EP4551022A1 - Formulation solide de mélanges insecticides ayant des propriétés de dispersion particulièrement bonnes - Google Patents

Formulation solide de mélanges insecticides ayant des propriétés de dispersion particulièrement bonnes

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Publication number
EP4551022A1
EP4551022A1 EP23735067.3A EP23735067A EP4551022A1 EP 4551022 A1 EP4551022 A1 EP 4551022A1 EP 23735067 A EP23735067 A EP 23735067A EP 4551022 A1 EP4551022 A1 EP 4551022A1
Authority
EP
European Patent Office
Prior art keywords
acid
group
composition according
weight
component
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP23735067.3A
Other languages
German (de)
English (en)
Inventor
Holger Egger
Laura ZUMSANDE
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of EP4551022A1 publication Critical patent/EP4551022A1/fr
Pending legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01G—HORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
    • A01G7/00—Botany in general
    • A01G7/06—Treatment of growing trees or plants, e.g. for preventing decay of wood, for tingeing flowers or wood, for prolonging the life of plants
    • 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
    • A01P5/00—Nematocides
    • 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
    • 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 invention relates to solid formulations (in particular water-dispersible granules) of tetramic acid derivatives and mixtures of these tetramic acid derivatives, which break down particularly well in water and still have good long-term stability, as well as a process for their production and their use for applying the active ingredients they contain.
  • WO2019197631 describes water-dispersible granules of tetramic acid derivatives and mixtures of these tetramic acid derivatives. However, no additives are added there to explicitly improve the dissolution properties.
  • US2015/0164068 describes storage-stable WG formulations with good effectiveness, which contain the active ingredient in different particle sizes and a less hygroscopic water-soluble carrier in 75% by weight in the form of an inorganic salt.
  • Ammonium and potassium sulfate are preferred as carriers, while potassium hydrogen carbonate is only generally listed as a carrier without an example in a longer list.
  • potassium bicarbonate is not shown in the examples.
  • potassium hydrogen carbonate is only present in a significantly smaller amount in the present compound and, above all, in conjunction with another basic salt, which can lead to reactions and negative effects on storage stability.
  • W02020/240394 describes WG formulations that contain a “disintegration system”. This also includes inorganic salts, including hydrogen carbonates. However, there is no other potentially decomposable salt in the formulation, so no negative effects on storage stability are to be expected. In addition, the explicit use of potassium hydrogen carbonate is not shown in the examples here, but the common potassium sulfate is used.
  • formulations of the present invention are further characterized by the fact that they have good suspendability even at high salt loads, especially after storage.
  • the present invention relates to a process for producing these water-dispersible granules and their use for application.
  • the invention therefore relates to insecticidal solid compositions in the form of water-dispersible granules (solid formulations), preferably containing: a. as component a, tetramic acid derivatives of the formula (I) in which
  • W and Y independently represent hydrogen, Cl-C4-alkyl, chlorine, bromine, iodine or fluorine,
  • X represents Cl-C4-alkyl, Cl-C4-alkoxy, chlorine, bromine or iodine,
  • A, B and the carbon atom to which they are bonded represent C3-C6-cycloalkyl, which is substituted by an alkylenedioxyl group optionally substituted by Cl-C4-alkyl or Ci-C4-alkoxy-Ci-C2-alkyl is substituted, which forms a 5-ring or 6-ring ketal with the carbon atom to which it is attached,
  • E stands for a metal ion or an ammonium ion
  • M stands for oxygen or sulfur
  • RI stands for straight-chain or branched C1-C6 alkyl
  • R2 represents straight-chain or branched C1-C6 alkyl.
  • b at least one basic salt, c. at least one further inorganic salt from the group of carbonates and bicarbonates, with ammonium being excluded as a cation. Unless explicitly included below, ammonium salts of carbonates and bicarbonates are always excluded as component c) in the present invention.
  • d at least one dispersant, e. at least one wetting agent, f. at least one filler, g. optionally a structure former h. optionally further active ingredients, and i. optionally other common adjuvants and formulation aids.
  • optionally substituted radicals can, unless otherwise stated, be substituted once or multiple times, whereby in the case of multiple substitutions, the substituents can be the same or different.
