EP1819228A2 - Melanges fongicides a base d'un derive de triazolopyrimidine - Google Patents

Melanges fongicides a base d'un derive de triazolopyrimidine

Info

Publication number
EP1819228A2
EP1819228A2 EP05739773A EP05739773A EP1819228A2 EP 1819228 A2 EP1819228 A2 EP 1819228A2 EP 05739773 A EP05739773 A EP 05739773A EP 05739773 A EP05739773 A EP 05739773A EP 1819228 A2 EP1819228 A2 EP 1819228A2
Authority
EP
European Patent Office
Prior art keywords
compound
mixtures
compounds
formula
harmful fungi
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Withdrawn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
EP05739773A
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 EP1819228A2 publication Critical patent/EP1819228A2/fr
Withdrawn legal-status Critical Current

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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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof

Definitions

  • the present invention relates to fungicidal mixtures containing as active components
  • the invention 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 preparation of such mixtures and compositions containing these 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 distinguished by an outstanding activity against a broad spectrum of plant pathogenic fungi, in particular from the class of the Ascomyeeten, Deuteromyces ten, Oomycetes and Basidiomycetes. They can be used in crop protection as foliar, pickling and soil fungicides.
  • fungi Blumeria graminis (powdery mildew) on cereals, Erysiphe cichoracearum and Sphaerotheca fuliginea on cucurbits, Podosphaera leucotricha on apples, Unin cinula necator on vines, Puccinia cereals, Rhizoctonia species, on cotton, rice and turf, Ustilago species on cereals and sugarcane, Venturia inaequalis on apples, Bipolaris and Drechslera species on cereals, rice and turf, Septoria nodorum on wheat, Botrytis cinerea on strawberries, vegetables, ornamental plants and vines, mycosphaerella acts on bananas, peanuts and cereals, pseudocercosporella her- potrichoides on wheat and barley, pyricularia oryzae on rice, phakopsora species on soya, phytophthora infestans on potatoes and tomatoes, pseudoper
  • Drechslera A ⁇ en on cereals. They are also applicable in the protection of materials (eg wood preservation), for example against Paecilomyces variotii.
  • 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 having no effect on the control result.
  • Pests such as insects, spiders or nematodes, or herbicidal or growth-regulating agents or fertilizers can add.
  • fungicides selected from the following group are suitable as further active ingredients in the above sense:
  • Acylalanines such as benalaxyl, metalaxyl, ofurace, oxadixyl,
  • Amine derivatives such as aldimorph, dodine, dodemorph, fenpropimorph, fenpropidin, guazatine, iminoctadine, spiroxamine, 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, metconazole, myclobutanil, penconazole, propynazole, prochloraz, prothioconazole, simeconazole, tebuconazole , Tetraconazole, triadimefon, triadimol, triflumizol, triticonazole,
  • Dicarboximides such as mycelzolin, procymidone, vinclozolin,
  • Dithiocarbamates such as Ferbam, Nabam, Maneb, Mancozeb, Metam, Metiram, Propineb, Polycarbamate, Thiram, Ziram, Zineb,
  • Heterocyclic compounds such as anilazine, benomyl, boscalid, carbendazim, carboxine, oxycarboxine, cyazofamide, dazomet, dithianone, famoxadone, fenamidone, fenarimol, fuberidazole, flutolanil, furametpyr, isoprothiolane, mepronil, nuarimol, penthiopyrad, picobenzamide, probenazole, proquinazide, Pyrifenox, Pyroquilon, Quinoxyfen, Silthiofam, Thiabendazole, Thifluzamide, Thiophanate-methyl, Tiadinil, Tricyclazole, Triforine,
  • Copper fungicides such as Bordeaux broth, copper acetate, copper oxychloride, basic copper sulfate,
  • Nitrophenyl derivatives such as binapacryl, dinocap, dinobutone, nitrophthalic-isopropyl, phenylpyrroles, such as fenpiclonil or fludioxonil, • sulfur,
  • fungicides such as acibenzolar-S-methyl, benthiavaiicarb, carpropamide, chlorotriazole, cyflufenamide, cymoxanil, diclomethine, diclocymet, diethofencarb, edfenphos, ethaboxam, fenhexamide, fentin acetate, fenoxanil, ferimzone, fluaziamine, fosetyl, Fosetyl-aluminum, iprovalicarb, hexachlorobenzene, mandipropamide, metrafenone, phosphoric acid, pencycuron, propamocarb, phthalide, tol-clofos-methyl, quintozene, zoxamide,
  • Strobilurins such as azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin, cresoxime-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin or trifloxystrobin,
  • Sulfenic acid derivatives such as captafol, captan, dichlofluanid, folpet, tolylfluanid,
  • Cinnamic acid amides and analogues such as dimethomorph, flumetover or flumorph.
  • fertilizers I and II are admixed with another fungicide III or two fungicides III and IV.
  • Mixtures of compounds I and II with a component III are preferred. Particularly preferred are mixtures of compounds I and II.
  • 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, especially 10: 1 to 1:10 applied.
  • components III and, if appropriate, IV are admixed to compound I in a ratio of from 20: 1 to 1:20.
  • the application rates of the mixtures according to the invention are, depending on the nature of the compound and the desired effect at 5 g / ha to 1500 g / ha, preferably 50 to 1250 g / ha, in particular 50 to 1000 g / ha.
  • the application rates for 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 compound II are accordingly generally 1 to 1000 g / ha, preferably 10 to 900 g / ha, in particular 40 to 750 g / ha.
  • application rates of mixture of 1 to 1000 g / 100 kg of seed preferably 1 to 750 g / 100 kg, in particular 5 to 500 g / 100 kg, are generally used.
  • the method of controlling harmful fungi is by the separate or combined application of the compound I and the compound II or the mixtures of the compound I and the compound II 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 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 application form depends on the respective purpose; It should in any case 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 compound with solvents and / or excipients, if desired with use of emulsifiers and dispersants.
  • Suitable solvents / auxiliaries are essentially: water, aromatic solvents (eg Solvesso products, xyiol), paraffins (eg petroleum fractions), alcohols (eg methanol, butanol, pentanol, benzyl alcohol), ketones (eg cyclohexanone, gamma-butyrololactone) , Pyrrolidones (NMP, NOP), acetates (glycol diacetate), glycols, dimethyl fatty acid amides, fatty acids and fatty acid esters.
  • aromatic solvents eg Solvesso products, xyiol
  • paraffins eg petroleum fractions
  • alcohols eg methanol, butanol, pentanol, benzy
