WO2004021789A1 - Production in situ de suspension concentree de compositions herbicides de diphenylether et de n-(phosphono-methyl)glycine ou d'homoalaninylmethylphosphinate et methodes d'utilisation correspondantes - Google Patents

Production in situ de suspension concentree de compositions herbicides de diphenylether et de n-(phosphono-methyl)glycine ou d'homoalaninylmethylphosphinate et methodes d'utilisation correspondantes Download PDF

Info

Publication number
WO2004021789A1
WO2004021789A1 PCT/EP2003/008758 EP0308758W WO2004021789A1 WO 2004021789 A1 WO2004021789 A1 WO 2004021789A1 EP 0308758 W EP0308758 W EP 0308758W WO 2004021789 A1 WO2004021789 A1 WO 2004021789A1
Authority
WO
WIPO (PCT)
Prior art keywords
herbicide
diphenyl ether
phosphonomethylglycine
composition
salt
Prior art date
Application number
PCT/EP2003/008758
Other languages
English (en)
Inventor
Charles W. Finch
Donna Zormeier
Original Assignee
Basf Corporation
Basf Aktiengesellschaft
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 Basf Corporation, Basf Aktiengesellschaft filed Critical Basf Corporation
Priority to AU2003266968A priority Critical patent/AU2003266968A1/en
Publication of WO2004021789A1 publication Critical patent/WO2004021789A1/fr

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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals

Definitions

  • the present invention relates to new herbicidal composition formulations and their methods of use, in particular, the present invention relates to herbicidal compositions and the method of making such compositions formulated as in-situ produced suspen- sion concentrates comprising at least one diphenyl ether herbicide and at least one N-(phosphonomethyl)glycine or homoalaninylmethylphosphinate herbicide.
  • Glyphosate also known as N-(phosphonomethyl)glycine
  • N-(phosphonomethyl)glycine is commonly used as a broad spectrum post-emergent herbicide.
  • the herbicide is applied to the foliage of an unde- sired plant, whereupon it is absorbed by the foliar tissue and transported throughout the plant. Once glyphosate is absorbed in the plant, it inhibits amino acid synthesis in a biochemical pathway that is common to almost all plants, but is absent in animals.
  • glyphosate is widely used as an herbicide, visual symptoms of its effectiveness appear at a relatively late stage.
  • Some herbicidal compositions remedy this prob- lem by combining the glyphosate with another herbicide such as a diphenyl ether, often used to control annual broad-leaf weeds and grasses.
  • a diphenyl ether often used to control annual broad-leaf weeds and grasses.
  • solubility problems are associated with combining glyphosate and diphenyl ether herbicides.
  • these herbicides are typically combined in low dosage form and/or are formulated as emulsions to avoid the solubility problems.
  • homoalaninylmethylphosphinate also known as glufosinate
  • glufosinate is subject to solubility problems when combined with diphenyl ether herbicides. Therefore, there is a need for herbicidal compositions that include diphenyl ether and glyphosate or glufosinate at higher concentrations using different formulation techniques.
  • this invention in one aspect, relates to herbicidal compositions that include a) a N-phosphonomethylglycine or homoalaninylmethylphosphinate herbicide or a salt or acid thereof; b) a diphenyl ether herbicide or a salt or ester thereof; c) a dispersant; d) an agronomically acceptable carrier; and optionally e) an anti-settling system.
  • the present compositions are formulated as suspension concentrates.
  • the invention relates to a method of inhibiting the growth of an undesired plant that includes contacting the plant with a herbicidally effective amount of the above-described herbicidal composition.
  • the present invention includes the product made by mixing the above- described components a), b) c), d) and optionally e) to form the suspension copcen- trate.
  • Also included herein is a method of making a composition that includes mixing a N-phosphonomethylglycine or homoalaninylmethylphosphinate herbicide or a salt or acid thereof with a diphenyl ether herbicide or a salt or ester thereof to form a mixture; and adding a dispersant, an agronomically acceptable carrier and optionally an anti- settling system to the mixture to form a suspension concentrate.
  • alkene intends a branched or unbranched unsaturated hydrocarbon group containing at least one double bond, such as ethylene, propylene, 1-butene, 2-butene, and the like.
  • the alkene group may have one or more hydrogen atoms replaced with a functional group, such as a hydroxyl, halogen, alkoxy, and/or aryl group.
  • alkyl refers to a branched or unbranched saturated hydrocarbon group, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, t-butyl, and the like.
  • the alkyl group may have one or more hydrogen atoms replaced with a functional group, such as a hydroxyl, halogen, alkoxy, and/or aryl group.
  • alkyne refers to a branched or unbranched unsaturated hydrocarbon group containing at least one triple bond, such as acetylene, propyne, 1-butyne, 2-butyne, and the like.
  • the alkyne group may have one or more hydrogen atoms replaced with a functional group, such as a hydroxyl, halogen, alkoxy, and/or aryl group.
  • contacting is used to mean at least an instance of exposure of at least one plant cell to the present composition by applying the herbicide using any method known in the art.
  • herbicidally effective amount means the amount needed to achieve an observable herbicidal effect on plant growth, including the effects of plant necrosis, plant death, growth inhibition, reproduction inhibition, inhibition of proliferation, and removal, destruction, or otherwise diminishing the occurrence and activity of a plant.
  • herbicidally effective amount can vary for the various compositions used in the invention.
  • plant as used herein means terrestrial plants and aquatic plants. Inclusive of terrestrial plants are germinating seeds, emerging seedlings and herbaceous vegeta- tion including the roots and above-ground portions, as well as established woody plants. Inclusive of aquatic plants are algae, vegetative organisms free-floating and immersed species that are normally rooted in soil.
  • a non-exhaustive list of plants includes the following genera without restriction: Abutilon, Amaranthus, Artemisia, Ascle- pias, Avena, Axonopus, Borreria, Brachia a, Brassica, Bromus, Chenopodium, Cir- sium, Commelina, Convolvulus, Cynodon, Cyperus, Digitaha, Echinochloa, Eleusine, Elymus, Equisetum, Erodium, Helianthus, Imperata, Ipomoea, Kochia, Lolium, Malva, Oryza, Ottochloa, Panicum, Paspalum, Phalaris, Phragmites, Polygonum, Portulaca, Pteridium, Pueraria, Rubus, Salsola, Setaria, Sida, Sinapis, Sorghum, Triticum, Typha, Ulex, Xanthium and Zea.
