EP2209378A2 - Herbicidal combination - Google Patents

Herbicidal combination

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Publication number
EP2209378A2
EP2209378A2 EP08841658A EP08841658A EP2209378A2 EP 2209378 A2 EP2209378 A2 EP 2209378A2 EP 08841658 A EP08841658 A EP 08841658A EP 08841658 A EP08841658 A EP 08841658A EP 2209378 A2 EP2209378 A2 EP 2209378A2
Authority
EP
European Patent Office
Prior art keywords
ion
alkyl
methyl
alkoxy
substituted
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP08841658A
Other languages
German (de)
French (fr)
Inventor
Erwin Hacker
Christian Waldraff
Dominique Schreiber
Martin Jeffrey Hills
Dieter Feucht
Klaus-Helmut Müller
Ernst Rudolf Gesing
Georg Bonfig-Picard
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience AG
Original Assignee
Bayer CropScience AG
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Filing date
Publication date
Application filed by Bayer CropScience AG filed Critical Bayer CropScience AG
Priority to EP08841658A priority Critical patent/EP2209378A2/en
Publication of EP2209378A2 publication Critical patent/EP2209378A2/en
Withdrawn legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

Definitions

  • Herbicide combination comprising 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and / or its salts and herbicidal active compounds from the group of the phenyl ethers.
  • the present invention is in the technical field of crop protection agents which are resistant to undesired plant growth, e.g. pre-sowing (with or without incorporation), pre-emergence or postemergence in arable crops such as wheat (durum wheat and common wheat), maize, soya, sugarbeet, sugarcane, cotton, rice, beans (such as bushbeam and horse bean), flax, Barley, oats, rye, triticale, rapeseed, potato and millet (sorghum), pasture grass and green / lawns are used.
  • the invention relates to a herbicidal combination containing at least two herbicides and their use for controlling undesired plant growth.
  • substituted phenylsulfonylureas have herbicidal properties. These are e.g. phenyl derivatives which are monosubstituted or polysubstituted (for example US 4127405, WO 9209608, BE 853374, WO 9213845, EP 84020, WO 9406778, WO 02072560, US 4169719, US 4629494, DE 4038430).
  • the herbicidal activity of N- (1, 3,5-triazin-2-yl-aminocarbonyl) -arylsulfonamide against harmful plants is already at a high level, but generally depends on the application rate, the particular preparation form, each to be controlled harmful plants or the harmful plant spectrum, climatic and soil conditions, etc. Another criterion is the duration of the action or the degradation rate of the herbicide. It may also be necessary to take account of changes in the susceptibility of harmful plants, which may occur with prolonged use of the herbicides or geographically. Losses of activity in individual plants can only be compensated to a limited extent by higher application rates of the herbicides, for example because this reduces the selectivity of the herbicides or does not result in an improvement in activity even at a higher application rate.
  • the object of the present invention was to provide an improved crop protection agent.
  • Triticale, rapeseed, potato and millet (sorghum), pasture land and green / lawn areas are used.
  • the present invention thus relates to a herbicide combination comprising herbicides of (A) and herbicides of (B), wherein
  • cation (M + ) (a) is an ion of the alkali metals, preferably lithium, sodium, potassium, or
  • transition metals preferably manganese, copper, zinc and iron, or
  • T a sulfonium ion, preferably tri - ((C 1 -C 4 ) -alkyl) -sulfonium, or (g) an oxonium ion, preferably tri - ((C 1 -C 4 ) -alkyl) -oxonium, or (h) is an optionally mono- or polyannelated and / or (C 1 -C 4 ) -alkyl-substituted saturated or unsaturated / aromatic N-containing heterocyclic ionic compound having 1-10 C atoms in the ring system.
  • Preferred herbicides (A) are 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the formula (I) in which Cation (M + )
  • alkaline earth metals preferably calcium and magnesium
  • transition metals preferably manganese, copper
  • an ammonium ion in which optionally one, two, three or all four hydrogen atoms are represented by identical or different radicals from the group consisting of (C 1 -C 4 ) -alkyl, hydroxy- (C 1 -C 4 ) -alkyl, (C 3 -C 4 ) -cycloalkyl, (C 1 -C 2 ) -alkoxy- (C 1 -C 2 ) -alkyl,
  • Haloalkoxy are substituted, or (T) a tertiary sulfonium ion, preferably tri - ((Ci-C 4 ) alkyl) - sulfonium or triphenyl-sulfonium, wherein the (Ci-C 4 ) -alkyl radicals and the phenyl radicals optionally mono- or polysubstituted by identical or different radicals from the group halogen, such as F, Cl, Br or I, (C r C 2 ) alkyl , (C 1 -C 2 ) -haloalkyl, (C 3 -C 4 ) -cycloalkyl, (C 1 -C 2) -alkoxy and (C 1 -C 2 ) -haloalkoxy, or
  • a tertiary oxonium ion preferably tri - ((C 1 -C 4 ) -alkyl) -oxonium, where the (C 1 -C 4 ) -alkyl radicals are optionally mono- or polysubstituted by identical or different radicals from the group halogen, such as F, Cl, Br or I, (dC 2 ) -alkyl, (C 1 -C 2 ) -
  • Haloalkyl (C 3 -C 4 ) -cycloalkyl, (C r C 2 ) -alkoxy and (C r C 2 ) -haloalkoxy, or
  • hydrocarbon radicals mentioned in the radical definitions such as alkyl, alkenyl or alkynyl, also in combinations with heteroatoms, such as in alkoxy, alkylthio, haloalkyl or alkylamino, are also straight-chain or branched, even if not expressly stated.
  • Examples of compounds which are preferably used as herbicide (A) are 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide (AO) and those described in US Pat compounds of the formula (I) below (ie the compounds (A-1 to A-35)).
  • Table A Compounds of general formula (I), wherein by M + the respective salt is denoted
  • herbicides (A) are 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the formula (I) in which the cation (M + ) is a sodium ion, a potassium ion, a lithium ion, a magnesium ion, a calcium ion, an NH 4 + ion, a (2-hydroxyeth-1-yl) ammonium ion, bis-N, N- (2-hydroxyeth-1-yl) ammonium ion, Tris-N, N, N- (2-hydroxyeth-1-yl) ammonium ion, a methylammonium ion, a dimethylammonium ion, Ion, a trimethylammonium ion, a tetramethylammonium ion, an ethylammonium ion, a die
  • herbicides (A) are 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the formula (I) 1 in which the cation (M + ) is a sodium ion, a potassium ion, a magnesium ion, a calcium ion, or an NH 4 + ion.
  • herbicide (A) are the 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the formula (I), in those containing the cation (M + ), in which the cation (M + ) is a sodium ion, a potassium ion or an NH 4 -lon.
  • herbicides (A) and / or (B) may be present as stereoisomers, depending on the nature and linkage of the substituents.
  • the possible stereoisomers defined by their specific spatial form, such as enantiomers, diastereomers, Z and E isomers, are all encompassed by the formula (I).
  • diastereomers Z and E isomers
  • enantiomers and diastereomers may occur.
  • Stereoisomers can be obtained from the mixtures obtained in the preparation by customary separation methods, for example by chromatographic separation methods.
  • stereoisomers can be selectively prepared by using stereoselective reactions using optically active sources and / or adjuvants. The invention thus also relates to all stereoisomers of herbicides (A) and / or (B), but which are no longer specified with their specific stereoform, and mixtures thereof.
  • the herbicide combinations of 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.
  • the herbicidal combinations according to the invention contain the herbicides (A) and (B) in an effective content and / or have synergistic effects.
  • the synergistic effects can be achieved, for example, when the herbicides (A) and (B) are applied together, for example as co-herbicides. Formulation or as a tank mixture are observed, but they can also be detected in a split-time application (splitting). It is also possible to use the herbicides or herbicide combinations in several portions (sequence application), eg. 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.
  • the synergistic effects allow a reduction in the application rates of the individual herbicides, a higher potency at the same rate, the control of previously unrecognized species (gaps), the control of species that have tolerances or resistances to single or multiple herbicides, an extension of 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.
  • the combinations of herbicides (A) + (B) according to the invention make possible synergistic increases in activity which go far and unexpectedly beyond the effects achieved with the individual herbicides (A) and (B).
  • Said formula (I) comprises all stereoisomers and mixtures thereof, in particular racemic mixtures, and - as far as enantiomers are possible - the respective biologically active enantiomers.
  • the herbicides of group (A) inhibit the enzyme acetolactate synthase (ALS) and thus protein biosynthesis in plants.
  • the compounds AO to A-35 pre-emergence and post-emergence control of a relatively wide range of harmful plants, for example on annealing and perennial, monocotyledonous or dicotyledonous weeds as well as on unwanted crops.
  • the application rates are usually z. B. in the range of 0.001 g to 1000 g AS / ha, preferably 0.1 g to 500 g AS / ha, more preferably 0.5 g to 250 g AS / ha.
  • the herbicides of group (B) affect, for example, the protoporphyrinogen oxidase, the auxin effect, and the acetyl-CoA carboxylase and are suitable for both pre-emergence and postemergence use.
  • the application rates are generally, for example, in the range from 1 g to 10000 g AS / ha, preferably from 5 g to 8000 g AS / ha, particularly preferred 8 g to 5000 g AS / ha.
  • those combinations according to the invention which also contain one or more other herbicides (A) and (B) different agrochemical active compounds, which also have the function of a selective herbicide.
  • herbicides according to the invention various agrochemical active ingredients, for example from the group of safeners, fungicides, insecticides, structurally from the herbicides (A) and (B) different herbicides and plant growth regulators or from the group of customary in plant protection additives and formulation auxiliaries
  • herbicides for example, the following of the herbicides (A) and (B) structurally different herbicides in question, preferably herbicidal active ingredients which are based on an inhibition of, for example, acetolactate synthase, acetyl coenzyme A carboxylase, PS I, PS II, HPPDO, phytoene desaturase, protoporphyrinogen oxidase, glutamine synthetase, cellulose biosynthesis, 5-enolpyruvylshikimate-3-phosphate synthetase, as described, for example, in Weed Research 26, 441-445 (1986) or "The Pesticide Manual”.
  • herbicidal active ingredients which are based on an inhibition of, for example, acetolactate synthase, acetyl coenzyme A carboxylase, PS I, PS II, HPPDO, phytoene desaturase, protoporphyrinogen oxidase, glutamine synthetase, cellulose biosynthesis
  • Sulf Bei Sulfonamides such as sulfonylureas also include salts formed by replacement of a hydrogen atom on the sulfonamide group by a cation.
  • acetochlor acibenzolar-S-methyl; AD-67; AKH 7088, ie methyl [[[1- [5- [2-chloro-4- (trifluoromethyl) phenoxy] -2-nitrophenyl] -2-methoxyethylidene] amino] oxy] acetic acid and acetic acid; alachlor; alloxydim (-sodium); ametryn; amicarbazone, amidochlor, amidosulfuron; aminopyralid; amitrol; Ammoniumpelargonate; AMS 1 ie ammonium sulfamate; ancimidol; anilofos; asulam; atrazine; aviglycine; azafenidin, azimsulfuron (DPX-A8947); aziprotryn; barban; BAS 516H, ie 5-fluoro-2-phenyl-4H-3,1-benzoxa
  • Metolachlor metosulam (XRD 511); metoxuron; metribuzin; metsulfuron-methyl; molinate; monalide; monocarbamide dihydrogen sulfates; monolinuron; monuron; monosulfuron; MT 128, i. 6-chloro-N- (3-chloro-2-propenyl) -
  • 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, corn, rice, millet), sugar beet, sugar cane, rapeseed, cotton and soybeans, preferably cereals.
  • the safeners are preferably selected from the group consisting of: A) compounds of the formula (SI),
  • n A is a natural number from 0 to 5, preferably 0 to 3;
  • R A 1 is halogen, (C 1 -C 4 J-AIKyI, (CrC 4) -alkoxy, nitro or (dC 4) -haloalkyl;
  • W A is an unsubstituted or substituted divalent heterocyclic radical from the group of the partially unsaturated or aromatic five-membered ring Heterocycles having 1 to 3 hetero ring atoms of the type N or O, where at least one N-
  • Atom and at most one O atom is contained in the ring, preferably a radical from the group (W A 1 ) to (W A 4 ),
  • RA 2 is ORA 3 , SR A 3 or NR A 3 R A 4 or a saturated or unsaturated 3- to 7-membered heterocycle having at least one N atom and up to 3 heteroatoms, preferably from the group O and S, via the N atom is linked to the carbonyl group in (SI) and is unsubstituted or substituted by radicals from the group (C- ⁇ -C 4) -alkyl, (C r C 4) -alkoxy or optionally substituted phenyl, preferably a
  • RA 3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon radical, preferably having in total 1 to 18 carbon atoms;
  • RA 4 is hydrogen, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy or substituted or unsubstituted phenyl;
  • R A 5 is H 1 (C 1 -C 6 ) -alkyl, C r C 8 (haloalkyl), (C 1 -C 4 ) -alkoxy (C 1 -C 8 ) -alkyl, cyano or COOR 9, wherein R A 9 is hydrogen, (C r C 8) alkyl, (Ci-C 8) haloalkyl, (CrC 4) - alkoxy- (Ci-C 4) alkyl, (Ci-C 6) - hydroxyalkyl, (C3-Ci2) -cycloalkyl or Tn (C 1 - C 4) -alkyl-silyl;
  • R A 6, R A 7, RA 8 are identical or different hydrogen, (CrC 8) -alkyl, (Ci-C8) -haloalkyl, (C3-Ci2) -cycloalkyl or substituted or unsubstituted
  • Ethyl 1- (2,4-dichlorophenyl) -5-isopropyl-pyrazole-3-carboxylate (S1-3), 1- (2,4-dichlorophenyl) -5- (1, 1-dimethyl-ethyl) -pyrazole-3- carboxylic acid ethyl ester (S1-4), 1- (2,4-dichlorophenyl) -5-phenyl-pyrazole-3-carboxylic acid ethyl ester (S1-5) and related compounds as described in EP-A-333 131 and EP-A -269 806 are described; c) compounds of the triazolecarboxylic acid type, preferably compounds such as fenchlorazole (ethyl), i.
  • RB 1 is halogen, (Ci-C 4) alkyl, (Ci-C 4) -alkoxy, nitro or (C r C 4) -haloalkyl;
  • n B is a natural number from 0 to 5, preferably 0 to 3;
  • RB 3 is hydrogen or an unsubstituted or substituted aliphatic
  • Hydrocarbon radical preferably having a total of 1 to 18 carbon atoms
  • RB 4 is hydrogen, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy or substituted or unsubstituted phenyl;
  • T B is a (C 1 or C 2 ) alkanediyl chain which is unsubstituted or substituted by one or two (C 1 -C 4 ) -alkyl radicals or by [(C 1 -C 3 ) -alkoxy] -carbonyl;
  • Rc 1 is (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 3 -C 7) cycloalkyl , preferably dichloromethyl;
  • Rc 2, rc 3 is identical or different hydrogen, (CrC 4) alkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) alkynyl, (Ci-C 4) -haloalkyl, (C 2 -C 4) haloalkenyl, (Ci-C 4) alkylcarbamoyl (dC 4) alkyl, (C 2 -C 4) -Alkenylcarbamoyl- (Ci-C 4) alkyl, (Ci-C 4) -alkoxy (C 1 -C 4 ) -alkyl, dioxolanyl- (C 1 -C 4 ) -alkyl, thiazolyl, furyl, furylalkyl, thienyl, piperidyl, substituted or unsubstituted phenyl, or R c 2 and R c 3 together form a substituted or unsubstituted heterocycl
  • R-29148 3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine from Stauffer
  • R-28725" 3-dichloroacetyl-2,2, -dimethyl-1, 3-oxazolidine from Stauffer
  • PPG-1292 N-allyl-N - [(1,3-dioxolan-2-yl) -methyl] -dichloroacetamide from the company
  • TI-35 1-dichloroacetyl-azepane from TRI-Chemical RT
  • diclonone dicyclonone
  • BAS145138 bicyclonone
  • LAB145138 3-dichloroacetyl
  • X 0 is CH or N
  • R 0 1 is CO-NRD 5 R 0 6 or NHCO-R D 7 ;
  • RD 2 is halogen, (C r C 4 ) -haloalkyl, (C r C 4 ) -haloalkoxy, nitro, (C 1 -C 4 ) -alkyl, (C 1 -
  • R 0 3 is hydrogen, (C r C4) alkyl, (C 2 -C 4) -alkenyl or (C 2 -C 4) alkynyl;
  • RD 4 is halogen, nitro, (dC 4) alkyl, (CrC 4) -haloalkyl, (CrC ⁇ -haloalkoxy, (C 3 - C 6) cycloalkyl, phenyl, (Ci-C 4) -alkoxy, cyano, (C r C 4) -alkylthio, (C 1 -C 4) alkyl- sulfinyl, (Ci-C 4) alkylsulfonyl, (Ci-C 4)
  • R 0 6 is hydrogen, (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenyl or (C 2 -C 6 ) -alkynyl, where the last three radicals mentioned are represented by VD radicals from the group halogen, hydroxy, (Ci- C4) alkyl, (Ci-C 4) -alkoxy and (C r C 4) -alkylthio, or
  • R 0 5 and R 0 6 together with the nitrogen atom carrying them form a pyrrolidinyl or piperidinyl radical
  • R 0 7 is hydrogen, (Ci-C 4 ) -alkylamino, di- (Ci-C 4 ) -alkylamino, (Ci-C 6 ) -alkyl, (C 3 - C 6 ) -cycloalkyl, wherein the latter two radicals by v D substituents from the group halogen, (CrC 4 ) alkoxy, halogeno (Ci-C 6 ) alkoxy and (CrC 4 ) alkylthio and in the case of cyclic radicals also (Ci-C 4 ) alkyl and (Ci -C 4 ) -haloalkyl;
  • N-acylsulfonamides for example of the following formula (SV), z. B. are known from WO 97/45016 wherein
  • R D 4 is halogen, (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy, CF 3; m is D 1 or 2;
  • VD is 0, 1, 2 or 3;
  • Rp are independently hydrogen, (CrC 8) -alkyl, (C 3 -C 8) - cycloalkyl, (C 3 -C 6) -alkenyl, (C 3 -C 6) alkynyl, R 4 is halogen 0 (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy, CF 3 m D 1, or 2;
  • H) active compounds from the class of 1, 2-dihydroquinoxaline-2-ones e.g. 1-Methyl-3- (2-thienyl) -1,2-dihydroquinoxalin-2-one, 1-methyl-3- (2-thienyl) -1,2-dihydroquinoxaline-2-thione, 1- (2 -Aminoethyl) -3- (2-thienyl) -1,2-dihydroquinoxaline-2-one-hydro-chloride, 1- (2-methylsulphonylaminoethyl) -3- (2-thienyl) -1,2-dihydrochloride quinoxalin-2-one as described in WO 2005/12630,
  • R ⁇ 1 , R K 2 independently of one another are halogen, (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy, (Cr
  • a ⁇ COORK 3 or COOR K 4 R ⁇ 3 , RK 4 independently of one another are hydrogen, (C 1 -C 4 ) -alkyl, (C 2 -C 6 ) -alkenyl,
  • Halobenzyl, pyridinylalkyl and alkylammonium, n ⁇ 1 0 or 1 n ⁇ 2 , n ⁇ 3 are independently 0, 1 or 2
  • RL 1 is halogen, (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (Ci-C 4) alkoxy, (C 1 -C 4 J-HaIOaIkOXy, nitro, (C r C4) - alkylthio, (CrC 4) alkylsulfonyl, (dC 4) -alkoxycarbonyl, optionally substituted.
  • phenyl, optionally substituted phenoxy, R L 2 is hydrogen or (C r C 4) -alkyl
  • RL 3 is hydrogen, (C 1 -C 6 ) -alkyl, (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -alkynyl, or aryl, where each of the abovementioned C-containing radicals is unsubstituted or substituted by one or more preferably up to three identical or different radicals from the group consisting of halogen and alkoxy substituted; or their salts.
  • R N 1 is halogen, (C 1 -C 4 ) alkyl, methoxy, nitro, cyano, CF 3 , OCF 3
  • N n is an integer from 0 to 4, R N 2 (Ci-C 6) -alkyl, (C 2 -C 6) -alkenyl, (C 3 -C 6) -cycloalkyl , Aryl; Benzyl, halobenzyl,
  • R N 3 is hydrogen, (C r C 6 ) alkyl
  • a mixture with other known active ingredients, such as fungicides, insecticides, acaricides, nematicides, bird repellents, plant nutrients and soil conditioners is also possible.
  • 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 ratios of herbicide (mixture) to safener generally depends on the application rate of herbicide and the effectiveness of the particular safener and can vary within wide limits, for example in the range from 1000: 1 to 1: 5000, preferably 500: 1 to 1: 3000, in particular 200: 1 to 1: 1000.
  • the safeners can be formulated analogously to the compounds of the formula (I) or mixtures thereof with further herbicides / pesticides and provided and used as finished formulation or tank mixture with the herbicides.
  • the combinations according to the invention have an excellent herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants such as weeds, including species which are resistant to herbicidal active substances such as glyphosate, glufosinate, atrazine or imidazolinone herbicides. Even difficult to control perennial weeds, which expel from rhizomes, rhizomes or other permanent organs, are well detected by the active ingredients.
  • the substances may be e.g. be applied in pre-sowing, pre-emergence or post-emergence, e.g. together or separately. Preferred is e.g. the postemergence application, in particular the accumulated harmful plants.
  • Avena spp. On the monocotyledonous weed side, for example, Avena spp., Alopecurus spp., Apera spp., Brachiaria spp., Bromus spp., Digitaria spp., Lolium spp., Echinochloa spp., Panicum spp., Phalaris spp., Poa spp ., Setaria spp. as well as cyperus species from thesidedl group and perennial species Agropyron, Cynodon, Imperata and Sorghum and perennial Cyperusart well detected.
  • the spectrum of activity extends to species such as e.g. 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. and Viola spp., Xanthium spp., on the annual side, as well as Convolvulus, Cirsium, Rumex, and Artemisia in perennial weeds.
  • species such as e.g. Abutilon spp., Amaranthus spp., Chenopodium spp., Chrysanthemum spp., Galium spp., Ipomoea
  • the compounds according to the invention are applied to the surface of the earth before germination, then either the emergence of the weed seedlings is completely prevented or the weeds grow up to the cotyledon stage, but then cease their growth and finally die off completely after a lapse of three to four weeks.
  • the herbicidal compositions according to the invention are distinguished by a rapidly onset and long-lasting herbicidal action.
  • the rainfastness of the active ingredients in the combinations according to the invention is generally favorable.
  • a particular advantage is the fact that the effective and used in combinations combinations 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 contaminations are virtually avoided.
  • the inventive combinations of active ingredients is a significant reduction of the necessary Application rate of the active ingredients allows.
  • the effect in the combinations is stronger than the expected sum of the effects of the individual herbicides used.
  • the synergistic effects allow a reduction in the application rate, the control of a broader spectrum of weeds and weeds, a faster use of herbicidal activity, a longer lasting effect, a better control of the harmful plants with only one or a few applications and an expansion of the possible
  • herbicidal compositions containing the following herbicidally active compounds (A) + (B); (A) + (B) + (a herbicidally active compound structurally different from (A) and (B) (C, each named "common name")) and / or herbicidal and safeners (S) containing on the following compounds (A) + (B) + (C) + (S):
  • the agents for combating harmful plants can be used in known plant crops or tolerant or genetically modified crops to be developed.
  • the transgenic plants are usually characterized by particular advantageous properties, in addition to the resistance to the inventive compositions, for example, by resistance to plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi,
  • nucleic acid molecules can be introduced into plasmids that allow mutagenesis or sequence alteration by recombination of DNA sequences.
  • z For example, base substitutions are made, partial sequences are removed, or natural or synthetic sequences are added.
  • adapters or linkers can be attached to the fragments.
  • Gene product can be obtained, 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.
  • 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. Also possible is the use of DNA sequences encoding a high degree of homology to the ones Have sequences of a gene product but are not completely identical.
  • the synthesized protein may be located in any compartment of the plant cell. But to achieve the localization in a particular compartment, z.
  • the coding region can be linked to DNA sequences that ensure localization in a particular compartment.
  • 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., U.S.A. 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. both monocotyledonous and dicotyledonous plants. Thus, transgenic plants are available that changed
  • the present invention further provides a method for controlling undesirable plants, preferably in plant crops, which is characterized in that the herbicides (A) and (B) of the herbicidal combination according to the invention on the plants (eg harmful plants such as mono- or dicotyledonous weeds or undesirable crops), the seeds (eg grains, seeds or vegetative propagules such as tubers or shoot parts with buds) or the area on which the plants grow (eg the cultivated area), eg together or separately.
  • One or more herbicides (A) may be applied to the plants, the seed or the area on which the plants grow (e.g.
  • Undesirable plants are understood to mean all plants in places grow where they are unwanted. These may be, for example, harmful plants (for example monocotyledonous or dicotyledonous weeds or undesired crop plants), for example those which are resistant to certain herbicidal active substances such as glyphosate, atrazine, glufosinate or imidazolinone herbicides.
  • harmful plants for example monocotyledonous or dicotyledonous weeds or undesired crop plants
  • herbicidal active substances such as glyphosate, atrazine, glufosinate or imidazolinone herbicides.
  • the herbicidal combinations of the invention will be used selectively to control undesired plant growth, e.g. in crops such as crops, e.g. monocotyledonous crops such as cereals (e.g., wheat, barley, rye, oats), rice, corn, millet, or dicotyledonous crops such as sugar beet, oilseed rape, cotton, sunflowers, and legumes, e.g. of the
  • Genera Glycine eg Glycine max. (Soy) as non-transgenic Glycine max. (Eg conventional varieties such as STS varieties) or transgenic Glycine max. (Eg RR soy or LL soya) and their crosses), Phaseolus, Pisum, Vicia and Arachis, or vegetable crops from various botanical groups such as potato, leek, cabbage, carrot, tomato, onion.
  • the application is preferably carried out on the accumulated harmful plants (for example weeds or undesired crop plants), in particular before emergence of (desired) crop plants.
  • the invention also provides the use of the herbicidal combinations according to the invention for controlling unwanted plant growth, preferably in plant crops.
  • the herbicidal combinations according to the invention can be prepared by known processes, for example as mixed formulations of the individual components, if appropriate with further active ingredients, additives and / or customary formulation auxiliaries, which are then diluted with water in a customary manner, or as so-called tank mixtures by joint dilution separately formulated or partially separately formulated components with water. Also possible is the staggered application (split application) of the separately formulated or partially separately formulated individual components. It is also possible to use the herbicides or herbicide combinations in several portions (sequence application), eg. 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 common or timely use of the active ingredients of the respective combination.
  • 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.
  • the formulations may contain the usual auxiliaries and additives.
  • formulations are prepared in a known manner, e.g. by mixing the active compounds with extenders, that is to say liquid solvents, liquefied gases under pressure and / or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-forming agents.
  • extenders that is to say liquid solvents, liquefied gases under pressure and / or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-forming agents.
  • 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, e.g.
  • 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.
  • 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: for example, 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: for example, broken 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, corncobs and tobacco stalks; suitable emulsifiers and / or foam formers are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates and protein hydro
  • adhesives such as carboxymethylcellulose, natural and synthetic, powdery, granular or latex-shaped polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural
  • Phospholipids such as cephalins and lecithins and synthetic phospholipids.
  • Other additives may be mineral and vegetable oils.
  • the herbicidal activity of the herbicidal combinations according to the invention may be e.g. be improved equally by surface-active substances, preferably by wetting agents from the series of fatty alcohol polyglycol ethers.
  • the fatty alcohol polyglycol ethers preferably contain 10 to 18 C atoms in the fatty alcohol radical and 2 to 20 ethylene oxide units in the polyglycol ether section.
  • the fatty alcohol polyglycol ethers may be nonionic, or ionic, e.g. in the form of fatty alcohol polyglycol ether sulfates, e.g. as alkali salts (e.g.
  • Sodium and potassium salts) or ammonium salts, or as alkaline earth metal salts are used, such as Ci2 / C 4 fatty alcohol diglykolethersulfat- sodium (Genapol ® LRO, Clariant GmbH); See, for example, EP-A-0476555, EP-A-0048436, EP-A-0336151 or US-A-4,400,196 and 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 ethylene oxide units containing (C 10 - C 8) -, preferably (C 0 -C 4) -Fettalkohol- Polyglycol ethers (for example isotridecyl alcohol polyglycol ether), for 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).
  • 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 which preferably contain 10 to 18 C atoms in the fatty alcohol radical and 2 to 20 ethylene oxide units in the polyglycol ether part and nonionic or ionic (for example as Fatty alcohol polyglycol ether sulfates) may be present.
  • fatty alcohol polyglycol ethers which preferably contain 10 to 18 C atoms in the fatty alcohol radical and 2 to 20 ethylene oxide units in the polyglycol ether part and nonionic or ionic (for example as Fatty alcohol polyglycol ether sulfates) may be present.
  • Genapol ® X series such as Genapol ® X-030, Genapol ® X - C 2 / C 4 fatty alcohol diglycol ether sulfate sodium (Genapol ® LRO, Clariant GmbH) and isotridecyl alcohol polyglycol ether having 3 are preferably -060, Genapol ® X-080 and Genapol ® X-150 (all from Clariant GmbH).
  • fatty alcohol polyglycol ethers such as nonionic or ionic fatty alcohol polyglycol ethers (eg fatty alcohol Polyglykolethersulfate) as a penetration aid and
  • Enhancers are useful in a variety of other herbicides (see, e.g., EP-A-0502014).
  • fatty alcohol polyglycol ethers such as nonionic or ionic fatty alcohol polyglycol ethers (e.g., fatty alcohol polyglycol ether sulfates) are also useful as penetration aids and enhancers for a variety of other herbicides (see, e.g., EP-A-0502014).
  • the herbicidal action of the herbicidal combinations according to the invention can also be enhanced by the use of vegetable oils.
  • vegetable oils refers to oils from oil-supplying 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, in particular rapeseed oil, and their transesterification products, e.g. Alkyl esters such as rapeseed oil methyl ester or rapeseed oil ethyl ester.
  • the vegetable oils are preferably esters of Cio-C ⁇ -, preferably C12-C2 0 - fatty acids.
  • the Cio-C 22 fatty acid esters are, for example, esters of unsaturated or saturated Cio-C 22 fatty acids, in particular having an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and in particular cis-fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.
  • Ci O -C 22 -fatty acid esters are esters obtained by reacting glycerol or glycol with the Cio-C 22 fatty acids obtained as they are, for example, in oils from oil-plant species, or -C 2 o alkyl Ci O C 22 fatty acid esters, as for example, by transesterification of the aforementioned glycerol or glycol-C- ⁇ o-C 22 - fatty acid esters with C- ⁇ -C 2 o-alcohols (eg, methanol, ethanol, propanol or butanol ) can be obtained.
  • the transesterification can be carried out by known methods, as described for example in Rompp Chemie Lexikon, 9th edition, Volume 2, page 1343, Thieme Verlag Stuttgart.
  • Ci-C 2 o alkyl-C- ⁇ o-C 22 -fatty acid esters are preferred Methylester, ethyl ester, propyl ester, butyl ester, 2-ethyl-hexyl and dodecyl.
  • Glycerol-Cio-C 22 -fatty acid esters are preferred, the uniform or mixed glycol esters and glycerol esters of Ci O -C 22 fatty acids, especially those fatty acids with even number of carbon atoms, such as erucic acid, lauric acid, palmitic acid and in particular Ci 8 fatty acids such as Stearic acid, oleic acid, linoleic acid or linolenic acid.
  • the vegetable oils can be present in the inventive herbicidal compositions, for example in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil such as Hasten ® (Victorian Chemical Company, Australia, hereinbelow termed Hasten, main ingredient: rapeseed oil ethyl ester), Actirob ® B (Novance, France, hereinafter called 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 ingredient: Rapsölmethylester) or Stefes Mero ® (Stefes , Germany, hereinafter referred to as Mero, main component: rapeseed oil methyl ester) may be contained.
  • Hasten ® Vanictorian Chemical Company, Australia, hereinbelow termed
  • the present invention comprises 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 ® (called Bayer AG, Germany, referred to as Rako-binol, main ingredient: rapeseed oil), Renol ® (Stefes, Germany, termed Renol, vegetable oil ingredient : Rapeseed oil methyl ester) or Stefes Mero® (Stefes, Germany, hereinafter referred to as Mero, main component: rapeseed oil methyl ester).
  • Hasten® Vanictorian Chemical Company, Australia, here
  • Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • inorganic pigments e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • the formulations generally contain between 0.1 and 95 percent by weight of active compound, preferably between 0.5 and 90 percent by weight.
  • 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, e.g. for weed control or to control undesirable crops, e.g. Ready-to-use formulations or tank mixes are 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 are applied.
  • the application is done in the usual way, eg by pouring, spraying, spraying, spreading.
  • the active substances can be applied to the plants (for example harmful plants such as monocotyledonous or dicotyledonous weeds or undesired crop plants), the seeds (for example grains, seeds or vegetative propagation organs such as tubers or sprouts with buds) or the cultivation area (for example arable soil), preferably to the green plants and parts of plants and, where appropriate, on the farmland.
  • harmful plants such as monocotyledonous or dicotyledonous weeds or undesired crop plants
  • the seeds for example grains, seeds or vegetative propagation organs such as tubers or sprouts with buds
  • the cultivation area for example arable soil
  • a common herbicidal formulation of the combination of 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.
  • the adjuvants in the formulation can be optimally matched to one another.
  • Seeds or rhizome pieces of monocotyledonous and dicotyledonous weed plants were placed in sandy soil in cardboard pots and covered with soil.
  • the formulated in the form of wettable powders or emulsion concentrates active compounds (A) and (B) were then applied as aqueous suspensions or emulsions with a water application rate of 100 to 800 l / ha in different dosages on the surface of the cover soil.
  • the pots were placed in the greenhouse and kept under good growth conditions for the weeds.
  • the optical rating of the Plant damage or run-on damage occurred after emergence of the test plants after a test period of 3 to 4 weeks in comparison to untreated controls. As the results show, the tested herbicide combinations have a good herbicidal pre-emergence activity against a broad spectrum of grass weeds and weeds.
  • the herbicide combinations of the 2-lodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and of the compounds of the formula (I) mentioned in Table A have Compounds of group B have very good synergistic herbicidal activity against harmful plants such as Sinapis alba, Chrysanthemum segetum, Avena sativa, Stellaria media, Echinochloa crus-galli, Lolium multiflorum, Setaria viridis, Abutilon theophrasti, Amaranthus retroflexus and Panicum miliaceum pre-emergence at an application rate of 100 g and less active substance per hectare.
  • Seeds or rhizome pieces of monocotyledonous and dicotyledonous weeds were placed in sandy loam soil in plastic pots, covered with soil and grown in the greenhouse under good growth conditions. Three weeks after sowing, the test plants were treated at the 2-4 leaf stage.
  • the compounds of the invention formulated as wettable powders or as emulsion concentrates were sprayed onto the green plant parts in various dosages with an amount of water applied of from 100 to 800 l / ha. After 10 to 28 days of life of the test plants in the greenhouse under optimal growth conditions, the effect of the preparations was optically scored compared to untreated controls.
  • the herbicidal combinations according to the invention have a good herbicidal activity against the emergence of a broad spectrum of economically important weeds and weeds.
  • the herbicide combinations of 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and of compounds of the formula (I) mentioned in Table A have links Group B very good synergistic herbicidal activity against harmful plants such as Sinapis alba, Echinochloa crus-galli, Digitaria sanguinalis, Lolium multiflorum, Chrysanthemum segetum, Setaria viridis, Polygonum convolvulus, Abutilon theophrasti, Amaranthus retroflexus, Panicum miliaceum and Avena sativa postemergence at an application rate of 100 g and less active substance per hectare.

Abstract

The invention relates to a herbicidal combination which contains components (A) and (B), (A) being one or more herbicides from the group consisting of 2-iodo-N-[(4- methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]benzolsulfonamide and compounds of general formula (I), wherein the cation (M+) represents (a) an ion of the alkali metals, preferably lithium, sodium, potassium, or (b) an ion of the alkaline earth metals, preferably calcium and magnesium, or (c) an ion of the transition metals, preferably manganese, copper, zinc or iron, or (d) an ammonium ion, wherein optionally one, two, three or four hydrogen atoms are substituted with the residues, which are the same or different, of the group (C1-C4)-alkyl, hydroxy-(C1-C4)-alkyl, (C3-C6)-cycloalkyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, hydroxy-(C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C6)-mercaptoalkyl, phenyl or benzyl, these residues optionally being substituted with one or more residues, which are the same or different, of the group including halogen, such as F, Cl, Br or I, nitro, cyano, azido, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C6)-cycloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy and phenyl, and two substituents each at the N atom optionally forming an unsubstituted or substituted ring, or (e) a phosphonium ion, or (f) a sulfonium ion, preferably tri-((C1-C4)-alkyl)-sulfonium, or (g) an oxonium ion, preferably tri-((C1-C4)-alkyl)-oxonium, or (h) an optionally monoannulated or polyannulated and/or (C1-C4) alkyl-substituted saturated or unsaturated/aromatic N-containing heterocyclic ionic compound with 1-10 C atoms in the ring system, and (B) one or more herbicides from the group of phenyl ethers consisting of: acifluorfen-sodium, aclonifen, fluoroglycofen-ethyl, fomesafen lactofen, oxyfluorfen, bifenox, ethoxyfen-ethyl (HC-252), clomeprop, cloprop, dichlorprop, dichlorprop-P, mecoprop, mecoprop-P, 4-CPA, 2,4-D, MCPA, MCPA-thioethyl, 2,4-DB, MCPB, clodinafop-propargyl, cyhalofop-butyl, diclofop-methyl, diclofop-P-methyl, fenoxaprop-P-ethyl, fluazifop-butyl, fluazifop-P-butyl, haloxyfop, haloxyfop-P, metamifop, propaquizafop, quizalofop, quizalofop-P.

