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
  • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines

Definitions

• the invention relates to the use of known aryluracils (or arylthiouracils - or compounds which are isomeric to these aryluracils or arylthiouracils) for the semi-and non-selective weed control.
• Aryluracils are herbicides the subject of a number of patent applications (cf. WO-A 91/00278, US-P 4979982, US-P 5169430, EP-A 408382, EP-A 563384, US-P 5084084, US-P 5127935, US-P 5154755, DE-P 4327743, DE-P 4343451, DE-P 4414326).
• WO-A 91/00278, US-P 4979982, US-P 5169430, EP-A 408382, EP-A 563384, US-P 5084084, US-P 5127935, US-P 5154755, DE-P 4327743, DE-P 4343451, DE-P 4414326 To date, nothing has been known about the use of the known aryl uracile (or aryl (thio) uracile) in the semi-and non-selective field of weed control.
• the invention thus relates to compositions for controlling weeds in the semi-and non-selective range, characterized by an effective content of an aryluracil or an arylthiouracil of the general formula (I)
• Q * represents oxygen or sulfur
• Q2 represents oxygen or sulfur
• Rl represents hydrogen or halogen
• R2 represents halogen or cyano
• R-- * represents the grouping below
• A- * represents a single bond, represents oxygen, sulfur, -SO-, -SO2-, -CO- or the grouping -NA ⁇ -, where A * * represents hydrogen, hydroxy, alkyl, alkoxy, aryl, alkylsulfonyl or arylsulfonyl stands, or
• A- * furthermore for optionally substituted alkanediyl, alkenediyl,
• a 2 represents a single bond, represents oxygen, sulfur, -SO-, -SO2-, -CO- or the group -NA ⁇ -, where A ⁇ represents hydrogen, alkyl,
• a 2 furthermore stands for optionally substituted alkanediyl, alkenediyl, azaalkenediyl, alkindiyl, cycloalkanediyl, cycloalkenediyl or arendiyl, and
• R ⁇ represents hydrogen, halogen or optionally substituted alkyl
• R 5 represents hydrogen, halogen or optionally substituted alkyl
• R ⁇ represents hydrogen, hydroxyl, amino or optionally substituted alkyl, alkoxy, alkenyl or alkynyl
• carboxylic acids e.g. 2,4-dichlorophenoxyacetic acid (2,4-D), 4-amino-3,5,6-trichloropyridin-2-yl-oxyacetic acid (triclopyr), 2-amino-4- (hydroxymethylphosphmyl ) -butanoic acid ammonium salt (glufosinate ammonium), ⁇ - (hydroxymemylphosphmyl) -l- ⁇ -an inobutyryl-l-alanyl-l-alamn (Bialaphos), N-
• carboxylic acids e.g. 2,4-dichlorophenoxyacetic acid (2,4-D), 4-amino-3,5,6-trichloropyridin-2-yl-oxyacetic acid (triclopyr), 2-amino-4- (hydroxymethylphosphmyl ) -butanoic acid ammonium salt (glufosinate ammonium), ⁇ - (hydroxymemylphosphmy
• Phosphonomethyl-glycine glyphosate
• isopropylammonium salt and the trimethylsulfonium salt thereof or 2- (4,5-dihydro-4-methyl-4-i-propyl-5-oxo-lH-imidazol-2-yl) pyridine-3 -carboxylic acid (imazapyr) and the isopropylammonium salt thereof;
• diphenyl ether such as e.g. 2-chloro-4-trifluoromethyl-phenyl-3-ethoxy-4-nitrophenyl ether (oxyfluorfen);
• diazin (on) e diazin (on) e, or triazin (on) e, e.g. 2-chloro-4-ethylamino-6-i-propylamino-l, 3,5-triazine (Atrazm), 2-chloro-4,6-bis-ethylamino-l, 3,5-triazine (simazine), 5-bromo-3-s-butyl-6-methyl-uracil (bromoacil) or 4-amino-6-t-butyl-4,5-dihydro-3-methylthio-1, 2,4-triazin-5-one (Metribuzin);
• ureas e.g. 3- (3,4-dichlorophenyl) -l, l-dimethyl-urea (diuron) or 3- (4,6-dimethyl-pyrimidin-2-yl) - 1 - (2-methoxycarbonyl-phenylsulfonyl) urea (Sulfometuron-methyl);
• pyridine derivatives such as e.g. 1, r-Dimethyl-4,4'-bipyridinium chloride (paraquat) or l, -ethylene-2,2'-bipyridinium chloride (diquat).
