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US20050026787A1 - Liquid formulation - Google Patents

Liquid formulation Download PDF

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Publication number
US20050026787A1
US20050026787A1 US10/901,422 US90142204A US2005026787A1 US 20050026787 A1 US20050026787 A1 US 20050026787A1 US 90142204 A US90142204 A US 90142204A US 2005026787 A1 US2005026787 A1 US 2005026787A1
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US
United States
Prior art keywords
sodium
sulfosuccinate
ethylhexyl
solvesso
bayol
Prior art date
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Abandoned
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US10/901,422
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English (en)
Inventor
Roland Deckwer
Detlev Haase
Hans-Peter Krause
Gerhard Schnabel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience AG
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Bayer CropScience AG
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Filing date
Publication date
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Assigned to BAYER CROPSCIENCE GMBH reassignment BAYER CROPSCIENCE GMBH ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: DECKWER, ROLAND, HAASE, DETLEV, KRAUSE, HANS-PETER, SCHNABEL, GERHARD
Publication of US20050026787A1 publication Critical patent/US20050026787A1/en
Priority to US11/435,173 priority Critical patent/US7867946B2/en
Abandoned legal-status Critical Current

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Classifications

    • 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
    • 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents

Definitions

  • the present invention relates to the field of formulations of crop protection agents.
  • the invention relates to liquid formulations comprising herbicidally active compounds from the group of the ALS inhibitors (acetolactate synthetase inhibitors).
  • active compounds for crop protection are not employed in pure form.
  • the active compound is used as an active compound formulation in a mixture with customary auxiliaries and additives.
  • further active compounds for widening the activity spectrum and/or for protecting crop plants (for example by safeners, antidotes).
  • formulations of active compounds for crop protection should have high chemical and physical stability, should be easy to apply and easy to use and have broad biological action combined with high selectivity.
  • Herbicidally active compounds from the group of ALS inhibitors such as sulfonylureas, may have high chemical reactivity and may tend to be degraded chemically, for example by hydrolysis.
  • formulations of ALS inhibitors such as active compounds from the group of the sulfonylureas, in the form of powders, granules and tablets are known (for example in EP 764404, WO 9834482, WO 9313658).
  • the processes for preparing solid formulations are generally complicated, in particular when auxiliaries and additives or active compounds having a low melting point are incorporated.
  • solid formulations are generally more difficult to apply and less user-friendly.
  • Liquid formulations of ALS inhibitors such as sulfonylureas, are described, for example, in U.S. Pat. No. 4,599,412, U.S. Pat. No. 4,683,000, U.S. Pat. No. 4,671,817, EP 0245058, WO 01/82693, EP 0313317, EP 0514768, EP 0163598 and EP 0514769.
  • the present invention relates to a liquid formulation comprising
  • liquid formulation according to the invention may optionally also comprise further components, for example:
  • the liquid formulation according to the invention is based on organic solvents b).
  • the further components of the liquid formulation may be dissolved completely, dissolved partially and suspended partially or else be suspended completely in the organic solvents.
  • the liquid formulation can, for example, be an emulsion concentrate (EC) or an oil suspension concentrate (OD) and is preferably an oil suspension concentrate.
  • Suitable ALS inhibitors a) are, for example, compounds from the group of the imidazolinones, pyrimidinyloxypyridinecarboxylic acid derivatives, pyrimidyloxybenzoic acid derivatives or sulfonamides, such as triazolopyrimidinesulfonamides or sulfonylaminocarbonyltriazolinones, preferably phenylsulfonylaminocarbonyltriazolinones, for example flucarbazone or propoxycarbazone and/or salts thereof, or sulfonylureas, preferably phenylsulfonylureas.
  • Preferred ALS inhibitors originate from the group of the sulfonylureas, for example pyrimidinyl- or triazinylaminocarbonyl[benzene-, -pyridine-, -pyrazole-, -thiophene- and -(alkylsulfonyl)alkylamino]sulfamides.
  • Preferred substituents on the pyrimidine ring or the triazine ring are alkoxy, alkyl, haloalkoxy, haloalkyl, halogen or dimethylamino, it being possible to combine all substituents independently of one another.
  • Preferred substituents in the benzene, pyridine, pyrazole, thiophene or (alkylsulfonyl)alkylamino moiety are alkyl, alkoxy, halogen, such as F, Cl, Br or I, amino, alkylamino, dialkylamino, acylamino, such as formylamino, nitro, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkoxyaminocarbonyl, haloalkoxy, haloalkyl, alkylcarbonyl, alkoxyalkyl, alkylsulfonylaminoalkyl, (alkanesulfonyl)alkylamino.
  • suitable sulfonylureas are, for example,
  • Typical representatives of these active compounds are, inter alia, the cornpounds listed below: amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flupyrsulfuron-methyl-sodium, halosulfuron-methyl, imazosulfuron, metsulfuron-methyl, nicosulfuron, oxasulfuron, primisulfuron-methyl, prosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl, sulfosulfuron, thifensulfuron-methyl, triasulfuron, tribenuron-methyl, triflusulfuron-methyl, iodosulfuron-methyl
  • the active compounds listed above are known, for example from “The Pesticide Manual”, 13th edition (2003), The British Crop Protection Council, or from the literature references following the individual active compounds.
  • Suitable ALS inhibitors are, for example,
  • Suitable sulfonamides are preferably sulfonamides of the formula (I) and/or salts thereof R ⁇ -(A) m -SO 2 —NR ⁇ —CO—(NR ⁇ ) n —R ⁇ (I) in which
  • sulfonamides of the formula (I) are sulfonylureas of the formula (II) and/or salts thereof in which
  • ALS inhibitors are: iodosulfuron-methyl (A1) and its sodium salt (A2), mesosulfuron-methyl (A3) and its sodium salt (A4), foramsulfuron (A5) and its sodium salt (A6), flucarbazone (A7) and its sodium salt (A8), propoxycarbazone (A9) and its sodium salt (A10), ethoxysulfuron (A11) and its sodium salt (A12), and amidosulfuron (A13) and its sodium salt (A14).
  • the active compounds listed above are known, for example from “The Pesticide Manual”, 13th edition (2003), The British Crop Protection Council, or from the literature references given after the individual active compounds.
