WO2021234531A1 - A stabilization system for an agrochemical composition - Google Patents

A stabilization system for an agrochemical composition Download PDF

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Publication number
WO2021234531A1
WO2021234531A1 PCT/IB2021/054198 IB2021054198W WO2021234531A1 WO 2021234531 A1 WO2021234531 A1 WO 2021234531A1 IB 2021054198 W IB2021054198 W IB 2021054198W WO 2021234531 A1 WO2021234531 A1 WO 2021234531A1
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Prior art keywords
stabilizer
stabilization system
static
composition
insecticidal composition
Prior art date
Application number
PCT/IB2021/054198
Other languages
French (fr)
Inventor
Mahesh Dharma BORANE
Popat Ganesh CHAVAN
Pravin Namadeo MORE
Original Assignee
Upl Limited
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Filing date
Publication date
Application filed by Upl Limited filed Critical Upl Limited
Priority to MX2022014524A priority Critical patent/MX2022014524A/en
Priority to CN202180038337.XA priority patent/CN115697054A/en
Priority to BR112022023313A priority patent/BR112022023313A2/en
Priority to CA3184166A priority patent/CA3184166A1/en
Priority to EP21808867.2A priority patent/EP4152929A4/en
Priority to AU2021274959A priority patent/AU2021274959A1/en
Priority to US17/925,741 priority patent/US20230189797A1/en
Priority to MA61493A priority patent/MA61493A1/en
Publication of WO2021234531A1 publication Critical patent/WO2021234531A1/en
Priority to CONC2022/0018332A priority patent/CO2022018332A2/en

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P7/00—Arthropodicides
    • A01P7/04—Insecticides
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products

Definitions

  • TITLE A STABILIZATION SYSTEM FOR AN AGROCHEMICAL COMPOSITION
  • the present invention relates to a stabilization system for an agrochemical composition.
  • the present invention more specifically relates to a stabilization system for an agrochemical composition of poorly water-soluble compounds.
  • aqueous formulation such as suspension concentrate composition of poorly water-soluble compounds
  • crucial step is to disperse the active compounds.
  • the active particles should be dispersed so that each submicron or nanoscale particle can move independently. As long as the particles are separated, Brownian motion keeps them from sedimenting.
  • a stable suspension is one in which there is a barrier keeping particles dispersed.
  • Agrochemicals are preferred to be formulated as aqueous suspension concentrate formulation, as these formulations contain no or only small amounts of organic volatiles.
  • Suspension Concentrates [SCs] or Aqueous flowables (AFs) are concentrated suspensions of micronized active pesticide in water. These aqueous formulations are usually prepared by suspending the solid active ingredient in an aqueous system containing a suitable surfactant for stabilizing the solid particles of the active ingredient and then comminuting the active ingredient particles down to the desired particle size, which is normally below 10 pm.
  • the suspension concentrate formulations of solid organic active ingredients tend to be unstable against settling of the active ingredient due to particle growth or agglomeration of the active compound particles. This becomes even difficult when active compound is insoluble or poorly soluble in water.
  • SCs Prior to spraying on target areas, SCs are diluted with water in a spray tank to achieve the minimum effective pesticide concentration. SCs must be formulated for low viscosity and good fluidity so that transfer to the spray tank is easy and complete. When the active ingredients in SCs are insoluble, good suspension stability is essential. If the suspension settles and leaves sediment at the bottom of the container, the application of the pesticide may be too weak to be effective. Also, disposal of the residue in the container becomes a problem. This requires an efficient dispersing agent to ensure adequate dispersion of pesticide in water, especially poorly water-soluble pesticides.
  • a wide variety of poorly water insoluble active ingredients including insecticides, herbicides, fungicides, biocides, molluscicides, algaecides, plant growth regulators, anthelmintics, rodenticides, nematocides, acaricides, amoebicides, protozoacides, crop safeners and adjuvants are used in agricultural applications.
  • the conventional surfactant materials are well known in the art and may be non-ionic, amphoteric, cationic or anionic or combinations of such surfactants.
  • Anionic surfactants consist of in most cases sulphonate, sulphate or carboxylate groups with either a sodium or a calcium as counterion.
  • the non-ionic surfactants consist of polymerized glycol ether or glucose units. They are almost exclusively synthesized by the addition of ethylene oxide or propylene oxide to alkylphenols, fatty alcohols, fatty acids, fatty amines or fatty acid amides.
  • Cationic surfactants contain quaternary ammonium ions as their hydrophilic parts. This class of surfactants has gained importance because of its bacteriostatic properties. Amphoteric surfactants containing both cationic and anionic group in their structure sometimes are referred to as zwitterionic molecules. The properties of amphoteric surfactants resemble those of non-ionics very closely.
  • Surfactants and dispersing agents help active ingredients to be formulated in great variety of ways by assisting in processing, stability, usability and effectiveness of the formulations.
  • Surfactants also facilitate the dispersion of the poorly water-soluble pesticide particles in the aqueous medium and prevent aggregation of the particles themselves. In the absence of suitable surfactants, it becomes difficult or mostly, impossible to achieve stable formulation in a desired form. Therefore, it is highly desirable to design suitable system that facilitates formulation of poorly water-soluble active ingredients into suitable form.
  • An object of the present invention is to provide a stabilization system for agrochemical composition.
  • Another object of the present invention is to provide a stabilization system for agrochemical composition of poorly water-soluble active ingredients.
  • Yet another object of the present invention is to provide a stabilization system for aqueous insecticidal composition of poorly water-soluble active ingredients.
  • Still another object of the present invention is to provide a process of preparing stabilization system for agrochemical composition.
  • Further object of the present invention is to provide a process of preparing aqueous insecticidal composition utilizing the stabilization system.
  • the present invention provides a stabilization system for an agrochemical composition comprising:
  • an aqueous insecticidal composition comprising:
  • At least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
  • a stabilization system comprising; a) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and b) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
  • At least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
  • the present invention provides a process of preparing stabilization system for agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: bringing together the steric stabilizer and static stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain a stabilization system.
  • a process of preparing stabilization system for agrochemical composition comprises at least one steric stabilizer with hydrophilic- lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: adding static stabilizer to the steric stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain said stabilization system.
  • the present invention provides, a process of preparing aqueous insecticidal composition
  • a process of preparing aqueous insecticidal composition comprising at least one insecticide selected from of diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; a stabilization system comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises step of: admixing insecticide and a stabilization system to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate composition.
  • the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising:
  • At least one insecticide selected from the group comprising of diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
  • the present invention provides use of stabilization system in formulating agrochemical compositions according to the present invention.
  • the aqueous insecticidal composition controls pests and insects.
  • kits of an aqueous insecticidal composition comprising:
  • At least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
  • stabilization system comprising; a) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and b) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
  • the phrase comprising may be replaced by the phrases "consisting of” or “consisting essentially of” or “consisting substantially of”.
  • the combination or composition described includes or comprises or consists of or consists essentially of or consists substantially of the specific components recited therein, to the exclusion of other fungicides or insecticide or plant growth promoting agents or adjuvants or excipients not specifically recited therein.
  • a stabilization system for agrochemical compositions may be obtained when steric stabilizers with hydrophilic- lipophilic balance value in the range 10-18 are mixed with static stabilizer in the 5:1 to about 1:5 by weight ratio of steric stabilizer to static stabilizer.
  • stabilization system is highly suitable for formulating agrochemical compositions of poorly water-soluble active ingredients.
  • inventive step of carefully selecting the type of steric stabilizer and static stabilizer as well as the ratio in which they are combined made the stabilization system suitable to formulate most of the aqueous formulation of poorly water-soluble active ingredients, combination of poorly water-soluble to greatly water-soluble or to another water-insoluble active ingredients.
  • steric stabilizers within the narrow range of hydrophilic-lipophilic balance value of 10-18 are highly effective in dispersing poorly water-soluble active ingredients. These steric stabilizers also offer certain degree of wetting that gave impetus in easy formulation of a dispersion.
  • "poorly water soluble” refers to pesticides having solubility in deionized water at 20° C of not greater than about 100 milligrams per liter (mg/L). In some embodiments, the pesticides have solubility in deionized water at 20° C of not greater than about 75 mg/L. In some embodiments, the pesticides have solubility in deionized water at 20° C of not greater than about 50 mg/L. In some embodiments, the pesticides have solubility in deionized water at 20° C of not greater than about 25 mg/L.
  • steric stabilizer refers to additives that inhibit coagulation of suspensions. These additives include certain water-loving polymers and surfactants with water-loving chains, especially non-ionic surfactants. These additives are believed to cover the system in such a way that long loops and tails extend out into solution. Systems that are sterically stabilized tend to remain well dispersed even at high salt concentrations or under conditions where the zeta potentials of the surfaces are reduced to near zero.
  • static stabilizer refers to anionic surfactants that generate surface charge and surface potential in the aqueous suspensions that prevent aggregation by keeping dispersed particles well separated from each other and from surfaces.
  • the main driving force for aggregation of particles or droplets is the universal van der Waals attraction, which increases very sharply at small separations.
  • static stabilizers create repulsive force (energy) between the particles, particularly at intermediate and small separations.
  • Such a repulsive energy can be produced by charge separation and the creation of electrical double layers. Combination of the van der Waals attraction and double layer repulsion at various separation distances between the particles produce an energy- distance curve, which will have an energy barrier at intermediate separation and this provides static stabilisation in the suspensions.
  • Static stabilizer carries anionic charge density which is the ratio of the number of negative charges on a monomeric unit of which the polymer is comprised to the molecular weight of said monomeric unit, and is expressed as milliequivalents (meq) of anionic groups per gram of polymer (meq/g).
  • hydrophilic-lipophilic balance refers to the size and strength of the hydrophilic and lipophilic moieties of a surfactant molecule. It is a numerical system used to describe the relationship between the water-soluble and oil- soluble parts of a nonionic surfactant. HLB numbers range from 1 to 30.
  • a stabilization system for an agrochemical composition comprising:
  • a stabilization system for an agrochemical composition comprises of a steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18.
  • steric stabilizer with hydrophilic- lipophilic balance value in the range 10-18 is selected from one or more of ethoxylated and propoxylated alcohol, methyl oxirane polymer with oxirane, polyoxyethylene alkyl ether, methyl methacrylate graft copolymer, Polyoxyethylene (20) oleyl ether, Polyoxyethylene (100) stearyl ether, and Poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene glycol).
  • steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18 is selected from the group comprising of ethoxylated and propoxylated alcohol, methyl oxirane polymer with oxirane, polyoxyethylene alkyl etherand methyl methacrylate graft copolymer.
