Classifications

• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
  • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
• • 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
  • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
  • A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
• • 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 aqueous compositions, to the preparation of such compositions and to a method of using such compositions for controlling insects and/or representatives of the order Acarina.
• the aqueous compositions of the invention have particular application in the protection of plant propagation materials, such as seeds, against insects and/or representatives of the order Acarina.
• Insecticides of this class include nitroimino- or nitroguanidino-compounds, for example, the compounds imidacloprid, acetamiprid, and thiamethoxam that are described in U.S. patent nos. 4742060 and 5304566 and EP580553A2, respectively.
• Direct treatment of plant propagation materials (such as seeds) with insecticides are target applications which address the need for a reduction of environmental and worker exposure and pest resistance buildup when applied alone or in conjunction with foliar or furrow insecticide applications.
• Seed treatments are used on a large variety of crops to control a large variety of pests. Seed treatments are commonly used to ensure uniform stand establishment and reducing yield loss by protecting the seedling against soil-borne insects. Systemic seed treatments may provide an alternative to traditional broadcast sprays of foliar insecticides in some instances.
• Insecticide seed treatments come in a variety of formulations: dry flowables (DF), liquid flowables (LF), true liquids (TL), emulsifiable concentrates (EC), dusts (D), wettable powders (WP), suspoemulsions (SE), water-dispersible granules (WG) and others. Some are registered for use only by commercial applicators using closed application systems, others are readily available for on-farm use as dusts, slurries, water-soluble bags, or liquid ready-to-apply formulations.
• seed treatment materials also are available for on-farm use. These are known as hopper-box or planter-box treatments wherein liquid or dry formulations are applied to seed as it passes through an auger from the transport bin or truck to the planter boxes. These formulations are a very convenient way to apply seed treatment onto bulk seed right before planting.
• Conventional dry treatments generally are formulated with talc or graphite which adheres the treatment chemical to the seed.
• Conventional liquid hopper-box treatments generally are made available as a fast-drying formulations. In any case, good seed coverage is required for maximum benefit from any seed treatment formulation.
• aqueous insecticidal compositions based on the combination of a surfactant, an inorganic carrier, an antifreeze agent and an insecticide of the neonicotinoid class are storage stable, have improved flowability and have good adherence to plant propagation material with low dust-off, and have excellent performance on cold or frozen seed.
• the aqueous compositions of the invention have particular application in the protection of plant propagation materials, such as seeds, against insects and/or representatives of the order Acarina, but also are advantageously combined with fungicidally active compounds to control phytopathogenic fungi.
• the present invention thus provides an aqueous composition suitable for applying insecticides or acaricides to plant propagation materials comprising water, an insecticidally or acaricidally effective amount of at least one nitroimino- or nitroguanidino- compound in free form or in agrochemically useful salt form and a blend of the following components, by weight: a) 2 - 10% of a surface-active agent comprising a1) at least one anionic surfactant; b) 4 - 20% of at least one inorganic solid carrier; and c) 3 - 25% of at least one antifreeze agent.
• the aqueous composition further comprises a fungicidally effective amount of at least one fungicidally active compound.
• the aqueous compositions are prepared by intimately mixing the components with water, optionally using a concentrated premix prepared by wet milling the solid components, until an evenly dispersed phase is achieved.
• the invention also provides for plant propagation materials treated with the aqueous composition and for a method for reducing insect or acarinal infestation of plant propagation materials such as seeds and seedlings. The method comprises contacting the seeds with an aqueous insecticidal/acaricidal composition according to the invention described above.
• a specific combination of surfactants (a), carriers (b) and antifreeze agents (c) and a neonicotinoid insecticide when used together provide aqueous compositions that are storage stable and are suitable for use in normal seed treatment equipment, such as a slurry seed treater, direct treater, panogen treater or a mist-o-matic treater as well as on-farm hopper-box or planter-box treatments.
• Propagation materials treated with the aqueous compositions dry quickly, have good flowability, suitable coverage and have little or no dust-off.
• insecticide or insecticidally when used herein in connection with neonicotinoid compounds is intended to include or refer to both insecticidally and acaricidally active compounds.
• nitroimino- or nitroguanidino-compound as utilized herein is intended to cover insecticidally and/or acaricidally active compounds of the so-called neonicotinoid class.
