WO2022229654A1 - Compositions herbicides à mobilité améliorée du sol - Google Patents

Compositions herbicides à mobilité améliorée du sol Download PDF

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Publication number
WO2022229654A1
WO2022229654A1 PCT/GB2022/051095 GB2022051095W WO2022229654A1 WO 2022229654 A1 WO2022229654 A1 WO 2022229654A1 GB 2022051095 W GB2022051095 W GB 2022051095W WO 2022229654 A1 WO2022229654 A1 WO 2022229654A1
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Prior art keywords
composition
oil
ipfencarbazone
methylated
methyl
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PCT/GB2022/051095
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English (en)
Inventor
Giuvan LENZ
Charles FLOOD
Glen Hong ZHANG
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UPL Corporation Limited
Upl Europe Ltd
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Publication of WO2022229654A1 publication Critical patent/WO2022229654A1/fr

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00—Herbicides; Algicides
    • 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
    • A01N25/30—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 characterised by the surfactants
    • 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<
    • A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof

Definitions

  • the present invention relates to herbicidal compositions comprising Ipfencarbazone. Particularly the invention relates to compositions comprising Ipfencarbazone with enhanced soil mobility.
  • Ipfencarbazone chemically known as [1-(2,4-dichlorophenyl)-N-(2,4-difluorophenyl)-1 ,5- dihydro-N-(1-methylethyl)-5-oxo-4H-1,2,4-triazole-4-carboxamide] is a pre-emergence and early post-emergence herbicide belonging to triazolinone and anilide class of herbicides. It acts by inhibiting the biosynthesis of very long chain fatty acids (VLCFA) of plants and is generally used for the control of annual grass weeds, annual sedge weeds and certain broadleaf weeds in a variety of crops.
  • VLCFA very long chain fatty acids
  • Ipfencarbazone exhibits higher efficacy, longer residual activity, higher level of safety to paddy rice and has a wider application window as compared to the other known herbicides in the art that are used for the paddy rice, making it as one of the most desirable herbicides for controlling rice weeds.
  • Ipfencarbazone suffers from some drawbacks, as it exhibits low aqueous solubility and strong soil adsorption, due to which it gets retained in the soil and is not readily translocated causing reduced mobility. Due to reduced soil mobility, the herbicide remains concentrated in the top portion of the soil which affects the bioavailability as well as the performance of the herbicide. Commercially available mixtures and formulations of Ipfencarbazone exhibit limited soil mobility that adversely affect the activity of the herbicide.
  • the present invention is directed to solve this problem of soil mobility in the existing compositions. Therefore, the present invention provides stable Ipfencarbazone-containing compositions, formulations, and methods of increasing soil mobility with said compositions.
  • An object of the present invention is to provide stable herbicidal compositions comprising Ipfencarbazone.
  • Another object of the present invention is to provide herbicidal compositions comprising Ipfencarbazone with enhanced soil mobility.
  • Yet another object of the present invention is to provide herbicidal compositions for Ipfencarbazone that can be effectively used to improve soil mobility of the active ingredient in different soil types.
  • Another object of the present invention is to provide a liquid formulation of Ipfencarbazone along with agrochemically acceptable excipients.
  • Another object of the present invention is to provide a method of improving soil mobility of herbicidal compositions comprising Ipfencarbazone.
  • Another object of the present invention is to provide a method of controlling weed with said compositions comprising Ipfencarbazone with enhanced soil mobility.
  • the present invention provides stable herbicidal compositions comprising Ipfencarbazone.
  • the present invention provides herbicidal compositions comprising Ipfencarbazone with enhanced soil mobility.
  • the present invention provides herbicidal compositions comprising Ipfencarbazone that can be effectively used to improve soil mobility of the active ingredient in different soil types.
  • the present invention provides a liquid formulation of Ipfencarbazone along with agrochemically acceptable excipients.
  • the present invention provides use of a composition comprising Ipfencarbazone and having enhanced soil mobility for weed control in agricultural crops. Another aspect of the present invention is to provide a method of improving soil mobility of herbicidal compositions comprising Ipfencarbazone.
  • Yet another aspect of the present invention is to provide a method of controlling weed with said compositions comprising Ipfencarbazone with enhanced soil mobility.
  • Figure 1 illustrates the distribution of Ipfencarbazone (OD formulation) in soil column filled with soil type 2.4, moisture content 15%.
  • Figure 1 is a schematic illustration of soil mobility of OD formulations of ipfencarbazone in soil column.
  • Figure 2 illustrates the distribution of Ipfencarbazone (SC formulation) in soil column filled with soil type 2.4, moisture content 15%.
  • Figure 2 is a schematic illustration of soil mobility of SC formulations of ipfencarbazone in soil column of soil type 2.4, moisture content 15%.
  • Figure 3 illustrates the distribution of Ipfencarbazone (SC formulation) in soil column filled with soil type 6S, moisture content 15%.
  • Figure 3 is a schematic illustration of soil mobility of SC formulations of ipfencarbazone in soil column of soil type 6S, moisture content 15%.
  • compositions containing “a surfactant” includes a mixture of two or more surfactants.
  • term “‘or” is generally employed in its sense including “and/or” unless the content clearly dictates otherwise.
