WO2019243100A1 - Combinaison herbicide - Google Patents

Combinaison herbicide Download PDF

Info

Publication number
WO2019243100A1
WO2019243100A1 PCT/EP2019/065095 EP2019065095W WO2019243100A1 WO 2019243100 A1 WO2019243100 A1 WO 2019243100A1 EP 2019065095 W EP2019065095 W EP 2019065095W WO 2019243100 A1 WO2019243100 A1 WO 2019243100A1
Authority
WO
WIPO (PCT)
Prior art keywords
methyl
cas
herbicide
inhibitors
salts
Prior art date
Application number
PCT/EP2019/065095
Other languages
English (en)
Inventor
Helmut Kraus
Matthias Witschel
Andreas Landes
Gerd Kraemer
Bernd Sievernich
Original Assignee
BASF Agro B.V.
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 BASF Agro B.V. filed Critical BASF Agro B.V.
Priority to EP19729754.2A priority Critical patent/EP3809848A1/fr
Priority to AU2019290961A priority patent/AU2019290961A1/en
Publication of WO2019243100A1 publication Critical patent/WO2019243100A1/fr

Links

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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2

Definitions

  • the present invention relates to a herbidical combination comprising 2-(2,4-dichlorophenyl)me- thyl-4,4-dimethyl-3-isoxazolidone as defined herein, (b) ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl- 4-isopropyl-7-oxabicyclo[2.2.1]heptane, any of its individual enantiomers or any non-racemic mixture thereof and optionally (c) at least one herbicide C different therefrom and to composi- tions comprising said specific herbicidal combination.
  • the invention also relates to methods and uses for controlling undesirable vegetation, in particular in crops.
  • herbicide resistance within weeds in particular grass weeds such as, for example, Alopecurus myosuroides (ALOMY), Apera spica-venti (APESV) or Lolium species (LOLSS), but also broadleaf weeds like Amaranthus species (AMASS) and Raphanus species (RAPSS), has become a major concern for farmers, resulting in dramatic weed control problems, for example in cereal crops.
  • Herbicides from the group of EPSP synthase-, ACCase- and ALS-inhibitors are most affected by resistance evolution but also various other types of herbicides.
  • WO 2012/148689 describes the use of at least one 3-isoxazolidone herbicide selected from the group consisting of 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3 -isoxazolidone and 2-(2,5-di- chlorophenyl)methyl-4,4-dimethyl-3-isoxazolidone as a selective herbicide in a grass or brassica crop selected from the group consisting of corn, rice, sorghum, barley, rye, and canola.
  • WO 2015/127259 describes compositions and uses of at least one 3-isoxazolidinone analog herbicide selected from 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3- isoxazolidinone (“2,4-DC”) and 2-(2,5-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (“2,5-DC”), including combina- tions with a second herbicide.
  • WO 2017/025418 describes the use of herbicidal active compound 2-(2,4-dichlorophenyl)me- thyl-4,4-dimethyl-3-isoxazolidone (referred to as“compound I”) as foliar herbicide, combinations comprising compound I and a method for controlling undesired weeds by applying the corn- pound I or combinations comprising compound I to weeds or to the area in which the weeds grow after emergence of the crop.
  • compound I herbicidal active compound 2-(2,4-dichlorophenyl)me- thyl-4,4-dimethyl-3-isoxazolidone
  • WO 2018/041762 discloses a method of reducing crop damage characterized by treating the seed of the crop with a safener before sowing and applying 2-(2,4-dichlorophenyl)methyl-4,4- dimethyl-3-isoxazolidinone or combinations/compositions comprising thereof and optionally a safener in a pre- or post-emergence treatment.
  • racemic mixture ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicy- clo[2.2.1]heptane (common name: Cinmethylin, CAS RN 87818-31-3) and its individual enantio- mers including their preparation and herbicidal properties are known from EP 0 081 893 A2 (see Examples 29, 34, 35 and 62).
  • WO 2017/009090 describes a herbicidal composition comprising cinmethylin and pyroxasul- fone.
  • WO 2018/172442 describes herbicidal mixtures containing i) 2-[(2,4-dichlorophenyl)methyl]-4,4- dimethyl-3-isoxazolidinone and ii) cinmethylin, herbicidal compositions containing said mixtures and the use of said mixtures and compositions in the agricultural field for controlling weeds, in- ter alia herbicide-resistant weeds.
  • herbicidal combinations which provide weed control comparable to the individual compounds with significantly reduced appli cation rates. It is also an object of the present invention to provide herbicidal combinations, which provide significantly enhanced weed control with application rates comparable to those of the individual compounds.
  • herbicidal combinations which maintain or improve the level of weed control, while showing less damage in the cultured crop in comparison to the individual compounds.
  • combinations according to the invention should have a broad spectrum of activ- ity.
  • Another object of the present invention lies in the effective control of herbicide-resistant weed biotypes, especially in herbicide-resistant grass weeds.
  • a herbicidal combination compris- ing a) a herbicide A which is 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidone of the for mula I
  • a herbicide B which is ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicy- clo[2.2.1]heptane, any of its individual enantiomers or any non-racemic mixture thereof.
  • the herbicide A i.e. 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidone of the formula I, is a known herbicidal active compound (CAS RN 17777-95-9) and may be prepared by pro- Derivatives such as those described in US 4,405,357 (see in particular Example 22).
  • the herbicide B includes the racemic mixture ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopro- pyl-7-oxabicyclo[2.2.1]heptane (herein also referred to as the "exo-( ⁇ )- isomers", CAS RN 87818-31-3) any of its individual enantiomers or any non-racemic mixture thereof.
  • racemic mixture con- tains equal parts of the two enantiomers (+)-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopropyl-7- oxabicyclo[2.2.1 ]heptane (herein also referred to as the "exo-(+)- isomer” , CAS RN 87818-61 - 9) and (-)-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopropyl-7-oxabicyclo[2.2.1 ]heptane (herein also referred to as the "exo-(-)- isomer", CAS RN 87819-60-1 ).
  • the herbicide B is ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopro- pyl-7-oxabicyclo[2.2.1 ]heptane.
  • the herbicide B is (+)-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopropyl- 7-oxabicyclo[2.2.1 ]heptane.
  • the herbicide B is (-)-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopropyl-7- oxabicyclo[2.2.1]heptane.
  • herbicide B is a non-racemic mixture of (+)-2-exo-(2-Methylbenzyloxy)- 1 -methyl-4-isopropyl-7-oxabicyclo[2.2.1 ]heptane and (-)-2-exo-(2-Methylbenzyloxy)-1 -methyl-4- isopropyl-7-oxabicyclo[2.2.1 ]heptane.
  • the non-racemic mixture contains unequal parts of the exo-(+)-isomer and the exo-(-)-isomer.
  • the weight ratio of the exo-(+)-isomer to the exo-(-)-iso- mer in the non-racemic mixture can vary widely.
  • the herbicidal combination of the invention may further comprise at least one herbicide C (as defined hereinafter) which is different from the herbicides A and B.
  • the herbicidal combination of the invention may further comprise at least one safener D (as de- fined hereinafter).
  • the present invention provides an agrochemical composition
  • the term "herbicidally effective amount” denotes an amount of the active ingredients, which is sufficient for controlling unwanted plants, especially for controlling unwanted plants in cultivated plants and which does not result in a substantial damage to the treated plants. Such an amount can vary in a broad range and is dependent on various factors, such as the plants to be con- trolled, the treated cultivated plant or material, the climatic conditions and the specific composi- tion according to the invention used.
  • the present invention relates to the use of the herbicidal combination or the agrochemical composition as defined herein for controlling undesirable vegetation.
  • plants and “vegetation”, as used herein, include germinant seeds, emerging seed- lings, plants emerging from vegetative propagules, and established vegetation.
  • the present invention relates to a method for controlling undesirable vegeta- tion which comprises applying to the vegetation or the locus thereof or applying to the soil or water to prevent the emergence or growth of the undesirable vegetation the herbicidal combina- tion or the agrochemical composition as defined herein.
  • locus means the area in which the vegetation or plants are growing or will grow, typically a field.
  • the herbicide A and herbicide B are each present or applied in an amount sufficient to provide a synergistic herbicidal effect.
  • the term "synergistic herbicidal effect” refers to the herbicidal effect for a given combination of two herbicides where the herbicidal activity of the combination exceeds the total of the individual herbicidal activities of the herbicides when applied separately. For this reason, the herbicidal combination can, based on the individual components, be used at lower application rates to achieve a herbicidal effect comparable to the individual components.
  • Colby's equation is applied to determine whether the combination of herbicide A and herbicide B shows a synergistic effect (see S. R. Colby, "Calcu- lating synergistic and antagonistic responses of herbicide combinations", Weeds 1967, 15, pp. 20-22).
  • E X + Y + Z - [(X Y+X Z + Y Z) /100] - XY Z/10000
  • E, X and Y are as defined above and Z is the herbicidal effect in percent using a herbi- cide C (as defined herein) at an application rate c.
  • the value E corresponds to the effect (plant damage or injury) which is to be expected if the activity of the individual compounds is additive. If the observed effect is higher than the value E calculated according to the Colby equation, a synergistic effect is pre- sent.
  • the herbicidal combinations, compositions, uses and methods disclosed herein are synergistic as determined by the Colby equation. Specifically, the synergistic herbicidal effect is determined according to the Colby equation.
  • the herbicidal combinations, compositions, uses and methods of the present inven- tion provide excellent pre- and post-emergence control of weeds.
  • the herbicidal combinations, compositions and methods are useful for controlling undesirable vegetation be- fore their emergence (pre-emergence).
  • herbicidal combinations, compositions, uses and methods of the present invention also show good crop compatibility, i.e. the combined application of (a) herbicide A and (b) herbicide B in crops does not result in increased damage of the crop plants when compared to the individ ual application of herbicide A or herbicide B.
  • the herbicidal combinations, compositions, uses and methods of the present in- vention provide effective control of herbicide resistant or tolerant weed species, in particular herbicide-resistant weed biotypes.
  • the herbicidal combinations, compositions, uses and methods of the present invention can effectively control herbicide-resistant grass such as, for example, Alopecurus myosuroides (ALOMY), Apera spica-venti (APESV), Avena fatua (AVEFA), Bromus species (BROSS), Phalaris species (PHASS), Poa annua (POAAN) or Lolium species (LOLSS).
  • herbicidal combinations, compositions, uses and methods of the present invention are also suitable for controlling herbicide-resistant broadleaf weeds such as, for exam- pie, Papaver rhoeas (PAPRH, corn poppy) or Raphanus raphanistrum (RAPRA) or which have evolved resistance, especially against EPSP synthase-, ALS-, ACCase- or VLCFA-inhibiting herbicides.
  • herbicide-resistant broadleaf weeds such as, for exam- pie, Papaver rhoeas (PAPRH, corn poppy) or Raphanus raphanistrum (RAPRA) or which have evolved resistance, especially against EPSP synthase-, ALS-, ACCase- or VLCFA-inhibiting herbicides.
  • the herbicidal combinations, compositions, uses and methods of the present inven- tion can effectively control weed biotypes with target-site resistance but also weed biotypes with non-target site resistance.
  • a particular advantage is that the herbicidal combinations, composi- tions, uses and methods of the present invention also provide effective control of weed biotypes having both target-site resistance and non-target-site resistance, such as e.g. resistant popula- tions of Alopecurus myosuroides (ALOMY) or Lolium rigidum (LOLRI) or Raphanus raphan- istrum (RAPRA).
  • Target-site resistance occurs by mutation within a gene coding for an herbi- cide target-site enzyme (limiting the herbicide binding) or by overproduction of the target en- zyme (gene overexpression or amplification).
  • Non-target-site resistance involves mechanisms that minimize the amount of active herbicide reaching the target site (e.g. reduced herbicide uptake or translocation, in- creased herbicide sequestration, or enhanced herbicide metabolism).
  • the herbicide A and herbicide B are the only herbicidally active ingredients.
  • the herbicidal combination of this invention further comprises c) at least one herbicide C which is different from herbicides A and B.
  • the herbicidal combination of the present invention comprises
  • herbicide B which is ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicy- clo[2.2.1]heptane, any of its individual enantiomers or any non-racemic mixture thereof and
  • the herbicide C may be selected from the groups d ) to c15): d ) lipid biosynthesis inhibitors;
  • ALS inhibitors acetolactate synthase inhibitors
  • VLCFA inhibitors VLCFA inhibitors
  • c15) other herbicides selected from the group consisting of bromobutide, chlorflurenol, chlorflurenol-methyl, cumyluron, dalapon, dazomet, difenzoquat, difenzoquat- metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flam- prop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-me- thyl, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, inda- nofan, indaziflam, maleic hydrazide, mefluidide, metam, methiozolin (CAS)
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from inhibitors of the lipid biosynthesis (group d). These are compounds that inhibit lipid biosynthesis. Inhibition of the lipid biosynthesis can be affected either through inhibi- tion of acetylCoA carboxylase (hereinafter termed ACC herbicides) or through a different mode of action (hereinafter termed non-ACC herbicides).
  • ACC herbicides belong to the group A of the HRAC classification system whereas the non-ACC herbicides belong to the group N of the HRAC classification.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from ALS inhibitors (group c2).
  • the herbicidal activity of these compounds is based on the inhibition of acetolactate synthase and thus on the inhibition of the branched chain amino acid biosynthesis.