  • the liquid formulations according to the invention generally comprise the herbicidally active compounds from the group of the ALS inhibitors in amounts of from 0.01 to 50% by weight, preferably from 0.1 to 30% by weight; here and in the entire description, the term “% by weight” refers, unless defined otherwise, to the relative weight of the component in question based on the total weight of the formulation.
  • acyl radical means the radical of an organic acid which is formally formed by removing an OH group from the organic acid, for example the radical of a carboxylic acid and radicals of acids derived therefrom, such as thiocarboxylic acid, unsubstituted or N-substituted iminocarboxylic acids or the radicals of carbonic monoesters, unsubstituted or N-substituted-carbaminic acids, sulfonic acids, sulfinic acids, phosphonic acids, phosphinic acids.
  • thiocarboxylic acid unsubstituted or N-substituted iminocarboxylic acids or the radicals of carbonic monoesters, unsubstituted or N-substituted-carbaminic acids, sulfonic acids, sulfinic acids, phosphonic acids, phosphinic acids.
  • An acyl radical is preferably formyl or acyl from the group consisting of CO—R z , CS—R z , CO—OR z , CS—OR z , CS—SR z , SOR z and SO 2 R z , where R z is in each case a C 1 -C 10 -hydrocarbon radical, such as C 1 -C 10 -alkyl or C 6 -C 10 -aryl, which is unsubstituted or substituted, for example by one or more substituents from the group consisting of halogen, such as F, Cl, Br, I, alkoxy, haloalkoxy, hydroxyl, amino, nitro, cyano and alkylthio, or R z is aminocarbonyl or aminosulfonyl, where the two lastmentioned radicals are unsubstituted, N-monosubstituted or N,N-disubstituted, for example by substituents
  • Acyl is, for example, formyl, haloalkylcarbonyl, alkylcarbonyl, such as (C 1 -C 4 )-alkyl-carbonyl, phenylcarbonyl, where the phenyl ring may be substituted, or alkyloxy-carbonyl, such as (C 1 -C 4 )-alkyloxycarbonyl, phenyloxycarbonyl, benzyloxycarbonyl, alkylsulfonyl, such as (C 1 -C 4 )-alkylsulfonyl, alkylsulfinyl, such as C 1 -C 4 -(alkylsulfinyl), N-alkyl-1-iminoalkyl, such as N—(C 1 -C 4 )-1-imino-(C 1 -C 4 )-alkyl, and other radicals of organic acids.
  • alkylcarbonyl such as (C 1 -C 4
  • a hydrocarbon radical is a straight-chain, branched or cyclic and saturated or unsaturated aliphatic or aromatic hydrocarbon radical, for example alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or aryl.
  • a hydrocarbon radical has preferably 1 to 40 carbon atoms, with preference 1 to 30 carbon atoms; with particular preference, a hydrocarbon radical is alkyl, alkenyl or alkynyl having up to 12 carbon atoms or cycloalkyl having 3, 4, 5, 6 or 7 ring atoms or phenyl.
  • aromatic radical is a mono-, bi- or polycyclic aromatic system, for example phenyl, naphthyl, tetrahydronaphthyl, indenyl, indanyl, pentalenyl, fluorenyl and the like, preferably phenyl.
  • a heterocyclic radical or ring can be saturated, unsaturated or heteroaromatic and unsubstituted or substituted; it preferably contains one or more heteroatoms in the ring, preferably from the group consisting of N, O and S; it is preferably an aliphatic heterocyclyl radical having 3 to 7 ring atoms or a heteroaromatic radical having 5 or 6 ring atoms and contains 1, 2 or 3 heteroatoms.
  • the heterocyclic radical can, for example, be a heteroaromatic radical or ring (heteroaryl), such as, for example, a mono-, bi- or polycyclic aromatic system in which at least one ring contains one or more heteroatoms, for example pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, thienyl, thiazolyl, oxazolyl, furyl, pyrrolyl, pyrazolyl and imidazolyl, or it is a partially or fully hydrogenated radical, such as oxiranyl, oxetanyl, pyrrolidyl, piperidyl, piperazinyl, triazolyl, dioxolanyl, morpholinyl, tetrahydrofuryl.
  • heteroaryl such as, for example, a mono-, bi- or polycyclic aromatic system in which at least one ring contains one or more heteroatoms,
  • Suitable substituents for a substituted heterocyclic radical are the substituents mentioned further below, and additionally also oxo, for example in the triazolinone moiety.
  • the oxo group may also be present at the hetero ring atoms, which may exist in different oxidation states, for example in the case of N and S.
  • Substituted radicals such as substituted hydrocarbon radicals, for example substituted alkyl, alkenyl, alkynyl, aryl, phenyl and benzyl, or substituted heterocyclyl or heteroaryl, are, for example, a substituted radical which is derived from an unsubstituted parent compound, where the substituents are, for example, one or more, preferably 1, 2 or 3, radicals from the group consisting of halogen, alkoxy, haloalkoxy, alkylthio, hydroxyl, amino, nitro, carboxyl, cyano, azido, alkoxycarbonyl, alkylcarbonyl, formyl, carbamoyl, mono- and dialkylaminocarbonyl, substituted amino, such as acylamino, mono- and dialkylamino, and alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkyls
  • radicals with carbon atoms preference is given to those having 1 to 4 carbon atoms, in particular 1 or 2 carbon atoms.
  • substituents from the group consisting of halogen, for example fluorine and chlorine, (C 1 -C 4 )-alkyl, preferably methyl or ethyl, (C 1 -C 4 )-haloalkyl, preferably trifluoromethyl, (C 1 -C 4 )-alkoxy, preferably methoxy or ethoxy, (C 1 -C 4 )-haloalkoxy, nitro and cyano. Particular preference is given here to the substituents methyl, methoxy and chlorine.
  • Unsubstituted or substituted phenyl is preferably phenyl which is unsubstituted or mono- or polysubstituted, preferably substituted up to three times, by identical or different radicals, preferably from the group consisting of halogen, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alkoxy, (C 1 -C 4 )-haloalkyl, (C 1 -C 4 )-haloalkoxy and nitro, for example o-, m- and p-tolyl, dimethylphenyl, 2-, 3- and 4-chlorophenyl, 2-, 3- and 4-trifluoro- and -trichlorophenyl, 2,4-, 3,5-, 2,5- and 2,3-dichlorophenyl, o-, m- and p-methoxyphenyl.
