WO2015114590A1 - Composition pesticide liquide non aqueuse, procédé de préparation d'une composition pesticide liquide non aqueuse et méthode d'élimination d'insectes, d'acariens et de nématodes dans des cultures - Google Patents

Composition pesticide liquide non aqueuse, procédé de préparation d'une composition pesticide liquide non aqueuse et méthode d'élimination d'insectes, d'acariens et de nématodes dans des cultures Download PDF

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WO2015114590A1
WO2015114590A1 PCT/IB2015/050732 IB2015050732W WO2015114590A1 WO 2015114590 A1 WO2015114590 A1 WO 2015114590A1 IB 2015050732 W IB2015050732 W IB 2015050732W WO 2015114590 A1 WO2015114590 A1 WO 2015114590A1
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composition according
aqueous liquid
concentration
pesticide composition
formula
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PCT/IB2015/050732
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English (en)
Portuguese (pt)
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Walter Luis Crivelli BOGGIANI
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Pacific Agrosciencies S.A.I.C.
ZAMATARO, Carlos Eduardo De Oliveira
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Publication of WO2015114590A1 publication Critical patent/WO2015114590A1/fr

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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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • 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

Definitions

  • the present invention relates to a liquid composition of a concentrated pesticide comprising at least one organic pesticide compound which is poorly soluble or insoluble in water and which, when diluted with water for application (broth), It generates a stable nanoparticle population that improves the bio-efficacy of the pesticide.
  • State-of-the-art pesticide formulations range from formulations that give true solutions with water-soluble active ingredients to classic emulsions from water-insoluble active ingredients.
  • the insecticides of the chemical family of macrocyclic lactones namely Avermectins, one of two large families, according to the origin of the fermentation organism (Avermectins and Milbemycin), are poorly soluble in water. These insecticides are insoluble or practically insoluble and generate, when applied directly to water, very unstable aqueous compositions.
  • WP wettable powder
  • SC water-based concentrated suspension
  • EC emulsifiable concentrate
  • EW oil-in-water emulsion, water in continuous phase
  • WG dispenser granules
  • the active principle is finely divided into suspension and the particle sizes found with wet milling must be less than 20 ⁇ , often the sizes can reach 4 ⁇ , and sometimes, with elaborate techniques, reach a range between 1 and 4 ⁇ ;
  • the formulation itself is a metastable system. It is very common to find formulations WP (Wettable Powder), WG (Dispersible Granules), SC (Concentrated Suspension), which due to the intrinsic characteristics clog up the inputs of the application machines, thus compromising bio-efficacy.
  • the active ingredient is dissolved in a non-water miscible solvent (usual solubility less than 0.1 g / lt), with emulsifiers, so that when diluted in water they form Type O emulsions. / W;
  • a non-water miscible solvent usual solubility less than 0.1 g / lt
  • emulsifiers so that when diluted in water they form Type O emulsions. / W
  • stability in formulation is obtained, and particle sizes in broths are very varied and smaller than 100 ⁇ , sometimes it is difficult to miniemulsify, reaching sizes between 0.5 and 2 ⁇ . It is difficult to stabilize a miniemulsion in the broth at a certain time, but also begins to compromise the bioefficacy, among other disadvantages such as being high toxicity solvents, etc.
  • the active or water-insoluble principle is emulsified, the phase being water;
  • the formulation itself is a metastable system that is difficult to stabilize, particle sizes depend greatly on agitation, lose overall stability when diluted in water, and no advances in particle diameter reduction and time support are also achieved.
  • Another slightly more complex possibility is ME microemulsion, the active principle being microemulsion in a continuous phase water, obtaining here nanometric sizes ranging from 10 to 200 nm, which form spontaneously, being translucent to slightly opalescent in appearance.
  • microemulsions when diluted in water for their application, can generate classic microemulsions or emulsions, depending on multiple factors: formed microstructures are guided by changes in intensive system variations (temperature, dispersed phase volumetric fraction, chemical potential); ME is known to be stable in a limited range of temperatures; It is also known that the formation of EM is complex, depending on multiple factors such as surfactant / active ingredient ratio, type of cosolvent, etc., hence it can form with proven EM stability of assets ranging up to 25% active ingredient. Higher concentrations tend to be unstable, with small temperature changes, especially when additives, antioxidants need to be incorporated.
