WO2006111279A1 - Suspensionskonzentrate auf ölbasis - Google Patents
Suspensionskonzentrate auf ölbasis Download PDFInfo
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- WO2006111279A1 WO2006111279A1 PCT/EP2006/003202 EP2006003202W WO2006111279A1 WO 2006111279 A1 WO2006111279 A1 WO 2006111279A1 EP 2006003202 W EP2006003202 W EP 2006003202W WO 2006111279 A1 WO2006111279 A1 WO 2006111279A1
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- WIPO (PCT)
- Prior art keywords
- alkyl
- oil
- suspension
- insects
- formula
- Prior art date
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- 0 *CN(*)C(*)=* Chemical compound *CN(*)C(*)=* 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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 novel, oil-based suspension concentrates of agrochemical active compounds, to a process for the preparation of these formulations and to their use for the application of the active substances contained.
- WO 03/000053 describes formulations of this type which, in addition to active ingredient and oil, also contain alkanol alkoxylates as penetration promoters.
- non-aqueous suspension concentrates are known from US Pat. No. 6,165,940, in which, apart from the agrochemical active ingredient, penetration promoter and surfactant or surfactant mixture, an organic solvent is present, paraffin oil or vegetable oil esters being suitable as such solvents ,
- an organic solvent is present, paraffin oil or vegetable oil esters being suitable as such solvents .
- the biological effectiveness and stability of spray liquors prepared from these formulations by dilution with water is not always sufficient.
- At least one insecticide from the series of neonicotinoids from the series of neonicotinoids
- R is branched or unbranched C 8 -C 8 -alkyl
- n is 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15,
- R ' is hydrogen or C r C 5 alkyl
- E is CH 2 -CH 2
- suspension concentrates according to the invention can be prepared on an oil basis by
- At least one neonicotinoid insecticide at least one neonicotinoid insecticide
- R is branched or unbranched C 8 -C 5 -alkyl
- n is 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15,
- R ' is hydrogen or C r C 6 alkyl
- E is CH 2 -CH 2
- additives from the groups of emulsifiers, antifoams, preservatives, antioxidants, dyes and / or inert fillers
- oil-based suspension concentrates according to the invention are very well suited for the application of the agrochemical active ingredients to plants and / or their habitat.
- oil-based suspension concentrates according to the invention have very good stability, although they do not give any thickener. hold. It is also unexpected that they show a significantly better biological effectiveness than the most similar compounded, previously known formulations. Incidentally, the oil-based suspension concentrates according to the invention surprisingly also exceed in their activity analogous preparations which, in addition to the other components, either contain only penetration promoters or only vegetable oil. Such a synergistic effect was unpredictable due to the above-described prior art.
- oil-based suspension concentrates according to the invention have a better biological activity than commercial formulations. It is well known that formulations of systemically active agents in which the active ingredient is in solution generally have better efficacy than those in which the active ingredients are dispersed as particulates, as is the case in the formulations of the present invention. The very rapid absorption of systemic active ingredients with the formulation according to the invention leads, for example, to independence from temperature and atmospheric humidity and improves rainfastness.
- the oil-based suspension concentrates according to the invention are also distinguished by a number of further advantages.
- their preparation is less expensive than the preparation of appropriate formulations in which thickening agents are present.
- a further advantage is that when diluting the concentrates according to the invention with water neither a significant creaming nor a disturbing flocculation occurs, which is often the case with corresponding prior art preparations.
- the formulations according to the invention favor the biological effectiveness of the active components contained, so that either a higher efficacy is achieved or less active ingredient is required in comparison to conventional preparations.
- Suitable active ingredients are insecticides from the series of neonicotinoids in question. These are outstandingly suitable for controlling animal pests (compare the cited documents).
- Insecticides from the series of neonicotinoids can be defined by the following formula (II)
- Het is a heterocycle selected from the following group of heterocycles: 2-chloropyrid-5-yl, 2-methylpyrid-5-yl, 1-oxido-3-pyridino, 2-chloro-1-oxido-5-pyridino, 2 , 3-dichloro-1-oxido-5-pyridino, tetrahydrofuran-3-yl, 5-methyl-tetrahydrofuran-3yl, 2-chlorothiazol-5-yl,
- A is methyl, N (R 1 XR 2 ) or S (R 2 ),
- R 1 is hydrogen, C r C 6 alkyl, phenyl-C r C 4 alkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl or Q-C ⁇ alkynyl, and
- X is N-NO 2 , N-CN or CH-NO 2 ,
- EP-Al-192 606, EP-A2-580 533, EP-A2-376 279, EP-A2-235 725).
