JP5137349B2 - Aqueous suspension herbicidal composition - Google Patents

Description

  The present invention relates to an aqueous suspension herbicidal composition in which degradation of a herbicidal sulfonylurea compound or a salt thereof in water is suppressed and stable suspension is maintained.

  Until now, various herbicides have been developed and put to practical use for the purpose of crop protection in cultivated land and weed control in non-agricultural land. Generally, these herbicides are applied in a form that directly sprays solids such as powders and granules, or is a solid preparation that is sprayed after being diluted in water at the time of use, such as wettable powder and wettable powder. Alternatively, it may be a liquid suspension preparation in which an active ingredient is suspended in water, vegetable oil or the like together with a surfactant or the like and diluted with water at the time of use.

  In order to avoid this, the user may inhale the solid matter that has risen into the air during use when handling the formulation that is directly sprayed with solid matter or the solid formulation that is diluted in water. Is preferably a liquid suspension formulation. Furthermore, in order to easily measure and adjust the amount of the drug product because the area to be sprayed is different from the area per package of the drug product, it is possible to easily use the scales provided on the drug product bottle. The preparation is more advantageous than the solid preparation in which a weighing machine such as a balance must be prepared to measure the weight. In addition, liquid suspension preparations that are suspended in vegetable oils are often used for crop cultivated land, but non-agricultural lands such as roads, railways, factory sites, and playgrounds, When a formulation suspended in vegetable oil is used for orchards, mulberry fields, etc., since the vegetable oil component temporarily remains on the ground after spraying, it may be inconvenient when using the place after spraying. Furthermore, the organic solvent used in the emulsion is preferably not used as much as possible from the viewpoint of the effect on the surrounding environment to be applied or the flammability of the preparation, or even when used, the amount is preferably as small as possible. It is desired to prepare an aqueous suspension herbicidal composition that is stably suspended in water.

  On the other hand, a sulfonylurea compound or a salt thereof as a compound to be blended as an active ingredient of a herbicide is a compound that exerts an excellent herbicidal effect at a relatively small amount applied, and thus is used as an active ingredient of many herbicides. However, sulfonylurea compounds or salts thereof formulated as herbicidal active ingredients generally have the property of being easily decomposed during storage. If the active ingredient concentration in the preparation decreases due to their decomposition, the herbicidal effect expected at the time of application cannot be exhibited, or the internal pressure of the suspension storage container increases during storage due to the generation of gas due to decomposition Sometimes. As a result, the suspension is blown out at the time of opening, which may cause various inconveniences such as contamination of the operator and the surroundings.

  So far, it has been studied to add various compounds in order to prevent the decomposition of the sulfonylurea compound or its salt blended as an herbicidal active ingredient. For example, JP 2000-159603 discloses an aqueous suspension herbicidal composition in which a herbicidal sulfonylurea compound and a phenol sulfonate or a formalin condensate thereof are blended.

  JP-A-59-205305 discloses an aqueous suspension herbicidal composition in which a salt of a herbicidal sulfonylurea compound and an ammonium or alkali metal salt of a carboxylic acid or inorganic acid are blended. Specifically, at the time of producing the aqueous suspension herbicidal composition, the herbicidal sulfonylurea compound and the surfactant are mixed in water, and then an ammonium salt or an alkali metal salt of a carboxylic acid or an inorganic acid is added thereto. It is disclosed that a salt of a herbicidal sulfonylurea compound is formed and precipitated, and the salt of the precipitated herbicidal sulfonylurea compound is dispersed in water by a wet pulverizer or the like.

  Furthermore, Patent 3,175,850 discloses the preparation of an aqueous suspension formulation of pyrazosulfuron using an inorganic acid, an organic acid or a buffer.

JP 2000-159603 A JP 59-205305 A Japanese Patent No. 3,175,850

  Even when the above-described conventional technology is applied, the herbicidal sulfonylurea compound, which is an active ingredient used in the present invention, is practically used because it is easily decomposed in water or the manufacturing process of the suspension is complicated. There were not many examples. Accordingly, there is a need to prepare an aqueous suspension herbicidal composition that does not decompose in water and maintains a stable suspended state without herbicidal sulfonylurea compounds being subjected to complicated steps.

