WO2004039157A1 - Melanges fongicides contenant des oxazinones - Google Patents

Melanges fongicides contenant des oxazinones Download PDF

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Publication number
WO2004039157A1
WO2004039157A1 PCT/EP2003/011226 EP0311226W WO2004039157A1 WO 2004039157 A1 WO2004039157 A1 WO 2004039157A1 EP 0311226 W EP0311226 W EP 0311226W WO 2004039157 A1 WO2004039157 A1 WO 2004039157A1
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WO
WIPO (PCT)
Prior art keywords
formula
compounds
vii
methyl
ylmethyl
Prior art date
Application number
PCT/EP2003/011226
Other languages
German (de)
English (en)
Inventor
Joachim Rheinheimer
Thomas Grote
Eberhard Ammermann
Reinhard Stierl
Siegfried Strathmann
Ulrich Schöfl
Original Assignee
Basf Aktiengesellschaft
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 Aktiengesellschaft filed Critical Basf Aktiengesellschaft
Priority to AU2003278066A priority Critical patent/AU2003278066A1/en
Publication of WO2004039157A1 publication Critical patent/WO2004039157A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/86—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3

Definitions

  • the present invention relates to fungicidal mixtures comprising
  • R 1 is n-propyl or n-butyl
  • R 2 is methyl, ethyl or n-propyl
  • R 3 represents fluorine, chlorine, bromine or iodine
  • an azole III selected from the group of the compounds purple to Ille:
  • trobilurin V selected from the group of compounds is Vf:
  • the invention relates to methods for combating harmful fungi with mixtures of the compounds I and II to VII and to agents which are conditioned in two parts and contain the compounds I and II to VII.
  • Ila common name Fenpropimorph, DE-A 2752096; Ilb common name: Fenpropidin, GB 1584290; Ile common name: Dirnethomorph, EP-A 120 321; Ild common name: Trideorph, DE-A 1164152; Ile common name: Spiroxamine, EP-A 281 842.
  • IVa EP-A 1 017 670 and EP-A 1 017 671;
  • IVb common name: Cyflufenamide, WO-A 96/19442.
  • Vb common name azoxystrobin EP-A 382 375;
  • Vc common name dimoxystrobin EP-A 477 631;
  • Vf common name pyraclostrobin WO-A 96/01256.
  • the mixture combinations mentioned at the outset were found, which bring numerous advantages in terms of application.
  • the mixture increases the fungicidal spectrum of activity.
  • the farmer can effectively combat the infestation caused by different harmful fungi.
  • application of suitable fungicide mixtures can also prevent the development of resistance to one of the solo active ingredients.
  • the individual active ingredient components are used in the mixture in a synergistically effective amount. In this way, the total amount of active ingredients applied can be significantly reduced.
  • mixtures according to the invention can contain the following compounds of the formula I in which the substituents have the meanings given in the table below:
  • Preferred components a) are the compounds of the formulas 1-4, 1-8, 1-12, 1.16 and 1.20. Fungicidal mixtures which contain the compound 1-4 as component a) are particularly preferred.
  • the compounds I are capable of forming salts or adducts with inorganic or organic acids or with metal ions.
  • inorganic acids are hydrohalic acids such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide, sulfuric acid, phosphoric acid and nitric acid.
  • suitable organic acids are formic acid, carbonic acid and alkanoic acids such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, and also glycolic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-benzoic acid, 2-phenol acid or 2-benzoic acid Acetoxybenzoic acid into consideration.
  • the ions of the elements of the first to eighth subgroups especially chromium, manganese, iron, cobalt, nickel, copper, zinc and in addition the second main group, especially calcium and magnesium, of the third and fourth main group come as metal ions Aluminum, tin and lead are considered.
  • the metals can optionally be present in different valences.
  • the binary mixtures comprising a) an oxazinone of the formula I and, as the second component, an active ingredient selected from the group: b) an amine of the formula II, c) an azole of the formula III and e) proven a strobilurin of formula V.
  • ternary mixtures comprising a) an oxazinone of the formula I, b) an amine of the formula II and c) an azole of the formula III have been found.
  • ternary mixtures comprising a) an oxazinone of the formula I, c) an azole of the formula III and e) a strobilurin of the formula V have been found to be advantageous.
  • the mixtures of the compounds I and II to VII or the compounds I and II to VII used simultaneously, together or separately, are distinguished by an excellent action against a broad spectrum of phytopathogenic fungi, in particular from the class of the Ascomycetes, Basidiomycetes , Phycomycetes and Deuteromycetes from. Some of them are systemically effective and can therefore also be used as leaf and soil fungicides.
  • the compounds I and II to VII can be applied simultaneously, that is jointly or separately, or in succession, the sequence in the case of separate application generally not having any effect on the success of the control measures.
  • the compounds I and II to VII are usually used in a weight ratio of 20: 1 to 1:20, in particular 10: 1 to 1:10, preferably 5: 1 to 1: 5.
  • oxime IV 0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of oxime IV;
  • 0.1 to 50 parts by weight preferably 0.5 to 20 parts by weight of benzophenone VI; 0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of anilide VII;
  • the compounds I, II and / or III are used such that the respective mixing ratios of the compounds I and II (I and V), I and III, and II and III (III and V) are each 20: 1 to 1:20 and in particular 10: 1 to 1:10.
