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 new combinations of active ingredients which consist of known halogen-benzimidazoles on the one hand and other known fungicidal active ingredients on the other hand and which are very suitable for combating phytopathogenic fungi.
• X represents chlorine or phenyl
• R 1 represents hydrogen or methyl
• Me Zn or Mn or mixture of Zn and Mn
• R 2 represents methyl or cyclopropyl
• n stands for integers from 0 to 5 and
• R 3 represents hydrogen (17 to 23%) or the rest of the formula
• the fungicidal action of the active compound combinations according to the invention is considerably higher than the sum of the actions of the individual active compounds. So there is an unforeseeable, real synergistic effect and not just an addition.
• Formula (I) includes
• halogen benzimidazoles of the formulas (Ia) and (Ib) are known (cf. WO 97-
• Formula (II) includes the compounds
• Formula (IV) comprises the aniline derivatives of the formulas
• the compound has three asymmetrically substituted carbon atoms.
• the product can therefore be a mixture of different isomers or in the form of a single one
• the compounds are particularly preferred N- (R) - [1 - (4-chlorophenyl) ethyl] - (1 S) -2,2-dichloro-1-ethyl-3t-methyl-1 r-cyclopropanecarboxamide of the formula
• Formula (VII) includes the compounds
• Formula (XVI) includes the compounds
• the guanidine derivative of the formula (XXV) is a mixture of substances with the common name guazatine.
• the active ingredient combinations according to the invention contain at least one active ingredient from the compounds of groups (1) to (25). They can also contain other fungicidal admixing components.
• the active compounds are present in the active compound combinations according to the invention in certain weight ratios, the synergistic effect is particularly evident.
• the weight ratios of the active ingredients in the active ingredient combinations can be varied within a relatively wide range. In general, 1 part by weight of active compound of the formula (I)
• the active compound combinations according to the invention have very good fungicidal properties and can be used to control phytopathogenic fungi, such as Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, Deuteromycetes, etc.
• the active compound combinations according to the invention are particularly suitable for combating cereal diseases, such as Erysiphe, Puccinia and Fusarium, and for combating diseases in viticulture, such as Uncinula, Plasmopara and Botrytis, and also in dicotyledon crops for combating real and
• the active compound combinations according to the invention can be used for foliar application or as a mordant.
• the active compound combinations according to the invention can be converted into the customary formulations, such as solutions, emulsions, suspensions, powders,
• formulations are prepared in a known manner, for example by mixing the active ingredients or combinations of active ingredients with extenders, ie liquid solvents, pressurized liquefied gases and / or solid carriers, optionally using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents. If water is used as an extender, organic solvents can, for example, also be used as auxiliary solvents.
• extenders ie liquid solvents, pressurized liquefied gases and / or solid carriers, optionally using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.
• surface-active agents that is to say emulsifiers and / or dispersants and / or foam-generating agents.
• organic solvents can, for example, also be used as auxiliary solvents.
• aromatics such as xylene, toluene or alkylnaphthalenes
• chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chlorethylenes or methylene chloride
• aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions
• alcohols such as butanol or Glycol and their ethers and esters
• ketones such as
• Liquefied gaseous extenders or carriers mean liquids which are gaseous at normal temperature and pressure, e.g. Aerosol propellants such as butane, propane, nitrogen and carbon dioxide.
• Possible solid carriers are: e.g. natural rock meals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock meals, such as highly disperse silica, aluminum oxide and silicates.
• granules e.g. broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems.
• Possible emulsifying and / or foaming agents are: e.g. nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, e.g. Alkylaryl polyglycol ether,
• Alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates Possible dispersants are: e.g. Lignin sulfite liquor and methyl cellulose.
• adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex-shaped polymers can be used such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids, such as cephalins and lecithins, and synthetic phospholipids.
• Other additives can be mineral and vegetable oils.
• Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyanin blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc are used.
• inorganic pigments e.g. Iron oxide, titanium oxide, ferrocyanin blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc are used.
• the formulations generally contain between 0.1 and 95% by weight of active compounds, preferably between 0.5 and 90%.
• the active compound combinations according to the invention can be present in the formulations in a mixture with other known active compounds, such as fungicides, insecticides, acaricides and herbicides, and also in mixtures with fertilizers or
• the active compound combinations can be used as such, in the form of their formulations or the use forms prepared therefrom, such as ready-to-use solutions, emulsifiable concentrates, emulsions, suspensions, wettable powders, soluble powders and granules. They are used in the usual way, e.g. by pouring, spraying, spraying, scattering, spreading, dry pickling, wet pickling, wet pickling, slurry pickling or incrusting.
• the application rates can be varied within a substantial range, depending on the type of application.
• the application rates of active compound combination are generally between 0.1 and 10,000 g / ha, preferably between 10 and 1,000 g / ha.
• the amount of active ingredient combination used is generally between 0.001 and 50 g per kilo grams of seed, preferably between 0.01 and 10 g per kilogram of seed.
• the application rates of active compound combination are generally between 0.1 and 10,000 g / ha, preferably between 1 and 5,000 g / ha.
• the good fungicidal activity of the active compound combinations according to the invention can be seen from the examples below. While the individual active ingredients have weaknesses in their fungicidal action, the combinations show an action that goes beyond a simple summation of action.
• Fungicides always have a synergistic effect if the fungicidal activity of the active ingredient combinations is greater than the sum of the effects of the individually applied active ingredients.
• X means the efficiency when using the active ingredient A in an application rate of m g / ha
• Y means the efficiency when using the active ingredient B in an application rate of n g / ha and
• E means the efficiency when using active ingredients A and B in application rates of m and n g / ha
• the efficiency is determined in%. It means 0% an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.
• the combination of the combination is superadditive, i.e. there is a synergistic effect.
• the actually observed efficiency must be greater than the value for the expected efficiency (E) calculated from the above formula.
• Emulsifier 3 parts by weight of alkylaryl polyglycol ether
• active compound or combination of active compounds 1 part by weight of active compound or combination of active compounds is mixed with the stated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration, or a commercial formulation of active compound or combination of active compounds is diluted with water to the desired concentration.
• Evaluation is carried out 3 days after the inoculation. 0% means an efficiency that corresponds to that of the control, while an efficiency of 100% means that no infection is observed.
• the active ingredients are used as dry mordants. They are prepared by stripping the respective active ingredient or the combination of active impacts with stone powder to form a fine powder mixture which ensures an even distribution on the seed surface.
• the infected seed is shaken with the dressing in a sealed glass bottle for 3 minutes.
• the triticale is sown with 2 x 100 seeds 1 cm deep in a standard soil and cultivated in a greenhouse at a temperature of approx. 10 ° C and a relative humidity of approx. 95% in seed boxes that are exposed to light for 15 hours a day.
• 0% means an efficiency that corresponds to that of the control, while an efficiency of 100% means that no infection is observed.
• the active ingredients are used as dry mordants. They are prepared by stripping the respective active ingredient or combination of active ingredients with rock flour to form a fine powder mixture which ensures an even distribution on the seed surface.
• the infected seed is shaken with the dressing in a sealed glass bottle for 3 minutes.
• the seeds are sown with 2 x 50 seeds 2 cm deep in a Pythium sp. naturally infected compost and cultivate it in the greenhouse at a temperature of around 20 ° C in seed boxes that are exposed to the light for 15 hours a day.
• the evaluation is carried out after 14 days. 0% means an efficiency that corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

