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EP2627171A1 - Composition contenant un pesticide et un polycarboxylatéther - Google Patents

Composition contenant un pesticide et un polycarboxylatéther

Info

Publication number
EP2627171A1
EP2627171A1 EP11764184.5A EP11764184A EP2627171A1 EP 2627171 A1 EP2627171 A1 EP 2627171A1 EP 11764184 A EP11764184 A EP 11764184A EP 2627171 A1 EP2627171 A1 EP 2627171A1
Authority
EP
European Patent Office
Prior art keywords
composition
plants
pesticide
atoms
composition according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP11764184.5A
Other languages
German (de)
English (en)
Inventor
Torsten Knieriem
Charles W. Finch
Claudia Klodwig
Silke Flakus
Gerhard Albrecht
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.)
BASF SE
Original Assignee
BASF SE
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
Priority claimed from EP10188735A external-priority patent/EP2443923A1/fr
Application filed by BASF SE filed Critical BASF SE
Priority to EP11764184.5A priority Critical patent/EP2627171A1/fr
Publication of EP2627171A1 publication Critical patent/EP2627171A1/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Withdrawn legal-status Critical Current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
    • A01N25/02—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

Definitions

  • a composition comprising a pesticide and a polycarboxylate ether
  • the present invention is a composition
  • a composition comprising a pesticide having a solubility in water of at most 10 g / l and a polycarboxylate based on a) components of the formula Ia and / or Ib and / or Ic as defined below and b) assemblies of general formula II as defined below.
  • Another object is a method of making the composition by contacting the pesticide and the polycarboxylate ether.
  • the invention further relates to a method for controlling phytopathogenic fungi and / or undesired plant growth and / or unwanted insect or mite infestation and / or for regulating the growth of plants, wherein the composition of the respective pests, their habitat or before the respective Pest to be protected plants, the soil and / or undesirable plants and / or the crops and / or their habitat act. Furthermore, the invention relates to seed containing the composition. Combinations of preferred features with other preferred features are encompassed by the present invention.
  • WO 2006/000592 discloses the use of amphiphilic polyether group-containing polymers as solubilizers, the polymers containing a hydrophobic monomer (such as styrene), an allyl alcohol alkoxylate, and optionally ethylenically unsaturated mono- or dicarboxylic acids.
  • a hydrophobic monomer such as styrene
  • an allyl alcohol alkoxylate such as styrene
  • optionally ethylenically unsaturated mono- or dicarboxylic acids optionally ethylenically unsaturated mono- or dicarboxylic acids.
  • WO 2009/007328 discloses the use of copolymers based on
  • a disadvantage of the known polymers is that allyl ethers can be copolymerized poorly as comonomers and that high molar masses of the polymers are difficult to achieve.
  • dispersant should also stabilize highly concentrated solid formulations after dilution with water.
  • suspensions especially suspension concentrates
  • low levels of addition of dispersant reduce serum formation and increase storage stability.
  • the dispersants should be readily available.
  • the dispersant can also be used in the treatment of seed with pesticides, for example, to achieve a high loading of the stain with active ingredient.
  • composition comprising a pesticide having a solubility in water of not more than 10 g / l and a polycarboxylate ether based on a) structural groups of the formula Ia and / or Ib and / or Ic as defined below and b) structural groups of the general Formula II as defined below.
  • Suitable polycarboxylate ethers are polymers based on
  • R 1 hydrogen or an aliphatic hydrocarbon radical having 1 to 20
  • M hydrogen, a monovalent or divalent metal cation, ammonium ion, an organic amine radical,
  • R 2 hydrogen, an aliphatic hydrocarbon radical having 1 to 20 C atoms, a cycloaliphatic hydrocarbon radical having 5 to 8 C atoms, an optionally substituted aryl radical having 6 to 14 C atoms,
  • n 0 to 200
  • ⁇ ', ⁇ " independently from 0 to 200
  • n + n 1 to 200
  • Hydrogen an aliphatic hydrocarbon radical having 1 to 20 carbon atoms, a cycloaliphatic hydrocarbon radical having 5 to 8 carbon atoms, an optionally substituted aryl radical having 6 to 14 carbon atoms, mean.
  • copolymers according to the present invention contain at least 2 components a), and b).
  • additional components c) and d) may be present.
  • the first component a) is a mono- or dicarboxylic acid derivative having the general formula Ia, Ib or Ic.
  • R 1 is hydrogen or an aliphatic hydrocarbon radical having 1 to 20 C atoms, preferably a methyl group
  • X in the structures Ia and Ib is - O a M and / or - O - (cmH 2 mO) n - R 2 or - NH - (cmH 2 mO) n - R 2 with the following meaning for M, a, m, n and R 2 :
  • M is preferably hydrogen, a monovalent or divalent metal cation, or ammonium.
  • Substituted ammonium groups which are derived from primary, secondary or tertiary C 1-20 -alkylamines, C 1-20 -alkanolamines, C 3-8 -cycloalkylamines and C 8-14 -arylamines are preferably used as organic amine radicals.