  • the application rates of the mixtures according to the invention, especially for agricultural crop areas, are from 0.01 to 8 kg / ha, preferably 0.1 to 5 kg / ha, in particular 0.1 to 3.0 kg / ha, depending on the type of effect desired ,
  • the application rates for the compounds I are 0.005 to 5 kg / ha, preferably 0.08 to 3 kg / ha, in particular 0.06 to 2.0 kg / ha.
  • the application rates for the compounds II are accordingly from 0.01 to 3 kg / ha, preferably 0.05 to 2 kg / ha, in particular 0.1 to 1 kg / ha.
  • the application rates for the compounds III are accordingly from 0.01 to 2 kg / ha, preferably 0.05 to 1 kg / ha, in particular 0.05 to 0.5 kg / ha.
  • the application rates for the compounds IV are accordingly 0.005 to 1 kg / ha, preferably 0.01 to 0.5 kg / ha, in particular 0.01 to 0.2 kg / ha.
  • the application rates for the compounds V are accordingly from 0.01 to 3 kg / ha, preferably 0.05 to 2 kg / ha, in particular 0.1 to 1 kg / ha.
  • the application rates for the compounds VI are accordingly 0.005 to 1 kg / ha, preferably 0.01 to 0.5 kg / ha, in particular 0.01 to 0.2 kg / ha.
  • the application rates for the compounds VII are accordingly from 0.01 to 3 kg / ha, preferably 0.05 to 2 kg / ha, in particular 0.1 to 1 kg / ha.
  • application rates of the mixture of 0.001 to 250 g / kg of seed preferably 0.01 to 100 g / kg, in particular 0.01 to 50 g / kg, are generally used.
  • the fungicidal mixtures according to the invention or the compounds I and II to VII can be used, for example, in the form of directly sprayable solutions, powders and suspensions or in the form of high-strength aqueous, oily or other suspensions, dispersions, emulsions, old-dispersions, pastes, dusts, spreading agents or granules processed and applied by spraying, atomizing, dusting, scattering or pouring.
  • the form of application depends on the intended use; in any case, it should ensure as fine and uniform a distribution of the mixture according to the invention as possible.
  • the formulations are prepared in a manner known per se, e.g. by adding solvents and / or carriers. Inert additives such as emulsifiers or dispersants are usually added to the formulations.
  • the surface-active substances are the alkali metal, alkaline earth metal and ammonium salts of aromatic sulfonic acids, for example lignin, phenol, naphthalene and dibutylnaphthalenesulfonic acid, and of fatty acids, alkyl and alkylarylsulfonates, alkyl, lauryl ether and fatty alcohol sulfates, and salts of sulfated hexa- , Hepta- and octadecanols or fatty alcohol glycol ethers, condensation products of sulfonated naphthalene and its derivatives with formaldehyde, condensation products of naphthalene or naphthalenesulfonic acids, polyoxyethylene octylphenol ether, ethoxylated isooctyl, octyl or nonylphenol, alkylphenol Isotridecyl alcohol, fatty alcohol ethylene oxide condens
  • Powders, materials for spreading and dusts can be prepared by mixing or jointly grinding the compounds I or II or the mixture of the compounds I, II and optionally III with a solid carrier.
  • Granules e.g. coating, impregnation or homogeneous granules
  • a solid carrier e.g., a wax, a wax, or a wax.
  • Mineral earths such as silica gel, silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, boluses, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics and fertilizers are used as fillers or solid carriers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products such as cereal flour, tree bark, wood and nutshell flour, cellulose powder or other solid carriers.
  • mineral earths such as silica gel, silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, boluses, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics and fertilizers are used as fillers or solid carriers such as ammonium sulfate, ammonium phosphate, ammonium
  • the formulations in general contain 0.1 to 95% by weight, preferably 0.5 to 90% by weight, of one of the compounds I and II to VII or of the mixture of the compounds I and II to VII used in a purity of 90% to 100%, preferably 95% to 100% (according to the NMR or HPLC spectrum).
  • the compounds I and II to VII, the mixtures or the corresponding formulations are used in such a way that the harmful fungi, their habitat or the plants, seeds, soils, areas, materials or spaces to be kept free from them are mixed with a fungicidally effective amount of the mixture, or the compounds I and II to VII treated separately.
  • the application can take place before or after the infestation by the harmful fungi.
  • the active ingredients were prepared separately or together as a 10% emulsion in a mixture of 63% by weight cyclohexanone and 27% by weight emulsifier and in accordance with the desired concentration diluted with water.
  • ⁇ corresponds to the fungal attack of the treated plants in% and ß corresponds to the fungal attack of the untreated (control) plants in%
  • the infection of the treated plants corresponds to that of the untreated control plants; at an efficiency of 100, the treated plants showed no infection.
  • Chancellors were sprayed to runoff point with aqueous preparation of active compound, which was prepared from a stock solution consisting of 10% active compound, 63% cyclohexanone and 27% emulsifier, and 24 hours after the spray coating had dried on, with spores of the powdery mildew (Erysiphe graminis forma specialis tritici ) pollinated.
  • the test plants were then grown in a greenhouse at temperatures between 20 and 24 ° C and 60 to 90% relative humidity set up. After 7 days, the extent of mildew development was determined visually in% attack on the entire leaf area.

