Stable synergistic herbicidal composition

Abstract

The present invention relates to a stable synergistic herbicidal composition comprising herbicidal compounds for effective control of weeds. The present invention also relates to a method for preparing stable synergistic herbicidal composition for synergistic and effective control of broad spectrum of weeds.

Description

[0001] STABLE SYNERGISTIC HERBICIDAL COMPOSITION FIELD OF THE INVENTION

[0002] The present invention relates to a stable synergistic herbicidal composition comprising bioactive amounts of herbicidal compounds. In particular, the present invention relates to a stable synergistic herbicidal composition comprising A) a compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives; B) a compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives; and C) a compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives for synergistic and effective control of wide range of weeds or undesired vegetation in various crops. The present invention also relates to a process for preparation of such stable herbicidal composition for synergistic and efficacious control of wide range of weeds or undesired vegetation in various crops.

[0003] BACKGROUND OF THE INVENTION

[0004] In the field of agriculture science and the activities associated with its management, farmers have struggled with the presence of weeds in their fields since the beginning of agriculture. There have been many persisting problems that a person indulged in the field of agriculture faces but weeds can be considered one of the most problematic issues because they tend to decrease crop yields by increasing competition for water, sunlight and nutrients. Weeds have been a significant problem to counter in order to sustain agricultural production systems. Timely and systematic management of weeds is a crucial aspect and practice, as it enables farmers to effectively control the growth of unwanted vegetation and ensure that desired crop which is cultivated intentionally faces minimal competition for nutrients, water, light and space thereby resulting in improved crop growth and enhanced yield. Therefore, efficient weed control remains indispensable for achieving optimal crop performance and ensuring sustainable agricultural output.

[0005] Herbicides with different mode of actions and different spectra of activities have been widely adopted in modern agriculture due to their proven effectiveness, reliability, and economic advantages. The use of herbicides has significantly improved weed control efficiency, reduced dependence on manual labor, and enabled large-scale cultivation across diverse cropping systems.However, due to the diversity of weed flora, variations in cropping patterns, and differences in weed emergence stages, a single herbicidal active ingredient often fails to provide comprehensive and consistent control. Certain herbicides exhibit limited weed spectrum, reduced efficacy at specific growth stages, or variable performance across different environmental and agronomic conditions. Additionally, repeated use of herbicides having similar modes of action may result in reduced sensitivity of certain weed species, thereby necessitating improved herbicidal strategies. Furthermore, some herbicides are even found to causing harm to the desired crop and delay or retard their maturity and also affect their natural physiology. Further, herbicides are also found to inflict damages to the soil and its associated micro-environment as well as deplete the nutrients from the soil.

[0006] To address these challenges, herbicidal combinations have gained importance in modern weed management programs. Combining herbicides with different yet complementary modes of action can broaden the weed control spectrum, enhance overall efficacy, improve crop selectivity, and provide more reliable control across post-emergence stages. Moreover, well-formulated herbicidal combinations enable effective weed control at lower application rates, improved formulation performance, and better distribution within the target zone.

[0007] Although several herbicidal combinations are known in the art, many of the existing combinations still suffer from limitations such as incomplete weed spectrum coverage, inconsistent control of grasses, sedges, broad-leaved and aquatic weeds using a single formulation, sub-optimal performance across different application timings, and formulation challenges related to dispersibility, solubility, and uniform settlement in the target area.

[0008] Prior art CN103960258A, discloses a herbicidal composition comprising penoxsulam, oxadiargyl and clomazone.

[0009] Further references can be made to EP2685829B1, which discloses a binary composition comprising penoxsulam and (b) pyroxsulam in a ratio of 1: 15 to 20: 1.

[0010] Accordingly, there remains a need for improved herbicidal compositions that provide broadspectrum weed control, enhanced efficacy, crop compatibility, and formulation stability in a single composition. In view of the above, the stable synergistic herbicidal composition of thepresent invention comprises active ingredients having distinct and complementary mechanisms of action that collectively deliver superior weed control compared to their individual use.

[0011] Furthermore, the stable synergistic herbicidal composition of the present invention is environmental friendly, more selective towards the target plants and crops, cost-effective, have non-harming impact on environment and human health, minimal or no accumulation in soil, water bodies and unintended organisms, show high dispersibility, good solubility (that requires lesser water consumption), replenishing the nutrient in soil, easily setting into the target area (i.e., effectively reachable to the seed zone to be effective against weeds) and can be used to protect crops during critical growing seasons and can affect broad spectrum of weeds and does not enable resistance to the weeds and helps in achieving high crop efficiency.

[0012] Stable synergistic herbicidal composition of the present invention comprises two structurally and functionally distinct ALS inhibitors creates a multi-site biochemical stress within weed plants. Compound of formula I induces metabolic disruption and pigment loss, weakening weed physiology and reducing the plant’s ability to detoxify or compensate for ALS inhibition. Simultaneously, Compound of Formula II and Compound of Formula III act on the essential amino acid biosynthesis pathway, preventing recovery and regrowth.

[0013] A compound of Formula I, belong to the class of isoxazolidinone and is chemically known as 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one. It exhibits carotenoid biosynthesis inhibition activity with both systemic and contact activity. It is mainly used in cereals including but not limited to winter wheat, winter barley, maize; legumes; oilseed rape; rice, sugarcane, etc and shows high efficacy in controlling weeds like annual grass weeds, Ryegrass; Blackgrass; Broadleaved weeds; grass weeds, etc.

[0014] Furthermore, a compound of Formula II, belonging to the chemical group of pyrimidinylsulfonylurea. It has the chemical name as 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide, and shows to have better herbicidal activity, specifically used to control weeds including but not limited to Sedges including flatsedge; Grass weeds including Barnyard grass; Velvetleaf; among many others, and agricultural crops like Rice and other crops in comparison to other known herbicides.

[0015] In addition to the above, a class of herbicides i.e., triazolopyrimidine herbicides that not only works in broad spectrum, but is also shown as high effective as it exhibits knockdown and residual control and is absorbed mainly by leaves and, to lesser extent, roots and translocated.Furthermore, it is highly effective in inhibiting the plant amino acid synthesis i.e., acetohydroxy acid synthase (AHAS).

[0016] Furthermore, a compound of Formula III, belonging to the chemical group of triazolopyrimidine, is a highly effective post-emergence herbicide used on rice crops for the control of broad-leaved weeds, aquatic weeds and certain grasses. It has the chemical name as 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide. It is highly effective against Sedges; Broad-leaved weeds including loosestrife, chickweed and clover; Aquatic weeds including water plaintain and water hyacinth; Certain grasses including barnyardgrass, young watergrass, annual blackgrass and buckwheat, etc, and is not only applicable to rice crops but also to lawns; Cereals; Orchards; Olives; Chicory, etc. It performs its function by inhibiting plant amino acid synthesis -acetohydroxy acid synthase AHAS.

[0017] In order to mitigate the resistance-related issues, an effective composition with various active chemicals is created. As a result, research and developmental efforts have been focussed on creating an herbicidal composition that is broad-spectrum, ecologically safe, show good solubility, requires lesser water consumption, replenishes the nutrient in soil, settles easily into the target area and is effective even at low concentrations, less prone to weed-resistance, stable, synergistic, and more successful at controlling weeds in crops and is more economic.

[0018] Therefore, the present invention aims to develop a stable synergistic herbicidal composition, which results in broader weed spectrum of action. Thus, the present invention provides a stable synergistic herbicidal composition for protecting plants, crops against unwanted weeds.

[0019] The present invention not only satisfies but also exceeds the existing needs, and generally overcomes the deficiencies found in the prior art. The herbicidal composition of the present invention is synergistic, efficacious, environment friendly, simple to formulate, stable, safe to use and has longer shelf life.

[0020] Thus, the herbicidal composition of the present invention aims to overcome the problems of the prior art and provides a stable synergistic herbicidal composition comprising A) a compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives; B) a compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N, N-dimethylbenzamide orits agrochemically acceptable salts, esters and derivatives; and C) a compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[l,2,4]triazolo[l,5-c]pyrimidin-2-yl)-a,a,a-trifluorotoluene-2-sulfonamide its agrochemically acceptable salts, esters or its derivatives for synergistic and effective control of wide range of weeds or undesired vegetation in various crops.

[0021] OBJECTS AND ADVANTAGES OF THE INVENTION:

[0022] The principal object of the present invention is to provide a novel and effective stable synergistic herbicidal composition that demonstrates enhanced weed control efficacy compared to individual active ingredients and their binary combinations.

[0023] Another objective of present invention is to provide a stable synergistic herbicidal composition capable of controlling a broad spectrum of weeds including grasses, sedges, broad-leaves weeds and narrow-leaves weeds and to provide complete protection to crops, and plants with little or no negative impacts on the crops.

[0024] Another object of the present invention is to provide a novel and effective stable synergistic herbicidal composition as one shot application for controlling harmful weeds in plants including but not limited to rice, direct seeded rice, wheat, soyabean, maize, legumes, and other cereal crops, etc.

[0025] A further object of the present invention is to provide a novel and effective stable synergistic herbicidal composition which can be easily and which has an increased shelf life.

[0026] A further object of the present invention is to provide a novel and effective stable synergistic herbicidal composition which provides excellent crop safety and protection in terms of providing no phytotoxicity and no adverse effects on germination or growth of succeeding crops due to its reduced amount of dosage and which settles easily into the target zone.

[0027] A further object of the present invention is to provide a novel and effective stable synergistic herbicidal composition and a method of controlling post emergence weeds and for their resistance management or to delay disease resistance development.

[0028] A further object of the present invention is to provide a novel process for preparing a herbicidal composition comprising synergistic compositionof herbicides.It is another objective of the present invention to provide a novel and effective stable synergistic herbicidal composition that has both preventive and curative action which helps in enhancing the features of target crop like in improving grain size and yield; and has improved stability and shelf life; and it is active against major life stages of major plant / crop affecting weeds.

[0029] Another objective of the present invention is to provide a novel and effective stable synergistic herbicidal composition that protects and strengthens crop against environmental harms and thus improves germination rate, increased plant stand count and plant health, which results in higher and better quality of crop yields, and which improves quality and quantity of the targeted crops and plants and is ideal for weed resistance management and disease control as well as help in replenishment of the nutrients in soil.

[0030] It is another objective of the present invention to provide a novel and effective stable synergistic herbicidal composition that is safe for environment, has broad spectrum bio-efficacy, and has no phytotoxicity and is stable over wide range of temperatures and environmental changes. It is another objective of the present invention to provide a novel and effective stable synergistic herbicidal composition which further optionally comprises additives and / or adjuvants, for providing the enhanced stability, enhanced permeability, enhanced efficacy, improved penetration capacity, uniform spray-ability, improved rain-fastness, enriched biotic factors, better flowability, enhanced applicability, reduced foaming, reduced off-site drifting, enhanced spreading or coverage effect, effective storage stability, longer residual effect, improved uptake of active ingredients, better bio -stimulating effects, safer to the environmental attributes of the herbicidal composition and other beneficial properties of present invention.

[0031] Another object of the present invention is to provide a stable synergistic herbicidal composition comprising A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives; B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives; and C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0032] Yet another object of the present invention is to provide a method of improving plant health and increasing crop yield by using stable synergistic herbicidal composition comprising A)Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives; B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives; and C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0033] Some or all these and other objects of the invention can be achieved by way of the invention described hereinafter.

[0034] ADVANTAGES:

[0035] 1. The stable synergistic herbicidal composition of the present invention results in significantly lower count of weed species such as of Rice flatsedge; Barnyard-grass; Velvetleaf, Witchgrass, Sedges; Broad-leaved weeds including loosestrife, chickweed and clover etc.

[0036] 2. The stable synergistic herbicidal composition of present invention is utilized for treatment of seasonal / annual broadleaf weeds and weed grasses in Rice; Wheat; Barley; as well as other crops. It also promotes plant health and increases plant yield in the field.

[0037] 3. The stable synergistic herbicidal composition has the advantage of being highly active against weeds in the soil that mostly occur in the early stages of plant development. Further, shows higher efficacy even at lower doses. It improves the economic aspects of crops.

[0038] 4. The stable synergistic herbicidal composition has the advantage of reducing human effort required to manage weeds. It may also provide improved control of perennial weeds.

[0039] 5. The stable synergistic herbicidal composition shows to have high weed controlling effects against existing weed which obtains resistance on exposure to chemicals after some time, and no chemical damage against plants is observed. Further, it decreases the chances of resistance against weeds and shows to have an improved stability during the desired shelflife, shows good solubility, required lesser water consumption, replenishes the nutrient in soil, easily setting into the target area (i.e., effectively reachable to the seed zone to be effective against weeds).

[0040] 6. The stable synergistic herbicidal composition of the present invention also shows little or no accumulation of herbicidal molecules and provide better absorption and adsorption over the target surface.7. Another advantage of the present invention is to provide a stable synergistic herbicidal composition that shows technical advancement over the existing herbicides or combination of herbicides.

[0041] SUMMARY OF THE INVENTION

[0042] Accordingly, the main aspect of the present invention is to provide a stable synergistic herbicidal composition having high weed control efficacy.

[0043] Accordingly, the present invention relates to a stable synergistic herbicidal composition comprising:

[0044] A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0045] B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives; and

[0046] C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0047] In another aspect, the present invention provides a stable synergistic herbicidal composition comprising:

[0048] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0049] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives;

[0050] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives or its agrochemically acceptable salts, esters or its derivatives; and

[0051] (D) One or more agrochemically acceptable excipients.In another aspect, the present invention provides a stable synergistic herbicidal composition comprising:

[0052] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0053] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives;

[0054] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives or its agrochemically acceptable salts, esters or its derivatives; and

[0055] (D) At least one or more additive.

[0056] In one another aspect, the present invention provides a stable synergistic herbicidal composition comprising:

[0057] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0058] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives;

[0059] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-A-(5,8- dimethoxy[l,2,4]triazolo[l,5-c]pyrimidin-2-yl)-a,a,a-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives; and

[0060] (D) At least one or more additive selected from Urea clathrate, Siloxane Polyalkyleneoxide Copolymer, tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil either alone or in combination thereof; and

[0061] (E) One or more agrochemically acceptable excipients.

[0062] In one another aspect, the present invention provides a stable synergistic herbicidal composition comprising:(A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0063] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition; and

[0064] Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-90% by weight of the composition.

[0065] In another aspect, the present invention provides a process for preparation of the stable synergistic herbicidal composition, comprising:

[0066] A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0067] B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives; and

[0068] C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0069] In an aspect of the present invention, the present invention provides a stable synergistic herbicidal composition which further comprises additives and / or adjuvants, for providing the following attributes to the composition of present invention:

[0070] a) enhanced stability and permeability, enhanced efficacy and enhanced applicability, b) improved penetration capacity, better flowability, and reduced foaming,

[0071] c) uniform spray-ability, reduced off-site drifting, improved rain-fastness and enriched biotic factors,

[0072] d) reduced human effort required to manage weeds and improved control of perennial weeds, show high dispersibility and good solubility (that requires lesser water consumption),

[0073] e) enhanced spreading or coverage effect, and effective storage stability,f) longer residual effect, and improved uptake of active ingredients, replenishing the nutrient in soil, easily setting into the target area (i.e., effectively reachable to the seed zone to be effective against weeds.

