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WO1996029870A1 - Compositions herbicides - Google Patents

Compositions herbicides

Info

Publication number
WO1996029870A1
WO1996029870A1 PCT/EP1996/001086 EP9601086W WO9629870A1 WO 1996029870 A1 WO1996029870 A1 WO 1996029870A1 EP 9601086 W EP9601086 W EP 9601086W WO 9629870 A1 WO9629870 A1 WO 9629870A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
formula
hydrogen
alkoxy
halogen
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP1996/001086
Other languages
English (en)
Inventor
Jutta Glock
Manfred Hudetz
Elmar Kerber
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Priority to AU51084/96A priority Critical patent/AU5108496A/en
Publication of WO1996029870A1 publication Critical patent/WO1996029870A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms

Definitions

  • the present invention relates to a selective herbicidal composition for controlling grasses and weeds in crops of cultivated plants, especially in crops of maize and cereals such as rye, barley, oat and, in particular, wheat and rice, which composition comprises a herbicide and a safener (antidote) and protects the cultivated plants, but not the weeds, from the phytotoxic action of the herbicide, and to the use of said composition for controlling weeds in crops of cultivated plants.
  • a selective herbicidal composition for controlling grasses and weeds in crops of cultivated plants, especially in crops of maize and cereals such as rye, barley, oat and, in particular, wheat and rice, which composition comprises a herbicide and a safener (antidote) and protects the cultivated plants, but not the weeds, from the phytotoxic action of the herbicide, and to the use of said composition for controlling weeds in crops of cultivated plants.
  • the cultivated plants may also suffer severe damage owing to factors that include the concentration of the herbicide and the mode of application, the cultivated plant itself, the nature of the soil, and the climatic conditions such as exposure to light, temperature and rainfall.
  • the proposal has already been made to use different compounds as safeners which are able to antagonise the harmful action of the herbicide on the cultivated plant, i.e. to protect the cultivated plant while leaving the herbicidal action on the weeds to be controlled virtually unimpaired. It has, however, been found that the proposed safeners often have a very specific action, not only with respect to the cultivated plants but also to the herbicide, and in some cases also subject to the mode of application, i.e. a specific safener will often be suitable only for a specific cultivated plant and a specific class of herbicide or a specific herbicide.
  • the invention provides a selective herbicidal composition
  • a selective herbicidal composition comprising, in addition to customary inert formulation assistants such as carriers, solvents and wetting agenus, a mixture of a) a herbicidally effective amount of a herbicide of formula I
  • Z is N or CH
  • R 1 is cyano, halogen, hydroxy or -OR 7 , wherein R 7 is C 1 -C 4 alkyl, C 2 -C 4 alkenyl,
  • R 2 and R 3 are each independently of the other hydrogen or C 1 -C 4 alkyl
  • R 4 is 1-imidazolyl, a radical of formula -NHSO 2 R 8 , wherein R 8 is C 1 -C 4 alkyl,
  • R 5 is C 1 -C 4 alkyl
  • R 6 is C 1 -C 4 alkyl or C 1 -C 4 alkoxy
  • X is O or S
  • R 010 is hydrogen, C 1 -C 8 alkyl or C 1 -C 8 alkyl which is substituted by C 1 -C 6 alkoxy or
  • X 2 is hydrogen or chloro
  • E is nitrogen or methine
  • R 11 is -CCl 3 or phenyl which is unsubstituted or substituted by halogen
  • R 12 and R 13 are each independently of the other hydrogen or halogen
  • R 14 is C 1 -C 4 alkyl
  • R 12 and R 13 have the meanings given above, and R 66 , R 67 and R 68 are each independently of one another C 1 -C 4 alkyl, of a compound of formula IIc
  • a 2 is a
  • R 25 and R 26 are each independently of the other hydrogen, C 1 -C 8 alkyl, C 3 -C 8 cycloalkyl,
  • R 1 and R 2 together form a C 4 -C 6 alkylene bridge
  • R 27 is hydrogen or C 1 -C 4 alkyl
  • R aa is hydrogen, halogen, cyano, trifluoromethyl, nitro, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl, -COOR j; -CONR k R m , -COR n ,
  • R g is hydrogen, halogen, cyano, nitro, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkylthio, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl, -COOR j , -CONR k R m , -COR n , -SO 2 NR k R m ,
