Herbicidal composition comprising uracil

Abstract

The present invention relates to a herbicidal composition comprising at least one uracil of formula (I), wherein the variables are defined as given in the description, and at least one isoxazoline of formula (II), wherein the variables are defined as given in the description. # imgabs0 #

Description

[0001] The present invention relates to a herbicidal composition comprising at least one uracil of formula (I) and at least one isoxazoline of formula (II).

[0002] In the case of crop protection compositions, it is in principle desirable to increase the specific activity of the active compounds and the reliability of the effect. In particular, it is desirable that the crop protection composition effectively controls harmful plants, but is at the same time compatible with the useful plants under discussion. It is also desirable to allow a broad-spectrum activity for the simultaneous control of harmful plants. Usually, this cannot be achieved using a single herbicidal active compound.

[0003] For many highly effective herbicides, the problem is that their compatibility with useful plants, in particular dicotyledonous crop plants (such as cotton, rapeseed) and gramineous plants (such as barley, millet, maize, rice, wheat and sugar cane), is not always satisfactory, i.e. in addition to harmful plants, the crop plants are also damaged to an intolerable extent. By reducing the application rate, the useful plants are spared; however, naturally, the degree of control of harmful plants is also reduced.

[0004] Usually, the problem is that herbicides can only be applied within a narrow time frame in order to achieve the desired herbicidal action, which time frame can be unpredictably affected by weather conditions.

[0005] It is well known that specific combinations of herbicides with different specific activities result in an enhancement of the activity of the herbicide components in the sense of a synergistic effect. In this way, the application rate of the herbicidal active compounds required for controlling harmful plants can be reduced.

[0006] Furthermore, it is well known that in some cases the combined application of herbicides with specific action and organic active compounds, some of which may also have herbicidal activity, allows for better compatibility with crop plants. In these cases, the active compounds act as antidotes or antagonists and are also referred to as safeners, since they reduce or even prevent damage to crop plants.

[0007] Uracils of formula (I), herbicidal compositions comprising them and processes for preparing such uracils of formula (I) have been described in WO 2017 / 202768.

[0008] Herbicidal compositions comprising isoxazolines of formula (II) have been described, for example, in WO 2020 / 114932, WO2021 / 01273 and WO 2022 / 24486.

[0009] The object of the present invention is to provide herbicidal compositions which are highly active against unwanted harmful plants. At the same time, these compositions should have good compatibility with useful plants. Furthermore, the compositions according to the invention should have a broad spectrum of activity.

[0010] This object and further objects are achieved by the following herbicidal compositions.

[0011] Accordingly, the present invention relates to a herbicidal composition comprising:

[0012] A) at least one uracil of formula (I)

[0013]

[0014] wherein,

[0015] R 1 is H or halogen;

[0016] R 2 is halogen;

[0017] R 3 is H or CH3;

[0018] R 4 is H or C1-C6-alkyl; and

[0019] X is C or N;

[0020] including its agriculturally acceptable salts;

[0021] and

[0022] B) at least one isoxazoline of formula (II)

[0023]

[0024] wherein,

[0025] R A is halogen;

[0026] R B is halogen;

[0027] R C is CH3, CH=CH2 or OCH3;

[0028] R D is H or C1-C3-alkyl;

[0029] Z is selected from Z-1 or Z-2:

[0030]

[0031] wherein,

[0032] * represents the point of attachment to the amino group;

[0033] ** represents the point of attachment to the carbonyl group;

[0034] including its agriculturally acceptable salts.

[0035] The invention particularly relates to compositions in the form of agrochemical compositions having herbicidal activity, which comprise a herbicidally effective amount of a combination of active compounds and also at least one liquid and / or solid carrier and / or one or more surfactants, and (if desired) one or more further auxiliaries customary in agrochemical compositions, as defined above, the combination of active compounds comprising at least one uracil of formula (I) and at least one isoxazoline of formula (II).

[0036] The invention further relates to compositions in the form of agrochemical compositions formulated as 1-component compositions, which comprise a combination of active compounds and at least one solid or liquid carrier and / or one or more surfactants, and (if desired) one or more further auxiliaries customary in agrochemical compositions, the combination of active compounds comprising at least one uracil of formula (I) and at least one isoxazoline of formula (II).

[0037] The invention further relates to compositions in the form of agrochemical compositions formulated as 2-component compositions, which comprise a first component and a second component, the first component comprising at least one uracil of formula (I), a solid or liquid carrier and / or one or more surfactants, and the second component comprising at least one isoxazoline of formula (II), a solid or liquid carrier and / or one or more surfactants, where additionally these two components can also comprise further auxiliaries customary in agrochemical compositions.

[0038] Surprisingly, the compositions according to the invention comprising at least one uracil of formula (I) and at least one isoxazoline of formula (II) have a better herbicidal activity (i.e. better activity against harmful plants) or a broader activity spectrum than would be expected based on the herbicidal activity observed for the individual compounds.

[0039] The herbicidal activity to be expected for a mixture of the individual compounds can be calculated using the Colby formula (see below). If the observed activity exceeds the expected additive activity of the individual compounds, this is referred to as the presence of synergism.

[0040] Furthermore, the time frame within which the desired herbicidal action can be achieved can be extended by the compositions according to the invention comprising at least one uracil of formula (I) and at least one isoxazoline of formula (II). Compared with single compounds, this allows more flexible timing of the application of the compositions according to the invention.

[0041] Compositions according to the invention which simultaneously comprise at least one uracil of formula (I) and at least one isoxazoline of formula (II) also have better compatibility with useful plants.

[0042] The invention further relates to a method for controlling unwanted vegetation, in particular a method for controlling unwanted vegetation outside cultivated crop plants.

[0043] The invention also relates to a method for dehydrating or defoliating plants.

[0044] As used herein, the terms "unwanted vegetation" and "harmful plants" are synonyms.

[0045] If the isoxazolines of formula (II) as described herein can form geometric isomers, such as E / Z isomers, then both the pure isomers and their mixtures can be used in the compositions according to the invention.

[0046] If the uracils of formula (I) or the isoxazolines of formula (II) as described herein have one or more chiral centers and thus exist as enantiomers or diastereoisomers, then both the pure enantiomers and diastereoisomers and their mixtures can be used in the compositions according to the invention.

[0047] If the uracils of formula (I) or the isoxazolines of formula (II) as described herein have ionizable functional groups, then they can also be used in their agriculturally acceptable salt forms. Suitable are generally those salts of cations and those acid addition salts of acids whose cations and anions respectively have no adverse effect on the activity of the active compound.

[0048] Preferred cations are ions of alkali metals, preferably ions of lithium, sodium and potassium, ions of alkaline earth metals, preferably ions of calcium and magnesium, and ions of transition metals, preferably ions of manganese, copper, zinc and iron, furthermore ammonium and substituted ammonium in which one to four 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, tri(isopropyl)ammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammonium, tetraethylammonium, ammonium (diethanolamine salt), tris(2-hydroxyethyl)ammonium (triethanolamine salt), tris(2-hydroxypropyl)ammonium, benzyltrimethylammonium, benzyltriethylammonium, N,N,N-trimethylethanolammonium (choline salt), furthermore phosphonium ions, sulfonium ions, preferably tri(C1-C4-alkyl)sulfonium, such as trimethylsulfonium, and sulfoxonium ions, preferably tri(C1-C4-alkyl)sulfoxonium, and finally salts of polyamines such as N,N-bis-(3-aminopropyl)methylamine and diethylenetriamine.

[0049] Useful anions of the acid addition salts are primarily chloride, bromide, fluoride, iodide, hydrogensulfate, methylsulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, nitrate, hydrogencarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and also the anions of C1-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate.

[0050] Further embodiments of the invention are evident from the claims, the description and the examples. It is to be understood that the features of the subject matter of the invention mentioned above and still to be described below can be applied not only in the combination given in each case, but also in other combinations without departing from the scope of the invention.

[0051] In the variable R 1 , R 2 , R 4 , R A , R B and R D The organic moieties mentioned in the definitions of , like the term halogen, are collective terms for individual enumerations of the individual group members.

[0052] The term halogen denotes in each case fluorine, chlorine, bromine or iodine.

[0053] All hydrocarbon chains (i.e. all alkyl groups) may be straight or branched, and the prefix C n -C mrepresents the possible number of carbon atoms in the group in each case.

[0054] Examples of such meanings are:

[0055] - C1-C3-alkyl: CH3, C2H5, n-propyl, and CH(CH3)2;

[0056] - C1-C4-alkyl: the C1-C3-alkyl mentioned above, as well as n-butyl, CH(CH3)-C2H5, CH2-CH(CH3)2, and C(CH3)3;

[0057] -C1-C6-alkyl: the C1-C4-alkyl mentioned above, and also, for example, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 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, or 1-ethyl-2-methylpropyl, preferably methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1,1-dimethylethyl, n-pentyl, or n-hexyl;

[0058] The preferred embodiments of the present invention mentioned below should be understood to be preferred either independently of each other or in combination with each other.

[0059] According to a preferred embodiment of the present invention, those uracils having the formula (I) are preferred, wherein the variables independently of each other or in combination with each other have the following meanings:

[0060] Preferred is a uracil having the formula (I), wherein

[0061] R 1 is F or Cl;

[0062] Particularly preferred is F.

[0063] Preferred is a uracil having the formula (I), wherein

[0064] R 2 is Cl or Br;

[0065] Particularly preferred is Cl.

[0066] Preferred is a uracil having the formula (I), wherein

[0067] R 3 is H.

[0068] Preferably, the uracil has the formula (I), wherein

[0069] R 4 is H, CH3 or C2H5;

[0070] Particularly preferably, it is H or C2H5;

[0071] More preferably, it is H;

[0072] Even more preferably, it is C2H5.

[0073] Preferably, the uracil has the formula (I), wherein

[0074] X is C;

[0075] Also preferably, it is N.

