Liquid herbicide composition

A stable liquid herbicide composition using glufosinate ammonium and a combination of alcohols maintains stability and prevents phase separation, addressing storage and handling challenges in high-concentration agrochemicals.

JP7881592B2Active Publication Date: 2026-06-29BASF SE

Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
BASF SE
Filing Date
2022-02-04
Publication Date
2026-06-29

AI Technical Summary

Technical Problem

High-concentration aqueous agrochemical compositions, such as those containing glufosinate ammonium, face issues with phase separation at low temperatures due to the presence of high concentrations of surfactants, making storage and handling difficult.

Method used

A liquid herbicide composition comprising glufosinate ammonium and a specific combination of monohydric and polyhydric alcohols, along with a compound of formula (I), which maintains stability across a wide range of temperatures, preventing phase separation.

Benefits of technology

The composition remains stable and uniform across temperatures from 0°C to 50°C, facilitating easy storage and application, even in fluctuating environmental conditions.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to a stable aqueous agrochemical composition for use in an agricultural application method, in the form of a liquid herbicide composition comprising a specific mixture of water, a water-soluble herbicide compound and an organic solvent. The liquid herbicide composition comprises: (A) one herbicide compound selected from glufosinate, its salts, preferably its ammonium salts and / or its respective (L-) isomers, in an amount of 5-45% by weight, based on the total weight of the composition; (B) a mixture of two alcoholic solvents, a monohydric alcohol (B.1) and a polyhydric solvent (B.2), in which (B.1) the at least one monohydric alcohol B.1 is selected from methanol, ethanol or isopropanol or any mixture thereof; (B.2) the at least one polyhydric alcohol B.2 is selected from 1,2-propylene glycol or glycerol or a mixture thereof; (C) water; and (D) at least one compound of formula (I): [R-(A) x -OSO 3 - ]-M + (I); (wherein R is C 10 ~C 16 -Alkyl, C 10 ~C 16 -alkenyl or C 10 ~C 16 -alkynyl; A is of the formula: A , R B , R C and R D , H, CH 3 or CH 2 CH 3 is selected from, where R A , R B , R C and R D the total number of C atoms in is 0, 1 or 2; + is an alkali metal ion, NH 4 + and a monovalent cation selected from a primary, secondary or tertiary amine ammonium cation or a quaternary ammonium cation, or a mixture thereof; and x is a number selected from 0 to 10), in an amount of 15 to 70% by weight, based on the total weight of the composition. [Formula 1] TIFF2024510373000012.tif33170
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Description

[Technical Field]

[0001] The present invention relates to a stable aqueous agrochemical composition for use in agricultural application methods, which is in the form of a liquid herbicide composition containing water and a water-soluble pest control agent together with a specific combination of alcoholic components.

[0002] Further objects of the present invention include: a method for controlling undesirable vegetation, comprising applying a liquid herbicide composition to a place where undesirable vegetation is present or expected to be present; the use of a combination of alcoholic components to improve the stability of an aqueous agrochemical composition comprising a water-soluble pest control agent (or a salt thereof); a method for producing an agrochemical liquid herbicide composition, comprising the step of mixing an alcoholic component with a water-soluble herbicide (or a salt thereof) and water; a plant propagation material comprising a liquid herbicide composition; and a method for treating the plant propagation material, comprising the step of treating the plant propagation material with a liquid herbicide composition. [Background technology]

[0003] Some organic agrochemical active compounds, such as herbicides, fungicides, and insecticides (or collectively, pest control agents), are often applied in aqueous compositions, especially if they are water-soluble, in order to interact effectively with target organisms that may be pests, such as weeds, fungi, or invertebrate pests.

[0004] Such aqueous agricultural formulations very often contain additional solvents, in addition to water, that can enhance the biological activity of the herbicide and bring about further beneficial effects on the physicochemical properties of the agricultural chemical composition, for example, by facilitating the loading of the composition's components, that is, by facilitating the increase in the concentration of active ingredients and additives.

[0005] High-concentration formulations offer many advantages; for example, they require less packaging than low-concentration formulations, which in turn reduces costs and inconveniences related to manufacturing, transportation, and storage, making them equally desirable. Preparation of the spray solution is also simpler because less crop protection agent needs to be handled.

[0006] However, formulations with high concentrations also have certain drawbacks. For example, the biological activity of the active ingredient depends on the ratio of the active ingredient to the surfactant, but if the amount of surfactant is excessively high, the viscosity of the composition may become too high, making it difficult to handle or even spray.

[0007] Product instability, such as phase separation, was also a drawback of high-concentration formulations. Phase separation is undesirable because it results in the concentration of various essential components no longer being uniform throughout the entire composition.

[0008] The latter phenomenon, in particular, presents a major challenge when formulating agricultural compositions.

[0009] The reason is that, although the aqueous compositions mentioned above have many advantages not only in terms of generally good bioavailability, but also in terms of water resource availability and cost, these types of aqueous compositions also have several disadvantages.

[0010] For example, in the agricultural sector, farmers typically need to store pest control agents in warehouses, but these warehouses are usually not equipped with means to control the environment and temperature. Therefore, pest control compositions stored under such fluctuating conditions need to be stable under a wide range of environmental conditions. This is particularly problematic for aqueous formulations during winter. This is because stored pest control compositions may be exposed to very low temperatures, which can cause the water to freeze and potentially lead to phase separation.

[0011] From this perspective, an example of a water-soluble pest control active ingredient that is difficult to formulate is glufosinate, which is very often applied in the form of its ammonium salt, as it is highly water-soluble.

[0012] Glufosinate ammonium is, on the one hand, required to be used in high amounts per unit area for herbicidal control, and on the other hand, the composition contains a considerable amount of various adjuvants, such as alkyl ether sulfates, alkylamine ethoxylates (U.S. Patent No. 10159247), alkyl sulfosuccinates (International Publication No. 2019 / 007393), (C8~C 20 This herbicide also requires the presence of alkyldimethylamine N-oxide and an inorganic ammonium salt (U.S. Patent Application Publication No. 2017 / 0181434).

[0013] As a result, in order to facilitate the mass transportation and storage of the formulated product, it became necessary to increase the concentrations of glufosinate ammonium and the required adjuvants in the pest control agent composition, which led to the problems described above.

[0014] Unfortunately, the active ingredient and adjuvant tend to undergo irreversible phase separation at low temperatures, making it very difficult to store glufosinate ammonium preparations in low-temperature environments.

[0015] Attempts to address this type of problem have already been made.

[0016] International Publication No. 2007 / 092351 describes a method for preparing a stable glufosinate ammonium composition that does not undergo phase separation at a low temperature of -20°C. This effect is intended to stabilize the composition under low-temperature conditions, specifically C6-C6. 16 This should be obtainable by using alkyl polyglycosides. [Overview of the project] [Problems that the invention aims to solve]

[0017] However, the presence of these surfactants increases the concentration of the aqueous composition, and the solubility of water is "consumed" in this way. Instead, it would be preferable to use the solubility of water to further increase the content of glufosinate ammonium and adjuvants per liter. [Means for solving the problem]

[0018] Surprisingly, we have found that by using a specific combination of alcoholic solvents, glufosinate ammonium compositions containing high concentrations of adjuvant and glufosinate ammonium can achieve stability even at very low temperatures.

[0019] Accordingly, the present invention relates to a liquid herbicide composition comprising water, a water-soluble herbicide which is glufosinate ammonium, and a combination of a monohydric alcohol and a polyhydric alcohol. In the present invention, the monohydric alcohol is selected from methanol, ethanol, isopropanol and / or mixtures thereof, and the polyhydric alcohol is selected from monopropylene glycol or glycerol, also known as 1,2-propanediol, or mixtures thereof.

[0020] We have identified specific combinations of one or more monohydric alcohols and one or more polyhydric alcohols that function as solvents for use in stable, high-concentration aqueous liquid agrochemical compositions, exhibiting stability across a wide range of climatic conditions, particularly at low temperatures.

[0021] In particular, we have found that by using the alcohol combinations according to the present invention, a stable liquid herbicide composition containing water, glufosinate ammonium as an active ingredient, and the compound of formula (I) described herein can be obtained. In other words, the specific alcohol combinations disclosed below herein are suitable for incorporating glufosinate ammonium as an active ingredient and the compound of formula (I) described herein at high concentrations in aqueous agrochemical compositions.

[0022] The object of the present invention is to provide an aqueous herbicide composition comprising glufosinate ammonium and a compound of formula (I) described herein as an active ingredient, wherein the composition has improved physical and / or chemical stability, allows for higher concentrations of this (and optionally other) agrochemical active ingredient and / or compound of formula (I), and at the same time can be easily stored, handled, and applied by users, particularly agricultural workers.

[0023] This objective is achieved by a solvent mixture according to the present invention, namely a mixture of a monohydric alcohol and a polyhydric alcohol, wherein the monohydric alcohol is selected from methanol, ethanol, isopropanol and / or mixtures thereof, and the polyhydric alcohol is selected from monopropylene glycol or glycerol, also known as 1,2-propanediol, or mixtures thereof. [Modes for carrying out the invention]

[0024] The present invention relates to a liquid herbicide composn comprising, as a herbicide compound, at least a derivative of glufosinate, i.e., glufosinate itself, its salts, preferably ammonium salts and / or their respective (L-) isomers, which is stable over a wide temperature range and therefore can tolerate high concentrations of its components. In particular, the present invention relates to an aqueous liquid herbicide composition, (A) A herbicide compound selected from glufosinate, its salts, preferably ammonium salts and / or their respective (L-) isomers, in an amount of 5 to 45% by weight based on the total weight of the composition; (B) A mixture of two alcoholic solvents, comprising a monohydric alcohol (B.1) and a polyhydric solvent (B.2), (B.1) At least one monohydric alcohol B.1 is selected from methanol, ethanol, n-propanol and isopropanol and any mixture thereof; (B.2) At least one polyhydric alcohol B.2 is selected from 1,2-propylene glycol, glycerol and mixtures thereof; and a mixture; (C) water; (D) at least one compound of formula (I): [R-(A) x -OSO3 - -M + (I); (wherein, R is C 10 ~C 16 -alkyl, C 10 ~C 16 -alkenyl or C 10 ~C 16 -alkynyl; A is: [[ID=, (wherein, R A 、R B 、R C and R[[ID=] D is selected from H, CH3 or CH2CH3, provided that the total number of C atoms of R A 、R B 、R C and R D is 0, 1 or 2); M + is a monovalent cation selected from the group consisting of alkali metal ions, NH4 + and preferably ammonium cations of primary, secondary or tertiary amines having a molecular weight in the range of 32 to 180 g / mol or preferably quaternary ammonium cations having a molecular weight in the range of 74 to 180 g / mol or mixtures thereof; x is a number selected from 0 to 10), 15 to 70% by weight based on the total weight of the composition;<] relates to a composition containing.

[0025] It should be noted that there seems to be some formatting or character issues in the original text (such as some incomplete or incorrect tags), and the translation is done as accurately as possible based on the available content.The aqueous liquid herbicide composition according to the present invention is a stable, transparent or translucent, visually apparent single-phase solution when stored at temperatures between 0°C and 50°C. The stability of the aqueous composition can be easily assessed visually by confirming that there is no phase separation and that the light transmittance remains substantially unchanged, whereas an unstable aqueous liquid herbicide composition will become turbid and / or separate into at least two phases immediately during preparation or over time during storage.

[0026] Furthermore, the stability of highly loaded liquid herbicide compositions (meaning high concentrations of active ingredients and adjuvants) is temperature-dependent. While these can be prepared at a given temperature without vigorous stirring, they can immediately undergo phase separation if the system becomes unstable due to temperature changes. Therefore, a highly loaded aqueous solution stable at 25°C may not be stable at other temperatures. Temperature changes during storage can cause turbidity and phase separation.

[0027] Therefore, considering the use and storage of formulations, which are mixtures of pest control agents, under actual agricultural conditions and applications, it is insufficient to develop pest control compositions that are stable only at room temperature. Pest control formulations are generally applied between 0°C and 50°C, depending on climatic conditions. Therefore, liquid herbicide compositions for use in pest control must be stable over a wider temperature range. The liquid herbicide compositions of the present invention, comprising the solvent combinations of the present invention described herein, are particularly suitable for this purpose. Products containing such combinations exhibit stability in the range of 0°C to 50°C.

[0028] Therefore, the liquid herbicide composition of the present invention contains, as an essential component, at least one herbicide compound selected from glufosinate, its salts, preferably ammonium salts, and / or their respective (L-) isomers, as an active ingredient.

[0029] As further essential components, the liquid herbicide composition of the present invention comprises two specific types of alcoholic solvents as a solvent, which are mixtures of a monohydric alcohol (B.1) and a polyhydric solvent (B.2), wherein at least one monohydric alcohol (B.1) is selected from methanol, ethanol, or isopropanol or any mixture thereof; and at least one polyhydric alcohol B.2 is selected from 1,2-propylene glycol or glycerol or a mixture thereof.

[0030] A further essential component of the liquid herbicide composition is a compound of formula (I) as described herein.

[0031] Unless otherwise specified, the amounts of components of a liquid herbicide composition given in weight percent refer to the total weight of the liquid herbicide composition. Unless otherwise specified, the terms "weight percent" and "percent by weight" are used synonymously.

[0032] Components and preparation method of liquid herbicides Generally, terms written in the plural form also indicate situations where only the singular form applies, unless otherwise specified.

[0033] As described above, the water-soluble herbicidal active substance (A) used in the liquid herbicide composition according to the present invention is glufosinate, particularly a water-soluble glufosinate salt. In particular, glufosinate, especially its water-soluble salt, is the only herbicide compound contained in the composition of the present invention.

[0034] Glufosinate (CAS Reg. No. 51276-47-2), whose IUPAC name is (2RS)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyric acid or 4-[hydroxy(methyl)phosphinoyl]-DL-homoalanine) or DL-4-[hydroxyl(methyl)phosphinoyl]-DL-homoalaninate, is known along with its agronomically acceptable salt, in particular glufosinate ammonium (IUPAC name: ammonium(2RS)-2-amino-4-(phosphinato)butyric acid, CAS Reg. No. 77182-82-2). U.S. Patent No. 4,168,963 describes phosphorus-containing compounds with herbicidal activity, and in particular, phosphinothricin (2-amino-4-[hydroxy(methyl)phosphinoyl]butanoic acid; common name: glufosinate) and its salts have become commercially important in the field of agrochemistry.

[0035] For example, glufosinate and its salts, such as glufosinate ammonium and its herbicidal activity, are described, for example, in F. Schwerdtle et al. Z. Pflanzenkr. Pflanzenschutz, 1981, Sonderheft IX, pp. 431-440.

[0036] Glufosinate and its salts are commercially available as racemic mixtures under the trade names Basta® and Liberty®.

[0037] Glufosinate is represented by the following structure (IV): [ka]

[0038] The compound of formula (IV) is a racemic mixture.

[0039] Glufosinate is a racemic mixture of two enantiomers, with only one exhibiting sufficient herbicidal activity (see, e.g., U.S. Patent No. 4,265,654 and JP92448 / 83). Although various methods for preparing L-glufosinate (and the corresponding salt) are known, the mixtures known in the art do not mention stereochemistry, which implies the existence of a racemic mixture (see, e.g., International Publication No. 2003024221, International Publication No. 2011104213, International Publication No. 2016113334, and International Publication No. 2009141367).

[0040] In one embodiment, the herbicide composition comprises a racemic mixture of the glufosinate described above, wherein the glufosinate comprises about 50% by weight of the L-enantiomer and about 50% by weight of the D-enantiomer. In another embodiment, the herbicide composition comprises glufosinate, wherein at least 70% by weight of the glufosinate is L-glufosinate or a salt thereof. Here, the weight percentage refers to the total weight of glufosinate present in the liquid herbicide composition.

[0041] L-glufosinate, whose IUPAC name is (2S)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyric acid (CAS Reg. No. 35597-44-5) and is also called glufosinate-P, is commercially available or can be prepared as described, for example, in International Publication No. 2006 / 104120, U.S. Patent No. 5530142, European Patent No. 0248357A2, European Patent No. 0249188A2, European Patent No. 0344683A2, European Patent No. 0367145A2, European Patent No. 0477902A2, European Patent No. 0127429 and J. Chem. Soc. Perkin Trans. 1, 1992, 1525-1529.

[0042] Preferably, the salt of glufosinate or the salt of (L)-glufosinate is the sodium, potassium, or ammonium (NH4) of glufosinate or L-glufosinate.+ These are glufosinate salts, and in particular, in the case of L-glufosinate, these are glufosinate-P-ammonium (IUPAC name: ammonium(2S)-2-amino-4-(methylphosphinato)butyric acid, CAS Reg. No. 73777-50-1), glufosinate-P-sodium (IUPAC name: sodium(2S)-2-amino-4-(methylphosphinato)butyric acid; CAS Reg. No. 70033-13-5), and glufosinate-P-potassium (IUPAC name: potassium(2S)-2-amino-4-(methylphosphinato)butyric acid).

[0043] Therefore, the mixture of this herbicide composition may contain (L)-glufosinate ammonium, (L)-glufosinate sodium, or (L)-glufosinate potassium as (L)-glufosinate salts and (L)-glufosinate, preferably (L)-glufosinate as a free acid. (L)-glufosinate ammonium, i.e., ammonium glufosinate (NH4 + A herbicide composition containing salt is particularly preferred.

[0044] As used in the present invention, the term "glufosinate" typically refers to a glufosinate containing about 50% by weight of the L-enantiomer and about 50% by weight of the D-enantiomer in one embodiment of the present invention; in other embodiments of the present invention, it contains more than 70% by weight of the L-enantiomer; preferably more than 80% by weight of the L-enantiomer; more preferably more than 90% of the L-enantiomer; most preferably more than 95% of the L-enantiomer, which can be prepared as described above.

[0045] Monohydric and polyhydric alcohols (B.1 and B.2, respectively) are included in the composition of the present invention as organic solvents in specific mixtures. Monohydric alcohols are selected from C1-C3 alcohols such as CH3OH, CH3CH2OH, CH3CH2CH2OH, CH3CH(OH)CH3, and any mixtures thereof. The polyhydric alcohol B.2 is selected from 1,2-propanediol, also known as 1,2-propylene glycol, and glycerol, and mixtures thereof.