• suitable nitroimino- or nitroguanidino-compounds include at least one neonicotinoid compound of formula (I)
• A is 2-chloropyrid-5-yl, 2-methylpyrid-5-yl, 1-oxido-3-pyridinio, 2-chloro-1-oxido-5-pyri- dinio, 2,3-dichloro-1-oxido-5-pyridinio, tetrahydrofuran-3-yl, 5-methyl-tetrahydrofuran-3-yl or 2-chlorothiazol-5-yl group, Y is -N(R)(R 2 ), SR 2 or C r C 4 -alkyl;
• R is hydrogen, CrCealkyl, phenyl-CrC 4 alkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl or C 2 -C 6 alkynyl;
• the compounds (I) may be in the form of tautomers. Accordingly, hereinbefore and hereinafter, where appropriate the compound (I) are to be understood to include corresponding tautomers, even if the latter are not specifically mentioned in each case.
• the compounds of the formula (I) are capable of forming acid addition salts.
• Those salts are formed, for example, with strong inorganic acids, such as mineral acids, for example perchloric acid, sulfuric acid, nitric acid, nitrous acid, a phosphoric acid or a hydrohalic acid, with strong organic carboxylic acids, such as unsubstituted or substituted, for example halo-substituted, d-C 4 alkanecarboxylic acids, for example acetic acid, saturated or unsaturated dicarboxylic acids, for example oxalic, malonic, succinic, maleic, fumaric or phthalic acid, hydroxycarboxylic acids, for example ascorbic, lactic, malic, tartaric or citric acid, or benzoic acid, or with organic sulfonic acids, such as unsubstituted or substituted, for example halo-substituted, C,-C 4 alkane- or aryl-s
• salts with bases are, for example, metal salts, such as alkali metal or alkaline earth metal salts, for example sodium, potassium or magnesium salts, or salts with ammonia or an organic amine, such as morpholine, piperidine, pyrrolidine, a mono-, di- or tri-lower alkylamine, for example ethyl-, diethyl-, triethyl- or dimethyl-propyl-amine, or a mono-, di- or tri-hydroxy-lower alkylamine, for example mono-, di- or tri-ethanolamine.
• corresponding internal salts may also be formed.
• any reference hereinbefore or hereinafter to the free compounds of formula (I) or to their respective salts is to be understood as including also the corresponding salts or the free compounds of formula (I), where appropriate and expedient.
• the free form is particularly suitable.
• A is a pyrid-3-yl, 2-chloropyrid-5-yl, 2-chloro-1-oxido-5-pyridinio or 2-chlorothiazol-5-yl group; particularly a 2-chloropyrid-5-yl group or a 2-chlorothiazol-5-yl group; wherein Y is -N(R)(R 2 ); R is d-C 6 alkyl, phenyl-CrC 4 alkyl, C 3 -C 4 alkenyl or C 3 -C 4 alkynyl; more especially d-C 4 alkyl, such as methyl;
• R 1 and R 2 are independently of each other d-C 4 -alkyl or benzyl, or together a group -CH 2 -CH 2 -, -CH 2 -CH 2 -CH 2 -, -CH 2 -O-CH 2 -, -CH 2 -S-CH 2 -, -CH 2 -NH-CH 2 -, -CH 2 -N(CH 3 )-CH 2 -, especially -CH 2 -CH 2 - or -CH 2 -O-CH 2 -, particularly -CH 2 -O-CH 2 -; and X is N-NO 2 or N-CN, more especially N-NO 2 .
• the neonicotinoid compounds are employed in an insecticidally or acaricidally effective amount in the composition.
• the insecticidally or acaracidally active compound or compound mixture is present in the composition in an amount of from about 0.5 % to about 50% by weight, more particularly from 2 to about 35% w/w, and more particularly from about 20% to about 30% w/w.
• the insecticidally or acaracidally active compound or compound mixture includes neonicotinoid compounds selected from the group consisting of thiamethoxam, imidaclophd, thiacloprid, nitenpyram and acetamiprid in amounts between about 25% to about 35% or clothianidin in an amount between about 20% to about 35%.
• fungicide as utilized herein is intended to cover compounds active against phytopathogenic fungi that may belong to a very wide range of compound classes.
