JP5764662B2 - Synergistic herbicidal composition containing fluroxypyr and quinchlorac - Google Patents

Description

  Protecting crops from weeds and other vegetation that hinders crop growth is a constantly recurring problem in agriculture. To help solve these problems, researchers in the field of synthetic chemistry have produced a wide variety of chemicals and chemical formulations that are effective in controlling such undesirable growth. Many types of chemical herbicides are disclosed in the literature and many are commercially available.

  The herbicidal active ingredients have been shown to be more effective when applied individually in some cases, which is referred to as “cooperative action”. As described in the Web Science Handbook of the Weed Science Society of America, 8th edition, 2002, p. 462, “What is“ cooperative action ”?” When two or more factors are combined An interaction where the effect is greater than expected based on the response to each factor applied separately. The present invention is based on the discovery that a combination of fluroxypyr and quinchlorac, whose herbicidal effectiveness is individually known, exhibits a synergistic effect.

  The present invention relates to a synergistic herbicidal mixture comprising a herbicidally effective amount of (a) fluroxypyr and (b) quinclolac. The composition may also contain agriculturally acceptable adjuvants and / or carriers.

  The present invention also includes undesirable vegetation, particularly in monocots, including grass, grassland, pasture, fallow land, lawn, IVM and aquatic plants, including rice, wheat, barley, oats, rye, sorghum, Indian corn, corn. The present invention relates to herbicidal compositions and methods for controlling the growth of plants and the use of such synergistic compositions.

  The species spectrum of quinchlorac is broad and very complementary to that of fluroxypyr. For example, surprisingly, when combined with quinclolac and fluroxypyr, Echinochloa crus-galli (ECHCG), Azegaya (Leptochloa chinensis; LEFCH) and Merikennic millet ( In the control of Brachiaria platyphylla (BRAPP), it was found to be synergistic at sub-application rates of individual compounds.

  Fluroxypyr is the generic name for [(4-amino-3,5-dichloro-6-fluoro-2-pyridinyl) oxy] acetic acid. Its herbicidal activity is described in The Pesticide Manual, 15th edition, 2009. Fluroxypyr controls a wide range of broadleaf weeds that are economically important. It can be used as the acid itself or as an agriculturally acceptable salt or ester. It is preferably used as an ester, and most preferably a meptyl ester.

  Quinchlorac is the general name for 3,7-dichloro-8-quinolinecarboxylic acid. Its herbicidal activity is described in The Pesticide Manual, 15th edition, 2009. Quinclorac controls Echinochloa spp., Brachiaria spp., Digitaria spp. And many broad-leaved weeds in rice and turf.

  The term herbicide is used herein to mean an active ingredient that kills, controls, or otherwise detrimentally alters plant growth. A herbicidally effective amount or a vegetation control amount is an amount of an active ingredient that produces a harmful modification effect, and includes deviations from natural development, withering, control, drying, delay, and the like. The terms plant and vegetation include germinated seeds, germinating seedling seedlings, plants emerging from vegetative propagation bodies, and seedling vegetation.

  When a compound of the synergistic mixture is applied directly to a plant, or plant location, at any stage of growth or before planting or emergence, the compound exhibits herbicidal activity. Observed effects include plant species to be controlled, plant growth stage, application parameters of dilution and spray droplet size, particle size of solid components, environmental conditions at the time of use, specific compounds used, use It depends on the specific adjuvants and carriers, soil type, etc., and the amount of chemicals to be applied. These and other factors can be adjusted as is known in the art to promote non-selective or selective herbicidal action. In general, in order to achieve maximum control of weeds, it is preferable to apply the composition of the present invention to a relatively immature undesirable vegetation after emergence.

  In the composition of the present invention, the herbicidal effect of fluroxypyr measured in gram acid equivalent / hectare (gae / ha) and quinclolac measured in gram active ingredient / hectare (gai / ha) is synergistic. The weight ratio is in the range between 1:11 and 22: 1.

