Herbicidal Composition Comprising Flazasulfuron

(19) TZZ _T

(11) EP 2 642 857 B1

(12) EUROPEAN PATENT SPECIFICATION

(45) Date of publication and mention (51) Int Cl.: of the grant of the patent: A01N 47/36 (2006.01) A01P 13/02 (2006.01) 27.05.2015 Bulletin 2015/22 (86) International application number: (21) Application number: 11802167.4 PCT/JP2011/077736

(22) Date of filing: 24.11.2011 (87) International publication number: WO 2012/070688 (31.05.2012 Gazette 2012/22)

(54) HERBICIDAL COMPOSITION COMPRISING FLAZASULFURON AND NICOSULFURON HERBIZIDE ZUSAMMENSETZUNG MIT FLAZASULFURON UND NICOSULFURON COMPOSITION HERBICIDE COMPRENANT DU FLAZASULFURON ET DU NICOSULFURON

(84) Designated Contracting States: (74) Representative: Blodig, Wolfgang AL AT BE BG CH CY CZ DE DK EE ES FI FR GB Wächtershäuser & Hartz GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO Patentanwaltspartnerschaft mbB PL PT RO RS SE SI SK SM TR Weinstrasse 8 80333 München (DE) (30) Priority: 26.11.2010 JP 2010263748 (56) References cited: (43) Date of publication of application: EP-A2- 1 825 753 DE-A1- 19 928 453 02.10.2013 Bulletin 2013/40 • D.Montgomery et al: "Evaluation of Nicosulfuron, (73) Proprietor: Ishihara Sangyo Kaisha, Ltd. Flazasulfuron and MSMA for Johnsongrass Osaka-shi, Osaka 550-0002 (JP) Control in Bermudagrass Roadsides", Oklahoma Departmentof Transportation - AnnualReport for (72) Inventors: Fy 2009 , 13 January 2010 (2010-01-13), • KIKUGAWA, Hiroshi XP002667705, Retrieved from the Internet: URL: Kusatsu-shi, http://www.odot.org/hqdiv/p-r-div/spr- rip/ Shiga 525-0025 (JP) library/2156-2157/2009annual-johnson.p df • YAMADA, Ryu [retrieved on 2012-01-23] Kusatsu-shi, • DATABASE WPI Week 200130 Thomson Shiga 525-0025 (JP) Scientific, London, GB; AN 2001-285629 • OKAMOTO, Hiroyuki XP002667706, & JP 2001 039806 A (ISHIHARA Kusatsu-shi, SANGYO KAISHA LTD) 13 February 2001 Shiga 525-0025 (JP) (2001-02-13) • TERADA, Takashi Kusatsu-shi, Shiga 525-0025 (JP)

Note: Within nine months of the publication of the mention of the grant of the European patent in the European Patent Bulletin, any person may give notice to the European Patent Office of opposition to that patent, in accordance with the Implementing Regulations. Notice of opposition shall not be deemed to have been filed until the opposition fee has been paid. (Art. 99(1) European Patent Convention). EP 2 642 857 B1

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Description

TECHNICAL FIELD

5 [0001] The present invention relates to a herbicidal composition comprising (A) flazasulfuron or its salt (hereinafter referred to as compound (A)) and (B) nicosulfuron or its salt (hereinafter referred to as compound (B)).

BACKGROUND ART

10 [0002] Patent Document 1 discloses a granular herbicidal composition comprising flazasulfuron or its salt, a stabilizer and a carrier. Further, Patent Document 2 discloses a herbicidal composition comprising a sulfonylurea compound or its salt and an alkoxylated glyceride. [0003] Patent Document 3 relates to a control method of perennial gramineous weed in lawn, comprising applying (A) flazasulfuron together with (B) sodium N-methoxycarbonylsulfanyl-amide. However, Patent Documents 1 to 3 failed to 15 specifically disclose a specific combination of compound A and compound B and synergistic effects obtainable when they are combined.

PRIOR ART DOCUMENTS

20 PATENT DOCUMENTS

[0004]

Patent Document 1: JP-A-9-143015 25 Patent Document 2: JP-A-2005-60369 Patent Document 3: JP-A-2001-039806

DISCLOSURE OF INVENTION

30 TECHNICAL PROBLEM

[0005] At present, various herbicidal compositions have been developed and used, but they are not necessarily suf- ficient to control undesired plants such as weeds to be controlled, and a highly active herbicidal composition has been desired. 35 SOLUTION TO PROBLEM

[0006] By combining compound A and compound B, a highly active herbicidal composition can be provided.

40 ADVANTAGEOUS EFFECTS OF INVENTION

[0007] According to the present invention, a highly active herbicidal composition can be provided. [0008] When the herbicidal activity in a case where two active ingredients are combined, is larger than the simple sum of the respective herbicidal activities of the two active ingredients (the expected activity), it is called a synergistic effec t. 45 The activity expected by the combination of two active ingredients can be calculated as follows (Colby S.R., "Weed", vol. 15, p. 20-22, 1967).

50 where α: growth inhibition rate when treated with x (g/ha) of herbicide X, β: growth inhibition rate when treated with y (g/ha) of herbicide Y, E: growth inhibition rate expected when treated with x (g/ha) of herbicide X and y (g/ha) of herbicide Y.

55 [0009] That is, when the actual growth inhibition rate (measured value) is larger than the growth inhibition rate by the above calculation (calculated value), the activity by the combination can be regarded as showing a synergistic effect. The herbicidal composition of the present invention shows a synergistic effect when calculated by the above formula.

