WO2005082148A1 - Herbicidal composition - Google Patents

Herbicidal composition Download PDF

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Publication number
WO2005082148A1
WO2005082148A1 PCT/JP2005/003670 JP2005003670W WO2005082148A1 WO 2005082148 A1 WO2005082148 A1 WO 2005082148A1 JP 2005003670 W JP2005003670 W JP 2005003670W WO 2005082148 A1 WO2005082148 A1 WO 2005082148A1
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Prior art keywords
herbicidal composition
salt
manufactured
herbicidal
sodium
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PCT/JP2005/003670
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French (fr)
Inventor
Masaru Maeda
Yasuhiro Okumura
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Ishihara Sangyo Kaisha, Ltd.
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Publication of WO2005082148A1 publication Critical patent/WO2005082148A1/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

Definitions

  • the present invention relates to a herbicidal composition
  • a herbicidal composition comprising (1) 2- (4, 6-dimethox ⁇ pyrimidin-2- ⁇ l carbamoylsulfamoyl) -N,N-dimethylnicotinamide (common name: nicosulfuron) or its salt, (2) 2-chloro-4- ethylamino-6-isopropylamino-l, 3 , 5-triazine (common name: atrazine), (3) a surfactant, (4) a stabilizer and (5) a carrier. Further, the present invention relates to a method for controlling undesirable plants or their growth by using such a herbicidal composition.
  • BACKGROUND ART JP-A-8-34703 discloses a herbicidal composition comprising a pyridinesulfonamide type compound including nicosulfuron, or its salt, and atrazine, as active ingredients.
  • expansion of the herbicidal spectrum of the herbicidal composition and sustained herbicidal effects are disclosed.
  • stability with time (storage stability) of nicosulfuron in a herbicidal composition comprising nicosulfuron, atrazine, a surfactant and a carrier, has been accomplished by a certain specific stabilizer.
  • the present inventors have conducted extensive studies to find out a herbicidal composition comprising nicosulfuron or its salt, atrazine, a surfactant and a carrier, whereby the stability with time (storage stability) of nicosulfuron which is substantially influential over the herbicidal activities in a small amount, is particularly excellent, and as a result, the present invention has been accomplished.
  • the present invention provides a herbicidal composition
  • a herbicidal composition comprising (1) nicosulfuron or its salt, (2) atrazine, (3) a surfactant, (4) a stabilizer and (5) a carrier.
  • the herbicidal composition of the present invention is particularly useful as a herbicidal composition for early stage foliar treatment in a cornfield.
  • the salt of nicosulfuron may be any salt so long as it is agriculturally acceptable.
  • a salt of an alkali metal such as sodium or potassium
  • a salt of an alkaline earth metal such as magnesium or calcium
  • a salt of an a ine such as monomethylamine, monoisopropylamine, dimethyla ine, diisopropylamine or triethylamine
  • a salt of a quaternary ammonium cation such as trimethylethylammoniu cation or tetramethylammonium cation
  • the surfactant may, for example, be an anionic surfactant, such as a salt of fatty acid, an alkylsulfosuccinate, a polycarboxylate, a salt of alkylsulfuric acid ester, an alkylsulfate, an alkylarylsulfate, an alkyl diglycol ether sulfate, a salt of alcohol sulfuric acid ester, an alkyl sulfonate, an alkylaryl sulfonate, an aryl sulfonate, a lignin sulfonate, an alkyldiphenyl ether disulfonate, a polystyrene sulfonate, a salt of alkylphosphoric acid ester, an alkylaryl phosphate, a styrylaryl phosphate, a salt of polyoxyethylene alkyl ether sulfuric acid ester, a polyoxyethylene alkylaryl ether sulfate
  • anionic surfactants a polycarboxylic acid salt, an alkylarylsulfonic acid salt, an arylsulfonic acid salt, or a salt of a naphthalenesulfonic acid/formalin condensate, is preferred.
  • a nonionic surfactant such as a sorbitan fatty acid ester, a glycerin fatty acid ester, a fatty acid polyglyceride, a fatty acid alcoholpolyglycol ether, acetylene glycol, acetylene alcohol, an oxyalkylene block polymer, a polyoxyethylenealkyl ether, a polyoxyethylene alkyl aryl ether, a polyoxyethylenestyryl aryl ether, a polyoxyethyleneglycol alkyl ether, a polyoxyethylene fatty acid ester, a polyoxyethylenesorbitan fatty acid ester, a polyoxyethyleneglycerol fatty acid ester, a polyoxyethylene hydrogenated castor oil, a polyoxypropylene fatty acid ester, a polyoxyethylenepolyoxypropylene glycol or a polyalkylene glycol, may, for example, be mentioned.
  • Such surfactants may be used alone or in combination as a mixture of two or more of them. Their ratio in the case of the mixture may optionally be selected.
  • the stabilizer is one which brings about stability with time (storage stability) of nicosulfuron, such as, one having an activity like a hydrolysis-inhibitor which inhibits hydrolysis of nicosulfuron.
  • boric anhydride (B 2 0 3 ) or metaboric acid (HB0 ) may, for example, be mentioned.
  • a drying agent such as quicklime (CaO) , barium oxide (BaO) , orthoboric acid (H 3 B0 3 , B(OH) 3 ), aluminum oxide (Al 2 0 3 ) , magnesium oxide (MgO) , sodium aluminate (NaAl0 ) , iron oxide (FeO, ⁇ -Fe 2 0 3 , ⁇ -Fe0 3 , Fe 3 0 ) , silica gel, anhydrous calcium chloride, calcium hydride (CaH 2 ) , aluminumlithium hydride (L1AIH 4 ) , anhydrous sodium sulfate, anhydrous copper sulfate, anhydrous calcium sulfate, zeolite, calcium silicate, titanium oxide, silicon dioxide, activated carbon or sodium aluminate; an inorganic magnesium salt such as magnesium carbonate, magnesium hydroxide, magnesium sulfate, magnesium chloride or magnesium nitrate; or a mixture
  • boric anhydride or metaboric acid is particularly preferred.
