AU2010363056B2 - Synergistic herbicidal composition containing fluroxypyr and quinclorac - Google Patents
Synergistic herbicidal composition containing fluroxypyr and quinclorac Download PDFInfo
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- AU2010363056B2 AU2010363056B2 AU2010363056A AU2010363056A AU2010363056B2 AU 2010363056 B2 AU2010363056 B2 AU 2010363056B2 AU 2010363056 A AU2010363056 A AU 2010363056A AU 2010363056 A AU2010363056 A AU 2010363056A AU 2010363056 B2 AU2010363056 B2 AU 2010363056B2
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- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
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- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
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- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
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Abstract
An herbicidal synergistic mixture of fluroxypyr and quinclorac provides improved post-emergence weed control in rice, cereal and grain crops, pastures, rangelands, IVM and turf.
Description
WO 2012/057743 PCT/US2010/054232 70430-WO-PCT SYNERGISTIC HERBICIDAL COMPOSITION CONTAINING FLUROXYPYR AND QUINCLORAC The protection of crops from weeds and other vegetation which inhibit crop growth is a constantly recurring problem in agriculture. To help combat this problem, researchers in 5 the field of synthetic chemistry have produced an extensive variety of chemicals and chemical formulations effective in the control of such unwanted growth. Chemical herbicides of many types have been disclosed in the literature and a large number are in commercial use. In some cases, herbicidal active ingredients have been shown to be more effective in 10 combination than when applied individually and this is referred to as "synergism." As described in the Herbicide Handbook of the Weed Science Society of America, Eighth Edition, 2002, p. 462 "'synergism' [is] an interaction of two or more factors such that the effect when combined is greater than the predicted effect based on the response to each factor applied separately." The present invention is based on the discovery that fluroxypyr and 15 quinclorac, already known individually for their herbicidal efficacy, display a synergistic effect when applied in combination. The present invention concerns a synergistic herbicidal mixture comprising an herbicidally effective amount of (a) fluroxypyr and (b) quinclorac. The composition may also contain an agriculturally acceptable adjuvant and/or carrier. 20 The present invention also concerns herbicidal compositions for and methods of controlling the growth of undesirable vegetation, particularly in monocot crops including rice, wheat, barley, oats, rye, sorghum, corn, maize, pastures, grasslands, rangelands, fallowland, turf, IVM and aquatics and the use of these synergistic compositions. The species spectrum of quinclorac is broad and highly complementary with that of 25 fluroxypyr. For example, it has been surprisingly found that a combination of quinclorac and fluroxypyr exhibits a synergistic action in the control of barnyardgrass (Echinochloa crus galli; ECHCG), Chinese sprangletop (Leptochloa chinensis; LEFCH) and broadleaf signalgrass (Brachiaria platyphylla; BRAPP) at application rates equal to or lower than the rates of the individual compounds. 1 WO 2012/057743 PCT/US2010/054232 70430-WO-PCT Fluroxypyr is the common name for [(4-amino-3,5-dichloro-6-fluoro-2 pyridinyl)oxy]acetic acid. Its herbicidal activity is described in The Pesticide Manual, Fifteenth Edition, 2009. Fluroxypyr controls a wide range of economically important broadleaf weeds. It can be used as the acid itself or as an agriculturally acceptable salt or 5 ester. Use as an ester is preferred, with the meptyl ester being most preferred. Quinclorac is the common name for 3,7-dichloro-8-quinolinecarboxylic acid. Its herbicidal activity is described in The Pesticide Manual, Fifteenth Edition, 2009. Quinclorac controls Echinochloa spp., Brachiaria spp., Digitaria spp. and many broadleaf weeds in rice and turf. 10 