or Caperonia palustris; Cephalanoplos segetum; Corynopus didymus; Crepis capillaris; Crepistectorum; Croton lobatus; Descuminiasophia (L.); Descurainia pinnata; Echinodorus grandiflorus; Eclipta alba; Eclipta prostrata; Eichhornia crassipes; Eleocharis species; Equisetum arvense; Fallopia convolvulus; Heteranthera limosa; Jussiaea species); Kallstroemia maxima; Sawtooth lettuce (Lactucaserriola); Mountain pea (Lathyrus aphaca); False small-beaked daisy (Launeamudicaulis); Coastal white velvet grass (Leucas chinensis); Yellow iris (Limnocharis flava); American mother grass (Lindernia dubia);Lindernia pyxidaria; Litospermum arvense; species of Ludwigia, such as Ludwigia octovallis; Macroptilium lathyroides; Malachium aquaticum (L.); species of Melilotus; Merremia aegyptia; Momordica charantia; Monochooria hastate; Monochooria vaginalis; species of Mucunas; Murdannia nudiflora; Oxalis neaei; species of Phylanthus; species of Physalis; Pistia stratiotes); Potamogeton distinctus; Rorippa islandica; Rotalaindica; Rotala ramosior; Rumex dentatus; Rumex obtusifolius; Sagittaria montevidensis, Sagittaria pygmaea Miq., Sagittaria sagittifolia, Sagittaria trifolia L.; Senecio vulgaris; Sicyos polyacanthus; Silene gallica; species of Sisymbrium, such as medicinal garlic mustard (Sisymbrium oficinale); Solanum species; Spergula arvensis; Sphenoclea *Zeylanica*; *Trianthema* spp.; *Tripleurospermum inodorum*; species of *Veronica*, such as *Veronica persica* or *Veronica polita*; *Vicia sativa*, etc.

[0273] L-glufosinate alone, as well as mixtures of the present invention, are suitable for controlling large numbers of annual and perennial sedge weeds, including Cyperus species such as purple nutsedge (Cyperus rotundus L.), yellow nutsedge (Cyperus sculentus L.), himekugu (Cyperus brevifolius H.), sedge weeds (Cyperus microiria Steud), rice flatsedge (Cyperus iria L.), cross-flowered sedge (Cyperus difformis), difformis L., oil sedge (Cyperus esculentus), Cyperus ferax, yellow sedge (Cyperus flavus), and rice flatsedge (Cyperus ferax). The following are listed: iria, Cyperus lanceolatus, Cyperus odoratus, Cyperus rotundus, Cyperus serotinus Rottb., Eleocharis acicularis, Eleochariskuroguwai, Fimbristylis dichotoma, Fimbristylismiliacea, Scirpus grossus, Scirpus juncoides, Scirpus juncoides Roxb, Scirpus or Bolboschoenus maritimus, Scirpus or Schoenoplectus mucronatus, Scirpus planiculmis Fr. Schmidt, etc.

