WO2003028461A1 - Composition herbicide contenant du pyriftalide - Google Patents
Composition herbicide contenant du pyriftalide Download PDFInfo
- Publication number
- WO2003028461A1 WO2003028461A1 PCT/EP2002/010886 EP0210886W WO03028461A1 WO 2003028461 A1 WO2003028461 A1 WO 2003028461A1 EP 0210886 W EP0210886 W EP 0210886W WO 03028461 A1 WO03028461 A1 WO 03028461A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- formula
- compound
- active ingredient
- herbicide
- molinate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 0 *c(nc1C(Cl)(Cl)Cl)n[n]1-c(ccc(Cl)c1)c1Cl Chemical compound *c(nc1C(Cl)(Cl)Cl)n[n]1-c(ccc(Cl)c1)c1Cl 0.000 description 1
- RRKHIAYNPVQKEF-UHFFFAOYSA-N CC(c1c2c(Sc3nc(OC)cc(OC)n3)ccc1)OC2=O Chemical compound CC(c1c2c(Sc3nc(OC)cc(OC)n3)ccc1)OC2=O RRKHIAYNPVQKEF-UHFFFAOYSA-N 0.000 description 1
- OEPSEQPKHWYRFR-UHFFFAOYSA-N O=Cc(cc1)c2ncccc2c1Cl Chemical compound O=Cc(cc1)c2ncccc2c1Cl OEPSEQPKHWYRFR-UHFFFAOYSA-N 0.000 description 1
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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
Definitions
- the present invention relates to a novel herbicidal composition
- a novel herbicidal composition comprising a herbicidal active ingredient combination that is suitable for the selective control of weeds in crops of useful plants, for example in crops of rice.
- the invention relates also to a method of controlling weeds in crops of useful plants, comprising the herbicidal composition, and to the use of the novel composition for that purpose.
- variable amounts of active ingredients that is to say of an active ingredient of formula I under a) with one or more of the herbicidal active ingredients listed under b), all of which are known and some of which are also available commercially, exhibits a synergistic action that is capable of controlling, both pre-emergence and post-emergence, the majority of the weeds and grasses occurring especially in crops of useful plants, without causing any appreciable damage to the useful plants.
- the compound of formula I is known as a herbicide under the common name "pyriftalid” (ISO 1750) and is registered under CAS Reg. No. [135186-78-6].
- herbicidal active ingredients above under b) are known and are described, for example, in "The Pesticide Manual”, Editor C.D.S. Tomlin, 12th Edition, British Crop Protection Council, 2000, under the entry numbers added in brackets; for example mesotrione (500) is described therein under entry number 500.
- the combination of the active ingredient of formula I under a) with one or more.active ingredients selected from the co-herbicides under b) exceeds the additive action on the weeds to be controlled that is to be expected in principle and thus broadens the range of action of the individual active ingredients especially in two respects: firstly, the rates of application of the individual compounds of formula I under a) and co- herbicides under b) are reduced while a good level of action is maintained. Secondly, the composition according to the invention achieves a high level of weed control also in those cases where the individual substances, in the range of low rates of application, have become useless from the agronomic standpoint.
- composition according to the invention while retaining excellent control of weeds in crops of useful plants, also allows greater flexibility in succeeding crops.
- the composition according to the invention can be used against a large number of agronomically important weeds, such as Eleocaris, Nasturtium, Ludwigia spp., Digitaria, Lindernia spp., Setaria, Fimbristylis, Leptochloa, Solanum, Phaseolus, Echinochloa, Scirpus, Monochoria, Sagittaria, Alopecurus, Sorghum halepense, Rottboellia, Cyperus, Abutilon, Sida, Xanthium, Ipomoea and Chrysanthemum.
- the composition according to the invention is suitable for all methods of application conventionally used in agriculture, for example pre- emergence application, post-emergence application and seed dressing.
- the composition according to the invention is suitable especially for controlling weeds in crops of useful plants, such as rice.
