WO2023110755A1 - Compositions agrochimiques - Google Patents

Compositions agrochimiques Download PDF

Info

Publication number
WO2023110755A1
WO2023110755A1 PCT/EP2022/085406 EP2022085406W WO2023110755A1 WO 2023110755 A1 WO2023110755 A1 WO 2023110755A1 EP 2022085406 W EP2022085406 W EP 2022085406W WO 2023110755 A1 WO2023110755 A1 WO 2023110755A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
active ingredient
agrochemical active
continuous phase
liquid continuous
Prior art date
Application number
PCT/EP2022/085406
Other languages
English (en)
Inventor
Kingsley Horton NELSON, Jr
Dallas Guy KESLER
Original Assignee
Syngenta Crop Protection 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 Syngenta Crop Protection Ag filed Critical Syngenta Crop Protection Ag
Priority to AU2022410212A priority Critical patent/AU2022410212A1/en
Priority to CA3240910A priority patent/CA3240910A1/fr
Publication of WO2023110755A1 publication Critical patent/WO2023110755A1/fr

Links

Classifications

    • 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
    • A01P13/02—Herbicides; Algicides selective
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • 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
    • A01N25/26—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 in coated particulate form
    • A01N25/28—Microcapsules or nanocapsules
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • 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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

Definitions

  • the present invention relates to compositions comprising a combination of crop protection compounds, and a method of preparing and the use of such a composition.
  • agrochemical compositions need to be sufficiently storage stable so that the agrochemical compositions can be stockpiled until sold or held over to the next year avoiding waste.
  • One common challenge for agrochemical compositions is preventing crystallization of agrochemicals within the composition. Crystallization of agrochemicals within a composition can create issues in application by clogging equipment or uneven application. Furthermore, crystallization can lead to settling of the agrochemical, thereby impacting overall physical stability.
  • Embodiments include a composition, having a liquid continuous phase, a first agrochemical active ingredient which is insoluble in the liquid continuous phase, a second agrochemical active ingredient which dissolves the first agrochemical active ingredient encapsulated in a permeable capsule, the permeable capsule dispersed within the liquid continuous phase, and a stabilizing amount of the second agrochemical active ingredient free in the liquid continuous phase which dissolves the first agrochemical active ingredient.
  • compositions having a liquid continuous phase, a first agrochemical active ingredient which is insoluble in the liquid continuous phase, a solvent which dissolves the first agrochemical active ingredient encapsulated in a permeable capsule, the permeable capsule dispersed within the liquid continuous phase, and a stabilizing amount of the solvent ingredient free in the liquid continuous phase which dissolves the first agrochemical active ingredient.
  • Additional embodiments include a method of weed control, by diluting the composition described above and applying an herbicidal amount of the composition to a crop or the locus of the crop.
  • Another embodiment disclosed is a method, including encapsulating a second agrochemical active ingredient in a permeable capsule to form a first composition, combining the first composition with the first agrochemical active ingredient to form a composition as defined above.
  • FIG. 1 shows images related to crystal growth in SencoralTM and SencorTM.
  • FIGs. 2A and 2B are graphs showing particle size over time in a composition of the disclosure and comparison product.
  • FIGs. 3A, 3B, and 3C show micrographic images of compositions after two to four weeks at elevated temperature.
  • FIGs. 4A and 4B show micrographic images of a composition containing metribuzin and a composition with the subsequent addition of a permeable capsule suspension containing S-metolachlor.
  • FIG. 5 shows a micrographic image of a composition of sulfentrazone and a permeable capsule suspension containing S-metolachlor.
  • Embodiments described herein may comprise, consist essentially of, or consist of the elements therein.
  • a stabilizing amount refers to an amount of a component which provides stability to the formulation. Such stabilization includes the prevention of unwanted crystal growth/particle agglomeration. In general, this means that the average particle size in the composition does not increase more than 10%, 15%, 20%, 25%, 30%, 40%, or 50% during storage, e.g., at 50°C for 4-weeks.