  • R 2 is hydrogen, an aliphatic hydrocarbon radical having 1 to 20 C
  • the aliphatic hydrocarbons may hereby be linear or branched and saturated or unsaturated.
  • Preferred cycloalkyl radicals are cyclopentyl or cyclohexyl radicals
  • the preferred aryl radicals are phenyl or naphthyl radicals, which may in particular be substituted by hydroxyl, carboxyl or sulfonic acid radicals.
  • the second component b) corresponds to formula II and is derived from oxyalkylene glycol alkenyl ethers.
  • R 3 in turn represents hydrogen or an aliphatic hydrocarbon radical having 1 to 5 C atoms, which may also be linear or branched or unsaturated, p may assume values between 0 and 3.
  • the sum n '+ n" is preferably 3 to 150, in particular 5 to 100.
  • m 2 and / or 3, so that they are polyalkylene oxide groups which are derived from polyethylene oxide and / or polypropylene oxide.
  • p in formula II is 0 or 1, d. H. it is vinyl and / or alkyl cyano I koxy I ate.
  • the PCEs usually contain 50 to 95 mol% of the structural units of the formula Ia and / or Ib and / or Ic, and 5 to 50 mol% of the formula II, and optionally up to 20% by weight of comonomers.
  • These polymers preferably contain 55 to 75 mol% of structural groups of the formula Ia and / or Ib, 19.5 to 39.5 mol% of structural groups of the formula II, and optionally up to 20 mol% of comonomers.
  • the copolymers according to the invention additionally contain up to 50 mol%, in particular up to 20 mol% based on the sum of the components a) and b), optional comonomers.
  • Optional comonomers may be any copolymerizable ethylenically unsaturated monomers.
  • Examples are vinyl or (meth) acrylic acid derivatives such as styrene, ⁇ -methylstyrene, vinyl acetate, vinyl propionate, ethylene, propylene, isobutene, hydroxyalkyl (meth) acrylates, acrylamide, methacrylamide, N-vinylpyrrolidone, allylsulfonic acid, methallylsulfonic acid , Vinylsulfonic acid, vinylphosphonic acid, AMPS, methyl methacrylate, methyl acrylate, butyl acrylate, or allyl hexyl acrylate.
  • vinyl or (meth) acrylic acid derivatives such as styrene, ⁇ -methylstyrene, vinyl acetate, vinyl propionate, ethylene, propylene, isobutene, hydroxyalkyl (meth) acrylates, acrylamide, methacrylamide, N-vinylpyrrolidone, allylsulfonic acid, meth
  • Preferred optional comonomers are styrene, ⁇ -methylstyrene, vinyl acetate, vinyl propionate, ethylene, propylene, isobutene, N-vinylpryrrolidone, allylsulfonic acid, methallylsulfonic acid, vinylsulfonic acid or vinylphosphonic acid.
  • Particularly preferred optional comonomers are vinyl acetate, vinyl propionate, ethylene, propylene, isobutene, N-vinylpryrrolidone, allylsulfonic acid, methallylsulfonic acid, vinylsulfonic acid or vinylphosphonic acid.
  • optional comonomers are vinyl acetate, vinyl propionate, ethylene, propylene, isobutene, hydroxyalkyl (meth) acrylates, acrylamide, methacrylamide, N-vinylpyrrolidone, allylsulfonic acid, methallylsulfonic acid, vinylsulfonic acid, vinylphosphonic acid, AMPS, methyl methacrylate, methyl acrylate, butyl acrylate , or allylhexyl acrylate.
  • the PCE contains at most 5 mol%, particularly preferably at most 1 mol% and in particular at most 0.1 mol% of vinylaromatic monomers, such as those of the formula III
  • R a and R b are each independently H, methyl, or ethyl, R c is methyl or ethyl, and k is an integer from 0 to 2.
  • the PCE is free of vinyl aromatic monomers.
  • the number of repeating structural units in the copolymers is not limited. However, it has proven to be particularly advantageous to set average molecular weights of from 1,000 to 100,000 g / mol.
  • unsaturated mono- or dicarboxylic acid derivatives which form the subunits a) of the formulas Ia, Ib or Ic it is preferred to use: acrylic acid, methacrylic acid, itaconic acid, itaconic anhydride, itaconic acid imide and itaconic acid monoamide.
  • acrylic acid methacrylic acid, itaconic acid and itaconic monoamide
  • monovalent or divalent metal salts preferably sodium, potassium, calcium or ammonium salts.
  • the preferred substituents on the aryl radical are -OH, -COO " or -SO 3 ⁇ groups.
  • the unsaturated monocarboxylic acid derivatives can only be present as monoesters, while diester derivatives are also possible in the case of the dicarboxylic acid itaconic acid.
  • the derivatives of the formulas Ia, Ib and Ic can also be present as a mixture of esterified and free acids and are used in an amount of preferably 55 to 75 mol%.