[0074] g) better bio-stimulating effects and safer to the environment and other beneficial properties.

[0075] In another aspect, the present invention provides that the present herbicidal composition is stable and has enhanced shelf life and has enhanced efficacy and penetration capacity, no phyto toxicity, improved selectivity, better coverage effect, etc.

[0076] In another aspect, the present invention provides a synergistic herbicidal composition for controlling various weeds or unwanted crops / plants in field crops, and effective controlling of wide range of weeds.

[0077] DETAILED DESCRIPTION OF THE INVENTION

[0078] In describing the embodiments of the invention, specific terminology is resorted for sake of clarity. However, it is not intended that the invention be limited to 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.

[0079] Discussed below are some representative embodiments of the present invention. The invention in its broader aspects is not limited to the specific details and representative methods.

[0080] All technical and scientific terms used herein have the same meanings as commonly understood by someone ordinarily skilled in the art to which the present subject matter belongs.

[0081] The terminology used, in the present disclosure, is only for the purpose of explaining a particular embodiment and such terminology shall not be considered to limit the scope of the present disclosure.

[0082] As used in the present disclosure, the forms "a,” "an," and "the" may be intended to include the plural forms as well, unless the context clearly suggests otherwise. Thus, for example, reference to a composition containing “a compound” includes a mixture of two or more compounds. It should also be noted that the term “or” is generally employed in its sense including “and / or” unless the content clearly dictates otherwise.The terms "comprise / comprises", "comprising", “including”, and “having” are open ended transitional phrases and therefore specify the presence of stated features, integers, steps, operations, elements, but do not forbid the presence or addition of one or more other features, integers, steps, operations, elements, components, and / or groups thereof. The particular order of steps disclosed in the method and process of the present disclosure is not to be construed as necessarily requiring their performance as described or illustrated. It is also to be understood that additional or alternative steps may be employed.

[0083] Variations or modifications to the composition of this invention, within the scope of the invention, may occur to those skilled in the art upon reviewing the disclosure herein. Such variations or modifications are well within the spirit of this invention.

[0084] The expression of various quantities in terms of “% w / w” or “%” means the percentage by weight, relative to the weight of the total solution (i.e., % w / w) or volume of total solution (i.e., % w / v), composition unless otherwise specified.

[0085] The term “active ingredient” (a.i.) or “active agent” or “active” used herein refers to that component of the composition responsible for control of various weeds at the same time. The term “crop” shall include a multitude of desired crop plants or an individual crop plant growing at a locus.

[0086] The term “synergistic”, as used herein, refers to the combined action of two or more active agents blended together and administered conjointly that is greater than the sum of their individual effects.

[0087] “Bioactive amounts” as mentioned herein means that amount which, when applied for treatment of crops, is sufficient to give effect in such treatment.

[0088] The term “active ingredient” (a.i.) or “active agent” or “active” used herein refers to that component of the composition responsible for control and killing of weeds.

[0089] The term “control” means to inhibit the ability of weeds to survive, grow, develop and / or reproduce, or to limit the weeds’ related damage or loss in crop plants. To “control” weeds may or may not mean killing the weeds although, it preferably means killing / removal the weeds. The term “health of a plant” or “plant health” is defined as a condition of the plant and / or its products. As a result of the improved health; yield, plant vigour, quality and tolerance to abioticor biotic stress is increased. As a result, the health of a plant is increased even in the absence of weed pressure.

[0090] Accordingly, in an especially preferred embodiment according to the invention, the health of a plant is increased both in the presence and absence of biotic or abiotic stress factors. An increase in plant vigor may for example results in an increased yield and / or tolerance to abiotic or biotic stress.

[0091] One indicator for the condition of the plant is the yield. “Yield” is to be understood as any plant product of economic value that is produced by the plant such as grains, fruits, vegetables, nuts, grains, seeds, wood or even flowers (e.g. in the case of gardening plants, ornamentals). The plant products may in addition be further utilized and / or processed after harvesting.

[0092] According to embodiments of the present invention, the yield of the target plants treated according to the method of the invention, is increased synergistically.

[0093] According to embodiments of the invention, the plant vigour of the treated plant is increased. In another preferred embodiment of the invention, the plant vigour of the plants treated according to the composition of the present invention is increased synergistically.

[0094] Another indicator for the condition of the plant is the “quality” of a plant and / or its products. According to embodiments of the invention, the quality of the treated plant is increased.

[0095] In preferred embodiment of the invention, the quality of the plants treated according to the method of the invention, is increased synergistically.

[0096] The term rain fastness refers to the ability of a substance to remain effective after being applied to a surface and then exposed to rainfall or irrigation. In other words, it measures how well the substance adheres to the target surface and resists being washed away by water. A low rain fastness indicates that it may be washed off or diluted by rainfall, reducing its efficacy.

[0097] The term " Increased uptake of active ingredient" refers to the enhanced absorption or penetration of the active component of a substance into the target organism (weeds) or plant. This increased uptake can lead to greater effectiveness of the product in controlling various weeds’ species at the same time. It may occur through various mechanisms, such as improved formulation, adjuvants that enhance penetration, or modifications to the active ingredient itself to facilitate absorption. Overall, increased uptake of the active ingredient results in improved performance of the product in achieving its intended purpose.The term “benefit: cost” refers to a ratio used in a cost-benefit analysis to summarize the overall relationship between the relative costs and benefits of a proposed composition. If a treatment has a benefit-cost ratio greater than 1.0, the treatment is expected to deliver a positive and better outcome.

[0098] According to embodiments of the present invention, the yield of the treated plant is increased. According to embodiments of the present invention, there is synergistic and efficacious control of various weeds affecting the plants and crops.

[0099] Another embodiment of the present invention, includes within its scope, all possible salts, esters and derivatives of the active ingredients of the composition.

[0100] It is also to be understood that the terminology used herein is for the purpose of describing particular embodiments of the invention only and is not intended to limit the scope of the invention in any manner. The use of examples anywhere in this specification including examples of any terms discussed herein is illustrative only, and in no way limits the scope and meaning of the invention or of any exemplified term. Likewise, the invention is not limited to various embodiments given in this specification.

[0101] Unless indicated otherwise, the technical and scientific terms employed herein shall be construed in accordance with their conventional meaning as understood by a person skilled in the relevant art. In the event of any inconsistency, the definitions and explanations set forth in the present specification shall prevail.

[0102] The composition or formulation according to the present invention has a reduced or zero phytotoxicity with respect to agricultural crops. This results in the present invention effective and possible in the selective control of weeds.

[0103] It has been observed by the inventors of the present invention that the stable synergistic herbicidal composition of present invention not only has enhanced bio-efficacy but also gives control of wide variety of unwanted crops / plants for a longer duration as compared to solo and binary formulations of herbicides.

[0104] In one embodiment of the present invention, a stable synergistic herbicidal composition comprising:(A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0105] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives; and

[0106] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0107] In another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0108] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0109] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives;

[0110] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-A-(5,8- dimethoxy[l,2,4]triazolo[l,5-c]pyrimidin-2-yl)-a,a,a-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives; and

[0111] (D) One or more agrochemically acceptable excipients.

[0112] In another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0113] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0114] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives;(C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives; and

[0115] (D) At least one or more additive.

[0116] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0117] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0118] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives;

[0119] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-A-(5,8- dimethoxy[l,2,4]triazolo[l,5-c]pyrimidin-2-yl)-a,a,a-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives;

[0120] (D) At least one or more additive selected from Urea clathrate, Siloxane Polyalkyleneoxide Copolymer, tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil either alone or in combination thereof; and

[0121] (E) One or more agrochemically acceptable excipients.

[0122] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0123] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0124] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition; and(C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001- 90% by weight of the composition.

[0125] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0126] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0127] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2- yl)carbamoyl]sulfamoyl}amino)-A, A-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0128] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-A-(5,8- dimethoxy[l,2,4]triazolo[l,5-c]pyrimidin-2-yl)-a,a,a-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001- 90% by weight of the composition; and

[0129] (D) One or more agrochemically acceptable excipients.

[0130] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0131] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0132] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2- yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0133] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamideor its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001- 90% by weight of the composition; and

[0134] (D) At least one or more additive.

[0135] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0136] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0137] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2- yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0138] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001- 90% by weight of the composition;

[0139] (D) At least one or more additive selected from Urea clathrate, Siloxane Polyalkyleneoxide Copolymer, tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil either alone or in combination thereof, in the range of 0.001-20% by weight of the composition; and

[0140] (E) One or more agrochemically acceptable excipients.

[0141] According to a specific embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0142] (A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-10% by weight of the composition;

[0143] (B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2- yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemicallyacceptable salts, esters and derivatives, in the range of 0.001-15% by weight of the composition; and

[0144] (C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001- 65% by weight of the composition.

[0145] In yet another embodiment, the present invention provides a process for preparation of the stable synergistic herbicidal composition, comprising:

[0146] A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0147] B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives; and

[0148] C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0149] According to embodiments of the present invention, the stable synergistic herbicidal composition of present invention can be applied to a plant / crop / soil by spraying, rubbing, atomizing, irrigating, evaporating, dusting, fogging, broadcasting, pouring, mist blowing, soil mixing, foaming, painting, spreading-on, drenching, dipping or drip irrigation, etc.

[0150] According to embodiments of the present invention stable synergistic herbicidal composition or formulation according to the present invention has a reduced or zero phytotoxicity with respect to important agricultural crops. This results in the present invention being effective and capable in potentially acting by the way of selective control and action against wide range of weeds or undesired vegetation in various crops.

[0151] In accordance with an embodiment, each individual row appearing in the table below represents the combinations of the present invention.

[0152] A Compound of formula I herein pertains to 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;A Compound of formula II herein pertains to 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives;

[0153] A Compound of formula III herein pertains to 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0154] S. No Compound (Technical) Quantity (w / w% or w / v%) 1 Compound of formula I 0.001-90%

[0155] 2 Compound of formula II 0.001-90%

[0156] 3 Compound of formula III 0.001-90%

[0157]

[0158] According to embodiments of the present invention, the present stable synergistic herbicidal composition can be applied to various crops and plants including but not limited to monocot and dicot crops including genetically modified and conventional or non-genetically modified varieties of Wheat (Triticum), Soybean (Glycine max) and Direct seeded Rice (Oryza sativa), Transplanted Rice (Paddy), Transplanted Rice Pre-emergence (3 DAT) and Transplanted Rice (post-em 20 DAT), Transplanted Rice, Paddy (Direct seeded Rice), Rice (Direct seeded Rice), Rice (Nursery), Direct seeded rice under puddled condition, Sunflower, Cumin, Mustard, Cereals including winter wheat, winter barley, maize; Legumes; Oilseed rape; Rice, Sugarcane, Paddy fields, Turf, sports greens & ornamental grass; Non-cropped areas including playgrounds, roadsides; cemeteries; Ornamental shrubs, Vines; Trees, Rice; Sugarcane; Sunflower; Transplanted vegetables; Potatoes; Capsicums, Lawns; Rice; Cereals; Orchards; Olives; Chicory Cereals including winter wheat, winter barley, maize; Legumes; Oilseed rape; Rice, Wheat; Barley; Peanuts, etc.

[0159] The most common weed controlled by composition of present invention include but not limited to Echinocloa spp. (Barnyard grass), Cyperus spp. (Nut grass), Phalaris minor, Poa annua, Medicago denticulata, Scirpus spp., Ludwigia parviflora (water crest), Fimbristylis spp. (Hoora grass), Rotala spp., Marsilea quadrifoliate, Eclipta alba, Ammania baccifera Ludwigia parviflora Sphenoclea Zeylenica, Monochoria vaginalis, Cynodon dactylon, Ammaniabaccifera, Sphenoclea zeylanica, Ammania bacifera, Cyperus difformis, Echinochloa colonum, Echinochloa crusgalli, Cyperus iria, Eclipta alba, Echinochloa Colona, Sedges, Caesulia axillaris, Commelina communis, Marsilia quadrifoliata, Alternanthera spp.,Leptochloa chinesis, Eleusine indica, Alternanthera sessilis, Cyperus spp., Fimbristylis miliacea, Ludwigia spp., Monochoria spp., Sphenecelea zeylanica, Alternenthera philoxeroides, Monochoria vaginalis,, Scirpus royeli, Ammania baccifera, Cyperus differmis,, Eclipta alba, Ludwigia parviflora, Marsilea quadrifoliate, Scirpus royeli, Sphenoclea zeylenica, Echinichloa spp, Cyperus rotundus, Dactyloctenium aegyptium, E. Colonum,, Digitaria sanguinalis, Fimbristylis miliacae, Eclipta alba,, Ludwigia quadrifoliata, Leptochloa chinensis, Panicum repens, Eleusine indica, Remex sp., Setaria spp., Commelina benghalensis, Panicum spp., Asphodelus tenuifolius Chenopodium album, Melilotus, Marsilea quadrifoliata, Melilotus alba, Ryegrass; Blackgrass; Broadleaved weeds, Sedges including flatsedge; Grass weeds including Barnyardgrass; Velvetleaf; Water-plantain; Mud-plantain; Sagittaria; False pimpernel, Annual grasses and broad-leaved weeds including Echinochloa Beauvois, Sedges, Crabgrass; Annual bluegrass; Torpedo grass; Pigweed; Chickweed; Wild mustard; Stinkgrass; Barnyardgrass; Rice flatsedge; Dwarf umbrella grass; Nut-grass; Creeping water primrose; Tidalmarsh flatsedge (Cyperus serotinus)', Jungle rice (Echinochloa colona) Witchgrass; Broad-leaved weeds, Broad-leaved weeds including loosestrife, chickweed and clover; Aquatic weeds including water plaintain and water hyacinth; Certain grasses including bamyardgrass, young watergrass, annual blackgrass and buckwheat, etc.

[0160] According to embodiments of the present invention, the present stable synergistic herbicidal composition can be formulated as one or more of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule (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) or a mixed formulation of CS and EW (ZW).In another embodiment of the present invention, the stable synergistic herbicidal composition of the present invention further comprises one or more agrochemically acceptable excipients including but not limited to the group comprising surfactant(s), dispersing agent(s), antifreezing agent(s), emulsifier(s), anti-foaming agent / defoamer(s), wetting agent(s), antimicrobial / anti-bacterial agent(s), thickening agent / thickener(s), quick coating agent(s) or sticking agents / sticker(s), spreader(s), binder(s), pH-adjusting agent(s), anti-caking agent(s), adjuvant(s), filler(s) / suspension aid(s), colorant(s), carrier(s), buffering agent(s), rheology modifier(s), solvent(s), co-solvent(s), safener or a combination thereof. Additional components may also be included, e.g., protective colloids, carriers, adhesives, thixotropic agents, penetration agents, stabilisers, sequestering agents. More generally, the active materials can be combined with any solid or liquid carrier / additive, which complies with usual formulation techniques. An adjuvant used in the present invention is any material that is added to an agrochemical formulation to enhance or modify the performance of the formulation. An adjuvant used in the present invention to make it a safer to ecological environmental, having low toxicity and having no phytotoxicity effects on any part of the plant.

