WO2012110439A1 - Procédé de lutte contre les champignons phytopathogènes - Google Patents

Procédé de lutte contre les champignons phytopathogènes Download PDF

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Publication number
WO2012110439A1
WO2012110439A1 PCT/EP2012/052375 EP2012052375W WO2012110439A1 WO 2012110439 A1 WO2012110439 A1 WO 2012110439A1 EP 2012052375 W EP2012052375 W EP 2012052375W WO 2012110439 A1 WO2012110439 A1 WO 2012110439A1
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WO
WIPO (PCT)
Prior art keywords
dithianon
potassium salt
phosphorous acid
spp
composition
Prior art date
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PCT/EP2012/052375
Other languages
English (en)
Inventor
Karl-Heinrich Schneider
Randall Evan Gold
Ulla HILSINGER
John-Bryan Speakman
Stacy UMSTÄTTER
Antonio Parenti
Original Assignee
Basf Se
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Basf Se filed Critical Basf Se
Priority to EP12703322.3A priority Critical patent/EP2675273A1/fr
Priority to EA201300907A priority patent/EA201300907A1/ru
Priority to BR112013020847A priority patent/BR112013020847A2/pt
Priority to MX2013007481A priority patent/MX2013007481A/es
Publication of WO2012110439A1 publication Critical patent/WO2012110439A1/fr
Priority to ZA2013/06871A priority patent/ZA201306871B/en

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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
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
    • A01N43/32—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/26—Phosphorus; Compounds thereof

Definitions

  • the present invention relates to a method for controlling phytopathogenic fungi on pome fruits, citrus fruits, coffee, ornamentals, soft fruits, stone fruits, tea, vegetables and/or wheat, wherein the fungi, their habitat, the plant, the seed thereof, plant propagation material or the soil on which the plants are grown or intended to be grown, is treated with a potassium salt of phosphorous acid and dithianon in effective amounts.
  • the present invention further relates to the use of a mixture comprising a potassium salt of phosphorous acid and dithianon for controlling phytopathogenic fungi on pome fruits, citrus fruits, coffee, ornamentals, soft fruits, stone fruits, tea, vegetables and/or wheat, preferably for synergistically controlling phytopathogenic fungi on pome fruits, citrus fruits, coffee, ornamentals, soft fruits, stone fruits, tea, vegetables and/or wheat.
  • the invention relates to the composition, comprising a potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-[1 ,2,4]triazolo- [1 ,5-a]pyrimidin-7-ylamine and its use in agriculture.
  • WO 02/060259 is directed to a fungicidal composition based on potassium acid phosphite and phosphorous acid wherein the ratio of both is adjusted to a pH between 1 and 3.
  • WO 02/060259 also discloses a diluted tank mixture of this composition with the fungicide folpet.
  • WO 2004/047540 is directed to fungicidal compositions comprising a salt of an alkaline or alkaline earth metal, Mn or Zn of phosphorous acid and a second fungicial component, wherein the concentration of active substances ranges from 0.1 to 98%, preferably from 0.5 to 90%.
  • concentration of active substances ranges from 0.1 to 98%, preferably from 0.5 to 90%.
  • dithianon is mentioned.
  • WO 2004/047540 focusses on extemporaneous mixtures of the abovementioned components. However, for use in agriculture, physically stable ready mixtures with a high loading of active substances such as suspension concentrates are preferred from the practical point of view.
  • DE 40 39 875 A1 is directed to concentrates in form of granules comprising a phosphite, which may further comprise a fungicide such as dithianon.
  • WO 2007/012598 relates to fungicidal mixtures based on azolopyrimidinylamines.
  • WO 2009/150076 is directed to the use of calcium salts of phosphorous acid for increasing the efficacy of fungicides in agriculture.
  • dithianon is mentioned.
  • WO 2009/150076 focusses on solid formulations. Solid formulations comprising calcium hydrogen phosphite and dithianon, optionally with further ametoctradine, are disclosed therein. However, solid formulations are often unwanted from the practical point of view. For use in agriculture, aqueous formulations such as for example suspension concentrates with a high loading of active ingredients are often easier to handle, more effective and less expensive.
  • An object of the present invention was to provide methods and pesticidal compositions which are suitable for the control of specific phytopathogenic fungi on specific crops.
  • one specific object of the present invention was to provide methods and pesticidal compositions which are suitable for the control of
  • phytopathogenic fungi on pome fruits such as Venturia spp.
  • such methods should be carried out by using an easily preparable and manageble formulation of the respective active ingredients, such as an suspension concentrate.
  • an easily preparable and manageble formulation of the respective active ingredients such as an suspension concentrate.
  • the present invention relates to a method for controlling phytopathogenic fungi on pome fruits, citrus fruits, coffee, ornamentals, soft fruits, stone fruits, tea, vegetables and/or wheat, wherein the fungi, their habitat, the plant, the seed thereof, plant propagation material or the soil on which the plants are grown or intended to be grown, is treated with a potassium salt of phosphorous acid and dithianon in effective amounts
  • Salts of phosphoric acid such as potassium salt of phosphoric acid, are well known and described as fungicides for example in DE 24 53 401 or FR 2 252 056.
  • Phosphorous acid is to be understood as meaning both phosphorous acid having the formula P(OH)3 and the tautomeric phosphonic acid HP(0)(OH) 2 .
  • Potassium salt of phosphorous acid is to be understood as meaning both salts of phosphorous acid and salts of the tautomeric phosphonic acid.
  • the potassium salts of phosphorous acid are usually referred to as phosphite (or phosphonate; empirical formula [HPO3] 2 ) or hydrogenphosphite (or hydrogenphosphonate; empirical formula [H2PO3] ).
  • potassium salts of phosphorous acid are also referred to as phosphites.
  • Suitable potassium salts of phosphorous acid are, for example, K2H PO3 and/or KH2PO3. It may be preferred if both salts are present.
  • Dithianon is commercially available and known to the person skilled in the art as fungicide. It may be found, for example, in the "Pesticide Manual", 13th Ed. (2003), The British Crop Protection Council, London.
  • the weight ratio of the potassium salt of phosphorous acid (component 1 ) to dithianon (component 2) is in each case 1 :100 to 100:1 , preferably 1 :50 to 50:1 , even more preferably 1 :20 to 20:1.
  • a preferable weight ratio of component 1 to component 2 is 95:1 to 1 :95, more preferable 90:1 to 1 :90, even more preferable 85:1 to 1 :85, even more preferable 80:1 to 1 :80, even more preferable 75:1 to 1 :75, even more preferable 70:1 to 1 :70, even more preferable 65:1 to 1 :65, 60:1 to 1 :60, even more preferable 55:1 to 1 :55, even more preferable 50:1 to 1 :50, even more preferable 45:1 to 1 :45, even more preferable 30:1 to 1 :30, even more preferable 25:1 to 1 :25, even more preferable 15:1 to 1 :15, even more preferable 10:1 to 1 :10, even more preferable 5:1 to 1 :5, even more preferable 4:1 to 1 :4.
  • the components are used in synergisticaly effective amount.
  • a preferable weight ratio of component 1 to component 2 is 10:1 to 1 :1 , more preferable 8:1 to 2:1 , even more preferable 5:1 to 3:1 .