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DESCRIPTION OF EMBODIMENTS

[0010] In compound A, flazasulfuron (common name) is 1-(4,6-dimethoxypyrimidin-2-yl)-3-(3-trifluoromethyl-2-pyri- dylsulfonyl)urea. 5 [0011] In compound B, nicosulfuron (common name) is 2-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-N,N- dimethyfnicotinamide. [0012] The salt included in compound A and compound B may be any salt so long as it is agriculturally acceptable. Examples thereof include alkali metal salts such as a sodium salt and a potassium salt; alkaline earth metal salts such as a magnesium salt and a calcium salt; ammonium salts such as a monomethylammonium salt, a dimethylammonium 10 salt and a triethylammonium salt; inorganic acid salts such as a hydrochloride, a perchlorate, a sulfate and a nitrate, and organic acid salts such as an acetate and a methanesulfonate. [0013] The mixing ratio of compound A to compound B cannot generally be defined, as it varies depending upon various conditions such as the type of the formulation, the weather conditions, and the type and the growth stage of the undesired plants, and is, for example, from 40:1 to 1:40, preferably from 20:1 to 1:15 by the weight ratio. 15 [0014] The herbicidally effective amounts of compounds A and B cannot generally be defined, as they vary depending upon various conditions such as the mixing ratio of compound A to compound B, the type of the formulation, the weather conditions, and the type and the growth stage of the undesired plants. However, for example, compound A is applied in an amount of from 5 to 200 g/ha, preferably from 10 to 200 g/ha, and compound B is applied in an amount of from 5 to 200 g/ha, preferably from 10 to 150 g/ha. 20 [0015] The herbicidal composition of the present invention may be applied to undesired plants or may be applied to a place where they grow. Further, it may be applied at any time either before or after the emergence of the undesired plants. Further, the herbicidal composition of the present invention may take various application forms such as soil application, foliar application, irrigation application, and submerged application, and it can be applied to agricultural field s such as upland fields, orchards and paddy fields, and non-cropland such as ridges of fields, fallow fields, play grounds, 25 golf courses, vacant lands, forests, factory sites, railway sides and roadsides. [0016] The herbicidal composition of the present invention can control a broad range of undesired plants such as annual weeds and perennial weeds. The weeds to be controlled by the herbicidal composition of the present invention may, for example, be cyperaceae such as green kyllinga (Cyperus brevifolia var. leiolepis), purple nutsedge (Cyperus rotundus L.), and amur cyperus (Cyperus microiria Steud.); gramineae such as quackgrass (Agropyron repens (L.) P. 30 Beauv.), Cholorado bluestem (Agropyron tsukushiense (Honda) Ohwi var. transiens (Hack.) Ohwi), redtop(Agrostis alba L.), orchardgrass (Dactylis glomerata L.), perennial ryegrass (Lolium perenne L.), eulaliagrass (Miscanthus sinensis Anderss.), knotgrass (Paspalum distichum L.), bahiagrass ( Paspalum notatum Flugge), wild oat ( Avena fatua L.), water foxtail (Alopecurus aequalis Sobol. var. amurensis (Komar.) Ohwi), American sloughgrass(Beckmannia syzigachne (Steud.) Fernald), downy brome ( Bromus tectorum L.), Italian ryegrass ( Lolium multiflorum Lam.), guineagrass ( Panicum 35 maximum Jacq.), reed canarygrass ( Phalaris arundinacea L.), common reed ( Phragmites australis (Cav.) Trin. ex Steud.), barnyardgrass (Echinochloa crus-galli L., Echinochloa oryzicola vasing.), crabgrass (Digitaria sanguinalis L., Digitaria ischaemum Muhl., Digitaria adscendens Henr., Digitaria microbachne Henr., Digitaria horizontalis Willd.), green foxtail (Setaria viridis L.), goosegrass (Eleusine indica L.), johnsongrass (Sorghum halepense L.), bermuda grass (Cynodon dactylon (L.) Pers.), cogongrass Imperata( cylindrica (L.) Beauv.), japanese paspalum (Paspalum thunbergii Kunth), 40 dallisgrass (Paspalum dilatatum Poir.), annual bluegrass (Poa annua L.), panic grasses Panicum spp.), marmeladegrass or signalgrass (Brachiaria spp.), and itchgrass (Rottboellia cochinchinensis (LOUR.) W.D.CLAYTON); scrophulariaceae such as persian speedwell (Veronica persica Poir.), and corn speedwell (Veronica arvensis L.); compositae such as beggarticks (Bidens spp.), hairy fleabane (Conyza bonariensis (L.) Cronq.), horseweed (Erigeron canadensis L.), dan- delion (Taraxacum officinale Weber), and common cocklebur (Xanthium strumarium L.); leguminosae such as white 45 clover (Trifolium repens L.); caryophyllaceae such as sticky chickweed (Cerastium glomeratum Thuill.), and common chickweed (Stellaria media L.); euphorbiaceae such as garden spurge ( Euphorbia hirta L.), and threeseeded copperleaf (Acalypha australis L.); plantaginaceae such as asiatic plantain (Plantago asiatica L.); oxalidaceae such as creeping woodsorrel (Oxalis corniculata L.); apiaceae such as lawn pennywort ( Hydrocotyle sibthorpioides Lam.); violaceae such as violet (Viola mandshurica W. Becker); iridaceae such as blue-eyedgrass Sisvrinchium( rosulatum Bicknell); gera- 50 niaceae such as carolina geranium (Geranium carolinianum L.); labiatae such as purple deadnettle (Lamium purpureum L.), and henbit (Lamium amplexicaule L.); malvaceae such as velvetleaf (Abutilon theophrasti MEDIC.), and prickly sida (Sida spinosa L.); convolvulaceae such as tall morningglory (Ipomoea purpurea L.), and field bindweed (Convolvulus arvensis L.); chenopodiaceae such as common lambsquarters (Chenopodium album L.); portulacaceae such as common purslane (Portulaca oleracea L.); amaranthaceae such as redroot pigweed (Amaranthus retroflexus L.); solanaceae 55 such as black nightshade (Solanum nigrum L.); polygonaceeae such as spotted knotweed (Polygonum lapathifolium L.), and green smartweed (Polygonum scabrum MOENCH); cruciferae such as flexuous bittercress (Cardamine flexuosa WITH.); cucurbitaceae such as burcucumber (Sicyos angulatus L.); and commelinaceae such as common dayflower (Commelina communis L.).

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[0017] The herbicidal composition of the present invention is very useful in practical application. For example, the herbicidal composition of the present invention has remarkable synergistic effects, and has favorable herbicidal effects even if the doses of both compounds A and B are small, and accordingly, the impact on the surrounding environment can be suppressed. Further, the herbicidal composition of the present invention Can control perennial grass weeds such 5 as quackgrass (Agropyron repens (L.) P. Beauv.), Cholorado bluestem Agropyron( tsukushiense (Honda) Ohwi var. transiens (Hack.) Ohwi), redtop (Agrostis alba L.), orchardgrass (Dactylis glomerata L.), perennial ryegrass (Lolium perenne L.), eulaliagrass (Miscanthus sinensis Anderss.), knotgrass (Paspalum distichum L.), bahiagrass (Paspalum notatum Flugge), johnsongrass (Sorghum halepense L.), bermuda grass (Cynodon dactylon (L.) Pers.), dallisgrass (Paspalum dilatatum Poir.), cogongrass (Imperata cylindrica (L.) Beauv.), japanese paspalum (Paspalum thunbergii 10 Kunth) which are problematic as strong weeds in agricultural fields such as orchards and non-cropland such as golf courses, railway sides and roadsides. Further, the herbicidal composition of the present invention has a high herbicidal activity also against weeds in late leaf stage, such as weeds in 5-leaf stage to heading stage, and such is particularly remarkable for grass weeds. The herbicidal composition of the present invention has favorable herbicidal effects against grass weeds and broad leaf weeds either by foliar application or soil application. 15 [0018] The herbicidal composition of the present invention may contain other herbicidally effective component in addition to the above active ingredients, without departing from the intention and the scope of the present invention, whereby the range of weeds to be controlled, the time of application of the composition, the herbicidal activities, etc. may be improved to preferred directions. Other herbicidally effective component includes, for example, the following compounds (by common names including ones under application for approval by ISO, or test codes; common names 20 under application for approval by ISO mean common names before approval by ISO (International Organization for Standardization)). Even when not specifically mentioned here, in a case where such compounds have salts, alkyl esters, hydrates, different crystal forms, various structural isomers, etc., they are, of course, all included.