  • nanoemulsions such as O / W, such as O / W, which have particle sizes ranging from 20 to 500 nm, which are not thermodynamically stable, can be developed as a water-diluting formulation. They must be given considerable energy to manufacture, being metastable opaque liquids, difficult to sustain over the life of the product and tending to destabilize.
  • MEC Microemulsifiable Concentrate
  • Another objective is to provide a stable and concentrated formulation of the active ingredient, which may reach a concentration of up to 40% w / w active, with the resulting improvements, such as the lower application dose. / ha, adequate costs, lower inventory volumes, etc.
  • Document BRPI 0516706-2 filed 10/31/2005, on INSECTICIDE COMPOSITION AND METHOD FOR CONTROLING INSECTS, describes at least one fulminant action insecticide compound selected from group (A) comprising imidadpride, acetamipride .. abamectin, emamectin, emamectin benzoate among others and at least one long-term effective insecticidal compound selected from the group (B) of insect growth regulators comprising benzophenyl urea (BPU) compounds selected from novaluron, lufenuron, hexaflumuron, among others.
  • group (A) comprising imidadpride, acetamipride .. abamectin, emamectin, emamectin benzoate among others and at least one long-term effective insecticidal compound selected from the group (B) of insect growth regulators comprising benzophenyl urea
  • composition is distinct from that employed in the present application, which comprises at least one poorly soluble or water-insoluble organic pesticide in a concentration of 4.0 to 40% w / w; a balanced mixture of nonionic surfactants at a concentration of 1 to 95% w / w; a polar aprotic organic solvent or more than one at a concentration of 5 to 75% w / w, a non-water miscible cosolvent at a concentration of 0 to 30% w / w, a defoamer at a concentration of 0 to 2% w / w / eg a stabilizer at a concentration of 0 to 1% w / w.
  • Document BRPI102013028849-7 filed on 08/1 1/2013, with unionist priority JP2012-248099, of 12/1 1/2012, concerning AGROCHEMICAL COMPOSITION AND PLANT GROWTH PROMOTION METHOD, describes a pesticide composition with a compound represented by the formula with at least one active insecticidal compound of group (A): imidadoprid, dotianidine, thiametoxan, acetamiprid, thiadoprid ... abamectin, emamectin, among other macrocyclics.
  • A active insecticidal compound of group (A): imidadoprid, dotianidine, thiametoxan, acetamiprid, thiadoprid ... abamectin, emamectin, among other macrocyclics.
  • the active compound based on abamectin and others enters as a second component, generating a formula distinct from that presented in the present patent application, which is a combination of components according to the formulation: at least one sparingly soluble or insoluble organic pesticide.
  • a balanced mixture of nonionic surfactants at a concentration of 1 to 95% w / w; a polar aprotic organic solvent or more than one at a concentration of 5 to 75% w / w, a non-water miscible cosolvent at a concentration of 0 to 30% w / w, a defoamer at a concentration of 0 to 2% w / w / eg a stabilizer at a concentration of 0 to 1% w / w.
  • JPH07173017 filed 11/01/07 1995, reports a COMPOSITION FOR THE PREVENTION AGAINST PINK DEATH AND THEIR PREPARATION METHOD, which describes a composition containing avermectin as an active ingredient and capable of manifesting strong activities against Bursaphelenchus xylophilos and / or Monochamus alternatus.
  • abamectin and ivermectin are especially suitable as the avermectin-based compound.
  • the composition is obtained by dissolving the avermectin-base compound and a nonionic surfactant in a water miscible solvent and then adding water thereto.
  • the resulting composition is improved with the solubility of the active ingredient in water, having excellent dispersibility in the tree body.
  • Polyoxyiteline hardened castor oil, polyoxyethylene alkyl ethers, polyoxypropylene, etc. are cited as the nonionic surfactant.
  • Document CN101366387 filed 18/02/2009, concerning AGRICULTURAL CHEMICAL COMPOSITION, describes a pesticidal composition
  • avermectin with the effective amount of methyl abamectin benzoate and synergistic, wherein the preferred weight ratio of avermectin to methyl abamectin benzoate is between 20 to 1 and 1 to 10.