[0046] In this case, and hereafter, monohydric alcohol B.1 will also be referred to as solvent B.1. Similarly, polyhydric alcohol B.2 will also be referred to as solvent B.2.

[0047] Preferably, monohydric alcohol B.1 includes ethanol, which may be a mixture of ethanol and methanol or isopropanol. Particularly preferred monohydric alcohol B.1 is ethanol. Preferred polyhydric alcohol B.2 is 1,2-propanediol.

[0048] The liquid herbicide composition typically contains solvent B.1 in an amount of 1 to 20% by weight, particularly 2 to 15% by weight, and especially 2 to 10% by weight, based on the total weight of the liquid composition. The liquid herbicide composition typically contains solvent B.2 in an amount of 1 to 30% by weight, particularly 2 to 20% by weight, and especially 2 to 15% by weight, based on the total weight of the liquid composition.

[0049] Aqueous liquid herbicide composition according to the present invention (a) the step of providing solvent B.1 as defined above herein, (b) the step of providing solvent B.2 as defined above herein, (c) A step of combining two solvent components B.1 and B.2 to make a mixture, (d) The step of combining the resulting mixture of solvent components with water and the herbicide compound A as defined herein and the compound of formula (I) as defined herein, It can be prepared by the following method, which includes [the specified element].

[0050] In step (d), water and herbicide compound A can be mixed with the solvent mixture of B.1 and B.2 either as is or as an aqueous solution of herbicide compound A.

[0051] The liquid herbicide composition according to the present invention, further Equation (I): [R-(A)] x -OSO3 -]-M + (I); (In the formula, The compound comprises the variable elements R, A, x, and M+ (as defined herein).

[0052] In equation (I), M + In particular, alkali metal ions, NH4 + and a monovalent cation selected from the group of ammonium cations of primary, secondary, or tertiary amines having a molecular weight of 32 to 180 g / mol, or a mixture thereof; x is either 0 or a number selected from 1 to 10.

[0053] The compound of formula (I) can be prepared by standard methods of organic chemistry. Each anionic moiety R-(A) x -OSO3 - (Ia) is available in sodium or potassium salt form, for example, from Clariant under the trade name Genapol LRO, and can be prepared as described in columns 1-2 of U.S. Patent No. 1,0091,994B2, which is incorporated herein by reference. The compound of formula (I) consists of an anionic moiety (Ia) and a monovalent cation M having a positive monovalent charge. + It is an ionic compound containing [the specified compound].

[0054] The compound of formula (I) is a monovalent cation M. + Alkali metal ions such as sodium or potassium, or NH4 + It may contain ammonium cations such as, or primary, secondary, or tertiary amines, i.e., protonated primary, secondary, or tertiary amines or quaternary ammonium cations.

[0055] The term "ammonium" itself refers to the cation NH4 +This refers to the following: The expression "ammonium cations of primary, secondary, or tertiary amines" is used similarly to the expression "primary, secondary, or tertiary amines and their ammonium salts," and refers to protonated primary, secondary, or tertiary amines. The protonation of this type of ammonium cation is pH-dependent, and the positive charge changes accordingly.

[0056] The molecular weights of protonated primary, secondary, or tertiary amines and quaternary ammonium cations are typically in the range of 32 to 180 g / mol. Preferably, the primary, secondary, or tertiary amines and quaternary ammonium cations have exactly one nitrogen atom, i.e., they have a monovalent positive charge.

[0057] These types of compounds can be obtained from commercially available sodium or potassium salts by ion exchange chromatography or other methods suitable for ion exchange. Alternatively, M + NH4 + Alternatively, compounds of formula (I), which are ammonium cations of primary, secondary, or tertiary amines, can be obtained by reacting the compound of formula (I) with SO3 or ClSO3H, and then adding the respective amine base or ammonia M, as shown in Scheme 1: [ka] (In the equation, all variable elements are equivalent to those in equation (I)).

[0058] This type of reaction is typically carried out at a temperature of 50–100°C, with an excess of SO3 or ClSO3H added relative to the amount of compound (I) or compound (II), respectively. Compounds of formulas (1) and (1a) are commercially available under various trade names, for example, from BASF as the Lutensol TO series, and can also be produced by alkoxylation of the corresponding alcohol R-OH with ethylene oxide, propylene oxide, or butylene oxide, as described in U.S. Patent No. 10091994B2.

[0059] Embodiments and Priority of the Invention The following are individual embodiments of the present invention. These are intended to further illustrate the present invention, and the preferences described herein are not intended to limit their interpretation.

[0060] According to the present invention, the liquid herbicide composition contains 5 to 45% by weight of herbicide compound A.

[0061] In particular, the liquid herbicide composition according to the present invention preferably contains 10 to 40% by weight of herbicide compound A.

[0062] The liquid herbicide composition according to the present invention more preferably contains 13 to 36% by weight of herbicide compound A.

[0063] In the preferred group of embodiments, the herbicide compound A incorporated into the liquid herbicide composition of the present invention is a glufosinate salt.

[0064] In particular, the glufosinate salt is glufosinate ammonium.

[0065] In a preferred embodiment, the herbicide compound A incorporated into the liquid herbicide composition of the present invention is the L-enantiomer of glufosinate.

[0066] In particular, the L-glufosinate salt is L-glufosinate ammonium.

[0067] In most cases, the liquid herbicide composition according to the present invention contains 1 to 20% by weight of solvent B.1.

[0068] The liquid herbicide composition according to the present invention preferably contains 2 to 15% by weight of solvent B.1.

[0069] More preferably, the liquid herbicide composition according to the present invention contains 2 to 10% by weight of solvent B.1.

[0070] Preferably, the liquid herbicide composition according to the present invention contains ethanol as the monovalent solvent B.1.

[0071] In most cases, the liquid herbicide composition according to the present invention contains 1 to 30% by weight of solvent B.2.

[0072] The liquid herbicide composition according to the present invention preferably contains 2 to 20% by weight of solvent B.2.

[0073] More preferably, the liquid herbicide composition according to the present invention contains 2 to 15% by weight of solvent B.2.

[0074] Preferably, the liquid herbicide composition according to the present invention contains 1,2-propanediol as the polyvalent solvent B.2.

[0075] The total amount of solvents B.1 and B.2 is typically in the range of 3 to 40% by weight, and more particularly in the range of 4 to 30% by weight or 4 to 25% by weight, based on the total weight of the liquid composition.

[0076] Liquid herbicide compositions may typically also contain one or more additional monohydric or polyhydric alcohols B.3, distinct from alcohols B.1 and B.2. In particular, these additional alcohols are selected from poly-C2-C3 alkylene glycols, poly-C2-C3 alkylene glycol monomethyl ethers, and C2-C3 alkylene glycol monomethyl ethers. Examples of solvent B.3 include ethylene glycol monomethyl ether, propylene glycol monomethyl ether, diethylene glycol, dipropylene glycol, tripylene glycol, diethylene glycol monomethyl ether, dipropylene glycol monomethyl ether, and polyethylene glycol. The molecular weight (number average determined by mass spectrometry) of these polyethylene glycols is typically in the range of 10⁶ to 500 g / mol. Dipropylene glycol is preferred as solvent B.3.

[0077] If present, the liquid herbicide composition typically contains alcohol B.3 in an amount ranging from 3 to 35% by weight, particularly 4 to 30% by weight, and especially 5 to 25% by weight, based on the total weight of the liquid composition.

[0078] When solvent B.3 is present in the liquid herbicide composition, the total amount of solvents B.1, B.2, and B.3 is typically in the range of 6 to 50% by weight, particularly 8 to 40% or 10 to 35% by weight, based on the total weight of the liquid composition.

[0079] The liquid herbicide composition of the present invention contains water in addition to the above-mentioned components A, B.1, B.2, and optionally B.3 and D. The amount of water will generally be at least 5% by weight, particularly at least 7% by weight, and especially at least 8% by weight, based on the total weight of the liquid composition. The amount of water will generally not exceed 78% by weight, preferably not exceeding 65% or 50% by weight, and especially not exceeding 40% or 36% by weight, based on the total weight of the liquid herbicide composition. In particular, the liquid herbicide composition of the present invention contains water in an amount of 5 to 50% by weight, more specifically 7 to 50% or 7 to 40% by weight, and especially 8 to 40% or 8 to 36% by weight, based on the total weight of the liquid herbicide composition.

[0080] In a specific first group of embodiments, the liquid herbicide composition according to the present invention is A) Herbicide compound A, preferably glufosinate ammonium, in an amount of 10-40% by weight; B.1) Ethanol in a concentration of 2-15% by weight; B.2) 1,2-propanediol in 2-20% by weight; c) Water in at least 7% by weight, for example, 7-50% by weight; D) 15 to 70% by weight of at least one compound of formula (I) as defined herein; Includes.

[0081] In a specific subgroup 1a of the first group of embodiments, the liquid herbicide composition according to the present invention is A) Herbicide compound A, preferably glufosinate ammonium, in a weight of 13-36%; B.1) Ethanol in a concentration of 2-10% by weight; B.2) 1,2-propanediol in 2-15% by weight; c) Water in at least 8% by weight, for example, 8-36% by weight; D) 15 to 70% by weight of at least one compound of formula (I) as defined herein; Includes.

[0082] In a specific second group of embodiments, the liquid herbicide composition according to the present invention is A) Herbicide compound A, preferably glufosinate ammonium, in an amount of 10-40% by weight; B.1) Ethanol in a concentration of 2-15% by weight; B.2) 1,2-propanediol in 2-20% by weight; B.3) Dipropylene glycol in an amount of 5-30% by weight; c) Water in at least 7% by weight, for example, 7-50% by weight; D) 15 to 70% by weight of at least one compound of formula (I) as defined herein; Includes.

[0083] In a specific subgroup 2a of the second group of embodiments, the liquid herbicide composition according to the present invention is A) Herbicide compound A, preferably glufosinate ammonium, in a weight of 13-36%; B.1) Ethanol in a concentration of 2-10% by weight; B.2) 1,2-propanediol in 2-15% by weight; B.3) Dipropylene glycol in an amount of 5-30% by weight; c) Water in at least 8% by weight, for example, 8-36% by weight; D) 15 to 70% by weight of at least one compound of formula (I) as defined herein; Includes.

[0084] The liquid herbicide composition according to the present invention is defined herein by formula [R-(A) x-OSO3 - ]-M + The compound (I) is present in an amount of 15 to 70% by weight. The preferred third, fourth, fifth, and sixth groups of embodiments of the compound of formula (I) shown below are applicable, either individually or in combination, to all groups of embodiments disclosed herein, particularly groups first, 1a, 2, and 2a of embodiments.

[0085] According to the third group of embodiments, the liquid herbicide composition of the present invention comprises a compound of formula (I) where the exponent x is 0.

[0086] According to another fourth group of embodiments, the liquid herbicide composition comprises a compound of formula (I) with an index x of 1 to 10. In this particular fourth group of embodiments, preferably, the liquid herbicide composition comprises a compound of formula (I) with an index x of 1 to 3.

[0087] Among the fourth group of compositions of the embodiments described above, R A , R B , R C and R D Compounds of formula (I) where each of the atoms is H are preferred.

[0088] According to the fifth group of embodiments, in the compound of formula (I), the cation M + The composition of the present invention is preferably a protonated primary, secondary, or tertiary amine or quaternary ammonium cation, and the protonated primary, secondary, or tertiary amine or quaternary ammonium cation contains exactly one nitrogen atom per molecule, particularly compositions according to groups 1, 1a, 2, 2a, 3 and 4 of the embodiments.

[0089] In the fifth group of compositions of the embodiments, the compound of formula (I) contains the cation M. + However, equation (II): [ka] (In the formula, R 1 , R 2 , R 3 and R 4is either H, or unsubstituted, or OH, C1~C 10 -alkoxy or hydroxy-C1~C 10 - alkoxy-substituted C1-C 10 - Is it alkyl? Or Substituent R 1 , R 2 , R 3 and R 4 A preferred liquid herbicide composition according to the present invention is one in which two of these atoms, together with the N atom to which they are bonded, form a 5- or 6-membered saturated, partially unsaturated, or completely unsaturated heterocycle that optionally and additionally contains one or two oxygen or sulfur atoms, wherein the sulfur atoms are independently oxidized or unoxidized.

[0090] Among the compositions of the fifth group of embodiments, the compound of formula (I) contains the cation M. + However, a preferred liquid herbicide composition according to the present invention is one in which an amine selected from ethanolamine, diethanolamine, diglycolamine, 1-aminopropan-2-ol, 2-dimethylaminoethanol, 2-(butylamino)ethanol, 2-diethylaminoethanol, 2-(tert-butylamino)ethanol, N-(tert-butyl)diethanolamine, triethanolamine, 2-ethylaminoethanol, 2-aminoheptane, triisopropylamine, N-(2-hydroxyethyl)morpholine, N-methylmorpholine, N-butyldiethanolamine, or 2-(dibutylamino)ethanol, or any mixture thereof, has been protonated.

[0091] Among the compositions of the fifth group of embodiments, the compound of formula (I) contains the cation M. + However, a liquid herbicide composition according to the present invention is particularly preferred, which is a protonated amine selected from ethanolamine, diethanolamine, diglycolamine, 1-aminopropan-2-ol, 2-dimethylaminoethanol, or triethanolamine, or any mixture thereof.

[0092] According to another preferred group 6 of embodiments, the cation M in the compound of formula (I) of the liquid herbicide composition according to the present invention. + This is an alkali metal cation, particularly sodium. The descriptions relating to the other groups of embodiments, except for group 5, also apply to group 6 of embodiments, in particular to groups 1, 1a, 2, 2a, 3 and 4 of embodiments.

[0093] The liquid herbicide composition of the present invention may further contain one or more alkyl polyglucosides, also known as APGs. APGs can further improve the stability of the formulation against phase separation at low temperatures. APG can be represented by the following formula (III): R a O(R b O) b (Z) a (III) (In the formula, R a This is a monovalent hydrocarbon group, particularly an alkyl or alkenyl group having 6 to 30 carbon atoms, especially 8 to 16 carbon atoms; R b This is a divalent alkylene group having 2 to 4 carbon atoms, particularly an ethanediyl group; Z3 is a glucose residue; b is a number in the range of 0 to 12, especially 0 or 1 to 4; 'a' is a number in the range of 1 to 6, particularly a number in the range of 1.1 to 2, and represents the average degree of polymerization of the glucoside units.

[0094] Non-exclusive examples of commercially available alkyl polyglucosides include, for example, the APG®, AGNIQUE®, and AGRIMUL® surfactants from BASF; the Atlox surfactant from Uniqema; or the AG surfactant from AKZO NOBEL Surface Chemistry, LLC, such as those listed below: 1. AGNIQUE PG 8105 Surfactant: The average degree of polymerization is 1.5, R a Alkyl polyglucosides with an alkyl group and containing 8 to 10 carbon atoms. 2. AGNIQUE PG 8166 Surfactant: The average degree of polymerization is 1.6, and R a Alkyl polyglucosides with an alkyl group and containing 8 to 16 carbon atoms. 3. AGNIQUE PG 266 Surfactant: The average degree of polymerization is 1.6, and R a Alkyl polyglucosides with an alkyl group and containing 12 to 16 carbon atoms. 4. AGNIQUE PG 9116 Surfactant: The average degree of polymerization is 1.6, R a Alkyl polyglucosides with an alkyl group and containing 9 to 11 carbon atoms. 5. AGNIQUE PG 264-U Surfactant: The average degree of polymerization is 1.4, and R a Alkyl polyglucosides with an alkyl group and containing 12 to 16 carbon atoms. 6. AGNIQUE PG 8107 Surfactant: The average degree of polymerization is 1.7, and R a Alkyl polyglucosides with an alkyl group and containing 8 to 16 carbon atoms. 7. AGNIQUE PG 266 Surfactant: The average degree of polymerization is 1.6, and R a Alkyl polyglucosides with an alkyl group and containing 12 to 16 carbon atoms. 8. AL 2575 / AL 535 Surfactant: HLB is 12-13, R a Alkyl polyglucosides with an alkyl group containing 12 to 13 carbon atoms. 9. Akzo Nobel AG 6202, AG 6206, or AG 6210 surfactant: R a The groups are, respectively, branched C8 alkyl, linear hexyl, and linear C8-C. 10 Alkyl polyglucosides are alkyl polyglycosides.

[0095] The liquid herbicide composition according to the present invention may further contain, in an amount of 20% by weight or less, other components, typically selected from anionic, nonionic, cationic, or zwionic surfactants, as additional solvents, pigments, defoamers, or thickeners, which are different from components A, B.1, B.2, B.3, C, D, and E described above.

[0096] Preferably, the liquid herbicide composition contains an agriculturally effective amount of glufosinate or a salt thereof. The term "effective amount" refers to the amount of agriculturally effective ingredient or composition that is sufficient to achieve a biological effect, e.g., control of weeds on cultivated plants or protection of materials, without causing substantial damage to the treated plants. Such an amount can vary widely and depends on various factors such as the species of pest to be controlled, the cultivated plants or materials being treated, climatic conditions, and the specific agriculturally effective ingredient used.

[0097] The liquid herbicide composition contains glufosinate or a salt thereof at a concentration of at least 5% by weight, preferably at least 10% by weight, most preferably at least 15% by weight, particularly at least 20% by weight, especially at least 25% by weight, for example, at least 30% by weight, based on the total weight of the herbicide composition. The agricultural chemical liquid herbicide composition may contain glufosinate or a salt thereof at a concentration of 50% by weight or less, preferably 40% by weight or less, more preferably 30% by weight or less, based on the total weight of the herbicide composition. The herbicide composition may contain glufosinate or a salt thereof at a concentration of 5 to 50% by weight, preferably 5 to 40% by weight, more preferably 10 to 30% by weight.

[0098] Glufosinate and / or its salts are preferred water-soluble agrochemically active substances, but as mentioned above, other water-soluble herbicides can also be used in the liquid herbicide composition according to the present invention.