(1) Those which are believed to exhibit herbicidal effects by disturbing hormone activities of plants, such as a phenoxy 25 type such as 2,4-D, 2,4-D-butotyl, 2,4-D-butyl, 2,4-D-dimethylammonium, 2,4-D-diolamine, 2,4-D-ethyl, 2,4-D-2- ethylhexyl, 2,4-D-isobutyl, 2,4-D-isoctyl, 2,4-D-isopropyl, 2,4-D-isopropylammonium, 2,4-D-sodium, 2,4-D-isopro- panolammonium, 2,4-D-trolamine, 2,4-DB, 2,4-DB-butyl, 2,4-DB-dimethylammonium, 2,4-DB-isoctyl, 2,4-DB-potassium, 2,4-DB-sodium, dichlorprop, dichlorprop-butotyl, dichlorprop-dimethylammonium, dichlorprop-isoctyl, dichlorprop-potassium, dichlorprop-P, dichlorprop-P-dimethylammonium, dichlorprop-P-potassium, dichlorprop-P- 30 sodium, MCPA, MCPA-butotyl, MCPA-dimethylammonium, MCPA-2-ethylhexyl, MCPA-potassium, MCPA-sodium, MCPA-thioethyl, MCPB, MCPB-ethyl, MCPB-sodium, mecoprop, mecoprop-butotyl, mecoprop-sodium, mecoprop- P, mecoprop-P-butotyl, mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl, mecoprop-P-potassium, naproanilide or clomeprop; an aromatic carboxylic acid type such as 2,3,6-TBA, dicamba, dicamba-butotyl, dicamba- diglycolamine, dicamba-dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium, dicamba-potassi- 35 um, dicamba-sodium, dichlobenil, picloram, picloram-dimethylammonium, picloram-isoctyl, picloram-potassium, picloram-triisopropanolammonium, picloram-triisopropylammonium, picloram-trolamine, triclopyr, triclopyr-butotyl, triclopyr-triethylammonium, clopyralid, clopyralid-olamine, clopyralid-potassium, clopyralid-triisopropanolammonium or aminopyralid; and others such as naptalam, naptalam-sodium, benazolin, benazolin-ethyl, quinclorac, quin- merac, diflufenzopyr, diflufenzopyr-sodium, fluroxypyr, fluroxypyr-2-butoxy-1-methylethyl, fluroxypyr-meptyl, chlo- 40 rflurenol, chlorflurenol-methyl, aminocyclopyrachlor, aminocyclopyrachlor-methyl or aminocyclopyrachlor-potassium. (2) Those which are believed to exhibit herbicidal effects by inhibiting photosynthesis of plants, such as a urea type such as chlorotoluron, diuron, fluometuron, linuron, isoproturon, metobenzuron, tebuthiuron, dimefuron, isouron, karbutilate, methabenzthiazuron, metoxuron, monolinuron, neburon, siduron, terbumeton, trietazine or metobro- 45 muron; a triazine type such as simazine, atrazine, atratone, simetryn, prometryn, dimethametryn, hexazinone, metribuzin, terbuthylazine, cyanazine, ametryn, cybutryne, triaziflam, indaziflam, terbutryn, propazine, metamitron or prometon; a uracil type such as bromacil, bromacyl-lithium, 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, bromoxynil-heptanoate, ioxynil, ioxynil-octanoate, ioxynil-potassium or ioxynil- 50 sodium; and others such as pyridate, bentazone, bentazone-sodium, amicarbazone, methazole or pentanochlor. (3) Quaternary ammonium salt type such as paraquat or diquat, which is believed to be converted to free radicals by itself to form active oxygen in the plant body and shows rapid herbicidal efficacy. (4) Those which are believed to exhibit herbicidal effects by inhibiting chlorophyll biosynthesis of plants and abnor- mally accumulating a photosensitizing peroxide substance in the plant body, such as a diphenylether type such as 55 nitrofen, chlomethoxyfen, bifenox, acifluorfen, acifluorfen-sodium, fomesafen, fomesafen-sodium, oxyfluorfen, lactofen, aclonifen, ethoxyfen-ethyl (HC-252), fluoroglycofen-ethyl or fluoroglycofen; a cyclic imide type such as chlorphthalim, flumioxazin, flumiclorac, flumiclorac-pentyl, cinidon-ethyl, fluthiacet or fluthiacet-methyl; and others such as oxadiargyl, oxadiazon, sulfentrazone, carfentrazone-ethyl, thidiazimin, pentoxazone, azafenidin, isopropa-

