WO2024073020A1 - Mélanges de bixlozone avec du péthoxamide - Google Patents

Mélanges de bixlozone avec du péthoxamide Download PDF

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Publication number
WO2024073020A1
WO2024073020A1 PCT/US2023/034070 US2023034070W WO2024073020A1 WO 2024073020 A1 WO2024073020 A1 WO 2024073020A1 US 2023034070 W US2023034070 W US 2023034070W WO 2024073020 A1 WO2024073020 A1 WO 2024073020A1
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Prior art keywords
bixlozone
pethoxamid
encapsulated
agrochemical composition
present
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PCT/US2023/034070
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English (en)
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David HENNENS
Jesper HILDEBRANDT
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Fmc Corporation
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    • 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
    • A01N37/20—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 containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues 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
    • 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

Definitions

  • Described herein are agrochemical compositions comprising mixtures of bixlozone and pethoxamid. It has been surprisingly found that mixtures of bixlozone and pethoxamid produce synergistic effects compared to the individual components in the control of harmful plants. Also described herein is a method for the control of harmful plants, such as weeds in crops of useful plants. Also described herein is a use of the herbicidal compositions for the control of harmful plants.
  • the herbicidal active compound pethoxamid is known from EP0206251 and is generally used to control weeds in various crops such as control of grass weeds and broad-leaved weeds.
  • the herbicidal active compound bixlozone is known from US4405357 and is also generally used to control weeds in various crops such as control of grass weeds and broad-leaved weeds.
  • Compositions including pethoxamid and/or bixlozone are broadly described in US20170042155, US9814237, and US10667516. However, no specific combinations of pethoxamid and bixlozone have been demonstrated.
  • the present disclosure is directed to an agrochemical composition
  • an agrochemical composition comprising bixlozone and pethoxamid as herbicidally active components, wherein the bixlozone is encapsulated, non-encapsulated, or a mixture of encapsulated and nonencapsulated, wherein the bixlozone and the pethoxamid are present in synergistically effective amounts, and wherein the bixlozone and the pethoxamid are present in a ratio in the range of from about 1.25: 1 to about 1 :8.
  • the present disclosure is directed to a method of preparing an agrochemical composition, the method comprising forming a mixture comprising (i) bixlozone, wherein the bixlozone is encapsulated, non-encapsulated, or a mixture of encapsulated and nonencapsulated, and (ii) pethoxamid, wherein the bixlozone and the pethoxamid are present in synergistically effective amounts, and wherein the bixlozone and the pethoxamid are present in a ratio of bixlozone:pethoxamid in the range of from about 1.25: 1 to about 1 :8.
  • the present disclosure is directed to a method for controlling undesirable vegetation, the method comprising applying to the undesirable vegetation or to a locus thereof or applying to a soil to prevent an emergence or growth of the undesirable vegetation an agrochemical composition comprising bixlozone and pethoxamid, wherein the bixlozone is encapsulated, non-encapsulated, or a mixture of encapsulated and non-encapsulated, wherein the bixlozone and the pethoxamid are present in synergistically effective amounts, and wherein the bixlozone and the pethoxamid are present in a ratio of bixlozone:pethoxamid in the range of from about 1.25: 1 to about 1 :8.
  • mixtures comprising bixlozone and pethoxamid as herbicidally active ingredients.
  • the mixtures exhibit a synergistic effect when used for the control of harmful plants.
  • the present invention comprises, or consists essentially of, synergistic combinations of bixlozone and pethoxamid combined in the ratios disclosed herein and methods for effective use of said synergistic combinations.
  • the mixtures of the present invention can include other components, including other active components, to enhance the performance properties of said mixtures.
  • the present invention does not require other active components to provide the claimed synergistic effect and, thus, other active components may be excluded from the present invention without detriment to the surprising effects of the claimed invention described herein.
  • agrochemical compositions in accordance with the present disclosure comprise bixlozone and pethoxamid in synergistically effective amounts.
  • the effectiveness of said agrochemical compositions used in methods for the control of harmful plants will depend on various factors such as the mode of application, the harmful plants to be combated, the useful plant to be protected, the application time, etc. Methods of using of said synergistically effective compositions can be readily determined by the skilled person using well known principles.
  • bixlozone and pethoxamid are present and/or applied in a ratio of bixlozone to pethoxamid that is an effective amount, and that is preferably selected to provide a synergistic herbicidal action.
  • An effective amount of bixlozone and pethoxamid is any amount that has the ability to combat the harmful plants.
  • the ratio may be a weight ratio, a molar ratio, an application rate ratio, or a volume ratio.