Description

Herbizid-Kombination Herbicide combination
Beschreibungdescription
Herbizid-Kombination enthaltend 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamid und/oder dessen Salze und herbizide Wirkstoffe aus der Gruppe der Phenylether.Herbicide combination comprising 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and / or its salts and herbicidal active compounds from the group of the phenyl ethers.
Die vorliegende Erfindung liegt auf dem technischen Gebiet der Pflanzenschutzmittel, die gegen unerwünschten Pflanzenwuchs, z.B. im Vorsaatverfahren (mit oder ohne Einarbeitung), im Vorauflauf oder im Nachauflauf in Kulturpflanzen wie beispielsweise in Weizen (Hart- und Weichweizen), Mais, Soja, Zuckerrübe, Zuckerrohr, Baumwolle, Reis, Bohnen (wie beispielsweise Buschbohne und Pferdebohne), Flachs, Gerste, Hafer, Roggen, Triticale, Raps, Kartoffel und Hirse (Sorghum), Weidegras und Grün-/Rasenflächen eingesetzt werden. Im Besonderen betrifft die Erfindung eine Herbizid-Kombination, enthaltend mindestens zwei Herbizide und deren Anwendung zur Bekämpfung unerwünschten Pflanzenwuchses.The present invention is in the technical field of crop protection agents which are resistant to undesired plant growth, e.g. pre-sowing (with or without incorporation), pre-emergence or postemergence in arable crops such as wheat (durum wheat and common wheat), maize, soya, sugarbeet, sugarcane, cotton, rice, beans (such as bushbeam and horse bean), flax, Barley, oats, rye, triticale, rapeseed, potato and millet (sorghum), pasture grass and green / lawns are used. In particular, the invention relates to a herbicidal combination containing at least two herbicides and their use for controlling undesired plant growth.
Es ist bekannt, dass substituierte Phenylsulfonylharnstoffe, herbizide Eigenschaften aufweisen. Dabei handelt es sich z.B. um Phenylderivate, die einfach oder mehrfach substituiert sind (z.B. US 4127405, WO 9209608, BE 853374, WO 9213845, EP 84020, WO 9406778, WO 02072560, US 4169719, US4629494, DE 4038430).It is known that substituted phenylsulfonylureas have herbicidal properties. These are e.g. phenyl derivatives which are monosubstituted or polysubstituted (for example US 4127405, WO 9209608, BE 853374, WO 9213845, EP 84020, WO 9406778, WO 02072560, US 4169719, US 4629494, DE 4038430).
Es ist weiter bekannt, dass bestimmte N-(1 ,3,5-Triazin-2-yl-aminocarbonyl)- arylsulfonamide herbizide Eigenschaften aufweisen (vgl. DE 27 15 786). Aus WO 2006/114220 ist weiterhin bekannt, dass am Phenylring jodierte Sulfonamide herbizide Eigenschaften aufweisen. Die Herbizidwirkung dieser Verbindungen ist jedoch nicht in allen Belangen, wie beispielsweise Verträglichkeit, Wirkungsspektrum, Bekämpfung toleranter oder resistenter Arten, Verhalten gegenüber Folgekulturen oder Anwendungsflexibilität, zufriedenstellend. Die herbizide Wirksamkeit der N-(1 ,3,5-Triazin-2-yl-aminocarbonyl)-arylsulfonamide gegen Schadpflanzen liegt bereits auf einem hohen Niveau, hängt jedoch im allgemeinen von der Aufwandmenge, der jeweiligen Zubereitungsform, den jeweils zu bekämpfenden Schadpflanzen oder dem Schadpflanzenspektrum, den Klima- und Bodenverhältnissen, etc. ab. Ein weiteres Kriterium ist die Dauer der Wirkung bzw. die Abbaugeschwindigkeit des Herbizids. Zu berücksichtigen sind gegebenenfalls auch Veränderungen in der Empfindlichkeit von Schadpflanzen, die bei längerer Anwendung der Herbizide oder geographisch begrenzt auftreten können. Wirkungsverluste bei einzelnen Pflanzen lassen sich nur bedingt durch höhere Aufwandmengen der Herbizide ausgleichen, z.B. weil damit die Selektivität der Herbizide reduziert wird oder eine Wirkungsverbesserung auch bei höherer Aufwandmenge nicht eintritt.It is also known that certain N- (1,3,5-triazin-2-yl-aminocarbonyl) arylsulfonamides have herbicidal properties (cf DE 27 15 786). From WO 2006/114220 it is furthermore known that sulphonamides iodinated on the phenyl ring have herbicidal properties. However, the herbicidal action of these compounds is not satisfactory in all respects, such as tolerability, spectrum of activity, control of tolerant or resistant species, behavior towards secondary crops or application flexibility. The herbicidal activity of N- (1, 3,5-triazin-2-yl-aminocarbonyl) -arylsulfonamide against harmful plants is already at a high level, but generally depends on the application rate, the particular preparation form, each to be controlled harmful plants or the harmful plant spectrum, climatic and soil conditions, etc. Another criterion is the duration of the action or the degradation rate of the herbicide. It may also be necessary to take account of changes in the susceptibility of harmful plants, which may occur with prolonged use of the herbicides or geographically. Losses of activity in individual plants can only be compensated to a limited extent by higher application rates of the herbicides, for example because this reduces the selectivity of the herbicides or does not result in an improvement in activity even at a higher application rate.
Die Aufgabe der vorliegenden Erfindung bestand darin, ein verbessertes Pflanzenschutzmittel zur Verfügung zu stellen.The object of the present invention was to provide an improved crop protection agent.
Überraschenderweise wurde nun gefunden, dass diese Aufgabe durch Verwendung des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2-yl)carbamoyl]benzolsulfonamids und/oder dessen Salze in Kombination mit sich von diesen strukturell unterscheidenden Herbiziden aus der Gruppe der Phenylether gelöst werden kann, die in besonders günstiger Weise zusammenwirken, z.B. wenn sie zur Bekämpfung von unerwünschtem Pflanzenwuchs in Kulturpflanzen wie Weizen (Hart- und Weichweizen), Mais, Soja, Zuckerrübe, Zuckerrohr, Baumwolle, Reis, Bohnen (wie beispielsweise Buschbohne und Pferdebohne), Flachs, Gerste, Hafer, Roggen,Surprisingly, it has now been found that this object is achieved by using the 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and / or its salts in combination with can be solved by these structurally different herbicides from the group of phenyl ethers, which interact in a particularly favorable manner, eg when used to control undesired crop growth in crops such as wheat (hard and soft wheat), maize, soya, sugarbeet, sugar cane, cotton, rice, beans (such as bushbeam and horse bean), flax, barley, oats, rye,
Triticale, Raps, Kartoffel und Hirse (Sorghum), Weideland und Grün-/Rasenflächen eingesetzt werden.Triticale, rapeseed, potato and millet (sorghum), pasture land and green / lawn areas are used.
Verbindungen aus der Gruppe der Phenalether, sind bereits als herbizide Wirkstoffe für die Bekämpfung von unerwünschtem Pflanzenwachstum bekannt; siehe hierzu beispielsweise DE 2311638, US 4394159, EP 20052, EP 3416, US 3798276, GB 1232368, DE 394015, US 4465507, US 2957790, GB 820180, US 3708278, CA 570065, GB 758980, US 4713109, US 4894085, DE 2136828, GB 2042503, GB 1599121 , GB 2055802, WO 200005956, EP 52798, GB 2042539, EP 133034 und die in den zuvor genannten Druckschriften zitierte Literatur.Compounds from the group of phenal ethers are already known as herbicidal active substances for controlling unwanted plant growth; see for example DE 2311638, US 4394159, EP 20052, EP 3416, US 3798276, GB 1232368, DE 394015, US 4465507, US 2957790, GB 820180, US 3708278, CA. 570065, GB 758980, US 4713109, US 4894085, DE 2136828, GB 2042503, GB 1599121, GB 2055802, WO 200005956, EP 52798, GB 2042539, EP 133034 and the literature cited in the aforementioned publications.
Gegenstand der vorliegenden Erfindung ist somit eine Herbizid-Kombination enthaltend Herbizide aus (A) und Herbizide aus (B), wobeiThe present invention thus relates to a herbicide combination comprising herbicides of (A) and herbicides of (B), wherein
(A) ein oder mehrere Herbizide aus der Gruppe bestehend aus dem 2-lodo-N-[(4- methoxy-6-methyl-1 ,3,5-triazin-2-yl)carbamoyl]benzolsulfonamid und Verbindungen der allgemeinen Formel (I)(A) one or more herbicides selected from the group consisting of the 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the general formula ( I)
wobei das Kation (M+) (a) ein Ion der Alkalimetalle, bevorzugt Lithium, Natrium, Kalium, oder where the cation (M + ) (a) is an ion of the alkali metals, preferably lithium, sodium, potassium, or
(b) ein Ion der Erdalkalimetalle, bevorzugt Calcium und Magnesium, oder(b) an ion of the alkaline earth metals, preferably calcium and magnesium, or
(c) ein Ion der Übergangsmetalle, bevorzugt Mangan, Kupfer, Zink und Eisen, oder(c) an ion of the transition metals, preferably manganese, copper, zinc and iron, or
(d) ein Ammonium-Ion, bei dem gegebenenfalls ein, zwei, drei oder alle vier Wasserstoffatome, durch gleiche oder verschiedene Reste aus der Gruppe (Ci-C4)-Alkyl, Hydroxy-(Cr C4)-Alkyl, (C3-C6)-Cycloalkyl, (C1-C4)-Alkoxy-(C1-C4)-alkyl, Hydroxy-(Ci-C4)-alkoxy-(Ci-C4)-alkyl, (C-ι-C6)-Mercaptoalkyl, Phenyl oder Benzyl substituiert sind, wobei die zuvor genannten Reste gegebenenfalls durch einen oder mehrere, gleiche oder verschiedene Reste aus der Gruppe Halogen, wie F, Cl, Br oder I1 Nitro, Cyano, Azido, (Ci-C6)-Alkyl, (d-CeJ-Haloalkyl, (C3- C6)-Cycloalkyl, (C1-Ce)-AIkOXy, (CrC6)-Haloalkoxy und Phenyl substituiert sind, und wobei jeweils zwei Substituenten am N- Atom zusammen gegebenfalls einen unsubstituierten oder substituierten Ring bilden, oder(d) an ammonium ion in which optionally one, two, three or all four hydrogen atoms are represented by identical or different radicals from the group consisting of (C 1 -C 4 ) -alkyl, hydroxy- (C 1 -C 4 ) -alkyl, (C 3 -C 6) cycloalkyl, (C 1 -C 4) alkoxy- (C 1 -C 4) alkyl, hydroxy (Ci-C 4) alkoxy (Ci-C 4) alkyl, (C -ι-C 6 ) -Mercaptoalkyl, phenyl or benzyl are substituted, wherein the aforementioned radicals are optionally substituted by one or more, identical or different radicals from the group halogen, such as F, Cl, Br or I 1 is nitro, cyano, azido, (Ci-C 6) -alkyl, (d-CeJ-haloalkyl, (C 3 - C 6) cycloalkyl, (C 1 -Ce) -alkoxy, (CrC 6) -haloalkoxy and phenyl are each substituted, and wherein in each case two substituents on the N atom together optionally form an unsubstituted or substituted ring, or
(e) ein Phosphonium-Ion, oder(e) a phosphonium ion, or
(T) ein Sulfonium-Ion, bevorzugt Tri-((Ci-C4)-alkyl)-sulfonium, oder (g) ein Oxonium-Ion, bevorzugt Tri-((Ci-C4)-alkyl)-oxonium, oder (h) eine gegebenenfalls einfach oder mehrfach anneliierte und/oder durch (CrC4)-Alkyl substituierte gesättigte oder ungesättigte/aromatische N-haltige heterocyclische ionische Verbindung mit 1-10 C-Atomen im Ringsystem ist. bedeutet, und(T) a sulfonium ion, preferably tri - ((C 1 -C 4 ) -alkyl) -sulfonium, or (g) an oxonium ion, preferably tri - ((C 1 -C 4 ) -alkyl) -oxonium, or (h) is an optionally mono- or polyannelated and / or (C 1 -C 4 ) -alkyl-substituted saturated or unsaturated / aromatic N-containing heterocyclic ionic compound having 1-10 C atoms in the ring system. means, and
(B) ein oder mehrere Herbizide aus der Gruppe der Phenylether bestehend aus:(B) one or more herbicides from the group of phenyl ethers consisting of:
der Untergruppe der Nitrophenylether (Untergruppe 1), bestehend aus: acifluorfen-sodium [CAS RN 62476-59-9] (= B1-1); aclonifenthe subgroup of nitrophenyl ethers (subgroup 1), consisting of: acifluorfen-sodium [CAS RN 62476-59-9] (= B1-1); aclonifen
[CAS RN 74070-46-5] (= B1-2); fluoroglycofen-ethyl [CAS RN 77501-90-7][CAS RN 74070-46-5] (= B1-2); fluoroglycofen-ethyl [CAS RN 77501-90-7]
(= B 1-3); fomesafen [CAS RN 72178-02-0] (= B 1-4); lactofen(= B 1-3); fomesafen [CAS RN 72178-02-0] (= B 1-4); lactofen
[CAS RN 77501-63-4] (= B1-5); oxyfluorfen [CAS RN 42874-03-3] (= B1-6);[CAS RN 77501-63-4] (= B1-5); oxyfluorfen [CAS RN 42874-03-3] (= B1-6);
der Untergruppe Diphenylether (Untergruppe 2), bestehend aus: bifenox [CAS RN 42576-02-3] (= B2-1); ethoxyfen-ethyl (HC-252) [CAS RN 131086-42-5] (= B2-2);the subgroup diphenyl ether (subgroup 2), consisting of: bifenox [CAS RN 42576-02-3] (= B2-1); ethoxyfen-ethyl (HC-252) [CAS RN 131086-42-5] (= B2-2);
der Untergruppe der Phenoxyherbizide (Untergruppe 3), bestehend aus: clomeprop [CAS RN 84496-56-0] (= B3-1);the subgroup of phenoxy herbicides (subgroup 3) consisting of: clomeprop [CAS RN 84496-56-0] (= B3-1);
der Untergruppe der Phenoxypropionylherbizide (Untergruppe 4) bestehend aus: cloprop [CAS RN 101-10-0] (= B4-1); dichlorprop [CAS RN 7547-66-2] (= B4-2); dichlorprop-P [CAS RN 15165-67-0] (= B4-3); mecoprop [CAS RN7085-19-0] (= B4-4); mecoprop-P [CAS RN 16484-77-8] (= B4-5);subgroup of phenoxypropionyl herbicides (subgroup 4) from: cloprop [CAS RN 101-10-0] (= B4-1); dichlorprop [CAS RN 7547-66-2] (= B4-2); dichloroprop-P [CAS RN 15165-67-0] (= B4-3); mecoprop [CAS RN7085-19-0] (= B4-4); mecoprop-P [CAS RN 16484-77-8] (= B4-5);
der Untergruppe der Phenoxyacetylherbizide (Untegruppe 5), bestehend aus: 4-CPA [CAS RN 122-88-3] (= B5-1); 2,4-D [CAS RN 94-75-7] (= B5-2); MCPA [CAS RN 94-74-6] (= B5-3); MCPA-thioethyl [CAS RN 25319-90-8] (= B5-4);the subgroup of phenoxyacetyl herbicides (group 5) consisting of: 4-CPA [CAS RN 122-88-3] (= B5-1); 2,4-D [CAS RN 94-75-7] (= B5-2); MCPA [CAS RN 94-74-6] (= B5-3); MCPA-thioethyl [CAS RN 25319-90-8] (= B5-4);
der Untergruppe der Phenoxybutyrylherbizide (Untergruppe 6), bestehend aus: 2,4-DB [CAS RN 94-82-6] (= B6-1); MCPB [CAS RN 94-74-6] (= B6-2);the subgroup of phenoxybutyryl herbicides (subgroup 6) consisting of: 2,4-DB [CAS RN 94-82-6] (= B6-1); MCPB [CAS RN 94-74-6] (= B6-2);
und der Untergruppe der Aryloxyphenoxypropionylherbizide (Untergruppe 7), bestehend aus: clodinafop-propargyl [CAS RN 105512-06-9] (= B7-1); cyhalofop-butyl [CAS RN 122008-85-9] (= B7-2); diclofop-methyl [CAS RN 51338-27-2] (= B7-3); diclofop-P-methyl [CAS RN 71283-65-3] (= B7-4); fenoxaprop-P-ethyl [CAS RN 71283-80-2] (= B7-5); fluazifop-butyl [CAS RN 69806-50-4] (= B7-6); fluazifop-P-butyl [CAS RN 79241-46-6]and the subgroup of aryloxyphenoxypropionyl herbicides (subgroup 7) consisting of: clodinafop-propargyl [CAS RN 105512-06-9] (= B7-1); cyhalofop-butyl [CAS RN 122008-85-9] (= B7-2); diclofop-methyl [CAS RN 51338-27-2] (= B7-3); diclofop-P-methyl [CAS RN 71283-65-3] (= B7-4); fenoxaprop-P-ethyl [CAS RN 71283-80-2] (= B7-5); fluazifop-butyl [CAS RN 69806-50-4] (= B7-6); fluazifop-P-butyl [CAS RN 79241-46-6]
(= B7-7); haloxyfop [CAS RN 69806-34-4] (= B7-8); haloxyfop-P [CAS RN 95977-29-0] (= B7-9); metamifop [CAS RN 256412-89-2] (= B7-10); propaquizafop [CAS RN 111479-05-1] (= B7-11); quizalofop [CAS RN 76578-12-6] (= B7-12); quizalofop-P [CAS RN 94051-08-8] (= B7-13).(= B7-7); haloxyfop [CAS RN 69806-34-4] (= B7-8); haloxyfop-P [CAS RN 95977-29-0] (= B7-9); metamifop [CAS RN 256412-89-2] (= B7-10); propaquizafop [CAS RN 111479-05-1] (= B7-11); quizalofop [CAS RN 76578-12-6] (= B7-12); quizalofop-P [CAS RN 94051-08-8] (= B7-13).
bedeutet.means.
Die hinter den unter der Gruppe B genannten Bezeichnungen (Common name) in eckigen Klammern aufgeführte „CAS RN" entspricht der „Chemical Abstract Service Registry Number", einer allgemein gebräuchlichen Referenznummer, die eine eindeutige Zuordnung der bezeichneten Substanzen ermöglicht, da die „CAS RN" u.a. zwischen Isomeren, einschließlich Stereoisomeren, unterscheidet.The "CAS RN" listed in square brackets after the names mentioned under group B corresponds to the "Chemical Abstract Service Registry Number", a commonly used reference number which allows a clear assignment of the named substances, since the "CAS RN " among others, isomers, including stereoisomers.
Als Herbizid (A) bevorzugt sind das 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamid und Verbindungen der Formel (I), in denen das Kation (M+)Preferred herbicides (A) are 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the formula (I) in which Cation (M + )
(a) ein Ion der Alkalimetalle, bevorzugt Lithium, Natrium, Kalium, oder(a) an ion of the alkali metals, preferably lithium, sodium, potassium, or
(b) ein Ion der Erdalkalimetalle, bevorzugt Calcium und Magnesium, oder (c) ein Ion der Übergangsmetalle, bevorzugt Mangan, Kupfer,(b) an ion of the alkaline earth metals, preferably calcium and magnesium, or (c) an ion of the transition metals, preferably manganese, copper,
Zink und Eisen, oderZinc and iron, or
(d) ein Ammonium-Ion, bei dem gegebenenfalls ein, zwei, drei oder alle vier Wasserstoffatome, durch gleiche oder verschiedene Reste aus der Gruppe (Ci-C4)-Alkyl, Hydroxy-(Cr C4)-Alkyl, (C3-C4)-Cycloalkyl, (C1-C2)-Alkoxy-(C1-C2)-alkyl,(d) an ammonium ion in which optionally one, two, three or all four hydrogen atoms are represented by identical or different radicals from the group consisting of (C 1 -C 4 ) -alkyl, hydroxy- (C 1 -C 4 ) -alkyl, (C 3 -C 4 ) -cycloalkyl, (C 1 -C 2 ) -alkoxy- (C 1 -C 2 ) -alkyl,
Hydroxy-(Ci-C2)-alkoxy-(C1-C2)-alkyl, (Ci-C2)-Mercaptoalkyl, Phenyl oder Benzyl substituiert sind, wobei die zuvor genannten Reste gegebenenfalls durch einen oder mehrere, gleiche oder verschiedene Reste aus der Gruppe Halogen, wie F, Cl, Br oder I, Nitro, Cyano, Azido, (d-C2)-Alkyl, (Ci-C2)-Haloalkyl, (C3-Hydroxy (Ci-C 2 ) -alkoxy- (C 1 -C 2 ) -alkyl, (Ci-C 2 ) -Mercaptoalkyl, phenyl or benzyl are substituted, whereby the before-mentioned remainders if necessary by one or more, the same or different radicals from the group halogen, such as F, Cl, Br or I, nitro, cyano, azido, (dC 2) alkyl, (Ci-C 2) -haloalkyl, (C 3 -
C4)-Cycloalkyl, (Ci-C2)-Alkoxy, (Ci-C2)-Haloalkoxy und Phenyl substituiert sind und wobei jeweils zwei Substituenten am N- Atom zusammen gegebenfalls einen unsubstituierten oder substituierten Ring bilden, oder (e) ein quartäres Phosphonium-Ion, bevorzugt Tetra-((C-ι-C4)- alkyl)-phosphonium und Tetraphenyl-phosponium, wobei die (Ci-C4)-Alkylreste und die Phenylreste gegebenenfalls einfach oder mehrfach mit gleichen oder verschiedenen Resten aus der Gruppe Halogen, wie F, Cl, Br oder I, (d-C2)-Alkyl, (CrC2)- Haloalkyl, (C3-C4)-Cycloalkyl, (d-C2)-Alkoxy und (C1-C2)-C 4 ) -cycloalkyl, (C 1 -C 2 ) -alkoxy, (C 1 -C 2 ) -haloalkoxy and phenyl, and wherein in each case two substituents on the N-atom together optionally form an unsubstituted or substituted ring, or (e) a quaternary phosphonium ion, preferably tetra - ((C-ι-C 4) - alkyl) phosphonium and tetraphenyl phosphonium, wherein the (Ci-C 4) alkyl radicals and the phenyl radicals optionally monosubstituted or polysubstituted by identical or different radicals from halogen, such as F, Cl, Br or I, (dC 2) alkyl, (C r C 2) - haloalkyl, (C 3 -C 4) -cycloalkyl, (dC 2) -alkoxy and (C 1 - C 2 ) -
Haloalkoxy substituiert sind, oder (T) ein tertiäres Sulfonium-Ion, bevorzugt Tri-((Ci-C4)-alkyl)- sulfonium oder Triphenyl-sulfonium, wobei die (Ci-C4)-Alkylreste und die Phenylreste gegebenenfalls einfach oder mehrfach mit gleichen oder verschiedenen Resten aus der Gruppe Halogen, wie F, Cl, Br oder I, (CrC2)-Alkyl, (Ci-C2)-Haloalkyl, (C3-C4)- Cycloalkyl, (C 1 -C2J-AI koxy und (Ci-C2)-Haloalkoxy substituiert sind, oderHaloalkoxy are substituted, or (T) a tertiary sulfonium ion, preferably tri - ((Ci-C 4 ) alkyl) - sulfonium or triphenyl-sulfonium, wherein the (Ci-C 4 ) -alkyl radicals and the phenyl radicals optionally mono- or polysubstituted by identical or different radicals from the group halogen, such as F, Cl, Br or I, (C r C 2 ) alkyl , (C 1 -C 2 ) -haloalkyl, (C 3 -C 4 ) -cycloalkyl, (C 1 -C 2) -alkoxy and (C 1 -C 2 ) -haloalkoxy, or
(g) ein tertiäres Oxonium-Ion, bevorzugt Tri-((Ci-C4)-alkyl)- oxonium, wobei die (Ci-C4)-Alkylreste gegebenenfalls einfach oder mehrfach mit gleichen oder verschiedenen Resten aus der Gruppe Halogen, wie F, Cl, Br oder I, (d-C2)-Alkyl, (C1-C2)-(g) a tertiary oxonium ion, preferably tri - ((C 1 -C 4 ) -alkyl) -oxonium, where the (C 1 -C 4 ) -alkyl radicals are optionally mono- or polysubstituted by identical or different radicals from the group halogen, such as F, Cl, Br or I, (dC 2 ) -alkyl, (C 1 -C 2 ) -
Haloalkyl, (C3-C4)-Cycloalkyl, (CrC2)-Alkoxy und (CrC2)- Haloalkoxy substituiert sind, oderHaloalkyl, (C 3 -C 4 ) -cycloalkyl, (C r C 2 ) -alkoxy and (C r C 2 ) -haloalkoxy, or
(h) ein Kation aus der Reihe der folgenden heterocyclischen Verbindungen, wie beispielsweise Pyridin, Chinolin, 2- Methylpyridin, 3-Methylpyridin, 4-Methylpyridin, 2,4-(h) a cation from the series of the following heterocyclic compounds, such as pyridine, quinoline, 2-methylpyridine, 3-methylpyridine, 4-methylpyridine, 2,4-
Dimethylpyridin, 2,5-Dimethylpyridin, 2,6-Dimethylpyridin, 5- Ethyl-2-methylpyridin, Piperidin, Pyrrolidin, Morpholin, Thiomorpholin, Pyrrol, Imidazol, 1 ,5-Diazabicyclo[4.3.0]non-5-en (DBN), 1 ,8-Diazabicyclo[5.4.0]undec-7-en (DBU) ist.Dimethylpyridine, 2,5-dimethylpyridine, 2,6-dimethylpyridine, 5-ethyl-2-methylpyridine, piperidine, pyrrolidine, morpholine, thiomorpholine, pyrrole, imidazole, 1, 5-diazabicyclo [4.3.0] non-5-ene ( DBN), 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU).
Die bei den Restedefinitionen genannten Kohlenwasserstoffreste, wie Alkyl, Alkenyl oder Alkinyl, auch in Kombinationen mit Heteroatomen, wie in Alkoxy, Alkylthio, Haloalkyl oder Alkylamino, sind auch dann, wenn dies nicht ausdrücklich angegeben ist, geradkettig oder verzweigt.The hydrocarbon radicals mentioned in the radical definitions, such as alkyl, alkenyl or alkynyl, also in combinations with heteroatoms, such as in alkoxy, alkylthio, haloalkyl or alkylamino, are also straight-chain or branched, even if not expressly stated.
Beispiele für als Herbizid (A) bevorzugt verwendete Verbindungen sind das 2-lodo- N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2-yl)carbamoyl]benzolsulfonamid (A-O) und die in der nachfolgenden Tabelle A genannten Verbindungen der Formel (I) (d.h. der Verbindungen (A-1 bis A-35)). Tabelle A: Verbindungen der allgemeinen Formel (I), wobei durch M+ das jeweilige Salz der bezeichnet ist Examples of compounds which are preferably used as herbicide (A) are 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide (AO) and those described in US Pat compounds of the formula (I) below (ie the compounds (A-1 to A-35)). Table A: Compounds of general formula (I), wherein by M + the respective salt is denoted
Als Herbizid (A) besonders bevorzugt sind das 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5- triazin-2-yl)carbamoyl]benzolsulfonamid und Verbindungen der Formel (I), in denen das Kation (M+) ein Natrium-Ion, ein Kalium-Ion, ein Lithium-Ion, ein Magnesium-Ion, ein Calcium- lon, ein NH4 +-lon, ein (2-Hydroxyeth-1-yl)ammonium-lon, Bis-N,N-(2-hydroxyeth-1- yl)ammonium-lon, Tris-N,N,N-(2-hydroxyeth-1-yl)ammonium-lon, ein Methylammonium-Ion, ein Dimethylammonium-Ion, ein Trimethylammonium-Ion, ein Tetramethylammonium-Ion ein Ethylammonium-Ion, ein Diethylammonium-Ion, ein Triethylammonium-Ion, ein Tretraethylammonium-Ion ein Isopropylammonium-Ion, ein Diisopropylammonium-Ion, ein Tetrapropylammonium-Ion, ein Tetrabutylammonium-Ion, ein 2-(2-Hydroxyeth-1-oxy)eth-1-yl-ammonium-lon, ein Di- (2-hydroxyeth-1-yl)-ammonium-lon, ein Trimethylbenzylammonium-Ion, ein Tri-((Ci- C4)-alkyl)-sulfonium-lon, oder ein Tri-((Ci-C4)-alkyl)-oxonium-lon, ein Benzylammonium-Ion, ein 1-Phenylethylammonium-lon, ein 2- Phenylethylammonium-Ion, ein Diisopropylethylammonium-Ion, ein Pyridinium-Ion, ein Piperidinium-Ion, ein Imidazolium-Ion, ein Morpholinium-Ion, ein 1 ,8- Diazabicyclo[5.4.0]undec-7-enium-lon ist.Particularly preferred herbicides (A) are 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the formula (I) in which the cation (M + ) is a sodium ion, a potassium ion, a lithium ion, a magnesium ion, a calcium ion, an NH 4 + ion, a (2-hydroxyeth-1-yl) ammonium ion, bis-N, N- (2-hydroxyeth-1-yl) ammonium ion, Tris-N, N, N- (2-hydroxyeth-1-yl) ammonium ion, a methylammonium ion, a dimethylammonium ion, Ion, a trimethylammonium ion, a tetramethylammonium ion, an ethylammonium ion, a diethylammonium ion, a triethylammonium ion, a tretraethylammonium ion, an isopropylammonium ion, a diisopropylammonium ion, a tetrapropylammonium ion, a tetrabutylammonium ion, a 2- (2-hydroxyeth-1-oxy) eth-1-yl ammonium ion, a di (2-hydroxyeth-1-yl) ammonium ion, a trimethylbenzylammonium ion, a tri - ((Ci C 4 ) alkyl) sulfonium ion, or a tri ((C 1 -C 4 ) alkyl) oxonium ion, a benzyl ammonium ion, a 1-phenylethyl ammonium ion 2-phenylethylammonium ion, a diisopropylethylammonium ion, a pyridinium ion, a piperidinium ion, an imidazolium ion, a morpholinium ion, a 1, 8 Diazabicyclo [5.4.0] undec-7-enium-lon.
Als Herbizid (A) besonders bevorzugt sind das 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5- triazin-2-yl)carbamoyl]benzolsulfonamid und Verbindungen der Formel (I)1 in denen das Kation (M+) ein Natrium-Ion, ein Kalium-Ion, ein Magnesium-Ion, ein Calcium- lon, oder ein NH4 +-lon ist.Particularly preferred herbicides (A) are 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the formula (I) 1 in which the cation (M + ) is a sodium ion, a potassium ion, a magnesium ion, a calcium ion, or an NH 4 + ion.
Als Herbizid (A) ebenfalls besonders bevorzugt sind das 2-lodo-N-[(4-methoxy-6- methyl-1 ,3,5-triazin-2-yl)carbamoyl]benzolsulfonamid und Verbindungen der Formel (I), in denen das Kation (M+), in denen das Kation (M+) ein Natrium-Ion, ein Kalium- Ion oder ein NH4-lon.Also particularly preferred as herbicide (A) are the 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the formula (I), in those containing the cation (M + ), in which the cation (M + ) is a sodium ion, a potassium ion or an NH 4 -lon.
Als Herbizid (B) bevorzugte Verbindungen sind: ein oder mehrere Herbizide aus der Gruppe der Phenylether bestehend aus: acifluorfen-sodium [CAS RN 62476-59-9] (= B1-1); aclonifen [CAS RN 74070-46-5] (= B1-2); fluoroglycofen-ethyl [CAS RN 77501-90-7] (= B1-3); oxyfluorfen [CAS RN 42874-03-3] (= B1-6); bifenox [CAS RN 42576-02-3] (= B2-1); dichlorprop-P [CAS RN 15165-67-0] (= B4-3); mecoprop-P [CAS RN 16484-77-8] (= B4-5); 2,4-D [CAS RN 94-75-7] (= B5-2); MCPA [CAS RN 94-74-6] (= B5-3); clodinafop-propargyl [CAS RN 105512-06-9] (= B7-1); cyhalofop-butyl [CAS RN 122008-85-9] (= B7-2); diclofop-methyl [CAS RN 51338- 27-2]As herbicide (B) preferred compounds are: one or more herbicides from the group of phenyl ethers consisting of: acifluorfen-sodium [CAS RN 62476-59-9] (= B1-1); aclonifen [CAS RN 74070-46-5] (= B1-2); fluoroglycofen-ethyl [CAS RN 77501-90-7] (= B1-3); oxyfluorfen [CAS RN 42874-03-3] (= B1-6); bifenox [CAS RN 42576-02-3] (= B2-1); dichloroprop-P [CAS RN 15165-67-0] (= B4-3); mecoprop-P [CAS RN 16484-77-8] (= B4-5); 2,4-D [CAS RN 94-75-7] (= B5-2); MCPA [CAS RN 94-74-6] (= B5-3); clodinafop-propargyl [CAS RN 105512-06-9] (= B7-1); cyhalofop-butyl [CAS RN 122008-85-9] (= B7-2); diclofop-methyl [CAS RN 51338-27-2]
(= B7-3); diclofop-P-methyl [CAS RN 71283-65-3] (= B7-4); fenoxaprop-P-ethyl [CAS RN 71283-80-2] (= B7-5); fluazifop-P-butyl [CAS RN 79241-46-6] (= B7-7); quizalofop-P [CAS RN 94051-08-8] (= B7-13).(= B7-3); diclofop-P-methyl [CAS RN 71283-65-3] (= B7-4); fenoxaprop-P-ethyl [CAS RN 71283-80-2] (= B7-5); fluazifop-P-butyl [CAS RN 79241-46-6] (= B7-7); quizalofop-P [CAS RN 94051-08-8] (= B7-13).
Als Herbizid (B) besornders bevorzugte Verbindungen sind: aclonifen [CAS RN 74070-46-5] (= B1-2); mecoprop-PAs herbicide (B), preferred compounds are: aclonifen [CAS RN 74070-46-5] (= B1-2); mecoprop-P
[CAS RN 16484-77-8] (= B4-5); 2,4-D [CAS RN 94-75-7] (= B5-2); diclofop-methyl [CAS RN 51338-27-2] (= B7-3); fenoxaprop-P-ethyl [CAS RN 71283-80-2] (= B7-5). Die Herbizide (A) und/oder (B) können je nach Art und Verknüpfung der Substituenten als Stereoisomere vorliegen. Die durch ihre spezifische Raumform definierten möglichen Stereoisomere, wie Enantiomere, Diastereomere, Z- und E- Isomere sind alle von der Formel (I) umfasst. Sind beispielsweise eine oder mehrere Alkenylgruppen vorhanden, so können Diastereomere (Z- und E-Isomere) auftreten. Sind beispielsweise ein oder mehrere asymmetrische Kohlenstoffatome vorhanden, so können Enantiomere und Diastereomere auftreten. Stereoisomere lassen sich aus den bei der Herstellung anfallenden Gemischen nach üblichen Trennmethoden, beispielsweise durch chromatographische Trennverfahren, erhalten. Ebenso können Stereoisomere durch Einsatz stereoselektiver Reaktionen unter Verwendung optisch aktiver Ausgangs- und/oder Hilfsstoffe selektiv hergestellt werden. Die Erfindung betrifft somit auch alle Stereoisomeren, der Herbizide (A) und/oder (B), die jedoch nicht mehr mit ihrer spezifischen Stereoform angegeben sind, und deren Gemische.[CAS RN 16484-77-8] (= B4-5); 2,4-D [CAS RN 94-75-7] (= B5-2); diclofop-methyl [CAS RN 51338-27-2] (= B7-3); fenoxaprop-P-ethyl [CAS RN 71283-80-2] (= B7-5). The herbicides (A) and / or (B) may be present as stereoisomers, depending on the nature and linkage of the substituents. The possible stereoisomers defined by their specific spatial form, such as enantiomers, diastereomers, Z and E isomers, are all encompassed by the formula (I). If, for example, one or more alkenyl groups are present, diastereomers (Z and E isomers) can occur. For example, if one or more asymmetric carbon atoms are present, enantiomers and diastereomers may occur. Stereoisomers can be obtained from the mixtures obtained in the preparation by customary separation methods, for example by chromatographic separation methods. Similarly, stereoisomers can be selectively prepared by using stereoselective reactions using optically active sources and / or adjuvants. The invention thus also relates to all stereoisomers of herbicides (A) and / or (B), but which are no longer specified with their specific stereoform, and mixtures thereof.
Die erfindungsgemäßen Herbizid-Kombinationen können zusätzliche weitere Komponenten enthalten, z. B. agrochemische Wirkstoffe anderer Art und/oder im Pflanzenschutz übliche Zusatzstoffe und/oder Formulierungshilfsmittel, oder zusammen mit diesen eingesetzt werden.The herbicide combinations of 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.
Die Herstellung von Salzen 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamids, insbesondere von Verbindungen der allgemeinen Fomel (I)1 ist nach dem Stand der Technik bekannt, vgl. hierzu auch die am 24.10.2007 eingereichte europäische Patentanmeldung EP 07020807.9 der Bayer CropScience AG mit dem Titel „Salze des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5- triazin-2-yl)carbamoyl]benzolsulfonamids, Verfahren zu deren Herstellung, sowie deren Verwendung als Herbizide und Pflanzenwachstumsregulatoren".The preparation of salts of 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide, in particular of compounds of the general formula (I) 1, is known in the art known in the art, cf. See also European patent application EP 07020807.9 filed on 24.10.2007 by Bayer CropScience AG entitled "Salts of 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide, process for their preparation, and their use as herbicides and plant growth regulators ".