  • the carrier may, for example, be diatomaceous earth, slaked lime, calcium carbonate, talc, zeeklite, white carbon, bentonite, starch, sodium carbonate, sodium bicarbonate, clay, zeolite, ammonium sulfate, ammonium hydrogensulfate, sodium sulfate, sodium chloride, potassium chloride, perlite, gypsum, calcium silicate, a saccharide such as sucrose or lactose, or a mixture of two or more of them.
  • various adjuvants may suitably be further incorporated.
  • the herbicidal composition of the present invention can control, at a low dosage, a wide range of noxious plants such as annual weeds and perennial weeds, for example, gramineous weeds such as barnyardgrass (Echinochloa crus-galli) , Rice barnyardgrass (Echinochloa oryzicola) , crabgrass (Digitaria ciliaris) , greenfoxtail (Setaria viridis) , Foxtail grass (Setaria faberi) , goosegrass (Eleusine indica) , wild oat (Avena fatua) , johnsongrass (Sorghum halepense) , quackgrass (Agropyron repens) , alexandergrass (Brachiaria villosa) , paragrass (Panicum purpurascens) , sprangletop (Leptochloa chinensis) , red sprangletop (Leptochloa panacea) ,
  • Cyperaceae weeds such as rice flatsedge (Cyperus iria) , purple nutsedge (Cyperus rotundus) , yellow nutsedge (Cyperus esculentus) , Japanese bulrush (Scirpus juncoides) , water nutgrass (Cyperus serotinus) , umbrellaplant (Cyperus difformis) , sleider spikerush (Eleocharis acicularis) and water chestnut (Eleocharis kuroguwai) ; alismataceae weeds such as Japanese ribbon wapato (Sagittaria pygmaea) , arrowhead (Sagittaria trifolia) and narrowleaf waterplantain (Alisma canaliculatum) ; pontederiaceae weeds such as monochoria (Monochoria vaginalis) and monochoria species (Monochoria korsakowii) ; scroph
  • the herbicidal composition of the present invention it is possible to select suitable one among various application modes such as soil treatment, foliage treatment and irrigation treatment, and it is useful for control of noxious plants in agricultural fields such as upland fields, orchards or paddy fields, or in non- agricultural fields such as ridges between rice fields, idle fields, playgrounds, vacant grounds, forest, plant sites, railroad sides or roadsides. Further, so long as the purpose of the present invention is satisfied, an additional herbicidal active ingredient may be incorporated in addition' to the above active ingredients , whereby there may be a case where the range of weeds to be controlled, the proper time for application, the herbicidal activities, etc., may be improved to a preferred direction.
  • a phenoxy type such as 2,4-D, 2,4-DB, 2,4-DP, MCPA, MCPB, MCPP or naproanilide
  • an aromatic carboxylic acid type such as 2,3,6-TBA, dicamba, dichlobenil, picloram, triclopyr, clopyralid or aminopyralid, or others such as naptalam, benazolin, quinclorac, quinmerac, diflufenzopyr or thiazopyr .
  • urea type such as chlorotoluron, diuron, fluometuron, linuron, isoproturon, metobenzuron or tebuthiuron
  • a triazine type such as simazine, atratone, simetryn, prometryn, dimethametryn, hexazinone, metribuzin, terbuthylazine, cyanazine, ametryn, cybutryne, triaziflam or propazine
  • an uracil type such as bromacil, lenacil or terbacil
  • an anilide type such as propanil or cypromid
  • carbamate type such as swep, desmedipham or phenmedipham
  • a hydroxybenzonitrile type such as bromoxynil, bromoxynil-octanoate or ioxynil, or other such as
  • a quaternary ammonium salt type such as paraquat or diquat, which is considered to show quick-acting herbicidal effects by forming active oxygen by itself becoming free radicals in the plant body.
  • a dye such as carotenoid of the plants, such as a pyridazinone type such as norflurazon, chloridazon or metflurazon, a pyrazole type such as pyrazolate, pyrazoxyfen, benzofenap or BAS-670H, or others such as amitrol, fluridone, flurtamone, diflufenican, methoxyphenone, clo azone, sulcotrione, mesotrione, AVH-301, isoxaflutole, difenzoquat, isoxachlortole, benzobicyclone, picolinafen or beflubutamid.
  • a dye such as carotenoid of the plants
  • a pyridazinone type such as norflurazon, chloridazon or metflurazon
  • a pyrazole type such as pyrazolate, pyrazoxyfen, benzofenap or BAS-670
  • aryoxyphenoxypropionic acid type such as diclofop-methyl, flamprop-M-methyl, pyriphenop-sodium, fluazifop-butyl, haloxyfop-methyl , quizalofop-ethyl, cyhalofop-butyl, fenoxaprop-ethyl or metamifop-propyl, a cyclohexanedione type such as alloxydim-sodiuirt, clethodim, sethoxydim, tralkoxydi , butroxydim, tepraloxydim, caloxydim, clefoxydim or profoxydim.