- Crops are to be understood to mean also those crops which have been rendered tolerant to herbicides or classes of herbicides as a result of conventional methods of breeding or genetic engineering.
- composition according to the invention comprises the active ingredient of formula I under a) and the co-herbicide under b) in any desired mixing ratio, but usually has an excess of one of the components over the other(s).
- the mixing ratios (ratios by weight) of the active ingredient of formula I and the co-herbicides under b) is from 1:2000 to 2000:1, especially from 200:1 to 1:200.
- the rate of application may vary within wide limits and depends on the nature of the soil, the method of application (pre- or post-emergence; seed dressing; application to the seed furrow; no tillage application etc.), the crop plant, the weed to be controlled, the prevailing climatic conditions and other factors governed by the method of application, the time of application and the target crop.
- the active ingredient mixture according to the invention can generally be applied at a rate of from 1 to 5000 g of active ingredient mixture/ha, especially from 1 to 2000 g of active ingredient mixture/ha.
- the invention relates also to a method for the selective control of weeds and grasses in crops of useful plants, which comprises treating the useful plants, seeds or cuttings thereof, or the area of cultivation thereof, simultaneously or separately with an amount, effective for herbicide synergy, of the herbicide a) and at least one further co-herbicide b).
- Preference is given to a method in which the herbicide a) is applied to the useful plants or to the area of cultivation of those useful plants and, together with the herbicide a) or at a later time, a further co-herbicide b) or, optionally, a mixture of such substances, is applied.
- the compounds that come into consideration as herbicide a) and co-herbicides b) are the same active ingredients as those mentioned hereinabove.
- the mixtures of the compound of formula I under a) with the co-herbicides under b) may be used in unmodified form, that is to say as obtained in synthesis.
- they are formulated in customary manner, together with the adjuvants conventionally used in formulation technology, such as solvents, solid carriers or surfactants, for example into emulsifiable concentrates, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granules or microcapsules, as described in WO 97/34483, pages 9 to 13.
- the methods of application such as spraying, atomising, dusting, wetting, scattering or pouring, are chosen in accordance with the intended objectives and the prevailing circumstances.
- compositions i.e. the compositions, preparations or mixtures comprising the compound of formula I under a) and the co-herbicides under b), and also, where appropriate, one or more solid or liquid formulation adjuvants, are prepared in a manner known perse, e.g. by intimately mixing and/or grinding the active ingredients with the formulation adjuvants, e.g. solvents or solid carriers.
- formulation adjuvants e.g. solvents or solid carriers.
- surface-active compounds surfactants
- surfactants may also be used in the preparation of the formulations.
- suitable surface-active compounds are non-ionic, cationic and/or anionic surfactants and surfactant mixtures having good emulsifying, dispersing and wetting properties.
- anionic, non-ionic and cationic surfactants examples include WO 97/34485, pages 7 and 8.
- Also suitable for the preparation of the herbicidal compositions according to the invention are the surfactants conventionally employed in formulation technology, which are described, inter alia, in "McCutcheon's Detergents and Emulsifiers Annual” MC Publishing Corp., Ridgewood New Jersey, 1981, Stache, H., “Tensid-Taschenbuch", Carl HanserVerlag, Kunststoff/Vienna, 1981 and M. and J. Ash, "Encyclopedia of Surfactants", Vol l-lll, Chemical Publishing Co., New York, 1980-81.
- the herbicidal formulations usually contain from 0.1 to 99 % by weight, especially from 0.1 to 95 % by weight, of active ingredient mixture comprising the compound of formula I together with the co-herbicides under b), from 1 to 99.9 % by weight of a solid or liquid formulation adjuvant, and from 0 to 25 % by weight, especially from 0.1 to 25 % by weight, of a surfactant.
- compositions may also comprise further ingredients, such as stabilisers, e.g. vegetable oils or epoxidised vegetable oils (epoxidised coconut oil, rapeseed oil or soybean oil), antifoams, e.g. silicone oil, preservatives, viscosity regulators, binders, tackifiers, and also fertilisers or other active ingredients.
