Description:TECHNICAL FIELD
[0001] The present disclosure generally relates to the technical field of insecticidal compositions. More particularly, the present disclosure provides a liquid composition of Cyantraniliprole.

BACKGROUND
[0002] Background description includes information that may be useful in understanding the present invention. It is not an admission that any of the information provided herein is prior art or relevant to the presently claimed invention, or that any publication specifically or implicitly referenced is prior art.
[0003] Cyantraniliprole is chemically known as 3-Bromo-1-(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]-1H-pyrazole-5-carboxamide or 3-bromo-1-(3-chloro-2-pyridyl)-4’-cyano-2’-methyl-6’-(methylcarbamoyl)pyrazole-5-carboxanilide.
[0004] Cyantraniliprole is an anthanilic diamide compound which activates insect ryanodine receptors which results in depletion of intracellular calcium stores followed by muscle paralysis and death.
[0005] WO 01/70671 A2 discloses cyantraniliprole, its N-oxides and agriculturally suitable salts and a method for controlling arthropods comprising contacting the arthropods or their environment with an arthropodicidally effective amount of Cyantraniliprole, its N-oxide or agriculturally suitable salts.
[0006] WO 03/024222 A1 discloses methods for protecting a propagule or a plant grown therefrom from invertebrate pests comprising contacting the propagule or the locus of the propagule with a biologically effective amount of Cyantraniliprole, its N-oxide or an agriculturally suitable salt thereof.
[0007] WO 2004/67528 A1 discloses a composition for controlling an invertebrate pest comprising a biologically effective amount of a compound of Cyantraniliprole, an N-oxide or a salt thereof and at least one additional component selected from the group consisting of a surfactant, a solid diluent and a liquid diluent, said composition further comprising an effective amount of at least one additional biologically active compound or agent.
[0008] While several liquid formulations of Cyantraniliprole has been reported so far, such conventional formulations suffer from a technical problem of degradation of Cyantraniliprole i.e. chemical instability and/or physical instability.
[0009] Few approaches have been reported to tackle physical and/or chemical stability of Cyantraniliprole in liquid compositions. For example, WO 2007/081553 A2 discloses a suspension concentrate compositions comprising by weight based on the total weight of the composition, about 0.1 to about 40% of at least one carboxamide arthropodicide; 0 to about 20% of at least one other biologically active agent; about 30 to about 95% of at least one water-immiscible liquid carrier; about 2 to about 50% of at least one emulsifier; about 0.01 to about 10% of a silica thickener; about 0.1 to about 10% of at least one protic solvent selected from water, a C1-C12 alkanol and a C2-C3 glycol; and about 0.001 to about 5% of at least one water-soluble carboxylic acid.
[0010] While the disclosure of WO 2007/081553 A2 do address the technical problem of degradation of Cyantraniliprole, there is still a need in the art of improved compositions and formulations of Cyantraniliprole that not only address the technical problem of chemical and/or physical instability, but also exhibit excellent insecticidal activity. The present disclosure provides a liquid composition comprising Cyantraniliprole, which is highly effective and also chemically and physically stable.
[0011] All publications herein are incorporated by reference to the same extent as if each individual publication or patent application were specifically and individually indicated to be incorporated by reference. Where a definition or use of a term in an incorporated reference is inconsistent or contrary to the definition of that term provided herein, the definition of that term provided herein applies and the definition of that term in the reference does not apply.

OBJECTS
[0012] An object of the present disclosure is to provide a liquid composition of Cyantraniliprole that has excellent storage stability.
[0013] Another object of the present disclosure is to provide a liquid composition of Cyantraniliprole that is economical.
[0014] Further object of the present disclosure is to provide a liquid composition of Cyantraniliprole that exhibits excellent insecticidal activity.
[0015] Further object of the present disclosure relates to a method for preparation of a liquid composition of Cyantraniliprole.
[0016] Still further object of the present disclosure relates to a method for controlling arthropod pests.

SUMMARY
[0017] The present disclosure generally relates to the technical field of insecticidal compositions. More particularly, the present disclosure provides a liquid composition of Cyantraniliprole.
[0018] The present disclosure is on the premise of a surprising observation by inventors that incorporation of bentonite clay dramatically improves the physical and/or chemical stability of compositions of Cyantraniliprole (e.g. of oil dispersion formulation of Cyantraniliprole). Also surprising was the observation that the compositions and formulations of the present disclosure exhibit superior insecticidal activity in comparison to commercially available compositions of similar strength.
[0019] Accordingly, an aspect of the present disclosure provides a liquid insecticidal composition comprising: (a) Cyantraniliprole in an amount ranging from about 0.5 to about 50 wt.% by weight of the composition; (b) at least one other biologically active agent in an amount ranging from about 0 to about 20 wt.% by weight of the composition; (c) bentonite clay in an amount ranging from about 0.1 to about 10 wt.% by weight of the composition; (d) an anionic surfactant having carboxylate functional groups in an amount ranging from about 1 to about 20 wt.% by weight of the composition; (e) a non-ionic surfactant in an amount ranging from about 1 to about 50 wt.% by weight of the composition; and (f) a water immiscible liquid carrier in an amount ranging from about 20 to about 95 wt.% by weight of the composition.
[0020] In some embodiments, the anionic surfactant having carboxylate functional groups comprises Atlox™ LP-1.
[0021] In some embodiments, the non-ionic surfactant comprises Polyoxyethylene (16) sorbitan monolaurate, Polyoxyethylene (40) sorbitol oleate or combinations thereof.
[0022] Various objects, features, aspects and advantages of the inventive subject matter will become more apparent from the following detailed description of preferred embodiments.