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zole, pyraflufen-ethyl, benzfendizone, butafenacil, saflufenacil, flupoxam, fluazolate, profluazol, pyraclonil, flufenpyr- ethyl, bencarbazone or ethyl[3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin- 1-yl)phenoxy)pyridin-2-yloxy]acetate (SYN-523). (5) Those which are believed to exhibit herbicidal effects characterized by bleaching activities by inhibiting chromo- 5 genesis of plants such as carotenoids, such as a pyridazinone type such as norflurazon, chloridazon or metflurazon; a pyrazole type such as pyrazolynate, pyrazoxyfen, benzofenap, topramezone or pyrasulfotole; and others such as amitrole, fluridone, flurtamone, diflufenican, methoxyphenone, clomazone, sulcotrione, mesotrione, tembotrione, tefuryltrione (AVH-301), bicyclopyrone, isoxaflutole, difenzoquat, difenzoquat-metilsulfate, isoxachlortole, benzobi- cyclon, picolinafen or beflubutamid. 10 (6) Those which exhibit strong herbicidal effects specifically to gramineous plants, such as an aryloxyphenoxypro- pionic acid type such as diclofop-methyl, diclofop, pyriphenop-sodium, fluazifop-butyl, fluazifop, fluazifop-P, fluazifop- P-butyl, haloxyfop-methyl, haloxyfop, haloxyfop-etotyl, haloxyfop-P, haloxyfop-P-methyl, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, cyhalofop-butyl, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P- ethyl, metamifop-propyl, metamifop, clodinafop-propargyl, clodinafop or propaquizafop; a cyclohexanedione type 15 such as alloxydim-sodium, alloxydim, clethodim, sethoxydim, tralkoxydim, butroxydim, tepraloxydim, profoxydim or cycloxydim; and others such as flamprop-M-methyl, flamprop-M or flamprop-M-isopropyl. (7) Those which are believed to exhibit herbicidal effects by inhibiting an amino acid biosynthesis of plants, such as a sulfonylurea type such as chlorimuron-ethyl, chlorimuron, sulfometuron-methyl, sulfometuron, primisulfuron-methyl, primisulfuron, bensulfuron-methyl, bensulfuron, chlorsulfuron, metsulfuron-methyl, metsulfuron, cinosulfuron, 20 pyrazosulfuron-ethyl, pyrazosulfuron, azimsulfuron, rimsulfuron, imazosulfuron, cyclosulfamuron, prosulfuron, flupyrsulfuron-methyl-sodium, flupyrsulfuron, triflusulfuron-methyl, triflusulfuron, halosulfuron-methyl, halosulfuron, thifensulfuron-methyl, thifensulfuron, ethoxysulfuron, oxasulfuron, ethametsulfuron, ethametsulfuron-methyl, iodosulfuron, iodosulfuron-methyl-sodium, sulfosulfuron, triasulfuron, tribenuron-methyl, tribenuron, tritosulfuron, foram- sulfuron, trifloxysulfuron, trifloxysulfuron-sodium, mesosulfuron-methyl, mesosulfuron, orthosulfamuron, flucetosul- 25 furon, amidosulfuron, propyrisulfuron (TH-547), metazosulfuron, or a compound disclosed in the claim of WO2005092104; a triazolopyrimidinesulfonamide type such as flumetsulam, metosulam, diclosulam, cloransulam- methyl, florasulam, penoxsulam or pyroxsulam; an imidazolinone type such as imazapyr, imazapyr-isopropylammonium, imazethapyr, imazethapyr-ammonium, imazaquin, imazaquin-ammonium, imazamox, imazamox-ammonium, imazamethabenz, imazamethabenz-methyl or imazapic; a pyrimidinylsalicylic acid type such as pyrithiobac- 30 sodium, bispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyriftalid or pyrimisulfan; a sulfonylaminocarbonyl- triazolinone type such as flucarbazone, flucarbazone-sodium, propoxycarbazone-sodium, propoxycarbazone or thiencarbazone; and others such as glyphosate, glyphosate-sodium, glyphosate-potassium, glyphosate-ammonium, glyphosate-diammonium, glyphosate-isopropylammonium, glyphosate-trimesium, glyphosate-sesquisodium, glufosinate, glufosinate-ammonium, glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, bilanafos, bilana- 35 fos-sodium or cinmethylin. (8) Those which are believed to exhibit herbicidal effects by inhibiting cell mitoses of plants, such as a dinitroaniline type such as trifluralin, oryzalin, nitralin, pendimethalin, ethalfluralin, benfturalin, prodiamine, butralin or dinitramine; an amide type such as bensulide, napropamide, propyzamide or pronamide; an organic phosphorus type such as amiprofos-methyl, butamifos, anilofos or piperophos; a phenyl carbamate type such as propham, chlorpropham, 40 barban or carbetamide; a cumylamine type such as daimuron, cumyluron, bromobutide or methyldymron; and others such as asulam, asulam-sodium, dithiopyr, thiazopyr, chlorthal-dimethyl, chlorthal or diphenamid. (9) Those which are believed to exhibit herbicidal effects by inhibiting protein biosynthesis or lipid biosynthesis of plants, such as a chloroacetamide type such as alachlor, metazachlor, butachlor, pretilachlor, metolachlor, S-metolachlor, thenylchlor, pethoxamid, acetochlor, propachlor, dimethenamid, dimethenamid-P, propisochlor or dimeth- 45 achlor; a thiocarbamate type such as molinate, dimepiperate, pyributicarb, EPTC, butylate, vernolate, pebulate, cycloate, prosulfocarb, esprocarb, thiobencarb, diallate, tri-allate or orbencarb; and others such as etobenzanid, mefenacet, flufenacet, tridiphane, cafenstrole, fentrazamide, oxaziclomefone, indanofan, benfuresate, pyroxasul- fone, fenoxasulfone, dalapon, dalapon-sodium, TCA-sodium or trichloroacetic acid. (10) MSMA, DSMA, CMA, endothall, endothall-dipotassium, endothall-sodium, endothall-mono(N,N-dimethylalky- 50 lammonium), ethofumesate, sodium chlorate, pelargonic acid (nonanoic acid), fosamine, fosamine-ammonium, pinoxaden, ipfencarbazone (HOK-201), aclolein, ammonium sulfamate, borax, chloroacetic acid, sodium chloroac- ete, cyanamide, methylarsonic acid, dimethylarsinic acid, sodium dimethylarsinate, dinoterb, dinoterb-ammonium, dinoterb-diolamine, dinoterb-acetate, DNOC, ferrous sulfate, flupropanate, flupropanate-sodium, isoxaben, mefluidide, mefluidide-diolamine, metam, metam-ammonium, metam-potassium, metam-sodium, methyl isothiocyanate, 55 pentachlorophenol, sodium pentachlorophenoxide, pentachlorophenol laurate, quinoclamine, sulfuric acid, urea sulfate, methiozolin (MRC-01), etc. (11) Those which are believed to exhibit herbicidal effects by being parasitic on plants, such Xanthomonasas campestris, Epicoccosirus nematosorus, Epicoccosirus nematosperus, Exserohilum monoseras or Drechsrela

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monoceras.