  • the potassium salt of phosphorous acid (component 1 ) and dithianon (component 2) may be present as a physical mixture comprising component 1 and component 2, but they may also be present in any other preparation form of the active compounds, the use of which is time- and locus-related.
  • applying the component 1 and component 2 is to be understood to denote, that at least the component 1 and component 2 occur simultaneously at the site of action (i.e. plant, plant propagation material (such as seed), soil, area, material or environment in which a plant is growing or may grow) in an effective amount.
  • site of action i.e. plant, plant propagation material (such as seed), soil, area, material or environment in which a plant is growing or may grow
  • component 1 and component 2 are formulated separately but applied to the same plant, plant propagule or locus in a temporal relationship, i.e. simultaneously or subsequently, the subsequent application having a time interval which allows a combined action of the compounds.
  • one component 1 and component 2 are applied simultaneously, either as a mixture or separately, or subsequently to plant propagules.
  • component 1 and component 2 are applied simultaneously, either as a mixture or separately, as foliar spray treatment.
  • kits may include one or more, including all, components that may be used to prepare a subject agrochemical composition.
  • kits may include the potassium salt of phosphorous acid (component 1 ) and dithianon (component 2) and/or an adjuvant component.
  • One or more of the components may already be combined together or pre-formulated.
  • kits may include one or more separate containers such as vials, cans, bottles, pouches, bags or canisters, each container containing a separate component for an agrochemical composition.
  • a component of the kit may be applied separately from or together with the further components or as a component of a combination composition used according to the invention for preparing the composition used according to the invention.
  • the user applies the composition used according to the invention usually from a predosage device, a knapsack sprayer, a spray tank or a spray plane.
  • the agrochemical composition is made up with water and/or buffer to the desired application concentration, it being possible, if appropriate, to add further auxiliaries, and the ready-to-use spray liquid or the agrochemical composition used according to the invention is thus obtained.
  • 50 to 1000 liters of the ready-to-use spray liquid are applied per hectare of agricultural useful area, preferably 50 to 500 liters and more preferably 50 to 400 liters.
  • the potassium salt of phosphorous acid (component 1 ) and dithianon (component 2) are individually formulated as composition (or formulation) such as parts of a kit or parts of the components used according to the invention and may be mixed by the user himself in a spray tank and further auxiliaries may be added, if appropriate (tank mix).
  • either individual components of the composition used according to the invention or partially premixed components e. g. components comprising the potassium salt of phosphorous acid (component 1 ) and dithianon (component 2) can be applied jointly (e. .g. after tankmix) or consecutively.
  • a potassium salt of phosphorous acid and dithianon in effective amounts are used for controlling phytopathogenic fungi on pome fruits, citrus fruits, coffee, ornamentals, soft fruits, stone fruits, tea, vegetables and/or wheat, wherein the fungi, their habitat, the plant, the seed thereof, plant propagation material or the soil on which the plants are grown or intended to be grown, is treated.
  • a potassium salt of phosphorous acid and dithianon in effective amounts are used for controlling phytopathogenic fungi on citrus fruits, such as Capnodium citri (sooty mold), Colletotrichum gloeosporioides (anthracnose), Diaporthe cltri (melanose), Diaporthe medusaea (melanose-like blemish) and/or Elsinoe fawcettii (scab).
  • a potassium salt of phosphorous acid and dithianon in effective amounts are used for controlling phytopathogenic fungi on coffee, such as Colletotrichum coffeanum (coffee berry disease), Hemileia vastatrix (coffee leaf rust) and/or Phoma spp (coffee leaf blight).
  • a potassium salt of phosphorous acid and dithianon in effective amounts are used for controlling phytopathogenic fungi on ornamentals, such as Alternaria spp., Ascochyta spp., Gloeosporium spp., Glomerella spp., Phyllosticta spp. and/or Septoria spp.
  • a potassium salt of phosphorous acid and dithianon in effective amounts are used for controlling phytopathogenic fungi on soft fruits, such as currants, in particular Cronartium ribicola (rust), Drepanopeziza ribis (leaf spot) and/or Plasmopara ribicola, raspberries, in particular Didymella applanata (spur blight), and strawberries, in particular Diplocarpon earliana (leaf scorch) and/or Mycosphaerella fragariae (leaf spot).
  • currants in particular Cronartium ribicola (rust), Drepanopeziza ribis (leaf spot) and/or Plasmopara ribicola, raspberries, in particular Didymella applanata (spur blight), and strawberries, in particular Diplocarpon earliana (leaf scorch) and/or Mycosphaerella fragariae (leaf spot).
  • Clasterosporium carpophilum (shot hole), Coccomyces hiemalis (cherry leaf spot), Monilinia spp. (brown rot) and/or Venturia cerasi (cherry scab), peaches, nectarines and apricots, in particular Cladosporium carpophilum (stone fruit scab),
  • Clasterosporium carpophilum shot hole spot
  • Monilinia spp. brown rot
  • Taphrina deformans leaf curl
  • Tranzschelia spp. rust
  • plums in particular
  • a potassium salt of phosphorous acid and dithianon in effective amounts are used for controlling phytopathogenic fungi on tea, such as Exobasidium reticulatum (blister blight) and/or Gleosporium theae-sinensis (anthracnose).
  • a potassium salt of phosphorous acid and dithianon in effective amounts are used for controlling phytopathogenic fungi on vegetables, such as cucumbers, in particular Colletotrichum lagenarium (anthracnosea) and/or Pseudoperonospora cubensis (downy mildew), and green peppers, in particular Glomerella cingulata (anthracnose).
  • a potassium salt of phosphorous acid and dithianon in effective amounts are used for controlling phytopathogenic fungi on wheat, in particular Septoria nodorum (glume blotch) and/or Septoria tritici (leaf spot).
  • a potassium salt of phosphorous acid and dithianon in effective amounts are used for controlling phytopathogenic fungi on pome fruits, such as apples, pears, quinces, crab-apples, loquats, medlars, Nashi pears, black chokeberry and/or mountain ash, in particular apples and pears.
  • the phytopathogenic harmful fungi to be controlled according to the present invention are selected from the group of Venturia spp. on apples and/or pears
  • the potassium salt of phosphorous acid and dithianon are applied in an amount of from 20 g a.i./ha to 4000 g a.i./ha, preferably in an amount of 20 g a.i./ha to 1000 g a.i./ha, even more preferably in an amount of 500 to 2500 g a.i./ha.
  • a potassium salt of phosphorous acid is used for increasing the efficacy of dithianon when controlling phytopathogenic fungi on pome fruits, citrus fruits, coffee, ornamentals, soft fruits, stone fruits, tea, vegetables and/or wheat.
  • Increasing the efficacy of a fungicide is to be understood as meaning that, in combination with a potassium salt of phosphorous acid, the activity is increased in a synergistic manner. Furthermore, in many cases, the activity spectrum can be broadened, or the development of resistance can be prevented.
  • the present invention is directed to a composition, comprising a potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-
  • [1 ,2,4]triazolo[1 ,5-a]pyrimidin-7-ylamine in particular to said composition, wherein the potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5- a]pyrimidin-7-ylamine are present in synergistically effective amounts.
  • the present invention relates to an agrochemical composition, comprising a liquid or solid carrier and the composition comprising a potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5- a]pyrimidin-7-ylamine.