  The present inventors have made various studies in order to solve the above problems. As a result, an aqueous suspension herbicidal composition in which the herbicidal sulfonylurea compound does not decompose in water and maintains a stable suspended state by using an inorganic salt and a sulfonate salt as a specific surfactant. Has been found to be able to be prepared without going through complicated steps, and the present invention has been completed.

  That is, the present invention relates to (1) 1- [3-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl) sulfamoyl] -2-pyridyl] -2-fluoropropyl methoxyacetate, N-[(4,6 -Dimethoxypyrimidin-2-yl) aminocarbonyl] -2- (2-fluoro-1-hydroxypropyl) -3-pyridinesulfonamide and at least one herbicidal sulfonylurea compound selected from the group consisting of salts thereof (2) inorganic salts, (3) aryl sulfonates, alkylaryl sulfonates and at least one sulfonate selected from the group consisting of formalin condensates thereof and (4) an aqueous suspension containing water. The present invention relates to a turbid herbicidal composition and a method for controlling or inhibiting the growth of undesirable plants using the same.

  The present invention also provides an aqueous suspension herbicide using an inorganic salt and at least one sulfonate selected from the group consisting of aryl sulfonates, alkylaryl sulfonates and their formalin condensates. 1- [3-[(4,6-Dimethoxypyrimidin-2-ylcarbamoyl) sulfamoyl] -2-pyridyl] -2-fluoropropyl methoxyacetate, N-[(4,6-dimethoxypyrimidine-2 in the composition -Yl) aminocarbonyl] -2- (2-fluoro-1-hydroxypropyl) -3-pyridinesulfonamide and a method for stabilizing at least one herbicidal sulfonylurea compound selected from the group consisting of salts thereof About.

  Further, the present invention provides at least (1) 1- [3-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl) sulfamoyl] -2-pyridyl] -2-fluoropropyl methoxyacetate, N-[(4, 6-dimethoxypyrimidin-2-yl) aminocarbonyl] -2- (2-fluoro-1-hydroxypropyl) -3-pyridinesulfonamide and at least one herbicidal sulfonylurea selected from the group consisting of salts thereof Compound, (2) inorganic salt, (3) arylsulfonate, alkylarylsulfonate and at least one sulfonate selected from the group consisting of formalin condensates and (4) water, The present invention relates to a method for producing an aqueous suspension herbicidal composition by wet milling as desired.

  INDUSTRIAL APPLICABILITY According to the present invention, an aqueous suspension herbicidal composition in which decomposition of the herbicidal sulfonylurea compound or a salt thereof is suppressed in the aqueous suspension herbicidal composition and the suspension of the preparation is sufficiently maintained, and the same are used. A weeding method can be provided. Furthermore, in the present invention, it is possible to prepare an aqueous suspension herbicidal composition by mixing each component of the preparation and optionally performing wet grinding, and complicated production such as once dissolving and reprecipitation of the active ingredient. No process is required.

  The herbicidal sulfonylurea compound used in the present invention is 1- [3-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl) sulfamoyl] -2-pyridyl] -2-fluoropropyl methoxyacetate, Generic name flucetosulfuron (hereinafter compound A1), N-[(4,6-dimethoxypyrimidin-2-yl) aminocarbonyl] -2- (2-fluoro-1-hydroxypropyl) -3-pyridinesulfonamide (Hereinafter referred to as Compound A2) or a salt thereof. Examples of the salt include various salts, such as a salt with an alkali metal such as sodium or potassium, a salt with an alkaline earth metal such as magnesium or calcium, Or salts with amines such as monomethylamine, dimethylamine, triethylamine and the like can be mentioned.

  Examples of the inorganic salt used in the present invention include various salts such as alkali metal phosphates and alkaline earth metal phosphates. Among these, an alkali metal phosphate is preferable, and among these, sodium dihydrogen phosphate and potassium dihydrogen phosphate are more preferable.

The alkyl moiety in the sulfonates used in the present invention may be linear or branched. Examples thereof include C _1-12 such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl and the like.

  Examples of the aryl moiety in the sulfonates include monocyclic or polycyclic compounds such as a benzene ring or a naphthalene ring.

  Examples of the sulfonate salts include various salts such as salts with alkali metals such as sodium and potassium, and salts with alkaline earth metals such as magnesium and calcium.

