KR20130132933A - Synergistic herbicidal composition containing penoxsulam and benfuresate - Google Patents

Abstract

Herbicide compositions containing (a) phenoxsulam and (b) benfuresate provide synergistic control against selected weeds. The synergistic mixtures of the present invention can be used in acetolactate synthase inhibitor resistant crops. The synergistic compositions of the invention further comprise 2,4-D, glyphos for 2,4-D-resistant, glyphosate-resistant, glyphosinate-resistant, dicamba-resistant or imidazolinone-resistant crops. It can be used with acetate, glyphosinate, dicamba or imidazolinone.

Description

Synergistic herbicide composition containing phenoxsulam and benfuresate {SYNERGISTIC HERBICIDAL COMPOSITION CONTAINING PENOXSULAM AND BENFURESATE}

In agriculture, the protection of crops from weeds and other vegetation that inhibits crop growth is a recurring problem. To help prevent this problem, researchers in the field of synthetic chemistry have produced a wide variety of chemicals and chemical agents that are effective in controlling such unwanted growth. Many types of chemical herbicides are disclosed in the literature and many are commercially available.

In some cases, herbicide active ingredients have been shown to have greater effectiveness when applied in combination than when applied individually, and are referred to as "synergism". Herbicide Handbook of the Weed Science Society of America, Eighth Edition, 2002, p. As described in [462], "synergism" is the interaction of two or more factors in which the effect of a combination of two or more factors is greater than the expected effect based on the response to each factor applied separately. to be." The present invention is based on the discovery that benfuresate and phenoxsulam, which are already individually known for their herbicidal efficacy, have a synergistic effect when applied in combination.

The present invention relates to a synergistic herbicide mixture comprising a herbicidally effective amount of (a) phenoxsulam and (b) benfuresate. The composition may also contain an agriculturally acceptable adjuvant or carrier.

The invention also relates to a method of controlling the growth of unwanted vegetation, in particular unwanted vegetation in rice.

Knox sulram page is (2- (2,2-difluoro-ethoxy) - N - (5,8- dimethoxy [1,2,4] triazolo [1,5-c] pyrimidin-2 General name for yl) -6- (trifluoromethyl) benzenesulfonamide whose herbicidal activity is described in The Pesticide Manual , Fifteenth Edition, 2009]. Phenoxsulam controls a large number of broad-leaved, herb and aquatic weeds as well as rice plants.

Benfuresate is the generic name for 2,3-dihydro-3,3-dimethyl-5-benzofuranyl ethanesulfonate. Its herbicidal activity is described in The Pesticide Manual , Fifteenth Edition, 2009]. Benfuresate controls grass and broad-leaved weeds.

The term herbicide, as used herein, refers to an active ingredient that kills, controls, or otherwise adversely modifies its growth. The herbicidal effective amount or vegetation control amount is an amount of the active ingredient which causes an adversely modifying effect and includes departure from natural occurrence, death, control, drying, retardation, and the like. The terms plants and vegetation include germinating seeds, new seedlings, and established vegetation.

Herbicidal activity is exhibited by the compounds of the synergistic mixture when applied at any stage of growth or directly before planting or germination or at the site of the plant. The effects observed are the plant species to be controlled, the plant growth stage, the application parameters regarding the dilution and spray droplet size, the particle size of the solid component, the environmental conditions at the time of use, the specific compound used, the specific adjuvant and carrier used, the soil type. 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. In general, to maximize control of weeds, it is desirable to apply the compositions of the present invention to relatively immature unwanted vegetation after germination.

In the composition of the present invention, the active ingredient ratio (wt: wt) of furateate to phenoxsulam, in which the herbicidal effect is synergistic, is in the range of 6: 1 to 95: 1, and the ratio is in the range of 8: 1 to 40: 1. desirable.

