HERBICIDE COMPOSITIONS
Patent Information
- Application Number
- DE502020012448
- Authority / Receiving Office
- DE · DE
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2019-07-04
- Filing Date
- 2020-06-26
- Publication Date
- 2025-12-31
- Estimated Expiration
- 2040-06-26
AI Technical Summary
Existing herbicides face challenges in maintaining efficacy against weeds due to sensitivity changes, requiring higher application rates which can reduce selectivity and increase environmental impact, while combinations often suffer from incompatibility and antagonistic effects.
A composition combining herbicidally active compounds A8 or its agrochemically compatible salts with specific herbicides (B) such as Diflufenican and Glufosinate, ensuring compatibility and synergistic effects to enhance weed control with lower application rates.
The combination achieves stronger weed control with a broader spectrum, faster action, longer-lasting effects, and reduced application frequency, minimizing environmental impact and resistance development.
Description
[0001] The invention lies in the technical field of plant protection products that can be used against unwanted plant growth in non-cultivated land, for seed preparation or in plant crops and contain as herbicide active ingredients a combination of at least two herbicides, wherein the compositions contain herbicidal active compounds (A) and (B), wherein (A) A8 or its agrochemically compatible salts [herbicides (A) or component (A)] and (B) means one or more herbicides (component B).
[0002] Compounds from the structural class of 3-phenylisoxazoline-5-carboxamides are known as herbicides (see, e.g., WO2012 / 130798 A). These compounds are effective against a broad spectrum of weeds in both pre-emergence and post-emergence applications, allowing for non-selective use to control unwanted plant growth or selective application in crops.
[0003] WO 2019 / 145245 describes herbicidally active 3-phenylisoxazoline-5-carboxamides of cyclopentenyl carboxylic acid derivatives and their salts, as well as their production. They exhibit excellent herbicidal efficacy against a broad spectrum of economically important monocotyledonous and dicotyledonous annual weeds.
[0004] The efficacy of these herbicides against weeds is high, but generally depends on the application rate, the specific formulation, the spectrum of weeds targeted, the specific weeds being controlled, climatic and soil conditions, etc. Another criterion is the duration of action or the rate of herbicide degradation. Changes in the sensitivity of weeds, which can occur with prolonged herbicide use or in geographically limited areas, must also be considered. Loss of efficacy against individual plants can only be partially compensated for by increasing the application rate of the herbicides, for example, because this often reduces the selectivity of the herbicides or because an improvement in efficacy does not occur even with higher application rates. In general, there is a need for methods to achieve the same herbicide efficacy with lower application rates of active ingredients.A lower application rate not only reduces the amount of active ingredient required for application, but also generally reduces the amount of necessary formulation aids. Both of these factors reduce costs and improve the environmental compatibility of herbicide treatment.
[0005] One way to improve the application profile of a herbicide is to combine the active ingredient with one or more other active ingredients that contribute the desired additional properties. However, when several active ingredients are used together, phenomena of physical and biological incompatibility not infrequently occur, such as insufficient stability in a co-formulation, degradation of one active ingredient, or antagonism between the active ingredients. Combinations of active ingredients with a favorable activity profile, high stability, and, ideally, an unexpectedly synergistically enhanced effect are desirable, as they allow for a reduction in the application rate compared to applying the active ingredients individually.
[0006] The object of the present invention is to provide alternative or advantageous herbicidal compositions which have a good biological application profile and, if possible, several of the above-mentioned desired favorable properties.
[0007] Surprisingly, it has now been found that this problem can be solved by using a composition containing herbicidally active compounds (A) and (B), wherein (A) represents A8 or its agrochemically compatible salts [component (A)] and (B) represents one or more herbicides [component (B)] selected from the group of herbicidal active ingredients (B2) and (B7). The compositions according to the invention act together in a particularly advantageous manner, for example, when used to control unwanted plant growth in crops such as wheat (durum and common wheat), maize, soybeans, sugar beet, sugar cane, cotton, rice, beans (such as bush beans and broad beans), flax, barley, oats, rye, triticale, potatoes, and millet (sorghum), as well as on non-crop land, pasture, grassland / lawns, and plantation crops.
[0008] The present invention relates to compositions containing herbicidally active compounds (A) and (B), wherein (A) represents A8, or an agrochemically compatible salt of this compound, wherein the compound A8 is defined as follows: and (B) for one or more components (B) selected from (B2.18) Diflufenican, (CAS 83164 33 4) (B7.4) Glufosinate, (CAS 51276-47-2), (CAS 35597-44-5), (CAS 77182-82-2), (CAS 35597-44-5), (CAS 70033-13-5) (B7.5) Glyphosate (CAS 1071-83-6), (CAS 69254-40-6), (CAS 34494-04-7), (CAS 38641-94-0), (CAS 40465-66-5), (CAS 39600-42-5), (CAS 70393-85-0), (CAS 81591-81-3) stands.
[0009] The names of the herbicides listed above (common name) are supplemented by the "CAS RN" (Chemical Abstracts Service Registry Number) (abbreviated "CAS") shown in parentheses. The CAS RN is a widely used reference number that allows for the unambiguous identification of the substances, as it distinguishes between isomers, including stereoisomers, as well as salts and esters. For active ingredients that exist in different forms, the name of the neutral compound is given in the list above. The CAS numbers in parentheses refer to this compound as well as to all other known forms of the active ingredient. In the following, only the neutral compound is always mentioned, thus encompassing all existing forms as listed, unless a specific form of the active ingredient is relevant in a particular context, such as in the table examples below regarding biological efficacy.
[0010] The compositions according to the invention may contain further components, e.g., other active substances against harmful organisms such as weeds, pests, or fungi, in particular active substances from the group of herbicides, fungicides, insecticides, acaricides, nematicides, and miticides and related substances, or also other types of plant protection active substances (e.g., resistance inducers), plant growth regulators, and / or additives and / or formulation aids commonly used in plant protection. The components can be formulated and applied together (finished formulation) or they can be formulated separately and applied together, e.g., in a tank mix or in sequential application.
[0011] The compound (A) may in the following also be referred to as compound of formula (I), component (A), active ingredient (A) or herbicide (A).
[0012] Accordingly, the individual herbicidal active ingredients contained as component (B) are in the following also referred to as compounds (B), active ingredients (B), components (B) or herbicides (B).
[0013] An advantageous feature of the combination of herbicides (A) and (B) according to the invention is that active ingredients (A) and (B) are compatible with each other; that is, they can be used together without significant chemical incompatibilities occurring between the active ingredients (A) and / or (B) that would lead to the decomposition of one or more of the active ingredients. This avoids a reduction in the active ingredient content in formulations or spray solutions. The favorable compatibility also extends to the biological properties of the active ingredients when used in combination. For example, antagonistic effects are generally not observed when controlling weeds with the active ingredient combinations according to the invention. Therefore, the active ingredients (A) and (B) are particularly suitable for use together or additionally with other plant protection active ingredients or agrochemicals.The combined application enables the utilization of beneficial effects, such as expanding the spectrum of weeds to be controlled or managed in a single application, and reducing the application rate of individual herbicides (A) or (B) compared to the respective application rates of the herbicides used individually. This allows for influencing the degradation behavior of the active ingredients and creating more favorable conditions for subsequent crop cultivation. A further advantage is that the development of weed resistance to the active ingredients can often be significantly reduced or even prevented by combining active ingredients with different modes of action.
[0014] Surprisingly, the combined application of active ingredients (A) and (B) results in synergistic effects on a large number of economically important weeds. The combined effect is stronger than the expected sum of the effects of the individual herbicides used. These synergistic effects allow for a further reduction in application rate, control of a broader spectrum of weeds and grasses, faster onset of herbicidal action, longer-lasting effect, better weed control with only one or a few applications, and an extension of the possible application period. In some cases, the use of these products also reduces the amount of harmful constituents, such as nitrogen or oleic acid, and their input into the soil.
[0015] The aforementioned properties and advantages are desirable in practical weed control to keep agricultural crops free of unwanted competing plants, thereby securing and / or increasing yields in terms of both quality and quantity. The new combinations significantly exceed the current technical standard with regard to the described properties.
[0016] Synergistic effects are observed when active ingredients (A) and (B) are applied together, but can also frequently occur with staggered application (splitting). It is also possible to apply the herbicides (A) and / or (B), or the herbicidal combination (A) and (B), in several applications (sequential application). For example, a post-emergence application can follow one or more pre-emergence applications, or an application can follow an early post-emergence application in mid- or late post-emergence. Simultaneous or close application of the active ingredients of the respective combination is preferred, possibly in several applications. However, staggered application of the individual active ingredients of a combination is also possible and can be advantageous in certain cases.Other plant protection products, such as the aforementioned other active ingredients (other herbicides, fungicides, insecticides, acaricides, etc.) and / or various auxiliary substances, adjuvants and / or fertilizer applications, can also be integrated into the application system.
[0017] Depending on the context in which the terms are used, the application of active ingredients in pre-emergence or post-emergence methods refers to the application of the active ingredients before or after the above-ground appearance of the weeds, or to the application of the active ingredients against the weeds before or after the emergence of the crop.
[0018] The invention also relates to all stereoisomers and their mixtures that are encompassed by formula (I) but are not specifically defined. For the sake of simplicity, however, the following text will always refer to compounds of formula (I), although this includes both the pure compounds and, where applicable, mixtures with varying proportions of isomeric compounds.
[0019] The compound of formula (I) exhibits acidic properties and can form salts or adducts with inorganic or organic bases or with metal ions. This compound can react with bases to form salts. Suitable bases include, for example, hydroxides, carbonates, and hydrogen carbonates of the alkali and alkaline earth metals, especially those of sodium, potassium, magnesium, and calcium; ammonia; primary, secondary, and tertiary amines with (C1-C4)-alkyl groups; mono-, di-, and trialkanolamines of (C1-C4)-alkanols; choline; chlorocholine; and organic amines such as trialkylamines, morpholine, piperidine, or pyridine.These salts are compounds in which the acidic hydrogen is replaced by a cation suitable for agriculture, for example, metal salts, especially alkali metal salts or alkaline earth metal salts, particularly sodium and potassium salts, or also ammonium salts, salts with organic amines, or quaternary ammonium salts, for example with cations of the formula [NRR'R''R‴] +< , where R to R‴ each independently represent an organic residue, in particular alkyl, aryl, aralkyl, or alkylaryl. Alkylsulfonium and alkylsulfoxonium salts, such as (C₁-C₄)-trialkylsulfonium and (C₁-C₄)-trialkylsulfoxonium salts, are also suitable.
[0020] Suitable substituents, which are in deprotonated form, such as sulfonic acids or carboxylic acids, can form internal salts with their own protonatable groups, such as amino groups. Table 1: IUPAC name and structural formula of compounds of formula (I) (herbicide (A)) Connection number IUPAC Name Structural formula A8 (1S,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid
[0021] In Table 1, the compounds are designated by the chemical formula of the main component, which is present in a chemical purity of preferably at least 95% by weight of the compound. Naturally, the compounds can also be used with lower purities. In particular, efficacy is achieved when minor components of the compounds consist predominantly or entirely of stereoisomers of the respective compounds (A). Therefore, mixtures of two or more compounds (A) according to the invention are also preferred as herbicides (A).
[0022] If the stereochemical orientation at a C atom is defined in Table 1, then the main component of the compound is a stereoisomer or stereoisomeric mixture that has the R or S configuration at the designated C atom.
[0023] If no stereochemistry is defined, the compound is a racemate. If multiple stereocenters are present and their respective configurations are designated with R or S, the compounds exhibit the specified stereochemistry at the designated centers.
[0024] If no R or S configuration is specified for multiple centers, the mixture is racemic, meaning that the mirror-image stereoisomers (enantiomers of an enantiomeric pair) are present in equal proportions. Unless otherwise specified, Table 1 shows that the diastereomeric components of racemic compounds (A) with multiple stereocenters are present in approximately equal proportions. However, in practical applications, racemic compounds with multiple stereocenters often contain mixtures of diastereomers with varying proportions of the diastereomeric components.
[0025] Preferably, the compounds listed in each case are also available in a stereochemical purity of 60 to 100%, preferably 70-100%, and in particular 80 to 100%.
[0026] The listed mixtures of stereoisomeric compounds (A) are also preferred.