  The sulfonates are preferably alkylaryl sulfonates or formalin condensates thereof, more preferably alkylbenzene sulfonates, alkyl naphthalene sulfonates, alkylbenzene sulfonate formalin condensates and alkyl naphthalene sulfonic acids. Salt formalin condensates are preferred, and among these, alkylbenzene sulfonate formalin condensate and alkyl naphthalene sulfonate formalin condensate are more desirable.

  The aqueous suspension herbicidal composition of the present invention may contain various adjuvants as desired. Various adjuvants may be used as long as they are used in the technical field. For example, other surfactants other than the sulfonates, solvents, anti-settling agents, thickeners, antifoams, etc. Agents, antifreezing agents, gelling agents, dispersion stabilizers, safeners, antifungal agents, preservatives, inorganic ammonium salts and the like. Specific examples of these various adjuvants include the following. In addition, preparation preparation can be performed according to the normal method in the said technical field.

  Examples of other surfactants include fatty acid salts, benzoates, alkylsulfosuccinates, dialkylsulfosuccinates, polycarboxylates, alkyl sulfates, alkyl sulfates, alkyl diglycol ether sulfates, alcohol sulfates. Salt, alkyl sulfonate, lignin sulfonate, alkyl diphenyl ether disulfonate, polystyrene sulfonate, alkyl phosphate ester salt, alkyl aryl phosphate, styryl aryl phosphate, polyoxyethylene alkyl ether sulfate salt, Polyoxyethylene alkyl aryl ether sulfate, polyoxyethylene styryl aryl ether sulfate, polyoxyethylene styryl aryl ether ammonium sulfate, polyoxyethylene alkyl aryl ether Sulfate ester salt, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkylaryl phosphate ester salt, polyoxyethylene styryl aryl ether phosphate ester or salt thereof, salt of phenolsulfonic acid formalin condensate, alkyl maleate Anionic surfactant such as block polymer; sorbitan fatty acid ester, glycerin fatty acid ester, fatty acid polyglyceride, fatty acid alcohol polyglycol ether, acetylene glycol, acetylene alcohol, oxyalkylene block polymer, polyoxyethylene alkyl ether, polyoxy Ethylene alkyl aryl ether, polyoxyethylene styryl aryl ether, polyoxyethylene glycol alkyl ether, polyoxy Nonionic system such as ethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene castor oil, polyoxypropylene fatty acid ester Surfactant; Cationic surfactants such as alkoxylated aliphatic amines may be mentioned, and two or more of them may be appropriately mixed as desired.

Examples of the anti-settling agent include silica, organic bentonite (Bentonite-alkylamino complex), bentonite, white carbon, aluminum magnesium silicic acid, and the like, and two or more of these may be used as appropriate.
Examples of the thickener include heteropolysaccharides such as xanthan gum and guar gum, polyvinyl alcohol, water-soluble polymers such as sodium carboxymethylcellulose and sodium alginate, bentonite, and white carbon. If desired, two or more of these may be used. May be used as appropriate.

Examples of the antifoaming agent include polydimethylsiloxane, acetylene alcohol, and the like, and two or more of these may be appropriately mixed as desired.
Examples of the antifreezing agent include ethylene glycol, propylene glycol, glycerin, urea and the like, and two or more of these may be appropriately mixed as desired.
Examples of preservatives include formalin, parachlorometaxylenol, 1,2-benzisothiazolin-3-one, and two or more of these may be used as appropriate.

  Examples of the solvent include monohydric alcohols such as propanol and isobutanol; polyhydric alcohols such as ethylene glycol, propylene glycol, diethylene glycol, hexylene glycol, polyethylene glycol, polypropylene glycol, and glycerin; propyl cellosolve, butyl cellosolve, and phenyl. Cellosolve, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, glycol ethers such as propylene glycol monophenyl ether; ethers such as dioxane; cyclohexanone, methyl isobutyl ketone and the like Ketones; fatty acids such as acetic acid and butyric acid; isopropyl acetate; Esters such as butyl acetate; nitrogen- and sulfur-containing solvents such as N-methylformamide, N-methylpyrrolidone, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, amines and ether amines; Aliphatic hydrocarbons such as paraffin and isoparaffin; aromatic hydrocarbons such as alkylbenzene, alkylnaphthalene, and phenylxylylethane may be used, and two or more of these may be used as appropriate.