The application rate of the synergistic composition will depend on the particular type of weed to be controlled, the degree of control demand, and when and how to apply. In general, the compositions of the present invention may be applied at an application rate of 300 g of active ingredient / hectare (g ai / ha) to 1,000 g ai / ha based on the total amount of active ingredients in the composition. Application rates of 415 g ai / ha to 645 g ai / ha are preferred. In a particularly preferred embodiment of the invention, benfuresate is applied at a rate of 400 g ai / ha to 600 g ai / ha and phenoxsulam is applied at a rate of 15 g ai / ha to 45 g ai / ha. .

The components of the synergistic mixtures of the present invention can be applied separately or as part of a multipart herbicide system.

The synergistic mixtures of the present invention can be applied in combination with one or more other herbicides to control a wider variety of unwanted vegetation. When applied with other herbicides, the composition may be formulated with other herbicides or herbicides, mixed with other herbicides or herbicides in a tank, or applied sequentially with other herbicides or herbicides. As some of the herbicides that can be used with the synergistic compositions of the present invention, 2,4-D, 2,4-MCPA, acetochlor, acifluorfen, acloniphene, alachlor, amidosulfuron, aminocyclopyrachlor, amino Pyralide, aminotriazole, ammonium thiocyanate, anilifos, azisulfuron, benfuresate, bensulfuron-methyl, bentazone, benthiocarb, benzobicyclone, benzophenaf, biphenox, bispyri Gourd-sodium, bromasil, bromobutide, bromoxynil, butachlor, butapefenyl, butyralline, carfenstrol, carbetamid, carfentrazone-ethyl, chlorflurenol, chlorimuron, chlorpro Palm, cynosulfuron, cletodim, clodinafop-propargyl, clomazone, clomeprop, clopyralide, clolansulam-methyl, cumyluron, cyclosulfamuron, cycloxydim, sihalofop- Butyl, Dimuron, Dicamba, Diclobenyl, Diclo Prop-P, diclosulam, diflufenican, diflufenzopyr, dimepiperate, dimethamethrin, dimethenamid, dimethenamid-p, diquat, dithiopyr, diuron, EK2612, EPTC, esprocarb, ethoxysulfuron, etobenzanide, phenoxaprop, phenoxaprop-ethyl, phenoxaprop-ethyl + isoxidifen-ethyl, pentrazamide, plazasulfuron, Florasulam, Fluazifop, Fluazifop-P-Butyl, Flucetosulfuron, Flufenacet, Flufenpyr-ethyl, Flumetsulam, Flumichlorac-Pentyl, Flumioxazine, Fluomethuron, Flu Pyrsulfuron, fluoroxypyr, pomessafen, foramsulfuron, fumichlorac, glufosinate, glufosinate-ammonium, glufosinate-P, glyphosate, halosulfuron, haloxifol-methyl, halo Roxypop-R, Imazamabenz, Imazomax, Imazakpic, Imazafir, Imazazin, Imazaztafir, Imazo Sulfuron, indanophane, iodosulfuron, ioxynyl, ifpencarbazone, isoproturon, isoxaben, isoxaplutol, lactofen, MCPA, MCPA esters & amines, MCPB, mecoprop-P, meso Phenacet, Mesosulfuron, Mesotrione, Metamipov, Metolachlor, Metosulam, Metsulfuron, Molinate, Monosulfuron, MSMA, Napropamide, Nicosulfuron, Norflurazon, OK- 9701, orthosulfamuron, oryzaline, oxadiargyl, oxadione, oxazilomethone, oxyfluorfen, paraquat, pendimethalin, pentoxazone, petroxamide, picloram, picolina, Piperophos, pretilachlor, primisulfuron, propoxydim, propachlor, propanyl, propisochlor, propizamide, propulfocarb, propulfuron, pyraclonil, pyraflufen-ethyl, Pyrazogil, Pyrazolinate, Pyrazulfuron-ethyl, Pyrazoxifen, Pyribenzoxime, Pyrabutica Bromo, pyriphthalide, pyriminobac-methyl, pyrimidsulfan, pyroxullam, quinclolac, quinoclamin, quazolopop-ethyl-D, S-3252, saflufenacyl, cetoxydim, sima Gin, simethrin, SL-0401, SL-0402, s-metolachlor, sulcotrione, sulfentrazone, sulfosate, tefuryltrione, temportrione, terbasil, tenylchlor, thiazopyr, Thiobencarb, triclopyr, triclopyr-ester and amines, trituraline, trinexapak-ethyl, and tritosulfuron.

