Solid insecticidal compositions of thietanyloxy compounds

Abstract

The present invention relates to solid insecticidal compositions of thietanyloxy compounds of formula (I), wherein, R1, R2, R3, R4, R5, and n are as defined in the detailed description. The solid insecticidal composition is preferably in the form of a wettable powder (WP), water dispersible granule (WDG), granule (GR) or water dispersible powder for slurry treatment (WS). The present invention further relates to a method for preparing said solid insecticidal compositions of compounds of formula (I). The compositions, wherein the particle size corresponds to Dv50 < 6 µm; and Dv90 < 14 µm, exhibit high suspensibility upon dilution.

Description

[0001] SOLID INSECTICIDAL COMPOSITIONS OF THIETANYLOXY COMPOUNDS FIELD OF THE INVENTION

[0002] The present invention relates to an insecticidal composition. More particularly, the present invention relates to solid insecticidal compositions of thietanyloxy compounds of formula (I). BACKGROUND OF THE INVENTION

[0003] Thietanyloxy compounds with insecticidal activity are disclosed in WO2019150220. Further, these compounds are also disclosed in W02022009058, and WO2022243810. W02022009058 reveals formulating the thietanyloxy compounds by mixing the compounds to be tested along with zirconia beads and a surfactant solution (0.01 %, Triton X) on a vortex mixer followed by mixing with demineralized water. WO2019150220 further shows the use of an agitated ball mill for mixing a thietanyloxy compound, dispersing agent, wetting agents, thickener, and water to give a fine active substance suspension.

[0004] Insecticides can be included in various specialized compositions designed for specific types of pest control. Agrochemical compositions can minimize the use of active ingredients while maintaining or improving efficacy through several innovative approaches. These compositions not only help to minimize the amount of chemicals needed, but also contribute to sustainability and reduced environmental impact. Insecticidal compositions can be either solid or liquid. However, the solid compositions of agrochemicals possess distinct advantages over liquid compositions.

[0005] Firstly, solid compositions are easy to handle, transport and store, reducing the risk of accidental spills during transport or handling compared to liquid compositions. Secondly, being solid, they often weigh less than liquids of equivalent active ingredient concentration, making transportation and storage more convenient. Thirdly, solid compositions have better long-term stability as they are less prone to separation, settling, or chemical degradation compared to liquid compositions, especially under high temperature or humid conditions. Further, unlike liquids, solids are not at risk of freezing and can be stored in a wider range of environments. Solid compositions do not make use of harmful solvents often associated with liquid compositions. Solid compositions can be supplied in pre-measured sachets or containers, reducing the risk of over- or under-dosing and they disperse quickly and uniformly in water, forming stable suspensions, which are comparable to liquid compositions but without the need to measure liquids. Lastly, the lack of water in solidcompositions makes them less susceptible to microbial growth or hydrolysis compared to liquid compositions, thereby extending their shelf life.

[0006] Commonly developed composition types include suspension concentrate (SC), water-dispersible granules (WDG), flowable concentrate for seed coating (FS), and granules (GR). These pesticidal compositions are often applied via a spray. The preparation of solid compositions with the composition auxiliaries mentioned in the prior art leads to compositions which have undesired properties. The low melting point of the insecticides or the insecticidal mixture leads to the formation of large amounts of precipitate or solid mass that is prone to clogging the spray nozzles in the subsequent application of the spray mixture. In addition, the dispersed active ingredients are often available only in a low concentration in the solution and / or the uptake or penetration of the active ingredients through the plant or insect cell barrier is insufficient. Therefore, it is highly desirable to develop novel solid insecticide compositions that are easy to apply by growers and farmers and demonstrate a high level of pest-controlling effects with reduced environmental load. Accordingly, there is a need in the art to formulate thietanyloxy compounds into solid agrochemical compositions that maximize the efficacy of the active ingredients against a broad spectrum of insect pests.

[0007] OBJECTIVE OF THE INVENTION

[0008] It is an objective of the invention to ameliorate the drawbacks of the prior art and provide a useful alternative.

[0009] It is another objective of the present invention to provide a solid insecticidal composition of the compounds of formula (I).

[0010] It is yet another objective of the present invention to provide an insecticidal water dispersible granule (WDG) composition of the compounds of formula (I).

[0011] It is yet another objective of the present invention to provide an insecticidal wettable powder (WP) composition of the compounds of formula (I).

[0012] It is yet another objective of the present invention to provide an insecticidal granule (GR) composition of the compounds of formula (I).

[0013] It is yet another objective of the present invention to provide an insecticidal wettable powder (WP), an insecticidal water dispersible granule (WDG), or an insecticidal granule (GR) composition ofthe compounds of formula (I), and optionally one or more additional insecticidal compounds, against a broad spectrum of insect pests.

[0014] It is yet another objective of the present invention to provide a process for the preparation of a solid insecticidal composition of the compounds of formula (I).

[0015] It is yet another objective of the present invention to provide a synergistic solid insecticidal composition comprising the compounds of formula (I).

[0016] SUMMARY OF THE INVENTION:

[0017] In an embodiment, a solid insecticidal composition is provided, comprising:

[0018] (a) a compound of formula (I) in the range of 0.1 to 94 % (w / w);

[0019]

[0020] Formula (I)

[0021] wherein,

[0022] R1represents C1-C6alkyl or C3-C7cycloalkyl;

[0023] R2represents F, Cl, Br, or CN;

[0024] R3represents Cl, Br or methyl;

[0025] R4represents H, F or Cl;

[0026] R5represents H or methyl; and

[0027] n represent an integer selected from 0-2;

[0028] (b) a surfactant system in the range of 0.1 to 70 % (w / w), wherein the surfactant system comprises one or more of a wetting agent, a dispersing agent, or combinations thereof; (c) a filler in the range of 0.5 to 98 % (w / w); and

[0029] (d) optionally other excipients in the range of 0.01 to 95 % (w / w);

[0030] wherein the total of all the components of the composition is 100 % (w / w).In another embodiment, the compound of formula (I) is represented by the compound of formula (IA), wherein the compound of formula (IA) is illustrated below;

[0031]

[0032] Formula (I A)

[0033] wherein,

[0034] R1represents C1-C6alkyl;

[0035] R2represents F, Cl, Br, or CN;

[0036] R3represents Cl, Br or methyl;

[0037] R4represents H, F or Cl; and

[0038] n represent an integer selected from 0-2;

[0039] Preferably, the solid insecticidal composition exhibits synergy between the different components.

[0040] Preferably, the compounds of formula (I) are selected from:

[0041] 1-1. N-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- ((l,l-dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0042] 1-2. N-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- (thietan-3-yloxy)-lH-pyrazole-5-carboxamide;

[0043] 1-3. N-(2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl)-l-(3,5-dichloropyridin-2- y l)-3 -(thietan-3 -yloxy)- 1 H-pyrazole-5-carboxamide;

[0044] 1-4. N-(4-chloro-2-(isopropylcarbamoyl)-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- (thietan-3-yloxy)-lH-pyrazole-5-carboxamide;

[0045] 1-5. N-(2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- ((3-methylthietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;1-6. N-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-l-(3,5-dichloropyridin-2- y l)-3 -(thietan-3 -yloxy)- 1 H-pyrazole-5-carboxamide;

[0046] 1-7. N-(2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- ((3 -methyl- 1, 1 -dioxidothietan-3 -yl)oxy)- 1 H-pyrazole-5 -carboxamide;

[0047] 1-8. l-(3-chloropyridin-2-yl)-N-(2,4-dichloro-6-(isopropylcarbamoyl)phenyl)-3-((l,l- dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0048] 1-9. N-(2-bromo-4-chloro-6-(isopropylcarbamoyl)phenyl)-l-(3-chloropyridin-2-yl)-3- ((l,l-dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0049] 1-10. N-(4-chloro-2-(cyclopropylcarbamoyl)-6-methylphenyl)-l -(3-chloro-5- fluoropyridin-2-yl)-3-(thietan-3-yloxy)-lH-pyrazole-5-carboxamide; and

[0050] 1-11. N-(4-chloro-2-(isopropylcarbamoyl)-6-methylphenyl)-l-(3,5-dichloropyridin-2- y l)-3 -(( 1, 1 -dioxidothietan-3 -yl)oxy)- 1 H-pyrazole-5 -carboxamide.

[0051] In an embodiment,

[0052] (b) the surfactant system is one or more of a wetting agent, a dispersing agent or combinations thereof; wherein;

[0053] i. the wetting agent is present in a range of about 0.1 to 20 % (w / w) of the total weight of the composition; and

[0054] ii. the dispersing agent is present in the range of about 0.1 to 20 % (w / w) of the total weight of the composition.

[0055] In an embodiment,

[0056] (d) the other excipient is one or more of an adjuvant, anti-caking agent, carrier, acidifying agent, anti-foaming agent, colorant, binder, and water, wherein:

[0057] i. the anti-caking agent is present in an amount in the range of 0 to 10 % (w / w), of the total weight of the composition;

[0058] ii. the carrier is present in an amount in the range of 0.01 to 93 % (w / w), of the total weight of the composition;

[0059] iii. the acidifying agent is present in an amount in the range of 0.01 to 0.1 % (w / w), of the total weight of the composition;

[0060] iv. the anti-foaming agent is present in a range of 0.1 to 1 % (w / w) of the total weight of the composition;v. water is present in an amount in the range of 0 to 10 % (w / w) of the total weight of the composition;

[0061] vi. the colorants are present in a range of 0 to 5 % (w / w) of the total weight of the composition; and

[0062] vii. the binders are present in a range of 0.01 to 40 % (w / w) of the total weight of the composition.

[0063] In an embodiment, the filler is one or more of kaolin, ammonium sulfate, lactose monohydrate, maltodextrin, talc, rutile and silicon dioxide.

[0064] In another embodiment, the other excipients are one or more of adjuvants, anti-foaming agent, colorants, water, anti-caking agent, carriers, acidifying agents and binders.

[0065] In another embodiment, a process for preparing a solid insecticidal composition is provided comprising the step of mixing the components of the solid insecticidal compositions.

[0066] In another embodiment, the solid insecticidal composition may be in the form of a wettable powder (WP), water dispersible granules (WDG), granules (GR) or water dispersible powder for slurry treatment (WS).

[0067] DETAILED DESCRIPTION OF THE INVENTION

[0068] As used herein, the terms "comprises", "comprising", "includes", "including", "has," "having", "contains", "containing", "characterized by" or any other variation thereof, are intended to cover a non-exclusive inclusion, subject to any limitation explicitly indicated. For example, a composition, mixture, process or method that comprises a list of elements is not necessarily limited to only those elements but may include other elements not expressly listed or inherent to such composition, mixture, process or method.

[0069] The transitional phrase "consisting” of generally excludes any element, step, or ingredient not specified. If in a claim, "consisting of’ would close the claim to the inclusion of materials other than those recited except for impurities ordinarily associated therewith. However, when the phrase "consisting of’ appears immediately after the preamble in a composition claim including a component (e.g., ingredient) itself defined using the word "comprising", then said component can also include constituents not expressly listed, subject to the limitation that the total amount of all constituents in said component must be within any delimiting amounts stated for said componentin the composition. Furthermore, when the phrase "consisting of’ appears in a clause of the body of a claim, rather than immediately following the preamble, it limits only the element set forth in that clause; other elements are not excluded from the claim as a whole. The transitional phrase "consisting essentially of’ is used to define a composition, or method that includes materials, steps, features, components, or elements, in addition to those literally disclosed, provided that these additional materials, steps, features, components, or elements do not materially affect the basic and novel characteristic(s) of the claimed invention. The term "consisting essentially of’ occupies a middle ground between "comprising" and "consisting of’.

[0070] Where applicants have defined an invention or a portion thereof with an open-ended term such as "comprising," it should be readily understood that (unless otherwise stated) the description should be interpreted to also describe such an invention using the terms "consisting essentially of’ or "consisting of'.

[0071] Further, unless expressly stated to the contrary, "or" refers to an inclusive or and not to an exclusive or. For example, a condition A or B is satisfied by any one of the following: A is true (or present) and B is false (or not present), A is false (or not present) and B is true (or present), and both A and B are true (or present).

[0072] Also, the indefinite articles "a" and "an" preceding an element or component of the invention are intended to be nonrestrictive regarding the number of instances (i.e., occurrences) of the element or component. Therefore "a" or "an" should be read to include one or at least one, and the singular word form of the element or component also includes the plural unless the number is obviously meant to be singular.

[0073] In the context of the present disclosure and claims, protection of a seed or plant grown therefrom from a phytophagous insect pest means protection of the seed or plant from injury or damage potentially caused by the insect pest. This protection is achieved through the control of the insect pest. Control of an insect pest can include killing the insect pest, interfering with its growth, development or reproduction, and / or inhibiting its feeding. In the present disclosure and claims the terms "insecticidal" and "insecti ci dally" relate to any form of insect control.

[0074] Surfactants (also called surface active agents) are organic chemicals that reduce surface tension in water and other liquids. There are hundreds of compounds that can be used as surfactants. These compounds are usually classified by their ionic behavior in solutions: anionic, cationic, non-ionic or amphoteric (zwitterionic). Each surfactant class has its own specific physical, chemical, andperformance properties. Surfactants are compounds composed of both hydrophilic and lipophilic groups. In view of their dual hydrophilic and lipophilic nature, surfactants tend to concentrate at the interfaces of aqueous mixtures; the hydrophilic part of the surfactant orients itself towards the aqueous phase and the lipophilic part orients itself away from the aqueous phase into the second phase. The lipophilic part of a surfactant molecule is generally derived from a hydrocarbon containing 8 to 20 carbon atoms (e.g., fatty acids, paraffins, olefins, alkylbenzenes). The hydrophilic portion may either ionize in aqueous solutions (cationic, anionic) or remain unionized (non-ionic). Surfactants and surfactant mixtures may also be amphoteric or zwitterionic. The terms “dispersing agents”, “wetting agents” and “emulsifying agents” as used in the present invention are surfactants performing specific functions in a formulation. A surfactant may perform more than one function in a formulation.

[0075] The term “Wettable powder” (WP) as used herein is a powder composition that forms a suspension when mixed with water prior to spraying. WP compositions consist of one or more active ingredients which are blended and mixed with inerts, diluents and surfactants. Wetting agents are used to facilitate the suspension of the particles in water. A dispersing agent is added to prevent any flocculation of the suspension before it is applied.

[0076] The term “Water dispersible granules” (WDGs) as used herein is a solid, non-dusty granular composition which disperses or dissolves quickly when added to water in the spray tank to give a fine particle suspension. They provide a system for delivering solid active ingredients to a target organism. They allow for the production of highly-concentrated compositions which are wettable and easily disintegrated on contact with water. WDGs are an attractive alternative to wettable powder (WP) compositions due to their reduction in dust production. Granular compositions (GR) are similar to dust compositions except granular particles are larger and heavier. The coarse particles are made from materials such as clay, corncobs, or walnut shells. The active ingredient either coats the outside of the granules or is absorbed into them. Granular pesticides are most often used to apply chemicals to the soil to control weeds, fire ants, nematodes, and insects living in the soil or for absorption into plants through the roots. Granular compositions are sometimes applied by airplane or helicopter to minimize drift or to penetrate dense vegetation. Once applied, granules release the active ingredient slowly. Some granules require soil moisture to release the active ingredient. Granular compositions are also used to control larvae of mosquitoes and other aquaticpests. Granules are used in agricultural, structural, ornamental, turf, aquatic, right-of-way, and public health (biting insect) in pest control operations.

[0077] As used herein, the term “water dispersible powder for slurry treatment (WS)” refers to a solid, particulate agrochemical formulation comprising one or more pesticidal active ingredients and one or more formulation auxiliaries, which is intended to be dispersed in water to form an aqueous slurry for application to plant propagative material.

[0078] The WS formulation is characterized in that:

[0079] • it is in powder form prior to use;

[0080] • it is capable of being dispersed in water under agitation to form a substantially uniform slurry;

[0081] • the active ingredient is present as dispersed solid particles and / or particles released from the formulation upon contact with water; and

[0082] • the resulting slurry is suitable for coating, dressing, treating, or otherwise contacting seeds, tubers, bulbs, cuttings, or other plant propagative materials prior to planting.

[0083] An “anti-caking agent” refers to a substance incorporated into a particulate solid agrochemical composition to reduce, inhibit, or prevent particle agglomeration, clumping, bridging, moisture-induced adhesion, or lump formation during storage, transport, or handling. Anti-caking agents may function by surface coating of particles, moisture absorption, reduction of interparticle adhesion, modification of surface energy, or combinations thereof, thereby improving flowability, pourability, and storage stability of the composition.