  • R a and R b together form a C 3 -C 4 alkylene bridge which may be substituted by halogen or C 1 -C 4 alkyl, or a C 3 -C 4 alkenylene bridge which may be substituted by halogen or
  • R bb and R h are each independently of the other hydrogen, halogen, C 1 -C 4 alkyl, trifluoromethyl, C 1 -C 6 alkoxy, C 1 -C 6 alkylthio or -COOR j ;
  • R c is hydrogen, halogen, nitro, C 1 -C 4 alkyl or methoxy;
  • R d is hydrogen, halogen, nitro, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl,
  • R e is hydrogen, halogen, C 1 -C 4 alkyl, -COOR j , trifluoromethyl or methoxy, or R d and R e together form a C 3 -C 4 alkylene bridge;
  • R f is hydrogen, halogen or C 1 -C 4 alkyl
  • R x and R y are each independently of the other hydrogen, halogen, C 1 -C 4 alkyl,
  • R j , R k and R m are each independently of one another hydrogen or C 1 -C 4 alkyl; or
  • R k and R m together form a C 4 -C 6 alkylene bridge which may be interrupted by oxygen, NH or -N(C 1 -C 4 alkyl)- ;
  • R n is C 1 -C 4 alkyl, phenyl or phenyl which is substituted by halogen, C 1 -C 4 alkyl, methoxy, nitro or trifluoromethyl;
  • R 28 is hydrogen, C 1 -C 10 alkyl, C 1 -C 4 alkoxy-C 1 -C 4 alkyl, C 1 -C 4 alkylthio-C 1 -C 4 alkyl, di-C 1 -C 4 alkylamino-C 1 -C 4 alkyl, halo-C 1 -C 8 alkyl, C 2 -C 8 alkenyl, halo-C 2 -C 8 alkenyl,
  • C 3 -C 7 cycloalkylcarbonyl benzoyl which is unsubstituted or substituted at the phenyl ring by up to three identical or different members selected from the group consisting of halogen, C 1 -C 4 alkyl, halo-C 1 -C 4 alkyl, halo-C 1 -C 4 alkoxy or C 1 -C 4 alkoxy; or furoyl, thienyl; or C 1 -C 4 alkyl which is substituted by phenyl, halophenyl, C 1 -C 4 alkylphenyl, C 1 -C 4 alkoxyphenyl, halo-C 1 -C 4 alkylphenyl, halo-C 1 -C 4 alkoxyphenyl,
  • C 3 -C 8 alkynylthiocarbonyl carbamoyl, mono-C 1 -C 4 alkylaminocarbonyl, di-C 1 -C 4 alkylaminocarbonyl; or phenylaminocarbonyl which is unsubstituted or substituted at the phenyl ring by up to three identical or different members selected from the group consisting of halogen, C 1 -C 4 alkyl, halo-C 1 -C 4 alkyl, halo-C 1 -C 4 alkoxy or C 1 -C 4 alkoxy or by one cyano or nitro, or dioxolan-2-yl which is unsubstituted or substituted by one or two C 1 -C 4 alkyl radicals, or dioxan-2-yl which is unsubstituted or substituted by one or two C 1 -C 4 alkyl radicals, or C 1 -C 4 alkyl which is substituted by cyano,
  • E 2 is nitrogen or methine
  • R 29 is -CCI 3 , phenyl or halo-substituted phenyl
  • R 30 and R 31 are each independently of the other hydrogen or halogen; and R 32 is
  • R 33 and R 34 are each independently of the other C 1 -C 6 alkyl or C 2 -C 6 alkenyl; or R 33 and
  • R 35 and R 36 are each independently of the other hydrogen or C 1 -C 6 alkyl; or R 33 and R 34 together are ;
  • R 37 and R 38 are each independently of the other C 1 -C 4 alkyl, or R 37 and R 38 together are -(CH 2 ) 5 - ;
  • R 39 is hydrogen, C 1 -C 4 alkyl or ;
  • R 33 and R 34 together are or ;
  • R 40 , R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 , R 48 , R 49 , R 050 , R 51 , R 52 , R 53 , R 54 and R 55 are each independently of one another hydrogen or C 1 -C 4 alkyl;
  • R 63 is hydrogen or chloro
  • R 63 is cyano or trifluoromethyl
  • R 65 is hydrogen or methyl
  • R 66 is hydrogen, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 alkenyl or C 3 -C 6 alkynyl
  • R 67 , R 68 and R 69 are each independently of one another hydrogen, C 1 -C 6 alkyl
  • the invention also relates to a method of selectively controlling weeds in crops of cultivated plants, which comprises treating said cultivated plants, the seeds or seedlings or the crop area thereof, concurrently or separately, with a herbicidally effective amount of the herbicide of formula I and, to antagonise the herbicide, an antidotally effective amount of a safener of formulae IIa to IIh.
  • Suitable cultivated plants which can be protected by the safeners of formula IIa to IIh against the harmful action of the aforementioned herbicides are preferably maize and cereals such as rye, barley, oat and, in particular, wheat and rice. Crops will also be understood to include those crops that have been made tolerant to herbicides or classes of herbicides by conventional breeding or genetic engineering methods.
  • the weeds to be controlled can be monocot as well as dicot weeds.
