Stable synergistic herbicidal composition

Abstract

The present invention relates to a stable synergistic herbicidal composition for synergistic and effective control of various 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

[0002] FIELD OF THE INVENTION

[0003] The present invention relates to a stable synergistic herbicidal composition comprising A) a compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives; B) a compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl] methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and C) a compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6-fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives for effective control of various weeds. The present invention also relates to a process for preparation of such herbicidal composition for synergistic and efficacious control of various weeds.

[0004] BACKGROUND OF THE INVENTION

[0005] To achieve an effective safe and sustainable product by enhancing crop productivity and yield, the undesired vegetations mixed with the desired crops have been a persistent problem to overcome. Among various biotic factors affecting crop performance, weeds account for a substantial proportion of yield losses due to competition for nutrients, water, light, and space, thereby increasing production costs and reducing economic returns to farmers. Effective management of weeds is therefore an essential agronomic practice to ensure healthy crop growth and realization of yield potential.

[0006] Weed flora in cultivated fields often comprises a complex mixture of grassy weeds, broad-leaved weeds, and sedges, which are capable of adapting to diverse agroclimatic and agronomic conditions. In crops weeds such as grass and sedges have emerged as persistent problems under both flooded and dry cultivation practices. Repeated application of herbicides having the same mode of action has resulted in the development of resistant weed populations, thereby reducing the effectiveness of existing herbicidal management strategies. Consequently, there is an increasing need for herbicidal solutions that provide reliable weed control while mitigating the risk of resistance development. One approach to address these challenges involves the use of herbicidal compositions comprising multiple active ingredients with distinct and complementary modes ofaction. Such combinations can enhance the overall weed control spectrum, improve efficacy across different weed growth stages, and reduce the selection pressure responsible for resistance development. Additionally, combining herbicides with differing sites of action enables effective control of mixed weed populations commonly encountered in crop fields.

[0007] Various prior arts in herbicidal compositions are tailored based on the active ingredients are used along with their intended applications.

[0008] References can be made to CN 111226968A, which discloses a composition comprising triafamone and bensulfuron-methyl for preventing and killing weeds in transplanted paddy fields.

[0009] CN108887273 discloses a weeding composition comprising triafamone and pyriftalid in a weight ratio of 1:0.1-20.

[0010] However, existing herbicidal combinations shows adverse effect on plants and crops such as discoloration of plant leaves, resistance weeds complex and are ineffective against control of all stages of weeds and broader spectra of weeds. Thus, there is a need to overcome these challenges mentioned herein above. In view of the same, the present objectives to develop a stable synergistic herbicidal composition having an enhanced efficacy, reduce the likelihood of resistance development, reduce toxicity, increase residual activity, reduced dosages, offers broader crop protection, improved and healthy foliage, improved crop yield, saves labour, mitigate environmental impact and economical and is yet cost effective to the end user.

[0011] The stable synergistic herbicidal composition of the present invention will thereby target multiple biological pathways in weed, thereby increasing mortality rates and reduces the probability of resistance and where actives in the novel composition are mutually compatible and also resulting in stable composition also. Therefore, the aim of the present invention is to provide a stable synergistic herbicidal composition that addresses these needs by providing a novel stable synergistic herbicidal composition that combines active ingredients and that too in specific weight percentage ranges. Composition of present invention has demonstrated superior efficacy in controlling a broad spectrum of weeds while being environmentally sustainable.A compound of formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one is a phenyloxadiazolone herbicide and used to control bindweed and some annual broad-leaved weeds. It acts as an protoporphyrinogen oxidase inhibitor leading to irreversible cell membrane damage. It is used for the control a broad spectrum of weeds such as crab grass; annual bluegrass; goosegrass; buttonweed; annual sedge on a range of farms including turf, sports greens & ornamental grass and shrubs, vines, trees, etc.

[0012] Further, a compound of formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl) amino]carbonyl]amino]sulfonyl]methyl]benzoate is an pyrimidinyl sulfonylurea herbicide used to control annual and perennial weeds and sedges. It pertains to an inhibition of plant amino acid synthesis by inhibition of acetohydroxyacid synthase (AHAS). It is an herbicide used for the controlling a variety of annual and perennial weeds and sedges such as pigweed, chickweed, wild mustard, stink grass, barnyard grass, rice flat sedge, dwarf umbrella grass, nut-grass, creeping water primrose found in various crops such as cereals especially wheat, rice, etc.

[0013] Moreover, a compound of formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6-fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide is a dinitroaniline herbicide used to control most annual grasses and common weeds in cereals, fruit and vegetables. It pertains to inhibition of mitosis and cell division due to inhibition of microtubule assembly. It is used for annual grasses including barnyard grass, goose grass, crab grass, signal grass and common buffalo grass, annual broad-leaved weeds including pigweed, goosefoot and purslane found in wheat & other small grain cereals, corn, soybeans, maize, fruit, vegetables including beans & peas, carrots, turf & lawns, potatoes, vineyards, peanuts, etc. It is low acute oral toxic to mammals.

[0014] The stable synergistic herbicidal composition comprising Compound of Formula I, Compound of Formula II, and Compound of Formula III shows complementary herbicidal characteristics and distinct modes of action, which together enable effective management of mixed weed populations. Compound of Formula I act primarily through inhibition of protoporphyrinogen oxidase, leading to disruption of cell membrane integrity; Compound of Formula II inhibits acetohydroxy acid synthase, thereby interfering with amino acid biosynthesis in susceptible weeds and sedges; and Compound of Formula III inhibits cell division by disrupting microtubule formation. By integrating these active ingredients in a single composition, the present invention targets multiplebiological processes in weeds, thereby improving control across grassy weeds, broad-leaved weeds, and sedges at various growth stages. This multi-pathway approach enhances overall weed control performance and reduces the likelihood of resistance development associated with the repeated use of herbicides having a single mode of action.

[0015] The present invention satisfies the existing needs, as well as others, and generally overcomes the deficiencies found in the prior art. The present invention composition is synergistic, efficacious, environmentally friendly, simple to formulate, stable and is safe to use.

[0016] 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 bioactive amounts of A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)- 1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives; B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl] methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6-fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0017] Present invention also provides a process for preparing stable synergistic herbicidal composition of present invention.

[0018] OBJECTIVES AND ADVANTAGES OF THE INVENTION

[0019] The principal objective of the present invention is to provide a novel and effective stable synergistic herbicidal composition comprising Compound of Formula I, Compound of Formula II and Compound of formula III demonstrating high efficacy and capable of being formulated as stable composition to provide protection to crops against broad spectrum of weeds.

[0020] It is another objective of the present invention to provide improved, stable and ready to use herbicidal composition exhibiting synergistic and superior bio-efficacy as compared to individual actives and known prior art formulations or mixtures or compositions.It is yet another objective of the present invention to provide a selective herbicidal composition that effectively controls weeds while being safe and non -phytotoxic to the target crops.

[0021] Another objective of the present invention is to provide a broad-spectrum herbicidal composition capable of controlling capable of controlling difficult to control and resistant weed population at lower application rates due to synergistic interaction among the active ingredients.

[0022] Yet another objective of the present invention is to provide a herbicidal composition that is effective in post-emergence weed control.

[0023] It is yet another objective of the present invention to provide a method and a stable synergistic herbicidal composition for controlling weeds.

[0024] Yet another objective of the present invention is to provide a composition and method for controlling various weeds in plants, crops and plant propagation materials and one-shot application.

[0025] It is another objective of the present invention to provide a novel and effective stable synergistic herbicidal composition which is environmentally safe, possesses broad spectrum bio-efficacy, is non-phytotoxic and has improved stability during the desired shelf life at various temperature and pH conditions and has enhanced efficacy and penetration capacity and is economically more beneficial.

[0026] It is another objective of the present invention to provide a novel and effective synergistic herbicidal composition which further optionally comprises additives for providing the enhanced stability, enhanced permeability, improved penetration capacity, uniform spray-ability, improved rain-fastness, enriched biotic factors, better flowability, enhanced spreading or coverage effect, effective storage stability, longer residual effect, improved uptake of active ingredients, and safer to the environment attributes to the composition of present invention.

[0027] Another objective of the present invention is to provide a stable synergistic herbicidal composition comprising A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives; B)Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy- 1,3,5-triazin-2-yl)carbonyl] -6-fluorophenyl] -1,1 -difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0028] Yet another objective of the present invention is to provide a process for the preparation of a stable synergistic herbicidal composition comprising A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives; B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy- 1,3,5-triazin-2-yl)carbonyl] -6-fluorophenyl] -1,1 -difhioro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0029] Some or all these and other objects of the invention can be achieved by way of the invention described hereinafter.

[0030] ADVANTAGES:

[0031] 1. The stable synergistic herbicidal composition of the present invention provides effective and selective weed control with a significantly lower incidence of phytotoxicity to various crops such as vines, trees, turf, sports greens & ornamental grass, ornamental shrubs, wheat, rice, directed seeded and transplanted paddy rice, transplanted rice, transplanted rice pre-emergence (3 DAT), transplanted rice (post-emergence 20 DAT) application stages, etc.

[0032] 2. The stable synergistic herbicidal composition of the present invention exhibits high crop safety and selectivity, while providing technical advancement over the existing combination of herbicides, including but not limited to rain fastness and enhanced field performance under varying environmental conditions.

[0033] 3. The stable synergistic herbicidal composition of the present invention demonstrates improved physical and chemical stability during desired shelf life, thereby ensuringconsistent performance upon application and contributing to healthy crop growth and improved crop yield under field conditions.

