Herbicidal mixture comprising bifenox and chloroacetamide compound

Abstract

The present invention relates to a method for controlling undesired vegetation in the crop by applying to the locus of the undesired vegetation an herbicidal mixture comprising an herbicidally effective amount of bifenox and an herbicidally effective amount of a chloroacetamide compound, wherein the chloroacetamide compound is selected from the group consisting of butachlor or pretilachlor.

Description

[0001] HERBICIDAL MIXTURE COMPRISING BIFENOX AND CHLORO ACETAMIDE

[0002] COMPOUND

[0003] Field of the Invention:

[0004] The present invention provides a method for controlling undesired vegetation by applying to the locus of the undesired vegetation an herbicidal mixture comprising an herbicidally effective amount of bifenox and an herbicidally effective amount of a chloroacetamide compound, wherein the chloroacetamide compound is selected from the group consisting of pretilachlor or butachlor.

[0005] Background of the Invention:

[0006] The control of undesired vegetation is extremely important in order to achieve high crop efficiency. Undesired vegetation or weeds cause damage to agricultural crops and adversely affect crop productivity by competing with the crop for mineral nutrients, nitrogen, water and sunlight.

[0007] Herbicides have a phytotoxic effect on unwanted plants and so they are used in plant protection for controlling the undesired vegetation or totally inhibiting their growth. Herbicides can be non-selective, which means that they can destroy all growth. Other types of herbicides are selective herbicides that kill specific target plants while leaving the desired / economically important plants relatively unharmed. Some of these acts by interfering with the growth of the undesired vegetation and are often synthetic mimics of natural plant hormones. However, these herbicides may not be effective against certain types of other undesired vegetation that may also be present in the crop to be protected.

[0008] Therefore, there is a strong need for mixing two or more herbicides. Unfortunately, most of such herbicides exhibit phytotoxicity to the economically important plants as well as to the target plants called undesired vegetation or weeds that are sought to be controlled.

[0009] Mixtures of selected herbicides have several advantages over the use of a single herbicide including (a) an increase in the spectrum of undesired vegetation or weed controlled or an extension of weed control over a longer period of time; (b) an improvement in crop safety by using minimum doses of selected herbicides applied in combination rather than a single high dose of one herbicide; and (c) a delay in the appearance of resistant undesired vegetation or weed species to selected herbicides.

[0010] W02000 / 027203 patent application discloses an herbicidal composition for the selective control of broad-leaved weeds and grasses in crops resistant to protoporphyrinogen oxidase inhibitors comprising an herbicide that inhibits the action of protoporphyrinogen oxidases (for example, bifenox) and at least one further pesticide selected from the group consisting of coherbicides, fungicides and insecticides / parasites. It does not disclose any working example for the combination of bifenox with other herbicidal compounds.

[0011] Therefore, there exists a need in the art to develop an herbicidal mixture or its composition, which is stable, synergistic in nature, broad spectrum, and environmentally safe in control of undesired vegetation or weeds and grasses in crops of the cultivated plants. The herbicidal mixture or its composition must show a broader scope of activity to avoid or to prevent the development of resistant varieties of undesired vegetation or weeds to the active ingredients used by farmers while minimizing the doses of chemicals sprayed in the agricultural fields.

[0012] As a solution to the above-mentioned problems, the inventors of the present invention surprisingly found that a method for controlling undesired vegetation by applying an herbicidal mixture comprising an herbicidally effective amount of bifenox and an herbicidally effective amount of a chloroacetamide compound, to a locus of the undesired vegetation to effectively control the undesired vegetation.

[0013] Summary of the Invention:

[0014] A method for controlling undesired vegetation in a crop by applying to the locus of the undesired vegetation an herbicidal mixture comprising: a) an herbicidally effective amount of bifenox; and b) an herbicidally effective amount of a chloroacetamide compound, wherein the bifenox and chloroacetamide compounds are applied in a ratio of from about 1 : 1 (bifenox / chloroacetamide compound) to 1 :40 (bifenox / chloroacetamide compound).

[0015] In an aspect, the present invention provides a method for controlling undesired vegetation in the crop by applying to the locus of the undesired vegetation an herbicidal mixture comprising an herbicidally effective amount of bifenox and an herbicidally effective amount of pretilachlor.

[0016] In a further aspect, the present invention provides that the crop is selected from the group comprising rice, cotton, barley, wheat, peanuts, soybeans, sugarbeet, sugarcane, and brassicas.

[0017] In another aspect, the present invention provides a method that comprises applying the herbicidal mixture of bifenox and a chloroacetamide compound that is applied to the rice crop, the locus of the rice crop, and the propagation material of the rice crop.

[0018] In an aspect, the present invention provides a method of applying the herbicidal mixture in an amount, bifenox is applied at a rate of about 120 g a.i. / ha to 720 g a.i. / ha and pretilachlor is applied at a rate of about 300 g a.i. / ha to 1250 g a.i. / ha.

[0019] In another aspect, the present invention provides that the bifenox and chloroacetamide compound is applied simultaneously, separately, or sequentially.

[0020] In a further aspect, the present invention provides that the undesired vegetation is monocot weeds, dicot weeds, grasses or sedges.

[0021] In yet another aspect, the undesired vegetation is selected from the group comprising Amaranthus retroflexus; Abutilon theophrasti; Echinochloa colonum; Echinochloa crusgalli; Eleusine indica; Eclipta alba; Eclipta prostrata; Cyperus difformis; Cyperus iria; Cyperus rotundus; Chenopodium album; Digitaria sanguinalis; Datura stramonium; Ipomoea purpurea; Ipomoea hederacea; Frimbristylis miliacea; Kochis scoparia; Leptochloa chinensis; Ludwigia parviflora; Linder nia dubia; Monochoria vaginalis; Mollugo verticillala; Polygonum Persicaria; Polygonum pensylvanicum; Pontederia vaginalis; Sida spinosa; Solanum ptycanthum; Sphenoclea Zeylanica and Trianthema portulacastrum.

[0022] In an aspect, the present invention provides that the bifenox and chloroacetamide compound is applied in a ratio of from about 1 : 1 (bifenox / chloroacetamide compound) to 1 :40 (bifenox / chloroacetamide compound), preferably in a ratio of about 1 : 10, more preferably in a ratio of about 1 :2.