  • Broadleaf species are exemplified without limitation by the following: velvetleaf (Abutilon theophrasti), pigweed (Amaranthus spp.), mugwort (Artemisia spp.), milkweed (Asclepias spp.), buttonweed (Borreria spp.), oilseed rape, canola, indian mustard, etc.
  • Brainssica spp. (Brassica spp.), Map thistle (Cirsium arvense), commelina (Commelina spp.), field bindweed (Convolvulus arvensis), filaree (Erodium spp.), sunflower (Helianthus spp.), morning glory (Ipomoea spp.), kochia (Kochia scopa a), mallow (Malva spp.), wild buckwheat, smartweed, etc.
  • Grass species are exemplified without limitation by the following: wild oat (Avena fatua), carpetgrass (Axonopus spp.), brachiaria (Brachiaha spp.), downy brome (Bromus tectorum), bermuda grass (Cynodon dactylon), yellow nutsedge (Cyperus escu- lentus), purple nutsedge (C.
  • horsetail Equisetum spp.
  • bracken Pteridium aquilinum
  • blackberry Rubus spp.
  • gorse Ulex europaeus
  • Salt as used herein includes salts that can form with, for example, amines, alkali metal bases and alkaline earth metal bases or quaternary ammonium bases, including zwitterions.
  • Suitable alkali metal and alkaline earth metal hydroxides as salt formers include the hydroxides of lithium, sodium, potassium, magnesium or calcium.
  • Illustra- tive examples of amines suitable for forming ammonium cations are ammonia as well as primary, secondary and tertiary C- -C 18 alkylamines, C ⁇ -C 4 hydroxyalkylamines and C 2 -C 4 alkoxyalkylamines typically methylamine, ethylamine, n-propylamine, isopro- pylamine, the four isomeric butylamines, n-amylamine, isoamylamine, hexylamine, heptylamine, octylamine, nonylamine, decylamine, pentadecylamine, hexadecylamine, heptadecylamine, octadecylamine, methyl ethylamine, methyl isopropylamine, methyl hexylamine, methyl nonylamine, methyl pentadecylamine, methyl
  • Herbicidal compositions of the present invention include a) a , N-phosphonomethylglycine or homoalaninylmethylphosphinate herbicide or a salt or acid thereof; b) a diphenyl ether herbicide or a salt or ester thereof; c) a dispersant; d) an agronomically acceptable carrier; and optionally e) an anti-settling system; wherein the composition is formulated as a suspension concentrate.
  • the N-phosphonomethyglycine herbicide is preferably glyphosate of the formula (I):
  • Z is COOH, COSH, COCI, COBr, COF, COI, or COR 3 ;
  • R,, R 2 , and R 3 are each independently OH or OR 4 ; and
  • R 4 is an ether amine salt-forming cation of the formula (II):
  • R 5 and R 6 are each independently C C 6 alkyl, C 2 -C 6 alkene, or C 2 -C 6 alkyne; wherein the glyphosate is in acid or salt form.
  • Z is COOH and Ri and R 2 are OH.
  • the glyphosate is present as an isopropylamine salt.
  • Other embodiments include trimesium, t methylsul- fonium and sodium sesqui- salts of glyphosate.
  • the acid glyphosate may be combined with a suitable acid acceptor, including, but not limited to ammonium, ammonium acetate, sodium acetate, potassium acetate, ammonium carbonate, sodium carbonate, and the like.
  • the homoalaninylmethylphosphinate herbicide is preferably glufosinate of the formula (II):
  • R wherein Z is COOH, COSH, COCI, COBr, COF, COI, or COR 3 ; R 1 f and R 3 are each independently OH or OR ⁇ ; and R 4 is an ether amine salt-forming cation of the formula (II):
  • R 5 and R 6 are each independently C C 6 alkyl, C 2 -C 6 alkene, or C 2 -C 6 alkyne; wherein the glufosinate is in acid or salt form.
  • Diphenyl ether herbicides include not only the herbicides, but also, the metabolites, salts and esters thereof.
  • diphenyl ether herbicides are known by skilled workers to have two generally substituted phenyl rings linked by an oxygen atom. These herbicides are typically substituted on the phenyl ring at positions 2 and 4; 3; 3 and 5; or 2, 4, and 6.
  • diphenyl ether herbicides include acifluorfen, acifluorfen-sodium, acifluorfen-potassium, fomesafen, 5-[2-chloro-4-(trifluoromethyl)- phenoxy]-2-nitroacetophenone oxime-o-(acetic acid), and 5-[2-chioro-4-(trifluoro- methyl)phenoxy]-2-nitro- -methoxyacetophenone oxime-o-(acetic acid).
  • the diphenyl ether herbicide is acifluorfen or fomesafen.
  • the acid/salt characteristics of the herbicide components of the present compositions may change as the components are formulated. For example, upon mixing isopropylamine glyphosate and sodium acifluorfen, the isopropylamine associated with the glyphosate may become associated with acifluorfen, thereby producing isopropylamine acifluorfen.
  • the resulting combinations are within the scope of the present invention as they are mere derivatives of the herbicidal components.
  • the dispersing agent disperses active ingredients within the suspension.
  • the dispersing agent disperses precipitated diphenyl ether herbicide, such as isopropyl amine acifluorfen, within the N-phosphonomethylglycine herbicide, such as glyphosate.
  • Dispersing agents may include, but are not limited to the salts of alkyl sulfates, alkyl or aryl sulfonates, dialkylsulfosuccinates, salts of polyoxyethylene alkyl aryl ether, phosphoric acid esters, salts of napthalenesulfonates , salts of napthalenesulfonic acid/formaldehyde condensates, polyoxyethylene alkyl ether, polyoxyethylene-polyoxypropylene block copoly- mers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, monalkyl quaternary salts, dialkyl quaternary salts, diquatemary salts, ethoxylated monoquater- nary salts, ethoxylated diquatemary salts, lauryl betaine, polyvinyl alcohols, polyvinyl alcohols / acetic acid copolymers, acrylic acid copolymers
