WO2005082146A1 - Fungizide mischungen zur bekämpfung von reispathogenen - Google Patents

Fungizide mischungen zur bekämpfung von reispathogenen Download PDF

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Publication number
WO2005082146A1
WO2005082146A1 PCT/EP2005/001757 EP2005001757W WO2005082146A1 WO 2005082146 A1 WO2005082146 A1 WO 2005082146A1 EP 2005001757 W EP2005001757 W EP 2005001757W WO 2005082146 A1 WO2005082146 A1 WO 2005082146A1
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WO
WIPO (PCT)
Prior art keywords
compound
mixtures
formula
compounds
harmful fungi
Prior art date
Application number
PCT/EP2005/001757
Other languages
German (de)
English (en)
French (fr)
Inventor
Jordi Tormo I Blasco
Thomas Grote
Maria Scherer
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 CA002554430A priority Critical patent/CA2554430A1/en
Priority to JP2007500119A priority patent/JP2007523933A/ja
Priority to EP05707538A priority patent/EP1722632A1/de
Priority to US10/587,915 priority patent/US20070161655A1/en
Priority to EA200601453A priority patent/EA200601453A1/ru
Publication of WO2005082146A1 publication Critical patent/WO2005082146A1/de
Priority to IL176929A priority patent/IL176929A0/en
Priority to NO20063992A priority patent/NO20063992L/no

