JP4708349B2 - Herbicide composition for paddy field - Google Patents

Description

  The present invention relates to a herbicidal composition for paddy fields. More specifically, the present invention relates to a herbicidal composition for paddy fields containing herbicidal benzoylcyclohexadiones and certain known herbicidal compounds as active ingredients.

  Herbicidal benzoylcyclohexadiones are known from WO 98/29406, WO 00/21924, WO 01/07422. Some of the compounds disclosed in these documents exhibit a good control effect against paddy field weeds.

  However, in practice, these compounds do not exhibit a sufficiently satisfactory herbicidal effect and / or phytotoxicity to paddy rice is also observed. In practice, however, the use of benzoylcyclohexanediones known from those documents is often accompanied by disadvantages. Thus, herbicidal activity is not always sufficient, or even when the herbicidal activity is sufficient, undesirable damage to rice plants is observed.

  The herbicidal activity depends inter alia on the type of herbicide used, its application rate, the production method, the harmful plants to be controlled, the climatic conditions and the soil conditions. Another criterion is the duration of action or degradation rate of the herbicide. In some cases, changes in the susceptibility of harmful plants to active ingredients for long-term use or within geographically limited areas must also be taken into account. Such changes manifest themselves as an apparent loss of action and are only partially supplemented by increasing the amount of herbicide applied.

  Due to the large number of possible influencing factors, a single active ingredient with desirable properties for various uses is virtually absent, especially depending on the type of harmful plant and the climatic zone. In addition, there is an ever-increasing demand to achieve effects with increasingly smaller amounts of herbicides. Smaller amounts used not only reduce the amount of active ingredient required for application, but generally also reduce the amount of formulation aid required. Both of these reduce the input costs and at the same time reduce the environmental burden of using herbicides.

  A method often used to improve the herbicidal use characteristics is to combine the active ingredient with one or more other active ingredients that provide the desired additional properties. However, when several active ingredients are used in combination, physical phenomena and biological incompatibility such as loss of stability of the co-formulation, degradation of the active ingredient, or antagonism of the active ingredient Is often observed. In contrast, a combination of active ingredients that has an advantageous spectrum of action, high stability and the highest possible synergistic enhancement that can reduce the application rate compared to the single use of the active ingredients in combination is desirable. .

  The object of the present invention is to provide a herbicidal composition for use in rice crops, which has improved properties compared to the prior art.

式中、
Ｒ^１はＣ_１−４アルキルを示し、
Ｒ^２はＯ−Ｒ^６、ＳＯ_ｍ−Ｒ^７、シアナート、シアノ、チオシアナート又はハロゲンを示し、
Ｒ^３及びＲ^４は互いに独立して水素、ハロゲン、Ｃ_１−４アルキル、ハロ−Ｃ_１−４アルキル、シアノ、ニトロ又はＳＯ_ｍ−Ｒ^７を示し、
Ｒ^５はＯ−（ＣＨ_２）_ｐ−Ｏ−（ＣＨ_２）_ｑ−ＯＲ^７、Ｃ_３−８シクロアルキルオキシ、Ｃ_３−８シクロアルキル−Ｃ_１−４アルコキシ、２−テトラヒドロフラニルメトキシ、３−テトラヒドロフラニルメトキシ、２−テトラヒドロ−２Ｈ−ピラニルメトキシ、２−テトラヒドロチエニルメトキシ、２−フラニルメトキシ又は２−チエニル−メトキシを示し、
Ｒ^６は水素、Ｃ_１−４アルキル又はハロ−Ｃ_１−４アルキルを示し、
Ｒ^７はＣ_１−４アルキル、Ｃ_２−４アルケニル、Ｃ_２−４アルキニル、ハロ−Ｃ_１−４アルキル、ハロ−Ｃ_２−４アルケニル又はハロ−Ｃ_２−４−アルキニルを示し、
ｎは０、１、２、３、４、５又は６を示し、
ｍは０、１又は２を示し、
ｐは２、３又は４を示し、そして
ｑは２、３又は４を示す、
で表される化合物又は農業上許容されるその塩の少なくとも１種（「（ａ）成分」）、並びに、
（ｂ） 下記の一般名又はコード番号：ピラクロニル、ＨＯＫ２０１、ナプロアニリド、ピラゾレート、ピラゾキシフェン、クロメプロップ、クミルロン、ジメピペレート、キノクラミン、ベンスリド、シメトリン、ブタミホス、ＭＣＰＢ及びベンタゾンで表わされる化合物からなる群より選ばれる少なくとも１種の化合物（「（ｂ）成分」）を有効成分としてその有効量を含有する除草剤組成物に関する。 The present invention
(A) Formula

