US20150133299A1 - Pesticide emulsion concentrates containing natural or petroleum derived oils and methods of use - Google Patents

Pesticide emulsion concentrates containing natural or petroleum derived oils and methods of use Download PDF

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Publication number
US20150133299A1
US20150133299A1 US14/535,455 US201414535455A US2015133299A1 US 20150133299 A1 US20150133299 A1 US 20150133299A1 US 201414535455 A US201414535455 A US 201414535455A US 2015133299 A1 US2015133299 A1 US 2015133299A1
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Prior art keywords
oil
methyl
weight percent
salt
glyphosate
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US14/535,455
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English (en)
Inventor
Hui Shao
Holger Tank
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Corteva Agriscience LLC
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Dow AgroSciences LLC
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Priority to US14/535,455 priority Critical patent/US20150133299A1/en
Assigned to DOW AGROSCIENCES LLC reassignment DOW AGROSCIENCES LLC ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: SHAO, HUI, TANK, HOLGER
Publication of US20150133299A1 publication Critical patent/US20150133299A1/en
Assigned to CORTEVA AGRISCIENCE LLC reassignment CORTEVA AGRISCIENCE LLC CHANGE OF NAME (SEE DOCUMENT FOR DETAILS). Assignors: DOW AGROSCIENCES LLC
Priority to US18/310,006 priority patent/US20230263158A1/en
Abandoned legal-status Critical Current

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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
    • 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
    • A01N25/02—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
    • 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
    • A01N25/06—Aerosols
    • 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
    • A01N37/36—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • 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

Definitions

  • the methods and compositions described herein include aqueous pesticidal concentrates containing a pesticide, a surfactant, and a naturally or petroleum derived oil and the use of aqueous pesticide spray mixtures incorporating such concentrates.
  • the aqueous pesticide concentrates described herein include from 5 to 90 weight percent of a pesticide, from 0.1 to 20 weight percent of a surfactant, and from 0.1 to 20 weight percent of a naturally or petroleum derived oil.
  • aqueous pesticide concentrates are stable oil-in-water emulsions that form a stable emulsion upon dilution into a spray solution.
  • the methods for reducing spray drift during pesticide spray application to control plant growth include providing an aqueous pesticide concentrate as described, adding the aqueous pesticide concentrate to a spray tank containing water to form a stable emulsion, and spraying the stable emulsion to control pests.
  • the methods and compositions reduce the amount of driftable fines of a pesticide spray in both aerial and ground spray applications.
  • the methods include the use of aqueous agricultural spray mixtures incorporating naturally or petroleum derived oils and one or more pesticides.
  • the aqueous pesticide concentrates as described herein include from 5 to 90 weight percent of a pesticide, from 0.1 to 20 weight percent of a surfactant; and from 0.1 to 20 weight percent of one or more naturally or petroleum derived oils as described herein wherein the naturally or petroleum derived oil is dispersed as discrete droplets in the aqueous pesticide concentrate to form a stable oil-in-water emulsion with a droplet particle size from about 0.01 micron ( ⁇ m) to about 20 ⁇ m.
  • the methods and compositions described herein to reduce spray drift by incorporating naturally or petroleum derived oils into an aqueous agricultural spray mixture applies to the application of any pesticide or crop protection agent including herbicides, herbicide safeners, fungicides and insecticides.
  • the pesticide or crop protection agent may be in the form of a water soluble derivative such as, for example, a water soluble salt of an auxinic herbicide.
  • Herbicides useful with the methods and compositions described herein include, for example, 2,4-D, acetochlor, aminopyralid, atrazine, benfluralin, clopyralid, cloransulam-methyl, cyhalofop-butyl, dicamba, diclosulam, dithiopyr, ethalfluralin, florasulam, flumetsulam, fluroxypyr, glufosinate, glyphosate, halauxifen, haloxyfop, isoxaben, MCPA, MCPB, MSMA, oryzalin, oxyfluorfen, pendimethalin, penoxsulam, picloram, propanil, pyroxsulam, quizalofop, tebuthiuron, triclopyr, trifluralin or mixtures thereof.