[0274] L-glufosinate alone, as well as mixtures of the present invention, are also suitable for controlling weeds resistant to commonly used herbicides, such as, for example, glyphosate-resistant weeds, auxin inhibitor herbicides such as, for example, 2,4-D or dicamba, photosynthesis inhibitors such as, for example, atrazine, ALS inhibitors such as, for example, sulfonylureas, imidazolinones or triazolopyrimidines, ACC enzyme inhibitors such as, for example, clodinafop-propargyl, clethodim or clodinafop-propargyl, or protoporphyrinogen-IX-oxidase inhibitors such as, for example, metolachlor, propargyl fluroxypyr, flusulfanilamide or trifluralin, such as the weeds listed in the International Survey of Resistant Weeds (http: / / www.weedscience.org / Summary / SpeciesbySOATable.aspx). In particular, they are suitable for controlling resistant weeds listed in the International Survey of Resistant Weeds, such as ACC-resistant barnyard grass, wild oats, large-spike barnyard grass, bald barnyard grass, Japanese barnyard grass, drought-resistant barnyard grass, wild barnyard grass (Hordeum murinum), field duckweed (Ischaemum rugosum), green foxtail grass, false sorghum, barnyard grass (Alopecurus aequalis), apila grass, sterile wild oats (Avena sterilis), barnyard grass, double-male barnyard grass, crabgrass, paddy field barnyard grass, water barnyard grass (Echinochloaphyllopogon), small sedge, and peculiar sedge (Phalaris). Paradoxa, Setaria viridis, Setaria fabri, Setaria viridis, Bryophyllum simonii, Bryophyllum simonii, Cynosurusechinatus, Cynos simonii, Crataegus pinnatifida, Eriochloa punctata, Eriochloa simonii, Ophiopogon japonicus, Polypogon fugax, Eriochloa polystacha, Sorghum sudanese, and Plantago asiatica; ALS inhibitor-resistant barnyard grass, Poa annua, Oat, Alopecurus aequalis, Barnyard grass, Amaranthus emblica, Amaranthus simonii, Amaranthus simonii, Amaranthus simonii, Amaranthus simonii, Amaranthus simonii, Ambrosia simonii artemisifolia), small turmeric, kochia, wild radish, spring senecioVernalis), Japanese wild oats, Bidens trifoliata, wild bromegrass, quinoa, fragrant grass, wild barley, field duckbill grass, European senecio, green foxtail grass, Oriental garlic mustard (Sisymbrium orientale), false sorghum, brown-spotted wild oats (Alopecurus aequalis), concave-headed amaranth (Amaranthus blitum), Bo's amaranth (Amaranthus powellii), Apila grass, unfruitful wild oats, turnip, double-male bromegrass, sow thistle (Descurainia sophia), crabgrass, paddy field barnyard grass, water barnyard grass, white-bracted orangutan, sawtooth lettuce, small sedge, strange sedge, Farfair's foxtail grass, green foxtail grass, wild mustard, eastern black nightshade (Solanum ptycanthum), sow thistle, chickweed, North American amaranth (Amaranthus blitoides), spiny amaranth, wrinkled amaranth (Amaranthus (The remaining text appears to be a list of plant names and related terms, possibly related to grass or herbs.) conyzoides, narrow-leaved amaranth, European amaranth, auricularia auriculata, long-leaved amaranth, field amaranth, stinking chrysanthemum, round-leaved false purslane, radiating celery (Biforaradians), Blyxa aubertii, Asian mustard (Brassica tournefortii), Japanese brome (Bromus japonicus), ryegrass-like brome (Bromus secalinus), Lithospermum marvense, small-fruited flaxseed (Camelina microcarpa), variegated ground ivy (Chamaesyce maculata), garland chrysanthemum (Chrysanthemum coronarium), hairy wild peony vine (Clidemia)hirta, narrow-leaved ginseng, five-cornered dodder (Cuscutapentagona), short-leaved water centipede (Cyperus brevifolis), flat-spike sedge (Cyperus compressus), oil sedge, broken rice sedge, broken joint sedge, star fruit grass (Damasonium minus), wasabi arugula (Diplotaxis erucoides), fine-leaved two-row mustard (Diplotaxis tenuifolia), horsefly eye grass (Dopatrum junceum), plantain leaf blue thistle, dwarf chickweed (Elatine triandra), cow hair felt, Erucaria hispanica, thick-stemmed sugar mustard (Erysimum repandum), triangular cleavers (Galium tricornutum), false cocklebur (Iva xanthifolia), single-haired foxtail grass, pagoda grass (Limnophilia sessiliflora), American mother grass, narrow-leaved mother grass (Lindernia) micrantha, Lindernia procumbens, Ludwigia prostrata, Matricaria recutita, Mesembryanthemum crystallinum, Monochooria korsakowii, duckweed, Myosoton aquaticum, Nesliapaniculata, Oryza sativa var. sylvatica, Pentzia suffruticosa, Picris hieracioides, Raphanus sativus, Rapistrum rugosum, Rorippaindica, Rotala indica, Rotala scabra pusilla), toothed sorrel, crown fruit grass (Sagittaria guayensis), dwarf arrowhead, wild arrowhead, thorny three-angled (Schoenoplectus fluviatilis), firefly bulrush (Schoenoplectus juncoides), pig bristle grass (Schoenoplectus wallichii), lanceolate yellow flower sedge, French fly grass, white mustard (Sinapis alba), garlic