- stabilisers e.g. vegetable oils or epoxidised vegetable oils (epoxidised coconut oil, rapeseed oil or soybean oil), antifoams, e.g. silicone oil, preservatives, viscosity regulators, binders, tackifiers, and also fertilisers or other active ingredients.
- Emulsifiable concentrates active ingredient mixture: 1 to 90 %, preferably 5 to 20 % surfactant: 1 to 30 %, preferably 10 to 20 % liquid carrier: 5 to 94 %, preferably 70 to 85 % Dusts: active ingredient mixture: 0.1 to 10 %, preferably 0.1 to 5 % solid carrier: 99.9 to 90 %, preferably 99.9 to 99 %
- Suspension concentrates active ingredient mixture: 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 active ingredient mixture: 0.5 to 90 %, preferably 1 to 80 % surfactant: 0.5 to 20 %, preferably 1 to 15 % solid carrier. 5 to 95 %, preferably 15 to 90 %
- Granules active ingredient mixture: 0.1 to 30 %, preferably 0.1 to 15 % solid carrier: 99.5 to 70 %, preferably 97 to 85 %
- Emulsifiable concentrates a) b) c) d) active ingredient mixture 5 % 10 % 25 % 50 % calcium dodecylbenzenesulfonate 6 % 8 % 6 % 8 % castor oil polyglycol ether 4 % - 4 % 4 %
- Emulsions of any desired concentration can be obtained from such concentrates by dilution with water. F2. Solutions a) b) c) d) active ingredient mixture 5% 10% 50% 90%
- the solutions are suitable for use in the form of microdrops.
- Wettable powders a) b) c) d) active ingredient mixture 5% 25% 50% 80% sodium lignosulfonate 4% - 3% - sodium lauryl sulfate 2% 3% - 4% sodium diisobutylnaphthalene- sulfonate - 6% 5% 6% octylphenol polyglycol ether - 1 % 2% -
- the active ingredients are (or the active ingredient mixture is) mixed thoroughly with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording wettable powders which can be diluted with water to give suspensions of any desired concentration.
- the active ingredients are (or the active ingredient mixture is) dissolved in methylene chloride and applied to the carrier by spraying, and the solvent is then evaporated off in vacuo.
- the finely ground active ingredients are (or the finely ground active ingredient mixture is) uniformly applied, in a mixer, to the carrier moistened with polyethylene glycol. Non-dusty coated granules are obtained in this manner.
- the active ingredients are (or the active ingredient mixture is) mixed and ground with the adjuvants, and the mixture is moistened with water. The mixture is extruded and then dried in a stream of air.
- Ready-to-use dusts are obtained by mixing the active ingredients (or the active ingredient mixture) with the carriers and grinding the mixture in a suitable mill.
- Suspension concentrates a) b) c) d) active ingredient mixture 3 % 10 % 25 % 50 % ethylene glycol 5 % 5 % 5 % 5 % nonylphenol polyglycol ether - 1 % 2 % -
- the finely ground active ingredients are (or the finely ground active ingredient mixture is) intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired concentration can be obtained by dilution with water.
- Y percentage herbicidal action on treatment with a co-herbicide under b) at a rate of application of q kg per hectare, compared with the untreated control.
- Example B1 Experiment description - pre-emergence test
- Example B2 Experiment description - post-emergence test
- the test plants are grown to the 1- to 3-leaf stage in plastics pots under greenhouse conditions. A standard soil is used as cultivation substrate.
- the herbicides are applied to the test plants on their own and as a mixture.
- the application is carried out using an aqueous suspension of the test compounds prepared from a 25 % suspension concentrate (Example F8, c)), using 500 litres of water/ha.
- the rates of application depend on the optimum doses ascertained under field conditions or greenhouse conditions.
- Test plants Useful plant: rice (Arborio); weeds: Echinochloa crus galli (1- to 2-leaf stage) and Sagittaria pygmaea or Sagittaria sp..