[0161] In an embodiment of the present invention, the stable synergistic herbicidal composition further optionally comprises additives and / or adjuvants, for providing the attributes such as enhanced stability, enhanced permeability, enhanced efficacy, improved penetration capacity, uniform spray-ability, improved rain-fastness, enriched biotic factors, better flowability, enhanced applicability, reduced foaming, reduced off-site drifting, enhanced spreading or coverage effect, effective storage stability, longer residual effect, improved uptake of active ingredients, better bio-stimulating effects, and safer to the environment and other beneficial properties; to the composition of present invention. An adjuvant used in the present invention is any material that is added to a herbicidal formulation to enhance or modify the performance of the formulation. Adjuvants used in the present invention to make it a safer to ecological environmental, having low toxicity and having no phytotoxicity effects on any part of the plant including but not limited to Methylated seed oils, such as methylated soyabean oil.

[0162] Examples of surfactant(s) and / or dispersing agent and / or co-dispersant used herein include but not limited to the group comprising polymeric anionic dispersant, polyarylphenyl ether phosphate, tristyryl phenol ethoxylate, Polymethyl methacrylate -polyethylene glycol graft copolymer, acrylate copolymer, acrylic copolymer, Ammonium Distyrylphenyl Ether Sulphate, Alkyl polyglucoside, Sodium lauryl sulphonate, polymeric dispersant, Calcium saltof alkyl benzene sulphonate, Calcium doceylbenzene sulphonate, Non-ionic surfactant, polyalkoxylated butyl ether, acrylic graft copolymer, Sodium methyl oleoyl taurate, non-ionic proprietary surfactant, Methyl naphthalene sulfonic acid, polymer with formaldehyde, sodium salt, ethoxylated tristryl phenol Sulphate, alkyl naphthalene formaldehyde condensate, sodium alkyl naphthalene sulfonate blend, naphthalene sulfonic acid, phenol sulfonic acid-formaldehyde polycondensation as sodium salt, sodium salt condensate with formaldehyde, ethoxylated oleyl cetyl alcohol, Graft Comb copolymer, Acrylate graft Copolymer, Anionic tristyrylphenol phosphate surfactant, Sodium Alkyl Naphthalene Sulfonate Condensate, polyalkelene glycol ether, Sodium Isopropyl Naphthalene Sulfonate, Dialkyl naphthalene sulphonate sodium salt, Naphthalene Sulphonic Acid, Formaldehyde, Ethoxylated fatty glyceride, Ethoxylated Polyarylphenol Phosphate Ester, Lignosulfonic Acid, Sodium Salt, Sulfomethylated, ethoxylated fatty alcohol, methyl naphthalene sulfonic acid, polymer with formaldehyde sodium salt, Sodium polymethyl methacrylate, sodium polyacrylate, alkyl naphthalene sulfonate formaldehyde condensate or its sodium salt, Sodium Naphthalene Sulfonate formaldehyde condensate, Amine Salt of a Phosphated Tristyryl Phenol Ethoxylate, sodium lignosulphonate, calcium lignosulphonate, Sodium Alkyl Naphthalene Sulfonate, alkylphenol polyoxyethylene ether, sodium salt of naphthalene sulfonate condensate, alkyl naphthalene sulfonate condensate blend, polymeric surfactant, sodium salt of alkyl naphthalene sulfonate, sodium salt of methyl naphthalene sulfonate, lignosulphonate, polycarboxylate or its sodium salt, naphthalene sulfonic acid-branched and linear derivative sodium salts, fatty alcohol polyoxyethylene ether, alcohol polyglycol ether, non-aqueous dispersant - non-ionic polymeric surfactant, aqueous dispersant - polymeric amphoteric aqueous dispersant or mixtures thereof and present in the range of 0.01-20% by weight of the composition.

[0163] Examples of wetting agent used herein include but not limited to the group comprising tristyrylphenol ethoxylate non-ionic emulsifier, mixture of non-ionic surfactants, Blend of Anionic and Non-ionic, Sodium dioctyl sulfosuccinate, alkoxylated alcohol, block copolymer, alcohol polyglycol ether, Polyalkyleneoxide modified poly dimethylsiloxane, alkyl olefin sulphates, dioctyl sulpho succinate, alkyl naphthalene sulphate, Di-isopropyl Napthalene sulphonate, Benzenesulfonic acid, Hydroxy polymer with formaldehyde, Phenol and Urea sodium salt, Polyalkoxy ethers, alkyl phenol ethoxylates, tri-styrenated phenol ethoxylate, EO / PO block co-polymers, butyl polyalkylene oxide block copolymer, sodium lauryl sulphate,sodium sulphates or mixtures thereof and present in the range of 0.001-20% by weight of the total composition.

[0164] Examples of defoamer or antifoaming agent used herein include but not limited to the group comprising silicon emulsion based anti-foam agents, Siloxane polyalkyleneoxide, Polydimethylsiloxane, trisiloxane ethoxylates, silicone oil, silicone compound, C10～C20 saturated fat acid compounds or C8～C10 aliphatic alcohols compound, vegetable oil based antifoam, tallow based fatty acids, polyalkyleneoxide polydimethylsiloxane emulsion and mixtures thereof and present in the range of 0.001-5.0 % by weight of the composition.

[0165] Examples of anti-freezing agent used herein include but not limited to the group comprising glycol, propylene glycol, mono ethylene glycol, glycerine, diethylene glycol, sorbitol, urea, mannitol, Aluminum Magnesium Silicate, polyethylene glycol or mixtures thereof and present in the range of 0.01-20% by weight of the composition.

[0166] Examples of filler used herein include but not limited to the group comprising silicon dioxide, China-clay, kaolin, starch, bentonite, precipitated silica, fumed silica, lactose monohydrate, talcum powder, lactose, ammonium sulphate, water, sodium Sulphate, magnesium sulphate, sodium citrate, sodium chloride, potassium chloride and mixtures thereof and present in the range of 0.001-60 % by weight of the composition.

[0167] Examples of anti-caking agent used herein include but not limited to the group comprising of talc, hydrous magnesium silicate, magnesium carbonate, calcium carbonate, precipitate silica, silica powder, hydrophobic fumed silica and mixtures thereof and present in the range of 0.001-10% by weight of the composition.

[0168] Examples of carrier used herein include but not limited to the group comprising of silicon dioxide, china clay, kaolin, starch, bentonite, precipitated silica, silica powder, fumed silica, lactose monohydrate, talcum powder, lactose, Methylated soyabean oil, ammonium sulpha or mixture thereof and present in the range of 0.1-45 % by weight of the composition.

[0169] Examples of biocide or anti-microbial / anti-bacterial agent(s), agent(s) used herein include but not limited to the group comprising of 1, 2,- Benzisothiazolin -3-one, blends of 1,2-benzisothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, blends of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, zinc l-hydroxy-2(lH)-pyridinethione, blends of zinc l-hydroxy-2(lH)-pyridinethione and zincoxide, and 2-n-octyl-4- isothiazolin-3-one or mixture thereof and present in the range of 0.001 to 10 % by weight of the composition.

[0170] Examples of the rheology modifier or thickeners or thickening agents or suspending agent(s)used herein include but not limited to the group comprising of xanthan gum, gum arabic, gun ghatti, gum karaya, gum tragacanth, guar gum, or locust bean gum; silica, silicon dioxide, attagel, agar, alginic acid, polysaccharides, carboxymethyl cellulose, bentonite clay, aluminium magnesium silicate, hydroxy propyl cellulose, Sodium methyl cellulose, xanthan gum, gum arabic, Silica powder, gaur gum, carbomer, chitosan, precipitated silica or mixtures thereof and present in the range of 0.001-10.0% by weight of the composition.

[0171] Examples of safeners used herein include but not limited to the group comprising of AD-67 (MON 4660), benoxacor, benthiocarb, brassinolide, cloquintocet (mexyl), cyometrinil, daimuron, dichlormid, dicyclonon, dimepiperate, disulfoton, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, harpin proteins, isoxadifen-ethyl, jiecaowan, jiecaoxi, mefenpyr-diethyl, mephenate, naphthalic anhydride (NA), oxabetrinil, R29148 and N -phenylsulfonylbenzoic acid amides or mixture thereof and present in the range of 0.001-10.0 % by weight of the composition.

[0172] Examples of emulsifier(s) used herein include but not limited to the group comprising of araliphatic or aliphatic non-ionic oil emulsifier-ethoxylated sorbitol hexaester derived from oleic acid, emulsifier such as ethoxylated mono-, di- and trialkylphenols, ethoxylates of long-chain alcohols and polyethylene oxide / polypropylene oxide homo- and copolymers, Anionic and nonionic blend of castor oil ethoxylate, Hydrophobically Modified Polyacrylate Copolymer, Polymeric emulsifier (Nonionic polyalkylene oxide block copolymer), Ethoxylates of long-chain alkanols, Castor oil ethoxylate, ethoxylated monoalkylphenol, ethoxilates of cetyl alcohol and / or stearyl alcohol; water soluble emulsifier, Emulsifier (Blend of Anionic and Non-ionic), Tristyrylphenol ethoxylate, Alkyl diphenyl sulfonates, Ethoxylated Tristyrylphenol,and Anionic emulsifier such as alkali metal and ammonium salts of alkyl sulfates, of hemisulfates of ethoxylated alkanols and ethoxylated alkylphenols, alkylsulfonic acids, bis(phenylsulfonic acid) ethers and their alkali metal or ammonium salts, sodiumlaurylsulfate, sodium (cetyl / stearyl) sulfate or mixture thereof and present in the range of 0.001-20 % by weight of the composition.Examples of emulsifier(s) used herein is / are selected from group or non-ionic, ionic, or a blend or combination thereof, present in the range of 0.001-20 % by weight of the composition.

[0173] Examples of Non-ionic emulsifier(s) used herein is / are selected from group comprising of Araliphatic or aliphatic non-ionic oil emulsifier - ethoxylated sorbitol hexa-ester derived from oleic acid, Ethoxylated mono-, di- and trialkylphenols, Ethoxylates of long-chain alcohols, Polyethylene oxide / polypropylene oxide homo- and copolymers, Hydrophobically Modified Polyacrylate Copolymer (nonionic polymeric dispersant), Graft Comb copolymer, Polymeric emulsifier (Nonionic polyalkylene oxide block copolymer), Ethoxylates of long-chain alkanols, Castor oil ethoxylate, Ethoxylated monoalkylphenol, Ethoxylates of cetyl alcohol and / or stearyl alcohol, Tristyrylphenol ethoxylate, Ethoxylated Tristyrylphenol, Non-ionic water-soluble emulsifiers, or a combination thereof.

[0174] Examples of the ionic emulsifier(s) used herein is / are selected from group comprising of alkali metal and ammonium salts of alkyl sulfates, hemisulfates of ethoxylated alkanols, hemisulfates of ethoxylated alkylphenols, alkylsulfonic acids, bis(phenylsulfonic acid) ethers and their alkali metal or ammonium salts, sodium lauryl sulfate, sodium (cetyl / stearyl) sulfate, Ionic water-soluble emulsifiers or combination thereof.

[0175] Examples of solvent(s) and co-solvent(s) used herein include but not limited to the compounds selected from polar and non-polar solvent from the group comprising heavy aromatic hydrocarbon, diethyl phthalate, N-Methyl-2-pyrrolidone (NMP), Solvent Naphtha (Solvent C-9), Di methyl sulfoxide (DMSO), Dimethylformamide (DMF), Dialkylene glycol dialkyl ethers, Methyl soyate oil, N- alcohol, 2-ethyl hexanol, alkyl amide, vegetable oil, mineral oil, distilled water, aromatic solvents, water or mixtures thereof and present in the range of 0.01 to 20% by weight of the composition.

[0176] Examples of colouring pigment(s) / dye(s) used herein include but not limited to the red dye FGR03, Permanent Rubin L5-B-01, pigment blue 15:4, pigment blue 15:3, pigment blue 15:2, pigment blue 15:1, pigment blue 80, pigment yellow 1, pigment yellow 13, pigment red 112, pigment red 48:2, pigment red 48: 1, pigment red 57: 1, pigment red 53:1, pigment orange 43, pigment orange 34, pigment orange 5, pigment green 36, pigment green 7, pigment white 6, pigment brown 25, basic violet 10, basic violet 49, violet 23, acid red 51, acid red 52, acid red 14, acid blue 9, acid yellow 23, basic red 10, basic red 108 or mixtures thereof and present in the range of 0.001- 10.0 % by weight of the composition.Examples of polymer(s) used herein include but not limited to the isocyanate, polyisocyanate used is toluene-2, 4-diisocyanate (TDI), diethylenetriamine (DETA), ethylene diamine (EDA), triethylenetetramine (TETA), and / or hexamethylene diamine (HMD A), diethanolglycine sodium salt, ethanoldiglycine disodium salt, hydroxymonocarboxylic acid compounds, hydroxydicarboxylic acid compounds, tetrasodium N, N-bis(carboxylatomethyl)-L-glutamate (GLDA), methylene diisocyanate (MDI), and / or low molecular weight polydiisocynates or mixtures thereof and present in the range of 0.01- 5.0 % by weight of the composition.

[0177] Examples of binder(s) used herein include but not limited to the group of compounds selected from polyvinylpyrrolidone (PVP), polyvinyl alcohol, methyl cellulose, and carboxymethyl cellulose, sodium starch glycolate, polyisocyanate, polyterpene resin or mixtures thereof and present in the range of 0.01- 40 % by weight of the composition

[0178] Examples of the preservative(s) used herein include but not limited to the group of compounds selected from Methyl paraben (Methyl p-hydroxybenzoate), Propyl paraben (Propyl p-hydroxybenzoate), Methylisothiazolinone (MIT), Chloromethylisothiazolinone (CMIT), Benzisothiazolinone (BIT), DMDM Hydantoin, Imidazolidinyl Urea, Phenol, Cresol, Chlorocresol, Benzoic acid, Sorbic acid, Salicylic acid, Thymol (natural preservative), Sodium benzoate, Potassium sorbate, Bronopol (2-bromo-2-nitropropane-l,3-diol), Propyl parahydroxy-benzoate or mixture thereof and present in the range of 0.01- 35 % by weight of the composition.

