WO2025215136A1 - Pesticidal composition comprising isocycloseram and beauveria species/its spores - Google Patents
Pesticidal composition comprising isocycloseram and beauveria species/its sporesInfo
- Publication number
- WO2025215136A1 WO2025215136A1 PCT/EP2025/059853 EP2025059853W WO2025215136A1 WO 2025215136 A1 WO2025215136 A1 WO 2025215136A1 EP 2025059853 W EP2025059853 W EP 2025059853W WO 2025215136 A1 WO2025215136 A1 WO 2025215136A1
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- WO
- WIPO (PCT)
- Prior art keywords
- active ingredient
- pesticidal composition
- genus
- pest
- composition according
- 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
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Classifications
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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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
- A01N63/00—Biocides, pest repellants or attractants, or plant growth regulators containing microorganisms, viruses, microbial fungi, animals or substances produced by, or obtained from, microorganisms, viruses, microbial fungi or animals, e.g. enzymes or fermentates
- A01N63/30—Microbial fungi; Substances produced thereby or obtained therefrom
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P7/00—Arthropodicides
- A01P7/04—Insecticides
Definitions
- the present invention relates to compositions of pesticidally active ingredients and to methods of using the compositions in the field of agriculture.
- WO2011067272 discloses that certain isoxazoline compounds have insecticidal activity.
- the present invention provides a pesticidal composition
- a pesticidal composition comprising an active ingredient A and an active ingredient B, wherein the active ingredient A is isocycloseram, and the active ingredient B is selected from Beauveria species, and its spores.
- the pesticidal composition or in other words the active ingredient mixture or combination, according to the invention achieves a synergistic effect, especially to treat a pest selected from the order Hemiptera or Thysanoptera, preferably selected from the Trialeurodes genus, Bemisia genus, Aphis genus, Macrosiphum genus, and Thrips genus, such as more preferably Trialeurodes vaporariorum, Bemisia tabaci, Aphis gossypii, Macrosiphum euphorbiae and Thrips tabaci.
- the pesticidal composition advantageously achieves a high degree of pest control.
- composition stands forthe various mixtures or combinations of active ingredients (A) and (B), for example in a single “ready-mix” form, in a combined spray mixture composed from separate formulations of the single active ingredient components, such as a “tank-mix”, and in a combined use of the single active ingredients when applied in a sequential manner, i.e. one after the other with a reasonably short period, such as a few hours or days.
- the order of applying the active ingredients (A) and (B) is not essential for working the present invention.
- Isocycloseram is an insecticidal agrochemical with the following CAS number: 2061933-85-3, and has the following chemical formula: Isocycloseram can comprise the isomer (5S,4R) which is 4-[(5S)-5-(3,5-dichloro-4-fluoro-phenyl)-5- (trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide, and optionally at least one of the isomers selected among isomer (5S,4S), isomer (5R,4R), isomer (5R,4S), and any combinations thereof.
- the isomer (5S,4S) is 4-[(5S)-5-(3,5-dichloro-4- fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4S)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl- benzamide;
- the isomer (5R,4R) is 4-[(5R)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H- isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide; and the isomer (5R,4S) is 4-[(5R)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazol-3-
- isocycloseram further comprises at least one of the isomers selected among isomer (5S,4S), isomer (5R,4R), isomer (5R,4S), and any combinations thereof
- isocycloseram can comprise a molar proportion of the isomer (5S,4R) greater than 50%, e.g. at least 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, 96%, 97%, 98% or 99%, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
- the molar proportion of the isomer (5S,4S) can be less than 50%, e.g. at most 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1 %, 0.5% or 0.1 %, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
- the molar proportion of the isomer (5R,4R) can be less than 50%, e.g. at most 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1 %, 0.5% or 0.1 %, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
- the molar proportion of the isomer (5R,4S) can be less than 50%, e.g. at most 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1 %, 0.5% or 0.1 %, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
- the active ingredient B is selected from Beauveria species and its spores.
- Beauveria species are insecticidally active fungi, and can include for example Beauveria bassiana, Beauveria brongniartii.
- the most preferred Beauveria species is Beauveria bassiana, and more particularly Beauveria bassiana strain ATCC 74040 and Beauveria bassiana strain GHA.
- the active ingredients (A) and (B) can be present in a synergistically effective amount in the pesticidal composition.
- the weight ratio (in grams of active ingredients ) of active ingredient A to active ingredient B can range from 100:1 to 1 :100, preferably from 50:1 to 1 :50, preferably from 10:1 to 1 :10, preferably from 5:1 to 1 :5, and more preferably from 2:1 to 1 :2.
- the active ingredient A according to the present invention can be used to prepare a suspension concentrate (SC), a flowable suspension (FS), a suspoemulsion (SE), a suspension concentratecapsule suspension blend (ZC), water soluble granules (SG), water dispersible granules (WG), water dispersible tablets (WT), a dispersible concentrate (DC), an emulsifiable concentrate (EC), or an oil dispersion (OD).
- SC suspension concentrate
- DC dispersible concentrate
- ZC suspension concentrate-capsule suspension blend
- the above-mentioned formulations can be prepared in using ingredients and techniques well-known in the art, such as for example as described in the document WO2022/128912 or WO2023/232559.
- the pesticidal composition according to the present invention can further comprise at least one of the components selected among a polyoxyalkylene copolymer, an acrylic graft copolymer, an oxygenated hydrocarbon, a lignin compound, a lactamide compound, and an ether type solvent, preferably at least two of said components, preferably at least three of said components, and more preferably preferably at least four of said components.
- the pesticidal composition can further comprise at least one of the components selected among a polyoxyalkylene copolymer, an acrylic graft copolymer, and an oxygenated hydrocarbon, preferably at least two of said components, and more preferably said three components.
- the pesticidal composition, especially for the preparation of the active ingredient A can further comprise at least one of the components selected among an acrylic graft copolymer, a lignin compound, a lactamide compound, and ether type solvent, preferably at least two of said components, preferably at least three of said components, and more preferably said four components.
- the polyoxyalkylene copolymer can be obtained from at least two different alkylene oxides, such as from ethylene oxide and propylene oxide monomers.
- the polyoxyalkylene copolymer can be more preferably a polyoxyalkylene block copolymer of the AB, ABA, BAB, or ABABA type.
- the polyoxyalkylene copolymer can be prepared by ring-opening polymerization of the corresponding cyclic ethylene oxide and propylene oxide monomers.
- the ring-opening polymerization is initiated by addition of water and alkali hydroxides, such as sodium hydroxide and potassium hydroxide.
- alkali hydroxides such as sodium hydroxide and potassium hydroxide.
- the block structure of the copolymer is formed by first polymerizing a polymer block using one monomer, before adding a second monomer to form further polymer blocks.
- the polyoxyalkylene copolymer can be an ethylene oxide-propylene oxideethylene oxide block copolymer (EO-PO-EO block copolymer), or in other words a polyethylene oxide)- poly(propylene oxide)-poly(ethylene oxide) block copolymer or a polyethylene glycol)-poly(propylene glycol)-poly(ethylene glycol) block copolymer.
- EO-PO-EO block copolymer ethylene oxide-propylene oxideethylene oxide block copolymer
- the polyoxyalkylene copolymer of the invention can have a molecular weight from 1 ,000 to 15,000 g/mol, and more preferably from 3,000 to 7,000 g/mol.
- a molecular weight means an average molecular weight (i.e. a molecular weight approximately of).
- Molecular weight of a polymer or in other words the molar mass, can be easily determined by method well-known in the art, such as gel permeation chromatography (GPC).
- the EO-PO-EO block copolymer can have a polypropylene oxide molecular weight from 900 to 4,000 g/mol, and preferably from 2,000 to 4,000 g/mol.
- the polypropylene oxide molecular weight is the molecular weight of the polypropylene oxide) block of the EO-PO-EO block copolymer.
- the EO-PO-EO block copolymer can have an ethylene oxide content from 10 to 80%, and preferably from 30 to 50%, over the total weight of the copolymer.
- the ethylene oxide content is the percentage of the polyethylene oxide) block in the EO-PO-EO block copolymer.
- the EO-PO-EO block copolymer can have the features of the first embodiment and the features of the second embodiment.
- Examples include the GENAPOL® PF series (CLARIANT), the PLURONIC® series (BASF), the SYNPERONIC® PE series (CRODA), or the TOXIMUL® series (STEPAN).
- the acrylic graft copolymer has typically a comb- or star-like structure, and preferably a comb-like structure.
- Graft copolymers are branched copolymers wherein the components forming the side chains are structurally different from the components forming the main chain.
- Comb-like polymers comprise of a main chain (backbone) which contains branch points from each of which a linear side chain emanates.
- Star-like polymers comprise of a multifunctional centre from which at least three polymer chains radiate.
- the acrylic graft copolymer can be an amphipathic copolymer.
- the acrylic graft copolymer comprises at least one component A, which is solvated by an aqueous medium (hydrophilic part), and at least one other component B which is hydrophobic.
- Suitable acrylic graft copolymers may comprise polyethylene glycol, mono-methyl ethers of polyethylene glycol, poly(vinyl pyrrolidone), poly(acrylamide) or poly(vinyl alcohol) as hydrophilic side chain, while the hydrophobic backbone may comprise polymers and copolymers of styrene, methyl acrylate, methyl methacrylate, ethyl acrylate, 2-ethylhexyl acrylate, lauryl methacrylate, or vinyl acetate.
- Such acrylic graft copolymers can for example be prepared by converting the mono-methyl ether of a polyethylene glycol to the acrylic or methacrylic ester, which is then subjected to radical polymerization with other unsaturated monomers such as styrene, ethyl acrylate, or methyl methacrylate. It is also possible to prepare such acrylic graft copolymers by reacting a hydrophobic polymer backbone, which consists chemically reactive sites such as carboxyl, hydroxy, or amine groups, with monomeric alkylene oxides, such as ethylene oxide and propylene oxide, to form hydrophilic side chains.
- the acrylic graft copolymer is a non-ionic polymer, and more particularly with a comblike structure.
- the acrylic graft copolymer can comprise polyethylene glycol and/or mono-ether polyethylene glycol side chains.
- the acrylic graft copolymer can also comprise a backbone obtained from acrylate and/or methacrylate monomers.
- the acrylic graft copolymer can comprise a backbone obtained from acrylate and/or methacrylate monomers, and side chains comprising polyethylene glycol and/or mono-ether polyethylene glycol, giving more particularly the polymer a comb-like structure.
- the acrylic graft copolymer of the present invention can be Atlox 4913TM supplied by CRODA, or Tersperse 2500TM supplied by HUNTSMAN.
- the oxygenated hydrocarbon compound can be selected among alkyl ether compounds, alkyl ester compounds, and any mixture thereof; and preferably among polyethylene glycol alkyl ether, sulfonated alkyl ester compounds, and any mixture thereof.
- the oxygenated hydrocarbon compound is preferably different from the polyoxyalkylene copolymer and from the acrylic graft copolymer.