  • the preferred weight product is between 10 to 1 and 1 to 5, and the most preferred weight ratio is between 2 to 1 and 1 to 2.
  • the composition is also qualitatively and quantitatively different from that disclosed in the present patent application.
  • the present invention provides a liquid composition of a concentrated pesticide, in the form of a microemulsifiable concentrate, stable throughout the life of the product, comprising at least one organic pesticide that is poorly soluble or even insoluble in water, and which when diluted with water for application (application broth) generates translucent to slightly opalescent aqueous dilutions of a 10 to 500 nm population of nanoparticles, stable all the time, for a minimum of 12 ha from their formation, up to and including to be stable for 24 hours after its formation.
  • the pesticide is selected from the group of macrocyclic lactone insecticides, namely Avermectins and more preferably from Abamectin and Emamectin Benzoate. Pesticide concentrations range from 4 to 40% w / w.
  • the formulation is useful for the control of a wide range of pests, including: insects, mites and nematodes in soybean, wheat, corn, cotton, sunflower and horticultural crops in general.
  • the present formulation improves the bio-efficacy of the pesticide, requiring a lower application rate / ha, the costs are more appropriate, and working with lower stock volumes, etc.
  • FIG. 1 Flow with the origin and classification of macrocyclic lactones: avermectins and milbemicines (Taken from Lifscllitz et al 2002). Origin and classification of macrocyclic lactones: avermectins and milbemicines ⁇ Lifschltz et al 2002).
  • the present invention relates to a liquid composition of a concentrated pesticide comprising at least one organic pesticide which is poorly soluble or even insoluble in water and which when diluted with water for application (application broth) generates a nanoparticle population.
  • the formulation is a stable, non-aqueous base solution in which the active ingredient is fully dissolved to form a true solution which upon dilution with water forms a stable microemulsion for at least 12 h for application. which differentiates it from SL formulations (which give true solutions when diluted in water but the active principle must be water soluble) and EC (which form classic emulsions when diluted in water) from water-insoluble active principles. , form in the nanoparticle broth in a microemulsion system.
  • MEC microemulsifiable
  • microemulsion in the broth has peculiar characteristics that make it attractive, such as being thermodynamically stable (no agitation and energy input), spontaneously formed, translucent and very slightly opalescent appearance, with diameter of particles from 10 to 200 nm.
  • the pesticide compound used is from the chemical family of macrocyclic lactones, namely Avermectins.
  • Macrocyclic lactones belong to two large families, according to the origin of the fermentation organism (Avermectins and Milbemycin), and the structural chemical formula below shows Abamectin and Ivermectin:
  • Avermectins are macrocyclic lactones of natural origin produced by the fungus Streptomyces avermitilis, with insecticidal, acaricidal and anthelmintic properties.
  • Avermectins are Ivermectin, Selamectin, Doramectin and Abamectin.
  • the complex chemical structure of these drugs corresponds to a 16 (sixteen) membered macrocyclic lactone, similar to that of macrolide antibiotics (but without bacterial effect), unique to a benzofuran group (C2 to C8) and a spirochete ring (C17 to C25).
  • These are large molecules with molecular weights between 600 kDa (milbemycin) and 800 kDa (avermectin) (Lifschitz et al 2002).
  • Avermectins there are active ingredients such as Doramectin, Eprinomectin, Ivermectin, Selamectin, which are for veterinary use only, a special case like Abamectin which is also used in Agrochemicals and Emamectin benzoate which is used only in Agrochemicals.
  • active ingredients such as Doramectin, Eprinomectin, Ivermectin, Selamectin, which are for veterinary use only, a special case like Abamectin which is also used in Agrochemicals and Emamectin benzoate which is used only in Agrochemicals.
  • Abamectin and Alvermectin very similar compounds that differ only in their chemical structure by the unsaturated double bond between carbons 22 and 23.
  • the present invention encompasses the components of the Avermectin Family, working with the insecticide molecules used in crop protection, not forgetting that the other components of veterinary use are included in this study, and are applicable to the development .