  • an aryoxyphenoxypropionic acid type such as diclofop-methyl, flamprop-M-methyl, pyriphenop-sodium, fluazifop-butyl, haloxyfop-methyl , quizalof
  • sulfonylurea type such as chlorimuron-ethyl, sulfometuron-methyl, primisulfuron- methyl, bensulfuron-methyl , chlorsulfuron, metsulfuron- methyl, cinosulfuron, pyrazosulfuron-ethyl, azimsulfuron, flazasulfuron, rimsulfuron, imazosulfuron, cyclosulfamuron, prosulfuron, flupyrsulfuron, trisulfuron-methyl, halosulfuron-methyl, thifensulfuron- methyl, ethoxysulfuron, oxasulfuron, ethametsulfuron, flupyrsulfuron, iodosulfuron, sulfosulfuron, triasulfuron
  • One which is considered to show herbicidal effects by inhibiting the cellular mitotic division of plants such as a dinitroaniline type such as trifluralin, oryzalin, nitralin, pendimethalin, ethalfluralin, benfluralin or prodiamine, an amide type such as bensulide, napronamide or pronamide, an organic phosphorus type such as amiprofos-methyl, butamifos, anilofos or piperophos, a phenylcarbamate type such as propham, chlorpropham or barban, a cu ylamine type such as daimuron, cumyluron or bromobutide, or others such as asulam, dithiopyr or thiazopyr.
  • a dinitroaniline type such as trifluralin, oryzalin, nitralin, pendimethalin, ethalfluralin, benfluralin or prodiamine
  • an amide type such as
  • (9) One which is considered to show herbicidal effects by inhibiting biosynthesis of protein or biosynthesis of lipid of the plants, such as a chloroacetamide type such as alachlor, butachlor, pretilachlor, metolachlor, S-metolachlor, thenylchlor, pethoxamid, acetochlor, propachlor or propisochlor, or others such as etobenzanid, mefenacet, flufenacet, tridiphane, cafenstrole, fentrazamide, oxaziclomefone, indanofan or dimethenamid.
  • a chloroacetamide type such as alachlor, butachlor, pretilachlor, metolachlor, S-metolachlor, thenylchlor, pethoxamid, acetochlor, propachlor or propisochlor, or others such as etobenzanid, mefenacet, flufenacet, tridiphane
  • a thiocarbamate type such as EPTC, butylate, vernolate, molinate, pebulate, cycloate, dimepiperate, prosulfocarb, esprocarb, thiobencarb, pyributicarb, diallate or triallate, or others such as MSMA, DSMA, endothall, ethofumesate, sodium chlorate, pelargonic acid, fosamine, pinoxaden, HOK-201, etc.
  • the herbicidal composition comprising (1) nicosulfuron or its salt, (2) atrazine, (3) a surfactant, (4) a stabilizer and (5) a carrier, may be prepared by mixing the prescribed amounts of the respective components in an optional order or all at once.
  • the blend proportions of the respective components in the herbicidal composition of the present invention are such that based on the entire herbicidal composition being 100 wt%, nicosulfuron or its salt is from 0.1 to 7.0 wt%, preferably from 0.5 to 5.0 wt%, atrazine is from 20 to 90 wt%, preferably from 30 to 80 wt%, the surfactant is from 0.1 to 50 wt%, preferably from 1 to 40 wt%, the stabilizer is from 0.1 to 20 wt%, preferably from 1 to 15 wt%, and the carrier is from 0.1 to 80 wt%, preferably from 1 to 60 wt% .
  • the herbicidal composition of the present invention i.e. the herbicidal composition comprising (1) nicosulfuron or its salt, (2) atrazine, (3) a surfactant, (4) a stabilizer and (5) a carrier, is one having the stability with time (storage stability) of nicosulfuron in the composition improved by the specific stabilizer, and accordingly, its storage and handling are easy, and the excellent herbicidal activities are expected to last over a long period of time.
  • EXAMPLE 1 2.83 g of nicosulfuron (purity: 93.9%), 72.4 g of atrazine (purity: 92.1%), 4.0 g of sodium alkylnaphthalenesulfonate (tradename: Nekal BX dry, manufactured by BASF Japan), 5.0 g of sodium phenolsulfonate condensate (tradename: Ta ol PP, manufactured by BASF Japan), 1.0 of boric anhydride and 14.77 g of clay (manufactured by Fubasa i Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mm ⁇ screen to obtain a wettable powder.
  • ZM100 model manufactured by Retsch
  • EXAMPLE 2 A wettable powder was obtained in the same manner as in Example 1 except that in Example 1 , boric anhydride and clay were changed to 3.0 g and 12.77 g, respectively.
  • EXAMPLE 3 A wettable powder was obtained in the same manner as in Example 1 except that in Example 1 , boric anhydride and clay were changed to 5.0 g and 10.77 g, respectively.
  • COMPARATIVE EXAMPLE 1 A wettable powder was obtained in the same manner as in Example 1 except that instead of 1.0 g of boric anhydride and 14.77 g of clay, 15.77 g of clay was used.
  • EXAMPLE 4 1.42 g of nicosulfuron (purity: 93.9%), 54.3 g of atrazine (purity: 92.1%), 3.0 g of sodium dialkylnaphthalenesulfonate (tradename: Supragil WP, manufactured by Rhodia Nicca) , 3.0 g of sodium polycarboxylate (tradename: Geropon T/36, manufactured by Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan) , 1.0 g of boric anhydride and 32.28 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mm ⁇ screen to obtain a wettable powder.
  • ZM100 model manufactured by Retsch
  • EXAMPLE 5 A wettable powder was obtained in the same manner as in Example 4 except that in Example 4, boric anhydride and clay were changed to 2.0 g and 31.28 g, respectively.