- a preferred compound used according to the invention is thiamethoxam.
- Another compound preferably used according to the invention is clothianidin.
- Clofhianidin has the formula
- Another compound which is preferably used according to the invention is thiacloprid.
- Another compound preferably used according to the invention is dinotefuran.
- Another compound preferably used according to the invention is acetamiprid.
- Acetamiprid has the formula
- Another compound preferably used according to the invention is nitenpyram.
- Nitenpyram has the formula
- Another compound preferably used according to the invention is imidacloprid.
- Imidacloprid has the formula
- Suitable penetration promoters in the present context are compounds of formula (I) described above.
- Preferred compounds of the formula (I) are those
- R is branched or unbranched C 1 -C 4] -alkyl
- R ' is hydrogen, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, t-butyl, n-pentyl or n-hexyl, in particular hydrogen.
- the alkanol alkoxylates are generally defined by the above formula (I). These substances are mixtures of substances of the specified type with different chain lengths. For the indices, therefore, average values are calculated, which can also differ from whole numbers.
- the alkanol alkoxylates of the formulas given are known or can be prepared by known methods (cf., WO 98-35553, WO 00-35278 and EP-A 0 681 865).
- oils are all commonly used in agrochemical means, recoverable from plants oils in question. Examples include sunflower oil, rapeseed oil, olive oil, castor oil, rapeseed oil, corn kernel oil, cottonseed oil and soybean oil.
- the oil-based suspension concentrates according to the invention comprise at least one nonionic surfactant or dispersing assistant and / or at least one anionic surfactant or dispersing assistant.
- Suitable nonionic surfactants or dispersing agents are all substances of this type which can usually be used in agrochemical compositions. Preference is given to polyethylene oxide-polypropylene oxide block copolymers, polyethylene glycol ethers of linear alcohols, reaction products of fatty acids with ethylene oxide and / or propylene oxide, furthermore polyvinyl alcohol, polyvinylpyrrolidone, copolymers of polyvinyl alcohol and polyvinylpyrrolidone and copolymers of (meth) acrylic acid and (meth) acrylic esters , furthermore alkyl ethoxylates and alkylaryl ethoxylates, which may optionally be phosphated and optionally neutralized with bases, wherein sorbitol ethoxylates may be mentioned by way of example, and polyoxyalkyleneamine derivatives.
- Suitable anionic surfactants are all substances of this type conventionally usable in agrochemical compositions. Preference is given to alkali metal and alkaline earth metal salts of alkyl sulfonic acids or alkylaryl sulfonic acids.
- anionic surfactants or dispersing agents are salts of polystyrenesulfonic acids which are sparingly soluble in vegetable oil, salts of polyvinylsulfonic acids, salts of naphthalenesulfonic acid-formaldehyde condensation products, salts of condensation products of naphthalenesulfonic acid, phenolsulfonic acid and formaldehyde, and salts of lignosulfonic acid.
- Suitable additives which may be present in the formulations according to the invention are emulsifiers, foam-inhibiting agents, preservatives, antioxidants, dyes and inert fillers.
- Preferred emulsifiers are ethoxylated nonylphenols, reaction products of alkylphenols with ethylene oxide and / or propylene oxide, ethoxylated arylalkylphenols, furthermore ethoxylated and propoxylated arylalkylphenols, and sulfated or phosphated arylalkyl ethoxylates or ethoxy-propoxylates, wherein sorbitan derivatives such as polyethylene oxide sorbitan fatty acid esters and sorbitan fatty acid esters are exemplified.
- Suitable foam-inhibiting substances are all substances customarily usable for this purpose in agrochemical compositions.
- Preferred are silicone oils and magnesium stearate.
- Suitable preservatives are all substances customarily usable for this purpose in agrochemical compositions of this type. Examples which may be mentioned are Preventol® (Bayer AG) and Proxel®.
- antioxidants are all commonly used for this purpose in agrochemical agents substances into consideration. Preference is butylhydroxytoluene.