  The amount of synergistic composition applied will depend on the particular type of weed to be controlled, the degree of control required, and the timing and method of application. Quinchlorac is applied in an amount between 26 g ai / ha and 560 g ai / ha and fluroxypyr is applied in an amount between 50 g ae / ha and 560 g ae / ha.

  The components of the synergistic mixture of the present invention may be applied separately or as part of a multipart herbicidal system that may be provided as a premix or tank mix. May be.

  The synergistic mixture of the present invention can be applied in conjunction with one or more other herbicides to control more types of undesirable vegetation. When used in conjunction with other herbicides, the composition may be formulated with other herbicide (s), tank mixed with other herbicide (s), or Other herbicides (one or more) may be applied sequentially. Some of the herbicides that can be used in conjunction with the synergistic compositions of the present invention include 2,4-D, acetochlor, acifluorfen, acronifene, AE0172747, alachlor, amidosulfuron, amino Triazole, ammonium thiocyanate, anilifos, atrazine, AVH301, azimusulfuron, benfresulfate, bensulfuron-methyl, bentazone, beniocarb, benzobicyclon, biphenox, bispyribac-sodium, bromacil, bromoxynil, butachlor, butaphenacyl, butralin, caffetrolol , Carbetamid, carfentrazone-ethyl, chlorflurenol, chlorimuron, chlorprofam, chlortoluron, cretodim, clomazone, clopirari , Chloransram-methyl, cyclosulfamuron, cycloxydim, cyhalohop-butyl, dicamba, diclopropenyl, dichlorprop-P, diclolamum, diflufenican, diflufenzopyr, dimethenamide, dimethenamide-p, diquat, dithiopyr, diuron, EK2612, EPTC , Esprocarb, ET-751, ethoxysulfuron, etozanide, F7967, fenoxaprop, phenoxaprop-ethyl, phenoxaprop-ethyl + isoxadiphen-ethyl, fentolazamide, flazasulfuron, florasulam, fluazifop, fluazifop-P-butyl , Flucetosulfuron (LGC-42153), fluphenacet, flufenpyr-ethyl, flumeturum, full microlac-pe Ntil, flumioxazin, fluometuron, flupirsulfuron, fomesafen, holamsulfuron, fumiclorac, glufosinate, glufosinate-ammonium, glyphosate, haloxyhop-methyl, haloxyhop-R, halosulfuron-methyl, imazametabenz, imazamox, Imazapic, imazapill, imazaquin, imazetapyr, imazosulfuron, indanophan, indazifram, iodosulfuron, ioxonyl, ipfencarbazone (HOK-201), IR 5790, isoproturon, isoxaben, isoxaflutol, KUH-071, lactofen, linuron, MCPA, MCPA ester & amine, mecoprop-P, mefenacet, mesosulfuron, mesotrione, Tamihop, metazosulfuron (NC-620), metolachlor, metoslam, metribudine, metsulfuron, molinate, MSMA, napropamide, nicosulfuron, norflurazon, OK-9701, orthosulfamlone, oryzalin, oxadiargyl, oxadiaclomefone (oxazichlomef) Orphene, paraquat, pendimethalin, penoxsulam, pentoxazone, petoxamide, picloram, picolinaphene, piperophos, pretilachlor, primisulfurone, propoxydim, propachlor, propanyl, propyrisulfuron (TH-547), propyzamide, prosulfocarb, prosulfuron, pyraclonil , Pyrazogyl, pyrazosulfuron, pyribenzoxime (LGC-40 63), pyriftalide, pyriminobac-methyl, pyrimisulfurphan (KUH-021), piroxsulam, pyroxasulfone (KIH-485), quizalofop-ethyl-D, S-3252, cetoxydim, simazine, SL-0401, SL-0402 , S-metolachlor, sulcotrione, sulfentrazone, sulphosate, tebuthiuron, tefryltrione (AVH-301), terbacil, thiazopyr, thiobencarb, triclopyr, trifluralin, and tritosulfuron.

