WO2001035741A2 - Synergistic herbicidal active substance combinations - Google Patents
Synergistic herbicidal active substance combinations Download PDFInfo
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- WO2001035741A2 WO2001035741A2 PCT/EP2000/011017 EP0011017W WO0135741A2 WO 2001035741 A2 WO2001035741 A2 WO 2001035741A2 EP 0011017 W EP0011017 W EP 0011017W WO 0135741 A2 WO0135741 A2 WO 0135741A2
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N47/00—Biocides, 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
- A01N47/08—Biocides, 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
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas 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
- the invention relates to new synergistic, herbicidal active compound combinations which comprise tritosulfuron and known, herbicidally active compounds and, if appropriate, compounds which improve crop compatibility, and which can be used with particularly good success for selective weed control in various crops of useful plants.
- Tritosulfuron (Tvf - [[[4-memoxy-6- (trifluoromethyl) -l, 3,5-triazm-2-yl] amino] carbonyl] -2-trifluoromethylbenzenesulfonamide) is the subject of a broadly active herbicide
- N, N-dipropyl-thiocarbamate prosulfocarb
- ethyl [2- chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1 H-pyrazol-3-yl) -4-fluorophenoxy] - acetate (pyraflufen-ethyl), O- (6-chloro-3-phenyl-pyridazin-4-yl) -S-octyl-thiocarbonate (pyridate), 7-chloro-3-methyl-quinoline-8-carboxylic acid (Quinmerac) , N- (4,6-Dimeth-oxy-pyrimidin-2-yl) -N '- (3-eth
- 2,4-D is a known herbicide. It has now surprisingly been found that the combinations of active ingredients defined above, consisting of tritosulfuron and the above-mentioned active ingredients from group 1, if appropriate in combination with active ingredients from group 2 and / or active ingredients from group 3, have very good herbicidal activity and are available in various forms, with very good crop tolerance Cultures, especially in wheat, but also in maize and barley can be used for selective weed control.
- active substances of group 3 consisting of tritosulfuron and a safener / antidote (“active substances of group 3”) in
- the herbicidally active substance 2,4-dichlo ⁇ henoxy-acetic acid (2,4-D) and its derivatives can also take over the safener task described above. It is also to be regarded as surprising that from a large number of known safeners or antidots which are capable of antagonizing the harmful effect of a herbicide on the crop plants, the group 3 compounds listed above are particularly suitable, the harmful effect of tritosulfuron in combination with one or more of the group 1 active ingredients listed above, to which
- cereal plants e.g. Rice, wheat, barley and rye, as cultivated plants.
- the active substance combinations according to the invention can e.g. can be used in the following plants:
- Apera phalaris. Monocot cultures of the genera: Oryza, Zea, Triticum, Hordeum, Avena, Seeale, Sorghum, Panicum, Saccharum, Pineapple, Asparagus, Allium.
- plants and parts of plants can be treated.
- Plants are understood here to mean all plants and plant populations, such as desired and undesired wild plants or cultivated plants (including naturally occurring cultivated plants).
- Cultivated plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which can or cannot be protected by plant breeders' rights.
- Plant parts are to be understood to mean all above-ground and underground parts and organs of plants, such as shoots, leaves, flowers and roots, examples being leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes.
- the plant parts also include crops and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
- Storage room according to the usual treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, scattering, spreading and, in the case of propagation material, in particular seeds, furthermore by single- or multi-layer coating.
- the synergistic effect of the active compound combinations according to the invention is particularly pronounced at certain concentration ratios.
- Weight ratios of the active ingredients in the active ingredient combinations can be varied in relatively large ranges.
- 1 to 1 part by weight of tritosulfuron accounts for 0.01 to 1000 parts by weight, preferably 0.05 to 500 parts by weight and particularly preferably 0.1 to 100 parts by weight of active ingredient of group 1.
- the advantageous effect of the compatibility of cultivated plants of the active compound combinations according to the invention is also particularly pronounced at certain concentration ratios.
- the weight ratios of the active ingredients in the active ingredient combinations can be varied within relatively large ranges. In general, 1 part by weight of tritosulfuron or its mixtures with active ingredients
- Group 1 and optionally with active substances from group 2 0.001 to 1000 parts by weight, preferably 0.01 to 100 parts by weight and particularly preferably 0.1 to 10 parts by weight of active substance in group 3.
- the active substance combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension emulsion concentrates, active substance-impregnated natural and synthetic substances and very fine encapsulations in polymeric substances.
- formulations are prepared in a known manner, e.g. B. by mixing the active ingredients with extenders, ie liquid solvents and / or solid carriers, optionally using surface-active agents, ie emulsifiers and / or dispersants and / or foam-generating agents.
- organic solvents can, for example, also be used as auxiliary solvents.
- auxiliary solvents include aromatics, such as xylene, toluene, or alkylnaphthaene, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chlorethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example petroleum fractions, mineral ash and vegetable oils, alcohols , how 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 and dimethyl sulfoxide, and water.
- aromatics such as xylene, toluene, or alkylnaphthaene
- chlorinated aromatics and chlorinated aliphatic hydrocarbons such
- Ammonium salts and natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders, such as highly disperse silica, aluminum oxide and silicates, are suitable as solid carriers for granules: e.g. broken and fractional natural
- Rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems; as emulsifying and / or foaming agents are possible: e.g. non-ionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol
- Efher e.g. Alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates; Possible dispersants are: e.g. Lignin sulfite leaching and methyl cellulose.
- Adhesives such as carboxymethyl cellulose, 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, can be used in the formulations.
- Other additives can be mineral and vegetable oils.
- Dyes such as inorganic pigments, for example 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, molten metal and zinc can be used.
- the formulations generally contain between 0.1 and 95 percent by weight of active ingredients, including the safeners, preferably between 0.5 and 90%.
- the active compound combinations according to the invention are generally used in the form of finished formulations.
- the active ingredients contained in the active ingredient combinations can also be mixed in individual formulations during use, i.e. be used in the form of tank mixes.
- the new combinations of active ingredients can also be used in a mixture with other known herbicides, ready-to-use formulations or tank mixes being possible.
- a mixture with other known active compounds such as fungicides, insecticides, acaricides, nematicides, bird repellants, growth agents, plant nutrients and agents which improve soil structure, is also possible.
- active compounds such as fungicides, insecticides, acaricides, nematicides, bird repellants, growth agents, plant nutrients and agents which improve soil structure
- Formulations as additional additives plant-compatible mineral or vegetable oils (e.g. the commercial preparation "Rako Binol”) or ammonium salts such as e.g. Absorb ammonium sulfate or Arnmomumrhodanid.
- plant-compatible mineral or vegetable oils e.g. the commercial preparation "Rako Binol”
- ammonium salts such as e.g. Absorb ammonium sulfate or Arnmomumrhodanid.
- the new active substance combinations can be used as such, in the form of their formulations or in the use forms prepared therefrom by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. They are used in the usual way, e.g. by pouring, spraying, spraying, dusting or scattering.
- the active compound combinations according to the invention can be applied before and after emergence of the plants, that is to say in the pre-emergence and post-emergence process. They can also be worked into the soil before sowing. Herbicides always have a synergistic effect if the herbicidal activity of the active ingredient combination is greater than that of the individual active ingredients applied.
- Effect superadditive that is, it shows a synergistic effect.
- Test plants are grown under controlled conditions (temperature and light conditions) in the greenhouse. When a plant height of 5 to 15 cm is reached, the plants are sprayed with the test solution. The concentration of the spray liquor is chosen so that the desired amounts of active compound are applied in 500 l of water / ha.
- the planters After spraying, the planters are placed in the greenhouse under constant light and temperature conditions.
- the degree of damage to the cultivated plants is rated in% damage in comparison to the development of the untreated control.
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- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
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Abstract
Description
Svnergistische herbizide WirkstoffkombinationenSvnergistic herbicidal combinations of active ingredients
Die Erfindung betrifft neue synergistische, herbizide Wirkstoffkombinationen, die Tritosulfuron und bekannte, herbizid wirksame Verbindungen und gegebenenfalls die Kulturpflanzenverträglichkeit verbessernde Verbindungen umfassen, und mit besonders gutem Erfolg zur selektiven Unkrautbekämpfung in verschiedenen Nutzpflanzenkulturen verwendet werden können.The invention relates to new synergistic, herbicidal active compound combinations which comprise tritosulfuron and known, herbicidally active compounds and, if appropriate, compounds which improve crop compatibility, and which can be used with particularly good success for selective weed control in various crops of useful plants.
Tritosulfuron (Tvf-[[[4-memoxy-6-(trifluormethyl)-l,3,5-triazm-2-yl]amino]carbonyl]-2- trifluormethyl-benzensulfonamid) ist als breit wirksames Herbizid Gegenstand einerTritosulfuron (Tvf - [[[4-memoxy-6- (trifluoromethyl) -l, 3,5-triazm-2-yl] amino] carbonyl] -2-trifluoromethylbenzenesulfonamide) is the subject of a broadly active herbicide
Reihe von Patentanmeldungen (vgl. DE-A 40 38 430, WO-A 97/10714). Dieser Wirkstoff weist jedoch Wirkungslücken auf.Series of patent applications (see. DE-A 40 38 430, WO-A 97/10714). However, this active ingredient has gaps in effectiveness.
Überraschenderweise wurde nun gefunden, dass Tritosulfuron bei gemeinsamer An- wendung mit bekannten, herbizid wirksamen Verbindungen aus verschiedenen Stoffklassen ausgesprochen synergistische Effekte hinsichtlich der Wirkung gegen Unkräuter zeigt, und dass solche breit wirksamen Kombinationspräparate besonders vorteilhaft zur selektiven Bekämpfung von Unkräutern in Nutzpflanzenkulturen, wie z.B. Weizen und Mais, verwendet werden können.Surprisingly, it has now been found that tritosulfuron when used together with known herbicidally active compounds from different classes of substances shows pronounced synergistic effects with regard to the action against weeds, and that such broadly effective combination preparations are particularly advantageous for the selective control of weeds in crops such as, for example, Wheat and corn can be used.
Überraschenderweise wurde ebenfalls gefunden, dass man mit Mischungen von Tritosulfuron mit weiteren bekannten, herbizid wirksamen Verbindungen bei gemeinsamer Anwendung mit den im weiteren beschriebenen, die Kuluirpflanzenverträglichkeit verbessernden Verbindungen (Safenern/Antidots) gegebenenfalls zusätzliche vorteilhafte Effekte erzielen kann.Surprisingly, it has also been found that mixtures of tritosulfuron with other known herbicidally active compounds, when used in conjunction with the compounds (safeners / antidots) which improve crop plant tolerance and are described below, can optionally achieve additional advantageous effects.
Gegenstand der Erfindung sind Mittel, gekennzeichnet durch einen synergistisch wirksamen Gehalt an einer Wirkstoffkombination umfassendThe invention relates to compositions characterized by comprising a synergistically effective content of an active ingredient combination
(a) Tritosulfuron und(a) Tritosulfuron and
(b) eine oder mehrere Verbindungen aus einer Gruppe von Herbiziden, welche die nachstehend genannten Wirkstoffe enthält:(b) one or more compounds from a group of herbicides which contain the active compounds mentioned below:
(5-Trifluormethyl-l,3,4-thiadiazol-2-yl-oxy)-essigsäure-N-isopropyl-N-(4- fluorphenyl)-amid (Flufenacet, DE-A-38 21 600), 2-(2-Methoxycarbonyl- phenylsulfonylaminocarbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-l,2,4- triazol-3-on oder das Natriumsalz dieser Verbindung (Propoxycarba- zone(-sodium), EP-A-507 171), 2-(2-Trifluormethoxy-phenylsulfonylamino- carbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-l,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (Flucarbazone(-sodium), EP-A-507 171), N- (3,4-dichlorphenyl)propanamid (Propanil, DE-A-10 39 779), N-2-benzothia- zolyl-N,N'-dimethylhamstoff (Methabenzthiazuron, GB-A- 1085430), 4- Amino-6-( 1 , 1 -dimethylethyl)-3 -(methylthio)- 1 ,2 ,4-triazin-5 (4H)-on (Metri- buzin, DE-A-17 95 784), 4-(2-Chlorphenyl)-N-cyclohexyl-N-ethyl-4,5-dihy- dro-5-oxo-lH-tetrazol-l-carboxamid (Fentrazamide, EP-A-612 735), 4- Amino-3-methyl-6-phenyl-l,2,4-triazin-5(4H)-on (Metamitron, DE-A- 21 38 031), 2-(2-Benzothiazolyloxy)-N-methyl-N-phenylacetamid (Mefenacet, DE-A-28 22 155), 4-Amino-6-(l,l-dimethylethyl)-3-(ethylthio)- l,2,4-triazin-5(4H)-on (Ethiozin, DE-A-15 42 873), 1-Methylethyl 5-[4- brom- 1 -methyl-5-(trifluormethyl)- 1 H-pyrazol-3-yl]-2-chlor-4-fluorbenzoat (Fluazolate, WO-A-9206962)(5-trifluoromethyl-l, 3,4-thiadiazol-2-yl-oxy) acetic acid-N-isopropyl-N- (4-fluorophenyl) -amide (Flufenacet, DE-A-38 21 600), 2- ( 2-methoxycarbonylphenylsulfonylaminocarbonyl) -4-methyl-5-n-propoxy-2,4-dihydro-3H-l, 2,4-triazol-3-one or the sodium salt of this compound (propoxycarba- zone (-sodium), EP-A-507 171), 2- (2-trifluoromethoxy-phenylsulfonylamino-carbonyl) -4-methyl-5-methoxy-2,4-dihydro-3H-l, 2,4-triazol-3-one or the sodium salt this compound (Flucarbazone (-sodium), EP-A-507 171), N- (3,4-dichlorophenyl) propanamide (Propanil, DE-A-10 39 779), N-2-benzothiazolyl-N, N '-dimethylurea (methabenzthiazuron, GB-A-1085430), 4-amino-6- (1, 1-dimethylethyl) -3 - (methylthio) - 1, 2, 4-triazin-5 (4H) -one (metri- buzin, DE-A-17 95 784), 4- (2-chlorophenyl) -N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazole-1-carboxamide (Fentrazamide, EP -A-612 735), 4-amino-3-methyl-6-phenyl-l, 2,4-triazin-5 (4H) -one (metamitron, DE-A-21 38 031), 2- (2- Benzothiazolyloxy) -N-methyl-N-phenylacetamide (Mefena cet, DE-A-28 22 155), 4-amino-6- (l, l-dimethylethyl) -3- (ethylthio) - l, 2,4-triazin-5 (4H) -one (ethiozine, DE- A-15 42 873), 1-methylethyl 5- [4-bromo-1-methyl-5- (trifluoromethyl) -1 H-pyrazol-3-yl] -2-chloro-4-fluorobenzoate (fluazolates, WO-A -9206962)
(„Wirkstoffe der Gruppe 1 ")("Active substances of group 1")
sowie gegebenenfallsand if necessary
(c) eine oder mehrere Verbindungen aus einer zweiten Gruppe von Herbiziden, welche die nachstehend genannten Wirkstoffe enthält: 2-Chlor-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamid (Aceto- chlor), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure-Natrium- salz (Acifluorfen-sodium), 2-Chlor-6-nitro-3-phenoxy-benzenamin(c) one or more compounds from a second group of herbicides which contain the active compounds mentioned below: 2-chloro-N- (ethoxymethyl) -N- (2-ethyl-6-methyl-phenyl) -acetamide (aceto-chloro), 5- (2-chloro-4-trifluoromethyl-phenoxy) -2-nitro-benzoic acid Sodium salt (Acifluorfen-sodium), 2-chloro-6-nitro-3-phenoxy-benzenamine
(Aclonifen), 2-Chlor-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamid (Alachlor), N-Ethyl-N'-i-propyl-6-methylthio- 1 ,3 ,5-triazin-2,4-diamin(Aclonifen), 2-chloro-N- (methoxymethyl) -N- (2,6-diethyl-phenyl) -acetamide (alachlor), N-ethyl-N'-i-propyl-6-methylthio-1, 3, 5-triazine-2,4-diamine
(Ametryn), 4-Amino-N-(l,l-dimethyl-ethyl)-4,5-dihydro-3-(l-methyl-ethyl)- 5-oxo-lH-l,2,4-triazol-l-carboxamid (Amicarbazone), N-(4,6-Dimethoxy- pyrimidin-2-yl)-N'-(N-methyl-N-methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), lH-l,2,4-Triazol-3-amin (Amitrole), 6-Chlor-4-ethyl- amino-2-isopropylamino-l,3,5-triazin (Atrazin), 2-[2,4-Dichlor-5-(2-prop- inyloxy)-phenyl]-5,6,7,8-tetrahydro-l,2,4-triazolo-[4,3-a]-pyridin-3(2H)-on (Azafenidin), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-[ 1 -methyl-4-(2-methyl- 2H-tetrazol-5-yl)-lH-pyrazol-5-ylsulfonyl]-harnstoff (Azimsulfuron), N- Benzyl-2-(4-fluor-3-trifluormethyl-phenoxy)-butanamid (Beflubutamid), 4- Chlor-2-oxo-3(2H)-benzthiazolessigsäure (Benazolin), N-Butyl-N-ethyl-2,6- dinitro-4-trifluormethyl-benzenamin (Benfluralin), N-(4,6-Dimethoxy-pyri- midin-2-yl)-N'-(2-methoxycarbonyl-phenylmethylsulfonyl)-harnstoff (Ben- sulfuron), 2-[2-[4-(3,6-Dihydro-3-methyl-2,6-dioxo-4-trifluormethyl-l(2H)- pyrimidinylphenoxymethyl]-5-ethyl-phenoxy-propansäure-methylester (Benzfendizone), 3-(2-Chlor-4-methylsulfonyl-benzoyl)-4-phenylthio-bi- cyclo-[3.2.1]-oct-3-en-2-on (Benzobicyclon), Ethyl N-benzoyl-N-(3,4-di- chlor-phenyl)-DL-alaninat (Benzoylprop-ethyl), 3-i-Propyl-lH-2,l,3-benzo- thiadiazin-4(3H)-on (Bentazon), Methyl-5-(2,4-dichlor-phenoxy)-2-nitro- benzoat (Bifenox), 2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure- Natriumsalz (Bispyribac-sodium), 2-Brom-3,3-dimethyl-N-(l-methyl-l- phenyl-ethyl)-butanamid (Bromobutide), 3,5-Dibrom-4-hydroxy-benz- aldehyd-O-(2,4-dimtro-phenyl)-oxim (Bromofenoxim), 3,5-Dibrom-4-hy- droxy-benzonitril (Bromoxynil), N-Butoxymethyl-2-chlor-N-(2,6-diethyl- phenyl)-acetamid (Butachlor), 2-Chlor-5-(3,6-dihydro-3-methyl-2,6-dioxo-4- trifluormethyl- 1 (2H)-pyrimidinyl)-benzoesäure-[ 1 , 1 -dimethyl-2-oxo-2-(2- propenyloxy)]-ethylester (Butafenacil-allyl), 2-(l-Ethoximino-propyl)-3- hydroxy-5-[2,4,6-trimethyl-3-(l-oxo-butyl)-phenyl]-2-cyclohexen-l-on (But- roxydim), S-Ethyl-bis-(2-methyl-propyl)-thiocarbamat (Butylate), N,N- Diethyl-3-(2,4,6-trimethyl-phenylsulfonyl)- 1H- 1 ,2,4-triazol- 1 -carboxamid (Cafenstrole), 2-[l-[(3-Chlor-2-propenyl)-oxy-imino]-propyl]-3-hydroxy-5- (tetrahydro-2H-pyran-4-yl)-2-cyclohexen-l-on (Caloxydim, Tepraloxydim),(Ametryn), 4-amino-N- (l, l-dimethyl-ethyl) -4,5-dihydro-3- (l-methyl-ethyl) - 5-oxo-lH-l, 2,4-triazole- l-carboxamide (amicarbazone), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (N-methyl-N-methylsulfonylsulfamoyl) urea (amidosulfuron), lH-l, 2,4 -Triazol-3-amine (amitrole), 6-chloro-4-ethylamino-2-isopropylamino-l, 3,5-triazine (atrazine), 2- [2,4-dichloro-5- (2-prop inyloxy) phenyl] -5,6,7,8-tetrahydro-l, 2,4-triazolo- [4,3-a] pyridin-3 (2H) -one (azafenidin), N- (4, 6-dimethoxy-pyrimidin-2-yl) -N '- [1 -methyl-4- (2-methyl-2H-tetrazol-5-yl) -lH-pyrazol-5-ylsulfonyl] urea (azimsulfuron), N - benzyl-2- (4-fluoro-3-trifluoromethyl-phenoxy) -butanamide (beflubutamide), 4-chloro-2-oxo-3 (2H) -benzthiazole acetic acid (benazoline), N-butyl-N-ethyl-2, 6- dinitro-4-trifluoromethylbenzamine (benfluralin), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (2-methoxycarbonyl-phenylmethylsulfonyl) urea (ben-sulfurone), 2 - [2- [4- (3,6-Dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-l (2H) pyrimidinylphenoxymethyl] -5-ethylphenoxypropanoic acid e-methyl ester (benzfendizone), 3- (2-chloro-4-methylsulfonyl-benzoyl) -4-phenylthio-bicyclo [3.2.1] oct-3-en-2-one (benzobicyclone), ethyl N -benzoyl-N- (3,4-di-chlorophenyl) -DL-alaninate (benzoylprop-ethyl), 3-i-propyl-1H-2, 1, 3-benzothiadiazin-4 (3H) -one (Bentazone), methyl 5- (2,4-dichlorophenoxy) -2-nitro-benzoate (bifenox), 2,6-bis (4,6-dimethoxypyrimidin-2-yl-oxy) benzoic acid - sodium salt (bispyribac-sodium), 2-bromo-3,3-dimethyl-N- (l-methyl-l-phenyl-ethyl) -butanamide (bromobutide), 3,5-dibromo-4-hydroxy-benzaldehyde -O- (2,4-dimtrophenyl) oxime (bromofenoxime), 3,5-dibromo-4-hydroxy-benzonitrile (bromoxynil), N-butoxymethyl-2-chloro-N- (2,6- diethylphenyl) acetamide (butachlor), 2-chloro-5- (3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 (2H) -pyrimidinyl) -benzoic acid- [1, 1-dimethyl-2-oxo-2- (2-propenyloxy)] - ethyl ester (butafenacil-allyl), 2- (l-ethoximino-propyl) -3- hydroxy-5- [2,4,6-trimethyl-3- (l-oxo-butyl) phenyl] -2-cyclohexen-l-one (butoxydim), S-ethyl-bis- (2-methyl- propyl) thiocarbamate (butylates), N, N-diethyl-3- (2,4,6-trimethyl-phenylsulfonyl) - 1H- 1, 2,4-triazole-1-carboxamide (cafenstrole), 2- [l- [(3-chloro-2-propenyl) oxyimino] propyl] -3-hydroxy-5- (tetrahydro-2H-pyran-4-yl) -2-cyclohexen-l-one (caloxydim, tepraloxydim),
2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluor- methyl-5-methyl-2,4-dihydro-3H-l,2,4-triazol-3-on (Carfentrazone-ethyl), 2,4-Dichlor- 1 -(3-methoxy-4-nitro-phenoxy)-benzol (Chlomethoxyfen), 3- Amino-2,5-dichlor-benzoesäure (Chloramben), N-(4-Chlor-6-methoxy-pyri- midin-2-yl)-N'-(2-ethoxycarbonyl-phenylsulfonyl)-harnstoff (Chlorimuron- ethyl), l,3,5-Trichlor-2-(4-nitro-phenoxy)-benzol (Chlornitrofen), N-(4- Methoxy-6-methyl-l,3,5-triazin-2-yl)-N'-(2-chlor-phenylsulfonyl)-hamstoff (Chlorsulfuron), N'-(3-Chlor-4-methyl-phenyl)-N,N-dimethyl-harnstoff2- (4-chloro-2-fluoro-5- (2-chloro-2-ethoxycarbonyl-ethyl) -phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H-1,2. 4-triazol-3-one (carfentrazone-ethyl), 2,4-dichloro-1 - (3-methoxy-4-nitro-phenoxy) benzene (chloromethoxyfen), 3-amino-2,5-dichloro-benzoic acid ( Chloramben), N- (4-chloro-6-methoxy-pyrimidin-2-yl) -N '- (2-ethoxycarbonyl-phenylsulfonyl) -urea (chlorimuron-ethyl), 1,3,5-trichloro-2 - (4-nitro-phenoxy) -benzene (chloronitrofen), N- (4-methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (2-chlorophenylsulfonyl) urea (Chlorosulfuron), N '- (3-chloro-4-methylphenyl) -N, N-dimethyl-urea
(Chlorotoluron), 2-Chlor-3-[2-chlor-5-(l,3,4,5,6,7-hexahydro-l,3-dioxo-2H- isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), N-(4,6-Di- methoxy-l,3,5-triazin-2-yl)-N'-(2-(2-methoxy-ethoxy)-phenylsulfonyl)-harn- stoff (Cinosulfuron), 2-[l-[2-(4-Chlor-phenoxy)-propoxyaminobutyl]-5- (tetrahydro-2H-thiopyran-3-yl)-l,3-cyclohexandion (Clefoxydim), (E,E)-(+)- 2-[l-[[(3-Chlor-2-propenyl)-oxy]-imino]-propyl]-3-hydroxy-2-cyclohexen-l- on (Clethodim), (R)-(2-Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)- phenoxy-propanoat (Clodinafop-propargyl), 3 ,6-Dichlor-pyridin-2-carbon- säure (Clopyralid), Methyl-3-chloro-2-[(5-ethoxy-7-fluor[l,2,4]triazolo[l,5- c]pyrimidin-2-yl-sulfonyl)-amino]-benzoat (Cloransulam-methyl), 2-Chlor-4- ethylamino-6-(l-cyano-l-methyl-ethylamino)-l,3,5-triazin (Cyanazine), N- (4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-cyclopropylcarbonyl-phenylsulfonyl)- harnstoff (Cyclosulfamuron), 2-(l -Ethoximinobutyl)-3-hydroxy-5-(tetra- hydro-2H-thiopyran-3-yl)-2-cyclohexen- 1 -on (Cycloxydim), (R)-2-[4-(4- Cyano-2-fluor-phenoxy)-phenoxy]-propansäure-butylester (Cyhalofop-butyl), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Dichlorprop-P),(Chlorotoluron), 2-chloro-3- [2-chloro-5- (l, 3,4,5,6,7-hexahydro-l, 3-dioxo-2H-isoindol-2-yl) phenyl] - Ethyl 2-propanoate (cinidon-ethyl), N- (4,6-dimethoxy-l, 3,5-triazin-2-yl) -N '- (2- (2-methoxy-ethoxy) phenylsulfonyl ) urea (cinosulfuron), 2- [l- [2- (4-chlorophenoxy) propoxyaminobutyl] -5- (tetrahydro-2H-thiopyran-3-yl) -1, 3-cyclohexanedione (clefoxydim) , (E, E) - (+) - 2- [l - [[(3-chloro-2-propenyl) -oxy] imino] propyl] -3-hydroxy-2-cyclohexen-l-one (clethodim ), (R) - (2-propynyl) -2- [4- (5-chloro-3-fluoropyridin-2-yl-oxy) - phenoxypropanoate (clodinafop-propargyl), 3, 6-dichloro- pyridin-2-carboxylic acid (clopyralide), methyl-3-chloro-2 - [(5-ethoxy-7-fluoro [1,2,4] triazolo [1,5-c] pyrimidin-2-yl-sulfonyl ) -amino] -benzoate (chlorosulam-methyl), 2-chloro-4-ethylamino-6- (l-cyano-l-methyl-ethylamino) -l, 3,5-triazine (cyanazines), N- (4, 6-Dimethoxypyrimidin-2-yl) -N '- (2-cyclopropylcarbonylphenylsulfonyl) urea (cyclosulfamuron), 2- (l-ethoximinobutyl) -3-hydroxy-5- (tetra-hydro-2H-thiopyran 3-yl) -2-cyclohex en- 1 -one (cycloxydim), (R) -2- [4- (4-cyano-2-fluorophenoxy) phenoxy] propanoic acid butyl ester (cyhalofop butyl), 2,4-dichlorophenoxyacetic acid ( 2,4-D), 3,6-dichloro-2-methoxybenzoic acid (dicamba), (R) -2- (2,4-dichlorophenoxy) propanoic acid (dichloroprop-P),
Methyl-2-[4-(2,4-dichlor-phenoxy)-phenoxy]-propanoat (Diclofop-methyl), N-(2,6-Dichlor-phenyl)-5-ethoxy-7-fluor-[l,2,4]-triazolo-[l,5-c]-pyrimidin-2- sulfonamid (Diclosulam), l,2-Dimethyl-3,5-diphenyl-lH-pyrazolium-methyl- sulfat (Difenzoquat), N-(2,4-Difluor-phenyl)-2-(3-trifluormethyl-phenoxy)- pyridin-3-carboxamid (Diflufenican), 2-[l-[(3,5-Difluor-phenyl)-amino- carbonyl-hydrazono]-ethyl]-pyridin-3-carbonsäure (Diflufenzopyr), S-(l-Methyl 2- [4- (2,4-dichlorophenoxy) phenoxy] propanoate (diclofop-methyl), N- (2,6-dichlorophenyl) -5-ethoxy-7-fluoro [1,2,4] triazolo- [1,5-c] pyrimidine-2-sulfonamide (diclosulam), 1,2 -Dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulfate (difenzoquat), N- (2,4-difluorophenyl) -2- (3-trifluoromethylphenoxy) pyridine-3-carboxamide (diflufenican) , 2- [l - [(3,5-difluorophenyl) aminocarbonylhydrazono] ethyl] pyridine-3-carboxylic acid (diflufenzopyr), S- (l-
Methyl-l-phenyl-ethyl)-l-piperidin-carbothioat (Dimepiperate), (S-) 2-Chlor- N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-l-methyl-ethyl)-acetamid (S-) (Di- methenamid), 2-Amino-4-(l-mιor-l-methyl-ethyl)-6-(l-methyl-2-(3,5-di- methyl-phenoxy)-ethylamino)-l ,3,5-triazin (Dimexyflam), N3,N3-Diethyl- 2,4-dinitro-6-trifluormethyl-l,3-diamino-benzol (Dinitramine), 6,7-Dihydro- dipyrido[l,2-a:2',l '-cjpyrazindiium (Diquat), S,S-Dimethyl-2-difluormethyl- 4-i-butyl-6-trifluormethyl-pyridin-3,5-dicarbothioat (Dithiopyr), N'-(3,4-Di- chlor-phenyl)-N,N-dimethyl-harnstoff (Diuron), 2-[2-(3-Chlor-phenyl)- oxiranylmethyl]-2-ethyl-lH-inden-l,3(2H)-dion (Epropodan), S-Ethyl-di- propylthiocarbamat (EPTC), S-(Phenylmethyl)-N-ethyl-N-(l,2-dimethyl- propyl)-thiocarbamat (Esprocarb), N-Ethyl-N-(2-methyl-2-propenyl)-2,6-di- nitro-4-trifluormethyl-benzenamin (Ethalfluralin), (S)-(2-Ethoxy- 1 -methyl-2- oxoethyl)-2-chlor-5-(2-chlor-4-trifluormethyl-phenoxy)-benzoat (Ethoxyfen), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethoxy-phenoxysulfonyl)-hamstoff (Ethoxysulfuron), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]- propanoat (Fenoxaprop-(P)-ethyl), 4-(2-Chlor-phenyl)-N-cyclohexyl-N-ethyl- 4,5-dihydro-5-oxo- 1 H-tetrazol- 1 -carboxamid (Fentrazamide), Isopropyl-N- benzoyl-N-(3-chlor-4-fluoro-phenyl)-DL-alaninat (Flamprop-isopropyl), Iso- propyl-N-benzoyl-N-(3-chlor-4-fluoro-phenyl)-L-alaninat (Flamprop-iso- propyl-L), Methyl-N-benzoyl-N-(3-chlor-4-fluor-phenoxy)-DL-alaninatMethyl-l-phenyl-ethyl) -l-piperidinecarbothioate (dimepiperate), (S-) 2-chloro-N- (2,4-dimethyl-3-thienyl) -N- (2-methoxy-l-methyl -ethyl) -acetamide (S-) (dimethenamide), 2-amino-4- (l-mιor-l-methyl-ethyl) -6- (l-methyl-2- (3,5-dimethyl) -phenoxy) -ethylamino) -l, 3,5-triazine (dimexyflam), N3, N3-diethyl-2,4-dinitro-6-trifluoromethyl-l, 3-diamino-benzene (dinitramine), 6,7-dihydro dipyrido [l, 2-a: 2 ', l' -cpyrazinediium (diquat), S, S-dimethyl-2-difluoromethyl-4-i-butyl-6-trifluoromethyl-pyridine-3,5-dicarbothioate (dithiopyr) , N '- (3,4-Di-chlorophenyl) -N, N-dimethyl-urea (diuron), 2- [2- (3-chlorophenyl) oxiranylmethyl] -2-ethyl-1H-indene -l, 3 (2H) -dione (epropodane), S-ethyl-di-propylthiocarbamate (EPTC), S- (phenylmethyl) -N-ethyl-N- (1,2-dimethyl-propyl) -thiocarbamate (Esprocarb) , N-ethyl-N- (2-methyl-2-propenyl) -2,6-di-nitro-4-trifluoromethyl-benzenamine (ethalfluralin), (S) - (2-ethoxy-1-methyl-2-oxoethyl ) -2-chloro-5- (2-chloro-4-trifluoromethylphenoxy) benzoate (ethoxyfen), N- (4,6-dimethoxypyrimidin-2-yl) -N ' - (2-ethoxy-phenoxysulfonyl) urea (ethoxysulfuron), (R) -ethyl-2- [4- (6-chloro-benzoxazol-2-yl-oxy) phenoxy] propanoate (fenoxaprop- (P) - ethyl), 4- (2-chlorophenyl) -N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1 H-tetrazole-1-carboxamide (fentrazamide), isopropyl-N-benzoyl-N - (3-chloro-4-fluoro-phenyl) -DL-alaninate (flamprop-isopropyl), isopropyl-N-benzoyl-N- (3-chloro-4-fluoro-phenyl) -L-alaninate (flamprop- isopropyl-L), methyl-N-benzoyl-N- (3-chloro-4-fluorophenoxy) -DL-alaninate