- the polyethylene glycol alkyl ether can be obtained by reacting alcohols with ethylene oxide. Suitable alcohols are linear or branched aliphatic alcohols with a chain length from C2 to C15, preferably with a chain length from C7 to C11, and more preferably with a chain length of C9 or C10.
- An example can be Rhodasurf DA/630-ETM supplied by SOLVAY-RHODIA,
- the sulfonated alkyl ester compound can be a sulfosuccinate ester or a salt of a sulfosuccinate ester.
- An example can be AerosolTM OT-B, supplied by SOLVAY-RHODIA.
- the lignin compound can have a molecular weight up to 10000 g/mol, and preferably up to 5000 g/mol. In a preferred embodiment, the lignin compound can have a molecular weight of at least 1000 g/mol.
- the lignin compound can be more particularly a kraft lignin and/or an unsulfonated lignin.
- the lignin compound can be an unsulfonated kraft lignin.
- An unsulfonated kraft lignin can be defined as a lignin separated from cellulose using the Kraft process (also known as sulfate process), namely separation using sodium hydroxide (NaOH) and sodium sulfide (Na2S).
- Kraft process also known as sulfate process
- NaOH sodium hydroxide
- Na2S sodium sulfide
- R1 and R2 of the lactamide compound of formula I wherein R
- the ether type solvent can be selected among dialkyl ethers, dialkyl amide ethers, glycol ethers, aliphatic ethers, and cyclic ethers.
- the ether type solvent can be methyl-5-(dimethylamino)- 2-methyl-5-oxopentanoate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol monophenyl ether, tetrahydrofuran or dibutyl ether.
- the composition may further comprise water.
- composition of the present invention may further comprise one or more formulation additives well- known in the art.
- formulation additives can be selected among an anti-freeze agent, an anti-foam agent, an anti-bacterial agent (or biocide), a viscosity modifier (or thickener), a pH modifier, and any mixture thereof.
- the composition of the present invention can further comprise at least a silicone compound as anti-foam agent.
- silicone compounds can be polydimethylsiloxane.
- suitable formulation additives include amongst others known to the person skilled in the art, antioxidant, emulsifying agent, colourant (or pigment), perfume, adjuvant, attractant, binder, buffer, solid support (carrier), coating agent, deodorant, emetic agent, inorganic filler, safener, organic solvent, photo-protecting agent, and any mixture thereof.
- the formulation may comprise: - from 0.01 % to 50.0% by weight of the active ingredient A, and preferably from 0.1 % to 40.0% by weight of the active ingredient A, over the total weight of the formulation,
- polyoxyalkylene copolymer preferably from 0.0005% to 50.0% by weight of polyoxyalkylene copolymer, and more preferably from 0.002% to 25.0% by weight of polyoxyalkylene copolymer, over the total weight of the formulation
- an acrylic graft copolymer preferably from 0.0005% to 20.0% by weight of the acrylic graft polymer and more preferably from 0.001 % to 10.0% by weight of the acrylic graft polymer, over the total weight of the formulation,
- an oxygenated hydrocarbon compound preferably from 0.0001 % to 10.0% by weight of the oxygenated hydrocarbon compound, and more preferably from 0.001 % to 5.0% by weight of the oxygenated hydrocarbon compound, over the total weight of the formulation, and
- the active ingredient A when prepared to form a formulation as cited above, such as a dispersible concentrate, the formulation may comprise:
- a lignin compound preferably from 0.01 % to 30.0% by weight of the lignin compound, and preferably 0.1 % to 20.0% by weight of the lignin compound, over the total weight of the formulation,
- ether type solvent preferably from 1.0% to 70.0% by weight of the ether type solvent, and preferably from 1 .0% to 60.0% by weight of the ether type solvent, over the total weight of the composition.
- the isocycloseram, the polyoxyalkylene copolymer, the acrylic graft copolymer, the oxygenated hydrocarbon, the lignin compound, the lactamide compound, and the ether type solvent are the compounds described in the present description.
- the active ingredient B according to the present invention can be used to prepare an oil dispersion (OD), a wettable powder (WP), an emulsifiable suspension (ES), or a flowable concentrates for seed treatment (FS).
- OD oil dispersion
- WP wettable powder
- ES emulsifiable suspension
- FS flowable concentrates for seed treatment
- formulations can be prepared in using ingredients and techniques well-known in the art.
- an oil dispersion (OD) including the active ingredient B can be the product NATURALIS®- L supplied by FARGO, or an emulsifiable suspension (ES) including the active ingredient B can be the product BotaniGard®ES supplied by Laverlam International.
- the pesticidal composition can be a mixture of the active ingredient A and the active ingredient B, and more particularly a mixture of: - a formulation containing the active ingredient A, such as a suspension concentrate, a flowable suspension, a suspoemulsion, a suspension concentrate-capsule suspension blend, water soluble granules, water dispersible granules, water dispersible tablets, a dispersible concentrate, emulsifiable concentrate, or an oil dispersion, and preferably a suspension concentrate, a dispersible concentrate, or a suspension concentrate-capsule suspension blend; and
- a formulation containing the active ingredient A such as a suspension concentrate, a flowable suspension, a suspoemulsion, a suspension concentrate-capsule suspension blend, water soluble granules, water dispersible granules, water dispersible tablets, a dispersible concentrate, emulsifiable concentrate, or an oil dispersion, and preferably a suspension concentrate, a dispersible concentrate, or
- a formulation containing the active ingredient B such as an oil dispersion, a wettable powder, an emulsifiable suspension, or a flowable concentrates for seed treatment.
- Said mixture can be diluted with water in a tank mix.
- the formulation containing the active ingredient A and the formulation containing the active ingredient B can be added to a farmer’s spray tank of water or it may be applied, once mixed, directly without further dilution.
- the active ingredient A and the active ingredient B can respectively be applied in any desired sequence or simultaneously.
- the formulation containing the active ingredient A and the formulation containing the active ingredient B can respectively be applied in any desired sequence or simultaneously.
- the pesticidal composition of the present invention may further comprise an additional agrochemical.
- the additional agrochemical can be an insecticide, a fungicide, an herbicide, a synergist, a plant growth regulator, a nematicide, a plant nutrient, a plant fertilizer, and a mixture thereof.
- composition of the present invention may comprise a suitable amount of one or several of the above-mentioned ingredient(s) to obtain the respective properties, when appropriate.
- the pest is selected from:
- the Hemiptera order more preferably from the Aleyrodidae family (such as for example Bemisia genus, Trialeurodes genus), the Aphididae family (such as for example Aphis genus, Macrosiphum genus); and
- Thysanoptera order or thrips more preferably from the Thripidae family, such as Thrips genus, Frankliniella genus, Caliothrips genus.
- the most preferred pest can be from the Bemisia genus (such as Bemisia tabaci), the Trialeurodes genus (such as Trialeurodes vaporariorum), the Aphis genus (such as Aphis gossypii), the Macrosiphum genus (such as Macrosiphum euphorbiae), the Thrips genus (such as Thrips tabaci), the Frankliniella genus (such as Frankliniella occidentalism .
- Bemisia genus such as Bemisia tabaci
- the Trialeurodes genus such as Trialeurodes vaporariorum
- the Aphis genus such as Aphis gossypii
- the Macrosiphum genus such as Macrosiphum euphorbiae
- Thrips genus such as Thrips tabaci
- the Frankliniella genus such as Frankliniella occidentalism .
- the even more preferred pests according to the present invention are Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Macrosiphum euphorbiae and Thrips tabaci.
- insects can also be considered in the present invention such as for example species from other families of the Hemiptera order, the Lepidoptera order, the Coleoptera order, the Diptera order, mites, or termites.
- the other families of the Hemiptera order can be selected from:
- Dichelops genus such as for example Dichelops melacanthus
- Euschistus genus such as for example Euschistus heros
- Cicadellidae family such as for example Dalbulus maidis, Peregrinus maidis.
- the Lepidoptera order can be selected from:
- Autographa genus such as for example Autographa gamma
- the Chrysodeixis genus such as for example Chrysodeixis includens
- the Diatraea genus such as for example Diatraea saccharalis
- the Helicoverpa genus such as for example Helicoverpa armigera;
- Spodoptera genus such as for example Spodoptera frugiperda, Spodoptera eridania, Spodoptera cosmioides, Spodoptera albula, Spodoptera littoralis;
- Rachiplusia genus such as for example Rachiplusia nu
- Tuta genus such as for example Tuta absolutea.
- the Coleoptera order can be selected from Chrysomelidae family (such as for example Diabrotica sp., Leptinotarsa sp., Phyllotreta sp., Chaetocnema sp.), Scarabidae family (such as for example Phyllophaga sp., Cyclocephala sp., Popilia sp.), Curculionidae family (such as for example Anthonomus sp., Sphenopherus sp., Otiorhynchus sp., Hypothenemus hampei), and Nitidulidae family (such as for example Meligethes sp.).
- Chrysomelidae family such as for example Diabrotica sp., Leptinotarsa sp., Phyllotreta sp., Chaetocnema sp.
- Scarabidae family such as for example Phyllophaga s
- the Diptera order can be selected from Agromyzidae family such as for example Liriomyza huidobrensis.
- the Acarida (Trombidiformes) order or mites can be selected from the Tetranychidae family such as for example Tetranychus urticae.
- the Blattodea (Isoptera) order or termites can be selected from Rhinotermitidae family such as for example Heterotermes sp.
- composition according to the present invention can be used for combating and/or controlling (i.e. containing or destroying) pests of the abovementioned type which occur in particular on plants, especially on useful plants and ornamentals in agriculture, in horticulture and in forests, or on organs, such as fruits, flowers, foliage, stalks, tubers or roots, of such plants, and in some cases even plant organs which are formed at a later point in time remain protected against these pests.
- Said composition can also be used for combating and/or controlling (i.e. containing or destroying) pests of the abovementioned type which occur in particular in soil and/or on plant propagation material.
- Suitable target crops are, in particular, cereals, such as wheat, barley, rye, oats, rice, maize (e.g. field corn, popcorn, corn), millet or sorghum; beet, such as sugar or fodder beet; fruit, for example pomaceous fruit, stone fruit or soft fruit, such as apples, pears, plums, peaches, almonds, cherries or berries, for example strawberries, raspberries or blackberries; leguminous crops, such as beans, lentils, peas or soya (soya beans); oil crops, such as oilseed rape, mustard, poppies, olives, sunflowers, coconut, castor, cocoa or ground nuts; cucurbits, such as pumpkins, cucumbers, melons, watermelons or squashes; fibre plants, such as cotton, flax, hemp or jute; citrus fruit, such as oranges, lemons, grapefruit or tangerines
- the plant can be selected from:
- cereals such as wheat, barley, rye, oats, rice, maize (e.g. field corn, popcorn, corn), millet or sorghum; and more preferably rice, maize (e.g. field corn, popcorn, corn), millet or sorghum;
- leguminous crops such as beans, lentils, peas or soya (soya beans); and more preferably soya (soya beans);
- - fibre plants such as cotton, flax, hemp or jute; and more preferably cotton;
- - vegetables such as spinach, lettuce, asparagus, cabbages, broccolis, cauliflowers, carrots, onions, tomatoes, potatoes, eggplants, zucchini, peppers, or bell peppers;
- transgenic plants and plant cultivars obtained by genetic engineering methods can be treated by the pesticidal composition of the invention.
