DE102010042786A1 - Herbicide combination useful for controlling unwanted plant growth, comprises N-(dimethoxy-triazine-carbonyl)-fluorophenyl-difluoro-N-methylmethanesulfonamide, and (chloro-dioxido-dihydro-benzothien-yl)carbonyl-cyclohexane-dione - Google Patents

Abstract

Herbicide combination comprises: (a) N-(2-(4,6-dimethoxy-1,3,5-triazine-2-carbonyl)-6-fluorophenyl)-1,1-difluoro-N-methylmethanesulfonamide; and (b) 2-[(4-chloro-1,1-dioxido-2,3-dihydro-1-benzothien-5-yl)carbonyl]cyclohexane-1,3-dione. An independent claim is also included for controlling unwanted plant growth, comprising applying the components (a) and (b) of the above herbicide combination together or separately on weeds, its seeds or vegetative propagation organs, or on surface on which these plants grow. ACTIVITY : Herbicide. Test details are described but no results given. MECHANISM OF ACTION : None given.

Description

The present invention is in the technical field of pesticides which are resistant to undesired plant growth, for example (eg) by pre-sowing (with or without incorporation), preemergence or postemergence in sown and / or planted crops such as wheat (Hart and common wheat), maize, soya, sugarbeet, sugar cane, cotton, rice (planted or sown under 'upland' or 'paddy' conditions with indica and / or japonica species and hybrids / mutants / GMOs), beans ( such as broad bean and horse bean), flax, barley, oats, rye, triticale, rapeseed, potato, millet (sorghum), pasture grass, lawns, in orchards (plantation crops) or on non-cultivated areas (eg squares of Residential and industrial plants, track systems) can be used. In addition to the single application, sequence applications are also possible.

It relates to a herbicide combination comprising at least two herbicides and their use for controlling undesired plant growth, in particular a herbicide combination comprising a compound from the group of N- {2- [4,6-dimethoxy- (1,3,5) triazine-2 (-carbonyl or -hydroxy-methyl)] - 6-halo-phenyl} -difluoromethanesulfonamides or their N-methyl derivatives and / or their salts, hereinafter also referred to as "dimethoxytriazinyl-substituted Difluormethansulfonylanilide", and another herbicidal active substance.

It is known that cyclic-substituted sulfonamides have herbicidal properties (eg. WO 93/09099 A2 . WO 96/41799 A1 ). These include the phenyldifluoromethanesulfonamides, which are also referred to as Difluormethansulfonylanilide. The latter are, for. B. to phenyl derivatives which are monosubstituted or polysubstituted, inter alia with dimethoxypyimidinyl (eg. WO 00/006553 A1 . JP2000-63360 . JP11-060562 ) or dimethoxytriazinyl and another halogen substitution (eg. WO 2005/096818 A1 . WO 2007/031208 A2 ).

Specific compounds selected from the group consisting of N- {2- [4,6-dimethoxy- (1,3,5) triazine-2 (-carbonyl or -hydroxy-methyl)] - 6-halo-phenyl} -difluoromethanesulfonamides, as described in U.S. Pat WO 2005/096818 A1 described, and their N-methyl derivatives, as described in WO 2006/008159 A1 in the context of fungicides for the first time and in WO 2007/031208 A2 and WO2009 / 024251 A2 described as herbicides, but are not completely satisfactory in their herbicidal properties in all respects.

The herbicidal activity of the dimethoxytriazinyl-substituted difluoromethanesulfonylanilides against harmful plants (weeds, weed grasses, cyperaceans, also referred to below as "weeds") is already at a high level, but generally depends on the application rate, the particular formulation to be controlled Harmful plants or the Schadpflanzenspektrum, the climate and soil conditions, etc. from. Other criteria in this context are the duration of the action or the degradation rate of the herbicide, the general crop tolerance and rate of action (faster effectiveness), the spectrum of activity and behavior towards secondary crops (replication problems) or the general application flexibility (control of weeds in their various stages of growth). If necessary, changes in the susceptibility of harmful plants, which can occur with prolonged use of the herbicides or geographically limited (control of tolerant or resistant weed species) must also be taken into account. Losses in individual plants can be only partially offset by higher application rates of herbicides, z. B. because the selectivity of the herbicides is reduced or an improvement in the effect does not occur even at higher application rate.

Thus, there is often a need for specifically synergistic activity with respect to particular weed species, weed control with overall better selectivity, a generally lower use of active ingredient for an equally good control result and for a lower level of active ingredient input into the environment, for example "leaching" and "carry-over". To avoid effects. There is also a need for the development of "one shot" applications to avoid laborious multiple applications, as well as the development of rate of action control systems, in addition to a first, rapid weed control, and slow, residual control.

A possible solution to the above-mentioned problems may be the provision of herbicide combinations, that is, the mixture of several herbicides and / or other components from the group of agrochemical active ingredients of other types as well as in crop protection conventional additives and formulation auxiliaries, which contribute the desired additional properties. However, phenomena of chemical, physical or biological incompatibility often occur in the combined use of several active ingredients, eg. B. lack of stability in a common formulation, decomposition of a Active substance or antagonism in the biological effectiveness of the active ingredients. Therefore, potentially suitable combinations have to be selected and tested experimentally for their suitability, whereby negative as well as positive results can not be ruled out in advance.

Mixtures of non-N-methyl derivatives of the abovementioned compounds are known in principle (eg. WO 2007/079965 A2 ), however, their effectiveness in mixtures with other herbicides is proven only with dimethoxypyimidinyl-substituted phenyl derivatives in individual cases. In addition, there are also mixtures of selected N-methyl derivatives of the abovementioned compounds with some combination partners (eg. WO 2008/101595 A2 . WO 2010/017930 A2 . WO 2010/017931 A2 . WO 2010/017929 A1 . WO 2010/017922 A2 . WO 2010/017921 A2 . WO 2010/017924 A2 . WO 2010/017923 A2 . WO 2010/017928 A1 . DE 10 2008 037 630 . WO 2010/017927 A2 . WO 2010/017926 A2 . WO 2010/017925 A2 ).

The object of the present invention was to provide the prior art with alternative or improved pesticides.

Surprisingly, it has now been found that this object is achieved by the combination of triafamone ("proposed ISO common name"), a herbicide from the group of N-methyl derivatives of dimethoxytriazinyl-substituted difluoromethanesulfonylanilides, with the compound 2 - [(4-chloro) 1,1-dioxo-2,3-dihydro-1-benzothiophene-5-yl) carbonyl] cyclohexane-1,3-diones (IUPAC), which interact in a particularly favorable manner; z. When used to control undesired plant growth in sown and / or planted crops such as wheat (hard and soft wheat), maize, soya, sugarbeet, sugarcane, cotton, rice (planted or sown under 'upland' or 'paddy' Conditions with Indica and / or Japonica species as well as hybrids / mutants / GMOs), beans (such as bush bean and horse bean), flax, barley, oats, rye, triticale, rapeseed, potato, millet (sorghum), pasture, green / Grassy areas, in orchards (plantation crops) or on non-cultivated areas (eg squares of residential and industrial plants, railway tracks), especially in rice crops (planted or sown under 'upland' or 'paddy' conditions with indica and / Japonica species as well as hybrids / mutants / GMOs).

