WO2013141358A1 - 除草性組成物 - Google Patents

除草性組成物 Download PDF

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Publication number
WO2013141358A1
WO2013141358A1 PCT/JP2013/058289 JP2013058289W WO2013141358A1 WO 2013141358 A1 WO2013141358 A1 WO 2013141358A1 JP 2013058289 W JP2013058289 W JP 2013058289W WO 2013141358 A1 WO2013141358 A1 WO 2013141358A1
Authority
WO
WIPO (PCT)
Prior art keywords
compound
herbicidal composition
mass
weeds
general formula
Prior art date
Application number
PCT/JP2013/058289
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English (en)
French (fr)
Japanese (ja)
Inventor
洋 田丸
信子 今村
Original Assignee
バイエルクロップサイエンス株式会社
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 バイエルクロップサイエンス株式会社 filed Critical バイエルクロップサイエンス株式会社
Priority to CN201380015743.XA priority Critical patent/CN104284585B/zh
Priority to KR1020147029270A priority patent/KR102032312B1/ko
Publication of WO2013141358A1 publication Critical patent/WO2013141358A1/ja

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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
    • 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
    • A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring

Definitions

  • the present invention relates to 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholine carboxylate and N- ⁇ 2-[(4,6-dimethoxy-1,3,5-
  • the present invention relates to a herbicidal composition containing triazin-2-yl) carbonyl] -6-fluorophenyl ⁇ -1,1-difluoro-N-methylmethanesulfonamide as an active ingredient, and a method of using the herbicidal composition.
  • 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholinecarboxylate and a herbicide having a whitening action for example, pyrazolate, pyrazoxifene, benzophenap, benzobicyclon, Examples of combined use with mesotrione or tefryltrione) (Patent Documents 1, 2, 9), and examples of combined use with specific sulfonylurea herbicides (for example, bensulfuronmethyl) have been reported (Patent Documents 3 to 8). 10-13).
  • N- ⁇ 2-[(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl ⁇ -1,1-difluoro-N-methylmethanesulfonamide is It is a known compound and has been reported to have herbicidal activity against paddy weeds (Patent Document 16).
  • N- ⁇ 2-[(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl ⁇ -1,1-difluoro-N-methylmethanesulfonamide is an annual The effect on broad-leaved weeds, oaks, etc. is not always sufficient.
  • N- ⁇ 2-[(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl ⁇ -1,1-difluoro-N-methylmethanesulfonamide is also required Depending on the above, it can be applied simultaneously with other herbicides, and examples of other herbicides include acetamide herbicides, triazine herbicides, and sulfonylurea herbicides.
  • No combination example with -chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholinecarboxylate has been reported.
  • the present invention is also a method for weeding weeds, wherein the compound (I) and the compound (II) are used simultaneously or separately.
  • the herbicidal composition of the present invention has a broad herbicidal spectrum, and various weeds that are problematic in paddy fields and the like, for example, grass weeds such as Tainubie; Broad-leaved weeds; Cypridaceae weeds such as Tamagayatsuri, Inuhotarui, Matsubai, Mitsugayatsuri, Krogwai, etc .; It exhibits excellent herbicidal activity (synergistic action) for a certain period of fireflies and crocodiles for a certain period of time, and does not show any phytotoxicity to rice and other crops.
  • grass weeds such as Tainubie
  • Broad-leaved weeds Broad-leaved weeds
  • Cypridaceae weeds such as Tamagayatsuri, Inuhotarui, Matsubai, Mitsugayatsuri, Krogwai, etc .
  • It exhibits excellent herbicidal activity
  • the herbicidal composition of the present invention can suppress weed germination and growth with a small amount of active ingredient and the number of uses, and can kill the weeds. Can be maintained for a certain period of time, so that the labor required for weed control can be reduced.
  • Compound (I) and compound (II), which are active ingredients of the herbicidal composition of the present invention can be produced by those skilled in the art using known techniques, and in particular, WO 03/016286 and JP 2009- It can be produced according to the description in JP-A-507866 and the description thereof.
  • the compound (I) or compound (II) which is an active ingredient of the herbicidal composition of the present invention includes a solvate of the compound (I) or the compound (II) or a solvate of a salt thereof. .