In bevorzugter Ausführungsform enthalten die erfindungsgemäßen Herbizid- Kombinationen die Herbizide (A) und (B) in einem wirksamen Gehalt und/oder weisen synergistische Wirkungen auf. Die synergistischen Wirkungen können z.B. bei gemeinsamer Ausbringung der Herbizide (A) und (B) beispielsweise als Co- Formulierung oder als Tank-Mischung beobachtet werden, sie können jedoch auch bei zeitlich versetzter Anwendung (Splitting) festgestellt werden. Möglich ist auch die Anwendung der Herbizide oder der Herbizid-Kombinationen in mehreren Portionen (Sequenzanwendung), z. B. nach Anwendungen im Vorauflauf, gefolgt von Nachauflauf-Applikationen oder nach frühen Nachauflaufanwendungen, gefolgt von Applikationen im mittleren oder späten Nachauflauf. Bevorzugt ist dabei die gemeinsame oder die zeitnahe Anwendung der Herbizide (A) und (B) der jeweiligen Kombination.In a preferred embodiment, the herbicidal combinations according to the invention contain the herbicides (A) and (B) in an effective content and / or have synergistic effects. The synergistic effects can be achieved, for example, when the herbicides (A) and (B) are applied together, for example as co-herbicides. Formulation or as a tank mixture are observed, but they can also be detected in a split-time application (splitting). It is also possible to use the herbicides or herbicide combinations in several portions (sequence application), eg. 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.
Die synergistischen Effekte erlauben eine Reduktion der Aufwandmengen der Einzelherbizide, eine höhere Wirkungsstärke bei gleicher Aufwandmenge, die Kontrolle bislang nicht erfasster Arten (Lücken), die Kontrolle von Arten, die Toleranzen oder Resistenzen gegenüber einzelnen oder mehreren Herbiziden aufweisen, eine Ausdehnung des Anwendungszeitraums und/oder eine Reduzierung der Anzahl notwendiger Einzelanwendungen und - als Resultat für den Anwender - ökonomisch und ökologisch vorteilhaftere Unkrautbekämpfungssysteme.The synergistic effects allow a reduction in the application rates of the individual herbicides, a higher potency at the same rate, the control of previously unrecognized species (gaps), the control of species that have tolerances or resistances to single or multiple herbicides, an extension of 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.
Bespielsweise werden durch die erfindungsgemäßen Kombinationen aus Herbiziden (A)+(B) synergistische Wirkungssteigerungen möglich, die weit und in unerwarteter Weise über die Wirkungen hinausgehen, die mit den Einzelherbiziden (A) und (B) erreicht werden.For example, the combinations of herbicides (A) + (B) according to the invention make possible synergistic increases in activity which go far and unexpectedly beyond the effects achieved with the individual herbicides (A) and (B).
Die genannte Formel (I) umfaßt alle Stereoisomeren und deren Gemische, insbesondere auch racemische Gemische, und - soweit Enantiomere möglich sind - das jeweils biologisch wirksame Enantiomere.Said formula (I) comprises all stereoisomers and mixtures thereof, in particular racemic mixtures, and - as far as enantiomers are possible - the respective biologically active enantiomers.
Die Herbizide der Gruppe (A) hemmen das Enzym Acetolactatsynthase (ALS) und damit die Proteinbiosynthese in Pflanzen. Die Aufwandmenge der Herbizide (A) kann in einem weiten Bereich variieren, beispielsweise zwischen 0,001 g und 1500 g AS/ha (AS/ha bedeutet dabei im folgenden .Aktivsubstanz pro Hektar" = bezogen auf 100%igen Wirkstoff). Bei Anwendungen mit Aufwandmengen von 0,001 g bis 1500 g AS/ha der Herbizide (A), vorzugsweise der Verbindungen A-O bis A-35, wird im Vor- und Nachauflaufverfahren ein relativ breites Spektrum an Schadpflanzen bekämpft, z.B. an annuellen und perennierenden, mono- oder dikotylen Unkräutern sowie an unerwünschten Kulturpflanzen. Bei den erfindungsgemäßen Kombinationen liegen die Aufwandmengen in der Regel z. B. im Bereich von 0,001 g bis 1000 g AS/ha, vorzugsweise 0,1 g bis 500 g AS/ha, besonders bevorzugt 0,5 g bis 250 g AS/ha.The herbicides of group (A) inhibit the enzyme acetolactate synthase (ALS) and thus protein biosynthesis in plants. The application rate of the herbicides (A) can vary within a wide range, for example between 0.001 g and 1500 g AS / ha (AS / ha in the following mean .Active substance per hectare "= based on 100% active ingredient.) For applications with application rates from 0.001 g to 1500 g AS / ha of the herbicides (A), preferably the compounds AO to A-35 pre-emergence and post-emergence control of a relatively wide range of harmful plants, for example on annealing and perennial, monocotyledonous or dicotyledonous weeds as well as on unwanted crops. In the combinations according to the invention, the application rates are usually z. B. in the range of 0.001 g to 1000 g AS / ha, preferably 0.1 g to 500 g AS / ha, more preferably 0.5 g to 250 g AS / ha.
Die Herbizide der Gruppe (B) beeinflussen beispielsweise die Protoporphyrinogen- Oxidase, die Auxinwirkung, und die Acetyl-CoA-carboxylase und eignen sich sowohl für einen Einsatz im Vorauflauf wie auch im Nachauflauf. Die Aufwandmenge der Herbizide (B) kann in einem weiten Bereich variieren, beispielsweise zwischen 1 g und 10000 g AS/ha (AS/ha bedeutet dabei im folgenden .Aktivsubstanz pro Hektar" = bezogen auf 100%igen Wirkstoff). Bei Anwendungen mit Aufwandmengen von 1 g bis 10000 g AS/ha der Herbizide (B), vorzugsweise der Verbindungen B(1-1) bis B(7-13), wird im Vor- und Nachauflaufverfahren ein relativ breites Spektrum an Schadpflanzen bekämpft, z.B. an annuellen und perennierenden, mono- oder dikotylen Unkräutern sowie an unerwünschten Kulturpflanzen. Bei den erfindungsgemäßen Kombinationen liegen die Aufwandmengen in der Regel z. B. im Bereich von 1 g bis 10000 g AS/ha, vorzugsweise 5 g bis 8000 g AS/ha, besonders bevorzugt 8 g bis 5000 g AS/ha.The herbicides of group (B) affect, for example, the protoporphyrinogen oxidase, the auxin effect, and the acetyl-CoA carboxylase and are suitable for both pre-emergence and postemergence use. The application rate of the herbicides (B) can vary within a wide range, for example between 1 g and 10,000 g AS / ha (AS / ha in the following mean .Active substance per hectare "= based on 100% active ingredient.) For applications with application rates from 1 g to 10000 g AS / ha of the herbicides (B), preferably the compounds B (1-1) to B (7-13), pre-emergence and post-emergence is fought a relatively wide range of harmful plants, such as annuell and In the combinations according to the invention, the application rates are generally, for example, in the range from 1 g to 10000 g AS / ha, preferably from 5 g to 8000 g AS / ha, particularly preferred 8 g to 5000 g AS / ha.
Bevorzugt sind Herbizid-Kombinationen aus einem oder mehreren Herbiziden (A) mit einem oder mehreren Herbiziden (B). Weiter bevorzugt sind Kombinationen von Herbiziden (A) mit einem oder mehreren Herbiziden (B) nach dem Schema: (A-O) + (B1-1), (A-O) + (B1-2), (A-O) + (B7-13), (A-1) + (B1-1), (A-1) + (B1-2), (A-1) + (B7-13), (A-35) + (B1-1), (A-35) + (B1-2), (A-35) + (B7-13). Dabei sind auch solche Kombinationen erfindungsgemäß, die noch ein oder mehrere weitere von Herbiziden (A) und (B) verschiedene agrochemische Wirkstoffe, die ebenfalls die Funktion eines selektiven Herbizids aufweisen, enthalten.Preference is given to herbicide combinations of one or more herbicides (A) with one or more herbicides (B). Further preferred are combinations of herbicides (A) with one or more herbicides (B) according to the scheme: (AO) + (B1-1), (AO) + (B1-2), (AO) + (B7-13) , (A-1) + (B1-1), (A-1) + (B1-2), (A-1) + (B7-13), (A-35) + (B1-1), ( A-35) + (B1-2), (A-35) + (B7-13). In this case, those combinations according to the invention which also contain one or more other herbicides (A) and (B) different agrochemical active compounds, which also have the function of a selective herbicide.
Für Kombinationen mit drei oder mehr Wirkstoffen gelten die nachstehend insbesondere für erfindungsgemäße Zweierkombinationen erläuterten bevorzugten Bedingungen in erster Linie ebenfalls, sofern darin die erfindungsgemäßen Zweierkombinationen enthalten sind.For combinations with three or more active ingredients, the following apply in particular for preferred combinations according to the invention, especially in the case of two combinations according to the invention, if they also contain the two-component combinations according to the invention.
Bereiche für geeignete Mengenverhältnisse der Verbindungen (A) und (B) ergeben sich z.B. aus den genannten Aufwandmengen für die Einzelstoffe. In den erfindungsgemäßen Kombinationen können die Aufwandmengen in der Regel reduziert werden. Bevorzugte Mischungsverhältnisse (A):(B), für die erfindungsgemäßen Kombinationen sind im folgenden aufgeführt: (A) : (B) = 1000 : 1 bis 1 : 20000, vorzugsweise 250 : 1 bis 1 : 10000, besonders bevorzugt 50 : 1 bis 1 : 5000.Areas for suitable proportions of the compounds (A) and (B) are given by e.g. from the stated application rates for the individual substances. In the combinations according to the invention, the application rates can be reduced as a rule. Preferred mixing ratios (A) :( B) for the combinations according to the invention are listed below: (A): (B) = 1000: 1 to 1: 20000, preferably 250: 1 to 1: 10000, particularly preferably 50: 1 to 1: 5000.
Von besonderem Interesse ist die Anwendung von herbiziden Mitteln mit einem Gehalt an folgenden Verbindungen (A) + (B):Of particular interest is the use of herbicidal compositions containing the following compounds (A) + (B):
(A-O) + (B1-1), (A-O) + (B1-2), (A-O) + (B1-3), (A-O) + (B1-4), (A-O) + (B1-5), (A-O) + (B1-6), (A-O) + (B2-1), (A-O) + (B2-2), (A-O) + (B3-1), (A-O) + (B4-1), (A-O) + (B4-2), (A-O) + (B4-3), (A-O) + (B4-4), (A-O) + (B4-5), (A-O) + (B5-1), (A-O) + (B5-2), (A-O) + (B5-3), (A-O) + (B5-4), (A-O) + (B6-1), (A-O) + (B6-2), (A-O) + (B7-1), (A-O) + (B7-2), (A-O) + (B7-3), (A-O) + (B7-4), (A-O) + (B7-5), (A-O) + (B7-6), (A-O) + (B7-7), (A-O) + (B7-8), (A-O) + (B7-9), (A-O) + (B7-10), (A-O) + (B7-11), (A-O) + (B7-12), (A-O) + (B7-13),(AO) + (B1-1), (AO) + (B1-2), (AO) + (B1-3), (AO) + (B1-4), (AO) + (B1-5), (AO) + (B1-6), (AO) + (B2-1), (AO) + (B2-2), (AO) + (B3-1), (AO) + (B4-1), (AO) + (B4-2), (AO) + (B4-3), (AO) + (B4-4), (AO) + (B4-5), (AO) + (B5-1), (AO) + (B5-2), (AO) + (B5-3), (AO) + (B5-4), (AO) + (B6-1), (AO) + (B6-2), (AO) + (B7-1), (AO) + (B7-2), (AO) + (B7-3), (AO) + (B7-4), (AO) + (B7-5), (AO) + (B7-6), (AO) + (B7-7), (AO) + (B7-8), (AO) + (B7-9), (AO) + (B7-10), (AO) + (B7-11), (AO) + (B7-12), (AO) + (B7-13),
(A-1) + (B1-1), (A-1) + (B1-2), (A-1) + (B1-3), (A-1) + (B1-4), (A-1) + (B1-5), (A-1) + (B1-6), (A-1) + (B2-1), (A-1) + (B2-2), (A-1) + (B3-1), (A-1) + (B4-1), (A-1) + (B4-2), (A-1) + (B4-3), (A-1) + (B4-4), (A-1) + (B4-5), (A-1) + (B5-1), (A-1) + (B5-2), (A-1) + (B5-3), (A-1) + (B5-4), (A-1) + (B6-1), (A-1) + (B6-2), (A-1) + (B7-1), (A-1) + (B7-2), (A-1) + (B7-3), (A-1) + (B7-4), (A-1) + (B7-5), (A-1) + (B7-6), (A-1) + (B7-7), (A-1) + (B7-8), (A-1) + (B7-9), (A-1) + (B7-10), (A-1) + (B7-11), (A-1) + (B7-12), (A-1) + (B7-13),(A-1) + (B1-1), (A-1) + (B1-2), (A-1) + (B1-3), (A-1) + (B1-4), (A -1) + (B1-5), (A-1) + (B1-6), (A-1) + (B2-1), (A-1) + (B2-2), (A-1 ) + (B3-1), (A-1) + (B4-1), (A-1) + (B4-2), (A-1) + (B4-3), (A-1) + (B4-4), (A-1) + (B4-5), (A-1) + (B5-1), (A-1) + (B5-2), (A-1) + (B5 -3), (A-1) + (B5-4), (A-1) + (B6-1), (A-1) + (B6-2), (A-1) + (B7-1 ), (A-1) + (B7-2), (A-1) + (B7-3), (A-1) + (B7-4), (A-1) + (B7-5), (A-1) + (B7-6), (A-1) + (B7-7), (A-1) + (B7-8), (A-1) + (B7-9), (A -1) + (B7-10), (A-1) + (B7-11), (A-1) + (B7-12), (A-1) + (B7-13),
(A-2) + (B1-1), (A-2) + (B1-2), (A-2) + (B1-3), (A-2) + (B1-4), (A-2) + (B1-5), (A-2) + (B1-6), (A-2) + (B2-1), (A-2) + (B2-2), (A-2) + (B3-1), (A-2) + (B4-1), (A-2) + (B4-2), (A-2) + (B4-3), (A-2) + (B4-4), (A-2) + (B4-5), (A-2) + (B5-1), (A-2) + (B5-2), (A-2) + (B5-3), (A-2) + (B5-4), (A-2) + (B6-1), (A-2) + (B6-2), (A-2) + (B7-1), (A-2) + (B7-2), (A-2) + (B7-3), (A-2) + (B7-4), (A-2) + (B7-5), (A-2) + (B7-6), (A-2) + (B7-7), (A-2) + (B7-8), (A-2) + (B7-9), (A-2) + (B7-10), (A-2) + (B7-11), (A-2) + (B7-12), (A-2) + (B7-13),(A-2) + (B1-1), (A-2) + (B1-2), (A-2) + (B1-3), (A-2) + (B1-4), (A -2) + (B1-5), (A-2) + (B1-6), (A-2) + (B2-1), (A-2) + (B2-2), (A-2) + (B3-1), (A-2) + (B4 -1), (A-2) + (B4-2), (A-2) + (B4-3), (A-2) + (B4-4), (A-2) + (B4-5 ), (A-2) + (B5-1), (A-2) + (B5-2), (A-2) + (B5-3), (A-2) + (B5-4), (A-2) + (B6-1), (A-2) + (B6-2), (A-2) + (B7-1), (A-2) + (B7-2), (A -2) + (B7-3), (A-2) + (B7-4), (A-2) + (B7-5), (A-2) + (B7-6), (A-2 ) + (B7-7), (A-2) + (B7-8), (A-2) + (B7-9), (A-2) + (B7-10), (A-2) + (B7-11), (A-2) + (B7-12), (A-2) + (B7-13),
(A-3) + (B1-1), (A-3) + (B1-2), (A-3) + (B1-3), (A-3) + (B1-4), (A-3) + (B1-5), (A-3) + (B1-6), (A-3) + (B2-1), (A-3) + (B2-2), (A-3) + (B3-1), (A-3) + (B4-1), (A-3) + (B4-2), (A-3) + (B4-3), (A-3) + (B4-4), (A-3) + (B4-5), (A-3) + (B5-1), (A-3) + (B5-2), (A-3) + (B5-3), (A-3) + (B5-4), (A-3) + (B6-1), (A-3) + (B6-2), (A-3) + (B7-1), (A-3) + (B7-2), (A-3) + (B7-3), (A-3) + (B7-4), (A-3) + (B7-5), (A-3) + (B7-6), (A-3) + (B7-7), (A-3) + (B7-8), (A-3) + (B7-9), (A-3) + (B7-10), (A-3) + (B7-11), (A-3) + (B7-12), (A-3) + (B7-13),(A-3) + (B1-1), (A-3) + (B1-2), (A-3) + (B1-3), (A-3) + (B1-4), (A -3) + (B1-5), (A-3) + (B1-6), (A-3) + (B2-1), (A-3) + (B2-2), (A-3 ) + (B3-1), (A-3) + (B4-1), (A-3) + (B4-2), (A-3) + (B4-3), (A-3) + (B4-4), (A-3) + (B4-5), (A-3) + (B5-1), (A-3) + (B5-2), (A-3) + (B5 -3), (A-3) + (B5-4), (A-3) + (B6-1), (A-3) + (B6-2), (A-3) + (B7-1 ), (A-3) + (B7-2), (A-3) + (B7-3), (A-3) + (B7-4), (A-3) + (B7-5), (A-3) + (B7-6), (A-3) + (B7-7), (A-3) + (B7-8), (A-3) + (B7-9), (A -3) + (B7-10), (A-3) + (B7-11), (A-3) + (B7-12), (A-3) + (B7-13),
(A-4) + (B1-1), (A-4) + (B1-2), (A-4) + (B1-3), (A-4) + (B1-4), (A-4) + (B1-5), (A-4) + (B1-6), (A-4) + (B2-1), (A-4) + (B2-2), (A-4) + (B3-1), (A-4) + (B4-1), (A-4) + (B4-2), (A-4) + (B4-3), (A-4) + (B4-4), (A-4) + (B4-5), (A-4) + (B5-1), (A-4) + (B5-2), (A-4) + (B5-3), (A-4) + (B5-4), (A-4) + (B6-1), (A-4) + (B6-2), (A-4) + (B7-1), (A-4) + (B7-2), (A-4) + (B7-3), (A-4) + (B7-4), (A-4) + (B7-5), (A-4) + (B7-6), (A-4) + (B7-7), (A-4) + (B7-8), (A-4) + (B7-9), (A-4) + (B7-10), (A-4) + (B7-11), (A-4) + (B7-12), (A-4) + (B7-13),(A-4) + (B1-1), (A-4) + (B1-2), (A-4) + (B1-3), (A-4) + (B1-4), (A -4) + (B1-5), (A-4) + (B1-6), (A-4) + (B2-1), (A-4) + (B2-2), (A-4 ) + (B3-1), (A-4) + (B4-1), (A-4) + (B4-2), (A-4) + (B4-3), (A-4) + (B4-4), (A-4) + (B4-5), (A-4) + (B5-1), (A-4) + (B5-2), (A-4) + (B5 -3), (A-4) + (B5-4), (A-4) + (B6-1), (A-4) + (B6-2), (A-4) + (B7-1 ), (A-4) + (B7-2), (A-4) + (B7-3), (A-4) + (B7-4), (A-4) + (B7-5), (A-4) + (B7-6), (A-4) + (B7-7), (A-4) + (B7-8), (A-4) + (B7-9), (A -4) + (B7-10), (A-4) + (B7-11), (A-4) + (B7-12), (A-4) + (B7-13),
(A-5) + (B1-1), (A-5) + (B1-2), (A-5) + (B1-3), (A-5) + (B1-4), (A-5) + (B1-5), (A-5) + (B1-6), (A-5) + (B2-1), (A-5) + (B2-2), (A-5) + (B3-1), (A-5) + (B4-1), (A-5) + (B4-2), (A-5) + (B4-3), (A-5) + (B4-4), (A-5) + (B4-5), (A-5) + (B5-1), (A-5) + (B5-2), (A-5) + (B5-3), (A-5) + (B5-4), (A-5) + (B6-1), (A-5) + (B6-2), (A-5) + (B7-1), (A-5) + (B7-2), (A-5) + (B7-3), (A-5) + (B7-4), (A-5) + (B7-5), (A-5) + (B7-6), (A-5) + (B7-7), (A-5) + (B7-8), (A-5) + (B7-9), (A-5) + (B7-10), (A-5) + (B7-11), (A-5) + (B7-12), (A-5) + (B7-13),(A-5) + (B1-1), (A-5) + (B1-2), (A-5) + (B1-3), (A-5) + (B1-4), (A -5) + (B1-5), (A-5) + (B1-6), (A-5) + (B2-1), (A-5) + (B2-2), (A-5 ) + (B3-1), (A-5) + (B4-1), (A-5) + (B4-2), (A-5) + (B4-3), (A-5) + (B4-4), (A-5) + (B4-5), (A-5) + (B5-1), (A-5) + (B5-2), (A-5) + (B5 -3), (A-5) + (B5-4), (A-5) + (B6-1), (A-5) + (B6-2), (A-5) + (B7-1 ), (A-5) + (B7-2), (A-5) + (B7-3), (A-5) + (B7-4), (A-5) + (B7-5), (A-5) + (B7-6), (A-5) + (B7-7), (A-5) + (B7-8), (A-5) + (B7-9), (A -5) + (B7-10), (A-5) + (B7-11), (A-5) + (B7-12), (A-5) + (B7-13),
(A-6) + (B1-1), (A-6) + (B1-2), (A-6) + (B1-3), (A-6) + (B1-4), (A-6) + (B1-5), (A-6) + (B1-6), (A-6) + (B2-1), (A-6) + (B2-2), (A-6) + (B3-1), (A-6) + (B4-1), (A-6) + (B4-2), (A-6) + (B4-3), (A-6) + (B4-4), (A-6) + (B4-5), (A-6) + (B5-1), (A-6) + (B5-2), (A-6) + (B5-3), (A-6) + (B5-4), (A-6) + (B6-1), (A-6) + (B6-2), (A-6) + (B7-1), (A-6) + (B7-2), (A-6) + (B7-3), (A-6) + (B7-4), (A-6) + (B7-5), (A-6) + (B7-6), (A-6) + (B7-7), (A-6) + (B7-8), (A-6) + (B7-9), (A-6) + (B7-10), (A-6) + (B7-11), (A-6) + (B7-12), (A-6) + (B7-13),(A-6) + (B1-1), (A-6) + (B1-2), (A-6) + (B1-3), (A-6) + (B1-4), (A -6) + (B1-5), (A-6) + (B1-6), (A-6) + (B2-1), (A-6) + (B2-2), (A-6) + (B3-1), (A-6) + (B4 -1), (A-6) + (B4-2), (A-6) + (B4-3), (A-6) + (B4-4), (A-6) + (B4-5 ), (A-6) + (B5-1), (A-6) + (B5-2), (A-6) + (B5-3), (A-6) + (B5-4), (A-6) + (B6-1), (A-6) + (B6-2), (A-6) + (B7-1), (A-6) + (B7-2), (A -6) + (B7-3), (A-6) + (B7-4), (A-6) + (B7-5), (A-6) + (B7-6), (A-6 ) + (B7-7), (A-6) + (B7-8), (A-6) + (B7-9), (A-6) + (B7-10), (A-6) + (B7-11), (A-6) + (B7-12), (A-6) + (B7-13),
(A-7) + (B1-1), (A-7) + (B1-2), (A-7) + (B1-3), (A-7) + (B1-4), (A-7) + (B1-5), (A-7) + (B1-6), (A-7) + (B2-1), (A-7) + (B2-2), (A-7) + (B3-1), (A-7) + (B4-1), (A-7) + (B4-2), (A-7) + (B4-3), (A-7) + (B4-4), (A-7) + (B4-5), (A-7) + (B5-1), (A-7) + (B5-2), (A-7) + (B5-3), (A-7) + (B5-4), (A-7) + (B6-1), (A-7) + (B6-2), (A-7) + (B7-1), (A-7) + (B7-2), (A-7) + (B7-3), (A-7) + (B7-4), (A-7) + (B7-5), (A-7) + (B7-6), (A-7) + (B7-7), (A-7) + (B7-8), (A-7) + (B7-9), (A-7) + (B7-10), (A-7) + (B7-11), (A-7) + (B7-12), (A-7) + (B7-13),(A-7) + (B1-1), (A-7) + (B1-2), (A-7) + (B1-3), (A-7) + (B1-4), (A -7) + (B1-5), (A-7) + (B1-6), (A-7) + (B2-1), (A-7) + (B2-2), (A-7 ) + (B3-1), (A-7) + (B4-1), (A-7) + (B4-2), (A-7) + (B4-3), (A-7) + (B4-4), (A-7) + (B4-5), (A-7) + (B5-1), (A-7) + (B5-2), (A-7) + (B5 -3), (A-7) + (B5-4), (A-7) + (B6-1), (A-7) + (B6-2), (A-7) + (B7-1 ), (A-7) + (B7-2), (A-7) + (B7-3), (A-7) + (B7-4), (A-7) + (B7-5), (A-7) + (B7-6), (A-7) + (B7-7), (A-7) + (B7-8), (A-7) + (B7-9), (A -7) + (B7-10), (A-7) + (B7-11), (A-7) + (B7-12), (A-7) + (B7-13),
(A-8) + (B1-1), (A-8) + (B1-2), (A-8) + (B1-3), (A-8) + (B1-4), (A-8) + (B1-5), (A-8) + (B1-6), (A-8) + (B2-1), (A-8) + (B2-2), (A-8) + (B3-1), (A-8) + (B4-1), (A-8) + (B4-2), (A-8) + (B4-3), (A-8) + (B4-4), (A-8) + (B4-5), (A-8) + (B5-1), (A-8) + (B5-2), (A-8) + (B5-3), (A-8) + (B5-4), (A-8) + (B6-1), (A-8) + (B6-2), (A-8) + (B7-1), (A-8) + (B7-2), (A-8) + (B7-3), (A-8) + (B7-4), (A-8) + (B7-5), (A-8) + (B7-6), (A-8) + (B7-7), (A-8) + (B7-8), (A-8) + (B7-9), (A-8) + (B7-10), (A-8) + (B7-11), (A-8) + (B7-12), (A-8) + (B7-13),(A-8) + (B1-1), (A-8) + (B1-2), (A-8) + (B1-3), (A-8) + (B1-4), (A -8) + (B1-5), (A-8) + (B1-6), (A-8) + (B2-1), (A-8) + (B2-2), (A-8 ) + (B3-1), (A-8) + (B4-1), (A-8) + (B4-2), (A-8) + (B4-3), (A-8) + (B4-4), (A-8) + (B4-5), (A-8) + (B5-1), (A-8) + (B5-2), (A-8) + (B5 -3), (A-8) + (B5-4), (A-8) + (B6-1), (A-8) + (B6-2), (A-8) + (B7-1 ), (A-8) + (B7-2), (A-8) + (B7-3), (A-8) + (B7-4), (A-8) + (B7-5), (A-8) + (B7-6), (A-8) + (B7-7), (A-8) + (B7-8), (A-8) + (B7-9), (A -8) + (B7-10), (A-8) + (B7-11), (A-8) + (B7-12), (A-8) + (B7-13),
(A-9) + (B1-1), (A-9) + (B1-2), (A-9) + (B1-3), (A-9) + (B1-4), (A-9) + (B1-5), (A-9) + (B1-6), (A-9) + (B2-1), (A-9) + (B2-2), (A-9) + (B3-1), (A-9) + (B4-1), (A-9) + (B4-2), (A-9) + (B4-3), (A-9) + (B4-4), (A-9) + (B4-5), (A-9) + (B5-1), (A-9) + (B5-2), (A-9) + (B5-3), (A-9) + (B5-4), (A-9) + (B6-1), (A-9) + (B6-2), (A-9) + (B7-1), (A-9) + (B7-2), (A-9) + (B7-3), (A-9) + (B7-4), (A-9) + (B7-5), (A-9) + (B7-6), (A-9) + (B7-7), (A-9) + (B7-8), (A-9) + (B7-9), (A-9) + (B7-10), (A-9) + (B7-11), (A-9) + (B7-12), (A-9) + (B7-13),(A-9) + (B1-1), (A-9) + (B1-2), (A-9) + (B1-3), (A-9) + (B1-4), (A -9) + (B1-5), (A-9) + (B1-6), (A-9) + (B2-1), (A-9) + (B2-2), (A-9 ) + (B3-1), (A-9) + (B4-1), (A-9) + (B4-2), (A-9) + (B4-3), (A-9) + (B4-4), (A-9) + (B4-5), (A-9) + (B5-1), (A-9) + (B5-2), (A-9) + (B5 -3), (A-9) + (B5-4), (A-9) + (B6-1), (A-9) + (B6-2), (A-9) + (B7-1 ), (A-9) + (B7-2), (A-9) + (B7-3), (A-9) + (B7-4), (A-9) + (B7-5), (A-9) + (B7-6), (A-9) + (B7-7), (A-9) + (B7-8), (A-9) + (B7-9), (A -9) + (B7-10), (A-9) + (B7-11), (A-9) + (B7-12), (A-9) + (B7-13),
(A-10) + (B1-1), (A-10) + (B1-2), (A-10) + (B1-3), (A-10) + (B1-4), (A-10) + (B1-5), (A-10) + (B1-6), (A-10) + (B2-1), (A-10) + (B2-2), (A-10) + (B3-1), (A-10) + (B4-1), (A-10) + (B4-2), (A-10) + (B4-3), (A-10) + (B4-4), (A-10) + (B4-5), (A-10) + (B5-1), (A-10) + (B5-2), (A-10) + (B5-3), (A-10) + (B5-4), (A-10) + (B6-1), (A-10) + (B6-2), (A-10) + (B7-1), (A-10) + (B7-2), (A-10) + (B7-3), (A-10) + (B7-4), (A-10) + (B7-5), (A-10) + (B7-6), (A-10) + (B7-7), (A-10) + (B7-8), (A-10) + (B7-9), (A-10) + (B7-10), (A-10) + (B7-11), (A-10) + (B7-12), (A-10) + (B7-13),(A-10) + (B1-1), (A-10) + (B1-2), (A-10) + (B1-3), (A-10) + (B1-4), (A -10) + (B1-5), (A-10) + (B1-6), (A-10) + (B2-1), (A-10) + (B2-2), (A-10) + (B3-1), (A -10) + (B4-1), (A-10) + (B4-2), (A-10) + (B4-3), (A-10) + (B4-4), (A-10 ) + (B4-5), (A-10) + (B5-1), (A-10) + (B5-2), (A-10) + (B5-3), (A-10) + (B5-4), (A-10) + (B6-1), (A-10) + (B6-2), (A-10) + (B7-1), (A-10) + (B7 -2), (A-10) + (B7-3), (A-10) + (B7-4), (A-10) + (B7-5), (A-10) + (B7-6 ), (A-10) + (B7-7), (A-10) + (B7-8), (A-10) + (B7-9), (A-10) + (B7-10), (A-10) + (B7-11), (A-10) + (B7-12), (A-10) + (B7-13),
(A-11) + (B1-1), (A-11) + (B1-2), (A-11) + (B1-3), (A-11) + (B1-4), (A-11) + (B1-5), (A-11) + (B1-6), (A-11) + (B2-1), (A-11) + (B2-2), (A-11) + (B3-1), (A-11) + (B4-1), (A-11) + (B4-2), (A-11) + (B4-3), (A-11) + (B4-4), (A-11) + (B4-5), (A-11) + (B5-1), (A-11) + (B5-2), (A-11) + (B5-3), (A-11) + (B5-4), (A-11) + (B6-1), (A-11) + (B6-2), (A-11) + (B7-1), (A-11) + (B7-2), (A-11) + (B7-3), (A-11) + (B7-4), (A-11) + (B7-5), (A-11) + (B7-6), (A-11) + (B7-7), (A-11) + (B7-8), (A-11) + (B7-9), (A-11) + (B7-11), (A-11) + (B7-11), (A-11) + (B7-12), (A-11) + (B7-13),(A-11) + (B1-1), (A-11) + (B1-2), (A-11) + (B1-3), (A-11) + (B1-4), (A -11) + (B1-5), (A-11) + (B1-6), (A-11) + (B2-1), (A-11) + (B2-2), (A-11 ) + (B3-1), (A-11) + (B4-1), (A-11) + (B4-2), (A-11) + (B4-3), (A-11) + (B4-4), (A-11) + (B4-5), (A-11) + (B5-1), (A-11) + (B5-2), (A-11) + (B5 -3), (A-11) + (B5-4), (A-11) + (B6-1), (A-11) + (B6-2), (A-11) + (B7-1 ), (A-11) + (B7-2), (A-11) + (B7-3), (A-11) + (B7-4), (A-11) + (B7-5), (A-11) + (B7-6), (A-11) + (B7-7), (A-11) + (B7-8), (A-11) + (B7-9), (A -11) + (B7-11), (A-11) + (B7-11), (A-11) + (B7-12), (A-11) + (B7-13),
(A-12) + (B1-1), (A-12) + (B1-2), (A-12) + (B1-3), (A-12) + (B1-4), (A-12) + (B1-5), (A-12) + (B1-6), (A-12) + (B2-1), (A-12) + (B2-2), (A-12) + (B3-1), (A-12) + (B4-1), (A-12) + (B4-2), (A-12) + (B4-3), (A-12) + (B4-4), (A-12) + (B4-5), (A-12) + (B5-1), (A-12) + (B5-2), (A-12) + (B5-3), (A-12) + (B5-4), (A-12) + (B6-1), (A-12) + (B6-2), (A-12) + (B7-1), (A-12) + (B7-2), (A-12) + (B7-3), (A-12) + (B7-4), (A-12) + (B7-5), (A-12) + (B7-6), (A-12) + (B7-7), (A-12) + (B7-8), (A-12) + (B7-9), (A-12) + (B7-10), (A-12) + (B7-11), (A-12) + (B7-12), (A-12) + (B7-13),(A-12) + (B1-1), (A-12) + (B1-2), (A-12) + (B1-3), (A-12) + (B1-4), (A -12) + (B1-5), (A-12) + (B1-6), (A-12) + (B2-1), (A-12) + (B2-2), (A-12 ) + (B3-1), (A-12) + (B4-1), (A-12) + (B4-2), (A-12) + (B4-3), (A-12) + (B4-4), (A-12) + (B4-5), (A-12) + (B5-1), (A-12) + (B5-2), (A-12) + (B5 -3), (A-12) + (B5-4), (A-12) + (B6-1), (A-12) + (B6-2), (A-12) + (B7-1 ), (A-12) + (B7-2), (A-12) + (B7-3), (A-12) + (B7-4), (A-12) + (B7-5), (A-12) + (B7-6), (A-12) + (B7-7), (A-12) + (B7-8), (A-12) + (B7-9), (A -12) + (B7-10), (A-12) + (B7-11), (A-12) + (B7-12), (A-12) + (B7-13),
(A-13) + (B1-1), (A-13) + (B1-2), (A-13) + (B1-3), (A-13) + (B1-4), (A-13) + (B1-5), (A-13) + (B1-6), (A-13) + (B2-1), (A-13) + (B2-2), (A-13) + (B3-1), (A-13) + (B4-1), (A-13) + (B4-2), (A-13) + (B4-3), (A-13) + (B4-4), (A-13) + (B4-5), (A-13) + (B5-1), (A-13) + (B5-2), (A-13) + (B5-3), (A-13) + (B5-4), (A-13) + (B6-1), (A-13) + (B6-2), (A-13) + (B7-1), (A-13) + (B7-2), (A-13) + (B7-3), (A-13) + (B7-4), (A-13) + (B7-5), (A-13) + (B7-6), (A-13) + (B7-7), (A-13) + (B7-8), (A-13) + (B7-9), (A-13) + (B7-10), (A-13) + (B7-11 ), (A-13) + (B7-12), (A-13) + (B7-13),(A-13) + (B1-1), (A-13) + (B1-2), (A-13) + (B1-3), (A-13) + (B1-4), (A -13) + (B1-5), (A-13) + (B1-6), (A-13) + (B2-1), (A-13) + (B2-2), (A-13 ) + (B3-1), (A-13) + (B4-1), (A-13) + (B4-2), (A-13) + (B4-3), (A-13) + (B4-4), (A-13) + (B4-5), (A-13) + (B5-1), (A-13) + (B5-2), (A-13) + (B5 -3), (A-13) + (B5-4), (A-13) + (B6-1), (A-13) + (B6-2), (A-13) + (B7-1 ), (A-13) + (B7-2), (A-13) + (B7-3), (A-13) + (B7-4), (A-13) + (B7-5), (A-13) + (B7-6), (A-13) + (B7-7), (A-13) + (B7-8), (A-13) + (B7-9), (A -13) + (B7-10), (A-13) + (B7-11), (A-13) + (B7-12), (A-13) + (B7-13),