Where
R ¹ represents C _1-4 alkyl;
R ² represents O—R ⁶ , SO _m —R ⁷ , cyanate, cyano, thiocyanate or halogen;
R ³ and R ⁴ independently of one another represent hydrogen, halogen, C _1-4 alkyl, halo-C _1-4 alkyl, cyano, nitro or SO _m —R ⁷ ,
R ⁵ represents O— (CH ₂ ) _p —O— (CH ₂ ) _q —OR ⁷ , C _3-8 cycloalkyloxy, C _3-8 cycloalkyl-C _1-4 alkoxy, 2-tetrahydrofuranylmethoxy, 3 -Tetrahydrofuranylmethoxy, 2-tetrahydro-2H-pyranylmethoxy, 2-tetrahydrothienylmethoxy, 2-furanylmethoxy or 2-thienyl-methoxy,
R ⁶ represents hydrogen, C _1-4 alkyl or halo-C _1-4 alkyl;
R ⁷ represents C _1-4 alkyl, C _2-4 alkenyl, C _2-4 alkynyl, halo-C _1-4 alkyl, halo-C _2-4 alkenyl or halo-C _2-4 -alkynyl;
n represents 0, 1, 2, 3, 4, 5 or 6;
m represents 0, 1 or 2,
p represents 2, 3 or 4 and q represents 2, 3 or 4;
Or at least one of the agriculturally acceptable salts thereof (“component (a)”), and
(B) at least one selected from the group consisting of the compounds represented by the following general names or code numbers: pyraclonyl, HOK201, naproanilide, pyrazolate, pyrazoxiphene, clomeprop, cumylronate, dimepiperate, quinoclamin, benzulide, cimetrin, butamifos, MCPB and bentazone The present invention relates to a herbicidal composition containing an effective amount of a seed compound (“component (b)”) as an active ingredient.

  According to the above composition of the present invention, surprisingly, the herbicidal effect is substantially higher than the sum of the effects of each active compound compared to the case where each active compound is used alone. It is. As a result, when performing weed control, it is possible to substantially reduce the concentration of individual drugs that have been routinely used so far. At the same time, according to the composition, a broad herbicidal spectrum can be obtained, and the appropriate period of treatment can be extended over a long period. For example, in paddy rice cultivation, it grows from the beginning of weed development immediately after transplanting. An excellent herbicidal effect is shown even if it is used at any time until the season. Further, the herbicidal effect is long-lasting, excellent in residual effect, and has no phytotoxicity to rice.

Preferred herbicidal compositions are as component (a) in formula (I):
R ¹ represents C _1-4 alkyl;
R ² represents O—R ⁶ , SO _m —R ⁷ , cyanate, cyano, thiocyanate or halogen;
R ³ and R ⁴ independently of one another represent hydrogen, halogen, C _1-4 alkyl, halo-C _1-4 alkyl, cyano, nitro or SO _m —R ⁷ ,
R ⁵ represents O— (CH ₂ ) _p —O— (CH ₂ ) _q —OR ⁷ , C _3-8 cycloalkyloxy, C _3-8 cycloalkyl-C _1-4 alkoxy or 2-tetrahydrofuranylmethoxy. ,
R ⁶ represents hydrogen, C _1-4 alkyl or halo-C _1-4 alkyl;
R ⁷ represents C _1-4 alkyl, C _2-4 alkenyl, C _2-4 alkynyl, halo-C _1-4 alkyl, halo-C _2-4 alkenyl or halo-C _2-4 -alkynyl;
n represents 0, 1, 2, 3, 4, 5 or 6;
m represents 0, 1 or 2,
p represents 2, 3 or 4 and q represents 2, 3 or 4;
Contains compounds.

