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WO2026008661A1 - Composition herbicide à effet synergique contenant du pyridate et de la fenquinotrione - Google Patents

Composition herbicide à effet synergique contenant du pyridate et de la fenquinotrione

Info

Publication number
WO2026008661A1
WO2026008661A1 PCT/EP2025/068738 EP2025068738W WO2026008661A1 WO 2026008661 A1 WO2026008661 A1 WO 2026008661A1 EP 2025068738 W EP2025068738 W EP 2025068738W WO 2026008661 A1 WO2026008661 A1 WO 2026008661A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
pyridate
fenquinotrione
methyl
applying
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/EP2025/068738
Other languages
English (en)
Inventor
Gwenaël CHAMPROUX
Gilles Deschomets
Paul RUELENS
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kumiai Chemical Industry Co Ltd
Certis Belchim BV
Original Assignee
Kumiai Chemical Industry Co Ltd
Certis Belchim BV
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 Kumiai Chemical Industry Co Ltd, Certis Belchim BV filed Critical Kumiai Chemical Industry Co Ltd
Publication of WO2026008661A1 publication Critical patent/WO2026008661A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00—Herbicides; Algicides
    • A01P13/02—Herbicides; Algicides selective
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines

Definitions

  • the invention relates to a synergistically effective herbicide composition comprising pyridate and fenquinotrione, to a kit comprising pyridate and fenquinotrione, and to a use of a herbicide composition according to the invention for controlling one or more types of unwanted vegetation.
  • the present invention aims to resolve at least some of the problems mentioned above. It is furthermore an object of the present invention to provide herbicide compositions as alternatives to the prior art, or as improvements thereof.
  • a first aspect of the present invention provides a synergistically effective herbicide composition according to claim 1.
  • fenquinotrione and pyridate are present according to a weight ratio of between 1:50 and 5:3.
  • Fenquinotrione has shown an unexpected increase in herbicidal activity when combined with pyridate. This increase in herbicidal activity is caused by a synergistic effect when combining pyridate with fenquinotrione according to the herein described weight ratio.
  • a second aspect of the present invention provides a method according to claim 7.
  • the present invention concerns a synergistically effective herbicide composition and method for controlling one or more types of unwanted vegetation.
  • a compartment refers to one or more than one compartment.
  • % by weight refers to the relative weight of the respective component based on the overall weight of the formulation.
  • the terms "one or more” or “at least one”, such as one or more or at least one member(s) of a group of members, is clear per se, by means of further exemplification, the term encompasses inter alia a reference to any one of said members, or to any two or more of said members, such as, e.g., any >3, >4, >5, >6 or >7 etc. of said members, and up to all said members.
  • a first aspect of the present invention relates to a synergistically effective herbicide composition
  • a synergistically effective herbicide composition comprising fenquinotrione and pyridate, wherein said fenquinotrione and said pyridate are present in the composition according to a weight ratio of between 1 :50 and 5:3.
  • unwanted vegetation refers to all plants, such as, for example, broad-leaved weeds, weed grasses or Cyperaceae, which grow at sites where they are unwanted.
  • fenquinotrione is to be interpreted as a herbicide with a chemical structure defined as 2-[8-chloro-4-(4-methoxyphenyl)-3-oxo-3,4- dihydro(quinoxaline-2-carbonyl)]cyclohexane-l, 3-dione, otherwise represented by the chemical formula C22H17CIN2O5.
  • Fenquinotrione effectively controls a wide range of broadleaf and sedge weeds, demonstrating superior rice selectivity and efficacy against acetolactate synthase inhibitor-resistant weeds. Its mechanism of action involves the potent inhibition of 4-hydroxyphenylpyruvate dioxygenase (4-HPPD).
  • 4-HPPD inhibitors thus refers to a group of herbicides that indirectly inhibit phytoene desaturase by inhibiting synthesis of plastoquinone (PQ), an essential cofactor for the desaturase.
  • PQ plastoquinone
  • 4- Hydroxyphenylpyruvate dioxygenase (4-HPPD; EC 1.13.11.27) is an enzyme that is involved in the metabolic pathway for the synthesis of plastoquinone from tyrosine. This takes place in the chloroplast and is the same pathway that leads to biosynthesis of a-tocopherol, a powerful antioxidant.
  • PQ is not only an essential cofactor for phytoene desaturase but is also an essential carrier of protons and electrons in the thylakoid membrane.
  • 4-HPPD inhibitors not only indirectly inhibit phytoene desaturase, but may also disrupt thylakoid membrane function and reduce protection from damage by AOS.
  • the group of 4-HPPD inhibitors includes selective herbicides for controlling unwanted vegetation belonging to the F2 classification according to the Herbicide Resistance Action Committee (HRAC) (http://www.hracglobal.com).
  • 4- HPPD inhibitors belong to the class of herbicides inhibiting pigment synthesis, also called bleaching herbicides.
  • the group of 4-HPPD inhibitors includes triketones, isoxazoles and pyrazoles.
  • Examples of chemical substances of the group of 4-HPPD inhibitors include triketones, pyrazolones, isoxazoles and other 4-HPPD inhibitors.
  • the group of triketones includes, yet is not limited to, fenquinotrione, mesotrione, sulcotrione, tembotrione, tefuryltrione, pyraquinate, quinotrione, benquinotrione, tripyrasulfone and fenpyrazone.
  • the group of pyrazolones includes, yet is not limited to, pyrazoxyfen, pyrazolynate, benzofenap, pyrasulfotole, topramezone and tolpyralate.
  • the group of isoxazoles includes, yet is not limited to, isoxaflutole and isoxachlortole.
  • the so-called group of “other 4-HPPD inhibitors” includes, yet is not limited to, benzobycyclon, bicyclopyrone and metproxybicyclone.
  • pyridate refers a selective contact herbicide with the molecular formula C19H23CIN2O2S, and is a potent post-emergent agent used to control a variety of monocotyledonous and dicotyledonous weeds. It functions by inhibiting photosynthetic electron transport at the photosystem II receptor site, primarily absorbing through leaf surfaces.
  • phenyl-pyridazines and “phenyl-pyridazine herbicides”, as used herein, are synonyms, and include selective herbicides for controlling unwanted vegetation belonging to the C3 classification according to the Herbicide Resistance Action Committee (HRAC) (http://www.hracglobal.com). Phenyl-pyridazines belong to the class of the photo system II inhibitors. The class of phenyl-pyridazines includes pyridate and pyridafol, and derivatives or salts thereof.
  • photosystem II inhibitors refers to chemical compounds which have a herbicidal activity by inhibiting the photosynthesis process at the level of the photo system II in plants.