• fungicidally active compound examples include both room temperature (25° C) solid and room temperature liquid fungicides such as: triazole derivatives, strobilurins, carbamates (including thio- and dithiocarbamates), benzimidazoles (thiabendazole), N-trihalomethylthio compounds (captan), substituted benzenes, carboxamides, phenylamides and phenylpyrroles, and mixtures thereof.
• room temperature (25° C) solid and room temperature liquid fungicides such as: triazole derivatives, strobilurins, carbamates (including thio- and dithiocarbamates), benzimidazoles (thiabendazole), N-trihalomethylthio compounds (captan), substituted benzenes, carboxamides, phenylamides and phenylpyrroles, and mixtures thereof.
• Suitable triazole derivatives include propiconazole, difenconazole, tebuconazole, tetraconazole and triticonazole.
• Suitable strobilurins include trifloxystrobin, azoxystrobin, kresoxim-methyl and picoxystrobin.
• Suitable carbamates include thiram.
• Suitable substituted benzenes include PCNB and chlorothalonil.
• Suitable carboxamides include carboxin.
• Specific phenylamides usable in the compositions and methods falling within the scope of the present invention include metalaxyl; metalaxyl consisting of more than 70% by weight of the R-enantiomer; metalaxyl consisting of more than 85% by weight of the R- enantiomer; metalaxyl consisting of more than 92% by weight of the R-enantiomer; metalaxyl consisting of more than 97% by weight of the R-enantiomer; and mefenoxam (i.e., R-metalaxyl or metalaxyl-M).
• a specific phenylpyrrole usable in the compositions and methods falling within the scope of the present invention is fludioxonil.
• fungicidal compounds that may mentioned are Benomyl (also known as Benlate), Bitertanol, Carbendazim, Capropamid, Cymoxanil, Cyprodinil, Ethirimol, Fenpiclonil, Fenpropimorph, Fluquinconazole, Flutolanil, Flutriafol, Fosetyl-aluminum, Fuberidazole, Guazatine, Hymexanol, Kasugamycin, Imazalil, Imibenconazole,
• Iminoctadine-triacetate Ipconazole, Iprodione, Mancozeb, Maneb, Mepronil, Metalaxyl, Metalaxyl-M (Mefenoxam), Metconazole, Metiram, MON 65500 (Silthiopham-ISO proposed), Myclobutanil, Nuarimol, Oxadixyl, Oxine-copper, Oxolinic acid, Pefurazoate, Pencycuron, Prochloraz, Propamocarb hydrochloride, Pyroquilon, Silthiopham -see MON 65500, Tecnazene, Thifluzamide, Thiophenate-methyl, Tolclofos-methyl, Triadimenol, Triazoxide and Triflumizole.
• the fungicidally active compounds are employed in a fungicidally effective amount in the composition.
• Mixtures of one or more of the foregoing fungicidally active compounds also are usable as an active component in the practice of the present invention.
• mixtures of at least one ambient liquid fungicide for example, a phenylamide such as R-metalaxyl
• at least one ambient solid fungicide for example, a phenylpyrrole such as fludioxonil
• the fungicidally active compound or compound mixture is present in the composition in an amount of from about 0.5 % to about 50 % by weight, more specifically, from 2 to about 20% by weight of the entire composition.
• the aqueous compositions contain at least about 2% up to about 10% by weight of a surface-active agent (a). In one embodiment, the aqueous compositions contain from 3% up to 7% by weight of a surface-active agent (a).
• the surface active agent (a) comprises (a1) at least one anionic surfactant.
• the anionic surfactant may be any known in the art. Suitable anionic surfactants are in general oligomers and polymers, as well as polycondensates, which contain a sufficient number of anionic groups to ensure their water-solubility.
