Liquid insecticidal compositions of thietanyloxy compounds

Abstract

The present invention relates to liquid insecticidal compositions of thietanyloxy compounds of formula (I), wherein, R1, R2, R3, R4, and n are as defined in the detailed description. The liquid insecticidal composition preferably in the form of a suspension concentrate (SC), a dispersible concentrate (DC), a flowable concentrate for seed treatment (FS), oil dispersion (OD), or a suspo-emulsion (SE). The present invention further relates to the method for preparing said liquid insecticidal compositions of compounds of formula (I).

Description

[0001] Title: LIQUID 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 liquid insecticidal compositions comprising thietanyloxy compounds of formula (I).

[0003] BACKGROUND OF THE INVENTION

[0004] Thietanyloxy compounds with insecticidal activity are disclosed in WO2019150220. Further, these compounds are also disclosed in W02022009058, and WO2022243810. W02019150220 and W02022009058 reveal 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, dispersants, wetting agents, thickener, and water to give a fine active substance suspension.

[0005] Insecticides can be included in various specialized formulations designed for specific types of pest control. Agrochemical formulations can minimize the use of active ingredients while maintaining or improving efficacy through several innovative approaches. These formulations not only help reduce the amount of chemicals needed, but also contribute to sustainability and reduced environmental impact. An ideal formulation must fulfill the following criteria.

[0006] Firstly, formulations must improve the spreading, adhesion, and penetration of the active ingredients into the plant tissues and pest cuticles. Secondly, formulations must prevent wash-off of the active ingredients from the plant surface due to wind and rain. Thirdly, formulations must facilitate better mixing with water, resulting in lower overall use of the active ingredients.

[0007] Still further, formulations must not only help reduce costs for farmers but also lessen the environmental and the health risks associated with a chemical use in agriculture. Further still, formulations must broaden the spectrum of pests controlled, making it effective against a wider variety of pests with different feeding behaviors, such as those that feed on leaves, stems, or roots. The agrochemical formulations allow the active ingredients to be absorbed by plants and distributed throughout the plant’s tissues, thereby enabling the chemical to control insects that are difficult to reach through surface contact (e.g., root-feeding or burrowing insects) as well as insectsfeeding on different parts of the plant, hereby broadening the range of insects controlled. Systemic formulations must provide longer-lasting protection by maintaining the active ingredient within the plant, ensuring that both early and later-stage insect populations are both effectively controlled. Finally, a formulation must enhance the penetration of the active ingredients into the insect bodies with their protective exoskeletons or those that burrow into plant tissues.

[0008] Apart from the use of different adjuvants and excipients in achieving the aforesaid objectives, minimizing the usage of the active ingredients and broadening the spectrum of the insects controlled, the particle size of the active ingredient itself in the agrochemical formulation plays an important role in the retention of the active ingredient on the leaves, soil and ground, where it comes in contact with the body of the insect pests. If insect pests do not come into direct contact with the pesticide on leaves, or in the fields, by contact or orally, the required efficacy cannot be achieved. Hence, controlling the particle size of an active ingredient can potentially play a crucial role in the manifestation of its efficacy on insect pests. The efficacy of the active ingredients varies with the particle size, suggesting that the coverage and deposition on the crop leaves, soil, insects, and homogeneity are particle size dependent.

[0009] Many conventional insecticidal compositions known in the prior art, suffer from inadequate suspensibility during storage and use. Poor suspensibility often leads to rapid sedimentation of the active ingredient, resulting in non-uniform distribution of the insecticide, inconsistent dosing, and reduced biological efficacy upon application. Such instability can also cause practical handling issues, including blockage of spray equipment and the need for frequent agitation, thereby increasing labor requirements and the risk of improper application. These shortcomings limit the reliability and effectiveness of existing insecticidal formulations, especially under field conditions. Accordingly, there exists a continuing need in the art for improved insecticidal compositions that exhibit enhanced suspensibility, maintain homogeneity over time, and ensure consistent delivery of the active ingredient during application to crops.

[0010] Prior arts disclosing the thietanyloxy compounds have not investigated the effects of the combination of various excipients, like surfactants, adjuvants and other ingredients in the composition with thietanyloxy compounds (compound of formula (I)) for enhancing the efficacy of the active ingredient against a broad spectrum of insect pests or improving the rainfastness or suspensibility of the thietanyloxy compounds on the crop. Accordingly, there is a need in the art to formulate thietanyloxy compounds in agrochemical formulations that maximize the efficacy ofthe active ingredient against a broad spectrum of insect pests. There is also a need in the art to provide formulations with improved rainfastness, thereby preventing wash-off of the active ingredients that have been applied onto the crops.

[0011] OBJECTIVE OF THE INVENTION

[0012] It is an objective of the invention to ameliorate the drawbacks of the prior art and provide a useful alternative.

[0013] It is another objective of the present invention to provide a liquid insecticidal composition of the compounds of formula (I).

[0014] It is yet another objective of the present invention to provide an insecticidal suspension concentrate (SC) composition of the compounds of formula (I).

[0015] It is yet another objective of the present invention to provide an insecticidal flowable concentrate for seed treatment (FS) compositions of the compounds of formula (I).

[0016] It is yet another objective of the present invention to provide an insecticidal dispersible concentrate (DC) composition of the compounds of formula (I).

[0017] It is yet another objective of the present invention to provide an insecticidal oil dispersion (OD) composition of the compounds of formula (I).

[0018] It is yet another objective of the present invention to provide a liquid insecticidal composition of the compounds of formula (I), against a broad spectrum of insect pests.

[0019] It is yet another objective of the present invention to provide a liquid insecticidal composition of the compounds of formula (I), with improved rainfastness.

[0020] It is yet another objective of the present invention to provide a method for the preparation of a liquid insecticidal composition of the compounds of formula (I).

[0021] It is yet another objective of the present invention to provide a synergistic liquid insecticidal composition comprising the compounds of formula (I).

[0022] SUMMARY OF THE INVENTION:

[0023] In an embodiment, there is provided a liquid insecticidal composition comprising:

[0024] (a) a compound of formula (I),

[0025]

[0026] wherein,

[0027] R1represents C1-C6alkyl

[0028] R2represents F, Cl, Br, or CN;

[0029] R3represents Cl, Br or methyl;

[0030] R4represents H, F or Cl; and

[0031] n represent an integer selected from 0-2;

[0032] (b) a surfactant system in the range of 1 to 30 % (w / w); and

[0033] (c) other excipients in the range of 5 to 95 % (w / w);

[0034] wherein the total of all the components (a), (b) and (c) of the composition is 100 % (w / w). Preferably, in an embodiment, there is provided a liquid insecticidal composition, comprising:

[0035] (a) A compound of formula (I) in the range of 0.1 to 90 % (w / w),

[0036]

[0037] wherein,

[0038] R1represents C1-C6alkyl;

[0039] R2represents F, Cl, Br, or CN;

[0040] R3represents Cl, Br or methyl;

[0041] R4represents H, F or Cl; and

[0042] n represent an integer selected from 0-2;(b) a surfactant system in the range of 1 to 30 % (w / w), wherein the surfactant system comprises one or more of:

[0043] i. a wetting agent;

[0044] ii. a dispersing agent; and

[0045] iii. an emulsifying agent;

[0046] (c) other excipients in the range of 5 to 95 % (w / w);

[0047] wherein the total of all the components of the composition is 100 % (w / w).

[0048] In another embodiment, the liquid insecticidal composition comprises:

[0049] (b) the surfactant system is one or more of a wetting agent, a dispersing agent and an emulsifying agent; wherein,

[0050] i. the wetting agent is present in a range of about 0 to 20 % (w / w) of the total weight of the composition;

[0051] ii. the dispersing agent is present in the range of about 1 to 20 % (w / w) of the total weight of the composition; and

[0052] iii. the emulsifying agent is present in the range of about 0 to 15 %(w / w) of the total weight of the composition.

[0053] In another embodiment, the liquid insecticidal composition comprises:

[0054] (c) the other excipient is one or more of an anti-freezing agent, biocide, viscosity modifier, anti-foaming agent, adjuvant, colorant, binder, filler and carrier, wherein i. the anti-freezing agent is present in the range of about 0 to 15 % (w / w) of the total weight of the composition;

[0055] ii. the biocide is present in an amount in the range of about 0 to 10 % (w / w) of the total weight of the composition;

[0056] iii. the anti-foaming agent is present in a range of about 0 to 10 % (w / w) of the total weight of the composition;

[0057] iv. the viscosity modifier is present in a range of about 0 to 10 % (w / w) of the total weight of the composition;

[0058] v. the solvents useful for the present composition are in a range of about 0 to 80 % (w / w) of the total weight of the composition;vi. water is present in an amount in the range of about 10 to 80 % (w / w) of the total weight of the composition;

[0059] vii. the oil is present in a range of about 30 to 85 % (w / w) of the total weight of the composition;

[0060] viii. the colorants are present in a range of about 1 to 10 % (w / w) of the total weight of the composition; and

[0061] ix. the binders are present in a range of about 0 to 15 % (w / w) of the total weight of the composition; wherein the carrier is one or more of solvents, water or oil.

[0062] In another embodiment, the liquid insecticidal composition optionally comprises 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, Fenpyr oximate, 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; wherein the additional insecticidal compounds are present in an amount in the range of 0.1 to 80 % (w / w).

[0063] In another embodiment, the liquid insecticidal composition may be in the form of a suspension concentrate (SC), a dispersible concentrate (DC), a flowable concentrate for seed treatment (FS), oil dispersion (OD), or a suspo-emulsion (SE).

[0064] In another embodiment, the compound of formula I forms a synergistic insecticidal composition with the additional insecticidal compounds.

[0065] In another embodiment, the liquid insecticidal composition comprises ingredients wherein the particle size is less than a DV / 50of 9 microns.In another embodiment, the liquid insecticidal composition comprises ingredients wherein the particle size lies in the range of a DV / 50of 0.5 to 3 microns.

[0066] DETAILED DESCRIPTION OF THE INVENTION

[0067] 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.

[0068] 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 component in 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’.

[0069] The terms “formulation” and “composition” essentially mean the same thing and can be used interchangeably.

[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."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).

[0071] 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.

[0072] 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.

[0073] 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, and performance 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.

[0074] 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.The term “adjuvant” is as inert ingredients which can enhance the biological performance of the active ingredient by facilitating penetration or uptake into the plant or arthropod pest or by increasing resistance to wash-off in certain formulations. While such adjuvant properties are not essential, they are highly desirable.

[0075] The terms "suspension concentrate" and "suspension concentrate composition", SC, refer to compositions comprising finely divided solid particles of an active ingredient dispersed in a continuous liquid phase. Said particles retain identity and can be physically separated from the continuous liquid phase. The viscosity of the continuous liquid phase can vary from low to high, and indeed can be so high as to cause the suspension concentrate composition to have a gel-like or paste-like consistency.

[0076] The term “Flowable concentrates for seed treatment”, also referred to as FS formulation, are a modification of suspension concentrates (SC) with supplemental additives for adhesion to the seed surface and colorants as safety markers to indicate that a seed has been treated with a product. The term “dispersible concentrate,” also referred to as a (DC) formulation, is a liquid formulation that is applied as a solid dispersion after dilution in water. A water miscible organic fluid, or a mixture of multiple fluids, is usually used to dissolve water-insoluble or partially soluble pesticidal agents. After dilution in water, the pesticidal agents precipitate out and disperse as micronized solid particles as the carrier fluid is dissolved in water. Dispersible concentrates contain surfactants that make a uniform and stable dispersion of the precipitated solid particles. The formulation may include water as long as the liquid mixture maintains sufficient solubility of the pesticidal agents in it. Furthermore, DC formulations may contain other ingredients that function in various ways either in the formulation itself or when it is diluted with water, or when the product is applied on to seeds or other plant propagation materials. These ingredients include compatibility agents, stickers, film formers, slip agents, colorants, etc. These additives may not be dissolved but dispersed in the carrier liquid. By choosing the appropriate organic fluids, the pesticidal active ingredients can remain physically and chemically stable for an extended period of time, ensuring a long shelf life for the product.

[0077] The term “oil dispersion,” (OD), as used herein, refers to a formulation in which a solid active ingredient is dispersed in oil. The oil can vary from paraffinic to aromatic solvent types and vegetable oil or methylated seed oils, wherein the active ingredient is uniformly suspended in the oil phase.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 microns" means that at least 95 % of the aggregate volume of particles consists of particles having equivalent spherical diameters of less than about 10 microns). 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 particle size.

[0078] 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, / -propyl, or the different butyl isomers. " Alkoxy" includes, for example, methoxy, ethoxy, n-propyloxy, isopropyloxy and the different butoxy isomers. The term "halogen", either alone or in compound words such as "haloalkyl", includes fluorine, chlorine, bromine or iodine. Further, when used in compound words such as "haloalkyl" or "haloalkoxy", said alkyl may be partially or fully substituted with halogen atoms which may be the same or different. Examples of "haloalkyl" include CF3, CH2Cl, CH2CF3and CCl2CF3. The terms "haloalkoxy", and the like, are defined analogously to the term "haloalkyl". Examples of "haloalkoxy" include OCF3, OCH2Cl3, OCH2CH2CHF2and OCH2CF3.

[0079] 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 4. For example, C1-C4alkyl designates methyl through butyl, including the various isomers.

[0080] In the present disclosure and claims, " EO / PO" is an abbreviation for "ethylene oxide- propylene oxide". In percentage ranges, if the percentage 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 %".

[0081] Accordingly, the present invention provides the liquid insecticidal compositions of thietanyloxy compounds of formula (I) as described below.

[0082] In an embodiment, there is provided a liquid insecticidal composition comprising:

[0083] (a) a compound of formula (I),

[0084]

[0085] wherein,

[0086] R1represents C1-C6alkyl

[0087] R2represents F, Cl, Br, or CN;

[0088] R3represents Cl, Br or methyl;

[0089] R4represents H, F or Cl; and

[0090] n represent an integer selected from 0-2;

[0091] (b) a surfactant system in the range of 1 to 30 % (w / w); and

[0092] (c) other excipients in the range of 5 to 95 % (w / w);

[0093] wherein the total of all the components (a), (b) and (c) of the composition is 100 % (w / w). Preferably, in an embodiment, there is provided a liquid insecticidal composition, comprising:

[0094] (a) A compound of formula (I) in the range of 0.1 to 90 % (w / w),

[0095]

[0096] wherein,

[0097] R1represents C1-C6alkyl;

[0098] R2represents F, Cl, Br, or CN;

[0099] R3represents Cl, Br or methyl;

[0100] R4represents H, F or Cl; and

[0101] n represent an integer selected from 0-2;(b) a surfactant system in the range of 1 to 30 % (w / w), wherein the surfactant system comprises one or more of:

[0102] i. a wetting agent;

[0103] ii. a dispersing agent; and

[0104] iii. an emulsifying agent;

[0105] (c) other excipients in the range of 5 to 95 % (w / w);

[0106] wherein the total of all the components of the composition is 100 % (w / w).

[0107] In another embodiment, the liquid insecticidal composition comprises:

[0108] (b) the surfactant system is one or more of a wetting agent, a dispersing agent and an emulsifying agent; wherein,

[0109] i. the wetting agent is present in a range of about 0 to 20 % (w / w) of the total weight of the composition;

[0110] ii. the dispersing agent is present in the range of about 1 to 20 % (w / w) of the total weight of the composition; and

[0111] iii. the emulsifying agent is present in the range of about 0 to 15 %(w / w) of the total weight of the composition.

[0112] In any of the above embodiments, the surfactant system is at least two of a wetting agent, a dispersing agent and an emulsifying agent.

[0113] The term “excipients” as used herein refers to inert 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.

[0114] In the above embodiments, the other excipients include one or more of an adjuvant, antifreezing agent, biocide, viscosity modifier, anti-foaming agent, colorant / pigment, tackifier or binder, filler and carrier; wherein the carrier is one or more solvents, water and oil.

[0115] The term adjuvant as used herein refers to additives that can be added to an active ingredient to make them more effective.

[0116] The term “carrier” as used herein refers to one or more solvents, water and oil.According to any of the above embodiments, the surfactant system includes one or more anionic, cationic, non-ionic, amphoteric and polymeric surfactants.

[0117] Wetting agents are an important part of insecticidal formulations, as they assure uniform dispersion and proper functioning of the active formulation ingredients. For example, plant surfaces are typically hydrophobic and resist wetting by aqueous sprays, thereby reducing the ability to deposit insecticides.

[0118] 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 formulation composition is one or more non-ionic surfactants, anionic surfactants, and a mixture of anionic and non-ionic surfactants and polymeric surfactants.

[0119] Useful nonionic 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 nonionic 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.

[0120] 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, andblock polymer of propylene oxide and ethylene oxide on ethylenediamine, for example ©Synperonic T 905.

