EP1465484A1 - Formulations de poudres - Google Patents

Formulations de poudres

Info

Publication number
EP1465484A1
EP1465484A1 EP02791865A EP02791865A EP1465484A1 EP 1465484 A1 EP1465484 A1 EP 1465484A1 EP 02791865 A EP02791865 A EP 02791865A EP 02791865 A EP02791865 A EP 02791865A EP 1465484 A1 EP1465484 A1 EP 1465484A1
Authority
EP
European Patent Office
Prior art keywords
acid
powder formulations
formulations according
agrochemical active
mixture
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.)
Withdrawn
Application number
EP02791865A
Other languages
German (de)
English (en)
Inventor
Hanns-Peter Müller
Horst Gruttmann
Hilmar Wolf
Anne Suty-Heinze
Uwe Priesnitz
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 CropScience AG
Original Assignee
Bayer CropScience 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 CropScience AG filed Critical Bayer CropScience AG
Publication of EP1465484A1 publication Critical patent/EP1465484A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12—Powders or granules
    • 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
    • A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring

Definitions

  • the present invention relates to new powder formulations containing agrochemical active ingredients and polymers, a process for the preparation of these formulations and their use for the application of agrochemical active ingredients.
  • Microparticles are already known from WO 99-00 013, which contain certain polymers in a mixture with agrochemical active substances. These preparations are prepared by dissolving polymers and agrochemical active ingredients in a water-immiscible organic solvent, then dispersing this solution in water using emulsifiers, then evaporating the solvent and removing the microparticles thus produced by decanting and / or filtration separated from the aqueous phase and then dried.
  • a disadvantage of this method is that many and complex measures have to be carried out and the use of relatively large apparatus is required when working on an industrial scale. It is also unfavorable that the organic solvents required to dissolve the components must subsequently be removed again.
  • At least one agrochemical active ingredient at least one biodegradable, hydroxyl-containing polyester optionally mixed with one or more other biodegradable polymers and
  • the powder formulations according to the invention can be produced by mixing a mixture
  • At least one biodegradable, hydroxyl-containing polyester optionally in a mixture with one or more further biodegradable polymers and
  • the mixture After cooling, the mixture is crushed so that a powder is obtained in which the particles have a diameter below 125 ⁇ m.
  • powder formulations according to the invention are very well suited for the application of the agrochemical active ingredients contained to plants and / or their habitat.
  • the powder formulations according to the invention contain one or more agrochemical active ingredients.
  • agrochemical active ingredients are all for
  • Fungicides Fungicides, bactericides, insecticides, acaricides, nematicides, herbicides, plant growth regulators, plant nutrients and repellents may preferably be mentioned.
  • Solid agrochemical active ingredients are preferred.
  • fungicides are:
  • copper preparations such as: copper hydroxide, copper naphthenate,
  • Mancopper Mancozeb, Maneb, Mepanipyrim, Mepronil, Metalaxyl, Metconazol, Methasulfocarb, Methfuroxam, Metiram, Metsulfovax, Myclobutanil,
  • Probenazole prochloraz, procymidone, propamocarb, propiconazole, propineb, pyrazophos, pyrifenox, pyrimethanil, pyroquilone,
  • Tebuconazole Tecloftalam, Tecnazen, Tetraconazole, Thiabendazole, Thicyofen, Thiophanat-methyl, Thiram, Tolclophos-methyl, Tolylfluanid, Triadimefon, Triadimenol, Triazoxid, Trichlamid, Tricyclazol, Tridemo ⁇ h, Trififolumol, Trififolumol, Trififolumol
  • bactericides are:
  • insecticides examples include acaricides and nematicides.
  • Bacillus thuringiensis 4-bromo-2- (4-chloro-phenyl) -1 - (ethoxymethyl) -5- (trifluoromethyl) -lH-pyrrole-3-carbonitrile, bendiocarb, ben Divisionacarb, bensultap, betacyfluthrin,
  • Fenamiphos Fenazaquin, Fenbutatinoxid, Fenitrothion, Fenobucarb, Fenothiocarb, Fenoxycarb, Fenpropathrin, Fenpyrad, Fenpyroximat, Fenthion, Fenvalerate, Fipro- nil, fluazuron, flucycloxuron, flucythrinate, flufenoxuron, flufenprox, fluvalinate, fonophos, formothion, fosthiazate, fubfenprox, furathiocarb, HCH, heptenophos, hexaflumuron, hexythiazox,
  • Imidacloprid Iprobefos, Isazophos, Isofenphos, Isoprocarb, Isoxathion, Ivermectin, Lambda-cyhalothrin, Lufenuron,
  • Parathion A Parathion M, Permethrin, Phenthoat, Phorat, Phosalon, Phosmet, Phosphamidon, Phoxim, Pirimicarb, Pirimiphos M, Pirimiphos A, Profenophos, Prome- carb, Propaphos, Propoxur, Prothiophos, Prothoat, Pymetroos, Pyri- phllos daphenthion, pyresmethrin, pyrethrum, pyridaben, pyrimidifen, pyriproxifen, quinalphos,
