WO2004008858A1 - Herbicidal composition - Google Patents

Herbicidal composition Download PDF

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Publication number
WO2004008858A1
WO2004008858A1 PCT/EP2003/008012 EP0308012W WO2004008858A1 WO 2004008858 A1 WO2004008858 A1 WO 2004008858A1 EP 0308012 W EP0308012 W EP 0308012W WO 2004008858 A1 WO2004008858 A1 WO 2004008858A1
Authority
WO
WIPO (PCT)
Prior art keywords
herbicide
clodinafop
active ingredient
propargyl
mixture
Prior art date
Application number
PCT/EP2003/008012
Other languages
English (en)
French (fr)
Inventor
Kee Fui Kon
Georg Rüdiger Kotzian
Original Assignee
Syngenta Participations 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
Application filed by Syngenta Participations Ag filed Critical Syngenta Participations Ag
Priority to AU2003250136A priority Critical patent/AU2003250136A1/en
Publication of WO2004008858A1 publication Critical patent/WO2004008858A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N39/00Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04Aryloxy-acetic acids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/32Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, 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 present invention relates to new selectively herbicidal compositions for controlling grasses and weeds in crops of useful plants, especially in crops of rice, which compositions comprise a herbicide and a safener (counter-agent, antidote) and protect the useful plants but not the weeds against the phytotoxic action of the herbicide, and to the use of such a composition in controlling weeds in crops of useful plants.
  • herbicides can result in considerable damage also being caused to cultivated plants, for example in dependence upon the concentration of the herbicide and the mode of its application, the cultivated plant, the nature of the soil and the climatic conditions, such as period of exposure to light, temperature and amounts of precipitation.
  • various substances have already been proposed as safeners that are capable of antagonising the damaging action of the herbicide on the cultivated plant, that is to say of protecting the cultivated plant against that action, while the herbicidal action on the weeds to be controlled is virtually unimpaired. It has been found that the proposed safeners often have a very specific action both in respect of the cultivated plants and in respect of the herbicide and in some cases also in dependence upon the mode of application. This means that a specific safener is often suitable only for a specific cultivated plant and a particular class of herbicide or a specific herbicide.
  • a selectively herbicidal composition that, in addition to comprising formulation adjuvants such as carriers, solvents and wetting agents, comprises as active ingredient a mixture of a) a herbicidally effective amount of clodinafop-propargyl and b) an amount, effective for herbicide antagonism, of 2,4-D.
  • Clodinafop-propargyl is described as a herbicide in The Pesticide Manual, Twelfth Edition, BCPC, 2000 under Entry No. 156. 2,4-D is described therein as a herbicide, under Entry No. 205. In the context of the present invention, 2,4-D is understood to include, in addition to the acid form, all the derivatives of the 2,4-D acid that are described in the Entry of that number.
  • the invention relates also to a method for the selective control of weeds in crops of useful plants, which method comprises treating the useful plants, their seeds or cuttings or the area of cultivation thereof, simultaneously or at different times, with a herbicidally effective amount of the herbicide clodinafop-propargyl and an amount, effective for herbicide antagonism, of the safener 2,4-D.
  • a cultivated plant that may be protected against the harmful effect of clodinafop-propargyl by means of 2,4-D is especially rice.
  • Cultivated plants are to be understood as including those that have been made tolerant to herbicides or classes of herbicides by means of conventional breeding or genetic engineering methods.
  • the weeds to be controlled may be either monocotyledonous or dicotyledonous weeds such as, for example, Stellaria, Nasturtium, Agrostis, Digitaria, Avena, Setaria, Sinapis, Lolium, Solanum, Echinochloa, Leptochloa, Scirpus, Monochoria, Sagittaria, Bromus, Alopecurus, Sorghum halepense, Rottboellia, Cyperus, Abutilon, Sida, Xanthium, Amaranthus, Chenopodium, Ipomoea, Chrysanthemum, Galium, Viola and Veronica, the most important weeds being Echinochloa crus-galli and Leptochloa chinensis.
  • Stellaria Nasturtium, Agrostis, Digitaria, Avena, Setaria, Sinapis, Lolium, Solanum, Echinochloa, Leptochloa, Sci
  • Areas of cultivation are areas of land on which the cultivated plants are already growing or in which the seed material of those cultivated plants has been sown, and also land on which it is intended to grow those cultivated plants.
  • 2,4-D may, depending on the intended use, be used to pre-treat the seed material of the cultivated plant (dressing the seed or the cuttings) or may be incorporated into the soil before or after sowing. It may, however, also be applied, alone or together with the herbicide, after the emergence of the plants.
  • the treatment of the plants or seed material with the safener can therefore, in principle, be effected independently of the time at which the herbicide is applied.
  • the treatment of the plants can, however, also be carried out by applying the herbicide and safener simultaneously (for example in the form of a tank mixture). The rate of application of the safener in relation to the herbicide depends largely on the method of application.
  • clodinafop-propargyl is generally from 10 to 100 g/ha, but preferably from 20 to 60 g/ha.
  • co-herbicides of the sulfonylurea type may advantageously be used, the following being especially suitable: triasulfuron, cinosulfuron, bensulfuron, pyrazosulfuron, halosulfuron, imazosulfuron, prosulfuron, ethoxysulfuron, cyclosulfamuron and azimsulfuron, especially cinosulfuron.
  • the present invention accordingly relates also to a selectively herbicidal composition that, in addition to comprising formulation adjuvants such as carriers, solvents and wetting agents, comprises as active ingredient a mixture of a) a herbicidally effective amount of clodinafop-propargyl, b) an amount, effective for herbicide antagonism, of 2,4-D and c) a co-herbicide of the sulfonylurea type.