  • compound (II) can be blended at a ratio of 0.001 to 10 parts by mass with respect to 1 part by mass of compound (I).
  • the blending ratio is preferably 0.005 to 5 parts by mass, and more preferably 0.005 to 1 part by mass.
  • the herbicidal composition of the present invention may contain only the active ingredients of Compound (I) and Compound (II), and is usually used as a herbicide by blending with a carrier and other auxiliary agents as necessary. It can also be prepared and used as a pharmaceutical formulation, for example, powder, coarse powder, fine granule, granule, wettable powder, wettable granule, emulsion, aqueous suspension, oil suspension, paddy thrower it can.
  • a carrier is a synthetic or natural inorganic or organic substance that is mixed in a herbicide to help reach the plant of an active ingredient compound or to facilitate the storage, transport or handling of the active ingredient. obtain.
  • Suitable solid carriers are, for example, clays represented by the kaolinite group, montmorillonite group, attapulgite group, etc .; talc, mica, phyllite, pumice, vermiculite, gypsum, dolomite, diatomaceous earth, magnesium lime, phosphorus lime , Zeolite, hydrous amorphous silicon dioxide, anhydrous silicic acid, synthetic calcium silicate, kaolin, bentonite, calcium carbonate, etc .; soy flour, tobacco flour, walnut flour, wheat flour, wood flour, starch, crystalline cellulose, etc.
  • Plant organic substances such as coumarone resin, petroleum resin, alkyd resin, polyvinyl chloride, polyalkylene glycol, ketone resin, ester gum, copal gum, dammar gum; carnauba wax, paraffin wax, beeswax, etc. Waxes; or urea.
  • Suitable liquid carriers are, for example, paraffinic or naphthenic hydrocarbons such as kerosene, mineral oil, spindle oil, white oil; aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene, cumene, methylnaphthalene; carbon tetrachloride, Chlorinated hydrocarbons such as chloroform, trichloroethylene, monochlorobenzene, chlorotoluene; ethers such as dioxane and tetrahydrofuran; ketones such as acetone, methyl ethyl ketone, diisobutyl ketone, cyclohexanone, acetophenone, and isophorone; ethyl acetate, amyl acetate, and ethylene glycol Esters such as acetate, diethylene glycol acetate, dibutyl maleate, diethyl succinate; methanol, hex
  • the herbicidal composition of the present invention is used as an auxiliary agent for the purposes of emulsification, dispersion, wetting, spreading, binding, disintegration control, stabilizing active ingredients, improving fluidity, rust prevention, promoting absorption into plants, and the like.
  • a surfactant can also be contained.
  • the surfactant may be ionic or nonionic.
  • Suitable nonionic surfactants include, for example, sucrose esters of fatty acids, ethylene oxide polymerization adducts of higher aliphatic alcohols such as lauryl alcohol, stearyl alcohol, oleyl alcohol, and ethylene oxide polymerization of alkylphenols such as isooctylphenol and nonylphenol.
  • ethylene oxide polymerization adducts of alkyl naphthols such as butyl naphthol and octyl naphthol
  • ethylene oxide polymerization adducts of higher fatty acids such as palmitic acid, stearic acid and oleic acid
  • mono- or dialkyl phosphors such as stearyl phosphoric acid and dilauryl phosphoric acid
  • Ethylene oxide polymerization adducts of acids ethylene oxide polymerization adducts of higher aliphatic amines such as dodecylamine and stearamide, higher fatty acid esters of polyhydric alcohols such as sorbitan and the like It may be a copolymer of ethylene polymerized adducts and ethylene oxide and propylene oxide.
  • Suitable anionic surfactants are, for example, alkyl sulfate salts such as sodium lauryl sulfate, oleyl alcohol sulfate ester amine salts, dioctyl sulfosuccinate sodium salts, fatty acid salts such as sodium oleate, sodium stearate, isopropyl naphthalene sulfone. It may be an alkyl aryl sulfonate such as sodium acid, sodium methylenebisnaphthalene sulfonate, sodium lignin sulfonate, sodium dodecylbenzene sulfonate.
  • alkyl sulfate salts such as sodium lauryl sulfate, oleyl alcohol sulfate ester amine salts, dioctyl sulfosuccinate sodium salts, fatty acid salts such as sodium oleate, sodium stearate, isopropyl
  • Suitable cationic surfactants can be, for example, higher aliphatic amines, quaternary ammonium salts, alkyl pyridinium salts.
  • the herbicidal composition of the present invention is used as an auxiliary agent for the purpose of improving the properties of the preparation and enhancing the biological effect, such as gelatin, gum arabic, casein, albumin, glue, sodium alginate, polyvinyl.