  • EXAMPLE 6 1.07 g of nicosulfuron (purity: 93.9%), 61.1 g of atrazine (purity: 92.1%), 3.0 g of sodium dialkylnaphthalenesulfonate (tradename: Supragil WP, manufactured by Rhodia Nicca), 3.0 g of sodium polycarboxylate (tradename: Geropon T/36, manufactured by Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan), 2.0 g of boric anhydride and 24.83 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mm ⁇ screen to
  • EXAMPLE 7 2.14 g of nicosulfuron (purity: 93.4%), 54.3 g of atrazine (purity: 92.1%), 3.0 g of sodium dialkylnaphthalenesulfonate (tradename: Supragil WP, manufactured by Rhodia Nicca) , 3.0 g of sodium polycarboxylate (tradename: Geropon T/36, manufactured by Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan) , 2.0 g of boric anhydride and 30.56 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mm ⁇ screen to obtain a wettable powder.
  • ZM100 model manufactured by Retsch
  • EXAMPLE 8 2.14 g of nicosulfuron (purity: 93.4%), 54.3 g of atrazine (purity: 92.1%), 4.0 g of sodium dialkylnaphthalenesulfonate (tradename: NK.BX-C, manufactured by Takemoto Oil & Fat Co., Ltd.), 2.0 g of sodium polycarboxylate (tradename: Geropon T/36, manufactured by Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan), 2.0 g of boric anhydride and 30.56 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mm ⁇ screen to obtain a wettable powder .
  • ZM100 model manufactured by Retsch
  • EXAMPLE 9 2.14 g of nicosulfuron (purity: 93.4%), 54.3 g of atrazine (purity: 92.1%), 4.0 g of sodium dialkylnaphthalenesulfonate (tradename: NK.BX-C, manufactured by Takemoto Oil& Fat Co., Ltd.), 2.0 g of sodium alkylnaphthalenesulfonate/formalin condensate (tradename: Supragil MNS/25, Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan), 2.0 g of boric anhydride and 30.56 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mm ⁇ screen to obtain a wettable powder.
  • ZM100 model manufactured by Retsch
  • EXAMPLE 10 A wettable powder was obtained in the same manner as in Example 9 except that instead of the sodium alkylnaphthalenesulfonate/formalin condensate (tradename: Supragil MNS/25, manufactured by Rhodia Nicca) in Example 9, 2.0 g of a sodium alkylnaphthalenesulfonate/formalin condensate (tradename: Supragil MNS/90, manufactured by Rhodia Nicca) was used.
  • COMPARATIVE EXAMPLE 2 A wettable powder was obtained in the same manner as in Example 4 except that instead of 1.0 g of boric anhydride and 32.28 g of clay, 33.28 g of clay was used. Now, Test Example will be given. TEST EXAMPLE 1: Test on stability with time (storage stability) of nicosulfuron 30 g of the wettable powder obtained in each of

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Abstract

With respect to a herbicidal composition, not only expansion of the herbicidal spectrum and sustained herbicidal effects, but also the stability with time of the herbicidally active component during its storage or handling is desired. The invention provides a herbicidal composition comprising (1) 2-(4,6-dimethoxypyrimidin-2-yl carbamoylsulfamoyl)-N,N-dimethylnicotinamide (common name: nicosulfuron) or its salt, (2) 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine (common name: atrazine), (3) a surfactant, (4) a stabilizer and (5) a carrier.

Description

DESCRIPTION HERBICIDAL COMPOSITION
TECHNICAL FIELD The present invention relates to a herbicidal composition comprising (1) 2- (4, 6-dimethoxγpyrimidin-2-γl carbamoylsulfamoyl) -N,N-dimethylnicotinamide (common name: nicosulfuron) or its salt, (2) 2-chloro-4- ethylamino-6-isopropylamino-l, 3 , 5-triazine (common name: atrazine), (3) a surfactant, (4) a stabilizer and (5) a carrier. Further, the present invention relates to a method for controlling undesirable plants or their growth by using such a herbicidal composition.
BACKGROUND ART JP-A-8-34703 discloses a herbicidal composition comprising a pyridinesulfonamide type compound including nicosulfuron, or its salt, and atrazine, as active ingredients. In this publication, expansion of the herbicidal spectrum of the herbicidal composition and sustained herbicidal effects are disclosed. However, there is no disclosure or suggestion in such prior art that the stability with time (storage stability) of nicosulfuron in a herbicidal composition comprising nicosulfuron, atrazine, a surfactant and a carrier, has been accomplished by a certain specific stabilizer. PROBLEM TO BE SOLVED BY THE INVENTION The present inventors have conducted extensive studies to find out a herbicidal composition comprising nicosulfuron or its salt, atrazine, a surfactant and a carrier, whereby the stability with time (storage stability) of nicosulfuron which is substantially influential over the herbicidal activities in a small amount, is particularly excellent, and as a result, the present invention has been accomplished.