[0076] According to a preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, uracil having the formula (I.1) (corresponding to the uracil having the formula (I), wherein R 1 is F, R 2 is Cl, R 3 is H, R 4 is H and X is C):

[0077]

[0078] According to a preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, uracil having the formula (I.2) (corresponding to the uracil having the formula (I), wherein R 1 is F, R 2 is Cl, R 3 is H, R 4 is CH3 and X is C):

[0079]

[0080] According to a preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, uracil having the formula (I.3) (corresponding to the uracil having the formula (I), wherein R 1 is F, R 2 is Cl, R 3 is H, R 4 is C2H5 and X is C):

[0081]

[0082] According to a preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, uracil having the formula (I.4) (corresponding to the uracil having the formula (I), wherein R1 is F, R 2 is Cl, R 3 is H, R 4 is H and X is N):

[0083]

[0084] According to a preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, uracil of formula (I.5) as component A (corresponding to the uracil of formula (I) in which R 1 is F, R 2 is Cl, R 3 is H, R 4 is CH3 and X is N):

[0085]

[0086] According to a preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, uracil of formula (I.6) as component A (corresponding to the uracil of formula (I) in which R 1 is F, R 2 is Cl, R 3 is H, R 4 is C2H5 and X is N):

[0087]

[0088] According to a preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, uracil of formula (I.7) as component A (corresponding to the uracil of formula (I) in which R 1 is F, R 2 is Br, R 3 is H, R 4 is H and X is N):

[0089]

[0090] According to a preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, uracil of formula (I.8) as component A (corresponding to the uracil of formula (I) in which R 1 is F, R 2 is Br, R 3 is H, R 4 is CH3 and X is N):

[0091]

[0092] According to a preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, uracil of formula (I.9) (corresponding to the uracil of formula (I) in which R 1 is F, R 2 is Br, R 3 is H, R 4 is C2H5 and X is N):

[0093]

[0094] According to a preferred embodiment of the present invention, those isoxazolines of formula (II) are preferred, in which the variables independently of one another or in combination with one another have the following meanings:

[0095] Preferred are isoxazolines of formula (II) in which

[0096] R A is F or Cl;

[0097] Particularly preferably F.

[0098] Preferred are isoxazolines of formula (II) in which

[0099] R B is F or Cl;

[0100] Particularly preferably F.

[0101] Also preferred are isoxazolines of formula (II) in which

[0102] R C is CH3 or CH=CH2;

[0103] Particularly preferably CH3;

[0104] Also particularly preferably CH=CH2.

[0105] Also preferred are isoxazolines of formula (II) in which

[0106] R D is C1-C3-alkyl;

[0107] Particularly preferably CH3;

[0108] Also preferably H or CH3;

[0109] Particularly preferably H;

[0110] Also particularly preferably CH3.

[0111] Also preferred are isoxazolines of formula (II) in which

[0112] Z is Z-1

[0113]

[0114] wherein, * represents the attachment point to the amino group;

[0115] ** represents the attachment point to the carbonyl group.

[0116] It is further preferred to have an isoxazoline of formula (II), wherein

[0117] Z is Z-2

[0118]

[0119] wherein, * represents the attachment point to the amino group;

[0120] ** represents the attachment point to the carbonyl group.

[0121] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline of formula (II.1) (corresponding to the isoxazoline of formula (II), wherein R A and R B is F, R C is CH=CH2, R D is CH3 and Z is Z-1):

[0122]

[0123] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline of formula (II.1.cis) (corresponding to the isoxazoline of formula (II), wherein R A and R B is F, R C is CH=CH2, R D is CH3 and Z is Z-1, and the substituents at Z-1 are "cis" to each other):

[0124]

[0125] According to another preferred embodiment of the present invention, the composition comprises at least one isoxazoline of formula (II.1.cis.A), which corresponds to methyl (2S,4S)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazol-5-carbonyl]amino]tetrahydrofuran-2-carboxylate (CAS 2254813-53-9):

[0126]

[0127] According to another preferred embodiment of the present invention, the composition comprises, as component B, at least one isoxazoline having the formula (II.1.cis.B), which corresponds to methyl (2R,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazol-5-carbonyl]amino]tetrahydrofuran-2-carboxylate (CAS 2254752-21-9):

[0128]

[0129] The isoxazolines having the formulae (II.1.cis.A) and (II.1.cis.B) as described herein also include different forms of each diastereoisomer, for example, the crystalline forms as described in, for example, WO 2021 / 185806.

[0130] According to another preferred embodiment of the present invention, the composition contains an isoxazoline having the formula (II.1.cis.A) as component B.

[0131] According to another particularly preferred embodiment of the present invention, the composition contains an isoxazoline having the formula (II.1.cis.B) as component B.

[0132] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers comprising 30%-60% of an isoxazoline having the formula (II.1.cis.A) and 70%-40% of an isoxazoline having the formula (II.1.cis.B), both isoxazolines as defined herein.

[0133] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers consisting of 30%-60% of an isoxazoline having the formula (II.1.cis.A) and 70%-40% of an isoxazoline having the formula (II.1.cis.B), both isoxazolines as defined herein.

[0134] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers comprising 40%-50% of an isoxazoline having the formula (II.1.cis.A) and 60%-50% of an isoxazoline having the formula (II.1.cis.B), both isoxazolines as defined herein.

[0135] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers consisting of 40%-50% of an isoxazoline having the formula (II.1.cis.A) and 60%-50% of an isoxazoline having the formula (II.1.cis.B), both isoxazolines as defined herein.

[0136] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers comprising 50%-60% of an isoxazoline having the formula (II.1.cis.A) and 50%-40% of an isoxazoline having the formula (II.1.cis.B), both isoxazolines being as defined herein.

[0137] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers consisting of 50%-60% of an isoxazoline having the formula (II.1.cis.A) and 50%-40% of an isoxazoline having the formula (II.1.cis.B), both isoxazolines being as defined herein.

[0138] According to another preferred embodiment of the present invention, the composition comprises, as component B, a racemic mixture of an isoxazoline having the formula (II.1.cis.A) and an isoxazoline having the formula (II.1.cis.B), both isoxazolines being as defined herein. Such a specific component B is also referred to as "ISOX-8" (see Table ISOX below), which refers to isoxazoline (II.1.cis) in which (II.1.cis.A)+(II.1.cis.B) are present in a ratio of 50:50.

[0139] According to another preferred embodiment of the present invention, the composition comprises, as component B, ISOX-8, i.e., a racemic mixture consisting of an isoxazoline having the formula (II.1.cis.A) and an isoxazoline having the formula (II.1.cis.B), both isoxazolines being as defined herein.

[0140] According to another preferred embodiment of the present invention, the composition comprises, as component B, at least one, preferably exactly one, isoxazoline having the formula (II.2) (corresponding to the isoxazoline having the formula (II) in which R A and R B is F, R C is CH3, R D is CH3 and Z is Z-1):

[0141]

[0142] According to another preferred embodiment of the present invention, the composition comprises, as component B, at least one, preferably exactly one, isoxazoline having the formula (II.2.cis) (corresponding to the isoxazoline having the formula (II) in which R A and R B is F, R C is CH3, R D is CH3 and Z is Z-1, where the substituents at Z-1 are "cis" to each other):

[0143]

[0144] According to another preferred embodiment of the present invention, the composition comprises at least one isoxazoline having the formula (II.2.cis.A) as component B, which corresponds to methyl (2S,4S)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazol-5-carbonyl]amino]tetrahydro-furan-2-carboxylate:

[0145]

[0146] According to another preferred embodiment of the present invention, the composition comprises at least one isoxazoline having the formula (II.2.cis.B) as component B, which corresponds to methyl (2R,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazol-5-carbonyl]amino]tetrahydro-furan-2-carboxylate:

[0147]

[0148] According to another preferred embodiment of the present invention, the composition comprises as component B a mixture of diastereoisomers comprising 30%-60% of the isoxazoline having the formula (II.2.cis.A) and 70%-40% of the isoxazoline having the formula (II.2.cis.B), both isoxazolines as defined herein.

[0149] According to another preferred embodiment of the present invention, the composition comprises as component B a mixture of diastereoisomers consisting of 30%-60% of the isoxazoline having the formula (II.2.cis.A) and 70%-40% of the isoxazoline having the formula (II.2.cis.B), both isoxazolines as defined herein.

[0150] According to another preferred embodiment of the present invention, the composition comprises as component B a mixture of diastereoisomers comprising 40%-50% of the isoxazoline having the formula (II.2.cis.A) and 60%-50% of the isoxazoline having the formula (II.2.cis.B), both isoxazolines as defined herein.

[0151] According to another preferred embodiment of the present invention, the composition comprises as component B a mixture of diastereoisomers consisting of 40%-50% of the isoxazoline having the formula (II.2.cis.A) and 60%-50% of the isoxazoline having the formula (II.2.cis.B), both isoxazolines as defined herein.

[0152] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers comprising 50%-60% of an isoxazoline having the formula (II.2.cis.A) and 50%-40% of an isoxazoline having the formula (II.2.cis.B), both isoxazolines being as defined herein.

[0153] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers consisting of 50%-60% of an isoxazoline having the formula (II.2.cis.A) and 50%-40% of an isoxazoline having the formula (II.2.cis.B), both isoxazolines being as defined herein.

[0154] According to another preferred embodiment of the present invention, the composition comprises, as component B, a racemic mixture comprising an isoxazoline having the formula (II.2.cis.A) and an isoxazoline having the formula (II.2.cis.B), both isoxazolines being as defined herein.

[0155] According to another preferred embodiment of the present invention, the composition comprises, as component B, a racemic mixture consisting of an isoxazoline having the formula (II.2.cis.A) and an isoxazoline having the formula (II.2.cis.B), both isoxazolines being as defined herein.