mustard (Sisymbrium)thellungii), Sorghum bicolor, large claw grass, iris, Tripleurospermum perforatum, Vaccaria segetalis Hispanica and famine-resistant peas; photosynthesis inhibitors resistant barnyard grass, Kentucky bluegrass, large-spike amaranth, bald barnyard grass, green-spike amaranth, long-awned amaranth, western amaranth, Sumatran white wine grass, retroflex amaranth, common ragweed, small tuft of grass, Kochia scoparia, wild radish, spring sensitivities, Japanese amaranth, Bidens trifoliata, drought-resistant brome, lambsquarters, fragrant grass, field duckbill grass, European sensitivities, green foxtail grass, oriental garlic mustard, concave amaranth, Boehringer's amaranth, Apila grass, purslane, turnip, crabgrass, white-bristled orangutan, small sedge, strange sedge, foxtail grass, green foxtail grass, wild mustard, eastern black nightshade, chickweed, North American amaranth, wrinkled amaranth, Bidens trifoliata, two-spike short-stalked grass, Chloris barbata, cross-flowered sedge, erect barnyard grass (Echinochloa) erecta, Epilobium ciliatum, Polygonum aviculare, Polygonum rollatum, Polygonum sorrel-leaved, Polygonum hydropiper, Portulaca oleracea, Amaranthus rubra, Setaria viridis, Solanum nigrum, Dipsacus asper, Vulpia bromoides, Abutilon theophrasti, Amaranthus albus, Amaranthus cruentus, Arabica mustard, purslane, Bidens tripartita, Chenopodium ficifolium, Chenopodium polyspermum, Crypsisschoenoides, Datura stramonium, Epilobium tetragonum, Galinsoga ciliata, Matricaria discoidea, Panicum capillare), wild millet, white fox plantain (Plantago lagopus), water knotweed (Polygonum hydopiper), Pennsylvania knotweed (Polygonum pensylvanicum), Polygonum monspeliensis, Rostraria, smyrnacea, small sorrel, thorny foxtail and nettle; PS-I electron transport inhibitor resistant Kentucky bluegrass, Sumatran white wine grass, small tuft of grass, Japanese wild oats, Bidens trifoliata, fragrant grass, wild barley, field duckbill grass, concave amaranth, eastern black nightshade, South African calendula (Arctotheca calendula), northeastern willowleaf, round-stemmed ear grass (Hedyotis verticillata), black nightshade, VulpiaBromoides, field bindweed, wild garland chrysanthemum (Crassocephalum crpidioides), Cupea carthagensis, Erigeron philadelphicus, Gamochaetapensylvanica, Landoltia punctata, Lepidium virginicum, Mazus fauriei, Mazus pumilus, Mitracarpus hirtus, Sclerochloadura, Solanum americanum, and Youngia Japonica); glyphosate-resistant Kentucky bluegrass, barnyard grass, green amaranth, long-awned amaranth, western amaranth, Sumatran white wine grass, common ragweed, small tuft of grass, Kochia scoparia, wild radish, Bidens trifoliata, fragrant grass, wild barley, false sorghum, turnip, double male bromegranate, saw tooth lettuce, sow thistle, spiny amaranth, three-lobed ragweed, two-ear grass, round-stemmed ear grass, sunflower, silver lac, long-leaved plantain, spiny sand grass, millet-like husk grass, arm-shaped grass (Brachiaria eruciformis), red bromegranate (Bromus rubens), tiger tail grass (Chloris elata), truncated tiger tail grass (Chloristruncata), tiger tail grass (Chloris virgata), rough hairy root grass (Cynodon hirsutus), willow leaf lettuce (Lactuca) saligna), Leptochloavirgata, Paspalum paniculatum and long-stalked chrysanthemum; microtubule aggregation inhibitor resistant barnyard grass, Kentucky bluegrass, wild oats, large-spike amaranth, long-awned amaranth, green foxtail grass, false sorghum, brown-spotted amaranth, purslane and dense-flowered blue violet (Fumaria densiflora); plant growth regulator herbicide resistant barnyard grass, bald barnyard grass, green-spike amaranth, western amaranth, Sumatran white wine grass, Kochia scoparia, wild radish, lambsquarters, oriental garlic mustard, shepherd's purse, sawtooth lettuce, wild mustard, sow thistle, chickweed, South African marigold, blue cornflower, hemostatic crabgrass, Fimbristylis Mil-iacea), Weasel-petaled Flower, Original Lala Vine, Garlic Gorgon, Short-leaved Mustard, Yellow-flowered Rush, Erect Stone Dragon Tail, Poppy, Long-leaved Plantain, Tall Buttercup, Musk Flying Blade (Carduus nutans), Princess Fin Thistle (Carduus pycnocephalus), Yellow Cornflower (Centaurea soltitialis), Spotted Cornflower (Centaurea stoebe ssp.).Micranthos, thistle, horsetail, peacock barnyard grass, turf spiny weed (Solivasessilis), and sphenoclea zeylanica; HPPD inhibitor-resistant long awned amaranth and western amaranth; PPO inhibitor-resistant tussock amaranth, green spike amaranth, long awned amaranth, reverse branch amaranth, western amaranth, common ragweed, wild oat, sow thistle, white-bristled sage, and spring sedge; carotenoid biosynthesis inhibitor-resistant Hydrillaverticillata, wild radish, spring sedge, and oriental garlic mustard; VLCFA inhibitor-resistant Alopecurus aequalis, wild oat, and barnyard grass.

