Ternary herbicidal composition comprising azine compounds

A ternary herbicidal composition combining an azine compound with specific herbicidal active compounds addresses the challenges of controlling harmful plants while maintaining crop compatibility, achieving enhanced herbicidal activity and flexibility in application timing.

WO2025114052A1PCT designated stage expired Publication Date: 2025-06-05BASF SE
View PDF 21 Cites 0 Cited by

Patent Information

Application Number
PCT/EP2024/082644
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-04-23
Filing Date
2024-11-18
Publication Date
2025-06-05

AI Technical Summary

Technical Problem

Existing herbicides often struggle to effectively control harmful plants while maintaining compatibility with useful crop plants, and they typically require precise timing of application which can be influenced by weather conditions.

Method used

A ternary herbicidal composition comprising at least one azine compound as component 1, combined with specific herbicidally active compounds as components 2 and 3, which work synergistically to enhance herbicidal activity, broaden the spectrum of activity, and improve compatibility with crop plants.

Benefits of technology

The composition achieves better herbicidal activity against harmful plants than expected from individual compounds, offers a broader activity spectrum, and allows for a more flexible application time frame, while maintaining compatibility with useful plants.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure IMGF000003_0001
    Figure IMGF000003_0001
  • Figure IMGF000003_0002
    Figure IMGF000003_0002
  • Figure IMGF000003_0003
    Figure IMGF000003_0003
Patent Text Reader

Abstract

The present invention relates to herbicidal compositions comprising as a component 1) at least one compound I-1 to I-4 defined as given in the specification, as a component 2) at least one further compound selected from compounds b) and as a component 3) at least one further herbicidally active compounds c), which is selected from the compounds of the class c1) to c15). Further the compositions comprise optionally a safner.
Need to check novelty before this filing date? Find Prior Art

Description

[0001] Ternary herbicidal composition comprising azine compounds

[0002] Description

[0003] The present invention relates to ternary herbicidal compositions comprising as a component 1) at least one compound 1-1 to I -4, as components 2) and 3) further compounds selected from herbicidally active compounds.

[0004] In the case of crop protection compositions, it is desirable in principle to increase the specific activity of an active compound and the reliability of the effect. It is particularly desirable for the crop protection composition to control the harmful plants effectively, but at the same time to be compatible with the useful plants in question. Also desirable is a broad spectrum of activity allowing the simultaneous control of harmful plants. Frequently, this cannot be achieved using a single herbicidally active compound.

[0005] With many highly effective herbicides, there is the problem that their compatibility with useful plants, in particular dicotyledonous crop plants, such as soybean, sunflower, cotton, oilseed rape and graminaceous plants, such as barley, millet, corn, rice, wheat and sugar cane, is not always satisfactory, i.e. in addition to the harmful plants, the crop plants, too, are damaged on a scale which cannot be tolerated. By reducing the application rates, the useful plants are spared; however, naturally, the extent of the control of harmful plants decreases, too.

[0006] Frequently, it is a problem that herbicides can only be applied within a narrow time frame in order to achieve the desired herbicidal action, which time frame may be unpredictably influenced by weather conditions.

[0007] It is known that special combinations of different specifically active herbicides result in enhanced activity of an herbicide component in the sense of a synergistic effect. In this manner, it is possible to reduce the application rates of herbicidally active compounds required for controlling the harmful plants.

[0008] Furthermore, it is known that in some cases joint application of specifically acting herbicides with organic active compounds, some of which may also have herbicidal activity, allows better crop plant compatibility to be achieved. 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 the crop plants.

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

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

[0011] Accordingly, the present invention relates to herbicidal compositions comprising: as a component 1) at least one compound 1-1 to I-4: compound 1-1: compound I-2: compound I-3:

[0012] compound 1-4: as a component 2) at least one further compound selected from following compounds b):

[0013] ALS inhibitors: bensulfuron, bensulfuron-methyl, ethoxysulfuron, propyrisulfuron, pyribenzoxim, triafamone; the photosynthesis inhibitors: diuron, atrazine: the protoporphyrinogen-IX oxidase inhibitors:flumioxazin, pyraclonil, saflufenacil, trifludimoxazin, 2-[2-[[3- chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2- pyridinyl]oxy]phenoxy] acetic acid ethyl ester, epyrifenacil and esters thereof; bleacher herbicides: isoxaflutole, tembotrione, tolpyralate, topramezone; the EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyposate-potassium and g ly phosate-tri mesi u m (su Ifosate) ; the glutamine synthase inhibitors: glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P- ammonium; the mitosis inhibitors: icafolin methyl; the VLCFA inhibitors: dimethenamid, dimethenamid-P, metolachlor, metolachlor-S, pretil achlor, pyroxasulfone; the auxinic herbicides: flopyrauxifen, 2,4-D and its salts and esters; is selected from the group of the other herbicides: cinmethylin, tetflupyrol imet; and as a component 3) at least one further herbicidal ly active compounds c), which is selected from the compounds of the following class c1) to c15): d) lipid biosynthesis inhibitors; c2) acetolactate synthase inhibitors; c3) photosynthesis inhibitors; c4) protoporphyrinogen-IX oxidase inhibitors, c5) bleacher herbicides; c6) enolpyruvyl shikimate 3-phosphate synthase inhibitors; c7) glutamine synthetase inhibitors; c8) 7,8-dihydropteroate synthase inhibitors; c9) mitosis inhibitors; d 0) inhibitors of the synthesis of very long chain fatty acids; d 1 ) cellulose biosynthesis inhibitors; c12) decoupler herbicides; c13) auxinic herbicides; c14) auxin transport inhibitors and c15) other herbicides.

[0014] The invention relates in particular to compositions in the form of herbicidal active agrochemical compositions comprising a herbicidally effective amount of an active compound combination comprising a component 1) and further components 2) and 3), as defined above, 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 for agrochemical compositions.

[0015] Surprisingly, the compositions according to the invention comprising a component 1) and further components 2) and 3), as defined above, have better herbicidal activity, i.e. better activity against harmful plants, than would have been expected based on the herbicidal activity observed for the individual compounds, or a broader activity spectrum. The herbicidal activity to be expected for mixtures based on the individual compound can be calculated using Colby’s formula (see below). If the activity observed exceeds the expected additive activity of the individual compounds, synergism is said to be present.

[0016] Moreover, the time frame, within which the desired herbicidal action can be achieved, may be expanded by the compositions according to the invention comprising a component 1) and further components 2) and 3), as defined above. This allows a more flexibly timed application of the compositons according to the present invention in comparison with the single compounds.

[0017] The compositions according to the invention comprising a component 1) and further components 2) and 3), as defined above, and at least one safner S also have good herbicidal activity against harmful plants and better compatibility with useful plants.

[0018] The invention furthermore relates to a method for controlling unwanted vegetation, in particular where crop plants are cultivated.

[0019] The invention also relates to a method for the desiccation or defoliation of plants.

[0020] As used herein, the terms "controlling" and "combating" are synonyms.

[0021] As used herein, the terms "undesirable vegetation" and "harmful plants" are synonyms.

[0022] If the component 1) and further components 2) and 3), as well as the safeners S as described herein are capable of forming geometrical isomers, for example E / Z isomers, it is possible to use both, the pure isomers and mixtures thereof, in the compositions according to the invention

[0023] If the component 1) and further components 2) and 3), as well as the safeners S as described herein have one or more centers of chirality and, as a consequence, are present as enantiomers or diastereomers, it is possible to use both, the pure enantiomers and diastereomers and their mixtures, in the compositions according to the invention.

[0024] If the component 1) and further components 2) and 3), as well as the safeners S as described herein have ionizable functional groups, they can also be employed in the form of their agriculturally acceptable salts. Suitable are, in general, the salts of those cations and the acid addition salts of those acids whose cations and anions, respectively, have no adverse effect on the activity of the active compounds.

[0025] Preferred cations are the ions of the alkali metals, preferably of lithium, sodium and potassium, of the alkaline earth metals, preferably of calcium and magnesium, and of the transition metals, preferably of manganese, copper, zinc and iron, further 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, tris(isopropyl)ammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium (olamine salt), 2-(2-hydroxyeth-1-oxy)eth-1-ylammonium (diglycolamine salt), di(2-hydroxyeth-1-yl)ammonium (diolamine salt), tris(2-hydroxyethyl)ammonium (trolamine 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 the salts of polybasic amines such as N,N-bis-(3- aminopropyl)methylamine and diethylenetriamine

[0026] Anions of useful acid addition salts are primarily chloride, bromide, fluoride, iodide, hydrogensulfate, methylsulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and also the anions of C1-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate.

[0027] If the component 1) and further components 2) and 3), as well as the safeners S as described herein having a carboxyl group can be employed in the form of the acid, in the form of an agriculturally suitable salt as mentioned above or else in the form of an agriculturally acceptable derivative, for example as amides, such as mono- and di-C1- C6-alkylamides or arylamides, as esters, for example as allyl esters, propargyl esters, C1-C10-alkyl esters, alkoxyalkyl esters, tefuryl ((tetrahydrofuran-2-yl)methyl) esters and also as thioesters, for example as C1-C10-alkylthio esters. Preferred mono- and di-Ci-Ce-alkylamides are the methyl and the dimethylamides. Preferred arylamides are, for example, the anilides and the 2-chloroanilides. Preferred alkyl esters are, for example, the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl (1 -methylhexyl), meptyl (1 -methylheptyl), heptyl, octyl or isooctyl (2- ethylhexyl) esters. Preferred C1-C4-alkoxy-C1-C4-alkyl esters are the straight-chain or branched C1-C4-alkoxy ethyl esters, for example the 2-methoxyethyl, 2-ethoxyethyl, 2-butoxyethyl (butotyl), 2-butoxypropyl or 3-butoxypropyl ester. An example of a straight-chain or branched C1-C10-alkylthio ester is the ethylthio ester. Further embodiments of the present invention are evident from the claims, the description and the examples. It is to be understood that the features mentioned above and still to be illustrated below of the subject matter of the invention can be applied not only in the combination given in each particular case but also in other combinations, without leaving the scope of the invention.

[0028] The component 1) according to the invention can be prepared by standard processes of organic chemistry, for example by the following process:

[0029] The component 1) can be synthesized by addition of the corresponding 2-alcoxyanilines of formula (II) to halotriazines of formula (III) under basic or acidic conditions in an inert organic solvent as depicted in the following scheme:

[0030] The variables Hal is halogen: F, Cl, Br.

[0031] The reaction of the halotriazines of formula (III) with the amine compound of formula (II) is usually carried out from 50°C to the boiling point of the reaction mixture in an inert organic solvent.

[0032] The halotriazines of formula (III) and the compounds of formula (II) are used in equimolar amounts or the compounds of formula (II) are used in excess with regard to the halotriazines of formula (III). Preferably the molar ratio of the compounds of formula (II) to the halotriazines of formula (III) is in the range from 2:1 to 1: 1 , preferably 1.5:1 to 1 :1, especially preferred 1 : 1.

[0033] The reaction of the halotriazines of formula (III) with the compounds of formula (II) is carried out in an organic solvent. Suitable solvents are those which can dissolve the halotriazines of formula (III) and the anilines of formula (II) at least partly and preferably fully under reaction conditions. Examples of suitable solvents are aliphatic hydrocarbons such as pentane, hexane, cyclohexane, nitromethane, aromatic hydrocarbons such as benzene, chlorobenzene, toluene, cresols, o-, m- and p-xylene, halogenated hydrocarbons such as dichloromethane, 1,2- dichloroethane, chloroform, carbon tetrachloride and chlorobenzene, ethers such as diethyl ether, diisopropyl ether, tert-butyl methylether (TBME), dioxane, anisole and tetrahydrofuran (THF), esters such as ethyl acetate and butyl acetate; nitriles such as acetonitrile and propionitrile, as well as dipolar aprotic solvents such as sulfolane, dimethylsulfoxide, N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMAC), 1 ,3- dimethyl-2-imidazolidinone (DMI), N, N'-dimethylpropylene urea (DMPU), dimethyl sulfoxide (DMSO) and 1-methyl-2 pyrrolidinone (NMP). Preferred solvents are ethers as defined above. The term solvent as used herein also includes mixtures of two or more of the above compounds.

[0034] The reaction of the halotriazines of formula (III) with the compounds of formula (II) is carried out in the presence of a base or an acid. Examples of suitable bases include metal-containing bases and nitrogen-containing bases.

[0035] Examples of suitable metal-containing bases are inorganic compounds such as alkali metal and alkaline earth metal hydroxides, and other metal hydroxides, such as lithium hydroxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide and aluminum hydroxide; alkali metal and alkaline earth metal oxide, and other metal oxides, such as lithium oxide, sodium oxide, potassium oxide, magnesium oxide, calcium oxide and magnesium oxide, iron oxide, silver oxide; alkali metal and alkaline earth metal hydrides such as lithium hydride, sodium hydride, potassium hydride and calcium hydride, alkali metal and alkaline earth metal formates, acetates and other metal salts of carboxylic acids, such as sodium formate, sodium benzoate, lithium acetate, sodium acetate, potassium acetate, magnesium acetate, and calcium acetate; alkali metal and alkaline earth metal carbonates such as lithium carbonate, sodium carbonate, potassium carbonate, magnesium carbonate, and calcium carbonate, as well as alkali metal hydrogen carbonates (bicarbonates) such as lithium hydrogen carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate; alkali metal and alkaline earth metal phosphates such as sodium phosphate, potassium phosphate and calcium phosphate; alkali metal and alkaline earth metal alkoxides such as sodium methoxide, sodium ethoxide, potassium ethoxide, potassium tert-butoxide, potassium tert-pentoxide.

[0036] Preferred bases are alkali metal and alkaline earth metal alkoxides as defined above. The term base as used herein also includes mixtures of two or more, preferably two of the above compounds

[0037] The bases can be used in equimolar concentration or in excess, preferably from 1 to 10, especially preferred from 2 to 4 equivalents based on the halotriazines of formula (III), and they may also be used as the solvent.

[0038] Example of suitable acids are inorganic acids like hydrofluoric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, phosphoric acid, sulfuric acid, p-toluenesulfonic acid; Lewis acids like boron trifluoride, aluminium chloride, ferric-lll-chloride, ti n-l V-chloride, titanium-IV- chloride and zinc-ll-chloride, as well as organic acids like formic acid, acetic acid, propionic acid, oxalic acid, methylbenzenesulfonic acid, benzenesulfonic acid, camphorsulfonic acid, citric acid, trifluoroacetic acid, can be used.

[0039] Preferred acids are inorganic acids.

[0040] The acids are generally employed in excess or, if appropriate, can be used as a solvent.

[0041] The end of the reaction can easily be determined by the skilled worker by means of routine methods.

[0042] The reaction mixtures are worked up in a customary manner, for example by mixing with water, separation of the phases and, if appropriate, purification of the crude product.

[0043] The anilines of formula (II) required for the preparation of compounds of formula (I), are commercially available or can be prepared by standard processes of organic chemistry, for example by nitration of commercially available phenols and subsequent reduction of the nitro group. The halo-triazines of formula (III) required for the preparation of diaminotriazines of formula (I), are known from the literature, are commercially available and / or can be prepared by analogy (e.g J K. Chakrabarti et al , Tetrahedron 1975, 31, 1879 - 1882) by reacting thiotriazines of formula (IV) with a halogen source (e.g. Cl) or other suitable halogenating agents (e.g. S0CI2).

[0044] The components 2) and 3) as well the safner S are commercialy available or well known from the literature.