  • Herbicides especially useful with the methods and compositions described herein include, for example, auxinic herbicides such as 2,4-D, 2,4-DB, MCPA, MCPB, aminocyclopyrachlor, aminopyralid, clopyralid, dicamba, fluroxypyr, halauxifen, picloram, triclopyr, or mixtures thereof.
  • auxinic herbicides such as 2,4-D, 2,4-DB, MCPA, MCPB, aminocyclopyrachlor, aminopyralid, clopyralid, dicamba, fluroxypyr, halauxifen, picloram, triclopyr, or mixtures thereof.
  • the methods and compositions described herein are most particularly useful for the application of herbicides that are subject to restricted applications around sensitive crops such as spray mixtures containing glyphosate, glufosinate, 2,4-D, triclopyr, dicamba, or mixtures thereof.
  • Herbicide safeners useful with the methods and compositions described herein include, for example, cloquintocet, flurazole, mefenpyr, and TI-35.
  • Insecticides useful with the methods and compositions described herein include, for example, organophosphates such as chlorpyrifos, chlorpyrifos-methyl, MAC insecticides such as halofenozide, methoxyfenozide and tebufenozide, pyrethroids such as cypermethrin, gamma-cyhalothrin and deltamethrin, sulfoximines such as sulfoxaflor and biologically derived pesticides such as spinosad and spinetoram.
  • organophosphates such as chlorpyrifos, chlorpyrifos-methyl
  • MAC insecticides such as halofenozide, methoxyfenozide and tebufenozide
  • pyrethroids such as cypermethrin, gamma-cyhalothrin and deltamethrin
  • sulfoximines such as sulfox
  • Fungicides useful with the methods and compositions described herein include, for example, mancozeb, myclobutanil, fenbuconazole, zoxamide, propiconazole, quinoxyfen and thifluzamide.
  • Naturally derived oils useful with the methods and compositions described herein may be derived from or made from plant or animal sources and include, for example, triglyceride fatty acid esters such as vegetable oils, seed oils, or animal oils, or monoesters derived from vegetable, seed, or animal oils, and mixtures thereof.
  • monoesters derived from vegetable, seed, or animal oils useful with the methods and composition described herein include fatty acid alkyl esters such as methyl caproate, methyl caprylate, methyl caprate, methyl laurate, methyl myristate, methyl palmitate, methyl stearate, methyl oleate, methyl linoleate, methyl linolenate, and mixtures thereof.
  • triglyceride fatty acid esters useful with the methods and composition described herein include vegetable or a seed oils selected from soybean oil, rape seed oil, olive oil, almond oil, canola oil, omega-9 canola oil, castor oil, sunflower seed oil, coconut oil, corn oil, cotton seed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil, and mixtures thereof.
  • Examples of commercially available, naturally derived oils useful with the methods and compositions described herein include: Stepan® 108, a caprylic/capric triglyceride and Steposol® C42, a methyl laurate/methyl myristate ester derived from coconut oil, which are both available from Stepan (Northfield, Ill.), and Agnique ME12-18, a mixture of C 12-18 fatty acid methyl esters, and Aqnique ME18-U, methyl oleate, which are both available from BASF (Florham Park, N.J.).
  • Petroleum derived oils useful with the methods and compositions described herein include aromatic and paraffinic hydrocarbons such as, for example, one or more of petroleum fractions or hydrocarbons such as mineral oil, kerosene, paraffinic oils including normal paraffins, isoparaffins and cycloparaffins, mixed naphthalene and alkyl naphthalene fractions, aromatic solvents, particularly alkyl substituted benzenes such as xylene or propylbenzene fractions, and the like, and mixtures thereof.
  • aromatic and paraffinic hydrocarbons such as, for example, one or more of petroleum fractions or hydrocarbons such as mineral oil, kerosene, paraffinic oils including normal paraffins, isoparaffins and cycloparaffins, mixed naphthalene and alkyl naphthalene fractions, aromatic solvents, particularly alkyl substituted benzenes such as xylene or propylbenzene fractions, and the like, and mixtures thereof
  • the naturally or petroleum derived oil is dispersed as discrete droplets in the aqueous pesticide concentrates described herein to form a stable oil-in-water emulsion with an oil droplet particle size (volume mean diameter) from about 0.01 micron ( ⁇ m) to about 20 ⁇ m, from about 0.1 ⁇ m to about 20 ⁇ m, from about 0.1 ⁇ m to about 10 ⁇ m, from about 1 ⁇ m to about 10 ⁇ m, or from about 1 ⁇ m to about 5 ⁇ m.
