Stable synergistic pesticidal composition
A synergistic pesticidal composition using tetrachloroisophthalonitrile, (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-1,3,5-oxadiazinan-4-imine, and methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate addresses broad-spectrum pest and disease control, enhancing crop protection and yield with reduced environmental harm.
Patent Information
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- RANI PRIYA
- Filing Date
- 2025-10-18
- Publication Date
- 2026-04-23
AI Technical Summary
Existing pesticidal formulations face challenges in achieving broad-spectrum control over both insect pests and fungal diseases, often leading to pest resistance, environmental contamination, and phytotoxicity, while requiring higher doses for efficacy.
A stable synergistic pesticidal composition comprising tetrachloroisophthalonitrile, (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-1,3,5-oxadiazinan-4-imine, and methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate, providing synergistic insecticidal and fungicidal activity with enhanced stability and reduced dosage.
The composition offers broad protection against insect pests and fungal diseases, minimizing environmental impact, reducing resistance, and improving crop yield with lower application rates, while being non-phytotoxic and cost-effective.
Smart Images

Figure IMGF000027_0001 
Figure IMGF000028_0001 
Figure IMGF000029_0001
Abstract
Description
[0001] STABLE SYNERGISTIC PESTICIDAL COMPOSITION
[0002] FIELD OF THE INVENTION
[0003] The present invention relates to a stable synergistic pesticidal composition comprising A) compound of formula I, chemically known as tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives; B) compound of formula II, chemically known as (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; and C) compound of formula III, chemically known as methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3-
[0004] (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives for synergistic and effective control of various pests including insects-pests and wide range of fungal diseases. The present invention also relates to a process for preparation of such pesticidal composition for synergistic and efficacious control of insects-pests and wide range of fungal diseases.
[0005] BACKGROUND OF THE INVENTION
[0006] Pests are one of the most serious threats to agricultural crops and their productivity, resulting in cause of widespread damage that can be on a scale as high as 80 to 90 percent of the total yield, causing severe food supply disruption as well as economic upset. As a result of the pest infestation severe declination of the crop productivity and yield occurs which challenges the food availability and demands, and further puts severe negative effects on the economies of agrarian countries such as India, where agriculture is a key industry. The resulting economic strain can exacerbate poverty and food insecurity, underscoring the critical need for effective and sustainable pest management strategies. Addressing this challenge is essential for maintaining food security and supporting the livelihoods of farmers.
[0007] Use of pesticides is a fundamental practice in modern agriculture to protect crops from various pests and to ensure high yield and quality. However, conventional pesticides pose significant challenges, such as development of pest resistance, environmental contamination, and potential health risks to end-users, humans and other non-target organisms.
[0008] In agricultural pest control system, solo and binary formulations of insecticides and fungicides are commonly used. However, the emergence of pest resistance has been a significant challenge to overcome. To address this, combining different active ingredients and auxiliaries is a widely adopted strategy. These combinations are evaluated for their effectiveness, which can result in synergistic, additive or antagonistic effects. Unfortunately, the biological properties of current compounds often fall short in terms of pest control efficacy, leaf discoloration, phytotoxicity, environmental impact, and worker safety. Insect pests and fungal pathogens often develop resistance over time, necessitating the application of higher doses to achieve the desired level of control. This escalation not only increases the overall quantity of pesticides released into the environment but also aggravates soil toxicity, contributes to ecological imbalance, and elevates production costs. Consequently, there is a continuing need to reduce the number and quantity of chemical agents used while maintaining effective pest and disease management. Although a variety of pest control agents have been explored, attaining a strong synergistic effect among them has remained challenging. Identifying combinations that deliver high efficacy with minimal environmental and toxicological impact thus represents an ongoing area of research and innovation in pest management. Existing pesticidal combinations often negatively impact target plants and crops, causing problems like leaf discoloration and the development of pest resistance, including pest resistance in insects and fungal pests causing persistent pest diseases to overcome. Moreover, these combinations are not effective against at all life stages of insect pests and fungal pathogens.
[0009] In this regard, reference can be made to CN103828830, which discloses a pesticidal formulation comprising 5-10% of compound of formula II and 50-70% of compound of formula I; 1-3% of wetting agent, 2-5% of dispersing agent, 1-1.5% of anti-caking agent, 0.5-1% of defoaming agent, 0.5-1% of suspending agent and 14-34% of filler, wherein the percentages are mass fractions.
[0010] Further reference can be made to CN101379979 which discloses pesticidal composition, which is characterized by comprising at least one bactericide of the compound of formula III and compound of formula I in a ratio of 1: 70-20: 1.
[0011] In agricultural practice, crops are frequently subjected to concurrent and overlapping infestations of sucking insect pests such as aphids, whiteflies, and jassids, along with fungal pathogens including powdery mildew, leaf spot, rust, and blight, which typically occur at different stages of crop growth, including the vegetative and reproductive phases. These simultaneous biotic stresses severely compromise plant vigor, yield, and quality. Under such conditions, a dual-action pesticidal combination becomes agronomically desirable, as it enables comprehensive management of both insect and fungal challenges through a single application. Since individual active ingredients generally address only a specific class of pest — either insect or fungal — there exists a critical need to develop a multifunctional composition capable of providing both insecticidal and fungicidal activity with enhanced efficacy, stability, and resistance management benefits and wherein the actives are mutually compatible with each other in a composition.
[0012] Therefore, there is a need to develop a cost-effective synergistic pesticidal composition that not only provides broad-spectrum control over both pest and fungal diseases but also addresses the challenge of resistance and soil toxicity. The composition is effective at comparatively lower dosages, thereby minimizing environmental impact, while offering broader crop protection, healthier foliage, improved rain-fastness and crop yield. Additionally it improves plant growth, environment friendly, non- phytotoxic and non-harmful to the end-user and non-target organisms, and is yet economical and cost effective to the end user.
[0013] The present invention aims to provide a stable synergistic pesticidal composition that provides several advantages over traditional pesticidal formulations.
[0014] It has been observed by the inventor of the present invention that the composition of present invention not only has enhanced bio-efficacy and provides synergistic effect but also gives control of insects - pests and fungal diseases for a longer duration as compared to available formulations, solo and binary formulations of insecticides and fungicides.
[0015] A compound of Formula I chemically known as tetrachloroisophthalonitrile, belongs to chloronitrile class and is a non-systemic fungicide and acts as a first line of defence mainly on the plant surface. Further, it shows broad-spectrum activity along with foliar action with great protectant properties. The compound of formula I acts by preventing spore germination and zoospore motility. It shows multi-site activity, which allows protection from existing and incoming pests. It is used for the control rust; purple spot; leaf blight; anthracnose; downy mildew; ring spot; stalk rot; botrytis rot; pod & stem blight in various crops such as cereals; vegetables including asparagus, beans, cabbage, cauliflower, broccoli, carrot, onions, celery, curcubits, corn for seed; fruit including cranberries, melon; mushrooms, etc.