• (A) bedeutet die Verbindung beschrieben durch die Formel (A):
  
  und
• (B) bedeutet die Verbindung beschrieben durch die Formel (B):
  

The present invention thus relates to a herbicide combination containing components (A) and (B), wherein

• (A) means the compound described by the formula (A):
  
  and
• (B) means the compound described by the formula (B):
  

Component (A) is a herbicidally active compound from the group of N-methyl derivatives of dimethoxytriazinyl-substituted difluoromethanesulfonylanilides and is described in the literature cited above to this group as an active ingredient alone and in combination with other herbicides. In addition to the labeling by formula (A), the compound is characterized by the "proposed ISO common name" triafamone and the systematic chemical names: 2 '- [(4,6-dimethoxy-1,3,5-triazin-2-yl ) carbonyl] -1,1,6'-trifluoro- N-methylmethanesulfonanilides (IUPAC) or N- [2 - [(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl] -1,1-difluoro-N-methylmethanesulfonamide (CA Index Name) as well as the CAS Registry Number (CAS Regno.): 874195-61-6.

mit den systematisch chemischen Namen:

• (1) 2-[(4-chloro-1,1-dioxido-2,3-dihydro-1-benzothiophen-5-yl)carbonyl]cyclohexane-1,3-dione (IUPAC) bzw. 2-[(4-chloro-1,1-dioxido-2,3-dihydro-1-benzothiophen-5-yl)carbonyl]-1,3-cyclohexandione (CA Index Name).
• (2) 2-[(4-chloro-1,1-dioxido-2,3-dihydro-1-benzothiophen-5-yl)carbonyl]-3-hydroxycyclohex-2-en-1-one (IUPAC) bzw. 2-cyclohexen-1-one, 2-[(4-chloro-2,3-dihydro-1,1-dioxidobenzo[b]thien-5-yl)carbonyl]-3-hydroxy (CA Index Name).

Component (B) is a compound known as an active ingredient for controlling undesirable plant growth; see for example WO 2000/020408 A1 and the literature cited herein. The connection has the CAS Regno .: 263554-84-3. In labeling the compound of formula (B), it must be considered that the compound may occur in different tautomeric structures depending on external conditions such as solvent and pH. The two most important are:

with the systematic chemical name:

• (1) 2 - [(4-chloro-1,1-dioxide-2,3-dihydro-1-benzothiophene-5-yl) carbonyl] cyclohexane-1,3-dione (IUPAC) or 2 - [(4 -chloro-1,1-dioxide-2,3-dihydro-1-benzothiophen-5-yl) carbonyl] -1,3-cyclohexanedione (CA Index Name).
• (2) 2 - [(4-chloro-1,1-dioxide-2,3-dihydro-1-benzothiophene-5-yl) carbonyl] -3-hydroxycyclohex-2-en-1-one (IUPAC) or 2-cyclohexene-1-one, 2 - [(4-chloro-2,3-dihydro-1,1-dioxide-benzo [b] thien-5-yl) carbonyl] -3-hydroxy (CA Index Name).

The formulas (A) and (B) mentioned include all possible forms of use, such as acids, salts, esters and isomers, such as stereoisomers and optical isomers. In detail, all stereoisomers and mixtures thereof, in particular also racemic mixtures, are included, and - as far as enantiomers are possible - the respective biologically active enantiomers. This also applies to possible rotamers. Possible salt formation can be effected by the action of a base on those compounds which carry an acidic hydrogen atom. Examples of suitable bases are organic amines, such as trialkylamines, morpholine, piperidine or pyridine, and ammonium, alkali metal or alkaline earth metal hydroxides, carbonates and bicarbonates, in particular sodium and potassium hydroxide, sodium and potassium carbonate and sodium and potassium hydrogencarbonate, alkali or alkaline earth alkylates , in particular sodium or potassium methylate, ethylate, n-propylate, i-propylate, n-butoxide or t-butylate. These salts are compounds in which the acidic hydrogen is replaced by an agriculturally suitable cation, for example metal salts, in particular alkali metal salts or alkaline earth metal salts, in particular sodium and potassium salts, or else ammonium salts, salts with organic amines or quaternary ammonium salts Example with cations of the formula [NRR'R''R '''] ⁺ , wherein R to R''each independently represent an organic radical, in particular alkyl, aryl, arylalkyl or alkylaryl. Also suitable are alkylsulfonium and alkylsulfoxonium salts, such as (C ₁ -C ₄ ) -trialkylsulfonium and (C ₁ -C ₄ ) -trialkylsulfoxonium salts. The compounds of formula (I) may also be prepared by addition of a suitable inorganic or organic acid such as, for example, mineral acids such as HCl, HBr, H ₂ SO ₄ , H ₃ PO ₄ or HNO ₃ , or organic acids, e.g. As carboxylic acids, such as formic acid, acetic acid, propionic acid, oxalic acid, lactic acid or salicylic acid or sulfonic acids, such as p-toluenesulfonic acid, to a basic group, such as. As amino, alkylamino, dialkylamino, piperidino, morpholino or pyridino, salts. These salts then contain the conjugate base of the acid as an anion.

In the following, for the term "component (s)", the terms "herbicide (s)", "single herbicide (s)", "compound (s)" or "active ingredient (s)" are used interchangeably in context.

The herbicidal combination of components (A) and (B) according to the invention may contain additional additional components: e.g. As agrochemical agents of other types and / or customary in plant protection additives and / or formulation auxiliaries, or used together with these. In the following, the use of the term "herbicide combination (s)" or "combination (s)" also includes the "herbicidal agents" thus produced.

In a preferred embodiment, the herbicide combination according to the invention contains the herbicides (A) and (B) in an effective content and / or has synergistic effects. The synergistic effects may, for. B. in co-application of herbicides (A) and (B), for example, as a co-formulation or as a tank mixture are observed, but they can also be found in staggered application (split application, splitting). It is also possible to use the herbicides or the herbicide combination in several portions (sequence application), z. After pre-emergence applications, followed by post-emergence applications or early post-emergence applications, followed by mid-late post-emergence applications. Preference is given to the joint or the timely application of the herbicides (A) and (B) of the respective combination, particularly preferably the joint application.

The synergistic effects allow a reduction in the application rates of the individual herbicides, a higher and / or longer potency at the same rate, the control of previously unrecognized species (gaps), the control of species that have tolerances or resistance to single or multiple herbicides, an expansion the period of application and / or a reduction in the number of individual applications required and - as a result for the user - economically and ecologically more advantageous weed control systems.

For example, the combination of herbicides (A) and (B) according to the invention makes possible synergistic increases in activity which go far and unexpectedly beyond the effects achieved with the individual herbicides (A) and (B).

The herbicide (A) mainly inhibits the enzyme acetolactate synthase (ALS) and thus protein biosynthesis in plants. The application rate of the herbicide (A) can vary within a wide range, for example between 0.1 g and 1000 g AS / ha (AS / ha in the following means "active substance per hectare" = based on 100% active ingredient). In applications with application rates of 0.1 g to 1000 g AS / ha of the herbicide (A), a relatively wide range of harmful plants is fought in pre-seed, pre-planting and pre- and post-emergence, z. B. annuelle and perennierenden, mono- or dicotyledonous weeds, grass weeds, Cyperaceae and unwanted crops. In the combination according to the invention, the application rates is generally lower, z. B. in the range of 0.1 g to 500 g AS / ha, preferably 0.5 g to 200 g AS / ha, more preferably 1 g to 150 g AS / ha.

