OA21315A - Synergistic herbicidal compositions of metamifop. - Google Patents

Abstract

The present invention provides a synergistic herbicidal composition for controlling undesired vegetation including broad leaf weeds and grasses comprising metamifop, imazethapyr and/or imazamox salts and/or combination thereof.

Description

TITLE: SYNERGISTIC HERBICIDAL COMPOSITIONS OF METAMIFOP

FIELD OF THE DISCLOSURE:

[0001] The présent disclosure generally relates to herbicidal combination for controlling undesirable végétation. More particularly, the présent disclosure relates to synergistic combinations of metamifop with members of Imidazoline family for controlling a wide spectrum of weeds, process of preparing the compositions and methods of controlling the undesired végétation thereof.

BACKGROUND OF THE DISCLOSURE:

[0002] The crops growing in the farmlands or the végétation requires proper monitoring with regard to the aspects of pests and undesired végétation commonly called 15 as “weeds”, for better efficient yield of the crops. The weeds particularly hâve no taxonomical importance or botanical significance because the weeds are also a plant that in one context is significantly not considered as the weed when it is voluntarily grown. Thus, it may be noted that as the weed grows aggressively, it affects the nutrient présent in the soil and competes with the main crop plarfi for various nutritional requirements. Thus, 20 weed control is very crucial for agriculture. Weed control is the process of limiting weed infestations so the main crop plants could be grown profitably and other activities of man conducted efficiently. The main aim of weed control is to manage the végétation on land and water bodies in such a way as will encourage the growth of plants bénéficiai to humans like the crops and will suppress the remaining unwanted plants. There are many methods 25 to control the growthsof weeds including but not limited to hand cultivation with hoes, powdered cultivation with cultivators, buming or Chemical impacts etc.

[0003] With the ever-growing population and food requirements, it is a mandatory requirement to control the growth of weeds by methods which are economical 30 and less time consuming for excellent yield of the main crop. One such Chemical method involves the use of herbicides in the fields. However, most of such herbicide compositions hâve a range of harmful side effects including but not limited to phytotoxic effects, leaf cupping, crinckling, speckling, distorted leaves, color changes in leaves, stems, bark from green to light yellow to dark brown to the main crop plants. Thus, it may be noted that the 5 main effect of the use of these herbicides is on the chlorophyll content of the plants and its synthesis process called as Photosynthesis. This leads to the death of the crop plants.

[0004] Current practices include combining herbicides that hâve different modes of action, however, these combinations do not effectively handle résistant, persistent 10 weeds and y et do exert harmful effects on the main crop plants.

[0005] Soybean known as Glycine max L. Merr, belongs to the Fabaceae family, is the major Oilseed produced and consumed in the world. It has the highest protein content (40-42 %), 20 percent oil, rich in lysine and vitamins A, B and D, also rich source of minerais and essential amino acids (Jadhav, 2014). Currently, India ranks fourth in respect to the acreage of soybean in the world, but production is half of the world’s average. One of the major challenges in soybean production faced by Soybean farmers is the control of weeds which can cause signifîcant yield loss. The undesirable compétition includes broad leaf weeds and grasses. Several herbicides are in use for controlling weeds associated in soybean, but these hâve not been found much effective in controlling ail sort of hard to control weeds. Therefore, it is impérative to evaluate the efficacy of suitable postemergence herbicides alone and in mixture for effective control of hard to control weed flora in soybean fields.

[0006] Imidazolinone group is very much used and effective herbicide for controlling some grassy and broad leaf weeds in soybean, however its efficacy has not been tested with Metamifop for wide spectrum weed control in soybean in various parts of the country.

[0007] In view of the above limitations of the conventional approaches, compositions and methods, there exists a need to develop an improved approach, compositions and method which would in tum address a variety of issues including, but not limited to less phytotoxicity to main crop plants, enhanced efficacy and broader spectrum of weed control including broad leaf weeds and grasses while being compatible with the main crop. Also, there is a need to develop a synergistic composition of herbicides which provides longer duration of control over résistant weeds and hard to control weeds grown with the crops of the Leguminous or Fabaceae family.

[0008] Thus, the above-described deficiencies of conventional approaches and compositions thereof, are merely intended to provide an overview of some of the problems of conventional approaches and are not intended to be exhaustive. Other problems with conventional approaches, and compositions and their corresponding benefits of the varions non-limiting embodiments described herein may become further apparent upon review of the following description.

