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
  • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
  • A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof

Definitions

• the present invention relates to a fungicidal mixture which
• X is CH and N
• n is 0, 1 or 2
• Y is halogen, C ⁇ -C-alkyl and -C-C 4 haloalkyl, where the radicals Y can be different if n is 2, one of them Salts or adducts,
• the invention relates to methods for controlling harmful fungi with mixtures of the compounds I and II and the use of the compounds I and the compounds II for the production of such mixtures.
• Formula I in particular represents carbamates in which the combination of the substituents corresponds to one row of the following table:
• R in formula II represents hydrogen or a halogen atom such as fluorine, chlorine, bromine and iodine, especially hydrogen, fluorine and chlorine, especially hydrogen or fluorine.
• E or Z configuration there are 40 pel bonds in the E or Z configuration (in relation to the carboxylic acid function grouping). Accordingly, they can be used in the mixture according to the invention either as pure E or Z isomers or as an E / Z isomer mixture.
• the E / Z isomer mixture or the E isomer ⁇ 5 is preferably used, the E isomer being particularly preferred.
• the compounds II can be used both as isomer mixtures and as pure isomers in the mixtures according to the invention. With regard to their use, particular preference is given to compounds II in which both oxime ether groups in the side chain are in the E configuration (E / E).
• the compounds I and II are capable of forming salts or adducts with inorganic or organic acids or with metal ions.
• inorganic acids examples include hydrohalic acids such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide, sulfuric acid, phosphoric acid and nitric acid.
• organic acids are formic acid, carbonic acid and alkanoic acids such as acetic acid, trifluoroacetic acid,
• Trichloroacetic acid and propionic acid as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, alkylsulfonic acids (sulfonic acids with straight-chain or branched alkyl radicals with 1 to 20 carbon atoms), arylsulfonic acids or disulfonic acids such as aromatic res and naphthyl which carry one or two sulfonic acid groups), alkylphosphonic acids (phosphonic acids with straight-chain or branched alkyl radicals with 1 to 20 carbon atoms), arylphosphonic acids or diphosphonic acids (aromatic radicals such as phenyl and naphthyl which carry one or two phosphoric acid residues ), where the alkyl or aryl radicals can carry further substituents, for example p-toluenesulfonic acid, salicylic acid, p-aminosalicy
• the ions of the elements of the first to eighth subgroups especially chromium, manganese, iron, cobalt, nickel, copper, zinc and, in addition, of the second main group, especially calcium and magnesium, of the third and fourth main group, come as metal ions Aluminum, tin and lead are considered.
• the metals can, if appropriate, be present in various valencies to which they are assigned.
• the mixtures of the compounds I and II or the compounds I and II used simultaneously, together or separately, are distinguished by an excellent action against a broad spectrum of phytopathogenic fungi, in particular from the class of the Ascomycetes, Basidiomycetes, Phycomycetes and Deuteromycetes out. They are partly systemically effective and can therefore also be used as leaf and soil fungicides.
• Plasmopara viticola on vines Pseudoperonospora species in hops and cucumbers, Alternaria species on vegetables and fruit, Mycosphaerella species in bananas and Fusarium and Verticillium species.
• the compounds I and II can be applied simultaneously, that is jointly 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 compounds I and II are usually used in a weight ratio of 10: 1 to 0.1: 1, preferably 5: 1 to 0.2: 1, in particular 3: 1 to 0.3: 1.
• the application rates of the mixtures according to the invention are from 0.01 to 8 kg / ha, preferably 0.1 to 5 kg / ha, in particular 0.1 to 3.0 kg / ha, depending on the type of effect desired .
• the application rates for the compounds I are 0.01 to 1 kg / ha, preferably 0.05 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
• the application rates for the compounds II are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
• application rates of mixture of 0.001 to 250 g / kg of seed preferably 0.01 to 100 g / kg, in particular 0.01 to 50 g / kg, are generally used.
• the compounds I and II or the mixtures of the compounds I and II are applied separately or together by spraying or dusting the seeds, the plants or the soil before or after the plants are sown or before or after the plants emerge.
• the fungicidal synergistic mixtures according to the invention or the compounds I and II can be prepared, for example, in the form of directly sprayable solutions, powders and suspensions or in the form of high-strength aqueous, oily or other suspensions, dispersions, emulsions, oil dispersions, pastes, dusts, spreading agents or granules and applied by spraying, atomizing, dusting, scattering or pouring.
• the form of application depends on the intended use; in any case, it should ensure that the mixture according to the invention is as fine and uniform as possible.
• the formulations are prepared in a manner known per se, e.g. by adding solvents and / or carriers.
• Inert additives such as emulsifiers or dispersants, are usually added to the formulations.
• the surface-active substances are the alkali metal, alkaline earth metal, ammonium salts of aromatic sulfonic acids, for example lignin, phenol, naphthalene and dibutylnaphthalenesulfonic acid, and of fatty acids, alkyl and alkylarylsulfonates, alkyl, lauryl ether and fatty alcohol sulfates, and salts of sulfated hexa- , Hepta and octadecanols or fatty alcohol glycol ethers, condensation pro products of sulfonated naphthalene and its derivatives with formaldehyde, condensation products of naphthalene or naphthalenesulfonic acids with phenol and formaldehyde, polyoxyethylene octylphenol ether, ethoxylated isooctyl, octyl or nonylphenol, alkylphenol or tributylphenyl poly
• Powders, materials for broadcasting and dusts can be prepared by mixing or jointly grinding the compounds I or II or the mixture of the compounds I and II with a solid carrier.
• Granules e.g. coating, impregnation or homogeneous granules
• a solid carrier e.g., a wax, a wax, or a wax.
• Mineral soils such as silica gel, silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, boluses, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics and fertilizers are used as fillers or solid carriers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products such as grain flour, tree bark, wood and nutshell flour, cellulose powder or other solid carriers.
• mineral soils such as silica gel, silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, boluses, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics and fertilizers are used as fillers or solid carriers such as ammonium sulfate, ammonium phosphate, ammonium
• the formulations generally contain 0.1 to 95% by weight, preferably 0.5 to 90% by weight, of one of the compounds I or II or of the mixture of the compounds I and II.
• the active ingredients are in a purity of 90% to 100%, preferably 95% to 100% (according to the NMR or HPLC spectrum) is used.
• the compounds I or II, the mixtures or the corresponding formulations are used in such a way that the harmful fungi, their habitat or the plants, seeds, soils, areas, materials or spaces to be kept free of them are mixed with a fungicidally effective amount of the mixture, or the
• ⁇ 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; at an efficiency of 100, the treated plants showed no infection.
• E x + y - xy / 100 E expected efficiency, expressed in% of the untreated control, _ when using the mixture of active ingredients A and B in concentrations a and bx the efficiency, expressed in% of the untreated control, when using active ingredient A in concentration ay the efficiency, expressed in% of the untreated control, when using the active ingredient B in the concentration b
• Leaves of pots of wheat seedlings of the "early gold" variety were sprayed to runoff point with aqueous active ingredient preparation consisting of a stock solution consisting of 10% active ingredient, 63% cyclohexanone and 27% emulsifier, and 24 hours after the spray coating had dried on Spores of powdery mildew (Erysiphe graminis forma specialis tri tici) pollinated.
• the test plants were then placed in the greenhouse at temperatures between 20 and 24 ° C and 60 to 90% relative humidity. After 7 days, the extent of mildew development was determined visually in% infestation of the entire leaf area.