  • the present invention also optionally includes an anti-settling system.
  • a component may be added to increase the viscosity of the system.
  • One of the main features of concentrated suspensions is the formation of three-dimensional structural units, which determine the viscosity.
  • clays There are various families of clays that may be used in this application including phyllosilicate, kaolinite, pyrophillite, montmorillonite, bentonite, attapulgite, illite, hectorite (natural or synthetic sources). Common examples of these include mica, talc, magnesium aluminum silicate.
  • Other ingredients may include oxides (for example silica oxide, fumed silica, alumina oxide and ferric oxides).
  • Celluloses that stabilize dispersions may include alky cellulose, hydroxyalkyl cellulose, etc.
  • the addition of gums such as guar gum, xanthan gum, salts of alginates, carrageenan, etc may stabilize the system.
  • N-phosphonomethylglycine herbicide to diphenyl ether herbicide can vary widely.
  • N-phosphonomethylglycine herbicide to diphenyl ether herbicide may be from about a 1 :1 molar ratio to about a 10:1 molar ratio.
  • N-phosphonomethylglycine herbicide to diphenyl ether herbicide is present from about a 2:1 molar ratio to about a 4:1 molar ratio.
  • compositions also comprise an agronomically acceptable carrier.
  • Any suitable carrier may be employed including water, aqueous solutions, N-methyl- pyrrolidone, methanol, ethanol, isopropyl alcohol, acetone, butyl cellosolve, 2-ethyl- Ihexanol, cyclo-hexanone, hydrocarbons and other water-immiscible ethers, esters and ketones, and combinations thereof.
  • the carrier and/or salt-forming cation of the present invention may be selected to increase the biological activity of the active ingredient; thereby eliminating the need for a surfactant.
  • one or more surface active ingredients may be added to the composition, if desired.
  • surfactants A wide range of surfactants is available and can be selected readily by those skilled in the art from "The Handbook of Industrial Surfactants," 2nd Edition, Gower (1997), which is incorporated herein by reference in its entirety for all purposes. There is no restriction on the type or chemical class of surfactant that can be used. Nonionic, anionic, cationic and amphoteric types, or combinations of more than one of these types, are all useful in particular situations.
  • exemplary classes include polyoxyethylene alkyl, alkyne, alkynyl or alkylaryl ethers, such as polyoxyethylene primary or secondary alcohols, alkylphenols or acetylenic diols; polyoxyethylene alkyl or alkyne esters, such as ethoxylated fatty acids; sorbitan alkylesters, whether ethoxylated or not; glyceryl alkylesters; sucrose esters; and alkyl polyglycosides.
  • polyoxyethylene alkyl, alkyne, alkynyl or alkylaryl ethers such as polyoxyethylene primary or secondary alcohols, alkylphenols or acetylenic diols
  • polyoxyethylene alkyl or alkyne esters such as ethoxylated fatty acids
  • sorbitan alkylesters whether ethoxylated or not
  • glyceryl alkylesters sucrose esters
  • alkyl polyglycosides
  • anionic surfactant classes include fatty acids, sulfates, sulfonates, and phosphate mono- and diesters of alcohols, alkylphenols, polyoxyethylene alcohols and polyoxyethylene alkylphenols, and carboxylates of polyoxyethylene alcohols and polyoxyethylene alkylphenols. These can be used in their acid form but are more typically used as salts, for example sodium, potassium or ammonium salts.
  • Cationic surfactants classes include polyoxyethylene tertiary alkylamines or alkenyl- amines, such as ethoxylated fatty amines, quaternary ammonium surfactants and polyoxyethylene alkyletheramines.
  • Representative specific examples of such cationic surfactants include polyoxyethylene (5) cocoamine, polyoxyethylene (15) tallowamine, distearyldimethylammonium chloride, N-dodecylpyridine chloride and polyoxypropylene (8) ethoxytrimethylammonium chloride.
  • Many cationic quaternary ammonium surfactants of diverse structures are known in the art to be useful in combination with glyphosate and can be used in compositions contemplated herein.
  • compositions of this invention may also contain other active ingredients, for example multiple N-phosphonomethylglycine herbicides and/or diphenyl ether herbicides; fertilizers such as ammonium nitrate, urea, potash, and superphosphate; phytotoxicants and plant growth regulators; and pesticides.
  • active ingredients for example multiple N-phosphonomethylglycine herbicides and/or diphenyl ether herbicides; fertilizers such as ammonium nitrate, urea, potash, and superphosphate; phytotoxicants and plant growth regulators; and pesticides.
  • fertilizers such as ammonium nitrate, urea, potash, and superphosphate
  • phytotoxicants and plant growth regulators phytotoxicants and plant growth regulators
  • pesticides for example, the plant(s) may be sprayed with a composition of this invention either before or after being treated with other active ingredients.
  • optional com- ⁇ ponents that may be added include antifoaming agents including silicone based anti- foaming agents; thickening agents such as fumed silica; antimicrobial agents; antioxi- dants; buffers; dyes; perfumes; stabilizing agents; and antifreezing agents.
  • antifreezing agents include but are not limited to, glycols such as propylene glycol and ethylene glycol, N-methylpyrrolidone, cyclohexanone, and alcohols such as ethanol and methanol.