SUMMARY OF THE INVENTION:

[0009] The following présents a simplified summary of the invention to provide a basic understanding of some aspects of the invention. This summary is not an extensive overview of the présent invention. It is not intended to identify the key/critical éléments of the invention or to delineate the scope of the invention. Its sole purpose is to présent some concept of the invention in a simplified form as a prelude to a more detailed description of the invention presented later.

[0010] It is, therefore, an object of the présent invention to provide a synergistic herbicidal combination.

[0011] It is another object of the présent invention to provide a composition comprising a synergistic herbicidal combination capable to control the undesired végétation during the growth of crops of Leguminous or Fabaceae family

[0012] It is another object of the présent invention to provide a synergistic herbicidal composition which offers a broader and more complété spectrum of weed control including broad leaf weeds and grasses.

[0013] It is another object of the présent invention to provide a synergistic herbicidal composition which provides less phytotoxicity to main crop plants, enhanced efficacy and broader spectrum of weed control.

[0014] It is another object of the présent invention to provide a method of 10 controlling undesired végétation at a locus by application of a synergistic herbicidal combination.

[0015] It is another object of the présent invention to provide a method of increasing yield in a crop by application of a synergistic herbicidal combination.

[0016] It is another object of the présent invention to provide a method of improving the plant health by application of a synergistic herbicidal combination.

[0017] Accordingly, in an aspect, the présent invention provides a 20 herbicidal composition comprising i) Metamifop; ii) at least a member of Imidazoline family and iii) agriculturally acceptable adjuvants. The at least a member of Imidazoline family is selected from imazethapyr and its dérivatives or imazamox and its dérivatives or both of them in combination thereof.

[0018] In one aspect, the présent invention provides a composition comprising Metamifop and its dérivatives and/or imazethapyr and its dérivatives and/or imazamox and its dérivatives.

[0019] In another aspect, the présent invention provides a method of 30 combating and controlling weeds at a locus by treating the locus with a combination composition comprising Metamifop and its dérivatives and/or imazethapyr and its dérivatives and/or imazamox and its dérivatives.

[0020] Other aspects, advantages, and salient features of the invention will become apparent to those skilled in the art from the following detailed description, which, details the invention in different embodiments.

DETAILED DESCRIPTION OF THE INVENTION:

[0021] The exemplary mode for carrying ont the disclosure is presented in terms of its exemplary embodiments. However, the exemplary embodiments described 10 herein detail for illustrative purposes and are subject to many variations. It is understood that various omissions and substitutions of équivalents are contemplated as circumstances may suggest or render expédient, but are intended to cover the application or implémentation without departing from the spirit or scope of the présent disclosure.

[0022] The terms “a” and “an” herein do not dénoté a limitation of quantity, but rather dénoté the presence of at least one of the referenced item.

[0023] The term “herbicide”, as used herein, shall mean an active ingrédient that kills, Controls or otherwise adversely modifies the growth of plants. As used 20 herein, a herbicidally effective or végétation controlling amount is an amount of active ingrédient that causes a “herbicidal effect,” i.e., an adversely modifying effect and includes déviations from natural development, killing, régulation, desiccation, retardation.

[0024] The terms “plants” and “végétation” include, but are not limited to, 25 germinant seeds, emerging seedlings, plants emerging from végétative propagules, and established végétation.

[0025] The term “locus” as used herein shall dénoté the vicinity of a desired crop in which weed control, typically sélective weed control is desired. The locus includes 30 the vicinity of desired crop plants wherein the weed infestation has either emerged or is yet to emerge. The term crop shall include a multitude of desired crop plants or an individual crop plant growing at a locus.

[0026] As used herein the term agriculturally acceptable carrier means carriers of which are known and accepted in the art for the formation of formulations for agricultural or horticultural use.

[0027] The term surfactant, as used herein, refers to an agriculturally acceptable material which imparts emulsifiability, stability, spreading, wetting, dispersibility or other surface-modifying properties.

[0028] Surprisingly, it has been found by the présent inventors that the combination of Metamifop and at least a member of Imidazolinone family results in a synergistic control of wide spectrum of undesired vegetation/weeds at the locus of the désirable main crop plant with minimum or no harmful effect on main crop plants.

[0029] An aspect of the présent invention is a herbicidal combination comprising (a) Metamifop; (b) at a member of Imidazolinone family.

[0030] In an embodiment of the présent invention is provided a composition of (a) Metamifop; (b) a member of Imidazolinone family along with at least one agrochemically acceptable excipient.

[0031] In an embodiment of the présent invention, the weight ratio of Metamifop and the member of Imidazolinone family are within the range from 2:80 to 80: 2. In a spécifie embodiment, the weight ratio of Metamifop and the member of Imidazolinone family may be 2: 0.1; preferably, in the ratio 1:1.

