EP2538786A2 - Composition herbicide renfermant les hydrates de saflufenacil et de glyphosate ou glufosinate - Google Patents

Composition herbicide renfermant les hydrates de saflufenacil et de glyphosate ou glufosinate

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Publication number
EP2538786A2
EP2538786A2 EP11704457A EP11704457A EP2538786A2 EP 2538786 A2 EP2538786 A2 EP 2538786A2 EP 11704457 A EP11704457 A EP 11704457A EP 11704457 A EP11704457 A EP 11704457A EP 2538786 A2 EP2538786 A2 EP 2538786A2
Authority
EP
European Patent Office
Prior art keywords
methyl
component
chloro
plants
herbicide
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP11704457A
Other languages
German (de)
English (en)
Inventor
Alfred Angermann
Stefan Lehr
Hubert Menne
Lothar Willms
Erwin Hacker
Britta Olenik
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Intellectual Property GmbH
Original Assignee
Bayer Intellectual Property GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Intellectual Property GmbH filed Critical Bayer Intellectual Property GmbH
Priority to EP11704457A priority Critical patent/EP2538786A2/fr
Publication of EP2538786A2 publication Critical patent/EP2538786A2/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals

Definitions

  • the present invention relates to a herbicide combination comprising
  • Glufosinate A2 and its agrochemically acceptable salts
  • a herbicide B) containing a hydrate of the compound 2-chloro-5- [3,6-dihydro-3-methyl-2,6-dioxo-4 (trifluoromethyl) -1- (2H) -pyrimidinyl] -4-fluoro-N - [[methyl- (1-methylethyl) amino] sulfonyl] benzamide.
  • WO 2008/043836 discloses that the hydrates of the phenyluracil of the formula (I) do not have the stability problems of the amorphous form and that the hydrates also have better herbicidal properties
  • the hydrates of the phenyluracil of the formula (I) are crystalline substances which are crystallized in a more compact form than those from WO
  • 01/083459 known amorphous forms of phenyluracil of the formula (I).
  • the hydrates of the phenyluracil of the formula (I) are crystalline substances which, depending on the formation of the crystals, have about 0.8 to 1.2 mol of water,
  • compositions having herbicidal activity in addition to glyphosate and glufosinate or their salts contain at least two other herbicidal active ingredients, wherein it is one of the active ingredients is pyroxasulfone.
  • WO 2009/141367 also discloses the use of the phenyluracil of the formula (I) (saflufenacil) as the third combination active ingredient (see the saflufenacil Examples 260 to 321, in particular Example 273).
  • Phenyluracil including safululacetic acid, in combination with glyphosate, the phenyluracil component intended to improve the rainfastness of the glyphosate component.
  • the object of the present invention is to provide further herbicidal compositions containing one or more hydrates of the phenyluracil of the formula (I) and thereby having advantages over the compositions known from the prior art.
  • the object is achieved by containing a herbicide combination
  • Glufosinate (A2) and its agrochemically acceptable salts and b) a herbicide (B) containing a hydrate of the compound 2-chloro-5- [3,6-dihydro-3-methyl-2,6-dioxo-4 (trifluoromethyl) -1- (2H) -pyrimidinyl] -4-fluoro-N - [[methyl- (1-methylethyl) amino] sulfonyl] benzamide.
  • Glyphosate (common name of the compound with the IUPAC name N- (phosphonomethyl) glycine) is a non-selective herbicide described in US 3,799,758 and US 4,405,531. Glyphosate is under the trade names
  • Glyphosate is also provided as a salt with various cations.
  • Herbicidal salts of glyphosate used are e.g. Glyphosate-diammonium
  • Glyphosate which is used as component (A1) in the present invention is preferably used in the form of diammonium (A1a), isopropylammonium (A1b), monoammonium (A1c) or trimesium salt (Alf).
  • Glufosinate (common name of the compound with the IUPAC name
  • Glufosinates and its salts such as glufosinate-ammonium [CAS RN 77 182-82-2], and its herbicidal action have been described by F. Schwerdtle et al. Z. convincedr. Plant Protection, 1981, Special Issue IX, pp. 431 -440.
  • glufosinate is used as component (A2)
  • particularly interesting glufosinate salts are glufosinate-ammoniunn (A2a), glufosinate-sodium (A2b), L-glufosinate-ammoniunn (A2c), and L-glufosinate-sodium ( A2d).
  • glufosinate-ammonium (A2a).
  • Glufosinates and its salts are known under trade names such as e.g.
  • Component (B) in the state before mixing component (B) with the further components and components of the herbicide combination, that the hydrates of the compound 2-chloro-5- [3,6-dihydro-3-methyl-2, 6-dioxo-4- (trifluoromethyl) -1- (2H) -pyrimidinyl] -4-fluoro-N - [[methyl- (1-methylethyl) amino] sulfonyl] benzamide 0.8 to 1.2 moles of water to 1 mole of 2-chloro-5- [3,6-dihydro-3-methyl-2,6-dioxo-4- (trifluoromethyl) -1 - (2H) -pyrimidinyl] -4-fluoro-N - [[methyl - (1-methylethyl) amino] sulfonyl] benzamide.
  • the abovementioned hydrates of component (B) have a melting point in the range from 100 to 140.degree.
  • component (B) in the state before the mixing of component (B) with the other components and constituents of the herbicide combination has a content of 2-chloro-5- [3,6-dihydro-3-methyl-2 , 6-dioxo-4- (trifluoromethyl) -1- (2H) -pyrimidinyl] -4-fluoro-N - [[methyl- (1-methylethyl) amino] sulfonyl] benzamide of at least 94% by weight, based on comprising the total amount of the organic constituents contained in the hydrate.
