WO2017207368A1 - Compositions fongicides - Google Patents

Compositions fongicides Download PDF

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Publication number
WO2017207368A1
WO2017207368A1 PCT/EP2017/062454 EP2017062454W WO2017207368A1 WO 2017207368 A1 WO2017207368 A1 WO 2017207368A1 EP 2017062454 W EP2017062454 W EP 2017062454W WO 2017207368 A1 WO2017207368 A1 WO 2017207368A1
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WO
WIPO (PCT)
Prior art keywords
iii
component
compositions
methyl
inhibitors
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PCT/EP2017/062454
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English (en)
Inventor
Markus Gewehr
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BASF Agro B.V.
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Publication of WO2017207368A1 publication Critical patent/WO2017207368A1/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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Definitions

  • compositions comprising,
  • component I a compound selected from the following compounds 1-1 to I-3:
  • compound 1-1 1 -[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -cyclopropyl-2-(1 ,2,4-triazol- 1 -yl)ethanol;
  • compound I-2 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-3-methyl-1 -(1 ,2,4-triazol-1- yl)butan-2-ol;
  • compound I-3 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -(1 ,2,4-triazol-1 -yl)propan-2- ol;
  • inhibitors of complex II benzovindiflupyr (111-16), bixafen (111-17), boscalid (111-18), fluxapyroxad (111-19), isopyrazam (III-20);
  • Sterol biosynthesis inhibitors SBI fungicides
  • C14 demethylase inhibitors triazoles: difenoconazole (III-22), epoxiconazole (III-23), fluquinconazole (III-24), metconazole (III -25) , propiconazole (III -26) , prothioconazole (III-27), tebuconazole (III-28); imidazoles: prochloraz (III-29);
  • Delta 14-reductase inhibitors fenpropimorph (III -30) ;
  • phenylamides or acyl amino acid fungicides benalaxyl (111-31 ), metalaxyl (III-32);
  • tubulin inhibitors carbendazim (III -33) , thiophanate-methyl (III-34);
  • metrafenone (III -35) metrafenone (III -35) ;
  • methionine synthesis inhibitors cyprodinil (III -36) , pyrimethanil (III-37);
  • MAP / histidine kinase inhibitors fluoroimide (III-38), iprodione (III -39) , vinclozolin (III—40) , fludioxonil (111-41 );
  • inhibitors of oxysterol binding protein oxathiapiprolin (III—45) , 2- ⁇ 3-[2-(1 - ⁇ [3,5-bis(difluoro- methyl-1 H-pyrazol-1-yl]acetyl ⁇ piperidin-4-yl)-1 ,3-thiazol-4-yl]-4,5-dihydro-1 ,2-oxazol-5-yl ⁇ phenyl methanesulfonate (III-46), 2- ⁇ 3-[2-(1- ⁇ [3,5-bis(difluoromethyl)-1 H-pyrazol-1-yl]acetyl ⁇ piperidin-4- yl) 1 ,3-thiazol-4-yl]-4,5-dihydro-1 ,2-oxazol-5-yl ⁇ -3-chlorophenyl methanesulfonate (III-47);
  • organochlorine compounds chlorothalonil (III -50) ;
  • the invention furthermore relates to the use of the inventive compositions as pesticides in particular for controlling phytopathogenic fungi as detailled herein and preparations or compositions comprising them.
  • the invention furthermore also relates to seed comprising the compositions.
  • the invention furthermore also relates to methods for controlling pests, in particular phytopathogenic fungi as detailled herein, 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 according to the invention.
  • the invention furthermore also relates to processes for preparing the compositions according to the invention.
  • compositions which, at a reduced total amount of active compounds applied, show improved activity against important pests, in particular phythopathogenic fungi, in particular for certain indications. It was a further object to provide for compositions that are useful for the control of specific pathogens in specific important crops that are often susceptible to the attack of pathogens.
  • the compounds I (component I), its preparation and use in crop protection are described in WO 2013/007767, which also disclose certain compositions with other active compounds. Owing to the basic character of their nitrogen atoms, the compounds 1-1 , I-2 and I-3 are capable of forming salts or adducts with inorganic or organic acids or with metal ions, in particular salts with inorganic acids.
  • Compounds 1-1 to I-3 comprise chiral centers and they are generally obtained in the form of racemates.
  • the R- and S-enantiomers of the compounds contained as component I in the compositions according to the invention can be separated and isolated in pure form with methods known by the skilled person, e.g. by using chiral HPLC. Suitable for use in the compositions are both the enantiomers and compositions thereof. Furthermore, said
  • components I can be present in different crystal modifications, which may differ in biological activity.
  • a racemic composition of the respective components I namely of compound 1-1 , I-2 or I-3, respectively, is present.
  • any other proportions of the (R)- enantiomer and the (S)-enantiomer of the respective compound 1-1 , 1-2 or I-3, respectively, may be present according to the present invention.
  • the (R)-enantiomer of compound I- 3 is (R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -(1 ,2,4-triazol-1 -yl)propan-2-ol;
  • the S- enantiomer of I-3 is (S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1 ,2,4-triazol-1- yl)propan-2-ol. This applies to the other compounds accordingly.
  • the respective compound 1-1 , I-2 or I-3, respectively is provided and used as (R)- enantiomer with an enantiomeric excess (e.e.) of at least 40%, for example, at least 50%, 60%, 70% or 80%, preferably at least 90%, more preferably at least 95%, yet more preferably at least 98% and most preferably at least 99%.
  • an enantiomeric excess e.e.