[0016] Further, a compound of formula II, chemically known as (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5- methyl-A-nitro-l,3,5-oxadiazinan-4-imine is a broad-spectrum insecticide belongs to the class of nitroguanidine or neonicotinoid group . This compound translocates through the plant’s vascular system to suppress insect vectors and enhance physiological resilience. On insects, it shows a systemic activity mainly stomach action but has some contact action also. It is a nicotinic acetylcholine receptor (nAChR) channel blocker. It is absorbed quickly by plants and transported to all of its parts, including pollen, where it acts to deter insect feeding. An insect can absorb it in its stomach after feeding, or through direct contact, including through its tracheal system. The compound interferes with nicotinic acetylcholine receptors in the central nervous system, and eventually paralyzes the muscles of the insects. This disruption in feeding mechanism of pests leads to its death. It also exhibits low volatility and low water solubility, reducing the risk of off-target movement and environmental contamination. It is effective against numerous pests such as Aphids; Whiteflies; Thrips; Lace wings; Leafhoppers; Mealybugs; Wireworms, etc. Furthermore, a compound of formula III, chemically known as methyl (2E)-(methoxyimino)(2- { [({(lE)-l-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate is a broadspectrum fungicide which belongs to the class of oximinoacetate. It shows comparatively better efficacy as compared to other compounds of strobilurin class. They are known for their broad-spectrum activity, effectiveness and relatively low toxicity. It would penetrate tissues to control latent fungal infections. They also possess preventative and curative action and works by interfering with respiration in plant pathogenic fungi. The site of action of oximinoacetate or strobilurin compounds is located in the mitochondrial respiration pathway. Due to which, compound of formula III interferes with respiration in plant pathogenic fungi (as a respiration inhibitor (QoL fungicide)) and is a potent inhibitor of fungal spore germination and mycelial growth. They are employed to protect a variety of crops, including cereals, fruits, vegetables, and ornamental plants. They are effective against wide range of fungal pathogens such as alternaria; black root; black spot; botrytis; downy mildew, etc. For the reasons mentioned above, there exists a need to provide a stable synergistic pesticidal composition, which results in broader pesticidal spectrum of action. Thus, the present invention provides a composition for protecting plants, crops against various insect pests and fungal diseases.
[0017] The present invention satisfies the existing needs, as well as others, and generally overcomes the deficiencies found in the prior art.
[0018] The synergistic pesticidal composition of the present invention is synergistic, efficacious, environmentally friendly, simple to formulate, stable and is safe to use.
[0019] Thus, a pesticidal composition of the present invention aims to overcome the problems of the prior art and provide a stable synergistic pesticidal composition comprising bioactive amounts of A) compound of formula I, chemically known as tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives; B) compound of formula II, chemically known as (£'Z)-3-[(2-chlorothiazol-5- yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; and C) compound of formula III, chemically known as methyl (2E)-(methoxyimino)(2- { [({(lE)-l-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives for synergistic and effective control of various pests including insects-pests and wide range of fungal diseases.
[0020] OBJECTIVES AND ADVANTAGES OF THE INVENTION
[0021] The principal objective of the present invention is to provide a novel and effective stable synergistic pesticidal composition demonstrating high efficacy and to provide complete protection to crops, plants against insect-pests, mites, fungal diseases with little or no negative impacts on the crops. Another main objective of the present invention is to provide a composition that ensures a contact and systemic insecticidal action along with systemic and antifungal activity.
[0022] Another objective of the present invention to provide improved, stable and ready to use, one shot application of pesticidal composition having synergistic and superior properties compared to prior art formulations or mixtures or compositions.
[0023] Yet another objective of the present invention is to provide suitable dosage forms of the composition of present invention.
[0024] It is yet another objective of the present invention to provide a novel and effective synergistic pesticidal composition demonstrating high efficacy and high selectivity. It is yet another objective of the present invention to provide improved combinations of insecticide and fungicides for broad control of pests.
[0025] It is yet another objective of the present invention to provide a method and a stable synergistic composition for controlling pests including insects-pests and fungal diseases.
[0026] It is another objective of the present invention to provide a novel and effective synergistic pesticidal composition which has both preventive and curative action and is active against all life stages of major plant pathogens, insect-pests and / or fungal diseases.
[0027] Another objective of the present invention is to provide a stable synergistic pesticidal composition comprising A) compound of formula I, chemically known as tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives; B) compound of formula II, chemically known as
[0028] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; and C) compound of formula III, chemically known as methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3-
[0029] (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives.
[0030] Yet another objective of the present invention is to provide a process for the preparation of a stable synergistic pesticidal composition comprising A) compound of formula I, chemically known as tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives; B) compound of formula II, chemically known as (E'Z)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5- oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; and C) compound of formula III, chemically known as methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl] ethylidene } amino)oxy ] methyl } phenyl) acetate or its agrochemically acceptable salts, esters and derivatives.
[0031] Yet another objective of the present invention is to provide a stable synergistic pesticidal composition that promotes plant health, growth and increases plant, crop yield in the field.
[0032] Yet another objective of the present invention is to provide a composition and method for controlling various insects-pests apart from fungal diseases in plants, crops and plant propagation materials.
[0033] Another objective of the present invention is to provide one shot application of novel and effective synergistic pesticidal composition for killing / controlling highly resistant pests at lower application rates and is environmentally safe, possesses broad spectrum bio-efficacy, is non-phytotoxic.
[0034] It is yet another objective of the present invention to provide a novel and effective synergistic pesticidal composition, which has enhanced efficacy and penetration capacity and promotes plant health and improves crop yield and also possesses improved stability during the desired shelf life at various temperature and pH conditions and is economically more beneficial.
[0035] Some or all these and other objects of the invention can be achieved by way of the invention described hereinafter.
[0036] ADVANTAGES OF THE PRESENT INVENTION
[0037] 1. The stable synergistic composition of the present invention provides broad protection including pesticidal and antifungal activity.
[0038] 2. The stable synergistic composition of the present invention offers contact and preventive insecticidal action and systemic and curative antifungal activity.
[0039] 3. The stable synergistic composition of the present invention resulted in significantly lower incidence of pests in various crops.
[0040] 4. The stable synergistic composition of the present invention is significantly superior and synergistic from its individual product specifically manufactured by inventor at equal dose.
[0041] 5. The stable synergistic composition of the present invention provides higher marketable green leaf yields as compared to the untreated control and binary and solo treatments applied in the various crops.
[0042] 6. The stable synergistic composition of the present invention is found to be economical with higher Cost: Benefit Ratio. 7. The stable synergistic composition shows no phytotoxicity effect on various target crops including but not limited to cereals; vegetables including asparagus, beans, cabbage, brassicas, cucurbits, fruiting vegetables, globe artichoke, leafy vegetables, mint, root vegetables (except radish); Fruit including apples, pears, grapes, strawberries; tropical crops, etc.
[0043] 8. The stable synergistic composition provides increased uptake of active ingredients.
[0044] 9. The stable synergistic composition of the present invention provides long-lasting protection, reducing the need for frequent re-applications, and is storage stable.
[0045] 10. The stable synergistic composition of the present invention promotes plant health and increases plant yield in the field, provides better absorption and adsorption over the target surface, has improved rain fastness.
[0046] 11. The stable synergistic composition of the present invention decreases the chances of resistance against various insects-pests and fungal diseases.
[0047] 12. The stable synergistic composition of present invention shows technical advancement over the existing combination of pesticides.
[0048] SUMMARY OF THE INVENTION
[0049] Accordingly, the main aspect of the present invention is to provide a stable synergistic pesticidal composition having high insect pests and fungus control efficacy.