[0032] In a spécifie embodiment, the weight ratio of Metamifop: Imazethapyr : Imazamox is 8:4:3.

[0033] In an embodiment of the présent invention, percentage amount of Metamifop is 2 to 80% of the total weight of the composition.

[0034] In an embodiment of the présent invention, the at least a member of Imidazoline family is présent in an amount ranging from 0.1 to 80% w/w based on the total weight of the composition.

[0035] Another aspect of the présent disclosure is a method of controlling or combatting weeds at a locus, the method comprising applying, to the locus, a combination comprising (a) Metamifop; (b) a member of Imidazolinone family.

[0036] Each of the aspect described above may hâve one or more 10 embodiments.

[0037] Metamifop is a member from aryloxyphenoxypropionate herbicides act by inhibiting the enzyme acetyl-CoA carboxylase (ACCase) in the chloroplasts of sensitive plants.

[0038] Members of the Imazolininone family act by inhibiting the ALS production, thus inhibits the protein synthesis in the growing tips of plants. Imidazolinone group is very much used and effective herbicide for controlling some grassy and broad leaf weeds in soybean, however its efficacy has not been tested with Metamifop for wide 20 spectrum weed control in soybean in various parts of the country. Therefore, these studies were conducted to observe the weed controlling activity of the combination of Metamifop and Imidazolinone group herbicides. When compared the observed efficacy with the expected efficacy it was found that imidazolinone herbicides showed exceptional synergy when combined with Metamifop. Any différence between the observed and expected 25 efficacy could be attributed to synergy between the compounds in the control of a broad spectrum of weeds. The expected efficacy of a combination of Metamifop and imidazolinone group herbicide was calculated using the well-established Colby method.

[0039] As described in the Herbicide Handbook of the Weed Science 30 Society of America, Ninth Edition, 2007, p. 429, “synergism” [is] an interaction of two or more factors such that the effect when combined is greater than the predicted effect based on the response to each factor applied separately. In the Colby method, the expected (or predicted) response of a combination of herbicides is calculated by taking the product of the observed response for each individual component of the combination when applied alone divided by 100 and subtracting this value from the sum of the observed response for each component while applied alone. An unexpected enhancement in efficacy of the combination is then determined by comparing the observed response of the combination to the expected (or predicted) response as calculated from the observed response of each individual component alone. If the observed response of the combination is greater than the expected (or predicted) response, or stated conversely, if the différence between the observed and expected response is greater than zéro, then the combination is said to be synergistic or unexpectedly effective. (Colby, S.R., Weeds, 1967(15), p.20-22). The Colby method required only a single dose of each herbicide applied alone and the mixture of both doses.

[0040] Synergy Study: The following formula was used to calculate the expected activity of mixtures containing active ingrédients, A and B: AR

Expected (E) = A+B - —

Where

A = Observed efficacy of active ingrédient (combination of Metamifop and Imidazolinone herbicides) A at the same concentration as used in the mixture.

B = observed efficacy of active ingrédient B at the same concentration as used in the mixture.

However, following formula was used to calculate the expected activity of mixtures containing three active ingrédients, A, B and C:

T- 4. j Λ , r-> , AB+AC+BC , ABC

Expected (E)= A+B+C--—— + —

Where

A= observed efficacy of active ingrédient (combination of Metamifop and Imidazolinone 9 herbicides) A at the same concentration as used in the mixture.

B = observed efficacy of active ingrédient B at the same concentration as used in the mixture.

C = observed efficacy of active ingrédient C at the same concentration as used in the mixture.

[0041] In an embodiment of the présent invention, the synergistic combination is used for crops of the Leguminosae or Fabaceae family. The crops include but not limited to Soybean, Lucerne, Black gram, Groundnut, Green gram, Chickpea, Adzuki Beans, Red gram or pigeon pea and Cluster bean.

[0042] In an embodiment of the présent invention, the undesired végétation may be selected from the group consisting of echinochloa colona, dinebra arabica, cynotis sp, eleusine indica, euphorbia hirta, Amaranthus viridis, digeria arvensis, digéra sp., panicum sp., phyllanthus sp, commelina benghalensis L, parthenium, trianthema portulacasturm, cleome viscosa, Digéra arvensis, parthenium hysterophorus, cynadon dactylone, commelina bengalensis and dinebra sp., portulaca sp., trianthima sp., dactyloctenium aegyptium, corchprus sp., trianthema monogyna, brachiaria sp., echinochloa crusgalli, brachiaria euriciformis, rottboellia cochinchinensis, parthenium hyterophorus, cynotis axillaris, acalypha indica, celosia argentia, cyperus spp.