Particularly preferred herbicidal compositions are those in formula (I) as component (a):
R ¹ represents methyl;
R ² represents OR ⁶
R ³ and R ⁴ independently of one another represent hydrogen, chloro, fluoro, methyl, trifluoromethyl, cyano, nitro or SO ₂ —R ⁷ ,
R ⁵ represents O— (CH ₂ ) _p —O— (CH ₂ ) _q —OR ⁷ , C _3-8 cycloalkyloxy, C _3-8 cycloalkyl-C _1-4 alkoxy, 2-tetrahydrofuranylmethoxy, 3 -Tetrahydrofuranylmethoxy, 2-tetrahydro-2H-pyranylmethoxy, 2-tetrahydrothienylmethoxy, 2-furanylmethoxy or 2-thienylmethoxy,
R ⁶ represents hydrogen,
R ⁷ represents methyl or ethyl,
n represents 0, 1 or 2, and m, p and q each represent 2.
Contains compounds.

Further preferred is a herbicidal composition comprising, as component (a), a compound of formula (Ia) having the meaning described below:

  The component (b) is preferably (b-1) pyraclonyl, (b-2) HOK201, (b-3) naproanilide, (b-4) pyrazolate, (b-5) pyrazoxifene, (b-6) chromeprop. (B-7) cumyluron, (b-8) dimethylpiperate, (b-9) quinoclamine, (b-10) benzulide, (b-11) simethrin, (b-12) butamifos, (b-13) MCPB and (B-14) Bentazone.

In this context, herbicidal compositions of particular interest are those having one or more synergistically active contents of the following combinations of two compounds (A) + (B): is there:
(A-1) + (b-1), (a-1) + (b-2), (a-1) + (b-3), (a-1) + (b-4), (a -1) + (b-5), (a-1) + (b-6), (a-1) + (b-7), (a-1) + (b-8), (a-1) ) + (B-9), (a-1) + (b-10)
, (A-1) + (b-11), (a-1) + (b-12), (a-1) + (b-13), (a-1) + (b-14);
(A-2) + (b-1), (a-2) + (b-2), (a-2) + (b-3), (a-2) + (b-4), (a -2) + (b-5), (a-2) + (b-6), (a-2) + (b-7), (a-2) + (b-8), (a-2) ) + (B-9), (a-2) + (b-10), (a-2) + (b-11), (a-2) + (b-12), (a-2) + (B-13), (a-2) + (b-14);
(A-3) + (b-1), (a-3) + (b-2), (a-3) + (b-3), (a-3) + (b-4), (a -3) + (b-5), (a-3) + (b-6), (a-3) + (b-7), (a-3) + (b-8), (a-3) ) + (B-9), (a-3) + (b-10), (a-3) + (b-11), (a-3) + (b-12), (a-3) + (B-13), (a-3) + (b-14);
(A-4) + (b-1), (a-4) + (b-2), (a-4) + (b-3), (a-4) + (b-4), (a -4) + (b-5), (a-4) + (b-6), (a-4) + (b-7), (a-4) + (b-8), (a-4) ) + (B-9), (a-4) + (b-10), (a-4) + (b-11), (a-4) + (b-12), (a-4) + (B-13), (a-4) + (b-14);
(A-5) + (b-1), (a-5) + (b-2), (a-5) + (b-3), (a-5) + (b-4), (a -5) + (b-5), (a-5) + (b-6), (a-5) + (b-7), (a-5) + (b-8), (a-5) ) + (B-9), (a-5) + (b-10), (a-5) + (b-11), (a-5) + (b-12), (a-5) + (B-13), (a-5) + (b-14);
(A-6) + (b-1), (a-6) + (b-2), (a-6) + (b-3), (a-6) + (b-4), (a -6) + (b-5), (a-6) + (b-6), (a-6) + (b-7), (a-6) + (b-8), (a-6) ) + (B-9), (a-6) + (b-10), (a-6) + (b-11), (a-6) + (b-12), (a-6) + (B-13), (a-6) + (b-14);
(A-7) + (b-1), (a-7) + (b-2), (a-7) + (b-3), (a-7) + (b-4), (a -7) + (b-5), (a-7) + (b-6), (a-7) + (b-7), (a-7) + (b-8), (a-7) ) + (B-9), (a-7) + (b-10), (a-7) + (b-11), (a-7) + (b-12), (a-7) + (B-13), (a-7) + (b-14);
(A-8) + (b-1), (a-8) + (b-2), (a-8) + (b-3), (a-8) + (b-4), (a -8) + (b-5), (a-8) + (b-6), (a-8) + (b-7), (a-8) + (b-8), (a-8) ) + (B-9), (a-8) + (b-10), (a-8) + (b-11), (a-8) + (b-12), (a-8) + (B-13), (a-8) + (b-14);
(A-9) + (b-1), (a-9) + (b-2), (a-9) + (b-3), (a-9) + (b-4), (a -9) + (b-5), (a-9) + (b-6), (a-9) + (b-7), (a-9) + (b-8), (a-9) ) + (B-9), (a-9) + (b-10), (a-9) + (b-11), (a-9) + (b-12), (a-9) + (B-13), (a-9) + (b-14);
(A-10) + (b-1), (a-10) + (b-2), (a-10) + (b-3), (a-10) + (b-4), (a −10) + (b−5), (a−10) + (b−6), (a−10) + (b−7), (a−10) + (b−8), (a−10) ) + (B-9), (a-10) + (b-10), (a-10) + (b-11), (a-10) + (b-12), (a-10) + (B-13), (a-10) + (b-14);
(A-11) + (b-1), (a-11) + (b-2), (a-11) + (b-3), (a-11) + (b-4), (a -11) + (b-5), (a-11) + (b-6), (a-11) + (b-7), (a-11) + (b-8), (a-11) ) + (B-9), (a-11) + (b-10), (a-11) + (b-11), (a-11) + (b-12), (a-11) + (B-13), (a-11) + (b-14);
(A-12) + (b-1), (a-12) + (b-2), (a-12) + (b-3), (a-12) + (b-4), (a -12) + (b-5), (a-12) + (b-6), (a-12) + (b-7), (a-12) + (b-8), (a-12) ) + (B-9), (a-12) + (b-10), (a-12) + (b-11), (a-12) + (b-12), (a-12) + (B-13), (a-12) + (b-14);