[0179] Examples of stabilizer(s) used herein include but not limited to the compounds selected from butylated copolymer, Butylated Hydroxy Toluene (BHT), Butylated Hydroxyanisole (BHA), Ascorbic Acid (Vitamin C), Tocopherol (Vitamin E), Benzophenone-3 (a benzotriazole UV absorber), Hindered Amine Light Stabilizers (HALS), Propylene Glycol, Oxanilide derivatives, Ethoxylated Alkylphenols (e.g., nonylphenol ethoxylates), Block copolymers, Polyvinyl alcohol (PVA), Acrylic or Butylated Copolymers, Citric acid / Sodium citrate, Phosphates (e.g., Sodium or Potassium phosphate), Acetates (e.g., Sodium acetate), EDTA (Ethylenediaminetetraacetic acid), Citric acid (dual role: pH and chelation), NTA (Nitrilo triacetic acid), Xanthan gum, Attapulgite clay, Bentonite, Hydroxypropyl methylcellulose (HPMC) or mixture and present in the range of 0.01- 35 % by weight of the composition.Examples of the pH adjusting agent(s) / buffering agent(s) used herein include but not limited to the compounds selected from Citric Acid, Citric Acid Monohydrate, Citric Acid Dihydrate, Sodium Citrate, Potassium Citrate, Tartaric Acid, Potassium Hydrogen Tartrate, Lactic Acid, Sodium Phosphate (Monobasic or Dibasic), Potassium Phosphate (Monobasic / Dibasic), Sodium Bicarbonate, Sodium Carbonate, Ammonium Acetate / Ammonium Hydroxide, Acetic Acid, Sodium Acetate, Borax (Sodium Borate) or mixture thereof and present in the range of 0.01- 25 % by weight of the composition.

[0180] In yet another embodiment of the present invention, the invention further provides the process for preparation of the said stable synergistic herbicidal composition wherein, the said composition can be one or more of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule (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 concentrate (MEC), 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 composition of CS and SC (ZC) or a mixed composition of CS and SE (ZE) and a mixed composition of CS and EW (ZW).

[0181] In further embodiment of the present invention, depending on the formulation type, they comprise one or more liquid or solid carriers, appropriate surfactants (such as dispersants, protective colloids, emulsifiers, wetting agents and tackifiers), and appropriate further excipients which are customary for formulating herbicidal composition. Further excipients include e.g., organic and inorganic thickeners, bactericides, antifreeze agents, antifoams, colorants and, for seed formulations, adhesives.

[0182] In one of the embodiments of the present invention, suitable carriers include liquid and solid carriers. Liquid carriers include e.g. non-aqueous solvents such as cyclic and aromatic hydrocarbons, e.g. paraffins, tetrahydronaphthalene, alkylated naphthalenes and theirderivatives, alkylated benzenes and their derivatives, alcohols such as methanol, ethanol, propanol, butanol and cyclohexanol, ketones such as cyclohexanone, strongly polar solvents, e.g. amines such as N-methylpyrrolidone, and water as well as mixtures thereof. Solid carriers include e.g. mineral earths such as silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas, and products of vegetable origin such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders, or other solid carriers.

[0183] In one embodiment, additives such as Siloxane Polyalkyleneoxide Copolymer or an organosilicone based powder adjuvant that can enhance the water absorption efficiency of hard-to-wet soils by increasing their water infiltration, drainage, water retention and hydrophilicity; tallow amine ethoxylate increases the biocompatibility in environmental applications and help in the interactions of active ingredients; ammonium sulphate help is resistant to leaching and helps the crop to utilize nitrogen efficiently; urea clathrate provides superior wetting and spray retention properties and serves as an excellent nitrogen source for crops and epoxide soybean oil provides increased active ingredient uptake and improved rain fastness to the composition; and epoxide soybean oil provides increased active ingredient uptake and improved rain fastness to the composition. The said additives are stable and hygroscopic resulting in an efficient uptake and functioning.

[0184] In one embodiment of the present invention, Siloxane Polyalkyleneoxide Copolymer has superspreading ability, it significantly lowers the surface tension of spray solutions, allowing them to spread uniformly across plant surfaces, including waxy or hard-to-wet leaves. This enhances the penetration and absorption of herbicides, leading to improved efficacy. Siloxane Polyalkyleneoxide Copolymer is especially effective in low-volume spray applications and helps increase rainfastness and reduce runoff. Its use supports more efficient herbicide delivery, often allowing for reduced application rates.

[0185] In one embodiment of the present invention, the inclusion of both an organosilicone-based powder and tallow amine ethoxylate in a formulation significantly enhances its surface activity and delivery efficiency. Siloxane Polyalkyleneoxide Copolymer, a trisiloxane-based super- spreader, dramatically reduces surface tension, enabling rapid and uniform spreading ofthe solution across plant surfaces, even on waxy or water-repellent leaves. In synergy, tallow amine ethoxylate, a non-ionic surfactant, acts as a powerful wetting and penetration agent, improving the absorption of active ingredients into plant tissues. This combination ensures maximum bioavailability and performance of herbicidal actives.

[0186] In one embodiment of the present invention, ammonium sulphate particularly as a water conditioner and adjuvant. It helps improve the efficacy of herbicides, by binding with hard water cations such as calcium and magnesium that would otherwise reduce herbicidal absorption and activity. By preventing these ions from interacting with the active ingredient, ammonium sulphate enhances uptake into plant tissues. It may also act as a nitrogen source, supporting plant growth.

[0187] In one embodiment of the present invention, Epoxide soybean oil, a bio -based plasticizer and solvent, improves formulation compatibility, reduces phyto toxicity, and enhances the dispersion of active compounds. Derived from renewable sources, both additives support sustainable agriculture by offering low toxicity, biodegradability, and improved formulation efficiency without compromising efficacy.

[0188] In one embodiment of the present invention, Siloxane Polyalkyleneoxide Copolymer, tallow amine ethoxylate, ammonium sulphate, and epoxide soybean oil are additives used individually or in combination to enhance the performance of herbicidal formulations. Siloxane Polyalkyleneoxide Copolymer, a superspreading organosilicone surfactant, reduces surface tension and improves leaf coverage and penetration of active ingredients. Tallow amine ethoxylates, as non-ionic surfactants, aid in emulsification and enhance herbicide uptake.

[0189] Ammonium sulphate serves as a water conditioner, preventing hard water ions from reducing herbicide efficacy, while also acting as a nitrogen source. Epoxide soybean oil, a biodegradable solvent and plasticizer, improves formulation stability, compatibility, and reduces phyto toxicity. Used alone or synergistically, these additives optimize spray performance, improve bioavailability of actives, and support sustainable and effective crop protection.

[0190] In one embodiment, additives such as urea clathrate, Siloxane Polyalkyleneoxide Copolymer or Siloxane Polyalkyleneoxide Copolymer super-wetter, tallow amine ethoxylate, ammonium sulphate, and epoxide soybean oil either alone or in combination thereof, present in the range of 0.001 - 20% by weight of the composition.The composition of the present invention can also comprise or may be applied together and / or sequentially with further active compounds. These further compounds can be selected from fertilizers or micronutrient donors or microorganisms or other preparations that influence plant growth, such as inoculants (e.g., a strain of nitrogen-fixing bacteria), and plant inducers. In an embodiment of the present invention, the stable synergistic herbicidal composition further optionally comprises additives and / or adjuvants, for providing the following attributes to the composition of present invention:

[0191] a) enhanced stability and permeability, enhanced efficacy and enhanced applicability, b) improved penetration capacity, better flowability, and reduced foaming,

[0192] c) uniform spray-ability, reduced off-site drifting, improved rain-fastness,

[0193] d) reduced human effort required to manage weeds and improved control of perennial weeds, show high dispersibility and good solubility (that requires lesser water consumption), and enriched biotic factors,

[0194] e) enhanced spreading or coverage effect, and effective storage stability,

[0195] f) longer residual effect, and improved uptake of active ingredients, replenishing the nutrient in soil, easily setting into the target area (i.e., effectively reachable to the seed zone to be effective against weeds.

[0196] g) better bio-stimulating effects and safer to the environment and other beneficial properties.

[0197] The present invention includes within its scope, all possible salts, esters and derivatives of the active ingredients of the composition. According to embodiments of the present invention, the composition acts synergistically to control weeds in various crops. Through the herbicidal composition of present invention, the number of applications to control wide range of weeds appearing at the same time is minimised. The composition of present invention is highly safe to the user and to the environment. The composition offers the user a single homogenous application eliminating the need for tank mix. The composition also is cost-effective as it provides much greater simultaneous control and can be used in a variety of crops with a broader spectrum of protection.

[0198] Thus, before describing the present invention in detail, it is to be understood that this invention is not limited to particularly exemplified systems or process parameters that may of course, vary. It is also to be understood that the terminology used herein is for the purpose of describing particular embodiments of the invention only and is not intended to limit the scope of the invention in any manner. The use of examples anywhere in this specification includingexamples of any terms discussed herein is illustrative only, and in no way limits the scope and meaning of the invention or of any exemplified term. Likewise, the invention is not limited to various embodiments given in this specification. Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains. In the case of conflict, the present document, including definitions will control.

[0199] In one embodiment, the composition according to the present invention acts synergistically to control weeds in various crops.

[0200] Representative examples of the present composition of this invention are provided below and are not to be construed as limiting in any manner:

[0201] EXAMPLES: GENERAL RECIPE OF COMPOSITION OF PRESENT INVENTION: A Compound of formula I herein pertains to 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives;

[0202] A Compound of formula II herein pertains to 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives;

[0203] A Compound of formula III herein pertains to 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0204] %w / w or % w / v of the S. No. Ingredients

[0205] composition

[0206] 1 Compound of Formula I Technical 0.001-90

[0207] 2 Compound of Formula II Technical 0.001-90

[0208] 3 Compound of Formula III Technical 0.001-90

[0209] Additive(s)- Siloxane Polyalkyleneoxide Copolymer, tallow

[0210] amine ethoxylate, ammonium sulphate, and Epoxide soybean

[0211] 4 0.01-20

[0212] oil, silicone ethoxylated oil, either alone or in combination

[0213] thereof

[0214] Surfactant / Dispersing agent(s) / Co-dispersant(s)- polymeric

[0215] 5 0.01-20

[0216] anionic dispersant, polyarylphenyl ether phosphate, tristyryl

[0217]

[0218] phenol ethoxylate, Polymethyl methacrylate-polyethylene glycol graft copolymer, acrylate copolymer, acrylic copolymer, polymeric dispersant, Calcium salt of alkyl benzene sulphonate, Non-ionic surfactant, polyalkoxylated butyl ether, acrylic graft copolymer, Sodium methyl oleoyl taurate, non-ionic proprietary surfactant, Polymeric anionic dispersing agent, Methyl naphthalene sulfonic acid, polymer with formaldehyde, sodium salt, ethoxylated tristryl phenol Sulphate, alkyl naphthalene formaldehyde condensate, naphthalene sulfonic acid, phenol sulfonic acid-formaldehyde polycondensation as sodium salt, sodium salt condensate with formaldehyde, ethoxylated oleyl cetyl alcohol, Sodium Alkyl Naphthalene Sulfonate Blend, styrenated phenol ethoxylate, polyalkelene glycol ether, Sodium Isopropyl Naphthalene Sulfonate, Dialkyl naphthalene sulphonate sodium salt, Naphthalene Sulphonic Acid, Formaldehyde, Acrylate graft Copolymer, Graft Comb copolymer, Ethoxylated fatty glyceride, Ethoxylated Polyarylphenol Phosphate Ester, Lignosulfonic Acid, Sodium Salt, Sulfomethylated, ethoxylated fatty alcohol, methyl naphthalene sulfonic acid, polymer with formaldehyde sodium salt, Sodium Alkylnaphthalene Sulfonate Formaldehyde Condensate, Sodium polymethyl methacrylate, sodium polyacrylate, alkyl naphthalene sulfonate formaldehyde condensate or its sodium salt, Sodium Naphthalene Sulfonate formaldehyde condensate, sodium lignosulphonate, calcium lignosulphonate, Sodium Alkyl Naphthalene Sulfonate, Naphthalene Sulphonic Acid, Formaldehyde, alkylphenol polyoxyethylene ether, sodium salt of naphthalene sulfonate condensate, alkyl naphthalene sulfonate condensate blend, polymeric surfactant, sodium salt of alkyl naphthalene sulfonate, sodium salt of methyl naphthalene sulfonate, polycarboxylate, naphthalene sulfonic acid-branched and linear derivative sodium salts, fatty alcohol polyoxyethylene ether, alcohol polyglycol

[0219]

[0220] ether, non-aqueous dispersant - non-ionic polymeric surfactant, aqueous dispersant - polymeric amphoteric aqueous dispersant or mixtures thereof

[0221] Wetting agent(s)- tristyrylphenol ethoxylate non-ionic emulsifier, polyalkoxylated butyl ether, mixture of non-ionic surfactants, Blend of Anionic and Non-ionic, alkoxylated alcohol, block copolymer, alcohol polyglycol ether, alkyl olefin sulphates, dioctyl sulpho succinate, alkyl naphthalene sulphate

[0222] , Di-isopropyl Napthalene sulphonate, Sodium alkyl naphthalene sulfonate formaldehyde condensate, Benzenesulfonic acid, 0.001-20 Hydroxy polymer with formaldehyde, Phenol and Urea sodium

[0223] salt, Polyalkoxy ethers, alkyl phenol ethoxylates, tri-styrenated phenol ethoxylate, EO / PO block co-polymers, Polymeric emulsifier (Nonionic polyalkylene oxide block copolymer), butyl polyalkylene oxide block copolymer, sodium lauryl sulphate, sodium sulphates or mixtures thereof

[0224] Defoamer / Anti-foaming agent- silicon emulsion based antifoam agents, Siloxane polyalkyleneoxide, Polydimethylsiloxane, trisiloxane ethoxylates, silicone oil, silicone compound, C10~C20 saturated fat acid compounds or 0.001-5.0 C8~C10 aliphatic alcohols compound, vegetable oil based antifoam, tallow based fatty acids, polyalkyleneoxide-modified polydimethylsiloxane emulsion and mixtures thereof

[0225] Anti-freezing agent(s)- glycol, propylene glycol, mono ethylene glycol, glycerine, diethylene glycol, sorbitol, urea, 0.01-20 mannitol, polyethylene glycol or mixtures thereof

[0226] Filler(s)- silicon dioxide, china-clay, kaolin, starch, bentonite, precipitated silica, fumed silica, lactose monohydrate, talcum powder, lactose, ammonium sulphate, water, sodium Sulphate, 0.001-60 magnesium sulphate, sodium citrate, sodium chloride, potassium chloride and mixtures thereof

[0227] Anti-caking agent(s)- group of talc, hydrous magnesium

[0228] 0.001-10 silicate, magnesium carbonate, calcium carbonate, precipitate

[0229]

[0230] silica, silica powder, hydrophobic fumed silica and mixtures thereof

[0231] Carrier(s)- silicon dioxide, china clay, kaolin, starch, bentonite, precipitated silica, silica powder, fumed silica, ppt silica powder,

[0232] 0.1-45 lactose monohydrate, talcum powder, lactose, ammonium

[0233] sulpha or mixture thereof

[0234] Biocide / Anti-microbial agent (s)- 1, 2,- Benzisothiazolin -3- one, blends of l,2-benzisothiazolin-3-one and 2-methyl-4- isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, blends of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl- 0.001-10 4-isothiazolin-3-one, zinc l-hydroxy-2(lH)-pyridinethione, blends of zinc l-hydroxy-2(lH)-pyridinethione and zinc oxide,

[0235] and 2-n-octyl-4- isothiazolin-3-one or mixture thereof

[0236] Rheology modifier / Thickening agent(s)- polysaccharides, carboxymethyl cellulose, bentonite clay, aluminium magnesium silicate, hydroxy propyl cellulose, xanthan gum, gum arabic, 0.001-10.0 Silica powder, gaur gum, carbomer, chitosan, precipitated silica

[0237] or mixtures thereof

[0238] Emulsifier(s)- Non-ionic emulsifiers- Araliphatic or aliphatic

[0239] non-ionic oil emulsifier - ethoxylated sorbitol hexaester (derived from oleic acid), Ethoxylated mono-, di- and trialkylphenols, Ethoxylates of long-chain alcohols, Polyethylene oxide / polypropylene oxide homo- and copolymers, EO / PO block copolymers, Polymeric emulsifier (Nonionic polyalkylene oxide block copolymer), Ethoxylates of

[0240] long-chain alkanols, Castor oil ethoxylate, Ethoxylated 0.001-20 monoalkylphenol, Ethoxylates of cetyl alcohol and / or stearyl alcohol, Tristyrylphenol ethoxylate, Ethoxylated Tristyrylphenol or a mixture thereof.

