JP5053679B2 - Herbicidal composition - Google Patents

Description

  The present invention relates to a herbicidal composition containing one or more specific pyrazole derivatives and one specific sulfonylurea derivative as active ingredients, a method for using the same, and the combined use of the pyrazole derivative and the sulfonylurea derivative. The present invention relates to a method for controlling weeds.

  At present, many herbicides have been put to practical use as paddy field herbicides and are widely used as single agents and mixed agents.

  However, there are many types of paddy field weeds, etc., and the weeds and growth times of each weed are not uniform, and the generation of perennial weeds takes a long time. Therefore, it is very difficult to control all weeds with a single herbicide application.

  Therefore, as herbicides such as paddy field weeds, many types of weeds including annual and perennial weeds can be killed. Therefore, the emergence of a highly safe drug for crops such as paddy rice is most desired.

  On the other hand, many pyrazole derivatives have been put to practical use as herbicides. For example, 4- (2,4-dichlorobenzoyl) -1,3-dimethyl-5-pyrazolyl-p-toluenesulfonate (generic name: “pyrazolate”) ), 2- [4- (2,4-dichlorobenzoyl) -1,3-dimethylpyrazol-5-yloxy] acetophenone (generic name: “pyrazoxyphen”), 2- [4- (2,4-dichloro-m) -Toluoyl) -1,3-dimethylpyrazol-5-yloxy] -4'-methylacetophenone (generic name: “benzophenap”) and the like are widely used (see Non-Patent Document 1). Derivatives are effective on a wide range of weeds, but their effects on fly are not always sufficient.

  In addition, sulfonylurea derivatives have been widely used as herbicides for a long time. Especially, condensed heterocyclic sulfonylurea compounds have recently been effective in controlling sulfonylurea herbicide-resistant weeds and are effective in a wide range of weeds at low doses. However, this compound does not necessarily have sufficient effect on fly (see Patent Documents 1 and 2).

Furthermore, in Patent Document 2, the above-mentioned condensed heterocyclic sulfonylurea compound can be applied simultaneously with one or two or more other herbicides, plant growth regulators, etc., if necessary. As sulfonylurea herbicides, pyrazole herbicides, carbamate herbicides, chloroacetanilide herbicides and the like are exemplified, but examples of simultaneous application are not specifically described, and this sulfonylurea compound and Specific examples of combined use with carbamate-based herbicides (esprocarb and pyributycarb) effective for barnyard mill are known, but specific examples of combined use of this sulfonylurea compound and a pyrazole derivative are not known (Patent Document 3). reference).
WO 03/061388 pamphlet JP-A-2004-123690 JP 2005-126415 A The Pesticide Manual 12th Edition pages 83, 793-794 and 797-798

  The present invention provides a herbicidal composition that has a broad herbicidal spectrum, can control important weeds with a smaller amount of active ingredients, and does not cause phytotoxicity to crops such as paddy rice. With the goal.

  For the purpose of improving the above-mentioned problems of conventional herbicides, the present inventors have completely controlled various weeds with a single spray and have a high level of safety against crops such as paddy rice. However, as a result of continuing to search for safe herbicides with extremely low animal toxicity, by combining (combining) one or more specific pyrazole derivatives and one specific sulfonylurea derivative as active ingredients, While the spectrum of the grass is expanded, it is possible to control important weeds with a smaller amount of active ingredients, and in particular, neither of the two active ingredients has sufficient herbicidal effect at an acceptable dose of phytotoxicity. It was found that an unexpected synergistic effect was obtained against the Japanese millet, and no phytotoxicity was caused on transplanted rice and the like, and the present invention was completed.