  • the respective compound 1-1 , I-2 or I-3, respectively is provided and used as (S)-enantiomer with an enantiomeric excess (e.e.) of at least 40%, for example, at least 50%, 60%, 70% or 80%, preferably at least 90%, more preferably at least 95%, yet more preferably at least 98% and most preferably at least 99%. This applies to every composition detained herein.
  • component I is compound 1-1 .
  • component I is compound I-2.
  • component I is compound I-3.
  • Component II is compound 11-1 or compound II-2.
  • component II is compound 11-1.
  • component II is compound II-2.
  • Compound 11-1 is pydiflumetofen, i.e. 3-(difluoromethyl)-N-methoxy-1 -methyl-N-[1 -methyl-2- (2 4,6-trichlorophenyl)ethyl]pyrazole-4-carboxamide
  • Compound 11-1 is N-[(5-chloro-2-isopropyl-phenyl)methyl]-N-cyclopropyl-5-fluoro-1 ,3-dimethyl- pyrazole-4-carboxamide, having the following structure:
  • Component III is a compound selected from the compounds 111-1 to III-53.
  • Compounds III-6 to 111-13 their preparation and uses are e.g. known from WO 2013/162072, WO 2013/162072, WO 2013/162072, WO 2013/162072, WO 2013/162072, WO 2013/162072, WO 2013/162072, WO 2013/162077, WO 2013/162077, WO 2014/051 161 , WO 2014/051 161 , WO 2014/051 165 and WO 2014/084223.
  • Compounds III- 14 and 111-15 their preparation and uses are e.g. known from WO 13/092224.
  • Compounds 111 -46 and III-47, their preparation and uses are e.g. known from WO 2008/013622.
  • Compounds 111 -53 its preparation and uses are e.g. known from WO 2005/070917 and WO 201 1/77514.
  • component III is selected from compounds III-6 to 111-13.
  • component III is selected from compounds 111-14 and 111-15.
  • component III is selected from compounds III-46 and III-47.
  • component III is selected from compounds 111-1 to III-5, 111-16 to III-45 and III-48 to III-52.
  • component III is 111-1. According to a further particular embodiment, component III is III-2. According to still a further embodiment, component III is III- 3. According to still a further embodiment, component III is III-4. According to still a further embodiment, component III is III-5. According to still a further embodiment, component III is III- 6. According to still a further embodiment, component III is III-7. According to still a further embodiment, component III is III-8. According to still a further embodiment, component III is III- 9. According to still a further embodiment, component III is 111-10. According to still a further embodiment, component III is 111-1 1. According to still a further embodiment, component III is III- 12. According to still a further embodiment, component III is 111-13.
  • component III is 111-14. According to still a further embodiment, component III is III- 15. According to still a further embodiment, component III is 111-16. According to still a further embodiment, component III is 111-17. According to still a further embodiment, component III is III- 18. According to still a further embodiment, component III is 111-19. According to still a further embodiment, component III is 111-20. According to still a further embodiment, component III is III- 21. According to still a further embodiment, component III is III-22. According to still a further embodiment, component III is III-23. According to still a further embodiment, component III is III- 24. According to still a further embodiment, component III is III-25. According to still a further embodiment, component III is III-26.
  • component III is III- 27. According to still a further embodiment, component III is III-28. According to still a further embodiment, component III is III-29. According to still a further embodiment, component III is III- 30. According to a further particular embodiment, component III is 111-31 . According to a further embodiment, component III is III-32. According to still a further embodiment, component III is III- 33. According to still a further embodiment, component III is III-34. According to still a further embodiment, component III is III-35. According to still a further embodiment, component III is III- 36. According to one specific embodiment, component III is III-37. According to a further embodiment, component III is III-38.
  • component III is III- 39. According to one specific embodiment, component III is III-40. According to a further embodiment, component III is 111-41. According to still a further embodiment, component III is III- 42. According to still a further embodiment, component III is 111— 43. According to still a further embodiment, component III is III-44. According to still a further embodiment, component III is III- 45. According to still a further embodiment, component III is 111— 46. According to still a further embodiment, component III is III-47. According to still a further embodiment, component III is III- 48. According to still a further embodiment, component III is III-49. According to still a further embodiment, component III is III-50. According to still a further embodiment, component III is III- 51. According to still a further embodiment, component III is III-52. According to still a further embodiment, component III is III-53.
  • inorganic acids examples include hydrohalic acids, such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide, carbonic acid, sulfuric acid, phosphoric acid and nitric acid.
  • Suitable organic acids are, for example, formic acid and alkanoic acids, such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, and also glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid and other arylcarboxylic acids, cinnamic acid, oxalic acid, alkylsulfonic acids (sulfonic acids having straight-chain or branched alkyl radicals of 1 to 20 carbon atoms), arylsulfonic acids or aryldisulfonic acids (aromatic radicals, such as phenyl and naphthyl, which carry one or two sulfonic acid groups), alkylphosphonic acids (phosphonic acids having straight-chain or branched alkyl radicals with 1 to 20 carbon atoms), arylphosphonic acids or aryldiphosphonic acids (aromatic radicals, such as phenyl and naph
  • Suitable metal ions are in particular the ions of the elements of the second main group, in particular calcium and magnesium, of the third and fourth main group, in particular aluminum, tin and lead, and also of the elements of transition groups one to eight, in particular chromium, manganese, iron, cobalt, nickel, copper, zinc, and others. Particular preference is given to the metal ions of the elements of transition groups of the fourth period.
  • the metals can be present in the various valencies that they can assume.
  • compositions and their preferred uses are further described.
  • the use of the composition for controlling a particular phytopathogenic fungus is also meant to encompass the respective method for controlling the particular 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 as defined in that particular context.
