A mixture and composition containing 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidine-2-one, and a method of using the same.

Abstract

The present invention provides a stable liquid composition containing a fungicide. [Solution] A stable liquid composition, (a) Compound of formula I in an effective amount for fungicidal action: JPEG2026048693000165.jpg39164 , and (b) comprising a liquid carrier, A stable liquid composition is provided in which more than 95% of the compound of formula I is in the form of anhydrous form I polymorph, having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.63.

Description

Technical Field

[0001] Throughout this application, various publications are referenced. The disclosures of these documents are hereby incorporated by reference in their entirety to more fully describe the state of the art relevant to the present invention.

Background Art

[0002] Fungicides are compounds of natural or synthetic origin that act to protect plants from damage caused by fungi. Current agricultural methods rely heavily on the use of fungicides. In fact, some crops cannot be usefully cultivated without the use of fungicides. By using fungicides, growers can improve the yield and quality of their crops, and as a result, increase the value of their crops. In most situations, the increase in the value of the crop is worth at least three times the cost of using the fungicide.

[0003] 5-Fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2(1H)-one (the compound of formula I) is a fungicide that provides control of various pathogens that affect economically important crops, including but not limited to Zymoseptoria tritici (SEPTTR), the causative agent of wheat leaf blotch, and diseases caused by ascomycete and basidiomycete fungi.

[0004] The use of N3-substituted-N1-sulfonyl-5-fluoropyrimidinone derivatives as fungicides is described in U.S. Patent No. 8,263,603, issued September 11, 2012, the contents of which are hereby incorporated by reference in their entirety. Methods for preparing 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2(1H)-one are described in U.S. Patent No. 9,850,215, issued December 26, 2017, and U.S. Patent No. 9,8,40,476, issued December 12, 2017, the contents of each of which are hereby incorporated by reference in their entirety.

[0005] U.S. Patent No. 8,263,603 also describes a fungicidal composition for controlling or preventing fungal attacks, comprising an N3-substituted-N1-sulfonyl-5-fluoropyrimidinone derivative and a botanically acceptable carrier material, as well as a method of using the same.

[0006] Fungicidal compositions are often applied under various conditions and / or with other additives, such as adjuvants and fertilizers. Therefore, fungicidal compositions must exhibit excellent chemical stability and a high level of physical stability during the preparation, storage, and application processes.

[0007] In agriculture, compositions are often diluted with water before use. Liquid compositions are much easier to dilute and disperse in water.

[0008] Currently, there are no stable liquid compositions available in the art for 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidine-2(1H)-one. Given the exceptional efficacy of 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidine-2(1H)-one in controlling and / or preventing fungal attacks on plants, there is a significant need in the art for stable liquid compositions containing 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidine-2(1H)-one.

[0009] At times, the biological activity and effectiveness of fungicides are limited for various reasons, such as rapid drift, limitations in leaf penetration, and high surface tension / low propagation. The effectiveness of active compounds can be influenced and enhanced by the addition of adjuvants.

[0010] An adjuvant is an inert chemical substance added to enhance the performance of an active ingredient and its composition. Adjuvants affect the absorption conditions and delivery characteristics of the active ingredient, resulting in increased efficacy and enhanced activity. For example, adjuvants can enhance the efficacy of an active ingredient. For instance, they can modify the properties of a spray solution to improve the deposition of fungicides onto leaves.

[0011] The use of an adjuvant suitable for the active ingredient and its composition often determines whether the active ingredient can be used and act with its full efficacy after application. Adjuvants are needed to increase the reservoir of "available" material for uptake onto the leaf surface. Such adjuvants are often nonionic surfactants or various types of oils.

[0012] U.S. Patent No. 8,263,603 disclosed that compositions comprising the N3-substituted-N1-sulfonyl-5-fluoropyrimidinone derivative described herein may further contain adjuvant surfactants to promote the deposition, wetting, and penetration of the compound into target crops and organisms. Building upon U.S. Patent No. 8,263,603, the inventors of this application have found a selection of adjuvants particularly effective in enhancing the fungicidal activity of 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidine-2(1H)-one. [Overview of the project]

[0013] The present invention (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) liquid carrier The present invention provides a stable liquid composition containing [the specified element].

[0014] The present invention (a) Compound of formula I in an effective amount for fungicidal action: [ka] and (b) a liquid carrier to provide a stable liquid composition, more than 95% of the amount of the compound of formula I is in the form of polymorph Form I, polymorph Form II, Hydrate or a mixture thereof.

