EP1729577A1 - Mélanges fongicides pour lutter contre les agents pathogènes du riz - Google Patents

Mélanges fongicides pour lutter contre les agents pathogènes du riz

Info

Publication number
EP1729577A1
EP1729577A1 EP04797970A EP04797970A EP1729577A1 EP 1729577 A1 EP1729577 A1 EP 1729577A1 EP 04797970 A EP04797970 A EP 04797970A EP 04797970 A EP04797970 A EP 04797970A EP 1729577 A1 EP1729577 A1 EP 1729577A1
Authority
EP
European Patent Office
Prior art keywords
compound
mixtures
formula
fungicidal mixtures
plants
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Withdrawn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
EP04797970A
Other languages
German (de)
English (en)
Inventor
Jordi Tormo I Blasco
Thomas Grote
Maria Scherer
Reinhard Stierl
Siegfried Strathmann
Ulrich Schöfl
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 EP1729577A1 publication Critical patent/EP1729577A1/fr
Withdrawn legal-status Critical Current

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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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90Biocides, 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 containing as active components
  • the invention also relates to a method for controlling harmful fungi with mixtures of the compound I with the compound II and the use of the compound I with the compound II for the production of such mixtures and agents which contain these mixtures.
  • the synergistic mixtures described in EP-A 988790 are described as fungicidally active against various diseases of cereals, fruits and vegetables, in particular mildew on wheat and barley or gray mold on apples.
  • the mixtures known from US Pat. No. 6,268,371 are described as being particularly advantageous against rice diseases.
  • Phosphorous acid is the actually effective breakdown product of the long-established active ingredients ethylphosphonate (common name: fosethyl) lla and ethylphosphonate aluminum salt (common name: fosethyl aluminum) Mb.
  • 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).
  • 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 notable for excellent 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 mixtures according to the invention are of particular importance for controlling harmful fungi on rice plants and on their seeds, such as bipolaris and woodturners, and also Pyricularia oryzae. They are particularly suitable for combating the rice brown spot disease caused by Cochliobolus miyabeanus.
  • Rhizoctonia solani is the causative agents of the most important diseases of rice plants. Rhizoctonia solani is the only agronomically important pathogen within the Agaricomycetidae subclass. This fungus does not attack the plant via spores like most other fungi, but via a mycelial infection.
  • the mixtures according to the invention can also be used in material protection (e.g. Holzbut), for example against Paecilomyces variotii.
  • 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 bitertanol, bromoconazole, cyproconazole, difenoconazole, dinitroconazole, enilconazole, epoxiconazole, fenbuconazole, fluquiconazole, flusilazole, flutriafol, hexaconazole, imazalil, ipconazole, metconazol, penocolazolol, myocazolol, myocazolol, myclazol, myclazol, myclazol, myocazolol, myclazol, myclazol, myclazol, myclazol, myclazol, myclazol, myclazol, myclazol, myclazol, myclazol, Tetraconazole, tri-dimefon, triadimenol, triflumizole, triticonazole, Dicarboximides such as myclozolin,
  • Dithiocarbamates such as Ferbam, Nabam, Maneb, Mancozeb, Metam, Metiram, Propineb, Polycarbamat, Thiram, Ziram, Zineb,
  • Heterocyclic compounds such as anilazine, benomyl, boscalid, carbendazim, carboxin, oxycarboxin, cyazofamid, dazomet, dithianon, famoxadone, fenamidon, fenarimol, fuberidazole, flutolanil, furametpyr, isoprothiolan, pyro, quinofonilonyl, quinolonolin, nuarolinolinolinolinolinolinolinolinolinolinolinolinolinolinolinolinolinolinolinolonylolonylolonylolateolate Thiabendazole, thifluzamide, tiaminil, tricyclazole, triforins,
  • Nitrophenyl derivatives such as binapacryl, dinocap, dinobutone, nitrophthal-isopropyl, phenylpyrroles such as fenpiclonil or fludioxonil,
  • fungicides such as acibenzolar-S-methyl, carpropamide, chlorothalonil, cyflufamid, cymoxanil, Dazomet, diclomezin, diclocymet, diethofencarb, edifenphos, ethaboxam, fenhexamide, fentin acetate, fenoxanil, ferimzone, etylylam, fosamyl, fosamyl 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, diclofluanide, folpet,
  • Cinnamic acid amides and analogues such as dimethomorph, flumetover or flumorph.