DETAILED DESCRIPTION
[0023] The following is a detailed description of embodiments of the present invention. The embodiments are in such detail as to clearly communicate the invention. However, the amount of detail offered is not intended to limit the anticipated variations of embodiments; on the contrary, the intention is to cover all modifications, equivalents, and alternatives falling within the spirit and scope of the present invention as defined by the appended claims.
[0024] Each of the appended claims defines a separate invention, which for infringement purposes is recognized as including equivalents to the various elements or limitations specified in the claims. Depending on the context, all references below to the “invention” may in some cases refer to certain specific embodiments only. In other cases it will be recognized that references to the “invention” will refer to subject matter recited in one or more, but not necessarily all, of the claims.
[0025] Groupings of alternative elements or embodiments of the invention disclosed herein are not to be construed as limitations. Each group member can be referred to and claimed individually or in any combination with other members of the group or other elements found herein. One or more members of a group can be included in, or deleted from, a group for reasons of convenience and/or patentability.
[0026] Unless the context requires otherwise, throughout the specification which follow, the word “comprise” and variations thereof, such as, “comprises” and “comprising” are to be construed in an open, inclusive sense that is as “including, but not limited to.” It is to be appreciated that the terms "comprising", "comprises" and "comprised of" as used herein includes the terms "consisting of", "consists" and "consists of" within their meaning.
[0027] Reference throughout this specification to “one embodiment” or “an embodiment” means that a particular feature, structure or characteristic described in connection with the embodiment is included in at least one embodiment. Thus, the appearances of the phrases “in one embodiment” or “in an embodiment” in various places throughout this specification are not necessarily all referring to the same embodiment. Furthermore, the particular features, structures, or characteristics may be combined in any suitable manner in one or more embodiments.
[0028] As used in the description herein and throughout the claims that follow, the meaning of “a,” “an,” and “the” includes plural reference unless the context clearly dictates otherwise. Also, as used in the description herein, the meaning of “in” includes “in” and “on” unless the context clearly dictates otherwise.
[0029] In some embodiments, the numbers expressing quantities of ingredients, properties such as concentration, and so forth, used to describe and claim certain embodiments of the invention are to be understood as being modified in some instances by the term “about.” Accordingly, in some embodiments, the numerical parameters set forth in the written description are approximations that can vary depending upon the desired properties sought to be obtained by a particular embodiment. In some embodiments, the numerical parameters should be construed in light of the number of reported significant digits and by applying ordinary rounding techniques. Notwithstanding that the numerical ranges and parameters setting forth the broad scope of some embodiments of the invention are approximations, the numerical values set forth in the specific examples are reported as precisely as practicable.
[0030] The recitation of ranges of values herein is merely intended to serve as a shorthand method of referring individually to each separate value falling within the range. Unless otherwise indicated herein, each individual value is incorporated into the specification as if it were individually recited herein.
[0031] The headings and abstract of the invention provided herein are for convenience only and do not interpret the scope or meaning of the embodiments.
[0032] All methods described herein can be performed in any suitable order unless otherwise indicated herein or otherwise clearly contradicted by context. The use of any and all examples, or exemplary language (e.g. “such as”) provided with respect to certain embodiments herein is intended merely to better illuminate the invention and does not pose a limitation on the scope of the invention otherwise claimed. No language in the specification should be construed as indicating any non-claimed element essential to the practice of the invention.
[0033] The following discussion provides many example embodiments of the inventive subject matter. Although each embodiment represents a single combination of inventive elements, the inventive subject matter is considered to include all possible combinations of the disclosed elements. Thus if one embodiment comprises elements A, B, and C, and a second embodiment comprises elements B and D, then the inventive subject matter is also considered to include other remaining combinations of A, B, C, or D, even if not explicitly disclosed.
[0034] Various terms as used herein are shown below. To the extent a term used in a claim is not defined below, it should be given the broadest definition persons in the pertinent art have given that term as reflected in printed publications and issued patents at the time of filing.
[0035] The present disclosure generally relates to the technical field of insecticidal compositions. More particularly, the present disclosure provides a liquid composition of Cyantraniliprole.
[0036] An aspect of the present disclosure provides a liquid insecticidal composition comprising: (a) Cyantraniliprole in an amount ranging from about 0.5 to about 50 wt.% by weight of the composition; (b) at least one other biologically active agent in an amount ranging from about 0 to about 20 wt.% by weight of the composition; (c) bentonite clay in an amount ranging from about 0.1 to about 10 wt.% by weight of the composition; (d) an anionic surfactant having carboxylate functional groups in an amount ranging from about 1 to about 20 wt.% by weight of the composition; (e) a non-ionic surfactant in an amount ranging from about 1 to about 50 wt.% by weight of the composition; and (f) a water immiscible liquid carrier in an amount ranging from about 20 to about 95 wt.% by weight of the composition.
