EP1656024A1 - Melanges fongicides - Google Patents

Melanges fongicides

Info

Publication number
EP1656024A1
EP1656024A1 EP04763051A EP04763051A EP1656024A1 EP 1656024 A1 EP1656024 A1 EP 1656024A1 EP 04763051 A EP04763051 A EP 04763051A EP 04763051 A EP04763051 A EP 04763051A EP 1656024 A1 EP1656024 A1 EP 1656024A1
Authority
EP
European Patent Office
Prior art keywords
compound
mixtures
formula
compounds
active ingredients
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Withdrawn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
EP04763051A
Other languages
German (de)
English (en)
Inventor
Jordi Tormo I Blasco
Thomas Grote
Maria Scherer
Reinhard Stierl
Siegfried Strathmann
Ulrich Schöfl
Egon Haden
Manfred Hampel
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 EP1656024A1 publication Critical patent/EP1656024A1/fr
Withdrawn legal-status Critical Current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
    • 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 for controlling rice pathogens, comprising active components
  • the invention relates to a method for controlling rice pathogens with mixtures of the compound I with the compound II and the use of the compound I with the compound II for the preparation of such mixtures and agents which contain these mixtures.
  • the compound II, methoxyimino- (2-o-tolyloxymethyl-phenyl) -acetic acid methyl ester, its preparation and its action against harmful fungi is also known from the literature (EP-A 253213; common name: Kresoxim-Methyl).
  • Kresoxim-Methyl is established in the market, mainly as a cereal fungicide against mildew and rust diseases caused by Ascomycetes or Basidiomycetes.
  • Mixtures of triazolopyrimidine derivatives with kresoxim-methyl are generally known from EP-A 988 790.
  • Compound I is included in the general disclosure of this document, but is not explicitly mentioned. The combination of compound I with kresoxim-methyl is therefore new.
  • 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.
  • a rice fungicide Due to the special cultivation conditions of rice plants, there are significantly different requirements for a rice fungicide than for fungicides that are used in cereal or fruit growing. There are differences in the application method: in addition to the foliar application used in many places, in modern rice cultivation the fungicide is applied directly to the soil or shortly after sowing. The fungicide is absorbed into the plant via the roots and transported in the plant sap in the plant to the parts of the plant to be protected. A high system is therefore essential for rice fungicides. In cereal or fruit growing, on the other hand, the fungicide is usually applied to the leaves or the fruits, so the systemics of the active ingredients play a significantly smaller role in these crops.
  • Rhizoctonia solani is the causative agents of the most important diseases of rice plants. Rhizoctonia solani is the only agronomically important pathogen within the subclass Aga comycetidae. This fungus does not attack the plant via spores like most other fungi, but through a mycelial infection.
  • the present invention was based on mixtures which, with a reduced total amount of active ingredients applied, have an improved action against the harmful fungi.
  • Fungicides selected from the following group are particularly suitable as further active ingredients in the above sense:
  • Amine derivatives such as aldimorph, dodemorph, fenpropimorph, fenpropidin, guazatine, iminoctadine, tridemorph, o antibiotics such as cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin,
  • Azoles such as bitertanol, bromoconazole, cyproconazole, difenoconazole, dinitroconazole, epoxiconazole, fenbuconazole, fluquiconazole, flusilazole, flutriafol, hexaconazole, imazalil, ipconazole, metconazole, myclobutanilone, penconazolone , Triadimefon, triadimenol, triflumizol, triticonazole,
  • Dicarboximides such as myclozolin, procymidone,
  • Dithiocarbamates such as Ferbam, Nabam, Metam, Propineb, Polycarbamat, Ziram, Zineb,
  • heterocyclic compounds such as anilazine, boscalid, carbendazim, carboxin, oxy- carboxin, cyazofamid, dazomet, famoxadone, fenamidone, fuberidazole, flutolanil, furametpyr, isoprothiolane, mepronil, nuarimol, probenazole, pyroquilon, Quinoxy- fen, silthiofam, thiabendazole, thifluzamide, Tiadinil, tricyclazole, triforins, nitrophenyl derivatives, such as binapacryl, dinocap, dinobutone, nitrophthaloisopropyl, Phenylpyrroles such as fenpiclonil or fludioxonil,
  • fungicides such as acibenzolar-S-methyl, carpropamide, chlorothalonil, cyflufenamid, cymoxanil, diclomezin, diclocymet, diethofencarb, edifenphos, ethaboxam, fenhexamide, fentin acetate, fenoxanil, ferim zone, fluazinam, fosetyl, fosetyl, fosetyl Phosphorous acid, hexachlorobenzene, metrafenone, pencycuron, propamocarb, phthalide, toloclofos-methyl, quintozene, zoxamide,
  • Strobilurins such as fluoxastrobin, metominostrobin, orysastrobin, pyraclostrobin or trifloxystrobin, sulfenic acid derivatives such as captafol,
  • Cinnamic acid amides and analogues such as Flumetover.
  • a further fungicide III or two fungicides III and IV are added to the compounds I and II.
  • fungicides are particularly suitable as components IM and IV:
  • Amine derivatives such as dodemorph, fenpropimorph, fenpropidin, iminoctadine, tridemorph;