  • the different preferred levels are to be understood in such a way that they can be combined with one another in a permuting manner, but in any case the same preferred levels and in particular the most preferred embodiment/preferred level are to be combined with one another and are also disclosed as such a combination.
  • compositions as described above which consist only of the essential components (not optional components) should be considered disclosed.
  • Percentages are - unless otherwise stated - to be understood as percentages by weight, with the % by weight of the compositions adding up to 100.
  • basic in the context of the present invention means a pH value in aqueous solution with pH>7.
  • the formulations according to the invention have a pH of >7 in aqueous dispersion.
  • the preferred defoamer is: Rhodorsil Antimousse EP6703 (absorbed polydimethylsiloxane). a) Active ingredient
  • component a) in the compositions according to the invention is a compound of the formula (I) where the compounds of formula (I) have the following definitions:
  • X stands for chlorine or methyl
  • Y stands for chlorine, bromine or methyl
  • A, B and the carbon atom to which they are attached represent saturated C6 cycloalkyl substituted with an alkylenedioxyl group which forms a 5-ring or 6-ring ketal with the carbon atom to which it is attached ,
  • G represents hydrogen (a) or one of the groups (c), E (d), in which
  • E represents a metal ion equivalent or an ammonium ion
  • Ri represents straight-chain or branched C -C4 alkyl
  • R 2 represents straight-chain or branched C 1-C4 alkyl.
  • component a) in the compositions according to the invention is a compound of the formula (I) with
  • component a) is a compound of the formula b) basic salt
  • Component b) is preferably selected from the group comprising inorganic basic ammonium salts, carbonates and bicarbonates being excluded.
  • the basic salt b) is not a carbonate unless expressly mentioned.
  • D AHP diammonium hydrogen phosphate
  • a further inorganic salt selected from the group that includes inorganic carbonates and bicarbonates, excluding their ammonium salts.
  • C) is further preferred selected from the group of hydrogen carbonates.
  • Suitable dispersants in the context of the present invention are polycarboxylate-type dispersants, for example those such as hydrophobically modified comb-like polymers, such as polyacrylic acid, polymethacrylic acid, polymaleic acid, polymaleic anhydride, a copolymer of maleic acid or maleic anhydride with an olefin (such as isobutylene or diisobutylene), a copolymer of acrylic acid and itaconic acid, a copolymer of methacrylic acid and itaconic acid, a copolymer of maleic acid or maleic anhydride and styrene, a copolymer of acrylic acid and methacrylic acid, a copolymer of acrylic acid and methacrylate, a copolymer of acrylic acid and vinyl acetate, a copolymer of styrene and methacrylic acid , modified copolymers of styrene and methacrylic acid Copolymer
  • Cs-Cis sarcosinate
  • a carboxylic acid such as a resin acid or a fatty acid (e.g. Cs-Cis) or a salt of such a carboxylic acid, such as alkali metal or alkaline earth metal salts (preferably Ca, Mg).
  • the copolymers mentioned above can also be in the form of their salts, for example alkali metal salts (preferably Li, Na, K), alkaline earth metal salts (preferably Ca, Mg), ammonium or various amines.
  • dispersants from the group comprising sodium salts of the copolymers of maleic acid and olefins (e.g. Geropon T/36/Solvay; Duramax D-305/Dow); and sodium salts of copolymers of methacrylic acid and styrene (Tersperse 2700 / Indorama; Atlox Metasperse 500S / Croda).
  • sodium salts of the copolymers of maleic acid and olefins e.g. Geropon T/36/Solvay; Duramax D-305/Dow
  • sodium salts of copolymers of methacrylic acid and styrene Teersperse 2700 / Indorama; Atlox Metasperse 500S / Croda
  • the dispersant is particularly preferably a sodium salt of copolymers of methacrylic acid and styrene.
  • Non-ionic surfactants are polyethylene oxide-polypropylene oxide block copolymers, polyethylene glycol ethers of linear alcohols, reaction products of fatty acids with ethylene oxide and / or propylene oxide, also polyvinyl alcohol, polyvinylpyrrolidone, copolymers of polyvinyl alcohol and polyvinylpyrrolidone and copolymers of (meth)acrylic acid and (meth)acrylic acid esters, also alkyl ethoxylates and Alkylaryl ethoxylates, which can optionally be phosphated and optionally neutralized with bases, with sorbitol ethoxylates being mentioned as examples, and polyoxyalkyleneamine derivatives.