  • the component (B), in the state before mixing the component (B) with the other components and components of the herbicide combination in one
  • component (B) is in this particular crystal form, it is referred to as component (Ba) (as distinct from other possible crystal forms of component (B)).
  • component (Ba) in the state prior to mixing component (Ba) with the further components and ingredients of the herbicide combination, additionally exhibits at least three of the following in an X-ray powder diffraction pattern Values indicated reflections: 5.1 ⁇ 0.2 °, 10.1 ⁇ 0.2 °, 10.8 ⁇ 0.2 °, 13.9 ⁇ 0.2 °, 15.1 ⁇ 0.2 ° , 16.1 ⁇ 0.2 °, 17.9 ⁇ 0.2 °, 20.2 ⁇ 0.2 °, 24.5 ⁇ 0.2 °.
  • component (B) in the state before the mixing of component (B) with the other components and constituents of the herbicide combination, in an X-ray powder diffractogram at 25 ° C. and Cu-Ka shows Radiation at least one reflex at the 20 value 12.1 ⁇ 0.2 ° C.
  • component (Bb) This particular crystal form of component (B) is referred to as component (Bb) (as distinct from other possible crystal forms of component (B)).
  • component (Bb) in the state before the mixing of component (Bb) with the other components and constituents of the herbicide combination, in an X-ray powder diffractogram shows at least three of the following, as Values indicated reflections: 5.2 ⁇ 0.2 °, 10.2 ⁇ 0.2 °, 10.9 ⁇ 0.2 °, 14.0 ⁇ 0.2 °, 14.6 ⁇ 0.2 °, 15 , 3 ⁇ 0.2 °, 19.2 ⁇ 0.2 °, 19.9 ⁇ 0.2 °, 20.5 ⁇ 0.2 °, 24.7 ⁇ 0.2 °, 26.7 ⁇ 0, 2 °, 27.8 ⁇ 0.2 °.
  • the weight ratio of components (A) to components (B) in the herbicide combination may each be in the range of 1600: 1 to 1:10.
  • Component (B) in the range between 800: 1 to 1: 5.
  • the herbicidal combination according to the invention contains as additional component (C) one or more components which are selected from the group of agrochemical active compounds of a different kind and customary additives and formulation auxiliaries in crop protection.
  • agrochemicals include herbicides, fungicides, insecticides, acaricides, nematicides, miticides and related substances
  • Components (A) and (B) also include compounds which are used as crop protection agents.
  • herbicides (C) which differ structurally from the herbicides (A) and (B), ie are not indentisch with these, are preferably herbicidal active substances in question, which are based on an inhibition of, for example, acetolactate synthase, acetyl-coenzyme A-carboxylase, PS I, PS II, HPPDO, phytoene desaturase, protoporphyrinogen oxidase, glutamine synthetase,
  • ammocyclopyrachlor aminopyralid; amitrol; Ammoniumpelargonate; AMS, i.
  • ammonium sulfamate ancimidol
  • asulam ancimidol
  • atrazine aviglycine
  • azafenidin ancimidol
  • bicyclopyrone bifenox
  • bispyribac (-sodium) KIH-2023
  • borax bromacil
  • bromobutide bromofenoxim; bromoxynil; bromuron; buminafos; busoxinone;
  • butachlor butafenacil; butenachlor (KH-218); buthidazole; butraline; butroxydim;
  • CDAA 2-chloro-N, N-di-2-propenylacetamide
  • CDEC i.
  • chloramben chlorazifop-butyl; chlorbromuron; chlorbufam; chlorfenac; chlorfenprop; chlorflurecol (-methyl); chlorflurenol (-methyl); chloridazon; chlorimuron (-ethyl); chlormequat (chlorides); chlornitrofen; chlorophthalim (MK-616); chlorotoluron;
  • chloroxuron chlorpropham; chlorsulfuron; chlorthal-dimethyl; chlorthiamid;
  • chlorotoluron cinidone (-methyl and -ethyl); cinmethylin; cinosulfuron; clefoxydim;
  • clethodim clethodim
  • clodinafop and its ester derivatives e.g., clodinafop-propargyl
  • clofencet clomazone; clomeprop; cloprop; cloproxydim; clopyralid; clopyrasulfuron (- methyl); cloransulam (-nnethyl); cumyluron (JC 940); cyanamide; cyanazine; cycloate; Cyclosulfamuron (AC 104); cycloxydim; cycluron; cyhalofop and its
  • Ester derivatives e.g., butyl ester, DEH-1 12); cyperquat; cyprazine; cyprazole; daimuron;
  • Esters such as diclofop-methyl; diclofop-P (methyl); diclosulam; diethatyl (-ethyl);
  • difenoxuron difenzoquat (-metilsulfate); diflufenican; diflufenzopyr (-sodium);
  • dimefuron dimepiperate; dimethachlor; dimethametryn; dimethazone; dimethenamid
  • SAN-582H dimethenamide-P; dimethylarsinic acid; dimethipin; dimetrasulfuron; dimexyflam; dinitramine; dinoseb; dinoterb; diphenamid; dipropetryn; diquat salts; dithiopyr; diuron; DNOC; eglinazine-ethyl; EL 77, i.