[0027] The compounds of formula (I) are known from WO 2019 / 145245 and can be prepared according to the methods described therein.
[0028] The application rates of the herbicides (A) are in the range of 0.01 to 2000 g of active substance per hectare (hereinafter g ai / ha), preferably 0.02 to 1000 g ai / ha, and in particular 0.5 to 750 g ai / ha. In the combinations according to the invention, lower application rates of the respective active ingredient are usually required within the aforementioned application rates compared to individual application, preferably 0.01 to 1000 g ai / ha, in particular 0.02 to 500 g ai / ha, and most preferably 5 to 250 g ai / ha.
[0029] Furthermore, the combinations according to the invention can be used together with other active ingredients such as the aforementioned active ingredients (herbicides, fungicides, insecticides, acaricides, etc.) and / or plant growth regulators or auxiliary substances from the group of additives commonly used in plant protection, such as adjuvants and formulation aids. The combination of plant protection active ingredients containing active ingredients (A) and (B) and optionally other active ingredients is referred to here as a "herbicide combination". Their application forms, such as formulations or tank mixes, constitute herbicidal products (compositions).
[0030] The invention therefore also relates to herbicidal agents which contain the active ingredient combinations according to the invention with additives commonly used in plant protection, such as adjuvants and formulation aids, and optionally further plant protection active ingredients.
[0031] The invention also relates to the use of the or the application method using the active ingredient combinations according to the invention as herbicides and plant growth regulators, preferably as herbicides and plant growth regulators with a synergistically effective content of the respective active ingredient combination.
[0032] The application rates of the herbicides (B) are in principle known and are generally in the range of 0.01 to 4000 g ai / ha, preferably in the range of 0.02 to 2000 g ai / ha, in particular 1 to 2000 g ai / ha.
[0033] In the mixtures according to the invention, lower application quantities of the respective active ingredient are generally required compared to single application, within the scope of the application quantities mentioned.
[0034] For the active ingredient from group (B2), the application rate is preferably in the range of 1 to 4000 g ai / ha, particularly in the range of 1 to 2000 g ai / ha, and most preferably in the range of 1 to 400 g ai / ha.
[0035] For the active ingredient from group (B7) the application rate is preferably in the range of 20 to 3500 g ai / ha, particularly in the range of 20 to 2500 g ai / ha, and most preferably in the range of 20 to 2000 g ai / ha.
[0036] The ratios (A):(B) based on weight are generally in the range of 1:100000 to 2000:1, preferably 1:40000 to 750:1, particularly in the range of 1:15000 to 500:1 and even more preferably in the range of 1:300 to 400:1, depending on the effective application quantities.
[0037] For the active ingredients from groups (B2) and (B7), the preferred weight ratios (A):(B) are as follows: (A):(B2) preferably in the range of 400:1 to 1:400, in particular 200:1 to 1:200; (A):(B7) preferably in the range of 10:1 to 1:200, in particular 1:1 to 1:100
[0038] The herbicidal compositions according to the invention can also be combined with other herbicides and plant growth regulators, for example, to expand their spectrum of activity. For example, known active ingredients based on the inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimate-3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoendesaturase, photosystem I, photosystem II, and protoporphyrinogen oxidase, such as those described in Weed Research 26 (1986) 441-445 or "The Pesticide Manual", 14th edition, The British Crop Protection Council and the Royal Society, can be used as combination partners for the compounds according to the invention in mixture formulations or in tank mixes. of Chemistry, 2006, the corresponding "e-Pesticide Manual Version 4 (2006)" and the literature cited therein are known.Further trade names and "common names" are listed in the "Compendium of Pesticide Common Names" (available online at http: / / www.bcpcpesticidecompendium.org).
[0039] Known herbicides that can be combined with the compositions according to the invention include, for example, the following active ingredients (Note: The compounds are designated either by the "common name" according to the International Organization for Standardization (ISO) or by the chemical name, possibly together with a standard code number) and always include all application forms such as acids, salts, esters and isomers such as stereoisomers and optical isomers. The following are listed as application forms: 2,4-D, Acetochlor, Acifluorfen, Acifluorfen-sodium, Aclonifen, Alachlor, Alloxydim, Alloxydimsodium, Ametryn, Amicarbazone, Amidosulfuron, Amitrole, Anilofos, Asulam, Atrazine, Azafenidine, Azimsulfuron, Beflubutamide, Benazolin, Benazolin-ethyl, Benfuresate, Bensulfuron-methyl, Bentazone, Benzfendizone, Benzobicyclon, Benzofenap, Bifenox, Bilanafos, Bispyribac-sodium, Bromacil, Bromobutide, Bromofenoxime, Bromoxynil, Butachlor, Butafenacil, ButenachlorButralin, Butroxydim, Butylate, Cafenstrole, Carbetamide, Carfentrazone-ethyl, Chlomethoxyfen, Chloridazon, Chlorimuronethyl, Chlornitrofen, Chlorotoluron, Chlorsulfuron, Cinidon-ethyl, Cinmethylin, Cinosulfuron, Clefoxydim, Clethodim, Clodinafop-propargyl, Clomazone, Clomeprop, Clopyralid, Cloransulammethyl, Cumyluron, Cyanazine, Cyclosulfamuron, Cycloxydim, Cyhalofop-butyl, Desmedipham, Dicamba, Dichlobenil, Dichlorprop, Dichlorprop-P, Diclofop-methyl, Diclosulam, Difenzoquat, Diflufenican, Diflufenzopyr, Dikegulac-sodium, Dimefuron, Dimepiperate, Dimethachlor, Dimethametryn, Dimethenamid, Triaziflam, Diquat-dibromide, Dithiopyr, Diuron, Dymron, EPTC, Esprocarb, Ethalfluralin, Ethametsulfuron-methyl, Ethoxyfen, Ethoxysulfuron, Etobenzanid, Fenoxaprop-ethyl, Fenoxaprop-P-ethyl, Fentrazamide, Flamprop-M-isopropyl, Flamprop-M-methyl, Flazasulfuron, Florasulam, Fluazifop, Fluazifop-butyl, Fluazifop--butyl, Fluazolate, Flucarbazonesodium, Flucetosulfuron, Fluchloralin, Flufenacet,Flufenpyr, Flumetsulam, Flumiclorac-pentyl, Flumioxazin, Fluometuron, Fluorochloridone, Fluoroglycofen-ethyl, Flupoxam, Flupyrsulfuron-methylsodium, Fluridone, Fluroxypyr, Fluroxypyr-butoxypropyl, Fluroxypyr-meptyl, Flurprimidol, Flurtamone, Fluthiacet-methyl, Fomesafen, Foramsulfuron, Glufosinate, Glufosinate-ammonium, Glyphosate, Halosulfuron-methyl, Haloxyfop, Haloxyfop-ethoxyethyl, Haloxyfop-methyl, Haloxyfop-P-methyl, Hexazinone, Imazamethabenz-methyl, Imazamox, Imazapic, Imazapyr, Imazaquin, Imazethapyr, Imazosulfuron, Indanofan, Iodosulfuron-methyl-natrium, Ioxynil, Isoproturon, Isouron, Isoxaben, Isoxachlortole, Isoxaflutole, Ketospiradox, Lactofen, Lenacil, Linuron, MCPA, Mecoprop, Mecoprop-P, Mefenacet, Mesosulfuron-methyl, Mesotrione, Metamifop, Metamitron, Metazachlor, Methabenzthiazuron, Methyldymron, Metobromuron, Metolachlor, Metosulam, Metoxuron, Metribuzin, Metsulfuron-methyl, Molinate, Monolinuron, Naproanilide, Napropamide, Neburon, Nicosulfuron, Norflurazon,Orbencarb, Oryzalin, Oxadiargyl, Oxadiazon, Oxasulfuron, Oxaziclomefone, Oxyfluorfen, Paraquat, Pelargonic acid, Pendimethalin, Pendralin, Pentoxazone, Pethoxamid, Phenmedipham, Picloram, Picolinafen, Pinoxaden, Piperophos, Pretilachlor, Primisulfuron-methyl, Profluazol, Profoxydim, Prometryn, Propachlor, Propanil, Propaquizafop, Propisochlor, Propoxycarbazone-sodium, Propyzamide, Prosulfocarb, Prosulfuron, Pyraclonil, Pyraflufen-ethyl, Pyrazolate, Pyrazosulfuron-ethyl, Pyrazoxyfen, Pyribenzoxim, Pyributicarb, Pyridafol, Pyridate, Pyriftalid, Pyriminobac-methyl, Pyrithiobac-sodium, Quinclorac, Quinmerac, Quinoclamine, Quizalofop-ethyl, Quizalofop-P-ethyl, Quizalofop-P-tefuryl, Rimsulfuron, Sethoxydim, Simazine, Simetryn, S-Metolachlor, Sulcotrione, Sulfentrazone, Sulfometuron-methyl, Sulfosate, Sulfosulfuron, Tebuthiuron, Tepraloxydim, Terbuthylazine, Terbutryn, Thenylchlor, Thiazopyr, Thifensulfuron-methyl, Thiobencarb, Tiocarbazil, Tralkoxydim, Triallate, Triasulfuron,Tribenuron-methyl, Triclopyr, Tridiphane, Trifloxysulfuron, Trifluralin, Triflusulfuron-methyl, Tritosulfuron, WL 110547, ie 5-phenoxy-1-[3-(trifluoromethyl)phenyl]-1H-tetrazole; HOK-201, HOK-202, UBH-509; D-489; LS 82-556; KPP-300; NC-324; NC-330; KH-218; DPX-N8189; SC-0774; TH-547, DOWCO-535; DK-8910; V-53482; PP-600; MBH-001; KIH-9201; ET-751; KIH-6127; KIH-2023 and KIH5996..,
[0040] If the respective name (common name) includes several forms of the active ingredient, the commercially available form is preferably defined by the name.
[0041] Each of the aforementioned additional active ingredients (= active ingredients (C*), (C1*), (C2*) etc.) can then preferably be combined with one of the two combinations according to the present invention, according to the scheme (A)+(B)+(C*) or also according to the scheme (A)+(B)+(C1*)+(C2*) etc.
[0042] The quantities specified are application rates (g ai / ha = grams of active substance per hectare) and thus also define the quantity ratios in a co-formulation, a pre-mix, a tank-mix or a sequential application of the combined active ingredients.
[0043] These combinations can be applied in both pre-emergence and post-emergence applications. This applies to both pre- and post-emergence control of the weeds and to the selective control of weeds before or after the emergence of the crop. Mixed approaches are also possible, for example, controlling weeds in their pre- or post-emergence stage when treating crops after emergence.
[0044] The herbicide combinations according to the invention may contain further components, e.g. other active substances against harmful organisms such as harmful plants, plant-damaging animals or plant-damaging fungi, in particular active substances from the group of herbicides, fungicides, insecticides, acaricides, nematicides, miticides and related substances.
