WO2007141010A1 - Procédé de protection d'un matériau de propagation de plante, plante, parties d'une plante et/ou organes de plante - Google Patents

Procédé de protection d'un matériau de propagation de plante, plante, parties d'une plante et/ou organes de plante Download PDF

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Publication number
WO2007141010A1
WO2007141010A1 PCT/EP2007/005021 EP2007005021W WO2007141010A1 WO 2007141010 A1 WO2007141010 A1 WO 2007141010A1 EP 2007005021 W EP2007005021 W EP 2007005021W WO 2007141010 A1 WO2007141010 A1 WO 2007141010A1
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Prior art keywords
plant
spp
compound
propagation material
formula
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PCT/EP2007/005021
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English (en)
Inventor
Ronald Zeun
Fredrik Cederbaum
Michael Oostendorp
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Syngenta Participations Ag,
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Publication of WO2007141010A1 publication Critical patent/WO2007141010A1/fr

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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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

Definitions

  • the present invention relates to a method for using a defined compound in the control or prevention of pathogenic damage, in particular in a plant propagation material, plant, parts of a plant and plant organs that grow at a later point in time by applying the compound on to the plant propagation material, plant propagation material compositions thereof and combinations of such a compound with certain pesticides, especially for plant propagation material treatment.
  • the treatment of plant propagation material is a targeted pesticide application which addresses the need for a reduction of environmental and worker exposure compared to foliar or soil pesticide applications.
  • Pesticidal active ingredients and combinations thereof for controlling pathogens and pests in plant propagation materials and plant organs that grow at a later point in time are described in the literature.
  • the biological properties of those known compounds and combinations are not entirely satisfactory in the areas of pathogenic control, phytotoxicity, and environmental and worker exposure, for example.
  • improved methods of control or prevention are sought.
  • EP0975634 and US 6297251 disclose a number of heterocyclic substituted triazolopyrimidine compounds as having biological properties for fungi control.
  • WO 2005/060751 , WO 2004/045282 and WO 2004/064519 disclose certain fungicide mixtures of a defined heterocyclic substituted triazolopyrimidine compound.
  • the present invention provides a method of controlling or preventing pathogenic 71173FF
  • the plant is a cereal, beet, leguminous plant, oil plant, cucumber plant, fibre plant, vegetable, or an ornamental.
  • the present invention provides a method of controlling or preventing pathogenic damage damage in a plant propagation material, parts of a plant a plant, and/or plant organs that grow at a later point in time, which comprises applying on the plant propagation material a compound defined in the first aspect.
  • the present invention provides a method of protecting a plant propagation material, a plant, parts of a plant and/or plant organs that grow at a later point in time against pathogenic damage damage by applying to the plant propagation material a compound defined in the first aspect.
  • the invention also relates to a plant propagation material treated with the compound defined in the first aspect.
  • the present invention also relates to a method which comprises (i) treating a plant propagation material, such as a seed, with a compound as defined in the first aspect, and (ii) planting or sowing the treated propagation material, wherein the compound protects against pathogenic damage of the treated plant propagation material, parts of plant, plant organs and/or plant grown from the treated propagation material. 71173FF
  • the present invention concerns a method which comprises (i) treating a plant propagation material, such as a seed, with a compound as defined in the first aspect, and (ii) planting or sowing the treated propagation material, and (iii) achieving protection against pathogenic damage of the treated plant propagation material, parts of plant, plant organs and/or plant grown from the treated propagation material.
  • a stereoisomeric or diastereomeric mixture of compound of formula I is applied on the plant propagation material.
  • a "stereoisomeric or diastereomeric mixture" of two stereoisomers or diastereomers or a “stereoisomeric or diastereomeric compound” means a mixture of two stereoisomers or diastereomers in a ratio from 1 :10 to 10:1. Accordingly, ratio of compound of formula Ia (stereoisomer a) to compound of fomula 1 b (stereoisomer b) can be from 1 :10 to 10:1 , preferably 1 :5 to 5:1 , more preferably 3:1 to 1 :3, such as 2.5:1 to 1.5:1.
  • the compound of formula 1 is present in the form of a plant propagation material, preferably seed, treatment composition, wherein the composition optionally further comprises one or more customary formulation auxiliaries.
  • a combination comprising the compound defined in the first aspect and one or more pesticides are applied on the plant propagation material, in any desired sequence or simultaneously.
  • the compound of formula I and one or more pesticides are present in the form of a plant propagation material, preferably seed, treatment composition, wherein the composition optionally further comprises one or more customary formulation auxiliaries.
  • pesticides examples include fungicides, bactericides, insecticides, acaricides and nematicides.
  • a preferred pesticide for use in combination with a compound of formula I is a fungicide.