[0045] In one embodiment of the present invention the compositions according to the present invention comprises as component 1) compound I-3 of the formula:

[0046] In one further embodiment of the present invention the compositions according to the present invention comprise as the component 2) at lest one compound b) which is selected from following compounds:

[0047] ALS inhibitors: bensulfuron, bensulfuron-methyl, ethoxysulfuron, propyrisulfuron, pyribenzoxim, triafamone; the photosynthesis inhibitors: diuron, atrazine: the protoporphyrinogen-IX oxidase inhibitors: flumioxazin, pyraclonil, saflufenacil, trifludimoxazin, 2-[2-[[3- chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2- pyridinyl]oxy]phenoxy] acetic acid ethyl ester, epyrifenacil and esters thereof; bleacher herbicides: isoxaflutole, tembotrione, tolpyralate, topramezone; the EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyposate-potassium and g ly phosate-tri mesi u m (su Ifosate) ; the glutamine synthase inhibitors: glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P- ammonium; the mitosis inhibitors: icafolin methyl; the VLCFA inhibitors: dimethenamid, dimethenamid-P, metolachlor, metolachlor-S, pretil achlor, pyroxasulfone; the auxinic herbicides: flopyrauxifen, 2,4-D and its salts and esters; is selected from the group of the other herbicides: cinmethylin, tetflupyrolimet;

[0048] In one further, more preferred embodiment of the present invention the compositions according to the present invention comprise as the component 2) at lest one compound b) which is selected from following compounds: the protoporphyri nogen-IX oxidase inhibitors: trifludimoxazin, 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl- 2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester, epyrifenacil and the salts thereof; bleacher herbicides: isoxaflutole; the VLCFA inhibitors: dimethenamid-P, pretilachlor, pyroxasulfone, metolachlor-S; is selected from the group of the other herbicides: cinmethyl in, tetflupyrolimet; the mitosis inhibitors: icafolin methyl.

[0049] In one further embodiment of the present invention the compositions according to the present invention comprise as the component 3) at lest one compound c) which is selected from the following class d) to d 5): d) lipid biosynthesis inhibitors; c2) acetolactate synthase inhibitors; c3) photosynthesis inhibitors; c4) protoporphyrinogen-IX oxidase inhibitors, c5) bleacher herbicides; c6) enolpyruvyl shikimate 3-phosphate synthase inhibitors; c7) glutamine synthetase inhibitors; c8) 7,8-dihydropteroate synthase inhibitors; c9) mitosis inhibitors; d 0) inhibitors of the synthesis of very long chain fatty acids; d 1 ) cellulose biosynthesis inhibitors; c12) decoupler herbicides; c13) auxinic herbicides; c14) auxin transport inhibitors and c15) other herbicides.

[0050] In one further embodiment of the present invention the compositions according to the present invention comprise as the component 3) at lest one compound c) which is selected from the following class c1) to c15): d) selected from the group of the lipid biosynthesis inhibitors:

[0051] ACC-herbicides such as alloxydim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop- propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, metproxybicyclom, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P- tefuryl, sethoxydim, tepraloxydim, tralkoxydim, 4-(4'-Chloro-4-cyclopropyl-2'-fluoro[1,1’-biphenyl]-3-yl)-5- hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-72-6); 4-(2',4'-Dichloro-4-cyclopropyl[1 , 1'- biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-45-3); 4-(4'-Chloro-4-ethyl- 2'-fluoro[1, 1 '-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1033757-93-5); 4-(2',4'- Dichloro-4-ethyl[1 ,1'-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-dione (CAS 1312340-84-3); 5- (Acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'-fluoro[1 ,r-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3- one (CAS 1312337-48-6); 5-(Acetyloxy)-4-(2',4'-dichloro-4-cyclopropyl- [1 , 1 '-biphenyl]-3-yl)-3,6-dihydro-

[0052] 2.2.6.6-tetramethyl-2H-pyran-3-one; 5-(Acetyloxy)-4-(4'-chloro-4-ethyl-2'-fluoro[1 ,1'-biphenyl]-3-yl)-3,6- dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312340-82-1); 5-(Acetyloxy)-4-(2',4'-dichloro-4-ethyl[1,1 '- biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1033760-55-2); 4-(4'-Chloro-4- cyclopropyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1312337-51-1); 4-(2',4'-Dichloro -4-cyclopropyl- [1,1 '-biphenyl]-3-yl)-5,6-dihydro-2, 2,6,6- tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester; 4-(4'-Chloro-4-ethyl-2'-fluoro[1 , 1 '-biphenyl]-3-yl)-

[0053] 5.6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1312340-83-2); 4-(2',4'- Dichloro-4-ethyl[1 ,T-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1033760-58-5); and non ACC herbicides such as benfuresate, butylate, cycloate, dalapon, dimepiperate, EPTC, esprocarb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thiobencarb, tiocarbazil, triallate and vernolate; c2) is selected from the group of the ALS inhibitors: sulfonylureas such as amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron-methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron, metazosulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, prosulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, trifloxysulfuron, triflusulfuron, triflusulfuron-methyl and tritosulfuron, imidazolinones such as imazamethabenz, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin and imazethapyr, triazolopyrimidine herbicides and sulfonanilides such as cloransulam, cloransulam-methyl, diclosulam, flumetsulam, florasulam, metosulam, penoxsulam, pyrimisulfan and pyroxsulam, pyrimidinylbenzoates such as bispyribac, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriflubenzoxin, pyriminobac, pyriminobac-methyl, pyrithiobac, pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy-2- pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid-1 -methylethyl ester (CAS 420138-41-6), 4-[[[2-[(4,6- dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid propyl ester (CAS 420138-40-5), N-(4- bromophenyl)-2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzenemethanamine (CAS 420138-01-8), sulfonylaminocarbonyl-triazolinone herbicides such as flucarbazone, flucarbazone-sodium, propoxycarbazone, propoxycarbazone-sodium, thiencarbazone and thiencarbazone-methyl; and triafamone; among these, a preferred embodiment of the invention relates to those compositions comprising at least one imidazolinone herbicide; c3) is selected from the group of the photosynthesis inhibitors: amicarbazone, inhibitors of the photosystem II, e.g. 1 -(6-tert-butylpyrimidin-4-yl)-2-hydroxy-4-methoxy-3- methyl-2H-pyrrol-5-one (CAS 1654744-66-7), 1-(5-tert-butylisoxazol-3-yl)-2-hydroxy-4-methoxy-3-methyl-2H- pyrrol-5-one (CAS 1637455-12-9), 1-(5-tert-butylisoxazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1637453-94-1), 1-(5-tert-butyl-1-methyl-pyrazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1654057-29-0), 1-(5-tert-butyl-1-methyl-pyrazol-3-yl)-3-chloro-2-hydroxy-4-methyl-2H-pyrrol-5-one (CAS 1654747-80-4), 4-hydroxy-1-methoxy-5-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one; (CAS 2023785-78-4), 4-hydroxy-1,5-dimethyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 2023785-79- 5), 5-ethoxy-4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1701416-69-4), 4- hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1708087-22-2), 4-hydroxy-1,5- dimethyl-3-[1 -methyl-5-(trifluoromethyl)pyrazol-3-yl]imidazolidin-2-one (CAS 2023785-80-8), 1-(5-tert- butylisoxazol-3-yl)-4-ethoxy-5-hydroxy-3-methyl-imidazolidin-2-one (CAS 1844836-64-1), triazine herbicides, including of chlorotriazine, triazinones, triazindiones, methylthiotriazines and pyridazinones such as ametryn, atrazine, chloridazone, cyanazine, desmetryn, dimethametryn.hexazinone, metribuzin, prometon, prometryn, propazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn and trietazin, aryl urea such as chlorobromuron, chlorotoluron, chloroxuron, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron and thiadiazuron, phenyl carbamates such as desmedipham, karbutilat, phenmedipham, phenmedipham-ethyl, nitrile herbicides such as bromofenoxim, bromoxynil and its salts and esters, ioxynil and its salts and esters, uraciles such as bromacil, lenacil and terbacil, and bentazon and bentazon-sodium, pyridate, pyridafol, pentanochlor and propanil and inhibitors of the photosystem I such as diquat, diquat-dibromide, paraquat, paraquat-dichloride and paraquat-dimetilsulfate. Among these, a preferred embodiment of the invention relates to those compositions comprising at least one aryl urea herbicide Among these, likewise a preferred embodiment of the invention relates to those compositions comprising at least one triazine herbicide Among these, likewise a preferred embodiment of the invention relates to those compositions comprising at least one nitrile herbicide; c4) is selected from the group of the protoporphyrinogen-IX oxidase inhibitors: acifluorfen, acifluorfen-sodium, azafenidin, bencarbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone-ethyl, chlomethoxyfen, chlorphthalim, cinidon-ethyl, cyclopyranil, fluazolate, flufenoximacil, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluoroglycofen, fluoroglycofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazol, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimin, tiafenacil, trifludimoxazin, epyrifenacil, N-ethyl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1 H-pyrazole-1- carboxamide (CAS 452098-92-9), N-tetrahydrofu rfu ryl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methy I- 1 H- pyrazole-1 -carboxamide (CAS 915396-43-9), N-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl- 1 H-pyrazole-1 -carboxamide (CAS 452099-05-7), N-tetrahydrofurfuryl-3-(2-chloro-6-fluoro-4-trifluoro- methylphenoxy)-5-methyl-1 H-pyrazole-1-carboxamide (CAS 452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)- 3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-1 ,5-dimethyl-6-thioxo-[1 ,3, 5]triazinan-2, 4-dione (CAS 451484-50-7) 2- (2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1 ,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1 ,3- dione (CAS 1300118-96-0), 1 -methyl-6-trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H- benzo[1,4]oxazin-6-yl)-1 H-pyrimidine-2, 4-dione (CAS 1304113-05-0), methyl (E)-4-[2-chloro-5-[4-chloro-5- (difluoromethoxy)-l H-methyl-pyrazol-3-yl]-4-fluoro-phenoxy]-3-methoxy-but-2-enoate (CAS 948893-00-3), and 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1 H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)-1 H-pyrimidine-2, 4- dione (CAS 212754-02-4), 2-[2-chloro-5-[3-ch loro-5-(trifl uoromethyl )-2-py ri d i ny l]-4-f luorophenoxy] -2-methoxy- acetic acid methyl ester (CAS 1970221-16-9), (CAS 2158274-96-3), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl- 2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester (CAS 2158274-50-9), methyl 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluoro- phenoxy]-2-pyridyl]oxy]acetate (CAS 2271389-22-9), ethyl 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5- oxo-1 ,2, 4-triazol-1 -yl]-4-fluoro-phenoxy]-2-pyridyl]oxy] acetate (CAS 2230679-62-4), 2-[[3-[[3-chloro-6-[3,6- dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]- acetic acid methyl ester (CAS 2158275-73-9), 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4- (trifluoromethyl)-l (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy] acetic acid ethyl ester (CAS 2158274-56-5), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5- fluoro-2-pyridinyl]oxy]phenoxy]-N-(methylsulfonyl)-acetamide (CAS 2158274-53-2), 2-[[3-[[3-chloro-6-[3,6- dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-N- (methylsulfonyl)-acetamide (CAS 2158276-22-1), 3-[2-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4- (trifluoromethyl)-l (2H)-pyrimidinyl]-4-fluorophenyl]-4, 5-dihydro-5-methyl-5-isoxazolecarboxylic acid ethyl ester (CAS 1949837-17-5); c5) is selected from the group of the bleacher herbicides:

[0054] PDS inhibitors: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, 4-(3- trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (CAS 180608-33-7), rimisoxafen, HPPD inhibitors: benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquinotrione, isoxaflutole, mesotrione, oxotrione (CAS 1486617-21-3), pyrasulfotole, pyrazolynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone, bipyrazone, fenpyrazone, cypyrafluone, tripyrasulfone, benquitrione, dioxopyritrione; bleacher, unknown target: aclonifen, amitrole flumeturon,2-chloro-3-methylsulfanyl-N-(1 - methyltetrazol-5-yl)-4-(trifluoromethyl)benzamide (CAS 1361139-71-0), bixlozone and 2-(2,5- dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (CAS 81778-66-7), broclozone, flusulfinam, iptriazopyrid, pyraquinate; c6) from the group of the EPSP synthase inhibitors: glyphosate and its salts, glyphosate-isopropylammonium, glyposate-potassium, glyphosate-trimesium (sulfosate); c7) from the group of the glutamine synthase inhibitors: bilanaphos (bialaphos), bilanaphos-sodium, glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P-ammonium. c8) from the group of the DHP synthase inhibitors: asulam; c9) is selected from the group of the mitosis inhibitors: compounds of group K1 : dinitroanilines such as benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pendimethalin, prodiamine and trifluralin, phosphoramidates such as amiprophos, amiprophos- methyl, and butamiphos, benzoic acid herbicides such as chlorthal, chlorthal-dimethyl, pyridines such as dithiopyr and thiazopyr, benzamides such as propyzamide and tebutam; compounds of group K2: carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop- M-methyl and propham ; among these, compounds of group K1 , in particular dinitroanilines and icafolin methyl are preferred; c10) is selected from the group of the VLCFA inhibitors: chloroacetamides such as acetochlor, alachlor, amidochlor, butachlor, dimethachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, metolachlor-S, pethoxamid, pretilachlor, propachlor, propisochlor and thenylchlor, oxyacetanilides such as flufenacet and mefenacet, acetanilides such as diphenamid, naproanilide, napropamide and napropamide-M, tetrazol inones such fentrazamide, and other herbicides such as anilofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone, dimesulfazet and isoxazoline compounds of the formulae 11.1 , II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9

[0055] 11.2

[0056] I I.3 II.4 I I.5 the isoxazoline compounds of the formula (II) are known in the art, e.g. from WO 2006 / 024820, WO 2006 / 037945, WO 2007 / 071900 and WO 2007 / 096576; among the VLCFA inhibitors, preference is given to chloroacetamides, isoxazolines and oxyacetamides; d 1 ) is selected from the group of the cellulose biosynthesis inhibitors: chlorthiamid, dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam and 1 -cyclohexyl-5-pentafluorphenyloxy- 14-[1 ,2,4,6]thiatriazin-3-ylamine (CAS 175899-01-1); d 2) from the group of the decoupler herbicides: dinoseb, dinoterb and DNOC and its salts; c13) is selected from the group of the auxinic herbicides:

[0057] 2,4-D and its salts and esters such as clacyfos, 2,4-DB and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts such as aminopyralid-dimethylammonium, aminopyral id-tris(2- hydroxypropyl)ammonium and its esters, benazolin, benazolin-ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, flopyrauxifen, fluroxypyr, fluroxypyr-butometyl, fluroxypyr- meptyl, halauxifen and its salts and esters (CAS 943832-60-8), MCPA and its salts and esters, MCPA- thioethyl, MCPB and its salts and esters, mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA (2,3,6) and its salts and esters, triclopyr and its salts and esters, florpyrauxifen), and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1 H-indol-6-yl)picolinic acid (CAS 1629965-65-6); d 4) from the group of the auxin transport inhibitors: fluchloraminopyr, diflufenzopyr, diflufenzopyr-sodium, naptalam and naptalam-sodium; c15) is selected from the group of the other herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyri morale and its salts and esters, dalapon, dazomet, difenzoquat, difenzoquat-metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, maleic hydrazide, mefluidide, metam, methiozolin, methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine, tetflupyrolimet, tridiphane, 6-chloro-4-(2,7- dimethyl-1 -naphthyl)-5-hydroxy-2-methyl-pyridazin-3-one (CAS 2414510-21-5).

[0058] Preference is given to those compositions according to the present invention comprising at least one herbicide B selected from herbicides of class d , c2, c3, c4, c5, c6, c7, c9, d 0, c13 and c15.

[0059] Specific preference is given to those compositions according to the present invention which comprise at least one herbicide B selected from the herbicides of class c2, c4, c5, c6, c7, c9, d 0, c13 and c15.

[0060] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group d), in particular selected from the group consisting of cyhalofop-butyl, profoxydim, triallate, pinoxaden.

[0061] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group c2), in particular selected from the group consisting of bensulfuron-methyl, ethoxysulfuron, imazapyr, imazethapyr, propyrisulfuron, triafamone; more preferred selected from the group consisting of ethoxysulfuron, imazapyr, imazethapyr.

[0062] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group c3), in particular selected from the group consisting of atrazine, hexazinone, metribuzin, diuron, bentazon and bentazon-sodium.

[0063] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), especially an active compound from the group consisting of at least one and especially exactly one herbicidally active compound from group c4), in particular selected from the group consisting of flumioxazin, saflufenacil, trifludimoxazin, 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2, 6-dioxo-4-(trifl uoromethyl)- 1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester (CAS 2158274-50-9), more preferred selected from the group consisting of saflufenacil, trifludimoxazin, 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4- (trifluoromethyl)-l (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester (CAS 2158274-50-9);

[0064] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group c5), in particular selected from the group consisting of

[0065] PDS inhibitors: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, 4-(3- trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (CAS 180608-33-7), rimisoxafen, HPPD inhibitors: benzobicyclon, isoxaflutole, mesotrione, tembotrione, tolpyralate, topramezone; more preferred selected from the group consisting of benzobicyclon, isoxaflutole, topramezone, mesotrione

[0066] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group c6), in particular selected from the group consisting of glyphosate, glyphosate-isopropylammonium, glyposate- potassium and glyphosate-trimesium (sulfosate); more preferred selected from the group consisting of glyphosate, glyphosate-isopropylammonium, glyposate-potassium and glyphosate-trimesium (sulfosate).