The application rate of the herbicide (B) can vary within a wide range, for example between 1 g and 1500 g AS / ha (AS / ha in the following means "active substance per hectare" = based on 100% active ingredient), wherein a relatively broad Spectrum of harmful plants. In the combination according to the invention, the application rates is generally lower, z. B. in the range of 1 g to 1500 g AS / ha, preferably from 2 g to 1000 g AS / ha, more preferably 3 g to 800 g AS / ha.

Areas for suitable proportions of the compounds (A) and (B) arise z. B. from the mentioned application rates for the individual substances. In the combination according to the invention, the application rates can be reduced as a rule. Preferred mixing ratios of the combined herbicides (A) :( B) in the combination according to the invention are characterized by the following weight ratios:
The weight ratio (A) :( B) of components (A) and (B) is generally in the range of 1: 1500 to 500: 1, preferably 1: 1000 to 100: 1, more preferably 1: 200 to 20: 1.

Preference is given to herbicide combinations which, in addition to the combination according to the invention, also contain one or more further agrochemical active substances which are different from the herbicides (A) and (B) and which likewise have the function of a selective herbicide.

Furthermore, the herbicide combination according to the invention as additional additional components, various agrochemical active ingredients, for example from the group of safeners, fungicides, insecticides, acaricides, nematicides, bird repellants, soil conditioners, plant nutrients (fertilizers), and structurally from the herbicides (A) and (B) contain different herbicides and plant growth regulators or from the group of customary in plant protection additives and formulation auxiliaries.