  • the stabilization system for an agrochemical composition comprises from about 1% to about 70% w/w and preferably from about 5% to about 60% w/w steric stabilizer of the total weight of the stabilization system for an agrochemical composition.
  • the stabilization system for an agrochemical composition comprises from about 10% to about 50% w/w steric stabilizer of the total weight of the stabilization system for an agrochemical composition.
  • a stabilization system for an agrochemical composition comprises of a static stabilizer.
  • ANS alkylna
  • static stabilizer is selected from one or more of alkylnaphthalene sulfonate (ANS) condensate, sodium lignosulphonate, naphthylsulfonate, mono- and di-(Ci-Ci 6 )-alkylnaphthylsulfonates, such as dibutylnaphthylsulfonate.
  • ANS alkylnaphthalene sulfonate
  • sodium lignosulphonate sodium lignosulphonate
  • naphthylsulfonate naphthylsulfonate
  • mono- and di-(Ci-Ci 6 )-alkylnaphthylsulfonates such as dibutylnaphthylsulfonate.
  • a stabilization system for an agrochemical composition comprises of a static stabilizer with anionic charge density in the range 0.1 -2.5 meq/g.
  • a stabilization system for an agrochemical composition comprises of a static stabilizer with anionic charge density in the range 0.5 -2.0 meq/g.
  • the stabilization system for an agrochemical composition comprises from about 0.1% to about 50% w/w and preferably from about 0.5% to about 40% w/w static stabilizer of the total weight of the stabilization system for an agrochemical composition.
  • the stabilization system for an agrochemical composition comprises from about 1% to about 30% w/w static stabilizer of the total weight of the stabilization system for an agrochemical composition.
  • the ratio of steric stabilizer to static stabilizer in the stabilization system for an agrochemical composition is about 5:1 to about 1:5 by weight.
  • the ratio of steric stabilizer to static stabilizer in the stabilization system for an agrochemical composition is about 4:1 to about 1:4 by weight.
  • the ratio of steric stabilizer to static stabilizer in the stabilization system for an agrochemical composition is about 3:1 to about 1:3 by weight.
  • the present invention provides an aqueous insecticidal composition comprising:
  • At least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
  • an aqueous insecticidal composition comprises:
  • At least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides.
  • an aqueous insecticidal composition comprises at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides.
  • the diamide insecticide of an aqueous insecticidal composition is selected from afoxolaner, broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide, fluralaner, lotilaner, tetrachlorantraniliprole, and tetraniliprole.
  • the diamide insecticide of an aqueous insecticidal composition is selected from one or more of chlorantraniliprole, cyantraniliprole, cyclaniliprole, tetrachlorantraniliprole and tetraniliprole.
  • the neonicotinoid insecticide of an aqueous insecticidal composition is selected from one or more of clothianidin, dinotefuran, imidacloprid, imidaclothiz, thiamethoxam, nitenpyram, nithiazine, acetamiprid, cycloxaprid and thiacloprid.
  • the neonicotinoid insecticide of an aqueous insecticidal composition is selected from one or more of clothianidin, imidacloprid, acetamiprid, thiamethoxam and thiacloprid.
  • the pyrrole insecticide of an aqueous insecticidal composition is selected from Chlorfenapyr and [4- bromo-2-(4-chlorophenyl)-l-(ethoxy-methyl)-5-(trifluoromethyl) pyrrole-3-carbonitrile] (AC 303,630).
  • the benzoylphenyl urea insecticide of an aqueous insecticidal composition is selected from bistrifluron, chlorbenzuron, chlorfluazuron, dichlorbenzuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, penfluron, teflubenzuron, triflumuron.
  • the benzoylphenyl urea insecticide of an aqueous insecticidal composition is selected from novaluron, chlorbenzuron, chlorfluazuron, dichlorbenzuron, lufenuron and triflumuron.
  • the diacylhydrazine insecticide of an aqueous insecticidal composition is selected from chromafenozide, furan tebufenozide, halofenozide, methoxyfenozide, tebufenozide and yishijing.
  • the diacylhydrazine insecticide of an aqueous insecticidal composition is selected from chromafenozide and Methoxyfenozide.
  • an aqueous insecticidal composition comprises from about 0.1% to about 70% w/w and preferably from about
  • an aqueous insecticidal composition comprises from about 10% to about 50% w/w insecticide of the total weight of the aqueous insecticidal composition.
  • the aqueous insecticidal composition may further comprise one or more antifreeze agent, wetting agents, fillers, surfactants, anticaking agents, pH-regulating agents, preservatives, biocides, antifoaming agents, colorants and other formulation aids.
  • Suitable antifreeze agents that can be added to the aqueous insecticidal composition are aqueous polyols, for example ethylene glycol, propylene glycol or glycerol.
  • Suitable pH regulating agents can be citric acid or phosphoric acid or the like.
  • wetting agents that can be added to the aqueous insecticidal composition of the present invention include, but are not limited to polyarylalkoxylated phosphate esters and their potassium salts such as Soprophor ® FLK and Stepfac TSP PE- K.
  • Other suitable wetting agents include Block copolymer of polyalkylene oxide , sodium dioctylsulfosuccinates such as Geropon ® SDS and Aerosol ® OT and ethoxylated alcohols such as Trideth-6, Rhodasurf ® BC 610, Tersperse ® 4894, Poly(oxy-l,2-ethanediyl), and . alpha. -[3-[l, 3,3,3- tetramethyl- l-[(trimethylsilyl)oxy]-ldisiloxanyl]propyl]-.omega.- hydroxy-(Silwet 408).
  • antifoaming or defoamers are employed to stop any unwanted foam generated while manufacturing suspension concentrate composition of the present application.
  • the preferred antifoaming agent is selected from silicone-based compounds, alcohols, glycol ethers, mineral spirits, acetylene diols, polysiloxanes, organosiloxanes, siloxane glycols, reaction products of silicon dioxide and organosiloxane polymer, polydimethylsiloxanes or polyalkylene glycols alone or in combination.
  • Defoamers that are suitable include AGNIQUE DFM 111S; SAG-10; SAG- 1000AP; SAG-1529; SAG-1538; SAG-1571; SAG-1572; SAG-1575; SAG-2001; SAG-220; SAG-290; SAG-30; SAG-30E; SAG-330; SAG-47; SAG-5440; SAG-7133 and SAG-770.
  • thickening agents based on anionic heteropolysaccharides from the xanthan gum group are Rhodopol 23 ® , Rhodopol G ® , Rhodopol 50 MD ® , Rhodicare T ® , Kelzan ® , Kelzan S ® and Satiaxane CX91 ® .
  • Preservatives are benzisothiazolinone (Proxel GXL) or phenols, 2-bromo-2- nitropropane-l,3-diol (Bioban BP 30), 5-chloro-2-methyl-4-isothiazolin-3-one & 2 methyl- 4-isothiazolin -3 one (Kathon CG/ICP), Glutaraldehyde (Ucarcide 50), Chloromethylisothiazolinone (CMIT)/Methylisothiazolinone (MIT) (Isocil Ultra 1.5), 2.2- dibromo-3-nitrilopropioamide (Reputain 20), and Natamycin & Nisin, Bronopol/CMIT/MIT (Mergal 721K3).
  • CMIT Chloromethylisothiazolinone
  • MIT Methylisothiazolinone
  • Reputain 20 2.2- dibromo-3-nitrilopropi
  • Suitable colorants for example in red, blue and green are, preferably, pigments, which are sparingly soluble in water, and dyes, which are water-soluble.
  • inorganic coloring agents are iron oxide, titanium oxide, and iron hexacyanoferrate and organic coloring agents are alizarin, azo and phthalocyanin coloring agents.
  • an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide or pyrrole or benzoylphenyl urea or diacylhydrazine insecticide and from about 1% to about 70% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 0.1% to about 50% w/w diamide insecticide and from about 1% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 10% to about 50% w/w diamide insecticide and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 10% to about 50% w/w diamide insecticide, at least one another insecticide and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide insecticide, from about 1% to about 70% pyrrole or benzoylphenyl urea or diacylhydrazine insecticide and; from about 1% to about 70% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 0.1% to about 50% w/w chlorantraniliprole and from about 1% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 0.1% to about 50% w/w cyantraniliprole and from about 1% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 0.1% to about 50% w/w chlorantraniliprole and one or more another insecticide.
  • an aqueous insecticidal composition comprises from about 2% to about 50% w/w chlorantraniliprole, from about 05 % to about 50% w/w chlorfenapyr and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition. In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 5% to about 50% w/w chlorantraniliprole, from about 05% to about 50% w/w novaluron and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 10% to about 50% w/w chlorantraniliprole, from about 10% to about 50% w/w methoxyfenozide and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 5% to about 60% w/w chlorantraniliprole, from about 10% to about 90% w/w diflubenzuron and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide insecticide, from about 1% to about 70% flupyrimin and; from about 1% to about 70% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition is formulated as suspension concentrate, soluble liquid, emulsion-in-water, formulation for seeds (FS).
  • the present aqueous insecticidal composition is a suspension concentrate.
  • a process of preparing stabilisation system for agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: bringing together the steric stabilizer and static stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain a stabilization system.
  • a process of preparing stabilisation system agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of bringing together the steric stabilizer and static stabilizer to obtain mixture; optionally adding water to the mixture and applying suitable form of energy to obtain the stabilization system.
  • a process of preparing stabilization system for agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: adding static stabilizer to the steric stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain said stabilization system.
  • a process of preparing stabilisation system for an agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: bringing together an ethoxylated and propoxylated alcohol based steric stabilizer and sodium salt of naphthalene sulfonate condensate as static stabilizer and water to obtain mixture; and applying suitable form of energy to the mixture to obtain the stabilization system.
  • a process of preparing aqueous insecticidal composition comprising at least one insecticide selected from the group comprising of diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: admixing insecticide and a stabilization system to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate composition.
  • a process of preparing said aqueous insecticidal composition comprises steps of: admixing diamide insecticide and a stabilization system to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate and packaging the resulting aqueous insecticidal composition as suspension concentrate.
  • a process of preparing said aqueous insecticidal composition comprises steps of: admixing diamide insecticide, another insecticide selected from pyrrole, benzoylphenyl urea and diacylhydrazine insecticides and a stabilization system comprising ethoxylated and propoxylated alcohol based surfactant and sodium salt of naphthalene sulfonate condensate to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate and packaging the resulting aqueous insecticidal composition as suspension concentrate.
  • the sequence of mixing active ingredients, stabilization system comprising steric and static stabilizers, and optionally other ingredients is not fixed and may vary according to the preference of the formulator.
