EP1494532A1 - Fungizide mischungen auf der basis von benzamidoxim-derivaten und einem strobilurin-derivat - Google Patents

Fungizide mischungen auf der basis von benzamidoxim-derivaten und einem strobilurin-derivat

Info

Publication number
EP1494532A1
EP1494532A1 EP03745780A EP03745780A EP1494532A1 EP 1494532 A1 EP1494532 A1 EP 1494532A1 EP 03745780 A EP03745780 A EP 03745780A EP 03745780 A EP03745780 A EP 03745780A EP 1494532 A1 EP1494532 A1 EP 1494532A1
Authority
EP
European Patent Office
Prior art keywords
formula
compound
fungicidal mixture
derivative
mixture according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP03745780A
Other languages
German (de)
English (en)
French (fr)
Inventor
Eberhard Ammermann
Reinhard Stierl
Gisela Lorenz
Siegfried Strathmann
Klaus Schelberger
Maria Scherer
Egon Haden
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
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
Publication of EP1494532A1 publication Critical patent/EP1494532A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/52Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing groups, e.g. carboxylic acid amidines
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/50Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Definitions

  • the present invention relates to fungicidal mixtures comprising
  • R is hydrogen, halogen, -CC 4 alkyl, -C-C. 4 haloalkyl, C ⁇ -C 4 alkoxy or C ⁇ -C 4 -Halogenalkox ⁇
  • the invention also relates to a process for combating harmful fungi with mixtures of the compounds I with at least one of the compounds II to X and the use of the compound I with at least one of the compounds II to X for the preparation of such mixtures and agents which contain these mixtures.
  • EP-A-1 017 670 discloses a number of active compound combinations of compounds of the formula I with a large number of other fungicidal compounds.
  • Picoxystrobin is known from EP-A-0 326 330.
  • the pyraclostrobin of the formula IV is also known and is described in EP-A-0 804 421.
  • the strobilurin derivative of the formula V is known from DE-A-196 02 095.
  • the strobilurin derivative of the formula VI is also known and is described in EP-A-0 876 332.
  • the dimoxystrobin of formula VII is known from EP-A-0 477 631.
  • the strobilurin derivative of the formula X is known from WO 98/21189 and WO 01/84931.
  • the present invention was based on the problem of mixtures which, with a reduced total amount of active compounds applied, have an improved activity against harmful fungi (synergistic mixtures). Accordingly, the mixture defined at the outset of a compound of the formula I with at least one strobilurin derivative of the formulas II to X was found. It has also been found that, when the compound I and at least one of the compounds II to X or the compound I and at least one of the compounds II to X are used simultaneously or jointly or separately, harmful fungi can be controlled in succession better than with the individual compounds alone ,
  • halogen represents fluorine, chlorine, bromine and iodine and in particular fluorine, chlorine and bromine.
  • alkyl encompasses straight-chain and branched alkyl groups. These are preferably straight-chain or branched C 1 -C 4 -alkyl groups. Examples of alkyl groups are alkyl such as in particular methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl 1, 1-dimethylethyl.
  • Haloalkyl stands for an alkyl group as defined above which is partially or completely halogenated with one or more halogen atoms, in particular fluorine and chlorine. Preferably 1 to 3 halogen atoms are present, the difluoromethane / - or the trifluoromethyl group being particularly preferred.
  • alkyl group and haloalkyl group apply correspondingly to the alkyl and haloalkyl groups in alkoxy and haloalkoxy.
  • the compounds I to X are able to form salts or adducts with inorganic or organic acids or with metal ions.
  • inorganic acids examples include hydrohalic acids such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and iodine-hydrogen, sulfuric acid, phosphoric acid and nitric acid.
  • organic acids are formic acid, carbonic acid and alkanoic acids such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, alkylsulfonic acids (sulfonic acids with straight-chain alkyl or branched chain radicals) 20 carbon atoms), arylsulfonic acids or disulfonic acids (aromatic radicals such as phenyl and naphthyl which carry one or two sulfonic acid groups), alkylphosphonic acids (phosphonic acids with straight-chain or branched alkyl radicals with 1 to 20 carbon atoms), arylphosphonic acids or diphosphonic acids (aromatic radicals such as phenyl and Naphthyl which carry one or two phosphoric acid residues), where the alkyl or ary
  • the ions of the elements of the second main group, in particular calcium and magnesium, the third and fourth main group, in particular aluminum, tin and lead, and the first to eighth subgroups, in particular chromium, manganese, iron, cobalt, nickel, copper, come as metal ions. Zinc and others into consideration.
  • the metal ions of the elements of the subgroups of the fourth period are particularly preferred. The metals can be present in the various valences that they have.
  • Mixtures of a benzamide oxime derivative with the strobilurin derivative of the formula X are also preferred.
  • Three mixtures of a benzamide oxime derivative of the formula I with two of the abovementioned strobilurin derivatives of the formulas II to X are also preferred.
  • the mixtures of the compound I with at least one of the compounds II to X or the compound I with at least one of the compounds II to X applied simultaneously, together or separately are notable for an outstanding action against a broad spectrum of phytopathogenic fungi the class of Ascomycetes, Basidiomycetes, Phycomycetes and Deuteromycetes. They are partly systemically effective and can therefore also be used as leaf and soil fungicides.
