Liquid agrochemical compositions

Abstract

The present disclosure relates to solvent system based liquid agrochemical compositions. The present disclosure more particularly relates to stable liquid agrochemical compositions in the form of dispersible concentrates, process for their preparation, methods for controlling pests and their use as crop protection agents.

Description

Technical Field

[0001] This disclosure relates to solvent-based liquid agricultural chemical compositions. More specifically, this disclosure relates to stable liquid agricultural chemical compositions in the form of dispersible concentrates, methods for their preparation, methods for pest control, and their use as crop protectants. Background Technology

[0002] Dispersible concentrates (DCs) are formulations of active ingredients dissolved in water-miscible polar solvents along with dispersants or emulsifiers. They are used to dilute in water to provide a stable, fine-particle-size dispersion. DC formulations are alternatives to soluble concentrates (SLs), suspension concentrates (SCs), emulsion concentrates (ECs), and microemulsions (MEs) of active ingredients for which the physical, chemical, or biological properties prevent the use of these more conventional formulations.

[0003] In DC formulations, water-miscible organic solvents or mixtures of multiple solvents are typically used to dissolve one or more agrochemical components with low water solubility. When DC is diluted in water, one or more agrochemical components precipitate out and disperse as micronized solid particles as the water-miscible organic solvent is further diluted.

[0004] DC formulations also contain surfactants, which help achieve uniform and stable dispersion of precipitated solid particles. Furthermore, DC formulations can be contained in the formulation itself, or in other ingredients that function in various ways when diluted with water, or when the product is applied to plants. By selecting appropriate solvents and surfactants, agrochemicals can maintain physical and chemical stability over extended periods, ensuring a long shelf life for the product.

[0005] The selection of appropriate solvents and surfactants is crucial in the formulation of DC preparations.

[0006] Besides imparting stability to the composition, solvent selection is crucial from an environmental perspective. Driven by legislation and attitudes towards environmental issues, choosing green solvents is preferred, aiming to reduce environmental damage from their use.

[0007] Agricultural chemicals such as azole fungicides, like prothioconazole, and triadimefon herbicides, like oxychlorpyrifos, are typically formulated as liquid preparations and are available on the market, for example, as emulsifiable concentrates. When stored under harsh conditions such as elevated temperature, light, and oxygen exposure, prothioconazole degrades, resulting in a corresponding decrease in the proportion of the active ingredient in the formulation. Furthermore, the oil components present in emulsifiable concentrates enhance the permeability of these agricultural chemicals, thereby making these formulations phytotoxic.

[0008] Therefore, there is a great need to develop alternative formulations for these low-water-soluble agricultural chemicals that are stable over long periods, do not deteriorate under strict storage conditions, have less phytotoxicity to plants, and are more environmentally friendly than conventional formulations.

[0009] The specific objective of this invention is:

[0010] One object of the present invention is to provide a stable, dispersible, concentrated composition.

[0011] Another object of the present invention is to provide a stable, dispersible, concentrated composition that prevents crystallization of agrochemicals with low water solubility when diluted for end use.

[0012] Another object of the present invention is to provide stable, dispersible, concentrated compositions of agricultural chemical components selected from the group consisting of conazole or triadimefon with low water solubility.

[0013] Another object of the present invention is to provide stable, dispersible, concentrated compositions of agrochemical ingredients that are environmentally safe and have low water solubility.

[0014] Another object of the present invention is to provide stable, dispersible, concentrated compositions of agricultural chemicals with low water solubility and low phytotoxicity to plants.

[0015] Another object of the present invention is to provide a method for preparing a stable, dispersible, concentrated composition of an agricultural chemical component selected from the group consisting of conazole or triadimefon, which has low water solubility.

[0016] Another object of the present invention is to provide a method for controlling pests by applying a stable, dispersible, concentrated composition of an agricultural chemical component selected from the group consisting of conazole or triadimefon, which has low water solubility. Summary of the Invention

[0017] In one aspect, the composition includes:

[0018] (a) Low water-soluble agricultural chemicals; and

[0019] (b) Crystallization-controlled mixtures including cyclic amides, carboxylic acids or their derivatives and alkoxylated vegetable oils.

[0020] On the one hand, stable dispersible concentrate compositions include:

[0021] (a) Low water-soluble agricultural chemicals; and

[0022] (b) A mixture comprising controlled crystallization of cyclic amides, carboxylic acids or their derivatives and alkoxylated vegetable oils.

[0023] In one aspect, the composition includes:

[0024] (a) Low-water-soluble agrochemicals selected from the group consisting of conazole or triadimefon; and

[0025] (b) Crystallization-controlled mixtures including cyclic amides, carboxylic acids or their derivatives and alkoxylated vegetable oils.

[0026] In one aspect, this document provides methods for preparing compositions comprising low-water-soluble agrochemicals; and crystallization-controlled mixtures comprising cycloamides, carboxylic acids or derivatives thereof and alkoxylated vegetable oils, wherein the methods comprise mixing the low-water-soluble agrochemicals with the crystallization-controlled mixture to produce the compositions.