[0045] Fungicidal compounds that can be used in combination with the herbicide combinations according to the invention are preferably commercially available active ingredients, for example (analogous to the herbicides, the compounds are generally referred to by their common names, here in the usual English spelling): 1) Inhibitoren der Ergosterol-Biosynthese, beispielsweise (1.001) Cyproconazol, (1.002) Difenoconazol, (1.003) Epoxiconazol, (1.004) Fenhexamid, (1.005) Fenpropidin, (1.006) Fenpropimorph, (1.007) Fenpyrazamin, (1.008) Fluquinconazol, (1.009) Flutriafol, (1.010) Imazalil, (1.011) Imazalil Sulfat, (1.012) Ipconazol, (1.013) Metconazol, (1.014) Myclobutanil, (1.015) Paclobutrazol, (1.016) Prochloraz, (1.017) Propiconazol, (1.018) Prothioconazol, (1.019) Pyrisoxazol, (1.020) Spiroxamin, (1.021) Tebuconazol, (1.022) Tetraconazol, (1.023) Triadimenol, (1.024) Tridemorph, (1.025) Triticonazol, (1.026) (1R,2S,5S)-5-(4-Chlorbenzyl)-2-(chlormethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.027) (1S,2R,5R)-5-(4-Chlorbenzyl)-2-(chlormethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.028) (2R)-2-(1-Chlorcyclopropyl)-4-[(1R)-2,2-dichlorcyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (1.029) (2R)-2-(1-Chlorcyclopropyl)-4-[(1S)-2,2-dichlorcyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.030) (2R)-2-[4-(4-Chlorphenoxy)-2-(trifluormethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.031) (2S)-2-(1-Chlorcyclopropyl)-4-[(1R)-2,2-dichlorcyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.032) (2S)-2-(1-Chlorcyclopropyl)-4-[(1S)-2,2-dichlorcyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.033) (2S)-2-[4-(4-Chlorphenoxy)-2-(trifluormethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.034) (R)-[3-(4-Chlor-2-fluorphenyl)-5-(2,4-difluorphenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.035) (S)-[3-(4-Chlor-2-fluorphenyl)-5-(2,4-difluorphenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.036) [3-(4-Chlor-2-fluorphenyl)-5-(2,4-difluorphenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.037) 1-({(2R,4S)-2-[2-Chlor-4-(4-chlorphenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazol, (1.038) 1-({(2S,4S)-2-[2-Chlor-4-(4-chlorphenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazol, (1.039) 1-{[3-(2-Chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl-thiocyanat, (1.040) 1-{[rel(2R,3R)-3-(2-Chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl-thiocyanat, (1.041) 1-{[rel(2R,3S)-3-(2-Chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl-thiocyanat, (1.042) 2-[(2R,4R,5R)-1-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.043) 2-[(2R,4R,5S)-1-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.044) 2-[(2R,4S,5R)-1-(2,4-Dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.045) 2-[(2R,4S,5S)-1-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.046) 2-[(2S,4R,5R)-1-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.047) 2-[(2S,4R,5S)-1-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.048) 2-[(2S,4S,5R)-1-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.049) 2-[(2S,4S,5S)-1-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.050) 2-[1-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.051) 2-[2-Chlor-4-(2,4-dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.052) 2-[2-Chlor-4-(4-chlorphenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.053) 2-[4-(4-Chlorphenoxy)-2-(trifluormethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.054) 2-[4-(4-Chlorphenoxy)-2-(trifluormethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol, (1.055) 2-[4-(4-Chlorphenoxy)-2-(trifluormethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.056) 2-{[3-(2-Chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.057) 2-{[rel(2R,3R)-3-(2-Chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.058) 2-{ [rel(2R,3 S)-3-(2-Chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thion, (1.059) 5-(4-Chlorbenzyl)-2-(chlormethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.060) 5-(Allylsulfanyl)-1-{[3-(2-chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol, (1.061) 5-(Allylsulfanyl)-1-{[rel(2R,3R)-3-(2-chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol, (1.062) 5-(Allylsulfanyl)-1-{[rel(2R,3S)-3-(2-chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol, (1.063) N'-(2,5-Dimethyl-4-{[3-(1,1,2,2-tetrafluorethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamid, (1.064) N'-(2,5-Dimethyl-4-{[3-(2,2,2-trifluorethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamid, (1.065) N'-(2,5-Dimethyl-4-{[3-(2,2,3,3-tetrafluorpropoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamid, (1.066) N'-(2,5-Dimethyl-4-{[3-(pentafluorethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamid, (1.067) N'-(2,5-Dimethyl-4-{3-[(1,1,2,2-tetrafluorethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamid, (1.068) N'-(2,5-Dimethyl-4-{3-[(2,2,2-trifluorethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamid, (1.069) N'-(2,5-Dimethyl-4-{3-[(2,2,3,3-tetrafluorpropyN)sulfanyl]phenoxy}phenyl)-N-ethyvl-N-methylimidoformamid, (1.070) N'-(2,5-Dimethyl-4-{3-[(pentafluorethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamid, (1.071) N'-(2,5-Dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylimidoformamid, (1.072) N'-(4-{[3-(Difluormethoxy)phenyl]sulfanyl} -2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamid, (1.073) N'-(4-{3-[(Difluormethyl)sulfanyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamid, (1.074) N'-[5-Brom-6-(2,3-dihydro-1H-inden-2-yloxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylimidoformamid, (1.075) N'-{4-[(4,5-Dichlor-1,3-thiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylimidoformamid, (1.076) N'-{5-Brom-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamid, (1.077) N'-{5-Brom-6-[(1S)-1-(3,5-difluorphenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamid, (1.078) N'-{5-Brom-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamid, (1.079) N'-{5-Brom-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamid, (1.080) N'-{5-Bromo-6-[1-(3,5-difluorphenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamid, (1.081) Mefentrifluconazole, (1.082) Ipfentrifluconazole. 2) Inhibitoren der Atmungskette am Komplex I oder II beispielsweise (2.001) Benzovindiflupyr, (2.002) Bixafen, (2.003) Boscalid, (2.004) Carboxin, (2.005) Fluopyram, (2.006) Flutolanil, (2.007) Fluxapyroxad, (2.008) Furametpyr, (2.009) Isofetamid, (2.010) Isopyrazam (anti-epimeric enantiomer 1R,4S,9S), (2.011) Isopyrazam (anti-epimeric enantiomer 1S,4R,9R), (2.012) Isopyrazam (anti-epimeric racemate 1RS,4SR,9SR), (2.013) Isopyrazam (mixture of syn-epimeric racemate 1RS,4SR,9RS and anti-epimeric racemate 1RS,4SR,9SR), (2.014) Isopyrazam (syn-epimeric Enantiomer 1R,4S,9R), (2.015) Isopyrazam (syn-epimeres Enantiomer 1S,4R,9S), (2.016) Isopyrazam (syn-epimeres Racemat 1RS,4SR,9RS), (2.017) Penflufen, (2.018) Penthiopyrad, (2.019) Pydiflumetofen, (2.020) Pyraziflumid, (2.021) Sedaxane, (2.022) 1,3-Dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazol-4-carboxamid, (2.023) 1,3-Dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2.024) 1,3-Dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazol-4-carboxamide, (2.025) 1-Methyl-3-(trifluormethyl)-N-[2'-(trifluormethyl)biphenyl-2-yl]-1H-pyrazol-4-carboxamid, (2.026) 2-Fluor-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)benzamid, (2.027) 3-(Difluormethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazol-4-carboxamid, (2.028) 3-(Difluormethyl)-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazol-4-carboxamid, (2.029) 3-(Difluormethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazol-4-carboxamid, (2.030) 3-(Difluormethyl)-N-(7-fluor-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazol-4-carboxamid, (2.031) 3-(Difluormethyl)-N-[(3R)-7-fluor-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazol-4-carboxamid, (2.032) 3-(Difluoromethyl)-N-[(3S)-7-fluor-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazol-4-carboxamid, (2.033) 5,8-Difluor-N-[2-(2-fluor-4-{[4-(trifluormethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amin, (2.034) N-(2-Cyclopentyl-5-fluorbenzyl)-N-cyclopropyl-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.035) N-(2-tert-Butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.036) N-(2-tert-Butylbenzyl)-N-cyclopropyl-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.037) N-(5-Chlor-2-ethylbenzyl)-N-cyclopropyl-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.038) N-(5-Chlor-2-isopropylbenzyl)-N-cyclopropyl-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.039) N-[(1R,4S)-9-(Dichlormethylen)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluormethyl)-1-methyl-1H-pyrazol-4-carboxamid, (2.040) N-[(1S,4R)-9-(Dichlormethylen)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluormethyl)-1-methyl-1H-pyrazol-4-carboxamid, (2.041) N-[1-(2,4-Dichlorphenyl)-1-methoxypropan-2-yl]-3-(difluormethyl)-1-methyl-1H-pyrazol-4-carboxamid, (2.042) N-[2-Chlor-6-(trifluormethyl)benzyl]-N-cyclopropyl-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.043) N-[3-Chlor-2-fluor-6-(trifluormethyl)benzyl]-N-cyclopropyl-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.044) N-[5-Chlor-2-(trifluormethyl)benzyl]-N-cyclopropyl-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.045) N-Cyclopropyl-3-(difluormethyl)-5-fluor-1-methyl-N-[5-methyl-2-(trifluormethyl)benzyl]-1H-pyrazol-4-carboxamid, (2.046) N-Cyclopropyl-3-(difluormethyl)-5-fluor-N-(2-fluor-6-isopropylbenzyl)-1-methyl-1H-pyrazol-4-carboxamid, (2.047) N-Cyclopropyl-3-(difluormethyl)-5-fluor-N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyrazol-4-carboxamid, (2.048) N-Cyclopropyl-3-(difluormethyl)-5-fluor-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazol-4-carbothioamid, (2.049) N-Cyclopropyl-3-(difluoromethyl)-5-fluor-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazol-4-carboxamid, (2.050) N-Cyclopropyl-3-(difluormethyl)-5-fluor-N-(5-fluor-2-isopropylbenzyl)-1-methyl-1H-pyrazol-4-carboxamid, (2.051) N-Cyclopropyl-3-(difluormethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.052) N-Cyclopropyl-3-(difluormethyl)-N-(2-ethyl-5-fluorbenzyl)-5-fluor-1-methyl-1H-pyrazol-4-carboxamid, (2.053) N-Cyclopropyl-3-(difluormethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluor-1-methyl-1H-pyrazole-4-carboxamid, (2.054) N-Cyclopropyl-N-(2-cyclopropyl-5-fluorbenzyl)-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazole-4-carboxamid, (2.055) N-Cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazole-4-carboxamid, (2.056) N-Cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluormethyl)-5-fluor-1-methyl-1H-pyrazole-4-carboxamid. 3) Inhibitoren der Atmungskette am Komplex III, beispielsweise (3.001) Ametoctradin, (3.002) Amisulbrom, (3.003) Azoxystrobin, (3.004) Coumethoxystrobin, (3.005) Coumoxystrobin, (3.006) Cyazofamid, (3.007) Dimoxystrobin, (3.008) Enoxastrobin, (3.009) Famoxadon, (3.010) Fenamidon, (3.011) Flufenoxystrobin, (3.012) Fluoxastrobin, (3.013) Kresoxim-Methyl, (3.014) Metominostrobin, (3.015) Orysastrobin, (3.016) Picoxystrobin, (3.017) Pyraclostrobin, (3.018) Pyrametostrobin, (3.019) Pyraoxystrobin, (3.020) Trifloxystrobin (3.021) (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-Fluor-2-phenylvinyl]oxy}phenyl)ethyliden]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamid, (3.022) (2E,3Z)-5-{[1-(4-Chlorphenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamid, (3.023) (2R)-2-{2-[(2,5-Dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamid, (3.024) (2S)-2-{2-[(2,5-Dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamid, (3.025) (3S,6S,7R,8R)-8-Benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl-2-methylpropanoat, (3.026) 2-{2-[(2,5-Dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamid, (3.027) N-(3-Ethyl-3,5,5-trimethylcyclohexyl)-3-formamido-2-hydroxybenzamid, (3.028) (2E,3Z)-5-{[1-(4-Chlor-2-fluorphenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamid, (3.029) Methyl {5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl}carbamate. 