  • bixlozone and pethoxamid are present and/or applied in a ratio of bixlozone:pethoxamid in the range of from about 30:1, about 29: 1, about 28: 1, about 27: 1, about 26:1, about 25:1, about 24:1, about 23:1, about 22:1, about 21:1, about 20:1, about 19:1, about 18:1, about 17:1, about 16:1, about 15:1, about 14:1, about 13:1, about 12:1, about 11:1, about 10:1, about 9:1, about 8:1, about 7:1, about 6:1, about 5:1, about 4:1, about 3:1, about 2:1, about 1.75:1, about 1.5:1, about 1.25:1, or about 1:1 to about 1:2, about 1:3, about 1:4, about 1:5, about 1:6, about 1:7, about 1:8, about 1:9, about 1:10, about 1:11, about 1:12, about 1:13, about 1:14, about 1:15, about 1:16, about 1:17, about 1:18, about 1:19, about 1:20, about 1:21, about
  • bixlozone and pethoxamid are present in a ratio in the range of from about 30:1 to about 1:30. In some embodiments, bixlozone and pethoxamid are present in a ratio in the range of from about 15:1 to about 1:15. In some embodiments, bixlozone and pethoxamid are present in a ratio in the range of from about 8:1 to about 1:8. In some embodiments, bixlozone and pethoxamid are present in a ratio in the range of from about 6:1 to about 1:6. In some embodiments, bixlozone and pethoxamid are present in a ratio in the range of from about 3: 1 to about 1 :3. In some embodiments, bixlozone and pethoxamid are present in a ratio in the range of from about 2: 1 to about 1 :2.
  • bixlozone and pethoxamid are present in a ratio of bixlozone:pethoxamid in the range of from about 1.25:1 to about 1 :8. In some particular embodiments, bixlozone and pethoxamid are present in a ratio in the range of from about 1.25: 1 to about 1 :3.2.
  • bixlozone is employed in an amount of from about 1 g/ha, about 10 g/ha, about 50 g/ha, about 100 g/ha, about 200 g/ha, about 300 g/ha, about 400 g/ha, about 500 g/ha, about 600 g/ha, about 700 g/ha, about 800 g/ha, about 900 g/ha, about 1000 g/ha, about 1100 g/ha, about 1200 g/ha, about 1300 g/ha, about 1400 g/ha, about 1500 g/ha, about 1600 g/ha, about 1700 g/ha, about 1800 g/ha, about 1900 g/ha, about 2000 g/ha, about 2100 g/ha, about 2200 g/ha, about 2300 g/ha, about 2400 g/ha, about 2500 g/ha, about 2600 g/ha, about 2700 g/ha, about 2800 g/ha, about 2900
  • bixlozone is employed in an amount of from about 100 g/ha to about 400 g/ha.
  • pethoxamid is employed in an amount of from about 1 g/ha, about 10 g/ha, about 50 g/ha, about 100 g/ha, about 200 g/ha, about 300 g/ha, about 400 g/ha, about 500 g/ha, about 600 g/ha, about 700 g/ha, about 800 g/ha, about 900 g/ha, about 1000 g/ha, about 1100 g/ha, about 1200 g/ha, about 1300 g/ha, about 1400 g/ha, about 1500 g/ha, about 1600 g/ha, about 1700 g/ha, about 1800 g/ha, about 1900 g/ha, about 2000 g/ha, about 2100 g/ha, about 2200 g/ha, about 2300 g/ha, about 2400 g/ha, about 2500 g/ha, about 2600 g/ha, about 2700 g/ha, about 2800 g/ha, about 2
  • pethoxamid is employed in an amount of from about 100 g/ha to about 1500 g/ha. In some embodiments, pethoxamid is employed in an amount of from about 100 g/ha to about 800 g/ha. In some embodiments, pethoxamid is employed in an amount of from about 100 g/ha to about 300 g/ha. In some embodiments, pethoxamid is employed in an amount of from about 300 g/ha to about 1200 g/ha.
  • Rates of application of the agrochemical composition will vary according to prevailing conditions such as targeted weeds, degree of infestation, weather conditions, soil conditions, crop species, mode of application, and application time.
  • Compositions containing the active compounds may be applied in the form in which they are formulated. For example, they may be applied as sprays, such as water-dispersible concentrates, wettable powders, or water- dispersible granules.
  • rates of application of bixl ozone and pethoxamid can be varied independent of each other, provided that all combinations are synergistic and that each of the components are applied within the disclosed limits of the present invention.
  • the synergy between the bixlozone and pethoxamid in the agrochemical compositions according to the present disclosure is independent of the form of the agrochemical composition. Accordingly, agrochemical compositions according to the present disclosure may be in any suitable form of agrochemical compositions known in the art. The agrochemical compositions may include bixlozone and pethoxamid in the same form or different forms.
  • the agrochemical composition is in a form selected from twin packs, ready-to-use solutions, emulsifiable concentrates, emulsions, suspensions, wettable powders, soluble powders, granules, soluble granules, dispersible granules, microemulsions, microcapsule suspensions (e.g., capsules comprising both active ingredients or present within separate capsules), and combinations thereof.