  • These inhibitors belong to the group B of the HRAC classification sys- tem.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from inhibitors of photosynthesis (group c3).
  • the herbicidal activity of these compounds is based either on the inhibition of the photosystem II in plants (so-called PSII inhib- itors, groups C1 , C2 and C3 of HRAC classification) or on diverting the electron transfer in pho- tosystem I in plants (so-called PSI inhibitors, group D of HRAC classification) and thus on an in- hibition of photosynthesis.
  • PSII inhibitors are preferred.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from inhibitors of protoporphyrinogen-IX-oxidase (group c4).
  • the herbicidal ac- tivity of these compounds is based on the inhibition of the protoporphyrinogen-IX-oxidase.
  • inhibitors belong to the group E of the HRAC classification system.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from bleacher herbicides (group c5).
  • the herbicidal activity of these compounds is based on the inhibition of the carotenoid biosynthesis.
  • These include compounds which inhibit carotenoid biosynthesis by inhibition of phytoene desaturase (so-called PDS inhibitors, group F1 of HRAC classification), compounds that inhibit the 4-hydroxyphenylpyruvate-dioxygenase (HPPD inhibitors, group F2 of HRAC classification), compounds that inhibit DOXsynthase (group F4 of HRAC class) and compounds which inhibit carotenoid biosynthesis by an unknown mode of action (bleacher - unknown target, group F3 of HRAC classification).
  • PDS inhibitors group F1 of HRAC classification
  • HPPD inhibitors 4-hydroxyphenylpyruvate-dioxygenase
  • DOXsynthase group F4 of HRAC class
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from EPSP synthase inhibitors (group c6).
  • the herbicidal activity of these corn- pounds is based on the inhibition of enolpyruvyl shikimate 3-phosphate synthase, and thus on the inhibition of the amino acid biosynthesis in plants.
  • These inhibitors belong to the group G of the HRAC classification system.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from glutamine synthetase inhibitors (group cl).
  • group cl glutamine synthetase inhibitors
  • the herbicidal activity of these compounds is based on the inhibition of glutamine synthetase, and thus on the inhibition of the aminoacid biosynthesis in plants.
  • These inhibitors belong to the group H of the HRAC classifica- tion system.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from DHP synthase inhibitors (group c8).
  • the herbicidal activity of these corn- pounds is based on the inhibition of 7,8-dihydropteroate synthase.
  • These inhibitors belong to the group I of the HRAC classification system.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from mitosis inhibitors (group c9).
  • the herbicidal activity of these compounds is based on the disturbance or inhibition of microtubule formation or organization, and thus on the inhibition of mitosis.
  • These inhibitors belong to the groups K1 and K2 of the HRAC classification system. Among these, compounds of the group K1 , in particular dinitroanilines, are preferred.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from VLCFA inhibitors (group c10).
  • the herbicidal activity of these compounds is based on the inhibition of the synthesis of very long chain fatty acids and thus on the disturb- ance or inhibition of cell division in plants.
  • These inhibitors belong to the group K3 of the HRAC classification system.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from cellulose biosynthesis inhibitors (group d 1).
  • group d cellulose biosynthesis inhibitors
  • the herbicidal activity of these compounds is based on the inhibition of the biosynthesis of cellulose and thus on the inhi- bition of the synthesis of cell walls in plants.
  • These inhibitors belong to the group L of the HRAC classification system.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from decoupler herbicides (group c12).
  • group c12 decoupler herbicides
  • the herbicidal activity of these corn- pounds is based on the disruption of the cell membrane.
  • These inhibitors belong to the group M of the HRAC classification system.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from synthetic auxins (group c13). These include compounds that mimic auxins, i.e. plant hormones, and affect the growth of the plants. These compounds belong to the group O of the HRAC classification system.
  • the herbicidal combinations of this invention compise at least one herbi- cide C selected from auxin transport inhibitors (group c14).
  • the herbicidal activity of these corn- pounds is based on the inhibition of the auxin transport in plants.
  • These compounds belong to the group P of the HRAC classification system.
  • herbicidal combinations corn- prising at least one herbicide C selected from the herbicides of groups d , c2, c3, c4, c5, c6, c7, c9, c10, c13 and c15.
  • herbicidal combinations which comprise at least one herbicide C selected from the herbicides of groups d , c2, c3, c4, c5, c9, c10, c13 and c15.
  • the herbicide C is selected from d) lipid biosynthesis inhibitors:
  • ACCase inhibitors selected from alloxydim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop-me- thyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofo
  • sulfonylureas selected from amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsul- furon-methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosul- furon, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron, met- azosulfuron, metsulfuron, metsulfuron-methyl,
  • imidazolinones selected from imazamethabenz, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin and imazethapyr, triazolopyrimidine herbicides and sulfonanilides selected from cloransulam, cloransulam-methyl, diclosulam, flumetsulam, florasulam, metosulam, penox- sulam, pyrimisulfan and pyroxsulam,
  • pyrimidinylbenzoates selected from bispyribac, bispyribac-sodium, pyribenzoxim, pyriftalid, py- riminobac, pyriminobac-methyl, pyrithiobac, pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy-2-pyrim- idinyl)oxy]phenyl]methyl]amino]-benzoic acid-1 -methylethyl ester (CAS 420138-41-6), 4-[[[2- [(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid propyl ester (CAS 420138- 40-5), N-(4-bromophenyl)-2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzenemethanamine (CAS 420138-01-8), sulfonylaminocarbonyl-triazolinone
  • inhibitors of the photosystem II selected from 1-(6-tert-butylpyrimidin-4-yl)-2-hy- droxy-4-methoxy-3-methyl-2H-pyrrol-5-one (CAS 1654744-66-7), 1-(5-tert-butylisoxazol-3-yl)-2- hydroxy-4-methoxy-3-methyl-2H-pyrrol-5-one (CAS 1637455-12-9), 1-(5-tert-butylisoxazol-3-yl)- 4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1637453-94-1), 1-(5-tert-butyl-1-methyl-py- razol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1654057-29-0), 1-(5-tert-butyl-1- methyl-pyrazol-3-yl)-3-chloro-2-hydroxy-4-methyl-2H-pyrrol-5-
  • acifluorfen acifluorfen-sodium, azafenidin, bencarbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone-ethyl, chlomethoxyfen, chlorphthalim, cinidon-ethyl, cyclopyranil, fluazolate, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluoroglycofen, fluoroglycofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazol, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufen
  • PDS inhibitors beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, and 4-(3-trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (CAS 180608-33-7), HPPD inhibitors: benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquinotrione, isoxaflutole, mesotrione, oxotrione (CAS 1486617-21-3), pyrasulfotole, pyrazol- ynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone, bleacher, unknown target: aclonifen, amitrole flumeturon,2-chloro-3-methylsulfanyl-N-(1-methyltetrazol-5-
  • compounds of group K1 dinitroanilines selected from benfluralin, butralin, dinitramine, ethalflu- ralin, fluchloralin, oryzalin, pendimethalin, prodiamine and trifluralin, phosphoramidates selected from amiprophos, amiprophos-methyl, and butamiphos, benzoic acid herbicides selected from chlorthal, chlorthal-dimethyl, pyridines selected from dithiopyr and thiazopyr, benzamides se- lected from propyzamide and tebutam; compounds of group K2: carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl and propham; c10) VLCFA inhibitors:
  • chloroacetamides selected from acetochlor, alachlor, amidochlor, butachlor, dimethachlor, di- methenamid, dimethenamid-P, metazachlor, metolachlor, S-metolachlor, pethoxamid, preti- lachlor, propachlor, propisochlor and thenylchlor, oxyaceta nil ides selected from flufenacet and mefenacet, acetanilides selected from diphenamid, naproanilide, napropamide and napropa- mide-M, tetrazolinones such fentrazamide, and other herbicides selected from anilofos, cafen- strole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone and isoxazoline compounds of the formulae 11.1 , II.2, II.3, II.4, II.5, II.6, II.7,
  • 2,4-D and its salts and esters selected from clacyfos, 2,4-DB and its salts and esters, aminocy- clopyrachlor and its salts and esters, aminopyralid and its salts selected from aminopyralid-di- methylammonium, aminopyralid-tris(2-hydroxypropyl)ammonium and its esters, benazolin, benazolin-ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and es- ters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, flopyrauxifen, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, halauxifen and its salts and esters (CAS 943832-60-8); MCPA and its salts and esters, MCPA-thioeth
  • the herbicide B is selected from d ) lipid biosynthesis inhibitors: prosulfocarb and triallate; c2) ALS inhibitors: imazamox; c3) photosynthesis inhibitors: metribuzin, terbuthylazin, chlorotoluron and isoproturon; c4) protoporphyrinogen-IX oxidase inhibitors: flumioxazin, saflufenacil, sulfentrazone and triflu- dimoxazin; c5) bleacher herbicides: diflufenican, picolinafen, flurtamone, aclonifen and clomazone; c6) EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyphosate-potas- sium and glyphosate-trimesium (sulfosate); c7) glutamine synthase inhibitors: glufosinate
  • the herbicide B is selected from d ) lipid biosynthesis inhibitors: prosulfocarb and triallate; c2) ALS inhibitors: imazamox; c3) photosynthesis inhibitors: metribuzin, terbuthylazin, chlorotoluron and isoproturon; c4) protoporphyrinogen-IX oxidase inhibitors: flumioxazin, saflufenacil, sulfentrazone and triflu- dimoxazin; c5) bleacher herbicides: diflufenican, picolinafen, flurtamone, aclonifen and clomazone; c9) mitosis inhibitors: pendimethalin and trifluralin; c10) VLCFA inhibitors: acetochlor, dimethachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, S-metolachlor, petho
  • the herbicide C is selected from prosulfocarb and triallate.
  • the herbicide C is prosulfocarb.
  • the herbicide C is triallate.
  • the herbicide C is imazamox.
  • the herbicide C is selected from metribuzin, terbuthylazin, chlorotoluron and isoproturon. n another embodiment, the herbicide C is metribuzin. n another embodiment, the herbicide C is terbuthylazin. n another embodiment, the herbicide C is chlorotoluron. n another embodiment, the herbicide C is isoproturon. n another embodiment, the herbicide C is selected from flumioxazin, saflufenacil, sulfentrazone and trifludimoxazin. n another embodiment, the herbicide C is flumioxazin. n another embodiment, the herbicide C is saflufenacil.
  • the herbicide C is sulfentrazone. n another embodiment, the herbicide C is trifludimoxazin. n another embodiment, the herbicide C is selected from diflufenican, picolinafen, flurtamone, aclonifen and clomazone. n another embodiment, the herbicide C is diflufenican. n another embodiment, the herbicide C is picolinafen. n another embodiment, the herbicide C is flurtamone. n another embodiment, the herbicide C is aclonifen. n another embodiment, the herbicide C is clomazone.
  • the herbicide C is selected from glyphosate, glyphosate-isoprop- ylammonium, glyphosate-potassium and glyphosate-trimesium (sulfosate).
  • the herbicide C is selected from glufosinate, glufosinate-P and glufosinate-ammonium.
  • the herbicide C is selected from pendimethalin and trifluralin.
  • the herbicide C is pendimethalin.
  • the herbicide C is trifluralin.
  • the herbicide C is selected from acetochlor, dimethachlor, dimethena- mid, dimethenamid-P, metazachlor, metolachlor, S-metolachlor, pethoxamid, pretilachlor, flufe- nacet, napropamide, napropamide-M and pyroxasulfone (preferably from flufenacet and pyrox- asulfone).
  • the herbicide C is acetochlor.
  • the herbicide C is dimethachlor.
  • the herbicide C is dimethenamid or dimethenamid-P, preferably dime- thenamid-P.
  • the herbicide C is metazachlor.
  • the herbicide C is metolachlor or S-metolachlor, preferably
  • the herbicide C is pethoxamid.
  • the herbicide C is pretilachlor.
  • the herbicide C is flufenacet.
  • the herbicide C is napropamide or napropamide-M, preferably napropa- mide-M.
  • the herbicide C is pyroxasulfone.
  • the herbicide C is selected from aminopyralid and its salts and esters, halauxifen (CAS 943832-60-8) and its salts and esters, quinclorac, quinmerac, florpyrauxifen, florpyrauxifen-benzyl (CAS 1390661 -72-9) and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1 H-indol-6- yl)picolinic acide (CAS 1629965-65-6).
  • the herbicide C is selected from aminopyralid and its salts and esters, preferably from aminopyralid, aminopyralid-dimethylammonium and aminopyralid-tris(2-hydroxy- propyl)ammonium.
  • the herbicide C is selected from halauxifen (CAS 943832-60-8) and its salts and esters.
  • the herbicide C is quinclorac.
  • the herbicide C is quinmerac.
  • the herbicide C is florpyrauxifen.
  • the herbicide C is florpyrauxifen-benzyl.
  • the herbicide C is 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1 H-indol-6- yl)picolinic acide (CAS 1629965-65-6).
  • the herbicide C is selected from indanofan, methiozolin (CAS 403640- 27-7) and oxaziclomefone.
  • the herbicide C is indanofan.
  • the herbicide C is methiozolin.
  • the herbicide C is oxaziclomefone.
  • the herbicidal combination of this invention comprises (more particulary consists of)
  • a herbicide B which is ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicy- clo[2.2.1]heptane, any of its individual enantiomers or any non-racemic mixture thereof (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane (cinmethylin)) and
  • the herbicidal combination of this invention corn- prises
  • a herbicide B which is ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicy- clo[2.2.1]heptane, any of its individual enantiomers or any non-racemic mixture thereof (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopropyl-7-oxabicyclo[2.2.1 ]heptane (cinmethylin)) and
  • a herbicide C which is pyroxasulfone wherein the herbicide A, the herbicide B (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4- isopropyl-7-oxabicyclo[2.2.1]heptane) and the herbicide C are the only herbicidally active ingre- proliferatives.