  • Tebufenozide Tebufenpyrad
  • Tebupirimiphos Teflubenzuron
  • Tefluthrin Temefos
  • Terbam Terbufos
  • Tetrachlorvinphos Thiacloprid, Thiafenox, Thiamethoxam, Thiodicarb, Thiofanox, Thiomethon, Trioniazin, Triniazin, Triniazin, Trioniazin
  • herbicides are: anilides, such as diflufenican and propanil; Aryl carboxylic acids such as dichloropicolinic acid, dicamba and picloram; Aryloxyalkanoic acids such as 2,4-D, 2,4-DB, 2,4-DP, fluroxypyr, MCPA, MCPP and triclopyr; Aryloxy-phenoxy-alkanoic acid esters, such as, for example, diclofop-methyl, fenoxaprop-ethyl, fluazifop-butyl, haloxyfop-methyl and quizalofop-ethyl; Azinones such as chloridazon and norflurazon; Carbamates, such as, for example, chloropropham, desmedipham, phenmedipham and propham; Chloroacetanilides, such as, for example, alachlor, acetochlor, butachlor, metazachlor, metolachlor, Pretilachlor and propach
  • Ethofumesate Fluorochloridone, Glufosinate, Glyphosate, Isoxaben, Pyridate, Quinchlorac, Quinmerac, Sulphosate and Tridiphane.
  • Chlorcholine chloride and ethephon are examples of plant growth regulators.
  • plant nutrients are customary inorganic or organic
  • Fertilizer for supplying plants with macro and / or micronutrients called.
  • repellents are diethyl tolylamide, ethylhexanediol and butopyronoxyl.
  • active ingredients are mentioned as examples of insecticides, which can preferably be contained in the powder formulations according to the invention:
  • herbicides which can preferably be contained in the powder formulations according to the invention:
  • the powder formulations according to the invention contain one or more biodegradable, hydroxyl-containing polyesters, optionally in a mixture with one or more further biodegradable polymers.
  • Preferred polyesters are corresponding esters which are derived from aliphatic, cycloaliphatic, aromatic and / or heterocyclic saturated or unsaturated carboxylic acids, which can be substituted by halogen atoms. Examples include:
  • Succinic acid adipic acid, suberic acid, azelaic acid, sebacic acid, phthalic acid, terephthalic acid, isophthalic acid, trimellitic acid, pyromellitic acid, tetrahydrophthalic acid, hexahydrophthalic acid, endomethylenetetrahydrophthalic acid, glutaric acid, maleic acid, - accessible fumaric acid or - if available
  • dimeric and trimeric fatty acids such as oleic acid, optionally in a mixture with monomeric fatty acids,
  • dimethyl terephthalate bis-glycol terephthalate
  • polyesters also cyclic monocarboxylic acids, such as benzoic acid, p-tert-butylbenzoic acid or hexahydrobenzoic acid.
  • the alcohol components from which the polyesters are derived are preferably polyhydric alcohols, such as ethylene glycol, propylene glycol (1,2), propylene glycol (1,3), butylene glycol (1,4), butylene glycol (2nd , 3), di-ß-hydroxyethyl-butanediol, hexanediol (1,6), octanediol (1,8), neopentyl glycol,
  • Diethylene glycol triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, dibutylene glycol, polybutylene glycols and xylylene glycol.
  • lactones such as ⁇ -caprolactone
  • hydroxycarboxylic acids such as hydroxypivalic acid, hydroxydecanoic acid or hydroxycaproic acid
  • polyesters from the above-mentioned polycarboxylic acids or their derivatives and polyphenols, such as hydrocarbons may also be present in minor amounts.
  • glycidyl compounds are esters of 2,3-epoxy-1-propanol with monobasic acids which have 4 to 18 carbon atoms, such as glycidyl palmitate, glycidyl laurate and glycidyl stearate; Alkylene oxides having 4 to 18 carbon atoms, such as butylene oxide and glycidyl ether, such as octylglycidyl ether.
  • di- and polycarboxylic acids are the substances mentioned in the following list under point 2.
  • Examples of monocarboxylic acids are the substances mentioned in the following list under point 3.
  • polyesters are also monomeric esters, such as dicarboxylic acid bis (hydroxyalkyl) esters, furthermore monocarboxylic acid esters of polyhydric polyols and also oligoesters, which can be prepared by condensation reactions of alcohols and carboxylic acids, as they are are listed in the following compilation.
  • Propylene glycols diethylene glycol, dipropylene glycol, butanediols, neopentyl glycol, hexanediols, hexanetriols, perhydrobisphenol, dimethylolcyclohexane, glycerol, trimethylolethane, trimethylolpropane, pentaerythritol, dipentaerythritol, mannitol; 2.
  • anhydrides and esters for example phthalic acid (anhydride), isophthalic acid, terephthalic acid, alkyl tetra-hydrophthalic acid, endomethylene tetrahydrophthalic anhydride, adipic acid, amber acid , Maleic acid, fumaric acid, dimer fatty acids, trimellitic acid,