  • emulsifier” and “surfactant” mean essentially the same thing and may be used interchangeably.
  • composition or “formulation” also mean essentially the same thing and may be used interchangeably.
  • the phrase comprising may be replaced by the phrases “consisting of” or “consisting essentially of or “consisting substantially of”.
  • the combination or composition described includes or comprises or consists of or consists essentially of or consists substantially of the specific components recited therein, to the exclusion of other fungicides or insecticide or plant growth promoting agents or adjuvants or excipients not specifically recited therein.
  • the term "about” refers to a measurable value such as a parameter, an amount, a temporal duration, and the like and is meant to include variations of +1-15% or less, preferably variations of +/-10% or less, more preferably variations of +1-5% or less, even more preferably variations of +/- 1 % or less, and still more preferably variations of +/- 0.1 % or less of and from the particularly recited value, in so far as such variations are appropriate to perform in the invention described herein. Furthermore, it is also to be understood that the value to which the modifier "about” refers is itself specifically disclosed herein.
  • Ipfencarbazone is improved by formulating it with certain specific and selective agrochemically acceptable components/agents such as surfactants, oils, etc. It has further been found that the compositions/formulations of Ipfencarbazone with surfactants or oils according to the present invention, not only improves the soil mobility of Ipfencarbazone, but also improves its stability with enhanced shelf life.
  • the present invention provides an herbicidal composition with enhanced soil mobility, comprising Ipfencarbazone.
  • the said composition comprises Ipfencarbazone, in an amount in the range of 10 to 50% w/w.
  • the amount of Ipfencarbazone in the composition of this invention is 20 to 40% w/w.
  • the amount of Ipfencarbazone may range from 10 g/L to 1000 g/L in the composition.
  • Ipfencarbazone is present in an amount of 100 g/L to 800 g/L in the composition.
  • the composition further comprises an agrochemically suitable component in an amount from about 0.01 to 90% by weight of the composition.
  • the composition further comprises an agrochemically suitable component in an amount from about 0.01 to 60% by weight of the composition.
  • the composition further comprises an agrochemically suitable component in an amount from about 0.01 to 30% by weight of the composition.
  • an herbicidal composition with enhanced soil mobility comprising Ipfencarbazone and at least one agrochemically suitable component.
  • the agrochemically suitable component may be any one or a combination of adjuvants, co-solvents, surfactants, colorants, emulsifiers, thickeners, antifreeze agents, biocides, anti-foam agents, stabilizers, wetting agents or a mixture thereof which may be optionally added to the compositions of the present invention.
  • the surfactants may be selected from non-ionic, anionic or cationic surfactants.
  • nonionic surfactants include polyarylphenol polyethoxy ethers, polyalkylphenol polyethoxy ethers, polyglycol ether derivatives of saturated fatty acids, polyglycol ether derivatives of unsaturated fatty acids, polyglycol ether derivatives of aliphatic alcohols, polyglycol ether derivatives of cycloaliphatic alcohols, fatty acid esters of polyoxyethylene sorbitan, alkoxylated vegetable oils, alkoxylated acetylenic diols, polyalkoxylated alkylphenols, fatty acid alkoxylates, sorbitan alkoxylates, sorbitol esters, C8-C22 alkyl or alkenyl polyglycosides, polyalkoxy styrylaryl ethers, alkylamine oxides, block copolymer ethers, polyalkoxylated fatty glyceride, polyalkylene glycol ethers, linear aliphatic
  • anionic surfactants include alcohol sulfates, alcohol ether sulfates, alkylaryl ether sulfates, alkylaryl sulfonates such as alkylbenzene sulfonates and alkylnaphthalene sulfonates and salts thereof, alkyl sulfonates, mono- or di-phosphate esters of polyalkoxylated alkyl alcohols or alkylphenols , mono- or di-sulfosuccinate esters of C12- Ci5 alkanols or polyalkoxylated C12-C15 alkanols, alcohol ether carboxylates, phenolic ether carboxylates, polybasic acid esters of ethoxylated polyoxyalkylene glycols consisting of oxybutylene or the residue of tetrahydrofuran, sulfoalkylamides and salts thereof such as N-methyl-N-oleoyltaurate Na salt,
  • Cationic surfactants include alkanol amides of Cs-C-is fatty acids and Cs-C-is fatty amine polyalkoxylates, C 10 -C 18 alkyldimethylbenzylammonium chlorides, coconut alkyldimethylaminoacetic acids, and phosphate esters of Cs-C-is fatty amine polyalkoxylates.
  • Emulsifiers which can be advantageously employed herein can be readily determined by those skilled in the art and include various non-ionic, anionic, cationic and amphoteric emulsifiers, or a blend of two or more emulsifiers.
  • nonionic emulsifiers useful in preparing the emulsifiable concentrates include the polyalkylene glycol ethers and condensation products of alkyl and aryl phenols, aliphatic alcohols, aliphatic amines or fatty acids with ethylene oxide, propylene oxides such as the ethoxylated alkyl phenols and carboxylic esters solubilized with the polyol or polyoxyalkylene.
  • Cationic emulsifiers include quaternary ammonium compounds and fatty amine salts.