[0067] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group c7), in particular selected from the group consisting of glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P-ammonium, more preferred consisting of the group selected from glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P-ammonium.

[0068] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group c9), in particular selected from the group consisting of pendimethalin and icafolin methyl.

[0069] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group d 0), in particular selected from the group consisting of butachlor, dimethenamid-P, metolachlor-S, pretilachlor, pyroxasulfone, more preferred selected from the group consisting of dimethenamid-P, metolachlor-S, pretilachlor, pyroxasulfone.

[0070] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group d 3), in particular selected from the group consisting of 2,4-D and its salts and esters such as clacyfos, 2,4-D B and its salts and esters, dicamba and its salts and esters, flopyrauxifen, more preferred selected from the group consiting of 4-D and its salts and esters such as clacyfos, 2,4-DB and its salts and esters.

[0071] According to another preferred embodiment of the invention, the composition comprises, in addition to the component 1) and component 2), at least one and especially exactly one herbicidally active compound from group d 5), in particular selected from the group consisting of bromobutide, chlorflurenol, cinmethylin, tetflupyrolimet.

[0072] Particularly preferred herbicides as component 3) are the herbicides C as defined above; in particular the herbicides C.1 - C.228 listed below in table B:

[0073] Table B:

[0074] Most preferred are following compounds C:

[0075] In another embodiment of the present invention the compositions according to the present invention comprise optionally at least one safener S. According to another preferred embodiment of the invention, the composition comprises optionally, in addition to the component 1), component 2) and component 3) at least one and especially exactly one safener S, in particular selected from the group consisting of benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim, furilazole, isoxadifen, mefenpyr, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3) and 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 52836-31-4). Safeners are chemical compounds which prevent or reduce damage on useful plants without having a major impact on the herbicidal action of the herbicidal active components of the present compositions towards unwanted plants. They can be applied either before sowings (e.g. on seed treatments, shoots or seedlings) or in the pre-emergence application or post-emergence application of the useful plant.

[0076] Suitable safeners are e.g. (quinolin-8-oxy)acetic acids, 1 -phenyl-5-haloalkyl-1 H-1 ,2,4-triazol-3-carboxylic acids, 1- phenyl-4,5-dihydro-5-alkyl-1 H-pyrazol-3,5-dicarboxylic acids, 4,5-dihydro-5,5-diaryl-3-isoxazol carboxylic acids, dichloroacetamides, alpha-oximinophenylacetonitriles, acetophenonoximes, 4,6-dihalo-2-phenylpyrimidines, N-[[4- (aminocarbonyl)phenyl]sulfonyl]-2-benzoic amides, 1 ,8-naphthalic anhydride, 2-halo-4-(haloalkyl)-5-thiazol carboxylic acids, phosphorthiolates and N-alkyl-O-phenylcarbamates and their agriculturally acceptable salts and their agriculturally acceptable derivatives such amides, esters, and thioesters, provided they have an acid group.

[0077] Examples of preferred safeners S are benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl- 3-(dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen and BPCMS (CAS 54091-06-4).

[0078] Especially preferred safeners S are benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1 -oxa-4- azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31-4) and metcamifen.

[0079] Particularly preferred safeners S are cloquintocet, cyprosulfamide, fenclori, furilazole isoxadifen-ethyl, mefenpyr- diethyl.

[0080] Particularly preferred safeners S, which, as component S, are constituent of the composition according to the invention are the safeners S as defined above; in particular the safeners S.1 - S.17 listed below in table C:

[0081] Table C

[0082] The active compounds B of groups d) to c15) and the active compounds S are known herbicides and safeners, see, for example, The Compendium of Pesticide Common Names (http: / / www.alanwood.net / pesticides / ); Farm Chemicals Handbook 2000 volume 86, Meister Publishing Company, 2000; C. Hock, C. Fedtke, R. R. Schmidt, Herbizide [Herbicides], Georg Thieme Verlag, Stuttgart 1995; W. H. Ahrens, Herbicide Handbook, 7th edition, Weed Science Society of America, 1994; and K. K. Hatzios, Herbicide Handbook, Supplement for the 7th edition, Weed Science Society of America, 1998. 2,2,5-Trimethyl-3-(dichloroacetyl)-1,3-oxazolidine [CAS No. 52836-31-4] is also referred to as R-29148. 4-(Dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane [CAS No. 71526-07-3] is also referred to as AD-67 and MON 4660.

[0083] The assignment of the active compounds to the respective mechanisms of action is based on current knowledge. If several mechanisms of action apply to one active compound, this substance was only assigned to one mechanism of action.

[0084] Active compounds C and C having a carboxyl group can be employed in the form of the acid, in the form of an agriculturally suitable salt as mentioned above or else in the form of an agriculturally acceptable derivative in the compositions according to the invention.

[0085] In the case of dicamba, suitable salts include those, where the counterion is an agriculturally acceptable cation. For example, suitable salts of dicamba are dicamba-sodium, dicamba-potassium, dicamba-methylammonium, dicamba- dimethylammonium, dicamba-isopropylammonium, dicamba-diglycolamine, dicamba-olamine, dicamba-diolamine, dicamba-trolamine, dicamba-N,N-bis-(3-aminopropyl)methylamine and dicamba-diethylenetriamine. Examples of a suitable ester are dicamba-methyl and dicamba-butotyl.

[0086] Suitable salts of 2,4-D are 2,4-D-ammonium, 2,4-D-dimethylammonium, 2,4-D-diethylammonium, 2,4-D- diethanolammonium (2,4-D-diolamine), 2,4-D-triethanolammonium, 2,4-D-isopropylammonium, 2,4-D- triisopropanolammonium, 2,4-D-heptylammonium, 2,4-D-dodecylammonium, 2,4-D-tetradecylammonium, 2,4-D- triethylammonium, 2,4-D-tris(2-hydroxypropyl)ammonium, 2,4-D-tris(isopropyl)ammonium, 2,4-D-trolamine, 2,4-D- lithium, 2,4-D-sodium and 2,4-D-N,N,N-trimethylethanolammonium (2,4-D choline). Examples of suitable esters of 2,4-D are 2,4-D-butotyl, 2,4-D-2-butoxypropyl, 2,4-D-3-butoxypropyl, 2,4-D-butyl, 2,4-D-ethyl, 2,4-D-ethylhexyl, 2,4- D-isobutyl, 2,4-D-isooctyl, 2,4-D-isopropyl, 2,4-D-meptyl, 2,4-D-methyl, 2,4-D-octyl, 2,4-D-pentyl, 2,4-D-propyl, 2,4-D- tefuryl and clacyfos.

[0087] Suitable salts of 2,4-D B are for example 2,4-DB-sodium, 2,4-DB-potassium and 2,4-DB-dimethylammonium. Suitable esters of 2,4-DB are for example 2,4-DB-butyl and 2,4-DB-isoctyl. Suitable salts of dichlorprop are for example dichlorprop-sodium, dichlorprop-potassium and dichlorpropdimethylammonium. Examples of suitable esters of dichlorprop are dichlorprop-butotyl and dichlorprop-isoctyl.

[0088] Suitable salts and esters of MCPA include MCPA-butotyl, MCPA-butyl, MCPA-dimethylammonium, MCPA-diolamine, MCPA-ethyl, MCPA-thioethyl, MCPA-2-ethylhexyl, MCPA-isobutyl, MCPA-isoctyl, MCPA-isopropyl, MCPA- isopropylammonium, MCPA-methyl, MCPA-olamine, MCPA-potassium, MCPA-sodium and MCPA-trolamine.

[0089] A suitable salt of MCPB is MCPB sodium. A suitable ester of MCPB is MCPB-ethyl.

[0090] Suitable salts of clopyralid are clopyralid-potassium, clopyralid-olamine and clopyralid-tris-(2- hydroxypropyljammonium. Example of suitable esters of clopyralid is clopy ralid-methy I .

[0091] Examples of a suitable ester of fluroxypyr are fluroxypyr-meptyl and fluroxypyr-2-butoxy-1-methylethyl, wherein fluroxypyr-meptyl is preferred.

[0092] Suitable salts of picloram are picloram-dimethylammonium, picloram-potassium, picloram-triisopropanolammonium, picloram-triisopropylammonium and picloram-trolamine. A suitable ester of picloram is picloram-isoctyl.

[0093] A suitable salt of triclopyr is triclopyr-triethylammoni um. Suitable esters of triclopyr are for example triclopyr-ethyl and triclopyr-butotyl.

[0094] Suitable salts and esters of chloramben include chloramben-ammonium, chloramben-diolamine, chloramben-methyl, chloramben-methylammonium and chloramben-sodium. Suitable salts and esters of 2,3,6-TBA include 2,3,6-TBA- dimethylammonium, 2,3,6-TBA-lithium, 2,3,6-TBA-potassium and 2,3,6-TBA-sodium.

[0095] Suitable salts and esters of aminopyralid include aminopyralid-potassium, aminopyralid-dimethylammonium, and aminopyralid-tris(2-hydroxypropyl)ammonium.

[0096] Suitable salts of glyphosate are for example glyphosate-ammonium, glyphosate-diammonium, glyphoste- dimethylammonium, glyphosate-isopropylammonium, glyphosate-potassium, glyphosate-sodium, glyphosate- trimesium as well as the ethanolamine and diethanolamine salts, preferably glyphosate-diammonium, glyphosate- isopropylammonium and glyphosate-trimesium (sulfosate).

[0097] A suitable salt of glufosinate is for example glufosinate-ammonium.

[0098] A suitable salt of glufosinate-P is for example glufosinate-P-ammonium.

[0099] Suitable salts and esters of bromoxynil are for example bromoxynil-butyrate, bromoxynil-heptanoate, bromoxynil- octanoate, bromoxynil-potassium and bromoxynil-sodium.

[0100] Suitable salts and esters of ioxonil are for example ioxonil-octanoate, ioxonil-potassium and ioxonil-sodium.

[0101] Suitable salts and esters of mecoprop include mecoprop-butotyl, mecoprop-dimethylammonium, mecoprop- diolamine, mecoprop-ethadyl, mecoprop-2-ethyl hexyl, mecoprop-isoctyl, mecoprop-methyl, mecoprop-potassium, mecoprop-sodium and mecoprop-trolamine.

[0102] Suitable salts of mecoprop-P are for example mecoprop-P-butotyl, mecoprop-P-dimethylammonium, mecoprop-P-2- ethylhexyl, mecoprop-P-isobutyl, mecoprop-P-potassium and mecoprop-P-sodium. A suitable salt of difl ufenzopyr is for example diflufenzopyr-sodium

[0103] A suitable salt of naptalam is for example naptalam-sodium.

[0104] Suitable salts and esters of aminocyclopyrachlor are for example aminocyclopyrachlor-dimethylammonium, aminocyclopyrachlor-methyl, aminocyclopyrachlor-triisopropanolammonium, aminocyclopyrachlor-sodium and aminocyclopyrachlor-potassium.

[0105] A suitable salt of quinclorac is for example quinclorac-dimethylammonium.

[0106] A suitable salt of quinmerac is for example quinmerac-dimethylammonium.

[0107] A suitable salt of imazamox is for example imazamox-ammonium.

[0108] Suitable salts of imazapic are for example imazapic-ammonium and imazapic-isopropylammonium.

[0109] Suitable salts of imazapyr are for example imazapyr-ammonium and imazapyr-isopropylammonium.

[0110] A suitable salt of imazaquin is for example imazaquin-ammonium.

[0111] Suitable salts of imazethapyr are for example imazethapyr-ammonium and imazethapyr-isopropylammonium.

[0112] A suitable salt of topramezone is for example topramezone-sodium.

[0113] The term “binary compositions” includes compositions comprising one component 1) and one component 2) or one component 1) and one component 3).

[0114] In the binary mixtures the weight ratio of the component 1) and the component 2) generally depends from the properties of the components used, usually it is in the range of from 1:1000 to 1000:1, from 1:500 to 500:1, from 1:250 to 250:1, 1:100 to 100:1, 1:75 to 75:1, regularly from 1:50 to 50:1, from 1:20 to 20:1, from 1:10 to 10:1, from 1:4 to 4:1 and from 1:2 to 2:1.

[0115] In the binary mixtures the weight ratio of the component 1) and the component 3) generally depends from the properties of the components used, usually it is in the range of from 1:1000 to 1000:1, from 1:500 to 500:1, from 1:250 to 250:1, 1:100 to 100:1, 1:75 to 75:1, regularly from 1:50 to 50:1, from 1:20 to 20:1, from 1:10 to 10:1, from 1:4 to 4:1 and from 1:2 to 2:1.

[0116] In the binary mixtures the weight ratio of the component 1) and the component 2) or the component 1) and the component 3) generally depends from the properties of the components used, can be in range as follows: from 250:1 to 1:250, from 240:1 to 1:240, from 230:1 to 1: 230, from 230:1 to 1: 230, from 220:1 to 1: 220, from 210:1 to 1: 210, from 200:1 to 1: 200, from 190:1 to 1: 190, from 190:1 to 1: 190, from 180:1 to 1: 180, from 170:1 to 1: 170, from 160:1 to 1: 160, from 150:1 to 1: 150, from 140:1 to 1: 140, from 130:1 to 1: 130, from 120:1 to 1: 120, from 110:1 to 1: 110, from 100:1 to 1: 100, from 90:1 to 1: 90, from 80:1 to 1: 80, from 70:1 to 1: 70, from 60:1 to 1: 60, from 50:1 to 1: 50, from 45:1 to 1: 45, from 40:1 to 1: 40, from 35:1 to 1: 35, from 30:1 to 1: 30, from 25:1 to 1: 25, from 20:1 to 1: 20, from 15:1 to 1: 15, from 14:1 to 1: 14, from 13:1 to 1: 13, from 12:1 to 1: 12, from 11:1 to 1: 11, from 10:1 to 1: 10, from 9:1 to 1: 9, from 8:1 to 1: 8, from 7:1 to 1: 7, from 6:1 to 1: 6, from 5:1 to 1: 5, from 4:1 to 1:4, from 3:1 to 1: 3, from 2:1 to 1: 2, from 1.5:1 to 1:1,5 or 1:1.

[0117] The term “ternary compositions” includes compositions comprising one component 1), one component 2) and one component 3). In the case that the ternary mixture comprises additional a safner S, such compositions is a four- component composition.

[0118] In ternary compositions comprising at least one a component 1) a component 2) and one component 3), the relative proportions by weight of the components 1) : 2) are generally in the range of 1:1000 to 1000:1, from 1:500 to 500:1, from 1:250 to 250:1, 1:100 to 100:1, 1:75 to 75:1, regularly from 1:50 to 50:1, from 1:20 to 20:1, from 1:10 to 10:1, from 1:4 to 4:1 and from 1:2 to 2:1, the weight ratio of the components 1) : 3) is generally in the range of from 1:1000 to 1000:1, from 1:500 to 500:1, from 1:250 to 250:1, 1:100 to 100:1, 1:75 to 75:1, regularly from 1:50 to 50:1, from 1:20 to 20:1, from 1:10 to 10:1, from 1:4 to 4:1 and from 1:2 to 2:1, and the weight ratio of the components 2) : 3) is generally in the range of from 1:1000 to 1000:1, from 1:500 to 500:1, from 1:250 to 250:1, 1:100 to 100:1, 1:75 to 75:1, regularly from 1:50 to 50:1, from 1:20 to 20:1, from 1:10 to 10:1, from 1:4 to 4:1 and from 1:2 to 2:1. The weight ratio of components 1) +2) to component 3) is preferably in the range of from 1:1000 to 1000:1, from 1:500 to 500:1, from 1:250 to 250:1, 1:100 to 100:1, 1:75 to 75:1, regularly from 1:50 to 50:1, from 1:20 to 20:1, from 1:10 to 10:1, from 1:4 to 4:1 and from 1:2 to 2:1.

