WO2000069266A1 - Agent herbicide a base de metamitrone et de glyphosate ou de ses derives et sels - Google Patents

Agent herbicide a base de metamitrone et de glyphosate ou de ses derives et sels Download PDF

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Publication number
WO2000069266A1
WO2000069266A1 PCT/EP2000/003929 EP0003929W WO0069266A1 WO 2000069266 A1 WO2000069266 A1 WO 2000069266A1 EP 0003929 W EP0003929 W EP 0003929W WO 0069266 A1 WO0069266 A1 WO 0069266A1
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WO
WIPO (PCT)
Prior art keywords
glyphosate
salts
metamitron
derivatives
propylammonium
Prior art date
Application number
PCT/EP2000/003929
Other languages
German (de)
English (en)
Inventor
Dieter Feucht
Mark Wilhelm Drewes
Peter Dahmen
Rolf Pontzen
Original Assignee
Bayer Aktiengesellschaft
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 Bayer Aktiengesellschaft filed Critical Bayer Aktiengesellschaft
Priority to AU49154/00A priority Critical patent/AU4915400A/en
Publication of WO2000069266A1 publication Critical patent/WO2000069266A1/fr

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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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/707—1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines

Definitions

  • the invention relates to new herbicidal, synergistic active ingredient combinations which are derived from the known active ingredient metamitron (4-amino-4,5-dihydro-3-methyl-6-phenyl-l, 2,4-triazin-5-one or 4-amino- 3-methyl-6-phenyl-l, 2,4-triazin-5 (4H) -one) on the one hand and the known active ingredient glyphosate (N-phosphonomethyl-glycine) and / or the derivatives and salts of glyphosate on the other hand and with particular good success can be used for weed control.
  • metamitron 4-amino-4,5-dihydro-3-methyl-6-phenyl-l, 2,4-triazin-5-one or 4-amino- 3-methyl-6-phenyl-l, 2,4-triazin-5 (4H) -one
  • glyphosate N-phosphonomethyl-glycine
  • derivatives and salts of glyphosate on the other hand and with particular good
  • the active ingredient metamitron has long been known (cf. DE-A-2 138 031 / US-A-3 910 909; Pestic. Se. 6 (1975), 239-244) and has proven itself in selective weed control, in particular in beet crops . However, it would be desirable to reduce the amount of weed control.
  • the active ingredient glyphosate and its derivatives and salts have also long been known as agents for controlling weeds (cf. DE-A-2 152 826 / DE-A-2 167 051 / US-A-3 799 758 / US-A- 3 977 860 / US-A-4 405 531 / EP-A-54 382).
  • this active ingredient and its derivatives and salts only work when applied after the weeds emerge; there is practically no effect against weeds emerging after use.
  • Salts shows pronounced synergistic effects with regard to the action against weeds and can be used particularly advantageously in broadly effective combination preparations for combating weeds.
  • the invention relates to synergistic herbicidal compositions comprising a combination of (a) Metamitron (4-amino-4,5-dihydro-3-methyl-6-phenyl-l, 2,4-triazin-5-one or 4-amino-3-methyl-6-phenyl-l, 2nd , 4-triazin-5 (4H) -one) of the formula (I)
  • R represents hydrogen or alkyl
  • R represents hydrogen or alkyl
  • Q + stands for the cation of a base, 1 to 1 part by weight of the metamitron accounts for 0.01 to 100 parts by weight of the glyphosate and / or its derivatives and salts.
  • agents are preferred which are characterized in that
  • R represents hydrogen, methyl, ethyl, n- or i-propyl, n-, i- or s-butyl, and
  • agents which are characterized in that
  • R represents hydrogen, methyl, ethyl, n- or i-propyl
  • the active ingredients glyphosate (N-phosphonomethyl-glycine) and / or its sodium salt and / or its dimethylammonium salt and / or its i-propylammonium salt and / or its trimethylsulfonium salt (sulfosate) are particularly preferred as component (b) for the agents according to the invention . It has now surprisingly been found that the active substance combinations defined above of metamitron and glyphosate (N-phosphonomethyl-glycine) and / or their derivatives or salts of the general formula (II) or (III) have a particularly good herbicidal activity and with Success can be used for efficient weed control.
  • the herbicidal activity of the active compound combinations according to the invention consisting of the active ingredient metamitron and the active ingredient glyphosate and / or its derivatives or salts is considerably higher than the sum of the effects of the individual active ingredients.
  • the new active ingredient combinations can also combat weeds that are otherwise difficult to control (e.g. due to signs of resistance).
  • the new active ingredient combinations are therefore a valuable asset on the
  • the active substance combinations according to the invention can e.g. can be used in the following plants:
  • the active compound combinations according to the invention can also be used in these crop plants to control weeds.
  • Examples of cultivated plants are:
  • Rice, corn, wheat, barley, oats, sugar cane, cotton, soybeans, rapeseed and beets - in particular beets (fodder beets and sugar beets) - may be mentioned as crop plants which are to a certain extent resistant to the active ingredient metamitron.
  • Maize, soybean, cotton, sugar cane, rape and beet are examples of crop plants which are potentially resistant to the active ingredient glyphosate and its derivatives or salts - generally produced by known biotechnological methods.
  • the synergistic effect of the active compound combinations according to the invention is 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.
  • 0.01 to 100 parts by weight, preferably 0.05 to 50 parts by weight and particularly preferably 0.2 to 20 parts by weight of active compound of the general formula (II) and / or (III) are present in 1 part by weight of active ingredient metamitron.
  • 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 made in a known manner, e.g. by mixing the active ingredients with extenders, that is to say liquid solvents and / or solid carriers, optionally using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.
  • extenders that is to say liquid solvents and / or solid carriers
  • 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
  • ammonium salts and natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic Table stone flours, such as highly disperse silica, aluminum oxide and silicates, are suitable as solid carriers for granules: e.g.
  • suitable emulsifiers and / or foam-generating agents are: for example nonionic and anionic 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 waste liquor and methyl cellulose.
  • Adhesives 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, 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, ie applied in the form of tank mixes.
  • the new combinations of active ingredients, as such or in their formulations can furthermore also be used in a mixture with other known herbicides, finished formulations or tank mixtures again 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.
  • "safeners" can also be added.
  • mineral or vegetable oils which are compatible with plants (eg the commercial preparation "Oleo DuPont 11E") or ammonium salts such as eg
  • ammonium sulfate or ammonium rhodanide include ammonium sulfate or ammonium rhodanide.
  • 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 especially after the plants have emerged, that is to say in the post-emergence process.
  • the application rates of the active compound combinations according to the invention can be varied within a certain range; they hang among other things depending on the weather and soil factors.
  • the application rates are between 10 g and 10 kg per ha, preferably between 50 g and 5 kg per ha, particularly preferably between 100 g and 2 kg per ha.
  • 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 which have a height of 5 to 15 cm are sprayed with the active compound preparation in such a way that the desired amounts of active compound are applied per unit area.
  • 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 degree of damage to the plants is rated in% damage compared to the development of the untreated control.

