OA21455A - Liquid composition comprising a neonictonoid - Google Patents

Liquid composition comprising a neonictonoid Download PDF

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Publication number
OA21455A
OA21455A OA1202300364 OA21455A OA 21455 A OA21455 A OA 21455A OA 1202300364 OA1202300364 OA 1202300364 OA 21455 A OA21455 A OA 21455A
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OA
OAPI
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composition
liquid
surfactant
amide solvent
low polarity
Prior art date
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OA1202300364
Inventor
Alan Pirotte
Prileen MATHADEEN
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UPL Corporation Limited
Upl Europe Ltd
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Publication of OA21455A publication Critical patent/OA21455A/en

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Abstract

Disclosed herein is a stable liquid agrochemical composition. Also disclosed is a process of preparing the liquid agrochemical composition, use of the liquid compositions for controlling the pests and a method of controlling pests using the liquid agrochemical composition.

Description

Title: LIQUID COMPOSITION COMPRISING A NEONICTONOID
Field of the disclosure: The présent disclosure relates to liquid agrochemical compositions comprising neonicotinoid insecticides, a process of preparing the liquid agrochemical compositions, use of the liquid compositions for controlling the pests and a method of controlling pests using the liquid agrochemical compositions.
Background:
Neonicotinoid pesticides hâve unique mechanism of action. Unlike pesticides that evaporate or disperse shortly after application, neonicotinoids are systemic pesticides. They hâve reduced toxicity compared to organophosphates and carbamates that provide similar broadspectrum control against numerous crop-damaging insects. Neonicotinoids paralyze insects by blocking a pathway that transmits nerve impulses in the insects' central nervous System. Neonicotinoids are used to control a wide variety of insects. The commonly used neonicotinoids available are imidacloprid, acetamiprid, clothianidin, dinotefuran, nitenpyram, thiacloprid, and thiamethoxam.
Acetamiprid is a neonicotinoid pesticide used in foliar as well as seed treatment applications. Acetamiprid is slightly water soluble and hence its liquid formulations often exhibit stability problems. Suspension concentrate (SC), emulsifiable concentrate (EC) and Microemulsion (ME) formulations of Acetamiprid are known to hâve stability problems. Emulsifiable concentrâtes are the stable liquid, homogeneous liquid formulations that comprise, an insecticidal active ingrédient, a solvent and emulsifying agent. When diluted with water, they form an émulsion after dilution in water. A stable suspension comprises active constituent(s) with water as the continuous phase and is intended for dilution with water before use. Microemulsions comprise an active ingrédient, oil- and water, and are to be applied directly or after dilution in water.
Suspension concentrate (SC) formulations comprising acetamiprid are known to be prone to rapid crystal formation, gelling, caking and settling. Emulsifiable concentrate (EC) formulations comprising acetamiprid are known to suffer crystallization upon dilution with water and cause nozzle choking. Microemulsion (ME) comprising acetamiprid too face stability issues and requires large amount of surfactant to achieve thermodynamic stability.
These problems further aggravate when formulators try to achieve high loading of active ingrédients in liquid formulations of acetamiprid alone or in combination with other active ingrédients that can withstand extreme température, especially low températures.
There is a need to develop stable agrochemical compositions comprising neonicotinoid insecticides that do not suffer stability issues and are stable at low température.
Objective of the disclosure:
An objective of the présent disclosure is to provide stable liquid agrochemical compositions comprising neonicotinoid insecticide.
Another objective of the présent disclosure is to provide stable liquid agrochemical compositions comprising high loading neonicotinoid insecticides alone or in combination with an additional pesticide.
Yet another objective of the présent disclosure is to provide stable liquid agrochemical compositions comprising high loading neonicotinoid insecticides alone or in combination with an additional pesticide, capable of withstanding low température.
Yet another objective of the présent disclosure is to provide a process of preparing liquid agrochemical compositions comprising high loading neonicotinoid insecticide alone or in combination with an additional pesticide.
Summary of the disclosure:
In an aspect, the présent disclosure provides a liquid agrochemical composition comprising:
(a) at least one neonicotinoid insecticide;
(b) at least one low polarity amide solvent; and (c) at least one surfactant with HLB value from about 10 to aboutie.
In another aspect, the présent disclosure provides a liquid agrochemical composition comprising:
(a) at least one neonicotinoid insecticide;
(b) at least one low polarity amide solvent;
(c) at least one surfactant with HLB value from 10 to aboutl8; and (d) an additional pesticide.
In yet another aspect, the présent disclosure provides a process of preparing the liquid agrochemical composition, wherein the process comprises: combining at least one neonicotinoid insecticide with at least one low polarity amide solvent and at least one surfactant having HLB value from about 10 to about 18.
In another aspect, the présent disclosure provides a use of a liquid agrochemical composition comprising:
(a) at least one neonicotinoid insecticide;
(b) at least one low polarity amide solvent; and (c) at least one surfactant with HLB value from about 10 to about 18, for controlling pests.
In another aspect, the présent disclosure provides the use of the liquid agrochemical composition for controlling pests by applying to the plant or to the locus at which the plant is growing or intended to be grown orto a plant propagation material, or the habitat area.
In another aspect, the présent disclosure provides a method of controlling pests, said method comprising applying to a plant or to a locus at which the plant is growing or intended to be grown or to a plant propagation material, or an habitat area, a liquid agrochemical composition comprising:
(a) at least one neonicotinoid insecticide;
(b) at least one low polarity amide solvent; and (c) at least one surfactant with HLB value from about 10 to about 18.
In another aspect, the présent disclosure provides a kit comprises a plurality of components, each of which components may include at least one, or more, of the ingrédients of the liquid composition according to the présent disclosure.
Additional features and advantages of the présent disclosure will be apparent from the detailed description that follows, which illustrâtes by way of example, the most preferred features of the présent disclosure which are not to be construed as limiting the scope of the disclosure described herein.
Detailed Description of the disclosure:
For the purposes of the following detailed description, it is to be understood that the disclosure may assume various alternative variations except where expressly specified to the contrary. Moreover, other than in any operating examples, or where otherwise indicated, ail numbers expressing, for example, quantities of materials/ingredients used in the spécification are to be understood as being modified in ail instances by the term about.
Unless otherwise defined, ail technical and scientific terms used herein hâve the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure pertains. In the case of conflict, the présent document, including définitions will prevail.
Recitation of ranges of values are merely intended to serve as a shorthand method of referring individually to each separate value falling within the range, unless otherwise indicated herein, and each separate value is incorporated into the spécification as if it were individually recited herein. The endpoints of ail ranges are included within the range and independently combinable. As used herein, ail numerical values or numerical ranges include integers within such ranges and fractions of the values or the integers within ranges unless the context clearly indicates otherwise. Thus, for example, reference to a range of 90-100%, includes 91%, 92%, 93%, 94%, 95%, 95%, 97%, etc., as well as 91.1%, 91.2%, 91.3%, 91.4%, 91.5%, etc., 92.1%, 92.2%, 92.3%, 92.4%, 92.5%, etc., and so forth. AH methods described herein can be performed in a suitable order unless otherwise indicated herein or otherwise clearly contradicted by context.