[0099] The liquid herbicide composition according to the present invention is also particularly suitable for incorporating water-insoluble or slightly water-soluble pest control agents into agricultural chemical compositions. This type of water-insoluble pest control active substance can be selected from the group consisting of fungicides, insecticides, and herbicides.

[0100] According to the present invention, an aqueous agricultural chemical composition contains water. Typically, a liquid herbicide composition contains water at a concentration of at least 5% by weight, more preferably at least 7% by weight, or at least 8% by weight, or at least 10% by weight, most preferably at least 15% by weight. The agricultural chemical composition may contain water at a concentration of 50% by weight or less, preferably 40% by weight or less, more preferably 30% by weight or less, and particularly 25% by weight or less. The agricultural chemical composition typically contains water at a concentration in the range of 5 to 50% by weight, preferably in the range of 7 to 50% by weight or 7 to 40% by weight, particularly in the range of 8 to 4% by weight or 8 to 36% by weight. When the concentration of water in an agricultural chemical composition is at least 5% by weight, such a composition can be called an aqueous composition.

[0101] The herbicide composition may also contain additional organic solvents other than solvents B.1, B.2, and B.3. Preferred organic solvents are defined herein below. In particular, these additional solvents are absent or substantially absent, i.e., their concentration is less than 0.5% by weight. Preferably, the water solubility of these organic solvents is at least 1% by weight at 20°C, preferably at least 10% by weight at 20°C. Typically, the amount of the additional solvent does not exceed 5% by weight, and is typically less than 2% by weight, based on the total weight of the herbicide composition.

[0102] Further suitable organic solvents include esters, preferably esters of aliphatic C1-C6 alcohols and aliphatic C1-C6 carboxylic acids, and aromatic C6-C6 10 - Alcohols and aromatic C6~C 10Esters with carboxylic acids, cyclic esters of ω-hydroxy-C1~C6-carboxylic acids, e.g., CH3C(O)OCH2CH3, CH3C(O)OCH3, CH3C(O)OCH2CH2CH2CH3, CH3C(O)OCH(CH3)CH2CH3, CH3C(O)OC(CH3), CH3CH2CH2C(O)OCH2CH3, CH3CH(OH)C(O)OCH2CH3, CH3CH(OH)C(O)OCH3, CH3C(O)OCH2CH(CH3)2, CH3C(O)OCH(CH3)2, CH3CH2C(O)OCH3, benzyl benzoate, acetophenone, γ-valerolactone and γ-butyrolactone; carbonate esters, e.g., ethylene carbonate, propylene carbonate, butylene carbonate, CH3CH2OC(O) OCH2CH3 and CH3OC(O)OCH3; dimethylacetamide, dimethylcaprylamide, dimethylcapramide and N-alkylpyrrolidone; glyceryl and carboxylic acid-based esters, e.g., mono, di and triglycerides, phthalates, ethyl lactate, 2-ethylhexyl, D- or L-lactic acid (2-ethylhexyl); amides and urea derivatives, e.g., dimethylacetamide (DMA), 1,3-dimethyl-2-imidazolidinone (DMI), 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU), hexamethylphosphamide (HMPA); furthermore, dimethyl sulfoxide (DMSO), tetrahydrofurfuryl alcohol and sulfolane. Preferred further solvents are butanol, n-, iso, tert- and 2-butanol, ethylene glycol, γ-valerolactone and γ-butyrolactone and tetrahydrofurfuryl alcohol.

[0103] Herbicide compositions are prepared by known methods, such as those described in Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.

[0104] Herbicidal compositions typically contain further auxiliary agents. Suitable auxiliary agents include solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesives, thickeners, humectants, water repellents, attractants, feeding stimulants, compatibilizers, fungicides, antifreeze agents, defoaming agents, colorants, tackifiers, and binders.

[0105] A suitable adjuvant is a compound that enhances the biological performance of compound I on the target, even though its own pest control activity may be negligible or even nonexistent. Examples include surfactants, mineral or vegetable oils, and other additives. Further examples are described in Knowles, Adjuvants and Additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.

[0106] Suitable thickeners include polysaccharides (e.g., xanthan gum, carboxymethylcellulose), inorganic clay (organically modified or unmodified), polycarboxylates, and silicates. Suitable fungicides include bronopol and isothiazolinone derivatives, such as alkylisothiazolinone and benzisothiazolinone. Suitable antifreeze agents include ethylene glycol, propylene glycol, urea, and glycerin.

[0107] Suitable defoaming agents are silicones, long-chain alcohols, and fatty acid salts. Silicone-based defoaming agents, such as polydimethylsiloxane (e.g., SAG 1572 available from Momentive, Silcolapse-481 or Silcolapse-482 available from Elkem), are particularly preferred. Suitable silicone-based defoaming agents are also described in International Publication No. 2005 / 117590A2.

[0108] Suitable colorants (e.g., red, blue, or green) are pigments with low water solubility and water-soluble dyes. Examples include inorganic colorants (e.g., iron oxide, titanium dioxide, hexacyanoferrate) and organic colorants (e.g., alizarin, azo, and phthalocyanine colorants). Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylate, biological or synthetic waxes, and cellulose ethers.

[0109] Various types of oils, wetting agents, adjuvants, fertilizers or micronutrients and further pest control agents (e.g., herbicides, insecticides, fungicides, growth regulators, phytotoxicity reducers) may be added to the herbicide composition to form a premix, or, if appropriate, not added until immediately before use (tank mix). These agents can be mixed with the agricultural chemical composition according to the present invention in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.

[0110] Users typically apply the agricultural chemical liquid herbicide composition according to the present invention using a predosage device, backpack sprayer, tank sprayer, spraying aircraft, or irrigation system. The herbicide composition is usually prepared with water, buffers, and / or further additives to achieve the desired application concentration, thereby obtaining a ready-to-use spray solution or herbicide composition according to the present invention. Typically, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray solution are applied per hectare of agriculturally useful area.

[0111] According to one embodiment, the individual components of the agricultural chemical composition according to the present invention, for example, the components of a kit or the components of a two- or three-component mixture, can be mixed by the user themselves in a spraying tank, and further auxiliary agents can be added as appropriate.

[0112] In further embodiments, the user may mix any of the individual components or premixtures of some of the components of the agricultural chemical composition according to the present invention, for example, components comprising compounds of formulas (I) and (II) and / or water-soluble pest control agents or salts thereof and / or water-insoluble pest control agents, in a spraying tank, and, if appropriate, further auxiliaries and additives may be added.

[0113] In further embodiments, the individual components of the herbicide composition according to the present invention, or a premixture of some of the components, may be applied together (for example, after mixing in a tank) or in succession.

[0114] The agricultural chemical composition according to the present invention maintains a relatively low dynamic viscosity and remains homogeneous, even when it contains a high amount of pest control active compounds.

[0115] The dynamic viscosity referred to herein can be measured using a Brookfield viscometer, i.e., a rotational viscometer using a cone-plate geometry. Dynamic viscosity can be measured in accordance with the industrial standard EN ISO 2555:2018. Typically, dynamic viscosity is measured at 25°C. In this method, the shear stress is measured while continuously increasing the shear rate of the rotational viscometer. For Newtonian fluids, the measurement results in a linear series of data showing a direct proportional relationship between shear stress and shear rate. For non-Newtonian fluids, the measurement results show a nonlinear dependence of shear stress and shear rate. Dynamic viscosity, also called apparent viscosity, is typically determined by measuring the slope of a line passing through the origin of the coordinate system and the shear stress measured at a shear rate of 100 / sec. For non-Newtonian fluids, the true viscosity may differ from the apparent viscosity and is determined by calculating the slope of the tangent to the experimental curve measured at a shear rate of 100 / sec.

[0116] The true viscosity of the agricultural chemical composition of the present invention at 20°C is typically less than 2000 mPas, preferably less than 1000 mPas, and more preferably less than 500 mPas. The apparent viscosity of the agricultural chemical composition at 20°C is typically less than 3000 mPas, preferably less than 1500 mPas, and more preferably less than 1000 mPas.

[0117] Embodiment of Herbicide Application Method The present invention also relates to the use of the liquid herbicide composition defined above herein in the agricultural field.

[0118] Depending on the application method, the agricultural chemical liquid herbicide composition according to the present invention can be used to control undesirable harmful organisms such as weeds in crops.

[0119] Therefore, the agricultural chemical aqueous composition of the present invention is preferably used to prepare a liquid herbicide composition for controlling weeds on crop plants.

[0120] Therefore, the liquid herbicide composition according to the present invention is used in a method for inhibiting the growth of undesirable plants and / or controlling harmful plants, by applying it to undesirable or harmful plants, a part of undesirable or harmful plants, or an area where undesirable or harmful plants grow.

[0121] Therefore, such herbicide compositions are highly effective in controlling vegetation in non-agricultural areas, especially at high application rates. They act on broadleaf weeds and grass weeds of crops such as wheat, rice, maize, soybeans, and cotton without causing significant damage to the crop plants. This effect is mainly observed at low application rates.

[0122] This type of herbicide composition according to the present invention is applied mainly by spraying it onto the leaves of plants. In this case, application can be carried out, for example, by using water as a carrier and a general spraying method, with a spray volume of about 100 to 1000 l / ha (e.g., 300 to 400 l / ha). The herbicide composition can also be applied in small or very small amounts or in the form of granules.

[0123] The herbicide composition according to the present invention can be applied before, during, and / or after the germination of undesirable plants, preferably during and / or after.

[0124] When used for plant disease control, the amount of glufosinate or its salt, excluding formulation aids, is 0.001 to 2 kg / ha, preferably 0.005 to 2 kg / ha, more preferably 0.05 to 0.9 kg / ha, and particularly 0.1 to 0.75 kg / ha, depending on the type of effect desired.

[0125] When used for disease control of materials or stored products, the amount of glufosinate or its salt used varies depending on the application area and the type of effect desired. The general amount used for disease control of materials is 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of the agrochemical active ingredient per cubic meter of treated material.

[0126] Examples of suitable crops are shown below: Onion (Allium cepa), pineapple (Ananas comosus), peanut (Arachis hypogaea), asparagus (Asparagus officinalis), oat (Avena sativa), sugar beet (Beta vulgaris spec. altissima), Kansai cabbage (Beta vulgaris spec. rapa), rapeseed (Brassica napus var. napus), rutabaga (Brassica napus var. napobrassica), Brassica rapa var. silvestrissilvestris), wild cabbage (Brassica oleracea), black mustard (Brassica nigra), tea (Camellia sinensis), safflower (Carthamus tinctorius), pecan (Carya illinoinensis), lemon (Citrus limon), orange (Citrus sinensis), Arabica coffee tree (Coffea arabica) (Robusta coffee tree (Coffea canephora), Liberica coffee tree (Coffea liberica)), cucumber (Cucumis sativus), rugosa grass (Cynodon dactylon), carrot (Daucus carota), Guinea oil palm (Elaeis guineensis), wild strawberry (Fragaria vesca), soybean (Glycine max), and peanut (Gossypium). hirsutum), (tree cotton (Gossypium arboreum), white cotton (Gossypium herbaceum), bellflower (Gossypium vitifolium)), sunflower (Helianthus annuus), rubber tree (Hevea brasiliensis), barley (Hordeum vulgare), hops (Humulus lupulus), sweet potato (Ipomoea batatas), Japanese walnut (Juglans regia), lentil (Lens culinaris), flax (Linum usitatissimum), tomato (Lycopersicon lycopersicum), species of apple (Malus spec.), cassava (Manihot esculenta), alfalfa (Medicago sativa), species of banana (Musa spec.), tobacco (Nicotiana Tabacum (N. rustica), olive (Olea europaea), rice (Oryza sativa), lima bean (Phaseolus lunatus), green bean (Phaseolus vulgaris), European spruce (Picea abies), pine species (Pinus spec.)), pistachios (Pistacia vera), peas (Pisum sativum), sea cherry (Prunus avium), peaches (Prunus persica), pears (Pyrus communis), apricots (Prunus armeniaca), corn cherry (Prunus cerasus), almonds (Prunus dulcis) and plums (prunus domestica), currants (Ribes sylvestre), castor beans (Ricinus communis), sugarcane (Saccharum officinarum), rye (Secale cereale), white mustard (Sinapis alba), potatoes (Solanum tuberosum), sorghum (Sorghum bicolor (s. vulgare)), cocoa (Theobroma cacao), red clover (Trifolium) (Pratense), bread wheat (Triticum aestivum), rye wheat (Triticale), durum wheat (Triticum durum), broad bean (Vicia faba), grape (Vitis vinifera), corn (Zea mays).

[0127] The herbicide compositions according to the present invention can also be used on crops that have been modified by mutagenesis or genetic engineering to confer new traits to the plants or to alter existing traits, preferably resistance to glufosinate or its salts.

[0128] As used herein, the term “crop” includes (crop) plants that have been modified by mutagenesis or genetic engineering to confer new traits to plants or to alter existing traits.

[0129] Mutagenesis includes not only random mutagenesis techniques using X-rays or mutagenic chemicals, but also targeted mutagenesis techniques for inducing mutations at specific loci in the plant genome. Many targeted mutagenesis techniques use oligonucleotides or proteins such as CRISPR / Cas, zinc finger nucleases, TALENs, or meganucleases to achieve a targeting effect.

[0130] Genetic engineering typically uses recombinant DNA techniques to introduce modifications to plant genomes that cannot be easily obtained through natural processes such as crossbreeding, mutagenesis, or natural recombination. Typically, one or more genes are incorporated into the plant genome to add or improve traits. Such incorporated genes are also referred to as transgenes in this field, and plants containing such transgenes are called transgenetic plants. The process of plant transformation usually involves several transformation events, each occurring at a different genomic locus into which the transgene is incorporated. Plants containing a specific transgene at a particular genomic locus are usually described as having undergone a specific "event," which is referred to by a specific event name. Examples of traits introduced or modified in plants include herbicide resistance, insect resistance, high yield, and tolerance to abiotic conditions such as drought.

[0131] Herbicide resistance can be produced not only through mutagenesis but also through genetic engineering. Plants conferred with resistance to acetolactate synthase (ALS) inhibitor herbicides through conventional mutagenesis and breeding methods include plant varieties marketed under the name Clearfield®. However, the majority of herbicide resistance traits are produced through the use of introduced genes.

[0132] Herbicide resistance has been developed to oxynyl herbicides such as glyphosate, glufosinate, 2,4-D, dicamba, bromoxynil, and ioxinil, as well as sulfonylurea herbicides, ALS inhibitor herbicides, and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors such as isoxaflutol and mesotrione.

[0133] The transgenes used to confer herbicide resistance traits include the following: Glyphosate resistance conferral: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621, and goxv247; Glufosinate resistance conferral: pat, and bar; 2,4-D resistance conferral: aad-1, and aad-12; Dicamba resistance conferral: dmo; Oxynyl herbicide resistance conferral: bxn; Sulfonylurea herbicide resistance conferral: zm-hra, csr1-2, gm-hra, S4-HrA; ALS inhibitor herbicide resistance conferral: csr1-2; HPPD inhibitor herbicide resistance conferral: hppdPF, W336, and avhppd-03.

[0134] Genetically modified maize events containing herbicide resistance genes include, for example, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, HCEM485, VCO-φ1981-5, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507, and TC6275, but others are not excluded.

[0135] Examples of gene-modified soybean events containing herbicide resistance genes include GTS40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21, A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHTφH2, W62, W98, FG72, and CV127, but others are not excluded.

[0136] Genetically modified cotton events containing herbicide resistance genes include, for example, 19-51a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211, BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701, MON88913, GHB119, GHB614, LLCotton25, T303-3, and T304-40, but others are not excluded.

[0137] Genetic canola events that include herbicide resistance genes include, for example, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2, and RF3, but do not exclude others.

[0138] Insect resistance is primarily created by introducing bacterial genes that produce insecticidal proteins into plants. The most commonly used transgenes are toxin genes and synthetic mutants of Bacillus species such as cry1A, cry1Ab, cry1Ab-Ac, cry1Ac, cry1A.105, cry1F, cry1Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1, cry34Ab1, cry35Ab1, cry9C, vip3A(a), and vip3Aa20. However, plant-derived genes can also be introduced into other plants, particularly genes such as CpTI and pinII, which encode protease inhibitors. Another method involves using transgenes to produce double-stranded RNA in plants that downregulates insect genes. An example of this type of transgene is dvsnf7.

[0139] Examples of transgenic maize events containing genes for producing insecticidal proteins or double-stranded RNA include Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418, and MZIR098, but others are not excluded.

[0140] Genetic soybean events containing genes for producing insecticidal proteins include, for example, MON87701, MON87751, and DAS-81419, but others are not excluded.

[0141] Genetically modified cotton events containing genes for producing insecticidal proteins include, for example, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Event1, COT67B, COT102, T303-3, T304-40, GFMCry1A, GK12, MLS9124, 281-24-236, 3006-210-23, GHB119, and SGK321, but others are not excluded.

[0142] Yield increases are achieved by increasing panicle biomass using the transgene athb17 present in maize event MON87403, or by improving photosynthesis using the transgene bbx32 present in soybean event MON87712.

[0143] Oil-modified crops were created using the following transgenes: gm-fad2-1, Pj.D6D, Nc.Fad3, fad2-1A, and fatb1-A. Soybean events containing at least one of these genes are 260-05, MON87705, and MON87769.

[0144] Tolerance to abiotic conditions, particularly drought tolerance, is conferred by using the transgene cspB included in the maize event MON87460, and by using the transgene Hahb-4 included in the soybean event IND-φφ41φ-5.

[0145] In many cases, traits are combined by combining genes in a transformation event or by combining different events during the breeding process. Preferred trait combinations include herbicide resistance to different groups of herbicides, insect resistance to different species of insects, particularly lepidopteran and coleopteran insects, combinations of herbicide resistance with resistance to one or more species of insects, combinations of herbicide resistance with increased yield, and combinations of herbicide resistance with resistance to abiotic conditions.

