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WO2025076008A1 - Dispersions d'huile d'adjuvant agricole - Google Patents

Dispersions d'huile d'adjuvant agricole Download PDF

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Publication number
WO2025076008A1
WO2025076008A1 PCT/US2024/049486 US2024049486W WO2025076008A1 WO 2025076008 A1 WO2025076008 A1 WO 2025076008A1 US 2024049486 W US2024049486 W US 2024049486W WO 2025076008 A1 WO2025076008 A1 WO 2025076008A1
Authority
WO
WIPO (PCT)
Prior art keywords
dispersion composition
oil
agrochemical
agricultural
composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/US2024/049486
Other languages
English (en)
Inventor
Stephen Bennett
Kevin Crosby
Ryan RECTOR
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Adjuvants Unlimited LLC
Original Assignee
Adjuvants Unlimited LLC
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 Adjuvants Unlimited LLC filed Critical Adjuvants Unlimited LLC
Publication of WO2025076008A1 publication Critical patent/WO2025076008A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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
    • 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
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04—Aryloxy-acetic acids; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • 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
    • 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
    • A01P17/00—Pest repellants

Definitions

  • the non-aqueous, agrochemical solid in oil dispersion comprises from about 20 wt.% to about 40 wt.% of an agricultural oil carrier; from about 30 wt.% to about 50 wt.% of a particulate agrochemical solid component dispersed in the oil carrier; from about 10 wt.% to about 30 wt.% of an emulsifier component comprising nonionic emulsifier and an anionic emulsifying surfactant; from about 0.5 wt.% to about 3 wt.% of a water-insoluble, nonionic polymeric dispersant having an HLB no greater than about 10; and from about 0.1 wt.% to about 5 wt.% of a rheology additive comprising an organic derivative of a bentonite clay, fumed silica or combination thereof.
  • the present invention also relates to a water-conditioning agricultural adjuvant composition in the form of a non-aqueous, agrochemical solid in oil dispersion.
  • the adjuvant composition comprises from about 26 wt.% to about 36 wt.% of an agricultural oil carrier selected from the group consisting of hydrotreated heavy paraffinic petroleum distillate, non-esterified vegetable oil, methylated seed oil, tall oil and combinations thereof; from about 30 wt.% to about 50 wt.% of a water-conditioning agent selected from the group consisting of ammonium sulfate, citric acid, sodium citrate, potassium citrate and combinations thereof; from about 12 wt.% to about 28 wt.% of an emulsifier component comprising an ethoxylated soybean oil adjuvant and a phosphate ester of polyoxyethylene nonylphenol; from about 1 wt.% to about 2 wt.% of a water-insoluble, nonionic co-polymeric dispersant comprising
  • the present invention also relates to a method for preparing an agricultural tank mix application mixture.
  • the method comprises mixing an agrochemical formulation comprising an agrochemical with an oil dispersion composition of the present invention and dilution water to form the agricultural tank mix application mixture.
  • the particles comprise an agricultural adjuvant solid and are free of any pesticide (e.g., herbicide, insecticide, etc.) active ingredients.
  • pesticide e.g., herbicide, insecticide, etc.
  • the particulate agrochemical solid may include at least one of water conditioners, fertilizers and combinations thereof.
  • the particulate solid includes at least one water conditioner.
  • Water conditioners are used with hard water in agricultural applications to reduce negative interactions between dissolved minerals and agricultural active ingredients such as herbicides that decrease efficacy.
  • the at least one water conditioner includes ammonium sulfate (AMS).
  • AMS is one of the most widely used fertilizers in agriculture, and it is a source of sulfur and nitrogen for plants. Further, AMS may help with uptake of certain agricultural active ingredients into a plant.
  • the particulate solid may also include other water conditioners, such as citric acid and sodium or potassium citrate, instead of or in combination with AMS.
  • the particle size distribution of the particulate agrochemical solid component may be reduced such that it exhibits a D90 particle size of about 20 pm or about 10 pm.
  • the agrochemical solid may be unmilled or coarsely milled prior to being combined with the other ingredients of the dispersion composition.
  • the agricultural oil carrier may suitably comprise vegetable oils such as com oil, soybean oil, linseed oil, cotton seed oil, canola oil and similar oils, tall oils derived from wood pulp manufacture as well as petroleum distillates.
  • vegetable oils such as com oil, soybean oil, linseed oil, cotton seed oil, canola oil and similar oils, tall oils derived from wood pulp manufacture as well as petroleum distillates.
  • the concentration of the rheology additive is generally from about 0.1 wt.% to about 5 wt.%.
  • concentration is typically from about 0.1 wt.% to about 2 wt.%, and more typically, from about 0.5 wt.% to about 0.75 wt.%.
  • concentration of a fumed silica rheology additive is typically from about 0.5 wt.% to about 5 wt.%, and more typically, from about 2 wt.% to about 4 wt.%.
  • the oil dispersion composition further comprises an emulsifier component.
  • the emulsifier component comprises a combination of a nonionic emulsifier and an anionic emulsifying surfactant.
  • the emulsifier component comprises a nonionic emulsifier adjuvant such as an alkoxylated vegetable oil adjuvant and an anionic emulsifying surfactant such as a phosphate ester surfactant (e.g., an alkoxylated alkyl phosphate ester) or a blend of anionic emulsifying surfactants.