  • the present invention relates to formulations with Abamectin and Emamectin Benzoate. These insecticides are almost completely insoluble in water and generate very unstable aqueous formulations. Below is the structural formula of Abamectin:
  • Abamectin is a derivative of compounds obtained by fermentation of soil bacteria Streptomyces avermitilis. It is a mixture of Avermectins containing more than 80% avermectin B1 a and the remainder of avermectin B1 b. These two compounds B1a and B1b have certain similar toxicological properties.
  • Abamectin is an insecticide, acaricide and nematicide. It is used to control insects and mites that can be pests on plants and animals.
  • Emamectin is the 4 "-Deoxy-4" -methylaminated derivative Abamectin. It is a 16 (sixteen) membered macrocyclic lactone produced by the fermentation of the soil fungus Streptomyces avermitilis. It is usually prepared as Emamectin Benzoate. Emamectin benzoate is widely used to control lepidopteran pests in agricultural products. With the low required use rate of the activol ingredient ( ⁇ 6 g / acre) and its broad spectrum of applicability as an insecticide it has gained significant popularity among farmers.
  • Lepidopteran pests are one of the most harmful to fruit and grape crops because they attack the most important plant organs and fruits, producing a direct decrease on crop yield.
  • pine wood nematodes (Bursaphelenchus xylophilus) and the eradication of fish lice.
  • Emamectin benzoate salt in particular, is widely used as an insecticide and is approved by the EPA (Enviromental Protection Agency) for use in preventing emerald ash borer.
  • the present formulation is used in soybean, wheat, corn, cotton, sunflower and fruit crops in general against a wide range of pests, insects, mites and nematodes.
  • pests such as: Helicoverpa, Heliothis, Anticarsia, Spodoptera, etc.
  • caterpillars and bed bugs small black winged bugs, green bedbug, brown bedbug, field bedbug, alfalfa bedbug, etc.
  • stability of the formulation is as specified by the FAO for cold stability for 7 days at 0 ° C (CIPAC MT 39.3) and cold stability for 7 days at 0 ° C (CIPAC MT 39.3) accelerated by heating for 14 (fourteen) days at 52 ° C (CIPAC MT 46.3), as well as the quality items (active ingredient dosing, etc.) should not be changed after storage.
  • the present formulation improves the bio-efficacy of the pesticide, requiring a lower application rate / ha, costs are more appropriate, and when working with lower stock volumes, etc.
  • the liquid, non-aqueous composition comprises:
  • They may additionally contain preservatives, thickeners, colorants and other adjuvants of the formulation.
  • the active ingredient is selected from the group belonging to the chemical family of Avermectins, which may be the active ingredient CAS No. 71751 -41-2, described in The Pesticide Manual 14 ed., 2005, p. 3 and 4; or the asset with CAS No. 137335 -79-6, its Benzoate salt with CAS No. 137512-74-4, described in The Pesticide Manual 14 ed., 2005, p. 385 e386.
  • the mixture may range from 10 to 90% CAS No. 9016-45-9 and from 10 to 90% CAS No. 68131 -39-5.
  • CAS No. 9016-45-9 and CAS No. 68131 -39-5 in a ratio of both of which may range from 20% CAS No. 9016-45-9 plus 80% CAS No. 68131 -39-5 to 80% CAS No 9016-45-9 plus 20% CAS No 68131 -39-5.
  • the CAS No. 68131-39-5 family belongs to the ethoxylated (C12 -C15) linear alkyl alcohols.
  • Ethoxylated fatty alcohols have general structure:
  • R 1 is -O - (CH 2 -CH 2 O) n -H.
  • R1 There are several chemical families according to R1, either a straight or branched chain or a mixture of both, and establishing a particular CAS No., and within each family the compounds vary according to the number of carbons and structure in R1, and the distinct n of ethoxylation.
  • BIO-SOFT N25 SERIES For the case of BIO-SOFT N25 SERIES:
  • Family CAS No. 9016-45-9 belongs to the ethoxylated alkyl phenols of formula: R1-C6H4-0- (CH2-CH2-0) n -H
  • R1 octyl, nonyl, dodecyl
  • n less than 5 they are used as antifoam and liposoluble surfactant
  • n greater than 10 as humectant, detergents, and liposoluble dispersants, For n greater than 20, they behave as very good detergents.