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

Definitions

  • the present invention relates to fungicidal mixtures for combating harmful fungi, which contain active components
  • the invention relates to a method for controlling phytopathogenic harmful fungi with mixtures of the compound I with the compounds II and the use of the compound I with the compounds II for the preparation of such mixtures and agents which contain these mixtures.
  • EP-A 988 790 Mixtures of triazolopyrimidines with other active ingredients are known from EP-A 988 790 and US 6 268 371.
  • the synergistic mixtures known from EP-A 988 790 are fungicidally active against various diseases of cereals, fruits and vegetables, such as. B. powdery mildew on wheat and barley or gray mold on apples.
  • the mixtures known from US Pat. No. 6,268,371 are described as having a fungicidal action, particularly against rice pathogens.
  • the present invention was based on mixtures which, with a reduced total amount of active ingredients applied, have an improved activity against harmful fungi.
  • the mixtures of the compound I and the compound II or the simultaneous joint or separate use of the compound I and the compound II are distinguished by an outstanding activity against a broad spectrum of phytopathogenic fungi, in particular from the class of the Ascomycetes, Deuteromyces, Oomycetes and Basidiomycetes. They can be used in plant protection as leaf and soil fungicides.
  • the compound I and the compound II can be applied simultaneously together 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.
  • active substances selected from the following groups are possible as further active substances in the above sense:
  • Acylalanines such as benalaxyl, metalaxyl, ofurace, oxadixyl,
  • Amine derivatives such as aldimorph, dodemorph, fenpropimorph, fenpropidin, guazatine, iminoctadine, tridemorph,
  • Anilinopyrimidines such as pyrimethanil, mepanipyrim or cyprodinil,
  • Antibiotics such as cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin,
  • Azoles such as bitertänol, bromoconazole, cyproconazole, difenoconazole, dinitroconazole, enilconazole, epoxiconazole, fenbuconazole, fluquiconazole, flusilazole, flutriafol, hexaconazole, imazalil, ipconazole, metconazole, prokonolol, noconazol, myazonolol, myazonolol, myazonolol, noconazole, myazonolol , Tetraconazole, tri-dimefon, triadimenol, triflumizole, triticonazole,
  • Dicarboximides such as myclozolin, dithiocarbamates such as ferbam, nabam, mancozeb, metam, propineb, polycarbamate, ziram, zineb,
  • Heterocyclic compounds such as anilazine, benomyl, boscalid, carbendazim, carboxin, oxycarboxin, cyazofamid, dazomet, dithianon, famoxadone, fenamidon, fuberidazole, flutolanil, furametpyr, isoprothiolan, mepronil, nuarimol, probenazol Pyroquilon, Quinoxyfen, Silthiofam, Thiabendazol, Thifluzamid, Tiadinil, Tricyclazol, Triforine,
  • Copper fungicides such as Bordeaux broth, copper acetate, copper oxychloride, basic copper sulfate, nitrophenyl derivatives such as binapacryl, dinocap, dinobutone, nitrophthal-isopropyl,
  • Phenylpyrroles such as fenpiclonil or fludioxonil
  • fungicides such as acibenzolar-S-methyl, benthiavalicarb, carpropamide, chlorothalonil, cyflufenamid, cymoxanil, diclomezin, diclocymet, diethofencarb, edifenfos, ethaboxam, fenhexamide, fentin acetate, fenoxanil, namimzone, ferimzone, fluazi acid , Fosetyl, fosetyl aluminum, iprovalicarb, hexachlorobenzene, metrafenone, methyl isothiocyanate, pencycuron, propamocarb, phthalide, toloclofos-methyl, quintozene, zoxamide,
  • Strobilurins such as azoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, pyraclostrobin or trifloxystrobin,
  • Sulfenic acid derivatives such as Captafol, Captan, Folpet,
  • Cinnamic acid amides and analogues such as dimethomorph, flumetover or flumorph.
  • a further fungicide III or two fungicides III and IV are added to the compounds I and II.
  • Mixtures containing the compounds I and II and a component III are preferred. Mixtures containing the compounds I and II as active components are particularly preferred.
  • the compound I and the compound II are usually used in a weight ratio of 100: 1 to 1: 100, preferably 20: 1 to 1:20, in particular 10: 1 to 1:10.
  • Components III and IV are optionally mixed in a ratio of 20: 1 to 1:20 to the compound I.
  • the application rates of the mixtures according to the invention are from 5 g / ha to 1500 g / ha, preferably 50 to 1000 g / ha, in particular 50 to 750 g / ha.
  • the application rates for the compound I are generally from 1 to 1000 g / ha, preferably from 10 to 900 g / ha, in particular from 20 to 750 g / ha.
  • the application rates for compound II are generally from 1 to 1500 g / ha, preferably from 10 to 1000 g / ha, in particular from 20 to 750 g / ha.
  • application rates of mixture of 1 to 1000 g / 100 kg of seed preferably 1 to 500 g / 100 kg, in particular 5 to 100 g / 100 kg, are generally used.
  • the compounds I and II (and possibly III and IV) or the mixtures of the compounds I and II (and possibly III and IV) are applied separately or together by spraying or dusting the seeds , seedlings, plants or soils before or after sowing the plants or before or after emergence of the plants.
  • the compounds are applied jointly or separately by applying granules or pollinating the soil.
  • the mixtures according to the invention, or the compounds I and II (and, if appropriate, III and IV) can be converted into the customary formulations, e.g. Solutions, emulsions, suspensions, dusts, powders, pastes and granules.
  • the form of application depends on the respective purpose; in any case, it should ensure a fine and uniform distribution of the compound according to the invention.
  • the formulations are prepared in a known manner, e.g. by stretching the active ingredient with solvents and / or carriers, if desired using emulsifiers and dispersants.
  • solvents / auxiliaries water, aromatic solvents (for example Solvesso products, xylene), paraffins (for example petroleum fractions), alcohols (for example methanol, butanol, pentanol, benzyl alcohol), ketones (for example cyclohexanone, gamma Butryolactone), pyrrolidones (NMP, NOP), acetates (glycol diacetate), glycols, dimethyl fatty acid amides, fatty acids and fatty acid esters.
  • aromatic solvents for example Solvesso products, xylene
  • paraffins for example petroleum fractions