The synergistic mixtures of the present invention can be used in acetolactate synthase inhibitor resistant crops. The synergistic compositions of the invention further comprise 2,4-D, glyphos for 2,4-D-resistant, glyphosate-resistant, glyphosinate-resistant, dicamba-resistant or imidazolinone-resistant crops. It can be used with acetate, glyphosinate, dicamba or imidazolinone.

It is generally preferred that the synergistic compositions of the invention be used in combination with herbicides which are selective for the crops to be treated and complement the spectrum of weeds controlled by the compounds at the application rates employed. In addition, it is generally preferred to simultaneously apply the synergistic compositions of the invention and other complementary herbicides as a combination formulation or as a tank mix.

The synergistic compositions of the present invention are generally known herbicide weakeners such as venoxacore, benthiocarb, brassinolide, cloquintocet (mexyl), cymetrinyl, ciprosulfa to enhance their selectivity. Mate, dimuron, dichlormide, dicyclonon, dietholate, dimepiperate, disulfotone, fenchlorazole-ethyl, fenchlorim, flurazole, fluxofenim, furylazole, harpin protein, isoxa It can be used in combination with diphen-ethyl, mefenpyr-diethyl, mepanate, MG 191, MON 4660, naphthalic anhydride (NA), oxavetrinyl, R29148 and N -phenyl-sulfonylbenzoic acid amide.

Indeed, it may be desirable to use the synergistic compositions of the present invention in a mixture containing herbicidally effective amounts of herbicide components with one or more agriculturally acceptable auxiliaries or carriers. Suitable adjuvants or carriers should not be phytotoxic to valuable crops at the concentrations used when applying the composition for selective weed control, especially in the presence of crops, and should not chemically react with herbicide components or other compositions. Such mixtures may be designed for direct application to weeds or where they are, or may generally be concentrates or formulations that are diluted with additional carriers and auxiliaries prior to application. It may be a solid such as dust, granules, water dispersible granules, or wettable powders, or a liquid such as emulsifiable concentrates, solutions, emulsions, or suspensions.

Suitable agricultural auxiliaries and carriers useful for preparing the herbicide mixtures of the present invention are well known to those skilled in the art. Some of these adjuvants include crop oil concentrates (mineral oil (85%) + emulsifier (15%)); Nonylphenol ethoxylate; Benzylcoalkyldimethyl quaternary ammonium salts; Blends of petroleum hydrocarbons, alkyl esters, organic acids, and anionic surfactants; C ₉ -C ₁₁ alkyl polyglycosides; Phosphorylated alcohol ethoxylate; Ethoxylates of natural primary alcohol (C ₁₂ -C _16); Di- sec -butylphenol EO-PO block copolymers; Polysiloxane-methyl cap; Nonylphenol ethoxylate + ammonium urea nitrate; Emulsified methylated seed oils; Tridecyl alcohol (synthetic) ethoxylate (8EO); Tallow amine ethoxylate (15 EO); PEG (400) dioleate-99, including but not limited to.