  • fungicides are fludioxonil, penthiopyrad, prothioconazole, flutriafol, azoxystrobin, cyproconazole, cyprodinil, diniconazole, difenoconazole, fludioxonil, 71173FF
  • the compound of formula A can occur in different stereoisomeric forms, which are described in formulae Ai, An, Am and A
  • the invention covers all such stereoisomers and mixtures thereof in any ratio with a combination of compound of formula I, and stereoisomers and mixtures thereof.
  • compound A is a compound of the formula Aa (trans) 71173FF
  • compound A is a compound of the formula Ab (cis)
  • compound A is a racemic mixture of compound formula A, wherein the weight ratio of racemic compounds of formula Aa, which represent a racemic mixture of compounds of formula Ai and compounds of formula An, to racemic compounds of formula Ab, which represent a racemic mixture of compounds of formula A m and compounds of formula A ⁇ v, is from 1 : 1 to 100.
  • Suitable examples of weight ratios of compound of formula Aa to Ab in a racemic mixture are 1 :1 , 2:1 , 3:1 , 4:1 , 5:1 , 6:1 , 7:1 , 8:1 , 9:1 , 10:1 , 20:1 , 50:1 or 100 : 1.
  • Preference is given to ratios from 2:1 to 100:1 , more preferably 4:1 to 10:1.
  • compound A is a racemic mixture, wherein the content of racemic compound of formula Aa, which represent a racemic mixture of compounds of formula A t and compounds of formula A M , is from 65 to 99 % by weight. 71173FF
  • the biological spectrum of the combination is broadened to such an extent that the combination demonstrates activity against damage caused by a pest, such as an animal pest.
  • Suitable examples of insecticides, acaricides and nematicides include thiamethoxam, imidacloprid, clothianidin, lamda-cyhalothrin, tefluthrin, ⁇ -cyfluthrin, permethrin, abamectin, fipronil, spinosad, flubendamide and a compound of formula A-1
  • a compound of formula I and its manufacturing processes starting from known and available compounds are described in EP-0975634 and US 6297251.
  • the compound ⁇ is described in WO2002012172 and is registered under CAS 366815-39-6, preferably 366815-39-6 (E 1 E 1 E).
  • the compound ⁇ is described in EP-1 -035-122 and is registered under CAS 847749-37-5, CAS-291771 -99-8 and CAS-291771 -83-0.
  • the compound of formula B is described in WO 03/010149 and WO 05/58839.
  • the compounds of formula A and its manufacturing processes starting from known and commercially available compounds is described in WO 03/074491 , WO 2006/015865 and WO 2006/015866.
  • the compound of formula A-1 is described in WO- 03/015519
  • Controlling, preventing or protecting and its inflections, within the context of the present invention, mean reducing any undesired effect, such as
  • - pathogenic such as phytopathogenic, especially fungi, infestation or attack of, and
  • the compounds defined in the first aspect and combinations thereof, particularly when applied to plant propagation material, especially seed, can have very advantageous properties for protecting plants against (i) pathogenic, such as phytopathogenic, especially fungi, attack or infestation, which result in a disease and damage to the plant and/or (ii) pest attack or damage in the instance a pesticide that is, for example, an insecticide, acaricide and/or nematcide is also present; the present invention can control or prevent pathogenic damage and/or pest damage on a seed, parts of plant and/or plant grown from the treated seed. In some cases, control against pest attack or damage also indirectly results in control against pathogenic attack, and vice-a-versa.
  • pathogenic such as phytopathogenic, especially fungi, attack or infestation
  • pest attack or damage in the instance a pesticide that is, for example, an insecticide, acaricide and/or nematcide is also present
  • the present invention can control or prevent pathogenic damage and/or pest damage on a seed, parts of plant and/or plant
  • These properties can be for example the unexpected enhanced action resulting in lower pathogenic damage and/or pest damage, lower rates of application, or a longer duration of action.
  • the enhanced action is found to show an improvement in the growing characteristics of a plant by, for example, higher than expected control of the pathogenic infestation and/or pest damage.
  • the improvement in the growing (or growth) characteristics of a plant can manifest in a number of different ways, but ultimately it results in a better product of the plant. It can, for example, manifest in improving the yield and/or vigour of the plant or quality of the harvested product from the plant, which improvement may not be connected to the control of diseases and/or pests.
  • the phrase "improving the yield" of a plant relates to an increase in the yield of a product of the plant by a measurable amount over the yield of the same product of the plant produced under the same conditions, but without the application of the subject method. It is preferred that the yield be increased by at least about 0.5%, more preferred that the increase be at least about 1 %, even more preferred is about 2%, and yet more preferred is about 4%, or more.
