WO1997002748A1 - Synergistic pesticidal composition of diafenthiuron and hexythiazox - Google Patents
Synergistic pesticidal composition of diafenthiuron and hexythiazox Download PDFInfo
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- WO1997002748A1 WO1997002748A1 PCT/EP1996/002858 EP9602858W WO9702748A1 WO 1997002748 A1 WO1997002748 A1 WO 1997002748A1 EP 9602858 W EP9602858 W EP 9602858W WO 9702748 A1 WO9702748 A1 WO 9702748A1
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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
- 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
- A01N47/08—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 one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
Definitions
- the present invention relates to a pesticidal composition, which comprises a combination of pesticidally active compounds, a method of controlling pests using the said composition, a process for the preparation of the composition, its use and plant propagation material treated with it, and the use of the compounds of the following formulae (A) and (B) for the preparation of the composition.
- the invention relates to a pesticidal composition which comprises a combination, which can be varied in terms of amounts, of the pesticidally active compound of the formula
- the compound 1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)thiourea (diafenthiuron) of the formula (A) is known, for example, from The Pesticide Manual, 10 ,h Ed. (1994), The Brit ⁇ ish Crop Protection Council, London, page 294.
- Agrochemically tolerated salts of the compounds of the formulae (A) and (B) are, for exam ⁇ ple, acid addition salts of inorganic or organic acids, in particular of hydrochloric acid, hy ⁇ drobromic acid, sulfuric acid, nitric acid, perchloric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, malonic acid, toluenesulfonic acid or benzoic acid.
- compositions which comprise, as active ingredients, the compounds of the formulae (A) and (B) in the free form are preferred in the context of the present invention.
- the combinations of active compounds according to the invention preferably comprise the active compound of the formula (A) and the active compound of the formula (B) in a mixing ratio (weight ratio, in the ratio of their molecular weights or the ratio of the LD ⁇ values for a particular pest to be controlled) of 1 :50 to 50:1 , in particular in a ratio between 1 :20 and 20:1 , especially between 10:1 and 1 :10, also preferably between 50:1 and 3:1 , very par ⁇ ticulariy between 40:1 and 10:1 , also preferably between 2:1 and 1 :2, or in a ratio of 40:1 or 30:1 , or 20:1 , or 20:3, or 15:1 , or 10:1 , or 5:1 , or 5:2, or 5:3, or 5:4, or 4:1 , or 4:3, or 3:1 , or 3:2, or 2:1 , or 1 : 20, or 1 :10, or 1 :5, or 2:5, or 3:5, or 4:5, or 1 :
- the composition according to the invention is outstandingly suitable for controlling curatively and, in some cases, also preventively a very advanta ⁇ geous spectrum of pests, even at low rates of application, while being well toler ⁇ ated by, for example, warm-blooded animals, fish and plants.
- the composition according to the invention is effective against all or individual development stages of normally sensitive and also resistant pests, such as insects or representatives of the order Acarina.
- the good pesticidal activity of the composition according to the invention may manifest itself directly, that is to say in the death of the pests, which occurs immediately or only at a later date, or indirectly, for example in a re ⁇ quiz oviposition and/or a reduced hatching rate of corresponding pests, the good activity corresponding, for example, to a mortality and/or a reduction in the oviposition and/or in the hatching rate of at least 50 to 60 %.
- the pests which can be controlled with the composition according to the inven ⁇ tion, include: from the order Lepidoptera, for example,
- Blatta spp. Blattelia spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., 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 MaHophaga r for example, Damaltaea spp.
- Thysanoptera for example, Frankliniella spp., Hercinothrips spp., Taenio- thrips spp., Thrips palmi, Thrips tabaci and Scirtothrips aurantii; from the order Heteroptera, for example, Cimexspp., Distantiella theobroma, Dysdercus spp., Euchistus spp. Eurygaster spp. Leptocorisa spp., Nezara spp., Piesma spp., Rhodnius spp., Sahlbergella singularis, Scotinophara spp.