[0119] In the ternary mixtures the relative proportions by weight of the components 1) : 2), the weight ratio of the components 1 ) : 3), the weight ratio of the components 2) : 3) or the weight ratio of components 1 ) + 2) to component 3) is preferably in the range of from are generally in the range of from 250:1 to 1:250, from 240:1 to 1:240, from 230:1 to 1: 230, from 230:1 to 1: 230, from 220:1 to 1: 220, from 210:1 to 1: 210, from 200:1 to 1: 200, from 190:1 to 1: 190, from 190:1 to 1: 190, from 180:1 to 1: 180, from 170:1 to 1: 170, from 160:1 to 1: 160, from 150:1 to 1: 150, from 140:1 to 1: 140, from 130:1 to 1: 130, from 120:1 to 1: 120, from 110:1 to 1: 110, from 100:1 to 1: 100, from 90:1 to 1: 90, from 80:1 to 1: 80, from 70:1 to 1: 70, from 60:1 to 1: 60, from 50:1 to 1: 50, from 45:1 to 1: 45, from 40:1 to 1: 40, from 35:1 to 1: 35, from 30:1 to 1: 30, from 25:1 to 1: 25, from 20:1 to 1: 20, from 15:1 to 1: 15, from 14:1 to 1: 14, from 13:1 to 1: 13, from 12:1 to 1: 12, from 11:1 to 1: 11, from 10:1 to 1: 10, from 9:1 to 1: 9, from 8:1 to 1: 8, from 7:1 to 1: 7, from 6:1 to 1: 6, from 5:1 to 1: 5, from 4:1 to 1:4, from 3:1 to 1: 3, from 2:1 to 1: 2, from 1.5:1 to 1:1,5 or 1:1.

[0120] The weight ratios of the individual components in the preferred mixtures mentioned below are within the limits given above, in particular within the preferred limits.

[0121] Particularly preferred are compositions 1.1 to 12738, comprising the compound I-3 of the formula: and the substance(s) as defined in the respective row of table 1 :

[0122] Table 1 (compositions 1.1 to 1.2738):

[0123] The specific number for each single composition is deductible as follows:

[0124] Composition 1.200 for example comprises the compound I-3, tolpyralate and saflufenacil (C.94) (seeabove table entry 1 .200; as well as table B, entry C.94).

[0125] Also particularly preferred are compositions 2.1 to 2.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.1 (see Table C).

[0126] Also particularly preferred are compositions 3.1 to 3.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.2 (see Table C).

[0127] Also particularly preferred are compositions 4.1 to 4.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.3 (see Table C).

[0128] Also particularly preferred are compositions 5.1 to 5.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.4 (see Table C).

[0129] Also particularly preferred are compositions 6.1 to 6 2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.5 (see Table C).

[0130] Also particularly preferred are compositions 7.1 to 7.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.6 (see Table C).

[0131] Also particularly preferred are compositions 8.1 to 8.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.7 (see Table C).

[0132] Also particularly preferred are compositions 9.1 to 9.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.8 (see Table C).

[0133] Also particularly preferred are compositions 10.1 to 10.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.9 (see Table C).

[0134] Also particularly preferred are compositions 11 .1 to 11 .2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.10 (see Table C).

[0135] Also particularly preferred are compositions 12.1 to 12 2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.11 (see Table C).

[0136] Also particularly preferred are compositions 13.1 to 13.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.12 (see Table C).

[0137] Also particularly preferred are compositions 14.1 to 14.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.13 (see Table C).

[0138] Also particularly preferred are compositions 15.1 to 15.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.14 (see Table C).

[0139] Also particularly preferred are compositions 16.1 to 16.2738, comprising the compound of formula I-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.15 (see Table C).

[0140] Also particularly preferred are compositions 17.1 to 17.2738, comprising the compound of formula i-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.16 (see Table C).

[0141] Also particularly preferred are compositions 18.1 to 18.2738, comprising the compound of formula i-3 and the substance(s) as defined in the respective row of table 1 and additional a safner S.17 (see Table C).

[0142] The invention also relates to agrochemical compositions comprising an auxiliary and at least one composition according to the invention.

[0143] An agrochemical composition comprises a pesticidally effective amount of at least one composition according to the invention. The term "effective amount" denotes an amount of the active ingredients, which is sufficient for controlling unwanted plants, especially for controlling unwanted plants in crops (i.e. cultivated plants) and which does not result in a substantial damage to the treated plants Such an amount can vary in a broad range and is dependent on various factors, such as the plants to be controlled, the treated crop or material, the climatic conditions and the specific composition according to the invention used.

[0144] The compounds A and optionally B and / or C, their N-oxides, salts or derivatives can be converted into customary types of agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof. Examples for agrochemical composition types are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g EC), emulsions (e.g. EW, EC, ES, ME), capsules (e g. CS, ZC), pastes, pastilles, wettable powders or dusts (e.g. WP, SP, WS, DP, DS), pressings (e.g. BR, TB, DT), granules (e.g. WG, SG, GR, FG, GG, MG), insecticidal articles (e.g. LN), as well as gel formulations for the treatment of plant propagation materials such as seeds (e.g. GF). These and further agrochemical compositions types are defined in the “Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6thEd. May 2008, CropLife International.

[0145] The agrochemical compositions are prepared in a known manner, such as described 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.

[0146] Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.

[0147] Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil fractions of medium to high boiling point, e.g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, paraffin, tetrahydronaphthalene, alkylated naphthalenes; alcohols, e.g. ethanol, propanol, butanol, benzylalcohol, cyclohexanol; glycols; DMSO; ketones, e.g. cyclohexanone; esters, e.g. lactates, carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, e g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.

[0148] Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e.g. cellulose, starch; fertilizers, e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e.g cereal meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.

[0149] 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 emulsifier, dispersant, solubilizer, wetter, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon’s, Vol.1 : Emulsifiers & Detergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).

[0150] Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignine 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, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.

[0151] 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 which have been alkoxylated with 1 to 50 equivalents. Ethylene oxide and / or propylene oxide may be employed for the 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 monoglycerides. Examples of sugar-based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides. Examples of polymeric surfactants are home- or copolymers of vinylpyrrolidone, vinylalcohols, or vinylacetate.

[0152] Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetains and imidazolines. Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide. Suitable polyelectrolytes are polyacids or polybases Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or polyethyleneamines.

[0153] Suitable adjuvants are compounds, which have a neglectable or even no pesticidal activity themselves, and which improve the biological performance of the compound I on the target. Examples are surfactants, mineral or vegetable oils, and other auxiliaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.

[0154] Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.

[0155] Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones.

[0156] Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.

[0157] Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.

[0158] Suitable colorants (e.g. in red, blue, or green) are pigments of low water solubility and water-soluble dyes. Examples are inorganic colorants (e.g. iron oxide, titan oxide, iron hexacyanoferrate) and organic colorants (e.g. alizarin-, azo- and phthalocyanine colorants).

[0159] Suitable tackifiers or binders are polyvinylpyrrolidons, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers.

[0160] Examples for agrochemical composition types and their preparation are: i) Water-soluble concentrates (SL, LS)

[0161] 10-60 wt% of a compostion according to the invention and 5-15 wt% wetting agent (e.g. alcohol alkoxylates) are dissolved in water and / or in a water-soluble solvent (e.g. alcohols) ad 100 wt%. The active substance dissolves upon dilution with water. ii) Dispersible concentrates (DC)

[0162] 5-25 wt% of a composition according to the invention and 1-10 wt% dispersant (e. g. polyvinylpyrrolidone) are dissolved in organic solvent (e.g. cyclohexanone) ad 100 wt%. Dilution with water gives a dispersion. iii) Emulsifiable concentrates (EC)

[0163] 15-70 wt% of a composition according to the invention and 5-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in water-insoluble organic solvent (e.g. aromatic hydrocarbon) ad 100 wt%. Dilution with water gives an emulsion. iv) Emulsions (EW, EC, ES)

[0164] 5-40 wt% of a composition according to the invention and 1-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40 wt% water-insoluble organic solvent (e.g. aromatic hydrocarbon). This mixture is introduced into water ad 100 wt% by means of an emulsifying machine and made into a homogeneous emulsion. Dilution with water gives an emulsion. v) Suspensions (SC, CD, FS)

[0165] In an agitated ball mill, 20-60 wt% of a composition according to the invention are comminuted with addition of 2- 10 wt% dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate), 0,1-2 wt% thickener (e.g. xanthan gum) and water ad 100 wt% to give a fine active substance suspension. Dilution with water gives a stable suspension of the active substance. For FS type composition up to 40 wt% binder (e g. polyvinylalcohol) is added vi) Water-dispersible granules and water-soluble granules (WG, SG)

[0166] 50-80 wt% of a composition according to the invention are ground finely with addition of dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate) ad 100 wt% and prepared as water-dispersible or water- soluble granules by means of technical appliances (e. g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance. vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)

[0167] 50-80 wt% of a composition according to the invention are ground in a rotor-stator mill with addition of 1-5 wt% dispersants (e.g. sodium lignosulfonate), 1-3 wt% wetting agents (e.g. alcohol ethoxylate) and solid carrier (e.g. silica gel) ad 100 wt%. Dilution with water gives a stable dispersion or solution of the active substance. viii) Gel (GW, GF)

[0168] In an agitated ball mill, 5-25 wt% of a acomposition according to the invention are comminuted with addition of 3- 10 wt% dispersants (e.g sodium lignosulfonate), 1-5 wt% thickener (e g. carboxymethylcellulose) and water ad 100 wt% to give a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance. iv) Microemulsion (ME)

[0169] 5-20 wt% of a composition according to the invention are added to 5-30 wt% organic solvent blend (e.g. fatty acid dimethylamide and cyclohexanone), 10-25 wt% surfactant blend (e.g. alcohol ethoxylate and arylphenol ethoxylate), and water ad 100 %. This mixture is stirred for 1 h to produce spontaneously a thermodynamically stable microemulsion. iv) Microcapsules (CS)

[0170] An oil phase comprising 5-50 wt% of a composition according to the invention, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), 2-15 wt% acrylic monomers (e.g. methylmethacrylate, methacrylic acid and a di- or triacrylate) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules.

[0171] Alternatively, an oil phase comprising 5-50 wt% of a compound I according to the invention, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), and an isocyanate monomer (e.g. diphenylmethene-4,4’-diisocyanate) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). The addition of a polyamine (e.g. hexamethylenediamine) results in the formation of polyurea microcapsules. The monomers amount to 1-10 wt%. The wt% relate to the total CS composition. ix) Dustable powders (DP, DS)

[0172] 1-10 wt% of a composition according to the invention are ground finely and mixed intimately with solid carrier (e.g. finely divided kaolin) ad 100 wt%. x) Granules (GR, FG)

[0173] 0.5-30 wt% of a composition according to the invention is ground finely and associated with solid carrier (e.g. silicate) ad 100 wt%. Granulation is achieved by extrusion, spray-drying or the fluidized bed. xi) Ultra-low volume liquids (UL)

[0174] 1-50 wt% of a composition according to the invention are dissolved in organic solvent (e.g. aromatic hydrocarbon) ad 100 wt%.

[0175] The agrochemical compositions types i) to xi) may optionally comprise further auxiliaries, such as 0,1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0,1-1 wt% anti-foaming agents, and 0, 1-1 wt% colorants.

[0176] The agrochemical compositions generally comprise between 0 01 and 95%, preferably between 0.1 and 90%, and in particular between 0 5 and 75%, by weight of active substance The active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum)

[0177] Solutions for seed treatment (LS), suspoemulsions (SE), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), emulsions (ES), emulsifiable concentrates (EC) and gels (GF) are usually employed for the purposes of treatment of plant propagation materials, particularly seeds. The compositions in question give, after two-to-tenfold dilution, active substance concentrations of from 0.01 to 60% by weight, preferably from 0 1 to 40% by weight, in the ready-to-use preparations. Application can be carried out before or during sowing.

[0178] Methods for applying compounds of formula (I) and compositions thereof, respectively, on to plant propagation material, especially seeds include dressing, coating, pelleting, dusting, soaking and in-furrow application methods of the propagation material. Preferably, compound I or the compositions thereof, respectively, are applied on to the plant propagation material by a method such that germination is not induced, e. g. by seed dressing, pelleting, coating and dusting.

[0179] Various types of oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides (e.g. herbicides, insecticides, fungicides, growth regulators, safeners) may be added to the active substances or the compositions comprising them as premix or, if appropriate not until immediately prior to use (tank mix) These agents can be admixed with the compositions according to the invention in a weight ratio of 1 :100 to 100:1 , preferably 1 :10 to 10:1.

[0180] The user applies the agrochemical composition according to the invention usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system. Usually, the agrochemical composition is made up with water, buffer, and / or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained. Usually, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.

[0181] According to one embodiment, either individual components of the agrochemical composition according to the invention or partially premixed components, e. g. agrochemical components comprising compounds of formula (I) and / or active substances from the groups B and / or C may be mixed by the user in a spray tank and further auxiliaries and additives may be added, if appropriate. In a further embodiment, individual components of the agrochemical composition according to the invention such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank and further auxiliaries may be added, if appropriate.

[0182] In a further embodiment, either individual components of the agrochemical composition according to the invention or partially premixed components, e. g. components comprising compounds of formula (I) and active substances from the groups B and / or C, can be applied jointly (e.g. after tank mix) or consecutively.

[0183] Accordingly, a first embodiment of the invention relates to compositions in the form of a agrochemical composition formulated as a 1-component composition comprising the at least one active compound of formula (I) or the at least one active compound of formula (I) (active compound A) and at least one further active compound selected from the herbicides B and the safeners C and also a solid or liquid carrier and, if appropriate, one or more surfactants.

[0184] Accordingly, a second embodiment of the invention relates to compositions in the form of a agrochemical composition formulated as a 2-component composition comprising a first formulation (component) comprising the at least one active compound A, a solid or liquid carrier and, if appropriate, one or more surfactants, and a second component comprising at least one further active compound selected from the herbicides B and safeners C, a solid or liquid carrier and, if appropriate, one or more surfactants.

[0185] The active compound A and the at least one further active compound B and / or C can be formulated and applied jointly or separately, simultaneously or in succession, before, during or after the emergence of the plants. In case of separate application, the order of the application of the active compounds A, B and / or C is of minor importance. The only thing that is important is that the at least one active compound A and the at least one further active compound B and / or C are present simultaneously at the site of action, i.e. are at the same time in contact with or taken up by the plant to be controlled I safened.

[0186] The compounds 1-1 to I-4 of the invention used solo and the binary and ternary compositions, which containi as component 2) optionally at least one further compound selected from following compounds b):

[0187] ALS inhibitors: bensulfuron, bensulfuron-methyl, ethoxysulfuron, propyrisulfuron, pyribenzoxim, triafamone; the photosynthesis inhibitors: diuron, atrazine: the protoporphyrinogen-IX oxidase inhibitors: flumioxazin, pyraclonil, saflufenacil, trifludimoxazin, 2-[2-[[3- chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2- pyridinyl]oxy]phenoxy] acetic acid ethyl ester, epyrifenacil and esters thereof; bleacher herbicides: isoxaflutole, tembotrione, tolpyralate, topramezone; the EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyposate-potassium and g ly phosate-tri mesi u m (su Ifosate) ; the glutamine synthase inhibitors: glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P- ammonium; the mitosis inhibitors: icafolin methyl; the VLCFA inhibitors: dimethenamid, dimethenamid-P, metolachlor, metolachlor-S, pretil achlor, pyroxasulfone; the auxinic herbicides: flopyrauxifen, 2,4-D and its salts and esters; is selected from the group of the other herbicides: cinmethylin, tetflupyrol imet; and / or at least one further herbicidally active compounds c), which is selected from the compounds of the following class c1) to c15): d) lipid biosynthesis inhibitors; c2) acetolactate synthase inhibitors; c3) photosynthesis inhibitors; c4) protoporphyrinogen-IX oxidase inhibitors, c5) bleacher herbicides; c6) enolpyruvyl shikimate 3-phosphate synthase inhibitors; c7) glutamine synthetase inhibitors; c8) 7,8-dihydropteroate synthase inhibitors; c9) mitosis inhibitors; d 0) inhibitors of the synthesis of very long chain fatty acids; d 1 ) cellulose biosynthesis inhibitors; c12) decoupler herbicides; c13) auxinic herbicides; c14) auxin transport inhibitors and c15) other herbicides; may be applied in combination with, or by utilizing smart agricultural technologies, such as precision agriculture, remote and proximate imaging and image recognition, or smart agricultural site management programs. These smart agricultural technologies typically include models, e.g. computer programs, that support the user by considering information from a wide variety of sources to increase the quality and yield of harvested material, reduce damage by pests including the prediction of pest pressure and smart application of crop protection products, secure environmental protection, support quick and reliable agronomic decision making, reduce usage of fertilizers and crop protection products, reduce product residues in consumables increase spatial and temporal precision of agronomical measures, automate processes, and enable traceability of measures.