[0275] The compositions of this invention are suitable for combating / controlling common harmful plants in the field, whether in locations where useful plants are to be planted (i.e., in crops) or where useful plants have already been planted (i.e., after crop emergence). The compositions of this invention are generally suitable for controlling the following undesirable vegetation in crop fields, whether before crop emergence (i.e., non-selective treatment) or after crop emergence (i.e., post-emergence treatment, "top spraying", "OTT"): - Cereal crops, including, for example - Cereals (small grains) such as wheat (Triticum aestivum) and wheat crops such as durum wheat (T. durum), emmer wheat (T. monococcum), dicoccon, spelt wheat (T. spelta), rye (Secale cereale), triticale (Tritiosecale), and barley (Hordeum vulgare); - Corn (Zea mays); - Sorghum (e.g., sweet sorghum bicolour); - Rice (Oryza species such as Oryza sativa and Oryza glaberrima); and - sugar cane; - Legumes (Fabaceae family) include, for example, soybean (Glycine max.), peanut (Arachis hypogaea), and legume crops such as peas (including pea (Pisumsativum), pigeon pea, and cowpea), common beans (including broad bean (Vicia faba), cowpea (Vigna), and common bean (Phaseolus)), and lentils (lensculinaris var.); - The Brassicaceae family includes, for example, canola (Brassica napus), rapeseed (OSR, Brassica napus), cabbage (B. oleracea var.), mustard greens such as mustard greens (B. j uncea), Chinese cabbage (B. campestris), tartare (B. narinosa), black mustard (B. nigra), and African mustard (B. tournefortii); and turnip (Brassica rapa var.); - Other broadleaf crops, including, for example, sunflower, cotton, flax, flaxseed, sugar beets, potatoes and tomatoes; - TNV crops (TNV: trees, nuts and vines), including, for example, grapes, citrus fruits, pome fruits (such as apples and pears), coffee, pistachios and oil palm, and stone fruits (such as peaches, almonds, walnuts, olives, cherries, plums and apricots); - Turf, hay, and pasture; - Onions and garlic; - Bulbous ornamental plants such as tulips and daffodils; - Conifers and deciduous trees such as pine (Pinus), fir, oak, maple, dogwood, hawthorn, crabapple, and rhamnus (Rhamnus); and - Ornamental garden plants such as roses, petunias, marigolds and snapdragons.