  • alcohols for example methanol, butanol, pentanol, benzyl alcohol
  • ketones for example cyclohexanone, gamma Butry
  • solvent mixtures can also be used, carriers such as natural stone powder (e.g. kaolins, clays, talc, chalk) and synthetic stone powder (e.g. highly disperse silica, silicates); Emulsifiers such as nonionic and anionic emulsifiers (e.g. polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates) and dispersants such as lignin sulfite liquors and methyl cellulose.
  • carriers such as natural stone powder (e.g. kaolins, clays, talc, chalk) and synthetic stone powder (e.g. highly disperse silica, silicates); Emulsifiers such as nonionic and anionic emulsifiers (e.g. polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates) and dispersants such as lignin sulfite liquors and methyl
  • mineral oil fractions from medium to high boiling points such as kerosene or diesel oil, furthermore coal tar oils as well as oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e.g. Toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strongly polar solvents, e.g. Dimethyl sulfoxide, N-methylpyrrolidone or water into consideration.
  • mineral oil fractions from medium to high boiling points such as kerosene or diesel oil
  • coal tar oils as well as oils of vegetable or animal origin
  • aliphatic, cyclic and aromatic hydrocarbons e.g. Toluene, xylene, paraffin, tetrahydronaphthalene, alkylated
  • Powders, materials for broadcasting and dusts can be prepared by mixing or grinding the active substances together with a solid carrier.
  • Granules e.g. Coating, impregnation and homogeneous granules can be produced by binding the active ingredients to solid carriers.
  • Solid carriers are e.g. Mineral earths, such as silica gels, silicates, talc, kaolin, attack clay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics, fertilizers, e.g. Ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products such as cereal flour, tree bark, wood and nutshell flour, cellulose powder and other solid carriers.
  • Mineral earths such as silica gels, silicates, talc, kaolin, attack clay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics,
  • the formulations generally contain between 0.01 and 95% by weight, preferably between 0.1 and 90% by weight, of the active ingredients.
  • the active ingredients are used in a purity of 90% to 100%, preferably 95% to 100% (according to the NMR spectrum).
  • formulations are: 1. Products for dilution in water
  • the active ingredients are finely ground with the addition of dispersing and wetting agents and produced using technical equipment (e.g. extrusion, spray tower, fluidized bed) as water-dispersible or water-soluble granules. Dilution in water results in a stable dispersion or solution of the active ingredient.
  • technical equipment e.g. extrusion, spray tower, fluidized bed
  • WP, SP Water-dispersible and water-soluble powders 75 parts by weight of the active ingredients are ground in a rotor-strator mill with the addition of dispersing and wetting agents and silica gel. Dilution in water results in a stable dispersion or solution of the active ingredient.
  • the active ingredients as such in the form of their formulations or the use forms prepared therefrom, e.g. in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, sprinkling agents, granules by spraying, atomizing, dusting, scattering or pouring.
  • the application forms depend entirely on the purposes of use; in any case, they should ensure the finest possible distribution of the active compounds according to the invention.
  • Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (wettable powders, oil dispersions) by adding water.
  • emulsions, pastes or oil dispersions the substances as such or dissolved in an oil or solvent can be homogenized in water by means of wetting agents, adhesives, dispersants or emulsifiers.
  • concentrates composed of an active substance, wetting agents, adhesives, dispersants or emulsifiers and possibly solvents or oil, which are suitable for dilution with water.
  • the active ingredient concentrations in the ready-to-use preparations can be varied over a wide range. In general, they are between 0.0001 and 10%, preferably between 0.01 and 1%.
  • the active ingredients can also be used with great success in the ultra-low-volume process (ULV), it being possible to apply formulations with more than 95% by weight of active ingredient or even the active ingredient without additives.
  • UUV ultra-low-volume process
  • oils, wetting agents, adjuvants, herbicides, fungicides, other pesticides and bactericides can be added to the active compounds, if appropriate also only immediately before use (tank mix).
  • These agents can be mixed into the agents according to the invention, which is usually done in a weight ratio of 1:10 to 10: 1.
  • the compounds I and II, or the mixtures or the corresponding formulations are used in that the harmful fungi, the plants, seeds, soils, surfaces, 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 when applied separately. The application can take place before or after the infestation by the harmful fungi.
  • the fungicidal activity of the compound and the mixtures can be demonstrated by the following tests:
  • the active ingredients were prepared separately or together as a stock solution with 0.25% by weight of active ingredient in acetone or DMSO. 1% by weight of Uniperol® EL emulsifier (wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols) was added to this solution and diluted with water to the desired concentration.
  • Uniperol® EL emulsifier wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols
  • Pots with rice plants of the "Tai-Nong 67" variety were sprayed to runoff point with an aqueous suspension in the active compound concentration given below.
  • pots of oat grains infected with Corticium sasakii were placed (5 kernels per pot) Plants placed in a chamber at 26 ° C and maximum humidity After 11 days, the leaf sheath disease on the untreated but infected control plants had developed to such an extent that the infestation could be determined visually in%.
  • the evaluation is carried out by determining the affected leaf areas in percent. These percentages were converted into efficiencies.
  • o corresponds to the fungal attack of the treated plants in% and ß corresponds to the fungal attack of the untreated (control) plants in%