- Suitable dyes are all substances customarily usable for this purpose in agrochemical compositions. Examples include titanium dioxide, carbon black, zinc oxide and blue pigments as well as permanent red FGR.
- Suitable inert fillers are all substances customarily usable for this purpose in agrochemical compositions which do not function as thickeners. Preference is given to inorganic particles, such as carbonates, silicates and oxides, as well as organic substances, such as urea-formaldehyde condensates. Examples include kaolin, rutile, silicon dioxide, so-called highly disperse silica, silica gels, and natural and synthetic silicates, as well as talc.
- the formulations according to the invention may contain at least one further active ingredient (insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides).
- the insecticides include, for example, phosphoric acid esters, carbamates, carboxylic esters, chlorinated hydrocarbons, phenylureas, microorganism-produced substances and the like.
- Particularly favorable mixing partners are e.g. the following:
- Inhibitors of mitosis and cell division Benomyl, Carbendazim, Diethofencarb, Fuberidazole, Pencycuron, Thiabendazole,, Thiophanate-methyl, Zoxamide
- Azoxystrobin Cyazofamide, Dimoxystrobin, Enestrobin, Famoxadone, Fenamidon, Fluoxastrobin, Kresoximethyl, Metominostrobin, Orysastrobin, Pyraclostrobin,
- Metconazole myclobutanil, paclobutrazole, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimol, triticonazole, uniconazole, voriconazole, imazalil, hnazalilsulfat, oxpoconazole, fenarimol, flurprimidol, nuarimol, pyrifenox, triforin, pefurazoate, prochloraz, triflumizol, Viniconazol,
- bactericides Bronopol, dichlorophen, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, octhilinone, furancarboxylic acid, oxytetracycline, probenazole, streptomycin, tecloftalam, copper sulfate and other copper preparations.
- Carbamates for example Alanycarb, Aldicarb, Aldoxycarb, Allyxycarb, Aminocarb, Bendiocarb, Benfuracarb, Bufencarb, Butacarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Cloethocarb, Dimetilan, Ethiofencarb, Fenobucarb, Fenothiocarb, Formetanate, Furathiocarb, Isoprocarb, Metam-sodium, methiocarb, methomyl,
- Organophosphates for example acephates, azamethiphos, azinphos (-metllyl, -ethyl), bromophos-ethyl, bromfenvinfos (-methyl), butathiofos, cadusafos, carbophenothione, chloroethoxyfos,
- Chlorfenvinphos Chlormephos, Chlo ⁇ yrifos
- Pirimiphos (-methyl / -ethyl), Profenofos, Propaphos, Propetamphos, Prothiofos, Prothoate, Pyraclofos, Pyridaphenthion, Pyridathion, Quinalphos, Sebufos, Sulfotep, Sulprofos, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Triclorfon, Vamidothion
- Pyrethroids for example acrinathrin, allethrin (d-cis-trans, d-trans), beta-cyfluthrin, bifenthrin, Bioallethrin, Bioallethrin S-cyclopentyl isomer, Bioethanomethrin, Biopermethrin, Bioresmethrin, Chlovaporthrin, Cis-Cypermethrin, Cis-Resmethrin, Cis-Permethrin, Clocythrin, Cycloprothrin, Cyfluthrin, Cyhalothrin, Cypermethrin (alpha-, beta-, theta-, zeta -), Cyphenothrin, Deltamethrin, Empenthrin (IR isomer), Esfenvalerate, Etofenprox, Fenfluthrin, Fenpropathrin, Fenpyrithrin, Fenvalerate, Flubrocy
- Flufenprox Flumethrin, Fluvalinate, Fubfenprox, Gamma-Cyhalothrin, Imiprothrin, Kadethrin, Lambda-Cyhalothrin, Metofluthrin, Permethrin (cis, trans), Phenothrin (IR trans isomer), Prallethrin, Profuthrin, Protrifenbute, Pyresmethrin, Resmethrin, RU 15525, Silafluofen, Tau-Fluvalinate, Tefluthrin, Terallethrin, Tetramethrin (-1R-isomer), Tralomethrin, Transfluthrin, ZXI 8901, Pyrethrins (pyrethrum)
- Oxadiazines for example Indoxacarb
- Chloronicotinyls for example acetamipride, clothianidin, dinoteruran, imidacloprid, nitenpyram, nithiazines, thiacloprid, thiamethoxam
- Acetylcholine receptor modulators are Acetylcholine receptor modulators
- Organochlorines for example, camphechlor, chlordane, endosulfan, gamma-HCH, HCH, heptachlor, lindane, methoxychlor
- Fiproles for example, acetoprole, ethiprole, fipronil, pyrafluprole, pyriprole, vaniliprole Chloride channel activators
- Mectins for example avermectin, emamectin, emamectin benzoate, ivermectin, milbemycin
- Juvenile hormone mimetics for example, diofenolan, epofenonans, fenoxycarb, hydroprene, kinoprene,