  • the compound I with at least one of the compounds II to X can be applied simultaneously, that is jointly or separately, or in succession, the sequence being separate Application generally has no effect on the success of the control.
  • the compounds I and II 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.
  • the compounds I and III 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.
  • the compounds I and IV 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.
  • the compounds I and V 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.
  • the compounds I and VI 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.
  • the compounds I and 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.
  • the compounds I and VIII 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.
  • the compounds I and IX 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.
  • the compounds I and X 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.
  • the application rates of the mixtures according to the invention 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 compound I are 0.01 to 1 kg / ha, preferably 0.05 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • the application rates for the compound II are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • the application rates for the compound III are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • the application rates for the compound IV are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • the application rates for the compound V are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • the application rates for the compound VI are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • the application rates for compound VII are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • the application rates for compound VIII are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • the application rates for compound IX are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • the application rates for the compound X are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
  • application rates of 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.
  • compound I is applied separately or together with at least one of compounds II to X or Mixtures of the compound I with at least one of the compounds II to X by spraying or dusting the seeds, the plants or the soil before or after sowing the plants or before or after emergence of the plants.
  • the fungicidal synergistic mixtures according to the invention or the compound I and at least one of the compounds II to X 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, oil dispersions, Pastes, dusts, sprinkles or granules are prepared and applied by spraying, atomizing, dusting, scattering or pouring.
  • the form of application depends on the intended use; in any case, it should ensure that the mixture according to the invention is as fine and uniform 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.
  • alkali, alkaline earth, ammonium salts of aromatic sulfonic acids e.g. Lignin, phenol, naphthalene and dibutylnaphthalenesulfonic acid, as well as of fatty acids, alkyl and alkylarylsulfonates, alkyl, lauryl ether and fatty alcohol sulfates, as well as salts of sulfated hexa-, hepta- and octadecanols or fatty alcohol glycol ethers, condensation products of sulfonated naphthalene and its derivatives - aldehyde, condensation products of naphthalene or
  • Naphthalenesulfonic acids with phenol and formaldehyde polyoxyethylene octylphenol ether, ethoxylated isooctyl, octyl or nonylphenol, alkylphenol or tributylphenyl polyglycol ether, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol, ethylene oxide condensate, ethoxyalkylene glycol, ethoxyalkoxy polyol ether, polyoxyethylene oxylacetyl ether, or polyoxyethylene oxylacetyl ether, polyoxyethylene oxylacetyl ether, polyoxyethylene oxylacetyl ether, polyoxyethylene oxylacetyl ether, polyoxyethylene oxylacetyl ether, polyoxyethylene oxylacetyl ether, polyoxyethylene oxylacetyl ether, polyoxyethylene oxylacetyl ether, polyoxyethylene oxylacetyl ether, polyoxyethylene
  • Powder sprinklers and dusts can be prepared by mixing or grinding the compound I and at least one of the compounds II to X or the mixture of the compounds I with at least one compound II to X with a solid carrier.
  • Granules for example coated granules, impregnated granules or homogeneous granules
  • Mineral soils 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 soils 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 generally contain 0.1 to 95% by weight, preferably 0.5 to 90% by weight, of the compound I and at least one of the compounds II to X or the mixture of the compound I with at least one compound II to X.
  • the active ingredients are used in a purity of 90% to 100%, preferably 95% to 100% (according to the NMR or HPLC spectrum).
  • the compound I and at least one of the compounds II to X or the mixtures or the corresponding formulations are used in such a way that the harmful fungi, their habitat or the plants, seeds, soils, surfaces, materials or spaces to be kept free of them are treated with a fungicidally active Amount of the mixture, or of the compound I and at least one of the compounds II to X 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 diluted with water in accordance with the desired concentration.
  • 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.
  • Example of use 1 Activity against powdery mildew caused by Erysiphe [syn. Blumeria] graminis forma specialis. tri tici