  • Ethoxylated alkylphenols are under various trade names: Glycols, polyethylene, mono (nonylphenyl) ether (8CI); Arkopal 130; Arkopal 160 (Nonylphenoxy) polyethylene oxide; At 730; Ace Clean AD; Adekatol NP 1,100; Adekatol NP 660; Adekatol NP 675; Adekatol NP 686; Adekatol NP 690; Adekatol NP 710; AdekatolNP 760; Adekatol NP 900; Agrai; Agrai 600; Agrai LN; Agrai Plus; Akyporox NP105; Akyporox NP 95; Alfenol; Alfenol 18; Alfenol 28; Alfeno
  • the total amount of surfactant in the composition ranges from (1 to 95)% (w / w).
  • 3- Polar aprotic organic solvents are selected from the lactam family, with at least a hydrosolubility greater than 10 g / l at 1013 mbar, capable of completely dissolving the active principle.
  • lactam family with at least a hydrosolubility greater than 10 g / l at 1013 mbar, capable of completely dissolving the active principle.
  • hydrosolubility greater than 10 g / l at 1013 mbar, capable of completely dissolving the active principle.
  • N-methylpyrrolidone N-ethylpyrrolidone, etc.
  • Non-lactam solvents with a dielectric constant greater than 30, such as dimethyl sulfoxide, propylene carbonate, acetonitrile and / or lactam solvents with preferably 3 to 6 C atoms and their N-methyl N-ethyl derivatives, which comply with the dielectric constant greater than 20, where some of its components are N-methylpyrrolidone, N-ethylpyrrolidone, etc.
  • the solvent with CAS No. 872-50-4 N-methylpyrrolidone
  • CAS No. 872-50-4 N-methylpyrrolidone
  • the cosolvent is not miscible in water, which may or may not be present; it is selected from the group of fatty acid methyl esters of different types of vegetable oil, which may be sunflower oil, being better than soybean, and even better palm oil and rapeseed. Also, in particular, the ester with CAS No. 12-62-9 (methyl oleate).
  • Defoamers which may or may not be present and when present, are known to a skilled formulator, such as siliconated defoamers, polysiloxanes such as polydimethylsiloxanes. Of those present, they are in a concentration of 0 to 2% w / w.
  • antioxidants Vitamin E, BHT, etc.
  • UV absorbers such as cinnamic esters, 3,3-diphenyl 2-acrylates.
  • Suitable preservatives such as formaldehyde, p-hydroxybenzoic acid alkyl esters, sodium benzoate, thiazolinones, 2-dichlorobenzyl alcohol, etc.
  • the stabilizers which may be present, are in a concentration of 0 to 1% w / w.
  • a stirring vessel equipped with a heating device (heating jacket, coil, etc.) the established quantities of the non-water miscible co-solvent, the surfactant mixture, the formulation stabilizers, the defoaming agent are added together. , the preservatives and 90% of the aprotic dipolar organic solvent, being mixed by heating the mixture to a temperature between (45-55) ° C. The entire amount of the active ingredient is added with stirring and stirred until complete final dissolution to give a homogeneous mixture. Finally, the rest of the organic solvent is added and a prudential time is stirred that it can be between a minimum of 1 h and a maximum of 2 hours, allowing to cool to room temperature, thus obtaining the final finished product.
  • Emamectin Benzoate (N Q CAS 137512-74-4) 20% w / v
  • Formaldehyde 40 0.5% w / v
  • Methyl Oleate (CAS No 1 12-62-9) 17% w / v
  • the mixture of nonionic surfactants consists of 20% of oxyethylenated fatty alcohols of formula: R1 - O - (CH 2 -CH 2 -O) n H where R1 is a C13 linearalquil chain, and n is 9 ; and 80% ethoxylated alkyl phenols of the formula: R 1 -C 6 H 4 -0 - (CH 2 -CH 2 -O) n H where R 1 is nonyl and n is 35.
  • the appropriate stirring vessel fitted with a heating device is added to the established amounts of methyl oleate, surfactant mixture, BHT, Defoamer, Formol 40 and 90% N-methylpyrrolidone. , and mixed by heating the mixture to a temperature between (45-55 ° C).
  • the entire amount of the active ingredient is added with stirring and stirred until complete final dissolution to give a homogeneous mixture.