The term herbicide is used herein to mean an active ingredient that kills, controls or otherwise adversely modifies the growth of plants. An herbicidally effective or vegetation controlling amount is an amount of active ingredient which causes an adversely modifying effect and includes deviations from natural development, killing, regulation, desiccation, retardation, and the like. The terms plants and vegetation include germinant seeds, emerging 15 seedlings, plants emerging from vegetative propagules, and established vegetation. Herbicidal activity is exhibited by the compounds of the synergistic mixture when they are applied directly to the plant or to the locus of the plant at any stage of growth or before planting or emergence. The effect observed depends upon the plant species to be controlled, the stage of growth of the plant, the application parameters of dilution and spray 20 drop size, the particle size of solid components, the environmental conditions at the time of use, the specific compound employed, the specific adjuvants and carriers employed, the soil type, and the like, as well as the amount of chemical applied. These and other factors can be adjusted as is known in the art to promote non-selective or selective herbicidal action. Generally, it is preferred to apply the composition of the present invention postemergence to 25 relatively immature undesirable vegetation to achieve the maximum control of weeds. In the composition of this invention, the weight ratio of fluroxypyr as measured in grams acid equivalent per hectare (g ae/ha) to quinclorac as measured in grams active ingredient per hectare (g ai/ha) at which the herbicidal effect is synergistic lies within the range of between 1:11 and 22:1. 30 The rate at which the synergistic composition is applied will depend upon the particular type of weed to be controlled, the degree of control required, and the timing and 2 WO 2012/057743 PCT/US2010/054232 70430-WO-PCT method of application. Quinclorac is applied at a rate between 26 g al/ha and 560 g ai/ha, and fluroxypyr is applied at a rate between 50 g ae/ha and 560 g ae/ha. The components of the synergistic mixture of the present invention can be applied either separately or as part of a multipart herbicidal system, which can be provided as a 5 premix or a tank mix. The synergistic mixture of the present invention can be applied in conjunction with one or more other herbicides to control a wider variety of undesirable vegetation. When used in conjunction with other herbicides, the composition can be formulated with the other herbicide or herbicides, tank mixed with the other herbicide or herbicides or applied 10 sequentially with the other herbicide or herbicides. Some of the herbicides that can be employed in conjunction with the synergistic composition of the present invention include: 2,4-D, acetochlor, acifluorfen, aclonifen, AE0172747, alachlor, amidosulfuron, aminotriazole, ammonium thiocyanate, anilifos, atrazine, AVH 301, azimsulfuron, benfuresate, bensulfuron-methyl, bentazone, benthiocarb, benzobicyclon, bifenox, 15 bispyribac-sodium, bromacil, bromoxynil, butachlor, butafenacil, butralin, cafenstrole, carbetamide, carfentrazone-ethyl, chlorflurenol, chlorimuron, chlorpropham, cinosulfuron, clethodim, clomazone, clopyralid, cloransulam-methyl, cyclosulfamuron, cycloxydim, cyhalofop-butyl, dicamba, dichlobenil, dichlorprop-P, diclosulam, diflufenican, diflufenzopyr, dimethenamid, dimethenamid-p, diquat, dithiopyr, diuron, EK2612, EPTC, 20 esprocarb, ET-75 1, ethoxysulfuron, ethbenzanid, F7967, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-ethyl + isoxadifen-ethyl, fentrazamide, flazasulfuron, florasulam, fluazifop, fluazifop-P-butyl, flucetosulfuron (LGC-42153), flufenacet, flufenpyr-ethyl, flumetsulam, flumiclorac-pentyl, flumioxazin, fluometuron, flupyrsulfuron, fomesafen, foramsulfuron, fumiclorac, glufosinate, glufosinate-ammonium, glyphosate, haloxyfop-methyl, haloxyfop-R, 25 halosulfuron-methyl, imazamethabenz, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, imazosulfuron, indanofan, indaziflam, iodosulfuron, ioxynil, ipfencarbazone (HOK-201), IR 5790, isoproturon, isoxaben, isoxaflutole, KUH-071, lactofen, linuron, MCPA, MCPA ester & amine, mecoprop-P, mefenacet, mesosulfuron, mesotrione, metamifop, metazosulfuron (NC-620), metolachlor, metosulam, metribuzin, metsulfuron, 30 molinate, MSMA, napropamide, nicosulfuron, norflurazon, OK-9701, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxazichlomefone, oxyfluorfen, paraquat, pendimethalin, penoxsulam, pentoxazone, pethoxamid, picloram, picolinafen, piperophos, pretilachlor, 3 WO 2012/057743 PCT/US2010/054232 70430-WO-PCT primisulfuron, profoxydim, propachlor, propanil, propyrisulfuron (TH-547), propyzamide, prosulfocarb, prosulfuron, pyraclonil, pyrazogyl, pyrazosulfuron, pyribenzoxim (LGC 40863), pyriftalid, pyriminobac-methyl, pyrimisulfan (KUH-021), pyroxsulam, pyroxasulfone (KIH-485), quizalofop-ethyl-D, S-3252, sethoxydim, simazine, SL-0401, SL 5 0402, S-metolachlor, sulcotrione, sulfentrazone, sulfosate, tebuthiuron, tefuryltrione (AVH 301), terbacil, thiazopyr, thiobencarb, triclopyr, trifluralin and tritosulfuron. The synergistic composition of the present invention can, further, be used in conjunction with glyphosate, glufosinate, dicamba, imidazolinones, sulfonylureas, or 2,4-D on glyphosate-tolerant, glufosinate-tolerant, dicamba-tolerant, imidazolinone-tolerant, 10 sulfonylurea-tolerant and 2,4-D-tolerant crops. It is generally preferred to use the synergistic composition of the present invention in combination with herbicides that are selective for the crop being treated and which complement the spectrum of weeds controlled by these compounds at the application rate employed. It is further generally preferred to apply the synergistic composition of the present invention and other complementary herbicides at the 15 same time, either as a combination formulation or as a tank mix. The synergistic composition of the present invention can generally be employed in combination with known herbicide safeners, such as benoxacor, benthiocarb, brassinolide, cloquintocet (mexyl), cyometrinil, daimuron, dichlormid, dicyclonon, dimepiperate, disulfoton, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, harpin proteins, 20 isoxadifen-ethyl, mefenpyr-diethyl, MG 191, MON 4660, naphthalic anhydride (NA), oxabetrinil, R29148 and N-phenyl-sulfonylbenzoic acid amides, to enhance their selectivity. Cloquintocet (mexyl) is a particularly preferred safener for the synergistic compositions of the present invention, specifically antagonizing any harmful effect of the synergistic compositions on rice and cereals. 25 In practice, it is preferable to use the synergistic composition of the present invention in mixtures containing an herbicidally effective amount of the herbicidal components along with at least one agriculturally acceptable adjuvant or carrier. Suitable adjuvants or carriers should not be phytotoxic to valuable crops, particularly at the concentrations employed in applying the compositions for selective weed control in the presence of crops, and should not 30 react chemically with herbicidal components or other composition ingredients. Such mixtures can be designed for application directly to weeds or their locus or can be concentrates or formulations that are normally diluted with additional carriers and adjuvants 4 WO 2012/057743 PCT/US2010/054232 70430-WO-PCT before application. They can be solids, such as, for example, dusts, granules, water dispersible granules, or wettable powders, or liquids, such as, for example, emulsifiable concentrates, solutions, emulsions or suspensions. Suitable agricultural adjuvants and carriers that are useful in preparing the herbicidal 5 mixtures of the invention are well known to those skilled in the art. Some of these adjuvants include, but are not limited to, crop oil concentrate (mineral oil (850%) + emulsifiers (150%)); nonylphenol ethoxylate; benzylcocoalkyldimethyl quaternary ammonium salt; blend of petroleum hydrocarbon, alkyl esters, organic acid, and anionic surfactant; C 9
-C