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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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• 1998
  • 1998-05-18 NZ NZ501241A patent/NZ501241A/en unknown
  • 1998-05-18 CN CN98805630A patent/CN1258196A/zh active Pending
  • 1998-05-18 SK SK1596-99A patent/SK159699A3/sk unknown
  • 1998-05-18 PL PL98337168A patent/PL337168A1/xx unknown
  • 1998-05-18 US US09/423,963 patent/US6245798B1/en not_active Expired - Fee Related
  • 1998-05-18 AU AU81045/98A patent/AU8104598A/en not_active Abandoned
  • 1998-05-18 KR KR19997011109A patent/KR20010013129A/ko not_active Application Discontinuation
  • 1998-05-18 EA EA199901070A patent/EA002472B1/ru not_active IP Right Cessation
  • 1998-05-18 CA CA002290645A patent/CA2290645A1/en not_active Abandoned
  • 1998-05-18 WO PCT/EP1998/002911 patent/WO1998053692A1/de not_active Application Discontinuation
  • 1998-05-18 EP EP98930698A patent/EP0984697A2/de not_active Withdrawn
  • 1998-05-18 HU HU0002323A patent/HUP0002323A2/hu unknown
  • 1998-05-18 IL IL13293598A patent/IL132935A0/xx unknown
  • 1998-05-18 BR BR9809706-7A patent/BR9809706A/pt not_active IP Right Cessation
  • 1998-05-18 JP JP50017499A patent/JP2002500655A/ja active Pending
  • 1998-05-26 CO CO98029450A patent/CO5040013A1/es unknown
  • 1998-05-29 ZA ZA9804613A patent/ZA984613B/xx unknown
  • 1998-05-29 AR ARP980102527A patent/AR014100A1/es not_active Application Discontinuation

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