[0023] In another aspect, the present invention provides that the bifenox and pretilachlor is applied in a ratio of from about 1 : 1 (bifenox / pretilachlor) to 1 : 10 (bifenox / pretilachlor).

[0024] In a further aspect, the present invention provides that the herbicidal mixture further comprises a safener, wherein the safener is selected from the group comprising benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, jiecaowan, jiecaoxi, metcamifen, mefenpyr, mephenate, naphthalic anhydride, 2,2,5-trimethyl-3-(dichloroacetyl)-l,3-oxazolidine (R- 29148), 4-(Dichloroacetyl)-l-oxa-4-azaspiro[4.5]decane (AD-67), 2-dichloromethyl-2- methyl-l,3-dioxolane (MG-191), oxabetrinil or esters thereof.

[0025] In yet another aspect, the present invention provides that the herbicidal mixture further comprises at least one other herbicidal compound.

[0026] The undesired vegetation in the crop is controlled by applying an herbicidally effective amount of the composition comprising bifenox, chloroacetamide compound and agriculturally acceptable carrier.

[0027] The above aspects and other objectives will become more apparent in view of the description given below.

[0028] Detailed Description of the Invention:

[0029] In describing the embodiments of the invention, specific terminology is resorted to for the sake of clarity. However, it is not intended that the invention be limited to the specific terms so selected, and it is to be understood that each specific term includes all technical equivalents that operate in a similar manner to accomplish a similar purpose.

[0030] It will be understood that the terminology used herein is for the purpose of describing embodiments only and is not intended to be limiting. As used in this specification, the singular forms “a”, “an” and “the” include plural referents unless the context clearly dictates otherwise. Thus, for example, the reference to “a surfactant” includes one or more of such surfactants.

[0031] Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one ordinarily skilled in the art to which the invention pertains. Although other methods and materials similar, or equivalent, to those described herein can be used in the practice of the present invention, the preferred materials and methods are described herein.

[0032] As used herein, terms “comprises”, “comprising”, “includes”, “including”, or any other variation thereof, are intended to cover a non-exclusive inclusion, subject to any limitation explicitly indicated. For example, a composition or a method that comprises a list of elements is not necessarily limited to only those elements but may include other elements not expressly listed or inherent to such composition or method.

[0033] Throughout the application, descriptions of various embodiments use the term “comprising”; however, it will be understood by one of the person skill in the art that in some specific instances, an embodiment can alternatively be described using the language “consisting essentially of’ or “consisting of.”

[0034] As used herein, the term “crop” includes reference to a whole plant, plant organ (e.g., leaves, stems, twigs, roots, trunks, limbs, shoots, fruits, etc.), plant cells, or plant seeds. The term also encompasses plant propagation materials, which may include seeds and spores, and vegetative structures such as bulbs, corms, tubers, rhizomes, roots, stems, basal shoots, stolons, and buds.

[0035] As used herein, the term “locus” includes not only areas where undesired vegetation may already be growing, but also areas where undesired vegetation has yet to emerge and areas under cultivation.

[0036] As used herein, the term “control of undesired vegetation” refers to the interference with the normal growth and development of the undesired vegetation. Examples of control activity include, but are not limited to, inhibition of root growth, inhibition of shoot growth, inhibition of shoot emergence, inhibition of seed production, or reduction of biomass of the undesired vegetation.

[0037] As used herein, the term “composition” or “formulation” can be used interchangeably, unless stated otherwise, and is meant to encompass, and is not limited to, compositions or formulations containing the combination of bifenox and a chloroacetamide compound.

[0038] As used herein, the term “mixture” or “combination” refers, but is not limited to, a combination in any physical form, e.g., blend, solution, alloy, or the like.

[0039] As used herein, the term “effective” when used to describe a method for controlling of undesired vegetation means that the method provides a good level of control of the undesired vegetation without significantly interfering with the normal growth and development of the crop.

[0040] As used herein, the term “effective amount” refers to an amount of the compound that, when ingested, contacted with or sensed, is sufficient to achieve a good level of control. As used herein, the term “about” when used in connection with a numerical value includes ±10% from the indicated value. In addition, the endpoints of all ranges directed to the same component or property herein are inclusive of the endpoints, are independently combinable, and include all intermediate points and ranges. It is understood that where a parameter range is provided, all integers within that range, and tenths thereof, are also provided by the invention. For example, “0.1-99 wt. %” includes 0.1 wt. %, 0.2 wt. %, 0.3 wt. %, etc. up to 99 wt. %.

[0041] Accordingly, unless indicated to the contrary, the numerical parameters set forth in the following specification and attached claims are approximations that may vary depending upon the desired properties sought to be obtained.

[0042] At the very least, each numerical parameter should at least be construed in light of the number of reported significant digits and by applying ordinary rounding techniques. In addition, the endpoints of all ranges directed to the same component or property herein are inclusive of the endpoints, are independently combinable, and include all intermediate points and ranges.

[0043] As used herein, the term “herbicide resistance” refers to the inherited / inheritance ability of an individual undesired vegetation species to survive any herbicide application that would kill a normal population of the same species.

[0044] As used herein, the term “agriculturally acceptable carrier” refers to substances that are commonly used to provide stability or to increase the activity profile of the composition or formulation with or without having agrochemical activity or direct effect on the undesired weeds.

[0045] As used herein, the term “surfactant” refers to a compound that, when dissolved in a liquid, reduces the surface tension of the liquid, reduces the interfacial tension between two liquids, or which reduces surface tension between a liquid and a solid.

[0046] As used herein, the term “anti -freezing” refers to the agent used to prevent the aqueous composition from freezing.

[0047] As used herein, the term “anti-foaming” can be used interchangeably with “defoamer”. It is generally added to the composition to prevent the formation of foam.

[0048] As used herein, the term “biocide” refers to the agent used for the preservation against spoilage from bacteria, yeasts and fungi. As used herein, the term “thickener” refers to a polymeric material, which at a low concentration increases the viscosity of an aqueous solution and helps to stabilize the composition.

[0049] As used herein, the term % “w / w” refers to percentage of the weight of the respective component with respect to the total weight of the composition.

[0050] As used herein, the term “bifenox” encompasses bifenox or its agrochemically acceptable salt, derivative, or any other modified form of bifenox.

[0051] As used herein, the term “chloroacetamide compound” encompasses the compound that belongs to the chloroacetamide class of herbicides, such as pretilachlor or butachlor.