  • compositions in accordance with the present disclosure include suspension concentrates (SC), capsule suspension concentrates (CS), mixtures of SC and CS formulations (ZC), emulsifiable concentrates (EC), granules (GR), water dispersible granules (WG), and combinations thereof.
  • SC suspension concentrates
  • CS capsule suspension concentrates
  • ZC mixtures of SC and CS formulations
  • EC emulsifiable concentrates
  • GR granules
  • WG water dispersible granules
  • the bixlozone is in a form selected from a suspension concentrate, a capsule suspension, an emulsifiable concentrate, a granule, a wettable granule, and combinations thereof.
  • the pethoxamid is in a form selected from a suspension concentrate, a capsule suspension, a granule, a wettable granule, and combinations thereof. In some embodiments, the pethoxamid is in a form selected from a suspension concentrate, an emulsifiable concentrate, a granule, a wettable granule, and combinations thereof. In some embodiments, the pethoxamid is in a form of a suspension concentrate.
  • the bixlozone and pethoxamid are capsulated together in a co-encapsulation (co-CS). In some embodiments, the bixlozone and pethoxamid are separately encapsulated.
  • the active ingredients of the agrochemical compositions may be encapsulated with encapsulation materials known in the art. Biodegradable and sustainable encapsulation materials are particularly preferred.
  • an amount of the bixlozone is encapsulated with a material selected from polyurea, a biodegradable natural polymer, chitosan, wax, alginate, cellulose, gelatin, and combinations thereof.
  • an amount of the pethoxamid is encapsulated with a material selected from polyurea, a biodegradable natural polymer, chitosan, wax, alginate, cellulose, gelatin, and combinations thereof.
  • the agrochemical compositions comprise encapsulated bixlozone, non-encapsulated bixlozone, and pethoxamid.
  • the active ingredients are present in a ratio of encapsulatedmon-encapsulated ingredients in the range of from about 30:1, 29:1, 28:1, 27:1, 26:1, 25:1, 24:1, 23:1, 22:1, 21:1, 20:1, 19:1, 18:1, 17:1, 16:1, 15:1, 14:1, 13:1, 12:1, 11:1, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, or 1:1 to about 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:11, 1:12, 1:13, 1:14, 1:15, 1:16, 1:17, 1:18, 1:19, 1:20, 1:21, 1:22, 1:23, 1:24, 1:25, 1:26, 1:27, 1:28, 1:29, or 1:30.
  • the active ingredients are present in a ratio of encapsulatedmon-encapsulated ingredients in the range of from about 9:1 to about 1:9. In some particular embodiments, the active ingredients are present in a ratio of encapsulatedmon- encapsulated ingredients in the range of from about 4:1 to about 1:4. In some particular embodiments, the active ingredients are present in a ratio of encapsulatedmon-encapsulated ingredients in the range of from about 3:1 to about 1:3. In some embodiments the encapsulatedmon-encapsulated active ingredients are encapsulated bixlozone and nonencapsulated bixlozone.
  • the agrochemical compositions may be applied in various combinations of the two active compounds. For example, they may be applied as a single “ready -mix” form, or in a combined spray mixture composed from separate formulations of the active compounds, e.g., a “tank-mix” form.
  • a tank-mix a combined spray mixture composed from separate formulations of the active compounds.
  • the two active compounds it is not necessary that the two active compounds be applied in a physically combined form, or even at the same time, i.e. the components may be applied in a separately and/or sequentially application, provided that the application of the second active compound occurs within a reasonable period of time from the application of the first active compound.
  • the combination effect results so long as the two active compounds are present at the same time, regardless of when they were applied.
  • a physical combination of the two active compounds could be applied, or one could be applied earlier than the other so long as the earlier-applied active compound is still present on the harmful plant to be controlled or in the soil surrounding the harmful plant to be controlled when the second active compound is applied, and so long as the weight ratio of available active compounds falls within that provided herein.
  • the order of applying the individual components bixlozone and pethoxamid is not essential.
  • any form of combination of the active components may be applied for either pre- or post-emergence control of harmful plants, e.g., weeds in crops of useful plants.
  • the agrochemical composition is in a form selected from a premix and a tank mix.
  • Agrochemical compositions in accordance with the present disclosure may be formulated using auxiliaries, adjuvants, and formulation techniques that are known in the art for individually formulating the active compounds.
  • the active compounds may be mixed together, optionally with other formulating ingredients.
  • the agrochemical compositions may contain a diluent, which may be added during the formulation process, after the formulation process (e.g., by the user- a farmer or custom applicator), or both.
  • diluent includes all liquid and solid agriculturally acceptable material-including carriers which may be added to the herbicides to bring them in a suitable application or commercial form and include solvents, emulsifiers, and dispersants.