[0276] The compositions of the present invention are particularly suitable for the degenerative treatment of unwanted vegetation in the field of the following crops: small grain crops such as wheat, barley, rye, triticale and durum wheat; rice, corn, sugarcane, sorghum, soybean; legume crops such as peas, beans and lentils; peanuts, sunflowers, sugar beets, potatoes, cotton; brassica crops such as rapeseed, canola, mustard, cabbage and turnips; turf, pasture, ranch; grapes; pome fruits such as apples and pears; stone fruits such as peaches, apricots, walnuts, pecans, olives, cherries, plums and apricots; citrus fruits, coffee, pistachios; garden ornamental plants such as roses, petunias, marigolds, snapdragons; bulbous ornamental plants such as tulips and daffodils; coniferous and deciduous trees such as pines, fir, oaks, maples, dogwoods, hawthorns, crabapples and buckthorns.

[0277] The present invention also relates to the use of compositions as defined herein for the control of unwanted vegetation in crops in a non-selective, post-emergence, or OTT program, wherein the crops are genetically engineered or bred to be resistant to one or more herbicides and / or pathogens (such as plant pathogenic fungi) and / or insect infestations; preferably resistant to glufosinate.

[0278] Therefore, as used in this invention, the term "crop" as used herein also includes (crop) plants that have been modified by mutagenesis or genetic engineering to endow them with new traits or alter existing traits.

[0279] Mutagenesis includes techniques for random mutagenesis using X-rays or mutagenic chemicals, as well as targeted mutagenesis techniques to induce mutations at specific loci in the plant genome. Targeted mutagenesis techniques often use oligonucleotides or proteins (such as CRISPR / Cas, zinc finger nucleases, TALENs, or broad-spectrum nucleases) to achieve the targeted effect.

[0280] Genetic engineering typically uses recombinant DNA technology to create modifications in the plant genome that cannot be easily obtained naturally through hybridization, mutagenesis, or natural recombination. Usually, one or more genes are integrated into the plant genome to add or improve traits. These integrated genes are also known in the field as transgenes, and plants containing such transgenes are called transgenic plants. The process of plant transformation usually produces several transformation events at different genomic loci where transgenes are integrated. Plants containing a specific transgene at a particular genomic locus are typically described as containing a specific "event," which is named after the specific event. Traits that have been introduced into plants or modified include, in particular, herbicide tolerance, insect resistance, increased yield, and tolerance to abiotic conditions such as drought.

[0281] Herbicide tolerance has been established through mutagenesis and genetic engineering. Plants conferred tolerance to acetolactate synthase (ALS) inhibitor herbicides through conventional mutagenesis and breeding methods include those named Clearfield. ® Commercially acquired plant varieties. However, most herbicide tolerance traits are produced through the use of genetic modification.

[0282] Using the compositions of this invention on crops may produce effects specific to crops containing a particular gene or event. These effects may involve alterations in growth behavior or resistance to biotic or abiotic stresses. In particular, such effects may include: increased yield, enhanced resistance or tolerance to insect, nematode, fungus, bacteria, mycoplasma, virus, or viroid pathogens, as well as increased early vigor, earlier or later maturity, enhanced cold or heat tolerance, and alterations in amino acid or fatty acid profiles or contents.

[0283] Furthermore, it also covers plants that contain altered or new components through the use of recombinant DNA technology to definitively improve the production of raw materials, such as potatoes that produce increased amounts of amylopectin (e.g., Amflora from BASF SE, Germany). ® potato).

[0284] The preferred crops are those resistant to glufosinate, with rice, canola, soybean, corn, and cotton being the most preferred varieties.

[0285] The compositions of the present invention can be applied in a conventional manner using techniques familiar to those skilled in the art. Suitable techniques include spraying, atomizing, dusting, spreading, or watering. The type of application depends on the intended purpose in a well-known manner; in any case, they should ensure the optimal possible distribution of the active ingredients according to the invention.

[0286] In one embodiment, the compositions of the present invention are applied primarily by foliar spraying, particularly by foliar spraying of an aqueous dilution of the active ingredient. Application can be carried out using conventional spraying techniques, for example, water as a carrier, at a spraying rate of about 10 to 2000 L / ha or 50 to 1000 L / ha (e.g., 100 to 500 L / ha). The compositions of the present invention can be applied by low-volume and ultra-low-volume methods, or in particulate form.

[0287] The required application rate of a mixture of pure active compounds depends on the density of the undesired vegetation, the developmental stage of the plants, the climatic conditions of the location where the mixture is used, and the method of application.

[0288] Generally, the application rate of L-glufosinate is typically from 100 g / ha to 1500 g / ha of active ingredient (ai), preferably in the range of 200 g / ha to 1000 g / ha or 300 g / ha to 1000 g / ha, most preferably in the range of 300 g / ha to 800 g / ha or 300 g / ha to 700 g / ha, while the application rate of dimethoprim-P is from 100 g / ha to 2000 g / ha of active ingredient (ai), preferably in the range of 200 g / ha to 1500 g / ha, more preferably in the range of 300 g / ha to 1000 g / ha, and most preferably in the range of 400 g / ha to 1000 g / ha.

[0289] In the above description, all preferred embodiments of the components can be used alone or in combination.

[0290] The following examples are used to illustrate the present invention. Example

[0291] Example 1: Evaluation of the chemical stability of the active ingredient • Viscosity measurement The viscosity (rotation, shear rate 100 s) of each formulation in Table A -1 (Steady state) Measured according to CIPAC MT 192 method.

[0292] • Particle size distribution (PSD) measurement and emulsion testing Particle size distribution (PSD) was measured using a Malvern Mastersizer 3000 according to method CIPAC MT 187.