(Flamprop-methyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[l,2,4]- triazolo-[l,5-c]-pyrimidin-2-sulfonamid (Florasulam), (R)-2-[4-(5-Tri luor- methyl-pyridin-2-yl-oxy)-phenoxy]-propansäure-butylester (Fluazifop, -butyl, -P-butyl), 5-(4-Brom-l-methyl-5-trifluormethyl-lH-pyrazol-3-yl)-2-chlor-4- fluor-benzoesäure-i-propylester (Fluazolate), 4,5-Dihydro-3-methoxy-4- methyl-5-oxo-N-[(2-trifluormethoxy-phenyl)-sulfonyl]-lH-l,2,4-triazol-l- carboxamid-Natriumsalz (Flucarbazone-sodium), N-(4-Fluor-phenyl)-N-i- propyl-2-(5-trifluormethyl-l,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(2,6-Difluor-phenyl)-5-methyl- 1 ,2,4-triazolo[ 1 ,5-a]-pyrimidin-2-sulfon- amid (Flumetsulam), Pentyl-[2-chlor-4-fluor-5-(l,3,4,5,6,7-hexahydro-l,3- dioxo-2H-isoindol-2-yl)-phenoxy]-acetat (Flumiclorac-pentyl), 2-[7-Fluor-(Flamprop-methyl), N- (2,6-difluorophenyl) -8-fluoro-5-methoxy- [l, 2,4] - triazolo- [l, 5-c] pyrimidine-2-sulfonamide ( Florasulam), (R) -2- [4- (5-tri-luoromethyl-pyridin-2-yl-oxy) phenoxy] propanoic acid butyl ester (fluazifop, butyl, -P-butyl), 5- ( 4-bromo-l-methyl-5-trifluoromethyl-lH-pyrazol-3-yl) -2-chloro-4-fluoro-benzoic acid i-propyl ester (fluazolates), 4,5-dihydro-3-methoxy-4- methyl-5-oxo-N - [(2-trifluoromethoxy-phenyl) sulfonyl] -lH-l, 2,4-triazol-l- carboxamide sodium salt (Flucarbazone-sodium), N- (4-fluorophenyl) -Ni-propyl-2- (5-trifluoromethyl-l, 3,4-thiadiazol-2-yl-oxy) -acetamide (Flufenacet), N- (2,6-difluorophenyl) -5-methyl-1, 2,4-triazolo [1, 5-a] pyrimidine-2-sulfonamide (flumetsulam), pentyl- [2-chloro-4 -fluoro-5- (l, 3,4,5,6,7-hexahydro-l, 3-dioxo-2H-isoindol-2-yl) phenoxy] acetate (flumicloro-pentyl), 2- [7- Fluorine-
3,4-dihydro-3-oxo-4-(2-propinyl)-2H-l,4-benzoxazin-6-yl]-4,5,6,7-tetra- hydro-lH-isoindol-l,3-dion (Flumioxazin), 2-[4-Chlor-2-fluor-5-[(l-methyl- 2-propinyl)-oxy]-phenyl]-4,5,6,7-tetrahydro-lH-isoindol-l,3(2H)-dion (Flumipropyn), 3-Chlor-4-chlormethyl- 1 -(3-trifiuormethyl-phenyl)-2-pyrroli- dinon (Fluorochloridone), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro- benzoesäure-ethoxycarbonylmethylester (Fluoroglycofen-ethyl), 1 -(4-Chlor- 3-(2,2,3,3,3-pentafluor-propoxymethyl)-phenyl)-5-phenyl-lH-l,2,4-triazol-3- carboxamid (Flupoxam), 1 -Isopropyl-2-chlor-5-(3,6-dihydro-3-methyl-2,6-di- oxo-4-trifluormethyl- 1 (2H)-pyrimidyl)-benzoat (Flupropacil), N-(4,6-Di- methoxy-pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2- yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), 9- Hydroxy-9H-fluoren-9-carbonsäure (Flurenol), (4-Amino-3,5-dichlor-6-fluor- pyridin-2-yl-oxy)-essigsäure (-2-butoxy- 1 -methyl-ethylester, - 1 -methyl- heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), 5-Methylamino-2-phenyl- 4-(3-trifluormethyl-pheny])-3(2H)-furanon (Flurtamone), Methyl-[(2-chlor-4- fluor-5-(tetrahydro-3-oxo-lH,3H-[l,3,4]-thiadiazolo-[3,4-a]-pyridazin-l- yliden)-amino-phenyl]-thio-acetat (Fluthiacet-methyl), 5-(2-Chlor-4-trifluor- methyl-phenoxy)-N-methylsulfonyl-2-nitro-benzamid (Fomesafen), 2- [[[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4- formylamino-N,N-dimethyl-benzamid (Foramsulfuron), 2-Amino-4-3,4-dihydro-3-oxo-4- (2-propynyl) -2H-l, 4-benzoxazin-6-yl] -4,5,6,7-tetra-hydro-lH-isoindole-1,3 -dione (flumioxazin), 2- [4-chloro-2-fluoro-5 - [(l-methyl-2-propynyl) -oxy] -phenyl] -4,5,6,7-tetrahydro-lH-isoindole- 1,3 (2H) -dione (flumipropyn), 3-chloro-4-chloromethyl-1 - (3-trifluoromethyl-phenyl) -2-pyrrolidinone (fluorochloridone), 5- (2-chloro-4-trifluoromethyl- phenoxy) -2-nitro-benzoic acid-ethoxycarbonylmethyl ester (fluoroglycofen-ethyl), 1 - (4-chloro-3- (2,2,3,3,3-pentafluoropropoxymethyl) phenyl) -5-phenyl-lH- l, 2,4-triazole-3-carboxamide (flupoxam), 1-isopropyl-2-chloro-5- (3,6-dihydro-3-methyl-2,6-di-oxo-4-trifluoromethyl-1 ( 2H) -pyrimidyl) -benzoate (flupropacil), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) - urea sodium salt (flupyrsulfuron-methyl-sodium), 9-hydroxy-9H-fluoren-9-carboxylic acid (flurenol), (4-amino-3,5-dichloro-6-fluoropyridin-2-yl-oxy) - acetic acid (-2-butoxy-1-methyl-ethyl ester, - 1-methyl-heptyl ester) (fluroxypyr, -butoxypr opyl, -meptyl), 5-methylamino-2-phenyl- 4- (3-trifluoromethyl-pheny]) - 3 (2H) -furanone (Flurtamone), methyl - [(2-chloro-4-fluoro-5- ( tetrahydro-3-oxo-lH, 3H- [l, 3,4] -thiadiazolo- [3,4-a] -pyridazin-l-ylidene) amino-phenyl] -thio-acetate (Fluthiacet-methyl), 5 - (2-Chloro-4-trifluoromethylphenoxy) -N-methylsulfonyl-2-nitrobenzamide (Fomesafen), 2- [[[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl ] -amino] -sulfonyl] -4- formylamino-N, N-dimethyl-benzamide (foramsulfuron), 2-amino-4-
(hydroxymethylphosphinyl)-butansäure (-ammoniumsalz) (Glufosinate (-ammonium)), N-Phosphonomethyl-glycin (-isopropylammmomumsalz) (Glyphosate (-isopropylammonium)), (R)-2-[4-(3-Chlor-5-trifluormethyl- pyridin-2-yl-oxy)-phenoxy]-propansäure (-methylester, -2-ethoxy-ethylester, -butylester) (Haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl), 3-Cyclo- hexyl-6-dimethylamino- 1 -methyl- 1 ,3 ,5 -triazin-2 ,4( 1 H,3H)-dion (Hexazin- one), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl)- 4-methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4-methyl-4-iso- propyl-5-oxo-lH-imidazol-2-yl)-5-methyl-pyridin-3-carbonsäure (Imaza- methapyr), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl)-5- methoxymethyl-pyridin-3-carbonsäure (Imazamox), 2-(4,5-Dihydro-4- methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl)-chinolin-3-carbonsäure (Imaza- quin), 2-(4,5-Dihydro-4-methyl-4-i-propyl-5-oxo-lH-imidazol-2-yl)-5-ethyl- pyridin-3-carbonsäure (Imazethapyr), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'- (2-chlor-imidazo[ 1 ,2-a]-pyridin-3-yl-sulfonyl)-harnstoff (Imazosulfuron), N- (4-Methoxy-6-methyl-l!3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl- phenylsulfonyl)-harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), 4-Hy- droxy-3,5-diiod-benzonitril (Ioxynil), N,N-Dimethyl-N'-(4-isopropyl- phenyl)-harnstoff (Isopro turon), N-(3-(l-Ethyl-l-methyl-propyl)-isoxazol-5- yl)-2,6-dimethoxy-benzamid (Isoxaben), (4-Chlor-2-methylsulfonyl-phenyl)- (5-cyclopropyl-isoxazol-4-yl)-methanon (Isoxachlortole), (5-Cyclopropyl- isoxazol-4-yl)-(2-methylsulfonyl-4-trifluormethyl-phenyl)-methanon (Isoxa- flutole), 2-[2-[4-[(3,5-Dichlor-2-pyridinyl)-oxy]-phenoxy]-l-oxo-propyl]-is- oxazolidin (Isoxapyrifop), (2-Ethoxy- 1 -methyl-2-oxo-ethyl)-5-(2-chlor-4-tri- fluormethyl-phenoxy)-2-nitro-benzoat (Lactofen), N'-(3,4-dichlor-phenyl)-N- methoxy-N-methyl-hamstoff (Linuron), (4-Chlor-2-methyl-phenoxy)-essig- säure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), 2- (2-Benzthiazolyloxy)-N-methyl-N-phenyl-acetamid (Mefenacet), 2-(4- Methylsulfonyl-2-nitro-benzoyl)-l,3-cyclohexandion (Mesotrione), 4-Amino- 3-methyl-6-ρhenyl- 1 ,2,4-triazin-5(4H)-on (Metamitron), 2-Chlor-N-(2,6-di- methyl-phenyl)-N-(lH-pyrazol-l-yl-methyl)-acetamid (Metazachlor), N'-(4-(hydroxymethylphosphinyl) butanoic acid (ammonium salt) (glufosinate (ammonium)), N-phosphonomethylglycine (isopropylammomium salt) (glyphosate (isopropylammonium)), (R) -2- [4- (3-chloro-5- trifluoromethyl-pyridin-2-yl-oxy) -phenoxy] -propanoic acid (-methyl ester, -2-ethoxy-ethyl ester, -butyl ester) (haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl), 3-cyclo - hexyl-6-dimethylamino-1-methyl-1, 3, 5 -triazin-2, 4 (1 H, 3H) -dione (hexazine- one), methyl 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl) -4-methyl-benzoate (imazamethabenz-methyl), 2- (4th , 5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl) -5-methyl-pyridine-3-carboxylic acid (imazamethapyr), 2- (4,5- Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl) -5-methoxymethyl-pyridine-3-carboxylic acid (imazamox), 2- (4,5-dihydro-4-methyl-4 -isopropyl-5-oxo-lH-imidazol-2-yl) -quinoline-3-carboxylic acid (imaza- quin), 2- (4,5-dihydro-4-methyl-4-i-propyl-5-oxo 1H-imidazol-2-yl) -5-ethyl-pyridine-3-carboxylic acid (imazethapyr), N- (4,6-dimethoxypyrimidin-2-yl) -N'- (2-chloro-imidazo [1, 2-a] -pyridin-3-yl-sulfonyl) urea (imazosulfuron), N- (4-methoxy-6-methyl-l ! 3,5-triazin-2-yl) -N '- (5-iodine -2-methoxycarbonyl-phenylsulfonyl) urea sodium salt (iodosulfuron-methyl-sodium), 4-hydroxy-3,5-diiodobenzonitrile (ioxynil), N, N-dimethyl-N '- (4-isopropyl- phenyl) urea (isopropyl), N- (3- (l-ethyl-l-methyl-propyl) -isoxazol-5-yl) -2,6-dimethoxy-benzamide (isoxaben), (4-chloro r-2-methylsulfonyl-phenyl) - (5-cyclopropyl-isoxazol-4-yl) -methanone (isoxachlorotole), (5-cyclopropyl-isoxazol-4-yl) - (2-methylsulfonyl-4-trifluoromethyl-phenyl) - methanone (isoxaflutole), 2- [2- [4 - [(3,5-dichloro-2-pyridinyl) -oxy] -phenoxy] -l-oxo-propyl] -is-oxazolidine (isoxapyrifop), (2 -Ethoxy-1-methyl-2-oxo-ethyl) -5- (2-chloro-4-trifluoromethyl-phenoxy) -2-nitro-benzoate (lactofen), N '- (3,4-dichlorophenyl ) -N-methoxy-N-methyl-urea (Linuron), (4-chloro-2-methyl-phenoxy) -acetic acid (MCPA), 2- (4-chloro-2-methyl-phenoxy) -propionic acid ( Mecoprop), 2- (2-benzothiazolyloxy) -N-methyl-N-phenyl-acetamide (Mefenacet), 2- (4-methylsulfonyl-2-nitro-benzoyl) -l, 3-cyclohexanedione (mesotrione), 4-amino - 3-methyl-6-ρhenyl-1, 2,4-triazin-5 (4H) -one (metamitron), 2-chloro-N- (2,6-dimethyl-phenyl) -N- (lH- pyrazol-l-yl-methyl) -acetamide (metazachlor), N '- (4-
(3,4-Dihydro-2-methoxy-2,4,4-trimethyl-2H-l-benzopyran-7-yl-oxy)- phenyl)-N-methoxy-N-methyl-harnstoff (Metobenzuron), N'-(4-Brom- pheny])-N-methoxy-N-methylharnstoff (Metobromuron), (S)-2-Chlor-N-(2- ethyl-6-methyl-phenyl)-N-(2-methoxy- 1 -methyl-ethyl)-acet-amid (Metola- chlor, S-Metolachlor), N-(2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy- l,2,4-triazolo[l,5-a]-pyrimidin-2-sulfonamid (Metosulam), N'-(3-Chlor-4- methoxy-phenyl)-N,N-dimethyl-hamstoff (Metoxuron), 4-Amino-6-tert- butyl-3-methylthio- 1 ,2,4-triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6- methyl-l,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), S-Ethyl-hexahydro-lH-azepin-1-carbothioat (Moli- nate), 2-(2-Naphthyloxy)-N-phenyl-propanamid (Naproanilide), N-Butyl-N'-(3,4-dihydro-2-methoxy-2,4,4-trimethyl-2H-l-benzopyran-7-yl-oxy) phenyl) -N-methoxy-N-methyl-urea (metobenzuron), N ' - (4-bromopheny]) - N-methoxy-N-methylurea (metobromuron), (S) -2-chloro-N- (2-ethyl-6-methylphenyl) -N- (2-methoxy- 1-methyl-ethyl) -acet-amide (metol-chloro, S-metolachlor), N- (2,6-dichloro-3-methyl-phenyl) -5,7-dimethoxy-l, 2,4-triazolo [ 1,5-a] -pyrimidine-2-sulfonamide (metosulam), N '- (3-chloro-4- methoxy-phenyl) -N, N-dimethyl-urea (metoxuron), 4-amino-6-tert-butyl-3-methylthio-1, 2,4-triazin-5 (4H) -one (metribuzin), N- (4-methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (2-methoxycarbonyl-phenylsulfonyl) urea (metsulfuron-methyl), S-ethyl-hexahydro-lH-azepine 1-carbothioate (Molinate), 2- (2-naphthyloxy) -N-phenyl-propanamide (Naproanilide), N-Butyl-N'-
(3,4-dichlor-phenyl)-N-methyl-harnstoff (Neburon), N-(4,6-Dimethoxy-pyri- midin-2-yl)-N'-(3-dimethylcarbamoyl-pyridin-2-yl-sulfonyl)-harnstoff (Nico- sulfuron), S-(2-Chlor-benzyl)-N,N-diethyl-thiocarbamat (Orbencarb), 4-Di- propylamino-3,5-dinitro-benzensulfonamid (Oryzalin), 3-[2,4-Dichlor-5-(2- propinyloxy)-phenyl]-5-(t-butyl)-l,3,4-oxadiazol-2(3H)-on (Oxadiargyl), 3-(3,4-dichlorophenyl) -N-methyl-urea (neburon), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (3-dimethylcarbamoyl-pyridin-2-yl -sulfonyl) urea (Nico-sulfuron), S- (2-chloro-benzyl) -N, N-diethyl-thiocarbamate (Orbencarb), 4-dipropylamino-3,5-dinitro-benzenesulfonamide (Oryzalin), 3 - [2,4-dichloro-5- (2-propynyloxy) phenyl] -5- (t-butyl) -l, 3,4-oxadiazol-2 (3H) -one (oxadiargyl), 3-
[2,4-Dichlor-5-(l-methyl-ethoxy)-phenyl]-5-(t-butyl)-l,3,4-oxadiazol-2(3H)- on (Oxadiazon), N-(4,6-Dimethyl-pyrimidin-2-yl)-N'-(2-oxetan-3-yl-oxy- carbonyl-phenylsulfonyl)-hamstoff (Oxasulfuron), 3-[ 1 -(3,5-Dichlor-phenyl)- l-i-propyl]-2,3-dihydro-6-methyl-5-phenyl-4H-l,3-oxazin-4-on (Oxaziclo- mefone), 2-Chlor- 1 -(3-ethoxy-4-nitro-phenoxy)-4-trifluormethyl-benzen[2,4-dichloro-5- (l-methyl-ethoxy) phenyl] -5- (t-butyl) -l, 3,4-oxadiazol-2 (3H) - one (oxadiazon), N- (4th , 6-Dimethyl-pyrimidin-2-yl) -N '- (2-oxetan-3-yl-oxycarbonylphenylsulfonyl) urea (oxasulfuron), 3- [1 - (3,5-dichlorophenyl) - Li-propyl] -2,3-dihydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-one (oxaziclo-mefone), 2-chloro-1 - (3-ethoxy-4- nitro-phenoxy) -4-trifluoromethyl-benzene