  • Alcohols, polymer compounds such as carboxymethylcellulose, methylcellulose, and hydroxymethylcellulose, thixotropic agents such as sodium polyphosphate and bentonite, and other adjuvants can also be contained.
  • the powder and coarse powder which are preparation forms of the herbicidal composition of the present invention, are usually 0 with compound (I) and compound (II) having the above-mentioned mixing ratio as active ingredients with respect to 100 parts by mass of the whole herbicidal composition. 1 to 25 parts by mass with the balance being a solid support.
  • the wettable powder and granular wettable powder usually contain 1 to 90 parts by weight of the compound (I) and compound (II) in the above-mentioned mixing ratio as active ingredients with respect to 100 parts by weight of the whole herbicidal composition, and the balance Is a solid carrier and a dispersing wetting agent.
  • Protective colloidal agents, thixotropic agents and antifoaming agents can be added as necessary.
  • Granules and fine granules generally contain 0.1 to 35 parts by mass of compound (I) and compound (II) in the above mixing ratio as active ingredients with respect to 100 parts by mass of the whole herbicidal composition, with the remainder being Usually a solid support.
  • the active ingredient compound can be homogeneously mixed with the solid support or can be uniformly fixed or adsorbed on the surface of the solid support.
  • the particle size is usually 0.2 to 1.5 mm.
  • the emulsion usually contains 0.2 to 70 parts by mass of the compound (I) and compound (II) in the above-mentioned mixing ratio as active ingredients with respect to 100 parts by mass of the whole herbicidal composition, and further 5 to 30 parts by mass.
  • the remainder is a liquid carrier. If necessary, other auxiliary agents such as a rust preventive agent can be added.
  • Aqueous suspensions and oil suspensions usually contain 0.2 to 70 parts by weight of the compound (I) and compound (II) in the above mixing ratio as active ingredients with respect to 100 parts by weight of the whole herbicidal composition. , Suspended or emulsified and dispersed in water or an organic solvent having a high boiling point using an appropriate surfactant. In order to maintain stability over time, a thickener or the like can be added as necessary.
  • the paddy throwing agent is formulated into an appropriate dosage form such as a powder, granule, tablet, emulsion, bulk tablet, etc., using Compound (I) and Compound (II) as active ingredients, and if necessary, these are dissolved in water. Packaged in a functional film or container.
  • the paddy throwing agent usually contains 0.2 to 70 parts by mass of the compound (I) and the compound (II) in the above blend ratio as active ingredients with respect to 100 parts by mass of the herbicidal composition as a whole. In use, several to several hundreds of these are scattered in the paddy field as they are.
  • the herbicidal composition of the present invention may contain other herbicides in order to broaden the herbicidal spectrum, extend the duration of herbicidal effect, or to impart an effect on weeds of high leaf age.
  • Herbicides to be blended are, for example, butachlor, pretilachlor, tenylchlor, piributicalbu, mefenacet, fentrazamide, oxadiclomephone, indanophan, fenfentrol, ipfencarbazone, molinate, beniocarb, esprocarb, dimethylpiperate, anilophos, piperophos, butamifos, etopenzail, etopenzail Halohopbutyl, metamihop, phenoxapropethyl, pyriminobacmethyl, pyriftalide, pentoxazone, biphenox, pyraclonyl, oxadiazone, oxadiargyl, pyrazolate,
  • the herbicide to be added is preferably 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholine carboxylate, and is preferably pyrazolate, pyrazoxifene, benzophene. Nap, benzobicyclone, mesotrione or tefryltrione, more preferably pyrazolate.
  • the herbicidal composition of the present invention contains Compound (I) and Compound (II) and a herbicide to be added, for example, pyrazolate, pyrazoxifene, benzophenap, benzobicyclone, mesotrione or tefryltrione as active ingredients.
  • pyrazolate, pyrazoxifene, benzophenap, benzobicyclone, mesotrione or tefryltrione can be blended at a ratio of 0.1 to 50 parts by mass with respect to 1 part by mass of compound (I).
  • the herbicidal composition of the present invention can be used not only in paddy fields but also in upland fields, orchards, mulberry fields and non-agricultural lands.