  • Anionic surfactants are preferred as wetting agents, selected from the group consisting of salts of polystyrene sulfonic acids, salts of polyvinyl sulfonic acids, salts of naphthalenesulfonic acid-formaldehyde condensation products, salts of condensation products of naphthalenesulfonic acid, phenolsulfonic acid and formaldehyde as well as salts of lignin sulfonic acid and sodium salts of alkylated naphthalene sulfonates such as (DMorwet EFW, and the sodium salts of dioctylsulfosuccinic acid such as (DAerosol OTB, Geropon ® SDS and block polymer of propylene oxide and ethylene oxide on ethylenediamine, such as ®Synperonic T 905.
  • suitable wetting agents (e) in the context of the present invention being selected from the group consisting of the sodium salts of alkylated naphthalenesulfonates such as (DMorwet EFW, and the sodium salts of dioctylsulfosuccinic acid such as ® Aerosol OTB, Geropon® SDS. .
  • inert filling materials All substances that can usually be used for this purpose in agrochemical agents can be considered as inert filling materials.
  • Inorganic particles such as silicates and oxides, as well as organic substances such as urea-formaldehyde condensates and celluloses (e.g. Ulmer Stamms 6AL, Celite 209, Argirec B21 and B22, Bentone EW, Talcum Luz2, Etiquette Violette), are preferred.
  • examples include kaolin, rutile, silicon dioxide, so-called highly disperse silica, silica gels, as well as natural and synthetic silicates, as well as talc.
  • the filler is selected from the group comprising kaolin, rutile and silicon dioxide.
  • Kaolin is particularly preferred.
  • structure former is particularly preferred.
  • the formulations according to the invention can also contain a structuring agent.
  • a structuring agent Polyacrylic acid and its salts and in particular cross-linked polyacrylates as well as polyurethanes and derivatized polyurethanes and their salts are particularly suitable for this.
  • suitable acrylates are: (poly)methacrylate, (poly)methyl methacrylate, polyacrylamide,
  • the structuring agent is particularly preferably a polymethyl urea resin. h) Other active ingredients
  • the formulation can in principle contain one or more further agrochemical active ingredients, preferably selected from the group of insecticides, herbicides, fungicides and host defense inducers.
  • one or more active ingredients are selected from the group of insecticides, even more preferably from the group comprising imidacloprid, nitenpyram, acetamiprid, thiacloprid, thiamethoxam, clothianidin, cyantraniliprole, chlorantraniliprole, deltamethrin, flubendiamide, tetraniliprole, cyclaniliprole; Spirodiclofen, spiromesifen, spirotetramat, abamectin, acrinathrin, chlorfenapyr, emamectin, ethiprole, fipronil, flonicamid, flupyradifuron, indoxacarb, metaflumizone, methoxyfenozide, milbemycin, pyridaben, pyridalyl, silafluofen, spinosad, spinetoram, sulfoxaflor, triflumur
  • solid defoamers or defoamers that have been absorbed or absorbed onto a carrier.
  • Rhodorsil Antimousse EP 6703 is an example.
  • All substances that can usually be used for this purpose in agrochemical agents of this type can be used as preservatives.
  • examples include isothiazolinone (e.g. Preventol® (Lanxess AG)) and 1, 2-benzisothiazolin-3-one (e.g. Proxel®).
  • All substances that can usually be used for this purpose in agrochemical agents can be used as dyes.
  • examples include titanium dioxide, carbon black, zinc oxide and blue pigments as well as permanent red FGR.
  • the subject matter of the invention is an insecticidal solid composition in the form of water-dispersible granules containing: a.