[0034] 4. The stable synergistic herbicidal composition of the present invention comprises multiple mode of action thereby decreases the chances of resistance against weeds and also provide immediate as well as long term control of weeds.

[0035] 5. The stable synergistic herbicidal composition of the present invention results in significant lowering the count of weeds such as Echinochloa colonum, Echinochloa crusgalli, Eclipta alba, Alternanthera sessillis, chickweed, crabgrass, creeping water primrose, Cyperus differmis, Cyperus iria, Ammania baccifera, annual bluegrass, Scirpus royeli, sedges, Sphenoclea zeylenica, stinkgrass, wild mustard, annual sedge, barnyard grass, button weed, dwarf umbrella grass, Fimbristylis miliacca, goose grass, Ludwigia parviflora, Ludwigia sp., Marsilea quadrifoliate, Monochoria vaginalis, nut-grass, Paspalum globsola, pigweed, rice flatsedge, etc.

[0036] 6. The stable synergistic herbicidal composition of the present invention exhibits reduced frequency of applications or total herbicidal volume and hence minimizing environmental impacts.

[0037] SUMMARY OF THE INVENTION

[0038] Accordingly, the main aspect of the present invention is to provide a stable synergistic herbicidal composition having high weeds control efficacy.

[0039] Accordingly, the present invention relates to a stable synergistic herbicidal composition comprising

[0040] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;

[0041] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and

[0042] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives.In another aspect, the present invention provides a stable synergistic herbicidal composition comprising:

[0043] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;

[0044] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives;

[0045] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives; and

[0046] D) One or more agrochemically acceptable excipients.

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

[0048] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;

[0049] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl] amino] sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives;

[0050] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6-fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives; and

[0051] D) At least one or more additive.

[0052] In one another aspect, the present invention provides a stable synergistic herbicidal composition comprising:

[0053] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives;

[0054] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives;

[0055] 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

[0056] E) One or more agrochemically acceptable excipients.

[0057] In one another aspect, the present invention provides a stable synergistic herbicidal composition comprising:

[0058] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0059] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition; and

[0060] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-90% by weight of the composition.

[0061] In yet another aspect, the present invention provides a process for preparation of the stable synergistic herbicidal composition comprising:

[0062] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and

[0063] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0064] In an aspect of the present invention, the present invention provides a stable synergistic herbicidal composition which further optionally comprises additives for providing the following attributes to the composition of present invention:

[0065] a) enhanced spreading or coverage effect,

[0066] b) enhanced stability and permeability, and improved rain-fastness,

[0067] c) improved penetration capacity, and uniform spray-ability,

[0068] d) improved uptake of active ingredients, better flowability, and high crops specificity, and e) enriched biotic factors, effective storage stability, and safer to the environment.

[0069] In another aspect, the present synergistic herbicidal composition is stable and has enhanced shelf life and effectively control wide range of weeds in various crops.

[0070] In another aspect, the present invention provides a stable synergistic herbicidal composition which has enhanced efficacy and penetration capacity.

[0071] DETAILED DESCRIPTION OF THE INVENTION

[0072] 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.

[0073] 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.

[0074] 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.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.

[0075] 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.

[0076] 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.

[0077] 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.

[0078] 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.

[0079] 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.

[0080] The term “crop” shall include a multitude of desired crop plants or an individual crop plant growing at a locus.

[0081] 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.“Bioactive amounts” as mentioned herein means that amount which, when applied for treatment of crops, is sufficient to give effect in such treatment.

[0082] 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.

[0083] 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.

[0084] 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 abiotic or biotic stress is increased. As a result, the health of a plant is increased even in the absence of weed pressure.

[0085] 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.

[0086] 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.

[0087] According to embodiments of the present invention, the yield of the target plants treated according to the method of the invention, is increased synergistically.

[0088] 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.

[0089] 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.In preferred embodiment of the invention, the quality of the plants treated according to the method of the invention, is increased synergistically.

[0090] 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.

[0091] 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.

[0092] 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.

[0093] 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.

[0094] Another embodiment of the present invention, includes within its scope, all possible salts, esters and derivatives of the active ingredients of the composition.

[0095] 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 theinvention or of any exemplified term. Likewise, the invention is not limited to various embodiments given in this specification.

[0096] 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.

[0097] 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.

[0098] It has been observed by the inventors of the present invention that the composition of present invention not only provides synergistic effect but also provides anti-aging effect to the crops or plants to which it is applied. In addition, the stable synergistic herbicidal composition of the present invention is effective against all developmental stages of weeds.

[0099] In an embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0100] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;

[0101] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and

[0102] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0103] In another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0104] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives;

[0105] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives; and

[0106] D) One or more agrochemically acceptable excipients.

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

[0108] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;

[0109] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives;

[0110] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives; and

[0111] E) At least one or more additive.

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

[0113] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;

[0114] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl] amino] sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives;C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives;

[0115] 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

[0116] E) One or more agrochemically acceptable excipients.

[0117] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0118] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0119] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition; and

[0120] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-90% by weight of the composition.

[0121] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0122] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0123] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemicallyacceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0124] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-90% by weight of the composition; and

[0125] D) One or more agrochemically acceptable excipients.

[0126] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0127] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0128] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-90% by weight of the composition;

[0129] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-90% by weight of the composition; and

[0130] D) At least one or more additive.

[0131] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0132] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-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., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate 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., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-90% by weight of the composition;

[0134] 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

[0135] E) One or more agrochemically acceptable excipients.

[0136] In one another embodiment, the present invention provides a stable synergistic herbicidal composition comprising:

[0137] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-75% by weight of the composition;

[0138] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives, in the range of 0.001-25% by weight of the composition; and

[0139] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.001-20% by weight of the composition.In yet another embodiment, the present invention provides a process for preparation of the stable synergistic herbicidal composition comprising:

[0140] A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;

[0141] B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and

[0142] C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0143] In accordance with embodiments of the present invention, there is provided a stable synergistic herbicidal composition comprising active ingredients present in the weight % range (w / w % or w / v%) as given below:

[0144] Accordingly, a Compound of Formula I herein pertain to 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;

[0145] A Compound of Formula II herein pertain to methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives;

[0146] A Compound of Formula III herein pertain to N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6-fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0147] S. No Compound (Technical) Quantity (w / w% or w / v%)

[0148] 1 Compound of formula I 0.001-90%

[0149] 2 Compound of formula II 0.001-90%

[0150] 3 Compound of formula III 0.001-90%

[0151]

[0152] According to embodiments of the present invention, the stable synergistic herbicidal composition results in an increased yield of the treated plant. Accordingly, there is synergistic and efficacious control of various weeds affecting the plants and crops. The present invention includes within its scope, all possible salts, esters and derivatives of the active ingredients of the composition.

[0153] According to embodiments of the present invention, the stable synergistic herbicidal composition or formulation according to the present invention has a reduced or zero phytotoxicity with respect to important agricultural crops.

[0154] According to embodiments, the synergistic herbicidal composition prevents the weeds from rejuvenation and further regeneration, and ensures effective and selective control of weeds.

[0155] In an embodiment of the present invention, the stable synergistic herbicidal composition further optionally comprises additives for providing the following attributes to the composition of present invention:

[0156] a) enhanced permeability and stability, and enriched biotic factors,

[0157] b) uptake of active ingredients, and effective storage stability,

[0158] c) better flowability, and enhanced spreading or coverage effect,

[0159] d) high crops specificity, and improved rain-fastness,

[0160] e) uniform spray-ability, and

[0161] f) improved penetration capacity, and safer to the environment.

[0162] According to embodiments 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), co-dispersant, anti-freezing agent(s), emulsifier(s) (anionic and non-ionic), anti-foaming agent / defoamer(s), wetting agent(s), antimicrobial / anti-bacterial agent(s), anti-caking agent, 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), polymer(s)rheology modifier(s), solvent(s), co-solvent(s), biocide or a combination thereof. Additional components may also be included, e.g., protective colloids, carriers, adhesives, thixotropic agents, penetration agents, stabilisers, sequestering agents. Moregenerally, the active materials can be combined with any solid or liquid carrier / additive, which complies with usual formulation techniques.

[0163] In yet another embodiment 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).

[0164] 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), 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), 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.In an embodiment of the present invention, the stable synergistic herbicidal composition further optionally comprises additives 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.

[0165] 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, Poly methyl methacrylate -polyethylene glycol graft copolymer, acrylate copolymer, acrylic copolymer, Ammonium Distyrylphenyl Ether Sulphate, Alkyl polyglucoside, Sodium lauryl sulphonate, polymeric dispersant, Calcium salt of 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 alkylnaphthalene 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. 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 polydimethylsiloxane, 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 copolymers, 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.

[0166] 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.

[0167] 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.

[0168] 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.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.

[0169] 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.

[0170] 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 1 -hydroxy -2(1H)-pyridinethione, blends of zinc l-hydroxy-2(lH)-pyridinethione and zinc oxide, 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.

[0171] 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.

[0172] 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 -phenyl-sulfonylbenzoic acid amides or mixture thereof and present in the range of 0.001-10.0 % by weight of the composition.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.

[0173] 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.

[0174] 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.

[0175] 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.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.

[0177] Examples of polymer(s) used herein include but not limited to the isocyanate, polyisocyanate used is toluene -2, 4-diisocyanate (TDI), diethylenetriamine (DET A), ethylene diamine (EDA), triethylenetetramine (TETA), and / or hexamethylene diamine (HMDA), 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.