  • Cycloalkyl is a carbocyclic saturated ring system having preferably 3-6 carbon atoms, for example cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl.
  • the carbon skeleton of the carbon-containing radicals such as alkyl, alkoxy, haloalkyl, haloalkoxy, alkylamino and alkylthio and the corresponding unsaturated and/or substituted radicals may in each case be straight-chain or branched.
  • Alkyl radicals also in the composite meanings such as alkoxy, haloalkyl, etc., are, for example, methyl, ethyl, n- or isopropyl, n-, iso-, t- or 2-butyl, pentyls, hexyls, such as n-hexyl, isohexyl and 1,3-dimethylbutyl, heptyls, such as n-heptyl, 1-methylhexyl and 1,4-dimethylpentyl; alkenyl and alkynyl radicals have the meaning of the possible unsaturated radicals which correspond to the alkyl radicals; alkenyl is, for example, allyl, 1-methylprop-2-en-1-yl, 2-methyl-prop-2-en-1-yl, but-2-en-1-yl, but-3-en-1-yl, 1-methylbut-3-en-1-yl and 1-methylbut-2-en-1-yl; alky
  • Halogen is, for example, fluorine, chlorine, bromine or iodine.
  • Haloalkyl, -alkenyl and -alkynyl are alkyl, alkenyl and alkynyl, respectively, which are partially or fully substituted by halogen, preferably by fluorine, chlorine and/or bromine, in particular by fluorine or chlorine, for example CF 3 , CHF 2 , CH 2 F, CF 3 CF 2 , CH 2 FCHCl, CCl 3 , CHCl 2 , CH 2 CH 2 Cl;
  • haloalkoxy is, for example, OCF 3 , OCHF 2 , OCH 2 F, CF 3 CF 2 O, OCH 2 CF 3 and OCH 2 CH 2 Cl; this applies correspondingly to haloalkenyl and other halogen-substituted radicals.
  • the short form of the “common name” of an active compound this embraces in each case all customary derivatives, such as esters and salts, and isomers, in particular optical isomers, especially the commercially available form or forms.
  • the “common name” refers to an ester or a salt, this embraces in each case also all other customary derivatives, such as other esters and salts, the free acids and neutral compounds, and isomers, in particular optical isomers, especially in the commercially available form or forms.
  • the given chemical compound names refer to at least one of the compounds embraced by the “common name”, frequently to a preferred compound.
  • the ALS inhibitors contained in the liquid formulations according to the invention as component a) are to be understood as including, in addition to the neutral compounds, in particular in each case also their salts with inorganic and/or organic counterions.
  • sulfonamides are capable of forming salts in which the hydrogen of the —SO 2 —NH— group is replaced by an agriculturally suitable cation.
  • These salts are, for example, metal salts, in particular alkali metal salts or alkaline earth metal salts, in particular sodium salts and potassium salts, or else ammonium salts or salts with organic amines.
  • Salts can also be formed by forming an adduct of an acid with basic groups, such as, for example, amino and alkylamino.
  • Acids suitable for this purpose are strong inorganic and organic acids, for example HCl, HBr, H 2 SO 4 or HNO 3 .
  • Suitable agrochemically active compounds d which may be present or not, are, for example, agrochemically active compounds different from component a), such as herbicides, fungicides, insecticides, plant growth regulators, safeners and the like.
  • the agrochemically active compounds d) can be present in the organic solvent in suspended and/or dissolved form.
  • Suitable active compounds different from component a), which active compounds may be present in the liquid formulations according to the invention as component d), are, preferably, herbicidally active compounds, for example from the group of the carbamates, thiocarbamates, haloacetanilides, substituted phenoxy-, naphthoxy- and phenoxyphenoxycarboxylic acid derivatives, and also heteroaryloxyphenoxyalkanecarboxylic acid derivatives, such as quinolyloxy-, quinoxalyloxy-, pyridyloxy-, benzoxazolyloxy- and benzothiazolyloxyphenoxyalkanecarboxylic acid esters, cyclohexanedione derivatives, phosphorus-containing herbicides, for example of the glufosinate type or of the glyphosate type, and also S-(N-aryl-N-alkylcarbamoylmethyl)dithiophosphoric acid esters.
  • herbicidally active compounds for
  • phenoxyphenoxy- and heteroaryloxyphenoxycarboxylic acid esters and salts such as fenoxaprop
  • herbicides such as bentazone, cyanazine, atrazine, diflufenican, dicamba, 2,4-D or hydroxybenzonitriles, such as bromoxynil and ioxynil, and other foliar herbicides, for example:
  • the herbicides of groups E to L are known, for example, from the abovementioned publications and from “The Pesticide Manual”, 12th edition, 2000, The British Crop Protection Council, “Agricultural Chemicals Book II—Herbicides —”, by W. T. Thompson, Thompson Publications, Fresno Calif., USA 1990 and “Farm Chemicals Handbook '90”, Meister Publishing Company, Willoughby Ohio, USA, 1990.
  • the liquid formulations according to the invention may, as component d), also comprise safeners which are suitable for reducing or preventing damage to the crop plant.
  • safeners are known, for example, from WO-A-96/14747 and the literature cited therein.
  • Suitable safeners are, for example, the following groups of compounds:
  • Preferred safeners are mefenpyr, fenchlorazole, isoxadifen, cloquintocet and their C 1 -C 10 -alkyl esters, and the safeners (S3-1), (S3-5) and benoxacor (S-4), in particular mefenpyr-diethyl (S1-1), fenchlorazole-ethyl (S1-6), isoxadifen-ethyl (S1-9), cloquintocet-mexyl (S2-1), (S3-1), (S3-5) and benoxacor (S-4).
  • liquid formulations according to the invention contain agrochemically active compounds d), their proportion by weight is generally from 0.1 to 60% by weight, in particular from 0.5 to 40% by weight. In the case of liquid active compounds d), their proportion by weight may also be higher, for example up to 80% by weight.
  • the total content of active compounds in the liquid formulations according to the invention (sum of the components a)+d)) is generally between 1 and 80% by weight, in particular between 3 and 60% by weight.