• Suitable anionic surfactants include alcohol sulfates, alcohol ether sulfates, alkylaryl ether sulfates, alkylaryl sulfonates such as alkylbenzene sulfonates and alkylnaphthalene sulfonates and salts thereof, alkyl sulfonates, mono- or di-phosphate esters of polyalkoxylated alkyl alcohols or alkylphenols , mono- or di-sulfosuccinate esters of C 12 -Ci 5 alkanols or polyalkoxylated Ci 2 -C 15 alkanols, alcohol ether carboxylates, phenolic ether carboxylates, polybasic acid esters of ethoxylated polyoxyalkylene glycols consisting of oxybutylene or the residue of tetrahydrofuran, sulfoalkylamides and salts thereof such as N-methyl-N-oleoyltau
• Suitable anionic surfactants include: Geropon T77 (Rhodia) (N- methyl--N-oleoyltaurate Na salt); Soprophor 4D384 (Rhodia) (tristyrylphenol sulphate); Reax 825 (Westvaco) (ethoxylated lignin sulfonate); Stepfac 8171 (Stepan) (ethoxylated nonylphenol phosphate ester); Ninate 401 -A (Stepan) (calcium alkylbenzene sulfonate); Emphos CS-131 (Witco) (ethoxylated nonylphenol phosphate ester); Atphos 3226 (Uniquema) (ethoxylated tridecylalcohol phosphate ester).
• Suitable anionic surfactants can be prepared by methods known per se and also are commercially available.
• the surface-active agent comprising a1) at least one anionic surfactant may optionally further comprise a2) one or more nonionic surfactants.
• nonionic surfactants are different compounds from the water-dispersible and water-soluble polymers b) described herein.
• nonionic surfactants include polyarylphenol polyethoxy ethers, polyalkylphenol polyethoxy ethers, polyglycol ether derivatives of saturated fatty acids, polyglycol ether derivatives of unsaturated fatty acids, polyglycol ether derivatives of aliphatic alcohols, polyglycol ether derivatives of cycloaliphatic alcohols, fatty acid esters of polyoxyethylene sorbitan, alkoxylated vegetable oils, alkoxylated acetylenic diols, polyalkoxylated alkylphenols, fatty acid alkoxylates, sorbitan alkoxylates, sorbitol esters, C 8 -C 22 alkyl or alkenyl polyglycosides, polyalkoxy styrylaryl ethers, alkylamine oxides, block copolymer ethers, polyalkoxylated fatty glyceride, polyalkylene glycol ethers, linear alipha
• nonionic sufactants include: Genapol X-060 (Clariant)
• Suitable nonionic surfactants can be prepared by methods known per se and also are commercially available.
• certain cationic or zwitterionic surfactants a3) also are suitable for use in the present invention such as alkanol amides of C 8 -C 18 fatty acids and C 8 -C 18 fatty amine polyalkoxylates, C 10 -C 18 alkyldimethylbenzylammonium chlorides, coconut alkyldimethylaminoacetic acids, and phosphate esters of C 8 - 18 fatty amine polyalkoxylates.
• the aqueous composition also comprises (b), at least about 4 and up to about 20%, more specifically from 5 to about 15% of at least one inorganic solid carrier.
• the inorganic solid carrier is a natural or synthetic solid material that is insoluble in water.
• This carrier is generally inert and acceptable in agriculture, especially on the treated seed or other propagation material. It can be chosen, for example, from clay, natural or synthetic silicates, titanium dioxide, magnesium silicate, aluminum silicate, talc, pyrophyllite clay, silica, attapulgite clay, kieselguhr, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay, Fuller's earth, and the like such as described in the CFR 180.1001. (C) & (d).
• the aqueous composition also comprises (c), at least about 3 and up to about 25% of at least one antifreeze agent, more specifically from 6 to about 20% by weight.
• Suitable antifreezes include ethylene glycol, 1 ,2-propylene glycol, 1 ,3-propylene glycol, 1 ,2-butanediol, 1 ,3-butanediol, 1 ,4-butanediol, 1 ,4-pentanediol, 3- methyl-1 ,5-pentanediol, 2,3-dimethyl-2,3-butanediol, trimethylol propane, mannitol, sorbitol, glycerol, pentaerythritol, 1 ,4-cyclohexanedimethanol, xylenol, bisphenols such as bisphenol A or the like.
• ether alcohols such as diethylene glycol, triethylene glycol, tetraethylene glycol, polyoxyethylene or polyoxypropylene glycols of molecular weight up to about 4000, diethylene glycol monomethylether, diethylene glycol monoethylether, triethylene glycol monomethylether, butoxyethanol, butylene glycol monobutylether, dipentaerythritol, tripentaerythritol, tetrapentaerythritol, diglycerol, triglycerol, tetraglycerol, pentaglycerol, hexaglycerol, heptaglycerol, octaglycerol and the like.
• ethylene glycol propylene glycol and glycerin.