[0027] In another aspect, this document provides methods for preparing compositions comprising low-water-soluble agrochemical components; and crystallization-controlled mixtures comprising cyclic amides, carboxylic acids or derivatives thereof, and alkoxylated vegetable oils, wherein the methods include:

[0028] 1. A crystallization-controlled mixture comprising cycloamides, carboxylic acids or their derivatives and alkoxylated vegetable oils is placed in a container, with optional additional auxiliary ingredients added;

[0029] 2. The low-water-soluble agricultural chemical components are loaded into the container of step (1) to obtain a mixture; and

[0030] 3. Homogenize the mixture to provide the composition.

[0031] On the other hand, this article describes a method for controlling pests, which includes applying a composition comprising:

[0032] a) Low water solubility of conazole or triadimefon agricultural chemicals; and

[0033] b) Crystallization-controlled mixtures, including cycloamides, carboxylic acids or their derivatives, and alkoxylated vegetable oils;

[0034] To the pests or the pests' habitat.

[0035] The compositions disclosed herein can be formulated into dispersible concentrates. The compositions disclosed herein have been found to be stable.

[0036] On the other hand, this disclosure provides the use of stable, dispersible, concentrated compositions according to the invention as pesticides. Detailed Implementation

[0037] To overcome the crystallization of agrochemical active ingredients with low water solubility, the inventors screened various solvents and surfactants, as well as combinations thereof. Surprisingly, the inventors discovered that when diluting the dispersible concentrate with water, the crystallization of agrochemical active ingredients with low water solubility can be controlled by providing a crystallization-controlling mixture comprising cycloamides, carboxylic acids or their derivatives, and alkoxylated vegetable oils. The combination of cycloamides, carboxylic acids or their derivatives, and alkoxylated vegetable oils not only prevents crystallization of the active ingredient upon dilution for end use but also provides a stable dispersible concentrate with a good shelf life. Furthermore, the presence of cycloamides from green solvents makes the composition safer for the environment.

[0038] Therefore, one embodiment of the present invention provides a composition comprising:

[0039] (a) Low water-soluble agricultural chemicals; and

[0040] (b) Crystallization-controlled mixtures including cyclic amides, carboxylic acids or their derivatives and alkoxylated vegetable oils.

[0041] According to one embodiment, the composition of the present invention comprises a water-insoluble agricultural chemical component.

[0042] As used in this article, the solubility of low water-soluble agricultural chemicals in water at 20°C is less than 50 mg / L, specifically less than 40 mg / L at 20°C.

[0043] According to an embodiment of the invention, the composition comprises about 0.1% w / w to about 70% w / w, preferably about 0.5% w / w to about 60% w / w, of the total weight of the composition.

[0044] According to a preferred embodiment, the composition comprises a low-solubility agrochemical component in an amount of about 1% w / w to about 50% w / w of the total weight of the composition.

[0045] According to one embodiment, the composition further includes a crystallization control mixture.

[0046] In one embodiment, the crystallization control mixture is present in an amount of about 1% w / w to about 70% w / w, preferably about 5% w / w to about 60% w / w, of the total weight of the composition.

[0047] In a preferred embodiment, the composition includes a crystallization control component in an amount of about 10% w / w to about 50% w / w of the total weight of the composition.

[0048] According to one embodiment, the composition includes a crystallization control component, wherein the crystallization control mixture includes cycloamides, carboxylic acids or derivatives thereof, and alkoxylated vegetable oils.

[0049] According to one embodiment, the cyclic amide in the crystallization-controlled mixture is selected from N-butylpyrrolidone, N-n-butylpyrrolidone, N-isobutylpyrrolidone, N-tert-butylpyrrolidone, N-n-pentylpyrrolidone, NN-(methoxypropyl)pyrrolidone, N-ethyl-2-pyrrolidone (NEP), and combinations thereof.

[0050] According to a preferred embodiment, the cyclic amide of the crystallization control mixture is N-butylpyrrolidone.

[0051] According to a preferred embodiment, the cyclic amide controlling the crystallization of the mixture is N-n-butylpyrrolidone.

[0052] In one embodiment, the cyclic amide accounts for about 1% w / w to about 70% w / w of the total weight of the composition.

[0053] In one embodiment, the cyclic amide comprises about 5% w / w to about 60% w / w of the total weight of the composition.

[0054] In a preferred embodiment, the cyclic amide comprises about 10% w / w to about 50% w / w of the total weight of the composition.

[0055] According to one embodiment, the crystallization-controlled mixture comprises a carboxylic acid or a derivative thereof.

[0056] According to one embodiment, the carboxylic acid derivative is selected from a substituted or unsubstituted C2-C. 12 Groups composed of carboxylic acids, including but not limited to C2-C 12 Esters and amide derivatives of carboxylic acids or their isomers.

[0057] According to one embodiment, the carboxylic acid or its derivatives in the crystallization-controlled mixture comprise substituted or unsubstituted C2-C... 12 C1-C8 esters of carboxylic acids and their optical isomers.