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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

L'invention concerne des mélanges fongicides contenant a) une oxazine de formule (I), ainsi qu'au moins un composé b) à g) de formules respectives (II) à (VII) comme défini dans la description. Dans la formule (I), R1 représente n-propyle ou n-butyle, R2 représente méthyle, éthyle ou n-propyle, et R3 représente fluor, chlore, brome ou iode.
PCT/EP2003/011226 2002-10-28 2003-10-10 Melanges fongicides contenant des oxazinones WO2004039157A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003278066A AU2003278066A1 (en) 2002-10-28 2003-10-10 Fungicide mixtures containing oxazinone

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10250278 2002-10-28
DE10250278.1 2002-10-28

Publications (1)

Publication Number Publication Date
WO2004039157A1 true WO2004039157A1 (fr) 2004-05-13

Family

ID=32185282

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2003/011226 WO2004039157A1 (fr) 2002-10-28 2003-10-10 Melanges fongicides contenant des oxazinones

Country Status (2)

Country Link
AU (1) AU2003278066A1 (fr)
WO (1) WO2004039157A1 (fr)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994026722A1 (fr) * 1993-05-12 1994-11-24 E.I. Du Pont De Nemours And Company Pyrimidinones bicycliques fusionnees a pouvoir fongicide
WO2002094797A1 (fr) * 2001-05-21 2002-11-28 Basf Aktiengesellschaft Composes d'oxazin(thi)one utilises comme fongicides

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994026722A1 (fr) * 1993-05-12 1994-11-24 E.I. Du Pont De Nemours And Company Pyrimidinones bicycliques fusionnees a pouvoir fongicide
WO2002094797A1 (fr) * 2001-05-21 2002-11-28 Basf Aktiengesellschaft Composes d'oxazin(thi)one utilises comme fongicides

Also Published As

Publication number Publication date
AU2003278066A1 (en) 2004-05-25

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