  • the aqueous insecticidal composition of the invention has a particle size distribution Dio of less than about 10 microns. In an embodiment, the aqueous insecticidal composition of the invention has a particle size distribution Dio of less than about 5 microns.
  • the aqueous insecticidal composition of the invention has a particle size distribution D 5 o of less than about 10.0 microns.
  • the aqueous insecticidal composition of the invention has a particle size distribution D 5 o of less than about 5 microns.
  • the aqueous insecticidal composition of the invention has a particle size distribution D 5 o of less than about 2 microns.
  • the aqueous insecticidal composition of the invention has a particle size distribution Dgo of less than or equal to about 20 microns.
  • the aqueous insecticidal composition of the invention has a particle size distribution Dgo of less than or equal to about 15 microns.
  • the aqueous insecticidal composition of the invention has a particle size distribution Dgo of less than or equal to about 10 microns.
  • the aqueous insecticidal composition prepared in above steps is subjected to particle size reduction by applying shear to the mixture of active ingredients, stabilization system and other auxiliary agents.
  • Suitable devices for this purpose are the devices that offer milling operation such as high shear mixers like ROS HSM, Ultra-Turrax apparatus, and dissolvers, static mixers such as systems having mixing nozzles, bead mills, vibratory mills, agitator bead mills, colloid mills, cone mills, circulating mills (agitator ball mills with pin grinding system), disk mills, annular chamber mills, double cone mills, sprocket dispersers or homogenizers and other homogenizers.
  • high shear mixers like ROS HSM, Ultra-Turrax apparatus, and dissolvers
  • static mixers such as systems having mixing nozzles, bead mills, vibratory mills, agitator bead mills, colloid mills, cone mills, circulating mills (agitator ball mills with pin grinding
  • an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide or pyrrole or benzoylphenyl urea or diacylhydrazine insecticide or mixtures thereof and from about 1 to about 70% stabilization system of the total weight of the aqueous insecticidal composition wherein said aqueous insecticidal composition is formulated as suspension concentrate.
  • the present invention provides suspension concentrate comprising from about 1% to about 70% w/w diamide or pyrrole or benzoylphenyl urea or diacylhydrazine insecticide or mixtures thereof and from about 1 to about 70% stabilization system of the total weight of the aqueous insecticidal composition.
  • an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide insecticide and from about 1 to about 70% stabilization system of the total weight of the aqueous insecticidal composition wherein said aqueous insecticidal composition is formulated as suspension concentrate.
  • an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide insecticide, from about 1% to about 70% stabilization system, from about 20% to about 80% water, from about 0.1% to about 40% wetting agent, from about 0.1% to about 10% antifreezing agent, from about 0.1% to about 5% defoamer, from about 0.1% to about 5% biocide, and from about 0.1% to about 5% rheology modifier of the total weight of the aqueous insecticidal composition wherein said aqueous insecticidal composition is formulated as suspension concentrate.
  • a aqueous insecticidal composition comprises from about 10% to about 50% w/w chlorantraniliprole, from about 1% to about 40% ethoxylated and propoxylated alcohol based steric stabilizer, from about 1% to about 40% sodium salt of naphthalene sulfonate condensate as static stabilizer, from about 10% to about 80% water, from about 0.1% to about 10% acrylic copolymer solution, from about 0.1% to about 5% silicone defoamer, from about 0.1% to about 5% biocide, and from about 0.1% to about 5% xanthan gum of the total weight of the aqueous insecticidal composition wherein said aqueous insecticidal composition is formulated as suspension concentrate.
  • the aqueous insecticidal composition is designed to be diluted with water (or a water-based aqueous) to form the corresponding end-use agrochemical formulations, typically spray formulations.
  • the aqueous insecticidal composition has a pH ranging from 5-9.
  • the aqueous insecticidal compositions have a variation in pH of no more than 20% when at 54°C between 24 hours and 28 days.
  • the aqueous insecticidal composition allows the active compounds to be taken up by the pests and insects.
  • the aqueous insecticidal composition is used as the source of active agrochemical ingredients and will typically be diluted to form end-use formulations, typically spray formulations.
  • the dilution may be with water at from 1 to 10,000, particularly 10 to 1,000 times the total weight of the aqueous insecticidal composition to form the spray formulation.
  • Said aqueous insecticidal composition may be diluted for use having an agrochemical active concentration of about 0.5 wt.% to about 1 wt.%.
  • the agrochemical active concentration may be in the range from about 0.001 wt.% to about 1 wt.% of the total formulation as sprayed.
  • Spray formulations include all the components which are desired to apply to the plants or their environment.
  • Spray formulations can be made up by simple dilution of aqueous insecticidal composition containing agrochemically active ingredients, or by mixing of the individual agrochemically active ingredients, or a combination of diluting an aqueous insecticidal composition and adding further individual agrochemically active ingredients or mixtures of agrochemically active ingredients.
  • end use mixing is carried out in the tank from which the formulation is sprayed, or alternatively in a holding tank for filling the spray tank.
  • Such mixing and mixtures are typically termed tank mixing and tank mixtures.
  • the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising:
  • At least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
  • the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) polyoxyethylene alkyl ether as steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (3) sodium salt of naphthalene sulfonate condensate as static stabilizer.
  • the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) chlorfenapyr; (3) ethoxylated and propoxylated alcohol based steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (4) sodium salt of naphthalene sulfonate condensate as static stabilizer.
  • an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) chlorfenapyr; (3) ethoxylated and propoxylated alcohol based steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (4) sodium salt of naphthalene sulfonate condensate as static stabilizer.
  • the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) methoxyfenozide; (3) ethoxylated and propoxylated alcohol based steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (4) sodium salt of naphthalene sulfonate condensate as static stabilizer.
  • an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) methoxyfenozide; (3) ethoxylated and propoxylated alcohol based steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (4) sodium salt of naphthalene sulfonate condensate as static stabilizer.
  • the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) novaluron; (3) methyl oxirane polymer with oxirane as steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (4) sodium lignosulfonate as static stabilizer.
  • the stabilization system is used in formulating agrochemical compositions.
  • the stabilization system is used in formulating aqueous insecticidal compositions.
  • the aqueous insecticidal composition controls pests and insects.
  • the aqueous insecticidal composition controls pests and insects listed below;
  • Insects from the order of the Lepidoptera for example Agrotis ypsilon, Chilo infuscatellus, Chilo partellus, Chilo suppressalis, Cnaphalocrocis medinalis, Cydia pomonella, Earias vittella, Earias insulana, Helicoverpa armigera, Leucinodes orbonalis, Maruca testulalis, Mythimna separata, Pectinophora gossypiella, Phyllocnistis citrella, Pieris bras-sicae, Plutella xylostella, Scirpophaga incertulas, Sesamia inferens, Spodoptera frugiperda, Spodoptera littoralis, Spodoptera litura, Tryporyza novella, Tuta absoluta and Zeiraphera Canadensis.
  • Beetles for example Diabrotica longicornis, Diabrotica semipunctata, Diabrotica punctata, Diabrotica speciosa, Diabrotica virgifera, Dicladispa armigera, Epila-chna varivestis, Holotrichia bicolor, Holotrichia consanguinea, Leptinotarsa decemlineata, flies (Diptera), e.g. Atherigona orientalis, Dacus cucurbi-tae, Liriomyza trifolii, Melanagromyza obtuse, thrips (Thysanoptera), e.g.
  • Frankliniella occidentalis Frankliniella tritici, Scirtothrips citri, Scirtothrips dorsalis, Thrips oryzae, Thrips palmi and Thrips tabaci, termites (Isoptera), e.g. Calotermes flavicollis, Coptotermes formosanus, Fleterotermes aureus, Leucotermes flavipes, Microtermes obesi, Odontotermes obesus, Reticulitermes flavipes, Termes natalensis. true bugs (Flemiptera), e.g.
  • Amrasca biguttula biguttula Amrasca devastans, Amritodus atkinsoni, Aphis gossypii, Aphis crassivora, Bemisia argentifolii, Bemisia tabaci, Dysdercus cingulatus, Empoasca fabae, Idioscopus spp.
  • the aqueous insecticidal composition can be applied to any and all developmental stages of pests, such as egg, larva, pupa, and adult.
  • the pests may be controlled by contacting the target pest, its food supply, habitat, breeding ground or its locus with an effective amount of said composition of the present invention.
  • the aqueous insecticidal compositions comprising various mixtures are highly effective in controlling insect pests, in GMO (Genetically Modified Organism) and Non GMO varieties of Cotton (Gossypium spp.), Paddy (Oryza sativa), Wheat (Triticum aestavum), Maize (Zea mays), Sugarcane (Saccharum officinarum) , Sugarbeet (Beta vulgaris), Soybean (Glycin max), Peanut (Arachis hypogaea), Green gram (Vigna radiata), Black gram (Vigna mungo), Chickpea (Cicer aritinum), Redgram (Cajanus cajan), Brinjal (Solanum melongena), Cabbage (Brassica oleracea var.
  • GMO Genetically Modified Organism
  • Non GMO varieties of Cotton Gossypium spp.
  • Paddy Oryza sativa
  • Wheat Tritic
  • kits of an aqueous insecticidal composition comprising:
  • At least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
  • a stabilization system comprising; a) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and b) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
  • the various components of the aqueous insecticidal composition can be used individually or already partially or completely mixed with one another to prepare the composition according to the invention. It is also possible for them to be packaged and used further as combination composition such as a kit of parts.
  • kits may include one or more, including all, components that may be used to prepare an aqueous insecticidal composition.
  • kits may include active ingredients and/or stabilization system.
  • One or more of the components may already be combined together or pre-formulated. In those embodiments, where more than two components are provided in a kit, the components may already be combined together and packaged in a single container such as a vial, bottle, can, pouch, bag or canister.
  • kits may include one or more separate containers such as vials, cans, bottles, pouches, bags or canisters, each container containing a separate component for aqueous insecticidal composition.
  • a component of the kit may be applied separately from or together with the further components or as a component of a combination composition according to the invention for preparing the aqueous insecticidal composition according to the invention.
  • the aqueous insecticidal composition comprises (a) diamide or neonicotinoid or pyrrole or benzoylphenyl urea or diacylhydrazine insecticides or mixture thereof and; (b) stabilization system is in the form of a kit with single pack or multi pack.
  • Example-1 5:1% stabilization system
  • Example-2 3:1% stabilization system
  • NPE-free nonionic polyalkylene glycol ether (Atlas G-5000 ), 15g acrylic copolymer solution and water were added under continuous stirring to obtain stabilization system.