- Table B2.1 Tests with compound of formula I (pyriftalid) and molinate (2000 g/ha), alone and in admixture, post-emergence, in the presence of rice (3-leaf stage) and 2 weeds. Herbicidal activity in [%] 7 days after application by spraying.
- Table B2.2 Tests with compound of formula I (pyriftalid) and molinate (1000 g/ha) alone and in admixture, post-emergence, in the presence of rice (3-leaf stage) and 2 weeds. Herbicidal activity in [%] 7 days after application by spraying.
- Table B2.3 Tests with compound of formula I (pyriftalid) and molinate (2000 g/ha) alone and in admixture, post-emergence, on Sagittaria pygmaea. Herbicidal activity in [%] 7 days after application by injection of the active ingredients or of the mixture directly into the paddy water.
- Table B2.4 Tests with compound of formula I (pyriftalid) and molinate (2000 g/ha) alone and in admixture, post-emergence, on Sagittaria pygmaea. Herbicidal activity in [%] 14 days after application by injection of the active ingredients or mixture directly into the paddy water.
- Table B2.5 Tests with compound of formula I (pyriftalid) and molinate (2000 g/ha) alone and in admixture, post-emergence, on Sagittaria pygmaea. Herbicidal activity in [%] 21 days after application by injection of the active ingredients or mixture directly into the paddy water.
- Table B2.6 Tests with compound of formula I (pyriftalid) and trifloxysulfuron alone and in admixture, post-emergence, in the presence of rice (3-leaf stage) and Sagittaria sp.. Herbicidal activity in [%] 15 days in the case of rice, and 29 days in the case of Sagittaria, after application of the active ingredients or mixture by spraying.
- test compound of formula I and molinate are formulated in accordance with Examples F1 to F7.
- the present invention accordingly relates also to a selectively herbicidal composition for controlling grasses and weeds in crops of useful plants, especially in crops of rice, that comprises a compound of formula I under a), one or more compounds selected from the co-herbicides under b), and a safener (counter- agent, antidote) and that protects the useful plants, but not the weeds, against the phytotoxic action of the herbicide, as well as to the use of such a composition in the control of weeds in crops of useful plants.
- a selectively herbicidal composition that, in addition to comprising customary inert formulation adjuvants, such as carriers, solvents and wetting agents, comprises as active ingredient a mixture of ab) an amount, effective for herbicide synergy, of the compound of formula I under a) and one or more compounds selected from the co-herbicides under b), and c) an amount, effective for herbicide antagonism, of a compound selected from the group consisting of the compound of formula 3.1
- the compounds of formulae 3.1 to 3.7 are known and are described, for example, in "The Pesticide Manual", 12th Edition, British Crop Protection Council, 2000, under entry numbers 65 (formula 3.1, benoxacor), 325 (formula 3.2, fenclorim), 163 (formula 3.3, cloquintocet- mexyl), 492 (formula 3.4, mefenpyr-diethyl), 324 (formula 3.6, fenchlorazole-ethyl) and 225 (formula 3.7, dichlormid).
- the free acid and salts of cloquintocet-mexyl are known, for example, from the Swiss Application No. 2000 2066/00, and the free acid and salts of mefenpyr-diethyl (formula 3.4) are known, for example, from WO 01/17353.
- Preferred selective compositions according to the invention comprise as safener a compound selected from the compounds of formulae 3.1 to 3.7 in combination with the above-mentioned especially effective synergistic compositions that comprise the compound of formula I and one or more compounds selected from the group consisting of the co- herbicides under b).
- Especially preferred selective compositions according to the invention comprise as safenrer a compound selected from the compounds of formulae 3.1 , 3.2, 3.4, 3.5 and 3.7 in combination with the above-mentioned especially effective synergistic compositions that comprise the compound of formula I and one or more compounds selected from the group consisting of the co-herbicides under b).