- Thysanoptera for example, Frankliniella spp., Hercinothrips spp., Taenio- thrips spp., Thrips palmi, Thrips tabaci and Scirtothrips aurantii
- Heteroptera for example, Cimexspp., Distant
- 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, Chrysomphalus dictyospermi, Coccus hesperidum, Empoasca spp., Eriosoma lanigerum, Erythroneura spp., Gascardia spp., Laodelphax spp., Lecanium comi, Lepidosaphes spp., Macrosiphus spp., Myzus spp., Nephotettix spp., Nilaparvata spp., Paratoria spp., Pemphigus spp., Planococc
- Vespa spp. from the order Diptera, for example, Aedes spp., Antherigona soccata, Bibio hortulanus, Calliphora erythrocephala, Ceratitis spp., Chrysomyiaspp., Culex spp., Cuterebra spp., Dacus spp., Drosophila melanogaster, Fannia spp., Gastrophilus spp., Glossina spp., Hy- pode ⁇ na 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.
- Siphonaptera for example, Ceratophyllus spp. and Xenopsylla cheopis
- Thysanura for example, Lepisma saccharina
- Acarina for example, Acarus siro, Aceria sheldoni, Aculus spp., Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa, Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae, Eotetranychus carpini, Eriophyes spp., Hyaiomma spp., Ixodes spp., Olygonychus pratensis, Ornithodoros spp., Panonychus spp., Phyllocop-
- compositions ac ⁇ cording to the invention include, in particular:
- Aculus spp. in particular A.
- A. is aculus spp., in particular A.
- Brevipalpus spp. in particular B. califomicus and B. phoenicis
- Phyllocoptruta spp. in particular P. oleivora
- Eriophyes spp. in particular E. vitis
- Panonychus spp. in particular P. uimi and P. citri
- Eotetranychus spp. in particular E. carpini and E. orientalis
- Polyphagotarsonemus spp. in particular P. latus
- Tetrany ⁇ chus spp. in particular T. urticae, T. cinnabarinus and T. kanzawai.
- Pests of the type mentioned which occur on plants, in particular on useful plants and orna ⁇ mentals in agriculture, in horticulture and in forestry, or on parts, such as fruit, blossom, foli ⁇ age, stems, tubers or roots, of such plants can be controlled, i.e. checked or destroyed, in particular using the composition according to the invention, even parts of plants which grow later in some cases being protected against these pests.
- the active composition according to the invention can advantageously be employed for pest control in cereals, such as maize or sorghum; in fruit, for example pome, stone and soft fruit, such as apples, pears, plums, peaches, almonds, cherries or berries, for example strawberries, raspberries and blackberries; in leguminous plants, such as beans, lentils, peas or soya; in oil crops, such as oilseed rape, mustard, poppy, olives, sunflowers, coco ⁇ nut, Ricinus, cocoa or groundnuts; in gourds, such as pumpkins, cucumbers or melons; in fibre plants, such as cotton, flax, hemp or jute; in citrus fruits, such as oranges, lemons, grapefruits or tangerines; in vegetables, such as spinach, lettuce, asparagus, cabbage spe ⁇ cies, carrots, onions, tomatoes, potatoes or capsicum; in laurel family plants, such as avo ⁇ cado, cinnamon or camphor, or in tobacco, nuts, coffee, au
- the pesticidal activity of the composition ac ⁇ cording to the invention if compared with the combined pesticidal activities of the individual compounds (A) and (B) together forming the active ingredient of the instant composition, is not only additive, as can be expected in principle, but also shows a surprising synergistic effect.
- the term "synergistic effect" is neither limited to the pure pesticidal activity against a certain pest species, nor is it necessary, that this term relates at all to the pure pesticidal activity, but this term can relate to any property of the instant composition, which is advantageous, if compared with the combined corresponding properties of the in ⁇ dividual compounds (A) and (B) together forming the active ingredients of the instant com ⁇ position.
- Such advantageous properties of the instant composition there may be mentioned: a broadening in the spectrum of the pesticidal activity towards additional or different pests, for example towards a resistant pest species; a reduction in the rates of application of the compounds (A) and/or (B); a sufficient degree of pest control by means of the instant composition even in cases where the individual compounds (A) and (B) to ⁇ gether forming the active ingredient of the instant composition are totally ineffective due to their extremely low rates of application; an advantageous behaviour in the case of being formulated and/or applied, for example if being ground, sieved, compressed, emulsified, dissolved, dispersed or sprayed; an improved storage stability; a better light stability; a bet ⁇ ter heat stability; an advantageous behaviour in the case of being degraded; a better toxi ⁇ cology profile; an improved ecotoxicological behaviour; other advantages familiar to those skilled in the art.