(Oxyfluorfen), l,r-Dimethyl-4,4'-bipyridiniu (Paraquat), l-Amino-N-(l- ethyl-propyl)-3 ,4-dimethyl-2,6-dinitro-benzol (Pendimethalin), 4-(t-Butyl)-N- (l-ethyl-propyl)-2,6-dinitro-benzenamin (Pendralin), 4-Amino-3,5,6-trichlor- pyridin-2-carbonsäure (Picloram), 2-Chlor-N-(2,6-diethyl-phenyl)-N-(2-prop- oxy-ethyl)-acetamid (Pretilachlor), N-(4,6-Bis-difluormethoxy-pyrimidin-2- yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Primisulfuron- methyl), l-Chlor-N-[2-chlor-4-fluor-5-[(6S,7aR)-6-fluor-tetrahydro-l,3-di- oxo-lH-pyrrolo[l,2-c]imidazol-2(3H)-yl]-phenyl]-methansulfonamid (Proflu- azol), 2-Chlor-N-isopropyl-N-phenyl-acetamid (Propachlor), N-(3,4-Dichlor- phenyl)-propanamid (Propanil), (R)-[2-[[(l-Methyl-ethyliden)-amino]-oxy]- ethyl]-2-[4-(6-chlor-2-chinoxalinyloxy)-phenoxy]-propanoat (Propaquizafop), 2-Chlor-N-(2-ethyl-6-methyl-phenyl)-N-[(l-methyl-ethoxy)-methyl]-acet- amid (Propisochlor), 2-[[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-lH-l,2,4- triazol-l-yl)-carbonyl]-amino]-sulfonyl]-benzoesäure-methylester-Natrium- salz (Propoxycarbazone-sodium), S-Phenylmethyl-N,N-dipropyl-thiocarb- amat (Prosulfocarb), N-(4-Methoxy-6-methyl-l,3,5-triazin-2-yl)-N'-(2-(3,3,3- trifluor-propyl)-phenylsulfonyl)-hamstoff (Prosulfuron), Ethyl-[2-Chlor-5-(4- chlor-5-difluormethoxy- 1 -methyl- lH-pyrazol-3-yl)-4-fluor-phenoxy]-acetat (Pyraflufen-ethyl), l-(3-Chlor-4,5,6,7-tetrahydro-pyrazolo[l,5-a]pyridin-2- yl)-5-(methyl-2-propinylamino)- 1 H-pyrazol-4-carbonitril (Pyrazogyl), 4-(2,4- Dichlor-benzoyl)- 1 ,3-dimethyl-5-(4-methyl-phenylsulfonyloxy)-pyrazol (Pyr- azolate), 4-(2,4-Dichlor-benzoyl)-l,3-dimethyl-5-(phenylcarbonylmethoxy)- pyrazol (Pyrazoxyfen), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(4-ethoxy- carbonyl- 1 -methyl-pyrazol-5-yl-sulfonyl)-harnstoff (Pyrazosulfuron-ethyl), Diphenylmethanon-O-[2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoyl]- oxim (Pyribenzoxim), 6-Chlor-3-phenyl-4-pyridazinol (Pyridafol), 0-(6-(Oxyfluorfen), l, r-dimethyl-4,4'-bipyridiniu (paraquat), l-amino-N- (l-ethyl-propyl) -3, 4-dimethyl-2,6-dinitro-benzene (pendimethalin) , 4- (t-Butyl) -N- (l-ethyl-propyl) -2,6-dinitro-benzenamine (pendralin), 4-amino-3,5,6-trichloropyridine-2-carboxylic acid (picloram) , 2-chloro-N- (2,6-diethyl-phenyl) -N- (2-prop-oxy-ethyl) -acetamide (pretilachlor), N- (4,6-bis-difluoromethoxy-pyrimidin-2-yl ) -N '- (2-methoxycarbonyl-phenylsulfonyl) urea (Primisulfuron-methyl), l-chloro-N- [2-chloro-4-fluoro-5 - [(6S, 7aR) -6-fluoro-tetrahydro- 1,3-di-oxo-lH-pyrrolo [1,2-c] imidazole-2 (3H) -yl] -phenyl] -methanesulfonamide (profluazole), 2-chloro-N-isopropyl-N-phenyl- acetamide (propachlor), N- (3,4-dichlorophenyl) propanamide (propanil), (R) - [2 - [[(l-methylethylidene) amino] -oxy] - ethyl] -2- [4- (6-chloro-2-quinoxalinyloxy) phenoxy] propanoate (propaquizafop), 2-chloro-N- (2-ethyl-6-methylphenyl) -N - [(l-methyl-ethoxy) - methyl] -acetamide (propisochlor), 2 - [[[(4,5-dihydro-4-methyl-5-oxo-3-propoxy-lH-l, 2,4-triazol-l-yl) carbonyl ] amino] -sul fonyl] -benzoic acid methyl ester sodium salt (propoxycarbazone-sodium), S-phenylmethyl-N, N-dipropyl-thiocarbamate (prosulfocarb), N- (4-methoxy-6-methyl-l, 3,5- triazin-2-yl) -N '- (2- (3,3,3- trifluoropropyl) phenylsulfonyl) urea (prosulfuron), ethyl [2-chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl) -4-fluorophenoxy] acetate (pyraflufen-ethyl), l- (3-chloro-4,5,6,7-tetrahydro-pyrazolo [l, 5-a] pyridin-2-yl) -5- (methyl-2-propynylamino) - 1 H-pyrazole-4-carbonitrile (pyrazogyl), 4- (2,4-dichlorobenzoyl) - 1,3-dimethyl-5- (4-methylphenylsulfonyloxy) pyrazole (pyrazolate), 4- ( 2,4-dichlorobenzoyl) -l, 3-dimethyl-5- (phenylcarbonylmethoxy) pyrazole (pyrazoxyfen), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (4-ethoxy- carbonyl-1-methyl-pyrazol-5-yl-sulfonyl) urea (pyrazosulfuron-ethyl), diphenylmethanone-O- [2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl-oxy) -benzoyl ] - oxime (pyribenzoxime), 6-chloro-3-phenyl-4-pyridazinol (pyridafol), 0- (6-
Chlor-3-phenyl-pyridazin-4-yl)-S-octyl-thiocarbonat (Pyridate), 6-Chlor-3- phenyl-pyridazin-4-ol (Pyridatol), 7-[(4,6-Dimethoxy-2-pyrimidinyl)-thio]-3- methyl- 1 (3H)-isobenzofuranon (Pyriftalid), 2-(4,6-Dimethoxy-pyrimidin-2- yl-oxy)-benzoesäure-methylester (Pyriminobac -methyl), 2-Chlor-6-(4.6-di- methoxy-pyrimidin-2-ylthio)-benzoesäure-Natriumsalz (Pyrithiobac-sodium),Chloro-3-phenyl-pyridazin-4-yl) -S-octyl-thiocarbonate (pyridate), 6-chloro-3-phenyl-pyridazin-4-ol (pyridatol), 7 - [(4,6-dimethoxy-2 -pyrimidinyl) -thio] -3-methyl-1 (3H) -isobenzofuranone (pyriftalid), 2- (4,6-dimethoxy-pyrimidin-2-yl-oxy) -benzoic acid methyl ester (pyriminobac-methyl), 2- Chloro-6- (4.6-di-methoxy-pyrimidin-2-ylthio) benzoic acid sodium salt (Pyrithiobac-sodium),
3,7-Dichlor-chinolin-8-carbonsäure (Quinchlorac), 7-Chlor-3-methyl- chinolin-8-carbonsäure (Quinmerac), 2-[4-(6-Chlor-2-chinoxalinyloxy)-phen- oxy]-propansäure (-efhylester, -tetrahydro-2-furanyl-methylester) (Quizalo- fop, -ethyl, -P-ethyl, -P-tefuryl), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3- ethylsulfonyl-pyridin-2-yl-sulfonyl)-harnsto f (Rimsulfuron), 2-(l-Ethox- iminobutyl)-5-(2-ethylthiopropyl)-3-hydroxy-2-cyclohexen-l-on (Sethoxy- dim), 6-Chlor-2,4-bis-ethylamino-l,3,5-triazin (Simazin), 2-(2-Chlor-4- methylsulfonyl-benzoyl)-cyclohexan-l,3-dion (Sulcotrione), 2-(2,4-Dichlor- 5-methylsulfonylamino-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- l,2,4-triazol-3-on (Sulfentrazone), N-Phosphonomethyl-glycin-trimethyl- sulfonium (Sulfosate), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethyl- sulfonyl-imidazo[ 1 ,2-a]pyridin-3-yl)sulfonamid (Sulfosulfuron), 6-Chlor-4- ethylamino-2-tert-butylamino- 1 ,3,5-triazin (Terbuthylazine), 2-tert-Butyl- amino-4-ethylamino-6-methylthio-l,3,5-triazin (Terbutryn), 2-Chlor-N-(2,6- dimethyl-phenyl)-N-(3-methoxy-2-thienyl-methyl)-acetamid (Thenylchlor),3,7-dichloro-quinoline-8-carboxylic acid (Quinchlorac), 7-chloro-3-methyl-quinoline-8-carboxylic acid (Quinmerac), 2- [4- (6-chloro-2-quinoxalinyloxy) phenoxy ] -propanoic acid (-efhylester, -tetrahydro-2-furanyl-methyl ester) (quizalofop, -ethyl, -P-ethyl, -P-tefuryl), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (3-ethylsulfonyl-pyridin-2-yl-sulfonyl) urea (rimsulfuron), 2- (l-ethoximinobutyl) -5- (2-ethylthiopropyl) -3-hydroxy-2-cyclohexene l-one (sethoxydim), 6-chloro-2,4-bis-ethylamino-l, 3,5-triazine (simazine), 2- (2-chloro-4-methylsulfonyl-benzoyl) -cyclohexane-l, 3-dione (sulcotrione), 2- (2,4-dichloro-5-methylsulfonylamino-phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H-l, 2,4-triazol-3-one (Sulfentrazone), N-phosphonomethyl-glycine-trimethyl-sulfonium (sulfosate), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (2-ethyl-sulfonyl-imidazo [1, 2-a ] pyridin-3-yl) sulfonamide (sulfosulfuron), 6-chloro-4-ethylamino-2-tert-butylamino-1, 3,5-triazine (terbuthylazine), 2-tert-butylamino-4-ethylamino-6 methylthio-l, 3,5-Triaz in (terbutryn), 2-chloro-N- (2,6-dimethyl-phenyl) -N- (3-methoxy-2-thienyl-methyl) -acetamide (thenylchlor),
2-Difluormethyl-5-(4,5-dihydro-thiazol-2-yl)-4-(2-methyl-propyl)-6-trifluor- methyl-pyridin-3-carbonsäure-methylester (Thiazopyr), 6-(6,7-Dihydro-6,6- dimethyl-3H,5H-pyrrolo[2, 1 -c]- 1 ,2,4-thiadiazol-3-ylidenamino)-7-fluor-4-(2- propinyl)-2H-l,4-benzoxazin-3(4H)-on (Thidiazimin), N-(4-Methoxy-6- methyl-l,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harn- Stoff (Thifensulfuron-methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-tri- methyl-phenyl)-2-cyclohexen-l-on (Tralkoxydim), S-(2,3,3-Trichlor-2- propenyl)-diisopropylcarbamothioat (Triallate), N-(4-Methoxy-6-methyl- l,3,5-triazin-2-yl)-N'-[2-(2-chlor-ethoxy)-phenylsulfonyl]-hamstoff (Triasulf- uron), N-Methyl-N-(4-methoxy-6-methyl-l,3,5-triazin-2-yl)-N'-(2-methoxy- carbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), (3,5,6-Trichlor)- pyridin-2-yl-oxy-essigsäure (Triclopyr), 2-(3,5-Dichlor-phenyl)-2-(2,2,2-tri- chlor-ethyl)-oxiran (Tridiphane), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]- carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Tri- floxysulfuron), l-Amino-2,6-dinitro-N,N-dipropyl-4-trifluormethyl-benzol (Trifluralin), N-[4-Dimethylammo-6-(2,2,2-trifluor-ethoxy)-l,3,5-triazin-2- yl]-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnsto f (Triflusulfuron- methyl), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(N-methyl- N-methylsulfonyl-amino)-2-pyridinsulfonamid (vgl. WO-A-92/10660), 2- [[[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4- [[(methylsulfonyl)-amino]methyl]-benzoesäure-methylester (vgl. DE-A-2-difluoromethyl-5- (4,5-dihydro-thiazol-2-yl) -4- (2-methyl-propyl) -6-trifluoro methyl pyridine-3-carboxylic acid methyl ester (thiazopyr), 6- (6,7-dihydro-6,6-dimethyl-3H, 5H-pyrrolo [2, 1-c] - 1, 2,4-thiadiazole-3 -ylidenamino) -7-fluoro-4- (2-propynyl) -2H-l, 4-benzoxazin-3 (4H) -one (thidiazimin), N- (4-methoxy-6-methyl-l, 3.5 -triazin-2-yl) -N '- (2-methoxycarbonyl-thien-3-yl-sulfonyl) urea (thifensulfuron-methyl), 2- (ethoximino-propyl) -3-hydroxy-5- (2nd , 4,6-trimethylphenyl) -2-cyclohexen-l-one (tralkoxydim), S- (2,3,3-trichloro-2-propenyl) diisopropyl carbamothioate (triallate), N- (4-methoxy -6-methyl-l, 3,5-triazin-2-yl) -N '- [2- (2-chloroethoxy) phenylsulfonyl] urea (triasulfuron), N-methyl-N- (4th -methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (2-methoxycarbonylphenylsulfonyl) urea (tribenuron-methyl), (3,5,6-trichloro) - pyridin-2-yl-oxyacetic acid (triclopyr), 2- (3,5-dichlorophenyl) -2- (2,2,2-trichloroethyl) oxirane (tridiphane), N - [[ (4,6-Dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- (2,2,2-trifluoroethoxy) -2-pyridinesulfonamide sodium salt (trifloxysulfuron), l-amino-2,6 -d initro-N, N-dipropyl-4-trifluoromethyl-benzene (trifluralin), N- [4-dimethylammo-6- (2,2,2-trifluoro-ethoxy) -l, 3,5-triazin-2-yl] -N '- (2-methoxycarbonyl-phenylsulfonyl) urea (triflusulfuron-methyl), N - [[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- (N-methyl-N -methylsulfonyl-amino) -2-pyridinesulfonamide (cf. WO-A-92/10660), 2- [[[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] amino] sulfonyl] -4- [[(methylsulfonyl) amino] methyl ] -benzoic acid methyl ester (cf. DE-A-
4335297), 4-[4,5-Dihydro-4-methyl-5-oxo-(3-trifluormethyl)-lH-l,2,4-tri- azol-l-yl]-2-[(ethylsulfonyl)amino]-5-fluor-benzencarbothioamid (vgl. WO- A-95/30661)4335297), 4- [4,5-dihydro-4-methyl-5-oxo (3-trifluoromethyl) -IH-l, 2,4-triazol-l-yl] -2 - [(ethylsulfonyl) amino ] -5-fluorobenzenecarbothioamide (cf. WO-A-95/30661)
("Wirkstoffe der Gruppe 2"),("Active substances of group 2"),
und/oder gegebenenfallsand / or if necessary
(d) eine die Kulrurpflanzenverträglichkeit verbessernde Verbindung aus der folgenden Gruppe von Verbindungen: 4-Dichloracetyl- 1 -oxa-4-aza-spiro[4.5]-decan (AD-67), 1 -Dichloracetyl-hexa- hydro-3,3,8a-trimethylpyrrolo[l,2-a]-pyrimidin-6(2H)-on (BAS-145138), 4- Dichloracetyl-3,4-dihydro-3-methyl-2H-l,4-benzoxazin (Benoxacor), 5- Chlor-chinoxalin-8-oxy-essigsäure-(l -methyl -hexylester) (Cloquintocet- mexyl), α-(Cyanomethoximmo)-phenylacetonitril (Cyometrinil), 2,4-Dichlor- phenoxy-essigsäure (2,4-D), 2,2-Dichlor-N-(2-oxo-2-(2-ρropenylamino)- ethyl)-N-(2-propenyl)-acetamid (DKA-24), 2,2-Dichlor-N,N-di-2-propenyl- acetamid (Dichlormid), N-(4-Methyl-phenyl)-N'-( 1 -methyl- 1 -phenyl-ethyl)- harnstoff (Dymron), 4,6-Dichlor-2-phenyl-pyrimidin (Fenclorim), l-(2,4-Di- chlor-phenyl)-5-trichlormethyl- 1H- 1 ,2,4-triazol-3-carbonsäure-ethylester(d) a compound which improves crop plant tolerance from the following group of compounds: 4-dichloroacetyl-1-oxa-4-aza-spiro [4.5] decane (AD-67), 1-dichloroacetyl-hexa- hydro-3,3,8a-trimethylpyrrolo [1,2-a] -pyrimidine-6 (2H) -one (BAS-145138), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-l, 4-benzoxazine (benoxacor), 5-chloro-quinoxalin-8-oxyacetic acid- (l -methyl-hexyl ester) (cloquintocet-mexyl), α- (cyanomethoximmo) -phenylacetonitrile (cyometrinil), 2,4-dichlorophenoxyacetic acid (2,4-D), 2,2-dichloro-N- (2- oxo-2- (2-ρropenylamino) ethyl) -N- (2-propenyl) -acetamide (DKA-24), 2,2-dichloro-N, N-di-2-propenyl-acetamide (dichloromide), N - (4-methyl-phenyl) -N '- (1-methyl-1-phenyl-ethyl) - urea (Dymron), 4,6-dichloro-2-phenyl-pyrimidine (fenclorim), l- (2,4 -Dichlorophenyl) -5-trichloromethyl-1H-1, 2,4-triazole-3-carboxylic acid ethyl ester
(Fenchlorazol-ethyl), 2-Chlor-4-trifluormethyl-thiazol-5-carbonsäure-phenyl- methylester (Flurazole), 4-Chlor-N-(l ,3-dioxolan-2-yl-methoxy)-α-trifluor- acetophenonoxim (Fluxofenim), 3-Dichloracetyl-5-(2-furanyl)-2,2-dimethyl- oxazolidin (Furilazole, MON- 13900), Ethyl-4,5-dihydro-5,5-diphenyl-3- isoxazolcarboxylat (Isoxadifen-ethyl), (4-Chlor-2-methyl-phenoxy)-essig- säure (MCPA), (+-)-2-(4-Chlor-2-methylphenoxy)propansäure (Mecoprop), Diethyl-l-(2,4-dichlorphenyl)-4,5-dihydro-5-methyl-lH-pyrazol-3,5-di- carboxylat (Mefenpyr-diethyl), 2-Dichlormethyl-2-methyl-l,3-dioxolan (MG- 191), 1,8-Naphthalsäureanhydrid, α-(l,3-Dioxolan-2-yl-methoximino)- phenylacetonitril (Oxabetrinil), 2,2-Dichlor-N-(l,3-dioxolan-2-yl-methyl)-N-(Fenchlorazol-ethyl), 2-chloro-4-trifluoromethyl-thiazole-5-carboxylic acid phenyl methyl ester (Flurazole), 4-chloro-N- (1,3-dioxolan-2-yl-methoxy) -α-trifluoro - acetophenone oxime (fluxofenim), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyl-oxazolidine (furilazole, MON-13900), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazole carboxylate (Isoxadifen-ethyl), (4-chloro-2-methylphenoxy) acetic acid (MCPA), (+ -) - 2- (4-chloro-2-methylphenoxy) propanoic acid (mecoprop), diethyl-l- (2,4-dichlorophenyl) -4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl), 2-dichloromethyl-2-methyl-1,3-dioxolane (MW - 191), 1,8-naphthalic anhydride, α- (l, 3-dioxolan-2-yl-methoximino) - phenylacetonitrile (oxabetrinil), 2,2-dichloro-N- (l, 3-dioxolan-2-yl- methyl) -N-
(2-propenyl)-acetamid (PPG-1292) und 3-Dichloracetyl-2,2,5-trimethyl- oxazolidin (R-29148)(2-propenyl) acetamide (PPG-1292) and 3-dichloroacetyl-2,2,5-trimethyl-oxazolidine (R-29148)
("Wirkstoffe der Gruppe 3").("Active substances of group 3").