  The present invention relates to 4- (2,4-dichlorobenzoyl) -1,3-dimethyl-5-pyrazolyl-p-toluenesulfonate (hereinafter referred to as “pyrazolate” or “compound (IA)”), 2- [4- (2,4-dichlorobenzoyl) -1,3-dimethylpyrazol-5-yloxy] acetophenone (hereinafter referred to as “pyrazoxifene” or “compound (IB)”) and 2- [4- (2 , 4-Dichloro-m-toluoyl) -1,3-dimethylpyrazol-5-yloxy] -4′-methylacetophenone (hereinafter referred to as “benzophenap” or “compound (IC)”). One or more pyrazole derivatives and 1- (2-chloro-6-n-propylimidazo [1,2-b] pyridazin-3-ylsulfonyl) -3- (4,6- A herbicidal composition containing methoxypyrimidin-2-yl) urea (hereinafter referred to as “compound (II)”) as an active ingredient, and a herbicidal composition characterized by controlling weeds using the composition And a method for controlling weeds characterized in that the pyrazole derivative and the sulfonylurea are used in combination.

  The herbicidal composition of the present invention has various weeds having a broad herbicidal spectrum and is problematic in paddy fields and the like, for example, grass weeds such as Tainubie; Broad-leaved weeds; Cyperaceae weeds such as Tamagayatsuri, Firefly, Matsubai, Mitsugayatsuri, Krogwai; and / or Omodaka weeds such as Urikawa, Omodaka, Heramodaka, etc. It has an unexpected synergistic effect and does not show any harmful phytotoxicity to crops such as rice.

  Therefore, it is possible to suppress the germination and growth of weeds with a small amount of active ingredient and the number of uses, or to kill the weeds, in particular, because the number of uses is small and the control effect can be maintained for a certain period of time, Weed control work can be reduced.

The present invention is described in detail below.
The herbicidal composition of the present invention contains one or more pyrazole derivatives selected from the compounds (IA), (IB) and (IC) and the compound (II) as active ingredients. (Or in combination) shows a synergistic herbicidal effect, and the synergistic effect is recognized in a wide range of mixing ratios.

  The mixing ratio of each active ingredient can be varied over a wide range depending on the application area of the herbicidal composition, the target weed, the application time, etc. Usually, the compound (II) is added to 1 part by mass of the pyrazole derivative. , 0.0001 to 10 parts by mass, preferably 0.001 to 0.5 parts by mass, and more preferably 0.01 to 0.1 parts by mass to produce a useful herbicide can do. The herbicide of the present invention produced as described above can obtain a high herbicidal effect by soil treatment or foliage treatment before and after germination of weeds.

  The herbicidal composition of the present invention (or the herbicidal compound of the active ingredient used in combination) may be the active ingredient itself, or the active ingredient itself may be sprayed, the carrier and other auxiliary as required. Formulations commonly used as herbicides, for example, powders, coarse powders, fine granules, granules, wettable powders, emulsions, aqueous suspensions, granular wettable powders, oil suspensions, It can also be used as a paddy throwing agent.

  In order to broaden the herbicidal spectrum, other herbicides can be added to the herbicidal composition of the present invention. Other herbicides include, for example, mefenacet, fentolazamide, oxadiclomephone, indanophan, fenfentrol, molinate, benchocurve, anilophos, pyriminobacmethyl, pyriftalide, cihalohopbutyl, metamihop, butachlor, pretilachlor, tenylchlor, ettobenzanid, pentoxazone, pyraclonil, Cimetrine, dimetamethrin, MCPB, chromeprop, tefryltrione, benzobicyclone, bromobutide, dimeron, cumyllon, azimusulfuron, bensulfuronmethyl, pyrazosulfuronethyl, imazosulfuron, ethoxysulfuron, cyclosulfamuron, penoxsulam, pyrimislphan Etc.