Liquid carriers that may be used include water and organic solvents. Organic solvents typically used include petroleum fractions or petroleum hydrocarbons such as mineral oils, aromatic solvents, paraffin oils and the like; Vegetable oils such as soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, coconut oil, corn oil, cottonseed, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like; Esters of the vegetable oils; Esters of monoalcohol or divalent, trivalent, or other lower polyalcohols (containing 4-6 hydroxy), such as 2-ethyl hexyl stearate, n-butyl oleate, isopropyl myristate, propylene glycol dioleate , Di-octyl succinate, di-butyl adipate, di-octyl phthalate and the like; Esters of mono, di, and polycarboxylic acids, and the like. Specific examples of the organic solvent include toluene, xylene, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichlorethylene, perchlorethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene N -methyl-2-pyrrolidinone, N , N -dimethylalkylamide, dimethylsulfoxide, liquid fertilizer, And the like. Water is generally the best carrier for diluting concentrates.

Suitable solid carriers include talc, pyrophyllite clay, silica, attapulgus clay, kaolin clay, kigelger, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay, fuller's earth, cottonseed, wheat flour, soy flour. , Pumice, wood powder, walnut powder, lignin and the like.

In general, it may be desirable to incorporate one or more surfactants into the compositions of the present invention. Such surfactants are advantageously used in both solid and liquid compositions, in particular those designed to be diluted with a carrier prior to application. Surfactants can be anionic, cationic, or nonionic in character and can be used as emulsifiers, wetting agents, suspending agents, or for other purposes. Surfactants that are commonly used in the formulation art and may also be used in the formulations are described in particular in "McCutcheon's Detergents and Emulsifiers Annual," MC Publishing Corp., Ridgewood, New Jersey, 1998, and "Encyclopedia of Surfactants," Vol. I-III, Chemical Publishing Co., New York, 1980-81. Typical surfactants include salts of alkyl sulfates, such as diethanol ammonium lauryl sulfate; Alkylarylsulfonate salts such as calcium dodecylbenzenesulfonate; Alkylphenol-alkylene oxide adducts such as nonylphenol-C ₁₈ ethoxylate; Alcohol-alkylene oxide addition products, such as tridecyl alcohol ethoxylate -C _16; 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 lauryltrimethylammonium 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, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like; And esters of the vegetable oils.

Other auxiliaries commonly used in agricultural compositions include compatibilizers, antifoams, sequestrants, neutralizers and buffers, corrosion inhibitors, dyes, odorants, electrodeposition agents, penetration aids, tackifiers, dispersants, thickeners, freezing point depressants, antimicrobial agents, and the like. do. The composition may also contain other compatible ingredients such as other herbicides, plant growth regulators, fungicides, pesticides, and the like, and may be formulated with liquid fertilizers or solid, particulate fertilizer carriers such as ammonium nitrate, urea, and the like. have.

The concentration of the active ingredient in the synergistic compositions of the invention is generally from 0.001 to 98% by weight. Usually concentrations of from 0.01 to 90% by weight are used. In compositions designed to be used as concentrates, the active ingredient is present at a concentration that is generally from 5 to 98% by weight, preferably from 10 to 90% by weight. The composition is typically diluted with an inert carrier such as water prior to application. Dilute compositions usually applied to weeds or places with weeds generally contain from 0.0001 to 1% by weight of active ingredient, preferably from 0.001 to 0.05% by weight.

The compositions can be applied to weeds or places where they are, by the use of conventional land or air splitters, nebulizers and atomizers, by addition to irrigation water, and by other conventional means known to those skilled in the art.

The invention is illustrated by the following examples.

Example

Packing terms ( Field Condition Evaluation of herbicidal activity after germination of the mixture under

Way

This test was performed under packaging conditions in Japan. The test site was located on a commercial rice farming site. Rice was cultivated using general cultivation methods for fertilization, sowing, and maintenance to ensure that crops and weeds could grow well. Tests were performed using general research methods. The test strip was 2-4 meters (m) wide and 2-4 m long. Three treatments per treatment were performed to apply all treatments using a randomized full house trial design. There were naturally occurring weed communities at the test site. Weed spectrum of Echinochloa ( Echinochloa) crus - galli) (ECHCG), Syr crispus junkoyi Death (Scirpus juncoides ) (SCPJU), Monochoria vaginalis ) (MOOVP), Ammannia multiflora ) (AMMMU), Eleocharis kuroguwai (ELOKU), Lindernia procumbens ) (LIDPY) and Cyperus serotinus ) (CYPSE), but is not limited to such.

