Glufosinate formulations containing amine or ammonium salts

Abstract

To provide a herbicide composition of glufosinate or its salt which has an increased herbicidal effect on undesired vegetation, has increased physical and / or chemical stability, has a large loading amount of an agrochemical active ingredient and / or an adjuvant, and at the same time, can be easily handled by an applier.SOLUTION: A) glufosinate or a salt thereof, b) an amine component selected from primary, secondary, tertiary amines and ammonium salts thereof, and quaternary ammonium salts, C) a compound of formula (I) R - (A) x - 200g - M+ (I) wherein R is alkyl or the like, each A is an oxyalkylene group or the like, M+ is a monovalent cation and x is from 1 to 10, wherein the ammonium cation has a molecular weight of from 32 to OSO3 / mol.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a compound comprising: a) glufosinate or a salt thereof; b) an amine component selected from primary, secondary, and tertiary amines and their ammonium salts, and quaternary ammonium salts, wherein the molecular weight of the primary, secondary, or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol; and c) a compound of formula (I): [R-(A) x -OSO3 - ]-M + (I) wherein the variables have the meanings defined herein below. The present invention relates to a liquid herbicide composition comprising:

[0002] Further objects are a method for controlling undesirable vegetation, the method comprising the step of applying a herbicide composition to a locus where the undesirable vegetation is present or expected to be present; the use of an amine component for increasing the herbicidal activity of a liquid herbicide composition comprising glufosinate or a salt thereof and a compound of formula (I); a method for increasing the herbicidal activity of a liquid herbicide composition comprising glufosinate or a salt thereof and a compound of formula (I), the method comprising the step of contacting the liquid herbicide composition with an amine component; a method for producing a herbicide composition, the method comprising the step of contacting the amine component with the compound of formula (I) and glufosinate or a salt thereof in any given order; plant propagation material comprising the herbicide composition; and a method for treating plant propagation material, the method comprising the step of treating the plant propagation material with the herbicide composition. [Background technology]

[0003] There is a continuing need to find additives for pesticide compositions that enhance the biological effectiveness of the composition, increase its physical and / or chemical stability, or increase the loading of the pesticide composition with an active ingredient and / or adjuvant. Increased biological effectiveness allows for a lower application rate of the active ingredient, reducing costs and health risks to the applicator. Higher loadings of the pesticide composition reduce the weight of a given packaging unit, thereby facilitating the transportation and handling of canisters containing the pesticide composition. However, pesticide compositions with higher loadings of pesticide active ingredients and / or adjuvants often suffer from stability problems, such as gelling, clumping, and creaming. Higher loading pesticide compositions also often have high viscosity, which adversely affects handling by the applicator.

[0004] US 10,091,994 B2 discloses an additive for an agrochemical composition, which is an alkoxylated and sulfonated alcohol, which exists in the form of a salt, the cation of which may be sodium. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] US10,091,994B2 Summary of the Invention [Problem to be solved by the invention]

[0006] It was an object of the present invention to provide a herbicidal composition of glufosinate or a salt thereof which has increased biological efficacy, in particular increased herbicidal efficacy against undesirable vegetation, increased physical and / or chemical stability, and a high loading of pesticidal active ingredient and / or adjuvant, and at the same time is easy to handle by the applicator. [Means for solving the problem]

[0007] Surprisingly, it has been found that the amine component increases the biological activity of liquid herbicidal compositions containing glufosinate. The improved biological activity relates to both increased herbicidal effect against unwanted vegetation and enhanced defoliation effect to reduce damage to certain crop plants. A further advantage is that the herbicidal composition has a high loading of glufosinate and is physically stable during storage.

[0008] Therefore, the present invention provides a) glufosinate or a salt thereof, b) an amine component selected from primary, secondary, and tertiary amines and their ammonium salts, and quaternary ammonium salts; an amine component in which the molecular weight of the primary, secondary, or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol; c) a compound of formula (I) [R-(A) x -OSO3 - ]-M + (I) [In the formula, R is C 10 ~C 16 -Alkyl, C 10 ~C 16 -alkenyl or C 10 ~C 16 -alkynyl, Each A is independently

[0009] [ka] It is the basis, where: R A , R B , R C and R D are independently H, CH3, or CH2CH3, provided that R A , R B , R C and R D The total number of C atoms is at most 2, M +is a monovalent cation, The subscript x is a number between 1 and 10. The present invention relates to a liquid herbicide composition comprising: DETAILED DESCRIPTION OF THE INVENTION

[0010] As used herein, the terms "compounds of formula (I)" and "compounds of formula (I)" have the same meaning and refer to a situation where at least one compound of formula (I) is present. Generally, terms referred to in the plural also refer to a situation where only the singular term is applicable, unless specifically indicated otherwise.

[0011] The groups of organic moieties mentioned in the definitions of the variables above are collective terms (like the term halogen) instead of listing the individual radical members individually. n ~C m The prefix indicates in each case the number of possible carbon atoms in the group.

[0012] The term "substituted by," as used, for example, in "partially or fully substituted by," means that one or more, e.g., 1, 2, 3, 4, or 5, or all, of the hydrogen atoms of a given group are replaced by one or more of the same or different substituents. Thus, in the case of a substituted cyclic moiety, for example, 1-cyanocyclopropyl, one or more of the hydrogen atoms of the cyclic moiety may be replaced by one or more of the same or different substituents.

[0013] In this specification (and C n ~C m -Alkylamino, di-C n ~C m -Alkylamino, C n ~C m -Alkylaminocarbonyl, di-(C n ~C m -Alkylamino) carbonyl) also used in n ~C mThe term "-alkyl" means a branched or unbranched saturated hydrocarbon group having n to m carbon atoms, for example 1 to 10 carbon atoms, preferably 1 to 6 carbon atoms, such as methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, It refers to 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, heptyl, octyl, 2-ethylhexyl, nonyl, and decyl, and isomers thereof. C1-C4-Alkyl means, for example, methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, or 1,1-dimethylethyl.

[0014] As used herein, "C2-C mThe term "-alkenyl" refers to a branched or unbranched unsaturated hydrocarbon group having 2 to m, for example, 2 to 10 or 2 to 6, carbon atoms and a double bond at any position, such as ethenyl, 1-propenyl, 2-propenyl, 1-methyl-ethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl. , 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1 -pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, 1,2-dimethyl-2 -butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl are contemplated.

[0015] As used herein, "C2-C m The term "alkynyl" refers to a branched or unbranched unsaturated hydrocarbon group having 2 to m, e.g., 2 to 10 or 2 to 6, carbon atoms and containing at least one triple bond, such as ethynyl, propynyl, 1-butynyl, 2-butynyl, etc.

[0016] Similarly, "C n ~C m "-alkoxy" refers to a straight-chain or branched alkyl group (as mentioned above) having n to m carbon atoms, for example 1 to 10, in particular 1 to 6 or 1 to 4 carbon atoms, attached via an oxygen at any bond in the alkyl group. Examples include C1-C4-alkoxy, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, sec-butoxy, isobutoxy and tert-butoxy.

[0017] The terms "hetaryl" or "heteroaromatic ring" or "heteroaromatic ring" include monocyclic 5- or 6-membered heteroaromatic groups containing 1, 2, 3 or 4 heteroatoms selected from N, O and S as ring members. Examples of 5- or 6-membered heteroaromatic groups are pyridyl, i.e. 2-, 3- or 4-pyridyl, pyrimidinyl, i.e. 2-, 4- or 5-pyrimidinyl, pyrazinyl, pyridazinyl, i.e. 3- or 4-pyridazinyl, thienyl, i.e. 2- or 3-thienyl, furyl, i.e. 2- or 3-furyl, pyrrolyl, i.e. 2- or 3-pyrrolyl, oxazolyl, i.e. 2-, 3- or 5-oxazolyl, isoxazolyl, i.e. 3-, 4- or 5-isoxazolyl, thiazolyl, i.e. 2-, 3- or 5-thiazolyl, isothiazolyl, i.e. 3-, 4- or 5-isothiazolyl, pyrazolyl, i.e. 1-, 3-, 4- or 5-pyrazolyl, i.e. 1-, 2-, 4- or 5-pyrazolyl, Examples include 5-imidazolyl, oxadiazolyl, such as 2- or 5-[1,3,4]oxadiazolyl, 4- or 5-(1,2,3-oxadiazol)yl, 3- or 5-(1,2,4-oxadiazol)yl, 2- or 5-(1,3,4-thiadiazol)yl, thiadiazolyl, such as 2- or 5-(1,3,4-thiadiazol)yl, 4- or 5-(1,2,3-thiadiazol)yl, 3- or 5-(1,2,4-thiadiazol)yl, triazolyl, such as 1H-, 2H- or 3H-1,2,3-triazol-4-yl, 2H-triazol-3-yl, 1H-, 2H- or 4H-1,2,4-triazolyl, and tetrazolyl, i.e. 1H- or 2H-tetrazolyl.

[0018] The terms "heterocycle", "heterocyclyl" or "heterocyclic ring" generally include 5- or 6-membered, particularly 6-membered, monocyclic heterocyclic groups unless otherwise specified. Heterocyclic groups may be saturated, partially unsaturated or fully unsaturated. When used in this context, the term "fully unsaturated" also includes "aromatic". In a preferred embodiment, the fully unsaturated heterocycle is therefore an aromatic heterocycle, preferably a 5- or 6-membered aromatic heterocycle containing one or more, for example 1, 2, 3 or 4, preferably 1, 2 or 3, heteroatoms selected from N, O and S as ring members. Examples of aromatic heterocycles are provided above in relation to the definition of "hetaryl". Unless otherwise specified, "hetaryl" is therefore included in the term "heterocycle". Heterocyclic non-aromatic groups usually contain 1, 2, 3, 4 or 5, preferably 1, 2 or 3, heteroatoms selected from N, O and S as ring members, where the S atom as a ring member can be present as S, SO or SO. Examples of 5- or 6-membered heterocyclic groups are saturated or unsaturated non-aromatic heterocyclic rings, such as oxiranyl, oxetanyl, thietanyl, thietanyl-S-oxide (S-oxothietanyl), thietanyl-S-dioxide (S-dioxothietanyl), pyrrolidinyl, pyrrolinyl, pyrazolinyl, tetrahydrofuranyl, dihydrofuranyl, 1,3-dioxolanyl, thiolanyl, S-oxothiolanyl, S-dioxothiolanyl, dihydrothienyl, S-oxodihydrothienyl, S-dioxodihydrothienyl, oxazolidinyl, oxazolinyl, thiazolin ... These include thiopyranyl, oxathiolanyl, piperidinyl, piperazinyl, pyranyl, dihydropyranyl, tetrahydropyranyl, 1,3- and 1,4-dioxanyl, thiopyranyl, S-oxothiopyranyl, S-dioxothiopyranyl, dihydrothiopyranyl, S-oxodihydrothiopyranyl, S-dioxodihydrothiopyranyl, tetrahydrothiopyranyl, S-oxotetrahydrothiopyranyl, S-dioxotetrahydrothiopyranyl, morpholinyl, thiomorpholinyl, S-oxothiomorpholinyl, S-dioxothiomorpholinyl, thiazinyl, and the like.Examples for heterocyclic rings that also contain one or two carbonyl groups as ring members include pyrrolidin-2-onyl, pyrrolidin-2,5-dionyl, imidazolidin-2-onyl, oxazolidin-2-onyl, thiazolidin-2-onyl, and the like.

[0019] The term "ammonium" by itself means NH4 + The term "ammonium cation of a primary, secondary, or tertiary amine" is used in the same way as the term "primary, secondary, or tertiary amine and their ammonium salts," and refers to a protonated primary, secondary, or tertiary amine. The protonation of such ammonium cations is pH-dependent, and the positive charge fluctuates accordingly. The term "quaternary ammonium ion (cation)" refers to a permanently positively charged cation containing a nitrogen atom bearing four organic binding partners, such as alkyl groups. Thus, the term "quaternary ammonium salt" refers to a salt containing a quaternary ammonium cation. Examples of quaternary ammonium ions are tetramethylammonium, tetraethylammonium, tetraethanolammonium, choline, 2-hydroxyethyltrimethylammonium, and trishydroxyethylmethylammonium.

[0020] The liquid herbicidal composition comprises a compound of formula (I) [R-(A) x -OSO3 - ]-M + (I) [In the formula, R is C 10 ~C 16 -Alkyl, C 10 ~C 16 -alkenyl or C 10 ~C 16 -alkynyl, Each A is independently

[0021] [ka] It is the basis, where: RA , R B , R C and R D are independently H, CH3, or CH2CH3, provided that R A , R B , R C and R D The total number of C atoms is at most 2, M + is a monovalent cation, The subscript x is a number between 1 and 10. Contains:

[0022] The compounds of formula (I) can be prepared by standard methods of organic chemistry. Anionic moiety (Ia) R-(A) x -OSO3 - (Ia) is commercially available in the form of its sodium or potassium salt, for example from Clariant under the trade name Genapol LRO, and can be prepared as described in US 10091994 B2 columns 1-2, which is incorporated herein by reference. Compounds of formula (I) comprise an anionic moiety (Ia) and a positively and singly charged monovalent cation M + It is an ionic compound containing

[0023] The compounds of formula (I) contain an ammonium cation M of a primary, secondary or tertiary amine. + , i.e., a protonated primary, secondary, or tertiary amine, or a quaternary ammonium cation. Such compounds can be obtained from commercially available sodium or potassium salts by ion exchange chromatography or other methods suitable for ion exchange. Alternatively, compounds of formula (I) [wherein M + is NH4 + or the ammonium cation of a primary, secondary, or tertiary amine] can be prepared by the method of Scheme 1

[0024] [ka] wherein all variables have the meanings defined for formula (I). As illustrated in Figure 1, the compounds of formula (I) can be obtained by reaction of the compound of formula (I) with SO3 or ClSO3H, followed by the addition of the respective amine base or ammonia M. This type of reaction is typically carried out at temperatures between 50 and 100°C, with the addition of excess SO3 or ClSO3H compared to the amount of compound of formula (I). Compounds of formula (I) are commercially available under various trade names, for example, the Lutensol TO series from BASF, and can be produced from the respective alcohol R-OH by alkoxylation with ethylene oxide, propylene oxide, or butylene oxide, as described in US 10091994B2. Amine bases M are also commercially available, and can be prepared by the addition of the respective ammonium cation M of the primary, secondary, or tertiary amine in the compound of formula (I). + Form.

[0025] Monovalent cation M + is therefore typically α) alkali metal cations, for example, Li + , Na + and K. + , β)NH4 + , γ) ammonium cations of primary, secondary and tertiary amines, and δ) quaternary ammonium cation is selected from.

[0026] In one embodiment, the monovalent cation M + is an alkali metal cation or NH4 + In another embodiment, the monovalent cation M + is an alkali metal cation, preferably Na + or K + , more preferably Na + is.

[0027] When the amine component contains an ammonium salt or a quaternary ammonium salt, the monovalent cation M +is typically different from the ammonium or quaternary ammonium cation in the ammonium or quaternary ammonium salt. + is typically different from the protonated amine component when the amine component is a primary, secondary, or tertiary amine.

[0028] The variables of formula (I) have the following preferred meanings and embodiments: Combinations of such preferred meanings and all levels of preferred embodiments are within the scope of the present invention.

[0029] R is C 10 ~C 16 -Alkyl, C 10 ~C 16 -alkenyl or C 10 ~C 16 -alkenyl. Typically, R is C 10 ~C 16 -alkyl, preferably C 10 ~C 14 -alkyl, more preferably C 11 ~C 13 -Alkyl, especially C 12 -Alkyl, e.g., linear C 12 In another embodiment, R is C 10 ~C 16 -alkenyl, preferably C 10 ~C 14 -alkenyl, more preferably C 11 ~C 13 -Alkenyl, especially C 12 In another embodiment, R is C 10 ~C 16 -alkynyl, preferably C 10 ~C 14 -alkynyl, more preferably C 11 ~C 13 -Alkynyl, especially C 12 -alkynyl.

[0030] Each A is independently

[0031] [ka] [In the formula, R A , R B , R C and R D are independently H, CH3, or CH2CH3, provided that R A , R B , R C and R D The total number of C atoms is at most 2. It is the base.

[0032] Typically, R A , R B , R C and R D The sum of the C atoms in R is at most 1. A , R B , R C and R D is H. Typically, each A group is the same, and preferably R A , R B , R C and R D is H.

[0033] In one embodiment, a mixture of different A groups, e.g., all substituents R A , R B , R C and R D A group having H and one substituent R A , R B , R C or R D There are mixtures with A groups where A is CH3.

[0034] In another embodiment, a mixture of different A groups, e.g., all substituents R A , R B , R C and R D A group having H and one substituent R A , R B , R C or R D There are mixtures with A groups where A is CH2CH3.

[0035] When a mixture of different A groups is present, all substituents R A , R B , R C and R D The molar proportion of A groups where is H is typically at least 10 mol %, preferably at least 25 mol %, more preferably at least 50 mol %, especially at least 80 mol %.

[0036] The subscript x is 1 to 10. The subscript x represents the molar average of all molecules of the compound of formula (I) in a given collection and is any number between 1 and 10, including real numbers between 1 and 10. Those skilled in the art will appreciate that the general synthesis of compounds of formula (I) involves the alkoxylation step of the alcohol R—OH as outlined above, in which the species R—(A) x It is recognized that this results in a statistical distribution of -OH groups, and thus a statistical distribution of compounds of formula (I) with respect to the index x.

[0037] Typically, the index x is at most 8, preferably at most 6, more preferably at most 4, and most preferably at most 3. The index x may be at least 1.5, preferably at least 2. The index x is typically 1 to 5, preferably 1 to 4, more preferably 1 to 3, most preferably 1.5 to 3, especially 1.5 to 2.5.

[0038] In one embodiment, the substituents of formula (I) have the following meanings: R is C 10 ~C 14 -alkyl, Each A is independently

[0039] [ka] [In the formula, R A , R B , R C and R D are independently H, CH3, or CH2CH3, provided that R A , R B , R C and R DThe total number of C atoms is at most 2, M + is a monovalent cation, The subscript x is a number between 1 and 5. It is the base.

[0040] In another embodiment, the substituents of formula (I) have the following meanings: R is C 10 ~C 14 -alkyl, Each A is independently

[0041] [ka] [In the formula, R A , R B , R C and R D is H, M + is a monovalent cation, The subscript x is a number between 1 and 5. It is the base.

[0042] In another embodiment, the substituents of formula (I) have the following meanings: R is C 10 ~C 14 -alkyl, Each A is independently

[0043] [ka] [In the formula, R A , R B , R C and R D is H, M + is a monovalent cation, The subscript x is a number between 1 and 5. It is the base.

[0044] In another embodiment, the substituents of formula (I) have the following meanings: R is C 10 ~C 14-alkyl, Each A is independently

[0045] [ka] [In the formula, R A , R B , R C and R D is H, M + is a monovalent cation, The subscript x is a number between 1 and 5. It is the base.

[0046] In another embodiment, the substituents of formula (I) have the following meanings: R is C 12 -Alkyl, preferably linear C 12 -alkyl, Each A is independently

[0047] [ka] [In the formula, R A , R B , R C and R D is H, M + is a monovalent cation, The subscript x is a number between 1 and 3. It is the base.

[0048] In another embodiment, the substituents of formula (I) have the following meanings: R is C 12 -Alkyl, preferably linear C 12 -alkyl, Each A is independently

[0049] [ka] [In the formula, R A , R B , RC and R D is H, The subscript x is a number between 1 and 3, M + Na + and K. + is a monovalent cation selected from It is the base.

[0050] In another embodiment, the substituents of formula (I) have the following meanings: R is C 12 -Alkyl, preferably linear C 12 -alkyl, Each A is independently

[0051] [ka] [In the formula, R A , R B , R C and R D is H, The subscript x is a number between 1 and 3, M + Na + is] It is the base.

[0052] The herbicide composition may contain the compound of formula (I) at a concentration of at least 1 wt. %, preferably at least 5 wt. %, more preferably at least 10 wt. %, most preferably at least 15 wt. %, particularly at least 20 wt. %, especially at least 30 wt. %, for example at least 40 wt. % based on the total weight of the herbicide composition. The herbicide composition may contain the compound of formula (I) at a concentration of up to 90 wt. %, preferably up to 70 wt. %, more preferably up to 50 wt. %, based on the total weight of the herbicide composition. The herbicide composition may contain the compound of formula (I) at a concentration of 5 to 70 wt. %, preferably 5 to 60 wt. %, more preferably 10 to 50 wt. %, most preferably 15 to 40 wt. %, based on the total weight of the herbicide composition. In one embodiment, the pesticide composition contains the compound of formula (I) at a concentration of more than 25 wt. %, preferably at least 26 wt. %, more preferably at least 27 wt. %, especially at least 28 wt. %, for example at least 29 wt. %.

[0053] The composition also contains an amine component selected from primary, secondary, and tertiary amines and their ammonium salts, and quaternary ammonium salts, wherein the molecular weight of the primary, secondary, or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol. Such amine components are commercially available. The amine components are either commercially available or can be obtained by standard methods of organic chemistry.

[0054] In one embodiment, the amine component comprises a primary, secondary, or tertiary amine or an ammonium salt thereof (i.e., a salt of a protonated primary, secondary, or tertiary amine). In another embodiment, the amine component is a quaternary ammonium salt. Typically, the amine component contains only one nitrogen atom per molecule.

[0055] The molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol. In one embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is at least 35 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is at least 40 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is at least 45 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is at least 50 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is at least 55 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is at least 60 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is at least 61 g / mol. In one embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is at most 195 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is at most 190 g / mol.In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 185 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 180 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 175 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 170 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 160 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 150 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 140 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 130 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 120 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 110 g / mol.In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is up to 105 g / mol. In one embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is 35 g / mol to 150 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is 40 g / mol to 140 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of a primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is 55 g / mol to 180 g / mol. In another embodiment, the molecular weight of the ammonium cation in the ammonium salt of the primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is 50 g / mol to 120 g / mol. In one embodiment, the molecular weight of the ammonium cation in the ammonium salt of the primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is 55 g / mol to 110 g / mol. In one embodiment, the molecular weight of the ammonium cation in the ammonium salt of the primary, secondary, or tertiary amine, or the quaternary ammonium cation in the quaternary ammonium salt is 60 g / mol to 110 g / mol.

[0056] N in primary, secondary, or tertiary amines and N in the protonated ammonium form + forms a conjugate acid / base pair, Scheme 1

[0057] [ka] As shown in Figure 1, an equilibrium state is reached in aqueous conditions.

[0058] The present invention therefore provides a method for determining whether an amine is in its protonated state N+ and its unprotonated state N.

[0059] Protonated Amine N + The molar ratio of protonated amine N to unprotonated amine N is typically at least 1:1, preferably at least 3:1, more preferably at least 5:1, and most preferably at least 10:1. + The molar ratio of N to unprotonated amine N is typically at most 50:1, preferably at most 20:1, more preferably at most 15:1, and most preferably at most 8:1.

[0060] This ratio depends on the pH of the liquid herbicide composition. The pH is typically 5 to 12, preferably 6 to 10, and more preferably 6.5 to 9. The pH may be adjusted by adding an acid, such as HCl, H2SO4, H2SO3, or methylsulfonic acid. The addition of the acid protonates the amine N, which then exists in the form of its ammonium salt, such as a chloride salt, sulfate salt, sulfonate salt, or methylsulfonate salt. Thus, the ammonium salt of a primary, secondary, or tertiary amine is formed in situ by the reaction of the acid with the amine N. Alternatively, the respective ammonium salts of the primary, secondary, or tertiary amine may be added to the composition.

[0061] Because the compound of formula (I) is an ionic compound, and because the amine component may contain or form an ammonium salt or may contain a quaternary ammonium salt, the compound of formula (I) and the amine component may be reacted with the amine component as shown in Scheme 2.

[0062] [ka] [In the formula, B - is a monovalent anion, e.g., Cl - , SO4 - , SO3 - or CH3SO3 - and Q +is an ammonium cation of a primary, secondary, or tertiary amine, or a quaternary ammonium cation of a quaternary ammonium salt, and all other variables have the meanings defined for formula (I). This type of ion exchange reaction typically occurs in a liquid composition and reaches equilibrium, with the reaction to give the compound of formula (Ib) and the reverse reaction to give the compound of formula (I). Thus, the present invention also relates to situations in which the herbicidal composition contains the compound of formula (I) and the compound of formula (Ib) in any given ratio. For example, the molar ratio of the compound of formula (I) to the compound of formula (Ib) can be 100:1 to 1:100, preferably 10:1 to 1:10.