- plants of the plant cultivars which are in each case commercially available or in use are treated according to the invention.
- Plant cultivars are understood as meaning plants having novel properties ("traits") which have been obtained by conventional breeding, by mutagenesis or by recombinant DNA techniques. These can be cultivars, bio- or genotypes.
- the genetic modified crops can be described in the following website https://www.isaaa.org/gmapprovaldatabase, incorporated by reference therein.
- locus means fields in or on which plants are growing, or where seeds of cultivated plants are sown, or where seed will be placed into the soil. It includes soil, seeds, and seedlings, as well as established vegetation.
- plant propagation material is understood to denote all the generative parts of the plant, such as seeds, which can be used for the multiplication of the latter including vegetative plant material such as cuttings.
- vegetative plant material such as cuttings.
- the plant propagation material can be treated with the composition of the invention before the material is sown or planted.
- the plant propagation material may be treated with the composition of the invention during sowing or planting.
- the composition of the invention may be applied to the previously treated propagation material before or during its planting.
- the composition of the invention may be applied during the sowing of the seed.
- the composition may also be used to plant propagation material derived from plants grown in a green house and/or during transplantation.
- the plant propagation material is plant seeds.
- the seed treatment can occur to an unsown seed, and the term "unsown seed” is meant to include seed at any period between the harvest of the seed and the sowing of the seed in the ground for the purpose of germination and growth of the plant. Treatment to an unsown seed is not meant to include those practices in which the composition is applied to the soil but would include any application practice that would target the seed during the sowing/planting process.
- the treated plant propagation material of the present invention can be treated in the same manner as conventional plant propagation material.
- the treated propagation material can be stored, handled, sown and tilled in the same manner as any other pesticide treated material.
- the pesticidal composition according to the present invention can be applied to the pest, to a locus of the pest, or to a plant susceptible to attack by the pest, in spraying the pesticidal composition, for example dispensed from a spray container for foliar application.
- the weight rate of the active ingredient A is inferior to the weight rate of the active ingredient B.
- the pesticidal composition according to the present invention can be applied to a plant propagation material susceptible to attack by a pest.
- the pesticidal composition can be used as seed treatment.
- Said method can involve an effective amount of the pesticidal composition applied at a rate of:
- the weight rate of the active ingredient B is at least 2 times higher than the weight rate of the active ingredient A, preferably at least 2.5 times higher than the weight rate of the active ingredient A, preferably at least 3 times higher than the weight rate of the active ingredient A, more preferably 5 times higher than the weight rate of the active ingredient A, and more preferably 10 times higher than the weight rate of the active ingredient A.
- the weight rate of the active ingredient B can be at most 50 times higher than the weight rate of the active active ingredient A, preferably at most 40 times higher than the weight rate of the active ingredient A, and more preferably at most 30 times higher than the weight rate of the active ingredient A.
- Another object of the present invention relates to a method of combating and/or controlling a pest, which comprises applying to a pest, to a locus of a pest, to a plant susceptible to attack by a pest, or to a plant propagation material susceptible to attack by a pest, a combination of active ingredients A and B, characterized in that the active ingredients A and B are as defined in the present invention.
- said combination is a pesticidal combination comprising a active ingredient A and a active ingredient B as defined in the present invention, wherein the active ingredient A is isocycloseram, and the active ingredient B is Beauveria species or its spores. Said combination can be applied in any desired sequence or simultaneously.
- the combination of active ingredients A and B can be the pesticidal composition according to the present invention.
- the composition can be generally applied with an effective amount of active ingredient A and with an effective amount of active ingredient B. More particularly, the weight ratio of active ingredient A to active ingredient B in the composition can range from 1 :1 to 1 :100, preferably from 1 :1 to 1 :50, preferably from 1 :1 to 1 :30, and more preferably from 1 :1 to 1 :20.
- the weight ratio of active ingredient A to active ingredient B in the composition can range from 10:1 to 1 :10, preferably from 5:1 to 1 :5, and more preferably from 2:1 to 1 :2..
- the weight ratio of active ingredient A to active ingredient B in the composition can range from 1 :2 to 1 :20, preferably from 1 :3 to 1 :10, and more preferably from 1 :5 to 1 :10.
- Another object of the present invention relates to a use of the pesticidal composition according to the invention, to combat and/or control the pests from Hemiptera or Thysanoptera order, preferably selected from the Bemisia genus, Trialeurodes genus, Aphis genus, Macrosiphum genus, and Thrips genus, and more preferably selected from Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Macrosiphum euphorbiae and Thrips tabaci.
- the active ingredient composition according to the present invention achieves a high degree of pest control, especially within a very short time such as for example at least three days after application.
- further active ingredients may be combined with the active ingredient A and/or the active ingredient B of the invention and used in the methods of the invention and applied simultaneously or sequentially with the active ingredients A and B of the invention.
- these further active ingredients may be formulated together with the compositions of the invention or mixed in, for example, the spray tank.
- These further biocidally active ingredients may be fungicides, herbicides, insecticides, bactericides, acaricides, nematicides, plant growth regulators, and/or biologicals.
- the following mixtures of the active ingredient A and/or of the active ingredient B with further active ingredients are preferred: abamectin, acetamiprid, acibenzolar-s-methyl, andipropamid, azoxystrobin, Bacillus thuringiensis kurstaki, Bacillus thuringiensis teneb/7on/s,,benzovindiflupyr, benzpirimoxan, bifenthrin, broflanilide, chlorantraniliprole, chlorfenapyr, chlothianidin, copper, cyantraniliprole, cyclaniliprole, cylobutrifluram, cymoxanil, cypermethrin, deltametrin, dichlobentiazox, difenoconazole, dimpropyridaz, emamectin, emamectin benzoate, ethaboxam, ethiprole, fenamifos,
- the following mixtures of the active ingredient A and/or of the active ingredient B with further active ingredients are most preferred: acibenzolar-s-methyl, metalaxyl-M, metalaxyl, picarbutrazox, oxathiapiprolin, ethaboxam, fludioxonil, azoxystrobin, thiabendazole, difenoconazole, tebuconazole, ipconazole, mefentrifluconazole, prothioconazole, triticonazole, sedaxane, inpyrfluxam, penflulen, fluopyram, fluxapyroxad, pydifulmetofen, cylobutrifluram, spiropidion, thiamethoxam, lambda- cyhalothrin, or bifenthrin.
- the active ingredient A and/or the active ingredient B can be combined with at least two, three or four, of the further active ingredients as described above.
- the weight ratio between any two components independently of each other can be from 1 :100 to 100:1 , preferably 1 :50 to 50:1 , and even more preferably 1 :10 to 10:1 .
- Y % action by active ingredient (B) using q ppm of active ingredient.
- synergism corresponds to a positive value for the difference of (O-E).
- expected activity said difference (O-E) is zero.
- a negative value of said difference (O-E) signals a loss of activity compared to the expected activity.
- Isocycloseram an SC200 formulation (suspension concentrate with 200 g of active ingredient per liter) comprising isocycloseram as active ingredient, this formulation being commercialized by SYNGENTA under the name INCIPIO SC200; and
- Example 1 Whitefly Trialeurodes vaporariorum adults
- Each of the product INCIPIO SC200 (Ex.1.1), the product NATURALIS-L (Ex.1.2), and the pescitical composition (Ex.1.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 650 liter per hectare during 1 st application and 750 liter per hectare during 2 nd application.
- the dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 1 .
- Treatments were applied on tomato plants in the green house on plot area of 1.2 m 2 (length 1 ,2 m x width 1 m) with 5 plants per plot (row spacing of 100 cm and spacing within row 30 cm). In trial was used a boom pack sprayer with pressure of 4 bar, nozzle model CONHOL. Assessment was done on 5 plants per plot. Three replicates per treatment were done, with two applications (the interval between application was 6 days). Twenty nine and thirty five days after 2 nd application (DA2A), adults mortality was assessed.
- D2A 2 nd application
- Example 2 Whitefly Trialeurodes vaporariorum nymphs
- Each of the product INCIPIO SC200 (Ex.2.1), the product NATURALIS-L (Ex.2.2), and the pescitical composition (Ex.2.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 650 liter per hectare during 1 st application and 750 liter per hectare during 2 nd application.
- the dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 2.
- Treatments were applied on tomato plants in the green house on plot area of 1.2 m 2 (length 1 ,2 m x width 1 m) with 5 plants per plot (row spacing of 100 cm and spacing within row 30 cm).
- a boom pack sprayer with pressure of 4 bar, nozzle model CONHOL.
- Assessment was done on 5 leaves per plot.
- D2A 2 nd application
- Each of the product INCIPIO SC200 (Ex.3.1), the product NATURALIS-L (Ex.3.2), and the pescitical composition (Ex.3.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 400 liter per hectare during 1 st and during 2 nd application.
- the dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 3.
- Treatments were applied on tomato plants in the field on plot area of 12.6 m 2 (length 6 m x width 2.1 m) with row spacing of 30 cm and spacing within row 70 cm. In trial was used a back pack sprayer with ground speed of 0,7 mps. Assessment was done on 15 leaves per plot. Four replicates per treatment were done, with two applications (the interval between application was seven days). Seven and fifteen days after 2 nd application (DA2A), adults mortality was assessed.
- D2A 2 nd application
- Example 4 Whitefly Bemisia tabaci nymphs
- Each of the product INCIPIO SC200 (Ex.4.1), the product NATURALIS-L (Ex.4.2), and the pescitical composition (Ex.4.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 400 liter per hectare during 1 st and during 2 nd application.
- the dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 4.
- Treatments were applied on tomato plants in the field on plot area of 12.6 m 2 (length 6 m x width 2.1 m) with row spacing of 30 cm and spacing within row 70 cm. In trial was used a back pack sprayer with ground speed of 0,7 mps. Assessment was done on 10 leaves per plot. Four replicates per treatment were done, with two applications (the interval between application was seven days). Fifteen days after 2 nd application (DA2A), nymphs mortality was assessed.
- D2A 2 nd application
- Each of the product INCIPIO SC200 (Ex.5.1), the product NATURALIS-L (Ex.5.2), and the pescitical composition (Ex.5.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 1300 liter per hectare during 1 st and 1400 liter per hectare during 2 nd application.
- the dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 5.
- Treatments were applied on eggplant plants in the green house on plot area of 3 m 2 (length 2 m x width 1 .5 m) with row spacing of 150 cm and spacing within row 50 cm.
- a boom sprayer with pressure of 4 bar, nozzle type CONHOL Birchmeier 2x 1 .2 mm and boom height 50cm.
- PH of spray was 8.
- the assessment of wingless aphids was done on 10 shoots per plot. Three replicates per treatment were done, with two foliar applications (the interval between application was seven days). Three days after 2 nd application (DA2A) aphids mortality was assessed.
- D2A 2 nd application
- Each of the product INCIPIO SC200 (Ex.6.1), the product NATURALIS-L (Ex.6.2), and the pescitical composition (Ex.6.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 571 liter per hectare during 1 st and 571 liter per hectare during 2 nd application.