  • the composition comprises from about 15 wt. % to about 60 wt. % of one or more N-phosphonomethylglycine herbicides; from about 5 wt. % to about 40 wt. % of one or more diphenyl ether herbicides; from about 1 wt. % to about 10 wt. % of one or more dispersants; from about 1 wt. % to about 5 wt. % of one or more anti-settling systems; with the remainder being a carrier, such as N-methylpyrrolidone and/or water.
  • An antifreezing agent is optionally present in an amount from about 0 wt. % to about 10 wt. %.
  • the N-phosphonomethylglycine herbicide concentration in the suspension concentrate is from about 2.0 lb/gal to about 4.0 lb/gal.
  • the growth of an undesired plant may be inhibited by contacting the plant with an herbicidally effective amount of the composition of the present invention.
  • the suspension concentrates of the present invention preferably comprise a precipitate that does not easily pack and can be redis- persed by addition of water. As such, the precipitate will be distributed substantially uniformly throughout the concentrate. The uniform distribution allows for consistent active loading. Upon mixing with water, a clear solution will result.
  • the resulting solutions are applied as liquid herbicidal compositions to terrestrial plants using any suitable method, such as conventional methods, e.g. boom and hand sprayers and spray dusters.
  • the compositions can also be applied from airplanes as a spray because of their effectiveness at low dosages.
  • the application of herbicidal compositions to aquatic plants is usually carried out by spraying the compositions on the aquatic plants in the area where control of the aquatic plants is desired.
  • an herbicidally effective amount of the compositions of this invention to the target plant is dependent upon the response desired in the plant as well as such other factors as the plant species and stage of development thereof, and the amount of rainfall.
  • the active ingredients are desirably applied in amounts from about 0.01 to about 20 or more pounds per acre.
  • the active ingredients are desirably ap- plied in amounts of from about 0.01 parts per million to about 1000 parts per million, based on the aquatic medium.
  • compositions of this invention are also useful as harvesting aids in many crops.
  • the crop could be sprayed with the compositions of this invention to reduce the bulk of unwanted material and make the harvesting of the crops easier.
  • crops are for example, peanuts, soybeans, and root crops such as potatoes, sugar beets, red beets, and the like.
  • compositions of this invention are useful in planting seeds in a vegetated area without plowing or otherwise mechanically preparing a seed bed.
  • the crop seed can be drill planted or otherwise seeded in combination with a prior or subsequent application of a composition of this invention to kill undesired growing vegetation provided that the composition is applied before the emergence of the crop plant.
  • the sprayed plants wither and die they act as a mulch and moisture retaining layer in which the seeds can germinate or to keep the soil warm and moist.
  • compositions of this invention provide a wide spectrum of weed control and are also extremely useful as general herbicides as well as in controlling unwanted lants in orchards, tree farms and various crops.
  • weed control and are also extremely useful as general herbicides as well as in controlling unwanted lants in orchards, tree farms and various crops.
  • crops such as plantation crops, i.e. rubber, coffee, bananas, tea, etc.
  • the directed spraying can be done with or without a protective device to prevent contact of the spray with the leaves of such crop plants.
  • herbicidal compounds of the present compositions may be readily synthesized using techniques generally known to synthetic organic chemists.
  • compositions may be made by a) mixing a N-phosphonomethylglycine or homoalaninylmethylphosphinate herbicide or a salt or acid thereof with a diphenyl ether herbicide or a salt or ester thereof to form a mixture; b) adding a dispersant and optionally an anti-settling system to the mixture; and c) adding an agronomically acceptable carrier to the mixture to form a suspension concentrate.
  • the dispersant and anti- settling system in step b) may be added separately or together to the N-phosphono- methylglycine or homoalaninylmethylphosphinate herbicide and the diphenyl ether herbicide before performing step a) or at approximately the same time as step a).
  • dispersant and/or anti-settling system may be added to one or more herbicides prior to mixing the herbicides together.
  • the dispersant and/or anti-settling system may be added when mixing the herbicides.
  • the carrier in step c) may be added at any time during the formulation.
  • a N-phosphonomethylglycine or homoalaninylmethylphosphinate herbicide or a salt or acid thereof is mixed with a dispersant, an anti-settling system, and a carrier.
  • the diphenyl ether herbicide or a salt or ester thereof is then added to this mixture to form a suspension concentrate.
  • the diphenyl ether herbicide precipitates out of solution and is suspended within the concentrate.
  • wet milling is not necessary, thereby streamlining the process and reducing production costs.
  • the suspension concentrate is used to prepare a tank-mix by the end user, the suspended precipitate dissolves and a solution is formed.
  • the Pemulen TR-1 sample exhibited a white fluffy precipitate that did not easily pack and could be redispersed. Some of the phosphate ester and alkyl glucoside samples produced a precipitate that could redisperse.