[0058] According to one implementation scheme, C2-C is replaced or not replaced. 12 C1-C3 esters of carboxylic acids include methyl lactate, ethyl lactate, isopropyl lactate, n-propyl lactate, butyl lactate, 2-ethylhexyl lactate, their optical isomers, and combinations thereof.

[0059] According to one embodiment, the carboxylic acid or its derivatives comprise substituted or unsubstituted C2-C. 12 C1-C8 amides of carboxylic acids.

[0060] According to one implementation scheme, C2-C is replaced or not replaced. 12 C1-C3 amides of carboxylic acids include N,N-dimethyldecanoamide, N,N-di-n-butyl-n-octanoamide, or N,N-di-n-butyloctanoamide, and combinations thereof.

[0061] In one embodiment, the composition comprises a carboxylic acid or a derivative thereof in an amount of about 0.1% w / w to about 50% w / w, preferably about 1% w / w to about 40% w / w, based on the total weight of the composition.

[0062] In a preferred embodiment, the composition comprises a carboxylic acid derivative comprising about 5% w / w to about 30% w / w of the total weight of the composition.

[0063] According to one embodiment, the crystallization-controlled mixture of the composition comprises alkoxylated vegetable oil.

[0064] As used herein, the term "alkoxylated vegetable oil" refers to oil of plant origin or derivatives thereof, which includes one or more alkoxylated groups of 1 to 8 carbon atoms. For example, alkoxylated vegetable oil comprises structural units derived from plant-derived oils and epoxides, wherein the epoxides include ethylene oxide, propylene oxide, butane oxide, or mixtures of ethylene oxide and propylene oxide, or mixtures of ethylene oxide and butane oxide, wherein the epoxide units may be from about 1 to about 50.

[0065] According to one embodiment, the alkoxylated vegetable oils of the crystallization control mixture are selected from, but not limited to, the group consisting of alkoxylated products of palm oil, soybean oil, rapeseed oil, rapeseed (canola) oil, macadamia nut oil, avocado oil, palm kernel oil, sunflower seed oil, peanut oil, cottonseed oil, palm kernel oil, coconut oil, olive oil, and castor oil.

[0066] According to one implementation scheme, alkoxylation is preferably carried out on medium-chain oils such as castor oil, nut oil, and cottonseed oil.

[0067] According to one implementation scheme, the alkoxylated vegetable oil is alkoxylated castor oil, castor oil ethoxylate, alkoxylated cottonseed oil, cottonseed oil ethoxylate, or a combination thereof.

[0068] In one embodiment, the alkoxylated vegetable oil is present in the composition in an amount of about 0.1% w / w to about 50% w / w, preferably about 0.5% w / w to about 40% w / w, of the total weight of the composition.

[0069] In a preferred embodiment, the composition comprises about 1% w / w to about 30% w / w of alkoxylated vegetable oil by weight of the total composition.

[0070] In one embodiment, the cyclic amide and the carboxylic acid derivative are present in a ratio of 1:3 to 3:1.

[0071] In one embodiment, the cycloamide and alkoxylated vegetable oil are present in a ratio of 1:3 to 3:1.

[0072] In a preferred embodiment, the cycloamide, carboxylic acid derivative, and alkoxylated vegetable oil in the crystallization control mixture are present in a 1:1:1 ratio.

[0073] In a preferred embodiment, the crystallization-controlled mixture contains cyclic amides, carboxylic acid derivatives, and alkoxylated vegetable oils in a ratio of 2:1:1.

[0074] In a preferred embodiment, the crystallization-controlled mixture contains cyclic amides, carboxylic acid derivatives, and alkoxylated vegetable oils in a ratio of 3:1:1.

[0075] According to a preferred embodiment, the composition described herein is formulated as a dispersible concentrate.

[0076] According to another embodiment, the composition of the present invention has been found to be stable.

[0077] The embodiments provide a stable, dispersible concentrated composition comprising:

[0078] a) Low water-soluble agricultural chemical components; and

[0079] b) Crystallization-controlled mixtures, which include cyclic amides, carboxylic acids or their derivatives, and alkoxylated vegetable oils.

[0080] According to one embodiment, the stable dispersible concentrated composition comprises an agricultural chemical component with low solubility in an amount of about 0.1% w / w to about 70% w / w, preferably about 0.5% w / w to about 60% w / w, of the total weight of the composition.

[0081] According to one embodiment, the stable dispersible concentrate composition comprises a crystallization-controlled mixture comprising about 1% w / w to about 70% w / w, preferably about 5% w / w to about 60% w / w, of the total weight of the composition.

[0082] According to one embodiment, the stable dispersible concentrate composition comprises a crystallization-controlled mixture comprising about 5% w / w to about 60% w / w of the total weight of the composition.

[0083] According to one embodiment, a composition is provided comprising:

[0084] (a) Low water-soluble agricultural chemicals selected from conazole or triadimefon agricultural chemicals; and

[0085] (b) Crystallization-controlled mixtures comprising cyclic amides, esters or amide derivatives of carboxylic acids and alkoxylated vegetable oils.