[0052] As used herein, the term “pretilachlor” encompasses pretilachlor or its agrochemically acceptable salt, derivative or any other modified form of pretilachlor.

[0053] As used herein, the term “butachlor” encompasses butachlor or its agrochemically acceptable salt, derivative or any other modified form of butachlor.

[0054] As used herein, the term “herbicide” or “herbicidal” refers to an active ingredient that kills, controls or otherwise adversely modifies the growth of plants. Herbicidally effective is an amount of one or more active ingredients that causes an adversely modifying effect and includes deviations from natural development, killing, regulation, desiccation, retardation and the like.

[0055] As used herein, the term “post-emergence” refers to the application of the herbicide composition to the weeds that have emerged from the soil. The term “pre-emergence” refers to the application of the herbicide composition to a habitat, a weed, or soil, prior to the emergence of the weeds from the soil.

[0056] The present subject matter relates to a method for controlling undesired vegetation in a crop by applying to the locus of the undesired vegetation an herbicidal mixture comprising a) an herbicidally effective amount of bifenox; and b) an herbicidally effective amount of a chloroacetamide compound, wherein the bifenox and chloroacetamide compound are applied in a ratio of from about 1 : 1 (bifenox / chloroacetamide compound) to 1 :40 (bifenox / chloroacetamide compound), wherein the chloroacetamide compound is selected from the group consisting of butachlor or pretilachlor.

[0057] In another embodiment, the present invention provides a method for controlling undesired vegetation in the crop by applying an herbicidal mixture comprising an herbicidally effective amount of bifenox and an herbicidally effective amount of pretilachlor.

[0058] In yet another embodiment, the present invention provides a method for controlling undesired vegetation in the crop by applying an herbicidal mixture comprising an herbicidally effective amount of bifenox and an herbicidally effective amount of butachlor.

[0059] In some embodiment, the undesired vegetation is monocot weeds, dicot weeds, grasses or sedges.

[0060] In a further embodiment, the herbicidal mixture of bifenox and chloroacetamide compound is synergistic in nature.

[0061] The term “synergistic in nature” refers to the herbicidal effect for a given mixture of two herbicides where the herbicidal activity of the combination exceeds the total of the individual herbicidal activities of the herbicides when applied separately.

[0062] The herbicidal mixture of the present invention, or its composition, is applied on the crops of cultivated plants, which include one or more of cereals, wheat, barley, oats, winter wheat, spring wheat, winter barley, spring barley, triticale, cereal rye, winter durum wheat, spring durum wheat, winter oat, spring oat, fodder cereals, fodder beet, maize, sugar beet, soybean, canola, oilseed rape, cotton, sunflower, sorghum, rice, forestry, turfgrass, sugar cane, ray -grass, cocksfoot, fescue, timothy, grass for seed and grassland and non-crop areas.

[0063] In an embodiment, the herbicidal mixture is applied to the crop selected from the group comprising rice, cotton, barley, wheat, peanuts, soybeans, sugarbeet, sugarcane, and brassicas.

[0064] In yet another embodiment, the present invention provides a method for controlling undesirable vegetation that comprises applying the herbicidal mixture to the vegetation or the locus thereof or applying it to the soil or water to prevent the emergence or growth of the undesirable vegetation.

[0065] In a preferred embodiment, the herbicidal mixture is applied to the rice crop, the locus of the rice crop, and the propagation material of the rice crop. In addition, the mixture or the composition, uses and methods of the present invention can effectively control weed biotypes with target-site resistance but also weed biotypes with nontarget site resistance.

[0066] A particular advantage is that the compositions, uses and methods of the present invention also provide effective control of weed biotypes having both target-site resistance and non-targetsite resistance. As used herein “Target-site resistance” occurs by mutation within a gene coding for an herbicide target-site enzyme (limiting the herbicide binding) or by overproduction of the target enzyme (gene overexpression or amplification). As used herein “Non-target-site resistance” involves mechanisms that minimize the amount of active herbicide reaching the target site (e.g. reduced herbicide uptake or translocation, increased herbicide sequestration, or enhanced herbicide metabolism).

[0067] In some embodiments, the present invention provides an herbicidal mixture of bifenox, and a chloroacetamide compound selected from the group consisting of pretilachlor and butachlor, for controlling the undesired vegetation such as Echinochloa spp. against herbicide resistance. In some embodiments, the present invention provides a method for controlling undesired vegetation in the crop resistance to bifenox by applying the herbicidal mixture of herbicidally effective amount of bifenox and chloroacetamide compound. In some embodiments, the present invention provides a method for controlling undesired vegetation in the crop resistance to chloroacetamide compound by applying the herbicidal mixture of herbicidally effective amount of bifenox and chloroacetamide compound.

[0068] The herbicidal mixture comprises bifenox and chloroacetamide compound, which is applied to the crop, wherein bifenox is applied at a rate of about 120 g a.i. / ha to 720 g a.i. / ha and chloroacetamide compound is applied at a rate of about 240 g a.i. / ha to 4500 g a.i. / ha.

[0069] In an embodiment, the herbicidal mixture comprises bifenox and pretilachlor, which is applied to the crop, wherein bifenox is applied at a rate of about 120 g a.i. / ha to 720 g a.i. / ha and pretilachlor is applied at a rate of about 300 g a.i. / ha to 1250 g a.i. / ha.

[0070] In another embodiment, the herbicidal mixture comprises bifenox and pretilachlor, which is applied to the crop, wherein bifenox is applied at a rate of about 200 g a.i. / ha to 500 g a.i. / ha and pretilachlor is applied at a rate of about 500 g a.i. / ha to 800 g a.i. / ha. In a preferred embodiment, the herbicidal mixture comprises bifenox and pretilachlor, which is applied to the crop, wherein bifenox is applied at a rate of about 300 g a.i. / ha and pretilachlor is applied at a rate of about 600 g a.i. / ha.

[0071] In a further embodiment, the herbicidal mixture comprises bifenox and butachlor, which is applied to the crop, wherein bifenox is applied at a rate of about 120 g a.i. / ha to 720 g a.i. / ha and pretilachlor is applied at a rate of about 240 g a.i. / ha to 4500 g a.i. / ha.

[0072] In yet another embodiment, the herbicidal mixture comprises bifenox and butachlor, which is applied to the crop, wherein bifenox is applied at a rate of about 200 g a.i. / ha to 500 g a.i. / ha and butachlor is applied at a rate of about 300 g a.i. / ha to 1500 g a.i. / ha.