• herbicidal compositions according to the invention with a compound of the formula (I) or (Ia) above - in which Ql represents oxygen or sulfur,
• Q 2 represents oxygen or sulfur
• R 1 represents hydrogen, fluorine, chlorine or bromine
• R 2 represents fluorine, chlorine, bromine, iodine or cyano
• R 3 represents the grouping below
• A-- stands for a single bond, for oxygen, sulfur, -SO-, -SO2-, -CO- or the grouping -NA ⁇ -, where A ⁇ stands for hydrogen, hydroxy, C1-C4- alkyl, C1-C4- Alkoxy, phenyl, -C-C4-alkylsulfonyl or phenylsulfonyl, or
• Al furthermore for C, -C-alkanediyl, C2-C6-alkenediyl, C2-C6-azaalkenediyl, C2-C6-alkynediyl, C3-C6-cycloalkanediyl, C3-C6-cycloalkenediyl, in each case optionally substituted by fluorine, chlorine or bromine or phenylene,
• a 2 stands for a single bond, for oxygen, sulfur, -SO-, -SO2-, -CO- or the group -NA ⁇ -, where A ⁇ stands for hydrogen, hydroxy, C1-C4-
• a 2 furthermore for Ci-Cg-alkanediyl, C2-C6-alkenediyl, C -C6-azaalkenediyl, C2-C6, each optionally substituted by fluorine, chlorine or bromine.
• Carbon atoms in the alkyl groups for alkenyl, alkenyloxy, alkenylamino, alkydenamino, alkenyloxycarbonyl, alkynyl, alkynyloxy, alkynylamino or alkynyloxycarbonyl, each with 2 to 6 carbon atoms in the alkenyl, alkylidene or alkynyl groups, each optionally substituted by halogen Halogen, cyano,
• R4 represents hydrogen, fluorine, chlorine, bromine or alkyl having 1 to 4 carbon atoms which is optionally substituted by fluorine and / or chlorine,
• R5 represents hydrogen, fluorine, chlorine, bromine or alkyl having 1 to 4 carbon atoms which is optionally substituted by fluorine and / or chlorine
• R ° represents hydrogen, hydroxyl, amino or alkyl, alkoxy, alkenyl or alkynyl, each optionally substituted by fluorine, chlorine or cyano, each having up to 4 carbon atoms
• carboxylic acids e.g. 2,4-dichlorophenoxyacetic acid (2,4-D), 4-amino-3,5,6-trichloropyridin-2-yl-oxyacetic acid (triclopyr), 2-amino-4- (hydroxymethylphosphinyl ) -butanoic acid ammonium salt (glufosinate ammonium), ⁇ - (hydroxymethylphosphinyl) -l- ⁇ -aminobutyryl-l-alanyl-l-alanine (bialaphos), N-phosphonomethylglycine (glyphosate) as well as the isopropylammonium salt and the trimethylsulfonium salt thereof, or 2- (4,5-dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl) pyridin-3-carboxylic acid (imazapyr) and that
• diphenyl ether such as e.g. 2-chloro-4-trifluoromethyl-phenyl-3-ethoxy-4-nitro-phenyl ether (oxyfluorfen);
• diazin (on) e diazin (on) e, or triazin (on) e, e.g. 2-chloro-4-ethylamino-6-i-propylamino-l, 3,5-triazine (atrazine), 2-chloro-4,6-bis-ethylamino-l, 3,5-triazine (simazine), 5-bromo-3-s-butyl-6-methyl-uracil (bromoacil) or 4-amino-6-t-butyl-4,5-dihydro-3-methylthio-l, 2,4-triazin-5-one (Metribuzin);
• ureas e.g. 3- (3,4-dichloro- ⁇ henyl) -l, l-dimethyl-urea (diuron) or 3- (4,6-dimethyl-pyrimidin-2-yl) -l- (2-methoxycarbonyl-phenylsulfonyl) - hara fabric (Sulfometuron-methyl);
• pyridine derivatives such as l, -dimethyl-4,4'-bipyridinium chloride (paraquat) or l, -ethylene-2,2 , -bipyridinium chloride (diquat).