  • the second component essential to the invention for the preparation of the copolymers according to the invention is an oxyalkylene glycol alkenyl ether, which is preferably used in an amount of 19.5 to 39.5 mol%.
  • the copolymers according to the present invention can be prepared by the usual methods, for example as described in WO 2005/075529, EP 0 736 553, EP 0 894 81 1, or WO 2000/77058.
  • the composition may contain from 0.001% to 20% PCE by weight.
  • agrochemical active ingredients denotes at least one active substance selected from the group of fungicides, insecticides, nematicides, herbicides, safeners and / or growth regulators.
  • Preferred pesticides are fungicides, insecticides and herbicides, especially insecticides.
  • mixtures of pesticides of two or more of the above classes may be used.
  • One skilled in the art will be familiar with such pesticides as described, for example, in Pesticide Manual, 15th Ed. (2009), The British Crop Protection Council, London.
  • Suitable insecticides are insecticides of the class of carbamates, organophosphates, organochlorine insecticides, phenylpyrazoles, pyrethroids, neonicotinoids, spinosines, avermectins, milbemycins, juvenile hormone analogs, alkylhalides, organotin compounds, nereistoxin analogs, benzoylureas, diacylhydrazines, M ETI acaricides, as well as insecticides such as chloropicrin, pymetrozine, flonicamide, clofentezine, hexythiazox, etoxazole, diafenthiuron, propargite, tetradifon, Chlorfenapyr, DNOC, buprofezine, cyromazine, amitraz, hydramethylnone, acequinocyl, fluacrypyrim, rotenone, or their derivatives.
  • Suitable fungicides are fungicides of the classes dinitroanilines, allylamines, anilinopyrimidines, antibiotics, aromatic hydrocarbons, benzenesulfonides, benzimidazoles, benzisothiazoles, benzophenones, benzothiadiazoles, benzotriazines, benzylcarbamates, carbamates, carboxamides, carboxylic acid amides, chloronitriles, cyanoacetamide oximes, cyanoimidazoles, cyclopropanecarboxamides , Dicarboximides, dihydrodioxazines, dinitrophenyl crotonates, dithiocarbamates, dithiolanes, ethylphosphonates, ethylaminothiazolecarboxamides, guanidines, hydroxy (2-amino) pyrimidines, hydroxyanilides, imidazoles, imidazolinones, in
  • Suitable herbicides are herbicides of the classes of acetamides, amides, aryloxyphenoxypropionates, benzamides, benzofuran, benzoic acids, benzothiadiazinones, bipyridylium, carbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanediones, dinitroanilines, dinitrophenol, diphenyl ethers, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N-phenylphthalimides , Oxadiazoles, oxazolidinediones, oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, Phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphinic acids, phosphoroamides, phosphorodithioates, phthalamates,
  • the pesticide is soluble in water at 20 ° C at most 10 g / l, preferably at most 0.5 g / l and more preferably at most 0.1 g / l.
  • pyraclostrobin is 1, 9 mg / l
  • prochloraz is 34 mg / l
  • metrafenone is 0.5 mg / l water-soluble.
  • the pesticide usually has a melting point above 30 ° C, preferably above 40 ° C and especially above 45 ° C.
  • pyraclostrobin has a melting point of 64 ° C, prochloraz of 47 ° C, and metrafenone of 100 ° C.
  • the composition according to the invention usually comprises 0.1 to 70% by weight of pesticide, preferably 1 to 50% by weight, in particular 3 to 30% by weight, based on the composition.
  • the pesticide is preferably present in suspended form in the composition, i. in the form of crystalline or amorphous particles which are solid at 20 ° C.
  • the suspended pesticide usually has a particle size distribution with an xso value of 0.1 to 10 ⁇ , preferably from 0.2 ⁇ to 5 ⁇ and more preferably from 0.5 ⁇ to 2 ⁇ .
  • the particle size distribution can be determined by laser light diffraction of an aqueous suspension comprising the particles.
  • Sample preparation for example dilution to measurement concentration, depends in this measurement method inter alia on the fineness and concentration of the active ingredients in the suspension sample and on the measuring instrument used (for example Malvern Mastersizer). The procedure must be worked out for the respective system and is known to the person skilled in the art.
  • compositions according to the invention may furthermore also comprise auxiliaries customary for agrochemical formulations, the choice of auxiliaries being directed to the specific application form, the type of formulation or the active ingredient.
  • auxiliaries are solvents, solid carriers, surface-active substances (such as surfactants, solubilizers, protective colloids, wetting agents and adhesives), organic and inorganic thickeners, bactericides, antifreeze agents, defoamers, if appropriate adhesives (for example for seed treatment) or customary auxiliaries for bait formulation (eg attractants, feeds, bitter substances).
  • the solvents used are water or organic solvents, such as mineral oil fractions of medium to high boiling point, such as kerosene and diesel oil, and also hydrocarbons.