[0121] Preferably, the wetting agents as used herein are selected from a blend of anionic and nonionic surfactants like: (Atlox™ 5406B), polyoxy ethylene-polyoxypropylene block copolymer (Atlox™-4894), polymethyl methacrylate-poly ethylene 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), alkoxylated alkylphenols, polyoxyethylene polyaryl phenol phosphate, amine salt, polyalkylene oxide block copolymer, and alcohols as well as block copolymers of ethylene oxide and propylene oxide.

[0122] More preferably, the wetting agents are selected from polyoxyethylene-polyoxypropylene block copolymer, polyoxyethylene polyaryl phenol phosphate (amine salt), alcohol ethoxylate, dioctyl sodium sulfosuccinate, sodium lignin sulphonate, polyalkylene oxide block copolymer, and EO / PO block polymer.

[0123] In any of the above embodiments, the wetting agent is present in a range of about 0 to 20 % (w / w), more preferably 0 to 10 % (w / w), still more preferably 1 to 10 % (w / w), and most preferably 1 to 5 % (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 dispersants which stabilize the suspension concentrate and dispersants 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 copolymer dispersant.

[0124] Non-limiting examples of the surfactant useful in the present invention are dispersants of the polycarboxylate type, for example 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.

[0125] Preferably, the dispersing agents as used herein are one or more of sodium lignosulphonates; sodium naphthalene sulphonate formaldehyde condensates; tristyrylphenol ethoxylate phosphate esters; aliphatic alcohol ethoxylates; alkyl ethoxylates (GERONOLTM SCR); Polyoxyethylene-Polyoxypropylene Block Polymer (UNITOPTM 203), EO-PO Polymeric dispersant (TERSPERSETM 2288); polyoxy alkylene glycol butyl ether (ETHYLANETM NS 500 LQ), polymethyl methacrylate-polyethyleneoxide graft copolymer (Atlox-4913), Sodium Poly carboxylate (Geropon T 36), Geropon ultrasperse, sodium salts of copolymers of methacrylicacid and styrene (Tersperse 2700, Atlox metasperse 550S), Polyalkyl Naphthalene sulphonate, alkyl Naphthalene sulphonate (GEROPONTM DA 1349), phosphoric acid esters of ethoxylated tristyryl phenol (SOPROPHORTM 3D44), dispersant (Atlox METASPERSETM 500L) and graft copolymers, polycarboxylates, alkyl naphthalene sulfonates (such as MORWETTM IP, MORWETTM EFW, MORWETTM 3028), sodium salt of naphthalene sulfonate condensate (MORWETTM D-425), phenol sulphonic acid condensates, alkyl sulfonates, alkenyl sulfonates, mixture of alkyl sulfonates and alkenyl sulfonates (LISSAPOLTM D), alkyl sulfosuccinates (GEROPONTM), L-Wet, methyl oleyltaurates, Polyethylene glycol 2,4,6-tris(l-phenylethyl)phenyl ether sulfate 10 ammonium salt (SOPROPHORTM 4D384), modified styrene acrylic polymer, salt of polyaryl phosphate ester, polyoxyethylene polyaryl phenol phosphate, amine salt, block copolymer of polyethylene glycol and 12-hydroxy stearic acid, random copolymer of alkyd-PEG resin and poly vinyl alcohols.

[0126] More preferably, the dispersing agents are selected from polymethylmethacrylate polyethyleneoxide graft (PMMA-PEG) copolymer, modified styrene acrylic polymer, salt of polyaryl phosphate ester, sodium salt of alkyl naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, polyoxyethylene polyaryl phenol phosphate, (amine salt), block copolymer of polyethylene glycol and 12-hydroxystearic acid, EO / PO block polymer and random copolymer of alkyl-PEG resin.

[0127] In any of the above embodiments, the dispersing agent is present in the range of about 1 to 20 % (w / w) more preferably 1 to 15 % (w / w), still more preferably 1 to 10 % (w / w), and most preferably 1 to 7 % (w / w) of the total weight of the composition.

[0128] The emulsifying agents comprised in the invention are intended to emulsify the oil or the organic phase and the active ingredient that may be solubilized into said phase when formulations are diluted in spray / tank mixtures, thereby rendering said mixture homogeneous and proper for an application in the field. Thus, an addition of emulsifying agents in the agrochemical formulations of the present invention is essential to its final use in pest control. Among the emulsifying agents comprised in the present invention are one or more anionic and non-ionic surfactants, such as the calcium alkyl benzene sulphonates, natural or synthetic ethoxylated fatty alcohols, natural or synthetic, ethoxylated and propoxylated fatty alcohols, ethoxylated and propoxylated short-chainalcohols, EO / PO copolymers, ethoxylated fatty acids, ethoxylated castor oil, ethoxylated sorbitan esters, ethoxylated esterified sorbitols, ethoxylated alkylphenols, ethoxylated tristyrylphenols, vegetable oil Polyoxyethylene ether, polyoxythylene polyaryl phenol phosphate (ammonium salt), vegetable oil polyoxyethylene ether, high HLB polyalkylene oxide block copolymers, low HLB polyalkylene oxide block copolymers, vegetable oil ethoxylate, Castrox 100, Castrox 200, Stepantex CO 36, Stepantex CO 20, Soprophor FLR, Soprophor 3D33, and ethoxylated fatty amines.

[0129] Preferably, the emulsifying agents useful in the present invention are one or more vegetable oil Polyoxyethylene ether, polyoxythylene polyaryl phenol phosphate (ammonium salt), vegetable oil polyoxyethylene ether, high HLB polyalkylene oxide block copolymers, low HLB polyalkylene oxide block copolymers, vegetable oil ethoxylate, ethoxylated castor oil, ethoxylated sorbitan esters Castrox 100, Castrox 200, Stepantex CO 36, Stepantex CO 20, Soprophor FLR, and Soprophor 3D33.

[0130] More preferably, the emulsifying agent or the emulsifying agent is selected from vegetable oil polyoxyethylene ether, polyoxythylene polyaryl phenol phosphate (ammonium salt), high HLB polyalkylene oxide block copolymers (Hydrophilic-lipophilic balance), low HLB polyalkylene oxide block copolymers, vegetable oil ethoxylate, ethoxylated castor oil, castor-oil ethoxylate, and ethoxylated sorbitan esters

[0131] In any of the above embodiments the emulsifying agent is present in the range of about 0 to 15 % (w / w), more preferably 0 to 12 % (w / w), still more preferably 1 to 10 % (w / w), and most preferably 1 to 7 % (w / w) of the total weight of the composition.

[0132] The term “oil” used herein refers to modified vegetable oils obtained by trans-esterifying vegetable oils with short-chain alcohols, such as methanol, ethanol, butanol and pentanol, or by esterifying fatty acid fractions derived from the saponification of vegetable oils with the same said alcohols. Non-limiting examples of oil useful in the present invention include soy methyl ester, rapeseed methyl ester, palm methyl ester, palm kernel methyl ester, coconut methyl ester, C8-10methyl ester, and so forth, each of which can be used individually or in combination.

[0133] In any of the above embodiments, the oil is present in a range of about 30 to 85 % (w / w), more preferably 40 to 80 % (w / w), and still more preferably 50 to 70 % (w / w) of the total weight of the composition.

[0134] Y1The anti-freezing agent useful in the present invention is one or more ethylene glycol, propylene glycol, glycerol, other glycols, or urea. Preferred anti-freezing agents are selected from ethylene glycol, propylene glycol and glycerol.

[0135] In any of the above embodiments, the anti-freezing agent is present in a range of about 0 to 15 % (w / w), more preferably 1 to 15 % (w / w), still more preferably 1 to 10 % (w / w), and most preferably 3 to 10 % (w / w) of the total weight of the composition.

[0136] The biocide as used herein is selected from formaldehyde, Proxel GXL and Nipacide® BIT 20, which is a formaldehyde-free biocide based on benzisothiazolinone (BIT). The preferred biocide is formaldehyde, or Proxel GXL.

[0137] In any of the above embodiments, the biocide is present in an amount in the range of 0 to 10 % (w / w), preferably 0 to 7 % (w / w), more preferably 0.01 to 1%(w / w), and most preferably from 0.01 to 0.5 % (w / w) of the total weight of the composition.

[0138] The anti-foaming agent (also known as an 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 antifoaming agent is a poly dimethyl siloxane based anti-foaming agent.

[0139] 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 to 10 % (w / w), preferably 0 to 7 % (w / w), more preferably 0.01 to 1 % (w / w), and most preferably from 0.01 to 0.7 % (w / w) of the total weight of the composition. The viscosity modifying agents, also known as thickeners, useful for the compositions of the present invention include all substances which can normally be used for this purpose in agrochemical compositions. For example, xanthan gum, Agrho POL™ 23 W, Rhodopol gel (2%), Rhodopol 23, Madeol™ X-80, Polyvinyl alcohol, cellulose and its derivatives, clay hydrated silicates, magnesium aluminum silicates, silicon dioxide, Silica (MFIL™ 100), Silica (MFIL™ 200), or a mixture thereof. Preferred viscosity modifying agents are one or more of Agrho POL 23 W, Rhodopol 23, MADEOL™ X80 and xanthan gum.

[0140] In any of the above embodiments, the viscosity modifying agent is present in a range of about 0 to 10 % (w / w), preferably 0.1 to 10 % (w / w), more preferably 0.1 to 5 % (w / w), and most preferably 0.1 to 1 % (w / w), of the total weight of the composition.Non-limiting examples of solvents that can be used in the present invention include but are not limited to Methyl-5-(dimethylamino)-2-methyl-5-oxopentanoate (Rhodiasolv Polarclean), N, N-dimethyldecanamide (Rhodiasolv ADMA™ 10), amide based solvents, ethyl lactate, ethyl hexyl lactate, fatty acid dimethylamide, solvent naptha, C9 heavy aromatics, cyclohexanone, benzyl alcohol, dimethyl sulphoxide, N, A-dimethyl lactamide dimethyl carbonate, gamma butyrolactone, acetophenone, cyclohexanone, glycol ethers, glycol ether acetates, polyoxy ethylene glycols, N-alkyl pyrrolidones, N, / V-dimethyloctanamide, / V-methyl Pyrrolidone, and so forth, each of which can be used either individually or in combinations.

[0141] Preferred solvents are one or more solvent naptha, C9 heavy aromatics, cyclohexanone, benzyl alcohol, dimethyl sulphoxide, N, A-dimethyl lactamide dimethyl carbonate, gamma butyrolactone, acetophenone, cyclohexanone, glycol ethers, glycol ether acetates, polyoxy ethylene glycols, N-alkyl pyrrolidones, / V, / V-dimethyloctanamide, N-methyl Pyrrolidone, Methyl-5-(dimethylamino)-2-methyl-5-oxopentanoate (Rhodiasolv™ Polarclean), and / V, / V-dimethyldecanamide (Rhodiasolv ADMA™ 10).

[0142] In any of the above embodiments, the solvents are present in a range of about 0 to 80 % (w / w), preferably 1 to 80 % (w / w), more preferably about 5 to 80 % (w / w), and most preferably 10 to 80 % (w / w) of the total weight of the composition.

[0143] In any of the above embodiments, water is present in an amount in the range of about 10 to 80 % (w / w), preferably 30 to 80 % (w / w), more preferably 30 to 70 % (w / w) and most preferably 30 to 50 % (w / w) of the total weight of the composition.

[0144] Suitable colorants (e.g. in red, blue, or green) are pigments of low water solubility, and dyes. Nonlimiting examples of 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), and so forth, each of which can be used individually or in combination.

[0145] In any of the above embodiments, the colorants are present in a range of about 1 to 10 % (w / w), more preferably about 2 to 5 % (w / w), and still more preferably about 3 to 4 % (w / w) of the total weight of the composition.Non-limiting examples of tackifiers or binders useful for the present invention are polyvinylpyrrolidons, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, cellulose ethers, and so forth, each of which can be used individually or in combination.

[0146] In any of the above embodiments, the tackifiers or binders are present in a range of about 0 to 15 % (w / w), more preferably about 5 to 12 % (w / w), and still more preferably about 7 to 10 % (w / w) of the total weight of the composition. In some embodiments, tackifiers, or binders may change the viscosity of the liquid insecticidal compositions and may perform the function of a viscosity modifying agent or a thickener.

[0147] In an embodiment, the liquid insecticidal composition, further comprises 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, Fenpyr oximate, 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,; wherein the additional insecticidal compounds are present in an amount in the range of 0.1 to 80 % (w / w).

[0148] 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.

[0149] 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, Sulfoxaflor, Tebufenpyrad, Thiamethoxam, Thiocyclam, Thiocyclam Hydrogen Oxalate, Teflubenzuron, Thiacloprid, Alpha Cyhalothrin and Triflumezopyrim.

[0150] In an embodiment, the preferred ranges for the one or more additional insecticidal compounds in the ascending order of preference ranges from 0.1 to 80 %, 1 to 50 %, and 1 to 30 % (w / w).

[0151] In any of the above embodiments,

[0152] (b) the surfactant system is one or more of a wetting agent, a dispersing agent and an emulsifying agent; wherein,

[0153] i. the wetting agent is present in a range of about 0 to 20 % (w / w), more preferably 0 to 10 % (w / w), still more preferably 1 to 10 % (w / w), and most preferably 1 to 5 % (w / w) of the total weight of the composition;

[0154] ii. the dispersing agent is present in the range of about 1 to 20 % (w / w) more preferably 1 to 15 % (w / w), still more preferably 1 to 10 % (w / w), and most preferably 1 to 7 % (w / w) of the total weight of the composition;

[0155] iii. the emulsifying agent present in the proposed composition is in the range of about 0 to 15 % (w / w), more preferably 0 to 12 % (w / w), still more preferably 1 to 10 % (w / w), and most preferably 1 to 7 % (w / w) of the total weight of the composition. In any of the above embodiments,(c) the other excipient is one or more of an adjuvant, anti-freezing agent, biocide, viscosity modifier, anti-foaming agent, colorant, tackifier or binder, filler and carrier, wherein the carrier is one or more solvents, water or oil; wherein

[0156] i. the anti-freezing agent is present in the range of about 0 to 15 % (w / w), more preferably 1 to 15 % (w / w), still more preferably 1 to 10 % (w / w), and most preferably 3 to 10 % (w / w) of the total weight of the composition;

[0157] ii. the biocide is present in an amount in the range of about 0 to 10 % (w / w), preferably 0 to 7 % (w / w), more preferably 0.01 to 1%(w / w), and most preferably from 0.01 to 0.5 % (w / w) of the total weight of the composition;

[0158] iii. the anti-foaming agent is present in a range of about 0 to 10 % (w / w), preferably 0 to 7 % (w / w), more preferably 0.01 to 1 % (w / w), and most preferably from 0.01 to 0.7 % (w / w) of the total weight of the composition.

[0159] iv. the viscosity modifying agent used in the present composition is in a range of about 0 to 10 % (w / w), preferably 0.1 to 10 % (w / w), more preferably 0.1 to 5 % (w / w), and most preferably 0.1 to 1 % (w / w), of the total weight of the composition.; v. the solvents useful for the present composition are in a range of about 0 to 80 % (w / w), preferably 1 to 80 % (w / w), more preferably about 5 to 80 % (w / w), and most preferably 10 to 80 % (w / w) of the total weight of the composition; vi. water is present in an amount in the range of about 10 to 80 % (w / w), preferably 30 to 80 % (w / w), more preferably 30 to 70 % (w / w) and most preferably 30 to 50 % (w / w);

[0160] vii. the oil is present in a range of about 30 to 85 % (w / w), more preferably 40 to 80 % (w / w), and still more preferably 50 to 70 % (w / w) of the total weight of the composition.

[0161] viii. the colorants are present in a range of about 1 to 10 % (w / w), more preferably about 2 to 5 % (w / w), and still more preferably about 3 to 4 % (w / w) of the total weight of the composition; and

[0162] ix. the tackifiers or binders are present in a range of about 0 to 15 % (w / w), more preferably about 5 to 12 % (w / w), and still more preferably about 7 to 10 % (w / w) of the total weight of the composition.The composition of the present invention may be formulated as any SC (Suspension Concentrate), DC (Dispersible concentrate), OD (Oil dispersion), FS (Flowable concentrates for seed treatment) formulation, SE (Suspo-Emulsion) formulation.

[0163] In an embodiment, the liquid insecticidal composition may be in the form of a suspension concentrate (SC), comprising:

[0164] (a) the compounds of formula (I) in the range of 5 to 50 % (w / w);

[0165] (b) a surfactant selected from:

[0166] i. a wetting agent in the range of 0 to 10 % (w / w);

[0167] ii. a dispersing agent in the range of 1 to 15 % (w / w); and

[0168] iii. an emulsifying agent in the range of 0 to 10 % (w / w).