[0146] Plants containing single or stacked traits, as well as the genes and events that confer these traits, are well known in the art. For example, detailed information on mutagenerated or incorporated genes and their respective events is available from the websites of the International Service for the Acquisition of Agri-biotech Applications (ISAAA) (http: / / www.isaaa.org / gmapprovaldatabase) and the Center for Environmental Risk Assessment (CERA) (http: / / cera-gmc.org / GMCropDatabase), as well as from patent applications such as European Patent No. 3028573 and International Publication No. 2017 / 011288.

[0147] By using the herbicide composition according to the present invention on crops, crop-specific effects can be obtained that include specific genes or events. These effects may include changes in growth behavior or resistance to biological or abiotic stressors. These effects may include, in particular, increased yield, improved resistance or tolerance to insects, nematodes, fungi, bacteria, mycoplasmas, viruses or viroid pathogens, and early vigor, early or late maturation, low or high temperature tolerance, and changes in the spectrum or content of amino acids or fatty acids.

[0148] Furthermore, this also includes plants in which the content of components has been adjusted or new components have been added using recombinant DNA techniques, particularly to improve the production of raw materials, such as potatoes with increased amylopectin production (e.g., Amflora® potato, BASF SE, Germany).

[0149] Furthermore, the herbicide compositions according to the present invention have also been found to be suitable for leaf fall and / or drying of parts of plant bodies, with cotton being particularly suitable as a crop plant for this purpose, such as cotton, potato, rapeseed, sunflower, soybean, or broad bean. In connection with this, herbicide compositions for drying and / or leaf fall of plant bodies, processes for preparing these compositions, and methods for drying and / or leaf fall of plant bodies using the herbicide compositions according to the present invention have been found.

[0150] The herbicide composition according to the present invention, as a desiccant, is particularly suitable for drying the above-ground parts of crop plants such as potatoes, rapeseed, sunflowers, and soybeans, as well as cereals. This enables the complete mechanical harvesting of these important crop plants.

[0151] Another area of ​​economic interest is promoting harvest, which can be achieved by concentrating the reduction of dehiscence or attachment to trees of citrus fruits, olives, and other pear-like fruits, drupes, and nuts within a certain period of time. The same mechanism, namely promoting the development of abscission layer tissue between the fruit or leaf portion and the shoot portion of a plant, is also essential for regulating leaf fall in useful plants, especially cotton.

[0152] Furthermore, shortening the time it takes for individual cotton plants to mature improves the quality of the fibers after harvest.

[0153] The herbicide composition can be applied to the soil or surface of permanently cultivated land, or to the surface of permanently cultivated crops.

[0154] Perennial crops are produced from plants that grow continuously for several seasons, rather than being replanted after each harvest. Perennial crops are grown on perennial farmland, including, for example, grasslands and shrublands used for growing grapevines or coffee trees; orchards used for growing fruit or olives; and plantations used for growing nuts or rubber. However, this does not include tree farms intended for use as wood or timber.

[0155] Preferred perennial cropping areas related to the present invention are plantations, grasslands, and shrublands. Preferably, perennial crops related to the present invention are plantation crops, and are selected from the group consisting of fruit crops and orchard crops (preferably fruit trees, citrus trees, mango trees, olive trees, grapevines, coffee trees, cocoa trees, tea trees, and berries (such as strawberries, raspberries, blueberries, and currants)), Musaceae sp. crops (e.g., banana or plantain crops), nut trees (preferably almond trees, walnut trees, pistachio trees, pecan trees, hazelnut trees), oil palm trees, rubber trees, sugarcane, and cotton.

[0156] More preferably, perennial crops include fruit trees (preferably pear trees and stone fruit trees; preferred fruit trees are apple trees, European pear trees, apricot trees, European plum trees, cherry trees, and peach trees), olive trees, grapevines, coffee trees, tea plants, Musaceae sp. crops (preferably banana or plantain crops), nut trees (preferably almond trees, walnut trees, pistachio trees, pecan trees, and hazelnut trees), oil palm trees, rubber trees, and citrus crops (preferably lemon, orange, or grapefruit crops). More preferably, the perennial crop is selected from the group consisting of apple trees, pear trees, apricot trees, plum trees, cherry trees, peach trees, olive trees, grapevines, coffee trees, tea trees, banana crops, nut trees (preferably almond trees, walnut trees, pistachio trees), oil palm trees, rubber trees, and citrus crops (preferably lemon, orange, or grapefruit crops). Particularly preferably, the perennial crop is selected from the group consisting of apple trees, pear trees, apricot trees, plum trees, cherry trees, peach trees, olive trees, grapevines, coffee trees, tea trees, banana crops, almond trees, walnut trees, oil palm trees, rubber trees, lemon crops, orange crops, and grapefruit crops.

[0157] The herbicide composition can also be applied to both row-sown crops and specialty crops.

[0158] Row crops can be planted in rows wide enough to be tilled or cultivated by agricultural machinery (machinery designed to suit the seasonal activity of row crops). A characteristic of row crops is that they are planted and cultivated seasonally or annually. Therefore, this type of crop can be produced and profited from relatively quickly and predictably. Row crops are not replanted after each harvest, but rather the plants continue to produce crops over several seasons. Examples of row crops include soybeans, corn, canola, cotton, cereals, or rice, as well as sunflowers, potatoes, dried beans, peas, flax, safflower, buckwheat, and sugar beets.

[0159] Horticultural crops should be understood as fruits, vegetables, or other horticultural crops or perennial plantation crops, such as trees, nuts, vines, (dried) fruits, ornamental plants, oil palms, bananas, and rubber trees, and horticulture, including floriculture, and seedling crops may also be included in the definition of horticultural crops. Examples of vegetable crops include eggplant (aubergine), beans, bell peppers, cabbage, chili peppers, cucumbers, eggplants, lettuce, melons, onions, potatoes, sweet potatoes, spinach, and tomatoes. Plants considered horticultural crops are generally cultivated intensively. When controlling weeds on vegetable crops, it may be desirable to protect the crops from contact with the spray solution containing the herbicide mixture according to the present invention.

[0160] Generally, the crops that can be treated may be conventional, unmodified (origin) crops, or herbicide-resistant crops, preferably glufosinate-resistant crops. This herbicide composition also exhibits high herbicidal efficacy against selected crop plants such as barley and soybeans. This effect can be used to control crop plants that were growing in the previous crop in a crop rotation system. Normally, crop residues after harvesting the previous crop in a crop rotation cycle continue to grow mixed with the crop variety that is subsequently cultivated. This results in two types of crop plants from different crop rotation cycles competing in the same growing area, leading to a decrease in yield. Therefore, the herbicide composition can be applied to control the residue crop plants from the previous crop in a crop rotation cycle, so that the area is uniformly covered by the next crop.

[0161] In a preferred embodiment, the herbicide composition is applied once, twice, or three times per year according to the Gregorian calendar, i.e., once, twice, or three times per year according to the Gregorian calendar. In a preferred embodiment, the herbicide composition is applied twice per year according to the Gregorian calendar, i.e., twice per year according to the Gregorian calendar. In an alternative preferred embodiment, the herbicide composition is applied once per year according to the Gregorian calendar, i.e., once per year according to the Gregorian calendar. In a preferred embodiment, the herbicide composition is applied once every 12 months, i.e., once every 12 months. In an alternative preferred embodiment, the herbicide composition is applied once to 10 times per year according to the Gregorian calendar, i.e., 10 times or less per year according to the Gregorian calendar. This alternative preferred method is particularly useful for perennial crops, especially those grown under tropical conditions. In that case, since weeds grow actively all year round, herbicide application needs to be repeated as soon as the previous treatment loses its effectiveness and the weeds begin to grow again.

[0162] The herbicide composition is preferably used for application after germination.

[0163] The present invention relates to a method of using and applying a herbicide composition for controlling undesirable vegetation on a crop in a burndown program, wherein the crop is produced by genetic engineering or breeding and exhibits resistance to one or more herbicides and / or resistance to attacks by pathogens such as plant pathogenic fungi and / or insects; preferably, it is glufosinate resistant, and includes a method of use and application.

[0164] Glufosinate-tolerant crops are preferred, and the glufosinate-tolerant crop plants are preferably selected from the group consisting of rice, canola, soybeans, maize, and cotton plants.