  • suitable solid diluents or carriers are aluminum silicate, talc, calcined magnesia, kieselguhr, tricalcium phosphate, powdered cork, absorbent carbon black, chalk, silica, and clays such as kaolin and bentonite.
  • liquid diluents examples include water, organic solvents (e.g., acetophenone, cyclohexanone, isophorone, toluene, xylene, petroleum distillates), amines (e.g., ethanolamine, dimethylformamide), and mineral, animal, and vegetable oils (used alone or in combination).
  • organic solvents e.g., acetophenone, cyclohexanone, isophorone, toluene, xylene, petroleum distillates
  • amines e.g., ethanolamine, dimethylformamide
  • mineral, animal, and vegetable oils used alone or in combination.
  • the agrochemical compositions may also contain surfactants, protective colloids, thickeners, penetrating agents, stabilizers, sequestering agents, anti-caking agents, coloring agents, corrosion inhibitors, and dispersants such as lignosulfite waste liquors and methylcellulose.
  • surfactant as used herein, means an agriculturally acceptable material which imparts emulsifiability, stability, spreading, wetting, dispersibility or other surface-modifying properties.
  • Suitable surfactants include lignin sulfonates, fatty acid sulfonates (e.g., lauryl sulfonate), the condensation product of formaldehyde with naphthalene sulfonate, alkylarylsulfonates, ethoxylated alkylphenols, and ethoxylated fatty alcohols.
  • lignin sulfonates e.g., lauryl sulfonate
  • condensation product of formaldehyde with naphthalene sulfonate alkylarylsulfonates
  • alkylarylsulfonates ethoxylated alkylphenols
  • ethoxylated fatty alcohols ethoxylated fatty alcohols.
  • Other known surfactants that have been used with herbicides are also acceptable.
  • the agrochemical composition further comprises an auxiliary selected from dispersants, surfactants, biocides, antifoamers, antifreeze agents, rheology modifiers, surfactants, solvents, and combinations thereof.
  • the agrochemical compositions of the present invention typically contain a total of from about 0.01 to about 95% by weight of the synergistic active compounds, about 0 to about 20% agriculturally acceptable surfactants, and about 5 to 99.99% solid or liquid diluent(s).
  • the agrochemical compositions may additionally contain other additives known in the art, such as pigments, thickeners and the like.
  • the agrochemical compositions of the present invention typically contain the combined active ingredients at a total normality in the range of from about 0.001 N to about 10 N. In some embodiments, the agrochemical compositions typically contain the combined active ingredients at a total normality in the range of from about 0.01 N to about 2 N.
  • Additional herbicides may be also be used, preferably so provided that the additional herbicide does not interfere with the synergistic relationship between bixlozone and the pethoxamid.
  • An additional herbicide may be utilized if broadening of the spectrum of control or preventing the build-up of resistance is desired.
  • examples of additional herbicides are acetochlor, acifluorfen and its sodium salt, aclonifen, acrolein (2-propenal), alachlor, alloxydim, ametryn, amicarbazone, amidosulfuron, aminocyclopyrachlor and its esters (e.g., methyl, ethyl) and salts (e.g., sodium, potassium), aminopyralid, amitrole, ammonium sulfamate, anilofos, asulam, atrazine, azimsulfuron, bixlozone, beflubutamid, beflubutamid-M, benazolin, benazolin-ethyl, bencarbazone, benfluralin, benfuresate, benquinotrione, bensulfuron-methyl, bensulide, bentazone, benzobicyclon, benzofenap, bicyclopyrone, b
  • herbicides also include bioherbicides such as Alternaria destruens Simmons, Colletotrichum gloeosporiodes (Penz.) Penz. & Sacc., Drechsieramonoceras (MTB-951), Myrothecium verrucaria (Albertini & Schweinitz) Ditmar: Fries, Phytophthora palmivora (Butl.) Butl., Puccinia thlaspeos Schub, or their environmentally compatible salts, “acids”, esters and amides.