  In the present invention, if desired, other herbicidal compounds other than the herbicidal sulfonylurea compound or a salt thereof can be mixed or used together, and in this case, more excellent effects and functions may be exhibited. For example, the range of applicable grass species, the timing of chemical treatment, herbicidal activity, etc. may be improved in a preferred direction. In addition, even if herbicidal sulfonylurea compounds or their salts and other herbicidal compounds are separately formulated and mixed at the time of spraying, they are used as an aqueous suspension mixed herbicidal composition formulated together. May be used. The present invention also includes the above-described aqueous suspension mixed herbicidal composition, and a method for controlling undesired plants or suppressing the growth using the composition. The present invention also includes a method for controlling an undesirable plant or suppressing its growth by using separately prepared herbicidal sulfonylurea compounds or salts thereof and other herbicidal compounds.

  Other herbicidal compounds can be appropriately selected from, for example, the following compound groups (1) to (11) (generic names; some of which are included in the application for ISO). Even when there is no particular description, when various structural isomers such as salts, alkyl esters, and optical isomers exist in these compounds, they are naturally included.

  (1) 2,4-D, 2,4-DB, 2,4-DP, MCPA, MCPB, MCPP, naproanilide, phenoxy such as clomeprop, 2,3,6-TBA, Aromatic carboxylic acids such as dicamba, dichlobenil, picloram, triclopyr, clopyralid, aminopyralid, other naptalam, benazolin, quinclo It is said to show herbicidal efficacy by disturbing the hormonal action of plants such as quinclorac, quinmerac, diflufenzopyr, thiazopyr.

  (2) urea systems such as chlorotoluron, diuron, fluometuron, linuron, isoproturon, metobenzuron, tebuthiuron, simazine, Atrazine, atratone, simetrin, promethrin, dimethametryn, hexazinone, metribuzin, terbuthylazine, cyanazine, ametrine, ametrine Triazines such as cybutryne, triaziflam, propazine, uracils such as bromacil, lenacil, terbacil, propanil, cypromid A Carbamates such as lido, swep, desmedipham, phenmedipham, hydroxybenzo such as bromoxynil, bromoxynil-octanoate, ioxynil Nitriles, other pyridates, bentazone, amicarbazone, methazole, etc. that are said to show herbicidal efficacy by inhibiting plant photosynthesis.

  (3) Quaternary ammonium salt systems such as paraquat and diquat, which are said to themselves become free radicals in the plant body and generate active oxygen to show rapid herbicidal efficacy.

  (4) Nitrofen, Chlomethoxyfen, bifenox, acifluorfen-sodium, fomesafen, oxyfluorfen, lactofen, ethoxyphenethyl Diphenyl ethers such as (ethoxyfen-ethyl), chlorphthalim, flumioxazin, flumiclorac-pentyl, cyclic imides such as fluthiacet-methyl, and other oxadiargyl ( oxadiargyl), oxadiazon, sulfentrazone, carfentrazone-ethyl, thidiazimin, pentoxazone, azafenidin, isopropazol Isopropazole, pyraflufen-ethyl, benzfendizone, benzfendizone, butafenacil, metobenzuron, cinidon-ethyl, flupoxam, fluazolate, Inhibits plant chlorophyll biosynthesis, such as profluazol, pyrachlonil, flufenpyr-ethyl, and bencarbazone, and provides photosensitized peroxides in plants It is said to show herbicidal efficacy by accumulating abnormally.

  (5) pyridazinones such as norflurazon, chloridazon, metflurazon, pyrazolate, pyrazoxifene, benzofenap, topramezone, BAS-670H, pyra Pyrazoles such as pyrasulfotole, other amitrol, fluridone, flurtamone, diflufenican, methoxyphenone, clomazone, sulcotrione, Mesotrione, AVH-301, isoxaflutole, difenzoquat, isoxachlortole, benzobicyclon, picolinafen, biflubutamide (beflub) such as utamid), which inhibits pigment biosynthesis of plants such as carotenoids and is said to show herbicidal properties characterized by whitening.