[0050] Accordingly, the present invention relates to a stable synergistic pesticidal composition comprising:
[0051] A) compound of formula I, chemically known as tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives;
[0052] B) compound of formula II, chemically known as (£'Z)-3-[(2-chlorothiazol-5-yl)methyl]-5- methyl-A-nitro-1 ,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; and
[0053] C) compound of formula III, chemically known as methyl (2E)-(methoxyimino)(2-{ [({ (IE)- 1 - [3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives.
[0054] In another aspect, the present invention provides a stable synergistic pesticidal composition comprising:
[0055] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, present in the range of by weight of the composition;
[0056] B) compound of formula II, i.e. (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5- oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives; and
[0057] D) one or more agrochemically acceptable excipients.
[0058] In another aspect, the present invention provides a stable synergistic pesticidal composition comprising:
[0059] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, present in the range of by weight of the composition;
[0060] B) compound of formula II, i.e. (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l ,3,5- oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives;
[0061] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives; and
[0062] D) At least one or more additive.
[0063] In one embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0064] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition;
[0065] B) compound of formula II, i.e.
[0066] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition; and
[0067] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition.
[0068] In another aspect, the present invention provides a process for preparation of the stable synergistic pesticidal composition comprising:
[0069] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives; B) compound of formula II, i.e.
[0070] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; and
[0071] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives.
[0072] In an aspect, the present invention provides a stable synergistic pesticidal composition which further comprises additives and / or adjuvants, for providing the following attributes to the composition of present invention: a) enhanced stability and permeability, enhanced efficacy and enhanced applicability, b) improved penetration capacity, c) uniform spray-ability, d) improved rain-fastness and enriched biotic factors, e) better flowability, and reduced foaming, f) reduced off-site drifting, g) enhanced spreading or coverage effect, and effective storage stability, h) longer residual effect, and improved uptake of active ingredients, i) better bio-stimulating effects and safer to the environment and other beneficial properties.
[0073] In an aspect, a stable synergistic pesticidal composition of the present invention is environmentally safe, stable, safe to handle, improved rain fastness, increased active ingredients uptake and cost effective.
[0074] In another aspect, the present invention provides a stable synergistic pesticidal composition for controlling various insect pests and fungus in field crops, and effective controlling wide range of insect pests or insect or nematicides or fungus, and is stable and has enhanced shelf life. Further, it renders no phytotoxicity, improved selectivity, better coverage effect, etc. to the target crop or pests.
[0075] DETAILED DESCRIPTION OF THE INVENTION
[0076] 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.
[0077] 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. 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.
[0078] 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.
[0079] 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.
[0080] The terms "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.
[0081] 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.
[0082] The expression of various quantities in terms of “% w / w” or “% w / v” “%” means the percentage by weight, relative to the weight or volume of the total solution or composition unless otherwise specified.
[0083] 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 pests including insects-pests and fungal diseases at the same time.
[0084] The term “crop” shall include a multitude of desired crop plants or an individual crop plant growing at a locus.
[0085] 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.
[0086] The term “control” means to inhibit the ability of insect pests to survive, grow, feed and / or reproduce, or to limit the insect pests’ related damage or loss in crop plants. To “control” insect pests may or may not mean killing the insects although, it preferably means killing the insect pests.
[0087] 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 pest pressure.
[0088] 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 result in an increased yield and / or tolerance to abiotic or biotic stress.
[0089] 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 (e.g., in the case of silviculture plants) 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.
[0090] In another preferred embodiment of the invention, the yield of the plants treated according to the method of the invention, is increased synergistically.
[0091] In another especially preferred embodiment 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.
[0092] Another indicator for the condition of the plant is the “quality” of a plant and / or its products.
[0093] In an especially preferred embodiment of the invention, the quality of the treated plant is increased.
[0094] In another preferred embodiment of the invention, the quality of the plants treated according to the method of the invention, is increased synergistically.
[0095] 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.
[0096] 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 or plant. This increased uptake can lead to greater effectiveness of the product in controlling various insects-pests and wide range of fungal diseases 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.
[0097] The term “benefit: cost” refers to a ratio used in a cost-benefit analysis to summarize the overall relationship between the relative costs and benefits of a proposed composition. If a treatment has a benefit-cost ratio greater than 1.0, the treatment is expected to deliver a positive and better outcome.
[0098] In one embodiment of the present invention, the yield of the treated plant is increased.
[0099] In another embodiment of the present invention, there is synergistic and efficacious control of various insect-pests and fungal diseases affecting the plants and crops.
[0100] Another embodiment of the present invention, includes within its scope, all possible salts, esters and derivatives of the active ingredients of the composition.
[0101] 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.
[0102] 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.
[0103] 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 fungal diseases including insects-pest’s control.
[0104] In an embodiment, the stable synergistic pesticidal composition or formulation has a reduced or zero phytotoxicity with respect to important agricultural crops. This results in the present invention effective and possible in the selective control of insect pets and fungal diseases.
[0105] It has been observed by the inventors of the present invention that the composition of present invention not only has enhanced bio-efficacy and provides synergistic effect but also gives control of pests and diseases caused by insect pests and fungi for a longer duration as compared to solo and binary formulations of insecticides and fungicides. In one embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0106] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives;
[0107] B) compound of formula II, i.e.
[0108] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; and
[0109] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives.
[0110] In another embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0111] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives;
[0112] B) compound of formula II, i.e.
[0113] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives;
[0114] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives; and
[0115] D) At least one or more agrochemically acceptable excipients.
[0116] In another embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0117] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives;
[0118] B) compound of formula II, i.e.
[0119] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives;
[0120] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives; and
[0121] D) At least one or more additive. In another embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0122] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives;
[0123] B) compound of formula II, i.e.
[0124] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives;
[0125] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives;
[0126] 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
[0127] E) At least one or more agrochemically acceptable excipients.
[0128] In one embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0129] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition;
[0130] B) compound of formula II, i.e.
[0131] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition; and
[0132] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition.
[0133] In one embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0134] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition;
[0135] B) compound of formula II, i.e.
[0136] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition; C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition; and
[0137] D) At least one or more agrochemically acceptable excipients.
[0138] In another embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0139] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition;
[0140] B) compound of formula II, i.e.
[0141] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition;
[0142] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition;
[0143] 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 0.01-20% by weight of the composition; and
[0144] E) At least one or more agrochemically acceptable excipients.
[0145] According to preferred embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0146] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, present in the range of 1-50% by weight of the composition;
[0147] B) compound of formula II, i.e.
[0148] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives, present in the range of 1-50% by weight of the composition; and
[0149] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives, present in the range of 1-50% by weight of the composition.
[0150] According to more preferred embodiment of the present invention, a stable synergistic pesticidal composition comprising:
[0151] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, present in the range of 25-40% by weight of the composition;
[0152] B) compound of formula II, i.e.
[0153] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives, present in the range of 1-10% by weight of the composition; and
[0154] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives, present in the range of 1-10% by weight of the composition.
[0155] In one embodiment, the present invention provides a process for preparation of the stable synergistic pesticidal composition comprising:
[0156] A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives;
[0157] B) compound of formula II, i.e.