  • Pyroxasulfone is the common name of the herbicidal compound with the IUPAC name 3-[5- (difluoromethoxy)-1-methyl-3-(trifluoromethyl)pyrazol-4-ylmethylsulfonyl]-4,5-dihydro-5, 5-dime- thyl-1 ,2-oxazole and the Chemical Abstracts name 3-[[[5-(difluoromethoxy)-1-methyl-3-(trifluoro- methyl)-1 H-pyrazol-4-yl]methyl]sulfonyl]-4,5-dihydro-5,5-dimethylisoxazole (CAS RN 447399- 55-5) that is described in the The e-Pesticide Manual, Version 5.2, British Crop Production Council, 2008-201 1 , entry 752.
  • the herbicidal combina- tions of the invention may further comprise at least one safener D.
  • the herbicidal combinations of the invention comprise
  • a herbicide B which is ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicy- clo[2.2.1]heptane, any of its individual enantiomers or any non-racemic mixture thereof (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane (cinmethylin)),
  • the herbicidal combinations of the invention comprise
  • a herbicide B which is ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicy- clo[2.2.1]heptane, any of its individual enantiomers or any non-racemic mixture thereof (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopropyl-7-oxabicyclo[2.2.1 ]heptane (cinmethylin)),
  • Safeners are chemical compounds which prevent or reduce damage on useful plants without having a major impact on the herbicidal action of the herbicidal active components towards un- wanted plants. Safeners can be applied before sowings (e.g. seed treatments), on shoots or seedlings as well as in the pre-emergence or post-emergence treatment of useful plants and their habitat.
  • Suitable safeners are e.g. (quinolin-8-oxy)acetic acids, 1-phenyl-5-haloalkyl-1 H-1 ,2,4-triazol-3- carboxylic acids, 1 -phenyl-4, 5-d i hyd ro-5-a I kyl- 1 H-pyrazol-3,5-dicarboxylic acids, 4,5-dihydro- 5,5-diaryl-3-isoxazol carboxylic acids, dichloroacetamides, alpha-oximinophenylacetonitriles, acetophenonoximes, 4,6-dihalo-2-phenylpyrimidines, N-[[4-(aminocarbonyl)phenyl]sulfonyl]-2- benzoic amides, 1 ,8-naphthalic anhydride, 2-halo-4-(haloalkyl)-5-thiazol carboxylic acids, phosphorthiolates and N-alkyl-O
  • the safener D is selected from the group consisting of benoxacor, cloquintocet, cy- ometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthaleneacetic acid (NAA), naph- thalic anhydride (NA), oxabetrinil, 4-(dichloroacetyl)-1 -oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836- SI -4), metcamifen, 4-bromophenyl chloromethyl sulfone (BPCMS, CAS 540
  • the safener D is selected from the group consisting of benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flu razole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride (NA), oxa- betrinil, 4-(dichloroacetyl)-1 -oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-tri- methyl-3-(dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31 -4), metcamifen, 4-bromo- phenyl chloromethyl sulfone (BPCMS, CAS 54091-06-4) and agriculturally acceptable salts or derivative
  • Especially preferred safeners D are benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, naphthalic anhy- dride (NA), oxabetrinil, 4-(dichloroacetyl)-1 -oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526- 07-3), 2, 2, 5-trimethyl-3-(dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31 -4), metcam- ifen and agriculturally acceptable salts or derivatives thereof.
  • Particularly preferred safeners D are benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim, furilazole, isoxadifen, mefenpyr, naphthalic anhydride (NA), 4-(dichlo- roacetyl)-1 -oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichlo- roacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31 -4), metcamifen and agriculturally acceptable salts or derivatives thereof.
  • the herbicides C and safeners D are known herbicides and safeners, see, for example, The Pesticide Manual, British Crop Protection Council, 16 th edition, 2012; The Compendium of Pesti- cide Common Names (http://www.alanwood.net/pesticides/); Farm Chemicals Handbook 2000 volume 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R. R. Schmidt, Herbizide [Herbicides], Georg Thieme Verlag, Stuttgart 1995; W. H. Ahrens, Herbicide Handbook, 7th edi tion, Weed Science Society of America, 1994; and K. K.
  • the allocation of the active compounds to the respective modes of action is based on current knowledge. If several modes of action apply to one active compound, this compound was only allocated to one mode of action. If the herbicides C and/or safeners D as described herein are capable of forming geometrical isomers, for example E/Z isomers, it is possible to use both, the pure isomers and mixtures thereof, in the methods and uses according to the invention.
  • herbicides B and/or safeners C as described herein have one or more centers of chirality and, as a consequence, are present as enantiomers or diastereomers, it is possible to use both, the pure enantiomers and diastereomers and their mixtures, in the methods and uses according to the invention.
  • herbicides C and/or safeners D as described herein have ionizable functional groups, they can also be employed in the form of their agriculturally acceptable salts.
  • the term“agriculturally acceptable salts” is used herein to mean in general, the salts of those cations and the acid addi- tion salts of those acids whose cations and anions, respectively, have no adverse effect on the herbicidal activity of the active compounds.
  • Preferred cations are the ions of the alkali metals, preferably of lithium, sodium and potassium, of the alkaline earth metals, preferably of calcium and magnesium, and of the transition metals, preferably of manganese, copper, zinc and iron, further ammonium and substituted ammonium in which one to four hydrogen atoms are replaced by Ci-C 4 -alkyl, hydroxy-Ci-C 4 -alkyl, Ci-C 4 - alkoxy-Ci-C 4 -alkyl, hydroxy-Ci-C 4 -alkoxy-Ci-C 4 -alkyl, phenyl or benzyl, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trime- thylammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammo- nium,
  • Anions of useful acid addition salts are primarily chloride, bromide, fluoride, iodide, hydrogensul- fate, methylsulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and also the anions of Ci-C 4 -al- kanoic acids, preferably formate, acetate, propionate and butyrate.
  • the herbicides C and/or safeners D as described herein having a carboxyl, hydroxy and/or an lamino group can be employed in the form of the acid, in the form of an agriculturally suitable salt as mentioned above or else in the form of an agriculturally acceptable derivative, for exam- pie as amides, such as mono- and di-Ci-C 6 -alkylamides or arylamides, as esters, for example as allyl esters, propargyl esters, Ci-Cio-alkyl esters, alkoxyalkyl esters, tefuryl ((tetrahydrofuran- 2-yl)methyl) esters and also as thioesters, for example as Ci-Cio-alkylthio esters.
  • amides such as mono- and di-Ci-C 6 -alkylamides or arylamides
  • esters for example as allyl esters, propargyl esters, Ci-Cio-alkyl esters
  • Preferred mono- and di-Ci-C 6 -alkylamides are the methyl and the dimethylamides.
  • Preferred arylamides are, for example, the anilides and the 2-chloroanilides.
  • Preferred alkyl esters are, for example, the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl (1-methylhexyl), meptyl (1- methylheptyl), heptyl, octyl or isooctyl (2-ethylhexyl) esters.
  • Ci-C4-alkoxy-Ci-C 4 -alkyl esters are the straight-chain or branched Ci-C 4 -alkoxy ethyl esters, for example the 2-methoxy- ethyl, 2-ethoxyethyl, 2-butoxyethyl (butotyl), 2-butoxypropyl or 3-butoxypropyl ester.
  • An example of a straight-chain or branched Ci-Cio-alkylthio ester is the ethylthio ester.
  • suitable salts include those, where the counterion is an agriculturally ac- ceptable cation.
  • suitable salts of dicamba are dicamba-sodium, dicamba-potas- sium, dicamba-methylammonium, dicamba-dimethylammonium, dicamba-isopropylammonium, dicamba-diglycolamine, dicamba-olamine, dicamba-diolamine, dicamba-trolamine, dicamba- N,N-bis-(3-aminopropyl)methylamine and dicamba-diethylenetriamine.
  • a suitable ester are dicamba-methyl and dicam ba-butotyl.
  • Suitable salts of 2,4-D are 2,4-D-ammonium, 2,4-D-dimethylammonium, 2,4-D-diethylammo- nium, 2,4-D-diethanolammonium (2,4-D-diolamine), 2,4-D-triethanolammonium, 2,4-D-isoprop- ylammonium, 2,4-D-triisopropanolammonium, 2,4-D-heptylammonium, 2,4-D-dodecylammo- nium, 2,4-D-tetradecylammonium, 2,4-D-triethylammonium, 2,4-D-tris(2-hydroxypropyl)ammo- nium, 2,4-D-tris(isopropyl)ammonium, 2,4-D-trolamine, 2,4-D-lithium, 2,4-D-sodium and 2,4-D- N,N,N-trimethylethanolammonium
  • esters of 2,4-D are 2,4- D-butotyl, 2,4-D-2-butoxypropyl, 2,4-D-3-butoxypropyl, 2,4-D-butyl, 2,4-D-ethyl, 2,4-D- ethylhexyl, 2,4-D-isobutyl, 2,4-D-isooctyl, 2,4-D-isopropyl, 2,4-D-meptyl, 2,4-D-methyl, 2,4-D- octyl, 2,4-D-pentyl, 2,4-D-propyl, 2,4-D-tefuryl and clacyfos.
  • Suitable salts of 2,4-DB are for example 2,4-DB-sodium, 2,4-DB-potassium and 2,4-DB-dime- thylammonium.
  • Suitable esters of 2,4-DB are for example 2,4-DB-butyl and 2,4-DB-isoctyl.
  • Suitable salts of dichlorprop are for example dichlorprop-sodium, dichlorprop-potassium and di- chlorprop-dimethylammonium. Examples of suitable esters of dichlorprop are dichlorprop-buto- tyl and dichlorprop-isoctyl.
  • Suitable salts and esters of MCPA include MCPA-butotyl, MCPA-butyl, MCPA-dimethylammo- nium, MCPA-diolamine, MCPA-ethyl, MCPA-thioethyl, MCPA-2-ethylhexyl, MCPA-isobutyl, MCPA-isoctyl, MCPA-isopropyl, MCPA-isopropylammonium, MCPA-methyl, MCPA-olamine, MCPA-potassium, MCPA-sodium and MCPA-trolamine.
  • a suitable salt of MCPB is MCPB sodium.
  • a suitable ester of MCPB is MCPB-ethyl.
  • Suitable salts of clopyralid are clopyralid-potassium, clopyralid-olamine and clopyralid-tris-(2- hydroxypropyl)ammonium.
  • Example of suitable esters of clopyralid is clopyralid-methyl.
  • Examples of a suitable ester of fluroxypyr are fluroxypyr-meptyl and fluroxypyr-2-butoxy-1-meth- ylethyl, wherein fluroxypyr-meptyl is preferred.
  • Suitable salts of picloram are picloram-dimethylammonium, picloram-potassium, picloram-triiso- propanolammonium, picloram-triisopropylammonium and picloram-trolamine.
  • a suitable ester of picloram is picloram-isoctyl.
  • a suitable salt of triclopyr is triclopyr-triethylammonium.
  • Suitable esters of triclopyr are for exam- pie triclopyr-ethyl and triclopyr-butotyl.
  • Suitable salts and esters of chloramben include chloramben-ammonium, chloramben-diolamine, chloramben-methyl, chloramben-methylammonium and chloramben-sodium.
  • Suitable salts and esters of 2,3,6-TBA include 2,3,6-TBA-dimethylammonium, 2,3,6-TBA-lithium, 2,3,6-TBA-potas- sium and 2,3,6-TBA-sodium.
  • Suitable salts and esters of aminopyralid include aminopyralid-dimethylammonium, aminopyra- lid-potassium and aminopyralid-tris(2-hydroxypropyl)ammonium.
  • Suitable salts of glyphosate are for example glyphosate-ammonium, glyphosate-diammonium, glyphoste-dimethylammonium, glyphosate-isopropylammonium, glyphosate-potassium, glypho- sate-sodium, glyphosate-trimesium as well as the ethanolamine and diethanolamine salts, pref- erably glyphosate-diammonium, glyphosate-isopropylammonium and glyphosate-trimesium (sulfosate).
  • a suitable salt of glufosinate is for example glufosinate-ammonium.
  • a suitable salt of glufosinate-P is for example glufosinate-P-ammonium.
  • Suitable salts and esters of bromoxynil are for example bromoxynil-butyrate, bromoxynil-hep- tanoate, bromoxynil-octanoate, bromoxynil-potassium and bromoxynil-sodium.
  • Suitable salts and esters of ioxonil are for example ioxonil-octanoate, ioxonil-potassium and iox- onil-sodium.
  • Suitable salts and esters of mecoprop include mecoprop-butotyl, mecoprop-dimethylammonium, mecoprop-diolamine, mecoprop-ethadyl, mecoprop-2-ethylhexyl, mecoprop-isoctyl, mecoprop- methyl, mecoprop-potassium, mecoprop-sodium and mecoprop-trolamine.
  • Suitable salts of mecoprop-P are for example mecoprop-P-butotyl, mecoprop-P-dimethylammo- nium, mecoprop-P-2-ethylhexyl, mecoprop-P-isobutyl, mecoprop-P-potassium and mecoprop-P- sodium.
  • a suitable salt of diflufenzopyr is for example diflufenzopyr-sodium.
  • a suitable salt of naptalam is for example naptalam-sodium.
  • Suitable salts and esters of aminocyclopyrachlor are for example aminocyclopyrachlor-dime- thylammonium, aminocyclopyrachlor-methyl, aminocyclopyrachlor-triisopropanolammonium, aminocyclopyrachlor-sodium and aminocyclopyrachlor-potassium.
  • a suitable salt of quinclorac is for example quinclorac-dimethylammonium.
  • a suitable salt of quinmerac is for example quinclorac-dimethylammonium.
  • a suitable salt of imazamox is for example imazamox-ammonium.
  • Suitable salts of imazapic are for example imazapic-ammonium and imazapic-isopropylammo- nium.
  • Suitable salts of imazapyr are for example imazapyr-ammonium and imazapyr-isopropylammo- nium.
  • a suitable salt of imazaquin is for example imazaquin-ammonium.
  • Suitable salts of imazethapyr are for example imazethapyr-ammonium and imazethapyr-iso- propylammonium.
  • a suitable salt of topramezone is for example topramezone-sodium.
  • the weight ratio of herbicide A to herbi- cide B is in general in the range from 1 :0.05 to 1 :20, preferably in the range from 1 :0.1 to 1 :15, more preferably in the range from 1 :0.1 to 1 :10, even more preferably in the range from 1 :0.1 to 1 :8 and in particular in the range from 1 :0.2 to 1 :5.
  • the weight ratio of herbicide A to herbicide B is in the range from 1 :0.1 to 1 :2, prefera- bly in the range from 1 :0.1 to 1 :1 and in particular in the range from 1 :0.125 to 1 :1.
  • the weight ratio of herbicide A to herbicide C is in general in the range from 1 :0.002 to 1 :160, preferably in the range from 1 :0.003 to 1 :107 and in particular in the range from 1 :0.004 to 1 :80.
  • the weight ratio of herbicide A to herbicide C which is pyroxasulfone is in general in the range from 1 :0.01 to 1 :15, preferably in the range from 1 :0.02 to 1 :6, more preferably in the range from 1 :0.05 to 1 :5, even more preferably in the range from 1 :0.05 to 1 :4 and in particular in the range from 1 :0.05 to 1 :3.
  • the weight ratio of herbicide B (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopro- pyl-7-oxabicyclo[2.2.1]heptane (cinmethylin)) to herbicide C is in the range from 1 :0.002 to 1 :160, preferably in the range from 1 :0.003 to 1 :107 and in particular in the range from 1 :0.004 to 1 :80.
  • the weight ratio of herbicide B (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopro- pyl-7-oxabicyclo[2.2.1]heptane (cinmethylin)) to herbicide C which is pyroxasulfone is in general in the range from 1 :0.01 to 1 :15, preferably in the range from 1 :0.02 to 1 :6, more preferably in the range from 1 :0.05 to 1 :3 and in particular in the range from 1 :0.1 to 1 :1.
  • the herbicidal combination of this invention comprises (more particulary consists of)