- the invention relates also to a method for the selective control of weeds in crops of useful plants, which comprises treating the useful plants, seeds or cuttings thereof, or the area of cultivation thereof, with a herbicidally effective amount ab) of the herbicide of formula I and one or more herbicides selected from the co-herbicides under b), and an amount, effective for herbicide antagonism, of a safener of formulae 3.1 to 3.7 under c).
- Crops are to be understood to mean also those crops which have been made tolerant to herbicides or classes of herbicides as a result of conventional methods of breeding or genetic engineering.
- the weeds to be controlled may be both monocotyledonous and dicotyledonous weeds, e.g. Eleocaris, Nasturtium, Ludwigia spp., Digitaria, Lindernia spp., Setaria, Fimbristylis, Leptochloa, Solanum, Phaseolus, Echinochloa, Scirpus, Monochoria, Sagittaria, Alopecurus, Sorghum halepense, Rottboellia, Cyperus, Abutilon, Sida, Xanthium, Ipomoea and Chrysanthemum.
- Areas of cultivation include the areas of ground on which the crop plants are already growing or which have already been sown with the seeds of those crop plants, as well as ground intended for cultivation with such crop plants.
- a safener of formula 3.1 to 3.7 can be used in the pretreatment of the seed of the crop plant (dressing of the seeds or cuttings) or can be introduced into the soil before or after sowing. It can, however, also be applied, either alone or together with the herbicide, after emergence of the plants.
- the treatment of the plants or seeds with the safener can therefore in principle be carried out independently of the time at which the herbicide is applied.
- the plants can, however, also be treated by simultaneous application of herbicide and safener (e.g. in the form of a tank mixture). The ratio of the rate of application of safener to the rate of application of herbicide depends largely on the method of application.
- the ratio of herbicides to safener is generally from 100:1 to 1 :10, preferably from 20:1 to 1 :1.
- the rate of application of herbicides is generally from 1 to 5000 g/ha, but preferably from 1 to 2000 g/ha.
- compositions according to the invention are suitable for all methods of application conventionally used in agriculture, e.g. pre-emergence application, post-emergence application and seed dressing.
- the safener In the case of seed dressing, generally from 0.001 to 10 g of safener/kg of seed, preferably from 0.05 to 2 g of safener/kg of seed, are applied.
- the safener solutions used contain the active ingredient in a concentration of from 1 to 10 000 ppm, preferably from 100 to 1000 ppm.
- the safeners of formulae 3.1 to 3.7 or combinations of those safeners with ab) the herbicide of formula I and one or more herbicides selected from the co- herbicides under b) are advantageously formulated together with adjuvants customary in formulation technology, e.g. into emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granules or microcapsules.
- adjuvants customary in formulation technology, e.g. into emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granules or microcapsules.
- Such formulations are described, for example, in WO 97/34485, pages 9 to 13.
- the formulations are prepared in known manner, e.g.
- liquid or solid formulation adjuvants e.g. solvents or solid carriers.
- surface-active compounds surfactants
- Solvents and solid carriers suitable for that purpose are mentioned, for example, in WO 97/34485, page 6.
- Also suitable for the preparation of the herbicidal compositions according to the invention are the surfactants conventionally employed in formulation technology, which are described, inter alia, in "McCutcheon's Detergents and Emulsifiers Annual” MC Publishing Corp., Ridgewood New Jersey, 1981, Stache, H., “Tensid-Taschenbuch", Carl Hanser Verlag, Kunststoff/Vienna, 1981 and M. and J. Ash, "Encyclopedia of Surfactants", Vol. I— III, Chemical Publishing Co., New York, 1980-81.
- the herbicidal formulations usually contain from 0.1 to 99 % by weight, especially from 0.1 to 95 % by weight, of active ingredient mixture comprising ab) the compound of formula I and at least one compound selected from the co-herbicides under b), and the safeners under c) of formulae 3.1 to 3.7, from 1 to 99.9 % by weight of a solid or liquid formulation adjuvant and from 0 to 25 % by weight, especially from 0.1 to 25 % by weight, of a surfactant.