  • Example-4 18.5% Chlorantraniliprole SC 71.85g water was charged into slurry preparation vessel. 5g propylene glycol, 3g stabilization system, 0.2g silicone defoamer, 0.2g biocide and 0.25g xanthan gum were charged to the slurry preparation vessel under continuous stirring to obtain slurry. The slurry was then fed to bead mill to achieve desired particle size. After slurry reaches desired particle size, it was transferred into gelling vessel. 0.25g xanthan gum, 0.2g biocide and 71.85g water were mixed together under stirring to get the gel. Pre-weighed amount of gel was added into the gelling vessel and continued stirring. The mixture was subjected to homogenization for at least 1 hr.
  • the homogenized mixture was then set for uniform gelling to obtain final suspension concentrate composition.
  • the stabilization system was obtained by 2.5g polyoxyethylene alkyl ether (NPE-free) and 0.5g sodium salt of naphthalene sulfonate condensate (NSC).
  • Example-6 24g/L Chlorantraniliprole + 490g/L Chlorfenapyr SC 2.4g chlorantraniliprole, 49 g Chlorfenapyr, 6.7g stabilization system, 5.0g propylene glycol, 0.7g silicone antifoam, 0.2 biocide, 0.18g xanthan gum and water in quantity required to make up volume were mixed in above quantity and processed as per the process given in Example-4 to obtain suspension concentrate composition.
  • the stabilization system was obtained by mixing 3.5g Block copolymer of polyalkylene oxide, 1.7g polymer surfactant and 1.5g sulphonated aromatic polymer, sodium salt.
  • Example 7 105g/L Chlorantraniliprole + 420g/L Methoxyfenozide SC
  • Example 8 92g/L Novaluron + 56g/L Chlorantraniliprole SC 5.73g chlorantraniliprole, 9.18g novaluron, 3.5g stabilization system, 0.2 silicone antifoam, 7.0g propylene glycol, lO.Og xanthan gum, 0.9g clay, O.lg biocide and 62.88g water were mixed in above quantity and processed as per the process given in Example- 4 to obtain suspension concentrate composition. The stabilization system was obtained by mixing lg sodium lignosulfonate and 1.5g block copolymer solution.
  • Example 9 Chlorantraniliprole 50 + Diflubenzuron 400 g/L SC
  • Stabilization system comprised of 3g Atlox 4894, 1.5g acrylic copolymer solution and 0.5g sodium alkylnaphthalenesulfonate formaldehyde polymer.
  • Example 10 Chlorantraniliprole (CTPR) 400 g/L SC
  • Chlorantraniliprole, propylene glycol, stabilization system, antifoam, biocide, xanthan gum and water were mixed in above quantities and processed as per the process given in Example-4 to obtain suspension concentrate composition.
  • Stabilization system comprised of 3g Atlox 4894, 2.5g Atlox 4913 and 0.5g sodium alkylnaphthalenesulfonate formaldehyde polymer.
  • Example 11 Chlorantraniliprole + Flupyrimin SC composition
  • the stabilization system developed according to the present invention successfully utilized in formulating aqueous insecticidal compositions of various active ingredients. It 5 has been found that the stabilization system comprising the steric stabilizers within the narrow range of hydrophilic-lipophilic balance value of 10-18 are highly effective in dispersing poorly water-soluble active ingredients. These steric stabilizers also offer certain degree of wetting that gave impetus in easy formulation of a dispersion. The selected static stabilizers were found to be most suitable for resisting inter particle aggregation force and prevents active ingredient particles from coming together in aqueous dispersion.
  • the careful selection of the ratio of steric stabilizer and static stabilizer in formulating stabilization system and utilizing said stabilization system in formulating aqueous insecticidal compositions achieved better stability.
  • the aqueous insecticidal composition of the present invention provides excellent stability over time and at various temperatures. Also, the aqueous insecticidal composition obtained by the process have superior suspensibility, better dispersibility, very low or no sedimentation and little particle degradation.

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Abstract

The present invention provides a stabilization system for an agrochemical composition comprising at least one steric stabilizer and at least one static stabilizer. The present invention further provides an aqueous insecticidal composition comprising at least one insecticide and said stabilization system. The present invention also discloses process of preparing aqueous insecticidal composition, a method of controlling pests and use of said composition as insecticide.

Description

TITLE: A STABILIZATION SYSTEM FOR AN AGROCHEMICAL COMPOSITION
Field of the invention:
The present invention relates to a stabilization system for an agrochemical composition. The present invention more specifically relates to a stabilization system for an agrochemical composition of poorly water-soluble compounds.
Background of the invention:
Poorly water-soluble compounds are difficult to develop as pesticide products and face great challenges in aqueous formulation development. During preparation of aqueous formulation, such as suspension concentrate composition of poorly water-soluble compounds, crucial step is to disperse the active compounds. The active particles should be dispersed so that each submicron or nanoscale particle can move independently. As long as the particles are separated, Brownian motion keeps them from sedimenting. A stable suspension is one in which there is a barrier keeping particles dispersed.
Agrochemicals are preferred to be formulated as aqueous suspension concentrate formulation, as these formulations contain no or only small amounts of organic volatiles. Suspension Concentrates [SCs] or Aqueous flowables (AFs) are concentrated suspensions of micronized active pesticide in water. These aqueous formulations are usually prepared by suspending the solid active ingredient in an aqueous system containing a suitable surfactant for stabilizing the solid particles of the active ingredient and then comminuting the active ingredient particles down to the desired particle size, which is normally below 10 pm. The suspension concentrate formulations of solid organic active ingredients tend to be unstable against settling of the active ingredient due to particle growth or agglomeration of the active compound particles. This becomes even difficult when active compound is insoluble or poorly soluble in water.
Prior to spraying on target areas, SCs are diluted with water in a spray tank to achieve the minimum effective pesticide concentration. SCs must be formulated for low viscosity and good fluidity so that transfer to the spray tank is easy and complete. When the active ingredients in SCs are insoluble, good suspension stability is essential. If the suspension settles and leaves sediment at the bottom of the container, the application of the pesticide may be too weak to be effective. Also, disposal of the residue in the container becomes a problem. This requires an efficient dispersing agent to ensure adequate dispersion of pesticide in water, especially poorly water-soluble pesticides.
A wide variety of poorly water insoluble active ingredients including insecticides, herbicides, fungicides, biocides, molluscicides, algaecides, plant growth regulators, anthelmintics, rodenticides, nematocides, acaricides, amoebicides, protozoacides, crop safeners and adjuvants are used in agricultural applications.
To formulate these diverse groups of active ingredients into a suitable formulation, an efficient system composed of suitable surfactants and dispersing agents; and in a balanced quantity is required. Commonly, the conventional surfactant materials are well known in the art and may be non-ionic, amphoteric, cationic or anionic or combinations of such surfactants.
Anionic surfactants consist of in most cases sulphonate, sulphate or carboxylate groups with either a sodium or a calcium as counterion. The non-ionic surfactants consist of polymerized glycol ether or glucose units. They are almost exclusively synthesized by the addition of ethylene oxide or propylene oxide to alkylphenols, fatty alcohols, fatty acids, fatty amines or fatty acid amides. Cationic surfactants contain quaternary ammonium ions as their hydrophilic parts. This class of surfactants has gained importance because of its bacteriostatic properties. Amphoteric surfactants containing both cationic and anionic group in their structure sometimes are referred to as zwitterionic molecules. The properties of amphoteric surfactants resemble those of non-ionics very closely.
Surfactants and dispersing agents help active ingredients to be formulated in great variety of ways by assisting in processing, stability, usability and effectiveness of the formulations. Surfactants also facilitate the dispersion of the poorly water-soluble pesticide particles in the aqueous medium and prevent aggregation of the particles themselves. In the absence of suitable surfactants, it becomes difficult or mostly, impossible to achieve stable formulation in a desired form. Therefore, it is highly desirable to design suitable system that facilitates formulation of poorly water-soluble active ingredients into suitable form.
Objectives:
An object of the present invention is to provide a stabilization system for agrochemical composition.
Another object of the present invention is to provide a stabilization system for agrochemical composition of poorly water-soluble active ingredients.
Yet another object of the present invention is to provide a stabilization system for aqueous insecticidal composition of poorly water-soluble active ingredients.
Still another object of the present invention is to provide a process of preparing stabilization system for agrochemical composition.
Further object of the present invention is to provide a process of preparing aqueous insecticidal composition utilizing the stabilization system.
Summary of the invention:
In accordance with the above objectives, the present invention provides a stabilization system for an agrochemical composition comprising:
1) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and
2) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
In accordance with the above objectives, the present invention provides an aqueous insecticidal composition comprising:
1) at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; and
2) a stabilization system comprising; a) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and b) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight. In accordance with the above objectives, the present invention provides an aqueous insecticidal composition comprising:
1) at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
2) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and
3) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight. In accordance with the above objectives, the present invention provides a process of preparing stabilization system for agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: bringing together the steric stabilizer and static stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain a stabilization system.
In accordance with the above objectives, a process of preparing stabilization system for agrochemical composition comprises at least one steric stabilizer with hydrophilic- lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: adding static stabilizer to the steric stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain said stabilization system.
In accordance with the above objectives, the present invention provides a process of preparing aqueous insecticidal composition comprises: at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises step of: admixing insecticide and a stabilization system to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate composition.
In accordance with the above objectives, the present invention provides, a process of preparing aqueous insecticidal composition comprising at least one insecticide selected from of diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; a stabilization system comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises step of: admixing insecticide and a stabilization system to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate composition.
In accordance with the above objectives, the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising:
1) at least one insecticide selected from the group comprising of diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
2) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and
3) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight. In accordance with the above objectives, the present invention provides use of stabilization system in formulating agrochemical compositions according to the present invention. In accordance with the above objectives, the aqueous insecticidal composition controls pests and insects.
In accordance with the above objectives, the present invention provides a kit of an aqueous insecticidal composition comprising:
1) at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; and
2) a stabilization system wherein said stabilization system comprising; a) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and b) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
Additional features and advantages of the present invention will be apparent from the detailed description that follows, which illustrates by way of example, the most preferred features of the present invention which are not to be construed as limiting the scope of the invention described herein.
Detailed Description of the Invention:
For the purposes of the following detailed description, it is to be understood that the invention may assume various alternative variations and step sequences, except where expressly specified to the contrary. Moreover, other than in any operating examples, or where otherwise indicated, all numbers expressing, for example, quantities of materials/ingredients used in the specification are to be understood as being modified in all instances by the term "about".