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 concerne des compositions herbicides ainsi que leurs méthodes d'utilisation. Ces compositions comprennent (a) un herbicide de N-phosphonométhylglycine ou d'homoalaninylméthylphosphinate ou un sel ou un acide correspondant, (b) un herbicide de diphényléther ou un sel ou un ester correspondant, (c) un agent dispersant, (d) un support agronomiquement acceptable, et éventuellement (e) un système stabilisateur. Les présentes compositions se présentent sous la forme de suspensions concentrées. Ces compositions sont utiles dans des méthodes destinées à inhiber la croissance de plantes indésirables par mise en contact de la plante avec cette composition en dose efficace du point de vue herbicide. La présente invention concerne également des procédés de production de ces compositions consistant à mélanger un herbicide de N-phosphonométhylglycine ou d'homoalaninylméthylphosphinate ou un sel ou un acide correspondant avec un herbicide de diphényléther ou un sel ou un acide correspondant de manière à former un mélange, puis à ajouter un agent dispersant, un support agronomiquement acceptable et éventuellement un système stabilisateur à ce mélange de sorte à former une suspension concentrée.
PCT/EP2003/008758 2002-09-04 2003-08-07 Production in situ de suspension concentree de compositions herbicides de diphenylether et de n-(phosphono-methyl)glycine ou d'homoalaninylmethylphosphinate et methodes d'utilisation correspondantes WO2004021789A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003266968A AU2003266968A1 (en) 2002-09-04 2003-08-07 In-situ production of suspension concentrate of diphenyl ether and n-(phosphono-methyl)glycine or homoalaninylmethyl-phosphinate herbicidal compositions and methods of use