4) Inhibitoren der Mitose und Zellteilung, beispielsweise (4.001) Carbendazim, (4.002) Diethofencarb, (4.003) Ethaboxam, (4.004) Fluopicolid, (4.005) Pencycuron, (4.006) Thiabendazol, (4.007) Thiophanat-Methyl, (4.008) Zoxamid, , (4.009) 3-Chlor-4-(2,6-difluorphenyl)-6-methyl-5-phenylpyridazin, (4.010) 3-Chlor-5-(4-chlorphenyl)-4-(2,6-difluorphenyl)-6-methylpyridazin, (4.011) 3-Chlor-5-(6-chlorpyridin-3-yl)-6-methyl-4-(2,4,6-trifluorphenyl)pyridazin, (4.012) 4-(2-Brom-4-fluorphenyl)-N-(2,6-difluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.013) 4-(2-Brom-4-fluorphenyl)-N-(2-brom-6-fluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.014) 4-(2-Brom-4-fluorphenyl)-N-(2-bromphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.015) 4-(2-Brom-4-fluorphenyl)-N-(2-chlor-6-fluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.016) 4-(2-Brom-4-fluorphenyl)-N-(2-chlorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.017) 4-(2-Brom-4-fluorphenyl)-N-(2-fluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.018) 4-(2-Chlor-4-fluorphenyl)-N-(2,6-difluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.019) 4-(2-Chlor-4-fluorphenyl)-N-(2-chlor-6-fluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.020) 4-(2-Chlor-4-fluorphenyl)-N-(2-chlorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.021) 4-(2-Chlor-4-fluorphenyl)-N-(2-fluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.022) 4-(4-Chlorphenyl)-5-(2,6-difluorphenyl)-3,6-dimethylpyridazin, (4.023) N-(2-Brom-6-fluorphenyl)-4-(2-chlor-4-fluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.024) N-(2-Bromphenyl)-4-(2-chlor-4-fluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin, (4.025) N-(4-Chlor-2,6-difluorphenyl)-4-(2-chlor-4-fluorphenyl)-1,3-dimethyl-1H-pyrazol-5-amin.5) Compounds capable of multisite activity, for example (5.001) Bordeaux mixture, (5.002) Captafol, (5.003) Captan, (5.004) Chlorothalonil, (5.005) Copper hydroxide, (5.006) Copper naphthenate, (5.007) Copper oxide, (5.008) Copper oxychloride, (5.009) Copper(2+) sulfate, (5.010) Dithianon, (5.011) Dodine, (5.012) Folpet, (5.013) Mancozeb, (5.014) Maneb, (5.015) Metiram, (5.016) Zinc metiram, (5.017) Copper oxine, (5.018) Propineb, (5.019) Sulfur and sulfur preparations including calcium polysulfide, (5.020) Thiram, (5.021) Zineb, (5.022) Ziram, (5.023) 6-Ethyl-5,7-dioxo-6,7-dihydro-5H-pyrrolo[3',4':5,6][1,4]dithiino[2,3-c][1,2]thiazole-3-carbonitrile. 6) Compounds capable of eliciting host defense, for example (6.001) Acibenzolar-S-methyl, (6.002) Isotianil, (6.003) Probenazole, (6.004) Tiadinil. 7) Inhibitors of amino acid and / or protein biosynthesis, for example (7.001) Cyprodinil, (7.002) Kasugamycin, (7.003) Kasugamycin hydrochloride hydrate, (7.004) Oxytetracycline (7.005) Pyrimethanil, (7.006) 3-(5-Fluor-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline-1-yl)quinoline. (8) Inhibitors of ATP production, for example (8.001) Silthiofam. 9) Inhibitors of cell wall synthesis, for example (9.001) Benthiavalicarb, (9.002) Dimethomorph, (9.003) Flumorph, (9.004) Iprovalicarb, (9.005) Mandipropamid, (9.006) Pyrimorph, (9.007) Valifenalate, (9.008) (2E)-3-(4-tert-Butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, (9.009) (2Z)-3-(4-tert-Butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one. 10) Inhibitors of lipid and membrane synthesis, for example (10.001) propamocarb, (10.002) propamocarb hydrochloride, (10.003) tolclofos methyl. 11) Inhibitors of melanin biosynthesis, for example (11.001) tricyclazole, (11.002) 2,2,2-trifluoroethyl-{3-methyl-1-[(4-methylbenzoyl)amino]butan-2-yl}carbamate. 12) Inhibitors of nucleic acid synthesis, for example (12.001) benalaxyl, (12.002) Benalaxyl-M (Kiralaxyl), (12.003) Metalaxyl, (12.004) Metalaxyl-M (Mefenoxam). 13) Signal transduction inhibitors, for example (13.001) Fludioxonil, (13.002) Iprodione, (13.003) Procymidone, (13.004) Proquinazide, (13.005) Quinoxyfen, (13.006) Vinclozoline. 14) Compounds that can act as uncouplers, for example (14.001) Fluazinam, (14.002) Meptyldinocap. 15) Other compounds, for example (15.001) abscisic acid, (15.002) benthiazole, (15.003) bethoxazine, (15.004) capsimycin, (15.005) carvone, (15.006) quinomethionate, (15.007) cufraneb, (15.008) cyflufenamide, (15.009) cymoxanil, (15.010) cyprosulfamide, (15.011) flutianil, (15.012) fosetyl aluminum, (15.013) fosetyl calcium, (15.014) fosetyl sodium, (15.015) methyl isothiocyanate, (15.016) metrafenone, (15.017) mildiomycin, (15,018) natamycin, (15,019) nickel dimethyl dithiocarbamate, (15,020) nitrothal isopropyl, (15,021) oxamocarb, (15,022) oxathiapiproline, (15,023) oxyfenthiine, (15.024) Pentachlorphenol und Salze, (15.025) Phosphonsäure und deren Salze, (15.026) Propamocarb-fosetylat, (15.027) Pyriofenone (Chlazafenone) (15.028) Tebufloquin, (15.029) Tecloftalam, (15.030) Tolnifanide, (15.031) 1-(4-{4-[(5R)-5-(2,6-Difluorphenyl)-4,5-dihydro-1,2-oxazol-3-yl]- 1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluormethyl)-1H-pyrazol-1-yl]ethanon, (15.032) 1-(4-{4-[(5S)-5-(2,6-Difluorphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluormethyl)-1H-pyrazol-1-yl]ethanon, (15.033) 2-(6-Benzylpyridin-2-yl)quinazolin, (15.034) 2,6-Dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrol-1,3,5,7(2H,6H)-tetron, (15.035) 2-[3,5-Bis(difluormethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-in-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanon, (15.036) 2-[3,5-Bis(difluormethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-chlor-6-(prop-2-in-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanon, (15.037) 2-[3,5-Bis(difluormethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-fluor-6-(prop-2-in-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanon, (15.038) 2-[6-(3-Fluor-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazolin, (15.039) 2-{(5R)-3-[2-(1-{[3,5-Bis(difluormethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorphenyl methanesulfonat, (15.040) 2-{(5S)-3-[2-(1-{[3,5-Bis(difluormethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorphenyl methanesulfonat, (15.041) 2-{2-[(7,8-Difluor-2-methylquinolin-3-yl)oxy]-6-fluorphenyl}propan-2-ol, (15.042) 2-{2-Fluor-6-[(8-fluor-2-methylquinolin-3-yl)oxy]phenyl}propan-2-ol, (15.043) 2-{3-[2-(1-{[3,5-Bis(difluormethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorphenyl-methansulfonat, (15.044) 2-{3-[2-(1-{[3,5-Bis(difluormethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenyl methanesulfonat, (15.045) 2-Phenylphenol und deren Salze, (15.046) 3-(4,4,5-Trifluor-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinolin, (15.047) 3-(4,4-Difluor-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinolin, (15.048) 4-Amino-5-fluorpyrimidin-2-ol (Tautomere Form: 4-Amino-5-fluorpyrimidin-2(1H)-on), (15.049) 4-Oxo-4-[(2-phenylethyl)amino]buttersäure, (15.050) 5-Amino-1,3,4-thiadiazol-2-thiol, (15.051) 5-Chlor-N'-phenyl-N'-(prop-2-yn-1-yl)thiophen-2-sulfonohydrazid, (15.052) 5-Fluor-2-[(4-fluorbenzyl)oxy]pyrimidin-4-amin, (15.053) 5-Fluor-2-[(4-methylbenzyl)oxy]pyrimidin-4-amin, (15.054) 9-Fluor-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzoxazepin, (15.055) But-3-yn-1-yl {6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl)(phenyl)methylen]amino}oxy)methyl]pyridin-2-yl}carbamat, (15.056) Ethyl (2Z)-3-amino-2-cyano-3-phenylacrylat, (15.057) Phenazin-1-carbonsäure, (15.058) Propyl 3,4,5-trihydroxybenzoat, (15.059) Quinolin-8-ol, (15.060) Quinolin-8-ol sulfat (2:1), (15.061) tert-Butyl {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamat, (15.062) 5-Fluor-4-imino-3-methyl-1)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one. .
[0046] Preferred fungicides are selected from the group consisting of benalaxyl, bitertanol, bromuconazole, captafol, carbendazim, carpropamid, cyazofamid, cyproconazole, diethofencarb, edifenphos, fenpropimorph, fentine, fluquinconazole, fosetyl, fluoroimide, folpet, iminoctadine, iprodione, iprovalicarb, kasugamycin, maneb, nabam, pencycuron, prochloraz, propamocarb, propineb, pyrimethanil, sprioxamine, quintozene, tebuconazole, tolylfluanid, triadimefon, triadimenol, trifloxystrobin, and zineb.
[0047] Insecticides, acaricides, nematicides, miticides and related active substances include, for example (analogous to herbicides and fungicides, the compounds are referred to by their common names where possible, here in the usual English spelling): (1) Acetylcholinesterase (AChE) inhibitors, preferably carbamates selected from alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxime, butoxycarboxime, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanates, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamates, trimethacarb, XMC and xylylcarb, or organophosphates selected from acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, dicrotophos, dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl-O-(methoxyaminothio-phosphoryl) salicylate, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion-methyl,Phenthoate, Phorate, Phosalon, Phosmet, Phosphamidon, Phoxime, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthione, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Triclorfone and Vamidothione. (2) GABA-gated chloride channel blockers, preferably cyclodiene organochlorines selected from chlordane and endosulfan, or phenylpyrazoles (fiproles) selected from ethiprole and fipronil. (3) sodium channel modulators, preferably pyrethroids selected from acrinathrin, allethrin, d-cistrans-allethrin, d-trans-allethrin, bifenthrin, bioallethrin, bioallethrin-S-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, Cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin [(1R)-trans isomer], deltamethrin, empenthrin [(EZ)-(1R) isomer], esfenvalerate, etofenprox, fenpropathrin, fenvalerate,Flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin, momfluorothrin, permethrin, phenothrin [(1R)-trans isomer], prallethrin, pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R)-isomer], tralomethrin and transfluthrin, or DDT or methoxychlor. (4) Competitive modulators of the nicotinic acetylcholine receptor (nAChR), preferably neonicotinoids selected from acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam, or nicotine, or sufoximines selected from sulfoxaflor, or butenolides selected from flupyradifurone. (5) Allosteric modulators of the nicotinic acetylcholine receptor (nAChR), preferably spinosynes selected from spinetoram and spinosad. (6) Allosteric modulators of the glutamate-dependent chloride channel (GluCl), preferably avermectins / milbemycins selected from abamectin, emamectin benzoate, lepimectin, and milbemectin. (7) Juvenile hormone mimetics,(8) Preferably juvenile hormone analogues selected from hydroprene, kinoprene, and methoprene, or fenoxycarb or pyriproxyfen. (9) Various non-specific (multi-site) inhibitors, preferably alkyl halides selected from methyl bromide and other alkyl halides, or chloropicrin or sulfuryl fluoride or borax or tartar emetic or methyl isocyanate generators selected from diazomet and metam. (10) TRPV channel modulators of chordotonal organs selected from pymetrozine and pyrifluquinazone. (11) Mite growth inhibitors selected from clofentezine, hexythiazox, diflovidazine, and etoxazole. (12) Microbial disruptors of the insect intestinal membrane selected from , Bacillus thuringiensis Subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis Subspecies aizawai, Bacillus thuringiensis Subspecies kurstaki, Bacillus thuringiensis Subspecies tenebrionis and Bt-Plant proteins selected from Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, VIP3A, mCry3A, Cry3Ab, Cry3Bb and Cry34Ab1 / 35Ab1. (12) Mitochondrial ATP synthase inhibitors, preferably ATP disruptors selected from diafenthiuron, or organotin compounds selected from azocyclotine, cyhexatine and fenbutatin oxide, or propargite or tetradifone. (13) Oxidative phosphorylation uncouplers by disruption of the proton gradient selected from chlorfenapyr, DNOC and sulfuramide. (14) Nicotinic acetylcholine receptor channel blockers selected from Bensultap, Cartap hydrochloride, thiocyclam and thiosultap sodium. (15) Inhibitors of chitin biosynthesis, type 0, selected from bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron. (16) Inhibitors of chitin biosynthesis, type 1, selected from buprofezin. (17) Molting disruptor (especially in Diptera, i.e.