- compositions according to the invention are emulsifiable concentrates, suspension concentrates, solutions which can be sprayed or diluted directly, spreadable pastes, dilute emulsions, wettable powders, solu ⁇ ble powders, dispersible powders, dusts, granules or capsules in polymeric substances, which comprise the active compounds of the formulae (A) and (B).
- the active compounds are employed in these compositions together with at least one of the auxiliaries conventionally used in formulation technology, such as extenders, for example solvents or solid carriers, or such as surface-active compounds (surfactants).
- Solvents can be, for example: non-hydrogenated or partially hydrogenated aromatic hydro ⁇ carbons, preferably fractions C 8 to C ⁇ 2 of alkylbenzenes, such as xylene mixtures, alkylated naphthalenes or tetrahydronaphthalene, aliphatic or cycloaliphatic hydrocarbons, such as paraffins or cyclohexane, alcohols, such as ethanol, propanol or butanol, glycols and ethers and esters thereof, such as propylene glycol, dipropylene glycol ethers, ethylene glycol or ethylene glycol mono-methyl or -ethyl ether, ketones, such as cyclohexanone, isophorone or diacetone alcohol, strongly polar solvents, such as N-methylpyrrolid-2-one, dimethyl sul ⁇ foxide or N.N-dimethylformamide, water, non-epoxidized or epoxidized vegetable oils, such
- Solid carriers which can be used are as a rule natural rock powders, such as calcite, talc, kaolin, montmorillonite or attapulgite. Highly disperse silicic acids or highly disperse absorbent polymers can also be added to improve the physical properties.
- Granular adsorptive granule carriers are porous types, such as pumice, crushed brick, sepiolite or bentonite, and non-absorbent carrier materials are calcite or sand. A large number of granulated materials of inorganic or organic nature, in particular dolomite or comminuted plant residues, can furthermore be used.
- Surface-active compounds are, depending on the nature of the active compound to be for ⁇ mulated, nonionic, cationic and/or anionic surfactants or surfactant mixtures with good emulsifying, dispersing and wetting properties.
- the surfactants listed below are to be re ⁇ knit only as examples; many other surfactants which are conventionally used in the art of formulation and are suitable according to the invention are described in the relevant lit ⁇ erature.
- Nonionic surfactants are, in particular, polyglycol ether derivatives of aliphatic or cy ⁇ cloaliphatic alcohols, saturated or unsaturated fatty acids and alkylphenols, which can con ⁇ tain 3 to 30 glycol ether groups and 8 to 20 carbon atoms in the (aliphatic) hydrocarbon radical and 6 to 18 carbon atoms in the alkyl radical of the alkylphenols.
- Water-soluble polyethylene oxide adducts containing 20 to 250 ethylene glycol ether and 10 to 100 pro ⁇ pylene glycol ether groups, on polypropylene glycol, ethylenediaminopolypropylene glycol and alkylpolypropylene glycol having 1 to 10 carbon atoms in the alkyl chain are further ⁇ more suitable.
- the compounds mentioned usually contain 1 to 5 ethylene glycol units per propylene glycol unit. Examples are nonylphenolpolyethoxyethanols, castor oil polyglycol ether, polypropylene/polyethylene oxide adducts, tributylphenoxypolyethoxyethanol, poly ⁇ ethylene glycol and octylphenoxypolyethoxyethanol.
- Fatty acid esters of polyoxyethylene- sorbitan such as polyoxyethylenesorbitan trioleate, are furthermore suitable.
- the cationic surfactants are, in particular, quatemary ammonium salts which contain, as substituents, at least one alkyl radical having 8 to 22 C atoms and, as further substituents, lower, non-halogenated or halogenated alkyl, benzyl or lower hydroxyalkyl radicals.
- the salts are preferably in the form of halides, methyl-sulfates or ethyl-sulfates. Examples are stearyl-trimethyl-ammonium chloride and benzyl-di(2-chloroethyl)ethyl-ammonium bromide.
- Suitable anionic surfactants can be either water-soluble soaps or water-soluble synthetic surface-active compounds.
- Suitable soaps are for instance the alkali metal, alkaline earth metal and substituted or unsubstituted ammonium salts of higher fatty acids (C10-C22), such as the sodium or potassium salts of oleic or stearic acid, or of naturally occurring fatty acid mixtures, which can be obtained, for example, from coconut oil or tall oil; they are also the fatty acid methyl-taurine salts.