As used herein, a, an, the, and at least one do not dénoté a limitation of quantity and are intended to cover both the singular and plural, unless the context clearly indicates otherwise. For example, an element has the same meaning as at least one element, unless the context clearly indicates otherwise. The terms first, second etc. as used herein are not meant to dénoté any particular ordering, but simply for convenience to dénoté a plurality of, for example, layers. 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, unless otherwise noted. About or approximately as used herein is inclusive of the stated value and means within an acceptable range of déviation for the particular value as determined by one of ordinary skill in the art, considering the measurement in question and the error associated with measurement of the particular quantity (i.e., the limitations of the measurement system). For example, about can mean within one or more standard déviations, or within ± 10% or ± 5% of the stated value. The use of any and ail examples, or exemplary language (e.g., such as), is intended merely to better illustrate the invention and does not pose a limitation on the scope of the invention unless otherwise claimed. No language in the spécification should be construed as indicating any non-claimed element as essential to the practice of the invention as used herein.
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 composition described includes or comprises, or consists of, or consists essentially of, or consists substantially of the spécifie components recited therein, to the exclusion of other ingrédients or excipients not specifieally recited therein.
While the invention has been described with reference to exemplary embodiments, it will be understood by those skilled in the art that various changes may be made and équivalents may be substituted for éléments thereof without departing from the scope of the invention. In addition, many modifications may be made to adapt a particular situation or material to the teachings of the invention without departing from the essential scope thereof. Therefore, it is intended that the invention not be limited to the particular embodiment disclosed as the best mode contemplated for carrying out this invention, but that the invention will include ail embodiments falling within the scope of the appended daims. Any combination of the abovedescribed éléments in ail possible variations thereof is encompassed by the invention unless otherwise indicated herein or otherwise clearly contradicted by context.
Alkyl means a straight or branched chain saturated aliphatic hydrocarbon having the specified number of carbon atoms, specifieally 1 to 12 carbon atoms, more specifieally 1 to 6 carbon atoms. Alkyl groups include, for example, groups having from 1 to 50 carbon atoms (Ci to C50 alkyl).
Alkylene means a straight or branched chain, saturated, divalent aliphatic hydrocarbon group, (e.g., methylene (-CH2-) or, propylene (-(CHzjB-)).
As used throughout the disclosure, the neonicotinoid insecticide or other active ingrédients, includes their salts, esters, ethers, isomers, and polymorphs including solvatés and hydrates. A sait includes salts that retain the biological effectiveness and properties of the active ingrédient, and which are not biologically or otherwise undesirable, and include dérivatives of the disclosed compounds in which the parent compound is modified by making inorganic and organic, non-toxic, acid or base addition salts thereof. The salts can be synthesized from the parent compound by conventional Chemical methods. A solvaté means the insecticide or its agricuIturally acceptable sait, wherein molécules of a suitable solvent are incorporated in the crystal lattice. A suitable solvent is physiologicaIly tolerable at the dosage administered. Examples of suitable solvents are éthanol, water and the like. When water is the solvent, the molécule is referred to as a hydrate. The formation of solvatés will vary depending on the compound and the solvaté. In general, solvatés are formed by dissolving the compound in the appropriate solvent and isolating the solvaté by cooling or using an antisolvent. The solvaté is typically dried or azeotroped under ambient conditions. In an aspect, the solvaté is a hydrate.
The term plant refers to ail physical parts of a plant, including seeds, seedlings, saplings, 10 roots, tubers, stems, stalks, foliage and fruits. The term plant includes transgenic and nontransgenic plants.
The term locus as used herein refers to the vicinity, area, or place in which the plants are growing, where plant propagation materials of the plants are sown (e.g., placed into the soil), and/or where plant propagation materials of the plants will be sown.
The term plant propagation material refers to the generative parts of a plant, such as seeds, végétative material such as cuttings ortubers, roots, fruits, tubers, bulbs, rhizomes, and other parts of plants, germinated plants, and/or young plants, which are to be transplanted after germination or after emergence from the soil. These young plants may be protected prior to transplantation by a total or partial immersion treatment/system.
As used herein, effective amount is an amount of active ingrédient, such as the disclosed combinations, which has an adverse effect on insects and/or which prevents diseases caused by them in a plant. The adverse effect can include killing of the insects (insecticidal), preventing growth of the insect, blocking of biosynthetic pathway(s), or a combination thereof.
As used herein, an agriculturally acceptable sait means a sait which is accepted for use in agricultural or horticultural use.
The low température stability is critical requirement of liquid agrochemical formulations such as EC and ME as they often need to be used in cold température régions or be exposed to cold températures. Précipitation of actives or freezing of such liquid formulations at low 30 température in cold climatic régions leads to practical difficulties in handling the products and resuit in poor bio-efficacy. The stability, particularly low température stability has been of w great concern when liquid formulations are exposed to cold températures i.e. from about 20°C to about -10°C.
Surprisingly, inventors of the présent disclosure hâve found that the liquid agrochemical 5 compositions of stable neonicotinoid insecticide alone or in combination with additional pesticides can be obtained by incorporating a low polarity amide solvent and a surfactant with HLB value from about 10 to about 18. It was also found by the inventors that the high loading of neonicotinoid insecticides in the liquid agrochemical compositions is possible by combining low polarity amide solvent and a surfactant with HLB value from 10-18. The high loading 10 compositions thus obtained were found to withstand extremely low température and to remain quite stable throughout storage as well as during application upon dilution with water.
Thus, an embodiment of the présent disclosure provides a liquid agrochemical composition comprising:
(a) at least one neonicotinoid insecticide, (b) at least one low polarity amide solvent, and (c) at least one surfactant having HLB value from 10 to 18.
According to another embodiment, the liquid agrochemical composition is stable at low température.
In another embodiment, the term 'low polarity amide solvent' refers to solvents comprising 20 N-C2-8alkylpyrrolidone group and having polarity value lower than 0.350.
In another embodiment, the term 'low polarity amide solvent' refers to solvents comprising N-C2-8 alkylpyrrolidone and having polarity value lower than 0.340 on Reichardt scale of polarity (Etn).
As used throughout the spécification, the term 'low-temperature' refers to a température 25 ranging from 20 °Cto about-10°C.
According to an embodiment, the liquid agrochemical composition is stable at température lower than 20°C.
According to another embodiment, the liquid agrochemical composition is stable at température lower than 10°C.
According to still another embodiment, the liquid agrochemical composition is stable at température lowerthan 5°C.
According to still another embodiment, the liquid agrochemical composition is stable at température lowerthan 0°C.
According to still another embodiment, the liquid agrochemical composition is stable at température lowerthan -5°C.
According to an embodiment, the liquid agrochemical composition comprises at least one neonicotinoid insecticide.
According to another embodiment, the neonicotinoid insecticide is selected from the group comprising of acetamiprid, clothianidin, imidacloprid, nitenpyram, nithiazine, thiacloprid, thiamethoxam and combinations thereof.
According to still another embodiment, neonicotinoid insecticide comprises imidacloprid.