- Diacylhydrazines for example chromafenozide, Halofenozide, Methoxyfenozide, Tebufenozide
- Benzoylureas for example bistrifluron, chlorofluazuron, diflubenzuron, fluazuron, flucycloxuron, fenphenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, penfluron, teflubenzuron, triflumuron
- Organozirin compounds for example azocyclotin, cyhexatin, fenbutatin oxides
- Dinitrophenols for example binapacyrl, dinobutone, dinocap, DNOC
- METI's for example fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad,
- Tetronic acids for example spirodiclofen, spiromesifen
- Tetramic acids for example spirotetramat
- Carboxamides for example flonicamide
- Octopaminergic agonists for example, amitraz
- Nereistoxin analogs for example thiocyclam hydrogen oxalate, thiosultap-sodium Agonists of the ryanodine receptor,
- Benzoic acid dicarboxamides for example flubendiamide
- Anthranilamides for example DPX E2Y45 (3-bromo-N- ⁇ 4-chloro-2-methyl-6-)
- Fumigants for example aluminum phosphides, methyl bromides, sulfuryl fluorides
- Food inhibitors for example Cryolite, Flonicamid, Pymetrozine
- Mite growth inhibitors for example clofentezine, etoxazole, hexythiazox
- the content of the individual components can be varied within a relatively wide range in the oil-based suspension concentrates according to the invention. That's how the concentrations are
- agrochemical active compounds in penetration promoters generally between 5 and 55 wt .-%, preferably between 15 and 40 wt .-%, particularly preferably between 15 and 30 wt .-%,
- vegetable oil in general, between 15 and 55% by weight, preferably between 20 and 50% by weight, particularly preferably between 25 and 40% by weight,
- surfactants or dispersants generally between 2.5 and 30 wt .-%, preferably between 5.0 and 25 wt .-% and, particularly preferably between 5 and 15 wt .-%,
- additives generally between 0 and 25 wt .-%, preferably between 0 and 20 wt .-%.
- the oil-based suspension concentrates according to the invention are prepared in such a way that the components are mixed together in the ratios desired in each case.
- the order in which the ingredients are mixed together is arbitrary. Conveniently, one uses the solid components in a finely ground state. However, it is also possible first to subject the suspension formed after mixing the constituents to a coarse and then to a fine grinding so that the mean particle size is less than 20 ⁇ m. Preference is given to suspension concentrates in which the solid particles have an average particle size of between 1 and 10 ⁇ m.
- the temperatures can be varied within a certain range when carrying out the process according to the invention. It is generally carried out at temperatures between 10 0 C and 60 0 C, preferably between 15 ° C and 40 0 C.
- customary mixing and grinding devices which are used for the production of agrochemical formulations are suitable.
- the oil-based suspension concentrates according to the invention are formulations which remain stable even after prolonged storage at elevated temperatures or in the cold, since no crystal growth is observed. They can be converted by dilution with water into homogeneous spray liquids. The application of these spray liquids by conventional methods, so for example by spraying, pouring or injecting.
- the application rate of the oil-based suspension concentrates according to the invention can be varied within a relatively wide range. It depends on the particular agrochemical active ingredients and their content in the formulations. With the aid of the oil-based suspension concentrates according to the invention, agrochemical active substances, in particular from the series of neonicotinoids, can be applied in a particularly advantageous manner to plants and / or their habitat.
- plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants).
- Crop plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant varieties which can or can not be protected by plant breeders' rights.
- Plant parts are to be understood as meaning all aboveground and subterranean parts and organs of the plants, such as shoot, leaf, flower and root, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes.
- the plant parts also include crops and vegetative and generative propagation material, such as cuttings, tubers, rhizomes, offshoots and seeds.