  • the concentration of the emulsifier component is from about 10 wt.% to about 30 wt.%, or from about 15 wt.% to about 30 wt.% and typically contains an excess of the nonionic emulsifier over the anionic surfactant(s) such that the weight ratio of the nonionic emulsifier to the anionic surfactant is greater than 1:1.
  • the concentration of the emulsifier component is from about 20 wt.% to about 28 wt.% and the weight ratio of the nonionic emulsifier to the anionic surfactant(s) is greater than 1:1, at least about 2:1, at least about 3:1 or at least about 4:1.
  • the oil dispersion composition can optionally contain a variety of other ingredients, including anti-foam agents, anti-drift agents as well as other useful adjuvants.
  • the oil dispersion composition contains an anti-drift agent such as the polyterpene resin described in U.S. Patent No. 9,578,874 B2 (Crosby et al.) and sold under the tradename PICCOLYTE A 25, commercially available from Pinova, Inc. (Brunswick, GA) or SYLVARES TRA 25, commercially available from Kraton Corporation (Houston, TX).
  • the temperature of the batch is maintained below about 120°F (49°C) and the batch is milled until a viscosity of at least about 700 cP, at least about 1000 cP, at least about 1500 cP, at least about 2000 cP, or at least about 2500 cP is achieved.
  • Compositions having a viscosity of at least about 1000 cP are generally associated with better stability and resistance to settling, while viscosities in excess of about 3000 cP may present the end user farmer with handling difficulties. Accordingly, in one embodiment, the batch oil dispersion compositions are milled until the viscosity is from about 1000 to about 3000 cP or from about 1500 to about 3000 cP.
  • the oil dispersion composition is intended as an additive or water conditioning adjuvant in agricultural tank mix applications to improve performance of herbicides and other agrochemicals that might be negatively impacted by the mineral content of water used to dilute agrochemical application mixtures as well as provide other beneficial effects.
  • the agrochemicals with which the oil dispersion composition may be advantageously mixed include pesticides (e.g., herbicides, insecticides, fungicides, etc.) as well as fertilizers.
  • pesticides e.g., herbicides, insecticides, fungicides, etc.
  • fertilizers e.g., fertilizers.
  • the agrochemicals mixed with the oil dispersion composition may be of any conventional formulation type, including without limitation, solids and various conventional liquid formulations such as solution concentrates containing water-soluble agrochemical salts, emulsion concentrates, microemulsion concentrates and suspension concentrates.
  • ACCase inhibitors include clethodim, clodinafop, fenoxaprop-P, fluazifop-P, quizalofop-P, and sethoxydim.
  • photosystem II inhibitors include atrazine, cyanazine, diuron, and metibuzin.
  • a representative example of a glutamine synthetase inhibitor is glufosinate.
  • nucleic acid inhibitors include difenzoquat, fosamine, metham, and pelargonic acid.
  • the quantity of the oil dispersion composition mixed with the agrochemical is not narrowly critical and will depend on various factors including the agrochemical(s) present in the tank mix, mineral content of the dilution water and spray conditions.
  • the concentration of the oil dispersion composition in the tank upon dilution on a volume basis is typically at least about 0.01%, at least about 0.02%, at least about 0.04%, at least about 0.08%, or at least about 0.1% and up to about 10%, up to about 8% or up to about 5%.
  • Tables 1-29, 11 A, 14B, 15B, and 16B were prepared.
  • Tables 14A and 15A describe formulations used in scale up batches.
  • Tables 1A-8A, 11B, 14C, 15C, and 16C provide stability and other measured properties of the oil dispersion compositions.
  • Table 1 A The results reported in Table 1 A were determined with respect to the oil dispersion in Table 1 as prepared without aging.
  • the results in Table 2A to 8A include both initial properties as well as properties determined after aging at varying temperatures.
  • the results reported in Tables 1 IB, 14C, 15C, and 16C were determined with respect to the corresponding oil dispersions in Tables 11A, 14B, 15B, and 16B as prepared without aging.
  • Top Separation refers to the percentage of the oil dispersion composition that separates as a liquid at the top of the composition. The pH was measured as a 1% by volume dilution of the oil dispersion composition in distilled water.
  • the Draves Wetting (@3%) was determined in accordance with a procedure similar to that described in ASTM El 116-98.
  • the freeze-thaw testing of the oil dispersion composition was conducted at -15°C for 24 hours followed by thawing at room temperature for 24 hours (1 cycle). Viscosities were measured using a Brookfield LV spindle 2 at 20 rpm.
  • Emulsion testing was carried out using World Health Organization Standard Hard Water at 34 ppm, 342 ppm and 1000 ppm and 3% by volume dilution.
  • the diluted 100 ml sample mixture was inverted 10 times at room temperature and allowed to set for approximately two hours before observation.
  • the observation "no cream” means there was no separation of cream of oil from the resulting emulsion, while the observation "x ml top” means x ml of cream was observed at the top of the sample separated from the resulting emulsion.
  • Table 7 AMS + MSO + Resin Table 7A: AMS + MSO + Resin Measured Properties
  • Table 8 AMS + COC + Resin + Wetting Table 8A: AMS + COC + Resin + Wetting Measured Properties
  • Table 11A describes a slightly different, but chemically similar variation of the composition of Table 11.
  • Table UB AMS + NIS OD plus wetting Measured Properties (for the composition of
  • Table 22 AMS/MSO OD (rheology adjustment)
  • Table 23 AMS/MSO OD (rheology adjustment)
  • Table 25 AMS/MSO OD (rheology adjustment)
  • Table 26 AMS/MSO OD
  • Table 28 Adjuvant effect on % weed control of 4 weed species 14 days after treatment