  • a herbicide B which is ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicy- clo[2.2.1]heptane, any of its individual enantiomers or any non-racemic mixture thereof (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopropyl-7-oxabicyclo[2.2.1 ]heptane (cinmethylin)) and
  • a herbicide C which is pyroxasulfone wherein the weight ratio of herbicide A to herbicide B is in the range from 1 :0.05 to 1 :20, prefer- ably in the range from 1 :0.1 to 1 :15, more preferably in the range from 1 :0.1 to 1 :10, even more preferably in the range from 1 :0.1 to 1 :8 and in particular in the range from 1 :0.2 to 1 :5, the weight ratio of herbicide A to herbicide C is in the range from 1 :0.01 to 1 :15, preferably in the range from 1 :0.02 to 1 :6, more preferably in the range from 1 :0.05 to 1 :5 and in particular in the range from 1 :0.05 to 1 :3 and
  • the weight ratio of herbicide B to herbicide C is in the range from 1 :0.01 to 1 :15 preferably in the range from 1 :0.02 to 1 :6, more preferably in the range from 1 :0.05 to 1 :3 and in particular in the range from 1 :0.1 to 1 :1.
  • the herbicidal combination of this invention corn- prises
  • a herbicide B which is ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicy- clo[2.2.1]heptane, any of its individual enantiomers or any non-racemic mixture thereof (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopropyl-7-oxabicyclo[2.2.1 ]heptane (cinmethylin)) and
  • the weight ratio of herbicide A to herbicide B is in the range from 1 :0.05 to 1 :20, preferably in the range from 1 :0.1 to 1 :15, more preferably in the range from 1 :0.1 to 1 :10, even more prefer- ably in the range from 1 :0.1 to 1 :8 and in particular in the range from 1 :0.2 to 1 :5,
  • the weight ratio of herbicide A to herbicide C is in the range from 1 :0.01 to 1 :15, preferably in the range from 1 :0.02 to 1 :6, more preferably in the range from 1 :0.05 to 1 :5 and in particular in the range from 1 :0.05 to 1 :3 and
  • the weight ratio of herbicide B to herbicide C is in the range from 1 :0.01 to 1 :15 preferably in the range from 1 :0.02 to 1 :6, more preferably in the range from 1 :0.05 to 1 :3 and in particular in the range from 1 :0.1 to 1 :1.
  • the weight ratio of herbicide A to safener D is generally in the range of from 1 :0.005 to 1 :20, preferably in the range of from 1 :0.01 to 1 :7 and in particular in the range of from 1 :0.04 to1 :2, wherein each safener D being an ester or a salt of an acid is calculated as the acid.
  • the weight ratio of herbicide B (in particular ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopro- pyl-7-oxabicyclo[2.2.1]heptane (cinmethylin)) to safener D is generally in the range of from 1 :0.005 to 1 :20, preferably in the range of from 1 :0.01 to 1 :7 and in particular in the range of from 1 :0.04 to 1 :2, wherein each safener D being an ester or a salt of an acid is calculated as the acid.
  • the weight ratio of herbicide C to safener D is generally in the range of from 1 :0.0006 to 1 :500, preferably in the range of from 1 :0.001 to 1 :250 and in particular in the range of from 1 :0.003 to 1 : 100, wherein each herbicide C and safener D being an ester or a salt of an acid is calculated as the acid.
  • the weight ratio of herbicide C which is pyroxasulfone to safener D is generally in the range of from 1 :0.007 to 1 :100, preferably in the range of from 1 :0.002 to 1 :33 and in particular in the range of from 1 :0.007 to 1 :8, wherein each safener D being an ester or a salt of an acid is calcu- lated as the acid.
  • the weight ratio of the combination of herbicides A and B to the safener D is generally in the range of from 1 :0.003 to 1 :20, preferably in the range of from 1 :0.007 to 1 :7 and in particular in the range of from 1 :0.002 to 1 :2, wherein each safener D being an ester or a salt of an acid is calculated as the acid.
  • the weight ratio of the combination of herbicides A, B and C to the safener D is generally in the range of from 1 :0.0006 to 1 :500, preferably in the range of from 1 :0.003 to 1 :50 and in particular in the range of from 1 :0.007 to 1 :10, wherein each herbicide C and safener D being an ester or a salt of an acid is calculated as the acid.
  • herbicidal combinations as defined herein are suitable as herbicides as such or as appro- priately formulated agrochemical compositions.
  • agrochemical compo- sition refers to a composition comprising the herbicidal combination of this invention and one or more auxiliaries customary in crop protection, in particular to a composition comprising a herbi- cidally effective amount of the herbicidal combination of this invention and one or more auxilia- ries customary in crop protection.
  • the agrochemical composition comprises the herbicidal combination of this invention and one or more auxiliaries customary in crop protection.
  • the agrochemical composi- tion comprises a herbicidally effective amount of the herbicidal combination of this invention and one or more auxiliaries customary in crop protection.
  • the herbicidal combination of this invention can be converted into customary types of agro- chemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, gran- ules, pressings, capsules, and mixtures thereof.
  • agrochemical composition types are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e.g. EW, EO, ES, ME), capsules (e.g. CS, ZC), pastes, pastilles, wettable powders or dusts (e.g. WP,
  • the agrochemical compositions can be prepared in a known manner, such as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001 ; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, Lon- don, 2005.
  • auxiliaries customary in crop protection includes but is not limited to solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubil- izers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, re- pellents, attractants, feeding stimulants, compatibilizers, bactericides, anti-freezing agents, anti- foaming agents, colorants, tackifiers and binders.
  • Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil frac- tions of medium to high boiling point, e.g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, paraffin, tetrahydronaphthalene, alkyl- ated naphthalenes; alcohols, e.g. ethanol, propanol, butanol, benzylalcohol, cyclohexanol; gly cols; DMSO; ketones, e.g. cyclohexanone; esters, e.g.
  • mineral oil frac- tions of medium to high boiling point e.g. kerosene, diesel oil
  • oils of vegetable or animal origin oils of vegetable or animal origin
  • aliphatic, cyclic and aromatic hydrocarbons e. g. toluene, paraffin, tetrahydr
  • lactates carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, e.g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.
  • Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, lime- stone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e.g. cellulose, starch; fertilizers, e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e.g. ce- real meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.
  • mineral earths e.g. silicates, silica gels, talc, kaolins, lime- stone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide
  • polysaccharides e.g. cellulose, star
  • Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and am- photeric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emusifier, dispersant, solubilizer, wetter, penetration enhancer, protective col- loid, or adjuvant. Examples of surfactants are listed in McCutcheon’s, Vol.1 : Emulsifiers & De- tergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).
  • Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof.
  • sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignine sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of con- densed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates.
  • Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters.
  • Examples of phosphates are phosphate esters.
  • Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.
  • Suitable nonionic surfactants are alkoxylates, N-subsituted fatty acid amides, amine oxides, es- ters, sugar-based surfactants, polymeric surfactants, and mixtures thereof.
  • alkox- ylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents.
  • Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide.
  • N-subsititued fatty acid amides are fatty acid glucamides or fatty acid alkanolamides.
  • esters are fatty acid esters, glycerol esters or monoglycerides.
  • sugar-based sur- factants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolygluco- sides.
  • polymeric surfactants are home- or copolymers of vinylpyrrolidone, vinylal- cohols, or vinylacetate.
  • Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines.
  • Suitable amphoteric surfactants are alkylbetains and imidazolines.
  • Suitable block polymers are block pol- ymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene ox ide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide.
  • Suita- ble polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of poly- acrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or polyeth- yleneamines.
  • Suitable adjuvants are compounds, which have a neglectable or even no pesticidal activity themselves, and which improve the biological performance of the compound I on the target. Ex- amples are surfactants, mineral or vegetable oils, and other auxilaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
  • Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), anorganic clays (organically modified or unmodified), polycarboxylates, and silicates.
  • Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones.
  • Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.
  • Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.
  • Suitable colorants are pigments of low water solubility and water-sol- uble dyes.
  • examples are inorganic colorants (e.g. iron oxide, titan oxide, iron hexacyanoferrate) and organic colorants (e.g. alizarin-, azo- and phthalocyanine colorants).
  • Suitable tackifiers or binders are polyvinylpyrrolidons, polyvinylacetates, polyvinyl alcohols, pol- yacrylates, biological or synthetic waxes, and cellulose ethers.
  • the agrochemical compositions generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, and in particular between 0.5 and 75%, by weight of active substance.
  • the active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (ac- cording to NMR spectrum).
  • Solutions for seed treatment (LS), suspoemulsions (SE), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water-soluble pow- ders (SS), emulsions (ES), emulsifiable concentrates (EC) and gels (GF) are usually employed for the purposes of treatment of plant propagation materials, particularly seeds.
  • the composi- tions in question give, after two-to-tenfold dilution, active substance concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40% by weight, in the ready-to-use preparations. Appli- cation can be carried out before or during sowing.
  • Methods for applying the herbicidal combination or agrochemical composition of this invention onto plant propagation material, especially seeds include dressing, coating, pelleting, dusting, soaking and in-furrow application methods of the propagation material.
  • the herbi- cides A and B, optionally at least one herbicide C and optionally at least one safener D (or the respective agrochemical composition) are applied onto the plant propagation material by a method such that germination is not induced, e. g. by seed dressing, pelleting, coating and dust- ing.
  • oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides may be added to the active substances or the compositions comprising them as premix or, if appropriate not until immedi- ately prior to use (tank mix).
  • pesticides e.g. herbicides, insecticides, fungicides, growth regulators, safeners
  • These agents can be admixed with the herbicides A and B, option- ally at least one herbicide C and optionally at least one safener D (or the respective agrochemi- cal composition) used or applied in this invention in a weight ratio of 1 :100 to 100:1 , preferably 1 :10 to 10:1.
  • the user applies the agrochemical composition used or applied in this invention usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
  • the agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained.
  • 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.
  • either individual components of the agrochemical composition or partially premixed components e. g. agrochemical components comprising the herbicides A and B, optionally at least one herbicide C and optionally at least one safener D may be mixed by the user in a spray tank and further auxiliaries and additives may be added, if appropriate.
  • individual components of the agrochemical composition such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank and further auxiliaries may be added, if appropriate.
  • either individual components of the herbicidal combination of this inven- tion or partially premixed components e. g. components comprising the herbicides A and B, op- tionally at least one herbicide C and optionally at least one safener D can be applied jointly (e.g. after tank mixing) or consecutively.
  • the agrochemical composition may be provided in the form of a single package for- mulation comprising the herbicides A and B and optionally at least one herbicide C and option- ally at least one safener D together with liquid and/or solid carriers, and, if desired, one or more surfactants and, if desired, one or more further auxiliaries customary in crop protection.
  • the for- mulation may be provided in the form of a two, three or multi (e.g.
  • one package comprises a formulation of herbicide A
  • the second package comprises a formulation of the herbicide B
  • one or more further packages comprise one or more formulation(s) of the at least one herbicide C and/or the safener D
  • all formu- lations comprise at least one carrier material, if desired, one or more surfactants and, if desired, one or more further auxiliaries customary in crop protection.
  • the two or more formulations are preferably mixed prior to applica- tion.
  • the mixing is performed as a tank mix, i.e. the formulations are mixed immedi- ately prior or upon dilution with water.
  • compositions of this invention can also control vegetation on non-crop areas very effi ciently, especially at high rates of application. They act against broad-leafed weeds and grass weeds in crops such as wheat, barley, rice, corn, sunflowers, soybeans and cotton without causing any significant damage to the crop plants. This effect is mainly observed at low rates of application.
  • compositions of this invention are applied to the plants mainly by spraying.
  • the appli cation can be carried out using, for example, water as carrier by customary spraying techniques using spray liquor amounts of from about 50 to 1000 l/ha (for example from 300 to 400 l/ha).
  • compositions as defined herein may also be applied by the low-volume or the ultra-low-vol- ume method, or in the form of microgranules.