(18) Ecdysone receptor agonists selected from chromafenozide, halofenozide, methoxyfenozide, and tebufenozide. (19) Octopamine receptor agonists selected from amitraz. (20) Mitochondrial complex III electron transport inhibitors selected from hydramethylnone, acequinocyl, and fluacrypyrim. (21) Mitochondrial complex I electron transport inhibitors, preferably METI acaricides selected from fenazaquine, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad, and tolfenpyrad, or rotenone (Derris). (22) Voltage-gated sodium channel blockers selected from indoxacarb and metaflumizone. (23) Inhibitors of acetyl-CoA carboxylase, preferably tetronic and tetramic acid derivatives selected from spirodiclofen, spiromesifen and spirotetramate.(24) Inhibitors of mitochondrial complex IV electron transport, preferably phosphines selected from aluminum phosphide, calcium phosphide, phosphine, and zinc phosphide, or cyanides selected from calcium cyanide, potassium cyanide, and sodium cyanide. (25) Inhibitors of mitochondrial complex II electron transport, preferably beta-ketonitrile derivatives selected from cyenopyrafen and cyflumetofen, or carboxanilides selected from pyflubumide. (28) Ryanodine receptor modulators, preferably diamides selected from chlorantraniliprole, cyantraniliprole, and flubendiamide. (29) Chordotonal organ modulators (with undefined target structure) selected from flonicamide.(30) further active substances selected from Acynonapyr, Afidopyropene, Afoxolaner, Azadirachtin, Benclothiaz, Benzoximate, Benzpyrimoxane, Bifenazate, Broflanilide, Bromopropylate, Quinomethionate, Chloroprallethrin, Cryolite, Cyclaniliprol, Cycloxapride, Cyhalodiamide, Dicloromezotiaz, Dicofol, epsilon-Metofluthrin, epsilon-Momfluthrin, Flometoquine, Fluazaindolizine, Fluensulfone, Flufenerim, Flufenoxystrobin, Flufiprole, Fluhexafone, Fluopyram, Flupyrimin, Fluralaner, Fluxametamide, Fufenozide, Guadipyr, Heptafluthrin, Imidaclothiz, Iprodione, kappa-Bifenthrin, kappa-Tefluthrin, Lotilaner, Meperfluthrin Oxazosulfyl, Paichongding, Pyridalyl, Pyrifluquinazone, Pyriminostrobin, Spirobudiclofen, Spiropidion, Tetramethylfluthrin, Tetraniliprol, Tetrachloroantraniliprole, Tigolaner, Tioxazafen, Thiofluoximate, Triflumezopyrim and Iodomethane; furthermore, preparations based on . Bacillus firmus(I-1582, BioNeem, Votivo), as well as the following compounds: 1-{2-Fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine (known from WO2006 / 043635) (CAS 885026-50-6), {1'-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indol-3,4'-piperidine]-1(2H)-yl}(2-chloropyridine-4-yl)methanone (known from WO2003 / 106457) (CAS 637360-23-7), 2-Chloro-N-[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (known from WO2006 / 003494) (CAS 872999-66-1), 3-(4-Chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010052161) (CAS 1225292-17-0), 3-(4-chloro-2, 6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from EP 2647626) (CAS-1440516-42-6), 4-(But-2-in-1-yloxy)-6-(3,5-dimethylpiperidin-1-yl)-5-fluoropyrimidine (known from WO2004 / 099160) (CAS 792914-58-0), PF1364 (known from JP2010 / 018586) (CAS Reg. No. 1204776-60-2),(3E)-3-[1-[(6-Chlor-3-pyridyl)methyl]-2-pyridyliden]-1,1,1-trifluorpropan-2-on (bekannt aus WO2013 / 144213) (CAS 1461743-15-6), N-[3-(Benzylcarbamoyl)-4-chlorphenyl]-1-methyl-3-(pentafluorethyl)-4-(trifluormethyl)-1H-pyrazol-5-carboxamid (bekannt aus WO2010 / 051926) (CAS 1226889-14-0), 5-Brom-4-chlor-N-[4-chlor-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chlor-2-pyridyl)pyrazol-3-carboxamid (bekannt aus CN103232431) (CAS 1449220-44-3), 4-[5-(3,5-Dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxido-3-thietanyl)benzamid, 4-[5-(3,5-Dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-N-(trans-1-oxido-3-thietanyl)benzamid und 4-[(5S)-5-(3,5-Dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxido-3-thietanyl)benzamid (bekannt aus WO 2013 / 050317 A1) (CAS 1332628-83-7), N-[3-Chlor-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluorpropyl)sulfinyl]propanamid,(+)-N-[3-Chlor-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluorpropyl)sulfinyl]propanamid und (-)-N-[3-Chlor-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluorpropyl)sulfinyl]propanamid (bekannt aus WO 2013 / 162715 A2, WO 2013 / 162716 A2, US 2014 / 0213448 A1) (CAS 1477923-37-7), 5-[[(2E)-3-Chlor-2-propen-1-yl]amino]-1-[2,6-dichlor-4-(trifluormethyl)phenyl]-4-[(trifluormethyl)sulfinyl]-1H-pyrazol-3-carbonitrile (bekannt aus CN 101337937 A) (CAS 1105672-77-2), 3-Brom-N-[4-chlor-2-methyl-6-[(methylamino)thioxomethyl]phenyl]-1-(3-chlor-2-pyridinyl)-1H-pyrazol-5-carboxamid, (Liudaibenjiaxuanan, bekannt aus CN 103109816 A) (CAS 1232543-85-9); N-[4-Chlor-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chlor-2-pyridinyl)-3-(fluormethoxy)-1H-pyrazol-5-carboxamid (bekannt aus WO 2012 / 034403 A1) (CAS 1268277-22-0), N-[2-(5-Amino-1,3,4-thiadiazol-2-yl)-4-chlor-6-methylphenyl]-3-brom-1-(3-chlor-2-pyridinyl)-1H-pyrazol-5-carboxamid (bekannt aus WO 2011 / 085575 A1) (CAS 1233882-22-8), 4-[3-[2,6-Dichlor-4-[(3,3-dichlor-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluormethyl)pyrimidin (bekannt aus CN 101337940 A) (CAS 1108184-52-6); (2E)- und 2(Z)-2-[2-(4-Cyanophenyl)-1-[3-(trifluormethyl)phenyl]ethyliden]-N-[4-(difluormethoxy)phenyl]hydrazincarboxamid (bekannt aus CN 101715774 A) (CAS 1232543-85-9); Cyclopropancarbonsäure-3-(2,2-dichlorethenyl)-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenylester (bekannt aus CN 103524422 A) (CAS 1542271-46-4); (4aS)-7-Chlor-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(trifluormethyl)thio]phenyl]amino]carbonyl]indeno[1,2-e][1,3,4]oxadiazin-4a(3H)-carbonsäuremethylester (bekannt aus CN 102391261 A) (CAS 1370358-69-2); 6-Desoxy-3-O-ethyl-2,4-di-O-methyl-1-[N-[4-[1-[4-(1,1,2,2,2-pentafluorethoxy)phenyl]-1H-1,2,4-triazol-3-yl]phenyl]carbamat]-α-L-mannopyranose (bekannt aus US 2014 / 0275503 A1) (CAS 1181213-14-8); 8-(2-Cyclopropylmethoxy-4-trifluormethylphenoxy)-3-(6-trifluormethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octan (CAS 1253850-56-4), (8-anti)-8-(2-Cyclopropylmethoxy-4-trifluormethylphenoxy)-3-(6-trifluormethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octan (CAS 933798-27-7), (8-syn)-8-(2-Cyclopropylmethoxy-4-trifluormethylphenoxy)-3-(6-trifluormethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octan (bekannt aus WO 2007040280 A1, WO 2007040282 A1) (CAS 934001-66-8), N-[3-Chlor-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluorpropyl)thio]-propanamid (bekannt aus WO 2015 / 058021 A1, WO 2015 / 058028 A1) (CAS 1477919-27-9) und N-[4-(Aminothioxomethyl)-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-carboxamid (bekannt aus CN 103265527 A) (CAS 1452877-50-7), 5-(1,3-Dioxan-2-yl)-4-[[4-(trifluoromethyl)phenyl]methoxy]pyrimidine (known from WO 2013 / 115391 A1) (CAS 1449021-97-9), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-1,8-diazaspiro[4.5]decane-2,4-dione (known from WO 2014 / 187846 A1) (CAS 1638765-58-8), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl carboxylic acid ethyl ester (known from WO 2010 / 066780 A1, WO 2011151146 A1) (CAS 1229023-00-0), 4-[(5S)-5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(4R)-2-ethyl-3-oxo-4-isoxazolidinyl]-2-methyl-benzamide (known from WO 2011 / 067272, WO2013 / 050302) (CAS 1309959-62-3). ,
[0048] Examples of insecticides that can be used preferably in combination with herbicides are: Acetamiprid, Acrinathrin, Aldicarb, Amitraz, Acinphos-methyl, Cyfluthrin, Carbaryl, Cypermethrin, Deltamethrin, Endosulfan, Ethoprophos, Fenamiphos, Fenthion, Fipronil, Imidacloprid, Methamidophos, Methiocarb, Niclosamide, Oxydemeton-methyl, Prothiophos, Silafluofen, Thiacloprid, Thiodicarb, Tralomethrin, Triazophos, Trichlorfon, Triflumuron, Terbufos, Fonofos, Phorate, Chlorpyriphos, Carbofuran, Tefluthrin.
[0049] The active ingredient combinations according to the invention are suitable for controlling a broad spectrum of weeds in non-agricultural land, on roads, railway tracks, industrial areas ("industrial weed control"), or in plantation crops in temperate, subtropical, and tropical climates or geographies. Examples of plantation crops include oil palm, nuts (e.g., almonds, hazelnuts, walnuts, macadamia nuts), coconut, berries, rubber trees, citrus (e.g., oranges, lemons, tangerines), bananas, pineapples, cotton, sugar cane, tea, coffee, cocoa, and similar crops. They are also suitable for use in fruit growing (e.g., pome fruits such as apples, pears, cherries, mangoes, kiwis) and viticulture. The products can also be used for seedbed preparation ("burn-down," "no-till," or "zero-till" methods) or for post-harvest treatment ("chemical fallow"). The application possibilities of the active ingredient combinations also extend to weed control in tree crops, e.g.,young Christmas tree plantations or eucalyptus plantations, either before planting or after transplanting (also with over-top treatment).
[0050] The products can also be used to control unwanted plant growth in economically important crops such as wheat (durum and common wheat), maize, soybeans, sugar beet, sugar cane, cotton, rice, beans (such as bush beans and broad beans), flax, barley, oats, rye, triticale, potatoes and millet (sorghum), pastureland and grass / lawn areas and plantation crops. Plantation crops include, among others, pomefruits (apple, pear, quince), Ribes-type fruits (blackberry, raspberry), citrus, Prunus-type fruits (cherries, nectarines, almonds), nuts (walnut, pecan, hazelnut, cashew, macadamia), mango, cocoa, coffee, wine (table grapes, wine grapes), palms (such as oil palm, date palm, coconut palm), eucalyptus, persimmon, rubber, pineapple, banana, avocado, lychee, and forest crops (Eucalypteae, Piniaceae, Piceae, Meliaceae, etc.).
[0051] The herbicidal active ingredient combinations according to the invention, in their respective application forms (= herbicidal agents), exhibit synergies with regard to herbicide activity and selectivity, and have a favorable effect on the weed spectrum. They demonstrate excellent herbicidal efficacy against a broad spectrum of economically important monocotyledonous and dicotyledonous annual weeds. Even difficult-to-control perennial weeds that sprout from rhizomes, rootstocks, or other persistent organs are effectively controlled by the active ingredients.
[0052] The active ingredient combinations can be applied to the plants (e.g., pests such as mono- or dicotyledonous weeds or unwanted cultivated plants), the seed (e.g., grains, seeds, or vegetative propagation organs such as tubers or shoot parts with buds), or the area on which the plants grow (e.g., the cultivated area).
[0053] The substances can be applied via pre-sowing (possibly also by incorporation into the soil), pre-emergence, or post-emergence methods. Application is preferred in early reseeding / pre-emergence or post-emergence applications of plantation crops against weeds that have not yet emerged or have already emerged. The application can also be integrated into weed management systems with sequential applications.
[0054] Specifically, some representatives of the mono- and dicotyledonous weed flora that can be controlled by the active ingredient combinations according to the invention are mentioned as examples, without the mention of these being intended to restrict them to specific species.
[0055] On the side of monocotyledonous weed species, for example Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachicaria, Bromus, Cynodon, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Imperata, Ischaemum, Heteranthera, Imperata, Ischaemum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum, Sphenoclea and Cyperus species are included in the annual group.