  • the term “permeable,” and the like refers to a material or membrane which allows liquids or gases to pass through it.
  • the permeability of the encapsulation material can be controlled through various means, e.g., by the amount of cross-linking to the encapsulation material or the total amount of encapsulation material being used. Permeability may also depend on the specific encapsulating material and material being encapsulated.
  • the total amount of encapsulation material e.g., a polymer
  • the total amount of encapsulation material can be less than 20% w/w of the total composition, less than 15% w/w of the total composition, less than 10% w/w of the total composition, or less than 5% w/w of the total composition.
  • the amount of encapsulation material can be defined relative to the amount of material being encapsulated.
  • the w/w ratio of encapsulating material to the material being encapsulated can be 1 :5 to 1 :25, 1 :8 to 1 : 18, 1 : 10 to 1 : 15, or about 1 : 12.
  • the permeability of the encapsulation material allows the encapsulated material to be in communication with the continuous phase.
  • the permeability of the encapsulation material can allow, e.g, less than 10% w/w, less than 9% w/w, less than 8% w/w, less than 7% w/w, less than 6% w/w, less than 5% w/w, less than 4% w/w, less than 3% w/w, less than 2% w/w, or less than 1% w/w, or any range from these number, e.g., 1 to 10% w/w, 2 to 5% w/w, or 1 to 3% w/w to enter into the continuous phase.
  • the amount of encapsulated material can be selected such that the first agrochemical material can be completely solubilized by the encapsulated. This amount can readily be determined based on the solubility of the first agrochemical in the encapsulated material. In certain embodiments, the amount of encapsulated material is less than the total amount able to solubilize the first encapsulated material. Certain embodiments are configured such that the amount of free encapsulated material is less than the total amount necessary to completely solubilize the first agrochemical material, however, the first agrochemical will still be completely solubilized.
  • compositions described herein are preferably ‘ZC’ formulations.
  • ZCs comprise a stable suspension of capsules (CS) and active ingredient(s) in fluid (SC).
  • agrochemical active ingredient includes compounds or ingredients registered as being biologically active against an agricultural pest.
  • agrochemical active ingredients include compounds listed in: The Pesticide Manual, 12th edition, 2001, British Crop Protection Council.
  • Agrochemicals include, but are not limited to herbicides, fungicides, insecticides, bactericides, insect growth regulators, plant growth regulators, nematicides, molluscicides or mixtures of several of these preparations.
  • the total amount of active ingredients is generally in the range of from about 1-60% w/w, preferably 5% to 55% w/w, and most preferably 15% to 35% w/w.
  • the amount of each active ingredient is between about 2-40% w/w, preferably about 5-35% w/w, more preferably about 10-30% w/w, and most preferably about 10-20% w/w.
  • the total amount of the agrochemicals in the composition is from 0.002% to 5% w/w, preferably 0.01% to 3% w/w, and most preferably 0.02% to 1.75% w/w.
  • S-MOC S-metolachlor
  • metribuzin metribuzin
  • cloransulam-methyl S-MOC
  • mesotrione S-metolachlor
  • S-MOC is part of the chloroacetanilide family of herbicides, used to control grasses and broad-leafed weeds, often in maize.
  • Acetamide herbicides are a group of structurally related herbicides that include acetanilide herbicides (e.g., chloroacetanilide herbicides) and other amide-containing herbicides.
  • Metribuzin is an herbicide used both pre- and post-emergence in crops and acts by inhibiting photosynthesis by disrupting photosystem II.
  • Cloransulam-methyl is a sulfonamide used as an herbicide for the of post-emergence control of broad-leaved weeds.
  • Mesotrione is a 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor.
  • Sulfentrazone is in the aryl triazinone chemical class of herbicides and controls weeds by inhibiting the protoporphyrinogen oxidase (PPO) enzyme in plants
  • the S-metolachlor may be present in an amount of from 15 to 55% by weight, such as from 20 to 50% by weight, preferably from 25 to 45% by weight, or even from about 30 to 40% by weight.
  • the metribuzin may be present in an amount of from 1 to 20% by weight, such as from 2 to 15% by weight, preferably, from 5 to 10% by weight, or even from 6 to 8% by weight.
  • the cloransulam-methyl is present in amount of from 0.01 to 10% by weight, such as from 0.1 to 5% by weight, preferably from 0.4 to 1% by weight, such as from 0.5 to 0.9% by weight.
  • the mesotrione may be present in an amount of from 1 to 20% by weight, such as from 2 to 10% by weight, preferably, about 3% by weight.