  • the rest of the N-methylpyrrolidone is added and a prudential time is stirred between a minimum of 1 hour and a maximum of 2 hours, allowing to cool to room temperature, thus obtaining the final finished product (Final Composition).
  • Formaldehyde 40 0.5% w / v
  • the mixture of nonionic surfactants consists of 70% oxyethylenated fatty alcohols of formula: R 1 -O- (CH 2 -CH 2 -O) n H where R1 is a C12 linearalquil chain, n is 5 ; and 30% ethoxylated alkyl phenols of formula: R 1 -C 6 H 4 -0- (CH 2 -CH 2 -O) n-H, where R 1 is octyl and n is 20.
  • a stirring vessel with heating device (heating jacket, coil, etc.) the established amounts of methyl oleate, surfactant mixture, BHT, defoamer, formaldehyde 40 and 90% N-methylpyrrolidone are added.
  • the mixture is made by heating the mixture at a temperature between (45-55) ° C.
  • the entire amount of the active ingredient is added with stirring and stirred until complete final dissolution to give a homogeneous mixture.
  • the rest of the N-methylpyrrolidone is added and stirred for a prudential time, which can range from a minimum of 1 hour to a maximum of 2 hours allowing to cool to room temperature, thus obtaining the final finished product (Final composition). .
  • Emamectin Benzoate (CAS No 137512-74-4) 42% w / v ( * )
  • Formaldehyde 40 0.5% w / v
  • N-Methyl-2-pyrrolidone (CAS No. 872-50-4) qsp 100% w / v
  • the mixture of nonionic surfactants consists of 10% oxyethylenated fatty alcohols of formula: R 1 -O - (CH 2 -CH 2 -O) n H where R1 is a C15 linearalquil chain, n is 8 ; and 90% ethoxylated alkyl phenols of the formula: R 1 -C 6 H 4 -O- (CH 2 -CH 2 -O) n - H where R 1 is dodecyl and n is 40.
  • Rapeseed oil fatty acid methyl esters 13% w / v
  • the mixture of nonionic surfactants consists of 35% of oxyethylenated fatty alcohols of formula: R 1 -O- (CH 2 -CH 2 -O) n - H wherein R1 is a C14 linear alkyl chain, and n is 7; and 65% ethoxylated alkyl phenols of the formula: R 1 -C 6 H 4 -0- (CH 2 -CH 2 -O) n - H where R 1 is dodecyl and n is 30.
  • Emamectin Benzoate (CAS No 137512-74-4) 15% w / v
  • Formaldehyde 40 0.5% w / v
  • the mixture of nonionic surfactants consists of 50% oxyethylenated fatty alcohols of formula: R 1 -O- (CH 2 -CH 2 -O) n H where R1 is a C13 linearalquil chain, and n is 9 ; and 50% of ethoxylated alkyl phenols of formula: where R 1 is nonyl and is 30, R 1 -C 6 H 4 -0- (CH 2 -CH 2 -O) n -H.
  • the appropriate stirring vessel fitted with a heating device shall be added to the established quantities of sunflower oil methyl esters, surfactant mixture, BHT, defoamer, formaldehyde 40 and 90% of N-ethylpyrrolidone, the mixture being made by heating the mixture to a temperature between (45 - 55) ° C.
  • the entire amount of the active ingredient is added with stirring and stirred until complete final dissolution to give a homogeneous mixture.
  • the rest of the N-ethylpyrrolidone is added and a prudential time that can range from a minimum of 1 hour to a maximum of 2 hours is stirred, allowing to cool to room temperature, thus obtaining the final finished product (final composition).
  • Formaldehyde 40 0.5% w / v
  • Methyl Oleate (CAS No 1 12-62-9) 17% w / v
  • N-methyl-2-pyrrolidone (CAS No. 872-50-4) qsp 100% w / v [0083]
  • the mixture of nonionic surfactants consists of 90% oxyethylenated fatty alcohols of formula: R 1 -O- (CH 2 -CH 2 -O) n - H wherein R1 is a C12 chain linearalquil n is 3; and 10% ethoxylated alkyl phenols of the formula: R 1 -C 6 H 4 -O- (CH 2 -CH 2 -O) n - H where R 1 is octyl and n is 10,
  • a stirring vessel with heating device (heating jacket, coil, etc.) the established quantities of methyl oleate, surfactant mixture, BHT, defoamer, formal 40 and 90% N-methylpyrrolidone are added.