[0156] According to another preferred embodiment of the present invention, the composition comprises, as component B, at least one, preferably exactly one, isoxazoline having the formula (II.3) (corresponding to the isoxazoline having the formula (II) in which R A and R B is F, R C is CH═CH2, R D is OH and Z is Z-1):

[0157]

[0158] According to another preferred embodiment of the present invention, the composition comprises, as component B, at least one, preferably exactly one, isoxazoline having the formula (II.3.cis) (corresponding to the isoxazoline having the formula (II) in which R A and R B is F, R C is CH═CH2, R D is OH and Z is Z-1, where the substituents at Z-1 are "cis" to each other):

[0159]

[0160] According to another preferred embodiment of the present invention, the composition comprises at least one isoxazoline having the formula (II.3.cis.A) as component B, which corresponds to (2S,4S)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazol-5-carbonyl]amino]tetrahydrofuran-2-carboxylic acid:

[0161]

[0162] According to another preferred embodiment of the present invention, the composition comprises at least one isoxazoline having the formula (II.3.cis.B) as component B, which corresponds to (2R,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazol-5-carbonyl]amino]tetrahydrofuran-2-carboxylic acid:

[0163]

[0164] According to another preferred embodiment of the present invention, the composition comprises as component B a mixture of diastereoisomers containing 30%-60% of the isoxazoline having the formula (II.3.cis.A) and 70%-40% of the isoxazoline having the formula (II.3.cis.B), both isoxazolines as defined herein.

[0165] According to another preferred embodiment of the present invention, the composition comprises as component B a mixture of diastereoisomers consisting of 30%-60% of the isoxazoline having the formula (II.3.cis.A) and 70%-40% of the isoxazoline having the formula (II.3.cis.B), both isoxazolines as defined herein.

[0166] According to another preferred embodiment of the present invention, the composition comprises as component B a mixture of diastereoisomers containing 40%-50% of the isoxazoline having the formula (II.3.cis.A) and 60%-50% of the isoxazoline having the formula (II.3.cis.B), both isoxazolines as defined herein.

[0167] According to another preferred embodiment of the present invention, the composition comprises as component B a mixture of diastereoisomers consisting of 40%-50% of the isoxazoline having the formula (II.3.cis.A) and 60%-50% of the isoxazoline having the formula (II.3.cis.B), both isoxazolines as defined herein.

[0168] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers comprising 50%-60% of an isoxazoline having the formula (II.3.cis.A) and 50%-40% of an isoxazoline having the formula (II.3.cis.B), both isoxazolines being as defined herein.

[0169] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers consisting of 50%-60% of an isoxazoline having the formula (II.3.cis.A) and 50%-40% of an isoxazoline having the formula (II.3.cis.B), both isoxazolines being as defined herein.

[0170] According to another preferred embodiment of the present invention, the composition comprises, as component B, a racemic mixture comprising an isoxazoline having the formula (II.3.cis.A) and an isoxazoline having the formula (II.3.cis.B), both isoxazolines being as defined herein.

[0171] According to another preferred embodiment of the present invention, the composition comprises, as component B, a racemic mixture consisting of an isoxazoline having the formula (II.3.cis.A) and an isoxazoline having the formula (II.3.cis.B), both isoxazolines being as defined herein.

[0172] According to another preferred embodiment of the present invention, the composition comprises, as component B, at least one, preferably exactly one, isoxazoline having the formula (II.4) (corresponding to the isoxazoline having the formula (II) in which R A and R B is F, R C is CH3, R D is OH and Z is Z-1):

[0173]

[0174] According to another preferred embodiment of the present invention, the composition comprises, as component B, at least one, preferably exactly one, isoxazoline having the formula (II.4.cis) (corresponding to the isoxazoline having the formula (II) in which R A and R B is F, R C is CH3, R D is OH and Z is Z-1, where the substituents at Z-1 are "cis" to each other):

[0175]

[0176] According to another preferred embodiment of the present invention, the composition comprises at least one isoxazoline having the formula (II.4.cis.A) as component B, which corresponds to (2S,4S)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazol-5-carbonyl]amino]tetrahydrofuran-2-carboxylic acid:

[0177]

[0178] According to another preferred embodiment of the present invention, the composition comprises at least one isoxazoline having the formula (II.4.cis.B) as component B, which corresponds to (2R,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazol-5-carbonyl]amino]tetrahydrofuran-2-carboxylic acid:

[0179]

[0180] According to another preferred embodiment of the present invention, the composition comprises a mixture of diastereoisomers as component B, containing 30%-60% of the isoxazoline having the formula (II.4.cis.A) and 70%-40% of the isoxazoline having the formula (II.4.cis.B), both isoxazolines being as defined herein.

[0181] According to another preferred embodiment of the present invention, the composition comprises a mixture of diastereoisomers as component B, consisting of 30%-60% of the isoxazoline having the formula (II.4.cis.A) and 70%-40% of the isoxazoline having the formula (II.4.cis.B), both isoxazolines being as defined herein.

[0182] According to another preferred embodiment of the present invention, the composition comprises a mixture of diastereoisomers as component B, containing 40%-50% of the isoxazoline having the formula (II.4.cis.A) and 60%-50% of the isoxazoline having the formula (II.4.cis.B), both isoxazolines being as defined herein.

[0183] According to another preferred embodiment of the present invention, the composition comprises a mixture of diastereoisomers as component B, consisting of 40%-50% of the isoxazoline having the formula (II.4.cis.A) and 60%-50% of the isoxazoline having the formula (II.4.cis.B), both isoxazolines being as defined herein.

[0184] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers comprising 50%-60% of an isoxazoline having the formula (II.4.cis.A) and 50%-40% of an isoxazoline having the formula (II.4.cis.B), both isoxazolines being as defined herein.

[0185] According to another preferred embodiment of the present invention, the composition comprises, as component B, a mixture of diastereoisomers consisting of 50%-60% of an isoxazoline having the formula (II.4.cis.A) and 50%-40% of an isoxazoline having the formula (II.4.cis.B), both isoxazolines being as defined herein.

[0186] According to another preferred embodiment of the present invention, the composition comprises, as component B, a racemic mixture comprising an isoxazoline having the formula (II.4.cis.A) and an isoxazoline having the formula (II.4.cis.B), both isoxazolines being as defined herein.

[0187] According to another preferred embodiment of the present invention, the composition comprises, as component B, a racemic mixture consisting of an isoxazoline having the formula (II.4.cis.A) and an isoxazoline having the formula (II.4.cis.B), both isoxazolines being as defined herein.

[0188] According to another preferred embodiment of the present invention, the composition comprises, as component B, at least one, preferably exactly one, isoxazoline having the formula (II.5) (corresponding to the isoxazoline having the formula (II) in which R A and R B is F, R C is CH=CH2, R D is CH3 and Z is Z-2):

[0189]

[0190] According to another preferred embodiment of the present invention, the composition comprises, as component B, at least one, preferably exactly one, isoxazoline having the formula (II.5.cis) (corresponding to the isoxazoline having the formula (II) in which R A and R B is F, R C is CH=CH2, R D is CH3 and Z is Z-2, where the substituents at Z-2 are "cis" to each other):

[0191]

[0192] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.5.cis.A) as component B, which corresponds to methyl (1R,4S)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylate:

[0193]

[0194] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.5.cis.B) as component B, which corresponds to methyl (1S,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylate:

[0195]

[0196] According to another preferred embodiment of the present invention, the composition comprises a racemic mixture of an isoxazoline having the formula (II.5.cis.A) and an isoxazoline having the formula (II.5.cis.B) as component B, both isoxazolines being as defined herein.

[0197] According to another preferred embodiment of the present invention, the composition comprises a racemic mixture consisting of an isoxazoline having the formula (II.5.cis.A) and an isoxazoline having the formula (II.5.cis.B) as component B, both isoxazolines being as defined herein.

[0198] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.6) as component B (corresponding to the isoxazoline having the formula (II) wherein R A and R B are F, R C is CH3, R D is CH3 and Z is Z-2):

[0199]

[0200] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.6.cis) as component B (corresponding to the isoxazoline having the formula (II) wherein R A and R B are F, R C is CH3, R D is CH3 and Z is Z-2, where the substituents at Z-2 are "cis" to each other):

[0201]

[0202] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.6.cis.A) as component B, which corresponds to methyl (1R,4S)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylate:

[0203]

[0204] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.6.cis.B) as component B, which corresponds to methyl (1S,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylate:

[0205]

[0206] According to another preferred embodiment of the present invention, the composition comprises as component B a racemic mixture comprising an isoxazoline having the formula (II.6.cis.A) and an isoxazoline having the formula (II.6.cis.B), both isoxazolines as defined herein.

[0207] According to another preferred embodiment of the present invention, the composition comprises as component B a racemic mixture consisting of an isoxazoline having the formula (II.6.cis.A) and an isoxazoline having the formula (II.6.cis.B), both isoxazolines as defined herein.

[0208] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.7) as component B (corresponding to the isoxazoline having the formula (II) wherein R A and R B is F, R C is CH=CH2, R D is OH and Z is Z-2):

[0209]

[0210] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.7.cis) as component B (corresponding to the isoxazoline having the formula (II) wherein R A and R B is F, RC is CH=CH2, R D is OH and Z is Z-2, where the substituents at Z-2 are "cis" to each other):

[0211]

[0212] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.7.cis.A) as component B, which corresponds to (1R,4S)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid:

[0213]

[0214] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.7.cis.B) as component B, which corresponds to (1S,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid:

[0215]

[0216] According to another preferred embodiment of the present invention, the composition comprises a racemic mixture of an isoxazoline having the formula (II.7.cis.A) and an isoxazoline having the formula (II.7.cis.B) as component B, both isoxazolines as defined herein.

[0217] According to another preferred embodiment of the present invention, the composition comprises a racemic mixture consisting of an isoxazoline having the formula (II.7.cis.A) and an isoxazoline having the formula (II.7.cis.B) as component B, both isoxazolines as defined herein.