[0158] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; and
[0159] C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives.
[0160] In one aspect / another embodiment, the pesticidal composition of present invention can be applied to a plant / crop / soil by spraying, rubbing, atomizing, irrigating, evaporating, dusting, fogging, broadcasting, pouring, mist blowing, soil mixing, foaming, painting, spreading-on, drenching, dipping or drip irrigation, etc.
[0161] In one of the embodiments, a stable synergistic pesticidal composition or formulation according to the present invention has a reduced or zero phytotoxicity with respect to important agricultural crops. This results in the present invention being effective and capable in potentially acting by the way of selective control and action against wide range of insect -pests or fungal diseases in various crops. In accordance with embodiments of the present invention, there is provided a stable synergistic pesticidal composition comprising active ingredients present in the weight % range as given above. Accordingly, , the stable synergistic pesticidal composition of present invention result in the increased yield of the treated plant, and there is synergistic and efficacious control of various insect -pests and fungal diseases affecting the plants and crops.
[0162] In an embodiment, the present invention includes within its scope, all possible salts, esters and derivatives of the active ingredients of the composition.
[0163] In another embodiment of the present invention, the stable synergistic pesticidal 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) or a combination thereof. Additional components may also be included, e.g., protective colloids, carriers, adhesives, thixotropic agents, penetration agents, stabilisers, sequestering agents. More generally, the active materials can be combined with any solid or liquid carrier / additive, which complies with usual formulation techniques. An adjuvant used in the present invention is any material that is added to an agrochemical formulation to enhance or modify the performance of the formulation. An adjuvant used in the present invention to make it a safer to ecological environmental, having low toxicity and having no phytotoxicity effects on any part of the plant.
[0164] An adjuvant used in the present invention is any material that is added to an agrochemical formulation to enhance or modify the performance of the formulation. An adjuvant used in the present invention to make it a safer to ecological environmental, having low toxicity and having no phytotoxicity effects on any part of the plant.
[0165] Examples of surfactant(s) and / or dispersing agent and / or co-dispersant used herein include but not limited polymeric anionic dispersant, polyarylphenyl ether phosphate, tristyryl phenol ethoxylate, Polymethyl methacrylate-polyethylene glycol graft copolymer, acrylate copolymer, acrylic copolymer, Ammonium Distyrylphenyl Ether Sulphate, polymeric dispersant, Calcium salt of alkyl benzene sulphonate, Non-ionic surfactant, polyalkoxylated butyl ether, acrylic graft copolymer, Sodium methyl oleoyl taurate , non-ionic proprietary surfactant, 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, Anionic tristyrylphenol phosphate surfactant, Sodium Alkyl Naphthalene Sulfonate Blend, polyalkelene glycol ether, Sodium alkyl naphthalene sulfonate formaldehyde condensate, Sodium Isopropyl Naphthalene Sulfonate, Dialkyl naphthalene sulphonate sodium salt, Naphthalene Sulphonic Acid, Formaldehyde, Ethoxylated fatty glyceride , Ethoxylated Poly arylphenol 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, sodium lignosulfonate, calcium lignosulphonate, Sodium Alkyl Naphthalene Sulfonate, alkylphenol polyoxyethylene ether, sodium salt of naphthalene sulfonate condensate, alkyl naphthalene sulfonate condensate blend, polymeric surfactant, sodium salt of alkyl naphthalene sulfonate, sodium salt of methyl naphthalene sulfonate, 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 0.1 -20% by weight of the composition.
[0166] Examples of wetting agent used herein include but not limited to tristyrylphenol ethoxylate non-ionic emulsifier, mixture of non-ionic surfactants, Blend of Anionic and Non-ionic, alkoxylated alcohol, block copolymer, alcohol polyglycol ether, alkyl olefin sulphates, dioctyl sulpho succinate, alkyl naphthalene sulphate , Di-isopropyl Napthalene sulphonate, Benzenesulfonic acid, Hydroxy polymer with formaldehyde, Phenol and Urea sodium salt, Polyalkoxy ethers, alkyl phenol ethoxylates, tri- styrenated phenol ethoxylate, EO / PO block co-polymers, butyl polyalkylene oxide block copolymer, sodium lauryl sulphonate, Alpha olefin sulphonate, sodium sulphates or mixtures thereof and present in the range of 0.1-20% by weight of the total composition.
[0167] Examples of defoamer or antifoaming agent used herein include but not limited to silicon emulsion based anti-foam agents, Siloxane polyalkyleneoxide, Polydimethylsiloxane, Polyalkyleneoxidemodified Polydimethylsiloxane, trisiloxane ethoxylates, silicone oil, silicone compound, C I 0~C20 saturated fat acid compounds or C8~C I0 aliphatic alcohols compound, vegetable oil based antifoam, tallow based fatty acids, polyalkyleneoxide polydimethylsiloxane emulsion and mixtures thereof and present in the range of 0.01-5.0 % by weight of the composition.
[0168] Examples of anti-freezing agent used herein include but not limited to glycol, propylene glycol, mono ethylene glycol, glycerine, diethylene glycol, sorbitol, urea, mannitol, polyethylene glycol or mixtures thereof and present in the range of 1.0-20% by weight of the composition.
[0169] Examples of fillers used herein include but not limited to 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 0.1 -60 % by weight of the composition.
[0170] Examples of anti-caking agent used herein include but not limited to group 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 0.1-10% by weight of the composition.
[0171] Examples of carrier used herein include but not limited to silicon dioxide, china clay, kaolin, starch, bentonite, precipitated silica, silica powder, fumed silica, ppt silica powder, lactose monohydrate, talcum powder, lactose, ammonium sulpha or mixture thereof and present in the range of 0.1-45 % by weight of the composition.
[0172] Examples of biocide or anti-microbial agent used herein include but not limited to 1, 2,- Benzisothiazolin -3-one, blends of 1,2,- benzisothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, 5- chloro-2-methyl-4-isothiazolin-3-one, blends of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl- 4-isothiazolin-3-one, zinc l-hydroxy-2(lH)-pyridinethione, blends of zinc l-hydroxy-2(lH)- pyridinethione and zinc oxide, and 2-n-octyl-4- isothiazolin-3-one or mixture thereof and present in the range of 0.01 to 10 % by weight of the composition.
[0173] Examples of rheology modifier or thickeners or thickening agents or suspending agents used herein include but not limited to polysaccharides, carboxymethyl cellulose, bentonite clay, aluminium magnesium silicate, hydroxy propyl cellulose, xanthan gum, gum arabic, Silica powder, gaur gum, carbomer, chitosan, precipitated silica or mixtures thereof and present in the range of 0.01-5.0 % by weight of the composition.
[0174] Examples of emulsifier(s) used herein include but not limited to 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, Polymeric emulsifier (Nonionic poly alkylene oxide block copolymer), Ethoxylates of long-chain alkanols, Castor oil ethoxylate , ethoxylated monoalkylphenol, ethoxilates of cetyl alcohol and / or stearyl alcohol ; Tristyrylphenol ethoxylate-20 mole, 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 0.01 -20 % by weight of the composition. Examples of solvent(s) and co-solvent(s) used herein include but not limited to polar and non-polar solvent from the group comprising heavy aromatic hydrocarbon, N methyl pyrollidone (NMP) , Solvent Naphtha (Solvent C-9), Di methyl sulfoxide (DMSO), Dimethylformamide (DMF), 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 1.0 to 20% by weight of the composition.