Landscapes

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

Abstract

La présente divulgation concerne de manière générale des compositions de dispersion d'huile stables utilisées en agriculture qui présentent des concentrations élevées de solides agrochimiques particulaires tels que le sulfate d'ammonium. La composition de dispersion d'huile est utile en tant qu'additif ou adjuvant de conditionnement de l'eau dans des applications de mélange de réservoirs agricoles pour améliorer les performances de produits agrochimiques impactés négativement par la teneur en minéraux de l'eau utilisée pour diluer des mélanges d'applications agrochimiques ainsi que pour fournir d'autres effets bénéfiques.
PCT/US2024/049486 2023-10-03 2024-10-01 Dispersions d'huile d'adjuvant agricole Pending WO2025076008A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202363542258P 2023-10-03 2023-10-03
US63/542,258 2023-10-03

Publications (1)

Publication Number Publication Date
WO2025076008A1 true WO2025076008A1 (fr) 2025-04-10

Family

ID=95284124

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2024/049486 Pending WO2025076008A1 (fr) 2023-10-03 2024-10-01 Dispersions d'huile d'adjuvant agricole

Country Status (2)

Country Link
AR (1) AR134028A1 (fr)
WO (1) WO2025076008A1 (fr)

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6936649B1 (en) * 2003-03-11 2005-08-30 Groco Specialty Coatings Co. Strippable film coating composition for surfaces
US20060166898A1 (en) * 2005-01-21 2006-07-27 Chen Chi-Yu R Fertilizer-compatible composition
US20100130364A1 (en) * 2007-06-19 2010-05-27 Casana Giner Victor Oil suspensions of sulphonylureas and agrochemical combinations
US20160165885A1 (en) * 2013-08-23 2016-06-16 Fine Agrochemicals Limited Growth regulator concentrate and use thereof
US20170105411A1 (en) * 2014-03-25 2017-04-20 Croda International Plc Agrochemical oil based concentrates
US20200236929A1 (en) * 2019-01-24 2020-07-30 Winfield Solutions, Llc Multifunctional agricultural adjuvant compositions
US20200275649A1 (en) * 2016-12-07 2020-09-03 Adama Makhteshim Ltd. A stable, self-dispersible, low foaming solid pesticide formulation
US20210153503A1 (en) * 2018-07-26 2021-05-27 Upl Ltd A stable liquid agrochemical formulation
WO2021151143A1 (fr) * 2020-01-28 2021-08-05 Nufarm Australia Limited Concentré d'émulsion herbicide

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6936649B1 (en) * 2003-03-11 2005-08-30 Groco Specialty Coatings Co. Strippable film coating composition for surfaces
US20060166898A1 (en) * 2005-01-21 2006-07-27 Chen Chi-Yu R Fertilizer-compatible composition
US20100130364A1 (en) * 2007-06-19 2010-05-27 Casana Giner Victor Oil suspensions of sulphonylureas and agrochemical combinations
US20160165885A1 (en) * 2013-08-23 2016-06-16 Fine Agrochemicals Limited Growth regulator concentrate and use thereof
US20170105411A1 (en) * 2014-03-25 2017-04-20 Croda International Plc Agrochemical oil based concentrates
US20200275649A1 (en) * 2016-12-07 2020-09-03 Adama Makhteshim Ltd. A stable, self-dispersible, low foaming solid pesticide formulation
US20210153503A1 (en) * 2018-07-26 2021-05-27 Upl Ltd A stable liquid agrochemical formulation
US20200236929A1 (en) * 2019-01-24 2020-07-30 Winfield Solutions, Llc Multifunctional agricultural adjuvant compositions
WO2021151143A1 (fr) * 2020-01-28 2021-08-05 Nufarm Australia Limited Concentré d'émulsion herbicide

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"Nature & technology in harmony", 1 January 2013, article CRODA: "Crop Care. Product Guide", pages: 10, XP009562383 *

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