  • the present invention relates to a plant propagation material, comprising the composition comprising a potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5-a]pyrimidin-7- ylamine in an amount of from 0.01 g to 10 kg per 100 kg of plant propagation material.
  • the present invention relates to a method for controlling phytopathogenic fungi, wherein the fungi or the materials, plants, the soil or seed to be protected from fungal attack are treated with an effective amount of a composition comprising a potassium salt of phosphorous acid, dithianon and 5-ethyl-6- octyl-[1 ,2,4]triazolo[1 ,5-a]pyrimidin-7-ylamine as defined herein.
  • the potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl- [1 ,2,4]triazolo[1 ,5-a]pyrimidin-7-ylamine are applied simultaneously, that is jointly or separately, or in succession.
  • the weight ratio of the potassium salt of phosphorous acid (component 1 ) to dithianon (component 2) is 1 : 100 to 100: 1 , preferably 1 :50 to 50: 1 , even more preferably 1 :20 to 20:1.
  • a preferable weight ratio of component 1 to component 2 is 95:1 to 1 :95, more preferable 90:1 to 1 :90, even more preferable 85:1 to 1 :85, even more preferable 80:1 to 1 :80, even more preferable 75:1 to 1 :75, even more preferable 70:1 to 1 :70, even more preferable 65:1 to 1 :65, 60:1 to 1 :60, even more preferable 55:1 to 1 :55, even more preferable 50:1 to 1 :50, even more preferable 45:1 to 1 :45, even more preferable 30:1 to 1 :30, even more preferable 25:1 to 1 :25, even more preferable 15:1 to 1 :15, even more preferable 10:1 to 1 :10, even more preferable 5:1 to 1 :5, even more preferable 4:1 to 1 :4, even more preferable 3:1 to 1 :3, even more preferable 2:1 to 1 :2.
  • the weight ratio of the potassium salt of phosphorous acid (component 1 ) to 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5-a]pyrimidin-7- ylamine (component 3) is in each case 1 :100 to 100:1 , preferably 1 :50 to 50:1 , even more preferably 1 :20 to 20:1.
  • a preferable weight ratio of component 1 to component 3 is in each case 95:1 to 1 :95, more preferable 90:1 to 1 :90, even more preferable 85:1 to 1 :85, even more preferable 80:1 to 1 :80, even more preferable 75:1 to 1 :75, even more preferable 70:1 to 1 :70, even more preferable 65:1 to 1 :65, 60:1 to 1 :60, even more preferable 55:1 to 1 :55, even more preferable 50:1 to 1 :50, even more preferable 45:1 to 1 :45, even more preferable 30:1 to 1 :30, even more preferable 25:1 to 1 :25, even more preferable 15:1 to 1 :15, even more preferable 10:1 to 1 :10, even more preferable 5:1 to 1 :5, even more preferable 4:1 to 1 :4, even more preferable 3:1 to 1 :3, even more preferable 2:1 to 1 :2.
  • the weight ratio of dithianon (component 2) to 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5-a]pyrimidin-7-ylamine (component 3) is in each case 1 : 100 to 100: 1 , preferably 1 :50 to 50: 1 , even more preferably 1 :20 to 20: 1.
  • a preferable weight ratio of component 2 to component 3 is in each case 95:1 to 1 :95, more preferable 90:1 to 1 :90, even more preferable 85:1 to 1 :85, even more preferable 80:1 to 1 :80, even more preferable 75:1 to 1 :75, even more preferable 70:1 to 1 :70, even more preferable 65:1 to 1 :65, 60:1 to 1 :60, even more preferable 55:1 to 1 :55, even more preferable 50:1 to 1 :50, even more preferable 45:1 to 1 :45, even more preferable 30:1 to 1 :30, even more preferable 25:1 to 1 :25, even more preferable 15:1 to 1 :15, even more preferable 10:1 to 1 :10, even more preferable 5:1 to 1 :5, even more preferable 4:1 to 1 :4, even more preferable 3:1 to 1 :3, even more preferable 2:1 to 1 :2.
  • the components are used in syn and
  • the potassium salt of phosphorous acid (component 1 ), dithianon (component 2) and 5-ethy l-6-octy l-[ 1 ,2,4]triazolo[1 ,5- a]pyrimidin-7-ylamine (component 3) may be present as a physical mixture comprising component 1 , component 2 and component 3, but they may also be present in any other preparation form of the active compounds, the use of which is time- and locus- related.
  • the inventive composition comprising a potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5-a]pyrimidin-7-ylamine is suitable as fungicide.
  • the inventive composition may be used in the control of a multitude of phytopathogenic fungi on various cultivated plants, such as cereals, e. g. wheat, rye, barley, triticale, oats or rice; beet, e. g. sugar beet or fodder beet; fruits, such as pomes, stone fruits or soft fruits, e. g.
  • the inventive composition is used for controlling a multitude of fungi on field crops, such as potatoes sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, rape, legumes, sunflowers, coffee or sugar cane; fruits; vines;
  • field crops such as potatoes sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, rape, legumes, sunflowers, coffee or sugar cane; fruits; vines;
  • the inventive composition is particularly suitable for controlling the following plant diseases:
  • Albugo spp. (white rust) on ornamentals, vegetables (e. g. A. Candida) and sunflowers (e. g. A. tragopogonis); Alternaria spp. (Alternaria leaf spot) on vegetables, rape (A. brassicola or brassicae), sugar beets (A. tenuis), fruits, rice, soybeans, potatoes (e. g. A. solani or A. alternata), tomatoes (e. g. A. solani or A. alternata) and wheat; Aphano- myces spp. on sugar beets and vegetables; Ascochyta spp. on cereals and vegetables, e. g. A. tritici (anthracnose) on wheat and A.
  • Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.), e. g. Southern leaf blight (D. maydis) or Northern leaf blight (B. zeicola) on corn, e. g. spot blotch (B. sorokiniana) on cereals and e.g. B. oryzae on rice and turfs; Blumeria (formerly Erysiphe) graminis (powdery mildew) on cereals (e. g. on wheat or barley); Botrytis cinerea (teleomorph: Botryotinia fuckeliana: grey mold) on fruits and berries (e. g.
  • strawberries strawberries
  • vegetables e. g. lettuce, carrots, celery and cabbages
  • rape flowers, vines, forestry plants and wheat
  • Bremia lactucae downy mildew
  • Ceratocystis syn. Ophiostoma
  • spp. rot or wilt
  • broad- leaved trees and evergreens e. g. C. ulmi (Dutch elm disease) on elms
  • Cercospora spp. Cercospora leaf spots
  • corn e.g. Gray leaf spot: C. zeae-maydis
  • sugar beets e. g. C.
  • sasakii sheath blight
  • Corynespora cassiicola leaf spots
  • Cycloconium spp. e. g. C. oleaginum on olive trees
  • Cylindrocarpon spp. e. g. fruit tree canker or young vine decline, teleomorph: Nectria or Neonectria spp.
  • liriodendri Neonectria liriodendri: Black Foot Disease) and ornamentals; Dematophora (teleomorph: Rosellinia) necatrix (root and stem rot) on soybeans; Diaporthe spp., e. g. D. phaseolorum (damping off) on soybeans; Drechslera (syn. Helminthosporium, teleomorph: Pyrenophora) spp. on corn, cereals, such as barley (e. g. D. teres, net blotch) and wheat (e. g. D. D.