Thus, before describing the present invention in detail, it is to be understood that this invention is not limited to particularly exemplified composition/systems or process parameters that may of course, vary. It is also to be understood that the terminology used herein is for the purpose of describing particular embodiments of the invention only and is not intended to limit the scope of the invention in any manner. The use of examples anywhere in this specification including examples of any terms discussed herein is illustrative only, and in no way limits the scope and meaning of the invention or of any exemplified term. Likewise, the invention is not limited to various embodiments given in this specification. Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains. In the case of conflict, the present document, including definitions will control.
It must be noted that, as used in this specification, the singular forms "a," "an" and "the" include plural referents unless the content clearly dictates otherwise. The terms "preferred" and "preferably" refer to embodiments of the invention that may afford certain benefits, under certain circumstances.
As used herein, the terms "comprising" "including," "having," "containing," "involving," and the like are to be understood to be open-ended, i.e., to mean including but not limited to.
In any aspect or embodiment described hereinbelow, the phrase comprising may be replaced by the phrases "consisting of" or "consisting essentially of" or "consisting substantially of". In these aspects or embodiment, the combination or composition described includes or comprises or consists of or consists essentially of or consists substantially of the specific components recited therein, to the exclusion of other fungicides or insecticide or plant growth promoting agents or adjuvants or excipients not specifically recited therein.
Surprisingly, inventors of the present invention found that a stabilization system for agrochemical compositions may be obtained when steric stabilizers with hydrophilic- lipophilic balance value in the range 10-18 are mixed with static stabilizer in the 5:1 to about 1:5 by weight ratio of steric stabilizer to static stabilizer.
Inventors found that such stabilization system is highly suitable for formulating agrochemical compositions of poorly water-soluble active ingredients. The inventive step of carefully selecting the type of steric stabilizer and static stabilizer as well as the ratio in which they are combined made the stabilization system suitable to formulate most of the aqueous formulation of poorly water-soluble active ingredients, combination of poorly water-soluble to greatly water-soluble or to another water-insoluble active ingredients.
It was found that the steric stabilizers within the narrow range of hydrophilic-lipophilic balance value of 10-18 are highly effective in dispersing poorly water-soluble active ingredients. These steric stabilizers also offer certain degree of wetting that gave impetus in easy formulation of a dispersion. The static stabilizers found most suitable for resisting inter particle aggregation force and prevents active ingredient particles from coming together in aqueous dispersion.
Definitions:
In certain embodiments, "poorly water soluble" refers to pesticides having solubility in deionized water at 20° C of not greater than about 100 milligrams per liter (mg/L). In some embodiments, the pesticides have solubility in deionized water at 20° C of not greater than about 75 mg/L. In some embodiments, the pesticides have solubility in deionized water at 20° C of not greater than about 50 mg/L. In some embodiments, the pesticides have solubility in deionized water at 20° C of not greater than about 25 mg/L.
In certain embodiments, "steric stabilizer" refers to additives that inhibit coagulation of suspensions. These additives include certain water-loving polymers and surfactants with water-loving chains, especially non-ionic surfactants. These additives are believed to cover the system in such a way that long loops and tails extend out into solution. Systems that are sterically stabilized tend to remain well dispersed even at high salt concentrations or under conditions where the zeta potentials of the surfaces are reduced to near zero.
In certain embodiments, "static stabilizer" refers to anionic surfactants that generate surface charge and surface potential in the aqueous suspensions that prevent aggregation by keeping dispersed particles well separated from each other and from surfaces. The main driving force for aggregation of particles or droplets is the universal van der Waals attraction, which increases very sharply at small separations. To overcome the van der Waals attraction, static stabilizers create repulsive force (energy) between the particles, particularly at intermediate and small separations.
Such a repulsive energy can be produced by charge separation and the creation of electrical double layers. Combination of the van der Waals attraction and double layer repulsion at various separation distances between the particles produce an energy- distance curve, which will have an energy barrier at intermediate separation and this provides static stabilisation in the suspensions. Static stabilizer carries anionic charge density which is the ratio of the number of negative charges on a monomeric unit of which the polymer is comprised to the molecular weight of said monomeric unit, and is expressed as milliequivalents (meq) of anionic groups per gram of polymer (meq/g).
In certain embodiments "hydrophilic-lipophilic balance (HLB)" refers to the size and strength of the hydrophilic and lipophilic moieties of a surfactant molecule. It is a numerical system used to describe the relationship between the water-soluble and oil- soluble parts of a nonionic surfactant. HLB numbers range from 1 to 30.
Therefore, in an embodiment of the present invention, a stabilization system for an agrochemical composition comprising:
1) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and
2) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight. According to an embodiment of the present invention, a stabilization system for an agrochemical composition comprises of a steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18.
According to an embodiment of the present invention, steric stabilizer with hydrophilic- lipophilic balance value in the range 10-18 is selected from one or more of ethoxylated and propoxylated alcohol, methyl oxirane polymer with oxirane, polyoxyethylene alkyl ether, methyl methacrylate graft copolymer, Polyoxyethylene (20) oleyl ether, Polyoxyethylene (100) stearyl ether, and Poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene glycol).
According to preferred embodiment of the present invention, steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18 is selected from the group comprising of ethoxylated and propoxylated alcohol, methyl oxirane polymer with oxirane, polyoxyethylene alkyl etherand methyl methacrylate graft copolymer.
In an embodiment of the present invention, the stabilization system for an agrochemical composition comprises from about 1% to about 70% w/w and preferably from about 5% to about 60% w/w steric stabilizer of the total weight of the stabilization system for an agrochemical composition.
In a preferred embodiment of the present invention, the stabilization system for an agrochemical composition comprises from about 10% to about 50% w/w steric stabilizer of the total weight of the stabilization system for an agrochemical composition.
According to an embodiment of the present invention, a stabilization system for an agrochemical composition comprises of a static stabilizer.
According to an embodiment of the present invention, static stabilizer is selected from one or more of alkylnaphthalene sulfonate (ANS) condensate, sodium lignosulphonate, naphthylsulfonate, mono- and di-(Ci-Ci6)-alkylnaphthylsulfonates, such as, for example, dibutylnaphthylsulfonate; condensates of naphthalenesulfonic acid, and (C -C )- alkylnaphthalenesulfonic acid or phenolsulfonic acid with formaldehyde (=(Ci-Ci6)- naphthalenesulfonate/formaldehyde condensates, (C -C )- alkylnaphthalenesulfonate/formaldehyde condensates and phenolsulfonate/formaldehyde condensates).
According to preferred embodiment of the present invention, static stabilizer is selected from one or more of alkylnaphthalene sulfonate (ANS) condensate, sodium lignosulphonate, naphthylsulfonate, mono- and di-(Ci-Ci6)-alkylnaphthylsulfonates, such as dibutylnaphthylsulfonate.
According to an embodiment of the present invention, a stabilization system for an agrochemical composition comprises of a static stabilizer with anionic charge density in the range 0.1 -2.5 meq/g.
According to an embodiment of the present invention, a stabilization system for an agrochemical composition comprises of a static stabilizer with anionic charge density in the range 0.5 -2.0 meq/g.
In an embodiment of the present invention, the stabilization system for an agrochemical composition comprises from about 0.1% to about 50% w/w and preferably from about 0.5% to about 40% w/w static stabilizer of the total weight of the stabilization system for an agrochemical composition.
In a preferred embodiment of the present invention, the stabilization system for an agrochemical composition comprises from about 1% to about 30% w/w static stabilizer of the total weight of the stabilization system for an agrochemical composition.
According to an embodiment of the present invention, the ratio of steric stabilizer to static stabilizer in the stabilization system for an agrochemical composition is about 5:1 to about 1:5 by weight.
According to an embodiment of the present invention, the ratio of steric stabilizer to static stabilizer in the stabilization system for an agrochemical composition is about 4:1 to about 1:4 by weight.
According to preferred embodiment of the present invention, the ratio of steric stabilizer to static stabilizer in the stabilization system for an agrochemical composition is about 3:1 to about 1:3 by weight. In accordance with the above objectives, the present invention provides an aqueous insecticidal composition comprising:
1) at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; and
2) a stabilization system comprising; a) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and b) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight. According to an embodiment of the present invention, an aqueous insecticidal composition comprises:
1) at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides.
2) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and
3) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
According to an embodiment of the present invention, an aqueous insecticidal composition comprises at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides.
According to an embodiment of the present invention, the diamide insecticide of an aqueous insecticidal composition is selected from afoxolaner, broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide, fluralaner, lotilaner, tetrachlorantraniliprole, and tetraniliprole.
According to preferred embodiment of the present invention, the diamide insecticide of an aqueous insecticidal composition is selected from one or more of chlorantraniliprole, cyantraniliprole, cyclaniliprole, tetrachlorantraniliprole and tetraniliprole. According to an embodiment of the present invention, the neonicotinoid insecticide of an aqueous insecticidal composition is selected from one or more of clothianidin, dinotefuran, imidacloprid, imidaclothiz, thiamethoxam, nitenpyram, nithiazine, acetamiprid, cycloxaprid and thiacloprid.
According to preferred embodiment of the present invention, the neonicotinoid insecticide of an aqueous insecticidal composition is selected from one or more of clothianidin, imidacloprid, acetamiprid, thiamethoxam and thiacloprid.
According to an embodiment of the present invention, the pyrrole insecticide of an aqueous insecticidal composition is selected from Chlorfenapyr and [4- bromo-2-(4-chlorophenyl)-l-(ethoxy-methyl)-5-(trifluoromethyl) pyrrole-3-carbonitrile] (AC 303,630).
According to an embodiment of the present invention, the benzoylphenyl urea insecticide of an aqueous insecticidal composition is selected from bistrifluron, chlorbenzuron, chlorfluazuron, dichlorbenzuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, penfluron, teflubenzuron, triflumuron.
According to preferred embodiment of the present invention, the benzoylphenyl urea insecticide of an aqueous insecticidal composition is selected from novaluron, chlorbenzuron, chlorfluazuron, dichlorbenzuron, lufenuron and triflumuron.
According to an embodiment of the present invention, the diacylhydrazine insecticide of an aqueous insecticidal composition is selected from chromafenozide, furan tebufenozide, halofenozide, methoxyfenozide, tebufenozide and yishijing.
According to preferred embodiment of the present invention, the diacylhydrazine insecticide of an aqueous insecticidal composition is selected from chromafenozide and Methoxyfenozide. According to an embodiment of the present invention, an aqueous insecticidal composition comprises from about 0.1% to about 70% w/w and preferably from about
1% to about 60% w/w insecticide of the total weight of the aqueous insecticidal composition.