  • Monocarboxylic acids with 6 to 24 carbon atoms e.g. Caprylic acid, 2-ethylhexanoic acid, benzoic acid, p-tert-butylbenzoic acid, hexahydrobenzoic acid, monocarboxylic acid mixtures of natural oils and fats, such as coconut oil fatty acid, soybean oil fatty acid, recine fatty acid, hydrogenated and isomerized fatty acids, such as "conjuvandol" fatty acid, and mixtures thereof the fatty acids can also be used as glycerides and can be reacted with transesterification and / or dehydration;
  • monohydric alcohols with 1 to 18 carbon atoms e.g. Methanol, ethanol, isopropanol, cyclohexanol, benzyl alcohol, isodecanol, nonanol, octanol, oleyl alcohol, octadecanol.
  • hydroxyl group-containing terephthalic acid polyesters with an average molecular weight between 1,000 g / mol and 20,000 g / mol, preferably between 1,500 g / mol and 15,000 g / mol, based on the number average molecular weight.
  • the hydroxyl group-containing polyesters present in the powder formulations according to the invention generally have an OH functionality of> 2 to ⁇ 7, preferably 2.1 to 4.5, hydroxyl numbers between 20 and 120 mg KOH / g, preferably between 30 and 100 mg KOH / g, viscosities ⁇ 100,000 mPa.s, preferably ⁇ 40,000 mPa.s at 160 ° C and melting points from> 65 ° C to ⁇ 130 ° C, preferably 75 ° C to 100 ° C.
  • the polyesters present in the powder formulations according to the invention are known or can be prepared in a simple manner by customary methods. Such polyesters are obtained, for example, by condensation of the corresponding starting components under an inert gas atmosphere at temperatures between 100 ° C. and 260 ° C., preferably between 130 ° C. and 220 ° C., in the melt or at
  • acrylate resins such as those obtained from the monomers mentioned below, for example by homo- or co-polymerization.
  • esters of acrylic acid and methacrylic acid with dihydric, saturated, aliphatic alcohols with 2 to 4 carbon atoms e.g. 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 4-hydroxybutyl acrylate and the corresponding methacrylic acid esters;
  • C atoms in the alcohol component e.g. Methyl acrylate, ethyl acrylate, propyl acrylate, sopropyl acrylate, n-butyl acrylate, tert-butyl acrylate, 2-ethylhexyl acrylate, stearyl acrylate and the corresponding methacrylic acid esters, acrylic acid and methacrylic acid cyclohexyl esters; Acrylonitrile and methacrylonitrile; Acrylamide and methacrylamide; N-methoxymethyl (meth) acrylamide.
  • Preferred acrylate resins are copolymers of
  • esters of acrylic acid or methacrylic acid with monohydric alcohols containing 1 to 12 carbon atoms e.g. Methyl methacrylate, ethyl acrylate, n-butyl acrylate or 2-ethylhexyl acrylate;
  • aromatic vinyl compounds such as styrene, methylstyrene or vinyltoluene
  • acrylate resins are known or can be produced in a simple manner by customary methods. Such acrylate resins are obtained, for example, by solution, suspension, emulsion or precipitation polymerization, but preferably by bulk polymerization, which in turn can be initiated by UN light or other polymerization initiators.
  • Peroxides or azo compounds such as e.g. Dibenzoyl peroxide, tert-butyl perbenzoate or azodiisobutyronitrile.
  • the molecular weight can e.g. with sulfur compounds, such as tert-dodecyl mercaptan, are regulated.
  • Suitable esterification catalysts are inorganic oxides and salts of tin,
  • Organic tin compounds Solutions such as tin (II) acetate, tin (II) octoate, tin (II) laurate, dibutyl tin diacetate, dibutyl tin dilaurate, dibutal tin maleate or dioctyl tin diacetate are used as catalysts.
  • the catalysts are generally used in an amount between 0.01 and 0.5% by weight, based on the total amount of the reactants used.
  • Particularly preferred alcohols are glycols, such as ethylene glycol, 1,2-propanediol, 1,4-butanediol and isomers, furthermore neopentyl glycol, 1,6-hexanediol and isomers, 4,4'-dihydroxydicyclohexyl-propane-2,2, cyclohexanediol, 1 , 4-bis (hydroxymethyl) - cyclohexane, and also polyols, such as trimethylolpropane, hexanetriol and pentaerythritol.
  • glycols such as ethylene glycol, 1,2-propanediol, 1,4-butanediol and isomers, furthermore neopentyl glycol, 1,6-hexanediol and isomers, 4,4'-dihydroxydicyclohexyl-propane-2,2, cyclohexanediol,
  • acids are di- or polycarboxylic acids, such as terephthalic acid, tetrahydrophthalic acid, phthalic acid, isophthalic acid, trimellitic acid and adipic acid.
  • hydroxyl-containing polyesters which consist of approximately
  • Suitable polymers which may additionally be present include copolymers having hydroxyl groups, such as those obtained by copolymerizing hydroxyalkyl acrylates or hydroxyalkyl methacrylates with acrylic acid esters or Methacrylic acid esters and optionally other unsaturated monomers are formed.
  • Unsaturated monomers are, for example, substances which can be obtained from styrene / maleic acid copolymers by partial esterification of the acid groups with ethylene oxide (cf. DE-A 21 37 239).
  • the softening temperatures of the preferred hydroxyl-containing polyesters are generally between 40 ° C. and 140 ° C., preferably between 45 ° C. and 100 ° C.