[0241] Ionic emulsifiers including but not limited to Alkali metal and ammonium salts of alkyl sulfates, Hemisulfates of ethoxylated alkanols and ethoxylated alkylphenols, Alkylsulfonic acids, Bis(phenylsulfonic acid) ethers and their alkali metal or

[0242]

[0243] ammonium salts, Sodium lauryl sulfate, Sodium (cetyl / stearyl) sulfate, or a mixture thereof.

[0244] Or a mixture of ionic or non-ionic.

[0245] Solvent or co-solvent(s) - polar and non-polar solvent from the group comprising heavy aromatic hydrocarbon, N methyl pyrollidone (NMP), Solvent Naphtha (Solvent C-9), Di methyl sulfoxide (DMSO), Dimethylformamide (DMF), Propylene 0.01-20 Glycol, N- alcohol, 2-ethyl hexanol, alkyl amide, vegetable oil, mineral oil, distilled water, aromatic solvents, water or mixtures thereof

[0246] Colouring pigment(s) / dye(s)- red dye FGR03, Permanent Rubin L5-B-01, pigment blue 15:4, pigment blue 15:3, pigment blue 15:2, pigment blue 15:1, pigment blue 80, pigment yellow

[0247] 1, pigment yellow 13, pigment red 112, pigment red 48:2, pigment red 48:1, pigment red 57: 1, pigment red 53:1, pigment 0.001-10 orange 43, pigment orange 34, pigment orange 5, pigment green

[0248] 36, pigment green 7, pigment white 6, pigment brown 25, basic violet 10, basic violet 49, violet 23, acid red 51, acid red 52, acid red 14, acid blue 9, acid yellow 23, basic red 10, basic red

[0249] 108 or mixtures thereof

[0250] Polymer(s)- isocyanate, polyisocyanate used is toluene-2, 4- diisocyanate (TDI), diethylenetriamine (DETA), ethylene diamine (EDA), triethylenetetramine (TETA), and / or hexamethylene diamine (HMD A), diethanolglycine sodium salt, ethanoldiglycine disodium salt, hydroxymonocarboxylic acid 0.01-5.0 compounds, hydroxydicarboxylic acid compounds, tetrasodium

[0251] N, N-bis(carboxylatomethyl)-L-glutamate (GLDA), methylene diisocyanate (MDI), and / or low molecular weight polydiisocynates or mixtures thereof

[0252] Binder(s)- polyvinylpyrrolidone, polyvinyl alcohol, methyl cellulose, and carboxymethyl cellulose, polyisocyanate, 0.01-40 % polyterpene resin or mixtures thereof

[0253]

[0254] Preservative(s)- Methyl paraben (Methyl p-hydroxybenzoate), Propyl paraben (Propyl p-hydroxybenzoate), Methylisothiazolinone (MIT), Chloromethylisothiazolinone

[0255] (CMIT), Benzisothiazolinone (BIT), DMDM Hydantoin, Imidazolidinyl Urea, Phenol, Cresol, Chlorocresol, Benzoic 0.01-35% acid, Sorbic acid, Salicylic acid, Thymol (natural preservative),

[0256] Sodium benzoate, Potassium sorbate, Bronopol (2-bromo-2- nitropropane-l,3-diol), Propyl para-hydroxy -benzoate or

[0257] mixture thereof

[0258] Stablizer(s)- butylated copolymer, Butylated Hydroxy Toluene

[0259] (BHT), Butylated Hydroxyanisole (BHA), Ascorbic Acid

[0260] (Vitamin C), Tocopherol (Vitamin E), a benzotriazole UV absorber, Hindered Amine Light Stabilizers (HALS), Oxanilide derivatives, Ethoxylated Alkylphenols (e.g., nonylphenol ethoxylates), Block copolymers (e.g., Pluronic types), Polyvinyl

[0261] alcohol (PVA), Acrylic or Butylated Copolymers, Citric acid / 0.01-35% Sodium citrate, Phosphates (e.g., Sodium or Potassium phosphate), Acetates (e.g., Sodium acetate), EDTA (Ethylenediaminetetraacetic acid), Citric acid (dual role: pH and chelation), NT A (Nitrilo triacetic acid), Xanthan gum, Attapulgite clay, Bentonite, Hydroxypropyl methylcellulose

[0262] (HPMC) or mixture thereof

[0263] pH adjusting agent(s) / Buffering agent(s) - Citric Acid, Citric

[0264] Acid Monohydrate, Citric Acid Dihydrate, Sodium Citrate, Potassium Citrate, Tartaric Acid, Potassium Hydrogen Tartrate,

[0265] Lactic Acid, Sodium Phosphate (Monobasic or Dibasic),

[0266] 0.01-25% Potassium Phosphate (Monobasic / Dibasic), Sodium Bicarbonate, Sodium Carbonate, Ammonium Acetate / Ammonium Hydroxide, Acetic Acid, Sodium Acetate, Borax

[0267] (Sodium Borate) or mixture thereof

[0268] Rheology modifier - (xanthan gum, gum arabic, gun ghatti, gum

[0269] karaya, gum tragacanth, guar gum, or locust bean gum; silica, 0.001-10.0 % silicon dioxide, attagel, agar, alginic acid, polysaccharides,

[0270]

[0271] carboxymethyl cellulose, bentonite clay, aluminium magnesium silicate, hydroxy propyl cellulose, Sodium methyl cellulose,

[0272] xanthan gum, gum arabic, Silica powder, gaur gum, carbomer, chitosan, precipitated silica or mixture thereof)

[0273] Safener: AD-67 (MON 4660), benoxacor, benthiocarb, brassinolide, cloquintocet (mexyl), cyometrinil, daimuron, dichlormid, dicyclonon, dimepiperate, disulfoton, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole,

[0274] 23 0.001-10% harpin proteins, isoxadifen-ethyl, jiecaowan, jiecaoxi, mefenpyr-diethyl, mephenate, naphthalic anhydride (NA), oxabetrinil, R29148 and N -phenyl- sulfonylbenzoic acid amides

[0275] or mixture thereof

[0276] 24 Distilled water / China Clay / DMF QS Total 100

[0277]

[0278] Example A: Compound of Formula I 26.67 %+ Compound of Formula II 3.2% + Compound of Formula III 1.5 % SC

[0279] Sr. Ingredients % WAV or % W / V No.

[0280] 1 Compound of Formula I Technical 26.67 2 Compound of Formula II Technical 3.2 3 Compound of Formula III Technical 1.5 4 Isoxadifen-ethyl 3.1 5 Acrylic Graft Copolymer 5.00 6 Polyalkoxy ethers 3.00 7 Methyl naphthalene sulfonic acid, polymer with

[0281] formaldehyde, sodium salt 4.00 8 Propylene Glycol 7.00 9 1,2-Benzisothiazolin-3-one 0.10 10 Polydimethyl siloxane emul sion 1.00 11 Xanthan Gum 0.15 12 D M water QS to make 100%

[0282]

[0283] TOTAL 100.0FORMULATION PROCESS

[0284] A. Pre-Mixing

[0285] 1. A clean reactor was charged with demineralized water with stirring.

[0286] 2. Ingredients Propylene glycol, Acrylic Graft Copolymer, Polyalkoxy ethers. Methyl naphthalene sulfonic acid, polymer with formaldehyde, sodium salt, Polydimethyl siloxane, l,2-Benzisothiazolin-3-one and safener were added to it and mixed well to obtain a homogeneous solution.

[0287] 3. Further Compound of Formula I technical, Compound of Formula II technical and Compound of Formula III technical were added and mixed well to form a homogeneous slurry.

[0288] B. Wet-Milling process

[0289] 1. Obtained premix was allowed to pass through the bead mill at 400 to 500 Ltr / hr feed rate so as to obtain a desired particle size.

[0290] 2. The ground material was collected in post blender.

[0291] C. Post Mixing

[0292] 1. The milled slurry was collected into the post blender and pre hydrated xanthan gum was added to it and mixed well to obtain slurry with desired viscosity.

[0293] 2. Obtained formulation was packed into HDPE bottles.

[0294] STABILITY DATA: Compound of Formula I 26.67 %+ Compound of Formula II 3.2% + Compound of Formula III 1.5 % SC

[0295] Sr. Test Parameter Specification Observation Cold Test at HST at 54

[0296] °C NO 0°C 7 days

[0297] 14 days 1. Off-white coloured

[0298] suspension free

[0299] Appearance Complies Complies from any lumps or Complies

[0300] extraneous matter

[0301] 2. Compound of

[0302] Formula I

[0303] Technical (%w / w) 26.67 % (+ 5 %, - 26.09

[0304] 27.12 27.19 5%)

[0305]

[0306] 3. Compound of 3.27

[0307] 3.2 % (+10 %, - Formula II 3.29 3.34

[0308] 5%)

[0309] technical (% w / w))

[0310] 4. Compound of 1.57

[0311] 1.5 % (+10 %, - Formula III 1.59 1.63

[0312] 5%)

[0313] Technical (% w / w)

[0314] 5. Suspensibility 98.62

[0315] Compound of Min 80% 98.66 98.85 Formula I, %w / w

[0316] 6. Suspensibility Min 80%' 98.51

[0317] Compound of 98.56 98.60 Formula II, %w / w

[0318] 7. Suspensibility Min 80% 98.12

[0319] Compound of 98.25 98.75 Formula III, %w / w

[0320] 8. Persistant Foaming,

[0321] Max. 60 8 9 7 mL

[0322] 9. Wet Sieve, material

[0323] passing through 45- Min 98 % 99.5 99.6 99.7 micron sieve

[0324] 10. pH of 1 % aqueous

[0325] 7.0 - 10.0 7.55 7.35 7.4 emulsion

[0326] 11. Pourability, Rinse

[0327] Max. 1.5 1.11 1.28 1.10 residue, % by mass

[0328] 12. Density @ 25 °C,

[0329] 1.150 - 1.250 1.21 1.22 1.19 g / mL

[0330]

[0331] EXAMPLE B. Compound of Formula I 0.5 %+ Compound of Formula II 6.4 % + Compound of Formula III 2 % EC

[0332] Sr. No. Ingredients % W / W or % W / V 1 Compound of Formula I Technical 0.5

[0333] 2 Compound of Formula II Technical 6.4

[0334] 3 Compound of Formula III Technical 2

[0335] 4 Isoxadifen-ethyl 3.2

[0336] 5 Emulsifier (Blend of Anionic and Non-ionic) 15.00

[0337] 6 Dimethylformamide (DMF) 10.00

[0338] 7 Solvent - C-9 Q. S.

[0339]

[0340] TOTAL 100.00

[0341]

[0342] FORMULATION PROCESS

[0343] Solvent C-9 was charged into a clean and dry reactor and stirring started.

[0344] Dimethylformamide (DMF) was added to this mixture and mixed well Technical Compound of Formula I, Technical Compound of Formula II and Technical Compound of Formula III were added to it and mixed well to dissolve and to obtain a clear solution.

[0345] Then an emulsifier (Blend of Anionic and Non-ionic), safener were added and mixed well to form an emulsifiable concentrate.

[0346] Obtained product was filtered through sparkler filter and collected the filtrate into another clean and dry vessel to obtain final formulation.

[0347] Obtained formulation was packed in QA approved containers.

[0348] Stability Data: Compound of Formula I 0.5 %+ Compound of Formula II 6.4 % + Compound of Formula III 2 % EC

[0349] Sr. Test Specification Observatio Cold Test HST at 45 Parameter n at °C NO

[0350] 0°C 7 14 days days

[0351] 1. Yellowish to slightly

[0352] Appearance brown coloured clear Complies Complies Complies liquid

[0353] 2.

[0354] Active Content

[0355] Compound of 0.5% (+10 %, -5%) 0.52 0.51 0.54 Formula I

[0356] 3. Active Content

[0357] Compound of 6.4 % (+10%, -5%) 6.54 6.52 6.59 Formula II

[0358] 4. Active Content 2 % (+10%, -5%)

[0359] Compound of 2.14 2.11 2.18 Formula III

[0360] 5. Persistant

[0361] Max. 60 6 9 8 Foaming, mL

[0362]

[0363] 6. pH of 1%

[0364] aqueous 6.0-8.0 6.88 6.86 6.88 emulsion

[0365] 8. Flash Point, °C

[0366] (Closed cup Above 24.5°C 48°C 49°C 48°C Abel)

[0367] 9. Emulsion Emulsion stability and

[0368] stability re-emulsification

[0369] 0 h Initial

[0370] emulsification

[0371] complete

[0372] 0. 0.5 h " Cream",

[0373] maximum: 0.2 ml

[0374] 2.0 h " Cream",

[0375] Complies Complies Complies maximum: 2ml

[0376] ’Oil’, maximum: trace

[0377] 24 h Reemulsification

[0378] complete

[0379] 24.5 h " Cream",

[0380] maximum: 2 ml

[0381] " oil", maximum:

[0382] trace

[0383]

[0384] Example C: Compound of Formula I 52 %+ Compound of Formula II 4.5 % + Compound of Formula III 0.5 % WG

[0385] Sr. No. Ingredients % WAV or % W / V 1 Compound of Formula I Technical 52.00 2 Compound of Formula II Technical 4.5 3 Compound of Formula III Technical 0.5 4 Isoxadifen-ethyl 3.1 5 Sodium Isopropyl Naphthalene Sulfonate 2.5 6 Sodium Lignosulphonate 4.0 7 Sodium salt of naphthalene sulfonate formaldehyde 4.5 condensate

[0386] 8 Sodium Polycarboxylate 3.0

[0387]

[0388] 9 Lactose monohydrate 8.010 Polydimethylsiloxane emulsion 0.5 11 Silica ppt 3.0 12 China clay QS to make 100%

[0389]

[0390] TOTAL 100.0

[0391] MANUFACTURING PROCESS:

[0392] China clay was taken in the ribbon blender for mixing. To this, Silica ppt, Sodium Isopropyl Naphthalene Sulfonate, Sodium Lignosulphonate, Sodium salt of naphthalene sulfonate formaldehyde condensate, Sodium Polycarboxylate, Lactose monohydrate, Safener, Compound of Formula I technical, Compound of Formula II technical, Compound of Formula III technical were added and mixed well.