  • Yield can be expressed in terms of an amount by weight or volume of a product of the plant on some basis. The basis can be expressed in terms of time, growing area, weights of plants produced, amount of a raw material used, or the like. 71173FF
  • the phrase "improving the vigour" of a plant relates to an increase or improvement of the vigour rating, or the stand (the number of plants per unit of area), or the plant height, or the plant canopy, or the visual appearance (such as greener leaf colour), or the root rating, or emergence, or protein content, or increased tillering, or bigger leaf blade, or less dead basal leaves, or stronger tillers, or less fertilizer needed, or less seeds needed, or more productive tillers, or earlier flowering, or early grain maturity, or less plant verse (lodging), or increased shoot growth, or earlier germination, or any combination of these factors, or any other advantages familiar to a person skilled in the art, by a measurable or noticeable amount over the same factor of the plant produced under the same conditions, but without the application of the subject method.
  • the present method is capable of "improving the yield and/or vigour" of a plant
  • the present method results in an increase in either the yield, as described above, or the vigor of the plant, as described above, or both the yield and the vigor of the plant.
  • the present invention also provides a method of improving the growing characterictics of a plant, which comprises applying to a plant propagation material the compound of the first aspect or a combination thereof, in any desired sequence or simultaneously.
  • One embodiment includes combinations for application to plant propagation material comprising a compound of formula I and a compound of formula A; a compound of formula I and a compound of formula B; a compound of formula I and azoxystrobin; a compound of formula I and trifloxystrobin; a compound of formula I and cyprodinil; a compound of formula I and bitertanol; a compound of formula I and iprodione; a compound of formula I and mefenoxam; a compound of formula I and prothioconazole; a compound of formula I and thiabendazole; a compound of formula I and metconazole; a compound of formula I and pyraclostrobin; a compound of formula I and boscalid; a compound of formula I and penthiopyrad; a compound of formula I and triticonazole; a compound of formula I and fluoxastrobin; a compound of formula I and fluquinconazole; a compound of formula I and 71173
  • the compound of formula I and combinations thereof are effective against phytopathogenic fungi, especially occurring in plants, including seedbome fungi and belong to the following classes: Ascomycetes (e.g. Penicillium, Gaeumannomyces graminis); Basidiomycetes (e.g. the genus Hemileia, Rhizoctonia, Puccinia); Fungi imperfecti (e. g. Botrytis, Helminthosporium, Rhynchosporium, Fusarium, Septoria, Cercospora, Altemaria, Pyricularia and Pseudocercosporella herpotrichoides); Oomycetes (e. g.
  • Phytophthora Peronospora, Bremia, Pythium, Plasmopara
  • Zygomycetes e.g., Rhizopus spp.
  • a combination is especially effective against Alternaria spp., Ascochyta spp., Aspergillus spp., Claviceps purpurea, Cochliobolus spp., Colletotrichum spp., Diplodia maydis, Erysiphe graminis, Fusarium spp.
  • a combination of the invention also includes a pesticide other than fungicide, such as an insecticide, nematicide, miticide, or acaracide (such as abamectin, imidacloprid, tefluthrin, lambda-cyhalothrin) then the pesticide spectrum of the combination is broadened to include pest control, such as control of pests selected from Nematoda, lnsecta and Arachnida.
  • a pesticide other than fungicide such as an insecticide, nematicide, miticide, or acaracide (such as abamectin, imidacloprid, tefluthrin, lambda-cyhalothrin)
  • pest control such as control of pests selected from Nematoda, lnsecta and Arachnida.
  • One embodiment includes combinations comprising a compound of formula I and thiamethoxam; a compound of formula I and imidacloprid, a compound of formula I and abamectin; a compound of formula I and tefluthrin; a compound of formula I and lambda- 71173FF
  • the combination can also be applied on the pest to control or prevent pest damage and protect the desired material (e.g. plant propagation material, plant and parts of plant) from pest damage.
  • pests include: from the order Lepidoptera, for example, Acleris spp., Adoxophyes spp., Aegeria spp., Agrotis spp., Alabama argillaceae, Amylois spp., Anticarsia gemmatalis, Archips spp., Argyrotaenia spp., Autographa spp., Busseola fusca, Cadra cautella, Carposina nipponensis, Chilo spp., Choristoneura spp., Clysia ambiguella, Cnaphalocrocis spp., Cnephasia spp., Cochylis spp., Coleophora spp., Crocidolomia spp., Cryptophlebia
  • Psylliodes spp. Rhizopertha spp., Scarabeidae, Sitophilus spp., Sitotroga spp., Tenebrio spp., Tribolium spp. and Trogoderma spp.; from the order Orthoptera, for example, Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Periplaneta spp.