  • the herbicidal combinations or agrochemical compositions of this invention can be applied pre- or post-emergence or together with the seed of a crop plant. It is also possible to apply the com- binations and compositions by applying seed, pretreated with a combination or composition as defined herein, of a crop plant. If the herbicides A and B and, if appropriate, one or more herbi- cides C are less well tolerated by certain crop plants, application techniques may be used in which the agrochemical compositions are sprayed, with the aid of the spraying equipment, in such a way that as far as possible they do not come into contact with the leaves of the sensitive crop plants, while the active compounds reach the leaves of undesirable plants growing under- neath, or the bare soil surface (post-directed, lay-by).
  • the herbicidal combinations or agrochemical compositions of this in- vention can be applied by treating seed.
  • the treatment of seed comprises essentially all proce- dures familiar to the person skilled in the art (seed dressing, seed coating, seed dusting, seed soaking, seed film coating, seed multilayer coating, seed encrusting, seed dripping and seed pelleting) based on the agrochemical compositions as defined herein.
  • the compositions as defined herein can be applied diluted or undiluted.
  • seed comprises seed of all types, such as, for example, corns, seeds, fruits, tubers, seedlings and similar forms.
  • seed describes corns and seeds.
  • the seed used can be the seed of the useful plants mentioned above, but also the seed of trans- genic plants or plants obtained by customary breeding methods.
  • crop protection agents for example with agents for controlling pests or phytopathogenic fungi or bacteria or with groups of active compounds which regulate growth.
  • mineral salt solutions which are employed for treating nutritional and trace element deficiencies. Non-phytotoxic oils and oil concentrates can also be added.
  • the amounts of active substances applied are, de- pending on the kind of effect desired, 0.0001 to 10 kg per hectare (kg/ha), preferably 0.001 to 3 kg/ha, more preferably from 0.001 to 2.5 kg/ha, even more preferably from 0.001 to 2 kg/ha, es- pecially preferably from 0.005 to 2 kg/ha.
  • the herbicide A is generally applied in an amount of from 0.1 to 2000 grams per hectare (g/ha), preferably 10 to 1000 g/ha, more preferably 10 to 750 g/ha and in particular 10 to 500 g/ha. In another embodiment, the herbicide A is applied in an amount of from 50 to 1000 g/ha, preferably 75 to 750 g/ha and more preferably 100 to 500 g/ha.
  • the application rate of the herbicide B is generally from 0.0005 kg/ha to 10 kg/ha, preferably from 0.005 kg/ha to 5 kg/ha and more preferably from 75 to 750 g/ha and most preferably from 100 to 500 g/ha.
  • the application rate of the herbicide C is generally from 0.0005 kg/ha to 10 kg/ha, preferably from 0.005 kg/ha to 5 kg/ha and more preferably from 0.001 kg/ha to 2 kg/ha.
  • the application rate of the herbicide C which is pyroxasulfone is generally from 0.0005 kg/ha to 10 kg/ha, preferably from 0.005 kg/ha to 5 kg/ha, more preferably from 0.001 kg/ha to 2 kg/ha and even more preferably 10 g/ha to 750 g/ha.
  • the application rate of the safener D is generally from 0.0005 kg/ha to 2.5 kg/ha, preferably from 0.005 kg/ha to 2 kg/ha and more preferably from 0.01 kg/ha to 1.5 kg/ha.
  • amounts of active substance i.e. herbicides A and B and, if appropriate, one or more herbicides C
  • amounts of active substance i.e. herbicides A and B and, if appropriate, one or more herbicides C
  • amounts of active substance ap- plied i.e. herbicides A and B and, if appropriate, one or more herbicides C
  • the herbicide A, the herbicide B and, if present, the herbicide C and/or the safener D can be applied jointly or separately.
  • the herbicide A, the herbicide B and, if present, the herbicide C and/or the safener D can be applied simultaneously or in succession.
  • the herbicide A, the herbicide B and, if present, the herbicide C and/or the safener D are applied simultaneously to the undesirable vegetation.
  • the herbicide A, the herbicide B and, if present, the herbicide C and/or the safener D are provided as an agro- chemical composition as defined herein (e.g. a tank mixture containing the herbicide A, the herbicide B and, if present, the herbicide C and/or the safener D) being applied to the undesira- ble vegetation.
  • the agrochemical composition as defined herein is applied to the undesirable vegetation or the locus thereof with or applied to the soil or water to prevent the emergence or growth of the undesirable vegetation.
  • the order of the application of the herbicide A, the herbicide B and, if present, the herbicide C and/or the safener D is of minor importance. It is only necessary that the herbicide A and, if present, the herbicide B and/or the safener C are ap- plied in a time frame that allows simultaneous action of the active ingredients on the plants to be controlled and/or safened, preferably within a time frame of at most 14 days, in particular at most 7 days.
  • the herbicidal combinations or agrochemical composi- tions of this invention can be applied pre-emergence (i.e. before the emergence of undesirable vegetation) or post-emergence (i.e., during and/or after emergence of the undesirable vegeta- tion).
  • the herbicidal combinations or agrochemical compositions of this invention are applied before the emergence of the undesirable vegetation (pre-emergence).
  • the herbicidal combinations or agrochemical compositions of this inven- tion are applied before or during the emergence of the undesirable vegetation (pre-emergence or early-post emergence).
  • the herbicidal combinations or agrochemical compositions of this inven- tion are applied after emergence of the undesirable vegetation.
  • the herbicidal combinations or agrochemical composi- tions of this invention are preferably applied after the undesirable vegetation has emerged and has developed up to 6 leaves.
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present in- vention are suitable for controlling a large number of undesirable vegetation (harmful plants), including monocotyledonous weeds and dicotyledonous weeds.
  • the undesirable vegetation is selected from monocotyledonous weed spe- cies.
  • the undesirable vegetation is selected from the family Poaceae. More prefera- bly, the undesirable vegetation is selected from the tribes Aveneae, Bromeae, Paniceae and Poeae. In one embodiment, the undesirable vegetation is selected from the tribe Aveneae. In another embodiment, the undesirable vegetation is selected from the tribe Bromeae. In yet an- other embodiment, the undesirable vegetation is selected from the tribe Paniceae. In still an- other embodiment, the undesirable vegetation is selected from the tribe Poeae.
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present invention may be used for controlling annual weeds such as gramineous weeds (grass weeds) including, but not limited to, the genera Aegilops such as Aegilops cylindrical (AEGCY, jointed goatgrass); Agropyron such as Agropyron repens (AGRRE, common couchgrass); Alo- pecurus such as Alopecurus myosuroides (ALOMY, blackgrass) or Alopecurus aequalis (ALOAE, foxtail); Apera such as Apera spica-venti (APESV, silky wind grass); Avena such as Avena fatua (AVEFA, wild oat) or Avena sterilis subsp. Sterilis (AVEST, sterile oat); Brachiaria such as Brachiaria plantaginea (BRAPL, Alexander grass) or Brachiaria decumbens
  • Aegilops such as Aegilops cylindrical (
  • BRADC Surinam grass
  • Bromus such as Bromus inermis (BROIN, awnless brome), Bromus sterilis (BROST, barren bromegrass), Bromus tectorum (BROTE, cheatgrass), Bromus arvensis (BROAV, field bromegrass), Bromus secalinus (BROSE, rye bromegrass) or Bromus hordeacus (BROMO, lopgrass); Cenchrus such as Cenchrus echinatus (CCHEC, Mossman River grass); Cynodon such as Cynodon dactylon (CYNDA, bermudagrass); Digitaria such as Digitaria ciliaris (DIGAD, southern crabgrass), Digitaria sanguinalis (DIGSA, hairy crabgrass), Digitaria insularis (TRCIN, sourgrass) or Digitaria ischaemum (DIGIS, smooth crabgrass); Echinochloa such as Echinochloa colonum (EC
  • the undesirable vegetation is a monocotyledonous weed species selected from the genera Agropyron, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cynodon, Digitaria, Echi- sangloa, Eleusine, Ischaemum, Leptochloa, Lolium, Panicum, Phalaris, Poa, Rottboellia,
  • the undesirable vegetation is a monocotyledonous weed species selected from the genera Agropyron, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cynodon, Digitaria, Echinochloa, Eleusine, Ischaemum, Leptochloa, Lolium, Panicum, Phalaris, Poa, Rottboellia, and Setaria. Even more preferably, the undesirable vegetation is selected from the genera Alo- pecurus, Apera, Avena, Digitaria, Echinochloa, Leptochloa, Lolium, Phalaris, Poa and Setaria.
  • the undesirable vegetation is selected from the genera Alopecurus, Apera, Avena, Echinochloa, Leptochloa, Lolium, Phalaris and Poa. Most preferably, the undesirable vegetation is selected from the genera Alopecurus, Avena, Lolium and Phalaris.
  • the undesirable vegetation is a monocotyledonous weed spe- cies selected from the genera Alopecurus, Avena, Brachiaria, Lolium and Setaria.
  • the undesirable vegetation is a monocotyledonous weed species se- lected from Agropyron repens, Alopecurus myosuroides, Alopecurus aequalis, Apera spica- venti, Avena fatua, Avena sterilis subsp.
  • the undesirable vegetation is a monocotyledonous weed species selected from Ag- ropyron repens, Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis subsp.
  • a monocotyledonous weed species selected from Ag- ropyron repens, Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis subsp.
  • the monocotyledonous weed species is selected from Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis subsp.
  • the monocotyledonous weed species is selected from Alo- pecurus myosuroides, Avena fatua, Brachiaria decumbens, Lolium multiflorum, Lolium perenne, Lolium rigidum and Setaria viridis.
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present in- vention are also suitable for controlling a large number of dicotyledonous weeds, in particular broadleaf weeds including, but not limited to, Polygonum species such as Polygonum convol- volus (POLCO, wild buckwheat), Amaranthus species such as Amaranthus albus (AMAAL, tum- ble pigweed), Amaranthus blitoides (AMABL, mat amaranth), Amaranthus hybridus (AMACH, green pigweed), Amaranthus palmeri (AMAPA, Palmer amaranth), Amaranthus powellii (AMAPO, Powell amaranth), Amaranthus retroflexus (AMARE, redroot pigweed), Amaranthus tuberculatus (AMATU, rough-fruit amaranth), Amaranthus rudis (AMATA, tall amaranth) or Ama- ranthus viridis (AMAVI, sl
  • the undesirable vegetation is a dicotyledonous weed species selected from the gen- era Abutilon, Amaranthus, Ambrosia, Anthemis, Capsella, Centaurea, Chenopodium, Conyza, Descurainia, Galium, Geranium, Kochia, Matricaria, Papaver, Polygonum, Raphanus, Sinapis, Sisymbrium, Stellaria and Thlaspi.
  • a dicotyledonous weed species selected from the gen- era Abutilon, Amaranthus, Ambrosia, Anthemis, Capsella, Centaurea, Chenopodium, Conyza, Descurainia, Galium, Geranium, Kochia, Matricaria, Papaver, Polygonum, Raphanus, Sinapis, Sisymbrium, Stellaria and Thlaspi.
  • the undesirable vegetation is a dicotyledonous weed species selected from the genera Amaranthus, Ambrosia, Anthemis, Capsella, Centaurea, Chenopodium, Conyza, Des- curainia, Galium, Geranium, Kochia, Matricaria, Papaver, Raphanus, Sinapis, Sisymbrium, Stel laria and Thlaspi, even more preferably from the genera Anthemis, Centaurea, Geranium, Matri- caria, Papaver, Sisymbrium and Stellaria.
  • the undesirable vegetation is a dicotyledonous weed species selected from the genera Abutilon, Anthemis, Chenopodium, Galium, Geranium, Matricaria, Pa- paver, Polygonum and Stellaria.
  • the dicotyledonous weed species is selected from Abutilon theoprasti, Am- aranthus albus, Amaranthus blitoides, Amaranthus hybridus, Amaranthus palmeri, Amaranthus powellii, Amaranthus retroflexus, Amaranthus tuberculatus, Amaranthus rudis, Amaranthus vi- ridis, Ambrosia artemisiifolia, Anthemis arvensis, Capsella bursa-pastoris, Centaurea cyanus, Chenopodium album, Chenopodium ficifolium, Chenopodium polyspermum, Chenopodium hy- bridum, Conyza bonariensis, Conyza canadensis, Descurania sophia, Galium aparine, Galium spurium, Galium tricornutum, Geranium dissectum, Geranium pusillum, Geranium rotundifolium, Kochia scoparia, Matric
  • the dicotyledonous weed species is selected from Amaranthus albus, Amaranthus blitoides, Amaranthus hybridus, Amaranthus palmeri, Amaranthus powellii, Amaranthus retro- flexus, Amaranthus tuberculatus, Amaranthus rudis, Amaranthus viridis, Ambrosia artemisiifo- lia, Anthemis arvensis, Capsella bursa-pastoris, Centaurea cyanus, Chenopodium album, Che- nopodium ficifolium, Chenopodium polyspermum, Chenopodium hybridum, Conyza bonariensis, Conyza canadensis, Descurania sophia, Galium aparine, Galium spurium, Galium tricornutum, Geranium dissectum, Geranium pusillum, Geranium rotundifolium, Kochia scoparia, Matricaria chamomilla, Matricaria disco
  • the dicotyledonous weed species is selected from Anthe- mis arvensis, Centaurea cyanus, Geranium dissectum, Geranium pusillum, Geranium rotundifo- lium Matricaria chamomilla, Matricaria inodora, Papaver rhoeas, Sisymbrium officinale and Stel laria media.
  • the dicotyledonous weed species is selected from the group consisting of Abutilon theophrasti, Anthemis arvensis, Chenopodium album, Galium aparine, Geranium dissectum, Matricaria inodora, Papaver rhoeas, Polygonum convolvolus and Stellaria media.
  • the undesirable vegetation is selected from the genera Agropyron, Alo- pecurus, Apera, Avena, Brachiaria, Bromus, Cynodon, Digitaria, Echinochloa, Eleusine, Ischae- mum, Leptochloa, Lolium, Panicum, Phalaris, Poa, Rottboellia, Setaria, Sorghum, Abutilon, An- themis, Amaranthus, Ambrosia, Capsella, Centaurea, Chenopodium, Conyza, Descurainia, Ga- lium, Geranium, Kochia, Matricaria, Papaver, Polygonum, Raphanus, Sinapis, Sisymbrium, Stel laria and Thlaspi.
  • the undesirable vegetation is selected from the genera Agropyron, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cynodon, Digitaria, Echinochloa, Eleusine, Ischaemum, Leptochloa, Lolium, Panicum, Phalaris, Poa, Rottboellia, Setaria, Anthemis, Amaranthus, Am- brosia, Capsella, Centaurea, Chenopodium, Conyza, Descurainia, Galium, Kochia, Matricaria, Papaver, Raphanus, Sinapis, Sisymbrium, Stellaria and Thlaspi.
  • the undesirable vegetation is selected from the genera Alopecurus, Apera, Digitaria, Echinochloa, Leptochloa, Lolium, Phalaris, Poa, Setaria, Amaranthus, Anthemis, Capsella, Centaurea, Chenopodium, Descurania, Kochia, Matricaria, Papaver, Sisymbrium, Stellaria and Thlaspi, still more preferably selected from the genera Alopecurus, Apera, Echi- istloa, Leptochloa, Lolium, Phalaris, Poa, Amaranthus, Chenopodium, Matricaria, Papaver and Stellaria, even more preferably selected from the genera Alopecurus, Echinochloa, Lolium, Phalaris, Poa, Amaranthus, Chenopodium, Matricaria, Papaver and Stellaria, yet more prefera- bly selected from the genera Alopecurus, Echinochloa, Lolium, Phalaris, Poa