- synthetic surfactants in particular fatty sulfonates, fatty sulfates, sulfonated benzimidazole derivatives or alkylarylsulfonates, are more often used.
- the fatty sulfonates and sulfates are as a rule in the form of alkali metal, alkaline earth metal or substituted or unsubstituted ammonium salts and in general contain an alkyl radical having 8 to 22 C atoms, alkyl also including the alkyl moiety of acyl radicals; examples are the sodium or calcium salt of ligninsulfonic acid, of dodecylsulfuric acid ester or of a fatty alcohol sulfate mixture prepared from naturally occurring fatty acids. These also include the salts of the sulfuric acid esters and sulfonic acids of fatty alcohol-ethylene oxide adducts.
- the sulfonated benzimidazole derivatives preferably contain 2 sulfonic acid groups and a fatty acid radical having about 8 to 22 C atoms.
- Alkylarylsulfonates are, for example, the sodium, calcium or triethanolammonium salts of dodecylbenzenesulfonic acid, of dibutylnaphthalenesulfonic acid or of a naphthalenesulfonic acid-formaldehyde condensation product.
- Corresponding phosphates such as salts of the phosphoric acid ester of a p-nonylphenol-(4-14)-ethylene oxide adduct or phospholipids, are furthermore also suitable.
- Emulsifiable concentrates Mixture of (A) and (B): 1 to 90%, preferably 5 to 20% Surfactant: 1 to 30%, preferably 10 to 20 % Solvent: 5 to 98%, preferably 70 to 85%
- Suspension concentrates Mixture of (A) and (B): 5 to 75%, preferably 10 to 50% Water: 94 to 24%, preferably 88 to 30% Surfactant: 1 to 40%, preferably 2 to 30%
- Wettable powders Mixture of (A) and (B): 0.5 to 90%, preferably 1 to 80% Surfactant: 0.5 to 20%, preferably 1 to 15% Solid carrier: 5 to 99%, preferably 15 to 98% Granules:
- Solid carrier 99.5 to 70%, preferably 97 to 85%
- compositions according to the invention can also comprise other solid or liquid auxilia ⁇ ries, such as stabilisers, for example non-epoxidized or epoxidized plant oils (for example epoxidised coconut oil, rapeseed oil or soya oil), antifoams, for example silicone oil, pre ⁇ servatives, viscosity regulators, binders and/or tackifiers, as well as fertilizers or other active compounds for achieving specific effects, for example bactericides, fungicides, nematicides, moliuscicides or herbicides.
- auxilia ⁇ ries such as stabilisers, for example non-epoxidized or epoxidized plant oils (for example epoxidised coconut oil, rapeseed oil or soya oil), antifoams, for example silicone oil, pre ⁇ servatives, viscosity regulators, binders and/or tackifiers, as well as fertilizers or other active compounds for achieving specific effects, for example bactericides
- compositions according to the invention are prepared in a known manner, for example by grinding, sieving and/or pressing an active compound or the composition, for example to a particular particle size, before mixing with the auxiliary or auxiliaries, and by intimate mix ⁇ ing and/or grinding of the composition with the auxiliary or auxiliaries.
- the invention there ⁇ fore also relates to the process for the preparation of the compositions.
- the invention also relates to the methods of application of the compositions, i.e. the meth ⁇ ods for controlling pests of the type mentioned, such as - to be chosen according to the in ⁇ tended aims and given circumstances - spraying, wetting, atomising, dusting, brushing, dressing, scattering or pouring, and to the use of the compositions for controlling pests of the type mentioned.
- Typical rates of application are between 0.1 and 1000 ppm, preferably between 0.1 and 500 ppm, of active compound.
- the rate of application can vary within wide limits and depends on the nature of the soil, the type of application (foliar application; seed dressing; application in the seed furrow), the crop plant, the pest to be controlled, the par ⁇ ticular prevailing climatic circumstances and other factors determined by the type of appli ⁇ cation, the time of application and the target crop.
- the rates of application per hectare are in general 1 to 2000 g of active compound mixture per hectare, in particular 10 to 1000 g/ha, preferably 20 to 600 g/ha, particularly preferably 20 to 200 g/ha.