  (6) Diclohopop-methyl, flamprop-M-methyl, pyriphenop-sodium, fluazifop-butyl, haloxyhop-methyl ( Aryloxyphenoxy such as haloxyfop-methyl, quizalofop-ethyl, cyhalofop-butyl, fenoxaprop-ethyl, metamifop-propyl Propionic acid, alloxydim-sodium, clethodim, sethoxydim, tralkoxydim, butroxydim, tepraloxydim, caloxydim, clefoxydim , Cyclohexanedione such as profoxydim What is specifically herbicidal activity to grasses are found strongly, such as.

  (7) Chlorimuron-ethyl, sulfometuron-methyl, primisulfuron-methyl, bensulfuron-methyl, chlorsulfuron, methos Methylsulfuron-methyl, Cinosulfuron, pyrazosulfuron-ethyl, azimsulfuron, flazasulfuron, rimsulfuron, nicosulfuron, imazosulfuron imazosulfuron, cyclosulfamuron, prosulfuron, flupirsulfuron, triflusulfuron-methyl, halosulfuron-methyl, thifensulfuron- methyl) Ethoxysulfuron, oxasulfuron, ethametsulfuron, iodosulfuron, sulfosulfuron, triasulfuron, tribenuron-methyl ), Tritosulfuron, forumsulfuron, trifloxysulfuron, isosulfuron-methyl, mesosulfuron-methyl, orthosulfamuron Sulfonylureas such as amidosulfuron, flumetsulam, metosulam, diclosulam, cloransulam-methyl, florasulam, metosulfam, peno Triazolopyrimidinesulfonamides such as penoxsulam, imazapyr, imazethapyr, imazaquin, imazamox, imazameth, imazameth, imazamethabenz im, pic of azapica Imidazolinones, pyrithiobac-sodium, bispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyriftalid, pyrimisulfurphan (Pyrimisulfan, KUH-021), pyrimidinyl salicylic acid series, flucarbazone, sulfonylaminocarbonyl triazolinone series like procarbazone-sodium, other glyphosate, glyphosate, glyphosate Plant amino acids such as glyphosate-ammonium, glyphosate-isopropylamine, sulphosate, glufosinate, glufosinate-ammonium, bilanafos What is said to show herbicidal efficacy by inhibiting biosynthesis.

  (8) Dinitroaniline series such as trifluralin, oryzalin, oryzalin, nitraline, pendimethalin, ethalfluralin, benfluralin, prodiamine, benzulide (Bensulide), amides such as napronamide, pronamide, amiprofos-methyl, butamifos, anilofos, organic phosphorus such as piperophos, Propham, chlorpropham, phenyl carbamates such as barban, daimuron, cumyluron, cumylamines such as bromobutide, other aslam, dithiopyr (Dithiopyr), thiazopyr (Thiazopyr), caffeentrol (cafenstrole), indanofan (indanofan), etc. that are said to show herbicidal efficacy by inhibiting plant cell mitosis.

  (9) alachlor, metazachlor, butachlor, pretilachlor, metolachlor, S-metolachlor, tenylchlor, petoxamide , Chloroacetamides such as acetochlor, propachlor, propisochlor, molinate, dimepiperate, carbamates such as pyributicarb, and other etobenzanid ), Mefenacet, flufenacet, tridiphane, fentrazamide, oxaziclomefone, dimethenamid, benfuresate, etc. What is showing the herbicidal effect by inhibiting protein biosynthesis or lipid biosynthesis of plants as.

  (10) EPTC, butylate, vernolate, pebulate, cycloate, prosulfocarb, esprocarb, thiobencarb, diallate, triarate Thiocarbamate such as (triallate), other MSMA, DSMA, endothal, etofumesate, sodium chlorate, pelargonic acid, fosamine, pinoxaden, HOK-201 etc.

(11) What is said to show herbicidal efficacy by infesting plants such as Xanthomonas campestris , Epicoccosurus nematosurus , Exserohilum monoseras , Drechsrela monoceras .