[0218] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.8) (corresponding to the isoxazoline having the formula (II), where R A and R B is F, R C is CH3, R D is OH and Z is Z-2):

[0219]

[0220] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.8.cis) (corresponding to the isoxazoline having the formula (II), where R A and R B is F, R C is CH3, R D is OH and Z is Z-2, where the substituents at Z-2 are "cis" to each other):

[0221]

[0222] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.8.cis.A), which corresponds to (1R,4S)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid:

[0223]

[0224] According to another preferred embodiment of the present invention, the composition comprises at least one, preferably exactly one, isoxazoline having the formula (II.8.cis.B), which corresponds to (1S,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid:

[0225]

[0226] According to another preferred embodiment of the present invention, the composition comprises a racemic mixture of an isoxazoline having the formula (II.8.cis.A) and an isoxazoline having the formula (II.8.cis.B) as component B, both isoxazolines as defined herein.

[0227] According to another preferred embodiment of the present invention, the composition comprises a racemic mixture consisting of an isoxazoline having the formula (II.8.cis.A) and an isoxazoline having the formula (II.8.cis.B) as component B, both isoxazolines as defined herein.

[0228] Particularly preferred isoxazolines having the formula (II) (which are components of the composition according to the present invention as component B) are the isoxazolines having the formula (II.1.cis), (II.5.cis) and (II.8.cis) as defined above and listed below:

[0229] (II.1. cis): Methyl cis-4-[[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4H-isoxazole-5-carbonyl]-amino]tetrahydrofuran-2-carboxylate;

[0230] (II.5. cis): Methyl cis-4-[[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4H-isoxazole-5-carbonyl]-amino]cyclopent-2-ene-1-carboxylate;

[0231] (II.8. cis): cis-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carbonyl]-amino]cyclopent-2-ene-1-carboxylic acid.

[0232] Particularly preferred isoxazolines of formula (II) are as follows:

[0233] ISOX-8, i.e., (II.1. cis), wherein the ratio of (II.1. cis.A) + (II.1. cis.B) is 50:50: Methyl (2RS,4RS)-4-({[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4,5-dihydroisoxazol-5-yl]carbonyl}amino)tetrahydrofuran-2-carboxylate (CAS 2439157-62-5);

[0234] (II.1. cis.A): Methyl (2S,4S)-4-[[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4H-isoxazole-5-carbonyl]-amino]tetrahydrofuran-2-carboxylate; CAS 2254813-53-9;

[0235] (II.1. cis.B): Methyl (2R,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4H-isoxazole-5-carbonyl]-amino]tetrahydrofuran-2-carboxylate (CAS 2254752-21-9);

[0236] (II.5. cis.B): Methyl (1S,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carboxylate;

[0237] (II.8. cis.B): (1S,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid.

[0238] Particularly preferred isoxazolines of formula (II), which are the component B of the composition according to the invention, are the isoxazolines of formula (II.1.cis.A), (II.1.cis.B), (II.5.cis.B), (II.8.cis.B) as defined above and listed below:

[0239] (II.1.cis.A): Methyl (2S,4S)-4-[[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4H-isoxazol-5-carbonyl]amino]tetrahydrofuran-2-carboxylate; CAS 2254813-53-9;

[0240] (II.1.cis.B): Methyl (2R,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4H-isoxazol-5-carbonyl]amino]tetrahydrofuran-2-carboxylate (CAS 2254752-21-9);

[0241] (II.5.cis.B): Methyl (1S,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylate;

[0242] (II.8.cis.B): (1S,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazol-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid.

[0243] According to a particularly preferred embodiment of the invention, the composition contains at least one isoxazoline selected from the group consisting of the following formulas as component B: (II.1.cis.A), (II.1.cis.B), (II.5.cis.B) and (II.8.cis.B).

[0244] According to another particularly preferred embodiment of the invention, component B of the composition according to the invention is a mixture of diastereoisomers consisting of 30% - 60% of the isoxazoline of formula (II.1.cis.A) and 70% - 40% of the isoxazoline of formula (II.1.cis.B), both isoxazolines as defined herein.

[0245] According to another particularly preferred embodiment of the invention, component B of the composition according to the invention is a mixture of diastereoisomers consisting of 40% - 50% of the isoxazoline of formula (II.1.cis.A) and 60% - 50% of the isoxazoline of formula (II.1.cis.B), both isoxazolines as defined herein.

[0246] According to another particularly preferred embodiment of the present invention, component B of the composition according to the present invention is a mixture of diastereomers consisting of 50%-60% of isoxazoline having the formula (II.1.cis.A) and 50%-40% of isoxazoline having the formula (II.1.cis.B), both isoxazolines being as defined herein.

[0247] According to another particularly preferred embodiment of the present invention, component B of the composition according to the present invention is a racemic mixture consisting of isoxazoline having the formula (II.1.cis.A) and isoxazoline having the formula (II.1.cis.B), both isoxazolines being as defined herein.

[0248] Particularly preferred isoxazolines of formula (II) (which are components of the composition according to the present invention) are the isoxazolines as defined above; in particular, the isoxazolines ISOX-1 - ISOX-20 listed in Table ISOX below:

[0249] Table ISOX

[0250] ISOX-number isoxazoline having the formula (II) ISOX-1 (II.1.cis) ISOX-2 (II.1.cis.A) ISOX-3 (II.1.cis.B) ISOX-4 (II.1.cis.A) + (II.1.cis.B) in a ratio of 30:70 ISOX-5 (II.1.cis.A) + (II.1.cis.B) in a ratio of 35:65 ISOX-6 (II.1.cis.A) + (II.1.cis.B) in a ratio of 40:60 ISOX-7 (II.1.cis.A) + (II.1.cis.B) in a ratio of 45:55 ISOX-8 (II.1.cis.A) + (II.1.cis.B) in a ratio of 50:50 ISOX-9 (II.1.cis.A) + (II.1.cis.B) in a ratio of 55:45 ISOX-10 (II.1.cis.A) + (II.1.cis.B) in a ratio of 60:40 ISOX-11 (II.3.cis) ISOX-12 (II.3.cis.A) ISOX-13 (II.3.cis.B) ISOX-14 (II.3.cis.A) + (II.3.cis.B) in a ratio of 30:70 ISOX-15 (II.3.cis.A) + (II.3.cis.B) in a ratio of 35:65 ISOX-16 (II.3.cis.A) + (II.3.cis.B) in a ratio of 40:60 ISOX-17 (II.3.cis.A) + (II.3.cis.B) in a ratio of 45:55 ISOX-18 (II.3.cis.A) + (II.3.cis.B) in a ratio of 50:50 ISOX-19 (II.3.cis.A) + (II.3.cis.B) in a ratio of 55:45 ISOX-20 (II.3.cis.A) + (II.3.cis.B) in a ratio of 60:40

[0251] Particularly preferred are compositions 1.1 to 1.80 as defined in Table 1:

[0252] Table 1 (Compositions 1.1 - 1.80)

[0253]

[0254]

[0255] In the composition of the present invention, the weight ratio of uracil (I) to isoxazoline (II) is

[0256] preferably from 100:1 to 1:100;

[0257] more preferably from 50:1 to 1:50;

[0258] even more preferably from 25:1 to 1:25;

[0259] especially from 10:1 to 1:10.

[0260] Particularly preferred are compositions in which the weight ratio of uracil (I) to isoxazoline (II) is 8:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1.5:1, 1:1, 1:1.5, 1:2, 1:3, 1:4, 1:5, 1:6 or 1:8.

[0261] The present invention also relates to an agrochemical composition comprising adjuvants and at least one composition according to the present invention.

[0262] The agrochemical composition comprises a pesticidally effective amount of at least one composition according to the invention. The term "effective amount" means an amount of the active ingredient which is sufficient for controlling unwanted plants, in particular for controlling unwanted plants in crops (i.e. cultivated plants) and which does not cause significant damage to the treated plants. Such an amount can vary within a wide range and depends on various factors such as the plants to be controlled, the crop or material treated, the climatic conditions and the specific composition according to the invention used.

[0263] The at least one uracil of formula (I) and the at least one isoxazoline of formula (II), its N-oxide or salt can be converted into agrochemical compositions of common types, such as solutions, emulsions, suspensions, dusts, powders, pastes, granules, tablets, capsules, and mixtures thereof.

[0264] Examples of types of agrochemical compositions are suspensions (e.g., SC, OD, FS), emulsifiable concentrates (e.g., EC), emulsions (e.g., EW, EO, ES, ME), capsules (e.g., CS, ZC), pastes, tablets, wettable powders or dusts (e.g., WP, SP, WS, DP, DS), tablets (e.g., BR, TB, DT), granules (e.g., WG, SG, GR, FG, GG, MG), insecticidal articles (e.g., LN), and gel formulations (e.g., GF) for treating plant propagation materials such as seeds. These and additional types of agrochemical compositions are defined in "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6th Edition, May 2008, CropLife International.

[0265] The agrochemical compositions are prepared in a known manner, as described, for example, by 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.

[0266] Suitable adjuvants are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, auxiliaries, solubilizers, penetration enhancers, protective colloids, adhesives, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, antifreezes, defoamers, colorants, tackifiers and binders.

[0267] Suitable solvents and liquid carriers are water and organic solvents such as medium to high boiling mineral oil fractions, such as kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons such as toluene, paraffin wax, tetrahydronaphthalene, alkylated naphthalenes; alcohols such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol; diols; DMSO; ketones such as cyclohexanone; esters such as lactate, carbonate, fatty acid esters, γ-butyrolactone; fatty acids; phosphonates; amines; amides such as N-methylpyrrolidone, fatty acid dimethylamide; and mixtures thereof.

[0268] 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 cereal flour, bark powder, wood powder, nut shell powder and mixtures thereof.

[0269] 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 auxiliaries. Examples of surfactants are listed in McCutcheon's, Volume 1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Edition or North American Edition).