MEANS TO SOLVE THE PROBLEM Namely, the present invention provides a herbicidal composition comprising (1) nicosulfuron or its salt, (2) atrazine, (3) a surfactant, (4) a stabilizer and (5) a carrier. The herbicidal composition of the present invention is particularly useful as a herbicidal composition for early stage foliar treatment in a cornfield. The salt of nicosulfuron may be any salt so long as it is agriculturally acceptable. For example, a salt of an alkali metal such as sodium or potassium, a salt of an alkaline earth metal such as magnesium or calcium, a salt of an a ine such as monomethylamine, monoisopropylamine, dimethyla ine, diisopropylamine or triethylamine, or a salt of a quaternary ammonium cation such as trimethylethylammoniu cation or tetramethylammonium cation, may, for example, be mentioned. The surfactant may, for example, be an anionic surfactant, such as a salt of fatty acid, an alkylsulfosuccinate, a polycarboxylate, a salt of alkylsulfuric acid ester, an alkylsulfate, an alkylarylsulfate, an alkyl diglycol ether sulfate, a salt of alcohol sulfuric acid ester, an alkyl sulfonate, an alkylaryl sulfonate, an aryl sulfonate, a lignin sulfonate, an alkyldiphenyl ether disulfonate, a polystyrene sulfonate, a salt of alkylphosphoric acid ester, an alkylaryl phosphate, a styrylaryl phosphate, a salt of polyoxyethylene alkyl ether sulfuric acid ester, a polyoxyethylene alkylaryl ether sulfate, a salt of polyoxyethylene alkylaryl ether sulfuric acid ester, a polyoxyethylene alkyl ether phosphate, a salt of polyoxyethylene alkyl ether phosphoric acid ester, a salt of polyoxyethylene alkylaryl phosphoric acid ester, a salt of polyoxyethylene styrylaryl ether sulfuric acid, a salt of polyoxyethylene styrylaryl ether phosphoric acid, a salt of polyoxyethylene styrylaryl ether phosphoric acid ester, a salt of a condensate of naphthalene sulfonate with formalin, a salt of polyacrylic acid, or a mixture of two or more of them. Among these anionic surfactants, a polycarboxylic acid salt, an alkylarylsulfonic acid salt, an arylsulfonic acid salt, or a salt of a naphthalenesulfonic acid/formalin condensate, is preferred. Further, a nonionic surfactant such as a sorbitan fatty acid ester, a glycerin fatty acid ester, a fatty acid polyglyceride, a fatty acid alcoholpolyglycol ether, acetylene glycol, acetylene alcohol, an oxyalkylene block polymer, a polyoxyethylenealkyl ether, a polyoxyethylene alkyl aryl ether, a polyoxyethylenestyryl aryl ether, a polyoxyethyleneglycol alkyl ether, a polyoxyethylene fatty acid ester, a polyoxyethylenesorbitan fatty acid ester, a polyoxyethyleneglycerol fatty acid ester, a polyoxyethylene hydrogenated castor oil, a polyoxypropylene fatty acid ester, a polyoxyethylenepolyoxypropylene glycol or a polyalkylene glycol, may, for example, be mentioned. Such surfactants may be used alone or in combination as a mixture of two or more of them. Their ratio in the case of the mixture may optionally be selected. The stabilizer is one which brings about stability with time (storage stability) of nicosulfuron, such as, one having an activity like a hydrolysis-inhibitor which inhibits hydrolysis of nicosulfuron. As a specific example, boric anhydride (B203) or metaboric acid (HB0 ) may, for example, be mentioned. Further, a drying agent such as quicklime (CaO) , barium oxide (BaO) , orthoboric acid (H3B03, B(OH)3), aluminum oxide (Al203) , magnesium oxide (MgO) , sodium aluminate (NaAl0 ) , iron oxide (FeO, α-Fe203, γ-Fe03, Fe30 ) , silica gel, anhydrous calcium chloride, calcium hydride (CaH2) , aluminumlithium hydride (L1AIH4) , anhydrous sodium sulfate, anhydrous copper sulfate, anhydrous calcium sulfate, zeolite, calcium silicate, titanium oxide, silicon dioxide, activated carbon or sodium aluminate; an inorganic magnesium salt such as magnesium carbonate, magnesium hydroxide, magnesium sulfate, magnesium chloride or magnesium nitrate; or a mixture of two or more of them, may be mentioned. Among them, boric anhydride or metaboric acid is particularly preferred. The carrier may, for example, be diatomaceous earth, slaked lime, calcium carbonate, talc, zeeklite, white carbon, bentonite, starch, sodium carbonate, sodium bicarbonate, clay, zeolite, ammonium sulfate, ammonium hydrogensulfate, sodium sulfate, sodium chloride, potassium chloride, perlite, gypsum, calcium silicate, a saccharide such as sucrose or lactose, or a mixture of two or more of them. In the present invention, various adjuvants may suitably be further incorporated. The herbicidal composition of the present invention can control, at a low dosage, a wide range of noxious plants such as annual weeds and perennial weeds, for example, gramineous weeds such as barnyardgrass (Echinochloa crus-galli) , Rice barnyardgrass (Echinochloa oryzicola) , crabgrass (Digitaria ciliaris) , greenfoxtail (Setaria viridis) , Foxtail grass (Setaria faberi) , goosegrass (Eleusine indica) , wild oat (Avena fatua) , johnsongrass (Sorghum halepense) , quackgrass (Agropyron repens) , alexandergrass (Brachiaria villosa) , paragrass (Panicum purpurascens) , sprangletop (Leptochloa chinensis) , red sprangletop (Leptochloa panacea) , annual bluegrass (Poa annua) , water foxtail (Alopecurus aequalis) and Agropyron tsukushiense var. transiens, Cyperaceae weeds such as rice flatsedge (Cyperus iria) , purple nutsedge (Cyperus rotundus) , yellow nutsedge (Cyperus esculentus) , Japanese bulrush (Scirpus juncoides) , water nutgrass (Cyperus serotinus) , umbrellaplant (Cyperus difformis) , sleider spikerush (Eleocharis acicularis) and water chestnut (Eleocharis kuroguwai) ; alismataceae