  • mesotrione can be any one, or combination of 1, 2, 3, 4, 5, 6, 7, 8, 9, 10% by weight.
  • the sulfentrazone is present in amount of from 0.01 to 10% by weight, such as from 0.1 to 5% by weight, preferably from 0.5 to 4% by weight, such as from 0.1 to 3% by weight.
  • the composition comprises, from 400 to 420 g/L S- metolachlor, from 75 to 78 /L metribuzin, and from 6 to 8 g/L cloransulam-methyl.
  • compositions preferably comprise one or more dispersing agents, more preferably the dispersing agent is selected from 2-[methyl-(l-oxo-9-octadecenyl)- amino]-ethanesulfonic acid, and/or lignins; or salts thereof.
  • the composition preferably comprises one or more surfactants as wetting agents and/or emulsifiers and/or dispersants.
  • the one or more surfactants is/are present in an amount of from 1 to 15% by weight, such as from 2 to 14% by weight, or from 3 to 12% by weight.
  • Suitable ionic surfactants are the alkali, alkaline earth and ammonium salts of aromatic sulphonic acids, for example of lignosulphonic acid, phenolsulphonic acid, naphthalenesulphonic acid, dibutylnaphthalenesulphonic acid or of fatty acids, alkyland alkylaryl sulfonates, alkyl sulphates, lauryl ether sulphates and fatty alcohol sulphates, and salts of sulphated hexa-, hepta- and octa-decanols, and of fatty alcohol glycol ethers, condensates of sulfonated naphthalene and its derivatives with formaldehyde, condensates of naphthalene or of the naphthalenesulphonic acids with phenol and formaldehyde, polycarboxylates or phosphate esters of alkoxylated alcohols.
  • aromatic sulphonic acids for
  • Suitable nonionic surfactants are polyoxyethylene octyl phenol ethers, alkoxylated alcohols such as ethoxylated isooctyl-, octyl- or nonyl-phenol, alkylphenyl polyglycol ethers, tributylphenyl polyglycol ethers, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol/ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers or polyoxypropylene alkyl ethers, lauryl alcohol polyglycol ether acetate, sorbitol esters, lignin-sulfite waste liquors and also proteins, denatured proteins, polysaccharides (for example methylcellulose), hydrophobically modified starches, polyvinyl alcohols (for example Mowiol®), polyalkoxylates, polyvinylamines, polyethyleneimines,
  • compositions preferably comprise naphthalenesulfonic acid, sodium salt condensed with formaldehyde as a wetting agent.
  • Stabilizing agents such as ammonium nitrate, can be present in the composition from, e.g., 0.1 to 2% w/w or about 1% w/w.
  • the stabilizing agent can be used in an amount to improve dilution performance.
  • compositions can comprise an ethoxylated alcohol as an emulsifier.
  • the ethoxylated alcohol has an alkyl chain of from C2 to C30, such as from C5 to C20, from C10 to Ci8, or even from C12 to C15.
  • the ethoxylated alcohol may have from 5 to 30, such as from 10 to 25, preferably 20 ethoxylate monomers.
  • compositions may comprise an anti-foam agent, preferably polydimethylsiloxane.
  • the anti-foam agent is present in an amount of from 0.001 to 0.1% by weight, such as from 0.005 to 0.015% by weight.
  • compositions may contain an anti-freeze agent, preferably a glycol, such as propane- 1,2-diol.
  • the anti-freeze agent can be present in an amount of from 0.01 to 5% by weight or from 0.1 to 5% by weight, such as from 0.5 to 2% by weight.
  • the composition may contain a thickener or rheological modifier, such as xanthan gum.
  • the thickener can be present in an amount of from 0.01 to 5% by weight or from 0.01 to 3% by weight, such as from 0.05 to 2% by weight.
  • the composition may contain a preservative agent or an anti-bacterial agent, such as 2-bromo-2-nitropropan-l,3-diol, 5-chloro-2-methyl-4-isothiazolin-3-one and/or 2-methyl-4-isothiazolin-3-one.
  • the anti-bacterial agent can be present in amount of from 0.01 to 1% by weight, such as from 0.05 to 0.15% by weight.
  • compositions may include other ingredients such as a colourant and a perfume, which are well known to the man skilled in the art.
  • compositions can include adjuvants.
  • adjuvants are surfactants (e.g. nonionic, anionic, cationic or amphoteric), wetting agents, spreading agents, sticking agents, humectants and penetration agents.
  • suitable adjuvants are mineral oils, vegetable oils, fatty acid esters, esters of aliphatic or aromatic dicarboxylic acids, alcohol ethoxylates, alkylphenol ethoxylates, alkylamine ethoxylates, ethoxylates of triglycerides, ethoxylates of fatty acids, ethoxylates of fatty acid esters, ethoxylates of sorbitan fatty acid esters, alkyl polyglycosides and silicone-based adjuvants.
  • Preferred suitable adjuvants are surfactants which provide improved wetting or improved spray retention properties.
  • composition herein can relate to compositions produced in a farmer’s spray tank of water when a concentrate is mixed with water in the spray tank.