  • compositions may, of course, contain any kind of additive or the like as detained herein in order to provide a formulation suitable for use in agriculture.
  • the weight ratio of component I to the 1 st further active compound (component II) depends on the properties of the active compounds in question and may particularly be 1000:1 to 1 :1000, specifically 500:1 to 1 :500. Preferably, it is in the range of from 1 :100 to 100:1 , preferably in the range of from 1 :50 to 50:1 and in particular in the range of from 1 :20 to 20:1 . It may be preferable for the weight ratio to be in the region of from 1 :10 to 10:1 , preferably from 1 :3 to 3:1 , in particular from 1 :2 to 2:1 .
  • the weight ratio of component I to the 2 nd further active compound (component III) may particularly be 1000:1 to 1 :1000, specifically 500:1 to 1 :500. It is preferably in the range of from 1 :100 to 100:1 , preferably in the range of from 1 :50 to 50:1 and in particular in the range of from 1 :20 to 20:1 . It may be preferable for the weight ratio to be in the region of from 1 :10 to 10:1 , preferably from 1 :3 to 3:1 , in particular from 1 :2 to 2:1.
  • the weight ratio of 1 st further active compound may particularly be 1000:1 to 1 :1000, specifically 500:1 to 1 :500. It is preferably in the range of from 1 :100 to 100:1 , preferably in the range of from 1 :50 to 50:1 and in particular in the range of from 1 :20 to 20:1 . It may be preferable for the weight ratio to be in the region of from 1 :10 to 10:1 ,
  • component II to 2 nd further active compound (component III) is preferably in the range of from 1 :100 to 100:1 , frequently in the range of from 1 :50 to 50:1 , preferably in the range of from 1 :20 to 20:1 , and in particular in the range of from 1 :10 to 10:1 . It may be preferable for the weight to be in the range of from 1 :3 to 3:1 , in particular from 1 :2 to 2:1.
  • compositions of the invention are compiled in Table T1 , wherein each row corresponds to one embodiment of the compositions according to the invention, i.e. one specific individualized composition. According to one specific aspect, these are ternary compositions, wherein each one only contains these three components as active compounds. Furthermore, also every combination of the compositions individualized in this table represent embodiments of the present invention.
  • Table T1 Three-component compositions T1 -1 to T1-318 comprising one component I, component II and one component III. According to the respective specific embodiments, these compositions contain the respective components I, II and III as only pesticidally active ingredients:
  • I component I selected from compounds 1-1 , I-2 and I-3;
  • component II is compound 11-1 or compound II-2;
  • component III component III selected from 111-1 to 111 -53 as defined above compoI II III compoI II III compoI II III sition sition sition
  • compositions T1-213 to T1-318 relate to the compositions T1 -213 to T1 -265, in particular selected from T-213, T- 216, T-218, T-219, T-220, T-221 , T-222, T-223, T-224, T-225, T-226, T-227, T-237, T-269, T- 231 and T-234.
  • compositions T1-266 to T1 -318 in particular selected from T-237, T-269, T-231 , T-234, T-267, T-270, T-271 , T-272, T-273, T-274, T-275, T-276, T-277, T-278, T-279, T-280, T-284, T-292 and T-318.
  • One further particular embodiment relates to a compositionselected from T-213, T-216, T-218, T-219, T-220, T-221 , T-222, T-223, T-224, T-225, T-226, T-227, T-237, T-269, T-231 , T-234, T-267, T-270, T-271 , T- 272, T-273, T-274, T-275, T-276, T-277, T-278, T-279, T-280, T-284, T-292 and T-318.
  • One embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component II is from 1000:1 to 1 :1000.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 500:1 to 1 :500.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 100:1 to 1 :100.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 1 :50 to 50:1.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 1 :20 to 20:1.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 1 :10 to 10:1.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 1 :3 to 3:1.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 1 :2 to 2:1.
  • One further embodiment of the invention relates to any one of compositions T1 - wherein the weight ratio of component I to component II is from 1000:1 to 1 :1 .
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 100:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 50:1 to 1 :1 .
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 20:1 to 1 :1 .
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 10:1 to 1 :1 .
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 4:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 2:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 1 :1 to 1 :1000.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 1 :1 to 1 :100.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 1 :1 to 1 :50.
  • One further embodiment of the invention relates to any one of compositions T1- wherein the weight ratio of component I to component II is from 1 :1 to 1 :20.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component II is from 1 :1 to 1 :10.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component II is from 1 :1 to 1 :4.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component II is from 1 :1 to 1 :2.
  • One embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1000:1 to 1 :1000.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 500:1 to 1 :500.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 100:1 to 1 :100.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :50 to 50:1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :20 to 20:1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :10 to 10:1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :3 to 3:1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :2 to 2:1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1000:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 100:1 to 1 :1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 50:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 20:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 10:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 4:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 2:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :1 to 1 :1000.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :1 to 1 :100.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :1 to 1 :50.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :1 to 1 :20.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :1 to 1 :10.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :1 to 1 :4.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component I to component III is from 1 :1 to 1 :2.
  • One embodiment of the invention relates to any one of compositions T1-1 to T1 -318 wherein the weight ratio of component II to component III is from 1000:1 to 1 :1000.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 500:1 to 1 :500.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 100:1 to 1 :100.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :50 to 50:1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :20 to 20:1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :10 to 10:1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :3 to 3:1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :2 to 2:1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1000:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 100:1 to 1 :1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 50:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 20:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 10:1 to 1 :1.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 4:1 to 1 :1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 2:1 to 1 :1 .
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :1 to 1 :1000.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :1 to 1 :100.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :1 to 1 :50.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :1 to 1 :20.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :1 to 1 :10.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :1 to 1 :4.