[0178] 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

[0179] 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 para-hydroxy -benzoate or mixture thereof and present in the range of 0.01- 35 % by weight of the composition. 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 (Nitrilotriacetic 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.

[0180] 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.

[0181] In yet another embodiment of the present invention, the invention further provides the process for preparation of the said 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 (ME), Oildispersion (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).

[0182] 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.

[0183] 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 their derivatives, 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.

[0184] In one embodiment additives such as Siloxane Poly alkyleneoxide 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 activeingredient 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.

[0185] 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.

[0186] 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, significantly reduces surface tension, enabling rapid and uniform spreading of the solution across plant surfaces, even on waxy or water-repellent leaves. In synergy, tallow amine ethoxylate, a nonionic 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.

[0187] In one embodiment of the present invention, ammonium sulphate particularly as a water conditioner. 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.

[0188] In one embodiment of the present invention, Epoxide soybean oil, a bio-based plasticizer and solvent, improves formulation compatibility, reduces phytotoxicity, 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.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. 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 phytotoxicity. Used alone or synergistically, these additives optimize spray performance, improve bioavailability of actives, and support sustainable and effective crop protection.

[0189] In an embodiment, additives such as urea clathrate, Siloxane Polyalkyleneoxide Copolymer or organosilicone -based powder adjuvant, 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.

[0190] 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 wheat, rice, directed seeded and transplanted paddy rice, transplanted rice, transplanted rice pre-emergence (3 DAT), transplanted rice (post-emergence 20 DAT), vines, non-cropped areas including playgrounds, roadsides, cemeteries, trees, turf, sports greens & ornamental grass, ornamental shrubs, etc.

[0191] According to embodiments of the present invention, the present herbicidal composition provides synergistic and effective control against weeds including grasses such as Paspalum globsola, pigweed, rice flatsedge, Eclipta alba, Echinochloa colonum, Alternanthera sessillis, Echinochloa crusgalli, chickweed, crabgrass, Cyperus iria, creeping water primrose, Cyperus differmis, Scirpus royeli, sedges, Sphenoclea zeylenica, Stinkgrass, barnyard grass, button weed, dwarf umbrella grass, Fimbristylis miliacca, goose grass, Ludwigia parviflora, Ludwigia sp., Marsilea quadrifoliate, Ammania baccifera, wild mustard, annual sedge, annual bluegrass, Monochoria vaginalis, nut grass, etc.The weeds may be controlled by contacting the target weeds or its locus with a bioactive amount of the stable synergistic herbicidal composition of the present invention.

[0192] In yet another embodiment, the present stable synergistic herbicidal composition of the 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.

[0193] In yet another embodiment, 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.

[0194] 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.

[0195] 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 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. 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.In one embodiment, the composition according to the present invention acts synergistically to control weeds in various crops.

[0196] Representative examples of the present composition of this invention are provided below and are not to be construed as limiting in any manner:

[0197] EXAMPLES: GENERAL RECIPE OF COMPOSITION OF PRESENT INVENTION: Compound of Formula I herein pertain to 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)- 1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives;

[0198] Compound of Formula II herein pertain to methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives;

[0199] Compound of Formula III herein pertain to N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6-fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters or its derivatives.

[0200] %w / w or % w / v of S. No. Ingredients

[0201] the composition 1 Compound of Formula I Technical 0.001-90 2 Compound of Formula II Technical 0.001-90 3 Compound of Formula III Technical 0.001-90

[0202] Additive(s)- Siloxane Polyalkyleneoxide Copolymer, tallow

[0203] amine ethoxylate, ammonium sulphate, and Epoxide soybean

[0204] 4 0.01-20 oil, silicone ethoxylated oil, either alone or in combination

[0205] thereof

[0206] Surfactant / Dispersing agent(s) / Co-dispersant(s)- polymeric

[0207] anionic dispersant, polyarylphenyl ether phosphate, tristyryl

[0208] phenol ethoxylate, Polymethyl methacrylate -polyethylene

[0209] 5 0.01-20 glycol graft copolymer, acrylate copolymer, acrylic copolymer,

[0210] polymeric dispersant, Calcium salt of alkyl benzene sulphonate,

[0211] Non-ionic surfactant, polyalkoxylated butyl ether, acrylic graft

[0212]

[0213] 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 ether, non-aqueous dispersant - non-ionic polymeric surfactant,

[0214]

[0215] aqueous dispersant - polymeric amphoteric aqueous dispersant

[0216] or mixtures thereof

[0217] Wetting agent(s)- tristyrylphenol ethoxylate non-ionic

[0218] emulsifier, polyalkoxylated butyl ether, mixture of non-ionic

[0219] surfactants, Blend of Anionic and Non-ionic, alkoxylated

[0220] alcohol, block copolymer, alcohol poly glycol ether, alkyl olefin

[0221] sulphates, dioctyl sulpho succinate, alkyl naphthalene sulphate

[0222] , Di-isopropyl Napthalene sulphonate, Sodium alkyl naphthalene

[0223] sulfonate formaldehyde condensate, Benzenesulfonic acid, 0.001-20 Hydroxy polymer with formaldehyde, Phenol and Urea sodium

[0224] salt, Polyalkoxy ethers, alkyl phenol ethoxylates, tri-styrenated

[0225] phenol ethoxylate, EO / PO block co-polymers, Polymeric

[0226] emulsifier (Nonionic polyalkylene oxide block copolymer),

[0227] butyl polyalkylene oxide block copolymer, sodium lauryl

[0228] sulphate, sodium sulphates or mixtures thereof

[0229] Defoamer / Anti-foaming agent- silicon emulsion based antifoam agents, Siloxane poly alkyleneoxide, Polydimethylsiloxane, trisiloxane ethoxylates, silicone oil,

[0230] silicone compound, C10~C20 saturated fat acid compounds or 0.001-5.0 C8~C10 aliphatic alcohols compound, vegetable oil based

[0231] antifoam, tallow based fatty acids, polyalkyleneoxide-modified polydimethylsiloxane emulsion and mixtures thereof

[0232] Anti-freezing agent(s)- glycol, propylene glycol, mono

[0233] ethylene glycol, glycerine, diethylene glycol, sorbitol, urea, 0.01-20 mannitol, polyethylene glycol or mixtures thereof

[0234] Filler(s)- silicon dioxide, china-clay, kaolin, starch, bentonite, precipitated silica, fumed silica, lactose monohydrate, talcum

[0235] powder, lactose, ammonium sulphate, water, sodium Sulphate, 0.001-60 magnesium sulphate, sodium citrate, sodium chloride,

[0236] potassium chloride and mixtures thereof

[0237]

[0238] Anti-caking agent(s)- group of talc, hydrous magnesium

[0239] silicate, magnesium carbonate, calcium carbonate, precipitate

[0240] 0.001-10 silica, silica powder, hydrophobic fumed silica and mixtures

[0241] thereof

[0242] Carrier(s)- silicon dioxide, china clay, kaolin, starch, bentonite,

[0243] precipitated silica, silica powder, fumed silica, ppt silica powder,

[0244] 0.1-45 lactose monohydrate, talcum powder, lactose, ammonium

[0245] sulpha or mixture thereof

[0246] 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,

[0247] 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,

[0248] blends of zinc l-hydroxy-2(lH)-pyridinethione and zinc oxide,

[0249] and 2-n-octyl-4- isothiazolin-3-one or mixture thereof

[0250] Rheology modifier / Thickening agent(s)- polysaccharides, carboxymethyl cellulose, bentonite clay, aluminium magnesium

[0251] silicate, hydroxy propyl cellulose, xanthan gum, gum arabic, 0.001-10.0 Silica powder, gaur gum, carbomer, chitosan, precipitated silica

[0252] or mixtures thereof

[0253] Emulsifier(s)- Non-ionic emulsifiers- Araliphatic or aliphatic

[0254] non-ionic oil emulsifier - ethoxylated sorbitol hexaester

[0255] (derived from oleic acid), Ethoxylated mono-, di- and trialkylphenols, Ethoxylates of long-chain alcohols, Polyethylene oxide / polypropylene oxide homo- and

[0256] copolymers, EO / PO block copolymers, Polymeric emulsifier 0.001-20 (Nonionic polyalkylene oxide block copolymer), Ethoxylates of

[0257] long-chain alkanols, Castor oil ethoxylate, Ethoxylated monoalkylphenol, Ethoxylates of cetyl alcohol and / or stearyl

[0258] alcohol, Tristyrylphenol ethoxylate, Ethoxylated Tristyrylphenol or a mixture thereof.

[0259]

[0260] Ionic emulsifiers including but not limited to Alkali metal and

[0261] ammonium salts of alkyl sulfates, Hemisulfates of ethoxylated

[0262] alkanols and ethoxylated alkylphenols, Alkylsulfonic acids, Bis(phenylsulfonic acid) ethers and their alkali metal or

[0263] ammonium salts, Sodium lauryl sulfate, Sodium (cetyl / stearyl)

[0264] sulfate, or a mixture thereof.

[0265] Or a mixture of ionic or non-ionic.