  • tar oils and oils of vegetable or animal origin aliphatic, cyclic and aromatic hydrocarbons, for example paraffins, tetrahydronaphthalene, alkylated naphthalene and derivatives thereof, alkylated benzenes and their derivatives, alcohols such as methanol, ethanol, propanol, butanol and cyclohexanol, glycols, ketones such as Cyclohexanone, gamma-butyrolactone, dimethyl fatty acid amides, fatty acids and fatty acid esters and highly polar solvents, for example amines such as N-methylpyrrolidone, into consideration.
  • solvent mixtures and mixtures of the abovementioned solvents and water can also be used.
  • the composition contains water.
  • Solid carriers are mineral soils such as silicic acids, silica gels, silicates, talc, kaolin, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, Ureas and vegetable products such as cereal flour, tree bark, wood and nutshell flour, cellulose powder or other solid carriers.
  • the formulation preferably does not contain solid carriers.
  • surfactants are the alkali, alkaline earth, ammonium salts of aromatic sulfonic acids, eg. B. of lignin (Borresperse ® grades, Borregaard, Norway), phenol, naphthalene (Morwet ® types, Akzo Nobel, USA) and dibutyl (nekal ® types, BASF, Germany), and of fatty acids, alkyl and alkylarylsulfonates, alkyl, lauryl ether and fatty alcohol sulfates, as well as salts of sulfated hexa-, hepta- and octadecanols and of fatty alcohol glycol ethers, condensation products of sulfonated naphthalene and its derivatives with formaldehyde, condensation products of naphthalene or naphthalenesulf
  • Suitable thickeners are compounds which impart a modified flow behavior to the formulation, ie a high viscosity at rest and low viscosity in an agitated state. Examples are polysaccharides, proteins (such as casein or gelatin), synthetic polymers, or inorganic layer minerals. Such thickeners are commercially available, such as Xanthan Gum (Kelzan ®, CP Kelco, USA), Rhodopol ® 23 (Rhodia, France) or Veegum ® (RT Vanderbilt, USA) or Attac lay ® (Engelhard Corp., NJ, USA).
  • the content of thickener in the formulation depends on the effectiveness of the thickener. One skilled in the art will select a level to obtain the desired viscosity of the formulation. The content will usually be 0.01 to 10 wt.%.
  • Bactericides may be added to stabilize the composition.
  • bactericides are those based on dichlorophen and benzyl alcohol formal and isothiazolinone derivatives such as alkylisothiazolinones and Benzisothiazolino- nen (Acetide ® MBS from Thor Chemie).
  • suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin.
  • defoamers are silicone emulsions (such as, for example, silicone ® SRE, Wacker, Germany or Rhodorsil ®, Rhodia, France), long chain alcohols, fatty acids, salts of fatty acids, organofluorine compounds and mixtures thereof.
  • Suitable adhesives are all customary binders which can be used in pickling agents.
  • polyvinylpyrrolidone polyvinyl acetate, polyvinyl alcohol and Tylose.
  • the composition according to the invention may contain at least 5% by weight of inorganic salts, preferably at least 10% by weight and in particular at least 15% by weight.
  • Suitable inorganic salts are inorganic compounds which comprise anions and catalines and dissolve in water to at least 10 g / l, preferably to at least 50 g / l and in particular to at least 150 g / l at 20 ° C.
  • the composition is an aqueous suspension in which at least one pesticide is in particulate form or in encapsulated form.
  • the suspension preferably contains from 0.0001 to 10% by weight, particularly preferably from 0.0001 to 1% by weight, and in particular from 0.001 to 0.5% by weight, of polycarboxylate ether.
  • the aqueous suspension may contain at least 5% by weight of inorganic salts, preferably at least 10% by weight and in particular at least 15% by weight.
  • the composition is an agrochemical formulation in the form of a suspension concentrate (SC).
  • SC usually contains at least 10% by weight of water, preferably from 20 to 80% by weight.
  • the content of PCE may be 0.01 to 10% by weight, preferably 0.05 to 2% by weight, and more preferably 0.05 to 0.8% by weight.
  • At least one pesticide is in suspended form.
  • the composition is an agrochemical formulation in the form of a suspoemulsion (SE).
  • SE usually contains at least 10% by weight of water, preferably from 20 to 80% by weight.
  • PCE may be 0.01 to 10% by weight, preferably 0.05 to 2% by weight, and more preferably 0.05 to 0.8% by weight.
  • At least one pesticide may be in suspended form and another pesticide may be in emulsified form.
  • the composition is an agrochemical formulation in the form of a capsule suspension (CS).
  • the CS usually contains at least 10% by weight of water, preferably from 20 to 80% by weight.
  • the content of PCE may be 0.01 to 10% by weight, preferably 0.05 to 2% by weight, and more preferably 0.05 to 0.8% by weight.
  • At least one pesticide may be in encapsulated form.
  • the composition is a solid composition.
  • the solid composition preferably contains from 0.01 to 20% by weight, preferably from 0.05 to 5% by weight, and in particular from 0.1 to 1.0% by weight, of polycarboxylate ether.
  • the composition is an agrochemical formulation in the form of a water-dispersible granule (WG).