[0019] The herbicidal composition of the present invention may be prepared by mixing compound A and compound B, as active ingredients, with various agricultural additives in accordance with conventional formulation methods for 5 agricultural chemicals, and applied in various formulations such as dusts, granules, water dispersible granules, wettable powders, tablets, pills, capsules (including a formulation packaged by a water soluble film), water-based suspensions, oil-based suspensions, microemulsions, suspoemulsions, water soluble powders, emulsifiable concentrates, soluble concentrates or pastes. It may be formed into any formulation which is commonly used in this field, so long as the object of the present invention is thereby met. 10 [0020] At the time of the formulation, compound A and compound B may be mixed together for the formulation, or they may be separately formulated. [0021] The additives to be used for the formulation include, for example, a solid carrier such as kaolinite, sericite, diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaoline, bentonite, clay, sodium carbonate, sodium bicarbonate, mirabilite, zeolite or starch; a solvent such as water, toluene, xylene, solvent naphtha, dioxane, 15 dimethylsulfoxide, N,N-dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone or an alcohol; an anionic surfactant such as a salt of fatty acid, a benzoate, a polycarboxylate, a salt of alkylsulfuric acid ester, an alkyl sulfate, an alkylaryl sulfate, an alkyl diglycol ether sulfate, a salt of alcohol sulfuric acid ester, an alkyl sulfonate, an alkylaryl sul fonate, an aryl sulfonate, a lignin sulfonate, an alkyldiphenylether 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 20 polyoxyethylene alkylaryl ether sulfate, a salt of polyoxyethylene alkylaryl ether sulfuric acid ester, a polyoxyethylene alkyl ether phosphate, a salt of polyoxyethylene alkylaryl phosphoric acid ester, a salt of polyoxyethylene aryl ether phosphoric acid ester, a naphthalene sulfonic acid condensed with formaldehyde or a salt of alkylnaphthalene sulfonic acid condensed with formaldehyde; a nonionic surfactant such as a sorbitan fatty acid ester, a glycerin fatty acid ester, a fatty acid polyglyceride, a fatty acid alcohol polyglycol ether, acetylene glycol, acetylene alcohol, an oxyalkylene block 25 polymer, a polyoxyethylene alkyl ether, a polyoxyethylene alkylaryl ether, a polyoxyethylene styrylaryl ether, a polyoxyethylene glycol alkyl ether, polyethylene glycol, a polyoxyethylene fatty acid ester, a polyoxyethylene sorbitan fatty acid ester, a polyoxyethylene glycerin fatty acid ester, a polyoxyethylene hydrogenated castor oil or a polyoxypropylene fatty acid ester; and a vegetable oil or mineral oil such as olive oil, kapok oil, castor oil, palm oil, camellia oil, coconut oil, sesame oil, corn oil, rice bran oil, peanut oil, cottonseed oil, soybean oil, rapeseed oil, linseed oil, tung oil or liquid 30 paraffins. These additives may suitably be selected for use alone or in combination as a mixture of two or more of them, so long as the object of the present invention is met. Further, additives other than the above-mentioned may be suitably selected for use among those known in this field. For example, various additives commonly used, such as a filler, a thickener, an anti-settling agent, an anti-freezing agent, a dispersion stabilizer, a safener, an anti-mold agent, a bubble agent, a disintegrator and a binder, may be used. The mix ratio by weight of the active ingredient to such various additives 35 may be from 0.001:99.999 to 95:5, preferably from 0.005:99.995 to 90:10. [0022] As a method of applying the herbicidal composition of the present invention, a proper method can be employed among various methods depending upon various conditions such as the application site, the type of the formulation, and the type and the growth stage of the undesired plants to be controlled, and for example, the following methods may be mentioned. 40 1. Compound A and compound B are formulated together, and the formulation is applied as it is. 2. Compound A and compound B are formulated together, the formulation is diluted to a predetermined concentration with e.g. water, and as the case requires, a spreader (such as a surfactant, a vegetable oil or a mineral oil) is added for application. 45 3. Compound A and compound B are separately formulated and applied as they are. 4. Compound A and compound B are separately formulated, and they are diluted to a predetermined concentration with e.g. water, and as the case requires, a spreader (such as a surfactant, a vegetable oil or a mineral oil) is added for application. 5. Compound A and compound B are separately formulated, and the formulations are mixed when diluted to a 50 predetermined concentration with e.g. water, and as the case requires, a spreader (such as a surfactant, a vegetable oil or a mineral oil) is added for application.

[0023] Preferred embodiments of the present invention will be described below, but the present invention is by no means restricted thereto. 55 (1) A herbicidal composition comprising (A) flazasulfuron or its salt and (B) nicosulfuron or its salt in a mixing ratio of from 40:1 to 1:40 by the weight ratio. (2) A method for controlling undesired plants or inhibiting their growth, which comprises applying a herbicidal com-

6 EP 2 642 857 B1

position comprising (A) flazasulfuron or its salt in a ratio of from 5 to 200 g/ha and (B) nicosulfuron or its salt in a ratio of from 5 to 200 g/ha, to the undesired plants or to a place where they grow. (3) A method for controlling undesired plants or inhibiting their growth, which comprises applying (A) flazasulfuron or its salt in an amount of from 5 to 200 g/ha and (B) nicosulfuron or its salt in an amount of from 5 to 200 g/ha to 5 the undesired plants or to a place where they grow. (4) The method according to the above (2) or (3), wherein the undesired plants are weeds in 5-leaf stage to heading stage. (5) The method according to the above (4), wherein the weeds are grass weeds. (6) The method according to the above (5), wherein the grass weeds are at least one member selected from the 10 group consisting of quackgrass (Agropyron repens (L.) P. Beauv.), Cholorado bluestem (Agropyron tsukushiense (Honda) Ohwi var. transiens (Hack.) Ohwi), redtop (Agrostis alba L.), orchardgrass (Dactylis glomerata L.), perennial ryegrass (Lolium perenne L.), eulaliagrass (Miscanthus sinensis Anderss.), knotgrass (Paspalum distichum L.), bahiagrass (Paspalum notatum Flugge), wild oat (Avena fatua L.), water foxtail Alopecurus( aegualis Sobol. var. amurensis (Komar. ) Ohwi), American sloughgrass ( Beckmannia syzigachne (Steud.) Fernald), downy brome ( Bro- 15 mus tectorum L.), Italian ryegrass ( Lolium multiflorum Lam.), guineagrass (Panicum maximum Jacq.), reed canarygrass (Phalaris arundinacea L.), common reed (Phragmites australis (Cav.) Trin. ex Steud.), barnyardgrass (Echi- nochloa crus-galli L., Echinochloa oryzicola vasing.), crabgrass ( Digitaria sanguinalis L., Digitaria ischaemum Muhl., Digitaria adscendens Henr., Digitaria microbachne Henr., Digitaria horizontalis Willd.), green foxtail (Setaria viridis L.), goosegrass (Eleusine indica L.), johnsongrass (Sorghum halepense L.), bermuda grass (Cynodon dactylon (L.) 20 Pers.), cogongrass (Imperata cylindrica (L.) Beauv.), japanese paspalum (Paspalum thunbergii Kunth), dallisgrass (Paspalum dilatatum Poir.), annual bluegrass (Poa annua L.), panic grasses (Panicum spp.), marmeladegrass or signalgrass (Brachiaria spp.), and itchgrass (Rottboellia cochinchinensis (LOUR.) W.D.CLAYTON). (7) The method according to the above (2) or (3), wherein the undesired plants are perennial grass weeds. (8) The method according to the above (7), wherein the perennial grass weeds are at least one member selected 25 from the group consisting of quackgrass (Agropyron repens (L.) P. Beauv.), Cholorado bluestem (Agropyron tsukushiense (Honda) Ohwi var. transiens (Hack.) Ohwi), redtop (Agrostis alba L.), orchardgrass (Dactylis glomerata L.), perennial ryegrass (Lolium perenne L.), eulaliagrass Miscanthus( sinensis Anderss.), knotgrass (Paspalum distichum L.), bahiagrass ( Paspalum notatum Flugge), johnsongrass ( Sorghum halepense L.), bermuda grass ( Cy- nodon dactylon (L.) Pers.), dallisgrass ( Paspalum dilatatum Poir.), cogongrass (Imperata cylindrica (L.) Beauv.) and 30 japanese paspalum (Paspalum thunbergii Kunth).