[0063] Thus, the herbicidal composition contains the monovalent cation M + , and cations Q of ammonium salts of primary, secondary and tertiary amines, and of quaternary ammonium salts + The present invention may also include a mixture of cations, including the monovalent cation M + The cation Q defined above + This also relates to the situation where the molar ratio of the cation M to + and cation Q + The molar ratio of the hydroxybenzoate to the hydroxybenzoate may be 100:1 to 1:100, preferably 20:1 to 1:20.

[0064] The present invention also provides a method for treating a monovalent cation M + in the form of the compound of formula (I), either as a compound of formula (Ib) or as a different salt, relative to the total amount of moiety (Ia) in the composition, is less than 100 mol %. +The molar concentration of the monovalent cation M relative to the total amount of moieties (Ia) is typically at least 10 mol%, preferably at least 20 mol%, more preferably at least 30 mol%, most preferably at least 50 mol%, in particular at least 80 mol%, for example at least 90 mol%. + The molar concentration of (Ia) relative to the total amount of moiety (Ia) is at least 99 mol %, in particular 100 mol %.

[0065] Preferably, the amine component is a salt of a cation of formula (II) or a primary, secondary or tertiary amine of formula (III)

[0066] [ka] [In the formula, R 1 , R 2 , R 4 , R 5 , R 6 and R 7 are independently H, or unsubstituted or OH, C1-C 10 -Alkoxy or hydroxy-C1-C 10 -C1-C substituted by alkoxy 10 -alkyl, or Substituent R 1 , R 2 , R 3 and R 4 or the substituent R 5 , R 6 and R 7 two of which, together with the N atom to which they are attached, form a 5- or 6-membered, saturated, partially unsaturated or fully unsaturated heterocycle containing an additional 0, 1 or 2 O or S atoms, said S atoms being independently oxidized or unoxidized; However, at least one substituent R 1 , R 2 , R 3 or R 4 is not H, However, at least one substituent R 5 , R6 or R 7 is not H] Contains:

[0067] Substituent R 1 , R 2 , R 3 and R 4 typically contains a total of up to 18 carbon atoms ("C atoms"), preferably up to 16 C atoms, more preferably up to 14 C atoms, most preferably up to 12 C atoms, maximally preferably up to 10 C atoms, in particular up to 8 C atoms, for example up to 6 C atoms.

[0068] In one embodiment, the substituent R 1 , R 2 , R 3 and R 4 In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 In another embodiment, the substituent R 1 , R 2 and R 3 contains a maximum of 3 C atoms in total.

[0069] Substituent R 1 , R 2 and R 3 contains a total of at least 1 C atom, preferably at least 2 C atoms, more preferably at least 3 C atoms.

[0070] In one embodiment, the substituent R 1 , R 2 , R 3 and R4 In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 contains 2 to 12 C atoms. In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 contains 1 to 4 C atoms. In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 contains 1 to 3 C atoms.

[0071] Substituent R 5 , R 6 and R 7 typically contains a total of up to 18 carbon atoms ("C atoms"), preferably up to 16 C atoms, more preferably up to 14 C atoms, most preferably up to 12 C atoms, maximally preferably up to 10 C atoms, in particular up to 8 C atoms, for example up to 6 C atoms.

[0072] In one embodiment, the substituent R 5 , R 6 and R 7 In another embodiment, the substituent R5 , R 6 and R 7 In another embodiment, the substituent R 5 , R 6 and R 7 In another embodiment, the substituent R 5 , R 6 and R 7 In another embodiment, the substituent R 5 , R 6 and R 7 contains a maximum of 3 C atoms in total.

[0073] Substituent R 5 , R 6 and R 7 contains a total of at least 1 C atom, preferably at least 2 C atoms, more preferably at least 3 C atoms.

[0074] In one embodiment, the substituent R 5 , R 6 and R 7 In another embodiment, the substituent R 5 , R 6 and R 7 In another embodiment, the substituent R 5 , R 6 and R 7 In another embodiment, the substituent R 5 , R 6 and R 7 contains 2 to 12 C atoms. In another embodiment, the substituent R 5 , R 6 and R 7 In another embodiment, the substituent R 5 , R 6 and R 7 In another embodiment, the substituent R 5 , R 6 and R 7contains 1 to 4 C atoms. In another embodiment, the substituent R 5 , R 6 and R 7 contains 1 to 3 C atoms.

[0075] In one embodiment, R 1 , R 2 , R 4 , R 5 , R 6 and R 7 are independently H, or unsubstituted or OH, C1-C 10 -Alkoxy or hydroxy-C1-C 10 -C1-C substituted by alkoxy 10 -alkyl and at least one substituent R 1 , R 2 , R 3 or R 4 is not H and has at least one substituent R 5 , R 6 or R 7 is not H.

[0076] In another embodiment, R 1 , R 2 , R 4 , R 5 , R 6 and R 7 are independently H or C1-C8-alkyl which is unsubstituted or substituted by OH, C1-C8-alkoxy or hydroxy-C1-C8-alkoxy, and at least one substituent R 1 , R 2 , R 3 or R 4 is not H and has at least one substituent R 5 , R 6 or R 7 is not H.

[0077] In another embodiment, R 1 , R 2 , R 4 , R 5 , R 6 and R 7are independently H or C1-C7-alkyl which is unsubstituted or substituted by OH, C1-C4-alkoxy or hydroxy-C1-C4-alkoxy, and at least one substituent R 1 , R 2 , R 3 or R 4 is not H and has at least one substituent R 5 , R 6 or R 7 is not H.

[0078] In another embodiment, R 1 , R 2 , R 4 , R 5 , R 6 and R 7 are independently H or C1-C3-alkyl which is unsubstituted or substituted by OH, C1-C3-alkoxy or hydroxy-C1-C3-alkoxy, and at least one substituent R 1 , R 2 , R 3 or R 4 is not H and has at least one substituent R 5 , R 6 or R 7 is not H.

[0079] In another embodiment, R 1 , R 2 , R 4 , R 5 , R 6 and R 7 are independently H or C1-C2-alkyl which is unsubstituted or substituted by OH, C1-C2-alkoxy or hydroxy-C1-C2-alkoxy, and at least one substituent R 1 , R 2 , R 3 or R 4 is not H and has at least one substituent R 5 , R 6 or R 7 is not H.

[0080] In another embodiment, the substituent R1 , R 2 , R 3 and R 4 or the substituent R 5 , R 6 and R 7 two of these, together with the N atom to which they are attached, form a 5- or 6-membered, saturated, partially unsaturated, or fully unsaturated heterocycle containing an additional 0, 1, or 2 O or S atoms, the S atoms being independently oxidized or unoxidized, and the remaining substituents being H, or unsubstituted or OH, C1-C 10 -Alkoxy or hydroxy-C1-C 10 -C1-C substituted by alkoxy 10 -alkyl.

[0081] In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 or the substituent R 5 , R 6 and R 7 two of them together with the N atom to which they are attached form a 5- or 6-membered, saturated, partially unsaturated or fully unsaturated heterocycle containing an additional 0, 1 or 2 O or S atoms, said S atoms being independently oxidized or not oxidized, the remaining substituents being either H or C1-C4-alkyl which is unsubstituted or substituted by OH, C1-C4-alkoxy or hydroxy-C1-C4-alkoxy.

[0082] In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 or the substituent R 5 , R 6 and R 7two of them together with the N atom to which they are attached form a 5- or 6-membered, saturated, partially unsaturated or fully unsaturated heterocycle containing an additional 0, 1 or 2 O or S atoms, said S atoms being independently oxidized or not oxidized, the remaining substituents being either H or C1-C3-alkyl which is unsubstituted or substituted by OH, C1-C3-alkoxy or hydroxy-C1-C3-alkoxy.

[0083] In another embodiment, the substituent R 1 , R 2 , R 3 and R 4 or the substituent R 5 , R 6 and R 7 two of them together with the N atom to which they are attached form a 5- or 6-membered, saturated, partially unsaturated or fully unsaturated heterocycle containing an additional 0, 1 or 2 O or S atoms, said S atoms being independently oxidized or not oxidized, the remaining substituents being either H or C1-C2-alkyl which is unsubstituted or substituted by OH, C1-C2-alkoxy or hydroxy-C1-C2-alkoxy.

[0084] The amine component is typically an amine selected from ethanolamine (also known as monoethanolamine, CAS number 141-43-5), 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, and 2-(dibutylamino)ethanol, or an ammonium salt thereof, i.e., a salt of an amine selected from the above in a protonated form. In another embodiment, the amine component is a salt of a quaternary ammonium cation selected from 2-hydroxyethyltrimethylammonium and trishydroxyethylmethylammonium.

[0085] The salt of the quaternary ammonium cation may contain any suitable monovalent or divalent anion, preferably a monovalent anion. Examples of anions are nitrate, sulfate, chloride, bromide, iodide, carbonate, bicarbonate, acetate, formate, phosphate, and phosphonate. In one embodiment, the quaternary ammonium cation contains chloride as the anion.

[0086] In one embodiment, the amine component is ethanolamine or an ammonium salt thereof. In another embodiment, the amine component is diethanolamine or an ammonium salt thereof. In another embodiment, the amine component is diglycolamine or an ammonium salt thereof. In another embodiment, the amine component is 1-aminopropan-2-ol or an ammonium salt thereof. In another embodiment, the amine component is 2-dimethylaminoethanol or an ammonium salt thereof. In another embodiment, the amine component is 2-(butylamino)ethanol or an ammonium salt thereof. In another embodiment, the amine component is protonated 2-diethylaminoethanol or an ammonium salt thereof. In another embodiment, the amine component is 2-(tert-butylamino)ethanol or an ammonium salt thereof. In another embodiment, the amine component is N-(tert-butyl)diethanolamine or an ammonium salt thereof. In another embodiment, the amine component is triethanolamine or an ammonium salt thereof. In another embodiment, the amine component is 2-ethylaminoethanol or an ammonium salt thereof. In another embodiment, the amine component is 2-aminoheptane or an ammonium salt thereof. In another embodiment, the amine component is triisopropylamine or an ammonium salt thereof. In another embodiment, the amine component is N-(2-hydroxyethyl)morpholine or an ammonium salt thereof. In another embodiment, the amine component is N-methylmorpholine or an ammonium salt thereof. In another embodiment, the amine component is protonated N-butyldiethanolamine or an ammonium salt thereof. In another embodiment, the amine component is 2-(dibutylamino)ethanol or an ammonium salt thereof. In another embodiment, the amine component is a salt of 2-hydroxyethyltrimethylammonium. In another embodiment, the amine component is a salt of trishydroxyethylmethylammonium.

[0087] In another embodiment, the amine component is selected from ethanolamine, diethanolamine, diglycolamine, 1-aminopropan-2-ol, 2-dimethylaminoethanol or their ammonium salts, or a salt of trishydroxyethylmethylammonium. In another embodiment, the amine component is selected from ethanolamine, diglycolamine, triethanolamine and their ammonium salts, and a salt of 2-hydroxyethyltrimethylammonium.

[0088] The herbicide composition may contain the amine component at a concentration of at least 1 wt. %, preferably at least 5 wt. %, more preferably at least 10 wt. %, most preferably at least 15 wt. %, particularly at least 20 wt. %, especially at least 30 wt. %, for example at least 40 wt. %, based on the total weight of the herbicide composition. The herbicide composition may contain the amine component at a concentration of up to 90 wt. %, preferably up to 70 wt. %, more preferably up to 50 wt. %, based on the total weight of the herbicide composition. The herbicide composition may contain the amine component at a concentration of 5 to 70 wt. %, preferably 5 to 50 wt. %, more preferably 10 to 50 wt. %, most preferably 15 to 40 wt. %, based on the total weight of the herbicide composition.

[0089] The liquid herbicide composition contains glufosinate or a salt thereof. Glufosinate (CAS Registry Number 51276-47-2), which has the IUPAC name (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, as are its agriculturally acceptable salts, particularly glufosinate ammonium (IUPAC name: ammonium (2RS)-2-amino-4-(methylphosphinato)butyrate, CAS Registry Number 77182-82-2). US 4,168,963 describes phosphorus-containing compounds with herbicidal activity, among which phosphinothricin (2-amino-4-[hydroxy(methyl)phosphinoyl]butanoic acid; generic name: glufosinate) and its salts have gained commercial importance in the field of agrochemicals (agricultural chemistry).

[0090] For example, glufosinate and its salts (eg glufosinate ammonium) and their herbicidal activity are described, for example, in F. Schwerdtle et al., Z. Pflanzenkr. Pflanzenschutz, 1981, Sonderheft IX, pp. 431-440.

[0091] Glufosinate as a racemate and its salts are commercially available under the trade names Basta™ and Liberty™.

[0092] Glufosinate has the following structure (IV):

[0093] [ka] The compound of formula (IV) is a racemate.

[0094] Glufosinate is a racemate of two enantiomers, only one of which exhibits sufficient herbicidal activity (see, e.g., U.S. Pat. No. 4,265,654 and JP92448 / 83). Various methods for preparing L-glufosinate (and its respective salts) are known, but mixtures known in the art do not refer to stereochemistry, but rather to the presence of a racemate (e.g., WO2003024221, WO2011104213, WO2016113334, WO2009141367).

[0095] In one embodiment, the herbicide composition comprises a racemic glufosinate mixture as described above, wherein the glufosinate comprises about 50% by weight of the L-enantiomer and about 50% by weight of the D-enantiomer, hi another embodiment, the herbicide composition comprises glufosinate, wherein at least 70% by weight of the glufosinate is L-glufosinate or a salt thereof.

[0096] L-Glufosinate, which has the IUPAC name (2S)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyric acid (CAS Registry Number 35597-44-5), also known as glufosinate-P, can be obtained commercially or may be prepared as described, for example, in WO 2006 / 104120, US Pat. No. 5,530,142, EP 0248357 A2, EP 0249188 A2, EP 0344683 A2, EP 0367145 A2, EP 0477902 A2, EP 0127429, and J. Chem. Soc. Perkin Trans. 1, 1992, 1525-1529.

[0097] Preferably, the salt of glufosinate or (L)-glufosinate is sodium, potassium, or ammonium (NH4 +) salts, particularly in the case of (L)-glufosinate, glufosinate-P-ammonium (IUPAC name: ammonium (2S)-2-amino-4-(methylphosphinato)butyrate, CAS registration number 73777-50-1), glufosinate-P-sodium (IUPAC name: sodium (2S)-2-amino-4-(methylphosphinato)butyrate, CAS registration number 70033-13-5), and glufosinate-P-potassium (IUPAC name: potassium (2S)-2-amino-4-(methylphosphinato)butyrate).

[0098] Thus, a mixture according to the herbicide composition may contain (L)-glufosinate ammonium or (L)-glufosinate sodium or (L)-glufosinate potassium as the (L)-glufosinate salt, and (L)-glufosinate as the free acid, preferably (L)-glufosinate. (L)-glufosinate ammonium, i.e., the ammonium salt of glufosinate (NH + Herbicidal compositions containing the ) salt are especially preferred.

[0099] The term "glufosinate" as used herein typically comprises, in one embodiment of the invention, about 50% by weight of the L-enantiomer and about 50% by weight of the D-enantiomer, and in another embodiment of the invention, more than 70% by weight of the L-enantiomer, preferably more than 80% by weight of the L-enantiomer, more preferably more than 90% by weight of the L-enantiomer, and most preferably more than 95% by weight of the L-enantiomer, and can be prepared as referenced above.

[0100] Preferably, the herbicidal composition contains a pesticidally effective amount of glufosinate or a salt thereof. The term "effective amount" refers to an amount of a pesticidally active ingredient or composition that is sufficient to achieve a biological effect, such as controlling harmful fungi on cultivated plants, or to protect materials, without causing substantial damage to the treated plants. Such an amount can vary over a wide range and depends on various factors, such as the species of pest to be controlled, the cultivated plants or materials to be treated, climatic conditions, and the specific pesticidally active ingredient used.

[0101] The herbicide composition may contain glufosinate or a salt thereof at a concentration of at least 1 wt. %, preferably at least 5 wt. %, more preferably at least 10 wt. %, most preferably at least 15 wt. %, particularly at least 20 wt. %, especially at least 25 wt. %, for example at least 30 wt. %, based on the total weight of the herbicide composition. The herbicide composition may contain glufosinate or a salt thereof at a concentration of up to 90 wt. %, preferably up to 70 wt. %, more preferably up to 50 wt. %, 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 70 wt. %, preferably 5 to 50 wt. %, more preferably 10 to 50 wt. %, most preferably 15 to 40 wt. %, based on the total weight of the herbicide composition.

[0102] Thus, in one embodiment, the present invention provides a method for treating a cancer cell comprising: a) L-glufosinate or a salt thereof, b) an amine component selected from primary, secondary, and tertiary amines and their ammonium salts, and quaternary ammonium salts; an amine component in which the molecular weight of the primary, secondary, or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol; c) a compound of formula (I) [R-(A) x -OSO3 - ]-M + (I) [In the formula, R is C 10 ~C 16 -Alkyl, C 10 ~C 16 -alkenyl or C 10 ~C 16 -alkynyl, Each A is independently

[0103] [ka] It is the basis, where: R A , R B , R C and R D are independently H, CH3, or CH2CH3, provided that R A , R B , R C and R D The total number of C atoms is at most 2, M + is a monovalent cation, The subscript x is a number between 1 and 10. The present invention relates to a herbicide composition comprising:

[0104] In another embodiment, the present invention provides a) L-glufosinate or a salt thereof, b) an amine component selected from primary, secondary, and tertiary amines and their ammonium salts, and quaternary ammonium salts; an amine component in which the molecular weight of the primary, secondary, or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol; c) a compound of formula (I), wherein R is C 10 ~C 14 -alkyl, Each A is independently

[0105] [ka] It is the basis, where: R A , R B , R C and R D is H, M + is a monovalent cation, The subscript x is a number between 1 and 5. The present invention relates to a herbicide composition comprising:

[0106] In another embodiment, the present invention provides a) L-glufosinate or a salt thereof, b) an amine component selected from primary, secondary, and tertiary amines and their ammonium salts, and quaternary ammonium salts; Amine components in which the molecular weight of the primary, secondary or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol c) a compound of formula (I), wherein R is C 12 -Alkyl, preferably linear C 12 -alkyl, Each A is independently

[0107] [ka] It is the basis, where: R A , R B , R C and R D is H, M + is a monovalent cation, The subscript x is a number between 1 and 3. The present invention relates to a herbicide composition comprising:

[0108] In another embodiment, the present invention provides a) L-glufosinate or a salt thereof, b) from salts of cations of formula (II) and primary, secondary and tertiary amines of formula (III)

[0109] [ka] [In the ceremony R 1 , R 2 , R 4 , R 5 , R 6 and R 7 are independently H, or unsubstituted or OH, C1-C 10 -Alkoxy or hydroxy-C1-C10 -C1-C substituted by alkoxy 10 -alkyl, or Substituent R 1 , R 2 , R 3 and R 4 or the substituent R 5 , R 6 and R 7 two of which, together with the N atom to which they are attached, form a 5- or 6-membered, saturated, partially unsaturated or fully unsaturated heterocycle containing an additional 0, 1 or 2 O or S atoms, said S atoms being independently oxidized or unoxidized; However, at least one substituent R 1 , R 2 , R 3 or R 4 is not H, However, at least one substituent R 5 , R 6 or R 7 is not H] an amine component selected from an amine component, wherein the molecular weight of the primary, secondary or tertiary amine, or of the ammonium cation in the ammonium salt, is 32 to 200 g / mol; c) a compound of formula (I), wherein R is C 12 -alkyl, Each A is independently

[0110] [ka] It is the basis, where: R A , R B , R C and R D is H, M + Na + and The subscript x is a number between 1 and 3. The present invention relates to a herbicide composition comprising:

[0111] In another embodiment, the present invention provides a) the ammonium salt of L-glufosinate, b) 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, 2-(dibutylamino)ethanol, and ammonium salts thereof; and salts of quaternary ammonium cations selected from 2-hydroxyethyltrimethylammonium and trishydroxyethylmethylammonium; and mixtures thereof, an amine component in which the molecular weight of the primary, secondary, or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol; c) a compound of formula (I), wherein R is C 12 -Alkyl, preferably linear C 12 -alkyl, Each A is independently

[0112] [ka] It is the basis, where: R A , R B , R C and R D is H, M + Na + and The subscript x is a number between 1 and 3. The present invention relates to a herbicide composition comprising:

[0113] In another embodiment, the present invention provides a) the ammonium salt of L-glufosinate, b) 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, 2-(dibutylamino)ethanol, and ammonium salts thereof; and salts of quaternary ammonium cations selected from 2-hydroxyethyltrimethylammonium and trishydroxyethylmethylammonium; and mixtures thereof, an amine component in which the molecular weight of the primary, secondary, or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol; c) a compound of formula (I), wherein R is C 12 -Alkyl, preferably linear C 12 -alkyl, Each A is independently

[0114] [ka] It is the basis, where: R A , R B , R C and R D is H, M + is a monovalent cation, The subscript x is a number between 1 and 3. The present invention relates to a herbicide composition comprising:

[0115] The following sections C1 to C15 relate to preferred embodiments and combinations of embodiments. C1) a) glufosinate or a salt thereof; b) an amine component selected from primary, secondary, and tertiary amines and their ammonium salts, and quaternary ammonium salts; an amine component in which the molecular weight of the primary, secondary, or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol; c) a compound of formula (I) [R-(A) x -OSO3 - ]-M + (I) [In the formula, R is C 10 ~C 16 -Alkyl, C 10 ~C 16 -alkenyl or C 10 ~C 16 -alkynyl, Each A is independently

[0116] [ka] It is the basis, where: R A , R B , R C and R D are independently H, CH3, or CH2CH3, provided that R A , R B , R C and R D The total number of C atoms is at most 2, M + is a monovalent cation, The subscript x is a number between 1 and 10. 1. A liquid herbicide composition comprising: C2) The composition according to C1, wherein the subscript x is 1 to 3. C3)R A , R B , R C and R DThe composition of any one of C1 to C2, wherein C4) The composition according to any one of C1 to C3, wherein the molecular weight of the ammonium cation of a primary, secondary, or tertiary amine, or an ammonium salt thereof, or a quaternary ammonium salt thereof, is 55 to 180 g / mol. C5) A composition according to any one of C1 to C4, wherein the primary, secondary or tertiary amine or ammonium salts thereof, or quaternary ammonium salt contains exactly one nitrogen atom per molecule. C6)M + Na + The composition of any of C1 to C5, wherein C7) The amine component is a salt of a cation of formula (II) or a primary, secondary or tertiary amine of formula (III)

[0117] [ka] [In the formula, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are independently H, or unsubstituted or OH, C1-C 10 -Alkoxy or hydroxy-C1-C 10 -C1-C substituted by alkoxy 10 -alkyl, or Substituent R 1 , R 2 , R 3 and R 4 or the substituent R 5 , R 6 and R 7 two of which, together with the N atom to which they are attached, form a 5- or 6-membered, saturated, partially unsaturated or fully unsaturated heterocycle containing an additional 0, 1 or 2 O or S atoms, said S atoms being independently oxidized or unoxidized; However, at least one substituent R 1 , R2 , R 3 or R 4 is not H, However, at least one substituent R 5 , R 6 or R 7 is not H] The composition of any one of C1 to C6, comprising: C8)R 1 , R 2 , R 3 and R 4 The sum of, or R 5 , R 6 and R 7 The composition according to C7, wherein the total of C9) The amine component is 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, 2-(dibutylamino)ethanol, and ammonium salts thereof; or a salt of a quaternary ammonium cation selected from 2-hydroxyethyltrimethylammonium and trishydroxyethylmethylammonium; or a mixture thereof The composition of any of C1 to C8, wherein the amine is selected from the group consisting of: C10) The composition according to any one of C1 to C9, wherein the amine component is an amine selected from ethanolamine, diethanolamine, diglycolamine, 1-aminopropan-2-ol, 2-dimethylaminoethanol, or an ammonium salt thereof, or a salt of trishydroxyethylmethylammonium. C11) The composition according to any one of C1 to C10, having a pH of 6 to 10. C12) The composition of any of C1 to C11, wherein the amine component is a chloride salt, sulfate salt, sulfonate salt, or methylsulfonate salt of a primary, secondary, or tertiary ammonium cation. C13) The composition of any of C1 to C12, wherein component a) is an ammonium salt of glufosinate. C14) a) 5 to 50% by weight of glufosinate, (L)-glufosinate or a salt thereof; b) 5 to 50% by weight of an amine component; c) 5 to 60% by weight of a compound of formula (I) The composition of any of C1 to C13, comprising: C15) A composition according to any one of C1 to C14, containing a second pesticide active ingredient selected from the herbicides and safeners C) of classes b1) to b15).