  • WG water-dispersible granule
  • the WG is usually a solid.
  • the content of PCE may be 0.01 to 20% by weight, preferably 0.05 to 5% by weight, and more preferably 0.1 to 1.0% by weight.
  • At least one pesticide may be in the form of solid particles.
  • the present invention further relates to a process for the preparation of the composition according to the invention by bringing the pesticide and the polycarboxylate tether in contact.
  • Conventional processes for the preparation of agrochemical formulations are suitable.
  • the composition of the invention is usually diluted before use to produce the so-called tank mix. Dilution is carried out with mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, coal tar oils and oils of plant or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e.g. Toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strong polar solvents, e.g. Dimethylsulfoxide, N-methylpyrrolidone or water into consideration. Preferably, water is used.
  • the diluted composition is usually applied by spraying or atomizing.
  • the content of PCE in the tank mix is usually less than 0.1% by weight, preferably less than 0.01% by weight, and especially less than 0.001% by
  • wetting agents, adjuvants, herbicides, bactericides, fungicides can be added immediately before use (tank mix). These agents can be added to the compositions according to the invention by weight. Ratio 1: 100 to 100: 1, preferably 1: 10 to 10: 1 are admixed.
  • the pesticide concentration in the tank mix can be varied in larger areas. In general, they are between 0.0001 and 10%, preferably between 0.01 and 1%. Depending on the type of desired effect, the application rates in crop protection range from 0.01 to 2.0 kg of active ingredient per ha.
  • the present invention further relates to a method for controlling phytopathogenic fungi and / or undesired plant growth and / or undesired insect or mite infestation and / or for regulating the growth of plants, wherein the composition according to the invention on the respective pests, their habitat or the plants to be protected from the respective pest, the soil and / or undesirable plants and / or the crops and / or their habitat.
  • the present invention further relates to seed containing the composition according to the invention.
  • the present invention further relates to the use of the polycarboxylate ether for dispersing pesticides having a solubility in water of at most 10 g / l in aqueous compositions.
  • the pesticide is preferably in suspended form in the aqueous composition, i. in the form of crystalline or amorphous particles which are solid at 20 ° C.
  • the content of PCE in the aqueous composition is usually less than 0.1% by weight, preferably less than 0.01% by weight, and especially less than 0.001% by weight.
  • the method for pickling seeds wherein
  • step (b) optionally drying the seed obtained in step (a)
  • the polycarboxylate ether can be used as described above or in the form of the composition according to the invention.
  • the composition of the invention or the polycarboxylate before application to the seed with a solvent, preferably water are diluted.
  • This seed pretreated in this way can subsequently be treated with an agrochemical suspension formulation comprising at least one agrochemical active substance suitable for dressing seed, the active substance being present in solid particles having a size between 0.1 ⁇ m and 10 ⁇ m.
  • agrochemical formulations are suspension formulations of one (or more) agrochemical active (eg, SC, OD, FS), which must have the above particle sizes.
  • SC, OD, FS agrochemical active
  • the active substance suspension can also be prepared from a (optionally also commercially available) solid formulation of an active ingredient by dispersing in a solvent, preferably water (see above).
  • a solvent preferably water
  • seed includes seeds of all kinds, e.g. Grains, seeds, fruits, tubers, cuttings and similar forms.
  • seed preferably describes grains and seeds here.
  • Suitable seeds are cereals seed crops, root crops, oilseeds, vegetable seeds, spice seed, ornamental plant seed, e.g. Seeds of durum wheat, wheat, barley, oats, rye, maize (fodder corn and sweetcorn), soya, oilseeds, cruciferous vegetables, cotton, sunflowers, bananas, rice, oilseed rape, beets, sugar beets, fodder beet, egg plants, potatoes, grass, (ornamental -) Lawn, forage grass, tomatoes, leeks, squash, cabbage, iceberg lettuce, pepper, cucumbers, melons, brassica species, melons, beans, peas, garlic, onions, carrots, sugarcane, tobacco, grapes, petunia and geraniums, pansies , Balsam.
  • the term seed here describes cereals and soybeans.
  • compositions according to the invention can be used for pickling seeds by plants obtained by conventional culture methods and for pickling seeds of transgenic plants.
  • seed can be used that is tolerant to herbicides, e.g. plants resistant to sulfonylureas, imidazolinones or glufonate or glyphosate (see, e.g., EP-A-0242236, EP-A-242246) (WO 92/00377) (EP-A-0257993, U.S. Pat No. 5,013,659) or transgenic plant seeds, e.g.
  • seed of plants can be used which have modified properties in comparison with conventional plants.
  • modified starch synthesis for example WO 92/1 1376, WO 92/14827, WO 91/19806) or fatty acid compositions (WO 91/13972).
  • plants also includes those plants which have been modified by breeding, mutagenesis or genetic engineering methods including those on the market or biotechnological agricultural products under development.
  • Genetically modified plants are plants whose genetic material has been altered in a way that does not occur under natural conditions by crossing, mutations or natural recombination (ie recomposition of genetic information).