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• 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)

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Citations (2)

• 1997
  • 1997-04-18 DE DE19716256A patent/DE19716256A1/de not_active Withdrawn
• 1998
  • 1998-04-03 TW TW087105036A patent/TW385232B/zh not_active IP Right Cessation
  • 1998-04-06 NZ NZ500368A patent/NZ500368A/xx unknown
  • 1998-04-06 JP JP54492398A patent/JP2001505924A/ja not_active Ceased
  • 1998-04-06 TR TR1999/02450T patent/TR199902450T2/xx unknown
  • 1998-04-06 PL PL98336225A patent/PL336225A1/xx unknown
  • 1998-04-06 KR KR1019997009142A patent/KR20010006064A/ko not_active Application Discontinuation
  • 1998-04-06 BR BR9809763-6A patent/BR9809763A/pt not_active IP Right Cessation
  • 1998-04-06 ID IDW991228A patent/ID24677A/id unknown
  • 1998-04-06 EP EP98922648A patent/EP0975221A1/de not_active Withdrawn
  • 1998-04-06 HU HU0002361A patent/HUP0002361A3/hu unknown
  • 1998-04-06 CN CN98804294A patent/CN1252692A/zh active Pending
  • 1998-04-06 IL IL13190198A patent/IL131901A0/xx unknown
  • 1998-04-06 CA CA002286849A patent/CA2286849A1/en not_active Abandoned
  • 1998-04-06 WO PCT/EP1998/001987 patent/WO1998047370A1/de not_active Application Discontinuation
  • 1998-04-06 AU AU75221/98A patent/AU727180B2/en not_active Ceased
  • 1998-04-16 CO CO98020958A patent/CO5040019A1/es unknown
  • 1998-04-17 ZA ZA983235A patent/ZA983235B/xx unknown
• 1999
  • 1999-10-08 BG BG103789A patent/BG103789A/xx active Pending

Patent Citations (2)

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