[0165] Events for transgenic maize containing glufosinate resistance genes include, for example, 5307×MIR604×Bt11×TC1507×GA21×MIR162 (event identifier: SYN-φ53φ7-1×SYN-IR6φ4-5×SYN-BTφ11-1×DAS-φ15φ7-1×MON-φφφ21-9×SYN-IR162-4, gene: pat, commercially available for example as Agrisure® Duracade® 5222), 59122 (event identifier: DAS-59122-7, gene: pat, commercially available for example as Herculex® RW), and 5307×MIR604×Bt11×TC1507×GA21 (Event identifier: SYN-φ53φ7-1×SYN-IR6φ4-5×SYN-BTφ11-1×DAS-φ15φ7-1×MON-φφφ21-9, gene: pat, for example, commercially available as Agrisure® Duracade® 5122), 59122×NK603 (Event identifier: DAS-59122-7×MON-φφ6φ3-6, gene: pat, for example, Herculex® RW Roundup) (Commercially available as Ready(trademark)2), Bt10 (gene: pat, e.g., commercially available as Bt10), Bt11 (X4334CBR, X4734CBR) (event identifier: SYN-BTφ11-1, gene: pat, e.g., commercially available as Agrisure(trademark)CB / LL), BT11×59122×MIR604×TC1507×GA21 (event identifier: SYN-BTφ11-1×DAS-59122-7×SYN-IR6φ4-5×DAS-φ15φ7-1×MON-φφφ21-9, gene: pat, e.g., Agrisure(registered trademark)31 (Commercially available as 22), Bt11×GA21 (Event identifier: SYN-BTφ11-1×MON-φφφ21-9, Gene: pat, for example, commercially available as Agrisure(trademark) GT / CB / LL), Bt11×MIR162 (Event identifier: SYN-BTφ11-1×SYN-IR162-4, Gene: pat, for example, commercially available as Agrisure(registered trademark) Viptera(trademark) 2100), Bt11×MIR162×GA21 (Event identifier: SYN-BTφ11-1×SYN-IR162-4×MON-φφφ21-9, Gene: pat,For example, commercially available as Agrisure® Viptera® 3110), BT11×MIR162×MIR604 (event identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-IR6φ4-5, gene: pat, for example, commercially available as Agrisure® Viptera® 3100), Bt11×MIR162×MIR604×GA21 (event identifier: SYN-BTφ11-1×SYN-IR162-4×S YN-IR6φ4-5×MON-φφφ21-9, gene: pat, for example, commercially available as Agrisure(registered trademark)Viptera(trademark)3111, Agrisure(registered trademark)Viptera(trademark)4), Bt11×MIR162×TC1507×GA21 (event identifier: SYN-BTφ11-1×SYN-IR162-4×DAS-φ15φ7-1×MON-φφφ21-9, gene: pat, for example, Agrisure(trademark)Viptera (Commercially available as 3220), Bt11×MIR604 (Event identifier: SYN-BTφ11-1×SYN-IR6φ4-5, Gene: pat, e.g., commercially available as Agrisure(trademark) CB / LL / RW), BT11×MIR604×GA21 (Event identifier: SYN-BTφ11-1×SYN-IR6φ4-5×MON-φφφ21-9, Gene: pat, e.g., commercially available as Agrisure(trademark) 3000GT), Bt176(176) (Event identifier: SYN-EV176-9, Gene: bar, e.g., NaturGard) (Commercially available as KnockOut (trademark), Maximizer (trademark)), CBH-351 (event identifier: ACS-ZMφφ4-3, gene: bar, e.g., commercially available as Starlink (trademark) Maize), DBT418 (event identifier: DKB-89614-9, gene: bar, e.g., commercially available as Bt Xtra (trademark) Maize), MON89034×TC1507×MON88017×59122 (event identifier: MON-89φ34-3×DAS-φ15φ7-1×MON-88φ17-3×DAS-59122-7, gene: pat, e.g., commercially available as Genuity (registered trademark) SmartStax (trademark)),MON89034×TC1507×NK603 (Event identifier: MON-89φ34-3×DAS-φ15φ7-1×MON-φφ6φ3-6, Gene: pat, for example, commercially available as Power Core (trademark)), NK603×T25 (Event identifier: MON-φφ6φ3-6×ACS-ZMφφ3-2, Gene: pat, for example, commercially available as Roundup Ready (trademark), Liberty Link (trademark), Maize), T14 (Event identifier: ACS-ZMφφ2-1, Gene: pat, for example, commercially available as Liberty Link (trademark), Maize), T25 (Event identifier: ACS-ZMφφ3-2, Gene: pat, for example, commercially available as Liberty Link (trademark), Maize), T25×MON810 (Event identifier: ACS-ZMφφ3-2×MON-φφ81φ-6, Gene: pat, for example, Liberty Link(trademark)Yieldgard(trademark) (marketed as Maize), TC1507 (event identifier: DAS-φ15φ7-1, gene: pat, e.g., marketed as Herculex(trademark)I, Herculex(trademark)CB), TC1507×59122×MON810×MIR604×NK603 (event identifier: DAS-φ15φ7-1×DAS-59122-7×MON-φφ81φ-6×SYN-IR6φ4-5×MON-φφ6φ3, gene: pat, e.g., marketed as Optimum(trademark)Intrasect Xtreme), TC1507×59122 (event identifier: DAS-φ15φ7-1×DAS-59122-7, gene: pat, e.g., marketed as Herculex XTRA(trademark)), TC1507×59122×MON810×NK603 (Event identifier: DAS-φ15φ7-1×DAS-59122-7×MON-φφ81φ-6×MON-φφ6φ3-6, gene: pat, for example, commercially available as Optimum(trademark) Intrasect XTRA), TC1507×59122×NK603 (Event identifier: DAS-φ15φ7-1×DAS-59122-7×MON-φφ6φ3-6, gene: pat, for example, commercially available as Herculex XTRA(trademark) RR),TC1507×MIR604×NK603 (Event identifier: DAS-φ15φ7-1×SYN-IR6φ4-5×MON-φφ6φ3-6, Gene: pat, for example, commercially available as Optimum(trademark)TRIsect), TC1507×MON810×NK603 (Event identifier: DAS-φ15φ7-1×MON-φφ81φ-6×MON-φφ6φ3-6, Gene: pat, for example, commercially available as Optimum(trademark)Intrasect), TC1507×NK603 (Event identifier: DAS-φ15φ7-1×MON-φφ6φ3-6, Gene: pat, for example, Herculex(trademark)I (Commercially available as RR), 3272×Bt11 (Event identifier: SYN-E3272-5×SYN-BTφ11-1, Gene: pat), 3272×Bt11×GA21 (Event identifier: SYN-E3272-5×SYN-BTφ11-1×MON-φφφ21-9, Gene: pat), 3272×Bt11×MIR604 (Event identifier: SYN-E3272-5×SYN-BTφ11 -1×SYN-IR6φ4-5, gene: pat), 3272×BT11×MIR604×GA21 (event identifier: SYN-E3272-5×SYN-BTφ11-1×SYN-IR6φ4-5×MON-φφφ21-9, gene: pat), 33121 (event identifier: DP-φ33121-3, gene: pat), 4114 (event identifier: DP-φφ4114-3, gene: pat), 59122×GA21 (event identifier: DAS-59122-7×MON-φφφ21-9, gene: pat), 59122×MIR604 (event identifier: DAS-59122-7×SYN-IR6φ4-5, gene: pat), 5307×MIR604×Bt11×TC1507×GA21×MIR162 (event identifier: gene: pat), 59122×MIR60 4×GA21 (event identifier: DAS-59122-7×SYN-IR6φ4-5×MON-φφφ21-9, gene: pat), 59122×MIR604×TC1507 (event identifier: DAS-59122-7×SYN-IR6φ4-5×DAS-φ15φ7-1, gene: pat), 59122×MIR604×TC1507×GA21 (event identifier: gene: pat),(Event identifier: DAS-59122-7×SYN-IR6φ4-5×DAS-φ15φ7-1×MON-φφφ21-9, gene: pat), 59122×MON810 (Event identifier: DAS-59122-7×MON-φφ81φ-6, gene: pat), 59122×MON810×NK603 (Event identifier: DAS-59122-7×MON-φφ81φ-6×MON-φφ6φ3-6, gene: pat), 59122×TC1507×GA21 (Event identifier: DAS-591 22-7×DAS-φ15φ7-1×MON-φφφ21-9, gene: pat), 676 (event identifier: PH-φφφ676-7, gene: pat), 678 (event identifier: PH-φφφ678-9, gene: pat), 680 (event identifier: PH-φφφ68φ-2, gene: pat), 98140×59122 (event identifier: DP-φ9814φ-6×DAS-59122-7, gene: pat), 98140×TC1507 (event identifier: DP-φ9814φ-6×DA S-φ15φ7-1, gene: pat), 98140×TC1507×59122 (event identifier: DP-φ9814φ-6×DAS-φ15φ7-1×DAS-59122-7, gene: pat), 59122×MON88017 (event identifier: DAS-59122-7×MON-88φ17-3, gene: pat), Bt11×59122 (event identifier: SYN-BTφ11-1×DAS-59122-7, gene: pat), Bt11×59122×GA21 (event identifier: SY N-BTφ11-1×DAS-59122-7×MON-φφφ21-9, gene: pat), Bt11×59122×MIR604 (event identifier: SYN-BTφ11-1×DAS-59122-7×SYN-IR6φ4-5, gene: pat), Bt11×59122×MIR604×GA21 (event identifier: SYN-BTφ11-1×DAS-59122-7×SYN-IR6φ4-5×MON-φφφ21-9, gene: pat), Bt11×59122×MIR604×TC1507 (event identifier: Bt11×59122×MIR604×TC1507, gene: pat),Bt11×59122×TC1507 (Event identifier: SYN-BTφ11-1×DAS-59122-7×DAS-φ15φ7-1, Gene: pat), Bt11×59122×TC1507×GA21 (Event identifier: SYN-BTφ11-1×DAS-59122-7×DAS-φ15φ7-1×MON-φφφ21-9, Gene: pat), Bt11×MIR162×TC1507 (Event identifier: SYN-BTφ11-1×SYN-IR162-4×DAS-φ15φ7-1, Gene: pat), Bt11×MIR604×TC1507 (Event identifier: SYN-BTφ11-1×SYN-IR6φ4-5×DAS-φ15φ7-1, Gene: pat), Bt11×TC1507 (Event identifier: SYN-BTφ11-1×DAS-φ15φ7-1, Gene: pat), Bt11×TC1507×GA21 (Event identifier: SYN-BTφ11-1×DAS-φ15φ7-1×MON-φφφ21-9, Gene: pat), GA21×T25 (Event identifier: MON-φφφ21-9×ACS-ZMφφ3-2, Gene: pat), MIR162×TC1507 (Event identifier: SYN-IR162-4×DAS-φ15φ7-1, gene: pat), MIR162×TC1507×GA21(Event identifier: SYN-IR162-4×DAS-φ15φ7-1×MON-φφφ21-9, gene: pat), MIR604×TC1507(Event identifier: SYN-IR6φ4-5×DAS-φ15φ7-1, gene: pat), MON87427×MON89φ34×TC15φ7×MON88φ17×59122(Event identifier: MON-87427-7×MON-89φ34-3×DAS-φ15φ7-1× MON-88φ17-3×DAS-59122-7, gene: pat), MON89034×59122 (event identifier: MON-89φ34-3×DAS-59122-7, gene: pat), MON89034×59122×MON88017 (event identifier: gene: pat), MON89034×TC1507 (event identifier: MON-89φ34-3×DAS-59122-7×MON-88φ17-3, gene: pat), (event identifier: MON-89φ34-3×DAS-φ15φ7-1, gene: pat), MIR604×TC1507 (Event identifier: SYN-IR6φ4-5×DAS-φ15φ7-1, gene: pat), MON87427×MON89φ34×TC15φ7×MON88φ17×59122 (Event identifier: MON-87427-7×MON-89φ34-3×DAS-φ15φ7-1×MON-88φ17-3×DAS-59122-7, gene: pat), MON89034×59122 (Event identifier: MON-89φ34-3×DAS-59122-7, gene: pat), MON89034×59122×MON88017 (Event identifier: gene: pat),MON89034×TC1507 (Event identifier: MON-89φ34-3×DAS-59122-7×MON-88φ17-3, Gene: pat), (Event identifier: MON-89φ34-3×DAS-φ15φ7-1, Gene: pat), DLL25(B16) (Event identifier: DKB-8979φ-5, Gene: bar), MIR604×TC1507 (Event identifier: SYN-IR6φ4-5×DAS-φ15φ7-1, Gene: pat), MON87427×MON89φ34×TC15φ7×MON88φ17×59122(I Event identifier: MON-87427-7×MON-89φ34-3×DAS-φ15φ7-1×MON-88φ17-3×DAS-59122-7, gene: pat), MON89034×59122(Event identifier: MON-89φ34-3×DAS-59122-7, gene: pat), MON89034×59122×MON88017(Event identifier: MON-89φ34-3×DAS-59122-7×MON-88φ17-3, gene: pat), MON89034×TC1507(Event identifier: MON-89φ34-3×DAS -φ15φ7-1, gene: pat), MON89034×TC1507×59122 (event identifier: MON-89φ34-3×DAS-φ15φ7-1×DAS-59122-7, gene: pat), MON89034×TC1507×MON88017 (event identifier: MON-89φ34-3×DAS-φ15φ7-1×MON-88φ17-3, gene: pat), MON89034×TC1507×MON88017×59122×DAS40278 (event identifier: MON-89φ34-3×DAS-φ15φ7-1×MON- 88φ17-3×DAS-59122-7×DAS-4φ278-9, gene: pat), MON89034×TC1507×MON88017×DAS40278 (event identifier: MON-89φ34-3×DAS-φ15φ7-1×MON-88φ17-3×DAS-59122-7×DAS-4φ278-9, gene: pat), MON89034×TC1507×NK603×DAS40278 (event identifier: MON-89φ34-3×DAS-φ15φ7-1×MON-φφ6φ3-6×DAS-4φ278-9, gene: pat),NK603×MON810×4114×MIR 604 (Event identifier: MON-00603-6×MON-00810-6×DP004114-3×SYN-IR604-4, Gene: pat), TC1507×MON810×MIR604×NK603 (Event identifier: DAS-φ15φ7-1×MON-φφ81φ-6×SYN-IR6φ4-5×MON-φφ6φ3-6, Gene: pat), TC1507×59122×MON810 (Event identifier: DAS-φ15φ7-1×DAS-59122-7×MON-φφ81φ-6, Gene: pat), TC1507×591 22×MON88017 (Event identifier: DAS-φ15φ7-1×DAS-59122-7×MON-88φ17-3, Gene: pat), TC1507×GA21 (Event identifier: DAS-φ15φ7-1×MON-φφφ21-9, Gene: pat), TC1507×MON810 (Event identifier: DAS-φ15φ7-1×MON-φφ81φ-6, Gene: pat), TC1507×MON810×MIR162×NK603 (Event identifier: DAS-φ15φ7-1×MON-φφ81φ-6×SYN-IR162-4) ×MON-φφ6φ3-6, gene: pat), 3272×Bt11×MIR604×TC1507×5307×GA21 (event identifier: SYN-E3272-5×SYN-BTφ11-1×SYN-IR6φ4-5×DAS-φ15φ7-1×SYN-φ53φ7-1×MON-φφφ21-9, gene: pat), TC1507×MIR162×NK603 (event identifier: DAS-φ15φ7-1×SYN-IR162-4×MON-φφ6φ3-6, gene: pat), TC1507×MON810×MIR162 (event Identifier: DAS-φ15φ7-1×MON-φφ81φ-6×SYN-IR162-4, gene: pat), MON87419 (event identifier: MON87419-8, gene: pat), TC1507×MON88017 (event identifier: DAS-φ15φ7-1×MON-88φ17-3, gene: pat), TC6275 (event identifier: DAS-φ6275-8, gene: bar), MZHG0JG (event identifier: SYN-φφφJG-2, gene: pat), MZIR098 (event identifier: SYN-φφφ98-3,Gene: pat), Bt11×MIR162×MON89034 (event identifier: SYN-BTφ11-1×SYN-IR162-4×MON-89φ34-3, gene: pat) and Bt11×MIR162×MON89φ34×GA21 (event identifier: SYN-BTφ11-1×SYN-IR162-4×MON-89φ34-3×MON-φφφ21-9, gene: pat), 59122×DAS40278 (event identifier: DAS-59122-7×DAS-4φ278-9, gene: p at), 59122×MON810×MIR604 (Event identifier: DAS-59122-7×MON-φφ81φ-6×SYN-IR6φ4-5, Gene: pat), 59122×MON810×NK603×MIR604 (Event identifier: DAS-59122-7×MON-φφ81φ-6×MON-φφ6φ3-6×SYN-IR6φ4-5, Gene: pat), 59122×MON88017×DAS40278 (Event identifier: DAS-59122-7×MON-88φ17-3×DAS -4φ278-9, gene: pat), 59122×NK603×MIR604 (event identifier: DAS-59122-7×MON-φφ6φ3-6×SYN-IR6φ4-5, gene: pat), Bt11×5307 (event identifier: SYN-BTφ11-1×SYN-φ53φ7-1, gene: pat), Bt11×5307×GA21 (event identifier: SYN-BTφ11-1×SYN-φ53φ7-1×MON-φφφ21-9, gene: pat), Bt11×MIR162×5307 ( Vent identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-φ53φ7-1, gene: pat), Bt11×MIR162×5307×GA21(event identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-φ53φ7-1×MON-φφφ21-9, gene: pat), BT11×MIR162×MIR604×5307(event identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-IR6φ4-5×SYN-φ53φ7-1, gene: pat),Bt11×MIR162×MIR604×5307×GA21 (Event identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-IR6φ4-5×SYN-φ53φ7-1×MON-φφφ21-9, Gene: pat), Bt11×MIR162×MIR604×MON89034×5307×GA21 (Event identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-IR6φ4-5×MON-89φ34-3×SYN-φ53φ7-1×MON-φφφ21-9, Gene: pat), BT11×MIR162×MIR604×TC1507 (Event identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-IR6φ4-5×DAS-φ15φ7-1, Gene: pat), BT11×MIR162×MIR604×TC1507×5307 (Event identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-IR6φ4-5×DAS-φ15φ7-1×SYN-φ53φ7-1, Gene: pat), Bt11×MIR162×MIR604×TC1507×GA21 (Event Identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-IR6φ4-5×DAS-φ15φ7-1×MON-φφφ21-9, gene: pat), Bt11×MIR162×TC1507×5307(Event identifier: SYN-BTφ11-1×SYN-IR162-4×DAS-φ15φ7-1×SYN-φ53φ7-1, gene: pat), BT11×MIR162×MIR604×TC1507×5307(Event identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-IR6φ 4-5×DAS-φ15φ7-1×SYN-φ53φ7-1, gene: pat), Bt11×MIR162×MIR604×TC1507×GA21(event identifier: SYN-BTφ11-1×SYN-IR162-4×SYN-IR6φ4-5×DAS-φ15φ7-1×MON-φφφ21-9, gene: pat), Bt11×MIR162×TC1507×5307(event identifier: SYN-BTφ11-1×SYN-IR162-4×DAS-φ15φ7-1×SYN-φ53φ7-1, gene: pat),Bt11×MIR162×TC1507×5307×GA21 (Event identifier: SYN-BTφ11-1×SYN-IR162-4×DAS-φ15φ7-1×SYN-φ53φ7-1×MON-φφφ21-9, Gene: pat), Bt11×MIR604×5307 (Event identifier: SYN-BTφ11-1×SYN-IR6φ4-5×SYN-φ53φ7-1, Gene: pat), Bt11×MIR604×5307×GA21 (Event identifier: SYN-BTφ11-1×SYN-IR6φ4-5×SYN-φ53φ7-1×MON-φφφ21-9, Gene: pat), Bt11×MIR604×TC1507×5307 (Event identifier: SYN-BTφ11-1×SYN-IR6φ4-5×DAS-φ15φ7-1×SY, N-φ53φ7-1, gene: pat), Bt11×MIR604×TC1507×GA21 (event identifier: SYN-BTφ11-1×SYN-IR6φ4-5×DAS-φ15φ7-1×MON-φφφ21-9, gene: pat), Bt11×MON89034 (or Bt11×MON89φ34) (event identifier: SYN-BTφ11-1×MON-89φ34-3, gene: pat), Bt11×MON89034×GA21 (event identifier: SYN-BTφ11-1×MON-89φ34-3×MON-φφφ21-9, gene: p at), Bt11×MON89φ34×GA21 (event identifier: SYN-BTφ11-1×MON-89φ34-3×MON-φφφ21-9, gene: pat), Bt11×TC1507×5307 (event identifier: SYN-BTφ11-1×DAS-φ15φ7-1×SYN-φ53φ7-1, gene: pat), Bt11×TC1507×5307×GA21 (event identifier: SYN-BTφ11-1×DAS-φ15φ7-1×SYN-φ53φ7-1×MON-φφφ21-9, gene: pat), MIR162×MIR604×TC 1507×5307 (Event identifier: SYN-IR162-4×SYN-IR6φ4-5×DAS-φ15φ7-1×SYN-φ53φ7-1, Gene: pat), MIR162×MIR604×TC1507×5307×GA21 (Event identifier: SYN-IR162-4×SYN-IR6φ4-5×DAS-φ15φ7-1×SYN-φ53φ7-1×MON-φφφ21-9, Gene: pat), MIR162×MIR604×TC1507×GA21 (Event identifier: SYN-IR162-4×SYN-IR6φ4-5×DAS-φ15φ 7-1×MON-φφφ21-9, gene: pat), MIR162×TC1507×5307 (event identifier: SYN-IR162-4×DAS-φ15φ7-1×SYN-φ53φ7-1, gene: pat), MIR162×TC1507×5307×GA21 (event identifier: SYN-IR162-4×DAS-φ15φ7-1×SYN-φ53φ7-1×MON-φφφ21-9, gene: pat), MIR604×TC1507×5307 (event identifier: SYN-IR6φ4-5×DAS-φ15φ7-1×SYN-φ53φ7-1,Gene: pat), MIR162×TC1507×5307 (Event identifier: SYN-IR162-4×DAS-φ15φ7-1×SYN-φ53φ7-1, Gene: pat), MIR162×TC1507×5307×GA21 (Event identifier: SYN-IR162-4×DAS-φ15φ7-1×SYN-φ53φ7-1×MON-φφφ21-9, Gene: pat), MIR604×TC1507×5307 (Event identifier: SYN-IR6φ4-5×DAS-φ15φ7-1×SYN-φ5 3φ7-1, gene: pat), MIR604×TC1507×5307×GA21 (event identifier: SYN-IR6φ4-5×TC1507×SYN-φ53φ7-1×MON-φφφ21-9, gene: pat), MIR604×TC1507×GA21 (event identifier: SYN-IR6φ4-5×TC1507×MON-φφφ21-9, gene: pat), MON87427×59122 (event identifier: MON-87427-7×DAS-59122-7, gene: pat), MON87 427×MON89034×59122 (Event identifier: MON-87427-7×MON-89φ34-3×DAS-59122-7, Gene: pat), MON87427×MON89034×MON88017×59122 (Event identifier: MON-87427-7×MON-89φ34-3×MON-88φ17-3×59122, Gene: pat), MON87427×MON89034×TC1507 (Event identifier: MON-87427-7×MON-89φ34-3×DAS-φ1 5φ7-1, gene: pat), MON87427×MON89034×TC1507×59122 (event identifier: MON-87427-7×MON-89φ34-3×DAS-φ15φ7-1×DAS-59122-7, gene: pat), MON87427×MON89034×TC1507×MON87411×59122 (event identifier: MON-87427-7×MON-89φ34-3×DAS-φ15φ7-1×MON-87411-9×DAS-59122-7, gene: pat),MON87427×MON89034×TC1507×MON87411×59122×DAS40278 (Event identifier: MON-87427-7×MON-89φ34-3×DAS-φ15φ7-1×MON-87411-9×DAS-59122-7×DAS-4φ278-9, Gene: pat), MON87427×MON89034×TC1507×MON88017 (Event identifier: MON-87427-7×MON-89φ34-3×DAS-φ15φ7-1×MON-88φ17-3, Gene: pat), MON87427× TC1507 (Event identifier: MON-87427-7×DAS-φ15φ7-1, Gene: pat), MON87427×TC1507×59122 (Event identifier: MON-87427-7×DAS-φ15φ7-1×DAS-59122-7, Gene: pat), MON87427×TC1507×MON88017 (Event identifier: MON-87427-7×DAS-φ15φ7-1×MON-88φ17-3, Gene: pat), MON87427×TC1507×MON88017×59122 (Event identifier: MON-874 27-7×DAS-φ15φ7-1×MON-88φ17-3×DAS-59122-7, gene: pat), MON89034×59122×DAS40278(event identifier: MON-89φ34-3×DAS-59122-7×DAS-4φ278-9, gene: pat), MON89034×59122×MON88017×DAS40278(event identifier: MON-89φ34-3×DAS-59122-7×MON-88φ17-3×DAS-4φ278-9, gene: pat), MON89034×TC1507×59122 ×DAS40278 (Event identifier: MON-89φ34-3×DAS-φ15φ7-1×DAS-59122-7×DAS-4φ278-9, Gene: pat), MON89034×TC1507×DAS40278 (Event identifier: MON-89φ34-3×DAS-φ15φ7-1×DAS-4φ278-9, Gene: pat), MON89034×TC1507×NK603×MIR162 (Event identifier: MON-89φ34-3×DAS-φ15φ7-1×MON-φφ6φ3-6×SYN-IR162-4, Gene: pat),TC1507×5307 (Event identifier: DAS-φ15φ7-1×SYN-φ53φ7-1, Gene: pat), TC1507×5307×GA21 (Event identifier: DAS-φ15φ7-1×SYN-φ53φ7-1×MON-φφφ21-9, Gene: pat), TC1507×59122×DAS40278 (Event identifier: DAS-φ15φ7-1×DAS-59122-7×DAS-4φ278-9, Gene: pat), TC1507×59122×MON81 0×MIR604 (Event identifier: DAS-φ15φ7-1×DAS-59122-7×MON-φφ81φ-6×SYN-IR6φ4-5, Gene: pat), TC1507×59122×MON88017×DAS40278 (Event identifier: DAS-φ15φ7-1×DAS-59122-7×MON-88φ17-3×DAS-4φ278-9, Gene: pat), TC1507×59122×NK603×MIR604 (Event identifier: Gene: pat), DAS- φ15φ7-1×DAS-59122-7×MON-φφ6φ3-6×SYN-IR6φ4-5, TC1507×DAS40278 (Event identifier: DAS-φ15φ7-1×DAS-4φ278-9, Gene: pat), TC1507×MON810×MIR604 (Event identifier: DAS-φ15φ7-1×MON-φφ81φ-6×SYN-IR6φ4-5, Gene: pat), TC1507×MON810×NK603×MIR604 (Event identifier: DAS-φ1 The genes are 5φ7-1×MON-φφ81φ-6×MON-φφ6φ3-6×SYN-IR6φ4-5 (gene: pat), TC1507×MON88017×DAS40278 (event identifier: DAS-φ15φ7-1×MON-88φ17-3×DAS-4φ278-9 (gene: pat)), and TC1507×NK603×DAS40278 (event identifier: DAS-φ15φ7-1×MON-φφ6φ3-6×DAS-4φ278-9 (gene: pat)), but others are not excluded.