[0266] Solvent or co-solvent(s) - polar and non-polar solvent from the

[0267] group comprising heavy aromatic hydrocarbon, N methyl pyrollidone (NMP), Solvent Naphtha (Solvent C-9), Di methyl

[0268] sulfoxide (DMSO), Dimethylformamide (DMF), Propylene 0.01-20 Glycol, N- alcohol, 2-ethyl hexanol, alkyl amide, vegetable oil,

[0269] mineral oil, distilled water, aromatic solvents, water or mixtures

[0270] thereof

[0271] Colouring pigment(s) / dye(s)- red dye FGR03, Permanent

[0272] Rubin L5-B-01, pigment blue 15:4, pigment blue 15:3, pigment

[0273] blue 15:2, pigment blue 15:1, pigment blue 80, pigment yellow

[0274] 1, pigment yellow 13, pigment red 112, pigment red 48:2,

[0275] pigment red 48:1, pigment red 57: 1, pigment red 53:1, pigment

[0276] 0.001-10 orange 43, pigment orange 34, pigment orange 5, pigment green

[0277] 36, pigment green 7, pigment white 6, pigment brown 25, basic

[0278] violet 10, basic violet 49, violet 23, acid red 51, acid red 52,

[0279] acid red 14, acid blue 9, acid yellow 23, basic red 10, basic red

[0280] 108 or mixtures thereof

[0281] Polymer(s)- isocyanate, polyisocyanate used is toluene-2, 4- diisocyanate (TDI), diethylenetriamine (DETA), ethylene

[0282] diamine (EDA), triethylenetetramine (TETA), and / or hexamethylene diamine (HMD A), diethanolglycine sodium salt, 0.01-5.0 ethanoldiglycine disodium salt, hydroxymonocarboxylic acid compounds, hydroxydicarboxylic acid compounds, tetrasodium

[0283] N,N-bis(carboxylatomethyl)-L-glutamate (GLDA), methylene

[0284]

[0285] diisocyanate (MDI), and / or low molecular weight polydiisocynates or mixtures thereof

[0286] Binder(s)- polyvinylpyrrolidone, polyvinyl alcohol, methyl

[0287] cellulose, and carboxymethyl cellulose, polyisocyanate, 0.01-40 % polyterpene resin or mixtures thereof

[0288] Preservative(s)- Methyl paraben (Methyl p-hydroxybenzoate),

[0289] Propyl paraben (Propyl p-hydroxybenzoate), Methylisothiazolinone (MIT), Chloromethylisothiazolinone

[0290] (CMIT), Benzisothiazolinone (BIT), DMDM Hydantoin, Imidazolidinyl Urea, Phenol, Cresol, Chlorocresol, Benzoic 0.01-35% acid, Sorbic acid, Salicylic acid, Thymol (natural preservative),

[0291] Sodium benzoate, Potassium sorbate, Bronopol (2-bromo-2- nitropropane-l,3-diol), Propyl para-hydroxy-benzoate or

[0292] mixture thereof

[0293] Stablizer(s)- butylated copolymer, Butylated Hydroxy Toluene

[0294] (BHT), Butylated Hydroxyanisole (BHA), Ascorbic Acid

[0295] (Vitamin C), Tocopherol (Vitamin E), a benzo triazole UV

[0296] absorber, Hindered Amine Light Stabilizers (HALS), Oxanilide derivatives, Ethoxylated Alkylphenols (e.g., nonylphenol ethoxylates), Block copolymers (e.g., Pluronic types), Polyvinyl

[0297] alcohol (PVA), Acrylic or Butylated Copolymers, Citric acid / 0.01-35% Sodium citrate, Phosphates (e.g., Sodium or Potassium

[0298] phosphate), Acetates (e.g., Sodium acetate), EDTA (Ethylenediaminetetraacetic acid), Citric acid (dual role: pH and

[0299] chelation), NTA (Nitrilotriacetic acid), Xanthan gum, Attapulgite clay, Bentonite, Hydroxypropyl methylcellulose

[0300] (HPMC) or mixture thereof

[0301] pH adjusting agent(s) / Buffering agent(s) - Citric Acid, Citric

[0302] Acid Monohydrate, Citric Acid Dihydrate, Sodium Citrate,

[0303] 0.01-25% Potassium Citrate, Tartaric Acid, Potassium Hydrogen Tartrate,

[0304] Lactic Acid, Sodium Phosphate (Monobasic or Dibasic),

[0305]

[0306] Potassium Phosphate (Monobasic / Dibasic), Sodium

[0307] Bicarbonate, Sodium Carbonate, Ammonium Acetate /

[0308] Ammonium Hydroxide, Acetic Acid, Sodium Acetate, Borax

[0309] (Sodium Borate) or mixture thereof

[0310] Rheology modifier - (xanthan gum, gum arabic, gun ghatti, gum

[0311] karaya, gum tragacanth, guar gum, or locust bean gum; silica,

[0312] silicon dioxide, attagel, agar, alginic acid, polysaccharides,

[0313] 22 carboxymethyl cellulose, bentonite clay, aluminium magnesium 0.001-10.0 % silicate, hydroxy propyl cellulose, Sodium methyl cellulose,

[0314] xanthan gum, gum arabic, Silica powder, gaur gum, carbomer,

[0315] chitosan, precipitated silica or mixture thereof)

[0316] Safener: AD-67 (MON 4660), benoxacor, benthiocarb,

[0317] brassinolide, cloquintocet (mexyl), cyometrinil, daimuron,

[0318] dichlormid, dicyclonon, dimepiperate, disulfoton,

[0319] fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole,

[0320] 23 0.001-10% harpin proteins, isoxadifen-ethyl, jiecaowan, jiecaoxi,

[0321] mefenpyr-diethyl, mephenate, naphthalic anhydride (NA),

[0322] oxabetrinil, R29148 and N -phenyl-sulfonylbenzoic acid amides

[0323] or mixture thereof

[0324] 24 Distilled water / China Clay / DMF QS Total 100

[0325]

[0326] Example A: Compound of Formula I 36.4%+ Compound of Formula II 4.4% + Compound of Formula III 3.4 % SC

[0327] Sr. Ingredients % WAV or % W / V No.

[0328] 1 Compound of Formula I Technical 36.4 2 Compound of Formula II Technical 4.4

[0329] 3 Compound of Formula III Technical 3.4

[0330]

[0331] 4 Polymethyl methacrylate polyethylene glycol graft

[0332] copolymer 6.00

[0333] 5 Polyalkoxy ethers 2.50 6 Polyaryl alkoxylate 4.00 7 Propylene Glycol 8.00 8 1,2-Benzisothiazolin-3-one 0.15 9 Polydimethylsiloxane emulsion 1.00 10 Xanthan Gum 0.15

[0334] 11 D M water QS to make 100%

[0335]

[0336] TOTAL 100.0

[0337] FORMULATION PROCESS

[0338] A. Pre-Mixing

[0339] 1. A clean reactor was charged with demineralized water with stirring.

[0340] 2. Ingredients Propylene glycol, Polymethyl methacrylate polyethylene glycol graft copolymer, Polyalkoxy ethers, Polyaryl alkoxylate, polymer with formaldehyde, sodium salt, Polydimethyl siloxane, l,2-Benzisothiazolin-3-one were added to it and mixed well to obtain a homogeneous solution.

[0341] 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.

[0342] B. Wet-Milling process

[0343] 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.

[0344] 2. The ground material was collected in post blender.

[0345] C. Post Mixing

[0346] 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.

[0347] 2. Obtained formulation was packed into HDPE bottles.STABILITY DATA: Compound of Formula I 36.4%+ Compound of Formula II 4.4% + Compound of Formula III 3.4 % SC

[0348] Sr. Test Parameter Specification Observation Cold Test at HST at 54

[0349] °C NO 0°C 7 days

[0350] 14 days Off-white coloured

[0351] suspension free

[0352] 1. Appearance Complies Complies from any lumps or Complies extraneous matter

[0353] Compound of

[0354] 36.4 % (+ 5 %, - 2. Formula I 36.89 37.22 Technical (%w / w) 5%) 36.85

[0355] Compound of

[0356] For 4.4 % (+10 %, - 3. mula II 4.64 4.61 4.74 technical (% w / w)) 5%)

[0357] Compound of

[0358] 3.4 % (+10 %, - 4. Formula III 3.59 3.57 3.63

[0359] 5%)

[0360] Technical (% w / w)

[0361] Suspensibility

[0362] 5. Compound of Min 80% 98.66 98.62 98.85 Formula I, %w / w

[0363] Suspensibility

[0364] 6. Compound of Min 80% 98.56 98.51 98.60 Formula II, %w / w

[0365] Suspensibility

[0366] 7. Compound of Min 80% 98.25 98.12 98.75 Formula III, %w / w

[0367] Persistant Foaming,

[0368] 8. Max. 60

[0369] mL 8 9 7 Wet Sieve, material

[0370] 9. passing through 45- Min 98 % 99.5 99.6 99.7 micron sieve

[0371] pH of 1% aqueous

[0372] 10. 7.0 - 10.0 7.55 7.35 7.4 emulsion

[0373] Pourability, Rinse

[0374] 11. Max. 1.5 1.11

[0375] residue, % by mass 1.28 1.10

[0376]

[0377] Density@ 25°C,

[0378] 12. 1.150 - 1.250 1.21 1.22 1.19 g / mL

[0379]

[0380] EXAMPLE B: Compound of Formula I 65 %+ Compound of Formula II 6 % + Compound of Formula III 0.5 % WP

[0381] Sr. No. Ingredients % W / W or % W / V 1 Compound of Formula I Technical 65

[0382] 2 Compound of Formula II Technical 6

[0383] 3 Compound of Formula III Technical 0.5

[0384] 4 Sodium Lignosulphonate 8.0

[0385] 5 Sodium alkyl naphthalene sulfonate formaldehyde condensate 4.0

[0386] 6 Sodium lauryl sulphonate / Alpha olefin sulphonate 1.5

[0387] 7 Silica ppt 1.5

[0388] 8 China clay Q. S. to make 100% TOTAL 100.0

[0389]

[0390] MANUFACTURING PROCESS:

[0391] 1. All required technicals, i.e., Compound of Formula I technical, Compound of Formula II technical, Compound of Formula III technical and inert ingredients were mixed and then ground in an air jet mill.