[0188] Commercially available systems which include agronomic models are e.g. FieldScripts™ from The Climate Corporation, Xarvio™ from BASF, AGLogic™ from John Deere, etc.

[0189] Information input for these models include but is not limited to soil data (e.g. pH, organic matter content, moisture level, nutrient content such as nitrogen, potassium, phosphorous and micronutrient content); information on the plants that are currently growing or that may grow at the area of interest including crop plants and / or unwanted vegetation (e.g. type of plant, chlorophyl levels, biomass, growth stage, plant health, plant water status, plant growth models, genetic traits, biotic damage by infestation or infection with pests, abiotic damage as caused by drought or nutrient stress etc.); weather information (e.g. information on past and present, and forecast of future temperature, humidity, and / or precipitation); information on the location of the area and directly derivable information thereof (e.g terrain features like altitude, slope, water bodies, sun exposure and hours of sunshine per day, vegetation period, etc.); information on pest pressure (e.g. information of the past or present occurrence of unwanted vegetation, fungal diseases and invertebrate pests at the area of interest, at neighboring areas, the region, or the vegetation zone); information on beneficial organisms (e.g. information of the past or present occurrence of beneficial organisms at the area of interest, at neighboring areas, the region, or the vegetation zone); and I or historic information of any of the aforementioned (e.g. information on previous seasons, or of an earlier point in time of the same season).

[0190] The information usable for precision agriculture may be based on input by at least one user, be accessible from external data sources and databases, or be based on sensor data. Data sources typically includes proximate- detection systems like soil-borne sensors and remote sensing as may be achieved by imaging with unmanned airborne vehicles like drones, or satellites. Imaging technologies includes poly- and multispectral imagery in the UV- VI S, NIR and UV spectrum. Sensors may be included in an Internet-of-Things system and may be directly or indirectly connected to the processing unit, e.g. via a wireless network and / or cloud applications. The information is typically taken into account by at least one processing unit and used to provide recommendations, generate control signals (e.g. for the control of agricultural machinery like tractors, drones, irrigation systems, farm management systems and the like), and / or generate (digital) maps on the area of interest. These (digital) maps contain spatially and optionally temporally resolved information of the agricultural site, wherein the information may contain information directly gathered as described above, combinations thereof or derived thereof, such as pest pressure, nutrient levels, and the like. The recommendations, control signals and (digital) maps may relate to or be used for controlling the application of water, nutrients, agrochemical products, or plant propagation material to the field of interest, or for taking other management measures like tilling, physical or laser-induced weeding.

[0191] Typical technologies that are used in smart agricultural technologies include self-steering robots (such as tractors, harvesters, drones), artificial intelligence (e.g. machine learning), imaging technologies including image segmentation technologies, big data analysis, and model generation, cloud computing, and machine-to-machine communication.

[0192] Precision agriculture such as precision farming is characterized by spatially and / or temporally resolved, targeted application of active ingredients like pesticides, plant-growth-regulators, fertilizers, and / or water including the variation of application rates over the agronomic site, zone or spot application, and of the spatially and / or temporally resolved, targeted planting or seeding of desired plant propagation material to a agronomic site. Precision farming typically includes the use of geo-positioning technologies like GPS for gaining information on the location and boundaries of the area of interest, the utilized application equipment, sensing equipment and recorded data, and to control the actions of farm vehicles such as spraying. By combining geo-positioning data with (digital) maps, it is possible to (semi)-automate agricultural measures at the site of interest, e.g. by using (semi)-autonomous spraying or seeding equipment.

[0193] Precision farming may typically include the application of smart spraying equipment, e.g. spot spraying, and precision spraying at a farm, e.g. by irrigation systems, tractors, robots, helicopters, airplanes, unmanned aerial vehicles, such as drones. Such equipment usually includes input sensors (such as e.g. a camera) and a processing unit configured to analyze the input data and configured to provide a recommendation or decision based on the analysis of the input data to apply the compounds of the invention or compositions comprising them to the agronomic site, e.g. the soil, the crop plants, or to control pests in a specific and precise manner. For example, pests may be detected, identified, and / or classified from imagery acquired by a camera. Such identification and / classification can make use of image processing algorithms, which may utilize artificial intelligence (e.g. machine learning algorithms), or decision trees. In this manner, the compounds or compositions described herein can be applied only at the required location, point in time and dose rate.

[0194] The compositions according to the invention are suitable as herbicides. They are suitable as such or as an appropriately formulated composition (agrochemical composition).

[0195] The compositions according to the invention control vegetation on non-crop areas very efficiently, especially at high rates of application. They act against broad-leafed weeds and grass weeds in crops such as wheat, rice, corn, soybeans, sugarcane, sunflower and cotton without causing any significant damage to the crop plants. This effect is mainly observed at low rates of application.

[0196] The compositions according to the invention have an outstanding herbicidal activity against undesired vegetation, i.e. against a broad spectrum of economically important harmful monocotyledonous and dicotyledonous weeds. Further, the compositions according to the invention have an outstanding herbicidal activity against undesired vegetation which are resistant to compounds of the mode of actions included but not restricted to the compounds of the class b1) to b15) as definded above.

[0197] As mentioned below are some representatives of monocotyledonous and dicotyledonous weeds, which can be controlled by the compositions according to the invention without the enumeration being a restriction to certain species.

[0198] Preferably the compositions according to the invention are used to control monocotyledonous weeds.

[0199] Examples of monocotyledonous weeds on which the compositions according to the invention act efficiently are selected from the genera Hordeum spp., Echinochloa spp., Poa spp. , Bromus spp., Digitaria spp., Eriochloa spp., Setaria spp., Pennisetum spp., Eleusine spp., Eragrostis spp., Panicum spp., Lolium spp., Brachiaria spp., Leptochloa spp., Avena spp., Cyperus spp., Axonopris spp., Sorghum spp., and Melinus spp..

[0200] Preferred examples of monocotyledonous weeds on which the compositions according to the invention act efficiently are selected from the 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.

[0201] Especially preferred examples of monocotyledonous weeds on which the compositions according to the invention act efficiently are selected from the species Echinochloa spp., Digitaria spp., Setaria spp., Eleusine spp. and Brachiarium spp.

[0202] Also preferably the compositions according to the invention are used to control dicotyledonous weeds.

[0203] Examples of dicotyledonous weeds on which the compositions according to the invention act efficiently are selected from the genera Amaranthus spp., Erigeron spp., Conyza spp., Polygonum spp., Medicago spp., Mollugo spp., Cyclospermum spp., Stellaria spp., Gnaphalium spp., Taraxacum spp., Oenothera spp., Amsinckia spp., Erodium spp., Erigeron spp., Senecio spp., Lamium spp., Kochia spp., Chenopodium spp., Lactuca spp., Malva spp., Ipomoea spp., Brassica spp., Sinapis spp., Urtica spp., Sida spp, Portulaca spp., Richardia spp., Ambrosia spp., Calandrinia spp., Sisymbrium spp., Sesbania spp., Capsella spp., Sonchus spp., Euphorbia spp., Helianthus spp., Coronopus spp., Salsola spp., Abutilon spp., Vicia spp., Epilobium spp., Cardamine spp., Pieris spp., Trifolium spp., Galinsoga spp., Epimedium spp., Marchantia spp., Solanum spp., Oxalis spp., Metricaria spp., Plantago spp., Tribulus spp., Cenchrus spp., Bidens spp., Veronica spp., and Hypochaeris spp..

[0204] Preferred examples of dicotyledonous weeds on which the compositions according to the invention act efficiently are selected from the species Amaranthus spinosus, Polygonum convolvulus, Medicago polymorpha, Mollugo verticillata, Cyclospermum leptophyllum, Stellaria media, Gnaphalium purpureum, Taraxacum offi cinale, Oenothera laciniata, Amsinckia intermedia, Erodium cicutarium, Erodium moschatum, 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, Amaranthus palmeri, Amaranthus tuberculatus, Sida spinosa, Portulaca oleracea, Richardia scabra, Ambrosia artemisiifolia, Calandrinia caulescens, Sisymbrium irio, Sesbania exaltata, Capsella bursa-pastoris, Sonchus oleraceus, Euphorbia maculate, Euphorbia heterophylla, Helianthus annuus, Coronopus didymus, Salsola tragus, Abutilon theophrasti, Vicia benghalensis L, Epilobium paniculatum, Cardamine spp, Pieris echioides, Trifolium spp., Galinsoga spp., Epimedium spp., Marchantia spp., Solanum spp., Oxalis spp., Metricaria matriccarioides, Plantago spp., Tribulus terrestris, Salsola kali, Cenchrus spp , Bidens bipinnata, Veronica spp., and Hypochaeris radicata.

[0205] Especially preferred examples of dicotyledonous weeds on which the compositions according to the invention act efficiently are selected from the species Amaranthus spp., Erigeron spp., Conyza spp., Kochia spp. and Abutilon spp.

[0206] The compositions according to the invention are applied to the plants mainly by spraying the leaves. Here, the application can be carried out using, for example, water as carrier by customary spraying techniques using spray liquor amounts of from about 100 to 1000 l / ha (for example from 300 to 400 l / ha). The herbicidal compositions may also be applied by the low-volume or the ultra-low-volume method, or in the form of microgranules. Application of the herbicidal compositions according to the present invention can be done before, during and / or after, preferably during and / or after, the emergence of the undesirable plants.

[0207] The herbicidal compositions according to the present invention can be applied pre- or post-emergence or together with the seed of a crop plant. It is also possible to apply the compounds and compositions by applying seed, pretreated with a composition of the invention, of a crop plant. If the active compounds A and B and, if appropriate C, are less well tolerated by certain crop plants, application techniques may be used in which the herbicidal compositions are sprayed, with the aid of the spraying equipment, in such a way that as far as possible they do not come into contact with the leaves of the sensitive crop plants, while the active compounds reach the leaves of undesirable plants growing underneath, or the bare soil surface (post-directed, lay-by).

[0208] In a further embodiment, the composition according to the invention can be applied by treating seed. The treatment of seed comprises essentially all procedures familiar to the person skilled in the art (seed dressing, seed coating, seed dusting, seed soaking, seed film coating, seed multilayer coating, seed encrusting, seed dripping and seed pelleting) based on the compounds of the formula (I) according to the invention or the compositions prepared therefrom Here, the herbicidal compositions can be applied diluted or undiluted

[0209] The term “seed” comprises seed of all types, such as, for example, corns, seeds, fruits, tubers, seedlings and similar forms. Here, preferably, the term seed describes corns and seeds. The seed used can be seed of the useful plants mentioned above, but also the seed of transgenic plants or plants obtained by customary breeding methods.

[0210] Moreover, it may be advantageous to apply the compositions of the present invention on their own or jointly in combination with other crop protection agents, for example with agents for controlling pests or phytopathogenic fungi or bacteria or with groups of active compounds which regulate growth. Also of interest is the miscibility with mineral salt solutions which are employed for treating nutritional and trace element deficiencies. Non-phytotoxic oils and oil concentrates can also be added.

[0211] When employed in plant protection, the amounts of active substances applied, i.e. A and B and, if appropriate, C without formulation auxiliaries, are, depending on the kind of effect desired, from 0.001 to 3 kg per ha, preferably from 0.005 to 2.5 kg per ha, more preferably from 0.01 to 2 kg per ha and in particular from 0.025 to 1.5 kg per ha.

[0212] In another preferred embodiment of the invention, the rates of application of the compound of formula (I) according to the present invention (total amount of compound of formula (I)) are from 0.1 g / ha to 3000 g / ha, preferably 1 g / ha to 1000 g / ha, more preferably 5 g / ha to 1000 g / ha depending on the control target, the season, the target plants and the growth stage.

[0213] In another preferred embodiment of the invention, the application rates of the compound of formula (I) are in the range from 0.1 g / ha to 5000 g / ha and preferably in the range from 1 g / ha to 2500 g / ha or from 5 g / ha to 2000 g / ha.

[0214] In another preferred embodiment of the invention, the application rate of the compound of formula (I) is 0.1 to 1000 g / ha, preferably 1 to 750 g / ha, more preferably 5 to 500 g / ha.

[0215] The required application rates of herbicidal compounds B are generally in the range of from 0.0005 kg / ha to 2.5 kg / ha and preferably in the range of from 0.005 kg / ha to 2 kg / ha or 0.01 kg / ha to 1.5 kg / h of a.s The required application rates of safeners C are generally in the range of from 0.0005 kg / ha to 2.5 kg / h a and preferably in the range of from 0.005 kg / ha to 2 kg / ha or 0.01 kg / ha to 1.5 kg / h of a.s.

[0216] In treatment of plant propagation materials such as seeds, e. g. by dusting, coating or drenching seed, amounts of active substance of from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and most preferably from 5 to 100 g, per 100 kilogram of plant propagation material (preferably seeds) are generally required.

[0217] In another embodiment of the invention, to treat the seed, the amounts of active substances applied, i.e. A and B and, if appropriate, C are generally employed in amounts of from 0.001 to 10 kg per 100 kg of seed.

[0218] When used in the protection of materials or stored products, the amount of active substance applied depends on the kind of application area and on the desired effect. Amounts customarily applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.

[0219] In the methods of the present invention it is immaterial whether the herbicide compound of formula (I), and the further herbicide component B and / or the herbicide safener compound C are formulated and applied jointly or separately.

[0220] In the case of separate application it is of minor importance, in which order the application takes place. It is only necessary, that the herbicide compound A and the herbicide compound B and / or the herbicide safener compound C are applied in a time frame that allows simultaneous action of the active ingredients on the plants, preferably within a time-frame of at most 35 days, in particular at most 14 days.

[0221] Depending on the application method in question, the compositions according to the invention can additionally be employed in a further number of crop plants for eliminating undesirable plants.

[0222] According to the invention all the crop plants (cultivated plants) mentioned herein are understood to comprise all species, subspecies, variants and / or hybrids which belong to the respective cultivated plants, including but not limited to winter and spring varieties, in particular in cereals such as wheat and barley, as well as oilseed rape, e.g. winter wheat, spring wheat, winter barley etc .

[0223] For example, corn is also known as Indian corn or maize (Zea mays) which comprises all kinds of corn such as field corn and sweet corn. According to the invention all maize or corn subspecies and / or varieties are comprised, in particular flour corn (Zea mays var. amylacea), popcorn (Zea mays var. everta), dent corn (Zea mays var indentata), flint corn (Zea mays var. indurata), sweet corn (Zea mays var. saccharata and var. rugosa), waxy corn (Zea mays var. ceratina), amylomaize (high amylose Zea mays varieties), pod corn or wild maize (Zea mays var. tunicata) and striped maize (Zea mays var. japonica).

[0224] Further, most soybean cultivars are classifiable into indeterminate and determinate growth habit, whereas Glycine soja, the wild progenitor of soybean, is indeterminate (PNAS 2010, 107 (19) 8563-856). The indeterminate growth habit (Maturity Group, MG 00 to MG 4.9) is characterized by a continuation of vegetative growth after flowering begins whereas determinate soybean varieties (Maturity Group, (MG) 5 to MG 8) characteristically have finished most of their vegetative growth when flowering begins. According to the invention all soybean cultivars or varieties are comprised, in particular indeterminate and determinate cultivars or varieties.

[0225] Examples of suitable crops are the following: Allium cepa, Ananas comosus, Arachis hypogaea, Asparagus officinalis, Avena sativa, Beta vulgaris spec, altissima, Beta vulgaris spec, rapa, Brassica napus var. napus, Brassica napus var. napobrassica, Brassica rapa var. Silvestris, Brassica oleracea, Brassica nigra, Camellia sinensis, Carthamus tinctorius, Carya illinoi nensis, Citrus limon, Citrus sinensis, Coffea arabica (Coffea canephora, Coffea liberica), Cucumis sativus, Cynodon dactylon, Daucus carota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypium hirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium), Helianthus annuus, Hevea brasiliensis, Hordeum vulgare, Humulus lupulus, Ipomoea batatas, Juglans regia, Lens culinaris, Linum usitatissimum, Lycopersicon lycopersicum, Malus spec., Manihot esculenta, Medicago sativa, Musa spec., Nicotiana tabacum (N.rustica), Olea europaea, Oryza sativa, Phaseolus lunatus, Phaseolus vulgaris, Picea abies, Pinus spec., Pistacia vera, Pisum sativum, Prunus avium, Prunus persica, Pyrus communis, Prunus armeniaca, Prunus cerasus, Prunus dulcis and prunus domestica, Ribes sylvestre, Ricinus communis, Saccharum officinarum, Secale cereale, Sinapis alba, Solanum tuberosum, Sorghum bicolor (s. vulgare), Theobroma cacao, Trifolium pratense, Triticum aestivum, Triticale, Triticum durum, Vicia faba, Vitis vinifera, Zea mays.