  • a composition of the present invention may be in the form of a pre-mix formulation, packaged within a single vessel and ready to use directly after dilution.
  • use of the composition wherein such use comprises a dilution step prior to application.
  • composition can be combined with at least one further active ingredient, typically another agrochemical active ingredient.
  • This further agrochemical active ingredient may be in any form, such as EC, SE (suspo-emulsion concentrate) or an SL (soluble liquid).
  • the component is encapsulated and provided as a microcapsule suspension in the aqueous phase.
  • encapsulated it is meant that the second agrochemical or solvent droplets are contained within a discrete barrier of polyurea which acts as a diffusion barrier.
  • This polyurea wall is an asymmetrical membrane formed through in situ polymerization in which the second agrochemical or solvent is able to diffuse through when applied in the field. This membrane is highly cross-linked by the ratio of the monomers used to form it as well as the temperature of reaction used. This is to control the diffusion of the solvent or second agrochemical across it.
  • the polyurea wall provides physical stability as well as a chemical balance of the components in the formulation.
  • the formation of capsules is based on the Stauffer process.
  • isocyanates are provided which react with water to form carbamic acid.
  • the carbamic acid decomposes into an amine and CO2, and this amine then reacts with the remaining isocyanate to form polyurea on heating.
  • Chloroacetamide microcapsules can be produced in the following manner.
  • An aqueous solution comprising appropriate emulsifiers and an optional polyamine is provided in a suitable vessel and stirred at a low speed.
  • Preferred emulsifiers are lignosulfonate salts, especially sodium lignosulfonate.
  • the organic phase is prepared — which comprises combining the chloroacetanilide herbicide and an appropriate polyisocyanate.
  • Preferred isocyanates are blend of toluene diisocyanate (TDI) and diphenylmethane-4,4'-diisocyanate (MDI) — wherein the mixture of MDLTDI is approximately 3: 1.
  • the organic phase is then combined with the aqueous phase with continuous mixing.
  • the particle size of the emulsion formed by mixing the aqueous and organic phase can range from about 1 micron to up to about 100 microns in diameter. A particle size range from about 7 to about 12 is preferred. A high shear blade can be used to achieve the desired particle size.
  • the microcapsules are formed by appropriate heating of the mixture for an appropriate time. Typically, heating the mixture to 65-75°C for approximately 3 hours will suffice.
  • the ratio of diisocyanates and the polymerisation temperature should be selected so as to increase the polymer cross linking in order to form a tight capsule around the chloroacetamide and thus minimise the interaction of the chloroacetamide with the HPPD inhibitor or sulfonamide in the final formulation.
  • compositions according to the invention were prepared with the components as set out in Table 2, where the S-metolachlor was encapsulated (encapsulating material not provided) and the remaining active ingredients were in the continuous phase.
  • the procedure for preparing the ZC is generally described in U.S. Patent 9,468,213. The process generally involves, preparing an aqueous solution having an anionic/nonionic detergent blend (TOXIMUL® 3465F (CAS: 64742-94-5; 91-20-3) and a dispersant (lignosulfonic acid, sodium salt, sulfomethylated (CAS: 68512-34-5)) in water.
  • TOXIMUL® 3465F CAS: 64742-94-5; 91-20-3
  • dispersant lignosulfonic acid, sodium salt, sulfomethylated
  • the latter organic solution is then added to the aqueous solution and an emulsion is formed by the use of a high shear stirrer.
  • the dispersed organic phase disperses into droplets that range from 3 to 40 microns in size.
  • This emulsion is then heated to 70° C. and held for 4 hours to allow for the formation of microcapsules.
  • the solution is then cooled to room temperature.
  • Composition 2 showed no increase in particle size, whereas Kyber® (a flumioxazin, pyroxasulfone, metribuzin suspension concentrate (SC)) from Corteva, which was compared to for benchmarking, showed significant particle size growth, as illustrated by FIGs. 2 A, 2B, and Table 3 below.
  • Kyber® a flumioxazin, pyroxasulfone, metribuzin suspension concentrate (SC)
  • FIG. 3B Further crystal growth studies were done with Composition 1 (FIG. 3B), Composition 2, and Kyber®.
  • Composition 2 was made with metribuzin being the only active ingredient (i.e., S-metolachlor and mesotrione were not present).
  • An image, at 50-micron scale bar, is provided at FIG. 4A.
  • the capsule suspension used in Composition 2 was added.
  • FIG. 4B an image at 50-micron scale bar, no metribuzin crystals appeared visible.