  • epoprodan EPTC; esprocarb; ethalfluralin; ethametsulfuron-methyl; Ethidimuron; ethiozin; ethofumesate; ethoxyfen and its esters (e.g., ethyl ester, HN-252);
  • fenchlorazole (-ethyl); fenclo m; fenoprop; fenoxan, fenoxaprop and fenoxaprop-P and their esters, e.g. fenoxaprop-P-ethyl and fenoxaprop-ethyl; fenoxydim;
  • fluazifop-butyl and fluazifop-p-butyl fluazolate; flucarbazone (-sodium); flucetosulfuron; fluchloralin; flufenacet; flufenpyr (-ethyl); flumetralin; flumetsulam; flumeturon; flumiclorac (-pentyl); flumioxazine (S-482); flumipropyn; fluometuron; fluorochloridone; fluorodifen;
  • fluoroglycofen (-ethyl); flupoxam (KNW-739); flupropacil (UBIC-4243); flupropanoate; flupyrsulfuron (-methyl) (- sodium); flurenol (-butyl); fluridone; flurochloridone;
  • fluroxypyr (-meptyl); flurprimidol; flurtamone; fluthiacet (-methyl) (KIH-9201); fluthiamide; fluxofenim; fomesafen; foramsulfuron; forchlorfenuron; furyloxyfen;
  • gibberillic acid halo safen; halosulfuron (-methyl); haloxyfop and its esters;
  • inabenfide indanofan; indaziflam; iodosulfuron-methyl (-sodium); ioxynil;
  • mesosulfuron (-methyl); mesot one; metam; metamifop; metamitron; metazachlor; methabenzthiazuron; metham; methazole; methoxyphenone; methylarsonic acid; methyl-cyclopropene; methyldymron; methylisothiocyanate; metschizthiazuron; metobenzuron; metobromuron; (Alpha-) metolachlor; metosulam (XRD 51 1);
  • 310 i. 4- (2,4-dichlorobenzoyl) -1-methyl-5-benzyloxypyrazole; neburon; nicosulfuron; nipyraclofen; nitralin; nitrofen; nitrophenolate mixture; nitrofluorfen; nonanoic acid; norflurazon; orbencarb; orthosulfamuron; oxabetrinil; oryzalin; oxadiargyl
  • Pentachlorophenol Pentanochlor
  • pentoxazone pentoxazone
  • perfluidone pethoxamid
  • phenisopham phenmedipham; picloram; picolinafen; pinoxaden; piributicarb;
  • pirifenop-butyl pretilachlor; primisulfuron (-methyl); probenazole; procarbazone-
  • propoxycarbazone (-sodium) (MKH-6561); Propyzamide; prosulfalin; prosulfocarb; prosulfuron (CGA-152005); prynachlor; pyraclonil; pyraflufen (-ethyl) (ET-751);
  • pyrasulfotole pyrazolynate; pyrazon; pyrazosulfuron (-ethyl); pyrazoxyfen; pyribambenz isopropyl (ZJ 0702); pyrimbenzopropyl (ZJ 0273); pyribenzoxim; pyributicarb; pyridafol; pyridate; pyriftalid; pyriminobac (-nethyl) (KIH-6127);
  • pyrimisulfan (KIH-5996); pyrithiobac (-sodium) (KIH-2031); pyroxasulfones (KIH-485); pyroxofop and its esters (e.g., propargyl esters); pyroxsulam; quinclorac;
  • quinmerac quinmerac; quinoclamine; quinofop and its ester derivatives, quizalofop and quizalofop-P and their ester derivatives e.g. quizalofop-ethyl; quizalofop-P-tefuryl and
  • ICI-A0224 sulfosulfuron
  • TCA sodium
  • tebutam GCP-5544
  • tebuthiuron
  • tecnacene tefuryltrione; tembotrione; tepraloxydim; terbacil; terbucarb; terbuchlor; terbumeton; Terbuthylazine; terbutryn; TFH 450, i. N, N -diethyl-3 - [(2-ethyl-6-methylphenyl) sulfonyl] -1 H-1, 2,4-triazole-1-carboxamide; thenylchlor (NSK-850);
  • thiencarbazone (-methyl); thifensulfuron (-methyl); thiobencarb; Ti 35; tiocarbazil; topramezone; tralkoxydim; tri-allate; triasulfuron; triaziflam;
  • triazofenamide t benuron (-methyl); triclopyr; tridiphane; trietazine; trifloxysulfuron (- sodium); trifluralin; triflusulfuron and esters (e.g., methyl ester, DPX-66037);
  • KIH-485 pyrosysulfone
  • KPP-300 KPP-300
  • LS 82-556 NC-324
  • NC-330 NC-330
  • Nitrogen is a CR group
  • R 11 is hydrogen, alkyl, halogen or haloalkyl
  • R 7 is independently of one another hydrogen, halogen, cyano, thiocyanato or in each case optionally halogen-substituted alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, alkylcarbonyl, alkoxycarbonyl,
  • Alkylaminocarbonyl each having 1 to 3 carbon atoms
  • the respective name comprises several forms of the active ingredient
  • the name of the commercially available form is preferably defined.
  • Herbicides (A) and (B) distinguish amicarbazone, amidosulfuron; benzobicyclon; bicyclopyrone; bromoxynil; carfentrazone (-ethyl); chlorimuron (-ethyl); clefoxydim; clethodim; clomazone; clopyralid; cloransulam (-methyl); 2,4-D; desmedipham;
  • dimethenamide-P dimethoxysulfuron; fenoxaprop-P; fenoxaprop-P-ethyl; flucarbazone (- sodium); flufenacet; fluroxypyr (-meptyl); foramsulfuron; imazamox; imazapic;
  • imazapyr imazaquin; imazethapyr; indaziflam; iodosulfuron-methyl (-sodium); ioxynil; isoproturon; isoxaben; isoxaflutole; lactofen; mefenacet; mesosulfuron (-methyl); mesotrione; metazachlor; metolachlor; metribuzin; metsulfuron-methyl; nicosulfuron; oxadiargyl (RP-020630); oxyfluorfen; pendimethalin; phenmedipham; picolinafen; pinoxaden; profoxydim; propanil; propoxycarbazone (-sodium) (MKH-6561);
  • prosulfocarb pyrazosulfuron (-ethyl); pyridate; pyroxsulam; rimsulfuron (DPX-E
  • herbicides (C) structurally different from herbicides (A) and (B) are amicarbazone (C1), amidosulfuron (C2), bicyclopyrone (C3), carfentrazone (C4), chlorimuron (C5) , clefoxydim (C6), clethodim (C7), 2,4 D (C8), dicamba (C9), diflufenzopyr (C10), dimethenamid-P (DNTA-P) (C1 1), dimethenamid (C12), ethoxysulfuron (C13 ), fenoxaprop-P-ethyl (C14), flufenacet (C15), flucarbazone (C16), foramsulfuron (C17), imazamox (C18), imazapic (C19), imazaquin (C20), imazethapyr (C21), indaziflam (C22) .