[0073] In a preferred embodiment, the herbicidal mixture comprises bifenox and butachlor, which is applied to the crop, wherein bifenox is applied at a rate of about 300 g a.i. / ha and butachlor is applied at a rate of about 600 g a.i. / ha.

[0074] The application rates of the herbicidal mixture may vary, depending on the desired effect. The herbicidal mixture of bifenox and a chloroacetamide compound can be applied in any manner such as simultaneously, separately, or sequentially.

[0075] In some embodiments, chloroacetamide compound is applied 14 days, 13 days, 12 days, 11 days, 10 days, 9 days, 8 days, 7 days, 6 days, 5 days, 4 days, 3 days, 2 days, or 1 day before bifenox herbicide application. In some embodiments, the chloroacetamide compound is applied 1 day, 2 days, 3 days, 4 days, 5 days, 6 days, 7 days, 8 days, 9 days, 10 days, 11 days, 12 days, 13 days or 14 days after bifenox herbicide application. In some embodiments, chloroacetamide compound is applied parallel to the application of bifenox herbicide. In some embodiments, chloroacetamide compound and bifenox herbicide are applied on the same day.

[0076] In some embodiments, the herbicidal mixture is applied at a rate from 0.1 liter / ha to 300 liter / ha. In some embodiments, the herbicidal mixture is applied at a rate from 100 liter / ha to 300 liter / ha. In some embodiments, the herbicidal mixture is applied at a rate from 0.1 liter / ha to 10 liter / ha.

[0077] The application rate of the herbicidal mixture of bifenox and a chloroacetamide compound is in a ratio of from about 1 : 1 (bifenox / chloroacetamide compound) to 1 :40 (bifenox / chloroacetamide compound). In some embodiments, the herbicidal mixture of bifenox and a chloroacetamide compound is in a ratio of from about 1 : 1 (bifenox / chloroacetamide compound) to 1 : 10 (bifenox / chloroacetamide compound). In some embodiments, the herbicidal mixture of bifenox and a chloroacetamide compound is in a ratio of from about 1 :1 (bifenox / chloroacetamide compound) to 1 :5 (bifenox / chloroacetamide compound). In some embodiments, the herbicidal mixture of bifenox and a chloroacetamide compound is in a ratio of from about 1 :2 (bifenox / chloroacetamide compound).

[0078] In an embodiment, bifenox and pretilachlor are applied in a ratio of from about 1 : 1 (bifenox / pretilachlor) to 1 : 10 (bifenox / pretilachlor).

[0079] In a preferred embodiment, bifenox and pretilachlor are applied in a ratio of from about 1 :2 (bifenox / pretilachlor).

[0080] In another embodiment, bifenox and butachlor are applied in a ratio of from about 1 : 1 (bifenox / butachlor) to 1 :40 (bifenox / butachlor).

[0081] In a further embodiment, bifenox and butachlor are applied in a ratio of from about 1 : 1 (bifenox / butachlor) to 1 :20 (bifenox / butachlor).

[0082] In a preferred embodiment, bifenox and butachlor are applied in a ratio of from about 1 : 10 (bifenox / butachlor).

[0083] The weight ratio of bifenox to a chloroacetamide compound can vary depending upon the various conditions such as the type of formulation, weather conditions, the type of crop, and the type of the undesired vegetation.

[0084] The undesired vegetation in the crop is controlled by applying an herbicidally effective amount of the composition comprising bifenox, chloroacetamide compound and agriculturally acceptable carrier.

[0085] In a further embodiment, the herbicidal composition of bifenox and chloroacetamide compound is synergistic in nature.

[0086] In an embodiment, the amount of the active ingredients in the composition is about 0.1-99% w / w, or about 0.1-95% w / w, or about 0.1-90% w / w, based on the total weight of the composition. In another embodiment, the amount of the active ingredients in the composition is about 30-50% w / w, based on the total weight of the composition. In yet another embodiment, the amount of the active ingredients in the composition is from about 0.1%, 0.5%, 1%, 1.5%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5%, 5% to about 90%, 93%, 95%, 98%, 99% based on the total weight of the composition.

[0087] The agriculturally acceptable carrier used to formulate the herbicidal composition is selected from the group comprising solvent, filler, binder, surfactant, anti-freezing agent, antifoaming agent, biocide, thickener, or pH modifier.

[0088] In an embodiment, the agriculturally acceptable carrier for the preparation of the water dispersible granule composition is selected from the group comprising surfactant, binder, antifoaming and filler.

[0089] In another embodiment, the agriculturally acceptable carrier for the preparation of oil dispersion composition is selected from the group comprising solvent, surfactant, thickener, pH modifier, and antifoaming agent.

[0090] In a further embodiment, the agriculturally acceptable carrier for the preparation of suspension concentrate and emulsifiable concentrate composition is selected from the group comprising solvent, surfactant, anti-freezing agent, antifoaming, biocide, thickener or pH modifier.

[0091] The solvent is generally added to the composition to increase the solubility of the components of the composition. Suitable solvent used herein, but are not limited to water; aromatic hydrocarbons such as alkylbenzenes and alkylnaphthalenes; alcohols such as methanol, cyclohexanol, and decanol; ethylene glycol; polypropylene glycol; dipropropylene glycol; N,N-dimethylformamide; dimethylsulfoxide; N-alkylpyrrolidones such as N-methyl-2- pyrrolidone; paraffins; various oils such as olive, castor, linseed, tung, sesame, com, peanut, cotton-seed, soybean, rape-seed, or coconut oil; fatty acid esters; ketones such as cyclohexanone, 2-heptanone, isophorone, and 4-hydroxy-4-methyl-2-pentanone; and the like.

[0092] In the present invention, the solvent is present in an amount of 5 to 90% w / w and preferably in an amount of 5 to 80% w / w.

[0093] Surfactant (an emulsifying agent / a wetting agent / a dispersing agent) comprises anionic, nonionic, amphoteric, and polymeric surfactants or a combination thereof. It is preferred to use one or more than one kind of surfactant. Surfactants are compounds that lower the surface tension (or interfacial tension) between two liquids, between a gas and a liquid, or between a liquid and a solid. Surfactants were added to stabilize the oil dispersion or emulsifiable concentrate composition and improve the viscosity of the liquid phase in order to prevent the insoluble actives from falling out of suspension and prevent sedimentation in oil dispersion formulation and prevent breakdown in emulsifiable concentrate composition, which occurs due to aggregation and coalescence.