According to an embodiment of the present invention, an aqueous insecticidal composition comprises from about 10% to about 50% w/w insecticide of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, the aqueous insecticidal composition may further comprise one or more antifreeze agent, wetting agents, fillers, surfactants, anticaking agents, pH-regulating agents, preservatives, biocides, antifoaming agents, colorants and other formulation aids.
Suitable antifreeze agents that can be added to the aqueous insecticidal composition are aqueous polyols, for example ethylene glycol, propylene glycol or glycerol.
Suitable pH regulating agents can be citric acid or phosphoric acid or the like.
Wetting agents that can be added to the aqueous insecticidal composition of the present invention include, but are not limited to polyarylalkoxylated phosphate esters and their potassium salts such as Soprophor® FLK and Stepfac TSP PE- K. Other suitable wetting agents include Block copolymer of polyalkylene oxide , sodium dioctylsulfosuccinates such as Geropon® SDS and Aerosol® OT and ethoxylated alcohols such as Trideth-6, Rhodasurf® BC 610, Tersperse® 4894, Poly(oxy-l,2-ethanediyl), and . alpha. -[3-[l, 3,3,3- tetramethyl- l-[(trimethylsilyl)oxy]-ldisiloxanyl]propyl]-.omega.- hydroxy-(Silwet 408).
Optionally, about 0.1 wt % to about 5.0 wt % of antifoaming or defoamers are employed to stop any unwanted foam generated while manufacturing suspension concentrate composition of the present application. The preferred antifoaming agent is selected from silicone-based compounds, alcohols, glycol ethers, mineral spirits, acetylene diols, polysiloxanes, organosiloxanes, siloxane glycols, reaction products of silicon dioxide and organosiloxane polymer, polydimethylsiloxanes or polyalkylene glycols alone or in combination. Defoamers that are suitable include AGNIQUE DFM 111S; SAG-10; SAG- 1000AP; SAG-1529; SAG-1538; SAG-1571; SAG-1572; SAG-1575; SAG-2001; SAG-220; SAG-290; SAG-30; SAG-30E; SAG-330; SAG-47; SAG-5440; SAG-7133 and SAG-770.
Examples of thickening agents based on anionic heteropolysaccharides from the xanthan gum group are Rhodopol 23®, Rhodopol G®, Rhodopol 50 MD®, Rhodicare T®, Kelzan®, Kelzan S® and Satiaxane CX91®.
Examples of Preservatives are benzisothiazolinone (Proxel GXL) or phenols, 2-bromo-2- nitropropane-l,3-diol (Bioban BP 30), 5-chloro-2-methyl-4-isothiazolin-3-one & 2 methyl- 4-isothiazolin -3 one (Kathon CG/ICP), Glutaraldehyde (Ucarcide 50), Chloromethylisothiazolinone (CMIT)/Methylisothiazolinone (MIT) (Isocil Ultra 1.5), 2.2- dibromo-3-nitrilopropioamide (Reputain 20), and Natamycin & Nisin, Bronopol/CMIT/MIT (Mergal 721K3).
Suitable colorants for example in red, blue and green are, preferably, pigments, which are sparingly soluble in water, and dyes, which are water-soluble. Examples of inorganic coloring agents are iron oxide, titanium oxide, and iron hexacyanoferrate and organic coloring agents are alizarin, azo and phthalocyanin coloring agents.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide or pyrrole or benzoylphenyl urea or diacylhydrazine insecticide and from about 1% to about 70% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 0.1% to about 50% w/w diamide insecticide and from about 1% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 10% to about 50% w/w diamide insecticide and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 10% to about 50% w/w diamide insecticide, at least one another insecticide and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide insecticide, from about 1% to about 70% pyrrole or benzoylphenyl urea or diacylhydrazine insecticide and; from about 1% to about 70% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 0.1% to about 50% w/w chlorantraniliprole and from about 1% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 0.1% to about 50% w/w cyantraniliprole and from about 1% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 0.1% to about 50% w/w chlorantraniliprole and one or more another insecticide.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 2% to about 50% w/w chlorantraniliprole, from about 05 % to about 50% w/w chlorfenapyr and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition. In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 5% to about 50% w/w chlorantraniliprole, from about 05% to about 50% w/w novaluron and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 10% to about 50% w/w chlorantraniliprole, from about 10% to about 50% w/w methoxyfenozide and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 5% to about 60% w/w chlorantraniliprole, from about 10% to about 90% w/w diflubenzuron and from about 10% to about 50% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide insecticide, from about 1% to about 70% flupyrimin and; from about 1% to about 70% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition is formulated as suspension concentrate, soluble liquid, emulsion-in-water, formulation for seeds (FS).
In preferred embodiment the present aqueous insecticidal composition is a suspension concentrate.
According to an embodiment of the present invention, there is provided a process of preparing stabilisation system for agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: bringing together the steric stabilizer and static stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain a stabilization system.
According to an embodiment of the present invention, there is provided a process of preparing stabilisation system agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of bringing together the steric stabilizer and static stabilizer to obtain mixture; optionally adding water to the mixture and applying suitable form of energy to obtain the stabilization system.
According to an embodiment of the present invention, there is provided a process of preparing stabilization system for agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: adding static stabilizer to the steric stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain said stabilization system.
According to an embodiment of the present invention, there is provided a process of preparing stabilisation system for an agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: bringing together an ethoxylated and propoxylated alcohol based steric stabilizer and sodium salt of naphthalene sulfonate condensate as static stabilizer and water to obtain mixture; and applying suitable form of energy to the mixture to obtain the stabilization system.
According to an embodiment of the present invention, there is provided a process of preparing aqueous insecticidal composition comprising at least one insecticide selected from the group comprising of diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: admixing insecticide and a stabilization system to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate composition.
According to an embodiment of the present invention, a process of preparing said aqueous insecticidal composition comprises steps of: admixing diamide insecticide and a stabilization system to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate and packaging the resulting aqueous insecticidal composition as suspension concentrate.
According to an embodiment of the present invention, a process of preparing said aqueous insecticidal composition comprises steps of: admixing diamide insecticide, another insecticide selected from pyrrole, benzoylphenyl urea and diacylhydrazine insecticides and a stabilization system comprising ethoxylated and propoxylated alcohol based surfactant and sodium salt of naphthalene sulfonate condensate to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate and packaging the resulting aqueous insecticidal composition as suspension concentrate.
According to another embodiment of the present invention, in the process of preparation of an aqueous insecticidal composition, the sequence of mixing active ingredients, stabilization system comprising steric and static stabilizers, and optionally other ingredients is not fixed and may vary according to the preference of the formulator.
In an embodiment, the aqueous insecticidal composition of the invention has a particle size distribution Dio of less than about 10 microns. In an embodiment, the aqueous insecticidal composition of the invention has a particle size distribution Dio of less than about 5 microns.
In an embodiment, the aqueous insecticidal composition of the invention has a particle size distribution D5o of less than about 10.0 microns.
In an embodiment, the aqueous insecticidal composition of the invention has a particle size distribution D5o of less than about 5 microns.
In an embodiment, the aqueous insecticidal composition of the invention has a particle size distribution D5o of less than about 2 microns.
In an embodiment, the aqueous insecticidal composition of the invention has a particle size distribution Dgo of less than or equal to about 20 microns.
In an embodiment, the aqueous insecticidal composition of the invention has a particle size distribution Dgo of less than or equal to about 15 microns.
In an embodiment, the aqueous insecticidal composition of the invention has a particle size distribution Dgo of less than or equal to about 10 microns.
According to an embodiment of the present invention, the aqueous insecticidal composition prepared in above steps is subjected to particle size reduction by applying shear to the mixture of active ingredients, stabilization system and other auxiliary agents. Suitable devices for this purpose are the devices that offer milling operation such as high shear mixers like ROS HSM, Ultra-Turrax apparatus, and dissolvers, static mixers such as systems having mixing nozzles, bead mills, vibratory mills, agitator bead mills, colloid mills, cone mills, circulating mills (agitator ball mills with pin grinding system), disk mills, annular chamber mills, double cone mills, sprocket dispersers or homogenizers and other homogenizers. In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide or pyrrole or benzoylphenyl urea or diacylhydrazine insecticide or mixtures thereof and from about 1 to about 70% stabilization system of the total weight of the aqueous insecticidal composition wherein said aqueous insecticidal composition is formulated as suspension concentrate.
In an embodiment the present invention provides suspension concentrate comprising from about 1% to about 70% w/w diamide or pyrrole or benzoylphenyl urea or diacylhydrazine insecticide or mixtures thereof and from about 1 to about 70% stabilization system of the total weight of the aqueous insecticidal composition.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide insecticide and from about 1 to about 70% stabilization system of the total weight of the aqueous insecticidal composition wherein said aqueous insecticidal composition is formulated as suspension concentrate.
In an embodiment of the present invention, an aqueous insecticidal composition comprises from about 1% to about 70% w/w diamide insecticide, from about 1% to about 70% stabilization system, from about 20% to about 80% water, from about 0.1% to about 40% wetting agent, from about 0.1% to about 10% antifreezing agent, from about 0.1% to about 5% defoamer, from about 0.1% to about 5% biocide, and from about 0.1% to about 5% rheology modifier of the total weight of the aqueous insecticidal composition wherein said aqueous insecticidal composition is formulated as suspension concentrate.
In an embodiment of the present invention, a aqueous insecticidal composition comprises from about 10% to about 50% w/w chlorantraniliprole, from about 1% to about 40% ethoxylated and propoxylated alcohol based steric stabilizer, from about 1% to about 40% sodium salt of naphthalene sulfonate condensate as static stabilizer, from about 10% to about 80% water, from about 0.1% to about 10% acrylic copolymer solution, from about 0.1% to about 5% silicone defoamer, from about 0.1% to about 5% biocide, and from about 0.1% to about 5% xanthan gum of the total weight of the aqueous insecticidal composition wherein said aqueous insecticidal composition is formulated as suspension concentrate.
According to an embodiment of the present invention, the aqueous insecticidal composition is designed to be diluted with water (or a water-based aqueous) to form the corresponding end-use agrochemical formulations, typically spray formulations. According to an embodiment of the present invention, the aqueous insecticidal composition has a pH ranging from 5-9.
According to an embodiment of the present invention, the aqueous insecticidal compositions have a variation in pH of no more than 20% when at 54°C between 24 hours and 28 days.
According to an embodiment of the present invention, the aqueous insecticidal composition allows the active compounds to be taken up by the pests and insects.