  • iodosulfuron-methyl (-sodium) C23
  • isoxaflutole (IFT) C24
  • mesotrione C25
  • metazachlor C26
  • mesosulfuron C27
  • nicosulfuron C28
  • pendimethalin C29
  • picolinafen C30
  • profoxydim C31
  • propoxycarbazone C32
  • pyroxasulfone C33
  • sulfentrazone C35
  • tembotrione C36
  • thifensulfuron C37
  • thiencarbazone C38
  • topramezone C39
  • tribenuron C40
  • Each of the further active ingredients according to components (C) can then preferably be reacted with one of the two-membered combinations according to the formula (A) + (B) + (C * ) or also according to the scheme (A) + (B) + (C1) + (C2) etc.
  • a two-combination are herbicide combinations of one or more herbicides (A), ie (A1) and / or (A2) with one or more herbicides (B), ie (Ba) and / or (Bb).
  • the weight ratio of the component (A) and component (B) portion of the herbicide combination to the proportion of component (C) is in the range of 1600: 1: 1600 to 1:10: 0.05.
  • the combinations can be both pre-emergence and
  • Post-emergence procedures are applied. This applies both to pre-emergence and post-emergence with respect to the harmful plants, ie also in the selective control of harmful plants for the pre- or post-emergence of crops. There are also mixed forms in question, z. B. in postemergence of crops the
  • Fenchlorazole (-ethyl), Fenclorim, Flurazole, Fluxofenim, Furilazole,
  • Isoxadifen (-ethyl), mefenpyr (-diethyl), naphthalic anhydride, oxabetrinil,
  • TI-35 1-dichloroacetyl-azepane
  • dimepiperate dimepiperate
  • daimurone cumyluron
  • Each of the said safeners may be combined as further active compound (C), preferably with one of the said two-member combinations, which contains a compound (B) structurally different from the respective compound (C), according to the formula (A) + (B) + (C) become.
  • the herbicide combinations of the invention may contain other components, for. B. other active substances against harmful organisms such as harmful plants, phytopathogenic animals or plant-damaging fungi, in particular while active ingredients from the group fungicides, insecticides, acaricides, nematicides, miticides and related substances.
  • Fungicidally active compounds which can be used in combination with the herbicide combinations according to the invention are preferably commercially available active compounds, for example (analogously to the herbicides, the compounds are generally designated by their common names, here in the usual English notation):
  • aldimorph aldimorph; amidoflumet; ampropylfos; ampropylfos-potassium; andoprim; anilazine; azaconazole; azoxystrobin; benalaxyl; benodanil; benomyl; benthiavalicarb isopropyl; benzamacril; benzamacril-isobutyl; binapacryl; biphenyl; bitertanol;
  • cyprofuram Dagger G; debacarb; dichlofluanid; dichlone; dichlorophen; didocymet; diclomezine; dicloran; diethofencarb; Difenoconazole; diflumetorim; dimethirimol; dimethomorph; dimoxystrobin; diniconazole; Diniconazole-M; dinocap;
  • diphenylamine dipyrithione; ditalimfos; dithianon; dodine; drazoxolon; edifenphos; epoxiconazole; ethaboxam; ethirimol; etridiazole; famoxadone; fenamidone;
  • fenapanil fenarimol; fenbuconazole; fenfuram; fenhexamid; fenitropan; fenoxanil; fenpidonil; fenpropidin; fenpropimorph; ferbam; fluazinam; flubenzimine; fludioxonil; flumetover; flumorph; fluoromides; fluoxastrobin; fluquinconazole; flurprimidol;
  • flusilazole flusulfamide; flutolanil; flutriafol; folpet; fosetyl-AI; fosetyl-sodium;
  • fuberidazole furalaxyl; furametpyr; furcarbanil; furmecyclox; guazatine;
  • iminoctadine triacetate iminoctadine triacetate
  • iminoctadine tris albesilate
  • iodocarb iminoctadine tris (albesilate)
  • ipconazole iminoctadine triacetate
  • polyoxins polyoxorim; probenazole; prochloraz; procymidone; propamocarb;
  • propanosine-sodium propiconazole; propineb; proquinazid; prothioconazole;
  • pyraclostrobin Pyrazohos; pyrifenox; pyrimethanil; pyroquilon; pyroxyfur; pyrrolnitrine; quinconazole; quinoxyfen; quintozene; silthiofam; simeconazole;
  • Preferred fungicides are selected from the group consisting of benalaxyl, bitertanol, bromuconazole, captafol, carbendazim, carpropamid, cyazofamid, cyproconazole, diethofencarb, edifenphos, fenpropimorph, fentine, fluquinconazole, fosetyl, fluoroimide, folpet, iminoctadine, iprodionem, iprovalicarb, kasugamycin, maneb , nabam, pencycuron, prochloraz, propamocarb, propineb, pyrimethanil, sprioxamine, quintozene, tebuconazole, tolylfluanid, triadimefon, triadimenol, trifloxystrobin, zineb.