  • Anionic emulsifiers include the oil-soluble salts (e.g., calcium) of alkylaryl sulfonic acids, oil-soluble salts or sulfated polyglycol ethers and appropriate salts of phosphated polyglycol ether.
  • colorants may be selected from iron oxide, titanium oxide and Prussian Blue, and organic dyestuffs, such as alizarin dyestuffs, azo dyestuffs or metal phthalocyanine dyestuffs, and trace elements, such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • organic dyestuffs such as alizarin dyestuffs, azo dyestuffs or metal phthalocyanine dyestuffs
  • trace elements such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • a thickener or binder which may be selected from but not limited to molasses, granulated sugar, alginates, karaya gum, jaguar gum, tragacanth gum, polysaccharide gum, mucilage, xanthan gum or combination thereof.
  • the binder may be selected from silicates such as magnesium aluminium silicate, polyvinyl acetates, polyvinyl acetate copolymers, polyvinyl alcohols, polyvinyl alcohol copolymers, celluloses, including ethylcelluloses and methylcelluloses, hydroxymethyl celluloses, hydroxypropylcelluloses, hydroxymethylpropyl-celluloses, polyvinylpyrolidones, dextrins, malto-dextrins, polysaccharides, fats, oils, proteins, gum arabics, shellacs, vinylidene chloride, vinylidene chloride copolymers, calcium lignosulfonates, acrylic copolymers, starches, polyvinylacrylates, zeins, gelatin, carboxymethylcellulose, chitosan, polyethylene oxide, acrylimide polymers and copolymers, polyhydroxyethyl acrylate, methylacrylimide monomers, alginate, ethy
  • antifreeze agent(s) added to the composition may be alcohols selected from the group comprising of but not limited to ethylene glycol, 1 ,2-propylene glycol, 1 ,3-propylene glycol, 1 ,2-butanediol, 1 ,3-butanediol, 1 ,4-butanediol, 1 ,4- pentanediol, 3-methyl-1 ,5-pentanediol, 2,3-dimethyl-2,3-butanediol, trimethylol propane, mannitol, sorbitol, glycerol, pentaerythritol, 1 ,4-cyclohexanedimethanol, xylenol, bisphenols such as bisphenol A or the like.
  • ether alcohols such as diethylene glycol, triethylene glycol, tetraethylene glycol, polyoxyethylene or polyoxypropylene glycols of molecular weight up to about 4000, diethylene glycol monomethylether, diethylene glycol monoethylether, triethylene glycol monomethylether, butoxyethanol, butylene glycol monobutylether, dipentaerythritol, tripentaerythritol, tetrapentaerythritol, diglycerol, triglycerol, tetraglycerol, pentaglycerol, hexaglycerol, heptaglycerol, octaglycerol.
  • biocides may be selected from benzothiazoles, 1 ,2- benzisothiazolin-3-one, sodium dichloro-s-triazinetrione, sodium benzoate, potassium sorbate, 1 ,2-phenyl-isothiazolin-3-one, inter chloroxylenol paraoxybenzoate butyl.
  • antifoam agent may be selected from Polydimethoxysiloxane, polydimethylsiloxane, Alkyl poly acrylates, Castor Oil, Fatty Acids, Fatty Acids Esters, Fatty Acids Sulfate, Fatty Alcohol, Fatty Alcohol Esters, Fatty Alcohol Sulfate, Foot Olive Oil, Mono & Di Glyceride, Paraffin Oil, Paraffin Wax, Poly Propylene Glycol, Silicones Oil, Vegetable & Animal Fats, Vegetable & Animal Fats Sulfate, Vegetable & Animal Oil, Vegetable & Animal Oil Sulfate, Vegetable & Animal Wax, Vegetable & Animal Wax Sulfate, agents based on silicon or magnesium stearate.
  • the formulations can also contain other compatible additives, for example, plant growth regulators and other biologically active compounds used in agriculture.
  • the additives to be used for the formulation include, for example, a solid carrier such as kaolinite, sericite, diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaoline, bentonite, clay, sodium carbonate, sodium bicarbonate, mirabilite, zeolite or starch; a solvent such as water, toluene, xylene, solvent naphtha, dioxane, dimethylsulfoxide, N,N-dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone or an alcohol; an anionic surfactant such as a salt of fatty acid, a benzoate, a polycarboxylate, a salt of alkylsulfuric acid ester, an alkyl sulfate, an alkylaryl sulfate, an alkyl diglycol ether sulfate, a salt of alcohol sulfuric acid ester, an alkyl sulfon
  • additives may suitably be selected for use alone or in combination as a mixture of two or more of them, so long as the object of the present invention is met. Further, additives other than the above- mentioned may be suitably selected for use among those known in this field. For example, various additives commonly used, such as a filler, a thickener, an anti-settling agent, an anti-freezing agent, a dispersion stabilizer, a safener, an anti-mold agent, a bubble agent, a disintegrator and a binder, may be used.
  • the agrochemical formulation may also comprise one or more antioxidants.
  • the agrochemical formulation comprises an antioxidants.
  • Antioxidants are, for example, amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and derivatives thereof, imidazole and imidazole derivatives (e.g. urocanic acid), peptides, such as, for example, D,L-carnosine, D-carnosine, L-carnosine and derivatives thereof (e.g. anserine), carotenoids, carotenes (e.g. a-carotene, b-carotene, lycopene) and derivatives thereof, lipoic acid and derivatives thereof (e.g.