  • One further embodiment of the invention relates to any one of compositions T1-1 to T1-318 wherein the weight ratio of component II to component III is from 1 :1 to 1 :2.
  • mixtures and compositions according to the invention are suitable as fungicides. They are distinguished by an outstanding effectiveness against a broad spectrum of phytopathogenic fungi, including soil-borne fungi, which derive especially from the classes of the
  • Zygomycetes Ascomycetes, Basidiomycetes and Deuteromycetes (syn. Fungi imperfecti). Some are systemically effective and they can be used in crop protection as foliar fungicides, fungicides for seed dressing and soil fungicides. Moreover, they are suitable for controlling harmful fungi, which inter alia occur in wood or roots of plants.
  • the mixtures and compositions according to the invention are particularly important 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.
  • 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.
  • inventive mixtures and compositions are 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; ornamentals; or vegetables, such as cucumbers, tomatoes, beans or squashes.
  • 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; ornamentals; or vegetables, such as cucumbers, tomatoes, beans or squashes.
  • 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. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants, including seedlings and young plants, which are to be transplanted after germination or after emergence from soil.
  • These young plants may also be protected before transplantation by a total or partial treatment by immersion or pouring.
  • treatment of plant propagation materials with the inventive combination of component I, component II and component III, and compositions thereof, respectively, is used for controlling a multitude of fungi on cereals, such as wheat, rye, barley and oats; rice, corn, cotton and soybeans.
  • 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. http://cera-gmc.org/, see GM crop database therein).
  • 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.
  • 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.
  • HPPD hydroxyphenyl- pyruvate dioxygenase
  • ALS acetolactate synthase
  • EP-A 242 236, EP-A 242 246) or oxynil herbicides see e. g. US 5,559,024) as a result of conventional methods of breeding or genetic engineering.
  • Several 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. imazamox.
  • 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, CrylllB(bl ) or Cry9c; vegetative insecticidal proteins (VIP), e. g. VIP1 , VIP2, VIP3 or VIP3A; insecticidal proteins of bacteria colonizing nematodes, e. g. Photorhabdus spp.
  • VIP1 , VIP2, VIP3 or VIP3A vegetative insecticidal proteins
  • 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
  • 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-hydro- xysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase, cholesterol oxidases, ecdysone inhibitors or HMG-CoA-reductase
  • ion channel blockers such as blockers
  • these insecticidal proteins or toxins are to be understood 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 arthropods, 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.
  • 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 amyivora).
  • 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).
  • inventive mixtures and compositions are particularly suitable for controlling the following plant diseases:
  • Albugo spp. white rust
  • vegetables e. g. A. Candida
  • sunflowers e. g. A. tragopogonis
  • Alternaria spp. Alternaria leaf spot) on vegetables, rape (A. brass/co/a or brassicae), sugar beets (A. tenuis), fruits, rice, soybeans, potatoes (e. g. A. solan/ or A.
  • Cercospora spp. (Cercospora leaf spots) on corn (e. g. Gray leaf spot: C. zeae-maydis), rice, sugar beets (e. g. C. beticola), sugar cane, vegetables, coffee, soybeans (e. g. C. sojina or C. kikuchit) and rice; Cladosporium spp. on tomatoes (e. g. C. fulvurrr. leaf mold) and cereals, e. g. C. herbarum (black ear) on wheat; Claviceps purpurea (ergot) on cereals; Cochiioboius
  • anamorph Helminthosporium of Bipolaris
  • spp. leaf spots
  • corn C. carbonum
  • cereals e. g. C. sativus, anamorph: B. sorokiniana
  • rice e. g. C. miyabeanus, anamorph: H.
  • gossypii corn (e. g. C. gramlnlco/a: Anthracnose stalk rot), soft fruits, potatoes (e. g. C.
  • Neonectria spp. on fruit trees, vines (e. g. C liriodendri, teleomorph: 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. tritici-repentis: tan spot), rice and turf; Esca (dieback, apoplexy) on vines, caused by Formitiporia (syn. Phellinus) punctata, F. mediterranea, Phaeomoniella chlamydospora (earlier Phaeoacremonium chlamydosporum),
  • spp. wilt, root or stem rot
  • various plants such as F. graminearum or F. culmorum (root rot, scab or head blight) on cereals (e. g. wheat or barley), F. oxysporum on tomatoes, F. so/ani( sp. glycines now syn. F. virguliforme ) and F. tucumaniae and F.
  • Microsphaera diffusa (powdery mildew) on soybeans; Monilinia oo., e. g. M. laxa, M. fructicola and M. 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. parasitica), onions (e. g. P. destructor), tobacco ⁇ P. tabacina) and soybeans (e. g. P. manshurica);
  • Monilinia oo. e. g.
  • Phakopsora pachyrhizi and P. meibomiae (soybean rust) on soybeans; Phialophora spp. e. g. on vines (e. g. P. tracheiphila and P. tetraspora) and soybeans (e. g. P. gregata: stem rot); Phoma lingam (root and stem rot) on rape and cabbage and P. betae (root rot, leaf spot and damping-off) on sugar beets; Phomopsis spp. on sunflowers, vines (e. g. P. viticola: can and leaf spot) and soybeans (e. g. stem rot: P. phaseoli, teleomorph: Diaporthe phaseolorum);
  • Physoderma maydis (brown spots) on corn; Phytophthora spp. (wilt, root, leaf, fruit and stem root) on various plants, such as paprika and cucurbits (e. g. P. capsici), soybeans (e. g. P.