[0226] Preferred crops are Arachis hypogaea, Beta vulgaris spec, altissima, Brassica napus var. napus, Brassica oleracea, Citrus limon, Citrus sinensis, Coffea arabica (Coffea canephora, Coffea liberica), Cynodon dactylon, Glycine max, Gossypium hirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium), Helianthus annuus, Hordeum vulgare, Juglans regia, Lens culinaris, Linum usitatissimum, Lycopersicon lycopersicum, Malus spec., Medicago sativa, Nicotiana tabacum (N.rustica), Olea europaea, Oryza sativa , Phaseolus lunatus, Phaseolus vulgaris, Pistacia vera, Pisum sativum, Prunus dulcis, Saccharum officinarum, Secale cereale, Solanum tuberosum, Sorghum bicolor (s. vulgare), Triticale, Triticum aestivum, Triticum durum, Vicia faba, Vitis vinifera and Zea mays

[0227] Especially preferred crops are crops of cereals, corn, soybeans, rice, oilseed rape, sugar cane, sunflower, cotton, peas, lentils, peanuts or permanent crops.

[0228] The compositions according to the invention can also be used in crops which have been modified by mutagenesis or genetic engineering in order to provide a new trait to a plant or to modify an already present trait.

[0229] The term "crops" as used herein includes also (crop) plants which have been modified by mutagenesis or genetic engineering in order to provide a new trait to a plant or to modify an already present trait

[0230] Mutagenesis includes techniques of random mutagenesis using X-rays or mutagenic chemicals, but also techniques of targeted mutagenesis, in order to create mutations at a specific locus of a plant genome. Targeted mutagenesis techniques frequently use oligonucleotides or proteins like CRISPR / Cas, zinc-finger nucleases, TALENs or meganucleases to achieve the targeting effect.

[0231] Genetic engineering usually uses recombinant DNA techniques to create modifications in a plant genome which under natural circumstances cannot readily be obtained by cross breeding, mutagenesis or natural recombination. Typically, one or more genes are integrated into the genome of a plant in order to add a trait or improve a trait. These integrated genes are also referred to as transgenes in the art, while plant comprising such transgenes are referred to as transgenic plants. The process of plant transformation usually produces several transformation events, wich differ in the genomic locus in which a transgene has been integrated. Plants comprising a specific transgene on a specific genomic locus are usually described as comprising a specific “event”, which is referred to by a specific event name. Traits which have been introduced in plants or hae been modified include in particular herbicide tolerance, insect resistance, increased yield and tolerance to abiotic conditions, like drought.

[0232] Herbicide tolerance has been created by using mutagenesis as well as using genetic engineering. Plants which have been rendered tolerant to acetolactate synthase (ALS) inhibitor herbicides by conventional methods of mutagenesis and breeding comprise plant varieties commercially available under the name Clearfield®. However, most of the herbicide tolerance traits have been created via the use of transgenes.

[0233] Herbicide tolerance has been created to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbicides, like bromoxynil and ioxynil, sulfonylurea herbicides, ALS inhibitor herbicides and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors, like isoxaflutole and mesotrione to microtubule assembly inhibitors like icafolin and to PPO herbicides like saflufenacil, tiafenacil, trifludimoxazin, epyrifenacil, CAS 2158274-56-5, CAS 1970221-16-9, CAS 2158274-50- 9Transgenes wich have been used to provide herbicide tolerance traits comprise: for tolerance to glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601 , gat4621 and goxv247, for tolerance to glufosinate: pat and bar, for tolerance to 2,4-D: aad-1 and aad-12, for tolerance to dicamba: dmo, for tolerance to oxynil herbicies: bxn, for tolerance to sulfonylurea herbicides: zm-hra, csr1 -2, gm-hra, S4-HrA, for tolerance to ALS inhibitor herbicides: csr1-2, for tolerance to HPPD inhibitor herbicides: hppdPF, W336 and avhppd-03, for tolerance to PPO herbicides as described in e.g. WO2019106568, W02023031161, WO2018022777, WO2017039969.

[0234] Transgenic corn events comprising herbicide tolerance genes are for example, but not excluding others, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21 , MZHG0JG, HCEM485, VCO-01981-5, 676, 678, 680, 33121, 4114, 59122, 98140, BtW, Bt176, CBH-351 , DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507 and TC6275.

[0235] Transgenic soybean events comprising herbicide tolerance genes are for example, but not excluding 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, SYHT0H2, W62, W98, FG72 and CV127.

[0236] Transgenic cotton events comprising herbicide tolerance genes are for example, but not excluding others, 19-51 a, 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.

[0237] Transgenic canola events comprising herbicide tolerance genes are for example, but not excluding others, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1 , MS8, PHYU, PHY23, PHY35, PHY36, RF1, RF2 and RF3.

[0238] Insect resistance has mainly been created by transferring bacterial genes for insecticidal proteins to plants. Transgenes which have most frequently been used are toxin genes of Bacillus spec, and synthetic variants thereof, like cry1 A, cry1 Ab, cry1Ab-Ac, cry1 Ac, cry1 A.105, cry1 F, cry1 Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1, cry34Ab1 , cry35Ab1 , cry9C, vip3A(a), vip3Aa20. However, also genes of plant origin have been transferred to other plants. In particular genes coding for protease inhibitors, like CpTI and pinll. A further approach uses transgenes in order to produce double stranded RNA in plants to target and downregulate insect genes. An example for such a transgene is dvsnf7. Transgenic corn events comprising genes for insecticidal proteins or double stranded RNA are for example, but not excluding others, Bt1O, Bt11, Bt176, MON801 , MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121 , 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418 and MZIR098.

[0239] Transgenic soybean events comprising genes for insecticidal proteins are for example, but not excluding others, MON87701, MON87751 and DAS-81419.

[0240] Transgenic cotton events comprising genes for insecticidal proteins are for example, but not excluding others, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Eventl, COT67B, COT102, T303-3, T304-40, GFM Cry1 A, GK12, MLS 9124, 281-24-236, 3006-210-23, GHB119 and SGK321.

[0241] Increased yield has been created by increasing ear biomass using the transgene athb17, being present in corn event MON87403, or by enhancing photosynthesis using the transgene bbx32, being present in the soybean event MON87712.

[0242] Crops comprising a modified oil content have been created by using the transgenes: gm-fad2-1 , Pj.D6D, Nc.Fad3, fad2-1 A and fatbl -A. Soybean events comprising at least one of these genes are: 260-05, MON87705 and MON87769.

[0243] Tolerance to abiotic conditions, in particular to tolerance to drought, has been created by using the transgene cspB, comprised by the corn event MON87460 and by using the transgene Hahb-4, comprised by soybean event IND- 00410-5.

[0244] Traits are frequently combined by combining genes in a transformation event or by combining different events during the breeding process. Preferred combination of traits are herbicide tolerance to different groups of herbicides, insect tolerance to different kind of insects, in particular tolerance to lepidopteran and coleopteran insects, herbicide tolerance with one or several types of insect resistance, herbicide tolerance with increased yield as well as a combination of herbicide tolerance and tolerance to abiotic conditions.

[0245] Plants comprising singular or stacked traits as well as the genes and events providing these traits are well known in the art. For example, detailed information as to the mutagenized or integrated genes and the respective events are available from websites of the organizations “International Service for the Acquisition of Agri-biotech Applications (ISAAA)” (http: / / www.isaaa.org / gmapprovaldatabase) and the “Center for Environmental Risk Assessment (CERA)” (http: / / cera-cimc.ora / GMCroDDatabase), as well as in patent applications, like EP3028573 and WC2017 / 011288.

[0246] The use of compositions according to the invention on crops may result in effects which are specific to a crop comprising a certain gene or event. These effects might involve changes in growth behavior or changed resistance to biotic or abiotic stress factors. Such effects may in particular comprise enhanced yield, enhanced resistance or tolerance to insects, nematodes, fungal, bacterial, mycoplasma, viral or vi raid pathogens as well as early vigour, early or delayed ripening, cold or heat tolerance as well as changed amino acid or fatty acid spectrum or content. Furthermore, plants are also covered that contain by the use of recombinant DNA techniques a modified amount of ingredients or new ingredients, specifically to improve raw material production, e.g., potatoes that produce increased amounts of amylopectin (e g. Amflora® potato, BASF SE, Germany).

[0247] Furthermore, it has been found that the the compositions according to the invention are also suitable for the defoliation and / or desiccation of plant parts, for which crop plants such as cotton, potato, oilseed rape, sunflower, soybean or field beans, in particular cotton, are suitable. In this regard compositions have been found for the desiccation and / or defoliation of plants, processes for preparing these compositions, and methods for desiccating and / or defoliating plants using the compositions according to the invention.

[0248] As desiccants, the compositions according to the invention are suitable in particular for desiccating the above-ground parts of crop plants such as potato, oilseed rape, sunflower and soybean, but also cereals. This makes possible the fully mechanical harvesting of these important crop plants.

[0249] Also of economic interest is the facilitation of harvesting, which is made possible by concentrating within a certain period of time the dehiscence, or reduction of adhesion to the tree, in citrus fruit, olives and other species and varieties of pomaceous fruit, stone fruit and nuts. The same mechanism, i.e. the promotion of the development of abscission tissue between fruit part or leaf part and shoot part of the plants is also essential for the controlled defoliation of useful plants, in particular cotton.

[0250] Moreover, a shortening of the time interval in which the individual cotton plants mature leads to an increased fiber quality after harvesting.

[0251] The following examples serve to illustrate the invention.

[0252] A Preparation examples

[0253] A Preparation examples

[0254] Example 1 : N4-(5-chloro-2,3,4-trifluoro-6-methoxy-phenyl)-6-(1-fluoro-1-methyl-ethyl)-1,3,5-triazine-2,4-diamine (compound I-4).

[0255] Step 1. 2-chloro-3,4,5-trifluoro-phenol

[0256] 3,4,5-Trifluorophenol (50 g, 337.66 mmol, 1 eq) was dissolved in 500 mL of DCM and 14 mL of acetonitrile. To the solution was SO2CI2 (47.85 g, 354.54 mmol, 1 .05 eq) was added dropwise at rt. The reaction mixture was stirred and then was quenched with water. After extractive work-up (DCM / water) and removal of the solvents, 59.16 g of desired chlorinated compound were obtained (84% yield).1H NMR (400 MHz, Chloroform-d) δ 6.71 (ddt, J = 10.5, 6.8, 1.9 Hz, 1 H), 5.61 (s, 1H).

[0257] Step 2. 6-chloro-3,4,5-trifluoro-2-nitro-phenol

[0258] Nitric acid (24.23 mL, 580.56 mmol) was dropwise added over a solution of 2-chloro-3,4,5-trifluoro-phenol (124.9 g, 721.1 mmol) in DCM (1000 mL) at -20°C. The reaction mixture was stirred at 0 °C for 2.5 h. After extractive work up H2O / DCM, the crude was purified via automated column chromatography (silica, cyclohexane / EtOAc) to give 107.41 g of desired nitrophenol (90% yield).

[0259] 1H NMR (400 MHz, Chloroform-d) 5 10.89 (s, 1 H)

[0260] Step 3. 1-chloro-4,5,6-trifluoro-2-methoxy-3-nitro-benzene

[0261] K2CO3 (488.36 mg, 3.53 mmol) was slowly added over a solution of 6-chloro-3, 4, 5-trifluoro-2-ni tro-phenol (670 mg, 2 95 mmol) in 10 mL of acetone at room temperature lodomethane (1.1 equiv.) was added. The reaction mixture was stirred until full consumption of the starting material was observed. After extractive work up with water and EtOAc the crude was purified via automated column chromatography (Silica, Cyclohexane / EtOAc) to give 507.26 mg of desired product (72% yield)

[0262] 1H NMR (400 MHz, Chloroform-d) δ 4.04 (s, 3H).

[0263] Step 4. 5-Chloro-2,3,4-trifluoro-6-methoxy-aniline A solution of 1 -chloro-4,5,6-trifluoro-2-methoxy-3-nitro-benzene (10.2 g, 42 23 mmol) in 20 mL of EtOAc was gradually added over a suspension of zinc (11.05 g, 168.91 mmol) in 100 mL of acetic acid at room temperature The reaction mixture was stirred at rt for 20 h. After extractive work up H2O / EtOAc, the desired aniline was obtained after evaporation of the solvent (77.23 g, 78% yield).

[0264] 1H NMR (400 MHz, Chloroform-d) δ 3.85 (s, 3H).

[0265] Step 5. N4-(5-Chloro-2,3,4-trifluoro-6-methoxy-phenyl)-6-(1-fluoro-1-methyl-ethyl)-1,3,5-triazine-2,4-diamine.

[0266] 5-Chloro-2,3,4-trifluoro-6-methoxy-aniline (12 g, 56.72 mmol) and 4-chloro-6-(1-fluoro-1-methyl-ethyl)-1,3,5-triazin-2- amine (10.82 g, 56.72 mmol) were dissolved in 100 mL dioxane. After the addition of 3 equivalents of 4M HCI in dioxane, the reaction mixture was stirred at 90°C for 4 h. Extractive work-up H2O / EtOAc and the crude was purified via automated column chromatography to give 4.35 g of compound I-4 (31 % yield).

[0267] 1H NMR (400 MHz, DMSO-d6) δ 9.29 (s, 1 H), 7.15 (d, J = 57.2 Hz, 2H), 3.78 (s, 3H), 1.56 (d, J = 21.6 Hz, 6H).

[0268] The compouds 1-1 to I-3 can be synthesized accoridgly.

[0269] B Use examples

[0270] The herbicidal action of the compounds and compositions according to the invention was demonstrated by the following greenhouse experiments:

[0271] The culture containers used were plastic pots containing loamy sand with approximately 3.0% of humus as substrate. The seeds of the test plants were sown separately for each species.

[0272] For the pre-emergence treatment, the active compounds, suspended or emulsified in water, were applied directly after sowing by means of finely distributing nozzles. The containers were irrigated gently to promote germination and growth and subsequently covered with transparent plastic hoods until the plants had rooted. This cover caused uniform germination of the test plants unless this was adversely affected by the active compounds.

[0273] For the post-emergence treatment, the test plants were grown to a plant height of from 3 to 15 cm, depending on the plant habit, and only then treated with the active compounds which had been suspended or emulsified in water. To this end, the test plants were either sown directly, and grown in the same containers, or they were first grown separately as seedlings and transplanted into the test containers a few days prior to treatment

[0274] Depending on the species, the plants were kept at 10 - 25°C and 20 - 35°C, respectively.

[0275] The test period extended over 2 to 4 weeks. During this time, the plants were tended and their response to the individual treatments was evaluated.

[0276] Evaluation was carried out using a scale from 0 to 100. 100 means no emergence of the plants, or complete destruction of at least the above-ground parts, and 0 means no damage or normal course of growth. A good herbicidal activity is given at values of at least 70, and very good herbicidal activity is given at values of at least 85.

[0277] If not stated differently, the respective components A and B, and if appropriate, C were formulated as a 5% by weight strength emulsion concentrate and, with addition of the amount of solvent system, introduced into the spray liquor used for applying the active compound.

[0278] In the examples below, using the method of S R. Colby (1967) “Calculating synergistic and antagonistic responses of herbicide combinations”, Weeds 15. 1 (1967), p. 20-22., the value E, which is expected if the activity of the individual active compounds is only additive, was calculated.

[0279] E = X + Y +Z - (XY+XZ+YZ) / 100 + XYZ / 10000 where

[0280] X = percent activity using active compound A at an application rate a;

[0281] Y = percent activity using active compound B at an application rate b;

[0282] Z = percent activity using active compound C at an application rate c;

[0283] E = expected activity (in %) by A + B + C at application rates a + b + c.