[0037] In some embodiments, the composition of the present disclosure is formulated as an oil dispersion (OD) composition.
[0038] In some embodiments, Cyantraniliprole is present in an amount ranging from 0.5 to 50 wt.% by weight of the composition, for example, from about 1 to about 40 wt.% by weight of the composition, or from about 2 to about 25 wt.% by weight of the composition, or from about 3 to about 15 wt.% by weight of the composition. In a preferred embodiment, Cyantraniliprole is present in an amount ranging from about 1 to about 15 wt.% by weight of the composition.
[0039] In some embodiments, the compositions of the present invention can comprise at least one other biologically active agent in addition to Cyantraniliprole. The at least one other biologically active agent can include a compound, agent or substance selected from the following classes: insecticides, fungicides, nematocides, bactericides, acaricides, herbicides, growth regulators such as rooting stimulants, chemosterilants, semiochemicals, repellents, attractants, pheromones, feeding stimulants, including both chemical and biological agents, and mixtures of several compounds, agents or substances selected from the above classes. The other biologically active agent is present in an amount ranging from 0 to about 20 wt% by weight of the composition.
[0040] In some embodiments, the other biologically active agent is selected from the group consisting of abamectin, acetamiprid, amitraz, avermectin, azadirachtin, bϊfenthrin, buprofezin, cartap, chlorfenapyr, chlorpyrifos, clothianidin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, cypermethrin, cyromazine, deltamethrin, dieldrin, dinotefuran, diofenolan, emamectin, endosulfan, esfenvalerate. ethiprole, fenothiocarb, fenoxycarb, fenvalerate, fipronil, fionicamid, flufenoxuron, hexaflumuron, hydramethyhion, imidacloprid, indoxacarb, lufenuron, metaflumizone, methomyl, methoprene, methoxyfenozide, nitenpyram, nithiazine, novaluron, oxamyl, pymetrozine, pyrethrin, pyridaben, pyridalyl, pyriproxyfen, ryanodine, spinetoram, spinosad, spirodiclofen, spiromesifen, tebufenozide, thiacloprid, thiamethoxam, thiodicarb, thiosultap-sodium, tralomethrin, triazamate, triflumuron, Bacillus thuringiensis subsp. ai∑awai, Bacillus thuringiensis subsp. kurstaki, nucleopolyhedrovirus, and an encapsulated delta-endotoxin of Bacillus thuringiensis.
[0041] In some embodiments, the water-immiscible liquid carrier is selected from the group consisting of: fatty acid esters of a C1-C4 alkanols (including those derived from seed and fruit oils), alkoxylated fatty acid esters (including those derived from seed and fruit oils), vegetable oils, mineral oils, and mixtures thereof.
[0042] In some embodiments, the water-immiscible liquid carrier comprises a methylated seed oil, such as of sunflower, soybean, cotton or linseed.
[0043] In some embodiments, the water-immiscible liquid carrier is present in an amount ranging from about 20 to about 95 wt.% by weight of the composition, for example, from about 30 to about 70 wt.% by weight of the composition, or from about 35 to about 65 wt.% by weight of the composition or about 40 to about 60 wt.% by weight of the composition. In a preferred embodiment, the water-immiscible liquid carrier is present in an amount ranging from about 40 to about 60 wt.% by weight of the composition.
[0044] In some embodiments, the anionic surfactant is selected from a group consisting of: polycarboxylates, alkali salts of fatty acids or fatty acid derivatives such as sodium stearate, sodium lauroyl sarcosinate and the likes. In a preferred embodiment, the anionic surfactant comprises Atlox™ LP-1.
[0045] In some embodiments, the anionic surfactant is present in an amount ranging from about 1 to about 20 wt.% by weight of the composition, for example, from about 1 to about 17 wt.% by weight of the composition, or from about 3 to about 15 wt.% by weight of the composition or about 3 to about 10 wt.% by weight of the composition. In a preferred embodiment, the anionic surfactant is present in an amount ranging from about 3 to about 15 wt.% by weight of the composition.
[0046] In some embodiments, the non-ionic surfactant is selected from the group consisting of: ethoxylated alcohols, ethoxylated alkylphenols, ethoxylated sorbitol esters, ethoxylated fatty acid esters, polyoxyethylene/polyoxypropylene block copolymers, glycerol esters, and alkylpolyglycosides.
[0047] In some embodiments, the non-ionic surfactant comprises Polyoxyethylene (16) sorbitan monolaurate, Polyoxyethylene (40) sorbitol oleate or combinations thereof. In a preferred embodiment, the non-ionic surfactant comprises a combination of Polyoxyethylene (16) sorbitan monolaurate and Polyoxyethylene (40) sorbitol oleate.
[0048] In some embodiments, the non-ionic surfactant is present in an amount ranging from about 1 to about 50 wt.% by weight of the composition, for example, from about 5 to about 45 wt.% by weight of the composition, or from about 7 to about 40 wt.% by weight of the composition or about 10 to about 40 wt.% by weight of the composition. In a preferred embodiment, the non-ionic surfactant is present in an amount ranging from about 15 to about 40 wt.% by weight of the composition.
[0049] In some embodiments, bentonite clay is present in an amount ranging from about 0.1 to about 10 wt.% by weight of the composition, for example, from about 1 to about 9 wt.% by weight of the composition, or from about 2 to about 7 wt.% by weight of the composition, or about 3 to about 7 wt.% by weight of the composition. In a preferred embodiment, bentonite clay is present in an amount ranging from about 3 to about 6 wt.% by weight of the composition.
[0050] In some embodiments, the composition further includes one or more excipients that include, but not limited to, rheology modifiers, crystallisation inhibitors, viscosity-modifying substances, suspending agents, dyes, antioxidants, foaming agents, anti-foaming agents, light absorbers, mixing aids, complexing agents, neutralising or pH-modifying substances and buffers, corrosion-inhibitors, fragrances, wetting agents, absorption improvers, micronutrients, plasticisers, glidants, lubricants, dispersants, thickeners, anti-freezes, microbiocides, liquid fertilisers, and solid fertilisers.