[0169] (c) other excipients are selected from:

[0170] i. an anti-freezing agent in the range of 0 to 15 % (w / w);

[0171] ii. a biocide in the range of 0 to 10 % (w / w);

[0172] iii. a viscosity modifier in the range of 0.1 to 5 % (w / w);

[0173] iv. an anti-foaming agent in the range of 0 to 10 % (w / w); and

[0174] v. carrier in the range of 10 to 80 % (w / w);

[0175] wherein the total of all the components (a) to (c) in the composition is 100 % (w / w). In another embodiment, the suspension concentrate (SC) composition, comprises:

[0176] (a) the compounds of formula (I) in the range of 5 to 50 % (w / w);

[0177] (b) a surfactant selected from:

[0178] i. a wetting agent in the range of 0 to 10 % (w / w);

[0179] ii. a dispersing agent in the range of 1 to 10 % (w / w); and

[0180] iii. an emulsifying agent in the range of 0.1 to 5 % (w / w);

[0181] (c) other excipients are selected from

[0182] i. an anti-freezing agent in the range of 0 to 15 % (w / w);

[0183] ii. a biocide in the range of 0 to 7 % (w / w);

[0184] iii. a viscosity modifier in the range of 0.01 to 5 % (w / w);

[0185] iv. a anti-foaming agent in the range of 0 to 7 % (w / w); and

[0186] v. carrier in the range of 30 to 80 % (w / w);

[0187] wherein the total of all the components (a) to (c) in the composition is 100 % (w / w).In another embodiment, the suspension concentrate (SC) composition, comprises:

[0188] (a) the compounds of formula (I) in the range of 5 to 50 % (w / w);

[0189] (b) a surfactant selected from:

[0190] i. a wetting agent in the range of 0 to 10 % (w / w); wherein the wetting agent is one or more of polyoxyethylene-polyoxypropylene block copolymer, polyoxyethylene polyaryl phenol phosphate, amine salt, polyalkyleneoxide block copolymer, and alcohol ethoxylate;

[0191] ii. a dispersing agent in the range of 1 to 10 % (w / w); wherein the dispersing agent is polymethylmethacrylate-polyethyleneoxide graft copolymer, sodium lignin sulfonate and salt of polyaryl phosphate ester; and

[0192] iii. an emulsifying agent in the range of 0.1 to 5 % (w / w); wherein the emulsifying agent is selected from low-HLB polyalkylene oxide block copolymer, and vegetable oil ethoxylate;

[0193] (c) other excipients are selected from:

[0194] i. an anti-freezing agent in the range of 0 to 15 % (w / w); wherein the antifreezing agent is propylene glycol;

[0195] ii. a biocide in the range of 0 to 7.00 % (w / w); wherein the biocide is a 20 % solution of 1,2-benzisothiazolin-3-one;

[0196] iii. a viscosity modifier in the range of 0.01 to 5 % (w / w); wherein the viscosity modifier is xanthan gum;

[0197] iv. an anti-foaming agent in the range of 0 to 7.0 % (w / w); wherein the antifoaming agent is polydimethyl siloxane based antifoaming agent; and v. carrier in the range of 30 to 80 % (w / w); wherein the carrier is selected from water and vegetable oil;

[0198] wherein the total of all the components (a) to (c) in the composition is 100 % (w / w). In an embodiment, the liquid insecticidal composition may be in the form of a flowable concentrate for seed treatment (FS), comprising:

[0199] (a) the compounds of formula (I) in the range of 5 to 50 % (w / w);

[0200] (b) a surfactant selected from:

[0201] i. a wetting agent in the range of 1 to 10 % (w / w); andii. a dispersing agent in the range of 1 to 7 % (w / w);

[0202] (c) other excipients are selected from:

[0203] i. an anti-freezing agent in the range of 2 to 15 % (w / w);

[0204] ii. a biocide in the range of 0.01 to 1.00 % (w / w);

[0205] iii. a viscosity modifier in the range of 0.1 to 10 % (w / w);

[0206] iv. a anti-foaming agent in the range of 0.1 to 1.0 % (w / w);

[0207] v. a binder in the range of 0 to 15 % (w / w);

[0208] vi. a pigment in the range of 1 to 10.0 % (w / w); and

[0209] vii. water in the range of 30 to 70 % (w / w);

[0210] wherein the total of all the components (a) to (c) of the composition is 100 % (w / w). In another embodiment, the flowable concentrate for seed treatment (FS) composition, comprises:

[0211] (a) the compounds of formula (I) in the range of 15 to 50 % (w / w);

[0212] (b) a surfactant selected from:

[0213] i. a wetting agent in the range of 1 to 5 % (w / w);

[0214] ii. a dispersing agent in the range of 1 to 7 % (w / w);

[0215] (c) other excipients are selected from

[0216] i. an anti-freezing agent in the range of 3 to 10 % (w / w);

[0217] ii. a biocide in the range of 0.01 to 1.00 % (w / w);

[0218] iii. a viscosity modifier in the range of 2 to 10 % (w / w);

[0219] iv. a anti-foaming agent in the range of 0.1 to 1.0 % (w / w);

[0220] v. a binder in the range of 0 to 10 % (w / w);

[0221] vi. a pigment in the range of 1 to 5.0 % (w / w); and

[0222] vii. water in the range of 30 to 50 % (w / w);

[0223] wherein the total of all the components (a) to (c) of the composition is 100 % (w / w). In another embodiment, the flowable concentrate for seed treatment (FS), comprises:

[0224] (a) the compounds of formula (I) in the range of 10 to 30 % (w / w);

[0225] (b) a surfactant selected from:

[0226] i. a wetting agent in the range of 1 to 10 % (w / w); wherein the wetting agent is one or more of polyoxyethylene-polyoxypropylene block copolymer and dioctyl sodium sulfosuccinate;ii. a dispersing agent in the range of 1 to 7 % (w / w); wherein the dispersing agent is selected from polymethylmethacrylate-polyethyleneoxide graft copolymer, and sodium lignin sulfonate;

[0227] (c) other excipients are selected from

[0228] i. an anti-freezing agent in the range of 3 to 10 % (w / w); wherein the antifreezing agent is one or more glycerine and propylene glycol;

[0229] ii. a biocide in the range of 0.01 to 1.00 % (w / w); wherein the biocide is a 20 % solution of 1,2-benzisothiazolin-3-one;

[0230] iii. a viscosity modifier in the range of 2 to 10 % (w / w); wherein the viscosity modifier is selected from xanthan gum, kaolin clay and polyethylene glycol; iv. a anti-foaming agent in the range of 0.1 to 1.0 % (w / w); wherein the antifoaming agent is poly dimethyl siloxane;

[0231] v. a binder in the range of 0 to 10 % (w / w); wherein the binder is polyethylene glycol;

[0232] vi. a pigment in the range of 1 to 5.0 % (w / w); or

[0233] vii. water in the range of 30 to 50 % (w / w);

[0234] wherein the total of all the components (a) to (c) of the composition is 100 % (w / w). In an embodiment, the liquid insecticidal composition may be in the form of a dispersible concentrate (DC), comprising:

[0235] (a) the compounds of formula (I) in the range of 5 to 50 % (w / w);

[0236] (b) a surfactant selected from:

[0237] i. a wetting agent in the range of 0 to 10 % (w / w);

[0238] ii. a dispersing agent in the range of 1 to 7 % (w / w); and

[0239] (c) other excipients are selected from

[0240] i. a solvent in the range of 10 to 80 % (w / w);

[0241] wherein the total of all the components (a) to (c) of the composition is 100 % (w / w). In an embodiment, the dispersible concentrate (DC) composition, comprises:

[0242] (a) the compounds of formula (I) in the range of 5 to 50 % (w / w);

[0243] (b) a surfactant selected from:

[0244] i. a wetting agent in the range of 0 to 5 % (w / w);ii. a dispersing agent in the range of 1 to 7 % (w / w); and (c) other excipients are selected from

[0245] i. a solvent in the range of 40 to 80 % (w / w);

[0246] wherein the total of all the components (a) to (c) of the composition is 100 % (w / w). In an embodiment, the dispersible concentrate (DC) composition, comprises:

[0247] (a) the compounds of formula (I) in the range of 5 to 50 % (w / w);

[0248] (b) a surfactant selected from:

[0249] i. a wetting agent in the range of 0 to 5 % (w / w); wherein the wetting agent is sodium lignin sulphonate;

[0250] ii. a dispersing agent in the range of 1 to 7 % (w / w); wherein the dispersing agent is selected from polymethylmethacrylate-polyethyleneoxide graft copolymer and sodium lignin sulfonate; and

[0251] (c) other excipients are selected from

[0252] i. a solvent in the range of 40 to 80 % (w / w); wherein the solvent is one or more of methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate, N, N- dimethyl decanamide, and N-methyl pyrrolidone;

[0253] wherein the total of all the components (a) to (c) of the composition is 100 % (w / w). In an embodiment, the liquid insecticidal composition may be in the form of an oil dispersion (OD), comprising:

[0254] (a) the compounds of formula (I) in the range of 5 to 80 % (w / w);

[0255] (b) a surfactant selected from:

[0256] i. a dispersing agent in the range of 1 to 7 % (w / w);

[0257] ii. an emulsifying agent in the range of 1 to 10 % (w / w);

[0258] iii. a wetting agent in the range of 0 to 10 % (w / w);

[0259] (c) other excipients are selected from

[0260] i. a viscosity modifier in the range of 0.1 to 5 % (w / w);

[0261] ii. oil in the range of 30 to 85 % (w / w);

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

[0263] In another embodiment, the oil dispersion (OD) composition, comprises:(a) the compounds of formula (I) in the range of 10 to 50 % (w / w);

[0264] (b) a surfactant selected from:

[0265] i. a dispersing agent in the range of 1 to 7 % (w / w);

[0266] ii. an emulsifying agent in the range of 1 to 7 % (w / w);

[0267] iii. a wetting agent in the range of 0 to 5 % (w / w);

[0268] (c) other excipients are selected from

[0269] i. a viscosity modifier in the range of 0.1 to 5 % (w / w);

[0270] ii. oil in the range of 40 to 80 % (w / w);

[0271] wherein the total of all the components (a) to (c) of the composition is 100 % (w / w).

[0272] In another embodiment, the oil dispersion (OD) composition, comprises:

[0273] (a) the compounds of formula (I) in the range of 10 to 50 % (w / w);

[0274] (b) a surfactant selected from:

[0275] i. a dispersing agent in the range of 1 to 7 % (w / w); wherein the dispersing agent is selected from a modified styrene acrylic polymer, polymethylmethacrylate-polyethyleneglycol graft copolymer and block copolymer of polyethylene glycol and 12-hydroxystearic acid;

[0276] ii. an emulsifying agent in the range of 1 to 7 % (w / w); wherein the emulsifying agent is one or more of castor-oil ethoxylate, ethoxylated sorbitan ester and vegetable oil polyoxyethylene ether;

[0277] iii. a wetting agent in the range of 0 to 5 % (w / w), wherein the wetting agent is polyoxyethylene polyaryl phenol phosphate, ammonium salt;

[0278] (c) other excipients are selected from

[0279] i. a viscosity modifier in the range of 0.1 to 5 % (w / w); wherein the viscosity modifier is one or more of a modified organoclay and silicone dioxide; and

[0280] ii. oil in the range of 40 to 80 % (w / w); wherein the oil is a methylated vegetable oil (vegetable oil fatty acid ester);

[0281] wherein the total of all the components (a) to (c) of the composition is 100 % (w / w). In an embodiment, the liquid insecticidal composition is in the form of a suspo-emulsion (SE), comprising:(a) the compounds of formula (I) in the range of 5 to 50 % (w / w);

[0282] (b) a surfactant selected from:

[0283] i. a wetting agent in the range of 1 to 10 % (w / w);

[0284] ii. a dispersing agent in the range of 1 to 15 % (w / w); and iii. an emulsifying agent in the range of 0 to 15 % (w / w);

[0285] (c) other excipients are selected from:

[0286] i. an anti-freezing agent in the range of 1 to 15 % (w / w);

[0287] ii. a biocide in the range of 0.01 to 1.00 % (w / w);

[0288] iii. a viscosity modifier in the range of 0.01 to 1 % (w / w);

[0289] iv. a anti-foaming agent in the range of 0.01 to 1.0 % (w / w); v. water in the range of 10 to 80 % (w / w); and

[0290] vi. solvent in the range of 1 to 80 % (w / w);

[0291] wherein the total of all the components in the composition is 100 % (w / w).

[0292] In another embodiment, the composition is in the form of a suspo-emulsion, comprising:

[0293] (a) the compounds of formula (I) in the range of 5 to 30 % (w / w);

[0294] (b) a surfactant selected from:

[0295] i. a wetting agent in the range of 1 to 5 % (w / w);

[0296] ii. a dispersing agent in the range of 1 to 7 % (w / w); and iii. an emulsifying agent in the range of 1 to 12 % (w / w);

[0297] (c) other excipients are selected from

[0298] i. an anti-freezing agent in the range of 1 to 10 % (w / w); ii. a biocide in the range of 0.01 to 0.5 % (w / w);

[0299] iii. a viscosity modifier in the range of 0.01 to 0.5 % (w / w); iv. a anti-foaming agent in the range of 0.01 to 0.7 % (w / w); v. water in the range of 30 to 80 % (w / w); and

[0300] vi. solvent in the range of 5 to 80 % (w / w);

[0301] wherein the total of all the components in the composition is 100 % (w / w). In another embodiment, the composition is in the form of a suspo-emulsion, comprising:

[0302] (a) the compounds of formula (I) in the range of 5 to 30 % (w / w);

[0303] (b) a surfactant selected from:i. a wetting agent in the range of 1 to 5 % (w / w); wherein the wetting agent is one or more of polyalkylene oxide block co-polymer, polyoxyethylenepolyoxypropylene block copolymer, polyoxyethylene polyaryl phenol phosphate, amine salt and alcohol ethoxylate;

[0304] ii. a dispersing agent in the range of 1 to 7 % (w / w); wherein the dispersing agent is salt of polyaryl phosphate ester, polyoxyethylene-polyoxypropylene block copolymer, or polymethylmethacrylate-polyethyleneoxide graft copolymer; and

[0305] iii. an emulsifying agent in the range of 1 to 12 % (w / w); wherein the emulsifying agent is high HLB (hydrophilic-lipophilic balance) polyalkylene oxide block copolymers, or low HLB (hydrophilic-lipophilic balance) polyalkylene oxide block copolymers;

[0306] (c) other excipients are selected from

[0307] i. an anti-freezing agent in the range of 1 to 10 % (w / w); wherein the anti-freezing agent is propylene glycol;

[0308] ii. a biocide in the range of 0.01 to 0.5 % (w / w); wherein the biocide is a 20 % solution of 1,2-benzisothiazolin-3-one;

[0309] iii. a viscosity modifier in the range of 0.01 to 0.5 % (w / w); wherein the viscosity modifier is polysaccharide gum, polyvinyl alcohol or xanthan gum;

[0310] iv. a anti-foaming agent in the range of 0.01 to 0.7 % (w / w); wherein the antifoaming agent is poly dimethyl siloxane based antifoaming agent;

[0311] v. water in the range of 30 to 80 % (w / w); and

[0312] vi. solvent in the range of 5 to 50 % (w / w), wherein the solvent is naphtha, C9-C11 alkyl-substituted aromatic hydrocarbons, or N-octyl pyrrolidone; wherein the total of all the components in the composition is 100 % (w / w).

[0313] The compound of formula (I) mentioned in any of the above composition is selected from the compounds of:

[0314] 1-1. N-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-1-(3-chloropyridin-2-yl)-3-((1,1-dioxidothietan-3-yl)oxy)-1H-pyrazole-5-carboxamide;

[0315] 1-2. N-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-1-(3-chloropyridin-2-yl)-3-(thietan-3-yloxy)-1H-pyrazole-5-carboxamide;1-3. / V-(2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl)-l-(3,5-dichloropyridin-2- y l)-3 -(thietan-3 -yloxy)- 1 H-pyrazole-5-carboxamide;

[0316] 1-4. A^-(4-chloro-2-(isopropylcarbamoyl)-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- (thietan-3-yloxy)-lH-pyrazole-5-carboxamide;

[0317] 1-5. A^-(2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- ((3-methylthietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0318] 1-6. A^-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-l-(3,5-dichloropyridin-2- y l)-3 -(thietan-3 -yloxy)- 1 H-pyrazole-5-carboxamide;

[0319] 1-7. A^-(2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3- ((3-methyl-l,l-dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0320] 1-8. 1-(3-chloropyridin-2-yl)-N-(2,4-dichloro-6-(isopropylcarbamoyl)phenyl)-3-((1,1- dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0321] 1-9. A^-(2-bromo-4-chloro-6-(isopropylcarbamoyl)phenyl)-l-(3-chloropyridin-2-yl)-3- ((l,l-dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide;

[0322] and

[0323] 1-10. A^-(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;

[0324] Most preferably the compounds of formula (I) in any of the above mentioned compositions is compound (1-1) 7V-(2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl)-l-(3-chloropyridin-2-yl)-3-((l,l-dioxidothietan-3-yl)oxy)-lH-pyrazole-5-carboxamide.

[0325] In an embodiment, a method for preparing the liquid insecticidal composition of the compounds of formula (I) is provided, comprising the step of mixing and milling the components, wherein the amount of each component is as described in any of the above embodiments.