  • Insecticides acaricides, nematicides, miticides and related agents are, for example (analogous to the herbicides and fungicides, the compounds are referred to where possible by their common names, here in the usual English spelling):
  • iodofenphos iprobenfos, isazofos, isofenphos, isopropyl O-salicylates, isoxathione, malathion, mecarbam, methacrifos, methamidophos, methidathione, mevinphos, monocrotophos, naled, omethoate, oxydemeton-methyl, parathion (-methyl / -ethyl), phenthoate, phorate, phosalone, phosmet, phosphamidon, phosphocarb, phoxime, pirimiphos (-methyl / -ethyl), profenofos, propaphos, propetamphos, prothiofos, prothoate, pyraclofos, pyridaphenthione, pyridathion, quinalphos, sebufos, sulfotep, s
  • transfluthrin ZXI 8901, pyrethrin (pyrethrum), DDT, indoxaearb, acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, nithiazine, thiacloprid,
  • thiamethoxam nicotine, bensultap, cartap, camphechlor, chlordane, endosulfan, gamma-HCH, HCH, heptachlor, lindane, methoxychlor spinosad, acetoprole, ethiprole, fipronil, vaniliprole, avermectin, emamectin, emannectin benzoate, ivermectin, milbennycin, diofenolan, epofenonane, fenoxycarb, hydroprene, kinoprene, methoprene, pyriproxifen, triprene, chromafenozide , halofenozide, methoxyfenozide, tebufenozide, bisturfluron, chlorofluazuron, diflubenzuron, fluazuron, flucycloxuron, flu
  • acetamiprid acrinathrin, aldicarb, amitraz, acinphos-methyl, cyfluthrin, carbaryl, Cypermethrin, deltamethrin, endosulfan, ethoprophos, fenamiphos, fenthion, fipronil, imidacloprid, methamidophos, methiocarb, niclosamide, oxydemeton-methyl, prothiophos, silafluofen, thiacloprid, thiodicarb, tralomethrin, triazophos, trichlorfon, triflumuron, terbufos, fonofos, phorate, chlorpyriphos, carbofuran, tefluthrin.
  • the active compound combinations according to the invention are suitable for controlling a broad spectrum of weeds in non-crop land, on paths, railway tracks, industrial areas ("industrial weed control") or in plantation crops such as temperate, subtropical and tropical climates or geographies.
  • plantation crops are oil palm, nuts (eg almonds, hazelnuts, walnuts, macademia),
  • Tangerine bananas, pineapple, cotton, sugarcane, tea, coffee, cocoa and the like. They are also suitable for use in fruit growing (eg pome fruit such as apple, pear, cherry, mango, kiwi) and viticulture.
  • compositions may also be used for seed preparation ("burn-down”, “no-till” or “zero-tiH” or pre-emergence (direct seed)) or for chemical treatment ("chemical fallow”). be used.
  • Uses of the drug combinations also extend to weed control in tree crops, eg. B. young Christmas tree or eucalyptus plants, each before the implantation or after transplanting (also with
  • the agents can be used in selected crops of economically important crops such as cereals (wheat, barley, rye, oats, millet, corn and rice), sugar beet, sugarcane, rapeseed, cotton, soybean, potato, tomato, pea and other vegetables.
  • cereals wheat, barley, rye, oats, millet, corn and rice
  • sugar beet sugarcane
  • rapeseed cotton, soybean, potato, tomato, pea and other vegetables.
  • herbicidal agent have synergies in terms of Herbicidal action and selectivity and beneficial effect on the
  • Mechanisms of action such as ALS, EPSP, ACCase et al. have developed single or multiple (cross) resistances). They also have excellent herbicidal activity against a broad spectrum economically important
  • the drug combinations may be applied to the plants (e.g.
  • Harmful plants such as mono- or dicotyledonous weeds or unwanted
  • Crops e.g., grains, seeds or vegetative
  • Propagating organs such as tubers or sprouts with buds
  • the area on which the plants grow for example, the acreage
  • the substances can be applied in pre-sowing (possibly also by incorporation into the soil), pre-emergence or postemergence process.
  • pre-sowing possibly also by incorporation into the soil
  • pre-emergence postemergence process.
  • the application in the early after-seed pre-emergence method or in
  • the application can also be in
  • Called weed flora which can be controlled by the active compound combinations according to the invention, without that by naming a restriction to certain species is to take place.
  • weeds e.g. Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachicaria, Bromus, Cynodon, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca,
  • the spectrum of activity extends to species such as e.g. Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erodium, Erysimum, Euphorbia,
  • Galeopsis Galinsoga, Galium, Geranium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium.
  • the active compound combinations according to the invention are applied to the surface of the earth before germination, either the emergence of the weed seedlings is completely prevented or the weeds grow up to the cotyledon stage, but then cease their growth and finally die completely after three to four weeks.
  • a stop of growth occurs after the treatment and the harmful plants remain in the stage of growth existing at the time of application or die completely after a certain time, so that in this way harmful to the crop weed competition very early and sustainably eliminated.
  • the herbicidal compositions according to the invention are distinguished by a rapidly onset and long-lasting herbicidal action.
  • the rainfastness of the active ingredients in the combinations according to the invention is generally favorable.
  • a particular advantage is the fact that the effective and used in combinations combinations of compounds (A) and (B) can be set so low that their soil effect is optimally low. Thus, their
  • Extrapolation method can be estimated.
  • synergistic effects therefore allow, for example, a reduction in the application rates of the individual active ingredients, a higher potency at the same application rate, the control of hitherto unrecognized species of harmful plants
  • the combinations according to the invention have excellent herbicidal activity against monocotyledonous and dicotyledonous weeds, depending on the structure of the respective active compound combinations according to the invention and their application rate, many economically important crop plants are only insignificantly or not at all damaged.