[0084] An “anti-foaming agent” (or “defoamer”) refers to a substance that reduces, suppresses, or prevents foam formation when the solid agrochemical composition is diluted, dispersed, suspended, or dissolved in water or another carrier prior to application. Anti-foaming agents may act by destabilizing foam films, reducing surface elasticity, promoting bubble coalescence, or otherwise collapsing foam generated during mixing or spraying operations.

[0085] A “binder” refers to a substance that promotes adhesion or cohesion among particles in a solid agrochemical composition, thereby facilitating granule formation, pellet formation, briquetting,extrusion, tableting, or other agglomeration processes. Binders may form films, bridges, or matrices between particles and may enhance mechanical strength, attrition resistance, dust reduction, and structural integrity of the final solid formulation.

[0086] A “carrier” refers to a solid material that serves as a support, matrix, substrate, or vehicle for distributing or delivering one or more active agrochemical ingredients within a solid composition. The carrier typically constitutes a substantial proportion of the composition and provides bulk structure, physical support, and distribution of the active ingredient, without itself providing the primary pesticidal, herbicidal, fungicidal, insecticidal, or plant growth regulatory activity. Carriers may be mineral-based, synthetic, organic, or inorganic materials suitable for granules, wettable powders, water-dispersible granules, dusts, or similar solid formulations.

[0087] A “filler” (or “diluent”) refers to a material added to a solid agrochemical composition primarily to increase bulk, adjust concentration of the active ingredient, improve processing characteristics, or facilitate handling and dosing, without materially altering the primary biological function of the active ingredient. A filler differs from a carrier in that it primarily adjusts composition weight or concentration rather than serving as the principal structural support matrix for the active ingredient. An “acidifying agent” refers to a compound capable of lowering, maintaining or adjusting the pH of a composition, solution, or formulation, typically by releasing or generating hydrogen ions, in order to improve stability, solubility, compatibility, or performance of one or more components. The terms “acidifying agent”, “pH stabilizer” and “buffer”, essentially mean the same thing and can be used interchangeably.

[0088] A “colorant” refers to a dye, pigment, or other coloring substance added to a composition to impart or modify color for purposes such as identification, differentiation, visibility during application, or aesthetic purposes, without materially affecting the functional performance of the composition.

[0089] A “solubilizing agent” refers to a substance that increases the solubility or apparent solubility of a compound, particularly a poorly soluble compound, in a solvent or formulation system.

[0090] An “antioxidant” refers to a substance that inhibits, retards, or prevents oxidation or oxidative degradation of one or more components of a composition, thereby improving the stability or shelf life of the composition.A “drying agent” refers to a substance capable of removing, absorbing, binding, or otherwise reducing moisture present in a composition or environment, thereby promoting drying or maintaining low moisture levels.

[0091] A “binder” refers to a material that promotes adhesion or cohesion among particles or components in a composition, thereby improving structural integrity, agglomeration, granulation, or adherence of the composition to a substrate.

[0092] Unless otherwise specified, a substance may perform more than one functional role within the composition, and classification under a particular term does not preclude additional functional properties. In certain embodiments, a material described herein as a carrier may also function as a filler, and vice versa, and such materials are not mutually exclusive unless expressly stated.

[0093] The term "particle size" refers to the equivalent spherical diameter of a particle, i.e., the diameter of a sphere enclosing the same volume as the particle. " Median particle size" is the particle size corresponding to half of the particles being larger than the median particle size and half being smaller. With reference to particle size distribution, percentages of particles are also on a volume basis (e.g., "at least 95 % of the particles are less than about 10 μm" means that at least 95 % of the aggregate volume of particles consists of particles having equivalent spherical diameters of less than about 10 μm). The principles of particle size analysis are well known to those skilled in the art. Volume distributions of particles in powders can be conveniently measured by such techniques as Low Angle Laser Light Scattering (also known as LALLS and Laser Diffraction), which relies on the fact that the diffraction angle is inversely proportional to the particle size. In the recitations herein, the term "alkyl" used either alone or in compound words such as "haloalkyl" or "fluoroalkyl" includes straight-chain or branched alkyl, such as methyl, ethyl, n-propyl, i-propyl, or the different butyl isomers.

[0094] The total number of carbon atoms in a substituent group is indicated by the " Ci-Cj" prefix where i and j are numbers from 1 to 10. For example, Ci-Ce alkyl designates methyl through hexyl, including the various isomers.

[0095] In percentage ranges, if the percent sign "%" is shown after only the second number delimiting a range, it refers to both the numbers delimiting the range. For example, "from about 9 to about 91 %" means "from about 9 % to about 91 %".In one embodiment, the present invention provides a solid insecticidal composition comprising: (a) a compound of formula (I) in the range of 0.1 to 94 % (w / w);

[0096]

[0097] Formula (I)

[0098] wherein,

[0099] R1represents C1-C6alkyl or C3-C7cycloalkyl;

[0100] R2represents F, Cl, Br, or CN;

[0101] R3represents Cl, Br or methyl;

[0102] R4represents H, F or Cl;

[0103] R5represents H or methyl; and

[0104] n represent an integer selected from 0-2;

[0105] (b) a surfactant system in the range of 0.1 to 70 % (w / w), wherein the surfactant system comprises one or more of a wetting agent, a dispersing agent, or combinations thereof; (c) a filler in the range of 0.5 to 98 % (w / w); and

[0106] (d) optionally other excipients in the range of 0.01 to 95 % (w / w);

[0107] wherein the total of all the components of the composition is 100 % (w / w).

[0108] In one embodiment, the present invention provides a solid insecticidal composition, which comprises:

[0109] (a) a compound of formula (I) in the range of 0.1 to 94 % (w / w);

[0110]

[0111] Formula (I)

[0112] wherein,

[0113] R1represents C1-C6alkyl or C3-C7cycloalkyl;

[0114] R2represents F, Cl, Br, or CN;

[0115] R3represents Cl, Br or methyl;

[0116] R4represents H, F or Cl;

[0117] R5represents H or methyl; and

[0118] n represent an integer selected from 0-2;

[0119] (b) a surfactant system in the range of 0.1 to 70 % (w / w);

[0120] (c) a filler in the range of 0.5 to 98 % (w / w); and

[0121] (d) optionally other excipients in the range of 0.01 to 95 % (w / w);

[0122] wherein the total of all the components of the composition is 100 % (w / w).

[0123] In another embodiment, the compound of formula (I) is represented by the compound of formula (IA):

[0124] wherein the compound of formula (IA) is illustrated below;

[0125] Formula (I A)

[0126] wherein,

[0127]

[0128] R1represents C1-C6alkyl;

[0129] R2represents F, Cl, Br, or CN;

[0130] R3represents Cl, Br or methyl;

[0131] R4represents H, F or Cl; and

[0132] n represent an integer selected from 0-2.

[0133] Preferably, the solid insecticidal composition exhibits synergy between the different components. Preferably, the compounds of formula (I) are selected from:

[0134] 1-1. N-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- ((l,l-dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0135] 1-2. N-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- (thietan-3-yloxy)-lH-pyrazole-5-carboxamide;

[0136] 1-3. N-(2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl)-l-(3,5-dichloropyridin-2- y l)-3 -(thietan-3 -yloxy)- 1 H-pyrazole-5-carboxamide;

[0137] 1-4. N-(4-chloro-2-(isopropylcarbamoyl)-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- (thietan-3-yloxy)-lH-pyrazole-5-carboxamide;

[0138] 1-5. N-(2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- ((3-methylthietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0139] 1-6. N-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-l-(3,5-dichloropyridin-2- y l)-3 -(thietan-3 -yloxy)- 1 H-pyrazole-5-carboxamide;

[0140] 1-7. N-(2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- ((3 -methyl- 1, 1 -dioxidothietan-3 -yl)oxy)- 1 H-pyrazole-5 -carboxamide;

[0141] 1-8. l-(3-chloropyridin-2-yl)-N-(2,4-dichloro-6-(isopropylcarbamoyl)phenyl)-3-((l,l- dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0142] 1-9. N-(2-bromo-4-chloro-6-(isopropylcarbamoyl)phenyl)-l-(3-chloropyridin-2-yl)-3- ((l,l-dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0143] 1-10. N-(4-chloro-2-(cyclopropylcarbamoyl)-6-methylphenyl)-l -(3-chloro-5- fluoropyridin-2-yl)-3-(thietan-3-yloxy)-lH-pyrazole-5-carboxamide; and

[0144] 1-11. N-(4-chloro-2-(isopropylcarbamoyl)-6-methylphenyl)-l-(3,5-dichloropyridin-2- y l)-3 -(( 1, 1 -dioxidothietan-3 -yl)oxy)- 1 H-pyrazole-5 -carboxamide.

[0145] In a preferred embodiment the compound of formula (I) is formula (1-1).In another embodiment the solid insecticidal composition comprises:

[0146] (a) the compounds of formula (I) in the range of 0.2 to 80 % (w / w);

[0147] (b) a surfactant system in the range of 0.1 to 50 % (w / w);

[0148] (c) a filler in the range of 10 to 98 % (w / w); and

[0149] (d) optionally other excipients in the range of 0.01 to 95 % (w / w);

[0150] wherein the total of all the components of the composition is 100 % (w / w).

[0151] In another embodiment the solid insecticidal composition comprises:

[0152] (a) the compounds of formula (I) in the range of 0.1 to 94 % (w / w);

[0153] (b) a surfactant system in the range of 0.1 to 70 % (w / w);

[0154] (c) a filler in the range of 0.5 to 98 % (w / w);

[0155] (d) optionally other excipients in the range of 0.01 to 95 % (w / w); and

[0156] (e) optionally one or more additional insecticidal compounds in the range of 0.1 to 80 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

[0157] In any of the above embodiments, the surfactant system consists of a wetting agent, and / or a dispersing agent.

[0158] The term “excipients” as used herein refers to materials added to active ingredients, crop protection products or agrochemicals to enhance the efficacy of the active ingredients and improve the overall performance of the composition.

[0159] In the above embodiments, the other excipients include one or more adjuvant, anti-caking agent, carrier, acidifying agent (pH stabilizer or buffers- such as orthophosphoric acid), anti-foaming agent, water, colorant, solubilizing agent, antioxidant, drying agent and binder.

[0160] The term adjuvant as used herein refers to additives that can be added to an active ingredient to make them more effective. According to any of the above embodiments, the surfactant system includes one or more anionic, cationic, non-ionic, amphoteric and polymeric surfactants. Wetting agents are an important part of insecticidal compositions, as they assure uniform dispersion and proper functioning of the active composition ingredients. For example, plantsurfaces are typically hydrophobic and resist wetting by aqueous sprays, thereby reducing the ability to deposit insecticides.

[0161] The term “wetting agent” as used herein refers to substances which improve the wetting of any surface on which the insects come in contact with. The wetting agent employed in the composition is one or more non-ionic surfactants, anionic surfactants, and a mixture of anionic surfactants, nonionic surfactants, and polymeric surfactants.

[0162] Useful non-ionic surfactants that can be used as wetting agents in the present invention include all substances of this type which are typically usable in agrochemical compositions. Non-limiting examples of non-ionic surfactants useful in the present invention include polyethylene oxidepolypropylene oxide block copolymers, polyethylene glycol ethers of linear alcohols, reaction products of fatty acids with ethylene oxide and / or propylene oxide, polyvinyl alcohol, polyvinylpyrrolidone, copolymers of polyvinyl alcohol and polyvinylpyrrolidone, copolymers of (meth)acrylic acid and (meth)acrylic esters, ethoxylated siloxane based non-ionic surfactants, alkyl ethoxylates and alkylaryl ethoxylates, which optionally may be phosphated and optionally may be neutralized with bases, mention being made, by way of example, of sorbitol ethoxylates, and, as well, polyoxyalkylenamine derivatives.

[0163] Suitable anionic surfactants include all substances of this type that can typically be used in agrochemical compositions. Non-limiting examples of anionic surfactants useful in the present invention include the group comprising salts of polystyrenesulfonic acids, salts of polyvinylsulfonic acids, salts of naphthalenesulfonic acid-formaldehyde condensation products, salts of condensation products of naphthalenesulfonic acid, phenolsulfonic acid and formaldehyde, and salts of lignosulfonic acid and sodium salts of alkylated naphthalenesulfonates, for example ©MORWET™ EFW, alkoxylated alkyl aryl phosphate esters and their salts thereof, alkali or alkaline earth metal salts of alkyl aryl sulphonates, salts of ethoxylated fatty alcohol sulphates, salts of alkyl aryl sulphates, and the sodium salts of dioctylsulfosuccinic acid, for example ©AEROSOL OTB, and block polymer of propylene oxide and ethylene oxide on ethylenediamine, for example ©SYNPERONIC T 905.

[0164] Preferably, the wetting agents as used herein are selected from a blend of anionic and non-ionic surfactants like sodium salt of naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, sodium -dibutyl naphthalene sulfonate, docusate sodium, sodium salt of sulphatedfatty alcohol, (ATLOX™ 5406B), polyoxyethylene-polyoxypropylene block copolymer (ATLOX™-4894), polymethyl methacrylate-polyethylene glycol graft copolymer (ATLOX™-4913), fatty alcohol ethoxylate (TERSPERSE™ 4894), di alkyl naphthalene sulphonate sodium salt (SUPRAGIL™ WP), ethoxylated TSP-phosphate ester (AGRILAN™ 1015), ethylene oxidepropylene oxide block copolymer (ATLAS™ G-5002L), polyalkylene oxide block copolymer (ATLAS™ G-5000), polycondensation product of naphthalene sulfonic acid, which is alkyl naphthalene sulphonate sodium salt, polyalkyl naphthalene sulphonate, alkyl naphthalene sulphonate (GEROPON™ DA 1349); AQARIUS™ BP14332 Yellow IH, salts of alkylphenol condensates, salts of sulphonated lignins, salts of poly acid resin copolymers, salts of polyphenol formaldehyde resins, phosphoric acid esters of 10 ethoxylated tristyryl phenol (SOPROPHOR™ 3D44), tristrylphenol ethoxylate sulfate (SOPROPHOR™ 4D384), tristrylphenol ethoxylate, POE- 16 phosphate ester salt (STEPFAC™ TSP-PE N), tri decyl alcohol ethoxylates 8 EO (UNITOP™ TD 80), tri-decyl alcohol ethoxylates 10 EO (UNITOP™ TD 100), decyl alcohol ethoxylate, POE-6, (MAKON™ DA 6), decyl alcohol ethoxylate, POE-9, MAKON™ DA 9, dioctyl sulfosuccinate sodium salt (IMBIROL™ OT NA), INDOL™ DC 70, sulfosuccinate (EMULSOGEN™ SF 8), sodium lignosulfonate (BORROSPERSE™ Na), sodium lignosulfonate (UFOXANE™ 3A), amine salt of polyaryl phenyl ether phosphate (SOPROPHOR™ FL), triethanol ammonium salt of tristyryl phenyl ether phosphate (UNITOP™ FL), RHODACAL™ BX 78, GEROPON™ LWET RP, REAX™ 88, GEROPON™ LWET MAX, POLYFON™ T, alkoxylated alkylphenols and alcohols as well as block copolymers of ethylene oxide and propylene oxide.

[0165] Preferred wetting agents are sodium salt of naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, dioctyl sodium sulpho succinate, alkyl naphthalene sulfonate, Na-dibutyl naphthalene sulfonate, Na-dialkyl naphthalene sulfonate, docusate sodium, sodium salt of sulphated fatty alcohol, SUPRAGIL™ WP, UFOXANE™ 3 A, RHODACAL™ BX 78, BORROSPERSE™ Na, IMBIROL™ OT Na, INDOL™ DC 70, EMULSOGEN™ Sf 8, GEROPON™ LWET RP, GEROPON™ LWET MAX, POLYFON™ T or REAX™ 88.

[0166] In any of the above embodiments, the wetting agent is present in a range of about 0.1 to 70 %, 0.1 to 50 %, 0.1 to 20 %, 0.1 to 15 %, 0.1 to 12 %, 0.1 to 8 %, 0.1 to 5%, and 0.1 to 1 % (w / w) of the total weight of the composition.In an alternative embodiment, the wetting agent is present in a range of about 0.1 to 70 %, 0.1 to 50 %, 0.1 to 20 %, 0.1 to 15 %, 1 to 12 %, and 2 to 8 % (w / w) of the total weight of the composition. The term “dispersing agent” as used herein means agents which ensure both (i) the long-term stability of the suspension concentrate and (ii) the stability after the concentrate has been diluted with water or added into the fields. In the above embodiments, the amounts and types of dispersing agents are given. This is an essential balance between dispersing agent which stabilize the suspension concentrate and dispersing agent which stabilize the suspension after dilution with water, i.e., they prevent flocculation of the solid particles upon dilution with water. The dispersing agent is a compound which ensures that the particles remain suspended in water. In an embodiment, the dispersing agents can be one of ionic or non-ionic or a mixture of such surfactants or graft co-polymer dispersant.