[0293] Emulsion testing was performed in a 100 mL glass graduated cylinder according to CIPAC MT 36 method. The volume of the cream or oil formed was recorded after standing for 30 minutes, 2 hours, and 24 hours (re-emulsification).

[0294] • pH measurement pH (stock solution) was measured according to CIPAC MT 75.3.

[0295] • Measurement of L-glufosinate and DMTA-p The amounts of L-glufosinate and DMTA-p were determined according to the following procedure: This method is based on high-performance liquid chromatography and UV detection, and uses the external standard method for quantification.

[0296] The content of L-glufosinate and DMTA-p in the formulations listed in Table A was determined by UV detection and quantification using the external standard method. The identity of the analytes was confirmed by comparing the retention times and UV spectra of the reference standard and the test analytes.

[0297] L-Glufosinate: Add 25 mL of diluent A (0.05 mol / L potassium dihydrogen phosphate in water / acetonitrile 90 / 10 (v / v)) to 28 mg L-glufosinate. Add 25 mL of diluent A (0.05 mol / L potassium dihydrogen phosphate in water / acetonitrile 90 / 10 (v / v)) to 240 mg test sample (formulation in Table A).

[0298] DMTA-p: Add 90 mL of acetonitrile and 10 mL of water to 30 mg DMTA-p. Add 90 mL of acetonitrile and 10 mL of water to 150 mg of test sample (the formulation in Table A).

[0299] To determine the content of the active ingredient in the test sample, the average of at least two consecutive calibration runs is used to evaluate the run of intermediate samples (bracketing calibration). The content of the active ingredient in the formulation is calculated as follows: A活性成分 = Peak area of ​​active ingredient in sample solution W 样品 = Weight of the test substance in the sample solution F = Calibration factor Table A *Solvesso 200 ND is a complex mixture of aromatic hydrocarbons, primarily composed of alkyl naphthalenes obtained from petroleum distillation. The composition consists of C11-C15 aromatic hydrocarbons. More specifically, it contains a significant amount of methylnaphthalene and is a naphthalene-depleted product. naphthalene depleted Solvent.

[0300] * Rhodasurf BC 610: Ethoxylated tridecanool 6EO * Soprophor FL: Ethoxylated tristyrylphenol phosphate, neutralized with triethanolamine * Antarox L / 64: Polosham 184 * Genapol LRO: C12 / C14 alkyl polyethylene glycol ether sulfate with 2 EO, sodium salt (70% by weight active) (sexual materials) The results above show that compositions I, II and III according to the present invention have good storage stability.

[0301] Example 2: Emulsion preparation and composition: The following aqueous emulsion concentrates (EW) A1 to A14 (in this invention) and A15 to A22 (comparative examples) were prepared according to method 1, method 2 or method 3 described below.

[0302] Method 1: An organic phase was prepared in a beaker by adding dimethylphenidate-P in a solvent, followed by surfactants a), b) and / or c) and gently stirring.

[0303] In another beaker, an aqueous phase is prepared by adding an antifoaming agent (if present), glycerol or a water-soluble solvent, deionized water, glufosinate (racemic or L-enantiomer), and then an anionic surfactant such as sodium lauryl ether sulfate.

[0304] High-shear mixing (IKA Ultraturrax T25, 7000 rpm, 2 min) was performed to homogenize the aqueous phase. For emulsion preparation, one-quarter of the aqueous phase was added to the organic phase under high-shear mixing (IKA Ultraturrax T25, 3000 rpm, 30 s). The second-fourth, third-fourth, and fourth-fourth portions of the aqueous phase were added in the same manner. After all the aqueous phase was incorporated into the oil phase, high-shear mixing (IKA Ultraturrax T25, 3000 rpm, 2 min) was applied.

[0305] Method 2: The organic phase was prepared in a standard container equipped with a high-shear impeller (e.g., a Rushton impeller or a dissolver blade) with reverse blades: dimethylphenidate-P was added to a solvent, followed by the addition of surfactants a), b) and / or c), and the mixture was gently stirred.

[0306] In a beaker, an aqueous phase is prepared by adding an antifoaming agent (if any), glycerol or a water-soluble solvent, deionized water, glufosinate (racemic or L-enantiomer), and then an anionic surfactant such as sodium lauryl ether sulfate.