[0270] Suitable anionic surfactants are alkali metal salts, alkaline earth metal salts or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkylaryl sulfonates, diphenyl sulfonates, α-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 naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates. Examples of sulfates are sulfates of fatty acids and oils, sulfates of ethoxylated alkylphenols, sulfates of alcohols, sulfates of ethoxylated alcohols, or sulfates of fatty acid esters. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates and carboxylated alcohol or alkylphenol ethoxylates.

[0271] Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters that have been alkoxylated with 1 to 50 equivalents of alkylene oxide. Ethylene oxide and / or propylene oxide can be used for alkoxylation, preferably ethylene oxide. Examples of N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides. Examples of esters are fatty acid esters, glycerol esters or glycerol monoesters. Examples of sugar-based surfactants are sorbitan, ethoxylated sorbitan, sucrose and glucose esters or alkyl polyglucosides. Examples of polymeric surfactants are homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol or vinyl acetate.

[0272] Suitable cationic surfactants are quaternary ammonium surfactants, such as quaternary ammonium compounds having one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkyl betaines and imidazolines. Suitable block polymers are A-B or A-B-A type block polymers containing blocks of poly(ethylene oxide) and poly(propylene oxide), or A-B-C type block polymers containing alkanol, poly(ethylene oxide) and poly(propylene oxide). Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are polyacrylic acid or alkali metal salts of polyacid comb polymers. Examples of polybases are polyvinylamine or polyethylenamine.

[0273] Suitable auxiliaries are compounds which themselves have negligible or even no pesticidal activity and which improve the biological properties of compound I against the target. Examples are surfactants, mineral or vegetable oils, and other adjuvants. Further examples are listed in Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.

[0274] Suitable thickeners are polysaccharides (e.g., xanthan gum, carboxymethylcellulose), inorganic clays (organo-modified or unmodified), polycarboxylates, and silicates.

[0275] Suitable bactericides are bronopol and isothiazolone derivatives such as alkylisothiazolones and benzisothiazolones.

[0276] Suitable antifreezes are ethylene glycol, propylene glycol, urea, and glycerol.

[0277] Suitable defoamers are silicones, long-chain alcohols, and salts of fatty acids.

[0278] Suitable colorants (e.g., red, blue, or green) are poorly water-soluble pigments and water-soluble dyes. Examples are inorganic colorants (e.g., iron oxide, titanium oxide, iron hexacyanoferrate) and organic colorants (e.g., alizarin colorants, azo colorants, and phthalocyanine colorants).

[0279] Suitable thickening or binding agents are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, biological or synthetic waxes, and cellulose ethers.

[0280] Examples of agrochemical composition types and their preparation are:

[0281] i) Water-soluble concentrates (SL, LS)

[0282] 10 wt% - 60 wt% of the composition according to the invention and 5 wt% - 15 wt% of a wetting agent (e.g., alcohol alkoxylate) are dissolved in water and / or a water-soluble solvent (e.g., alcohol) added to 100 wt%. The active substance dissolves upon dilution with water.

[0283] ii) Dispersible concentrates (DC)

[0284] 5 wt% - 25 wt% of the composition according to the invention and 1 wt% - 10 wt% of a dispersing agent (e.g., polyvinylpyrrolidone) are dissolved in an organic solvent (e.g., cyclohexanone) added to 100 wt%. Dilution with water gives a dispersion.

[0285] iii) Emulsifiable concentrate (EC)

[0286] 15 wt% - 70 wt% of the composition according to the invention and 5 wt% - 10 wt% of an emulsifier (such as calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in a water-insoluble organic solvent (such as aromatic hydrocarbons) added to 100 wt%. The emulsion is obtained by diluting with water.

[0287] iv) Emulsion (EW, EO, ES)

[0288] 5 wt% - 40 wt% of the composition according to the invention and 1 wt% - 10 wt% of an emulsifier (such as calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20 wt% - 40 wt% of a water-insoluble organic solvent (such as aromatic hydrocarbons). This mixture is introduced into water added to 100 wt% by means of an emulsifier and made into a homogeneous emulsion. The emulsion is obtained by diluting with water.

[0289] v) Suspension (SC, OD, FS)

[0290] In a stirred ball mill, 20 wt% - 60 wt% of the composition according to the invention is ground in the presence of 2 wt% - 10 wt% of a dispersant and wetting agent (such as sodium lignosulfonate and alcohol ethoxylate), 0.1 wt% - 2 wt% of a thickener (such as xanthan gum) and water added to 100 wt% to obtain a fine active substance suspension. The stable active substance suspension is obtained by diluting with water. For FS type compositions, up to 40 wt% of a binder (such as polyvinyl alcohol) is added.

[0291] vi) Water-dispersible granules and water-soluble granules (WG, SG)

[0292] 50 wt% - 80 wt% of the composition according to the invention is finely ground in the presence of a dispersant and wetting agent (such as sodium lignosulfonate and alcohol ethoxylate) added to 100 wt% and made into water-dispersible or water-soluble granules by means of an industrial device (such as extrusion, spray tower, fluidized bed). The stable active substance dispersion or solution is obtained by diluting with water.

[0293] vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)

[0294] 50 wt% - 80 wt% of the composition according to the invention is ground in a rotor-stator mill in the presence of 1 wt% - 5 wt% of a dispersant (such as sodium lignosulfonate), 1 wt% - 3 wt% of a wetting agent (such as alcohol ethoxylate) and a solid carrier (such as silica gel) added to 100 wt%. The stable active substance dispersion or solution is obtained by diluting with water.

[0295] viii) Gels (GW, GF)

[0296] In a stirred ball mill, 5 wt% - 25 wt% of the composition according to the invention is comminuted with the addition of 3 wt% - 10 wt% of a dispersant (such as sodium lignosulfonate), 1 wt% - 5 wt% of a thickener (such as carboxymethyl cellulose) and water added up to 100 wt% to obtain a fine active substance suspension. The stable active substance suspension is obtained by dilution with water.

[0297] iv) Microemulsions (ME)

[0298] 5 wt% - 20 wt% of the composition according to the invention is added to 5 wt% - 30 wt% of an organic solvent blend (such as fatty acid dimethylamide and cyclohexanone), 10 wt% - 25 wt% of a surfactant blend (such as alcohol ethoxylate and arylphenol ethoxylate) and water added up to 100 wt%. This mixture is stirred for 1 h to spontaneously generate a thermodynamically stable microemulsion.

[0299] iv) Microcapsules (CS)

[0300] The oil phase containing 5 wt% - 50 wt% of the composition according to the invention, 0 - 40 wt% of a water-insoluble organic solvent (such as aromatic hydrocarbons), 2 wt% - 15 wt% of an acrylic monomer (such as methyl methacrylate, methacrylic acid and di- or triacrylate) is dispersed into an aqueous solution of a protective colloid (such as polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules. Alternatively, the oil phase containing 5 wt% - 50 wt% of Compound I according to the invention, 0 - 40 wt% of a water-insoluble organic solvent (such as aromatic hydrocarbons) and an isocyanate monomer (such as diphenylmethylene-4,4'-diisocyanate) is dispersed into an aqueous solution of a protective colloid (such as polyvinyl alcohol). The addition of a polyamine (such as hexamethylenediamine) results in the formation of polyurea microcapsules. The monomer amount is 1 wt% - 10 wt%. wt% relates to the total CS composition.

[0301] ix) Dustable powders (DP, DS)

[0302] 1 wt% - 10 wt% of the composition according to the invention is finely ground and thoroughly mixed with a solid carrier added up to 100 wt% (such as finely divided kaolin).

[0303] x) Granules (GR, FG)

[0304] The composition according to the invention in an amount of 0.5 wt% - 30 wt% is finely ground and combined with a solid carrier (such as silicate) added up to 100 wt%. Granulation is achieved by extrusion, spray drying or fluidized bed.

[0305] xi) Ultra-low volume liquid (UL)

[0306] The composition according to the invention in an amount of 1 wt% - 50 wt% is dissolved in an organic solvent (such as aromatic hydrocarbon) added up to 100 wt%.

[0307] The agrochemical compositions of types i) to xi) may optionally contain additional adjuvants, such as 0.1 wt% - 1 wt% bactericide, 5 wt% - 15 wt% antifreeze, 0.1 wt% - 1 wt% defoamer and 0.1 wt% - 1 wt% colorant.

[0308] Agrochemical compositions generally contain an active substance in an amount by weight between 0.01% and 95%, preferably between 0.1% and 90% and in particular between 0.5% and 75%. The active substance is used with a purity of 90% to 100%, preferably 95% to 100% (according to NMR spectra).

[0309] Solutions for seed treatment (LS), suspoemulsions (SE), flowable concentrates (FS), dry powders for treatment (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), emulsions (ES), emulsifiable concentrates (EC) and gels (GF) are generally used for the purpose of treating plant propagation materials, especially seeds. The compositions discussed give an active substance concentration by weight of 0.01% to 60%, preferably by weight of 0.1% to 40% in the ready-to-use formulation after dilution by a factor of two to ten. Application can be carried out before or during sowing.

[0310] The methods for applying the composition according to the invention to plant propagation materials, especially seeds, include methods of seed dressing, coating, granulation, dusting, soaking and application in furrows. Preferably, the composition according to the invention is applied to plant propagation materials by a method that does not induce germination, such as by seed dressing, granulation, coating and dusting.

[0311] Various types of oils, wetting agents, auxiliaries, fertilizers, or micronutrients and additional pest control agents (such as herbicides, insecticides, fungicides, growth regulators, safeners) can be added as a premix to the active substance or the composition containing them, or, if appropriate, added just before use (tank mixing). These reagents can be admixed with the composition according to the invention in a weight ratio of 1:1000 to 1000:1, preferably 1:100 to 100:1.

[0312] The user generally applies the agrochemical composition according to the invention by means of a pre-application device, a knapsack sprayer, a spray tank, a spray aircraft, or an irrigation system. Generally, the agrochemical composition is made up with water, a buffer, and / or additional adjuvants to the desired application concentration, and thus a ready-to-use spray liquid or agrochemical composition according to the invention is obtained. Generally, 20 to 2000 liters, preferably 50 to 400 liters of the ready-to-use spray liquid are applied per hectare of agricultural useful area.