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US40811002P 2002-09-04 2002-09-04
US60/408,110 2002-09-04

Publications (1)

Publication Number Publication Date
WO2004021789A1 true WO2004021789A1 (fr) 2004-03-18

Family

ID=31978562

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2003/008758 WO2004021789A1 (fr) 2002-09-04 2003-08-07 Production in situ de suspension concentree de compositions herbicides de diphenylether et de n-(phosphono-methyl)glycine ou d'homoalaninylmethylphosphinate et methodes d'utilisation correspondantes

Country Status (3)

Country Link
AU (1) AU2003266968A1 (fr)
TW (1) TW200412851A (fr)
WO (1) WO2004021789A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005117582A2 (fr) * 2004-06-01 2005-12-15 Bayer Cropscience Gmbh Dispersions concentrees aqueuses d'agents phytosanitaires

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0297305A1 (fr) * 1987-06-10 1989-01-04 Hoechst Aktiengesellschaft Formulations liquides de mélanges pesticides
GB2230955A (en) * 1989-05-02 1990-11-07 Rhone Poulenc Agrochimie Concentrated liquid compositions based on N-phosphonomethylglycine
WO1996015674A1 (fr) * 1994-11-17 1996-05-30 Basf Corporation Effet securisant de combinaisons de glyphosate et d'acifluorfene
EP1095564A2 (fr) * 1999-10-26 2001-05-02 Rohm And Haas Company Suspensions concentrées herbicides

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0297305A1 (fr) * 1987-06-10 1989-01-04 Hoechst Aktiengesellschaft Formulations liquides de mélanges pesticides
GB2230955A (en) * 1989-05-02 1990-11-07 Rhone Poulenc Agrochimie Concentrated liquid compositions based on N-phosphonomethylglycine
WO1996015674A1 (fr) * 1994-11-17 1996-05-30 Basf Corporation Effet securisant de combinaisons de glyphosate et d'acifluorfene
EP1095564A2 (fr) * 1999-10-26 2001-05-02 Rohm And Haas Company Suspensions concentrées herbicides

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005117582A2 (fr) * 2004-06-01 2005-12-15 Bayer Cropscience Gmbh Dispersions concentrees aqueuses d'agents phytosanitaires
WO2005117582A3 (fr) * 2004-06-01 2006-03-02 Bayer Cropscience Gmbh Dispersions concentrees aqueuses d'agents phytosanitaires
US8110529B2 (en) 2004-06-01 2012-02-07 Bayer Cropscience Ag Concentrated, water-based dispersions for crop protection

Also Published As

Publication number Publication date
AU2003266968A8 (en) 2004-03-29
TW200412851A (en) 2004-08-01
AU2003266968A1 (en) 2004-03-29

Similar Documents

Publication Publication Date Title
EP3056086B1 (fr) Composés dérivés d´acides carboxyliques herbicides et d´hydroxydes de tétraalkylammonium ou de trialkylammonium d´(arylalkyle)
EP1209978B1 (fr) Procede ameliore permettant d'eliminer les mauvaises herbes au moyen de l'herbicide glyphosate
EP1791431B1 (fr) Formulations de glyphosate à symptomes rapides
EP0220902B1 (fr) Compositions liquides phytoactives et leur utilisation
NO860188L (no) Herbicide preparater.
JP4564651B2 (ja) 相乗的除草方法および組成物
EP1429614B1 (fr) Composes, compositions et methodes d'utilisation pour des sels de glyphosate d'ether amines
WO1983003608A1 (fr) Sels d'ammonium tetra-substitues de n-phosphonomethylglycine et leurs utilisations en tant qu'herbicides et produits de regulation de la croissance des plantes
WO2004021790A1 (fr) Compositions herbicides d'ether de diphenyle et de n-(phosphonomethyl)glycine et procedes d'utilisation associes
Kapusta et al. Herbicidal weed control in stubble no-till planted corn
EP2613634B1 (fr) Composition herbicide et son utilisation
WO2004021789A1 (fr) Production in situ de suspension concentree de compositions herbicides de diphenylether et de n-(phosphono-methyl)glycine ou d'homoalaninylmethylphosphinate et methodes d'utilisation correspondantes
ES2246176B1 (es) Sal de n-(fosfonometil) glicina (glifosato), proceso para prepararla, composicion concentrada y formulacion fitotoxica que la comprenden y metodo para combatir las hierbas en un cultivo con dicha formulacion.
JPH02501922A (ja) グリホゼート型除草剤とフェノキシ安息香酸型除草剤とに基づく除草組成物、およびこれら組成物を用いる不用植物の処理方法
WO2008011911A1 (fr) Procédé de contrôle sélectif de gloire du matin spp.
CN110692644A (zh) 一种除草组合物防治旱地作物不希望的植物发芽或生长的用途
WO2002102157A1 (fr) Composes de benzisothiazole et de benzisoxazole en tant que dessicants et/ou defoliants pour cultures
EP0202294A1 (fr) Compositions herbicides synergiques.

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LU MC NL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
122 Ep: pct application non-entry in european phase
NENP Non-entry into the national phase

Ref country code: JP

WWW Wipo information: withdrawn in national office

Country of ref document: JP