  • thioglycerol thiosorbitol, thioglycolic acid, thioredoxin, glutathione, cysteine, cystine, cystamine and the glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl, lauryl, palmitoyl, oleyl, y-linoleyl, cholesteryl and glyceryl esters thereof
  • salts thereof dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and derivatives thereof (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts), and sulfoximine compounds (e.g.
  • buthionine sulfoximines in very low tolerated doses (e.g. pmol/kg to pmol/kg), also metal chelating agents (e.g. a- hydroxy fatty acids, EDTA, EGTA, phytic acid, lactoferrin), a-hydroxy acids (e.g. citric acid, lactic acid, malic acid), humic acids, bile acid, bile extracts, gallic esters (e.g.
  • propyl, octyl and dodecyl gallate flavonoids, catechins, bilirubin, biliverdin and derivatives thereof, unsaturated fatty acids and derivatives thereof (e.g. y-linolenic acid, linoleic acid, arachidonic acid, oleic acid), folic acid and derivatives thereof, hydroquinone and derivatives thereof (e.g. arbutin), ubiquinone and ubiquinol, and derivatives thereof, vitamin C and derivatives thereof (e.g.
  • vitamin A palmitate the coniferyl benzoate of benzoin resin, rutin, rutinic acid and derivatives thereof, disodium rutinyl disulfate, cinnamic acid and derivatives thereof (e.g. ferulic acid, ethyl ferulate, caffeeic acid), kojic acid, chitosan glycolate and salicylate, butylhydroxytoluene, butylhydroxyanisol, nordihydroguaiacic acid, nordihydroguaiaretic acid, trihydroxybutyrophenone, uric acid and derivatives thereof, mannose and derivatives thereof, selenium and selenium derivatives (e.g.
  • stilbenes and stilbene derivatives e.g. stilbene oxide, trans-stilbene oxide
  • suitable derivatives salts, esters, sugars, nucleotides, nucleosides, peptides and lipids
  • mixtures of these specified active ingredients or plant extracts e.g. teatree oil, rosemary extract and rosemarinic acid
  • teatree oil e.g. teatree oil, rosemary extract and rosemarinic acid
  • suitable solvents are water, aromatic solvents (for example Solvesso products, xylene), paraffins (for example mineral oil fractions such as kerosene or diesel oil), coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, for example toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, alcohols (for example methanol, butanol, pentanol, benzyl alcohol, cyclohexanol), ketones (for example cyclohexanone, gamma-butyrolactone), pyrrolidones (NMP, NEP, NOP), acetates (glycol diacetate), glycols, fatty acid dimethylamides, fatty acids and fatty acid esters, isophorone and dimethylsulfoxide.
  • solvent mixtures may also be used.
  • suitable surfactants are alkali metal, alkaline earth metal and ammonium salts of lignosulfonic acid, naphthalenesulfonates, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkyl sulfates, alkylsulfonates, fatty alcohol sulfates, fatty acids and sulfated fatty alcohol glycol ethers, furthermore condensates of sulfonated naphthalene and naphthalene derivatives with formaldehyde, condensates of naphthalene or of naphthalenesulfonic acid with phenol and formaldehyde, polyoxyethylene octylphenol ethers, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenol polyglycol ethers, tributylpheny
  • suitable carriers are mineral earths such as silica gels, silicates, talc, kaolin, attaclay, attapulgite, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers, such as, for example, ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas, and products of vegetable origin, such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders, polyvinylpyrrolidone and other solid carriers.).
  • mineral earths such as silica gels, silicates, talc, kaolin, attaclay, attapulgite, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers
  • Suitable preservatives are for example 1 ,2-benzisothiazolin-3-one and/or 2-Methyl-2H- isothiazol-3-one or sodium benzoate or benzoic acid.
  • the composition may be in any agriculturally suitable form for storage and application to the ground.
  • the composition may be formulated as commonly known formulations such as solid, or liquid formulations, including but not limited to, wettable powders, granules, dusts, Soluble (liquid) concentrates, suspension concentrates, oil in water emulsion, water in oil emulsion, emulsifiable concentrates, capsule suspensions, ZC formulations, liquid creame (FC) formulation, oil dispersions or other known formulation types.
  • composition is formulated as liquid formulation.
  • the present invention provides a liquid formulation of Ipfencarbazone along with agrochemically acceptable excipients.
  • liquid composition may be formulated in various forms but more specifically as, suspension concentrate (SC), oil dispersion (OD), emulsifiable concentrate (EC) and so forth.
  • SC suspension concentrate
  • OD oil dispersion
  • EC emulsifiable concentrate
  • the said composition is in the form of a suspension concentrate (SC).
  • SC suspension concentrate
  • the said composition is in the form of an oil dispersion (OD). In yet another embodiment of the invention, the said composition is in the form of an emulsifiable concentrate (EC).
  • OD oil dispersion
  • EC emulsifiable concentrate
  • the present invention provides an oil dispersion composition with enhanced soil mobility, the said composition comprising ipfencarbazone, at least one anionic emulsifier and an oil.