According to a preferred embodiment, neonicotinoid insecticide comprises acetamiprid.
According to an embodiment, the liquid agrochemical composition comprises from about 0.1% to about 90% w/w neonicotinoid insecticide of the total weight of the liquid composition.
According to another embodiment, the liquid agrochemical composition comprises from about 10% to about 80% w/w neonicotinoid insecticide of the total weight of the liquid composition.
In a preferred embodiment, the liquid agrochemical composition comprises from about 20% to about 70% w/w neonicotinoid insecticide of the total weight of the liquid composition.
According to an embodiment, the liquid agrochemical composition comprises at least one low polarity amide solvent.
According to another embodiment, the low polarity amide solvent comprises N-C2-8 alkylpyrrolidone group.
According to another embodiment, the présent disclosure provides a liquid composition comprising:
(a) at least one neonicotinoid insecticide, (b) at least one low polarity amide solvent wherein low polarity amide solvent comprises N-C2-8 alkylpyrrolidone, and (c) at least one surfactant with HLB value from 10 to about 18.
According to still another embodiment, the low polarity amide solvent is selected from the group comprising of N-butylpyrrolidone (NBP), N-octylpyrrolidone and N-ethylpyrrolidone (NEP).
According to still another embodiment, the low polarity amide solvent is selected from the group comprising of N-butylpyrrolidone (NBP) and N-ethylpyrrolidone (NEP).
According to still another embodiment of the présent disclosure, the low polarity amide solvent is N-butylpyrrolidone (NBP).
According to an embodiment, the liquid agrochemical composition comprises from about 1% to about 90% w/w low polarity amide solvent of the total weight of the liquid composition.
According to an embodiment, the liquid agrochemical composition comprises from about 10% to about 80% w/w low polarity amide solvent of the total weight of the liquid composition.
In a preferred embodiment, the liquid agrochemical composition comprises from about 20% to about 75% w/w low polarity amide solvent of the total weight of the liquid composition.
According to an embodiment, the liquid agrochemical composition comprises at least one surfactant with HLB ranging from about 10 to about 18.
According to another embodiment, the liquid agrochemical composition comprises at least one surfactant with HLB ranging from about 10 to about 18 is selected from the group comprising of sorbitan dérivatives and ethylene oxide-propylene oxide (EO/PO) block copolymers.
According to an embodiment of the présent disclosure, sorbitan dérivatives are selected from sorbitan esters and ethoxylated sorbitan esters with HLB ranging from about 10 to about 18.
According to another embodiment, sorbitan dérivatives are selected from the group comprising ofPolyoxyethylene monooleate, Polyoxyethylene monostearate, Polyoxyethylene monolaurate, Polyoxyethylene sorbitan monolaurate, Polyoxyethylene sorbitan monolaurate, Polyoxyethylene sorbitan monopalmitate, Polyoxyethylene sorbitan monostearate, Polyoxyethylene sorbitan tristearate, Polyoxyethylene sorbitan monooleate, and Polyoxyethylene sorbitan trioleate.
According to still another embodiment, ethoxylated sorbitan ester is Polyoxyethylene sorbitan monooleate.
According to still another embodiment, EO/PO block copolymers with HLB ranging 10-18 are selected from the group comprising of Block Copolymer of Ethylene Oxide, Propylene Oxide and Propylene Glycol, Oxirane, methyl-, polymerwith oxirane and Butyl EO/PO block polymer.
According to an embodiment, the liquid agrochemical composition comprises from about 0.01% w/w to about 50% w/w surfactant with HLB ranging from about 10 to about 18 of the total weight of the liquid composition.
According to another embodiment, the liquid composition comprises from about 0.1% w/w to about 40% w/w surfactant with HLB ranging from about 10 to about 18 of the total weight of the liquid composition.
According to still another embodiment, the liquid agrochemical composition comprises from about 0.5% w/w to about 30% w/w surfactant with HLB ranging 10-18 of the total weight of the liquid composition.
According to an embodiment, the liquid agrochemical composition may be formulated as emulsifiable concentrate, soluble liquid, microemulsion, suspension concentrate, suspoemulsion and oil dispersion.
According to an embodiment, the liquid agrochemical composition comprises:
(a) at least one neonicotinoid insecticide, (b) at least one additional pesticide, (c) at least one low polarity amide solvent, and (d) at least one surfactant having HLB value from about 10 to about 18.
According to an embodiment, the liquid agrochemical composition comprises additional pesticide.
According to an embodiment, the liquid agrochemical composition comprises one or more insecticides selected from oxadiazine insecticides, avermectin insecticides, phosphoramidothioate insecticides, phenylpyrazole insecticides, benzoylurea insecticides, pyrethroid insecticides, their salts, esters, optically active isomers and combinations thereof.
According to an embodiment, the liquid agrochemical composition comprises one or more 10 insecticide selected from oxadiazine insecticide such as indoxacarb, avermectin insecticides such as abamectin, doramectin, emamectin, eprinomectin, ivermectin and selamectin; phosphoramidothioate insecticides such as acephate, methamidophos, monocrotophos; phenylpyrazole insecticides such as flupyrazofos, pyraclofos, pyrolan, ethiprole, fipronil, flufiprole; pyridylpyrazole insecticides such as chlorantraniliprole, cyantraniliprole, 15 cyclaniliprole, tetrachlorantraniliprole, tetraniliprole; benzoyl urea insecticide such as lufenuron, novaluron, dibenzuron, chlorfuazuron; pyrethroid insecticides such as bifenthrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, gamma-cyhalothrin, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zetacypermethrin, cyphenothrin, deltamethrin, dimefluthrin, fenvalerate and transfluthrin.
According to another embodiment, the liquid agrochemical composition comprises from about 1% w/w to about 90% w/w neonicotinoid insecticide, 1% w/w to about 40% w/w additional insecticide, from about 20% w/w to 90% w/w about low polarity amide solvent and from about 0.1% w/w to about 10% w/w surfactant with HLB value ranging from 10 to about 18.
According to still another embodiment, the liquid agrochemical composition comprises from about 1% w/w to 90% w/w acetamiprid, 1% w/w to 40% w/w emamectin-benzoate, from about 20% w/w to 90% w/w low polarity amide solvent comprises n-butylpyrrolidone and from about 0.1% w/w to 10% w/w surfactant with HLB value ranging from 10-18.
According to still another embodiment, the liquid agrochemical composition comprises from 30 about 1% w/w to 90% w/w acetamiprid, 1% w/w to 40% w/w indoxacarb, from about 20% w/w to 90% w/w low polarity amide solvent comprising n-butylpyrrolidone and from about
0.1% w/w to 10% w/w surfactant with HLB value ranging from 10 to about 18.
According to an embodiment, the liquid agrochemical composition may further comprise one or more additional solvents.
According to another embodiment, the additional solvent is selected from the group comprising of a non-polar water-immiscible solvent or a polar aprotic water miscible organic solvent.
According to still another embodiment, additional solvent in the liquid composition is selected from polar and non-polar water-immiscible solvents, substituted or unsubstituted aromatic or aliphatic hydrocarbons and alkyl esters of plant oils or mixtures thereof.