[0313] According to one embodiment, the individual components or partially premixed components of the agrochemical composition according to the invention, for example an agrochemical component comprising at least one uracil of formula (I) and at least one isoxazoline of formula (II), can be mixed by the user in a spray tank and, if appropriate, additional adjuvants and additives can be added.

[0314] In a further embodiment, the individual components of the agrochemical composition according to the invention, such as the parts of a kit or the parts of a binary or ternary mixture, can be mixed by the user himself in a spray tank and, if appropriate, additional adjuvants can be added.

[0315] In a further embodiment, the individual components or partially premixed components of the agrochemical composition according to the invention, for example a component comprising at least one uracil of formula (I) and at least one isoxazoline of formula (II), can be applied jointly (e.g. after tank mixing) or in succession.

[0316] Accordingly, a first embodiment of the invention relates to a composition in the form of an agrochemical composition formulated as a 1-component composition, which 1-component composition comprises the at least one uracil of formula (I) (active compound A) and at least one isoxazoline of formula (II) (active compound B) as well as a solid or liquid carrier and, if appropriate, one or more surfactants.

[0317] Accordingly, a second embodiment of the invention relates to a composition in the form of an agrochemical composition formulated as a 2-component composition, which 2-component composition comprises a first formulation (component) and a second component, the first formulation (component) comprising the at least one uracil of formula (I), a solid or liquid carrier and, if appropriate, one or more surfactants, and the second component comprising at least one isoxazoline of formula (II), a solid or liquid carrier and, if appropriate, one or more surfactants.

[0318] The at least one uracil of formula (I) and the at least one isoxazoline of formula (II) can be formulated and applied jointly or separately, simultaneously or successively, before, during or after emergence of the plants. In the case of separate application, the order of application of the active compounds A and B is not very important. The only important thing is that the at least one active compound A and the at least one further active compound B are applied within a time frame that allows the active ingredients to act on the plants simultaneously, preferably within a time frame of at most 42 days, in particular at most 28 days.

[0319] The compositions according to the invention are suitable as herbicides. They are suitable as such or as appropriately formulated compositions (agrochemical compositions).

[0320] The compositions according to the invention very effectively control the vegetation in non-crop areas, especially at high application rates. They act on broad-leaved weeds and grass weeds in crops such as wheat, rice, maize, soybeans and cotton without causing any significant damage to the crop plants, especially if applied before or at the time of crop planting. This effect is mainly observed at low application rates.

[0321] The compositions according to the invention have excellent herbicidal activity against unwanted vegetation, i.e. against a broad spectrum of economically important harmful monocotyledonous and dicotyledonous weeds.

[0322] Some representatives of monocotyledonous and dicotyledonous weeds that can be controlled by the compositions according to the invention are mentioned below, and this listing is not a limitation to certain species.

[0323] Preferably, the compositions according to the invention are used for controlling monocotyledonous weeds.

[0324] Examples of monocotyledonous weeds against which the compositions according to the invention are effective are selected from the following genera: Hordeum species, Echinochloa species, Poa species, Bromus species, Digitaria species, Eriochloa species, Setaria species, Pennisetum species, Eleusine species, Eragrostis species, Panicum species, Lolium species, Brachiaria species, Leptochloa species, Avena species, Cyperus species, Axonopris species, Sorghum species and Melinus species.

[0325] Preferred examples of monocotyledonous weeds against which the composition according to the invention is effective are selected from the following species: Hordeum murinum, Echinochloa crus-galli, Poa annua, Bromus rubens L., Bromus rigidus, Bromus secalinus L., Digitaria sanguinalis, Digitaria insularis, Eriochloa gracilis, Setaria faberi, Setaria viridis, Pennisetum glaucum, Eleusine indica, Eragrostis pectinacea, Panicum miliaceum, Lolium multiflorum, Brachiaria platyphylla, Leptochloa fusca, Avena fatua, Cyperus compressus, Cyperus esculentes, Axonopris offinis, Sorghum halapense and Melinus repens.

[0326] Particularly preferred examples of monocotyledonous weeds against which the composition according to the invention is effective are selected from the following species: Echinochloa species, Digitaria species, Setaria species, Eleusine species, Lolium species and Brachiarium species.

[0327] Also preferably, the composition according to the invention is used for controlling dicotyledonous weeds.

[0328] Examples of dicotyledonous weeds on which the compositions according to the invention act effectively are selected from the following genera: Amaranthus species, Erigeron species, Conyza species, Polygonum species, Medicago species, Mollugo species, Cyclospermum species, Stellaria species, Gnaphalium species, Taraxacum species, Oenothera species, Amsinckia species, Erodium species, Erigeron species, Senecio species, Lamium species, Kochia species, Chenopodium species, Lactuca species, Malva species, Ipomoea species, Brassica species, Sinapis species, Urtica species, Sida species, Portulaca 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, Cenchrus species, Bidens species, Veronica species and Hypochaeris species.

[0329] Preferred examples of dicotyledonous weeds on which the compositions according to the invention act effectively are selected from the following species: 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), Senecio vulgaris, Lamium amplexicaule, Erigeron canadensis, Polygonum aviculare, Kochia scoparia, Chenopodium album, Lactuca serriola, Malva parviflora, Malva neglecta, Ipomoea hederacea, Ipomoea lacunose, Brassica nigra, Sinapis arvensis, Urtica dioica, Amaranthus blitoides, Amaranthus retroflexus, Amaranthus hybridus, Amaranthus lividus, Sida spinosa, Portulaca oleracea, Richardia scabra, Ambrosia artemisiifolia, Calandrinia caulescens, Sisymbrium irio, Sesbania exaltata, CapsellaShepherd's purse (Capsella bursa-pastoris), sow thistle (Sonchus oleraceus), spotted spurge (Euphorbia maculate), sunflower (Helianthus annuus), stinkweed (Coronopus didymus), Russian thistle (Salsola tragus), velvetleaf (Abutilon theophrasti), Bengal vetch (Vicia benghalensis L.), Epilobium paniculatum, Cardamine species, bristly oxtongue (Picris echioides), Trifolium species, Galinsoga species, Epimedium species, Marchantia species, Solanum species, Oxalis species, scentless mayweed (Metricaria matriccarioides), Plantago species, puncturevine (Tribulus terrestris), prickly saltwort (Salsola kali), Cenchrus species, Spanish needle (Bidens bipinnata), Veronica species, and cat's ear (Hypochaeris radicata).

[0330] Particularly preferred examples of dicotyledonous weeds on which the composition according to the invention has an effective action are selected from the following species: Amaranthus species, Ambrosia species, Chenopodium species, Ipomoea species, Kochia species, and Abutilon species.

[0331] The composition according to the invention is mainly applied to plants by spraying the leaves. Here, the application can be carried out using, for example, water as a carrier with a spray liquor volume of about 100 l / ha to 1000 l / ha (for example, 300 l / ha to 400 l / ha) by means of conventional spraying techniques. These herbicidal compositions can also be applied by low-volume or ultra-low-volume methods or in the form of microgranules.

[0332] The application of the herbicidal composition according to the invention can be carried out before, during, and / or after emergence of the undesired plants, preferably during and / or after.

[0333] The herbicidal composition according to the invention can be applied pre-emergence or post-emergence, together with the seeds of crop plants, or before planting crop plants. The compounds and compositions can also be applied by applying seeds of crop plants pretreated with the compositions according to the invention. If the active compounds A and B and, if appropriate, C are not well tolerated by certain crop plants, application techniques can be used in which the herbicidal composition is sprayed with the aid of a spraying device in such a way that it comes into contact as little as possible with the leaves of the sensitive crop plants, while the active compounds reach the leaves of the undesired plants growing below or the bare soil surface (post-directed, lay-by).

[0334] In a further embodiment, the compositions according to the invention can be applied by treating seeds. Treating the seeds includes substantially all procedures known to the person skilled in the art based on the compounds of formula (I) according to the invention or the compositions prepared therefrom (seed dressing, seed coating, seed dusting, seed soaking, seed encapsulation, seed multi-layer coating, seed envelopment, seed drip and seed granulation). Here, the herbicidal composition can be applied diluted or undiluted.

[0335] The term "seeds" includes all types of seeds, such as maize, seeds, fruits, tubers, seedlings and similar forms. Here, preferably, the term seeds describes maize and seeds. The seeds used can be seeds of the useful plants mentioned above, but can also be seeds of genetically modified plants or plants obtained by conventional breeding methods.

[0336] Furthermore, it may be advantageous to apply the compositions according to the invention alone or in combination with other crop protection agents, for example in combination with agents for controlling pests or phytopathogenic fungi or bacteria or with combinations of growth-regulating active compounds. Also of interest is the miscibility with mineral salt solutions for treating nutrient and trace element deficiencies. Non-phytotoxic oils and oil concentrates can also be added.

[0337] When used for plant protection, depending on the type of effect desired, the amount of the active substances applied, i.e. A and B and, if appropriate, C, without formulation auxiliaries is from 0.001 to 4 kg / ha, preferably from 0.005 to 2 kg / ha, more preferably from 0.01 to 1 kg / ha and in particular from 0.015 to 1 kg / ha.

[0338] In a further embodiment of the invention, the application rate of A and B and, if appropriate, C is from 0.001 to 3 kg / ha, preferably from 0.005 to 2.5 kg / ha and in particular from 0.01 to 2 kg / ha of active substance (a.s.).

[0339] In another preferred embodiment of the present invention, the application rate of the uracil of formula (I) according to the present invention (total amount of the uracil of formula (I)) is from 1 g / ha to 500 g / ha, preferably from 5 g / ha to 200 g / ha, depending on the control target, season, target plant and growth stage.

[0340] In another preferred embodiment of the present invention, the application rate of the uracil of formula (I) is in the range of 0.1 g / ha to 5000 g / ha and preferably in the range of 1 g / ha to 2500 g / ha or 5 g / ha to 500 g / ha.