  • one or more genes are integrated into the genome of the plant in order to improve the properties of the plant.
  • Such genetic engineering modifications also include post-translational modifications of proteins, oligo- or polypeptides, for example by means of glycolsylation or binding of polymers such as prenylated, acetylated or farnelysed residues or PEG residues.
  • auxin herbicides such as auxin herbicides such.
  • B. Dicamba or 2,4-D bleaching herbicides such as hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors or phytoene desaturase (PDS) inhibitors, acetolactate synthase (ALS) inhibitors such.
  • HPPD hydroxyphenylpyruvate dioxygenase
  • PDS phytoene desaturase
  • ALS acetolactate synthase
  • EPSPS Enolpyruvylshikimat-3-phosphate synthase
  • Glyphosate glutamine synthetase (GS) -
  • Inhibitors such. As glufosinate, lipid biosynthesis inhibitors such. Acetyl-CoA carboxylase (ACCase) inhibitors, or oxynil herbicides (eg, bromoxynil or loxynil). Furthermore, plants have been produced which are resistant to several classes of herbicides by several genetic engineering measures, eg resistant to glyphosate and glufosinate, or to glyphosate and a herbicide of another class, such as, for example, ALS inhibitors, HPPD inhibitors, auxin herbicides and ACCase inhibitors. These herbicide resistance technologies are e.g. As described in Pest Managers. Be.
  • Glyphosate or glufosinate are produced under the trade name Roundup Ready ® (glyphosate-resistant, Monsanto, USA) Cultivance ® (imidazolinone resistant, BASF SE, Germany) and Liberty Link ® (glufosinate-resistant, Bayer CropScience, Germany ) are available.
  • toxins eg. B. those from the bacterial strain Bacillus produce.
  • Toxins produced by such genetically engineered plants include e.g. B. Insecticidal proteins of Bacillus spp., In particular of B. thuringiensis, such as the endotoxins CrylAb, CrylAc, CrylF, Cry1Fe2, Cry2Ab, Cry3A, Cry3Bb1, Cry9c, Cry34Ab1 or Cry35Ab1; or vegetative insecticidal proteins (VIPs), e.g.
  • VIPs vegetative insecticidal proteins
  • VIP1, VIP2, VIP3, or VIP3A Insecticidal proteins from nematode-colonizing bacteria en, z. B. Photorhabdus spp. or Xenorhabdus spp .; Toxins from animal organisms, eg. B. Wepsen, spider or scorpion toxins; fungal toxins, e.g. Eg from Streptomyces; herbal lectins, e.g. From pea or barley; agglutinins; Proteinase inhibitors, e.g. Trypsin inhibitors, serine protease inhibitors, patatin, cystatin or papain inhibitors; Ribosome Inactivating Proteins (RIPs), e.g.
  • RIPs Ribosome Inactivating Proteins
  • Steroid metabolizing enzymes e.g. 3-hydroxy steroid oxidase, ecdysteroid IDP glycosyltransferase, cholesterol oxidase, ecdysone inhibitors, or HMG-CoA reductase
  • ion channel blocker
  • toxins can also be produced in the plants as proteoxins, hybrid proteins, truncated or otherwise modified proteins.
  • Hybrid proteins are characterized by a novel combination of different protein domains (see, for example, WO 2002/015701).
  • Further examples of such toxins or genetically modified plants which produce these toxins are described in EP-A 374 753, WO 93/07278, WO 95/34656, EP-A 427 529, EP-A 451 878, WO 03 / 18810 and WO 03/52073.
  • the methods for producing these genetically modified plants are known in the art and z. As set forth in the publications mentioned above. Many of the aforementioned toxins confer on the plants producing them tolerance to pests of all taxonomic arthropod classes, in particular to beetles (Coeleropta), diptera (Diptera) and
  • YieldGard ® (corn cultivars producing the toxin CrylAb), YieldGard ® Plus (corn cultivars producing the toxins CrylAb and Cry3Bb1), StarLink ® (corn cultivars producing the toxin Cry9c), Herculex ® RW (corn cultivars toxins which Cry34Ab1, Cry35Ab1 and the enzyme phosphinothricin N-acetyltransferase [PAT] produce); NuCOTN ® 33B (cotton cultivars producing the Cry1 Ac toxin), Bollgard ® I (cotton cultivars producing the Cry1 Ac toxin), Bollgard ® II (cotton cultivars producing the toxins CrylAc and Cry2Ab2); VIP COT ® (cotton cultivars producing a VIP-toxin); NewLeaf ® (potato cultivars producing the Cry3A toxin); Bt Xtra ®, NatureGard® ®, KnockOut ®
  • plants which produce by genetic engineering measures one or more proteins that cause increased resistance or resistance to bacterial, viral or fungal pathogens, such as.