According to an embodiment, the liquid composition comprises the additional polar solvent selected from the group comprising of cyclohexanone; dibasic esters such as, but not limited to, dimethyl 2-methylglutarate, and a dibasic ester mixture composed of dimethyl glutarate, dimethyl succinate and dimethyl adipate; glycol ethers and polyalkylene diglycol ethers such as, but not limited to, dipropylene glycol methyl ether; alkylene carbonates such as, but not limited to, propylene carbonate; methyl-5-(dimethylamino)-2-methyl-5-oxopentanoate; ketones such as, but not limited to, cyclopentanone and cyclohexanone; water-miscible polar aprotic solvents include, for example, alkyl lactates, isopropyl lactate, alkyl carbonates, polyethylene glycols, polyethylene glycol alkyl ethers, monopropylene glycol, polypropylene glycols, and polypropylene glycol alkyl ethers, or mixtures thereof.
According to an embodiment, the additional solvent in the liquid composition is fatty acid ester solvent such as Ce-Cu fatty acid ester prepared from plant oils.
According to an embodiment, additional solvent in the liquid composition is selected from one or more of aromatic hydrocarbons derived from benzene, such as, for example, toluene, xylenes, mesitylene, diisopropylbenzene and its higher homologs, indane and naphthalene dérivatives, such as 1-methylnaphthalene, 2-methylnaphthalene; C5-C12 aliphatic hydrocarbons (straight, branched or cyclic), such as, pentane, hexane, cyclohexane, octane, 2-ethylhexane, decane; C4-C10 aliphatic alcohols (straight or branched), such as butan-l-ol, hexanol, 2-ethyl butanol, heptanol, octanol, 2-octanol, and 2-ethylhexanol; and aromatic alcohols such as benzyl alcohol.
According to an embodiment, solvent in the liquid composition is selected from minerai oils.
According to an embodiment, solvent in the liquid composition is selected from water5 miscible polar aprotic solvents including, for example, from alkyl lactates, isopropyl lactate, alkyl carbonates, polyethylene glycols, polyethylene glycol alkyl ethers, monopropylene glycol, polypropylene glycols, and polypropylene glycol alkyl ethers, or mixtures thereof.
According to an embodiment, the liquid composition comprises from about 1% w/w to about 99% w/w additional solvent of the total weight of the liquid composition.
According to another embodiment, the liquid composition comprises from about 10% w/w to about 90% w/w additional solvent of the total weight of the liquid composition.
According to another embodiment, the additional solvent comprises water.
According to preferred embodiment of the présent disclosure, the liquid composition comprises from about 30% w/w to about 80% w/w solvent of the total weight of the liquid 15 composition.
According to an embodiment, the liquid composition may include one or more adjuvants selected from surfactants (emulsifier), crop oil, fertilizers, dispersing agents, compatibility agents, defoamers, antimicrobial agents, antioxidants, correctives, and spray colorants 20 (dyes).
According to an embodiment, the liquid composition comprises antioxidant selected from the group comprising of butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), tertiary butylhydroquinone (TBHQ) and propyl gallate (PG) and mixtures thereof.
According to another embodiment, the liquid composition comprises defoamer selected from the group comprising of silicone-based compounds, alcohols, glycol ethers, minerai spirits, acetylene diols, polysiloxanes, organosiloxanes, siloxane glycols, reaction products of Silicon dioxide and organosiloxane polymer, polydimethylsiloxanes or polyalkylene glycols alone or in combination.
According to an embodiment, the liquid composition optionally comprises from about 0.1% 5 w/w to about 40% w/w of one or more adjuvants of the total weight of the emulsifiable concentrate composition.
According to an embodiment, the liquid composition optionally comprises from about 0.5% w/w to about 30% w/w of one or more adjuvants of the total weight of the emulsifiable 10 concentrate composition.
According to an embodiment, the liquid composition comprises from about 0.1% w/w to about 90% w/w neonicotinoid insecticide, from 0.01% w/w to about 90% w/w low polarity amide solvent, from about 0.01% w/w to about 50% w/w surfactant with HLB value from 15 about 10 to about 18 of the total weight of the liquid composition.
According to another embodiment, the liquid composition comprises from about 1% w/w to about 40% w/w neonicotinoid insecticide, 10% w/w to about 80% w/w low polarity amide solvent, from about 0.01% w/w to about 30% w/w surfactant with HLB value from about 10 to about 18 of the total weight of the liquid composition.
According to another embodiment, the liquid composition comprises from about 1% w/w to about 40% w/w neonicotinoid insecticide, 20% w/w to about 75% w/w low polarity amide solvent, from about 0.01% w/w to about 20% w/w surfactant with HLB value from about 10 to about 18 of the total weight of the liquid composition.
According to another embodiment of the présent invention, the liquid composition comprises 25 from about 0.1% w/w to about 90% w/w acetamiprid, 0.01% w/w to about 90% w/w low polarity amide solvent comprising n-butylpyrrolidone, from about 0.01% w/w to about 50% w/w surfactant with HLB value ranging from about 10 to about 18 comprising polyoxyethylene sorbitan monooleate of the total weight of the liquid composition.
Unless the context otherwise requires, the liquid agrochemical composition as described in 30 any of the embodiments in this spécification may be Microemulsion (ME).
Unless the context otherwise requires, the liquid agrochemical composition as described in any of the embodiments in this spécification may be Soluble Liquid (SL).
Unless the context otherwise requires, the liquid agrochemical composition as described in any of the embodiments in this spécification may be Emulsifiable Concentrate (EC).
In an embodiment, the présent disclosure provides a process of preparing the liquid agrochemical composition, wherein the process comprises: combining at least one neonicotinoid insecticide with at least one low polarity amide solvent and at least one surfactant having HLB value from about 10 to about 18.
In an embodiment, the présent disclosure provides a process of preparing a soluble liquid agrochemical composition, wherein the process comprises:
combining at least one neonicotinoid insecticide with at least one low polarity amide solvent to obtain a mixture;
combining water and a surfactant with HLB value ranging from about 10 to about 18 with the mixture; and homogenizing the mixture at least one neonicotinoid insecticide, at least one low polarity amide solvent, water and the surfactant to obtain the soluble liquid agrochemical composition.
In an embodiment, the présent disclosure provides a process of preparing an emulsifiable concentrate agrochemical composition, wherein the process comprises:
combining at least one neonicotinoid insecticide with at least one low polarity amide solvent to obtain a mixture;
combining water and a surfactant with HLB value ranging from about 10 to about 18 with the mixture; and homogenizing the mixture at least one neonicotinoid insecticide, at least one low polarity amide solvent, water and the surfactant to obtain the emulsifiable concentrate agrochemical composition.
In an embodiment, the présent disclosure provides a process of preparing a microemulsion agrochemical composition, wherein the process comprises:
combining water and at least one neonicotinoid insecticide to obtain a mixture combining a surfactant with HLB value ranging from about 10 to about 18 with the mixture; and homogenizing the mixture at least one neonicotinoid insecticide, at least one low polarity amide solvent, water and the surfactant to obtain the microemulsion agrochemical composition.