  • Schistocerca spp. from the order Isoptera, for example, Reticulitermes spp.; from the order Psocoptera, for example, Liposcelis spp.; from the order Anoplura, for example, Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp. and Phylloxera spp.; from the order Mallophaga, for example, Damalinea spp.
  • Thysanoptera for example, Frankliniella spp., Hercinothrips spp., Taeniothrips spp., Thrips palmi, Thrips tabaci and Scirtothrips aurantii; from the order Heteroptera, for example, Dichelops melacanthus, 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., Taeniothrips spp., Thrips palmi, Thrips tabaci and Scirtothrips aurantii
  • Heteroptera for example, Dichelops melacanthus,
  • 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 larigerum, Erythroneura spp., Gascardia spp., Laodelphax spp., Lecanium corni, Lepidosaphes spp., Macrosiphus spp., Myzus spp., Nephotettix spp., Nilaparvata spp., Paratoria spp., Pemphigus spp., Planococcus,
  • Vespa spp. from the order Diptera, for example, Antherigona soccata, Bibio hortulanus, , Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp., Dacus spp., Delia spp., Drosophila melanogaster, , Liriomyza spp., , Melanagromyza spp., , Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletis pomonella, Sciara spp.,; from the order Acarina, for example, Acarus siro, Aceria sheldoni, Aculus Mattendali, Amblyomma spp., Argas spp., , Brevipalpus spp., Bryobia praetio
  • Meloidogyne spp. for example, Meloidogyne incoginita and Meloidogyne javanica
  • Heterodera spp. for example, Heterodera glycines, Heterodera schachtii, He
  • a preferred emobodiment of the invention relates to a combination comprising compound I and one or more insecticide, nematicide, miticide, or acaracide, optionally further comprising one or more fungicides.
  • the compound of formula I and combinations thereof can be formulated for a particular use.
  • the compound of formula I and combinations thereof can be formulated for protecting cultivated plants or their propagation materials.
  • the combination of the invention can be applied to the plant in a conventional manner, such as foliar spray.
  • the combinations are formulated for plant propagation material, preferably seed, treatment applications for controlling or preventing damage by pests and/or pathogens, 71173FF
  • the present invention also envisages soil application of the combinations of the invention to control the soil-dwelling pests and/or soil-borne pathogens.
  • Methods of applying to the soil can be via any suitable method, which ensures that the combination penetrates the soil, for example, nursery tray application, in furrow application, soil drenching, soil injection, drip irrigation, application through sprinklers or central pivot, incorporation into soil (broad cast or in band) are such methods.
  • the benefit from the invention can also be achieved either by (i) treating plant propagation material with a compound of formula I or a combinaton thereof or (ii) applying to the locus where control is desired, generally the planting site, the compound of formula I or a combinaton thereof, or both (i) and (ii).
  • plant propagation material is understood to denote all the generative parts of the plant, such as seeds, which can be used for the multiplication of the latter and vegetative plant material such as cuttings and tubers (for example, potatoes).
  • vegetative plant material such as cuttings and tubers (for example, potatoes).
  • the seeds in the strict sense
  • roots, fruits, tubers, bulbs, rhizomes parts of plants.
  • Germinated plants and young plants which are to be transplanted after germination or after emergence from the soil, may also be mentioned. These young plants may be protected before transplantation by a total or partial treatment by immersion.
  • Parts of plant and plant organs that grow at later point in time are any sections of a plant that develop from a plant propagation material, such as a seed. Parts of plant, plant organs, and plants can also benefit from the pathogenic and/or pest damage protection achieved by the application of the combination on to the plant propagation material. In an embodiment, certain parts of plant and certain plant organs that grow at later point in time can also be considered as plant propagation material, which can themselves be applied (or treated) with the combination; and consequently, the plant, further parts of the plant and further plant organs that develop from the treated parts of plant and treated plant organs can also benefit from the pathogenic and/or pest damage protection achieved by the application of the combination on to the certain parts of plant and certain plant organs. 71173FF
  • Methods for applying or treating pesticidal active ingredients and mixtures thereof on to plant propagation material, especially seeds, are known in the art, and include dressing, coating, pelleting and soaking application methods of the propagation material.
  • the active ingredients can be applied to the seeds using conventional treating techniques and machines, such as fluidized bed techniques, the roller mill method, rotostatic seed treaters, and drum coaters. Other methods, such as spouted beds may also be useful.
  • the seeds may be presized before coating. After coating, the seeds are typically dried and then transferred to a sizing machine for sizing. Such procedures are known in the art.
  • the combination is applied or treated on to the plant propagation material by a method such that the germination is not induced; generally seed soaking induces germination because the moisture content of the resulting seed is too high.