[0043] In an embodiment of the présent invention, the member of Imidazolinone family is selected from, but not limited to, imazamethabenz-methyl, imazapyr, imazapic, imazethapyr, imazamox, imazaquin and their salts and esters.

[0044] In one of the exemplary embodiments of the présent invention, the imazethapyr includes the free acid as well as agriculturally acceptable salts thereof.

[0045] Examples of agriculturally acceptable salts of imazethapyr include alkaline or earth alkaline metals or ammonium or organoammonium salts, for instance, sodium, potassium, ammonium and isopropyl ammonium. Particularly preferred is imazethapyr ammonium sait. Referènce to a sait includes the anhydrous form as well as hydrated forms thereof.

[0046] In one of the exemplary embodiments of the présent invention, the imazamox includes the free acid as well as agriculturally acceptable salts thereof.

[0047] Examples of agriculturally acceptable salts of imazamox include alkaline or earth alkaline metals or ammonium or organoammonium salts, for instance, sodium, potassium, ammonium and isopropyl ammonium. Particularly preferred is imazamox ammonium sait. Reference to a sait includes the anhydrous form as well as hydrated forms thereof.

[0048] In an embodiment of the présent invention, the combination of the présent invention may be combined with a herbicide. Exemplary herbicides that may be combined with the combination of the présent invention may be selected from, but not limited to, herbicides belonging to classes such as ACCase inhibitors, ALS inhibitors, EPSP synthase inhibitors, synthetic auxins, auxin transport inhibitors, HPPD inhibitors, lipid synthesis inhibitors, long chain fatty acid inhibitors, as well as herbicides with unknown modes of action.

[0049] In an embodiment, the composition of the présent invention may contain agriculturally acceptable adjuvants, carriers, diluents, emulsifiers, fillers, antifoaming agents, thickening agents, anti-freezing agents, freezing agents etc. The compositions may be either solid or liquids. They can be solids, such as, for example, dusts, granules, water-dispersible granules, microcapsules or wettable powders, or liquids, such as, for example, emulsifiable concentrâtes, solutions, émulsions or suspensions, DC, ZC formulations. They can also be provided as a pre-mix or tank mixes.

[0050] The compositions may include additional other crop protection agents, for example pesticides, safeners or agents for controlling phytopathogenic fungi or bacteria.

[0051] In an exemplary embodiment of the présent invention, the composition may be formulated in any form but not limited to OIL-IN-Water Emulsion, Microemulsion, Water-in-oil Emulsion, Emulsifiable Concentrate and WG formulation.

[0052] Suitable agricultural adjuvants and carriers may include, but are not limited to, crop oil concentrâtes; methylated seed oils, emulsified methylated seed oil, nonylphenol ethoxylate; benzylcocoalkyldimethyl quatemary ammonium sait; blend of Petroleum hydrocarbon, alkyl esters, organic acid, and anionic surfactant; C9-C11 alkylpolyglycoside; phosphated alcohol ethoxylate; natural primary alcohol (C12-C16) ethoxylate; di-secbutylphenol EO-PO block copolymer; polysiloxane-methyl cap; nonylphenol ethoxylate, urea ammonium nitrate; tridecyl alcohol (synthetic) ethoxylate (8EO); tallow amine ethoxylate ; PEG(400) dioleate-99, alkyl sulfates, such as diethanolammonium lauryl sulfate; alkylarylsulfonate salts, such as calcium dodecylbenzenesulfonate; alkylphenolalkylene oxide addition products, such as nonylphenol-C18 ethoxylate; alcohol-alkylene oxide addition products, such as tridecyl alcohol-C16 ethoxylate; soaps, such as sodium stéarate; alkyl-naphthalene-sulfonate salts, such as sodium dibutylnaphthalenesulfonate; dialkyl esters of sulfosuccinate salts, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitol esters, such as sorbitol oleate; quatemary amines, such as lauryl trimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stéarate; block copolymers of ethylene oxide and propylene oxide; salts of mono and dialkyl phosphate esters; vegetable or seed oils such as soybean oil, rapeseed/canola oil, olive oil, castor oil, sunflower seed oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like; and esters of the above vegetable oils, and in certain embodiments, methyl esters.