[0167] Non-limiting examples of dispersing agents useful in the present invention are dispersing agent of the polycarboxylate type, for example those such as hydrophobically modified comb-like polymers, for example polyacrylic acid, polymethacrylic acid, polymaleic acid, polymaleic anhydride, a copolymer of maleic acid or maleic anhydride with an olefin (such as isobutylene or diisobutylene), a copolymer of acrylic acid and itaconic acid, a copolymer of methacrylic acid and itaconic acid, a copolymer of maleic acid or maleic anhydride and styrene, a copolymer of acrylic acid and methacrylic acid, a copolymer of acrylic acid and methacrylate, a copolymer of acrylic acid and vinyl acetate, a copolymer of styrene and methacrylic acid, modified copolymers of styrene and methacrylic acid, a copolymer of maleic acid or maleic anhydride and acrylic acid, an N-methyl fatty acid (e.g. C8-C18)-sarcosinate, a carboxylic acid such as a resin acid or a fatty acid (e.g. C8-C18) or a salt of such a carboxylic acid, group comprising sodium salts of the copolymers of maleic acid and olefins, and sodium salts of copolymers of methacrylic acid and styrene. The abovementioned copolymers may also be in the form of their salts, e.g., alkali metal salts (preferably Li, Na, K), alkaline earth metal salts (preferably Ca, Mg), ammonium or various amines.

[0168] Preferably, the dispersing agents as used herein are one or more of sodium lignosulphonates; sodium naphthalene sulphonate formaldehyde condensates; alkyl naphthalene sulfonate, salt of naphthalene sulfonic acid condensation product, tristyrylphenol ethoxylate phosphate esters; aliphatic alcohol ethoxylates; alkyl ethoxylates (GERONOL™ SCR); polyoxyethylenepolyoxypropylene block polymer (UNITOP™ 203), EO-PO polymeric dispersant(TERSPERSE™ 2288); polyoxy alkylene glycol butyl ether (ETHYLANE™ NS 500 LQ), polymethyl methacrylate-polyethyleneoxide graft copolymer (ATLOX™-4913), sodium poly carboxylate (GEROPON™ T 36), GEROPON™ ultrasperse, sodium salts of copolymers of methacrylic acid and styrene (TERSPERSE™ 2700, ATLOX™ METASPERSE™ 550S), polyalkyl naphthalene sulphonate, alkyl naphthalene sulphonate (GEROPON™ DA 1349), phosphoric acid esters of ethoxylated tristyryl phenol (SOPROPHOR™ 3D44), dispersant (ATLOX METASPERSE™ 500L) and graft copolymers, polycarboxylates, alkyl 5 naphthalene sulfonates (such as MORWET™ IP, MORWET™ EFW, MORWET™ 3028), sodium salt of naphthalene sulfonate condensate (MORWET™ D-425), phenol sulphonic acid condensates, alkyl sulfonates, alkenyl sulfonates, mixture of alkyl sulfonates and alkenyl sulfonates (LISSAPOL™ D), alkyl sulfosuccinates (GEROPON™), L-Wet, methyl oleyltaurates, polyethylene glycol 2,4,6-tris(1-phenylethyl)phenyl ether sulfate 10 ammonium salt (SOPROPHOR™ 4D384), SUPRAGIL™ WP, TAMOL™ FBP1, UFOXANE™ 3 A, BORROSPERSE™ Na, DISPERSOL™ F concentrated, RHODACAL™ BX 78, and poly vinyl alcohols.

[0169] More preferably, the dispersing agents are one or more of sodium salt of naphthalene sulphonate formaldehyde condensate, sodium salt of dialkyl naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, alkyl naphthalene sulfonate, salt of naphthalene sulphonic acid condensation product, sodium polycarboxylate, sodium salts of copolymers of methacrylic acid and styrene, GEROPON™ T 36, GEROPON™ ULTRASPERSE, TERSPERSE™ 2700, ATLOX™ METASPERSE™ 550S, SUPRAGIL™ WP, TAMOL™ FBP1, UFOXANE™ 3A, BORROSPERSE™ Na, DISPERSOL™ F concentrated, RHODACAL™ BX 78, POLYFON™ T and MORWET™ D 425.

[0170] In any of the above embodiments, the dispersing agent is present in a range of about 0.1 to 70 %, 0.1 to 50 %, 0.1 to 20 %, 0.1 to 15 %, 0.1 to 12 %, 0.1 to 8 %, 0.1 to 5%, and 0.1 to 1 % (w / w) of the total weight of the composition.

[0171] In an alternative embodiment, the dispersing agent is present in a range of about 0.1 to 70 %, 0.1 to 50 %, 0.1 to 20 %, 0.1 to 15 %, 1 to 12 %, and 2 to 8 % (w / w) of the total weight of the composition.

[0172] In an embodiment, the surfactant system comprising the wetting agent and the dispersing agent is selected from one or more of sodium salt of naphthalene sulphonate formaldehyde condensate,sodium salt of dialkyl naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, alkyl naphthalene sulfonate, salt of naphthalene sulphonic acid condensation product, sodium polycarboxylate, sodium salts of copolymers of methacrylic acid and styrene, dioctyl sodium sulpho succinate, Na-dialkyl naphthalene sulfonate, docusate sodium, sodium salt of sulphated fatty alcohols, C12to C14alcohol ethoxylate, alcohol phosphate or combinations thereof. The anti-foaming agent, as used herein is selected from a polydimethylsiloxane based anti-foaming agent (SAGTEX™ PHD Silicone antifoam), polydimethyl siloxane (SAG™-1572), (SAG™-1575), RI100, stearates; silicones and ethoxylates. Preferred anti-foaming agent is a poly dimethyl siloxane based anti-foaming agent.

[0173] In any of the above embodiments, the anti-foaming agent used in the composition of the present invention is in a range of about 0.1 to 1 % (w / w), and more preferably from 0.1 to 0.7 % (w / w) of the total weight of the composition.

[0174] In any of the above embodiments, water is present in an amount in the range of about 0 to 10 %, 0 to 5 %, 0 to 2 %, 0 to 1 %, and 0 to 0.5 % (w / w) of the total weight of the composition.

[0175] Suitable colorants (e.g., red, blue, or green) are pigments of low water solubility, and dyes. Nonlimiting examples of the colorants useful for the compositions of the present invention include inorganic colorants (e.g., iron oxide, titan oxide, iron hexacyanoferrate), organic colorants (e.g., alizarin-, azo- and phthalocyanine colorants), FAT yellow 3G (water insoluble dye), Ponceau 4RC82 (water soluble powder dye), Permanent Red LB01 (pigment), iron oxide powder and so forth, each of which can be used individually or in combination.

[0176] In any of the above embodiments, the colorants are present in a range of about 0 to 10 %, 0 to 5 %, 0 to 2 %, 0 to 0.5 %, and 0 to 0.2 % (w / w) of the total weight of the composition.

[0177] Optionally, a binder may also be incorporated in the granule composition. Suitable binder may include, for example, synthetic and natural gums, synthetic polymers such as poly vinyl acetate, polyethylene glycol, polyvinyl alcohol and cellulose derivatives such as methyl cellulose. Particularly preferred binders or binding agents are polyethylene glycol, soluble starch or polyvinyl alcohol.

[0178] In any of the above embodiments, the binding agents or binders are present in a range of 0.01 to 40%, 0.01 to 15%, 0.01 to 10%, 0.01 to 5 %, 0.01 to 1 %, 0.01 to 0.2 % (w / w) of the total weight of the composition.In the context of agrochemicals, a "filler" typically refers to an inert substance added to a pesticide or fertilizer formulation. These fillers serve various purposes such as improving product consistency, aiding in application, or reducing costs. They are non-active ingredients that help maintain the physical properties of the product without contributing to its chemical efficacy against pests or nutrients for plants.

[0179] Useful inert filler materials are all substances typically usable for this purpose in agrochemical compositions. Preference is given to inorganic particles, such as carbonates, sulfates such as ammonium sulfates, silicates and oxides, and also organic substances, such as urea-formaldehyde condensates and celluloses (e.g., ULMERWEISS™ 6AL, Celite 209, ARGIREC™ B21 and B22, BENTONE™ EW, LUZ2™ talc, Etiquette Violette). Examples include kaolin, rutile, quartz, silicon dioxide, finely divided silica, silica gels, and natural and synthetic silicates, quartz and also talc.

[0180] In a preferred embodiment the filler is selected from the group comprising kaolin, ammonium sulfate, lactose monohydrate, maltodextrin, talc, rutile and silicon dioxide.

[0181] In an embodiment the filler is present in an amount in the range of 0.5 to 98 %, 5 to 98 %, 5 to 40 %, 10 to 30 %, or 15 to 25% (w / w) of the total weight of the composition.

[0182] In another alternate embodiment, the filler is present in an amount in the range of 0.5 to 98 %, 2 to 60 %, or 3 to 50 % (w / w) of the total weight of the composition.

[0183] In alternate embodiments the filler is present in an amount in the range of 0.5 to 98 %, 5 to 98 %, 60 to 98 %, 70 to 98 %, 80 to 98%, or 90 to 98 % (w / w) of the total weight of the composition. In a preferred embodiment, the anti-caking agent is precipitated silica, the carrier is quartz sand and the acidifying agent is orthophosphoric acid.

[0184] The one or more additional insecticidal compound(s) are selected from but not limited to abamectin, acephate, acetamiprid, afidopyropen, alpha cyhalothrin, alpha cypermethrin, azadirachtin, broflanilide, benzpyrimoxan, buprofezin, bifenthrin, cartap hydrochloride, chlorfenapyr, clothianidin, cypermethrin, dicloromezotiaz, diafenthiuron, dimpropyridaz, dinotefuran, deltamethrin, emamectin benzoate, flonicamid, fluxametamide, flupyrimin, fipronil, fluhexafon, flometoquin, fenazaquin, fenpropathrin, fenpyroximate, flubendiamide, flufenoxuron, hexithiazox, imidacloprid, indoxacarb, isocycloseram, lambda cyhalothrin, lufenuron, metaflumizone, novaluron, oxazosulfyl, pyridalyl, pymetrozine, pyriproxyfen, profenofos, propargite, pyridaben, pyrifluquinazon, pyrimidifen, spirodiclofen, spiropidion, spinetoram,spinosad, spirotetramat, sulfoxaflor, spidoxamat, spiromesifen, tebufenpyrad, thiamethoxam, thiocyclam, thiocyclam hydrogen oxalate, teflubenzuron, thiacloprid, triflumezopyrim, and tolfenpyrad.

[0185] Preferably, the one or more additional insecticidal compounds is selected from the group consisting of abamectin, acephate, acetamiprid, afidopyropen, alpha cyhalothrin, alpha cypermethrin, broflanilide, benzpyrimoxan, buprofezin, bifenthrin, cartap hydrochloride, chlorfenapyr, clothianidin, cypermethrin, dicloromezotiaz, diafenthiuron, dimpropyridaz, dinotefuran, deltamethrin, emamectin benzoate, flonicamid, fluxametamide, flupyrimin, fipronil, fluhexafon, flometoquin, imidacloprid, indoxacarb, isocycloseram, lambda cyhalothrin, metaflumizone, novaluron, oxazosulfyl, pyridalyl, pymetrozine, pyriproxyfen, profenofos, spirodiclofen, spiropidion, spinetoram, spinosad, spirotetramat, sulfoxaflor, tebufenpyrad, thiamethoxam, thiocyclam, thiocyclam hydrogen oxalate, teflubenzuron, thiacloprid, and triflumezopyrim.

[0186] More preferably, the one or more additional insecticidal compounds is selected from the group consisting of abamectin, acephate, acetamiprid, afidopyropen, alpha cypermethrin, broflanilide, benzpyrimoxan, buprofezin, bifenthrin, cartap hydrochloride, chlorfenapyr, clothianidin, cypermethrin, diafenthiuron, dimpropyridaz, dinotefuran, deltamethrin, emamectin benzoate, flonicamid, fluxametamide, flupyrimin, fipronil, fluhexafon, flometoquin, imidacloprid, indoxacarb, isocycloseram, lambda cyhalothrin, metaflumizone, novaluron, oxazosulfyl, pyridalyl, pymetrozine, pyriproxyfen, profenofos, spiropidion, spinetoram, spinosad, spirodiclofen, spirotetramat, sulfoxaflor, tebufenpyrad, thiamethoxam, thiocyclam, thiocyclam hydrogen oxalate, teflubenzuron, thiacloprid, alpha cyhalothrin and triflumezopyrim.

[0187] In an embodiment, the one or more additional insecticidal compounds is selected from the group consisting of emamectin benzoate, dinotefuran, thiocyclam hydrogen, cartap hydrochloride and flupyramin.

[0188] The one or more additional insecticidal compound is present in an amount in the range of 0.1 to 80% (w / w), preferably 0.1 to 30% (w / w), and more preferably 0.1 to 10% (w / w).

[0189] In any of the above embodiments,(b) the surfactant system comprises one or more of a wetting agent, a dispersing agent or combinations thereof,

[0190] wherein:

[0191] i. the wetting agent is present in a range of 0.1 to 70 %, 0.1 to 50 %, 0.1 to 20 %, 0.1 to 15 %, 0.1 to 12 %, 0.1 to 8 %, 0.1 to 5 %, or 0.1 to 1 % (w / w) of the total weight of the composition; and

[0192] ii. the dispersing agent is present in a range of 0.1 to 70 %, 0.1 to 50 %, 0.1 to 20 %, 0.1 to 15 %, 0.1 to 12 %, 0.1 to 8 %, 0.1 to 5 %, or 0.1 to 1 % (w / w) of the total weight of the composition.

[0193] In an embodiment, the filler is present in an amount in the range of 1 to 98 % (w / w), and more preferably 5 to 98 % (w / w).

[0194] In any of the above embodiments;

[0195] (e) the other excipient is one or more of an anti-caking agent, anti-foaming agent, colorant, binder, carrier, acidifying agent, and water, wherein:

[0196] i. the anti-caking agent is present in an amount in the range of 0 to 10 % (w / w), of the total weight of the composition;

[0197] ii. the carrier is present in an amount in the range of 0.01 to 93 % (w / w), of the total weight of the composition;

[0198] iii. the acidifying agent is present in an amount in the range of 0.01 to 0.1 % (w / w), of the total weight of the composition;

[0199] iv. the anti-foaming agent is present in a range of 0.1 to 1 % (w / w), and more preferably from 0.1 to 0.7 % (w / w) of the total weight of the composition;

[0200] v. water is present in an amount in the range of 0 to 10 %, 0 to 5 %, 0 to 2 %, 0 to 1 %, 0 to 0.5 %, (w / w);

[0201] vi. the colorants are present in a range of 0 to 10 %, 0 to 5 %, 0 to 2 %, 0 to 0.5 %, or 0 to 0.2 % (w / w) of the total weight of the composition; and

[0202] vii. the binders are present in a range of 0.01 to 40 %, 0.01 to 15 %, 0.01 to 10 %, 0.01 to 5 %, 0.01 to 1 %, and 0.01 to 0.2 % (w / w) of the total weight of the composition.The composition of the present invention may be formulated as any one of wettable powder (WP), water dispersible granules (WDG), granules (GR), and water dispersible powder for slurry treatment (WS).

[0203] In an embodiment, the solid insecticidal composition may be in the form of a water dispersible granule (WDG), comprising:

[0204] (a) a compound of formula (I) in the range of 0.1 to 90 % (w / w);

[0205] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0206] i. a wetting agent is present in the range of 0.1 to 70 % (w / w);

[0207] ii. a dispersing agent is present in the range of 0.1 to 70 % (w / w);

[0208] (c) a filler in the range of 1 to 98 % (w / w); and

[0209] (d) optionally other excipients in the range of 0.01 to 50 % (w / w);

[0210] wherein the total of all the components of the composition is 100 % (w / w).