- a preferred method of application in the field of plant protection is application to the foliage of the plants (foliar application), where the frequency of application and rate of application are appropriate to the risk of infestation by the particular pest.
- the active com ⁇ pounds can also enter the plants via the root system (systemic action), by soaking the loca- tion of the plants with a liquid composition or introducing the active compounds into the lo ⁇ cation of the plants, for example into the soil, in solid form, for example in the form of gran ⁇ ules (soil application). In paddy rice crops, such granules can be metered into the flooded rice field.
- compositions according to the invention are also suitable for the protection of plant propagation material, for example, seed, such as fruit, tubers or grains, or plant seedlings, against animal pests.
- the propagation material can be treated with the composition before placement, for example seed can be dressed before sowing.
- the active compounds ac ⁇ cording to the invention can also be applied to seed grains (coating) by steeping the grains in a liquid composition or coating them with a solid composition.
- the composition can also be applied to the placement location during placement of the propagation material, for ex ⁇ ample during sowing in the seed furrow.
- the invention also relates to this treatment method for plant propagation material and to the plant propagation material treated in this way.
- Example F1 Emulsion concentrates a) b) c)
- Emulsions of any desired concentration can be prepared from such concentrates by dilution with water.
- Example F2 Solutions a) b) c) d)
- Active ingredients (20 : 1) 80% 10% 5% 95%
- the solutions are suitable for use in the form of very fine drops.
- Example F3 Granules a) b) c) d)
- Active compound mixture (20 : 3) 5 % 10% 8% 21 %
- the active compounds are dissolved together in dichloromethane, the solution is sprayed onto the carrier and the solvent is then evaporated off in vacuo.
- Example F4 Dusts a) b)
- Ready-to-use dusts are obtained by intimate mixing of the carriers with the active com ⁇ pounds.
- Example F5 Wettable powders a) b) c)
- the active compounds are mixed with the additives and the mixture is ground thoroughly in a suitable mill. Wettable powders which can be diluted with water to give suspensions of any desired concentration are obtained.
- Example F6 Emulsion concentrate
- Active ingredients (40 : 1) 10 %
- Emulsions of any desired concentration can be prepared from this concentrate by dilution with water.
- Example F7 Dusts a) b)
- Active compound mixture (3 : 1) 5 % 8 %
- Active compound mixture (10 : 1) 10 %
- the active compounds are mixed with the additives and the mixture is ground and mois ⁇ tened with water. This mixture is extruded and granulated and the granules are then dried in a stream of air.
- Example F9 Coated granules
- the finely ground active compounds are applied uniformly, in a mixer, to the kaolin mois ⁇ tened with polyethylene glycol. Dust-free coated granules are obtained in this manner.
- Active compound mixture (15 : 1) 40 %
- the finely ground active compounds are intimately mixed with additives.
- a suspension con ⁇ centrate from which suspensions of any desired concentration can be prepared by dilution with water is obtained in this way. It is often more practical to formulate the active compound of the formula (A) and the mixing partner (B) individually and then to bring them together in the applicator in the desired mix ⁇ ing ratio as a "tank mix" in water only shortly before application.
- a pesticidally synergistic effect is always present if the action of the combination of the ac ⁇ tive compound of the formula (A) with the active compound of the formula (B) is greater than the sum of the actions of the active compounds applied individually.
- the pesticidal action to be expected Ae for a given combination of two pesti ⁇ cides can be calculated as follows (cf. COLBY, S.R., "Calculating synergistic and antago ⁇ nistic response of herbicide combinations", Weeds 15, pages 20-22, 1967):
- Y Per cent mortality under treatment with the compound of the formula (B) at a rate of application of q kg per hectare compared with the untreated control.
- Ae Expected pesticidal action (percent mortality compared with the untreated control) af ⁇ ter treatment with the compound of the formula (A) and the compound of the formula (B) at a rate of application of p + q kg of active compound per hectare.
- Example B1 Action against Bemisia tabaci
- Dwarf bean plants are placed in gauze cages and populated with adults of Bemisia tabaci. After oviposition has taken place, all the adults are removed. 10 days later, the plants with the nymphs on them are sprayed with an aqueous suspension spray mixture which com ⁇ prises a total amount of 50 ppm of the active ingredients. After a further 14 days, the per ⁇ cent hatching of the eggs is evaluated in comparison with the untreated control set-ups.