- the treatment according to the invention of the plants and plant parts with the formulations according to the invention is carried out directly or by acting on their environment, habitat or Storage room according to the usual treatment methods, for example by dipping, spraying, vaporizing, atomizing, spreading, painting and propagating material, especially in seeds, further by single or multi-layer wrapping.
- the contained agrochemical active ingredients develop a better biological effectiveness than when applied in the form of the corresponding conventional formulations.
- R is alkyl of 12 to 14 carbon atoms
- EO is -CH 2 -CH 2 -O
- the number 6 represents an average value
- Example 2 After completion of the addition, stirring is continued for 10 minutes at room temperature. The resulting homogeneous suspension is first subjected to coarse and then fine grinding, so that a suspension is obtained in which 90% of the solid particles have a particle size below 6 microns.
- Example 2
- R is alkyl of 12 to 14 carbon atoms
- EO is -CH 2 -CH 2 -O
- the number 6 represents an average value
- Example 3 After completion of the addition, stirring is continued for 10 minutes at room temperature. The resulting homogeneous suspension is first subjected to coarse and then fine grinding, so that a suspension is obtained in which 90% of the solid particles have a particle size below 6 microns.
- Example 3
- R is alkyl of 12 to 14 carbon atoms
- EO is -CH 2 -CH 2 -O
- the number 6 represents an average value
- Example 4 After completion of the addition, stirring is continued for 10 minutes at room temperature. The resulting homogeneous suspension is first subjected to coarse and then fine grinding, so that a suspension is obtained in which 90% of the solid particles have a particle size below 6 microns.
- Example 4
- R is alkyl of 12 to 14 carbon atoms
- EO is -CH 2 -CH 2 -O
- the number 6 represents an average value
- Example 5 After completion of the addition, stirring is continued for 10 minutes at room temperature. The resulting homogeneous suspension is first subjected to coarse and then fine grinding, so that a suspension is obtained in which 90% of the solid particles have a particle size below 6 microns.
- Example 5
- R is alkyl of 12 to 14 carbon atoms
- EO is -CH 2 -CH 2 -O
- the number 6 represents an average value
- R is alkyl of 12 to 14 carbon atoms
- EO is -CH 2 -CH 2 -O
- the number 6 represents an average value
- Antifoam 1500 silicone composition
- G 1281 polyoxyalkylene fatty acid glyceride
- Atlox MBA 13/20 single branched alcohol ethoxylate (20 EO)
- Atlox 4838 B mixture of alkylaryl sulphonate and ethylhexanol Borresperse
- NA lignin sulphonate
- Lutensol TO 6 Alkanol alkoxylate of the formula RO- (EO) 6 -H silfoam I l32: polydimethylsiloxane
- Vulkanox BHT butylhydroxytoluene
- Zephrym PD 7000 polyoxyalkyleneamine derivative
- Sheets were used, which were cut in the fully developed state of apple trees of the variety Golden Delicious. The isolation of the cuticles took place in such a way that
- the cuticles were placed with tweezers in the middle of the silicone grease-coated edges of the diffusion cells and sealed with a likewise greased ring. The arrangement was chosen so that the morphological outside of the cuticles was directed outwards, ie towards the air, while the original inner side was facing the inside of the diffusion cell.
- the diffusion cells were filled with a 1% phospholipid suspension.
- 10 ⁇ l of the spray mixture of the following composition with radiolabelled imidacloprid were applied to the outside of the cuticle.
- the preparation of the spray mixture is carried out with local tap water medium water hardness.
- the water was allowed to evaporate, inverting the chambers and placing them in thermostated tubs in which the temperature and humidity above the cuticle was adjustable by a gentle stream of air to the cuticle with the spray coating (20 0 C 3 60% rh). At regular intervals aliquots were taken from an autosampler and measured in a scintillation counter.
- test results are shown in the following table.
- the figures given are average values from 6 to 8 measurements.
- Cellulose acetate (Silcox and Holloway, 1986) determined the amount not absorbed. The following table shows the mean values of 3-4 repetitions.
- test results are shown in the following table.
- the numbers given are average values of 5 measurements.