[0284] If the value found experimentally is higher than the value E calculated according to Colby, a synergistic effect is present.

[0285] The following active compounds have been tested:

[0286] Compound 1-4:

[0287] The compounds 1-1 to 1-4 were used as an 5 % EC formulation. The compounds B were used as disclosed below in each example.

[0288] The compounds C were used as disclosed below in each example.

[0289] The plants used in the greenhouse experiments were of the following species:

[0290] The results of these tests are given below in the use examples and demonstrate the synergistic effect of the inventive mixtures.

[0291] Example 1 : Synergistic herbicidal action of the composition of the compound I-3, DMTA-P and saflufenacil DMTA-P was used as an EC formulation, having an active ingredient concentration of 720 g / L.

[0292] Safluenacil was used as an SC formulation, having an active ingredient concentration of 342 g / L.

[0293] Assessed 20 days after treatment (DAT).

[0294] PRE

[0295] Example 2: Synergistic herbicidal action of the composition of the compound 1-2, DMTA-P and saflufenacil PRE and POST

[0296] DMTA-P was used as an EC formulation, having an active ingredient concentration of 720 g / L.

[0297] Safluenacil was used as an SC formulation, having an active ingredient concentration of 342 g / L. Assessed 20 days after treatment (DAT). PRE

[0298] POST Example 3: Synergistic herbicidal action of the composition of the compound 1-4, DMTA-P and saflufenacil PRE and POST

[0299] DMTA-P was used as an EC formulation, having an active ingredient concentration of 720 g / L. Safluenaci I was used as an SC formulation, having an active ingredient concentration of 342 g / L.

[0300] Assessed 20 days after treatment (DAT).

[0301] PRE

[0302] POST

[0303] Example 4: Synergistic herbicidal action of the composition of the compound 1-2, pyroxasulfone and saflufenacil

[0304] Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L. Safluenacil was used as an SC formulation, having an active ingredient concentration of 342 g / L. Assessed 17 days after treatment (DAT).

[0305] PRE POST Example 5: Synergistic herbicidal action of the composition of the compound 1-4, pyroxasulfone and saflufenacil

[0306] Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L .

[0307] Safluenacil was used as an SC formulation, having an active ingredient concentration of 342 g / L.

[0308] Assessed 17 days after treatment (DAT).

[0309] PRE

[0310] POST Example 6: Synergistic herbicidal action of the composition of the compound 1-4, trifludimoxazin and saflufenacil

[0311] Trifludimoxazin was used as an SC formulation, having an active ingredient concentration of 500 g / L. Safluenacil was used as an SC formulation, having an active ingredient concentration of 342 g / L.

[0312] Assessed 20 days after treatment (DAT).

[0313] PRE

[0314] Example 7: Synergistic herbicidal action of the composition of the compound 1-3, trifludimoxazin and saflufenacil Trifludimoxazin was used as an SC formulation, having an active ingredient concentration of 500 g / L. Safluenaci I was used as an SC formulation, having an active ingredient concentration of 342 g / L.

[0315] Assessed 20 days after treatment (DAT).

[0316] PRE Example 8: Synergistic herbicidal action of the composition of the compound 1-3, saflufenacil and cinmethy lin

[0317] Safluenacil was used as an SC formulation, having an active ingredient concentration of 342 g / L.

[0318] Cinnmethylin was used as an EC formulation, having an active ingredient, concentration of 750 g / L.

[0319] Assessed 20 days after treatment (DAT). PRE

[0320] Example 9: Synergistic herbicidal action of the composition of the compound 1-2, 2-[2-[[3-chloro-6-[3,6-di hydro-3- methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester and DMTA-P

[0321] 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2- pyridinyl]oxy] phenoxy] acetic acid ethyl ester was used as an 5 % EC formulation.

[0322] DMTA-P was used as an EC formulation, having an active ingredient concentration of 720 g / L.

[0323] Assessed 20 days after treatment (DAT).

[0324] Example 10: Synergistic herbicidal action of the composition of the compound I-2, 2-[2-[[3-chloro-6-[3,6-dihydro-3- methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester and pyroxasulfone 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2- pyridinyl]oxy] phenoxy] acetic acid ethyl ester was used as an 5 % EC formulation.

[0325] Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L.

[0326] Assessed 20 days after treatment (DAT).

[0327] PRE

[0328] Example 11 : Synergistic herbicidal action of the composition of the compound I-3, 2-[2-[[3-chloro-6-[3,6-di hyd ro-3- methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester and DMTA-P

[0329] 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2- pyridinyl]oxy] phenoxy] acetic acid ethyl ester was used as an 5 % EC formulation.

[0330] DMTA-P was used as an EC formulation, having an active ingredient concentration of 720 g / L.

[0331] Assessed 20 days after treatment (DAT).

[0332] PRE

[0333] Example 12: Synergistic herbicidal action of the composition of the compound I-3, 2-[2-[[3-chloro-6-[3,6-dihydro-3- methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester and pyroxasulfone

[0334] 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2- pyridinyl]oxy] phenoxy] acetic acid ethyl ester was used as an 5 % EC formulation.

[0335] Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L .

[0336] Assessed 20 days after treatment (DAT). PRE

[0337] Example 13: Synergistic herbicidal action of the composition of the compound I-3, DMTA-P and imazethapyr

[0338] DMTA-P was used as an EC formulation, having an active ingredient concentration of 720 g / L.

[0339] Imazethapyr was used as an SL formulation, having an active ingredient concentration of 240 g / L.

[0340] Assessed 18 days after treatment (DAT).

[0341] PRE

[0342] POST Example 14: Synergistic herbicidal action of the composition of the compound I-4, DMTA-P and imazethapyr

[0343] DMTA-P was used as an EC formulation, having an active ingredient concentration of 720 g / L.

[0344] Imazethapyr was used as an SL formulation, having an active ingredient concentration of 240 g / L. Assessed 18 days after treatment (DAT).

[0345] PRE

[0346] POST

[0347] Example 15 - Synergistic herbicidal action of the composition of the compound I-3, pyroxasulfone and imazethapyr Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L.

[0348] Imazethapyr was used as an SL formulation, having an active ingredient concentration of 240 g / L.

[0349] Assessed 18 days after treatment (DAT).

[0350] PRE POST

[0351] Example 16 - Synergistic herbicidal action of the composition of the compound I-4, pyroxasulfone and imazethapyr

[0352] Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L.

[0353] Imazethapyr was used as an SL formulation, having an active ingredient concentration of 240 g / L. Assessed 18 days after treatment (DAT).

[0354] PRE

[0355] Example 17 - Synergistic herbicidal action of the composition of the compound I-3, dimethenamid-p and imazethapyr Dimethenamid-p was used as an EC formulation, having an active ingredient concentration of 720 g / L.

[0356] Imazethapyr was used as an SL formulation, having an active ingredient concentration of 240 g / L.

[0357] Assessed 18 days after treatment (DAT). PRE

[0358] POST Example 18 - Synergistic herbicidal action of the composition of the compound I-3, pyroxasulfone and imazethapyr Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L . Imazethapyr was used as an SL formulation, having an active ingredient concentration of 240 g / L. Assessed 18 days after treatment (DAT). PRE

[0359] POST

[0360] Example 19 - Synergistic herbicidal action of the composition of the compound I-3, pyroxasulfone and trifludimoxazin Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L.

[0361] Trifludimoxazin was used as an SC formulation, having an active ingredient concentration of 500 g / L.

[0362] Assessed 18 days after treatment (DAT). PRE

[0363] Example 20 - Synergistic herbicidal action of the composition of the compound 1-3, pyroxasulfone and trifludimoxazin

[0364] 1-3 was used as an SC formulation, having an active ingredient concentration of 100 g / L. Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L.

[0365] Trifludimoxazin was used as an SC formulation, having an active ingredient concentration of 500 g / L. Assessed 18 days after treatment (DAT).

[0366] PRE

[0367] POST

[0368] Example 21 - Synergistic herbicidal action of the composition of the compound I-3, dimethenamid-p and trifludimoxazin

[0369] Dimethenamid-p was used as an EC formulation, having an active ingredient concentration of 720 g / L.

[0370] Trifludimoxazin was used as an SC formulation, having an active ingredient concentration of 500 g / L.

[0371] Assessed 18 days after treatment (DAT).

[0372] PRE

[0373] Example 22 - Synergistic herbicidal action of the composition of the compound I-3, (ethyl 2-[2-[[3-chloro-5-fluoro-6-[3- methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yll-2-pyridylloxylphenoxylacetate) and glyphosate ethyl 2-[2-[[3-chloro-5-fluoro-6-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yll-2-pyridyl]oxy]phenoxy]acetate was used as an 5 % EC formulation.

[0374] Glyphosate was used as an SL formulation, having an active ingredient concentration of 480 g / L.

[0375] Application with 375 L / ha of water volume. 0,5% of an adjuvant (methylated seed oil) was added.

[0376] Assessed 18 days after treatment (DAT). POST

[0377] Example 23 - Synergistic herbicidal action of the composition of the compound 1-3, (ethyl 2-[2-[[3-chloro-5-fluoro-6-[3- methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]-2-pyridyl]oxy]phenoxy]acetate) and glyphosate ethyl 2-[2-[[3-chloro-5-fluoro-6-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yll-2-pyridyl]oxy]phenoxy]acetate was used as an 5 % EC formulation.

[0378] Glyphosate was used as an SL formulation, having an active ingredient concentration of 480 g / L.

[0379] Application with 375 L / ha of water volume. 0,5% of an adjuvant (DASH EC, BAS 160 00S) was added. Assessed 20 days after treatment (DAT).

[0380] POST

[0381] Example 24 - Synergistic herbicidal action of the composition of the compound 1-3, (ethyl 2-[2-[[3-chloro-5-fluoro-6-[3- methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yll-2-pyridyl]oxylphenoxylacetate) and L-glufosinate-ammonium ethyl 2-[2-[[3-chloro-5-fluoro-6-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yll-2-pyridylloxylphenoxylacetate was used as an 5 % EC formulation.

[0382] L-glufosinate-ammonium was used as an SL formulation, having an active ingredient concentration of 211 g / L.

[0383] Application with 375 L / ha of water volume. 0,5% of an adjuvant (DASH EC, BAS 160 00S) was added.

[0384] Assessed 20 days after treatment (DAT). POST

[0385] Example 25 - Synergistic herbicidal action of the composition of the compound 1-3, ethyl 2-[2-[[3-chloro-5-fluoro-6-[3- methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl1-2-pyridyl1oxy]phenoxy1acetate) and L-qlufosinate-ammonium

[0386] I-3 was used as an SC formulation, having an active ingredient concentration of 100 g / L. ethyl 2-[2-[[3-chloro-5-fluoro-6-[3-methYl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-Yll-2-pyridyl]oxy]phenoxy]acetate was used as an SC formulation, having an active ingredient concentration of 342, 1 g / L.

[0387] L-glufosinate-ammonium was used as an TK formulation, having an active ingredient concentration of 600 g / L. Application with 200 L / ha of water volume. 200 g ai / ha BAS 898 FX S (SLES = Sodium lauryl ether sulfate, formulated as 25% TK) was added. Assessed 20 days after treatment (DAT).

[0388] PRE POST

[0389] Example 26 - Synergistic herbicidal action of the composition of the compound 1-3, cinmethylin and pyroxasulfone Cinmethylin was used as an EC formulation, having an active ingredient concentration of 750 g / L. Pyroxasulfone was used as an SC formulation, having an active ingredient concentration of 500 g / L. Assessed 21 days after treatment (DAT).

[0390] PRE

[0391] Example 27 - Synergistic herbicidal action of the composition of the compound 1-3, cinmethylin and S-metolachlor

[0392] Cinmethylin was used as an EC formulation, having an active ingredient concentration of 750 g / L.

[0393] S-metolachlor was used as an EC formulation, having an active ingredient concentration of 960 g / L.

[0394] Assessed 21 days after treatment (DAT). PRE

[0395] POST

[0396] Example 28 - Synergistic herbicidal action of the composition of the compound 1-3, cinmethylin and pretilachlor Cinmethylin was used as an EC formulation, having an active ingredient concentration of 750 g / L.

[0397] Pretilachlor was used as an EC formulation, having an active ingredient concentration of 500 g / L. Assessed 19 days after treatment (DAT).

[0398] PRE

[0399] Example 29 - Synergistic herbicidal action of the composition of the compound 1-3, cinmethylin and pendimethalin Cinmethylin was used as an EC formulation, having an active ingredient concentration of 750 g / L.

[0400] Pendimethalin was used as an EC formulation, having an active ingredient concentration of 400 g / L . Assessed 19 days after treatment (DAT).

[0401] PRE

[0402] Example 30 - Synergistic herbicidal action of the composition of the compound I-3, (tetflupyrolimet) and ethyl 2-[2-[[3- chloro-5-fluoro-6-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yll-2-pyridyl1oxylphenoxy1acetate)

[0403] Tetflupyrolimet was used as an 5 % EC formulation. ethyl 2-[2-[[3-chloro-5-fluoro-6-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yll-2-pyridyl1oxylphenoxy1acetate) was used as an 5 % EC formulation.

[0404] Assessed 20 days after treatment (DAT). PRE Example 31 - Synergistic herbicidal action of the composition of the compound I-3, tetflupyrolimet and saflufenacil cs

[0405] Tetflupyrolimet was used as an 5 % EC formulation. Saflufenacil CS was used as an CS formulation, having an active ingredient concentration of 130 g / L. Assessed 20 days after treatment (DAT).

[0406] PRE

Claims

Claims1. A herbicidal combination comprising: as a component 1) at least one compound 1-1 to I-4: compound 1-1 :compound I-4:as component 2) at least one further compound selected from following compounds b):ALS inhibitors: bensulfuron, bensulfuron-methyl, ethoxysulfuron, propyrisulfuron, pyribenzoxim, triafamone; the photosynthesis inhibitors: diuron, atrazine: the protoporphyrinogen-IX oxidase inhibitors: flumioxazin, pyraclonil, saflufenacil, trifludimoxazin, 2-[2-[[3- chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2- pyridinyl]oxy]phenoxy] acetic acid ethyl ester, epyrifenacil and esters thereof; bleacher herbicides: isoxaflutole, tembotrione, tolpyralate, topramezone; the EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyposate-potassium and g ly phosate-tri mesi u m (su Ifosate) ; the glutamine synthase inhibitors: glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P- ammonium; the mitosis inhibitors: icafolin methyl; the VLCFA inhibitors: dimethenamid, dimethenamid-P, metolachlor, metolachlor-S, pretil achlor, pyroxasulfone; the auxinic herbicides: flopyrauxifen, 2,4-D and its salts and esters; is selected from the group of the other herbicides: cinmethylin, tetflupyrolimet; and as component 3) at least one further herbicidally active compounds c), which is selected from the compounds of the following class d) to c15): d) lipid biosynthesis inhibitors; c2) acetolactate synthase inhibitors; c3) photosynthesis inhibitors; c4) protoporphyrinogen-IX oxidase inhibitors, c5) bleacher herbicides;c6) enolpyruvyl shikimate 3-phosphate synthase inhibitors; c7) glutamine synthetase inhibitors; c8) 7,8-dihydropteroate synthase inhibitors; c9) mitosis inhibitors; d 0) inhibitors of the synthesis of very long chain fatty acids; d 1 ) cellulose biosynthesis inhibitors; c12) decoupler herbicides; c13) auxinic herbicides; c14) auxin transport inhibitors and c15) other herbicides.

2. The combination as claimed in claim 1 , wherein the combination comprises as component 1) compound I-3 of the formula:3 The combination as claimed in claim 1 or 2, wherein the component 2) is selected from following compounds b): the protoporphyrinogen-IX oxidase inhibitors: trifludimoxazin, 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl- 2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester, epyrifenacil and the salts thereof; bleacher herbicides: isoxaflutole; the VLCFA inhibitors: dimethenamid-P, pretilachlor, pyroxasulfone, metolachlor-S; is selected from the group of the other herbicides: cinmethyl in, tetflupyrolimet; the mitosis inhibitors: icafolin methyl.