  The synergistic composition of the invention further comprises glyphosate, glufosinate, dicamba, imidazolinones, sulfonylureas, or 2,4-D in combination with glyphosate resistance, glufosinate resistance, dicamba resistance, imidazolinone resistance, sulfonyl It can be used for urea-tolerant and 2,4-D-tolerant crops. It is generally preferred to use the synergistic compositions of the invention in combination with herbicides that are selective for the crops to be treated and supplement the weed spectrum controlled by these compounds at the application rates used. Furthermore, it is generally preferred to apply the synergistic composition of the present invention and other complementary herbicides simultaneously as a combination formulation or as a tank mix.

  The synergistic compositions of the present invention generally include benoxacol, beniocarb, brassinolide, croquintoset (Mexyl), ciomethrinyl, diimron, dichlormide, dicyclonone, dimethylpiperate, disulfotone, fenchlorazole-ethyl, fenchlorim, flurazole, fluxophenim, flirazole, herr Known herbicide antidote such as harpin protein, isoxadifen-ethyl, mefenpyr-diethyl, MG 191, MON 4660, naphthalic anhydride (NA), oxabetalinyl, R29148 and N-phenyl-sulfonylbenzoic acid amide Can be used in combination to increase its selectivity. Croquintoset (Mexyl) is a particularly preferred antidote for the synergistic composition of the present invention and specifically antagonizes any harmful effects of the synergistic composition on rice and cereals.

  In practice, it is preferred to use the synergistic composition of the present invention in a mixture containing at least one agriculturally acceptable adjuvant or carrier together with a herbicidally effective amount of the herbicide component. Suitable adjuvants or carriers should not be phytotoxic to valuable crops, especially at the concentrations used when applying the composition in the presence of crops for selective weed control, and Should not chemically react with herbicide components or other composition components. Such a mixture may be designed to be applied directly to the weeds or their location, or may be a concentrate or formulation that is normally diluted prior to application with additional carriers and adjuvants. These may be solids such as powders, granules, granule wettable powders, or powder wettable powders, or may be liquids such as emulsions, solutions, emulsions or suspensions, for example. Good.

Suitable agricultural adjuvants and carriers that are useful in preparing the herbicidal mixtures of the present 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 (85%) + emulsifier (15%)); nonylphenol ethoxylate; benzylcocoalkyldimethyl quaternary ammonium salt An admixture of petroleum hydrocarbons, alkyl esters, organic acids and anionic surfactants; C ₉ -C ₁₁ alkyl polyglycosides; phosphorylated alcohol ethoxylates; natural primary alcohol (C ₁₂ -C ₁₆ ) ethoxylates Di-sec-butylphenol EO-PO block copolymer; polysiloxane-methylcap; nonylphenol ethoxylate + urea ammonium nitrate; emulsified methylated seed oil; tridecyl alcohol (synthetic) ethoxylate (8EO); tallow amine ethoxylate ( 15EO); dioleic acid P EG (400) -99 is included.

  Liquid carriers that can be used include water, toluene, xylene, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichlorethylene, 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, glycerin, N-methyl-2-pyrrolidinone, N, N-dimethylalkylamide, dimethyl sulfoxide, liquid fertilizer and the like are included. Water is generally the optimal carrier for concentrate dilution.

  Suitable solid carriers include talc, waxy clay, silica, attapulgous clay, kaolin clay, porous diatomaceous earth, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay, fuller earth, cottonseed husk, wheat flour, soybean Contains flour, pumice, wood flour, walnut shell flour, lignin.