  • suitable methods for applying (or treating) a plant propagation material, such as a seed is seed dressing, seed coating or seed pelleting and the like.
  • the plant propagation material is a seed.
  • the seed be in a sufficiently durable state that it incurs no damage during the treatment process.
  • the seed would be a seed that had been harvested from the field; removed from the plant; and separated from any cob, stalk, outer husk, and surrounding pulp or other non-seed plant material.
  • the seed would preferably also be biologically stable to the extent that the treatment would cause no biological damage to the seed. It is believed that the treatment can be applied to the seed at any time between harvest of the seed and sowing of the seed or during the sowing process (seed directed applications).
  • the seed may also, optionally, be primed either before or after the treatment.
  • Treatment could vary from a thin film (dressing) of the formulation containing the active ingredient(s) on a plant propagation material, such as a seed, where the original size and/or shape are recognizable to an intermediary state (such as a coating) and then to a thicker film (such as pelleting with many layers of different materials (such as carriers, for example, clays; different formulations, such 71173FF
  • the seed treatment occurs to an unsown seed, and the term "unsown seed” is meant to include seed at any period between the harvest of the seed and the sowing of the seed in the ground for the purpose of germination and growth of the plant.
  • Treatment to an unsown seed is not meant to include those practices in which the active ingredient is applied to the soil but would include any application practice that would target the seed during the planting process.
  • the treatment occurs before sowing of the seed so that the sown seed has been pre-treated with the combination.
  • seed coating or seed pelleting are preferred in the treatment of the combinations according to the invention.
  • the active ingredients in the combination are adhered on to the seed and therefore available for pest and/or disease control.
  • the treated seeds can be stored, handled, sowed and tilled in the same manner as any other active ingredient treated seed.
  • the combination according to the present invention is suitable for plants of the crops: cereals (wheat, barley, rye, oats, corn, rice, sorghum, triticale and related crops); beet (sugar beet and fodder beet); leguminous plants (beans, lentils, peas, soybeans); oil plants (rape, mustard, sunflowers); cucumber plants (marrows, cucumbers, melons); fibre plants (cotton, flax, hemp, jute); vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, paprika); as well as ornamentals (flowers, shrubs, broad- leaved trees and evergreens, such as conifers).
  • cereals wheat, barley, rye, oats, corn and soybean, triticale.
  • Suitable target crops also include transgenic crop plants of the foregoing types.
  • the transgenic crop plants used according to the invention are plants, or propagation material thereof, which are transformed by means of recombinant DNA technology in such a way that they are - for instance - capable of synthesizing selectively acting toxins as are known, for example, from toxin-producing invertebrates, especially of the phylum Arthropoda, as can be 71173FF
  • the weight ratio of a compound of formula I with a pesticide is selected as to give the desired, for example, synergistic, action. In general, the weight ratio would vary depending on the specific pesticide and how many pesticides are present in the combination. Generally, in the event the combination consists of two active ingredients the weight ratio is from 100:1 to 1 :100, preferably from 75:1 to 1 :75, more preferably, 50:1 to 1.50, especially 25:1 to 1 :25, advantageously 10:1 to 1 :10.
  • the rates of application (use) of the compound of formula I alone or in combination with one or more pesticides vary, for example, according to type of use, type of crop, the specific active ingredients in the combination, type of plant propagation material but is such that the active ingredients in the combination is an effective amount to provide the desired enhanced action (such as disease or pest control) and can be determined by trials.
  • application rates can vary from 0.5 to 1000g / 100kg of seeds of active ingredients.
  • Suitable seed treatment application rates of (I) a compound of formula I tend to be 1 - 300, preferably 2 - 200, more preferably 2.5 - 4Og /100kg of seeds, and if one or more pesticides are also present, then rates tend to be 1 -700, preferably 2-550, more preferably 2 - 450, g/100kg of seeds of any other pesticides.
  • the plant propagation material treated by a compound of formula I or combination thereof of the present invention are, therefore, resistant to disease and/or pest damage; accordingly, the present invention also provides a pathogenic and/or pest resistant plant propagation material which is treated with compound of formula I or the combination thereof and consequently at least the active ingredients thereof are adhered on the propagation material, such a seed. 71173FF
  • the seed treatment combination and composition can also comprise or may be applied together and/or sequentially with further active compounds.
  • further active compounds can be other pesticidal active ingredients, fertilizers or micronutrient donors or other preparations that influence plant growth, such as inoculants.
  • a single pesticidal active ingredient may have activity in more than one area of pest control, for example, a pesticide may have fungicide, insecticide and nematicide activity.
  • a pesticide may have fungicide, insecticide and nematicide activity.