[0118] The molar ratio of glufosinate to the amine component is typically 100:1 to 1:100, preferably 50:1 to 1:50, more preferably 10:1 to 1:10, and most preferably 5:1 to 1:5. The molar ratio of the amine component to the compound of formula (I) can be 100:1 to 1:100, preferably 50:1 to 1:50, and more preferably 5:1 to 1:20.

[0119] The herbicidal composition relates to any liquid, conventional type of pesticide composition, for example, a solution, emulsion, or suspension. Typically, the amine component and the compound of formula (I) are present in the composition in dissolved form. In one embodiment, the glufosinate or a salt thereof is present in dissolved form. In another embodiment, the glufosinate or a salt thereof is present in particulate form, for example, as suspended solid particles having a particle size (d50) of 0.1 to 15 μm.

[0120] Examples of composition types are solutions, suspensions (e.g., SC, OD, FS), emulsifiable concentrates (e.g., EC), and emulsions (e.g., EW, EO, ES, ME), as well as capsule formulations (e.g., CS, ZC). These and other composition types are defined in "Catalogue of Pesticide Formulation Types and International Coding System," Technical Monograph No. 2, 6th Edition, May 2008, CropLife International. The herbicide composition is a liquid composition, i.e., contains a liquid continuous phase. Typically, the herbicide composition is an aqueous herbicide composition or a herbicide composition having a continuous oily phase containing a non-aqueous organic solvent. Preferred formulation types of the herbicide composition are solutions, emulsifiable concentrates, and dispersions, more preferably aqueous solutions. Typically, the components of the herbicide composition, i.e., glufosinate or a salt thereof, the amine component, and the compound of formula (I), are present in a dissolved state in the herbicide composition. The pesticide active ingredient is typically present in either a dissolved or suspended form in the herbicide composition. When the herbicide composition is an aqueous composition, the pesticidal active ingredient is typically dissolved. When the herbicide composition is an oil-based composition, the pesticidal active ingredient is typically present in particulate form as suspended particles, particularly in an oil dispersion.

[0121] Thus, the herbicide composition may contain water. Typically, the herbicide composition contains water at a concentration of at least 1% by weight, preferably at least 5% by weight, more preferably at least 10% by weight, and most preferably at least 20% by weight. The herbicide composition may contain water at a concentration of up to 50% by weight, preferably up to 40% by weight, more preferably up to 30% by weight, and particularly up to 25% by weight. The herbicide composition typically contains water at a concentration of 1 to 50% by weight, preferably 5 to 30% by weight. When the concentration of water in the herbicide composition is at least 5% by weight, such a composition may be referred to as an aqueous composition.

[0122] The herbicide composition may also contain at least one organic solvent. Typically, the herbicide composition contains the organic solvent at a concentration of at least 1% by weight, preferably at least 5% by weight, and more preferably at least 15% by weight. The herbicide composition may contain the organic solvent at a concentration of up to 60% by weight, preferably up to 50% by weight, more preferably up to 45% by weight, and particularly up to 35% by weight. The herbicide composition typically contains the organic solvent at a concentration of 5 to 50% by weight, preferably 10 to 40% by weight. When the water concentration in the herbicide composition is at least 20% by weight, such a composition may be referred to as an "oil-based" composition. Suitable organic solvents are defined herein below. Organic solvents having a water solubility of at least 1% by weight at 20°C, preferably at least 10% by weight at 20°C, are preferred.

[0123] Suitable organic solvents are aliphatic hydrocarbons, preferably aliphatic C5-C 16 Hydrocarbons, preferably C5-C 16 -Alkanes or C5-C 16 cycloalkanes, such as pentane, hexane, cyclohexane or petroleum ether; aromatic hydrocarbons, preferably aromatic C-C 10 hydrocarbons, such as benzene, toluene, o-, m- and p-xylene; halogenated hydrocarbons, preferably halogenated aliphatic C1-C6-alkanes or halogenated aromatic C6-C 10 hydrocarbons, such as CH2Cl2, CHCl3, CCl4, CH2ClCH2Cl, CCl3CH3, CHCl2CH2Cl, CCl2CCl2 or chlorobenzene; ethers, preferably C1-C6-cycloalkyl ethers, C1-C6-alkyl-C1-C6-alkyl ethers and C1-C6-alkyl-C6-C 10 - aryl ethers, for example CH3CH2OCH2CH3, (CH3)2CHOCH(CH3)2, CH3OC(CH3)3(MTBE), CH3OCH3(DME), CH3OCH2CH2OCH3, dioxane, anisole and tetrahydrofuran (THF); esters, preferably esters of aliphatic C1-C6 alcohols with aliphatic C1-C6 carboxylic acids, aromatic C6-C 10-Aromatic C6-C alcohols 10 -carboxylic acid esters, cyclic esters of ω-hydroxy-C1-C6-carboxylic acids, for example, 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)OCH 2CH(CH3)2, CH3C(O)OCH(CH3)2, CH3CH2C(O)OCH3, benzyl benzoate and γ-butyrolactone; carbonates such as ethylene carbonate, propylene carbonate, CH3CH2OC(O)OCH2CH3 and CH3OC(O)OCH3; nitriles, preferably C1-C6-nitriles, such as CH3CN and CH3CH2CN; ketones, preferably C1-C6-alkyl-C1-C6-alkyl ketones, such as , CH3C(O)CH3, CH3C(O)CH2CH3, CH3CH2C(O)CH2CH3 and CH3C(O)C(CH3)3 (MTBK); alcohols, preferably C1-C4-alcohols, for example, CH3OH, CH3CH2OH, CH3CH2CH2OH, CH3CH(OH)CH3, CH3(CH2)3OH, C(CH3)3OH, propylene glycol, dipropylene glycol, propylene glycol monomethyl ether (1- methoxy-2-propanol; amide and urea derivatives, preferably dimethylformamide (DMF), N-methyl-2-pyrrolidone (NMP), dimethylacetamide (DMA), 1,3-dimethyl-2-imidazolidinone (DMI), 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU), hexamethylphosphamide (HMPA); and also dimethyl sulfoxide (DMSO) and sulfolane. Preferred solvents are propylene glycol, dipropylene glycol, and propylene glycol monomethyl ether, more preferably propylene glycol and dipropylene glycol.

[0124] The herbicide composition is 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. The present invention also relates to a method for producing a herbicide composition, comprising the step of contacting an amine component with a compound of formula (I) and glufosinate or a salt thereof in any given order. In one embodiment, the method for producing a herbicide composition comprises the steps of: a) contacting an amine component with a compound of formula (I), and b) contacting glufosinate or a salt thereof with a compound of formula (I), wherein steps a) and b) may be performed in any given order. Typically, the method for producing a herbicide composition also comprises the step of adding water at either stage of the method.

[0125] The herbicidal composition typically contains at least one adjuvant. Suitable adjuvants are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesives, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, antifreeze agents, antifoaming agents, colorants, tackifiers, and binders.

[0126] Suitable solvents and liquid carriers are water and organic solvents as defined herein below. Suitable solid carriers or fillers are mineral earths such as silicates, silica gel, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides such as cellulose, starch; fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea; products of plant origin such as grain flour, bark flour, wood flour, nut shell flour and mixtures thereof.

[0127] Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective colloids, or adjuvants. Examples of surfactants are listed in McCutcheon's, Vol. 1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Edition or North American Edition).

[0128] Suitable anionic surfactants are alkali, alkaline earth, or ammonium salts of sulfonates, sulfates, phosphates, and carboxylates, and mixtures thereof. Examples of sulfonates include alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl and tridecylbenzenes, sulfonates of naphthalene and alkylnaphthalenes, sulfosuccinates, or sulfosuccinamates. Examples of sulfates include sulfates of fatty acids and oils, ethoxylated alkylphenols, alcohols, ethoxylated alcohols, or fatty acid esters. Examples of phosphates include phosphoric acid esters. Examples of carboxylates include alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.

[0129] Suitable nonionic surfactants include alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates include compounds alkoxylated with 1 to 50 equivalents, such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids, or fatty acid esters. Ethylene oxide and / or propylene oxide, preferably ethylene oxide, can be used for alkoxylation. Examples of N-substituted fatty acid amides include fatty acid glucamides or fatty acid alkanolamides. Examples of esters include fatty acid esters, glycerol esters, or monoglycerides. Examples of sugar-based surfactants include sorbitan, ethoxylated sorbitan, sucrose esters, and glucose esters, or alkyl polyglucosides. Examples of polymeric surfactants include homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol, or vinyl acetate.

[0130] Suitable cationic surfactants are quaternary surfactants, such as quaternary ammonium compounds with one or two hydrophobic groups or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetaines and imidazolines. Suitable block polymers are AB or ABA type block polymers containing polyethylene oxide and polypropylene oxide blocks, or ABC type block polymers containing alkanol, polyethylene oxide, and polypropylene oxide. Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are polyacrylic acid or alkali salts of polyacid comb polymers. Examples of polybases are polyvinylamine or polyethyleneamine.

[0131] Suitable adjuvants are compounds that have negligible or no pesticidal biological activity themselves and improve the biological performance of compound I against the target. Examples are surfactants, mineral or vegetable oils and other adjuvants. Further examples are listed by Knowles in "Adjuvants and additives," Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.

[0132] Suitable thickeners are polysaccharides (e.g., xanthan gum, carboxymethylcellulose), organoclays (organically modified or unmodified), polycarboxylates, and silicates. Suitable bactericides are bronopol and isothiazolinone derivatives, such as alkylisothiazolinones and benzoisothiazolinones. Suitable antifreeze agents are ethylene glycol, propylene glycol, urea, and glycerin.

[0133] Suitable antifoaming agents are silicone, long-chain alcohol and fatty acid salts.Particularly preferred are silicone-based antifoaming agents, such as polydimethylsiloxane (for example, SAG 1572 available from Momentive, Silcolapse-481 or Silcolapse-482 available from Elkem).Suitable silicone-based antifoaming agents are also described in WO2005 / 117590A2.

[0134] Suitable colorants (e.g., red, blue, or green) are pigments with low water solubility and dyes with high water solubility. Examples include inorganic colorants (e.g., iron oxide, titanium oxide, iron 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.

[0135] Examples of composition types and their preparation are as follows:

[0136] i) Water-soluble concentrates (SL, LS) 10 to 60% by weight of glufosinate or a salt thereof, 5 to 60% by weight of the compound of formula (I), and 1 to 50% by weight of the amine component are dissolved in water and / or a water-soluble solvent (e.g., alcohol) so that the total is 100% by weight.

[0137] ii) Dispersible Concentrate (DC) 5 to 25% by weight of glufosinate or a salt thereof, 5 to 60% by weight of the compound of formula (I), 1 to 50% by weight of the amine component, and 1 to 10% by weight of a dispersant (e.g., polyvinylpyrrolidone) are dissolved in an organic solvent (e.g., cyclohexanone) so that the total amount becomes 100% by weight. Dilution with water gives a dispersion.

[0138] iii) Emulsifiable concentrate (EC) 15 to 70% by weight of glufosinate or a salt thereof, 5 to 10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate and castor oil ethoxylate), 5 to 60% by weight of the compound of formula (I), and 1 to 50% by weight of an amine component are dissolved in a water-insoluble organic solvent (e.g., an aromatic hydrocarbon) to make up 100% by weight. Upon dilution with water, an emulsion is obtained.

[0139] iv) Emulsions (EW, EO, ES) 5-40% by weight of glufosinate or a salt thereof, 1-10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate and castor oil ethoxylate), 5-60% by weight of a compound of formula (I), and 1-50% by weight of an amine component are dissolved in 20-40% by weight of a water-insoluble organic solvent (e.g., an aromatic hydrocarbon). This mixture is added to water (total 100% by weight) using an emulsifier to form a uniform emulsion. Dilution with water yields the emulsion.

[0140] v) Suspension (SC, OD, FS) In an agitator ball mill, 20-60% by weight of glufosinate or its salts are milled with 2-10% by weight of dispersants and wetting agents (e.g., sodium lignosulfonate and ethoxylated alcohols), 0.1-2% by weight of a thickener (e.g., xanthan gum), 5-60% by weight of a compound of formula (I), 1-50% by weight of an amine component, and water to make up 100% by weight to obtain a fine suspension of the active substance. Upon dilution with water, a stable suspension of the active substance is obtained. For FS-type compositions, up to 40% by weight of a binder (e.g., polyvinyl alcohol) is added.

[0141] vi) Microemulsion (ME) 5-20% by weight of glufosinate or a salt thereof is added to 5-30% by weight of an organic solvent blend (e.g., fatty acid dimethylamide and cyclohexanone), 10-25% by weight of a surfactant blend (e.g., ethoxylated alcohol and ethoxylated arylphenol), 1-50% by weight of an amine component, and 5-60% by weight of a compound of formula (I), totaling 100% by weight of water. When the mixture is stirred for 1 hour, a thermodynamically stable microemulsion spontaneously forms.

[0142] vii) Microcapsules (CS) An oil phase containing 5-50% by weight of glufosinate or a salt thereof, 0-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), 5-60% by weight of a compound of formula (I), 5-50% by weight of a compound of formula (I), and 2-15% by weight of an acrylic monomer (e.g., methyl methacrylate, methacrylic acid, and di- or triacrylate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Poly(meth)acrylate microcapsules are formed by radical polymerization initiated by a radical initiator. Alternatively, an oil phase containing 5-50% by weight of glufosinate or a salt thereof, 0-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), and an isocyanate monomer (e.g., diphenylmethane-4,4'-diisocyanate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Addition of a polyamide (e.g., hexamethylenediamine) forms polyurea microcapsules. The microcapsules are added to an aqueous composition containing 1-50% by weight of the amine component. The monomer is 1-10% by weight. The weight percentages are relative to the total CS composition.

[0143] Compositions types i) to vii) may optionally comprise further auxiliaries, for example 0.1 to 1% by weight of bactericides, 5 to 15% by weight of antifreeze agents, 0.1 to 1% by weight of antifoaming agents and 0.1 to 1% by weight of colorants.

[0144] Seed treatment solutions (LS), suspoemulsions (SE), flowables (FS), emulsions (ES), and emulsifiable concentrates (EC) are typically used for the treatment of plant propagation material, particularly seeds. The target compositions, after 2- to 10-fold dilution, provide a glufosinate or its salt concentration of 0.01 to 60% by weight, preferably 0.1 to 40% by weight, in the ready-to-use preparation. Application can be carried out before or during sowing. Methods for applying the herbicidal composition to plant propagation material, particularly seeds, include dressing, coating, pelleting, dusting, dipping, and in-furrow application of the propagation material. Preferably, the herbicidal composition is applied to the plant propagation material by a method that does not induce germination, such as seed dressing, pelleting, coating, and dusting.

[0145] Exemplary formulation types of herbicidal compositions are described in WO2007 / 092351A1 and WO2005 / 117583A.

[0146] Various types of oils, wetting agents, adjuvants, fertilizers or micronutrients and further pesticides (e.g. herbicides, insecticides, fungicides, growth regulators, safeners) can be added to the herbicidal compositions according to the invention, either as premixes or, if appropriate, only added immediately before use (tank mixes). These agents can be mixed with the herbicidal compositions according to the invention in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.

[0147] The user typically applies the herbicide composition according to the present invention from a pre-dosing device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system. The herbicide composition is typically adjusted to the desired application concentration with water, buffers, and / or further adjuvants, and a ready-to-use spray solution or herbicide composition according to the present invention is thus obtained. 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.

[0148] According to one embodiment, the individual components of the herbicidal composition according to the invention, for example parts of a kit or parts of a two- or three-component mixture, may be mixed by the user himself in a spray tank, and, if appropriate, further auxiliaries may also be added.

[0149] In a further embodiment, any of the individual or partially premixed components of the herbicidal composition according to the invention, e.g., the components comprising the compound of formula (I) and / or glufosinate or a salt thereof and / or the amine component, may be mixed by the user in a spray tank, and, if appropriate, further auxiliaries and additives may be added.

[0150] In a further embodiment, any of the individual or partially pre-mixed components of the herbicidal composition according to the invention, e.g., components comprising the compound of formula (I) and / or glufosinate or a salt thereof and / or an amine component, can be applied together (e.g., after a tank mix) or sequentially.

[0151] The herbicidal composition has a relatively low kinematic viscosity and remains homogeneous even at high concentrations of the compound of formula (I).

[0152] The kinematic viscosity referred to herein can be measured using a Brookfield viscometer, i.e., a rotational viscometer with a cone-and-plate geometry. Kinematic viscosity may be determined according to the industrial standard EN ISO 2555:2018. Typically, kinematic viscosity is measured at 25°C. In this method, the shear rate of the rotational viscometer is continuously increased and the shear stress is measured. For Newtonian fluids, the measurement results in a linear data set with a direct proportional relationship between shear stress and shear rate. For non-Newtonian fluids, the measurement results in a non-linear dependence between shear stress and shear rate. Kinematic viscosity, also known as apparent viscosity, is typically determined by measuring the slope of a line passing through the origin of the coordinate system and the shear stress determined at a shear rate of 100 / s. True viscosity, which may differ from apparent viscosity for non-Newtonian fluids, is determined by calculating the slope, which is the tangent of the experimental curve measured at a shear rate of 100 / s.

[0153] The pesticide composition typically has a true viscosity of less than 2000 mPas, preferably less than 1000 mPas, more preferably less than 500 mPas at 20° C. The pesticide composition typically has an apparent viscosity of less than 3000 mPas, preferably less than 1500 mPas, more preferably less than 1000 mPas at 20° C.

[0154] The herbicide composition may contain a second pesticide active ingredient. Typically, the second pesticide active ingredient is a pesticide, preferably selected from fungicides, insecticides, nematicides, herbicides, safeners, micronutrients, biopesticides, nitrification inhibitors and / or growth regulators. In one embodiment, the second pesticide active ingredient is an insecticide. In another embodiment, the second pesticide active ingredient is a fungicide. In yet another embodiment, the second pesticide active ingredient is a herbicide. Those skilled in the art are familiar with such pesticides, and pesticides can be found, for example, in the Pesticide Manual, 16th Edition (2013), The British Crop Protection Council, London. Suitable insecticides are those from the classes of carbamates, organophosphates, organochlorine insecticides, phenylpyrazoles, pyrethroids, neonicotinoids, spinosyns, avermectins, milbemycins, juvenile hormone analogues, alkyl halides, organotin compounds, nereistoxin analogues, benzoylureas, diacylhydrazines and METI acarizides.Suitable disinfectants include dinitroaniline, allylamine, anilinopyrimidine, antibiotics, aromatic hydrocarbons, benzenesulfonamides, benzimidazole, benzisothiazole, benzophenone, benzothiadiazole, benzotriazine, benzyl carbamate, carbamate, carboxamide, carboxylic acid diamide, chloronitrile, cyanoacetamide oxime, cyanoimidazole, cyclopropanecarboxamide, dicarboximide, dihydrodioxazine, dinitrophenyl crotonate, dithiocarbamate, dithiolane, ethyl phosphonate, ethylaminothiazolecarboxamide, guanidine, hydroxy-(2-amino)pyrimidine, hydroxyanilide, imidazole, imidazolinone, inorganic substances, isobenzofuranone, methoxyacrylate, methoxide, methylpropanol ... The fungicides are of the following classes: dicarbamates, morpholines, N-phenylcarbamates, oxazolidinedione, oximinoacetates, oximinoacetamides, peptidylpyrimidine nucleosides, phenylacetamides, phenylamides, phenylpyrroles, phenylureas, phosphonates, phosphorothiolates, phthalamic acids, phthalimides, piperazines, piperidines, propionamides, pyridazinones, pyridines, pyridinylmethylbenzamides, pyrimidinamines, pyrimidines, pyrimidinone hydrazones, pyrroloquinolinones, quinazolinones, quinolines, quinones, sulfamides, sulfamoyltriazoles, thiazolecarboxamides, thiocarbamates, thiophanates, thiophenecarboxamides, toluamides, triphenyltin compounds, triazines, triazoles.

[0155] Suitable herbicides include acetamides, amides, aryloxyphenoxypropionates, benzamides, benzofurans, benzoic acid, benzothiadiazinones, bipyridylium, carbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanedione, dinitroaniline, dinitrophenol, diphenyl ether, glycine, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N-phenylphthalimides, oxadiazoles, oxazolidinedione, oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles, phenylpyrazolines. Herbicides from the following classes are suitable: phosphorus, phenylpyridazine, phosphinic acid, phosphoramidate, phosphorodithioate, phthalamate, pyrazole, pyridazinone, pyridine, pyridinecarboxylic acid, pyridinecarboxamide, pyrimidinedione, pyrimidinyl (thio)benzoate, quinolinecarboxylic acid, semicarbazone, sulfonylaminocarbonyltriazolinone, sulfonylurea, tetrazolinone, thiadiazole, thiocarbamate, triazine, triazinone, triazole, triazolinone, triazolocarboxamide, triazolopyrimidine, triketone, uracil, urea. Suitable plant growth regulators are antiauxins, auxins, cytokinins, defoliants, ethylene regulators, ethylene-releasing agents, gibberellins, growth inhibitors, morphactins, dwarfing agents, growth stimulants, and further unclassified plant growth regulators. Suitable micronutrients are compounds containing boron, zinc, iron, copper, manganese, chlorine and molybdenum.

[0156] The herbicide composition may contain the second pesticide active ingredient at a concentration of at least 1% by weight, preferably at least 5% by weight, more preferably at least 10% by weight, most preferably at least 25% by weight, and particularly at least 30% by weight, based on the total weight of the herbicide composition. The herbicide composition may contain the second pesticide active ingredient at a concentration of up to 90% by weight, preferably up to 70% by weight, and more preferably up to 50% by weight, based on the total weight of the herbicide composition. The herbicide composition may contain the second pesticide active ingredient at a concentration of 1 to 70% by weight, preferably 1 to 60% by weight, and more preferably 5 to 50% by weight, based on the total weight of the composition.

[0157] Typically, the herbicidal composition comprises glufosinate or a salt thereof, preferably the ammonium salt of glufosinate, and B) including agriculturally acceptable salts or derivatives thereof, Herbicides of classes b1) to b15): b1) lipid biosynthesis inhibitors, b2) acetolactate synthase inhibitors (ALS inhibitors), b3) photosynthesis inhibitors, b4) Protoporphyrinogen-IX oxidase inhibitors (PPO inhibitors), b5) bleaching herbicides; b6) enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSP inhibitors), b7) glutamine synthetase inhibitors, b8) 7,8-dihydropteroate synthase inhibitors (DHP inhibitors), b9) mitotic inhibitors; b10) Very long chain fatty acid synthesis inhibitors (VLCFA inhibitors), b11) cellulose biosynthesis inhibitors; b12) decoupler herbicides; b13) auxin herbicides, b14) Auxin transport inhibitors and b15) Bromobutide, chlorflurenol, chlorflurenol methyl, cinmethylin, cumyluron, dalapon, dazomet, difenzoquat, difenzoquat-methyl sulfate, dimethipine, DSMA, dymron, endothal and its salts, etobenzanide, flamprop, flamprop-isopropyl, flamprop methyl, flamprop-M-isopropyl, flamprop-M-methyl, flurenol, flurenol butyl, flurprimidol, fosamine, fosamine ammonium, indanofan, indaziflam, maleic hydrazide, mefluidide, metam, methiozoline (CAS 403640-27-7), methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine, triaziflam, tridiphane and other herbicides selected from the group consisting of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (CAS 499223-49-3) and its salts and esters, and C) Safeners and a second pesticide active ingredient selected from the group consisting of:

[0158] Where the herbicide compounds B and / or safeners C described herein can form geometric isomers, e.g. E / Z isomers, both the pure isomers and mixtures thereof can be used in the herbicidal compositions according to the invention.

[0159] Where the herbicide compound B and / or safener C described herein have one or more chiral centers and therefore exist as enantiomers or diastereomers, both the pure enantiomers and diastereomers and mixtures thereof can be used in the compositions according to the invention.

[0160] When the herbicidal compound B and / or the safener C described herein have an ionizable functional group, they can also be used in the form of an agriculturally acceptable salt. Generally, salts of their cations and acid addition salts of their acids, in which the cation and anion, respectively, do not have a deleterious effect on the activity of the active compound, are preferred.