1 I alkylpolyglycoside; phosphated alcohol ethoxylate; natural primary alcohol (CI 2 -C 16 ) 10 ethoxylate; di-sec-butylphenol EO-PO block copolymer; polysiloxane-methyl cap; nonylphenol ethoxylate + urea ammonium nitrate; emulsified methylated seed oil; tridecyl alcohol (synthetic) ethoxylate (8EO); tallow amine ethoxylate (15 EO); PEG(400) dioleate 99. Liquid carriers that can be employed include water, toluene, xylene, petroleum 15 naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene glycol monomethyl ether, methyl alcohol, ethyl alcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene glycol, glycerine, N-methyl-2 pyrrolidinone, NN-dimethyl alkylamides, dimethyl sulfoxide, liquid fertilizers and the like. 20 Water is generally the carrier of choice for the dilution of concentrates. Suitable solid carriers include talc, pyrophyllite clay, silica, attapulgus clay, kaolin clay, kieselguhr, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay, Fuller's earth, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, walnut shell flour, lignin, and the like. 25 It is usually desirable to incorporate one or more surface-active agents into the compositions of the present invention. Such surface-active agents are advantageously employed in both solid and liquid compositions, especially those designed to be diluted with carrier before application. The surface-active agents can be anionic, cationic or nonionic in character and can be employed as emulsifying agents, wetting agents, suspending agents, or 30 for other purposes. Surfactants conventionally used in the art of formulation and which may also be used in the present formulations are described, inter alia, in "McCutcheon's 5 WO 2012/057743 PCT/US2010/054232 70430-WO-PCT Detergents and Emulsifiers Annual," MC Publishing Corp., Ridgewood, New Jersey, 1998 and in "Encyclopedia of Surfactants," Vol. I-III, Chemical Publishing Co., New York, 1980 81. Typical surface-active agents include salts of alkyl sulfates, such as diethanolammonium lauryl sulfate; alkylarylsulfonate salts, such as calcium dodecylbenzenesulfonate; 5 alkylphenol-alkylene oxide addition products, such as nonylphenol-Cis ethoxylate; alcohol-alkylene oxide addition products, such as tridecyl alcohol-C 16 ethoxylate; soaps, such as sodium stearate; alkylnaphthalene-sulfonate salts, such as sodium dibutyl naphthalenesulfonate; dialkyl esters of sulfosuccinate salts, such as sodium di(2-ethylhexyl) sulfosuccinate; sorbitol esters, such as sorbitol oleate; quaternary amines, such as lauryl 10 trimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; salts of mono and dialkyl phosphate esters; vegetable oils such as soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like; and esters of the above vegetable oils. 15 Other additives commonly used in agricultural compositions include compatibilizing agents, antifoam agents, sequestering agents, neutralizing agents and buffers, corrosion inhibitors, dyes, odorants, spreading agents, penetration aids, sticking agents, dispersing agents, thickening agents, freezing point depressants, antimicrobial agents, and the like. The compositions may also contain other compatible components, for example, other herbicides, 20 plant growth regulants, fungicides, insecticides, and the like and can be formulated with liquid fertilizers or solid, particulate fertilizer carriers such as ammonium nitrate, urea and the like. The concentration of the active ingredients in the synergistic composition of the present invention is generally from 0.001 to 98 percent by weight. Concentrations from 0.01 25 to 90 percent by weight are often employed. In compositions designed to be employed as concentrates, the active ingredients are generally present in a concentration from I to 98 weight percent, preferably 5 to 90 weight percent. Such compositions are typically diluted with an inert carrier, such as water, before application, or applied as a dry or liquid formulation directly into flooded rice fields. The diluted compositions usually applied to 30 weeds or the locus of weeds generally contain 0.0001 to 10 weight percent active ingredient and preferably contain 0.001 to 5.0 weight percent. 