  • X stands for chlorine or methyl
  • Y stands for chlorine, bromine or methyl
  • A, B and the carbon atom to which they are attached represent saturated C6 cycloalkyl substituted with an alkylenedioxyl group which forms a 5-ring or 6-ring ketal with the carbon atom to which it is attached ,
  • G represents hydrogen (a) or one of the groups in which
  • E represents a metal ion equivalent or an ammonium ion
  • Ri for straight-chain or branched C
  • b. at least one inorganic basic ammonium salt, c. another inorganic salt selected from the group of carbonates and bicarbonates.
  • d. at least one dispersant of the polycarboxylate type e. at least one anionic wetting agent, f. at least one inert filler, g. optionally a structure former h. optionally further insecticidal active ingredients, i. optionally further adjuvants.
  • the subject matter of the invention is an insecticidal solid composition in the form of water-dispersible granules containing: a. Compound of formula (I) selected from the following compounds b. at least one inorganic basic ammonium salt selected from the group comprising diammonium hydrogen phosphate (DAHP), c. at least one inorganic hydrogen carbonate salt whose cation is not ammonium., d.
  • Compound of formula (I) selected from the following compounds b. at least one inorganic basic ammonium salt selected from the group comprising diammonium hydrogen phosphate (DAHP), c. at least one inorganic hydrogen carbonate salt whose cation is not ammonium., d.
  • polycarboxylate-type dispersant selected from the group consisting of hydrophobically modified comb-like polymers, comprising polyacrylic acid, Polymethacrylic acid, polymaleic acid, polymaleic anhydride, a copolymer of maleic acid or maleic anhydride with an olefin, a copolymer of acrylic acid and itaconic acid, a copolymer of methacrylic acid and itaconic acid, a copolymer of maleic acid or maleic anhydride and styrene, and modified copolymers of maleic acid or maleic anhydride and styrene, a copolymer of acrylic acid and methacrylic acid, a copolymer of styrene and methacrylic acid, modified copolymers of styrene and methacrylic acid, a copolymer of acrylic acid and methacrylate, a copolymer of acrylic acid and vinyl acetate, a copolymer of
  • C -Cix-sarcosinate a carboxylic acid such as a resin acid or a fatty acid (eg Cs-Cis) or a salt of such a carboxylic acid, as well as the salts of these copolymers, e. at least one anionic wetting agent selected from the group consisting of the sodium salts of alkylated naphthalene sulfonates and the sodium salts of dioctylsulfosuccinic acid, f. at least one inert filler selected from the group consisting of carbonates, silicates and oxides, as well as urea-formaldehyde condensates and celluloses, G.
  • a carboxylic acid such as a resin acid or a fatty acid (eg Cs-Cis) or a salt of such a carboxylic acid, as well as the salts of these copolymers, e. at least one anionic wetting agent selected from the group consisting of the sodium salts
  • a structuring agent selected from the group that includes polyacrylic acid and its salts, cross-linked polyacrylates and polyureas, polyurethanes and derivatized polyureas and polyurethanes, h. optionally further insecticidal active ingredients, i. optionally further adjuvants.
  • the subject matter of the invention is an insecticidal solid composition in the form of water-dispersible granules containing: a. Compound having the formula (1-2) with the following structure: b. at least one inorganic basic ammonium salt selected from the group comprising diammonium hydrogen phosphate (DAHP), c. at least one inorganic bicarbonate salt selected from the group comprising sodium and potassium bicarbonate, d. at least one dispersant selected from the group comprising sodium salts of copolymers of methacrylic acid and styrene and modified copolymers of methacrylic acid and styrene, e.
  • DAHP diammonium hydrogen phosphate
  • dispersant selected from the group comprising sodium salts of copolymers of methacrylic acid and styrene and modified copolymers of methacrylic acid and styrene, e.
  • At least one anionic wetting agent selected from the group consisting of the sodium salts of alkylated naphthalene sulfonates and the sodium salts of dioctylsulfosuccinic acid
  • at least one inert filler selected from the group consisting of kaolin, rutile and silicon dioxide
  • a structuring agent selected from the group comprising polymethylurea resins
  • h. optionally further insecticidal active ingredients i. optionally further adjuvants.