[0161] Preferred cations are ions of alkali metals, preferably lithium, sodium and potassium, ions of alkaline earth metals, preferably calcium and magnesium, and ions of transition metals, preferably manganese, copper, zinc and iron, as well as ammonium and substituted ammonium in which 1 to 4 hydrogen atoms are replaced by C1-C4-alkyl, hydroxy-C1-C4-alkyl, C1-C4-alkoxy-C1-C4-alkyl, hydroxy-C1-C4-alkoxy-C1-C4-alkyl, phenyl or benzyl, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diethylammonium, diisopropylammonium, trimethylammonium, triethylammonium, tris(isopropyl)ammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammonium, Tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium (olamine salts), 2-(2-hydroxyeth-1-oxy)eth-1-ylammonium (diglycolamine salts), di(2-hydroxyeth-1-yl)ammonium (diolamine salts), tris(2-hydroxyethyl)ammonium (trolamine salts), tris(2-hydroxypropyl)ammonium, benzyltrimethylammonium, benzyltriethylammonium, N,N,N-trimethylethanolammonium (choline salts), also phosphonium ions, sulfonium ions, preferably tri(C1-C4-alkyl)sulfonium, for example trimethylsulfonium and sulfoxonium ions, preferably tri(C1-C4-alkyl)sulfoxonium, and finally salts of polybasic amines, for example N,N-bis-(3-aminopropyl)methylamine and diethylenetriamine.

[0162] Useful anions of acid addition salts are primary chloride, bromide, fluoride, iodide, hydrogensulfate, methylsulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and also anions of C1-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate.

[0163] The herbicidal compounds B and / or safeners C having a carboxyl group as described herein may be used in the form of the acid, in the form of the agriculturally suitable salts mentioned above or in the form of other agriculturally acceptable derivatives, for example as amides, such as mono- and di-C1-C6-alkylamides or arylamides, as esters, for example as allyl esters, propargyl esters, C1-C6 alkyl ... 10 as alkyl esters, alkoxyalkyl esters, tefuryl ((tetrahydrofuran-2-yl)methyl) esters and also as thioesters, for example C1-C 10 -alkylthioesters can be used. Preferred mono- and di-C1-C6-alkylamides are methyl and dimethylamides. Preferred arylamides are, for example, anilides and 2-chloroanilides. Preferred alkyl esters are, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl (1-methylhexyl), meptyl (1-methylheptyl), heptyl, octyl or isooctyl (2-ethylhexyl) esters. Preferred C1-C4-alkoxy-C1-C4-alkyl esters are linear or branched C1-C4-alkoxyethyl esters, for example, 2-methoxyethyl, 2-ethoxyethyl, 2-butoxyethyl (butotyl), 2-butoxypropyl or 3-butoxypropyl esters. Linear or branched C1-C 10 An example of an alkyl thioester is the ethyl thioester.

[0164] According to a first embodiment of the present invention, the herbicidal composition contains an inhibitor of lipid biosynthesis (herbicide b1) as a second pesticide active ingredient. These are compounds that inhibit lipid biosynthesis. The inhibition of lipid biosynthesis can have an effect either through the inhibition of acetyl-CoA carboxylase (hereinafter referred to as ACC herbicides) or through a different mode of action (hereinafter referred to as non-ACC herbicides). ACC herbicides belong to group A of the HRAC classification system, while non-ACC herbicides belong to group N of the HRAC classification.

[0165] According to a second embodiment of the present invention, the herbicidal composition contains an ALS inhibitor (herbicide b2) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the inhibition of acetolactate synthase and therefore the inhibition of branched-chain amino acid biosynthesis. These inhibitors belong to group B of the HRAC classification system.

[0166] According to a third embodiment of the present invention, the herbicidal composition contains an inhibitor of photosynthesis (herbicide b3) as a second pesticide active ingredient. The herbicidal activity of these compounds is based either on the inhibition of photosystem II in plants (so-called PSII inhibitors, groups C1, C2, and C3 of the HRAC classification) or on the alteration of electron transport in photosystem I in plants (so-called PSI inhibitors, group D of the HRAC classification), and thus on the inhibition of photosynthesis. Among these, PSII inhibitors are preferred.

[0167] According to a fourth embodiment of the present invention, the herbicidal composition contains an inhibitor of protoporphyrinogen-IX-oxidase (herbicide b4) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the inhibition of protoporphyrinogen-IX-oxidase. These inhibitors belong to group E of the HRAC classification system.

[0168] According to a fifth embodiment of the present invention, the herbicidal composition contains a bleaching herbicide (herbicide b5), preferably an HPPD inhibitor, as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the inhibition of carotenoid biosynthesis. These include compounds that inhibit carotenoid biosynthesis by inhibiting phytoene desaturase (so-called PDS inhibitors, group F1 of the HRAC classification), compounds that inhibit 4-hydroxyphenylpyruvate dioxygenase (HPPD inhibitors, group F2 of the HRAC classification), compounds that inhibit DOX synthase (group F4 of the HRAC class), and compounds that inhibit carotenoid biosynthesis by an unknown mode of action (bleaching - unknown target, group F3 of the HRAC classification).

[0169] According to a sixth embodiment of the present invention, the herbicidal composition contains an EPSP synthase inhibitor (herbicide b6) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the inhibition of enolpyruvylshikimate 3-phosphate synthase, and therefore on the inhibition of amino acid biosynthesis in plants. These inhibitors belong to group G of the HRAC classification system.

[0170] According to a seventh embodiment of the present invention, the herbicidal composition contains a glutamine synthetase inhibitor (herbicide b7) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the inhibition of glutamine synthetase and therefore the inhibition of amino acid biosynthesis in plants. These inhibitors belong to group H of the HRAC classification system.

[0171] According to an eighth embodiment of the present invention, the herbicidal composition contains a DHP synthase inhibitor (herbicide b8) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the inhibition of 7,8-dihydropteroate synthase. These inhibitors belong to Group I of the HRAC classification system.

[0172] According to a ninth embodiment of the present invention, the herbicidal composition contains a mitosis inhibitor (herbicide b9) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the disruption or inhibition of microtubule formation or organization, and therefore on the inhibition of mitosis. These inhibitors belong to groups K1 and K2 of the HRAC classification system. Among these, compounds of group K1, especially dinitroaniline, are preferred.

[0173] According to a tenth embodiment of the present invention, the herbicide contains a VLCFA inhibitor (herbicide b10) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the inhibition of the synthesis of very long chain fatty acids and therefore the disruption or inhibition of cell division in plants. These inhibitors belong to group K3 of the HRAC classification system.

[0174] According to an eleventh embodiment of the present invention, the herbicide contains a cellulose biosynthesis inhibitor (herbicide b11) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the inhibition of cellulose biosynthesis and therefore the inhibition of cell wall synthesis in plants. These inhibitors belong to group L of the HRAC classification system.

[0175] According to a twelfth embodiment of the present invention, the herbicide contains a decoupler herbicide (herbicide b12) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the disruption of cell membranes. These inhibitors belong to group M of the HRAC classification system.

[0176] According to a thirteenth embodiment of the present invention, the herbicide contains an auxin herbicide (herbicide b13) as a second pesticide active ingredient. These contain compounds that mimic auxins, i.e., plant hormones, and affect plant growth. These compounds belong to group O of the HRAC classification system.

[0177] According to a fourteenth embodiment of the present invention, the herbicide contains an auxin transport inhibitor (herbicide b14) as a second pesticide active ingredient. The herbicidal activity of these compounds is based on the inhibition of auxin transport in plants. These compounds belong to the P group of the HRAC classification system.

[0178] For a given mode of action and classification of active substances, see, e.g., HRAC, Classification of Herbicides According to Mode of Action, http: / / www.plantprotection.org / hrac / MOA.html.

[0179] Examples of herbicides B that can be used as the second pesticide active ingredient in the herbicides according to the invention are:

[0180] b1) from the group of lipid biosynthesis inhibitors: ACC-herbicides, for example, alloxydim, alloxydim sodium, butroxydim, clethodim, clodinafop, clodinafop propargyl, cycloxydim, cyhalofop, cyhalofop butyl, diclofop, diclofop methyl, fenoxaprop, fenoxaprop ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop methyl, haloxyfop Quizalofop-P, haloxyfop-P-methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, tepraloxydim, tralkoxydim, 4-(4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-72-6; 4-(2',4'-dichloro-4-cyclopropyl[1,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-45-3); 4-(4'-chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1033757-93-5); 4-(2',4'-dichloro-4-ethyl[1,1'-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-dione (CAS 1312340-84-3;5-(acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312337-48-6);5-(acetyloxy)-4-(2',4'-dichloro-4-cyclopropyl- [1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one;5-(Acetyloxy)-4-(4'-chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312340-82-1); 5-(Acetyloxy)-4-(2',4'-dichloro-4-ethyl[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1033760-55-2); 4-(4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonate methyl ester (CAS 1312337-51-1;4-(2',4'-dichloro-4-cyclopropyl-[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-ylcarbonic acid methyl ester;4-(4'-chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-ylcarbonic acid methyl ester (CAS 1312340-83-2);4-(2',4'-dichloro-4-ethyl[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-ylcarbonic acid methyl ester (CAS 1033760-58-5); and non-ACC herbicides such as benfuresate, butyrate, cycloate, dalapon, dimepiperate, EPTC, esprocarb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thiobencarb, thiocarbazyl, triallate, and vernolate;

[0181] b2) from the group of ALS inhibitors, Sulfonylureas, such as amidosulfuron, azimsulfuron, bensulfuron, bensulfuron methyl, chlorimuron, chlorimuron ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethametsulfuron methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron methyl sodium, foramsulfuron, halosulfuron, halosulfuron methyl, imazosulfuron, iodosulfuron, iodosulfuron methyl sodium, iofensulfuron, iofensulfuron methyl Thorium, mesosulfuron, metazosulfuron, metsulfuron, metsulfuron methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron methyl, propyrisulfuron, prosulfuron, pyrazosulfuron, pyrazosulfuron ethyl, rimsulfuron, sulfometuron, sulfometuron methyl, sulfosulfuron, thifensulfuron, thifensulfuron methyl, triasulfuron, tribenuron, tribenuron methyl, trifloxysulfuron, triflusulfuron, triflusulfuron methyl, and tritosulfuron, Imidazolinones such as Imazamethabenz, Imazamethabenz-methyl, Imazamox, Imazapic, Imazapyr, Imazaquin and Imazethapyr, triazolopyrimidine herbicides and sulfonanilides such as cloransulam, cloransulam-methyl, diclosulam, flumetsulam, florasulam, metosulam, penoxsulam, pyrimisulfan and pyroxsulam, Pyrimidinyl benzoates, such as Bispyribac, Bispyribac-sodium, Pyribenzoxim, Piriftalid, Pyriminobac, Pyriminobac-methyl, Pyrithiobac, Pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid-1-methylethyl ester (CAS 420138-41-6), 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid propyl ester (CAS 420138-40-5), N-(4-bromophenyl)-2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzenemethanamine (CAS 420138-01-8), Sulfonylaminocarbonyltriazolinone herbicides, such as flucarbazone, flucarbazone sodium, propoxycarbazone, propoxycarbazone sodium, thiencarbazone, and thiencarbazone methyl; and triafamone;

[0182] b3) from the group of photosynthetic inhibitors: Amicarbazones, inhibitors of photosystem II, such as 1-(6-tert-butylpyrimidin-4-yl)-2-hydroxy-4-methoxy-3-methyl-2H-pyrrol-5-one (CAS 1654744-66-7), 1-(5-tert-butylisoxazol-3-yl)-2-hydroxy-4-methoxy-3-methyl-2H-pyrrol-5-one (CAS 1637455-12-9), 1-(5-tert-butylisoxazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1637453-94-1), 1-(5-tert-butyl-1-methyl-pyrazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1654057-29-0), 1-(5-tert-butyl-1-methyl-pyrazol-3-yl)-3-chloro-2-hydroxy-4-methyl-2H-pyrrol-5-one (CAS 1654747-80-4), 4-hydroxy-1-methoxy-5-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one;(CAS 2023785-78-4), 4-hydroxy-1,5-dimethyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 2023785-79-5), 5-ethoxy-4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1701416-69-4), 4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1708087-22-2), 4-hydroxy-1,5-dimethyl-3-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]imidazolidin-2-one (CAS 2023785-80-8), 1-(5-tert-butylisoxazol-3-yl)-4-ethoxy-5-hydroxy-3-methyl-imidazolidin-2-one (CAS 1844836-64-1), triazine herbicides, including chlorotriazines, triazinones, triazinediones, methylthiotriazines and pyridazinones, for example, ametryn, atrazine, chloridazon, cyanazine, desmetryn, dimethametryn, hexazinone, metribuzin, prometon, prometryn, propazine, simazine, simetryn, terbumeton, terbuthylazine, terbutryn and trietazine, aryl ureas, for example, chlorbromuron, chlorotoluron, chloroxuron, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, Monolinuron, Nebron, Siduron, Tebuthiuron and Thiadiazuron, phenylcarbamates such as Desmedipham, Carbutilate, Phenmedipham, Phenmedipham Ethyl, nitrile herbicides such as Bromofenoxim, Bromoxynil and its salts and esters, Ioxynil and its salts and esters, uracils such as Bromacil, Lenacil and Terbacil, and Bentazon and Bentazon Sodium, Pyridate, Pyridafol, Pentanochlor and Propanil, and inhibitors of photosystem I such as Diquat, Diquat Dibromide, Paraquat, Paraquat Dichloride and Paraquat Dimethyl Sulfate;

[0183] b4) from the group of the protoporphyrinogen-IX oxidase inhibitors: Acifluorfen, acifluorfen sodium, azafenidin, bencarbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone ethyl, chlormethoxyfen, chlorphthalim, cinidon ethyl, cyclopyranyl, fluazolate, flufenpyr, flufenpyr ethyl, flumiclorac, flumiclorac pentyl, flumioxazin, fluoroglycofen, fluoroglycofen ethyl, fluthiacet, fluthiacet methyl, fomesafen , halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazole, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimine, thiafenacil, trifludimoxadine, ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate (CAS 10141-10-1) 353292-31-6; S-3100), N-ethyl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 452098-92-9), N-tetrahydrofurfuryl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 915396-43-9), N-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 452099-05-7), N-tetrahydrofurfuryl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-1,5-dimethyl-6-thioxo-[1,3,5]triazinane-2,4-dione (CAS 451484-50-7), 2-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1,3-dione (CAS 1300118-96-0), 1-methyl-6-trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-1H-pyrimidine-2,4-dione (CAS 1304113-05-0), methyl (E)-4-[2-chloro-5-[4-chloro-5-(difluoromethoxy)-1H-methyl-pyrazol-3-yl]-4-fluoro-phenoxy]-3-methoxy-but-2-enoate (CAS 948893-00-3), 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)-1H-pyrimidine-2,4-dione (CAS 212754-02-4), 2-[2-chloro-5-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-4-fluorophenoxy]-2-methoxy-acetic acid methyl ester (CAS 1970221-16-9), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]-acetic acid methyl ester (CAS 2158274-96-3), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]acetic acid ethyl ester (CAS 2158274-50-9), methyl 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluoro-phenoxy]-2-pyridyl]oxy]acetate (CAS 2271389-22-9), ethyl 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluoro-phenoxy]-2-pyridyl]oxy]acetate (CAS 2230679-62-4), 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-Dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-acetic acid methyl ester (CAS 2158275-73-9), 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]acetic acid ethyl ester (CAS 2158274-56-5), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]-N-(methylsulfonyl)-acetamide (CAS 2158274-53-2), 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-N-(methylsulfonyl)-acetamide (CAS 2158276-22-1);,

[0184] b5) from the group of bleaching herbicides: PDS inhibitors: beflubutamide, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, and 4-(3-trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (CAS 180608-33-7), HPPD inhibitors: benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquinotrione, isoxaflutole, mesotrione, oxotrione (CAS 180608-33-7). 1486617-21-3), pyrasulfotole, pyrazolinate, pyrazoxyfene, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone, whitening agents, unknown targets: aclonifen, amitrole, fluometuron, 2-chloro-3-methylsulfanyl-N-(1-methyltetrazol-5-yl)-4-(trifluoromethyl)benzamide (CAS 1361139-71-0), bixulozone and 2-(2,5-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (CAS 81778-66-7);

[0185] b6) from the group of the EPSP synthase inhibitors: Glyphosate, glyphosate isopropylammonium, glyphosate potassium and glyphosate trimesium (sulfosate);

[0186] b7) from the group of the glutamine synthase inhibitors: Viranafos (Bialaphos), Viranafos sodium, Glufosinate, Glufosinate-P and Glufosinate ammonium;

[0187] b8) from the group of the DHP synthase inhibitors: Ashram;

[0188] b9) from the group of the antimitotic agents: Compounds of the K1 group: dinitroanilines such as benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pendimethalin, prodiamine and trifluralin, phosphoramidates such as amiprophos, amiprophos-methyl and butamifos, benzoic acid herbicides such as chlorthal, chlorthal-dimethyl, pyridines such as dithiopyr and thiazopyr, benzamides such as propyzamide and tebutam; compounds of the K2 group: carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl and propham; among these, compounds of the K1 group, especially dinitroaniline, are preferred;

[0189] b10) From the group of VLCFA inhibitors: Chloroacetamides such as acetochlor, alachlor, amidochlor, butachlor, dimethachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, metolachlor-S, petoxamide, pretilachlor, propachlor, propisochlor and thenylchlor, oxyacetanilides such as flufenacet and mefenacet, acetanilides such as diphenamide, naproanilide, napropamide and napropamide-M, tetrazolinones such as fentrazamide, and other herbicides such as anilophos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone and isoxazoline compounds of the formulae II.1, II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9.

[0190] [ka] (Isoxazoline compounds of formula (II) are known in the art, for example from WO2006 / 024820, WO2006 / 037945, WO2007 / 071900 and WO2007 / 096576); Among the VLCFA inhibitors, chloroacetamide and oxyacetamide are preferred;

[0191] b11) from the group of cellulose biosynthesis inhibitors: Chlorthiamid, dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam and 1-cyclohexyl-5-pentafluorophenyloxy-1 4 -[1,2,4,6]thiatriazin-3-ylamine (CAS 175899-01-1);

[0192] b12) from the group of the decoupler herbicides: Dinoseb, dinoterb and DNOC and their salts;

[0193] b13) from the group of auxin herbicides: 2,4-D and its salts and esters, e.g., clacyfos, 2,4-DB and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts, e.g., aminopyralid dimethylammonium, aminopyralid-tris(2-hydroxypropyl)ammonium and its ester, benazolin, benazolin ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, florpyrauxifen, fluroxypyr, fluroxypyr butomethyl, fluroxypyr meptyl, halaxifen and its salts and esters (CAS 943832-60-8);MCPA and its salts and esters, MCPA-thioethyl, MCPB and its salts and esters, mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA(2,3,6) and its salts and esters, triclopyr and its salts and esters, florpirauxifene, florpirauxifene benzyl (CAS 1390661-72-9) and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)picolinic acid (CAS 1629965-65-6);

[0194] b14) from the group of the auxin transport inhibitors: diflufenzopyr, diflufenzopyr sodium, naptalam and naptalam sodium;

[0195] b15) From the group of the other herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyrimorate (CAS 499223-49-3) and its salts and esters, dalapon, dazomet, difenzoquat, difenzoquat-methyl sulfate, dimethipine, DSMA, dymron, endothal and its salts, etobenzanide, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, maleic hydrazide, mefluidide, metam, methiozoline (CAS 403640-27-7), methyl azide, methyl bromide, methyldymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine and tridifan.

[0196] In another embodiment of the present invention, the second pesticide active ingredient in the herbicidal composition is a safener C.

[0197] Safeners are chemical compounds that prevent or reduce damage to useful plants without significantly affecting the herbicidal action of the herbicidal active ingredients of the present composition on unwanted plants. They can be applied either before sowing (for example, to treat seeds, shoots, or seedlings) or in pre-emergence or post-emergence application of useful plants. Safeners and herbicidal compositions and / or herbicides B can be applied simultaneously or sequentially.

[0198] Suitable safeners are, for example, (quinoline-8-oxy)acetic acid, 1-phenyl-5-haloalkyl-1H-1,2,4-triazole-3-carboxylic acids, 1-phenyl-4,5-dihydro-5-alkyl-1H-pyrazole-3,5-dicarboxylic acids, 4,5-dihydro-5,5-diaryl-3-isoxazolecarboxylic acids, dichloroacetamide, alpha-oximinophenylacetonitrile, acetophenone oxime, 4,6-dihalo-2-phenylpyrimidines, N-[[4-(aminocarbonyl)phenyl]sulfonyl]-2-benzoic acid amide, 1,8-naphthalic anhydride, 2-halo-4-(haloalkyl)-5-thiazolecarboxylic acids, phosphorothioates and N-alkyl-O-phenylcarbamates, and agriculturally acceptable salts thereof and agriculturally acceptable derivatives thereof, such as amides, esters and thioesters, which contain an acid group.

[0199] Examples of preferred safeners C are benoxacor, cloquintocet, siometrinil, cyprosulfamide, dichlormid, dicyclonone, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen and BPCMS (CAS 54091-06-4).

[0200] The active compounds B and C of groups b1) to b15) are known herbicides and safeners, see, for example, The Compendium of Pesticide Common Names (http: / / www.alanwood.net / pesticides / ); Farm Chemicals Handbook 2000, Vol. 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R.R. Schmidt, Herbizide [Herbicides], Georg Thieme Verlag, Stuttgart 1995; W.H. Ahrens, Herbicide Handbook, 7th Edition, Weed Science Society of America, 1994; and K.K. Hatzios, Herbicide Handbook, Addendum to the 7th Edition, Weed Science Society of America, 1998. 2,2,5-Trimethyl-3-(dichloroacetyl)-1,3-oxazolidine [CAS No. 52836-31-4] is also known as R-29148. 4-(Dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane [CAS No. 71526-07-3] is also known as AD-67 and MON 4660.

[0201] The assignment of active compounds to each mechanism of action is based on current knowledge. If multiple mechanisms of action apply to an active compound, this substance was assigned to only one mechanism of action.

[0202] The active compounds B and C containing a carboxyl group can be used in the compositions according to the invention in the form of the acid, in the form of the abovementioned agriculturally suitable salts or in the form of other agriculturally acceptable derivatives.

[0203] In the case of dicamba, suitable salts include those in which the counterion is an agriculturally acceptable cation. For example, suitable salts of dicamba include dicamba-sodium, dicamba-potassium, dicamba-methylammonium, dicamba-dimethylammonium, dicamba-isopropylammonium, dicamba-diglycolamine, dicamba-olamine, dicamba-diolamine, dicamba-trolamine, dicamba-N,N-bis-(3-aminopropyl)methylamine, and dicamba-diethylenetriamine. Examples of suitable esters are dicamba-methyl and dicamba-butotyl.

[0204] Suitable salts of 2,4-D are 2,4-D-ammonium, 2,4-D-dimethylammonium, 2,4-D-diethylammonium, 2,4-D-diethanolammonium (2,4-D-diolamine), 2,4-D-triethanolammonium, 2,4-D-isopropylammonium, 2,4-D-triisopropanolammonium, 2,4-D-heptylammonium, 2,4-D-dodecylammonium, 2,4-D-tetradecylammonium, 2,4-D-triethylammonium, 2,4-D-tris(2-hydroxypropyl)ammonium, 2,4-D-tris(isopropyl)ammonium, 2,4-D-trolamine, 2,4-D-lithium, 2,4-D-sodium, and 2,4-DN,N,N-trimethylethanolammonium (2,4-D choline). Examples of suitable esters of 2,4-D are 2,4-D-butotyl, 2,4-D-2-butoxypropyl, 2,4-D-3-butoxypropyl, 2,4-D-butyl, 2,4-D-ethyl, 2,4-D-ethylhexyl, 2,4-D-isobutyl, 2,4-D-isooctyl, 2,4-D-isopropyl, 2,4-D-meptyl, 2,4-D-methyl, 2,4-D-octyl, 2,4-D-pentyl, 2,4-D-propyl, 2,4-D-tefuryl and clasifos.

[0205] Suitable salts of 2,4-DB are, for example, 2,4-DB-sodium, 2,4-DB-potassium, and 2,4-DB-dimethylammonium. Suitable esters of 2,4-DB are, for example, 2,4-DB-butyl and 2,4-DB-isooctyl.

[0206] Suitable salts of dichlorprop are, for example, dichlorprop-sodium, dichlorprop-potassium and dichlorprop-dimethylammonium. Examples of suitable esters of dichlorprop are dichlorprop-butotyl and dichlorprop-isooctyl.

[0207] Suitable salts and esters of MCPA include MCPA-butotyl, MCPA-butyl, MCPA-dimethylammonium, MCPA-diolamine, MCPA-ethyl, MCPA-thioethyl, MCPA-2-ethylhexyl, MCPA-isobutyl, MCPA-isooctyl, MCPA-isopropyl, MCPA-isopropylammonium, MCPA-methyl, MCPA-olamine, MCPA-potassium, MCPA-sodium, and MCPA-trolamine.