6 WO 2012/057743 PCT/US2010/054232 70430-WO-PCT The present compositions can be applied to weeds or their locus by the use of conventional ground or aerial dusters, sprayers, and granule applicators, by addition to irrigation or paddy water, and by other conventional means known to those skilled in the art. The following examples illustrate the present invention. 5 Evaluation of Postemergence Herbicidal Activity of Mixtures in the Greenhouse Seeds of the desired test plant species were planted in 80% mineral soil/20% grit planting mixture, which typically has a pH of 7.2 and an organic matter content of 2.9 percent, in plastic pots with a surface area of 128 square centimeters (cm 2 ). The growing medium was steam sterilized. The plants were grown for 7-19 days in a greenhouse with an 10 approximate 14-hour (h) photoperiod which was maintained at 29 'C during the day and 26 'C during the night. Nutrients and water were added on a regular basis and supplemental lighting was provided with overhead metal halide 1000-Watt lamps as necessary. The plants were treated with postemergence foliar applications when they reached the third to fourth true leaf stage. All treatments were applied using a randomized complete block trial design, with 15 4 replications per treatment. Evaluation of Postemergence Herbicidal Activity of Mixtures in the Greenhouse Treatments consisted of the compounds as listed in Table 1 for each compound applied alone and in combination. Formulated amounts of quinclorac and fluroxypyr-meptyl ester were placed in 60 milliliter (mL) glass vials and dissolved in a volume of 60 mL of a 20 water solution containing Agri-dex crop oil concentrate in a 1% volume per volume (v/v) ratio. Compound requirements are based upon a 12 mL application volume at a rate of 187 liters per hectare (L/ha). Spray solutions of the mixtures were prepared by adding the stock solutions to the appropriate amount of dilution solution to form 12 mL spray solution with active ingredients in single and two way combinations. Formulated compounds were applied 25 to the plant material with an overhead Mandel track sprayer equipped with 8002E nozzles calibrated to deliver 187 L/ha at a spray height of 18 inches (43 centimeters (cm)) above average plant canopy. The treated plants and control plants were placed in a greenhouse as described above and watered by sub-irrigation to prevent wash-off of the test compounds. Treatments were 30 rated at 21 days after application (DAA) as compared to the untreated control plants. Visual 7 WO 2012/057743 PCT/US2010/054232 70430-WO-PCT weed control was scored on a scale of 0 to 100 percent where 0 corresponds to no injury and 100 corresponds to complete kill. Table I demonstrates the herbicidal synergistic efficacy of quinclorac + fluroxypyr meptyl tank mixes on weed control. All treatment results, both for the single product and 5 mixtures, are an average of 4 replicates evaluated at 21 days after application, and the tank mix interactions are significant at the P>0.05 level. Colby's equation was used to determine the herbicidal effects expected from the mixtures (Colby, S.R. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 1967, 15, 20-22.). 10 The following equation was used to calculate the expected activity of mixtures containing two active ingredients, A and B: Expected = A + B - (A x B/100) A = observed efficacy of active ingredient A at the same concentration as used in the mixture. 15 B = observed efficacy of active ingredient B at the same concentration as used in the mixture. The compounds tested, application rates employed, plant species tested, and results are given in Table 1. Rates of quinclorac are expressed in grams active ingredient/hectare (g ai/ha) and rates of fluroxypyr are expressed in grams acid equivalent per hectare (g ae/ha) in 20 Table 1. 