It is usually desirable to incorporate one or more surfactants into the composition of the present invention. It is advantageous to use such surfactants in both solid and liquid compositions, especially those designed to be diluted with a carrier before application. Surfactants may be anionic, cationic or nonionic in nature, and surfactants may be used as emulsifiers, wetting agents, suspending agents, or for other purposes. . Surfactants that have been used in the formulation arts and can be used in this formulation include, among others, McCutcheon's Detergents and Emulsifiers Annual, MC Publishing Corp., Ridgewood, New Jersey, 1998, and Encyclopedia of Surfactants. I-III, Chemical Publishing Co., New York, 1980-81. Typical surfactants include alkyl sulfate salts such as diethanolammonium lauryl sulfate; alkylaryl sulfonates such as calcium dodecylbenzenesulfonate; alkylphenol-alkylene oxide addition products such as nonylphenol- _C18 ethoxylate; Alcohol-alkylene oxide addition products such as decyl alcohol-C ₁₆ ethoxylate; soaps such as sodium stearate; alkylnaphthalene-sulfonates such as sodium dibutylnaphthalenesulfonate; sulfosuccinates such as sodium di (2-ethylhexyl) sulfosuccinate Dialkyl esters of acid salts; sorbitol esters such as sorbitol oleate; quaternary amines such as lauryltrimethylammonium chloride; Polyethylene glycol esters of fatty acids such as tylene glycol; block copolymers of ethylene oxide and propylene oxide; salts of mono and dialkyl phosphates; soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, coconut oil, corn oil, Included are vegetable oils such as cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, kiri oil; and esters of the above vegetable oils.

  Other additives commonly used in agricultural compositions include compatibilizers, antifoaming agents, sequestering agents, neutralizing and buffering agents, corrosion inhibitors, dyes, odorants, spreading agents, penetration Auxiliaries, fixing agents, dispersants, thickeners, freezing point depressants, antibacterial agents and the like are included. The composition may also contain other compatible components such as other herbicides, plant growth regulators, fungicides, insecticides, etc., liquid fertilizers or solid particulates such as ammonium nitrate, urea, etc. May be formulated together with a fertilizer carrier.

  The concentration of the active ingredient in the synergistic composition of the present invention is generally 0.001 to 98 weight percent. A concentration of 0.01 to 90 weight percent is often used. In compositions designed to be used as a concentrate, the active ingredient is generally present in a concentration of 1 to 98 weight percent, preferably 5 to 90 weight percent. Such compositions are typically diluted with an inert carrier such as water prior to application, or applied directly to the paddy field as a dry or liquid formulation. Dilution compositions commonly applied to weeds or weed sites generally contain 0.0001 to 10 weight percent, preferably 0.001 to 5.0 weight percent, of the active ingredient.

  The composition may be added by conventional ground or air dusters, spreaders, and dusters, by addition to irrigation water or surface water, and by other conventional means known to those skilled in the art. Can be applied to weeds or their place.

  The following examples illustrate the invention.

Evaluation of postemergence herbicidal activity of the mixture in the greenhouse The seeds of the desired test plant species are placed in a plastic pot with a surface area of 128 square centimeters (cm ² ), typically at a pH of 7.2 and an organic content of 2.9 percent. Planted in 80% mineral soil / 20% sand planting mixture. The growth medium was steam sterilized. The plants were grown for 7-19 days in a greenhouse with a photoperiod of about 14 hours (h) maintained at 29 ° C. during the day and 26 ° C. during the night. Nutrients and water were added periodically and supplemented with an overhead 1000 watt metal halide lamp as needed. When the plants reached the 3rd to 4th true leaf stage, they were treated with foliar application after emergence. All treatments were performed using a randomized complete block test design and repeated four times per treatment.

Evaluation of post-emergence herbicidal activity of the mixture in the greenhouse The treatment consisted of the compounds listed in Table 1 and each compound was applied alone or in combination. Formulation amount of quinchlorac and fluroxypyr-meptyl ester into a 60 milliliter (mL) glass vial containing a 1% volume-to-volume (v / v) ratio of Agri-dex crop oil concentrate Dissolved in 60 mL of aqueous solution. Compound requirements are based on an application capacity of 12 mL in an amount of 187 liters per hectare (L / ha). A spray solution of the mixture was prepared by adding the stock solution to the appropriate amount of diluent to form a 12 mL spray solution having the active ingredients either alone or in combination with each other. Overhead Mandel truck spreader with 8002E nozzle calibrated to formulate compound to deliver 187 L / ha at a spread height of 18 inches (43 centimeters (cm)) above the average plant canopy ( applied to plant material with an overhead Mandel track sprayer).