  • photosystem II inhibitors bind to the DI protein of photo system II and thereby inhibit the binding of quinone to the DI protein of photo system II whereby electrons accumulate in chlorophyll molecules and an excess of oxidation occurs, causing the plant to die.
  • the class of substances of the photosystem II inhibitors include triazinone herbicides, urea herbicides, phenylcarbamate herbicides, triazolinone herbicides, nitrile herbicides, amide herbicides, benzothiadiazinone herbicides, phenyl-pyridazine herbicides, and derivatives or salts thereof.
  • salts and/or derivatives of pyridate and/or fenquinotrione are also falling within the above definitions of pyridate and fenquinotrione.
  • Any salt is possible as long as it is agriculturally acceptable. Examples thereof include alkali metal salts such as a sodium salt and a potassium salt, alkaline earth metal salts such as a magnesium salt and a calcium salt, ammonium salts such as a monomethylammonium salt, a dimethylammonium salt and a triethylammonium salt, inorganic acid salts such as a hydrochloride, a perchlorate, a sulfate and a nitrate salt, and organic acid salts such as an acetate and a methanesulfonate salt.
  • alternative embodiments provide other herbicide compositions that are formulated by applying at least one other phenyl-pyridazine herbicide in addition to or instead of pyridate.
  • Relative amounts of such phenyl-pyridazine herbicide with regard to fenquinotrione and/or alternative 4-HPPD inhibitors may be included within the ranges disclosed above, or may be situated within other or broader ranges.
  • Said at least one other phenyl-pyridazine herbicide is preferably pyridafol or a derivative or salt thereof.
  • the wording "synergistically effective", in light of the present invention refers to a combination of two or more substances, in this case, pyridate and fenquinotrione, which when used together produce a greater effect than the sum of their individual effects.
  • This synergism implies that the combined action of these herbicides is more effective at controlling weeds than when they are used separately.
  • the Colby calculation is often used to quantify this synergy. It is a mathematical formula that predicts the expected effectiveness of a combination of substances based on their individual efficacies.
  • a synergistic effect in herbicides is always present when the herbicidal action of the active compound combination exceeds the action of the active compounds when applied individually.
  • the expected activity of a given combination of herbicides A and B can be calculated as follows according to a calculation method by Colby (cf. COLBY, S. R.: "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, pages 20-22, 1967), the equation reading:
  • X is the amount of damage (expressed in %) done by herbicide A at an application rate of m g/ha,
  • Y is the amount of damage (expressed in %) done by herbicide B at an application rate of n g/ha, and
  • E is the expected amount of damage (expressed in %) done by the combination of herbicides A and B at their respective application rates of m and n g/ha.
  • the activity of the combination is superadditive, i.e. it shows a synergistic effect.
  • the damage actually observed must exceed the values calculated using the above formulae for the expected damage E.
  • herbicidal activity of herbicides comprising pyridate or pyridate herbicides against unwanted vegetation is already on a high level, but generally depends on the application rate, the respective preparation form, the respective unwanted vegetation to be controlled or the spectrum of unwanted vegetation, the climatic and soil conditions, etc. Further criteria in this context are duration of action, or the breakdown rate, of the herbicide, the general crop plant compatibility and speed of action (more rapid onset of action), the activity spectrum and behavior toward follower crops (replanting problems) or the general flexibility of application (control of unwanted vegetation in their various growth stages).
  • a possible solution to the problems mentioned above may be to provide combined herbicide compositions, that is combinations of a plurality of herbicides and/or other components from the group of the agrochemically active compounds of a different type and of formulation auxiliaries and additives customary in crop protection which contribute the desired additional properties.
  • a plurality of active compounds there are frequently phenomena of chemical, physical or biological incompatibility, for example decomposition of an active compound or antagonism in the biological activity of the active compounds.
  • potentially suitable combinations of active compounds have to be selected in a targeted manner and tested experimentally for their suitability, it not being possible to safely discount a priori negative or positive results.
  • Fenquinotrione has shown an unexpected increase in herbicidal activity when combined with pyridate. This increase in herbicidal activity is caused by a synergistic effect when combining pyridate with fenquinotrione according to the herein described weight ratio.
  • said fenquinotrione and said pyridate are present in the composition according to a weight ratio of between 1 :20 and 1 :2. More by preference, said fenquinotrione and said pyridate are present in the composition according to a weight ratio of between 1 : 19 and 1:2, of between 1: 18 and 1:2, of between 1: 17 and 1 :2, of between 1 : 16 and 1 :2, of between 1 : 15 and 1 :2, of between 1 : 14 and 1 :2, of between 1 : 13 and 1 :2, of between 1 : 12 and 1 :2, of between 1: 11 and 1 :2, or of between 1 : 10 and 1 :2.
  • said fenquinotrione and said pyridate are present in the composition according to a weight ratio of between 1 : 10 and 1 :3, or of between 1: 10 and 1:4. Most by preference, said fenquinotrione and said pyridate are present in the composition according to a weight ratio of between 1 : 10 and 1 :5. With increasing preference, within the herein specified ratio, the synergistical effect was further improved.
  • said composition comprises from 0,2 to 45 wt.% of fenquinotrione. According to a further or another embodiment, said composition comprises from 4 to 70 wt.% of pyridate.
  • the composition is formulated as an oil dispersion (OD), as a water dispersible granules (WG), as an emulsifiable concentrate (EC), as a wettable powder (WP), as a micro-emulsion (ME), or as a capsule suspension (CS).
  • OD oil dispersion
  • WG water dispersible granules
  • EC emulsifiable concentrate
  • WP wettable powder
  • ME micro-emulsion
  • CS capsule suspension
  • oil dispersion OD
  • water immiscible fluid which may optionally contain other dissolved active ingredients, intended for dilution with water before use.
  • water dispersible granules WG
  • emulsifiable concentrate EC
  • EC emulsifiable concentrate
  • wettable powder reads onto a powder formulation to be applied as a suspension after dispersion in water. It forms a suspension rather than a true solution, requiring agitation to stay mixed.
  • a "micro-emulsion (ME)” is a clear, stable, and fine emulsion with droplet sizes significantly smaller than those in a standard emulsion, or more in particular, a clear to opalescent, oil and water containing liquid, to be applied directly or after dilution in water, when it may form a diluted micro-emulsion or a conventional emulsion.
  • capsule suspension (CS) in light of the present invention is to be read as a formulation wherein the active ingredient is encapsulated in tiny, polymeric capsules suspended in a liquid, normally intended for dilution with water before use. This type provides controlled release of the active ingredient, reduced exposure risk, and can enhance stability and effectiveness.
  • the composition is formulated as an oil dispersion (OD).