  • solvent mixtures may also be used, carriers such as ground natural minerals (e.g., kaolins, clays, talc, chalk) and ground synthetic minerals (e.g., fumed 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 liquors and methyl cellulose.
  • ground natural minerals e.g., kaolins, clays, talc, chalk
  • ground synthetic minerals e.g., fumed silica, silicates
  • Emulsifiers such as nonionic and anionic emulsifiers (e.g., polyoxyethylene fatty alcohol ethers, alkyl sulfonates, and aryl sulfonates)
  • dispersants such as lignin liquors and methyl cellulose.
  • the surface-active substances used are alkali metal, alkaline earth metal, ammonium salts of lignin sulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkyl sulfates, alkyl sulfonates, fatty alcohol sulfates, fatty acids and sulfated fatty alcohol glycol ethers, and condensation products of sulfonated naphthalene and naphthalene derivatives with formaldehyde , Condensation products of naphthalene or naphthalenesulfonic acid with phenol and formaldehyde, polyoxyethylene octylphenol ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenylpolyglycol ethers, tributyl
  • emulsions, pastes or oil dispersions come mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg toluene, Xy- lol, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strongly polar solvents, for example dimethyl sulfoxide, N-methylpyrrolidone or water into consideration.
  • mineral oil fractions of medium to high boiling point such as kerosene or diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg toluene, Xy- lol, paraffin, tetrahydronaphthalene, al
  • Powders, dispersants and dusts may be prepared by mixing or co-grinding the active substances with a solid carrier.
  • Granules e.g. Coated, impregnated and homogeneous granules can be prepared by binding the active compounds to solid carriers.
  • Solid carriers are e.g. Mineral earths, such as silica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulphate, 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 meal, cellulose powder and other solid carriers.
  • Mineral earths such as silica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulphate, magnesium oxide, ground plastics
  • the formulations generally contain between 0.01 and 95 wt .-%, preferably between 0.1 and 90 wt .-% of the active ingredients.
  • the active ingredients are used in a purity of 90% to 100%, preferably 95% to 100% (according to NMR spectrum).
  • formulations are: 1. Products for dilution in water
  • the active ingredients 10 parts by weight of the active ingredients are dissolved in water or a water-soluble solvent. Alternatively, wetting agents or other adjuvants are added. When diluted in water, the active ingredient dissolves.
  • Emulsions EW, EO 40 parts by weight of the active compounds are dissolved in xylene with addition of calcium dodecylbenzenesulfonate and castor oil ethoxylate (in each case 5%). This mixture is introduced by means of an emulsifier (Ultraturax) in water and brought to a homogeneous emulsion. Dilution in water results in an emulsion.
  • EW Emulsions
  • the active ingredients 50 parts by weight of the active ingredients are finely ground with the addition of dispersing and wetting agents and prepared by means of technical equipment (for example 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.
  • 75 parts by weight of the active ingredients are ground in a rotor-stator 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 compounds can be used 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 be applied.
  • the forms of application depend entirely on the intended 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.
  • the substances as such or dissolved in an oil or solvent, can be homogenized in water by means of wetter, tackifier, dispersant or emulsifier. But it can also be made of effective substance wetting, adhesion, dispersing or emulsifying and possibly solvent or oil concentrates, which are suitable for dilution with water.
  • the active compound concentrations in the ready-to-use preparations can be varied within wide ranges. 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 (ULV) process, it being possible to apply formulations containing more than 95% by weight of active ingredient or even the active ingredient without additives.
  • UUV ultra-low-volume
  • wetting agents To the active ingredients oils of various types, wetting agents, adjuvants, herbicides, fungicides, other pesticides, bactericides, optionally also just before use (tank mix), are added. These agents are usually added to the inventive compositions in a weight ratio of 1:10 to 10: 1.
  • the compounds I and II, or the mixtures or the corresponding formulations are applied by mixing the harmful fungi, the plants, seeds, soils, areas, materials or spaces to be kept free of them with a fungicidally effective amount of the mixture or of the compounds I and II in the case of separate application.
  • the application can be made before or after the attack by the harmful fungi.
  • the fungicidal activity of the compound and the mixtures can be demonstrated by the following experiments:
  • the active compounds were prepared separately or together as a stock solution with 0.25% by weight of active ingredient in acetone or DMSO. To this solution was added 1% by weight of emulsifier Uniperol® EL (wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols) and diluted with water according to the desired concentration.
  • emulsifier Uniperol® EL wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols
  • the efficiency (W) is calculated according to the formula of Abbot as follows:
  • ⁇ corresponds to the fungal infestation of the treated plants in% and ⁇ corresponds to the fungal infestation of the untreated (control) plants in%
  • the infestation of the treated plants corresponds to that of the untreated control plants; at an efficiency of 100, the treated plants have no infestation.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne des mélanges fongicides contenant en tant que constituants actifs 1) le dérivé triazolopyrimidine représenté par la formule (I), et 2) des iprodiones représentées par la formule (II), dans une quantité à effet synergique. L'invention concerne également des procédés de lutte contre des champignons parasites au moyen de mélanges du composé (I) et du composé (II), et l'utilisation du composé (I) et du composé (II) dans la fabrication de tels mélanges, ainsi que des agents contenant lesdits mélanges.
EP05739773A 2004-04-27 2005-04-15 Melanges fongicides a base d'un derive de triazolopyrimidine Withdrawn EP1819228A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004020769 2004-04-27
PCT/EP2005/003995 WO2005104850A2 (fr) 2004-04-27 2005-04-15 Melanges fongicides