weeds such as Japanese ribbon wapato (Sagittaria pygmaea) , arrowhead (Sagittaria trifolia) and narrowleaf waterplantain (Alisma canaliculatum) ; pontederiaceae weeds such as monochoria (Monochoria vaginalis) and monochoria species (Monochoria korsakowii) ; scrophulariaceae weeds such as false pimpernel (Lindernia pyxidaria) and dopatrium (Dopatrium junceum) ; lythraceous weeds such as toothcup (Rotala indica) and red stem (Ammannia multiflora) , as well as noxious weeds, for example, broadleaf weeds such a velvetleaf (Abutilon theophrasti) , tall orningglory (Ipo oea purpurea) , common lambsquater (Chenopodium album) , prickly sida (Sida spinosa) , common purslane (Portulaca oleracea) , slender amaranth (Amaranthus viridis) , redroot pigweed (Amaranthus retroflexus L.), sicklepod (Cassia obtusifolia) , black nightshade (Solanum nigrum) , pale smartweed (Polygonum lapathifolium L . ) , common chickweed (Stellaria media) , common cocklebur (Xanthium strumarium) , flexuous bittercress (Cardamine flexuosa) , henbit (Lamium amplexicaule) , common ragweed (Ambrosia artemisifolia) , bed straw (Galium aparine) , field bindweed (Convolvulus arvensis) , jimsonweed (Datura stramonium) , Breea setosa and threeseeded copperleaf (Acalypha australis L.) . Further, it is capable of providing good herbicidal effects, if it is applied either before or after germination of weeds . With the herbicidal composition of the present invention, it is possible to select suitable one among various application modes such as soil treatment, foliage treatment and irrigation treatment, and it is useful for control of noxious plants in agricultural fields such as upland fields, orchards or paddy fields, or in non- agricultural fields such as ridges between rice fields, idle fields, playgrounds, vacant grounds, forest, plant sites, railroad sides or roadsides. Further, so long as the purpose of the present invention is satisfied, an additional herbicidal active ingredient may be incorporated in addition' to the above active ingredients , whereby there may be a case where the range of weeds to be controlled, the proper time for application, the herbicidal activities, etc., may be improved to a preferred direction. As such an additional herbicidal active ingredient, the following compounds (common names, for some of them, application for ISO is pending, or development code names) may, for example, be mentioned. In a case where such compounds have their salts, alkylesters, etc., such salts, alkylesters, etc., are included for the purpose of the present invention even if they are not specifically mentioned. (1) One which is considered to show herbicidal effects by disturbing the hormone action of plants, such as a phenoxy type such as 2,4-D, 2,4-DB, 2,4-DP, MCPA, MCPB, MCPP or naproanilide, an aromatic carboxylic acid type such as 2,3,6-TBA, dicamba, dichlobenil, picloram, triclopyr, clopyralid or aminopyralid, or others such as naptalam, benazolin, quinclorac, quinmerac, diflufenzopyr or thiazopyr . (2) One which is considered to show herbicidal effects by inhibiting photosynthesis of plants, such as a urea type such as chlorotoluron, diuron, fluometuron, linuron, isoproturon, metobenzuron or tebuthiuron, a triazine type such as simazine, atratone, simetryn, prometryn, dimethametryn, hexazinone, metribuzin, terbuthylazine, cyanazine, ametryn, cybutryne, triaziflam or propazine, an uracil type such as bromacil, lenacil or terbacil, an anilide type such as propanil or cypromid, a carbamate type such as swep, desmedipham or phenmedipham, a hydroxybenzonitrile type such as bromoxynil, bromoxynil-octanoate or ioxynil, or other such as pyridate, bentazon, amicarbazone or methazole. (3) A quaternary ammonium salt type such as paraquat or diquat, which is considered to show quick-acting herbicidal effects by forming active oxygen by itself becoming free radicals in the plant body. (4) One which is considered to show herbicidal effects by inhibiting biosynthesis of chlorophyll of the plants and abnormally accumulating a photosensitizing peroxide substance in the plant body, such as a diphenylether type such as nitrofen, chlomethoxyfen, bifenox, acifluorfen-sodium, fo esafen, oxyfluorfen, lactofen or ethoxyfen-ethyl , a cyclic imide type such as chlorphthalim, flumioxazin, flumiclorac-pentyl or fluthiacet-methyl, or others such as oxadiargyl, oxadiazon, sulfentrazone, carfentrazone-ethyl, thidiazimin, pentoxazone, azafenidin, isopropazole, pyraflufen-ethyl, benzfendizone, butafenacil, metobenzuron, cinidon-ethyl, flupoxa , fluazolate, profluazol, pyrachlonil or flufenpyr-ethyl . (5) One which is considered to show herbicidal effects characterized by a whitening action by inhibiting biosynthesis of a dye such as carotenoid of the plants, such as a pyridazinone type such as norflurazon, chloridazon or metflurazon, a pyrazole type such as pyrazolate, pyrazoxyfen, benzofenap or BAS-670H, or others such as amitrol, fluridone, flurtamone, diflufenican, methoxyphenone, clo azone, sulcotrione, mesotrione, AVH-301, isoxaflutole, difenzoquat, isoxachlortole, benzobicyclone, picolinafen or beflubutamid. (6) One which shows strong herbicidal effects specifically to gramineous plants, such as an aryoxyphenoxypropionic acid type such as diclofop-methyl, flamprop-M-methyl, pyriphenop-sodium, fluazifop-butyl, haloxyfop-methyl , quizalofop-ethyl, cyhalofop-butyl, fenoxaprop-ethyl or metamifop-propyl, a cyclohexanedione type such as alloxydim-sodiuirt, clethodim, sethoxydim, tralkoxydi , butroxydim, tepraloxydim, caloxydim, clefoxydim or profoxydim. (7) One which is considered to show