  • compositions according to the invention in some cases have excellent growth-regulatory properties in the crop plants.
  • Plant cultures or to be developed, modified by conventional mutagenesis or genetically modified, tolerant crops are used.
  • the transgenic plants are usually characterized by particular advantageous properties, in addition to the resistance to the
  • inventive agents for example, by resistances
  • Plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi, bacteria or viruses.
  • Other special properties relate to z. B. the crop in terms of quantity, quality,
  • transgenic plants with increased starch content or altered quality of the starch or those with other fatty acid composition of the crop are known.
  • Other special properties may be in a tolerance or resistance to abiotic stressors z. As heat, cold, drought, salt and ultraviolet radiation.
  • the active compound combinations according to the invention can be used as herbicides in crops which are resistant to the phytotoxic effects of the herbicides or have been made genetically resistant.
  • Bacillus thuringiensis toxins Bacillus thuringiensis toxins (Bt toxins) to produce, which the
  • transgenic crops characterized by a combination z.
  • transgenic crops may be tolerant to both glufosinate, glyphosate and / or imidazolinone, as appropriate.
  • Numerous molecular biology techniques that can be used to produce novel transgenic plants with altered properties are known in principle; see, for. BI Potrykus and G. Spangenberg (eds.) Gene Transfer to Plants, Springer Lab Manual (1995), Springer Verlag Berlin, Heidelberg, or Christou, "Trends in Plant Science” 1 (1996) 423-431).
  • nucleic acid molecules can be introduced into plasmids that allow mutagenesis or sequence alteration by recombination of DNA sequences.
  • Standard methods can z. For example, base substitutions are made, partial sequences are removed, or natural or synthetic sequences are added.
  • adapters or linkers can be attached to the fragments, see, for example, US Pat. Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd Edition Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY; or Winnacker "Genes and Clones", VCH Weinheim 2nd edition 1996.
  • Gene product can be obtained, for example, by the expression of at least one corresponding antisense RNA, a sense RNA to obtain a
  • DNA molecules may be used which comprise the entire coding sequence of a gene product, including any flanking sequences that may be present, as well as DNA molecules which comprise only parts of the coding sequence, which parts must be long enough to be present in the cells to cause an antisense effect. Also possible is the use of DNA sequences that encode a high degree of homology to those
  • the synthesized protein may be located in any compartment of the plant cell. But to achieve the localization in a particular compartment, z.
  • the coding region can be linked to DNA sequences that ensure localization in a particular compartment.
  • sequences are known to those of skill in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad., U.S.A. 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1991), 95-106).
  • the expression of the nucleic acid molecules can also take place in the organelles of the plant cells.
  • the transgenic plant cells can be regenerated to whole plants by known techniques.
  • the transgenic plants may in principle be plants of any plant species, i. both monocotyledonous and dicotyledonous plants. Thus, transgenic plants are available that changed
  • the active compound combinations according to the invention can be used in transgenic cultures which are tolerant to the active ingredients used or have been tolerated.
  • the active compound combinations according to the invention can also be used in transgenic cultures which are resistant to growth substances, such as. B.
  • Dicamba and 2,4-D or against herbicides containing essential plant enzymes e.g. Acetyl-CoA carboxylases, acetolactate synthases (ALS), EPSP synthases,
  • Glutamine synthases (GS) or hydroxyphenylpyruvate dioxygenases (HPPD) inhibit, respectively against herbicides from the group of
  • Phenoxyphenoxyacetic acids sulfonylureas, the glyphosate
  • Glufosinate or benzoylisoxazole and analogues that are resistant are resistant.
  • the active compound combinations according to the invention can be used in transgenic crop plants which are resistant to a combination of Glyphosates and glufosinates, glyphosates and sulfonylureas or
  • Imidazolinonen are resistant. Very particularly preferably, the
  • Optimum TM GAT TM Glyphosate ALS Tolerant
  • Herbicide Tolerance Trait as well as a combination of this resistance with glyphosate resistance.
  • the invention therefore also provides a method for controlling undesired plant growth, optionally in crops of useful plants, preferably in non-crop land or in plantation crops
  • herbicides of the type (A) with one or more herbicides of the type (B) are applied to the harmful plants, plant parts or plant seeds (seeds) thereof or to the cultivated area.
  • the invention also provides the use of the novel combinations of compounds (A) + (B) for controlling harmful plants, optionally in crops, preferably in non-crop land and plantation crops.
  • the active compound combinations according to the invention can be used both as
  • Active ingredients, additives and / or customary formulation auxiliaries are present, which are then diluted in a customary manner with water used, or as so-called tank mixes by common dilution of the separated formulated or partially separately formulated components are prepared with water.
  • the compounds (A) and (B) or their combinations can be formulated in various ways, depending on which biological and / or chemical-physical parameters are given. As a general
  • Formulation options are, for example: wettable powder (WP), water-soluble powders (SP), emulsifiable concentrates (EC), water-soluble
  • SL aqueous solutions
  • EW emulsions
  • sprayable solutions or emulsions oil or water-based dispersions
  • OD oil dispersions
  • suspoemulsions suspoemulsions
  • SC Suspension concentrates
  • CS capsule suspensions
  • DP dusts
  • mordants granules for soil or litter application
  • granules in the form of micro, spray, elevator and adsorption granules
  • WG water-dispersible granules
  • SG water-soluble granules
  • ULV formulations microcapsules or waxes.