Landscapes

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

Abstract

Composition ayant une phase continue liquide, premier ingrédient actif agrochimique insoluble dans la phase continue liquide, second ingrédient actif agrochimique ou solvant qui dissout le premier ingrédient actif agrochimique encapsulé dans une capsule perméable, la capsule perméable étant dispersée à l'intérieur de la phase continue liquide, et quantité stabilisante du second ingrédient actif agrochimique libre dans la phase continue liquide qui dissout le premier ingrédient actif agrochimique, ainsi que procédés de fabrication et d'utilisation.
PCT/EP2022/085406 2021-12-17 2022-12-12 Compositions agrochimiques WO2023110755A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2022410212A AU2022410212A1 (en) 2021-12-17 2022-12-12 Agrochemical compositions
CA3240910A CA3240910A1 (fr) 2021-12-17 2022-12-12 Compositions agrochimiques

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US202163290929P 2021-12-17 2021-12-17
US63/290,929 2021-12-17
US202263382785P 2022-11-08 2022-11-08
US63/382,785 2022-11-08

Publications (1)

Publication Number Publication Date
WO2023110755A1 true WO2023110755A1 (fr) 2023-06-22

Family

ID=84887353

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2022/085406 WO2023110755A1 (fr) 2021-12-17 2022-12-12 Compositions agrochimiques

Country Status (3)

Country Link
AU (1) AU2022410212A1 (fr)
CA (1) CA3240910A1 (fr)
WO (1) WO2023110755A1 (fr)

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4280833A (en) 1979-03-26 1981-07-28 Monsanto Company Encapsulation by interfacial polycondensation, and aqueous herbicidal composition containing microcapsules produced thereby
US4285720A (en) 1972-03-15 1981-08-25 Stauffer Chemical Company Encapsulation process and capsules produced thereby
US4534783A (en) 1984-01-03 1985-08-13 Monsanto Co. High concentration encapsulation of water soluble-materials
US4563212A (en) 1983-12-27 1986-01-07 Monsanto Company High concentration encapsulation by interfacial polycondensation
US4640709A (en) 1984-06-12 1987-02-03 Monsanto Company High concentration encapsulation by interfacial polycondensation
US4820336A (en) * 1987-01-07 1989-04-11 E. I. Du Pont De Nemours And Company Herbicidal spray mixtures
WO2009103455A2 (fr) * 2008-02-20 2009-08-27 Syngenta Participations Ag. Formulation herbicide
US20190200605A1 (en) * 2018-01-03 2019-07-04 Valent U.S.A. Llc Herbicidal compositions and methods of use thereof
US20200163331A1 (en) * 2017-06-13 2020-05-28 Monsanto Technology Llc Microencapsulated herbicides
WO2020160223A1 (fr) * 2019-01-30 2020-08-06 Monsanto Technology Llc Herbicides à base d'acétamide microencapsulé