[0086] According to one implementation plan, the low water-soluble agricultural chemical components are derived from the conazole group, its salts, and its derivatives.

[0087] According to one implementation scheme, the agrochemical component derived from the conazole group is selected from imidazoles and triazoles, their salts, isomers and derivatives.

[0088] According to one implementation scheme, low water-soluble agricultural chemicals derived from imidazole groups include clomiphene, clotrimazole, imidacloprid, oxadiazon, prochloraz, or fluopyram.

[0089] According to one implementation scheme, low-water-soluble agrochemicals derived from triazoles include oxycyclazole, furazolidone, cyproconazole, biazole, difenoconazole, tebuconazole-M, flucyclazole, itaconazole, cyproconazole, quinacrine, flusilazole, fenazate, furazolidone, cis-furazolidone, hexaconazole, imidacloprid, tebuconazole, mefenoxam, tebuconazole, cyproconazole, tebuconazole, propiconazole, thiophanate-methyl, quinacrine, silazolidone, tebuconazole, tetraflufenazole, triadimefon, triadimefon, tebuconazole, uniconazole, or uniconazole-P.

[0090] According to the preferred embodiment, the low water-soluble agrochemical from the conazole group is prothioconazole, tebuconazole, or difenoconazole.

[0091] In one embodiment, the low-soluble agrochemical component from the conazole class is present in an amount of about 0.1% w / w to about 70% w / w of the total weight of the composition.

[0092] In one embodiment, the low-soluble agrochemical component from the conazole class is present in an amount of about 0.5% w / w to about 60% w / w of the total weight of the composition.

[0093] In a preferred embodiment, the low-soluble agrochemical component from the conazole class is present in an amount of about 1% w / w to about 50% w / w of the total weight of the composition.

[0094] According to one implementation plan, the low water-soluble agricultural chemicals are triazole agricultural chemicals, their salts, and their derivatives.

[0095] According to one implementation scheme, the low water-soluble agrochemical components of the triadimefon group include azoxystrobin, benzoxazole, fluoxetine, cyclobenzoxazole, propoxetine, sulfadiazine, thiazolinone and their salts and derivatives.

[0096] According to a preferred embodiment of the present invention, the low water-soluble agrochemical component with a triadimefon group is oxychloride, acetamiprid, mesotrione and their salts and derivatives, preferably oxychloride.

[0097] In one embodiment, the composition comprises a low-water-soluble agrochemical component from the triazolone group in an amount of about 0.1% w / w to about 70% w / w of the total weight of the composition.

[0098] In one embodiment, the composition comprises a low-water-soluble agrochemical component from the triazolone group in an amount of about 0.5% w / w to about 60% w / w of the total weight of the composition.

[0099] In a preferred embodiment, the composition comprises a low-water-soluble agrochemical component from the triazolone group in an amount of about 1% w / w to about 50% w / w of the total weight of the composition.

[0100] According to a preferred embodiment, the composition is a stable dispersible concentrate.

[0101] According to one embodiment, the composition may also include other auxiliary components such as anionic and nonionic surfactants, defoamers, thickeners, dispersants, stabilizers, auxiliaries, preservatives, polymers, acids and bases, dyes, antifreeze agents, biocides, fillers, and water. Adjuvants, as used herein, are components that enhance the biological effects of the formulation while the components themselves do not have biological effects. Examples of adjuvants include agents that promote retention, spreading behavior, adhesion to leaf surfaces, or penetration.

[0102] According to one embodiment, the composition comprises an amount of about 0.1% w / w to about 50% w / w of an agricultural chemical component with low water solubility and about 1% w / w to about 70% w / w of a crystallization control mixture by weight of the total composition.

[0103] According to one embodiment, the composition comprises an amount of aquatic chemical components with low water solubility of about 5% w / w to about 60% w / w of the total weight of the composition and a crystallization control mixture of about 10% w / w to about 50% w / w.

[0104] According to one embodiment, the composition comprises an amount of a low-water-soluble agricultural chemical component from a conazole class, comprising about 0.1% w / w to about 50% w / w of the total weight of the composition, and a crystallization control mixture comprising about 1% w / w to about 70% w / w of the total weight of the composition.

[0105] According to one embodiment, a composition is provided comprising, by weight of about 0.1% w / w to about 50% w / w an agrochemical component of a conazole group having low water solubility, 1% w / w to about 70% w / w a cyclic amide, 0.1% w / w to about 50% w / w a carboxylic acid derivative, and 0.1% w / w to about 50% w / w an alkoxylated vegetable oil.

[0106] According to one embodiment, a composition is provided comprising about 0.1% w / w to about 50% w / w of a water-insoluble agrochemical component from the conazole group, 5% w / w to about 60% w / w of a cycloamide, 1% w / w to about 40% w / w of a carboxylic acid derivative, and 0.5% w / w to about 40% w / w of an alkoxylated vegetable oil, by weight of about 0.5% w / w to about 40% w / w.