Pyraclonil is described in WO 94/8999 and HOK201 is described in WO 98/38176. Other than these compounds, for example, The Pesticide Manual 12th edition (British Crop Protection)
Council, 2000).

  The herbicidal compounds as the component (b) described above can be used alone or in combination of two or more.

  In the composition of the present invention, the mixing ratio of the component (a) and the component (b) can be changed over a relatively wide range depending on the application time, application region, application method and the like of the composition. In general, with respect to 1 part by mass of the compound of formula (I) as the component (a) or an agriculturally acceptable salt thereof, at least one herbicidal compound as the component (b) is 1/200 to 200 parts by mass. , Preferably it can be used in the range of 1 / 20-20 mass parts. More specifically, the use ratio of the individual compounds of the component (b) can be as follows per 1 part by mass of the compound of the formula (I) which is the component (a) or a salt thereof.

(B-1) Pyraclonil: 1/200 to 100 parts by mass, preferably 1/10 to 10 parts by mass,
(B-2) HOK201: 1/200 to 100 parts by mass, preferably 1/10 to 10 parts by mass,
(B-3) Naproanilide: 1/100 to 200 parts by mass, preferably 1/10 to 20 parts by mass,
(B-4) Pyrazolate: 1/100 to 200 parts by mass, preferably 1/10 to 20 parts by mass,
(B-5) pyrazoxifene: 1/200 to 100 parts by mass, preferably 1/10 to 10 parts by mass,
(B-6) Chlomeprop: 1 / 200-100 parts by mass, preferably 1 / 10-10 parts by mass,
(B-7) Cumyllon: 1/100 to 200 parts by mass, preferably 1/10 to 20 parts by mass,
(B-8) Dimepiperate: 1/100 to 200 parts by mass, preferably 1/10 to 20 parts by mass,
(B-9) Quinocamine: 1/100 to 200 parts by mass, preferably 1/10 to 20 parts by mass,
(B-10) Benthlide: 1/100 to 200 parts by mass, preferably 1/10 to 20 parts by mass,
(B-11) cimetrin: 1/200 to 100 parts by mass, preferably 1/10 to 10 parts by mass,
(B-12) Butamifos: 1 / 200-100 parts by mass, preferably 1 / 10-10 parts by mass,
(B-13) MCPB: 1 / 200-100 parts by mass, preferably 1 / 10-10 parts by mass,
(B-14) Bentazone: 1/100 to 200 parts by mass, preferably 1/10 to 20 parts by mass.