In another embodiment, the process of combining at least one neonicotinoid insecticide with at least one low polarity amide solvent to obtain a mixture involves stirring.
In still another embodiment, the process of combining at least one neonicotinoid insecticide with water to obtain a mixture involves stirring.
In still another embodiment, the process of combining at least one neonicotinoid insecticide, water and at least one low polarity amide solvent to obtain a mixture involves stirring.
In still another embodiment, wherein the liquid agrochemical composition comprises at least one neonicotinoid insecticide, and an additional pesticide, the process comprises combining at least one neonicotinoid insecticide, and the additional pesticide with at least one low polarity amide solvent.
According to an embodiment, the homogenization comprises particle size réduction.
According to another embodiment, the particle size réduction is done by applying shear to the mixture of active ingrédients, low polarity amide solvent and surfactant with HLB ranging from 10-18 and optionally other auxiliary agents. Suitable devices for applying shear include any high shear devices, e.g. high shear mixers, such as Ultra-Turrax apparatus, and dissolvers, static mixers, e.g. Systems having mixing nozzles, bead mills, vibratory mills, agitator bead mills, colloid mills, cône mills, circulating mills (agitator bail mills with pin grinding System), disk mills, annular chamber mills, double cône mills, sprocket dispersers or homogenizers and other homogenizers.
According to an embodiment, the liquid composition is intended to be diluted with water (or a water-based liquid) to form the corresponding end-use agrochemical formulations, typically spray formulations.
According to an embodiment, the liquid composition has a pH ranging from 5-7.
According to an embodiment, the liquid composition has 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 présent invention, the liquid composition has a variation in pH of no more than 10% when at 54°C between 24 hours and 28 days.
According to an embodiment of the présent invention, the liquid composition has a variation in pH of no more than 5% when at 54°C between 24 hours and 28 days.
According to an embodiment, the liquid composition provides a formulation that allows the active compounds to be taken up by the plant/the target organisms.
According to an embodiment, the liquid composition is used as the source of active agrochemical ingrédients and is diluted to form end-use formulations, typically spray formulations.
In an embodiment, the dilution may be with water at from 1 to 10,000, particularly 10 to 1,000, times the total weight of the composition to form the spray formulation.
In an embodiment, in the diluted composition, the agrochemical active concentration may be in the range from about 0.001 wt.% to about 1 wt.% of the total spray formulation.
In an embodiment, the spray formulations can be made by simple dilution of the liquid agrochemical compositions.
In another embodiment, the spray formulations can be made by combining individual components used in preparing the liquid agrochemical compositions and water.
Typically, such end use mixing is carried out in the tankfrom 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.
According to another embodiment, provided is a method of controlling pests, said method comprising applying to a plant or to a locus at which the plant is growing or intended to be grown or to a plant propagation material, or an habitat area, a liquid composition comprising: (a) at least one neonicotinoid insecticide;
(b) at least one low polarity amide solvent; and (c) at least one surfactant with HLB value from 10-18.
According to another embodiment, the method of controlling pests comprises applying the liquid compositions comprising acetamiprid.
According to another embodiment of the présent invention, the method of controlling pests comprises applying the liquid compositions comprising acetamiprid and the additional pesticides.
Examples of the crops on which the présent compositions may be used include, are not limited to, corn, rice, wheat, barley, rye, oat, sorghum, cotton, soybean, peanut, buckwheat, beet, rapeseed, sunflower, sugar cane, tobacco, etc.; vegetables: solanaceous vegetables such as eggplant, tomato, pimento, pepper, potato, etc., cucurbit vegetables such as cucumber, pumpkin, zucchini, water melon, melon, squash, etc., cruciferous vegetables such as radish, white turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, leaf mustard, broccoli, cauliflower, etc., asteraceous vegetables such as burdock, crown daisy, artichoke, lettuce, etc, liliaceous vegetables such as green onion, onion, garlic, and asparagus, ammiaceous vegetables such as carrot, parsley, celery, parsnip, etc., chenopodiaceous vegetables such as spinach, Swiss chard, etc., lamiaceous vegetables such as Perilla frutescens, mint, basil, etc, strawberry, sweet potato, Dioscorea japonica, colocasia, etc., flowers, foliage plants, turf grasses, fruits: pome fruits such apple, pear, quince, etc, stone fleshy fruits such as peach, plum, nectarine, Prunus mume, cherry fruit, apricot, prune, etc., citrus fruits such as orange, lemon, rime, grapefruit, etc., nuts such as chestnuts, walnuts, hazelnuts, almond, pistachio, cashew nuts, macadamia nuts, etc. berries such as blueberry, cranberry, blackberry, raspberry, etc., grape, kaki fruit, olive, plum, banana, coffee, date palm, coconuts, etc., trees other than fruit trees; tea, mulberry, flowering plant, trees such as ash, birch, dogwood, Eucalyptus, Ginkgo biloba, lilac, maple, Quercus, poplar, Judas tree, Liquidambar formosana, plane tree, zelkova, Japanese arborvitae, fir wood, hemlock, juniper, Pinus, Picea, and Taxus cuspidate, etc.
In an embodiment, the pests controlled by the présent compositions include but are not limited to Planococcus citri and Panonychus citri.
According to an embodiment, the kit comprising liquid composition comprises a plurality of components, each of which components may include at least one, or more, of the ingrédients of the liquid composition.
The compositions described throughout the présent disclosure are insecticidally active and are stable. It has been found that the combination of low polarity amide solvent and a surfactant with HLB ranging from about 10 to about 18 provides excellent stability over time and at various températures, and even when said liquid composition is subjected to shear forces for example on mixing. Also, the liquid composition obtained has excellent suspensibility, dispersibility, very low or no sédimentation and little particle dégradation.
Ail the features described in this disclosure may be combined with any of the other aspects 5 or embodiments, in any combination.
These and other advantages of the disclosure may become more apparent from the examples set forth herein below. These examples are provided merely as illustrations of the disclosure and are not intended to be construed as a limitation thereof.
Ail tests and physical properties listed hâve been determined at atmospheric pressure and room température (i.e. 25°C), unless otherwise stated herein, or unless otherwise stated in the referenced test methods and procedures.
Examples
Example 1: Acetamiprid 200g/L Soluble Liquid (SL) (working example)
The materials in Table 1 were used to préparé a 200 g/L soluble liquid composition of Acetamiprid.
Table 1
Ingrédients Quantity (g/l)
Acetamiprid Technical 200
N-butylpyrrolidone 654.5
Polyoxyethylene sorbitan monooleate (HLB value 15) 43
Silicone antifoam 2
Water Q. S.
654.5g N-butylpyrrolidone was charged in a mixing vessel followed by addition of 200g acetamiprid and mixed until dissolved. Water was added to the same mixing vessel to obtain a mixture. 43g polyoxyethylene sorbitan monooleate and 2g silicone antifoam were added to the mixture and homogenized for about 5 minutes to obtain soluble liquid formulation.