[0015] The present invention provides a stable liquid composition comprising a miscible material of the following components: (a) A compound of formula I: [Chemical formula] a fungicidal effective amount of a mixture comprising, wherein more than 95% by weight of the mixture is a compound of formula I, and (b) a liquid carrier.

[0016] In some embodiments, the solubility of the compound of formula I in the liquid carrier is less than 5000 ppm. In some embodiments, the solubility of the compound of formula I in the liquid carrier is less than 1000 ppm. In some embodiments, the composition comprises at least one stabilizing surfactant. In some embodiments, the pH value of the composition in the presence of water is in the range of 5 to 7.5. In some embodiments, the composition has a water content of less than 0.5% by weight based on the total weight of the composition. In some embodiments, the composition has a viscosity of at least 500 cP (or mPa·s unit). In some embodiments, the composition has a viscosity of 500 cP - 3000 cP.

[0017] The present invention provides a fungicidal mixture comprising the following components: (a) A compound of formula I: [Chemical formula] a fungicidal effective amount of a mixture comprising, wherein more than 95% by weight of the mixture is a compound of formula I, and (b) an adjuvant selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) Any combination of (i), (ii), (iii), (iv), and (v).

[0018] The present invention provides a fungicidal mixture comprising the following components: (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Adjuvants selected from the following group: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) Any combination of (i), (ii), (iii), (iv), and (v): Here, more than 95% of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0019] The present invention provides a fungicidal mixture comprising the following components: (a) Compounds of formula I: [ka] A fungicidal mixture containing an effective amount of fungicide, wherein 95% by weight or more of the mixture is a compound of formula I, and (b) Adjuvants selected from the following group: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0020] The present invention provides a fungicidal mixture comprising the following components: (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Adjuvants selected from the following group: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii): Here, more than 95% of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0021] The present invention also provides a method for controlling and / or preventing an attack by a fungal pathogen on a plant, comprising applying one of the compositions or mixtures described herein to soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing an attack by a fungal pathogen on a plant.

[0022] The present invention also provides a method for controlling and / or preventing fungal diseases of plants and / or soil, comprising applying any one of the compositions or mixtures described herein to soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing fungal diseases of plants and / or soil.

[0023] The present invention also relates to a method for controlling and / or preventing an attack by a fungal pathogen on a plant, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method comprising applying at least one adjuvant to the soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing an attack by fungal pathogens on plants, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants.

[0024] The present invention also relates to a method for controlling and / or preventing an attack by a fungal pathogen on a plant, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method comprising applying at least one adjuvant to the soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing an attack by fungal pathogens on plants, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants (vi) lignin; and (vii) Terpene.

[0025] The present invention also relates to a method for controlling and / or preventing an attack by a fungal pathogen on a plant, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method comprising applying at least one adjuvant to the soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing an attack by a fungal pathogen on a plant, wherein the adjuvant is (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants Selected from the group consisting of, more than 95% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0026] The present invention also relates to a method for controlling and / or preventing an attack by a fungal pathogen on a plant, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method comprising applying at least one adjuvant to the soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing an attack by a fungal pathogen on a plant, wherein the adjuvant is (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants (vi) lignin (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii) Selected from the group consisting of, more than 95% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0027] The present invention also relates to a method for controlling and / or preventing fungal diseases of plants and / or soil, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method for controlling and / or preventing fungal diseases of plants and / or soil by applying at least one adjuvant to soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants.

[0028] The present invention also relates to a method for controlling and / or preventing fungal diseases of plants and / or soil, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method for controlling and / or preventing fungal diseases of plants and / or soil by applying at least one adjuvant to soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0029] The present invention also relates to a method for controlling and / or preventing fungal diseases of plants and / or soil, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method comprising applying at least one adjuvant to soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing fungal diseases of plants and / or soil, wherein the adjuvant is (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants Selected from the group consisting of, more than 95% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0030] The present invention also relates to a method for controlling and / or preventing fungal diseases of plants and / or soil, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method comprising applying at least one adjuvant to soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing fungal diseases of plants and / or soil, wherein the adjuvant is (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants (vi) lignin (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii) Selected from the group consisting of, more than 95% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0031] The present invention relates to a method for improving the biological activity of a compound of formula I against fungal pathogens, wherein the compound of formula I is: [ka] The present invention provides a method comprising applying a compound of formula I in the presence of at least one adjuvant to thereby improve its biological activity, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants.