herbicidal effects by inhibiting biosynthesis of an amino acid of the plants, such as a sulfonylurea type such as chlorimuron-ethyl, sulfometuron-methyl, primisulfuron- methyl, bensulfuron-methyl , chlorsulfuron, metsulfuron- methyl, cinosulfuron, pyrazosulfuron-ethyl, azimsulfuron, flazasulfuron, rimsulfuron, imazosulfuron, cyclosulfamuron, prosulfuron, flupyrsulfuron, trisulfuron-methyl, halosulfuron-methyl, thifensulfuron- methyl, ethoxysulfuron, oxasulfuron, ethametsulfuron, flupyrsulfuron, iodosulfuron, sulfosulfuron, triasulfuron, tribenuron-methyl, tritosulfuron, fora sulfuron, trifloxysulfuron, isosulfuron-methyl or esosulfuron- methyl, a triazolopyrimidinesulfonamide type such as flumetsulam, metosulam, diclosulam, cloransulam-methyl, florasulam, metosulfam or penoxsulam, an imidazolinone type such as imazapyr, imazethapyr, imazaquin, imazamox, imazameth, imazamethabenz or imazapic, a pyrimidinylsalicylic acid type such as pyrithiobac-sodium, bispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyriftalid or KUH-021, a sulfonylaminocarbonyltriazolinone type such as flucarbazone or procarbazone-sodium, or other such as glyphosate, glyphosate-ammonium, glyphosate- isopropylamine, sulfosate, glufosinate, glufosinate- ammonium or bilanafos . (8) One which is considered to show herbicidal effects by inhibiting the cellular mitotic division of plants, such as a dinitroaniline type such as trifluralin, oryzalin, nitralin, pendimethalin, ethalfluralin, benfluralin or prodiamine, an amide type such as bensulide, napronamide or pronamide, an organic phosphorus type such as amiprofos-methyl, butamifos, anilofos or piperophos, a phenylcarbamate type such as propham, chlorpropham or barban, a cu ylamine type such as daimuron, cumyluron or bromobutide, or others such as asulam, dithiopyr or thiazopyr. (9) One which is considered to show herbicidal effects by inhibiting biosynthesis of protein or biosynthesis of lipid of the plants, such as a chloroacetamide type such as alachlor, butachlor, pretilachlor, metolachlor, S-metolachlor, thenylchlor, pethoxamid, acetochlor, propachlor or propisochlor, or others such as etobenzanid, mefenacet, flufenacet, tridiphane, cafenstrole, fentrazamide, oxaziclomefone, indanofan or dimethenamid. (10) A thiocarbamate type such as EPTC, butylate, vernolate, molinate, pebulate, cycloate, dimepiperate, prosulfocarb, esprocarb, thiobencarb, pyributicarb, diallate or triallate, or others such as MSMA, DSMA, endothall, ethofumesate, sodium chlorate, pelargonic acid, fosamine, pinoxaden, HOK-201, etc. (11) One which is considered to show herbicidal effects by being parasitic on the plants, such as Xanthomonas campestris, Epicoccosurus nematosurus , Exserohilum monoseras or Drechsrela monoceras . In the present invention, the herbicidal composition comprising (1) nicosulfuron or its salt, (2) atrazine, (3) a surfactant, (4) a stabilizer and (5) a carrier, may be prepared by mixing the prescribed amounts of the respective components in an optional order or all at once. The blend proportions of the respective components in the herbicidal composition of the present invention are such that based on the entire herbicidal composition being 100 wt%, nicosulfuron or its salt is from 0.1 to 7.0 wt%, preferably from 0.5 to 5.0 wt%, atrazine is from 20 to 90 wt%, preferably from 30 to 80 wt%, the surfactant is from 0.1 to 50 wt%, preferably from 1 to 40 wt%, the stabilizer is from 0.1 to 20 wt%, preferably from 1 to 15 wt%, and the carrier is from 0.1 to 80 wt%, preferably from 1 to 60 wt% .
EFFECT OF THE PRESENT INVENTION The herbicidal composition of the present invention, i.e. the herbicidal composition comprising (1) nicosulfuron or its salt, (2) atrazine, (3) a surfactant, (4) a stabilizer and (5) a carrier, is one having the stability with time (storage stability) of nicosulfuron in the composition improved by the specific stabilizer, and accordingly, its storage and handling are easy, and the excellent herbicidal activities are expected to last over a long period of time.
BEST MODE FOR CARRYING OUT THE INVENTION Now, the present invention will be described in further detail with reference to Examples. However, it should be understood that the present invention is by no means restricted thereto. EXAMPLE 1 2.83 g of nicosulfuron (purity: 93.9%), 72.4 g of atrazine (purity: 92.1%), 4.0 g of sodium alkylnaphthalenesulfonate (tradename: Nekal BX dry, manufactured by BASF Japan), 5.0 g of sodium phenolsulfonate condensate (tradename: Ta ol PP, manufactured by BASF Japan), 1.0 of boric anhydride and 14.77 g of clay (manufactured by Fubasa i Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mmΦ screen to obtain a wettable powder. EXAMPLE 2 A wettable powder was obtained in the same manner as in Example 1 except that in Example 1 , boric anhydride and clay were changed to 3.0 g and 12.77 g, respectively. EXAMPLE 3 A wettable powder was obtained in the same manner as in Example 1 except that in Example 1 , boric anhydride and clay were changed to 5.0 g and 10.77 g, respectively. COMPARATIVE EXAMPLE 1 A wettable powder was obtained in the same manner as in Example 1 except that instead of 1.0 g of boric anhydride and 14.77 g of clay, 15.77 g of clay was used. EXAMPLE 4 1.42 g of nicosulfuron (purity: 93.9%), 54.3 g of atrazine (purity: 92.1%), 3.0 g of sodium dialkylnaphthalenesulfonate (tradename: Supragil WP, manufactured by Rhodia Nicca) , 3.0 g of sodium polycarboxylate (tradename: Geropon T/36, manufactured by Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan) , 1.0 g of boric anhydride and 32.28 