  • an oil droplet particle size volume mean diameter
  • the surfactants useful with the methods and compositions described herein may be anionic or nonionic in character and include polymeric surfactants such as ABA block copolymers and AB block copolymers containing EO and PO blocks such as ethylene oxide-propylene oxide (EO-PO) block copolymers; alcohol alkoxylates; phosphate ester surfactants such as acids or salts of mono and dialkyl phosphate esters, acids or salts of ethoxylated mono and dialkyl phosphate esters, acids or salts of mono and dialkyl phosphate esters of ethoxylated tristyrylphenol and acids or salts of mono and dialkyl phosphate esters of ethoxylated phenol and ethoxylated alkylphenols; alkylbenzene sulfonates and mixtures thereof.
  • polymeric surfactants such as ABA block copolymers and AB block copolymers containing EO and PO blocks such as ethylene oxide-propylene
  • useful surfactants include: (1) ABA block copolymers having a hydrophilic portion of polyethylene oxide and a hydrophobic portion of poly(12-hydroxystearate), such as, for example, AtloxTM 4912 (Croda; Edison, N.J.), having a molecular weight of about 5,000 and TermulTM 2510 (Huntsman International LLC; The Woodlands, Tex.); (2) EO-PO block copolymers, such as, for example, AtlasTM G-5000 (Croda; Edison, N.J.), and the Pluronic® block copolymers (BASF; Florham Park, N.J.), and the like; (3) alcohol alkoxylates, such as, for example, TermulTM 5429 (Huntsman International LLC; The Woodlands, Tex.); (4) alkylbenzene sulfonates, such as Biosoft® N-411 and Ninate® 411 (Stepan Company; Northfield, Ill.) and Tensiofix 9811HF and 98
  • Especially useful surfactants include ABA block copolymers and EO-PO block copolymers.
  • the surfactant can be present in an amount from 1 g/kg to 200 g/kg, preferably from 1 g/kg to 50 g/kg of the total composition.
  • aqueous pesticide spray mixtures as described herein may be applied in conjunction with one or more other active ingredients to control a wider variety of unwanted plants, fungi, or insects.
  • the presently claimed compositions can be formulated with the other active ingredient or active ingredients as premix concentrates, tank mixed with the other active ingredient or active ingredients for spray application, or applied sequentially with the other active ingredient or active ingredients in separate spray applications.
  • auxinic herbicide such as a water soluble salt of 2,4-D, a water soluble salt of triclopyr, or a water soluble salt of dicamba, or mixtures thereof, a water soluble salt of glyphosate, and a fatty acid alkyl ester, a triglyceride fatty acid ester, an aromatic hydrocarbon, and/or a paraffinic hydrocarbon.
  • auxinic herbicide such as a water soluble salt
  • the aqueous pesticide spray mixtures may contain one or more biocides.
  • Biocides may be present in the composition from about 0.001 wt % to about 0.1 wt %.
  • the one or more biocides may be present in the composition at 0.001 wt %, 0.005 wt %, 0.01 wt %, 0.02 wt %, 0.03 wt %, 0.04 wt %, 0.05 wt %, 0.06 wt %, 0.07 wt %, 0.08 wt %, 0.09 wt %, or 0.1 wt %.
  • biocides include, but are not limited to, bactericides, viricides, fungicides, parasiticides, and the like.
  • biocide active ingredients include, but are not limited to, phenol compounds (such as phenol, thymol, pentachlorophenol, cresol, and p-chloro-m-xylenol), aldehydic compounds (such as formaldehyde, glutaraldehyde, and paraformaldehyde), acid compounds (such as benzoic acid, sorbic acid, mucochloric acid, and mucobromic acid), esters of p-hydroxybenzoic acid (such as methyl-p-hydroxybenzoate and butyl-p-hydroxybenzoate), rare earth salts, amines, disulfides, heterocyclic compounds (such as thiazinium salts, thiazolinones, and benzimidazoles), quaternary ammonium salts, organic mercury compounds, hexamethylenebiguan
  • aqueous pesticide spray mixtures described herein contain water soluble salts of auxinic herbicides and/or water soluble salts of glyphosate
  • suitable cations contained in these salts include isopropyl ammonium, dimethyl ammonium, triethyl ammonium, monoethanol ammonium, diethanol ammonium, triethanol ammonium, dimethylethanol ammonium, diethyleneglycol ammonium, triisopropanol ammonium, tetramethyl ammonium, tetraethyl ammonium, choline, and potassium.