For example, the following herbicides which are structurally different from the herbicides (A) and (B) are suitable as further herbicides, preferably herbicidal active compounds which are based on an inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimate- 3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoene desaturase, photosystem I, photosystem II, protoporphyrinogen oxidase are based, can be used as z. B. off Weed Research 26 (1986) 441-445 or The Pesticide Manual, 15th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2006 and cited there literature are described. As known herbicides or plant growth regulators that can be combined with the compounds of the invention, for. The following compounds may be mentioned (the compounds are denoted either by the common name according to the International Organization for Standardization (ISO) or by the chemical name or by the code number) and always include all forms of use, such as acids, salts, esters and isomers such as stereoisomers and optical isomers. In this case, one and in part also several application forms are mentioned by way of example: acetochlor, acibenzolar, acibenzolar-S-methyl, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, allidochlor, alloxydim, alloxydim-sodium, ametryn, amicarbazone, amidochlor, amidosulfuron, aminocyclopyrachlor, Aminopyralid, Amitrole, Ammonium Sulfamate, Ancymidol, Anilofos, Asulam, Atrazine, Azafenidine, Azimsulfuron, Aziprotryn, Beflubutamide, Benazoline, Benazolin-ethyl, Bencarbazone, Benfluralin, Benfuresate, Bensulide, Bensulfuron, Bensulfuron-methyl, Bentazone, Benzfendizone, Benzobicyclone, Benzofenap, Benzofluor, Benzoylprop, Bicyclopyrone, Bifenox, Bilanafos, Bilanafos-Sodium, Bispyribac, Bispyribac Sodium, Bromacil, Bromobutide, Bromofenoxime, Bromoxynil, Bromuron, Buminafos, Busoxinone, Butachlor, Butafenacil, Butamifos, Butenachlor, Butraline, Butroxydim, Butylates, Cafenstrole, Carbetamides, Carfentrazone, Carfentrazone-ethyl, Chlomethoxyfen, Chloramben, Chlorazifop, Chlorazifop-butyl, Chlorbromuro n, chlorobufam, chlorfenac, chlorfenac sodium, chlorfenprop, chlorflurenol, chlorflurenol-methyl, chloridazon, chlorimuron, chlorimuron-ethyl, chlormequat chloride, chloronitrofen, chlorophthalim, chlorothal-dimethyl, chlorotoluron, chlorosulfuron, cinidone, cinidon-ethyl, cinmethylin, Cinosulfuron, clethodim, clodinafop, clodinafop-propargyl, clofencet, clomazone, clomeprop, cloprop, clopyralid, cloransulam, cloransulam-methyl, cumyluron, cyanamides, cyanazines, cyclanilides, cycloates, cyclosulfamuron, cycloxydim, cycluron, cyhalofop, cyhalofop-butyl, cyperquat, Cyprazine, Cyprazole, 2,4-D, 2,4-DB, daimurone / dymron, dalapon, daminozide, dazomet, n-decanol, desmedipham, desmetryne, detosyl-pyrazolate (DTP), dialkylate, dicamba, dichlobenil, dichlorprop, dichlorprop -P, diclofop, diclofop-methyl, diclofop-P-methyl, diclosulam, diethatyl, diethatyl-ethyl, difenoxuron, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dikegulac-sodium, dimefuron, dimepiperate, dimethachlor, dimethametry n, dimethenamid, dimethenamid-P, dimethipine, dimetrasulfuron, dinitramine, dinoseb, dinoterb, diphenamid, dipropetryn, diquat, diquat-dibromide, dithiopyr, diuron, DNOC, eglinazine-ethyl, endothal, EPTC, esprocarb, ethalfluralin, ethametsulfuron, ethametsulfuron methyl, ethephon, ethidimuron, ethiozine, ethofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etobenzanide, F-5331, ie N- [2-chloro-4-fluoro-5- [4- (3-fluoropropyl) -4.5 -dihydro-5-oxo-1H-tetrazol-1-yl] -phenyl] -ethanesulfonamide, F-7967, ie 3- [7-chloro-5-fluoro-2- (trifluoromethyl) -1H-benzimidazol-4-yl ] -1-methyl-6- (trifluoromethyl) pyrimidine-2,4 (1H, 3H) -dione, fenoprop, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenoxasulfones, fentrazamide, fenuron, flamprop, Flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, florasulam, fluazifop, fluazifop-P, fluazifop-butyl, fluazifop-p-butyl, fluazolates, flucarbazones, flucarbazone-sodium, flucetosulfuron, fluchloralin, flufenacet (thiafluamide), flufenpyr , Flufenpyr-ethyl, Flume tralin, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazine, flumipropyne, fluometuron, fluorodifen, fluoroglycofen, fluoroglycofen-ethyl, flupoxam, flupropacil, flupropanate, flupyrsulfuron, flupyrsulfuron-methyl-sodium, flurenol, flurenol-butyl, fluridone, flurochloridone, fluroxypyr, Fluroxypyr-meptyl, flurprimidol, flurtamone, fluthiacet, fluthiacet-methyl, fluthiamide, fomesafen, foramsulfuron, forchlorfenuron, fosamine, furyloxyfen, gibberellic acid, glufosinate, glufosinate-ammonium, glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, Glyphosate, glyphosate isopropylammonium, H-9201, ie, O- (2,4-dimethyl-6-nitrophenyl) -O-ethyl-isopropylphosphoramidothioate, halosafen, halosulfuron, halosulfuron-methyl, haloxyfop, haloxyfop-P, haloxyfop-ethoxyethyl, haloxyfop -P-ethoxyethyl, haloxyfop-methyl, haloxyfop-P-methyl, hexazinone, HW-02, ie 1- (dimethoxyphosphoryl) -ethyl (2,4-dichlorophenoxy) acetate, imazamethabenz, imazamethabenz-methyl, imazamox, imazamoxammonium, Imazapic, I mazapyr, imazapyr-isopropylammonium, imazaquin, imazaquin-ammonium, imazethapyr, imazethapyr-ammonium, imazosulfuron, inabenfide, indanofan, indaziflam, indoleacetic acid (IAA), 4-indol-3-yl-butyric acid (IBA), iodosulfuron, iodosulfuron-methyl-sodium, Ioxynil, Ipfencarbazone, Isocarbamide, Isopropalin, Isoproturon, Isouron, Isoxaben, Isoxachlortole, Isoxaflutole, Isoxapyrifop, KUH-043, ie 3 - ({[5- (difluoromethyl) -1-methyl-3- (trifluoromethyl) -1H-pyrazole] 4-yl] methyl} sulfonyl) -5,5-dimethyl-4,5-dihydro-1,2-oxazole, carbutilates, ketospiradox, lactofen, lenacil, linuron, maleic hydrazide, MCPA, MCPB, MCPB-methyl, -ethyl and Sodium, mecoprop, mecopropsodium, mecopropbutotyl, mecoprop-p-butotyl, mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl, mecoprop-P-potassium, mefenacet, mefluidides, mepiquat chloride, mesosulfuron, mesosulfuron -methyl, mesotrione, methabenzthiazuron, metam, metamifop, metamitron, metazachlor, metazasulfuron, methazole, methiopyrsulfuron, methiozoline, methoxyphenones, Methyldymron, 1-methylcyclopropene, methylisothiocyanate, metobenzuron, metobromuron, metolachlor, S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinates, monalides, monocarbamides, monocarbamide dihydrogen sulfate, monolinuron, monosulfuron, monosulfuron ester, monuron, MT-128, ie 6-chloro-N - [(2E) -3-chloroprop-2-en-1-yl] -5-methyl-N-phenylpyridazin-3-amine, MT-5950, ie N- [3 Chloro-4- (1-methylethyl) phenyl] -2-methylpentanamide, NGGC-011, naproanilides, napropamide, naptalam, NC-310, ie, 4- (2,4-dichlorobenzoyl) -1-methyl-5-benzyloxypyrazoles , Neburon, Nicosulfuron, Nipyraclofen, Nitralin, Nitrofen, Nitrophenolat-Sodium (isomeric mixture), Nitrofluorfen, Nonanoic Acid, Norflurazon, Orbencarb, Orthosulfamuron, Oryzalin, Oxadiargyl, Oxadiazon, Oxasulfuron, Oxaziclomefone, Oxyfluorfen, Paclobutrazol, Paraquat, Paraquat-Dichlorid, Pelargonic Acid (nonanoic acid), Pendimethalin, Pendralin, Penoxsulam, pentanochlor, pentoxazone, perfluidone, pethoxamide, phenisopham, phenmedipham, phenmediphamethyl, picloram, picolinafen, pinoxaden, piperophos, pirifenop, pirifenop-butyl, pretilachlor, primisulfuron, primisulfuron-methyl, probenazoles, profluazole, procyazine, prodiamines, prifluralins, Proxydim, Prohexadione, Prohexadione-Calcium, Prohydrojasmone, Prometon, Prometry, Propachlor, Propanil, Propaquizafop, Propazine, Propham, Propisochlor, Propoxycarbazone, Propoxycarbazone-Sodium, Propyrisulfuron, Propyzamide, Prosulfine, Prosulfocarb, Prosulfuron, Prynachlor, Pyraclonil, Pyraflufen, Pyraflufen- ethyl, pyrasulfotols, pyrazolynates (pyrazolates), pyrazosulfuron, pyrazosulfur on-ethyl, pyrazoxyfen, pyribambenz, pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxime, pyributicarb, pyridafol, pyridate, pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfones, pyroxsulam, quinclorac, quinmerac, quinoclamines, Quizalofop, Quizalofop-ethyl, Quizalofop-P, Quizalofop-P-ethyl, Quizalofop-P-tefuryl, Rimsulfuron, Saflufenacil, Secbumetone, Sethoxydim, Siduron, Simazine, Simetryn, SN-106279, ie methyl- (2R) -2- ( {7- [2-chloro-4- (trifluoromethyl) phenoxy] -2-naphthyl} oxy) propanoate, sulctotrione, sulfallates (CDEC), sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosate (glyphosate-trimesium), sulfosulfuron, SYN- 523, SYP-249, ie 1-ethoxy-3-methyl-1-oxobut-3-en-2-yl-5- [2-chloro-4- (trifluoromethyl) phenoxy] -2-nitrobenzoate, SYP-300, ie, 1- [7-fluoro-3-oxo-4- (prop-2-yn-1-yl) -3,4-dihydro-2H-1,4-benzoxazin-6-yl] -3-propyl-2 thioxoimidazolidine-4,5-dione, tebutam, tebuthiuron, tecnazene, tefuryltrione, tembotrione, tepraloxydim, terbacil, ter bucarb, terbuchlor, terbumeton, terbuthylazine, terbutryn, thenylchloro, thiafluamides, thiazafluron, thiazopyr, thidiazimine, thidiazuron, thiencarbazones, thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl, thiobencarb, tiocarbazil, toramezone, tralkoxydim, triallates, triasulfuron, triaziflam, triazofenamides, Tribenuron, tribenuron-methyl, trichloroacetic acid (TCA), triclopyr, tridiphane, trietazine, trifloxysulfuron, trifloxysulfuron sodium, trifluralin, triflusulfuron, triflusulfuron-methyl, trimeturon, trinexapac, trinexapac-ethyl, tritosulfuron, Tsitodef, Uniconazole, Uniconazole-P, Vernolate , ZJ-0862, ie 3,4-dichloro-N- {2 - [(4,6-dimethoxypyrimidin-2-yl) oxy] benzyl} aniline, and the following compounds:

Of particular interest is the selective control of harmful plants in crops of commercial and ornamental plants. Although the herbicides (A) and (B) already have good to sufficient selectivity in many cultures, phytotoxicities on the crop plants can in principle occur in some crops and, above all, in the case of mixtures with other herbicides which are less selective. In this regard, the combination of herbicides (A) and (B) of particular interest containing the herbicidally combined active ingredients and one or more safeners according to the invention is of particular interest. The safeners, which are used in an antidote effective content, reduce the phytotoxic side effects of the herbicides / pesticides used, eg. B. in economically important crops such as cereals (wheat, barley, rye, oats, corn, rice, millet), sugar beet, sugar cane, oilseed rape, cotton, soybean or fruit plantations (plantation crops), preferably cereals, especially rice.