  • Suitable organic solvents are, for example:
  • fatty acid esters such as C 10 -C 22 -fatty acid esters are glycerol and glycol esters of fatty acids such as C 10 -C 22 -fatty acids, or transesterification products thereof, for example fatty acid alkyl esters such as C 10 -C 22 -fatty acid C 1 -C 20 -alkyl esters, which can be obtained, for example, by transesterification of the abovementioned glycerol or glycol fatty acid esters such as C 10 -C 22 -fatty acid esters with C 1 -C 20 -alcohols (for example methanol, ethanol, propanol or butanol).
  • the transesterification can be carried out by known methods, as described, for example, in Römpp Chemie Lexikon, 9th edition, volume 2, page 1343, Thieme Verlag Stuttgart.
  • Preferred fatty acid alkyl esters such as C 10 -C 22 -fatty acid C 1 -C 20 -alkyl esters are methyl esters, ethyl esters, propyl esters, butyl esters, 2-ethylhexyl esters and dodecyl esters.
  • Preferred glycol and glycerol fatty acid esters such as C 10 -C 22 -fatty acid esters are the uniform or mixed glycol esters and glycerol esters of C 10 -C 22 -fatty acids, in particular of such fatty acids having an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and in particular C 18 -fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.
  • Animal oils b) are generally known and commercially available.
  • animal oils is to be understood as meaning, for example, oils of animal origin such as whale oil, cod-liver oil, musk oil or mink oil.
  • Vegetable oils b are generally known and commercially available.
  • the term “vegetable oils” is to be understood as meaning, for example, oils of oleaginous plant species, such as soybean oil, rapeseed oil, corn oil, sunflower oil, cottonseed oil, linseed oil, coconut oil, palm oil, thistle oil, walnut oil, arachis oil, olive oil or castor oil, in particular rapeseed oil, where the vegetable oils also include their transesterification products, for example alkyl esters, such as rapeseed oil methyl ester or rapeseed oil ethyl ester.
  • the vegetable oils are preferably esters of C 10 -C 22 -, preferably C 12 -C 20 -, fatty acids.
  • the C 10 -C 22 -fatty acid esters are, for example, esters of unsaturated or saturated C 10 -C 22 -fatty acids having, in particular, an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and in particular C 18 -fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.
  • Examples of vegetable oils are C 10 -C 22 -fatty acid esters of glycerol or glycol with C 10 -C 22 -fatty acids, or C 10 -C 22 -fatty acid C 1 -C 20 -alkyl esters which can be obtained, for example, by transesterification of the glycerol or glycol C 10 -C 22 -fatty acid esters mentioned above with C 1 -C 20 -alcohols (for example methanol, ethanol, propanol or butanol). The transesterification can be carried out by known methods as described, for example, in Römpp Chemie Lexikon, 9th edition, volume 2, page 1343, Thieme Verlag Stuttgart.
  • the vegetable oils can be contained in the liquid formulations according to the invention for example in the form of commercially available vegetable oils, in particular rapeseed oils, such as rapeseed oil methyl ester, for example Phytorob® B (Novance, France), Edenor® MESU and the Agnique® ME series (Cognis, Germany), the Radia® series (ICI), the Prilube® series (Petrofina), or biodiesel or in the form of commercially available, plant-oil-containing solvents, in particular those based on rapeseed oils, such as rapeseed oil methyl esters, for example Hasten® (Victorian Chemical Company, Australia, hereinbelow referred to as Hasten, main ingredient: rapeseed oil ethyl ester), Actirob® B (Novance, France, hereinbelow referred to as ActirobB, main ingredient: rapeseed oil methyl ester), Rako-Binol® (Bayer AG, Germany, here
  • Examples of synthetic fatty acid esters are, for example, those derived from fatty acids having an odd number of carbon atoms, such as C 11 -C 21 -fatty acid esters.
  • Preferred organic solvents are hydrocarbons, in particular aromatic hydrocarbons and/or aliphatic hydrocarbons and fatty acid esters, such as vegetable oils, such as triglycerides of fatty acids having 10 to 22 carbon atoms, which may be saturated or else unsaturated, linear or branched and which may or may not carry further functional groups, such as corn oil, rapeseed oil, sunflower oil, cottonseed oil, linseed oil, soybean oil, coconut oil, palm oil, thistle oil or castor oil, and their transesterification products, such as fatty acid alkyl esters, and mixtures thereof.
  • vegetable oils such as triglycerides of fatty acids having 10 to 22 carbon atoms, which may be saturated or else unsaturated, linear or branched and which may or may not carry further functional groups, such as corn oil, rapeseed oil, sunflower oil, cottonseed oil, linseed oil, soybean oil, coconut oil, palm oil, thistle oil or castor oil, and their transest
  • the total proportion of organic solvents b) in the liquid formulations according to the invention is generally between 5 and 95% by weight, preferably in the range between 20 and 90% by weight. If liquid active compounds d) are used, the total proportion of solvents may also be below 5% by weight.
  • the inorganic salts c) contained in the liquid formulations according to the invention are preferably basic inorganic salts. These are to be understood as meaning salts which, in a 1% strength aqueous solution, have a pH>7, preferably weakly basic salts havig a pH between 7 and 11. Examples of such salts c) are salts which are not used as fertilizers, in particular salts which are different from sulfates, hydrogensulfates, phosphates, hydrogenphosphates and nitrates. Preferred salts c) are carbonates, bicarbonates, hydroxides, oxides, hypochlorites and sulfites, preferably carbonates and bicarbonates.
  • the salts c) preferably contain metal ions, in particular alkali metal, alkaline earth metal and transition metal ions, preferably alkali metal and alkaline earth metal ions, such as sodium, potassium, magnesium or calcium.
  • particularly preferred salts c) are alkali metal carbonates, bicarbonates, hydroxides, oxides, hypochlorites and sulfites, alkaline earth metal carbonates, bicarbonates, hydroxides, oxides, hypochlorites and sulfites, and transition metal carbonates, bicarbonates, hydroxides, oxides, hypochlorites and sulfites.
  • alkali metal salts in particular alkali metal carbonates and alkali metal bicarbonates, such as Na 2 CO 3 , K 2 CO 3 , NaHCO 3 and KHCO 3 .
  • the inorganic salts c) may be present on their own or in a mixture.
  • the total proportion of component c) in the liquid formulations according to the invention is generally between 0.01 and 20% by weight, preferably in a range between 0.01 and 10% by weight, particularly preferably in a range between 0.05 and 5% by weight.