EXAMPLES

[0024] Now, the present invention will be described in further detail with reference to Examples. However, the present 35 invention is by no means restricted to such specific Examples.

TEST EXAMPLE 1

[0025] Upland field soil was put into a 1/1,000,000 ha pot, and seeds of crabgrass ( Digitaria sanguinalis.) were sown. 40 When the crabgrass reached 3.8 to 4.0-leaf stage, predetermined amounts of water dispersible granules comprising flazasulfuron as an active ingredient (trade name: SHIBAGEN DF manufactured by Ishihara Sangyo Kaisha, Ltd.) and an emulsifiable concentrate comprising nicosulfuron as an active ingredient (trade name: ONEHOPE NYUZAI manufactured by Ishihara Sangyo Kaisha, Ltd.) were diluted with water (corresponding to 300 L/ha) containing 0.1 vol% of an agricultural adjuvant (trade name: KUSARINOH manufactured by NIHON NOHYAKU CO., LTD.) and applied for 45 foliar treatment by a small sprayer. [0026] On the 28th day after treatment, the state of growth of the crabgrass was visually observed to determine the growth inhibition rate in accordance with the following evaluation standard. The growth inhibition rate (%) (measured value) and the growth inhibition rate (%) (calculated value) calculated by the Colby’s formula are shown in Table 1.

7 EP 2 642 857 B1

TABLE 1 Growth inhibition rate (%) of crabgrass Compound Dose (g/ha) Measured value Calculated value 5 Flazasulfuron 12.5 87 - 15 7 - Nicosulfuron 40 22 -

10 12.5+15 100 88 Flazasulfuron + Nicosulfuron 12.5+40 100 90

TEST EXAMPLE 2

15 [0027] Upland field soil was put into a 1/1,000,000 ha pot, and seeds of bermuda grass (Cynodon dactylon (L.) Pers.) were sown. When the bermuda grass reached 5.0 to 7.0-leaf stage, predetermined amounts of water dispersible granules comprisingflazasulfuron as an active ingredient (trade name:SHIBAGEN DF) and an emulsifiable concentrate comprising nicosulfuron as an active ingredient (trade name: ONEHOPE NYUZAI) were diluted with water (corresponding to 1,000 L/ha) containing 0.05 vol% of an agricultural adjuvant (trade name: KUSARINOH) and applied for foliar treatment by a 20 small sprayer. [0028] On the 21 st day after treatment, the state of growth of the bermuda grass was visually observed to determine the growth inhibition rate. The growth inhibition rate (%) (measured value) and the growth inhibition rate (%) calculated in the same manner as in Test Example 1 are shown in Table 2.

25 TABLE 2 Growth inhibition rate (%) of bermuda grass Compound Dose (g/ha) Measured value Calculated value

30 10 0 - Flazasulfuron 200 45 - 10 8 - Nicosulfuron 150 90 - 35 200+10 73 49 Flazasulfuron + Nicosulfuron 10+150 97 90

INDUSTRIAL APPLICABILITY 40

[0029] According to the present invention, a herbicidal composition having a wide herbicidal spectrum, having high activity and having a long lasting effect can be provided. Further, according to the present invention, widening of the herbicidal spectrum particularly against grass weeds and application to genetically-modified crops resistant to ALS inhibitors are possible, and an increase in the application site can be expected. 45 [0030] The priority ofJapanese Patent ApplicationNo. 2010-263748filed on November 26, 2010including specification, claims and summary is claimed.

Claims 50

1. A herbicidal composition comprising (A) flazasulfuron or its salt and (B) nicosulfuron or its salt.

2. The composition according to Claim 1, wherein the mixing ratio of (A) to (B) is from 40:1 to 1:40 by the weight ratio.

55 3. A method for controlling undesired plants or inhibiting their growth, which comprises applying a herbicidally effective amount of a herbicidal composition comprising (A) flazasulfuron or its salt and (B) nicosulfuron or its salt, to the undesired plants or to a place where they grow.

8 EP 2 642 857 B1

4. A method for controlling undesired plants or inhibiting their growth with a herbicidally effective amount of (A) flazasulfuron or its salt and a herbicidally effective amount of (B) nicosulfuron or its salt, which comprises applying the herbicidally effective amount of (A) and the herbicidally effective amount of (B) to the undesired plants or to a place where they grow. 5 5. The method according to Claim 3 or 4, wherein (A) is applied in an amount of from 5 to 200 g/ha, and (B) is applied in an amount of from 5 to 200 g/ha.

6. The method according to Claim 3 or 4, wherein the undesired plants are weeds in 5-leaf stage to heading stage. 10 7. The method according to Claim 6, wherein the weeds are grass weeds.

8. The method according to Claim 7, wherein the grass weeds are at least one member selected from the group consisting of quackgrass ( Agropyron repens (L.) P. Beauv.), Cholorado bluestem (Agropyron tsukushiense (Honda) 15 Ohwi var. transiens (Hack.) Ohwi), redtop (Agrostis alba L.), orchardgrass ( Dactylis glomerata L.), perennial ryegrass (Lolium perenne L.), eulaliagrass (Miscanthus sinensis Anderss.), knotgrass (Paspalum distichum L.), bahiagrass (Paspalum notatum Flugge), wild oat (Avena fatua L.), water foxtail (Alopecurus aequalis Sobol. var. amurensis (Komar. ) Ohwi), American sloughgrass (Beckmannia syzigachne (Steud.) Fernald), downy brome (Bromus tectorum L.), Italian ryegrass (Lolium multiflorum Lam.), guineagrass (Panicum maximum Jacq.), reed canarygrass (Phalaris 20 arundinacea L.), common reed (Phragmites australis (Cav.) Trin. ex Steud.), barnyardgrass (Echinochloa crus-galli L., Echinochloa orvzicola vasing.), crabgrass (Digitaria sanguinalis L., Digitaria ischaemum Muhl., Digitaria adscendens Henr., Digitaria microbachne Henr., Digitaria horizontalis Willd.), green foxtail ( Setaria viridis L.), goosegrass (Eleusine indica L.), johnsongrass (Sorghum halepense L.), bermuda grass (Cynodon dactylon (L.) Pers.), cogongrass (Imperata cylindrica (L.) Beauv.), japanese paspalum(Paspalum thunbergii Kunth), dallisgrass 25 (Paspalum dilatatum Poir.), annual bluegrass (Poa annua L.), panic grasses (Panicum spp.), marmeladegrass or signalgrass (Brachiaria spp.), and itchgrass (Rottboellia cochinchinensis (LOUR.) W.D.CLAYTON).