  • OD oil dispersion
  • Said composition preferably comprises between 1 and 10 wt.% of fenquinotrione, and between 10 and 45 wt.% of pyridate. More by preference, said composition comprises between 1,25 and 7,5 wt.% of fenquinotrione, and between 12,5 and 42,4 wt.% of pyridate.
  • the composition is formulated as a water dispersible granules (WG).
  • WG water dispersible granules
  • Said composition preferably comprises between 0,5 and 15 wt.% of fenquinotrione, and between 5 and 65 wt.% of pyridate. More by preference, said composition comprises between 0,75 and 12,5 wt.% of fenquinotrione, and between 7,5 and 60 wt.% of pyridate.
  • the composition is formulated as an emulsifiable concentrate (EC).
  • EC emulsifiable concentrate
  • Said composition preferably comprises between 1 and 15 wt.% of fenquinotrione, and between 10 and 70 wt.% of pyridate. More by preference, said composition comprises between 1,25 and 12 wt.% of fenquinotrione, and between 12,5 and 65 wt.% of pyridate.
  • the composition is formulated as a wettable powder (WP).
  • WP wettable powder
  • Said composition preferably comprises between 0,5 and 15 wt.% of fenquinotrione, and between 5 and 65 wt.% of pyridate. More by preference, said composition comprises between 0,75 and 12,5 wt.% of fenquinotrione, and between 7,5 and 60 wt.% of pyridate.
  • the composition is formulated as a micro-emulsion (ME).
  • Said composition preferably comprises between 0,5 and 10 wt.% of fenquinotrione, and between 7,5 and 50 wt.% of pyridate. More by preference, said composition comprises between 1,75 and 8,5 wt.% of fenquinotrione, and between 8 and 46 wt.% of pyridate.
  • the composition is formulated a capsule suspension (CS).
  • Said composition preferably comprises between 1 and 10 wt.% of fenquinotrione, and between 10 and 45 wt.% of pyridate. More by preference, said composition comprises between 1 and 7,5 wt.% of fenquinotrione, and between 12,5 and 42,4 wt.% of pyridate.
  • Formulating the composition as a wettable powder (WP), as a micro-emulsion (ME), or as a capsule suspension (CS) may be beneficial in that they may offer reduced solvent use compared to e.g. EC formulations, or may lead to improved stability and often enhanced bioavailability of the active ingredient.
  • WP wettable powder
  • ME micro-emulsion
  • CS capsule suspension
  • said composition comprises less than 2 wt.% of residual water, based on the total weight of the composition.
  • a low amount of residual water as described herein is beneficial towards stability during storage, as well as during application.
  • the composition is formulated as an oil dispersion (OD), as a water dispersible granules (WG), as an emulsifiable concentrate (EC), as a wettable powder (WP), as a micro-emulsion (ME), or as a capsule suspension (CS), wherein the composition comprises less than 2 wt.% of residual water, based on the total weight of the composition.
  • said composition comprises less than 1,9 wt.%, less than 1,8 wt.%, less than 1,7 wt.%, less than 1,6 wt.%, less than 1,5 wt.%, less than 1,4 wt.%, less than 1,3 wt.%, less than 1,2 wt%, or less than 1,1 wt.% of residual water, based on the total weight of the composition.
  • stability, efficacy, shelf-life and/or handling of the composition may be further improved.
  • said composition comprises less than 1 wt.% of residual water, based on the total weight of the composition.
  • the composition is formulated as an oil dispersion (OD), as a water dispersible granules (WG), or as an emulsifiable concentrate (EC), wherein the composition comprises less than 1 wt.% of residual water, based on the total weight of the composition.
  • OD oil dispersion
  • WG water dispersible granules
  • EC emulsifiable concentrate
  • Low amounts of residual water as described herein are beneficial towards stability during storage, as well as during application, and may further improve efficacy and/or handling of the composition.
  • said composition comprises less than
  • said composition comprises less than 0,9 wt.% of residual water, less than 0,8 wt.%, less than 0,7 wt.%, less than 0,6 wt.%, less than 0,5 wt.%, less than 0,4 wt.%, less than 0,3 wt.%, less than 0,2 wt.%, or even less than 0,1 wt.% of residual water, based on the total weight of the composition.
  • the composition comprises at least
  • auxiliaries selected from the group of auxiliaries and other agrochemically active compounds, said auxiliaries preferably including the residual water, based on the total weight of the composition.
  • the composition may comprise 5 wt.% of auxiliaries, of which less than 2 wt.% is residual water, based on the total weight of the composition.
  • the composition comprises at least 3 wt.% of additional components, based on the total weight of the composition. More by preference, the composition comprises at least 4 wt.% of additional components, at least 5 wt.%, or at least 6 wt.% of additional components, based on the total weight of the composition. Even more by preference, the composition comprises at least 10 wt.%, at least 20 wt.%, at least 30 wt.%, at least 40 wt.%, or at least 50 wt.% of additional components, based on the total weight of the composition. Even more by preference, the composition comprises at least 60 wt.%, at least 70 wt.%, at least 80 wt.%, or even at least 90 wt.% of additional components, based on the total weight of the composition.
  • said additional components are selected from the group comprising other pesticides such as herbicides, insecticides, fungicides, secondary 4-HHPD inhibitors, or other active pesticide ingredients, safeners, antioxidants, chemical stabilizers, adhesives, fertilizers, perfumes, colorants, liquid carriers, solid carriers, surface-active agents, crystallization inhibitors, viscosity modifiers, suspending agents, spray droplet modifiers, pigments, foaming agents, light-blocking agents, compatibility agents, antifoam agents, sequestering agents, neutralizing agents and buffers, wetting and dispersing agents, preservatives, thickening agents, corrosion inhibitors, freezing point depressants, odorants, spreading agents, penetration aids, micronutrients, emollients, lubricants, sticking agents and humectants, such as, for example, propylene glycol.
  • the herbicide composition can also comprise various agrochemically active compounds, for example from the group of the acaricides
  • 'safener' is to be understood as a compound or a mixture of compounds which compensates for, or reduces, the phytotoxic properties of a herbicide towards useful plants without substantially reducing the herbicidal action against unwanted vegetation.