Landscapes

  • 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)
  • Pyridine Compounds (AREA)
EP03745780A 2002-04-05 2003-04-02 Fungizide mischungen auf der basis von benzamidoxim-derivaten und einem strobilurin-derivat Withdrawn EP1494532A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10215146 2002-04-05
DE10215146 2002-04-05
PCT/EP2003/003429 WO2003084329A1 (de) 2002-04-05 2003-04-02 Fungizide mischungen auf der basis von benzamidoxim-derivaten und einem strobilurin-derivat

Publications (1)

Publication Number Publication Date
EP1494532A1 true EP1494532A1 (de) 2005-01-12

Family

ID=28684790

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03745780A Withdrawn EP1494532A1 (de) 2002-04-05 2003-04-02 Fungizide mischungen auf der basis von benzamidoxim-derivaten und einem strobilurin-derivat

Country Status (16)

Country Link
US (1) US20050182051A1 (ko)
EP (1) EP1494532A1 (ko)
JP (1) JP2005527567A (ko)
KR (1) KR20040097273A (ko)
CN (1) CN1646013A (ko)
AR (1) AR039264A1 (ko)
AU (1) AU2003226774A1 (ko)
BR (1) BR0308831A (ko)
CA (1) CA2480614A1 (ko)
CO (1) CO5611061A2 (ko)
EA (1) EA200401292A1 (ko)
IL (1) IL164049A0 (ko)
MX (1) MXPA04009072A (ko)
PL (1) PL371724A1 (ko)
WO (1) WO2003084329A1 (ko)
ZA (1) ZA200408920B (ko)

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Publication number Priority date Publication date Assignee Title
WO2004091298A1 (de) * 2003-04-16 2004-10-28 Basf Aktiengesellschaft Fungizide mischungen
JP4918215B2 (ja) * 2003-10-31 2012-04-18 石原産業株式会社 殺菌剤組成物及び植物病害の防除方法
KR101163242B1 (ko) * 2003-10-31 2012-07-05 이시하라 산교 가부시끼가이샤 살균제 조성물 및 식물 병해의 방제 방법
WO2005053404A1 (de) * 2003-11-24 2005-06-16 Basf Aktiengesellschaft Fungizide mischungen auf der basis von benzamidoxim-derivaten
ATE428697T1 (de) * 2004-02-12 2009-05-15 Bayer Cropscience Sa Fungizide zusammensetzung, enthaltend ein pyridylethylbenzamidderivat und eine verbindung, die dazu in der lage ist, den transport von elektronen der atmungskette in phytopathogenen pilzlichen organismen zu hemmen
AR083112A1 (es) * 2010-10-01 2013-01-30 Syngenta Participations Ag Metodo para controlar enfermedades fitopatogenas y composiciones fungicidas utiles para dicho control
CN102177903A (zh) * 2011-03-23 2011-09-14 陕西汤普森生物科技有限公司 一种含有吡唑醚菌酯与酰胺类化合物的杀菌组合物

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Also Published As

Publication number Publication date
AR039264A1 (es) 2005-02-16
KR20040097273A (ko) 2004-11-17
EA200401292A1 (ru) 2005-02-24
CA2480614A1 (en) 2003-10-16
ZA200408920B (en) 2005-11-08
JP2005527567A (ja) 2005-09-15
PL371724A1 (en) 2005-06-27
US20050182051A1 (en) 2005-08-18
MXPA04009072A (es) 2004-12-06
AU2003226774A1 (en) 2003-10-20
CN1646013A (zh) 2005-07-27
IL164049A0 (en) 2005-12-18
CO5611061A2 (es) 2006-02-28
WO2003084329A1 (de) 2003-10-16
BR0308831A (pt) 2005-01-25

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