[0094] Surfactant is selected from the group comprising, but not limited to, polyalkoxylated, preferably polyethoxylated, saturated and unsaturated aliphatic alcohols, having 8 to 24 carbon atoms in the alkyl radical, which is derived from the corresponding fatty acids or from petrochemical products, and having 1 to 100, preferably 2 to 50, ethylene oxide units (EO), it being possible for the free hydroxyl group to be alkoxylated, which are commercially available, for example as Genapol® X such as Genapol X 150 and Genapol® O series (Clariant), Crovol® M series (Croda) or as Lutensol® series (BASF), for example Lutensol® -A series, -AT series, -AO series, -ON series, TO series or -XL series, - Imbentin series such as Imbentin T / 65, Imbentin T / 150; polyalkoxylated, preferably polyethoxylated, arylalkylphenols, such as, for example, 2,4,6-tris- (l-phenylethyl)phenol (tristyrylphenol) having an average degree of ethoxylation of between 10 and 80, preferably from 16 to 40, such as, for example Soprophor® BSU (Rhodia) or HOE S 3474 (Clariant); tri styrylphenol ethoxylate phosphate ester such as Soprophor® 3D33; polyalkoxylated, preferably polyethoxylated, alkylphenols having one or more alkyl radicals, such as, for example, nonylphenol or tri-sec-butylphenol, and a degree of ethoxylation of between 2 and 40, preferably from 4 to 15, such as, for example, Arkopal® N series or Sapogenat® T series (Clariant); polyalkoxylated, preferably polyethoxylated, hydroxyfatty acids or glycerides which contain hydroxyfatty acids, such as, for example, ricinine or castor oil, having a degree of ethoxylation of between 10 and 80, preferably from 25 to 40, such as, for example, the Emulsogen® EL series (Clariant) or the Agnique® CSO series (Cognis), Emulsogen EL-400; polyalkoxylated, preferably poly ethoxylated, sorbitan esters, such as, for example, Atplus® 309 F (Uniqema); Alkamuls® series (Rhodia), Tween 20; Tween 80; alkoxylated polyol ester such as, for example Atplus UEP 100; polyalkoxylated, preferably polyethoxylated amine, such as, for example, Genamin® series (Clariant), for example Genamin®-C series, -O series such as Genamin O 200, -S series or -T series, Imbentin® CAM series (Kolb) or Lutensol® F series (BASF); di- and tri-block copolymers, for example from alkylene oxides, for example from ethylene oxide and propylene oxide, having average molar masses between 200 and 10000, preferably from 1000 to 4000 g / mol, the proportion by mass of the poly ethoxylated block varying between 10 and 80%, such as, for example, the Genapol® PF series (Clariant), the Pluronic® series (BASF), or the Synperonic® PE series (Uniqema); Atlas™ G-5002L; alkyl polyglucoside such as decyl glucoside; polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether, or polyoxyethylene coconut fatty alcohol ether; polyoxyethylene alkynyl ether such as polyoxyethylene 2,4,7,9-tetramethyl-5-decyn-4,7-diol ether; polyoxyethylene aryl ethers such as polyoxyethylene nonylphenyl ether or polyoxyethylene tri styrylphenyl ether; polyoxyethylene fatty acid esters such as polyoxyethylene monolaurate, polyoxyethylene distearate or polyoxyethylene resin acid ester; polyalkoxylated, preferably polyethoxylated, surfactant which are ionically modified, for example by conversion of the terminal free hydroxyl function of the polyethylene oxide block into a sulfate or phosphate ester (for example as alkali metal and alkaline earth metal salts), such as, for example, Genapol® LRO or dispersant 3618 (Clariant), Emulphor® (BASF) or Crafol® AP (Cognis); alcohol polyglycol ether such as Ethylan NS 500 LQ®; polyacrylate such as Dispersogen PSL 100®; alkali metal and alkaline earth metal salts of alkylarylsulfonic acids having a straight-chain or branched alkyl chain, such as phenyl sulfonate CA or phenyl sulfonate CAL (Clariant), Atlox® 3377BM (ICI), or the Empiphos® TM series (Huntsman); polyelectrolytes, such as lignosulfonates, condensates of naphthalenesulfonate and formaldehyde, polystyrenesulfonate or sulfonated unsaturated or aromatic polymers (polystyrenes, polybutadienes or polyterpenes), such as the Tamol® series (BASF), Morwet® D425 (Witco), Kraftsperse® series (Westvaco) or Borresperse® series (Borregard). polyoxyethylene polyoxypropylene alkyl ether such as polyoxyethylene polyoxypropylene lauryl ether; polyoxyethylene polyoxypropylene aryl ether such as polyoxyethylene polyoxypropylene styrylphenyl ether; polyoxyethylene alkyl amines such as polyoxyethylene stearyl amine; polyoxyethylene fatty acid amide such as lauric acid diethanolamid; fluorinated surfactant; alkyl sulfates such as sodium lauryl sulfate; alkylbenzene sulfonate such as dodecylbenzene sulfonate calcium salt for example Nansa EVM 70 / 2E; phosphate ester of natural fatty alcohol such as oleyl alcohol (Croadfos 03 A); polyoxyethylene alkyl ether sulfates such as sodium polyoxyethylene lauryl ether sulfate; polyoxyethylene aryl ether sulfates such as sodium polyoxyethylene nonylphenyl ether sulfate or ammonium polyoxyethylene tri styrylphenyl ether sulfate; aryl sulfonate such as calcium dodecyl benzene sulfonate, sodium naphthalene sulfonate or sodium naphthalene sulfonate formaldehyde condensate; ‘alpha’ -olefin sulfonate; alkyl sulfosuccinate such as sodium dioctyl sulfosuccinate such as Aerosol® OT-AND; sodium lignosulfonate; poly carboxylic acid sodium salt; N-methyl fatty acid sarcosinate; polyoxyethylene alkyl ether phosphate; polyoxyethylene aryl ether phosphates such as polyoxyethylene phenyl ether phosphate; polyoxyethylene alkyl phenyl ether phosphate; graft co-polymers such as polymethyl methacrylate-polyethylene glycol graft copolymer; or a combination thereof.

[0095] In the present invention, the surfactant is present in an amount of 0.01 to 30% w / w and preferably in an amount of 0.1 to 20% w / w.