[0051] In an exemplary embodiment of the present disclosure, the composition comprises: (a) Cyantraniliprole in an amount ranging from about 0.5 to about 50 wt.% by weight of the composition; (b) at least one other biologically active agent in an amount ranging from about 0 to about 20 wt.% by weight of the composition, (c) bentonite clay in an amount ranging from about 0.1 to about 10 wt.% by weight of the composition; (d) an anionic surfactant having carboxylate functional groups in an amount ranging from about 1 to about 20 wt.% by weight of the composition, said anionic surfactant being Atlox™ LP-1; (e) a non-ionic surfactant having carboxylate functional groups in an amount ranging from about 1 to about 50 wt.% by weight of the composition, said non-ionic surfactant being a combination of Polyoxyethylene (16) sorbitan monolaurate, and Polyoxyethylene (40) sorbitol oleate; and (f) a water immiscible liquid carrier in an amount ranging from about 20 to about 95 wt.% by weight of the composition, said water immiscible liquid carrier being a methylated seed oil.
[0052] In some embodiments, the composition of the present disclosure are prepared as a suspension concentrate (SC), an emulsion concentrate (EC), oil dispersion (OD), dispersible concentrate (DC), suspo- emulsion (SE) or emulsion in water (EW). It is also possible that the emulsions are present in the form of gels, wettable powders, water-dispersible granules, water-dispersible tablets, effervescent compressed tablets, microemulsifiable concentrates, oil-in-water emulsions, oil flowables, aqueous dispersions, capsule suspensions, emulsifiable granules, or in other forms known in the art. Such formulations can either be used directly or are diluted prior to use. Diluted formulations can be prepared, for example, with water, liquid fertilisers, micronutrients, biological organisms, oil or solvents. In some embodiments, the composition of the present disclosure is prepared in the form of an oil dispersion (OD).
[0053] In an exemplary embodiment of the present disclosure, the composition is formulated as an oil dispersion (OD) composition, said composition consisting of: (a) Cyantraniliprole in an amount ranging from about 0.5 to about 50 wt.% by weight of the composition; (b) at least one other biologically active agent in an amount ranging from about 0 to about 20 wt.% by weight of the composition, (c) bentonite clay in an amount ranging from about 0.1 to about 10 wt.% by weight of the composition; (d) an anionic surfactant having carboxylate functional groups in an amount ranging from about 1 to about 20 wt.% by weight of the composition, said anionic surfactant being Atlox™ LP-1; (e) a non-ionic surfactant having carboxylate functional groups in an amount ranging from about 1 to about 50 wt.% by weight of the composition, said non-ionic surfactant being a combination of Polyoxyethylene (16) sorbitan monolaurate and Polyoxyethylene (40) sorbitol oleate; and (f) a water immiscible liquid carrier in an amount ranging from about 20 to about 95 wt.% by weight of the composition, said water immiscible liquid carrier being a methylated seed oil.
[0054] An embodiment of the present disclosure provides a composition formulated as an oil dispersion (OD) composition, said composition consisting of: (a) Cyantraniliprole in an amount ranging from 1 to about 15 wt.% by weight of the composition; (b) at least one other biologically active agent in an amount ranging from 0 to 20 wt.% by weight of the composition, (c) bentonite clay in an amount ranging from about 3 to about 6 wt.% by weight of the composition; (d) an anionic surfactant having carboxylate functional groups in an amount ranging from about 3 to about 15 wt.% by weight of the composition, said anionic surfactant being Atlox™ LP-1; (e) a non-ionic surfactant having carboxylate functional groups in an amount ranging from about 15 to about 40 wt.% by weight of the composition, said non-ionic surfactant being a combination of Polyoxyethylene (16) sorbitan monolaurate and Polyoxyethylene (40) sorbitol oleate; and (f) a water immiscible liquid carrier in an amount ranging from about 40 to about 60 wt.% by weight of the composition, said water immiscible liquid carrier being a methylated seed oil.
[0055] Another aspect of the present disclosure relates to a process for preparation of a liquid insecticidal composition, said process comprising the steps of: (i) mixing an anionic surfactant and a non-ionic surfactant with a water immiscible liquid carrier; (ii) mixing cyantraniliprole with the mixture of step (i); and (iii) mixing bentonite clay with the mixture obtained in step (ii) to obtain the liquid insecticidal composition. In some embodiments, the mixture obtained in step (ii) is subjected to milling before mixing bentonite clay therewith. In some embodiments, the composition is formulated as an oil dispersion (OD) formulation.
[0056] In some embodiments, the present disclosure also relates to a method for controlling an arthropod pest comprising: diluting the liquid insecticidal composition of the present disclosure (described herein in the preceding paragraphs) with water; optionally, adding an adjuvant to form a diluted composition; and contacting the arthropod pest or its environment with an effective amount of said diluted composition.
[0057] While the foregoing description discloses various embodiments of the disclosure, other and further embodiments of the invention may be devised without departing from the basic scope of the disclosure. The invention is not limited to the described embodiments, versions or examples, which are included to enable a person having ordinary skill in the art to make and use the invention when combined with information and knowledge available to the person having ordinary skill in the art.
EXAMPLES
[0058] Example 1: Oil Dispersion (OD) formulation of Cyantraniliprole
[0059] An Oil Dispersion (OD) formulation was prepared, composition details wherefor are shown below in Table 1.
Table 1: Composition for an Oil Dispersion (OD) formulation of Cyantraniliprole
S. No Component Name Quantity (% w/w)
1 Cyantraniliprole Technical 10.26
2 Atlox™ LP-1 (Anionic Polymeric surfactant with carboxylate functional groups) 6.80
3 Polyoxyethylene (16) sorbitan monolaurate
(Tween™ 24) 5.40
4 Polyoxyethylene (40) sorbitol oleate (Arlatone™ TV) 21.30
5 Bentonite clay (Bentone SD®-2) 4.00
6 Methylated seed Oil 52.24
Total 100.00