- the dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 6.
- Treatments were applied on onion plants in the field on plot area of 20 m 2 (length 5 m x width 4 m). Four replicates per treatment were done, with two applications (the interval between application was seven days). Fifteen leaves per plot was assessed. Fourteen days after 2 nd application (DA2A), adult thrips mortality was assessed.
- Each of the product INCIPIO SC200 (Ex.7.1), the product NATURALIS-L (Ex.7.2), and the pescitical composition (Ex.7.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 571 liter per hectare during 1 st and 571 liter per hectare during 2 nd application.
- the dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 7.
- Treatments were applied on onion plants in the field on plot area of 20 m 2 (length 5 m x width 4 m). Four replicates per treatment were done, with two applications (the interval between application was seven days). Fifteen leaves per plot was assessed. Twenti one days after 2 nd application (DA2A), nymphs thrips mortality was assessed.
- D2A 2 nd application
- Isocycloseram an DC100 formulation (dispersible concentrate with 100 g of active ingredient per liter) comprising isocycloseram as active ingredient, this formulation being commercialized by SYNGENTA under the name SIMODIS DC100; and
- Example 8 Whitefly Trialeurodes vaporariorum adults
- Each of the product SIMODIS DC100 (Ex.8.1), the product NATURALIS-L (Ex.8.2), and the pescitical composition (Ex.8.3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 650 liter per hectare during 1 st application and 750 liter per hectare during 2 nd application.
- the dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 8.
- Treatments were applied on tomato plants in the green house on plot area of 1 .2 m 2 (length 1 ,2 m x width 1 m) with 5 plants per plot (row spacing of 100 cm and spacing within row 30 cm). In trial was used a boom pack sprayer with pressure of 4 bar, nozzle model CONHOL. Assessment was done on 5 plant per plot. Three replicates per treatment were done, with two applications (the interval between application was 6 days). Six days after 1 st application (DA1A) and eight days after 2 nd application (DA2A), adults mortality was assessed.
- Example 9 Whitefly Trialeurodes vaporariorum nymphs
- Each of the product SIMODIS DC100 (Ex.9.1), the product NATURALIS-L (Ex.9.2), and the pescitical composition (Ex.9.3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 650 liter per hectare during 1 st application and 750 liter per hectare during 2 nd application.
- the dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 9.
- Treatments were applied on tomato plants in the green house on plot area of 1 .2 m 2 (length 1 ,2 m x width 1 m) with 5 plants per plot (row spacing of 100 cm and spacing within row 30 cm).
- a boom pack sprayer with pressure of 4 bar, nozzle model CONHOL.
- Assessment was done on 5 leaves per plot.
- Three replicates per treatment were done, with two applications (the interval between application was 6 days). Six days after 1 st application (DA1A), eight, fifteen, twenty two and twenty nine days after 2 nd application (DA2A), nymphs mortality was assessed.
- Each of the product SIMODIS DC100 (Ex.10.1), the product NATURALIS-L (Ex.10.2), and the pescitical composition (Ex.10.3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 400 liter per hectare during 1 st and during 2 nd application.
- the dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 10.
- Treatments were applied on tomato plants in the field on plot area of 12.6 m 2 (length 6 m x width 2.1 m) with row spacing of 30 cm and spacing within row 70 cm. In trial was used a back pack sprayer with ground speed of 0,7 mps. Assessment was done on 15 leaves per plot. Four replicates per treatment were done, with two applications (the interval between application was seven days). Seven and fifteen days after 2 nd application (DA2A), adults mortality was assessed.
- D2A 2 nd application
- Example 11 Whitefly Bemisia tabaci nymphs
- Each of the product SIMODIS DC100 (Ex.11 .1), the product NATURALIS-L (Ex.11 .2), and the pescitical composition (Ex.11 .3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 400 liter per hectare during 1 st and during 2 nd application.
- the dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 11 .
- Treatments were applied on tomato plants in the field on plot area of 12.6 m 2 (length 6 m x width 2.1 m) with row spacing of 30 cm and spacing within row 70 cm. In trial was used a back pack sprayer with ground speed of 0,7 mps. Assessment was done on 10 leaves per plot. Four replicates per treatment were done, with two applications (the interval between application was seven days). Seven days after 2 nd application (DA2A), nymphs mortality was assessed.
- D2A 2 nd application
- Each of the product SIMODIS DC100 (Ex.12.1), the product NATURALIS-L (Ex.12.2), and the pescitical composition (Ex.12.3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 513.5 liter per hectare during 1 st and during 2 nd application.
- the dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 12.
- Example 12 The tested active ingredients according to the invention (Exemples 1 to 12), which are based on isocycloseram mixed with Beauvaria surpsingly guarantee a high degree of pest control against Hemiptera and Thysanoptera orders, and especially against Trialeurodes genus, Bemisia genus, Aphis genus, Macrosiphum genus, and Thrips genus.
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Abstract
The present invention relates to a pesticidal composition comprising a active ingredient A and a active ingredient B, characterized in that the active ingredient A is isocycloseram, and the active ingredient B is selected from Beauveria species, and its spores.
Description
PESTICIDAL COMPOSITION COMPRISING ISOCYCLOSERAM AND BEAUVERIA SPECIES/ITS SPORES
The present invention relates to compositions of pesticidally active ingredients and to methods of using the compositions in the field of agriculture.
WO2011067272 discloses that certain isoxazoline compounds have insecticidal activity.
The present invention provides a pesticidal composition comprising an active ingredient A and an active ingredient B, wherein the active ingredient A is isocycloseram, and the active ingredient B is selected from Beauveria species, and its spores.
It has now been found, surprisingly, that the pesticidal composition, or in other words the active ingredient mixture or combination, according to the invention achieves a synergistic effect, especially to treat a pest selected from the order Hemiptera or Thysanoptera, preferably selected from the Trialeurodes genus, Bemisia genus, Aphis genus, Macrosiphum genus, and Thrips genus, such as more preferably Trialeurodes vaporariorum, Bemisia tabaci, Aphis gossypii, Macrosiphum euphorbiae and Thrips tabaci. The pesticidal composition advantageously achieves a high degree of pest control.
Throughout this document, the expression “composition” stands forthe various mixtures or combinations of active ingredients (A) and (B), for example in a single “ready-mix” form, in a combined spray mixture composed from separate formulations of the single active ingredient components, such as a “tank-mix”, and in a combined use of the single active ingredients when applied in a sequential manner, i.e. one after the other with a reasonably short period, such as a few hours or days. The order of applying the active ingredients (A) and (B) is not essential for working the present invention.
Isocycloseram is an insecticidal agrochemical with the following CAS number: 2061933-85-3, and has the following chemical formula:
Isocycloseram can comprise the isomer (5S,4R) which is 4-[(5S)-5-(3,5-dichloro-4-fluoro-phenyl)-5- (trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide, and optionally at least one of the isomers selected among isomer (5S,4S), isomer (5R,4R), isomer (5R,4S), and any combinations thereof. In the present invention, the isomer (5S,4S) is 4-[(5S)-5-(3,5-dichloro-4- fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4S)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl- benzamide; the isomer (5R,4R) is 4-[(5R)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H- isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide; and the isomer (5R,4S) is 4-[(5R)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4S)-2-ethyl-3-oxo- isoxazolidin-4-yl]-2-methyl-benzamide. When isocycloseram further comprises at least one of the isomers selected among isomer (5S,4S), isomer (5R,4R), isomer (5R,4S), and any combinations thereof, isocycloseram can comprise a molar proportion of the isomer (5S,4R) greater than 50%, e.g. at least 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, 96%, 97%, 98% or 99%, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
The molar proportion of the isomer (5S,4S) can be less than 50%, e.g. at most 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1 %, 0.5% or 0.1 %, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
The molar proportion of the isomer (5R,4R) can be less than 50%, e.g. at most 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1 %, 0.5% or 0.1 %, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
The molar proportion of the isomer (5R,4S) can be less than 50%, e.g. at most 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1 %, 0.5% or 0.1 %, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
The active ingredient B is selected from Beauveria species and its spores.
Beauveria species are insecticidally active fungi, and can include for example Beauveria bassiana, Beauveria brongniartii.
The most preferred Beauveria species is Beauveria bassiana, and more particularly Beauveria bassiana strain ATCC 74040 and Beauveria bassiana strain GHA.
According to the present invention, the active ingredients (A) and (B) can be present in a synergistically effective amount in the pesticidal composition.
In a preferred embodiment, the weight ratio (in grams of active ingredients ) of active ingredient A to active ingredient B can range from 100:1 to 1 :100, preferably from 50:1 to 1 :50, preferably from 10:1 to 1 :10, preferably from 5:1 to 1 :5, and more preferably from 2:1 to 1 :2.
The active ingredient A according to the present invention can be used to prepare a suspension concentrate (SC), a flowable suspension (FS), a suspoemulsion (SE), a suspension concentratecapsule suspension blend (ZC), water soluble granules (SG), water dispersible granules (WG), water dispersible tablets (WT), a dispersible concentrate (DC), an emulsifiable concentrate (EC), or an oil dispersion (OD). The most preferred formulation type is a suspension concentrate (SC), a dispersible concentrate (DC), or a suspension concentrate-capsule suspension blend (ZC).
The above-mentioned formulations can be prepared in using ingredients and techniques well-known in the art, such as for example as described in the document WO2022/128912 or WO2023/232559.
For example, the pesticidal composition according to the present invention, especially for the preparation of the active ingredient A, can further comprise at least one of the components selected among a polyoxyalkylene copolymer, an acrylic graft copolymer, an oxygenated hydrocarbon, a lignin compound, a lactamide compound, and an ether type solvent, preferably at least two of said components, preferably at least three of said components, and more preferably preferably at least four of said components.
In a particular embodiment to form a suspension concentrate (SC), the pesticidal composition, especially for the preparation of the active ingredient A, can further comprise at least one of the components selected among a polyoxyalkylene copolymer, an acrylic graft copolymer, and an oxygenated hydrocarbon, preferably at least two of said components, and more preferably said three components. In a particular embodiment to form a dispersible concentrate (DC), the pesticidal composition, especially for the preparation of the active ingredient A, can further comprise at least one of the components selected among an acrylic graft copolymer, a lignin compound, a lactamide compound, and ether type solvent, preferably at least two of said components, preferably at least three of said components, and more preferably said four components.
In the present invention, the polyoxyalkylene copolymer can be obtained from at least two different alkylene oxides, such as from ethylene oxide and propylene oxide monomers.
The polyoxyalkylene copolymer can be more preferably a polyoxyalkylene block copolymer of the AB, ABA, BAB, or ABABA type.
More particularly, the polyoxyalkylene copolymer can be prepared by ring-opening polymerization of the corresponding cyclic ethylene oxide and propylene oxide monomers.
Typically, the ring-opening polymerization is initiated by addition of water and alkali hydroxides, such as sodium hydroxide and potassium hydroxide. The block structure of the copolymer is formed by first polymerizing a polymer block using one monomer, before adding a second monomer to form further polymer blocks.