  • the mixture is made by heating the mixture to a temperature between (45 - 55) ° C.
  • the entire amount of the active ingredient is added with stirring and stirred until complete final dissolution to give a homogeneous mixture.
  • the rest of the N-methylpyrrolidone is added and stirred for a prudential time, which can range from a minimum of 1 hour to a maximum of 2 hours, allowing to cool to room temperature, thus obtaining the final finished product (final composition). ).
  • the 0.5% dilution represents a high active ingredient final concentration value which comprises any actual dose level dilution per hectare.
  • compositions diluted in 0.5% water.
  • compositions 1, 3 and 5 A composition is stable over time if the particle size does not exceed 500 nm and no precipitation or crystallized material is observed.
  • compositions 1, 3 and 5 dilutions in 0.1% water (1 part of the composition in 99.9 parts of water) have now been made, forming slightly bluish clear aqueous compositions, some translucent to very slightly opaque, in which the active ingredient, the particles formed in the aqueous microemulsion are all less than 150 nm in diameter in size, remaining stable for a minimum of 12 h and in some cases up to 24 h.
  • compositions diluted in 0.1% water.
  • composition A is stable over time if the particle size does not exceed 500 nm and no precipitation or crystallized material is observed.
  • two (2) conventional non-aqueous compositions A and B containing 10% Emamectin Benzoate were prepared.
  • Composition A was a WP-type formulation finely divided into a milled powder of less than 45 ⁇ m containing 2.5% dispersing agent (sodium lignosulfonate), 3.4% suspending wetting agent (10M ethoxylated nonylphenol in silica). ), 1% Aerosil 200 and the rest of the composition was 325 mesh kaolin.
  • Composition B was an EC-type formulation containing 6.5% of a mixture of nonionic emulsifying agents, and 30% of N-methylpyrrolidone and the remainder of the Xylene solvent.
  • compositions A and B were diluted in 0.5% water (0.5 parts of the composition in 99.5 parts of water).
  • Composition A when diluted with water, formed a suspension in which the average dispersed particle size was approximately 7.5 ⁇ . After 12 h, large amounts of particulate material were observed, with some 3 mm sediment size.
  • Composition B when diluted with water, formed an acceptable milky-type emulsion whose mean particle size was 1.5 ⁇ , where at the end of 12h the average size increased to greater than 6 ⁇ m. ⁇ and at the end of 24 h a large amount of sedimented particulate material was observed, the size of which was 2 mm.
  • 100 mL of formulation is maintained at 0 ° C for seven days and the amount of oily or solid material that can separate. Centrifugation is done and phase separation is observed.
  • a dose of 75 cc / ha was applied and the number of caterpillars killed over the days was evaluated.
  • a dose of 75 ml / ha of an Emamectin Benzoate MEC formulation of the present invention was applied in the experimental field.
  • the number of bed bugs killed at 2 hours, 16 hours, 20 hours, 30 hours and 18 hours after application of the formulation was counted.
  • the formulation is effective for controlling bed bugs in crops. Its maximum effectiveness is obtained 48 hours after application.

Abstract

L'invention concerne une composition pesticide liquide non aqueuse, un procédé de préparation d'une composition pesticide liquide non aqueuse et une méthode d'élimination d'insectes, d'acariens et de nématodes dans des cultures, et notamment une composition liquide non aqueuse d'un pesticide concentré, comprenant au moins un pesticide organique faiblement soluble, voire insoluble dans l'eau, et qui, lors d'une dilution dans l'eau en vue d'une application (liqueur d'application), produit une population de nanoparticules permettant d'améliorer l'efficacité biologique du pesticide. Cette formulation est utile pour lutter contre une vaste gamme de nuisibles, dont les insectes, les acariens et les nématodes, dans des cultures de soja, de blé, de maïs, de coton, de tournesol et horticoles en général. Elle comprend au moins un pesticide organique faiblement soluble ou insoluble dans l'eau, un mélange équilibré de tensioactifs non ioniques, un ou plusieurs dissolvants organiques aprotiques polaires, un co-solvant non miscible dans l'eau, un agent antimousse et un stabilisateur.