[0307] High-shear mixing (IKA Ultraturrax T25, 7000 rpm, 2 min) was performed to homogenize the aqueous phase. For emulsion preparation, one-quarter of the aqueous phase was added to the organic phase using high-shear mixing (600 rpm) with a Rushton impeller or dissolver blades. The remaining two-quarters, three-quarters, and four-quarters of the aqueous phase were added in the same manner. After all the aqueous phase was incorporated into the oil phase, high-shear mixing was applied until the target particle size distribution was achieved.

[0308] Method 3: The organic phase was prepared by adding dimethylphenidate-P to the solvent in a beaker and stirring gently.

[0309] In another beaker, an aqueous phase was prepared by adding an antifoaming agent, glycerol, deionized water, glufosinate (racemic or L-enantiomer), and then adding anionic surfactants such as sodium lauryl ether sulfate and sodium 2-ethylhexyl sulfate.

[0310] High-shear mixing (IKA Ultraturrax T25, 9,000 rpm, 2 minutes) was performed to homogenize the aqueous phase. For emulsion preparation, one-quarter of the aqueous phase was added to the organic phase (using a Rushton impeller or dissolver blades at 600 rpm for 30 seconds). The other two-quarters and three-quarters of the aqueous phase were added in the same manner. Then, the remaining four-quarters of the aqueous phase was added to the organic phase (using a Rushton impeller or dissolver blades at 900 rpm for 2 minutes).

[0311] The formulations studied are detailed in Tables 1 through 5. In the tables below, the amounts of each component are given in grams of raw material.

[0312] Table 1 : Table 2: Table 3: Table 4: Table 5: *Solvesso 200 ND is a complex mixture of aromatic hydrocarbons, primarily composed of alkyl naphthalenes obtained from petroleum distillation. The composition consists of C11-C15 aromatic hydrocarbons. More specifically, it contains a significant amount of methylnaphthalene and is a naphthalene-depleted product. naphthalene depleted Solvent.

[0313] * Rhodasurf BC 610: Ethoxylated tridecanool 6EO * Rhodasurf TR / 6: Ethoxylated tridecanool 6EO * Rhodasurf BC 720: Ethoxylated tridecanool 10EO * Rhodasurf 860P: Ethoxylated isodecanol 6EO * Soprophor FL: Ethoxylated tristyrylphenol phosphate, neutralized with triethanolamine * Soprophor FLK: Ethoxylated tristyrylphenol phosphate, potassium salt * Soprophor 4D384: Ethoxylated tristyrylphenol sulfate, ammonium salt * Mackam OIP 40: Sodium 2-ethylhexyliminodipropionate * Antarox 25R2: EO / PO reverse block copolymer, 20% EO, MW 3100 g / mol * Antarox L / 64: Polosham 184 * Genapol LRO: C12 / C14 alkyl polyethylene glycol ether sulfate with 2 EO, sodium salt (70% by weight active) (sexual materials) * Rhodapon BOS STD: Sodium 2-ethylhexyl sulfate (40% by weight of active material) Evaluation of emulsion stability • Storage stability test: The stability of each emulsion was evaluated by placing samples of the emulsion 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 was performed to detect any signs of instability, such as phase separation, desiccation shrinkage, flocculation, sedimentation, emulsification, and the presence of macroscopic oil droplets on the sample surface. A stable formulation was defined as one that did not exhibit any of the aforementioned signs of instability after the considered storage period at the considered temperature.

[0314] • Viscosity measurement: The viscosity of each emulsion was measured using the following two procedures.

[0315] (1) Measure the viscosity of each emulsion A1 to A21 at 20 rpm for 1 minute using a Brookfield RV viscometer (Ametek) equipped with rotors No. 2, 3 or 4 at 20°C.

[0316] (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 (diameter: 15 mm) geometry with a 4 mm gap. Shear rate scans were performed at 10... -3 sec -1 up to 200 s -1 The tests were conducted at 20°C, with 10 points taken every ten octaves, and a stabilization period of 1 minute was performed. The static yield stress value was determined as the shear stress applied when the viscosity began to decrease.

[0317] • Measurement of droplet size distribution: The droplet size distribution is determined by particle size measurement using laser diffraction.

[0318] Dilute the EW emulsion to 1% by weight in deionized water 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 a light-blocking ratio of 10% (permissible range 8% to 15%).

[0319] 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.