[0096] Anti-freezing agent is generally added to the composition to prevent the aqueous compositions from freezing. Suitable anti-freezing agents used herein include, but are not limited to, glycerine, propylene glycol, diethylene glycol, monoethylene glycol, or a combination thereof. The anti -freezing agent is present in an amount in the range from 1 to 10% w / w and preferably in an amount of 1 to 6% w / w.

[0097] Anti-foaming agent is generally added to the composition for prevention of the foam formation. Suitable anti-foaming agents used herein include, but are not limited to, silicone emulsions such as dimethyl polysiloxane emulsion. The anti-foaming is present in an amount in the range from 0.01 to 1% w / w and preferably in an amount of 0.01 to 0.50% w / w.

[0098] Biocide is generally added to the composition for prevention against spoilage from bacteria, yeasts and fungi. Suitable biocides used herein include, but are not limited to, 20% aqueous dipropylene glycol solution of l,2-benzisothiazolin-3-one, formaldehyde, isothiazolinone or a combination thereof. The biocide is present in an amount in the range from 0.01 to 1% w / w and preferably in an amount of 0.01 to 0.50% w / w. pH modifier is a compound that is used to mix with different additives or other agrochemicals of different acidities or alkalinities. pH modifiers are selected from the group comprising, but not limited to, sodium or potassium carbonate, sodium or potassium hydrogen carbonate, sodium or potassium dihydrogen phosphate, di sodium or dipotassium hydrogen phosphate, citric acid, malic acid, triethanolamine, fatty acids such as lauric acid and oleic acid, fatty amines, preferably potassium carbonate. These pH modifiers may be used alone or in combination thereof. pH modifier is present in an amount of 0.01 to 2.00% w / w and preferably from 0.1 to 0.35% w / w.

[0099] The filler is selected from the group comprising china clay, bentonite, precipitated silica, fused silica, fumed silica, lactose monohydrate or a combination thereof and present in an amount of 20 to 80% w / w.

[0100] The binder is selected from a group comprising starch, methylcellulose, carboxymethyl cellulose, polyvinylpyrrolidone, starch, polyethylene glycol or a combination thereof. The binder is present in an amount of 0.50 to 2% w / w.

[0101] The herbicidal composition of the present invention may be employed or formulated in any conventional form as Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder

[0102] (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule

[0103] (EG), Emulsion water-in-oil (EO), Emulsifiable powder (EP), Emulsion for seed treatment (ES), Emulsion oil-in water (EW), Flowable concentrate for seed treatment (FS), Granules (GR), Micro-emulsion (ME), Oil -dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo-emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension, Tablet (TB), Ultra-low volume (ULV) liquid, Water dispersible granules (WG), Wettable powder (WP), Water dispersible powder for slurry seed treatment (WS), Water dispersible tablet (WT), a mixed formulation of CS and SC (ZC) or a mixed formulation of CS and SE (ZE), a mixed formulation of CS and EW (ZW), preferably the herbicidal composition is formulated as water dispersible granule, suspension concentrate, oil dispersion or emulsifiable concentrate.

[0104] In addition to the bifenox and chloroacetamide compound, the herbicidal mixture or its composition of the present invention may further comprise at least one other herbicide that is different from bifenox and chloroacetamide compound. Preferably, the other herbicide is selected from the group comprising aclonifen, amicarbazone, amidosulfuron, aminopyralid, amitrole, asulam, atrazine, azimsulfuron, beflubutamid, benfluralin, bensulfuron, bensulide, bentazone, bicyclopyrone, bispyribac, bromoxynil, carbetamide, carfentrazone, chloridazon, chlorpropham, chlorsulfuron, chlorthal, chlortoluron, clethodim, clodinafop, clomazone, clopyralid, cycloxydim, cyclopyrimorate, cyhalofop, 2,4- D, dazomet, 2,4-DB, desmedipham, dicamba, dichlorprop, dichlorprop-P, diclofop, diflufenican, diflufenzopyr, diquat, dithiopyr, diuron, ethametsulfuron, ethofumesate, fenoxaprop, fenoxaprop-P, fenquinotrione, fl azasulfur on, florasulam, fluazifop, fluazifop-P, flumioxazin, fluometuron, flupyrsulfuron, flurochloridone, fluroxypyr, flurtamone, foramsulfuron, glufosinate, glufosinate-P, glyphosate, halauxifen, halosulfuron, haloxyfop-P, indaziflam, imazamox, imazaquin, imazosulfuron, iodosulfuron, iofensulfuron, ioxynil, isoproturon, isoxaben, isoxaflutole, lenacil, linuron, MCPA, MCPB, mecoprop, mecoprop-P, mesosulfuron, mesotrione, metam, metamitron, metazachlor, methiozoline, metobromuron, metosulam, metribuzin, metsulfuron, molinate, monosodium methyl arsenate (MSMA), napropamide, napropamide-M, nicosulfuron, orthosulfamuron, oryzalin, oxadiazon, oxasulfuron, oxyfluorfen, penoxsulam, pethoxamid, phenmedipham, picloram, picolinafen, pinoxaden, prodiamine, profoxydim, prometryne, propaquizafop, propoxycarbazone, propyzamide, prosulfocarb, prosulfuron, pyraflufen, pyridate, pyroxsulam, quinclorac, quinmerac, quinoclamine, quizalofop, quizalofop-P, rimsulfuron, saflufenacil, sethoxydim, siduron, simazine, sulcotrione, sulfentrazone, sulfosulfuron, tembotrione, tepraloxydim, terbuthylazine, thiencarb azone, thifensulfuron, tolpyralate, topramezone, tralkoxydim, tri- allate, triasulfuron, tribenuron, triclopyr, trifloxysulfuron, trifludimoxazin, trifluralin, triflusulfuron, tritosulfuron, florpyrauxifen, florpyrauxifen-benzyl, benzobicyclon, cyclosulfamuron, flucarbazone, imazapic, imazapyr, imazethapyr, oxadiargyl, propanil, butralin, piperophos, pyrazosulfuron, thiobencarb, ethoxysulfuron, and agriculturally acceptable salts, esters or amides thereof.