9. The method according to Claim 3 or 4, wherein the undesired plants are perennial grass weeds.

30 10. The method according to Claim 9, wherein the perennial grass weeds are at least one member selected from the group consisting of quackgrass (Agropyron repens (L.) P. Beauv.), Cholorado bluestem (Agropyron tsukushiense (Honda) Ohwi var. transiens (Hack.) Ohwi), redtop (Agrostis alba L.), orchardgrass (Dactylis glomerata L.), perennial ryegrass (Lolium perenne L.), eulaliagrass Miscanthus( sinensis Anderss.), knotgrass (Paspalum distichum L.), bahiagrass (Paspalum notatum Flugge), johnsongrass (Sorghum halepense L.), bermuda grass (Cvnodon dactylon 35 (L.) Pers.), dallisgrass (Paspalum dilatatum Poir.), cogongrass (Imperata cylindrica (L.) Beauv.) and japanese paspalum (Paspalum thunbergii Kunth).

11. The method according to claim 4, wherein said (A) and said (B) are separately formulated.

40 12. Use of (A) flazasulfuron or its salt and (B) nicosulfuron or its salt in combination for controlling undesired plants or inhibiting their growth.

Patentansprüche 45 1. Herbizidzusammensetzung, umfassend (A) Flazasulfuron oder dessen Salz und (B) Nicosufuron oder dessen Salz.

2. Zusammensetzung nach Anspruch 1, bei der das Mischungsverhältnis von (A) zu (B), als Gewichtsverhältnis, von 40:1 bis 1:40 beträgt. 50 3. Verfahren zur Kontrolle nicht erwünschter Pflanzen oder zum Inhibieren ihres Wachstums, bei dem das Verfahren das Anwenden einer herbizid wirksamen Menge einer Herbizidzusammensetzung, umfassend (A) Flazasulfuron oder dessen Salz und (B) Nicosufuron oder dessen Salz, auf die nicht erwünschten Pflanzen oder den Ort ihres Wachstums umfasst. 55 4. Verfahren zur Kontrolle nicht erwünschter Pflanzen oder zum Inhibieren ihres Wachstums mit einer herbizid wirksamen Menge von (A) Flazasulfuron oder dessen Salz und einer herbizid wirksamen Menge von(B) Nicosufuron oder dessen Salz, wobei das Verfahren das Anwenden der wirksamen Menge von (A) Flazasulfuron oder dessen

9 EP 2 642 857 B1

Salz und der herbizid wirksamen Menge von (B) Nicosufuron oder dessen Salz auf die nicht erwünschten Pflanzen oder den Ort ihres Wachstums umfasst.

5. Verfahren nach Anspruch 3 oder 4, bei dem (A) in einer Menge von 5 bis 200g/ha angewendet wird und (B) in einer 5 Menge von 5 bis 200 g/ha.

6. Verfahren nach Anspruch 3 oder 4, bei dem die nicht erwünschten Pflanzen Unkräuter im 5-Blatt-Stadium bis zum Ährenstadium sind.

10 7. Verfahren nach Anspruch 6, bei dem die Unkräuter Gräser sind.

8. Verfahren nach Anspruch 7, bei dem die Gräser wenigstens ein Mitglied, aus gewählt aus der Gruppe, bestehend aus Gewöhnliche Quecke (Agropyron repens (L.) P.Beauv.), Elymusgras (Agropyron tsukushiense (Honda) Ohwi var. transiens (Hack.) Ohwi), Weißes Straußgras (Agrostis alba L.), Knäuelgrass (Dactylis glomerata L.), Ausdau- 15 erndes Weidelgras (Lolium perenne L.), Chinaschilf (Miscanthus sinensisAnderss.), Knotengras (Paspalum distichum L.), Bahiagrass (Paspalum notatum Flugge), Wildhafer ( Avena fatua L.), Rotgelbes Fuchsschwanzgras ( Alo- pecurus aequalis Sobol. var. amurensis (Komar. ) Ohwi), Amerikanisches Doppelährengras ( Beckmannia syzigachne (Steud.) Fernald), Dach-Trespe (Bromus tectorum L.), Italienisches Weidelgras (Lolium multiflorum Lam.), Gui- neagras (Panicum maximum Jacq.), Rohr-Glanzgras (Phalaris arundinacea L.), Gewöhnliches Schilf (Phragmites 20 australis (Cav.) Trin. ex Steud.), Gewöhnliche Hühnerhirse ( Echinochloa crus-galli L., Echinochloa oryzicolavasing.), Gewöhnliche Blut-Fingerhirse (Digitaria sanguinalis L., Digitaria ischaemum Muhl., Digitaria adscendens Henr., Digitaria microbachne Henr., Digitaria horizontalis Willd.), Gewöhnliche Grüne Borstenhirse(Setaria viridis L.), Wilder Korakan (Eleusine indica L.), Wilde Mohrenhirse (Sorghum halepense L.), Gewöhnliches Hundszahngras (Cynodon dactylon (L.) Pers.), Japanisches Blutgras (Imperata cylindrica (L.) Beauv.), Japanisches Bahiagras ( Pas- 25 palum thunbergii Kunth), Dallisgras ( Paspalumdilatatum Poir.), Einjähriges Rispengras ( Poa annua L.), Hirse-Gräser (Panicum spp.), Signalgras (Brachiaria spp.), und Corngras (Rottboellia cochinchinensis (LOUR.) W.D.CLAYTON) sind.

9. Verfahren nach Anspruch 3 oder 4, bei dem die nicht erwünschten Pflanzen mehrjährige Gräser sind. 30 10. Verfahren nach Anspruch 9, bei dem die mehrjährigen Gräser wenigstens ein Mitglied, aus gewählt aus der Gruppe, bestehend aus Gewöhnliche Quecke Agropyron( repens (L.) P. Beauv.), Elymusgras Agropyron( tsukushiense (Honda) Ohwi var. transiens (Hack.) Ohwi), Weißes Straußgras ( Agrostis alba L.), Knäuelgrass ( Dactylis glomerata L.), Weidelgras (Lolium perenne L.), Chinaschilf (Miscanthus sinensis Anderss.), Knotengras (Paspalum distichum 35 L.), Bahiagras (Paspalum notatum Flugge), Wilde Mohrenhirse Sorghum( halepense L.), Gewöhnliches Hunds- zahngras (Cynodon dactylon (L.) Pers.), Dallisgras (Paspalum dilatatum Poir.), Japanisches Blutgras Imperata( cylindrica (L.) Beauv.) and Japanisches Bahiagras (Paspalum thunbergii Kunth) sind.