[0320] Calculations were performed using Fraunhofer theory: Optical model: [Fraunhofer]; Standard analysis, normal sensitivity. dv(50) is the median droplet size (in micrometers) of the volumetric particle size distribution, which is the droplet size (in micrometers) of the volumetric distribution divided into half larger than this value and half smaller than this value. Similarly, 90% of the volumetric particles are smaller than dv(90), and 10% of the volumetric particle size distribution is smaller than dv(10). The span index, representing the distribution width, is defined as: Span index = (dv(90) - dv(10)) / dv(50).

[0321] The results are summarized in Tables 6 to 10 below.

[0322] Table 6: *In the table above, t refers to trace amounts (i.e., <0.1 mL). ).

[0323] Table 7 : *In the table above, t refers to trace amounts (i.e., <0.1 mL).

[0324] Table 8: *In the table above, t refers to trace amounts (i.e., <0.1 mL).

[0325] Table 9: *In the table above, t refers to trace amounts (i.e., <0.1 mL).

[0326] Table 10: *In the table above, t refers to trace amounts (i.e., <0.1 mL).

[0327] The above tests show that the compositions according to the present invention containing specific combinations of surfactants a), b), and c) as claimed have good viscosity properties and pourability, and better stability than comparative compositions A15 to A22 that do not contain specific combinations of surfactants a), b), and c) as claimed, when stored at room temperature (20°C) or even at 54°C for 2 weeks.

[0328] Example 3: product: Liberty ® 280 g / L racemic glufosinate-ammonium Liberty ® Ultra (BAS 1010 05 H): 211 g / L L-Glufosinate Outlook ® 720 g / l DMTA-p Roundup PowerMAX ® II: 540 g / L glyphosate As shown in the corresponding examples below, the evaluation is performed 9 to 17 days (DAT) after treatment or 45 to 50 days (DAT) after treatment.

[0329] Table 11: Post-emergence control in soybeans and cotton (9-17 DAT) Table 12: Post-emergence control in soybeans and cotton (45-50 DAT) The compositions according to the invention comprising specific combinations of the claimed surfactants a), b) and c) are not only storage stable (as can be seen from the data in Tables 6-8), but also maintain good control of a variety of weeds (as can be seen from the data in Tables 11 and 12).

Claims

1. A composition in the form of an oil-in-water emulsion (EW), said composition comprising: (i) at least one first herbicide selected from glufosinate, L-glufosinate, or an agronomically acceptable salt thereof. (ii) At least one second herbicide selected from dimethyl phenoxychloride, dimethyl phenoxychloride-P, or mixtures thereof. (iii) at least one anionic surfactant, and (iv) Contains a mixture of the following surfactants (M): 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.

2. The composition according to claim 1, wherein the first herbicide (i) is selected from L-glufosinate or an agronomically acceptable salt thereof.

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

4. The composition according to any one of the preceding claims, wherein the second herbicide (ii) is dimethoprim-P.

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

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

7. The composition according to any one of the preceding claims, wherein the anionic surfactant (iii) 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 average value of n is in the range of 1 to 10.

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 to 30, particularly 10 to 20, more preferably 10 to 14 carbon atoms and 1 to 50, particularly 2 to 15, even more preferably 5 to 10 epoxyalkyl groups, preferably epoxyethylenealkyl 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 polymeric 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 with mono- and diesters of oxyalkylene-modified monostyrylphenol, oxyalkylene-modified stilbene- or oxyalkylene-modified tristyrylphenol; - Phosphoric acid and oxyalkylene C8-C 30 Monoesters and diesters of aliphatic alcohols; - Its salt; and - Its mixture.

11. The composition according to any one of the preceding claims, wherein: - The anionic surfactant (iii) in the aqueous phase, and / or - The surfactant mixture (M) is in the oil phase.

12. The composition according to any one of the preceding claims, comprising: - An aqueous phase, wherein the aqueous phase contains: (i) at least one first herbicide selected from glufosinate, L-glufosinate, or an agronomically acceptable salt thereof, and (iii) at least one anionic surfactant, and - An oil phase, wherein the oil phase contains: (ii) at least one second herbicide selected from dimethyl phenoxychloride, dimethyl phenoxychloride-P, or mixtures thereof, and (iv) Contains a mixture of the following surfactants (M): 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.

13. 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.

14. A method for preventing unwanted plants or affecting plant growth, said method comprising applying to soil and / or plants a composition as defined in any one of claims 1 to 13.

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