  In the aqueous suspension herbicidal composition of the present invention, the blending ratio of each component may be appropriately changed depending on the type of blended component, formulation form, application scene, etc. The compound A1, compound A2 or a salt thereof as a system compound is 0.1 to 60 parts by weight, preferably 0.5 to 50 parts by weight, and the inorganic salt is 0.1 to 25 parts by weight, preferably 1 to 20 parts by weight, and more preferably 2 to 10 parts by weight, and sulfonates are 0.01 to 30 parts by weight, preferably 0.1 to 20 parts by weight, and the remaining main component is water.

  When blended with other surfactants as desired, 0.01 to 20 parts by weight, preferably 0.1 to 15 parts by weight, and when blended with an anti-settling agent, 0.01 to 10 parts by weight, preferably 0.05 to 5 parts by weight. Yes, when blending a thickener, 0.01-10 parts by weight, desirably 0.05-5 parts by weight, when blending an antifoaming agent, 0.001-10 parts by weight, desirably 0.01-5 parts by weight, 0.01 to 10 parts by weight, preferably 0.05 to 5 parts by weight when blended with preservatives, 1 to 70 parts by weight, desirably 1 to 50 parts by weight when blended with solvents, other herbicidal compounds Is blended in an amount of 0.1 to 60 parts by weight, preferably 0.1 to 50 parts by weight.

  The aqueous suspension herbicidal composition of the present invention is used to control a wide range of harmful plants such as annual weeds and perennial weeds by applying to undesired plants or where they grow, such as foliage treatment, soil treatment, and flooding treatment. Its growth can be suppressed. Examples of harmful plants include, for example, Inobie, Tainubie, Agaricus, Enokorogusa, Akinoenokorogusa, Oshiba, Oats, Oats, Sorghum, Shibamugi, Velvet Millet, Paragrass, Azegaya, Itozega, Suzumenotago, Hamanegusa, Azalea Weeping weeds such as firefly, Weeping weeping weeds such as Cyperus weeds such as firefly, Weeping weeping weeping, Weeping weeds such as Urikawa, Omodaka and Heramoda In addition to weeds, Ichibi, Maruagaagao, Shiroza, American golden-toothed deer, Siberian bluefish, Aobiyu, Aogateto, Ebisugusa, Ai Houzuki, Sanaetade, chickweed, cocklebur, Cardamine flexuosa, henbit, ragweed, cleavers, field bindweed, Datura, Ezo Roh fox thistle, and the like Enokigusa. In addition, the scope of application can be varied from farmland such as upland, paddy fields, orchards, and mulberry fields, to non-agricultural land such as forests, farm roads, playgrounds, factory sites, and turf. Compound A1, Compound A2 or a salt thereof as a herbicidal sulfonylurea compound can be applied at a rate of 1 g to 500 g, preferably 2 g to 250 g per 1 ha.

Examples of the present invention will be described below, but the present invention is not limited thereto.
Example 1
(1) Compound A1 (purity 97.9%) 10.0 parts by weight (2) Sodium alkylnaphthalenesulfonate formalin condensate (trade name: Supragil MNS / 25, Rhodia Nikka Co., Ltd.) 4.0 parts by weight (3) diphosphate Sodium hydride 7.0 parts by weight (4) Water 79.0 parts by weight or more were mixed and pulverized with a wet pulverizer for 5 minutes to obtain an aqueous suspension herbicidal composition.

Example 2
(1) Compound A1 (purity 97.9%) 5.0 parts by weight (2) Bensulfuron methyl (purity 99.3%) 5.0 parts by weight (3) Supragil MNS / 25 (same as above) 4.0 parts by weight (4) Silicone antifoaming agent ( Product name: Rhodorsil 432, manufactured by Rhodia Nikka Co., Ltd.) 0.1 parts by weight (5) sodium dihydrogen phosphate 7.0 parts by weight (6) water 68.9 parts by weight (7) xanthan gum (1.5 parts by weight)
A component containing 10.0 parts by weight or more of water containing 1,2-benzisothiazolin-3-one (1.0 part by weight) was mixed and wet-ground by a wet pulverizer for 5 minutes to obtain an aqueous suspension herbicidal composition.