  • Crop areas will be understood as meaning the areas already under cultivation with the cultivated plants or seeds thereof, as well as the areas intended for cropping with said cultivated plants.
  • alkyl groups present in the substituent definitions of the compounds of formulae I and IIa to IIh may be straight-chain or branched and are typically methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl as well as pentyl, hexyl, heptyl, octyl, nonyl, decyl and branched isomers thereof.
  • halogen preferably fluoro, chloro or bromo
  • alkoxy, thioalkyl, cycloalkyl, phenyl, amino, acyl (e.g. R 8 CO-) or Oxo (O ).
  • Suitable alkoxy, thioalkyl, haloalkyl and haloalkoxy groups are derived from the cited alkyl groups.
  • Typical examples of unsaturated substituent groups are ethenyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, ethinyl, propinyl, butinyl, pentinyl, hexinyl, heptinyl, octinyl as well as isomers which differ in the position of the unsaturated bond or bonds in the molecule, isomers which contain branches, and, in the case of alkene, cis- and trans-isomers.
  • a chloro-substituted propenyl for example, can be present in the two forms and .
  • alkenyloxy groups and alkynyloxy groups can be derived from the cited alkyl groups.
  • Cycloalkyl groups typically include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl.
  • Corresponding cycloalkenes can be mono- or polyunsaturated.
  • Typical examples of suitable cycloalkoxy groups can be derived from the cited cycloalkyl groups.
  • substituted may mean monosubstitution as well as polysubstitution.
  • the invention also embraces agronomically acceptable salts which can form the compounds of formula I with, for example, amines, alkali metal bases and alkaline earth metal bases or quaternary ammonium bases.
  • the hydroxides of lithium, sodium, potassium, magnesium or calcium merit special mention, in particular those of sodium or potassium.
  • Illustrative examples of amines suitable for the formation of ammonium salt are ammonia as well as primary, secondary and tertiary C 1 -C 18 alkylamines, C 1 -C 4 hydroxyalkylamines and C 2 -C 4 alkoxyalkylamines, typically methylamine, ethylamine, n-propylamine, isopropylamine, the four isomeric butylamines, n-amylamine, isoamylamine, hexylamine, heptylamine, octylamine, nonylamine, decylamine, pentadecylamine, hexadecylamine, heptadecylamine, octadecylamine, methyle
  • compositions according to this invention comprise as herbicide a compound of formula I, wherein R 1 is -OR 7 and wherein R 7 has the cited meaning, X is S and Z is CH.
  • compositions comprises as herbicide a compound of formula I, wherein R 1 is -OR 7 , X is S, Z is CH and R 4 is -NHSO 2 R 8 and wherein R 7 and R 8 have the cited meaning.
  • compositions those are particularly preferred which comprise as herbicide a compound of formula I, wherein R 8 is C 1 -C 4 alkyl.
  • compositions comprising as herbicide a compound of formula I, wherein R 5 and R 6 are methoxy.
  • compositions comprise as safener a compound of formula IIa, IIb 1 , IIb 2 or IIc.
  • compositions those are particularly preferred which comprise the safeners of formulae IIb 1 and IIb 2 , and also those comprising the safeners of formula IIa and, preferably, of formula IIa 1
  • c-propyl is cyclopropyl.
  • a safener of formula IIa to IIh can be used for pretreating seeds of the crop plants (dressing of seeds of seedlings) or it can be incorporated in the soil before or after sowing. It can. however, also be applied by itself alone or together with the herbicide postemergence. Treatment of the plant or the seeds with the safener can therefore in principle be carried out irrespective of the time of application of the herbicide. Treatment can, however, also be carried out by simultaneous application of the phytotoxic chemical and safener (e.g. as tank mixture).
  • the concentration of safener with respect to the herbicide will depend substantially on the mode of application. Where a field treatment is carried out either by using a tank mixture with a combination of safener and herbicide or by separate application of safener and herbicide, the ratio of safener to herbicide will usually be from 1: 100 to 1:1, preferably from 1 :50 to 1 :5.
  • the concentration of herbicide is usually in the range from 0.001 to 2 kg/ha, but will preferably be from 0.005 to 1 kg/ha.
  • compositions of this invention are suitable for all methods of application commonly used in agriculture, including preemergence application, postemergence application and seed dressing.