  • Plasmodiophora brassicae club root
  • Plasmopara spp. e. g. P. viticola (grapevine downy mildew) on vines and P. ha/stediion sunflowers
  • Podosphaera spp. powdery mildew
  • Puccinia spp. rusts on various plants, e. g. P. triticina (brown or leaf rust), P. striiformis (stripe or yellow rust), P. horde/ (dwarf rust), P. graminis (stem or black rust) or P. recondita (brown or leaf rust) on cereals, such as e. g. wheat, barley or rye, P. kuehnii (orange rust) on sugar cane and P.
  • Pyrenophora anamorph: Drechslera
  • tritici-repentis tan spot
  • P. teres net blotch
  • Pyricularia spp. e. g. P. 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 Roso-cygni (Ramularia leaf spots, Physiological leaf spots) on barley and R. bet/cola on sugar beets; Rh/zocton/a spp. on cotton, rice, potatoes, turf, corn, rape, potatoes, sugar beets, vegetables and various other plants, e. g. R. so/ani (root and stem rot) on soybeans, R. so/ani (sheath blight) on rice or R.
  • Rhizoctonia spring blight on wheat or barley
  • Rhizopus sto/onifer b ⁇ ack mold, soft rot
  • Rhynchosporium seca/is scald
  • Sarocladium oryzae and S. attenuatum (sheath rot) on rice; Sclerotinia spp. (stem rot or white mold) on vegetables and field crops, such as rape, sunflowers (e. g. S. sclerotiorum) and soybeans (e. g. S. rolfsiior 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; Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph: Oidium tucker! 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.
  • Leptosphaeria [syn. Phaeosphaeria] nodorum) on wheat; Synchytrium endobioticum on potatoes (potato wart disease); Taphrina spp., e. g. T. deformans (leaf curl disease) on peaches and T. pruni (p ⁇ um pocket) on plums; Thielaviopsis spp. (black root rot) on tobacco, pome fruits, vegetables, soybeans and cotton, e. g. T. basicola (syn. Chalara elegans); Tilletia spp.
  • mixtures and compositions of the invention are also suitable for controlling harmful fungi in the protection of stored products or harvest and in the protection of materials.
  • 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, cooling lubricants, fiber or fabrics, against the infestation and destruction by harmful microorganisms, such as fungi and bacteria.
  • Ascomycetes such as Ophiostoma pp., 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.
  • Candida spp. and Saccharomyces cerevisae Deuteromycetes such as Aspergillus spp., Cladosporium spp., Penicillium spp., Trichoderma spp., Alternaria spp., Paecilomyces spp. and Zygomycetes such as Mucorspp., and in addition in the protection of stored products and harvest the following yeast fungi are worthy of note: Candida spp. and Saccharomyces cerevisae.
  • mixtures and compositions or any group of mixtures or compositions of the present invention are particularly suitable for controlling phytopathogenic fungi in particular crops, specifically in cereals or soybeans, wherein the cereals are in particular selected from wheat, rye, barley, triticale and oats.
  • the present invention relates to the use of any one of the inventive mixtures or compositions as detained herein for controlling phytopathogenic fungi in wheat.
  • the present invention relates to the use of any one of the inventive mixtures or compositions as detained herein for controlling phytopathogenic fungi in rye. According to a further embodiment, the present invention relates to the use of any one of the inventive mixtures or compositions as detailled herein for controlling phytopathogenic fungi in barley.
  • the present invention relates to the use of any one of the inventive mixtures or compositions as detailled herein for controlling phytopathogenic fungi in triticale.
  • the present invention relates to the use of any one of the inventive mixtures or compositions as detailled herein for controlling phytopathogenic fungi in/on soybeans.
  • the present invention relates to the use of any one of the inventive mixtures or compositions as detailled herein for controlling phytopathogenic fungi in oats.
  • the present invention relates to the use of the inventive mixtures or compositions for controlling a disease selected from:
  • M. graminicola anamorph: Septoria tritici, Septoria blotch
  • 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 (stem or black rust) or P. recondita (brown or leaf rust);
  • Pyrenophora anamorph: Drechslera
  • tritici-repentis tan spot
  • P. teres net blotch
  • Erysiphe spp. pesty mildew
  • Ramularia spp. e. g. R. collo-cygni (Ramularia leaf spots, Physiological leaf spots) on barley; Rhynchosporium secalis (scald) on barley, rye and triticale;
  • Phaeosphaeria nodorum (glume blotch) on wheat;
  • Pseudocercosporella herpotrichoides eyespot, teleomorph: Tapesia yallundae
  • cereals e. g. wheat or barley
  • Microdochium (syn. Fusarium) nivale (pink snow mold) on cereals (e. g. wheat or barley);
  • Fusarium teleomorph: Gibberella
  • spp. tilt, root or stem rot
  • F. graminearum F.
  • culmorum root rot, scab or head blight
  • cereals e. g. wheat or barley
  • Gaeumannomyces graminis (take-all) on cereals (e. g. wheat or barley);
  • Phakopsora pachyrhizi (Asian soybean rust) on soybeans
  • Corynespora cassiicola target/leaf spots
  • Glomerella glycines Anthracnose
  • the present invention relates to the use of any one of the compositions T1 -213 to T1-265 for controlling phytopathogenic fungi in cereals.
  • the present invention relates to the use of any one of the compositions T1 -266 to T1-318 for controlling phytopathogenic fungi in cereals.
  • the present invention relates to the use of any one of the compositions T1 -213 to T1-265 for controlling phytopathogenic fungi in soybeans.
  • the present invention relates to the use of any one of the compositions T1 -266 to T1 -318 for controlling phytopathogenic fungi in soybeans.