Example 3
(1) Compound A1 (purity 97.9%) 5.0 parts by weight (2) Azimusulfuron (purity 99.0%) 10.0 parts by weight (3) Supragil MNS / 25 (same as above) 4.0 parts by weight (4) Rhodorsil 432 (same as above) 0.1 Parts by weight (5) sodium dihydrogen phosphate 7.0 parts by weight (6) water 63.9 parts by weight (7) xanthan gum (1.5 parts by weight) and
A component containing 10.0 parts by weight or more of water containing 1,2-benzisothiazolin-3-one (1.0 part by weight) was mixed and wet-ground by a wet pulverizer for 5 minutes to obtain an aqueous suspension herbicidal composition.

Example 4
(1) Compound A1 (purity 97.9%) 5.0 parts by weight (2) azimusulfuron (purity 99.0%) 15.0 parts by weight (3) Supragil MNS / 25 (same as above) 4.0 parts by weight (4) Rhodorsil 432 (same as above) 0.1 Part by weight (5) Sodium dihydrogen phosphate 7.0 parts by weight (6) Water 68.9 parts by weight or more of components were mixed and pulverized with a wet pulverizer for 5 minutes to obtain an aqueous suspension herbicidal composition.

Example 5
(1) Compound A2 10.0 parts by weight (2) Supragil MNS / 25 (same as above) 4.0 parts by weight (3) Sodium dihydrogen phosphate 7.0 parts by weight (4) Water 79.0 parts by weight For 5 minutes to obtain an aqueous suspension herbicidal composition.

Comparative Example 1
(1) Compound A1 (purity 97.9%) 10.0 parts by weight (2) Supragil MNS / 25 (same as above) 4.0 parts by weight (3) Water 86.0 parts by weight or more are mixed and pulverized with a wet pulverizer for 5 minutes. An aqueous suspension herbicidal composition was obtained.

Comparative Example 2
(1) Compound A1 (purity 97.9%) 5.0 parts by weight (2) Bensulfuron methyl (purity 99.3%) 5.0 parts by weight (3) Supragil MNS / 25 (same as above) 4.0 parts by weight (4) Rhodorsil 432 (same as above) 0.1 parts by weight (5) water 75.9 parts by weight (6) xanthan gum (1.5 parts by weight) and
A component containing 10.0 parts by weight or more of water containing 1,2-benzisothiazolin-3-one (1.0 part by weight) was mixed and wet-ground by a wet pulverizer for 5 minutes to obtain an aqueous suspension herbicidal composition.

Comparative Example 3
(1) Compound A1 (purity 97.9%) 5.0 parts by weight (2) Azimusulfuron (purity 99.0%) 10.0 parts by weight (3) Supragil MNS / 25 (same as above) 4.0 parts by weight (4) Rhodorsil 432 (same as above) 0.1 Parts by weight (5) water 70.9 parts by weight (6) xanthan gum (1.5 parts by weight) and
A component containing 10.0 parts by weight or more of water containing 1,2-benzisothiazolin-3-one (1.0 part by weight) was mixed and wet-ground by a wet pulverizer for 5 minutes to obtain an aqueous suspension herbicidal composition.

Comparative Example 4
(1) Compound A1 (purity 97.9%) 5.0 parts by weight (2) azimusulfuron (purity 99.0%) 15.0 parts by weight (3) Supragil MNS / 25 (same as above) 4.0 parts by weight (4) Rhodorsil 432 (same as above) 0.1 Part by weight (5) Water 75.9 parts by weight or more of ingredients were mixed and pulverized with a wet pulverizer for 5 minutes to obtain an aqueous suspension herbicidal composition.

Comparative Example 5
(1) Compound A2 10.0 parts by weight (2) Supragil MNS / 25 (same as above) 4.0 parts by weight (3) Water 86.0 parts by weight or more of ingredients are mixed and wet-pulverized for 5 minutes with a wet pulverizer to form an aqueous suspension A herbicidal composition was obtained.

Stability test example 1
The aqueous suspension herbicidal compositions of Example 1 and Comparative Example 1 were stored in a thermostat at 54 ° C. for 14 days. The content of Compound A1 in the aqueous suspension herbicidal composition before and after aging was quantified by liquid chromatography, the decomposition rate was calculated by the following formula, and the change with time was evaluated. The results are shown in Table 1.
Decomposition rate (%) = [(content immediately after production−content after storage) / content immediately after production] × 100

  When sulfonates and inorganic salts, which are specific surfactants in the present invention, are used, decomposition of compound A1 is significantly suppressed as compared with the case where the specific surfactant is used alone. It can be seen from the results of the above stability test examples.