  • tritici-repentis tan spot), rice and turf; Esca (dieback, apoplexy) on vines, caused by Formitiporia (syn. Phellinus) punctata, F. mediterranea, Phaeomoniella chlamydospora (earlier Phaeo- acremonium chlamydosporum), Phaeoacremonium aleophilum and/or Botryosphaeria obtusa; Elsinoe spp. on pome fruits (£. pyri), soft fruits (£. veneta: anthracnose) and vines (£.
  • ampelina anthracnose
  • Entyloma oryzae leaf smut
  • Epicoccum spp. black mold
  • Erysiphe spp. potowdery mildew
  • sugar beets £. betae
  • vegetables e. g. £. pisi
  • cucurbits e. g. £. cichoracearum
  • cabbages rape (e. g. £. cruciferarum)
  • Eutypa lata Eutypa canker or dieback, anamorph: Cytosporina lata, syn.
  • Gibberella spp. (wilt, root or stem rot) on various plants, such as F. graminearum or F. culmorum (root rot, scab or head blight) on cereals (e. g. wheat or barley), F. oxy- sporum on tomatoes, F. solani on soybeans and F verticillioides on corn; Gaeumanno- myces graminis (take-all) on cereals (e. g. wheat or barley) and corn; Gibberella spp. on cereals (e. g. G. zeae) and rice (e. g. G.
  • fujikuroi Bakanae disease
  • Grain- staining complex on rice Guignardia bidwellii (black rot) on vines
  • Helminthosporium spp. (syn. Drechslera, teleomorph: Cochliobolus) on corn, cereals and rice; Hemileia spp., e. g. H.
  • fructigena (bloom and twig blight, brown rot) on stone fruits and other rosaceous plants
  • Mycosphaerella spp. on cereals, bananas, soft fruits and ground nuts, such as e. g. M. graminicola (anamorph: Septoria tritici, Septoria blotch) on wheat or M. fijiensis (black Sigatoka disease) on bananas
  • Peronospora spp. downy mildew) on cabbage (e. g. P. brassicae), rape (e. g. P.
  • Plasmodiophora brassicae club root
  • Plasmopara spp. e. g. P. viticola (grapevine downy mildew) on vines and P. halstedii on sunflowers
  • Podosphaera spp. powdery mildew on rosaceous plants, hop, pome and soft fruits, e. g. P. leucotricha on apples
  • Polymyxa spp. e. g. on cereals, such as barley and wheat (P. graminis) and sugar beets (P.
  • Pseudocercosporella herpotrichoides eyespot, teleomorph: Tapesia yallundae
  • Pseudoperonospora downy mildew
  • Pseudopezicula tracheiphila red fire disease or ,rotbrenner', anamorph: Phialophora
  • Puccinia spp. rusts on various plants, e. g. P. triticina (brown or leaf rust), P.
  • striiformis stripe or yellow rust
  • P. hordei dwarf rust
  • P. graminis seed or black rust
  • P. recondita brown or leaf rust
  • cereals such as e. g. wheat, barley or rye
  • P. kuehnii range rust
  • Pyrenophora anamorph: Drechslera
  • tritici-repentis tan spot
  • P. teres net blotch
  • oryzae (teleomorph: Magnaporthe grisea, rice blast) on rice and P. grisea on turf and cereals; Pythium spp. (damping-off) on turf, rice, corn, wheat, cotton, rape, sunflowers, soybeans, sugar beets, vegetables and various other plants (e. g. P. ultimum or P. aphanidermatum); Ramularia spp., e. g. R. collo-cygni (Ramularia leaf spots, Physiological leaf spots) on barley and R. beticola on sugar beets; Rhizoctonia spp.
  • R. solani root and stem rot
  • S. solani silk and stem rot
  • S. solani silk and stem rot
  • S. solani silk blight
  • R. cerealis Rhizoctonia spring blight
  • Rhizopus stolonifer black mold, soft rot
  • Rhynchosporium secalis scald
  • Sarocladium oryzae and S. attenuatum sheath rot) on rice
  • Sclerotinia spp e. g.
  • R. solani root and stem rot
  • S. solani silk blight
  • R. cerealis Rhizoctonia spring blight
  • Rhizopus stolonifer black mold, soft rot
  • Rhynchosporium secalis scald
  • Sarocladium oryzae and S. attenuatum sheath rot
  • Sclerotinia spp Sclerotinia spp.
  • seed rot or white mold on vegetables and field crops, such as rape, sunflowers (e. g. S. sclerotiorum) and soybeans (e. g. S. rolfsii or S. sclerotiorum); Septoria spp. on various plants, e. g. S. glycines (brown spot) on soybeans, S. tritici (Septoria blotch) on wheat and S. (syn. Stagonospora) nodorum (Stagonospora blotch) on cereals;
  • rape e. g. S. sclerotiorum
  • soybeans e. g. S. rolfsii or S. sclerotiorum
  • Septoria spp. on various plants, e. g. S. glycines (brown spot) on soybeans, S. tritici (Septoria blotch) on wheat and S. (s
  • Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph: Oidium tuckeri) on vines; Setospaeria spp. (leaf blight) on corn (e. g. S. turcicum, syn. Helminthosporium turcicum) and turf; Sphacelotheca spp. (smut) on corn, (e. g. S.
  • deformans leaf curl disease
  • T. pruni plum pocket
  • plums Thielaviopsis spp. (black root rot) on tobacco, pome fruits, vegetables, soybeans and cotton, e. g. T. basicola (syn. Chalara elegans); Tilletia spp. (common bunt or stinking smut) on cereals, such as e. g. T. tritici (syn. T. caries, wheat bunt) and T. controversa (dwarf bunt) on wheat; Typhula incarnata (grey snow mold) on barley or wheat; Urocystis spp., e. g. U.
  • occulta stem smut
  • Uromyces spp. rust
  • vegetables such as beans (e. g. U. appendiculatus, syn. U. phaseoli) and sugar beets (e. g. U. betae)
  • Ustilago spp. loose smut) on cereals (e. g. U. nuda and U. avaenae), corn (e. g. U. maydis: corn smut) and sugar cane
  • Venturia spp. scab
  • apples e. g. V. inaequalis
  • pears Verticillium spp. (wilt) on various plants, such as fruits and ornamentals, vines, soft fruits, vegetables and field crops, e. g. V. dahliae on strawberries, rape, potatoes and tomatoes.
  • the inventive composition is also suitable for controlling harmful fungi in the protection of stored products or harvest and in the protection of materials.
  • the term "protection of materials” is to be understood to denote the protection of technical and non-living materials, such as adhesives, glues, wood, paper and paperboard, textiles, leather, paint dispersions, plastics, colling lubricants, fiber or fabrics, against the infestation and destruction by harmful microorganisms, such as fungi and bacteria.
  • Ascomycetes such as Ophiostoma spp., Ceratocystis spp., Aureobasidium pullulans, Sclerophoma spp., Chaetomium spp., Humicola spp.,
  • Petriella spp. Trichurus spp.; Basidiomycetes such as Coniophora spp., Coriolus spp., Gloeophyllum spp., Lentinus spp., Pleurotus spp., Poria spp., Serpula spp. and
  • Tyromyces spp. Deuteromycetes such as Aspergillus spp., Cladosporium spp., Penicillium spp., Trichorma spp., Alternaria spp., Paecilomyces spp. and Zygomycetes such as Mucor spp., and in addition in the protection of stored products and harvest the following yeast fungi are worthy of note: Candida spp. and Saccharomyces cerevisae.