[0053] Suitable liquid carriers that may be employed in a composition of the présent invention may include water or organic solvents. The organic solvents include, but are not limited to, petroleum fractions or hydrocarbons such as minerai oil, aromatic solvents, paraffinic oils, and the like; vegetable oils such as soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like; esters of the above vegetable oils; esters of monoalcohols or dihydric, trihydric, or other lower polyalcohols (4-6 hydroxy containing), such as 2-ethyl hexyl stéarate, n-butyl oleate, isopropyl myristate, propylene glycol dioleate, di-octyl succinate, di-butyl adipate, di-octyl phthalate and the 5 like; esters of mono, di and polycarboxylic acids and the like. Organic solvents include, but are not limited to toluene, xylene, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene glycol monomethyl ether, methyl alcohol, ethyl alcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene 10 glycol, glycérine, N-methyl-2-pyrrolidinone, Ν,Ν-dimethyl alkylamides, dimethyl sulfoxide.

[0054] Solid carriers that may be employed in the compositions of the présent invention may include but are not limited to attapulgite, pyrophyllite clay, silica, 15 kaolin clay, kieselguhr, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay,

Fuller's earth, talc, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, walnut shell flour, lignin, cellulose etc.

[0055] In accordance with an embodiment of the présent invention, the 20 surfactant can be selected from include non-ionic, anionic, cationic and ampholytic types such as alkoxylated fatty alcohols, ethoxylated polysorbate (e.g. tween 20), ethoxylated castor oil, lignin sulfonates, fatty acid sulfonates (e.g. lauryl sulfonate), phosphate esters such as phosphate esters of alcohol alkoxylates, phosphate esters of alkylphenol alkoxylates and phosphate esters of styrylphenol ethoxylates, condensâtes of sulfonated 25 naphthalene and naphthalene dérivatives with formaldéhyde, condensâtes of naphthalene or of naphthalenesulfonic acid with phénol and formaldéhyde, alkylarylsulfonates, ethoxylated alkylphenols and aryl phénols, polyalkylene glycols and sorbitol esters.

[0056] In yet another embodiment, the composition may be employed in 30 any conventional form, for example, in the form of a twin pack, or as émulsion concentrâtes (EC), microemulsion concentrâtes (MEC), suspension concentrâtes (SC), soluble concentrâtes (SL), suspoemulsion (SE), oil dispersions (OD), water dispersible granules (WDG), water soluble granules (SG) and wettable powders (WP). Such compositions can be formulated using with agriculturally acceptable carriers, surfactants or other applicationpromoting adjuvants customarily employed in formulation technology and formulation techniques that are known in the art

[0057] In accordance with an embodiment of the présent invention, the formulation as disclosed herein is a synergistic and stable microemulsion, wettable granule or powder formulation (WDG or WG) or emulsifiable concentrate.

[0058] The mixtures and/or the herbicidal compositions may be applied pre-plantincorporated, pre- orpost-emergence.

[0059] In accordance with an embodiment of the présent invention, the formulation as disclosed herein by way of one or more embodiments is capable of being employed in an amount that does not cause phytotoxic damage to any part of the main crop plant and wherein the formulation is safe.

[0060] EXPERIMENTAL: The invention is now illustrated by the following, non-limiting examples.

[0061] The various treatments that were prepared are illustrated below:

Treatments	Dose ml/gm/ha	gram ai/ha
Tl	Metamifop 10% EC	900	90
T2	Metamifop 10% EC	800	80
T3	Imazethapyr 10% SL	753.75	75.375
T4	Imazethapyr 10% SL	500	50
T5	Imazethapyr 10% SL	400	40
T6	Imazethapyr 10% SL	350	35
T7	Imazamox 70% WG	50 gm	35
T8	Imazamox 70% WG	42.5 gm	30

T9	Imazamox 70% WG	27.5 gm	20
T10	Metamifop 10% EC + Imazamox 70% WG	800+50	80+35
TU	Metamifop 8% + Imazethapyr 6.7% ME	1125	90+75.375
T12	Imazethapyr 10% SL + Imazamox 70% WG	100	35+35
T13	Metamifop 8%+ Imazethapyr 4%+ Imazamox 3% ME	1000	80+40+30
T14	Metamifop 8%+ Imazethapyr 5%+ Imazamox 2% ME	1000	80+50+20
T15	Control

[0062] Example 1: Composition 1 of Microemulsion

INGREDIENTS	Qty % w/w
Metamifop A.I	1 to 30 %
Imazethapyr A. I	0.5 to 20 %
Imazamox A.I	0.1 to 25 %
Sodium hydroxide/ Potassium hydroxide (Inorganic alkali compounds)	0.1 to 10%
Organic Solvent form the group of Aromatic ketones/ glycol ether/ alcohols / glycols etc/ solvent naphtha aromatic hydrocarbons.	2 to 50 %
Ethoxylated polyarylphenol phosphate amine sait / tristryl phénol phosphate potassium salts or any proprietary blend of surfactants.	1 to 40 %
Ethoxylated tristyrylphenol	0.5 to 30 %
Branched calcium dodecyl benzene sulphonates	0.1 to 20 %
solvent naphtha aromatic hydrocarbons	0.01-25%
Polysorbates Tween 20	0.01-50
Benzenesulfonic acid, hydroxy-, polymer with formaldéhyde, phénol and urea, sodium salts	0.01-10 %
Distilled water	QS