  • the undesirable vegetation is selected from the genera Alo- pecurus, Avena, Brachiaria, Lolium, Setaria, Abutilon, Anthemis, Chenopodium, Galium, Gera- nium, Matricaria, Papaver, Polygonum and Stellaria.
  • the undesirable vegetation is selected from the group consisting of Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis, Brachiaria plantaginea, Brachiaria decumbens, Bromus secalinus, Bromus sterilis, Bromus tec- torum, Digitaria ciliaris, Digitaria insularis, Digitaria ischaemum, Digitaria sanguinalis, Echi- sangloa colona, Echinochloa crus-galli, Echinochloa crus-pavonis, Echinochloa erecta, Echi- sangloa oryzoides, Echinochloa phyllogogon, Eleusine indica, Ischaemum rugosum, Leptochloa chinensis, Leptochloa panicoides, Leptochloa scabra,
  • the undesirable vegetation is selected from the species Alo- pecurus aequalis, Apera spica-venti, Echinochloa crus-galli, Echinochloa oryzoides, Leptochloa chinensis, Lolium multiflorum, Lolium perenne, Phalaris brachystachys, Phalaris minor, Phalaris paradoxa, Poa annua, Amaranthus powellii, Amaranthus retroflexus, Amaranthus tuberculatus, Amaranthus rudis, Chenopodium album, Matricaria chamomilla, Matricaria inodora and Stellaria media.
  • the undesirable vegetation is selected from the group consist- ing of Alopecurus myosuroides, Avena fatua, Brachiaria decumbens, Lolium multiflorum, Lolium perenne, Lolium rigidum, Setaria viridis, Abutilon theophrasti, Anthemis arvensis, Chenopodium album, Galium aparine, Geranium dissectum, Matricaria inodora, Papaver rhoeas, Polygonum convolvolus and Stellaria media.
  • Alopecurus myosuroides Avena fatua, Brachiaria decumbens, Lolium multiflorum, Lolium perenne, Lolium rigidum, Setaria viridis, Abutilon theophrasti, Anthemis arvensis, Chenopodium album, Galium aparine, Geranium dissectum, Matricaria inodora, Papaver rhoeas, Polygonum convolvolus and Stellaria media.
  • the undesirable vegetation is selected from the genera Avena, Geranium, Lolium, Matricaria, Papaver and Stellaria (in particular from the genera Gera- nium, Matricaria and Stellaria), preferably from the species Avena fatua, Geranium dissectum, Lolium multiflorum, Matricaria inodora, Papaver rhoeas and Stellaria media (more preferably from the species Geranium dissectum, Lolium multiflorum, Matricaria inodora and Stellaria me- dia and in particular from the species Geranium dissectum, Matricaria inodora and Stellaria me- dia).
  • the undesirable vegetation is selected from the genera Al- opecurus, Avena, Brachiaria, Lolium, Setaria, Abutilon, Anthemis, Chenopodium, Galium, Gera- nium, Matricaria, Papaver and Polygonum, preferably from the species Alopecurus myosu- roides, Avena fatua, Brachiaria decumbens, Lolium multiflorum, Lolium perenne, Lolium rigidum, Setaria viridis, Abutilon theophrasti, Anthemis arvensis, Chenopodium album, Galium aparine, Geranium dissectum, Matricaria inodora and Polygonum convolvolus.
  • the undesirable vegetation is selected from the genera Al- opecurus, Avena, and Lolium, preferably from the species Alopecurus myosuroides, Avena fatua, and Lolium multiflorum.
  • the undesirable vegetation is a herbicide resistant or tolerant weed spe- cies.
  • Exemplary herbicide resistant or tolerant weed species include, but are not limited to, biotypes resistant or tolerant to herbicides selected from the group consisting of acetyl CoA carboxylase (ACCase) inhibitors (HRAC Group A), acetolactate synthase (ALS) inhibitors (HRAC Group B), photosystem II (PS II) inhibitors (HRAC Groups C1 , C2 and C3), photosystem I (PS I) inhibitors (HRAC Group D), protoporphyrinogen oxidase (PPO) inhibitors (HRAC Group E), 4-hydroxy- phenyl-pyruvate-dioxygenase (HPPD) inhibitors (HRAC Group F1), phytoene desaturase (PDS) inhibitors (HRAC Group F2), carotenoid biosynthesis inhibitors (HRAC Group F3), DOXP syn- thase inhibitors (HRAC Group F4), 5- enolpymvylshikimate-3-phosphate (EPSP) inhibitor
  • the herbicide resistant or tolerant weed species is selected from biotypes resistant or tolerant to herbicides selected from the group consisting of acetyl CoA carboxylase (ACCase) inhibitors (HRAC Group A), acetolactate synthase (ALS) inhibitors (HRAC Group B), photosystem II (PS II) inhibitors (HRAC Groups C1 , C2 and C3), protoporphyrinogen oxidase (PPO) inhibitors (HRAC Group E), 4-hyd roxyphenyl-pyruvate-d ioxygenase (HPPD) inhibitors (HRAC Group F1), phytoene desaturase (PDS) inhibitors (HRAC Group F2), 5- enolpymvylshikimate-3-phosphate (EPSP) inhibitors (HRAC Group G), inhibitors of microtubuli assembly (HRAC Group K1), very long chain fatty acid (VLCFA) inhibitors (HRAC Group K3), Inhibitors of cell wall
  • the herbicide resistant or tolerant weed species is selected from biotypes resistant or tolerant to herbicides selected from the group consisting of acetyl CoA carboxylase (ACCase) inhibitors (HRAC Group A), acetolactate synthase (ALS) inhibitors (HRAC Group B), photosystem II (PS II) inhibitors (HRAC Groups C1 , C2 and C3), inhibitors of microtubuli assembly (HRAC Group K1 ), very long chain fatty acid (VLCFA) inhibitors (HRAC Group K3) and inhibitors of lipid synthesis (HRAC Group N).
  • ACCase acetyl CoA carboxylase
  • ALS acetolactate synthase
  • PS II photosystem II
  • HRAC Groups C1 , C2 and C3 inhibitors of microtubuli assembly
  • VLCFA very long chain fatty acid
  • the herbicide resistant or tolerant weed species is selected from biotypes with resistance or tolerance to at least one herbicide selected from the group consisting of acetyl CoA carboxylase (ACCase) inhibitors (HRAC Group A), acetolactate synthase (ALS) inhibitors (HRAC Group B) and photosystem II (PS II) inhibitors (HRAC Groups C1 , C2 and C3).
  • ACCase acetyl CoA carboxylase
  • ALS acetolactate synthase
  • PS II photosystem II
  • the resistant or tolerant biotype is selected from the genera Agropyron, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cynodon, Digitaria, Echinochloa, Eleusine, Is- chaemum, Leptochloa, Lolium, Panicum, Phalaris, Poa, Rottboellia, Setaria, Sorghum, Abutilon, Anthemis, Amaranthus, Ambrosia, Capsella, Centaurea, Chenopodium, Conyza, Descurainia, Galium, Geranium, Kochia, Matricaria, Papaver, Polygonum, Raphanus, Sinapis, Sisymbrium, Stellaria and Thlaspi.
  • the resistant or tolerant biotype is selected from the genera Agropyron, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cynodon, Digitaria, Echinochloa, Eleusine, Ischaemum, Leptochloa, Lolium, Panicum, Phalaris, Poa, Rottboellia, Setaria, Anthemis, Amaranthus, Am- brosia, Capsella, Centaurea, Chenopodium, Conyza, Descurainia, Galium, Kochia, Matricaria, Papaver, Raphanus, Sinapis, Sisymbrium, Stellaria and Thlaspi.
  • the resistant or tolerant biotype is selected from the genera Alopecurus, Apera, Digitaria, Echinochloa, Leptochloa, Lolium, Phalaris, Poa, Setaria, Amaranthus, Anthemis, Capsella, Centaurea, Chenopodium, Descurania, Kochia, Matricaria, Papaver, Sisymbrium, Stellaria and Thlaspi, still more preferably selected from the genera Alopecurus, Apera, Echi- istloa, Leptochloa, Lolium, Phalaris, Poa, Amaranthus, Chenopodium, Matricaria, Papaver and Stellaria, even more preferably selected from the genera Alopecurus, Echinochloa, Lolium, Phalaris, Poa, Amaranthus, Chenopodium, Matricaria, Papaver and Stellaria, yet more prefera- bly selected from the genera Alopecurus, Echinochloa, Lolium, Phalaris, Po
  • the resistant or tolerant biotype is selected from the genera Alopecurus, Apera, Digitaria, Echinochloa, Leptochloa, Phalaris, Poa, Setaria, Amaranthus, Anthemis, Capsella, Centaurea, Chenopodium, Descurania, Kochia, Matricaria, Papaver, Sisymbrium, Stellaria and Thlaspi, more preferably selected from the genera Alopecurus, Apera, Echi- istloa, Leptochloa, Phalaris, Poa, Amaranthus, Chenopodium, Matricaria, Papaver and Stel laria, even more preferably selected from the genera Alopecurus, Echinochloa, Phalaris, Poa, Amaranthus, Chenopodium, Matricaria, Papaver and Stellaria, yet more preferably selected from the genera Alopecurus, Echinochloa, Phalaris, Poa and Papaver and in particular selected from the genera Alopecurus, Echi
  • the resistant or tolerant biotype is selected from the genera Abutilon, Amaranthus, Anthemis, Avena, Chenopodium, Galium, Geranium, Lolium, Polygonum, Sor- ghum and Stellaria.
  • the resistant or tolerant biotype is a monocotyledonous weed species se- lected from the genera Alopecurus, Apera, Digitaria, Echinochloa, Leptochloa, Lolium, Phalaris, Poa and Setaria, preferably selected from the genera Alopecurus, Apera, Echinochloa, Lepto- chloa, Lolium, Phalaris and Poa, more preferably selected from the genera Alopecurus, Echi- sangloa, Lolium, Phalaris and Poa, and in particular selected from the genera Alopecurus, Lo- lium and Phalaris.
  • the resistant or tolerant biotype is a monocotyledonous weed species, preferably a monocotyledonous weed species selected from the genera Alopecurus, Apera, Digitaria, Echinochloa, Leptochloa, Phalaris, Poa and Setaria, preferably selected from the gen- era Alopecurus, Apera, Echinochloa, Leptochloa, Phalaris and Poa, more preferably selected from the genera Alopecurus, Echinochloa, Phalaris and Poa, and in particular selected from the genera Alopecurus and Phalaris.
  • the resistant or tolerant biotype is a dicotyledonous weed species, pref- erably a dicotyledonous weed species selected from the genera Amaranthus, Anthemis, Capsella, Centaurea, Chenopodium, Descurania, Kochia, Matricaria, Papaver, Sisymbrium, Stellaria and Thlaspi, more preferably selected from the genera Amaranthus, Chenopodium, Matricaria, Papaver and Stellaria and in particular selected from the genus Papaver.
  • the resistant or tolerant biotype is selected from the group consisting of Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis, Brachiaria plantaginea, Brachiaria decumbens, Bromus secalinus, Bromus sterilis, Bromus tec- torum, Digitaria ciliaris, Digitaria insularis, Digitaria ischaemum, Digitaria sanguinalis, Echi- sangloa colona, Echinochloa crus-galli, Echinochloa crus-pavonis, Echinochloa erecta, Echi- sangloa oryzoides, Echinochloa phyllogogon, Eleusine indica, Ischaemum rugosum, Leptochloa chinensis, Leptochloa panicoides, Leptochloa s
  • the resistant or tolerant biotype is selected from the group consisting of Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis, Brachiaria plantaginea, Brachiaria decumbens, Bromus secalinus, Bromus sterilis, Bromus tectorum, Digi taria ciliaris, Digitaria insularis, Digitaria ischaemum, Digitaria sanguinalis, Echinochloa colona, Echinochloa crus-galli, Echinochloa crus-pavonis, Echinochloa erecta, Echinochloa oryzoides, Echinochloa phyllogogon, Eleusine indica, Ischaemum rugosum, Leptochloa chinensis, Lepto- chloa panicoides, Leptochloa
  • the resistant or tolerant biotype is selected from the group consisting of Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis, Brachiaria plantaginea, Brachiaria decumbens, Bromus secalinus, Bromus sterilis, Bromus tec- torum, Digitaria ciliaris, Digitaria insularis, Digitaria ischaemum, Digitaria sanguinalis, Echi- sangloa colona, Echinochloa crus-galli, Echinochloa crus-pavonis, Echinochloa erecta, Echi- sangloa oryzoides, Echinochloa phyllogogon, Eleusine indica, Ischaemum rugosum, Leptochloa chinensis, Leptochloa panicoides, Leptochloa s
  • the resistant or tolerant biotype is selected from the group consisting of Avena fatua, Lolium multiflorum, Sorghum halepense, Abutilon theoprasti, Amaranthus retro- flexus, Anthemis arvensis, Chenopodium album, Galium aparine, Geranium dissectum, Polygo- num convolvulus and Stellaria media.
  • the resistant or tolerant biotype is a monocotyledonous weed species se- lected from the group consisting of Alopecurus myosuroides, Alopecurus aequalis, Apera spica- venti, Digitaria ischaemum, Digitaria sanguinalis, Echinochloa crus-galli, Echinochloa oryzoides, Leptochloa chinensis, Lolium multiflorum, Lolium perenne, Lolium rigidum, Phalaris brachysta- chys, Phalaris minor, Phalaris paradoxa, Poa annua, Poa trivialis, Setaria faberi, Setaria glauca, Setaria pumilla, Setaria verticillata and Setaria viridis, preferably selected from the group con- sisting of Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Echinoch
  • the resistant or tolerant biotype is a dicotyledonous weed species se- lected from the group consisting of Amaranthus powellii, Amaranthus retroflexus, Amaranthus tuberculatus, Amaranthus rudis, Anthemis arvensis, Capsella bursa-pastoris, Centaurea cy- anus, Chenopodium album, Descurania sophia, Kochia scoparia, Matricaria chamomilla, Math- caria inodora, Papaver rhoeas, Sisymbrium officinale, Stellaria media and Thlaspi arvense, pref- erably selected from the group consisting of Amaranthus powellii, Amaranthus retroflexus, Ama- ranthus tuberculatus, Amaranthus rudis, Chenopodium album, Matricaria chamomilla, Matricaria inodora, Papaver rhoeas and Stellaria media, and more
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present invention are suitable for controlling ACCase-resistant grass weeds, more specifically ACCase-resistant grass weeds selected from the group consisting of Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis, Brachiaria plantaginea, Brachiaria decumbens, Bromus secalinus, Bromus sterilis, Bromus tectorum, Digitaria ciliaris, Digitaria insularis, Digitaria ischaemum, Digitaria sanguinalis, Echinochloa colona, Echinochloa crus-galli, Echinochloa crus-pavonis, Echinochloa erecta, Echinochloa oryzoides, Echinochloa phyllogogon, Eleusine indica, I
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present in- vention are also suitable for controlling ALS-resistant grass weeds, more specifically ALS-re- sistant grass weeds selected from the group consisting of Alopecurus myosuroides, Alopecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis, Brachiaria plantaginea, Brachiaria de- cumbens, Bromus secalinus, Bromus sterilis, Bromus tectorum, Digitaria ciliaris, Digitaria insu- laris, Digitaria ischaemum, Digitaria sanguinalis, Echinochloa colona, Echinochloa crus-galli, Echinochloa crus-pavonis, Echinochloa erecta, Echinochloa oryzoides, Echinochloa phyllogo- gon,
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present in- vention are also suitable for controlling ALS-resistant dicotyledonous weeds, more specifically ALS-resistant dicotyledonous weeds selected from the group consisting of Amaranthus albus, Amaranthus blitoides, Amaranthus hybridus, Amaranthus palmeri, Amaranthus powellii, Ama- ranthus retroflexus, Amaranthus tuberculatus, Amaranthus rudis, Amaranthus viridis, Ambrosia artemisiifolia, Anthemis arvensis, Capsella bursa-pastoris, Centaurea cyanus, Chenopodium al- bum, Chenopodium ficifolium, Chenopodium polyspermum, Chenopodium hybridum, Conyza bonariensis, Conyza canadensis, Descurania sophia, Galium aparine, Galium spurium, Galium tricor