• Additional Components ethylene glycol, propylene glycol and glycerin.
• the aqueous composition optionally includes (d) at least one polymer selected from water-soluble and water-dispersible film-forming polymers. Suitable polymers have an average molecular weight of at least about 1 ,000 up to about 100,000; more specifically at least about 5,000, up to about 100,000.
• the aqueous compositions generally contain from about 0% to about 10% by weight of the composition of polymer (d). In a specific embodiment, the compositions contain from about 1.0% upto about 5% by weight of a film-forming polymer (d).
• Suitable polymers are selected from d1) alkyleneoxide random and block copolymers such as ethylene oxide-propylene oxide block copolymers (EO/PO block copolymers) including both EO-PO-EO and PO-EO-PO block copolymers; ethylene oxide-butylene oxide random and block copolymers, C 2 - B alkyl adducts of ethylene oxide-propylene oxide random and block copolymers,
• alkyleneoxide random and block copolymers such as ethylene oxide-propylene oxide block copolymers (EO/PO block copolymers) including both EO-PO-EO and PO-EO-PO block copolymers; ethylene oxide-butylene oxide random and block copolymers, C 2 - B alkyl adducts of ethylene oxide-propylene oxide random and block copolymers,
• polyoxyethylene-polyoxypropylene monoalkylethers such as methyl ether, ethyl ether, propyl ether, butyl ether or mixtures thereof.
• polyalkyleneglycol including the polypropylene glycols and polyethylene glycols.
• suitable polymers include Pluronic P103 (BASF) (EO-PO-EO block copolymer), Pluronic P65 (BASF) (EO-PO-EO block copolymer), Pluronic P108 (BASF) (EO-PO-EO block copolymer), Vinamul 18160 (National Starch) (polyvinylacetate), Agrimer 30 (ISP) (polyvinylpyrrolidone), Agrimer VA7w (ISP) (vinyl acetate/vinylpyrrolidone copolymer), Agrimer AL 10 (ISP) (alkylated vinylpyrrolidone copolymer), PEG 400 (Uniqema) (polyethylene glycol), Pluronic R 25R2 (BASF) (PO- EO-PO block copolymer), Pluronic R 31 R1 (BASF) (PO-EO-PO block copolymer) and Witconol NS 500LQ (Witco) (butanol PO-EO copo
• composition also optionally contains (e) at least one thickener.
• the thickener is present in the aqueous composition in an amount from about 0.01% to about 25% w/w, more specifically from 0.02 to 10% by weight.
• thickeners water-soluble polymers which exhibit pseudoplastic properties in an aqueous medium
• gum arabic gum karaya
• gum tragacanth gum tragacanth
• guar gum locust bean gum
• xanthan gum carrageenan
• alginate salt casein, dextran, pectin, agar
• 2- hydroxyethyl starch 2-aminoethyl starch
• 2-hydroxyethyl cellulose methyl cellulose, carboxymethyl cellulose salt
• cellulose sulfate salt polyacrylamide, alkali metal salts of the maleic anhydride copolymers, alkali metal salts of poly(meth)acrylate, and the like.
• Attapulgite-type clay carrageenan, croscarmellose sodium , furcelleran , glycerol, hydroxypropyl methylcellulose, polystyrene, hydroxypropyl cellulose, hydroxypropyl guar gum, and sodium carboxymethylcellulose.
• Xanthan gum is preferred.
• aqueous composition according to the invention can be employed together with the adjuvants customary in formulation technology, biocides, biostats, emulsifiers (lethicin, sorbitan, and the like), antifoam agents or application-promoting adjuvants customarily employed in the art of formulation.
• adjuvants customary in formulation technology
• biocides biostats
• emulsifiers lethicin, sorbitan, and the like
• antifoam agents customarily employed in the art of formulation.
• inoculants and brighteners there may be mentioned inoculants and brighteners.
• a coloring agent such as a dye or pigment is included in the seed coating so that an observer can immediately determine that the seeds are treated.
• the dye is also useful to indicate to the user the degree of uniformity of the coating applied.
• inventive compositions contain and/or may be applied together or sequentially with further active compounds.
• further compounds can be fertilizers or micronutrient donors or other preparations that influence plant growth. They can also be selective herbicides, fungicides, other insecticides, bactericides, insect growth regulators, plant growth regulators, nematicides, molluscicides or mixtures of several of these preparations.