The following groups of compounds are suitable, for example, as safeners (including possible stereoisomers and the esters or salts commonly used in agriculture): Benoxacor, cloquintocet (-mexyl), cyometrinil, cyprosulfamide, dichloromide, dicyclonone, dietholate, disulfone (= O, O) Diethyl S-2-ethylthioethyl phosphorodithioate), fenchlorazoles (-ethyl), fenclorim, flurazoles, fluxofenim, furilazoles, isoxadifen (-ethyl), mefenpyr (-diethyl), mephenates, naphthalic anhydrides, oxabetrinil, "R-29148" (= 3 - Dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine), "R-28725" (= 3-dichloroacetyl-2,2, -dimethyl-1,3-oxazolidine), "PPG-1292" (= N Allyl-N - [(1,3-dioxolan-2-yl) -methyl] -dichloroacetamide), "DKA-24" (= N-allyl-N - [(allylamino-carbonyl) -methyl] -dichloroacetamide), "AD -67 "or" MON 4660 "(= 3-dichloroacetyl-1-oxa-3-aza-spiro [4,5] decane)," TI-35 "(= 1-dichloroacetyl-azepane)," dimepiperate "or" MY-93 "(= piperidine-1-thiocarboxylic acid S-1-methyl-1-phenylethyl ester)," daimurone "or" SK 23 "(= 1- (1-methyl-1-phenylethyl) -3-p-tolylurea ), "Cumyluron" = "JC-940" (= 3- (2-chlorophenylmethyl) -1- (1-methyl-1-phenylethyl) urea), "methoxyphenone" or "NK 049" (= 3.3 '-Dimethyl-4-methoxy-benzophenone),' COD '(= 1-bromo-4- (chloromethylsulfonyl) benzene),' CL-304415 '(= 4-carboxy-3,4-dihydro-2H-1-benzopyran 4-acetic acid, CAS Regno: 31541-57-8), "MG-191" (= 2-dichloromethyl-2-methyl-1,3-dioxolane), "MG-838" (= 2-propenyl 1- oxa-4-azaspiro [4.5] decane-4 -carbodithioate; CAS Regno: 133993-74-5), methyl (diphenylmethoxy) acetate (CAS Regno: 41858-19-9 WO-A-1998/38856 ), Methyl - [(3-oxo-1H-2-benzothiopyran-4 (3H) -ylidene) methoxy] acetate (CAS Regno: 205121-04-6 WO-A-1998/13361 ), 1,2-dihydro-4-hydroxy-1-methyl-3- (5-tetrazolyl-carbonyl) -2-quinolone (CAS Regno: 95855-00-8 WO-A-1999/000020 ).

Some of the safeners are already known as herbicides and therefore, in addition to the herbicidal effect on harmful plants, also have a protective effect on the crop plants.

The weight ratio of herbicide combination to safener generally depends on the application rate of herbicide and the efficacy of the particular safener and may vary within wide limits, for example in the range of 90,000: 1 to 1: 5000, preferably 7000: 1 to 1: 1600 , in particular 3000: 1 to 1: 500. The safeners may be formulated analogously to the herbicides (A) and (B) or mixtures thereof with other herbicides / pesticides and provided and used as a ready-made formulation or tank mix with the herbicides or used separately as a seed, soil or foliar application ,

The herbicide combination according to the invention (= herbicidal agent) has an excellent herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants such as weeds, grass weeds or cyperaceans, including species which are resistant to herbicidal active substances such as glyphosate, glufosinate, atrazine, imidazolinone Herbicides, sulfonylureas, (hetero) aryloxy-aryloxyalkylcarboxylic acids or -phenoxyalkylcarboxylic acids (so-called 'fops'), cyclohexanedione oximes (so-called 'dims') or auxin inhibitors. Even difficult to control perennial harmful plants, which expel from rhizomes, rhizomes or other permanent organs are well detected by the active ingredients. The substances z. B. applied in pre-sowing, pre-emergence or post-emergence, z. B. together or separately. Preferably z. As the application in the postemergence process, especially on the accumulated harmful plants.

Specifically, by way of example, some representatives of the monocotyledonous and dicotyledonous weed flora can be mentioned, which can be controlled by the compounds according to the invention, without the intention of limiting them to certain species.

On the side of monocotyledonous weed species, for. Apena spp., Alopecurus spp., Apera spp., Brachiaria spp., Bromus spp., Digitaria spp., Lolium spp., Echinochloa spp., Leptochloa spp., Fimbristylis spp., Panicum spp., Phalaris spp. Poa spp., Setaria spp. and Cyperus species from the annuelle group and on the side of the perennial species Agropyron, Cynodon, Imperata and Sorghum and also perennial Cyperusarten well.

In dicotyledonous weed species, the spectrum of activity extends to species such. Abutilon spp., Amaranthus spp., Chenopodium spp., Chrysanthemum spp., Galium spp., Ipomoea spp., Kochia spp., Lamium spp., Matricaria spp., Pharitis spp., Polygonum spp., Sida spp. Sinapis spp., Solanum spp., Stellaria spp., Veronica spp. Eclipta spp., Sesbania spp., Aeschynomene spp. and Viola spp., Xanthium spp., on the annual side, as well as Convolvulus, Cirsium, Rumex, and Artemisia in perennial weeds.

If the active compounds of the herbicidal combination according to the invention are applied to the surface of the earth before germination, either the emergence of the weed seedlings is completely prevented or the weeds grow up to the cotyledon stage, but then stop their growth and finally die after two to four weeks completely off.

Upon application of the active ingredients to the green parts of the plants postemergence also occurs very quickly after treatment, a drastic halt in growth and the weed plants remain in the existing stage of application growth stage or die after a certain time completely, so that in this way one for the crops harmful weed competition very early and sustainable is eliminated. The active ingredients can also be applied in rice in the water and are then absorbed by soil, shoot and root.

The herbicide combination according to the invention is characterized by a rapidly onset and long-lasting herbicidal action. The rainfastness of the active ingredients in the combination according to the invention is generally favorable. A particular advantage is the fact that the effective and used in the combination doses of compounds (A) and (B) can be set so low that their soil effect is optimally low. Thus, their use is not only possible in sensitive cultures, but groundwater contamination is virtually avoided. The combination of active substances according to the invention enables a considerable reduction in the required application rate of the active substances.

In a preferred embodiment, the herbicidal combination of the herbicides (A) and (B) according to the invention is outstandingly suitable for the selective control of harmful plants in rice crops. These include all kinds of rice cultivation in a variety of conditions, such as dry (upland, dry) or paddy, whereby irrigation is natural (rainfall) and / or artificial (irrigated, "Flooded") can take place. The rice used here can be conventionally cultivated seed, hybrid seed, but also resistant, at least tolerant seed (mutagenic or transgenic), which can be derived from the indica or Japonica and from crosses of the two.

The herbicide combination according to the invention can be used in all types of administration which are customary for rice herbicides. It is used particularly advantageously in the spray application and / or in the "submerged application". In the so-called "submerged application", the backwater already covers the soil by up to 3-20 cm at the time of application. The herbicide combination according to the invention is then directly, for. B. in the form of granules in the water of the accumulated fields. Worldwide, the spray application is mainly used for seeded rice and the so-called submerged application, mainly for transplanted rice.