  Treated plants and control plants were placed in the greenhouse as described above and watered by underground irrigation so that test compounds were not washed away. On the 21st day after application (DAA), the treatment was evaluated in comparison with untreated control plants. Visual weed control was scored on a scale from 0 to 100 percent (where 0 corresponds to no damage and 100 corresponds to complete killing).

  Table 1 demonstrates the synergistic herbicidal efficacy of the tank mix of quinchlorac + fluroxypyr-meptyl for weed control. All treatment results for both the single product and the mixture are the average of 4 replicates evaluated 21 days after application, and the tank mix interaction is significant at the P> 0.05 level.

  The Colby equation was used to determine the expected herbicidal effect from the mixture (Colby, S.R. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 1967, 15, 20-22).

The following formula was used to calculate the predicted activity of a mixture containing two active ingredients, A and B.
Predicted value = A + B− (A × B / 100)
A = observed efficacy of active ingredient A at the same concentration used in the mixture.
B = observed efficacy of active ingredient B at the same concentration used in the mixture.

  The compounds tested, application rates used, plant species tested, and results are shown in Table 1. In Table 1, the amount of quinclolac is expressed in grams active ingredient / hectare (gai / ha), and the amount of fluroxypyr is expressed in grams acid equivalent / ha (hae / ha).

Claims (15)

Herbicidally effective amount of (a) fluroxypyr or agriculturally acceptable salt or ester (b) quinclorac or agronomic and an acceptable salt or ester, the synergistic herbicidal mixture. The mixture of claim 1 , wherein the fluroxypyr or the agriculturally acceptable salt or ester is a meptyl ester.   The mixture according to claim 1, wherein the weight ratio of fluroxypyr (gae / ha) to quinchlorac (gai / ha) is between 1:11 and 22: 1.   A herbicidal composition comprising a herbicidally effective amount of the herbicidal mixture of claim 1 and an agriculturally acceptable adjuvant and / or carrier.   Control of undesirable vegetation, including contacting the vegetation or its location with a herbicidally effective amount of the herbicidal mixture of claim 1 or applying it to soil or water to prevent vegetation from budding or growing Method. The undesired vegetation, rice, cereal and grain crops, pasture, rangeland, a is Oite control the lawn Rabbi The method of claim 5. 6. The method of claim 5, wherein the undesirable vegetation is controlled in IVM (Industrial Vegetation Management). 4. The mixture according to claim 3, wherein the weight ratio of fluroxypyr (gae / ha) to quinclolac (gai / ha) is between 1: 4.4 and 7.7: 1. 6. The method of claim 5, wherein the weight ratio of fluroxypyr (gae / ha) to quinchlorac (gai / ha) is between 1:11 and 22: 1. 10. The method according to claim 9, wherein the weight ratio of fluroxypyr (gae / ha) to quinclolac (gai / ha) is between 1: 4.4 and 7.7: 1. Quinclorac or agriculturally acceptable salt or ester between 26 (g ae / ha) and 560 (g ae / ha) and fluroxypyr or agriculturally acceptable salt or ester 50 (g ae / Ha) to 560 (gae / ha). Quinchlorac or agriculturally acceptable salt or ester between 26 (g ae / ha) and 220 (g ae / ha) and fluroxypyr or agriculturally acceptable salt or ester 50 (g ae The method according to claim 11, wherein the method is applied between / ha) and 200 (gae / ha). 6. The method according to claim 5, wherein the undesirable vegetation is Inhibirie, Azegaya, or Meriken millet. 6. A method according to claim 5, wherein the herbicide mixture is applied after emergence. 6. The method of claim 5, wherein the components of the herbicide mixture are applied separately or as part of a multi-part herbicide system.