[0393] Mixing was continued until the material became completely homogenized. The premix was then passed through the Airjet mill at 6 to 7 kg / cm2of grinding pressure and a feeding rate of 100 to 150 kg / hr so as to obtain a particle size of D90 less than 10 microns. The ground material was collected in the post blender.

[0394] Extrusion process

[0395] Into the post blender, the solution of water and Polydimethylsiloxane emulsion was added by means of spraying, and a dough was prepared. This dough was mixed well to obtain a well-hydrated mass for extrusion. The dough was then allowed to pass through the screw valve fitted with the post blender and subsequently passed through the basket extruder.

[0396] Drying Process

[0397] The wet extruded granules were passed through the VFBG (vibro fluid bed drier), which had been brought to a consistent temperature of 50 °C prior to drying. The granules were then checked for moisture content, which was required to be not more than 3%. Once the parameter was set, the process was continued.

[0398] The dried granules were passed through a vibro sieve machine to separate any lumps or dust, and the desired size granules were collected and packed.

[0399] STABILITY DATA- Compound of Formula 152 %+ Compound of Formula II 4.5 % + Compound of Formula III 0.5 % WGSr. Test Parameter Specification Observation HST at 54 No. °C 14 days 1 Appearance Off-white coloured Complies Complies powder free from any

[0400] lumps or extraneous

[0401] matter

[0402] 2 Active Content

[0403] Compound of Formula I, 52.57 53.01.24

[0404] 52% (+5%, -5%)

[0405] %w / w

[0406] 3 Active Content

[0407] Compound of Formula II, 4.5% (+10%, -5%) 4.61 4.72 %w / w

[0408] 4 Active

[0409] ContentCompound of 0.5% (+10%, -5%) 0.52 0.54 Formula III, %w / w

[0410] 5 Suspensibility of Min 80% 98.35 98.55 Compound of Formula I

[0411] (% w / w)

[0412] 6 Suspensibility of Min 80% 98.36 98.82 Compound of Formula II

[0413] (% w / w)

[0414] 7 Suspensibility of Min 80% 98.15 98.33 Compound of Formula III

[0415] (% w / w)

[0416] 8 Wet Sieve test (retained Min 98 % 99.39 99.45 on 45 micron sieve,

[0417] %w / w

[0418] 9 pH of 1% aqueous 5.0 to 8.0 6.57 6.64 emulsion

[0419] 10 Persistent foam after 60 Max 12 11 Imin (ml)

[0420]

[0421] 11 Wettability 120 sec Max 20 18

[0422] EXAMPLE D: Compound of Formula I 35.4 %+ Compound of Formula II 0.5 % + Compound of Formula III 3 % WP

[0423] Sr. No. Ingredients % WAV or % W / V 1 Compound of Formula I Technical 35.4 2 Compound of Formula II Technical 0.5 3 Compound of Formula III Technical 3 4 Isoxadifen-ethyl 3.2 5 Sodium Lignosulphonate 10.0

[0424]

[0425] 6 Sodium alkyl naphthalene sulfonate formaldehyde condensate 5.0

[0426] 7 Sodium lauryl sulphonate / Alpha olefin sulphonate 3.0

[0427] 8 Silica ppt 2.0

[0428] 9 China clay Q. S. to make 100% TOTAL 100.0

[0429]

[0430] MANUFACTURING PROCESS:

[0431] 1. All required technicals, i.e., Compound of Formula I technical. Compound of Formula II technical, Compound of Formula III technical, safener and inert ingredients, were mixed and then ground in an air jet mill.

[0432] 2. The particle size was checked after grinding to ensure that it was less than 10 microns (D90).

[0433] 3. The ground powder was post-blended and mixed well.

[0434] STABILITY DATA:

[0435] Compound of Formula I 35.4 %+ Compound of Formula II 0.5 % + Compound of Formula III 3 % WP

[0436] HST

[0437] Sr. Observation at 54 No. Test Parameter Specification at Room °C 14

[0438] Temperature days

[0439] White to off white

[0440] 1 Appearance powder free from Complies Complies extraneous matter

[0441] Compound of

[0442] 2 Formula I

[0443] 35.4 % (+ 5%', -5%) 36.01 36.89 Technical

[0444]

[0445] (%w / w)Compound of

[0446] 3 Formula II 0.5 % (+ 10%, -5%)

[0447] 0.52 0.53 technical (%

[0448] w / w))

[0449] Compound of

[0450] 4 Formula III

[0451] 3 % (+10%, -5%) 3.12 3.17 Technical (%

[0452] w / w)

[0453] Suspensibility of

[0454] 5 Compound of

[0455] Min 80% 98.33 98.56 Formula I (%

[0456] w / w)

[0457] Suspensibility of

[0458] 6 Compound of

[0459] Min 80% 98.38 98.81 Formula II (%

[0460] w / w)

[0461] Suspensibility of

[0462] 7 Compound of

[0463] Min 80% 98.12 98.23 Formula III (%

[0464] w / w)

[0465] Persistant

[0466] Foaming, mL

[0467] 8 Max. 60 after 1

[0468] (1% solution in 11 14

[0469] minute

[0470] 342 ppm hard

[0471] water)

[0472] Wet Sieve,

[0473] 9 material passing

[0474] Min 98 % 98.82 98.90 through 45- micron sieve

[0475] pH of 1%

[0476] 10 aqueous 5.0 to 8.0 6.56 6.63 emulsion

[0477] 11 Wettability 120 sec max 60 70

[0478]

[0479] Experiment for Bio-efficacy evaluation of Stable Synergistic Herbicidal Composition of present invention:

[0480] A synergistic effect of two or more components exists whenever the action of an active ingredient combination is greater than the sum of the actions of the individual components. Synergism was calculated by using Colby’s method (Weeds, vol. 15 No. 1 (Jan 1967), pp. 20-2.The synergistic action expected for a given combination of two active components can be calculated as follows:

[0481] XY

[0482] E = (X + Y) - - 100

[0483] The synergistic action expected for a given combination of three active components can be calculated as follows:

[0484] (XY+YZ+XZ) (XYZ)

[0485] E = (X + Y + Z) - - + - 100 10000

[0486] Where:

[0487] E represents expected percentage of herbicidal control for the combination of the two or three active ingredients at defined doses (for example equal to x, y and z, respectively).

[0488] X is the percentage of herbicidal control observed by the compound (Compound of Formula I) at a defined dose (equal to x).

[0489] Y is the percentage of herbicidal control observed by the compound (Compound of Formula II) at a defined dose (equal to y).

[0490] Z is the percentage of herbicidal control observed by the compound (Compound of Formula III) at a defined dose (equal to z).

[0491] When the percentage of herbicidal control observed for the combination is greater than the expected percentage, there is a synergism effect.

[0492] Observed control (%)

[0493] Ratio = - Expected control (%)

[0494] Ratio of O / E > 1, synergism observed

[0495] The present invention is illustrated by way of examples, the examples are meant for illustrative purposes and should not be construed as limiting.

[0496] Experiment for Synergistic activity of stable herbicidal composition of present invention:

[0497] Example 1- Details of experiment on Rice crop:Field experiment for synergistic activity of stable synergistic composition of present invention comprising Compound of Formula I + Compound of Formula II + Compound of Formula III

[0498] for the control of weeds in rice crop was conducted.

[0499] To evaluate the synergistic effect, rice (Variety: Pusa basmati 1847) crop was sown in 22.5 cm

[0500] with three replications and in Randomized Block Design (RBD). The treatments were sprayed

[0501] early post emergence (10 DAT) herbicide as SC formulation @ 1500 g / ha with the help of Knapsack sprayer fitted with flat fan nozzle. Each active component was applied at four concentrations in different ternary and binary combinations. Solo components were also taken

[0502] for comparison. Treatment details:

[0503] S. No. Treatments (SC) Conc T1 Compound of Formula I 0.5% + Compound of Formula II 6.4% + Compound of Formula III 2% 0.5% T2 Compound of Formula I 35.4% + Compound of Formula II 0.5% + Compound of Formula III 3% 35.4% T3 Compound of Formula I 26.67% + Compound of Formula II 3.2% + Compound of Formula III 1.5% 26.67 T4 Compound of Formula I 52% + Compound of Formula II 4.5% + Compound of Formula III 0.5% 52% T5 Compound of Formula I 0.5% + Compound of Formula II 6.4% 0.5% T6 Compound of Formula I 35.4% + Compound of Formula II 0.5% 35.4% T7 Compound of Formula I 26.67% + Compound of Formula II 3.2% 26.67 T8 Compound of Formula I 52% + Compound of Formula II 4.5% 52% T9 Compound of Formula I 0.5% + Compound of Formula III 2% 0.5% T10 Compound of Formula I 35.4% + Compound of Formula III 3% 35.4% Til Compound of Formula I 26.67% + Compound of Formula III 1.5% 26.67 T12 Compound of Formula I 52% + Compound of Formula III 0.5% 52% T13 Compound of Formula II 6.4% + Compound of Formula III 2% 6.4% T14 Compound of Formula II 0.5% + Compound of Formula III 3% 0.5% T15 Compound of Formula II 3.2% + Compound of Formula III 1.5% 3.2% T16 Compound of Formula II 4.5% + Compound of Formula III 0.5% 4.5% T17 Compound of Formula III 2% 2% T18 Compound of Formula III 3% 3% T19 Compound of Formula III 1.5% 1.50% T20 Compound of Formula III 0.5% 0.50% T21 Compound of Formula II 6.4% 6.40% T22 Compound of Formula II 0.5% 0.50% T23 Compound of Formula II 3.2% 3.20% T24 Compound of Formula II 4.5% 4.50%

[0504]

[0505] T25 Compound of Formula I 0.5% 0.50% T26 Compound of Formula I 35.4% 35.40 T27 Compound of Formula I 26.67% 26.67 T28 Compound of Formula I 52% 52% T29 Untreated check -

[0506]

[0507] Treatments T1 to T28 were applied as foliar sprays, while T29 served as the untreated control.

[0508] Observations were recorded for Echinochloa colona under narrow-leaf weeds and Eclipta alba

[0509] under broad-leaf weeds, as these were the dominant and uniformly distributed weed species in

[0510] the experimental field. Although the test herbicide is effective against a wider spectrum of

[0511] grassy and broad-leaf weeds, observations and statistical analyses were confined to these two representative species for standardization and clarity of results. Weed population was assessed

[0512] at 30 days after application (DAA) using a 0.5 x 0.5 m (0.25 m2) quadrat placed at four random locations per plot and replicated thrice. The percent weed control efficiency (WCE) was calculated based on weed population (No. m-2). On the basis of percent WCE,

[0513] the expected control was computed and compared with the observed control. The results of

[0514] the trial are presented in Table 1A.

[0515] Table 1A: Synergistic effect of stable synergistic herbicidal composition of the present invention comprising “Compound of Formula I + Compound of Formula II + Compound

[0516] of Formula III” against weeds (Echinochloa colona under narrow-leaf weeds and Eclipta

[0517] alba under broad-leaf weeds) in rice crop

[0518] S. No. Treatments (SC) Concentration Weed Control Colby

[0519] Efficacy (%) ratio

[0520] Observed Expected

[0521] Compound of Formula I 0.5% +

[0522] T1 Compound of Formula II 6.4% + 0.5% + 6.4% + 75.63 70.03 1.08 Compound of Formula III 2% 2%

[0523] Compound of Formula I 35.4% +

[0524] T2 Compound of Formula II 0.5% + 35.4% + 0.5% 78.69 68.27 1.153 Compound of Formula III 3% + 3%

[0525] Compound of Formula I 26.67% +

[0526] T3 Compound of Formula II 3.2% + 26.67% + 3.2% 94.65 74.28 1.274 Compound of Formula III 1.5% + 1.5%

[0527] Compound of Formula I 52% +

[0528] T4 Compound of Formula II 4.5% + 52% + 4.5% + 81.72 66.16 1.235

[0529]

[0530] Compound of Formula III 0.5% 0.5%Compound of Formula I 0.5% +

[0531] T5 36.14 47.93 0.754 Compound of Formula II 6.4% 0.5% + 6.4%

[0532] Compound of Formula I 35.4% +

[0533] T6 35.32 41.97 0.842 Compound of Formula II 0.5% 35.4% + 0.5%

[0534] Compound of Formula I 26.67% +

[0535] T7 49.25 56.57 0.871 Compound of Formula II 3.2% 26.67% + 3.2%

[0536] Compound of Formula I 52% +

[0537] T8 51.88 59.88 0.866 Compound of Formula II 4.5% 52% + 4.5%

[0538] Compound of Formula I 0.5% +

[0539] T9 36.52 49.85 0.733 Compound of Formula III 2% 0.5% + 2%

[0540] Compound of Formula I 35.4% +

[0541] T10 49.45 62.91 0.786 Compound of Formula III 3% 35.4% + 3%

[0542] Compound of Formula I 26.67% +

[0543] Til 48.54 58.88 0.824 Compound of Formula III 1.5% 26.67% + 1.5%

[0544] Compound of Formula I 52% +

[0545] T12 36.45 44.96 0.811 Compound of Formula III 0.5% 52% + 0.5%

[0546] Compound of Formula II 6.4% +

[0547] T13 61.95 65.61 0.944 Compound of Formula III 2% 6.4% + 2%

[0548] Compound of Formula II 0.5% +

[0549] T14 48.12 53.23 0.904 Compound of Formula III 3% 0.5% + 3%

[0550] Compound of Formula II 3.2% +

[0551] T15 59.88 62.96 0.951 Compound of Formula III 1.5% 3.2% + 1.5%

[0552] Compound of Formula II 4.5% +

[0553] T16 44.56 48.14 0.926 Compound of Formula III 0.5% 4.5% + 0.5%

[0554] T17 Compound of Formula III 2% 2% 42.45 - - T18 Compound of Formula III 3% 3% 45.32 - - T19 Compound of Formula III 1.5% 1.50% 40.78 - - T20 Compound of Formula III 0.5% 0.50% 15.65 - - T21 Compound of Formula II 6.4% 6.40% 40.24 - - T22 Compound of Formula II 0.5% 0.50% 14.46 - - T23 Compound of Formula II 3.2% 3.20% 37.45 - - T24 Compound of Formula II 4.5% 4.50% 38.52 - - T25 Compound of Formula I 0.5% 0.50% 12.86 - - T26 Compound of Formula I 35.4% 35.40% 32.16 - - T27 Compound of Formula I 26.67% 26.67% 30.56 - - T28 Compound of Formula I 52% 52% 34.75 - - - -

[0555]

[0556] T29 Untreated check -

[0557] It is clearly evident from the data shown in above Table 1A for per cent weed control efficacy in rice crop that the stable synergistic herbicidal composition of the present invention comprising Compound of Formula I + Compound of Formula II + Compound of Formula III (T1 to T3) are synergistic for weed control with > 1 Colby’s Ratio. The binary combinations of two herbicides T5 to T16 are inefficacious and show no synergistic effect for the control ofweeds. The synergy data presented herein represents the cumulative efficacy against both weeds Echinochloa colona and Eclipta alba.