[0056] In the case of dicotyledonous weeds, the spectrum of action extends to species such as Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erodium, Erysimum, Euphorbia, Galeopsis, Galinsoga, Galium, Geranium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium.
[0057] If the active ingredient combinations according to the invention are applied to the soil surface before germination, either the emergence of the weed seedlings is completely prevented or the weeds grow up to the cotyledon stage, but then stop growing and finally die completely after three to four weeks.
[0058] When the active ingredients are applied to the green parts of the plants in the post-emergence method, growth stops after treatment and the weeds remain in the growth stage they were at at the time of application or die off completely after a certain period of time, so that in this way weed competition that is harmful to the crops is eliminated very early and sustainably.
[0059] The herbicidal agents according to the invention are characterized by a rapid onset and long-lasting herbicidal effect. The rainfastness of the active ingredients in the combinations according to the invention is generally favorable. A particular advantage is that the effective dosages of compounds (A) and (B) used in the combinations can be set so low that their soil activity is optimally minimized. This not only makes their use possible in sensitive crops, but also practically prevents groundwater contamination. The combination of active ingredients according to the invention enables a significant reduction in the required application rate of the active ingredients.
[0060] The combined use of herbicides (A) and (B) achieves application-related properties that exceed what could be expected based on the known properties of the individual herbicides for their combination. For example, the herbicidal effects on a specific weed species surpass the expected value as estimated using standard methods, e.g., according to Colby or other extrapolation methods.
[0061] A synergistic effect occurs whenever the effect, in this case the herbicidal effect, of the combination of active ingredients is greater than the sum of the effects of the individually applied active ingredients. The expected effect for a given combination of two active ingredients can be calculated according to S.R. Colby ("Calculating Synergistic and Antagonistic Responses of Herbicide Combination", Weeds 15 (1967), 20-22) (see below).
[0062] The synergistic effects therefore allow, for example, a reduction in the application rates of individual active ingredients, a higher efficacy with the same application rate, the control of previously uncontrolled species of weeds (gaps), an increased residual effect, an increased long-term effect, an increased speed of action, an extension of the application period and / or a reduction in the number of necessary individual applications and - as a result for the user - more economically and ecologically advantageous weed control systems.
[0063] Although the combinations according to the invention exhibit excellent herbicidal activity against monocotyledonous and dicotyledonous weeds, many economically important crops are only minimally affected or not affected at all, depending on the structure of the respective active ingredient combinations according to the invention and their application rate. Examples of economically important crops include dicotyledonous crops of the genera Arachis, Beta, Brassica, Cucumis, Cucurbita, Helianthus, Daucus, Glycine, Gossypium, Ipomoea, Lactuca, Linum, Lycopersicon, Nicotiana, Phaseolus, Pisum, Solanum, and Vicia, or monocotyledonous crops of the genera Allium, Ananas, Asparagus, Avena, Hordeum, Oryza, Panicum, Saccharum, Secale, Sorghum, Triticale, Triticum, and Zea.
[0064] Furthermore, the agents according to the invention exhibit, in some cases, excellent growth-regulating properties in cultivated plants. They exert a regulatory influence on the plant's own metabolism and can thus be used to selectively influence plant constituents and to facilitate harvesting, for example, by triggering desiccation and growth stunting. They are also suitable for the general control and inhibition of undesirable vegetative growth without killing the plants. Inhibition of vegetative growth plays a significant role in many monocotyledonous and dicotyledonous crops, as it can reduce or completely prevent storage.
[0065] Due to their herbicidal and plant growth-regulating properties, these agents can be used to control weeds in known plant crops or in tolerant crops yet to be developed, modified by conventional mutagenesis or genetic engineering. The transgenic plants are generally characterized by particularly advantageous properties, such as resistance to the agents according to the invention, for example, resistance to plant diseases or pathogens of plant diseases, such as certain insects or microorganisms like fungi, bacteria, or viruses. Other special properties relate, for example, to the harvested crop with regard to quantity, quality, storability, composition, and specific constituents. For instance, transgenic plants with increased starch content or altered starch quality, or those with a different fatty acid composition of the harvested crop, are known.Other special properties may include tolerance or resistance to abiotic stressors such as heat, cold, dryness, salt and ultraviolet radiation.
[0066] Preferably, the active ingredient combinations according to the invention can be used as herbicides in crops that are resistant to the phytotoxic effects of the herbicides or have been made resistant by genetic engineering.
[0067] Conventional methods for producing new plants with modified characteristics compared to existing plants include classical breeding techniques and the creation of mutants. Alternatively, new plants with altered characteristics can be produced using genetic engineering techniques (see, for example, EP-A-0221044, EP-A-0131624). This has been described in several cases. Genetic modification of crops to modify the starch synthesized in the plants (e.g., WO 92 / 11376, WO 92 / 14827, WO 91 / 19806); transgenic crops exhibiting resistance to other herbicides, for example, sulfonylureas (EP-A-0257993, US-A-5013659); transgenic crops capable of producing Bacillus thuringiensis toxins (Bt toxins) that make the plants resistant to certain pests (EP-A-0142924, EP-A-0193259); transgenic crops with modified fatty acid composition (WO 91 / 13972); genetically modified crops with new constituents or secondary metabolites. B. new phytoalexins that cause increased disease resistance (EPA 309862, EPA0464461) genetically modified plants with reduced photorespiration that have higher yields and higher stress tolerance (EPA 0305398).Transgenic crops that produce pharmaceutically or diagnostically important proteins ("molecular pharming"), transgenic crops that are characterized by higher yields or better quality, transgenic crops that are characterized by a combination of, for example, the aforementioned new traits ("gene stacking").
[0068] Numerous molecular biological techniques for producing new transgenic plants with altered properties are known in principle; see, for example, B.I. Potrykus and G. Spangenberg (eds.) Gene Transfer to Plants, Springer Lab Manual (1995), Springer Verlag Berlin, Heidelberg, or Christou, "Trends in Plant Science" 1 (1996) 423-431).
[0069] For such genetic engineering manipulations, nucleic acid molecules can be introduced into plasmids, allowing mutagenesis or sequence modification through recombination of DNA sequences. Using standard procedures, base exchanges, partial sequence removal, or the addition of natural or synthetic sequences can be performed. Adaptors or linkers can be attached to the DNA fragments to join them together; see, for example, Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY; or Winnacker, "Genes and Clones," VCH Weinheim, 2nd ed., 1996.
[0070] The production of plant cells with reduced activity of a gene product can be achieved, for example, by the expression of at least one corresponding antisense RNA, a sense RNA to achieve a cosuppression effect, or the expression of at least one appropriately designed ribozyme that specifically cleaves transcripts of the aforementioned gene product.
[0071] This can be achieved using either DNA molecules that comprise the entire coding sequence of a gene product, including any flanking sequences, or DNA molecules that comprise only parts of the coding sequence, provided these parts are long enough to produce an antisense effect in the cells. It is also possible to use DNA sequences that exhibit a high degree of homology to the coding sequences of a gene product, but are not completely identical.
[0072] During the expression of nucleic acid molecules in plants, the synthesized protein can be localized in any compartment of the plant cell. However, to achieve localization in a specific compartment, the coding region can be linked to DNA sequences that ensure localization in that compartment. Such sequences are known to those skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad. Sci. USA 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1991), 95-106). The expression of nucleic acid molecules can also take place in the organelles of plant cells.
[0073] The transgenic plant cells can be regenerated into whole plants using established techniques. In principle, the transgenic plants can be of any plant species, i.e., both monocotyledonous and dicotyledonous plants. Thus, transgenic plants are available that exhibit altered traits through overexpression, suppression, or inhibition of homologous (natural) genes or gene sequences, or through the expression of heterologous (foreign) genes or gene sequences.
[0074] Preferably, the active ingredient combinations according to the invention can be used in transgenic cultures which are tolerant or have been made tolerant to the active ingredients used.
[0075] Preferably, the active ingredient combinations according to the invention can also be used in transgenic cultures that are resistant to growth regulators, such as dicamba, or to herbicides that inhibit essential plant enzymes, such as acetolactate synthases (ALS), EPSP synthases, glutamine synthases (GS) or hydroxyphenylpyruvate dioxygenases (HPPD), or to herbicides from the group of sulfonylureas, glyphosates, glufosinates or benzoylisoxazoles and analogous active ingredients.
[0076] The invention therefore also relates to a method for controlling unwanted plant growth, optionally in crop crops, preferably in non-cultivated land or in plantation crops, characterized in that one or more herbicides of type (A) are applied with one or more herbicides of type (B) to the harmful plants, plant parts or plant seeds (seed) thereof or the cultivation area.
[0077] The invention also relates to the use of the new combinations of compounds (A)+(B) for the control of pests, optionally in crop crops, preferably in non-crop land and plantation crops, but also for the control of pests before sowing the following crop, in particular for seed preparation ("burn-down application").
[0078] The active ingredient combinations according to the invention can be in the form of mixtures of the two components, optionally with further active ingredients, additives and / or conventional formulation aids, which are then applied in the usual way after being diluted with water, or as so-called tank mixtures produced by jointly diluting the separately formulated or partially separately formulated components with water.
[0079] Compounds (A) and (B), or combinations thereof, can be formulated in various ways, depending on the biological and / or physicochemical parameters. General formulation options include, for example: sprayable powders (WP), water-soluble powders (SP), emulsifiable concentrates (EC), water-soluble concentrates, aqueous solutions (SL), emulsions (EW) such as oil-in-water and water-in-oil emulsions, sprayable solutions or emulsions, oil- or water-based dispersions, oil dispersions (OD), suspoemulsions, suspension concentrates (SC), oil-miscible solutions, capsule suspensions (CS), dusting agents (DP), pickling agents, granules for soil or broadcast application, granules (GR) in the form of micro-, sprayable, lift-up, and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules, or waxes.
[0080] The invention therefore also relates to herbicides and plant growth regulators which contain the active ingredient combinations according to the invention.
[0081] The individual formulation types are basically known and are described, for example, in: Winnacker-Küchler, "Chemical Technology", Volume 7, C. Hanser Verlag Munich, 4th ed. 1986; van Valkenburg, "Pesticides Formulations", Marcel Dekker NY, 1973; K. Martens, "Spray Drying Handbook", 3rd ed. 1979, G. Goodwin Ltd. London.
[0082] The necessary formulation aids, such as inert materials, surfactants, solvents, and other additives, are also known and are described, for example, in: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell NJ; Hv Olphen, "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, NY; Marsden, "Solvents Guide", 2nd Ed., Interscience, NY 1963; McCutcheon's, "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridegewood NJ; Sisley and Wood, "Encyclopedia of Surface Active Egents", Chem. Publ. Co. Inc., NY 1964; Schönfeldt, "Interfacially Active Ethylene Oxide Adducts", Wiss. Publishing company, Stuttgart 1976, Winnacker-Küchler, "Chemical Technology", Volume 7, C. Hanser Verlag Munich, 4th edition 1986.
[0083] Based on these formulations, combinations with other pesticide-active substances, such as other herbicides, fungicides, insecticides or other pest control agents (e.g. acaricides, nematicides, molluscicides, rodenticides, aphicides, avicides, larvicides, ovicides, bactericides, virucides, etc.), as well as fertilizers and / or growth regulators can also be produced, e.g. in the form of a ready-made formulation or as a tank mix.
[0084] Spray powders are preparations that are uniformly dispersible in water and, in addition to the active ingredient, contain a diluent or inert substance as well as ionic and / or non-ionic surfactants (wetting agents, dispersants), e.g., polyoxyethylated alkylphenols, polyoxyethylated fatty alcohols, polyoxyethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, sodium ligninsulfonic acid, 2,2'-dinaphthylmethane-6,6'-disulfonic acid sodium, sodium dibutylnaphthalenesulfonic acid, or sodium oleoylmethyltauric acid. To produce the spray powders, the herbicidal active ingredients are finely ground in conventional equipment such as hammer mills, blower mills, and air jet mills and mixed simultaneously or subsequently with the formulation aids.
[0085] Emulsifiable concentrates are produced by dissolving the active ingredient in an organic solvent, such as butanol, cyclohexanone, dimethylformamide, xylene, or even higher-boiling aromatics or hydrocarbons, or mixtures of organic solvents, with the addition of one or more ionic and / or non-ionic surfactants (emulsifiers). Examples of emulsifiers include: alkylarylsulfonic acid calcium salts such as calcium dodecylbenzenesulfonate, or non-ionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, and sorbitan esters such as sorbitan fatty acid esters or polyoxyethylene sorbitan fatty acid esters.