  • the mixtures and compositions according to the invention can also be used in the field of protecting stored products or harvest against attack of fungi and microorganisms.
  • the term "stored products” is understood to denote natural substances of plant or animal origin and their processed forms, which have been taken from the natural life cycle and for which long-term protection is desired.
  • Stored products of crop plant origin such as plants or parts thereof, for example stalks, leafs, tubers, seeds, fruits or grains, can be protected in the freshly harvested state or in processed form, such as pre-dried, moistened, comminuted, ground, pressed or roasted, which process is also known as post-harvest treatment.
  • Also falling under the definition of stored products is timber, whether in the form of crude timber, such as construction timber, electricity pylons and barriers, or in the form of finished articles, such as furniture or objects made from wood.
  • Stored products of animal origin are hides, leather, furs, hairs and the like. The combinations according the present invention can prevent
  • stored products is understood to denote natural substances of plant origin and their processed forms, more preferably fruits and their processed forms, such as pomes, stone fruits, soft fruits and citrus fruits and their processed forms.
  • compositions of the invention may also be suitable for efficiently controlling arthropodal pests such as arachnids, myriapedes and insects as well as nematodes.
  • the mixtures and compositions of the invention may be used for improving the health of a plant.
  • the invention also relates to a method for improving plant health by treating a plant, its propagation material and/or the locus where the plant is growing or is to grow with an effective amount of the inventive compositions or the components thereof, respectively.
  • plant health is to be understood to denote a condition of the plant and/or its products which is determined by several indicators alone or in combination with each other such as yield (e. g. increased biomass and/or increased content of valuable ingredients), plant vigor (e. g. improved plant growth and/or greener leaves ("greening effect")), quality (e. g. improved content or composition of certain ingredients) and tolerance to abiotic and/or biotic stress.
  • yield e. g. increased biomass and/or increased content of valuable ingredients
  • plant vigor e. g. improved plant growth and/or greener leaves ("greening effect")
  • quality e. g. improved content or composition of certain ingredients
  • tolerance to abiotic and/or biotic stress e. g. improved content or composition of certain ingredients
  • inventive compositions 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 mixtures and compositions of the invention prophylactically either at or before planting or transplanting.
  • the invention also relates to agrochemical compositions comprising an auxiliary and a component I, a component II and a component III according to the invention.
  • An agrochemical composition comprises a fungicidally effective amount of a component I, a component II and a component III.
  • the term "effective amount” denotes an amount of the composition or of the components I and II and III, 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 and the specific component I and II and III used.
  • compositions e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof.
  • composition types are suspensions (e. g. SC, OD, FS), emulsifiable concentrates (e. g. EC), emulsions (e. g. EW, EO, ES, ME), capsules (e. g. CS, ZC), pastes, pastilles, wettable powders or dusts (e. g. WP, SP, WS, DP, DS), pressings (e.
  • compositions types are defined in the "Catalogue of pesticide formulation types and
  • compositions are prepared in a known manner, such as described by Mollet and
  • Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.
  • Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil fractions of medium to high boiling point, e. g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, paraffin,
  • tetrahydronaphthalene alkylated naphthalenes
  • alcohols e. g. ethanol, propanol, butanol, benzyl alcohol, cyclohexanol
  • glycols DMSO; ketones, e. g. cyclohexanone; esters, e. g.
  • lactates carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates;
  • amines e. g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.
  • Suitable solid carriers or fillers are mineral earths, e. g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e. g. cellulose, starch; fertilizers, e. g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e. g. cereal meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.
  • mineral earths e. g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide
  • polysaccharides e. g. cellulose, star
  • Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifier, dispersant, solubilizer, wetter, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon's, Vol.1 : Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).
  • Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof.
  • sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates.
  • Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters.
  • Examples of phosphates are phosphate esters.
  • Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.
  • Suitable nonionic surfactants are alkoxylates, N-subsituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof.
  • alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents.
  • Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide.
  • N-subsititued fatty acid amides are fatty acid glucamides or fatty acid
  • esters are fatty acid esters, glycerol esters or monoglycerides.
  • sugar-based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides.
  • polymeric surfactants are home- or copolymers of vinylpyrrolidone, vinylalcohols, or vinylacetate.
  • Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines.
  • Suitable amphoteric surfactants are alkylbetains and imidazolines.
  • Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide.
  • Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinyl amines or polyethylene amines.
  • Suitable adjuvants are compounds, which have a negligible or even no pesticidal activity themselves, and which improve the biological performance of the component used on the target.
  • examples are surfactants, mineral or vegetable oils, and other auxiliaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
  • Suitable thickeners are polysaccharides (e. g. xanthan gum, carboxymethyl cellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.
  • Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones.
  • Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.
  • Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.
  • Suitable colorants are pigments of low water solubility and water- soluble dyes.
  • examples are inorganic colorants (e. g. iron oxide, titan oxide, iron
  • Suitable tackifiers or binders are polyvinyl pyrrolidones, polyvinyl acetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers.
  • composition types and their preparation are (wherein active substances denote component I, component II and component III):
  • active substances 10-60 wt% active substances and 5-15 wt% wetting agent (e. g. alcohol alkoxylates) are dissolved in water and/or in a water-soluble solvent (e. g. alcohols) ad 100 wt%.
  • wetting agent e. g. alcohol alkoxylates
  • a water-soluble solvent e. g. alcohols
  • emulsifiers e. g. calcium dodecylbenzenesulfonate and castor oil ethoxylate
  • water-insoluble organic solvent e. g. aromatic hydrocarbon
  • Emulsions (EW, EO, ES)
  • emulsifiers e. g. calcium dodecylbenzenesulfonate and castor oil ethoxylate
  • 20-40 wt% water-insoluble organic solvent e. g. aromatic hydrocarbon
  • This mixture is introduced into water ad 100 wt% by means of an emulsifying machine and made into a homogeneous emulsion. Dilution with water gives an emulsion.