  • proteins that cause increased resistance or resistance to bacterial, viral or fungal pathogens
  • pathogenesis-related proteins PR proteins, see EP-A 0 392 225
  • resistance proteins for example potato varieties which produce two resistance genes against Phytophthora infestans from the Mexican wild potato Solanum bulbocastanum
  • T4 lyso - zym eg, potato varieties that are resistant to bacteria such as Erwinia amylvora due to the production of this protein.
  • plants are included whose productivity has been improved by genetic engineering methods by z.
  • the productivity eg biomass, grain yield, starch, oil or protein content
  • the tolerance to drought, salt or other limiting environmental factors or the resistance to pests and fungal, bacterial and viral pathogens is increased
  • plants are included whose ingredients have been modified in particular to improve the human or animal diet using genetic engineering methods by z.
  • oil plants can produce health-promoting long-chain omega-3 fatty acids or monounsaturated omega-9 fatty acids (eg Nexera ® rapeseed, DOW Agro Sciences, Canada).
  • plants are included, which have been modified for the improved production of raw materials by means of genetic engineering methods by z.
  • the amylopectin content of potatoes (Amflora ® potato, BASF SE, Germany) was increased.
  • seed is also claimed which contains a composition according to the invention.
  • the application rates are generally between 0.1 g-10 kg of active ingredient per 100 kg of seed, preferably 1 g to 5 kg, more preferably from 1 g to 2.5 kg. For special seeds such as salad, the application rates may be higher. For soya, amounts of 0.1-10 kg are used.
  • Seed treatment may be carried out by spraying the seed with the formulation or mixing of the seed with the formulation, optionally followed by drying the seed before sowing and germination by methods known to those skilled in the art.
  • the present invention comprises a method for regulating the
  • the invention preferably comprises methods for controlling undesirable insect or mite infestation on plants and / or for controlling phytopathogenic fungi, characterized in that seed of crop plants having a pesticide having a solubility in water of not more than 10 g / l and Treated polycarboxylate treated.
  • the polycarboxalate ether can be used as described above or in the form of the composition according to the invention.
  • the advantages of the invention are that even a high dispersion stability can be achieved with smaller amounts of the dispersant according to the invention. This is especially true for formulations containing high levels of pesticide.
  • the dispersants according to the invention also stabilize highly concentrated solid formulations after dilution with water. With suspensions (in particular suspension concentrates) serum formation is reduced by small amounts of addition of dispersant according to the invention, and the storage stability is increased.
  • a further advantage is that with lower amounts of the dispersant according to the invention already a high dispersion stability can be achieved, especially for Formiitechniken (v.a. aqueous formulations) with high salt content.
  • Flexity® An aqueous suspension concentrate containing 25.2 wt% metrafenone and additives such as alkyl polysaccharide and sodium alkylnaphthalenesulfonate-formaldeyde condensate, pH about 7, surface tension 31 mN / m (20 ° C), dynamic viscosity 616 mPa.s (20 ° C) C, 100 1 / s), commercially available from BASF SE.
  • Glenium® ACE 430 polycarboxylate ether according to the invention, liquid with solids content about 30% by weight, pH 5.5 +/- 1 at 20 ° C, commercially available from BASF Construction Polymers GmbH.
  • Glenium® B233 polycarboxylate ether according to the invention, water-soluble liquid with solids content> 30% by weight, pH about 7 at 20 ° C, commercially available from BASF Construction Polymers GmbH.
  • Glenium® 3400 NV Polycarboxylate ether according to the invention, water-soluble liquid with solids content> 30% by weight, pH about 7.8 at 20 ° C., commercially available from BASF Construction Polymers GmbH.
  • Glenium® ACE 30 Polycarboxylate ether according to the invention, water-soluble liquid with solids content about 30% by weight, pH 6.5 +/- 1.5 at 20 ° C., commercially available from BASF Construction Polymers GmbH.
  • Example 1 Dispersion stability
  • SC suspension concentrate
  • PCE Polycarboxiylatether
  • the dispersion stability was determined according to CIPAC MT180 in a graduated tip cylinder in which 100 ml of water (19.2 ° dH) is introduced. After addition of 1 ml of suspension concentrate, the mixture is brought to complete dispersion and then allowed to stand. The sediment volume is read after 120 min (Table 1).
  • Example 2 Dispersion stability of granules after dispersion
  • a granulate formulation containing 75% by weight of tritosulfuron was admixed with 0.25% by weight (2.5 g / kg) of polycarboxylate ether.
  • the sediment volume was determined in a graduated cylinder, in which 100 ml of water (19.2 ° dH) is submitted. After addition of 0.2 g or 2 g of granules, the mixture is brought to complete dispersion and then allowed to stand. The sediment volume is read after 30 min. As a control, a formulation without Polycarboxiylatether was stored. The results are summarized in Tables 2 and 3.
  • Glenium® ACE 430 20 g / l 0.05 g / l 0.6 ml 0.65 ml
  • Glenium® ACE 30 20 g / l 0.05 g / l 0.75 ml 0.6 ml
  • the suspension concentrate Flexity® was mixed with 1 g / l Polycarboxiylatether or stored for control without Polycarboxiylatether.