[0060] The processing steps followed in manufacturing of the oil dispersion formulation are as follows:
1. Arlatone™ TV, Tween™ 24 and Atlox™ LP-1 were added to methylated seed oil under continuous stirring to get a homogenous mixture.
2. Cyantraniliprole technical was added to the above mixture under continuous stirring to get a homogenous suspension.
3. After homogenization, the slurry was milled using a suitable bead mill.
4. The above solution was removed from the mill and Bentone SD®-2 was added under continuous stirring to get an oil dispersion (OD) formulation.
PHYSICAL CHARACTERIZATION AND ASSAY:
[0061] The Oil Dispersion (OD) formulation prepared in Example 1 was subjected to physical characterization and assay (at Initial, and at 14 days after storing at 54°C), results wherefor are provided in Table 2 below:
Table 2: Physical characterization and Assay of Formulation of Example 1
S. No. Test Parameter Formulation of Example 1
Initial After storing at 54°C for 14 Days
1 Description Cream to ivory colored suspension Cream to ivory colored suspension

2 pH (1% Solution) 6.40 6.20
3 Pourability 8.2% 8.5%

4 Dispersion stability
0 h - Initial dispersion complete complete
0.5 h
“Cream”, maximum 2 mL 2 mL
“Free oil”, maximum 2 mL 2 mL
“Sedimentation”, maximum 5 mL 5 mL
24 h – Re-dispersion complete complete
24.5 h
“Cream”, maximum 2 mL 2 mL
“Free oil”, maximum 2 mL 2 mL
“Sedimentation”, maximum 5 mL 5 mL
5 Wet sieve test 2 mL 2 mL
6 Persistent foam 5 mL 5 mL
7 Cyantraniliprole content 100.00% 98.11%
[0062] It could be noted, albeit surprisingly, that the OD formulation comprising Cyantraniliprole prepared above affords several-fold technical advantages: (i) it provides long lasting sustained performance of product as well as enhanced shelf life of formulation; (ii) parameters like suspensibility remains intact over a long range of time; and (iii) it affords robust formulation.
[0063] Example 2: Oil Dispersion (OD) formulation of Cyantraniliprole
[0064] An Oil Dispersion (OD) formulation was prepared, composition details wherefor are shown below in Table 3.