• paraquat paraquat
• l -dimethyl-4,4'-bipyridinium chloride
• diquat -ethylene-2,2 , -bipyridinium chloride
• Ql represents oxygen or sulfur
• Q 2 represents oxygen or sulfur
• R- * represents hydrogen, fluorine, chlorine or bromine
• R 2 represents fluorine, chlorine, bromine, iodine or cyano
• R 3 represents the grouping below
• Al stands for a single bond, for oxygen, sulfur, -SO-, -SO2-, -CO- or the grouping -NA ⁇ -, where A ⁇ stands for hydrogen, hydroxy, methyl, ethyl, n- or i-propyl, methoxy , Ethoxy, n- or i-propoxy, methylsulfonyl or ethylsulfonyl, or
• a 2 represents a single bond, represents oxygen, sulfur, -SO-, -SO2-, -CO- or the group -NA ⁇ -, where A ⁇ represents hydrogen, hydroxy, methyl, ethyl, n- or i-propyl, Methoxy, ethoxy, n- or i-propoxy, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl or phenylsulfonyl, or A 2 furthermore for methylene, ethane-1,1-diyl, ethane-1,2-diyl, propane-l, l-diyL, propane-1,2-diyl, propane-l, 3-diyl, ethene-1, 2-diyl, propene-1,2-diyl, propene-1,3-diyl, ethyne-1,2-diyl, propy
• Cyano carboxy, methyl, ethyl, n- or i-propyl, methoxycarbonyl or ethoxycarbonyl substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclohexylmethyl, cyclohexylmethyl, cyclohexylmethyl, cyclohexylmethyl, cyclohexylmethoxy , Cyclopentylmethoxy,
• R ⁇ stands for hydrogen, fluorine, chlorine or for methyl or ethyl optionally substituted by fluorine and / or chlorine,
• R5 stands for hydrogen, fluorine, chlorine or for methyl or ethyl optionally substituted in each case by fluorine and / or chlorine, and
• R6 represents hydrogen, hydroxyl, amino or methyl, ethyl, n- or i-propyl, methoxy which is optionally substituted by fluorine, chlorine or cyano,
• carboxylic acids e.g. 2,4-dichlorophenoxyacetic acid (2,4-D), 4-amino-3,5,6-trichloropyridin-2-yl-oxyacetic acid (triclopyr), 2-amino-4- (hydroxymethylphosphomyl ) -butanoic acid ammonium salt (glufosinate ammonium), ⁇ - (hydroxymemylphosphinyl) -l- ⁇ -aminobutyryl-l-alanyl-l-alanine (bialaphos), N-phosphonomethylglycine (glyphosate) as well as the isopropylammonium salt and the trimethylsulfonium salt thereof or 2- (4,5-dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl) pyridine-3-carboxylic acid (imazapyr) and the isopropylammonium salt thereof;
• diphenyl ethers such as 2-chloro-4-trifluoromethyl-phenyl-3-ethoxy-4-nitrophenyl ether (oxyfluorfen);
• Diazin (on) e, or triazin (on) e such as 2-chloro-4-ethylamino-6-i-propylamino-l, 3,5-triazine (atrazine), 2-chloro-4 , 6-bis-ethylamino-l, 3,5-triazine (simazine), 5-bromo-3-s-butyl-6-methyl-uracil (bromoacil) or 4-amino-6-t-butyl-4,5 dihydro-3-methylthio-1, 2,4-triazin-5-one (metribuzin);
• ureas e.g. 3- (3,4-dichlorophenyl) -l, l-dimethyl-urea (diuron) or 3 - (4, 6-dimethyl-pyrimidin-2-yl) - 1 - (2-methoxycarbonyl-phenylsulfonyl) urea (Sulfometuron-methyl);
• pyridine derivatives such as e.g. l, -Dimethyl-4,4'-bipyridinium chloride (paraquat) or l, r-ethylene-2,2'-bipyridinium chloride (diquat).
• the active substances of the formula (I) - or (Ia) defined above - optionally in combination with the active substances mentioned above in the second group - are particularly effective in combating weeds in the semi and not -select area.