According to an embodiment of the present invention, the aqueous insecticidal composition is used as the source of active agrochemical ingredients and will typically be diluted to form end-use formulations, typically spray formulations. The dilution may be with water at from 1 to 10,000, particularly 10 to 1,000 times the total weight of the aqueous insecticidal composition to form the spray formulation. Said aqueous insecticidal composition may be diluted for use having an agrochemical active concentration of about 0.5 wt.% to about 1 wt.%. In said diluted composition, the agrochemical active concentration may be in the range from about 0.001 wt.% to about 1 wt.% of the total formulation as sprayed.
Spray formulations include all the components which are desired to apply to the plants or their environment. Spray formulations can be made up by simple dilution of aqueous insecticidal composition containing agrochemically active ingredients, or by mixing of the individual agrochemically active ingredients, or a combination of diluting an aqueous insecticidal composition and adding further individual agrochemically active ingredients or mixtures of agrochemically active ingredients. Typically, such end use mixing is carried out in the tank from which the formulation is sprayed, or alternatively in a holding tank for filling the spray tank. Such mixing and mixtures are typically termed tank mixing and tank mixtures.
In accordance with the above objectives, the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising:
1) at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
2) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and
3) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight. In accordance with the above objectives, the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) polyoxyethylene alkyl ether as steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (3) sodium salt of naphthalene sulfonate condensate as static stabilizer.
In accordance with the above objectives, the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) chlorfenapyr; (3) ethoxylated and propoxylated alcohol based steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (4) sodium salt of naphthalene sulfonate condensate as static stabilizer.
In accordance with the above objectives, the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) methoxyfenozide; (3) ethoxylated and propoxylated alcohol based steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (4) sodium salt of naphthalene sulfonate condensate as static stabilizer.
In accordance with the above objectives, the present invention provides a method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising: (1) chlorantraniliprole; (2) novaluron; (3) methyl oxirane polymer with oxirane as steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and (4) sodium lignosulfonate as static stabilizer.
According to an embodiment of the present invention, the stabilization system is used in formulating agrochemical compositions.
According to an embodiment of the present invention, the stabilization system is used in formulating aqueous insecticidal compositions.
According to an embodiment of the present invention, the aqueous insecticidal composition controls pests and insects.
In an embodiment of the present invention, the aqueous insecticidal composition controls pests and insects listed below;
Insects from the order of the Lepidoptera, for example Agrotis ypsilon, Chilo infuscatellus, Chilo partellus, Chilo suppressalis, Cnaphalocrocis medinalis, Cydia pomonella, Earias vittella, Earias insulana, Helicoverpa armigera, Leucinodes orbonalis, Maruca testulalis, Mythimna separata, Pectinophora gossypiella, Phyllocnistis citrella, Pieris bras-sicae, Plutella xylostella, Scirpophaga incertulas, Sesamia inferens, Spodoptera frugiperda, Spodoptera littoralis, Spodoptera litura, Tryporyza novella, Tuta absoluta and Zeiraphera Canadensis. Beetles (Coleoptera), for example Diabrotica longicornis, Diabrotica semipunctata, Diabrotica punctata, Diabrotica speciosa, Diabrotica virgifera, Dicladispa armigera, Epila-chna varivestis, Holotrichia bicolor, Holotrichia consanguinea, Leptinotarsa decemlineata, flies (Diptera), e.g. Atherigona orientalis, Dacus cucurbi-tae, Liriomyza trifolii, Melanagromyza obtuse, thrips (Thysanoptera), e.g. Frankliniella occidentalis, Frankliniella tritici, Scirtothrips citri, Scirtothrips dorsalis, Thrips oryzae, Thrips palmi and Thrips tabaci, termites (Isoptera), e.g. Calotermes flavicollis, Coptotermes formosanus, Fleterotermes aureus, Leucotermes flavipes, Microtermes obesi, Odontotermes obesus, Reticulitermes flavipes, Termes natalensis. true bugs (Flemiptera), e.g. Amrasca biguttula biguttula, Amrasca devastans, Amritodus atkinsoni, Aphis gossypii, Aphis crassivora, Bemisia argentifolii, Bemisia tabaci, Dysdercus cingulatus, Empoasca fabae, Idioscopus spp. My-zus persicae, Nilaparvata lugens, Nephotettix virescens, Nephotettix nigropictus, Planococcus spp., Pseudococcus spp., Pyrilla perpusilla, Sogatella furcifera, Trialeurodes vaporariorum, Toxoptera aurantiia, Psylla spp., Rhopalosiphum spp., Sitobion spp.
According to an embodiment of the present invention, the aqueous insecticidal composition can be applied to any and all developmental stages of pests, such as egg, larva, pupa, and adult. The pests may be controlled by contacting the target pest, its food supply, habitat, breeding ground or its locus with an effective amount of said composition of the present invention.
According to an embodiment of the present invention, the aqueous insecticidal compositions comprising various mixtures are highly effective in controlling insect pests, in GMO (Genetically Modified Organism) and Non GMO varieties of Cotton (Gossypium spp.), Paddy (Oryza sativa), Wheat (Triticum aestavum), Maize (Zea mays), Sugarcane (Saccharum officinarum) , Sugarbeet (Beta vulgaris), Soybean (Glycin max), Peanut (Arachis hypogaea), Green gram (Vigna radiata), Black gram (Vigna mungo), Chickpea (Cicer aritinum), Redgram (Cajanus cajan), Brinjal (Solanum melongena), Cabbage (Brassica oleracea var. capitata), Cauliflower (Brassica oleracea var. botrytis), Okra (Abelmoschus esculentus) , Onion (Allium cepa L), Tomato (Solanum lycopersicun) , Potato (Solanum tuberosum) , Chilly (Capsicum annum), Garlic (Allium sativum), Cucumber (Cucumis sativus), Muskmelons (Cucumis melo), Watermelon (Citrullus lanatus), Bottle gourd (Lagenaria siceraria), Apple (Melus domestica), Banana (Musa spp.), Citrus groups (Citrus spp.), Grape (Vitis vinifera), Guava (Psidium guajava), Litchi (Litchi chinensis), Mango (Mangifera indica), Papaya (Carica papaya), Pineapple (Ananas comosus), Pomegranate (Punica granatum) , Tea (Camellia sinensis), Coffea (Coffea Arabica), Turmeric (Curcuma longa), Ginger (Zingiber officinale), Cumin (Cuminum cyminum).
In accordance with the above objectives, the present invention provides a kit of an aqueous insecticidal composition comprising:
1) at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; and
2) a stabilization system comprising; a) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and b) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight. According to an embodiment of the present invention, the various components of the aqueous insecticidal composition can be used individually or already partially or completely mixed with one another to prepare the composition according to the invention. It is also possible for them to be packaged and used further as combination composition such as a kit of parts.
In one embodiment of the invention, the kits may include one or more, including all, components that may be used to prepare an aqueous insecticidal composition. For example, kits may include active ingredients and/or stabilization system. One or more of the components may already be combined together or pre-formulated. In those embodiments, where more than two components are provided in a kit, the components may already be combined together and packaged in a single container such as a vial, bottle, can, pouch, bag or canister.
In other embodiments, two or more components of a kit may be packaged separately, i. e., not pre-formulated. As such, kits may include one or more separate containers such as vials, cans, bottles, pouches, bags or canisters, each container containing a separate component for aqueous insecticidal composition. In both forms, a component of the kit may be applied separately from or together with the further components or as a component of a combination composition according to the invention for preparing the aqueous insecticidal composition according to the invention.
In a preferred embodiment of the present invention, the aqueous insecticidal composition comprises (a) diamide or neonicotinoid or pyrrole or benzoylphenyl urea or diacylhydrazine insecticides or mixture thereof and; (b) stabilization system is in the form of a kit with single pack or multi pack.
All the features described herein may be combined with any of the above aspects, in any combination.
In order that the present invention may be more readily understood, reference will now be made, by way of example, to the following description. It will be understood that all tests and physical properties listed have been determined at atmospheric pressure and room temperature (i.e. 25°C), unless otherwise stated herein, or unless otherwise stated in the referenced test methods and procedures.
Examples: Example-1: 5:1% stabilization system
Figure imgf000028_0001
50g block copolymer of polyalkylene oxide and lOg sulphonated aromatic polymer, sodium salt were mixed together and water was added under continuous stirring to obtain stabilization system. Example-2: 3:1% stabilization system
Figure imgf000029_0001
45g NPE-free nonionic polyalkylene glycol ether (Atlas G-5000 ), 15g acrylic copolymer solution and water were added under continuous stirring to obtain stabilization system.
Example-3: 5:1% stabilization system
Figure imgf000029_0002
2.5 g NPE-free nonionic polyalkylene glycol ether, 0.5 g Sulphonated aromatic polymer, sodium salt and water were added under continuous stirring to obtain stabilization system.
Example-4: 18.5% Chlorantraniliprole SC
Figure imgf000029_0003
Figure imgf000030_0001
71.85g water was charged into slurry preparation vessel. 5g propylene glycol, 3g stabilization system, 0.2g silicone defoamer, 0.2g biocide and 0.25g xanthan gum were charged to the slurry preparation vessel under continuous stirring to obtain slurry. The slurry was then fed to bead mill to achieve desired particle size. After slurry reaches desired particle size, it was transferred into gelling vessel. 0.25g xanthan gum, 0.2g biocide and 71.85g water were mixed together under stirring to get the gel. Pre-weighed amount of gel was added into the gelling vessel and continued stirring. The mixture was subjected to homogenization for at least 1 hr. The homogenized mixture was then set for uniform gelling to obtain final suspension concentrate composition. The stabilization system was obtained by 2.5g polyoxyethylene alkyl ether (NPE-free) and 0.5g sodium salt of naphthalene sulfonate condensate (NSC).
Example-5: 18.5% Chlorantraniliprole SC
Figure imgf000030_0002
19.5g chlorantraniliprole, 5.0g propylene glycol, 2.8g stabilization system, 0.2g antifoam, 0.2g biocide, 0.25g xanthan gum and 72.35g water were mixed in above quantity and processed as per the process given in Example-4 to obtain suspension concentrate composition. The stabilization system was obtained by mixing 2.5g polyoxyethylene alkyl ether (NPE-free) and 0.3g sodium salt of naphthalene sulfonate condensate (NSC).
Example-6: 24g/L Chlorantraniliprole + 490g/L Chlorfenapyr SC
Figure imgf000031_0001
2.4g chlorantraniliprole, 49 g Chlorfenapyr, 6.7g stabilization system, 5.0g propylene glycol, 0.7g silicone antifoam, 0.2 biocide, 0.18g xanthan gum and water in quantity required to make up volume were mixed in above quantity and processed as per the process given in Example-4 to obtain suspension concentrate composition. The stabilization system was obtained by mixing 3.5g Block copolymer of polyalkylene oxide, 1.7g polymer surfactant and 1.5g sulphonated aromatic polymer, sodium salt.