  • the sulfosuccinates (component e) optionally present in the liquid formulations according to the invention can, for example, be mono- or diesters of sulfosuccinic acid, preferably those of the formula (III) R 1 —(X 1 ) n —O—CO—CH 2 —CH(SO 3 M)-CO—O—(X 2 ) m —R 2 (III) in which
  • R 1 and R 2 are identical or different and independently of one another are linear, branched or cyclic, saturated or unsaturated C 1 -C 20 -, preferably C 4 -C 18 -, alkyl radicals, such as methyl, ethyl, butyl, hexyl, cyclohexyl, octyl, such as 2-ethylhexyl, decyl, tridecyl or octadecyl radicals, or R 1 and R 2 are C 7 -C 20 -alkylaryl radicals, such as nonylphenyl, 2,4,6-tri-sec-butylphenyl, 2,4,6-tris-(1-phenylethyl)phenyl, alkylbenzyl or a hydrocinnamic radical,
  • n, m are identical or different and independently of one another are zero or 1, preferably zero, and M is a cation, for example a metal cation, such as an alkali metal or alkaline earth metal cation, or an ammonium cation which may be alkyl-substituted.
  • M is a cation, for example a metal cation, such as an alkali metal or alkaline earth metal cation, or an ammonium cation which may be alkyl-substituted.
  • Sulfosuccinates are commercially available, for example, as A EROSOL ® (C YTEC ), A GRILAN ® or L ANKROPOL ® (A KZO N OBEL ), E MPIMIN ® (H UNTSMAN ), C ROPOL ® (C RODA ), L UTENSIT ® (BASF), T RITON ® GR series (U NION C ARBIDE ), I MBIROL ®/M ADEOL ®/P OLIROL ® (C ESALPINIA ); as G EROPON ®AR series or as G EROPON ® SDS (R HODIA ).
  • a EROSOL ® C YTEC
  • a GRILAN ® or L ANKROPOL ® A KZO N OBEL
  • E MPIMIN ® H UNTSMAN
  • C ROPOL ® C RODA
  • L UTENSIT ® BASF
  • T RITON ® GR series
  • Preferred sulfosuccinates are, for example, the sodium, potassium and ammonium salts of bis(alkyl)sulfosuccinates, where the alkyl radicals are identical or different and contain 4 to 16 carbon atoms and are preferably butyl, hexyl, octyl, such as 2-ethyihexyl or decyl radicals, which may be straight-chain or branched.
  • Alkali metl di(octyl)sulfosuccinates such as sodium di(2-ethylhexyl)sulfosuccinate, are particularly preferred.
  • the total proportion of sulfosuccinates in the liquid formulations according to the invention is generally between 0.1-60% by weight, in particular 1-40% by weight.
  • Customary auxiliaries and additives which may also be contained in the liquid formulations according to the invention are, for example: surfactants, such as emulsifiers and dispersants, thickeners and thixotropic agents, adjuvants, wetting agents, anti-drift agents, adhesives, penetrants, preservatives and antifreeze agents, antioxidants, solubilizers, fillers, carriers and colorants, antifoams, fertilizers, evaporation inhibitors and agents which modify pH and viscosity.
  • surfactants such as emulsifiers and dispersants, thickeners and thixotropic agents, adjuvants, wetting agents, anti-drift agents, adhesives, penetrants, preservatives and antifreeze agents, antioxidants, solubilizers, fillers, carriers and colorants, antifoams, fertilizers, evaporation inhibitors and agents which modify pH and viscosity.
  • Suitable emulsifiers and dispersants are, for example, nonionic emulsifiers and dispersants, for example:
  • Preferred nonionic emulsifiers and dispersants are, for example, polyethoxylated alcohols, polyethoxylated triglycerides which contain hydroxyfatty acids and polyethylene oxide/polypropylene oxide block copolymers.
  • the total proportion of nonionic emulsifiers and dispersants in the liquid formulations according to the invention is generally between 0 and 20% by weight. If nonionic emulsifiers and dispersants are, in addition to their emulsifying/dispersing properties, also used for increasing the biological effectiveness, for example as penetrants or adhesives, their proportion in the liquid formulations according to the invention can be increased to up to 60% by weight.
  • ionic emulsifiers and dispersants for example:
  • Preferred ionic emulsifiers/dispersants are, for example, salts of alkylarylsulfonic. acids and polyelectrolytes from the polycondensation of naphthalenesulfonate and formaldehyde.
  • the total proportion of ionic emulsifiers and dispersants of component f) in the liquid formulations according to the invention is generally between 0 and 20% by weight, in particular between 0 and 8% by weight.
  • Suitable thickeners and thixotropic agents are, for example:
  • Preferred thickeners and thixotropic agents are, for example, modified phyllosilicates and thickeners based on synthetic polymers.
  • the proportion of thickeners and thixotropic agents in the liquid formulations according to the invention is generally between 0 and 5% by weight, in particular between 0.2 and 4% by weight.
  • liquid formulations according to the invention comprising:
  • liquid formulation according to the invention comprises
  • liquid formulations according to the invention comprising the compounds listed below; however, this does not limit the invention.