• the active ingredients or active ingredient mixtures to be used according to the invention can be used both in conventional cultivation processes (row crops with a suitable row size) in plantation crops (for example wine, fruit, citrus) and in industrial and rail systems, on paths and squares, but also for stubble treatment and at the
• Minimum tillage procedures are used. They are also suitable as burners (killing herbs, for example in potatoes) or as defoliants (for example in cotton). They are also suitable for use on fallow land. Other areas of application are tree nurseries, forestry, grassland and ornamental plant growing.
• weeds which can be controlled well by the active compounds or combinations of active compounds according to the invention are:
• Emex Sida, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxum, Mentha.
• Sorhum Agropyron, Cynodon, Monochoria, Fimbristyüs, Sagittaria, Eleocharis, Scirpus, Papalum, Ischaemum, Sphenoclea, Dactylocenium, Agrostis, Alopecurus, Apera.
• the weight ratios of the active ingredients in the active ingredient can be combinations can be varied in relatively large areas.
• the active ingredients can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, solvent Powders, granules, suspension emulsion concentrates, active ingredient-impregnated natural and synthetic substances as well as very fine encapsulations in polymeric substances.
• formulations are prepared in a known manner, e.g. B. by mixing the active ingredients with extender, ie liquid solvents and / or solid
• Carriers where appropriate using surface-active agents, that is to say 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, chlorethylenes or methylene chloride
• aliphatic hydrocarbons such as cyclohexane or paraffins, e.g. Petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol as well as their ethers and esters, ketones such as
• Possible solid carriers are e.g. 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 are suitable as solid carriers for granules: e.g. broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite as well as synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust,
• natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth
• synthetic rock powders such as highly disperse silica, aluminum oxide and silicates are suitable as solid carriers for granules: e.g. broken and fractionated natural rocks such as calcite, marble, pumice, sep
• coconut shells, corn cobs and tobacco stems as emulsifying and / or foaming agents are possible: e.g. nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, e.g. Alkyl aryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates; Possible dispersants are: e.g. Lignin sulfite waste liquor and
• Methyl cellulose Methyl cellulose.
• Adhesives such as carboxymethyl cellulose, natural and synthetic polymers in the form of powders, granules or latices, 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 compound, preferably between 0.5 and 90%.
• the active compound combinations according to the invention are generally in the form of
• 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 active compounds and combinations of active compounds according to the invention can furthermore also be used in a mixture with other known herbicides for weed control, 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 or vegetable oils that are compatible with plants (e.g. the commercially available "Oleo Dupont 11E") or ammonium salts such as e.g. Include ammonium sulfate or ammonium rhodanide.
• the active substances and combinations of active substances according to the invention can be prepared as such, in the form of their formulations or in the form thereof by further dilution
• Application forms such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules, are used. They are used in the customary manner, for example by watering, spraying, spraying or scattering.
• the herbicides of the second group listed above under (a) to (e) such as e.g. the isopropylammonium salt of N-phosphonomethyl-glycine ("Roundup") - very good properties for use in the semi and non-selective area of weed control.

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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)
• Plural Heterocyclic Compounds (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

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• 1994
  • 1994-09-15 DE DE4432888A patent/DE4432888A1/de not_active Withdrawn
• 1995
  • 1995-09-04 BR BR9508929A patent/BR9508929A/pt not_active Application Discontinuation
  • 1995-09-04 CA CA002199846A patent/CA2199846A1/en not_active Abandoned
  • 1995-09-04 AU AU35213/95A patent/AU3521395A/en not_active Abandoned
  • 1995-09-04 CN CN95195061A patent/CN1157552A/zh active Pending
  • 1995-09-04 HU HU9701964A patent/HUT77013A/hu unknown
  • 1995-09-04 JP JP8509868A patent/JPH10505603A/ja active Pending
  • 1995-09-04 EP EP95931983A patent/EP0781093A1/de not_active Withdrawn
  • 1995-09-04 WO PCT/EP1995/003472 patent/WO1996008151A1/de not_active Application Discontinuation
  • 1995-09-04 MX MX9701953A patent/MX9701953A/es unknown
• 1997
  • 1997-03-12 KR KR19977001634A patent/KR970705924A/ko unknown

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