The treatment consisted of a tank mix of formulated products applied to water. All applications were made by manually squatting with water in the paddy field manually.

evaluation

The treated and control sites were graded in a blind manner at various intervals after application. Grading was based on visual weed control rate (%), where 0 indicates no damage and 100 indicates complete death.

Data for all tests were collected and analyzed using various statistical methods.

Colby's equation was used to determine the herbicidal effects predicted from the mixture (Colby, SR Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 1967 15, 20-22).

The following equation was used to calculate predictions for the activity of the mixture containing the two active ingredients, A and B:

Prediction = A + B-(A x B / 100)

Where A = efficacy observed for active ingredient A at the same concentration as used in the mixture;

B = efficacy observed for active ingredient B at the same concentration as used in the mixture;

The results are summarized in Tables 1-3 below.

Penos Sulam  + Benfuresate  30 days after application Elapsed  Synergistic Weed Control at a Time-Package Trial # 1 Application rate ( g ai / ha) AMMMU ECHCG MOOVP Penos Sulam Benfuresate Ob Ex Ob Ex Ob Ex 15 0 0 - 42 - 20 - 0 500 0 - 13 - 13 - 15 500 54 0 74 48 65 29 AMMMU-Ammania Multiflora
ECHCG-Echinokloa Cruz-Gali
MOOVP-Mono Korea Baginalis
g ai / ha-the number of active ingredients per hectare
Ob-Control observations (%)
Ex-% control estimates by Colby's equation

Penos Sulam  + Benfuresate  30 days after application Elapsed  Synergistic Weed Control When When-Field Trials # 1 and # 2 Application rate ( g ai / ha) CYPSE ELOKU SCPJU Penos Sulam Benfuresate Ob Ex Ob Ex Ob Ex 15 0 3 - 0 - 27 - 0 500 0 - 27 - 17 - 15 500 40 3 54 27 68 40 20 0 0 - - - - - 0 500 0 - - - - - 20 500 37 0 - - - - CYPSE-Cyprus Serotos
ELOKU-Eleokaris Kuroguwai
SCPJU-Sirpus Juncoides
g ai / ha-the number of active ingredients per hectare
Ob-Control observations (%)
Ex-% control estimates by Colby's equation

Penos Sulam  + Benfuresate  After application, 27 days from application Elapsed  Synergistic Weed Control When When-Field Test # 3 Application rate ( g ai / ha) LIDPY SCPJU Penos Sulam Benfuresate Ob Ex Ob Ex 15 0 27 - 62 - 0 500 7 - 33 - 15 500 84 31 95 74 LIDPY-Lindernia Procumbens
SCPJU-Sirpus Juncoides
g ai / ha-the number of active ingredients per hectare
Ob-Control observations (%)
Ex-% control estimates by Colby's equation

Claims (5)

A herbicide mixture comprising an herbicidally effective amount of (a) phenoxsulam and (b) benfuresate. The mixture of claim 1 wherein the weight ratio of benfuresate to phenoxsulam on an active ingredient (ai) basis is from 6: 1 to 95: 1. A herbicide composition comprising an herbicidally effective amount of the herbicide mixture of claim 1 and an agriculturally acceptable adjuvant or carrier. A method of controlling unwanted vegetation, comprising contacting the vegetation or the location thereof with a herbicidally effective amount of the herbicide mixture of claim 1. A method of controlling unwanted vegetation in rice, the method comprising contacting the vegetation or the location thereof with a herbicidally effective amount of the herbicide mixture of claim 1.