[0063] Example 2: Composition 2 of Microemulsion

INGREDIENTS	Qty % w/w
Metamifop A.I	1 to 30 %
Imazethapyr A. I	0.5 to 20 %
Imazamox A.I	0.1to25%
Sodium hydroxide/ Potassium hydroxide (Inorganic alkali compounds)	0.1 to 10%
Organic Solvent form the group of Aromatic ketones/ glycol ether/ alcohols / glycols etc.	2 to 50 %
Ethoxylated tristyrylphenol	0.5 to 30 %
Branched calcium dodecyl benzene sulphonates	0.1to20%
Solvent naphtha aromatic hydrocarbons	0.01-20%
Propylene Glycols	0.01 to 40 %
Polysorbates Tween 20	0.01-50
Benzenesulfonic acid, hydroxy-, polymer with formaldéhyde, phénol and urea, sodium salts	0.01-10 %
Distilled water	QS

[0064] Préparation of Microemulsions: A three-way combination was formulated using above defined dispersing and wetting agent cum emulsifiers to form a stable micro émulsion. An Aqueous solution was prepared of Imazethapyr & Imazamox in 5 alkaline media and phosphate based inorganic sait as stabilizer. Second phase was prepared by hydrophobie active ingrédient (Metamifop) using Co-solvent from the group of glycol ether or aromatic ketones/ alcohols glycols etc. etc. Here ethoxylate of polyarylphenol phosphate amine salts was used as a dispersing agent along with another defined emulsifier wetting / dispersing agents. Both phases are combined and mixed under share mixing to 10 form a stable micro émulsion; water was used as QS.

[0065] Example 3: Composition 3 of Wettable Granules/ powders

INGREDIENTS	QUANTAITY % w/w
Metamifop A.I	1 to 80
Imazethapyr A. I	0.5 to 70
Imazamox A.I	0.1 to 50
Dispersing agent / proprietary blends	0.1 to 10
Wetting agent / proprietary blends	2to 50
Ammonium sulphates/ urea	lto 40
China clay/ silica	QS to make 100 % w/w

[0066] Préparation of Wettable Granules/ powders: Ail the ingrédients are weighed and milled through ACM/ Jet milled to make wettable powder. This micronized powder mixed with suitable quantity of water to make dough for granulation 5 and dried in Fluid Bed Dryer.

[0067] Example 4: Composition 3 of Emulsifiable Concentrate:

INGREDIENTS	QUANTAITY % w/w
Metamifop A.I	lto 40
Imazethapyr A. I	0.5 to 30
Imazamox A.I	0.1to35
Emulsifiers/ proprietary blends	0.1 to 10
Other Additives	2to 10
Solvents	QS to make 100 % w/w
Co-Solvents	2-30%

[0068] EFFICACY STUDY: The field experiments were carried out to test the synergy of the combination Metamifop, Imazethapyr, and Imazamox in India at various locations like in MP, Maharashtra, Karnataka, and Telangana on fariner’s field against soybean weeds during Kharif season. The experiment comprising of 15 treatments including premixed binary and temary combinations along with their stand-alone molécule using a randomized block design replicated thrice. Ail the treatments were applied as postemergence foliar application when the weeds reached to two to four leaf stage. The spray was conducted with the help of Battery-operated Knapsack sprayer. The percentage efficacy was calculated after 14 and 21 days after application of herbicides.

[0069] The weeds présent in the experimental fields were echinochloa conola, echinochloa crusgalli, brachiaria euriciformis, rottboellia cochinchinensis, cynodon dactylon, parthenium hyterophorus, digéra arvensis, cynotis axillaris, acalypha indica, commelina benghalensis, celosia argentia, cyperus spp.