  • bioherbicides such as Alternaria destruens Simmons, Colletotrichum gloeosporiodes (Penz.) Penz. & Sacc., Drechsieramonoceras (MTB-951), Myrothecium verrucaria (Albertini & Schweinitz) Ditmar: Fries, Phytophthora palmivora (Butl.) Butl., Puc
  • Preferred for better control of undesirable vegetation e.g., lower use rate such as from enhanced effects, broader spectrum of weeds controlled, or enhanced crop safety
  • a herbicide selected from atrazine, azimsulfuron, S-beflubutamid, benzisothiazolinone, carfentrazone-ethyl, chlorimuron-ethyl, chlorsulfuron-methyl, clomazone, clopyralid potassium, cloransulam-methyl, 2-[(2,5-dichlorophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone, ethametsulfuron-methyl, flumetsulam, flupyrsulfuron-methyl, fluthiacet-methyl, fomesafen, imazethapyr, lenacil, mesotrione, metribuzin, metsulfuron-methyl, pethoxamid
  • examples of additional herbicides are acetyl-CoA carboxylase inhibitors (ACC), for example cyclohexenone oxime ethers, such as alloxydim, clethodim, cloproxydim, cycloxydim, sethoxydim, tralkoxydim, butroxydim, clefoxydim or tepraloxydim; phenoxyphenoxypropionic esters, such as clodinafop-propargyl, cyhalofopbutyl, diclofop-methyl, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenthiapropethyl, fluazifop-butyl, fluazifop-P -butyl, haloxyfop-ethoxyethyl, haloxyfop-methyl, haloxyfop-P-methyl, isoxa
  • the synergistic mixture further comprises beflubutamid or beflubutamid-M.
  • Bixlozone and pethoxamid and optionally one or more additional herbicides may also be applied in combination with at least one safener compound.
  • a safener compound is a compound, which is effective for antagonism of bixlozone and pethoxamid or both or the optional additional herbicide(s), and which is applied in a suitable amount i.e., an amount which counteracts to some degree a phytotoxic response of a useful plant to the herbicide(s).
  • the safener may suitably be incorporated in the agrochemical composition.
  • Safeners suitable for use include cloquintocet, cloquintocet-mexyl, benoxacor, dichlormid, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, isoxadifen-ethyl, mefenpyr, mefenpyr-diethyl and oxabetrinil or their environmentally compatible salts, “acids”, esters and amides.
  • the agrochemical composition further comprises a safener selected from quinolinecarboxylic acid herbicides and agriculturally acceptable salts and esters thereof, cloquintocet mexyl, cyprosulfamide, mefenpyr, mefenpyr-diethyl, and combinations thereof.
  • a safener selected from quinolinecarboxylic acid herbicides and agriculturally acceptable salts and esters thereof, cloquintocet mexyl, cyprosulfamide, mefenpyr, mefenpyr-diethyl, and combinations thereof.
  • the agrochemical compositions according to the present disclosure may be prepared according to suitable methods known in the art.
  • the agrochemical compositions according to the present disclosure are prepared according to a method comprising forming a mixture comprising (i) bixlozone and (ii) pethoxamid, wherein the bixlozone and the pethoxamid are present in synergistically effective amounts, and wherein the bixlozone and the pethoxamid are present in a ratio in the range of from about 1.25:1 to about 1 :8.
  • the agrochemical compositions according to the present disclosure may be used according to suitable methods known in the art.
  • the agrochemical compositions according to the present disclosure are used according to a method comprising applying to undesirable vegetation or to a locus thereof or applying to a soil to prevent an emergence or growth of the undesirable vegetation an agrochemical composition comprising bixlozone and pethoxamid, wherein the bixlozone and the pethoxamid are present in synergistically effective amounts, and wherein the bixlozone and the pethoxamid are present in a ratio of bixlozone:pethoxamid in the range of from about 1.25: 1 to about 1 :8.
  • the vegetation comprises at least one herbicide resistant or tolerant weed species. In some embodiments, the vegetation comprises at least one susceptible weed species.
  • the vegetation comprises a weed selected from a broad leaf weed and a grass weed.
  • the agrochemical composition is applied at a stage selected from pre-emergence, post-emergence, and combinations thereof.
  • the agrochemical compositions according to the present disclosure can be employed for the selective control of grasses and annual and perennial monocotyledonous and dicotyledonous harmful plants the presence of useful plants such as maize, soya, peas, beans, sunflowers, oilseed rape, sugar cane, cassava, pumpkins, potatoes, vegetables and tobacco.
  • useful plants such as maize, soya, peas, beans, sunflowers, oilseed rape, sugar cane, cassava, pumpkins, potatoes, vegetables and tobacco.
  • the agrochemical compositions can be employed for controlling undesirable harmful plants in plantation crops.
  • ABUTH Abutilon theophrasti
  • ACCVI Acalypha virginica
  • Alopecurus myosuroides Alopecurus myosuroides
  • AMBEL Amaranthus retroflexus
  • AMBEL Ambrosia artemisiifolia
  • ANGAR AnagalHs arvensis
  • Apera spica-venii Apera spica-venii
  • ARREB Arrhenatherum elatius
  • Capsella bursa-pastor is (CAPBP), Centaurea cyanus (CENCY), Chenopodium album (CHEAL), Chenopodium hybridum (CHEHY), Chenopodium polyspermum (CHEPO), Cirsium arvense (GIRAR), Convolvidus arvensis (CONAR), Cynodon dactylon (CYNDA), Cyperus difformis (CYPDI),
  • weeds or volunteer crop plants that may be controlled are annual blue grass, annual ryegrass (Lolium rigidum), ball medic (Medicago spp.), barley grass (Hordeum murinum), bedstraw (Galium tricornutum), Benghal dayflower, biforaBifora testiculata), black grass, black night shade, broadleaf signal grass, brome grass (Bromus spp.), Canada thistle, capeweed (Arctotheca calendula), cheat, chickweed (Stellaria media), common cocklebur (Xanthium pensylvanicum), common ragweed, corn poppies, doublegee (Emex australis , field violet, fleabane (Conyza bonariensis) giant foxtail, fumitory (Fumaria spp), goose grass, green fox tail, guinea grass, hairy beggarticks, herbicide-resistant black grass, horse
  • Preferred harmful plants e.g., weeds or volunteer crop plants, that may be controlled are wild radish Raphanus raphanistrum), velvetleaf, jimsonweed, common cocklebur, and hairy beggarticks.