In a preferred embodiment, the polyoxyalkylene copolymer can be an ethylene oxide-propylene oxideethylene oxide block copolymer (EO-PO-EO block copolymer), or in other words a polyethylene oxide)- poly(propylene oxide)-poly(ethylene oxide) block copolymer or a polyethylene glycol)-poly(propylene glycol)-poly(ethylene glycol) block copolymer.
The polyoxyalkylene copolymer of the invention, and more particularly the EO-PO-EO block copolymer, can have a molecular weight from 1 ,000 to 15,000 g/mol, and more preferably from 3,000 to 7,000 g/mol. In the present invention, the expression “a molecular weight” means an average molecular weight (i.e. a molecular weight approximately of). Molecular weight of a polymer, or in other words the molar mass, can be easily determined by method well-known in the art, such as gel permeation chromatography (GPC).
In a first embodiment, the EO-PO-EO block copolymer can have a polypropylene oxide molecular weight from 900 to 4,000 g/mol, and preferably from 2,000 to 4,000 g/mol. In other words, the polypropylene oxide molecular weight is the molecular weight of the polypropylene oxide) block of the EO-PO-EO block copolymer.
In a second embodiment, the EO-PO-EO block copolymer can have an ethylene oxide content from 10 to 80%, and preferably from 30 to 50%, over the total weight of the copolymer. In other words, the
ethylene oxide content is the percentage of the polyethylene oxide) block in the EO-PO-EO block copolymer.
In a third embodiment, the EO-PO-EO block copolymer can have the features of the first embodiment and the features of the second embodiment.
Examples include the GENAPOL® PF series (CLARIANT), the PLURONIC® series (BASF), the SYNPERONIC® PE series (CRODA), or the TOXIMUL® series (STEPAN).
The acrylic graft copolymer has typically a comb- or star-like structure, and preferably a comb-like structure.
Graft copolymers are branched copolymers wherein the components forming the side chains are structurally different from the components forming the main chain.
Comb-like polymers comprise of a main chain (backbone) which contains branch points from each of which a linear side chain emanates.
Star-like polymers comprise of a multifunctional centre from which at least three polymer chains radiate. In a preferred embodiment, the acrylic graft copolymer can be an amphipathic copolymer.
More particularly, the acrylic graft copolymer comprises at least one component A, which is solvated by an aqueous medium (hydrophilic part), and at least one other component B which is hydrophobic.
Suitable acrylic graft copolymers may comprise polyethylene glycol, mono-methyl ethers of polyethylene glycol, poly(vinyl pyrrolidone), poly(acrylamide) or poly(vinyl alcohol) as hydrophilic side chain, while the hydrophobic backbone may comprise polymers and copolymers of styrene, methyl acrylate, methyl methacrylate, ethyl acrylate, 2-ethylhexyl acrylate, lauryl methacrylate, or vinyl acetate.
Such acrylic graft copolymers can for example be prepared by converting the mono-methyl ether of a polyethylene glycol to the acrylic or methacrylic ester, which is then subjected to radical polymerization with other unsaturated monomers such as styrene, ethyl acrylate, or methyl methacrylate. It is also possible to prepare such acrylic graft copolymers by reacting a hydrophobic polymer backbone, which consists chemically reactive sites such as carboxyl, hydroxy, or amine groups, with monomeric alkylene oxides, such as ethylene oxide and propylene oxide, to form hydrophilic side chains.
More preferably, the acrylic graft copolymer is a non-ionic polymer, and more particularly with a comblike structure.
In the present invention, the acrylic graft copolymer can comprise polyethylene glycol and/or mono-ether polyethylene glycol side chains.
The acrylic graft copolymer can also comprise a backbone obtained from acrylate and/or methacrylate monomers.
Even more preferably, the acrylic graft copolymer can comprise a backbone obtained from acrylate and/or methacrylate monomers, and side chains comprising polyethylene glycol and/or mono-ether polyethylene glycol, giving more particularly the polymer a comb-like structure.
For example, the acrylic graft copolymer of the present invention can be Atlox 4913™ supplied by CRODA, or Tersperse 2500™ supplied by HUNTSMAN.
The oxygenated hydrocarbon compound can be selected among alkyl ether compounds, alkyl ester compounds, and any mixture thereof; and preferably among polyethylene glycol alkyl ether, sulfonated alkyl ester compounds, and any mixture thereof. In other words, the oxygenated hydrocarbon compound is preferably different from the polyoxyalkylene copolymer and from the acrylic graft copolymer.
The polyethylene glycol alkyl ether can be obtained by reacting alcohols with ethylene oxide. Suitable alcohols are linear or branched aliphatic alcohols with a chain length from C2 to C15, preferably with a chain length from C7 to C11, and more preferably with a chain length of C9 or C10. An example can be Rhodasurf DA/630-E™ supplied by SOLVAY-RHODIA,
The sulfonated alkyl ester compound can be a sulfosuccinate ester or a salt of a sulfosuccinate ester. An example can be Aerosol™ OT-B, supplied by SOLVAY-RHODIA.
The lignin compound can have a molecular weight up to 10000 g/mol, and preferably up to 5000 g/mol. In a preferred embodiment, the lignin compound can have a molecular weight of at least 1000 g/mol.
The lignin compound can be more particularly a kraft lignin and/or an unsulfonated lignin. In a preferred embodiment, the lignin compound can be an unsulfonated kraft lignin.
An unsulfonated kraft lignin can be defined as a lignin separated from cellulose using the Kraft process (also known as sulfate process), namely separation using sodium hydroxide (NaOH) and sodium sulfide (Na2S). The use of this process gives rise to unsulfonated lignins, unlike those produced via an acidic sulfite process.
The lactamide compound can be different from the lignin compound, and can be preferably of formula I: CH3CH(OH)C(=O)NRIR2 (I), wherein R1 and R2 are each independently hydrogen; or C1-6 alkyl, C2-6 alkenyl or C3-6 cycloalkyl, each of which is optionally substituted by up to three substituents independently selected from phenyl, hydroxy, C1-5 alkoxy, morpholinyl and NR3R4 where R3 and R4 are each independently C1-3 alkyl; or phenyl optionally substituted by up to three substituents independently selected from C1-3 alkyl; or R1 and R2 together with the nitrogen atom to which they are attached form a morpholinyl, pyrrolidinyl, piperidinyl or azepanyl ring, each of which is optionally substituted by up to three substituents independently selected from C1-3 alkyl. In a preferred embodiment, R1 and R2 of the lactamide compound of formula I can be each independently hydrogen or C1-6 alkyl, and more preferably hydrogen or C1-3 alkyl such as lactic acid dimethyl amide or lactic acid diethyl amide.
The ether type solvent can be selected among dialkyl ethers, dialkyl amide ethers, glycol ethers, aliphatic ethers, and cyclic ethers. For example, the ether type solvent can be methyl-5-(dimethylamino)- 2-methyl-5-oxopentanoate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol monophenyl ether, tetrahydrofuran or dibutyl ether. In the present invention, the composition may further comprise water.
The composition of the present invention may further comprise one or more formulation additives well- known in the art. In particular, the formulation additives can be selected among an anti-freeze agent, an anti-foam agent, an anti-bacterial agent (or biocide), a viscosity modifier (or thickener), a pH modifier, and any mixture thereof.
In a preferred embodiment, the composition of the present invention can further comprise at least a silicone compound as anti-foam agent. Examples of silicone compounds can be polydimethylsiloxane. Other suitable formulation additives include amongst others known to the person skilled in the art, antioxidant, emulsifying agent, colourant (or pigment), perfume, adjuvant, attractant, binder, buffer, solid support (carrier), coating agent, deodorant, emetic agent, inorganic filler, safener, organic solvent, photo-protecting agent, and any mixture thereof.
In a particular embodiment when the active ingredient A is prepared to form a formulation as cited above, and more particularly a suspension concentrate or a flowable suspension, the formulation may comprise:
- from 0.01 % to 50.0% by weight of the active ingredient A, and preferably from 0.1 % to 40.0% by weight of the active ingredient A, over the total weight of the formulation,
- a polyoxyalkylene copolymer, preferably from 0.0005% to 50.0% by weight of polyoxyalkylene copolymer, and more preferably from 0.002% to 25.0% by weight of polyoxyalkylene copolymer, over the total weight of the formulation,
- an acrylic graft copolymer, preferably from 0.0005% to 20.0% by weight of the acrylic graft polymer and more preferably from 0.001 % to 10.0% by weight of the acrylic graft polymer, over the total weight of the formulation,
- an oxygenated hydrocarbon compound, preferably from 0.0001 % to 10.0% by weight of the oxygenated hydrocarbon compound, and more preferably from 0.001 % to 5.0% by weight of the oxygenated hydrocarbon compound, over the total weight of the formulation, and
- optionally water.
In a particular embodiment when the active ingredient A is prepared to form a formulation as cited above, such as a dispersible concentrate, the formulation may comprise:
(a) from 0.01 % to 70.0% by weight of the active ingredient A, and preferably from 0.1 % to 50.0% by weight of the active ingredient A, over the total weight of the formulation,
(b) a lignin compound, preferably from 0.01 % to 30.0% by weight of the lignin compound, and preferably 0.1 % to 20.0% by weight of the lignin compound, over the total weight of the formulation,
(c) optionally acrylic graft copolymer, preferably from 0.01 % to 30.0% by weight of the acrylic graft copolymer, and preferably from 0.1 % to 20.0% by weight of the acrylic graft copolymer, over the total weight of the formulation,
(d) optionally a lactamide compound, preferably from 10.0% to 90.0% by weight of the lactamide compound, and preferably from 20% to 80% by weight of the lactamide compound, over the total weight of the composition, and
(e) optionally an ether type solvent, preferably from 1.0% to 70.0% by weight of the ether type solvent, and preferably from 1 .0% to 60.0% by weight of the ether type solvent, over the total weight of the composition.
In said particular embodiment, the isocycloseram, the polyoxyalkylene copolymer, the acrylic graft copolymer, the oxygenated hydrocarbon, the lignin compound, the lactamide compound, and the ether type solvent are the compounds described in the present description.
The active ingredient B according to the present invention can be used to prepare an oil dispersion (OD), a wettable powder (WP), an emulsifiable suspension (ES), or a flowable concentrates for seed treatment (FS).
The above-mentioned formulations can be prepared in using ingredients and techniques well-known in the art.
For example, an oil dispersion (OD) including the active ingredient B can be the product NATURALIS®- L supplied by FARGO, or an emulsifiable suspension (ES) including the active ingredient B can be the product BotaniGard®ES supplied by Laverlam International.
In a preferred embodiment according to the present invention, the pesticidal composition can be a mixture of the active ingredient A and the active ingredient B, and more particularly a mixture of:
- a formulation containing the active ingredient A, such as a suspension concentrate, a flowable suspension, a suspoemulsion, a suspension concentrate-capsule suspension blend, water soluble granules, water dispersible granules, water dispersible tablets, a dispersible concentrate, emulsifiable concentrate, or an oil dispersion, and preferably a suspension concentrate, a dispersible concentrate, or a suspension concentrate-capsule suspension blend; and
- a formulation containing the active ingredient B, such as an oil dispersion, a wettable powder, an emulsifiable suspension, or a flowable concentrates for seed treatment.