  • formulation adjuvants such as carriers, solvents and wetting agents
  • 2,4-D or combinations of that safener with clodinafop-propargyl are advantageously processed, together with the adjuvants conventionally employed in formulation technology, into formulations, for example into emulsifiable concentrates, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, granules or microcapsules.
  • formulations are described, for example, in WO 97/34485, on pages 9 to 13.
  • the formulations are prepared in known manner, for example by intimately mixing and/or grinding the active ingredients with liquid or solid formulation adjuvants, for example solvents or solid carriers.
  • surface-active compounds (surfactants) may additionally be used in the preparation of the formulations. Solvents and solid carriers that are suitable for that purpose are mentioned, for example, in WO 97/34485 on page 6.
  • Suitable surface-active compounds are non-ionic, cationic and/or anionic surfactants and mixtures of surfactants having good emulsifying, dispersing and wetting properties.
  • suitable anionic, non-ionic and cationic surfactants are listed, for example, in WO 97/34485 on pages 7 and 8.
  • the surfactants customarily employed in formulation technology which are described, inter alia, in "Mc Cutcheon's Detergents and Emulsifiers Annual” MC Publishing Corp., Ridgewood New Jersey, 1981, Stache, H., "Tensid-Taschenbuch", Carl Hanser Verlag, Kunststoff/Vienna, 1981 and M. and J. Ash, "Encyclopedia of Surfactants", Vol l-lll, Chemical Publishing Co., New York, 1980-81 , are also suitable for preparation of the herbicidal compositions according to the invention.
  • the herbicidal formulations generally comprise from 0.1 to 99 % by weight, especially from 0.1 to 95 % by weight, of active ingredient mixture comprising clodinafop-propargyl and 2,4-D, from 1 to 99.9 % by weight of a solid or liquid formulation adjuvant and from 0 to 25 % by weight, especially from 0.1 to 25 % by weight, of a surfactant.
  • active ingredient mixture comprising clodinafop-propargyl and 2,4-D
  • a solid or liquid formulation adjuvant from 0 to 25 % by weight, especially from 0.1 to 25 % by weight, of a surfactant.
  • compositions may also comprise further additives such as stabilisers, for example vegetable oils or epoxidised vegetable oils (epoxidised coconut oil, rapeseed oil or soybean oil), antifoams, for example silicone oil, preservatives, viscosity regulators, binders and tackifiers, as well as fertilisers or other active ingredients.
  • stabilisers for example vegetable oils or epoxidised vegetable oils (epoxidised coconut oil, rapeseed oil or soybean oil), antifoams, for example silicone oil, preservatives, viscosity regulators, binders and tackifiers, as well as fertilisers or other active ingredients.
  • a liquid formulation of a mixture of antidote and herbicide (ratio of the one to the other from 10:1 to 1 :100) is used, the rate of application of herbicide being from 0.005 to 5.0 kg per hectare.
  • the compositions according to the invention are suitable especially for controlling weeds in fields of sown or transplanted rice, in which case it is advantageous for the tank mixture to be sprayed directly onto the rice (foliar application).
  • the active ingredient mixture of clodinafop and 2,4-D is applied in solution to granulated mineral carriers or polymerised granules (urea-formaldehyde) and dried. If desired, a coating may be applied (forming coated granules or microcapsules) that enables the active ingredients to be released in metered amounts over a predetermined period of time.
  • Emulsifiable concentrates active ingredient mixture: 1 to 90 %, preferably from 5 to 20 % surface-active agent: 1 to 30 %, preferably from 10 to 20 % liquid carrier: 5 to 94 %, preferably from 70 to 85 %
  • Wettable powders active ingredient mixture: 0.5 to 90 %, preferably from 1 to 80 % surface-active agent: 0.5 to 20 %, preferably from 1 to 15 % solid carrier: 5 to 95 %, preferably from 15 to 90 %
  • Granules active ingredient mixture: 0.1 to 30 %,
  • Emulsifiable concentrates 0 b) c) d) active ingredient mixture 5% 10% 25% 50% calcium dodecylbenzenesulfonate 6% 8% 6% 8% castor oil polyglycol ether 4% _ 4% 4%
  • Emulsions of any desired concentration can be prepared from such concentrates by dilution with water.
  • the solutions are suitable for application in the form of micro-drops.
  • Wettable powders a) b) c) d) active ingredient mixture 5% 25% 50% 80% sodium lignosulfonate 4% - 3% - sodium lauryl sulfate 2% 3% - 4% sodium diisobutylnaphthalenesulfonate - 6% 5% 6% octylphenol polyglycol ether - 1 % 2% -
  • the active ingredient is mixed thoroughly with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording wettable powders which can be diluted with water to give suspensions of any desired concentration.
  • the active ingredient is dissolved in methylene chloride, the solution is sprayed onto the carrier, and the solvent is subsequently evaporated off in vacuo.
  • the finely ground active ingredient is uniformly applied, in a mixer, to the carrier material moistened with polyethylene glycol, yielding non-dusty coated granules.
  • the active ingredient is mixed with the adjuvants, and the mixture is ground, moistened with water, extruded and then dried in a stream of air.
  • Suspension concentrates a) b) c) d) active ingredient mixture 3 % 10 % 25 % 50 % ethylene glycol 5 % 5 % 5 % 5 % nonylphenol polyglycol ether - 1 % 2 % -
  • the finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired concentration can be obtained by dilution with water.
  • test plants rice (Oryza sativa), Echinochloa crus-galli and Leptochloa chinensis (all at the 2- to 3-leaf stage) are treated in a rice field with a spray mixture (foliar application) comprising clodinafop (WP 15) and 2,4-D (commercially available EC formulation).
  • a spray mixture comprising clodinafop (WP 15) and 2,4-D (commercially available EC formulation).
  • the results obtained in this test are listed in the following Table:
PCT/EP2003/008012 2002-07-23 2003-07-22 Herbicidal composition WO2004008858A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003250136A AU2003250136A1 (en) 2002-07-23 2003-07-22 Herbicidal composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH12902002 2002-07-23
CH1290/02 2002-07-23