[0166] Gene-modified soybean events containing glufosinate resistance genes include, for example, A2704-12 (event identifier: ACS-GMφφ5-3, gene: pat, commercially available as, for example, Liberty Link® soybean), A2704-21 (event identifier: ACS-GMφφ4-2, gene: pat, commercially available as, for example, Liberty Link® soybean), A5547-127 (event identifier: ACS-GMφφ6-4, gene: pat, commercially available as, for example, Liberty Link® soybean), A5547-35 (event identifier: ACS-GMφφ8-6, gene: pat, commercially available as, for example, Liberty Link® soybean), and GU262 (event identifier: ACS-GMφφ3-1, gene: pat, commercially available as, for example, Liberty Link (trademark) soybean (marketed commercially), W62 (event identifier: ACS-GMφφ2-9, gene: pat, e.g., Liberty Link (trademark) soybean), W98 (event identifier: ACS-GMφφ1-8, gene: pat, e.g., Liberty Link (trademark) soybean), DAS68416-4 (event identifier: DAS-68416-4, gene: pat, e.g., Enlist (trademark) Soybean), DAS44406-6 (event identifier: DAS-444φ6-6, gene: pat), DAS68416-4×MON89788 (event identifier: DAS-68416-4×MON-89788) -1, gene: pat), SYHTφH2 (event identifier: SYN-φφφH2-5, gene: pat), DAS81419×DAS44406-6 (event identifier: DAS-81419-2×DAS-444φ6-6, gene: pat), and FG72×A5547-127 (event identifier: MST-FGφ72-3×ACS-GMφφ6-4, gene: pat), but others are not excluded.

[0167] Gene-transfected cotton events containing glufosinate resistance genes include, for example, 3006-210-23×281-24-236×MON1445 (event identifier: DAS-21φ23-5×DAS-24236-5×MON-φ1445-2, gene: bar, commercially available for example as WideStrike® Roundup Ready® Cotton) and 3006-210-23×281-24-236×MON88913 (event identifier: DAS-21φ23-5×DAS-24236-5×MON-88913-8, gene: bar, commercially available for example as Widestrike® Roundup Ready Flex(trademark) Cotton (commercially available), 3006-210-23×281-24-236×MON88913×COT102 (event identifier: DAS-21φ23-5×DAS-24236-5×MON-88913-8×SYN-IR1φ2-7, gene: pat, e.g., Widestrike(trademark)×Roundup Ready Flex(trademark)×VIPCOT(trademark) Cotton (commercially available), GHB614×LLCotton25 (event identifier: BCS-GHφφ2-5×ACS-GHφφ1-3, gene: bar, e.g., GlyTol(trademark) Liberty (Commercially available as Link (trademark)), GHB614×T304-40×GHB119 (Event identifier: BCS-GHφφ2-5×BCS-GHφφ4-7×BCS-GHφφ5-8, Gene: bar, e.g., Glytol (trademark) × Twinlink (trademark)), LLCotton25 (Event identifier: ACS-GHφφ1-3, Gene: bar, e.g., commercially available as ACS-GHφφ1-3), GHB614×T304-40×GHB119×COT102 (Event identifier: BCS-GHφφ2-5×BCS-GHφφ4-7×BCS-GHφφ5-8×SYN-IR1φ2-7, Gene: bar, e.g., Glytol (trademark) × Twinlink (trademark) × VIPCOT (trademark) (commercially sold as Cotton), LLCotton25×MON15985 (event identifier: ACS-GHφφ1-3×MON-15985-7, gene: bar, e.g., Fibermax (trademark), Liberty Link (trademark), Bollgard(Commercially available as II (trademark)), T304-40×GHB119 (Event identifier: BCS-GHφφ4-7×BCS-GHφφ5-8, Gene: bar, for example, commercially available as TwinLink(trademark)Cotton), GHB614×T304-40×GHB119×COT102 (Event identifier: BCS-GHφφ2-5×BCS-GHφφ4-7×BCS-GHφφ5-8×SYN-IR1φ2-7, Gene: bar, for example, Glytol(trademark)×Twinlink(trademark)× VIPCOT (trademark) Cotton (commercially sold as Cotton), GHB119 (event identifier: BCS-GHφφ5-8, gene: bar), GHB614×LLCotton25×MON15985 (event identifier: CS-GHφφ2-5×ACS-GHφφ1-3×MON-15985-7, gene: bar), MON 887φ1-3 (event identifier: MON88701, gene: bar), T303-3 (event identifier: BCS-GHφφ3-6, gene: bar), T304-40 (event identifier: BCS-GHφφ3-6, gene: bar), (event identifier: BCS-GHφφ4-7, gene: bar), 81910 (event identifier: DAS-81910-7, gene: pat), MON8870 (event identifier: MON 887φ1-3, gene: bar), MON88701×MON88913 (event identifier: MON 887φ1-3×MON-88913-8, gene: bar), MON88701×MON88913×MON15985 (event identifier: MON 887φ1-3×MON-88913-8×MON-15985-7, gene: bar), 281-24-236×3006-210-23×COT102×81910 (event identifier: DAS-24236-5×DAS-21φ23-5×SYN-IR1φ2-7×DAS-81910-7, gene: pat), COT102×MON15985×MON88913×MON88701 (event identifier: SYN-IR1φ2-7×MON-15985-7×MON-88913-8×MON887φ1-3 (gene: bar) and 3006-210-23×281-24-236×MON88913×COT102×81910 (event identifier: DAS-21φ23-5×DAS-24236-5×MON-88913-8×SYN-IR1φ2-7×DAS-81910-7, gene: pat) are included, but others are not excluded.

[0168] Gene transfection canola events containing glufosinate resistance genes include, for example, HCN10 (Topas 19 / 2) (event identifier: gene: bar, commercially available as, for example, Liberty Link (trademark) Independence (trademark)), HCN28 (T45) (event identifier: ACS-BNφφ8-2, gene: pat, commercially available as, for example, InVigor (trademark) Canola), and HCN92 (Topas 19 / 2 (event identifier: ACS-BNφφ7-1, gene: bar, commercially available as, for example, Liberty Link(trademark) (marketed as Innovator(trademark)), MS1(B91-4) (event identifier: ACS-BNφφ4-7, gene: bar, for example, marketed as InVigor(trademark) Canola), MS1×RF1(PGS1) (event identifier: ACS-BNφφ4-7×ACS-BNφφ1-4, gene: bar, for example, marketed as InVigor(trademark) Canola), MS1×RF2(PGS2) (event identifier: ACS-BNφφ4-7×ACS-BNφφ2-5, gene: bar, for example, marketed as InVigor(trademark) Canola), MS1×RF3 (event identifier: ACS-BNφφ4-7×ACS-BNφφ3-6, gene: bar, for example, marketed as InVigor(trademark) Canola), MS8 (event identifier: ACS-BNφφ5-8, gene: bar, example For example, commercially available as InVigor(trademark) Canola), MS8×RF3 (event identifier: ACS-BNφφ5-8×ACS-BNφφ3-6, gene: bar, for example, commercially available as InVigor(trademark) Canola), RF1(B93-101) (event identifier: ACS-BNφφ1-4, gene: bar, for example, commercially available as InVigor(trademark) Canola), RF2(B94-2) (event identifier: ACS-BNφφ2-5, gene: bar, for example, commercially available as InVigor(trademark) Canola), RF3 (event identifier: ACS-BNφφ3-6, gene: bar, for example, commercially available as InVigor(trademark) Canola), MS1×MON88302 (event identifier: ACS-BNφφ4-7×MON-883φ2-9, gene: bar, for example, InVigor(trademark) × TruFlex(trademark) Roundup(Commercially available as Ready(trademark)Canola), MS8×MON88302 (Event identifier: ACS-BNφφ5-8×MON-883φ2-9, Gene: bar, e.g., InVigor(trademark)×TruFlex(trademark)Roundup Commercially available as Ready(trademark)Canola), RF1×MON88302 (Event identifier: ACS-BNφφ1-4×MON-883φ2-9, Gene: bar, e.g., InVigor(trademark)×TruFlex(trademark)Roundup Commercially available as Ready(trademark)Canola), RF2×MON88302 (Event identifier: ACS-BNφφ2-5×MON-883φ2-9, Gene: bar, e.g., InVigor(trademark)×TruFlex(trademark)Roundup Ready(trademark) (commercially available as Canola), HCN28×MON88302 (event identifier: ACS-BNφφ8-2×MON-883φ2-9, gene: pat, e.g., InVigor(trademark)×TruFlex(trademark)Roundup Ready(trademark) (commercially available as Canola), HCN92×MON88302 (event identifier: ACS-BNφφ7-1×MON-883φ2-9, gene: bar, e.g., Liberty Link(trademark)Innovator(trademark)×TruFlex(trademark)Roundup Ready (trademark) (commercially sold as Canola), HCR-1 (gene: pat), MON88302×MS8×RF3 (event identifier: MON-883φ2-9×ACS-BNφφ5-8×ACS-BNφφ3-6, gene: bar), MON88302×RF3 (event identifier: MON-883φ2-9×ACS-BNφφ3-6, gene: bar), MS8×RF3×GT73(RT73) (event The event identifiers are: PHY14 (event identifier: ACS-BNφφ5-8×ACS-BNφφ3-6×MON-φφφ73-7, gene: bar), PHY23 (gene: bar), PHY35 (gene: bar), and PHY36 (gene: bar), and 73496×RF3 (event identifier: DP-φ73496-4×ACS-BNφφ3-6, gene: bar), but others are not excluded.

[0169] Examples of transgenic rice events containing glufosinate resistance genes include LLRICE06 (event identifier: ACS-OSφφ1-4, commercially available as Liberty Link® rice, for example), LLRICE601 (event identifier: BCS-OSφφ3-7, commercially available as Liberty Link® rice, for example), and LLRICE62 (event identifier: ACS-OSφφ2-5, commercially available as Liberty Link® rice, for example), but others are not excluded.

[0170] This herbicide composition exhibits remarkable herbicidal activity against a wide range of economically important harmful monocotyledonous and harmful dicotyledonous plants. In this case, post-germination application is also preferable.

[0171] Specifically, some representative monocotyledonous and dicotyledonous weed flora that can be controlled by the combinations according to the present invention can be given as examples, but this list is not limited to specific species.

[0172] In relation to this text, the growth stages described in the BBCH monograph "Growth stages of mono- and dicotyledonous plants," 2nd edition, 2001, ed. Uwe Meier, Federal Biological Research Centre for Agriculture and Forestry (Biologische Bundesanstalt fuer Land und Forstwirtschaft) may be referenced.

[0173] Examples of harmful monocotyledonous plants that are effectively treated with glufosinate combinations include species of barley (Hordeum spp.), barnyard grass (Echinochloa spp.), strawberry vine (Poa spp.), tea lily (Bromus spp.), Digitaria spp., Eriochloa spp., Setaria spp., Pennisetum spp., Eleusine spp., Eragrostis spp., Panicum spp., Lolium spp., Brachiaria spp., and Leptochloa spp. Examples include species from the genera Avena, Cyperus, Axonopris, Sorghum, and Melinus.

[0174] Specific examples of monocotyledonous plant species on which the herbicide composition is effective include: Hordeum murinum, Echinochloa crus-galli, Poa annua, Bromus rubens L., Bromus rigidus, Bromus secalinus L., Digitaria sanguinalis, Digitaria insularis, Eriochloa gracilis, Setaria faberi, Setaria viridis, Pennisetum glaucum, Eleusine indica, and Eragrostis The species are selected from *Pectinacea*, millet (Panicum miliaceum), ryegrass (Lolium multiflorum), corngrass (Brachiaria platyphylla), seagrass (Leptochloa fusca), wild oat (Avena fatua), sedge (Cyperus compressus), *Cyperus esculentes*, *Axonopris offinis*, *Sorghum halapense*, and *Melinus repens*.

[0175] In a preferred embodiment, the herbicide composition is used to control harmful monocotyledonous plants, more preferably monocotyledonous plants of the genera Echinochloa, Digitaria, Setaria, Eleusine, and Brachiarium.

[0176] Examples of harmful dicotyledonous plants that are effectively targeted by the herbicide composition include species of Amaranthus, Erigeron, Conyza, Polygonum, Medicago, Mollugo, Cyclospermum, Stellaria, Gnaphalium, Taraxacum, Oenothera, Amsinckia, and Erodium. spp.) Erigeron spp., Senecio spp., Lamium spp., Kochia spp., Chenopodium spp., Lactuca spp., Malva spp., Ipomoea spp., Brassica spp., Sinapis spp., Urtica spp., Sida spp., Portulaca spp., Richardia spp. spp.) , ragweed species (Ambrosia spp.), calandrinia spp., sisysymbrium spp., sesbania spp., capsella spp., sonchus spp., euphorbia spp., helianthus spp., coronapus spp., salsola spp., abutilon spp., vicia spp., epilbium spp., cardamine spp. (spp.), species of the genus Picris (Picris spp.)Examples include species from the genera Trifolium, Galinsoga, Epimedium, Marchantia, Solanum, Oxalis, Metricaria, Plantago, Tribulus, Cenchrus, Bidens, Veronica, and Hypochaeris.

[0177] Specific examples of harmful dicotyledonous plant species that the herbicide composition effectively targets include: Amaranthus spinosus, Polygonum convolvulus, Medicago polymorpha, Mollugo verticillata, Cyclospermum leptophyllum, Stellaria media, Gnaphalium purpureum, Taraxacum offi cinale, Oenothera laciniata, Amsinckia intermedia, Erodium cicutarium, Erodium moschatum, and Erigeron bonariensis. Conyza bonariensis, Senecio vulgaris, Lamium amplexicaule, Erigeron canadensis, Polygonum aviculare, Kochia scoparia, Chenopodium album, Lactuca serriola, Malva parviflora, Malva neglecta, Ipomoea hederacea, Ipomoea lacunose, Brassica nigra, Sinapis arvensis, Urtica dioica, Amaranthus Amaranthus blitoides, Amaranthus retroflexus, Amaranthus hybridus, Amaranthus lividus, Sida spinosa, Portulacaoleracea), Richardia scabra, Ambrosia artemisiifolia, Calandrinia caulescens, Sisymbrium irio, Sesbania exaltata, Capsella bursa-pastoris, Sonchus oleraceus, Euphorbia maculate, Helianthus annuus, Coronopus didymus, Salsola tragus, Abutilon theophrasti, Vicia benghalensis L., Epilobium paniculatum Panicaria paniculatum, Cardamine spp., Picrins echioides, Trifolium spp., Galinsoga spp., Epimedium spp., Marchantia spp., Solanum spp., Oxalis spp., Metricaria matriccarioides, Plantago spp., Tribulus terrestris, Salsola kali, Cenchrus spp., Bidens bipinnata, Veronica Selected from species of *Hypochaeris radicata* (spp.) and *Hypochaeris radicata*.

[0178] In a preferred embodiment, the herbicide composition is used to control harmful dicotyledonous plant species, more preferably species of the genera Amaranthus, Erigeron, Conyza, Kochia, and Abutilon.

[0179] The herbicide composition also contains Cyperus rotundus L., Cyperus esculentus L., Cyperus brevifolius H., Cyperus microiria Steud, Cyperus iria L., Cyperus difformis, Cyperus difformis L., Cyperus esculentus, Cyperus ferax, Cyperus flavus, Cyperus iria, Cyperus lanceolatus, and Cyperus Cyperus species such as Cyperus odoratus, Cyperus rotundus, Cyperus serotinus Rottb., Eleocharis acicularis, Eleocharis kuroguwai, Fimbristylis dichotoma, Fimbristylis miliacea, Scirpus grossus, Scirpus juncoides, Scirpus juncoides Roxb, Scirpus or Bolboschoenus maritimus, Scirpus or Schoenoplectus mucronatus, and Scirpus planiculmis It is also suitable for controlling many annual or perennial sedge weeds, such as Fr. Schmidt.

[0180] When this herbicide composition is applied to the green parts of plants after germination, growth dramatically stops within a very short time after treatment, and the weed plants remain at the growth stage at the time of application or die completely after a certain period of time. Thus, competition between crops and weeds is eliminated at a very early and sustained rate.

[0181] This herbicide composition is characterized by its rapid onset and long-lasting herbicidal action. Generally, it is advantageous if the active compounds in the herbicide combination of the present invention are rain-resistant. In particular, by using this herbicide composition, the amount used can be reduced, a broader spectrum of broadleaf and grass weeds can be controlled, the herbicidal action can be exerted more rapidly, the duration of action can be extended, harmful plants can be controlled more effectively with only one or several applications, and the application period can be extended.

[0182] The aforementioned properties and advantages are favorable for weed control to maintain the absence of undesirable competing plants on agricultural crops, and therefore to ensure and / or increase yields in terms of quality and / or quantity. These herbicide compositions significantly surpass the prior art with respect to the properties described herein.

[0183] Due to these herbicidal and plant growth regulating properties, this herbicide composition can be used to control harmful plants in genetically modified crops or crops obtained through mutation / selection. These crops are generally distinguished by specific advantageous characteristics, such as resistance to the herbicide composition or resistance to plant diseases or pathogens of plant diseases, such as certain insects or microorganisms like fungi, bacteria, or viruses. Other specific characteristics relate, for example, to the quantity, quality, storability, composition, and specific components of the harvested material. For example, genetically modified plants are known in which their starch content is increased or the quality of their starch is altered or the harvested material has a different fatty acid composition.

[0184] The present invention also relates to a method for controlling undesirable vegetation (e.g., harmful plants), comprising applying a herbicide composition, preferably by a post-germination method, to harmful or undesirable plants, a portion of said harmful or undesirable plants, or an area where harmful or undesirable plants grow, such as a cultivated area.

[0185] In the context of this invention, "pest control" refers to significantly reducing the growth of harmful plants compared to untreated harmful plants. Preferably, the growth of harmful plants is substantially reduced (60-79%), more preferably, the growth of harmful plants is significantly or completely suppressed (80-100%), and in particular, the growth of harmful plants is almost completely or completely suppressed (90-100%).

[0186] Accordingly, in a further embodiment, the present invention relates to a method for inhibiting the growth of undesirable plants and / or controlling harmful plants, comprising the step of applying a herbicide composition (preferably one of the preferred embodiments as defined herein) to undesirable or harmful plants, a portion of undesirable or harmful plants, or an area where undesirable or harmful plants grow.

[0187] Herbicide compositions can be used to control undesirable vegetation in burn-down programs, industrial vegetation management and forest management, vegetables and perennial crops, and transplanting turf and lawns. Herbicide compositions can be applied before or after the germination of undesirable plants, i.e., before, during, and / or after germination. Preferably, they are applied as a post-germination treatment, i.e., during and / or after the germination of undesirable plants. In this specification, herbicide compositions are applied to the site where crops will be planted, before planting or before germination of the crops.