[0211] In an embodiment, the solid insecticidal composition may be in the form of a water dispersible granule (WDG), comprising:

[0212] (a) a compound of formula (I) in the range of 10 to 90 % (w / w);

[0213] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0214] i. a wetting agent is present in the range of 0.1 to 20 % (w / w);

[0215] ii. a dispersing agent is present in the range of 0.1 to 20 % (w / w);

[0216] (c) a filler in the range of 1 to 70 % (w / w); and

[0217] (d) optionally other excipients in the range of 1 to 10 % (w / w);

[0218] (e) optionally an additional insecticidal compound in the range of 1 to 30 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

[0219] In an embodiment, the surfactant system comprising the wetting agent and the dispersing agent in a WDG composition is selected from one or more of sodium salt of naphthalene sulphonate formaldehyde condensate, sodium salt of dialkyl naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, alkyl naphthalene sulfonate, salt of naphthalene sulphonic acid condensation product, sodium polycarboxylate, sodium salts of copolymers of methacrylicacid and styrene, dioctyl sodium sulpho succinate, Na-dialkyl naphthalene sulfonate, docusate sodium, sodium salt of sulphated fatty alcohols, or combinations thereof. In another embodiment, the solid insecticidal composition may be in the form of a water dispersible granule (WDG), comprising:

[0220] (a) a compound of formula (I) in the range of 10 to 90 % (w / w);

[0221] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0222] i. a wetting agent is present in the range of 0.1 to 20 % (w / w), wherein the wetting agent is one or more of sodium salt of naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, dioctyl sodium sulpho succinate, Sodium Salt of di-alkyl sulpho succinate, sodium salt of a blend of fatty alcohol sulphates and sulfonic acids-C14-16-alkane hydroxy and C14-16-alkene-sodium salts;

[0223] ii. a dispersing agent is present in the range of 0.1 to 20 % (w / w); wherein the dispersing agent is one or more of sodium salt of alkyl naphthalene sulphonate formaldehyde condensate, sodium polycarboxylate, sodium salt of dialkyl naphthalene sulphonate formaldehyde condensate, sodium salt of naphthalene sulphonate formaldehyde condensate, and sodium lignin sulphonate;

[0224] (c) a filler in the range of 1 to 70 % (w / w), wherein the filler is one or more of ammonium sulphate, lactose monohydrate, maltodextrin, silicon dioxide and kaolin clay; and (d) optionally other excipients in the range of 1 to 10 % (w / w);

[0225] (e) optionally an additional insecticidal compound in the range of 1 to 30 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

[0226] In an embodiment, the other excipients for the WDG composition are one or more of:

[0227] i. the anti-caking agent is present in an amount in the range of 0 to 10 % (w / w), of the total weight of the composition, wherein the anti-caking agent is precipitated silica;

[0228] ii. the anti-foaming agent is present in a range of 0.1 to 1 % (w / w), and more preferably from 0.1 to 0.7 % (w / w) of the total weight of the composition, wherein the anti-foaming agent is modified poly(dimethyl siloxane); and

[0229] iii. water is present in an amount in the range of 0 to 5 % (w / w).In an embodiment, the wetting agent in a WDG composition is selected from Geropon™ L-Wet Max; Geropon™ LWET-RP, SUPRAGIL™ WP, POLYFON™ T, UFOXANE™ 3A, RHODACAL™ BX 78, BORROSPERSE™ Na, IMBIROL™ OT Na, INDOL™ DC 70, and EMULSOGEN™ Sf 8.

[0230] In an embodiment, the dispersing agent in a WDG composition is selected from SUPRAGIL™ WP, TAMOL™ FBP1, UFOXANE™ 3A, BORROSPERSE™ Na, DISPERSOL™ F Concentrated, GEROPON T-36; METASPERSE 550 S; GEROPON ULTRASPERSE; TERSPERSE 2700, and RHODACAL™ BX 78.

[0231] In an embodiment, the solid insecticidal composition may be in the form of a wettable powder (WP), comprising:

[0232] (a) a compound of formula (I) in the range of 0.1 to 90 % (w / w);

[0233] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0234] i. a wetting agent is present in the range of 0.1 to 70 % (w / w);

[0235] ii. a dispersing agent is present in the range of 0.1 to 70 % (w / w);

[0236] (c) a filler in the range of 1 to 98 % (w / w); and

[0237] (d) optionally other excipients in the range of 0.01 to 50 % (w / w);

[0238] wherein the total of all the components of the composition is 100 % (w / w).

[0239] In an embodiment, the solid insecticidal composition may be in the form of a wettable powder (WP), comprising:

[0240] (a) a compound of formula (I) in the range of 10 to 90 % (w / w);

[0241] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0242] i. a wetting agent is present in the range of 0.1 to 10 % (w / w);

[0243] ii. a dispersing agent is present in the range of 0.1 to 10 % (w / w);

[0244] (c) a filler in the range of 1 to 70 % (w / w);

[0245] (d) optionally other excipients in the range of 1 to 10 % (w / w); and

[0246] (e) optionally an additional insecticidal compound in the range of 0.1 to 80 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).In an embodiment, the surfactant system comprising the wetting agent and the dispersing agent in a WP composition is selected from one or more of sodium salt of naphthalene sulphonate formaldehyde condensate, sodium salt of dialkyl naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, alkyl naphthalene sulfonate, salt of naphthalene sulphonic acid condensation product, sodium polycarboxylate, sodium salts of copolymers of methacrylic acid and styrene, dioctyl sodium sulpho succinate, Na-dialkyl naphthalene sulfonate, docusate sodium, sodium salt of sulphated fatty alcohols, C12to C14alcohol ethoxylate, alcohol phosphate or combinations thereof.

[0247] In an embodiment, the solid insecticidal composition may be in the form of a wettable powder (WP), comprising:

[0248] (a) a compound of formula (I) in the range of 20 to 90 % (w / w);

[0249] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0250] (i) the wetting agent is present in the range of 0.1 to 10 % (w / w), wherein the wetting agent is one or more of sodium salt of sulphated fatty alcohol, sodium lignin sulphonate, and dioctyl sodium sulpho succinate;

[0251] (ii) the dispersing agent is present in the range of 0.1 to 10 % (w / w), wherein the dispersing agent is sodium salt of alkyl naphthalene sulphonate formaldehyde condensate and sodium lignin sulfonate;

[0252] (c) filler in the range of 1 to 70 % (w / w), wherein the filler is one or more of silica, silicon dioxide, and kaolin clay; and

[0253] (d) optionally other excipients in the range of 1 to 10 % (w / w);

[0254] (e) optionally an additional insecticidal compound in the range of 1 to 30 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

[0255] In an embodiment, the other excipient in the WP composition is an anti-caking agent, wherein the anti-caking agent is precipitated silica, present in an amount of 0 to 10% (w / w) of the composition. In an embodiment, the wetting agent in a WP composition is selected from GEROPON™ LWET™ RP, GEROPON™ LWET™ MAX, UFOXANE™ 3A, REAX™ 88, IMBIROL™ OT NA, INDOL™ DC 70, EMULSOGEN™ SF 8, POLYFON™ T and BORROSPERSE™ Na. In an embodiment, the dispersing agent in a WP composition is MORWET™ D 425.In an embodiment, the filler in a WP composition is one or more of MFIL™ 100 and MFIL™ 200. In an embodiment, the solid insecticidal composition may be in the form of granules (GR), comprising:

[0256] (a) a compound of formula (I) in the range of 0.1 to 90 % (w / w);

[0257] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0258] i. a wetting agent is present in the range of 0.1 to 70 % (w / w);

[0259] ii. a dispersing agent is present in the range of 0.1 to 70 % (w / w);

[0260] (c) a filler in the range of 0.1 to 98 % (w / w); and

[0261] (d) optionally other excipients in the range of 0.1 to 95 % (w / w);

[0262] wherein the total of all the components of the composition is 100 % (w / w).

[0263] In an embodiment, the solid insecticidal composition may be in the form of granules (GR), comprising:

[0264] (a) a compound of formula (I) in the range of 0.1 to 10 % (w / w);

[0265] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0266] i. a wetting agent is present in the range of 0.1 to 10 % (w / w);

[0267] ii. a dispersing agent is present in the range of 0.1 to 10 % (w / w);

[0268] (c) a filler in the range of 0.1 to 60 % (w / w); and

[0269] (d) optionally other excipients in the range of 0.1 to 95 % (w / w);

[0270] (e) optionally an additional insecticidal compound in the range of 0.1 to 20 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

[0271] In an embodiment, the surfactant system comprising the wetting agent and the dispersing agent in a GR composition is selected from one or more of sodium salt of naphthalene sulphonate formaldehyde condensate, sodium salt of dialkyl naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, alkyl naphthalene sulfonate, salt of naphthalene sulphonic acid condensation product, sodium polycarboxylate, sodium salts of copolymers of methacrylic acid and styrene, dioctyl sodium sulpho succinate, Na-dialkyl naphthalene sulfonate, docusate sodium, sodium salt of sulphated fatty alcohols, C12to C14alcohol ethoxylate, alcohol phosphate or combinations thereof.In an embodiment, the solid insecticidal composition may be in the form of granules (GR), comprising:

[0272] (a) a compound of formula (I) in the range of 0.1 to 10 % (w / w);

[0273] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0274] (i) the wetting agent is present in the range of 0.1 to 10 % (w / w), and wherein the wetting agent is one or more of C12-C14alcohol ethoxylate, sodium lignin sulfonate, sodium dialkyl naphthalene sulfonate and a sodium salt of a sulfated fatty alcohol; and (ii) the dispersing agent is present in the range of 0.1 to 10 % (w / w), wherein the dispersing agent is one or more of alcohol phosphate, sodium dialkyl naphthalene sulfonate formaldehyde condensate, and sodium lignin sulphonate;

[0275] (c) a filler in the range of 0.1 to 60 % (w / w); wherein the filler is one or more of kaolin clay, silicon dioxide, talc and quartz sand; and

[0276] (d) optionally other excipients in the range of 0.1 to 95 % (w / w);

[0277] (e) optionally an additional insecticidal compound in the range of 0.1 to 20 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

[0278] In an embodiment, the other excipients for the granule (GR) composition are one or more of: i. the anti-caking agent is present in an amount in the range of 0 to 5 % (w / w), of the total weight of the composition, wherein the anti-caking agent is precipitated silica;

[0279] ii. the carrier is present in an amount in the range of 0.01 to 93 % (w / w), of the total weight of the composition, wherein the carrier is quartz sand;

[0280] iii. the acidifying agent is present in an amount in the range of 0.01 to 0.1 % (w / w), of the total weight of the composition, wherein the acidifying agent is orthophosphoric acid;

[0281] iv. water is present in an amount in the range of 0 to 2 % (w / w);

[0282] v. the colorants are present in a range of 0 to 0.5 % (w / w) of the total weight of the composition; and

[0283] vi. the binders are present in a range of 0 to 1 % (w / w) of the total weight of the composition, wherein the binder is one or more of polyethylene glycol, polyvinyl alcohol, and soluble starch.

[0284] In an embodiment, the wetting agent in a GR composition is selected from GEROPON™ L-Wet Max; GEROPON™ LWET-RP, BORROSPERSE™ Na, POLYFON™ T, and UFOXANE™ 3A.In an embodiment, the dispersing agent in a GR composition is selected from BORROSPERSE™ Na, SUPRAGIL™ WP, RHODACAL™ BX-78, and UFOXANE™ 3A.

[0285] In an embodiment, the solid insecticidal composition may be in the form of a water dispersible powder for slurry treatment (WS) of seeds, comprising:

[0286] (a) a compound of formula (I) in the range of 0.1 to 90 % (w / w);

[0287] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0288] i. a wetting agent is present in the range of 0.1 to 70 % (w / w);

[0289] ii. a dispersing agent is present in the range of 0.1 to 70 % (w / w);

[0290] (c) a filler in the range of 1 to 98 % (w / w); and

[0291] (d) optionally other excipients in the range of 0.01 to 50 % (w / w);

[0292] wherein the total of all the components of the composition is 100 % (w / w).

[0293] In an embodiment, the solid insecticidal composition may be in the form of a water dispersible powder for slurry treatment (WS) of seeds, comprising:

[0294] (a) a compound of formula (I) in the range of 20 to 80 % (w / w);

[0295] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0296] i. a wetting agent is present in the range of 0.1 to 20 % (w / w);

[0297] ii. a dispersing agent is present in the range of 0.1 to 20 % (w / w);

[0298] (c) a filler in the range of 1 to 40 % (w / w);

[0299] (d) optionally other excipients in the range of 0.01 to 50 % (w / w); and

[0300] (e)optionally an additional insecticidal compound in the range of 0.1 to 10 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

[0301] In an embodiment, the solid insecticidal composition may be in the form of a water dispersible powder for slurry treatment (WS) of seeds, comprising:

[0302] (a) a compound of formula (I) in the range of 20 to 80 % (w / w);

[0303] (b) a surfactant system comprising one or more of a wetting agent, a dispersing agent, or combinations thereof, wherein:

[0304] (i) the wetting agent is present in the range of 0.1 to 20 % (w / w), and wherein the wetting agent is sodium salt of a sulfated fatty alcohol; and(ii) the dispersing agent is present in the range of 0.1 to 20 % (w / w), and wherein the dispersing agent is a sodium lignin sulfonate, and Sodium salt of an Alkyl Naphthalene sulphonate formaldehyde condensate;

[0305] (c) a filler in the range of 1 to 40 % (w / w); wherein the filler is one or more of kaolin clay, silicon dioxide, talc and quartz sand; and

[0306] (d) other excipients selected from:

[0307] (i) a binder in the range of 0.01 to 40 % (w / w), wherein the binder is one or more of polyethylene glycol, polyvinyl alcohol, PEG 1500, PEG 400, and PEG 1000, PEG 10000 and soluble starch; and

[0308] (ii) a pigment in the range of 0.01 to 5 % (w / w),

[0309] (e) optionally an additional insecticidal compound in the range of 0.1 to 10 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

[0310] In an embodiment, the other excipients for the water dispersible powder for slurry treatment (WS) of seeds are one or more of:

[0311] i. the anti-caking agent is present in an amount in the range of 1 to 10 % (w / w), of the total weight of the composition, wherein the anti-caking agent is precipitated silica;

[0312] ii. the colorants are present in a range of 0.01 to 5 % (w / w) of the total weight of the composition; and

[0313] iii. the binders are present in a range of 0.01 to 40 % (w / w) of the total weight of the composition, wherein the binder is one or more of polyethylene glycol, polyvinyl alcohol, and soluble starch.

[0314] In an embodiment, the wetting agent in a WS composition is selected from GEROPON™ L-Wet Max; GEROPON™ LWET-RP, BORROSPERSE™ Na, POLYFON™ T, and UFOXANE™ 3A. In an embodiment, the dispersing agent in a WS composition is MORWET™ D 425.

[0315] In an embodiment, a process for preparing a solid insecticidal composition of the compounds of formula (I) is provided, comprising the step of mixing and milling the components, the amount of each component as described in any of the above embodiments.

[0316] In another embodiment, the various components are mixed in a proportion as described in any of the above embodiments.

[0317] In another embodiment, a process for the preparation of a water dispersible granule (WDG) composition according to the above embodiments is provided, comprising the steps of:(a) all the ingredients, as illustrated in table- 1, except dioctyl sodium sulpho succinate, antifoaming agent and water, were sieved, mixed, and milled to obtain a fine powder, wherein the particle size is less than 10 μm (Dv50, 50 % of the product is below 10 μm size); (b) thereafter a solution of dioctyl sodium sulpho succinate, and anti-foaming agent in water was added to the powder obtained in step (a) and mixed to obtain a homogeneous extrudable mixture; and

[0318] (c) the extrudable mixture was extruded to obtain strings, which were then cut into shapes of granules; and dried.

[0319] In another embodiment, a process for the preparation of a wettable powder (WP) composition according to the above embodiments is provided, comprising the steps of:

[0320] (a) all the ingredients, as illustrated in table-2, except dioctyl sodium sulpho succinate, were sieved, mixed, and milled to obtain a fine powder, wherein the particle size is less than 10 μm (Dv50); and

[0321] (b) thereafter dioctyl sodium sulpho succinate was added to the powder obtained in step (a) and mixed to obtain a homogenous powder of the product.

[0322] In another embodiment, a process for the preparation of a granule (GR) composition according to the above embodiments is provided, comprising the steps of:

[0323] (a) sieving the active ingredient(s), sodium lignin sulphonate, sodium dialkyl naphthalene sulfonate, a Sodium Salt of a sulfated fatty alcohol, and a filler, mixing and milling, to obtain a homogeneous powder, having a particle size of less than 10 μm (Dv50);

[0324] (b) Polyethylene glycol (PEG10000) and polymeric binder were added into water and heated to obtain a solution, followed by the addition of pigment Red and Green to obtain a homogenous mixture;

[0325] (c) Quartz sand was mixed with ortho-phosphoric acid and one third of the mixture prepared in Step-(a) was added and mixed, followed by the addition of one third of the mixture prepared in Step-(b) and a further mixing step; and

[0326] (d) the process of adding the mixtures from Step-(a) and Step-(b), as carried out in step (c) was repeated twice, followed by mixing and drying the resulting product with hot air.

[0327] In another embodiment, a process for the preparation of a granule (GR) composition according to the above embodiments is provided, comprising the steps of:(a) sieving the active ingredient(s), sodium lignin sulphonate, sodium dialkyl naphthalene sulfonate, Sodium Salt of a sulfated fatty alcohol, and filler, mixing and milling to obtain a powder wherein the particle size is less than 10 μm (Dv50);

[0328] (b) the powder obtained in step (a) was mixed with water to obtain a dough, which was extruded to obtain strings, followed by cutting the strings into shapes of granules, and drying.