[0326] In another embodiment, the various components are mixed in a proportion as described in any of the above embodiments.

[0327] In another embodiment, a method for the preparation of the suspension concentrate (SC) composition according to the above embodiments is provided, comprising the steps of:a) preparing an aqueous slurry of anti-freezing agent, wetting agent, dispersing agent, biocide, anti-foaming agent and water;

[0328] b) adding a compound of formula I and additional optional insecticidal compounds to form an aqueous slurry;

[0329] c) wet milling the slurry obtained from step (b) to get wet milled slurry;

[0330] d) adding viscosity modifying agents and thickners to the wet milled slurry; and e) stirring the mixture to obtain a suspension concentrate composition of the compound of formula (I).

[0331] In an embodiment, the aqueous slurry of the compounds of formula (I), dispersing agent, wetting agent, anti-freezing agent, anti-foaming agent, rheological modifier and biocide is prepared in a mixer.

[0332] In another embodiment, a method of preparing the liquid insecticidal composition is provided which comprises the step of milling the composition comprising the compounds of formula (I), a surfactant system and the other excipients, preferably with a bead mill.

[0333] In one embodiment, the invention provides a method for preparing a flowable suspension (FS) formulation comprising a compound of formula (I), the method includes:

[0334] 1. Mixing Step: Combining a compound of formula (I), a liquid carrier, one or more surfactants, additional optional insecticidal compounds and additional formulation ingredients, under continuous stirring to obtain a preliminary mixture;

[0335] 2. Homogenization Step: Homogenizing the mixture by passing it through a colloid mill, to produce a uniform slurry;

[0336] 3. Milling Step: Subjecting the homogenized slurry to wet milling using a bead mill, and continuing milling until the particle size reaches a specific volume average diameter; 4. Post-Milling Adjustment: Transferring the milled slurry to a container equipped with an overhead stirrer, adding an anti-freezing agent and a viscosity modifier, and stirring further to form a homogeneous composition, thereby affording a flowable suspension (FS) formulation of the compound of formula (I).In certain embodiments, the milling step is carried out under controlled temperature conditions to prevent degradation of the active ingredient. In other embodiments, the anti-freezing agent comprises propylene glycol or similar agents, and the viscosity modifier comprises xanthan gum or other rheology modifiers suitable for FS formulations.

[0337] In one embodiment, the invention provides a method for preparing a dispersible concentrate (DC) formulation comprising a compound of formula (I), the method includes:

[0338] 1. Mixing Step: Combining a compound of formula (I), a liquid carrier, one or more surfactants, additional optional insecticidal compound and additional formulation ingredients, under continuous stirring;

[0339] 2. Solution Formation: Continuing stirring until a clear solution is obtained, thereby affording a dispersible concentrate (DC) formulation of the compound of formula (I).

[0340] In certain embodiments, the liquid carrier comprises water-miscible organic solvents such as N-methylpyrrolidone, dimethyl sulfoxide, or glycol ethers. In other embodiments, the surfactants include anionic or nonionic emulsifying agents suitable for dispersible concentrate systems.

[0341] In one embodiment, the invention provides a method for preparing an oil dispersion (OD) formulation comprising a compound of formula (I), the method includes:

[0342] 1. Mixing Step: Combining a compound of formula (I), a liquid carrier, one or more surfactants, additional optional insecticidal compound and additional formulation ingredients, under continuous stirring to obtain a preliminary mixture;

[0343] 2. Homogenization Step: Homogenizing the mixture by passing it through a colloid mill; to produce a uniform slurry;

[0344] 3. Milling Step: Subjecting the homogenized slurry to wet milling using a bead mill, and continuing milling until the particle size reaches a specific volume average diameter; 4. Post-Milling Adjustment: Transferring the milled slurry to a container equipped with an overhead stirrer, adding a vegetable oil fatty acid ester and a modified organoclay, and stirring further to form a homogeneous composition, thereby affording an oil dispersion (OD) formulation of the compound of formula (I).In certain embodiments, the vegetable oil fatty acid ester comprises methyl oleate or similar esters, and the modified organoclay comprises a rheology modifier suitable for oil-based dispersions. In other embodiments, the milling step is carried out under controlled temperature conditions to prevent degradation of the active ingredient.

[0345] In one embodiment, the invention provides a method for preparing a suspo-emulsion (SE) formulation comprising a compound of formula (I), the method includes:

[0346] 1. Mixing Step: Combining a compound of formula (I), a liquid carrier, one or more surfactants, additional optional insecticidal compounds and additional ingredients, under continuous stirring to obtain a preliminary mixture;

[0347] 2. Homogenization Step: Homogenizing the mixture by passing it through a colloid mill, to produce a uniform slurry;

[0348] 3. Milling Step: Subjecting the homogenized slurry to wet milling using a bead mill, continuing milling until the particle size reaches a specific volume average diameter; 4. Post-Milling Adjustment: Transferring the milled slurry to a container equipped with an overhead stirrer, adding a viscosity modifier and one or more thickeners, and stirring further to form a homogeneous composition, thereby affording a suspo-emulsion formulation.

[0349] In certain embodiments, the milling step is carried out under controlled temperature conditions to prevent degradation of the active ingredients. In other embodiments, the viscosity modifier comprises xanthan gum or similar rheology modifiers, and the surfactants include emulsifying agents suitable for suspo-emulsion systems.

[0350] In another embodiment, the method for preparing the liquid insecticidal composition comprises the step of milling the composition comprising the compounds of formula (I), the surfactant system, the additional / optional insecticidal compounds and the other excipients with a bead mill, until an average particle size (DV50) in the range of 0.1 to 15 microns, preferably 0.5 to 9 microns, more preferably 0.5 to 5 microns, still more preferably 0.5 to 3 microns is achieved.

[0351] In another embodiment, the liquid insecticidal composition comprises ingredients wherein the particle size is less than a DV50of 9 microns.In another embodiment, the liquid insecticidal composition comprises ingredients wherein the particle size lies in the range of a DV / 50of 0.5 to 3 microns.

[0352] In an embodiment, the aqueous slurry obtained above is milled in a wet bead mill.

[0353] The formulation 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.

[0354] The formulation 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.).

[0355] 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 liquid insecticidal composition as disclosed in any of the above embodiments.

[0356] 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.

[0357] 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.

[0358] 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.

[0359] In another embodiment, the present invention provides use of the compositions disclosed in the above embodiments, for achieving control of insect populations.

[0360] “Effective amount” refers to an amount of a pesticidal or insecticidal formulation or composition that, when applied to a locus where pest control is desired, is sufficient to achieve theintended 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.

[0361] In another embodiment, the present invention provides a method for controlling insect pests and mites with an effective amount of the formulation 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.

[0362] Insect pests or mites is selected from the order of moths and butterflies (Lepidopterd). beetles Coleopterd), 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 (Dermapterd), lice (Phthiraptera), or plant parasitic nematodes.

[0363] 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, Choristoneura fumiferana, 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, Hibemiadefoliaria, 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 armigeral (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),

[0364] beetles (Coleoptera), e.g. Agrilus sinuatus, Agriotes lineatus, Agriotes obscuras, Amphimallus solsddalis, Anisandrus dispar, Anthonomus grandis, Anthonomus pomorum, Aphthona euphoridae, Athous haemorrhoidalis, Atomaria linearis, Blastophagus piniperda, Blitophaga undata, Bruchus rufimanus, Bruchus pisorum, Bruchus lends, 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 longicomis, Diabrotica semipunctata, Diabrotica 12-punctata, Diabrotica speciosa, Diabrotica virgifera, Epilachna varivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobius abietis, Hypera brunneipennis, Hypera postica, Ips typographic, Lerna bilineata, Lerna melanopus, Leptinotarsa decemlineata (Colorado potato beetle), Limonius califomicus, 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),

[0365] flies, mosquitoes (Dipterd), 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, Cera tis capitata, Chrysomya bezziana, Chrysomya hominivorax, Chrysomya macellaria, Chrysops discalis, Chrysops silacea, Chrysops atlandcus, Cochliomyia hominivorax, Contarinia sorghicola Cordylobia anthropophaga, Culicoides furens, Culex pipiens, Culex nigripalpus, Culex quinquefasciatus, Culex tarsalis, Culiseta inomata, Culiseta melanura, Dacus cucurbitae, Dacus oleae, Dasineura brassicae, Deliaantique, 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 sadvae, Liriomyza trifolii, Lucilia caprina, Lucilia cuprina, Lucilia sericata, Lycoria pectoralis, Mansonia ddllanus, Mayetiola destructor, Musca domesdea, Muscina stabulans, Oestrus ovis, Opomyza florum, Oscinella frit, Pegomya hysocyami, Phorbia antiqua, Phorbia brassicae, Phorbia coarctata, Phlebotomus argendpes, Psorophora columbiae, Psila rosae, Psorophora discolor, Prosimulium mixtum, Rhagoleds cerasi, Rhagoleds pomonellal (apple maggot), Sarcophaga haemorrhoidalis, Sarcophaga sp., Simulium vittatum, Stomoxys calcitrans, Tabanus bovinus, Tabanus atratus, Tabanus lineola, Tabanus similis, Tipula oleracea, Tipula paludosa, and Rhagoleds cerasi (cherry fruit fly),

[0366] thrips (Thysanopterd), 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)

[0367] termites (Isoptera). e.g. Calotermes jlavicollis, Leucotermes jlavipes, Heterotermes aureus, Reticulitermes flavipes, Reticulitermes virginicus, Reticulitermes lucifugus, Termes natalensis, and Coptotermes formosanus,

[0368] cockroaches (Blattaria - Blattodea), e.g. Blattella germanica, Blattella asahinae, Penplaneta americana, Periplaneta japonica, Periplaneta brunnea, Periplaneta fuligginosa, Periplaneta australasiae, and Blatta orientalis,

[0369] 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 gos sypii, 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 aurantiiaud, Viteus vitifolii, Cimexlectularius, Cimexhemipterus, 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),

[0370] 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 califomicus, Pheidole megacephala, Dasymutilla occidentalis, Bombus spp. Vespula squamosa, Paravespula vulgaris, Paravespula pennsylvanica, Paravespula germanica, Dolichovespula maculata, Vespa crabro, Polistes rubiginosa, Camponotus floridanus, and Linepithema humile,

[0371] 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) and Locustana pardalina,

[0372] 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, Omithodorus moubata, Omithodorus hermsi, Omithodorus turicata, Omithonyssus 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,

[0373] silverfish, firebrat (Thysanura ). e.g. Lepisma saccharina and Thermobia domestica, centipedes (Chilopoda). e.g. Scutigera coleoptrata,

[0374] millipedes (Diplopoda). e.g. Narceus spp.,

[0375] earwigs (Dermaptera). e.g. forftcula auricularia,

[0376] 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,

[0377] plant parasitic nematodes such as root-knot nematodes, Meloidogyne arenaria, Meloidogyne chitwoodi, Meloidogyne exigua, Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica and other Meloidogyne species; 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 fiunesta, 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).

[0378] In one embodiment, the formulation of the present invention is used to control a wide variety of undesired insect pests and mites, is advantageous, for several purposes, e.g.:

[0379] 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;

[0380] offering crop health improvement in comparison to separate applications of different insecticides;

[0381] longer residual control after application of the composition.

[0382] Further, the formulation of the instant invention has higher stability / shelf life. The formulation of the instant invention is advantageous over the existing formulation 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.In another embodiment, the present invention provides a formulation 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.

[0383] In another embodiment, there is provided a method for controlling or combating the undesired insect pests or mites, wherein the formulation of the present invention, is applied to the plants, to parts thereof or to a locus thereof.

[0384] In yet another embodiment, the formulation 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.

[0385] In a preferred embodiment, the formulation 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.

[0386] 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.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.

[0387] In an embodiment, the present invention provides a method for improving crop health (phyto-tonic effect), comprising treating a plant with an pesticidally effective amount of the formulation of the present invention. The formulation of the present invention also widens the spectrum and said to have longer residual effect against undesired insect pests and mites. The formulation of the present invention is also able to improve plant health.

[0388] The formulation of the present invention provides a number of other advantages:

[0389] (a) Increased efficacy in comparison to the other formulations tested during the trial.

[0390] (b) Economically beneficial to the farmers as it provides better yield of the crop with reduction in the number of sprays.

[0391] (c) Reduced possibility of hazards to the farmers due to occupational exposure because of reduction in the number of sprays.

[0392] (d) Is storage-stable.

[0393] (e) Is non-phytotoxic.

[0394] (f) Number of sprays will reduce which in turn reduce the quantity of water required for spray.

[0395] In certain embodiments, the insecticidal compositions of the present invention exhibit suspensibility that is significantly improved relative to insecticidal formulations 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 formulations containing 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 formulations by offering superior suspension stability while maintaining effective insecticidal activity.

[0396] 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.

[0397] Examples

[0398] Example- 1- A to Example- 1-VVW. Suspension concentrate (SC) formulation:

[0399] General method for preparing a suspension concentration (SC) formulation

[0400] Examples 1-A to 1-VVW, disclosed in table- 1, and table-2 to table- 15.1, are prepared according to the general procedure as described below:

[0401] A compound of formula (I-1), a liquid carrier, surfactants and other ingredients (as specified for each Example) were mixed under stirring. The mixture obtained was homogenized by passing through a colloid mill (IKA Magic Lab). The homogenized slurry obtained was milled using a WAB Dyno Mill filled with Zirconium beads and the milling was continued till a particle size (volume average diameter) in the range of 1 to 3 microns was achieved. The milled slurry was again placed in a container having an overhead stirrer, a viscosity modifier and thickeners were added and stirred further to form a homogeneous composition to afford a suspension concentrate composition.

[0402] Table 1.

[0403] Nos. Function Example-1-A Example-1-B Example-1-C Example-1-D Ingredients

[0404] % w / w % w / w %w / w % w / w 1. The compound of Active

[0405] 9.6 19.20 28.80 38.4 formula (1-1), Ingredient

[0406] 2. Polymethylmethacrylate- dispersing

[0407] Polyethyleneoxide graft agent 3.00 4.14 5.2 6 copolymer

[0408] 3. Polyoxyethylene- wetting

[0409] Polyoxypropylene block agent 1.00 1.24 2 3 copolymer

[0410] 4. polyoxythylene polyaryl wetting

[0411] phenol phosphate, amine agent 1.00 1.24 2 2.5 salt

[0412] 5. wetting

[0413] Alcohol ethoxylate 2.20 2.07 3.5 4.2 agent

[0414] 6. Antifreezing

[0415] Propylene Glycol 12.00 8.00 4.00 4 agent

[0416] 7. antifoaming

[0417] Polydimethyl siloxane 0.20 0.20 0.20 0.20

[0418]

[0419] agent20% solution of 1,2- Biocide

[0420] 0.10 0.10 0.10 0.10 benzisothiazolin-3 -one

[0421] Viscosity

[0422] Polysaccharide Gum 0.25 0.20 0.20 0.20

[0423] Modifier

[0424] Demineralized Water carrier 70.65 63.61 54.1 41.5 Total (%) 100.00 100.00 100.00 100

[0425]

[0426] Table 2.

[0427] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0428] Example- Example- Example- 1-E 1-F 1-G Compound of formula 1-1 Active

[0429] 9.62 4.73 33.10 1. (Purity - 99.1%w / w) Ingredient

[0430] Spinosad (Purity - 94.0 Active

[0431] 15.20 26.90 4.50 2. %w / w) Ingredient

[0432] Polymethylmethacrylate- Dispersing

[0433] Polyethyleneoxide graft 2.20 2.80 3.20

[0434] Agent

[0435] 3. copolymer

[0436] Sodium salt of Alkyl

[0437] Dispersing

[0438] Naphthalene sulphonate 1.50 1.80 2.00

[0439] agent

[0440] 4. formaldehyde condensate

[0441] Polyalkylene Oxide Wetting

[0442] 1.14 1.50 1.80 5. Block copolymer Agent

[0443] Salt of Polyaryl Dispersing

[0444] 1.50 0.50 0.50 6. phosphate ester Agent

[0445] 1,2-Benzisothiazolin-3- Biocide 0.10 0.10 0.10 7. one 20 % Soln.

[0446] Antifreezing

[0447] Propylene Glycol 7.00 5.00 5.00 8. Agent

[0448] Viscosity

[0449] Polysaccharide Gum 0.10 0.10 0.10 9. Modifier

[0450] Modified Poly dimethyl Antifoaming

[0451] 0.14 0.14 0.14 10. siloxane Agent

[0452] 11. Demineralized Water Carrier 61.50 56.43 49.56

[0453]

[0454] Total 100.00 100.00 100.00

[0455] Table 3.