[0032] The present invention relates to a method for improving the biological activity of a compound of formula I against fungal pathogens, wherein the compound of formula I is: [ka] The present invention provides a method comprising applying a compound of formula I in the presence of at least one adjuvant to thereby improve its biological activity, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants (vi) lignin (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0033] The present invention relates to a method for improving the biological activity of a compound of formula I against fungal pathogens, wherein the compound of formula I is: [ka] The present invention provides a method comprising applying the compound of formula I in the presence of at least one adjuvant, thereby improving the biological activity of the compound, wherein the adjuvant is (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants Selected from the group consisting of, more than 95% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0034] The present invention relates to a method for improving the biological activity of a compound of formula I against fungal pathogens, wherein the compound of formula I is: [ka] The present invention provides a method comprising applying the compound of formula I in the presence of at least one adjuvant, thereby improving the biological activity of the compound, wherein the adjuvant is (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants (vi) lignin (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii) Selected from the group consisting of, more than 95% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0035] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention also provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising selecting a liquid carrier in which the solubility of the compound of formula I in the liquid carrier is less than 5000 ppm.

[0036] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a liquid composition comprising a liquid carrier, the method comprising selecting a liquid carrier in which the solubility of the compound of formula I is less than 5000 ppm, and 95% or more of the amount of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0037] In some embodiments, the solubility of the compound of formula I in the liquid carrier is less than 1000 ppm.

[0038] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention also provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising maintaining the pH value of the composition in the range of 5 to 7.5.

[0039] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising maintaining the pH value of the composition in the range of 5 to 7.5, wherein 95% or more of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixture thereof.

[0040] This invention also relates to a certain amount of compound of formula I: [ka] The present invention provides the use of a pH adjuster to enhance the stability of a suspension concentration (SC) composition containing [the specified substance].

[0041] This invention also relates to a certain amount of compound of formula I: [ka] The present invention provides the use of pH adjusters to enhance the stability of suspension concentrate (SC) compositions containing, where 95% or more of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0042] The present invention also provides the use of a pH adjuster to enhance the stability of a suspension concentrate (SC) composition containing a component miscible material, wherein one component is a compound of formula I in a certain amount: [ka] A mixture containing, where 95% by weight or more of the mixture is the compound of formula I.

[0043] This invention also relates to a certain amount of compound of formula I: [ka] This invention provides the use of a pH adjuster to enhance the stability of a suspended emulsion (SE) composition containing [the specified substance].

[0044] This invention also relates to a certain amount of compound of formula I: [ka] The present invention provides the use of a pH adjuster to enhance the stability of a suspended emulsion (SE) composition containing, where 95% or more of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0045] The present invention also provides the use of a pH adjuster to enhance the stability of a suspoemulsion (SE) composition containing a component miscible, one component being a compound of formula I in a certain amount: [ka] A mixture containing, where more than 95% of the mixture is the compound of formula I.

[0046] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a non-aqueous liquid composition including a liquid carrier, the method comprising formulating the composition as anhydrous.

[0047] In some embodiments, anhydrous means that the water content is less than 0.5% by weight based on the total weight of the composition.

[0048] In some embodiments, anhydrous means that the water content is less than 0.3% by weight based on the total weight of the composition.

[0049] In some embodiments, the composition is formulated in the presence of an agriculturally acceptable inert additive having a water content of less than 0.1% by weight based on the weight of the agricultural additive. In some embodiments, the water content is assessed at the time the agriculturally acceptable inert additive is obtained. In some embodiments, the water content is assessed immediately before the agriculturally acceptable inert additive is added to the admixture.

[0050] In some embodiments, the composition is formulated in the presence of an agriculturally acceptable inert additive having a water content of 0.05% by weight or less based on the weight of the agricultural additive.

[0051] In some embodiments, the composition is formulated in the presence of a water scavenger.

[0052] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a non-aqueous liquid composition including a liquid carrier, the method comprising maintaining the water content of the composition at less than 0.5% by weight based on the total weight of the composition.

[0053] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a non-aqueous liquid composition including a liquid carrier, the method comprising maintaining the water content of the composition to less than 0.5% by weight based on the total weight of the composition, wherein 95% or more of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixture thereof.

[0054] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a non-aqueous liquid composition including a liquid carrier, the method comprising maintaining the water content of the composition at less than 0.5% by weight based on the total weight of the composition, and using a batch of the compound of formula I containing 95% by weight or more of the compound of formula I.

[0055] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a non-aqueous liquid composition including a liquid carrier, the method comprising maintaining the water content of the composition at less than 0.2% by weight based on the total weight of the composition.