Stability Data
The composition of Example-1 was taken for physico-chemical study at various testing conditions such as ambient température (at room température) testing, and at low température. Testing at low température was performed after keeping the composition of Example-1 for 7 days at 0°C, oven stability performed as accelerated heat stability (AHS) after 10 keeping sample in oven for 2 weeks at 54°C and also for 8 weeks at 40°C. The low température study was performed as per CIPAC method no. 39.3 wherein compositions were maintained at 0°C for 1 h and the volume of any separated solid or oily matter was then recorded. Storage at 0°C is continued for 7 days, any solid matter is settled by centrifuging and its volume recorded. In ail the four stability conditions, composition of Example-1 remained as clear 15 yellowish liquid. Density of the composition remained at about 1, and dégradation of active remained within acceptable range. Persistent foam in the composition remained within acceptable range. And pH of the composition was found to be around 7 in ail the conditions.
Table 2
Parameters Spécification Ambient (25°C) Low Température Stability (0°C) 7 days Oven Stability (54°C) 2 weeks
Appearance Clear Yellowish liquid Clear Yellowish liquid Clear Yellowish liquid Clear Yellowish liquid
Active Ingrédient content - Acetamiprid 188->212g/l 196.48 194.68 196.55
Density @ 255C 1.024+0.005g/cm 3 1.025 1.025 1.025
pH @ 1% distilled water 06-08 7.39 7.38 7.39
Persistent Foam Max 40ml Nil Nil Nil
Example 2: Acetamiprid 120 g/l + Emamectin Benzoate 15 g/l ME (working example)
The materials in Table 3 were used to préparé Acetamiprid 120 g/l + Emamectin Benzoate 15 g/l ME.
Table 3
Ingrédients Quantity (g/€)
Acetamiprid (98%) 122.4
Emamectin Benzoate (95,1%) 16.0
Butylated hydroxyanisole 7.0
Propylene Glycol 12.5
Butan-l-ol (AR Grade) 38.5
N, Butylpyrrolidone 764.8
Polyoxyethylene(20) sorbitan monooleate (HLB value 15) 8.0
Silicone antifoam 0.3
Water Q. S.
12.5g of propylene glycol was charged in a mixing vessel followed by the addition of 38.5g
Butan-l-ol under agitation to obtain a mixture. 7g butylated hydroxyanisole and water were added to the mixture and mixed for around 5 minutes. In the same mixture, 16g Emamectinbenzoate was added under continuous mixture followed by addition of 764.8g nbutylpyrrolidone. Further 122.4g acetamiprid was added and mixed for around 30 minutes 10 until dissolved completely. 8g polyoxyethylene(20) sorbitan monooleate and 0.3g silicone antifoam was added and mixed to obtain microemulsion.
Stability Data
The composition of Example-2 was taken for physico-chemical study at various testing 15 conditions such as ambient température (at room température) testing, and at low température. Testing at low température was performed after keeping the composition of Example-2 in refrigerator for 7 days at 0°C, oven stability was performed as accelerated heat stability (AHS) testing after keeping sample in oven for 2 weeks at 54°C and also for 8 weeks at 40°C. In all the four stability conditions, composition of Example-2 remained as homogeneous and transparent liquid. Density of the composition remained as 0.993, Dégradation of active remained within acceptable range. Persistent foam in the composition remained within acceptable range. And pH of the composition was found to be around 6 in 5 all the conditions.
Table-4
Test Spécifications Ambient Low température (0°C) 7 days Oven Stability (54°C) 2 weeks Oven Stability (40°C) 8 weeks
Physical State Liquid Homogenous & Transparent Liquid Homogenous & Transparent Liquid Homogenous & Transparent Liquid Homogenous & Transparent Liquid Homogenous & Transparent
Density 0.993 ± 0.005 g/m€ 0.993 0.993 0.993 0.993
Active ingrédient content- Acetamiprid 114 -126 g/β 123.98 122.30 123.50 123.91
Active ingrédient content - Emamectin Benzoate 12.75 - 17.25 g/β 14.50 14.49 13.94 15.66
Persistent Foam (1% dil. @ 1min.) Max. 60 m£ 40 - 45 40
pH (1% in 342ppm) - 6.06 6.04 6.10 6.08
Example 3: Acetamiprid 146 + Indoxacarb 54 emulsifiable concentrate (EC)
The materials in Table 5 were used to préparé Acetamiprid 146 + Indoxacarb 54 emulsifiable 10 concentrate (EC).
Table 5
Ingrédients Quantity (g/£)
Acetamiprid Technical 149.00 g
Indoxacarb Technical 56.84 g
n-butylpyrrolidone 350.00 g
Cyclohexanone 360.00 g
Butyl EO.PO block polymer 100.00 g
360g cyclohexanone was charged in a mixing vessel. 350g n-butylpyrrolidone was added to the same mixing vessel under continuous agitation. Further, 56.84g indoxacarb and 149g acetamiprid were added under continuous stirring to obtain a mixture. Further 100g butyl 5 EO.PO block polymer and remaining 60g cyclohexanone were added to the mixture and mixed for around 30 minutes to obtain emulsifiable concentrate.
Stability Data
The composition of Example-3 was taken for physico-chemical study at various testing conditions such as ambient (at room température) testing, low température testing performed after keeping the composition of Example-3 in refrigerator for 7 days at 0°C, oven stability performed as accelerated heat stability (AHS) after keeping sample in oven for 2 weeks at 54°C and also for 8 weeks at 40°C. In ail the four stability conditions, composition of Example-1 remained as homogeneous and transparent liquid. Density of the composition maintained as 1.02. Dégradation of active remained within acceptable range. Persistent foam in the composition remained within acceptable range. And pH of the composition was found to be around 5 in ail the conditions.
Table-6
Spécifications Ambient Low température stability (0°C) 7 days Oven Stability (54°C) 2 weeks Oven Stability (40°C) 8 weeks
Physical State Aspect Liquid Homogenous & Transparent Liquid Homogenous & Transparent Liquid Homogenous & Transparent Liquid Homogenous & Transparent Liquid Homogenous & Transparent
Density 1.020 ± 0.005 g/mC 1.02 1.02 1.02 1.021
Active ingrédient contentAcetamiprid 137 -154 g/fi 146.74 146.72 146.20 145.11
Active ingrédient content - Indoxacarb 49 - 59 g/£ 54.52 54.55 53.44 52.59
Persistent Foam (1% dil. @ 1min.) Max. 40 mfi 6 6 5 6
pH (1% in distilled water) - 5.26 5.32 5.1 5.14
Stability upon dilution
The compositions of Example 1-3 were tested for dilution stability wherein each composition was diluted with standard water to make 1% dilution aliquot. The stability of the diluted composition was assessed at various time intervals. Further assessment was done after 24.5 hours post re-emulsifying the compositions. This was also repeated twice. The composition of Example-1 remained as homogeneous and stable liquid throughout in ail the above specified time intervals. Similarly, composition of Exampel-2 and Example-3 remained quite stable without any noticeable cream or oil formation.