[0107] According to one embodiment, a composition is provided comprising, by weight of about 0.1% w / w to about 50% w / w of an agrochemical component of the conazole group having low water solubility, 10% w / w to about 50% w / w of a cyclic amide, 5% w / w to about 30% w / w of a carboxylic acid derivative, and 1% w / w to about 30% w / w of an alkoxylated vegetable oil.

[0108] According to one embodiment, a composition is provided comprising about 0.1% w / w to about 50% w / w of prothioconazole, 10% w / w to about 50% w / w of N-butylpyrrolidone, 5% w / w to about 30% w / w of ethyl lactate, and 1% w / w to about 30% w / w of ethoxylated castor oil, by weight of the total composition.

[0109] According to one embodiment, the stable dispersible concentrate comprises an agricultural chemical component of the conazole class with low water solubility, in an amount of about 0.1% w / w to about 50% w / w of the total weight of the stable dispersible concentrate, and a crystallization control mixture in an amount of about 1% w / w to about 70% w / w of the total weight of the stable dispersible concentrate.

[0110] According to one embodiment, a composition is provided comprising an amount of a low-water-soluble agrochemical component from the triadimefon group, comprising about 0.1% w / w to about 50% w / w of the total weight of the composition, and a crystallization-controlled mixture comprising about 1% w / w to about 70% w / w of the total weight of the composition.

[0111] According to one embodiment, a composition is provided comprising, by weight of about 0.1% w / w to about 50% w / w of an agrochemical component of the triadimefon group having low water solubility, 1% w / w to about 70% w / w of a cyclic amide, 0.1% w / w to about 50% w / w of a carboxylic acid derivative, and 0.1% w / w to about 50% w / w of an alkoxylated vegetable oil.

[0112] According to one embodiment, a composition is provided comprising, by weight of about 0.1% w / w to about 50% w / w of aquatic chemical components of low water solubility from the triazolone group, 5% w / w to about 60% w / w of a cyclic amide, 1% w / w to about 40% w / w of a carboxylic acid derivative, and 0.5% w / w to about 40% w / w of an alkoxylated vegetable oil.

[0113] According to one embodiment, a composition is provided comprising about 0.1% w / w to about 50% w / w of a water-insoluble agrochemical from the triazolone group, 10% w / w to about 50% w / w of a cyclic amide, 5% w / w to about 30% w / w of a carboxylic acid derivative, and 1% w / w to about 30% w / w of an alkoxylated vegetable oil, by weight of the total composition.

[0114] According to one embodiment, a composition is provided comprising about 0.1% w / w to about 50% w / w of pyrazosulfuron-methyl, 10% w / w to about 50% w / w of N-butylpyrrolidone, 5% w / w to about N,N-dimethyldecylamide, and 1% w / w to about 30% w / w of ethoxylated castor oil, by weight of the total weight of the stable dispersible concentrate composition.

[0115] According to one embodiment, a stable dispersible concentrate composition is provided, comprising an agricultural chemical component of low water solubility from the triazolone group in an amount of about 0.1% w / w to about 50% w / w of the total weight of the stable dispersible concentrate composition, and a crystallization control mixture in an amount of about 1% w / w to about 70% w / w of the total weight of the stable dispersible concentrate composition.

[0116] According to a preferred embodiment, the composition of the present invention is prepared according to the following table:

[0117]

[0118] According to embodiments of the present invention, a method is provided for preparing a composition comprising a low-water-soluble agrochemical component; and a crystallization-controlled mixture comprising a cyclic amide, an ester or an amide carboxylic acid derivative and an alkoxylated vegetable oil, wherein the method comprises mixing the low-water-soluble agrochemical component with the crystallization-controlled mixture. According to one embodiment, a method is provided for preparing a composition comprising a low-water-soluble agrochemical component; and a crystallization-controlled mixture comprising a cyclic amide, an ester or an amide carboxylic acid derivative and an alkoxylated vegetable oil, wherein the method comprises mixing a conazole or triadimefon agrochemical component with the crystallization-controlled mixture.

[0119] According to one embodiment, a method is provided for preparing a composition comprising a low-water-soluble agrochemical component; and a crystallization-controlled mixture comprising a cyclic amide, an ester or amide carboxylic acid derivative and an alkoxylated vegetable oil, the method comprising...

[0120] 1. Place the crystallization control mixture into a container, and optionally add other auxiliary ingredients;

[0121] 2. The low-water-soluble agricultural chemical is loaded into the container of step (1) to provide a mixture; and

[0122] 3. Homogenize the mixture to provide the composition. In one aspect, the low-water-soluble agrochemical ingredient is prothioconazole. In another aspect, the low-water-soluble agrochemical ingredient is chlorpyrifos.

[0123] On one hand, the crystallization-controlled mixture includes N-butylpyrrolidone, ethyl lactate, and castor oil ethoxylate.

[0124] According to the preferred embodiment, the composition prepared herein is a stable dispersible concentrate.

[0125] According to one implementation, a method for controlling pests includes applying the composition described herein to the pest or the pest's habitat area.