  • aldicarb is known for insecticide, acaricide and nematicide activity
  • metam is known for insecticide, herbicide, fungicide and nematicide activity
  • thiabendazole and captan can provide nematicide and fungicide activity.
  • the combination of the present invention may be mixed with other pesticides, such as fungicides, insecticides and nematicides.
  • Suitable examples include triazole derivatives, strobilurins, carbamate (including thiocarbamate), benzimidazoles (thiabendazole), N-trihalomethylthio compounds (captan), substituted benzenes, carboxamides, phenylamides and phenylpyrroles, and mixtures thereof; and neonicotinoids, carbamates and pyrethroids.
  • a compound of formula I and the pesticide(s) may be used either in pure form, i.e., as a solid active ingredient, for example, in a specific particle size, or preferably together with at least one of the auxiliary (also known as adjuvants) customary in formulation technology, such as extenders, e.g., solvents or solid carriers, or surface-active compounds (surfactants), in the form of a formulation, in the present invention.
  • the compound and pesticide(s) are in the form of a formulation composition with one or more of customary formulation auxiliaries.
  • the combination is normally used in the form of formulations.
  • the compound of formula I and the pesticide(s) making-up the combination can be applied to the locus where control is desired either simultaneously or in succession at short interval, for example on the same day, if desired together with further carriers, surfactants or other application-promoting adjuvants customarily employed in formulation technology.
  • the combinations are applied simultaneously.
  • the compound of formula I and the pesticide(s) can be obtained from a separate formulation source and mixed together (known as a tank-mix, ready- to-apply, spray broth, or slurry), optionally with other pesticides, or they can be obtained as single formulation mixture source (known as a pre-mix, concentrate, formulated compound (or product)), and optionally mixed together with other pesticides.
  • a separate formulation source known as a tank-mix, ready- to-apply, spray broth, or slurry
  • other pesticides or they can be obtained as single formulation mixture source (known as a pre-mix, concentrate, formulated compound (or product)), and optionally mixed together with other pesticides.
  • the combination of the present invention is applied as a composition.
  • the composition is a pre-mix composition (or mixture).
  • examples of seed treatment formulation types for pre-mix compositions are: WS: wettable powders for seed treatment slurry LS: solution for seed treatment ES: emulsions for seed treatment
  • FS suspension concentrate for seed treatment
  • WG water dispersible granules
  • CS aqueous capsule suspension.
  • formulation types suitable for tank-mix compositions are solutions, dilute emulsions, suspensions, or a mixture thereof, and dusts.
  • the methods of application such as foliar, drench, spraying, atomizing, dusting, scattering, coating or pouring, are chosen in accordance with the intended objectives and the prevailing circumstances.
  • the tank-mix compositions are generally prepared by diluting with a solvent (for example, water) the one or more pre-mix compositions containing different pesticides, and optionally further auxiliaries.
  • a solvent for example, water
  • Suitable carriers and adjuvants can be solid or liquid and are the substances ordinarily ' employed in formulation technology, e.g. natural or regenerated mineral substances, solvents, dispersants, wetting agents, tackifiers, thickeners, binders or fertilizers. 71173FF
  • the formulations are prepared in known manner, e.g., by homogeneously mixing and/or grinding the active ingredients with extenders, e.g., solvents, solid carriers and, where appropriate, surface-active compounds (surfactants).
  • extenders e.g., solvents, solid carriers and, where appropriate, surface-active compounds (surfactants).
  • Suitable solvents are: aromatic hydrocarbons, preferably the fractions containing 8 to 12 carbon atoms, e.g. xylene mixtures or substituted naphthalenes, phthalates, such as dibutyl phthalate or dioctyl phthalate, aliphatic hydrocarbons, such as cyclohexane or paraffins, alcohols and glycols and their ethers and esters, such as ethanol, ethylene glycol, ethylene glycol monomethyl or monoethyl ether, ketones, such as cyclohexanone, strongly polar solvents, such as N-methyl-2-pyrrolidone, dimethyl sulfoxide or dimethylformamide, as well as vegetable oils or epoxidised vegetable oils, such as epoxidised coconut oil or soybean oil; or water.
  • aromatic hydrocarbons preferably the fractions containing 8 to 12 carbon atoms, e.g. xylene mixtures or substituted naphthalenes
  • the solid carriers used are normally natural mineral fillers, such as calcite, talcum, kaolin, montmorillonite or attapulgite.
  • calcite talcum
  • kaolin kaolin
  • montmorillonite attapulgite
  • highly dispersed silicic acid or highly dispersed absorbent polymers e.g., calcite, talcum, kaolin, montmorillonite or attapulgite.
  • Suitable granulated adsorptive carriers are porous types, for example pumice, broken brick, sepiolite or bentonite, and suitable nonsorbent carriers are, for example, calcite or sand.