The herbicide combination according to the invention comprises a broad spectrum of weeds which is specific for rice crops in particular. On the side of monocotyledonous weeds, for. Genera such as Echinochloa spp., Panicum spp., Poa spp., Leptochloa spp., Brachiaria spp., Digitaria spp., Setaria spp. Cyperus spp., Monochoria spp., Fimbristylis spp., Sagittaria spp., Eleocharis spp., Scirpus spp., Alisma spp., Aneilema spp., Blyxa spp., Eriocaulon spp., Potamogeton spp. and the like, in particular the species Echinochloa oryzicola, Monochoria vaginalis, Eleocharis acicularis, Eleocharis kuroguwai, Cyperus difformis, Cyperus serotinus, Sagittaria pygmaea, Alisma canaliculatum, Scirpus juncoides. In the dicotyledonous weeds, the spectrum of activity extends to genera, such. Polygonum spp., Rorippa spp., Rotala spp., Lindernia spp., Bidens spp., Sphenoclea spp., Dopatrium spp., Eclipta spp., Elatine spp., Gratiola spp., Lindernia spp., Ludwigia spp. Oenanthe spp., Ranunculus spp., Deinostema spp. and similar. Species such as Rotala indica, Sphenoclea zeylanica, Lindernia procumbens, Ludwig prostrate, Potamogeton distinctus, Elatine triandra, Oenanthe javanica are well detected.

When the herbicide (A) and the herbicide (B) are used together, superadditive (= synergistic) effects preferably occur. The effect (effectiveness) in the combination is stronger than the expected sum of the effects of the individual herbicides used. The synergistic effects allow a reduction of the application rate, the control of a broader spectrum of weeds, grass weeds and Cyperaceae, a faster use of herbicidal activity, a longer lasting effect, a better control of harmful plants with only one or a few applications and an extension of the possible period of application , In part, the use of the combination also reduces the amount of harmful ingredients, such as nitrogen or oleic acid, and their entry into the soil.

The said properties and advantages are required in practical weed control in order to keep agricultural / forestry / horticultural crops or grassland / pasture areas free of undesired competing plants and thus to secure and / or increase yields qualitatively and quantitatively. The technical standard is significantly exceeded by this new herbicide combination in terms of the properties described.

On account of their herbicidal and plant growth-regulating properties, the herbicide combination according to the invention can be employed for controlling harmful plants in known plant crops or tolerant or genetically modified crop and energy crops to be developed. The transgenic plants (GMOs) are usually characterized by particular advantageous properties, in addition to the resistance to the herbicide combination according to the invention, for example, by resistance to plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi, bacteria or viruses. Other special properties relate to z. B. the crop in terms of quantity, quality, shelf life, and the composition of special ingredients. Thus, transgenic plants with increased starch content or altered quality of the starch or those with other fatty acid composition of the crop or increased vitamin content or energy properties are known. Likewise, because of their herbicidal and plant growth regulatory properties, the active compounds can also be used to control harmful plants in crops of known or yet to be developed mutant selection plants, as well as from crosses of mutagenic and transgenic plants.

• – gentechnische Veränderungen von Kulturpflanzen zwecks Modifikation der in den Pflanzen synthetisierten Stärke (z. B. WO 92/11376 , WO 92/14827 , WO 91/19806 ),
• – transgene Kulturpflanzen, welche Resistenzen gegen Herbizide aufweisen, beispielsweise gegen Sulfonylharnstoffe ( EP-A-0257993 , US-A-5013659 ),
• – transgene Kulturpflanzen, mit der Fähigkeit Bacillus thuringiensis-Toxine (Bt-Toxine) zu produzieren, welche die Pflanzen gegen bestimmte Schädlinge resistent machen ( EP-A-0142924 , EP-A-0193259 ).
• – transgene Kulturpflanzen mit modifizierter Fettsäurezusammensetzung ( WO 91/13972 ).

Well-known routes for the production of new plants which have modified properties compared to previously occurring plants consist, for example, in classical breeding methods and the production of mutants. Alternatively, new plants with altered properties can be generated by means of genetic engineering methods (see, for example, US Pat. EP-A-0221044 . EP-A-0131624 ). For example, several cases have been described

• - genetic modification of crops to modify the starch synthesized in the plants (eg. WO 92/11376 . WO 92/14827 . WO 91/19806 )
• Transgenic crops which have resistance to herbicides, for example to sulfonylureas ( EP-A-0257993 . US-A-5013659 )
• Transgenic crops capable of producing Bacillus thuringiensis toxins (Bt toxins) which render plants resistant to certain pests ( EP-A-0142924 . EP-A-0193259 ).
• Transgenic crops with modified fatty acid composition ( WO 91/13972 ).

Numerous molecular biology techniques that can be used to produce novel transgenic plants with altered properties are known in principle; see, for. B. Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd Edition Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY ; or Winnacker "Genes and Clones", VCH Weinheim 2nd edition 1996 or Christou, "Trends in Plant Science" 1 (1996) 423-431) , For such genetic engineering, nucleic acid molecules can be introduced into plasmids that allow mutagenesis or sequence alteration by recombination of DNA sequences. With the aid of the abovementioned standard methods, z. For example, base substitutions are made, partial sequences are removed, or natural or synthetic sequences are added. For the connection of the DNA fragments with one another adapters or linkers can be attached to the fragments.

The production of plant cells having a 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 obtain a cosuppression effect or the expression of at least one appropriately engineered ribozyme which specifically cleaves transcripts of the above gene product.

For this purpose, DNA molecules may be used which comprise the entire coding sequence of a gene product, including any flanking sequences that may be present, as well as DNA molecules which comprise only parts of the coding sequence, which parts must be long enough to be present in the cells to cause an antisense effect. It is also possible to use DNA sequences which have a high degree of homology to the coding sequences of a gene product but are not completely identical.

In the expression of nucleic acid molecules in plants, the synthesized protein may be located in any compartment of the plant cell. But to achieve the localization in a particular compartment, z. For example, the coding region can be linked to DNA sequences that ensure localization in a particular compartment. Such sequences are known to the person 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 transgenic plant cells can be regenerated to whole plants by known techniques. The transgenic plants may in principle be plants of any plant species, i. H. both monocotyledonous and dicotyledonous plants. Thus, transgenic plants are available which have altered properties by overexpression, suppression or inhibition of homologous (= natural) genes or gene sequences or expression of heterologous (= foreign) genes or gene sequences.

The present invention furthermore relates to a method for the selective control of undesired plants, preferably in plant crops, in particular in rice crops (planted or sown under 'upland' or 'paddy' conditions with indica and / or japonica species and hybrids / mutants Characterized in that the herbicides as components (A) and (B) of the herbicidal combination according to the invention are applied to the plants (for example harmful plants such as monocotyledonous or dicotyledonous weeds, weed grasses, cyperaceans or undesired crop plants), the seed (eg grains, seeds or vegetative propagules such as tubers or sprout parts with buds) or the area on which the plants grow (eg the area under cultivation, which may also be covered by water), eg , B. together or separately. In this case, one of the herbicides can be applied to the plants, the seed or the area on which the plants grow (for example the cultivated area) before, after or simultaneously with the respective other herbicide.

Undesirable plants are understood to mean all plants that grow in places where they are undesirable. This can z. Harmful plants (e.g., monocotyledonous or dicotyledonous weeds, weed grasses, cyperaceans or undesirable crops), e.g. B. Also, those against certain herbicidal active ingredients such as glyphosate, glufosinate, atrazine, imidazolinone herbicides, sulfonylureas, (hetero-) aryloxy-aryloxyalkylcarbonsäuren or -phenoxyalkylcarbonsäuren (so-called. 'Fops'), Cyclohexanedionoxime (so-called. 'Dims') or auxin inhibitors are resistant.