[0456] Quantity. Quantity. Quantity. Nos. Ingredients Function

[0457]

[0458] (% w / w) (% w / w) (% w / w)Example- Example- Example- 1-H 1-1 1-J Compound of formula 1-1 Active

[0459] 18.69 4.65 32.20 1. (Purity - 99.1%w / w) Ingredient

[0460] Deltamethrin (Purity - 98.4 Active

[0461] 7.06 27.40 4.60 2. %w / w) Ingredient

[0462] Polymethylmethacrylate- Dispersing

[0463] Polyethyleneoxide graft 2.80 3.00 3.20 Agent

[0464] 3. copolymer

[0465] Polyalkylene Oxide Block Wetting

[0466] 1.00 1.80 2.20 4. copolymer Agent

[0467] Salt of Polyaryl phosphate Dispersing

[0468] 0.80 0.80 0.80 5. ester Agent

[0469] Wetting

[0470] Alcohol ethoxylate 1.20 1.20 1.20 6. Agent

[0471] 1,2-Benzisothiazolin-3- Biocide 0.10 0.10 0.10 7. one 20 % Soln.

[0472] Antifreezing

[0473] Propylene Glycol 5.40 5.00 5.00 8. Agent

[0474] Viscosity

[0475] Polysaccharide Gum 0.10 0.10 0.10 9. Modifier

[0476] Modified Poly dimethyl Antifoaming

[0477] 0.11 0.15 0.15 10. siloxane Agent

[0478] 11. Demineralized Water Carrier 62.74 55.80 50.45

[0479]

[0480] Total 100.00 100.00 100.00

[0481] Table 4.

[0482] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0483] Example- Example- Example- 1-K 1-L 1-M Compound of formula I- Active

[0484] 18.69 4.65 32.20 1. 1 (Purity - 99.1%w / w) Ingredient

[0485] Alpha Cypermethrin Active

[0486] 11.61 27.40 4.60 2. (Purity - 98.5 %w / w) Ingredient

[0487] Polymethylmethacrylate- Dispersing

[0488] Polyethyleneoxide graft 3.00 3.20 3.50 Agent

[0489] 3. copolymer

[0490] Polyalkylene Oxide

[0491] Wetting Agent 1.50 1.80 1.80 4. Block copolymer

[0492] Salt of Polyaryl Dispersing

[0493] 1.00 0.50 0.50 5. phosphate ester Agent

[0494]

[0495] 6. Alcohol ethoxylate Wetting Agent 1.20 1.50 1.501,2-Benzisothiazolin-3- Biocide 0.10 0.10 0.10 7. one 20% Soln.

[0496] Antifreezing

[0497] Propylene Glycol 5.40 4.50 4.00 8. Agent

[0498] Viscosity

[0499] Polysaccharide Gum 0.11 0.11 0.11 9. Modifier

[0500] Modified Poly dimethyl Antifoaming

[0501] 0.11 0.11 0.11 10. siloxane Agent

[0502] 11. Demineralized Water Carrier 57.28 56.13 51.58

[0503]

[0504] Total 100.00 100.00 100.00

[0505] Table 5.

[0506] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0507] Example- Example- Example- 1-N 1-0 1-P 1. Compound of formula I- Active

[0508] 9.34

[0509] 1 (Purity - 99.1%w / w) Ingredient 9.34 9.34 2. Bifenthrin (Purity - 95.2 Active

[0510] 19.45

[0511] %w / w) Ingredient 9.34 23.55 3. Polymethylmethacrylate- Dispersing

[0512] Poly ethyleneoxide graft 3.50 2.50 4.20 Agent

[0513] copolymer

[0514] 4. Polyalkylene Oxide

[0515] Wetting Agent 1.50 1.20 1.80 Block copolymer

[0516] 5. Alcohol ethoxylate Wetting Agent 1.50 1.50 1.50 6. 1,2-Benzisothiazolin-3- one 20% Soln. (Proxel Biocide 0.10 0.10 0.10 GXL, Biocide)

[0517] 7. Antifreezing

[0518] Propylene Glycol 5.00 5.00 5.00 Agent

[0519] 8. Viscosity

[0520] Polysaccharide Gum 0.10 0.10 0.10 Modifier

[0521] 9. Modified Poly dimethyl Antifoaming

[0522] 0.20 0.20 0.20 siloxane Agent

[0523] 10. Vegetable Oil Adjuvant 5.00 5.00 5.00 11. Precipitated Silica Filler 0 3.00

[0524] 12. Demineralized Water Carrier 54.31 62.72 49.21

[0525]

[0526] Total 100.00 100.00 100.00

[0527] Table 6.Quantity. Quantity. Quantity.

[0528] (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0529] Example- 1- Example- Example- Q 1-R 1-S 1. Compound of formula I- Active

[0530] 9.71 4.80 23.90 1 (Purity - 99.1%w / w) Ingredient

[0531] 2. Flupyrimin (Purity - Active

[0532] 9.97 28.50 4.80 96.5 %w / w) Ingredient

[0533] 3. Polymethylmethacrylate- Dispersing

[0534] Polyethyleneoxide graft 1.80 2.00 2.20 Agent

[0535] copolymer

[0536] 4. Polyalkylene Oxide Wetting

[0537] 1.60 1.80 1.60 Block copolymer Agent

[0538] 5. Salt of Polyaryl Dispersing

[0539] 1.00 0.70 1.20 phosphate ester Agent

[0540] 6. Low HLB Polyalkylene Emulsifying

[0541] 1.92 1.40 1.40 Oxide Block copolymer agent

[0542] 7. Emulsifying

[0543] Vegetable oil ethoxylate 2.00 1.80 1.70 agent

[0544] 8. Vegetable Oil Adjuvant 5.00 5.00 5.00 9. 1,2-Benzisothiazolin-3- one 20% Soln. (Proxel Biocide 0.10 0.10 0.10 GXL, Biocide)

[0545] 10. Viscosity

[0546] Polysaccharide Gum 0.11 0.11 0.11 Modifier

[0547] 11. Antifreezing

[0548] Propylene Glycol 6.00 4.00 4.00 Agent

[0549] 12. Demineralized Water Carrier 60.65 49.65 53.85 13. Modified Poly dimethyl Antifoaming

[0550] 0.14 0.14 0.14 siloxane Agent

[0551]

[0552] Total 100.00 100.00 100.00

[0553] Table 7.

[0554] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0555] Example- Example- Example- 1-T 1-U 1-V 1. Compound of

[0556] formula I-1 (Purity - Active 27.70 4.70 98%w / w) Ingredient 14.40

[0557] 2. Fipronil (Purity - 96 Active

[0558] 4.60 18.10

[0559]

[0560] %w / w) Ingredient 4.903. Sodium Ligno

[0561] 3.2 3.5 Sulphonate Dispersing agent 3.00

[0562] 4. Polyoxyethylene- Poly oxypropylene 1.2 1.2 block copolymer Wetting Agent 1.10

[0563] 5. polyoxythylene

[0564] polyaryl phenol

[0565] 1.5 1.8 phosphate, amine Dispersing

[0566] salt Agent 1.40

[0567] 6. 1,2- Benzisothiazolin-3- one 20% Soln. 0.10 0.10 (Proxel GXL,

[0568] Biocide) Biocide 0.10

[0569] 7. Viscosity

[0570] 0.20 0.20 Polysaccharide Gum Modifier 0.20

[0571] 8. Antifreezing

[0572] 4.00 4.00 Propylene Glycol Agent 6.00

[0573] 9. Demineralized Water Carrier 68.80 57.40 66.30 10. Modified Poly Antifoaming

[0574] 0.10 0.10 dimethyl siloxane Agent 0.10

[0575]

[0576] Total 100.00 100.00 100.00

[0577] Table 8.

[0578] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0579] Example- Example- Example- 1-VV 1-X 1-Y 1. Compound of formula I- Active

[0580] 9.47 4.70 23.30 1 (Purity - 99.1%w / w) Ingredient

[0581] 2. Chlorfenapyr (Purity - Active

[0582] 9.58 18.50 4.65 98 %w / w) Ingredient

[0583] 3. Polymethylmethacrylate- Dispersing

[0584] Poly ethyleneoxide graft 2.00 2.00 2.00 Agent

[0585] copolymer

[0586] 4. Polyalkylene Oxide Wetting

[0587] 2.00 2.00 2.00 Block copolymer Agent

[0588] 5. Salt of Polyaryl Dispersing

[0589] 1.20 1.20 1.20 phosphate ester Agent

[0590] 6. Wetting

[0591] Alcohol ethoxylate 1.50 1.50 1.50 Agent

[0592] 7. Emulsifying

[0593] Vegetable oil ethoxylate 1.00 1.00 1.00

[0594]

[0595] agent8. 1,2-Benzisothiazolin-3- one 20% Soln. (Proxel Biocide 0.10 0.10 0.10 GXL, Biocide)

[0596] 9. Viscosity

[0597] Polysaccharide Gum 0.11 0.10 0.10 Modifier

[0598] 10. Antifreezing

[0599] Propylene Glycol 6.00 6.00 6.00 Agent

[0600] 11. Demineralized Water Carrier 66.94 62.80 58.05 12. Modified Poly dimethyl Antifoaming

[0601] 0.10 0.10 0.10 siloxane Agent

[0602]

[0603] Total 100.00 100.00 100.00

[0604] Table 9.

[0605] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0606] Example- Example- Example- 1-Z 1-AA 1-BB 1. Compound of formula I- Active

[0607] 9.40 4.70 23.30 1 (Purity - 99.1%w / w) Ingredient

[0608] 2. Broflanilide (Purity - 98 Active

[0609] 9.58 18.50 4.65 %w / w) Ingredient

[0610] 3. Sodium salt of Alkyl

[0611] Naphthalene sulphonate Dispersing

[0612] 6.00 5.20 5.50 formaldehyde agent

[0613] condensate

[0614] 4. Polyalkylene Oxide Wetting

[0615] 1.60 1.80 2.00 Block copolymer Agent

[0616] 5. Sodium lignin Dispersing

[0617] 3.00 2.50 2.50 sulphonate Agent

[0618] 6. Vegetable Oil Adjuvant 5.00 5.00 5.00 7. 1,2-Benzisothiazolin-3- one 20% Soln. (Proxel Biocide 0.10 0.10 0.10 GXL, Biocide)

[0619] 8. Viscosity

[0620] Polysaccharide Gum 0.11 0.10 0.10 Modifier

[0621] 9. Antifreezing

[0622] Propylene Glycol 5.00 5.00 5.00 Agent

[0623] 10. Modified Poly dimethyl Antifoaming

[0624] 0.14 0.10 0.14 siloxane Agent

[0625] 11. Demineralized Water Carrier 60.07 57.00 51.71

[0626]

[0627] Total 100.00 100.00 100.00Table 10.

[0628] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0629] Example- Example- Example- 1-CC 1-DD 1-EE 1. Compound of formula 1-1 Active

[0630] 15.30 5.00 29.50 (Purity - 98%w / w) Ingredient

[0631] 2. Broflanilide (Purity - 97 Active

[0632] 5.15 19.40 4.90 %w / w) Ingredient

[0633] 3. Block copolymer of

[0634] polyethylene glycol and Dispersing 2.75 2.50 2.75 12-hydroxystearic acid agent

[0635] 4. Vegetable oil emulsifying

[0636] 3.50 3.00 2.70 Polyoxyethylene ether agent

[0637] 5. Polyoxythylene polyaryl

[0638] wetting

[0639] phenol phosphate, 2.50 2.10 2.30 agent

[0640] ammonium salt

[0641] 6. Viscosity

[0642] Modified organoclay 0.30 0.20 0.20 Modifier

[0643] 7. Viscosity

[0644] Silicone di oxide 3.00 2.00 2.00 Modifier

[0645] 8. Vegetable oil fatty acid

[0646] Carrier 67.50 65.80 55.65 ester

[0647]

[0648] Total 100.00 100.00 100.00

[0649] Table 11.

[0650] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0651] Example- Example- Example- 1-FF 1-GG 1-HH 1. Compound of formula I- Active

[0652] 9.76 5.00 29.50 1 (Purity - 98%w / w) Ingredient

[0653] 2. Pyriproxifen (Purity - 98 Active

[0654] 9.76 19.70 5.00 %w / w) Ingredient

[0655] 3. block copolymer of

[0656] Dispersing

[0657] polyethylene glycol and 2.75 3.10 2.80 Agent

[0658] 12-hydroxystearic acid

[0659] 4. ethoxylated sorbitan Emulsifying

[0660] 2.50 1.90 2.00 ester agent

[0661] 5. Modified Styrene Dispersing

[0662] 2.20 2.50 2.80

[0663]

[0664] Acrylic Polymer Agent6. Viscosity

[0665] Modified organoclay 0.30 0.20 0.10 modifier

[0666] 7. Viscosity

[0667] Silicone di oxide 2.50 1.50 1.00 Modifier

[0668] 8. Vegetable oil fatty acid

[0669] Carrier 70.23 66.10 56.80 ester

[0670]

[0671] Total 100.00 100.00 100.00

[0672] Table 12.

[0673] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0674] Example- Example- Example- 1-II 1-JJ 1-KK 1. Compound of formula 1-1 Active

[0675] 29.50 5.00 (Purity - 98%w / w) Ingredient 15.30

[0676] 2. Fipronil (Purity - 96 Active

[0677] 4.90 19.30 %w / w) Ingredient 4.90

[0678] 3. block copolymer of

[0679] polyethylene glycol and Dispersing 2.50 3.00 12-hydroxystearic acid Agent 2.75

[0680] 4. Vegetable oil Emulsifying

[0681] 3.50 2.80 Polyoxyethylene ether agent 3.50

[0682] 5. Modified Styrene Acrylic Dispersing

[0683] 1.50 1.80 Polymer Agent 2.20

[0684] 6. Viscosity

[0685] 0.20 0.20 Modified organoclay modifier 0.30

[0686] 7. Viscosity

[0687] 1.50 1.50 Silicon dioxide Modifier 2.50

[0688] 8. Vegetable oil fatty acid

[0689] 56.40 66.40 ester Carrier 68.55

[0690]

[0691] Total 100.00 100.00 100.00

[0692] Table 13.

[0693] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0694] Example- Example- Example- 1-LL 1-MM 1-NN 1. Compound of formula 1-1 Active

[0695] 20.2 9.72 29.2 (Purity - 98%w / w) Ingredient

[0696] 2. Lambda Cyhalothrin Active

[0697] 8.33 2.38 4.73

[0698]

[0699] (Purity - 95 %w / w) Ingredient3. Random co-oplymer of an

[0700] 2.50 2.20 2.80 alkyd-PEG resin Dispersing agent

[0701] 4. emulsifying

[0702] 1.50 1.50 1.50 ethoxylated sorbitan ester agent

[0703] 5. emulsifying

[0704] castor oil ethoxylate 2.20 2.70 1.80 agent

[0705] 6. Modified Styrene Acrylic Dispersing

[0706] 1.50 1.50 1.50 Polymer Agent

[0707] 7. Viscosity

[0708] Modified organoclay 0.30 0.50 0.30 modifier

[0709] 8. Viscosity

[0710] Silicone di oxide 2.75 3.50 1.50

[0711] Modifier

[0712] 9. Vegetable oil fatty acid

[0713] Carrier 60.72 76.00 56.67 ester

[0714]

[0715] Total 100.00 100.00 100.00

[0716] Table 14.

[0717] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0718] Example- Example- Example- 1-00 1-PP 1-QQ 1. Compound of formula I- Active

[0719] 5.00 20.00 1 (Purity - 98%w / w) Ingredient 9.76

[0720] 2. Cypermethrin (Purity - Active

[0721] 9.60 20.00 94 %w / w) Ingredient 10.85

[0722] 3. block copolymer of

[0723] polyethylene glycol and Dispersing 2.50 4.00 12-hydroxystearic acid Agent 2.75

[0724] 4. ethoxylated sorbitan emulsifying

[0725] 2.00 3.20 ester agent 2.50

[0726] 5. emulsifying

[0727] 4.50 2.20 castor oil ethoxylate agent 2.20

[0728] 6. Viscosity

[0729] 0.50 0.30 Modified organoclay modifier 0.30

[0730] 7. Viscosity

[0731] 3.00 1.50 Silicone di oxide Modifier 2.75

[0732] 8. Vegetable oil fatty acid

[0733] 72.90 48.80 ester Carrier 68.89

[0734]

[0735] Total 100.00 100.00 100.00

[0736] Table 15.Quantity. Quantity. Quantity.

[0737] (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0738] Example- Example- Example- 1-RR 1-SS 1-TT 1. Compound of formula I- Active

[0739] 9.34 4.70 23.30 1 (Purity - 99.1%w / w) Ingredient

[0740] 2. Bifenthrin (Purity - 95.2 Active

[0741] 19.45 18.50 4.65 %w / w) Ingredient

[0742] 3. Polymethylmethacrylate- Dispersing

[0743] Polyethyleneoxide graft 3.50 5.20 5.50 Agent

[0744] copolymer

[0745] 4. Polyalkylene Oxide

[0746] Wetting Agent 1.50 1.80 2.00 Block copolymer

[0747] 5. Alcohol ethoxylate Wetting Agent 1.50 2.50 2.50 6. l,2-Benzisothiazolin-3- one 20% Soln. (Proxel Biocide 0.10 5.00 5.00 GXL, Biocide)

[0748] 7. Antifreezing

[0749] Propylene Glycol 5.00 0.10 0.10 Agent

[0750] 8. Viscosity

[0751] Polysaccharide Gum 0.10 0.10 0.10 Modifier

[0752] 9. Modified Poly dimethyl Antifoaming

[0753] 0.20 5.00 5.00 siloxane Agent

[0754] 10. Vegetable Oil Adjuvant 5.00 0.10 0.14 11. Demineralized Water Carrier 54.31 57.00 51.71

[0755]

[0756] Total 100.00 100.00 100.00

[0757] Table 15.1.