  • a further fungicide III or two fungicides III and IV as mentioned above are admixed to the compounds I and II.
  • captafol, captan, diclofluanide, folpet, maneb, mancozeb, metiram, thiram or zineb are present as active ingredient III are particularly preferred.
  • Mixtures containing the compounds I and II, in particular IIb, are preferred which, if desired, can contain a component III.
  • 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.
  • the compound I and the compound II are usually used in a weight ratio of 100: 1 to 1: 100, preferably 10: 1 to 1:20, in particular 5: 1 to 1:10.
  • the aforementioned ratios and the following information relate in particular to the compound I and fosethyl aluminum llb.
  • Phosphorous acid II its alkali metal or alkaline earth metal salts or fosethyl IIa can be used to correspondingly reduce the amounts of component (2) in accordance with the lower molecular weight.
  • the application rates of the mixtures according to the invention are 5 g / ha to 2500 g / ha, preferably 50 to 2000 g / ha, in particular 50 to 1000 g / ha.
  • the application rates for the compound I are accordingly 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 the compound IIb are accordingly generally from 1 to 2500 g / ha, preferably 10 to 1000 g / ha, in particular 20 to 750 g / ha.
  • application rates of mixture of 1 to 1000 g / 100 kg of seed preferably 1 to 200 g / 100 kg, in particular 5 to 100 g / 100 kg, are generally used.
  • the separate or joint application of the compound I and the compound II or the mixtures of the compound I and the compound II is carried out by spraying or dusting the seeds, the plants or the soil before or after sowing of the plants or before or after emergence of the plants.
  • the compounds are preferably used by spraying the leaves.
  • the mixtures according to the invention, or the compounds I and II, 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, for example 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 Butryolactone
  • solvent mixtures can also be used Carriers such as natural stone powder (eg kaolins, clays, talc, chalk) and synthetic stone powder (eg highly disperse silica, silicates); Emulsifiers such as nonionic and anionic emulsifiers (eg polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates) and dispersants such as lignin sulfite waste liquors and methyl cellulose.
  • Carriers such as natural stone powder (eg kaolins, clays, talc, chalk) and synthetic stone powder (eg highly disperse silica, silicates); Emulsifiers such as nonionic and anionic emulsifiers (eg polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates) and dispersants such as lignin sulfite waste liquors and methyl cellulose.
  • Emulsifiers
  • Suitable surfactants are alkali metal, alkaline earth metal salts, sulfonic acid ammonium salts of lignosulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkyl sulfates, alkylsulfonates, fatty alcohol sulfates, fatty acids and su ⁇ fa- oriented fatty alcohol glycol ethers, furthermore condensates of sulfonated naphthalene and naphthalene derivatives with formaldehyde , Condensation products of naphthalene or of naphthalene sulfonic acid with phenol and formaldehyde, polyoxyethylene octylphenol ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenol polyglycol ether
  • 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 ner 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 added with the addition of dispersing and wetting agents. grind like silica gel in a rotor-strator mill. 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; 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 of various types, wetting agents, adjuvants, herbicides, fungicides, other pesticides, bactericides can be added to the active compounds, if appropriate also only immediately before use (tank mix). These agents are usually added to the agents according to the invention 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, 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 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
  • Leaves of potted rice seedlings of the "Tai-Nong 67" variety were sprayed to runoff point with an aqueous suspension in the active compound concentration given below. The following day, the plants were inoculated with an aqueous spore suspension of Cochliobolus miyabeanus. The test plants were then placed in climatic chambers at 22-24 ° C and 95-99% relative humidity for 6 days. The extent of the development of the infestation on the leaves was then determined visually.
  • 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; with an efficiency of 100, the treated plants show no infection.