  • safener/kg of seeds For seed dressing, 0.001 to 10 g of safener/kg of seeds, preferably 0.05 to 2 g of safener/kg of seeds, is usually applied. If the safener is used in liquid form shortly before sowing to effect soaking, then it is preferred to use safener solutions that contain the active ingredient in a concentration of 1 to 10 000 ppm, preferably of 100 to 1000 ppm.
  • the safeners of formula II or mixtures of the safeners of formula II and the herbicides formula I, usefully together with the assistants conventionally employed in formulation technology to emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granulates or microcapsules.
  • the formulations are prepared in known manner, conveniently by homogeneously mixing or grinding, or mixing and grinding, the active ingredients with liquid or solid formulation assistants, typically solvents or solid carriers. Surface-active compounds (surfactants) may additionally be used for preparing the formulations.
  • Suitable solvents may typically be: aromatic hydrocarbons, preferably the fractions containing 8 to 12 carbon atoms such as xylene mixtures or substituted naphthalenes; phthalates such as dibutyl or dioctyl phthalate; aliphatic hydrocarbons such as
  • cyclohexane or paraffins alcohols and glycols and their ethers and esters such as ethanol, diethylene glycol, 2-methoxyethanol or 2-ethoxyethanol; ketones such as cyclohexanone; strongly polar solvents such as N-methyl-2-pyrrolidone, dimethyl sulfoxide or dimethyl formamide; as well as vegetable oils or epoxidised vegetable oils such as epoxidised coconut oil or soybean oil; or water.
  • the solid carriers typically used for dusts and dispersible powders are usually natural mineral fillers such as calcite, talcum, kaolin, montmorillonite or attapulgite.
  • Suitable granulated adsorptive carriers are porous types, including pumice, broken brick, sepiolite or bentonite; and suitable nonsorbent carriers are materials such as calcite or sand.
  • suitable nonsorbent carriers are materials such as calcite or sand.
  • innumerable pregranulated materials of inorganic or organic origin may be used, especially dolomite or pulverised plant residues.
  • suitable surface-active compounds are nonionic, cationic and/or anionic surfactants having good emulsifying, dispersing and wetting properties.
  • surfactants will also be understood as comprising mixtures of surfactants.
  • Suitable anionic surfactants may be water-soluble soaps as well as water-soluble synthetic surface-active compounds.
  • Suitable soaps are the alkali metal salts, alkaline earth metal salts, ammonium salts or substituted ammonium salts of higher fatty acids (C 10 -C 22 ), e.g. the sodium or potassium salts of oleic or stearic acid, or of natural fatty acid mixtures which can be obtained, inter alia from coconut oil or tallow oil. Further suitable soaps are also the fatty acid methyl taurin salts.
  • so-called synthetic surfactants are used, especially fatty sulfonates, fatty sulfates, sulfonated benzimidazole derivatives or alkylarylsulfonates.
  • the fatty alcohol sulfonates or sulfates are usually in the form of alkali metal salts, alkaline earth metal salts, ammonium salts or substituted ammonium salts, and they contain a C 8 -C 22 alkyl radical which also includes the alkyl moiety of acyl radicals, e.g. the sodium or calcium salt of ligninsulfonic acid, of dodecylsulfate, or of a mixture of fatty alcohol sulfates obtained from natural fatty acids. These compounds also comprise the salts of sulfated and sulfonated fatty alcohol/ethylene oxide adducts.
  • the sulfonated benzimidazole derivatives preferably contain two sulfonic acid groups and one fatty acid radical containing 8 to 22 carbon atoms.
  • alkylarylsulfonates are the sodium, calcium or triethanolamine salts of dodecylbenzenesulfonic acid, dibutylnaphthalenesulfonic acid, or of a condensate of naphthalenesulfonic acid and formaldehyde.
  • Corresponding phosphates typically salts of the phosphoric acid ester of an adduct of p-nonylphenol with 4 to 14 mol of ethylene oxide, or phospholipids, are also suitable.
  • Nonionic surfactants are preferably polyglycol ether derivatives of aliphatic or
  • cycloaliphatic alcohols or of saturated or unsaturated fatty acids and alkylphenols said derivatives containing 3 to 30 glycol ether groups and 8 to 20 carbon atoms in the