  The carrier in the present invention is a solid carrier or a liquid carrier, and is used in the herbicidal composition to assist the reachability of the herbicidal compound of the active ingredient to the plant or to facilitate the storage, transport or handling of the active ingredient. Means a synthetic or natural inorganic or organic substance mixed in

  Suitable solid carriers are, for example, clays represented by the kaolinite group, montmorillonite group, attapulgite group, etc .; , Zeolite, anhydrous silicic acid, synthetic calcium silicate, kaolin, bentonite, calcium carbonate and other inorganic substances; soy flour, tobacco powder, walnut powder, wheat flour, wood flour, starch, crystalline cellulose, and other plant organic substances; coumarone resin , Petroleum resin, alkyd resin, polyvinyl chloride, polyalkylene glycol, ketone resin, ester gum, copal gum, dammar gum, and other synthetic or natural polymer compounds; waxes such as carnauba wax, paraffin wax, beeswax; 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, isophorone; ethyl acetate, amyl acetate, ethylene glycol Esters such as acetate, diethylene glycol acetate, dibutyl maleate and diethyl succinate; methanol, hexanol, ethylene glycol, diethylene glycol, Rohekisanoru, alcohols such as benzyl alcohol, ethylene glycol ethyl ether, ethylene glycol phenyl ether, diethylene glycol ethyl ether, ether alcohols such as diethylene glycol butyl ether; dimethylformamide, polar solvents such as dimethyl sulfoxide; may be or water.

  Surfactants used for the purposes of emulsification, dispersion, wetting, spreading, bonding, disintegration control, active ingredient stabilization, fluidity improvement, rust prevention, absorption absorption to plants, etc. May be anionic (anionic or cationic).

  Suitable nonionic surfactants include, for example, ethylene oxide polymerized adducts of higher aliphatic alcohols such as sucrose esters of fatty acids, lauryl alcohol, stearyl alcohol, oleyl alcohol; ethylene oxide polymerized addition 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 phosphoric acid such as stearyl phosphate dilauryl phosphate Ethylene oxide polymerization adduct; ethylene oxide polymerization adduct of higher aliphatic amines such as dodecylamine and stearamide; higher fatty acid esters of polyhydric alcohols such as sorbitan or their ethylene oxide polymerization addition ; May be a copolymer of ethylene oxide and propylene oxide.

  Suitable anionic surfactants include, for example, alkyl sulfate salts such as sodium lauryl sulfate and oleyl alcohol sulfate ester amine salts; fatty acid salts such as sodium dioctyl sulfosuccinate, sodium oleate and 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, and the like.

  Suitable cationic surfactants can be, for example, higher aliphatic amines, quaternary ammonium salts, alkylpyridinium salts, and the like.

  Further, the herbicidal composition of the present invention includes other components such as gelatin, gum arabic, casein, albumin, glue, sodium alginate, polyvinyl alcohol, carboxy for the purpose of improving the properties of the preparation and enhancing the biological effect. Polymer compounds such as methyl cellulose, methyl cellulose, and hydroxymethyl cellulose, thixotropic agents such as sodium polyphosphate, bentonite, and / or other auxiliary agents can also be contained.

  Powders and coarse powders usually contain, for example, 0.1 to 25 parts by mass of an active ingredient herbicidal compound, and the balance is a solid carrier.

  The wettable powder and granular wettable powder contain, for example, usually 1 to 90 parts by mass of an active ingredient, and the balance is a solid carrier and a dispersion wetting agent. If necessary, a protective colloid agent, a thixotropic agent and a dissipative agent are used. A foam is added. These preparations are suspended and dispersed in water when stirred in water.

  Granules and fine granules contain, for example, usually 0.1 to 35 parts by mass of an active ingredient, and the remainder is mostly a solid carrier. The herbicidal compound of the active ingredient is uniformly mixed with the solid carrier, or is uniformly fixed or adsorbed on the surface of the solid carrier, and the particle diameter is usually 0.2 to 1.5 mm.

  The emulsion usually contains, for example, 1 to 70 parts by mass of an active ingredient, which contains 5 to 20 parts by mass of an emulsifier, and the balance is a liquid carrier, and other components such as a rust inhibitor as required. Of supplements are added.

  Aqueous suspensions and oil suspensions are obtained by suspending or emulsifying an active ingredient in water or a high-boiling organic solvent using an appropriate surfactant. Add a sticky agent to maintain stability over time.