[0086] Dusting agents are obtained by grinding the active ingredient with finely divided solid substances, e.g. talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
[0087] Suspension concentrates can be water- or oil-based. They can be produced, for example, by wet milling using commercially available bead mills and, if necessary, the addition of surfactants, such as those already listed above for the other formulation types.
[0088] Emulsions, e.g. oil-in-water emulsions (EW), can be produced, for example, using stirrers, colloid mills and / or static mixers, with aqueous organic solvents and, if necessary, surfactants, such as those already listed above for the other formulation types.
[0089] Granules can be produced either by atomizing the active ingredient onto adsorbable, granulated inert material or by applying active ingredient concentrates to the surface of carrier materials such as sand, kaolinite, or granulated inert material using adhesives, e.g., polyvinyl alcohol, sodium polyacrylate, or mineral oils. Alternatively, suitable active ingredients can be granulated in the manner customary for the production of fertilizer granules – optionally in mixture with fertilizers.
[0090] Water-dispersible granules are typically produced using processes such as spray drying, fluidized bed granulation, disc granulation, mixing with high-speed mixers, and extrusion without solid inert material.
[0091] The agrochemical preparations generally contain 0.1 to 99% by weight, in particular 0.2 to 95% by weight, active ingredients of types (A) and / or (B), with the following concentrations being typical depending on the formulation: In spray powders, for example, the active ingredient concentration is approximately 10 to 95% by weight, the remainder to reach 100% by weight consisting of usual formulation components. In emulsifiable concentrates, the active ingredient concentration can be approximately 1 to 90% by weight, preferably 5 to 80% by weight.
[0092] Powder formulations usually contain 5 to 20 wt% of active ingredient, sprayable solutions contain approximately 0.05 to 80, preferably 2 to 50 wt% of active ingredient.
[0093] For granules such as dispersible granules, the active ingredient content depends in part on whether the active compound is in liquid or solid form and on the granulating agents and fillers used. Typically, the content of water-dispersible granules ranges from 1 to 95% by weight, preferably from 10 to 80% by weight.
[0094] In addition, the aforementioned active ingredient formulations may contain the usual adhesives, wetting agents, dispersants, emulsifiers, penetration agents, preservatives, antifreeze and solvents, fillers, colorants and carriers, defoamers, evaporation inhibitors and agents that affect the pH value or viscosity.
[0095] For application, commercially available formulations are diluted in the usual manner, e.g., spray powders, emulsifiable concentrates, dispersions, and water-dispersible granules are diluted with water. Powdery preparations, soil or granular coatings, and sprayable solutions are not usually diluted with further inert substances before application.
[0096] The active ingredients can be applied to the plants, plant parts, plant seeds or the cultivated area (arable land), preferably to the green plants and plant parts and, if necessary, additionally to the arable land.
[0097] One application method is the combined application of the active ingredients in the form of tank mixtures, whereby the optimally formulated concentrated formulations of the individual active ingredients are mixed together with water in the tank and the resulting spray solution is applied.
[0098] A common herbicidal formulation of the combination of active ingredients (A) and (B) according to the invention has the advantage of easier application because the amounts of the components are already adjusted to the correct ratio to one another. Furthermore, the excipients in the formulation can be optimally matched to each other, whereas a tank mix of different formulations can result in undesirable combinations of excipients. A. General examples of wording
[0099] a) A dusting agent is obtained by mixing 10 parts by weight of an active ingredient (A) or (B) or of an active ingredient mixture (A) + (B) (and optionally further active ingredient components) and / or their salts and 90 parts by weight of talc as an inert material, and grinding in a percussion mill. b) A readily water-dispersible, wettable powder is obtained by mixing 25 parts by weight of an active ingredient / active ingredient mixture, 64 parts by weight of kaolin-containing quartz as an inert material, 10 parts by weight of potassium ligninsulfonate, and 1 part by weight of sodium oleoylmethyltauric acid as a wetting and dispersing agent, and grinding in a pin mill. c) A dispersion concentrate readily dispersible in water is obtained by combining 20 parts by weight of an active ingredient / active ingredient mixture with 6 parts by weight of alkylphenol polyglycol ether ( ®< Triton X 207), 3 parts by weight of isotridecanol polyglycol ether (8 EO) and 71 parts by weight of paraffinic mineral oil (boiling range e.g. approx.d) An emulsifiable concentrate is obtained from 15 parts by weight of an active ingredient / active ingredient mixture, 75 parts by weight of cyclohexanone as solvent, and 10 parts by weight of oxyethylated nonylphenol as emulsifier. e) A water-dispersible granule is obtained by mixing 75 parts by weight of an active ingredient / active ingredient mixture, 10 parts by weight of calcium ligninsulfonate, 5 parts by weight of sodium lauryl sulfate, 3 parts by weight of polyvinyl alcohol, and 7 parts by weight of kaolin, grinding the powder in a pin mill, and granulating it in a fluidized bed by spraying water as the granulating liquid. f) A water-dispersible granulate is also obtained by combining 25 parts by weight of an active ingredient / mixture of active ingredients, 5 parts by weight of 2,2'-dinaphthylmethane-6,6'-sodium disulfonate, 2 parts by weight of sodium oleoylmethyltauric acid, 1 part by weight of polyvinyl alcohol, 17 parts by weight of calcium carbonate and 50 parts by weight of-Parts of water are homogenized and pre-crushed on a colloid mill, then ground on a bead mill, and the resulting suspension is atomized and dried in a spray tower using a single-component nozzle. B. Biological examples
[0100] When using the combinations according to the invention, herbicidal effects are frequently observed on a pest species that exceed the formal sum of the effects of the individual herbicides when applied alone. Alternatively, in some cases, it can be observed that a lower application rate of the herbicide combination is required to achieve the same effect on a pest species compared to the individual products. Such increases in efficacy or effectiveness, or savings in application rate, are strong evidence of a synergistic effect.
[0101] If the observed effect values already exceed the formal sum of the values for the trials with individual applications, then they also exceed the expected value according to Colby, which is calculated using the following formula and is also considered an indication of synergism (cf. S.R. Colby; in Weeds 15 (1967) pp. 20 to 22): E C = A + B − A ⋅ B / 100 This means: A = Effect of the active ingredient (A) in % at an application rate of ag ai / ha; B = Effect of the active ingredient (B) in % at an application rate of bg ai / ha; EC< = Expected value of the effect of the combination (A)+(B) in % at the combined application rate a+bg ai / ha.
[0102] The observed values (EA< ) of the experiments show an effect of the combinations at suitable low dosages that exceed the expected values according to Colby (Δ). 1. Post-emergence weed control
[0103] Seeds or rhizome pieces of monocotyledonous and dicotyledonous weeds are placed in pots in sandy loam soil, covered with soil, and cultivated in a greenhouse under optimal growing conditions (temperature, humidity, water supply). Three weeks after sowing, the experimental plants, at the three-leaf stage, are treated with the inventive agents. The inventive agents, formulated as spray powders or emulsion concentrates, are sprayed onto the green parts of the plants in various dosages with a water volume of approximately 300 to 800 l / ha. After approximately 3 to 4 weeks of the experimental plants remaining in the greenhouse under optimal growing conditions, the effect of the preparations is visually assessed in comparison to untreated controls. The inventive agents also exhibit good post-emergence herbicidal efficacy against a broad spectrum of economically important grasses and weeds.
[0104] The effects of the combinations according to the invention are frequently observed to exceed the formal sum of effects achieved with individual applications of the herbicides. The observed values from the trials show that, at suitable low dosages, the effects of the combinations surpass the expected values according to Colby. 2. Herbicide efficacy in pre- and post-emergence applications (field trials)
[0105] Following the greenhouse trials described in Section 1, the trials were conducted on plots in the open field. The evaluation was carried out analogously to the trial in Section 1. 3. Herbicide efficacy and crop compatibility (field trials)
[0106] Cultivated plants were grown outdoors on plots under natural field conditions, whereby seeds or rhizome pieces of typical weeds had been sown or natural weed growth was utilized. Treatment with the agents according to the invention was carried out after the emergence of the weeds and the cultivated plants, generally at the 2- to 4-leaf stage; in some cases (as indicated), the application of individual active ingredients or combinations of active ingredients was carried out pre-emergently or as a sequence treatment, partly pre-emergently and / or post-emergently.
[0107] In the case of plantation crops, usually only the soil between the individual crops was treated with the active ingredients.
[0108] After application, e.g., 2, 4, 6, and 8 weeks post-application, the effect of the preparations was visually assessed in comparison to untreated controls. The products according to the invention also exhibit synergistic herbicidal efficacy against a broad spectrum of economically important grasses and weeds in field trials. The comparison showed that the combinations according to the invention generally exhibited greater, and in some cases considerably greater, herbicidal efficacy than the sum of the effects of the individual herbicides, thus indicating synergism. Furthermore, the effects exceeded the expected values according to Colby during significant portions of the assessment period, also indicating synergism. In contrast, the cultivated plants were not damaged, or only minimally damaged, as a result of the treatments with the herbicidal products. 4. Specific Experiment Examples
[0109] The following abbreviations are used in the description and the tables below: g a . i . / ha = Gramm Aktivsubstanz active ingredient = 100 % Wirkstoff pro Hektar ;