[0758] Quantity. Quantity. Quantity. Nos. Ingredients Function (% w / w) (% w / w) (% w / w)

[0759] 1-UU 1-VV 1-VVW 1. Pioxaniliprole (Purity - Active

[0760] 9.58 23.10 9.30 98.%w / w) Ingredient

[0761] 2. Dicloromezotiaz (Purity Active

[0762] 9.58 4.70 23.10 - 98.0 %w / w) Ingredient

[0763] 3. Polymethylmethacrylate- Non Ionic

[0764] Polyethyleneoxide graft Dispersing 4.14 2.40 2.20 copolymer Agent

[0765] 4. Polyalkylene Oxide

[0766] Wetting Agent 1.24 1.40 1.40 Block copolymer

[0767] 5. Anionic

[0768] Salt of Polyaryl

[0769] Dispersing 1.24 1.40 1.60 phosphate ester

[0770]

[0771] Agent6.

[0772] Alcohol ethoxylate Wetting agent 2.07 1.25 1.50 7. Antifreezing

[0773] Propylene Glycol 5.00 4.00 4.00 Agent

[0774] 8. 1,2-Benzisothiazolin-3- one 20% Soln. (Proxel Biocide 0.10 0.10 0.10 GXL, Biocide)

[0775] 9. Viscosity

[0776] Polysaccharide Gum 0.20 0.20 0.20 Modifier

[0777] 10. Demineralized Water Carrier 66.70 61.30 56.45 11. Modified Poly dimethyl Antifoaming

[0778] 0.15 0.15 0.15 siloxane Agent

[0779]

[0780] Total 100.00 100.00 100.00

[0781] Example- 2-A to Example-2-B. Flowable concentrate for seeds (FS) formulation:

[0782] General method for preparing a Flowable concentrate for seeds (FS) formulation Example-2- A to Example-2-B, disclosed in table- 16 and table- 17, was prepared according to the general procedure as described below:

[0783] A compound of formula (I-1), a liquid carrier, surfactants and other ingredients (as specified for each Example) were mixed under stirring. The mixture obtained was homogenized by passing through a colloid mill (IKA Magic Lab). The homogenized slurry obtained was milled using a WAB Dyno Mill filled with Zirconium beads and the milling was continued till a particle size (volume average diameter) in the range of 1 to 3 microns was achieved. The milled slurry was again placed in a container having an overhead stirrer, an anti-freezing agent and a viscosity modifier were added and stirred further to form a homogeneous composition to afford a FS formulation of a compound of formula 1-1.

[0784] Table 16.

[0785] Quantity

[0786] Nos. Ingredients Function (% w / w) Example-2-A

[0787] 1. The compound of Active ingredient

[0788] 23.20

[0789] formula (1-1)

[0790] 2. Dispersing agent

[0791] 3.50

[0792]

[0793] polymethylmethacrylate-Polyethyleneoxide graft

[0794] copolymer

[0795] 3. Polyoxyethylene- Wetting agent

[0796] Polyoxypropylene block 1.30 copolymer

[0797] 4. Dioctyl sodium Wetting agent

[0798] 1.00 sulfosuccinate

[0799] 5. Glycerine Antifreezing agent 4.40

[0800] 6. Propylene Glycol Antifreezng agent 1.60

[0801] 7. Polyethyleneglycol Binder 8.50

[0802] 8. Polydimethyl Siloxane Antifoaming agent 0.50

[0803] 9. l,2-Benzisothiazolin-3- Biocide

[0804] 0.10

[0805] one 20% Solution

[0806] 10. Pigment Colorants 3.50

[0807] 11. Xanthan Gum Viscosity modifier 10.00

[0808] 12. De-mineralized water Carrier 42.40

[0809] Total (% w / w) 100.00

[0810]

[0811] Table 17.

[0812] Quantity. (% Nos. Ingredients Function w / w) Example-2-B 1. Compound of formula 1-1

[0813] Active Ingredient 18.14 (Purity - 99.1%w / w)

[0814] 2. Flupyrimin (Purity - 96.5

[0815] Active Ingredient 27.95 %w / w)

[0816] 3. Polymethylmethacrylate- Polyethyleneoxide graft Dispersing Agent 3.20 copolymer

[0817] 4. Polyalkylene Oxide Block

[0818] Wetting Agent 1.20 copolymer

[0819] 5. Sodium Ligno Sulphonate Dispersing agent 2.00 6. Glycerine Antifreezing agent 4.40 7. Kaolin clay Viscosity modifier 4.00 8. Polydimethyl Siloxane

[0820] Antifoaming agent 0.50 (Antofoaming Agent)

[0821] 9. l,2-Benzisothiazolin-3-one

[0822] Biocide 0.10 20% Soln.

[0823] 10. Pigment colouring agent 3.50

[0824]

[0825] 11. Xanthane Gum (Powder) Thickning agent 0.0512. De-mineralized water (DM)

[0826] Carrier 34.96 Water

[0827]

[0828] Total 100.00

[0829] Exam pie- 3- A to Example-3-D. Dispersible concentrate (DC) formulation:

[0830] General method for preparing a Dispersible concentrate (DC) formulation

[0831] Example-3-A to Example-3-D, disclosed in table-18 and table-19, was prepared according to the general procedure as described below:

[0832] A compound of formula (I-1), a liquid carrier, surfactants and other ingredients (as specified for each Example) were mixed under stirring. The mixture obtained was stirred until a clear solution was obtained to afford a Dispersible concentrate (DC) formulation.

[0833] Table 18.

[0834] Quantity

[0835] Nos. Ingredients Function (% w / w) Example-3-A

[0836] 1. The compound of formula I- Active

[0837] 20.42

[0838] 1 Ingredient

[0839] 2. Polymethylmethacrylate- Dispersing

[0840] Poly ethyleneoxide graft agent 3.20

[0841] copolymer

[0842] 3. Sodium lignin sulphonate Wetting agent

[0843] 2.20

[0844] Sodium lignin sulphonate

[0845] 4. Methyl 5-(dimethylamino)- Solvent

[0846] 35.00

[0847] 2-methyl-5-oxopentanoate

[0848] 5. N, N-Dimethyl Decanamide Solvent 12.50 6. N-Methyl Pyrrolidone Solvent 26.68

[0849] Total (% w / w) 100.00

[0850]

[0851] Table 19.

[0852] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos Ingredients Function

[0853] Example- Example- Example-3-

[0854]

[0855] 3-B 3-C D1. Compound of formula I- Active

[0856] 9.58 4.80 24.00 1 (Purity - 98 %w / w) Ingredient

[0857] 2. Flupyrimin (Purity - 97 Active

[0858] 9.68 28.40 4.80 %w / w) Ingredient

[0859] 3. Polymethylmethacrylate- Dispersing

[0860] Polyethyleneoxide graft 4.10 3.5 3.8

[0861] Agent

[0862] copolymer

[0863] 4. Sodium Ligno Dispersing

[0864] 0.7 0.7 Sulphonate agent 0.50

[0865] 5. Methyl 5- (dimethylamino)-2- Solvent 20.00 23.60 23.60 methyl-5-oxopentanoate

[0866] 6. N-Methyl Pyrrolidone Solvent 56.14 39.00 43.10

[0867]

[0868] Total 100.00 100.00 100.00

[0869] Example-4-A to Example-4-P. Oil dispersion (OD) formulation:

[0870] General method for preparing an Oil Dispersion (OD) formulation

[0871] Example-4-A to Example-4-P, disclosed in table-20 to table-25, was prepared according to the general procedure as described below:

[0872] A compound of formula (I-1), a liquid carrier, surfactants and other ingredients (as specified for each Example) were mixed under stirring. The mixture obtained was homogenized by passing through a colloid mill (IKA Magic Lab). The homogenized slurry obtained was milled using a WAB Dyno Mill filled with Zirconium beads and the milling process was continued till a particle size (volume average diameter) in the range of 1 to 3 microns was achieved. The milled slurry was again placed in a container having an overhead stirrer, vegetable oil fatty acid ester, and modified organoclay were added and stirred further to afford an OD formulation of the compound of formula 1-1.

[0873] Table 20

[0874] Nos. Ingredients Function Quantity (%w / w) Example-4-A 1. The compound of formula 1-1 Active ingredient 19.36 2. Modified Styrene Acrylic Polymer Dispersing agent 2.20 3. Vegetable oil Polyoxyethylene ether Emulsifying agent 6.00

[0875]

[0876] 4. Polyoxythylene polyaryl phenol Dispersing agent

[0877] 3.00 phosphate, ammonium salt

[0878] 5. Modified organoclay Viscosity modifier 0.30 6. Precipitated Silica Viscosity modifier 3.00 7. Vegetable oil fatty acid ester Carrier 66.14 Total (% w / w) 100.00

[0879]

[0880] Table 21.

[0881] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0882] Example- Example- Example- 4-B 4-C 4-D 1. Compound of

[0883] formula 1-1 (Purity - Active Ingredient 9.76 5.00 20.00 98%w / w)

[0884] 2. Cypermethrin (Purity

[0885] Active Ingredient 10.85 9.60 20.00 - 94 %w / w)

[0886] 3. block copolymer of

[0887] polyethylene glycol

[0888] Dispersing Agent 2.75 2.50 4.00 and 12- hydroxystearic acid

[0889] 4. ethoxylated sorbitan

[0890] 2.50 2.00 3.20 ester emulsifying agent

[0891] 5. castor oil ethoxylate emulsifying agent 2.20 4.50 2.20 6. Modified organoclay Viscosity modifier 0.30 0.50 0.30 7. Silicone di oxide Vicosity modifier 2.75 3.00 1.50 8. Vegetable oil fatty

[0892] Carrier 68.89 72.90 48.80 acid ester

[0893]

[0894] Total 100.00 100.00 100.00

[0895] Table 22.

[0896] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0897] Example- Example- Example- 4-E 4-F 4-G 1. Compound of

[0898] formula 1-1 (Purity - Active Ingredient 20.2 9.72 29.2 98%w / w)

[0899] 2. Lambda Cyhalothrin

[0900] Active Ingredient 8.33 2.38 4.73

[0901]

[0902] (Purity - 95 %w / w)3. Random co-oplymer

[0903] of an alkyd-PEG 2.50 2.20 2.80 resin Dispersing agent

[0904] 4. ethoxylated sorbitan

[0905] 1.50 1.50 1.50 ester emulsifying agent

[0906] 5. castor oil ethoxylate emulsifying agent 2.20 2.70 1.80 6. Modified Styrene

[0907] Dispersing Agent 1.50 1.50 1.50 Acrylic Polymer

[0908] 7. Modified organoclay Viscosity modifier 0.30 0.50 0.30 8. Silicone di oxide Viscosity Modifier 2.75 3.50 1.50 9. Vegetable oil fatty

[0909] Carrier 60.72 76.00 56.67 acid ester

[0910]

[0911] Total 100.00 100.00 100.00

[0912] Table 23.

[0913] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0914] Example- Example- Example- 4-H 4-1 4-J 1. Compound of

[0915] formula 1-1 (Purity - Active Ingredient 15.30 29.50 5.00 98%w / w)

[0916] 2. Fipronil (Purity - 96

[0917] Active Ingredient 4.90 4.90 19.30 %w / w)

[0918] 3. block copolymer of

[0919] polyethylene glycol

[0920] Dispersing Agent 2.75 2.50 3.00 and 12- hydroxystearic acid

[0921] 4. Vegetable oil

[0922] Polyoxyethylene Emulsifying agent 3.50 3.50 2.80 ether

[0923] 5. Modified Styrene

[0924] Dispersing Agent 2.20 1.50 1.80 Acrylic Polymer

[0925] 6. Modified organoclay viscosity modifier 0.30 0.20 0.20 7. Silicon dioxide Viscosity modifier 2.50 1.50 1.50 8. Vegetable oil fatty

[0926] Carrier 68.55 56.40 66.40 acid ester

[0927]

[0928] Total 100.00 100.00 100.00

[0929] Table 24.Quantity. Quantity. Quantity.

[0930] (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0931] Example- Example- Example- 4-K 4-L 4-M 1. Compound of

[0932] formula 1-1 (Purity - Active Ingredient 9.76 5.00 29.50 98%w / w)

[0933] 2. Pyriproxifen (Purity - Active Ingredient 9.76 19.70 5.00 98 %w / w)

[0934] 3. block copolymer of

[0935] polyethylene glycol

[0936] Dispersing Agent 2.75 3.10 2.80 and 12- hydroxystearic acid

[0937] 4. ethoxylated sorbitan

[0938] Emulsifying agent 2.50 1.90 2.00 ester

[0939] 5. Modified Styrene

[0940] Dispersing Agent 2.20 2.50 2.80 Acrylic Polymer

[0941] 6. Modified organoclay Viscosity modifier 0.30 0.20 0.10 7. Viscosity

[0942] Silicone di oxide 2.50 1.50 1.00 modifier

[0943] 8. Vegetable oil fatty

[0944] Carrier 70.23 66.10 56.80 acid ester

[0945]

[0946] Total 100.00 100.00 100.00

[0947] Table 25.

[0948] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0949] Example- Example- Example- 4-N 4-0 4-P 1. Compound of

[0950] formula 1-1 (Purity - Active Ingredient 15.30 5.00 29.50 98%w / w)

[0951] 2. Broflanilide (Purity - Active Ingredient 5.15 19.40 4.90 97 %w / w)

[0952] 3. Block copolymer of

[0953] polyethylene glycol

[0954] 2.75 2.50 2.75 and 12- hydroxystearic acid Dispersing agent

[0955] 4. Vegetable oil

[0956] Polyoxyethylene 3.50 3.00 2.70 ether emulsifying agent

[0957] 5. Polyoxythylene

[0958] wetting agent 2.50 2.10 2.30

[0959]

[0960] polyaryl phenolphosphate,

[0961] ammonium salt

[0962] 6. Viscosity

[0963] Modified organoclay 0.30 0.20 0.20

[0964] modifier

[0965] 7. Viscosity

[0966] Silicone di oxide 3.00 2.00 2.00

[0967] modifier

[0968] 8. Vegetable oil fatty

[0969] carrier 67.50 65.80 55.65 acid ester

[0970]

[0971] Total 100.00 100.00 100.00

[0972] Example- 5-A to Example- 5-L: Suspo-emulsion (SE) formulation:

[0973] General method for preparing a suspo-emulsion (SE) formulation:

[0974] Example-5-A to Example-5-L, disclosed in table-26, to table-29 are prepared according to the general procedure as described below:

[0975] A compound of formula (1-1), additional insecticidal compound such as Bifenthrin or Lambda Cyhalothrin or Cypermethrin or Pyriproxifen, a liquid carrier, surfactants and other ingredients (as specified for each Example) were mixed under stirring. The mixture obtained was homogenized by passing through a colloid mill (IKA Magic Lab). The homogenized slurry obtained was milled using a WAB Dyno Mill filled with Zirconium beads and the milling was continued till a particle size (volume average diameter) in the range of 1 to 3 microns was achieved. The milled slurry was again placed in a container having an overhead stirrer, a viscosity modifier and thickeners were added and stirred further to form a homogeneous composition to afford a suspo-emulsion formulation.

[0976] Table 26

[0977] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[0978] Example- 5- Example- Example- A 5-B 5-C Compound of formula I- Active

[0979] 9.71

[0980] 1. 1 (Purity - 99.1 % w / w) Ingredient 9.71 20 Bifenthrin (Purity - 95.2 Active

[0981] 20.20

[0982] 2. % w / w) Ingredient 5 15 Polymethylmethacrylate- Dispersing

[0983] Polyethyleneoxide graft 1.00 1.30 1.70

[0984] Agent

[0985]

[0986] 3. copolymerPolyalkylene Oxide

[0987] Wetting Agent 1.50 2.00 1.00 4. Block copolymer

[0988] Salt of Polyaryl Dispersing

[0989] 1.50 1.45 1.50 5. phosphate ester Agent

[0990] High HLB Polyalkylene Emulsifying

[0991] 1.00 1.50 1.70 6. Oxide Block copolymer agent

[0992] Low HLB Polyalkylene Emulsifying

[0993] 1.92 1.75 2.60 7. Oxide Block copolymer agent

[0994] 1,2-Benzisothiazolin-3- one 20 % Soln. (Proxel Biocide 0.10 0.10 0.10 8. GXL, Biocide)

[0995] 9. Naphtha Solvent 15.38 22.40 9.67 10. N-Octyl Pyrrolidone Solvent 6.73 3.20 12.40

[0996] Viscosity

[0997] Polyvinyl Alcohol 0.20 0.30 0.20 11. Modifier

[0998] Antifreezing

[0999] Propylene Glycol 3.85 4.20 3.50 12. Agent

[1000] 13. Demineralized Water Carrier 36.77 47.00 30.52 Modified Poly dimethyl Antifoaming

[1001] 0.14 0.09 0.11 14. siloxane Agent

[1002]

[1003] Total 100.00 100.00 100.00

[1004] Table 27.