[0329] In another embodiment, a process for the preparation of a water dispersible powder composition for slurry treatment (WS) is provided, comprising the steps of:

[0330] (a) sieving all the ingredients, as illustrated in table-4, except pigments and soluble starch, mixing and milling to obtain a powder, wherein the particle size is less than 10 μm (Dv50); (b) the powder thus obtained in step (a) was blended with pigment and soluble starch to obtain a homogenous mixture of the final product.

[0331] In an embodiment, the particle size is less than a Dᵥ₅₀ of 10 μm, and preferably less than the Dᵥ₅₀ of 6 μm.

[0332] In another embodiment, the particle size has a Dᵥ₅₀ of 1 to 10 μm, and preferably a Dᵥ₅₀ of 1 to 6 μm.

[0333] In another embodiment, the particle size is less than a Dᵥ₉₀ of 14 μm, preferably 1 to 14 μm.

[0334] The composition of the present invention is also suitable for controlling the undesired insects occurring in plant parts, in the protection of materials (e.g., wood, paper, paint dispersions, fiber or fabrics) and in the protection of stored products. The term "protection of materials" is to be understood to denote the protection of technical and non-living materials, such as adhesives, glues, wood, paper and paperboard, textiles, leather, paint dispersions, plastics, cooling lubricants, fiber or fabrics, against the infestation and destruction by undesired insects.

[0335] The composition of the present invention also provides a nonagronomic (other than field crops) application such as application on horticultural crops (e.g., greenhouse, nursery or ornamental plants not grown in a field), residential, commercial and industrial structures, turf (e.g., sod farm, pasture, golf course, lawn, sports field, etc.).

[0336] In another embodiment, there is provided a method for control of insects, comprising contacting the insects or their food supply, habitat, breeding grounds or their locus with a solid insecticidal composition as disclosed in any of the above embodiments.In another embodiment, there is provided a method of protecting seeds from insect attack, comprising coating the seeds with a composition as disclosed in any of the above embodiments.

[0337] In another embodiment, there is provided a method of protecting a crop from infestation by insects, comprising applying to the crop a composition as disclosed in any of the above embodiments.

[0338] In another embodiment, in any of the above methods of controlling insects, methods of protecting crops, or methods of protecting seeds, the compositions disclosed in the above embodiments are applied in an amount of from 5 g / ha to 2000 g / ha.

[0339] In another embodiment, the present invention provides use of the compositions disclosed in the above embodiments, for achieving control of insect populations.

[0340] “Effective amount” refers to an amount of a pesticidal or insecticidal composition or composition that, when applied to a locus where pest control is desired, is sufficient to achieve the intended pesticidal effect against one or more target pests, including but not limited to killing, inhibiting growth or reproduction, reducing infestation, or otherwise controlling the target pest, without causing unacceptable phytotoxicity, environmental harm, or adverse effects to non-target organisms, under normal conditions of use.

[0341] In another embodiment, the present invention provides a method for controlling insect pests and mites with an effective amount of the composition of the present invention and optionally at least one insecticide(s), fungicide(s), acaricide(s), nematicide(s), herbicide(s), plant growth regulator(s), fertilize(s), biostimulant(s) or acceptable salt(s) thereof or any combination.

[0342] Insect pests or mites is selected from the order of moths and butterflies (Lepidoptera). beetles (Coleoptera), flies, mosquitoes (Diptera), thrips (Thysanoptera), termites (Isoptera), cockroaches (Blattaria - Blattodea). true bugs (Hemiptera), crickets, grasshoppers, locusts (Orthoptera), arachnids (Acarina), fleas (Siphonaptera), silverfish, firebrat (Thysanura), millipedes (Diplopoda), earwigs (Dermaptera), lice (Phthiraptera), or plant parasitic nematodes.

[0343] In a further embodiment of the present invention defines the insect pests and mites from the orders of: lepidopterans (Lepidoptera), e.g. Agrotis ypsilon, Agrotis segetum (cutworm), Alabama argillacea, Anticarsia gemmatalis, Argyresthia conjugella, Autographa gamma, Bupalus piniarius, Cacoecia murinana, Capua reticulana, Cheimatobia brumata, Choristoneurafumiferana, Choristoneura occidentalis, Cirphis unipuncta, Cydia pomonella, Cydia caryana (hickory shuckworm), Dendrolimus pini, Diaphania nitidalis, Diatraea grandosella, Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella, Evetria bouliana, Feltia subterranea, Galleria mellonella, Grapholitha funebrana, Grapholitha molesta, Heliothis armigera, Heliothis virescens (tobacco budworm), Heliothis zea, Hellula undalis, Hiberniadefoliaria, Hyphantria cunea, Hyponomeuta malinellus, Keiferia lycopersicella, Lambdina fiscellaria, Laphygma exigua, Leucoptera coffeella, Leucoptera scitella, Lithocolletis blancardella, Lobesia botrana, Loxostege sticticalis, Lymantria dispar, Lymantria monacha, Lyonetia clerkella, Malacosoma neustria, Mamestra brassicae, Orgyia pseudotsugata, Ostrinia nubilalis (european corn borer), Panolis flammea, Pectinophora gossypiella (pink bollworm), Peridroma saucia, Phalera bucephala, Phthorimaea operculella, Phyllocnistis citrella, Pieris brassicae, Pieris rapae (imported cabbageworm), Plathypena scabra, Plutella xylostella, Pseudoplusia includens, Rhyacionia frustrana, Scrobipalpula absoluta, Sitotroga cerealella, Sparganothis pilleriana, Spodoptera frugiperda (fall armyworm), Spodoptera littoralis, Spodoptera litura, Thaumatopoea pityocampa, Tortrix viridana, Trichoplusia ni, Zeiraphera canadensis, Giant swallowtail (orangedog), Paralobesia viteana (grape berry moth), Desmia funeralis (grape leaffolder), Helicoverpa zea (corn earworm), Helicoverpa armigera (cotton bollworm), Agrotis segetum, Agrotis ipsilon, Agrotis exclamationis, Manduca quinquemaculata (tomato hornworm), Lithophane antennata (green fruitworm), Lithophane unimoda, Orthosia hibisci, Anarsia lineatella (peach twig borer), Acrobasis nuxvorella (pecan nut casebearer), Amyelois transitella (navel orangeworm), Marmara gulosa (Citrus peelminer) and Harrisina americana (Grapeleaf skeletonizer), beetles (Coleoptera), e.g. Agrilus sinuatus, Agriotes lineatus, Agriotes obscuras, Amphimallus solstitialis, Anisandrus dispar, Anthonomus grandis, Anthonomus pomorum, Aphthona euphoridae, Athous haemorrhoidalis, Atomaria linearis, Blastophagus piniperda, Blitophaga undata, Bruchus rufimanus, Bruchus pisorum, Bruchus lentis, Byctiscus betulae, Cassida nebulosa, Cerotoma trifurcata, Cetonia aurata, Ceuthorrhynchus assimilis, Ceuthorrhynchus napi, Chaetocnema tibialis, Conoderus vespertinus, Crioceris asparagi, Ctenicera ssp., Curculio caryae (pecan weevil), Diabrotica longicornis, Diabrotica semipunctata, Diabrotica 12-punctata, Diabrotica speciosa, Diabrotica virgifera, Epilachna varivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobius abietis, Hypera brunneipennis, Hypera postica, Ips typographus, Lerna bilineata, Lerna melanopus, Leptinotarsa decemlineata (Colorado potato beetle), Limoniuscalifornicus, Lissorhoptrus oryzophilus, Melanotus communis, Meligethes aeneus, Melolontha hippocastani, Melolontha melolontha, Oulema oryzae, Ortiorrhynchus sulcatus, Otiorrhynchus ovatus, Phaedon cochleariae, Phyllobius pyri, Phyllotreta chrysocephala, Phyllophaga sp., Phyllopertha hordeola, Phyllotreta nemorum, Phyllotreta striolata, Popillia japonica (Japanese beetle), Sitona lineatus, Sitophilus granaria, Diaprepes abbreviatus, and Conotrachelus nenuphar (plum curculio), flies, mosquitoes (Diptera), e.g. Aedes aegypti, Aedes albopictus, Aedes vexans, Anastrepha ludens, Anopheles maculipennis, Anopheles crucians, Anopheles albimanus, Anopheles gambiae, Anopheles freebomi, Anopheles leucosphyrus, Anopheles minimus, Anopheles quadrimaculatus, Calliphora vicina, Ceratitis capitata, Chrysomya bezziana, Chrysomya hominivorax, Chrysomya macellaria, Chrysops discalis, Chrysops silacea, Chrysops atlanticus, Cochliomyia hominivorax, Contarinia sorghicola Cordylobia anthropophaga, Culicoides furens, Culex pipiens, Culex nigripalpus, Culex quinquefasciatus, Culex tarsalis, Culiseta inornata, Culiseta melanura, Dacus cucurbitae, Dacus oleae, Dasineura brassicae, Delia antique, Delia coarctata, Delia platura, Delia radicum, Dermatobia hominis, Drosophila suzukii (spotted wing drosophila), Fannia canicularis, Geomyza Tripunctata, Gasterophilus intestinalis, Glossina morsitans, Glossina palpalis, Glossina fuscipes, Glossina tachinoides, Haematobia irritans, Haplodiplosis equestris, Hippelates spp., Hylemyia platura, Hypoderma lineata, Leptoconops torrens, Liriomyza sativae, Liriomyza trifolii, Lucilia caprina, Lucilia cuprina, Lucilia sericata, Lycoria pectoralis, Mansonia dollanus, Mayetiola destructor, Musca domestica, Muscina stabulans, Oestrus ovis, Opomyza florum, Oscinella frit, Pegomya hysocyami, Phorbia antiqua, Phorbia brassicae, Phorbia coarctata, Phlebotomus argentipes, Psorophora columbiae, Psila rosae, Psorophora discolor, Prosimulium mixtum, Rhagoletis cerasi, Rhagoletis pomonella (apple maggot), Sarcophaga haemorrhoidalis, Sarcophaga sp., Simulium vittatum, Stomoxys calcitrans, Tabanus bovinus, Tabanus atratus, Tabanus lineola, Tabanus similis, Tipula oleracea, Tipula paludosa, and Rhagoletis cerasi (cherry fruit fly),

[0344] thrips (Thysanoptera), e.g., Dichromothrips corbetti, Dichromothrips ssp., Frankliniella fusca, Frankliniella occidentalis, Frankliniella tritici, Scirtothrips citri (Citrus thrips), Thrips oryzae, Thrips palmi, Thrips tabaci, and Drepanothrips reuteri (grape thrips)

[0345] termites (Isoptera). e.g., Calotermes jlavicollis, Leucotermes jlavipes, Heterotermes aureus, Reticulitermes flavipes, Reticulitermes virginicus, Reticulitermes lucifugus, Termes natalensis, and Coptotermes formosanus,cockroaches (Blattaria - Blattodea), e.g., Blattella germanica, Blattella asahinae, Periplaneta americana, Periplaneta japonica, Periplaneta brunnea, Periplaneta fuligginosa, Periplaneta australasiae, and Blatta orientalis,

[0346] true bugs (Hemiptera), e.g. Diaphorina citri, Acrostemum hilare, Blissus leucopterus, Cyrtopeltis notatus, Dysdercus cingulatus, Dysdercus intermedins, Eurygaster integriceps, Euschistus impictiventris, Leptoglossus phyllopus, Lygus lineolaris, Lygus pratensis, Nezara viridula, Piesma quadrata, Solubea insularis, Thyanta perditor, Acyrthosiphon onobrychis, Adelges laricis, Aphidula nasturtii, Aphis fabae, Aphis forbesi, Aphis pomi, Aphis gossypii, Aphis grossulariae, Aphis schneideri, Aphis spiraecola, Aphis sambuci, Acyrthosiphon pisum, Aulacorthum solani, Bemisia argentifolii, Brachycaudus cardui, Brachycaudus helichrysi, Brachycaudus persicae, Brachycaudus prunicola, Brevicoryne brassicae, Capitophorus homi, Cerosipha gossypii, Chaetosiphon fragaefolii, Cryptomyzus ribis, Dreyfusia nordmannianae, Dreyfusia piceae, Dysaphis radicola, Dysaulacorthum pseudosolani, Dysaphis plantaginea, Dysaphis pyri, Empoasca fabae, Hyalopterus pruni, Hyperomyzus lactucae, Macrosiphum avenae, Macrosiphum euphorbiae, Macrosiphon rosae, Megoura viciae, Melanaphis pyrarius, Metopolophium dirhodum, Myzus persicae, Myzus ascalonicus, Myzus cerasi, Myzus varians, Nasonovia ribis-nigri, Nilaparvata lugens, Pemphigus bursarius, Perkinsiella saccharicida, Phorodon humuli, Psylla mail, Psylla piri, Rhopalomyzus ascalonicus, Rhopalosiphum maidis, Rhopalosiphum padi, Rhopalosiphum insertum, Sappaphis mala, Sappaphis mall, Schizaphis graminum, Schizoneura lanuginosa, Sitobion avenae, Trialeurodes vaporariorum, Toxoptera aurantii, Viteus vitifolii, Cimex lectularius, Cimex hemipterus, Reduvius senilis, Triatoma spp., Cicadella viridis (green leafhoppers), Bactericera cockerelli (potato psyllid), Arilus critatus, Pianococcus citri (citrus mealybug), Pseudococcus maritimus (grape mealybug), Pseudatomoscelis seriatus (cotton fleahopper), Proxys punctulatus (black stink bug), Halyomorpha halys, Citricola scale (Coccus pseudomagnoliarum), Barnacle scale (Ceroplastes cirripediformis), and Brown soft scale (Coccus hesperidum), ants, bees, wasps, sawflies (Hymenoptera), e.g. Athalia rosae, Atta cephalotes, Atta capiguara, Atta cephalotes, Atta laevigata, Atta robusta, Atta sexdens, Atta texana, Crematogasterspp., Hoplocampa minuta, Hoplocampa testudinea, Monomorium pharaonis, Solenopsis geminata, Solenopsis invicta, Solenopsis richteri, Solenopsis xyloni, Pogonomyrmex barbatus, Pogonomyrmex californicus, Pheidole megacephala, Dasymutilla occidentalis, Bombus spp. Vespula squamosa, Paravespulavulgaris, Paravespula pennsylvanica, Paravespula germanica, Dolichovespula maculata, Vespa crabro, Polistes rubiginosa, Camponotus floridanus, and Linepithema humile, crickets, grasshoppers, locusts (Orthoptera), e.g. Acheta domestica, Gryllotalpa gryllotalpa, Locusta migratoria, Melanoplus bivittatus, Melanoplus femurrubrum, Melanoplus mexicanus, Melanoplus sanguinipes, Melanoplus spretus, Nomadacris septemfasciata, Schistocerca americana, Schistocerca gregaria, Dociostaurus maroccanus, Tachycines asynamorus, Oedaleus senegalensis, Zonozerus variegatus, Hieroglyphus daganensis, Kraussaria angulifera, Calliptamus italicus, Chortoicetes terminifera, Scudderia spp. (katydid) an Locustana pardalina, Arachnoidea, such as arachnids (Acarina), e.g. of the families Argasidae, Ixodidae and Sarcoptidae, such as Amblyomma americanum, Amblyomma variegatum, Ambryomma maculatum, Argas persicus, Boophilus annulatus, Boophilus decoloratus, Boophilus microplus, Dermacentor silvarum, Dermacentor andersoni, Dermacentor variabilis, Hyalomma truncatum, Ixodes ricinus, Ixodes rubicundus, Ixodes scapularis, Ixodes holocyclus, Ixodes pacificus, Ornithodorus moubata, Ornithodorus hermsi, Ornithodorus turicata, Ornithonyssus bacoti, Otobius megnini, Dermanyssus gallinae, Psoroptes ovis, Rhipicephalus sanguineus, Rhipicephalus appendiculatus, Rhipicephalus evertsi, Sarcoptes scabiei, and Eriophyidae spp. such as Aculus schlechtendali, Phyllocoptrata oleivora (citrus rust mite), Aceria sheldoni (citrus bud mite) and Eriophyes sheldoni; Tarsonemidae spp. such as Phytonemus pallidus and Polyphagotarsonemus latus; Tenuipalpidae spp. such as Brevipalpus phoenicis; Tetranychidae spp. such as Tetranychus cinnabarinus, Tetranychus kanzawai, Tetranychus pacificus, Tetranychus telarius and Tetranychus urticae, Panonychus ulmi, Panonychus citri (citrus red mite), and Oligonychus pratensis; Araneida, e.g. Latrodectus mactans, and Loxosceles reclusa, fleas (Siphonaptera), e.g. Ctenocephalides felis, Ctenocephalides canis, Xenopsylla cheopis, Pulex irritans, Tunga penetrans, and Nosopsyllus fasciatus, silverfish, firebrat (Thysanura ). e.g., Lepisma saccharina and Thermobia domestica, centipedes (Chilopoda). e.g., Scutigera coleoptrata, millipedes (Diplopoda). e.g., Narceus spp., earwigs (Dermaptera). e.g., forficula auricularia, lice (Phthiraptera). e.g. Pediculus humanus capitis, Pediculus humanus corporis, Pthirus, Haematopinus eurystemus, Haematopinus suis, Linognathus vituli, Bovicola bovis, Menopon gallinae, Menacanthus stramineus and Solenopotes capillatus, plant parasitic nematodes such as root-knot nematodes, Meloidogyne arenaria, Meloidogyne chitwoodi, Meloidogyne exigua, Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica and other Meloidogynespecies; cyst nematodes, Globodera rostochiensis, Globodera pallida, Globodera tabacum and other Globodera species, Heterodera avenae, Heterodera glycines, Heterodera schachtii, Heterodera trifolii, and other Heterodera species; seed gall nematodes, Anguina funesta, Anguina tritici and other Anguina species; stem and foliar nematodes, Aphelenchoides besseyi, Aphelenchoides fragariae, Aphelenchoides ritzemabosi and other Aphelenchoides species; sting nematodes, Belonolaimus longicaudatus and other Belonolaimus species; pine nematodes, Bursaphelenchus xylophilus and other Bursaphelenchus species; ring nematodes, Criconema species, Criconemella species, Criconemoides species, and Mesocriconema species; stem and bulb nematodes, Ditylenchus destructor, Ditylenchus dipsaci, Ditylenchus myceliophagus and other Ditylenchus species; awl nematodes, Dolichodorus species; spiral nematodes, Helicotylenchus dihystera, Helicotylenchus multicinctus and other Helicotylenchus species, Rotylenchus robustus and other Rotylenchus species; sheath nematodes, Hemicycliophora species and Hemicriconemoides species; Hirshmanniella species; lance nematodes, Hoplolaimus columbus, Hoplolaimus galeatus and other Hoplolaimus species; false root-knot nematodes, Nacobbus aberrans and other Nacobbus species; needle nematodes, Longidorus elongates and other Longidorus species; pin nematodes, Paratylenchus species; lesion nematodes, Pratylenchus brachyurus, Pratylenchus coffeae, Pratylenchus curvitatus, Pratylenchus goodeyi, Pratylenchus neglectus, Pratylenchus penetrans, Pratylenchus scribneri, Pratylenchus vulnus, Pratylenchus zeae and other Pratylenchus species; Radinaphelenchus cocophilus and other Radinaphelenchus species; burrowing nematodes, Radopholus similis and other Radopholus species; reniform nematodes, Rotylenchulus reniformis and other Rotylenchulus species; Scutellonema species; stubby root nematodes, Trichodorus primitivus and other Trichodorus species; Paratrichodorus minor and other Paratrichodorus species; stunt nematodes, Tylenchorhynchus claytoni, Tylenchorhynchus dubius and other Tylenchorhynchus species and Merlinius species; citrus nematodes, Tylenchulus semipenetrans and other Tylenchulus species; dagger nematodes, Xiphinema americanum, Xiphinema index, Xiphinema diversicaudatum and other Xiphinema species; and other plant parasitic nematode species WO 2023 / 073566).