  In paddy field throwing agents, the active ingredients are formulated into appropriate dosage forms such as powders, granules, tablets, emulsions, bulk tablets, etc., and if necessary, these are packaged in a water-soluble film or container. In use, several to several hundreds of these are used as they are in the paddy field.

  When the herbicidal composition of the present invention prepared in various dosage forms in this way (or the preparation of the herbicidal compound of the active ingredient) is treated with soil before or after germination of weeds, for example, in paddy fields, By treating 1g to 1000g, preferably 10g to 300g as an active ingredient per 10a, weeds can be effectively controlled.

  The treatment method of the herbicidal composition of the present invention (or the herbicidal compound of the active ingredient) uses the herbicidal composition of the present invention (or the herbicidal compound of the active ingredient) formulated by a usual method, It may be a method of soil treatment, foliage treatment or flooding treatment before germination or within about one month after germination. Soil treatment includes soil surface treatment, soil admixing treatment, etc. In addition to treatment from above the plant body, foliage treatment, local (extreme) treatment that treats only weeds so as not to adhere to crops, etc. The flooding treatment includes spraying of granules and flowables and irrigation treatment on the water surface.

  In addition, the herbicidal composition of the present invention (or the herbicidal compound as an active ingredient) is usually added to other ingredients such as plant growth regulators, fungicides, insecticides, acaricides, It can also be used by mixing with nematode or fertilizer.

  In the herbicidal composition of the present invention, one or more pyrazole derivatives selected from the compounds (IA), (IB) and (IC) and the compound (II) are mixed. It may be sprayed as a single formulation (or without formulation), or each active ingredient as a separate formulation (or without formulation), mixed in a tank at a predetermined ratio at the time of use and sprayed simultaneously Alternatively, in the combined use of the present invention, the pyrazole derivative and the compound (II) may be mixed and sprayed as a single preparation (or without preparation), and each active ingredient may be separated. As a preparation (or without preparation), a tank may be mixed and sprayed at a predetermined ratio at the time of use, or any active ingredient (formulation or not preparation) may be applied first. And apply other active ingredients (with or without formulation) later It may be sprayed. The order of application is arbitrary.

  Hereinafter, the herbicidal composition of the present invention will be specifically described with reference to formulation examples and test examples, but the present invention is not limited thereto. In the following formulation examples, “%” indicates mass%.

Formulation Example 1
Wettable powder Pyrazolate (Compound (IA)) 10 parts by mass, Compound (II) 0.5 part by mass, Carplex # 80D (manufactured by Shionogi & Co., Ltd.) 10 parts by mass, Gohsenol GL05-S (Nippon Synthesis) Chemical Co., Ltd.) 2 parts by mass, New Coal 291PG (dioctylsulfosuccinate sodium salt, Nippon Emulsifier Co., Ltd.) 0.5 parts by mass, Neogen Powder (Daiichi Kogyo Seiyaku Co., Ltd.) 5 parts by mass 10 parts by mass of Radiolite # 200 (manufactured by Showa Chemical Industry Co., Ltd.) and 62 parts by weight of H derivative (manufactured by Keiwa Furnace Co., Ltd.) were thoroughly mixed. The mixture was pulverized with an air mill (SK-JET O MIZER model 0101, manufactured by Seishin Enterprise Co., Ltd.) to obtain a mixed wettable powder.

