EP1351571A2 - Selektive herbizide auf basis von 2,6-disubstituierten pyridin-derivaten - Google Patents

Selektive herbizide auf basis von 2,6-disubstituierten pyridin-derivaten

Info

Publication number
EP1351571A2
EP1351571A2 EP00971424A EP00971424A EP1351571A2 EP 1351571 A2 EP1351571 A2 EP 1351571A2 EP 00971424 A EP00971424 A EP 00971424A EP 00971424 A EP00971424 A EP 00971424A EP 1351571 A2 EP1351571 A2 EP 1351571A2
Authority
EP
European Patent Office
Prior art keywords
methyl
chloro
ethyl
phenyl
urea
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Withdrawn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
EP00971424A
Other languages
German (de)
English (en)
French (fr)
Inventor
Arndt Wellmann
Dieter Feucht
Mathias Kremer
Birgit Krauskopf
Peter Dahmen
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.)
Bayer CropScience AG
Original Assignee
Bayer CropScience AG
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
Priority claimed from DE19960778A external-priority patent/DE19960778A1/de
Application filed by Bayer CropScience AG filed Critical Bayer CropScience AG
Publication of EP1351571A2 publication Critical patent/EP1351571A2/de
Withdrawn legal-status Critical Current

Links

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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Definitions