[0056] In some embodiments, the purity of the compound of formula I is 95% or higher.

[0057] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a non-aqueous liquid composition including a liquid carrier, the method comprising maintaining the water content of the composition to less than 0.2% by weight based on the total weight of the composition, wherein 95% or more of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixture thereof.

[0058] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising (i) adding at least one stabilizing surfactant having crystal growth inhibitory properties, or (ii) adding a stabilizing system having crystal growth inhibitory properties to the liquid composition.

[0059] In some embodiments, the purity of the compound of formula I is 95% or higher.

[0060] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising (i) adding at least one stabilizing surfactant having crystal growth inhibitory properties, or (ii) adding a stabilizing system having crystal growth inhibitory properties to the liquid composition, wherein 95% or more of the amount of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0061] The present invention also concerns compounds of formula I: [ka] The use of at least one stabilizing surfactant having the structure of a polyalkylene oxide polyaryl ether is provided to control the solubility and / or decomposition of the compound of formula I, where 95% or more of the compounds of formula I are in the form of form I polymorph, form II polymorph, hydrate, or mixtures thereof.

[0062] The present invention also concerns compounds of formula I: [ka] The present invention provides the use of at least one stabilizing surfactant having a polyalkylene oxide polyaryl ether structure to control the solubility and / or decomposition of the polyalkylene oxide polyaryl ether.

[0063] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising formulating the composition to have a viscosity of at least 500 cP, wherein 95% or more of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0064] This invention also relates to a certain amount of compound of formula I: [ka] ; The present invention also provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising formulating the composition to have a viscosity of at least 500 cP.

[0065] This invention also relates to a certain amount of compound of formula I: [ka] ;and provides a method for improving the stability of a liquid composition including a liquid carrier, The method comprises (i) adding at least one stabilizing surfactant having crystal growth inhibiting properties, or (ii) adding a stabilizing system having crystal growth inhibiting properties to a liquid composition, wherein the purity of the compound of formula I is 95% by weight or more.

[0066] This invention also contains the following components: (a) A fungicidal amount of a mixture containing compound I of formula: [ka] and (b) liquid carrier This provides a method for improving the stability of a liquid composition containing a miscible material. The method comprises (i) adding at least one stabilizing surfactant having crystal growth inhibiting properties, or (ii) adding a stabilizing system having crystal growth inhibiting properties to a liquid composition. At least 95% by weight of the mixture is the compound of formula I.

[0067] In some embodiments, the composition is SC.

[0068] The present invention provides a method for preparing a suspension concentrate (SC) composition disclosed herein, the method being: (1) A step of mixing an agriculturally acceptable inert additive with an aqueous liquid carrier to obtain a premix; (2) A step of adding the compound of formula I to the premix obtained in step (1) to obtain a mixture; and (3) A step of grinding the mixture obtained in step (2) to obtain a desired composition, More than 95% of compounds of formula I exist in the form of form I polymorph, form II polymorph, hydrate, or mixtures thereof.

[0069] The present invention provides a method for preparing a suspension concentrate (SC) composition disclosed herein, the method being: (1) A step of mixing an agriculturally acceptable inert additive with an aqueous liquid carrier to obtain a premix; (2) A step of obtaining a batch of compound of formula I containing 95% by weight or more of the compound of formula I; (3) A step of adding a batch of the compound of formula I to the premix obtained in step (1) to obtain a mixture; and (4) The process includes the step of grinding the mixture obtained in step (3) to obtain a desired composition.

[0070] In some embodiments, the method includes adding an additional additive to the mixture in step (3) before grinding the mixture.

[0071] The present invention provides a method for preparing the suspended emulsion (SE) compositions disclosed herein, the method being: (1) A step of mixing an agriculturally acceptable inert additive with an aqueous liquid carrier to obtain a premix; (2) A step of obtaining a batch of compound of formula I containing 95% by weight or more of the compound of formula I; (3) A step of adding a batch of the compound of formula I and at least one adjuvant to the premix obtained in step (1) to obtain a mixture; and (4) The process includes the step of grinding the mixture obtained in step (3) to obtain a desired composition.

[0072] The present invention provides a method for preparing an oil dispersion (OD) composition disclosed herein, the method being: (1) A step of mixing an agriculturally acceptable inert additive with a non-aqueous liquid carrier to obtain a premix; (2) A step of obtaining a batch of compound of formula I containing 95% by weight or more of the compound of formula I; (3) A step of adding the compound of formula I to the premix obtained in step (1) to obtain a mixture; and (4) The process includes the step of grinding the mixture obtained in step (3) to obtain a desired composition.