11. Verfahren nach Anspruch 4, bei dem das (A) und das (B) getrennt formuliert sind. 40 12. Verwendung von (A) Flazasulfuron oder dessen Salz und (B) Nicosufuron oder dessen Salz in Kombination zur Kontrolle nicht erwünschter Pflanzen oder zum Inhibieren von deren Wachstum.

45 Revendications

1. Composition herbicide comprenant (A) du flazasulfuron ou son sel et (B) du nicosulfuron ou son sel.

2. Composition selon la revendication 1, dans laquelle le rapport de mélange de (A) sur (B) est un rapport en poids 50 de 40/1 à 1/40.

3. Procédé pour lutter contre des plantes non souhaitées ou pour inhiber leur croissance, qui comprend l’application d’une quantité efficace du point de vue herbicide d’une composition herbicide comprenant (A) du flazasulfuron ou son sel et (B) du nicosulfuron ou son sel, aux plantes non souhaitées ou à un endroit où elles poussent. 55 4. Procédé pour lutter contre des plantes non souhaitées ou pour inhiber leur croissance avec une quantité efficace du point de vue herbicide (A) de flazasulfuron ou de son sel et une quantité efficace du point de vue herbicide (B) de nicosulfuron ou de son sel, qui comprend l’application de la quantité efficace du point de vue herbicide de (A) et

10 EP 2 642 857 B1

de la quantité efficace du point de vue herbicide de (B) aux plantes non souhaitées ou à un endroit où elles poussent.

5. Procédé selon la revendication 3 ou 4, dans lequel (A) est appliqué en une quantité de 5 à 200 g/ha, et (B) est appliqué en une quantité de 5 à 200 g/ha. 5 6. Procédé selon la revendication 3 ou 4, dans lequel les plantes non souhaitées sont des mauvaises herbes allant du stade 5 feuilles au stade de l’épiaison.

7. Procédé selon la revendication 6, dans lequel les mauvaises herbes sont de mauvaises herbes du gazon. 10 8. Procédé selon la revendication 7, dans lequel les mauvaises herbes du gazon sont au moins un membre du groupe constitué par le chiendent (Agropyron repens (L.) P. Beauv.), l’andropogon du Colorado (Agropyron tsukushiense (Honda) Ohwi var. transiens (Hack) Ohwi), l’agrostide blanche Agrostis( alba L.), le dactyle aggloméré (Dactylis glomerata L.), l’ivraie vivace (Lolium perenne L.), le roseau de chine (Miscanthus sinensis Anderss.), la renouée 15 (Paspalum distichum L.), l’herbe Bahia (Paspalum notatum Flugge), la folle avoine (Avena fatua L.), le vulpin fauve (Alopecurus aequalis Sobol. var. amurensis (Komar.) Ohwi), la beckmannie à écailles unies ( Beckmannia syzigachne (Steud.) Fernald), le brome des seigles ( Bromus tectorum L.), l’ivraie vivace d’Italie ( Lolium multiflorum Lam.), l’herbe de Guinée (Panicum maximum Jacq.), la phalaride Phalaris( arundinacea L.), le roseau commun Phragmites ( australis (Cav.) Trin. ex Steud.), le pied de coq (Echinochloa crus-galli L., Echinochloa oryzicola vasing.), la digitaire 20 (Digitaria sanguinalis L., Digitaria ischaemum Muhl., Digitaria adscendens Henr., Digitaria microbachne Henr., Di- gitaria horizontalis Willd.), la sétaire verte ( Setaria viridis L.), le gaillet (Eleusine indica L.), le sorgho d’Alep (Sorghum halepense L.), le cynodon ( Cynodon dactylon (L.) Pers.), l’imperata cylindrique (Imperata cylindrica (L.) Beauv.), le paspalum du Japon (Paspalum thunbergii Kunth), le millet bâtard (Paspalum dilatatum Poir.), le pâturin annuel ( Poa annua L.), le panic (Panicum spp.), l’herbe de Sainte Lucie ou poacée (Brachiaria spp.), et la Rottboellie de Co- 25 chinchine (Rottboellia cochinchinensis (LOUR.) W.D. CLAYTON).

9. Procédé selon la revendication 3 ou 4, dans lequel les plantes non souhaitées sont des mauvaises herbes de gazon vivaces.

30 10. Procédé selon la revendication 9, dans lequel les mauvaises herbes de gazon vivaces sont au moins un membre du groupe constitué par le chiendent(Agropyron repens (L.) P. Beauv.), l’andropogon du Colorado(Agropyron tsukushiense (Honda) Ohwi var. transiens (Hack) Ohwi), l’agrostide blanche ( Agrostis alba L.), le dactyle aggloméré (Dactylis glomerata L.), l’ivraie vivace (Lolium perenne L.), le roseau de chine (Miscanthus sinensis Anderss.), la renouée (Paspalum distichum L.), l’herbe Bahia (Paspalum notatum Flugge), le sorgho d’Alep (Sorghum halepense 35 L.), le cynodon (Cynodon dactylon (L.) Pers.), le millet bâtard (Paspalum dilatatum Poir.), l’imperata cylindrique (Imperata cylindrica (L.) Beauv.), et le paspalum du Japon ( Paspalum thunbergii Kunth).

11. Procédé selon la revendication 4, dans lequel ledit (A) et ledit (B) sont formulés séparément.

40 12. Utilisation (A) de flazasulfuron ou de son sel et (B) de nicosulfuron ou de son sel en combinaison pour lutter contre des plantes non souhaitées ou pour inhiber leur croissance.

11 EP 2 642 857 B1

REFERENCES CITED IN THE DESCRIPTION

This list of references cited by the applicant is for the reader’s convenience only. It does not form part of the European patent document. Even though great care has been taken in compiling the references, errors or omissions cannot be excluded and the EPO disclaims all liability in this regard.

Patent documents cited in the description

• JP 9143015 A [0004] • WO 2005092104 A [0018] • JP 2005060369 A [0004] • JP 2010263748 A [0030] • JP 2001039806 A [0004]

Non-patent literature cited in the description

• COLBY S.R. Weed, 1967, vol. 15, 20-22 [0008]