[0392] 2. The particle size was checked after grinding to ensure that it was less than 10 microns (D90).

[0393] 3. The ground powder was post-blended and mixed well.

[0394] STABILITY DATA: Compound of Formula I 65 % + Compound of Formula II 6 % + Compound of Formula III 0.5% WP

[0395] HST

[0396] Observation

[0397] Sr. at 54 Test Parameter Specification at Room

[0398] No. °C 14

[0399] Temperature

[0400]

[0401] daysWhite to off white

[0402] Appearance powder free from Complies Complies extraneous matter

[0403] Compound of

[0404] Formula I

[0405] 65 % (+ 5%, -5%) 66.12 66.32 Technical

[0406] (%w / w)

[0407] Compound of

[0408] Formula II 6 % (+ 10%, -5%)

[0409] 6.13 6.21 technical (%

[0410] w / w))

[0411] Compound of

[0412] Formula III

[0413] 0.5 % (+10%, -5%) 0.52 0.53 Technical (%

[0414] w / w)

[0415] Suspensibility of

[0416] Compound of

[0417] Min 80% 98.33 98.56 Formula I (%

[0418] w / w)

[0419] Suspensibility of

[0420] Compound of

[0421] Min 80% 98.38 98.81 Formula II (%

[0422] w / w)

[0423] Suspensibility of

[0424] Compound of

[0425] Min 80% 98.12 98.23 Formula III (%

[0426] w / w)

[0427] Persistant

[0428] Foaming, mL

[0429] Max. 60 after 1

[0430] ( 1 % solution in 11 14

[0431] minute

[0432] 342 ppm hard

[0433] water)

[0434] Wet Sieve,

[0435] material passing

[0436] Min 98 % 98.82 98.90 through 45- micron sieve

[0437] pH of 1%

[0438] aqueous 5.0 to 8.0 6.56 6.63 emulsion

[0439] Wettability 120 sec max 60 70

[0440]

[0441] Example C: Compound of Formula I 50 %+ Compound of Formula II 0.5 % + Compound of Formula III 5 % WG

[0442] Sr. No. Ingredients % W / W or % W / V 1 Compound of Formula I Technical 50

[0443] 2 Compound of Formula II Technical 0.5

[0444] 3 Compound of Formula III Technical 5

[0445] 4 Sodium Isopropyl Naphthalene Sulfonate 3.0

[0446] 5 Sodium Lignosulphonate 3.5

[0447] 6 Sodium salt of naphthalene sulfonate formaldehyde 5.5 condensate

[0448] 7 Sodium Polycarboxylate 2.5

[0449] 8 Lactose monohydrate 8.0

[0450] 9 Polydimethylsiloxane emulsion 0.5

[0451] 10 Silica ppt 3.0

[0452] 11 China clay QS to make 100%

[0453]

[0454] TOTAL 100.0 MANUFACTURING PROCESS:

[0455] 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, Compound of Formula I technical, Compound of Formula II technical, Compound of Formula III technical were added and mixed well.

[0456] 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.

[0457] Extrusion process

[0458] 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.Drying Process

[0459] 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.

[0460] 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.

[0461] STABILITY DATA- Compound of Formula I 50 %+ Compound of Formula II 0.5 % + Compound of Formula III 5 % WG

[0462] Sr. Test Parameter Specification Observation HST at 54 No. °C 14 days 1 Appearance Off-white coloured Complies Complies powder free from any

[0463] lumps or extraneous

[0464] matter

[0465] 2 Active Content

[0466] Compound of Formula I, 50.47 50.56

[0467] 50% (+5%, -5%)

[0468] %w / w

[0469] 3 Active Content

[0470] Compound of Formula II, 0.5% (+10%, -5%) 0.53 0.54 %w / w

[0471] 4 Active Content

[0472] Compound of Formula 5% (+10%, -5%) 5.12 5.34 III, %w / w

[0473] 5 Suspensibility of Min 80% 98.35 98.55 Compound of Formula I

[0474] (% w / w)

[0475] 6 Suspensibility of Min 80% 98.36 98.82 Compound of Formula II

[0476] (% w / w)

[0477] 7 Suspensibility of Min 80% 98.15 98.33 Compound of Formula III

[0478] (% w / w)

[0479] 8 Wet Sieve test (retained Min 98 % 99.39 99.45 on 45 micron sieve,

[0480] %w / w

[0481] 9 pH of 1% aqueous 5.0 to 8.0 6.57 6.64

[0482]

[0483] emulsion10 Persistent foam after 60 Max 12 11 Imin (ml)

[0484]

[0485] 11 Wettability 120 sec Max 20 18 Example D: Compound of Formula I 0.5%+ Compound of Formula II 8.8% + Compound of Formula III 6.8 % OD

[0486] Sr. No. Ingredients % W / W or % W / V 1 Compound of Formula I Technical 0.5

[0487] 2 Compound of Formula II Technical 8.8

[0488] 3 Compound of Formula III Technical 6.8

[0489] 4 Graft Comb copolymer 9.0%

[0490] 5 Castor oil ethoxylate 5.5%

[0491] 6 Ethoxylated Polyarylphenol Phosphate Ester 5.0%

[0492] 7 Polypropylene glycol 2.0%

[0493] 8 Poly dimeth ylsiloxane emulsion 0.05%

[0494] 9 Methylated soyabean oil Q. S.to make 100% TOTAL 100.0

[0495]

[0496] Stability data- Compound of Formula I 0.5%+ Compound of Formula II 8.8% + Compound of Formula III 6.8 % OD

[0497] Sr. Test Parameter Specification Observation HST at 54 Cold No. °C 14 Test at days 0°C 7days 1 Appearance Off-white coloured Complies Complies Complies powder free from any

[0498] lumps or extraneous

[0499] matter

[0500] z Active Content 0.5 % (+10, -5%) 0.53 0.54 0.52 Compound of formula I,

[0501] %w / w

[0502] 3 Active Content 8.8 % (+10, -5%) 9.12 9.34 9.02 Compound of formula II,

[0503]

[0504] %w / w4 Active Content 6.8 % (+10, -5%) 7.09 7.23 7.01 Compound of formula III

[0505] , %w / w

[0506] 5 Suspensibility of Min 80% 98.36 98.54 98.34 Compound of formula I

[0507] (% w / w)

[0508] 6 Suspensibility of Min 80% 98.36 98.82 98.28 Compound of formula 11

[0509] (% w / w)

[0510] 7 Suspensibility of Min 80% 98.27 98.33 98.25 Compound of formula III

[0511] (% w / w)

[0512] 8 Dispersion Stability 0 h Initial Complies Complies Complies dispersion complete

[0513] 0.5 h " Cream",

[0514] maximum: 0.5 ml

[0515] Free oil",

[0516] maximum: trace

[0517] Sediment",

[0518] maximum: 0.1 ml

[0519] 24 h Redispersion complete

[0520] 24.5 h " Cream",

[0521] maximum: 1 ml

[0522] " Free oil",

[0523] maximum: trace

[0524] " Sediment",

[0525] maximum:

[0526] 0.25 ml

[0527] 9 Pourability Min 95% 98 99 97.5 10 Viscosity @25 °C Spindle 350 to 700 452 431 457

[0528] 63 60 rpm (CPS )

[0529] 11 Persistent foam after 1min 60 Max 12ml 11ml 12ml

[0530]

[0531] (ml)

[0532] Evaluation of synergistic effect of stable synergistic herbicidal composition of the present invention

[0533] A synergistic effect of two or more products 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:

[0534] XY

[0535] E = (X + Y) - - 100

[0536] The synergistic action expected for a given combination of three active components can be calculated as follows:

[0537] (XY+YZ+XZ) (XYZ)

[0538] E = (X + Y + Z) - + - 100 10000

[0539] Where:

[0540] 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).

[0541] X is the percentage of herbicidal control observed by the compound (Compound of Formula I) at a defined dose (equal to x).

[0542] Y is the percentage of herbicidal control observed by the compound (Compound of Formula II) at a defined dose (equal to y).

[0543] Z is the percentage of herbicidal control observed by the compound (Compound of Formula III) at a defined dose (equal to z).

[0544] When the percentage of herbicidal control observed for the combination is greater than the expected percentage, there is a synergism effect.

[0545] Observed control (%)

[0546] Ratio = - Expected control (%)

[0547] Ratio of O / E > 1, synergism observed

[0548] The present invention is illustrated by way of examples, the examples are meant for illustrative purposes and should not be construed as limiting.

[0549] Experiment for Synergistic activity of stable synergistic herbicidal composition of present invention:

[0550] Example 1- Details of experiment on Rice crop:Field experiment for synergistic activity of Compound of Formula I + Compound of Formula II + Compound of Formula III for the control of weeds in rice crop was conducted.