[0126] On the one hand, low-water-soluble agricultural chemicals include conazole or triadimefon agricultural chemicals.

[0127] On the one hand, pests are harmful organisms, and the composition is applied to their habitats, their hosts, such as plants and seeds, and the soil, areas and environments in which they grow or are able to grow, as well as to materials, plants, seeds, soil, surfaces or spaces that are to be protected from the invasion or contamination of organisms harmful to plants.

[0128] According to one embodiment, the present invention provides a method for controlling pests, the method comprising applying a composition to the pest or its habitat, the composition comprising:

[0129] a) Prothioconazole; and

[0130] b) Crystallization-controlled mixtures, including cycloamides, carboxylic acids or their derivatives, and alkoxylated vegetable oils;

[0131] According to one embodiment, the present invention provides a method for controlling pests, the method comprising applying a stable, dispersible concentrated composition to the pest or its habitat, the concentrated composition comprising:

[0132] a) pyrazosulfuron; and

[0133] b) Crystallization-controlled mixtures, including cycloamides, carboxylic acids or their derivatives, and alkoxylated vegetable oils;

[0134] According to one embodiment, the composition is a stable dispersible concentrate.

[0135] According to one embodiment, the composition is used as a pesticide.

[0136] According to one embodiment, the composition is used to control pests, especially plant pests.

[0137] According to one embodiment, the composition can be used to control large numbers of pests and can also be used to treat plant crops or inanimate materials and for household use.

[0138] According to one embodiment, the composition can be used as a fungicide for controlling a large number of pests in plant crops, including: cotton, flax, grapevines, fruits, vegetables, such as Rosaceae species (e.g., pome fruits such as apples and pears, and stone fruits such as apricots, cherries, almonds and peaches, and berry fruits such as strawberries), drupeaceae species, jujube family species, betulaceae species, Anacardiaceae species, Fagaceae species, Oleaceae species, Actinomycetes species, Lauraceae species, Musaceae species (e.g., banana trees and plantains), Rubiaceae species (e.g., coffee), Theaceae species, sycamore species, Rutaceae species (e.g., lemons, taro, and grapefruits); Solanaceae (e.g., tomato), Liliaceae, Asteraceae (e.g., lettuce), Apiaceae, Brassicaceae, Chenopodiaceae, Cucurbitaceae (e.g., cucumbers), Allium family ... Examples include: leeks, onions); Fabaceae (e.g., peas); major crop plants, such as grass species (e.g., corn, turfgrass, cereals such as wheat, rye, rice, barley, oats, sorghum / millet and triticale), Asteraceae species (e.g., sunflowers), Brassicaceae species (e.g., white cabbage, red cabbage, cauliflower, Brussels sprouts, Chinese cabbage, turnip, radish and rapeseed, mustard greens, horseradish and watercress), ACAE species (e.g., beans, peanuts), Fabaceae species (e.g., soybeans), Solanaceae species (e.g., potatoes), Chenopodiaceae species (e.g., sugar beets, forage beets, hay, beetroot); sugarcane, poppies, olives, coconuts, cocoa, tobacco and useful and ornamental plants in gardens and forests; and genetically modified varieties of each of these plants, as well as the seeds of these plants.

[0139] According to one embodiment, the composition can be used as a herbicide to control a large number of weeds selected from: barnyard grass, field thistle, chickweed, sedge, Atlantic euphorbia, dandelion, horsetail, shepherd's purse, foxtail, green knotweed, four-leaf clover, hemp, foxtail, lambsquarters, purslane, amaranth, pigweed, shepherd's purse, sow thistle, chamomile, celery stalk, wild buckwheat, white mustard, wild oats, wild rose, dandelion, kochia, lambsquarters, purslane, lambsquarters, wild buckwheat, wild mustard, European rapeseed, especially European rapeseed. According to a preferred embodiment, the composition is used to treat fungal infections in crops such as barley, durum wheat, oats, rapeseed (winter), rye (winter), and wheat.

[0140] According to one embodiment, the composition may be used, for example, in a conventional formulation of a liquid preparation, as is, or after prior dilution with water. Application is influenced by conventional methods, i.e., by spraying, pouring, or injection.

[0141] According to one embodiment, the composition can be applied in undiluted form or diluted with water.

[0142] According to one embodiment, based on one part of the composition, the composition is diluted with at least one part of water, preferably 10 parts of water, more preferably at least 100 parts of water, for example with 1 to 10,000 parts, preferably 10 to 5,000 parts, more preferably 50 to 24,000 parts of water.

[0143] According to one embodiment, the composition provides a suspension that can be obtained by mixing water with the composition.

[0144] According to one embodiment, the mixing ratio of water to the composition of the present invention can be in the range of 1000:1 to 1:1, preferably 400:1 to 10:1.

[0145] According to one embodiment, dilution is achieved by pouring the composition of the present invention into water.

[0146] According to one embodiment, stirring, such as agitation, is typically used to rapidly mix the composition with water. However, stirring is usually unnecessary.