(A-14) + (B1-1), (A-14) + (B1-2), (A-14) + (B1-3), (A-14) + (B1-4), (A-14) + (B1-5), (A-14) + (B1-6), (A-14) + (B2-1), (A-14) + (B2-2), (A-14) + (B3-1), (A-14) + (B4-1), (A-14) + (B4-2), (A-14) + (B4-3), (A-14) + (B4-4), (A-14) + (B4-5), (A-14) + (B5-1), (A-14) + (B5-2), (A-14) + (B5-3), (A-14) + (B5-4), (A-14) + (B6-1), (A-14) + (B6-2), (A-14) + (B7-1), (A-14) + (B7-2), (A-14) + (B7-3), (A-14) + (B7-4), (A-14) + (B7-5), (A-14) + (B7-6), (A-14) + (B7-7), (A-14) + (B7-8), (A-14) + (B7-9), (A-14) + (B7-10), (A-14) + (B7-11), (A-14) + (B7-12), (A-14) + (B7-13),(A-14) + (B1-1), (A-14) + (B1-2), (A-14) + (B1-3), (A-14) + (B1-4), (A -14) + (B1-5), (A-14) + (B1-6), (A-14) + (B2-1), (A-14) + (B2-2), (A-14) + (B3-1), (A -14) + (B4-1), (A-14) + (B4-2), (A-14) + (B4-3), (A-14) + (B4-4), (A-14 ) + (B4-5), (A-14) + (B5-1), (A-14) + (B5-2), (A-14) + (B5-3), (A-14) + (B5-4), (A-14) + (B6-1), (A-14) + (B6-2), (A-14) + (B7-1), (A-14) + (B7 -2), (A-14) + (B7-3), (A-14) + (B7-4), (A-14) + (B7-5), (A-14) + (B7-6 ), (A-14) + (B7-7), (A-14) + (B7-8), (A-14) + (B7-9), (A-14) + (B7-10), (A-14) + (B7-11), (A-14) + (B7-12), (A-14) + (B7-13),
(A-15) + (B1-1), (A-15) + (B1-2), (A-15) + (B1-3), (A-15) + (B1-4), (A-15) + (B1-5), (A-15) + (B1-6), (A-15) + (B2-1), (A-15) + (B2-2), (A-15) + (B3-1), (A-15) + (B4-1), (A-15) + (B4-2), (A-15) + (B4-3), (A-15) + (B4-4), (A-15) + (B4-5), (A-15) + (B5-1), (A-15) + (B5-2), (A-15) + (B5-3), (A-15) + (B5-4), (A-15) + (B6-1), (A-15) + (B6-2), (A-15) + (B7-1), (A-15) + (B7-2), (A-15) + (B7-3), (A-15) + (B7-4), (A-15) + (B7-5), (A-15) + (B7-6), (A-15) + (B7-7), (A-15) + (B7-8), (A-15) + (B7-9), (A-15) + (B7-10), (A-15) + (B7-11), (A-15) + (B7-12), (A-15) + (B7-13),(A-15) + (B1-1), (A-15) + (B1-2), (A-15) + (B1-3), (A-15) + (B1-4), (A -15) + (B1-5), (A-15) + (B1-6), (A-15) + (B2-1), (A-15) + (B2-2), (A-15 ) + (B3-1), (A-15) + (B4-1), (A-15) + (B4-2), (A-15) + (B4-3), (A-15) + (B4-4), (A-15) + (B4-5), (A-15) + (B5-1), (A-15) + (B5-2), (A-15) + (B5 -3), (A-15) + (B5-4), (A-15) + (B6-1), (A-15) + (B6-2), (A-15) + (B7-1 ), (A-15) + (B7-2), (A-15) + (B7-3), (A-15) + (B7-4), (A-15) + (B7-5), (A-15) + (B7-6), (A-15) + (B7-7), (A-15) + (B7-8), (A-15) + (B7-9), (A -15) + (B7-10), (A-15) + (B7-11), (A-15) + (B7-12), (A-15) + (B7-13),
(A-16) + (B1-1), (A-16) + (B1-2), (A-16) + (B1-3), (A-16) + (B1-4), (A-16) + (B1-5), (A-16) + (B1-6), (A-16) + (B2-1), (A-16) + (B2-2), (A-16) + (B3-1), (A-16) + (B4-1), (A-16) + (B4-2), (A-16) + (B4-3), (A-16) + (B4-4), (A-16) + (B4-5), (A-16) + (B5-1), (A-16) + (B5-2), (A-16) + (B5-3), (A-16) + (B5-4), (A-16) + (B6-1), (A-16) + (B6-2), (A-16) + (B7-1), (A-16) + (B7-2), (A-16) + (B7-3), (A-16) + (B7-4), (A-16) + (B7-5), (A-16) + (B7-6), (A-16) + (B7-7), (A-16) + (B7-8), (A-16) + (B7-9), (A-16) + (B7-10), (A-16) + (B7-11), (A-16) + (B7-12), (A-16) + (B7-13),(A-16) + (B1-1), (A-16) + (B1-2), (A-16) + (B1-3), (A-16) + (B1-4), (A -16) + (B1-5), (A-16) + (B1-6), (A-16) + (B2-1), (A-16) + (B2-2), (A-16 ) + (B3-1), (A-16) + (B4-1), (A-16) + (B4-2), (A-16) + (B4-3), (A-16) + (B4-4), (A-16) + (B4-5), (A-16) + (B5-1), (A-16) + (B5-2), (A-16) + (B5 -3), (A-16) + (B5-4), (A-16) + (B6-1), (A-16) + (B6-2), (A-16) + (B7-1 ), (A-16) + (B7-2), (A-16) + (B7-3), (A-16) + (B7-4), (A-16) + (B7-5), (A-16) + (B7-6), (A-16) + (B7-7), (A-16) + (B7-8), (A-16) + (B7-9), (A -16) + (B7-10), (A-16) + (B7-11), (A-16) + (B7-12), (A-16) + (B7-13),
(A-17) + (B1-1), (A-17) + (B1-2), (A-17) + (B1-3), (A-17) + (B1-4), (A-17) + (B1-5), (A-17) + (B1-6), (A-17) + (B2-1), (A-17) + (B2-2), (A-17) + (B3-1), (A-17) + (B4-1), (A-17) + (B4-2), (A-17) + (B4-3), (A-17) + (B4-4), (A-17) + (B4-5), (A-17) + (B5-1), (A-17) + (B5-2), (A-17) + (B5-3), (A-17) + (B5-4), (A-17) + (B6-1), (A-17) + (B6-2), (A-17) + (B7-1), (A-17) + (B7-2), (A-17) + (B7-3), (A-17) + (B7-4), (A-17) + (B7-5), (A-17) + (B7-6), (A-17) + (B7-7), (A-17) + (B7-8), (A-17) + (B7-9), (A-17) + (B7-10), (A-17) + (B7-11 ), (A-17) + (B7-12), (A-17) + (B7-13),(A-17) + (B1-1), (A-17) + (B1-2), (A-17) + (B1-3), (A-17) + (B1-4), (A -17) + (B1-5), (A-17) + (B1-6), (A-17) + (B2-1), (A-17) + (B2-2), (A-17 ) + (B3-1), (A-17) + (B4-1), (A-17) + (B4-2), (A-17) + (B4-3), (A-17) + (B4-4), (A-17) + (B4-5), (A-17) + (B5-1), (A-17) + (B5-2), (A-17) + (B5 -3), (A-17) + (B5-4), (A-17) + (B6-1), (A-17) + (B6-2), (A-17) + (B7-1 ), (A-17) + (B7-2), (A-17) + (B7-3), (A-17) + (B7-4), (A-17) + (B7-5), (A-17) + (B7-6), (A-17) + (B7-7), (A-17) + (B7-8), (A-17) + (B7-9), (A -17) + (B7-10), (A-17) + (B7-11), (A-17) + (B7-12), (A-17) + (B7-13),
(A-18) + (B1-1), (A-18) + (B1-2), (A-18) + (B1-3), (A-18) + (B1-4), (A-18) + (B1-5), (A-18) + (B1-6), (A-18) + (B2-1), (A-18) + (B2-2), (A-18) + (B3-1), (A-18) + (B4-1), (A-18) + (B4-2), (A-18) + (B4-3), (A-18) + (B4-4), (A-18) + (B4-5), (A-18) + (B5-1), (A-18) + (B5-2), (A-18) + (B5-3), (A-18) + (B5-4), (A-18) + (B6-1), (A-18) + (B6-2), (A-18) + (B7-1), (A-18) + (B7-2), (A-18) + (B7-3), (A-18) + (B7-4), (A-18) + (B7-5), (A-18) + (B7-6), (A-18) + (B7-7), (A-18) + (B7-8), (A-18) + (B7-9), (A-18) + (B7-10), (A-18) + (B7-11), (A-18) + (B7-12), (A-18) + (B7-13),(A-18) + (B1-1), (A-18) + (B1-2), (A-18) + (B1-3), (A-18) + (B1-4), (A -18) + (B1-5), (A-18) + (B1-6), (A-18) + (B2-1), (A-18) + (B2-2), (A-18) + (B3-1), (A -18) + (B4-1), (A-18) + (B4-2), (A-18) + (B4-3), (A-18) + (B4-4), (A-18 ) + (B4-5), (A-18) + (B5-1), (A-18) + (B5-2), (A-18) + (B5-3), (A-18) + (B5-4), (A-18) + (B6-1), (A-18) + (B6-2), (A-18) + (B7-1), (A-18) + (B7 -2), (A-18) + (B7-3), (A-18) + (B7-4), (A-18) + (B7-5), (A-18) + (B7-6 ), (A-18) + (B7-7), (A-18) + (B7-8), (A-18) + (B7-9), (A-18) + (B7-10), (A-18) + (B7-11), (A-18) + (B7-12), (A-18) + (B7-13),
(A-19) + (B1-1), (A-19) + (B1-2), (A-19) + (B1-3), (A-19) + (B1-4), (A-19) + (B1-5), (A-19) + (B1-6), (A-19) + (B2-1), (A-19) + (B2-2), (A-19) + (B3-1), (A-19) + (B4-1), (A-19) + (B4-2), (A-19) + (B4-3), (A-19) + (B4-4), (A-19) + (B4-5), (A-19) + (B5-1 ), (A-19) + (B5-2), (A-19) + (B5-3), (A-19) + (B5-4), (A-19) + (B6-1), (A-19) + (B6-2), (A-19) + (B7-1), (A-19) + (B7-2), (A-19) + (B7-3), (A-19) + (B7-4), (A-19) + (B7-5), (A-19) + (B7-6), (A-19) + (B7-7), (A-19) + (B7-8), (A-19) + (B7-9), (A-19) + (B7-10), (A-19) + (B7-11), (A-19) + (B7-12), (A-19) + (B7-13),(A-19) + (B1-1), (A-19) + (B1-2), (A-19) + (B1-3), (A-19) + (B1-4), (A -19) + (B1-5), (A-19) + (B1-6), (A-19) + (B2-1), (A-19) + (B2-2), (A-19 ) + (B3-1), (A-19) + (B4-1), (A-19) + (B4-2), (A-19) + (B4-3), (A-19) + (B4-4), (A-19) + (B4-5), (A-19) + (B5-1), (A-19) + (B5-2), (A-19) + (B5 -3), (A-19) + (B5-4), (A-19) + (B6-1), (A-19) + (B6-2), (A-19) + (B7-1 ), (A-19) + (B7-2), (A-19) + (B7-3), (A-19) + (B7-4), (A-19) + (B7-5), (A-19) + (B7-6), (A-19) + (B7-7), (A-19) + (B7-8), (A-19) + (B7-9), (A -19) + (B7-10), (A-19) + (B7-11), (A-19) + (B7-12), (A-19) + (B7-13),
(A-20) + (B1-1), (A-20) + (B1-2), (A-20) + (B1-3), (A-20) + (B1-4), (A-20) + (B1-5), (A-20) + (B1-6), (A-20) + (B2-1), (A-20) + (B2-2), (A-20) + (B3-1), (A-20) + (B4-1), (A-20) + (B4-2), (A-20) + (B4-3), (A-20) + (B4-4), (A-20) + (B4-5), (A-20) + (B5-1), (A-20) + (B5-2), (A-20) + (B5-3), (A-20) + (B5-4), (A-20) + (B6-1), (A-20) + (B6-2), (A-20) + (B7-1), (A-20) + (B7-2), (A-20) + (B7-3), (A-20) + (B7-4), (A-20) + (B7-5), (A-20) + (B7-6), (A-20) + (B7-7), (A-20) + (B7-8), (A-20) + (B7-9), (A-20) + (B7-10), (A-20) + (B7-11), (A-20) + (B7-12), (A-20) + (B7-13),(A-20) + (B1-1), (A-20) + (B1-2), (A-20) + (B1-3), (A-20) + (B1-4), (A -20) + (B1-5), (A-20) + (B1-6), (A-20) + (B2-1), (A-20) + (B2-2), (A-20 ) + (B3-1), (A-20) + (B4-1), (A-20) + (B4-2), (A-20) + (B4-3), (A-20) + (B4-4), (A-20) + (B4-5), (A-20) + (B5-1), (A-20) + (B5-2), (A-20) + (B5 -3), (A-20) + (B5-4), (A-20) + (B6-1), (A-20) + (B6-2), (A-20) + (B7-1 ), (A-20) + (B7-2), (A-20) + (B7-3), (A-20) + (B7-4), (A-20) + (B7-5), (A-20) + (B7-6), (A-20) + (B7-7), (A-20) + (B7-8), (A-20) + (B7-9), (A -20) + (B7-10), (A-20) + (B7-11), (A-20) + (B7-12), (A-20) + (B7-13),
(A-21) + (B1-1), (A-21) + (B1-2), (A-21) + (B1-3), (A-21) + (B1-4), (A-21) + (B1-5), (A-21) + (B1-6), (A-21) + (B2-1), (A-21) + (B2-2), (A-21) + (B3-1), (A-21) + (B4-1), (A-21) + (B4-2), (A-21) + (B4-3), (A-21) + (B4-4), (A-21) + (B4-5), (A-21) + (B5-1), (A-21) + (B5-2), (A-21) + (B5-3), (A-21) + (B5-4), (A-21) + (B6-1), (A-21) + (B6-2), (A-21) + (B7-1), (A-21) + (B7-2), (A-21) + (B7-3), (A-21) + (B7-4), (A-21) + (B7-5), (A-21) + (B7-6), (A-21) + (B7-7), (A-21) + (B7-8), (A-21) + (B7-9), (A-21) + (B7-10), (A-21) + (B7-11), (A-21) + (B7-12), (A-21) + (B7-13),(A-21) + (B1-1), (A-21) + (B1-2), (A-21) + (B1-3), (A-21) + (B1-4), (A -21) + (B1-5), (A-21) + (B1-6), (A-21) + (B2-1), (A-21) + (B2-2), (A-21 ) + (B3-1), (A-21) + (B4-1), (A-21) + (B4-2), (A-21) + (B4-3), (A-21) + (B4-4), (A-21) + (B4-5), (A-21) + (B5-1), (A-21) + (B5-2), (A-21) + (B5 -3), (A-21) + (B5-4), (A-21) + (B6-1), (A-21) + (B6-2), (A-21) + (B7-1 ), (A-21) + (B7-2), (A-21) + (B7-3), (A-21) + (B7-4), (A-21) + (B7-5), (A-21) + (B7-6), (A-21) + (B7-7), (A-21) + (B7-8), (A-21) + (B7-9), (A -21) + (B7-10), (A-21) + (B7-11), (A-21) + (B7-12), (A-21) + (B7-13),
(A-22) + (B1-1), (A-22) + (B1-2), (A-22) + (B1-3), (A-22) + (B1-4), (A-22) + (B1-5), (A-22) + (B1-6), (A-22) + (B2-1), (A-22) + (B2-2), (A-22) + (B3-1), (A-22) + (B4-1), (A-22) + (B4-2), (A-22) + (B4-3), (A-22) + (B4-4), (A-22) + (B4-5), (A-22) + (B5-1), (A-22) + (B5-2), (A-22) + (B5-3), (A-22) + (B5-4), (A-22) + (B6-1), (A-22) + (B6-2), (A-22) + (B7-1), (A-22) + (B7-2), (A-22) + (B7-3), (A-22) + (B7-4), (A-22) + (B7-5), (A-22) + (B7-6), (A-22) + (B7-7), (A-22) + (B7-8), (A-22) + (B7-9), (A-22) + (B7-10), (A-22) + (B7-11), (A-22) + (B7-12), (A-22) + (B7-13),(A-22) + (B1-1), (A-22) + (B1-2), (A-22) + (B1-3), (A-22) + (B1-4), (A -22) + (B1-5), (A-22) + (B1-6), (A-22) + (B2-1), (A-22) + (B2-2), (A-22) + (B3-1), (A -22) + (B4-1), (A-22) + (B4-2), (A-22) + (B4-3), (A-22) + (B4-4), (A-22 ) + (B4-5), (A-22) + (B5-1), (A-22) + (B5-2), (A-22) + (B5-3), (A-22) + (B5-4), (A-22) + (B6-1), (A-22) + (B6-2), (A-22) + (B7-1), (A-22) + (B7 -2), (A-22) + (B7-3), (A-22) + (B7-4), (A-22) + (B7-5), (A-22) + (B7-6 ), (A-22) + (B7-7), (A-22) + (B7-8), (A-22) + (B7-9), (A-22) + (B7-10), (A-22) + (B7-11), (A-22) + (B7-12), (A-22) + (B7-13),
(A-23) + (B1-1), (A-23) + (B1-2), (A-23) + (B1-3), (A-23) + (B1-4), (A-23) + (B1-5), (A-23) + (B1-6), (A-23) + (B2-1), (A-23) + (B2-2), (A-23) + (B3-1), (A-23) + (B4-1), (A-23) + (B4-2), (A-23) + (B4-3), (A-23) + (B4-4), (A-23) + (B4-5), (A-23) + (B5-1), (A-23) + (B5-2), (A-23) + (B5-3), (A-23) + (B5-4), (A-23) + (B6-1), (A-23) + (B6-2), (A-23) + (B7-1), (A-23) + (B7-2), (A-23) + (B7-3), (A-23) + (B7-4), (A-23) + (B7-5), (A-23) + (B7-6), (A-23) + (B7-7), (A-23) + (B7-8), (A-23) + (B7-9), (A-23) + (B7-10), (A-23) + (B7-11), (A-23) + (B7-12), (A-23) + (B7-13),(A-23) + (B1-1), (A-23) + (B1-2), (A-23) + (B1-3), (A-23) + (B1-4), (A -23) + (B1-5), (A-23) + (B1-6), (A-23) + (B2-1), (A-23) + (B2-2), (A-23 ) + (B3-1), (A-23) + (B4-1), (A-23) + (B4-2), (A-23) + (B4-3), (A-23) + (B4-4), (A-23) + (B4-5), (A-23) + (B5-1), (A-23) + (B5-2), (A-23) + (B5 -3), (A-23) + (B5-4), (A-23) + (B6-1), (A-23) + (B6-2), (A-23) + (B7-1 ), (A-23) + (B7-2), (A-23) + (B7-3), (A-23) + (B7-4), (A-23) + (B7-5), (A-23) + (B7-6), (A-23) + (B7-7), (A-23) + (B7-8), (A-23) + (B7-9), (A -23) + (B7-10), (A-23) + (B7-11), (A-23) + (B7-12), (A-23) + (B7-13),
(A-24) + (B1-1), (A-24) + (B1-2), (A-24) + (B1-3), (A-24) + (B1-4), (A-24) + (B1-5), (A-24) + (B1-6), (A-24) + (B2-1), (A-24) + (B2-2), (A-24) + (B3-1), (A-24) + (B4-1), (A-24) + (B4-2), (A-24) + (B4-3), (A-24) + (B4-4), (A-24) + (B4-5), (A-24) + (B5-1), (A-24) + (B5-2), (A-24) + (B5-3), (A-24) + (B5-4), (A-24) + (B6-1), (A-24) + (B6-2), (A-24) + (B7-1), (A-24) + (B7-2), (A-24) + (B7-3), (A-24) + (B7-4), (A-24) + (B7-5), (A-24) + (B7-6), (A-24) + (B7-7), (A-24) + (B7-8), (A-24) + (B7-9), (A-24) + (B7-10), (A-24) + (B7-11), (A-24) + (B7-12), (A-24) + (B7-13),(A-24) + (B1-1), (A-24) + (B1-2), (A-24) + (B1-3), (A-24) + (B1-4), (A -24) + (B1-5), (A-24) + (B1-6), (A-24) + (B2-1), (A-24) + (B2-2), (A-24 ) + (B3-1), (A-24) + (B4-1), (A-24) + (B4-2), (A-24) + (B4-3), (A-24) + (B4-4), (A-24) + (B4-5), (A-24) + (B5-1), (A-24) + (B5-2), (A-24) + (B5 -3), (A-24) + (B5-4), (A-24) + (B6-1), (A-24) + (B6-2), (A-24) + (B7-1 ), (A-24) + (B7-2), (A-24) + (B7-3), (A-24) + (B7-4), (A-24) + (B7-5), (A-24) + (B7-6), (A-24) + (B7-7), (A-24) + (B7-8), (A-24) + (B7-9), (A -24) + (B7-10), (A-24) + (B7-11), (A-24) + (B7-12), (A-24) + (B7-13),
(A-25) + (B1-1), (A-25) + (B1-2), (A-25) + (B1-3), (A-25) + (B1-4), (A-25) + (B1-5), (A-25) + (B1-6), (A-25) + (B2-1), (A-25) + (B2-2), (A-25) + (B3-1), (A-25) + (B4-1), (A-25) + (B4-2), (A-25) + (B4-3), (A-25) + (B4-4), (A-25) + (B4-5), (A-25) + (B5-1), (A-25) + (B5-2), (A-25) + (B5-3), (A-25) + (B5-4), (A-25) + (B6-1), (A-25) + (B6-2), (A-25) + (B7-1), (A-25) + (B7-2), (A-25) + (B7-3), (A-25) + (B7-4), (A-25) + (B7-5), (A-25) + (B7-6), (A-25) + (B7-7), (A-25) + (B7-8), (A-25) + (B7-9), (A-25) + (B7-10), (A-25) + (B7-11 ), (A-25) + (B7-12), (A-25) + (B7-13),(A-25) + (B1-1), (A-25) + (B1-2), (A-25) + (B1-3), (A-25) + (B1-4), (A -25) + (B1-5), (A-25) + (B1-6), (A-25) + (B2-1), (A-25) + (B2-2), (A-25 ) + (B3-1), (A-25) + (B4-1), (A-25) + (B4-2), (A-25) + (B4-3), (A-25) + (B4-4), (A-25) + (B4-5), (A-25) + (B5-1), (A-25) + (B5-2), (A-25) + (B5 -3), (A-25) + (B5-4), (A-25) + (B6-1), (A-25) + (B6-2), (A-25) + (B7-1 ), (A-25) + (B7-2), (A-25) + (B7-3), (A-25) + (B7-4), (A-25) + (B7-5), (A-25) + (B7-6), (A-25) + (B7-7), (A-25) + (B7-8), (A-25) + (B7-9), (A -25) + (B7-10), (A-25) + (B7-11), (A-25) + (B7-12), (A-25) + (B7-13),
(A-26) + (B 1-1), (A-26) + (B 1-2), (A-26) + (B 1-3), (A-26) + (B 1-4), (A-26) + (B 1-5), (A-26) + (B1-6), (A-26) + (B2-1), (A-26) + (B2-2), (A-26) + (B3-1), (A-26) + (B4-1), (A-26) + (B4-2), (A-26) + (B4-3), (A-26) + (B4-4), (A-26) + (B4-5), (A-26) + (B5-1), (A-26) + (B5-2), (A-26) + (B5-3), (A-26) + (B5-4), (A-26) + (B6-1), (A-26) + (B6-2), (A-26) + (B7-1), (A-26) + (B7-2), (A-26) + (B7-3), (A-26) + (B7-4), (A-26) + (B7-5), (A-26) + (B7-6), (A-26) + (B7-7), (A-26) + (B7-8), (A-26) + (B7-9), (A-26) + (B7-10), (A-26) + (B7-11), (A-26) + (B7-12), (A-26) + (B7-13),(A-26) + (B 1-1), (A-26) + (B 1-2), (A-26) + (B 1-3), (A-26) + (B 1-4 ), (A-26) + (B 1-5), (A-26) + (B1-6), (A-26) + (B2-1), (A-26) + (B2-2), (A-26) + (B3-1), (A -26) + (B4-1), (A-26) + (B4-2), (A-26) + (B4-3), (A-26) + (B4-4), (A-26 ) + (B4-5), (A-26) + (B5-1), (A-26) + (B5-2), (A-26) + (B5-3), (A-26) + (B5-4), (A-26) + (B6-1), (A-26) + (B6-2), (A-26) + (B7-1), (A-26) + (B7 -2), (A-26) + (B7-3), (A-26) + (B7-4), (A-26) + (B7-5), (A-26) + (B7-6 ), (A-26) + (B7-7), (A-26) + (B7-8), (A-26) + (B7-9), (A-26) + (B7-10), (A-26) + (B7-11), (A-26) + (B7-12), (A-26) + (B7-13),
(A-27) + (B1-1), (A-27) + (B1-2), (A-27) + (B1-3), (A-27) + (B1-4), (A-27) + (B1-5), (A-27) + (B1-6), (A-27) + (B2-1), (A-27) + (B2-2), (A-27) + (B3-1), (A-27) + (B4-1), (A-27) + (B4-2), (A-27) + (B4-3), (A-27) + (B4-4), (A-27) + (B4-5), (A-27) + (B5-1), (A-27) + (B5-2), (A-27) + (B5-3), (A-27) + (B5-4), (A-27) + (B6-1), (A-27) + (B6-2), (A-27) + (B7-1), (A-27) + (B7-2), (A-27) + (B7-3), (A-27) + (B7-4), (A-27) + (B7-5), (A-27) + (B7-6), (A-27) + (B7-7), (A-27) + (B7-8), (A-27) + (B7-9), (A-27) + (B7-10), (A-27) + (B7-11), (A-27) + (B7-12), (A-27) + (B7-13),(A-27) + (B1-1), (A-27) + (B1-2), (A-27) + (B1-3), (A-27) + (B1-4), (A -27) + (B1-5), (A-27) + (B1-6), (A-27) + (B2-1), (A-27) + (B2-2), (A-27 ) + (B3-1), (A-27) + (B4-1), (A-27) + (B4-2), (A-27) + (B4-3), (A-27) + (B4-4), (A-27) + (B4-5), (A-27) + (B5-1), (A-27) + (B5-2), (A-27) + (B5 -3), (A-27) + (B5-4), (A-27) + (B6-1), (A-27) + (B6-2), (A-27) + (B7-1 ), (A-27) + (B7-2), (A-27) + (B7-3), (A-27) + (B7-4), (A-27) + (B7-5), (A-27) + (B7-6), (A-27) + (B7-7), (A-27) + (B7-8), (A-27) + (B7-9), (A -27) + (B7-10), (A-27) + (B7-11), (A-27) + (B7-12), (A-27) + (B7-13),
(A-28) + (B1-1), (A-28) + (B1-2), (A-28) + (B1-3), (A-28) + (B1-4), (A-28) + (B1-5), (A-28) + (B1-6), (A-28) + (B2-1), (A-28) + (B2-2), (A-28) + (B3-1), (A-28) + (B4-1), (A-28) + (B4-2), (A-28) + (B4-3), (A-28) + (B4-4), (A-28) + (B4-5), (A-28) + (B5-1), (A-28) + (B5-2), (A-28) + (B5-3), (A-28) + (B5-4), (A-28) + (B6-1), (A-28) + (B6-2), (A-28) + (B7-1), (A-28) + (B7-2), (A-28) + (B7-3), (A-28) + (B7-4), (A-28) + (B7-5), (A-28) + (B7-6), (A-28) + (B7-7), (A-28) + (B7-8), (A-28) + (B7-9), (A-28) + (B7-10), (A-28) + (B7-11), (A-28) + (B7-12), (A-28) + (B7-13),(A-28) + (B1-1), (A-28) + (B1-2), (A-28) + (B1-3), (A-28) + (B1-4), (A -28) + (B1-5), (A-28) + (B1-6), (A-28) + (B2-1), (A-28) + (B2-2), (A-28 ) + (B3-1), (A-28) + (B4-1), (A-28) + (B4-2), (A-28) + (B4-3), (A-28) + (B4-4), (A-28) + (B4-5), (A-28) + (B5-1), (A-28) + (B5-2), (A-28) + (B5 -3), (A-28) + (B5-4), (A-28) + (B6-1), (A-28) + (B6-2), (A-28) + (B7-1 ), (A-28) + (B7-2), (A-28) + (B7-3), (A-28) + (B7-4), (A-28) + (B7-5), (A-28) + (B7-6), (A-28) + (B7-7), (A-28) + (B7-8), (A-28) + (B7-9), (A -28) + (B7-10), (A-28) + (B7-11), (A-28) + (B7-12), (A-28) + (B7-13),
(A-29) + (B1-1), (A-29) + (B1-2), (A-29) + (B1-3), (A-29) + (B1-4), (A-29) + (B1-5), (A-29) + (B1-6), (A-29) + (B2-1), (A-29) + (B2-2), (A-29) + (B3-1), (A-29) + (B4-1), (A-29) + (B4-2), (A-29) + (B4-3), (A-29) + (B4-4), (A-29) + (B4-5), (A-29) + (B5-1), (A-29) + (B5-2), (A-29) + (B5-3), (A-29) + (B5-4), (A-29) + (B6-1), (A-29) + (B6-2), (A-29) + (B7-1), (A-29) + (B7-2), (A-29) + (B7-3), (A-29) + (B7-4), (A-29) + (B7-5), (A-29) + (B7-6), (A-29) + (B7-7), (A-29) + (B7-8), (A-29) + (B7-9), (A-29) + (B7-10), (A-29) + (B7-11 ), (A-29) + (B7-12), (A-29) + (B7-13),(A-29) + (B1-1), (A-29) + (B1-2), (A-29) + (B1-3), (A-29) + (B1-4), (A -29) + (B1-5), (A-29) + (B1-6), (A-29) + (B2-1), (A-29) + (B2-2), (A-29 ) + (B3-1), (A-29) + (B4-1), (A-29) + (B4-2), (A-29) + (B4-3), (A-29) + (B4-4), (A-29) + (B4-5), (A-29) + (B5-1), (A-29) + (B5-2), (A-29) + (B5 -3), (A-29) + (B5-4), (A-29) + (B6-1), (A-29) + (B6-2), (A-29) + (B7-1 ), (A-29) + (B7-2), (A-29) + (B7-3), (A-29) + (B7-4), (A-29) + (B7-5), (A-29) + (B7-6), (A-29) + (B7-7), (A-29) + (B7-8), (A-29) + (B7-9), (A -29) + (B7-10), (A-29) + (B7-11), (A-29) + (B7-12), (A-29) + (B7-13),
(A-30) + (B1-1), (A-30) + (B1-2), (A-30) + (B1-3), (A-30) + (B1-4), (A-30) + (B1-5), (A-30) + (B1-6), (A-30) + (B2-1), (A-30) + (B2-2), (A-30) + (B3-1), (A-30) + (B4-1), (A-30) + (B4-2), (A-30) + (B4-3), (A-30) + (B4-4), (A-30) + (B4-5), (A-30) + (B5-1), (A-30) + (B5-2), (A-30) + (B5-3), (A-30) + (B5-4), (A-30) + (B6-1), (A-30) + (B6-2), (A-30) + (B7-1), (A-30) + (B7-2), (A-30) + (B7-3), (A-30) + (B7-4), (A-30) + (B7-5), (A-30) + (B7-6), (A-30) + (B7-7), (A-30) + (B7-8), (A-30) + (B7-9), (A-30) + (B7-10), (A-30) + (B7-11), (A-30) + (B7-12), (A-30) + (B7-13),(A-30) + (B1-1), (A-30) + (B1-2), (A-30) + (B1-3), (A-30) + (B1-4), (A -30) + (B1-5), (A-30) + (B1-6), (A-30) + (B2-1), (A-30) + (B2-2), (A-30) + (B3-1), (A -30) + (B4-1), (A-30) + (B4-2), (A-30) + (B4-3), (A-30) + (B4-4), (A-30 ) + (B4-5), (A-30) + (B5-1), (A-30) + (B5-2), (A-30) + (B5-3), (A-30) + (B5-4), (A-30) + (B6-1), (A-30) + (B6-2), (A-30) + (B7-1), (A-30) + (B7 -2), (A-30) + (B7-3), (A-30) + (B7-4), (A-30) + (B7-5), (A-30) + (B7-6 ), (A-30) + (B7-7), (A-30) + (B7-8), (A-30) + (B7-9), (A-30) + (B7-10), (A-30) + (B7-11), (A-30) + (B7-12), (A-30) + (B7-13),
(A-31) + (B1-1), (A-31) + (B1-2), (A-31) + (B1-3), (A-31) + (B1-4), (A-31) + (B1-5), (A-31) + (B1-6), (A-31) + (B2-1), (A-31) + (B2-2), (A-31) + (B3-1), (A-31) + (B4-1), (A-31) + (B4-2), (A-31) + (B4-3), (A-31) + (B4-4), (A-31) + (B4-5), (A-31) + (B5-1), (A-31) + (B5-2), (A-31) + (B5-3), (A-31) + (B5-4), (A-31) + (B6-1), (A-31) + (B6-2), (A-31) + (B7-1), (A-31) + (B7-2), (A-31) + (B7-3), (A-31) + (B7-4), (A-31) + (B7-5), (A-31) + (B7-6), (A-31) + (B7-7), (A-31) + (B7-8), (A-31) + (B7-9), (A-31) + (B7-10), (A-31) + (B7-11), (A-31) + (B7-12), (A-31) + (B7-13),(A-31) + (B1-1), (A-31) + (B1-2), (A-31) + (B1-3), (A-31) + (B1-4), (A -31) + (B1-5), (A-31) + (B1-6), (A-31) + (B2-1), (A-31) + (B2-2), (A-31 ) + (B3-1), (A-31) + (B4-1), (A-31) + (B4-2), (A-31) + (B4-3), (A-31) + (B4-4), (A-31) + (B4-5), (A-31) + (B5-1), (A-31) + (B5-2), (A-31) + (B5 -3), (A-31) + (B5-4), (A-31) + (B6-1), (A-31) + (B6-2), (A-31) + (B7-1 ), (A-31) + (B7-2), (A-31) + (B7-3), (A-31) + (B7-4), (A-31) + (B7-5), (A-31) + (B7-6), (A-31) + (B7-7), (A-31) + (B7-8), (A-31) + (B7-9), (A -31) + (B7-10), (A-31) + (B7-11), (A-31) + (B7-12), (A-31) + (B7-13),
(A-32) + (B1-1), (A-32) + (B1-2), (A-32) + (B1-3), (A-32) + (B1-4), (A-32) + (B1-5), (A-32) + (B1-6), (A-32) + (B2-1), (A-32) + (B2-2), (A-32) + (B3-1), (A-32) + (B4-1), (A-32) + (B4-2), (A-32) + (B4-3), (A-32) + (B4-4), (A-32) + (B4-5), (A-32) + (B5-1), (A-32) + (B5-2), (A-32) + (B5-3), (A-32) + (B5-4), (A-32) + (B6-1), (A-32) + (B6-2), (A-32) + (B7-1), (A-32) + (B7-2), (A-32) + (B7-3), (A-32) + (B7-4), (A-32) + (B7-5), (A-32) + (B7-6), (A-32) + (B7-7), (A-32) + (B7-8), (A-32) + (B7-9), (A-32) + (B7-10), (A-32) + (B7-11), (A-32) + (B7-12), (A-32) + (B7-13),(A-32) + (B1-1), (A-32) + (B1-2), (A-32) + (B1-3), (A-32) + (B1-4), (A -32) + (B1-5), (A-32) + (B1-6), (A-32) + (B2-1), (A-32) + (B2-2), (A-32 ) + (B3-1), (A-32) + (B4-1), (A-32) + (B4-2), (A-32) + (B4-3), (A-32) + (B4-4), (A-32) + (B4-5), (A-32) + (B5-1), (A-32) + (B5-2), (A-32) + (B5 -3), (A-32) + (B5-4), (A-32) + (B6-1), (A-32) + (B6-2), (A-32) + (B7-1 ), (A-32) + (B7-2), (A-32) + (B7-3), (A-32) + (B7-4), (A-32) + (B7-5), (A-32) + (B7-6), (A-32) + (B7-7), (A-32) + (B7-8), (A-32) + (B7-9), (A -32) + (B7-10), (A-32) + (B7-11), (A-32) + (B7-12), (A-32) + (B7-13),
(A-33) + (B1-1), (A-33) + (B 1-2), (A-33) + (B 1-3), (A-33) + (B 1-4), (A-33) + (B 1-5), (A-33) + (B1-6), (A-33) + (B2-1), (A-33) + (B2-2), (A-33) + (B3-1), (A-33) + (B4-1), (A-33) + (B4-2), (A-33) + (B4-3), (A-33) + (B4-4), (A-33) + (B4-5), (A-33) + (B5-1), (A-33) + (B5-2), (A-33) + (B5-3), (A-33) + (B5-4), (A-33) + (B6-1), (A-33) + (B6-2), (A-33) + (B7-1), (A-33) + (B7-2), (A-33) + (B7-3), (A-33) + (B7-4), (A-33) + (B7-5), (A-33) + (B7-6), (A-33) + (B7-7), (A-33) + (B7-8), (A-33) + (B7-9), (A-33) + (B7-10), (A-33) + (B7-11), (A-33) + (B7-12), (A-33) + (B7-13),(A-33) + (B1-1), (A-33) + (B 1-2), (A-33) + (B 1-3), (A-33) + (B 1-4) , (A-33) + (B 1-5), (A-33) + (B1-6), (A-33) + (B2-1), (A-33) + (B2-2), (A-33) + (B3-1), (A-33) + (B4-1), (A-33) + (B4-2), (A-33) + (B4-3), (A -33) + (B4-4), (A-33) + (B4-5), (A-33) + (B5-1), (A-33) + (B5-2), (A-33 ) + (B5-3), (A-33) + (B5-4), (A-33) + (B6-1), (A-33) + (B6-2), (A-33) + (B7-1), (A-33) + (B7-2), (A-33) + (B7-3), (A-33) + (B7-4), (A-33) + (B7 -5), (A-33) + (B7-6), (A-33) + (B7-7), (A-33) + (B7-8), (A-33) + (B7-9 ), (A-33) + (B7-10), (A-33) + (B7-11), (A-33) + (B7-12), (A-33) + (B7-13),
(A-34) + (B1-1), (A-34) + (B1-2), (A-34) + (B1-3), (A-34) + (B1-4), (A-34) + (B1-5), (A-34) + (B1-6), (A-34) + (B2-1), (A-34) + (B2-2), (A-34) + (B3-1), (A-34) + (B4-1), (A-34) + (B4-2), (A-34) + (B4-3), (A-34) + (B4-4), (A-34) + (B4-5), (A-34) + (B5-1), (A-34) + (B5-2), (A-34) + (B5-3), (A-34) + (B5-4), (A-34) + (B6-1), (A-34) + (B6-2), (A-34) + (B7-1), (A-34) + (B7-2), (A-34) + (B7-3), (A-34) + (B7-4), (A-34) + (B7-5), (A-34) + (B7-6), (A-34) + (B7-7), (A-34) + (B7-8), (A-34) + (B7-9), (A-34) + (B7-10), (A-34) + (B7-11), (A-34) + (B7-12), (A-34) + (B7-13),(A-34) + (B1-1), (A-34) + (B1-2), (A-34) + (B1-3), (A-34) + (B1-4), (A -34) + (B1-5), (A-34) + (B1-6), (A-34) + (B2-1), (A-34) + (B2-2), (A-34) + (B3-1), (A -34) + (B4-1), (A-34) + (B4-2), (A-34) + (B4-3), (A-34) + (B4-4), (A-34 ) + (B4-5), (A-34) + (B5-1), (A-34) + (B5-2), (A-34) + (B5-3), (A-34) + (B5-4), (A-34) + (B6-1), (A-34) + (B6-2), (A-34) + (B7-1), (A-34) + (B7 -2), (A-34) + (B7-3), (A-34) + (B7-4), (A-34) + (B7-5), (A-34) + (B7-6 ), (A-34) + (B7-7), (A-34) + (B7-8), (A-34) + (B7-9), (A-34) + (B7-10), (A-34) + (B7-11), (A-34) + (B7-12), (A-34) + (B7-13),
(A-35) + (B1-1), (A-35) + (B1-2), (A-35) + (B1-3), (A-35) + (B1-4), (A-35) + (B1-5), (A-35) + (B1-6), (A-35) + (B2-1), (A-35) + (B2-2), (A-35) + (B3-1), (A-35) + (B4-1), (A-35) + (B4-2), (A-35) + (B4-3), (A-35) + (B4-4), (A-35) + (B4-5), (A-35) + (B5-1), (A-35) + (B5-2), (A-35) + (B5-3), (A-35) + (B5-4), (A-35) + (B6-1), (A-35) + (B6-2), (A-35) + (B7-1), (A-35) + (B7-2), (A-35) + (B7-3), (A-35) + (B7-4), (A-35) + (B7-5), (A-35) + (B7-6), (A-35) + (B7-7), (A-35) + (B7-8), (A-35) + (B7-9), (A-35) + (B7-10), (A-35) + (B7-11), (A-35) + (B7-12), (A-35) + (B7-13).(A-35) + (B1-1), (A-35) + (B1-2), (A-35) + (B1-3), (A-35) + (B1-4), (A -35) + (B1-5), (A-35) + (B1-6), (A-35) + (B2-1), (A-35) + (B2-2), (A-35 ) + (B3-1), (A-35) + (B4-1), (A-35) + (B4-2), (A-35) + (B4-3), (A-35) + (B4-4), (A-35) + (B4-5), (A-35) + (B5-1), (A-35) + (B5-2), (A-35) + (B5 -3), (A-35) + (B5-4), (A-35) + (B6-1), (A-35) + (B6-2), (A-35) + (B7-1 ), (A-35) + (B7-2), (A-35) + (B7-3), (A-35) + (B7-4), (A-35) + (B7-5), (A-35) + (B7-6), (A-35) + (B7-7), (A-35) + (B7-8), (A-35) + (B7-9), (A -35) + (B7-10), (A-35) + (B7-11), (A-35) + (B7-12), (A-35) + (B7-13).