[0208] A suitable salt of MCPB is sodium MCPB. A suitable ester of MCPB is MCPB-ethyl.

[0209] Suitable salts of clopyralid are clopyralid-potassium, clopyralid-olamine and clopyralid-tris-(2-hydroxypropyl)ammonium. An example of a suitable ester of clopyralid is clopyralid-methyl.

[0210] Examples of suitable esters of fluroxypyr are fluroxypyr-meptyl and fluroxypyr-2-butoxy-1-methylethyl, with fluroxypyr-meptyl being preferred.

[0211] Suitable salts of picloram are picloram-dimethylammonium, picloram-potassium, picloram-triisopropanolammonium, picloram-triisopropylammonium and picloram-trolamine. A suitable ester of picloram is picloram-isooctyl.

[0212] A suitable salt of triclopyr is triclopyr-triethylammonium. Suitable esters of triclopyr are, for example, triclopyr-ethyl and triclopyr-butotyl.

[0213] Suitable salts and esters of chloramben include chloramben-ammonium, chloramben-diolamine, chloramben-methyl, chloramben-methylammonium, and chloramben-sodium. Suitable salts and esters of 2,3,6-TBA include 2,3,6-TBA-dimethylammonium, 2,3,6-TBA-lithium, 2,3,6-TBA-potassium, and 2,3,6-TBA-sodium.

[0214] Suitable salts and esters of aminopyralid include aminopyralid-potassium, aminopyralid-dimethylammonium, and aminopyralid-tris(2-hydroxypropyl)ammonium.

[0215] Suitable salts of glyphosate are, for example, glyphosate-ammonium, glyphosate-diammonium, glyphosate-dimethylammonium, glyphosate-isopropylammonium, glyphosate-potassium, glyphosate-sodium, glyphosate-trimesium and the ethanolamine and diethanolamine salts, preferably glyphosate-diammonium, glyphosate-isopropylammonium and glyphosate-trimesium (sulfosate).

[0216] A suitable salt of glufosinate is, for example, glufosinate-ammonium.

[0217] A suitable salt of glufosinate-P is, for example, glufosinate-P-ammonium.

[0218] Suitable salts and esters of bromoxynil are, for example, bromoxynil-butyrate, bromoxynil-heptanoate, bromoxynil-octanoate, bromoxynil-potassium and bromoxynil-sodium.

[0219] Suitable salts and esters of ioxynil are, for example, ioxynil-octanoate, ioxynil-potassium and ioxynil-sodium.

[0220] Suitable salts and esters of mecoprop include mecoprop-butotyl, mecoprop-dimethylammonium, mecoprop-diolamine, mecoprop-ethadyl, mecoprop-2-ethylhexyl, mecoprop-isooctyl, mecoprop-methyl, mecoprop-potassium, mecoprop-sodium, and mecoprop-trolamine.

[0221] Suitable salts of mecoprop-P are, for example, mecoprop-P-butotyl, mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl, mecoprop-P-isobutyl, mecoprop-P-potassium and mecoprop-P-sodium.

[0222] A suitable salt of diflufenzopyr is, for example, diflufenzopyr-sodium.

[0223] A suitable salt of naptalam is, for example, naptalam-sodium.

[0224] Suitable salts and esters of aminocyclopyrachlor are, for example, aminocyclopyrachlor-dimethylammonium, aminocyclopyrachlor-methyl, aminocyclopyrachlor-triisopropanolammonium, aminocyclopyrachlor-sodium and aminocyclopyrachlor-potassium.

[0225] A suitable salt of quinclorac is, for example, quinclorac-dimethylammonium.

[0226] A suitable salt of quinmerac is, for example, quinmerac-dimethylammonium.

[0227] A suitable salt of imazamox is, for example, imazamox-ammonium.

[0228] Suitable salts of imazapic are, for example, imazapic-ammonium and imazapic-isopropylammonium.

[0229] Suitable salts of imazapyr are, for example, imazapyr-ammonium and imazapyr-isopropylammonium.

[0230] A suitable salt of imazaquin is, for example, imazaquin-ammonium.

[0231] Suitable salts of imazethapyr are, for example, imazethapyr-ammonium and imazethapyr-isopropylammonium.

[0232] A suitable salt of topramezone is, for example, topramezone-sodium.

[0233] Here and hereinafter, the term "two-component herbicide composition" refers to a herbicide composition comprising glufosinate or a salt thereof, preferably L-glufosinate or a salt thereof, e.g., the ammonium salt of glufosinate, and a herbicide B or a safener C.

[0234] In the two-component herbicide composition, the weight ratio of glufosinate or a salt thereof to active compound B is generally in the range of 1:1000 to 1000:1, preferably in the range of 1:500 to 500:1, in particular in the range of 1:250 to 250:1, and particularly preferably in the range of 1:75 to 75:1.

[0235] In a two-component composition comprising glufosinate or a salt thereof and a safener C, the weight ratio of glufosinate or a salt thereof to active compound C is generally in the range of 1:1000 to 1000:1, preferably in the range of 1:500 to 500:1, particularly in the range of 1:250 to 250:1, and particularly preferably in the range of 1:75 to 75:1.

[0236] Herbicide compositions are suitable as herbicides.Therefore, these herbicide compositions control vegetation in non-crop areas very effectively, especially at high application rates.These herbicide compositions act on broadleaf weeds and grass weeds in crops such as wheat, rice, corn, soybean and cotton without causing any significant damage to crop plants.This effect is mainly observed at low application rates.

[0237] The herbicidal composition according to the present invention is applied to plants mainly by spraying on the leaves. Here, application can be carried out by conventional spraying techniques, for example, using water as a carrier, using a spray volume of about 100 to 1000 l / ha (e.g., 300 to 400 l / ha). The herbicidal composition can also be applied in a low or ultra-low volume manner or in the form of microgranules.

[0238] The application of the herbicidal compositions according to the invention can be carried out before, during and / or after, preferably during and / or after, the emergence of the undesired plants.

[0239] The herbicidal composition of the present invention can be applied before or after emergence, or together with the seeds of crop plants.It is also possible to apply the herbicidal composition by applying the seeds of crop plants pretreated with the herbicidal composition of the present invention.If the active compound is not well tolerated by certain crop plants, the herbicidal composition can be sprayed with the aid of a spraying device in a manner that minimizes contact with the leaves of sensitive crop plants, while the active compound can be used to reach the leaves of undesirable plants growing under the surface or the bare soil surface (after emergence, after incorporation).

[0240] In a further embodiment, the herbicidal composition according to the present invention can be applied by treating seeds. Seed treatment includes essentially all procedures familiar to those skilled in the art based on herbicidal compositions (seed dressing, seed coating, seed dusting, seed soaking, seed film coating, seed multi-coating, seed encrusting, seed dripping, and seed pelleting). Here, the herbicidal composition can be applied diluted or undiluted. The term "seed" includes all kinds of seeds, such as corn, seeds, fruits, tubers, seedlings, and similar forms. Here, the term "seed" preferably refers to corn and seeds. The seeds used may be seeds of the above-mentioned useful plants, but may also be seeds of transgenic plants or seeds of plants obtained by conventional breeding methods.

[0241] In addition, it may be advantageous to apply the herbicidal composition of the present invention by itself or in combination with other crop protection agents, such as agents for controlling pests or plant pathogenic fungi or bacteria, or a group of active compounds for regulating growth.Also important is the compatibility with the inorganic salt solution used to treat nutrient and trace element deficiency.Non-phytotoxic oils and oil concentrates can also be added.

[0242] When used for plant protection, the amount of glufosinate or a salt thereof, excluding formulation auxiliaries, is between 0.001 and 2 kg per hectare, preferably between 0.005 and 2 kg per hectare, more preferably between 0.05 and 0.9 kg per hectare, and in particular between 0.1 and 0.75 kg per hectare, depending on the type of effect desired.

[0243] In the treatment of plant propagation material, such as seeds, for example by dusting, coating or drenching seeds, an amount of glufosinate or a salt thereof of 0.1 to 1000 g, preferably 1 to 1000 g, more preferably 1 to 100 g, and most preferably 5 to 100 g per 100 kilograms of plant propagation material (preferably seeds) is generally required.

[0244] When used in the protection of materials or stored products, the amount of glufosinate or its salts applied depends on the type of application area and the desired effect. Amounts usually applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of pesticidal active ingredient per cubic meter of treated material.

[0245] In the methods of the present invention, it is immaterial whether the glufosinate or a salt thereof, the compound of formula (I), the amine component, and the optional second pesticidally active ingredient are formulated and applied together or separately.

[0246] In the case of separate applications, the order in which the applications are made is not critical: it is only necessary that the glufosinate or a salt thereof, the compound of formula (I), the amine component, and any second pesticidal active ingredient be applied within a time frame that allows for simultaneous action of the active ingredients on the plant, preferably within a time frame of up to 14 days, and in particular up to 7 days.

[0247] Depending on the intended application method, the herbicidal compositions according to the invention can further be used on a number of crop plants to eliminate unwanted pests, such as invertebrate pests, fungi, or weeds, preferably weeds. Examples of suitable crops are: Onion (Allium cepa), pineapple (Ananas comosus), groundnut (Arachis hypogaea), asparagus (Asparagus officinalis), oats (Avena sativa), sugar beet altissima (Beta vulgaris spec. altissima), sugar beet rapa (Beta vulgaris spec. rapa), Brassica napus var. napus, Brassica napus var. napobrassica, Brassica rapa var.sylvestris (silvestris), kale (Brassica oleracea), black mustard (Brassica nigra), tea plant (Camellia sinensis), safflower (Carthamus tinctorius), pecan (Carya illinoinensis), lemon (Citrus limon), orange (Citrus sinensis), coffee plant (Coffea arabica (Coffea canephora, Coffea liberica)), cucumber (Cucumis sativus), barnyardgrass (Cynodon dactylon), carrot (Daucus carota), oil palm (Elaeis guineensis), wild strawberry (Fragaria vesca), soybean (Glycine max), upland cotton (Gossypium hirsutum), green cotton (Gossypium arboreum, Asiatic cotton (Gossypium herbaceum), Gossypium vitifolium), sunflower (Helianthus annuus), rubber tree (Hevea brasiliensis), barley (Hordeum vulgare), hops (Humulus lupulus), sweet potato (Ipomoea batatas), Chinese walnut (Juglans regia), lentil (Lens culinaris), flax (Linum usitatissimum), tomato (Lycopersicon lycopersicum), apple species (Malus spec.), cassava (Manihot esculenta), alfalfa (Medicago sativa), banana species (Musa spec.), tobacco (Nicotiana tabacum (N. rustica)), olive (Olea europaea), rice (Oryza sativa), lima bean (Phaseolus lunatus), common bean (Phaseolus vulgaris), Norway spruce (Picea abies), pine species (Pinus spec.), pistachio (Pistacia vera), pea (Pisum sativum), sweet cherry (Prunus avium), peach (Prunus persica), pear (Pyrus communis), apricot (Prunus armeniaca), black cherry (Prunus cerasus), almond (Prunus dulcis) and plum (Prunus domestica), red currant (Ribes sylvestre), castor bean (Ricinus communis), sugarcane (Saccharum officinarum), rye (Secale cereale), white mustard (Sinapis alba), potato (Solanum tuberosum), sorghum (Sorghum bicolor) (sorghum (s. vulgare)), cocoa (Theobroma cacao) cacao), red clover (Trifolium pratense), wheat (Triticum aestivum), triticale (Triticale), durum wheat (Triticum durum), broad beans (Vicia faba), grapes (Vitis vinifera), and corn (Zea mays).

[0248] The herbicidal compositions according to the invention can also be used in crops that have been modified by mutagenesis or genetic engineering to provide new traits in the plants or to modify already existing traits, preferably tolerance to glufosinate or its salts.

[0249] The term "crop plant" as used herein also includes (crop) plants that have been modified by mutagenesis or genetic engineering to provide new traits to the plant or to modify traits that are already present.

[0250] Mutagenesis includes not only random mutagenesis techniques using X-rays or mutagenic chemicals to create mutations at specific loci in the plant genome, but also targeted mutagenesis techniques, which often use oligonucleotides or proteins, such as CRISPR / Cas, zinc finger nucleases, TALENs, or meganucleases, to achieve a targeted effect.

[0251] Genetic engineering typically uses recombinant DNA techniques to create modifications in plant genomes that are not readily obtainable in natural environments through cross-breeding, mutagenesis, or natural recombination. Typically, one or more genes are integrated into a plant's genome to add or improve a trait. These integrated genes are also referred to in the art as transgenes, and plants containing such transgenes are called transgenic plants. The process of plant transformation typically produces several transformation events, which differ in the genomic locus where the transgene is integrated. Plants containing a particular transgene at a particular genomic locus are typically described as containing a particular "event," which is referred to by the specific event name. Traits that have been introduced or modified in plants include herbicide resistance, insect resistance, increased yield, and tolerance to abiotic conditions, such as drought, among others.

[0252] Herbicide resistance has been created using mutagenesis and by using genetic engineering. Plants that have been made tolerant to acetolactate synthase (ALS)-inhibiting herbicides by traditional methods of mutagenesis and breeding include plant varieties sold commercially under the name Clearfield®. However, most herbicide-tolerance traits are created through the use of transgenes.

[0253] Herbicide tolerance has been developed to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbicides such as bromoxynil and ioxynil, sulfonylurea herbicides, ALS-inhibiting herbicides, and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors such as isoxaflutole and mesotrione.

[0254] Transgenes that have been used to confer herbicide tolerance traits include: tolerance to glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621, and goxv247; tolerance to glufosinate: pat and bar; tolerance to 2,4-D: aad-1 and aad-12; tolerance to dicamba: dmo; tolerance to oxynil herbicides: bxn; tolerance to sulfonylurea herbicides: zm-hra, csr1-2, gm-hra, S4-HrA; tolerance to ALS-inhibiting herbicides: csr1-2; tolerance to HPPD-inhibiting herbicides: hppdPF, W336, and avhppd-03.

[0255] Transgenic corn events containing herbicide tolerance genes include, but are not limited to, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, HCEM485, VCO-01981-5, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507, and TC6275.

[0256] Transgenic soybean events containing herbicide tolerance genes include, but are not limited to, GTS 40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21, A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHT0H2, W62, W98, FG72, and CV127.

[0257] Transgenic cotton events containing herbicide resistance genes include, but are not limited to, 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.

[0258] Transgenic canola events containing herbicide tolerance genes include, but are not limited to, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2 and RF3.

[0259] Insect resistance has primarily been achieved by transferring bacterial genes for insecticidal proteins into plants. The most frequently used transgenes are Bacillus species toxin genes and their synthetic variants, 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, genes of plant origin have also been transferred to other plants, particularly genes encoding protease inhibitors, such as CpTI and pinII. Another approach uses transgenes to generate double-stranded RNA in plants that targets and downregulates insect genes. An example for such a transgene is dvsnf7.

[0260] Transgenic corn events containing genes for insecticidal proteins or double-stranded RNA include, but are not limited to, Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418, and MZIR098.

[0261] Transgenic soybean events containing genes for insecticidal proteins include, but are not limited to, MON87701, MON87751 and DAS-81419.

[0262] Transgenic cotton events containing genes for insecticidal proteins include, but are not limited to, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Event 1, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS9124, 281-24-236, 3006-210-23, GHB119, and SGK321.

[0263] Increased yields have been produced by increasing panicle biomass using the transgene athb17 present in corn event MON87403 or by enhancing photosynthesis using the transgene bbx32 present in soybean event MON87712.

[0264] Crops containing altered oil content have been produced using the 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.

[0265] Tolerance to abiotic conditions, particularly drought, has been created by using the transgene cspB contained in corn event MON87460 and by using the transgene Hahb-4 contained in soybean event IND-00410-5.

[0266] Traits are often combined by combining genes in a transformation event or by combining different events during the breeding process. Preferred combinations of traits are herbicide resistance to different groups of herbicides, insect resistance to different types of insects, especially resistance to lepidopteran and coleopteran insects, herbicide resistance and one or several types of insect resistance, herbicide resistance and increased yield, and herbicide resistance and tolerance to abiotic conditions.

[0267] Plants containing single or stacked traits, as well as the genes and events that result in these traits, are well known in the art. For example, detailed information about mutated or integrated genes and the respective events is available from the websites of the organizations "International Service for the Acquisition of Agri-biotech Applications (ISAAA)" (http: / / www.isaaa.org / gmapprovaldatabase) and "Center for Environmental Risk Assessment (CERA)" (http: / / cera-gmc.org / GMCropDatabase), as well as in patent applications such as EP3028573 and WO2017 / 011288.

[0268] The application of the herbicidal composition according to the present invention to crops can produce specific effects on crops containing specific genes or events. These effects can include changes in growth behavior or changes in resistance to biotic or abiotic stress factors. Such effects can include, in particular, increased yield, resistance or increased resistance to insects, nematodes, fungi, bacteria, mycoplasma, viral pathogens, or viroid pathogens, as well as early plant vigor, early or delayed maturation, cold or heat tolerance, and changes in the amino acid or fatty acid spectrum or content.

[0269] Furthermore, plants that use recombinant DNA techniques to improve the production of modified amounts of components or new components, particularly raw materials, for example, potatoes that produce higher amounts of amylopectin (e.g., Amflora® potatoes, BASF SE, Germany), are also covered.

[0270] Furthermore, it has been found that the herbicidal compositions according to the invention are also suitable for defoliating and / or desiccating plant parts, for example, crop plants, such as cotton, potato, rapeseed, sunflower, soybean or field beans, in particular cotton, for defoliating and / or desiccating. In this connection, herbicidal compositions for desiccating and / or deficient in plants, methods for preparing these compositions, and methods for desiccating and / or deficient in plants using the herbicidal compositions according to the invention have been found.

[0271] As desiccants, the herbicidal compositions according to the invention are particularly suitable for drying the above-ground parts of crop plants, such as potatoes, rapeseed, sunflowers and soybeans, as well as cereals, thereby allowing the complete mechanical harvesting of these important crop plants.

[0272] Also of economic interest is the facilitation of collection, which is made possible by concentrating dehiscence, or reduced attachment to the tree, in citrus fruits, olives and other species, and various apple fruits, stone fruits and nuts during specific periods. The same mechanism, i.e., promoting the development of abscission tissue between the fruit or leaf and shoot parts of the plant, is also essential for the controlled defoliation of useful plants, especially cotton.

[0273] Additionally, the shortened time interval between maturation of individual cotton plants results in increased fiber quality after harvest.

[0274] The herbicidal composition may be applied to agricultural land for orchard crops or to orchard crops.

[0275] Orchard crops are those produced from plants that persist for multiple seasons, rather than being replanted after each harvest. Orchard crops are grown on orchard crop land in the form of agricultural land, including grassland and shrubland, e.g., used to grow grapevines or coffee; orchards used to grow fruit or olives; and planted land, e.g., used to grow nuts or rubber. However, this does not include forest land intended for use for wood or timber.

[0276] In the context of the present invention, preferred agricultural lands for orchard crops are cultivated lands, grasslands and shrublands. Preferably, in the context of the present invention, orchard crops are cultivated lands, preferably fruit crops and orchard crops (preferably fruit trees, citrus trees, mango trees, olive trees, grapevines, coffee, cocoa, tea, and berries (e.g. strawberries, raspberries, blueberries and currants)), Musaceae species 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.

[0277] More preferably, the orchard crop is a fruit tree (preferably pome and stone fruit trees; preferred fruit trees are apple trees, pear trees, apricot trees, plum trees, cherry trees, peach trees), olive trees, grape vines, coffee, tea), a crop of a Musaceae species (preferably a banana crop or a plantain crop), a nut tree (preferably an almond tree, a walnut tree, a pistachio tree, a pecan tree, a hazelnut tree), an oil palm tree, a rubber tree, and a citrus crop (preferably a lemon, orange, or grapefruit crop). Even more preferably, the orchard crop is selected from the group consisting of apple trees, pear trees, apricot trees, plum trees, cherry trees, peach trees, olive trees, grape vines, coffee, tea, a banana crop, a nut tree (preferably an almond tree, a walnut tree, a pistachio tree), an oil palm tree, a rubber tree, and a citrus crop (preferably a lemon, orange, or grapefruit crop). Particularly preferably, the orchard crop is selected from the group consisting of apple trees, pear trees, apricot trees, plum trees, cherry trees, peach trees, olive trees, grapevines, coffee, tea, banana crops, almond trees, walnut trees, oil palm trees, rubber trees, lemon crops, orange crops and grapefruit crops.

[0278] The herbicidal compositions may also be applied to row crops and specialty crops.

[0279] Row crops can be planted in rows wide enough to allow tillage or otherwise cultivation with farm equipment adjusted to the seasonal activity of row crops. The uniqueness of row crops is that they are planted and cultivated on a seasonal or annual basis. Thus, such crops produce relatively quickly and predictably and profitably. Some row crops are produced from plants that persist for many seasons rather than being replanted after each harvest. Examples of row crops include soybeans, corn, canola, cotton, cereals, or rice, as well as sunflowers, potatoes, dry beans, field peas, flax, safflower, buckwheat, and sugar beets.

[0280] Specialty crops are understood to be fruits, plants, or other specialty or cultivated orchard crops, such as trees, nuts, vines, (dried) fruits, ornamentals, oil palm, bananas, rubber, etc., and horticultural and nursery crops, including floriculture, may also fall within the definition of specialty crops. Plant crops include, for example, eggplant, beans, peppers, cabbage, chili, cucumber, eggplant, lettuce, melon, onion, potato, sweet potato, spinach, and tomato. Plants considered to be specialty crops are generally cultivated intensively. For weed control in plant crops, it may be desirable to shield the crop from contact with a spray solution containing the herbicide mixture according to the present invention.

[0281] Generally, the crops that can be treated may be those of ancient origin or herbicide-resistant crops, preferably glufosinate-resistant crops. The herbicide composition also shows high herbicidal effect on limited crop plants, such as barley and soybean. This effect can be used to control crop plants in the rotation of previously cultivated crop plants. Typically, crop plants remaining from previous rotation cycles remain after harvest and continue to grow within the subsequently cultivated crop variety. Since crop plants from two different rotation cycles compete for the same growing habitat, this reduces yield. Therefore, the herbicide composition can be applied to control crop plants remaining from previous rotation cycles to allow uniform coverage by subsequent crop plants.

[0282] In a preferred embodiment, the herbicide composition is applied once, twice, or three times per Gregorian year, i.e., once, twice, or three times per Gregorian year. In a preferred embodiment, the herbicide composition is applied twice per Gregorian year, i.e., twice per Gregorian year. In an alternative preferred embodiment, the herbicide composition is applied once per Gregorian year, i.e., once per Gregorian year. 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 between 1 and 10 times per Gregorian year, i.e., up to 10 times per Gregorian year. This alternative preferred method has particular utility in orchard crops, especially those grown in tropical conditions. In tropical conditions, where weeds grow vigorously at any time of the year, previous treatments lose their effectiveness and herbicide applications must be repeated as soon as weeds begin to regrow.

[0283] The herbicidal compositions are preferably used in post-emergence applications.

[0284] The present invention includes the use and application methods of herbicidal compositions to control undesirable vegetation in crops in burn down programs, wherein the crops have been produced by genetic engineering or breeding to be tolerant to one or more herbicides and / or to be tolerant to pathogens, e.g., plant pathogenic fungi, and / or to be tolerant to attack by insects, preferably glufosinate.

[0285] Crops that are tolerant to glufosinate are preferred, and glufosinate tolerant crop plants are preferably selected from the group consisting of rice, canola, soybean, corn and cotton plants.