  • Non-limiting examples of colorants include inorganic pigments such as iron oxide, titanium oxide and Prussian blue and/or organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine, and trace elements such as iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • inorganic pigments such as iron oxide, titanium oxide and Prussian blue
  • organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine
  • trace elements such as iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • said additional components comprise herbicides selected from the group comprising acetochlor, acifluorfen, aclonifen, acrolein, AKH- 7088, alachlor, alloxydim, ametryn, amicarbazone, amidosulfuron, amitrole, ammonium sulfamate, anilofos, asulam, atrazine, azafenidin, azimsulfuron, BAS 625 H, beflubutamid, benazolin, benfluralin, benfuresate, bensulfuron-methyl, bensulide, bentazone, bifenox, bilanafos, bispyribac-sodium, borax, bromacil, bromobutide, bromoxynil, butachlor, butafenacil, butamifos, butralin, butroxydim, butylate, cafenstrole, carbetamide, carfentrazone
  • said additional components comprise herbicides of the HRAC 1 classification.
  • said herbicide of the HRAC 1 classification is chosen from the group of clodinafop-propargyl, clofop, cyhalofop-butyl, diclofop- methyl, fenoxaprop-ethyl, fentiaprop, fluazifop-butyl, haloxyfop-methyl, isoxapyrifop, metamifop, quizalofop-ethyl, alloxydim, butroxydim, clethodim, cloproxydim, cycloxydim, profoxydim, sethoxydim, tepraloxydim, tralkoxydim, pinoxaden, or combinations thereof.
  • said additional components comprise herbicides of the HRAC 2 classification.
  • said herbicides of the HRAC 2 classification are selected from the group of imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriminobac-methyl, pyrithiobac-sodium, pyrimisulfan, triafamone, amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron-methyl-Na, foramsulfuron, halosulfuron-methyl, imazosulfuron,
  • said additional components comprise herbicides of the HRAC 3 classification.
  • said herbicides of the HRAC 3 classification are selected from the group of propyzamide, chlorthal-dimethyl, benefin, butralin, dinitramine, ethylfluralin, fluchloralin, isopropalin, nitralin, oryzalin, pendimethalin, prodiamine, profluralin, trifluralin, butamifos, DMPA, dithiopyr, thiazopy, or combinations thereof.
  • said additional components comprise herbicides of the HRAC 4 classification.
  • said herbicides of the HRAC 4 classification are selected from the group of chloramben, dicamba, TBA, benazolin-ethyl, 2,3,4-T, 2,4-D, 2,4-DB, clomeprop, dichlorprop, fenoprop, MCPA, MCPB, mecoprop, chlorfenac, chlorfenprop, aminopyralid, clopyralid, florpyrauxifen, halauxifen, picloram, fluroxypyr, triclopyr, aminocyclopyrachlor, quinmerac, quinclorac, or combinations thereof.
  • said additional components comprise herbicides of the HRAC 5 classification.
  • said herbicides of the HRAC 5 classification are selected from the group of chlorprocab, desmedipham, phenisopham, phenmedipham, brompyrazon, chloridazon, ametrine, atraton, atrazine, aziprotryne, CP 17029, chlorazin, cyanazine, cyprazine, desmetryne, dimethametryn, diproetryn, eglinazine-ethyl, ipazine, methoprotryne, progrlinazine-ethyl, prometon, prometryn, propazine, sebuthylazine, secbumeton, simazine, simetryne, terbumeton, terbuthylazine, terbutryne, trietazine, procyazine, ethiozin, hexazinone, isomethi
  • said additional components comprise herbicides of the HRAC 6 classification.
  • said herbicides of the HRAC 6 classification are selected from the group of bentazon, bromofenoxim, bromoxynil, ioxynil, or combinations thereof.
  • said additional components comprise herbicides of the HRAC 12 classification.
  • said herbicides of the HRAC 12 classification are selected from the group of fluridone, flurtamone, flurochloridone, norflurazon, beflubutamid, diflufenican, picolinafen, or combinations thereof.
  • said additional components comprise herbicides of the HRAC 15 classification.
  • said herbicides of the HRAC 15 classification are selected from the group of cafenstrol, fentrazamide, ipfencarbazone, fenoxasulfone, pyroxasulfone, acetochlor, alachlor, allidochlor, butachlor, butenachlor, delachlor, diethatyl-ethyl, dimethachlor, dimethenamid, metazochlor, metolachlor, pethoxamid, pretilachlor, propachlor, propisochlor, prynachlor, thenylhlor, flufenacet, mefenacet, enilofos, piperophos, benfuresate, ethofumesate, butylate, cycloate, dimepiperate, EPTC, esprocarb, molinate, orbencarb, pebulate, prosulfocarb,
  • said additional components comprise herbicides of the HRAC 23 classification.
  • said herbicides of the HRAC 23 classification are selected from the group of barban, carbetamide, chlorbufam, chlorpropham, propham, swep, or combinations thereof.
  • said additional components comprise herbicides of the HRAC 27 classification.
  • said herbicides of the HRAC 27 classification are selected from the group of isoxaflutole, pyrasulfotole, tolpyralate, topramezone, benzofenap, pyrazolynate, pyrazxyfen, bicyclopyrone, mesotrione, sulcotrione, tefuryltrione, tembotrione, benzobicyclon, or combinations thereof.
  • said additional components comprise herbicides of the HRAC 34 classification.
  • said herbicides of the HRAC 34 classification is amitrole.
  • said additional components comprise insecticides selected from the group comprising 5-(2-chloropyrid-5-ylmethyl)-3-methyl-4- nitroiminoperhydro-l,3,5-oxadiazine, 5-(2-chlorothiazol-5-ylmethyl)-3-methyl-4- nitroiminoperhydro-l,3,5-oxadiazine, 3-methyl-4-nitroimino-5-(l-oxido-3- pyridinomethyl)perhydro-l,3,5-oxadiazine, 5-(2-chloro-l-oxido-5-pyridiniomethyl)- 3-methyl-4-nitroiminoperhydro-l,3,5-oxidiazine, 3-methyl-5-(2-methylpyrid-5- ylmethyl)-4-nitroiminoperhydro-l,3,5-oxadiazine, thiamethoxam (CAS RN 153719- 23-4), acetamiprid ((E)-N-[(6-chloropyr
  • said additional components comprise fungicides selected from the group comprising respiration inhibitors selected from the group comprising azoxystrobin, dimoxystrobin, enestroburin, fluoxastro-bin, kresoxim- methyl, meto-minostrobin, orysastrobin, picoxy-strobin, pyraclostrobin, pyrametostrobin, pyra oxyst robin, pyribencarb, trifloxystrobin, methyl(2-chloro-5 [1- (3-methylbenzyl-oxy-imino)-ethyl]benzyl)-carba-mate, 2 (2-(3-(2,6-di- chlorophenyl)-l-methyl-allylidene-aminooxy-methyl)-phenyl)-2-methoxyimino-N methyl-acetamide, famoxadone, fenamidone, benodanil, bixafen,
  • said additional components comprise secondary 4- HHPD inhibitors selected from the group of triketones, isoxazoles, pyrazoles, other 4-HHPD inhibitors, or combinations thereof.