  • the invention therefore also herbicidal and
  • the necessary formulation auxiliaries such as inert materials, surfactants,
  • Solvents and other additives are also known and are described in, for example, Watkins, Handbook of Insecticides Dust Diluents and Carriers, 2nd ed., Darland Books, Caldwell NJ; Hv Olphen, "Introduction to Clay Colloid Chemistry”; 2nd Ed., J. Wiley & Sons, NY Marsden, “Solvents Guide”, 2nd Ed., Interscience, NY 1963; McCutcheon's, “Detergents and Emulsifiers Annual", MC Publ. Corp., Ridegewood NJ; Sisley and Wood, “Encyclopedia of Surface Active Egents", Chem. Publ. Co.
  • pesticide-active substances such as other herbicides, fungicides, insecticides or other pesticides (for example acaricides, nematicides, molluscicides, rodenticides, aphicides, avicides, larvicides, ovicides, bactericides, virucides, etc.), as well as safeners, fertilizers and / or growth regulators produce, eg in the form of a ready-made formulation or as a tank mix.
  • other pesticide-active substances such as other herbicides, fungicides, insecticides or other pesticides (for example acaricides, nematicides, molluscicides, rodenticides, aphicides, avicides, larvicides, ovicides, bactericides, virucides, etc.)
  • safeners for example acaricides, nematicides, molluscicides, rodenticides, aphicides, avic
  • Injectable powders are preparations which are uniformly dispersible in water and contain surfactants of the ionic and / or nonionic type (wetting agents, dispersants) in addition to the active ingredient except a diluent or inert substance.
  • surfactants of the ionic and / or nonionic type wetting agents, dispersants
  • the herbicidal active ingredients are finely ground, for example, in conventional apparatus such as hammer mills, blower mills and air-jet mills and simultaneously or subsequently with the
  • Formulation aids mixed.
  • Emulsifiable concentrates are made by dissolving the active ingredient in one
  • organic solvents for example butanol, cyclohexanone, dimethylformamide, xylene or else higher-boiling aromatics or hydrocarbons or mixtures of the organic solvents with the addition of one or more ionic and / or nonionic surfactants (emulsifiers).
  • ionic and / or nonionic surfactants emulsifiers
  • emulsifiers which can be used are: alkylarylsulfonic acid calcium salts such as calcium dodecylbenzenesulfonate or nonionic emulsifiers such as Fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan esters such as sorbitan fatty acid esters or such.
  • Suspension concentrates may be water or oil based. They can be prepared, for example, by wet grinding using commercially available bead mills and, if appropriate, addition of surfactants, as described, for example, in US Pat. upstairs with the others
  • Emulsions e.g. Oil-in-water emulsions (EW) can be prepared, for example, by means of stirrers, colloid mills and / or static mixers using aqueous organic solvents and optionally surfactants, as described e.g. listed above for the other formulation types.
  • EW Oil-in-water emulsions
  • Granules can be prepared either by spraying the active ingredient on adsorptive, granulated inert material or by applying
  • Active substance concentrates by means of adhesives, e.g. Polyvinyl alcohol, polyacrylic acid sodium or mineral oils, on the surface of carriers such as sand, kaolinites or granulated inert material. It is also possible to granulate suitable active ingredients in the manner customary for the production of fertilizer granules, if desired in admixture with fertilizers.
  • adhesives e.g. Polyvinyl alcohol, polyacrylic acid sodium or mineral oils
  • carriers such as sand, kaolinites or granulated inert material. It is also possible to granulate suitable active ingredients in the manner customary for the production of fertilizer granules, if desired in admixture with fertilizers.
  • Water-dispersible granules are usually prepared by methods such as
  • the agrochemical preparations usually contain from 0.1 to 99
  • the active compound concentration is e.g. about 10 to 95 wt .-%, the balance to 100 wt .-% consists of conventional formulation ingredients.
  • the active ingredient concentration may be about 1 to 90% by weight, preferably 5 to 80% by weight.
  • Dusty formulations usually contain 5 to 20 wt .-% of active ingredient, sprayable solutions contain about 0.05 to 80, preferably 2 to 50
  • the active ingredient content depends in part on whether the active compound is liquid or solid and which
  • Granulierhilsstoff and fillers are used.
  • the content of the water-dispersible granules is between 1 and 95% by weight
  • the active substance formulations mentioned optionally contain the customary adhesion, wetting, dispersing, emulsifying, penetrating, preserving, antifreeze and solvent, fillers, colorants and carriers, defoamers,
  • Evaporation inhibitors and agents that affect the pH or viscosity are Evaporation inhibitors and agents that affect the pH or viscosity.
  • the formulations present in commercially available form are optionally diluted in the customary manner, for example in the case of wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules by means of water. Dust-like preparations, soil or scattering granules, as well as sprayable solutions are usually no longer diluted with other inert substances before use.
  • the active substances can be applied to the plants, plant parts, plant seeds or the acreage (field soil), preferably to the green plants and plant parts and optionally additionally to the field soil.
  • One possibility of application is the joint application of the active ingredients in the form of tank mixes, with the optimally formulated concentrated
  • Formulations of the individual active ingredients are mixed together in the tank with water and the resulting spray mixture is discharged.
  • a common herbicidal formulation of the combination of active ingredients (A) and (B) according to the invention has the advantage of easier applicability because the amounts of the components are already set in the correct ratio to each other.
  • the adjuvants in the formulation can be optimally matched to each other, while a tank mix of different formulations can give undesirable combinations of adjuvants.
  • a readily dispersible, water-wettable powder is obtained by adding 25 parts by weight of an active substance / active substance mixture, 64 parts by weight of kaolin ambiencen
  • a dispersion concentrate which is readily dispersible in water is obtained by mixing 20 parts by weight of an active substance / active substance mixture with 6 parts by weight of alkylphenol polyglycol ether ( ⁇ Triton X 207), 3 parts by weight
  • Isotridecanol polyglycol ether (8 EO) and 71 parts by weight paraffinic mineral oil (boiling range, for example, about 255 to 277 ° C) mixed and ground in a ball mill to a fineness of less than 5 microns.