  • the inventive composition comprising a potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5-a]pyrimidin-7-ylamine is particularly suitable for the control of phytopathogenic fungi in vines. Specifically, it is suitable for the control of Plasmopara spp., in particular Plasmopara viticola (grapevine downy mildew) and Guignardia bidwellii (black rot) on vines.
  • compositions can be present in different crystal modifications whose biological activity may differ. Such compositions are likewise subject matter of the present invention.
  • the active compounds in the inventive composition or the composition used according to the present invention are employed as such or in form of agrochemical compositions by treating the fungi or the plants, plant propagation materials, such as seeds, soil, surfaces, materials or rooms to be protected from fungal attack with a fungicidally effective amount of the active substances.
  • the application can be carried out both before and after the infection of the plants, plant propagation materials, such as seeds, soil, surfaces, materials or rooms by the fungi.
  • Plant propagation materials may be treated with the inventive composition7the composition used according to the present invention prophylactically either at or before planting or transplanting.
  • the invention also relates to agrochemical compositions comprising a solvent or solid carrier, the potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl- [1 ,2,4]triazolo[1 ,5-a]pyrimidin-7-ylamine and to the use for controlling harmful fungi.
  • An agrochemical composition comprises a fungicidally effective amount of potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5- a]pyrimidin-7-ylamine.
  • effective amount denotes an amount of the composition or of the active compounds (potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5-a]pyrimidin-7-ylamine), respectively!, which is sufficient for controlling harmful fungi on cultivated plants or in the protection of materials and which does not result in a substantial damage to the treated plants.
  • Such an amount can vary in a broad range and is dependent on various factors, such as the fungal species to be controlled, the treated cultivated plant or material and the climatic conditions.
  • the term "plant propagation material” is to be understood to denote all the generative parts of the plant such as seeds and vegetative plant material such as cuttings and tubers (e. g. potatoes), which can be used for the multiplication of the plant.
  • vegetative plant material such as cuttings and tubers (e. g. potatoes)
  • These young plants may also be protected before transplantation by a total or partial treatment by immersion or pouring.
  • cultiva plants is to be understood as including plants which have been modified by breeding, mutagenesis or genetic engineering including but not limiting to agricultural biotech products on the market or in development (cf.
  • Genetically modified plants are plants, which genetic material has been so modified by the use of recombinant DNA techniques that under natural circumstances cannot readily be obtained by cross breeding, mutations or natural recombination. Typically, one or more genes have been integrated into the genetic material of a genetically modified plant in order to improve certain properties of the plant.
  • Such genetic modifications also include but are not limited to targeted post-translational modification of protein(s), oligo- or polypeptides e. g. by glycosylation or polymer additions such as prenylated, acetylated or farnesylated moieties or PEG moieties.
  • herbicides e. bromoxynil or ioxynil herbicides as a result of conventional methods of breeding or genetic engineering. Furthermore, plants have been made resistant to multiple classes of herbicides through multiple genetic modifications, such as resistance to both glyphosate and glufosinate or to both glyphosate and a herbicide from another class such as ALS inhibitors, HPPD inhibitors, auxin herbicides, or ACCase inhibitors.
  • ALS inhibitors e.g. described in Pest Managem. Sci.
  • cultivated plants have been rendered tolerant to herbicides by conventional methods of breeding (mutagenesis), e. g. Clearfield ® summer rape (Canola, BASF SE, Germany) being tolerant to imidazolinones, e. g.
  • plants are also covered that are by the use of recombinant DNA techniques capable to synthesize one or more insecticidal proteins, especially those known from the bacterial genus Bacillus, particularly from Bacillus thuringiensis, such as ⁇ -endotoxins, e. g. CrylA(b), CrylA(c), CrylF, CrylF(a2), CryllA(b), CrylllA,
  • ⁇ -endotoxins e. g. CrylA(b), CrylA(c), CrylF, CrylF(a2), CryllA(b), CrylllA,
  • VIP vegetative insecticidal proteins
  • VIP1 e.g. VIP1 , VIP2, VIP3 or VIP3A
  • insecticidal proteins of bacteria colonizing nematodes e. g. Photorhabdus spp. or Xenorhabdus spp.
  • toxins produced by animals such as scorpion toxins, arachnid toxins, wasp toxins, or other insect-specific neurotoxins
  • toxins produced by fungi such Streptomycetes toxins, plant lectins, such as pea or barley lectins
  • agglutinins e.g. VIP1 , VIP2, VIP3 or VIP3A
  • toxins produced by animals such as scorpion toxins, arachnid toxins, wasp toxins, or other insect-specific neurotoxins
  • toxins produced by fungi such Streptomycetes toxins, plant lectins, such as pea or barley lectins
  • agglutinins e.g. VIP
  • proteinase inhibitors such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin or papain inhibitors; ribosome-inactivating proteins (RIP), such as ricin, maize- RIP, abrin, luffin, saporin or bryodin; steroid metabolism enzymes, such as 3-hydroxy- steroid oxidase, ecdysteroid-IDP-glycosyl-transferase, cholesterol oxidases, ecdysone inhibitors or H MG-CoA-reductase; ion channel blockers, such as blockers of sodium or calcium channels; juvenile hormone esterase; diuretic hormone receptors (helicokinin receptors); stilben synthase, bibenzyl synthase, chitinases or glucanases.
  • RIP ribosome-inactivating proteins
  • these insecticidal proteins or toxins are to be under- stood expressly also as pre-toxins, hybrid proteins, truncated or otherwise modified proteins.
  • Hybrid proteins are characterized by a new combination of protein domains, (see, e. g. WO 02/015701 ).
  • Further examples of such toxins or genetically modified plants capable of synthesizing such toxins are disclosed, e. g., in EP-A 374 753, WO 93/007278, WO 95/34656, EP-A 427 529, EP-A 451 878, WO 03/18810 und WO 03/52073.
  • the methods for producing such genetically modified plants are generally known to the person skilled in the art and are described, e. g.
  • insecticidal proteins contained in the genetically modified plants impart to the plants producing these proteins tolerance to harmful pests from all taxonomic groups of athropods, especially to beetles (Coeloptera), two-winged insects (Diptera), and moths (Lepidoptera) and to nematodes (Nematoda).
  • Genetically modified plants capable to synthesize one or more insecticidal proteins are, e.
  • YieldGard ® corn cultivars producing the Cry1 Ab toxin
  • YieldGard ® Plus corn cultivars producing CrylAb and Cry3Bb1 toxins
  • Starlink ® corn cultivars producing the Cry9c toxin
  • Herculex ® RW corn cultivars producing Cry34Ab1 , Cry35Ab1 and the enzyme Phosphinothricin-N-Acetyltransferase [PAT]
  • NuCOTN ® 33B cotton cultivars producing the Cry1 Ac toxin
  • Bollgard ® I cotton cultivars producing the Cry1 Ac toxin
  • Bollgard ® II cotton cultivars producing CrylAc and
  • Cry2Ab2 toxins include VIPCOT ® (cotton cultivars producing a VIP-toxin); NewLeaf ® (potato cultivars producing the Cry3A toxin); Bt-Xtra ® , NatureGard ® , KnockOut ® , BiteGard ® , Protecta ® , Bt1 1 (e. g. Agrisure ® CB) and Bt176 from Syngenta Seeds SAS, France, (corn cultivars producing the CrylAb toxin and PAT enyzme), MIR604 from Syngenta Seeds SAS, France (corn cultivars producing a modified version of the Cry3A toxin, c.f.