  • active substances are comminuted with addition of 2-10 wt% dispersants and wetting agents (e. g. sodium lignosulfonate and alcohol ethoxylate), 0.1 -2 wt% thickener (e. g. xanthan gum) and ad water ad 100 wt% to give a fine active substance suspension. Dilution with water gives a stable suspension of the active substance.
  • dispersants and wetting agents e. g. sodium lignosulfonate and alcohol ethoxylate
  • 0.1 -2 wt% thickener e. g. xanthan gum
  • ad water ad 100 wt%
  • active substances are ground finely with addition of dispersants and wetting agents (e. g. sodium lignosulfonate and alcohol ethoxylate) ad 100 wt% 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.
  • dispersants and wetting agents e. g. sodium lignosulfonate and alcohol ethoxylate
  • active substances are ground in a rotor-stator mill with addition of 1 -5 wt% dispersants (e. g. sodium lignosulfonate), 1 -3 wt% wetting agents (e. g. alcohol ethoxylate) and solid carrier (e. g. silica gel) ad 100 wt%. Dilution with water gives a stable dispersion or solution of the active substance.
  • dispersants e. g. sodium lignosulfonate
  • wetting agents e. g. alcohol ethoxylate
  • solid carrier e. g. silica gel
  • active substances are comminuted with addition of 3-10 wt% dispersants (e. g. sodium lignosulfonate), 1 -5 wt% thickener (e. g. carboxymethyl cellulose) and water ad 100 wt% to give a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance.
  • dispersants e. g. sodium lignosulfonate
  • 1 -5 wt% thickener e. g. carboxymethyl cellulose
  • 5-20 wt% active substances are added to 5-30 wt% organic solvent blend (e. g. fatty acid dimethylamide and cyclohexanone), 10-25 wt% surfactant blend (e. g. alcohol ethoxylate and arylphenol ethoxylate), and water ad 100 wt%. This mixture is stirred for 1 h to produce spontaneously a thermodynamically stable microemulsion.
  • organic solvent blend e. g. fatty acid dimethylamide and cyclohexanone
  • surfactant blend e. g. alcohol ethoxylate and arylphenol ethoxylate
  • An oil phase comprising 5-50 wt% active substances, 0-40 wt% water insoluble organic solvent (e. g. aromatic hydrocarbon), 2-15 wt% acrylic monomers (e. g. methylmethacrylate, methacrylic acid and a di- or triacrylate) are dispersed into an aqueous solution of a protective colloid (e. g. polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules.
  • an oil phase comprising 5-50 wt% of active substances, 0-40 wt% water insoluble organic solvent (e. g. aromatic hydrocarbon), and an isocyanate monomer (e. g.
  • diphenylmethene-4,4'-diisocyanatae are dispersed into an aqueous solution of a protective colloid (e. g. polyvinyl alcohol).
  • a protective colloid e. g. polyvinyl alcohol.
  • the addition of a polyamine results in the formation of polyurea microcapsules.
  • the monomers amount to 1 -10 wt%.
  • the wt% relate to the total CS composition.
  • Dustable powders (DP, DS)
  • active substances are ground finely and mixed intimately with solid carrier (e. g. finely divided kaolin) ad 100 wt%.
  • solid carrier e. g. finely divided kaolin
  • active substances are ground finely and associated with solid carrier (e. g. silicate) ad 100 wt%.
  • solid carrier e. g. silicate
  • Granulation is achieved by extrusion, spray-drying or fluidized bed.
  • organic solvent e. g. aromatic hydrocarbon
  • compositions types i) to xiii) may optionally comprise further auxiliaries, such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1 -1 wt% anti-foaming agents, and 0.1 -1 wt% colorants.
  • auxiliaries such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1 -1 wt% anti-foaming agents, and 0.1 -1 wt% colorants.
  • the agrochemical compositions generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, and in particular between 0.5 and 75%, by weight of active substances.
  • the active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).
  • 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%, in the ready-to-use preparations.
  • Methods for applying or treating with component I, component II and component III and compositions thereof, respectively, onto plant propagation material, especially seeds include dressing, coating, pelleting, dusting, and soaking as well as in-furrow application methods.
  • component I, component II and component III 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.
  • the amounts of active substances applied are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.05 to 0.9 kg per ha, and in particular from 0.1 to 0.75 kg per ha.
  • amounts of active substance of from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and most preferably from 5 to 100 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 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.
  • oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides may be added to the active substances or the compositions comprising them as premix or, if appropriate not until immediately prior to use (tank mix).
  • pesticides e. g. herbicides, insecticides, fungicides, growth regulators, safeners
  • 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.
  • composition according to the invention usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
  • a predosage device usually from a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
  • agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained.
  • 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.
  • composition according to the invention such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank or any other kind of vessel used for applications (e. g. seed treater drums, seed pelleting machinery, knapsack sprayer) and further auxiliaries may be added, if appropriate.
  • a spray tank or any other kind of vessel used for applications (e. g. seed treater drums, seed pelleting machinery, knapsack sprayer) and further auxiliaries may be added, if appropriate.
  • the compound ratios are advantageously chosen so as to produce a synergistic effect.
  • the term “synergistic effect” is understood to refer in particular to that defined by Colby's formula (Colby, S. R., “Calculating synergistic and antagonistic responses of herbicide combinations", Weeds, 15, pp. 20-22, 1967).