[0105] In an embodiment, the present invention provides a method for controlling undesired vegetation in a crop by applying to the locus of the undesired vegetation the herbicidal mixture comprising a) an herbicidally effective amount of bifenox; b) an herbicidally effective amount of a chloroacetamide compound; and c) a safener, d) optionally at least one other herbicide. In a further embodiment, the present invention provides a method for controlling undesired vegetation in a crop by applying to the locus of the undesired vegetation the herbicidal mixture comprising a) an herbicidally effective amount of bifenox; b) an herbicidally effective amount of pretilachlor; and c) a safener, d) optionally at least one other herbicide.

[0106] In another embodiment, the herbicidal composition for the present invention comprises: a) bifenox; b) at least one chloroacetamide compound; c) a safener; d) optionally at least one other herbicide, e) at least one agriculturally acceptable carrier.

[0107] In yet another embodiment, the herbicidal composition for the present invention comprises: a) bifenox; b) pretilachlor; c) a safener; d) optionally at least one other herbicide, e) at least one agriculturally acceptable carrier.

[0108] The safener is selected from the group comprising benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, jiecaowan, jiecaoxi, metcamifen, mefenpyr, mephenate, naphthalic anhydride, 2,2,5-trimethyl-3- (dichloroacetyl)-l,3-oxazolidine (R-29148), 4- (dichloroacetyl)-l-oxa-4-azaspiro[4.5]decane (AD-67), 2-dichloromethyl-2-methyl-l,3- di oxolane (MG- 191), oxabetrinil or esters thereof.

[0109] The herbicidal mixture or its composition, of the present invention may include additional crop protection agents, for example, insecticides, herbicides, fungicides, bactericides, nematicides, molluscicides, plant growth regulators, biological agents, fertilizers or a combination thereof.

[0110] The subject of the present invention also provides a method of reducing the phytotoxicity of bifenox on the crop, comprising the application of an herbicidal mixture comprising a) an herbicidally effective amount of bifenox; and b) an herbicidally effective amount of a chloroacetamide compound.

[0111] In an embodiment, the present invention provides a method of reducing the phytotoxicity of bifenox on the crop, comprising the application of an herbicidal mixture of an herbicidally effective amount of bifenox and an herbicidally effective amount of pretilachlor.

[0112] In another embodiment, the present invention provides a method of reducing the phytotoxicity of bifenox on the crop, comprising the application of an herbicidal mixture of an herbicidally effective amount of bifenox and an herbicidally effective amount of butachlor.

[0113] In some embodiments, the herbicidal mixture of bifenox and chloroacetamide compound is effective for reducing the phytotoxic action of bifenox on the crop by at least 10% compared to the phytotoxic action of bifenox on the crop. In some embodiments, the herbicidal mixture of bifenox and chloroacetamide compound is effective for reducing the phytotoxic action of bifenox on the crop by at least 15% compared to the phytotoxic action of bifenox on the crop. In some embodiments, the herbicidal mixture of bifenox and chloroacetamide compound is effective for reducing the phytotoxic action of bifenox on the crop by at least 20% compared to phytotoxic action of bifenox on the crop.

[0114] In an embodiment, the herbicidal mixture or its composition of the present invention can be applied pre-emergence or post-emergence depending on the emergence of weeds and grasses in the crops of the cultivated plants.

[0115] In another embodiment, the herbicidal mixture or its composition of bifenox and a chloroacetamide compound is applied pre-emergence depending on the emergence of weeds and grasses in the crops of the cultivated plants.

[0116] In a preferred embodiment, the herbicidal mixture or its composition of bifenox and pretilachlor is applied pre-emergence depending on the emergence of weeds and grasses in the crops of the cultivated plants.

[0117] In an embodiment, the undesired vegetation is selected from the group comprising Alopecurus spp., Apera spp., Avena spp., Brachiaria spp., Bromus spp., Chlor is spp., Cynodon dactylon, Digitaria spp., Echinochloa spp., Eleusine indica, Eclipta alba; Leptochloa spp., Lolium spp., Hordeum glaucum, Panicum spp., Pennisetum spp., Phalaris minor, Phalaris paradoxa., Poa spp., Setaria spp., Urochloa spp., Vulpia spp., Ageratum spp., Amaranthus spp., Arctotheca calendula, Bifora testiculata, Boerhavia dominii, Brassica napus, Capsella bursa-pastor is, Chenopodium spp., Conyza spp., Cotula australis, Crassula spp., Cyperus difformis; Cyperus iria; Cyperus rotundus; Datura stramonium, Echium plantagineum, Emex australis, Erodium spp., Fallopia convolvulus, Frimbristylis miliacea; Fumaria spp., Galium spp., Heliotropium spp., Ipomoea spp., Juncus bufonius, Lactuca serriola, Lamium spp., Ludwigia parviflora; Leptochloa chinensis; Malva spp., Medicago spp., Monochoria vaginalis, Papaver spp., Polygonum spp., Portulaca oleracea, Persicaria lapathifolia, Raphanus raphanistrum, Rapistrum spp., Sida spp., Sinapsis arvensis, Sisymbrium spp., Solanum nigrum, Sonchus oleraceus, Stellaria media, Sphenoclea Zeylanica, Tetragonia tetragoniodides, Trianthema portulacastrum, Tribulus spp., Tripleurospermum inodorum, Trifolium subterraneum, Trianthema portulacastrum, Urtica urens, Vicia sativa, Veronica spp. and Xanthium spp.

[0118] In an embodiment, the undesired vegetation is selected from the group comprising Amaranthus retrojlexus; Abutilon theophrasti; Echinochloa colonum; Echinochloa crusgalli; Eleusine indica; Eclipta alba; Eclipta prostrata; Cyperus difformis; Cyperus iria; Cyperus rotundus Chenopodium album; Digitaria sanguinalis; Datura stramonium; Ipomoea purpurea; Ipomoea hederacea; Frimbristylis miliacea; Kochis scoparia; Leptochloa chinensis; Ludwigia parviflora; Lindernia dubia; Monochoria vaginalis; Mollugo verticillala; Polygonum Persicaria; Polygonum pensylvanicum; Ponte deria vaginalis; Sida spinosa; Solanum ptycanthum; Sphenoclea Zeylanica and Trianthema portulacastrum.

[0119] In a preferred embodiment, the undesired vegetation is selected from the group comprising Trianthema portulacastrum; Digitaria sanguinalis or Cyperus rotundus.

[0120] The present invention is further illustrated by the following examples. These examples describe possible preferred embodiments for illustrative purposes only, but they do not limit the scope of the invention.