  • the oil may be selected from any known adjuvant oils such as mineral oil, or alkylated oil for example methylated oils such as methylated vegetable oils.
  • methylated vegetable oils are methylated rapeseed oil, methylated sunflower oil, methylated coconut oil, methylated olive oil, methylated kapok oil, methylated castor oil, methylated palm oil, methylated camellia oil, methylated sesame oil, methylated corn oil, methylated rice bran oil, methylated peanut oil, methylated cottonseed oil, methylated soybean oil, methylated linseed oil and methylated tung oil .
  • the oil is a methylated oil, more preferably a methylated vegetable oil.
  • an anionic emulsifier includes the oil-soluble salts (e.g., calcium) of alkylaryl sulfonic acids, oil-soluble salts or sulfated polyglycol ethers and appropriate salts of phosphated polyglycol ether.
  • oil-soluble salts e.g., calcium
  • oil-soluble salts or sulfated polyglycol ethers e.g., calcium
  • appropriate salts of phosphated polyglycol ether e.g., calcium
  • a preferred anionic emulsifier for the above compositions is calcium dodecylbenzene sulfonate.
  • OD formulation comprises ipfencarbazone and other components selected from the group comprising of at least one oil, a dispersant including non-aqueous and aqueous dispersant, a non-ionic emulsifier, an anionic emulsifier, an adjuvant and the like.
  • the OD formulation comprises oil in an amount in the range of 50 to 60% w/w.
  • the non-aqueous dispersant in the OD composition is selected from the group consisting of non-ionic block copolymer, high molecular weight polymer, carboxylic acid- based polymer, alkylated vinyl pyrrolidone polymer, tristyryl phenol ethoxylate, and tristyryl phenol phosphate.
  • the non-aqueous dispersant is present in an amount in the range of 1 to 5% w/w.
  • the OD formulation may comprise an aqueous dispersant such as amphoteric polymers.
  • amphoteric polymers are esters of alkoxylated diethylethanolamine, sodium-neutralized styrene/acrylic acid copolymer, polyoxyethylene (12) diethylethanolamine monotrimerate, nonionic polyalkylene glycol ether, be alkylbetaines, cocoamidopropylbetaine, cocoamphodiacetates, cocoiminodipropionate, dodecyliminodipropionate and polyalkylene oxide block copolymer.
  • the OD composition comprises aqueous dispersant in an amount in the range of 1 to 5% w/w.
  • non-ionic emulsifier in the composition include polyoxyethylene (40) sorbitol hexaoleate, polyoxyethylene (40) sorbitol hexaoleate, and secondary alcohol ethoxylate, tristyryl phenol, polyethylene glycol ester, ethoxylated acid, and castor oil ethoxylate.
  • the OD composition comprises the non-ionic emulsifier in an amount in the range of 5 to 20% w/w.
  • anionic emulsifier examples include calcium dodecylbenzene sulfonate in 2- Ethylhexanol, sodium dioctyl sulfosuccinate, and calcium alkylaryl sulphonate.
  • the OD composition comprises an anionic emulsifier in an amount in the range of 0 to 8% w/w.
  • a process for preparing an OD formulation of Ipfencarbazone comprising the step of mixing Ipfencarbazone, oil, non-aqueous dispersants, aqueous dispersants, anionic emulsifiers, non-ionic emulsifiers and proprietary surfactant blend (Hydrassemble 100), at once or in a suitable sequence of steps known to a person skilled in the art to obtain the OD formulation.
  • the present invention provides an SC formulation with enhanced soil mobility, the said composition comprising ipfencarbazone, at least one surfactant selected from anionic emulsifiers and non-ionic emulsifiers.
  • the present invention provides an SC formulation with enhanced soil mobility, the said composition comprising ipfencarbazone and mixture of anionic emulsifiers and non-ionic emulsifiers.
  • the SC formulation comprises ipfencarbazone and other components selected from the group comprising surfactants, dispersants, anionic emulsifiers, non-ionic emulsifiers, anti-foams, solvents, thickeners and mixtures thereof.
  • the surfactant may be an anionic surfactant, a non-ionic surfactant, or a combination thereof.
  • anionic surfactants include sodium salt of a sulphonated naphthalene/formaldehyde condensate, sodium lauryl sulphate and sodium dodecylbenzene sulphonate.
  • non-ionic surfactant examples include alkoxylate, alcohol ethoxylate, block copolymers wherein central polypropylene glycol group is flanked by 2-polyethylene glycol groups, propoxy or ethoxy block polymer 20% polyethylene glycol in molecule, polyoxyethylene (10) polyoxypropylene (10) sorbitan monolaurate, and polyoxyethylene (15) polyoxypropylene (5) sorbitan monolaurate.
  • the formulation may further comprise a thickener selected from the group consisting of molasses, granulated sugar, alginates, gelatin, gum Arabic, karaya gum, jaguar gum, tragacanth gum, polysaccharide gum, mucilage, xanthan gum or combination thereof.
  • a thickener selected from the group consisting of molasses, granulated sugar, alginates, gelatin, gum Arabic, karaya gum, jaguar gum, tragacanth gum, polysaccharide gum, mucilage, xanthan gum or combination thereof.
  • SC formulation comprises ipfencarbazone in an amount of 10 to 50% w/w and at least one anionic emulsifier or non-ionic emulsifier in the range 0.01 to 30% w/w.