[0347] In one embodiment, the composition of the present invention is used to control a wide variety of undesired insect pests and mites, is advantageous, for several purposes, e.g.:

[0348] useful for addressing a wider range of pest and diseases e.g., insecticidal activity;offering a single application as a uniform composition in place of separate application of different insecticides;

[0349] offering crop health improvement in comparison to separate applications of different insecticides;

[0350] longer residual control after application of the composition.

[0351] Further, the composition of the instant invention has higher stability / shelf life. The composition of the instant invention is advantageous over the existing composition in terms of better and longer retention on the leaves being a foliar spray and brings in rainfastness to the product which is a desired attribute in pesticides.

[0352] In another embodiment, the present invention provides a composition which shows enhanced action against the undesired insect pests and mites, in comparison to the control rates that are possible with the individual compounds and / or suitable for improving the health of plants when applied to plants, parts of plants, plant propagation materials, or at their locus of their growth.

[0353] In another embodiment, there is provided a method for controlling or combating the undesired insect pests or mites, wherein the composition of the present invention, is applied to the plants, to parts thereof or to a locus thereof.

[0354] In yet another embodiment, the composition of the present invention is particularly important for controlling a multitude of insect pests and mites, on various cultivated plants or plant parts, such as cereals, e.g. wheat, rye, barley, triticale, oats, rice, mushroom; beet, e.g. sugar beet or fodder beet; fruits, such as pomes, stone fruits or soft fruits, e.g. apples, apricot, peanut, pears, pecan, plums, peaches, almonds, cherries, strawberries, raspberries, nectarine, prune, blackberries or gooseberries; leguminous plants, such as lentils, peas, alfalfa or soybeans; oil plants, such as oilseed rape, mustard, olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms, ground nuts or soybeans; cucurbits, such as squashes, cucumber or melons; fiber plants, such as cotton, flax, hemp or jute; citrus fruit, such as oranges, lemons, grapefruits or mandarins; vegetables, such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits or paprika; lauraceous plants, such as avocados, cinnamon or camphor; energy and raw material plants, such as corn, soybean, rape, sugar cane or oil palm; corn; tobacco; nuts; coffee; tea; bananas; vines (table grapes and grape juice grape vines); hop; turf; sweet leaf (also called Stevia); natural rubber plants or ornamental and forestry plants, such as flowers, shrubs, broad-leaved trees or evergreens,e.g. conifers; and on the plant propagation material, such as seeds, and the crop material of these plants.

[0355] In a preferred embodiment, the composition of the present invention is particularly important for controlling a multitude of undesired pathogenic microorganisms, insect pests and mites, in the rice, tomato, chili, cabbage, okra, cotton, soybean and cucumber crop.

[0356] In one embodiment, the method of combating harmful insect pests and mites, depending on the type of compound and the desired effect, the application rates of the mixture of according to the invention are preferably from 5 to 1000 g / ha, most preferably from 10 to 750 g / ha, in particular from 20 to 500 g / ha.

[0357] In preferred embodiment, the method of combating pests (insects, acarids or nematodes) depending on the type of compound and the desired effect, the application rates of the mixture according to the invention are from, preferably from 20 to 1000 g / ha, more preferably from 10 to 750 g / ha, in particular from 20 to 500 g / ha.

[0358] In an embodiment, the present invention provides a method for improving crop health (phyto-tonic effect), comprising treating a plant with a pesticidally effective amount of the composition of the present invention. The composition of the present invention also widens the spectrum and said to have longer residual effect against undesired insect pests and mites. The composition of the present invention is also able to improve plant health.

[0359] The composition of the present invention provides a number of other advantages:

[0360] (a) Increased efficacy in comparison to the other compositions tested during the trial.

[0361] (b) Economically beneficial to the farmers as it provides better yield of the crop with reduction in the number of sprays.

[0362] (c) Reduced possibility of hazards to the farmers due to occupational exposure because of reduction in the number of sprays.

[0363] (d) Is storage-stable.

[0364] (e) Is non-phytotoxic.

[0365] (f) Number of sprays will reduce which in turn reduce the quantity of water required for spray. In certain embodiments, the insecticidal compositions of the present invention exhibit suspensibility that is significantly improved relative to insecticidal compositions in the prior art. When dispersed in water, the compositions demonstrate reduced sedimentation and maintain a substantially uniform suspension for a longer duration compared to known compositionscontaining similar active ingredients. This enhanced suspensibility contributes to more consistent application rates and improved handling characteristics, including decreased clogging of application equipment and reduced need for agitation during use. Accordingly, the compositions of the present invention provide a technical advantage over existing insecticidal compositions by offering superior suspension stability while maintaining effective insecticidal activity.

[0366] The further embodiments of the present invention are illustrated by the following examples, which are merely exemplary of the present invention and are not intended to limit the scope of the invention. Certain modifications and equivalents will be apparent to those skilled in the art and are intended to be included within the scope of the present invention.

[0367] Examples:

[0368] A general method for preparing a water dispersible granular (WDG) formulation, Examples 1-A, to 1-K.

[0369] All the ingredients, as illustrated in Table- 1, 2 and 2.1, except dioctyl sodium sulpho succinate, anti-foaming agent and water, were sieved through a 210 pm sieve, and were charged into a powder blender to form a homogeneous mixture. This mixture was passed through an air-jet mill to reduce the particle size to less than 10 pm (Dv50). The fine powder thus obtained was transferred to a dough maker like a planetary mixer or a plough shear mixer. A solution of dioctyl sodium sulpho succinate, and anti-foaming agent in water was added slowly to the dough maker and was mixed to obtain a homogeneous extrudable dough. This dough was extruded using a suitable extruder to obtain spaghetti like strings having a diameter in the range of 0.5 to 1.3 mm. The extruded strings were cut into shapes of granules having length less than 10 mm. The granules were dried using a fluidized bed drier or any other suitable drying method to obtain the final product containing approximately 2 % moisture.

[0370] Example 1. WDG, water dispersible granules formulation:

[0371] Table 1.

[0372] Quant Quant Quant Quant Quant ity ity ity ity ity No Ingredients Function (% (% (% (% (% w / w) w / w) w / w) w / w) w / w)

[0373]

[0374] 1-A 1-B 1-C 1-D 1-EThe compound of

[0375] formula (I-l)(98.5 Active

[0376] 25.38 71.13 71.13 50.90 86.30 ingredient

[0377] % purity)

[0378] Sodium salt of

[0379] dialkyl naphthalene

[0380] sulphonate Dispersing

[0381] 4.00 - - 6.00 agent

[0382] formaldehyde

[0383] condensate

[0384] Sodium salt of

[0385] naphthalene

[0386] sulphonate Dispersing

[0387] 4 - - 5.00 - agent

[0388] formaldehyde

[0389] condensate

[0390] Sodium

[0391] poly carboxylic acid Dispersing

[0392] 4 - 8.00 - - agent

[0393] salt

[0394] Sodium salt of

[0395] sulphated fatty Wetting

[0396] - 2.00 1.00 1.00 agent

[0397] alcohol

[0398] Sodium lignin

[0399] Dispersing

[0400] 1.0 2.00 1.00 2.00 2.00 sulphonate agent

[0401] Dioctyl sodium

[0402] Wetting

[0403] 1.0 1.00 - 1.00 1.00 sulpho succinate agent

[0404] Ammonium

[0405] Filler 4 8.00 3.00 - 3.00 Sulphate

[0406] Lactose

[0407] Filler 24.62 - - 6.00 - monohydrate

[0408] Modified poly Antifoaming 1.0 - 1.00 - - dimethyl siloxane

[0409] agent

[0410] AntiPrecipitated silica caking 3.0 3.00 3.00 3.00 -

[0411]

[0412] agent12. Kaolin clay Filler 30 8.87 8.87 29.10 0.70 13. Water 2.0 2.00 2.00 2.0 - Total (% w / w) 100 100.00 100.00 100.00 100.00

[0413]

[0414] Table 2.

[0415] Qty. Qty. Qty. No. Ingredients Function (%w / w) (%w / w) (%w / w)

[0416] 1-F 1-G 1-H 1. The compound of formula Active

[0417] 20.18 40.40 50.45 (I-l)(Purity - 99.1%w / w) ingredient

[0418] 2. emamectin benzoate Active

[0419] 10.59 10.60 5.30 (Purity - 94.4 %w / w) ingredient

[0420] 3. Dispersing

[0421] Sodium polycarboxylate - 8.00 - agent

[0422] 4. Sodium salt of blend of Wetting

[0423] 3.0 2.00 - fatty alcohol sulphates agent

[0424] 5. A styrene / acrylate Dispersing

[0425] 10 - 12 copolymer agent

[0426] 6. Dispersing

[0427] Sodium lignin sulphonate 1 1.00 1 agent

[0428] 7. Kaolin clay Filler 30 22.00 19.25 8. Sulfonic acids, C14-16- Wetting

[0429] alkane hydroxy and C14-16- agent - - 3 alkene, sodium salts

[0430] 9. Maltodextrin Filler 16.23 10.00

[0431] 10. AntiPrecipitated silica caking 3.0 3.00 3.0 agent

[0432] 11. AntiModified poly dimethyl

[0433] foaming 1.0 1.00 1.0 siloxane

[0434] agent

[0435]

[0436] 12. Ammonium sulphate Filler 3.0 3.013. Water 2 2 2

[0437]

[0438] 14. Total 100 100.00 100

[0439] Table 2.1

[0440] Qty. Qty. Qty. No. Ingredients Function (%w / w) (%w / w) (%w / w)

[0441] 1-1 1-J 1-K The compound of formula (I- Active

[0442] 1. 20.18 40.40 60.54 l)(Punty - 99.1%w / w) ingredient

[0443] Active

[0444] 2. dinotefuran (Purity - 99.5 %w / w) 20.1 10.05 10.05 ingredient

[0445] Sodium salt of alkyl naphthalene

[0446] 3. sulphonate formaldehyde Dispersing agent 6 6.00 3.0 condensate

[0447] Sodium salt of a blend of fatty

[0448] 4. Wetting agent - 2.00 - alcohol sulphates

[0449] 5. Sodium lignin sulphonate Dispersing agent 1 1.00 1 6. A styrene / acrylate copolymer Dispersing agent 8 12 Sodium salt of di alkyl sulpho Wetting agent

[0450] 7. 1.00 2.0 succinate

[0451] 8. Kaolin clay Filler 23.72 28.55 7.41 Sulfonic acids, Ci4-i6-alkane Wetting agent

[0452] 9. hydroxy and Ci4-i6-alkene, sodium 3.0 - - salts

[0453] 10 Maltodextrin Filler 10 6.00 - 11 Ammonium sulphate Filler 3.0 - - Anti-caking

[0454] 12 Precipitated silica 3.0 3.00 3.0 agent

[0455] 13 Water 2.0 2.0 1.0

[0456]

[0457] 14 Total 100 100.00 100

[0458] A general method for preparing a wettable powder (WP) formulation, Examples 2-A, 2-B, 2-C and 2-D.All the ingredients as illustrated in Table 3, except dioctyl sodium sulpho succinate, were sieved through a 210 pm sieve and charged into a powder blender. The ingredients were mixed to form a homogeneous mixture. This mixture was passed through an Air-jet mill to reduce the particle size to less than 10 pm (Dv50). The fine powder thus obtained was again transferred to a powder blender and dioctyl sodium sulpho succinate was added slowly and mixed till a homogeneous powder of the final product was obtained.

[0459] Example 2. WP, wettable powder formulation:

[0460] Table 3.

[0461] Quantity Quantity Quantity Quantity No. Ingredients Function (% w / w) (% w / w) (% w / w) (% w / w)

[0462] 2-A 2-B 2-C 2-D 1. The compound of formula Active

[0463] ingredient 30.45 50.90 61.1 81.5 (I-l)(98.5 % purity)

[0464] 2. Sodium salt of alkyl

[0465] naphthalene sulphonate Dispersing

[0466] 4.0 4.00 4.5 5.5 agent

[0467] formaldehyde condensate

[0468] 3. Sodium salt of sulphated Wetting

[0469] agent 1.5 1.50 2.5 3 fatty alcohol

[0470] 4. Sodium lignin sulphonate Dispersing

[0471] 2.0 2.00 2.5 3 agent

[0472] 5. Dioctyl sodium sulpho Wetting

[0473] agent 1.0 1.00 1.5 2 succinate

[0474] 6. Precipitated silica Anti-caking

[0475] 3.0 3.00 2 1 agent

[0476] 7. Kaolin Clay Filler 58.05 37.60 25.9 4

[0477] Total (% w / w) 100 100.00 100.00 100.00

[0478]

[0479] A general method for preparing Granular (GR) compositions, Examples 3-A to 3-H.

[0480] The active ingredient(s), sodium lignin sulphonate, sodium dialkyl naphthalene sulfonate, sodium salt of sulfated fatty alcohol, ammonium sulfate, talc, kaolin clay (diatomaceous earth), and precipitated silica were sieved through a 210 pm sieve, mixed and milled to obtain a powder with particle sizes less than 10 pm (Dv50), in a first vessel.In a second vessel polyethylene glycol (PEG10000), polymeric binder, and pigment Red and Green were added into water to obtain a solution.