  • the above-mentioned embodiments necessarily contain a further insecticidal active ingredient (g), preferably from the group comprising imidacloprid, nitenpyram, acetamiprid, thiacloprid, thiamethoxam, clothianidin, cyantraniliprole, chlorantraniliprole, deltamethrin, flubendiamide, tetraniliprole, cyclaniliprole; Spirodiclofen, spiromesifen, spirotetramat, abamectin, acrinathrin, chlorfenapyr, emamectin, ethiprole, fipronil, flonicamid, flupyradifuron, indoxacarb, metaflumizone, methoxyfenozide, milbemycin, pyridaben, pyridalyl, silafluofen, spinosad, spinetoram, sulfox
  • g
  • a further adjuvant i preferably a silicone oil-based defoamer, more preferably polydimethylsiloxane absorbed on a solid substrate, is mandatory in the embodiments mentioned above and also in the following.
  • the proportion of the active ingredient (component a / compounds of the formula I / 1-2) in the compositions according to the invention with only one active ingredient is preferably 0.5 - 25% by weight, more preferably 1-18% by weight, and particularly preferably 2-12% by weight.
  • the proportion of the salt (component b) in the compositions according to the invention with only one active ingredient is preferably 20 - 75% by weight, more preferably 25 - 68% by weight, and particularly preferably 30 - 66% by weight.
  • the proportion of the inorganic salt (component c) in the compositions according to the invention with only one active ingredient is preferably 1 - 10% by weight, more preferably 1.5 - 9% by weight, and particularly preferably 2 - 7% by weight.
  • the proportion of the dispersant (component d) in the compositions according to the invention with only one active ingredient is preferably 1 - 20% by weight, more preferably 5 - 15% by weight, and particularly preferably 8 - 12% by weight.
  • the proportion of the wetting agent (component e) in the compositions according to the invention with only one active ingredient is preferably 0.5 - 15% by weight, more preferably 1 - 10% by weight, and particularly preferably 1.5 - 2.5% by weight .-%.
  • the proportion of the filler (component f) in the compositions according to the invention with only one active ingredient is preferably 0.5 - 30% by weight, more preferably 5 - 25% by weight, and particularly preferably 10 - 22% by weight.
  • the proportion of the structuring agent (component g) in the compositions according to the invention with only one active ingredient is preferably 0.5 - 15% by weight, more preferably 1 - 10% by weight, and particularly preferably 3 - 8% by weight.
  • the proportion of further adjuvants (component i) - if included - in the compositions according to the invention is preferably 0 - 10% by weight, more preferably 0 - 8% by weight, and particularly preferably 0 - 5% by weight.
  • component i) is mandatory according to the alternative embodiment, for example as a defoamer, its proportion in the solid formulations according to the invention is 0.1 - 5% by weight.
  • a preferred embodiment of the invention is compositions containing components a) 0.5 - 25% by weight b) 20 - 75% by weight c) 1 - 10% by weight d) 1 - 20% by weight e) 0 .5 - 15% by weight f) 0.5-30% by weight g) 0.5 - 15% by weight
  • a further preferred embodiment of the invention are compositions containing components a) 1 - 18% by weight b) 25 - 68% by weight c) 1.5 - 9% by weight d) 5 - 15% by weight e) 1 - 10% by weight f) 5 - 25% by weight g) 1 - 10% by weight
  • a solid composition is preferably containing components in a) 2 - 12% by weight b) 30 - 66% by weight c) 2 - 7% by weight d) 8 - 12% by weight e) 1.5 - 2.5% by weight f) 10 - 22% by weight g) 3 - 8% by weight i) 0.1 - 5% by weight %.
  • the proportion of the other active ingredients (component h) - if included - in the compositions according to the invention is preferably 1 - 30% by weight, more preferably 1 - 25% by weight, and particularly preferably 1.5 - 20% by weight .
  • a solid composition preferably contains components in a) 2 - 12% by weight b) 30 - 66% by weight c) 2 - 7% by weight d) 8 - 12% by weight e) 1.5 - 2.5% by weight
  • Compound 1-2 is preferably used in the form of its thermodynamically most stable polymorphic structure. This crystal structure and other physical data were determined as follows:
  • the modification A of 1-2 can be characterized by X-ray powder diffractometry based on the corresponding diffraction patterns recorded at 25 ° C and with Cu-Koc 1 radiation (1.5406 A) (FIGURE 1).