Weiterhin können die erfindungsgemäßen Kombinationen von Herbiziden verschiedene agrochemische Wirkstoffe beispielsweise aus der Gruppe der Safener, Fungizide, Insektizide, sich strukturell von den Herbiziden (A) und (B) unterscheidenden Herbizide und Pflanzenwachstumsregulatoren oder aus der Gruppe der im Pflanzenschutz üblichen Zusatzstoffe und Formulierungshilfsmittel enthaltenFurthermore, combinations of herbicides according to the invention, various agrochemical active ingredients, for example from the group of safeners, fungicides, insecticides, structurally from the herbicides (A) and (B) different herbicides and plant growth regulators or from the group of customary in plant protection additives and formulation auxiliaries
So kommen als weitere Herbizide beispielsweise folgende von den Herbiziden (A) und (B) sich strukturell unterscheidende Herbizide in Frage, vorzugsweise herbizide Wirkstoffe, die auf einer Inhibition von beispielsweise Acetolactat-Synthase, Acetyl- Coenzym-A-Carboxylase, PS I, PS II, HPPDO, Phytoene-Desaturase, Protoporphyrinogen-Oxidase, Glutamine-Synthetase, Cellulosebiosynthese, 5- Enolpyruvylshikimat-3-phosphat-Synthetase beruhen, wie sie z.B. in Weed Research 26, 441-445 (1986), oder "The Pesticide Manual", 13th edition, The British Crop Protection Council, 2003, oder 14. Auflage 2006/2007, oder in dem entsprechenden „e-Pesticide Manual", Version 4 (2006), jeweils herausgegeben vom British Crop Protection Council, (im Folgenden auch kurz "PM"), und dort zitierter Literatur beschrieben sind. Listen von „Common names" sind auch in „The Compendium of Pesticide Common Names" im Internet verfügbar. Als literaturbekannte Herbizide, die mit 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamid und den Verbindungen der Formel (I) kombiniert werden können, sind z.B. die nachfolgend aufgeführten Wirkstoffe zu nennen:Thus, as further herbicides, for example, the following of the herbicides (A) and (B) structurally different herbicides in question, preferably herbicidal active ingredients which are based on an inhibition of, for example, acetolactate synthase, acetyl coenzyme A carboxylase, PS I, PS II, HPPDO, phytoene desaturase, protoporphyrinogen oxidase, glutamine synthetase, cellulose biosynthesis, 5-enolpyruvylshikimate-3-phosphate synthetase, as described, for example, in Weed Research 26, 441-445 (1986) or "The Pesticide Manual". , 13th edition, The British Crop Protection Council, 2003, or 14th Edition, 2006/2007, or in the corresponding "e-Pesticide Manual," Version 4 (2006), respectively, issued by the British Crop Protection Council (hereinafter also referred to as "Short-listed") "PM"), and there cited literature are described. Lists of common names are also available on The Internet in The Compendium of Pesticide Common Names. As literature-known herbicides, which can be combined with 2-iodo-N - [(4-methoxy-6-methyl-1, 3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and the compounds of formula (I) are eg to name the following active ingredients:
(Anmerkung: Die Herbizide sind dabei entweder mit dem "common name" nach der International Organization for Standardization (ISO) oder mit dem chemischen Namen, ggf. zusammen mit einer üblichen Codenummer bezeichnet und umfassen stets sämtliche Anwendungsformen wie Säuren, Salze, Ester und Isomere wie Stereoisomere und optische Isomere, insbesondere die handelsübliche Form bzw. die handelsüblichen Formen, soweit sich nicht aus dem Zusammenhang etwas anderes ergibt. Bei Sulfonamiden wie Sulfonylharnstoffen sind mit Salzen auch die umfasst, die durch Austausch eines Wasserstoffatoms an der Sulfonamidgruppe durch ein Kation entstehen. Dabei sind eine und zum Teil auch mehrere Anwendungsformen genannt): acetochlor; acibenzolar-S-methyl; AD-67; AKH 7088, d.h. [[[1-[5-[2-Chloro-4- (trifluoromethyl)-phenoxy]-2-nitrophenyl]-2-methoxyethylidene]-amino]-oxy]- essigsäure und -essigsäuremethylester; alachlor; alloxydim(-sodium); ametryn; amicarbazone, amidochlor, amidosulfuron; aminopyralid; amitrol; Ammoniumpelargonate; AMS1 d.h. Ammoniumsulfamat; ancimidol; anilofos; asulam; atrazine; aviglycine; azafenidin, azimsulfuron (DPX-A8947); aziprotryn; barban; BAS 516 H, d.h. 5-Fluor-2-phenyl-4H-3,1-benzoxazin-4-on; beflubutamid (UBH-509), benazolin(-ethyl); bencarbazone; benfluralin; benfuresate; bensulfuron(-methyl); bensulide; bentazone; benzfendizone; benzobicyclon, benzofenap; benzofluor; benzoylprop(-ethyl); benzthiazuron; bilanaphos; bispyribac(-sodium) (KIH-2023); borax; bromacil; bromobutide; bromofenoxim; bromoxynil; bromuron; buminafos; busoxinone; butachlor; butafenacil; butamifos; butenachlor (KH-218); buthidazole; butralin; butroxydim; butylate; cafenstrole (CH-900); caloxydim; carbetamide; carfentrazone(-ethyl); catechin; CDAA, d.h. 2-Chlor-N,N-di-2-propenylacetamid; CDEC, d.h. Diethyldithiocarbaminsäure-2-chlorallylester; chlormesulon; chlomethoxyfen; chloramben; chlorazifop-butyl; chlorbromuron; chlorbufam; chlorfenac; chlorfenprop; chlorflurecol(-methyl); chlorflurenol(-methyl); chloridazon; chlorimuron(-ethyl); chlormequat(-chloride); chlomitrofen; chlorophthalim (MK-616); chlorotoluron; chloroxuron; chlorpropham; chlorsulfuron; chlorthal-dimethyl; chlorthiamid; chlortoluron; cinidon(-methyl und -ethyl); cinmethylin; cinosulfuron; clefoxydim; clethodim; clofencet; clomazone; cloproxydim; clopyralid; clopyrasulfuron(-methyl); cloransulam(-methyl); cumyluron (JC 940); cyanamide; cyanazine; cycloate; cyclosulfamuron (AC 104); cycloxydim; cycluron; cyperquat; cyprazine; cyprazole; daimuron; dalapon; daminozide; dazomet; n-decanol; desmedipham; desmetryn; di-al!ate; dicamba; dichlobenil; dichlormid; diclosulam; diethatyl(-ethyl); difenoxuron; difenzoquat(-metilsulfate); diflufenican; diflufenzopyr(- sodium); dimefuron; dimepiperate; dimethachlor; dimethametryn; dimethazone; dimethenamid (SAN-582H); dimethenamide-P; dimethylarsinic acid; dimethipin; dimetrasulfuron; dimexyflam; dinitramine; dinoseb; dinoterb; diphenamid; dipropetryn; diquat-salze; dithiopyr; diuron; DNOC; eglinazine-ethyl; EL 77, d.h.(Note: The herbicides are either with the "common name" according to the International Organization for Standardization (ISO) or with the chemical name, possibly together with a common code number and always include all forms of application such as acids, salts, esters and isomers such as stereoisomers and optical isomers, in particular the commercial form or the commercially available forms, unless otherwise stated in the context. [Sulf Bei] Sulfonamides such as sulfonylureas also include salts formed by replacement of a hydrogen atom on the sulfonamide group by a cation. One and in part also several application forms are mentioned): acetochlor; acibenzolar-S-methyl; AD-67; AKH 7088, ie methyl [[[1- [5- [2-chloro-4- (trifluoromethyl) phenoxy] -2-nitrophenyl] -2-methoxyethylidene] amino] oxy] acetic acid and acetic acid; alachlor; alloxydim (-sodium); ametryn; amicarbazone, amidochlor, amidosulfuron; aminopyralid; amitrol; Ammoniumpelargonate; AMS 1 ie ammonium sulfamate; ancimidol; anilofos; asulam; atrazine; aviglycine; azafenidin, azimsulfuron (DPX-A8947); aziprotryn; barban; BAS 516H, ie 5-fluoro-2-phenyl-4H-3,1-benzoxazin-4-one; beflubutamide (UBH-509), benazoline (-ethyl); bencarbazone; benfluralin; benfuresate; bensulfuron (-methyl); bensulide; bentazone; benzfendizone; benzobicyclone, benzofenap; benzofluor; benzoylprop (-ethyl); benzthiazuron; bilanaphos; bispyribac (-sodium) (KIH-2023); borax; bromacil; bromobutide; bromofenoxim; bromoxynil; bromuron; buminafos; busoxinone; butachlor; butafenacil; butamifos; butenachlor (KH-218); buthidazole; butraline; butroxydim; butylate; cafenstrole (CH-900); caloxydim; carbetamide; carfentrazone (-ethyl); catechin; CDAA, ie 2-chloro-N, N-di-2-propenylacetamide; CDEC, ie diethyldithiocarbamic acid 2-chloroallyl ester; chlormesulone; chlomethoxyfen; chloramben; chlorazifop-butyl; chlorbromuron; chlorbufam; chlorfenac; chlorfenprop; chlorflurecol (-methyl); chlorflurenol (-methyl); chloridazon; chlorimuron (-ethyl); chlormequat (chlorides); chlornitrofen; chlorophthalim (MK-616); chlorotoluron; chloroxuron; chlorpropham; chlorsulfuron; chlorthal-dimethyl; chlorthiamid; chlorotoluron; cinidone (-methyl and -ethyl); cinmethylin; cinosulfuron; clefoxydim; clethodim; clofencet; clomazone; cloproxydim; clopyralid; clopyrasulfuron (-methyl); cloransulam (-methyl); cumyluron (JC 940); cyanamide; cyanazine; cycloate; Cyclosulfamuron (AC 104); cycloxydim; cycluron; cyperquat; cyprazine; cyprazole; daimuron; dalapon; daminozide; dazomet; n-decanol; desmedipham; Desmetryn; ! Di-al ate; dicamba; dichlobenil; dichlormid; diclosulam; diethatyl (-ethyl); difenoxuron; difenzoquat (-metilsulfate); diflufenican; diflufenzopyr (- sodium); dimefuron; dimepiperate; dimethachlor; dimethametryn; dimethazone; dimethenamid (SAN-582H); dimethenamide-P; dimethylarsinic acid; dimethipin; dimetrasulfuron; dimexyflam; dinitramine; dinoseb; dinoterb; diphenamid; dipropetryn; diquat salts; dithiopyr; diuron; DNOC; eglinazine-ethyl; EL 77, ie
5-Cyano-1-(1 ,1-dimethylethyl)-N-methyl-1 H-pyrazole-4-carboxamid; endothal; epoprodan; EPTC; esprocarb; ethalfluralin; ethametsulfuron-methyl; ethephon; ethidimuron; ethiozin; ethofumesate; ethoxysulfuron; etobenzanid (HW 52); F5231 , d.h. N-[2-Chlor-4-fluor-5-[4-(3-fluorpropyl)-4,5-dihydro-5-oxo-1 H-tetrazol-1-yl]- phenyl]-ethansulfonamid; fenchlorazole(-ethyl); fenclorim; fenoprop; fenoxan, fenoxaprop, fenoxydim; fentrazamide; fenuron; ferrous sulfate; flamprop(-methyl oder -isopropyl oder -isopropyl-L); flamprop-M(-methyl oder -isopropyl); flazasulfuron; floazulate (JV-485); florasulam; fluazolate; flucarbazone(-sodium); flucetosulfuron; fluchloralin; flufenacet; flufenpyr(-ethyl); flumetralin; flumetsulam; flumeturon; flumiclorac(-pentyl); flumioxazin (S-482); flumipropyn; fluometuron; fluorochloridone; fluorodifen; flupoxam (KNW-739); flupropacil (UBIC-4243); flupropanoate; flupyrsulfuron(-methyl)(-sodium); flurenol(-butyl); fluridone; flurochloridone; fluroxypyr(-meptyl); flurprimidol; flurtamone; fluthiacet(-methyl) (KIH-5-cyano-1- (1, 1-dimethylethyl) -N-methyl-1H-pyrazole-4-carboxamide; endothal; epoprodan; EPTC; esprocarb; ethalfluralin; ethametsulfuron-methyl; ethephon; Ethidimuron; ethiozin; ethofumesate; ethoxysulfuron; etobenzanide (HW 52); F5231, i. N- [2-chloro-4-fluoro-5- [4- (3-fluoropropyl) -4,5-dihydro-5-oxo-1H-tetrazol-1-yl] -phenyl] -ethanesulfonamide; fenchlorazole (-ethyl); fenclorim; fenoprop; fenoxan, fenoxaprop, fenoxydim; fentrazamide; fenuron; ferrous sulfate; flamprop (-methyl or -isopropyl or -isopropyl-L); flamprop-M (-methyl or -isopropyl); flazasulfuron; floatsulate (JV-485); florasulam; fluazolate; flucarbazone (-sodium); flucetosulfuron; fluchloralin; flufenacet; flufenpyr (-ethyl); flumetralin; flumetsulam; flumeturon; flumiclorac (-pentyl); flumioxazine (S-482); flumipropyn; fluometuron; fluorochloridone; fluorodifen; flupoxam (KNW-739); flupropacil (UBIC-4243); flupropanoate; flupyrsulfuron (-methyl) (- sodium); flurenol (-butyl); fluridone; flurochloridone; fluroxypyr (-meptyl); flurprimidol; flurtamone; fluthiacet (-methyl) (KIH-
9201); fluthiamide; fluxofenim; foramsulfuron; forchlorfenuron; fosamine; furyloxyfen; gibberillic acid; glufosinate(-ammonium); glyphosate(-isopropylammonium); halosafen; halosulfuron(-methyl); HC-252; hexazinone; HNPC-C9908, d.h. 2-[[[[[4- Methoxy-6-(methylthio)-2-pyrimidinyl]amino]carbonyl]amino]sulfonyl]- benzoesäuremethylester; imazamethabenz(-methyl); imazamox; imazapic; imazapyr; imazaquin und Salze wie das Ammoniumsalz; imazethapyr; imazosulfuron; inabenfide; indanofan; iodosulfuron-methyl(-sodium); ioxynil; isocarbamid; isopropalin; isoproturon; isouron; isoxaben; isoxachlortole; isoxaflutole; isoxapyrifop; karbutilate; lenacil; linuron; Maleinsäurehydrazid (MH); MBTA; mefenacet; mefluidide; mepiquat(-chloride); mesosulfuron(-methyl); mesotrione; metam; metamitron; metazachlor; methabenzthiazuron; metham; methazole; methoxyphenone; methylarsonic acid; methyl-cyclopropene; methyldymron; methylisothiocyanate; methabenzthiazuron; metobenzuron; metobromuron; (alpha-9201); fluthiamide; fluxofenim; foramsulfuron; forchlorfenuron; fosamine; furyloxyfen; gibberillic acid; glufosinate (-ammonium); glyphosate (-isopropylammonium); halo safen; halosulfuron (-methyl); HC-252; hexazinone; HNPC-C9908, ie, methyl 2 - [[[[[4- (methoxy-6- (methylthio) -2-pyrimidinyl] amino] carbonyl] amino] sulfonyl] benzoate; imazamethabenz (-methyl); imazamox; imazapic; imazapyr; imazaquin and salts such as the ammonium salt; imazethapyr; imazosulfuron; inabenfide; indanofan; iodosulfuron-methyl (-sodium); ioxynil; isocarbamid; isopropalin; isoproturon; isouron; isoxaben; isoxachlortole; isoxaflutole; isoxapyrifop; karbutilate; lenacil; linuron; Maleic hydrazide (MH); MBTA; mefenacet; mefluidide; mepiquat (chlorides); mesosulfuron (-methyl); mesotrione; metam; metamitron; metazachlor; methabenzthiazuron; metham; methazole; methoxyphenone; methylarsonic acid; methyl-cyclopropene; methyldymron; methylisothiocyanate; methabenzthiazuron; metobenzuron; metobromuron; (alpha-
)metolachlor; metosulam (XRD 511); metoxuron; metribuzin; metsulfuron-methyl; molinate; monalide; monocarbamide dihydrogensulfate; monolinuron; monuron; monosulfuron; MT 128, d.h. 6-Chlor-N-(3-chlor-2-propenyl)-) Metolachlor; metosulam (XRD 511); metoxuron; metribuzin; metsulfuron-methyl; molinate; monalide; monocarbamide dihydrogen sulfates; monolinuron; monuron; monosulfuron; MT 128, i. 6-chloro-N- (3-chloro-2-propenyl) -
5-methyl-N-phenyl-3-pyridazinamin; MT 5950, d.h. N-[3-Chlor-4-(1-methylethyl)- phenyl]-2-methylpentanamid; naproanilide; napropamide; naptalam; NC 310, d.h.5-methyl-N-phenyl-3-pyridazinamine; MT 5950, i. N- [3-chloro-4- (1-methylethyl) phenyl] -2-methylpentanamide; naproanilide; napropamide; naptalam; NC 310, i.
4-(2,4-dichlorbenzoyl)-1 -methyl-5-benzyloxypyrazol; neburon; nicosulfuron; nipyraclofen; nitralin; nitrofen; nitrophenolate mixture; nitrofluorfen; nonanoic acid; norflurazon; orbencarb; orthosulfamuron; oxabetrinil; oryzalin; oxadiargyl4- (2,4-dichlorobenzoyl) -1-methyl-5-benzyloxypyrazole; neburon; nicosulfuron; nipyraclofen; nitralin; nitrofen; nitrophenolate mixture; nitrofluorfen; nonanoic acid; norflurazon; orbencarb; orthosulfamuron; oxabetrinil; oryzalin; oxadiargyl
(RP-020630); oxadiazon; oxasulfuron; oxaziclomefone; paclobutrazol; paraquat(- dichloride); pebulate; pelargonic acid; pendimethalin; penoxulam; pentachlorophenol; pentanochlor; pentoxazone; perfluidone; pethoxamid; phenisopham; phenmedipham; picloram; picolinafen; pinoxaden; piperophos; piributicarb; pirifenop-butyl; pretilachlor; primisulfuron(-methyl); probenazole; procarbazone-(sodium); procyazine; prodiamine; profluralin; profoxydim; prohexadione(-calcium); prohydrojasmon; proglinazine(-ethyl); prometon; prometryn; propachlor; propanil; propazine; propham; propisochlor; propoxycarbazone(-sodium)(RP-020630); oxadiazon; oxasulfuron; oxaziclomefone; paclobutrazol; paraquat (- dichlorides); pebulate; pelargonic acid; pendimethalin; penoxulam; pentachlorophenol; Pentanochlor; pentoxazone; perfluidone; pethoxamid; phenisopham; phenmedipham; picloram; picolinafen; pinoxaden; piperophos; piributicarb; pirifenop-butyl; pretilachlor; primisulfuron (-methyl); probenazole; procarbazone- (sodium); procyazine; prodi amines; profluralin; profoxydim; Prohexadione (-Calcium); prohydrojasmon; proglinazine (-ethyl); prometon; prometryne; propachlor; propanil; propazine; propham; propisochlor; propoxycarbazone (-sodium)
(MKH-6561); propyzamide; prosulfalin; prosulfocarb; prosulfuron (CGA-152005); prynachlor; pyraclonil; pyraflufen(-ethyl) (ET-751); pyrasulfotole; pyrazolynate; pyrazon; pyrazosulfuron(-ethyl); pyrazoxyfen; pyribambenz-isopropyl (ZJ 0702); pyrimbambenz-propyl (ZJ 0273); pyribenzoxim; pyributicarb; pyridafol; pyridate; pyriftalid; pyriminobac(-methyl) (KIH-6127); pyrimisulfan (KIH-5996); pyrithiobac(- sodium) (KIH-2031); pyroxasulfone (KIH-485); pyroxofop und dessen Ester (z.B. Propargylester); pyroxsulam; quinclorac; quinmerac; quinoclamine; quinofop und dessen Esterderivate, renriduron; rimsulfuron (DPX-E 9636); S 275, d.h. 2-[4-(MKH-6561); Propyzamide; prosulfalin; prosulfocarb; prosulfuron (CGA-152005); prynachlor; pyraclonil; pyraflufen (-ethyl) (ET-751); pyrasulfotole; pyrazolynate; pyrazon; pyrazosulfuron (-ethyl); pyrazoxyfen; pyribambenz isopropyl (ZJ 0702); pyrimbenzopropyl (ZJ 0273); pyribenzoxim; pyributicarb; pyridafol; pyridate; pyriftalid; pyriminobac (-methyl) (KIH-6127); pyrimisulfan (KIH-5996); pyrithiobac (- sodium) (KIH-2031); pyroxasulfones (KIH-485); pyroxofop and its esters (e.g., propargyl esters); pyroxsulam; quinclorac; quinmerac; quinoclamine; quinofop and its ester derivatives, renriduron; rimsulfuron (DPX-E 9636); S 275, i. 2- [4-
Chlor-2-fluor-5-(2-propynyloxy)-phenyl]-4,5,6,7-tetrahydro-2H-indazol; secbumeton; sethoxydim; siduron; simazine; simetryn; sintofen; SN 106279, d.h. 2-[[7-[2-Chlor-4- (trifluor-methyl)-phenoxy]-2-naphthalenyl]-oxy]-propansäure und -methylester; sulcotrione; sulfentrazone (FMC-97285, F-6285); sulfazuron; sulfometuron(-methyl); sulfosate (ICI-A0224); sulfosulfuron; TCA(-sodium); tebutam (GCP-5544); tebuthiuron; tecnacene; tefuryltrione; tembotrione; tepraloxydim; terbacil; terbucarb; terbuchlor; terbumeton; terbuthylazine; terbutryn; TFH 450, d.h. N,N-Diethyl-3-[(2- ethyl-6-methylphenyl)-sulfonyl]-1 H-1 ,2,4-triazol-1-carboxamid; thenylchlor (NSK- 850); thiafluamide, thiazafluron; thiazopyr (Mon-13200); thidiazimin (SN-24085); thidiazuron; thiencarbazone(-methyl); thifensulfuron(-methyl); thiobencarb; Ti 35; tiocarbazil; topramezone; tralkoxydim; tri-allate; triasulfuron; triaziflam; triazofenamide; tribenuron(-methyl); triclopyr; tridiphane; trietazine; trifloxysulfuron(- sodium); trifluralin; triflusulfuron und Ester (z.B. Methylester, DPX-66037); trimeturon; trinexapac; tritosulfuron; tsitodef; uniconazole; vernolate; WL 110547, d.h. 5-Phenoxy-1-[3-(trifluormethyl)-phenyl]-1 H-tetrazol; D-489; ET-751 ; KIH-218; KIH-485; KIH-509; KPP-300; LS 82-556; NC-324; NC-330; DPX-N8189; SC-0774; DOWCO-535; DK-8910; V-53482; PP-600; MBH-001 ; TH-547; SYN-523; IDH-100; SYP-249; HOK-201 ; IR-6396; MTB-951 ; NC-620.Chloro-2-fluoro-5- (2-propynyloxy) phenyl] -4,5,6,7-tetrahydro-2H-indazole; secbumeton; sethoxydim; siduron; simazine; simetryn; sintofen; SN 106279, ie 2 - [[7- [2-chloro-4- (trifluoromethyl) phenoxy] -2-naphthalenyl] oxy] propanoic acid and methyl ester; sulcotrione; sulfentrazone (FMC-97285, F-6285); sulfazuron; sulfometuron (-methyl); sulfosate (ICI-A0224); sulfosulfuron; TCA (-sodium); tebutam (GCP-5544); tebuthiuron; tecnacene; tefuryltrione; tembotrione; tepraloxydim; terbacil; terbucarb; terbuchlor; terbumeton; Terbuthylazine; terbutryn; TFH 450, ie N, N-diethyl-3 - [(2-ethyl-6-methylphenyl) sulfonyl] -1 H-1, 2,4-triazole-1-carboxamide; thenylchlor (NSK-850); thiafluamide, thiazafluron; thiazopyr (Mon-13200); thidiazimin (SN-24085); thidiazuron; thiencarbazone (-methyl); thifensulfuron (-methyl); thiobencarb; Ti 35; tiocarbazil; topramezone; tralkoxydim; tri-allate; triasulfuron; triaziflam; triazofenamide; tribenuron (-methyl); triclopyr; tridiphane; trietazine; trifloxysulfuron (- sodium); trifluralin; triflusulfuron and esters (eg, methyl ester, DPX-66037); trimeturon; trinexapac; tritosulfuron; tsitodef; Uniconazole; vernolate; WL 110547, ie 5-phenoxy-1- [3- (trifluoromethyl) -phenyl] -1H-tetrazole; D-489; ET-751; KIH-218; KIH-485; KIH-509; KPP-300; LS 82-556; NC-324; NC-330; DPX-N8189; SC-0774; Dowco-535; DK-8910; V-53482; PP-600; MBH-001; TH-547; SYN-523; IDH-100; SYP-249; HOK-201; IR 6396; MTB-951; NC 620th
Von besonderem Interesse ist die selektive Bekämpfung von Schadpflanzen in Kulturen von Nutz- und Zierpflanzen. Obgleich die Herbizide (A) und (B), bereits in vielen Kulturen sehr gute bis ausreichende Selektivität aufweisen, können prinzipiell in einigen Kulturen und vor allem auch im Falle von Mischungen mit anderen Herbiziden, die weniger selektiv sind, Phytotoxizitäten an den Kulturpflanzen auftreten. Diesbezüglich sind Kombinationen von Herbiziden (A) und (B) von besonderem Interesse, welche die erfindungsgemäß kombinierten herbizidenOf particular interest is the selective control of harmful plants in crops of commercial and ornamental plants. Although the herbicides (A) and (B) already have very 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, combinations of herbicides (A) and (B) are of particular interest, which are the combined herbicidal
Wirkstoffe und einen oder mehrere Safener enthalten. Die Safener, welche in einem antidotisch wirksamen Gehalt eingesetzt werden, reduzieren die phytotoxischen Nebenwirkungen der eingesetzten Herbizide/Pestizide, z. B. in wirtschaftlich bedeutenden Kulturen wie Getreide (Weizen, Gerste, Roggen, Mais, Reis, Hirse), Zuckerrübe, Zuckerrohr, Raps, Baumwolle und Soja, vorzugsweise Getreide.Active ingredients and one or more safeners. 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, corn, rice, millet), sugar beet, sugar cane, rapeseed, cotton and soybeans, preferably cereals.
Die Safener sind vorzugsweise ausgewählt aus der Gruppe bestehend aus: A) Verbindungen der Formel (S-I),The safeners are preferably selected from the group consisting of: A) compounds of the formula (SI),
wobei die Symbole und Indizes folgende Bedeutungen haben: nA ist eine natürliche Zahl von 0 bis 5, vorzugsweise 0 bis 3; RA 1 ist Halogen, (C1-C4J-AIKyI, (CrC4)-Alkoxy, Nitro oder (d-C4)-Haloalkyl; WA ist ein unsubstituierter oder substituierter divalenter heterocyclischer Rest aus der Gruppe der teilungesättigten oder aromatischen Fünfring-Heterocyclen mit 1 bis 3 Heteroringatomen des Typs N oder O, wobei mindestens ein N-where the symbols and indices have the following meanings: n A is a natural number from 0 to 5, preferably 0 to 3; R A 1 is halogen, (C 1 -C 4 J-AIKyI, (CrC 4) -alkoxy, nitro or (dC 4) -haloalkyl; W A is an unsubstituted or substituted divalent heterocyclic radical from the group of the partially unsaturated or aromatic five-membered ring Heterocycles having 1 to 3 hetero ring atoms of the type N or O, where at least one N-
Atom und höchstens ein O-Atom im Ring enthalten ist, vorzugsweise ein Rest aus der Gruppe (WA 1) bis (WA 4),Atom and at most one O atom is contained in the ring, preferably a radical from the group (W A 1 ) to (W A 4 ),
(WA 1) (WA2) (WA3) (W/) mA ist 0 oder 1 ; RA2 ist ORA3, SRA 3 oder NRA 3RA 4 oder ein gesättigter oder ungesättigter 3- bis 7-gliedriger Heterocyclus mit mindestens einem N-Atom und bis zu 3 Heteroatomen, vorzugsweise aus der Gruppe O und S, der über das N-Atom mit der Carbonylgruppe in (S-I) verbunden ist und unsubstituiert oder durch Reste aus der Gruppe (C-ι-C4)-Alkyl, (CrC4)-Alkoxy oder gegebenenfalls substituiertes Phenyl substituiert ist, vorzugsweise ein(W A 1 ) (WA 2 ) (WA 3 ) (W /) m A is 0 or 1; RA 2 is ORA 3 , SR A 3 or NR A 3 R A 4 or a saturated or unsaturated 3- to 7-membered heterocycle having at least one N atom and up to 3 heteroatoms, preferably from the group O and S, via the N atom is linked to the carbonyl group in (SI) and is unsubstituted or substituted by radicals from the group (C-ι-C 4) -alkyl, (C r C 4) -alkoxy or optionally substituted phenyl, preferably a
Rest der Formel ORA 3, NHRA 4 oder N(CH3)2, insbesondere der Formel ORA 3; RA3 ist Wasserstoff oder ein unsubstituierter oder substituierter aliphatischer Kohlenwasserstoffrest, vorzugsweise mit insgesamt 1 bis 18 C-Atomen; RA4 ist Wasserstoff, (CrC6)-Alkyl, (Ci-C6)-Alkoxy oder substituiertes oder unsubstituiertes Phenyl;Radical of the formula OR A 3 , NHR A 4 or N (CH 3 ) 2 , in particular of the formula OR A 3 ; RA 3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon radical, preferably having in total 1 to 18 carbon atoms; RA 4 is hydrogen, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy or substituted or unsubstituted phenyl;
RA 5 ist H1 (Ci-Cβ)-Alkyl, CrC8(Haloalkyl), (C1-C4)-Alkoxy(C1-C8)-Alkyl, Cyano oder COORA9, worin RA 9 Wasserstoff, (CrC8)-Alkyl, (Ci-C8)-Haloalkyl, (CrC4)- Alkoxy-(Ci-C4)-alkyl, (Ci-C6)-Hydroxyalkyl, (C3-Ci2)-Cycloalkyl oder Tn-(C1- C4)-alkyl-silyl ist;R A 5 is H 1 (C 1 -C 6 ) -alkyl, C r C 8 (haloalkyl), (C 1 -C 4 ) -alkoxy (C 1 -C 8 ) -alkyl, cyano or COOR 9, wherein R A 9 is hydrogen, (C r C 8) alkyl, (Ci-C 8) haloalkyl, (CrC 4) - alkoxy- (Ci-C 4) alkyl, (Ci-C 6) - hydroxyalkyl, (C3-Ci2) -cycloalkyl or Tn (C 1 - C 4) -alkyl-silyl;
RA 6, RA 7, RA8 sind gleich oder verschieden Wasserstoff, (CrC8)-Alkyl, (Ci-C8)-Haloalkyl, (C3-Ci2)-Cycloalkyl oder substituiertes oder unsubstituiertesR A 6, R A 7, RA 8 are identical or different hydrogen, (CrC 8) -alkyl, (Ci-C8) -haloalkyl, (C3-Ci2) -cycloalkyl or substituted or unsubstituted
Phenyl;phenyl;
vorzugsweise: a) Verbindungen vom Typ der Dichlorphenylpyrazolin-3-carbonsäure, vorzugsweise Verbindungen wiepreferably: a) compounds of the type of dichlorophenylpyrazoline-3-carboxylic acid, preferably compounds such as
1-(2,4-Dichlorphenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazolin-3-carbonsäure- ethylester (S1-1) ("Mefenpyr-diethyl", siehe Pestic. Man.), und verwandte Verbindungen, wie sie in der WO 91/07874 beschrieben sind; b) Derivate der Dichlorphenylpyrazolcarbonsäure, vorzugsweise Verbindungen wie 1-(2,4-Dichlorphenyl)-5-methyl-pyrazol-3-carbonsäureethylester (S1-2),1- (2,4-dichlorophenyl) -5- (ethoxycarbonyl) -5-methyl-2-pyrazoline-3-carboxylic acid ethyl ester (S1-1) ("mefenpyr-diethyl", see Pestic. Man.), And related Compounds as described in WO 91/07874; b) derivatives of dichlorophenylpyrazolecarboxylic acid, preferably compounds such as ethyl 1- (2,4-dichlorophenyl) -5-methyl-pyrazole-3-carboxylate (S1-2),
1-(2,4-Dichlorphenyl)-5-isopropyl-pyrazol-3-carbonsäureethylester (S1-3), 1-(2,4-Dichlorphenyl)-5-(1 ,1-dimethyl-ethyl)pyrazol-3-carbonsäureethyl-ester (S1-4), 1-(2,4-Dichlorphenyl)-5-phenyl-pyrazol-3-carbonsäureethylester (S1-5) und verwandte Verbindungen, wie sie in EP-A-333 131 und EP-A-269 806 beschrieben sind; c) Verbindungen vom Typ der Triazolcarbonsäuren, vorzugsweise Verbindungen wie Fenchlorazol(-ethylester), d.h.Ethyl 1- (2,4-dichlorophenyl) -5-isopropyl-pyrazole-3-carboxylate (S1-3), 1- (2,4-dichlorophenyl) -5- (1, 1-dimethyl-ethyl) -pyrazole-3- carboxylic acid ethyl ester (S1-4), 1- (2,4-dichlorophenyl) -5-phenyl-pyrazole-3-carboxylic acid ethyl ester (S1-5) and related compounds as described in EP-A-333 131 and EP-A -269 806 are described; c) compounds of the triazolecarboxylic acid type, preferably compounds such as fenchlorazole (ethyl), i.
1 -(2,4-Dichlorphenyl)-5-trichlormethyl-(1 H)-1 ,2,4-triazol-3-carbonsäureethylester (S1-6), und verwandte Verbindungen wie sie in EP-A-174 562 und EP-A-346 620 beschrieben sind; d) Verbindungen vom Typ der 5-Benzyl- oder 5-Phenyl-2-isoxazolin-3- carbonsäure, oder der 5,5-Diphenyl-2-isoxazolin-3-carbonsäure vorzugsweise Verbindungen wie 5-(2,4-Dichlorbenzyl)-2-isoxazolin-3-carbonsäureethylester (S1-7) oder 5-Phenyl-2-isoxazolin-3-carbonsäureethylester (S1-8) und verwandte Verbindungen, wie sie in WO 91/08202 beschrieben sind, bzw. der 5,5-Diphenyl-2- isoxazolin-carbonsäureethylester (S1-9) ("Isoxadifen-ethyl") oder -n-propylester (S1- 10) oder der 5-(4-Fluorphenyl)-5-phenyl-2-isoxazolin-3-carbonsäureethylester (S 1- 11), wie sie in der Patentanmeldung WO-A-95/07897 beschrieben sind.1- (2,4-dichlorophenyl) -5-trichloromethyl- (1 H) -1, 2,4-triazole-3-carboxylic acid ethyl ester (S1-6) and related compounds as described in EP-A-174 562 and EP -A-346 620; d) compounds of the 5-benzyl- or 5-phenyl-2-isoxazoline-3-carboxylic acid type or of the 5,5-diphenyl-2-isoxazoline-3-carboxylic acid, preferably compounds such as 5- (2,4-dichlorobenzyl) Ethyl 2-isoxazoline-3-carboxylate (S1-7) or ethyl 5-phenyl-2-isoxazoline-3-carboxylate (S1-8) and related compounds as described in WO 91/08202 or 5,5 -Diphenyl-2-isoxazoline-carboxylic acid ethyl ester (S1-9) ("isoxadifen-ethyl") or n-propyl ester (S1-10) or the 5- (4-fluorophenyl) -5-phenyl-2-isoxazoline-3- Carboxylic acid ethyl ester (S 1- 11) as described in the patent application WO-A-95/07897.