[0286] Transgenic corn events containing a glufosinate resistance gene include, but are not limited to, 5307 x MIR604 x Bt11 x TC1507 x GA21 x MIR162 (event code: SYN-05307-1 x SYN-IR604-5 x SYN-BT011-1 x DAS-01507-1 x MON-00021-9 x SYN-IR162-4, gene: pat, e.g., commercially available as Agrisure® Duracade™ 5222), 59122 (event code: DAS-59122-7, gene: pat), Herculex™ RW), 5307×MIR604×Bt11×TC1507×GA21 (event code: SYN-05307-1×SYN-IR604-5×SYN-BT011-1×DAS-01507-1×MON-00021-9, gene: pat, e.g., commercially available as Agrisure® Duracade™ 5122), 59122×NK603 (event code: DAS-59122-7×MON-00603-6, gene: pat, e.g., commercially available as Herculex™ RW Roundup Ready™ 2), Bt10 (gene: pat, e.g., commercially available as Bt10), Bt11 (X4334CBR, X4734CBR) (event code: SYN-BT011-1, gene: pat, e.g., commercially available as Agrisure™ CB / LL), BT11×59122×MIR604×TC1507×GA21 (event code: SYN-BT011-1×DAS-59122-7×SYN-IR604-5×DAS-01507-1×MON-0 0021-9, gene: pat, e.g., commercially available as Agrisure® 3122), Bt11×GA21 (event code: SYN-BT011-1×MON-00021-9, gene: pat, e.g., commercially available as Agrisure® GT / CB / LL), Bt11×MIR162 (event code: SYN-BT011-1×SYN-IR162-4, gene: pat, e.g., commercially available as Agrisure® Viptera® 2100),Bt11×MIR162×GA21 (event code: SYN-BT011-1×SYN-IR162-4×MON-00021-9, gene: pat, commercially available, for example, as Agrisure® Viptera® 3110), BT11×MIR162×MIR604 (event code: SYN-BT011-1×SYN-IR162-4×SYN-IR604-5, gene: pat, commercially available, for example, as Agrisure® Viptera® 3100), Bt1 1×MIR162×MIR604×GA21 (event code: SYN-BT011-1×SYN-IR162-4×SYN-IR604-5×MON-00021-9, gene: pat, commercially available, for example, as Agrisure® Viptera® 3111 and Agrisure® Viptera® 4), Bt11×MIR162×TC1507×GA21 (event code: SYN-BT011-1×SYN-IR162-4×DAS-01507-1×MON-00021- 9, gene: pat, commercially available, for example, as Agrisure™ Viptera 3220), Bt11×MIR604 (event code: SYN-BT011-1×SYN-IR604-5, gene: pat, commercially available, for example, as Agrisure™ CB / LL / RW), BT11×MIR604×GA21 (event code: SYN-BT011-1×SYN-IR604-5×MON-00021-9, gene: pat, commercially available, for example, as Agrisure™ 3000GT Bt176(176) (event code: SYN-EV176-9, gene: bar, commercially available, for example, as NaturGardKnockOut™, Maximizer™), CBH-351 (event code: ACS-ZM004-3, gene: bar, commercially available, for example, as Starlink™ Maize), DBT418 (event code: DKB-89614-9, gene: bar, commercially available, for example, as BtXtra™ Maize),MON89034×TC1507×MON88017×59122 (event code: MON-89034-3×DAS-01507-1×MON-88017-3×DAS-59122-7, gene: pat, e.g., commercially available as Genuity® SmartStax™), MON89034×TC1507×NK603 (event code: MON-89034-3×DAS-01507-1×MON-00603-6, gene: pat, e.g., commercially available as Power Core™), NK603×T25 (event code: MON-00603-6×ACS-ZM003-2, gene: pat, e.g., commercially available as Roundup Ready™ Liberty Link™ Maize), T14 (event code: ACS-ZM002-1, gene: pat, e.g., commercially available as Liberty Link™ Maize), T25 (event code: ACS-ZM003-2, gene: pat, e.g., commercially available as Liberty Link™ Maize), T25×MON810 (event code: ACS-ZM003-2×MON-00810-6, gene: pat, e.g., commercially available as Liberty Link™ Maize), Link™ Yieldgard™ Maize), TC1507 (event code: DAS-01507-1, gene: pat, e.g., commercially available as Herculex™ I, Herculex™ CB), TC1507×59122×MON810×MIR604×NK603 (event code: DAS-01507-1×DAS-59122-7×MON-00810-6×SYN-IR604-5×MON-00603, gene: pat, e.g., commercially available as Optimum™ Intrasect Xtreme), TC1507×59122 (event code: DAS-01507-1×DAS-59122-7, gene: pat, e.g., commercially available as Herculex™ XTRA (trademark), TC1507×59122×MON810×NK603 (event code: DAS-01507-1×DAS-59122-7×MON-00810-6×MON-00603-6, gene: pat, e.g.,Optimum™ Intrasect XTRA), TC1507×59122×NK603 (event code: DAS-01507-1×DAS-59122-7×MON-00603-6, gene: pat, e.g., Herculex XTRA™ RR), TC1507×MIR604×NK603 (event code: DAS-01507-1×SYN-IR604-5×MON-00603-6, gene: pat, e.g., commercially available as Optimum™ TRisect), TC1507×MON810×NK603 (event code: DAS-01507-1×MON-00810-6×MON-00603-6, gene: pat, e.g., commercially available as Optimum™ Intrasect), TC1507×NK603 (event code: DAS-01507-1×MON-00603-6, gene: pat, e.g., commercially available as Herculex™ I RR), 3272×Bt11 (event code: SYN-E3272-5×SYN-BT011-1, gene: pat), 3272×Bt11×GA21 (event code: SYN-E3272-5×SYN-BT011-1×MON-00021-9, gene: pat), 3272×Bt11×MIR604 (event code: SYN-E3272-5×SYN-BT011-1×SYN-IR604-5, gene: pat), 3272×BT11×MIR604×GA21 (event code: SYN-E3272-5×SYN-BT011-1×SYN-IR604-5×MON-00021-9, gene: pat), 33 121 (event code: DP-033121-3, gene: pat), 4114 (event code: DP-004114-3, gene: pat), 59122×GA21 (event code: DAS-59122-7×MON-00021-9, gene: pat), 59122×MIR604 (event code: DAS-59122-7×SYN-IR604-5, gene: pat), 5307×MIR604×Bt11×TC1507×GA21×MIR162 (event code: , gene: pat), 59122×MIR604×GA21 (event code: DAS-59122-7×SYN-IR604-5×MON-00021-9, gene: pat),59122×MIR604×TC1507 (event code: DAS-59122-7×SYN-IR604-5×DAS-01507-1, gene: pat), 59122×MIR604×TC1507×GA21 (event code: , gene: pat), (event code: DAS-59122-7×SYN-IR604-5×DAS-01507-1×MON-00021-9, gene: pat), 59122×MON810 (event code: DAS-59122-7×MON-00810-6, gene: pat), 59122×MON81 0×NK603 (event code: DAS-59122-7×MON-00810-6×MON-00603-6, gene: pat), 59122×TC1507×GA21 (event code: DAS-59122-7×DAS-01507-1×MON-00021-9, gene: pat), 676 (event code: PH-000676-7, gene: pat), 678 (event code: PH-000678-9, gene: pat), 680 (event code: PH-000680-2, gene: pat), 98140×59122 (event code: D P-098140-6×DAS-59122-7, gene: pat), 98140×TC1507 (event code: DP-098140-6×DAS-01507-1, gene: pat), 98140×TC1507×59122 (event code: DP-098140-6×DAS-01507-1×DAS-59122-7, gene: pat), 59122×MON88017 (event code: DAS-59122-7×MON-88017-3, gene: pat), Bt11×59122 (event code: SYN-BT011-1×DAS -59122-7, gene: pat), Bt11×59122×GA21 (event code: SYN-BT011-1×DAS-59122-7×MON-00021-9, gene: pat), Bt11×59122×MIR604 (event code: SYN-BT011-1×DAS-59122-7×SYN-IR604-5, gene: pat), Bt11×59122×MIR604×GA21 (event code: SYN-BT011-1×DAS-59122-7×SYN-IR604-5×MON-00021-9, gene: pat),Bt11×59122×MIR604×TC1507 (event code: Bt11×59122×MIR604×TC1507, gene: pat), Bt11×59122×TC1507 (event code: SYN-BT011-1×DAS-59122-7×DAS-01507-1, gene: pat), Bt11×59122×TC1507×GA21 (event code: SYN-BT011-1×DAS-59122-7×DAS-01507-1×MON-00021-9, gene: pat), Bt11×MIR162×TC1507 (event code :SYN-BT011-1×SYN-IR162-4×DAS-01507-1, gene: pat), Bt11×MIR604×TC1507 (event code:SYN-BT011-1×SYN-IR604-5×DAS-01507-1, gene: pat), Bt11×TC1507 (event code:SYN-BT011-1×DAS-01507-1, gene: pat), Bt11×TC1507×GA21 (event code:SYN-BT011-1×DAS-01507-1×MON-00021-9, gene: pat), GA21×T25 (event code:SYN-BT011-1×DAS-01507-1×MON-00021-9, gene: pat), Elephant code: MON-00021-9 x ACS-ZM003-2, gene: pat), MIR162 x TC1507 (event code: SYN-IR162-4 x DAS-01507-1, gene: pat), MIR162 x TC1507 x GA21 (event code: SYN-IR162-4 x DAS-01507-1 x MON-00021-9, gene: pat), MIR604 x TC1507 (event code: SYN-IR604-5 x DAS-01507-1, gene: pat), MON87427 x MON89034 x TC1507 x MON880 17×59122 (event code: MON-87427-7×MON-89034-3×DAS-01507-1×MON-88017-3×DAS-59122-7, gene: pat), MON89034×59122 (event code: MON-89034-3×DAS-59122-7, gene: pat), MON89034×59122×MON88017 (event code: , gene: pat), MON89034×TC1507 (event code: MON-89034-3×DAS-59122-7×MON-88017-3, gene: pat),(Event code: MON-89034-3 x DAS-01507-1, gene: pat), MIR604 x TC1507 (Event code: SYN-IR604-5 x DAS-01507-1, gene: pat), MON87427 x MON89034 x TC1507 x MON88017 x 59122 (Event code: MON-87427-7 x MON-89034-3 x DAS-01507-1 x MON-88017-3 x DAS-59122-7, gene: pat), MON89034 x 59122 (Event code: MON-8903 4-3×DAS-59122-7, gene: pat), MON89034×59122×MON88017 (event code: , gene: pat), MON89034×TC1507 (event code: MON-89034-3×DAS-59122-7×MON-88017-3, gene: pat), (event code: MON-89034-3×DAS-01507-1, gene: pat), DLL25(B16) (event code: DKB-89790-5, gene: bar), MIR604×TC1507 (event code: SYN-IR6 04-5×DAS-01507-1, gene: pat), MON87427×MON89034×TC1507×MON88017×59122 (event code: MON-87427-7×MON-89034-3×DAS-01507-1×MON-88017-3×DAS-59122-7, gene: pat), MON89034×59122 (event code: MON-89034-3×DAS-59122-7, gene: pat), MON89034×59122×MON88017 (event code: MON-89034-3× DAS-59122-7×MON-88017-3, gene: pat), MON89034×TC1507 (event code: MON-89034-3×DAS-01507-1, gene: pat), MON89034×TC1507×59122 (event code: MON-89034-3×DAS-01507-1×DAS-59122-7, gene: pat), MON89034×TC1507×MON88017 (event code: MON-89034-3×DAS-01507-1×MON-88017-3, gene: pat),MON89034×TC1507×MON88017×59122×DAS40278 (event code: MON-89034-3×DAS-01507-1×MON-88017-3×DAS-59122-7×DAS-40278-9, gene: pat), MON89034×TC1507×MON88017×DAS40278 (event code: MON-89034-3×DAS-01507-1×MON-88017-3×DAS-59122-7×DAS-40278-9, gene: pat), MON89034×TC150 7×NK603×DAS40278 (event code: MON-89034-3×DAS-01507-1×MON-00603-6×DAS-40278-9, gene: pat), NK603×MON810×4114×MIR604 (event code: MON-00603-6×MON-00810-6×DP004114-3×SYN-IR604-4, gene: pat), TC1507×MON810×MIR604×NK603 (event code: DAS-01507-1×MON-00810-6×SYN-IR604-5×MON -00603-6, gene: pat), TC1507×59122×MON810 (event code: DAS-01507-1×DAS-59122-7×MON-00810-6, gene: pat), TC1507×59122×MON88017 (event code: DAS-01507-1×DAS-59122-7×MON-88017-3, gene: pat), TC1507×GA21 (event code: DAS-01507-1×MON-00021-9, gene: pat), TC1507×MON810 (event code: DAS-0 1507-1×MON-00810-6, gene: pat), TC1507×MON810×MIR162×NK603 (event code: DAS-01507-1×MON-00810-6×SYN-IR162-4×MON-00603-6, gene: pat), 3272×Bt11×MIR604×TC1507×5307×GA21 (event code: SYN-E3272-5×SYN-BT011-1×SYN-IR604-5×DAS-01507-1×SYN-05307-1×MON-00021-9, gene: pat),TC1507×MIR162×NK603 (event code: DAS-01507-1×SYN-IR162-4×MON-00603-6, gene: pat), TC1507×MON810×MIR162 (event code: DAS-01507-1×MON-00810-6×SYN-IR162-4, gene: pat), MON87419 (event code: MON87419-8, gene: pat) , TC1507×MON88017 (event code: DAS-01507-1×MON-88017-3, gene: pat), TC6275 (event code: DAS-06275-8, gene: bar), MZHG0JG (event code: SYN-000JG-2, gene: pat), MZIR098 (event code: SYN-00098-3, gene: pat), Bt11×MIR162×MON89, 034 (event code: SYN-BT011-1 x SYN-IR162-4 x MON-89034-3, gene: pat), Bt11 x MIR162 x MON89034 x GA21 (event code: SYN-BT011-1 x SYN-IR162-4 x MON-89034-3 x MON-00021-9, gene: pat), 59122 x DAS40278 (event code: DAS-59122-7 x DAS-40278-9, gene: pat), 59122 x MON810 x MIR604 (event code: DAS-59122-7 x MON -00810-6×SYN-IR604-5, gene: pat), 59122×MON810×NK603×MIR604 (event code: DAS-59122-7×MON-00810-6×MON-00603-6×SYN-IR604-5, gene: pat), 59122×MON88017×DAS40278 (event code: DAS-59122-7×MON-88017-3×DAS-40278-9, gene: pat), 59122×NK603×MIR604 (event code: DAS-59122-7×MON-00603- 6×SYN-IR604-5, gene: pat), Bt11×5307 (event code: SYN-BT011-1×SYN-05307-1, gene: pat), Bt11×5307×GA21 (event code: SYN-BT011-1×SYN-05307-1×MON-00021-9, gene: pat), Bt11×MIR162×5307 (event code: SYN-BT011-1×SYN-IR162-4×SYN-05307-1, gene: pat), Bt11×MIR162×5307×GA21 (event code: SYN-BT0 11-1×SYN-IR162-4×SYN-05307-1×MON-00021-9, gene: pat), BT11×MIR162×MIR604×5307 (event code: SYN-BT011-1×SYN-IR162-4×SYN-IR604-5×SYN-05307-1, gene: pat), Bt11×MIR162×MIR604×5307×GA21 (event code: SYN-BT011-1×SYN-IR162-4×SYN-IR604-5×SYN-05307-1xMON-00021-9, gene: pat),Bt11×MIR162×MIR604×MON89034×5307×GA21 (event code: SYN-BT011-1×SYN-IR162-4×SYN-IR604-5×MON-89034-3×SYN-05307-1×MON-00021-9, gene: pat), BT11×MIR162×MIR604×TC1507 (event code: SYN-BT011-1×SYN-IR162-4×SYN-IR604-5×DAS-01507-1, gene: pat), BT11×MIR162×MIR604×TC1507×5307 (event code: SYN-BT011-1×SYN-IR162-4×SYN-IR604-5×DAS-01507-1, gene: pat), Elephant code: SYN-BT011-1 x SYN-IR162-4 x SYN-IR604-5 x DAS-01507-1 x SYN-05307-1, gene: pat), Bt11 x MIR162 x MIR604 x TC1507 x GA21 (event code: SYN-BT011-1 x SYN-IR162-4 x SYN-IR604-5 x DAS-01507-1 x MON-00021-9, gene: pat), Bt11 x MIR162 x TC1507 x 5307 (event code: SYN-BT011-1 x SYN-IR162-4 x DAS-01507-1 x SYN-05307-1, gene: pat), BT11×MIR162×MIR604×TC1507×5307 (event code: SYN-BT011-1×SYN-IR162-4×SYN-IR604-5×DAS-01507-1×SYN-05307-1, gene: pat), Bt11×MIR162×MIR604×TC1507×GA21 (event code: SYN-BT011-1×SYN-IR162-4×SYN-IR604-5×DAS-01507-1×MON-00021-9, gene: pat), Bt11×MIR162×T C1507×5307 (event code: SYN-BT011-1×SYN-IR162-4×DAS-01507-1×SYN-05307-1, gene: pat), Bt11×MIR162×TC1507×5307×GA21 (event code: SYN-BT011-1×SYN-IR162-4×DAS-01507-1×SYN-05307-1×MON-00021-9, gene: pat), Bt11×MIR604×5307 (event code: SYN-BT011-1×SYN-IR604-5×SYN-05307-1, gene: pat),Bt11×MIR604×5307×GA21 (event code: SYN-BT011-1×SYN-IR604-5×SYN-05307-1×MON-00021-9, gene: pat), Bt11×MIR604×TC1507×5307 (event code: SYN-BT011-1×SYN-IR604-5×DAS-01507-1×SYN-05307-1, gene: pat), Bt11×MIR604×TC1507×GA21 (event code: SYN-BT011-1×SYN-IR604-5×DAS-01507-1×MON-00 021-9, gene: pat), Bt11×MON89034 (or Bt11×MON89034) (event code: SYN-BT011-1×MON-89034-3, gene: pat), Bt11×MON89034×GA21 (event code: SYN-BT011-1×MON-89034-3×MON-00021-9, gene: pat), Bt11×MON89034×GA21 (event code: SYN-BT011-1×MON-89034-3×MON-00021-9, gene: pat), Bt11×TC1507×5307 (event code: SYN-BT011-1×MON-89034-3×MON-00021-9, gene: pat), Code: SYN-BT011-1×DAS-01507-1×SYN-05307-1, gene: pat), Bt11×TC1507×5307×GA21 (event code: SYN-BT011-1×DAS-01507-1×SYN-05307-1×MON-00021-9, gene: pat), MIR162×MIR604×TC1507×5307 (event code: SYN-IR162-4×SYN-IR604-5×DAS-01507-1×SYN-05307-1, gene: pat), MIR162×MIR604×TC1507× 5307×GA21 (event code: SYN-IR162-4×SYN-IR604-5×DAS-01507-1×SYN-05307-1×MON-00021-9, gene: pat), MIR162×MIR604×TC1507×GA21 (event code: SYN-IR162-4×SYN-IR604-5×DAS-01507-1×MON-00021-9, gene: pat), MIR162×TC1507×5307 (event code: SYN-IR162-4×DAS-01507-1×SYN-05307-1, gene: pat),MIR162×TC1507×5307×GA21 (event code: SYN-IR162-4×DAS-01507-1×SYN-05307-1×MON-00021-9, gene: pat), MIR604×TC1507×5307 (event code: SYN-IR604-5×DAS-01507-1×SYN-05307-1, gene: pat), MIR162×TC1507×5307 (event code: SYN-IR162-4×DAS-01507-1×SYN-05307-1, gene: pat), MIR 162×TC1507×5307×GA21 (event code: SYN-IR162-4×DAS-01507-1×SYN-05307-1×MON-00021-9, gene: pat), MIR604×TC1507×5307 (event code: SYN-IR604-5×DAS-01507-1×SYN-05307-1, gene: pat), MIR604×TC1507×5307xGA21 (event code: SYN-IR604-5×TC1507×SYN-05307-1×MON-00021-9, gene: pat) : pat), MIR604×TC1507×GA21 (event code: SYN-IR604-5×TC1507×MON-00021-9, gene: pat), MON87427×59122 (event code: MON-87427-7×DAS-59122-7:, gene: pat), MON87427×MON89034×59122 (event code: MON-87427-7×MON-89034-3×DAS-59122-7, gene: pat), MON87427×MON89034×MON88017×591 22 (event code: MON-87427-7 × MON-89034-3 × MON-88017-3 × 59122, gene: pat), MON87427 × MON89034 × TC1507 (event code: MON-87427-7 × MON-89034-3 × DAS-01507-1, gene: pat), MON87427 × MON89034 × TC1507 × 59122 (event code: MON-87427-7 × MON-89034-3 × DAS-01507-1 × DAS-59122-7, gene: pat),MON87427×MON89034×TC1507×MON87411×59122 (event code: MON-87427-7×MON-89034-3×DAS-01507-1×MON-87411-9×DAS-59122-7, gene: pat), MON87427×MON89034×TC1507×MON87411×59122×DAS40278 (event code: MON-87427-7×MON-89034-3×DAS-01507-1×MON-87411-9×DAS-59122-7×DAS-40278-9, gene: pat), MON87427×MON89034×TC1507×MON88017 (event code: MON-87427-7×MON-89034-3×DAS-01507-1×MON-88017-3, gene: pat), MON87427×TC1507 (event code: MON-87427-7×DAS-01507-1, gene: pat), MON87427×TC1507×59122 (event code: MON-87427-7×DAS-01507-1×DAS-59122-7, gene: pat), MON87427×TC1507×M ON88017 (event code: MON-87427-7 x DAS-01507-1 x MON-88017-3, gene: pat), MON87427 x TC1507 x MON88017 x 59122 (event code: MON-87427-7 x DAS-01507-1 x MON-88017-3 x DAS-59122-7, gene: pat), MON89034 x 59122 x DAS40278 (event code: MON-89034-3 x DAS-59122-7 x DAS-40278-9, gene: pat), MON89034 x 59122 x MON8 8017×DAS40278 (event code: MON-89034-3×DAS-59122-7×MON-88017-3×DAS-40278-9, gene: pat), MON89034×TC1507×59122×DAS40278 (event code: MON-89034-3×DAS-01507-1×DAS-59122-7×DAS-40278-9, gene: pat), MON89034×TC1507×DAS40278 (event code: MON-89034-3×DAS-01507-1×DAS-40278-9, gene: pat),MON89034×TC1507×NK603×MIR162 (event code: MON-89034-3×DAS-01507-1×MON-00603-6×SYN-IR162-4, gene: pat), TC1507×5307 (event code: DAS-01507-1×SYN-05307-1, gene: pat), TC1507×5307×GA21 (event code: DAS-01507-1×SYN-05307-1×MON-00021-9, gene: pat), TC1507×59122×DAS4027 8 (event code: DAS-01507-1 x DAS-59122-7 x DAS-40278-9, gene: pat), TC1507 x 59122 x MON810 x MIR604 (event code: DAS-01507-1 x DAS-59122-7 x MON-00810-6 x SYN-IR604-5, gene: pat), TC1507 x 59122 x MON88017 x DAS40278 (event code: DAS-01507-1 x DAS-59122-7 x MON-88017-3 x DAS-40278-9, gene: pat), TC1507×59122×NK603×MIR604 (event code:, gene: pat) DAS-01507-1×DAS-59122-7×MON-00603-6×SYN-IR604-5, TC1507×DAS40278 (event code: DAS-01507-1×DAS-40278-9, gene: pat), TC1507×MON810×MIR604 (event code: DAS-01507-1×MON-00810-6×SYN-IR604-5, gene: pat), TC1507×MON8 10×NK603×MIR604 (event code: DAS-01507-1×MON-00810-6×MON-00603-6×SYN-IR604-5, gene: pat), TC1507×MON88017×DAS40278 (event code: DAS-01507-1×MON-88017-3×DAS-40278-9, gene: pat), and TC1507×NK603×DAS40278 (event code: DAS-01507-1×MON-00603-6×DAS-40278-9, gene: pat).

[0287] Transgenic soybean events comprising a glufosinate tolerance gene include, but are not limited to, A2704-12 (event code: ACS-GMOO5-3, gene: pat, commercially available, e.g., as Liberty Link™ soybean), A2704-21 (event code: ACS-GMOO4-2, gene: pat, commercially available, e.g., as Liberty Link™ soybean), A5547-127 (event code: ACS-GMOO6-4, gene: pat, commercially available, e.g., as Liberty Link™ soybean), A5547-35 (event code: ACS-GMOO8-6, gene: pat, commercially available, e.g., as Liberty Link™ soybean), GU262 (event code: ACS-GMOO3-1, gene: pat, commercially available, e.g., as Liberty Link™ soybean), W62 (event code: ACS-GMOO2-9, gene: pat, commercially available, e.g., as Liberty Link™ soybean), Link™ soybean), W98 (event code: ACS-GMOO1-8, gene: pat, e.g., Liberty Link™ soybean), DAS68416-4 (event code: DAS-68416-4, gene: pat, e.g., commercially available as Enlist™ Soybean), DAS44406-6 (event code: DAS-444O6-6, gene: pat), DAS68416-4xMON89788 (event code: DAS-68416-4xMON-89788-1, gene: pat), SYHTOH2 (event code: SYN-OOOH2-5, gene: pat), DAS81419xDAS44406-6 (event code: DAS-81419-2xDAS-444O6-6, gene: pat), and FG72xA5547-127 (event code: MST-FGO72-3xACS-GMOO6-4, gene: pat).