  • the hydroxyl numbers of these substances are generally between 25 and 200, preferably between 30 and 130.
  • the molecular weight of these substances which can be calculated from the functionality and the hydroxyl group content is generally between 400 and 10,000, preferably between 1,000 and 5,000.
  • Additives which can be present in the plant treatment compositions according to the invention are all substances which are customarily used in such polymer preparations. Fillers, lubricants, lubricants and stabilizers known from plastics technology are preferably considered.
  • fillers are: titanium dioxide, barium sulfate, furthermore aluminum oxides, silicas, clays, precipitated or colloidal silicon dioxide, and
  • lubricants and lubricants are: magnesium stearate. Stearic acid, talc and bentonite.
  • Antioxidants and substances which protect the polymers against undesired degradation during processing can be used as stabilizing agents.
  • concentrations of the individual components can be varied within a substantial range in the powder formulations according to the invention.
  • Polyesters containing hydroxyl groups optionally in a mixture with additional polymers, generally between 50 and 99 wt .-%, preferably between 55 and 95 wt .-% and
  • additives generally between 0 and 30 wt .-%, preferably between 0 and 20 wt .-%.
  • the procedure is generally such that the polymer components are melted at temperatures between 50 ° C. and 180 ° C., preferably between 120 ° C. and 180 ° C., particularly preferably between 140 ° C. and 170 ° C. then one or more agrochemical active ingredients and optionally additives are added with stirring.
  • the resulting liquid and homogeneous mixture is transported on cooling belts or cooling rollers using conventional discharge devices. After cooling, the solidified product is removed from the cooling device and broken.
  • the resulting raw granulate is then comminuted and sieved using conventional grinding equipment in such a way that a powder is formed in which the particles have a diameter below 125 ⁇ m.
  • All mills which are usually used for such purposes can be considered as grinding devices.
  • Pin mills, ball mills, jet mills or classifying mills can preferably be used, a mill of the ACM 2 type from Hosokawa Mikropul being mentioned as an example.
  • the powder formulations according to the invention can be used as such or after the addition of further formulation auxiliaries for the application of agrochemical active ingredients in crop protection both in agriculture and forestry and in horticulture be used.
  • All customary components which can be used in plant treatment compositions are considered as formulation auxiliaries, such as, for example, dyes, wetting agents, dispersants, emulsifiers, defoamers, preservatives, components which delay drying, antifreezes, secondary thickeners, solvents and, in the case of the preparation of mordants, also Glue.
  • Suitable dyes which can be used for the further preparation of the powders according to the invention as plant treatment agents are all dyes customary for such purposes. Both are not very soluble in water
  • Pigments and water-soluble dyes can be used. Examples include the dyes known under the names Rhodamine B, C.I. Pigment Red 112 and C.I. Solvent Red 1.
  • Suitable wetting agents which can be used for the formulation of the powders according to the invention are all substances which are customary for the formulation of agrochemical active compounds and which promote wetting.
  • Alkyl naphthalene sulfonates such as diisopropyl or diisobutyl naphthalene sulfonates, can preferably be used.
  • Suitable dispersants and / or emulsifiers which can be used to formulate the powders according to the invention are all nonionic, anionic and cationic dispersants customary for formulating active agrochemicals.
  • Nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants are preferably usable.
  • Particularly suitable nonionic dispersants are ethylene oxide
  • Propylene oxide block polymers alkylphenol polyglycol ethers and tristyrylphenol polyglycol ethers and their phosphated or sulfated derivatives.
  • Suitable anionic dispersants are, in particular, lignin sulfonates, polyacrylic acid salts and aryl sulfonate-formaldehyde condensates.
  • Defoamers which can be used to formulate the powders according to the invention are all foam inhibitors which are customary for formulating active agrochemicals. Silicone defoamers and magnesium stearate can preferably be used.
  • Suitable preservatives which can be used for the formulation of the powders according to the invention are all substances which are customary for such purposes for the formulation of agrochemical active compounds. Examples include dichlorophene and benzyl alcohol hemiform.