[0110] The sum of the effects of the individual applications is given under EA<; expected values according to Colby are given under EC<;
[0111] The biological results of the compositions according to the invention are summarized in Table 3.4. The assessment period is given in days after application (DAT). Table 3.4: Synergistic effect (Δ) for post-emergence herbicidal binary compositions containing the herbicide A8 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Alopecurus myosuroides A8 16 80 4 35 (B2.18) Diflufenican 270 30 90 15 30 10 A8 + (B2.18) Diflufenican 16 + 270 EA <= 93 (EC <= 86) Δ = 7 16 + 90 EA <= 95 (EC <= 83) Δ = 12 4 + 30 EA <= 50 (EC <= 42) Δ = 8 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Bromus sterilis A8 (B2.18) Diflufenican 4 35 270 20 90 15 30 0 A8 + (B2.18) Diflufenican 4 + 270 EA <= 80 (EC <= 48) Δ = 32 4 + 90 EA <= 95 (EC <= 45) Δ = 50 4 + 30 EA <= 60 (EC <= 35) Δ = 25 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Galium aparine A8 1 25 (B2.18) Diflufenican 270 60 A8 + (B2.18) Diflufenican 1 + 270 EA <= 75 (EC <= 70) Δ = 5 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Lamium purpureum L. A8 16 80 4 50 (B2.18) Diflufenican 270 20 90 20 A8 + (B2.18) Diflufenican 16 + 270 EA <= 97 (EC <= 84) Δ = 13 16 + 90 EA <= 98 (EC <= 84) Δ = 14 4 + 270 EA <= 100 (EC <= 60) Δ = 40 4 + 90 EA <= 97 (EC <= 60) Δ = 37 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Lolium rigidum A8 16 40 (B2.18) Diflufenican 270 20 90 10 30 0 A8 + (B2.18) Diflufenican 16 + 270 EA <= 60 (EC <= 52) Δ = 8 16 + 90 EA <= 80 (EC <= 46) Δ = 34 16 + 30 EA <= 60 (EC <= 40) Δ = 20 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Lolium rigidum (resistant biotype) A8 4 20 (B2.18) Diflufenican 30 0 A8 + (B2.18) Diflufenican 4 + 30 EA <= 25 (EC <= 20) 11 = 5 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Matricaria inodora A8 16 80 4 40 (B2.18) Diflufenican 270 15 90 15 A8 + (B2.18) Diflufenican 16 + 270 EA <= 98 (EC <= 83) Δ = 15 16 + 90 EA <= 97 (EC <= 83) Δ = 14 4 + 270 EA <= 85 (EC <= 49) Δ = 36 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Phalaris minor A8 16 60 1 0 (B2.18) Diflufenican 30 10 A8 + (B2.18) Diflufenican 16 + 30 EA <= 80 (EC <= 64) Δ = 16 1 + 30 EA <= 15 (EC <= 10) Δ = 5 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Poa annua L. A8 16 40 4 20 (B2.18) Diflufenican 270 25 90 20 30 0 A8 + (B2.18) Diflufenican 16 + 270 EA <= 70 (EC <= 55) Δ = 15 16 + 90 EA <= 65 (EC <= 52) Δ = 13 16 + 30 EA <= 93 (EC <= 40) Δ = 53 4 + 270 EA <= 90 (EC <= 40) Δ = 50 4 + 90 EA <= 65 (EC <= 36) Δ = 29 4 + 30 EA <= 85 (EC <= 20) Δ = 65 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Veronica hederifolia A8 16 35 4 80 (B2.18) Diflufenican 270 40 90 20 30 40 A8 + (B2.18) Diflufenican 16 + 270 EA <= 98 (EC <= 61) Δ = 37 16 + 90 EA <= 65 (EC <= 48) Δ = 17 16 + 30 EA <= 97 (EC <= 61) Δ = 36 4 + 270 EA <= 97 (EC <= 88) Δ = 9 4 + 30 EA <= 97 (EC <= 88) Δ = 9 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Viola tricolor A8 4 0 1 20 (B2.18) Diflufenican 90 75 30 65 A8 + (B2.18) Diflufenican 4 + 90 EA <= 100 (EC <= 75) Δ = 25 4 + 30 EA <= 100 (EC <= 65) Δ = 35 1 + 90 EA <= 100 (EC <= 80) Δ = 20 1 + 30 EA <= 100 (EC <= 72) Δ = 28 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Alopecurus myosuroides A8 16 80 (B7.4) Glufosinate [CAS 77182-82-2] 540 40 60 15 A8 + (B7.4) Glufosinate [CAS 77182-82-2] 16 + 540 EA <= 97 (EC <= 88) Δ = 9 16 + 60 EA <= 93 (EC <= 83) Δ = 10 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Bromus sterilis A8 4 35 (B7.4) Glufosinate [CAS 77182-82-2] 540 35 180 25 60 0 A8 + (B7.4) Glufosinate [CAS 77182-82-2] 4 + 540 EA <= 95 (EC <= 58) Δ = 37 4 + 180 EA <= 65 (EC <= 51) Δ = 14 4 + 60 EA <= 70 (EC <= 35) Δ = 35 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Lamium purpureum L. A8 16 80 4 50 (B7.4) Glufosinate [CAS 77182-82-2] 60 0 A8 + (B7.4) Glufosinate [CAS 77182-82-2] 16 + 60 EA <= 98 (EC <= 80) Δ = 18 4 + 60 EA <= 70 (EC <= 50) Δ = 20 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Lolium rigidum A8 16 40 4 20 (B7.4) Glufosinate [CAS 77182-82-2] 540 30 180 10 A8 + (B7.4) Glufosinate [CAS 77182-82-2] 16 + 540 EA <= 98 (EC <= 58) Δ = 40 16 + 180 EA <= 70 (EC <= 46) Δ = 24 4 + 540 EA <= 50 (EC <= 44) Δ = 6 4 + 180 EA <= 50 (EC <= 28) Δ = 22 Active ingredient Application rate g ai / ha Herbicide Effect of 28 DAT against Phalaris minor A8 16 60 (B7.4) Glufosinate [CAS 77182-82-2] 540 25 180 15 60 0 A8 + (B7.4) Glufosinate [CAS 77182-82-2] 16 + 540 EA< = 97 (EC< = 70) Δ = 27 16 + 180 EA< = 80 (EC< = 66) Δ = 14 16 + 60 EA< = 80 (EC< = 60) Δ = 20 Workstoff Entrainment rate g ai / ha Herbicide Efficacy 28 DAT against Poa annua L. A8 16 40 4 20 1 20 (B7.4) Glufosinate [CAS 77182-82-2] 540 15 180 0 60 0 A8 + (B7.4) Glufosinate [CAS 77182-82-2] 16 + 540 EA< = 97 (EC< = 49) Δ = 48 16 + 180 EA< = 90 (EC< = 40) Δ = 50 4 + 540 EA< = 100 (EC< = 32) Δ = 68 4 + 180 EA< = 95 (EC< = 20) Δ = 75 4 + 60 EA< = 30 (EC< = 20) Δ = 10 1 + 540 EA< = 40 (EC< = 32) Δ = 8 Workstoff Entrainment rate g ai / ha Herbicide Effect of 28 DAT against Veronica hederifolia A8 16 35 1 20 (B7.4) Glufosinate [CAS 77182-82-2] 540 90 60 40 180 70 A8 + (B7.4) Glufosinate [CAS 77182-82-2] 16 + 540 EA< = 100 (EC< = 94) Δ = 6 16 + 60 EA< = 70 (EC< = 61) Δ = 9 1 + 540 EA< = 100 (EC< = 92) Δ = 8 1 + 180 EA< = 95 (EC< = 76) Δ = 19 Workstoff Entrainment rate g ai / ha Herbicide Effect of 28 DAT against Viola tricolor A8 4 0 (B7.4) Glufosinate [CAS 77182-82-2] 60 10 A8 + (B7.4) Glufosinate [CAS 77182-82-2] 4 + 60 EA< = 50 (EC< = 10) Δ = 40 Workstoff Application rate g ai / ha Herbicidal effect of 28 DAT against Alopecurus myosuroides A8 16 80 (B7.5) Glyphosate 150 25 [CAS 38641-94-0] A8 + (B7.5) Glyphosate 16 + 150 EA <= 93 (EC <= 85) Δ = 8 [CAS 38641-94-0] Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Bromus sterilis A8 4 35 1 15 (B7.5) Glyphosate 450 50 [CAS 38641-94-0] 150 20 50 0 A8 + (B7.5) Glyphosate 4 + 450 EA <= 98 (EC <= 68) Δ = 30 [CAS 38641-94-0] 4 + 1 50 EA <= 95 (EC <= 48) Δ = 47 4 + 50 EA <= 65 (EC <= 35) Δ = 30 1 + 50 EA <= 20 (EC <= 15) Δ = 5 Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Centaurea cyanus A8 1 30 (B7.5) Glyphosate 450 65 [CAS 38641-94-0] A8 + (B7.5) Glyphosate 1 + 450 EA <= 97 (EC <= 76) Δ = 21 [CAS 38641-94-0] Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Galium aparine A8 1 25 (B7.5) Glyphosate 450 40 [CAS 38641-94-0] A8 + (B7.5) Glyphosate 1 + 450 EA <= 60 (EC <= 55) Δ = 5 [CAS 38641-94-0] Active ingredient Application rate g ai / ha Herbicidal effect of 28 DAT against Lolium rigidum A8 16 40 4 20 (B7.5) Glyphosate [CAS 38641-94-0] 450 35 150 30 50 0 A8 + (B7.5) Glyphosate [CAS 38641-94-0] 16 + 450 EA <= 70 (EC <= 61) Δ = 9 16 + 150 EA <= 85 (EC <= 58) Δ = 27 16 + 50 EA< = 70 (EC< = 40) Δ = 30 4 + 450 EA< = 60 (EC< = 48) Δ = 12 4 + 50 EA< = 25 (EC< = 20) Δ = 5 Workstoff Entrainment rate g ai / ha Herbicide Effect of 28 DAT against Matricaria inodora A8 16 80 4 40 1 35 (B7.5) Glyphosate [CAS 38641-94-0] 450 20 50 0 150 0 A8 + (B7.5) Glyphosate [CAS 38641-94-0] 16 + 450 EA< = 95 (EC< = 84) Δ = 11 4 + 450 EA< = 70 (EC< = 52) Δ = 18 4 + 50 EA< = 65 (EC< = 40) Δ = 25 1 + 150 EA< = 70 (EC< = 35) Δ = 35 1 + 50 EA< = 40 (EC< = 35) Δ = 5 Workstoff Entrainment rate g ai / ha Herbicide Effect of 28 DAT against Phalaris minor A8 16 60 1 0 (B7.5) Glyphosate [CAS 38641-94-0] 450 20 150 10 50 0 A8 + (B7.5) Glyphosate [CAS 38641-94-0] 16 + 450 EA< = 75 (EC< = 68) Δ = 7 16 + 150 EA< = 75 (EC< = 64) Δ = 11 16 + 50 EA< = 80 (EC< = 60) Δ = 20 1 + 450 EA< = 25 (EC< = 20) Δ = 5 Workstoff Entrainment rate g ai / ha Herbicide Efficacy 28 DAT against Poa annua L. A8 16 40 4 20 1 20 (B7.5) Glyphosate [CAS 38641-94-0] 50 0 450 40 150 40 A8 + (B7.5) Glyphosate [CAS 38641-94-0] 16 + 50 EA< = 56 (EC< = 40) Δ = 16 4 + 450 EA< = 65 (EC< = 52) Δ = 13 4 + 150 EA< = 80 (EC< = 52) Δ = 28 4 + 50 EA< = 40 (EC< = 20) Δ = 20 1 + 450 EA< = 60 (EC< = 52) Δ = 8 Workstoff Entrainment rate g ai / ha Herbicide Effect of 28 DAT against Veronica hederifolia A8 16 35 1 20 (B7.5) Glyphosate [CAS 38641-94-0] 450 60 50 15 A8 + (B7.5) Glyphosate [CAS 38641-94-0] 16 + 450 EA< = 90 (EC< = 74) Δ = 16 16 + 50 EA< = 60 (EC< = 45) Δ = 15 1 + 450 EA< = 95 (EC< = 68) Δ = 27 1 + 50 EA< = 90 (EC< = 32) Δ = 58 Workstoff Entrainment rate g ai / ha Herbicide Effect of 28 DAT against Viola tricolor A8 16 15 4 0 1 20 (B7.5) Glyphosate [CAS 38641-94-0] 450 10 150 0 50 0 A8 + (B7.5) Glyphosate [CAS 38641-94-0] 16 + 450 EA< = 50 (EC< = 24) Δ = 26 16 + 150 EA< = 20 (EC< = 15) Δ = 5 16 + 50 EA< = 20 (EC< = 15) Δ = 5 4 + 450 EA< = 40 (EC< = 10) Δ = 30 4 + 150 EA< = 30 (EC< = 0) Δ = 30 4 + 50 EA< = 15 (EC< = 0) Δ = 15 1 + 450 EA< = 60 (EC< = 28) Δ = 32 1 + 50 EA< = 30 (EC< = 20) Δ = 10
Claims
1. Compositions comprising herbicidally active compounds (A) and (B), wherein (A) is A8, or an agrochemically acceptable salt of that compound, where compound A8 is defined as follows: and (B) is one or more components (B) selected from (B2.18) diflufenican, (B7.4) glufosinate, (B7.5) glyphosate.
2. Herbicidal composition according to Claim 1, comprising active ingredient components (A) and (B) in a weight ratio of 1:100 000 to 2000:1.
3. Herbicidal composition according to Claim 1, comprising active ingredient components (A) and (B) in a weight ratio of 1:15 000 to 500:1.
4. Herbicidal composition according to any of Claims 1 to 3, comprising one or more further components from the group comprising other kinds of active crop protection ingredients.
5. Herbicidal product comprising a herbicidal composition according to any of Claims 1 to 4 and one or more additives customary in crop protection.
6. Method for controlling harmful plants or for regulating the growth of plants, wherein the active ingredient components of the herbicidal composition or herbicidal product according to any of Claims 1 to 5 are applied to the plants, plant parts, plant seeds or the area under cultivation.
7. Method according to Claim 6, wherein the active ingredient components of the herbicidal composition or herbicidal product according to any of Claims 1 to 5 are applied to the plants, plant parts, plant seeds or the area under cultivation jointly or separately by the pre-emergence method, the post-emergence method or by the pre- and post-emergence method.
8. Method according to Claim 6 or 7, wherein the herbicide component (A) is applied at an application rate of 0.01 to 1000 g a.i. / ha.
9. Method according to Claim 6 or 7, wherein the herbicide component (B) is applied at an application rate of 0.01 to 4000 g a.i. / ha.
10. Method according to any of Claims 6 to 9 for controlling harmful plants by treatment before sowing of the crop plants and in plantation crops, and on uncultivated land.
11. Method according to any of Claims 6 to 10, wherein the active ingredients of the herbicidal composition are applied in the form of a herbicidal product according to Claim 12 comprising one or more additives customary in crop protection, optionally after dilution with water.
12. Use of the herbicidal composition or herbicidal product according to any of Claims 1 to 5 for controlling harmful plants or for regulating the growth of plants.