  • the storage stability with respect to sedimentation was determined after storage at 54 ° C. for 14 days.
  • the supernatant (serum formation) was determined by visual assessment (Table 4).
  • the suspension 1 according to Table 5 was in equal parts (1: 1: 1) with the commercially available seed treatment product Rubin® TT (aqueous suspension concentrate containing 42 g / l pyrimethanil, 25 g / l triticonazole and 38.6 g / l prochloraz, he - available from BASF SE) and mixed with water. 6 mL of this mixture was applied to 1 kg of wheat in a commercially available Rotitz brand laboratory teat.
  • An aqueous suspension concentrate (SC) containing 300 g / l mepiquat chloride, 50 g / l prohexadione calcium, 200 g / l ammonium nitrate, 150 g / l nonionic surfactant and other auxiliaries (such as thickener, defoamer) was prepared in accordance with Reference Example 2 in EP1339284B1 , The SC was mixed with 5, 10, 25 or 50 g / l Polycarboxiylatether (PCE) or stored for control without Polycarboxiylatether. Glenium® B233, Glenium® 3400 NV, Glenium® ACE 30, or Glenium® ACE 430 were used as PCE.
  • the dispersion stability (as a 2.0% dispersion) was determined after 14 days storage at 10 ° C as described in Example 1.
  • the control sample without PCE found 0.5 ml of sediment. All samples in which a PCE was added at one of the above concentrations showed less than 0.05 ml of sediment. Even at high salt concentrations, the stability of the storage of the dispersion could be achieved thanks to the PCE.
  • SC aqueous suspension concentrate
  • 29 wt.% Pyraclostrobin containing 29 wt.% Pyraclostrobin, 3.5 wt.% Dispersant, 3.5 wt.% Polyalkylenoxidblockcopolymer, 0.3 wt.% Xanthan gum and further auxiliaries was two weeks at -10 ° C or at Stored at 50 ° C. Particle size was measured and the increase calculated from storage at -10 ° C.
  • the dispersants used were Glenium.RTM. B233, Glenium.RTM. 3400 NV, Glenium.RTM. ACE 30, or Glenium.RTM. ACE 430, as well as for the control of Atlox.RTM. 4913 (commercially available from Uniqema, which contains a reaction product of methyl methacrylate, methacrylic acid and methoxy PEG). methacrylate) or Soprophor® BSU (commercially available from Rhodia, containing ethoxylated (16 EO) tristyrylphenol, CAS 99734-09-5).

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Toxicology (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pretreatment Of Seeds And Plants (AREA)

Abstract

L'invention concerne une composition contenant un pesticide ayant une solubilité dans l'eau de 10 g/l au plus, et un polycarboxylatéther à base a) de groupes représentés par les formules Ia et/ou Ib et/ou Ic telles que définies dans le descriptif, et b) de groupes représentés par la formule II telle que définie dans le descriptif. L'invention concerne également un procédé de préparation de la composition consistant à mettre en contact le pesticide et le polycarboxylatéther. L'invention concerne également un procédé de lutte contre les champignons phytopathogènes et/ou la croissance végétale indésirable et/ou une attaque par des insectes ou des acariens et/ou pour la régulation de la croissance de végétaux, consistant à laisser agir la composition sur les nuisibles concernés, sur leur habitat, sur les plantes à protéger du nuisible concerné, sur le sol et/ou sur les plantes nuisibles et/ou sur les plantes utiles et/ou sur leur environnement. L'invention concerne également des semences contenant ladite composition.
EP11764184.5A 2010-10-11 2011-10-04 Composition contenant un pesticide et un polycarboxylatéther Withdrawn EP2627171A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP11764184.5A EP2627171A1 (fr) 2010-10-11 2011-10-04 Composition contenant un pesticide et un polycarboxylatéther

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US39169810P 2010-10-11 2010-10-11
EP10188735A EP2443923A1 (fr) 2010-10-25 2010-10-25 Composition comprenant un pesticide et un éther de polycarboxylate
EP11153229 2011-02-03
PCT/EP2011/067242 WO2012049037A1 (fr) 2010-10-11 2011-10-04 Composition contenant un pesticide et un polycarboxylatéther
EP11764184.5A EP2627171A1 (fr) 2010-10-11 2011-10-04 Composition contenant un pesticide et un polycarboxylatéther

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EP2627171A1 true EP2627171A1 (fr) 2013-08-21

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US (1) US20120088658A1 (fr)
EP (1) EP2627171A1 (fr)
JP (1) JP2013540765A (fr)
KR (1) KR20130136470A (fr)
CN (1) CN103179853A (fr)
BR (1) BR112013008445A2 (fr)
WO (1) WO2012049037A1 (fr)

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KR20130136470A (ko) 2013-12-12
US20120088658A1 (en) 2012-04-12
WO2012049037A1 (fr) 2012-04-19
CN103179853A (zh) 2013-06-26
BR112013008445A2 (pt) 2016-06-28
JP2013540765A (ja) 2013-11-07

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