• aqueous neonicotinoid compositions of the invention can be prepared by processes known in the art.
• the aqueous neonicotinoid compositions of the invention can be prepared by a process which comprises the steps: (a) forming a premix with at least one solid active compound and at least one surfactant; (b) forming a premix of a carrier and water, and (c) sequentially adding the premixes (a) and (b) and the remaining ingredients to water while stirring to form as evenly dispersed composition.
• the solid active compounds may be wet milled prior to being added to the mixture (c).
• the final composition can be screened if desired to remove any insoluble particles.
• Aqueous Composition lnsecticidal compositions in accordance with the invention may take the form of aqueous solutions, dispersions, suspensions, emulsions or suspoemulsions.
• the composition is a ready for use suspension or suspoemulsion.
• the average size of the suspended particles is 0.1 to 20, specifically 1.5 to 5 microns when measured with a laser particle analyzer, e.g a CILAS 920 apparatus.
• the viscosity of the aqueous composition is 50 to 2000, more specifically 100 to 1000 mPas when measured with a BROOKFIELD viscometer with spindle 3 at 30 rpm and 25°C.
• Th e aqueous compositions according to the invention are stable and maintain their viscosity and homogeneity for at least 12 months at 25 0 C.
• seed treatments are defined as chemical or biological substances that are applied to seeds or vegetative plant propagation materials to control disease organisms, insects, or other pests.
• the seed treatment composition of the invention includes neonicotinoid insecticides/acaricides, but can also include other pesticides such as bactericides and other classes of insecticides.
• Most seed treatments are applied to true seeds, which have a seed coat surrounding an embryo.
• some seed treatments can be applied to vegetative plant propagation materials such as rhizomes, bulbs, corms or tubers.
• aqueous insecticidal/acaricidal compositions of the invention are formulated for protecting cultivated plants and their propagation materials.
• the inventive compositions are advantageously formulated for seed treatment applications against soil inhabiting insects, which can damage the crop in the early stages of plant development.
• compositions can be formulated to target insects and representatives of the order Acarnia including: from the order Lepidoptera, for example, Acleris spp., Adoxophyes spp., Aegeria spp., Agrotis spp., Alabama argillaceae, Amylois spp., Anticarsia gemmatalis, Archips spp., Argyrotaenia spp., Autographa spp., Busseola fusca, Cadra cautella, Carposina nipponensis, Chilo spp., Choristoneura spp., Clysia ambiguella, Cnaphalocrocis spp., Cnephasia spp., Cochylis spp., Coleophora spp., Crocidolomia binotalis, Cryptophlebia leucotreta, Cydia spp., Diatraea spp., Dipar
• Agriotes spp. Anthonomus spp., Atomaria linearis, Chaetocnema tibialis, Cosmopolites spp., Curculio spp., Dermestes spp., Diabrotica spp., Epilachna spp., Eremnus spp.,
• Otiorhynchus spp. Phlyctinus spp., Popillia spp., Psylliodes spp., Rhizopertha spp.,
• Trogoderma spp. from the order Orthoptera, for example,
• Periplaneta spp. and Schistocerca spp. from the order Isoptera, for example,
• Reticulitermes spp. from the order Psocoptera, for example,
• Liposcelis spp. from the order Anoplura, for example,
• Haematopinus spp. Linognathus spp., Pediculus spp., Pemphigus spp. and Phylloxera spp.; from the order Mallophaga, for example,
• Scirtothrips aurantii from the order Heteroptera, for example,
• Leptocorisa spp. Leptocorisa spp., Nezara spp., Piesma spp., Rhodnius spp., Sahlbergella singularis,
• Scotinophara spp. and Triatoma spp. from the order Homoptera, for example, Aleurothrixus floccosus, Aleyrodes brassicae, Aonidiella spp., Aphididae, Aphis spp.,
• Aspidiotus spp. Bemisia tabaci, Ceroplaster spp., Chrysomphalus aonidium,
• Erythroneura spp. Gascardia spp., Laodelphax spp., Lecanium corni, Lepidosaphes spp., Macrosiphus spp., Myzus spp., Nephotettix spp., Nilaparvata spp., Paratoria spp., Pemphigus spp., PIanococcus spp., Pseudaulacaspis spp., Pseudococcus spp., Psylla spp., Pulvinaria aethiopica, Quadraspidiotus spp., Rhopalosiphum spp., Saissetia spp., Scaphoideus spp., Schizaphis spp., Sitobion spp., Trialeurodes vaporariorum, Trioza erytreae and Unaspis citri; from the order
• Aedes spp. Antherigona soccata, Bibio hortulanus, Calliphora erythrocephala, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp., Dacus spp., Drosophila melanogaster, Fannia spp., Gastrophilus spp., Glossina spp., Hypoderma spp., Hyppobosca spp., Liriomyza spp., Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp.,
• Rhagoletis pomonella Sciara spp., Stomoxys spp., Tabanus spp., Tannia spp. and Tipula spp.; from the order Siphonaptera, for example, Ceratophyllus spp. und Xenopsylla cheopis and from the order Thysanura, for example, Lepisma saccharina; and crucifer flea beetles (Phyllotreta spp.), root maggots (Delia spp.), cabbage seedpod weevil (Ceutorhynchus spp.) and aphids.