  • Solvesso is a solvent from the Solvesso® series, preferably Solvesso® 200
  • Bayol is a solvent from the Bayol® series, preferably Bayol® 82
  • A1+Solvesso+Na 2 CO 3 +S1-1, A1+Bayol+Na 2 CO 3 +S1-1, A1+rapeseed oil methyl ester for example Edenor or Actirob+Na 2 CO 3 +S1-1, A2+Solvesso+Na 2 CO 3 +S1-1, A2+Bayol+Na 2 CO 3 +S1-1, A2+rapeseed oil methyl ester, for example Edenor or Actirob+Na 2 CO 3 +S1-1, A3+Solvesso+Na 2 CO 3 +S1-1, A3+Bayol+Na 2 CO 3 +S1-1, A3+rapeseed oil methyl ester, for example Edenor or Actirob+Na 2 CO 3 +S1-1, A4+Solvesso+Na 2 CO 3 +S1-1, A4+Bayol+Na 2 CO 3 +S1-1, A4+rapeseed oil methyl este
  • A1+Solvesso+K 2 CO 3 +S1-1, A1+Bayol+K 2 CO 3 +S1-1, A1+rapeseed oil methyl ester for example Edenor or Actirob+K 2 CO 3 +S1-1, A2+Solvesso+K 2 CO 3 +S1-1, A2+Bayol+K 2 CO 3 +S1-1, A2+rapeseed oil methyl ester, for example Edenor or Actirob+K 2 CO 3 +S1-1, A3+Solvesso+K 2 CO 3 +S1-1, A3+Bayol+K 2 CO 3 +S1-1, A3+rapeseed oil methyl ester, for example Edenor or Actirob+K 2 CO 3 +S1-1, A4+Solvesso+K 2 CO 3 +S1-1, A4+Bayol+K 2 CO 3 +S1-1, A4+rapeseed oil methyl ester, for example Edenor or Actirob+
  • A1+Solvesso+NaHCO 3 +S1-1, A1+Bayol+NaHCO 3 +S1-1, A1+rapeseed oil methyl ester for example Edenor or Actirob+NaHCO 3 +S1-1, A2+Solvesso+NaHCO 3 +S1-1, A2+Bayol+NaHCO 3 +S1-1, A2+rapeseed oil methyl ester, for example Edenor or Actirob+NaHCO 3 +S1-1, A3+Solvesso+NaHCO 3 +S1-1, A3+Bayol+NaHCO 3 +S1-1, A3+rapeseed oil methyl ester, for example Edenor or Actirob+NaHCO 3 +S1-1, A4+Solvesso+NaHCO 3 +S1-1, A4+Bayol+NaHCO 3 +S1-1, A4+rapeseed oil methyl este
  • A1+Solvesso+KHCO 3 +S1-1, A1+Bayol+KHCO 3 +S1-1, A1+rapeseed oil methyl ester for example Edenor or Actirob+KHCO 3 +S1-1, A2+Solvesso+KHCO 3 +S1-1, A2+Bayol+KHCO 3 +S1-1, A2+rapeseed oil methyl ester, for example Edenor or Actirob+KHCO 3 +S1-1, A3+Solvesso+KHCO 3 +S1-1, A3+Bayol+KHCO 3 +S1-1, A3+rapeseed oil methyl ester, for example Edenor or Actirob+KHCO 3 +S1-1, A4+Solvesso+KHCO 3 +S1-1, A4+Bayol+KHCO 3 +S1-1, A4+rapeseed oil methyl ester, for example Edenor or Actirob+
  • A1+Solvesso+Na 2 CO 3 +S1-9, A1+Bayol+Na 2 CO 3 +S1-9, A1+rapeseed oil methyl ester for example Edenor or Actirob+Na 2 CO 3 +S1-9, A2+Solvesso+Na 2 CO 3 +S1-9, A2+Bayol+Na 2 CO 3 +S1-9, A2+rapeseed oil methyl ester, for example Edenor or Actirob+Na 2 CO 3 +S1-9, A3+Solvesso+Na 2 CO 3 +S1-9, A3+Bayol+Na 2 CO 3 +S1-9, A3+rapeseed oil methyl ester, for example Edenor or Actirob+Na 2 CO 3 +S1-9, A4+Solvesso+Na 2 CO 3 +S1-9, A4+Bayol+Na 2 CO 3 +S1-9, A4+rapeseed oil methyl este
  • A1+Solvesso+K 2 CO 3 +S1-9, A1+Bayol+K 2 CO 3 +S1-9, A1+rapeseed oil methyl ester for example Edenor or Actirob+K 2 CO 3 +S1-9, A2+Solvesso+K 2 CO 3 +S1-9, A2+Bayol+K 2 CO 3 +S1-9, A2+rapeseed oil methyl ester, for example Edenor or Actirob+K 2 CO 3 +S1-9, A3+Solvesso+K 2 CO 3 +S1-9, A3+Bayol+K 2 CO 3 +S1-9, A3+rapeseed oil methyl ester, for example Edenor or Actirob+K 2 CO 3 +S1-9, A4+Solvesso+K 2 CO 3 +S1-9, A4+Bayol+K 2 CO 3 +S1-9, A4+rapeseed oil methyl ester, for example Edenor or Actirob+
  • A1+Solvesso+NaHCO 3 +S1-9, A1+Bayol+NaHCO 3 +S1-9, A1+rapeseed oil methyl ester for example Edenor or Actirob+NaHCO 3 +S1-9, A2+Solvesso+NaHCO 3 +S1-9, A2+Bayol+NaHCO 3 +S1-9, A2+rapeseed oil methyl ester, for example Edenor or Actirob+NaHCO 3 +S1-9, A3+Solvesso+NaHCO 3 +S1-9, A3+Bayol+NaHCO 3 +S1-9, A3+rapeseed oil methyl ester, for example Edenor or Actirob+NaHCO 3 +S1-9, A4+Solvesso+NaHCO 3 +S1-9, A4+Bayol+NaHCO 3 +S1-9, A4+rapeseed oil methyl este
  • A1+Solvesso+KHCO 3 +S1-9, A1+Bayol+KHCO 3 +S1-9, A1+rapeseed oil methyl ester for example Edenor or Actirob+KHCO 3 +S1-9, A2+Solvesso+KHCO 3 +S1-9, A2+Bayol+KHCO 3 +S1-9, A2+rapeseed oil methyl ester, for example Edenor or Actirob+KHCO 3 +S1-9, A3+Solvesso+KHCO 3 +S1-9, A3+Bayol+KHCO 3 +S1-9, A3+rapeseed oil methyl ester, for example Edenor or Actirob+KHCO 3 +S1-9, A4+Solvesso+KHCO 3 +S1-9, A4+Bayol+KHCO 3 +S1-9, A4+rapeseed oil methyl ester, for example Edenor or Actirob+
  • A1+Solvesso+Na 2 CO 3 +S2-1, A1+Bayol+Na 2 CO 3 +S2-1, A1+rapeseed oil methyl ester for example Edenor or Actirob+Na 2 CO 3 +S2-1, A2+Solvesso+Na 2 CO 3 +S2-1, A2+Bayol+Na 2 CO 3 +S2-1, A2+rapeseed oil methyl ester, for example Edenor or Actirob+Na 2 CO 3 +S2-1, A3+Solvesso+Na 2 CO 3 +S2-1, A3+Bayol+Na 2 CO 3 +S2-1, A3+rapeseed oil methyl ester, for example Edenor or Actirob+Na 2 CO 3 +S2-1, A4+Solvesso+Na 2 CO 3 +S2-1, A4+Bayol+Na 2 CO 3 +S2-1, A4+rapeseed oil methyl ester, for example Edenor or Actirob+
  • A1+Solvesso+K 2 CO 3 +S2-1, A1+Bayol+K 2 CO 3 +S2-1, A1+rapeseed oil methyl ester for example Edenor or Actirob+K 2 CO 3 +S2-1, A2+Solvesso+K 2 CO 3 +S2-1, A2+Bayol+K 2 CO 3 +S2-1, A2+rapeseed oil methyl ester, for example Edenor or Actirob+K 2 CO 3 +S2-1, A3+Solvesso+K 2 CO 3 +S2-1, A3+Bayol+K 2 CO 3 +S2-1, A3+rapeseed oil methyl ester, for example Edenor or Actirob+K 2 CO 3 +S2-1, A4+Solvesso+K 2 CO 3 +S2-1, A4+Bayol+K 2 CO 3 +S2-1, A4+rapeseed oil methyl ester, for example Edenor or Actirob+K 2 CO 3 +S2-1, A4+