- a solid or liquid formulation adjuvant from 0 to 25 % by weight, especially from 0.1 to 25 % by weight, of a surfactant.
- compositions may also comprise further ingredients, such as stabilisers, e.g. vegetable oils or epoxidised vegetable oils (epoxidised coconut oil, rapeseed oil or soybean oil), antifoams, e.g. silicone oil, preservatives, viscosity regulators, binders, tackifiers, and also fertilisers or other active ingredients.
- stabilisers e.g. vegetable oils or epoxidised vegetable oils (epoxidised coconut oil, rapeseed oil or soybean oil)
- antifoams e.g. silicone oil
- preservatives e.g. silicone oil
- viscosity regulators binders
- tackifiers e.g. silicone oil
- fertilisers or other active ingredients e.g.
- various methods and techniques come into consideration, such as, for example, the following:
- Seed dressing a) Dressing of the seeds with a wettable powder formulation of a compound of formulae 3.1 to 3.7 by shaking in a vessel until uniformly distributed over the seed surface (dry dressing). In that procedure approximately from 1 to 500 g of compound of formulae 3.1 to 3.7 (4 g to 2 kg of wettable powder) are used per 100 kg of seed. b) Dressing of the seeds with an emulsifiable concentrate of a compound of formulae 3.1 to 3.7 according to method a) (wet dressing). c) Dressing by immersing the seeds for from 1 to 72 hours in a liquor comprising from 100 to 1000 ppm of a compound of formulae 3.1 to 3.7 and optionally subsequently drying the seeds (immersion dressing).
- Dressing the seed or treating the germinated seedling are naturally the preferred methods of application, because treatment with the active ingredients is directed entirely at the target crop.
- a liquid formulation of a mixture of antidote and herbicide is used (ratio by weight of the one to the other from 10:1 to 1:100), the rate of application of herbicide being from 0.005 to 5.0 kg per hectare. Such tank mixtures are applied before or after sowing.
- the compounds of formulae 3.1 to 3.7 are introduced into the open, sown seed furrow in the form of an emulsifiable concentrate, wettable powder or granules. Once the seed furrow has been covered over, the herbicide is applied in the usual manner pre-emergence. iv) Controlled release of active ingredient
- the compounds of formulae 3.1 to 3.7 are applied in solution to mineral granule carriers or polymerised granules (urea/formaldehyde) and dried. If desired, it is also possible to apply a coating that allows the active ingredient to be released in metered amounts over a specific period of time (coated granules).
- Preferred formulations have especially the following compositions:
- Emulsifiable concentrates active ingredient mixture: 1 to 90 %, preferably 5 to 20 % surfactant: 1 to 30 %, preferably 10 to 20 % liquid carrier: 5 to 94 %, preferably 70 to 85 %
- Dusts active ingredient mixture: 0.1 to 10 %, preferably 0.1 to 5 % solid carrier: 99.9 to 90 %, preferably 99.9 to 99 %
- Suspension concentrates active ingredient mixture: 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 active ingredient mixture: 0.5 to 90 %, preferably 1 to 80 % surfactant: 0.5 to 20 %, preferably 1 to 15 % solid carrier: 5 to 95 %, preferably 15 to 90 %
- Granules active ingredient mixture: 0.1 to 30 %, preferably 0.1 to 15 % solid carrier: 99.5 to 70 %, preferably 97 to 85 %
- Emulsifiable concentrates a) b) c) d) active ingredient mixture 5 % 10% 25% 50% calcium dodecylbenzenesulfonate 6 % 8% 6% 8% castor oil polyglycol ether 4 % . 4% 4%
- Emulsions of any desired concentration can be obtained from such concentrates by dilution with water.
- the solutions are suitable for use in the form of microdrops.