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4285720A (en) 1972-03-15 1981-08-25 Stauffer Chemical Company Encapsulation process and capsules produced thereby
US4280833A (en) 1979-03-26 1981-07-28 Monsanto Company Encapsulation by interfacial polycondensation, and aqueous herbicidal composition containing microcapsules produced thereby
US4417916A (en) 1979-03-26 1983-11-29 Monsanto Company Encapsulation by interfacial polycondensation
US4563212A (en) 1983-12-27 1986-01-07 Monsanto Company High concentration encapsulation by interfacial polycondensation
US4534783A (en) 1984-01-03 1985-08-13 Monsanto Co. High concentration encapsulation of water soluble-materials
US4640709A (en) 1984-06-12 1987-02-03 Monsanto Company High concentration encapsulation by interfacial polycondensation
US4820336A (en) * 1987-01-07 1989-04-11 E. I. Du Pont De Nemours And Company Herbicidal spray mixtures
WO2009103455A2 (fr) * 2008-02-20 2009-08-27 Syngenta Participations Ag. Formulation herbicide
US9468213B2 (en) 2008-02-20 2016-10-18 Syngenta Crop Protection Llc Herbicide formulation
US20200163331A1 (en) * 2017-06-13 2020-05-28 Monsanto Technology Llc Microencapsulated herbicides
US20190200605A1 (en) * 2018-01-03 2019-07-04 Valent U.S.A. Llc Herbicidal compositions and methods of use thereof
WO2020160223A1 (fr) * 2019-01-30 2020-08-06 Monsanto Technology Llc Herbicides à base d'acétamide microencapsulé

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"The Pesticide Manual", 2001, BRITISH CROP PROTECTION COUNCIL

Also Published As

Publication number Publication date
AU2022410212A1 (en) 2024-06-13
CA3240910A1 (fr) 2023-06-22

Similar Documents

Publication Publication Date Title
EP1986494B1 (fr) Mélanges stables de pesticides microencapsulés et non-encapsulés
KR101339694B1 (ko) 수-현탁성 농약 조성물
US20110312496A1 (en) Pesticides formulations
EP3809845B1 (fr) Co-formulation stable de benzoylurée avec des pyréthroïdes
JP2015508081A (ja) 農薬乳化性濃厚調剤
MX2013009264A (es) Formulacion estable.
US10206390B2 (en) Herbicidal suspension concentrate
JP5964441B2 (ja) フュームド酸化アルミニウムを含む安定な調合物
AU2022410212A1 (en) Agrochemical compositions
JP6533808B2 (ja) 有効成分の高負荷水性懸濁製剤
BR112018077181B1 (pt) Composição compreendendo microcápsulas encapsulando lambdacialotrina e método para controlar danos a plantas por pragas
CN104839171B (zh) 含有三唑酰草胺和乙氧氟草醚的除草组合物
EP2725898B1 (fr) Concentré émulsifiable contenant un composé dinitro-aniline
CN107711833A (zh) 一种含辛菌胺的抗病毒组合物
WO2016111661A1 (fr) Technique de formulation de capsule pour le pyriproxyfène, un analogue d&#39;hormone juvénile utilisé comme régulateur de croissance d&#39;insectes
WO2022038502A1 (fr) Compositions herbicides liquides
JP2022059377A (ja) 除草水性懸濁製剤
WO2023110426A1 (fr) Composition
CN115299455A (zh) 灭草松与烯禾啶、氟磺胺草醚的可溶液剂及其制备方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 22839150

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 2022410212

Country of ref document: AU

Ref document number: AU2022410212

Country of ref document: AU

WWE Wipo information: entry into national phase

Ref document number: 3240910

Country of ref document: CA

ENP Entry into the national phase

Ref document number: 2022410212

Country of ref document: AU

Date of ref document: 20221212

Kind code of ref document: A

REG Reference to national code

Ref country code: BR

Ref legal event code: B01A

Ref document number: 112024012264

Country of ref document: BR

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 112024012264

Country of ref document: BR

Kind code of ref document: A2

Effective date: 20240617