  • A1+Solvesso+NaHCO 3 +S2-1, A1+Bayol+NaHCO 3 +S2-1, A1+rapeseed oil methyl ester for example Edenor or Actirob+NaHCO 3 +S2-1, A2+Solvesso+NaHCO 3 +S2-1, A2+Bayol+NaHCO 3 +S2-1, A2+rapeseed oil methyl ester, for example Edenor or Actirob+NaHCO 3 +S2-1, A3+Solvesso+NaHCO 3 +S2-1, A3+Bayol+NaHCO 3 +S2-1, A3+rapeseed oil methyl ester, for example Edenor or Actirob+NaHCO 3 +S2-1, A4+Solvesso+NaHCO 3 +S2-1, A4+Bayol+NaHCO 3 +S2-1, A4+rapeseed oil methyl ester, for example Edenor or Actirob+
  • A1+Solvesso+KHCO 3 +S2-1, A1+Bayol+KHCO 3 +S2-1, A1+rapeseed oil methyl ester for example Edenor or Actirob+KHCO 3 +S2-1, A2+Solvesso+KHCO 3 +S2-1, A2+Bayol+KHCO 3 +S2-1, A2+rapeseed oil methyl ester, for example Edenor or Actirob+KHCO 3 +S2-1, A3+Solvesso+KHCO 3 +S2-1, A3+Bayol+KHCO 3 +S2-1, A3+rapeseed oil methyl ester, for example Edenor or Actirob+KHCO 3 +S2-1, A4+Solvesso+KHCO 3 +S2-1, A4+Bayol+KHCO 3 +S2-1, A4+rapeseed oil methyl ester, for example Edenor or Actirob+KHCO 3 +S2-1, A4+
  • component a for example different sulfonamides of the formula (I) and/or salts thereof, for example
  • the ALS inhibitors a) and their mixtures for example the active compound mixtures mentioned above of sulfonamides of the formula (I) and/or salts thereof, can be combined with one or more safeners, in particular with the safeners mefenpyr-diethyl (S1-1), isoxadifen-ethyl (S1-9) and cloquintocet-mexyl (S2-1).
  • the liquid formulations according to the invention can be prepared by known processes, for example by mixing the components.
  • To accelerate the dissolution processes it is possible to operate at elevated temperatures and using external forces, for example mixers.
  • customary mixing apparatus which, if required, are thermostated.
  • pregrinding it is possible to use, for example, high-pressure homogenizers or mills operating by the rotor-stator principle, such as Ultraturrax homogenizers, for example those from IKA, or toothed colloid mills, for example from Puck.
  • ultraturrax homogenizers for example those from IKA
  • toothed colloid mills for example from Puck.
  • fine grinding it is possible to use, for example, bead mills which operate batch-wise, for example from Drais, or bead mills which operate continuously, for example from Bachofen.
  • the preparation process can be adapted to the properties of the components employed and to technical and safety requirements and to economical considerations, and pregrinding and even fine grinding may be dispensed with, if possible.
  • the components a) to f) used for the preparation may comprise water as a minor component which is then also found in the liquid formulations according to the invention.
  • the liquid formulations according to the invention may comprise small amounts of water, in general from 0 to 5% by weight. If water is present, this is present in dissolved form, preferably in the organic solvent; i.e. the water does not form a continuous phase.
  • the liquid formulations according to the invention may, if required, be diluted in a customary manner using, for example, water, to give, for example, emulsions, suspensions, suspoemulsions or solutions. It may be advantageous to add further agrochemically active compounds (for example tank mix components in the form of appropriate formulations) and/or auxiliaries and additives customary for application, for example self-emulsifying oils, such as vegetable oils or paraffin oils, and/or fertilizers to the spray liquors obtained. Accordingly, the present invention also provides such liquid herbicidal compositions based on the liquid formulations according to the invention.
  • agrochemically active compounds for example tank mix components in the form of appropriate formulations
  • auxiliaries and additives customary for application for example self-emulsifying oils, such as vegetable oils or paraffin oils, and/or fertilizers
  • the herbicidal compositions according to the invention (which hereinbelow in each case also include the liquid formulations according to the invention) have outstanding herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants. Even perennial weeds which produce shoots from rhizomes, rootstocks or other perennial organs and which are difficult to control are controlled well. In this context, it does not matter whether the substances are applied before sowing, pre-emergence or post-emergence. Specific examples may be mentioned of some representatives of the monocotyledonous and dicotyledonous weed flora which can be controlled by the herbicidal compositions according to the invention, without the enumeration being a restriction to certain species.
  • Examples of weed species on which the herbicidal compositions act efficiently are, from amongst the monocotyledonous weed species, Apera spica venti, Avena spp., Alopecurus spp., Brachiaria spp., Digitaria spp., Lolium spp., Echinochloa spp., Panicum spp., Phalaris spp., Poa spp., Setaria spp. and Bromus spp.
  • the spectrum of action extends to species such as, for example, Abutilon spp., Amaranthus spp., Chenopodium spp., Chrysanthemum spp., Galium spp. such as Galium aparine, lpomoea spp., Kochia spp., Lamium spp., Matricaria spp., Pharbitis spp., Polygonum spp., Sida spp., Sinapis spp., Solanum spp., Stellaria spp., Veronica spp. and Viola spp., Xanthium spp., among the annuals, and Convolvulus, Cirsium, Rumex and Artemisia in the case of the perennial weeds.