  • the modification A according to the present invention shows at least 3, preferably at least 5, more preferably at least 7, even more preferably at least 10, and most preferably all reflections as shown in FIGURE 1 and Table 2a).
  • Table 2b) shows all measured ones Reflections, modification A:
  • the modification A according to the present invention is further characterized by the X-ray diffraction diagram shown in Figure I.
  • Crystallographic studies on single crystals of modification A showed that the crystal structure is monoclinic.
  • the unit cell has the space group P2i/c.
  • Modification A of the present invention shows at least 3, preferably at least 5, more preferably at least 7, and particularly preferably all bands as seen in Figure 2 and described in Table 2c.
  • the compound 1-2 can be present in further polymorphic forms as well as pseudopolymorphic forms (hydrates, solvates, etc.).
  • the application rate of the formulations according to the invention can be varied within a relatively wide range. It depends on the respective active ingredients and their content in the compositions.
  • the insecticidal active ingredient mixtures can be applied to plants and/or their habitat in a particularly advantageous manner.
  • Plants are understood to mean all plants and plant populations, such as desirable and undesirable wild plants or cultivated plants (including naturally occurring cultivated plants).
  • Crop plants can be plants that can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including transgenic plants and including plant varieties that can or cannot be protected by plant variety rights.
  • Plant parts should be understood to mean all above-ground and underground parts and organs of plants, such as shoots, leaves, flowers and roots, with examples including leaves, needles, stems, trunks, flowers, fruiting bodies, fruits and seeds as well as roots, tubers and rhizomes.
  • the plant parts also include harvested material as well as vegetative and generative propagation material, such as cuttings, tubers, rhizomes, offshoots and seeds.
  • the compounds of the formula (I) are preferably used in the formulations according to the invention by spray application, but also after drenching, dipping, or by drip application against animal pests from the following pest families:
  • bladder lice family (Pemphigidae): Eriosoma spp., Pemphigus spp., in crops such as citrus, pome fruit, stone fruit, leafy vegetables, root and tuber vegetables and ornamental plants.
  • psyllidae Psylla spp., Paratrioza spp., Tenalaphara spp., Diaphorina spp., Trioza spp., in crops such as pome fruit, stone fruit, citrus, vegetables, potatoes, in tropical crops.
  • Diaspididae Quadraspidiotus spp., Aonidiella spp., Lepidosaphes spp., Aspidiotus spp., Aspis spp., Diaspis spp., Parlatoria spp., Pseudaulacaspis spp., Unaspis spp., Pinnaspis spp., Selenaspidus spp., in crops such as citrus, pome fruit, stone fruit, almonds, pistachios, nuts, olives, tea, ornamental plants, wine, tropical crops.
  • mealybugs and mealybugs Pseudococcidae: Pericerga, Pseudococcus spp., Pianococcus spp., Dysmicoccus spp., in crops such as citrus, stone and pome fruit, tea, wine, vegetables, ornamental plants and tropical crops.
  • Bemisia tabaci Bemisia argentifolii
  • Trialeurodes vaporariorum Aleurothrixus floccosus
  • Aleurodes spp. Dialeurodes spp.
  • Parabemisia myricae in crops such as vegetables, melons, potatoes, tobacco, berries, citrus, Ornamental plants, cotton, soy and tropical crops.
  • Phorodon humuli in hops
  • thrips family Thripidae: Anaphothrips spp., Basothrips spp., Caliothrips spp., Frankliniella spp., Heliothrips spp., Hercinothrips spp., Rhipiphorothrips spp., Scirtothrips spp., Kakothrips spp., Selenothrips spp . and Thrips spp., in crops such as fruit, cotton, wine, tea, nuts, tropical crops, ornamentals, conifers, tobacco, spices, vegetables, berries, melons, citrus and potatoes.
  • crops such as fruit, cotton, wine, tea, nuts, tropical crops, ornamentals, conifers, tobacco, spices, vegetables, berries, melons, citrus and potatoes.
  • Agromyza spp. Agromyza spp., Amauromyza spp., Atherigona spp., Chlorops spp., Liriomyza spp., Oscinella spp., Pegomyia spp. in crops such as vegetables, melons, potatoes, nuts, ornamental plants.