[0558] Experiment for Bio-efficacy evaluation of stable synergistic herbicidal composition of present invention:

[0559] For the ternary and binary herbicidal compositions based on Compound of Formula I + Compound of Formula II + Compound of Formula III evaluation under field conditions, the basic test composition as Compound of Formula I 26.67% + Compound of Formula II 3.2% + Compound of Formula III 1.5% was manufactured. For ternary herbicidal composition, Compound of Formula 126.67% + Compound of Formula II 3.2% + Compound of Formula III 1.5% SC was used and for binary composition Compound of Formula I 26.67% + Compound of Formula II 3.2% SC, Compound of Formula I 26.67% + Compound of Formula III 1.5% SC, Compound of Formula II 3.2% + Compound of Formula III 1.5% SC were used. The solo formulation of Compound of Formula I 26.67% SC, Compound of Formula II 3.2% SC and Compound of Formula III 1.5% SC and other formulations Compound of Formula I 4% GR, Compound of Formula II 50% WG, Compound of Formula III 21.7 % SC available in the market were used for comparison. Furthermore, these herbicide treatments were compared with untreated control treatments.

[0560] Example 2- Details of experiment on rice crop:

[0561] Field experiment for synergistic activity of Compound of Formula I, Compound of Formula II and Compound of Formula III for the control of weeds in rice crop was conducted.

[0562] To evaluate the synergistic effect, rice (Variety: Pusa Basmati 1847) crop was sown in 22.5 cm with three replications and in Randomized Block Design (RBD). The treatments were sprayed early post emergence (10 DAT) herbicide as SC formulation @ 1500 g / ha with the help of Knapsack sprayer fitted with flat fan nozzle. Each active component was applied at three concentrations in different ternary and binary combination of compositions. Solo components were also taken for comparison.

[0563] The observations were recorded for the following objectives.

[0564] Objectives:

[0565] 1. Bio-efficacy evaluation against weeds Echinochloa colona and Eclipta alba on rice crop

[0566] 2. Bio-efficacy evaluation based on crop yield3. Phytotoxicity evaluation based on rice crop

[0567] Treatment details:

[0568] Formulation S. No. Treatments (SC) a.i. dose (g / ha) dose (g or ml / ha) Compound of Formula I 26.67% + Compound of

[0569] T1 Formula II 3.2% + Compound of Formula III 300.04 + 36 + 16.88 1125

[0570] 1.5%

[0571] Compound of Formula I 26.67% + Compound of

[0572] T2 Formula II 3.2% + Compound of Formula III 500.06 + 60 + 28.13 1875

[0573] 1.5%

[0574] Compound of Formula I 26.67% + Compound of

[0575] T3 Formula II 3.2% + Compound of Formula III 400.05 + 48 + 22.5 1500

[0576] 1.5%

[0577] Compound of Formula I 26.67% + Compound of

[0578] T4 300.04 + 36 1125 Formula II 3.2%

[0579] Compound of Formula I 26.67% + Compound of

[0580] T5 500.06 + 60 1875 Formula II 3.2%

[0581] Compound of Formula I 26.67% + Compound of

[0582] T6 400.05 + 48 1500 Formula II 3.2%

[0583] Compound of Formula I 26.67% + Compound of

[0584] T7 300.04 + 16.88 1125 Formula III 1.5%

[0585] Compound of Formula I 26.67% + Compound of

[0586] T8 500.06 + 28.13 1875 Formula III 1.5%

[0587] Compound of Formula I 26.67% + Compound of

[0588] T9 400.05 + 22.5 1500 Formula III 1.5%

[0589] Compound of Formula II 3.2% + Compound of

[0590] T10 36 + 16.88 1125 Formula III 1.5%

[0591] Compound of Formula II 3.2% + Compound of

[0592] Til 60 + 28.13 1875 Formula III 1.5%

[0593] Compound of Formula II 3.2% + Compound of

[0594] T12 48 + 22.5 1500 Formula III 1.5%

[0595] T13 Compound of Formula III 1.5% 22.50 1500 T14 Compound of Formula II 3.2% 48.00 1500 T15 Compound of Formula I 26.67% 400.05 1500 T16 Compound of Formula III 21.7%SC 22.5 93.7 T17 Compound of Formula II 50%WG 75 150

[0596]

[0597] T18 Compound of Formula I 4%GR 500.00 12500 T19 Hand weeding at 30 DAT - T20 Untreated check - Compound of Formula I 26.67% + Compound of

[0598] T21 Formula II 3.2% + Compound of Formula III 800.10 + 96 + 45 3000

[0599] 1.5% (only for phytotoxicity)

[0600]

[0601] Methodology:

[0602] Treatments T1 to T18 were applied as foliar sprays, while T19 served as weeds free treatments, T20 as untreated control and T21 served as sample only for Phytotoxicity analysis. A hand-operated knapsack sprayer fitted with a flat-fan nozzle was used for spray application, with a spray volume of 500 L ha-1.

[0603] Observations were recorded for Echinochloa colona under narrow-leaf weeds and Eclipta alba under broad-leaf weeds, as these were the dominant and uniformly distributed weed species in the experimental field. Although the test herbicide is effective against a wider spectrum of grassy and broad-leaf weeds, observations and statistical analyses were confined to these two representative species for standardization and clarity of results. Weed population was assessed at 30 days after application (DAA) using a 0.5 x 0.5 m (0.25 m2) quadrat placed at four random locations per plot and replicated thrice. All recorded data were subjected to analysis of variance (ANOVA), and the results are presented in Tables 2A, 2B and 2C.

[0604] Results:

[0605] Table 2A: Field bio-efficacy evaluation of stable synergistic herbicidal composition of the present invention comprising Compound of Formula I 26.67% + Compound of Formula II 3.2% + Compound of Formula III 1.5 % SC against Echinochloa colona and Eclipta alba densities (per m2) and WCE (%) in rice crop.

[0606] Echinochloa colona Eclipta alba Form

[0607] ulatio Popula Populati a.i. dose

[0608] S. No. Treatments (SC) n dose tion WCE on WCE (g / ha)

[0609] (g or BTA Density (%) BTA Density( (%) ml / ha) (m2) m2)

[0610] 30 DAA 30 DAA Compound of Formula I

[0611] 8.9

[0612] 26.67% + Compound of 300.04

[0613] 13.20 4.23 7 4.66

[0614] T1 Formula II 3.2% + + 36 + 1125 86.55 83.27

[0615] (3.70) (2.17) (3.0 (2.27) Compound of Formula 16.88

[0616] 8)

[0617]

[0618] III 1.5%Compound of Formula I

[0619] 8.8

[0620] 26.67% + Compound of 500.06

[0621] 13.15 0.49 7 1.82

[0622] T2 Formula II 3.2% + + 60 + 1875 98.44 92.32

[0623] (3.69) (0.99) (3.0 (1.52) Compound of Formula 28.13

[0624] 6)

[0625] III 1.5%

[0626] Compound of Formula I

[0627] 9.1

[0628] 26.67% + Compound of 400.05

[0629] 13.3 0.8 2 2.14

[0630] T3 Formula II 3.2% + + 48 + 1500 97.46 93.46

[0631] (3.71) (1.14) (3.1 (1.62) Compound of Formula 22.5

[0632] III 1.5% )

[0633] 8.6

[0634] Compound of Formula I

[0635] 300.04 12.8 8.37 7 7.12

[0636] T4 26.67% + Compound of 1125 73.39 74.43

[0637] + 36 (3.65) (2.98) (3.0 (2.76) Formula II 3.2%

[0638] 3)

[0639] 8.9

[0640] Compound of Formula I

[0641] 500.06 12.9 7.37 6 6.05

[0642] T5 26.67% + Compound of 1875 76.57 78.28

[0643] + 60 (3.66) (2.81) (3.0 (2.56) Formula II 3.2%

[0644] 8)

[0645] 8.8

[0646] Compound of Formula I

[0647] 400.05 12.85 7.71 4 6.31

[0648] T6 26.67% + Compound of 1500 75.48 77.34

[0649] + 48 (3.65) (2.87) (3.0 (2.61) Formula II 3.2%

[0650] 6)

[0651] 9.1

[0652] Compound of Formula I

[0653] 300.04 13.18 6.25 5 7.9

[0654] T7 26.67% + Compound of 1125 80.13 71.63

[0655] + 16.88 (3.7) (2.6) (3.1 (2.9) Formula III 1.5%

[0656] 1)

[0657] 9.0

[0658] Compound of Formula I

[0659] 500.06 12.73 5.2 8 6.88

[0660] T8 26.67% + Compound of 1875 83.47 75.30

[0661] + 28.13 (3.64) (2.39) (3.1 (2.72) Formula III 1.5%

[0662] )

[0663] 8.7

[0664] Compound of Formula I

[0665] 400.05 12.91 5.38 5 7.12

[0666] T9 26.67% + Compound of 1500 82.89 74.43

[0667] + 22.5 (3.66) (2.42) (3.0 (2.76) Formula III 1.5%

[0668] 4)

[0669] 8.7

[0670] Compound of Formula

[0671] 36 + 13.09 6.86 8 6.08

[0672] T10 II 3.2% + Compound of 1125 78.19 78.17

[0673] 16.88 (3.69) (2.71) (3.0 (2.57) Formula III 1.5%

[0674] 5)

[0675] 8.6

[0676] Compound of Formula

[0677] 60 + 12.7 5.87 0 5.14

[0678] Til II 3.2% + Compound of 1875 81.34 81.54

[0679] 28.13 (3.63) (2.52) (3.0 (2.37) Formula III 1.5%

[0680] 2)

[0681] 8.7

[0682] Compound of Formula

[0683] 48 + 12.84 6.15 1 5.44

[0684] T12 II 3.2% + Compound of 1500 80.45 80.47

[0685] 22.5 (3.65) (2.58) (3.0 (2.44) Formula III 1.5%

[0686] 3)

[0687] 8.8

[0688] Compound of Formula 13.03 13.59( 9 15.97( T13 22.50 1500 56.79 42.66 III 1.5% (3.68) 3.75) (3.0 4.06)

[0689] 6)

[0690] 9.1

[0691] Compound of Formula 12.95 18.06 2 12.77( T14 48.00 1500 42.58 54.15 II 3.2% (3.67) (4.31) (3.1 3.64)

[0692]

[0693] )8.9

[0694] Compound of Formula I 12.61 14.85( 7 25.13( T15 400.05 1500 52.78 9.77 26.67% (3.62) 3.92) (3.0 5.06)

[0695] 8)

[0696] 8.9

[0697] Compound of Formula 13.11 13.94( 6 16.11( T16 22.5 93.7 55.68 42.15 III21.7%SC (3.69) 3.8) (3.0 4.08)

[0698] 8)

[0699] 8.8

[0700] Compound of Formula 12.89 17.23( 3 12.16( T17 75 150 45.21 56.34 II 50%WG (3.66) 4.21) (3.0 3.56)

[0701] 5)

[0702] 9.2

[0703] Compound of Formula I 13.2 14.58( 5 24.89( T18 500.00 12500 53.64 10.63 4%GR (3.7) 3.88) (3.1 5.04)

[0704] 2)

[0705] 8.9

[0706] Hand weeding at 30 12.74 0 100.0 0 100.0 T19 (3.0

[0707] DAT (3.64) (0.71) 0 (0.71) 0

[0708] 7)

[0709] 9.1

[0710] 13.06 31.45( 1 27.85( T20 Untreated check 0.00 0.00

[0711] (3.68) 5.65) (3.1 5.32)

[0712] )

[0713] SEm± 0.11 - 0.14 - NS NS

[0714]

[0715] CD (p=0.05) 0.32 - 0.42 -

[0716] BTA - Before treatment application

[0717] Table 2B. Field bio-efficacy evaluation of stable synergistic herbicidal composition of the present invention comprising Compound of Formula I 26.67% + Compound of Formula II 3.2% + Compound of Formula III 1.5% SC based on yield of rice crop.

[0718] S. No. Treatments a.i. dose (g / ha) Formulatio Rice %

[0719] n dose (g or yield Increase ml / ha) (q / ha) against control

[0720] Compound of Formula I 26.67% +

[0721] T1 Compound of Formula II 3.2% + 300.04 + 36 + 1125 52.73 45.75 Compound of Formula III 1.5% 16.88

[0722] Compound of Formula I 26.67% +

[0723] T2 Compound of Formula II 3.2% + 500.06 + 60 + 1875 55.91 54.52 Compound of Formula III 1.5% 28.13

[0724] Compound of Formula I 26.67% +

[0725] T3 Compound of Formula II 3.2% + 400.05 + 48 + 1500 55.80 54.23 Compound of Formula III 1.5% 22.5

[0726] Compound of Formula I 26.67% +

[0727] T4 1125 41.34 14.27 Compound of Formula II 3.2% 300.04 + 36

[0728] Compound of Formula I 26.67% +

[0729] T5 1875 44.58 23.21

[0730]

[0731] Compound of Formula II 3.2% 500.06 + 60Compound of Formula I 26.67% +

[0732] T6 1500 44.46 22.89 Compound of Formula II 3.2% 400.05 + 48

[0733] Compound of Formula I 26.67% +

[0734] T7 1125 46.50 28.53 Compound of Formula III 1.5% 300.04 + 16.88

[0735] Compound of Formula I 26.67% +

[0736] T8 1875 49.02 35.49 Compound of Formula III 1.5% 500.06 + 28.13

[0737] Compound of Formula I 26.67% +

[0738] T9 1500 48.84 34.99 Compound of Formula III 1.5% 400.05 + 22.5

[0739] Compound of Formula II 3.2% +

[0740] T10 1125 47.13 30.27 Compound of Formula III 1.5% 36 + 16.88

[0741] Compound of Formula II 3.2% +

[0742] Til 1875 50.01 38.22 Compound of Formula III 1.5% 60 + 28.13

[0743] Compound of Formula II 3.2% +

[0744] T12 1500 49.86 37.80 Compound of Formula III 1.5% 48 + 22.5

[0745] T13 Compound of Formula III 1.5% 22.50 1500 38.52 6.46 T14 Compound of Formula II 3.2% 48.00 1500 38.36 6.01 T15 Compound of Formula I 26.67% 400.05 1500 37.92 4.82 T16 Compound of Formula III 21.7% SC 22.5 93.7 38.60 6.69 T17 Compound of Formula II 50% WG 75 150 38.45 6.29 T18 Compound of Formula I 4% GR 500.00 12500 38.14 5.42 T19 Hand weeding at 30 DAT - 56.52 56.21 T20 Untreated check - 36.18 0.00

[0746] SE(m) 1.03 -

[0747]

[0748] CD (p=0.05) 3.10 -

[0749] Table 2C. Effect of stable synergistic herbicidal composition of the present invention comprising Compound of Formula I 26.67% + Compound of Formula II 3.2% + Compound of Formula III 1.5% SC on phytotoxicity in rice crop.