  • said triketones are selected from the group of mesotrione, sulcotrione, tembotrione, tefuryltrione, pyraquinate, quinotrione, benquinotrione, tripyrasulfone, fenpyrazone, or combinations thereof.
  • said pyrazolones are selected from the group of pyrazoxyfen, pyrazolynate, benzofenap, pyrasulfotole, topramezone, tolpyralate, or combinations thereof.
  • said isoxazoles are selected from the group of isoxaflutole, isoxachlortole, or combinations thereof.
  • said other 4-HPPD inhibitors are selected from the group of benzobycyclon, bicyclopyrone, metproxybicyclone, or combinations thereof.
  • said additional components comprise herbicides which are specifically selected for potato crops, such as potato (SOLTU) or sweet potato (IPOBA).
  • said additional components are selected from the group of prosulfocarb, metobrouron, diflufenacen, aclonifen, pendimethalin, clomazone, bixlozone, cinmethylin or lumixo, pyridate, pyrafluthen, carfentrazone, pelagonic acid, metribuzin, or combinations thereof.
  • said additional components comprise herbicides which are specifically selected for corn (maize) crops, such as Zea Mays (ZEAMX).
  • said additional components are selected from the group of dicamba, nicosulfuron, isoxaflutole, mesotrione, dimethenamid-p, terbuthylazine, rimsulfuron, foramsulfuron, tritosulfuron, or combinations thereof.
  • said additional components comprise herbicides which are specifically selected for onion crops (allium), such as onion (ALLCE), white onion (ALLNE), yellow onion (ALLFL), shallot (ALLAS) or green onion (ALLFI).
  • said additional components are selected from the group of isoxaben, dimethenamid-P, S-metolachloor, aclonifen, pendimethalin, prosulfocarb, chlorprofam, oxyfluorfen, pyraflufen-ethyl, pyridate, bentazon, ioxynil, bromoxynil, fluroxypyr, clopyralid, or combinations thereof.
  • said additional components comprise herbicides which are specifically selected for rice crops, such as dry-seeded paddy rice (ORYSI) or common rice (ORYSA).
  • said additional components are selected from the group of benzobyciclone, 2,4-dichlorophenoxyacetic acid, bensulfuron- methyl, bentazone, cyhalofop-butyl, cycloxydim, clomazone, florpyrauxifen-benzyl, glyphosate, halosulfuron-methyl, imazamox, DMPA, metsulfuron-methyl, napropamide, mineral oil, pendimethalin, penoxsulam, triclopyr, or combinations thereof.
  • said additional components comprise herbicides which are specifically selected for cereal crops, such as winter wheat (TRZAW), spring barley, (HORVS), or winter barley (HORVW).
  • said additional components are selected from the group of indolauxipyr, bixlozone, cinmethylin, pinoxaden, mesosulfuron, pyroxsulam, florasulam, metsulfuron, thifensulfuron, iodosulfuron, propoxycarbazone, chlortoluron, metribuzin, diflufenican, beflubutamid, aclonifen, flufenacet, pendimethalin, prosulfocarb, ethofumesat, halauxifen, aminopyralid, 2,4-dichlorophenoxyacetic acid, DMPA, fluroxapyr, dicamba, clopyralid, or combinations thereof.
  • compositions comprising pyridate and fenquinotrione according to the first aspect of the invention and also one or more additional pesticides such as herbicides, insecticides, fungicides or other active pesticide ingredients are disclosed above, the skilled man will appreciate that the invention extends to further multiple combinations comprising the above mixtures.
  • mixing partners may also be in the form of any suitable agrochemically acceptable ester or salt, as mentioned e.g. in The Pesticide Manual, Thirteenth Edition, British Crop Protection Council, 2003.
  • said additional components comprise agricultural adjuvants and/or carriers. More in particular, according to some embodiments, said additional components comprise liquid carriers, solid carriers, surface-active agents, or combinations thereof. According to some embodiments, said liquid carriers are water and/or solvents selected from the group comprising toluene, xylene, petroleum naphtha, p-diethyl benzene, isopropyl benzene, m-xylene, o-xylene, p-xylene; cyclohexane, hexadecane, isooctane, n-hexane; paraffin oil, mineral oil, crop oil; chlorobenzene, 1,2-dichloropropane, 1.1.
  • -trichloroethane methylene chloride, trichloroethylene, perchloroethylene; alpha-pinene, d-limonene; lactic acid and ester derivatives, such as methyl lactate, ethyl lactate, butyl lactate, 2-ethylhexyl lactate; octadecanoic acid, oleic acid, propionic acid, xylene sulphonic acid and their ester forms; cyclohexanol, diacetone alcohol, diethylene glycol, dipropylene glycol, 2-ethyl hexanol, ethylene glycol, phenol, polyethylene glycol (PEG400), propylene glycol, triethylene glycol, methanol, ethanol, isopropanol, and higher molecular weight alcohols such as amyl alcohol, tetra hydrofurfury I alcohol, hexanol, octanol, ethylene glycol, propylene glycol,
  • said solid carriers include talc, titanium dioxide, pyrophyllite clay, silica, kaolin clay, attapulgite clay, kieselguhr, chalk, diatomaceous earth, lime, montmorillonite clay, lime, calcium carbonate, bentonite clay, fuller's earth, cottonseed hulls, wheat flour, soybean flour, pumice, wood floor, walnut shell flour, lignin, cellulose and the like.
  • surface-active agents are advantageously employed in the above- mentioned compositions, especially those designed to be diluted with carrier before application.
  • “Surface-active agents”, also known as surfactants, are compounds that lower the surface tension (or interfacial tension) between two liquids or between a liquid and a solid.
  • said surface-active agents are anionic, cationic, non-ionic or polymeric in character and may act as detergents, wetting agents, emulsifiers, foaming agents, and dispersants. Many organic compounds exhibit some surface-active properties; however specifically for the purposes of the invention nonionic surface-active agents can be used.