  • pregranulated materials of inorganic or organic nature can be used, e.g., especially dolomite or pulverized plant residues.
  • suitable surface-active compounds are non-ionic, cationic and/or anionic surfactants having good emulsifying, dispersing and wetting properties.
  • surfactants will also be understood as comprising mixtures of surfactants.
  • Particularly advantageous application-promoting adjuvants are also natural or synthetic phospholipids of the cephalin and lecithin series, e.g., phosphatidylethanolamine, phos- phatidylserine, phosphatidylglycerol and lysolecithin.
  • phospholipids of the cephalin and lecithin series e.g., phosphatidylethanolamine, phos- phatidylserine, phosphatidylglycerol and lysolecithin.
  • a tank-mix formulation for seed treatment application comprises 0.25 to 80%, especially 1 to 75 %, active ingredient compounds, and 99.75 to 20 %, especially 99 to 25 %, of a solid or liquid auxiliaries (including, for example, a solvent such as water), where the 71173FF
  • -23- auxiliaries can be a surfactant in an amount of 0 to 40 %, especially 0.5 to 30 %, based on the tank-mix formulation.
  • a pre-mix formulation for seed treatment application comprises 0.5 to 99.9 %, especially 1 to 95 %, active ingredient compounds, and 99.5 to 0.1 %, especially 99 to 5 %, of a solid or liquid adjuvant (including, for example, a solvent such as water), where the auxiliaries can be a surfactant in an amount of 0 to 50 %, especially 0.5 to 40 %, based on the pre-mix formulation.
  • a solid or liquid adjuvant including, for example, a solvent such as water
  • Preferred seed treatment pre-mix formulations are aqueous suspension concentrates.
  • the formulation can be applied to the seeds using conventional treating techniques and machines, such as fluidized bed techniques, the roller mill method, rotostatic seed treaters, and drum coaters. Other methods, such as spouted beds may also be useful.
  • the seeds may be presized before coating. After coating, the seeds are typically dried and then transferred to a sizing machine for sizing. Such procedures are known in the art.
  • active ingredient denoting a compound of formula I or a combination thereof with another pesticide(s).
  • active ingredient denoting a compound of formula I or a combination thereof with another pesticide(s).
  • the Examples are in no way intended to be limiting in nature, i.e., other similar adjuvants known in the art may be substituted for the specifically-disclosed adjuvants provided below.
  • Wettable powders a) b) c) active ingredient 25 % 50 % 75 % sodium lignosulfonate 5 % 5 % - sodium lauryl sulfate 3 % - 5 % sodium diisobutylnaphthalenesulfonate - 6 % 10 % phenol polyethylene glycol ether 2 % 71173FF
  • the active ingredient is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording wettable powders that can be diluted with water to give suspensions of the desired concentration.
  • Powders for dry seed treatment a) b) c) active ingredient 25 % 50 % 75 % light mineral oil 5 % 5 % 5 % highly dispersed silicic acid 5 % 5 % -
  • the active ingredient is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording powders that can be used directly for seed treatment.
  • Emulsifiable concentrate active ingredient 10 % octylphenol polyethylene glycol ether 3 %
  • Emulsions of any required dilution which can be used in plant protection, can be obtained from this concentrate by dilution with water.
  • Ready-for-use dusts are obtained by mixing the active ingredient with the carrier and grinding the mixture in a suitable mill. Such powders can also be used for dry dressings for seed. 71173FF
  • the active ingredient 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.
  • Active ingredient 8 polyethylene glycol (mol. wt. 200) 3 %
  • Kaolin 89 % The finely ground active ingredient is uniformly applied, in a mixer, to the kaolin moistened with polyethylene glycol. Non-dusty coated granules are obtained in this manner.
  • Carboxymethylcellulose 1 % silicone oil (in the form of a 75 % emulsion in water) 1 %
  • the finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water.
  • a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water.
  • living plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, pouring or immersion.
  • Flowable concentrate for seed treatment active ingredient 40 % propylene glycol 5 % ⁇ ⁇ copolymer butanol PO/EO 2 % tristyrenephenole with 10-20 moles EO 2 % 71173FF
  • Silicone oil (in the form of a 75 % emulsion in water) 0.2 %
  • the finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water.
  • a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water.
  • living plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, pouring or immersion.
  • each of the combinations of the present invention is a plant propagation material, preferably seed, treating composition.
  • plant propagation material can be treated and protected against damage, for example, from pathogen(s), by, for example, spraying, pouring or immersing.
  • a compound of formula I and combinations thereof are distinguished by the fact that they are especially well tolerated by plants and are environmentally friendly.