• Siphonaptera for example, Ceratophyllus spp. und Xenopsylla cheopis
• Thysanura for example, Lepisma saccharina
• crucifer flea beetles Physicalllotreta spp.
• root maggots Delia spp.
• the aqueous insecticidal compositions of the invention advantageously are formulated with fungicides for seed treatment applications against diseases in the soil, which mostly occur in the early stages of plant development.
• the compositions can be formulated to target pathogens including Pythium, Tilletia, Gerlachia, Septoria, Ustilago, Fusarium, Rhizoctonia (so-called "damping off complex”); Oomycetes such as Phytophthora, Plasmopara, Pseudoperonospora, Bremia etc.
• Suitable target crops are especially potatoes, cereals, (wheat, barley, rye, oats, rice), maize, sugar beet, cotton, millet varieties such as sorghum, sun flowers, beans, peas, oil plants such as rape, canola, soybeans, cabbages, tomatoes, eggplants (aubergines), pepper and other vegetables and spices as well as ornamental shrubs and flowers.
• Suitable target crops also include transgenic crop plants of the foregoing varieties.
• the transgenic crop plants used according to the invention are plants, or propagation material thereof, which are transformed by means of recombinant DNA technology in such a way that they are - for instance - capable of synthesizing selectively acting toxins as are known, for example, from toxin-producing invertebrates, especially of the phylum Arthropoda, as can be obtained from Bacillus thuringiensis strains; or as are known from plants, such as lectins; or in the alternative capable of expressing a herbicidal or fungicidal resistance.
• compositions are particularly suited for dressing applications on plant propagation material.
• the latter term embraces seeds of all kinds (fruit, tubers, grains), cuttings, cut shoots and the like.
• the preferred field of application is the treatment of all kinds of seeds (as specified in the target crops above), and in particular the seed treatment of canola, maize, cereals, soybeans and other legumes and crops that are susceptible.
• the techniques of seed treatment application are well known to those skilled in the art, and they may be used readily in the context of the present invention.
• the aqueous neonicotinoid composition of the invention is applied to the seed as slurry or a soak.
• the coating processes are well known in the art, and employ, for seeds, the techniques of film coating or encapsulation, or for the other multiplication products, the techniques of immersion. Needless to say, the method of application of the inventive compositions to the seed may be varied and the invention is intended to include any technique that is to be used.
• a preferred method of applying the aqueous insecticidal composition according to the invention consists in spraying or wetting the plant propagation material with the aqueous liquid preparation, or mixing the plant material with such liquid preparation. Also, before the application, the composition of the invention may be diluted with water by simple mixing at ambient temperature in order to prepare an on-farm seed treatment formulation.
• the formulation may be applied at application volumes ranging from 200ml to 3 liters per 100 kg seed, more specifically, from 400ml to 2 liters per 100 kg seed.
• compositions of this invention may be formulated or mixed in the seed treater tank or combined on the seed by overcoating with other seed treating agents.
• the agents to be mixed with the compounds of this invention may be for the control of pests, nutrition, and the control of plant diseases.
• the inventive aqueous insecticidal composition has particular application to concurrent (such as by slurry) and sequential seed treatments.