  • useful 2,4-D salts include the 2,4-D choline salt and the 2,4-D dimethyl ammonium salt
  • useful glyphosate salts include the glyphosate dimethyl ammonium salt, the glyphosate isopropyl ammonium salt, and the glyphosate potassium salt.
  • an aqueous pesticide spray mixture containing water soluble salts of auxinic herbicides and/or water soluble salts of glyphosate the auxinic herbicide is 2,4-D choline salt or 2,4-D dimethyl ammonium salt and the glyphosate salt is glyphosate dimethyl ammonium salt, glyphosate isopropyl ammonium salt, or glyphosate potassium salt.
  • the herbicide is an auxinic herbicide and the auxinic herbicide is 2,4-D choline salt or 2,4-D dimethyl ammonium salt
  • the glyphosate salt is glyphosate dimethyl ammonium salt
  • the fatty acid alkyl ester, triglyceride fatty acid ester and/or the petroleum derived oil is methyl caproate, methyl caprylate, methyl caprate, methyl laurate, methyl myristate, methyl palmitate, methyl stearate, methyl oleate, methyl linoleate, methyl linolenate, soybean oil, rapeseed oil, olive oil, almond oil, canola oil, omega-9 canola oil, castor oil, sunflower seed oil, coconut oil, corn oil, cotton seed oil, linseed oil, palm oil, peanut oil,
  • an aqueous pesticide spray mixture containing water soluble salts of auxinic herbicides and/or water soluble salts of glyphosate the auxinic herbicide is 2,4-D choline salt
  • the glyphosate salt is glyphosate dimethyl ammonium salt
  • the fatty acid alkyl ester, triglyceride fatty acid ester and/or the petroleum derived oil is methyl caproate, methyl caprylate, methyl caprate, methyl laurate, methyl myristate, methyl palmitate, methyl stearate, methyl oleate, methyl linoleate, methyl linolenate, soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, almond oil, canola oil, omega-9 canola oil, coconut oil, corn oil, cotton seed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil, an
  • the optimum spray droplet size depends on the application for which the pesticide composition is used. If droplets are too large, there will be less coverage by the spray; i.e, large droplets will land in certain areas while areas in between will receive little or no spray coverage.
  • the maximum acceptable droplet size may depend on the amount of composition being applied per unit area and the need for uniformity in spray coverage. Smaller droplets provide more even coverage, but are more prone to drift during spraying. Thus, application parameters such as uniformity in spray coverage must be balanced against the tendency for smaller droplets to drift. For example, if it is particularly windy during spraying, larger droplets may be needed to reduce drift, whereas on a calmer day smaller droplets may be acceptable.
  • spray droplet size may also depend on the spray apparatus, e.g., nozzle size and configuration.
  • the reduction in spray drift may result from a variety of factors including a reduction in the production of fine spray droplets ( ⁇ 150 ⁇ m minimum diameter) and an increase in the volume median diameter (VMD) of the spray droplets.
  • the median diameter of the plurality of spray droplets created using the compositions and methods described herein is increased above that of a spray composition that does not include the fatty acid alkyl ester, triglyceride fatty acid ester, or petroleum derived oil as described herein.
  • aqueous pesticide concentrate compositions are also described.
  • aqueous pesticide concentrate compositions are solutions containing high concentrations of an aqueous pesticide spray component described above, i.e., one or more water soluble herbicide salts and a fatty acid alkyl ester, triglyceride fatty acid ester, and/or a petroleum derived oil.
  • the aqueous concentrate compositions are intended to be diluted to provide aqueous pesticide spray mixtures for use, for example, with the methods described herein.