Formulation Example 2
Granules Pyrazolate (compound (IA): 94.0%) 63.8 parts by mass, compound (II) (96.0%) 2.43 parts by mass and calcium carbonate calfin 600 (manufactured by Adachi Lime Co., Ltd.) ) 33.77 parts by mass are mixed, and the mixture is pulverized with an air mill (SK-JET O MIZER model 0101, manufactured by Seishin Enterprise Co., Ltd.) to mix pyrazolate (compound (IA)) and compound (II). I got a premix. 30 parts by mass of mixed premix, 2 parts by mass of sodium tripolyphosphate (Mitsui Chemicals), 1 (dextrin, manufactured by Nippon Starch Chemical Co., Ltd.) 1.5 parts by mass, bentonite (produced by Toyoshun Mining Co., Ltd.) 25 parts by mass and calcium carbonate 41.3 parts by mass were manufactured by Niida (Fuji Sangyo Co., Ltd.) FM-NW-5 type), and an aqueous solution in which 0.2 part by weight of New Coal 291PG (manufactured by Nippon Emulsifier Co., Ltd.) and 13 parts by weight of water are added and further mixed. The kneaded product was extruded and granulated using a NIPOWAL Co., Ltd. screen (1.0 mmφ screen). The obtained granulated product was dried with a shelf dryer (manufactured by Tabai Co., Ltd., PERFECT OVEN PS-222 type, 60 ° C.), and then sieved to 600 to 1190 μm, and pyrazolate (compound (IA) )) A granule containing 18% and 0.7% of compound (II) was obtained.

Test example 1
Field test of herbicidal effect and phytotoxicity to transplanted paddy rice Fields where Tainubie (ECH), Konagi (MOOVA) and Inuta firefly (SCI) naturally occur were replaced on May 10 (2006). Nipponbare (ORY) was transplanted into a seedling machine to make it flooded. After dividing the area of 8 m ² , 4 days after transplantation, the prescribed amount of granules prepared according to Formulation Example 2 was treated with flooded soil, and on June 28, according to the following criteria, herbicidal effect and transplanted rice The chemical damage was determined, and the results are shown in Table 1.
Based on the determined herbicidal effect, using Colby's formula (Weeds 15, P20-22, 1967), the value (expected value) representing the additive effect when two compounds are mixed is shown in the table Also shown in parentheses. If the actual experimental result exceeds the expected value, it means that the combination of the two compounds has a synergistic effect.
(1) Criteria for determining weeding effect (index)
0 (index): 0 to 5% (growth inhibition rate)
1: 6-15%
2: 16-25%
3: 26-35%
4: 36-45%
5: 46-55%
6: 56-65%
7: 66-75%
8: 76-85%
9: 86-95%
10: 96-100%
(2) Criteria for phytotoxicity ("-" to "++++")
-: None (drug hazard level)
±: Minor +: Small + +: Medium +++: Large +++++: Large

  As is clear from Test Example 1, the composition containing the pyrazole derivative of the present invention (compound (IA)) and compound (II) as active ingredients was tested against the weeds tested, particularly Tainubie (Hie). As compared with the case where each compound was used alone, an unexpected synergistic effect was observed, it became possible to control weeds with a smaller dose, and no phytotoxicity was observed on paddy rice.

  The herbicidal composition of the present invention has a broad herbicidal spectrum, can control important weeds with a smaller amount of an active ingredient, has an unexpected synergistic effect especially on the fly, and transplantation It can be used as a herbicide for agriculture and horticulture because it does not cause phytotoxicity to paddy rice.

Claims (3)

4- (2,4-dichlorobenzoyl) -1,3-dimethyl-5-pyrazolyl -p- toluenesulfonate Natick preparative及 beauty 1- (2-chloro -6-n-propyl-imidazo [1,2-b] pyridazine A herbicidal composition containing -3-ylsulfonyl) -3- (4,6-dimethoxypyrimidin-2-yl) urea as an active ingredient. A method for using a herbicidal composition comprising controlling the weeds using the herbicidal composition according to claim 1 . 4- (2,4-dichlorobenzoyl) -1,3-dimethyl-5-pyrazolyl -p- toluenesulfonate Natick preparative及 beauty 1- (2-chloro -6-n-propyl-imidazo [1,2-b] pyridazine A method for controlling weeds, characterized in that 3-ylsulfonyl) -3- (4,6-dimethoxypyrimidin-2-yl) urea is used in combination.