Table-7
Emulsion (0.5hr) (Std. H20 A @ 1% dil.) Emulsion (0.5hr) (Std. H20 D @ 1% dil.) Emulsion (2.0hr) (Std. H20 A @ 1% dil.) Emulsion (2.0hr) (Std. H2O D @ 1% dil.) Reemulsification -(24.5hr) (Std. H20 A @ 1% dil.) Reemulsification — (24.5hr) (Std. H20 D @ 1% dil.)
Example Homogeneous Homogeneous Homogeneous Homogeneous Homogeneous Homogeneous
1 & stable & stable & stable & stable & stable & stable
Exàmple No Cream, No Cream, No Cream, No Cream, No Cream, No Cream,
2 No oil No oil No oil No oil No oil No oil
Example No Cream, No Cream, No Cream, No Cream, No Cream, No Cream,
3 No oil No oil No oil No oil No oil No oil
Std. H2O A stands for CIPAC Standard water A with 20 ppm hardness; Std. H2O D stands for
CIPAC Standard water D with 342ppm hardness.
Screening of solvents and surfactants suitable for liquid composition stable at low température
Example 4-7 are for compositions of ME formulation of acetamiprid and Emamectinbenzoate. Various solvent and surfactant were tried in preparing neonicotinoid based liquid compositions that remain stable at low température. The Compositions were taken for dilution stability study as per CIPAC 41.1 wherein said compositions were diluted in water and 5 allowed to stand for 24 hours after which the quantity and nature of any separated material were assessed. Composition of Example-4 was prepared using anionic/non-ionic blend of surfactants with HLB value 9.6. On performing dilution stability, 1ml crème and some oil observed after 0.5. Thus, it failed in test and could not be considered for further stability testing. Composition of Example-5 was prepared using sait of dodecylbenzene sulfonate 10 having HLB 8.6. BHA remained immiscible in the solvent. Composition failed to form ME formulation and was therefore, found to be unsuitable for low température testing. Similarly, composition of Example-6 and Example-7 were prepared using dimethylsulfoxide (DMSO) and propylene carbonate respectively. Both compositions exhibited crystallization in dilution stability testing which indicated crystal formation upon keeping at 0°C.
Table-8
Ingrédients *Ex-4 *Ex-5 *Ex-6 *Ex-7
1 Emamectin Benzoate 1.6 1.61 1.6 1.6
2 Acetamiprid 12.4 12.36 12.4 12.4
3 Water 2.1 2.15 2.1 2.1
4 BHA - Butylated Hydroxy Anisole 0.7 0.71 0.7 0.7
5 Propylene Glycol 1.3 1.26 1.3 1.3
6 Butan-l-ol (AR Grade) 3.9 3.89 3.9 3.9
7 N-Butylpyrollidone 77 77 - -
8 Dimethylsulfoxide (DMSO) - - Qs -
9 Propylene carbonate - - - qs
10 Silicone antifoam 0.03 0.03 0.03 0.03
11 Dodecylbenzene sulfonate sait 0.8 - -
12 Anionic/Non-ionic blend 0.8 - - -
Re marks 1ml crème and some oil observed after 0.5 BHA remained immiscible in the solvent. Solution found turbid upon dilution. Crystal s Solution crystallised upon dilution in water.
hours when kept for dilution stability. Composition failed to form ME formulation. observed in low temp.
*Ex= Example
Compositions of example 8-11 are EC compositions comprising acetamiprid and indoxacarb. Composition of Example-8 was prepared using anionic/non-ionic blend of surfactants with HLB value 9.6. Similarly, composition of Example-9 was prepared using sait of dodecylbenzene 5 sulfonate having HLB 8.6. In both the compositions, 1ml oil and 2ml crème was observed when kept for dilution stability and could not be considered for further stability testing. Composition of Example-10 and Example-11 were prepared using dimethylsulfoxide (DMSO) and propylene carbonate respectively. Both compositions exhibited crystallization in dilution stability testing which indicated crystal formation upon keeping at 0°C.
Table-9
Compositions Ex-8 Ex-9 Ex-10 Ex-11
1 Acetamiprid 149.00 149.00 149.00 149.00
2 Indoxacarb 56.84 56.84 56.84 56.84
3 Cyclohexanone 360.00 360.00 360.00 360.00
4 N-Butylpyrollidone 350.00 350.00 - -
5 Ethopropoxylated alcohol - - 100.00 100.00
6 Dodecylbenzene sulfonate sait - 100 - -
7 Mixture of ethoxylated tristyryiphenol and of calcium dodecylbenzenesulfonate in isobutanol 100
8 Mixture of heavy-aromatic Petroleum solvent, medium-aliphatic Petroleum solvent and benzene 350
9 Propylene Carbonate - - - 350
Remarks 1ml oil and 2ml crème observed after 0.5 1ml oil and 2ml crème observed after 0.5 Active found to be insoluble in Fine crystals observed within 3 days of formation
hours when kept for dilution stability. hours when kept for dilution stability.
Compositions of example 12-15 are SL compositions comprising acetamiprid and indoxacarb. Composition of Example-12 was prepared using sait of dodecylbenzene sulfonate having HLB 8.6. Similarly, composition of Example-13 was prepared using anionic/non-ionic blend with
HLB value 9.6. In both the compositions, crystals observed within 24 hours when kept for dilution stability. Composition of Example-14 and Example-15 were prepared using dimethylsulfoxide (DMSO) and propylene carbonate respectively. Both compositions exhibited crystallization in dilution stability testing which indicated crystal formation upon keeping at 0°C.
Table-10
Compositions Ex-12 Ex-13 Ex-14 Ex-15
1 Acetamiprid Technical 200 200 200 200
2 Polyoxyethylene sorbitan monooleate - - 43 43
3 Silicone antifoam 2 2 - -
4 Water 126 126 126 126
5 N-butylpyrrolidone 654.6 654.7 - -
9 DMSO - - qs
11 Propylene Carbonate - - - qs
14 Dodecylbenzene sulfonate sait 43 - - -
15 Mixture of ethoxylated tristyryiphenol and of calcium dodecylbenzenesulfonate in isobutanol 43
Re marks Crystals observed within 24hrs. Crystals observed within 24hrs. Fine crystals observed Fine crystals observed
Field Application Study
Crop: Sweet Orange
Location for Trial 1: Groblersdal, Limpopo in South Africa
Location for Trial 2: Mooinooi,North West in South Africa
The effectiveness of compositions of Example-2 and Example-3 were assessed on citrus for control of mealy bugs. Mealybug causes physical and cosmetic damage to citrus fruit, making them unsuitable for export. Composition of Example-2 was tested at dosage rate of 54 m£. Composition of Example-3 was tested at dosage rate of 36 m£. The effectiveness of the compositions was studied against untreated control. The number of mealy bugs were counted per plot on 25 citrus fruits sampled per plot at various intervals viz. 7DAT (Days After Treatment), 14DAT and 21DAT. The study was performed on two different locations (Trial 1 and Trial 2) for both the compositions of Example-2 and Example-3. Composition of Example2 and Example-3 at both doses found to control more than 96% mealy bugs and successfully protected the crop.