[0481] Thereafter, in a mixer, quartz sand was mixed with ortho-phosphoric acid. To this mixture, one third of the mixture prepared in the first vessel was added and mixed. After that, one third of the mixture prepared in the second vessel was also added and mixed thoroughly. The process of adding the mixtures from the first vessel and the second vessel was repeated twice. After complete addition and mixing, the resulting mixture was dried using hot air to obtain the final product. A general method for preparing Granular (GR) compositions, Example 3-D:

[0482] The active ingredient(s) as illustrated in Table 4, 5 and 5.1, sodium lignin sulphonate, sodium dialkyl naphthalene sulfonate, sodium salt of sulfated fatty alcohol, ammonium sulfate, talc and kaolin clay (diatomaceous earth), were sieved through a 210 pm sieve and charged into a powder blender. The ingredients were mixed to form a homogeneous mixture. This mixture was passed through an Air-jet mill to reduce the particle size to less than 10 pm (Dv50). The fine powder thus obtained was transferred to a dough maker like a Planetary mixer or a Plough Shear Mixer. Water was added slowly to the dough maker and mixed to obtain a homogeneous extrudable dough. This dough was extruded using a suitable extruder to obtain spaghetti like strings having a diameter in the range of 0.5 to 1.3 mm. The extruded strings were cut into shapes of granules having a length less than 10 mm. The granules were dried using a Fluidized Bed Drier or any other suitable drying method to obtain the final product.

[0483] Example 3. GR, granule formulation:

[0484] Table 4

[0485] Qty(%w / w)

[0486] No Ingredients Function

[0487] 3-A

[0488] The compound of

[0489] 1. formula (I- 1) (Purity - Active ingredient 0.82

[0490] 98.42%w / w)

[0491] 2. PEG10000 binder 0.30

[0492] 3. Sodium lignin sulphonate Dispersing agent 0.50

[0493] 4. Pigment colorants 0.07

[0494] 5. Polyvinyl alcohol binder 0.05

[0495] 6. Kaolin Clay filler 5.00

[0496]

[0497] 7. Precipitated Silica Anti-caking agent 1.008. Demineralized Water 0.40 9. Quartz sand carrier 91.86

[0498]

[0499] Total (%) 100.00

[0500] Table 5:

[0501] Quantity Quantity Quantity Quantity No Ingredients Function (% w / w) (% w / w) (% w / w) (% w / w)

[0502] 3-B 3-C 3-D 3-E 1. The compound of Active

[0503] formula (I-l)(Purity - ingredient 0.82 0.61 0.81 0.82 98.42 % w / w)

[0504] 2. thiocyclam hydrogen Active

[0505] ingredient

[0506] oxalate (Purity - 85.7 - 7.00 - - % w / w)

[0507] 3. Polyethylene glycol binder

[0508] 0.30 0.30 - 0.30 (PEG10000)

[0509] 4. Sodium lignin Dispersin

[0510] g agent 0.50 - 2.00 0.50 sulphonate

[0511] 5. Sodium dialkyl Wetting

[0512] agent

[0513] naphthalene - - 3.00 - sulfonate

[0514] 6. Pigment Red and colorant

[0515] 0.07 0.17 - 0.15 Green

[0516] 7. Sodium salt of Wetting

[0517] agent - - 1.00 - sulfated fatty alcohol

[0518] 8. Ammonium sulfate Filler - - 10.00 - 9. Talc Filler - 0.61 33.19 - 10. Ortho-phosphoric Acidifyin

[0519] - 0.10 - - acid g agent

[0520] 11. Polymeric binder binder

[0521] 0.05 0.02 - 0.03 (Polyvinyl alcohol)

[0522] 12. Kaolin clay filler

[0523] 5.00 - 50.00 5.00 (Diatomaceous earth)

[0524] 13. AntiPrecipitated silica caking 1.00 - - 1.00

[0525]

[0526] agent14. Demineralized water 0.40 0.40 - - 15. Quartz sand carrier 91.86 90.79 - 92.20 Total (% w / w) 100.00 100.00 100.00 100.00

[0527]

[0528] Table 5.1

[0529] Quantity Quantity Quantity No. Ingredients Function (% w / w) (% w / w) (% w / w)

[0530] 3-F 3-G 3-H 1. A compound of formula (I- Active

[0531] 0.505 0.81 1.00 l)(Purity - 99.1 % w / w) ingredient

[0532] 2. Active

[0533] flupyrimin (Purity - 98.5 % w / w) 5.08 2.44 4.06 ingredient

[0534] 3. Polyethylene glycol (PEG10000) binder 0.4 0.40 0.4 4. Pigment colorant 0.1 0.10 0.1 5. Polyvinyl alcohol binder 0.04 0.04 0.04 6. Sodium salt of Di-alkyl Dispersing

[0535] naphthalene sulphonate agent 3.0 0.50 2.0 formaldehyde condensate

[0536] 7. Kaolin clay Filler 5.0 5.00 5.0 8. Anti-caking

[0537] Precipitated silica 0.5 0.40 0.5 agent

[0538] 9. Demineralized water 0.4 0.40 0.4 10 Quartz sand carrier 84.975 89.91 86.5 Total (% w / w) 100.00 100.00 100.00

[0539]

[0540] A general method for preparing Granular (GR) compositions, Examples 3-1 to 3-K:

[0541] The compound of formula 1-1, precipitated silica, and kaolin clay (diatomaceous earth) were individually sieved through a 210- pm sieve and charged into a powder blender. The materials were blended to obtain a homogeneous solid mixture, which was subsequently micronized using an air jet mill to achieve a median particle size (Dv50) of less than 10 pm, yielding a finely divided solidblend. Separately, a liquid mixture was prepared by stirring alcohol phosphate, C12-C14alcohol ethoxylate, and pigment green in ortho-phosphoric acid at 50 °C for 5-10 minutes until a uniform solution was obtained. Quartz sand was transferred to a suitable mixer (e.g., a planetary mixer), and half of the liquid mixture was slowly added under continuous mixing to uniformly wet the carrier. Subsequently, half of the solid blend and half of the cartap hydrochloride were added gradually with continuous stirring to obtain a uniform, nearly dry mass. The remaining liquid mixture was then introduced and mixed for 5-10 minutes, followed by the addition of the remaining portions of the solid blend and cartap hydrochloride. After further mixing for several minutes, a uniform, dry, and free-flowing product was obtained.

[0542] Table 5.2.

[0543] Qty(%w / Qty(%w / Qty(%w / No Ingredients Function w) w) w)

[0544] 3-1 3-J 3-K The compound of formula 1-1 Active

[0545] 1.

[0546] (Purity -98.42%w / w) ingredient 0.51 0.813 0.51 2. Active

[0547] Cartap HC1 (purity-95%) 7.90 10.52 4.21 ingredient

[0548] 3. Alcohol phosphate dispersant 1.5 2.0 1.2 4. Wetting

[0549] C12-C14alcohol ethoxylate 1.5 2.0 1.5 agent

[0550] 5. Acidifying

[0551] Ortho-phosphoric acid 0.30 0.25 0.25 agent

[0552] 6. Kaolin clay (Diatomaceous earth) filler 3.5 3.0 3.0 7. Anti-caking

[0553] Precipitated silica 1.0 1.5 1.0 agent

[0554] 8. Pigment green colorant 0.16 0.25 0.25 9. Quartz sand carrier 83.63 79.67 88.08 10.

[0555]

[0556] Total (%) 100.00 100.00 100.00

[0557] A general method for preparing a water dispersible powder for a slurry treatment (WS) formulation: Examples 4- A to 4-C.

[0558] All the ingredients as illustrated in Table 6, except pigments and soluble starch, were sieved through a 210 pm sieve, charged into a powder blender and mixed to form a homogeneous mixture. This mixture was passed through an Air-jet mill to reduce the particle size to less than 10 pm(Dv50). The fine powder thus obtained was again transferred to a powder blender, pigment and soluble starch were added and mixed till a homogeneous powder of the final product was obtained.

[0559] Example 4. WS, Water dispersible Powder for Slurry Seed Treatment formulation:

[0560] Table 6

[0561] Quantity Quantity Quantity No. Ingredients Function (% w / w) (% w / w) (% w / w)

[0562] 4-A 4-B 4-C 1. The compound of formula (I-l)(98.5 Active

[0563] ingredient 30.45 50.90 71.06 % purity)

[0564] 2. Sodium salt of alkyl naphthalene Dispersing

[0565] agent 4.0 4.50 5 sulphonate formaldehyde condensate

[0566] 3. Sodium salt of sulphated fatty Wetting agent

[0567] 1.0 1.20 1.5 alcohol

[0568] 4. Sodium lignin sulphonate Dispersing 1.5 5

[0569] 1.50

[0570] agent

[0571] 5. Pigment colorant 4.0 4.00 4.0 6. Soluble starch binder 29.05 15.00 5.44 7. Polyethylene glycol (PEG10000) binder 5 5.00 4.0 8. Precipitated silica Anti-caking 5 1.0

[0572] 3.00

[0573] agent

[0574] 9. Kaolin clay Filler 20 14.90 3

[0575] Total (% w / w) 100.00 100.00 100.00

[0576]

[0577] The excellent efficacy of the compositions, described in the present invention, are demonstrated in the biological examples below:

[0578] Example A. In-vivo bio-efficacy against Spodoptera litura on tomato and soybean plants.

[0579] A formulated compound (1-1 ), prepared according to example 1-C, was diluted with water to the desired test concentrations and filled in spray bottles.

[0580] Tomato and soybean plants, raised in the greenhouse, were sprayed with the formulated compound preparations in a track sprayer fitted with hollow cone nozzles and allowed to dry for 2 hours. 12 plants were treated for each concentration. Late second or early third instar larvae of the targetinsect, Spodoptera litura, were released on each plant. Each single plant was covered individually to prevent the larvae from escaping.

[0581] The single pots were kept in a plant growth chamber at a temperature of 25 °C, and a relative humidity of 70 %. Observations on dead, moribund and alive larvae were recorded 7 days after release. Percent mortality was calculated by combining dead and moribund larvae and comparing the result to the one of the untreated infested control.

[0582] The results are illustrated in table 7, below.

[0583] Example B. In-vivo bio-efficacy against Helicoverpa armigera on tomato and soybean plants.

[0584] A formulated compound (1-1 ), prepared according to example 1-C, was diluted with water to the desired test concentrations and filled in spray bottles.

[0585] Tomato and soybean plants, raised in the greenhouse, were sprayed with the formulated compound preparations in a track sprayer fitted with hollow cone nozzles and allowed to dry for 2 hours. 12 plants were treated for each concentration. Late second or early third instar larvae of the target insect, Helicoverpa armigera, were released on each plant. Each single plant was covered individually to prevent the larvae from escaping.

[0586] The single pots were kept in a plant growth chamber at a temperature of 25 °C, and a relative humidity of 70 %. Observations on dead, moribund and alive larvae were recorded 7 days after release. Percent mortality was calculated by combining dead and moribund larvae and comparing the result to the one of the untreated infested control. At the low application rate of 80 ppm, a water dispersible granular composition (according to example -1-C), containing as active ingredient a thietanyloxy compound of formula (I), shows a mortality of 100% against larvae of Helicoverpa armigera on 2 different crop plants (soybean and tomato). The results are illustrated in table 7, below.

[0587] Table 7:

[0588] | i Soybean plant Tomato plant | Sr. | | [, i Treatment § ]\0i Doses^ Helicoverpa § Spodoptera Helicoverpa § Spodoptera armigera i litura armigera i litura

[0589]

[0590] PPm

[0591] Mortality Mortality Mortality Mortality

[0592] 1 ^Untreated Control 0 0.00 0.00 0.00 0.00

[0593] Formulated

[0594] compound of

[0595] 2 formula (I- 80 100.00 100.00 100.00 100.00

[0596] 1 Recording to

[0597] example -1-C

[0598]

[0599] Example C. Evaluating the rainfastness of the formulated compound of formula (I)-l, against Spodoptera litura on tomato and soybean plants.

[0600] A formulated compound (I- 1 ), prepared according to example 1 -B or 2 or 3 or 4, was diluted with water to the desired test concentrations and filled in spray bottles.

[0601] Tomato and soybean plants, raised in the greenhouse, were sprayed with the formulated compound preparations in a track sprayer fitted with hollow cone nozzles. The treated plants were allowed to dry for different time intervals i.e., 30, 60, 90 and 120 min and were then exposed to an artificial rainfall of 30 mm / h. Late second or early third instar larvae of the target insect, Spodoptera litura, were released on each plant after allowing the treated plants to dry for 2 hours. Each single plant was covered individually to prevent the larvae from escaping.

[0602] The single pots were kept in a plant growth chamber at a temperature of 25 °C, and a relative humidity of 70 %. Observations on dead, moribund and alive larvae were recorded 7 days after release. Percent mortality was calculated by combining dead and moribund larvae and comparing the result to the one of the untreated infested control. A rainfall as short as 1.5 hours after the spray application of the formulated compound showed no negative impact on the mortality rating of Spodoptera litura larvae feeding on tomato and soybean plants. The results are illustrated in table 8, below.

[0603] Example D. Evaluating the rainfastness of the formulated compound of formula (I)-l, against Helicoverpa armigera on tomato and soybean plants.A formulated compound (1-1 ), prepared according to example 1-C, was diluted with water to the desired test concentrations and filled in spray bottles.

[0604] Tomato and soybean plants, raised in the greenhouse, were sprayed with the formulated compound preparations in a track sprayer fitted with hollow cone nozzles. The treated plants were allowed to dry for different time intervals i.e., 30, 60, 90 and 120 min and were then exposed to an artificial rainfall of 30 mm / h. Late second or early third instar larvae of the target insect, Helicoverpa armigera, were released on each plant after allowing the treated plants to dry for 2 hours. Each single plant was covered individually to prevent the larvae from escaping.

[0605] The single pots were kept in a plant growth chamber at a temperature of 25 °C, and a relative humidity of 70 %. Observations on dead, moribund and alive larvae were recorded 7 days after release. Percent mortality was calculated by combining dead and moribund larvae and comparing the result to the one of the untreated infested control. A rainfall as short as 1 hour after the spray application of the formulated compound showed no negative impact on the mortality rating of Helicoverpa larvae feeding on tomato and soybean plants. The results are illustrated in table 8, below.

[0606] Table 8

[0607] Tomato Soybean

[0608] % mortality % mortality

[0609] (7 days after release) (7 days after release) Sr. Doses

[0610] Treatment Time (min) interval Time (min) interval No.

[0611] (PPm) between compound between compound No application and rain No application and rain exposure. Rain exposure. Rain 30 60 90 120 30 60 90 120

[0612] 1 Untreated control - 0 0 0 0 0 0 0 0 0 0 Spodoptera litura

[0613] Formulated

[0614] compound of

[0615] 2 formula (I- 80 50 66 100 100 100 50 66 100 100 100 1 Recording to

[0616] example -1-C

[0617] Spodoptera litura

[0618] 3 Untreated control - 0 0 0 0 0 0 0 0 0 0

[0619]

[0620] Helicoverpa

[0621] armigera

[0622] Formulated

[0623] compound of

[0624] formula (I- 4 I (according to 80 66 100 100 100 100 50 100 100 100 100 example -1-C

[0625] Helicoverpa

[0626]

[0627] armigera

[0628] Having described the invention with reference to certain preferred embodiments, other embodiments will become apparent to one skilled in the art from consideration of the specification.

[0629] Performance Evaluation Criteria:

[0630] The performance of the compositions was evaluated based on spray solution stability and particle size characteristics.

[0631] Example 10: Method for Evaluating Suspensibility

[0632] To evaluate the stability of the compositions after dilution, a modified suspensibility test was employed. The method is substantially similar to procedures described in recognized international standards, such as CIPAC MT 161 and CIPAC MT 184, with minor procedural adaptations. Test Procedure:

[0633] Dilution:

[0634] A predetermined quantity of the formulation, corresponding to approximately 200 to 500 mg of active ingredient (for example, about 1.0 g to 2.0 g of formulation), was placed in a beaker. To this, 100 mL of standard hard water containing calcium and magnesium ions at a combined concentration of approximately 342 mg / L, maintained at 30 ± 2°C, was added. The mixture was stirred using a glass rod for approximately 1 min.

[0635] The resulting mixture was transferred to a 250 mL graduated cylinder. The beaker was rinsed with additional portions of the same water, and the rinsings were also transferred to the cylinder. The cylinder was then filled to the 250 mL mark with the same water, stoppered, and subjected to 30 complete inversion cycles over a period of approximately 2 min to ensure uniform dispersion. Settling:

[0636] The cylinder was allowed to stand undisturbed for a predetermined period, typically 30 min, to permit sedimentation.Sampling:

[0637] After the settling period, the upper nine-tenths (9 / 10) of the suspension was carefully removed without disturbing the lower one-tenth (1 / 10) portion.

[0638] Measurement and Calculation:

[0639] The quantity of sediments and insoluble matter present in the remaining bottom one-tenth portion was determined gravimetrically. Suspensibility was calculated using the following relationship: Suspensibility (%) = (Ctotal−Cbottom) × 111.1 / Ctotal

[0640] where:

[0641] Ctotal= represents the quantity of composition initially taken for the test, and

[0642] Cbottom= represents the quantity of sediments and insoluble material present in the bottom one-tenth portion after the settling period.