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)
  • Pretreatment Of Seeds And Plants (AREA)
  • Catching Or Destruction (AREA)
PCT/EP2005/001757 2004-02-26 2005-02-19 Fungizide mischungen zur bekämpfung von reispathogenen WO2005082146A1 (de)

Priority Applications (7)

Application Number Priority Date Filing Date Title
CA002554430A CA2554430A1 (en) 2004-02-26 2005-02-19 Fungicide mixtures for controlling rice pathogens
JP2007500119A JP2007523933A (ja) 2004-02-26 2005-02-19 殺菌混合物
EP05707538A EP1722632A1 (de) 2004-02-26 2005-02-19 Fungizide mischungen zur bekämpfung von reispathogenen
US10/587,915 US20070161655A1 (en) 2004-02-26 2005-02-19 Fungicidal mixtures
EA200601453A EA200601453A1 (ru) 2004-02-26 2005-02-19 Фунгицидная смесь
IL176929A IL176929A0 (en) 2004-02-26 2006-07-18 Fungicide mixtures for controlling rice pathogens
NO20063992A NO20063992L (no) 2004-02-26 2006-09-06 Fungisidal blanding

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004009941.3 2004-02-26
DE102004009941 2004-02-26

Publications (1)

Publication Number Publication Date
WO2005082146A1 true WO2005082146A1 (de) 2005-09-09

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ID=34894900

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2005/001757 WO2005082146A1 (de) 2004-02-26 2005-02-19 Fungizide mischungen zur bekämpfung von reispathogenen

Country Status (14)

Country Link
US (1) US20070161655A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
EP (1) EP1722632A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
JP (1) JP2007523933A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
KR (1) KR20070007806A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CN (1) CN1917765A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
AR (1) AR048417A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
BR (1) BRPI0508032A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CA (1) CA2554430A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
EA (1) EA200601453A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
IL (1) IL176929A0 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
NO (1) NO20063992L (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
TW (1) TW200533292A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
WO (1) WO2005082146A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
ZA (1) ZA200607945B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6153205A (ja) * 1984-08-24 1986-03-17 Sumitomo Chem Co Ltd 農園芸用殺菌組成物
JPS61189205A (ja) * 1985-02-19 1986-08-22 Hokko Chem Ind Co Ltd 種子消毒剤
EP0276666A2 (de) * 1987-01-22 1988-08-03 Bayer Ag Fungizide Wirkstoffkombinationen
US5593996A (en) * 1991-12-30 1997-01-14 American Cyanamid Company Triazolopyrimidine derivatives
WO1998046607A1 (en) * 1997-04-14 1998-10-22 American Cyanamid Company Fungicidal trifluorophenyl-triazolopyrimidines
EP0988790A1 (en) * 1998-09-25 2000-03-29 American Cyanamid Company Fungicidal mixtures
US6268371B1 (en) * 1998-09-10 2001-07-31 American Cyanamid Co. Fungicidal mixtures

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE616336A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * 1960-11-03
US6117876A (en) * 1997-04-14 2000-09-12 American Cyanamid Company Fungicidal trifluorophenyl-triazolopyrimidines

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6153205A (ja) * 1984-08-24 1986-03-17 Sumitomo Chem Co Ltd 農園芸用殺菌組成物
JPS61189205A (ja) * 1985-02-19 1986-08-22 Hokko Chem Ind Co Ltd 種子消毒剤
EP0276666A2 (de) * 1987-01-22 1988-08-03 Bayer Ag Fungizide Wirkstoffkombinationen
US5593996A (en) * 1991-12-30 1997-01-14 American Cyanamid Company Triazolopyrimidine derivatives
WO1998046607A1 (en) * 1997-04-14 1998-10-22 American Cyanamid Company Fungicidal trifluorophenyl-triazolopyrimidines
US6268371B1 (en) * 1998-09-10 2001-07-31 American Cyanamid Co. Fungicidal mixtures
EP0988790A1 (en) * 1998-09-25 2000-03-29 American Cyanamid Company Fungicidal mixtures

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 198640, Derwent World Patents Index; Class C03, AN 1986-261491, XP002326912 *
PATENT ABSTRACTS OF JAPAN vol. 010, no. 214 (C - 362) 25 July 1986 (1986-07-25) *

Also Published As

Publication number Publication date
EP1722632A1 (de) 2006-11-22
ZA200607945B (en) 2008-07-30
US20070161655A1 (en) 2007-07-12
NO20063992L (no) 2006-09-15
AR048417A1 (es) 2006-04-26
EA200601453A1 (ru) 2007-02-27
JP2007523933A (ja) 2007-08-23
IL176929A0 (en) 2006-12-10
CA2554430A1 (en) 2005-09-09
CN1917765A (zh) 2007-02-21
TW200533292A (en) 2005-10-16
KR20070007806A (ko) 2007-01-16
BRPI0508032A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 2007-07-03

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