PCT/IB2015/050732 2014-02-03 2015-01-30 Composition pesticide liquide non aqueuse, procédé de préparation d'une composition pesticide liquide non aqueuse et méthode d'élimination d'insectes, d'acariens et de nématodes dans des cultures WO2015114590A1 (fr)

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CN108684664A (zh) * 2018-05-15 2018-10-23 唐勇 杀螨助剂
CN110800735A (zh) * 2019-10-12 2020-02-18 惠州市银农科技股份有限公司 一种以甲氨基阿维菌素苯甲酸盐为有效成分的微乳剂及其制备方法
US11071297B2 (en) * 2015-08-13 2021-07-27 Basf Se Nonaqueous pesticide suspension comprising a water soluble solvent, an inorganic thickener, and an alkoxylate
EP4245139A1 (fr) * 2022-03-15 2023-09-20 Centre national de la recherche scientifique Compositions comprenant un extrait botanique en tant qu'agent insecticide

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CN101112195A (zh) * 2007-08-22 2008-01-30 武汉大学 一种阿维菌素微乳剂及其制备方法
CN101223881A (zh) * 2007-01-18 2008-07-23 青岛科技大学 甲壳素与阿维菌素或甲维盐的杀虫杀螨组合物
CN101589711A (zh) * 2009-07-09 2009-12-02 长兴德源环保助剂有限公司 一种高效农药阿维菌素乳油用增粘增效剂组合物
CN102885060A (zh) * 2012-09-29 2013-01-23 华南农业大学 一种阿维菌素纳米微乳剂及其制备方法

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Publication number Priority date Publication date Assignee Title
JPH07173017A (ja) * 1993-12-17 1995-07-11 Toshio Suzuki 松類の枯損防止用組成物及び防止方法
WO2002003798A1 (fr) * 2000-07-12 2002-01-17 Ocapco, Llc Pesticide avermectine comprenant un surfactant organosilicié
CN1442059A (zh) * 2003-04-10 2003-09-17 天津久日化学工业有限公司 阿维菌素烟雾剂及其制备方法
WO2006069580A1 (fr) * 2004-12-30 2006-07-06 Cheminova A/S Formulation huile dans eau d'avermectines
WO2007057028A1 (fr) * 2005-11-18 2007-05-24 Cheminova A/S Composition de type huile dans eau d'avermectines
CN101223881A (zh) * 2007-01-18 2008-07-23 青岛科技大学 甲壳素与阿维菌素或甲维盐的杀虫杀螨组合物
CN101112195A (zh) * 2007-08-22 2008-01-30 武汉大学 一种阿维菌素微乳剂及其制备方法
CN101589711A (zh) * 2009-07-09 2009-12-02 长兴德源环保助剂有限公司 一种高效农药阿维菌素乳油用增粘增效剂组合物
CN102885060A (zh) * 2012-09-29 2013-01-23 华南农业大学 一种阿维菌素纳米微乳剂及其制备方法

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11071297B2 (en) * 2015-08-13 2021-07-27 Basf Se Nonaqueous pesticide suspension comprising a water soluble solvent, an inorganic thickener, and an alkoxylate
CN108684664A (zh) * 2018-05-15 2018-10-23 唐勇 杀螨助剂
CN110800735A (zh) * 2019-10-12 2020-02-18 惠州市银农科技股份有限公司 一种以甲氨基阿维菌素苯甲酸盐为有效成分的微乳剂及其制备方法
CN110800735B (zh) * 2019-10-12 2020-12-11 惠州市银农科技股份有限公司 一种以甲氨基阿维菌素苯甲酸盐为有效成分的微乳剂及其制备方法
EP4245139A1 (fr) * 2022-03-15 2023-09-20 Centre national de la recherche scientifique Compositions comprenant un extrait botanique en tant qu'agent insecticide
WO2023174908A1 (fr) * 2022-03-15 2023-09-21 Centre National De La Recherche Scientifique Compositions comprenant un extrait botanique en tant qu'agent insecticide

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AR099451A1 (es) 2016-07-27
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