  • WO 03/018810 MON 863 from Monsanto Europe S.A., Belgium (corn cultivars producing the Cry3Bb1 toxin), IPC 531 from Monsanto Europe S.A., Belgium (cotton cultivars producing a modified version of the CrylAc toxin) and 1507 from Pioneer Overseas Corporation, Belgium (corn cultivars producing the Cryl F toxin and PAT enzyme).
  • plants are also covered that are by the use of recombinant DNA techniques capable to synthesize one or more proteins to increase the resistance or tolerance of those plants to bacterial, viral or fungal pathogens.
  • proteins are the so-called "pathogenesis-related proteins" (PR proteins, see, e. g. EP-A 392 225), plant disease resistance genes (e. g. potato cultivars, which express resistance genes acting against Phytophthora infestans derived from the mexican wild potato Solanum bulbocastanum) or T4-lysozym (e. g. potato cultivars capable of synthesizing these proteins with increased resistance against bacteria such as Erwinia amylvora).
  • PR proteins pathogenesis-related proteins
  • plant disease resistance genes e. g. potato cultivars, which express resistance genes acting against Phytophthora infestans derived from the mexican wild potato Solanum bulbocastanum
  • T4-lysozym e. g. potato cultiv
  • plants are also covered that are by the use of recombinant DNA techniques capable to synthesize one or more proteins to increase the productivity (e. g. bio mass production, grain yield, starch content, oil content or protein content), tolerance to drought, salinity or other growth-limiting environmental factors or tolerance to pests and fungal, bacterial or viral pathogens of those plants.
  • productivity e. g. bio mass production, grain yield, starch content, oil content or protein content
  • plants are also covered that contain by the use of recombinant DNA techniques a modified amount of substances of content or new substances of content, specifically to improve human or animal nutrition, e. g. oil crops that produce health- promoting long-chain omega-3 fatty acids or unsaturated omega-9 fatty acids (e. g. Nexera ® rape, DOW Agro Sciences, Canada).
  • plants are also covered that contain by the use of recombinant DNA techniques a modified amount of substances of content or new substances of content, specifically to improve raw material production, e. g. potatoes that produce increased amounts of amylopectin (e. g. Amflora ® potato, BASF SE, Germany).
  • a modified amount of substances of content or new substances of content specifically to improve raw material production, e. g. potatoes that produce increased amounts of amylopectin (e. g. Amflora ® potato, BASF SE, Germany).
  • composition of the invention and the composition used according to the invention are employed as such or in form of compositions by treating the fungi or the plants, plant propagation materials, such as seeds, soil, surfaces, materials or rooms to be protected from fungal attack with a fungicidally effective amount of the active substances.
  • the application can be carried out both before and after the infection of the plants, plant propagation materials, such as seeds, soil, surfaces, materials or rooms by the fungi.
  • Plant propagation materials may be treated with the composition of the invention or the composition used according to the invention as such or a composition comprising at least one active compound prophylactically either at or before planting or transplanting.
  • the invention also relates to agrochemical compositions and the use of such compositions, respectively, comprising a solvent or solid carrier and the active compounds and to the use therof for controlling harmful fungi.
  • An agrochemical composition comprises a fungicidally effective amount of the respective active compounds.
  • effective amount denotes an amount of the composition or of the active compounds, which is sufficient for controlling harmful fungi on cultivated plants or in the protection of materials and which does not result in a substantial damage to the treated plants. Such an amount can vary in a broad range and is dependent on various factors, such as the fungal species to be controlled, the treated cultivated plant or material, the climatic conditions.
  • the active compounds can be converted into customary types of agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes and granules.
  • agrochemical compositions e. g. solutions, emulsions, suspensions, dusts, powders, pastes and granules.
  • the composition type depends on the particular intended purpose; in each case, it should ensure a fine and uniform distribution of the compounds used according to the invention.
  • composition types are suspensions (SC, OD, FS), emulsifiable concentrates (EC), emulsions (EW, EO, ES), pastes, pastilles, wettable powders or dusts (WP, SP, SS, WS, DP, DS) or granules (GR, FG, GG, MG), which can be water- soluble or wettable, as well as gel formulations for the treatment of plant propagation materials such as seeds (GF).
  • composition types e. g. SC, OD, FS, EC, WG, SG, WP, SP, SS, WS, GF
  • composition types such as DP, DS, GR, FG, GG and MG are usually used undiluted.
  • compositions are prepared in a known manner (cf. US 3,060,084,
  • the agrochemical compositions may also comprise auxiliaries which are customary in agrochemical compositions.
  • auxiliaries depend on the particular application form and active substance, respectively.
  • auxiliaries are solvents, solid carriers, dispersants or emulsifiers (such as further solubilizers, protective colloids, surfactants and adhesion agents), organic and anorganic thickeners, bactericides, anti-freezing agents, anti- foaming agents, if appropriate colorants and tackifiers or binders (e. g. for seed treatment formulations).
  • Suitable solvents are water, organic solvents such as mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, furthermore coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e. g.
  • Solid carriers are mineral earths such as silicates, silica gels, talc, kaolins, limestone, lime, chalk, bole, loess, clays, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers, such as, e. g., ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas, and products of vegetable origin, such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders and other solid carriers.
  • mineral earths such as silicates, silica gels, talc, kaolins, limestone, lime, chalk, bole, loess, clays, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers, such as, e. g., ammonium sulfate, ammonium phosphat
  • Suitable surfactants are alkali metal, alkaline earth metal and ammonium salts of aromatic sulfonic acids, such as ligninsoulfonic acid (Borresperse ® types, Borregard, Norway) phenolsulfonic acid, naphthalenesulfonic acid (Morwet ® types, Akzo Nobel, U.S.A.), dibutylnaphthalene- sulfonic acid (Nekal ® types, BASF, Germany), and fatty acids, alkylsulfonates, alkyl- arylsulfonates, alkyl sulfates, laurylether sulfates, fatty alcohol sulfates, and sulfated hexa-, hepta- and octadecanolates, sulfated fatty alcohol glycol ethers,
  • aromatic sulfonic acids such as ligninsoulfonic acid (Borresperse
  • methylcellulose g. methylcellulose
  • hydrophobically modified starches polyvinyl alcohols (Mowiol ® types, Clariant, Switzerland), polycarboxylates (Sokolan ® types, BASF, Germany), polyalkoxylates, polyvinyl- amines (Lupasol ® types, BASF, Germany), polyvinylpyrrolidone and the copolymers therof.
  • thickeners i. e. compounds that impart a modified flowability to compositions, i. e. high viscosity under static conditions and low viscosity during agitation
  • thickeners are polysaccharides and organic and anorganic clays such as Xanthan gum (Kelzan ® , CP Kelco, U.S.A.), Rhodopol ® 23 (Rhodia, France), Veegum ® (R.T.