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present invention are suitable for controlling PS ll-resistant grass weeds, more specifically PS ll-resistant grass weeds selected from the group consisting of Alopecurus myosuroides, Alo- pecurus aequalis, Apera spica-venti, Avena fatua, Avena sterilis, Brachiaria plantaginea, Brachi- aria decumbens, Bromus secalinus, Bromus sterilis, Bromus tectorum, Digitaria ciliaris, Digitaria insularis, Digitaria ischaemum, Digitaria sanguinalis, Echinochloa colona, Echinochloa crus- galli, Echinochloa crus-pavonis, Echinochloa erecta, Echinochloa oryzoides, Echinochloa phyl- logogon, Eleusine indica, Isch
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present in- vention are also suitable for controlling PSII-resistant dicotyledonous weeds, more specifically PSII-resistant dicotyledonous weeds selected from the group consisting of Amaranthus albus, Amaranthus blitoides, Amaranthus hybridus, Amaranthus palmeri, Amaranthus powellii, Ama- ranthus retroflexus, Amaranthus tuberculatus, Amaranthus rudis, Amaranthus viridis, Ambrosia artemisiifolia, Anthemis arvensis, Capsella bursa-pastoris, Centaurea cyanus, Chenopodium al- bum, Chenopodium ficifolium, Chenopodium polyspermum, Chenopodium hybridum, Conyza bonariensis, Conyza canadensis, Descurania sophia, Galium aparine, Galium spurium, Galium
  • herbicidal combinations, agrochemical compositions, uses and methods of the present in- vention are suitable for controlling undesirable vegetation in various crop plants.
  • suitable crops are the following:
  • silvestris (winter turnip rape), Brassica oleracea (cabbage), Brassica nigra (black mustard), Camellia sinensis (tea plants), Carthamus tinctorius (safflower), Carya illinoinensis (pecan trees), Citrus limon (lemons), Citrus sinensis (orange trees), Coffea arabica (Coffea canephora, Coffea li- berica) (coffee plants), Cucumis sativus (cucumber), Cynodon dactylon (Bermudagrass), Dau- cus carotasubspec.
  • Preferred crops are Allium cepa, Allium sativum, Arachis hypogaea, Avena sativa, Beta vulgaris spec altissima, Brassica napus var. napus, Brassica oleracea, Cynodon dactylon, Daucus carota subspec.
  • the crop plant is selected from the group consisting of cereals, corn (maize), sunflower, rice, soybeans, peas, Vicia-beans, Phaseolus-beans, peanuts, oilseed rape, canola, cotton, potato, sugarbeet, sugarcane, turfgrasses and vegetables, in particular selected from the group consisting of wheat, barley, rye, triticale, oat, corn (maize), sunflower, rice, soybeans, peas, Vicia-beans, Phaseolus-beans, peanuts, oilseed rape, canola, cotton, potato, sugarbeet, sugarcane, turfgrasses and vegetables.
  • the crop plant is selected from the group consisting of cereals, corn (maize), sunflower, rice, soybeans, peas, beans, peanuts, oilseed rape, canola, cotton, potato, sugarbeet, sugarcane, turfgrasses and vegetables, in particular selected from the group consisting of wheat, barley, rye, triticale, oat, corn (maize), sunflower, rice, soybeans, peas, beans, peanuts, oilseed rape, canola, cotton, potato, sugarbeet, sugarcane, turfgrasses and vegetables.
  • the undesirable vegetation is controlled in cereals.
  • the cereals are selected from the group consisting of wheat, barley, rye, oat, and triticale.
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present in- vention are also suitable for controlling undesirable vegetation in crops which have been modi- fied by mutagenesis or genetic engineering in order to provide a new trait to a plant or to modify an already present trait.
  • crops as used herein includes also (crop) plants which have been modified by muta- genesis or genetic engineering in order to provide a new trait to a plant or to modify an already present trait.
  • Mutagenesis includes techniques of random mutagenesis using X-rays or mutagenic chemicals, but also techniques of targeted mutagenesis, in order to create mutations at a specific locus of a plant genome.
  • Targeted mutagenesis techniques frequently use oligonucleotides or proteins like CRISPR/Cas, zinc-finger nucleases, TALENs or meganucleases to achieve the targeting effect.
  • Genetic engineering usually uses recombinant DNA techniques to create modifications in a plant genome which under natural circumstances cannot readily be obtained by cross breeding, mutagenesis or natural recombination.
  • one or more genes are integrated into the ge- nome of a plant in order to add a trait or improve a trait. These integrated genes are also re- ferred to as transgenes in the art, while plant comprising such transgenes are referred to as transgenic plants.
  • the process of plant transformation usually produces several transformation events, wich differ in the genomic locus in which a transgene has been integrated. Plants corn- prising a specific transgene on a specific genomic locus are usually described as comprising a specific“event”, which is referred to by a specific event name. Traits which have been intro- prised in plants or hae been modified include in particular herbicide tolerance, insect resistance, increased yield and tolerance to abiotic conditions, like drought.
  • Herbicide tolerance has been created by using mutagenesis as well as using genetic engineer- ing. Plants which have been rendered tolerant to acetolactate synthase (ALS) inhibitor herbi- cides by conventional methods of mutagenesis and breeding comprise plant varieties commer- cially available under the name Clearfield ® . However, most of the herbicide tolerance traits have been created via the use of transgenes.
  • ALS acetolactate synthase
  • Herbicide tolerance has been created to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbi- cides, like bromoxynil and ioxynil, sulfonylurea herbicides, ALS inhibitor herbicides and 4-hy- droxyphenylpyruvate dioxygenase (HPPD) inhibitors, like isoxaflutole and mesotrione.
  • HPPD 4-hy- droxyphenylpyruvate dioxygenase
  • Transgenes wich have been used to provide herbicide tolerance traits comprise: for tolerance to glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601 , gat4621 and goxv247, for tolerance to glufosinate: pat and bar, for tolerance to 2,4-D: aad-1 and aad-12, for tolerance to dicamba: dmo, for tolerance to oxynil herbicies: bxn, for tolerance to sulfonylurea herbicides: zm-hra, csr1-2, gm-hra, S4-HrA, for tolerance to ALS inhibitor herbicides: csr1-2, for tolerance to HPPD inhibitor herbicides: hppdPF, W336 and avhppd-03.
  • Transgenic corn events comprising herbicide tolerance genes are for example, but not exclud- ing others, DAS40278, MON801 , MON802, MON809, MON810, MON832, MON87411 , MON87419, MON87427, MON88017, MON89034, NK603, GA21 , MZHG0JG, HCEM485, VCO- 01981-5, 676, 678, 680, 33121 , 41 14, 59122, 98140, Bt10, Bt176, CBH-351 , DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507 and TC6275.
  • Transgenic soybean events comprising herbicide tolerance genes are for example, but not ex- cluding others, GTS 40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21 , A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS- 81419-2, GU262, SYHT0H2, W62, W98, FG72 and CV127.
  • Transgenic cotton events comprising herbicide tolerance genes are for example, but not exclud- ing others, 19-51a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211 , BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701 , MON88913, GHB119, GHB614, LLCotton25, T303-3 and T304-40.
  • Transgenic canola events comprising herbicide tolerance genes are for example, but not ex- cluding others, MON88302, HCR-1 , HCN10, HCN28, HCN92, MS1 , MS8, PHY14, PHY23, PHY35, PHY36, RF1 , RF2 and RF3.
  • Insect resistance has mainly been created by transferring bacterial genes for insecticidal pro- teins to plants.
  • Transgenes which have most frequently been used are toxin genes of Bacillus spec and synthetic variants thereof, like cry1A, crylAb, cry1Ab-Ac, crylAc, cry1A.105, cry1 F, cry1 Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1 , cry34Ab1 , cry35Ab1 , cry9C, vip3A(a), vip3Aa20.
  • genes of plant origin have been transferred to other plants.
  • In particu- lar genes coding for protease inhibitors like CpTI and pinll.
  • a further approach uses transgenes in order to produce double stranded RNA in plants to target and downregulate insect genes.
  • An example for such a transgene is dvsnf7.
  • Transgenic corn events comprising genes for insecticidal proteins or double stranded RNA are for example, but not excluding others, Bt10, Bt11 , Bt176, MON801 , MON802, MON809, MON810, MON863, MON8741 1 , MON88017, MON89034, 33121 , 41 14, 5307, 59122, TC1507, TC6275, CBH-351 , MIR162, DBT418 and MZIR098.
  • Transgenic soybean events comprising genes for insecticidal proteins are for example, but not excluding others, MON87701 , MON87751 and DAS-81419.
  • Transgenic cotton events comprising genes for insecticidal proteins are for example, but not ex- cluding others, SGK321 , MON531 , MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601 , Eventl , COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281-24-236, 3006-210-23, GHB119 and SGK321.
  • Increased yield has been created by increasing ear biomass using the transgene athb17, being present in corn event MON87403, or by enhancing photosynthesis using the transgene bbx32, being present in the soybean event MON87712.
  • Crops comprising a modified oil content have been created by using the transgenes: gm-fad2-1 , Pj.D6D, Nc.Fad3, fad2-1A and fatb1-A. Soybean events comprising at least one of these genes are: 260-05, MON87705 and MON87769.
  • Tolerance to abiotic conditions, in particular to tolerance to drought, has been created by us- ing the transgene cspB, comprised by the corn event MON87460 and by using the transgene Hahb-4, comprised by soybean event IND-00410-5.
  • Traits are frequently combined by combining genes in a transformation event or by combining different events during the breeding process.
  • Preferred combination of traits are herbicide toler- ance to different groups of herbicides, insect tolerance to different kind of insects, in particular tolerance to lepidopteran and coleopteran insects, herbicide tolerance with one or several types of insect resistance, herbicide tolerance with increased yield as well as a combination of herbi- cide tolerance and tolerance to abiotic conditions.
  • Plants comprising singular or stacked traits as well as the genes and events providing these traits are well known in the art.
  • detailed information as to the mutagenized or inte- grated genes and the respective events are available from websites of the organizations“Inter- national Service for the Acquisition of Agri-biotech Applications (ISAAA)”
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present in- vention may result in effects which are specific to a crop comprising a certain gene or event. These effects might involve changes in growth behavior or changed resistance to biotic or abi otic stress factors. Such effects may in particular comprise enhanced yield, enhanced re- sistance or tolerance to insects, nematodes, fungal, bacterial, mycoplasma, viral or viroid patho- gens as well as early vigour, early or delayed ripening, cold or heat tolerance as well as changed amino acid or fatty acid spectrum or content.
  • plants are also covered that contain by the use of recombinant DNA techniques a modified amount of ingredients or new ingredients, specifically to improve raw material produc- tion, e.g., potatoes that produce increased amounts of amylopectin (e.g. Amflora® potato, BASF SE, Germany).
  • a modified amount of ingredients or new ingredients specifically to improve raw material produc- tion, e.g., potatoes that produce increased amounts of amylopectin (e.g. Amflora® potato, BASF SE, Germany).
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present invention are also suitable for the defoliation and/or desicca- tion of plant parts, for which crop plants such as cotton, potato, oilseed rape, sunflower, soy- bean or field beans, in particular cotton, are suitable.
  • the herbicidal combinations, agrochemical compositions, uses and methods of the present invention are suitable for desic- cating the above-ground parts of crop plants such as potato, oilseed rape, sunflower and soy- bean, but also cereals. This makes possible the fully mechanical harvesting of these important crop plants.
  • test plants have been seeded, separately for each species, in plastic containers in sandy loamy soil containing 5% of organic matter.
  • the active compounds suspended or emulsified in water, were applied directly after sowing by means of finely distributing nozzles.
  • the containers were irrigated gently to promote germination and growth and subsequently covered with transparent plastic hoods until the plants had rooted. This cover caused uniform germination of the test plants unless this was adversely affected by the active compounds.
  • the plants have been cultivated due to their individual requirements at 10 - 25°C and 20 - 35°C.
  • the plants were irrigated due to their necessity.
  • Herbicide A (2-(2,4-dichlorophenyl)methyl-4, 4-dimethyl-3-isoxazolidone of the formula I, also ab- breviated herein as“2,4-DC”) was used as an EC (emulsifiable concentrate) formulation having an active ingredient concentration of 5 %.
  • Herbicide B i.e. ( ⁇ )-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-isopropyl-7-oxabicyclo[2.2.1 ]heptane (common name: cinmethylin) was used as EC (emulsifiable concentrate) formulation having an active ingredient concentration of 750 g/l.
  • the herbicidal activity for the individual herbicidal compositions was assessed 20 days after treatment (DAT).
  • the value E corresponds to the effect (plant damage or injury) which is to be expected if the ac- tivity of the individual compounds is additive. If the observed effect is higher than the value E calculated according to the Colby equation, a synergistic effect is present.
  • Table 1 below relates to the herbicidal activity, in greenhouse trials, of the individual actives and the combinations applied at different rates and ratios, in preemergence application at 20 days after treatment (DAT).
  • pyroxasulfone as an example of the herbicide C was used as a WG (water dispersi- ble granule) formulation having an active ingredient concentration of 85%.
  • the plants were first grown to the 2-leaf stage (GS 12-13).
  • the herbicidal compositions were suspended or emulsified in water as distribution medium and sprayed using finely distributing nozzels.
  • E % expected activity according to Colby of the ternary combination A+B+C at application rates a+b+c
  • Tables 2 and 3 below relate to the herbicidal activity, in greenhouse trials, of the individual ac- tives and the combinations applied at different rates and ratios, in pre- and post-emergence ap- plication at 20 days after treatment (DAT).