[0750] Phyto-toxicity parameters observed* Formulatio

[0751] S. No a.i. dose (mean data recorded at Treatments n dose (g

[0752] (g / ha) 15 and 30 days after or ml / ha)

[0753] application)

[0754] L w N V E H Compound of Formula I

[0755] 26.67% + Compound of

[0756] 300.04 + 36 +

[0757] T1 Formula II 3.2% + 1125 0 0 0 0 0 0

[0758] 16.88

[0759] Compound of Formula III

[0760] 1.5%

[0761] Compound of Formula I

[0762] 26.67% + Compound of

[0763] 500.06 + 60 +

[0764] T2 Formula II 3.2% + 1875 0 0 0 0 0 0

[0765] 28.13

[0766] Compound of Formula III

[0767]

[0768] 1.5%Compound of Formula I

[0769] 26.67% + Compound of

[0770] 400.05 + 48 +

[0771] T3 Formula II 3.2% + 1500 0 0 0 0 0 0

[0772] 22.5

[0773] Compound of Formula III

[0774] 1.5%

[0775] Compound of Formula I

[0776] T4 26.67% + Compound of 300.04 + 36 1125 0 0 0 0 0 0 Formula II 3.2%

[0777] Compound of Formula I

[0778] T5 26.67% + Compound of 500.06 + 60 1875 0 0 0 0 0 0 Formula II 3.2%

[0779] Compound of Formula I

[0780] T6 26.67% + Compound of 400.05 + 48 1500 0 0 0 0 0 0 Formula II 3.2%

[0781] Compound of Formula I

[0782] T7 26.67% + Compound of 300.04+ 16.88 1125 0 0 0 0 0 0 Formula III 1.5%

[0783] Compound of Formula I

[0784] T8 26.67% + Compound of 500.06 + 28.13 1875 0 0 0 0 0 0 Formula III 1.5%

[0785] Compound of Formula I

[0786] T9 26.67% + Compound of 400.05 + 22.5 1500 0 0 0 0 0 0 Formula III 1.5%

[0787] Compound of Formula II

[0788] T10 3.2% + Compound of 36 + 16.88 1125 0 0 0 0 0 0 Formula III 1.5%

[0789] Compound of Formula II

[0790] Til 3.2% + Compound of 60 + 28.13 1875 0 0 0 0 0 0 Formula III 1.5%

[0791] Compound of Formula II

[0792] T12 3.2% + Compound of 48 + 22.5 1500 0 0 0 0 0 0 Formula III 1.5%

[0793] Compound of Formula III

[0794] T13 22.50 1500 0 0 0 0 0 0 1.5%

[0795] Compound of Formula II

[0796] T14 48.00 1500 0 0 0 0 0 0 3.2%

[0797] Compound of Formula I

[0798] T15 400.05 1500 0 0 0 0 0 0 26.67%

[0799] Compound of Formula III

[0800] T16 22.5 93.7 0 0 0 0 0 0 21.7%SC

[0801] Compound of Formula II

[0802] T17 75 150 0 0 0 0 0 0 50%WG

[0803] Compound of Formula I

[0804] T18 500.00 12500 0 0 0 0 0 0 4%GR

[0805] T19 Hand weeding at 30 DAT - 0 0 0 0 0 0

[0806]

[0807] T20 Untreated check - 0 0 0 0 0 0Compound of Formula I

[0808] 26.67% + Compound of

[0809] 800.10 + 96 +

[0810] T20 Formula II 3.2% + 3000 0 0 0 0 0 0

[0811] 45

[0812] Compound of Formula III

[0813]

[0814] 1.5% (only for phytotoxicity)

[0815] From the examples, it can be clearly seen that the stable synergistic herbicidal composition of the present invention is superior for controlling the weeds at 30 days after application (Table 2A, 2B and 2C) in rice crop as compared to the solo and binary compositions. Other registered formulated products available in the market, Compound of Formula I 4% GR, Compound of Formula II 50% WG, Compound of Formula III 21.7% SC evaluated were less effective than stable synergistic herbicidal composition of the present invention. The yield of rice crop also improved in the stable synergistic herbicidal composition comprising Compound of Formula I + Compound of Formula II + Compound of Formula III SC as compared to binary, solo and other registered products in the market (Table 2B).

[0816] The disclosed stable synergistic herbicidal composition of present invention comprising Compound of Formula I + Compound of Formula II + Compound of Formula III SC @ 1125, 1875, 1500 & 3000 g / ha showed no phytotoxicity in the rice crop even after 30 days of crop sowing (Table 2C).

[0817] It is evident from the above tables of examples that the stable synergistic herbicidal composition of the present invention comprising Compound of Formula I + Compound of Formula II + Compound of Formula III SC resulted in good control of overall weed flora in rice with higher respective yields as compared to the reference standard products (binary compositions and solo products). Further, the composition of present invention is resulted synergistic.

[0818] In particular, it has now been found, surprisingly that, for example, the herbicidal activity of the composition of present invention, compared with the herbicidal activity of individual components, is synergistic. In fact, various advantageous properties associated with the compositions according to the invention, include but are not limited to: a broadening of the spectrum of herbicidal activity to other weeds, for example to resistant strains; a reduction in the rate of application of the active ingredients; adequate control of the weeds at a rate of application at which the individual compounds are not very effective, advantageous behaviour during formulating and / or upon application, improved stability, improved crop characteristicsincluding crop yields, more developed root system, increase in plant health including height, improved plant vigor, less plant verse (lodging), and other advantages familiar to a person skilled in the art.

[0819] From the above investigations, it will be observed that numerous modifications and variations can be effectuated without departing from the true spirit and scope of the novel concepts of the present invention. It is to be understood that no limitations with respect to the specific embodiments illustrated is intended or should be inferred. It should be understood that all such modifications and improvements have been deleted herein for the sake of conciseness and readability but are properly within the scope of the following claims.

Claims

I / WE CLAIM:

1. A stable synergistic herbicidal composition comprising:(A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives or its agrochemically acceptable salts, esters and derivatives;(B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives; and(C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-A-(5,8- dimethoxy[l,2,4]triazolo[l,5-c]pyrimidin-2-yl)-a,a,a-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters and derivatives.

2. The stable synergistic herbicidal composition as claimed in claim 1, comprising:(D) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;(E) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition; and(F) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-90% by weight of the composition.

3. A stable synergistic herbicidal composition comprising:(A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;(B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2- yl)carbamoyl] sulfamoyl } ami noJ-MA-di methyl benzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition; and(C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-α,α,α-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-90% by weight of the composition.(D) At least one or more additives.

4. The stable synergistic herbicidal composition as claimed in claim 3, comprising:(A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3- one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;(B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2- yl)carbamoyl]sulfamoyl}amino)-A, A-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;(C) Compound of Formula III, i.e., 3-(2,2-difluoroethoxy)-A-(5,8- dimethoxy [ 1,2,4] triazolo [ 1,5 -c]pyrimidin-2-yl)-a, a, a-trifluorotoluene-2- sulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-90% by weight of the composition;(D)At least one or more additive selected from Urea clathrate, Siloxane Polyalkyleneoxide Copolymer, tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil, silicone ethoxylated oil, either alone or in combination thereof, in the range of 0.001-20% by weight of the composition.

5. The stable synergistic herbicidal composition as claimed in claims 1-4, which further comprises one or more agrochemically acceptable excipients.

6. The stable synergistic herbicidal composition as claimed in any of claims 1 to 5, further comprises one or more agrochemically acceptable excipients selected from the group comprising of surfactant(s), dispersing agent(s), co-dispersant, anti-freezing agent(s), emulsifier(s), anti-foaming agent / defoamer(s), wetting agent(s), antimicrobial / anti-bacterial agent(s), thickening agent / thickener(s), quick coating agent(s) or sticking agents / sticker(s), spreader(s), binder(s), pH-adjusting agent(s), anticaking agent(s), adjuvant(s), filler(s) / suspension aid(s), colorant(s), carrier(s), buffering agent(s), rheology modifier(s), safener(s), solvent(s), co-solvent(s), protective colloid(s), carrier(s), adhesive(s), thixotropic agent(s), penetration agent(s), stabilizer(s), sequestering agent(s), solid or liquid carrier / additive or a combination thereof.

7. The stable synergistic herbicidal composition as claimed in any one of claims 1 to 6, wherein application of the composition provides synergistic and effective control against wide range of weeds including common weeds found in paddy rice crops, perennial weeds and sedges, perennial weeds and sedges, Echinocloa spp. (Barnyard grass), Cyperus spp. (Nut grass), Phalaris minor, Poa annua, Medicago denticulata, Scirpus spp., Ludwigia parviflora (water crest), Fimbristylis spp. (Hoora grass), Rotala spp., Marsilea quadrifoliate, Eclipta alba, Ammania baccifera Ludwigia parviflora Sphenoclea Zeylenica, Monochoria vaginalis, Cynodon dactylon, Ammaniabaccifera, Sphenoclea zeylanica, Ammania bacifera, Cyperus difformis, Echinochloa colonum, Echinochloa crusgalli, Cyperus iria, Eclipta alba, Echinochloa Colona, Sedges, Caesulia axillaris, Commelina communis, Marsilia quadrifoliata, Altemanthera spp., Leptochloa chinesis, Eleusine indica, Alternanthera sessilis, Cyperus spp., Fimbristylis miliacea, Ludwigia spp., Monochoria spp., Sphenecelea zeylanica, Alternenthera philoxeroides, Monochoria vaginalis,, Scirpus royeli, Ammania baccifera, Cyperus differmis,, Eclipta alba, Ludwigia parviflora, Marsilea quadrifoliate, Scirpus royeli, Sphenoclea zeylenica, Echinichloa spp, Cyperus rotundus, Dactyloctenium aegyptium, E. Colonum,, Digitaria sanguinalis, Fimbristylis miliacae, Eclipta alba,, Ludwigia quadrifoliata, Leptochloa chinensis, Panicum repens, Eleusine indica, Remex sp., Setaria spp., Commelina benghalensis, Panicum spp., Asphodelus tenuifolius Chenopodium album, Melilotus, Marsilea quadrifoliata, Melilotus alba, Ryegrass; Blackgrass; Broadleaved weeds, Sedges including flatsedge; Grass weeds including Barnyardgrass; Velvetleaf; Water-plantain; Mud-plantain; Sagittaria; Falsepimpernel, Annual grasses and broad-leaved weeds including Echinochloa Beauvois, Sedges, Crabgrass; Annual bluegrass; Torpedo grass; Pigweed; Chickweed; Wild mustard; Stinkgrass; Barnyardgrass; Rice flatsedge; Dwarf umbrella grass; Nut-grass; Creeping water primrose; Tidalmarsh flatsedge (Cy penis serotinus)', Jungle rice Echinochloa colona) Witchgrass; Broad-leaved weeds, Broad-leaved weeds including loosestrife, chickweed and clover; Aquatic weeds including water plaintain and water hyacinth; Certain grasses including barnyardgrass, young watergrass, annual blackgrass and buckwheat, etc.

8. The stable synergistic herbicidal composition as claimed in any one of claims 1 to 6, wherein application of the composition can be applied to various crops and plants including paddy fields, monocot and dicot crops including genetically modified and conventional or non-genetically modified varieties of Cereals especially Wheat (Triticum), Soybean (Glycine max) and Direct seeded Rice (Oryza sativa), Transplanted Rice (Paddy), Transplanted Rice Pre-emergence (3 DAT) and Transplanted Rice (post-em 20 DAT), Transplanted Rice, Paddy (Direct seeded Rice), Rice (Direct seeded Rice), Rice (Nursery), Direct seeded rice under puddled condition, Sunflower, Cumin, Mustard, Cereals including winter wheat, winter barley, maize; Legumes; Oilseed rape; Rice, Sugarcane, Paddy fields, Turf, sports greens & ornamental grass; Non-cropped areas including playgrounds, roadsides; cemeteries; Ornamental shrubs, Vines; Trees, Rice; Sugarcane; Sunflower; Transplanted vegetables; Potatoes; Capsicums, Lawns; Rice; Cereals; Orchards; Olives; Chicory Cereals including winter wheat, winter barley, maize; Legumes; Oilseed rape; Rice, Wheat; Barley; Peanuts, etc.

9. The stable synergistic herbicidal composition as claimed in any one of claims 1 to 6, wherein application of the composition has enhanced stability, enhanced permeability, enhanced efficacy, improved penetration capacity, uniform spray-ability, improved rainfastness, enriched biotic factors, better flowability, enhanced applicability, reduced foaming, reduced off-site drifting, enhanced spreading or coverage effect, effective storage stability, longer residual effect, improved uptake of active ingredients, better biostimulating effects, and safer to the environment.

10. The stable synergistic herbicidal composition as claimed in claims 1-6, wherein the formulation is in form of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC),Emulsifiable granule (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), 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, 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) or a mixed formulation of CS and EW (ZW).

11. A process for preparation of the stable synergistic herbicidal composition, comprising:(A) Compound of Formula I, i.e., 2-(2,4-dichlorobenzyl)-4,4-dimethylisoxazolidin-3-one or its agrochemically acceptable salts, esters and derivatives or its agrochemically acceptable salts, esters and derivatives;(B) Compound of Formula II, i.e., 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}amino)-N,N-dimethylbenzamide or its agrochemically acceptable salts, esters and derivatives; and(C) Compound of Formula III, i.e., 3-(2,2-difhioroethoxy)-V-(5,8- dimethoxy[l,2,4]triazolo[l,5-c]pyrimidin-2-yl)-a,a,a-trifluorotoluene-2-sulfonamide or its agrochemically acceptable salts, esters and derivatives.

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