  • the herbicidal composition of the present invention can be subjected to soil treatment, foliage treatment or flooding treatment within about one month before germination of weeds or after emergence.
  • Soil treatment includes soil surface treatment, soil admixing treatment, etc.
  • foliage treatment includes treatment from the top of the plant body, extreme treatment that treats only weeds so as not to adhere to crops
  • the flooding treatment includes spraying of granules and flowables and irrigation treatment on the water surface.
  • the herbicidal composition of the present invention is treated with soil before or after germination of weeds in a paddy field, for example, 0.1 g to 1000 g, preferably 1 g to 300 g as an active ingredient is treated per 10a.
  • weeds can be controlled effectively.
  • weeds are effectively controlled by treating 0.1 g to 1000 g, preferably 1 g to 300 g as an active ingredient per 10a. Can do.
  • weeds are effectively controlled by treating 0.1 g to 1000 g, preferably 1 g to 300 g as an active ingredient per 10a. be able to.
  • the herbicidal composition of the present invention can also be used by mixing with, for example, plant growth regulators, fungicides, insecticides, acaricides, nematicides or fertilizers.
  • a herbicidal composition containing compound (I) and compound (II) as an active ingredient is used, and a herbicidal composition containing compound (I) as an active ingredient, and compound (II) Can be used simultaneously or separately.
  • the herbicidal composition containing Compound (I) as an active ingredient and the herbicidal composition containing Compound (II) as an active ingredient are first used before the other herbicidal composition.
  • the sex composition may be used, and which one is used first is arbitrary. That is, the present invention also relates to a method for weeding weeds, wherein the compound represented by the general formula (I) and the compound represented by the general formula (II) are used simultaneously or separately.
  • the mixture is pulverized with an air mill (SK-JET O MIZER model 0101, manufactured by Seishin Enterprise Co., Ltd.), and a wettable powder of Compound (I) (17.5%) and Compound (II) (0.625%) is added. Obtained.
  • Test example 1 Herbicidal effect of pretreatment for weed generation under flooding conditions
  • Paddy soil was filled in a 1 / 10,000a pot, and after planting, potted tubers of Krogwei (ELE) awakened to dormancy were planted.
  • ELE Krogwei
  • 1.8 leaf-old paddy rice ORY, variety: Nipponbare
  • the prescribed amount of wettable powder prepared according to Formulation Example 1 was diluted with water and treated with flooded soil. 26 days after drug treatment, the herbicidal effect was determined according to the following criteria. The results are shown in Table 1.
  • Test example 2 Herbicidal effect of weed growing season treatment under flooded conditions
  • Paddy soil was filled in a 1 / 10,000a pot, and after seeding, seeds of dog firefly (SCI) were sown and mixed into the surface layer of the soil.
  • paddy soil was filled in another 1 / 10000a pot, and after crushing, tubers of Krogwei (ELE) were planted.
  • ELE tubers of Krogwei
  • a predetermined amount of wettable powder prepared according to Formulation Example 1 was diluted with water and treated with flooded soil. 26 days after the drug treatment, the herbicidal effect was determined according to the above criteria.
  • Table 2 As in Table 1, the expected values according to the Colby equation are also shown in the table.
  • Test example 3 Herbicidal effect of pretreatment of weeds (combination with other herbicides) After filling paddy field soil into a 1 / 10000a pot and plucking, seeds of Tainubie (ECH) and Inuta firefly (SCI) were sown and mixed into the surface layer of the soil. In addition, paddy soil was filled in another 1 / 10000a pot, and after planting, planted tubers of Omodaka (SAT), Urikawa (SAP), Mizugayatsuri (CYP), and Krogwei (ELE) that were awakened to sleep. Each pot was sowed after seeding or transplanting and grown in a greenhouse.
  • SAT Omodaka
  • SAP Urikawa
  • CYP Mizugayatsuri
  • ELE Krogwei
  • the herbicidal composition of the present invention can be used as an agricultural and horticultural herbicide, and has an unexpected synergistic effect of expanding the herbicidal spectrum and enabling control of important weeds with a smaller amount of active ingredients. In addition, since it does not cause phytotoxicity to crops, it is an excellent herbicide for agriculture and horticulture.