Said mixture can be diluted with water in a tank mix.
The formulation containing the active ingredient A and the formulation containing the active ingredient B can be added to a farmer’s spray tank of water or it may be applied, once mixed, directly without further dilution.
In a further embodiment, the active ingredient A and the active ingredient B can respectively be applied in any desired sequence or simultaneously.
In a further embodiment, the formulation containing the active ingredient A and the formulation containing the active ingredient B can respectively be applied in any desired sequence or simultaneously.
The pesticidal composition of the present invention may further comprise an additional agrochemical. The additional agrochemical can be an insecticide, a fungicide, an herbicide, a synergist, a plant growth regulator, a nematicide, a plant nutrient, a plant fertilizer, and a mixture thereof.
The composition of the present invention may comprise a suitable amount of one or several of the above-mentioned ingredient(s) to obtain the respective properties, when appropriate.
According to the present invention, the pest is selected from:
- the Hemiptera order, more preferably from the Aleyrodidae family (such as for example Bemisia genus, Trialeurodes genus), the Aphididae family (such as for example Aphis genus, Macrosiphum genus); and
- the Thysanoptera order or thrips, more preferably from the Thripidae family, such as Thrips genus, Frankliniella genus, Caliothrips genus.
The most preferred pest can be from the Bemisia genus (such as Bemisia tabaci), the Trialeurodes genus (such as Trialeurodes vaporariorum), the Aphis genus (such as Aphis gossypii), the Macrosiphum genus (such as Macrosiphum euphorbiae), the Thrips genus (such as Thrips tabaci), the Frankliniella genus (such as Frankliniella occidentalism .
The even more preferred pests according to the present invention are Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Macrosiphum euphorbiae and Thrips tabaci.
Other pests can also be considered in the present invention such as for example species from other families of the Hemiptera order, the Lepidoptera order, the Coleoptera order, the Diptera order, mites, or termites.
The other families of the Hemiptera order can be selected from:
- Pentatomidae family, and more particularly the Dichelops genus (such as for example Dichelops melacanthus), the Euschistus genus (such as for example Euschistus heros)
- Cicadellidae family such as for example Dalbulus maidis, Peregrinus maidis.
The Lepidoptera order can be selected from:
- Lyonetiidae family, such as for example Perileucoptera coffeella;
- Noctuidae family, and more particularly the Autographa genus such as for example Autographa gamma; the Chrysodeixis genus such as for example Chrysodeixis includens; the Diatraea genus, such as for example Diatraea saccharalis; the Helicoverpa genus such as for example Helicoverpa armigera;
- Spodoptera genus, such as for example Spodoptera frugiperda, Spodoptera eridania, Spodoptera cosmioides, Spodoptera albula, Spodoptera littoralis;
- Rachiplusia genus, such as for example Rachiplusia nu; and
- Tuta genus, such as for example Tuta absoluta.
The Coleoptera order can be selected from Chrysomelidae family (such as for example Diabrotica sp., Leptinotarsa sp., Phyllotreta sp., Chaetocnema sp.), Scarabidae family (such as for example Phyllophaga sp., Cyclocephala sp., Popilia sp.), Curculionidae family (such as for example Anthonomus sp., Sphenopherus sp., Otiorhynchus sp., Hypothenemus hampei), and Nitidulidae family (such as for example Meligethes sp.).
The Diptera order can be selected from Agromyzidae family such as for example Liriomyza huidobrensis.
The Acarida (Trombidiformes) order or mites can be selected from the Tetranychidae family such as for example Tetranychus urticae.
The Blattodea (Isoptera) order or termites can be selected from Rhinotermitidae family such as for example Heterotermes sp.
The composition according to the present invention can be used for combating and/or controlling (i.e. containing or destroying) pests of the abovementioned type which occur in particular on plants, especially on useful plants and ornamentals in agriculture, in horticulture and in forests, or on organs, such as fruits, flowers, foliage, stalks, tubers or roots, of such plants, and in some cases even plant organs which are formed at a later point in time remain protected against these pests. Said composition can also be used for combating and/or controlling (i.e. containing or destroying) pests of the abovementioned type which occur in particular in soil and/or on plant propagation material.
The term "plant" as used in the present description includes seedlings, bushes and trees. Suitable target crops are, in particular, cereals, such as wheat, barley, rye, oats, rice, maize (e.g. field corn, popcorn, corn), millet or sorghum; beet, such as sugar or fodder beet; fruit, for example pomaceous fruit, stone fruit or soft fruit, such as apples, pears, plums, peaches, almonds, cherries or berries, for example strawberries, raspberries or blackberries; leguminous crops, such as beans, lentils, peas or soya (soya beans); oil crops, such as oilseed rape, mustard, poppies, olives, sunflowers, coconut, castor, cocoa or ground nuts; cucurbits, such as pumpkins, cucumbers, melons, watermelons or squashes; fibre plants, such as cotton, flax, hemp or jute; citrus fruit, such as oranges, lemons, grapefruit or tangerines; vegetables, such as spinach, lettuce, asparagus, cabbages, broccolis, cauliflowers, carrots, onions, tomatoes, potatoes, eggplants, zucchini, peppers, or bell peppers; Lauraceae, such as avocado,
Cinnamonium or camphor; and also tobacco, nuts, coffee, sugarcane, tea, grapevines, hops, the plantain family and latex plant.
In a preferred embodiment, the plant can be selected from:
- cereals, such as wheat, barley, rye, oats, rice, maize (e.g. field corn, popcorn, corn), millet or sorghum; and more preferably rice, maize (e.g. field corn, popcorn, corn), millet or sorghum;
- leguminous crops, such as beans, lentils, peas or soya (soya beans); and more preferably soya (soya beans);
- fibre plants, such as cotton, flax, hemp or jute; and more preferably cotton;
- vegetables, such as spinach, lettuce, asparagus, cabbages, broccolis, cauliflowers, carrots, onions, tomatoes, potatoes, eggplants, zucchini, peppers, or bell peppers; and
- sugarcane.
In a further preferred embodiment, transgenic plants and plant cultivars obtained by genetic engineering methods, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof, can be treated by the pesticidal composition of the invention. Particularly preferably, plants of the plant cultivars which are in each case commercially available or in use are treated according to the invention. Plant cultivars are understood as meaning plants having novel properties ("traits") which have been obtained by conventional breeding, by mutagenesis or by recombinant DNA techniques. These can be cultivars, bio- or genotypes.
The genetic modified crops can be described in the following website https://www.isaaa.org/gmapprovaldatabase, incorporated by reference therein.
In the present invention, the term “locus” as used herein means fields in or on which plants are growing, or where seeds of cultivated plants are sown, or where seed will be placed into the soil. It includes soil, seeds, and seedlings, as well as established vegetation.
In the present invention, the term "plant propagation material" is understood to denote all the generative parts of the plant, such as seeds, which can be used for the multiplication of the latter including vegetative plant material such as cuttings. There may be mentioned, as plant propagation material, seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes, parts of plants. The plant propagation material can be treated with the composition of the invention before the material is sown or planted. Alternatively, the plant propagation material may be treated with the composition of the invention during sowing or planting. Additionally, the composition of the invention may be applied to the previously treated propagation material before or during its planting. The composition of the invention may be applied during the sowing of the seed. The composition may also be used to plant propagation material derived from plants grown in a green house and/or during transplantation.
More preferably the plant propagation material is plant seeds. The seed treatment can occur to an unsown seed, and the term "unsown seed" is meant to include seed at any period between the harvest of the seed and the sowing of the seed in the ground for the purpose of germination and growth of the plant. Treatment to an unsown seed is not meant to include those practices in which the composition is applied to the soil but would include any application practice that would target the seed during the sowing/planting process. The treated plant propagation material of the present invention can be treated
in the same manner as conventional plant propagation material. The treated propagation material can be stored, handled, sown and tilled in the same manner as any other pesticide treated material.
In a first particular embodiment, the pesticidal composition according to the present invention can be applied to the pest, to a locus of the pest, or to a plant susceptible to attack by the pest, in spraying the pesticidal composition, for example dispensed from a spray container for foliar application.
Said method can involve an effective amount of the pesticidal composition applied at a rate of:
- from 1 g to 200 g of the active ingredient A per hectare, preferably from 1 g to 100 g of the active ingredient A per hectare, preferably from 10 g to 100 g of the active ingredient A per hectare; and
- from 1 g to 300 g of the active ingredient B per hectare, preferably from 1 g to 150 g of the active ingredient B per hectare, and more preferably from 1 g to 100 g of the active ingredient B per hectare, and more preferably from 20 g to 100 g of the active ingredient B per hectare.
More particularly for foliar application, the weight rate of the active ingredient A is inferior to the weight rate of the active ingredient B.
In a second particular embodiment, the pesticidal composition according to the present invention can be applied to a plant propagation material susceptible to attack by a pest. In this case, the pesticidal composition can be used as seed treatment. Said method can involve an effective amount of the pesticidal composition applied at a rate of:
- from 0.1 g to 30 g of the active ingredient A per 100 kg of seeds, preferably from 1 g to 25 g of the active ingredient A per 100 kg of seeds, preferably from 1 g to 10 g of the active ingredient A per 100 kg of seeds, more preferably from 2 g to 8 g of the active ingredient A per 100 kg of seeds, and
- from 1 g to 1000 g of the active ingredient B per 100 kg of seeds, preferably from 5 g to 500 g of the active ingredient B per 100 kg of seeds, preferably from 10 g to 200 g of the active ingredient B per 100 kg of seeds, preferably from 10 g to 150 g of the active ingredient B per 100 kg of seeds, and more preferably from 50 g to 100 g of the active ingredient B per 100 kg of seeds.
More particularly for seed treatment application, the weight rate of the active ingredient B is at least 2 times higher than the weight rate of the active ingredient A, preferably at least 2.5 times higher than the weight rate of the active ingredient A, preferably at least 3 times higher than the weight rate of the active ingredient A, more preferably 5 times higher than the weight rate of the active ingredient A, and more preferably 10 times higher than the weight rate of the active ingredient A. The weight rate of the active ingredient B can be at most 50 times higher than the weight rate of the active active ingredient A, preferably at most 40 times higher than the weight rate of the active ingredient A, and more preferably at most 30 times higher than the weight rate of the active ingredient A.
Another object of the present invention relates to a method of combating and/or controlling a pest, which comprises applying to a pest, to a locus of a pest, to a plant susceptible to attack by a pest, or to a plant propagation material susceptible to attack by a pest, a combination of active ingredients A and B, characterized in that the active ingredients A and B are as defined in the present invention.
In other words, said combination is a pesticidal combination comprising a active ingredient A and a active ingredient B as defined in the present invention, wherein the active ingredient A is isocycloseram,
and the active ingredient B is Beauveria species or its spores. Said combination can be applied in any desired sequence or simultaneously.
The combination of active ingredients A and B can be the pesticidal composition according to the present invention.