Als Mischungskomponenten aus den Wirkstoffen der Gruppe 2 werden besonders hervorgehoben:The following are particularly emphasized as mixture components from the active ingredients of group 2:
2-Chlor-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamid (Acetochlor), 2- Chlor-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamid (Alachlor), 4-Amino-N-2-chloro-N- (ethoxymethyl) -N- (2-ethyl-6-methyl-phenyl) -acetamide (acetochlor), 2-chloro-N- (methoxymethyl) -N- (2,6-diethyl-phenyl) -acetamide (alachlor), 4-amino-N-
(1,1 -dimethyl-ethyl)-4,5-dihydro-3-(l -methyl-ethyl)-5-oxo- 1H- 1 ,2,4-triazol-l - carboxamid (Amicarbazone), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(N-methyl-N- methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), 6-Chlor-4-ethylamino-2-iso- propylamino-l,3,5-triazin (Atrazin), N-Benzyl-2-(4-fluor-3-trifluormethyl-phenoxy)- butanamid (Be lubutamid), 3-i-Propyl-lH-2,l,3-benzothiadiazin-4(3H)-on (Bentazon), Methyl-5-(2,4-dichlor-phenoxy)-2-nitro-benzoat (Bifenox), 2,6-Bis-(4,6- dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyribac-sodium), 3,5- Dibrom-4-hydroxy-benzonitril (Bromoxynil), 2-Chlor-5-(3,6-dihydro-3-methyl-2,6- dioxo-4-trifluormethyl- 1 (2H)-pyrimidinyl)-benzoesäure-[ 1 , 1 -dimethyl-2-oxo-2-(2- propenyloxy)]-ethylester (Butafenacil-allyl), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxy- carbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H-l,2,4-triazol-3-on(1,1-dimethyl-ethyl) -4,5-dihydro-3- (l-methyl-ethyl) -5-oxo-1H-1, 2,4-triazole-l - carboxamide (amicarbazone), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (N-methyl-N-methylsulfonylsulfamoyl) urea (amidosulfuron), 6-chloro-4-ethylamino-2 -isopropylamino-l, 3,5-triazine (atrazine), N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanamide (Be lubutamide), 3-i-propyl-lH-2, 1,3-benzothiadiazin-4 (3H) -one (bentazone), methyl 5- (2,4-dichlorophenoxy) -2-nitro-benzoate (bifenox), 2,6-bis- (4,6- dimethoxy-pyrimidin-2-yl-oxy) -benzoic acid sodium salt (bispyribac-sodium), 3,5-dibromo-4-hydroxy-benzonitrile (bromoxynil), 2-chloro-5- (3,6-dihydro-3- methyl-2,6-dioxo-4-trifluoromethyl-1 (2H) -pyrimidinyl) -benzoic acid- [1, 1-dimethyl-2-oxo-2- (2-propenyloxy)] - ethyl ester (butafenacil-allyl), 2 - (4-Chloro-2-fluoro-5- (2-chloro-2-ethoxycarbonylethyl) phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H-l, 2,4 triazole-on-3
(Carfentrazone-ethyl), N-(4-Methoxy-6-methyl-l,3,5-triazin-2-yl)-N'-(2-chlor- phenylsulfonyl)-harnstoff (Chlorsulfuron), N'-(3-Chlor-4-methyl-phenyl)-N,N-di- methyl-hamstoff (Chlorotoluron), 2-Chlor-3-[2-chlor-5-(l,3,4,5,6,7-hexahydro-l,3- dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), (R)-(2- Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)-phenoxy-propanoat (Clodinafop- propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clopyralid), 2-Chlor-4-ethylamino-6- (1 -cyano- 1 -methyl-ethylamino)- 1 ,3,5-triazin (Cyanazine), N-(4,6-Dimethoxy-py- rimidin-2-yl)-N'-(2-cyclopropylcarbonyl-phenylsulfonyl)-harnstoff (Cyclosulfam- uron), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Dichlo rop-P), Methyl-2-[4-(Carfentrazone-ethyl), N- (4-methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (2-chlorophenylsulfonyl) urea (chlorosulfuron), N' - ( 3-chloro-4-methyl-phenyl) -N, N-dimethyl-urea (chlorotoluron), 2-chloro-3- [2-chloro-5- (l, 3,4,5,6,7- hexahydro-l, 3-dioxo-2H-isoindol-2-yl) phenyl] -2-propanoic acid, ethyl ester (cinidon-ethyl), (R) - (2-propynyl) -2- [4- (5-chloro -3-fluoro-pyridin-2-yl-oxy) phenoxy propanoate (clodinafop-propargyl), 3,6-dichloropyridine-2-carboxylic acid (clopyralid), 2-chloro-4-ethylamino-6- (1st -cyano-1-methyl-ethylamino) - 1, 3,5-triazine (cyanazine), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (2-cyclopropylcarbonyl-phenylsulfonyl) - urea (cyclosulfam urone), 2,4-dichlorophenoxyacetic acid (2,4-D), 3,6-dichloro-2-methoxybenzoic acid (Dicamba), (R) -2- (2,4-dichloro- phenoxy) propanoic acid (dichlorop-P), methyl-2- [4-
(2,4-dichlor-phenoxy)-phenoxy]-propanoat (Diclofop-methyl), 1 ,2-Dimethyl-3,5-di- phenyl-lH-pyrazolium-methylsulfat (Difenzoquat), N-(2,4-Difluor-phenyl)-2-(3-tri- fluormethyl-phenoxy)-pyridin-3-carboxamid (Diflufenican), 2-[l-[(3,5-Difluor- phenyl)-amino-carbonyl-hydrazono]-ethyl]-pyridin-3-carbonsäure (Diflufenzopyr), (S-) 2-Chlor-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-l-methyl-ethyl)-acetamid (S-(2,4-dichlorophenoxy) phenoxy] propanoate (diclofop-methyl), 1,2-dimethyl-3,5-di-phenyl-1H-pyrazolium methyl sulfate (difenzoquat), N- (2,4- Difluorophenyl) -2- (3-trifluoromethylphenoxy) pyridine-3-carboxamide (Diflufenican), 2- [l - [(3,5-difluorophenyl) aminocarbonyl hydrazono] ethyl ] -pyridine-3-carboxylic acid (diflufenzopyr), (S-) 2-chloro-N- (2,4-dimethyl-3-thienyl) -N- (2-methoxy-l-methyl-ethyl) -acetamide (S -
) (Dimethenamid), S-Ethyl-dipropylthiocarbamat (EPTC), (S)-(2-Ethoxy-l-methyl-2- oxoethyl)-2-chlor-5-(2-chlor-4-trifluormethyl-phenoxy)-benzoat (Ethoxyfen), N-(4,6- Dimethoxy-pyrimidin-2-yl)-N'-(2-ethoxy-phenoxysulfonyl)-harnstoff (Ethoxy- sulfuron), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]-propanoat (Fen- oxaprop-(P)-ethyl), Isopropyl-N-benzoyl-N-(3-chlor-4-fluoro-phenyl)-DL-alaninat) (Dimethenamid), S-ethyl-dipropylthiocarbamate (EPTC), (S) - (2-ethoxy-l-methyl-2-oxoethyl) -2-chloro-5- (2-chloro-4-trifluoromethyl-phenoxy) - benzoate (ethoxyfen), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (2-ethoxyphenoxysulfonyl) urea (ethoxysulfone), (R) -ethyl-2- [4- (6-chloro-benzoxazol-2-yl-oxy) phenoxy] propanoate (fenoxaprop- (P) -ethyl), isopropyl-N-benzoyl-N- (3-chloro-4-fluoro-phenyl) - DL-alaninate
(Flamprop-isopropyl), Isopropyl-N-benzoyl-N-(3-chlor-4-fluoro-phenyl)-L-alaninat (Flamprop-isopropyl-L), Methyl-N-benzoyl-N-(3-chlor-4-fluor-phenoxy)-DL- alaninat (Flamprop-methyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[l,2,4]- triazolo-[ 1 ,5-c]-pyrimidin-2-sulfonamid (Florasulam), 5-(4-Brom- 1 -methyl-5-tri- fluormethyl-lH-pyrazol-3-yl)-2-chlor-4-fluor-benzoesäure-i-propylester (Fluazolate), 4,5-Dihydro-3-methoxy-4-methyl-5-oxo-N-[(2-trifluormethoxy-phenyl)-sulfonyl]-(Flamprop-isopropyl), isopropyl-N-benzoyl-N- (3-chloro-4-fluoro-phenyl) -L-alaninate (Flamprop-isopropyl-L), methyl-N-benzoyl-N- (3-chloro-4-fluorophenoxy) -DL-alaninate (Flamprop-methyl), N- (2,6-difluorophenyl) -8 -fluoro-5-methoxy- [l, 2,4] - triazolo- [1,5-c] pyrimidine-2-sulfonamide (florasulam), 5- (4-bromo-1-methyl-5-trifluoromethyl) -lH-pyrazol-3-yl) -2-chloro-4-fluoro-benzoic acid i-propyl ester (fluazolates), 4,5-dihydro-3-methoxy-4-methyl-5-oxo-N - [(2nd -trifluoromethoxy-phenyl) sulfonyl] -
1H- 1 ,2,4-triazol- 1 -carboxamid-Natriumsalz (Flucarbazone-sodium), N-(4-Fluor- phenyl)-N-i-propyl-2-(5-trifluormethyl-l,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufen- acet), N-(2,6-Difluor-phenyl)-5-methyl-l ,2,4-triazolo[ 1 ,5-a]-pyrimidin-2-sulfonamid (Flumetsulam), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure-ethoxy- carbonylmethylester (Fluoroglycofen-ethyl), l-(4-Chlor-3-(2,2,3,3,3-pentafluor-prop- oxymethyl)-phenyl)-5-phenyl-lH-l,2,4-triazol-3-carboxamid (Flupoxam), N-(4,6- Dimethoxy-pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl- sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), 9-Hydroxy-9H- fluoren-9-carbonsäure (Flurenol), (4-Amino-3,5-dichlor-6-fluor-pyridin-2-yl-oxy)- essigsaure (-2-butoxy-l-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr,1H- 1, 2,4-triazole-1-carboxamide sodium salt (Flucarbazone-sodium), N- (4-fluorophenyl) -Ni-propyl-2- (5-trifluoromethyl-l, 3,4-thiadiazole- 2-yl-oxy) -acetamide (flufen-acet), N- (2,6-difluorophenyl) -5-methyl-l, 2,4-triazolo [1, 5-a] pyrimidine-2-sulfonamide (Flumetsulam), 5- (2-chloro-4-trifluoromethyl-phenoxy) -2-nitro-benzoic acid-ethoxycarbonylmethyl ester (fluoroglycofen-ethyl), l- (4-chloro-3- (2,2,3,3 , 3-pentafluoropropoxymethyl) phenyl) -5-phenyl-1H-l, 2,4-triazole-3-carboxamide (flupoxam), N- (4,6-dimethoxy-pyrimidin-2-yl) - N '- (3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) urea sodium salt (flupyrsulfuron-methyl-sodium), 9-hydroxy-9H-fluoren-9-carboxylic acid (flurenol), (4- Amino-3,5-dichloro-6-fluoropyridin-2-yl-oxy) - acetic acid (-2-butoxy-l-methyl-ethyl ester, -1-methyl-heptyl ester) (fluroxypyr,
-butoxypropyl, -meptyl), 5-Methylamino-2-phenyl-4-(3-trifluormethyl-phenyl)- 3(2H)-furanon (Flurtamone), Methyl-[(2-chlor-4-fluor-5-(tetrahydro-3-oxo-lH,3H- [l,3,4]-thiadiazolo-[3,4-a]-pyridazin-l-yliden)-amino-phenyl]-thio-acetat (Fluthiacet- methyl), 2-[[[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4- formylamino-N,N-dimethyl-benzamid (Foramsulfuron), 2-Amino-4-(hydroxymethyl- phosphinyl)-butansäure (-ammoniumsalz) (Glufosinate (-ammonium)), N-Phosphonomethyl-glycin (-isopropylammmomumsalz) (Glyphosate (-isopropylam- monium)), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl)-4- methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5- oxo-lH-imidazol-2-yl)-5-methyl-pyridin-3-carbonsäure (Imazamethapyr), 2-(4,5-Di- hydro-4-methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl)-5-methoxymethyl-pyridin-3- carbonsäure (Imazamox), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-lH-imidazol- 2-yl)-chinolin-3-carbonsäure (Imazaquin), 2-(4,5-Dihydro-4-methyl-4-i-propyl-5- oxo-lH-imidazol-2-yl)-5-ethyl-pyridin-3-carbonsäure (Imazethapyr), N-(4-Methoxy- 6-methyl-l,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl-phenylsulfonyl)-harn- stoff-Natriumsalz (lodosulfuron-methyl-sodium), 4-Hydroxy-3,5-diiod-benzonitril (Ioxynil), N,N-Dimethyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), N-(3-(l- Ethyl- 1 -methyl-propyl)-isoxazol-5-yl)-2,6-dimethoxy-benzamid (Isoxaben), (4- Chlor-2-methylsulfonyl-phenyl)-(5-cyclopropyl-isoxazol-4-yl)-methanon (Isoxa- chlortole), (5-Cyclopropyl-isoxazol-4-yl)-(2-methylsulfonyl-4-trifluormethyl- phenyl)-methanon (Isoxaflutole), (4-Chlor-2-methyl-phenoxy)-essigsäure (MCPA),-butoxypropyl, -meptyl), 5-methylamino-2-phenyl-4- (3-trifluoromethyl-phenyl) - 3 (2H) -furanone (Flurtamone), methyl - [(2-chloro-4-fluoro-5- ( tetrahydro-3-oxo-lH, 3H- [l, 3,4] -thiadiazolo- [3,4-a] -pyridazin-l-ylidene) amino-phenyl] -thio-acetate (Fluthiacet-methyl), 2 - [[[[(4,6-Dimethoxy-2-pyrimidinyl) amino] carbonyl] amino] sulfonyl] -4- formylamino-N, N-dimethyl-benzamide (foramsulfuron), 2-amino-4- (hydroxymethylphosphinyl) butanoic acid (ammonium salt) (glufosinate (ammonium)), N-phosphonomethylglycine (isopropylammomium salt) (glyphosate (isopropylammonium)), methyl-2- (4,5-dihydro-4 -methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl) -4-methyl-benzoate (imazamethabenz-methyl), 2- (4,5-dihydro-4-methyl-4-isopropyl-5- oxo-lH-imidazol-2-yl) -5-methyl-pyridine-3-carboxylic acid (imazamethapyr), 2- (4,5-di-hydro-4-methyl-4-isopropyl-5-oxo-lH-imidazole -2-yl) -5-methoxymethyl-pyridine-3-carboxylic acid (imazamox), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl) -quinoline -3-carboxylic acid (imazaquine), 2- (4,5-dihy dro-4-methyl-4-i-propyl-5-oxo-lH-imidazol-2-yl) -5-ethyl-pyridine-3-carboxylic acid (imazethapyr), N- (4-methoxy-6-methyl-l , 3,5-triazin-2-yl) -N '- (5-iodo-2-methoxycarbonyl-phenylsulfonyl) urea sodium salt (iodosulfuron-methyl-sodium), 4-hydroxy-3,5-diiodo- benzonitrile (Ioxynil), N, N-dimethyl-N '- (4-isopropyl-phenyl) -urea (isoproturon), N- (3- (l-ethyl-1-methyl-propyl) -isoxazol-5-yl) - 2,6-dimethoxy-benzamide (isoxaben), (4-chloro-2-methylsulfonyl-phenyl) - (5-cyclopropyl-isoxazol-4-yl) -methanone (isoxa chlorotole), (5-cyclopropyl-isoxazole-4 -yl) - (2-methylsulfonyl-4-trifluoromethylphenyl) methanone (isoxaflutole), (4-chloro-2-methylphenoxy) acetic acid (MCPA),