  • a process for preparing an SC formulation of Ipfencarbazone comprising the step of mixing Ipfencarbazone, dispersants, anionic surfactants, non-ionic surfactants together at once or in a suitable sequence of steps known to a person skilled in the art to obtain SC formulation.
  • compositions of the present invention comprising ipfencarbazone can be combined with at least one additional agrochemical/pesticide.
  • pesticides include but are not limited to herbicides, fungicides, miticides, larvicides, avicides, insecticides, nematicides and rodenticides.
  • Non-limiting examples of herbicides are: 2,4-D, acetochlor, aclonifen, amicarbazone, 4- aminopieolinic acid based herbicides, such as halauxifen, halauxifen-methyl, 4-amino-3- chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5fluoropyridine-2-carboxylic acid or an agriculturally acceptable ester or salt thereof, and those described in U.S. Patent Nos.
  • Non-limiting examples of insecticides are selected from: Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate,Trimethacarb, XMC, Xylylcarb, Acephate, Azamethiphos, Azinphos-ethyl, Azinphosmethyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Dia
  • Non-limiting examples of fungicides are (3-ethoxypropyl)mercury bromide, 2- methoxyethylmercury chloride, 2-phenylphenol, 8-hydroxyquinoline sulfate, 8- phenylmercurioxyquinoline, acetate, acibenzolar, acypetacs, acypetacs-copper, acypetacs-zinc, albendazole, aldimorph, allicin, allyl alcohol, ametoctradin, aminopyrifen, amisulbrom, amobam, ampropylfos, anilazine, asomate, aureofungin, azaconazole, azithiram, azoxystrobin, barium polysulfide, basic copper carbonate, basic copper sulfate, benalaxyl, benalaxyl-M, benodanil, benomyl, benquinox, bentaluron, benthiavalicar
  • Another aspect of the present invention provides a method of increasing soil mobility of Ipfencarbazone, comprising formulating Ipfencarbazone with atleast one agrochemically suitable component selected from the group consisting of oil, dispersants including non- aqueous and aqueous dispersants, non-ionic emulsifier, and anionic emulsifier.
  • Another embodiment of the present invention provides a method of increasing soil mobility of Ipfencarbazone, comprising formulating Ipfencarbazone with atleast one agrochemically suitable component selected from the group consisting of oil, surfactants, dispersants, thickeners, emulsifiers, and combinations thereof.
  • Another embodiment of the present invention provides a method of increasing effective area and speed of weed control, wherein the said method comprises application of a composition with enhanced soil mobility comprising ipfencarbazone and at least one agrochemically suitable component.
  • compositions provide enhanced soil mobility to ipfencarbazone and enables faster and greater reach of the active for effective control of weeds.
  • advantage is effective use of herbicides with lesser amounts of herbicide being applied in the environment to achieve same levels of efficacy and weed control.
  • the present invention provides a method of controlling weed with said compositions comprising Ipfencarbazone with enhanced soil mobility.
  • the present invention provides a method of controlling weeds at a locus comprising applying to the said locus, a composition having enhanced soil mobility comprising ipfencarbazone and atleast one agrochemically suitable component.
  • compositions of the present invention may be applied at pre-emergent or post- emergent stages.
  • compositions of the present invention may be applied as a premix formulation, a tank- mix or a kit-of-parts.
  • the present invention provides a use of a composition comprising ipfencarbazone with enhanced soil mobility to control weeds in agricultural crops.
  • compositions of the present invention are used to control weeds in various agricultural crops.
  • Non-limiting examples of weeds controlled by the compositions of the present invention include:
  • Urticaceae weeds Urtica urens
  • Polygonaceae weeds Polygonum convolvulus, Polygonum lapathifolium, Polygonum pensylvanicum, Polygonum persicaria, Polygonum longisetum, Polygonum aviculare, Polygonum arenastrum, Polygonum cuspidatum, Rumex japonicus, Rumex crispus, Rumex obtusifolius, Rumex acetosa; Portulacaceae weeds; Portulaca oleracea; Caryophyllaceae weeds; Stellaria media, Cerastium holosteoides, Cerastium glomeratum, Spergula arvensis, Silene gallica.