  • Azoles such as bromoconazole, cyproconazole, difenoconazole, dinitroconazole, epoxiconazole, fenbuconazole, fluquiconazole, flusilazole, flutriafol, hexaconazole, ipconazole, metaconazole, myclobutanil, pencqnazoth, propolonazolazole, proponazonazol, propolonazolazole, proponazonazole, propolonazole, propolonazolazole, proponazonazole, proponazole, propolonazole, propolonazolazole, proponazonazole, proponazolazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, pro
  • Heterocyclic compounds such as boscalid, carbenda ⁇ im, carboxin, cyazofamid, fluorolanil, quinoxyfen; Dithiocarbamates and
  • fungicides such as benthiavalicarb, chlorothalonil, cyflufenamid, diclofluanid,
  • Fenhexamide Fenhexamide, fluazinam, fosetyl, fosethyl aluminum, phosphorous acid, metrafenone and pencycuron.
  • Mixtures of the compounds I and II with a component III are preferred. Mixtures of compounds I and II are particularly preferred.
  • the mixtures of the compounds I and II or the simultaneous joint or separate use of the compounds I and the compound II are notable for excellent activity against rice pathogens from the class of Ascomycetes, Deuteromycetes and Basidiomycetes. They can be used for seed treatment, as well as leaf and soil fungicides.
  • the combination of compounds I and II according to the invention is also suitable for controlling other pathogens, such as, for. B. Septoria and Pwcc / n / a species in cereals such as wheat and barley and Alternaria and ßoftyf / ' s in vegetables, fruits and wine.
  • pathogens such as, for. B. Septoria and Pwcc / n / a species in cereals such as wheat and barley and Alternaria and ßoftyf / ' s in vegetables, fruits and wine.
  • 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.
  • the compound I and the compound II are usually used in a weight ratio of 100: 1 to 1: 100, preferably 20: 1 to 1:50, in particular 2: 1 to 1:10. ,
  • Components III and IV are optionally mixed in a ratio of 20: 1 to 1:20 to compound I.
  • the application rates of the mixtures according to the invention are 5 g / ha to 2000 g / ha, preferably 50 to 1500 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 750 g / ha, in particular from 20 to 500 g / ha.
  • the application rates for compound II are generally from 1 to 1000 g / ha, preferably from 10 to 750 g / ha, in particular from 20 to 500 g / ha.
  • application rates of the mixture of 0.001 to 1 g / kg of seed preferably 0.01 to 0.5 g / kg, in particular 0.01 to 0.1 g / kg, are generally used.
  • the separate or joint application of the compounds I and II or the mixtures of the compounds I and II is carried out by spraying or pollinating the seeds, the seedlings, the plants or the soil before or after sowing the plants or before or after emergence of the plants.
  • the compounds are preferably applied jointly or separately by applying granules or by dusting the soil.
  • the mixtures according to the invention, or the compounds I and II can be converted into the customary formulations, for example 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 silicic acid, 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 silicic acid, 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
  • Mineral oil fractions of medium to high boiling point such as kerosene or diesel oil, also coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, for example toluene, xylene, are used to produce directly sprayable solutions, emulsions, pastes or oil dispersions.
  • 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 plant-based 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
  • 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
  • Suspensions 20 parts by weight of the active ingredients are comminuted in a stirred ball mill to form a fine active ingredient suspension with the addition of dispersing and wetting agents and water or an organic solvent. Dilution in water results in a stable suspension of the active ingredient.
  • 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, for example in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, scattering agents, granules by spraying, atomizing, dusting, scattering or Pouring can be applied.
  • the application forms depend entirely on the application 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.
  • wetting agents, adhesives, dispersants or emulsifiers, and possibly solvents or oil can also be prepared from active substance and 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 ingredients, if appropriate also only immediately before use (tank mix). These agents can be mixed with 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, surfaces, materials or spaces to be kept free of them are mixed with a fungicidally effective amount of the mixture or Compounds I and II treated 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. This solution was 1% by weight of emulsifier Uniperol® EL (wetting agent with emulsifying and dispersing action based ethoxylated alkylphenols) added and diluted with water to the desired concentration.
  • emulsifier Uniperol® EL wetting agent with emulsifying and dispersing action based 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 in one
  • Chamber set up at 26 ° C and maximum humidity. After 11 days, the leaf sheath disease on the untreated but infected control plants had developed so much that the infestation could be determined visually in%.
  • the evaluation is carried out by determining the infestation in percent. These percentages were converted into efficiencies.
  • 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)