Stability test example 2
Using the aqueous suspension herbicidal compositions of Examples 2 and 3 and Comparative Examples 2 and 3, the change with time was evaluated in the same manner as in the stability test example 1. The results are shown in Table 2. In addition, the other herbicidal compound in Example 2 or 3, bensulfuron methyl or azimusulfuron was stable.

  When sulfonates and inorganic salts, which are specific surfactants in the present invention, are used, decomposition of compound A1 is significantly suppressed as compared with the case where the specific surfactant is used alone. It can be seen from the results of the above stability test examples.

Stability test example 3
Using the aqueous suspension herbicidal compositions of Examples 4 and 5 and Comparative Examples 4 and 5, the change with time was evaluated in the same manner as in the stability test example 1. As a result, the decomposition rate of Compound A1 in Example 4 was reduced compared to Comparative Example 4, and the decomposition rate of Compound A2 in Example 5 was reduced compared to Comparative Example 5.

Biological test example
A 1 / 1,000,000 ha pot is filled with upland field soil, and seeds of a plant (Aedes albaensis) are planted there and grown in a greenhouse. When the plant reaches the third leaf stage, a predetermined amount (100 g ai / ha) of the aqueous suspension herbicidal composition of the present invention is diluted with water equivalent to 300 L / ha, and this is used as a spreading agent (surfactant). WK: Trade name, manufactured by Kao Corporation) is used to treat the foliage. On the 21st day after treatment, the growth state of the plant is investigated. As a result, the aqueous suspension herbicidal composition of the present invention exhibits excellent herbicidal activity.

Claims (8)

(1) 1- [3-[(4,6-Dimethoxypyrimidin-2-ylcarbamoyl) sulfamoyl] -2-pyridyl] -2-fluoropropyl methoxyacetate, N-[(4,6-dimethoxypyrimidine-2- Yl) aminocarbonyl] -2- (2-fluoro-1-hydroxypropyl) -3-pyridinesulfonamide and at least one herbicidal sulfonylurea compound selected from the group consisting of salts thereof, (2) phosphoric acid At least one inorganic salt selected from the group consisting of sodium dihydrogen and potassium dihydrogen phosphate , (3) at least one selected from the group consisting of aryl sulfonates, alkylaryl sulfonates and their formalin condensates An aqueous suspended herbicidal composition containing a sulfonate salt of (4) water. The aqueous suspension of claim 1, wherein the herbicidal sulfonylurea compound is 1- [3-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl) sulfamoyl] -2-pyridyl] -2-fluoropropyl methoxyacetate. Herbicidal composition. Inorganic salt is sodium dihydrogen phosphate, the aqueous suspended herbicidal composition according to claim 1. The sulfonate of claim 1, wherein the sulfonate is at least one selected from the group consisting of alkylbenzene sulfonate, alkyl naphthalene sulfonate, alkyl benzene sulfonate formalin condensate and alkyl naphthalene sulfonate formalin condensate. Aqueous suspension herbicidal composition. The aqueous suspension herbicidal composition according to claim 4 , wherein the sulfonate is at least one selected from the group consisting of an alkylbenzenesulfonate formalin condensate and an alkylnaphthalenesulfonate formalin condensate. The aqueous suspension herbicidal composition according to claim 1, further comprising another herbicidal compound. A method for controlling or inhibiting the growth of undesirable plants, comprising applying the herbicidally effective amount of the aqueous suspension herbicidal composition of claim 1 to an undesirable plant or a place where it grows. At least one inorganic salt selected from the group consisting of sodium dihydrogen phosphate and potassium dihydrogen phosphate, and at least one selected from the group consisting of aryl sulfonates, alkylaryl sulfonates and their formalin condensates 1- [3-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl) sulfamoyl] -2-pyridyl] -2-fluoropropyl in an aqueous suspension herbicidal composition using a seed sulfonate salt Selected from the group consisting of methoxyacetate, N-[(4,6-dimethoxypyrimidin-2-yl) aminocarbonyl] -2- (2-fluoro-1-hydroxypropyl) -3-pyridinesulfonamide and salts thereof A method of stabilizing at least one herbicidal sulfonylurea compound.