[0175] Examples of colouring pigment(s) / dye(s) used herein include but not limited to 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 0.01- 10.0 % by weight of the composition.
[0176] Examples of polymer(s) used herein include but not limited to 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.
[0177] Examples of binder(s) used herein include but not limited to polyvinylpyrrolidone, polyvinyl alcohol, methyl cellulose, and carboxymethyl cellulose, polyisocyanate, polyterpene resin or mixtures thereof and present in the range of 0.01- 40 % by weight of the composition
[0178] Examples of preservative(s) used herein include but not limited to 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.
[0179] Examples of stabilizer(s) used herein include but not limited to butylated copolymer , Butylated Hydroxy Toluene (BHT), Butylated Hydroxy anisole (BHA), Ascorbic Acid (Vitamin C), Tocopherol (Vitamin E), Tinuvin® (e.g., Tinuvin 1130 - a benzotriazole UV absorber), Hindered Amine Light Stabilizers (HALS), Oxanilide derivatives, Ethoxylated Alkylphenols (e.g., nonylphenol ethoxylates), Block copolymers (e.g., Pluronic® types), 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 thereof and present in the range of 0.01- 35 % by weight of the composition.
[0180] Examples of pH adjusting agent(s) / buffering agent(s) used herein include but not limited to 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 stable synergistic pesticidal composition is formulated as but not limited to Emulsifiable concentrate (EC), Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), 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), Microemulsion concentrate (MEC), Oil-dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo-emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension, Tablet (TB), Ultra-low volume (ULV) liquid, Water dispersible granules (WG), Wettable powder (WP), Water dispersible powder for slurry seed treatment (WS), Water dispersible tablet (WT), a mixed composition of CS and SC (ZC) or a mixed composition of CS and SE (ZE) and a mixed composition of CS and EW (ZW).
[0182] In yet another preferred embodiment of the present invention, the present stable synergistic pesticidal composition can be formulated as one or more of Suspension concentrate (SC), Granules, Water dispersible granules (WG), Powder, Wettable powder (WP), etc. In yet another embodiment of the present invention, the invention further provides the process for preparation of the said pesticidal composition wherein, the said composition can be one or more of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule (EG), Emulsion water-in-oil (EO), Emulsifiable powder (EP), Emulsion for seed treatment (ES), Emulsion oil-in-water (EW), Flowable concentrate for seed treatment (FS), Granules (GR), Micro-emulsion concentrate (MEC), Oil-dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo-emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension, Tablet (TB), Ultra-low volume (ULV) liquid, Water dispersible granules (WG), Wettable powder (WP), Water dispersible powder for slurry seed treatment (WS), Water dispersible tablet (WT), a mixed composition of CS and SC (ZC) or a mixed composition of CS and SE (ZE) and a mixed composition of CS and EW (ZW).
[0183] According to embodiment of the present invention process may include steps including but not limited to mixing, grinding, granulation, or high-shear homogenization, followed by drying, sieving, and packaging.
[0184] In further embodiment, 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 agrochemical compositions. Further excipients include e.g. organic and inorganic thickeners, bactericides, antifreeze agents, antifoams, colorants and, for seed formulations, adhesives.
[0185] 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, or other solid carriers.
[0186] In one embodiment, additives such as Siloxane Polyalkyleneoxide CopolymerS iloxane Polyalkyleneoxide CopolymerS iloxane Polyalkyleneoxide Copolymer or Siloxane Polyalkyleneoxide CopolymerSiloxane Polyalkyleneoxide CopolymerS iloxane Polyalkyleneoxide Copolymer super- wetter is an organosilicone based powder adjuvant that can enhance the water absorption efficiency of hard-to-wet soils by increasing their water infiltration, drainage, water retention and hydrophilicity; tallow amine ethoxylate increases the biocompatibility in environmental applications and help in the interactions of active ingredients; ammonium sulphate help is resistant to leaching and helps the crop to utilize nitrogen efficiently; urea clathrate provides superior wetting and spray retention properties and serves as an excellent nitrogen source for crops and epoxide soybean oil provides increased active ingredient uptake and improved rain fastness to the composition; and epoxide soybean oil provides increased active ingredient uptake and improved rain fastness to the composition. The said additives are stable and hygroscopic resulting in an efficient uptake and functioning.
[0187] In one embodiment, in agrochemical compositions, additives such as urea clathrate, Siloxane Polyalkyleneoxide Copolymer or organosilicone-based powder adjuvant, tallow amine ethoxylate, ammonium sulphate, and epoxide soybean oil (ESO) serve distinct yet complementary functions, both individually and synergistically. Urea clathrate stabilizes volatile active ingredients by encapsulating them, thereby improving shelf life and enabling controlled release. Siloxane Polyalkyleneoxide Copolymer or organosilicone-based powder adjuvant Super-wetter, which are trisiloxane-based superspreaders, reduce surface tension significantly and enhance the spreading, wetting, and penetration of the formulation on plant surfaces, improving bioavailability. Tallow amine ethoxylate, a non-ionic surfactant, aids in emulsification and acts as a strong adjuvant, enhancing the uptake of systemic active ingredients. Ammonium sulphate is commonly used as a water conditioner to prevent antagonism from hard water ions like calcium and magnesium; it also enhances the absorption of certain fungicides and insecticides. Epoxide soybean oil (ESO) contributes as a stabilizer and plasticizer, protecting active ingredients from UV and oxidative degradation while improving formulation compatibility.
[0188] In another embodiment, when used in combination in agrochemical composition, these additives enhance the overall efficacy, stability, and environmental safety of the agrochemical composition. For instance, the combined use of Siloxane Polyalkyleneoxide Copolymer and ammonium sulphate can significantly boost pesticide performance, while ESO and urea clathrate together offer enhanced protection and sustained release of active ingredients. Thus, their synergistic interaction leads to improved performance and consistency under varying environmental and application conditions.
[0189] In one embodiment, additives such as urea clathrate, Siloxane Polyalkyleneoxide CopolymerS iloxane Polyalkyleneoxide CopolymerS iloxane Polyalkyleneoxide Copolymer or Siloxane Polyalkyleneoxide CopolymerSiloxane Polyalkyleneoxide Copolymer, Siloxane Polyalkyleneoxide Copolymer super- wetter, tallow amine ethoxylate, ammonium sulphate, and epoxide soybean oil either alone or in combination thereof, present in the range of 0.01 - 20% by weight of the composition.
[0190] In yet another embodiment of the present invention, the present stable synergistic pesticidal composition can be applied to various crops and plants including but not limited to groundnut, potato, apple, grapes, chilli, cauliflower, cucumber, watermelon, tomato, Citrus(Soil drench), Ginger (Soil drench), rice (paddy), okra, soybean, bengal gram, onion, mango, cotton, sorghum, wheat, maize, sunflower, sugarcane, Okra (seed treatment), jowar, rice nursery, guava, cumin, banana, barley, pomegranate, ragi, tobacco, brinjal, citrus, cherries, chickpea, tea, pulses (black gram / greengram), pea, cabbage, coffee, vegetables including asparagus, beans, cabbage, cauliflower, broccoli, carrot, onions, celery, curcubits; Corn for seed; fruit including cranberries, melon; Mushrooms, fruiting vegetables, globe artichoke, leafy vegetables, mint, and root and tuberous vegetables; root vegetables, pears, tropical crops, turf grass & sod farms; landscape plants; ornamentals, etc.