  • Especially preferred harmful plants, e.g., weeds or volunteer crop plants, that may be controlled are wild radish (Raphanus raphanistrum).
  • Well-known methods for determining whether synergy exists include the Colby method, the Tammes method and the Wadley method, all of which are described below. Any one of these methods may be used to determine if synergy exists between compounds A and B.
  • the action to be expected E for a given active ingredient combination obeys the so-called Colby formula.
  • the expected action of active ingredients A+B using p+q ppm of active ingredient is:
  • the Tammes method uses a graphic representation to determine whether a synergistic effect exists. See “Isoboles, a graphic representation of synergism in pesticides,” Netherlands Journal of Plant Pathology, 70 (1964) p. 73-80. [0058] The Wadley method is based on comparison of an observed EC50 value (i.e. concentration providing 50% control) obtained from experimental data using the dose response curves and an expected EC50 calculated theoretically from the formula: wherein a and b are the weight ratios of compound A and B in the mixture and EC50 O bs is the experimentally determined EC50 value obtained using the dose response curves for the individual compounds.
  • an observed EC50 value i.e. concentration providing 50% control
  • the ratio EC50(A+B)ex P ected/EC50(A+B)observed expresses the factor of interaction (F) (synergy factor). In the case of synergism, F is >1.
  • F factor of interaction
  • the herbicidal compounds bixlozone and pethoxamid were applied in a variety of forms and at a variety of amounts, application rates, and normalities. Efficacy of the herbicidal compositions was evaluated with reference to a scale of 0% to 100% in comparison with untreated control plots. 0 means no damage to the harmful plants and 100 means complete destruction of the harmful plants. Plants per square meter is indicated by “pl/m 2 ”, and grams per hectare is indicated by “g/ha”.
  • EC emulsifiable concentrate
  • SC suspension concentrate
  • ZC a mixed formulation of CS and SC (a stable suspension of capsules and active ingredient(s) in a fluid, normally intended for dilution with water before use).
  • bixlozone CS 250 g/ha + pethoxamid CS tank mix provided additional crop safety equivalent to a tank mix having only bixlozone SC at a reduced rate (150 g/ha).
  • efficacy for fixed rate of bixlozone combined with pethoxamid 1200 or 900 g/ha.
  • Rate-for-rate efficacy was lower for bixlozone CS (250 g/ha) + pethoxamid CS tank mixes compared to bixlozone SC + pethoxamid EC.
  • Example 2 Pre-emergence application of agrochemical mixtures on corn for broad leaf weeds.
  • bixlozone CS 250 g/ha + pethoxamid CS tank mix provided additional crop safety equivalent to a tank mix having only bixlozone SC at a reduced rate (150 g/ha).
  • efficacy for fixed rate of bixlozone combined with pethoxamid 1200 or 900 g/ha.
  • Rate-for-rate efficacy was lower for bixlozone CS (250 g/ha) + pethoxamid CS tank mixes compared to bixlozone SC + pethoxamid EC.
  • Table 3 Synergy data of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on corn. The notations in parentheses show the forms and amounts (in g/ha) of applied bixlozone and pethoxamid, respectively. Where “tank” is noted, the mix is a tank mix. Where “premix” is noted, the mix is a premix. Where there is no notation, the value shown is the Colby calculation for the expected value from separate mixtures.
  • Table 4 Synergy data of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on corn. The notations in parentheses show the forms and amounts (in g/ha) of applied bixlozone and pethoxamid, respectively. Where “tank” is noted, the mix is a tank mix. Where “premix” is noted, the mix is a premix. Where there is no notation, the value shown is the Colby calculation for the expected value from separate mixtures.
  • Table 5 Synergy data of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on com for all combined weeds.
  • the notations in parentheses show the forms and amounts (in g/ha) of applied bixlozone and pethoxamid, respectively.
  • tank the mix is a tank mix.
  • premix the mix is a premix.
  • the value shown is the Colby calculation for the expected value from separate mixtures.