  • a compound of formula I or combinations thereof can also be used to treat stored products, such as grain, for protection against pathogens and/or pests.
  • a defined amount of mycelium of R. solani is blended with soil and trays are filled with the inoculated soil.
  • the formulated test compounds are applied to cotton seeds.
  • the treated cotton seeds are then sown into the inoculated soil. Until germination the test is stored at 20° 71173FF

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention concerne un procédé de contrôle ou de prévention de dommages pathogènes ou de dommages dus à des organismes nuisibles dans un matériau de propagation de plante, une plante, des parties d'une plante et/ou des organes de plante qui croissent à un temps ultérieur, qui comprend l'application sur le matériau de propagation de plante d'un composé de formule (I) ou un énantiomère, un diastéréo-isomère, ou un sel agronomiquement acceptable de celui-ci, et facultativement conjointement avec des pesticides supplémentaires, dans lequel la plante est une céréale, la betterave, une plante légumineuse, une plante oléagineuse, le concombre, une plante à fibres, un légume, ou une plante d'ornement.
PCT/EP2007/005021 2006-06-08 2007-06-06 Procédé de protection d'un matériau de propagation de plante, plante, parties d'une plante et/ou organes de plante WO2007141010A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP06011828.8 2006-06-08
EP06011828 2006-06-08

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WO2007141010A1 true WO2007141010A1 (fr) 2007-12-13

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Publication number Priority date Publication date Assignee Title
CN103609567A (zh) * 2013-12-11 2014-03-05 北京燕化永乐生物科技股份有限公司 一种含有叶菌唑的农药组合物
CN104094948A (zh) * 2014-06-30 2014-10-15 中国水稻研究所 一种含噻虫嗪、咯菌腈的三元复配农药
CN116046942A (zh) * 2023-01-03 2023-05-02 福建省农业科学院植物保护研究所 一种区分苯醚甲环唑敏感型和抗药型玉米大斑病菌菌株的组合物和方法及应用

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WO2004045282A2 (fr) * 2002-11-15 2004-06-03 Basf Aktiengesellschaft Melanges fongicides
WO2004064519A1 (fr) * 2002-11-15 2004-08-05 Basf Aktiengesellschaft Melanges fongicides a base d'un derive de triazolopyrimidine et d'azoles
WO2005060751A1 (fr) * 2003-11-27 2005-07-07 Basf Aktiengesellschaft Melanges fongicides destines a la lutte contre des agents pathogenes du riz
WO2005077180A1 (fr) * 2004-02-12 2005-08-25 Bayer Cropscience Sa Composition fongique comprenant un derive de pyridylethylbenzamide et un compose capable d'inhiber la mitose et la division cellulaire
WO2006015866A1 (fr) * 2004-08-12 2006-02-16 Syngenta Participations Ag Procédé servant à protéger des plantes utiles ou une matière de propagation de plante

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Publication number Priority date Publication date Assignee Title
WO2004045282A2 (fr) * 2002-11-15 2004-06-03 Basf Aktiengesellschaft Melanges fongicides
WO2004064519A1 (fr) * 2002-11-15 2004-08-05 Basf Aktiengesellschaft Melanges fongicides a base d'un derive de triazolopyrimidine et d'azoles
WO2005060751A1 (fr) * 2003-11-27 2005-07-07 Basf Aktiengesellschaft Melanges fongicides destines a la lutte contre des agents pathogenes du riz
WO2005077180A1 (fr) * 2004-02-12 2005-08-25 Bayer Cropscience Sa Composition fongique comprenant un derive de pyridylethylbenzamide et un compose capable d'inhiber la mitose et la division cellulaire
WO2006015866A1 (fr) * 2004-08-12 2006-02-16 Syngenta Participations Ag Procédé servant à protéger des plantes utiles ou une matière de propagation de plante

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103609567A (zh) * 2013-12-11 2014-03-05 北京燕化永乐生物科技股份有限公司 一种含有叶菌唑的农药组合物
CN104094948A (zh) * 2014-06-30 2014-10-15 中国水稻研究所 一种含噻虫嗪、咯菌腈的三元复配农药
CN104094948B (zh) * 2014-06-30 2016-04-13 中国水稻研究所 一种含噻虫嗪、咯菌腈的三元复配农药
CN116046942A (zh) * 2023-01-03 2023-05-02 福建省农业科学院植物保护研究所 一种区分苯醚甲环唑敏感型和抗药型玉米大斑病菌菌株的组合物和方法及应用
CN116046942B (zh) * 2023-01-03 2023-09-12 福建省农业科学院植物保护研究所 一种区分苯醚甲环唑敏感型和抗药型玉米大斑病菌菌株的组合物和方法及应用

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