  • fatty alcohols such as cetyl alcohol, stearyl alcohol, and cetostearyl alcohol (consisting predominantly of cetyl and stearyl alcohols), and oleyl alcohol; but also polyethylene glycol alkyl ethers such as octaethylene glycol monododecyl ether and pentaethylene glycol monododecyl ether; polypropylene glycol alkyl ethers; polyethylene glycol - polypropylene glycol alkyl ethers; glucoside alkyl ethers such as decyl glucoside, lauryl glucoside or octyl glucoside; polyethylene glycol octylphenyl ethers; polyethylene glycol nonylphenyl ethers; polyethylene glycol tributylphenyl ethers; polyethylene glycol tristyryl phenyl ethers; polyethylene glycol - polypropylene glycol trist
  • the herbicide composition according to the first aspect of the present invention additionally comprises one or more compounds that function to improve crop plant compatibility, selected from the group comprising 4- dichloroacetyl-l-oxa-4-aza-spiro[4.5]-decane (AD-67, MON-4660), 1-dichloro- acetyl-hexahydro-3,3,8a-trimethylpyrrolo[l,2-a]-pyrimidin-6(2H)-one (dicyclonon, BAS- 145138), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-l,4-benzoxazine
  • one or more compounds that function to improve crop plant compatibility selected from the group comprising 4- dichloroacetyl-l-oxa-4-aza-spiro[4.5]-decane (AD-67, MON-4660), 1-dichloro- acetyl-hexahydro-3,3,8a-trimethylpyrrolo[l,2-
  • EP-A-174562 and EP-A-346620 also related compounds in EP-A-174562 and EP-A-346620
  • phenylmethyl 2-chloro- 4-trifluoromethyl-thiazole-5-carboxylate flurazole
  • 4-chloro-N-(l,3-dioxolan-2-yl- methoxy)-o-trifluoro acetophenone oxime fluluxofenim
  • 3-dichloroacetyl-5-(2- furanyl)-2,2-dimethyl-oxazolidine furilazole, MON-13900
  • ethyl 4,5-dihydro-5,5- diphenyl-3-isoxazolecarboxylate isoxadifen-ethyl— cf.
  • EP-A-582198 4-carboxy- chroman-4-yl-acetic acid (AC-304415, cf. EP-A-613618), 4-chloro-phenoxy-acetic acid, 3,3'-dimethyl-4-methoxy-benzophenone, l-bromo-4-chloromethylsulphonyl- benzene, l-[4-(N-2-methoxybenzoylsulphamoyl)-phenyl]-3-methyl-urea (alias N- (2-methoxy-benzoyl)-4-[(methylamino-carbonyl)-amino]-benzenesulphonamide), l-[4-(N-2-methoxybenzoylsulphamoyl)-phenyl]-3,3-dimethyl-urea, l-[4-(N-4,5- dimethylbenzoylsulphamoyl)-phenyl]-3-methyl-urea, l-[
  • a second aspect of the present invention concerns a method of controlling undesirable vegetation, the method comprising providing a composition comprising pyridate and fenquinotrione, and applying said composition to undesirable vegetation associated with a crop plant, a habitat of a crop plant, or a combination thereof, wherein said fenquinotrione and said pyridate are present in the composition according to a ratio of between 1:50 and 5:3.
  • crop plant is to be interpreted as a plant grown in significant quantities in agricultural or horticultural practices for the purpose of harvesting a product of value, such as food, feed, fiber, oil, biomass, medicinal substances, or ornamentals. Taking the aspect of "value” into account, the term “crop plant” may also be interpreted in a broader sense as a “desired plant”, which may ultimately also relate to non-crops, e.g. railway tracks.
  • “habitat” indication is made to the specific environment or area in which a crop plant is cultivated. This includes the physical and biological conditions that affect the growth and development of the crop, such as soil type, climate, water availability, and the presence of other organisms.
  • Fenquinotrione has shown an unexpected increase in herbicidal activity when combined with pyridate. This increase in herbicidal activity is caused by a synergistic effect when combining pyridate with fenquinotrione according to the herein described weight ratio.
  • the method according to the second aspect of the present invention thus allows optimal control of unwanted vegetation.
  • said fenquinotrione and said pyridate are present in the composition according to a weight ratio of between 1 :20 and 1 :2. More by preference, said fenquinotrione and said pyridate are present in the composition according to a weight ratio of between 1 : 19 and 1:2, of between 1 : 18 and 1:2, of between 1 : 17 and 1:2, of between 1 : 16 and 1 :2, of between 1 : 15 and 1 :2, of between 1 : 14 and 1 :2, of between 1 : 13 and 1 :2, of between 1 : 12 and 1 :2, of between 1: 11 and 1 :2, or of between 1 : 10 and 1 :2.
  • said fenquinotrione and said pyridate are present in the composition according to a weight ratio of between 1 : 10 and 1 :3, or of between 1: 10 and 1 :4. Most by preference, said fenquinotrione and said pyridate are present in the composition according to a weight ratio of between 1 : 10 and 1 :5. With increasing preference, within the herein specified ratio, the synergistical activity between fenquinotrione and pyridate was further improved.
  • said composition comprises from 0,2 to 45 wt.% of fenquinotrione. According to a further or another embodiment, said composition comprises from 4 to 70 wt.% of pyridate.
  • applying said composition comprises applying fenquinotrione in an amount of between 20 and 250 g Al/ha, and applying pyridate in an amount of between 150 and 1000 g Al/ha.
  • active ingredient (Al) refers to the specific chemical or compound in a product that is responsible for its desired or primary effect.
  • the active ingredient is the substance that provides the herbicidal activity. It is distinct from other components of the formulation, such as carriers, solvents, or additives, which are used to enhance the product's stability, application, or safety. Application amounts may thus be expressed in "grams of active ingredient per hectare (g AI/ha)".
  • applying said composition comprises applying fenquinotrione in an amount of between 20 and 200 g AI/ha, and applying pyridate in an amount of between 250 and 750 g AI/ha.
  • applying said composition comprises applying pyridate in an amount of between 250 and 750 g AI/ha, by preference of between 300 and 700 g AI/ha, more by preference of between 350 and 650 g AI/ha, most by preference of between 400 and 650 g AI/ha.
  • applying said composition comprises applying pyridate in an amount of between 400 and 500 g AI/ha.
  • applying said composition comprises applying pyridate in an amount of between 550 and 650 g AI/ha.
  • applying said composition comprises applying fenquinotrione in an amount of between 20 and 200 g AI/ha, by preference of between 30 and 190 g AI/ha, more by preference of between 40 and 180 g AI/ha, even more by preference of between 50 and 170 g AI/ha, most by preference of between 50 and 160 g AI/ha.
  • applying said composition comprises applying fenquinotrione in an amount of between 50 and 90 g AI/ha.
  • applying said composition comprises applying fenquinotrione in an amount of between 90 and 160 g AI/ha.
  • applying said composition comprises applying fenquinotrione in an amount of between 20 and 75 g AI/ha, and applying pyridate in an amount of between 250 and 650 g AI/ha.
  • applying said composition comprises applying fenquinotrione in an amount of between 30 and 60 g Al/ha, and applying pyridate in an amount of between 300 and 600 g Al/ha.