[0070] The herbicide premix and tank mix combinations, application rates, hard to kill weed spp were tested, and results are given in the following tables:

[0071] Table 1: Synergistic activity of herbicidal compositions on key 15 grass weeds in Soybean at 14 days after application:

Dose	% Weed control bum down symptoms génération on different weeds species at 14 DAA (Days per application)
Application Rate gm ai/ha	Echinochloa crusgalli	Brachiaria eruciformis	Rottboellia cochinchinensis
Metamifop	Imazethapyr	Imazamox	Observed	Expected	Observed	Expected	Observed	Expected
90	0	0	83		88		70
80	0	0	80		84		67
0	75.375	0	20		22		30
0	50	0	18		20		25
0	40	0	18		10		0
0	35	0	15		8		0
0	0	35	0		0		0
0	0	30	0		0		0
0	0	20	0		0		0
80	0	35	78		88		74
90	75.375	0	87	86.4	91	91	83	79
0	35	35	55		65		43
80	40	30	94	83.6	95	86	92	67
80	50	20	92	83.6	93	87	90	75

[0072] Resuit: The results in table 1 clearly demonstrates synergy at 14 days when the combination of Metamifop, Imazethapyr and Imazamox was used against above hard to kill grassy weeds. The différence between the observed and the expected 5 efficacy clearly shows the synergistic effect of binary and temary combination for longer duration. No phytotoxicity was observed on the wheat crop.

[0073] Table 2. Synergistic activity of herbicidal compositions on key grass weeds in Soybean at 21 days after application

Dose	% Weed control bum down symptoms génération on different weeds species at 21 DAA
Application Rate gm ai/ha	Echinochloa crusgalli	Brachiaria eruciformis	Rottboellia cochinchinensis
Metamifop	Imazethapyr	Imazamox	Observed	Expected	Observed	Expected	Observed	Expected
90	0	0	77		81		72
80	0	0	74		78		70
0	75.375	0	18		15		0
0	50	0	16		0		0
0	40	0	12		0		0
0	35	0	8		0		0
0	0	35	0		0		0
0	0	30	0		0		0
0	0	20	0		0		0
80	0	35	76		90		75
90	75.375	0	83	81.1	85	81	81	72
0	35	35	50		64		46
80	40	30	97	77.1	98	78	90	69.7
80	50	20	94	78.1	96	78	87	69.7

[0074] Results: The results in table 2 clearly demonstrates synergy at 21 days when the combination of Metamifop, Imazethapyr and Imazamox was used against above hard to kill grassy weeds. The différence between the observed and the expected 15 efficacy clearly shows the synergistic effect of binary and temary combination.

[0075] Table 3. Synergistic activity of herbicidal compositions on key broad leaf weeds in Soybean at 14 days after application

Dose	% Weed control bum down symptoms génération on different weeds species at 14 DAA
Application Rate gm ai/ha	Parthenium hysterophorus	Commelina benghalensis	Cyanotis axillaris
Metamifop	Imazethapyr	Imazamox	Observed	Expected	Observed	Expected	Observed	Expected
90	0	0	0		0		0
80	0	0	0		0		0
0	75.375	0	28		56		0
0	50	0	11		35		447
0	40	0	6		22		25
0	35	0	0		6		12
0	0	35	0		6		0
0	0	30	0		4		0
0	0	20	0		0		0
80	0	35	0		29		0
90	75.375	0	68	28	78	56	86	47
0	35	35	40		76		60
80	40	30	79	6	87	25	97	12
80	50	20	74	11	84	35	90	25

[0076] Results: The results in table 3 clearly demonstrates synergy at 14 5 days when the combination of Metamifop, Imazethapyr and Imazamox was used against above hard to kill broad leaf weeds. The différence between the observed and the expected efficacy clearly shows the synergistic effect of binary and temary combination. Alone Metamifop, Imazathapyr and Imazamox has shown no or very less control on targeted weeds, whereas binary and ternary premix combination has controlled the weeds 10 synergistically.

[0077] Table 4. Synergistic activity of herbicidal compositions on key broad leaf weeds in Soybean at 21 days after application

Dose	% Weed control bum down symptoms génération on different weeds species at 21 DAA
Application Rate gm ai/ha	Parthenium hysterophorus	Commelina benghalensis	Cyanotis axillaris
Metamifop	Imazethapyr	Imazamox	Observed	Expected	Observed	Expected	Observed	Expected
90	0	0	0		0		0

80	0	0	0		0		0
0	75.375	0	15		45		36
0	50	0	6		20		20
0	40	0	4		13		7
0	35	0	0		0		0
0	0	35	0		0		0
0	0	30	0		0		0
0	0	20	0		0		0
80	0	35	0		20		0
90	75.375	0	69	15	80	45	80	36
0	35	35	40		77		67
80	40	30	80	4	89	13	98	7
80	50	20	76	6	85	20	93	20

[0078] Results: The results in table 3 clearly demonstrates synergy at 21 days when the combination of Metamifop, Imazethapyr and Imazamox was used against above hard to kill broad leaf weeds. The différence between the observed and the expected 5 efficacy clearly shows the synergistic effect of binary and temary combination. Alone Metamifop, Imazathapyr and Imazamox has shown no or very less control on targeted weeds, whereas binary and temary premix combination has controlled the weeds synergistically for longer duration. The combination was not found to be phytotoxic to the wheat crop.