- the combinations of the active compound of the formula (A) with the ac ⁇ tive compound of the formula (B) show a synergistic effect.
- the combinations of the active compounds of the formulae (A) ands (B) in the ratios of 20:1 and 20:3 show a very good effect.
- Example B2 Action against Spodoptera littoralis caterpillars
- Young soya plants are sprayed with an aqueous emulsion spray mixture which comprises 400 ppm of the active ingredients. After the spray coating has dried on, the soya plants are populated with 10 caterpillars of the third stage of Spodoptera littoralis and placed in a plas ⁇ tic container. The evaluation is carried out 3 days later. The percentage reduction in the population or the percentage reduction in feeding damage (% action) is determined by comparison of the number of dead caterpillars and the feeding damage on the treated plants to those on untreated plants.
- the combinations of the active compound of the formula (A) with the ac ⁇ tive compound of the formula (B) show a synergistic effect.
- the combinations of the active ingredient of the formula (A) with the active ingredient of the formula (B) in the ratios of 10:1 and 40:1 show a very good effect.
- Example B3 Ovicidal action on Lobesia botrana
- Lobesia botrana eggs deposited on filter paper are immersed for a short time in an acetone- water test solution which comprises 400 ppm of the active compound mixture to be tested. After the test solution has dried, the eggs are incubated in Petri dishes. After 6 days, the percentage hatching of the eggs is evaluated in comparison with untreated control set-ups (% hatching reduction). ln this experiment, the combinations of the active compound of the formula (A) with the ac ⁇ tive compound of the formula (B) show a synergistic effect. In particular, the combinations of the active compounds of the formulae (A) and (B) in the ratio of 20:1 and in the ratio of 20:3 show a very good effect.
- Example B4 Action against Panonychus ulmi (OP and carb-resistant. Apple seedlings are populated with adult females of Panonychus ulmi. After 7 days, the in ⁇ fected plants are sprayed to drip point with an aqueous emulsion spray mixture comprising 400 ppm of the active ingredients to be tested, and are grown in a greenhouse. The evaluation is carried out after 14 days. The percentage reduction in the population (% ac ⁇ tion) is determined by comparison of the number of dead spider mites on the treated plants to those on untreated plants.
- the combinations of the active compound of the formula (A) with the ac ⁇ tive compound of the formula (B) show a synergistic effect.
- the combinations of the active compounds of the formulae (A) and (B) in the ratios of 5:1 , 15:1 and 30:1 show a very good effect.
- Example B5 Action against Tetranychus urticae
- Young bean plants are populated with a mixed population of Tetranychus urticae, and are sprayed one day later with an aqueous emulsion spray mixture which comprises 400 ppm of the active ingredients. The plants are then incubated for 11 days at 24°C and thereafter evaluated. The percentage reduction in the population (% action) is determined by compari ⁇ son of the number of dead eggs, larvae and adults on the treated plants to those on un ⁇ treated plants.
- the combinations of the active ingredients of the formula (A) with the ac ⁇ tive compound of the formula (B) show a synergistic effect.
- the combinations of the active compounds of the formulae (A) and (B) in the ratios of 10:1 , 15:1 and 20:1 show a very good effect.