2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), 2-(4-Methylsulfonyl-2- nitro-benzoyl)- 1 ,3-cyclohexandion (Mesotrione), 2-Chlor-N-(2,6-dimethyl-phenyl)- N-(lH-pyrazol-l-yl-methyl)-acetamid (Metazachlor), (S)-2-Chlor-N-(2-ethyl-6- methyl-phenyl)-N-(2-methoxy- 1 -methyl-ethyl)-acetamid (Metolachlor, S-Metola- chlor), N-(2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy- 1 ,2,4-triazolo[ 1 ,5-a]- pyrimidin-2-sulfonamid (Metosulam), 4-Amino-6-tert-butyl-3-methylthio- 1 ,2,4- triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6-methyl-l,3,5-triazin-2-yl)-N'-(2- methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), N-(4,6-Di- methoxy-pyrimidin-2-yl)-N'-(3-dimethylcarbamoyl-pyridin-2-yl-sulfonyl)-hamstoff (Nicosulfliron), l-Amino-N-(l-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendi- methalin), N-(4,6-Bis-difluormethoxy-pyrimidin-2-yl)-N'-(2-methoxycarbonyl- phenylsulfonyl)-hamstoff (Primisulfuron-methyl), 2-Chlor-N-isopropyl-N-phenyl- acetamid (Propachlor), N-(3,4-Dichlor-phenyl)-propanamid (Propanil), 2-[[[(4,5-Di- hydro-4-methyl-5-oxo-3-propoxy-lH-l,2,4-triazol-l-yl)-carbonyl]-amino]-sulfonyl]- benzoesäure-methylester-Natriumsalz (Propoxycarbazone-sodium), S-Phenylmethyl-2- (4-chloro-2-methylphenoxy) propionic acid (mecoprop), 2- (4-methylsulfonyl-2-nitro-benzoyl) - 1, 3-cyclohexanedione (mesotrione), 2-chloro-N- (2nd , 6-dimethyl-phenyl) - N- (1H-pyrazol-1-yl-methyl) -acetamide (metazachlor), (S) -2-chloro-N- (2-ethyl-6-methyl-phenyl) -N - (2-methoxy-1-methyl-ethyl) -acetamide (metolachlor, S-metol-chloro), N- (2,6-dichloro-3-methyl-phenyl) -5,7-dimethoxy-1, 2, 4-triazolo [1, 5-a] pyrimidine-2-sulfonamide (metosulam), 4-amino-6-tert-butyl-3-methylthio-1, 2,4-triazin-5 (4H) -one (metribuzin ), N- (4-methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (2-methoxycarbonylphenylsulfonyl) urea (metsulfuron-methyl), N- (4,6 -Dimethoxy-pyrimidin-2-yl) -N '- (3-dimethylcarbamoyl-pyridin-2-yl-sulfonyl) urea (nicosulflirone), l-amino-N- (l-ethyl-propyl) -3, 4-dimethyl-2,6-dinitro-benzene (pendimethalin), N- (4,6-bis-difluoromethoxypyrimidin-2-yl) -N '- (2-methoxycarbonylphenylsulfonyl) urea (primisulfuron) methyl), 2-chloro-N-isopropyl-N-phenylacetamide (propachlor), N- (3,4-dichlorophenyl) -pro panamid (propanil), 2 - [[[(4,5-di-hydro-4-methyl-5-oxo-3-propoxy-lH-l, 2,4-triazol-l-yl) carbonyl] amino ] -sulfonyl] - methyl benzoate sodium salt (Propoxycarbazone-sodium), S-phenylmethyl-
N,N-dipropyl-thiocarbamat (Prosulfocarb), N-(4-Methoxy-6-methyl-l ,3,5-triazin-2- yl)-N'-(2-(3,3,3-trifluor-propyl)-phenylsulfonyl)-harnstoff (Prosulfuron), Ethyl-[2- Chlor-5-(4-chlor-5-difluormethoxy- 1 -methyl- 1 H-pyrazol-3-yl)-4-fluor-phenoxy]- acetat (Pyraflufen-ethyl), O-(6-Chlor-3-phenyl-pyridazin-4-yl)-S-octyl-thiocarbonat (Pyridate), 7-Chlor-3-methyl-chinolin-8-carbonsäure (Quinmerac), N-(4,6-Dimeth- oxy-pyrimidin-2-yl)-N'-(3-ethylsulfonyl-pyridin-2-yl-sulfonyl)-harnstoff (Rimsulf- uron), 2-(l-Ethoximinobutyl)-5-(2-ethylthiopropyl)-3-hydroxy-2-cyclohexen-l-on (Sethoxydim), 6-Chlor-2,4-bis-ethylamino-l,3,5-triazin (Simazin), 2-(2-Chlor-4- methylsulfonyl-benzoyl)-cyclohexan- 1 ,3-dion (Sulcotrione), N-Phosphonomethyl- glycin-trimethylsulfonium (Sulfosate), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2- ethylsulfonyl-imidazo[ 1 ,2-a]pyridin-3-yl)sulfonamid (Sulfosulfuron), 6-Chlor-4- ethylamino-2-tert-butylamino- 1 ,3 ,5-triazin (Terbuthylazine), 2-tert-Butylamino-4- ethylamino-6-methylthio- 1 ,3 ,5-triazin (Terbutryn), N-(4-Methoxy-6-methyl- 1 ,3 ,5-tri- azin-2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harnstoff (Thifensulfuron- methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen- 1-on (Tralkoxydim), S-(2,3,3-Trichlor-2-propenyl)-diisopropylcarbamothioat (Tri- allate), N-(4-Methoxy-6-methyl- 1 ,3,5-triazin-2-yl)-N'-[2-(2-chlor-ethoxy)-phenyl- sulfonyl]-harnstoff (Triasulfuron), N-Methyl-N-(4-methoxy-6-methyl-l ,3,5-triazin-2- yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), 2-(3,5- Dichlor-phenyl)-2-(2,2,2-trichlor-ethyl)-oxiran (Tridiphane), N-[[(4,6-Dimethoxy-2- p)τimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-N, N-dipropyl-thiocarbamate (prosulfocarb), N- (4-methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (2- (3,3,3-trifluoro- propyl) phenylsulfonyl) urea (prosulfuron), ethyl [2- chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1 H-pyrazol-3-yl) -4-fluorophenoxy] - acetate (pyraflufen-ethyl), O- (6-chloro-3-phenyl-pyridazin-4-yl) -S-octyl-thiocarbonate (pyridate), 7-chloro-3-methyl-quinoline-8-carboxylic acid (Quinmerac) , N- (4,6-Dimeth-oxy-pyrimidin-2-yl) -N '- (3-ethylsulfonyl-pyridin-2-yl-sulfonyl) urea (Rimsulfuron), 2- (l-ethoximinobutyl) -5- (2-ethylthiopropyl) -3-hydroxy-2-cyclohexen-l-one (sethoxydim), 6-chloro-2,4-bis-ethylamino-l, 3,5-triazine (simazine), 2- ( 2-chloro-4-methylsulfonyl-benzoyl) -cyclohexane-1,3-dione (sulcotrione), N-phosphonomethyl-glycine-trimethylsulfonium (sulfosate), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (2-ethylsulfonyl-imidazo [1, 2-a] pyridin-3-yl) sulfonamide (sulfosulfuron), 6-chloro-4- ethylamino-2-tert-butylamino-1, 3, 5-triazine (terbuthylazine), 2-tert-butylamino-4-ethylamino-6-methylthio-1, 3, 5-triazine (terbutryn), N- (4-methoxy -6-methyl-1, 3, 5-tri-azin-2-yl) -N '- (2-methoxycarbonyl-thien-3-yl-sulfonyl) urea (thifensulfuron-methyl), 2- (ethoximinopropyl ) -3-hydroxy-5- (2,4,6-trimethyl-phenyl) -2-cyclohexen- 1-one (tralkoxydim), S- (2,3,3-trichloro-2-propenyl) diisopropylcarbamothioate (tri - allates), N- (4-methoxy-6-methyl-1, 3,5-triazin-2-yl) -N '- [2- (2-chloroethoxy) phenylsulfonyl] urea (triasulfuron ), N-methyl-N- (4-methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (2-methoxycarbonyl-phenylsulfonyl) urea (tribenuron-methyl), 2- (3,5-dichlorophenyl) -2- (2,2,2-trichloroethyl) oxirane (tridiphane), N - [[(4,6-dimethoxy-2-p) τimidinyl) amino] - carbonyl] -3- (2,2,2-trifluoro-ethoxy) -2-pyridinsulfonamid-
Natriumsalz (Trifloxysulfuron), 1 -Amino-2,6-dinitro-N,N-dipropyl-4-trifluormethyl- benzol (Trifluralin).Sodium salt (trifloxysulfuron), 1-amino-2,6-dinitro-N, N-dipropyl-4-trifluoromethyl-benzene (trifluralin).
Als Mischungskomponenten aus den Wirkstoffen der Gruppe 3 werden besonders her- vorgehoben:The following are particularly emphasized as mixture components from the active ingredients of group 3:
5-Chlor-chinoxalin-8-oxy-essigsäure-(l-methylhexylester) (Cloquintocet), l-(2,4-Di- chlor-phenyl)-5-trichlormethyl-lH-l,2,4-triazol-3-carbonsäure-ethylester (Fenchlora- zol-ethyl), Ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolcarboxylat (Isoxadifen-ethyl), Diethyl-l-(2,4-dichlorphenyl)-4,5-dihydro-5-methyl-lH-pyrazol-3,5-dicarboxylat5-chloro-quinoxaline-8-oxyacetic acid (l-methylhexyl ester) (cloquintocet), l- (2,4-di-chlorophenyl) -5-trichloromethyl-lH-l, 2,4-triazole-3 -carboxylic acid ethyl ester (fenchlorazol-ethyl), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl), diethyl-1- (2,4-dichlorophenyl) -4.5 dihydro-5-methyl-lH-pyrazole-3,5-dicarboxylate
(Mefenpyr-diethyl) und 2,4-Dichlorphenoxyessigsäure (2,4-D) sowie dessen Derivate.(Mefenpyr-diethyl) and 2,4-dichlorophenoxyacetic acid (2,4-D) and its derivatives.
Die Verbindungen Diethyl-l-(2,4-dichlorphenyl)-4,5-dihydro-5-methyl-lH-pyrazol- 3,5-dicarboxylat (Mefenpyr-diethyl), (l-Methylhexyl)-[(5-chlor-8-quinolinyl)oxy]- acetat (Cloquintocet-methyl) und Ethyl-l-(2,4-dichloφhenyl)-5-(trichlormethyl)-lH- l,2,4-triazol-3-carboxylat (Fenchlorazole-ethyl) sind in den folgenden Patentanmeldungen beschrieben: DE-A-39 39 503, EP-A-191 736 bzw. DE-A-35 25 205. 2,4-D ist ein bekanntes Herbizid. Es wurde nun überraschend gefunden, dass die oben definierten Wirkstoffkombinationen aus Tritosulfuron und den oben angeführten Wirkstoffen der Gruppe 1 gegebenenfalls in Kombination mit Wirkstoffen der Gruppe 2 und/oder Wirkstoffen der Gruppe 3, bei sehr guter Nutzpflanzenverträglichkeit eine besonders hohe herbizide Wirksamkeit aufweisen und in verschiedenen Kulturen, insbesondere in Weizen, daneben aber auch in Mais und Gerste zur selektiven Unkrautbekämpfung verwendet werden können.The compounds diethyl-1- (2,4-dichlorophenyl) -4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl), (1-methylhexyl) - [(5-chloro -8-quinolinyl) oxy] - acetate (cloquintocet-methyl) and ethyl-l- (2,4-dichloφhenyl) -5- (trichloromethyl) -lH-l, 2,4-triazole-3-carboxylate (fenchlorazole-ethyl ) are described in the following patent applications: DE-A-39 39 503, EP-A-191 736 and DE-A-35 25 205. 2,4-D is a known herbicide. It has now surprisingly been found that the combinations of active ingredients defined above, consisting of tritosulfuron and the above-mentioned active ingredients from group 1, if appropriate in combination with active ingredients from group 2 and / or active ingredients from group 3, have very good herbicidal activity and are available in various forms, with very good crop tolerance Cultures, especially in wheat, but also in maize and barley can be used for selective weed control.
Überraschenderweise ist die herbizide Wirksamkeit der erfindungsgemäßen Wirkstoff- kombinationen aus Tritosulfuron und Verbindungen der oben aufgeführten Gruppe 1 erheblich höher als die Summe der Wirkungen der einzelnen Wirkstoffe.Surprisingly, the herbicidal activity of the active compound combinations of tritosulfuron and compounds of group 1 listed above is considerably higher than the sum of the effects of the individual active compounds.
Es liegt somit ein nicht vorhersehbarer synergistischer Effekt vor und nicht nur eine Wirkungsergänzung. Die neuen Wirkstoffkombinationen sind in vielen Kulturen gut verträglich, wobei die neuen Wirkstoffkombinationen auch sonst schwer bekämpfbareThere is therefore an unforeseeable synergistic effect and not just an addition. The new combinations of active substances are well tolerated in many cultures, although the new combinations of active substances are otherwise difficult to control
Unkräuter gut bekämpfen. Die neuen Wirkstoffkombinationen stellen somit eine wertvolle Bereicherung der Selektivherbizide dar.Control weeds well. The new active ingredient combinations thus represent a valuable addition to the selective herbicides.
Es wurde außerdem überraschend gefunden, dass die oben definierten Wirkstoffkombi- nationen aus Tritosulfuron und einem Safener/ Antidot ("Wirkstoffe der Gruppe 3") inIt was also surprisingly found that the active substance combinations defined above consisting of tritosulfuron and a safener / antidote (“active substances of group 3”) in
Kombination mit einem oder mehreren der oben angeführten Wirkstoffe der Gruppe 1 bei sehr guter Nutzpflanzenverträglichkeit eine besonders hohe herbizide Wirksamkeit aufweisen und in verschiedenen Kulturen, insbesondere in Getreide, vor allem Weizen, aber auch in Soja, Kartoffeln, Mais und Reis zur selektiven Unkrautbekämpfung verwendet werden können.Combination with one or more of the above-mentioned active ingredients of group 1, with very good crop tolerance, have a particularly high herbicidal activity and are used in various crops, in particular in cereals, especially wheat, but also in soybeans, potatoes, corn and rice, for selective weed control can.
Überraschenderweise wurde zudem gefunden, dass auch die herbizid wirksame Substanz 2,4-Dichloφhenoxy-essigsäure (2,4-D) und ihre Derivate die oben beschriebene Safeneraufgabe übernehmen können. Als überraschend ist weiterhin anzusehen, dass aus einer Vielzahl von bekannten Safenern oder Antidots, die befähigt sind, die schädigende Wirkung eines Herbizids auf die Kultuφflanzen zu antagonisieren, gerade die oben aufgeführten Verbindungen der Gruppe 3 geeignet sind, die schädigende Wirkung von Tritosulfuron in Kombination mit einem oder mehreren der oben angeführten Wirkstoffe der Gruppe 1 , auf dieSurprisingly, it was also found that the herbicidally active substance 2,4-dichloφhenoxy-acetic acid (2,4-D) and its derivatives can also take over the safener task described above. It is also to be regarded as surprising that from a large number of known safeners or antidots which are capable of antagonizing the harmful effect of a herbicide on the crop plants, the group 3 compounds listed above are particularly suitable, the harmful effect of tritosulfuron in combination with one or more of the group 1 active ingredients listed above, to which
Kultuφflanzen annähernd vollständig aufzuheben, ohne dabei die herbizide Wirksamkeit gegenüber den Unkräutern zu beeinträchtigen.Cultivating plants almost completely, without impairing the herbicidal activity against the weeds.