[1005] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[1006] Example- Example- Example- 5-D 5-E 5-F Compound of formula I- Active Ingredient 9.44

[1007] 1. 1 (Purity - 99.1%w / w) 4.7 14 Cypermethrin (Purity - Active Ingredient 14.53

[1008] 2. 96.5 %w / w) 18.1 18.1 Polymethylmethacrylate- Polyethyleneoxide graft Dispersing Agent 4.14 3.50 3.50 3. copolymer

[1009] Polyalkylene Oxide

[1010] Wetting Agent 1.55 1.00 2.00 4. Block copolymer

[1011] Salt of Polyaryl

[1012] Dispersing Agent 1.50 1.00 1.50 5. phosphate ester

[1013] 6. Alcohol ethoxylate Wetting Agent 2.00 1.50 2.00 1,2-Benzisothiazolin-3- Biocide 0.10 0.10 0.10 7. one 20 % Soln.

[1014]

[1015] 8. Naphtha Solvent 16.00 20.00 18.00Modified Poly dimethyl Antifoaming

[1016] 0.14 0.14 0.14 9. siloxane Agent

[1017] Viscosity

[1018] Polysaccharide Gum 0.10 0.10 0.10 10. Modifier

[1019] Antifreezing

[1020] Propylene Glycol 5.00 5.00 3.00 11. Agent

[1021] 12. Demineralized Water Carrier 45.50 44.86 37.56

[1022]

[1023] Total 100.00 100.00 100.00

[1024] Table 28.

[1025] Quantity. Quantity. Quantity. (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[1026] Example- Example- Example- 5-G 5-H 5-I Compound of formula I- Active Ingredient 18.87 27.80 1. 1 (Purity - 99.1%w / w) 9.3

[1027] Lambda Cyhalothrin

[1028] Active Ingredient 7.60 4.62 2. (Purity - 98.5 %w / w) 2.31 Polymethylmethacrylate- Polyethyleneoxide graft Dispersing Agent 4.14 2.00 4.50 3. copolymer

[1029] Polyalkylene Oxide

[1030] Wetting Agent 1.55 1.00 1.20 4. Block copolymer

[1031] Salt of Polyaryl

[1032] Dispersing Agent 1.50 1.50 0.50 5. phosphate ester

[1033] 6. Alcohol ethoxylate Wetting Agent 2.00 2.00 1.00 1,2-Benzisothiazolin-3- Biocide 0.10 0.10 0.10 7. one 20% Soln.

[1034] 8. Naphtha Solvent 12.80 16.80 16.00 Modified Poly dimethyl Antifoaming

[1035] 0.14 0.14 0.14 9. siloxane Agent

[1036] Viscosity

[1037] Polysaccharide Gum 0.10 0.30 0.10 10. Modifier

[1038] Antifreezing

[1039] Propylene Glycol 5.35 5.35 3.00 11. Agent

[1040] Demineralized (DM)

[1041] Carrier 45.85 59.20 41.04 12. Water

[1042]

[1043] Total 100.00 100.00 100.00

[1044] Table 29.Quantity. Quantity. Quantity.

[1045] (% w / w) (% w / w) (% w / w) Nos. Ingredients Function

[1046] Example- Example- Example- 5-J 5-K 5-L 1. Compound of formula I- Active

[1047] 9.76 4.60 27.50 1 (Purity - 98%w / w) Ingredient

[1048] 2. Pyriproxifen (Purity - 98 Active

[1049] 9.76 18.40 4.60 %w / w) Ingredient

[1050] 3. Polymethylmethacrylate- Dispersing

[1051] Polyethyleneoxide graft 3.00 2.30 2.80 Agent

[1052] copolymer

[1053] 4. Polyoxyethylene- Polyoxypropylene block Wetting Agent 1.10 0.80 0.80 copolymer

[1054] 5. EO / PO block polymer Dispersing agent 1.50 1.20 0.80 6. EO / PO block polymer Wetting Agent 2.00 2.30 1.60 7. Solvent C-IX solvent 20.00 30.00 10.00 8. Antifreezing

[1055] Propylene Glycol 5.0 3.0 3.0

[1056] Agent

[1057] 9. 1,2-Benzisothiazolin-3 - one 20% Soln. (Proxel Biocide 0.1 0.1 0.1 GXL, Biocide)

[1058] 10. Viscosity

[1059] Polysaccharide Gum 0.10 0.10 0.10 Modifier

[1060] 11. Polydimethyl siloxane Antifoaming

[1061] 0.15 0.15 0.15 based antifoaming agent agent

[1062] 12. DM Water Carrier 47.53 37.05 48.55

[1063]

[1064] Total 100.00 100.00 100.00

[1065] The excellent efficacy of the formulations, described in present invention, are demonstrated in the biological examples below:

[1066] Example 6. In-vivo bio-efficacy against Spodoptera litura on tomato and soybean plants.

[1067] A formulated compound (1-1), prepared according to example 1 or 2 or 3 or 4 or 5, was diluted with water to the desired test concentrations and filled in spray bottles.

[1068] Tomato and soybean plants, raised in the greenhouse, were sprayed with the formulated compound preparations in a 3rdgeneration track sprayer fitted with hallow cone nozzles and allowed to dry for 2 hours. 12 plants were treated for each concentration. Late second or early third instar larvaeof the target insect, Spodoptera litura, were released on each plant. Each single plant was covered individually to prevent the larvae from escaping.

[1069] 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.

[1070] The results are illustrated in table 30, below.

[1071] Example 7. In-vivo bio-efficacy against Helicoverpa armigera on tomato and soybean plants.

[1072] A formulated compound (1-1), prepared according to example 1 or 2 or 3 or 4, or 5, was diluted with water to the desired test concentrations and filled in spray bottles.

[1073] Tomato and soybean plants, raised in the greenhouse, were sprayed with the formulated compound preparations in a 3rdgeneration track sprayer fitted with hallow 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.

[1074] 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. The results are illustrated in table 30, below.

[1075] Table 30:

[1076] Soybean plant Tomato plant Helicoverpa Spodoptera Helicoverpa Spodoptera Nos. Treatment Doses armigera litura armigera litura PPm

[1077]

[1078]

[1079] Mortality Mortality Mortality Mortality1 Untreated Control 0 0.00 0.00 0.00 0.00 2 Formulated 40 100.00 100.00 100.00 100.00 compound of

[1080] formula 1-1

[1081] 3 according to 80 100.00 100.00 100.00 100.00 example -1-B

[1082]

[1083]

[1084] Example 8. Evaluating the rainfastness of the formulated compound of formula 1-1, against Spodoptera litura on tomato and soybean plants.

[1085] A formulated compound (1-1), prepared according to example 1 or 2 or 3 or 4 or 5, was diluted with water to the desired test concentrations and filled in spray bottles.

[1086] Tomato and soybean plants, raised in the greenhouse, were sprayed with the formulated compound preparations in a 3rdgeneration track sprayer fitted with hallow cone nozzles. The treated plants were allowed to dry for different time intervals i.e., 30, 60, and 90 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.

[1087] 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. The results are illustrated in table 31, below.

[1088] Example 9. Evaluating the rainfastness of the formulated compound of formula 1-1, against Helicoverpa armigera on tomato and soybean plants.

[1089] A formulated compound (1-1), prepared according to example 1 or 2 or 3 or 4 or 5, was diluted with water to the desired test concentrations and filled in spray bottles.

[1090] Tomato and soybean plants, raised in the greenhouse, were sprayed with the formulated compound preparations in a 3rdgeneration track sprayer fitted with hallow cone nozzles. The treated plantswere allowed to dry for different time intervals i.e., 30, 60, and 90 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.

[1091] 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. The results are illustrated in table 31, below.

[1092] Table 31

[1093] Tomato Soybean

[1094] % mortality % mortality

[1095] (7 days after release) (7 days after release) Doses Time(min)interval T ime(min)interval Nos. Treatment

[1096] (PPm) between compound between compound

[1097] No No application and rain application and rain Rain Rain exposure. exposure.

[1098] 30 60 90 30 60 90 Untreated control

[1099] 1 Spodoptera - 0 0 0 0 0 0 0 0 litura

[1100] Formulated

[1101] compound of

[1102] formula 1-1

[1103] 2A according to 80 66 66 100 100 66 83 100 100 example -1-B

[1104] Spodoptera

[1105] litura

[1106] Formulated

[1107] compound of

[1108] formula 1-1

[1109] according to

[1110] 2B 80 50 66 100 100 50 66 100 100 prior art

[1111] WO2019150220

[1112] Spodoptera

[1113] litura

[1114]

[1115] Untreated control

[1116] 3 Helicoverpa - 0 0 0 0 0 0 0 0 armigera

[1117] Formulated

[1118] compound of

[1119] formula 1-1

[1120] 4A according to 80 66 100 100 100 66 100 100 100 example -1-B

[1121] Helicoverpa

[1122] armigera

[1123] Formulated

[1124] compound of

[1125] formula 1-1

[1126] according to

[1127] 4B 80 66 100 100 100 50 100 100 100 prior art

[1128] WO2019150220

[1129] Helicoverpa

[1130]

[1131] armigera

[1132] Row 1 of table 31, illustrates the percentage mortality for Spodoptera litura on Tomato and Soyabean plants, wherein the plants were not treated with any composition.

[1133] Row 2A of table 31, illustrates the percentage mortality for Spodoptera litura on Tomato and Soyabean plants, wherein the time interval between the application of the composition of the present invention, formulated compound of formula 1-1 according to Example- 1-B, and rain exposure was 30, 60 and 90 minutes. Row 2A also illustrates the percentage mortality for Spodoptera litura on Tomato and Soyabean plants, wherein there was no exposure to rain after the application of the compositon of the present invention, formulated compound of formula 1-1 according to Example- 1-B.

[1134] Row 2B of table 31, illustrates the percentage mortality for Spodoptera litura on Tomato and Soyabean plants, wherein the time interval between the application of the composition, formulated compound of formula 1-1 according to the prior art, WO2019150220, and rain exposure was 30, 60 and 90 minutes. Row 1 also illustrates the percentage mortality for Spodoptera litura on Tomato and Soyabean plants, wherein there was no exposure to rain after the application of the compositon, i.e., formulated compound of formula 1-1 according to the prior art, W02019150220.Row 3 of table 31, illustrates the percentage mortality for Helicoverpa armigera on Tomato and Soyabean plants, wherein the plants were not treated with any composition.

[1135] Row 4A of table 31, illustrates the percentage mortality for Helicoverpa armigera on Tomato and Soyabean plants, wherein the time interval between the application of the composition of the present invention, formulated compound of formula 1-1 according to Example- 1-B, and rain exposure was 30, 60 and 90 minutes. Row 1 also illustrates the percentage mortality for Helicoverpa armigera on Tomato and Soyabean plants, wherein there was no exposure to rain after the application of the compositon of the present invention, formulated compound of formula 1-1 according to Example-1 -B.

[1136] Row4B of table 31, illustrates the percentage mortality for Helicoverpa armigera on Tomato and Soyabean plants, wherein the time interval between the application of the composition, formulated compound of formula 1-1 according to the prior art, WO2019150220, and rain exposure was 30, 60 and 90 minutes. Row 1 also illustrates the percentage mortality for Helicoverpa armigera on Tomato and Soyabean plants, wherein there was no exposure to rain after the application of the compositon, i.e., formulated compound of formula 1-1 according to the prior art, W02019150220. From the table 31, it is evident that the % mortality of Spodoptera litura on tomato plants treated with the formulations of the present invention (Formulated compound of formula 1-1 according to example -1-B) was greater than that on tomato plants treated with the formulations of the prior art (Formulated compound of formula 1-1 according to prior art WO2019150220), wherein the time interval between the application of the formulation and the rain exposure was 30 minutes.

[1137] It is also evident from the table 31 that the % mortality of Spodoptera litura on soyabean plants treated with the formulations of the present invention (Formulated compound of formula 1-1 according to example -1-B) was greater than that on soyabean plants treated with the formulations of the prior art (Formulated compound of formula 1-1 according to prior art WO2019150220), wherein the time interval between the application of the formulation and the rain exposure was 30 minutes and 60 minutes respectively.

[1138] It is further evident from the table 31 that the % mortality of Helicoverpa armigera on soyabean plants treated with the formulations of the present invention (Formulated compound of formula I-1 according to example -1-B) was greater than that on soyabean plants treated with theformulations of the prior art (Formulated compound of formula 1-1 according to prior art W02019150220), wherein the time interval between the application of the formulation and the rain exposure was 30 minutes.

[1139] Performance Evaluation Criteria:

[1140] The performance of the formulations was evaluated based on spray solution stability and particle size characteristics.

[1141] Example 10: Method for Evaluating Suspensibility

[1142] To evaluate the stability of the formulations 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:

[1143] Dilution:

[1144] 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.

[1145] 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:

[1146] The cylinder was allowed to stand undisturbed for a predetermined period, typically 30 min, to permit sedimentation.

[1147] Sampling: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.

[1148] Measurement and Calculation:

[1149] 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 (%) = (Ctotai-Cbottom) x 111.1 / Ctotai

[1150] where:

[1151] Ctotai = represents the quantity of formulation initially taken for the test, and

[1152] Cbottom = represents the quantity of sediments and insoluble material present in the bottom one-tenth portion after the settling period.

[1153] Composition Details

[1154] Formulations of the prior art (R Series: R1 to R7): A compound of Formula 1-1 was formulated in combination with various insecticides using formulation procedures generally consistent with those described for the biological examples in W02019150220A1, the resulting formulations comprising active ingredients in combined concentration of about 2000 ppm.

[1155] Formulations of the present invention (F Series: Fl to F7): Compound of formula 1-1 with the different insecticides but formulated according to the present invention to improve physical properties.

[1156] Table 32: The following table shows a comparison between the suspensibility, Dv50 and Dv90 values of the formulations of the present invention and those of the prior art.

[1157] Composition & Type, 2000 Suspensibility

[1158] Code Dv50, p Dv90, p ppm of the active ingriedients %

[1159] Compound Of Formula 1-1

[1160] R1 70 12.77 25.75 (Comparative)

[1161] (Compound Of Formula 1-1),

[1162] Fl 95 1.2 2.6

[1163] Example-l-B (SC)

[1164] (Compound Of Formula 1-1 +

[1165] R2 65 10.54 19.26

[1166]

[1167] Spinosad) (Comparative)(Compound Of Formula 1-1 +

[1168] F2 Spinosad), Example-1 -E, 25% 90 0.75 1.52 SC

[1169] (Compound Of Formula 1-1 +

[1170] R3 70 10.72 24.45 Diclomezotiaz) (Comparative)

[1171] (Compound Of Formula 1-1 +

[1172] F3 Diclomezotiaz), Example- 1- 92 1.42 3.42 UU, 20% SC

[1173] (Compound Of Formula 1-1 +

[1174] R4 65 15.22 35.17 Bifenthrin), (Comparative)

[1175] (Compound Of Formula 1-1 +

[1176] F4 Bifenthrin), Example-5- A, 30% 93 0.77 2.12 SE

[1177] (Compound Of Formula 1-1 +

[1178] R5 55 13.23 33.76 Cypermethrin), (Comparative)

[1179] (Compound Of Formula 1-1 +

[1180] F5 Cypermethrin), Example-5-D, 85 0.94 2.47

[1181] 25% SE

[1182] (Compound Of Formula 1-1 +

[1183] R6 70 13.21 29.74 Flupyrimin) (Comparative)

[1184] (Compound Of Formula 1-1 +

[1185] F6 Flupyrimin), Example-3 -B, 91 1.2 5.4

[1186] 20% DC

[1187] (Compound Of Formula 1-1 +

[1188] R7 67 15.63 51.81 Broflanilide) (Comparative)

[1189] (Compound Of Formula 1-1 +

[1190] F7 Broflanilide), Example-4-N, 93 2.53 9.51

[1191]

[1192] 20% OD

[1193] Table 33: The following table compares the minimum and maximum values of Suspensibility (%) for F-series and R-Series Formulation.

[1194] Minimum Suspensibility Maximum Suspensibility Series

[1195] (%) (%)

[1196] F-Series 85 (F5) 95 (Fl) R-Series 55 (R5) 7O (R1, R3, R6)

[1197]

[1198] The F series exhibited significantly improved suspensibility compared to the R series. For example, Fl ((Compound Of Formula 1-1), Example-l-B (SC)) achieved a suspensibility of 95%, whereas R1 (Compound Of Formula 1-1), (Comparative), showed only 70%. Similar trends wereobserved across all paired formulations, with F series values ranging from 85% to 95%, compared to 55%-70% for the R series.