  • the aqueous pesticide concentrates as described herein may include one or more pesticides that are present in the aqueous concentrates as dissolved solids, suspended solids, capsule suspensions, or emulsified liquids.
  • the aqueous concentrate compositions described herein include from 5 to 90 weight percent of one or more water soluble salts of a pesticide. Additional examples of concentrations for the pesticide incorporated into the aqueous pesticide concentrate mixture described herein include, from 5 to 85 weight percent of the concentrate mixture, from 5 to 80 weight percent of the concentrate mixture, from 5 to 75 weight percent of the concentrate mixture, from 5 to 70 weight percent of the concentrate mixture, from 5 to 65 weight percent of the concentrate mixture, from 5 to 60 weight percent of the concentrate mixture, from 5 to 55 weight percent of the concentrate mixture, from 5 to 50 weight percent of the concentrate mixture, from 5 to 45 weight percent of the concentrate mixture, from 5 to 40 weight percent of the concentrate mixture, from 5 to 35 weight percent of the concentrate mixture, from 5 to 30 weight percent of the concentrate mixture, from 5 to 25 weight percent of the concentrate mixture, and from 5 to 20 weight percent of the concentrate mixture.
  • concentrations for the pesticide incorporated into the aqueous pesticide concentrate mixture described herein include, from 10 to 90 weight percent of the concentrate mixture, from 15 to 90 weight percent of the concentrate mixture, from 20 to 90 weight percent of the concentrate mixture, from 25 to 90 weight percent of the concentrate mixture, from 30 to 90 weight percent of the concentrate mixture, from 35 to 90 weight percent of the concentrate mixture, from 40 to 90 weight percent of the concentrate mixture, from 45 to 90 weight percent of the concentrate mixture, from 50 to 90 weight percent of the concentrate mixture, from 55 to 90 weight percent of the concentrate mixture, from 60 to 90 weight percent of the concentrate mixture, from 65 to 90 weight percent of the concentrate mixture, from 70 to 90 weight percent of the concentrate mixture, from 75 to 90 weight percent of the concentrate mixture, from 80 to 90 weight percent of the concentrate mixture, and from 85 to 90 weight percent of the concentrate mixture.
  • concentrations for the pesticide incorporated into the aqueous pesticide concentrate mixture described herein include, from 10 to 85 weight percent of the concentrate mixture, from 15 to 80 weight percent of the concentrate mixture, from 20 to 75 weight percent of the concentrate mixture, from 25 to 75 weight percent of the concentrate mixture, from 30 to 70 weight percent of the concentrate mixture, from 35 to 65 weight percent of the concentrate mixture, from 40 to 60 weight percent of the concentrate mixture, from 45 to 60 weight percent of the concentrate mixture, from 40 to 55 weight percent of the concentrate mixture, and from 45 to 55 weight percent of the concentrate mixture.
  • the aqueous concentrate compositions described herein include from 0.1 to 20 weight percent of a surfactant. Additional examples of concentrations for the surfactant incorporated into the aqueous pesticide concentrate mixture described herein include, from 0.1 to 19 weight percent of the concentrate mixture, from 0.1 to 18 weight percent of the concentrate mixture, from 0.1 to 17 weight percent of the concentrate mixture, from 0.1 to 16 weight percent of the concentrate mixture, from 0.1 to 15 weight percent of the concentrate mixture, from 0.1 to 14 weight percent of the concentrate mixture, from 0.1 to 13 weight percent of the concentrate mixture, from 0.1 to 12 weight percent of the concentrate mixture, from 0.1 to 11 weight percent of the concentrate mixture, from 0.1 to 10 weight percent of the concentrate mixture, from 0.1 to 9 weight percent of the concentrate mixture, from 0.1 to 8 weight percent of the concentrate mixture, from 0.1 to 7 weight percent of the concentrate mixture, from 0.1 to 6 weight percent of the concentrate mixture, from 0.1 to 5 weight percent of the concentrate mixture, from 0.1 to 4.5 weight percent of the concentrate mixture, from 0.1 to 4 weight percent of