B) Chinolinderivate der Formel (S-Il),B) quinoline derivatives of the formula (S-II),
(S-Il) wobei die Symbole und Indizes folgende Bedeutungen haben:(S-Il) where the symbols and indices have the following meanings:
RB1 Halogen, (Ci-C4)-Alkyl, (Ci-C4)-Alkoxy, Nitro oder (CrC4)-Haloalkyl; nB ist eine natürliche Zahl von 0 bis 5, vorzugsweise 0 bis 3;RB 1 is halogen, (Ci-C 4) alkyl, (Ci-C 4) -alkoxy, nitro or (C r C 4) -haloalkyl; n B is a natural number from 0 to 5, preferably 0 to 3;
RB2 ORB 3, SRB 3 oder NR8 3RB4 oder ein gesättigter oder ungesättigter 3- bis 7-gliedriger Heterocyclus mit mindestens einem N-Atom und bis zu 3 Heteroatomen, vorzugsweise aus der Gruppe O und S, der über das N-RB 2 OR B 3 , SR B 3 or NR 8 3 RB 4 or a saturated or unsaturated 3- to 7-membered heterocycle having at least one N atom and up to 3 heteroatoms, preferably from the group O and S, via the N-
Atom mit der Carbonylgruppe in (S-Il) verbunden ist und unsubstituiert oder durchAtom is connected to the carbonyl group in (S-II) and unsubstituted or by
Reste aus der Gruppe (Ci-C^-Alkyl, (C1-C4J-AIkOXy oder gegebenenfalls substituiertes Phenyl substituiert ist, vorzugsweise ein Rest der Formel ORB 3, NHR6 4 oder N(CH3)2, insbesondere der Formel ORB 3; RB3 ist Wasserstoff oder ein unsubstituierter oder substituierter aliphatischerIs radicals from the group (Ci-C ^ alkyl, (C 1 -C 4 J-AIkOXy or optionally substituted phenyl substituted, preferably a radical of the formula OR B 3 , NHR 6 4 or N (CH 3 ) 2 , in particular the Formula OR B 3 ; RB 3 is hydrogen or an unsubstituted or substituted aliphatic
Kohlenwasserstoffrest, vorzugsweise mit insgesamt 1 bis 18 C-Atomen;Hydrocarbon radical, preferably having a total of 1 to 18 carbon atoms;
RB4 ist Wasserstoff, (Ci-C6)-Alkyl, (C-ι-C6)-Alkoxy oder substituiertes oder unsubstituiertes Phenyl;RB 4 is hydrogen, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy or substituted or unsubstituted phenyl;
TB ist eine (Ci oder C2)-Alkandiylkette, die unsubstituiert oder mit einem oder zwei (Ci-C4)-Alkylresten oder mit [(CrC3)-Alkoxy]-carbonyl substituiert ist;T B is a (C 1 or C 2 ) alkanediyl chain which is unsubstituted or substituted by one or two (C 1 -C 4 ) -alkyl radicals or by [(C 1 -C 3 ) -alkoxy] -carbonyl;
vorzugsweise: a) Verbindungen vom Typ der 8-Chinolinoxyessigsäure (S2), vorzugsweise (5-Chlor-8-chinolinoxy)essigsäure-(1 -methylhexyl)-ester (Common name "Cloquintocet-mexyl" (S2-1) (siehe Pestic. Man.),preferably: a) compounds of the 8-quinolinoxyacetic acid (S2) type, preferably (5-chloro-8-quinolinoxy) acetic acid (1-methylhexyl) ester (Common name "Cloquintocet-mexyl" (S2-1) (see Pestic Man.),
(5-Chlor-8-chinolinoxy)essigsäure-(1 ,3-dimethyl-but-1 -yl)-ester (S2-2), (5-Chlor-8-chinolinoxy)essigsäure-4-allyl-oxy-butylester (S2-3), (5-Chlor-8-chinolinoxy)essigsäure-1-allyloxy-prop-2-ylester (S2-4),(5-Chloro-8-quinolinoxy) acetic acid (1,3-dimethyl-but-1-yl) ester (S2-2), (5-chloro-8-quinolinoxy) acetic acid 4-allyl oxy-butyl ester (S2-3), (5-chloro-8-quinolinoxy) acetic acid 1-allyloxy-prop-2-yl ester (S2-4),
(5-Chlor-8-chinolinoxy)essigsäureethylester (S2-5),(5-chloro-8-quinolinoxy) acetic acid ethyl ester (S2-5),
(5-Chlor-8-chinolinoxy)essigsäuremethylester (S2-6),(5-chloro-8-quinolinoxy) acetic acid methyl ester (S2-6),
(5-Chlor-8-chinolinoxy)essigsäureallylester (S2-7), (δ-Chlor-δ-chinolinoxyJessigsäure^-^-propyliden-iminoxyH-ethylester (S2-8), (5-Allyl (5-chloro-8-quinolinoxy) acetate (S2-7), (δ-chloro-δ-quinolinoxyacetic acid) ^ - ^ - propylidene-iminoxyH-ethyl ester (S2-8), (5-
Chlor-8-chinolinoxy)essigsäure-2-oxo-prop-1-ylester (S2-9) und verwandteChloro-8-quinolinoxy) acetic acid 2-oxo-prop-1-yl ester (S2-9) and related
Verbindungen, wie sie in EP-A-86 750, EP-A-94 349 und EP-A-191 736 oder EP-A-OCompounds as described in EP-A-86 750, EP-A-94 349 and EP-A-191 736 or EP-A-O
492 366 beschrieben sind, sowie deren Hydrate und Salze wie sie in der WO-A-492,366, and their hydrates and salts as described in the WO-A-
2002/034048 beschrieben sind. b) Verbindungen vom Typ der (5-Chlor-8-chinolinoxy)malonsäure, vorzugsweise2002/034048 are described. b) compounds of the (5-chloro-8-quinolinoxy) malonic acid type, preferably
Verbindungen wie (5-Chlor-8-chinolinoxy)malonsäurediethylester,Compounds such as diethyl (5-chloro-8-quinolinoxy) malonate,
(5-Chlor-8-chinolinoxy)malonsäurediallylester,(5-chloro-8-quinolinoxy) malonate,
(5-Chlor-8-chinolinoxy)malonsäure-methyl-ethylester und verwandte Verbindungen, wie sie in EP-A-O 582 198 beschrieben sind.(5-chloro-8-quinolinoxy) malonic acid methyl ethyl ester and related compounds as described in EP-A-0 582 198.
C) Verbindungen der Formel (S-III)C) Compounds of the formula (S-III)
wobei die Symbole und Indizes folgende Bedeutungen haben: where the symbols and indices have the following meanings:
Rc1 ist (Ci-C4)-Alkyl, (Ci-C4)-Haloalkyl, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C3-C7)-Cycloalkyl, vorzugsweise Dichlormethyl;Rc 1 is (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 3 -C 7) cycloalkyl , preferably dichloromethyl;
Rc2, Rc3 ist gleich oder verschieden Wasserstoff, (CrC4)-Alkyl, (C2-C4)-Alkenyl, (C2-C4)-Alkinyl, (Ci-C4)-Haloalkyl, (C2-C4)-Haloalkenyl, (Ci-C4)-Alkylcarbamoyl- (d-C4)-alkyl, (C2-C4)-Alkenylcarbamoyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, Dioxolanyl-(CrC4)-alkyl, Thiazolyl, Furyl, Furylalkyl, Thienyl, Piperidyl, substituiertes oder unsubstituiertes Phenyl, oder Rc2 und Rc 3 bilden zusammen einen substituierten oder unsubstituierten heterocyclischen Ring, vorzugsweise einen Oxazolidin-, Thiazolidin-, Piperidin-, Morpholin-, Hexahydropyrimidin- oder Benzoxazinring;Rc 2, rc 3 is identical or different hydrogen, (CrC 4) alkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) alkynyl, (Ci-C 4) -haloalkyl, (C 2 -C 4) haloalkenyl, (Ci-C 4) alkylcarbamoyl (dC 4) alkyl, (C 2 -C 4) -Alkenylcarbamoyl- (Ci-C 4) alkyl, (Ci-C 4) -alkoxy (C 1 -C 4 ) -alkyl, dioxolanyl- (C 1 -C 4 ) -alkyl, thiazolyl, furyl, furylalkyl, thienyl, piperidyl, substituted or unsubstituted phenyl, or R c 2 and R c 3 together form a substituted or unsubstituted heterocyclic ring, preferably an oxazolidine, thiazolidine, piperidine, morpholine, hexahydropyrimidine or benzoxazine ring;
vorzugsweise: Wirkstoffe vom Typ der Dichloracetamide, die häufig als Vorauflaufsafenerpreferably: Active substances of the dichloroacetamide type, often as pre-emergence safeners
(bodenwirksame Safener) angewendet werden, wie z. B.(soil-active safeners) are used, such. B.
"Dichlormid" (siehe Pestic.Man.) (= N,N-Diallyl-2,2-dichloracetamid),"Dichlormid" (see Pestic.Man.) (= N, N-diallyl-2,2-dichloroacetamide),
"R-29148" (= 3-Dichloracetyl-2,2,5-trimethyl-1 ,3-oxazolidin von der Firma Stauffer), "R-28725" (= 3-Dichloracetyl-2,2,-dimethyl-1 ,3-oxazolidin von der Firma Stauffer),"R-29148" (= 3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine from Stauffer), "R-28725" (= 3-dichloroacetyl-2,2, -dimethyl-1, 3-oxazolidine from Stauffer),
"Benoxacor" (siehe Pestic. Man.) (= 4-Dichloracetyl-3,4-dihydro-3-methyl-2H-1 ,4- benzoxazin),"Benoxacor" (see Pestic. Man.) (= 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine),
"PPG-1292" (= N-Allyl-N-[(1 ,3-dioxolan-2-yl)-methyl]-dichloracetamid von der Firma"PPG-1292" (= N-allyl-N - [(1,3-dioxolan-2-yl) -methyl] -dichloroacetamide from the company
PPG Industries), "DKA-24" (= N-Allyl-N-[(allylaminocarbonyl)-methyl]-dichloracetamid von der FirmaPPG Industries), "DKA-24" (= N-allyl-N - [(allylaminocarbonyl) -methyl] -dichloroacetamide from the company
Sagro-Chem),Sagro-Chem)
"AD-67" oder "MON 4660" (= 3-Dichloracetyl-1-oxa-3-aza-spiro[4,5]decan von der"AD-67" or "MON 4660" (= 3-dichloroacetyl-1-oxa-3-aza-spiro [4,5] decane from the
Firma Nitrokemia bzw. Monsanto),Company Nitrokemia or Monsanto),
"TI-35" (= 1-Dichloracetyl-azepan von der Firma TRI-Chemical RT) "Diclonon" (Dicyclonon) oder "BAS145138" oder "LAB145138" (= 3-Dichloracetyl-"TI-35" (= 1-dichloroacetyl-azepane from TRI-Chemical RT) "diclonone" (dicyclonone) or "BAS145138" or "LAB145138" (= 3-dichloroacetyl)
2,5,5-thmethyl-1 ,3-diazabicyclo[4.3.0]nonan von der Firma BASF) und2,5,5-thymethyl-1,3-diazabicyclo [4.3.0] nonane from BASF) and
"Furilazol" oder "MON 13900" (siehe Pestic. Man.) (= (RS)-3-Dichloracetyl-5-(2- furyl)-2,2-dimethyloxazolidin)"Furilazole" or "MON 13900" (see Pestic. Man.) (= (RS) -3-dichloroacetyl-5- (2-furyl) -2,2-dimethyloxazolidine)
D) N-Acylsulfonamide der Formel (S-IV) und ihre Salze,D) N-acylsulfonamides of the formula (S-IV) and their salts,
worin X0 ist CH oder N;wherein X 0 is CH or N;
R0 1 ist CO-NRD5R0 6 oder NHCO-RD 7;R 0 1 is CO-NRD 5 R 0 6 or NHCO-R D 7 ;
RD2 ist Halogen, (CrC4)-Haloalkyl, (CrC4)-Haloalkoxy, Nitro, (Ci-C4)-Alkyl, (C1-RD 2 is halogen, (C r C 4 ) -haloalkyl, (C r C 4 ) -haloalkoxy, nitro, (C 1 -C 4 ) -alkyl, (C 1 -
C4)-Alkoxy, (Ci-C4)-Alkylsulfonyl, (Ci-C4)-Alkoxycarbonyl oder (Ci-C4)-Alkylcarbonyl; R0 3 ist Wasserstoff, (CrC4)-Alkyl, (C2-C4)-Alkenyl oder (C2-C4)-Alkinyl; RD4 ist Halogen, Nitro, (d-C4)-Alkyl, (CrC4)-Haloalkyl, (CrC^-Haloalkoxy, (C3- C6)-Cycloalkyl, Phenyl, (Ci-C4)-Alkoxy, Cyano, (CrC4)-Alkylthio, (C1-C4)-Alkyl- sulfinyl, (Ci-C4)-Alkylsulfonyl, (Ci-C4)-Alkoxycarbonyl oder (Ci-C4)-Alkylcarbonyl; RD 5 ist Wasserstoff, (Ci-C6)-Alkyl, (C3-C6)-Cycloalkyl, (C2-C6)-Alkenyl, (C2-C6)- Alkinyl, (C5-C6)-Cycloalkenyl, Phenyl oder 3- bis 6-gliedriges Heterocyclyl enthaltend V0 Heteroatome aus der Gruppe Stickstoff, Sauerstoff und Schwefel, wobei die sieben letztgenannten Reste durch vD Substituenten aus der Gruppe Halogen, (C-i- C6)-Alkoxy, (CrC6)-Haloalkoxy, (Ci-C2)-Alkylsulfinyl, (C1-C2)-Alkylsulfonyl, (C3-C6)- Cycloalkyl, (Ci-C4)-Alkoxycarbonyl, (Ci-C4)-Alkylcarbonyl und Phenyl und im Falle cyclischer Reste auch (CrC4)-Alkyl und (CrC4)-Haloalkyl substituiert sind;C 4 ) alkoxy, (C 1 -C 4 ) -alkylsulfonyl, (C 1 -C 4 ) -alkoxycarbonyl or (C 1 -C 4 ) -alkylcarbonyl; R 0 3 is hydrogen, (C r C4) alkyl, (C 2 -C 4) -alkenyl or (C 2 -C 4) alkynyl; RD 4 is halogen, nitro, (dC 4) alkyl, (CrC 4) -haloalkyl, (CrC ^ -haloalkoxy, (C 3 - C 6) cycloalkyl, phenyl, (Ci-C 4) -alkoxy, cyano, (C r C 4) -alkylthio, (C 1 -C 4) alkyl- sulfinyl, (Ci-C 4) alkylsulfonyl, (Ci-C 4) alkoxycarbonyl or (Ci-C 4) alkylcarbonyl; R D 5 is hydrogen, (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 2 -C 6 ) -alkenyl, (C 2 -C 6 ) -alkynyl, (C 5 -C 6 ) -Cycloalkenyl, phenyl or 3- to 6-membered heterocyclyl containing V 0 heteroatoms from the group nitrogen, oxygen and sulfur, wherein the seven latter radicals by v D substituents selected from the group consisting of halogen, (Ci- C 6 ) alkoxy, (C r C 6) -haloalkoxy, (Ci-C2) alkylsulfinyl, (C 1 -C 2) alkylsulfonyl, (C 3 -C 6) - cycloalkyl, (Ci-C 4) alkoxycarbonyl, (Ci-C 4 ) Alkylcarbonyl and phenyl and in the case of cyclic radicals also (C 1 -C 4 ) -alkyl and (C 1 -C 4 ) -haloalkyl;
R0 6 ist Wasserstoff, (C-ι-C6)-Alkyl, (C2-C6)-Alkenyl oder (C2-C6)-Alkinyl, wobei die drei letztgenannten Reste durch VD Reste aus der Gruppe Halogen, Hydroxy, (Ci- C4)-Alkyl, (Ci-C4)-Alkoxy und (CrC4)-Alkylthio substituiert sind, oderR 0 6 is hydrogen, (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenyl or (C 2 -C 6 ) -alkynyl, where the last three radicals mentioned are represented by VD radicals from the group halogen, hydroxy, (Ci- C4) alkyl, (Ci-C 4) -alkoxy and (C r C 4) -alkylthio, or
R0 5 und R0 6 bilden gemeinsam mit dem dem sie tragenden Stickstoffatom einen Pyrrolidinyl- oder Piperidinyl-Rest;R 0 5 and R 0 6 together with the nitrogen atom carrying them form a pyrrolidinyl or piperidinyl radical;
R0 7 ist Wasserstoff, (Ci-C4)-Alkylamino, Di-(Ci-C4)-alkylamino, (Ci-C6)-Alkyl, (C3- C6)-Cycloalkyl, wobei die 2 letztgenannten Reste durch vD Substituenten aus der Gruppe Halogen, (CrC4)-Alkoxy, Halogen-(Ci-C6)-alkoxy und (CrC4)-Alkylthio und im Falle cyclischer Reste auch (Ci-C4)-Alkyl und (Ci-C4)-Haloalkyl substituiert sind;R 0 7 is hydrogen, (Ci-C 4 ) -alkylamino, di- (Ci-C 4 ) -alkylamino, (Ci-C 6 ) -alkyl, (C 3 - C 6 ) -cycloalkyl, wherein the latter two radicals by v D substituents from the group halogen, (CrC 4 ) alkoxy, halogeno (Ci-C 6 ) alkoxy and (CrC 4 ) alkylthio and in the case of cyclic radicals also (Ci-C 4 ) alkyl and (Ci -C 4 ) -haloalkyl;
nD ist 0, 1 oder 2; mD ist 1 oder 2; V0 ist 0, 1 , 2 oder 3;n D is 0, 1 or 2; m D is 1 or 2; V 0 is 0, 1, 2 or 3;
davon bevorzugt sind Verbindungen von Typ der N-Acylsulfonamide, z.B. der nachfolgenden Formel (S-V), die z. B. bekannt sind aus WO 97/45016 worinpreferred are compounds of the type of N-acylsulfonamides, for example of the following formula (SV), z. B. are known from WO 97/45016 wherein
R0 7 (Ci-C6)Alkyl, (C3-C6)Cycloalkyl, wobei die 2 letztgenannten Reste durch vD R 0 7 (Ci-C 6 ) alkyl, (C 3 -C 6 ) cycloalkyl, where the 2 latter radicals by v D
Substituenten aus der Gruppe Halogen, (CrC4)Alkoxy, Halogen-(CrC6)alkoxy undSubstituents from the group halogen, (CrC 4 ) alkoxy, halogen (CrC 6 ) alkoxy and
(Ci-C4)Alkylthio und im Falle cyclischer Reste auch (C-ι-C4)Alkyl und (Cr(Ci-C 4 ) alkylthio and in the case of cyclic radicals also (C-ι-C 4 ) alkyl and (Cr
C4)Haloalkyl substituiert sind;C 4 ) haloalkyl are substituted;
RD 4 Halogen, (Ci-C4)-Alkyl, (Ci-C4)-Alkoxy, CF3; mD 1 oder 2 bedeutet;R D 4 is halogen, (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy, CF 3; m is D 1 or 2;
VD ist 0, 1 , 2 oder 3;VD is 0, 1, 2 or 3;
sowiesuch as
Acylsulfamoylbenzoesäureamide, z.B. der nachfolgenden Formel (S-Vl), die z.B. bekannt sind aus WO 99/16744,Acylsulfamoylbenzoic acid amides, e.g. of the following formula (S-VI), e.g. are known from WO 99/16744,
z.B. solche worin eg those in which
RD5 = Cyclo-Propyl und (RD 4) = 2-OMe ist("Cyprosulfamide", S3-1),RD 5 = cyclopropyl and (R D 4 ) = 2-OMe ("Cyprosulfamide", S3-1),
R0 5 = Cyclo-Propyl und (R0 4) = 5-CI-2-OMe ist (S3-2),R 0 5 = cyclopropyl and (R 0 4 ) = 5-CI-2-OMe is (S3-2),
R0 5 = Ethyl und (RD 4) = 2-OMe ist (S3-3),R 0 5 = ethyl and (R D 4 ) = 2-OMe is (S3-3),
RD5 = iso-Propyl und (R0 4) = 5-CI-2-OMe ist (S3-4) und R0 5 = iso-Propyl und (RD 4) = 2-OMe ist (S3-5);RD 5 = iso-propyl and (R 0 4 ) = 5-CI-2-OMe is (S3-4) and R 0 5 = iso-propyl and (R D 4 ) = 2-OMe is (S3-5) ;
sowiesuch as
Verbindungen vom Typ der N-Acylsulfamoylphenylharnstoffe der Formel (S-VII), die z.B. bekannt sind aus der EP-A-365484,N-acylsulfamoylphenylurea type compounds of the formula (S-VII), e.g. are known from EP-A-365484,
worin wherein
RD8 und Rp9 unabhängig voneinander Wasserstoff, (CrC8)-Alkyl, (C3-C8)- Cycloalkyl, (C3-C6)-Alkenyl, (C3-C6)-Alkinyl, R0 4 Halogen, (Ci-C4)-Alkyl, (CrC4)-Alkoxy, CF3 mD 1 oder 2 bedeutet;RD 8 and 9 Rp are independently hydrogen, (CrC 8) -alkyl, (C 3 -C 8) - cycloalkyl, (C 3 -C 6) -alkenyl, (C 3 -C 6) alkynyl, R 4 is halogen 0 (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy, CF 3 m D 1, or 2;
davon insbesonderein particular
1-[4-(N-2-Methoxybenzoylsulfamoyl)phenyl]-3-methylharnstoff, 1-[4-(N-2-Methoxybenzoylsulfamoyl)phenyl]-3,3-dimethylharnstoff, 1-[4-(N-4,5-Dimethylbenzoylsulfamoyl)phenyl]-3-methylharnstoff, 1-[4-(N-Naphthoylsulfamoyl)phenyl]-3,3-dimethylharnstoff,1- [4- (N-2-methoxybenzoylsulfamoyl) phenyl] -3-methylurea, 1- [4- (N-2-methoxybenzoylsulfamoyl) phenyl] -3,3-dimethylurea, 1- [4- (N-4, 5-dimethylbenzoylsulfamoyl) phenyl] -3-methylurea, 1- [4- (N-naphthoylsulfamoyl) phenyl] -3,3-dimethylurea,
G) Wirkstoffe aus der Klasse der Hydroxyaromaten und der aromatisch- aliphatischen Carbonsäurederivate, z.B.G) Active ingredients from the class of hydroxyaromatics and the aromatic-aliphatic carboxylic acid derivatives, e.g.
3,4,5-Triacetoxybenzoesäureethylester, 3,5-Dimethoxy-4-hydroxybenzoesäure, 3,5- Dihydroxybenzoesäure, 4-Hydroxysalicylsäure, 4-Fluorsalicyclsäure, 1 ,2-Dihydro-2- oxo-6-trifluoromethylpyridin-3-carboxamid, 2-Hydroxyzimtsäure, 2,4-Dichlorzimt- säure, wie sie in der WO 2004084631 , WO 2005015994, WO 2006007981 , WO 2005016001 beschrieben sind;3,4,5-triacetoxybenzoic acid ethyl ester, 3,5-dimethoxy-4-hydroxybenzoic acid, 3,5-dihydroxybenzoic acid, 4-hydroxysalicylic acid, 4-fluorosalicyclic acid, 1, 2-dihydro-2-oxo-6-trifluoromethylpyridine-3-carboxamide, 2-hydroxycinnamic acid, 2,4-dichlorocinnamic acid, as described in WO 2004084631, WO 2005015994, WO 2006007981, WO 2005016001;
H) Wirkstoffe aus der Klasse der 1 ,2-Dihydrochinoxalin-2-one, z.B. 1-Methyl-3-(2-thienyl)-1 ,2-dihydrochinoxalin-2-on, 1-Methyl-3-(2-thienyl)-1 ,2-dihydro- chinoxalin-2-thion, 1-(2-Aminoethyl)-3-(2-thienyl)-1 ,2-dihydro-chinoxalin-2-on-hydro- Chlorid, 1-(2-Methylsulfonylaminoethyl)-3-(2-thienyl)-1 ,2-dihydro-chinoxalin-2-on, wie sie in der WO 2005112630 beschrieben sind,H) active compounds from the class of 1, 2-dihydroquinoxaline-2-ones, e.g. 1-Methyl-3- (2-thienyl) -1,2-dihydroquinoxalin-2-one, 1-methyl-3- (2-thienyl) -1,2-dihydroquinoxaline-2-thione, 1- (2 -Aminoethyl) -3- (2-thienyl) -1,2-dihydroquinoxaline-2-one-hydro-chloride, 1- (2-methylsulphonylaminoethyl) -3- (2-thienyl) -1,2-dihydrochloride quinoxalin-2-one as described in WO 2005/12630,
I) Wirkstoffe, die neben einer herbiziden Wirkung gegen Schadpflanzen auch Safenerwirkung an Kulturpflanzen wie Reis aufweisen, wie z. B. "Dimepiperate" oder "MY-93" (siehe Pestic. Man.) (= Piperidin-1-thiocarbonsäure-S- 1-methyl-1-phenylethylester), das als Safener für Reis gegen Schäden des Herbizids Molinate bekannt ist, "Daimuron" oder "SK 23" (siehe Pestic. Man.) (= 1-(1 -Methyl- 1-phenylethyl)-3-p-tolyl- hamstoff), das als Safener für Reis gegen Schäden des Herbizids Imazosulfuron bekannt ist,I) active substances which, in addition to a herbicidal activity against harmful plants, also have safener action on crop plants such as rice, such as, for example, rice. "Dimepiperate" or "MY-93" (see Pestic. Man.) (= Piperidine-1-thiocarboxylic acid S-1-methyl-1-phenylethyl ester), which is known as a safener for rice against damage of the herbicide Molinate, "Daimuron" or "SK 23" (see Pestic. Man.) (= 1- (1-methyl-1-phenylethyl) -3-p-tolylurea), which is known as a safener for rice against damage of the herbicide imazosulfuron .
"Cumyluron" = "JC-940" (= 3-(2-Chlorphenylmethyl)-1-(1-methyl-1-phenyl- ethyl)harnstoff, siehe JP-A-60087254), das als Safener für Reis gegen Schäden einiger Herbizide bekannt ist,"Cumyluron" = "JC-940" (= 3- (2-chlorophenylmethyl) -1- (1-methyl-1-phenylethyl) urea, see JP-A-60087254), which can be used as safener for rice against damage of some Herbicides is known
"Methoxyphenon" oder "NK 049" (= 3,3'-Dimethyl-4-methoxy-benzophenon), das als Safener für Reis gegen Schäden einiger Herbizide bekannt ist, "CSB" (= 1-Brom-4-(chlormethylsulfonyl)benzol) (CAS-Reg. Nr. 54091-06-4 von Kumiai), das als Safener gegen Schäden einiger Herbizide in Reis bekannt ist,"Methoxyphenone" or "NK 049" (= 3,3'-dimethyl-4-methoxy-benzophenone) known as safener for rice against damage of some herbicides, "COD" (= 1-bromo-4- (chloromethylsulfonyl) benzene) (CAS Reg. No. 54091-06-4 from Kumiai), which is known as safener against damage of some herbicides in rice,
K) Verbindungen der Formel (S-IX), wie sie in der WO-A- 1998/38856 beschrieben sindK) Compounds of the formula (S-IX) as described in WO-A-1998/38856
H2(T H 2 (T
worin die Symbole und Indizes folgende Bedeutungen haben:wherein the symbols and indices have the following meanings:
Rκ 1, RK 2 unabhängig voneinander Halogen, (Ci-C4)-Alkyl, (Ci-C4)-Alkoxy, (CrR κ 1 , R K 2 independently of one another are halogen, (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy, (Cr
C4)-Haloalkyl, (Ci-C4)-Alkylamino, Di-(C1-C4)-Alkylamino, Nitro;C 4) -haloalkyl, (Ci-C 4) alkylamino, di- (C 1 -C 4) alkylamino, nitro;
Aκ COORK3 oder COORK 4 Rκ 3, RK4 unabhängig voneinander Wasserstoff, (Ci-C4)-Alkyl, (C2-C6)-Alkenyl,A κ COORK 3 or COOR K 4 R κ 3 , RK 4 independently of one another are hydrogen, (C 1 -C 4 ) -alkyl, (C 2 -C 6 ) -alkenyl,
(C2-C4)-Alkinyl, Cyanoalkyl, (CrC4)-Haloalkyl, Phenyl, Nitrophenyl, Benzyl,(C 2 -C 4) alkynyl, cyanoalkyl, (CrC 4) -haloalkyl, phenyl, nitrophenyl, benzyl,
Halobenzyl, Pyridinylalkyl und Alkylammonium, nκ 1 0 oder 1 nκ 2, nκ 3 unabhängig voneinander 0, 1 oder 2Halobenzyl, pyridinylalkyl and alkylammonium, n κ 1 0 or 1 n κ 2 , n κ 3 are independently 0, 1 or 2
vorzugsweise: Methyl-(diphenylmethoxy)acetat (CAS-Regno: 41858-19-9),preferably: methyl (diphenylmethoxy) acetate (CAS Regno: 41858-19-9),
L) Verbindungen der Formel (S-X), wie sie in der WO A-98/27049 beschrieben sindL) compounds of the formula (SX), as described in WO-A-98/27049
worin die Symbole und Indizes folgende Bedeutungen haben: XL CH oder N, nL für den Fall, dass X=N ist, eine ganze Zahl von 0 bis 4 und für den Fall, dass X=CH ist, eine ganze Zahl von 0 bis 5, wherein the symbols and indices have the following meanings: X L CH or N, n L in the case where X = N, an integer from 0 to 4 and in the case where X = CH, an integer of 0 until 5,
RL1 Halogen, (Ci-C4)-Alkyl, (Ci-C4)-Haloalkyl, (Ci-C4)-Alkoxy, (C1-C4J-HaIOaIkOXy, Nitro, (CrC4)-Alkylthio, (CrC4)-Alkylsulfonyl, (d-C4)-Alkoxycarbonyl, ggf. substituiertes. Phenyl, ggf. substituiertes Phenoxy, RL 2 Wasserstoff oder (CrC4)-AlkylRL 1 is halogen, (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (Ci-C 4) alkoxy, (C 1 -C 4 J-HaIOaIkOXy, nitro, (C r C4) - alkylthio, (CrC 4) alkylsulfonyl, (dC 4) -alkoxycarbonyl, optionally substituted. phenyl, optionally substituted phenoxy, R L 2 is hydrogen or (C r C 4) -alkyl
RL3 Wasserstoff, (Ci-Cβ)-Alkyl, (C2-C4)-Alkenyl, (C2-C4)-Alkinyl, oder Aryl, wobei jeder der vorgenannten C-haltigen Reste unsubstituiert oder durch einen oder mehrere, vorzugsweise bis zu drei gleiche oder verschiedene Reste aus der Gruppe, bestehend aus Halogen und Alkoxy substituiert ist; oder deren Salze.RL 3 is hydrogen, (C 1 -C 6 ) -alkyl, (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -alkynyl, or aryl, where each of the abovementioned C-containing radicals is unsubstituted or substituted by one or more preferably up to three identical or different radicals from the group consisting of halogen and alkoxy substituted; or their salts.
M) Wirkstoffe aus der Klasse der 3-(5-Tetrazolylcarbonyl)-2-chinolone, z.B. 1 ,2-Dihydro-4-hydroxy-1 -ethyl-3-(5-tetrazolylcarbonyl)-2-chinolon (CAS-Regno: 219479-18-2), 1 ,2-Dihydro-4-hydroxy-1-methyl-3-(5-tetrazolyl-carbonyl)-2-chinolon (CAS-Regno: 95855-00-8), wie sie in der WO-A-1999000020 beschrieben sind,M) Agents from the class of 3- (5-tetrazolylcarbonyl) -2-quinolones, e.g. 1, 2-dihydro-4-hydroxy-1-ethyl-3- (5-tetrazolylcarbonyl) -2-quinolone (CAS Regno: 219479-18-2), 1, 2-dihydro-4-hydroxy-1-methyl -3- (5-tetrazolyl-carbonyl) -2-quinolone (CAS Regno: 95855-00-8) as described in WO-A-1999000020,
N) Verbindungen der Formeln (S-Xl) oder (S-XII) wie sie in der WO-A-2007023719 und WO-A-2007023764 beschrieben sindN) Compounds of the formulas (S-XI) or (S-XII) as described in WO-A-2007023719 and WO-A-2007023764
(S-Xl) (S-XII) worin(S-XI) (S-XII) wherein
RN 1 Halogen, (CrC4)-Alkyl, Methoxy, Nitro, Cyano, CF3, OCF3 R N 1 is halogen, (C 1 -C 4 ) alkyl, methoxy, nitro, cyano, CF 3 , OCF 3
Y, Z unabhängig voneinander O oder S, nN eine ganze Zahl von 0 bis 4, RN 2 (Ci-Ci6)-Alkyl, (C2-C6)-Alkenyl, (C3-C6)-Cycloalkyl, Aryl; Benzyl, Halogenbenzyl,Y, Z are each independently O or S, N n is an integer from 0 to 4, R N 2 (Ci-C 6) -alkyl, (C 2 -C 6) -alkenyl, (C 3 -C 6) -cycloalkyl , Aryl; Benzyl, halobenzyl,
RN 3 Wasserstoff, (CrC6)Alkyl bedeuten;R N 3 is hydrogen, (C r C 6 ) alkyl;
O) eine oder mehreren Verbindungen aus Gruppe: 1 ,8-Naphthalsäureanhydrid,O) one or more compounds from group: 1, 8-naphthalic anhydride,
O,O-Diethyl S-2-ethylthioethyl phosphordithioat (Disulfoton),O, O-diethyl S-2-ethylthioethyl phosphorodithioate (disulfonone),
4-Chlorphenyl-methylcarbamat (Mephenate),4-chlorophenyl methylcarbamate (mephenate),
O,O-Diethyl-O-phenylphosphorotioat (Dietholate),O, O-diethyl-O-phenyl phosphorotioate (dietholate),
4-Carboxy-3,4-dihydro-2H-1-benzopyran-4-essigsäure (CL-304415, CAS-Regno: 31541-57-8),4-carboxy-3,4-dihydro-2H-1-benzopyran-4-acetic acid (CL-304415, CAS Regno: 31541-57-8),
2-propenyl 1-oxa-4-azaspiro[4.5]decane-4-carbodithioate (MG-838, CAS-Regno:2-propenyl 1-oxa-4-azaspiro [4.5] decane-4-carbodithioate (MG-838, CAS Regno:
133993-74-5),133993-74-5)
Methyl-[(3-oxo-1 H-2-benzothiopyran-4(3H)-yliden)methoxy]acetate (aus WO-A-Methyl - [(3-oxo-1H-2-benzothiopyran-4 (3H) -ylidene) methoxy] acetate (from WO-A-
98/13361 ; CAS-Regno: 205121-04-6), Cyanomethoxyimino(phenyl)acetonithl (Cyometrinil),98/13361; CAS Regno: 205121-04-6), cyanomethoxyimino (phenyl) acetonitrile (Cyometrinil),
1 ,3-Dioxolan-2-ylmethoxyimino(phenyl)acetonitril (Oxabetrinil),1, 3-dioxolan-2-ylmethoxyimino (phenyl) acetonitrile (oxabetrinil),
4'-Chlor-2,2,2-trifluoracetophenon-O-1 ,3-dioxolan-2-ylmethyloxim (Fluxofenim),4'-Chloro-2,2,2-trifluoroacetophenone-O-1,3-dioxolan-2-ylmethyloxime (Fluxofenim),
4,6-Dichlor-2-phenylpyrimidin (Fenclorim),4,6-dichloro-2-phenylpyrimidine (fenclorim),
Benzyl-2-chlor-4-trifluormethyl-1 ,3-thiazol-5-carboxylat (Flurazole), 2-Dichlormethyl-2-methyl-1 ,3-dioxolan (MG-191),Benzyl 2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylate (flurazole), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191),
einschließlich der Stereoisomeren und der in der Landwirtschaft gebräuchlichen Salze.including the stereoisomers and the salts commonly used in agriculture.
Auch eine Mischung mit anderen bekannten Wirkstoffen, wie Fungiziden, Insektiziden, Akariziden, Nematiziden, Schutzstoffen gegen Vogelfraß, Pflanzennährstoffen und Bodenstrukturverbesserungsmitteln ist möglich. Einige der Safener sind bereits als Herbizide bekannt und entfalten somit neben der Herbizidwirkung bei Schadpflanzen zugleich auch Schutzwirkung bei den Kulturpflanzen. Die Gewichtsverhältnisse von Herbizid(mischung) zu Safener hängt im Allgemeinen von der Aufwandmenge an Herbizid und der Wirksamkeit des jeweiligen Safeners ab und kann innerhalb weiter Grenzen variieren, beispielsweise im Bereich von 1000:1 bis 1 :5000, vorzugsweise 500:1 bis 1 :3000, insbesondere 200:1 bis 1 :1000. Die Safener können analog den Verbindungen der Formel (I) oder deren Mischungen mit weiteren Herbiziden/Pestiziden formuliert werden und als Fertigformulierung oder Tankmischung mit den Herbiziden bereitgestellt und angewendet werden.A mixture with other known active ingredients, such as fungicides, insecticides, acaricides, nematicides, bird repellents, plant nutrients and soil conditioners is also possible. 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 ratios of herbicide (mixture) to safener generally depends on the application rate of herbicide and the effectiveness of the particular safener and can vary within wide limits, for example in the range from 1000: 1 to 1: 5000, preferably 500: 1 to 1: 3000, in particular 200: 1 to 1: 1000. The safeners can be formulated analogously to the compounds of the formula (I) or mixtures thereof with further herbicides / pesticides and provided and used as finished formulation or tank mixture with the herbicides.