  • Table 6 Synergy data of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on corn for all combined grasses.
  • the notations in parentheses show the forms and amounts (in g/ha) of applied bixlozone and pethoxamid, respectively.
  • tank the mix is a tank mix.
  • premix the mix is a premix.
  • the value shown is the Colby calculation for the expected value from separate mixtures.
  • Table 7 Synergy data of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on corn for all combined broad leaf weeds.
  • the notations in parentheses show the forms and amounts (in g/ha) of applied bixlozone and pethoxamid, respectively.
  • tank the mix is a tank mix.
  • premix the mix is a premix.
  • the value shown is the Colby calculation for the expected value from separate mixtures.
  • Example 3 Pre-emergence application of agrochemical mixtures on corn at relatively high application rates of pethoxamid.
  • Table 8 Efficacies of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on corn. Weeds were present at > 5 pl/m 2 . Concentrations are shown in parentheses in g/ha. [0076] Table 9. Synergy data of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on com at the crop row closure stage (BBCH 18). The notations in parentheses show the forms and amounts (in g/ha) of applied bixlozone and pethoxamid, respectively. Where “tank” is noted, the mix is a tank mix. Where “premix” is noted, the mix is a premix. Where there is no notation, the value shown is the Colby calculation for the expected value from separate mixtures.
  • Table 10 Synergy data of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on com at the crop row closure stage (BBCH 18).
  • the notations in parentheses show the forms of applied bixlozone and pethoxamid, respectively.
  • the notations in parentheses show the forms and amounts (in g/ha) of applied bixlozone and pethoxamid, respectively.
  • tank is noted, the mix is a tank mix.
  • premimix the mix is a premix.
  • the value shown is the Colby calculation for the expected value from separate mixtures.
  • Table 11 Synergy data of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on com at the crop row closure stage (BBCH 18).
  • the notations in parentheses show the forms and amounts (in g/ha) of applied bixlozone and pethoxamid, respectively.
  • tank the mix is a tank mix.
  • premix the mix is a premix.
  • the value shown is the Colby calculation for the expected value from separate mixtures.
  • Example 4 Pre-emergence application of agrochemical mixtures on corn at relatively medium application rates of pethoxamid.
  • compositions including bixlozone + pethoxamid mixed CS exhibited increased efficacy compared to compositions including bixlozone + pethoxamid co-encapsulated CS.
  • Example 5 Pre-emergence application of agrochemical mixtures on corn at relatively low application rates of pethoxamid.
  • compositions, and mixtures of bixlozone and pethoxamid were applied to corn before emergence.
  • compositions of bixlozone only, minimal differences in performance between SC and CS were observed, except on POLSS, SOLNI, ABUTH, and ECHCG.
  • Mixtures of bixlozone with 300 g/ha pethoxamid improved weed spectrum on a range of broad leaf weeds (e.g., SOLNI and ABUTH).
  • Combinations of bixlozone and pethoxamid in pre-emergence applications were very safe with no clear pethoxamid rate effect. Tank mixes and premixes yielded comparable efficacies.
  • compositions including bixlozone + pethoxamid mixed CS exhibited increased efficacy compared to compositions including bixlozone + pethoxamid coencapsulated CS for some broad leaf weeds (e.g., POLSS and SOLNI).
  • Example 6 Pre-emergence application of agrochemical mixtures on corn for grass weeds.
  • Various forms, compositions, and mixtures of bixlozone and pethoxamid were applied to corn before emergence. Acceptable crop safety was observed for all combinations.
  • a bixlozone CS (250 g/ha) + pethoxamid CS tank mix provided additional crop safety equivalent to a tank mix having only bixlozone SC at a reduced rate (150 g/ha).
  • Table 14 Efficacies of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on com. Weeds were present at > 5 pl/m 2 . Concentrations are shown in parentheses in g/ha.
  • Example 7 Pre-emergence application of agrochemical mixtures on corn for weeds.
  • Table 15 Efficacies of various normalities for mixtures of bixlozone and pethoxamid after pre-emergence application on corn. Weeds were present at > 5 pl/m 2 Normalities are shown in parentheses.
  • Table 16 Synergy data of various forms and mixtures of bixlozone and pethoxamid after pre-emergence application on corn. The notations in parentheses show the forms and amounts (in g/ha) of applied bixlozone and pethoxamid, respectively. Where “tank” is noted, the mix is a tank mix. Where “premix” is noted, the mix is a premix. Where there is no notation, the value shown is the Colby calculation for the expected value from separate mixtures.
  • compositions comprising, “comprising,” “includes,” “including,” “has,” “having,” “contains”, “containing,” “characterized by” or any other variation thereof, are intended to cover a non-exclusive inclusion, subject to any limitation explicitly indicated.
  • a composition, mixture, process or method that comprises a list of elements is not necessarily limited to only those elements but may include other elements not expressly listed or inherent to such composition, mixture, process or method.