Example 7: 105g/L Chlorantraniliprole + 420g/L Methoxyfenozide SC
Figure imgf000031_0002
Figure imgf000032_0001
9.41g chlorantraniliprole, 37.63g Methoxyfenozide, 7.2g stabilization system, 5.0g propylene glycol, 0.7g silicone antifoam, 0.2 biocide, 0.18g xanthan gum and water in quantity required to make up volume were mixed in above quantity and processed as per the process given in Example-4 to obtain suspension concentrate composition. The stabilization system was obtained by mixing 3.5g block copolymer of polyalkylene oxide, 1.7g polymer surfactant and 2g sulphonated aromatic polymer, sodium salt.
Example 8: 92g/L Novaluron + 56g/L Chlorantraniliprole SC
Figure imgf000032_0002
5.73g chlorantraniliprole, 9.18g novaluron, 3.5g stabilization system, 0.2 silicone antifoam, 7.0g propylene glycol, lO.Og xanthan gum, 0.9g clay, O.lg biocide and 62.88g water were mixed in above quantity and processed as per the process given in Example- 4 to obtain suspension concentrate composition. The stabilization system was obtained by mixing lg sodium lignosulfonate and 1.5g block copolymer solution. Example 9: Chlorantraniliprole 50 + Diflubenzuron 400 g/L SC
Figure imgf000032_0003
Figure imgf000033_0001
Chlorantraniliprole, diflubenzuron, propylene glycol, antifoam, biocide, xanthan gum and water were mixed in above quantity and processed as per the process given in Example- 4 to obtain suspension concentrate composition. Stabilization system comprised of 3g Atlox 4894, 1.5g acrylic copolymer solution and 0.5g sodium alkylnaphthalenesulfonate formaldehyde polymer.
Example 10: Chlorantraniliprole (CTPR) 400 g/L SC
Figure imgf000033_0002
Chlorantraniliprole, propylene glycol, stabilization system, antifoam, biocide, xanthan gum and water were mixed in above quantities and processed as per the process given in Example-4 to obtain suspension concentrate composition. Stabilization system comprised of 3g Atlox 4894, 2.5g Atlox 4913 and 0.5g sodium alkylnaphthalenesulfonate formaldehyde polymer. Example 11: Chlorantraniliprole + Flupyrimin SC composition
Figure imgf000034_0001
Required amount of water was charged into slurry preparation vessel. All the quality approved remaining RM ingredients Acrylic polymer (Envipol 871), Acrylic copolymer solution (Atlox 4913), Ligno sulphonate (Polyphon H) were added. Technical was added into the solution while stirring to form slurry. Milling was done and slurry was passed into gelling vessel. Required amount of Xanthan gum and preservative were charged in water under stirring to get gel. The material from gelling vessel was transferred to FG storage tank and to achieve the required level of structuring.
Example 12
Stability Data for the compositions of the present invention
Figure imgf000035_0001
Figure imgf000036_0001
5
Figure imgf000037_0001
Figure imgf000037_0002
Figure imgf000038_0001
CONCLUSION:
The stabilization system developed according to the present invention successfully utilized in formulating aqueous insecticidal compositions of various active ingredients. It 5 has been found that the stabilization system comprising the steric stabilizers within the narrow range of hydrophilic-lipophilic balance value of 10-18 are highly effective in dispersing poorly water-soluble active ingredients. These steric stabilizers also offer certain degree of wetting that gave impetus in easy formulation of a dispersion. The selected static stabilizers were found to be most suitable for resisting inter particle aggregation force and prevents active ingredient particles from coming together in aqueous dispersion. The careful selection of the ratio of steric stabilizer and static stabilizer in formulating stabilization system and utilizing said stabilization system in formulating aqueous insecticidal compositions achieved better stability. The aqueous insecticidal composition of the present invention provides excellent stability over time and at various temperatures. Also, the aqueous insecticidal composition obtained by the process have superior suspensibility, better dispersibility, very low or no sedimentation and little particle degradation.

Claims

Claims:
1. A stabilization system for an agrochemical composition comprising: a) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and b) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
2. The stabilization system for an agrochemical composition as claimed in claim 1 wherein said steric stabilizer is selected from ethoxylated and propoxylated alcohol, methyl oxirane polymer with oxirane, polyoxyethylene alkyl ether, methyl methacrylate graft copolymer, polyoxyethylene (20) oleyl ether, and polyoxyethylene (100) stearyl ether and poly(ethylene glycol)-block-poly(propylene glycol)-block- poly(ethylene glycol).
3. The stabilization system for an agrochemical composition as claimed in claim 1 wherein said static stabilizer is selected from alkylnaphthalene sulfonate (ANS) condensate, sodium lignosulphonate, naphthylsulfonate, mono- and di-(Ci-Ci6)- alkylnaphthylsulfonates, condensates of naphthalenesulfonic acid, (C -C )- naphthalenesulfonate/formaldehyde condensates, (C -C )- alkylnaphthalenesulfonate/formaldehyde condensates, and phenolsulfonate/formaldehyde condensates.
4. The stabilization system for an agrochemical composition as claimed in claim 1 wherein the ratio of steric stabilizer to static stabilizer is 5:1 by weight.
5. The stabilization system for an agrochemical composition as claimed in claim 1 wherein the ratio of steric stabilizer to static stabilizer is 3:1 by weight.
6. The stabilization system for an agrochemical composition as claimed in claim 1 wherein said stabilization system comprises block copolymer of polyalkylene oxide and sulphonated aromatic polymer, sodium salt in 5:1 ratio by weight.
7. The stabilization system for an agrochemical composition as claimed in claim 1 wherein said stabilization system comprises polyoxyethylene alkyl ether (NPE-free) and sodium alkylnaphthalene sulphonate in 3:lratio by weight.
8. An aqueous insecticidal composition comprising: a) at least one insecticide selected from the group comprising of diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; and b) a stabilization system comprising; i) at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and ii) at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
9. The aqueous insecticidal composition as claimed in claim 8 wherein diamide insecticide is chlorantraniliprole.
10. The aqueous insecticidal composition as claimed in claim 8 wherein neonicotinoid insecticide is selected from one or more of acetamiprid, imidacloprid, thiacloprid, thiamethoxam, dinotefuran and clothianidine.
11. The aqueous insecticidal composition as claimed in claim 8 wherein pyrrole insecticide is Chlorfenapyr.
12. The aqueous insecticidal composition as claimed in claim 8 wherein benzoylphenylurea insecticide is selected from one or more of chlorfluazuron, diflubenzuron, lufenuron and novaluron.
13. The aqueous insecticidal composition as claimed in claim 8 wherein diacylhydrazine insecticides is methoxyfenozide.
14. The aqueous insecticidal composition as claimed in claim 8 wherein said composition comprises from about 0.1% w/w to about 50% diamide insecticide, and from about 1% w/w to about 50% w/w stabilization system of the total weight of the aqueous insecticidal composition.
15. The aqueous insecticidal composition as claimed in claim 8 wherein said composition comprises chlorantraniliprole and stabilization system comprising steric stabilizer to static stabilizer in ratio of about 5:1 to about 1:5 by weight.
16. The aqueous insecticidal composition as claimed in claim 8 wherein said composition comprises chlorantraniliprole, novaluron and the stabilization system comprising steric stabilizer to static stabilizer in ratio of about 5:1 to about 1:5 by weight.
17. The aqueous insecticidal composition as claimed in claim 8 wherein said composition comprises chlorantraniliprole, chlorfenapyr and the stabilization system comprising steric stabilizer to static stabilizer in ratio of about 5:1 to about 1:5 by weight.
18. The aqueous insecticidal composition as claimed in claim 8 wherein said composition comprises chlorantraniliprole, methoxyfenozide and the stabilization system comprising steric stabilizer to static stabilizer in ratio of about 5:1 to about 1:5 by weight.
19. The aqueous insecticidal composition as claimed in claim 8 wherein said composition comprises chlorantraniliprole, clothianidin and the stabilization system comprising steric stabilizer to static stabilizer in ratio of about 5:1 to about 1:5 by weight.
20. The aqueous insecticidal composition as claimed in claim 8 wherein said composition comprises chlorantraniliprole, diflubenzuron and the stabilization system comprising steric stabilizer to static stabilizer in ratio of about 5:1 to about 1:5 by weight.
21. The aqueous insecticidal composition as claimed in claim 8 wherein said composition comprises chlorantraniliprole, flupyrimin and the stabilization system comprising steric stabilizer to static stabilizer in ratio of about 5:1 to about 1:5 by weight.
22. The aqueous insecticidal composition as claimed in claim 8 wherein particle size distribution D5o is ranging from 2 micron to 10 micron.
23. The aqueous insecticidal composition as claimed in claim 8 wherein particle size distribution Dgo is ranging from 10 micron to 20 micron.
24. A process of preparing stabilization system for agrochemical composition comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10- 18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: bringing together the steric stabilizer and static stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain a stabilization system.
25. The process of preparing stabilization system for agrochemical composition as claimed in claim 24 comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight; and wherein said process comprises steps of: adding static stabilizer to the steric stabilizer to obtain mixture; and applying suitable form of energy to the mixture to obtain said stabilization system.
26. The process of preparing stabilization system as claimed in claim 24 wherein suitable form of energy is applied by way of continuous stirring to obtain uniform stabilization system.
27. A process of preparing aqueous insecticidal composition comprising at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides; a stabilization system comprising at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about
5:1 to about 1:5 by weight; and wherein said process comprises steps of admixing insecticide and a stabilization system to obtain mixture; milling the resulting mixture to obtain uniform dispersion; and jellifying the uniform dispersion to obtain suspension concentrate composition.
28. The process of preparing aqueous insecticidal composition as claimed in claim 27 wherein mixture is milled in presence of water to obtain the uniform dispersion.
29. A method of controlling undesired insects, said method comprising applying to the pests or to their locus an insecticidally effective amount of an aqueous insecticidal composition comprising: 1. at least one insecticide selected from diamide, neonicotinoid, pyrrole, benzoylphenyl urea and diacylhydrazine insecticides;
2. at least one steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and
3. at least one static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
30. The method as claimed in claim 29 wherein aqueous insecticidal composition comprising chlorantraniliprole; at least one more insecticide; a steric stabilizer with hydrophilic-lipophilic balance value in the range 10-18; and a static stabilizer; wherein the ratio of steric stabilizer to static stabilizer is about 5:1 to about 1:5 by weight.
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US20230189797A1 (en) 2023-06-22
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