Table 3: Composition for an Oil Dispersion (OD) formulation of Cyantraniliprole
S. No Component Name Quantity (% w/w)
1 Cyantraniliprole Technical 10.26
2 Atlox™ LP-1
(Anionic Polymeric surfactant with carboxylate functional groups) 6.80
3 Polyoxyethylene (16) sorbitan monolaurate
(Tween™ 24) 4.40
4 Polyoxyethylene (40) sorbitol oleate (Arlatone™ TV) 21.30
5 Bentonite clay (Bentone SD®-2) 4.00
6 Methylated seed Oil 53.24
Total 100.00

[0065] The processing steps followed in manufacturing of the oil dispersion formulation are as follows:
1. Arlatone™ TV, Tween™ 24 and Atlox™ LP-1 were added to methylated seed oil under continuous stirring to get a homogenous mixture.
2. Cyantraniliprole technical was added to the above mixture under continuous stirring to get a homogenous suspension.
3. After homogenization, the slurry was milled using a suitable bead mill.
4. The above solution was removed from the mill and Bentone SD®-2 was added under continuous stirring to get an oil dispersion (OD) formulation.
PHYSICAL CHARACTERIZATION:
[0066] The Oil Dispersion (OD) formulation prepared in Example 2 was subjected to physical characterization (at Initial, and at 14 days after storing at 54°C), results wherefor are provided in Table 4 below:
Table 4: Physical characterization of Formulation of Example 2
S. No Test Parameter Formulation of Example 2
Initial After storing at 54°C for 14 Days
1 Description/Appearance Ivory colour uniform dispersion Ivory colour uniform dispersion

2 pH (1% solution) 6.25 6.21
3 Dispersion stability
Sediment (30 min) Nil Nil
Sediment (24 hrs) Nil Nil
Creaming (30 min) Nil Nil
Creaming (24 hrs) Nil Nil
4 Viscosity 250 cps 245 cps
5 Stability Stable 10.40% separation
6 Persistent foam Nil Nil
7 Particle Size Distribution (microns)
D10 0.29 1.07
D50 0.93 2.55
D90 2.18 5.40

[0067] Comparative Example: Oil Dispersion (OD) formulation of Cyantraniliprole
[0068] An Oil Dispersion (OD) formulation was prepared, composition details wherefor are shown below in Table 5.
Table 5: Composition for an Oil Dispersion (OD) formulation of Cyantraniliprole
S. No Component Name Quantity (% w/w)
1 Cyantraniliprole Technical 10.26
2 Atlox™ LP-1
(Anionic Polymeric surfactant with carboxylate functional groups) 6.80
3 Polyoxyethylene (16) sorbitan monolaurate
(Tween™ 24) 4.40
4 Polyoxyethylene (40) sorbitol oleate (Arlatone™ TV) 21.30
5 Methylated seed Oil 57.24
Total 100.00

[0069] The processing steps followed in manufacturing of the oil dispersion formulation are as follows:
5. Arlatone™ TV, Tween™ 24 and Atlox™ LP-1 were added to methylated seed oil under continuous stirring to get a homogenous mixture.
6. Cyantraniliprole technical was added to the above mixture under continuous stirring to get a homogenous suspension.
7. After homogenization, the slurry was milled using a suitable bead mill.
8. The above solution was removed from the mill and continuously stirred to get an oil dispersion (OD) formulation.
PHYSICAL CHARACTERIZATION:
[0070] The Oil Dispersion (OD) formulation prepared in comparative example was subjected to physical characterization (at Initial, and at 14 days after storing at 54°C), results wherefor are provided in Table 6 below:
Table 6: Physical characterization of Formulation of Comparative Example
S. No Test Parameter Formulation of Comparative Example
Initial After storing at 54°C for 14 Days
1 Description/Appearance Ivory colored uniform dispersion Ivory colored uniform dispersion

2 pH (1% solution) 6.4 6.2
3 Dispersion stability
Sediment (30 min) Nil Nil
Sediment (24 hrs) Nil Nil
Creaming (30 min) Nil Nil
Creaming (24 hrs) Nil Nil
4 Viscosity 125.0 cps 110 cps
5 Stability Stable 53.33% separation
6 Persistent foam Nil Nil
7 Particle Size Distribution (microns)
D10 1.71 1.75
D50 4.52 4.55
D90 13.5 17.40

FIELD TRIALS
[0071] The Oil Dispersion (OD) formulation prepared in Example 1 was subjected to field trials to evaluate the bio-efficacy and Phytotoxicity against Thrips, Fruit Borer, Tobacco Caterpillar in Chilli crop. Protocol/details for the field trial is provided in Table 7 below; and treatment details (showing comparison with the commercially available/conventional formulation of similar strength) are provided in Table 8 below.
Table 7: Field Trial Details
Crop & Variety Chilli and Bullet
Targeted Diseases to be controlled Thrips: Scirtothrips dorsalis
Tobacco Caterpillar: Spodoptera litura F

Fruit Borer: Helicoverpaarmigera and Spodopteralitura
Plot Size 25 sq. m.
Design Randomized Block Design
Mode of application Required quantity of insecticides was dissolved in appropriate volume of water @ 500 L/ha and sprayed over whole canopy of the crop with the help of knapsack sprayer fitted with hollow cone nozzle.
Type of Soil / Land Sandy loam
Mode of Application Knapsack sprayer
Type of Application Spray
Time and frequency of Application Total Two sprays were given at an interval of 15 days commencing from the working Economic threshold level (ETL) of the pests. The volume of the spray fluid used was 500 l/ha.