[0341] In another preferred embodiment of the present invention, the application rate of the uracil of formula (I) is from 0.1 to 1000 g / ha, preferably from 1 to 750 g / ha, more preferably from 5 to 500 g / ha.

[0342] The required application rate of the isoxazoline of formula (II) according to the present invention (total amount of the isoxazoline of formula (II)) is from 0.1 g / ha to 3000 g / ha, preferably from 1 g / ha to 500 g / ha, depending on the control target, season, target plant and growth stage.

[0343] In another preferred embodiment of the present invention, the application rate of the uracil of formula (I) is in the range of 0.1 g / ha to 5000 g / ha and preferably in the range of 1 g / ha to 2500 g / ha or 1 g / ha to 250 g / ha.

[0344] In another preferred embodiment of the present invention, the application rate of the uracil of formula (I) is from 0.1 to 1000 g / ha, preferably from 1 to 750 g / ha, more preferably from 2 to 200 g / ha.

[0345] In the method of the present invention, it is not important whether the herbicidal uracil of formula (I) and the further herbicidal component B are formulated and applied jointly or separately.

[0346] In the case of separate application, the order of application is less important. The only requirement is that the herbicidal compound A and the herbicidal compound B are applied within a time frame that allows the active ingredients to act on the plants simultaneously, preferably within a time frame of at most 42 days, in particular at most 28 days.

[0347] Depending on the application method in question, the composition according to the present invention can additionally be used in many other crop plants for eliminating unwanted plants.

[0348] According to the present invention, all crop plants (cultivated plants) mentioned herein shall be understood to include all species, subspecies, varieties and / or hybrids belonging to the corresponding cultivated plants, including but not limited to winter and spring varieties, especially cereals such as wheat and barley, and oilseed rape, such as winter wheat, spring wheat, winter barley, etc.

[0349] For example, maize, also known as Indian corn or Zea mays, includes all kinds of maize such as feed maize and sweet maize. According to the present invention, it includes all Zea mays or maize subspecies and / or varieties, especially floury maize (Zea mays var. amylacea), pop maize (Zea mays var. everta), dent maize (Zea mays var. indentata), flint maize (Zea mays var. indurata), sweet maize (Zea mays var. saccharata and var. rugosa), waxy maize (Zea mays var. ceratina), amylomaize (high amylose summer maize varieties), pod maize or wild maize (Zea mays var. tunicata) and striped maize (Zea mays var. japonica).

[0350] Furthermore, most soybean cultivars can be classified into indeterminate and determinate growth habits, while wild soybean (Glycine soja) (the wild ancestor of soybean) is indeterminate (PNAS 2010, 107(19) 8563 - 856). Indeterminate growth habit (maturity groups, MG 00 to MG 4.9) is characterized by the continuation of vegetative growth after the start of flowering, while determinate soybean varieties (maturity groups, (MG) 5 to MG 8) characteristically have completed most of their vegetative growth at the start of flowering. According to the present invention, it includes all soybean cultivars or varieties, especially indeterminate and determinate cultivars or varieties.

[0351] Onion (Allium cepa), pineapple (Ananas comosus), peanut (Arachis hypogaea), asparagus (Asparagus officinalis), oat (Avena sativa), beet (Beta vulgaris spec. altissima), beet (Beta vulgaris spec. rapa), rapeseed (Brassica napus var. napus), rutabaga (Brassica napus var. napobrassica), turnip (Brassica rapa var. silvestris), kale (Brassica oleracea), black mustard (Brassica nigra), tea plant (Camellia sinensis), safflower (Carthamus tinctorius), pecan (Carya illinoinensis), lemon (Citrus limon), sweet orange (Citrus sinensis), coffee (Coffea arabica) (Coffea canephora, Coffea liberica), cucumber (Cucumis sativus), Bermuda grass (Cynodon dactylon), carrot (Daucus carota), oil palm (Elaeis guineensis), European strawberry (Fragaria vesca), soybean (Glycine max), upland cotton (Gossypium hirsutum), (tree cotton (Gossypium arboreum), levant cotton (Gossypium herbaceum), Gossypium vitifolium), sunflower (Helianthus annuus), rubber tree (Hevea brasiliensis), barley (Hordeum vulgare), hop (Humulus lupulus), sweet potato (Ipomoea batatas), walnut (Juglans regia), lentil (Lens culinaris), flax (Linum usitatissimum), tomato (Lycopersicon lycopersicum), Malus species, cassava (Manihot esculenta), alfalfa (Medicago sativa), Musa species, tobacco (Nicotiana tabacum) (N.rustica), olive (Olea europaea), rice (Oryza sativa), lima bean (Phaseolus lunatus), common bean (Phaseolus vulgaris), Norway spruce (Picea abies), Pinus species, pistachio (Pistacia vera), pea (Pisum sativum), sweet cherry (Prunus avium), peach (Prunus persica), European pear (Pyrus communis), apricot (Prunus armeniaca), sour cherry (Prunus cerasus), almond (Prunus dulcis) and plum (Prunus domestica), 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 tree (Theobroma cacao), red clover (Trifolium pratense), common wheat (Triticum aestivum), triticale, durum wheat (Triticum durum), broad bean (Vicia faba), grape (Vitis vinifera), maize (Zea mays).

[0352] Preferred crops are peanut, sugar beet (Beta vulgaris spec. altissima), oilseed rape, kale, lemon, sweet orange, coffee (Coffea canephora, Coffea liberica, Coffea arabica), Bermuda grass, soybean, upland cotton, (tree cotton, herb cotton, Gossypium vitifolium), sunflower, barley, walnut, lentil, flax, tomato, Malus species, alfalfa, tobacco (Nicotiana rustica), olive, rice, lima bean, common bean, pistachio, pea, almond, sugarcane, rye, potato, sorghum (sorghum), triticale, common wheat, durum wheat, broad bean, grape and maize.

[0353] Particularly preferred crops are cereal crops, maize, soybean, rice, oilseed rape, cotton, peanut or perennial crops.

[0354] The compositions according to the invention can also be used for crops that have been modified by mutagenesis or genetic engineering in order to provide new traits to the plants or to modify existing traits.

[0355] As used herein, the term "crop" also includes (crop) plants that have been modified by mutagenesis or genetic engineering to provide new traits to the plant or to modify existing traits.

[0356] Mutagenesis includes random mutagenesis techniques using X-rays or mutagenic chemicals, but also targeted mutagenesis techniques to generate mutations at specific loci in the plant genome. Targeted mutagenesis techniques often use oligonucleotides or proteins such as CRISPR / Cas, zinc finger nucleases, TALENs or meganucleases to achieve a targeted effect.

[0357] Genetic engineering typically uses recombinant DNA techniques to generate modifications in the plant genome that cannot be readily obtained by hybridization, mutagenesis or natural recombination in the natural environment. Typically, one or more genes are integrated into the plant genome to add or improve traits. These integrated genes are also referred to in the art as transgenes, and plants containing such transgenes are referred to as transgenic plants. The plant transformation process typically results in a number of transformation events that differ in the genomic loci where the transgenes have been integrated. A plant containing a specific transgene at a specific genomic locus is typically described as containing a specific "event", which is designated by a specific event name. Traits that have been introduced into or modified in plants include, in particular, herbicide tolerance, insect resistance, increased yield and tolerance to abiotic conditions such as drought.

[0358] Herbicide tolerance has been generated by using mutagenesis as well as by using genetic engineering. Plants that have been made tolerant to acetolactate synthase (ALS) inhibitor herbicides by conventional mutagenesis and breeding methods include plant varieties that can be named and are commercially available. However, most herbicide tolerance traits have been generated via the use of transgenes.

[0359] Herbicide tolerance has been generated to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbicides such as bromoxynil and ioxynil, sulfonylurea herbicides, ALS inhibitor herbicides and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors such as isoxaflutole and mesotrione.

[0360] Transgenes that have been used to confer herbicide tolerance traits include: for glyphosate tolerance: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621, and goxv247; for glufosinate tolerance: pat and bar; for 2,4-D tolerance: aad-1 and aad-12; for dicamba tolerance: dmo; for benzonitrile herbicide tolerance: bxn; for sulfonylurea herbicide tolerance: zm-hra, csr1-2, gm-hra, S4-HrA; for ALS inhibitor herbicide tolerance: csr1-2; for HPPD inhibitor herbicide tolerance: hppdPF, W336, and avhppd-03.

[0361] Transgenic maize events containing herbicide tolerance genes are, for example, but not limited to others, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, HCEM485, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507, and TC6275.

[0362] Transgenic soybean events containing herbicide tolerance genes are, for example, but not limited to others, 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, W62, W98, FG72, and CV127.

[0363] Transgenic cotton events containing herbicide tolerance genes are, for example, but not limited to others, 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.

[0364] Transgenic canola events containing herbicide tolerance genes are, for example, but not limited to others, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2, and RF3.

[0365] Insect resistance is mainly generated by transferring bacterial genes encoding insecticidal proteins into plants. The most commonly used transgenes are toxin genes of Bacillus spec. 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), vip3Aa20. However, genes from plant sources have also been transferred into other plants. In particular, genes encoding protease inhibitors, such as CpTI and pinII. Another approach uses transgenes to produce double-stranded RNA in plants to target and downregulate insect genes. An example of such a transgene is dvsnf7.

[0366] Transgenic maize events containing genes encoding insecticidal proteins or double-stranded RNA are, for example, but not limited to others, Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418, and MZIR098.

[0367] Transgenic soybean events containing genes encoding insecticidal proteins are, for example, but not limited to others, MON87701, MON87751, and DAS-81419.

[0368] Transgenic cotton events containing genes encoding insecticidal proteins are, for example, but not limited to others, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Event1, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281-24-236, 3006-210-23, GHB119, and SGK321.

[0369] Increased yields are achieved by using the transgenic athb17 present in maize event MON87403 to increase ear biomass, or by using the transgenic bbx32 present in soybean event MON87712 to enhance photosynthesis.