  The composition of the present invention exhibits a strong herbicidal effect against paddy field weeds. Therefore, the composition can be used as a herbicide composition for paddy fields, particularly as a selective herbicide for paddy rice.

The composition of this invention can be used with respect to the various weeds which generate | occur | produce in a paddy field. Examples include the following:
Dicotyledonous plants of the following genera : Polygonum, Roppa, Ropela, Lindernia, Bidens, Dopatrium, Esprit The genus Elatine, Gratiola, Linderia, Ludwigia, Oenanthe, Ranunculus, and Destros.

Monocotyledonous plants of the following genera : Echinochloa, Millic genus (Panicum), Papaver genus (Poa), Cyperus genus (Monperoria), Monochoria genus (Fimbristiris), Sidum genus (S) Hario genus (Eleocharis), Firefly genus (Sirpus), Sasiomodaka genus (Alisma), Ibomusa genus (Aneilema), Subuta genus (Elyocaulon), Hiramshiro genus (Potamogeton) and the like.

Specifically, the composition of the present invention can be used, for example, for the following representative paddy weeds.
Dicotyledonous plants: Rotala indica (Rotala indica Koehne), false pimpernel (Lindernia procumbens Philcox), Choujitade (Ludwigia prostrate Roxburgh), pondweed (Potamogeton distinctus A. Benn), Elatine triandra Schk (Elatine triandra Schk), Seri (Oenanthe javanica).
Monocots: barnyardgrass (Echinochloa oryzicola Vasing), Monochoria (Monochoria vaginalis Presl), Eleocharis acicularis (Eleocharis acicularis L.), water chestnut (Eleocharis Kuroguwai Ohwi), smallflower umbrellaplant (Cyperus difformis L.), Cyperus (Cyperus serotinus Rottboel), arrowhead ( Sagitaria pygmaea Miq), Alasma canalicatum A. Br. Et Bouche, Firefly (Sirpus juncoides Roxburgh).

  However, the use of the composition of the present invention is not limited to these weeds, and can be similarly applied to other weeds.

  When the composition of the present invention is used for controlling paddy field weeds, it can be made into a usual preparation form. Examples of the dosage form include liquids, emulsions, wettable powders, suspensions, powders, soluble powders, granules, suspension emulsion concentrates, solids (jumbo), floating granules, and polymer substances. The inside microcapsule etc. can be mentioned.

  Individual types of formulations are known in principle and are described, for example, in Winnacker-Kuechler, Technologie ”[Chemical Engineering], Volume 7, C. Hauser Verlag Munich, 4th edition, 1986; van Valkenburg,“ Pesticides Formulations ”, Marcel Dekker NY, 1973; K. Martens,“ Spray Drying Handbook ”, 3rd edition, 1979, G. Goodwin Ltd. London. For example, inert materials, surfactants, solvents and further additives are known as well, and for example, Watkins, “Handbook of Insecticide Dust Diluents and Carriers”, 2nd edition, Darland Books, Caldwell NJ H. v. Olphen, “Introduction to Clay Colloid Chemistry”, 2nd edition, J. Wiley & Sons, NY; Marsden, “Solvents Guide”, 2nd edition, lnterscience, NY 1950; McCutcheon's, “Detergents and Emulsifiers Annual ”, MC Publ. Corp., Ridegewood NJ; Sisley and Wood,“ Encyclopedia of Surface Active Agents ”, Chem. Publ. Co. Inc., NY 1964; Schoenfeldt,“ Grenzflaehenaktive Aethylenoxidaddukte ”[Surface-active ethylene oxide adducts], Wiss. Verlagsgesellschaft, Stuttgart 1976; Winnacker-Kuehler,“ Chemische Technologie ” Volume 7, C. Hauser Verlag Munich, 4th edition, 1986.