  • applying said composition comprises applying fenquinotrione in an amount of between 75 and 200 g Al/ha, and applying pyridate in an amount of between 250 and 650 g Al/ha. This was found to be particularly beneficial in case rice was selected as a crop, such as dry-seeded paddy rice (ORYSI), common rice (ORYSA).
  • applying said composition comprises applying fenquinotrione in an amount of between 100 and 150 g Al/ha, and applying pyridate in an amount of between 300 and 600 g Al/ha.
  • the undesirable vegetation is a weed.
  • said undesirable vegetation is selected from the group of Abutilon theophrasti (ABUTH), Aethusa cynapium (AETCY), Alisma plantago-aquatica (ALSPA), Ambrosia artemisiifolia (AMBEL), Ammannia coccinea (AMMCO), Ammannia robusta (AMMRB), Murdannia keisak (ANEKE), Anthriscus caucalis (AN RCA), Atriplex patula (ATXPA), Bacopa rotundifolia (BAORO), Bidens frondosa (BIDFR), Brassica napus (BRSNN), Butomus umbellatus (BUTUM), Centaurea cyanus (CENCY), Chenopodium album (CHEAL), Cirsium arvense (CIRAR), Convolvulus arvensis (CONAR), Cyperus difformis (CYPDI), Cyperus esculentus (CYPES), Echinochlo
  • ABUTH
  • said undesirable vegetation is selected from the group of Alisma plantago-aquatica (ALSPA), Ammannia robusta (AMMRB), Murdannia keisak (ANEKE), Anthriscus caucalis (AN RCA), Atriplex patula (ATXPA), Bidens frondosa (BIDFR), Butomus umbellatus (BUTUM), Centaurea cyanus (CENCY), Chenopodium album (CHEAL), Cirsium arvense (CIRAR), Convolvulus arvensis (CONAR), Cyperus esculentus (CYPES), Heteranthera reniformis (HETRE), Geranium mole (GERMO), Lamium purpureum (LAMPU), Matricaria chamomilla (MATCH), Papaver rhoeas (PAPRH), Fallopia convolvulus (POLCO), Persicaria maculosa (POLPE), Portulaca oleracea (POROL), Stellaria ALS
  • said crop plant is selected from the group of rice crops, corn (maize) crops, cereal crops, onion (allium) crops, potato crops, vines, grapevines, flax crops, grassland, railway tracks, or combinations thereof.
  • said rice crops comprise dry-seeded paddy rice (ORYSI), common rice (ORYSA), or combinations thereof.
  • said corn (maize) crops comprise Zea Mays (ZEAMX), sweet corn , or combinations thereof.
  • said cereal crops comprise winter wheat (TRZAW), spring barley, (HORVS), winter barley (HORVW), or combinations thereof.
  • said onion (allium) crops comprise onion (ALLCE), white onion (ALLNE), yellow onion (ALLFL), shallot (ALLAS), green onion (ALLFI), or combinations thereof.
  • said potato crops comprise potato (SOLTU), sweet potato (IPOBA), or combinations thereof.
  • said crop plant is a cereal crop plant. It is noted that a more extensive list of weeds may be relevant. Weeds are preferably chosen from the group of ANGAR, ANRCA, ANTAR, APHAR, BRSNW, CAPBP, CENCY, FUMOF, GALAP, GERPU, LAMAM, LAMPU, MATCH, MATIN, MYOAR, PAPRH, POAAN,
  • VIOAR VIOTR
  • 1CHYG AMIMA
  • APESV BRSNN
  • CADDR CHEAL
  • CNSOR CNSRE
  • said crop plant is a rice crop plant. It is noted that a more extensive list of weeds may be relevant. Weeds are preferably chosen from the group of ANEKE, BIDSS, BUTUM, CYPES, HETLI, SCPMU, HETSS, HETRE, AMMCO, AMMRO, SCPMU, ALSPA, AMMSS, BIDCN, HETLI, CYPSS, AMMRB, I I I I I , CYPDI, CYPSS, SCPSS, POLSS, POLHY, SCPMA, ECHSS, ECHOR, ECHSS, LEFFA, or combinations thereof.
  • said crop plant is a corn (maize) crop plant. It is noted that a more extensive list of weeds may be relevant. Weeds are preferably chosen from the group of Chenopodium album, Fallopia convolvulus, Echinochloa crus-galli, Solanum nigrum, Persicaria maculosa, Abutilon theophrasti, Mercurialis annua, Stellaria media, Viola arvensis, Amaranthus retroflexus, Ambrosia artemisiifolia, Atriplex patula, Datura stramonium, Hibiscus trionum, Lamium purpureum, Matricaria chamomilla, Poa annua, Polygonum aviculare, Portulaca oleracea, Dicotyledonous weed plants, Aethusa cynapium, Lysimachia arvensis, Brassica napus, Cirsium arvense, Convolvulus arvens
  • the method of the second aspect makes use of a synergistically active herbicide composition according to the first aspect of the invention.
  • the composition of the invention may be applied as a tank mix comprising two or more tank mix parts.
  • a first tank mix part herein comprises at least said fenquinotrione and said pyridate, and a second tank mix part may comprise one or more additional components as described in any of the aforementioned embodiments.
  • the composition of the invention may be applied as part of an application program, wherein a first application comprises applying at least said fenquinotrione and said pyridate.
  • a subsequent second, third or fourth application one or more additional components as described in any of the aforementioned embodiments may be applied.
  • Example 1 Exemplary embodiments of synergistically effective herbicide compositions according to the invention.
  • Table 1 delineates exemplary embodiments of herbicidal compositions encompassing fenquinotrione and pyridate as the active constituents. These embodiments are illustrative of the synergistic weight ratios that fall within the scope of the present invention, as detailed in the appended claims.
  • the compositions are presented in various formulation types including oil dispersion (OD), water dispersible granules (WG), emulsifiable concentrate (EC), and others, each tailored to optimize application efficacy and handling characteristics.
  • OD oil dispersion
  • WG water dispersible granules
  • EC emulsifiable concentrate
  • the specified weight percentages of fenquinotrione and pyridate are judiciously chosen to maintain the physical stability of the formulations and to conform to the efficacious range for target weed species control. Additionally, the residual water content is chosen as such to ensure product integrity and prolong shelf life.
  • herbicidal activity of herbicide compositions according to the first aspect of the present invention with regard to different types of unwanted vegetation was determined during trials performed on test fields (field trials).
  • Individual compositions comprising pyridate and individual compositions fenquinotrione are compared with a herbicide composition according to the invention comprising both pyridate and fenquinotrione.
  • the expected activity of the combination of the active compounds pyridate and fenquinotrione is calculated according to the calculation method by Colby, in order to evaluate a synergistic effect between pyridate and fenquinotrione. If the actual herbicidal activity exceeds the calculated value, the activity of the combination is superadditive, i.e. it shows a synergistic effect.