8 WO 2012/057743 PCT/US2010/054232 70430-WO-PCT Table 1. Synergistic Activity of Herbicidal Compositions of Quinclorac + Fluroxypyr- meptyl on grass weeds bamyardgrass (Echinochloa crus-galli), Chinese sprangletop (Leptochloa chinensis) and broadleaf signalgrass (Brachiaria platvvhvlla) in the greenhouse at 21 DAA. % Control Application Rate ECHCG BRAPP LEFCH Quinclorac Fluroxypyr (g ai/ha) meptyl Ob Ex Ob Ex Ob Ex (g ae/ha) 26 0 5 - - - 5 0 50 0 - - - 6 26 50 30 5 - - 20 10 26 0 - - - - - 0 100 - - - - - 26 100 - - - - - 26 0 5 - 5 - 5 0 200 6 - 5 - 41 26 200 35 11 30 9 86 44 53 0 6 - - - 10 0 50 0 - - - 6 53 50 46 6 - - 43 15 53 0 6 - - - - 0 100 11 - - - - 53 100 27 15 - - - 53 0 6 - 6 - - 0 200 6 - 5 - - 53 200 65 11 48 10 - 110 0 31 - 5 - 15 0 50 0 - 5 - 6 110 50 85 31 25 10 35 20 110 0 31 - 5 - 15 0 100 11 - 1 - 50 110 100 81 38 51 6 62 57 110 0 31 - 5 - 15 0 200 6 - 5 - 42 110 200 91 35 31 9 56 50 220 0 65 - - - 11 0 50 0 - - - 50 220 50 90 65 - - 60 55 220 0 65 - 26 - - 0 100 11 - 1 - - 220 100 86 68 41 27 - 9 1000939769 % Control Application Rate ECHCG BRAPP LEFCH Fluroxypyr Quinclorac meptyl Ob Ex Ob Ex Ob Ex (g ai/ha) (g ae/ha) 220 0 65 - 26 - 0 200 6 - 5 - - 220 200 75 67 49 30 BRAPP Brachiaria platjphylla; broadleaf signalgrass ECHCG = Echinochloa crus-galli; barnyardgrass LEFCH = Leptochloa chinensis; Chinese sprangletop Ob= observed value (% control) Ex = expected, calculated value using Colby Analysis (% control) DAA = days after application g ai/ha = grams active ingredient per hectare g ae/ha= grams acid equivalent per hectare As used herein, except where the context requires otherwise, the term "comprise" and variations of the term, such as "comprising", "comprises" and "comprised", are not intended to exclude other additives, components, integers or steps. Reference to any prior art in the specification is not, and should not be taken as, an acknowledgment, or any form of suggestion, that this prior art forms part of the common general knowledge in Australia or any other jurisdiction or that this prior art could reasonably be expected to be ascertained, understood and regarded as relevant by a person skilled in the art. 10
Claims (15)
1. A synergistic herbicidal mixture comprising an herbicidally effective amount of (a) fluroxypyr, or an agriculturally acceptable salt or ester thereof; and (b) quinclorac, or an agriculturally acceptable salt or ester thereof.
2. The mixture of Claim 1 in which fluroxypyr, or an agriculturally acceptable salt or ester thereof, is the meptyl ester.
3. The mixture of Claim 1 or Claim 2 in which the weight ratio of fluroxypyr in g ae/ha to quinclorac in g ai/ha is between 1:11 and 22:1.
4. The mixture of Claim 3 in which the weight ratio of fluroxypyr in g ae/ha to quinclorac in g ai/ha is between 1:4.4 and 7.7:1.
5. An herbicidal composition comprising an herbicidally effective amount of the herbicidal mixture of any one of the preceding claims and an agriculturally acceptable adjuvant and/or carrier.
6. A method of controlling undesirable vegetation which comprises contacting the vegetation or the locus thereof with or applying to the soil or water to prevent the emergence or growth of vegetation an herbicidally effective amount of the herbicidal mixture of any one of Claims 1 to 4.
7. The method of Claim 6, wherein the undesirable vegetation is controlled in rice, cereal and grain crops, pastures, rangelands, IVM (industrial vegetation management), or turf.
8. The method of Claim 6 or Claim 7, wherein the weight ratio of fluroxypyr in g ae to quinclorac in g ai is between 1:11 and 22:1.
9. The method of Claim 8, wherein the weight ratio of fluroxypyr in g ae to quinclorac in g ai is between 1:4.4 and 7.7:1.
10. The method of any one of Claims 6 to 9, wherein quinclorac, or an agriculturally 5 acceptable salt or ester thereof, is applied at a rate between 26 g ai/ha and 560 g ai/ha, and fluroxpyr, or an agriculturally acceptable salt or ester thereof, is applied at a rate between 50 g ae/ha and 560 g ae/ha. 11 1000939769
11. The method of Claim 10, wherein quinclorac, or an agriculturally acceptable salt or ester thereof, is applied at a rate between 26 g ai/ha and 220 g ai/ha, and fluroxpyr, or an agriculturally acceptable salt or ester thereof, is applied at a rate between 50 g ae/ha and 200 g ae/ha.