  • An emulsifiable concentrate is obtained from 15 parts by weight of a
  • Active ingredient / active substance mixture 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of ethoxylated nonylphenol as emulsifier.
  • e) A water-dispersible granules are obtained by
  • a water-dispersible granule is also obtained by mixing 25 parts by weight of an active substance / active substance mixture,
  • Seeds or rhizome pieces of monocotyledonous and dicotyledonous weed plants are placed in pots in sandy loam soil and covered with soil.
  • Emulsionskonzentraten formulated agents are then applied as an aqueous solution, suspension or emulsion with a water application amount of the equivalent of 300 to 800 l / ha in different dosages on the surface of the cover soil. After treatment, the pots are placed in the greenhouse and kept under good growth conditions for the weeds. The visual assessment of the plant or run-in damage occurs after emergence of the
  • agents according to the invention have a good herbicidal pre-emergence activity against a broad spectrum of grass weeds and weeds. Evaluation and evaluation of synergistic herbicidal effects:
  • herbicidal actions are often observed on a Schadessespezies that exceed the formal sum of the effects of the contained herbicides when used alone. alternative In some cases it can be observed that a lower application rate for the herbicide combination is needed in order to achieve the same effect on a harmful plant species compared to the individual preparations.
  • Seeds or rhizome pieces of monocotyledonous and dicotyledonous weeds are placed in pots in sandy loam soil, covered with soil and grown in a greenhouse under good growth conditions (temperature, humidity, water supply). Three weeks after sowing, the test plants in the
  • Trefoil stage treated with the agents of the invention The formulations according to the invention formulated as wettable powders or as emulsion concentrates are sprayed onto the green parts of the plant in various dosages with a water application rate of 300 to 800 l / ha. After about 3 to 4 weeks
  • Means of the invention also have a good herbicidal postemergence
  • the treatment with the agents according to the invention was carried out after emergence of harmful plants and crops usually in the 2- to 4-leaf stage; partially (as indicated), the application of individual drugs or drug combinations preemergent or as a sequence treatment was partially pre-emptied and / or postemergence.
  • Table 1 Herbicidal action of saflufenacil - amorphous form vs. Hydrate form - in combination with glufosinate-ammonium
  • Table 1 shows that the effect of the combination of glufosinate and amorphous saflufenacil in the control of weeds is merely additive.
  • the herbicide combination which contains the hydrates of saflufenacil (Ba) and glufosinate in the same dosage shows a clear
  • Table 2a Herbicidal effect of saflufenacil (amorphous) vs. Saflufenacil (hydrate form), in each case in combination with glyphosate isopropylammonium
  • Table 2a summarizes the herbicidal activity of a combination containing glyphosate isopropylammonium (A1b) and a hydrate of saflufenacil (Ba).
  • A1b glyphosate isopropylammonium
  • Ba hydrate of saflufenacil
  • Table 2b summarizes the herbicidal activity of a combination containing glyphosate isopropylammonium (A1b) and a hydrate of saflufenacil (Ba) for other dicotyledonous weed species.
  • E A The expected value, designated E A and calculated according to the addition method, is in all examples below the actually determined value of the herbicides
  • Table 2c summarizes the herbicidal activity of a combination containing glyphosate isopropylammonium (A1b) and a hydrate of saflufenacil (Ba) for monkotyle weed species (grass weeds) together.
  • the procedure corresponds to the information in section B.
  • Biological examples wherein the drug application was carried out in the 1 -2-leaf stage and the evaluation was carried out 28 days after application.
  • E A The expected value, designated E A and calculated according to the addition method, is in all examples below the actually determined value of the herbicides
  • Table 3 summarizes the herbicidal activity of a combination of three drugs namely glyphosate isopropylammonium (A1b), a hydrate of saflufenacil (Ba) and imazamox (C18).
  • A1b glyphosate isopropylammonium
  • Ba hydrate of saflufenacil
  • C18 imazamox
  • Table 4a summarizes preferred mixing ratios for combinations (A) + (B) and the corresponding dosages in g AS / ha.
  • Table 4b summarizes preferred mixing ratios for the combinations (A) + (B) + (C) and the corresponding dosages in g AS / ha.

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Abstract

L'invention se rapporte à une composition herbicide renfermant les hydrates de saflufenacil et de glyphosate ou de glufosinate. L'invention concerne une association herbicide comportant : a) au moins un herbicide (A) sélectionné dans le groupe comprenant : le glyphosate (A1), ses sels acceptables en agrochimie, et le glufosinate (A2), ses sels acceptables en agrochimie, et b) un herbicide (B) se présentant sous la forme d'un hydrate du composé 2-chloro-5-[3,6-dihydro-3- méthyl-2,6-dioxo-4-(trifluorométhyl)-1 -(2H)-pyrimidinyl]-4-fluoro-N-[[méthyl- (1 -méthyléthyl)amino]sulfonyl]benzamide, ainsi que son utilisation pour lutter contre des plantes nuisibles.
EP11704457A 2010-02-26 2011-02-22 Composition herbicide renfermant les hydrates de saflufenacil et de glyphosate ou glufosinate Withdrawn EP2538786A2 (fr)

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BR112012021495B1 (pt) 2018-08-28
US8716184B2 (en) 2014-05-06
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BR112012021495A2 (pt) 2015-09-22
WO2011104213A3 (fr) 2011-11-10
WO2011104213A2 (fr) 2011-09-01

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