  • transitional phrase “consisting essentially of’ is used to define a composition or method that includes materials, steps, features, components, or elements, in addition to those literally disclosed, provided that these additional materials, steps, features, components, or elements do not materially affect the basic and novel characteristic(s) of the claimed invention.
  • the term “consisting essentially of’ occupies a middle ground between “comprising” and “consisting of’.
  • the indefinite articles “a” and “an” preceding an element or component of the invention are intended to be nonrestrictive regarding the number of instances (i.e. occurrences) of the element or component. Therefore “a” or “an” should be read to include one or at least one, and the singular word form of the element or component also includes the plural unless the number is obviously meant to be singular.
  • the term “optionally” in connection with an ingredient or method in the present formulation alternatively means “present or absent”.
  • the “optional” component is “present” or “absent” independent of the presence or absence of other formulating ingredients or steps unless otherwise noted or recited.
  • the term “about” provides an estimate of a value associated with the claimed invention, where the estimated value is reasonable when taken in context with the description of the invention and in view of what is known from information available to the public, as such information would be understood or interpreted by a person of ordinary skill in the art. Generally, the term “about” as used herein means that the estimated value will fall within plus or minus 10% of the associated value.

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  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
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Abstract

L'invention concerne des compositions agrochimiques contenant en tant que principes actifs du bixlozone et du péthoxamide. Les combinaisons de ces composés actifs présentent un effet synergique dans la lutte contre les plantes nuisibles.
PCT/US2023/034070 2022-09-30 2023-09-29 Mélanges de bixlozone avec du péthoxamide WO2024073020A1 (fr)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4405357A (en) 1980-06-02 1983-09-20 Fmc Corporation Herbicidal 3-isoxazolidinones and hydroxamic acids
EP0206251A1 (fr) 1985-06-21 1986-12-30 Tokuyama Soda Kabushiki Kaisha Composés haloacétamide, prodédé pour leur production et leur usage comme herbicide
WO2012148689A2 (fr) * 2011-04-29 2012-11-01 Fmc Corporation Utilisation de 3-isoxazolidinones comme herbicides sélectifs dans les cultures de graminées et de crucifères
US9049866B2 (en) * 2008-05-09 2015-06-09 Cheminova A/S Synergistic herbicidal combination of clomazone and pethoxamid
WO2015127259A1 (fr) * 2014-02-23 2015-08-27 Fmc Corporation Utilisation de composés 3-isoxazolidinones comme herbicides sélectifs
WO2019140163A1 (fr) * 2018-01-12 2019-07-18 Fmc Corporation Compositions herbicides comportant une préparation de péthoxamide en suspension pour capsule

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Publication number Priority date Publication date Assignee Title
US4405357A (en) 1980-06-02 1983-09-20 Fmc Corporation Herbicidal 3-isoxazolidinones and hydroxamic acids
EP0206251A1 (fr) 1985-06-21 1986-12-30 Tokuyama Soda Kabushiki Kaisha Composés haloacétamide, prodédé pour leur production et leur usage comme herbicide
US9049866B2 (en) * 2008-05-09 2015-06-09 Cheminova A/S Synergistic herbicidal combination of clomazone and pethoxamid
WO2012148689A2 (fr) * 2011-04-29 2012-11-01 Fmc Corporation Utilisation de 3-isoxazolidinones comme herbicides sélectifs dans les cultures de graminées et de crucifères
US9814237B2 (en) 2011-04-29 2017-11-14 Fmc Corporation Use of 3-isoxazolidinones as selective herbicides in grass and brassica crops
US10667516B2 (en) 2011-04-29 2020-06-02 Fmc Corporation Use of 3-isoxazolidinones as selective herbicides in grass and Brassica crops
WO2015127259A1 (fr) * 2014-02-23 2015-08-27 Fmc Corporation Utilisation de composés 3-isoxazolidinones comme herbicides sélectifs
US20170042155A1 (en) 2014-02-23 2017-02-16 Fmc Corporation Use of 3-isoxazolidinones compounds as selective herbicides
WO2019140163A1 (fr) * 2018-01-12 2019-07-18 Fmc Corporation Compositions herbicides comportant une préparation de péthoxamide en suspension pour capsule

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"Isoboles, a graphic representation of synergism in pesticides", NETHERLANDS JOURNAL OF PLANT PATHOLOGY, vol. 70, 1964, pages 73 - 80
COLBY, S. R.: "Calculating Synergistic and Antagonistic Responses of Herbicide Combination", WEEDS, vol. 15, 1967, pages 20 - 22, XP001112961
LEVI ET AL., EPPO-BULLETIN, vol. 16, 1986, pages 651 - 657
LIMPEL ET AL., PROC. NEWCC, vol. 16, 1962, pages 48 - 53

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