Abstract

La présente invention concerne une combinaison herbicide comprenant (a) un herbicide A qui est la 2-(2,4-dichlorophényl)méthyl-4,4-diméthyl-3-isoxazolidone de la formule (I) et (b) un herbicide B qui est le (±)-2-exo-(2-méthylbenzyloxy)-1-méthyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane, n'importe lequel de ses énantiomères individuels ou n'importe lequel de leur mélange non racémique. La combinaison herbicide peut en outre comprendre un herbicide C qui est différent des herbicides A et B. Cette invention concerne également des compositions agrochimiques comprenant ladite combinaison herbicide spécifique ainsi que des procédés et des utilisations de lutte contre la végétation indésirable, en particulier pour la protection des cultures.
PCT/EP2019/065095 2018-06-20 2019-06-11 Combinaison herbicide WO2019243100A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP19729754.2A EP3809848A1 (fr) 2018-06-20 2019-06-11 Combinaison herbicide
AU2019290961A AU2019290961A1 (en) 2018-06-20 2019-06-11 Herbicidal combination

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP18178713 2018-06-20
EP18178713.6 2018-06-20

Publications (1)

Publication Number Publication Date
WO2019243100A1 true WO2019243100A1 (fr) 2019-12-26

Family

ID=62715885

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2019/065095 WO2019243100A1 (fr) 2018-06-20 2019-06-11 Combinaison herbicide

Country Status (3)

Country Link
EP (1) EP3809848A1 (fr)
AU (1) AU2019290961A1 (fr)
WO (1) WO2019243100A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111345292A (zh) * 2020-04-20 2020-06-30 山东德浩化学有限公司 一种含砜吡草唑的农药悬浮剂及其制备方法
CN114158562A (zh) * 2021-12-21 2022-03-11 江苏明德立达作物科技有限公司 一种除草组合物及其应用
CN115968895A (zh) * 2022-12-15 2023-04-18 青岛瀚生生物科技股份有限公司 农用田间除草剂组合物及其应用
WO2023169179A1 (fr) * 2022-03-11 2023-09-14 青岛清原作物科学有限公司 Composition herbicide et son application
WO2024030947A1 (fr) * 2022-08-05 2024-02-08 Corteva Agriscience Llc Utilisation de florpyrauxifène-benzyle en tant qu'auxiliaire de récolte de soja

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0081893A2 (fr) 1981-12-16 1983-06-22 Shell Internationale Researchmaatschappij B.V. Herbicides oxabicycloalquiniques
US4405357A (en) 1980-06-02 1983-09-20 Fmc Corporation Herbicidal 3-isoxazolidinones and hydroxamic acids
US4487945A (en) 1981-12-16 1984-12-11 Shell Oil Company Preparation of 2-exo-Hydroxy-7-oxabicyclo[2.2.1]heptanes
WO2012148689A2 (fr) 2011-04-29 2012-11-01 Fmc Corporation Utilisation de 3-isoxazolidinones comme herbicides sélectifs dans les cultures de graminées et de crucifères
WO2015127259A1 (fr) 2014-02-23 2015-08-27 Fmc Corporation Utilisation de composés 3-isoxazolidinones comme herbicides sélectifs
EP3028573A1 (fr) 2014-12-05 2016-06-08 Basf Se Utilisation d'un triazole fongicide sur des plantes transgéniques
WO2017011288A1 (fr) 2015-07-13 2017-01-19 E I Du Pont De Nemours And Company Éthers d'aryloxypyrimidinyle employés comme herbicides
WO2017009090A1 (fr) 2015-07-10 2017-01-19 BASF Agro B.V. Composition herbicide à base de cinméthyline et de pyroxasulfone
WO2017025418A1 (fr) 2015-08-07 2017-02-16 Bayer Cropscience Aktiengesellschaft Nouvelles utilisations de 2-(2,4-dichlorophényl)méthyl-4,4-diméthyl-3-isoxazolidone comme herbicide foliaire
WO2018041762A2 (fr) 2016-08-30 2018-03-08 Bayer Cropscience Aktiengesellschaft Procédé de réduction des dommages causés aux cultures
WO2018172442A1 (fr) 2017-03-24 2018-09-27 Bayer Aktiengesellschaft Mélanges herbicides

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4405357A (en) 1980-06-02 1983-09-20 Fmc Corporation Herbicidal 3-isoxazolidinones and hydroxamic acids
EP0081893A2 (fr) 1981-12-16 1983-06-22 Shell Internationale Researchmaatschappij B.V. Herbicides oxabicycloalquiniques
US4487945A (en) 1981-12-16 1984-12-11 Shell Oil Company Preparation of 2-exo-Hydroxy-7-oxabicyclo[2.2.1]heptanes
WO2012148689A2 (fr) 2011-04-29 2012-11-01 Fmc Corporation Utilisation de 3-isoxazolidinones comme herbicides sélectifs dans les cultures de graminées et de crucifères
WO2015127259A1 (fr) 2014-02-23 2015-08-27 Fmc Corporation Utilisation de composés 3-isoxazolidinones comme herbicides sélectifs
EP3028573A1 (fr) 2014-12-05 2016-06-08 Basf Se Utilisation d'un triazole fongicide sur des plantes transgéniques
WO2017009090A1 (fr) 2015-07-10 2017-01-19 BASF Agro B.V. Composition herbicide à base de cinméthyline et de pyroxasulfone
WO2017011288A1 (fr) 2015-07-13 2017-01-19 E I Du Pont De Nemours And Company Éthers d'aryloxypyrimidinyle employés comme herbicides
WO2017025418A1 (fr) 2015-08-07 2017-02-16 Bayer Cropscience Aktiengesellschaft Nouvelles utilisations de 2-(2,4-dichlorophényl)méthyl-4,4-diméthyl-3-isoxazolidone comme herbicide foliaire
WO2018041762A2 (fr) 2016-08-30 2018-03-08 Bayer Cropscience Aktiengesellschaft Procédé de réduction des dommages causés aux cultures
WO2018172442A1 (fr) 2017-03-24 2018-09-27 Bayer Aktiengesellschaft Mélanges herbicides

Non-Patent Citations (11)

* Cited by examiner, † Cited by third party
Title
"British Crop Protection Council", 2012, article "The Pesticide Manual"
"CAS", Database accession no. 52836-31-4
"Farm Chemicals Handbook", vol. 86, 2000, MEISTER PUBLISHING COMPANY
"Mollet and Grubemann, Formulation technology", 2001, WILEY VCH
"Technical Monograph", May 2008, CROPLIFE INTERNATIONAL, article "Catalogue of pesticide formulation types and international coding system"
"The Pesticide Manual", vol. 157, 2006, BRITISH CROP PRODUCTION COUNCIL, pages: 195 - 196
B. HOCKC. FEDTKER. R. SCHMIDT: "Herbizide [Herbicides", 1995, GEORG THIEME VERLAG
CHEMICAL ABSTRACTS, Columbus, Ohio, US; abstract no. 1629965-65-6
K. K. HATZIOS: "Weed Science Society of America", 1998, article "Herbicide Handbook"
MCCUTCHEON'S: "Emulsifiers & Detergents", vol. 1, 2008, MCCUTCHEON'S DIRECTORIES
S. R. COLBY: "Calculating synergistic and antagonistic responses of herbicide combinations", WEEDS, vol. 15, 1967, pages 20 - 22, XP001112961

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111345292A (zh) * 2020-04-20 2020-06-30 山东德浩化学有限公司 一种含砜吡草唑的农药悬浮剂及其制备方法
CN114158562A (zh) * 2021-12-21 2022-03-11 江苏明德立达作物科技有限公司 一种除草组合物及其应用
WO2023169179A1 (fr) * 2022-03-11 2023-09-14 青岛清原作物科学有限公司 Composition herbicide et son application
WO2024030947A1 (fr) * 2022-08-05 2024-02-08 Corteva Agriscience Llc Utilisation de florpyrauxifène-benzyle en tant qu'auxiliaire de récolte de soja
CN115968895A (zh) * 2022-12-15 2023-04-18 青岛瀚生生物科技股份有限公司 农用田间除草剂组合物及其应用

Also Published As

Publication number Publication date
EP3809848A1 (fr) 2021-04-28
AU2019290961A1 (en) 2020-12-24

Similar Documents

Publication Publication Date Title
AU2021200840B2 (en) Method for controlling herbicide resistant or tolerant weeds
US11291206B2 (en) Herbicidal composition comprising cinmethylin and specific pigment synthesis inhibitors
US10980232B2 (en) Herbicidal composition comprising cinmethylin and pyroxasulfone
US20180199568A1 (en) Herbicidal composition comprising cinmethylin and pethoxamid
WO2019243100A1 (fr) Combinaison herbicide
AU2021211090A1 (en) Novel additives for agrochemical formulations
JP2024012482A (ja) 除草剤抵抗性又は耐性雑草を防除する方法
AU2019289932A1 (en) Method for controlling herbicide resistant or tolerant weeds
WO2019243101A1 (fr) Procédé de lutte contre les mauvaises herbes résistant ou tolérant aux herbicides
EA041573B1 (ru) Способ борьбы с устойчивыми или толерантными к гербицидам сорняками

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 19729754

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 2019290961

Country of ref document: AU

Date of ref document: 20190611

Kind code of ref document: A

ENP Entry into the national phase

Ref document number: 2019729754

Country of ref document: EP

Effective date: 20210120