[0643] Composition Details

[0644] A compound of Formula (1-1) was formulated in combination with various insecticides using composition procedures described above, the resulting compositions comprising active ingredients in combined concentration of about 2000 ppm.

[0645] Table 9: The following table shows a comparison between the suspensibility, Dv50 and Dv90 values of the compositions of the present invention with varying particle sizes.

[0646] Example No Particle Size Suspensibility

[0647] Dv50 – 15.41

[0648] pm

[0649] 74.6% IB (High Particle size)

[0650] Dv90 – 39.18

[0651] pm

[0652] Dv50 – 2.9 μm

[0653] IB (Low Particle size) 95.1%

[0654] Dv90 – 7.7 μm

[0655] Dv50 – 23.28

[0656] pm

[0657] 72.2% IE (High Particle size)

[0658] Dv90 – 39.21

[0659] pm

[0660] Dv50 – 2.46 μm

[0661] 93.8% IE (Low Particle size)

[0662] Dv90 – 4.91 μm

[0663] Dv50 – 17.24

[0664] pm

[0665] IF (High Particle size)

[0666] Dv90 – 35.68

[0667] pm

[0668]

[0669] Dv50 – 4.69 μm

[0670] IF (Low Particle size) Dv90 – 11.20

[0671] pm

[0672] 2A (High Particle size) Dv50 – 11.49

[0673] pm

[0674] Dv90 – 30.02

[0675] pm

[0676] 2A (Low Particle size) Dv50 – 5.48 μm

[0677] Dv90 – 13.52

[0678]

[0679] pm

[0680] From the above table it is evident that compositions with a Dv50 value of less than 6 μm, and a Dv90 value of less than 14 μm, show significantly better suspensibility of > 90%, indicating that reduced particle size plays a significant role in achieving enhanced suspension stability.

[0681] Example 11: Method for Estimating Particle Size Distribution:

[0682] Particle size distribution of the compositions was determined using a laser diffraction technique, a well-established method for analyzing particles in the sub-μm to μm range, typically from about 0.1 to 100 μm. A laser diffraction particle size analyzer was employed for this purpose.

[0683] Procedure

[0684] Sample preparation: A representative sample of the composition was diluted in a compatible liquid medium, such as deionized water or a filtered organic solvent, to achieve a concentration suitable for measurement while minimizing multiple scattering effects.

[0685] Equilibration: The diluted sample was allowed to equilibrate to a controlled temperature, typically 25°C ± 0.3°C, prior to analysis.

[0686] Sample Introduction: The prepared sample was introduced into the particle size analyzer, which automatically determined and adjusted the optimum sample concentration required for accurate measurement.

[0687] Data Acquisition: Multiple measurement sub-runs, typically three repetitions, were conducted to ensure measurement stability and to eliminate potential anomalies arising from dust particles or transient aggregates.

[0688] Particle Size Reporting: The instrument processed the acquired data to generate a particle size distribution profile. Key reported parameters included Dv50 (median particle diameter) and Dv90 (coarse particle threshold).Dv50 represents the particle size at which 50% of the total sample volume consists of particles smaller than this diameter and 50% consists of particles larger than this diameter. It is commonly referred to as the median particle size based on the volume distribution of particles.

[0689] Dv90 represents the particle size below which 90% of the total sample volume is comprised of particles. In other words, only 10% of the sample volume consists of particles larger than this diameter. This parameter is used to describe the upper end of the particle size distribution.

[0690] Compositions exhibiting high suspensibility values, particularly those exceeding about 90-95%, consistently demonstrated a Dv50 particle size of less than about 5 μm, indicating that reduced particle size plays a significant role in achieving enhanced suspension stability.

[0691] The insecticidal compositions of the present invention effectively address the shortcomings associated with poor suspensibility observed in prior art compositions. The compositions are formulated such that the active ingredient remains uniformly dispersed in the carrier medium for extended periods, thereby exhibiting excellent suspensibility upon dilution in water. As a result, the compositions maintain homogeneity during storage, handling, and application, ensuring consistent delivery of the active ingredient and reliable insecticidal performance. The improved suspensibility also minimizes sedimentation, reduces the need for continuous agitation, and enhances ease of use under practical application conditions. Accordingly, the compositions of the present invention provide a stable and efficient insecticidal composition that overcomes the limitations of earlier compositions and fulfills a long-standing need in the art.

[0692] Having described the invention with reference to certain preferred embodiments, other embodiments will become apparent to one skilled in the art from consideration of the specification.

Claims

CLAIMS:

1. A solid insecticidal composition, comprising:(a) a compound of formula (I) in the range of 0.1 to 94 % (w / w);Formula (I)wherein,R1represents C1-C6alkyl or C3-C7cycloalkyl;R2represents F, Cl, Br, or CN;R3represents Cl, Br or methyl;R4represents H, F or Cl;R5represents H or methyl; andn represent an integer selected from 0-2;(b) a surfactant system in the range of 0.1 to 70 % (w / w), wherein the surfactant system comprises one or more of a wetting agent, a dispersing agent, or combinations thereof; (c) a filler in the range of 0.5 to 98 % (w / w); and(d) optionally other excipients in the range of 0.01 to 95 % (w / w);wherein the total of all the components of the composition is 100 % (w / w).

2. The solid insecticidal composition as claimed in claim 1, wherein:(b) the surfactant system comprises one or more of the wetting agent, the dispersing agent or combinations thereof; wherein;i. the wetting agent is present in a range of about 0.1 to 20 % (w / w) of the total weight of the composition; andii. the dispersing agent is present in the range of about 0.1 to 20 % (w / w) of the total weight of the composition.

3. The solid insecticidal composition as claimed in claim 1, wherein:(d) the other excipient is selected from one or more of an anti-caking agent, carrier, acidifying agent, anti-foaming agent, colorant, binder, and water, wherein:i. the anti-caking agent is present in an amount in the range of 0 to 10 % (w / w), of the total weight of the composition;ii. the carrier is present in an amount in the range of 0.01 to 93 % (w / w), of the total weight of the composition;iii. the acidifying agent is present in an amount in the range of 0.01 to 0.1 % (w / w), of the total weight of the composition;iv. the anti-foaming agent is present in a range of 0.1 to 1 % (w / w) of the total weight of the composition;v. water is present in an amount in the range of 0 to 10 % (w / w) of the total weight of the composition;vi. the colorants are present in a range of 0 to 5 % (w / w) of the total weight of the composition; andvii. the binders are present in a range of 0.01 to 40 % (w / w) of the total weight of the composition.

4. The solid insecticidal composition, as claimed in claim 1 optionally comprising one or more additional insecticidal compounds selected from the group consisting of abamectin, acephate, acetamiprid, afidopyropen, alpha cyhalothrin, alpha cypermethrin, azadirachtin, broflanilide, benzpyrimoxan, buprofezin, bifenthrin, cartap hydrochloride, chlorfenapyr, clothianidin, cypermethrin, dicloromezotiaz, diafenthiuron, dimpropyridaz, dinotefuran, deltamethrin, emamectin benzoate, flonicamid, fluxametamide, flupyrimin, fipronil, fluhexafon, flometoquin, fenazaquin, fenpropathrin, fenpyroximate, flubendiamide, flufenoxuron, hexithiazox, imidacloprid, indoxacarb, isocycloseram, lambda cyhalothrin, lufenuron, metaflumizone, novaluron, oxazosulfyl, pyridalyl, pymetrozine, pyriproxyfen, profenofos, propargite, pyridaben, pyrifluquinazon, pyrimidifen, spirodiclofen, spiropidion, spinetoram, spinosad, spirotetramat, sulfoxaflor, spidoxamat, spiromesifen, tebufenpyrad, thiamethoxam, thiocyclam, thiocyclam hydrogen oxalate, teflubenzuron, thiacloprid, triflumezopyrim, tolfenpyrad or combinations thereof, wherein the additional insecticidal compounds are present in an amount in the range of 0.1 to 80 % (w / w).

5. The solid insecticidal composition, as claimed in claim 1, wherein the surfactant system comprising the wetting agent and the dispersing agent is selected from one or more of sodium salt of naphthalene sulphonate formaldehyde condensate, sodium salt of dialkyl naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, alkyl naphthalene sulfonate, salt of naphthalene sulphonic acid condensation product, sodium polycarboxylate, sodium salts of copolymers of methacrylic acid and styrene, dioctyl sodium sulpho succinate, Na-dialkyl naphthalene sulfonate, docusate sodium, sodium salt of sulphated fatty alcohols, C12to C14alcohol ethoxylate, alcohol phosphate or combinations thereof.

6. The solid insecticidal composition, as claimed in claim 1, wherein the filler is selected from one or more of kaolin, ammonium sulfate, lactose monohydrate, maltodextrin, talc, rutile, silicon dioxide, or combinations thereof.

7. The solid insecticidal composition as claimed in claim 1, wherein the composition is in the form of a water dispersible granules (WDG), comprising:(a) the compound of formula (I) in the range of 10 to 90 % (w / w);(b) the surfactant system comprising one or more of the wetting agent, the dispersing agent or combinations thereof, wherein:i. the wetting agent is present in the range of 0.1 to 20 % (w / w);ii. the dispersing agent is present in the range of 0.1 to 20 % (w / w);(c) the filler in the range of 1 to 70 % (w / w); and(d) optionally other excipients in the range of 1 to 10 % (w / w);(e) optionally an additional insecticidal compound in the range of 1 to 30 % (w / w);wherein the total of all the components of the composition is 100 % (w / w).

8. The solid insecticidal composition as claimed in claim 7, wherein the composition comprises:(a) the compound of formula (I) in the range of 10 to 90 % (w / w);(b) the surfactant system comprising one or more of the wetting agent, the dispersing agent or combinations thereof, wherein:i. the wetting agent is present in the range of 0.1 to 20 % (w / w), wherein the wetting agent is one or more of sodium salt of naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, dioctyl sodium sulpho succinate, Sodium salt of di-alkyl sulpho succinate; sodium salt of a blend of fatty alcohol sulphates andsulfonic acids-C14-16-alkane hydroxy, C14-16-alkene-sodium salts or combinations thereof;ii. the dispersing agent is present in the range of 0.1 to 20 % (w / w); wherein the dispersing agent is one or more of Sodium salt of alkyl naphthalene sulphonate formaldehyde condensate, sodium polycarboxylate, sodium salt of dialkyl naphthalene sulphonate formaldehyde condensate, and sodium salt of naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate or combinations thereof;(c) the filler in the range of 1 to 70 % (w / w), wherein the filler is one or more of ammonium sulphate, lactose monohydrate, maltodextrin, silicon dioxide, kaolin clay or combinations thereof; and(d) optionally other excipients in the range of 1 to 10 % (w / w);(e) optionally an additional insecticidal compound in the range of 1 to 30 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

9. The solid insecticidal composition as claimed in claim 1, wherein the composition is in the form of a wettable powder (WP), comprising:(a) the compound of formula (I) in the range of 10 to 90 % (w / w);(b) the surfactant system comprising one or more of the wetting agent, the dispersing agent or the combinations thereof, wherein:i. the wetting agent is present in the range of 0.1 to 10 % (w / w);ii. the dispersing agent is present in the range of 0.1 to 10 % (w / w);(c) the filler in the range of 1 to 70 % (w / w); and(d) optionally other excipients in the range of 1 to 10 % (w / w);(e) optionally an additional insecticidal compound in the range of 0.1 to 80 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

10. The solid insecticidal composition as claimed in claim 9, wherein the composition comprises:(a) the compound of formula (I) in the range of 20 to 90 % (w / w);(b) the surfactant system comprising one or more of the wetting agent, the dispersing agent or the combinations thereof, wherein:(i) the wetting agent is present in the range of 0.1 to 10 % (w / w), wherein the wetting agent is one or more of sodium salt of sulphated fatty alcohol, sodium lignin sulphonate, dioctyl sodium sulpho succinate or combinations thereof; (ii) the dispersing agent is present in the range of 0.1 to 10 % (w / w), wherein the dispersing agent is sodium salt of alkyl naphthalene sulphonate formaldehyde condensate, sodium lignin sulfonate or combinations thereof;(c) the filler in the range of 1 to 70 % (w / w), wherein the filler is selected from one or more of silica, silicon dioxide, kaolin clay or combinations thereof; and(d) optionally other excipients in the range of 1 to 10 % (w / w);(e) optionally an additional insecticidal compound in the range of 1 to 30 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

11. The solid insecticidal composition as claimed in claim 1, wherein the composition is in the form of a granule (GR), comprising:(a) the compound of formula (I) in the range of 0.1 to 10 % (w / w);(b) the surfactant system comprising one or more of the wetting agent, the dispersing agent or combinations thereof, wherein:i. the wetting agent is present in the range of 0.1 to 10 % (w / w);ii. the dispersing agent is present in the range of 0.1 to 10 % (w / w);(c) the filler in the range of 0.1 to 60 % (w / w); and(d) optionally other excipients in the range of 0.1 to 95 % (w / w);(e) optionally an additional insecticidal compound in the range of 0.1 to 20 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

12. The solid insecticidal composition as claimed in claim 11, wherein the composition comprises:(a) the compound of formula (I) in the range of 0.1 to 10 % (w / w);(b) the surfactant system comprising one or more of the wetting agent, the dispersing agent or combinations thereof, wherein:(i) the wetting agent is present in the range of 0.1 to 10 % (w / w), and wherein the wetting agent is one or more of C12-C14alcohol ethoxylate, sodium lignin sulfonate, sodium dialkyl naphthalene sulfonate, a sodium salt of a sulfated fatty alcohol, or combinations thereof; and(iii) the dispersing agent is present in the range of 0.1 to 10 % (w / w), wherein the dispersing agent is one or more of alcohol phosphate, sodium dialkyl naphthalene sulfonate formaldehyde condensate, sodium lignin sulphonate or combinations thereof;(c) the filler in the range of 0.1 to 60 % (w / w); wherein the filler is one or more of kaolin clay, silicon dioxide, talc, quartz sand or combinations thereof; and (d) a binder in the range of 0.01 to 40 % (w / w), wherein the binder is one or more of polyethylene glycol, polyvinyl alcohol, PEG 1500, PEG 400, PEG 1000, PEG 10000, or combinations thereof;(e) optionally an additional insecticidal compound in the range of 0.1 to 20 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

13. The solid insecticidal composition as claimed in claim 1, wherein the composition is in the form of a water dispersible powder for slurry treatment (WS) of seeds, comprising:(a) the compound of formula (I) in the range of 20 to 80 % (w / w);(b) the surfactant system comprising one or more of the wetting agent, the dispersing agent or combinations thereof, wherein:i. the wetting agent is present in the range of 0.1 to 20 % (w / w);ii. the dispersing agent is present in the range of 0.1 to 20 % (w / w);(c) the filler in the range of 1 to 40 % (w / w);(d) optionally other excipients in the range of 0.01 to 50 % (w / w); and(e) optionally an additional insecticidal compound in the range of 0.1 to 10 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

14. The solid insecticidal composition as claimed in claim 13, wherein the composition comprises:(a) the compound of formula (I) in the range of 20 to 80 % (w / w);(b) the surfactant system comprising one or more of the wetting agent, the dispersing agent or combinations thereof, wherein:(i) the wetting agent is present in the range of 0.1 to 20 % (w / w), and wherein the wetting agent is sodium salt of a sulfated fatty alcohol; and(iii) the dispersing agent is present in the range of 0.1 to 20 % (w / w), and wherein the dispersing agent is a sodium lignin sulfonate, sodium salt of an alkyl naphthalene sulphonate formaldehyde condensate or combinations thereof;(c) the filler in the range of 1 to 40 % (w / w); wherein the filler is one or more of kaolin clay, silicon dioxide, talc, quartz sand or combinations thereof; and(d) other excipients selected from:i. the binder in the range of 0.01 to 40 % (w / w), wherein the binder is one or more of polyethylene glycol, polyvinyl alcohol, PEG 1500, PEG 400, and PEG 1000, PEG 10000, soluble starch or combinations thereof; andii. a colorant in the range of 0.01 to 5 % (w / w),(e) optionally an additional insecticidal compound in the range of 0.1 to 10 % (w / w); wherein the total of all the components of the composition is 100 % (w / w).

15. A method for control of insects, comprising contacting the insects or their food supply, habitat, breeding grounds or their locus with the solid insecticidal composition as claimed in claim 1.

16. A method of protecting seeds from insect attack, comprising coating the seeds with the composition as claimed in claim 1.

17. A method of protecting a crop from infestation by insects, comprising applying to the crop the composition as claimed in claim 1.

18. The method as claimed in claim 15, wherein said composition is applied in an amount ranging from 5 g / ha to 2000 g / ha.

19. The composition as claimed in claim 1, wherein the particle size is less than Dv50of 10 pm.

20. The composition as claimed in claim 1, wherein the particle size is less than a DV90of 14 μm.

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