[0288] Transgenic cotton events containing the glufosinate resistance gene include, but are not limited to, 3006-210-23x281-24-236xMON1445 (event code: DAS-21O23-5xDAS-24236-5xMON-O1445-2, gene: bar, commercially available as, e.g., WideStrike™ Roundup Ready™ Cotton), 3006-210-23x281-24-236xMON88913 (event code: DAS-21O23-5xDAS-24236-5xMON-88913-8, gene: bar, commercially available as, e.g., WideStrike™ Roundup Ready™ Cotton), and 3006-210-23x281-24-236xMON88913 (event code: DAS-21O23-5xDAS-24236-5xMON-88913-8, gene: bar, commercially available as, e.g., WideStrike™ Roundup Ready™ Cotton). Flex™ Cotton), 3006-210-23x281-24-236xMON88913xCOT102 (event code: DAS-21O23-5xDAS-24236-5xMON-88913-8xSYN-IR1O2-7, gene: pat, commercially available as e.g. Widestrike™ xRoundup Ready Flex™ xVIPCOT™ Cotton), GHB614xLLCotton25 (event code: BCS-GHOO2-5xACS-GHOO1-3, gene: bar, commercially available as e.g. GlyTol™ Liberty Link™), GHB614xT304-40xGHB119 (event code: BCS-GHOO2-5xBCS-GHOO4-7xBCS-GHOO5-8, gene: bar, commercially available, for example, as Glytol™xTwinlink™), LLCotton25 (event code: ACS-GHOO1-3, gene: bar, commercially available, for example, as ACS-GHOO1-3), GHB614xT304-40xGHB119 xCOT102 (event code: BCS-GHOO2-5 xBCS-GHOO4-7 xBCS-GHOO5-8 xSYN-IR1O2-7, gene: bar, commercially available as e.g. Glytol™ xTwinlink™ xVIPCOT™ Cotton), LLCotton25 xMON15985 (event code: ACS-GHOO1-3 xMON-15985-7, gene: bar, commercially available as e.g. Fibermax™ Liberty Link™ BollgardII™), T304-40xGHB119 (event code: BCS-GHOO4-7xBCS-GHOO5-8, gene: bar, commercially available, e.g., as TwinLink™ Cotton), GHB614xT304-40xGHB119xCOT102 (event code: BCS-GHOO2-5xBCS-GHOO4-7xBCS-GHOO5-8xSYN-IR1O2-7, gene: bar, commercially available, e.g., as Glytol™xTwinlink™xVIPCOT™ Cotton), GHB119 (event code: B CS-GHOO5-8, gene: bar), GHB614xLLCotton25xMON15985 (event code: CS-GHOO2-5xACS-GHOO1-3xMON-15985-7, gene: bar), MON887O1-3 (event code: MON88701, gene: bar), T303-3 (event code: BCS-GHOO3-6, gene: bar), T304-40 (event code: BCS-GHOO3-6, gene: bar), (event code: BCS-GHOO4-7, gene: bar), 81910 (event code: DAS-8191 0-7, gene: pat), MON8870 (event code: MON887O1-3, gene: bar), MON88701xMON88913 (event code: MON887O1-3xMON-88913-8, gene: bar), MON88701xMON88913xMON15985 (event code: MON887O1-3xMON-88913-8xMON-15985-7, gene: bar), 281-24-236x3006-210-23xCOT102x81910 (event code: DAS-24236-5xDAS-21O23-5xSYN -IR1O2-7xDAS-81910-7, gene: pat), COT102xMON15985xMON88913xMON88701 (event code: SYN-IR1O2-7xMON-15985-7xMON-88913-8xMON887O1-3, gene: bar), and 3006-210-23x281-24-236xMON88913xCOT102x81910 (event code: DAS-21O23-5xDAS-24236-5xMON-88913-8xSYN-IR1O2-7xDAS-81910-7, gene: pat).

[0289] Transgenic canola events comprising a glufosinate tolerance gene include, but are not limited to, HCN10 (Topas 19 / 2) (event code: , gene: bar, commercially available, e.g., as Liberty Link™ Independence™), HCN28 (T45) (event code: ACS-BNOO8-2, gene: pat, commercially available, e.g., as InVigor™ Canola), HCN92 (Topas 19 / 2 (event code: ACS-BNOO7-1, gene: bar, commercially available, e.g., as Liberty Link™ Independence™), HCN10 (Topas 19 / 2) (event code: ACS-BNOO7-1, gene: bar, commercially available, e.g., as Liberty Link™ Independence™), HCN28 (T45) (event code: ACS-BNOO8-2, gene: pat, commercially available, e.g., as InVigor™ Canola), HCN92 (Topas 19 / 2) ...28 (T45) (event code: ACS-BNOO8-2, gene: pat, commercially available, e.g., as InVigor™ Canola), HCN Link™ Innovator™), MS1(B91-4) (event code: ACS-BNOO4-7, gene: bar, commercially available, for example, as InVigor™ Canola), MS1xRF1(PGS1) (event code: ACS-BNOO4-7xACS-BNOO1-4, gene: bar, commercially available, for example, as InVigor™ Canola), MS1xRF2(PGS2) (event code: ACS-BNOO4-7xACS-BNOO2-5, gene: bar, commercially available, for example, as InVigor™ Canola), MS1xRF3 (event code: ACS-BNOO4-7xACS-BNOO3-6, gene: bar, commercially available, for example, as InVigor™ Canola), MS8 (event code: ACS-BNOO5-8, gene: bar, commercially available, for example, as InVigor™ Canola), r™ Canola), MS8xRF3 (event code: ACS-BNOO5-8xACS-BNOO3-6, gene: bar, commercially available, for example, as InVigor™ Canola), RF1 (B93-101) (event code: ACS-BNOO1-4, gene: bar, commercially available, for example, as InVigor™ Canola), RF2 (B94-2) (event code: ACS-BNOO2-5, gene: bar, commercially available, for example, as InVigor™ Canola), RF3 (event code: ACS-BNOO3-6, gene: bar, commercially available, for example, as InVigor™ Canola), MS1xMON88302 (event code: ACS-BNOO4-7xMON-883O2-9, gene: bar, commercially available, for example, as InVigor™ xTruFlex™ RoundupReady™ Canola), MS8xMON88302 (event code: ACS-BNOO5-8xMON-883O2-9, gene: bar, commercially available, for example, as InVigor™ xTruFlex™ Roundup Ready™ Canola), RF1xMON88302 (event code: ACS-BNOO1-4xMON-883O2-9, gene: bar, commercially available, for example, as InVigor™ xTruFlex™ Roundup Ready™ Canola), RF2xMON88302 (event code: ACS-BNOO2-5xMON-883O2-9, gene: bar, commercially available, for example, as InVigor™ xTruFlex™ Roundup Ready™ Canola), HCN28xMON88302 (event code: ACS-BNOO8-2xMON-883O2-9, gene: pat, commercially available as e.g. InVigor™ x TruFlex™ Roundup Ready™ Canola), HCN92xMON88302 (event code: ACS-BNOO7-1xMON-883O2-9, gene: bar, commercially available as e.g. Liberty Link™ Innovator™ x TruFlex™ Roundup Ready™ Canola), HCR-1 (gene: pat), MON88302xMS8xRF3 (event code: MON-883O2-9xACS-BNOO5-8xACS-BNOO3-6, gene: bar), MON88302xRF3 (event code: MON-883O2-9xACS-BNOO3-6, gene: bar), MS8xRF3xGT73(RT73) (event code: , gene: bar), PHY14 (event code: ACS-BNOO5-8xACS-BNOO3-6xMON-OOO73-7, gene: bar), PHY23 (gene: bar), PHY35 (gene: bar) and PHY36 (gene: bar) and 73496xRF3 (event code: DP-O73496-4xACS-BNOO3-6, gene: bar).

[0290] Transgenic rice events comprising the glufosinate tolerance gene include, but are not limited to, LLRICE06 (event code: ACS-OSOO1-4, commercially available, e.g., as Liberty Link™ rice), LLRICE601 (event code: BCS-OSOO3-7, commercially available, e.g., as Liberty Link™ rice), and LLRICE62 (event code: ACS-OSOO2-5, commercially available, e.g., as Liberty Link™ rice).

[0291] The herbicidal compositions have outstanding herbicidal activity against a wide range of economically important monocotyledonous and dicotyledonous harmful plants, although post-emergence application is still preferred.

[0292] In particular, some representative examples of monocotyledonous and dicotyledonous weed flora that can be controlled by the combinations according to the invention can be mentioned, without the list being limited to any particular species.

[0293] In the context of this text, reference may be made to the growth stages in the BBCH monograph "Growth stages of mono- and dicotyledonous plants", 2nd edition, 2001, edited by Uwe Meier, Federal Biological Research Centre for Agriculture and Forestry (Biologische Bundesanstalt fur Land und Forstwirtschaft).

[0294] Examples of monocotyledonous harmful plants on which glufosinate combinations effectively act include barley (Hordeum spp.), barnyardgrass (Echinochloa spp.), pontaneous grass (Poa spp.), bromegrass (Bromus spp.), crabgrass (Digitaria spp.), barnyardgrass (Eriochloa spp.), foxtail grass (Setaria spp.), pennisetum spp., and goosegrass (Eleusine spp.). species, Eragrostis species, Panicum species, Lolium species, Brachiaria species, Leptochloa species, Avena species, Cyperus species, Axonopris species, Sorghum species, and Melinus species.

[0295] Specific examples of monocotyledonous harmful plant species on which the herbicidal composition acts effectively include oatgrass (Hordeum murinum), barnyardgrass (Echinochloa crus-galli), annual bluegrass (Poa annua), brown bromegrass (Bromus rubens L.), long-legged bromegrass (Bromus rigidus), common bromegrass (Bromus secalinus L.), Digitalia sanguinalis (Digitaria sanguinalis), large crabgrass (Digitaria insularis), barnyardgrass (Eriochloa gracilis), foxtail (Setaria faberi), green foxtail (Setaria viridis), pearl millet (Pennisetum glaucum), goosegrass (Eleusine indica, Eragrostis pectinacea, Panicum miliaceum, Lolium multiflorum, Brachiaria platyphylla, Leptochloa fusca, Avena fatua, Cyperus compressus, Cyperus esculentes, Axonopris offinis, Sorghum halapense, and Melinus repens.

[0296] In a preferred embodiment, the herbicide composition is used to control monocotyledonous harmful plant species, more preferably Echinochloa spp., Digitaria spp., Setaria spp., Goosegrass spp. and Brachiarium spp.

[0297] Examples of dicotyledonous harmful plants on which the herbicidal composition acts effectively are Amaranthus spp., Erigeron spp., Conyza spp., Polygonum spp., Medicago spp., Mollugo spp., Cyclospermum spp., Stellaria spp., Gnaphalium spp., Taraxacum spp., Oenothera spp., and Wartia spp. Amsinckia spp., Erodium spp., Artemisia spp., Senecio spp., Lamium spp., Kochia spp., Chenopodium spp., Lactuca spp., Malva spp., Ipomoea spp., Brassica spp., Sinapis spp., Urtica spp., Sida spp., Portulaca oleracea spp. ulaca species, Richardia species, Ambrosia species, Calandrinia species, Sisymbrium species, Sesbania species, Capsella species, Sonchus species, Euphorbia species, Helianthus species, Coronopus species, Salsola species, Abutilon ) species, Vicia species, Epilobium species, Cardamine species, Picris species, Trifolium species, Galinsoga species, Epimedium species, Marchantia species, Solanum species, Oxalis species, Metricaria species, Plantago species, Tribulus species,Examples include species of the genus Cenchrus, species of the genus Bidens, species of the genus Veronica, and species of the genus Hypochaeris.

[0298] Specific examples of dicotyledonous harmful plant species on which the herbicidal composition acts effectively include Amaranthus spinosus, Polygonum convolvulus, Medicago polymorpha, Mollugo verticillata, Cyclospermum leptophyllum, Stellaria media, Gnaphalium purpureum, Taraxacum officinale, Oenothera laciniata, Amsinckia intermedia, Erodium cicutarium, Erodium moschatum, Erigeron bonariensis, Conyza bonariensis, ground daisy (Senecio vulgaris), amplexicaule (Lamium amplexicaule), mugwort (Erigeron canadensis), willow (Polygonum aviculare), broom tree (Kochia scoparia), Chenopodium album, lettuce (Lactuca serriola), rabbit mallow (Malva parviflora), morning glory (Malva neglecta), morning glory (Ipomoea hederacea), morning glory (Ipomoea lacunose), black mustard, field mustard (Sinapis arvensis), nettle (Urtica dioica), American redweed (Amaranthus blitoides), redroot pigweed (Amaranthus retroflexus), and narrow-leaved redroot pigweed (Amaranthus hybridus), Black-eye (Amaranthus lividus), Siberian sika deer (Sida spinosa), Common purslane (Portulaca oleracea), Richardia scabra, Ragweed (Ambrosiaartemisiifolia, Calandrinia cau-lescens, Sisymbrium irio, Sesbania exaltata, Shepherd's purse (Capsella bursa-pastoris), Sonchus oleraceus, Euphorbia maculate, sunflower, Coronopus didymus, Salsola tragus, Abutilon theophrasti, Vicia ben-ghalensis L., Epilobium paniculatum, Cardamine species, Picris aethioides echioides), Clover species, Galinzo species, Epimedium species, Marchantia species, Solanum species, Oxalis species, Metricaria matriccarioides, Plantago species, Tribulus terrestris, Salsola kali, Chestnut moth species, Bidens bipinnata, Speedwell species, and Hypochaeris radicata species.

[0299] In a preferred embodiment, the herbicide composition is used to control dicotyledonous harmful plant species, more preferably dicotyledonous plants of the genus Amaranthus spp., Artemisia spp., Artemisia spp., Komatsuna spp., and Abutilon spp.

[0300] The herbicidal compositions may also be used to control Cyperus species, such as 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, Cyperus It is suitable for controlling a large number of annual and perennial sedge weeds, including 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, Scirpus planiculmis Fr. Schmidt, and the like.

[0301] If the herbicidal composition is applied post-emergence to the green parts of the plants, growth likewise stops abruptly within a very short time after the treatment, and the weed plants either remain in the growth stage at the time of application or die completely after a certain time, thus making it possible to eliminate competition from weeds harmful to the crop at a very early stage and in a sustained manner.

[0302] Herbicidal composition is characterized by rapid onset and long-lasting herbicidal action.In principle, the rain resistance of active compounds in the herbicidal combination of the present invention is advantageous.In particular, when using herbicidal composition, application rate can be reduced, a wide range of broad-leaved weeds and grass weeds can be controlled, herbicidal action occurs more quickly, action period is longer, and harmful plants can be controlled better by applying once or several times, and the possible application period can be extended.

[0303] The above-mentioned properties and advantages are beneficial in weed control practices to protect agricultural crops from undesirable competing plants and thus protect and / or increase yields in qualitative and / or quantitative terms. These herbicidal compositions significantly exceed the state of the art with respect to the properties described.

[0304] Due to their herbicidal and plant growth-regulating properties, herbicidal compositions can be used to control harmful plants in genetically modified crops or crops obtained by mutation / selection. These crops are generally distinguished by certain advantageous properties, such as resistance to herbicidal compositions, or resistance to plant diseases or pathogens causing plant diseases, such as certain insects or microorganisms, such as fungi, bacteria, or viruses. Other specific properties relate to the yield, for example, in terms of quantity, quality, storability, composition, and specific components. Thus, transgenic plants are known, for example, those with increased starch content, altered starch quality, or those with different fatty acid compositions in the yield.

[0305] The present invention also relates to a method for controlling undesirable vegetation (e.g., harmful plants), which method comprises applying, preferably by the post-emergence method, the herbicide composition to the harmful or undesirable plants, parts of the harmful or undesirable plants, or an area in which the harmful or undesirable plants grow, e.g., an area under cultivation.

[0306] In the context of the present invention, "controlling" means significantly reducing the growth of harmful plants compared to untreated harmful plants, preferably by essentially reducing the growth of harmful plants (60-79%), more preferably by largely or completely inhibiting the growth of harmful plants (80-100%), and especially by almost completely or completely inhibiting the growth of harmful plants (90-100%).

[0307] Thus, in a further aspect, the present invention relates to a method for controlling the growth of undesired plants and / or for controlling harmful plants, which method comprises the step of applying a herbicide composition (preferably in one of the preferred embodiments as defined herein) to the undesired or harmful plants, to parts of the undesired or harmful plants, or to an area in which the undesired or harmful plants grow.

[0308] The herbicide composition can be used to control undesirable vegetation in burndown programs, industrial vegetation management and forestry, vegetable and perennial crops, and turf and lawn, and the herbicide composition can be applied pre-emergence or post-emergence, i.e., before, during and / or after the emergence of undesirable plants.Preferably, the herbicide composition is applied as a post-emergence treatment, i.e., during and / or after the emergence of undesirable plants.In the present invention, the herbicide composition is applied to the location where the crop is to be planted before the planting or emergence of the crop.

[0309] In industrial weed management and forestry, it is desirable to control a wide range of weeds for a long period of time.It is also desirable to control large weeds or tall species, such as shrubs or trees.Industrial weed management includes, for example, railway and public road right-of-way management, fence lines, and non-agricultural land, such as industrial and construction sites, gravel areas, roads or sidewalks.Forestry includes, for example, cutting existing forest or shrubland, removing regeneration after mechanical forest cutting, or controlling weeds in forestry plantations.In the latter case, it may be desirable to protect desirable trees from contact with the spray solution containing the herbicide mixture of the present invention.

[0310] The herbicidal compositions can also be used to control weeds in turf and lawns, as long as the desired grass species are tolerant to the herbicidal compositions. In particular, such herbicidal compositions can be used on desired grasses that have been made tolerant to the respective pesticide active ingredient, such as glufosinate or a salt thereof, by mutagenesis or genetic engineering.

[0311] Glufosinate and its salts are non-selective systemic herbicides with good post-emergence activity against many weeds and therefore can be used in burndown programs, industrial vegetation management and forestry, vegetable and perennial crops, and turf and turfgrass.

[0312] Thus, the present invention also relates to a method for burndown treatment of undesirable vegetation in a crop, which method comprises applying a herbicide composition to the locus where the crop is to be planted prior to planting (or sowing) or emergence of the crop. In this specification, the herbicide composition is applied to the undesirable vegetation or its locus.

[0313] The present invention also relates to a method for controlling undesirable vegetation, the method comprising applying a herbicidal composition to a location where the undesirable vegetation is present or expected to be present. Application can be carried out before, during, and / or after emergence of the undesirable vegetation, preferably during and / or after emergence. In one embodiment, application is carried out before emergence of a crop grown in a location where the undesirable vegetation is present or expected to be present. In another embodiment, application is carried out before planting of the crop.

[0314] As used herein, the terms "controlling" and "combating" are synonymous.

[0315] As used herein, the terms "undesirable vegetation," "undesirable species," "undesirable plants," "harmful plants," "undesirable weeds," or "noxious weeds" are synonyms.

[0316] The term "locus" as used herein means an area, typically a field, where vegetation or plants are growing or are to be grown.

[0317] In a burn-down program, the herbicide composition can be applied before or after sowing (or planting) of the crop plants, but before the emergence of the crop plants, particularly before sowing. The herbicide composition is preferably applied before sowing of the crop plants. In burn-down, the herbicide composition is generally applied up to 9 months, frequently up to 6 months, and preferably up to 4 months before planting of the crop. Burn-down application can be carried out up to 1 day before the emergence of the crop plants, preferably on the day before sowing / planting of the crop plants, preferably at least 1 day, preferably at least 2 days, and particularly at least 4 days before planting, or 6 months to 1 day before emergence, particularly 4 months to 2 days before emergence, and more preferably 4 months to 4 days before emergence. Of course, burn-down application can be repeated one or more times within the period, for example, 1, 2, 3, 4, or 5 times.

[0318] It is particularly advantageous for the herbicide composition to have very good post-emergence herbicidal activity, i.e., to exhibit good herbicidal activity against emerged undesirable plants. Therefore, in a preferred embodiment of the present invention, the herbicide composition is applied post-emergence, i.e., during and / or after emergence of undesirable plants. It is particularly advantageous to apply the herbicide composition after emergence, when undesirable plants begin to develop leaves leading up to flowering. The herbicide composition is particularly useful for controlling undesirable vegetation and / or large numbers of weeds that have already grown to a height where individual weeds are higher than 10 cm (4 inches) or even higher than 15 cm (6 inches), which is difficult to control with conventional burndown mixtures. In the case of post-emergence treatment of plants, the herbicide composition is preferably applied as a foliar spray.

[0319] The herbicidal composition can be applied in a conventional manner by using techniques that are familiar to those skilled in the art.Suitable techniques include spraying, atomizing, dusting, spreading or watering.The type of application is determined by the intended purpose in a well-known manner, but in any case, it should ensure the best possible distribution of the active ingredient according to the present invention.

[0320] In one embodiment, the herbicidal composition is applied to the locus primarily by spraying, particularly by foliar application of an aqueous dilution of the active ingredients of the mixture. Application can be carried out by conventional spraying techniques, for example, using water as a carrier and a spray volume of about 10 to 2000 L / ha or 50 to 1000 L / ha (e.g., 100 to 500 L / ha). The mixture of the present invention can be applied by low-volume and ultra-low-volume methods, such as application in the form of microgranules.

[0321] The required application rate of the herbicidal composition depends on the density of the undesired vegetation, the developmental stage of the plants, the climatic conditions where the mixture is to be used and the method of application.

[0322] In general, application rates of L-glufosinate or a salt thereof are usually in the range of 50 g / ha to 3000 g / ha, and preferably 100 g / ha to 2000 g / ha or 200 g / ha to 1500 g / ha of active substance (ai).

[0323] When using the herbicidal composition in the method of the present invention, glufosinate or a salt thereof and the compound of formula (I) can be applied simultaneously or sequentially where undesirable vegetation may occur. As used herein, it is not important whether the individual compounds present in the mixture of the present invention are formulated together or separately, whether they are applied together or separately, and if applied separately, the order in which they are applied. The only requirement is that the individual compounds present in the mixture of the present invention be applied during a period that allows the active ingredient and / or the compound of formula (I) to act simultaneously on undesirable plants.

[0324] Herbicide compositions exhibit sustained herbicidal activity even under difficult weathering conditions, allowing for more flexible application in burndown application and minimizing the risk of weed escape.Apart from this, herbicide compositions exhibit excellent crop compatibility with certain conventional crop plants and herbicide-resistant crop plants, that is, their use in these crops reduces damage to crop plants and / or does not increase damage to crop plants.Therefore, herbicide compositions can also be applied after the emergence of crop plants.In addition, herbicide compositions can exhibit accelerating action on harmful plants, that is, can act more quickly on the damage caused by harmful plants.