4. The combination as claimed in claim 1 to 3, wherein the component 3) is selected from the compounds of the following class d) to c15): d) selected from the group of the lipid biosynthesis inhibitors:ACC-herbicides such as alloxydim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, metproxybicyclone, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P- tefuryl, sethoxydim, tepraloxydim, tralkoxydim, 4-(4'-Chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5- hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-72-6); 4-(2',4'-Dichloro-4-cyclopropyl[1 ,1'- biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-45-3); 4-(4'-Chloro-4-ethyl- 2l-fluoro[1, 1 '-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1033757-93-5); 4-(2',4'- Dichloro-4-ethyl[1 ,1'-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-dione (CAS 1312340-84-3); 5- (Acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'-fluoro[1 ,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3- one (CAS 1312337-48-6); 5-(Acetyloxy)-4-(2',4'-dichloro-4-cyclopropyl- [1 , 1 '-biphenyl]-3-yl)-3,6-dihydro-2.2.6.6-tetramethyl-2H-pyran-3-one; 5-(Acetyloxy)-4-(4'-chloro-4-ethyl-2'-fluoro[1 ,1'-biphenyl]-3-yl)-3,6- dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312340-82-1); 5-(Acetyloxy)-4-(2',4'-dichloro-4-ethyl[1 , 1 '- biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1033760-55-2); 4-(4'-Chloro-4- cyclopropyl-2'-fluoro[1 , 1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1312337-51-1); 4-(2',4'-Dichloro -4-cyclopropyl- [1,1'-biphenyl]-3-yl)-5,6-dihydro-2, 2,6,6- tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester; 4-(4'-Chloro-4-ethyl-2'-fluoro[1 , 1 ’-biphenyl]-3-yl)-5.6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1312340-83-2); 4-(2',4'- Dichloro-4-ethyl[1 ,T-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1033760-58-5); and non ACC herbicides such as benfuresate, butylate, cycloate, dalapon, dimepiperate, EPTC, esprocarb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thiobencarb, tiocarbazil, triallate and vernolate; c2) is selected from the group of the ALS inhibitors: sulfonylureas such as amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron-methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron, metazosulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, prosulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, trifloxysulfuron, triflusulfuron, triflusulfuron-methyl and tritosulfuron, imidazolinones such as imazamethabenz, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin and imazethapyr, triazolopyrimidine herbicides and sulfonanilides such as cloransulam, cloransulam-methyl, diclosulam, flumetsulam, florasulam, metosulam, penoxsulam, pyrimisulfan and pyroxsulam, pyrimidinylbenzoates such as bispyribac, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriflubenzoxin,pyriminobac, pyriminobac-methyl, pyrithiobac, pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy-2- pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid-1 -methylethyl ester (CAS 420138-41-6), 4-[[[2-[(4,6- dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid propyl ester (CAS 420138-40-5), N-(4- bromophenyl)-2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzenemethanamine (CAS 420138-01-8), sulfonylaminocarbonyl-triazolinone herbicides such as flucarbazone, flucarbazone-sodium, propoxycarbazone, propoxycarbazone-sodium, thiencarbazone and thiencarbazone-methyl; and triafamone; among these, a preferred embodiment of the invention relates to those compositions comprising at least one imidazolinone herbicide; c3) is selected from the group of the photosynthesis inhibitors: amicarbazone, inhibitors of the photosystem II, e.g. 1 -(6-tert-butylpyrimidin-4-yl)-2-hydroxy-4-methoxy-3- methyl-2H-pyrrol-5-one (CAS 1654744-66-7), 1-(5-tert-butylisoxazol-3-yl)-2-hydroxy-4-methoxy-3-methyl-2H- pyrrol-5-one (CAS 1637455-12-9), 1-(5-tert-butylisoxazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1637453-94-1), 1-(5-tert-butyl-1-methyl-pyrazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1654057-29-0), 1-(5-tert-butyl-1-methyl-pyrazol-3-yl)-3-chloro-2-hydroxy-4-methyl-2H-pyrrol-5-one (CAS 1654747-80-4), 4-hydroxy-1-methoxy-5-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one; (CAS 2023785-78-4), 4-hydroxy-1,5-dimethyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 2023785-79- 5), 5-ethoxy-4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1701416-69-4), 4- hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1708087-22-2), 4-hydroxy-1,5- dimethyl-3-[1 -methyl-5-(trifluoromethyl)pyrazol-3-yl]imidazolidin-2-one (CAS 2023785-80-8), 1-(5-tert- butylisoxazol-3-yl)-4-ethoxy-5-hydroxy-3-methyl-imidazolidin-2-one (CAS 1844836-64-1), triazine herbicides, including of chlorotriazine, triazinones, triazindiones, methylthiotriazines and pyridazinones such as ametryn, atrazine, chloridazone, cyanazine, desmetryn, dimethametryn.hexazinone, metribuzin, prometon, prometryn, propazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn and trietazin, aryl urea such as chlorobromuron, chlorotoluron, chloroxuron, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron and thiadiazuron, phenyl carbamates such as desmedipham, karbutilat, phenmedipham, phenmedipham-ethyl, nitrile herbicides such as bromofenoxim, bromoxynil and its salts and esters, ioxynil and its salts and esters, uraciles such as bromacil, lenacil and terbacil, and bentazon and bentazon-sodium, pyridate, pyridafol, pentanochlor and propanil and inhibitors of the photosystem I such as diquat, diquat-dibromide, paraquat, paraquat-dichloride and paraquat-dimetilsulfate. Among these, a preferred embodiment of the invention relates to those compositions comprising at least one aryl urea herbicide. Among these, likewise a preferred embodiment of the invention relates to those compositions comprising at least one triazine herbicide. Among these, likewise a preferred embodiment of the invention relates to those compositions comprising at least one nitrile herbicide; c4) is selected from the group of the protoporphyrinogen-IX oxidase inhibitors: acifluorfen, acifluorfen-sodium, azafenidin, bencarbazone, benzfendizone, bifenox, butafenacil, carfentrazone,carfentrazone-ethyl, chlomethoxyfen, chlorphthalim, cinidon-ethyl, cyclopyranil, fluazolate, flufenoximacil, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluoroglycofen, fluoroglycofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazol, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimin, tiafenacil, trifludimoxazin, epyrifenacil, N-ethyl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1 H-pyrazole-1- carboxamide (CAS 452098-92-9), N-tetrahydrofu rfu ryl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methy I- 1 H- pyrazole-1 -carboxamide (CAS 915396-43-9), N-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl- 1 H-pyrazole-1 -carboxamide (CAS 452099-05-7), N-tetrahydrofurfuryl-3-(2-chloro-6-fluoro-4-trifluoro- methylphenoxy)-5-methyl-1 H-pyrazole-1-carboxamide (CAS 452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)- 3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-1 ,5-dimethyl-6-thioxo-[1 ,3, 5]triazinan-2, 4-dione (CAS 451484-50-7) 2- (2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1 ,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1 ,3- dione (CAS 1300118-96-0), 1 -methyl-6-trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H- benzo[1,4]oxazin-6-yl)-1 H-pyrimidine-2, 4-dione (CAS 1304113-05-0), methyl (E)-4-[2-chloro-5-[4-chloro-5- (difluoromethoxy)-l H-methyl-pyrazol-3-yl]-4-fluoro-phenoxy]-3-methoxy-but-2-enoate (CAS 948893-00-3), and 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1 H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)-1 H-pyrimidine-2, 4- dione (CAS 212754-02-4), 2-[2-chloro-5-[3-ch loro-5-(trifl uoromethyl )-2-py ri d i ny l]-4-f luorophenoxy] -2-methoxy- acetic acid methyl ester (CAS 1970221-16-9), (CAS 2158274-96-3), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl- 2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester (CAS 2158274-50-9), methyl 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluoro- phenoxy]-2-pyridyl]oxy]acetate (CAS 2271389-22-9), ethyl 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5- oxo-1 ,2, 4-triazol-1 -yl]-4-fluoro-phenoxy]-2-pyridyl]oxy] acetate (CAS 2230679-62-4), 2-[[3-[[3-chloro-6-[3,6- dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]- acetic acid methyl ester (CAS 2158275-73-9), 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4- (trifluoromethyl)-l (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy] acetic acid ethyl ester (CAS 2158274-56-5), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5- fluoro-2-pyridinyl]oxy]phenoxy]-N-(methylsulfonyl)-acetamide (CAS 2158274-53-2), 2-[[3-[[3-chloro-6-[3,6- dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-N- (methylsulfonyl)-acetamide (CAS 2158276-22-1), 3-[2-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4- (trifluoromethyl)- 1 (2H)-py rimidiny l]-4-f luoropheny l]-4, 5-dihydro-5-methyl-5-isoxazolecarboxy lie acid ethyl ester (CAS 1949837-17-5); c5) is selected from the group of the bleacher herbicides:PDS inhibitors: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, 4-(3- trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (CAS 180608-33-7), rimisoxafen, HPPD inhibitors: benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquinotrione, isoxaflutole, mesotrione, oxotrione (CAS 1486617-21-3), pyrasulfotole, pyrazolynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone, bipyrazone, fenpyrazone, cypyrafluone, tripyrasulfone, benquitrione, dioxopyritrione; bleacher, unknown target: aclonifen, amitrole flumeturon,2-chloro-3-methylsulfanyl-N-(1 - methyltetrazol-5-yl)-4-(trifluoromethyl)benzamide (CAS 1361139-71-0), bixlozone and 2-(2,5-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (CAS 81778-66-7), broclozone, flusulfinam, iptriazopyrid, pyraquinate; c6) from the group of the EPSP synthase inhibitors: glyphosate and its salts, glyphosate-isopropylammonium, glyposate-potassium, glyphosate-trimesium (sulfosate); c7) from the group of the glutamine synthase inhibitors: bilanaphos (bialaphos), bilanaphos-sodium, glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P-ammonium. c8) from the group of the DHP synthase inhibitors: asulam; c9) is selected from the group of the mitosis inhibitors: compounds of group K1 : dinitroanilines such as benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pendimethalin, prodiamine and trifluralin, phosphoramidates such as amiprophos, amiprophos- methyl, and butamiphos, benzoic acid herbicides such as chlorthal, chlorthal-dimethyl, pyridines such as dithiopyr and thiazopyr, benzamides such as propyzamide and tebutam; compounds of group K2: carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop- M-methyl and propham ; among these, compounds of group K1, in particular dinitroanilines and icafolin methyl are preferred; c10) is selected from the group of the VLCFA inhibitors: chloroacetamides such as acetochlor, alachlor, amidochlor, butachlor, dimethachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, metolachlor-S, pethoxamid, pretilachlor, propachlor, propisochlor and thenylchlor, oxyacetanilides such as flufenacet and mefenacet, acetanilides such as diphenamid, naproanilide, napropamide and napropamide-M, tetrazol inones such fentrazamide, and other herbicides such as anilofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone, dimesulfazet and isoxazoline compounds of the formulae 11.1 , II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.911.1II.2the isoxazoline compounds of the formula (II) are known in the art, e.g. from WO 2006 / 024820, WO 2006 / 037945, WO 2007 / 071900 and WO 2007 / 096576; among the VLCFA inhibitors, preference is given to chloroacetamides, isoxazolines and oxyacetamides; d 1 ) is selected from the group of the cellulose biosynthesis inhibitors: chlorthiamid, dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam and 1 -cyclohexyl-5-pentafluorphenyloxy- 14-[1 ,2,4,6]thiatriazin-3-ylamine (CAS 175899-01-1); d 2) from the group of the decoupler herbicides: dinoseb, dinoterb and DNOC and its salts; c13) is selected from the group of the auxinic herbicides:2,4-D and its salts and esters such as clacyfos, 2,4-DB and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts such as aminopyralid-dimethylammonium, aminopyralid-tris(2- hydroxypropyl)ammonium and its esters, benazolin, benazolin-ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, flopyrauxifen, fluroxypyr, fluroxypyr-butometyl, fluroxypyr- meptyl, halauxifen and its salts and esters (CAS 943832-60-8), MCPA and its salts and esters, MCPA- thioethyl, MCPB and its salts and esters, mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA (2,3,6) and its salts and esters, triclopyrand its salts and esters, florpyrauxifen), and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1 H-indol-6-yl)picolinic acid (CAS 1629965-65-6); d 4) from the group of the auxin transport inhibitors: fluchloraminopyr, diflufenzopyr, diflufenzopyr-sodium, naptalam and naptalam-sodium; c15) is selected from the group of the other herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyri morale and its salts and esters, dalapon, dazomet, difenzoquat, difenzoquat-metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, maleic hydrazide, mefluidide, metam, methiozolin, methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine, tetflupyrolimet, tridiphane, 6-chloro-4-(2,7- dimethyl-1 -naphthyl)-5-hydroxy-2-methyl-pyridazin-3-one (CAS 2414510-21-5). The combination as claimed in claim 1 to 4, wherein the component 3) is selected from following compounds: d) is selected from the group of the lipid biosynthesis inhibitors: cyhalofop-butyl, profoxydim, triallate, pinoxaden; c2) is selected from the group of the ALS inhibitors: bensulfuron-methyl, ethoxysulfuron, imazapyr, imazethapyr, propyrisulfuron, triafamone; c3) is selected from the group of the photosynthesis inhibitors: atrazine, hexazinone, metribuzin, diuron, bentazon and bentazon-sodium; c4) is selected from the group of the protoporphyrinogen-IX oxidase inhibitors: flumioxazin, saflufenacil, trifludimoxazin, 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro- 2-pyridinyl]oxy]phenoxy] acetic acid ethyl ester (CAS 2158274-50-9); c5) is selected from the group of the bleacher herbicides:PDS inhibitors: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, 4-(3- trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (CAS 180608-33-7), rimisoxafen, HPPD inhibitors: benzobicyclon, isoxaflutole, mesotrione, tembotrione, tolpyralate, topramezone; c6) from the group of the EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyposate-potassium and glyphosate-trimesium (sulfosate); c7) from the group of the glutamine synthase inhibitors: glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P-ammonium. c9) is selected from the group of the mitosis inhibitors: compounds of group K1 : pendimethalin and icafolin methyl; c10) is selected from the group of the VLCFA inhibitors:butachlor, dimethenamid-P, metolachlor-S, pretilachlor, pyroxasulfone; c13) is selected from the group of the auxinic herbicides:2,4-D and its salts and esters such as clacyfos, 2,4-DB and its salts and esters, dicamba and its salts and esters, flopyrauxifen, c15) is selected from the group of the other herbicides: bromobutide, chlorflurenol, cinmethylin, tetflupyrolimet.6 The combination as claimed in claim 1 to 5, wherein the component 3) is selected from following compounds: c2) is selected from the group of the ALS inhibitors: ethoxysulfuron, imazapyr, imazethapyr; c4) is selected from the group of the protoporphyrinogen-IX oxidase inhibitors: saflufenacil, trifludimoxazin, 2- [2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1 (2H)-pyrimidinyl]-5-fluoro-2- pyridinyl]oxy]phenoxy] acetic acid ethyl ester (CAS 2158274-50-9); c5) is selected from the group of the bleacher herbicides: benzobicyclon, isoxaflutole, topramezone, mesotrione; c6) from the group of the EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyposate- potassium and glyphosate-trimesium (sulfosate); c7) from the group of the glutamine synthase inhibitors: glufosinate, glufosinate-P, glufosinate-ammonium and glufosinate-P-ammonium; c9) is selected from the group of the mitosis inhibitors: compounds of group K1: pendimethalin, and icafolin methyl; c10) is selected from the group of the VLCFA inhibitors: dimethenamid-P, metolachlor-S, pretilachlor, pyroxasulfone; c13) is selected from the group of the auxinic herbicides:2,4-D and its salts and esters such as clacyfos, 2,4-DB and its salts and esters; c15) is selected from the group of the other herbicides: bromobutide, chlorflurenol, cinmethylin, tetflupyrolimet.7 The combination as claimed in claim 1 to 6, wherein the combination comprises optionally a safener S.

8. The combination as claimed in claim 7, wherein the safner S is selected from the group consisting of: benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3- (dichloroacetyl)-l ,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen and BPCMS (CAS 54091-06-4).

9. An use of the combination as claimed in any of the preceding claims for controlling undesirable vegetation.

10. The use as claimed in claim 9 for controlling undesirable vegetation in crop plants.

Citation Information

Patent Citations

  • Use of a triazole fungicide on transgenic plants

    EP3028573A1

  • Isoxazoline derivatives and their use as herbicides

    WO2006024820A1

  • Isoxazoline derivatives and their use as herbicides

    WO2006037945A1

  • Novel herbicides

    WO2007071900A1

  • Herbicidal isoxazoline compounds

    WO2007096576A1