[0370] Crops with improved oil content have been generated by using the following transgenes: gm-fad2-1, Pj.D6D, Nc.Fad3, fad2-1A, and fatb1-A. Soybean events containing at least one of these genes are: 260-05, MON87705, and MON87769.

[0371] Tolerance to abiotic conditions, particularly drought tolerance, has been achieved by using the transgenic cspB contained in maize event MON87460 and by using the transgenic Hahb-4 contained in soybean event generated.

[0372] Traits are generally combined by combining genes in transformation events or by combining different events during the breeding process. Preferred combinations of traits are herbicide tolerance to different groups of herbicides, insect tolerance to different species of insects, particularly Lepidoptera and Coleoptera insects, herbicide tolerance combined with one or several types of insect resistance, herbicide tolerance combined with increased yield, and combinations of herbicide tolerance and tolerance to abiotic conditions.

[0373] Plants containing single or stacked traits, as well as the genes and events providing these traits, are well known in the art. For example, detailed information on mutagenesis or integration of genes and corresponding events can be obtained from the websites of the institutions "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 ) and patent applications such as EP 3028573 and WO2017 / 011288.

[0374] Using the compositions according to the invention on crops may result in effects specific to crops containing a certain gene or event. These effects may involve changes in growth behavior or altered resistance to biotic or abiotic stress factors. Such effects may particularly include increased yield, increased resistance or tolerance to insects, nematodes, fungi, bacteria, mycoplasmas, viruses, or viroid pathogens, as well as early vigour, early or delayed maturity, cold or heat tolerance, and altered amino acid or fatty acid profiles or contents.

[0375] In addition, it also covers plants produced by using recombinant DNA technology and containing improved amounts or new components of ingredients, in particular to improve raw material production, such as potatoes that produce increased amounts of amylopectin (e.g., potatoes, BASF SE, Germany).

[0376] In addition, it has been found that the compositions according to the invention are also suitable for defoliating and / or dehydrating plant parts of crop plants such as cotton, potatoes, rapeseed, sunflowers, soybeans or broad beans, especially cotton. In this regard, compositions for dehydrating and / or defoliating plants, methods for preparing these compositions, and methods for using the compositions according to the invention to dehydrate and / or defoliate plants have been found.

[0377] As a dehydrating agent, the compositions according to the invention are particularly suitable for dehydrating the aerial parts of crop plants such as potatoes, rapeseed, sunflowers and soybeans, as well as cereals. This enables the fully mechanized harvesting of these important crop plants.

[0378] It is also of economic significance to facilitate the harvesting of citrus fruits, olives and other species and varieties of pomes, drupes and nuts, which is made possible by concentrating cracking or reducing adhesion to the tree within a certain period of time. The same mechanism, i.e., promoting the development of abscission tissue between the fruit part or leaf part and the branch part of the plant, is also necessary for the controlled defoliation of useful plants, especially cotton.

[0379] In addition, the shortening of the time interval for the individual cotton plants to mature results in improved fiber quality after harvesting.

[0380] The following examples are used to illustrate the present invention. The herbicidal effects of the compounds and compositions according to the invention are confirmed by the following greenhouse experiments:

[0381] The culture containers used are plastic pots containing loamy sand with approximately 3.0% humus as the substrate. The seeds of the test plants are sown separately for each species.

[0382] For pre-emergence treatment, after sowing, the active compounds suspended or emulsified in water are applied by means of a fine distribution nozzle. The containers are gently irrigated to promote germination and growth and then covered with a transparent plastic lid until the plants take root. This covering enables the test plants to germinate uniformly, unless this is adversely affected by the active compounds.

[0383] For post-emergence treatment, depending on the plant habit, the test plants are grown to a plant height of 3 to 15 cm and then treated only with the active compounds suspended or emulsified in water. For this purpose, the test plants are sown directly and grown in the same container, or first grown separately as seedlings and transplanted into the test containers several days before treatment.

[0384] Depending on the species, these plants are kept at 10 °C - 25 °C and 20 °C - 35 °C, respectively.

[0385] The test period lasts 2 to 4 weeks. During this time, the plants are cared for and their response to each treatment is evaluated.

[0386] The evaluation is carried out using a scale from 0 to 100. 100 means that the plants have not emerged or at least the above-ground parts are completely damaged, and 0 means no damage or normal growth process. A value of at least 70 is given for good herbicidal activity and a value of at least 85 for very good herbicidal activity.

[0387] The components A and B and, if appropriate, C stated accordingly are formulated as an emulsion concentrate of 5% strength by weight and, with the addition of a certain amount of a solvent system, are introduced into the spray liquid for applying the active compound. In the examples, the solvent used is water.

[0388] In the following examples, the value E was calculated using the method of S.R. Colby (1967) "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, p. 22ff., which is the value expected if the activity of the individual active compounds were only additive.

[0389] E = X + Y - (X . Y / 100)

[0390] where

[0391] X = the percentage activity of active compound A used at application rate a;

[0392] Y = the percentage activity of active compound B used at application rate b;

[0393] E = the expected activity (in %) of A + B at application rate a + b.

[0394] If the value found experimentally is higher than the value E calculated according to Colby, there is a synergistic effect.

[0395] The following active compounds have been tested:

[0396] Uracils having the formula (I):

[0397] Uracils having the formula (I.3)

[0398] Isoxazolines having the formula (II):

[0399] ISOX-8 = an isoxazoline having formula (II.1.cis), wherein the ratio of (II.1.cis.A) and (II.1.cis.B) is 50:50, an isoxazoline having formula (II.1.cis.A)

[0400] an isoxazoline having formula (II.1.cis.B)

[0401] an isoxazoline having formula (II.5.cis.B)

[0402] an isoxazoline having formula (II.8.cis.B)

[0403] The plants used in the greenhouse experiment belong to the following species:

[0404]

[0405] The results of these tests are given in the table below and confirm the synergistic effect of the composition comprising at least one uracil having formula (I) and at least one isoxazoline having formula (II).

[0406] In this context, a.i. means active ingredient, based on 100% active ingredient.

[0407] As indicated, the application is carried out post-emergence (POST) at the corresponding growth stage (GS) of the weeds.

[0408] The evaluation is carried out at the number of days (DAT) indicated after the treatment.

[0409] Example 1: Synergistic herbicidal effect of composition 1.22 (POST; GS12 - 16)

[0410]

[0411]

[0412] Example 2: Synergistic herbicidal effect of composition 1.23 (POST; GS12 - 16)

[0413]

[0414] Example 3: Synergistic herbicidal effect of composition 3 (POST; GS12 - 16)

[0415]

[0416] Example 4: Synergistic herbicidal effect of composition 4 (POST; GS12 - 16)

[0417]

[0418] Example 5: Synergistic herbicidal effect of composition 1.28 (POST; GS11-33)

[0419]

[0420]

[0421]

[0422] Example 6: Synergistic herbicidal effect of composition 1.68 (POST; GS11-33)

[0423]

[0424] Example 7: Synergistic herbicidal effect of composition 7 (POST; GS11-33)

[0425]

Claims

1. A herbicidal composition comprising A) at least one uracil of formula (I) wherein R 1 is H or a halogen; R 2 is a halogen; R 3 is H or CH3; R 4 is H or a C1-C6-alkyl; and X is C or N; including its agriculturally acceptable salts; and B) at least one isoxazoline of formula (II) wherein R A is a halogen; R B is a halogen; R C is CH3, CH=CH2 or OCH3; R D is H or a C1-C3-alkyl; Z is selected from Z-1 or Z-2: wherein * represents the point of attachment to the amino group; ** represents the point of attachment to the carbonyl group; including its agriculturally acceptable salts.

2. The herbicidal composition according to claim 1, the herbicidal composition comprising at least one uracil having formula (I), wherein R 1 is F.

3. The herbicidal composition according to any one of the preceding claims, the herbicidal composition comprising at least one uracil having the formula (I), wherein R 2 is Cl or Br.

4. The herbicidal composition according to any one of the preceding claims, the herbicidal composition comprising at least one uracil having formula (I), wherein R 4 is H, CH3 or C2H5.

5. The herbicidal composition according to any one of the preceding claims, the herbicidal composition comprising at least one isoxazoline having the formula (II), wherein R C is CH=CH2.

6. The herbicidal composition according to any one of the preceding claims, the herbicidal composition comprising at least one isoxazoline having the formula (II), wherein R D is H or CH3.

7. The herbicidal composition according to any one of claims 1 to 4, which composition comprises at least one isoxazoline of formula (II) which is an isoxazoline of formula (II.1.cis) 8. The herbicidal composition according to any one of claims 1 to 4, which composition comprises at least one isoxazoline selected from formula (II.1.cis.A) and (II.1.cis.B):

9. The herbicidal composition according to any one of the preceding claims, which composition comprises, as component B, a mixture of diastereoisomers containing 30% - 60% of isoxazoline of formula (II.1.cis.A) and 70% - 40% of isoxazoline of formula (II.1.cis.B), these isoxazolines being as defined in claim 8.

10. The herbicidal composition according to any one of the preceding claims, which composition comprises, as component B, isoxazoline ISOX-8 which is isoxazoline (II.1.cis), wherein (II.1.cis.A) + (II.1.cis.B) are present in a ratio of 50:

50.

11. An agrochemical composition comprising the herbicidal composition according to any one of the preceding claims and a solid or liquid carrier.

12. A method for controlling unwanted vegetation, which method comprises applying the composition according to any one of the preceding claims to a site where unwanted vegetation is present or expected to be present.

13. The method according to claim 12, which method comprises applying the composition according to any one of the preceding claims after emergence of the weeds.

14. The method according to claim 12, which method comprises applying the composition according to any one of the preceding claims before planting the crop.

15. The method according to claim 13 or 14, wherein The components of the composition according to any one of claims 1 to 10 are applied jointly or separately, simultaneously or successively.

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