In the method according to the present invention, the composition can be generally applied with an effective amount of active ingredient A and with an effective amount of active ingredient B. More particularly, the weight ratio of active ingredient A to active ingredient B in the composition can range from 1 :1 to 1 :100, preferably from 1 :1 to 1 :50, preferably from 1 :1 to 1 :30, and more preferably from 1 :1 to 1 :20.
More particularly, for foliar application, the weight ratio of active ingredient A to active ingredient B in the composition can range from 10:1 to 1 :10, preferably from 5:1 to 1 :5, and more preferably from 2:1 to 1 :2..
For seed treatment application, the weight ratio of active ingredient A to active ingredient B in the composition can range from 1 :2 to 1 :20, preferably from 1 :3 to 1 :10, and more preferably from 1 :5 to 1 :10.
Another object of the present invention relates to a use of the pesticidal composition according to the invention, to combat and/or control the pests from Hemiptera or Thysanoptera order, preferably selected from the Bemisia genus, Trialeurodes genus, Aphis genus, Macrosiphum genus, and Thrips genus, and more preferably selected from Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Macrosiphum euphorbiae and Thrips tabaci.
The active ingredient composition according to the present invention achieves a high degree of pest control, especially within a very short time such as for example at least three days after application.
In the present invention, further active ingredients may be combined with the active ingredient A and/or the active ingredient B of the invention and used in the methods of the invention and applied simultaneously or sequentially with the active ingredients A and B of the invention. When applied simultaneously, these further active ingredients may be formulated together with the compositions of the invention or mixed in, for example, the spray tank. These further biocidally active ingredients may be fungicides, herbicides, insecticides, bactericides, acaricides, nematicides, plant growth regulators, and/or biologicals.
The following mixtures of the active ingredient A and/or of the active ingredient B with further active ingredients are preferred: abamectin, acetamiprid, acibenzolar-s-methyl, andipropamid, azoxystrobin, Bacillus thuringiensis kurstaki, Bacillus thuringiensis teneb/7on/s,,benzovindiflupyr, benzpirimoxan, bifenthrin, broflanilide, chlorantraniliprole, chlorfenapyr, chlothianidin, copper, cyantraniliprole, cyclaniliprole, cylobutrifluram, cymoxanil, cypermethrin, deltametrin, dichlobentiazox, difenoconazole, dimpropyridaz, emamectin, emamectin benzoate, ethaboxam, ethiprole, fenamifos, fenpicoxamid, flonicamid, florylpicoxamid, fluazanindolizine, fluazinam, fludioxonil, fluensulfone, fluindapyr, fluopyram, fluoxapiprolin, fluoxastrobin, fluoxytioconazole, flupyrimin, fl uxa meth am ide, fluxapyroxad, fosthiazate, gamma-cyhalothrin, hymexazol, imidacloprid, indazapyroxamet, inpyrfluxam, ipconazole, ipflufenoquin, isoflucypram, isoflucypyram, isotianil, lambdha-cyhalothrin, lufenuron, mandestrobin,
mefentrifluconazole, Melaleuca alternifolia, metalaxyl, metalaxyl-M, methoxyfenozide, metyltetraprole, oleic acid, oligosaccharins, oxamyl, oxathiapiprolin, oxazosulfyl, penflulen, penthiopyrad, phenamacril, phosphite (phosphonate), picarbutrazox, picoxystrobin, pirimifos, prothioconazole, pydifulmetofen, pymetrozine, pyraclostrobin, pyrapropoyne, pyrethrins, quinofumelin, sedaxane, silthiofam, spidoxamat, spinetoram, Spinosad, spiropidion, spirotetramat, sulfoxaflor, tebuconazole, tefluthrin, tetrachlorantraniliprole, tetraniliprole, thiabendazole, thiamethoxam, thiophanate methyl, tolprocarb, triflumezopyrim, triticonazole, and zoxamide.
The following mixtures of the active ingredient A and/or of the active ingredient B with further active ingredients are most preferred: acibenzolar-s-methyl, metalaxyl-M, metalaxyl, picarbutrazox, oxathiapiprolin, ethaboxam, fludioxonil, azoxystrobin, thiabendazole, difenoconazole, tebuconazole, ipconazole, mefentrifluconazole, prothioconazole, triticonazole, sedaxane, inpyrfluxam, penflulen, fluopyram, fluxapyroxad, pydifulmetofen, cylobutrifluram, spiropidion, thiamethoxam, lambda- cyhalothrin, or bifenthrin.
In a particular embodiment, the active ingredient A and/or the active ingredient B can be combined with at least two, three or four, of the further active ingredients as described above.
When the active ingredient A, the active ingredient B and at least one of said further active ingredients are combined, or the active ingredient A and at least two of said further active ingredients are combined, or the active ingredient B and at least two of said further active ingredients are combined, the weight ratio between any two components independently of each other can be from 1 :100 to 100:1 , preferably 1 :50 to 50:1 , and even more preferably 1 :10 to 10:1 .
Examples
The following non-limiting examples demonstrate the improved behaviour associated with a method according to the present invention.
A synergistic effect exists whenever the action of an active ingredient combination is greater than the sum of the actions of the individual components. The action to be expected E for a given active ingredient combination obeys the so-called COLBY formula and can be calculated as follows (COLBY, S.R. "Calculating synergistic and antagonistic responses of herbicide combination", Weeds, Vol. 15, pages 20-22; 1967): ppm = milligrams of active ingredient (= a.i.) per liter of spray mixture
X = % action by active ingredient (A) using p ppm of active ingredient
Y = % action by active ingredient (B) using q ppm of active ingredient.
According to COLBY, the expected (additive) action of active ingredients (A)+(B) using p+q ppm of active ingredient is
X Y
E = X + Y -
100
If the action actually observed (O) is greater than the expected action (E), then the action of the combination is super-additive, i.e. there is a synergistic effect. In mathematical terms, synergism corresponds to a positive value for the difference of (O-E). In the case of purely complementary addition of activities (expected activity), said difference (O-E) is zero. A negative value of said difference (O-E) signals a loss of activity compared to the expected activity.
The products used in the following examples 1 to 7 are detailed below:
- Isocycloseram: an SC200 formulation (suspension concentrate with 200 g of active ingredient per liter) comprising isocycloseram as active ingredient, this formulation being commercialized by SYNGENTA under the name INCIPIO SC200; and
- Beauvaria-. an OD formulation (oil dispersion with 7,16% w/w Beauvaria bassiana ATCC 74040 (2.3x107 CFU ml-1)) comprising enthomopathogenic fungi Beauvaria bassiana as active ingredient, this formulation being commercialized by FARGO under the name NATURALIS-L.
Description of the experiments
Example 1 : Whitefly Trialeurodes vaporariorum adults
Each of the product INCIPIO SC200 (Ex.1.1), the product NATURALIS-L (Ex.1.2), and the pescitical composition (Ex.1.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 650 liter per hectare during 1st application and 750 liter per hectare during 2nd application.,
The dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 1 .
Treatments were applied on tomato plants in the green house on plot area of 1.2 m2 (length 1 ,2 m x width 1 m) with 5 plants per plot (row spacing of 100 cm and spacing within row 30 cm). In trial was used a boom pack sprayer with pressure of 4 bar, nozzle model CONHOL. Assessment was done on 5 plants per plot. Three replicates per treatment were done, with two applications (the interval between application was 6 days). Twenty nine and thirty five days after 2nd application (DA2A), adults mortality was assessed.
The results are gathered in the below table 1 .
Table 1
Example 2: Whitefly Trialeurodes vaporariorum nymphs
Each of the product INCIPIO SC200 (Ex.2.1), the product NATURALIS-L (Ex.2.2), and the pescitical composition (Ex.2.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 650 liter per hectare during 1st application and 750 liter per hectare during 2nd application.,
The dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 2.
Treatments were applied on tomato plants in the green house on plot area of 1.2 m2 (length 1 ,2 m x width 1 m) with 5 plants per plot (row spacing of 100 cm and spacing within row 30 cm). In trial was used a boom pack sprayer with pressure of 4 bar, nozzle model CONHOL. Assessment was done on 5 leaves per plot. Three replicates per treatment were done, with two applications (the interval between application was 6 days). Eight, twenty two, and twenty nine days after 2nd application (DA2A), nymphs mortality was assessed.
The results are gathered in the below table 2.
Table 2
Example 3: Whitefly Bemisia tabaci adults
Each of the product INCIPIO SC200 (Ex.3.1), the product NATURALIS-L (Ex.3.2), and the pescitical composition (Ex.3.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 400 liter per hectare during 1st and during 2nd application.,
The dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 3.
Treatments were applied on tomato plants in the field on plot area of 12.6 m2 (length 6 m x width 2.1 m) with row spacing of 30 cm and spacing within row 70 cm. In trial was used a back pack sprayer with ground speed of 0,7 mps. Assessment was done on 15 leaves per plot. Four replicates per treatment were done, with two applications (the interval between application was seven days). Seven and fifteen days after 2nd application (DA2A), adults mortality was assessed.
The results are gathered in the below table 3.
Table 3
Example 4: Whitefly Bemisia tabaci nymphs
Each of the product INCIPIO SC200 (Ex.4.1), the product NATURALIS-L (Ex.4.2), and the pescitical composition (Ex.4.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 400 liter per hectare during 1st and during 2nd application.,
The dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 4.
Treatments were applied on tomato plants in the field on plot area of 12.6 m2 (length 6 m x width 2.1 m) with row spacing of 30 cm and spacing within row 70 cm. In trial was used a back pack sprayer with ground speed of 0,7 mps. Assessment was done on 10 leaves per plot. Four replicates per treatment were done, with two applications (the interval between application was seven days). Fifteen days after 2nd application (DA2A), nymphs mortality was assessed.
The results are gathered in the below table 4.
Table 4
Example 5: Aphid Macrosiphum euphorbiae
Each of the product INCIPIO SC200 (Ex.5.1), the product NATURALIS-L (Ex.5.2), and the pescitical composition (Ex.5.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 1300 liter per hectare during 1st and 1400 liter per hectare during 2nd application.
The dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 5.
Treatments were applied on eggplant plants in the green house on plot area of 3 m2 (length 2 m x width 1 .5 m) with row spacing of 150 cm and spacing within row 50 cm. In trial was used a boom sprayer with pressure of 4 bar, nozzle type CONHOL Birchmeier 2x 1 .2 mm and boom height 50cm. PH of spray was 8. The assessment of wingless aphids was done on 10 shoots per plot. Three replicates per treatment were done, with two foliar applications (the interval between application was seven days). Three days after 2nd application (DA2A) aphids mortality was assessed.
The results are gathered in the below table 5.
Table 5
Example 6: Trips tabaci adult
Each of the product INCIPIO SC200 (Ex.6.1), the product NATURALIS-L (Ex.6.2), and the pescitical composition (Ex.6.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 571 liter per hectare during 1st and 571 liter per hectare during 2nd application.
The dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 6.
Treatments were applied on onion plants in the field on plot area of 20 m2 (length 5 m x width 4 m). Four replicates per treatment were done, with two applications (the interval between application was seven days). Fifteen leaves per plot was assessed. Fourteen days after 2nd application (DA2A), adult thrips mortality was assessed.