[0191] In yet another embodiment of the present invention, the present stable synergistic pesticidal composition can be used to control the various pests including insects-pests and fungal diseases including but not limited to Tikka leaf spot, rust, early and late blight, scab, anthracnose and downy mildew, fruit rot, leaf spot, powdery mildew, Phytopthora disease viz, Foot rot / gummosis, Root rot, Crown rot, Leaf fall and Brown rot, Rhizome rot, Sheath Blight, Leaf Blast, Brown spot, Seed and Seedling rot disease, Leaf, Neck Blast, Glume discoloration (dirty panicle), Rust; purple spot; Leaf blight; Anthracnose; Downy mildew; Ring spot; Stalk rot; Botrytis rot; Pod & stem blight, Alternaria; Black root; Black spot; Botrytis; Downy mildew; Powdery mildew; Leaf spot; Rust; Rhizoctonia stem & root rot; Scab; Blossom blight; Aphid, whiteflies, Jassids, Shoot fly, termites, thrips, stem fly, Shoot fly, Green leafhopper, Early shootborer, Brown plant hopper, Stem borer, Gall midge, Leaf folder, White backed plant hopper, Brown planthopper, Hoppers, Aphid, Mosquito bug, Psylla, Whorl Maggot, Leaf Folder, Gall Midge, Leaf Miner, Aphid (Aphis gossypii), Jassid (Amrasca devastans), Whitefly (Bemisia tabaci), Shoot and fruit borer (Earias vittela), White Backed Plant Hopper, yellow stem borer, Bollworms, Leafeating caterpillar, Stem fly, Semilooper, Girdle beetle, White grub (Holotrichia consanguineo) and Termite (adontotermes obesus), Lacewings; Leafhoppers; Mealybugs; Wireworms; Ground beetles; Fire & carpenter ants; Craneflies; Mole crickets, leaf rust, damping off (rhizoctonia spp. & pythium spp.), marssonina leaf blotch, alternaria leaf spot and fruit rot, post -harvest diseases of onion (black mold and neck rot), powdery mildew and post-harvest diseases of mango (anthracnose and soft rot), etc.
[0192] 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.
[0193] In an embodiment of the present invention, the stable synergistic pesticidal composition further optionally comprises additives and / or adjuvants, for providing the following attributes to the composition of present invention: a) enhanced stability, enhanced permeability and enhanced efficacy, b) improved penetration capacity and improved rain-fastness, c) uniform spray-ability, d) enriched biotic factors, e) better flowability or enhanced applicability, f) reduced foaming and reduced off-site drifting, g) enhanced spreading or coverage effect, h) effective storage stability and longer residual effect, i) improved uptake of active ingredients, j) better bio-stimulating effects, and safer to the environment and other beneficial properties.
[0194] The novel composition of the present invention has very advantageous, curative, preventive and systemic pesticidal properties for protecting cultivated plants and crops. As has been mentioned, said active ingredient composition can be used to inhibit or destroy the pathogens that occur on plants or parts of plants (fruit, blossoms, leaves, stems, tubers, roots) of different crops or useful plants, while at the same time those parts of plants which grow later are also protected from attack by such pathogens.
[0195] The composition of the present invention also provides control of diseases caused by a broad spectrum of insect plant pathogens preventatively or curatively by applying an effective amount of the composition either pre-or post-infection.
[0196] Plant disease control is ordinarily accomplished by applying an effective amount of a synergistic composition of the present invention either pre-or post-infection, to the portion of the plant to be protected such as the roots, stems, foliage, fruit, seeds, tubers or bulbs, or to the media (soil or sand) in which the plants to be protected are growing. The composition can also be applied to the seed to protect the seed and seedling.
[0197] 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.
[0198] In one embodiment, the composition according to the present invention acts synergistically to control pests in various crops.
[0199] Representative examples of the present composition of this invention are provided below and are not to be construed as limiting in any manner:
[0200] Compound of formula I, referred herein pertains to tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives; Compound of formula II referred herein pertains to
[0201] (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; Compound of formula III, referred herein pertains to methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives.
[0202] EXAMPLES: GENERAL RECIPE OF COMPOSITION OF PRESENT INVENTION:
[0203] CHEMICAL COMPOSITION:
[0204] EXAMPLE A: Compound of formula I 1 % + Compound of formula II 12% + Compound of formula III 3.5% SC
[0205] FORMULATION PROCESS
[0206] 1. DM water and mixture of surfactants (Acrylic graft copolymer, Ethoxylated Fatty Alcohol), Epoxide Soybean Oil, Polyalkyleneoxide-modified Polydimethylsiloxane emulsion & Propylene Glycol (PG) were charged and further diluted in required DM.Water. 2. The required technicals i.e., Compound of formula I, Compound of formula II, Compound of formula III, were then mixed to obtain homogeneous mass by high shearing.
[0207] 3. The above mixed mass was ground in bead Mill. Grinding was carried out until a mean particle size of below 5 microns was obtained.
[0208] 4. A 2% gum solution was prepared by taking 100 g DM water and 0.2 g of 1,2-Benzisothiazolin- 3-one, and then under slow stirring, 2 g xanthan gum was added.
[0209] 5. After the grinding, 2% water solution of xanthan gum was added under low stirring and mixed until a homogeneous mixture was obtained
[0210] 6. Finally, the quality parameters were checked. STABILITY DATA: Compound of formula 1 1 % + Compound of formula II 12% + Compound of formula III 3.5 % SC
[0211] EXAMPLE B: Compound of formula I 32% + Compound of formula II 6 % + Compound of formula III 6% WP MANUFACTURING PROCESS:
[0212] 1. All required technicals, i.e., Compound of formula I Technical, Compound of formula III Technical, Compound of formula II Technical, and inert ingredients, were mixed and then ground in an air jet mill.
[0213] 2. The particle size was checked after grinding to ensure that it was less than 10 microns (D90). 3. The ground powder was post-blended and mixed well.
[0214] STABILITY DATA: Compound of formula I 32% + Compound of formula II 6 % + Compound of formula III 6% WP Example C: Compound of formula I 50% + Compound of formula II 1% + Compound of formula III 13% WG
[0215] MANUFACTURING PROCESS:
[0216] 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 III Technical, Compound of formula II Technical were added and mixed well.
[0217] 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.
[0218] Extrusion process
[0219] 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.
[0220] Drying Process
[0221] 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.
[0222] 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.
[0223] STABILITY DATA: Compound of formula I 32% + Compound of formula II 6 % + Compound of formula III 6% WG
[0224] Evaluation of synergistic effect of pesticidal composition of the present invention
[0225] 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).
[0226] The synergistic action expected for a given composition of two active components can be calculated as follows:
[0227] XY
[0228] E = (X + Y) - -
[0229] 100
[0230] The synergistic action expected for a given composition comprising three active components can be calculated as follows:
[0231] (XY+YZ+XZ) (XYZ)
[0232] E = (X + Y + Z) - - + -
[0233] 100 10000
[0234] Where:
[0235] E represents expected percentage of pesticidal control for the composition comprising the two or three active ingredients at defined doses (for example equal to x, y and z, respectively).