Hervorgehoben sei hierbei die besonders vorteilhafte Wirkung der besonders bevor- zugten Kombinationspartner aus der Gruppe 3, insbesondere hinsichtlich derThe particularly advantageous effect of the particularly preferred combination partners from group 3, in particular with regard to the
Schonung von Getreidepflanzen, wie z.B. Reis, Weizen, Gerste und Roggen, als Kultuφflanzen.Protection of cereal plants, e.g. Rice, wheat, barley and rye, as cultivated plants.
Ganz besonders hervorgehoben werden Mischungen von Tritosulfuron und Propoxy- carbazone(-sodium) in Kombination mit einem oder mehreren der folgenden Wirkstoffen:Mixtures of tritosulfuron and propoxycarbazone (sodium) in combination with one or more of the following active ingredients are particularly emphasized:
N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(N-methyl-N-methylsulfonyl-sulfamoyl)- harnstoff (Amidosulfuron), 2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoe- säure-Natriumsalz (Bispyribac-sodium), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxy- carbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H-l,2,4-triazol-3-on (Carfentrazone-ethyl), 2-Chlor-3-[2-chlor-5-(l,3,4,5,6,7-hexahydro-l,3-dioxo-2H- isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), 2,4-Dichlor-phen- oxyessigsäure (2,4-D), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Dichloφrop-P), N-(2,4-Difluor-phenyl)-2-(3-trifluormethyl-phenoxy)-pyridin-3-carboxamid (Diflu- fenican), N-(4-Fluor-phenyl)-N-i-propyl-2-(5-trifluormethyl-l,3,4-thiadiazol-2-yl- oxy)-acetamid (Flufenacet), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3-methoxy- carbonyl-6-trifluoιmethyl-pyridm-2-yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsulf- uron-methyl-sodium), (4-Amino-3,5-dichlor-6-fluor-pyridin-2-yl-oxy)-essigsäure (-2-butoxy-l-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl,N- (4,6-Dimethoxy-pyrimidin-2-yl) -N '- (N-methyl-N-methylsulfonylsulfamoyl) urea (amidosulfuron), 2,6-bis (4,6-dimethoxypyrimidine -2-yl-oxy) -benzoic acid sodium salt (bispyribac-sodium), 2- (4-chloro-2-fluoro-5- (2-chloro-2-ethoxycarbonyl-ethyl) -phenyl) -4 -difluoromethyl-5-methyl-2,4-dihydro-3H-l, 2,4-triazol-3-one (carfentrazone-ethyl), 2-chloro-3- [2-chloro-5- (1,3 4,5,6,7-hexahydro-l, 3-dioxo-2H-isoindol-2-yl) -phenyl] -2-propanoic acid ethyl ester (cinidon-ethyl), 2,4-dichloro-phenoxyacetic acid (2 , 4-D), (R) -2- (2,4-dichlorophenoxy) propanoic acid (Dichloφrop-P), N- (2,4-difluorophenyl) -2- (3-trifluoromethylphenoxy) -pyridine-3-carboxamide (Diflu-fenican), N- (4-fluorophenyl) -Ni-propyl-2- (5-trifluoromethyl-l, 3,4-thiadiazol-2-yl-oxy) -acetamide ( Flufenacet), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (3-methoxy-carbonyl-6-trifluo-methyl-pyridm-2-yl-sulfonyl) urea sodium salt (flupyrsulfuron) methyl-sodium), (4-amino-3,5-dichloro-6-fluoropyridin-2-yl-oxy) -acetic acid (-2-butoxy-l-methyl-ethyl ester, - 1-methyl-heptyl ester) (fluroxypyr, butoxypropyl,
-meptyl), N-(4-Methoxy-6-methyl-l,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl- phenylsulfonyl)-harnstoff-Natriumsalz (lodosulfuron-methyl-sodium), N,N-Di- methyl-N'-(4-isopropyl-phenyl)-harnstoff (Isopro turon), 2-(4-Chlor-2-methyl-phen- oxy)-propionsäure (Mecoprop), 4-Amino-6-tert-butyl-3-methylthio- 1 ,2,4-triazin- 5(4H)-on (Metribuzin), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3- (2,2,2 -trifluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Trifloxysulfuron).-meptyl), N- (4-methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (5-iodo-2-methoxycarbonyl- phenylsulfonyl) urea sodium salt (iodosulfuron-methyl-sodium), N, N-dimethyl-N '- (4-isopropyl-phenyl) -urea (isopropyl), 2- (4-chloro-2-methyl- phenoxy) propionic acid (mecoprop), 4-amino-6-tert-butyl-3-methylthio-1, 2,4-triazine-5 (4H) -one (metribuzin), N - [[(4,6 -Dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- (2,2,2-trifluoroethoxy) -2-pyridinesulfonamide sodium salt (trifloxysulfuron).
Weiterhin werden ganz besonders Mischungen von Tritosulfuron und Flucarbazone(-sodium) in Kombination mit einem oder mehreren der folgenden Wirkstoffen hervorgehoben:Mixtures of tritosulfuron and flucarbazone (sodium) in combination with one or more of the following active ingredients are also particularly emphasized:
2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyribac- sodium), 3,5-Dibrom-4-hydroxy-benzonitril (Bromoxynil), 2-(4-Chlor-2-fluor-5-(2- chlor-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- l,2,4-triazol-3-on (Carfentrazone-ethyl), 2-Chlor-3-[2-chlor-5-(l,3,4,5,6,7-hexa- hydro- 1 ,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl),2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl-oxy) -benzoic acid sodium salt (bispyribac-sodium), 3,5-dibromo-4-hydroxy-benzonitrile (bromoxynil), 2- (4th -Chlor-2-fluoro-5- (2-chloro-2-ethoxycarbonyl-ethyl) -phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H-l, 2,4-triazole-3- on (Carfentrazone-ethyl), 2-chloro-3- [2-chloro-5- (l, 3,4,5,6,7-hexa- hydro-1, 3-dioxo-2H-isoindol-2-yl ) -phenyl] -2-propanoic acid ethyl ester (cinidon-ethyl),
(R)-(2-Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)-phenoxy-propanoat (Clo- dinafop-propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clopyralid), 2,4-Dichlor- phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)- Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]-propanoat (Fenoxaprop-(P)- ethyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[l,2,4]-triazolo-[l,5-c]-pyrimidin-(R) - (2-Propynyl) -2- [4- (5-chloro-3-fluoropyridin-2-yl-oxy) phenoxy propanoate (Clodinafop propargyl), 3,6-dichloro- pyridine-2-carboxylic acid (clopyralide), 2,4-dichlorophenoxyacetic acid (2,4-D), 3,6-dichloro-2-methoxy-benzoic acid (Dicamba), (R) - ethyl-2- [4- (6-chloro-benzoxazol-2-yl-oxy) phenoxy] propanoate (fenoxaprop- (P) - ethyl), N- (2,6-difluorophenyl) -8-fluoro-5-methoxy- [l , 2,4] triazolo [l, 5-c] -pyrimidine
2-sulfonamid (Florasulam), N-(4-Fluor-phenyl)-N-i-propyl-2-(5-trifluormethyl-l ,3,4- thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'- (3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), (4-Amino-3,5-dichlor-6-fluor-pyridin-2-yl-oxy)- essigsaure (-2-butoxy-l-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr,2-sulfonamide (Florasulam), N- (4-fluorophenyl) -Ni-propyl-2- (5-trifluoromethyl-l, 3,4-thiadiazol-2-yl-oxy) -acetamide (Flufenacet), N- (4,6-Dimethoxy-pyrimidin-2-yl) -N'- (3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) urea sodium salt (flupyrsulfuron-methyl-sodium), (4-amino -3,5-dichloro-6-fluoropyridin-2-yl-oxy) - acetic acid (-2-butoxy-l-methyl-ethyl ester, -1-methyl-heptyl ester) (fluroxypyr,
-butoxypropyl, -meptyl), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-lH- imidazol-2-yl)-4-methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4- methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl)-5-methoxymethyl-pyridin-3-carbon- säure (I azamox), N-(4-Methoxy-6-methyl-l ,3,5-triazin-2-yl)-N'-(5-iod-2-methoxy- carbonyl-phenylsulfonyl)-harnstoff-Natriumsalz (lodosulfuron-methyl-sodium),-butoxypropyl, -meptyl), methyl 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl) -4-methyl-benzoate (imazamethabenz-methyl), 2- (4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-lH-imidazol-2-yl) -5-methoxymethyl-pyridine-3-carboxylic acid (I azamox), N- (4th -Methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (5-iodo-2-methoxycarbonylphenylsulfonyl) urea sodium salt (iodosulfuron-methyl-sodium),
N,N-Dimethyl-N'-(4-isopropyl-phenyl)-hamstoff (Isoproturon), (4-Chlor-2 -methyl- phenoxy)-essigsäure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Meco- prop), 4-Amino-6-tert-butyl-3-methylthio-l,2,4-triazin-5(4H)-on (Metribuzin), 2- [[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-lH-l,2,4-triazol-l-yl)-carbonyl]-amrno]- sulfonyl]-benzoesäure-methylester-Natriumsalz (Propoxycarbazone-sodium), Ethyl- [2-Chlor-5-(4-chlor-5-difluormethoxy- 1 -methyl- lH-pyrazol-3-yl)-4-fluor-phenoxy]- acetat (Pyraflufen-ethyl), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethylsulfonyl- imidazo[ 1 ,2-a]pyridin-3-ylsulfonamid (Sulfosulfuron), N-(4-Methoxy-6-methyl- l,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harnstoff (Thifensulf- uron-methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclo- hexen-1-on (Tralkoxydim), S-(2,3,3-Trichlor-2-propenyl)-diisopropylcarbamothioatN, N-dimethyl-N '- (4-isopropylphenyl) urea (isoproturon), (4-chloro-2-methyl- phenoxy) acetic acid (MCPA), 2- (4-chloro-2-methylphenoxy) propionic acid (Mecoprop), 4-amino-6-tert-butyl-3-methylthio-l, 2,4-triazine -5 (4H) -one (metribuzin), 2- [[[(4,5-dihydro-4-methyl-5-oxo-3-propoxy-lH-l, 2,4-triazol-l-yl) - carbonyl] -amrno] -sulfonyl] -benzoic acid methyl ester sodium salt (propoxycarbazone-sodium), ethyl- [2-chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl) -4-fluoro-phenoxy] - acetate (pyraflufen-ethyl), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (2-ethylsulfonylimidazo [1, 2-a] pyridin-3 -ylsulfonamide (sulfosulfuron), N- (4-methoxy-6-methyl-l, 3,5-triazin-2-yl) -N '- (2-methoxycarbonylthien-3-yl-sulfonyl) urea (thifensulf - uron-methyl), 2- (ethoximino-propyl) -3-hydroxy-5- (2,4,6-trimethyl-phenyl) -2-cyclohexen-1-one (tralkoxydim), S- (2, 3,3-trichloro-2-propenyl) -diisopropylcarbamothioat
(Triallate), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluor- ethoxy)-2-pyridinsulfonamid-Natriumsalz (Trifloxysulfuron).(Triallates), N - [[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- (2,2,2-trifluoroethoxy) -2-pyridinesulfonamide sodium salt (trifloxysulfuron).
Die erfindungsgemäßen Wirkstoffkombinationen können z.B. bei den folgenden Pflan- zen verwendet werden:The active substance combinations according to the invention can e.g. can be used in the following plants:
Dikotyle Unkräuter der Gattungen: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex,Dicotyledonous weeds of the genera: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduippum, Sonuanum , Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex,
Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum.Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum.
Dikotyle Kulturen der Gattungen: Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, Cucumis, Cucurbita.Dicotyledon cultures of the genera: Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, Cucumis, Cucurbita.
Monokotyle Unkräuter der Gattungen: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Sciφus, Paspalum, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus,Monocotyledonous weeds of the genera: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Iochasemumum, Sciumpalum , Sphenoclea, Dactyloctenium, Agrostis, Alopecurus,
Apera, Phalaris. Monokotyle Kulturen der Gattungen: Oryza, Zea, Triticum, Hordeum, Avena, Seeale, Sorghum, Panicum, Saccharum, Ananas, Asparagus, Allium.Apera, phalaris. Monocot cultures of the genera: Oryza, Zea, Triticum, Hordeum, Avena, Seeale, Sorghum, Panicum, Saccharum, Pineapple, Asparagus, Allium.
Die Verwendung der erfindungsgemäßen Wirkstoffkombinationen ist jedoch keineswegs auf diese Gattungen beschränkt, sondern erstreckt sich in gleicher Weise auch auf andere Pflanzen.However, the use of the active compound combinations according to the invention is by no means restricted to these genera, but extends in the same way to other plants.
Erfindungsgemäß können alle Pflanzen und Pflanzenteile behandelt werden. Unter Pflanzen werden hierbei alle Pflanzen und Pflanzenpopulationen verstanden, wie erwünschte und unerwünschte Wildpflanzen oder Kultuφflanzen (einschließlich natürlich vorkommender Kultuφflanzen). Kultuφflanzen können Pflanzen sein, die durch konventionelle Züchtungs- und Optimierungsmethoden oder durch biotechnologische und gentechnologische Methoden oder Kombinationen dieser Methoden erhalten werden können, einschließlich der transgenen Pflanzen und einschließlich der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten. Unter Pflanzenteilen sollen alle oberirdischen und unterirdischen Teile und Organe der Pflanzen, wie Spross, Blatt, Blüte und Wurzel verstanden werden, wobei beispielhaft Blätter, Nadeln, Stengel, Stämme, Blüten, Fruchtköφer, Früchte und Samen sowie Wurzeln, Knollen und Rhizome aufgeführt werden. Zu den Pflanzenteilen gehört auch Emtegut sowie vegetatives und generatives Vermehrungsmaterial, beispielsweise Stecklinge, Knollen, Rhizome, Ableger und Samen.According to the invention, all plants and parts of plants can be treated. Plants are understood here to mean all plants and plant populations, such as desired and undesired wild plants or cultivated plants (including naturally occurring cultivated plants). Cultivated plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which can or cannot be protected by plant breeders' rights. Plant parts are to be understood to mean all above-ground and underground parts and organs of plants, such as shoots, leaves, flowers and roots, examples being leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes. The plant parts also include crops and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit den Wirk- Stoffen erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oderThe treatment of the plants and plant parts according to the invention with the active substances takes place directly or by acting on their environment, habitat or
Lagerraum nach den üblichen Behandlungsmethoden, z.B. durch Tauchen, Sprühen, Verdampfen, Vernebeln, Streuen, Aufstreichen und bei Vermehrungsmaterial, insbesondere bei Samen, weiterhin durch ein- oder mehrschichtiges Umhüllen.Storage room according to the usual treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, scattering, spreading and, in the case of propagation material, in particular seeds, furthermore by single- or multi-layer coating.
Der synergistische Effekt der erfindungsgemäßen Wirkstoffkombinationen ist bei bestimmten Konzentrationsverhältmssen besonders stark ausgeprägt. Jedoch können die Gewichtsverhältnisse der Wirkstoffe in den Wirkstoffkombinationen in relativ großen Bereichen variiert werden. Im allgemeinen entfallen auf 1 Gewichtsteil Tritosulfuron 0,01 bis 1000 Gewichtsteile, vorzugsweise 0,05 bis 500 Gewichtsteile und besonders bevorzugt 0,1 bis 100 Gewichtsteile Wirkstoff der Gruppe 1.The synergistic effect of the active compound combinations according to the invention is particularly pronounced at certain concentration ratios. However, they can Weight ratios of the active ingredients in the active ingredient combinations can be varied in relatively large ranges. In general, 1 to 1 part by weight of tritosulfuron accounts for 0.01 to 1000 parts by weight, preferably 0.05 to 500 parts by weight and particularly preferably 0.1 to 100 parts by weight of active ingredient of group 1.
Der vorteilhafte Effekt der Kultuφflanzenverträglichkeit der erfindungsgemäßen Wirk- stoffkombinationen ist bei bestimmten Konzentrationsverhältmssen ebenfalls besonders stark ausgeprägt. Jedoch können die Gewichtsverhältnisse der Wirkstoffe in den Wirkstoffkombinationen in relativ großen Bereichen variiert werden. Im allgemeinen entfallen auf 1 Gewichtsteil Tritosulfuron oder dessen Mischungen mit Wirkstoffen derThe advantageous effect of the compatibility of cultivated plants of the active compound combinations according to the invention is also particularly pronounced at certain concentration ratios. However, the weight ratios of the active ingredients in the active ingredient combinations can be varied within relatively large ranges. In general, 1 part by weight of tritosulfuron or its mixtures with active ingredients
Gruppe 1 und gegebenenfalls mit Wirkstoffen der Gruppe 2 0,001 bis 1000 Gewichtsteile, vorzugsweise 0,01 bis 100 Gewichtsteile und besonders bevorzugt 0,1 bis 10 Gewichtsteile Wirkstoff der Gruppe 3.Group 1 and optionally with active substances from group 2 0.001 to 1000 parts by weight, preferably 0.01 to 100 parts by weight and particularly preferably 0.1 to 10 parts by weight of active substance in group 3.