[0188] In industrial vegetation management and forest management, it is desirable to control a wide range of weeds over a long period of time. Control of large weeds or tall species such as shrubs or trees may also be desirable. Industrial weed management includes, for example, the management of railway tracks and right-of-way pathways, fence lines, and non-cultivated land such as industrial and construction sites, gravel areas, roads, or footpaths. Forest management includes, for example, clear-cutting of existing forests or uncultivated land, preventing regrowth after mechanical logging of forest vegetation, or weed management in afforestation under forest management. In the latter case, it would be desirable to protect the desired trees from contact with the spray solution containing the herbicide mixture according to the present invention.

[0189] This herbicide composition can also be used for weed control in transplant turf and lawns, provided that the desired grass species are resistant to the herbicide composition. In particular, this type of herbicide composition can be used on desired grass species that have been conferred resistance to each horticultural active ingredient, such as glufosinate or its salts, through mutagenesis or genetic engineering.

[0190] Glufosinate and its salts are non-selective systemic herbicides that exhibit good post-germination activity against many weeds and can therefore be used in burn-down programs, industrial vegetation management and forest management, vegetable and perennial crops, and transplant turf and lawn.

[0191] Accordingly, the present invention also relates to a method for burn-down treatment of undesirable vegetation in a crop, comprising applying a herbicide composition to a site where the crop will be planted, before planting (or sowing) the crop or before the crop germinates. In this case, the herbicide composition is applied to the undesirable vegetation or the site thereof.

[0192] The present invention also relates to a method for controlling undesirable vegetation, comprising applying a herbicide composition to a location where undesirable vegetation is present or expected to be present. The application may be carried out before, during, and / or after the germination of the undesirable vegetation, preferably during and / or after. In one embodiment, the application is carried out before the germination of a crop to be cultivated in a location where undesirable vegetation is present or expected to be present. In another embodiment, the application is carried out before planting the crop.

[0193] As used herein, the terms “control” and “combating” are synonymous.

[0194] As used herein, the terms "undesirable vegetation," "undesirable species," "undesirable plant," "harmful plant," "undesirable weed," and "harmful weed" are synonymous.

[0195] As used herein, the term “locus” means an area where vegetation or plants are growing or will grow, typically a field.

[0196] In a burn-down program, the herbicide composition can be applied before or after sowing (or planting) of crop plants, before the crop plants germinate, especially before sowing. The herbicide composition is preferably applied before sowing of crop plants. When burn-down is performed, the herbicide composition is generally applied within nine months, often within six months, preferably within four months, before the day the crop is planted. Burn-down application can be performed up to one day before the crop plants germinate, preferably before the sowing / planting day, preferably at least one day before the planting day, preferably at least two days before, especially at least one four days before, or six months to one day before germination, especially four months to two days before germination, more preferably four months to four days before germination. Needless to say, burn-down application can be performed once or multiple times during that period, for example, once, twice, three times, four times, or five times.

[0197] It is particularly advantageous if the herbicide composition has very good post-germination herbicidal activity, that is, if it has good herbicidal activity against germinated undesirable plants. Therefore, in preferred embodiments of the present invention, the herbicide composition is applied after germination, i.e., during and / or after the germination of undesirable plants. The herbicide composition is particularly advantageous when applied after germination, from the start of leaf development of undesirable plants until flowering. The herbicide composition is particularly useful for controlling undesirable vegetation that has already developed to a point where it is difficult to control with conventional burn-down mixtures, i.e., when individual weeds are taller than 10 cm (4 inches) or even 15 cm (6 inches) and / or when weeds are growing vigorously. In the case of post-germination treatment of plants, the herbicide composition is preferably applied foliarly.

[0198] The herbicide composition can be applied by conventional methods and techniques familiar to those skilled in the art. Suitable techniques include spraying, atomizing, powdering, or flooding. The method of application varies depending on the intended purpose and is carried out by well-known methods; in all cases, these must ensure that the active ingredients according to the present invention are dispersed as finely as possible.

[0199] In one embodiment, the herbicide composition is applied to the site primarily by spraying an aqueous dilution of the active ingredient of the mixture, particularly by foliar application. Application can be carried out using conventional spraying techniques, for example, by using water as a carrier, with a spray solution ratio of approximately 10-2000 l / ha or 50-1000 l / ha (e.g., 100-500 l / ha). The mixture of the present invention can be applied by small and very small-volume methods, and can also be applied in the form of granules.

[0200] The required amount of herbicide composition depends on the density of undesirable vegetation, the stage of plant development, the climatic conditions of the site where the mixture is used, and the application method.

[0201] Generally, the amount of L-glufosinate or its salt used is typically in the range of 50 g / ha to 3000 g / ha, preferably 100 g / ha to 2000 g / ha or 200 g / ha to 1500 g / ha, where the active substance (ai) is present.

[0202] When using the herbicide composition in the method of the present invention, glufosinate or its salt and the compound of formula (I) can be applied simultaneously or consecutively to areas where undesirable vegetation may grow. In this case, it is not important whether the individual compounds present in the mixture of the present invention are formulated together or separately, and whether they are applied together or separately, and if applied separately, the order of application is not important. It is only necessary that the individual compounds present in the mixture of the present invention be applied within a period during which the active ingredients and / or the compound of formula (I) can act simultaneously on the undesirable plants.

[0203] This herbicide composition provides sustained herbicidal action even under challenging weather conditions, allowing for more flexible application in burn-down applications and minimizing the risk of weed escape. Furthermore, this herbicide composition exhibits excellent crop compatibility with certain conventional and herbicide-resistant crops; that is, when used on these crops, it reduces and / or does not increase crop damage. Therefore, this herbicide composition can also be applied after crop germination. This herbicide composition can also exhibit accelerated action on harmful plants; that is, it can affect harmful plant damage in a shorter time.

[0204] This herbicide composition is also suitable for controlling weeds that are resistant to commonly used herbicides, such as glyphosate-resistant weeds, weeds resistant to auxin inhibitors such as 2,4-D or dicamba, weeds resistant to photosynthesis inhibitors such as atrazine, weeds resistant to ALS inhibitors such as sulfonylurea, imidazolinone or triazolopyrimidine, weeds resistant to ACCase inhibitors such as clodinahop, cretodymine or pinoxadene, or weeds resistant to protoporphyrinogen-IX-oxidase inhibitors such as sulfenthrazone, flumioxazine, lactofen or acifluorphen, including weeds listed in the International Survey of Resistant Weeds (http: / / www.weedscience.org / Summary / SpeciesbySOATable.aspx). In particular, these are resistant weeds that show tolerance to glufosinate or its salts, such as those listed in the International Survey of Resistant Weeds, for example, ACCase-resistant barnyard grass (Echinochloa crus-galli), wild oat (Avena fatua), foxtail grass (Alopecurus myosuroides), wasabi (Echinochloa colona), setgrass (Alopecurus japonicus), horse's tea fern (Bromus tectorum), wheat grass (Hordeum murinum), Taiwanese sedge (Ischaemum rugosum), foxtail grass (Setaria viridis), halepense (Sorghum halepense), foxtail grass (Alopecurus aequalis), and European bran (Apera spica-venti), Avena sterilis, Beckmannia szygachne, Bromus diandrus, Digitaria sanguineasanguinalis), Echinochloa oryzoides, Echinochloa phyllopogon, Phalaris minor, Phalaris paradoxa, Setaria faberi, Setaria viridis, Brachypodium distachyon, Bromus diandrus, Bromus sterilis, Cynosurus echinatus, Digitaria insularis, Digitaria ischaemum, Leptochloa chinensis, Phalaris brachystasis brachystachis), Rotboellia cochinchinensis, Digitaria ciliaris, Ehrharta longiflora, Eriochloa punctata, Leptochloa panicoides, Lolium persicum, Polypogon fugax, Sclerochloa kengiana, Snowdenia polystacha, Sorghum sudanese, and Brachiaria plantaginea, ALS inhibitor-resistant barnyard grass (Echinochloa crus-galli), Poa annua), wild oat (Avena fatua), wild sparrow's gun (Alopecurus myosuroides), wasabi (Echinochloa colona), narrow-leaved blue amaranth (Amaranthus hybridus), large-horned blue amaranth (Amaranthuspalmeri), Amaranthus rudis, Conyza sumatrensis, Amaranthus retroflexus, Ambrosia artemisifolia, Conyza canadensis, Kochia scoparia, Raphanus raphanistrum, Senecio vernalis, Alopecurus japonicus, Bidens pilosa, Bromus tectorum, Chenopodium album, Conyza bonariensis, Hordeum murinum, Ischaemum rugosum), Senecio vulgaris, Setaria viridis, Sisymbrium orientale, Sorghum halepense, Alopecurus aequalis, Amaranthus blitum, Amaranthus powellii, Apera spica-venti, Avena sterilis, Brassica rapa, Bromus diandrus, Descurainia sophia, Digitaria sanguinalis, Echinochloa oryzoides, Echinochloa phyllopogon), Euphorbia heterophylla, Lactuca serriola, Phalaris minor, Phalaris paradoxa, Setaria faberi, Setaria (Setaria)Viridis), Sinapis arvensis, Solanum ptycanthum, Sonchus oleraceus, Stellaria media, Amaranthus blitoides, Amaranthus spinosus, Amaranthus viridis, Ambrosia trifida, Bidens subalternans, Bromus diandrus, Bromus sterilis, Capsella bursa-pastoris, Centaurea cyanus, Cynosurus echinatus, Cyperus Difformis), Fimbristilis miliacea, Galeopsis tetrahit, Galium aparine, Galium spurium, Helianthus annuus, Hydrollilla verticillata, Limnocharis flava, Limnophila erecta, Papaver rhoeas, Parthenium hysterophorus, Phalaris brachystachis, Polygonum convolvulus, Polygonum lapathifolium, Polygonum Persicaria), Ranunculus acris, Rottboellia cochinchinensis, Sagittaria montevidensis, Salsola tragus, Schoenoplectus mucronatus, Setariapumila), sonchus asper, burdock (Xanthium strumarium), cuckoo thistle (Ageratum conyzoides), sedge (Alisma canaliculatum), sedge (Alisma plantago-aquatica), American loosestrife (Ammannia auriculata), narrow-leaved loosestrife (Ammannia coccinea), Ammannia arvensis, false chamomile (Anthemis cotula), floating water lily (Bacopa rotundifolia), bifora radians, marsh marigold (Blyxa aubertii), moss ball (Brassica tournefortii), sparrow's tea flea (Bromus japonicus), crow's tea flea (Bromus Secalinus), Lithospermum arvense, Camelina microcarpa, Chamaesyce maculata, Chrysanthemum coronarium, Clidemia hirta, Crepis tectorum, Cuscuta pentagona, Cyperus brevifolis, Cyperus compressus, Cyperus esculentus, Cyperus iria, Cyperus odoratus, Damassonium minus, Diplotaxis ercoides Erucoides), Diploaxis tenuifolia, Dopatrum junceum, Echium plantagineum, Elatine triandra, Eleocharis acicularis, Erucaria hispanicahispanica), Erysimum repandum, Galium tricornutum, Iva xanthifolia, Ixophorus unisetus, Lamium amplexicaule, Limnophilia sessiliflora, American dwarf lintonia ( Lindernia dubia, Lindernia micrantha, Lindernia procumbens, Ludwigia prostrata, Matricaria recutita, Mesembryanthemum crystallinum, Monochoria korsakowii, Monochoria vaginalis, Myosoton aquaticum, Neslia paniculata, Oryza sativa var. sylvatica, Pentzia suffruticosa, Picrins hieracioides, Raphanus sativus, Rapistrum rugosum, Rorippa Rotala indica, Rotala pusilla, Rumex dentatus, Sagittaria guayensis, Sagittaria pygmaea, Sagittaria trifolia, Schoenoplectus fluviatilis, Schoenoplectus juncoides, Schoenoplectus wallichii, Sida spinosa, Silene gallica, Sinapis alba, Sisymbrium thellungii, Sorghum bicolor, Spergula Barnyard grass (Echinochloa arvensis), lace capsulata (Thlaspi arvense), dog chamomile (Tripleurospermum perforatum), dayflower (Vaccaria hispanica) and large vetch (Vicia sativa), photosynthesis inhibitor-resistant barnyard grass (Echinochloacrus-galli), annual bluegrass (Poa annua), wild rose (Echinochloa colona), narrow-leaved blue marigold (Amaranthus hybridus), large-horned blue marigold (Amaranthus palmeri), long-horned blue marigold (Amaranthus rudis), large-leaved horseweed (Conyza sumatrensis), blue marigold (Amaranthus retroflexus), Ambrosia artemisifolia, dwarf earthenware (Conyza canadensis), broom cypress (Kochia scoparia), European radish (Raphanus raphanistrum), flower ragwort (Senecio vernalis), Seto grass (Alopecurus japonicus), Bidens pilosa pilosa), Bromus tectorum, Chenopodium album, Conyza bonariensis, Ischaemum rugosum, Senecio vulgaris, Setaria viridis, Sisymbrium orientale, Amaranthus blitum, Amaranthus powellii, Apera spica-venti, Beckmannia syzigachne, Brassica rapa, Digitaria sanguinalis, Euphorbia heterophylla, Phalaris (minor), Phalaris paradoxa, Setaria faberi, Setaria viridis, Sinapis arvensis, Solanum ptycanthum, Stellaria media, AmaranthusBlitoides), Amaranthus viridis, Bidens subalternans, Brachypodium distachyon, Capsella bursa-pastoris, Chloris barbata, Cyperus difformis, Echinochloa erecta, Epilobium ciliatum, Polygonum aviculare, Polygonum convolvulus, Polygonum lapathifolium, Polygonum persicaria, Portulaca oleracea, Schoenoplectus mucronatus), golden foxtail (Setaria pumila), black nightshade (Solanum nigrum), prickly sowthistle (Sonchus asper), Urochloa panicoides, Vulpia bromoides, Japanese hibiscus (Abutilon theophrasti), dwarf white iris (Amaranthus albus), cedarwood (Amaranthus cruentus), Arabidopsis thaliana, flea-leaf lily (Arenaria serpyllifolia), Bidens tripartita, white laurel (Chenopodium album), small laurel (Chenopodium ficifolium), Chenopodium polyspermum, Crypsis Datura schoenoides, Datura stramonium, Epilobium tetragonum, Galinsoga ciliata, Matricaria discoidea, PanicumCapillare, Panicum dichotomiflorum, Plantago lagopus, Polygonum hydopiper, Polygonum pensylvanicum, Polygonum monspeliensis, Rostraria smyrnacea, Rumex acetosella, Setaria verticillata and Urtica urens, PS-I electron diversion inhibitor-resistant Poa annua, Conyza sumatrensis, Conyza canadensis, Alopecurus japonicus), Bidens pilosa, Conyza bonariensis, Hordeum murinum, Ischaemum rugosum, Amaranthus blitum, Solanum ptycanthum, Arctotheca calendula, Epilobium ciliatum, Hedyotis verticillata, Solanum nigrum, Vulpia bromoides, Convolvulus arvensis, Crassocephalum crepidioides, Cuphea calthagensis carthagensis), Erigeron philadelphicus, Gamochaeta pensylvanica, Landoltia punctata, Lepidium virginicum, Mazus fauriei, Mazuspumilus), Mitracarpus hirtus, Sclerochloa dura, Solanum americanum and Youngia japonica, glyphosate-resistant Poa annua, Echinochloa colona, ​​Amaranthus hybridus, Amaranthus palmeri, Amaranthus rudis, Conyza sumatrensis, Ambrosia artemisifolia, Conyza canadensis, Kochia (Scoparia), European radish (Raphanus raphanistrum), Bidens pilosa, Conyza bonariensis, Hordeum murinum, Sorghum halepense, Brassica rapa, Bromus diandrus, Lactuca serriola, Sonchus oleraceus, Amaranthus spinosus, Ambrosia trifida, Digitaria insularis, Hedyotis verticillata, Helianthus annuus, American bellflower (Parthenium) Hysterophorus), Plantago lanceolata, Salsola tragus, Urochloa panicoides, Brachiaria eruciformis, Bromus rubens, Chloris elata, Chloris truncata, Chlorisvirgata), Cynodon hirsutus, Lactuca saligna, Leptochloa virgata, Paspalum paniculatum, and Tridax procumbens, resistance to microtubule polymerization inhibitors Barnyard grass (Echinochloa crus-galli), annual bluegrass (Poa annua), wild oat (Avena fatua), wild oat (Alopecurus myosuroides), large-horned amaranth (Amaranthus palmeri), foxtail grass (Setaria viridis), halepense (Sorghum halepense), amaranth (Alopecurus aequalis), beggar-ticks (Beckmannia syzigachne), and Fumaria densiflora, auxin herbicide-resistant barnyard grass (Echinochloa crus-galli), wasabi (Echinochloa colona), narrow-leaved amaranth (Amaranthus hybridus), and tallic amaranth (Amaranthus rudis), Conyza sumatrensis, Kochia scoparia, Raphanus raphanistrum, Chenopodim album, Sisymbrium orientale, Descurainia sophia, Lactuca serriola, Sinapis arvensis, Sonchus oleraceus, Stellaria media, Arctotheca calendula, Centaurea cyanus, Digitaria ischaemum, Fimbristylis miliacea, Galeopsis tetrahit, Galium aparine), Galium spurium, Hirschfeldia incana, Limnocharis flava, Limnocharis erecta, Papaver rhoeas, Carduuspycnocephalus), Ranunculus acris, Carduus nutans, Carduus pycnocephalus, Centaurea soltitialis, Centaurea stoebe ssp. Micranthos, Cirsium arvense, Commelina diffusa, Echinochloa crus-pavonis, Soliva sessilis, and Sphenoclea zeylanica, HPPD inhibitor-resistant Amaranthus Amaranthus palmeri and Amaranthus rudis, PPO inhibitor-resistant Acalypha australis, Amaranthus hybridus, Amaranthus palmeri, Amaranthus retroflexus, Amaranthus rudis, Ambrosia artemisifolia, Avena fatua, Conyza sumatrensis, Descurainia sophia, Euphorbia heterophylla and Senecio vernalis, carotenoid biosynthesis inhibitor-resistant Hydroxya It is suitable for controlling verticillata, European radish (Raphanus raphanistrum), ragweed (Senecio vernalis), and dog mustard (Sisymbrium orientale), VLCFA inhibitor-resistant wild oat (Alopecurus myosuroides), wild oat (Avena fatua), and barnyard grass (Echinochloa crus-galli).