- Wettable powders a) b) c) d) active ingredient mixture 5% 25% 50% 80% sodium lignosulfonate 4% - 3% - sodium lauryl sulfate 2% 3% - 4% sodium diisobutylnaphthalene- sulfonate - 6% 5% 6% octylphenol polyglycol ether - 1 % 2% -
- the active ingredients are (or the active ingredient mixture is) mixed thoroughly with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording wettable powders which can be diluted with water to give suspensions of any desired concentration.
- the active ingredients are (or the active ingredient mixture is) dissolved in methylene chloride and applied to the carrier by spraying, and the solvent is then evaporated off in vacuo.
- the finely ground active ingredients are (or the finely ground active ingredient mixture is) uniformly applied, in a mixer, to the carrier moistened with polyethylene glycol. Non-dusty coated granules are obtained in this manner.
- Ready-to-use dusts are obtained by mixing the active ingredients (or the active ingredient mixture) with the carriers and grinding the mixture in a suitable mill.
- Suspension concentrates a) b) c) d) active ingredient mixture 3 % 10 % 25 % 50 % ethylene glycol 5 % 5 % 5 % 5 % nonylphenol polyglycol ether - 1 % 2 % -
- the finely ground active ingredients are (or the finely ground active ingredient mixture is) intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired concentration can be obtained by dilution with water.
- test plants are grown in plastics pots under greenhouse conditions to the 1- to 4-leaf stage. At that stage, either the herbicides alone or the mixtures of the herbicides with the test compounds being tested as safeners are applied to the test plants.
- the test compounds are applied in the form of an aqueous suspension prepared from a 25 % suspension concentrate (Example F8, c)), using 500 litres of water/ha. From 1 to 4 weeks after application, the phytotoxic action of the herbicides on the crop plants, e.g. rice, is evaluated using a percentage scale. 100 % indicates that the test plant has died, 0 % indicates no phytotoxic action.
- the mixtures according to the invention exhibit a good selectively herbicidal action in this test.
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Abstract
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2004-7004506A KR20040039434A (ko) | 2001-09-28 | 2002-09-27 | 피리프탈리드를 함유하는 제초제 조성물 |
| JP2003531814A JP2005504106A (ja) | 2001-09-28 | 2002-09-27 | ピリフタリドを含有する除草剤組成物 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH17882001 | 2001-09-28 | ||
| CH1788/01 | 2001-09-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2003028461A1 true WO2003028461A1 (fr) | 2003-04-10 |
Family
ID=4566280
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2002/010886 Ceased WO2003028461A1 (fr) | 2001-09-28 | 2002-09-27 | Composition herbicide contenant du pyriftalide |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JP2005504106A (fr) |
| KR (1) | KR20040039434A (fr) |
| AR (1) | AR036582A1 (fr) |
| CO (1) | CO5380001A1 (fr) |
| EC (1) | ECSP024319A (fr) |
| GT (1) | GT200200186A (fr) |
| MY (1) | MY145778A (fr) |
| TW (1) | TWI242409B (fr) |
| WO (1) | WO2003028461A1 (fr) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005092102A1 (fr) * | 2004-03-26 | 2005-10-06 | Syngenta Participations Ag | Utilisation de prosulfocarb pour lutter contre la vegetation indesiree dans une riziere |
| WO2005092101A2 (fr) | 2004-03-26 | 2005-10-06 | Syngenta Participations Ag | Combinaison herbicide |