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
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Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BRPI0610045-7A BRPI0610045A2 (pt) | 2005-04-20 | 2006-04-07 | concentrados de suspensão à base de óleo, processo para a produção, bem como uso dos mesmos e processo para controle de insetos |
US11/912,069 US20110086887A1 (en) | 2005-04-20 | 2006-04-07 | Oil-Based Suspension Concentrates |
AU2006237085A AU2006237085B2 (en) | 2005-04-20 | 2006-04-07 | Oil-based suspension concentrates |
JP2008506964A JP2008536882A (ja) | 2005-04-20 | 2006-04-07 | 油性懸濁製剤 |
CA002605219A CA2605219A1 (en) | 2005-04-20 | 2006-04-07 | Oil-based suspension concentrates |
EP06724140A EP1874115A1 (de) | 2005-04-20 | 2006-04-07 | Suspensionskonzentrate auf ölbasis |
IL186679A IL186679A0 (en) | 2005-04-20 | 2007-10-16 | Oil-based suspension concentrates |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102005018262.3 | 2005-04-20 | ||
DE102005018262A DE102005018262A1 (de) | 2005-04-20 | 2005-04-20 | Suspensionskonzentrate auf Ölbasis |
Publications (1)
Publication Number | Publication Date |
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WO2006111279A1 true WO2006111279A1 (de) | 2006-10-26 |
Family
ID=36588943
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP2006/003202 WO2006111279A1 (de) | 2005-04-20 | 2006-04-07 | Suspensionskonzentrate auf ölbasis |
Country Status (17)
Country | Link |
---|---|
US (1) | US20110086887A1 (de) |
EP (1) | EP1874115A1 (de) |
JP (1) | JP2008536882A (de) |
KR (1) | KR20080002969A (de) |
CN (1) | CN101193553A (de) |
AR (1) | AR053362A1 (de) |
AU (1) | AU2006237085B2 (de) |
BR (1) | BRPI0610045A2 (de) |
CA (1) | CA2605219A1 (de) |
DE (1) | DE102005018262A1 (de) |
IL (1) | IL186679A0 (de) |
MA (1) | MA29410B1 (de) |
RU (1) | RU2416198C2 (de) |
TW (1) | TW200704366A (de) |
UA (1) | UA89230C2 (de) |
WO (1) | WO2006111279A1 (de) |
ZA (1) | ZA200708894B (de) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007042152A1 (de) * | 2005-10-11 | 2007-04-19 | Bayer Cropscience Ag | Suspensionskonzentrate auf ölbasis |
EP1905302A1 (de) * | 2006-09-30 | 2008-04-02 | Bayer CropScience AG | Suspensionskonzentrate |
WO2011147766A2 (en) | 2010-05-27 | 2011-12-01 | Bayer Cropscience Ag | Use of oil based suspension concentrates for reducing drift during spray application |
WO2012000902A1 (de) * | 2010-06-29 | 2012-01-05 | Bayer Cropscience Ag | Verbesserte insektizide zusammensetzungen enthaltend cyclische carbonylamidine |
EP2422619A1 (de) | 2010-08-31 | 2012-02-29 | Cheminova A/S | Neonicotinyl-Formulierungen |
EP3878279A1 (de) | 2020-03-10 | 2021-09-15 | Bayer Aktiengesellschaft | Verwendung von ölbasierten suspo-emulsion-konzentraten zur verringerung des verwehens bei sprühanwendungen |
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EP2002719A1 (de) * | 2007-06-12 | 2008-12-17 | Bayer CropScience AG | Adjuvans-Zusammensetzung auf Ölbasis |
EP2092822A1 (de) * | 2008-02-25 | 2009-08-26 | Bayer CropScience AG | Suspensionskonzentrate auf Ölbasis |
CN107484767A (zh) * | 2017-08-14 | 2017-12-19 | 江苏龙灯化学有限公司 | 一种油基悬浮剂及其制备方法和用途 |
CN113749089B (zh) * | 2020-06-02 | 2023-11-03 | 江苏龙灯化学有限公司 | 一种具有改善的稳定性的油分散组合物 |
GB202207660D0 (en) * | 2022-05-25 | 2022-07-06 | Upl Mauritius Ltd | Fungicide composition |
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- 2006-04-07 US US11/912,069 patent/US20110086887A1/en not_active Abandoned