  • compositions according to the invention also act outstandingly efficiently on harmful plants which are found under the specific cultures in rice, such as, for example, Echinochloa, Sagittaria, Alisma, Eleocharis, Scirpus and Cyperus.
  • the weed seedlings are either prevented completely from emerging or else the weeds grow until they have reached the cotyledon stage, but then their growth stops, and, eventually, after three to four weeks have elapsed, they die completely.
  • the herbicidal compositions according to the invention are distinguished by a rapidly commencing and long-lasting herbicidal action.
  • the rainfastness of the active compounds in the herbicidal compositions according to the invention is advantageous.
  • a particular advantage is that the dosages used in the herbicidal compositions and the effective dosages of herbicidal compounds can be adjusted to such a low level that their soil action is optimally low. This does not only allow them to be employed in sensitive crops in the first place, but groundwater contaminations are virtually avoided.
  • the active compound combination according to the invention allows the required application rate of the active compounds to be reduced considerably.
  • herbicidal compositions according to the invention have an outstanding herbicidal activity against monocotyledonous and dicotyledonous weeds
  • crop plants of economically important crops for example dicotyledonous crops such as soya, cotton, oilseed rape, sugar beet, or graminaceous crops such as wheat, barley, rye, oats, millet, rice or corn, are damaged only to a minor extent, if at all. This is why the present compounds are highly suitable for the selective control of undesired plant growth in plantations of agricultural crops or of ornamentals.
  • the herbicidal compositions according to the invention have outstanding growth-regulatory properties in crop plants. They engage in the plants' metabolism in a regulatory manner and can thus be employed for provoking direct effects on plant constituents and to facilitate harvesting such as, for example, by triggering desiccation and stunted growth. Moreover, they are also suitable for the general control and inhibition of undesired vegetative growth without simultaneously destroying the plants. Inhibition of vegetative growth is very important in a large number of monocotyledonous and dicotyledonous crops since lodging can thus be reduced, or prevented completely.
  • the herbicidal compositions according to the invention can also be employed for controlling harmful plants in crops of genetically modified plants which are known or yet to be developed.
  • the recombinant plants are distinguished by specific advantageous characteristics, for example by resistances to certain pesticides, in particular certain herbicides, resistances to plant diseases or the causative organisms of plant diseases such as specific insects or microorganisms such as fungi, bacteria or viruses.
  • Other specific characteristics relate, for example, to the harvested material with regard to quantity, quality, storability, composition and specific constituents.
  • transgenic plants are known whose starch content is increased, or whose starch quality is altered, or those where the harvested material has a different fatty acid composition.
  • compositions according to the invention in economically important transgenic crops of useful plants and ornamentals, for example of graminaceous crops such as wheat, barley, rye, oats, millet, rice and corn, or else crops of sugarbeet, cotton, soya, oilseed rape, potatoes, tomatoes, peas and other vegetables, is preferred.
  • the compositions according to the invention can be employed as herbicides in crops of useful plants which resist the phytotoxic effects of the herbicides, or have been made to resist these effects by recombinant techniques.
  • the present invention furthermore also relates to a method for controlling unwanted vegetation (for example harmful plants, such as monocotyledonous or dicotyledonous weeds, unwanted crop plants), preferably in crops of plants such as cereals (for example wheat, barley, rye, oats, rice, corn and millet), sugar beet, sugar cane, oilseed rape, cotton and soya, particularly preferably in monocotyledonous crops such as cereals, for example wheat, barley, rye, oats, and their hybrids such as triticale, rice, corn and millet, where one or more herbicidal compositions according to the invention are applied to the plants (for example harmful plants), plant parts, seeds of the plants or the area on which the plants grow (for example the area under cultivation).
  • unwanted vegetation for example harmful plants, such as monocotyledonous or dicotyledonous weeds, unwanted crop plants
  • crops of plants such as cereals (for example wheat, barley, rye, oat
  • the plant crops may also be genetically modified or have been obtained by mutation selection; they preferably tolerate acetolactate synthase (ALS) inhibitors.
  • ALS acetolactate synthase
  • the liquid formulation of the present invention has excellent chemical stability during preparation and storage and has excellent physical stability, is easy to apply and easy to use and has high biological effectiveness and selectivity.
  • a premix was prepared by dissolving all soluble components d), e) and f) in solvent b). After the dissolution process was complete, the solid ALS inhibitor a), the inorganic salt c) and, if appropriate, insoluble components were suspended in the mixture. The coarse suspension was, after pregrinding, subjected to fine grinding. The concentration of iodosulfuron was determined by HPLC after the liquid formulation had been prepared and stored at 40° C. for 8 weeks (8w40° C.).
  • Example 1.1 2,4-D isobutyl ester 19.6 19.6 iodosulfuron 1.0 1.0 mefenpyr 3.0 3.0 Solvesso ® 200 28.4 23.4 Triton ® GR-7M E 25.0 25.0 Genapol ® V4739 20.0 20.0 Emulsogen ® EL-400 3.0 3.0 Jeffsol ® PC — 0.5 Morwet ® D425 — 2.0 Bentone ® 34 — 1.5 sodium carbonate — 1.0 concentration of iodosulfuron after preparation 0.98 1.0 after 8 w 40° C. 0.44 0.89

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EP1728430A1 (de) * 2005-06-04 2006-12-06 Bayer CropScience GmbH Herbizide Mittel
EA013216B1 (ru) * 2005-06-04 2010-04-30 Байер Кропсайенс Аг Масляный суспензионный концентрат
EP1764080A1 (de) * 2005-09-15 2007-03-21 Cognis IP Management GmbH Kosmetische Ölkörper
BRPI0616983B1 (pt) * 2005-10-08 2016-03-01 Bayer Cropscience Ag concentrados de suspensão em óleo, processo para a preparação de um concentrado de suspensão em óleo, uso do referido concentrado de suspensão em óleo, composição herbicida líquida, processo para combater o crescimento de plantas indesejáveis e uso de uma composição herbicida
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JP5094039B2 (ja) * 2006-04-20 2012-12-12 バイエルクロップサイエンス株式会社 芝生用除草剤組成物
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MXPA06001126A (es) 2006-04-11
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US7867946B2 (en) 2011-01-11

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