Publications (1)

Publication Number Publication Date
WO2004008858A1 true WO2004008858A1 (en) 2004-01-29

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2003/008012 WO2004008858A1 (en) 2002-07-23 2003-07-22 Herbicidal composition

Country Status (4)

Country Link
AU (1) AU2003250136A1 (zh-CN)
GT (1) GT200300152A (zh-CN)
TW (1) TW200406151A (zh-CN)
WO (1) WO2004008858A1 (zh-CN)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105360148A (zh) * 2015-07-22 2016-03-02 南京华洲药业有限公司 一种含炔草酯与酰嘧磺隆的复合除草组合物及其应用

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0112799A1 (de) * 1982-12-06 1984-07-04 Ciba-Geigy Ag Herbizides Mittel zur selektiven Unkrautbekämpfung in Getreide
WO1998012923A1 (de) * 1996-09-23 1998-04-02 Bayer Aktiengesellschaft Selektive herbizide auf basis von arylsulfonylaminocarbonyltriazolinonen

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0112799A1 (de) * 1982-12-06 1984-07-04 Ciba-Geigy Ag Herbizides Mittel zur selektiven Unkrautbekämpfung in Getreide
WO1998012923A1 (de) * 1996-09-23 1998-04-02 Bayer Aktiengesellschaft Selektive herbizide auf basis von arylsulfonylaminocarbonyltriazolinonen

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105360148A (zh) * 2015-07-22 2016-03-02 南京华洲药业有限公司 一种含炔草酯与酰嘧磺隆的复合除草组合物及其应用

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Publication number Publication date
AU2003250136A1 (en) 2004-02-09
TW200406151A (en) 2004-05-01
GT200300152A (es) 2004-03-01

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