The results are gathered in the below table 6.
Table 6
Example 7: Trips tabaci Nymphs
Each of the product INCIPIO SC200 (Ex.7.1), the product NATURALIS-L (Ex.7.2), and the pescitical composition (Ex.7.3) comprising the product INCIPIO SC200 and the product NATURALIS-L is diluted with the addition of water of 571 liter per hectare during 1st and 571 liter per hectare during 2nd application.
The dose rate used for INCIPIO SC200 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 7.
Treatments were applied on onion plants in the field on plot area of 20 m2 (length 5 m x width 4 m). Four replicates per treatment were done, with two applications (the interval between application was seven days). Fifteen leaves per plot was assessed. Twenti one days after 2nd application (DA2A), nymphs thrips mortality was assessed.
The results are gathered in the below table 7.
Table 7
The products used in the following examples 8 to 12 are detailed below:
- Isocycloseram: an DC100 formulation (dispersible concentrate with 100 g of active ingredient per liter) comprising isocycloseram as active ingredient, this formulation being commercialized by SYNGENTA under the name SIMODIS DC100; and
- Beauvaria-. an OD formulation (oil dispersion with 7,16% w/w B. bassiana ATCC 74040 (2.3x107 CFU ml-1) comprising enthomopathogenic fungi Beauvaria bassiana as active ingredient, this formulation being commercialized by FARGO under the name NATURALIS-L.
Description of the experiments
Example 8: Whitefly Trialeurodes vaporariorum adults
Each of the product SIMODIS DC100 (Ex.8.1), the product NATURALIS-L (Ex.8.2), and the pescitical composition (Ex.8.3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 650 liter per hectare during 1st application and 750 liter per hectare during 2nd application.,
The dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 8.
Treatments were applied on tomato plants in the green house on plot area of 1 .2 m2 (length 1 ,2 m x width 1 m) with 5 plants per plot (row spacing of 100 cm and spacing within row 30 cm). In trial was used a boom pack sprayer with pressure of 4 bar, nozzle model CONHOL. Assessment was done on 5 plant per plot. Three replicates per treatment were done, with two applications (the interval between application was 6 days). Six days after 1st application (DA1A) and eight days after 2nd application (DA2A), adults mortality was assessed.
The results are gathered in the below table 8.
Table 8
Example 9: Whitefly Trialeurodes vaporariorum nymphs
Each of the product SIMODIS DC100 (Ex.9.1), the product NATURALIS-L (Ex.9.2), and the pescitical composition (Ex.9.3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 650 liter per hectare during 1 st application and 750 liter per hectare during 2nd application.,
The dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 9. Treatments were applied on tomato plants in the green house on plot area of 1 .2 m2 (length 1 ,2 m x width 1 m) with 5 plants per plot (row spacing of 100 cm and spacing within row 30 cm). In trial was used a boom pack sprayer with pressure of 4 bar, nozzle model CONHOL. Assessment was done on 5 leaves per plot. Three replicates per treatment were done, with two applications (the interval between application was 6 days). Six days after 1st application (DA1A), eight, fifteen, twenty two and twenty nine days after 2nd application (DA2A), nymphs mortality was assessed.
The results are gathered in the below table 9.
Table 9
Example 10: Whitefly Bemisia tabaci adults
Each of the product SIMODIS DC100 (Ex.10.1), the product NATURALIS-L (Ex.10.2), and the pescitical composition (Ex.10.3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 400 liter per hectare during 1st and during 2nd application.,
The dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 10.
Treatments were applied on tomato plants in the field on plot area of 12.6 m2 (length 6 m x width 2.1 m) with row spacing of 30 cm and spacing within row 70 cm. In trial was used a back pack sprayer with ground speed of 0,7 mps. Assessment was done on 15 leaves per plot. Four replicates per treatment were done, with two applications (the interval between application was seven days). Seven and fifteen days after 2nd application (DA2A), adults mortality was assessed.
The results are gathered in the below table 10.
Table 10
Example 11 : Whitefly Bemisia tabaci nymphs
Each of the product SIMODIS DC100 (Ex.11 .1), the product NATURALIS-L (Ex.11 .2), and the pescitical composition (Ex.11 .3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 400 liter per hectare during 1st and during 2nd application.,
The dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 11 .
Treatments were applied on tomato plants in the field on plot area of 12.6 m2 (length 6 m x width 2.1 m) with row spacing of 30 cm and spacing within row 70 cm. In trial was used a back pack sprayer with ground speed of 0,7 mps. Assessment was done on 10 leaves per plot. Four replicates per treatment
were done, with two applications (the interval between application was seven days). Seven days after 2nd application (DA2A), nymphs mortality was assessed.
The results are gathered in the below table 11 .
Table 11
Example 12: Aphid Aphis gossypii
Each of the product SIMODIS DC100 (Ex.12.1), the product NATURALIS-L (Ex.12.2), and the pescitical composition (Ex.12.3) comprising the product SIMODIS DC100 and the product NATURALIS-L is diluted with the addition of water of 513.5 liter per hectare during 1st and during 2nd application.,
The dose rate used for SIMODIS DC100 and NATURALIS-L is expressed in gram of active ingredients per hectare and gathered in the below table 12.
Treatments were applied on zucchini plants in the field on plot area of 10.7 m2 (length 5.1 m x width 2.1 m) with row spacing of 70 cm and spacing within row 30 cm. In trial was used a boom sprayer with pressure of 2.5 bar, nozzle type FLAFAN, nozzle space 0,5m. Four replicates per treatment were done, with two applications (the interval between application was seven days). Twenty leaves per plot was assessed for apterous Aphis gossypii. Three, seven, ten, fourteen and eightteen days after 2nd application (DA2A), aphids mortality was assessed.
The results are gathered in the below table 12.
Table 12
The tested active ingredients according to the invention (Exemples 1 to 12), which are based on isocycloseram mixed with Beauvaria surpsingly guarantee a high degree of pest control against Hemiptera and Thysanoptera orders, and especially against Trialeurodes genus, Bemisia genus, Aphis genus, Macrosiphum genus, and Thrips genus.
Claims
1. A pesticidal composition comprising an active ingredient A and an active ingredient B, characterized in that the active ingredient A is isocycloseram, and the active ingredient B is selected from Beauveria species, and its spores.
2. A pesticidal composition according to claim 1 , characterized in that the active ingredient B is Beauveria bassiana, and preferably Beauveria bassiana ATCC 74040.
3. A pesticidal composition according to any one of the preceding claims, characterized in that the weight ratio of active ingredient A to active ingredient B can range from 100:1 to 1 :100, preferably from 50:1 to 1 :50, preferably from 10:1 to 1 :10, preferably from 5:1 to 1 :5, and more preferably from 2:1 to 1 :2.
4. A pesticidal composition according to any one of the preceding claims, characterized in that the active ingredient A is used to prepare a suspension concentrate, a flowable suspension, a suspoemulsion, a suspension concentrate-capsule suspension blend, water soluble granules, water dispersible granules, water dispersible tablets, a dispersible concentrate, or an oil dispersion.
5. A pesticidal composition according to any one of the preceding claims, characterized in that the active ingredient B is used to prepare an oil dispersion, a wettable powder, an emulsifiable suspension, or a flowable concentrates for seed treatment.
6. A pesticidal composition according to any one of the preceding claims, characterized in that it further comprises at least one of the components selected among a polyoxyalkylene copolymer, an acrylic graft copolymer, an oxygenated hydrocarbon, a lignin compound, a lactamide compound, and an ether type solvent
7. A pesticidal composition according to any one of the preceding claims, characterized in that it further comprises one or more formulation additives selected among an anti-freeze agent, an anti-foam agent, an anti-bacterial agent (or biocide), a viscosity modifier, a pH modifier, and any mixture thereof.
8. A method of combating and/or controlling a pest, which comprises applying to a pest, to a locus of a pest, to a plant susceptible to attack by a pest, or to a plant propagation material susceptible to attack by a pest, a combination of active ingredients A and B, characterized in that the active ingredients A and B are as defined in any one of the preceding claims.
9. The method according to claim 8, characterized in that the active ingredients A and B are applied in mixing a formulation containing the active ingredient A and a formulation containing the active ingredient B.
10. The method according to claim 8 or 9, characterized in that the method is applied in spraying the pesticidal composition as defined in any one of the claims 1 to 7.
11. A method according to claim 8, wherein the active ingredients A and B are applied in a sequential manner.
12. The method according to any one of claims 8 to 11 , characterized in that the pest is from the Hemiptera or Thysanoptera order.
13. The method according to claim 12, characterized in that the pest is selected from the Trialeurodes genus, Bemisia genus, Aphis genus, Macrosiphum genus, and Thrips genus.
14. The method according to any one of claims 8 to 13, characterized in that the plant is selected from cereals, leguminous crops, fibre plants, and vegetables.
15. Use of the pesticidal composition according to any one of claims 1 to 7, to combat and/or control the pests from Hemiptera or Thysanoptera order.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011067272A1 (en) | 2009-12-01 | 2011-06-09 | Syngenta Participations Ag | Insecticidal compounds based on isoxazoline derivatives |
| WO2022128912A1 (en) | 2020-12-18 | 2022-06-23 | Syngenta Crop Protection Ag | Isocycloseram formulation |
| WO2023202966A1 (en) * | 2022-04-21 | 2023-10-26 | Syngenta Crop Protection Ag | Pesticidal compositions including an isoxazoline compound |
| WO2023232559A1 (en) | 2022-05-30 | 2023-12-07 | Syngenta Crop Protection Ag | Formulation |
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- 2025-04-10 WO PCT/EP2025/059853 patent/WO2025215136A1/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011067272A1 (en) | 2009-12-01 | 2011-06-09 | Syngenta Participations Ag | Insecticidal compounds based on isoxazoline derivatives |
| WO2022128912A1 (en) | 2020-12-18 | 2022-06-23 | Syngenta Crop Protection Ag | Isocycloseram formulation |
| US20240057603A1 (en) * | 2020-12-18 | 2024-02-22 | Syngenta Crop Protection Ag | Isocycloseram formulation |
| WO2023202966A1 (en) * | 2022-04-21 | 2023-10-26 | Syngenta Crop Protection Ag | Pesticidal compositions including an isoxazoline compound |
| WO2023232559A1 (en) | 2022-05-30 | 2023-12-07 | Syngenta Crop Protection Ag | Formulation |
Non-Patent Citations (2)
| Title |
|---|
| COLBY, S.R.: "Calculating synergistic and antagonistic responses of herbicide combination", WEEDS, vol. 15, no. 2061933-85-3, 1967, pages 20 - 22, XP001112961 |
| WANG HAIYANG ET AL: "The Toxins of Beauveria bassiana and the Strategies to Improve Their Virulence to Insects", FRONTIERS IN MICROBIOLOGY, vol. 12, 26 August 2021 (2021-08-26), Lausanne, XP093203432, ISSN: 1664-302X, DOI: 10.3389/fmicb.2021.705343 * |
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