  • the invention relates to new herbicidal, synergistic active substance combinations which consist of known 2,6-disubstituted pyridine derivatives on the one hand and known, herbicidally active compounds and / or safeners on the other hand and which can be used with particularly good success for selective weed control in various crops.
  • 2,6-disubstituted pyridine derivatives are the subject of broad-spectrum herbicides
  • the 2,6-disubstituted pyridine derivatives when used together with known herbicidally active compounds, when used together with the compounds (safeners / antidots) improving the crop plant tolerance described below, prevent the crop plants from being damaged very well and can be used particularly advantageously as a broadly effective combination preparation for the selective control of weeds in crops of useful plants, for example cereals.
  • the invention relates to selective herbicidal compositions, characterized by an effective content of an active ingredient combination comprising
  • R 1 for an optionally mono- or polysubstituted by halogen and / or Ci-C -haloalkyl substituted 5 to 6-membered heterocycle containing 1 to 3 nitrogen atoms or for an optionally mono- or polysubstituted by halogen and / or -C-C3-haloalkyl substituted phenyl radical,
  • R 2 represents a phenoxy radical optionally substituted by halogen and / or C j -C 3 haloalkyl
  • R 3 represents a hydrogen atom or methyl
  • W represents oxygen or the group -CO-NH-
  • Chloro-2-methylphenoxy) propanoic acid (mecoprop), 3-dichloroacetyl-2,2,5-trimethyl-oxazolidine (R-29148) and 2,4-dichloro-phenoxyacetic acid (2,4-D) and its derivatives
  • R 1 preferably represents a pyrazolyl radical which is optionally mono- or polysubstituted by trifluoromethyl and methyl or an optionally mono- or polysubstituted by fluorine.
  • R 2 preferably represents an optionally halogen- and / or C1-C3-
  • Haloalkyl substituted phenoxy
  • R 3 preferably represents a hydrogen atom or methyl.
  • W preferably represents oxygen or the group -CO-NH-.
  • compositions which are characterized by comprising an active ingredient combination
  • active compounds of group 2 one or more compounds from a second group of herbicides which contains the active compounds mentioned above under (b) (“active compounds of group 2”), wherein the compound from group (b) is not flufenacet if the compound (a) 2- (3,4-difluoropheneoxy) -4-methyl-6- (l-methyl-3-trifluoromethylpyrazol-5-yl ) -pyridine,
  • compositions which comprise picolinafen as a compound of the active ingredients of group 1.
  • the active compound combinations defined above from the 2,6-disubstituted pyridine derivatives of the formula (I) and the above-mentioned active compounds from group 2, if appropriate in combination with active compounds from groups 3 and 4, with very good useful plant Compatibility has a particularly high herbicidal activity and can be used in various crops, in particular in wheat, but also in rice, corn and barley for selective weed control.
  • the new active ingredient combinations are well tolerated in many crops, and the new active ingredient combinations also combat weeds that are otherwise difficult to control.
  • the new active ingredient combinations thus represent a valuable addition to the selective herbicides.
  • active substances of group 3 in combination with one or more of the active substances of the group mentioned above 2 with very good crop tolerance, have a particularly high herbicidal activity and in different Cultures, especially in cereals and maize, especially wheat, but also in soy, potatoes and rice can be used for selective weed control.
  • Safeners or antidots which are capable of antagonizing the damaging effect of a herbicide on the cultivated plants, are particularly suitable for the group 3 active substances listed above, the damaging effect of compounds of the formula (I), in combination with one or more of the abovementioned Active substances of group 2, to almost completely cancel the cultivated plants without impairing the herbicidal activity against the weeds.
  • the active compound combinations according to the invention can be used, for example, in the following plants: Dicotyledon weeds of the genera: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduippum, Sonuanum , Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum.
  • plants and parts of plants can be treated.
  • Plants are understood here to mean all plants and plant populations, such as desired and undesired wild plants or cultivated plants (including naturally occurring cultivated plants).
  • Cultivated plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which can or cannot be protected by plant breeders' rights.
  • Plant parts are to be understood to mean all above-ground and underground parts and organs of plants, such as shoots, leaves, flowers and roots, examples being leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes.
  • the plant parts also include crops and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
  • the treatment of the plants and parts of plants with the active compounds according to the invention is carried out directly or by acting on their surroundings, living space or storage space using the customary treatment methods, e.g. by dipping, spraying,
  • the synergistic effect of the active compound combinations according to the invention is particularly pronounced at certain concentration ratios. However, they can
  • Weight ratios of the active ingredients in the active ingredient combinations can be varied in relatively large ranges.
  • 1 to 1 part by weight of active compound of the formula (I) accounts for 0.01 to 1000 parts by weight, preferably 0.05 to 500 parts by weight and particularly preferably 0.1 to 100 parts by weight of active compound of group 2.
  • the advantageous effect of the compatibility of cultivated plants of the active compound combinations according to the invention is likewise particularly pronounced at certain concentration ratios.
  • the weight ratios of the active ingredients in the active ingredient combinations can be varied within relatively large ranges. In general, 1 part by weight of active compound of the formula (I), its salts or its
  • the active substance combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension emulsion concentrates, active substance-impregnated natural and synthetic substances and very fine encapsulations in polymeric substances.
  • formulations are prepared in a known manner, e.g. B. by mixing the active ingredients with extenders, ie liquid solvents and / or solid carriers, optionally using surface-active agents, ie emulsifiers and / or dispersants and / or foam-generating agents.
  • organic solvents can also be used as auxiliary solvents.
  • auxiliary solvents e.g. organic solvents.
  • aromatics such as xylene, toluene, or alkylnaphthalenes
  • chlorinated aromatics and chlorinated aliphatic hydrocarbons such as chlorobenzenes
  • Chloroethylene or methylene chloride Chloroethylene or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, e.g. Petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
  • aliphatic hydrocarbons such as cyclohexane or paraffins, e.g. Petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water
  • ammonium salts and natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders such as highly disperse silica, aluminum oxide and silicates, as solid carriers for granules are possible: e.g.
  • emulsifying and / or foam-generating agents are possible: for example nonionic and anionic African emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates; Possible dispersing agents are, for example, lignin sulfite leaching and methyl cellulose.
  • Haffstofffeld such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex-shaped polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids can be used in the formulations.
  • Other additives can be mineral and vegetable oils.
  • Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan 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 can be used.
  • the formulations generally contain between 0.1 and 95 percent by weight of active ingredients, including the safing active ingredients, preferably between 0.5 and 90%.
  • the active compound combinations according to the invention are generally used in the form of finished formulations.
  • the active ingredients contained in the active ingredient combinations can also be mixed in individual formulations during use, i.e. be used in the form of tank mixes.
  • the new combinations of active ingredients can also be used in a mixture with other known herbicides, ready-to-use formulations or tank mixes being possible.
  • a mixture with other known active compounds such as fungicides, insecticides, acaricides, nematicides, bird repellants, growth agents, plant nutrients and agents which improve soil structure, is also possible.
  • mineral-based or vegetable oils such as the commercial preparation "Oleo DuPont HE"
  • ammonium salts such as ammonium sulfate or ammonium rhodanide that are compatible with plants as additional additives in the formulations.
  • the new active substance combinations can be used as such, in the form of their formulations or in the use forms prepared therefrom by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. They are used in the usual way, e.g. by pouring, spraying, spraying, dusting or scattering.
  • the active compound combinations according to the invention can be applied before and after emergence of the plants, that is to say in the pre-emergence and post-emergence process. They can also be worked into the soil before sowing.
  • Herbicides always have a synergistic effect if the herbicidal activity of the active ingredient combination is greater than that of the individual active ingredients applied.
  • the effect of the combination is super-additive, that is, it shows a synergistic effect.
  • Test plants are grown under controlled conditions (temperature and light conditions) in the greenhouse. When a plant height of 5 to 15 cm is reached, the plants are sprayed with the test solution. The concentration of the spray liquor is chosen so that the desired amounts of active compound are applied in 500 l of water / ha.
  • the planters After spraying, the planters are placed in the greenhouse under constant light and temperature conditions.
  • the degree of damage to the cultivated plants is rated in% damage in comparison to the development of the untreated control.
  • Active ingredient preparation the active ingredients were formulated as 70 WG (70% w / w water-dispersible powder) or 75 WG (75% w / w water-dispersible powder) and suspended in water. The spray liquor was then applied in the usual amount of water.
  • the herbicidal activity was assessed visually approximately 8-10 weeks after application of the spray mixture. It means:

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)
  • Plural Heterocyclic Compounds (AREA)
EP00971424A 1999-11-17 2000-11-06 Selektive herbizide auf basis von 2,6-disubstituierten pyridin-derivaten Withdrawn EP1351571A2 (de)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
DE19955128 1999-11-17
DE19955128 1999-11-17
DE19960778 1999-12-16
DE19960778A DE19960778A1 (de) 1999-11-17 1999-12-16 Selektive Herbizide auf Basis von 2,6-disubstituierten Pyridin-Derivaten
PCT/EP2000/010917 WO2001035740A2 (de) 1999-11-17 2000-11-06 Selektive herbizide auf basis von 2,6-disubstituierten pyridin-derivaten

Publications (1)

Publication Number Publication Date
EP1351571A2 true EP1351571A2 (de) 2003-10-15

Family

ID=26055558

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00971424A Withdrawn EP1351571A2 (de) 1999-11-17 2000-11-06 Selektive herbizide auf basis von 2,6-disubstituierten pyridin-derivaten

Country Status (12)

Country Link
US (1) US6849578B1 (cs)
EP (1) EP1351571A2 (cs)
CN (1) CN1278607C (cs)
AR (1) AR026500A1 (cs)
AU (1) AU775959B2 (cs)
BR (1) BR0015668A (cs)
CA (1) CA2390564A1 (cs)
CZ (1) CZ20021693A3 (cs)
HU (1) HUP0301968A3 (cs)
PL (1) PL362894A1 (cs)
RU (1) RU2260948C2 (cs)
WO (1) WO2001035740A2 (cs)

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CN1487789A (zh) 2004-04-07
CN1278607C (zh) 2006-10-11
WO2001035740A2 (de) 2001-05-25
BR0015668A (pt) 2002-07-23
US6849578B1 (en) 2005-02-01
AU1028701A (en) 2001-05-30
CZ20021693A3 (cs) 2002-08-14
PL362894A1 (en) 2004-11-02
AR026500A1 (es) 2003-02-12
WO2001035740A3 (de) 2003-07-17
RU2260948C2 (ru) 2005-09-27
CA2390564A1 (en) 2001-05-25
HUP0301968A2 (hu) 2003-09-29
AU775959B2 (en) 2004-08-19
HUP0301968A3 (en) 2004-06-28
RU2002116230A (ru) 2004-01-20

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