Die Wirkstoffkombinationen können in die üblichen Formulierungen übergeführt werden, wie Lösungen, Emulsionen, Spritzpulver, Suspensionen, Pulver, Stäubemittel, Pasten, lösliche Pulver, Granulate, Suspensions-Emulsions-Konzentrate, Wirkstoffimprägnierte Natur- und synthetische Stoffe sowie Feinstverkapselungen in polymeren Stoffen.The active substance combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension emulsion concentrates, active substance-impregnated natural and synthetic substances and very fine encapsulations in polymeric substances.
Diese Formulierungen werden in bekannter Weise hergestellt, z. B. durch Vermischen der Wirkstoffe mit Streckmitteln, also flüssigen Lösungsmitteln 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. B. by mixing the active ingredients with extenders, ie liquid solvents and / or solid carriers, optionally using surface-active agents, ie emulsifiers and / or dispersants and / or foam-generating agents.
Im Falle der Benutzung von Wasser als Streckmittel können z.B. auch organische Lösungsmittel als Hilfslösungsmittel verwendet werden. Als flüssige Lösungsmittel kommen im wesentlichen in Frage: Aromaten, wie Xylol, Toluol, oder Alkylnaphthaüne, chlorierte Aromaten und chlorierte aliphatische Kohlenwasserstoffe, wie Chlorbenzole, Chlorethylene oder Methylenchlorid, aliphatische Kohlenwasserstoffe, wie Cyclohexan oder Paraffine, z.B. Erdölfraktionen, minerahsche und pflanzliche Öle, Alkohole, wie Butanol oder Glykol sowie deren Ether und Ester, Ketone wie Aceton, Methyl- ethylketon, Methylisobutylketon oder Cyclohexanon, stark polare Lösungsmittel, wie Dimethylformamid und Dimethylsulfoxid, sowie Wasser.If water is used as an extender, organic solvents can, for example, also be used as auxiliary solvents. The following are essentially suitable as liquid solvents: aromatics, such as xylene, toluene, or alkylnaphthaene, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chlorethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example petroleum fractions, mineral ash and vegetable oils, alcohols , how 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 and dimethyl sulfoxide, and water.
Als feste Trägerstoffe kommen in Frage:The following are suitable as solid carriers:
z.B. Ammoniumsalze und natürliche Gesteinsmehle, wie Kaoline, Tonerden, Talkum, Kreide, Quarz, Attapulgit, Montmorillonit oder Diatomeenerde und synthetische Gesteinsmehle, wie hochdisperse Kieselsäure, Aiuminiumoxid und Silikate, als feste Trä- gerstoffe für Granulate kommen in Frage: z.B. gebrochene und fraktionierte natürlichee.g. Ammonium salts and natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders, such as highly disperse silica, aluminum oxide and silicates, are suitable as solid carriers for granules: e.g. broken and fractional natural
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 Tabakstengeln; als Emulgier- und/oder schaumerzeugende Mittel kommen in Frage: z.B. nichtionogene und anio- nische Emulgatoren, wie Polyoxyethylen-Fettsäure-Ester, Polyoxyethylen-Fettalkohol-Rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems; as emulsifying and / or foaming agents are possible: e.g. non-ionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol
Efher, z.B. Alkylarylpolyglykolether, Alkylsulfonate, Alkylsulfate, Arylsulfonate sowie Eiweißhydrolysate; als Dispergiermittel kommen in Frage: z.B. Lignin-Sulfitab- laugen und Methylcellulose.Efher, e.g. Alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates; Possible dispersants are: e.g. Lignin sulfite leaching and methyl cellulose.
Es können in den Formulierungen Haftmittel wie Carboxymethylcellulose, natürliche und synthetische pulvrige, körnige oder latexförmige Polymere verwendet werden, wie Gummiarabicum, Polyvinylalkohol, Polyvinylacetat, sowie natürliche Phospholipide, wie Kephaline und Lecithine und synthetische Phospholipide. Weitere Additive können mineralische und vegetabile Öle sein.Adhesives such as carboxymethyl cellulose, 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, can be used in the formulations. Other additives can be mineral and vegetable oils.
Es können Farbstoffe wie anorganische Pigmente, z.B. Eisenoxid, Titanoxid, Ferro- cyanblau und organische Farbstoffe, wie Alizarin-, Azo- und Metallphthalocyaninfarb- stoffe und Spurennährstoffe wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt, Molvbdän und Zink verwendet werden. Die Formulierungen enthalten im allgemeinen zwischen 0,1 und 95 Gewichtsprozent an Wirkstoffen einschließlich der Safener, vorzugsweise zwischen 0,5 und 90 %.Dyes such as inorganic pigments, for example 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, molten metal and zinc can be used. The formulations generally contain between 0.1 and 95 percent by weight of active ingredients, including the safeners, preferably between 0.5 and 90%.
Die erfindungsgemäßen Wirkstoffkombinationen werden im allgemeinen in Form von Fertigformulierungen zur Anwendung gebracht. Die in den Wirkstoffkombinationen enthaltenen Wirkstoffe können aber auch in Einzelformulierungen bei der Anwendung gemischt, d.h. in Form von Tankmischungen zur Anwendung gebracht werden.The active compound combinations according to the invention are generally used in the form of finished formulations. The active ingredients contained in the active ingredient combinations can also be mixed in individual formulations during use, i.e. be used in the form of tank mixes.
Die neuen Wirkstoffkombinationen können als solche oder in ihren Formulierungen weiterhin auch in Mischung mit anderen bekannten Herbiziden Verwendung finden, wobei wiederum Fertigformulierungen oder Tankmischungen möglich sind. Auch eine Mischung mit anderen bekannten Wirkstoffen, wie Fungiziden, Insektiziden, Akari- ziden, Nematiziden, Schutzstoffen gegen Vogelfraß, Wuchsstoffen, Pflanzennährstoffen und Bodenstrukturverbesserungsmitteln ist möglich. Für bestimmte Anwendungs- zwecke, insbesondere im Nachauflauf- Verfahren, kann es femer vorteilhaft sein, in dieThe new combinations of active ingredients, as such or in their formulations, can also be used in a mixture with other known herbicides, ready-to-use formulations or tank mixes being possible. A mixture with other known active compounds, such as fungicides, insecticides, acaricides, nematicides, bird repellants, growth agents, plant nutrients and agents which improve soil structure, is also possible. For certain applications, especially in the post-emergence process, it can also be advantageous to use the
Formulierungen als weitere Zusatzstoffe pflanzenverträgliche mineralische oder vegetabilische Öle (z.B. das Handelspräparat "Rako Binol") oder Ammoniumsalze wie z.B. Ammoniumsulfat oder Arnmomumrhodanid aufzunehmen.Formulations as additional additives plant-compatible mineral or vegetable oils (e.g. the commercial preparation "Rako Binol") or ammonium salts such as e.g. Absorb ammonium sulfate or Arnmomumrhodanid.
Die neuen Wirkstoffkombinationen können als solche, in Form ihrer Formulierungen oder der 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, Stäuben oder Streuen.The new active substance combinations can be used as such, in the form of their formulations or in the use forms prepared therefrom by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. They are used in the usual way, e.g. by pouring, spraying, spraying, dusting or scattering.
Die erfindungsgemäßen Wirkstoffkombinationen können vor und nach dem Auflaufen der Pflanzen appliziert werden, also im Vorauflauf und Nachauflauf- Verfahren. Sie können auch vor der Saat in den Boden eingearbeitet werden. Ein synergistischer Effekt liegt bei Herbiziden immer dann vor, wenn die herbizide Wirkung der Wirkstoffkombination größer ist als die der einzelnen applizierten Wirkstoffe.The active compound combinations according to the invention can be applied before and after emergence of the plants, that is to say in the pre-emergence and post-emergence process. They can also be worked into the soil before sowing. Herbicides always have a synergistic effect if the herbicidal activity of the active ingredient combination is greater than that of the individual active ingredients applied.
Die zu erwartende Wirkung für eine gegebene Kombination zweier Herbizide kann wie folgt berechnet werden (vgl. COLBY, S.R.: "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, Seiten 20 - 22, 1967):The expected effect for a given combination of two herbicides can be calculated as follows (cf. COLBY, S.R .: "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, pages 20-22, 1967):
Wenn X = % Schädigung durch Herbizid A bei p kg/ha Aufwand- mengeIf X =% damage by herbicide A at a rate of p kg / ha
und Y = % Schädigung durch Herbizid B bei q kg/ha Aufwandmengeand Y =% damage by herbicide B at q kg / ha application rate
und E = die erwartete Schädigung der Herbizide A und B bei p und q kg/ha Aufwandmenge,and E = the expected damage to herbicides A and B at p and q kg / ha application rate,
dann ist E = X + Y - (X * Y/100).then E = X + Y - (X * Y / 100).
Ist die tatsächliche Schädigung größer als berechnet, so ist die Kombination in ihrerIf the actual damage is greater than calculated, the combination is in its
Wirkung überadditiv, das heißt, sie zeigt einen synergistischen Effekt.Effect superadditive, that is, it shows a synergistic effect.
Für eine Kombination aus drei Herbiziden lautet die Formel:For a combination of three herbicides, the formula is:
E X+Y+Z - ((X*Y + X*Z + Y*Z)/100) + (X*Y*Z/10 000),E X + Y + Z - ((X * Y + X * Z + Y * Z) / 100) + (X * Y * Z / 10,000),
wobeiin which
% Schädigung durch Herbizid C bei r kg/ha Aufwandmenge. Anwendungsbeispiele:% Damage by herbicide C at r kg / ha application rate. Application examples:
Es wurden übliche Formulierungen der involvierten Wirkstoffe benutzt. Propoxycarbazone-sodium wurde als 70 WG und Tritosulfuron als 71,4 WG Formu- lierung eingesetzt. Aus den Wirkstoffen wurde eine wässrige Spritzbrühe mit 0,1 % des Additivs Renex-36 hergestellt.Usual formulations of the active substances involved were used. Propoxycarbazone-sodium was used as a 70 WG and tritosulfuron as a 71.4 WG formulation. An aqueous spray mixture containing 0.1% of the Renex-36 additive was prepared from the active ingredients.
Beispiel AExample A
Post-emergence/GewächshausPost-emergence / greenhouse
Testpflanzen werden unter kontrollierten Bedingungen (Temperatur- und Lichtverhältnisse) im Gewächshaus herangezogen. Bei Erreichen einer Pflanzenhöhe von 5 bis 15 cm werden die Pflanzen mit der Testlösung besprüht. Die Konzentration der Spritzbrühe wird so gewählt, dass in 500 1 Wasser/ha die jeweils gewünschten Wirkstoffmengen ausgebracht werden.Test plants are grown under controlled conditions (temperature and light conditions) in the greenhouse. When a plant height of 5 to 15 cm is reached, the plants are sprayed with the test solution. The concentration of the spray liquor is chosen so that the desired amounts of active compound are applied in 500 l of water / ha.
Nach der Spritzanwendung werden die Pflanzgefäße im Gewächshaus bei konstanten Licht- und Temperaturbedingungen untergebracht.After spraying, the planters are placed in the greenhouse under constant light and temperature conditions.
Nach ca. 3 Wochen wird der Schädigungsgrad der Kultuφflanzen bonitiert in % Schädigung im Vergleich zur Entwicklung der unbehandelten Kontrolle.After about 3 weeks, the degree of damage to the cultivated plants is rated in% damage in comparison to the development of the untreated control.
Es bedeuten: 0 % = keine Schädigung (wie unbehandelte Kontrolle)It means: 0% = no damage (like untreated control)
100 % = totale Vernichtung/Schädigung100% = total destruction / damage
Wirkstoffe, Aufwandmengen, Testpflanzen und Resultate gehen aus den nachfolgenden Tabellen hervor, wobei die in den Tabellen verwendeten Bezeichnungen die folgende Bedeutung haben: a.i. = active ingredient = Wirkstoff Tabelle A-lActive ingredients, application rates, test plants and results are shown in the following tables, the terms used in the tables having the following meaning: ai = active ingredient Table Al
Tabelle A-2Table A-2
Tabelle A-3 Table A-3
Tabelle A-4Table A-4
Tabelle A-5 Table A-5
Tabelle A-6Table A-6
Tabelle A-7 Table A-7
Tabelle A-8Table A-8
*Werte errechnet nach Colby * Values calculated according to Colby
Claims
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BR0015701-5A BR0015701A (en) | 1999-11-18 | 2000-11-08 | Combinations of synergistically active herbicidal substances |
| HU0203400A HUP0203400A3 (en) | 1999-11-18 | 2000-11-08 | Synergestic herbicidal composition, preparation and use thereof |
| PL00355974A PL355974A1 (en) | 1999-11-18 | 2000-11-08 | Synergistic herbicidal active substance combinations |
| MXPA02004904A MXPA02004904A (en) | 1999-11-18 | 2000-11-08 | Synergistic herbicidal active substance combinations. |
| AU10294/01A AU1029401A (en) | 1999-11-18 | 2000-11-08 | Synergistic herbicidal active substance combinations |
| EP00971436A EP1233672A2 (en) | 1999-11-18 | 2000-11-08 | Synergistic herbicidal active substance combinations |
| CA002390570A CA2390570A1 (en) | 1999-11-18 | 2000-11-08 | Synergistic herbicidal active substance combinations |
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| DE19955407.2 | 1999-11-18 | ||
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| DE19960918A DE19960918A1 (en) | 1999-11-18 | 1999-12-17 | Synergistic herbicidal combinations of active ingredients |
| DE19960918.7 | 1999-12-17 |
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| CN113057163A (en) * | 2020-01-02 | 2021-07-02 | 山东省农业科学院植物保护研究所 | Herbicide composition containing sethoxydim and sulfentrazone and applied to soybean and peanut fields |
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Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19534910A1 (en) * | 1995-09-20 | 1997-03-27 | Basf Ag | Herbicidal mixtures with a synergistic effect |
-
2000
- 2000-11-08 RU RU2002116229/04A patent/RU2002116229A/en unknown
- 2000-11-08 MX MXPA02004904A patent/MXPA02004904A/en unknown
- 2000-11-08 AU AU10294/01A patent/AU1029401A/en not_active Abandoned
- 2000-11-08 EP EP00971436A patent/EP1233672A2/en not_active Withdrawn
- 2000-11-08 CZ CZ20021728A patent/CZ20021728A3/en unknown
- 2000-11-08 HU HU0203400A patent/HUP0203400A3/en unknown
- 2000-11-08 BR BR0015701-5A patent/BR0015701A/en not_active IP Right Cessation
- 2000-11-08 CN CN00815932.7A patent/CN1391439A/en active Pending
- 2000-11-08 WO PCT/EP2000/011017 patent/WO2001035741A2/en not_active Ceased
- 2000-11-08 PL PL00355974A patent/PL355974A1/en not_active Application Discontinuation
- 2000-11-08 CA CA002390570A patent/CA2390570A1/en not_active Abandoned
- 2000-11-17 AR ARP000106082A patent/AR026521A1/en not_active Application Discontinuation
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| WO2002017719A3 (en) * | 2000-08-31 | 2002-05-30 | Basf Ag | Herbicide mixtures |
| EP1661459A3 (en) * | 2000-08-31 | 2006-06-07 | Basf Aktiengesellschaft | Herbicidal mixtures |
| WO2002100171A1 (en) * | 2001-06-13 | 2002-12-19 | Syngenta Participations Ag | Herbicidal composition |
| WO2003000058A1 (en) * | 2001-06-21 | 2003-01-03 | Bayer Cropscience Ag | Selective herbicides based on pyrimidine derivatives |
| WO2003009684A3 (en) * | 2001-07-21 | 2004-03-25 | Bayer Crop Science Gmbh | Herbicidal combinations with particular sulphonyl ureas |
| WO2003024226A1 (en) * | 2001-09-20 | 2003-03-27 | Syngenta Participations Ag | Herbicidal composition |
| WO2003073854A1 (en) * | 2002-03-05 | 2003-09-12 | Bayer Cropscience Gmbh | Herbicide combinations with special sulfonylureas |
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| CN106472552A (en) * | 2015-08-25 | 2017-03-08 | 陕西省蒲城美尔果农化有限责任公司 | A kind of insecticides for preventing and treating vegetable thrips and its production method |
| CN106719764A (en) * | 2016-11-09 | 2017-05-31 | 徐州得铸生物科技有限公司 | Herbicidal combinations containing amicarbazone |
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Also Published As
| Publication number | Publication date |
|---|---|
| EP1233672A2 (en) | 2002-08-28 |
| HUP0203400A3 (en) | 2005-03-29 |
| CN1391439A (en) | 2003-01-15 |
| RU2002116229A (en) | 2004-01-20 |
| CA2390570A1 (en) | 2001-05-25 |
| PL355974A1 (en) | 2004-05-31 |
| CZ20021728A3 (en) | 2002-10-16 |
| MXPA02004904A (en) | 2003-01-28 |
| HUP0203400A2 (en) | 2003-03-28 |
| AU1029401A (en) | 2001-05-30 |
| AR026521A1 (en) | 2003-02-12 |
| BR0015701A (en) | 2002-07-23 |
| WO2001035741A3 (en) | 2001-12-27 |
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