  • nonionic surfactants are the water-soluble polyadducts of polyethylene oxide with polypropylene glycol, ethylenediaminopolypropylene glycol and
  • alkylpolypropylene glycol containing 1 to 10 carbon atoms in the alkyl chain, which polyadducts contain 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups. These compounds usually contain 1 to 5 ethylene glycol units per propylene glycol unit.
  • nonionic surfactants are nonylphenol polyethoxylates,
  • polyethoxylated castor oil polyadducts of polypropylene and polyethylene oxide, tributylphenol polyethoxylate, polyethylene glycol and octylphenol polyethoxylate.
  • Fatty acid esters of polyoxyethylene sorbitan are also suitable nonionic surfactants, typically polyoxyethylene sorbitan trioleate.
  • Cationic surfactants are preferably quaternary ammonium salts carrying, as N-substituent, at least one C 8 -C 22 alkyl radical and, as further substituents, unsubstituted or halogenated lower alkyl, benzyl or hydroxy-lower alkyl radicals.
  • the salts are preferably in the form of halides, methyl sulfates or ethyl sulfates, for example stearyl trimethylammonium chloride or benzyl bis(2-chloroethyl)ethylammonium bromide.
  • the agrochemical compositions will usually contain from 0.1 to 99 % by weight, preferably from 0.1 to 95 % by weight, of safener or mixture of safener and herbicide, from 1 to 99.9 % by weight, preferably from 5 to 99.8 % by weight, of a solid or liquid formulation assistant, and from 0 to 25 % by weight, preferably from 0.1 to 25 % by weight, of a surfactant.
  • compositions may also contain further ingredients such as stabilisers, antifoams, viscosity regulators, binders, tackifiers, as well as fertilisers or other chemical agents.
  • Seed dressing or treatment of the germinated seedlings are naturally the preferred methods of application, as the safener treatment is fully concentrated on the target crop.
  • 1 to 1000 g, preferably 5 to 250 g, of safener is used per 100 kg of seeds.
  • other chemical agents or micronutrients plus or minus deviations from the indicated limiting concentrations are possible (repeat dressing).
  • a liquid formulation of a mixture of safener and herbicide (reciprocal ratio from 10:1 to 1:100) is used, the concentration of herbicide being from 0.005 to 5.0 kg/ha. This tank mixture is applied before or after sowing. iii) Application in the furrow
  • the safener formulated as emulsifiable concentrate, wettable powder or granulate is applied to the open furrow in which the seeds have been sown. After covering the furrow, the herbicide is applied pre-emergence in conventional manner. iv) Controlled release of safener
  • a solution of the compound of formula IIa to IIh is applied to mineral granulate substrates or polymerised granulates (urea/formaldehyde) and allowed to dry.
  • a coating may additionally be applied (coated granulates) which permits controlled release of the safener over a specific period of time.
  • Emulsions of any desired concentration can be prepared by diluting such concentrates with water.
  • the solutions are suitable for use as microdrops.
  • the compound mixture is throughly mixed with the adjuvants and this mixture is ground in a suitable mill to give wettable powders which can be diluted with water to give suspensions of any desired concentration.
  • the compound mixture is dissolved in methylene chloride, the solution is sprayed on to the carrier, and the solvent is removed under vacuum.
  • the finely ground compound mixture is uniformly applied in a mixer to the kaolin moistened with polyethylene glycol. Non-dusty coated granulates are obtained in this manner.
  • the compound mixture is mixed with the adjuvants and the mixture is moistened with water. This mixture is extruded and then dried in a stream of air.
  • Ready for use dusts are obtained by mixing the the active ingredient with the carriers on a suitable mill.
  • the finely ground compound mixture is intimately mixed with the adjuvants to give a suspension concentrate from which suspensions of any desired concentration can be prepared by dilution with water.
  • Example B1 Post-emergence applications of compositions of a herbicide of formula I with a safener of formulae IIa to IIh on cereal
  • Example B2 Post-emergence applications of mixtures of a herbicide of formula I with a safener of formulae IIa to IIh on rice