  • the term “synergistic effect” is also understood to refer to that defined by application of the Tammes method, (Tammes, P. M. L, "Isoboles, a graphic representation of synergism in pesticides", Netherl. J. Plant Pathol. 70, 1964).
  • the weight ratio of component I and component II generally depends from the properties of the active substances used, usually it is in the range of from 1 :100 to 100:1 , regularly in the range of from 1 :50 to 50:1 , preferably in the range of from 1 :20 to 20:1 , more preferably in the range of from 1 :10 to 10:1 , even more preferably in the range of from 1 :4 to 4:1 and in particular in the range of from 1 :2 to 2:1 .
  • the weight ratio of component I versus component II usually is in the range of from 1000:1 to 1 :1 , often in the range of from 100:1 to 1 :1 , regularly in the range of from 50:1 to 1 :1 , preferably in the range of from 20:1 to 1 :1 , more preferably in the range of from 10:1 to 1 :1 , even more preferably in the range of from 4:1 to 1 :1 and in particular in the range of from 2:1 to 1 :1 .
  • the weight ratio of component I versus component II usually is in the range of from 1 :1 to 1000, often in the range of from 1 :1 to 1 :100, regularly in the range of from 1 :1 to 1 :50, preferably in the range of from 1 :1 to 1 :20, more preferably in the range of from 1 :1 to 1 :10, even more preferably in the range of from 1 :1 to 1 :4 and in particular in the range of from 1 :1 to 1 :2.
  • the compound ratios are advantageously chosen so as to produce a synergistic effect.
  • the active compounds are prepared as a stock solution comprising 25 mg of active compound which is made up to 10 ml using a mixture of acetone and/or DMSO and the emulsifier Uniperol ® EL (wetting agent having an emulsifying and dispersing action based on ethoxylated alkylphenols) in a ratio by volume of solvent/emulsifier of 99:1 .
  • the mixture is then made up to 100 ml with water.
  • This stock solution is diluted with the solvent/emulsifier/water mixture described to give the concentration of active compound stated below.
  • a corresponds to the fungicidal infection of the treated plants in %
  • ⁇ corresponds to the fungicidal infection of the untreated (control) plants in %
  • 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.
  • y efficacy expressed in % of the untreated control, when using the active compound B at the concentration b.

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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 des compositions comprenant : 1) comme composant I, un composé choisi parmi les composés I-1 à I-3 suivants, 2) comme composant II, un composé II-1 ou II-2, et 3) comme composant III, un composé choisi parmi les composés III-1 à III-53. L'invention concerne en outre l'utilisation desdites compositions comme pesticides, en particulier pour lutter contre des champignons phytopathogènes tel que défini dans la description, et des préparations ou des compositions les comprenant. En outre, l'invention concerne également des semences comprenant les compositions. En outre, l'invention concerne également des procédés de lutte contre des parasites, en particulier des champignons phytopathogènes tel que défini dans la description, les champignons ou les matériaux, les plantes, le sol ou les semences à protéger d'une attaque fongique étant traités avec une quantité efficace d'une composition selon l'invention. En outre, l'invention concerne également des procédés de préparation desdites compositions.
PCT/EP2017/062454 2016-06-02 2017-05-23 Compositions fongicides WO2017207368A1 (fr)

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WO2020120205A3 (fr) * 2018-12-11 2020-07-23 BASF Agro B.V. Procédé de lutte contre un champignon phythopatogène choisi parmi uncinula necator, plasmopara viticola et gloeosporium ampelophagum pour le raisin au moyen de compositions comprenant du méfentrifluconazole
WO2020120204A3 (fr) * 2018-12-11 2020-07-23 BASF Agro B.V. Procédé de lutte contre des champignons phythopatogènes choisis parmi septoria tritici et puccinia spp. dans les céréales au moyen de compositions comprenant du méfentrifluconazole
WO2020120206A3 (fr) * 2018-12-11 2020-07-23 BASF Agro B.V. Procédé de lutte contre un champignon phytopathogène choisi parmi des espèces de phakopsora. du soja par des compositions comprenant du méfentrifluconazole
US10959431B2 (en) 2016-10-10 2021-03-30 Basf Se Pesticidal mixtures
CN112602718A (zh) * 2020-12-15 2021-04-06 美丰农业科技(上海)有限公司 一种含氟唑菌酰羟胺和Cyclobutrifluram的杀线虫农用组合物
US11477984B2 (en) 2017-07-05 2022-10-25 BASF Agro B.V. Fungicidal mixtures of mefentrifluconazole

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WO2013007767A1 (fr) 2011-07-13 2013-01-17 Basf Se Composés fongicides 2-[2-halogenalkyl-4-(phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol substitués
WO2013092224A1 (fr) 2011-12-21 2013-06-27 Basf Se Utilisation de composés de type strobilurine pour combattre des champignons phytopathogènes résistants aux inhibiteurs du site qo
WO2013127764A1 (fr) 2012-02-28 2013-09-06 Syngenta Participations Ag Procédé de préparation de n-méthoxy-[1-méthyl-2-phényléthyl]amides de l'acide 3-difluorométhyl-1-méthyl-1h-pyrazole-4-carboxylique substitués sur phényle
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WO2013162077A1 (fr) 2012-04-27 2013-10-31 Sumitomo Chemical Company, Limited Composés de tétrazolinone et leur utilisation
WO2013167651A1 (fr) 2012-05-11 2013-11-14 Syngenta Participations Ag Amélioration des cultures
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CN113163765B (zh) * 2018-12-11 2023-04-25 巴斯夫农业公司 通过包含氯氟醚菌唑的组合物防治葡萄中的植物病原性真菌的方法
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