[0236] X is the percentage of pesticidal control observed by the compound (Compound of formula I) at a defined dose (equal to x).
[0237] Y is the percentage of pesticidal control observed by the compound (Compound of formula II) at a defined dose (equal to y). Z is the percentage of pesticidal control observed by the compound (Compound of formula III) at a defined dose (equal to z).
[0238] When the percentage of pesticidal control observed for the composition is greater than the expected percentage, there is a synergism effect.
[0239] Observed control (%)
[0240] Ratio = -
[0241] Expected control (%)
[0242] Ratio of O / E > 1, synergism observed
[0243] The present invention is illustrated by way of examples, the examples are meant for illustrative purposes and should not be construed as limiting.
[0244] Experiment for Synergistic activity of stable synergistic composition of present invention:
[0245] Example 1- Details of experiment on tomato crop:
[0246] Field experiment for synergistic activity of Compound of formula I + Compound of formula II + Compound of formula III for the control of whitefly and early blight in tomato crop was conducted at farmer field.
[0247] To evaluate the synergistic effect, tomato [Variety: Arka Abha] crop was sown in 5 m x 5 m plots maintaining 75 cm x 45 cm plant distance with three replications and in Randomized Block Design (RBD). The treatments were applied as foliar spray in the form of WP formulation @ 1250 ml / ha. Each active component was applied twice in different ternary and binary combinations. Solo components were also taken for comparison. The treatment details are as under:
[0248] The treatments T1 to T28 were used as foliar application whereas no treatment was done for T29 control treatment. Two applications of each treatment were carried out at 15-day intervals, initiated upon reaching the Economic Threshold Level (ETL) of the target insect pests and the initial appearance of disease symptoms in the experimental plots.
[0249] Observations on whitefly (Bemisia tabaci) infestation were recorded before spraying and 14 days after the first and second applications. For each of the 10 randomly selected tomato plants per plot, sticky traps were placed at various heights (typically 1-2 m) to capture adult whiteflies. The number of whiteflies trapped on the sticky surfaces was counted to estimate the infestation levels. For early blight (causal organism : Alternaria solani) disease severity assessment was carried out on a scale of 0 to 9 where: 0 = healthy; 1 = 1-5%; 2 = 6-10%; 3 = 11-25%; 5 = 26-50%, 7 = 51-75%, and 9 = > 76% of the leaf area infected with early blight symptoms. Percentage Disease Index was worked out using the formula, PDI = [Sum of all numerical rating / total number of observations taken x maximum disease score] x 100. The per cent reduction in disease incidence and insect population was calculated over control. Based on the per cent reduction at 14 days after second spray in insect population and disease severity, the Expected control was calculated and compared with Observed control. The results of the trial have been presented here under in Table 1A.
[0250] Table 1A: Synergistic effect of stable synergistic composition of the present invention (composition comprising Compound of formula I + Compound of formula II + Compound of formula III) against whitefly and early blight disease in tomato crop
[0251]
[0252] It is clearly evident from the data shown in above Table 1A for percent insect and disease control in tomato crop that the stable synergistic composition of the present invention comprising Compound of formula I + Compound of formula II + Compound of formula III i.e. T1 to T4 are synergistic for insect population with > 1 Colby’s Ratio. The binary combination of two fungicide / insecticide (Compound of formula I + Compound of formula II, Compound of formula I + Compound of formula III and Compound of formula II + Compound of formula III) T5 to T16 is less efficacious and shows no synergistic effect for the control of whitefly population and early blight disease, as compared to stable synergistic composition of present invention comprising Compound of formula I + Compound of formula II + Compound of formula III in T1 to T4.
[0253] Experiment for Bio-efficacy evaluation of stable synergistic composition of present invention:
[0254] For the ternary and binary combinations 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 32% + Compound of formula II 6% + Compound of formula III 6% WP were manufactured. For stable synergistic composition of present invention comprising Compound of formula I 32% + Compound of formula II 6% + Compound of formula III 6% WP was used and for binary combinations, Compound of formula I 32% + Compound of formula II 6% WP, Compound of formula I 32% + Compound of formula III 6% WP and Compound of formula II 6% + Compound of formula III 6% WP were used. The solo formulations of Compound of formula I 32% WP, Compound of formula II 6% WP and Compound of formula III 6% WP were used for comparison. The other formulations namely Compound of formula I 40.0% w / w + Difenoconazole 4.0 w / w SC, Chlorantraniliprole 08.80 % + Compound of formula II 17.50 % w / w SC Compound of formula II and Tebuconazole 50% + Compound of formula III 25% WG available in the market were also used for comparison.
[0255] Example 2: Evaluation of the stable synergistic composition of the present invention on tomato
[0256] The synergistic composition of the present invention Compound of formula I 32% + Compound of formula II 6% + Compound of formula III 6% WP was evaluated on tomato crop variety Arka Abha at a farmer field. The crop sowing was done in Randomized Block Design (RBD) with three replications maintaining a distance of 75 cm x 45 cm. The observations were recorded for the following objectives. Objectives:
[0257] 1. Bio-efficacy evaluation against whitefly on tomato crop.
[0258] 2. Bio-efficacy evaluation against early blight disease on tomato crop.
[0259] 3. Bio-efficacy evaluation based on per cent reduction in whitefly population.
[0260] 4. Bio-efficacy evaluation based on percent reduction in early blight disease severity.
[0261] 5. Bio-efficacy evaluation based on crop yield.
[0262] 6. Phytotoxicity evaluation on tomato crop.
[0263] Treatment details:
[0264] Methodology:
[0265] The treatments T1 to T18 and T20 were used as foliar application whereas no treatment was done for T19 i.e., control treatment. All treatments were initiated upon reaching the Economic Threshold Level (ETL) of the target insect pests and the initial appearance of disease symptoms in the experimental plots.
[0266] Observations on whitefly (Bemisia tabaci) infestation were recorded before spraying and 14 days after the first and second applications. For each of the 10 randomly selected tomato plants per plot, sticky traps were placed at various heights (typically 1-2 m) to capture adult whiteflies. The number of whiteflies trapped on the sticky surfaces was counted to estimate the infestation levels. For early blight (causal organism: Alternaria solani) disease severity assessment was carried out on a scale of 0 to 9 where: 0 = healthy; 1 = 1-5%; 2 = 6-10%; 3 = 11-25%; 5 = 26-50%, 7 = 51-75%, and 9 = >76% of the leaf area infected with early blight symptoms. Percentage Disease Index was worked out using the formula, PDI = [Sum of all numerical rating / total number of observations taken x maximum disease score] x 100. The per cent reduction in insect population and disease severity was also calculated over control. The crop yield was recorded at crop harvest. The observations for phytotoxicity on tomato crop at 1, 3, 7, 10 and 14 days after 1stspray were also recorded. The data were subjected to statistical analysis of variance. Results are presented in Table 2A, 2B, 2C and 2D.