  • Molluginaceae weeds Mollugo verticillata; Chenopodiaceae weeds; Chenopodium album, Chenopodium ambrosioides, Kochia scoparia, Salsola kali, Atriplex spp.; Amaranthaceae weeds; Amaranthus retroflexus, Amaranthus viridis, Amaranthus lividus, Amaranthus spinosus, Amaranthus hybridus, Amaranthus palmeri, Amaranthus rudis, Amaranthus patulus, Amaranthus tuberculatos, Amaranthus blitoides, Amaranthus deflexus, Amaranthus quitensis, Alternanthera philoxeroides, Alternanthera sessilis, Alternanthera tenella; Papaveraceae weeds; Papaver rhoeas, Argemone Mexicana; Brassicaceae weeds;
  • Raphanus raphanistrum Raphanus sativus, Sinapis arvensis, Capsella bursa-pastoris, Brassica juncea, Brassica campestris, Descurainia pinnata, Rorippa islandica, Rorippa sylvestris, Thlaspi arvense, Myagrum rugosum, Lepidium virginicum, Coronopus didymus; Dinebra weeds; Dinebra Americana, Dinebra aquatic, Dinebra aristidoides, Dinebra bromoides, Dinebra calycina, Dinebra caudata, Dinebra chinensis, Dinebra chloride, Dinebra chondrosioides, Dinebra coerulescens, Dinebra cristata, Dinebra curtipendula, Dinebra decipiens, Dinebra divaricate, Dinebra divaricatissima, Dinebra dura, Dinebra guineensis, Dinebra hir
  • Sterculiaceae weeds Sterculiaceae weeds; Waltheria indica; Violaceae weeds; Viola arvensis, Viola tricolor; Cucurbitaceae weeds; Sicyos angulatus, Echinocystis lobata, Momordica charantia; Lythraceae weeds; Lythrum salicaria; Apiaceae weeds; Hydrocotyle sibthorpioides; Sapindaceae weeds; Cardiospermum halicacabum; Primulaceae weeds; Anagallis arvensis; Asclepiadaceae weeds; Asclepias syriaca, Ampelamus albidus; Rubiaceae weeds; Galium aparine, Galium spurium var.
  • examples of weeds controlled by the compositions of the present invention include: Echinochloa crus-galli, Echinochloa oryzicola, Echinochloa oryzoides, Echinochloa colona, Echinochloa glabrescens, Echinochloa phyllopogon, Lindernia procumbens, Monochoria vaginalis, Cenchrus longispinus, Leptochloa fascicularis, Cyperus difformis, Cyperus rotundus, Cyperus heterophyllus, Allium fistulosum, Scirpus juncoides, Cyperus serotinus, Digitaria nuda, Eleusine indica, Lolium multiflorum, Setaria geniculata, Brachiaria decumbens, Brachiaria plantaginea, Sorghum halepense, Cenchrus echinatus, Bidens pilosa, Raphanus
  • the target crops include, but not limited to, corn, rice, wheat, barley, rye, oat, sorghum, cotton, soybean, peanut, buckwheat, beet, rapeseed, sunflower, sugar cane, tobacco, etc.; vegetables: solanaceous vegetables such as eggplant, tomato, pimento, pepper, potato, etc., cucurbit vegetables such as cucumber, pumpkin, zucchini, water melon, melon, squash, etc., cruciferous vegetables such as radish, white turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, leaf mustard, broccoli, cauliflower, etc., asteraceous vegetables such as burdock, crown daisy, artichoke, lettuce, etc, liliaceous vegetables such as green onion, onion, garlic, and asparagus, ammiaceous vegetables such as carrot, parsley, celery, parsnip, etc., chenopodiaceous vegetables such as spinach, Swiss chard, etc., lamiaceous vegetables such as Perilla frutesc
  • berries such as blueberry, cranberry, blackberry, raspberry, etc., grape, kaki fruit, olive, plum, banana, coffee, date palm, coconuts, etc. , trees other than fruit trees; tea, mulberry, flowering plant, trees such as ash, birch, dogwood, Eucalyptus, Ginkgo biloba, lilac, maple, Quercus, poplar, Judas tree, Liquidambar formosana, plane tree, zelkova, Japanese arborvitae, fir wood, hemlock, juniper, Pinus, Picea, and Taxus cuspidate, etc.
  • kits of parts comprising a component of ipfencarbazone and another component of one or more agrochemically suitable component; wherein the two components are mixed together at the time of use to yield a composition of enhanced soil mobility.
  • the above mention kit of parts may additionally comprise a third component of at least one agrochemical selected from the group consisting of herbicides, fungicides, miticides, larvicides, avicides, insecticides, nematicides, rodenticides and combinations thereof.
  • kit-of-parts may be accompanied by a set of instructions in form of a manual, guide, booklet, pamphlet, and so forth.
  • An advantage of the compositions of the present invention is enhanced soil mobility of the active and stability.
  • compositions of the present invention exhibit enhanced soil mobility in different soil types such as 2.4 and 6 type at different moisture levels. Accordingly, the present invention and compositions therein increase both the bioavailability as well as the efficacy of the herbicide enhancing its potential manifold.
  • compositions of the present invention are stable at room temperature as well as at temperature range of 4 degree Celsius to 54 degree Celsius for a longer period of time without any significant change in the chemical or physical properties of the composition.
  • the following table illustrates the composition of soil types used for evaluating the herbicidal compositions of the present invention.
  • Samples were diluted to 0.75% Ipfencarbazone and 200 pi applied to the columns prior to 10ml water.
  • OD1 , OD2 and OD3 failed to penetrate the soil column beyond 0.5 cm.
  • OD4 was able to penetrate the soil upto a depth of 2 cm.
  • OD5 was eluted out of the soil column.
  • 15.2% of OD5 was able to penetrate the column to a depth of 3.0-7.5 cm whereas OD6, which was also eluted out of the column, was able to penetrate the soil column to a depth of 3.0-7.5 cm.
  • About 25.3% of OD3 was found to penetrate the soil column at this depth.
  • methylated rapeseed oil and anionic emulsifier present in OD4, OD5 and OD6 but absent in OD1 , OD2 and OD3 was able to enhance the soil mobility of the formulations. Additionally, adjuvants such as Nonionic Secondary Alcohol Ethoxylate, HydrA 100, further improved the mobility of these formulations.