[0325] The herbicidal compositions are also suitable for controlling weeds that are resistant to commonly used herbicides, such as weeds that are resistant to glyphosate, weeds that are resistant to auxin inhibitor herbicides, such as 2,4-D or dicamba, weeds that are resistant to photosynthesis inhibitors, such as atrazine, weeds that are resistant to ALS inhibitors, such as sulfonylureas, imidazolinones or triazolopyrimidines, weeds that are resistant to ACCase inhibitors, such as clodinafop, clethodim or pinoxaden, or weeds that are resistant to protoporphyrinogen-IX-oxidase inhibitors, such as sulfentrazone, flumioxazin, fomesafen or acifluorfen, such as the weeds listed in the International Survey of Resistant Weeds (http: / / www.weedscience.org / Summary / SpeciesbySOATable.aspx). In particular, resistant weeds that are resistant to glufosinate or a salt thereof, such as those listed in the International Survey of Resistant Weeds, for example, ACCase-resistant barnyard grass, wild oat, black-grass (Alopecurus myosuroides), barnyard grass (Echinochloa colona), Japanese sedge (Alopecurus japonicus), bromegrass (Bromus tectorum), cornweed, Japanese sedge (Ischaemum rugosum), green foxtail, Japanese sorghum (Sorghum halepense), white-grass (Alopecurus aequalis), common bran (Apera spica-venti), common oat (Avena sterilis), Beckmannia szygachne, long-grass bromegrass (Bromus diandrus, Digitalia sanguinalis, Barnyardgrass (Echinocloa oryzoides), Echinochloa phyllopogon, Phalaris minor, Phalarisparadoxa, foxtail, green foxtail, wheatgrass (Brachypodium Distachyon), long-grass brome, ruffed brome, bruffed brome (Bromus sterilis), sedge grass (Cynosurus echinatus), large crabgrass, northern crabgrass (Digitaria ischaemum), Japanese silvergrass (Leptochloa chinensis), Phalaris brachystachis, Rotboellia cochinchinensis, large crabgrass (Digitaria ciliaris), Ehrharta longiflora, Eriochloa punctata, Leptochloa panicoides panicoides, Lolium persicum, Polypogon fugax, Sclerochloa kengiana, Snowdenia polystacha, Sudangrass and Brachiaria plantaginea, ALS inhibitor-resistant barnyardgrass, annual bluegrass, wild oat, black-and-white foxtail, barnyard grass, narrow-leaved amaranthus, palmer's amaranthus, Amaranthus rudis, large ragweed, Amaranthus retroflexus, Ambrosia artemisifolia artemisifolia, mugwort (Conyza canadensis), kochia, wild radish (Raphanus raphanistrum), Senecio vernalis, Japanese holly, Bidens pilosa, brome, Chinese lambsquarters, ragwort, corngrass, Taiwan ragweed, Japanese ground daisy, foxtail, and Japanese holly (Sisymbriumorientale), common sorghum, common foxtail, wild ragwort (Amaranthus blitum), common amaranth (Amaranthus powellii), common bran, common oat, turnip (Brassica rapa), common brome, common ragwort (Descurainia sophia), Digitalia sanguinalis, barnyard grass, Echinochloa pyropogon, false sedge (Euphorbia heterophylla), thorny lettuce, reed canary grass, false sedge, foxtail, green foxtail, field mustard, American nightshade (Solanum ptycanthum), common sowweed, chickweed, American blackbird, Japanese holly, common holly viridis, Ambrosia trifida, Bidens subalternans, brome grass, ragweed, shepherd's purse, Centaurea cyanus, cornflower, cypress, Fimbristilis miliacea, Galeopsis tetrahit, Galium aparine, Galium spurium, sunflower, Hirschfeldia incana, Limnocharis flava, Limnophila erecta, corn poppy, Papaver rhoeas, Parthenium hysterophorus), Phalaris brachystachis, Bindweed, Polygonum lapathifolium, Polygonum persicaria, Mountain buttercup (Ranunculus acris), Horned cod (Rottboellia cochinchinensis), Arrowhead (Sagittaria montevidensis), Spiny hijiki, Small sedge, Golden foxglove (Setaria pumila), Sonchus asper, Cocklebur (Xanthiumstrumarium, Ageratum (Ageratum conyzoides), Arrowhead (Alisma canaliculatum), Asian Arrowhead (Alisma plantago-aquatica), Southern Lythrum (Ammannia auriculata), Narrow-leaved Lythrum (Ammannia coccinea), Ammannia arvensis, False Chamomile (Anthemis cotula), Duckweed (Bacopa rotundifolia), Bifora radians, Black-legged Weed (Blyxa aubertii), Brassica tournefortii, Bromus japonicus, Bromus secalinus, Lithospermum arvense, Camelina microcarpa, Chamaesyce maculata, Garland chrysanthemum, Chrysanthemum coronarium, Clidemia hirta, Crepis tectorum, Cuscuta pentagona, Cypress brevifolis, Cyperus brevifolius, Cyperus orientalis, Cyperus sieboldii, Cyperus sieboldii, Cyperus sieboldii, Damasonium minus, Diplotaxis erucoides, Diplotaxis tenuifolia, Dopatrum junceum, Echium plantagineum, Elatine triandra, Erucaria hispanica, Erysimum repandum, Galium tricornutum, Iva xanthifolia, Ixophorus unicetusunisetus, L. unisetus, Limnophilia sessiliflora, 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, Picris hieracioides, radish (Raphanus sativus), mountain mustard (Rapistrum rugosum), dog mustard (Rorippa indica), horse chestnut (Rotala indica), water spruce (Rotala pusilla), Japanese dock (Rumex dentatus), Sagittaria guayensis, Sagittaria pygmaea, Arrowhead (Sagittaria trifolia), Schoenoplectus fluviatilis, Japanese juncoides, Taiwan mountain shrike (Schoenoplectus wallichii), American stag beetle, Silene gallica, white mustard (Sinapis alba), Sisymbrium ternguii thellungii), sweet sorghum (Sorghum bicolor), clover (Spergula arvensis), shepherd's purse (Thlaspi arvense), chamomile (Tripleurospermum perforatum), and vaccaria (Vaccariahispanica) and Vicia sativa, photosynthesis inhibitor-resistant barnyardgrass, annual bluegrass, black-and-white grass, small barnyardgrass, narrow amaranthus, large amaranthus, narrow water chestnut, large ragweed, amaranthus retroflexus, Ambrosia artemisicifolia, artemisia kambrosia, broomflower, wild radish, Japanese laurel, sandgrass, Japanese butterbur, brome, Chinese lamb, ragweed, Taiwan jasmine, Japanese ground daisy, foxtail, barnyard grass, black-and-white grass, long-legged amaranthus, common bramble, Japanese snowbell, Japanese field daisy, green foxtail, barnyard grass, common bramble, common bramble, Japanese laurel, Beckmannia syzigachne), turnip, Digitalia sanguinalis, false dayflower, reed canary grass, false setogaya, autumn foxtail, green foxtail, field mustard, American nightshade, chickweed, American blackbird, American water chestnut, Bidens subalternans, wheatgrass, shepherd's purse, Japanese yew (Chloris barbata), Cyperus persica, Echinochloa erecta, Siberian turnip (Epilobium ciliatum), willow, bindweed, Japanese knotweed, Japanese knotweed, Common purslane, Japanese yew, golden foxtail, nightshade (Solanum nigrum), buttercup, Urochloa panicoides panicoides), Japanese longhorn grass (Vulpia bromoides), velvetleaf, white birch (Amaranthus albus), Japanese cockscomb (Amaranthus cruentus), Arabidopsis (Arabidopsis thaliana), flea weed (Arenaria serpyllifolia), Bidens tripartita, Chinese lambsquarters, common lambsquarters (Chenopodium ficifolium), Chenopodium polyspermum, Japanese oak grass (Crypsis schoenoides), Datura stramonium, Epilobium tetragonum, Galinsoga ciliata, and Japanese daisy (Matricariadiscoidea, Panicum capillare, Panicum dichotomiflorum, Plantago lagopus, Polygonum hydopiper, Polygonum pensylvanicum, Polygonum monspeliensis, Rostraria, Smyrnacea, Rumex acetosella, Setaria verticillata, and Urtica urens, PS-I electron diversion inhibitors Inhibitor-resistant annual bluegrass, giant ragweed, mugwort, sandgrass, Japanese ragweed, ragweed, cornweed, Taiwan ragweed, black-legged ragweed, American nightshade, Arctotheca calendula, Japanese onion, broadleaf rush (Hedyotis verticillata), nightshade, long-legged grass, field bindweed (Convolvulus arvensis), scarlet sedge (Crassocephalum crepidioides), Cuphea carthagensis, Erigeron philadelphicus, false water hyacinth (Gamochaeta pensylvanica), duckweed (Landoltia punctata), shepherd's purse (Lepidium virginicum), Japanese moss (Mazus fauriei), Japanese goby (Mazus pumilus), Japanese holly (Mitracarpus hirtus), Sclerochloa dura, Japanese nightshade (Solanum americanum), and Japanese seaweed (Youngiajaponica), glyphosate-resistant annual bluegrass, barnyard grass, narrow-leaved amaranthus, giant amaranthus, narrow-leaved water chestnut, large ragweed, Ambrosia artemisifolia, artemisia, artemisia, common radish, Japanese ragweed, ragweed, corngrass, turnip, long-leaved brome, lettuce, common sowweed, Japanese spinach, giant ragweed, Japanese crabgrass, broadleaf rush, sunflower, American courgette, plantain (Pla ntago lanceolata), hijiki, Urochloa panicoides, Paspalum sieboldii (Brachi aria eruciformis, brown bromegrass, Chloris elata, Chloris truncata, Chloris virgata, Cynodon hirsutus, Lactuca saligna, Leptochloa virgata, Paspalum paniculatum, and Tridax procumbens, as well as microtubule assembly inhibitor-resistant barnyardgrass, annual bluegrass, wild oat, black foxtail, common amberjack, green foxtail, western sorghum, common foxtail, Japanese corn, Japanese cornstarch, and Fumaria densiflora. densifloria), auxin herbicide-resistant barnyardgrass, barnyardgrass, narrow-leaved amaranthus, narrow-leaved water chestnut, ragweed, broom tree, wild radish, Chenopodim album, mustard, raspberry, lettuce, field mustard, sowweed, chickweed, cottonwort, knapweed, northern crabgrass, Japanese boxwood, perilla, white spotted grass, cleaver, Hirschifeldia incana, yellow arrowhead, Limnocharis erecta, corn poppy, plantain, mountain buttercup, musk thistle (Carduus nutans), dwarf thistle (Carduus pycnocephalus), Centaurea soltitialis, Centaurea stoebe ssp.Micranthos, thorn thistle (Cirsium arvense), Japanese spiderwort (Commelina diffusa), Echinochloa crus-pavonis, American goldenrod (Soliva sessilis) and long-legged sumac (Sphenoclea zeylanica), HPPD inhibitor-resistant giant amaranthus and narrow-leaved water chestnut, PPO inhibitor-resistant snowdrop (Acalypha australis), narrow-leaved water chestnut, giant amaranthus, beetroot, narrow-leaved water chestnut, Ambrosia artemisiifolia, wild oat, giant ragweed, hornwort, false daisy and Japanese holly, carotenoid biosynthesis inhibitor-resistant Hydrilla verticillata), wild radish, Japanese anemone and barnyardgrass, VLCFA inhibitor-resistant black grass, oat and barnyardgrass.

[0326] The herbicidal composition is suitable for controlling / controlling common harmful plants in fields where useful plants (i.e., crops) are to be planted. The mixture of the present invention is generally suitable for burning down undesirable vegetation in the fields of the following crops: Cereal crops, including, for example, cereals (small grain crops), such as wheat and wheat-like crops, for example durum wheat, einkorn (T. monococcum), emmer wheat (T. dicoccon) and spelt (T. spelta), rye, triticale, barley; maize (Zea mays; Zucc. sorghum); sorghum (e.g. Sorghum bicolour); rice (Oryza species, for example Rice and Oryza glaberrima); and sugarcane; Legumes (Fabaceae), such as soybean, peanut, and pulse crops, such as peas, including pea, pigeon pea, and cowpea, beans, including broad beans, Vigna species, and Phaseolus species, and Lens culinaris var.; Brassicaceae, including for example canola, oilseed rape (OSR, Brassica napus), cabbage var. (B. oleracea var.), mustard, e.g., B. juncea, B. campestris, B. narinosa, black mustard, and Brassica tournefortii and turnip var.; Other broadleaf crops, including for example sunflower, cotton, flax, linseed, sugar beet, potato, and tomato; TNV-crops (TNV: Trees, Nuts and Vines) including, for example, grapes, citrus fruits, pome fruits such as apples and pears, coffee, pistachios and oil palm, stone fruits such as peaches, almonds, walnuts, olives, cherries, plums and apricots; Turfgrass, pasture grasses, and rangeland grasses; Onion and garlic; bulbous ornamental plants, such as tulips and daffodils; Coniferous and deciduous trees, such as pine, fir, oak, maple, dogwood, hawthorn, hawthorn, and rhamnus (buckthorn); and Garden ornamentals such as roses, petunias, marigolds, and snapdragons.

[0327] In one embodiment, the method for controlling undesirable vegetation is applied to cultivated rice, corn, pulse crops, cotton, canola, small grains, soybeans, peanuts, sugarcane, sunflowers, plantation crops, tree crops, nuts, or grapes. In another embodiment, the method is applied to a cultivated crop selected from glufosinate-tolerant crops.

[0328] The herbicide is particularly suitable for burning down unwanted vegetation in fields of the following crop plants: small grain crops, such as wheat, barley, rye, triticale and durum wheat, rice, maize (corn), sugarcane, sorghum, soybeans, pulse crops, such as peas, beans and lentils, groundnuts, sunflowers, sugar beets, potatoes, cotton, cruciferous crops, such as rape, canola, mustard, cabbage and turnips, Turf grass, pasture grass, rangeland grass, grapes, pome fruits such as apples and pears, stone fruits such as peaches, almonds, walnuts, pecans, olives, cherries, plums and apricots, citrus fruits, coffee, pistachios, garden ornamentals such as roses, petunias, marigolds, snapdragons, bulb ornamentals such as tulips and daffodils, coniferous and deciduous trees such as pine, fir, oak, maple, dogwood, hawthorn, hawthorn, and buckthorn.

[0329] The herbicidal compositions are most suitable for burning down undesirable vegetation in fields of the following crop plants: small grain crops such as wheat, barley, rye, triticale and durum wheat, rice, corn, sugarcane, soybeans, pulse crops such as peas, beans and lentils, groundnuts, sunflowers, cotton, cruciferous crops such as oilseed rape, canola, turfgrass, pasture grass, rangeland grass, grapes, stone fruits such as peas, almonds, walnuts, pecans, olives, cherries, plums and apricots, citrus fruits and pistachios.

[0330] The present invention also relates to plant propagation material comprising the herbicide composition, as well as methods of treating plant propagation material comprising treating the plant propagation material with the herbicide composition.

[0331] For the treatment of plant propagation material, such as seeds, for example by dusting, coating or drenching the seeds, an amount of glufosinate or a salt thereof of 0.1 to 1000 g, preferably 1 to 1000 g, more preferably 1 to 100 g, most preferably 5 to 100 g per 100 kilograms of plant propagation material (preferably seeds) is generally required.

[0332] The treatment of plant propagation material includes a step of contacting the plant propagation material with a herbicide composition. The contacting can be carried out by any procedure familiar to those skilled in the art based on the herbicide composition (seed dressing, seed coating, seed dusting, seed soaking, seed film coating, seed multi-coating, seed encrusting, seed dripping, and seed pelleting). Here, the herbicide composition can be applied diluted or undiluted. The term "seed" includes all types of seeds, such as corn seeds, fruits, tubers, seedlings, and similar forms. Preferably, the term "seed" refers to corn and seeds. The seeds used may be seeds of the useful plants mentioned above, as well as seeds of transgenic plants or plants obtained by conventional breeding methods. Preferably, the term "seed" refers to seeds of modified plants that are resistant to glufosinate.

[0333] Further objects of the present invention are the use of an amine component to increase the herbicidal activity of a liquid herbicide composition comprising glufosinate or a salt thereof and a compound of formula (I), and a method for increasing the herbicidal activity of a liquid herbicide composition comprising glufosinate or a salt thereof and a compound of formula (I), the method comprising contacting the liquid herbicide composition with an amine component. The term "increasing herbicidal activity" refers to an increase in control of undesirable vegetation compared to a composition lacking the amine component. The increase in control rate can typically be at least 10%, preferably at least 25%, compared to a composition lacking the amine component. In the application method, contacting typically refers to incorporating the amine component into the composition.

[0334] Advantages: The herbicide composition has enhanced biological effectiveness against undesirable vegetation compared to liquid glufosinate formulations containing the compound of formula (I) but without the amine component. Another advantage is reduced damage to certain crop plants and defoliation of other crop plants by the herbicide composition. Further advantages are higher glufosinate loadings, lower application rates, and higher maximum concentrations of the compound of formula (I). [Example]

[0335] The following examples illustrate the invention. component: Pesticide A: Glufosinate ammonium salt Adjuvant A: Aqueous solutions of alkyl polyglycosides based on C8-C19 alcohols Additive A: Sodium lauryl ether sulfate containing two molecules of polymerized ethylene oxide, 70% by weight in water.

[0336] [Example 1] Preparation of Herbicidal Compositions and Comparative Compositions Four compositions according to the invention, A1 to A4, and four comparative compositions, AC1 to AC4, were prepared by mixing the ingredients in the concentrations provided in Tables A and B.

[0337] [Table 1]

[0338] [Table 2]

[0339] [Example 2] Biological testing on crop plants Compositions A1 to A4 and AC1 to AC4 prepared in Example 1 were tested for their biological effect on spring barley, barley variety Adonis, and soybean, soybean variety Sultana crops. For this purpose, spring barley was grown to growth stage 12 / 13 according to the BBCH scale. Soybean plants were grown to growth stage 14 / 15 according to the BBCH scale. Immediately before application, plants were watered as needed. Application of the herbicide compositions was carried out in a spray chamber. The herbicide compositions were diluted with water and applied at a rate of 200 liters per hectare. The application rates of pesticide A are listed in Tables C, D, E, and F. After application, the plants were kept in a drying tunnel (air flow rate 3000 m / s) for a minimum of 30 minutes. 3 / h), allowing the plant surfaces to dry completely before placing them in a greenhouse. Herbicidal activity was evaluated by assigning a score to the treated plants compared to untreated control plants 7 and 20 days after treatment (Tables C, D, E, and F). The rating scale ranges from 0% to 100% activity. 100% activity means complete death of at least the aboveground portion of the plant. Conversely, 0% activity means no difference between treated and untreated plants. Experiments performed on the same day and at the same time have the same letter in parentheses in Tables C, D, E, and F.

[0340] [Table 3]

[0341] [Table 4]

[0342] [Table 5]

[0343] [Table 6]

[0344] [Example 3] Biological testing of Echinacea crus-galli Compositions A1 to A4 and AC1 to AC4 prepared in Example 1 were tested for their biological effect on Echinacea crus-galli. For this purpose, the weeds were grown to growth stage 16 / 18 according to the BBCH scale. Immediately before application, the plants were watered as needed. Application of the herbicide compositions was carried out in a spray chamber. The herbicide compositions were diluted with water and applied at a rate of 200 liters per hectare. The application rates of pesticide A are listed in Tables G and H. After application, the plants were kept in a drying tunnel (air flow rate 3000 m) for a minimum of 30 minutes. 3 / h), allowing the plant surfaces to dry completely before placing them in a greenhouse. Herbicidal activity was evaluated by assigning a score to the treated plants compared to untreated control plants 7 and 20 days after treatment (Tables G and H). The rating scale ranges from 0% to 100% activity. 100% activity means complete death of at least the aboveground parts of the plants. Conversely, 0% activity means no difference between treated and untreated plants. Experiments performed on the same day and at the same time have the same letter in parentheses in Tables G and H.

[0345] [Table 7]

[0346] [Table 8]

[0347] [Example 4] Biological tests on the white spotted grasshoppers Compositions A1 to A4 and AC1 to AC4 prepared in Example 1 were tested for their biological effectiveness against white spotted grasshoppers. For this purpose, the weeds were grown to growth stage 12 / 13 according to the BBCH scale. Immediately before application, the plants were watered as needed. Application of the herbicide compositions was carried out in a spray chamber. The herbicide compositions were diluted with water and applied at a rate of 200 liters per hectare. The application rates of pesticide A are listed in Tables L and M. After application, the plants were kept in a drying tunnel (air flow rate 3000 m) for a minimum of 30 minutes. 3 / h), allowing the plant surfaces to dry completely before placing them in a greenhouse. Herbicidal activity was evaluated by assigning a score to the treated plants compared to untreated control plants 7 and 20 days after treatment (Tables L and M). The rating scale ranges from 0% to 100% activity. 100% activity means complete death of at least the aboveground parts of the plants. Conversely, 0% activity means no difference between treated and untreated plants. Experiments performed on the same day and at the same time have the same letter in parentheses in Tables L and M.

[0348] [Table 9]

[0349] [Table 10]

[0350] [Example 5] Biological tests for velvetleaf Compositions A1 to A4 and AC1 to AC4 prepared in Example 1 were tested for their biological effect on velvetleaf. For this purpose, weeds were grown to growth stage 14 / 15 according to the BBCH scale. Immediately before application, plants were watered as needed. Application of the herbicide compositions was carried out in a spray chamber. The herbicide compositions were diluted with water and applied at a rate of 200 liters per hectare. The application rates of pesticide A are listed in Tables N and O. After application, the plants were kept in a drying tunnel (air flow rate 3000 m) for a minimum of 30 minutes. 3 / h), allowing the plant surface to dry completely before placing them in a greenhouse. Herbicidal activity was evaluated by assigning a score to the treated plants compared with untreated control plants 7 and 20 days after treatment (Tables N and O). The rating scale ranges from 0% to 100% activity. 100% activity means complete death of at least the aboveground parts of the plants. Conversely, 0% activity means no difference between treated and untreated plants. Experiments performed on the same day and at the same time have the same letter in parentheses in Tables N and O.

[0351] [Table 11]

[0352] [Table 12]

[0353] [Example 6] Biological test for Setaria macrostachya Compositions A1 to A4 and AC1 to AC4 prepared in Example 1 were tested for their biological effect on Setaria macrostacha. For this purpose, the weeds were grown to growth stage 12 / 13 according to the BBCH scale. Immediately before application, the plants were watered as needed. Application of the herbicide compositions was carried out in a spray chamber. The herbicide compositions were diluted with water and applied at a rate of 200 liters per hectare. The application rates of pesticide A are listed in Tables P and Q. After application, the plants were kept in a drying tunnel (air flow rate 3000 m) for a minimum of 30 minutes. 3 / h) to allow the plant surface to dry completely before placing them in a greenhouse. Herbicidal activity was evaluated by assigning a score to the treated plants compared with untreated control plants 7 and 20 days after treatment (Tables P and Q). The rating scale ranges from 0% to 100% activity. 100% activity means complete death of at least the aboveground parts of the plants. Conversely, 0% activity means no difference between treated and untreated plants. Experiments performed on the same day and at the same time have the same letter in parentheses in Tables P and Q.

[0354] [Table 13]

[0355] [Table 14]

[0356] [Example 7] Biological testing for Bassia scoparia Compositions A1 to A4 and AC1 to AC4 prepared in Example 1 were tested for their biological effect on Kochia japonica. For this purpose, the weeds were grown to growth stage 14 / 15 according to the BBCH scale. Immediately before application, the plants were watered as needed. Application of the herbicide compositions was carried out in a spray chamber. The herbicide compositions were diluted with water and applied at a rate of 200 liters per hectare. The application rates of pesticide A are listed in Tables R and S. After application, the plants were kept in a drying tunnel (air flow rate 3000 m) for a minimum of 30 minutes. 3 / h) to allow the plant surface to dry completely before placing them in a greenhouse. Herbicidal activity was evaluated by assigning a score to the treated plants compared to untreated control plants 7 and 20 days after treatment (Tables R and S). The rating scale ranges from 0% to 100% activity. 100% activity means complete death of at least the aboveground portion of the plant. Conversely, 0% activity means no difference between treated and untreated plants. Experiments performed on the same day and at the same time have the same letter in parentheses in Tables R and S.

[0357] [Table 15]

[0358] [Table 16]

Claims

1. a) glufosinate or a salt thereof, b) an amine component selected from primary, secondary, and tertiary amines and their ammonium salts, and quaternary ammonium salts, wherein the molecular weight of the primary, secondary, or tertiary amine, the ammonium cation in the ammonium salt, or the quaternary ammonium cation in the quaternary ammonium salt is 32 to 200 g / mol; c) a 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, Each A is independently 【Chemistry 1】 It is the basis, where: R A , R B , R C and R D are independently H, CH 3 or CH 2 CH 3 where R A , R B , R C and R D The total number of C atoms is at most 2, M + is a monovalent cation, The subscript x is a number between 1 and 10.

1. A liquid herbicide composition comprising: A liquid herbicide composition, wherein the amine component is an amine selected from ethanolamine, diglycolamine, 1-aminopropan-2-ol, and 2-dimethylaminoethanol, or an ammonium salt thereof, or a salt of trishydroxyethylmethylammonium.

2. 2. The composition of claim 1, wherein the subscript x is 1 to 3.

3. R A , R B , R C and R D 3. The composition of claim 1, wherein

4. M + Na + 4. The composition according to claim 1, wherein

5. 5. The composition according to any one of claims 1 to 4, wherein the pH is between 6 and 10.

6. 6. The composition of claim 1, wherein the amine component is a chloride, sulfate, sulfonate, or methylsulfonate salt of a primary, secondary, or tertiary ammonium cation.

7. 7. The composition of any one of claims 1 to 6, wherein component a) is the ammonium salt of glufosinate.

8. a) 5 to 50% by weight of glufosinate, (L)-glufosinate or a salt thereof; b) 5 to 50 wt. % of an amine component; c) 5 to 60% by weight of a compound of formula (I) 8. The composition of any one of claims 1 to 7, comprising:

9. 9. The composition of claim 1, wherein the amine component is ethanolamine.

10. 10. The composition according to claim 1, further comprising a second pesticide active ingredient selected from the herbicides and safeners C) of classes b1) to b15).

11. A method for increasing the herbicidal activity of a liquid herbicide composition comprising glufosinate or a salt thereof described in any one of claims 1 to 10 and a compound of formula (I), the method comprising a step of contacting the liquid herbicide composition with an amine component described in any one of claims 1 to 9.

12. 12. A method of treating plant propagation material, comprising treating the plant propagation material with a herbicide composition according to any one of claims 1 to 11.

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