  • concentrations for the surfactant incorporated into the aqueous pesticide concentrate mixture described herein include, from 0.2 to 20 weight percent of the concentrate mixture, from 0.3 to 20 weight percent of the concentrate mixture, from 0.4 to 20 weight percent of the concentrate mixture, from 0.5 to 20 weight percent of the concentrate mixture, from 0.6 to 20 weight percent of the concentrate mixture, from 0.7 to 20 weight percent of the concentrate mixture, from 0.8 to 20 weight percent of the concentrate mixture, from 0.9 to 20 weight percent of the concentrate mixture, from 1 to 20 weight percent of the concentrate mixture, from 1.5 to 20 weight percent of the concentrate mixture, from 2 to 20 weight percent of the concentrate mixture, from 3 to 20 weight percent of the concentrate mixture, from 4 to 20 weight percent of the concentrate mixture, from 5 to 20 weight percent of the concentrate mixture, from 6 to 20 weight percent of the concentrate mixture, from 7 to 20 weight percent of the concentrate mixture, from 8 to 20 weight percent of the concentrate mixture, from 9 to 20 weight percent of the concentrate mixture, from 10 to 20 weight percent of the concentrate mixture, from 11 to 20 weight percent of the concentrate mixture,
  • concentrations for the surfactant incorporated into the aqueous pesticide concentrate mixture described herein include, from 0.2 to 19 weight percent of the concentrate mixture, from 0.3 to 18 weight percent of the concentrate mixture, from 0.4 to 17 weight percent of the concentrate mixture, from 0.5 to 16 weight percent of the concentrate mixture, from 0.6 to 15 weight percent of the concentrate mixture, from 0.7 to 14 weight percent of the concentrate mixture, from 0.8 to 13 weight percent of the concentrate mixture, from 0.9 to 12 weight percent of the concentrate mixture, from 1 to 11 weight percent of the concentrate mixture, from 2 to 10 weight percent of the concentrate mixture, from 2 to 9 weight percent of the concentrate mixture, from 2 to 8 weight percent of the concentrate mixture, from 2 to 7 weight percent of the concentrate mixture, from 2 to 6 weight percent of the concentrate mixture, from 2 to 5 weight percent of the concentrate mixture, from 2 to 4 weight percent of the concentrate mixture, and from 2 to 3 weight percent of the concentrate mixture.
  • the aqueous concentrate compositions described herein include from 0.1 to 20 weight percent of a fatty acid alkyl ester, triglyceride fatty acid ester, and/or petroleum derived oil. Additional examples of concentrations for the fatty acid alkyl ester, triglyceride fatty acid ester, and/or petroleum derived oil incorporated into the aqueous pesticide concentrate mixture described herein include, from 0.1 to 19 weight percent of the concentrate mixture, from 0.1 to 18 weight percent of the concentrate mixture, from 0.1 to 17 weight percent of the concentrate mixture, from 0.1 to 16 weight percent of the concentrate mixture, from 0.1 to 15 weight percent of the concentrate mixture, from 0.1 to 14 weight percent of the concentrate mixture, from 0.1 to 13 weight percent of the concentrate mixture, from 0.1 to 12 weight percent of the concentrate mixture, from 0.1 to 11 weight percent of the concentrate mixture, from 0.1 to 10 weight percent of the concentrate mixture, from 0.1 to 9 weight percent of the concentrate mixture, from 0.1 to 8 weight percent of the concentrate mixture, from 0.1 to 7 weight percent
  • concentrations for the fatty acid alkyl ester, triglyceride fatty acid ester, and/or the petroleum derived oil incorporated into the aqueous pesticide concentrate mixture described herein include, from 0.2 to 20 weight percent of the concentrate mixture, from 0.3 to 20 weight percent of the concentrate mixture, from 0.4 to 20 weight percent of the concentrate mixture, from 0.5 to 20 weight percent of the concentrate mixture, from 0.6 to 20 weight percent of the concentrate mixture, from 0.7 to 20 weight percent of the concentrate mixture, from 0.8 to 20 weight percent of the concentrate mixture, from 0.9 to 20 weight percent of the concentrate mixture, from 1 to 20 weight percent of the concentrate mixture, from 1.5 to 20 weight percent of the concentrate mixture, from 2 to 20 weight percent of the concentrate mixture, from 3 to 20 weight percent of the concentrate mixture, from 4 to 20 weight percent of the concentrate mixture, from 5 to 20 weight percent of the concentrate mixture, from 6 to 20 weight percent of the concentrate mixture, from 7 to 20 weight percent of the concentrate mixture, from 8 to 20 weight percent of the concentrate mixture, from 9 to 20 weight percent of