[1199] Example 11: Method for Estimating Particle Size Distribution:

[1200] Particle size distribution of the formulations was determined using a laser diffraction technique, a well-established method for analyzing particles in the sub-micron to micron range, typically from about 0.1 to 100 microns. A laser diffraction particle size analyzer was employed for this purpose.

[1201] Procedure

[1202] Sample Preparation: A representative sample of the formulation 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.

[1203] Equilibration: The diluted sample was allowed to equilibrate to a controlled temperature, typically 25°C ± 0.3°C, prior to analysis.

[1204] 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.

[1205] 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.

[1206] Particle Size Reporting: The instrument processed the acquired data to generate a particle size distribution profile. Key reported parameters included Dm (median particle diameter) and D (coarse particle threshold).

[1207] Dm 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.

[1208] D 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.Observations

[1209] Table 33: The following table summarizes the maximum and minimum D o values for the F-Series and the R-series.

[1210] Series Minimum D^so Maximum DFSO F-Series 0.75 (F2) 2.53 (F7) R-Series 10.54 (R2) 15.63 (R7)

[1211]

[1212] Table 34: The following table summarizes the maximum and minimum Dm values for the F-Series and the R-series.

[1213] Series Minimum Drjn Maximum 1) Drjn F-Series 1.52 (F2) 9.51 (F7) R-Series 19.26 (R2) 51.81 (R7)

[1214]

[1215] Formulations exhibiting high suspensibility values, particularly those exceeding about 90-95%, consistently demonstrated a Drso particle size of less than about 5 microns, indicating that reduced particle size plays a significant role in achieving enhanced suspension stability.

[1216] The insecticidal compositions of the present invention effectively address the shortcomings associated with poor suspensibility observed in prior art formulations. 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 formulation that overcomes the limitations of earlier formulations and fulfills a long-standing need in the art.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 liquid insecticidal composition, comprising:(a) A compound of formula (I) in the range of 0.1 to 90 % (w / w);wherein,R1represents C1-C6alkyl;R2represents F, Cl, Br, or CN;R3represents Cl, Br or methyl;R4represents H, F or Cl; andn represent an integer selected from 0-2;(b) a surfactant system in the range of 1 to 30 % (w / w), wherein the surfactant system comprises one or more of:iv. a wetting agent;v. a dispersing agent; andvi. an emulsifying agent;(c) other excipients in the range of 5 to 95 % (w / w);wherein the total of all the components of the composition is 100 % (w / w).

2. The liquid insecticidal composition as claimed in claim 1, wherein:(b) the surfactant system is one or more of a wetting agent, a dispersing agent and an emulsifying agent; wherein;i. the wetting agent is present in a range of about 0 to 20 % (w / w) of the total weight of the composition;ii. the dispersing agent is present in the range of about 1 to 20 % (w / w) of the total weight of the composition; andiii. the emulsifying agent is present in the range of about 0 to 15 %(w / w) of the total weight of the composition.

3. The liquid insecticidal composition as claimed in claim 1, wherein:(c) the other excipient is one or more of an anti-freezing agent, biocide, viscosity modifier, anti-foaming agent, adjuvant, colorant, binder, filler and carrier, whereinx. the anti-freezing agent is present in the range of about 0 to 15 % (w / w) of the total weight of the composition;xi. the biocide is present in an amount in the range of about 0 to 10 % (w / w) of the total weight of the composition;xii. the anti-foaming agent is present in a range of about 0 to 10 % (w / w) of the total weight of the composition;xiii. the viscosity modifier is present in a range of about 0 to 10 % (w / w) of the total weight of the composition;xiv. the solvents useful for the present composition are in a range of about 0 to 80 % (w / w) of the total weight of the composition;xv. water is present in an amount in the range of about 10 to 80 % (w / w) of the total weight of the composition;xvi. the oil is present in a range of about 30 to 85 % (w / w) of the total weight of the composition;xvii. the colorants are present in a range of about 1 to 10 % (w / w) of the total weight of the composition; andxviii. the binders are present in a range of about 0 to 15 % (w / w) of the total weight of the composition; wherein the carrier is one or more of solvents, water or oil.

4. The liquid 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, and Tolfenpyrad, wherein the additional insecticidal compounds are present in an amount in the range of 0.1 to 80 % (w / w).

5. The liquid insecticidal composition, as claimed in claim 1, wherein the wetting agent is one or more of polyoxyethylene-polyoxypropylene block copolymer, polyoxyethylene polyaryl phenol phosphate (amine salt), alcohol ethoxylate, dioctyl sodium sulfosuccinate, sodium lignin sulphonate, polyalkylene oxide block copolymer, and EO / PO block polymer.

6. The liquid insecticidal composition, as claimed in claim 1, wherein the dispersing agent is one or more of polymethylmethacrylate polyethyleneoxide graft copolymer, modified styrene acrylic polymer, salt of polyaryl phosphate ester, sodium salt of alkyl naphthalene sulphonate formaldehyde condensate, sodium lignin sulphonate, polyoxyethylene polyaryl phenol phosphate, (amine salt), block copolymer of polyethylene glycol and 12- hydroxystearic acid, EO / PO block polymer and random copolymer of alkyl-PEG resin.

7. The liquid insecticidal composition, as claimed in claim 1, wherein the emulsifying agent is one or more of vegetable oil polyoxyethylene ether, polyoxythylene polyaryl phenol phosphate (ammonium salt), high HLB polyalkylene oxide block copolymers, low HLB polyalkylene oxide block copolymers, vegetable oil ethoxylate, ethoxylated castor oil, castor-oil ethoxylate, and ethoxylated sorbitan esters.

8. The liquid insecticidal composition as claimed in claim 1, wherein the composition is in the form of a suspension concentrate (SC), comprising:(a) the compounds of formula (I) in the range of 5 to 50 % (w / w);(b) a surfactant selected from:i. a wetting agent in the range of 0 to 10 % (w / w);ii. a dispersing agent in the range of 1 to 15 % (w / w); andiii. an emulsifying agent in the range of 0 to 10 % (w / w);(c) other excipients are selected from:i. an anti-freezing agent in the range of 0 to 15 % (w / w);ii. a biocide in the range of 0 to 10 % (w / w);iii. a viscosity modifier in the range of 0.1 to 5 % (w / w);iv. an anti-foaming agent in the range of 0 to 10 % (w / w); andv. carrier in the range of 10 to 80 % (w / w);wherein the total of all the components (a) to (c) in the composition is 100 % (w / w).

9. The liquid insecticidal composition as claimed in claim 8, wherein the composition, comprises:(a) the compounds of formula (I) in the range of 5 to 50 % (w / w);(b) a surfactant selected from:i. a wetting agent in the range of 0 to 10 % (w / w); wherein the wetting agent is one or more of polyoxyethylene-polyoxypropylene block copolymer, polyoxyethylene polyaryl phenol phosphate, amine salt, polyalkyleneoxide block copolymer, and alcohol ethoxylate;ii. a dispersing agent in the range of 1 to 10 % (w / w); wherein the dispersing agent is polymethylmethacrylate-polyethyleneoxide graft copolymer, sodium lignin sulfonate and salt of polyaryl phosphate ester;iii. an emulsifying agent in the range of 0.1 to 5 % (w / w); wherein the emulsifying agent is selected from low-HLB polyalkylene oxide block copolymer, and vegetable oil ethoxylate;(c) other excipients are selected from:i. an anti-freezing agent in the range of 0 to 15 % (w / w); wherein the anti-freezing agent is propylene glycol;ii. a biocide in the range of 0 to 7.00 % (w / w); wherein the biocide is a 20 % solution of 1,2-benzisothiazolin-3-one;iii. a viscosity modifier in the range of 0.01 to 5 % (w / w); wherein the viscosity modifier is xanthan gum;iv. an anti-foaming agent in the range of 0 to 7.0 % (w / w); wherein the antifoaming agent is poly dimethyl siloxane based antifoaming agent; andv. carrier in the range of 30 to 80 % (w / w); wherein the carrier is selected from water and vegetable oil;wherein the total of all the components (a) to (c) in the composition is 100 % (w / w).

10. The liquid insecticidal composition as claimed in claim 1, wherein the composition is in the form of a flowable concentrate for seed treatment (FS), comprising:(a) the compounds of formula (I) in the range of 5 to 50 % (w / w);(b) a surfactant selected from:i. a wetting agent in the range of 1 to 10 % (w / w); and ii. a dispersing agent in the range of 1 to 7 % (w / w);(c) other excipients are selected fromi. an anti-freezing agent in the range of 2 to 15 % (w / w); ii. a biocide in the range of 0.01 to 1.00 % (w / w);iii. a viscosity modifier in the range of 0.1 to 10 % (w / w); iv. a anti-foaming agent in the range of 0.1 to 1.0 % (w / w); v. a binder in the range of 0 to 15 % (w / w);vi. a pigment in the range of 1 to 10.0 % (w / w); and vii. water in the range of 30 to 70 % (w / w);wherein the total of all the components (a) to (c) of the composition is 100 % (w / w).

11. The liquid insecticidal composition as claimed in claim 10, wherein the composition comprises:(a) the compounds of formula (I) in the range of 15 to 50 % (w / w);(b) a surfactant selected from:i. a wetting agent in the range of 1 to 5 % (w / w); wherein the wetting agent is one or more of polyoxyethylene-polyoxypropylene block copolymer and dioctyl sodium sulfosuccinate; andii. a dispersing agent in the range of 1 to 7 % (w / w); wherein the dispersing agent is selected from polymethylmethacrylatepolyethyleneoxide graft copolymer, and sodium lignin sulfonate;(c) other excipients are selected from:i. an anti-freezing agent in the range of 3 to 10 % (w / w); wherein the anti-freezing agent is one or more of glycerine and propylene glycol; ii. a biocide in the range of 0.01 to 1.00 % (w / w); wherein the biocide is a 20 % solution of 1,2-benzisothiazolin-3-one;iii. a viscosity modifier in the range of 2 to 10 % (w / w); wherein the viscosity modifier is selected from xanthan gum, kaolin clay and polyethylene glycol;iv. an anti-foaming agent in the range of 0.1 to 1.0 % (w / w); wherein the anti-foaming agent is poly dimethyl siloxane;v. a binder in the range of 0 to 10 % (w / w); wherein the binder is polyethylene glycol;vi. a pigment in the range of 1 to 5 % (w / w); andvii. water in the range of 30 to 50 % (w / w);wherein the total of all the components (a) to (c) of the composition is 100 % (w / w).

12. The liquid insecticidal composition as claimed in claim 1, wherein the composition is in the form of a dispersible concentrate (DC), comprising:(a) the compounds of formula (I) in the range of 5 to 50 % (w / w);(b) a surfactant selected from:i. a wetting agent in the range of 0 to 10 % (w / w); andii. a dispersing agent in the range of 1 to 7 % (w / w);(c) other excipients are selected fromi. a solvent in the range of 10 to 80 % (w / w);wherein the total of all the components (a) to (c) of the composition is 100 % (w / w).

13. The liquid insecticidal composition as claimed in claim 12, wherein the composition, comprises:(a) the compounds of formula (I) in the range of 5 to 50 % (w / w);(b) a surfactant selected from:i. a wetting agent in the range of 0 to 5 % (w / w); wherein the wetting agent is sodium lignin sulphonate; andii. a dispersing agent in the range of 1 to 7 % (w / w); wherein the dispersing agent is selected from polymethylmethacrylate-polyethyleneoxide graft copolymer and sodium lignin sulfonate; and(c) other excipients are selected from:i. a solvent in the range of 40 to 80 % (w / w); wherein the solvent is one or more of methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate, N, N- dimethyl decanamide, and N-methyl pyrrolidone;wherein the total of all the components (a) to (c) of the composition is 100 % (w / w).

14. The liquid insecticidal composition as claimed in claim 1, wherein the composition is in the form of an oil dispersion (OD), comprising:(a) the compounds of formula (I) in the range of 5 to 80 % (w / w);(b) a surfactant selected from:i. a dispersing agent in the range of 1 to 7 % (w / w);ii. an emulsifying agent in the range of 1 to 10 % (w / w); and iii. a wetting agent in the range of 0 to 10 % (w / w);(c) other excipients are selected fromi. a viscosity modifier in the range of 0.1 to 5 % (w / w); and ii. oil in the range of 30 to 85 % (w / w).wherein the total of all the components (a) to (c) of the composition is 100 % (w / w).

15. The liquid insecticidal composition as claimed in claim 14, wherein the composition comprises:(a) the compounds of formula (I) in the range of 10 to 50 % (w / w); (b) a surfactant selected from:i. a dispersing agent in the range of 1 to 7 % (w / w); wherein the dispersing agent is selected from a modified styrene acrylic polymer, polymethylmethacrylate-polyethyleneglycol graft copolymer and block copolymer of polyethylene glycol and 12-hydroxystearic acid;ii. an emulsifying agent in the range of 1 to 7 % (w / w); wherein the emulsifying agent is one or more of castor-oil ethoxylate, ethoxylated sorbitan ester and vegetable oil polyoxyethylene ether; andiii. wetting agent in the range of 0 to 5 % (w / w); wherein the wetting agent is polyoxyethylene polyaryl phenol phosphate, ammonium salt. (c) other excipients are selected fromi. a viscosity modifier in the range of 0.1 to 5 % (w / w); wherein the viscosity modifier is one or more of a modified organoclay and silicone dioxide; andii. oil in the range of 40 to 80 % (w / w); wherein the oil is a methylated vegetable oil (vegetable oil fatty acid ester).wherein the total of all the components (a) to (c) of the composition is 100 % (w / w).

16. The liquid insecticidal composition as claimed in claim 1, wherein the composition is in the form of a suspo-emulsion (SE), comprising:(a) the compounds of formula (I) in the range of 5 to 50 % (w / w); (b) a surfactant selected from:i. a wetting agent in the range of 1 to 10 % (w / w);ii. a dispersing agent in the range of 1 to 15 % (w / w); and iii. an emulsifying agent in the range of 0 to 15 % (w / w);(c) other excipients are selected from:i. an anti-freezing agent in the range of 1 to 15 % (w / w); ii. a biocide in the range of 0.01 to 1.00 % (w / w);iii. a viscosity modifier in the range of 0.01 to 1 % (w / w); iv. a anti-foaming agent in the range of 0.01 to 1.0 % (w / w); v. water in the range of 10 to 80 % (w / w); andvi. solvent in the range of 1 to 80 % (w / w);wherein the total of all the components in the composition is 100 % (w / w).

17. The composition as claimed in claim 16, wherein said composition comprises:(a) the compounds of formula (I) in the range of 5 to 30 % (w / w);(b) a surfactant selected from:i. a wetting agent in the range of 1 to 5 % (w / w); wherein the wetting agent is one or more of polyalkylene oxide block co-polymer, polyoxyethylene-polyoxypropylene block copolymer, polyoxyethylene polyaryl phenol phosphate, amine salt and alcohol ethoxylate;ii. a dispersing agent in the range of 1 to 7 % (w / w); wherein the dispersing agent is salt of polyaryl phosphate ester, polyoxyethylene-polyoxypropylene block copolymer, or polymethylmethacrylate-polyethyleneoxide graft copolymer; andiii. an emulsifying agent in the range of 1 to 12 % (w / w); wherein the emulsifying agent is high HLB (hydrophilic-lipophilic balance) polyalkylene oxide block copolymers, or low HLB (hydrophilic-lipophilic balance) polyalkylene oxide block copolymers;(c) other excipients are selected fromi. an anti-freezing agent in the range of 1 to 10 % (w / w); wherein the anti-freezing agent is propylene glycol;ii. a biocide in the range of 0.01 to 0.5 % (w / w); wherein the biocide is a 20 % solution of 1,2-benzisothiazolin-3-one;iii. a viscosity modifier in the range of 0.01 to 0.5 % (w / w); wherein the viscosity modifier is polysaccharide gum, polyvinyl alcohol or xanthan gum;iv. a anti-foaming agent in the range of 0.01 to 0.7 % (w / w); wherein the antifoaming agent is poly dimethyl siloxane based antifoaming agent; v. water in the range of 30 to 80 % (w / w); andvi. solvent in the range of 5 to 50 % (w / w), wherein the solvent is naphtha, C9-C11 alkyl-substituted aromatic hydrocarbons, or N-octyl pyrrolidone; wherein the total of all the components in the composition is 100 % (w / w).

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

19. A method of protecting seeds from insect attack, comprising coating the seeds with a composition according to claim 1.

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

21. The method as claimed in claim 17, wherein said mixture is applied in an amount of from 5 g / ha to 2000 g / ha.

22. The composition as claimed in claim 1, wherein the particle size is less than Df50of 9 microns.

23. The composition as claimed in claim 22, wherein the Df50lies in the range of 0.5 to 3 microns.

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