  Based on their formulation, combinations with other agrochemically active substances, such as other herbicides, antifungals or insecticides, and combinations with safeners, fertilizers and / or growth regulators Can also be prepared, for example, in the form of a ready-mix or tank mix.

  These preparations can be prepared by methods known per se. For example, the components (a) and (b) can be combined with a bulking agent, i.e. a liquid diluent and / or a solid diluent, and if necessary a surfactant, i.e. an emulsifier and / or a dispersant and / or Alternatively, a formulation according to the invention can be prepared by mixing with a foam-forming agent.

  When water is used as the extender, for example, an organic solvent can be used as an auxiliary solvent. Examples of the liquid diluent include aromatic hydrocarbons (for example, xylene, toluene, alkylnaphthalene), chlorinated aromatic or chlorinated aliphatic hydrocarbons (for example, chlorobenzenes, ethylene chloride, methylene chloride, etc.) ), Aliphatic hydrocarbons [eg, cyclohexane and the like or paraffins (eg, mineral oil fractions, minerals and vegetable oils, etc.)], alcohols (eg, butanol, glycol and their ethers or esters), ketones (eg, , Acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, etc.), strong solvents (for example, dimethylformamide, dimethyl sulfoxide, etc.), and water.

  Examples of solid diluents include ammonium salts and ground natural minerals (for example, kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite, diatomaceous earth, etc.), ground synthetic minerals (for example, highly dispersed silicic acid, alumina, silicic acid) Salt, etc.). Examples of the solid carrier for the powder include, for example, crushed and separated rocks (for example, calcite, marble, pumice, gypsum, dolomite, etc.), synthetic grains of inorganic and organic powders, and fine organic substances. (For example, sawdust, coconut fruit, corn cobs, tobacco stem, etc.) can be used.

  Examples of emulsifiers and / or foams include nonionic and anionic emulsifiers [for example, polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers (for example, alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates). , Aryl sulfonates, etc.)], and albumin hydrolysis products.

  As the dispersant, for example, lignin sulfite waste liquid and methylcellulose are suitable.

Fixing agents can also be used in preparations (powder, granules, emulsions), such as carboxymethyl cellulose, natural and synthetic polymers (for example, gum arabic, polyvinyl alcohol, polyvinyl acetates, etc.), Examples thereof include natural phospholipids (for example, cephalins and lecithins) and synthetic phospholipids.
Furthermore, mineral oils and vegetable oils can also be used as additives.

  Colorants can also be used, such as inorganic pigments (eg, iron oxide, titanium oxide, Prussian blue, etc.), alizarin dyes, organic dyes such as azo dyes or metal phthalocyanine dyes, and further And trace elements such as iron, manganese, boron, copper, cobalt, molybdenum and zinc salts.

  In general, the preparation can contain the component (a) and the component (b) in a total concentration of 0.1 to 95% by mass, preferably 0.5 to 90% by mass.

  The composition of the present invention can be used as it is or in the form of a preparation for controlling weeds, and can be mixed in a tank at the time of use. Furthermore, other known active compounds, particularly usually paddy fields, can be used. It is also possible to formulate active compounds used in, for example, fungicides, insecticides, plant growth regulators, plant nutrients, soil conditioners, safeners and other herbicides. As a preferred example, 1- (α, α-dimethylbenzyl) -3-p-tolylurea is added to the composition of the present invention as a safener for 1 part by mass of the compound (a) of the formula (I). It can be added in an amount in the range of ~ 200 parts by weight, preferably 2-100 parts by weight.

  The composition of the present invention can be used as it is, in the form of a preparation thereof, or in an application form prepared by further diluting from the preparation, for example, ready-to-use solution, emulsion, suspension, It can be used in the form of powder, wettable powder or granule. The preparations in these forms can be applied to paddy fields by usual methods, for example, liquid spraying, spraying, atomizing, dusting, dusting and the like.