Abstract

L'invention concerne des mélanges fongicides pour lutter contre des pathogènes du riz, ces mélanges contenant comme composants actifs 1) le dérivé de triazolopyrimidines de formule (I) et 2) du crésoxime-méthyle de formule (II) dans des quantités garantissant un effet synergique. L'invention concerne également des procédés permettant de lutter contre des pathogènes du riz au moyen de mélanges des composés I et II, l'utilisation du composé I et du composé II pour produire de tels mélanges, ainsi que des agents contenant ces mélanges.
EP04763051A 2003-07-09 2004-06-30 Melanges fongicides Withdrawn EP1656024A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE10331117 2003-07-09
DE10332460 2003-07-16
DE102004016084 2004-03-30
PCT/EP2004/007079 WO2005004609A1 (fr) 2003-07-09 2004-06-30 Melanges fongicides

Publications (1)

Publication Number Publication Date
EP1656024A1 true EP1656024A1 (fr) 2006-05-17

Family

ID=34068672

Family Applications (1)

Application Number Title Priority Date Filing Date
EP04763051A Withdrawn EP1656024A1 (fr) 2003-07-09 2004-06-30 Melanges fongicides

Country Status (16)

Country Link
EP (1) EP1656024A1 (fr)
KR (1) KR100732093B1 (fr)
AR (1) AR045723A1 (fr)
AU (1) AU2004255418A1 (fr)
BR (1) BRPI0412395A (fr)
CA (1) CA2531540A1 (fr)
EA (1) EA008628B1 (fr)
EC (1) ECSP056255A (fr)
IL (1) IL172609A0 (fr)
MX (1) MXPA06000025A (fr)
NO (1) NO20056173L (fr)
NZ (1) NZ544875A (fr)
RS (1) RS20050958A (fr)
TW (1) TW200509797A (fr)
UY (1) UY28410A1 (fr)
WO (1) WO2005004609A1 (fr)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3623921A1 (de) * 1986-07-16 1988-01-21 Basf Ag Oximether und diese enthaltende fungizide
TWI252231B (en) * 1997-04-14 2006-04-01 American Cyanamid Co Fungicidal trifluorophenyl-triazolopyrimidines
EP0988790B1 (fr) * 1998-09-25 2003-05-21 Basf Aktiengesellschaft Mélanges fongicides
PT1562426E (pt) * 2002-11-15 2007-02-28 Basf Ag Misturas fungicidas para o combate a agentes patogenicos do arroz

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2005004609A1 *

Also Published As

Publication number Publication date
EA200600170A1 (ru) 2006-06-30
ECSP056255A (es) 2006-10-31
RS20050958A (en) 2008-06-05
KR100732093B1 (ko) 2007-06-27
KR20060033002A (ko) 2006-04-18
BRPI0412395A (pt) 2006-09-19
MXPA06000025A (es) 2006-03-21
EA008628B1 (ru) 2007-06-29
AU2004255418A1 (en) 2005-01-20
AR045723A1 (es) 2005-11-09
UY28410A1 (es) 2005-01-31
TW200509797A (en) 2005-03-16
IL172609A0 (en) 2006-04-10
CA2531540A1 (fr) 2005-01-20
WO2005004609A1 (fr) 2005-01-20
NZ544875A (en) 2009-06-26
NO20056173L (no) 2006-02-01

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