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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)
PCT/JP2013/058289 2012-03-23 2013-03-22 除草性組成物 WO2013141358A1 (ja)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN201380015743.XA CN104284585B (zh) 2012-03-23 2013-03-22 除草性组合物
KR1020147029270A KR102032312B1 (ko) 2012-03-23 2013-03-22 제초성 조성물

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2012068226A JP5898543B2 (ja) 2012-03-23 2012-03-23 除草性組成物
JP2012-068226 2012-03-23

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WO2013141358A1 true WO2013141358A1 (ja) 2013-09-26

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JP (1) JP5898543B2 (enrdf_load_stackoverflow)
KR (1) KR102032312B1 (enrdf_load_stackoverflow)
CN (1) CN104284585B (enrdf_load_stackoverflow)
TW (1) TWI563917B (enrdf_load_stackoverflow)
WO (1) WO2013141358A1 (enrdf_load_stackoverflow)

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CN105145609A (zh) * 2015-08-31 2015-12-16 北京燕化永乐生物科技股份有限公司 一种复配除草剂

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JP2009507866A (ja) * 2005-09-16 2009-02-26 バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト 除草剤としてのスルホンアニリド類の使用
JP2011190198A (ja) * 2010-03-12 2011-09-29 Mitsui Chemicals Agro Inc 混合除草性組成物

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CA2457575C (en) 2001-08-17 2010-12-21 Sankyo Agro Company, Limited 3-phenoxy-4-pyridazinol derivatives and herbicidal composition containing the same
JP4580174B2 (ja) 2003-02-13 2010-11-10 三井化学アグロ株式会社 ３−フェノキシ−４−ピリダジノール化合物を含有する除草性組成物
JP4549690B2 (ja) 2003-02-13 2010-09-22 三井化学アグロ株式会社 ３−フェノキシ−４−ピリダジノール誘導体を含有する除草性組成物
JP4580176B2 (ja) 2003-02-13 2010-11-10 三井化学アグロ株式会社 ３−フェノキシ−４−ピリダジノール誘導体を含有する除草組成物
JP4580172B2 (ja) 2003-02-13 2010-11-10 三井化学アグロ株式会社 ３−フェノキシ−４−ピリダジノール化合物を含有する除草剤組成物
JP4580175B2 (ja) 2003-02-13 2010-11-10 三井化学アグロ株式会社 ３−フェノキシ−４−ピリダジノール誘導体を含有する除草剤組成物
JP4580173B2 (ja) 2003-02-13 2010-11-10 三井化学アグロ株式会社 ３−フェノキシ−４−ピリダジノール化合物を含有する除草組成物
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JP2009507866A (ja) * 2005-09-16 2009-02-26 バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト 除草剤としてのスルホンアニリド類の使用
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KR102032312B1 (ko) 2019-10-15
CN104284585B (zh) 2016-06-08
TW201400019A (zh) 2014-01-01
CN104284585A (zh) 2015-01-14
TWI563917B (zh) 2017-01-01
KR20140144230A (ko) 2014-12-18
JP5898543B2 (ja) 2016-04-06
JP2013199445A (ja) 2013-10-03

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