  • concentrations for the fatty acid alkyl ester, triglyceride fatty acid ester, and/or the petroleum derived oil incorporated into the aqueous pesticide concentrate mixture described herein include, from 0.2 to 19 weight percent of the concentrate mixture, from 0.3 to 18 weight percent of the concentrate mixture, from 0.4 to 17 weight percent of the concentrate mixture, from 0.5 to 16 weight percent of the concentrate mixture, from 0.6 to 15 weight percent of the concentrate mixture, from 0.7 to 14 weight percent of the concentrate mixture, from 0.8 to 13 weight percent of the concentrate mixture, from 0.9 to 12 weight percent of the concentrate mixture, from 1 to 11 weight percent of the concentrate mixture, from 2 to 10 weight percent of the concentrate mixture, from 2 to 9 weight percent of the concentrate mixture, from 2 to 8 weight percent of the concentrate mixture, from 2 to 7 weight percent of the concentrate mixture, from 2 to 6 weight percent of the concentrate mixture, from 2 to 5 weight percent of the concentrate mixture, from 2 to 4 weight percent of the concentrate mixture, and from 2 to 3 weight percent of the concentrate mixture.
  • aqueous concentrate compositions can be stored in suitable containers as will be readily recognized by one of skill in the art and can be, for example, solutions, emulsions, or suspensions.
  • the pesticide is a herbicide that is an auxinic herbicide and the auxinic herbicide is 2,4-D choline salt or 2,4-D dimethyl ammonium salt.
  • the pesticide is a herbicide that is an auxinic herbicide and the auxinic herbicide is 2,4-D choline salt or 2,4-D dimethyl ammonium salt, and the fatty acid alkyl ester, triglyceride fatty acid ester, and/or petroleum derived oil is methyl caproate, methyl caprylate, methyl caprate, methyl laurate, methyl myristate, methyl palmitate, methyl stearate, methyl oleate, methyl linoleate, methyl linolenate, soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, almond oil, canola oil, omega-9 canola oil, coconut oil, corn
  • the pesticide is a herbicide that is an auxinic herbicide and the auxinic herbicide is 2,4-D choline salt and the fatty acid alkyl ester, triglyceride fatty acid ester, and/or petroleum derived oil is methyl caproate, methyl caprylate, methyl caprate, methyl laurate, methyl myristate, methyl palmitate, methyl stearate, methyl oleate, methyl linoleate, methyl linolenate, soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, almond oil, canola oil, omega-9 canola oil, coconut oil, corn oil, cotton seed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil, an aromatic hydrocarbon, a paraffinic hydrocarbon, or mixtures thereof.
  • compositions described herein may additionally contain surfactants.
  • the surfactants may be anionic, cationic, or nonionic in character.
  • compositions as described herein that include glyphosate can optionally include an efficacy enhancing surfactant.
  • typical surfactants include alcohol-alkylene oxide addition products, such as tridecyl alcohol-C 16 ethoxylate; sorbitol esters, such as sorbitol oleate; quaternary amines, such as lauryl trimethylammonium chloride; ethoxylated amines, such as tallowamine ethoxylated; betaine surfactants, such as cocoamidopropyl betaine; fatty acid amidopropyl dimethylamine surfactants such as cocoamidopropyl dimethylamine; alkylpolyglycoside surfactants; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; and fatty acid esters of polyglycerol.
  • compositions optionally containing one or more additional compatible ingredients are provided herein.
  • additional ingredients may include, for example, one or more pesticides or other ingredients, which may be dissolved or dispersed in the composition and may be selected from acaricides, bactericides, fungicides, insecticides, herbicides, herbicide safeners, insect attractants, insect repellents, plant activators, plant growth regulators, and synergists.
  • any other additional ingredients providing functional utility such as, for example, dyes, stabilizers, fragrants, viscosity-lowering additives, compatibility agents, organic co-solvents such as, for example, propylene glycol, propylene glycol ethers and/or ethylene glycol ethers, and freeze-point depressants may be included in these compositions.