  The composition of the present invention can be applied to rice fields before, at the time of rice planting, or after rice planting. The amount of the composition that can be applied can vary within a substantial range. The application rate can be, for example, in the range of 0.01 to 5 kg / ha, preferably 0.06 to 4.5 kg / ha, as the total amount of component (a) and component (b).

  The excellent effects of the composition according to the present invention will be described more specifically by the following examples. However, the present invention should not be limited to this.

Biological test examples and formulation examples:
Preparation of test agent Carrier: 5 parts by mass of acetone Surfactant: 1 part by mass of benzyloxypolyglycol ether Mixing the above carrier and surfactant with 1 part by mass of active compound (component (a) or (b)) Then, the obtained preparation is diluted with water to prepare a test drug having a predetermined dosage.

Test example 1: Effect test of herbicide composition on paddy weeds Paddy rice seedlings (variety of varieties) filled with paddy soil in 1/2000 are pots (25 x 20 x 9 cm) : Nipponbare) 2 transplants of 3 plants per plant per plant.
Next, various seeds of Tainubie, Mitsugayatsuri, Konagi, and Firefly were inoculated with tubers of Urikawa and submerged for about 2 to 3 cm. Five days after paddy rice transplantation, the surface treatment was performed with the test drug prepared by the above method or a mixture thereof. After the treatment, the water was kept 3 cm in water, and the herbicidal effect was evaluated 4 weeks after the drug treatment according to the following criteria (indicated by%).
100%: complete death 0%: no effect or no phytotoxicity The test results are shown in Table 1.

Formulation Example 1
In a mixture of 3 parts by mass of active compound (a-1), 4 parts by mass of active compound (b-1), 32 parts by mass of bentonite (montmorillonite), 58 parts by mass of talc (talc) and 3 parts by mass of lignin sulfonate, water 25 parts by mass are added and hatched well, made into 10-40 mesh granules by an extrusion granulator, and dried at 40-50 ° C. to give granules.

Formulation Example 2
96 parts by mass of clay mineral particles having a particle size distribution of 0.2 to 2 mm are placed in a rotary mixer. After spraying 2 parts by mass of the active compound (a-1) and 2 parts by mass of the active compound (b-2) together with the liquid diluent under rotation, the mixture is dried at 40 to 50 ° C. to give granules. .

Formulation Example 3
4 parts by mass of active compound (a-1), 4 parts by mass of active compound (b-12), 10 parts by mass of ethylene glycol, 3 parts by mass of polyoxyalkylene tristyryl phenyl ether, 10 parts by mass of xanthan gum, 14% silicone oil emulsion A mixture of 0.5 part by mass and 68.5 parts by mass of water is thoroughly stirred and then pulverized with a pulverizer (Dynomill KDL type) to obtain an aqueous suspension preparation.

Formulation Example 4
5 parts by mass of the active compound (a-1), 15 parts by mass of the active compound (b-11), 30 parts by mass of sodium lignin sulfonate, 15 parts by mass of bentonite and 35 parts by mass of calcined diatomaceous earth powder were sufficiently mixed. After adding water to kneaded well, it is extruded and dried with a screen of 0.3 mm to obtain a granular wettable powder.

Claims (6)

(A) Formula

(Where
R ³ represents chloro,
R ⁴ represents a SO ₂ CH _3, and R ⁵ is shows the 2-tetrahydrofuranyl-methoxy)
A compound represented by or an agriculturally customary salt thereof, and,
(B) pyraclonil, HOK201, naproanilide, pyrazolate, pyrazoxyfen, clomeprop, cumyluron, dimepiperate, Baie Nsurido, simetryn, butamifos, at least one compound selected from the group consisting of MCPB and bentazone,
A herbicidal composition comprising: Component (a): (b) weight ratio of the components is 200: 1 to 1: 200 is between composition of claim 1. The composition according to claim 1, wherein the mass ratio of (a) component: (b) component is between 20: 1 and 1:20. Use of the composition according to claim 1 for controlling undesired vegetation. Use of the composition according to claim 1 for controlling paddy weeds. A method for producing a herbicidal composition, comprising mixing the composition according to any one of claims 1 to 3 with an extender and / or a surfactant.