  • Herbicidal activity was determined by applying herbicide compositions on emerged unwanted vegetation on fields where maize, rice or cereal was cultivated. Pyridate and fenquinotrione were applied as a tank mixture by mixing these active compounds prior to use in a spray tank. The corresponding mixture was in the form of a spray liquor. Besides, spray liquors of individual compositions comprising pyridate and of individual compositions comprising fenquinotrione were used. Test plants of unwanted vegetation with a growth stage corresponding to BBCH 10-18 (according to the extended BBCH-scale) were sprayed with the active compound preparations such that particular desired amounts of active compounds are applied per unit area. Spray liquor was diluted with water to arrive at an application volume of 50 to 450 L/ha. At a specified number of days after application (DAA), the degree of damage to the unwanted vegetation is rated in percentage (%) of plants of unwanted vegetation that were killed, which was assessed by visually controlling the plants.
  • DAA degree of damage to the unwanted vegetation is rated in percentage (%) of plants of unwanted vegetation that were killed
  • Example 2 Application of synergistically effective herbicide compositions according to some embodiments of the invention on a field where Zea Mays (ZEAMX) was cultivated, according to the test conditions mentioned above. The test results of Example 2 are shown in Table 2.
  • DAA days after application
  • A. I. active compound
  • ABUTH Abutilon theophrasti
  • ATXPA Atriplex patula
  • CHEAL Chenopodium album
  • CONAR Convolvulus arvensis
  • CYPES Cyperus esculentus
  • ECHCG Echinochloa crus-galli
  • LAMPU Lamium purpureum
  • POLCO Fallopia convolvulus
  • POLPE Persicaria maculosa
  • POROL Portulaca oleracea
  • TTTDD dicotyledonous weed plants.
  • Example 3 Application of synergistically effective herbicide compositions according to some embodiments of the invention on a field where winter wheat (TRZAW), spring barley, (HORVS), or winter barley (HORVW) was cultivated, according to the test conditions mentioned above.
  • TRZAW winter wheat
  • HORVS spring barley
  • HORVW winter barley
  • DAA days after application
  • A. I. active compound
  • ANRCA Anthriscus caucalis
  • CENCY Centaurea cyanus
  • CIRAR Cirsium arvense
  • GALAP Galium aparine
  • MATCH Matricaria chamomilla
  • PAPRH Papaver rhoeas
  • TTTDD dicotyledonous weed plants
  • VERPE Veronica persica.
  • Example 4 Application of synergistically effective herbicide compositions according to some embodiments of the invention on a field where dry-seeded paddy rice (ORYSI) or common rice (ORYSA) was cultivated, according to the test conditions mentioned above. The test results of Example 4 are shown in Table 4.
  • DAA days after application
  • A. I. active compound
  • ALSPA Alisma plantago-aquatica
  • AMMCO Ammannia coccinea
  • AN EKE Murdannia keisak
  • BIDFR Bidens frondosa
  • BUTUM Butomus umbellatus
  • CYPDI Cyperus difformis
  • CYPES Cyperus esculentus
  • HETRE Heteranthera reniformis. synergistically effective herbicide compositions according to some embodiments of the invention.
  • OD herbicide oil dispersion
  • a mixture of active ingredients according to the invention were comminuted with addition of 2-10 wt.% of dispersants and wetting agents, such as aryl phenol alkoxylate and a phosphate ester salt, 0.1-2 wt.% of thickener, such as bentonite clay, and a mineral or vegetable oil up to 100 wt.% to provide a fine suspension of active substance. Dilution with water gave a stable suspension of the active substance.
  • dispersants and wetting agents such as aryl phenol alkoxylate and a phosphate ester salt
  • thickener such as bentonite clay
  • mineral or vegetable oil up to 100 wt.%
  • WG A synergistically effective herbicide water dispersible granules (WG) composition was prepared as follows.
  • a mixture of active ingredients according to the invention were ground finely with addition of dispersants and wetting agents, such as sodium lignosulfonate and alkyl naphthalene sulfonate up to 100 wt.%, and were subsequently prepared as water dispersible by means of granulation techniques, such as extrusion, spray tower, or fluidized bed. Dilution with water gave a stable dispersion of the active substance.
  • dispersants and wetting agents such as sodium lignosulfonate and alkyl naphthalene sulfonate up to 100 wt.%
  • EC A synergistically effective herbicide water emulsifiable concentrate (EC) composition was prepared as follows.
  • WP A synergistically effective herbicide wettable powder (WP) composition was prepared as follows.
  • ME A synergistically effective herbicide micro-emulsion (ME) composition was prepared as follows.
  • a mixture of active ingredients according to the invention were added to 5-30 wt.% of organic solvent blend, such as N,N-dimethyl fatty acid amide and propylene carbonate, 10-25 wt.% of surfactant blend, such as alcohol ethoxylate and aryl phenol ethoxylate, and water up to 100 wt.%.
  • organic solvent blend such as N,N-dimethyl fatty acid amide and propylene carbonate
  • surfactant blend such as alcohol ethoxylate and aryl phenol ethoxylate
  • CS synergistically effective herbicide capsule suspension
  • An oil phase comprising 5-50 wt.% of a mixture of active ingredients according to the invention, 0-40 wt.% water-insoluble organic solvent, such as aromatic hydrocarbons, and an isocyanate monomer, such as diphenylmethene-4,4'- diisocyanate, were dispersed into an aqueous solution of a protective colloid, such as polyvinyl alcohol.
  • a polyamine such as hexamethylenediamine, resulted in the formation of polyurea microcapsules.
  • the monomers amount to 1- 10 wt.% based on the total CS mixture.

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Abstract

L'invention concerne une composition herbicide à effet synergique contenant de la fenquinotrione et du pyridate, ladite fenquinotrione et ledit pyridate étant présents dans la composition selon un rapport pondéral compris entre 1 : 50 et 5 : 3. L'invention concerne également un procédé de lutte contre la végétation indésirable, le procédé consistant à fournir une composition contenant du pyridate et de la fenquinotrione, et appliquer ladite composition sur une végétation indésirable associée à une plante cultivée, l'habitat d'une plante cultivée, ou une combinaison de ceux-ci. L'invention étant caractérisée en ce que ladite fenquinotrione et ledit pyridate sont présents dans la composition selon un rapport compris entre 1 : 50 et 5 : 3.
PCT/EP2025/068738 2024-07-02 2025-07-01 Composition herbicide à effet synergique contenant du pyridate et de la fenquinotrione Pending WO2026008661A1 (fr)

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