  • organic co-solvents such as, for example, propylene glycol, propylene glycol ethers and/or ethylene glycol ethers, and freeze-point depressants may be included in these compositions.
  • the use of organic co-solvents in the concentrates and spray solutions described herein may provide freezing-point depression and/or enhanced emulsion stability to these compositions.
  • a 4-oz vial was first charged with 9.00 g of a natural or petroleum derived oil.
  • the mixture was then homogenized using a SilversonTM Homogenizer to provide 100 g of a homogenous herbicide concentrate. Eleven emulsion-based 2,4-D concentrates using the oils shown in Table 2 and one aqueous concentrate containing only 2,4-D choline and EDTA-choline (control sample) were prepared in this manner.
  • compositions of 2,4-D Aqueous Emulsion Concentrates Composition wt % 2,4-D (44.5 wt % AE 2,4-D choline 86.00% salt solution in water) EDTA-choline (25 wt % solution) 4.00% natural or petroleum derived oil 9.00% Atlox 4912 0.5% Atlas G-5000 0.5%
  • the eleven emulsion-based 2,4-D choline concentrates and the one aqueous concentrate containing only 2,4-D choline and EDTA-choline (control sample) were each diluted with water.
  • Spray solutions containing 2% v/v of 2,4-D choline concentrates were prepared by diluting 10 mL of each of the twelve 2,4-D choline concentrates with 490 mL of deionized water. All diluted spray solutions were lightly shaken by hand until each sample was homogenous.
  • the twelve herbicide spray solutions and one control sample without an emulsion phase were sprayed using a Teejet® 8002 flat fan nozzle (Teejet Technologies; Wheaton, Ill.) at 40 psi (276 kiloPascal) and the spray droplet size distribution measurement was made with a Sympatec Helos/KF high resolution laser diffraction particle sizer with an R7 lens (Sympatec GmbH; Clausthal-Zellerfeld, Germany). The tip of the nozzle was situated 12 inches (30.5 centimeters) above the path of the laser beam of the Sympatec particle sizer. The percentage of driftable fines was expressed as the volume percentage of spray droplets below 150 ⁇ m volume mean diameter (VMD) as shown in Table 2.
  • VMD volume mean diameter
  • Aqueous herbicide concentrates containing 358.2 grams acid equivalent per kilogram (gae/kg) of glyphosate potassium, 90 g/kg of a natural or petroleum derived oil, and 10 g/kg of one or more surfactants were prepared as follows using the ingredients shown in Table 3.
  • a 4-oz vial was first charged with 9.00 g of dispersed oil. To the vial was added, 0.5 g of Atlox® 4912, 0.5 g of Atlas® G-5000, and 90.00 g of Roundup PowerMax® (containing 540 gae/L of glyphosate potassium; Monsanto; St. Louis, Mo.). The mixture was then homogenized using a SilversonTM Homogenizer to provide 100 g of a homogenous herbicide concentrate. Eleven emulsion-based glyphosate concentrates using the oils shown in Table 4 and one aqueous concentrate containing only commercial Roundup® PowerMax® (glyphosate K) were prepared in this manner.
  • the eleven emulsion-based glyphosate potassium concentrates and the one aqueous concentrate containing only commercial Roundup® PowerMax (glyphosate potassium) were each diluted with water.
  • Spray solutions containing 2% v/v glyphosate potassium concentrate were prepared by diluting 10 mL of each of the twelve glyphostate concentrates with 490 mL of deionized water. All diluted spray solutions were lightly shaken by hand until each sample was homogenous.
  • the twelve herbicide spray solutions and one control samples without an emulsion phase were sprayed using the equipment and procedure described in Example 1. The percentage of driftable fines was expressed as the volume percentage of spray droplets below 150 ⁇ m volume mean diameter (VMD) as shown in Table 4.
  • VMD volume mean diameter

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US11793195B2 (en) 2020-01-10 2023-10-24 Monsanto Technology Llc Herbicidal compositions including drift retardant agents and methods of making the same
US11825840B2 (en) 2020-01-10 2023-11-28 Monsanto Technology Llc Herbicidal compositions including drift retardant agents and methods of making the same
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