[0079] Phytotoxic effect of herbicidal combination of Metamifop, Imazethapyr and Imazamox in soyabean: Table 5, 10 show the visual observations and grading on phytotoxicity which was recorded for leaf injury on tip/surface, Epinasty/Hyponasty, and wilting etc. on 0-10 scale (as below) at 1, 3, 7, 14 and 21 days 15 after application of the présent herbicidal composition.

Scale or Score	Phytotoxicity (Percent)
0	No Phytotoxicity
1	1-10
2	11-20
3	21-30
4	31-40
5	41-50

6	51-60
7	61-70
8	71-80
9& 10	Complété destruction

[0080] Table 6: Effect of herbicidal composition on the Phytotoxicity in

Soybean

Dose	Phytotoxicity score
Application Rate gm ai/ha	Days after herbicides application
Metamifop	Imazethapyr	Imazamox	1 DAA	3 DAA	7 DAA	14 DAA	21 DAA
90	0	0	0	0	0	0	0
80	0	0	0	0	0	0	0
0	75.375	0	0	0	0	0	0
0	50	0	0	0	0	0	0
0	40	0	0	0	0	0	0
0	35	0	0	0	0	0	0
0	0	35	0	0	0	0	0
0	0	30	0	0	0	0	0
0	0	20	0	0	0	0	0
80	0	35	0	0	0	0	0
90	75.375	0	0	0	0	0	0
0	35	35	0	0	0	0	0
80	40	30	0	0	0	0	0
80	50	20	0	0	0	0	0
Control	0	0	0	0	0

[0081] 0= No phytotoxicity: There was no Phytotoxicity or crop injury or buming of leaves etc. at higher concentrations of treatments as shown in the table no. 6. The binary and temary combination are safe for soybean crop at applied doses.

[0082] The foregoing descriptions of exemplary embodiments of the présent invention hâve been presented for purposes of illustration and description. They are not intended to be exhaustive or to limit the invention to the précisé forms disclosed, and obviously many modifications and variations are possible in light of the above 15 teaching. The exemplary embodiment was chosen and described in order to best explain the principles of the invention and its practical application, to thereby enable others skilled 22 in the art to best utilize the invention and varions embodiments with varions modifications as are suited to the particular use contemplated. It is understood that various omissions, substitutions of équivalents are contemplated as circumstance may suggest or render expédient, but is intended to cover the application or implémentation without departing 5 from the spirit or scope of the daims of the présent invention.

Claims (6)

1. A herbicidal composition consisting of:

i) Metamifop;

ii) members of Imidazoline family;

wherein the member of Imidazoline family are imazethapyr and imazamox iii) agriculturally acceptable adjuvants;

wherein the weight ratio of Metamifop and the member of Imidazolinone family are within the range from 2:80 to 80:2.

2. The composition as claimed in claim 1, wherein Metamifop is présent in an amount ranging from 2 to 80% w/w based on the total weight of the composition.

3. The composition as claimed in claim 1, wherein the member of Imidazoline family is présent in an amount ranging from 0.1 to 80% w/w based on the total weight of the composition.

4. The composition as claimed in claim 1, wherein the member of Imidazoline family is an ammonium sait.

5. The composition as claimed in claim 1, further consisting of a surfactant selected from include non-ionic, anionic, cationic and ampholytic types such as alkoxylated fatty alcohols, ethoxylated polysorbate (e.g. tween 20), ethoxylated castor oil, lignin sulfonates, fatty acid sulfonates (e.g. lauryl sulfonate), phosphate esters such as phosphate esters of alcohol alkoxylates, phosphate esters of alkylphenol alkoxylates and phosphate esters of styrylphenol ethoxylates, condensâtes of sulfonated naphthalene and naphthalene dérivatives with formaldéhyde, condensâtes of naphthalene or of naphthalenesulfonic acid with phénol and formaldéhyde, alkylarylsulfonates, ethoxylated alkylphenols and aryl phénols, polyalkylene glycols and sorbitol esters.

6. The composition as claimed in claim 5, wherein said surfactants are présent in an amount ranging from about 30%-50% w/w based on the total weight of the émulsion concentrate.