| WO2005122759A1 (fr) * | 2004-06-18 | 2005-12-29 | Syngenta Participations Ag | Composition herbicide |
| WO2006066849A1 (fr) * | 2004-12-21 | 2006-06-29 | Syngenta Participations Ag | Composition herbicide |
| WO2008058617A3 (fr) * | 2006-11-13 | 2009-01-22 | Syngenta Participations Ag | Composition synergique herbicide |
| TWI405537B (zh) * | 2005-02-04 | 2013-08-21 | Syngenta Participations Ag | 控制稻中不欲植物生長的方法 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103039479A (zh) * | 2011-10-17 | 2013-04-17 | 南京华洲药业有限公司 | 一种含醚磺隆与禾草敌的混合除草剂及其应用 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0334041A2 (fr) * | 1988-02-23 | 1989-09-27 | Mitsubishi Petrochemical Co., Ltd. | Composition herbicide |
| EP0768034A1 (fr) * | 1995-10-13 | 1997-04-16 | Novartis AG | Composition herbicide synergique et son utilisation pour luter contre les mauvaises herbes |
-
2002
- 2002-09-19 EC EC2002004319A patent/ECSP024319A/es unknown
- 2002-09-20 CO CO02084741A patent/CO5380001A1/es not_active Application Discontinuation
- 2002-09-20 GT GT200200186A patent/GT200200186A/es unknown
- 2002-09-25 AR ARP020103607A patent/AR036582A1/es unknown
- 2002-09-26 TW TW091122164A patent/TWI242409B/zh not_active IP Right Cessation
- 2002-09-27 JP JP2003531814A patent/JP2005504106A/ja active Pending
- 2002-09-27 WO PCT/EP2002/010886 patent/WO2003028461A1/fr not_active Ceased
- 2002-09-27 KR KR10-2004-7004506A patent/KR20040039434A/ko not_active Ceased
-
2006
- 2006-11-23 MY MYPI20064552A patent/MY145778A/en unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0334041A2 (fr) * | 1988-02-23 | 1989-09-27 | Mitsubishi Petrochemical Co., Ltd. | Composition herbicide |
| EP0768034A1 (fr) * | 1995-10-13 | 1997-04-16 | Novartis AG | Composition herbicide synergique et son utilisation pour luter contre les mauvaises herbes |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005092102A1 (fr) * | 2004-03-26 | 2005-10-06 | Syngenta Participations Ag | Utilisation de prosulfocarb pour lutter contre la vegetation indesiree dans une riziere |
| WO2005092101A2 (fr) | 2004-03-26 | 2005-10-06 | Syngenta Participations Ag | Combinaison herbicide |
| WO2005092101A3 (fr) * | 2004-03-26 | 2006-01-26 | Syngenta Participations Ag | Combinaison herbicide |
| EA011352B1 (ru) * | 2004-03-26 | 2009-02-27 | Зингента Партисипейшнс Аг | Гербицидная комбинация |
| AU2005226886B2 (en) * | 2004-03-26 | 2010-06-03 | Syngenta Participations Ag | A herbicidal combination |
| WO2005122759A1 (fr) * | 2004-06-18 | 2005-12-29 | Syngenta Participations Ag | Composition herbicide |
| JP2008502641A (ja) * | 2004-06-18 | 2008-01-31 | シンジェンタ パーティシペーションズ アクチェンゲゼルシャフト | 除草組成物 |
| WO2006066849A1 (fr) * | 2004-12-21 | 2006-06-29 | Syngenta Participations Ag | Composition herbicide |
| TWI405537B (zh) * | 2005-02-04 | 2013-08-21 | Syngenta Participations Ag | 控制稻中不欲植物生長的方法 |
| WO2008058617A3 (fr) * | 2006-11-13 | 2009-01-22 | Syngenta Participations Ag | Composition synergique herbicide |
| CN101528036A (zh) * | 2006-11-13 | 2009-09-09 | 先正达参股股份有限公司 | 包含磺酰脲类除草剂和丙草胺的除草增效组合物 |
| CN101528036B (zh) * | 2006-11-13 | 2013-11-20 | 先正达参股股份有限公司 | 包含磺酰脲类除草剂和丙草胺的除草增效组合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20040039434A (ko) | 2004-05-10 |
| MY145778A (en) | 2012-04-15 |
| AR036582A1 (es) | 2004-09-15 |
| ECSP024319A (es) | 2003-04-25 |
| CO5380001A1 (es) | 2004-03-31 |
| JP2005504106A (ja) | 2005-02-10 |
| TWI242409B (en) | 2005-11-01 |
| GT200200186A (es) | 2003-05-21 |
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