  • All components which can be used for such purposes in agrochemical compositions are suitable as components which delay drying and as anti-freeze agents which can be used to formulate the powders according to the invention.
  • Polyhydric alcohols such as glycerol, ethanediol, propanediol and polyethylene glycols of different molecular weights are preferred.
  • Secondary thickeners which can be used to formulate the powders according to the invention are all substances which can be used in agrochemical compositions for such purposes. Cellulose derivatives, acrylic acid derivatives, xanthan, modified clays and highly disperse silica are preferred.
  • Suitable solvents which can be used to formulate the powders according to the invention are all organic solvents which can be used in agrochemical compositions.
  • Ketones such as methyl isobutyl ketone and cyclohexanone, furthermore amides, such as dimethylformamide, furthermore cyclic compounds, such as N-methyl-pyrrolidone, N-octyl-pyrrolidone, N-dodecyl-pyrrolidone, N-octyl-caprolactam, N- Dodecyl-caprolactam and ⁇ -butyrolactone, in addition strongly polar solvents, such as dimethyl sulfoxide, also aromatic hydrocarbons, such as xylene, also esters, such as propylene glycol monomethyl ether acetate, adipic acid dibutyl ester, acetic acid hexyl ester, acetic acid heptyl ester, citric acid tri-n-phthalate diethy
  • adhesives can also be used to formulate the powders according to the invention.
  • all conventional binders that can be used in pickling agents are suitable.
  • Polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose are preferred.
  • Dispersions of biodegradable are also particularly preferred as adhesives
  • Polyester-polyurethane-polyureas in water Such dispersions are known (cf. WO 01-17347).
  • the powder formulations according to the invention can be used as such or after mixing with other formulation auxiliaries and / or plant treatment agents and, if appropriate, after further dilution with water.
  • the application is carried out according to conventional methods, for example by scattering, pouring, spraying or spraying.
  • the powders according to the invention can be converted particularly advantageously by adding appropriate formulation auxiliaries and, if appropriate, diluents into dressing agents with which seeds of the most varied types can be treated.
  • dressings are suitable for dressing the seeds of cereals, such as wheat, barley, rye, oats and triticale, as well as the seeds of rice, corn, rapeseed, peas, field beans, cotton, sunflowers and beets or also vegetable seeds of the most varied of natures.
  • the seed dressing formulations can also be used for dressing seeds of transgenic plants. In cooperation with the substances formed by expression, synergistic effects can also occur.
  • all mixing devices that can usually be used for dressing come into consideration.
  • the dressing is carried out by placing the seed in a mixer, adding the desired amount of dressing formulation either as such or after prior dilution with water and mixing until the formulation is evenly distributed on the seed. If necessary, a drying process follows.
  • powder formulations according to the invention and the formulations which can be prepared therefrom by further mixing with formulation auxiliaries and / or plant treatment agents are outstandingly suitable for the application of agrochemical active ingredients and / or their habitat. They ensure the release of the active components in the desired amount over a longer period of time.
  • the application rate of the powder formulations according to the invention and of the preparations which can be prepared therefrom by further mixing with formulation auxiliaries can be varied within a substantial range. It depends on the agrochemical active substances present, on their content in the plant treatment products, on the respective indication and the field of application.
  • TS terephthalic acid
  • DMT dimethyl terephthalate
  • HD 1,6-hexanediol
  • NPG neopentyl glycol
  • CMC 1, 4-dimethylolcyclohexane
  • TMP trimethylol propane
  • Polyester was cooled to 200 ° C. and largely devoid of volatile components within 30 to 45 minutes by applying a vacuum (10 mbar). The bottom product was stirred throughout the reaction time and a gentle stream of nitrogen was passed through the reaction mixture.
  • the clear, yellow, tack-free resin thus obtained has an acid number of 4.4 and a glass transition temperature of 55 ° C. (DTA).
  • Imidacloprid has a water solubility of about 700 mg / liter at 25 ° C.
  • Humidity is 90% and the temperature is 24 ° C during the day and 15 ° C at night.
  • the plants are examined for damage after the periods of sowing given in Table 4 below. Necrosis, yellowing, growth disorders and deformations are determined. The sum of all damages is expressed in percent. 0% means that no damage occurs, while 400% means that the plants have all the damage.