12. The method of any one of Claims 6 to 11, wherein the undesirable vegetation is barnyardgrass, Chinese sprangletop, or broadleaf signalgrass.
13. The method of any one of Claims 6 to 12, wherein the synergistic mixture is applied post-emergence.
14. The method of any one of Claims 6 to 13, wherein the components of the synergistic mixture are applied either separately or as part of a multipart herbicidal system.
15. The mixture of Claim 1, substantially as herein described. 12
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/US2010/054232 WO2012057743A1 (en) | 2010-10-27 | 2010-10-27 | Synergistic herbicidal composition containing fluroxypyr and quinclorac |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2010363056A1 AU2010363056A1 (en) | 2013-05-02 |
| AU2010363056B2 true AU2010363056B2 (en) | 2015-03-05 |
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| Application Number | Title | Priority Date | Filing Date |
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| AU2010363056A Active AU2010363056B2 (en) | 2010-10-27 | 2010-10-27 | Synergistic herbicidal composition containing fluroxypyr and quinclorac |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP2632262A1 (en) |
| JP (1) | JP5764662B2 (en) |
| KR (1) | KR101787355B1 (en) |
| CN (1) | CN103281899B (en) |
| AU (1) | AU2010363056B2 (en) |
| BR (1) | BR112013010388B1 (en) |
| CR (1) | CR20130176A (en) |
| MY (1) | MY183729A (en) |
| PH (1) | PH12013500828A1 (en) |
| RU (1) | RU2539937C2 (en) |
| UA (1) | UA105451C2 (en) |
| WO (1) | WO2012057743A1 (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR100785A1 (en) * | 2014-06-09 | 2016-11-02 | Dow Agrosciences Llc | HERBICIDE CONTROL OF MALEZA FROM COMBINATIONS OF FLUROXIPIR AND INHIBITORS OF ALS |
| CN104542663A (en) * | 2014-12-23 | 2015-04-29 | 江西中迅农化有限公司 | Weeding composition containing halosulfuron-methyl and quinclorac as well as fluroxypyr |
| CA2973915C (en) | 2015-01-22 | 2024-01-16 | BASF Agro B.V. | Ternary herbicidal combination comprising saflufenacil |
| US11219212B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and imazamox |
| WO2017009090A1 (en) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and pyroxasulfone |
| US11219215B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific inhibitors of protoporphyrinogen oxidase |
| WO2017009142A1 (en) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific pigment synthesis inhibitors |
| DK3319434T3 (en) | 2015-07-10 | 2019-07-29 | Basf Agro Bv | HERBICIDE COMPOSITION CONTAINING CINMETHYLIN AND PETHOXAMIDE |
| JP6875368B2 (en) | 2015-07-10 | 2021-05-26 | ビーエーエスエフ アグロ ベー.ブイ. | Herbicide composition containing symmethyrin and acetochlor or pretilachlor |
| WO2017009061A1 (en) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and saflufenacil |
| US12336536B2 (en) | 2015-07-10 | 2025-06-24 | BASF Agro B.V. | Method for controlling herbicide resistant or tolerant weeds |
| EP3319436B1 (en) * | 2015-07-10 | 2019-09-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and quinmerac |
| AU2016292399B2 (en) | 2015-07-10 | 2020-06-25 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and dimethenamid |
| CN106376568A (en) * | 2016-10-19 | 2017-02-08 | 陕西上格之路生物科学有限公司 | Three-ingredient weeding composition |