  • Vanderbilt, U.S.A. Vanderbilt, U.S.A.
  • Attaclay ® Engelhard Corp., NJ, USA
  • Bactericides may be added for preservation and stabilization of the composition.
  • suitable bactericides are those based on dichlorophene and benzyl- alcohol hemi formal (Proxel ® from ICI or Acticide ® RS from Thor Chemie and Kathon ® MK from Rohm & Haas) and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones (Acticide ® MBS from Thor Chemie).
  • Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.
  • anti-foaming agents examples include silicone emulsions (such as e. g. Silikon ® SRE, Wacker, Germany or Rhodorsil ® , Rhodia, France), long chain alcohols, fatty acids, salts of fatty acids, fluoroorganic compounds and mixtures thereof.
  • Suitable colorants are pigments of low water solubility and water-soluble dyes. Examples to be mentioned und the designations rhodamin B, C. I. pigment red 1 12, C. I. solvent red 1 , pigment blue 15:4, pigment blue 15:3, pigment blue 15:2, pigment blue 15:1 , pigment blue 80, pigment yellow 1 , pigment yellow 13, pigment red 1 12, pigment red 48:2, pigment red 48:1 , pigment red 57:1 , pigment red 53:1 , pigment orange 43, pigment orange 34, pigment orange 5, pigment green 36, pigment green 7, pigment white 6, pigment brown 25, basic violet 10, basic violet 49, acid red 51 , acid red 52, acid red 14, acid blue 9, acid yellow 23, basic red 10, basic red 108.
  • tackifiers or binders examples include polyvinylpyrrolidons, polyvinylacetates, polyvinyl alcohols and cellulose ethers (Tylose ® , Shin-Etsu, Japan).
  • Powders, materials for spreading and dusts can be prepared by mixing or conco- mitantly grinding the compounds I and, if appropriate, further active substances, with at least one solid carrier.
  • Granules e. g. coated granules, impregnated granules and homogeneous granules, can be prepared by binding the active substances to solid carriers.
  • solid carriers are mineral earths such as silica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers, such as, e.
  • ammonium sulfate ammonium phosphate, ammonium nitrate, ureas
  • products of vegetable origin such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders and other solid carriers.
  • composition types are:
  • dodecylbenzenesulfonate and castor oil ethoxylate in each case 5 parts by weight. Dilution with water gives an emulsion.
  • the composition has an active substance content of 15% by weight.
  • Emulsions (EW, EO, ES)
  • dodecylbenzenesulfonate and castor oil ethoxylate in each case 5 parts by weight.
  • This mixture is introduced into 30 parts by weight of water by means of an emulsifying machine (Ultraturrax) and made into a homogeneous emulsion. Dilution with water gives an emulsion.
  • the composition has an active substance content of 25% by weight.
  • 50 parts by weight of the active compounds used according to the invention are ground finely with addition of 50 parts by weight of dispersants and wetting agents and prepared as water-dispersible or water-soluble granules by means of technical appliances (e. g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance.
  • the composition has an active substance content of 50% by weight.
  • Dustable powders (DP, DS)
  • 0.5 parts by weight of the active compounds used according to the invention is ground finely and associated with 99.5 parts by weight of carriers.
  • Current methods are extrusion, spray-drying or the fluidized bed. This gives granules to be applied undiluted having an active substance content of 0.5% by weight.
  • the agrochemical compositions generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, most preferably between 0.5 and 90%, by weight of active substance.
  • the active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to N M R spectrum).
  • Water-soluble concentrates (LS), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), emulsions (ES) emulsifiable concentrates (EC) and gels (GF) are usually employed for the purposes of treatment of plant propagation materials, particularly seeds.
  • These compositions can be applied to plant propagation materials, particularly seeds, diluted or undiluted.
  • the compositions in question give, after two-to- tenfold dilution, active substance concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40% by weight, in the ready-to-use preparations. Application can be carried out before or during sowing.
  • Methods for applying or treating agrochemical compounds and compositions thereof, respectively, on to plant propagation material, especially seeds, are known in the art, and include dressing, coating, pelleting, dusting, soaking and in-furrow application methods of the propagation material.
  • the compounds or the compositions thereof, respectively are applied on to the plant propagation material by a method such that germination is not induced, e. g. by seed dressing, pelleting, coating and dusting.
  • a suspension-type (FS) composition is used for seed treatment.
  • a FS composition may comprise 1 -800 g/l of active substance, 1 -200 g/l Surfactant, 0 to 200 g/l antifreezing agent, 0 to 400 g/l of binder, 0 to 200 g/l of a pigment and up to 1 liter of a solvent, preferably water.
  • the active substances can be used as such or in the form of their compositions, e. g. in the form of directly sprayable solutions, powders, suspensions, dispersions, emulsions, oil dispersions, pastes, dustable products, materials for spreading, or granules, by means of spraying, atomizing, dusting, spreading, brushing, immersing or pouring.
  • the application forms depend entirely on the intended purposes; it is intended to ensure in each case the finest possible distribution of the active substances according to the invention.
  • Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (sprayable powders, oil dispersions) by adding water.
  • emulsions, pastes or oil dispersions the substances, as such or dissolved in an oil or solvent, can be homogenized in water by means of a wetter, tackifier, dispersant or emulsifier.
  • concentrates composed of active substance, wetter, tackifier, dispersant or emulsifier and, if appropriate, solvent or oil and such concentrates are suitable for dilution with water.
  • the active substance concentrations in the ready-to-use preparations can be varied within relatively wide ranges. In general, they are from 0.0001 to 10%, preferably from 0.001 to 1 % by weight of active substance.
  • the active substances may also be used successfully in the ultra-low-volume process (ULV), it being possible to apply compositions comprising over 95% by weight of active substance, or even to apply the active substance without additives.
  • UUV ultra-low-volume process
  • the amounts of active substances applied are, depending on the kind of effect desired, from 0.001 to 5 kg per ha, preferably from 0.005 to 4 kg per ha, more preferably from 0.5 to 3kg per ha, in particular from 1 to 2.5 kg per ha.
  • amounts of active substance of from 0.1 to 5000 g, preferably from 1 to 3000 g, more preferably from 1 to 3000 g and most preferably from 500 to 2500 g, per 100 kilogram of plant propagation material (preferably seed) are generally required.
  • the amount of active substance applied depends on the kind of application area and on the desired effect. Amounts customarily applied in the protection of materials are, e. g., 0.001 g to 5 kg, preferably 0.005 g to 3 kg, of active substance per cubic meter of treated material.
  • oils, wetters, adjuvants, herbicides, bactericides, other fungicides and/or pesticides may be added to the active substances or the compositions comprising them, if appropriate not until immediately prior to use (tank mix).
  • These agents can be admixed with the compositions according to the invention in a weight ratio of 1 :100 to 100:1 , preferably 1 :10 to 10:1 .
  • Adjuvants which can be used are in particular organic modified polysiloxanes such as Break Thru S 240 ® ; alcohol alkoxylates such as Atplus 245 ® , Atplus M BA 1303 ® , Plurafac LF 300 ® and Lutensol ON 30 ® ; EO/PO block polymers, e. g. Pluronic RPE 2035 ® and Genapol B ® ; alcohol ethoxylates such as Lutensol XP 80 ® ; and dioctyl sulfosuccinate sodium such as Leophen RA ® .