[0121] Following the test results illustrate the present invention and are not intended to limit the present invention.

[0122] Example 1:

[0123] A field trial experiments were conducted in Kurud, Chattisgarh, India to evaluate the efficacy of the mixture of bifenox and pretilachlor herbicidal mixture. The mixture is also evaluated in comparison to solo application of bifenox and pretilachlor. The target crop was paddy, and targeted weeds were evaluated include broad leaf weed (Trianthema portulacastrum), grasses (Digitaria Sanguinalis) and sedges (Cyperus rotundus). Treatments were applied using a motorized laboratory sprayer equipped with an B ACCAI spay equipment, flat fan nozzle delivering 375 L ha'1at 200 to 280 kPa or by broadcasting with sand delivering 50 kg / ha. The treatment details are shown below in Table 1. The effect of the herbicidal mixture of bifenox and pretilachlor is being evaluated in terms of weed control. Percent mortality of weeds at 45 days after application were recorded and presented in Table 2, Table 3, and Table 4.

[0124] Table 1: Treatment details to access the phytotoxic effect of the herbicidal mixture of bifenox and pretilachlor.

[0125] Table 2: Percentage control effect of the herbicidal mixture of bifenox and pretilachlor on transplanted paddy in broad leaf weed (Trianthema portulacastrum) after 45 days after application.

[0126] Table 3: Percentage control effect of the herbicidal mixture of bifenox and pretilachlor on transplanted paddy in grasses (Digitaria Sanguinalis) after 45 days after application. Table 4: Percentage control effect of the herbicidal mixture of bifenox and pretilachlor on transplanted paddy in sedges (Cyperus rotundus) after 45 days after application.

[0127] • Results: Herbicidal mixture of bifenox and pretilachlor at an application rate of 300 g a.i. / ha (bifenox) + 300g a.i. / ha or 625 g a.i. / ha (pretilachlor) was synergistic in controlling the broad leaf weeds, grasses and sedges in comparison to the solo application of bifenox and pretilachlor.

[0128] Thus, from the foregoing description, it will be apparent to one of the person skilled in the art that many changes and modifications can be made thereto without departing from the spirit or scope of the invention as set forth in the description. Accordingly, it is not intended that the scope of the foregoing description be limited to the description set forth above, but rather that such description be construed as encompassing such features that reside in the present invention, including all the features and embodiments that would be treated as equivalents thereof by those skilled in the relevant art.

Claims

We Claim:

1. A method for controlling undesired vegetation in a crop by applying to the locus of the undesired vegetation an herbicidal mixture comprising: a) an herbicidally effective amount of bifenox; and b) an herbicidally effective amount of a chloroacetamide compound, wherein the bifenox and chloroacetamide compound are applied in a ratio of from about 1 : 1 (bifenox / chloroacetamide compound) to 1 :40 (bifenox / chloroacetamide compound), wherein the chloroacetamide compound is selected from the group consisting of butachlor or pretilachlor.

2. The method as claimed in claim 1, wherein the crop is selected from the group comprising rice, cotton, barley, wheat, peanuts, soybeans, sugarbeet, sugarcane, and brassicas.

3. The method as claimed in claim 1, wherein the method comprises applying the herbicidal mixture of bifenox and a chloroacetamide compound that is applied to the rice crop, the locus of the rice crop, and the propagation material of the rice crop.

4. The method as claimed in claim 1, wherein bifenox is applied at a rate of about 120 g a.i. / ha to 720 g a.i. / ha and pretilachlor is applied at a rate of about 300 g a.i. / ha to 1250 g a.i. / ha.

5. The method as claimed in claim 1, wherein bifenox and the chloroacetamide compound are applied simultaneously, separately, or sequentially.

6. The method as claimed in claim 1, wherein the undesired vegetation is monocot weeds, dicot weeds, grasses or sedge.

7. The method as claimed in claim 1, wherein bifenox and the chloroacetamide compound are applied in a ratio of from about 1 : 1 (bifenox / chloroacetamide compound) to 1 : 10 (bifenox / chloroacetamide compound).

8. The method as claimed in claim 7, wherein bifenox and pretilachlor are applied in a ratio of from about 1 : 1 (bifenox / pretilachlor) to 1 : 10 (bifenox / pretilachlor).

9. The method as claimed in claim 1, wherein the undesired vegetation in the crop is controlled by applying an herbicidally effective amount composition comprising bifenox, chloroacetamide compound and agriculturally acceptable carrier.

10. The method as claimed in claim 1, wherein the herbicidal mixture further comprises at least one other herbicide which is different from bifenox and chloroacetamide compound.

11. The method as claimed in claim 1, wherein the herbicidal mixture further comprises a safener.

12. The method as claimed in claim 11, wherein the safener is selected from the group comprising benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, jiecaowan, jiecaoxi, metcamifen, mefenpyr, mephenate, naphthalic anhydride, 2,2,5-trimethyl-3-(dichloroacetyl)-l,3-oxazolidine (R-29148), 4-(Dichloroacetyl)-l-oxa-4-azaspiro[4.5]decane (AD-67), 2-dichloromethyl-2-methyl- 1,3 -di oxolane (MG- 191), oxabetrinil or esters thereof.

13. The method as claimed in claim 1, wherein the undesired vegetation is selected from the group comprising Amaranthus retroflexus; Abutilon theophrasti; Echinochloa colonum; Echinochloa crusgalli; Eleusine indica; Eclipta alba; Eclipta prostrata; Cyperus difformis; Cyperus iria; Cyperus rotundus; Chenopodium album; Digitaria sanguinalis; Datura stramonium; Ipomoea purpurea; Ipomoea hederacea; Frimbristylis miliacea; Kochis scoparia; Leptochloa chinensis; Ludwigia parviflora; Lindernia dubia; Monochoria vaginalis; Mollugo verticillala; Polygonum Persicaria; Polygonum pensylvanicum; Pontederia vaginalis; Sida spinosa; Solanum ptycanthum; Sphenoclea Zeylanica and Trianthema portulacastrum.

14. The method as claimed in claim 1, wherein said herbicidal mixture is applied to the undesired vegetation which become resistant to either of bifenox or chloroacetamide compound.

15. The method as claimed in claim 1, wherein the herbicidal mixture is effective in reducing the phytotoxic effect of bifenox.

16. The method as claimed in claim 1, wherein the herbicidal mixture is effective in controlling the undesired vegetation against herbicide resistance.

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