• aqueous compositions of the invention are both cold and heat stable and can be applied to seeds at temperatures ranging from -20 to 40° C.
• Seeds treated with the aqueous composition of the invention have a drying time ranging from 20 to 60 seconds when being treated at room temperature.
• aqueous neonicotinoid compositions of the invention typically are distributed in a storage and shipping system comprising a container ranging in capacity from about 0. 1 liter to about 2000 liters.
• the aqueous neonicotinoid compositions of the invention can be distributed in small containers, ranging in capacity from about 0. 1 liter to about 10 liters, including the standard 2.5 gallon (9.46 liter) containers widely used in the United States, which typically take the form of jugs or flasks with a replaceable screw-cap. They are generally designed for single use and are typically not returned to the supplier when empty, instead being disposed of by the end user in accordance with local agricultural chemical container disposal guidelines, procedures, regulations or laws. Commonly, a plurality of these small containers are packaged within a single box and a plurality of such boxes are shipped on a pallet. During shipment, the small containers (usually within boxes on pallets) can be disposed in an enclosed volume such as provided by a rail boxcar or road truck, the hold of a ship or aircraft, or a modular box container adapted for transport by road, rail and water.
• an enclosed volume such as provided by a rail boxcar or road truck, the hold of a ship or aircraft, or a modular
• Larger single-use containers ranging in capacity up to about 200 liters, for example about 50 to about 200 liters, are commonly in the form of drums, and can be shipped in an enclosed volume as described above, one or more per pallet or unpalleted.
• aqueous neonicotinoid compositions of the invention also can be distributed in a large refillable container sometimes known as a bulk or minibulk tank, which typically has an integral pump or connector for an external pump to permit transfer of liquid.
• Bulk or minibulk tanks having a capacity of about 200 to about 2000 liters or more are typically returned to the supplier when empty and are commonly shipped on a pallet.
• a principal feature of the inventive composition is that it provides a treated seed with increased adherence which results in decreased dustiness and the subsequent elimination of related dust problems. Elimination of the dust associated with many seed treatments also eliminates the associated health hazards to those who work with treated seeds, such as processing plant employees, truck drivers, warehouse workers, and farmers.
• Still another advantage of this invention is the uniform coating of-seeds with non-dusting seed treatment which will not interfere with germination and sprouting of the seed but which will protect the seed and resultant seedling against soil-borne insects and representatives of the order acarina.
• Agrimer 30 Polyvinylpyrrolidone ISP
• Surfactants Soprophor 4D384, Reax 835, Stepan Agent 1411-80A
• defoaming agent Antifoam A
• bactericide Proxel GXL
• Colorant Irgalite Red C2B
• Drying agent TiO2
• active ingredients are added and mixed.
• the resulting mixture is then wet-milled through a so-called bead mill (Dyno, Drais, Premier for instance).
• the milling parameters are set in such a way that the average particle size of the resulting ground premix is within specifications (usually median partical size between 1.5um and 4.0 urn).
• polymer Pluronic P103 (if any), antifreeze (Glycerine) and thickening agent (xantham gum) are added and the final product is mixed for at least 15 minutes.
• Aqueous compositions of Examples 2 - 14 are prepared by following the procedures given in example 1.
• the numbers given in the Examples are concentrations in % weight/weight. All embodiments given below are based on an application volume of 1500ml per 100kg of seed. However, the active ingredient concentrations in each of the examples given below can be adjusted to application volumes ranging from 200ml to 3000 ml per 100kg of seed.
• Example 2 In a manner consistent with the process described above in Example 1 , the following active ingredients are combined with surfactants, solid carriers, antifreeze agents and other auxiliaries as set forth in this invention to form an aqueous composition.
• the numbers given are concentrations in % weight/weight. 18% to about 27 % Thiamethoxam 0.5% to about 2% Fludioxonil 0.5% to about 2% Mefenoxam 0.1 % to about 1 % Azoxystrobin Water, to 100%
• Example 2 In a manner consistent with the process described above in Example 1 , the following active ingredients are combined with surfactants, solid carriers, antifreeze agents and other auxiliaries as set forth in this invention to form an aqueous composition.
• the numbers given are concentrations in % weight/weight.

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• 2005
  • 2005-06-24 WO PCT/EP2005/006844 patent/WO2006024333A2/en active Application Filing
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