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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne des mélanges fongicides contenant en tant que constituant actif 1) le dérivé triazolopyrimidine représenté par la formule (I); et 2) de l'acide phosphorique H3PO3, ses sels alcalins ou sels alcalino-terreux ou des dérivés les libérant (II), dans une quantité synergique efficace. L'invention concerne également des procédés de lutte contre des champignons parasites à l'aide de mélanges du composé (I) et du composé (II), l'utilisation du composé (I) et du composé (II) dans la fabrication de tels mélanges, ainsi que des agents contenant ces mélanges.
EP04797970A 2003-11-27 2004-11-18 Mélanges fongicides pour lutter contre les agents pathogènes du riz Withdrawn EP1729577A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10356104 2003-11-27
DE102004012753 2004-03-15
PCT/EP2004/013066 WO2005060752A1 (fr) 2003-11-27 2004-11-18 Melanges fongicides destines a la lutte contre des agents pathogenes du riz

Publications (1)

Publication Number Publication Date
EP1729577A1 true EP1729577A1 (fr) 2006-12-13

Family

ID=34712315

Family Applications (1)

Application Number Title Priority Date Filing Date
EP04797970A Withdrawn EP1729577A1 (fr) 2003-11-27 2004-11-18 Mélanges fongicides pour lutter contre les agents pathogènes du riz

Country Status (14)

Country Link
US (1) US20070202192A1 (fr)
EP (1) EP1729577A1 (fr)
JP (1) JP2007513085A (fr)
KR (1) KR20060113928A (fr)
AR (1) AR046722A1 (fr)
AU (1) AU2004304676A1 (fr)
BR (1) BRPI0416939A (fr)
CA (1) CA2545288A1 (fr)
CO (1) CO5680378A2 (fr)
EA (1) EA200600966A1 (fr)
IL (1) IL175394A0 (fr)
NO (1) NO20062478L (fr)
TW (1) TW200530240A (fr)
WO (1) WO2005060752A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8524635B2 (en) * 2006-07-17 2013-09-03 Dsm Ip Assets B.V. Antifungal composition
MX2010012844A (es) * 2008-06-12 2010-12-14 Basf Se Sales calcicas del acido fosforoso para aumentar la eficacia de fungicidas.

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2254276B1 (fr) * 1973-12-14 1977-03-04 Philagro Sa
US5593996A (en) * 1991-12-30 1997-01-14 American Cyanamid Company Triazolopyrimidine derivatives
FR2737086B1 (fr) * 1995-07-24 1997-08-22 Rhone Poulenc Agrochimie Composition fongicide comprenant un compose analogue de la strobilurine
TWI252231B (en) * 1997-04-14 2006-04-01 American Cyanamid Co Fungicidal trifluorophenyl-triazolopyrimidines
DE19722225A1 (de) * 1997-05-28 1998-12-03 Basf Ag Fungizide Mischungen
US6268371B1 (en) * 1998-09-10 2001-07-31 American Cyanamid Co. Fungicidal mixtures
DK0988790T3 (da) * 1998-09-25 2003-09-22 Basf Ag Fungicide blandinger

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2005060752A1 *

Also Published As

Publication number Publication date
US20070202192A1 (en) 2007-08-30
NO20062478L (no) 2006-06-23
TW200530240A (en) 2005-09-16
EA200600966A1 (ru) 2006-10-27
KR20060113928A (ko) 2006-11-03
CO5680378A2 (es) 2006-09-29
CA2545288A1 (fr) 2005-07-07
AU2004304676A1 (en) 2005-07-07
WO2005060752A1 (fr) 2005-07-07
BRPI0416939A (pt) 2007-02-13
AR046722A1 (es) 2005-12-21
IL175394A0 (en) 2006-09-05
JP2007513085A (ja) 2007-05-24

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