  • Caloptilia spp. Gracillaria spp., Lithocolletis spp., Leucoptera spp., Phtorimaea spp., Phyllocnistis spp. in crops such as pome fruit, stone fruit, wine, nuts, citrus, conifers, potatoes, coffee.
  • Contarinia spp. Dasineura spp., Diplosis spp., Prodiplosis spp., Thecodiplosis spp., Sitodiplosis spp., Haplodiplosis spp. in crops such as citrus, pome fruit, stone fruit, vegetables, potatoes, spices, soft fruit, conifers, hops.
  • Anastrepha spp. Ceratitis spp., Dacus spp., Rhagoletis spp. in crops such as vegetables, berries, melons, seeds and stone fruits, ornamental plants, potatoes, wine, tropical crops, citrus, olives.
  • Mites from the families of spider mites (Tetrany chidae) and gall mites (Eriophydae) are also preferred:
  • Tetranychus spp. Tetranychus spp., Panonychus spp., Aculops spp. in crops such as vegetables, potatoes, ornamental plants, citrus, wine, conifers.
  • the treatment according to the invention of the plants and parts of plants with the compositions according to the invention takes place directly or by acting on their environment, habitat or storage space using the usual treatment methods, for example by drenching, dipping, spraying, Evaporation, misting, scattering, spreading and, in the case of propagating material, especially seeds, also by single or multi-layer coating.
  • the active ingredient is preferably applied by spray application.
  • the active ingredient is applied by drenching, droplet application (drip) or dip application.
  • the plant to be treated is selected from the group consisting of cotton, soybean, tobacco, vegetables, spices, ornamentals, conifers, citrus plants, fruit, tropical crops, nuts and wine.
  • composition according to the invention preferably acts against pests from the families of bladder lice, root lice, psyllids, scale insects, scale insects, scale insects, mealybugs, mealybugs, scale insects, tube lice, thrips, leafhoppers, horned leafhoppers, leaf miners, gall midges, fruit flies, leaf miners, spider mites, gall mites.
  • compositions according to the invention can be produced by moistening a powdery mixture consisting of the active ingredients and the formulation aids, then granulating them using low-pressure extrusion and then drying the moist granules.
  • Relevant devices for humidification, extrusion and drying are known to those skilled in the art. During production, it is particularly important to ensure that the temperatures to which the product is exposed are kept below 60°C and preferably below 50°C in all process steps.
  • the treatment according to the invention of the plants and parts of plants with the compositions according to the invention takes place directly or by acting on their environment, habitat or storage space using the usual treatment methods, for example by dipping, spraying, evaporation, misting, scattering, spreading and in the case of propagating material, especially seeds through single or multi-layer wrapping.
  • DAHP a second inorganic salt, Morwet EFW, Pergopak M, , Kaolin W, dispersing aids, if necessary additional magnesium stearate and defoamer were, as is known to those skilled in the art, in a 4 "air jet mill Hosokawa 100 AS (injector air 5, 5 bar, grinding air 4.5 bar, throughput 100 g/min), moistened with water (approx. 14% by weight) and extruded into a WG on a Fuji Paudal Dome extruder (die size 1 mm) and then dried in a fluid bed dryer .
  • a 1% suspension in water (CIPAC C) is dispersed in a 250 mL standing cylinder. The mixture is equilibrated for 30 minutes. The top 9/10 of the suspension is then removed. The remaining 1/10 is dried and the residue (sediment) is determined gravimetrically. Suspensability is defined as:
  • a value of 100% therefore corresponds to an even distribution of all insoluble components across the sample volume.
  • 25 g of granules are added to 250 mL of water in a beaker. After one minute, stir for 5 minutes with a magnetic stirrer. The dispersion and the washing water are then transferred to the appropriate sieve for cleaning the beaker. The sieve is then rinsed with cold water until there is no longer any noticeable change in the residue on the sieve (max. 10 minutes). After draining the sieve, the residue is quantitatively transferred to an evaporation dish with demineralized water, allowed to dry and the residue is determined gravimetrically.