Die erfindungsgemäßen Kombinationen (= herbiziden Mittel) weisen eine ausgezeichnete herbizide Wirksamkeit gegen ein breites Spektrum wirtschaftlich wichtiger mono- und dikotyler Schadpflanzen wie Unkräuter auf, einschließlich Arten die resistent sind gegen herbizide Wirkstoffe wie Glyphosate, Glufosinate, Atrazin oder Imidazolinon-Herbizide. Auch schwer bekämpfbare perennierende Unkräuter, die aus Rhizomen, Wurzelstöcken oder anderen Dauerorganen austreiben, werden durch die Wirkstoffe gut erfaßt. Dabei können die Substanzen z.B. im Vorsaat-, Vorauflauf- oder Nachauflaufverfahren ausgebracht werden, z.B. gemeinsam oder getrennt. Bevorzugt ist z.B. die Anwendung im Nachauflaufverfahren, insbesondere auf die aufgelaufenen Schadpflanzen.The combinations according to the invention (= herbicidal agents) have an excellent herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants such as weeds, including species which are resistant to herbicidal active substances such as glyphosate, glufosinate, atrazine or imidazolinone herbicides. Even difficult to control perennial weeds, which expel from rhizomes, rhizomes or other permanent organs, are well detected by the active ingredients. The substances may be e.g. be applied in pre-sowing, pre-emergence or post-emergence, e.g. together or separately. Preferred is e.g. the postemergence application, in particular the accumulated harmful plants.
Im einzelnen seien beispielhaft einige Vertreter der mono- und dikotylen Unkrautflora genannt, die durch die erfindungsgemäßen Verbindungen kontrolliert werden können, ohne dass durch die Nennung eine Beschränkung auf bestimmte Arten erfolgen soll.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.
Auf der Seite der monokotylen Unkrautarten werden z.B. Avena spp., Alopecurus spp., Apera spp., Brachiaria spp., Bromus spp., Digitaria spp., Lolium spp., Echinochloa spp., Panicum spp., Phalaris spp., Poa spp., Setaria spp. sowie Cyperusarten aus der annuellen Gruppe und auf Seiten der perennierenden Spezies Agropyron, Cynodon, Imperata sowie Sorghum und auch ausdauernde Cyperusarten gut erfaßt.On the monocotyledonous weed side, for example, Avena spp., Alopecurus spp., Apera spp., Brachiaria spp., Bromus spp., Digitaria spp., Lolium spp., Echinochloa spp., Panicum spp., Phalaris spp., Poa spp ., Setaria spp. as well as cyperus species from the annuell group and perennial species Agropyron, Cynodon, Imperata and Sorghum and perennial Cyperusarten well detected.
Bei dikotylen Unkrautarten erstreckt sich das Wirkungsspektrum auf Arten wie z.B. Abutilon spp., Amaranthus spp., Chenopodium spp., Chrysanthemum spp., Galium spp., Ipomoea spp., Kochia spp., Lamium spp., Matricaria spp., Pharbitis spp., Polygonum spp.,Sida spp., Sinapis spp., Solanum spp., Stellaria spp., Veronica spp. und Viola spp., Xanthium spp., auf der annuellen Seite sowie Convolvulus, Cirsium, Rumex und Artemisia bei den perennierenden Unkräutern.In dicotyledonous weed species, the spectrum of activity extends to species such as e.g. 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. and Viola spp., Xanthium spp., on the annual side, as well as Convolvulus, Cirsium, Rumex, and Artemisia in perennial weeds.
Werden die erfindungsgemäßen Verbindungen vor dem Keimen auf die Erdoberfläche appliziert, so wird entweder das Auflaufen der Unkrautkeimlinge vollständig verhindert oder die Unkräuter wachsen bis zum Keimblattstadium heran, stellen jedoch dann ihr Wachstum ein und sterben schließlich nach Ablauf von drei bis vier Wochen vollkommen ab.If the compounds according to the invention are applied to the surface of the earth before germination, then either the emergence of the weed seedlings is completely prevented or the weeds grow up to the cotyledon stage, but then cease their growth and finally die off completely after a lapse of three to four weeks.
Bei Applikation der Wirkstoffe auf die grünen Pflanzenteile im Nachauflaufverfahren tritt ebenfalls sehr rasch nach der Behandlung ein drastischer Wachstumsstop ein und die Unkrautpflanzen bleiben in dem zum Applikationszeitpunkt vorhandenen Wachstumsstadium stehen oder sterben nach einer gewissen Zeit ganz ab, so dass auf diese Weise eine für die Kulturpflanzen schädliche Unkrautkonkurrenz sehr früh und nachhaltig beseitigt wird.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 is eliminated very early and sustainably.
Die erfindungsgemäßen herbiziden Mittel zeichnen sich durch eine schnell einsetzende und lang andauernde herbizide Wirkung aus. Die Regenfestigkeit der Wirkstoffe in den erfindungsgemäßen Kombinationen ist in der Regel günstig. Als besonderer Vorteil fällt ins Gewicht, dass die in den Kombinationen verwendeten und wirksamen Dosierungen von Verbindungen (A) und (B) so gering eingestellt werden können, dass ihre Bodenwirkung optimal niedrig ist. Somit wird deren Einsatz nicht nur in empfindlichen Kulturen erst möglich, sondern Grundwasser- Kontaminationen werden praktisch vermieden. Durch die erfindungsgemäßen Kombinationen von Wirkstoffen wird eine erhebliche Reduzierung der nötigen Aufwandmenge der Wirkstoffe ermöglicht.The herbicidal compositions according to the invention are distinguished by a rapidly onset and long-lasting herbicidal action. The rainfastness of the active ingredients in the combinations according to the invention is generally favorable. A particular advantage is the fact that the effective and used in combinations combinations 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 contaminations are virtually avoided. The inventive combinations of active ingredients is a significant reduction of the necessary Application rate of the active ingredients allows.
Bei gemeinsamer Anwendung von Herbiziden der Gruppe (A) und solchen der Gruppe (B) treten bevorzugt überadditive (= synergistische) Effekte auf. Dabei ist die Wirkung in den Kombinationen stärker als die zu erwartende Summe der Wirkungen der eingesetzten Einzelherbizide. Die synergistischen Effekte erlauben eine Reduzierung der Aufwandmenge, die Bekämpfung eines breiteren Spektrums von Unkräutern und Ungräsern, einen schnelleren Einsatz der herbiziden Wirkung, eine längere Dauerwirkung, eine bessere Kontrolle der Schadpflanzen mit nur einer bzw. wenigen Applikationen sowie eine Ausweitung des möglichenWhen herbicides of group (A) and group (B) are used together, superadditive (= synergistic) effects preferably occur. The effect in the combinations is stronger than the expected sum of the effects of the individual herbicides used. The synergistic effects allow a reduction in the application rate, the control of a broader spectrum of weeds and weeds, a faster use of herbicidal activity, a longer lasting effect, a better control of the harmful plants with only one or a few applications and an expansion of the possible
Anwendungszeitraumes. Teilweise wird durch den Einsatz der Mittel auch die Menge an schädlichen Inhaltsstoffen, wie Stickstoff oder Ölsäure, und deren Eintrag in den Boden reduziert.Application period. In part, the use of funds also reduces the amount of harmful ingredients, such as nitrogen or oleic acid, and their entry into the soil.
Die genannten Eigenschaften und Vorteile sind in der praktischenThe mentioned properties and advantages are in the practical
Unkrautbekämpfung gefordert, um landwirtschaftliche/forstwirtschaftliche Kulturen von unerwünschten Konkurrenzpflanzen freizuhalten und damit die Erträge qualitativ und quantitativ zu sichern und/oder zu erhöhen. Der technische Standard wird durch diese neuen Kombinationen hinsichtlich der beschriebenen Eigenschaften deutlich übertroffen.Weed control in order to keep agricultural / forestry crops away from undesired competing crops, thereby ensuring and / or increasing yields both qualitatively and quantitatively. The technical standard is significantly exceeded by these new combinations in terms of the properties described.
Von ganz besonderem Interesse ist die Anwendung von herbiziden Mitteln mit einem Gehalt an folgenden herbizid wirksamen Verbindungen (A) + (B); (A) + (B) + (einer sich von (A) und (B) strukturell unterscheidenden herbizid aktiven Verbindung (C, jeweils mit „Common Name" benannt)) und/oder von herbiziden Mitteln und Safenern (S) mit einem Gehalt an folgenden Verbindungen (A) + (B) + (C) + (S):Of particular interest is the use of herbicidal compositions containing the following herbicidally active compounds (A) + (B); (A) + (B) + (a herbicidally active compound structurally different from (A) and (B) (C, each named "common name")) and / or herbicidal and safeners (S) containing on the following compounds (A) + (B) + (C) + (S):
(A-O) + (B7-5) + (B7-1); (A-2) + (B7-5) + (B7-1); (A-O) + (B7-5) + (B7-1) + (S1-1); (A-2) + (B7-5) + (B7-1) + (S1-1); (A-O) + (B7-5) + (Tralkoxydim); (A-2) + (B7-5) + (Tralkoxydim);(A-O) + (B7-5) + (B7-1); (A-2) + (B7-5) + (B7-1); (A-O) + (B7-5) + (B7-1) + (S1-1); (A-2) + (B7-5) + (B7-1) + (S1-1); (A-O) + (B7-5) + (tralkoxydim); (A-2) + (B7-5) + (tralkoxydim);
(A-O) + (B7-5) + (Tralkoxydim) + (S1-1); (A-2) + (B7-5) + (Tralkoxydim) + (S1-1); (A-O) + (B7-5) + (Clethodim); (A-2) + (B7-5) + (Clethodim); (A-O) + (B7-5) + (Clethodim) + (S1-1); (A-2) + (B7-5) + (Clethodim) + (SM);(AO) + (B7-5) + (tralkoxydim) + (S1-1); (A-2) + (B7-5) + (tralkoxydim) + (S1-1); (AO) + (B7-5) + (clethodim); (A-2) + (B7-5) + (clethodim); (AO) + (B7-5) + (Clethodim) + (S1-1); (A-2) + (B7-5) + (clethodim) + (SM);
Aufgrund ihrer herbiziden und pflanzenwachstumsregulatorischen Eigenschaften können die Mittel zur Bekämpfung von Schadpflanzen in bekannten Pflanzenkulturen oder noch zu entwickelnden toleranten oder gentechnisch veränderten Kulturpflanzen eingesetzt werden. Die transgenen Pflanzen zeichnen sich in der Regel durch besondere vorteilhafte Eigenschaften aus, neben den Resistenzen gegenüber den erfindungsgemäßen Mitteln beispielsweise durch Resistenzen gegenüber Pflanzenkrankheiten oder Erregern von Pflanzenkrankheiten wie bestimmten Insekten oder Mikroorganismen wie Pilzen,Because of their herbicidal and plant growth regulatory properties, the agents for combating harmful plants can be used in known plant crops or tolerant or genetically modified crops to be developed. The transgenic plants are usually characterized by particular advantageous properties, in addition to the resistance to the inventive compositions, for example, by resistance to plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi,
Bakterien oder Viren. Andere besondere Eigenschaften betreffen z. B. das Erntegut hinsichtlich Menge, Qualität, Lagerfähigkeit, Zusammensetzung und spezieller Inhaltsstoffe. So sind transgene Pflanzen mit erhöhtem Stärkegehalt oder veränderter Qualität der Stärke oder solche mit anderer Fettsäurezusammensetzung des Ernteguts bekannt. Gleichermaßen können die Wirkstoffe aufgrund ihrer herbiziden und pflanzenwachstumsregulatorischen Eigenschaften auch zur Bekämpfung von Schadpflanzen in Kulturen von bekannten oder noch zu entwickelnden durch Mutatantenselektion erhaltenen Pflanzen eingesetzt werden.Bacteria or viruses. Other special properties relate to z. B. the crop in terms of quantity, quality, shelf life, composition and 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 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-selected plants.
Allgemein bekannte Wege zur Herstellung neuer Pflanzen, die im Vergleich zu bisher vorkommenden Pflanzen modifizierte Eigenschaften aufweisen, bestehen beispielsweise in klassischen Züchtungsverfahren und der Erzeugung von Mutanten. Alternativ können neue Pflanzen mit veränderten Eigenschaften mit Hilfe gentechnischer Verfahren erzeugt werden (siehe z. B. EP-A-0221044, EP-A- 0131624). Beschrieben wurden beispielsweise in mehreren Fällen 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,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, EP-A-0221044, EP-A-0131624). For example, in several cases, genetic modifications of crop plants were described for the purpose of modifying the starch synthesized in the plants (eg WO 92/11376, WO 92/14827, WO 91/19806), transgenic crop plants which have resistance to herbicides, for example against Sulfonylureas (EP-A-0257993, US-A-5013659), transgenic crops having the ability to produce Bacillus thuringiensis toxins (Bt toxins) containing the Make plants resistant to certain pests (EP-A-0142924,
EP-A-0193259). transgene Kulturpflanzen mit modifizierter FettsäurezusammensetzungEP-A-0193259). Transgenic crops with modified fatty acid composition
(WO 91/13972).(WO 91/13972).
Zahlreiche molekularbiologische Techniken, mit denen neue transgene Pflanzen mit veränderten Eigenschaften hergestellt werden können, sind im Prinzip bekannt; siehe z.B. Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2. Aufl. CoId Spring Harbor Laboratory Press, CoId Spring Harbor, NY; oder Winnacker "Gene und Klone", VCH Weinheim 2. Auflage 1996 oder Christou, "Trends in Plant Science" 1 (1996) 423-431).Numerous molecular biology techniques that can be used to produce novel transgenic plants with altered properties are known in principle; see, e.g. Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd ed., CoId Spring Harbor Laboratory Press, CoId Spring Harbor, NY; or Winnacker "Genes and Clones", VCH Weinheim 2nd edition 1996 or Christou, "Trends in Plant Science" 1 (1996) 423-431).
Für derartige gentechnische Manipulationen können Nucleinsäuremoleküle in Plasmide eingebracht werden, die eine Mutagenese oder eine Sequenzveränderung durch Rekombination von DNA-Sequenzen erlauben. Mit Hilfe der obengenannten Standardverfahren können z. B. Basenaustausche vorgenommen, Teilsequenzen entfernt oder natürliche oder synthetische Sequenzen hinzugefügt werden. Für die Verbindung der DNA-Fragmente untereinander können an die Fragmente Adaptoren oder Linker angesetzt werden.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.
Die Herstellung von Pflanzenzellen mit einer verringerten Aktivität einesThe production of plant cells with a reduced activity of a
Genprodukts kann beispielsweise erzielt werden durch die Expression mindestens einer entsprechenden antisense-RNA, einer sense-RNA zur Erzielung eines Cosuppressionseffektes oder die Expression mindestens eines entsprechend konstruierten Ribozyms, das spezifisch Transkripte des obengenannten Genprodukts spaltet.Gene product can be obtained, 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.
Hierzu können zum einen DNA-Moleküle verwendet werden, die die gesamte codierende Sequenz eines Genprodukts einschließlich eventuell vorhandener flankierender Sequenzen umfassen, als auch DNA-Moleküle, die nur Teile der codierenden Sequenz umfassen, wobei diese Teile lang genug sein müssen, um in den Zellen einen antisense-Effekt zu bewirken. Möglich ist auch die Verwendung von DNA-Sequenzen, die einen hohen Grad an Homologie zu den codiereden Sequenzen eines Genprodukts aufweisen, aber nicht vollkommen identisch sind.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. Also possible is the use of DNA sequences encoding a high degree of homology to the ones Have sequences of a gene product but are not completely identical.
Bei der Expression von Nucleinsäuremolekülen in Pflanzen kann das synthetisierte Protein in jedem beliebigen Kompartiment der pflanzlichen Zelle lokalisiert sein. Um aber die Lokalisation in einem bestimmten Kompartiment zu erreichen, kann z. B. die codierende Region mit DNA-Sequenzen verknüpft werden, die die Lokalisierung in einem bestimmten Kompartiment gewährleisten. Derartige Sequenzen sind dem Fachmann bekannt (siehe beispielsweise Braun et al., EMBO J. 11 (1992), 3219- 3227; Wolter et al., Proc. Natl. Acad. Sei. USA 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1991), 95-106).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 those skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad., U.S.A. 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1991), 95-106).
Die transgenen Pflanzenzellen können nach bekannten Techniken zu ganzen Pflanzen regeneriert werden. Bei den transgenen Pflanzen kann es sich prinzipiell um Pflanzen jeder beliebigen Pflanzenspezies handeln, d.h. sowohl monokotyle als auch dikotyle Pflanzen. So sind transgene Pflanzen erhältlich, die veränderteThe 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. both monocotyledonous and dicotyledonous plants. Thus, transgenic plants are available that changed
Eigenschaften durch Überexpression, Suppression oder Inhibierung homologer (= natürlicher) Gene oder Gensequenzen oder Expression heterologer (= fremder) Gene oder Gensequenzen aufweisen.Have properties by overexpression, suppression or inhibition of homologous (= natural) genes or gene sequences or expression of heterologous (= foreign) genes or gene sequences.
Gegenstand der vorliegenden Erfindung ist weiterhin ein Verfahren zur Bekämpfung von unerwünschten Pflanzen, vorzugsweise in Pflanzenkulturen, das dadurch gekennzeichnet ist, dass die Herbizide (A) und (B) der erfindungsgemäßen Herbizid- Kombination auf die Pflanzen (z.B. Schadpflanzen wie mono- oder dikotyle Unkräuter oder unerwünschte Kulturpflanzen), das Saatgut (z.B. Körner, Samen oder vegetative Vermehrungsorgane wie Knollen oder Sprossteile mit Knospen) oder die Fläche, auf der die Pflanzen wachsen (z.B. die Anbaufläche), ausgebracht werden, z.B. gemeinsam oder getrennt. Dabei können eines oder mehrere Herbizide (A) vor, nach oder gleichzeitig mit dem oder den Herbizid(en) (B) auf die Pflanzen, das Saatgut oder die Fläche, auf der die Pflanzen wachsen (z.B. die Anbaufläche), appliziert werden.The present invention further provides a method for controlling undesirable plants, preferably in plant crops, which is characterized in that the herbicides (A) and (B) of the herbicidal combination according to the invention on the plants (eg harmful plants such as mono- or dicotyledonous weeds or undesirable crops), the seeds (eg grains, seeds or vegetative propagules such as tubers or shoot parts with buds) or the area on which the plants grow (eg the cultivated area), eg together or separately. One or more herbicides (A) may be applied to the plants, the seed or the area on which the plants grow (e.g.
Unter unerwünschten Pflanzen sind alle Pflanzen zu verstehen, die an Orten wachsen, wo sie unerwünscht sind. Dies können z.B. Schadpflanzen (z.B. mono- oder dikotyle Unkräuter oder unerwünschte Kulturpflanzen) sein, z.B. auch solche, die gegen bestimmte herbizide Wirkstoffe wie Glyphosate, Atrazin, Glufosinate oder Imidazolinon-Herbizide resistent sind.Undesirable plants are understood to mean all plants in places grow where they are unwanted. These may be, for example, harmful plants (for example monocotyledonous or dicotyledonous weeds or undesired crop plants), for example those which are resistant to certain herbicidal active substances such as glyphosate, atrazine, glufosinate or imidazolinone herbicides.
Die erfindungsgemäßen Herbizid-Kombinationen werden selektiv zur Bekämpfung unerwünschten Pflanzenwuchses eingesetzt werden, z.B. in Pflanzenkulturen wie Ackerbaukulturen z.B. monokotylen Ackerbaukulturen wie Getreide (z.B. Weizen, Gerste, Roggen, Hafer), Reis, Mais, Hirse, oder dikotylen Ackerbaukulturen wie Zuckerrübe, Raps, Baumwolle, Sonnenblumen und Leguminosen z.B. derThe herbicidal combinations of the invention will be used selectively to control undesired plant growth, e.g. in crops such as crops, e.g. monocotyledonous crops such as cereals (e.g., wheat, barley, rye, oats), rice, corn, millet, or dicotyledonous crops such as sugar beet, oilseed rape, cotton, sunflowers, and legumes, e.g. of the
Gattungen Glycine (z.B. Glycine max. (Soja) wie nicht-transgene Glycine max. (z.B. konventionelle Sorten wie STS-Sorten) oder transgene Glycine max. (z.B. RR-Soja oder LL-Soja) und deren Kreuzungen), Phaseolus, Pisum, Vicia und Arachis, oder Gemüsekulturen aus verschiedenen botanischen Gruppen wie Kartoffel, Lauch, Kohl, Karotte, Tomate, Zwiebel. Dabei erfolgt die Applikation bevorzugt auf die aufgelaufenen Schadpflanzen (z.B. Unkräuter oder unerwünschte Kulturpflanzen), insbesondere vor dem Auflaufen von (erwünschten) Kulturpflanzen.Genera Glycine (eg Glycine max. (Soy) as non-transgenic Glycine max. (Eg conventional varieties such as STS varieties) or transgenic Glycine max. (Eg RR soy or LL soya) and their crosses), Phaseolus, Pisum, Vicia and Arachis, or vegetable crops from various botanical groups such as potato, leek, cabbage, carrot, tomato, onion. In this case, the application is preferably carried out on the accumulated harmful plants (for example weeds or undesired crop plants), in particular before emergence of (desired) crop plants.
Gegenstand der Erfindung ist auch die Verwendung der erfindungsgemäßen Herbizid-Kombinationen zur Bekämpfung von unerwünschtem Pflanzenwuchs, vorzugsweise in Pflanzenkulturen.The invention also provides the use of the herbicidal combinations according to the invention for controlling unwanted plant growth, preferably in plant crops.
Die erfindungsgemäßen Herbizid-Kombinationen können nach bekannten Verfahren z.B. als Mischformulierungen der Einzelkomponenten, gegebenenfalls mit weiteren Wirkstoffen, Zusatzstoffen und/oder üblichen Formulierungshilfsmitteln hergestellt werden, die dann in üblicher Weise mit Wasser verdünnt zur Anwendung gebracht werden, oder als sogenannte Tankmischungen durch gemeinsame Verdünnung der getrennt formulierten oder partiell getrennt formulierten Komponenten mit Wasser hergestellt werden. Ebenfalls möglich ist die zeitlich versetzte Anwendung (Splitapplikation) der getrennt formulierten oder partiell getrennt formulierten Einzelkomponenten. Möglich ist auch die Anwendung der Herbizide oder der Herbizid-Kombinationen in mehreren Portionen (Sequenzanwendung), z. B. nach Anwendungen im Vorauflauf, gefolgt von Nachauflauf-Applikationen oder nach frühen Nachauflaufanwendungen, gefolgt von Applikationen im mittleren oder späten Nachauflauf. Bevorzugt ist dabei die gemeinsame oder die zeitnahe Anwendung der Wirkstoffe der jeweiligen Kombination.The herbicidal combinations according to the invention can be prepared by known processes, for example as mixed formulations of the individual components, if appropriate with further active ingredients, additives and / or customary formulation auxiliaries, which are then diluted with water in a customary manner, or as so-called tank mixtures by joint dilution separately formulated or partially separately formulated components with water. Also possible is the staggered application (split application) of the separately formulated or partially separately formulated individual components. It is also possible to use the herbicides or herbicide combinations in several portions (sequence application), eg. 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 common or timely use of the active ingredients of the respective combination.
Die Herbizide (A) und (B) können gemeinsam oder getrennt in übliche Formulierungen übergeführt werden, wie Lösungen, Emulsionen, Suspensionen, Pulver, Schäume, Pasten, Granulate, Aerosole, Wirkstoff-imprägnierte Natur- und synthetische Stoffe, Feinstverkapselungen in polymeren Stoffen. Die Formulierungen können die üblichen Hilfs- und Zusatzstoffe enthalten.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. The formulations may contain the usual auxiliaries and additives.
Diese Formulierungen werden in bekannter Weise hergestellt, z.B. durch Vermischen der Wirkstoffe mit Streckmitteln, also flüssigen Lösungsmitteln, unter Druck stehenden verflüssigten Gasen und/oder festen Trägerstoffen, gegebenenfalls unter Verwendung von oberflächenaktiven Mitteln, also Emulgiermitteln und/oder Dispergiermitteln und/oder schaumerzeugenden Mitteln.These formulations are prepared in a known manner, e.g. by mixing the active compounds with extenders, that is to say liquid solvents, liquefied gases under pressure and / or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-forming agents.
Im Falle der Benutzung von Wasser als Streckmittel könne z.B. auch organische Lösungsmittel als Hilfslösungsmittel verwendet werden. Als flüssige Lösungsmittel kommen im wesentlichen infrage: Aromaten, wie XyIoI, Toluol, Alkylnaphthaline, chlorierte Aromaten oder chlorierte aliphatische Kohlenwasserstoffe, wie Chlorbenzole, Chlorethylene, oder Methylenchlorid, aliphatische Kohlenwasserstoffe, wie Cyclohexan oder Paraffine, z.B. Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole, wie Butanol oder Glykol sowie deren Ether und Ester, Ketone, wie Aceton, Methylethylketon, Methylisobutylketon oder Cyclohexanon, stark polare Lösungsmittel, wie Dimethylformamid oder Dimethylsulfoxid, sowie Wasser.In the case of using water as extender, e.g. also organic solvents can be used as auxiliary solvents. 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, e.g. 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.
Als feste Trägerstoffe kommen in Frage: z.B. Ammoniumsalze und natürliche Gesteinsmehle, wie Kaoline, Tonerden, Talkum, Kreide, Quartz, Attapulgit, Montmorillonit oder Diatomeenerde und synthetische Gesteinsmehle, wie hochdisperse Kieselsäure, Aluminiumoxid und Silikate; als feste Trägerstoffe für Granulate kommen infrage: z.B. gebrochene und fraktionierte natürliche Gesteine wie Calcit, Marmor, Bims, Sepiolith, Dolomit sowie synthetische Granulate aus anorganischen und organischen Mehlen sowie Granulate aus organischem Material wie Sägemehl, Kokosnußschalen, Maiskolben und Tabakstengel; als Emulgier- und/oder schaumerzeugende Mittel kommen infrage: z.B. nicht ionogene und anionische Emulgatoren, wie Polyoxyethylen-Fettsäureester, Polyoxyethylen- Fettalkohol-Ether, z.B. Alkylarylpolyglykolether, Alkylsulfonate, Alkylsulfate, Arylsulfonate sowie Eiweißhydrolysate; als Dispergiermittel kommen infrage: z.B. Ligninsulfitablaugen und Methylcellulose.Suitable solid carriers are: for example, 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: for example, broken 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, corncobs and tobacco stalks; suitable emulsifiers and / or foam formers are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates and protein hydrolysates; suitable dispersants are: for example lignosulphite liquors and methylcellulose.
Es können in den Formulierungen Haftmittel wie Carboxymethylcellulose, natürliche und synthetische, pulverige, körnige oder latexförmige Polymere verwendet werden, wie Gummiarabicum, Polyvinylalkohol, Polyvinylacetat, sowie natürlicheIt can be used in the formulations adhesives such as carboxymethylcellulose, natural and synthetic, powdery, granular or latex-shaped polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural
Phospholipide, wie Kephaline und Lecithine und synthetische Phospholipide. Weitere Additive können mineralische und vegetabile Öle sein.Phospholipids such as cephalins and lecithins and synthetic phospholipids. Other additives may be mineral and vegetable oils.
Die herbizide Wirkung der erfindungsgemäßen Herbizid-Kombinationen kann z.B. gleichermaßen durch oberflächenaktive Substanzen verbessert werden, vorzugsweise durch Netzmittel aus der Reihe der Fettalkohol-Polyglykolether. Die Fettalkohol-Polyglykolether enthalten vorzugsweise 10 - 18 C-Atome im Fettalkoholrest und 2 - 20 Ethylenoxideinheiten im Polyglykoletherteil. Die Fettalkohol-Polyglykolether können nichtionisch vorliegen, oder ionisch, z.B. in Form von Fettalkohol-Polyglykolethersulfaten, vorliegen, die z.B. als Alkalisalze (z.B.The herbicidal activity of the herbicidal combinations according to the invention may be e.g. be improved equally by surface-active substances, preferably by wetting agents from the series of fatty alcohol polyglycol ethers. The fatty alcohol polyglycol ethers preferably contain 10 to 18 C atoms in the fatty alcohol radical and 2 to 20 ethylene oxide units in the polyglycol ether section. The fatty alcohol polyglycol ethers may be nonionic, or ionic, e.g. in the form of fatty alcohol polyglycol ether sulfates, e.g. as alkali salts (e.g.
Natrium- und Kaliumsalze) oder Ammoniumsalze, oder auch als Erdalkalisalze wie Magnesiumsalze verwendet werden, wie Ci2/Ci4-Fettalkohol-diglykolethersulfat- Natrium (Genapol® LRO, Clariant GmbH); siehe z.B. EP-A-0476555, EP-A-0048436, EP-A-0336151 oder US-A-4,400,196 sowie Proc. EWRS Symp. "Factors Affecting Herbicidal Activity and Selectivity", 227 - 232 (1988). Nichtionische Fettalkohol- Polyglykolether sind beispielsweise 2 - 20, vorzugsweise 3 - 15, Ethylenoxideinheiten enthaltende (C10- Ci8)-, vorzugsweise (Ci0-Ci4)-Fettalkohol- Polyglykolether (z.B. Isotridecylalkohol-Polyglykolether) z.B. aus der Genapol® X- Reihe wie Genapol® X-030, Genapol® X-060, Genapol® X-080 oder Genapol® X-150 (alle von Clariant GmbH).Sodium and potassium salts) or ammonium salts, or as alkaline earth metal salts are used, such as Ci2 / C 4 fatty alcohol diglykolethersulfat- sodium (Genapol ® LRO, Clariant GmbH); See, for example, EP-A-0476555, EP-A-0048436, EP-A-0336151 or US-A-4,400,196 and 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 ethylene oxide units containing (C 10 - C 8) -, preferably (C 0 -C 4) -Fettalkohol- Polyglycol ethers (for example isotridecyl alcohol polyglycol ether), for 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).
Die vorliegende Erfindung umfaßt ferner die Kombination von Komponenten A und B mit den vorgängig genannten Netzmitteln aus der Reihe der Fettalkohol- Polyglykolether, die vorzugsweise 10 - 18 C-Atome im Fettalkoholrest und 2 - 20 Ethylenoxideinheiten im Polyglykoletherteil enthalten und nichtionisch oder ionisch (z.B. als Fettalkohol-polyglykolethersulfate) vorliegen können. Bevorzugt sind Ci2/Ci4-Fettalkohol-diglykolethersulfat-Natrium (Genapol® LRO, Clariant GmbH) und Isotridecylalkohol-Polyglykolether, mit 3 - 15 Ethylenoxideneinheiten, z.B. aus der Genapol® X-Reihe wie Genapol® X-030, Genapol® X-060, Genapol® X-080 und Genapol® X-150 (alle von Clariant GmbH). Weiterhin ist bekannt, daß Fettalkohol- Polyglykolether wie nichtionische oder ionische Fettalkohol-polyglykolether (z.B. Fettalkohol-Polyglykolethersulfate) auch als Penetrationshilfsmittel undThe present invention further comprises the combination of components A and B with the aforementioned wetting agents from the series of fatty alcohol polyglycol ethers which preferably contain 10 to 18 C atoms in the fatty alcohol radical and 2 to 20 ethylene oxide units in the polyglycol ether part and nonionic or ionic (for example as Fatty alcohol polyglycol ether sulfates) may be present. 15 ethylene oxide units, for example from the Genapol ® X series, such as Genapol ® X-030, Genapol ® X - C 2 / C 4 fatty alcohol diglycol ether sulfate sodium (Genapol ® LRO, Clariant GmbH) and isotridecyl alcohol polyglycol ether having 3 are preferably -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 (eg fatty alcohol Polyglykolethersulfate) as a penetration aid and
Wirkungsverstärker für eine Reihe anderer Herbizide geeignet sind (siehe z.B. EP- A-0502014).Enhancers are useful in a variety of other herbicides (see, e.g., EP-A-0502014).
Weiterhin ist bekannt, daß Fettalkohol-Polyglykolether wie nichtionische oder ionische Fettalkohol-Polyglykolether (z.B. Fettalkohol-Polyglykolethersulfate) auch als Penetrationshilfsmittel und Wirkungsverstärker für eine Reihe anderer Herbizide, geeignet sind (siehe z.B. EP-A-0502014).It is further known that fatty alcohol polyglycol ethers such as nonionic or ionic fatty alcohol polyglycol ethers (e.g., fatty alcohol polyglycol ether sulfates) are also useful as penetration aids and enhancers for a variety of other herbicides (see, e.g., EP-A-0502014).
Die herbizide Wirkung der erfindungsgemäßen Herbizid-Kombinationen kann auch durch die Verwendung von Pflanzenölen verstärkt werden. Unter dem Begriff Pflanzenöle werden Öle aus ölliefernden Pflanzenarten wie Sojaöl, Rapsöl, Maiskeimöl, Sonnenblumenöl, Baumwollsaatöl, Leinöl, Kokosöl, Palmöl, Distelöl oder Rhizinusöl, insbesondere Rapsöl verstanden, sowie deren Umesterungsprodukte, z.B. Alkylester wie Rapsölmethylester oder Rapsölethylester.The herbicidal action of the herbicidal combinations according to the invention can also be enhanced by the use of vegetable oils. The term vegetable oils refers to oils from oil-supplying 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, in particular rapeseed oil, and their transesterification products, e.g. Alkyl esters such as rapeseed oil methyl ester or rapeseed oil ethyl ester.
Die Pflanzenöle sind bevorzugt Ester von Cio-C^-, vorzugsweise C12-C20- Fettsäuren. Die Cio-C22-Fettsäureester sind beispielsweise Ester ungesättigter oder gesättigter Cio-C22-Fettsäuren, insbesondere mit gerader Kohlenstoffatomzahl, z.B. Erucasäure, Laurinsäure, Palmitinsäure und insbesondere Cis-Fettsäuren wie Stearinsäure, Ölsäure, Linolsäure oder Linolensäure.The vegetable oils are preferably esters of Cio-C ^ -, preferably C12-C2 0 - fatty acids. The Cio-C 22 fatty acid esters are, for example, esters of unsaturated or saturated Cio-C 22 fatty acids, in particular having an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and in particular cis-fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.
Beispiele für CiO-C22-Fettsäure-Ester sind Ester, die durch Umsetzung von Glycerin oder Glykol mit den Cio-C22-Fettsäuren erhalten werden, wie sie z.B. in Ölen aus ölliefernden Pflanzenarten enthalten sind, oder CrC2o-Alkyl-CiOC22-Fettsäure-Ester, wie sie z.B. durch Umesterung der vorgenannten Glycerin- oder Glykol-C-ιo-C22- Fettsäure-Ester mit C-ι-C2o-Alkoholen (z.B. Methanol, Ethanol, Propanol oder Butanol) erhalten werden können. Die Umesterung kann nach bekannten Methoden erfolgen, wie sie z.B. beschrieben sind im Römpp Chemie Lexikon, 9. Auflage, Band 2, Seite 1343, Thieme Verlag Stuttgart.Examples of Ci O -C 22 -fatty acid esters are esters obtained by reacting glycerol or glycol with the Cio-C 22 fatty acids obtained as they are, for example, in oils from oil-plant species, or -C 2 o alkyl Ci O C 22 fatty acid esters, as for example, by transesterification of the aforementioned glycerol or glycol-C-ιo-C 22 - fatty acid esters with C-ι-C 2 o-alcohols (eg, methanol, ethanol, propanol or butanol ) can be obtained. The transesterification can be carried out by known methods, as described for example in Rompp Chemie Lexikon, 9th edition, Volume 2, page 1343, Thieme Verlag Stuttgart.
Als Ci-C2o-Alkyl-C-ιo-C22-Fettsäure-Ester bevorzugt sind Methylester, Ethylester, Propylester, Butylester, 2-ethyl-hexylester und Dodecylester. Als Glykol- undAs a Ci-C 2 o alkyl-C-ιo-C 22 -fatty acid esters are preferred Methylester, ethyl ester, propyl ester, butyl ester, 2-ethyl-hexyl and dodecyl. As glycol and
Glycerin-Cio-C22-Fettsäure-Ester bevorzugt sind die einheitlichen oder gemischten Glykolester und Glycerinester von CiO-C22-Fettsäuren, insbesondere solcher Fettsäuren mit gerader Anzahl an Kohlenstoffatomen, z.B. Erucasäure, Laurinsäure, Palmitinsäure und insbesondere Ci8-Fettsäuren wie Stearinsäure, Ölsäure, Linolsäure oder Linolensäure.Glycerol-Cio-C 22 -fatty acid esters are preferred, the uniform or mixed glycol esters and glycerol esters of Ci O -C 22 fatty acids, especially those fatty acids with even number of carbon atoms, such as erucic acid, lauric acid, palmitic acid and in particular Ci 8 fatty acids such as Stearic acid, oleic acid, linoleic acid or linolenic acid.