[0205] This herbicide composition is suitable for controlling / extinguishing common pests in agricultural land (i.e., in crops) where useful plants are to be planted. The mixtures of the present invention are generally suitable for burn-down of undesirable vegetation in agricultural land for the following crops: Cereal crops, such as cereals (small-grained cereal crops), such as wheat (Triticum aestivum) and wheat-like crops, such as durum wheat (T. durum), einkorn wheat (T. monococcum), emmer wheat (T. dicoccon), and spelt wheat (T. spelta), rye (Secale cereale), trithiosecale, barley (Hordeum vulgare); maize (corn; Zea mays); sorghum (e.g., sorghum bicolour); rice (Oryza spp., e.g., Oryza sativa and Oryza glaberrima); and sugarcane, etc. Leguminous plants (Fabaceae), such as soybeans (Glycine max.), peanuts (Arachis hypogaea), and legumes such as peas (Pisum sativum), pigeon peas and cowpeas, broad beans (Vicia faba), species of the genus Vigna (Vigna spp.) and species of the genus Phaseolus (Phaseolus spp.), as well as lentils (lens culinaris var.), etc. Brassicaceae plants, such as canola (Brassica napus), Brassica napus (OSR), cabbage (B. oleracea var.), mustard (e.g., Brassica juncea, Brassica campestris, Brassica narinosa, Brassica nigra, and Brassica tournefortii); and turnip (Brassica rapa var.), etc. Other broadleaf crops, such as sunflowers, cotton, flax, sugar beets, potatoes, and tomatoes; TNV crops (TNV: trees, nuts, and vines), such as grapes, citrus fruits, pears, such as apples and pears, coffee trees, pistachios, and oil palms, drupes, such as peaches, almonds, walnuts, olives, cherries, plums, and apricots; Turf for transplanting, pastures, and grazing land; Onions and garlic; Ornamental bulbous plants, such as tulips and daffodils; Coniferous and deciduous trees, such as pine, fir, oak, maple, dogwood, hawthorn, crabapple and buckthorn (buckthorn); and Ornamental garden plants, such as roses, petunias, marigolds, and snapdragons.

[0206] In one embodiment, the method for controlling undesirable vegetation is applied to cultivated rice, maize, legumes, cotton, canola, small grains, soybeans, peanuts, sugarcane, sunflowers, plantation crops, tree crops, nuts, or grapes. In another embodiment, the method is applied to cultivated crops selected from glufosinate-tolerant crops.

[0207] This herbicide is suitable for burning down undesirable vegetation in agricultural fields for the following crops: small grains such as wheat, barley, rye, rye wheat and durum wheat; rice; corn; sugarcane; sorghum; soybeans; legumes such as peas, kidney beans and lentils; peanuts; sunflowers; sugar beets; potatoes; cotton; brassica crops such as rapeseed, canola, mustard, cabbage and turnips; turfgrass; pasture grass. Pastures, grapes, pears such as apples and pears, drupes such as peaches, almonds, walnuts, pecans, olives, cherries, plums and apricots, citrus fruits, coffee, pistachios, ornamental plants such as roses, petunias, marigolds and snapdragons, ornamental bulbous plants such as tulips and daffodils, coniferous and deciduous trees such as pine trees, fir, oak, maple, dogwood, hawthorn, crabapple and buckthorn plants, etc.

[0208] This herbicide composition is best suited for burning down undesirable vegetation in farmland for the following crop plants: small grains such as wheat, barley, rye, rye wheat and durum wheat; rice; maize; sugarcane; sorghum; soybeans; legumes such as peas, kidney beans and lentils; peanuts; sunflowers; cotton; rapeseed crops such as rapeseed; canola; turfgrass; pasture; grazing land; grapes; drupes such as peaches, almonds, walnuts, pecans; olives; cherries; plums and apricots; citrus fruits; and pistachios. The following is one embodiment of the present invention. (1) An aqueous liquid herbicide composition: (B) A herbicide compound selected from glufosinate, its salts, preferably its ammonium salts and / or their respective (L-) isomers, in an amount of 5 to 45% by weight based on the total weight of the composition; (B) A mixture of at least two alcoholic solvents, comprising a monohydric alcohol (B.1) and a polyhydric solvent (B.2), (B.1) The monohydric alcohol B.1 is selected from methanol, ethanol, isopropanol, and any mixture thereof; (B.2) The polyhydric alcohol B.2 is selected from 1,2-propylene glycol and glycerol and mixtures thereof; A mixture and; (C) Water and; (D) At least one compound of formula (I): [R-(A)] x -OSO 3 - ]-M + (I); (In the formula, R is C 10 ~C 16 -alkyl, C 10 ~C 16 - Alkenyl or C 10 ~C 16 -is Alkinnil; A is

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[0209] The following table shows examples illustrating the present invention.

[0210] The liquid herbicide formulation according to the present invention was prepared by preparing a solvent B.1 selected from monohydric alcohols (or mixtures thereof), preparing a solvent B.2 selected from polyhydric alcohols (or mixtures thereof), mixing the two solvent components B.1 and B.2 to form a mixture, and then further mixing the resulting solvent mixture with herbicide compound A.

[0211] A mixture of herbicide A and solvents B.1 and B.2 was further mixed with the remaining components listed in columns M.1 and M.2 of Table M.2, which show the composition according to the present invention.

[0212] After preparing individual formulation examples, their stability was visually evaluated based on their appearance. In this case, the stable composition example according to the present invention appeared as a single-phase, clear, transparent solution.

[0213] To further evaluate these stability levels, one batch containing 50 ml of the sample was stored at approximately 2°C for two weeks, while another batch containing a different 50 ml of sample was stored concurrently at -10°C for two weeks.

[0214] The composition that remained a clear solution at approximately 2°C was recognized as a stable formulation.

[0215] The formulation was stored in a freezer at approximately -10°C for two weeks, then removed and allowed to thaw at room temperature for 6 hours without stirring. While stored at temperatures below approximately 2°C, the aqueous composition may have become partially or completely cloudy or opaque. However, if the aqueous composition became clear again within 6 hours without stirring the solution, it demonstrated evidence of its stability, and the formulation was evaluated as suitable for application in agricultural methods.

[0216] I. Components of liquid herbicide composition

[0217] [Table 1]

[0218] Tables M.1 and M.2 show nine liquid herbicide compositions according to the present invention, and Table MC.1 shows nine comparative herbicide compositions according to the present invention that do not contain mixtures of monohydric and polyhydric alcohols.

[0219] The final composition was prepared by mixing the components at the concentrations shown in each table.

[0220] I.1 Examples of Liquid Herbicide Compositions According to the Present Invention All the experiments described in this section demonstrate that using solvent mixtures of monohydric and polyhydric alcohols makes it possible to obtain stable formulations containing a higher concentration of the active ingredient, glufosinate ammonium.

[0221] Examples 1-4 of the compositions of the present invention shown in Table M.1 were prepared using mixtures of solvent B.1, which is ethanol, and solvent B.2, which is monopropylene glycol, in different ratios. All of these composition examples appeared as clear solutions at 2°C. They also appeared as clear solutions again after being stored at -10°C for two weeks and then thawed at room temperature.

[0222] Accordingly, when Examples 8 and 9 of the present invention composition shown in Table M.2 were prepared using monopropylene glycol and ethanol, both remained as clear single-phase solutions even at -10°C.

[0223] Examples 5 to 7 of the present invention compositions in Table M.2 were prepared by alternately changing solvent components B.1 and B.2. Composition 5 of the present invention was prepared by using a mixture of glycerol as solvent B.1 and ethanol as solvent B.2, while compositions 6 and 7 of the present invention were prepared by mixing monopropylene glycol as solvent B.1 with either isopropanol (Example 6) or methanol (Example 7). All three compositions, Examples 5, 6, and 7, were found to be stable formulations at room temperature, and even remained as clear single-phase solutions at -10°C.

[0224] From this, it was demonstrated that a stable liquid composition can be obtained by combining a composition containing herbicide A and a monohydric alcohol medium of type B1 with a polyhydric alcohol solvent of type B2 (Examples 1-9).

[0225] [Table 2]

[0226] [Table 3]

[0227] I.2 Comparative Examples of Liquid Herbicide Compositions (Outside the Scope of the Invention) From all the comparative experiments in this section, it was shown that when the solvent mixture of monohydric and polyhydric alcohols according to the present invention is not used, or when only one solvent selected from monohydric and polyhydric alcohols is used, a stable formulation containing a larger amount of the active ingredient glufosinate ammonium cannot be obtained.

[0228] Comparative composition example 1 was prepared by using only ethanol instead of the mixture of monopropylene glycol and ethanol in Example 1 of the present invention composition. Instead, comparative compositions 2 and 3 were prepared by using monopropylene glycol alone at different concentrations, instead of the mixture of monopropylene glycol and ethanol used in Example 1 of the present invention.

[0229] Finally, Comparative Composition Example 4 was prepared by omitting both solvents of Example 1 of the present invention, namely monopropylene glycol and ethanol, and simply "replacing" them with water.

[0230] None of the comparative composition examples 1 to 4 resulted in a homogeneous solution like that of the embodiment of the present invention.

[0231] Similar to Comparative Composition Example 1, Comparative Example 5 was prepared by using only ethanol instead of the mixture of monopropylene glycol and ethanol used in Example 1 of the present invention. Comparative Composition 5 was initially a clear solution at room temperature, but irrevocably underwent phase separation after storage at 2°C for two weeks.

[0232] The same phenomenon was observed in Comparative Composition Example 8, which was prepared by using only ethanol instead of the mixture of monopropylene glycol and ethanol in Example 8 of the present invention. In this case as well, Comparative Composition 8 was initially a clear solution at room temperature, but irreversible phase separation occurred after storage at 2°C for two weeks.

[0233] In Comparative Composition Examples 6 and 7, methanol (Comparative Example 6) and isopropanol (Comparative Example 7) were used instead of the mixture of ethanol and monopropylene glycol used in Examples 2 and 3 of the present invention. None of the comparative composition examples formed a clear single-phase solution, even at room temperature.

[0234] Finally, Comparative Composition Example 9 was prepared by omitting both solvents of Example 8 of the present invention, namely monopropylene glycol and ethanol, and simply "replacing" them with water.

[0235] Through comparison, it was proven that in a composition containing herbicide A, the presence of two types of solvents, namely (B.1) a monohydric alcoholic solvent and (B.2) a polyhydric alcoholic solvent, is essential to obtain a stable liquid herbicide composition.

[0236] [Table 4]

Claims

1. A water-based liquid herbicide composition: (A) A herbicide compound selected from glufosinate, its salts and / or their respective (L-) isomers, in an amount of 5 to 45% by weight based on the total weight of the composition; (B) A mixture of at least two alcoholic solvents, comprising a monohydric alcohol (B.1) and a polyhydric solvent (B.2), (B.1) The monohydric alcohol (B.1) is selected from methanol, ethanol, isopropanol, and any mixture thereof; (B.2) The polyvalent solvent (B.2) is selected from 1,2-propylene glycol and glycerol and mixtures thereof; A mixture; (C) Water and; (D) At least one compound of formula (I): [R-(A’) x -OSO 3 - ]-M + (I); (In the formula, R is C 10 ~C 16 -alkyl, C 10 ~C 16 -alkenyl or C 10 ~C 16 -alkynyl; A' is 【Chemistry 1】 (In the formula, R A , R B , R C and R D H, CH 3 or CH 2 CH 3 Selected from, however, R A , R B , R C and R D The group is one in which the total number of C atoms is 0, 1, or 2; M + These are alkali metal ions, NH 4 + and a monovalent cation selected from primary, secondary, or tertiary amine ammonium cations or quaternary ammonium cations or mixtures thereof; x is a number selected from 1 to 10) in an amount of 15 to 70% by weight based on the total weight of the composition; The aqueous liquid herbicide composition further comprises dipropylene glycol as a solvent (B.3).

2. The liquid herbicide composition according to claim 1, wherein the salt of glufosinate is an ammonium salt.

3. The liquid herbicide composition according to claim 1 or 2, wherein the composition contains 1 to 20% by weight of the monohydric alcohol (B.1).

4. The liquid herbicide composition according to claim 3, wherein the composition contains 2 to 15% by weight of the monohydric alcohol (B.1).

5. The liquid herbicide composition according to claim 3 or 4, wherein the composition contains 2 to 10% by weight of the monohydric alcohol (B.1).

6. The liquid herbicide composition according to any one of claims 1 to 5, wherein the composition contains 1 to 30% by weight of the polyvalent solvent (B.2).

7. The liquid herbicide composition according to claim 6, wherein the composition contains 2 to 20% by weight of the polyvalent solvent (B.2).

8. The liquid herbicide composition according to claim 6 or 7, wherein the composition contains 2 to 15% by weight of the polyvalent solvent (B.2).

9. The liquid herbicide composition according to any one of claims 1 to 8, wherein the composition contains 10 to 40% by weight of the herbicide compound (A).

10. The liquid herbicide composition according to any one of claims 1 to 9, wherein the monohydric alcohol (B.1) is ethanol.

11. The liquid herbicide composition according to any one of claims 1 to 10, wherein the polyvalent solvent (B.2) is propylene glycol.

12. A) 10 to 40% by weight of a herbicide compound selected from glufosinate, its salts and / or their respective (L-) isomers; B. 1) Ethanol in an amount of 2 to 15% by weight; B. 2) 1,2-propylene glycol in an amount of 2 to 20% by weight; B. 3) Dipropylene glycol in an amount of 5 to 30% by weight; C) Water, at least 7% by weight; A liquid herbicide composition according to claim 1 or 2, comprising:

13. A) 13 to 36% by weight of a herbicide compound selected from glufosinate, its salts and / or their respective (L-) isomers; B. 1) Ethanol in an amount of 2 to 10% by weight; B. 2) 1,2-propylene glycol in an amount of 2 to 15% by weight; B. 3) Dipropylene glycol in an amount of 5 to 30% by weight; C) Water, at least 8% by weight; A liquid herbicide composition according to claim 1 or 2, comprising:

14. The liquid herbicide composition according to any one of claims 1 to 13, wherein the index x of the compound of formula (I) is 1 to 3.

15. In formula (I), R A , R B , R C and R D A liquid herbicide composition according to any one of claims 1 to 14, wherein each of the elements is H.

16. The aforementioned cation M + This is an ammonium cation of a primary, secondary, or tertiary amine, or a quaternary ammonium cation, M + The liquid herbicide composition according to any one of claims 1 to 15, wherein each molecule contains exactly one nitrogen atom.

17. The aforementioned cation M + Equation (II): 【Chemistry 2】 (In the formula, R 1 , R 2 , R 3 and R 4 is either H, or unsubstituted, or OH, C 1 ~C 10 - Alkoxy or hydroxy-C 1 ~C 10 -C substituted with alkoxy 1 ~C 10 - Is it alkyl?; or Substituent R 1 , R 2 , R 3 and R 4 Two of these atoms, together with the N atom to which they are bonded, form a 5- or 6-membered saturated, partially unsaturated, or fully unsaturated heterocycle that optionally and additionally contains one or two oxygen or sulfur atoms, wherein the sulfur atoms are independently oxidized or unoxidized. The liquid herbicide composition according to any one of claims 1 to 16.

18. The aforementioned cation M + The liquid herbicide composition according to any one of claims 1 to 17, wherein the amine is a protonated amine, and the amine is selected from ethanolamine, diethanolamine, diglycolamine, 1-aminopropan-2-ol, 2-dimethylaminoethanol, 2-(butylamino)ethanol, 2-diethylaminoethanol, 2-(tert-butylamino)ethanol, N-(tert-butyl)diethanolamine, triethanolamine, 2-ethylaminoethanol, 2-aminoheptane, triisopropylamine, N-(2-hydroxyethyl)morpholine, N-methylmorpholine, N-butyldiethanolamine, or 2-(dibutylamino)ethanol, or any mixture thereof.

19. The aforementioned cation M + The liquid herbicide composition according to claim 18, wherein the amine is a protonated amine, and the amine is selected from ethanolamine, diethanolamine, diglycolamine, 1-aminopropan-2-ol, 2-dimethylaminoethanol, or triethanolamine, or any mixture thereof.

20. The aforementioned cation M + The liquid herbicide composition according to any one of claims 1 to 15, wherein is sodium.

21. A) 13 to 36% by weight of a herbicide compound selected from glufosinate, its salts and / or their respective (L-) isomers; B. 1) Ethanol in an amount of 2 to 10% by weight; B. 2) 1,2-propylene glycol in an amount of 2 to 15% by weight; C) Water, in an amount of 8-36% by weight; D) 15 to 70% by weight of the compound of formula (I); A liquid herbicide composition according to any one of claims 1 to 20, comprising:

22. The composition further includes, E) Other components selected from anionic, nonionic, cationic or zwionic surfactants as other solvents, pigments, defoamers, or thickeners, in an amount of 20% by weight or less. A liquid herbicide composition according to claim 21, including the one described in claim 21.

23. A method for producing an aqueous liquid herbicide composition according to any one of claims 1 to 22, (a) the step of providing the monohydric alcohol (B.1) described in claim 1, (b) the step of providing the polyvalent solvent (B.2) according to claim 1, (c) The step of combining the monohydric alcohol (B.1) and the polyhydric solvent (B.2) to form a mixture, (d) The step of combining the obtained mixture with water, the herbicide compound A, dipropylene glycol, and the compound of formula (I) to obtain the composition according to any one of claims 1 to 22, Methods that include...

24. A method for inhibiting the growth of undesirable plants and / or controlling harmful plants, comprising the step of applying a liquid herbicide composition according to any one of claims 1 to 22 to the undesirable plants or the harmful plants, a part of the undesirable plants or the harmful plants, or an area in which the undesirable plants or the harmful plants grow.

25. Use in the agricultural field of the liquid herbicide composition according to any one of claims 1 to 22.