Publications (1)

Publication Number Publication Date
EP1819228A2 true EP1819228A2 (fr) 2007-08-22

Family

ID=34980308

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05739773A Withdrawn EP1819228A2 (fr) 2004-04-27 2005-04-15 Melanges fongicides a base d'un derive de triazolopyrimidine

Country Status (20)

Country Link
US (1) US20070167465A1 (fr)
EP (1) EP1819228A2 (fr)
JP (1) JP2007534711A (fr)
KR (1) KR20070004997A (fr)
CN (1) CN1949978A (fr)
AR (1) AR048713A1 (fr)
AU (1) AU2005237220A1 (fr)
BR (1) BRPI0509388A (fr)
CA (1) CA2558933A1 (fr)
CR (1) CR8634A (fr)
EA (1) EA200601836A1 (fr)
EC (1) ECSP066944A (fr)
IL (1) IL177898A0 (fr)
MX (1) MXPA06010845A (fr)
NO (1) NO20065049L (fr)
PE (1) PE20060023A1 (fr)
TW (1) TW200605791A (fr)
UY (1) UY28874A1 (fr)
WO (1) WO2005104850A2 (fr)
ZA (1) ZA200609797B (fr)

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2148868A6 (fr) * 1970-10-06 1973-03-23 Rhone Poulenc Sa
US3823240A (en) * 1970-10-06 1974-07-09 Rhone Poulenc Sa Fungicidal hydantoin derivatives
FR2715029B1 (fr) * 1994-01-14 1996-03-15 Rhone Poulenc Agrochimie Association fongicide à effet synergique à base d'iprodione et d'un composé triazole.
FR2739529B1 (fr) * 1995-10-05 1997-10-31 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
US6268371B1 (en) * 1998-09-10 2001-07-31 American Cyanamid Co. Fungicidal mixtures
DE69908052T2 (de) * 1998-09-25 2003-11-27 Basf Ag Fungizide Mischungen
FR2829669A1 (fr) * 2001-09-18 2003-03-21 Aventis Cropscience Sa Composition fongicide comprenant un compose de la famille des anilinopyrimidines et de l'iprodione

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2005104850A2 *

Also Published As

Publication number Publication date
MXPA06010845A (es) 2006-12-15
AU2005237220A1 (en) 2005-11-10
WO2005104850A3 (fr) 2006-01-19
PE20060023A1 (es) 2006-03-13
WO2005104850A2 (fr) 2005-11-10
US20070167465A1 (en) 2007-07-19
IL177898A0 (en) 2006-12-31
ZA200609797B (en) 2008-11-26
AR048713A1 (es) 2006-05-17
ECSP066944A (es) 2007-01-26
EA200601836A1 (ru) 2007-04-27
UY28874A1 (es) 2005-11-30
CR8634A (es) 2007-03-28
CA2558933A1 (fr) 2005-11-10
CN1949978A (zh) 2007-04-18
NO20065049L (no) 2006-11-21
TW200605791A (en) 2006-02-16
KR20070004997A (ko) 2007-01-09
JP2007534711A (ja) 2007-11-29
BRPI0509388A (pt) 2007-09-18

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