Table 8: Treatment Details
Treatment Details Dose of Active Substance (g.a.i/ha) Dosage formulation (ml/g)/ha
Cyantraniliprole 10.26% OD (Example 1) 60 600
Cyantraniliprole 10.26% OD (Market sample) 60 600

[0072] Table 9 below provides field trial data showing comparative bio-efficacy of OD formulation of Example 1 vis-à-vis that of the Market Sample against Thrips in Chilli crop during Rabi 2022.
Table 9: Bio-efficacy of OD formulation of Example 1 vis-à-vis that of the Market Sample against Thrips in Chilli crop
S. No Treatment Dose
(g a.i. /ha) No. of Thrips / leaf
Before application After 14 days of Application
1st spray % Control over check 2nd spray % Control over check
1 Cyantraniliprole 10.26% OD (Example 1) 60 8.9
(3.07) 1.94
(1.56) 88.46 3.46
(1.99) 87.33
2 Cyantraniliprole 10.26% OD (Market sample) 60 8.85
(3.06) 5.11
(2.37) 69.49 7.82
(2.88) 73.58
*Note: Values mentioned in parenthesis are arcscine ( ) transformed values
[0073] Table 10 below provides field trial data showing comparative bio-efficacy of OD formulation of Example 1 vis-à-vis that of the Market Sample against Tobacco Caterpillar in Chilli crop during Rabi 2022.
Table 10: Bio-efficacy of OD formulation of Example 1 vis-à-vis that of the Market Sample against Tobacco Caterpillar disease in Chilli crop
S. No Treatment Dose
(g a.i. /ha) No. of Tobacco Caterpillar/ leaf
Before application After 14 days of Application
1st spray % Control over check 2nd spray % Control over check
1 Cyantraniliprole 10.26% OD (Example 1) 60 6.78
(2.70) 1.86
(1.54) 86.54 2.86
(1.83) 86.98
2 Cyantraniliprole 10.26% OD (Market sample) 60 6.85
(2.71) 4.91
(2.33) 68.15 5.97
(2.54) 74.85
*Note: Values mentioned in parenthesis are arcscine ( ) transformed values
[0074] Table 11 below provides field trial data showing comparative bio-efficacy of OD formulation of Example 1 vis-à-vis that of the Market Sample against Fruit Borer in Chilli crop during Rabi 2022.
Table 11: Bio-efficacy of WG formulation of Example 1 vis-à-vis that of the Market Sample against Fruit Borer in Chilli crop
S. No Treatment Dose
(g a.i. /ha) Number of larvae/plant
Before application After 14 days of Application
1st spray % Control over check 2nd spray % Control over check
1 Cyantraniliprole 10.26% OD (Example 1) 60 7.85
(2.89) 1.93
(1.56) 87.80 2.88
(1.84) 88.68
2 Cyantraniliprole 10.26% OD (Market sample) 60 7.61
(2.85) 4.83
(2.31) 69.65 6.84
(2.71) 69.76
*Note: Values mentioned in parenthesis are arcscine ( ) transformed values
[0075] Phytotoxicity: No phytotoxicity symptoms were observed in any of the concentrations tested.
[0076] It could be concluded that the OD formulation of Cyantraniliprole 10.26% (Example 1) when applied at 60 g a.i/ha provided excellent control of Chilli, Thrips fruit Borer, Tobacco caterpillar along with significant yield increase and keeping the population of Thrips, Tobacco caterpillar and Fruit Borers below ETL throughout the crop period. No symptoms of phytotoxicity on Chilli plant were observed in any of the treated plots with Cyantraniliprole 10.26% OD.

ADVANTAGES
[0077] The present disclosure provides an insecticidal composition comprising Cyantraniliprole.
[0078] The present disclosure provides an Oil Dispersion (OD) formulation comprising Cyantraniliprole that exhibits excellent suspension stability even after storage at elevated temperatures.
[0079] The present disclosure provides an Oil Dispersion (OD) formulation comprising Cyantraniliprole that exhibits superior insecticidal activity.
[0080] The present disclosure provides a method for preparation of an insecticidal composition comprising Cyantraniliprole that exhibits excellent suspension stability even after storage at elevated temperatures while exhibiting superior insecticidal activity.