[0551] To evaluate the synergistic effect, rice (Variety: Pusa basmati 1121) crop was sown in 22.5 cm with three replications and in Randomized Block Design (RBD). The treatments were sprayed early post emergence (7-10 DAT) herbicide as SC formulation @ 1250 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 for comparison. Treatment details:

[0552] S. No. Treatments (SC) Concentration Compound of Formula I 65% + Compound of 65% + 6% + 0.5%

[0553] T1

[0554] Formula II 6% + Compound of Formula III 0.5%

[0555] Compound of Formula I 50% + Compound of 50% + 0.5% + 5%

[0556] T2

[0557] Formula II 0.5% + Compound of Formula III 5%

[0558] Compound of Formula I 36% + Compound of 36% + 4.4% + 3.4% T3

[0559] Formula II 4.4% + Compound of Formula III 3.4%

[0560] Compound of Formula I 0.5% + Compound of 0.5% + 8.8% + 6.8% T4

[0561] Formula II 8.8% + Compound of Formula III 6.8%

[0562] Compound of Formula I 65% + Compound of 65% + 6% T5

[0563] Formula II 6%

[0564] Compound of Formula I 50% + Compound of 50% + 0.5% T6

[0565] Formula II 0.5%

[0566] Compound of Formula I 36% + Compound of 36% + 4.4% T7

[0567] Formula II 4.4%

[0568] Compound of Formula I 0.5% + Compound of 0.5% + 8.8% T8

[0569] Formula II 8.8%

[0570] Compound of Formula I 65% + Compound of 65% + 0.5% T9

[0571] Formula III 0.5%

[0572] Compound of Formula I 50% + Compound of 50% + 5% T10

[0573] Formula III 5%

[0574] Compound of Formula I 36% + Compound of 36% + 3.4% Til

[0575] Formula III 3.4%

[0576]

[0577] Compound of Formula I 0.5% + Compound of 0.5% + 6.8% T12

[0578] Formula III 6.8%

[0579] Compound of Formula II 6% + Compound of 6% + 0.5% T13

[0580] Formula III 0.5%

[0581] Compound of Formula II 0.5% + Compound of 0.5% + 5% T14

[0582] Formula III 5%

[0583] Compound of Formula II 4.4% + Compound of 4.4% + 3.4% T15

[0584] Formula III 3.4%

[0585] Compound of Formula II 8.8% + Compound of 8.8% + 6.8% T16

[0586] Formula III 6.8%

[0587] T17 Compound of Formula III 0.5% 0.50%

[0588] T18 Compound of Formula III 5% 5%

[0589] T19 Compound of Formula III 3.4% 3.40%

[0590] T20 Compound of Formula III 6.8% 6.80%

[0591] T21 Compound of Formula II 6% 6%

[0592] T22 Compound of Formula II 0.5% 0.50%

[0593] T23 Compound of Formula II 4.4% 4.40%

[0594] T24 Compound of Formula II 8.8% 8.80%

[0595] T25 Compound of Formula I 65% 65%

[0596] T26 Compound of Formula I 50% 50%

[0597] T27 Compound of Formula I 36% 36%

[0598] T28 Compound of Formula I 0.5% 0.50%

[0599] T29 Untreated check -

[0600]

[0601] Treatments T1 to T28 were applied as foliar sprays, while T29 served as the untreated control. Observations were recorded for Echinochloa colona under narrow-leaf weeds and Ludwigia parviflora 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 × 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, the expectedcontrol was computed and compared with the observed control. The results of the trial are presented in Table 1A.

[0602] Table 1A: Synergistic effect of stable synergistic herbicidal composition of the present invention comprising Compound of Formula I + Compound of Formula II + Compound of Formula III against weeds (Echinochloa colona and Ludwigia parviflora) in rice crop

[0603] Weed Control Colby S. No. Treatments Concentration Efficacy (%)

[0604] ratio Observed Expected Compound of Formula I 65% +

[0605] 65% + 6% +

[0606] T1 Compound of Formula II 6% + 70.65 63.65 1.110 0.5%

[0607] Compound of Formula III 0.5%

[0608] Compound of Formula I 50% +

[0609] 50% + 0.5% +

[0610] T2 Compound of Formula II 0.5% + 74.58 63.63 1.172

[0611] 5%

[0612] Compound of Formula III 5%

[0613] Compound of Formula I 36% +

[0614] 36% + 4.4% +

[0615] T3 Compound of Formula II 4.4% + 86.45 71.59 1.208

[0616] 3.4%

[0617] Compound of Formula III 3.4%

[0618] Compound of Formula I 0.5% +

[0619] 0.5% + 8.8% +

[0620] T4 Compound of Formula II 8.8% + 72.45 67.67 1.071

[0621] 6.8%

[0622] Compound of Formula III 6.8%

[0623] Compound of Formula I 65% +

[0624] T5 65% + 6% 44.32 58.01 0.764 Compound of Formula II 6%

[0625] Compound of Formula I 50% +

[0626] T6 50% + 0.5% 30.14 40.72 0.740 Compound of Formula II 0.5%

[0627] Compound of Formula I 36% +

[0628] T7 36% + 4.4% 42.14 54.75 0.770 Compound of Formula II 4.4%

[0629] Compound of Formula I 0.5% +

[0630] T8 0.5% + 8.8% 31.78 45.95 0.692 Compound of Formula II 8.8%

[0631] Compound of Formula I 65% +

[0632] T9 65% + 0.5% 34.89 43.08 0.810 Compound of Formula III 0.5%

[0633]

[0634] Compound of Formula I 50% +

[0635] T10 50% + 5%' 46.88 58.36 0.803 Compound of Formula III 5%

[0636] Compound of Formula I 36% +

[0637] T11 36% + 3.4% 46.85 56.4 0.831 Compound of Formula III 3.4%

[0638] Compound of Formula I 0.5% +

[0639] T12 0.5% + 6.8% 37.32 47.41 0.787 Compound of Formula III 6.8%

[0640] Compound of Formula II 6% +

[0641] T13 6% + 0.5% 39.85 44.73 0.891 Compound of Formula III 0.5%

[0642] Compound of Formula II 0.5% +

[0643] T14 0.5% 4- 5% 39.56 46.41 0.852 Compound of Formula III 5%

[0644] Compound of Formula II 4.4% +

[0645] T15 4.4% 4- 3.4% 56.75 59.11 0.960 Compound of Formula III 3.4%

[0646] Compound of Formula II 8.8% 4- T16 8.8% + 6.8% 58.75 63.22 0.929 Compound of Formula III 6.8%

[0647] T17 Compound of Formula III 0.5% 0.50% 13.45 - - T18 Compound of Formula III 5% 5% 38.65 - - T19 Compound of Formula III 3.4% 3.40% 37.23 - - T20 Compound of Formula III 6.8% 6.80% 40.18 - - T21 Compound of Formula II 6% 6% 36.14 - T22 Compound of Formula II 0.5% 0.50% 12.65 - - T23 Compound of Formula II 4.4% 4.40% 34.85 - T24 Compound of Formula II 8.8% 8.80% 38.52 - - T25 Compound of Formula I 65% 65% 34.24 - T26 Compound of Formula I 50% 50% 32.13 - - T27 Compound of Formula I 36% 36% 30.54 - - T28 Compound of Formula I 0.5% 0.50% 12.09 - - T29 Untreated check -

[0648]

[0649] 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 comprisingCompound 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 compositions of two herbicides T5 to T16 are ineffective and no synergistic effect is shown for the control of weeds. The synergy data presented herein represent the cumulative efficacy against both type of weeds such as Echinochloa colona under narrow-leaf weeds; and Ludwigia parviflora under broad-leaf weeds.

[0650] Experiment for Bio-efficacy evaluation of stable synergistic herbicidal composition of present invention:

[0651] For the ternary and binary composition 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 36% + Compound of Formula II 4.4% + Compound of Formula III 3.4% was manufactured. For ternary stable synergistic herbicidal composition, Compound of Formula I 36% + Compound of Formula II 4.4% + Compound of Formula III 3.4% SC was used and for binary combination Compound of Formula I 36% + Compound of Formula II 4.4% SC, Compound of Formula I 36% + Compound of Formula III 3.4% SC, Compound of Formula II 4.4% + Compound of Formula III 3.4% SC were used. The solo formulation of Compound of Formula I 36% SC, Compound of Formula II 4.4% SC and Compound of Formula III 3.4% SC and other formulations Compound of Formula I 25% EC, Compound of Formula II 60% DF, Compound of Formula III 18.52 % w / w SC available in the market were used for comparison. Furthermore, these herbicidal treatments were compared with untreated control treatments.

[0652] Example 2- Details of experiment on rice crop:

[0653] Field experiment for synergistic activity of herbicidal composition of present invention comprising Compound of Formula I, Compound of Formula II and Compound of Formula III for the control of weeds in rice crop was conducted.

[0654] To evaluate the synergistic effect, rice (Variety: Pusa Basmati 1121) crop was sown in 22.5 cm with three replications and in Randomized Block Design (RBD). The treatments were sprayed early post emergence (7-10 DAT) herbicide as SC formulation @ 1250 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 compositions. Solo components were also taken for comparison.The observations were recorded for the following objectives.