[0147] According to one implementation, dilution with water is typically carried out at temperatures ranging from 0°C to 50°C, particularly between 10°C and 30°C, or at ambient temperature.

[0148] According to one implementation, the water used for dilution is typically tap water. However, the water may already contain water-soluble or finely dispersed compounds used for crop protection, such as nutrients, fertilizers, or pesticides.

[0149] According to one embodiment, various oils, wetting agents, adjuvants, fertilizers or micronutrients and other pesticides (e.g., herbicides, insecticides, fungicides, growth regulators, safeners) may be added to the composition of the invention in the form of a premix, or, if appropriate, only shortly before use (barrel mix).

[0150] According to one embodiment, the composition may be added to the formulation of the present invention at a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.

[0151] Users typically apply formulations from pre-dose systems, backpack sprayers, spray cans, spray aircraft, or irrigation systems; the formulations are usually diluted to the desired spreading concentration with water, buffers, and / or other adjuvants, providing ready-to-use spray liquids or agrochemical compositions. Typically, 20 to 2000 liters, preferably 50 to 400 liters, of ready-to-use spray liquid are used per hectare of useful agricultural area.

[0152] According to one embodiment, the typically diluted formulation of the present invention is applied primarily by spraying, particularly by spraying plant leaves.

[0153] According to one embodiment, application can be carried out using spraying techniques known to those skilled in the art, such as using water as a carrier, and the amount of spray liquid is about 50 to 1000 liters per hectare, for example 100 to 200 liters per hectare.

[0154] The compositions described herein have advantageous properties in terms of composition stability, plant treatment, and low phytotoxicity to plants.

[0155] The present invention is described in detail through embodiments, but the present invention is not limited thereto.

[0156] Example:

[0157] Example 1: Prothioconazole composition with a concentration of 250 g / L DC

[0158] Element Content (g / L) Prothioconazole 255 n-Butylpyrrolidone 325 Ethyl lactate 150 Ethoxylated castor oil 150 Polyoxyethylene block copolymer 200

[0159] 325 g of N-butylpyrrolidone, 150 g of ethyl lactate, and 150 g of ethoxylated castor oil were mixed in a container to provide a crystallization control mixture. 255 g of prothioconazole was added to the crystallization control mixture and mixed. Additionally, 200 g of polyoxyethylene block copolymer was added and mixed to provide a final mixture. The mixture was warmed and then homogenized by shaking. The mixture was cooled to ambient temperature. The mixture was homogenized again by shaking. The mixture was filtered through a 5-micron pore size filter to obtain a dispersible concentrated composition.

[0160] Example 2: 60 g / L DC of cyclohexane composition

[0161] Element Content (g / L) Alfonazole 64.7 N-Butylpyrrolidone 425.2 N,N-Dimethyldecanoamide 20 Ethoxylated castor oil 130 Polyoxyethylene block copolymer 200 Soybean fatty acid methyl esters 150 Polydimethylsiloxane emulsion 0.1

[0162] In a container, 425.2 g of N-butylpyrrolidone, 20 g of N,N-dimethyldecylamide, and 130 g of ethoxylated castor oil were mixed to provide a mixture for controlled crystallization. 64.7 g of pyrazosulfuron-methyl was added to the crystallization-controlled mixture and mixed. Additionally, 200 g of polyoxyethylene block copolymer, 150 g of soybean fatty acid methyl ester, and 0.1 g of polydimethylsiloxane emulsion were added and mixed to obtain a final mixture. The mixture was heated for 40 seconds and then homogenized by shaking. The mixture was cooled to ambient temperature. The mixture was homogenized again by shaking. The mixture was filtered through a 5-micron pore size filter to obtain a dispersible concentrated composition.

[0163] Suspension and stability tests of active ingredients

[0164] The dispersion stability, particle size, pH, foaming, and their effects on the stability of the active ingredients in the stable dispersible concentrated compositions prepared according to Examples 1 and 2 were investigated.

[0165] As shown in Table 1, no significant change was observed in the prothioconazole content of the composition of Example 1 when studied under ambient conditions, and no significant change was observed in accelerated heat stability (AHS) (after 2 weeks at 54°C). Similarly, the thiamethoxam content of the composition of Example 2 remained constant when studied under ambient conditions and in AHS (after 2 weeks at 54°C). The pH of the stable dispersible concentrate compositions of Examples 1 and 2 was found to be in the range of 4-5. After 30 inversions, foaming in both compositions remained within acceptable limits. No cream or oil was observed in either composition within 24 hours upon visual observation.

[0166] The dispersion stability of the compositions of Examples 1 and 2 upon dilution was further tested according to CIPAC Test 180. The 1% DC compositions of Examples 1 and 2 were diluted with 200 ml of water to provide dispersions, and their stability upon dilution under ambient and AHS conditions was investigated. The compositions of Examples 1 and 2 were studied after 30 inversions each. It was found that the compositions of Examples 1 and 2 formed homogeneous dispersions upon dilution under both ambient and AHS conditions. No crystals were observed when the dispersions were allowed to stand for 24 hours prior to testing. Furthermore, the compositions of Examples 1 and 2 showed redispersibility after 24 hours.