, Claims:1. A liquid insecticidal composition, said composition comprising:
(a) Cyantraniliprole in an amount ranging from 0.5 to 50 wt.% by weight of the composition;
(b) at least one other biologically active agent in an amount ranging from 0 to 20 wt.% by weight of the composition,
(c) bentonite clay in an amount ranging from 0.1 to 10 wt.% by weight of the composition;
(d) an anionic surfactant having carboxylate functional groups in an amount ranging from 1 to 20 wt.% by weight of the composition;
(e) a non-ionic surfactant in an amount ranging from 1 to 50 wt.% by weight of the composition; and
(f) a water immiscible liquid carrier in an amount ranging from 20 to 95 wt.% by weight of the composition
2. The composition as claimed in claim 1, wherein the anionic surfactant having carboxylate functional groups comprises Atlox™ LP-1.
3. The composition as claimed in claim 1, wherein the non-ionic surfactant comprises Polyoxyethylene (16) sorbitan monolaurate, Polyoxyethylene (40) sorbitol oleate or combinations thereof.
4. The composition as claimed in claim 1, wherein the water immiscible liquid carrier is selected from the group consisting of: fatty acid esters of C1-C4 alkanols, alkoxylated fatty acid esters, vegetable oils, mineral oils, and mixtures thereof.
5. The composition as claimed in claim 1, wherein the water immiscible liquid carrier comprises a methylated seed oil of sunflower, soybean, cotton or linseed.
6. The composition as claimed in claim 1, wherein at least one other biologically active agent is selected from the group consisting of abamectin, acetamiprid, amitraz, avermectin, azadirachtin, bϊfenthrin, buprofezin, cartap, chlorfenapyr, chlorpyrifos, clothianidin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, cypermethrin, cyromazine, deltamethrin, dieldrin, dinotefuran, diofenolan, emamectin, endosulfan, esfenvalerate. ethiprole, fenothiocarb, fenoxycarb, fenvalerate, fipronil, fionicamid, flufenoxuron, hexaflumuron, hydramethyhion, imidacloprid, indoxacarb, lufenuron, metaflumizone, methomyl, methoprene, methoxyfenozide, nitenpyram, nithiazine, novaluron, oxamyl, pymetrozine, pyrethrin, pyridaben, pyridalyl, pyriproxyfen, ryanodine, spinetoram, spinosad, spirodiclofen, spiromesifen, tebufenozide, thiacloprid, thiamethoxam, thiodicarb, thiosultap-sodium, tralomethrin, triazamate, triflumuron, Bacillus thuringiensis subsp. ai∑awai, Bacillus thuringiensis subsp. kurstaki, nucleopolyhedrovirus, and an encapsulated delta-endotoxin of Bacillus thuringiensis.
7. The composition as claimed in claims 1-6, wherein the composition is formulated as an oil dispersion (OD) formulation.
8. The composition as claimed in claim 1, wherein the composition comprises:
(a) Cyantraniliprole in an amount ranging from 0.5 to 50 wt.% by weight of the composition;
(b) at least one other biologically active agent in an amount ranging from 0 to 20 wt.% by weight of the composition,
(c) bentonite clay in an amount ranging from 0.1 to 10 wt.% by weight of the composition;
(d) an anionic surfactant having carboxylate functional groups in an amount ranging from 1 to 20 wt.% by weight of the composition, said anionic surfactant being Atlox™ LP-1;
(e) a non-ionic surfactant having carboxylate functional groups in an amount ranging from 1 to 50 wt.% by weight of the composition, said non-ionic surfactant being a combination of: Polyoxyethylene (16) sorbitan monolaurate, and Polyoxyethylene (40) sorbitol oleate; and
(f) a water immiscible liquid carrier in an amount ranging from 20 to 95 wt.% by weight of the composition, said water immiscible liquid carrier being a methylated seed oil.
9. The composition as claimed in claim 1, said composition formulated as an oil dispersion (OD) formulation, said formulation consisting of:
(a) Cyantraniliprole in an amount ranging from 1 to 15 wt.% by weight of the composition;
(b) at least one other biologically active agent in an amount ranging from 0 to 20 wt.% by weight of the composition,
(c) bentonite clay in an amount ranging from 3 to 6 wt.% by weight of the composition;
(d) an anionic surfactant having carboxylate functional groups in an amount ranging from 3 to 15 wt.% by weight of the composition, said anionic surfactant being Atlox™ LP-1;
(e) a non-ionic surfactant having carboxylate functional groups in an amount ranging from 15 to 40 wt.% by weight of the composition, said non-ionic surfactant being a combination of Polyoxyethylene (16) sorbitan monolaurate, and Polyoxyethylene (40) sorbitol oleate; and
(f) a water immiscible liquid carrier in an amount ranging from 40 to 60 wt.% by weight of the composition, said water immiscible liquid carrier being a methylated seed oil.
10. A process for preparation of a liquid insecticidal composition, said process comprising the steps of:
(i) mixing an anionic surfactant and a non-ionic surfactant with a water immiscible liquid carrier;
(ii) mixing cyantraniliprole with the mixture of step (i); and
(iii) mixing bentonite clay with the mixture obtained in step (ii) to obtain the liquid insecticidal composition.
11. A method for controlling an arthropod pest, the method comprising:
diluting the liquid insecticidal composition of claims 1-9 with water;
optionally, adding an adjuvant to form a diluted composition; and
contacting the arthropod pest or its environment with an effective amount of said diluted composition to control the arthropod pest.