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention décrit une composition herbicide comportant, en plus des adjuvants de formulation conventionnelle, un mélange de a) un herbicide de formule (I) en quantité suffisamment grande pour être herbicide, ou un sel ou un stéréoisomère des composés de la formule (I), et b) afin de neutraliser l'herbicide, une quantité suffisante pour être un antidote d'un antidote de formule (IIa), d'un composé de formule (IIb1), d'un composé de formule (IIb2), d'un composé de formule (IIc), d'un composé de formule (IId), d'un composé de formule (IIe), d'un composé de formule (IIf), d'un composé de formule (IIg), ou d'un composé de formule (IIh), dans lesquels les substituts sont tels que définis dans la revendication 1.
PCT/EP1996/001086 1995-03-30 1996-03-14 Compositions herbicides Ceased WO1996029870A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU51084/96A AU5108496A (en) 1995-03-30 1996-03-14 Herbicidal compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH901/95 1995-03-30
CH90195 1995-03-30

Publications (1)

Publication Number Publication Date
WO1996029870A1 true WO1996029870A1 (fr) 1996-10-03

Family

ID=4197821

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1996/001086 Ceased WO1996029870A1 (fr) 1995-03-30 1996-03-14 Compositions herbicides

Country Status (3)

Country Link
AU (1) AU5108496A (fr)
IL (1) IL117704A0 (fr)
WO (1) WO1996029870A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6376424B1 (en) 1998-01-21 2002-04-23 Syngenta Crop Protection, Inc. Herbicidal composition
WO2005092101A2 (fr) 2004-03-26 2005-10-06 Syngenta Participations Ag Combinaison herbicide

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0521407A1 (fr) * 1991-06-29 1993-01-07 Hoechst Schering AgrEvo GmbH Nouveaux mélanges d'herbicides et d'antidotes
WO1994000987A2 (fr) * 1992-07-08 1994-01-20 Ciba-Geigy Ag Composition herbicide selective

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0521407A1 (fr) * 1991-06-29 1993-01-07 Hoechst Schering AgrEvo GmbH Nouveaux mélanges d'herbicides et d'antidotes
WO1994000987A2 (fr) * 1992-07-08 1994-01-20 Ciba-Geigy Ag Composition herbicide selective

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"NEUE SELEKTIV-HERBIZIDE MITTEL", RESEARCH DISCLOSURE, no. 357, 1 January 1994 (1994-01-01), pages 33 - 45, XP000425358 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6376424B1 (en) 1998-01-21 2002-04-23 Syngenta Crop Protection, Inc. Herbicidal composition
WO2005092101A2 (fr) 2004-03-26 2005-10-06 Syngenta Participations Ag Combinaison herbicide

Also Published As

Publication number Publication date
IL117704A0 (en) 1996-07-23
AU5108496A (en) 1996-10-16

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