The herbicide combination according to the invention will be used selectively to control undesired plant growth, e.g. B. in crops such as crops z. B. monocotyledonous crops such as cereals (eg., Wheat, barley, rye, oats, rice, corn, millet) or dicotyledonous crops such as sugar beet, sugarcane, oilseed rape, cotton, sunflowers and legumes z. Of the genera Glycine (eg Glycine max. (Soy) as non-transgenic Glycine max (eg conventional strains such as STS strains) or transgenic Glycine max (eg RR soy or LL -Soja) and their crosses), Phaseolus, Pisum, Vicia and Arachis, or vegetable crops from various botanical groups such as potato, leek, cabbage, carrot, tomato, onion, in orchards (plantation crops), green, lawn and pasture or on Non-cultivated areas (eg squares of residential and industrial plants, railway tracks), especially in rice crops (planted or sown under 'upland' or 'paddy' conditions with indica and / or japonica species and hybrids / mutants / GMOs). The application is carried out both before emergence of harmful plants and on the accumulated harmful plants (for example, weeds, grass weeds, Cyperaceae or unwanted crops) regardless of the stage of sown / planted culture.

The invention also relates to the use of the herbicide combination according to the invention for the selective control of undesired plant growth, preferably in plant crops, in particular in rice crops (planted or sown under 'upland' or 'paddy' conditions with indica and / or Japonica species as well as hybrids / mutants / GMOs).

The herbicide combination according to the invention can be prepared by known methods z. B. as mixed formulations of the individual components, optionally with other active ingredients, additives and / or customary formulation auxiliaries are then diluted in the usual way with water for use, or as so-called tank mixes by co-dilution of separately formulated or partially separately formulated components Water are produced. Also possible is the staggered use (split application, splitting) of the separately formulated or partially separately formulated individual components. It is also possible to use the herbicides or the herbicide combination in several portions (sequence application), z. After seed treatment or pre-seed (plant) treatment or pre-emergence applications, followed by post-emergence applications or early post-emergence applications, followed by mid-late post-emergence applications. Preference is given to the common or timely use of the active ingredients of the respective combination, particularly preferably the common use.

The herbicides (A) and (B) can be converted together or separately into customary formulations, such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols, active substance-impregnated natural and synthetic substances, microencapsulations in polymeric substances. Also to be mentioned are specific formulations for rice cultivation, such as. B. litter granules, "jumbo" granules, "floating granules", "floating" -suspoemulsions which are applied via "shaker bottles" and are dissolved and distributed via the accumulation water. The formulations may contain the usual auxiliaries and additives.

These formulations are prepared in a known manner, for. Example, by mixing the active compounds with extenders, ie liquid solvents, liquefied gases under pressure and / or solid Carriers, optionally with the use of surfactants, emulsifiers and / or dispersants and / or foam-forming agents.

In the case of using water as extender z. As well as organic solvents can be used as auxiliary solvent. Suitable liquid solvents are essentially: aromatics, such as xylene, toluene, alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes, or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for. As petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide or dimethyl sulfoxide, and water.

Suitable solid carriers are: z. Ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals such as fumed silica, alumina and silicates; as solid carriers for granules are: z. For example, crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, coconut shells, corn cobs and tobacco stalks; suitable emulsifiers and / or foaming agents are: z. Nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, e.g. B. Alkylarylpolyglykolether, alkyl sulfonates, alkyl sulfates, arylsulfonates and protein hydrolysates; as dispersants come into question: z. B. Ligninsulfitablaugen and methyl cellulose.

Adhesives such as carboxymethylcellulose, natural and synthetic, powdery, granular or latex polymers may be used in the formulations, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, as well as natural phospholipids such as cephalins and lecithins and synthetic phospholipids. Other additives may be mineral and vegetable oils.

The herbicidal action of the herbicidal combination according to the invention can, for. B. are equally improved by surface-active substances, preferably by wetting agents from the series of fatty alcohol polyglycol ether. The fatty alcohol polyglycol ethers preferably contain 10-18 C atoms in the fatty alcohol residue and 2-20 ethylene oxide units in the polyglycol ether portion. The fatty alcohol polyglycol ethers may be nonionic, or ionic, e.g. B. in the form of fatty alcohol Polyglykolethersulfaten present, the z. As alkali salts (eg., Sodium and potassium salts) or ammonium salts, or as alkaline earth salts such as magnesium salts are used, such as C ₁₂ / C ₁₄ fatty alcohol diglycol ether sulfate sodium (Genapol ^® LRO, Clariant GmbH); see, for. B. EP-A-0476555 . EP-A-0048436 . EP-A-0336151 or US-A-4,400,196 such as Proc. EWRS Symp. "Factors Affecting Herbicidal Activity and Selectivity", 227-232 (1988) , Nonionic fatty alcohol polyglycol ethers are, for example, 2-20, preferably 3-15, (C ₁₀ -C ₁₈ ), preferably (C ₁₀ -C ₁₄ ) fatty alcohol polyglycol ethers containing ethylene oxide units (for example isotridecyl alcohol polyglycol ethers), for example. Example from the Genapol ^® X series, such as Genapol ^® X-030, Genapol ^® X-060, Genapol ^® X-080 or Genapol ^® X-150 (all from Clariant GmbH).

The present invention further comprises the combination of components (A) and (B) with the aforementioned wetting agents from the series of fatty alcohol polyglycol ethers containing preferably 10-18 C atoms in the fatty alcohol radical and 2-20 ethylene oxide units in the polyglycol ether part and nonionic or ionic (eg as fatty alcohol polyglycol ether sulfates) may be present. C ₁₂ / C ₁₄ fatty alcohol diglycol ether sulfate sodium (Genapol ^® LRO, Clariant GmbH) and isotridecyl alcohol polyglycol ether having 3-15 ethylene oxide units, such being preferred. Example from the Genapol ^® X series, such as Genapol ^® X-030, Genapol ^® X-060, Genapol ^® X-080 and Genapol ^® X-150 (all from Clariant GmbH).

Furthermore, it is known that fatty alcohol polyglycol ethers, such as nonionic or ionic fatty alcohol polyglycol ethers (for example fatty alcohol polyglycol ether sulfates), are also suitable as penetration aids and activity boosters for a number of other herbicides (see, for example, US Pat. EP-A-0502014 ). The present invention therefore furthermore also includes the combination with suitable penetration aids and activity enhancers, preferably in a commercially available form.

The herbicide combination according to the invention can also be used together with vegetable oils. The term vegetable oils oils from oil-producing plant species such as soybean oil, rapeseed oil, corn oil, sunflower oil, cottonseed oil, linseed oil, coconut oil, palm oil, thistle oil or castor oil, especially rapeseed oil understood, and their transesterification products, eg. B. alkyl esters such as rapeseed oil methyl ester or rapeseed oil ethyl ester.

The vegetable oils are preferably esters of C ₁₀ -C ₂₂ -, preferably C ₁₂ -C ₂₀ fatty acids. The C ₁₀ -C ₂₂ fatty acid esters are, for example, esters of unsaturated or saturated C ₁₀ -C ₂₂ fatty acids, in particular having an even number of carbon atoms, eg. As erucic acid, lauric acid, palmitic acid and in particular C ₁₈ fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.