  • Geropon ® TA/72 is a polycarboxylic acid sodium salt
  • Geropon ® SDS is a dioctyl sodium 5 sulfosuccinate
  • Geropon ® L-Wet max is a blend from Solvay.
  • Kaolin W is an aluminum hydrosilicate from Erbslöh Lohrheim GmbH & Co. KG, Lohrheim, Germany.
  • Tersperse ® 2700 is a naphthalenesulfonic acid-formaldehyde condensate, sodium salt from Indorama Ventures, The Woodlands, Texas, USA.
  • Rhodorsil Antimousse EP 6703 ® is an absorbed polydimethylsiloxane, Solvay.
  • Morwet EFW is an alkylnaphthalene sulfonate sodium salt from Nouryon, Stemungsund, Sweden.
  • Pergopak ® M is a polymethyl urea resin from Huber Martinswerk, Bergheim, Germany.
  • Atlox MetasperseTM 550S is a modified styrene-acrylic polymer from Croda, Great Britain.
  • Trilon ® B powder is a tetrasodium ethylenediaminetetraacetate from BTC Europe GmbH, Monheim, Germany.
  • Flupyradifuron is a crop protection ingredient from Bayer Crop Science.
  • Abamectin is a crop protection active ingredient from Syngenta.

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Abstract

L'invention concerne des formulations solides sous la forme de granulés dispersibles dans l'eau de dérivés d'acide tétramique, et des mélanges de ces dérivés d'acide tétramique, qui se désintègrent particulièrement bien dans l'eau et présentent néanmoins une bonne stabilité à long terme ; l'invention concerne également un procédé de production de celles-ci et leur utilisation pour l'application des ingrédients actifs contenus.
EP23735067.3A 2022-07-08 2023-07-05 Formulation solide de mélanges insecticides ayant des propriétés de dispersion particulièrement bonnes Pending EP4551022A1 (fr)

Applications Claiming Priority (2)

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EP22183985 2022-07-08
PCT/EP2023/068582 WO2024008807A1 (fr) 2022-07-08 2023-07-05 Formulation solide de mélanges insecticides ayant des propriétés de dispersion particulièrement bonnes

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EP4551022A1 true EP4551022A1 (fr) 2025-05-14

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KR (1) KR20250029115A (fr)
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AR (1) AR129874A1 (fr)
AU (1) AU2023302587A1 (fr)
CA (1) CA3261202A1 (fr)
CL (1) CL2025000017A1 (fr)
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WO2026082481A1 (fr) 2024-10-17 2026-04-23 Bayer Aktiengesellschaft Combinaisons de composés actifs ayant des propriétés insecticides/acaricides

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ATE1554T1 (de) 1978-06-17 1982-09-15 Fosroc International Limited Felsanker, verfahren zur herstellung des felsankers und ein in diesem verfahren verwendbares korrosionsgeschuetztes rohr.
MY171247A (en) 2012-07-19 2019-10-04 Nippon Soda Co Water dispersible granule, and method for producing same
CN104396950B (zh) * 2014-11-17 2016-03-02 陕西恒田化工有限公司 一种甲基营养型芽孢杆菌的水分散粒剂及其制备方法和应用
WO2019197631A1 (fr) 2018-04-13 2019-10-17 Bayer Aktiengesellschaft Formulation solide de melanges insecticides
CN112312768A (zh) * 2018-04-13 2021-02-02 拜耳作物科学股份公司 特特拉姆酸衍生物用于防治特定昆虫的用途
MY204395A (en) * 2018-04-13 2024-08-27 Bayer Ag Solid formulation of insecticidal mixtures
US20220202013A1 (en) 2019-05-24 2022-06-30 Upl Ltd A Stable Insecticide Composition

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KR20250029115A (ko) 2025-03-04
JP2025520924A (ja) 2025-07-03
CA3261202A1 (fr) 2025-04-09
AR129874A1 (es) 2024-10-09
WO2024008807A1 (fr) 2024-01-11
AU2023302587A1 (en) 2025-01-23
MX2025000339A (es) 2025-02-10
CO2024017807A2 (es) 2025-01-13
PY2353402A (es) 2024-01-30
CL2025000017A1 (es) 2025-03-21

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