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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne des formulations de poudres qui comprennent : au moins un agent agrochimique ; au moins un polyester biodégradable contenant des groupes hydroxyle éventuellement mélangé avec un ou plusieurs polymère(s) également biodégradables ; et éventuellement des adjuvants. Lesdites formulations présentent un diamètre de particule inférieur à 125 νm. L'invention concerne également un procédé de fabrication desdites formulations de poudre et leur utilisation pour appliquer des agents agrochimiques sur des plantes et/ou leur milieu.
EP02791865A 2002-01-10 2002-12-23 Formulations de poudres Withdrawn EP1465484A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10200603 2002-01-10
DE10200603A DE10200603A1 (de) 2002-01-10 2002-01-10 Pulver-Formulierungen
PCT/EP2002/014714 WO2003056921A1 (fr) 2002-01-10 2002-12-23 Formulations de poudres

Publications (1)

Publication Number Publication Date
EP1465484A1 true EP1465484A1 (fr) 2004-10-13

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP02791865A Withdrawn EP1465484A1 (fr) 2002-01-10 2002-12-23 Formulations de poudres

Country Status (8)

Country Link
US (1) US20050054537A1 (fr)
EP (1) EP1465484A1 (fr)
JP (1) JP2005513163A (fr)
KR (1) KR20040080445A (fr)
AU (1) AU2002358174A1 (fr)
BR (1) BR0215503A (fr)
DE (1) DE10200603A1 (fr)
WO (1) WO2003056921A1 (fr)

Cited By (1)

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EP1982590A4 (fr) * 2006-02-06 2010-12-01 Nippon Soda Co Compositions de resine contenant un pesticide a dissolution regulee, leur procede de production et preparations pesticides

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DE10226222A1 (de) * 2002-06-13 2004-01-08 Bayer Cropscience Ag Pulver-Formulierungen
DE102004004143A1 (de) * 2004-01-28 2005-08-18 Bayer Cropscience Ag Pulver-Formulierungen
EP1504664A1 (fr) * 2003-07-29 2005-02-09 Novartis AG Composes organiques
GB0412974D0 (en) * 2004-06-10 2004-07-14 Syngenta Participations Ag Method of applying active ingredients
KR100914426B1 (ko) * 2004-08-06 2009-08-27 닛뽕소다 가부시키가이샤 용출 제어된 농약 제제
JP5145539B2 (ja) * 2005-05-31 2013-02-20 日本化薬株式会社 水溶性農薬殺虫成分を溶出コントロールした育苗箱水稲用粒剤
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AU2002358174A1 (en) 2003-07-24
DE10200603A1 (de) 2003-07-24
US20050054537A1 (en) 2005-03-10
WO2003056921A1 (fr) 2003-07-17
KR20040080445A (ko) 2004-09-18
BR0215503A (pt) 2004-12-14
JP2005513163A (ja) 2005-05-12

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