[0655] Objectives:

[0656] 1. Bio-efficacy evaluation against different weeds in rice crop

[0657] 2. Bio-efficacy evaluation based on crop yield

[0658] 3. Phytotoxicity evaluation based on rice crop

[0659] Treatment details:

[0660] Formulation S. No. Treatments (SC) a.i. dose (g / ha) dose (g or ml / ha) Compound of Formula I 36% + Compound of

[0661] T1 Formula II 4.4% + Compound of Formula III 337.5 + 41.25 + 31.88 937.5

[0662] 3.4%

[0663] Compound of Formula I 36% + Compound of

[0664] T2 Formula II 4.4% + Compound of Formula III 562.5+ 68.75+ 53.13 1562.5

[0665] 3.4%

[0666] Compound of Formula I 36% + Compound of

[0667] T3 Formula II 4.4% + Compound of Formula III 450 + 55 + 42.5 1250

[0668] 3.4%'

[0669] Compound of Formula I 36% + Compound of

[0670] T4 337.5 + 41.25 937.5 Formula II 4.4%

[0671] Compound of Formula I 36% + Compound of

[0672] T5 562.5+ 68.75 1562.5 Formula II 4.4%

[0673] Compound of Formula I 36% + Compound of

[0674] T6 450 + 55 1250 Formula II 4.4%

[0675] Compound of Formula I 36% + Compound of

[0676] T7 337.5 + 31.88 937.5 Formula III 3.4%

[0677] Compound of Formula I 36% + Compound of

[0678] T8 562.5+ 53.13% 1562.5 Formula III 3.4%

[0679]

[0680] Compound of Formula I 36% + Compound of

[0681] T9 450 + 42.5 1250 Formula III 3.4%

[0682] Compound of Formula II 4.4% + Compound

[0683] T10 41.25 + 31.88 937.5

[0684] of Formula III 3.4%

[0685] Compound of Formula II 4.4% + Compound

[0686] T11 68.75+ 53.13 1562.5 of Formula III 3.4%

[0687] Compound of Formula II 4.4% + Compound

[0688] T12 55 + 42.5 1250

[0689] of Formula III 3.4%

[0690] T13 Compound of Formula III 3.4% 42.5 937.5 T14 Compound of Formula II 4.4% 55 1562.5 T15 Compound of Formula I 36% 450 1250

[0691] T16 Compound of Formula III 18.52%w / w SC 50 250

[0692] T17 Compound of Formula II 60% DF 60 100

[0693] T18 Compound of Formula I 25% EC 500 2000

[0694] T19 Hand weeding (At 30 DAT) - - T20 Untreated check - - Compound of Formula I 36% + Compound of

[0695] T21 Formula II 4.4% + Compound of Formula III 900 + 110 + 85 2500

[0696] 3.4% (only for phytotoxicity)

[0697]

[0698] Methodology:

[0699] Treatments T1 to T18 were applied as foliar sprays, while T19 served as weeds free treatments, T20 untreated control and T21 served as Only for Phytotoxicity. 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.

[0700] In view of the weed flora present in the experimental field, Observations were recorded for Echinochloa colona under narrow-leaf weeds and Ludwigia parviflora 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 forstandardization and clarity of results. Weed population was assessed at 30 days after application (DAA) using a 0.5 × 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.

[0701] Results:

[0702] Table 2A: Field bio-efficacy evaluation of stable synergistic herbicidal composition comprising Compound of Formula I 36% + Compound of Formula II 4.4% + Compound of Formula III 3.4% SC against Echinochloa colona and Ludwigia parviflora densities (per in2) and WCE (%) in rice crop.

[0703] For Echinochloa colona Ludwigia parviflora mula

[0704] a.i. tion Populat Populati S. No. Treatments (SC) dose dose ion ¥CE on WCE (g / ha) (gor BTA Density( (%) BTA Density( (%) ml / h m2) m2) a) 30 DAA 30 DAA Compound of Formula I 337.5

[0705] 36% + Compound of + 9.8

[0706] 6.06

[0707] 2 5.6 78. 2.75

[0708] T1 Formula II 4.4% + 41.25 937.5 84.24

[0709] (3.2 (2.47) 34 (2.56

[0710] Compound of Formula + (1-8) )

[0711] III 3.4% 31.88 1)

[0712] Compound of Formula I

[0713] 9.8

[0714] 36% + Compound of 562.5+ 1562. 6

[0715] 9 3.8 85. 0.82

[0716] T2 Formula II 4.4% + 68.75+ (2.55 95.30

[0717] (3.2 (2.07)

[0718] Compound of Formula 5 31

[0719] 53.13 (1-15) III 3.4% 2) )

[0720] Compound of Formula I

[0721] 36% + Compound of 450 + 10 6.16

[0722] 84.

[0723] Formula II 4.4% + ( 3.99 0.68 T3 55 + 1250 3.2 (2.58 96.10

[0724] (2-12) 57 (1-09) Compound of Formula 42.5 4) )

[0725] III 3.4%

[0726] 9.6

[0727] Compound of Formula I 337.5 5.86

[0728] 3 9.73 62. 4.52

[0729] T4 36% + Compound of + 937.5 (2.52 74.10

[0730] 37

[0731] Formula I (3.1 (3-2) (2.24) I 4.4% 41.25

[0732] 8) )

[0733] Compound of Formula I 9.7 6.05

[0734] 1562. 3.92

[0735] T5 36% + Compound of 562.5+ 8.93 65.

[0736] (3.1 (2.56 77.54 68.75 5 (3.07) 47

[0737] Formula II 4.4% 9) (2-1) )

[0738] 9.6

[0739] Compound of Formula I 5.97

[0740] 450 + 6 9.09 64. 4.04

[0741] T6 36% + Compound of 1250 (2.54 76.85

[0742] 55 (3.1 85

[0743] Formula II 4.4% (3-1) (2-13)

[0744]

[0745] 9) )Compound of Formula I 9.9

[0746] 337.5 6.19

[0747] 1 7.47 71. 8.14

[0748] T7 36% + Compound of + 937.5 (3.2 (2.82) 11 (2.59 (2.94) 53.35 Formula III 3.4% 31.88

[0749] 3) )

[0750] 9.5

[0751] Compound of Formula I 562.5+ 6.14

[0752] 1562. 7 6.23 75. 7.51

[0753] 36% + Compound of T8 53.13 (2.58 56.96

[0754] 5 (3.1 (2-59) 91 (2.83) Formula III 3.4% %

[0755] 7) )

[0756] 9.7

[0757] Compound of Formula I 5.91

[0758] 450 + 1 6.38 75. 7.6

[0759] T9 36% + Compound of 1250 (2.53 56.45

[0760] 42.5 (3.2 (2.62)

[0761] Formula III 3.4 33 (2.85)% )

[0762] )

[0763] 9.8

[0764] Compound of Formula II 41.25 5.934 7.8 69. 7.3 4.4% + Compound of + (2.54 58.17 T10 937.5

[0765] (3.2 84 (2.88) (2.79) Formula III 3.4% 31.88 ) 2)

[0766] 9.5

[0767] Compound of Formula II 5.81 1562. 7.02 72. 68.75+ 5 6.46 T11 4.4% + Compound of (2.51 62.98

[0768] (2.74) (2-64) 53.13 5 (3.1 85 Formula III 3.4% ) 7)

[0769] 9.6

[0770] Compound of Formula II 5.89

[0771] 7.12 72. 55 + 5 6.59 T12 4.4% + Compound of 1250 (2.53 62.23

[0772] 47 42.5 (3.1 (2-76) (2.66) Formula III 3.4% ) 9)

[0773] 9.7

[0774] 6.01

[0775] Compound of Formula 9 12.73(3. 50. 14.78(3.

[0776] T13 42.5 937.5 (2.55 15.30 III 3.4% (3.2 64) 77 91)

[0777] )

[0778] 1)

[0779] 9.7

[0780] 6.16

[0781] Compound of Formula II 1562. 4 23.1 10. 8.3 T14 52.44 55 (2.584.4% (3.2 67 (2.97) 5 (4.86)

[0782] )

[0783] )

[0784] 9.4

[0785] 6.06

[0786] Compound of Formula I 18.42(4. 9.828 28.

[0787] T15 450 1250 (2.56 35.85

[0788] 7736% (3.1 35) (3-21)

[0789] ) 6)

[0790] 9.8

[0791] 6.05

[0792] Compound of Formula 6 12.47(3. 51. 14.46(3.

[0793] T16 50 250 (2.56 17.13 III 18.52% w / w SC (3.2 87) 78 6)

[0794] ) 2)

[0795] 9.6 5.97

[0796] Compound of Formula II 23.07(4.9 10. 7.98 T17 (2.54 54.27 60 100

[0797] 60% DF (3.1 85) 79 (2-91) ) 9)

[0798] 9.9

[0799] Compound of Formula I 17.94(4.3 30. 6.25 10.97(3.

[0800] T18 500 2000 37.13 (3.225% EC 29) 63 (2-6) 39)

[0801] 3)

[0802] Hand weeding (At 30 9.5 0 100 0 100.0 - - T19 6.01

[0803] DAT) 8 (0-71).00 (0-71) 0

[0804]

[0805] (3.1 (2.55

[0806] 7) )

[0807] 9.8

[0808] Untreated 25.86(5. 0.0 6.15( 17.45(4.

[0809] T20 check - - 2(3.

[0810] 0 2. 24) 0.00 13) 58)

[0811] 21)

[0812] SEm± 0.11 - 0.15 - NS NS

[0813]

[0814] CD (p=0.05) 0.32 - 0.45 - BTA - Before treatment application

[0815] Table 2B. Field bio-efficacy evaluation of stable synergistic herbicidal composition comprising Compound of Formula I 36% + Compound of Formula II 4.4% + Compound of Formula III 3.4% SC based on yield of rice crop.