| CN106577671A (en) * | 2016-10-31 | 2017-04-26 | 浙江天丰生物科学有限公司 | Synergistic weeding composition containing cyhalofop-butyl, fluroxypyr-mepthyl and quinclorac |
| CN109964946A (en) * | 2019-04-08 | 2019-07-05 | 河南瀚斯作物保护有限公司 | A kind of Herbicidal combinations containing atrazine, dichloro quinolinic acid and fluroxypyr |
| CN117322425A (en) * | 2023-09-28 | 2024-01-02 | 菏泽茂泰瑞农生物科技有限公司 | A three-component herbicidal composition containing isooctyl fluoropyroxyacetate and its application |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009029518A2 (en) * | 2007-08-27 | 2009-03-05 | Dow Agrosciences Llc | Synergistic herbicidal composition containing certain pyridine or pyrimidine carboxylic acids and certain cereal and rice herbicides |
Family Cites Families (5)
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|---|---|---|---|---|
| DE3108873A1 (en) * | 1981-03-09 | 1982-09-16 | Basf Ag, 6700 Ludwigshafen | DICHLORCHINOLIN DERIVATIVES, THEIR PRODUCTION, THEIR USE AS HERBICIDES AND AGENTS THEREFOR |
| FR2639185B1 (en) * | 1988-11-22 | 1991-01-25 | Rhone Poulenc Agrochimie | HERBICIDE PRODUCT, USE THEREOF AND METHOD FOR SELECTIVE WEED CONTROL IN RICE AND CEREAL CROPS |
| JP5291879B2 (en) * | 2003-03-13 | 2013-09-18 | ビーエーエスエフ ソシエタス・ヨーロピア | Herbicide mixture |
| DE102004041529A1 (en) * | 2004-08-27 | 2006-03-02 | Bayer Cropscience Gmbh | Herbicide combinations with special ketoenols |
| CN101438709B (en) * | 2008-10-31 | 2012-03-21 | 淄博新农基农药化工有限公司 | Herbicidal composition containing clodinafop-propargyl and fluroxypyr-meptyl |
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2010
- 2010-10-27 RU RU2013123996/13A patent/RU2539937C2/en active
- 2010-10-27 WO PCT/US2010/054232 patent/WO2012057743A1/en not_active Ceased
- 2010-10-27 KR KR1020137013312A patent/KR101787355B1/en active Active
- 2010-10-27 EP EP10773803.1A patent/EP2632262A1/en not_active Withdrawn
- 2010-10-27 PH PH1/2013/500828A patent/PH12013500828A1/en unknown
- 2010-10-27 MY MYPI2013700659A patent/MY183729A/en unknown
- 2010-10-27 CN CN201080070962.4A patent/CN103281899B/en active Active
- 2010-10-27 UA UAA201306490A patent/UA105451C2/en unknown
- 2010-10-27 AU AU2010363056A patent/AU2010363056B2/en active Active
- 2010-10-27 JP JP2013536571A patent/JP5764662B2/en not_active Expired - Fee Related
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009029518A2 (en) * | 2007-08-27 | 2009-03-05 | Dow Agrosciences Llc | Synergistic herbicidal composition containing certain pyridine or pyrimidine carboxylic acids and certain cereal and rice herbicides |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2012057743A1 (en) | 2012-05-03 |
| RU2539937C2 (en) | 2015-01-27 |
| JP5764662B2 (en) | 2015-08-19 |
| CN103281899A (en) | 2013-09-04 |
| CN103281899B (en) | 2015-04-08 |
| EP2632262A1 (en) | 2013-09-04 |
| JP2013540811A (en) | 2013-11-07 |
| PH12013500828A1 (en) | 2013-06-17 |
| KR101787355B1 (en) | 2017-10-19 |
| BR112013010388A2 (en) | 2016-07-05 |
| CR20130176A (en) | 2013-09-18 |
| UA105451C2 (en) | 2014-05-12 |
| AU2010363056A1 (en) | 2013-05-02 |
| RU2013123996A (en) | 2014-12-10 |
| MY183729A (en) | 2021-03-10 |
| KR20130126922A (en) | 2013-11-21 |
| BR112013010388B1 (en) | 2018-01-30 |
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