  • organic modified polysiloxanes such as Break Thru S 240 ®
  • alcohol alkoxylates such as Atplus 245 ® , Atplus M BA 1303 ® , Plurafac LF 300 ® and Lutensol ON 30 ®
  • EO/PO block polymers e. g. Pluronic RPE 2035 ® and Genapol B
  • the potassium salt of phosphorous acid (component 1 ) and dithianon (component 2) are present in an aqueous formulation, preferably in a suspension concentrate (SC) formulation, as described above. Dilution with water results in a stable suspension of component 2, whereas component 1 is dissolved.
  • SC suspension concentrate
  • the aqueous suspension concencentrate compositions generally comprise per liter between 200 and 900 g, preferably between 300 and 800, most preferably between 400 and 700 g of active substances (e.g. sum of component 1 and component 2).
  • the aqueous suspension cnoncentrate comprises per liter:
  • auxiliaries such as dispersants, anti-freezing agents, anti-foaming agents, bactericides and/or thickeners,
  • the aqueous suspension cnoncentrate comprises per liter: a) 400 to 600 g of the potassium salt of phosphorous acid,
  • At least one dispersant is an anionic compound selected from the class of condensates of alkyl naphthalene sulfonates with formaldehyde, which more preferably have a mean molecular weight of 300-2,000, and wherein the alkyl group contains 1 -3 carbon atoms.
  • the agrochemical composition in particular in form of an aqueous suspension concentrate has a pH between 4 and 6.
  • the pH is obtained by using as component 1 a mixture of K2H PO3 and KH2PO3, optionally adjusting the pH with a suitable base, preferably KOH, and/or acid, preferably phosphorous acid.
  • the potassium salt of phosphorous acid, dithianon and 5-ethyl-6-octyl-[1 ,2,4]triazolo[1 ,5-a]pyrimidin- 7-ylamine in the inventive composition are present in an aqueous formulation, preferably in a suspension concentrate (SC) formulation, as described above.
  • the spray solutions were prepared in several steps:
  • the dithianon stock solution was prepared: a mixture of acetone and/or
  • dimethylsulfoxide and the wetting agent/emulsifier Wettol which is based on ethoxylated alkylphenoles, in a relation (volume) solvent-emulsifier of 99 to 1 was added to 25 mg of the compound to give a total of 5 ml.
  • This stock solution was diluted with the described solvent-emulsifier-water mixture to the given concentration.
  • the potassium phoshite buffer was used as commercial ready-mix of mono- potassium salt and di-potassium salt of phosphorous acid (KHP) in water (Canon, Luxembourg Industries Ltd., Israel) at a concentration of about 755 g equivalent to 504 g phosphorous acid (H3PO3) equivalents per liter.
  • the pH was adjusted to pH 4 or 5 with phosphoric acid (H3PO4).
  • H3PO4 phosphoric acid
  • the diseases were converted into efficacies.
  • An efficacy of 0 means that the infection level of the treated plants corresponds to that of the untreated control plants; an efficacy of 100 means that the treated plants were not infected.
  • Grape cuttings were grown in pots to the 4 to 5 leaf stage. These plants were sprayed to run-off with an aqueous suspension, containing the concentration of active ingredient or their mixture mentioned in the table below.
  • the plants were allowed to air-dry. The next day they were inoculated with an aqueous spore suspension of Plasmopara viticola by spraying it at the lower leaf-side.
  • the trial plants were immediately transferred for 24 h to a humid chamber with 22 to 24°C and a relative humidity close to 100%. For a period of 5 days, cultivation followed in a greenhouse at 20 to 25°C and a relative humidity about 50 to 80%. To stimulate the outbreak of the disease symptoms, the plants were transferred to a humid chamber again for 24 hours. Then the extent of fungal attack on the lower leaf surface was visually assessed as % diseased leaf area.
  • Example 2 Fungicidal control (7 day preventative) of grape downy mildew caused by Plasmopara viticola Grape cuttings were grown in pots to the 4 to 5 leaf stage. These plants were sprayed to run-off with an aqueous suspension, containing the concentration of active ingredient or their mixture mentioned in the table below.
  • the plants were allowed to air-dry and cultivated in a greenhouse for one week. Then they were inoculated with an aqueous spore suspension of Plasmopara viticola by spraying it at the lower leaf-side. Then the trial plants were immediately transferred for 24 h to a humid chamber with 22 to 24°C and a relative humidity close to 100%. For a period of 5 days, cultivation followed in a greenhouse at 20 to 25°C and a relative humidity about 50 to 80%. To stimulate the outbreak of the disease symptoms, the plants were transferred to a humid chamber again for 24 hours. Then the extent of fungal attack on the lower leaf surface was visually assessed as % diseased leaf area.

Abstract

La présente invention concerne l'utilisation d'un sel de potassium d'acide phosphoreux et de dithianon en agriculture et une composition comprenant un sel de potassium d'acide phosphoreux et du dithianon.
PCT/EP2012/052375 2011-02-16 2012-02-13 Procédé de lutte contre les champignons phytopathogènes WO2012110439A1 (fr)

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EP12703322.3A EP2675273A1 (fr) 2011-02-16 2012-02-13 Procédé de lutte contre les champignons phytopathogènes
EA201300907A EA201300907A1 (ru) 2011-02-16 2012-02-13 Способ борьбы с фитопатогенными грибами
BR112013020847A BR112013020847A2 (pt) 2011-02-16 2012-02-13 método de controle de fungos fitopatogênicos, uso de um sal de potássio de ácido fosforoso, composição agroquímica e material de propagação de planta.
MX2013007481A MX2013007481A (es) 2011-02-16 2012-02-13 Metodo para controlar hongos fitopatogenos.
ZA2013/06871A ZA201306871B (en) 2011-02-16 2013-09-12 Method for controlling phytopathogenic fungi

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US201161443272P 2011-02-16 2011-02-16
US61/443,272 2011-02-16
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105746542A (zh) * 2012-12-06 2016-07-13 陕西汤普森生物科技有限公司 一种含唑嘧菌胺的杀菌组合物
WO2020249733A1 (fr) * 2019-06-14 2020-12-17 Belchim Crop Protection Nv Composition fongicide à effet synergique comprenant du phosphonate de choline et au moins un fongicide supplémentaire
CN113627539A (zh) * 2021-08-12 2021-11-09 北京信息科技大学 滚动轴承复合故障诊断方法、系统、存储介质及计算设备

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105746542A (zh) * 2012-12-06 2016-07-13 陕西汤普森生物科技有限公司 一种含唑嘧菌胺的杀菌组合物
WO2020249733A1 (fr) * 2019-06-14 2020-12-17 Belchim Crop Protection Nv Composition fongicide à effet synergique comprenant du phosphonate de choline et au moins un fongicide supplémentaire
CN113627539A (zh) * 2021-08-12 2021-11-09 北京信息科技大学 滚动轴承复合故障诊断方法、系统、存储介质及计算设备

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CR20130362A (es) 2013-10-04
CL2013002041A1 (es) 2014-03-21
BR112013020847A2 (pt) 2018-07-10
EP2675273A1 (fr) 2013-12-25
ZA201306871B (en) 2014-11-26
EA201300907A1 (ru) 2014-02-28

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