[0816] % Formulatio Rice Increase S. No. Treatments (SC) a.i. dose (g / ha) n dose (g or yield

[0817] against ml / ha) (q / ha)

[0818] control Compound of Formula I 36% +

[0819] 337.5 + 41.25

[0820] T1 Compound of Formula II 4.4% + 937.5 41.47 50.00 Compound of Formula III 3.4% + 31.88

[0821] Compound of Formula I 36% +

[0822] T2 Compound of Formula II 4.4% + 562.5+ 68.75+

[0823] 1562.5 43.97 59.03 53.13

[0824] Compound of Formula III 3.4%

[0825] Compound of Formula I 36% +

[0826] 450 + 55 +

[0827] T3 Compound of Formula II 4.4% + 1250 43.89 58.72

[0828] 42.5

[0829] Compound of Formula III 3.4%

[0830] Compound of Formula I 36% +

[0831] T4

[0832] Compound of Formula II 4.4% 337.5 + 41.25 937.5 32.51 17.59 Compound of Formula I 36% +

[0833] T5 562.5+ 68.75 1562.5 33.74 22.03 Compound of Formula II 4.4%

[0834] Compound of Formula I 36% +

[0835] T6 450 + 55 1250 33.45 20.98 Compound of Formula II 4.4%

[0836] Compound of Formula I 36% +

[0837] T7 337.5 + 31.88 937.5 34.23 23.80 Compound of Formula III 3.4%

[0838] Compound of Formula I 36% +

[0839] T8 562.5+ 53.13% 1562.5 37.65 36.17 Compound of Formula III 3.4%

[0840] Compound of Formula I 36% +

[0841] T9 450 + 42.5 1250 37.32 34.97 Compound of Formula III 3.4%

[0842] Compound of Formula II 4.4% +

[0843] T10 41.25 + 31.88 937.5 35.48 28.32 Compound of Formula III 3.4%

[0844] Compound of Formula II 4.4% +

[0845] Til 68.75+ 53.13 1562.5 38.76 40.18 Compound of Formula III 3.4%

[0846] Compound of Formula II 4.4% +

[0847] T12

[0848] Compound of Formula III 3.4% 55 + 42.5 1250 38.45 39.06 T13 Compound of Formula III 3.4% 42.5 937.5 30.29 9.56

[0849]

[0850] T14 Compound of Formula II 4.4% 55 1562.5 30.17 9.10T15 Compound of Formula I 36% 450 1250 29.83 7.88 Compound of Formula III 18.52% w / w

[0851] T16 50 250 30.36 9.79 SC

[0852] T17 Compound of Formula II 60% DF 60 100 30.24 9.38 T18 Compound of Formula I 25% EC 500 2000 30.00 8.49 T19 Hand weeding (At 30 DAT) - - 44.45 60.76 T20 Untreated check - - 27.65 0.00 SE(m) 0.80 -

[0853]

[0854] CD (p=0.05) 2.40 -

[0855] Table 2C. Effect of stable synergistic herbicidal composition comprising Compound of Formula I 36% + Compound of Formula II 4.4% + Compound of Formula III 3.4 % SC on phytotoxicity in rice crop.

[0856] Phyto-toxicity parameters observed* Formulatio

[0857] (mean data recorded at 15 S. No. Treatments (SC) a.i. dose (g / ha) n dose (g or

[0858] and 30 days after ml / ha)

[0859] application)

[0860] L w N V E H T1 Compound of Formula I 36%

[0861] + Compound of Formula II 337.5 + 41.25

[0862] 937.5 0 0 0 0 0 0 4.4% + Compound of Formula + 31.88

[0863] III 3.4%

[0864] T2 Compound of Formula I 36%

[0865] + Compound of Formula II 562.5+ 68.75+

[0866] 1562.5 0 0 0 0 0 0 4.4% + Compound of Formula 53.13

[0867] III 3.4%

[0868] T3 Compound of Formula I 36%

[0869] + Compound of Formula II 450 + 55 +

[0870] 1250 0 0 0 0 0 0 4.4% + Compound of Formula 42.5

[0871] III 3.4%

[0872] T4 Compound of Formula I 36%

[0873] + Compound of Formula II 337.5 + 41.25 937.5 0 0 0 0 0 0 4.4%

[0874] T5 Compound of Formula I 36%

[0875] + Compound of Formula II 562.5+ 68.75 1562.5 0 0 0 0 0 0 4.4%

[0876] T6 Compound of Formula I 36%

[0877] + Compound of Formula II 450 + 55 1250 0 0 0 0 0 0

[0878]

[0879] 4.4%T7 Compound of Formula I 36%

[0880] + Compound of Formula III 337.5 + 31.88 937.5 0 0 0 0 0 0 3.4%

[0881] T8 Compound of Formula I 36%

[0882] + Compound of Formula III 562.5+ 53.13% 1562.5 0 0 0 0 0 0 3.4%

[0883] T9 Compound of Formula I 36%

[0884] + Compound of Formula III 450 + 42.5 1250 0 0 0 0 0 0 3.4%

[0885] T10 Compound of Formula II

[0886] 4.4% + Compound of Formula 41.25 + 31.88 937.5 0 0 0 0 0 0 III 3.4%

[0887] Til Compound of Formula II

[0888] 4.4% + Compound of Formula 68.75+ 53.13 1562.5 0 0 0 0 0 0 III 3.4%

[0889] T12 Compound of Formula II

[0890] 4.4% + Compound of Formula 55 + 42.5 1250 0 0 0 0 0 0 III 3.4%

[0891] T13 Compound of Formula III

[0892] 42.5 937.5 0 0 0 0 0 0 3.4%

[0893] T14 Compound of Formula II

[0894] 55 1562.5 0 0 0 0 0 0 4.4%

[0895] T15 Compound of Formula I 36% 450 1250 0 0 0 0 0 0 Compound of Formula III

[0896] T16 50 250 0 0 0 0 0 0 18.52% w / w SC

[0897] Compound of Formula II 60%

[0898] T17 60 100 0 0 0 0 0 0 DF

[0899] Compound of Formula 125%

[0900] T18 500 2000 0 0 0 0 0 0 EC

[0901] T19 Hand weeding (At 30 DAT) - - 0 0 0 0 0 0 T20 Untreated check - - 0 0 0 0 0 0 Compound of Formula I 36%

[0902] + Compound of Formula II

[0903] T21 4.4% + Compound of Formula 900 + 110 + 85 2500 0 0 0 0 0 0 III 3.4% (only for

[0904] phytotoxicity)

[0905]

[0906] From the example, it is clearly seen that the stable synergistic herbicidal composition of the present invention is superior for controlling the weeds at 30 days after application (Table 2 A, 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 25% EC, Compound of Formula II 60% DF, Compound of Formula III 18.52% SC evaluated were next in order of effectiveness after stable synergistic herbicidal composition of the present invention.

[0907] The yield of rice crop also improved in the stable synergistic herbicidal composition of present invention comprising Compound of Formula I + Compound of Formula 11+ Compound of Formula III as compared to binary, solo and other registered products in the market (Table 2B).

[0908] The disclosed stable synergistic herbicidal composition of present invention comprising Compound of Formula I + Compound of Formula 11+ Compound of Formula III @ 937.5, 1562.5, 1250 & 2500 g / ha showed no phytotoxicity in the rice crop even after 30 days of crop sowing (Table 2C).

[0909] It is evident from the above tables of examples that the synergistic herbicidal composition of the present invention Compound of Formula 1+ Compound of Formula 11+ 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.

[0910] 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: knock down effect on weeds at all developmental stages of weeds, preventing discoloration of leaves of plants and crops, enhanced tenderness to plants and crops, preventing ageing of plants and crops and other advantages familiar to a person skilled in the art.

[0911] 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 suchmodifications 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 CLAIM:

1. A stable synergistic herbicidal composition comprising:(A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives or its agrochemically acceptable salts, esters and derivatives;(B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and(C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-l,3,5-triazin-2-yl)carbonyl]-6- fhiorophenyl]-l,l-difhioro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters and derivatives.

2. The stable synergistic herbicidal composition as claimed in claim 1, comprising:(A) Compound of Formula I, i.e., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-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., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate 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., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide 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., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-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., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate 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., N-[2-[(4,6-dimethoxy-l,3,5-triazin-2-yl)carbonyl]-6- fhiorophenyl]-l,l-difhioro-N-methylmethanesulfonamide 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., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-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., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate 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., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide 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 Poly alkyleneoxide 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), 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), 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, grasses, such as Paspalum globsola, pigweed, rice flatsedge, Eclipta alba, Echinochloa colonum, Alternanthera sessillis, Echinochloa crusgalli, chickweed, crabgrass, Cyperus iria, creeping water primrose, Cyperus differmis, Scirpus royeli, sedges, Sphenoclea zeylenica, Stinkgrass, barnyard grass, button weed, dwarf umbrella grass, Fimbristylis miliacca, goose grass, Ludwigia parviflora, Ludwigia sp., Marsilea quadrifoliate, Ammania baccifera, wild mustard, annual sedge, annual bluegrass, Monochoria vaginalis, nut grass, 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 wheat, rice, directed seeded and transplanted paddy rice, transplanted rice, transplanted rice pre-emergence (3 DAT), transplanted rice (post-emergence 20 DAT), vines, non-cropped areas including playgrounds, roadsides, cemeteries, trees, turf, sports greens & ornamental grass, ornamental shrubs, 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 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.

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., 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one or its agrochemically acceptable salts, esters and derivatives or its agrochemically acceptable salts, esters and derivatives;(B) Compound of Formula II, i.e., methyl 2-[[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate or its agrochemically acceptable salts, esters and derivatives; and(C) Compound of Formula III, i.e., N-[2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)carbonyl]-6- fluorophenyl]-1,1-difluoro-N-methylmethanesulfonamide or its agrochemically acceptable salts, esters and derivatives.

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