Table-11
Treatments Dose rate/lOOL water Percentage Control %
Trial 1 Trial 2
7 DAT 14 DAT 21 DAT 7 DAT 14 DAT 21 DAT
Untreated 0% 0% 0% 0% 0% 0%
Example-2 54ml 98 98 98 96 97 94
Example-3 36ml 97 98 98 96 96 97
The effectiveness of compositions of Example-2 and Example-3 were assessed on citrus for control of red spider mites. The Red spider mite (P. ulmi) is one of the pests common to citrus that cause damage to older leaves and fruit. Composition of Example-2 was tested at dosage rate of 54 m£. Composition of Example-3 was tested at dosage rate of 36 m€. The 20 effectiveness of the compositions was studied against untreated control. The number of mites counted on a 30-leaf sample per plot and percentage control of red spider mites were calculated at various intervals viz. 7DAT (Days After Treatment), 14DAT and 21DAT. The study was performed on two different locations (Trial 1 and Trial 2) for both the compositions of Example-2 and Example-3. Compositions of Example-2 and Example-3 at both doses and in both trials found to control more than 90% red spider mites and successfully protected the crop.
Table-12
Treatments Dose rate/lOOL water Percentage Control %
Trial 1 Trial 2
7 DAT 14 DAT 21 DAT 7 DAT 14 DAT 21 DAT
Untreated 0% 0% 0% 0% 0% 0%
Example-2 54ml 97 98 98 96 96 97
Example-3 36ml 98 98 98 96 97 94
Therefore, inventors of the présent disclosure successfully stabilized various liquid composition of neonicotinoid insecticides alone and in combination with other pesticides using a low polarity amide solvent and a surfactant with HLB ranging from 10-18. The combination of low polarity amide solvent and a surfactant with HLB ranging from about 10 to about 18 successfully stabilized neonicotinoid insecticide in the composition as well as 10 imparted low température stability to the composition. The stable liquid composition also exhibited stability upon dilution. The liquid compositions were found to be highly efficacious in controlling pests. It is to be understood that the disclosure is not to be limited to the details of the above embodiments, which are described by way of example only.

Claims (19)

1. A liquid agrochemical composition comprising:
(a) at least one neonicotinoid insecticide;
(b) at least one low polarity amide solvent; and (c) at least one surfactant with HLB value ranging from about 10 to about 18.
2. The liquid composition as claimed in claim 1 wherein the neonicotinoid insecticide is selected from the group comprising of acetamiprid, clothianidin, imidacloprid, nitenpyram, nithiazine, thiacloprid, thiamethoxam and combinations thereof.
3. The liquid composition as claimed in claim 1 wherein the composition comprises from about 0.1% w/w to about 90% w/w neonicotinoid insecticide of the total weight of the liquid composition.
4. The liquid composition as claimed in claim 1 wherein the low polarity amide solvent comprises N-C2-8 alkylpyrrolidone group.
5. The liquid composition as claimed in claim 1 wherein the composition comprises from 0.01% w/w to about 90% w/w low polarity amide solvent of the total weight of the liquid composition.
6. The liquid composition as claimed in claim 1 and claim 3 wherein said low polarity amide solvent is selected from the group comprising of N-butylpyrrolidone (NBP), Noctylpyrrolidone and N-ethylpyrrolidone (NEP).
7. The liquid composition as claimed in claim 1 wherein the composition comprises from about 0.01% w/w to about 50% w/w surfactant with HLB value from about 10 to about 18 of the total weight of the liquid composition.
8. The liquid composition as claimed in claim 1 wherein surfactant with HLB value ranging from about 10 to about 18 is selected from the group comprising of polyoxyethylene monooleate, polyoxyethylene monostearate, polyoxyethylene monolaurate, sodium oleate, triethanolamine oleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan tristearate, 5 polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan trioleate, block copolymer of ethylene oxide, propylene oxide, block copolymer of ethylene oxide, propylene oxide and propylene glycol.
9. The liquid composition as claimed in claim 1 wherein said composition comprises from 10 about 0.1% w/w to about 90% w/w neonicotinoid insecticide, 0.01% w/w to about
90% w/w low polarity amide solvent, from about 0.01% w/w to about 50% w/w surfactant with HLB value from about 10 to about 18 of the total weight of the liquid composition.
15
10. The liquid composition as claimed in claim 1 wherein said composition is in the form of emulsifiable concentrate, soluble liquid, microemulsion, suspension concentrate, suspoemulsion or oil dispersion.
11. The liquid agrochemical composition as claimed in claim 1 further comprising an 20 additional pesticide.
12. The liquid composition as claimed in claim 8 wherein the additional pesticide is selected from the group comprising of oxadiazine insecticides, avermectin insecticides, phosphoramidothioate insecticides, phenyl pyrazole insecticides, diamide insecticides, benzoylurea insecticides, pyrethroid insecticides, their salts, 25 esters, optically active isomers and combinations thereof.
13. The liquid composition as claimed in claim 11 wherein the additional pesticide is selected from one or more from the group comprising of indoxacarb, abamectin, emamectin, ivermectin, acephate, monocrotophos, flupyrazofos, pyraclofos, 30 ethiprole, fipronil, chlorantraniliprole, cyantraniliprole, tetraniliprole, lufenuron, novaluron, dibenzuron, chlorfuazuron, bifenthrin, cyfluthrin, cyhalothrin, gamma cyhalothrin, lambda-cyhalothrin, cypermethrin, beta-cypermethrin, deltamethrin, fenvalerate and transfluthrin.
14. A liquid agrochemical composition comprising from about 1% w/w to 90% w/w acetamiprid, 1% w/w to 40% w/w emamectin-benzoate, from about 20% w/w to 90% w/w low polarity amide solvent comprises n-butylpyrrolidone and from about 0.1% w/w to 10% w/w surfactant with HLB value ranging from 10-18.
15. A liquid agrochemical composition comprising from about 1% w/w to 90% w/w acetamiprid, 1% w/w to 40% w/w indoxacarb, from about 20% w/w to 90% w/w low polarity amide solvent comprising n-butylpyrrolidone and from about 0.1% w/w to 10% w/w surfactant with HLB value ranging from 10 to about 18.
16. A process of preparing a liquid agrochemical composition, wherein the process comprises: combining at least one neonicotinoid insecticide with at least one low polarity amide solvent and at least one surfactant having HLB value from about 10 to about 18.
17. A method of controlling pests, said method comprising applying to a plant or to a locus at which the plant is growing or intended to be grown or to a plant propagation material, or an habitat area, a liquid agrochemical composition comprising:
(a) at least one neonicotinoid insecticide;
(b) at least one low polarity amide solvent; and (c) at least one surfactant with HLB value from about 10 to about 18.
18. Use of a liquid agrochemical composition comprising:
at least one neonicotinoid insecticide;
at least one low polarity amide solvent; and at least one surfactant with HLB valuefrom about 10to about 18, for controlling pests.
19. Use of a liquid agrochemical composition comprising:
at least one neonicotinoid insecticide;
at least one low polarity amide solvent; and at least one surfactant with HLB value from about 10 to about 18, for controlling pests selected from planococcus citri and panonychus citri.
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