[0267] Results:
[0268] Table 2A: Field bio-efficacy evaluation of stable synergistic composition of present invention comprising Compound of formula 132% + Compound of formula II 6% + Compound of formula III 6% WP against whitefly of tomato crop
[0269] Figures in parentheses are square root transformed values; NS= Non-significant
[0270] Table 2B: Field bio-efficacy evaluation of composition comprising Compound of formula I 32% + Compound of formula II 6% + Compound of formula III 6%WP against early blight of tomato crop
[0271] Figures in parentheses are angular transformed values; NS= Non-significant
[0272] Table 2C: Field bio-efficacy evaluation of composition comprising Compound of formula I 32% + Compound of formula II 6% + Compound of formula III 6% WP based on fruit yield of tomato crop.
[0273] DAS - Days after crop sowing, t / ha= tonnes per hectare
[0274] Table 2D: Phytotoxicity evaluation of composition comprising Compound of formula I 32% + Compound of formula II 6% + Compound of formula III 6% WP on tomato crop
[0275] From the example, it is clearly seen that the stable synergistic composition of the present invention is superior for controlling the Bemisia tabaci (whitefly) and early blight disease (causal organism- Alternaria solani) in tomato at 14 days after 1st& 2ndspray (Table 2A and 2B) in tomato crop as compared to the other pesticides such as Compound of formula 140.0% w / w + Difenoconazole 4.0 w / w SC, Chlorantraniliprole 8.80 % + Compound of formula II 17.50 % w / w SC and Tebuconazole 50% +
[0276] Compound of formula III 25% WG available in the market. The yield of tomato crop also improved in the stable synergistic composition comprising Compound of formula I + Compound of formula II + Compound of formula III as compared to binary and solo compositions (Table 2C).
[0277] The disclosed stable synergistic composition of present invention comprising Compound of formula I + Compound of formula II + Compound of formula III @ 937.5, 1250, 1562.5 and 2500 ml / ha further showed no phytotoxicity in the tomato crop even after 1, 3, 7, 10 and 14 days after 1stspray (Table 2D).
[0278] It is evident from the above data that the stable synergistic composition of the present invention comprising Compound of formula I + Compound of formula II + Compound of formula III resulted in good control of Bemisia tabaci (whitefly) and early blight disease (causal organism- Alternaria solani) in tomato 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. In particular, it has now been found, surprisingly that, for example, the pesticidal activity of the composition of present invention, compared with the pesticidal 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 preventing discoloration of leaves of plants and crops, enhanced tenderness to plants and crops, preventing ageing of plants and crops and other advantages.
[0279] From the above investigations, it will be observed that numerous modifications and variations can be effectuated without departing from the true spirit and scope of the novel concepts of the present invention. It is to be understood that no limitations with respect to the specific embodiments illustrated is intended or should be inferred. It should be understood that all such modifications and improvements have been deleted herein for the sake of conciseness and readability but are properly within the scope of the following claims.
Claims
AIM
1. A stable synergistic pesticidal composition comprising:A) Compound of formula I, chemically known as tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives;B) Compound of formula II, chemically known as (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; andC) Compound of formula III, chemically known as methyl (2E)-(methoxyimino)(2-{ [({(lE)-1 -[3-(trifluoromethyl)phenyl]ethylidene } amino)oxy] methyl }phenyl)acetate or its agrochemically acceptable salts, esters and derivatives.
2. The stable synergistic pesticidal composition as claimed in claim 1, comprising:A) compound of formula I, chemically known as tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition;B) compound of formula II, chemically known as (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition; andC) compound of formula III, chemically known as methyl (2E)-(methoxyimino)(2-{ [({(lE)-1 -[3-(trifluoromethyl)phenyl]ethylidene } amino)oxy] methyl }phenyl)acetate or its agrochemically acceptable salts, esters and derivatives, present in the range of 0.1-90% by weight of the composition.
3. A stable synergistic pesticidal composition comprising:A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives;B) compound of formula II, i.e.(EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives;C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3-(trifluoromethyl)phenyl] ethylidene } amino)oxy ] methyl } phenyl)acetate or its agrochemically acceptable salts, esters and derivatives; andD) At least one or more additive.
4. A stable synergistic pesticidal composition comprising:A) compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;B) compound of formula II, i.e.(EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5-oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;;C) compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3-(trifluoromethyl)phenyl] ethylidene } amino)oxy ] methyl } phenyl)acetate or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;; andD) 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 0.01-20% by weight of the composition.
5. . The stable synergistic pesticidal composition as claimed in claims 1-4, which further comprises one or more agrochemically acceptable excipients.
6. . The stable synergistic pesticidal composition as claimed in claim 1 to 5, wherein agrochemically acceptable excipients comprises surfactant(s), dispersing agent(s), co-dispersant, antifreezing agent(s), emulsifier(s)( (anionic and non-ionic), anti-foaming agent / defoamer(s), wetting agent(s), biocide / 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) / colouring agent(s) / dye(s), carrier(s), stabilizer, buffering agent(s), polymer(s), safener(s), rheology modifier(s), solvent(s), co-solvent(s), or mixtures thereof.
7. . The stable synergistic pesticidal composition as claimed in any one of the claims 1 to 5, wherein the composition is in form of Emulsifiable concentrate (EC), Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiablegranule (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 Microemulsion concentrate (MEC), Oil-dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo-emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension, Tablet (TB), Ultra-low volume (ULV) liquid, Water dispersible granules (WG), Wettable powder (WP), Water dispersible powder for slurry seed treatment (WS), Water dispersible tablet (WT), a mixed composition of CS and SC (ZC) or a mixed composition of CS and SE (ZE) and a mixed composition of CS and EW (ZW).
8. . The stable synergistic pesticidal composition as claimed in claims 1 to 7, wherein the use of said composition promotes plant health, growth and increases plant yield in the field.
9. . A process for preparing a stable synergistic pesticidal composition comprising:A) Compound of formula I, i.e. tetrachloroisophthalonitrile or its agrochemically acceptable salts, esters and derivatives;B) Compound of formula II, i.e. (EZ)-3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-A-nitro-l,3,5- oxadiazinan-4-imine or its agrochemically acceptable salts, esters and derivatives; andC) Compound of formula III, i.e. methyl (2E)-(methoxyimino)(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetate or its agrochemically acceptable salts, esters and derivatives.
10. . The process for preparing a stable synergistic pesticidal composition as claimed in claim 9, comprises the steps of: i) selecting and weighing the compounds of formula I, formula II, and formula III in predetermined synergistic proportions; ii) mixing the said active ingredients with one or more agrochemically acceptable carriers and / or excipients selected from surfactants, dispersing agents, wetting agents, suspending agents, stabilizers, defoamers, or binders to obtain a homogeneous mixture; and iv) processing the resulting mixture into a desired formulation type selected from wettable powder (WP), water-dispersible granule (WG), or suspension concentrate (SC) by known techniques such as grinding, granulation, or high-shear homogenization, followed by drying, sieving, and packaging to obtain a physically and chemically stable synergistic composition suitable for agricultural application
Citation Information
Patent Citations
Germicide composition containing kresoxim-methyl and chlorothalonil and its application
CN100376157C
Sterilizing composition
CN101379979A
Pesticide containing thiamethoxam and chlorothalonil and production process of pesticide
CN103828830A
Ternary fungicidal compositions comprising boscalid and chlorothalonil
WO2009040397A1