[0167] Table 1 Physical properties of the dispersible concentrate (DC) compositions:

[0168]

[0169]

[0170] Phytotoxicity studies:

[0171] The composition of Example 1 was tested to determine the phytotoxicity of the final composition. Treatment was performed by spraying wheat plants at the three-leaf stage with the diluted composition at different spray doses ranging from the normal (N) dose of 200 g / H2O prothioconazole to 4N (4 normal doses). After application, the plants were placed in a climate chamber for 14 days to simulate a diurnal cycle of light intensity and temperature. The degree of phytotoxicity in each experiment was visually evaluated by measuring the amount of damage on the leaves. Each experiment was repeated 7 times.

[0172] The performance of the composition of Example 1 was further compared with that of prothioconazole 250 g / LEC (commercial) containing N,N-dimethylalkylamide solvent. Treatment was performed by spraying wheat plants with the diluted composition at different spray doses ranging from the normal (N) dose of 200 g / H2O prothioconazole to the 4N dose, up to the three-leaf stage. After application, the plants were placed in a climate chamber for 14 days to simulate the diurnal cycle of light intensity and temperature. The degree of phytotoxicity in each experiment was visually evaluated by measuring the amount of damage on the leaves.

[0173] Table 2. Phytotoxicity tests of different prothioconazole formulations.

[0174]

[0175] Note: -N- Dosage: 200g prothioconazole / Ha; leaf damage is the average of 7 replicates.

[0176] Reduced phytotoxicity was observed after application of the prothioconazole 250g / LDC formulation (Example 1) compared to the control formulation which uses N,N-dimethylalkylamide as a solvent system.

[0177] Development of mixtures for controlled crystallization

[0178] While addressing the crystallization problem in compositions of low-water-soluble agricultural chemicals, several components with different chemical properties were explored. Ethoxylated castor oil was found to effectively control crystallization to some extent. Different components were mixed with ethoxylated castor oil. In Example 1, the various components of the composition were kept constant by varying the composition of different components such as polyethylene glycol-co-propylene glycol monobutyl ether and polymeric surfactants (such as Atiox). TM 4913, AtIox TM 4916, Zephrym TM Mixtures A to M with controlled crystallization were prepared by combining PD 3315 and 2,4,6-tris(1-phenylethyl)-phenol polyol ether, methyl soyate, N-formylmorpholine and propylene carbonate, s-propyl lactate, s-ethyl lactate and N,N-dimethyl lactamide. In conducting a series of experiments, the inventors found that the combination of alkoxylated vegetable oil, carboxylic acid derivative and cyclic amide was important for controlling crystallization. The compositions of AM failed to exhibit appearance or crystallization failure after 24 hours, or suffered from redispersibility problems.

[0179] The compositions of Examples 1 and 2, comprising alkoxylated vegetable oil, carboxylic acid derivatives, and cyclic amides, remained dispersible after 24 hours and showed no crystal growth; visual inspection results were acceptable. Therefore, the inventors have determined a controlled crystallization formulation comprising alkoxylated vegetable oil, carboxylic acid derivatives, and cyclic amides and successfully developed the compositions of Examples 1 and 2 of this invention. (Table 3)

[0180] Table 3

[0181]

[0182]

[0183] P: Poor, G: Good; O: Opaque; Redispersibility: N indicates non-dispersible, Y indicates redispersible.

[0184] Crystal growth: In AHS studies, ++ indicates >expected crystal growth, - indicates no crystal growth, and - / + indicates crystal growth.

[0185] Therefore, it was found that a stable DC composition with low water-soluble agrochemical components was obtained using a crystallization control mixture comprising cycloamides, carboxylic acid derivatives, and alkoxylated vegetable oils. The compositions prepared according to this disclosure remained stable based on tested physicochemical parameters. It was found that the DC compositions exhibited better phytotoxicity to plants compared to commercially available EC formulations.

Claims

1. A stable, dispersible, concentrated composition, having the following composition: (i) Low water-soluble agrochemical components, namely prothioconazole or oxychlorpyrifos; (ii) a crystallization-controlled mixture, which consists of the following: When the low water-soluble agrochemical component is prothioconazole, the crystallization control mixture is N-butylpyrrolidone, s-ethyl lactate and ethoxylated castor oil; When the low-water-soluble agrochemical component is chlorpyrifos, the crystallization control mixture is N-butylpyrrolidone, N,N-dimethyldecylamide, and ethoxylated castor oil; and (iii) Auxiliary components.

2. The composition according to claim 1, wherein the low water-soluble agrochemical component is present in an amount of 0.1% w / w to 70% w / w of the total weight of the composition.

3. The composition according to claim 1, wherein the crystallization control mixture is present in an amount of 1% w / w to 70% w / w of the total weight of the composition.

4. A method for controlling pests, wherein the method comprises applying the composition according to claim 1 to the pest or the habitat area of ​​the pest.

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