Abstract
Description
Claims
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU65157/96A AU6515796A (en) | 1995-07-10 | 1996-07-01 | Synergistic pesticidal composition of diafenthiuron and hexyhiazox |
EP96924824A EP0837633A1 (en) | 1995-07-10 | 1996-07-01 | Synergistic pesticidal composition of diafenthiuron and hexythiazox |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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CH2007/95 | 1995-07-10 | ||
CH200795 | 1995-07-10 |
Publications (1)
Publication Number | Publication Date |
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WO1997002748A1 true WO1997002748A1 (en) | 1997-01-30 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP1996/002858 WO1997002748A1 (en) | 1995-07-10 | 1996-07-01 | Synergistic pesticidal composition of diafenthiuron and hexythiazox |
Country Status (7)
Country | Link |
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EP (1) | EP0837633A1 (en) |
AR (1) | AR004175A1 (en) |
AU (1) | AU6515796A (en) |
BR (1) | BR9603032A (en) |
TW (1) | TW361995B (en) |
WO (1) | WO1997002748A1 (en) |
ZA (1) | ZA965804B (en) |
Cited By (4)
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CN104170831A (en) * | 2013-05-23 | 2014-12-03 | 海安县国力化工有限公司 | Pesticide |
US8968757B2 (en) | 2010-10-12 | 2015-03-03 | Ecolab Usa Inc. | Highly wettable, water dispersible, granules including two pesticides |
US9675068B2 (en) | 2008-06-05 | 2017-06-13 | Ecolab Usa Inc. | Solid form sodium lauryl sulfate (SLS) crawling pest elimination composition |
WO2021255664A1 (en) * | 2020-06-19 | 2021-12-23 | Coromandel International Limited | Insecticidal wdg formulations and process for preparing and use thereof |
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EP0495748A1 (en) * | 1991-01-09 | 1992-07-22 | Ciba-Geigy Ag | Acaricidal agents |
JPH04235104A (en) * | 1991-01-08 | 1992-08-24 | Mitsubishi Kasei Corp | Insecticidal and miticidal composition |
JPH0539205A (en) * | 1990-12-21 | 1993-02-19 | Takeda Chem Ind Ltd | Agricultural/horticultural mixed composition |
-
1996
- 1996-06-24 TW TW085107620A patent/TW361995B/en active
- 1996-07-01 EP EP96924824A patent/EP0837633A1/en not_active Ceased
- 1996-07-01 WO PCT/EP1996/002858 patent/WO1997002748A1/en not_active Application Discontinuation
- 1996-07-01 AU AU65157/96A patent/AU6515796A/en not_active Abandoned
- 1996-07-05 AR ARP960103477A patent/AR004175A1/en unknown
- 1996-07-09 ZA ZA965804A patent/ZA965804B/en unknown
- 1996-07-09 BR BR9603032A patent/BR9603032A/en not_active Application Discontinuation
Patent Citations (6)
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DE3037105A1 (en) * | 1979-10-03 | 1981-04-09 | Nippon Soda Co. Ltd., Tokyo | OXAZOLIDONE AND THIAZOLIDONE DERIVATIVES |
EP0175649A2 (en) * | 1984-09-19 | 1986-03-26 | Ciba-Geigy Ag | Substituted carbodiimides |
EP0210487A1 (en) * | 1985-07-12 | 1987-02-04 | Ciba-Geigy Ag | Use of N-(4-phenoxy-2,6-diisopropylphenyl)-N'-tert.butylthiourea in the control of white flies |
JPH0539205A (en) * | 1990-12-21 | 1993-02-19 | Takeda Chem Ind Ltd | Agricultural/horticultural mixed composition |
JPH04235104A (en) * | 1991-01-08 | 1992-08-24 | Mitsubishi Kasei Corp | Insecticidal and miticidal composition |
EP0495748A1 (en) * | 1991-01-09 | 1992-07-22 | Ciba-Geigy Ag | Acaricidal agents |
Non-Patent Citations (2)
Title |
---|
DATABASE WPI Section Ch Week 9240, Derwent World Patents Index; Class C02, AN 92-327692, XP002018275 * |
DATABASE WPI Section Ch Week 9312, Derwent World Patents Index; Class C02, AN 93-096725, XP002018274 * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9675068B2 (en) | 2008-06-05 | 2017-06-13 | Ecolab Usa Inc. | Solid form sodium lauryl sulfate (SLS) crawling pest elimination composition |
US8968757B2 (en) | 2010-10-12 | 2015-03-03 | Ecolab Usa Inc. | Highly wettable, water dispersible, granules including two pesticides |
US9578876B2 (en) | 2010-10-12 | 2017-02-28 | Ecolab Usa Inc. | Highly wettable, water dispersible, granules including two pesticides |
CN104170831A (en) * | 2013-05-23 | 2014-12-03 | 海安县国力化工有限公司 | Pesticide |
WO2021255664A1 (en) * | 2020-06-19 | 2021-12-23 | Coromandel International Limited | Insecticidal wdg formulations and process for preparing and use thereof |
Also Published As
Publication number | Publication date |
---|---|
AR004175A1 (en) | 1998-11-04 |
EP0837633A1 (en) | 1998-04-29 |
BR9603032A (en) | 1998-05-05 |
AU6515796A (en) | 1997-02-10 |
ZA965804B (en) | 1997-01-10 |
TW361995B (en) | 1999-06-21 |
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