- 2006-04-07 KR KR1020077026675A patent/KR20080002969A/ko not_active Application Discontinuation
- 2006-04-07 AU AU2006237085A patent/AU2006237085B2/en not_active Expired - Fee Related
- 2006-04-07 EP EP06724140A patent/EP1874115A1/de not_active Withdrawn
- 2006-04-07 CN CNA2006800209326A patent/CN101193553A/zh active Pending
- 2006-04-07 RU RU2007142432/21A patent/RU2416198C2/ru not_active IP Right Cessation
- 2006-04-07 JP JP2008506964A patent/JP2008536882A/ja not_active Withdrawn
- 2006-04-07 WO PCT/EP2006/003202 patent/WO2006111279A1/de active Application Filing
- 2006-04-07 CA CA002605219A patent/CA2605219A1/en not_active Abandoned
- 2006-04-07 BR BRPI0610045-7A patent/BRPI0610045A2/pt not_active IP Right Cessation
- 2006-04-07 UA UAA200712888A patent/UA89230C2/ru unknown
- 2006-04-18 AR ARP060101524A patent/AR053362A1/es not_active Application Discontinuation
- 2006-04-19 TW TW095113867A patent/TW200704366A/zh unknown
-
2007
- 2007-10-16 IL IL186679A patent/IL186679A0/en unknown
- 2007-10-17 ZA ZA200708894A patent/ZA200708894B/xx unknown
- 2007-10-29 MA MA30329A patent/MA29410B1/fr unknown
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Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007042152A1 (de) * | 2005-10-11 | 2007-04-19 | Bayer Cropscience Ag | Suspensionskonzentrate auf ölbasis |
EA013647B1 (ru) * | 2005-10-11 | 2010-06-30 | Байер Кропсайенс Аг | Суспензионные концентраты на масляной основе |
EP1905302A1 (de) * | 2006-09-30 | 2008-04-02 | Bayer CropScience AG | Suspensionskonzentrate |
WO2008037375A2 (de) * | 2006-09-30 | 2008-04-03 | Bayer Cropscience Ag | Suspensionskonzentrate |
WO2008037375A3 (de) * | 2006-09-30 | 2008-05-29 | Bayer Cropscience Ag | Suspensionskonzentrate |
US7977278B2 (en) | 2006-09-30 | 2011-07-12 | Bayer Cropscience Ag | Suspension concentrates |
WO2011147766A2 (en) | 2010-05-27 | 2011-12-01 | Bayer Cropscience Ag | Use of oil based suspension concentrates for reducing drift during spray application |
WO2012000902A1 (de) * | 2010-06-29 | 2012-01-05 | Bayer Cropscience Ag | Verbesserte insektizide zusammensetzungen enthaltend cyclische carbonylamidine |
EP2422619A1 (de) | 2010-08-31 | 2012-02-29 | Cheminova A/S | Neonicotinyl-Formulierungen |
WO2012028151A1 (en) | 2010-08-31 | 2012-03-08 | Cheminova A/S | Neonicotinyl formulations |
EP3878279A1 (de) | 2020-03-10 | 2021-09-15 | Bayer Aktiengesellschaft | Verwendung von ölbasierten suspo-emulsion-konzentraten zur verringerung des verwehens bei sprühanwendungen |
WO2021180640A1 (en) | 2020-03-10 | 2021-09-16 | Bayer Aktiengesellschaft | Use of oil based suspo-emulsion concentrates for reducing drift during spray application |
Also Published As
Publication number | Publication date |
---|---|
CN101193553A (zh) | 2008-06-04 |
CA2605219A1 (en) | 2006-10-26 |
JP2008536882A (ja) | 2008-09-11 |
AR053362A1 (es) | 2007-05-02 |
UA89230C2 (ru) | 2010-01-11 |
RU2416198C2 (ru) | 2011-04-20 |
RU2007142432A (ru) | 2009-05-27 |
BRPI0610045A2 (pt) | 2010-05-25 |
US20110086887A1 (en) | 2011-04-14 |
TW200704366A (en) | 2007-02-01 |
AU2006237085B2 (en) | 2011-04-28 |
MA29410B1 (fr) | 2008-04-01 |
ZA200708894B (en) | 2009-05-27 |
KR20080002969A (ko) | 2008-01-04 |
IL186679A0 (en) | 2008-02-09 |
DE102005018262A1 (de) | 2006-10-26 |
AU2006237085A1 (en) | 2006-10-26 |
EP1874115A1 (de) | 2008-01-09 |
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