Examples of C ₁₀ -C ₂₂ fatty acid esters are esters which are obtained by reacting glycerol or glycol with the C ₁₀ -C ₂₂ fatty acids, as described, for. B. contained in oils from oil-producing plant species, or C ₁ -C ₂₀ alkyl-C ₁₀ C ₂₂ fatty acid esters, as described for. Example, by transesterification of the aforementioned glycerol or glycol C ₁₀ -C ₂₂ fatty acid esters with C ₁ -C ₂₀ alcohols (eg., Methanol, ethanol, propanol or butanol) can be obtained. The transesterification can be carried out by known methods, as described for. B. are described in the Römpp Chemie Lexikon, 9th edition, volume 2, page 1343, Thieme Verlag Stuttgart ,

Preferred C ₁ -C ₂₀ alkyl C ₁₀ -C ₂₂ fatty acid esters are methyl esters, ethyl esters, propyl esters, butyl esters, 2-ethylhexyl esters and dodecyl esters. Preferred glycol and glycerol C ₁₀ -C ₂₂ fatty acid esters are the uniform or mixed glycol esters and glycerol esters of C ₁₀ -C ₂₂ fatty acids, especially those having even number of carbon atoms, e.g. As erucic acid, lauric acid, palmitic acid and in particular C ₁₈ fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.

The vegetable oils may be in the herbicidal compositions of the invention z. B. (, hereinafter called Victorian Chemical Company, Australia Hasten, main constituent: rapeseed oil ethyl ester) in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil such as Hasten ^®, Actirob ^® B (Novance, France, hereinbelow referred to as ActirobB called, main constituent: Rapsölmethylester) (called Bayer AG, Germany, referred to as Rako-binol, main ingredient: rapeseed oil), Rako-binol ^®, Renol ^® (Stefes, Germany, termed Renol, vegetable oil ingredient: Rapsölmethylester) or Stefes Mero ^® (Stefes, Germany, termed Mero, Main constituent: rapeseed oil methyl ester).

In a further embodiment, the present invention also comprises the combinations with the abovementioned vegetable oils, such as rapeseed oil, preferably in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil, such as ^Hasten® (Victorian Chemical Company, Australia, hereinafter referred to as Hasten, main constituent: rapeseed oil ethyl ester ) Actirob ^® B (Novance, France, hereinafter referred ActirobB, main ingredient: Rapsölmethylester), Rako-binol ^® (Bayer AG, Germany, referred to as Rako-binol called main constituent: rapeseed oil), Renol ^® (Stefes, Germany, termed Renol , Vegetable oil constituent: rapeseed oil methyl ester) or Stefes ^Mero® (Stefes, Germany, hereinafter referred to as Mero, main constituent: rapeseed oil methyl ester).

It can dyes such as inorganic pigments, eg. For example, iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and Metallphthalocyaninfarbstoffe and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc can be used.

The formulations generally contain between 0.1 and 95 weight percent (wt%) of active ingredient, preferably between 0.5 and 90 wt%.

The herbicides (A) and (B) can be used as such or in their formulations also in admixture with other agrochemical active substances such as known herbicides for controlling undesired plant growth, for. B. for weed control or to control unwanted crops use, with z. B. finished formulations or tank mixes are possible.

Mixtures with other known active substances such as fungicides, insecticides, acaricides, nematicides, safeners, bird repellants, plant nutrients and soil conditioners are also possible.

The herbicides (A) and (B) can be used as such, in the form of their formulations or the use forms prepared therefrom by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. The application is done in the usual way, for. B. by pouring, spraying, spraying, spreading.

The active substances may be applied to the plants (for example harmful plants such as monocotyledonous or dicotyledonous weeds, weed grasses, cyperaceans or undesired crop plants), the seed (for example grains, seeds or vegetative propagation organs such as tubers or shoot parts with buds) or the cultivated area ( for example, arable soil), preferably on the green plants and plant parts and optionally in addition the field soil. One possibility of the application is the common application of the active ingredients in the form of tank mixes, wherein the optimally formulated concentrated formulations of the individual active ingredients are mixed together in the tank with water and the spray mixture obtained is applied.

A common herbicidal formulation of the combination of the herbicides (A) and (B) according to the invention has the advantage of easier applicability, wherein the amounts of the components can be adjusted already in the optimal ratio to each other. In addition, the adjuvants in the formulation can be optimally matched to one another.

Biological examples

Greenhouse experiments

1. weed effect in pre-emergence

Seeds or rhizome pieces of monocotyledonous and dicotyledonous crops and useful plants are placed in sandy loam soil in pots of 7 to 13 cm in diameter and covered with soil. The pots are watered and sprayed with the herbicides in the form of aqueous dispersion or suspensions or emulsions sprayed with a water application rate of the equivalent of 100 to 600 l / ha in. Different dosages on the ground. The pots are kept in the greenhouse under optimal conditions. The visual assessment of damage to beneficial and harmful plants takes place 1-4 weeks after treatment

2. weed effect postemergence

Seeds or rhizome pieces of monocotyledonous and dicotyledonous crops and useful plants are placed in sandy loam soil in pots of 7 to 13 cm in diameter and covered with soil. The pots are kept in the greenhouse under optimal conditions. In the two to three-leaf stage, d. H. About two to three weeks after the beginning of the cultivation, the test plants are treated with the herbicides in the form of aqueous dispersion or suspensions or emulsions sprayed with a water application rate of 100 to 600 l / ha in different dosages on the green parts of plants. The pots are kept in optimal conditions for further cultivation of the plants in the greenhouse. Visual assessment of damage to beneficial and harmful plants takes place 3 days to 3 weeks after treatment.

field trials

In field trials, the combination according to the invention is administered under natural conditions with field preparation and natural contamination with harmful plants before or after sowing of the crop plants or before or after the emergence of the harmful plants and in the period of 4 to 8 weeks after treatment compared to untreated sections ( Parcels) visually scored. The damage of the crops and the effect against harmful plants are recorded as a percentage.

Results

The combination of the herbicides (A) and (B) according to the invention unexpectedly shows good activity (pre- and post-emergence) against important harmful plants (weed grass / weeds / Cyperaceae).

QUOTES INCLUDE IN THE DESCRIPTION

This list of the documents listed by the applicant has been generated automatically and is included solely for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.

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Claims (6)

A herbicidal combination comprising components (A) and (B), wherein (A) the compound represented by the formula (A) means:

and (B) means the compound described by the formula (B):

A herbicidal combination according to claim 1, wherein the weight ratio (A) :( B) of components (A) and (B) is generally in the range of 1: 1500 to 500: 1, preferably 1: 1000 to 100: 1, especially 1 : 200 to 20: 1, lies. A herbicidal combination according to any one of claims 1 or 2, comprising an effective content of components (A) and (B) and / or additionally one or more further components from the group of other agrochemical active ingredients, customary in crop protection additives and formulation auxiliaries. A method for controlling undesired plant growth, wherein the components (A) and (B) of the herbicide combination, defined according to one or more of claims 1 to 3, are applied together or separately to the harmful plants, their seed or vegetative propagules, or the Surface on which these plants grow. Method according to claim 4 for controlling undesired plant growth in crops such as wheat, corn, soybeans, sugarbeet, sugar cane cotton, rice, beans, flax, barley, oats, rye, triticale, rape, potato, millet, pasture, green / lawns, in orchards, or on non-cultivated areas, especially in rice crops. Use of the herbicide combination defined according to one of claims 1 to 3 for controlling undesired plant growth.