Die Pflanzenöle können in den erfindungsgemäßen herbiziden Mitteln z.B. in Form kommerziell erhältlicher ölhaltiger Formulierungszusatzstoffe, insbesondere solcher auf Basis von Rapsöl wie Hasten® (Victorian Chemical Company, Australien, nachfolgend Hasten genannt, Hauptbestandteil: Rapsölethylester), Actirob®B (Novance, Frankreich, nachfolgend ActirobB genannt, Hauptbestandteil: Rapsölmethylester), Rako-Binol® (Bayer AG, Deutschland, nachfolgend Rako-Binol genannt, Hauptbestandteil: Rapsöl), Renol® (Stefes, Deutschland, nachfolgend Renol genannt, Pflanzenölbestandteil: Rapsölmethylester) oder Stefes Mero® (Stefes, Deutschland, nachfolgend Mero genannt, Hauptbestandteil: Rapsölmethylester) enthalten sein. Die vorliegende Erfindung umfasst in einer weiteren Ausführungsform Kombinationen mit den vorgängig genannten Pflanzenölen wie Rapsöl, bevorzugt in Form kommerziell erhältlicher ölhaltiger Formulierungszusatzstoffe, insbesondere solcher auf Basis von Rapsöl wie Hasten® (Victorian Chemical Company, Australien, nachfolgend Hasten genannt, Hauptbestandteil: Rapsölethylester), Actirob®B (Novance, Frankreich, nachfolgend ActirobB genannt, Hauptbestandteil: Rapsölmethylester), Rako-Binol® (Bayer AG, Deutschland, nachfolgend Rako-Binol genannt, Hauptbestandteil: Rapsöl), Renol® (Stefes, Deutschland, nachfolgend Renol genannt, Pflanzenölbestandteil: Rapsölmethylester) oder Stefes Mero® (Stefes, Deutschland, nachfolgend Mero genannt, Hauptbestandteil: Rapsölmethylester).The vegetable oils can be present in the inventive herbicidal compositions, for example in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil such as Hasten ® (Victorian Chemical Company, Australia, hereinbelow termed Hasten, main ingredient: rapeseed oil ethyl ester), Actirob ® B (Novance, France, hereinafter called 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 ingredient: Rapsölmethylester) or Stefes Mero ® (Stefes , Germany, hereinafter referred to as Mero, main component: rapeseed oil methyl ester) may be contained. In a further embodiment, the present invention comprises 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 ® (called Bayer AG, Germany, referred to as Rako-binol, main ingredient: rapeseed oil), Renol ® (Stefes, Germany, termed Renol, vegetable oil ingredient : Rapeseed oil methyl ester) or Stefes Mero® (Stefes, Germany, hereinafter referred to as Mero, main component: rapeseed oil methyl ester).
Es können Farbstoffe wie anorganische Pigmente, z.B. Eisenoxid, Titanoxid, Ferrocyanblau und organische Farbstoffe, wie Alizarin-, Azo- und Metallphthalocyaninfarbstoffe und Spurennährstoffe wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt, Molybdän und Zink verwendet werden.Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
Die Formulierungen enthalten im allgemeinen zwischen 0,1 und 95 Gewichtsprozent Wirkstoff, vorzugsweise zwischen 0,5 und 90 Gew.-%. Die Herbizide (A) und (B) können als solche oder in ihren Formulierungen auch in Mischung mit anderen agrochemischen Wirkstoffen wie bekannten Herbiziden zur Bekämpfung von unerwünschtem Pflanzenwuchs, z.B. zur Unkrautbekämpfung oder zur Bekämpfung von unerwünschten Kulturpflanzen Verwendung finden, wobei z.B. Fertigformulierungen oder Tankmischungen möglich sind.The formulations generally contain between 0.1 and 95 percent by weight of active compound, preferably between 0.5 and 90 percent by weight. 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, e.g. for weed control or to control undesirable crops, e.g. Ready-to-use formulations or tank mixes are possible.
Auch Mischungen mit anderen bekannten Wirkstoffen wie Fungiziden, Insektiziden, Akariziden, Nematiziden, Safenern, Schutzstoffen gegen Vogelfraß, Pflanzennährstoffen und Bodenstrukturverbesserungsmitteln sind möglich.Mixtures with other known active substances such as fungicides, insecticides, acaricides, nematicides, safeners, bird repellants, plant nutrients and soil conditioners are also possible.
Die Herbizide (A) und (B) können als solche, in Form ihrer Formulierungen oder den daraus durch weiteres Verdünnen bereiteten Anwendungsformen, wie gebrauchsfertige Lösungen, Suspensionen, Emulsionen, Pulver, Pasten und Granulate angewandt werden. Die Anwendung geschieht in üblicher Weise, z.B. durch Gießen, Spritzen, Sprühen, Streuen.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 are applied. The application is done in the usual way, eg by pouring, spraying, spraying, spreading.
Die Wirkstoffe können auf die Pflanzen (z.B. Schadpflanzen wie mono- oder dikotyle Unkräuter oder unerwünschte Kulturpflanzen), das Saatgut (z.B. Körner, Samen oder vegetative Vermehrungsorgane wie Knollen oder Sprossteile mit Knospen) oder die Anbaufläche (z.B. Ackerboden) ausgebracht werden, vorzugsweise auf die grünen Pflanzen und Pflanzenteile und gegebenenfalls zusätzlich auf den Ackerboden. Eine Möglichkeit der Anwendung ist die gemeinsame Ausbringung der Wirkstoffe in Form von Tankmischungen, wobei die optimal formulierten konzentrierten Formulierungen der Einzelwirkstoffe gemeinsam im Tank mit Wasser gemischt werden und die erhaltene Spritzbrühe ausgebracht wird.The active substances can be applied to the plants (for example harmful plants such as monocotyledonous or dicotyledonous weeds or undesired crop plants), the seeds (for example grains, seeds or vegetative propagation organs such as tubers or sprouts with buds) or the cultivation area (for example arable soil), preferably to the green plants and parts of plants and, where appropriate, on the farmland. 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.
Eine gemeinsame herbizide Formulierung der erfindungsgemäßen Kombination an Herbiziden (A) und (B) hat den Vorteil der leichteren Anwendbarkeit, wobei die Mengen der Komponenten bereits im optimalen Verhältnis zueinander eingestellt werden können. Außerdem können die Hilfsmittel in der Formulierung aufeinander optimal abgestimmt werden.A common herbicidal formulation of the combination of 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.
Biologische BeispieleBiological examples
1. Unkrautwirkung im Vorauflauf1. weed effect in pre-emergence
Samen beziehungsweise Rhizomstücke von mono- und dikotylen Unkrautpflanzen wurden in Papptöpfen in sandiger Lehmerde ausgelegt und mit Erde abgedeckt. Die in Form von benetzbaren Pulvern oder Emulsionskonzentraten formulierten Wirkstoffe (A) und (B) wurden dann als wäßrige Suspensionen bzw. Emulsionen mit einer Wasseraufwandmenge von umgerechnet 100 bis 800 l/ha in unterschiedlichen Dosierungen auf die Oberfläche der Abdeckerde appliziert.Seeds or rhizome pieces of monocotyledonous and dicotyledonous weed plants were placed in sandy soil in cardboard pots and covered with soil. The formulated in the form of wettable powders or emulsion concentrates active compounds (A) and (B) were then applied as aqueous suspensions or emulsions with a water application rate of 100 to 800 l / ha in different dosages on the surface of the cover soil.
Nach der Behandlung wurden die Töpfe im Gewächshaus aufgestellt und unter guten Wachstumsbedingungen für die Unkräuter gehalten. Die optische Bonitur der Pflanzen- bzw. Auflaufschäden erfolgte nach dem Auflaufen der Versuchspflanzen nach einer Versuchszeit von 3 bis 4 Wochen im Vergleich zu unbehandelten Kontrollen. Wie die Ergebnisse zeigen, weisen die getesteten Herbizid- Kombinationen eine gute herbizide Vorauflaufwirksamkeit gegen ein breites Spektrum von Ungräsern und Unkräutern auf. Die Herbizid-Kombinationen des 2- lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2-yl)carbamoyl]benzolsulfonamids und von in Tabelle A genannten Verbindungen der Formel (I) weisen mit Verbindungen der Gruppe B sehr gute synergistische herbizide Wirkung gegen Schadpflanzen wie Sinapis alba, Chrysanthemum segetum, Avena sativa, Stellaria media, Echinochloa crus-galli, Lolium multiflorum, Setaria viridis, Abutilon theophrasti, Amaranthus retroflexus und Panicum miliaceum im Vorauflaufverfahren bei einer Aufwandmenge von 100 g und weniger Aktivsubstanz pro Hektar.After the treatment, the pots were placed in the greenhouse and kept under good growth conditions for the weeds. The optical rating of the Plant damage or run-on damage occurred after emergence of the test plants after a test period of 3 to 4 weeks in comparison to untreated controls. As the results show, the tested herbicide combinations have a good herbicidal pre-emergence activity against a broad spectrum of grass weeds and weeds. The herbicide combinations of the 2-lodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and of the compounds of the formula (I) mentioned in Table A have Compounds of group B have very good synergistic herbicidal activity against harmful plants such as Sinapis alba, Chrysanthemum segetum, Avena sativa, Stellaria media, Echinochloa crus-galli, Lolium multiflorum, Setaria viridis, Abutilon theophrasti, Amaranthus retroflexus and Panicum miliaceum pre-emergence at an application rate of 100 g and less active substance per hectare.
2. Unkrautwirkung im Nachauflauf2. weed effect postemergence
Samen bzw. Rhizomstücke von mono- und dikotylen Unkräutern wurden in Plastiktöpfen in sandigem Lehmboden ausgelegt, mit Erde abgedeckt und im Gewächshaus unter guten Wachstumsbedingungen angezogen. Drei Wochen nach der Aussaat wurden die Versuchspflanzen im 2-4 Blattstadium behandelt. Die als Spritzpulver bzw. als Emulsionskonzentrate formulierten erfindungsgemäßen Verbindungen wurden in verschiedenen Dosierungen mit einer Wasseraufwandmenge von umgerechnet 100 bis 800 l/ha auf die grünen Pflanzenteile gesprüht. Nach 10 bis 28 Tagen Standzeit der Versuchspflanzen im Gewächshaus unter optimalen Wachstumsbedingungen wurde die Wirkung der Präparate optisch im Vergleich zu unbehandelten Kontrollen bonitiert.Seeds or rhizome pieces of monocotyledonous and dicotyledonous weeds were placed in sandy loam soil in plastic pots, covered with soil and grown in the greenhouse under good growth conditions. Three weeks after sowing, the test plants were treated at the 2-4 leaf stage. The compounds of the invention formulated as wettable powders or as emulsion concentrates were sprayed onto the green plant parts in various dosages with an amount of water applied of from 100 to 800 l / ha. After 10 to 28 days of life of the test plants in the greenhouse under optimal growth conditions, the effect of the preparations was optically scored compared to untreated controls.
Allgemein weisen die erfindungsgemäßen Herbizid-Kombinationen auch im Nachauflauf eine gute herbizide Wirksamkeit gegen ein breites Spektrum wirtschaftlich wichtiger Ungräser und Unkräuter auf. Die Herbizid-Kombinationen des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2-yl)carbamoyl]benzolsulfonamids und von in Tabelle A genannten Verbindungen der Formel (I) weisen mit Verbindungen der Gruppe B sehr gute synergistische herbizide Wirkung gegen Schadpflanzen wie Sinapis alba, Echinochloa crus-galli, Digitaria sanguinalis, Lolium multiflorum, Chrysanthemum segetum, Setaria viridis, Polygonum convolvulus, Abutilon theophrasti, Amaranthus retroflexus, Panicum miliaceum und Avena sativa im Nachauflaufverfahren bei einer Aufwandmenge von 100 g und weniger Aktivsubstanz pro Hektar.In general, the herbicidal combinations according to the invention have a good herbicidal activity against the emergence of a broad spectrum of economically important weeds and weeds. The herbicide combinations of 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and of compounds of the formula (I) mentioned in Table A have links Group B very good synergistic herbicidal activity against harmful plants such as Sinapis alba, Echinochloa crus-galli, Digitaria sanguinalis, Lolium multiflorum, Chrysanthemum segetum, Setaria viridis, Polygonum convolvulus, Abutilon theophrasti, Amaranthus retroflexus, Panicum miliaceum and Avena sativa postemergence at an application rate of 100 g and less active substance per hectare.
In nachfolgender Tabelle 1 ist exemplarisch die verbesserte Kontrolle des Unkrauts Polygonum convolvulus durch Applikation der erfindungsgemäßenIn Table 1 below is an example of the improved control of the weed Polygonum convolvulus by application of the invention
Herbizidkombinationen am Beispiel der Kombination der Verbindung A-2 (Natrium- Salz des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamids) + Diclofop-methyl (= B7-3) dargestellt, wobei die Bewertung 11 Tage nach Applikation erfolgte, und die Kontrolle des Unkrauts nach folgendem Schema bonitiert wurde: 0% = Keine Kontrolle 100% = Vollständige KontrolleHerbicide combinations exemplified by the combination of compound A-2 (sodium salt of 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide) + diclofop- methylation (= B7-3), assessed 11 days after application, and weed control was scored according to the following scheme: 0% = no control 100% = full control
Tabelle 1Table 1
In nachfolgender Tabelle 2 ist exemplarisch die verbesserte Kontrolle des Unkrauts Polygonum convolvulus durch Applikation der erfindungsgemäßen Herbizidkombinationen am Beispiel der Kombination der Verbindung A-2 (Natrium- Salz des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamids) + fenoxaprop-P-ethyl (= B7-5) dargestellt, wobei die Bewertung 11 Tage nach Applikation erfolgte, und die Kontrolle des Unkrauts nach folgendem Schema bonitiert wurde: 0% = Keine Kontrolle 100% = Vollständige KontrolleIn Table 2 below is an example of the improved control of the weed Polygonum convolvulus by applying the herbicide combinations of the invention using the example of the combination of the compound A-2 (sodium salt of 2-iodo-N - [(4-methoxy-6-methyl-1, 3,5-triazin-2-yl) carbamoyl] benzenesulfonamide) + fenoxaprop-P-ethyl (= B7-5), evaluated 11 days after application, and weed control according to the following scheme: 0% = no control 100% = full control
Tabelle 2Table 2
In nachfolgender Tabelle 3 ist exemplarisch die verbesserte Kontrolle des Unkrauts Polygonum convolvulus durch Applikation der erfindungsgemäßen Herbizidkombinationen am Beispiel der Kombination der Verbindung A-2 (Natrium- Salz des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamids) + MCPA (= B5-3) dargestellt, wobei die Bewertung 11 Tage nach Applikation erfolgte, und die Kontrolle des Unkrauts nach folgendem Schema bonitiert wurde: 0% = Keine Kontrolle 100% = Vollständige KontrolleIn Table 3 below is an example of the improved control of the weed Polygonum convolvulus by application of herbicide combinations according to the invention using the example of the combination of compound A-2 (sodium salt of 2-iodo-N - [(4-methoxy-6-methyl-1, 3,5-triazin-2-yl) carbamoyl] benzenesulfonamide) + MCPA (= B5-3), evaluated 11 days after application, and the control of the weed was scored according to the following scheme: 0% = no control 100 % = Complete control
Tabelle 3Table 3
In nachfolgender Tabelle 4 ist exemplarisch die verbesserte Kontrolle des Unkrauts Polygonum convolvulus durch Applikation der erfindungsgemäßen Herbizidkombinationen am Beispiel der Kombination der Verbindung A-2 (Natrium- Salz des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamids) + 2,4-D (= B5-2) dargestellt, wobei die Bewertung 11 Tage nach Applikation erfolgte, und die Kontrolle des Unkrauts nach folgendem Schema bonitiert wurde: 0% = Keine Kontrolle 100% = Vollständige Kontrolle In Table 4 below is an example of the improved control of the weed Polygonum convolvulus by application of herbicide combinations according to the invention using the example of the combination of compound A-2 (sodium salt of 2-iodo-N - [(4-methoxy-6-methyl-1, 3,5-triazin-2-yl) carbamoyl] benzenesulfonamide) + 2,4-D (= B5-2), evaluated 11 days after application, and the control of the weed was scored according to the following scheme: 0% = No control 100% = full control
Tabelle 4Table 4
In nachfolgender Tabelle 5 ist exemplarisch die verbesserte Kontrolle des Unkrauts Polygonum convolvulus durch Applikation der erfindungsgemäßenIn Table 5 below is an example of the improved control of the weed Polygonum convolvulus by application of the invention
Herbizidkombinationen am Beispiel der Kombination der Verbindung A-2 (Natrium- Salz des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamids) + mecoprop-P (= B4-5) dargestellt, wobei die Bewertung 11 Tage nach Applikation erfolgte, und die Kontrolle des Unkrauts nach folgendem Schema bonitiert wurde: 0% = Keine Kontrolle 100% = Vollständige Kontrolle Tabelle 5Herbicide combinations exemplified by the combination of compound A-2 (sodium salt of 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide) + mecopropane P (= B4-5), assessed 11 days after application, and control of the weed was scored according to the following scheme: 0% = no control 100% = full control Table 5
In nachfolgender Tabelle 6 ist exemplarisch die verbesserte Kontrolle des Unkrauts Polygonum convolvulus durch Applikation der erfindungsgemäßen Herbizidkombinationen am Beispiel der Kombination der Verbindung A-2 (Natrium- Salz des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamids) + Aclonifen (= B1-2) dargestellt, wobei die Bewertung 11 Tage nach Applikation erfolgte, und die Kontrolle des Unkrauts nach folgendem Schema bonitiert wurde: 0% = Keine Kontrolle 100% = Vollständige KontrolleIn Table 6 below, the improved control of the weed Polygonum convolvulus by application of the herbicidal combinations according to the invention is exemplified by the combination of the compound A-2 (sodium salt of 2-iodo-N - [(4-methoxy-6-methyl-1, 3,5-triazin-2-yl) carbamoyl] benzenesulfonamide) + aclonifen (= B1-2), the evaluation being carried out 11 days after application and the weed control being scored according to the following scheme: 0% = no control 100 % = Complete control
Tabelle 6Table 6
In nachfolgender Tabelle 7 ist exemplarisch die verbesserte Kontrolle des Unkrauts Polygonum convolvulus durch Applikation der erfindungsgemäßen Herbizidkombinationen am Beispiel der Kombination der Verbindung A-2 (Natrium- Salz des 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamids) + Clodinafop-propargyl (= B7-1) dargestellt, wobei die Bewertung 11 Tage nach Applikation erfolgte, und die Kontrolle des Unkrauts nach folgendem Schema bonitiert wurde: 0% = Keine Kontrolle 100% = Vollständige KontrolleTable 7 below shows, by way of example, the improved control of the weed Polygonum convolvulus by application of the herbicidal combinations according to the invention using the example of the combination of compound A-2 (sodium salt of 2-iodo-N - [(4-methoxy-6-methyl-1, 3,5-triazin-2-yl) carbamoyl] benzenesulfonamide) + clodinafop-propargyl (= B7-1), evaluated 11 days after application, and the control of the weed was scored according to the following scheme: 0% = None Control 100% = complete control
Tabelle 7Table 7

Claims

Patentansprüche claims
1. Herbizid-Kombination enthaltend Komponenten (A) und (B), wobei1. A herbicide combination containing components (A) and (B), wherein
(A) ein oder mehrere Herbizide aus der Gruppe bestehend aus dem 2-lodo- N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2-yl)carbamoyl]benzolsulfonamid und Verbindungen der allgemeinen Formel (I)(A) one or more herbicides selected from the group consisting of the 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and compounds of the general formula ( I)
wobei das Kation (M+) (a) ein Ion der Alkalimetalle, bevorzugt Lithium, Natrium, Kalium, oder where the cation (M + ) (a) is an ion of the alkali metals, preferably lithium, sodium, potassium, or
(b) ein Ion der Erdalkalimetalle, bevorzugt Calcium und Magnesium, oder(b) an ion of the alkaline earth metals, preferably calcium and magnesium, or
(c) ein Ion der Übergangsmetalle, bevorzugt Mangan, Kupfer, Zink und Eisen, oder (d) ein Ammonium-Ion, bei dem gegebenenfalls ein, zwei, drei oder alle vier Wasserstoffatome, durch gleiche oder verschiedene Reste aus der Gruppe (C-ι-C4)-Alkyl, Hydroxy-(C1-C4)-Alkyl, (C3-C6)-Cycloalkyl, (CrC4)-Alkoxy- (d-C4)-alkyl, Hydroxy-(C1-C4)-alkoxy-(C1-C4)-alkyl, (C1- C6)-Mercaptoalkyl, Phenyl oder Benzyl substituiert sind, wobei die zuvor genannten Reste gegebenenfalls durch einen oder mehrere, gleiche oder verschiedene Reste aus der Gruppe Halogen, wie F, Cl1 Br oder I, Nitro, Cyano, Azido, (CrC6)-Alkyl, (C1-C6)- Haloalkyl, (C3-C6)-Cycloalkyl, (C1-Ce)-AIkOXy1 (C1-C6)-(c) an ion of the transition metals, preferably manganese, copper, zinc and iron, or (d) an ammonium ion in which optionally one, two, three or all four hydrogen atoms are represented by identical or different radicals from the group (C). -CC 4 ) -alkyl, hydroxy (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C r C 4 ) -alkoxy- (dC 4 ) -alkyl, hydroxy- (C 1 -C 4 () alkoxy C 1 -C 4) alkyl, (C 1 - C 6) -Mercaptoalkyl, phenyl or benzyl substituted, where the radicals mentioned above, where appropriate, by one or more, identical or different radicals the group halogen, such as F, Cl 1 Br or I, nitro, cyano, azido, (C r C 6 ) alkyl, (C 1 -C 6 ) - haloalkyl, (C 3 -C 6 ) -cycloalkyl, (C 1- Ce) -alkoxy 1 (C 1 -C 6 ) -
Haloalkoxy und Phenyl substituiert sind und wobei jeweils zwei Substituenten am N-Atom zusammen gegebenfalls einen unsubstituierten oder substituierten Ring bilden, oderHaloalkoxy and phenyl are substituted and wherein in each case two substituents on the N-atom together if appropriate form an unsubstituted or substituted ring, or
(e) ein Phosphonium-Ion, oder(e) a phosphonium ion, or
(f) ein Sulfonium-Ion, bevorzugt Tri-((Ci-C4)-alkyl)- sulfonium, oder(f) a sulfonium ion, preferably tri - ((C 1 -C 4 ) alkyl) sulfonium, or
(g) ein Oxonium-Ion, bevorzugt Tri-((Ci-C4)-alkyl)- oxonium, oder(g) an oxonium ion, preferably tri - ((C 1 -C 4 ) alkyl) oxonium, or
(h) eine gegebenenfalls einfach oder mehrfach annellierte und/oder durch (Ci-C4)-Alkyl substituierte gesättigte oder ungesättigte/aromatische N-haltige heterocyclische ionische Verbindung mit 1-10 C-Atomen im Ringsystem ist, bedeutet, und(h) a saturated or unsaturated / aromatic N-containing heterocyclic ionic compound having 1-10 C atoms in the ring system, which is optionally singly or multiply fused and / or substituted by (C 1 -C 4 ) -alkyl, and
(B) ein oder mehrere Herbizide aus der Gruppe der Phenylether bestehend aus: acifluorfen-sodium, aclonifen, fluoroglycofen-ethyl, fomesafen lactofen, oxyfluorfen, bifenox, ethoxyfen-ethyl (HC-252), clomeprop, cloprop, dichlorprop, dichlorprop-P, mecoprop, mecoprop-P, 4-CPA,(B) one or more herbicides from the group of phenyl ethers consisting of: acifluorfen-sodium, aclonifen, fluoroglycofen-ethyl, fomesafen lactofen, oxyfluorfen, bifenox, ethoxyfen-ethyl (HC-252), clomeprop, cloprop, dichlorprop, dichlorprop-P , mecoprop, mecoprop-P, 4-CPA,
2,4-D, MCPA, MCPA-thioethyl, 2,4-DB, MCPB, clodinafop-propargyl, cyhalofop-butyl, diclofop-methyl, diclofop-P-methyl, fenoxaprop-P- ethyl, fluazifop-butyl, fluazifop-P-butyl, haloxyfop, haloxyfop-P, metamifop, propaquizafop, quizalofop, quizalofop-P2,4-D, MCPA, MCPA-thioethyl, 2,4-DB, MCPB, clodinafop-propargyl, cyhalofop-butyl, diclofop-methyl, diclofop-P-methyl, fenoxaprop-P-ethyl, fluazifop-butyl, fluazifop- P-butyl, haloxyfop, haloxyfop-P, metamifop, propaquizafop, quizalofop, quizalofop-P
bedeutet.means.
2. Herbizid-Kombination nach Anspruch 1 , dadurch gekennzeichnet, dass als2. herbicide combination according to claim 1, characterized in that as
Komponente (A) 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2-yl)carbamoyl]benzolsulfonamid und/oder Verbindungen der Formel (I), in denen das Kation (M+) (a) ein Ion der Alkalimetalle, bevorzugt Lithium, Natrium, Kalium, oderComponent (A) 2-iodo-N - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and / or compounds of the formula (I) in which the cation ( M + ) (a) an ion of the alkali metals, preferably lithium, sodium, potassium, or
(b) ein Ion der Erdalkalimetalle, bevorzugt Calcium und Magnesium, oder (c) ein Ion der Übergangsmetalle, bevorzugt Mangan, Kupfer,(b) an ion of the alkaline earth metals, preferably calcium and magnesium, or (c) an ion of the transition metals, preferably manganese, copper,
Zink und Eisen, oderZinc and iron, or
(d) ein Ammonium-Ion, bei dem gegebenenfalls ein, zwei, drei oder alle vier Wasserstoffatome, durch gleiche oder verschiedene Reste aus der Gruppe (Ci-C4)-Alkyl, Hydroxy-(Cr C4)-Alkyl, (C3-C4)-Cycloalkyl, (Ci-C2)-Alkoxy-(Ci-C2)-alkyl,(d) an ammonium ion in which optionally one, two, three or all four hydrogen atoms are represented by identical or different radicals from the group consisting of (C 1 -C 4 ) -alkyl, hydroxy- (C 1 -C 4 ) -alkyl, (C C 3 -C 4 ) -cycloalkyl, (C 1 -C 2 ) -alkoxy- (C 1 -C 2 ) -alkyl,
Hydroxy-(Ci-C2)-alkoxy-(Ci-C2)-alkyl, (Ci-C2)-Mercaptoalkyl, Phenyl oder Benzyl substituiert sind, wobei die zuvor genannten Reste gegebenenfalls durch einen oder mehrere, gleiche oder verschiedene Reste aus der Gruppe Halogen, wie F, Cl, Br oder I1 Nitro, Cyano, Azido, (CrC2)-Alkyl, (CrC2)-Haloalkyl, (C3-Hydroxy- (Ci-C 2 ) -alkoxy- (Ci-C 2 ) -alkyl, (Ci-C 2 ) -mercaptoalkyl, phenyl or benzyl are substituted, wherein the aforementioned radicals optionally by one or more, identical or different radicals from the group halogen, such as F, Cl, Br or I 1 is nitro, cyano, azido, (C r C 2) alkyl, (CrC 2) -haloalkyl, (C 3 -
C4)-Cycloalkyl, (d-C2)-Alkoxy, (CrC2)-Haloalkoxy und Phenyl substituiert sind und wobei jeweils zwei Substituenten am N- Atom zusammen gegebenfalls einen unsubstituierten oder substituierten Ring bilden, oder (e) ein quartäres Phosphonium-Ion, bevorzugt Tetra-((Ci-C4)- alkyl)-phosphonium und Tetraphenyl-phosponium, wobei die (Ci-C4)-Alkylreste und die Phenylreste gegebenenfalls einfach oder mehrfach mit gleichen oder verschiedenen Resten aus der Gruppe Halogen, wie F, Cl, Br oder I, (Ci-C2)-Alkyl, (CrC2)- Haloalkyl, (C3-C4)-Cycloalkyl, (CrC2)-Alkoxy und (C1-C2)-C 4 ) -cycloalkyl, (dC 2 ) -alkoxy, (C r C 2 ) -haloalkoxy and phenyl are substituted and wherein in each case two substituents on the N atom together optionally form an unsubstituted or substituted ring, or (e) a quaternary phosphonium ion, preferably tetra - ((Ci-C4) - alkyl) phosphonium and tetraphenyl phosphonium, wherein the (Ci-C 4) alkyl radicals and the phenyl radicals optionally monosubstituted or polysubstituted by identical or different radicals from the group halogen such as F, Cl, Br or I, (Ci-C 2) alkyl, (C r C 2) - haloalkyl, (C 3 -C 4) -cycloalkyl, (C r C 2) -alkoxy and (C 1 - C 2 ) -
Haloalkoxy substituiert sind, oderHaloalkoxy are substituted, or
(f) ein tertiäres Sulfonium-Ion, bevorzugt Tri-((Ci-C4)-alkyl)- sulfonium oder Triphenyl-sulfonium, wobei die (Ci-C4)-Alkylreste und die Phenylreste gegebenenfalls einfach oder mehrfach mit gleichen oder verschiedenen Resten aus der Gruppe Halogen, wie F, Cl, Br oder I1 (Ci-C2)-Alkyl. (CrC^-Haloalkyl, (C3-C4)- Cycloalkyl, (C-ι-C2)-Alkoxy und (CrC2)-Haloalkoxy substituiert sind, oder(f) a tertiary sulfonium ion, preferably tri - ((C 1 -C 4 ) -alkyl) sulfonium or triphenyl-sulfonium, where the (C 1 -C 4 ) -alkyl radicals and the phenyl radicals are optionally mono- or polysubstituted by identical or different radicals Radicals from the group halogen, such as F, Cl, Br or I 1 (Ci-C 2 ) alkyl. (CrC ^ -haloalkyl, (C 3 -C 4) - cycloalkyl, (C-ι-C 2 substituted) alkoxy and (C r C 2) -haloalkoxy are, or
(g) ein tertiäres Oxonium-Ion, bevorzugt Tri-((Ci-C4)-alkyl)- oxonium, wobei die (Ci-C4)-Alkylreste gegebenenfalls einfach oder mehrfach mit gleichen oder verschiedenen Resten aus der Gruppe Halogen, wie F1 Cl1 Br oder I1 (CrC^-Alkyl, (CrC2)-(g) a tertiary oxonium ion, preferably tri - ((C 1 -C 4 ) -alkyl) -oxonium, where the (C 1 -C 4 ) -alkyl radicals are optionally mono- or polysubstituted by identical or different radicals from the group halogen, such as F 1 Cl 1 Br or I 1 (C 1 -C 4 -alkyl, (CrC 2 ) -
Haloalkyl, (C3-C4)-Cycloalkyl, (CrC2)-Alkoxy und (C1-C2)- Haloalkoxy substituiert sind, oderHaloalkyl, (C 3 -C 4 ) -cycloalkyl, (CrC 2 ) -alkoxy and (C 1 -C 2 ) -haloalkoxy, or
(h) ein Kation aus der Reihe der folgenden heterocyclischen Verbindungen, wie beispielsweise Pyridin, Chinolin, 2- Methylpyridin, 3-Methylpyridin, 4-Methylpyridin, 2,4-(h) a cation from the series of the following heterocyclic compounds, such as pyridine, quinoline, 2-methylpyridine, 3-methylpyridine, 4-methylpyridine, 2,4-
Dimethylpyridin, 2,5-Dimethylpyridin, 2,6-Dimethylpyridin, 5- Ethyl-2-methylpyridin, Piperidin, Pyrrolidin, Morpholin, Thiomorpholin, Pyrrol, Imidazol, 1 ,5-Diazabicyclo[4.3.0]non-5-en (DBN), 1 ,8-Diazabicyclo[5.4.0]undec-7-en (DBU) ist, enthalten ist oder enthalten sind.Dimethylpyridine, 2,5-dimethylpyridine, 2,6-dimethylpyridine, 5-ethyl-2-methylpyridine, piperidine, pyrrolidine, morpholine, thiomorpholine, pyrrole, imidazole, 1, 5-diazabicyclo [4.3.0] non-5-ene ( DBN), 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU) is, is contained or contained.
3. Herbizid-Kombination nach Anspruch 1 , dadurch gekennzeichnet, dass als Komponente (A) das 2-lodo-N-[(4-methoxy-6-methyl-1 ,3,5-triazin-2- yl)carbamoyl]benzolsulfonamid und/oder Verbindungen der Formel (I), in denen das Kation (M+) ein Natrium-Ion, ein Kalium-Ion, ein Lithium-Ion, ein Magnesium-Ion, ein Calcium-Ion, ein NH4 +-lon, ein (2-Hydroxyeth-1-yl)ammonium-lon, Bis-N,N-(2- hydroxyeth-1-yl)ammonium-lon, Tris-N,N,N-(2-hydroxyeth-1-yl)ammonium- Ion, ein Methylammonium-Ion, ein Dimethylammonium-Ion, ein3. A herbicidal combination according to claim 1, characterized in that as component (A), the 2-iodo-N - [(4-methoxy-6-methyl-1, 3,5-triazin-2-yl) carbamoyl] benzenesulfonamide and / or compounds of the formula (I) in which the cation (M + ) is a sodium ion, a potassium ion, a lithium ion, a magnesium ion, a calcium ion, an NH 4 + ion, a (2-hydroxyeth-1-yl) ammonium ion, bis-N, N- (2-hydroxyeth-1-yl) ammonium ion, Tris-N, N, N- (2-hydroxyeth-1-yl) ammonium ion, a methyl ammonium ion, a dimethyl ammonium ion, a
Trimethylammonium-Ion, ein Tetramethylammonium-Ion ein Ethylammonium- lon, ein Diethylammonium-Ion, ein Triethylammonium-Ion, ein Tretraethylammonium-Ion ein Isopropylammonium-Ion, ein Diisopropylammonium-Ion, ein Tetrapropylammonium-Ion, ein Tetrabutylammonium-Ion, ein 2-(2-Hydroxyeth-1-oxy)eth-1-yl-ammonium-lon, ein Di-(2-hydroxyeth-1-yl)-ammonium-lon, ein Trimethylbenzylammonium-Ion, ein Tri-((Ci-C4)-alkyl)-sulfonium-lon, oder ein Tri-((Ci-C4)-alkyl)-oxonium-lon, ein Benzylammonium-Ion, ein 1-Phenylethylammonium-lon, ein 2- Phenylethylammonium-Ion, ein Diisopropylethylammonium-Ion, ein Pyridinium-Ion, ein Piperidinium-Ion, ein Imidazolium-Ion, ein Morpholinium- lon, ein 1 ,8-Diazabicyclo[5.4.0]undec-7-enium-lon ist, enthalten ist oder enthalten sind.Trimethylammonium ion, a tetramethylammonium ion, an ethylammonium ion, a diethylammonium ion, a triethylammonium ion, a tretraethylammonium ion, an isopropylammonium ion, a diisopropylammonium ion, a tetrapropylammonium ion, a tetrabutylammonium ion, a 2- (2-hydroxyeth-1-oxy) eth-1-yl-ammonium-ion, a di- (2-hydroxyeth-1-yl) -ammonium-ion, a trimethylbenzylammonium ion, a tri - ((Ci-C 4 ) -alkyl) -sulfonium-lon, or a tri - ((C 1 -C 4 ) -alkyl) -oxonium-ion, a benzylammonium ion, a 1-phenylethylammonium ion, a 2-phenylethylammonium ion, a diisopropylethylammonium ion, a pyridinium ion, a piperidinium ion, an imidazolium ion, a morpholinium ion, a 1,8-diazabicyclo [5.4.0] undec-7-enium-lon is, is contained or contained.
4. Herbizid-Kombination nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass als Komponente (B) eine oder mehrere der Verbindungen aus der nachfolgend genannten Gruppe bestehend aus: acifluorfen-sodium, aclonifen, fluoroglycofen-ethyl, oxyfluorfen, bifenox, dichlorprop-P, mecoprop-P, 2,4-D, MCPA, clodinafop-propargyl, cyhalofop- butyl, diclofop-methyl, diclofop-P-methyl, fenoxaprop-P-ethyl, fluazifop-P- butyl, quizalofop-P enthalten ist oder enthalten sind.4. A herbicidal combination according to any one of claims 1 to 3, characterized in that as component (B) one or more of the compounds from the group mentioned below consisting of: acifluorfen-sodium, aclonifen, fluoroglycofen-ethyl, oxyfluorfen, bifenox, dichlorprop P, mecoprop-P, 2,4-D, MCPA, clodinafop-propargyl, cyhalofop-butyl, diclofop-methyl, diclofop-P-methyl, fenoxaprop-P-ethyl, fluazifop-P-butyl, quizalofop-P or are included.
5. Herbizid-Kombination nach einem der Ansprüche 1 bis 4, enthaltend einen wirksamen Gehalt an Komponenten (A) und (B) und/oder eine oder mehrere weitere Komponenten aus der Gruppe agrochemischer Wirkstoffe anderer Art, im Pflanzenschutz übliche Zusatzstoffe und Formulierungshilfsmittel.5. A herbicidal combination according to any one of claims 1 to 4, comprising an effective content of components (A) and (B) and / or one or more further components from the group of agrochemical active ingredients of other kind, customary in crop protection additives and formulation auxiliaries.
6. Verfahren zur selektiven Bekämpfung von unerwünschtem Pflanzenwuchs, worin die Herbizide (A) und (B) der Herbizid-Kombination, definiert gemäß einem oder mehreren der Ansprüche 1 bis 5, gemeinsam oder getrennt appliziert werden, vorzugsweise auf die Fläche auf der die Pflanzen wachsen.6. A method for the selective control of undesired plant growth, wherein the herbicides (A) and (B) of the herbicide combination, defined according to one or more of claims 1 to 5, are applied together or separately, preferably on the area on which the plants to grow.
7. Verfahren nach Anspruch 6 zur selektiven Bekämpfung von unerwünschtem Pflanzenwuchs im Vorauflauf oder im Nachauflauf in Weizen (Hart- und Weichweizen), Mais, Soja, Zuckerrübe, Zuckerrohr Baumwolle, Reis, Bohnen, Flachs, Gerste, Hafer, Roggen, Triticale, Raps, Kartoffel und Hirse (Sorghum), Weideland und Grün-/Rasenflächen7. The method of claim 6 for the selective control of undesirable plant growth in the pre-emergence or postemergence in wheat (hard and soft wheat), corn, soy, sugar beet, sugarcane cotton, rice, beans, flax, barley, oats, rye, triticale, rapeseed , Potato and millet (sorghum), pasture and green / lawn areas
8. Verwendung der nach einem der Ansprüche 1 bis 5 definierten Herbizid- Kombination zur selektiven Bekämpfung von unerwünschtem Pflanzenwuchs. 8. Use of the defined in any one of claims 1 to 5 herbicide combination for the selective control of undesirable plant growth.
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