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mmΦ screen to obtain a wettable powder. EXAMPLE 5 A wettable powder was obtained in the same manner as in Example 4 except that in Example 4, boric anhydride and clay were changed to 2.0 g and 31.28 g, respectively. EXAMPLE 6 1.07 g of nicosulfuron (purity: 93.9%), 61.1 g of atrazine (purity: 92.1%), 3.0 g of sodium dialkylnaphthalenesulfonate (tradename: Supragil WP, manufactured by Rhodia Nicca), 3.0 g of sodium polycarboxylate (tradename: Geropon T/36, manufactured by Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan), 2.0 g of boric anhydride and 24.83 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mmΦ screen to obtain a wettable powder. EXAMPLE 7 2.14 g of nicosulfuron (purity: 93.4%), 54.3 g of atrazine (purity: 92.1%), 3.0 g of sodium dialkylnaphthalenesulfonate (tradename: Supragil WP, manufactured by Rhodia Nicca) , 3.0 g of sodium polycarboxylate (tradename: Geropon T/36, manufactured by Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan) , 2.0 g of boric anhydride and 30.56 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mmΦ screen to obtain a wettable powder. EXAMPLE 8 2.14 g of nicosulfuron (purity: 93.4%), 54.3 g of atrazine (purity: 92.1%), 4.0 g of sodium dialkylnaphthalenesulfonate (tradename: NK.BX-C, manufactured by Takemoto Oil & Fat Co., Ltd.), 2.0 g of sodium polycarboxylate (tradename: Geropon T/36, manufactured by Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan), 2.0 g of boric anhydride and 30.56 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mmΦ screen to obtain a wettable powder . EXAMPLE 9 2.14 g of nicosulfuron (purity: 93.4%), 54.3 g of atrazine (purity: 92.1%), 4.0 g of sodium dialkylnaphthalenesulfonate (tradename: NK.BX-C, manufactured by Takemoto Oil& Fat Co., Ltd.), 2.0 g of sodium alkylnaphthalenesulfonate/formalin condensate (tradename: Supragil MNS/25, Rhodia Nicca), 5.0 g of silica (tradename: Carplex #80, manufactured by DSL Japan), 2.0 g of boric anhydride and 30.56 g of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized by a centrifugal pulverizer (ZM100 model, manufactured by Retsch) equipped with a 1 mmΦ screen to obtain a wettable powder. EXAMPLE 10 A wettable powder was obtained in the same manner as in Example 9 except that instead of the sodium alkylnaphthalenesulfonate/formalin condensate (tradename: Supragil MNS/25, manufactured by Rhodia Nicca) in Example 9, 2.0 g of a sodium alkylnaphthalenesulfonate/formalin condensate (tradename: Supragil MNS/90, manufactured by Rhodia Nicca) was used. COMPARATIVE EXAMPLE 2 A wettable powder was obtained in the same manner as in Example 4 except that instead of 1.0 g of boric anhydride and 32.28 g of clay, 33.28 g of clay was used. Now, Test Example will be given. TEST EXAMPLE 1: Test on stability with time (storage stability) of nicosulfuron 30 g of the wettable powder obtained in each of
Examples 1 to 10 and Comparative Example 1 and 2, was put into a polyethylene bottle having a stopper and stored for 2 weeks in a constant temperature chamber set at 54°C, whereupon it was analyzed by liquid chromatography (HPLC) to obtain the decomposition rate of nicosulfuron. The results are shown in Table 1. TABLE 1
Figure imgf000019_0001

Claims

CLAIMS :
1. A herbicidal composition comprising (1) 2- (4, 6- dimethoxypyrimidin-2-yl carbamoylsulfamoyl) -N,N- dimethylnicotinamide or its salt, (2) 2-chloro-4- ethylamino-6-isopropylamino-l, 3 , 5-triazine, (3) a surfactant, (4) a stabilizer and (5) a carrier.
2. The herbicidal composition according to Claim 1, which contains from 0.1 to 7.0 wt% of the compound (1) and from 20 to 90 wt% of the compound (2) .
3. The herbicidal composition according to Claim 1 or 2 , wherein the stabilizer is boric anhydride and/or metaboric acid.
4. The herbicidal composition according to Claim 1, which comprises from 0.5 to 5 wt% of the compound (1), from 30 to 80 wt% of the compound (2) , from 1 to 40 wt% of the surfactant (3) , from 1 to 15 wt% of the stabilizer (4) and from 1 to 60 wt% of the carrier (5) .
5. The herbicidal composition according to Claim 1, which comprises the compound (1), the compound (2), the surfactant (3), the stabilizer (4) and the carrier (5), and which is a solid herbicidal composition obtained by mixing the above components (1) to (5) .
6. The herbicidal composition according to any one of Claims 1 to 5, which is for a cornfield.
7. A method for controlling undesirable plants or their growth, which comprises applying a herbicidally effective amount of the herbicidal composition as defined in Claim
1 .
8. A method for controlling undesirable plants or their growth, which comprises applying a herbicidally effective amount of the herbicidal composition as defined in Claim 1 to a cornfield.
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MD4559B1 (en) * 2006-03-24 2018-04-30 Ishihara Sangyo Kaisha, Ltd Sulfonylurea-based herbicidal composition and method for controlling undesired plants with its use
WO2018189561A1 (en) 2017-04-13 2018-10-18 Sumi Agro Hungary Kft. Application of a combination of nikosulfuron and clomazone on crops belonging to the fabaceae/leguminosae family

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WO2007018060A1 (en) * 2005-08-10 2007-02-15 Ishihara Sangyo Kaisha, Ltd. Water-based herbicidal suspension of sulfonylurea
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WO2018189561A1 (en) 2017-04-13 2018-10-18 Sumi Agro Hungary Kft. Application of a combination of nikosulfuron and clomazone on crops belonging to the fabaceae/leguminosae family

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