  • the following table illustrates the composition of soil types used for evaluating the herbicidal compositions of the present invention.
  • Samples were diluted to 0.75% Ipfencarbazone and 200 pi applied to the columns prior to 5m I water.
  • Ipfencarbazone penetrated to a depth of 1 to 2 inches in increasing amounts for samples SC2, SC3, SC4, SC5, SC6, SC7, SC8 and SC9 as compared to only 0.5-1 inch for SC1.
  • the amount of ipfencarbazone that penetrated to a depth of 0.5 to 1 inch was significantly higher for SC8.
  • ipfencarbazone from SC8 penetrated to a depth of 2 inches in higher quantities as compared to other samples.
  • compositions of the present invention display better soil mobility and farther reach into the soil when combined with suitable components such as an oil, an anionic emulsifier and/or surfactant blends.

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  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
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  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
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  • Engineering & Computer Science (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention concerne des compositions herbicides présentant une stabilité et une mobilité du sol améliorées et leur utilisation. La présente invention concerne également un procédé d'amélioration/d'augmentation de la mobilité du sol et un procédé de lutte contre les mauvaises herbes faisant appel auxdites compositions.
PCT/GB2022/051095 2021-04-30 2022-04-29 Compositions herbicides à mobilité améliorée du sol WO2022229654A1 (fr)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117441736A (zh) * 2023-12-22 2024-01-26 山东科赛基农生物工程有限公司 一种包含双氟磺草胺除草剂和农用椰子油增效剂的复配制剂
CN117481113A (zh) * 2023-12-21 2024-02-02 山东科赛基农生物工程有限公司 一种苯唑草酮和炔草酯可分散油悬浮剂及其应用
CN117562066A (zh) * 2024-01-17 2024-02-20 山东科赛基农生物工程有限公司 含丙炔氟草胺和草铵膦的可湿性粉剂、制备方法及应用

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7314849B2 (en) 2006-01-13 2008-01-01 Dow Agrosciences Llc 6-(poly-substituted aryl)-4-aminopicolinates and their use as herbicides
US7432227B2 (en) 2003-04-02 2008-10-07 Dow Agrosciences Llc 6-alkyl or alkenyl-4-aminopicolinates and their use as herbicides
WO2011073616A2 (fr) * 2009-12-17 2011-06-23 Syngenta Limited Compositions herbicides comportant des pyranediones actives de façon herbicide et leurs procédés d'utilisation
CN106982858A (zh) * 2017-03-19 2017-07-28 长沙协浩吉生物工程有限公司 一种卫生间酵素杀菌剂的配制方法
US20170318812A1 (en) * 2014-11-21 2017-11-09 Arysta Lifescience North America, Llc Plant and Crop Growth Regulating/Biostimulant Formulations and Methods of Use
US20200236925A1 (en) * 2019-01-24 2020-07-30 Bayer Cropscience Lp Methods and formulations for preventing downward migration of agricultural materials

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7432227B2 (en) 2003-04-02 2008-10-07 Dow Agrosciences Llc 6-alkyl or alkenyl-4-aminopicolinates and their use as herbicides
US7314849B2 (en) 2006-01-13 2008-01-01 Dow Agrosciences Llc 6-(poly-substituted aryl)-4-aminopicolinates and their use as herbicides
WO2011073616A2 (fr) * 2009-12-17 2011-06-23 Syngenta Limited Compositions herbicides comportant des pyranediones actives de façon herbicide et leurs procédés d'utilisation
US20170318812A1 (en) * 2014-11-21 2017-11-09 Arysta Lifescience North America, Llc Plant and Crop Growth Regulating/Biostimulant Formulations and Methods of Use
CN106982858A (zh) * 2017-03-19 2017-07-28 长沙协浩吉生物工程有限公司 一种卫生间酵素杀菌剂的配制方法
US20200236925A1 (en) * 2019-01-24 2020-07-30 Bayer Cropscience Lp Methods and formulations for preventing downward migration of agricultural materials

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117481113A (zh) * 2023-12-21 2024-02-02 山东科赛基农生物工程有限公司 一种苯唑草酮和炔草酯可分散油悬浮剂及其应用
CN117481113B (zh) * 2023-12-21 2024-03-29 山东科赛基农生物工程有限公司 一种苯唑草酮和炔草酯可分散油悬浮剂及其应用
CN117441736A (zh) * 2023-12-22 2024-01-26 山东科赛基农生物工程有限公司 一种包含双氟磺草胺除草剂和农用椰子油增效剂的复配制剂
CN117441736B (zh) * 2023-12-22 2024-03-29 山东科赛基农生物工程有限公司 一种包含双氟磺草胺除草剂和农用椰子油增效剂的复配制剂
CN117562066A (zh) * 2024-01-17 2024-02-20 山东科赛基农生物工程有限公司 含丙炔氟草胺和草铵膦的可湿性粉剂、制备方法及应用
CN117562066B (zh) * 2024-01-17 2024-03-29 山东科赛基农生物工程有限公司 含丙炔氟草胺和草铵膦的可湿性粉剂、制备方法及应用

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