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)

Abstract

L'invention concerne un agent herbicide à effet synergique, contenant une composition constituée de (a) métamitrone de formule (I) et (b) de glyphosate et/ou de ses dérivés de formule générale (II): (HO)2P(O)-CH2-NH-CH2-CO-O-R, dans laquelle R représente hydrogène ou alkyle, et/ou des sels de formule générale (III), dans laquelle R représente hydrogène ou alkyle, et Q+ représente le cation d'une base.
PCT/EP2000/003929 1999-05-12 2000-05-02 Agent herbicide a base de metamitrone et de glyphosate ou de ses derives et sels WO2000069266A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU49154/00A AU4915400A (en) 1999-05-12 2000-05-02 Herbicidal agent based on metamitron and glyphosate or their derivatives and salts

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19921881.1 1999-05-12
DE1999121881 DE19921881A1 (de) 1999-05-12 1999-05-12 Herbizide Mittel auf Basis von Metamitron und Glyphosat oder dessen Derivaten und Salzen

Publications (1)

Publication Number Publication Date
WO2000069266A1 true WO2000069266A1 (fr) 2000-11-23

Family

ID=7907820

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2000/003929 WO2000069266A1 (fr) 1999-05-12 2000-05-02 Agent herbicide a base de metamitrone et de glyphosate ou de ses derives et sels

Country Status (3)

Country Link
AU (1) AU4915400A (fr)
DE (1) DE19921881A1 (fr)
WO (1) WO2000069266A1 (fr)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0441764A1 (fr) * 1990-02-05 1991-08-14 Monsanto Europe S.A./N.V. Compositions de glyplusate et leurs utilisations
EP0808569A1 (fr) * 1996-05-24 1997-11-26 Monsanto Europe S.A./N.V. Compositions herbicides et leur utilisation

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0441764A1 (fr) * 1990-02-05 1991-08-14 Monsanto Europe S.A./N.V. Compositions de glyplusate et leurs utilisations
EP0808569A1 (fr) * 1996-05-24 1997-11-26 Monsanto Europe S.A./N.V. Compositions herbicides et leur utilisation

Also Published As

Publication number Publication date
DE19921881A1 (de) 2000-11-16
AU4915400A (en) 2000-12-05

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