[0073] The present invention provides a method for preparing an emulsion (EC) composition disclosed herein, the method being: (1) A step of mixing an agriculturally acceptable inert additive with a non-aqueous liquid carrier to obtain a premix; (2) A step of obtaining a batch of compound of formula I containing 95% by weight or more of the compound of formula I; (3) A step of adding the compound of formula I to the premix obtained in step (1) to obtain a mixture; and (4) The step of filtering the solution from step (3) to obtain the desired composition.

[0074] In some embodiments, more than 95% of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixture thereof.

[0075] The present invention also concerns compounds of formula I: [ka] The present invention provides a method for preparing a stable liquid composition comprising, and a miscible material for a liquid carrier. The method is, (1) A step of obtaining a batch of a compound of formula I that is substantially pure or contains 95% by weight or more of a compound of formula I, and (2) The step of mixing a batch of the compound of formula I from step (1) with a liquid carrier to obtain a composition.

[0076] The present invention also concerns compounds of formula I: [ka] The present invention provides a method for preparing a stable liquid composition comprising a liquid carrier, The method is, (1) A step of obtaining a batch of compounds of formula I in which 95% or more of the compounds of formula I in the batch are in the form of polymorph I, polymorph II, hydrate, or mixture thereof, and (2) The step of mixing a batch of the compound of formula I from step (1) with a liquid carrier to obtain a composition.

[0077] The present invention also concerns compounds of formula I: [ka] The present invention provides a composition comprising a liquid carrier and a miscible material. The composition is prepared using one of the methods described herein.

[0078] The present invention also concerns compounds of formula I: [ka] The present invention provides a composition comprising a liquid carrier, The composition is prepared using one of the methods described herein. [Brief explanation of the drawing]

[0079] [Figure 1]The effect of Trycol® Low (0.2 L / ha), Trycol® (0.4 L / ha), or Silwett as adjuvants on the activity of the compound of formula I. Comparison of area under the disease progression curve (AUDPC) determined from infection intensity measured at 21 dpi (days post-infection) for Z. tritici strain Mg Tri-R6, which is moderately resistant to DMI fungicides and highly resistant to QoI fungicides in wheat plants cv. Treatment involved either no treatment with Alixan, treatment alone (without adjuvant), or treatment with two concentrations of the compound of formula I 450 suspension containing the adjuvant in a tank mix (0.028 and 0.014 L / ha). Values ​​with the same letter following the same observation timing indicate no significant difference by the Newman-Keuls test (p<0.05). [Figure 2] Effect of Trycol® Low (0.2 L / ha), Trycol® (0.4 L / ha), or Silwett adjuvant on the activity of compounds of formula I. Comparison of fungicidal efficacy obtained from AUDPC values ​​of 450 suspension concentrates of compounds of formula I used alone (without adjuvant) or with one adjuvant (Trycol® Low, Trycol®, or Silwett®) at two proportions (0.028 and 0.014 L / ha) against Z. tritici strain Mg Tri-R6, which is moderately resistant to DMI and highly resistant to QoI fungicides under controlled conditions. [Figure 3]The effect of the combination of two adjuvants, PVP and AGNIQUE BP420, as incorporated compositions on the activity of the compound of formula I. Comparison of the area under the disease progression curve (AUDPC) determined from infection intensity measured at 21 dpi for Z. tritici strain Mg Tri-R6, which is moderately resistant to DMI fungicides and highly resistant to QoI fungicides in wheat plants cv. Treatment was performed either without Alixan, alone (without adjuvant), or with a concentrated suspension composition of the compound of formula I 450 containing an adjuvant at a rate of 10 g ai / ha. Values ​​with the same letter following the same observation timing do not show significant differences by the Newman-Keuls test (p<0.05). [Figure 4] The effect of a combination of two adjuvants, PVP and AGNIQUE® BP420, as incorporated compositions on the activity of the compound of formula I. Comparison of fungicidal efficacy obtained from AUDPC values ​​of a suspension concentrate of the compound of formula I at 10 g ai / ha against Zymoseptoria tritici strain Mg Tri-R6, which is moderately resistant to DMI and highly resistant to QoI fungicides under controlled conditions. [Figure 5] The effect of three adjuvant combinations—PVP and AGNIQUE® BP420, VP / VA and Silwett, and VP / VA and AGNIQUE® BP420 as an incorporated composition (450 suspension concentrate)—on the activity of the compound of formula I. Disease evaluation (intensity of infection) on the first leaf of wheat microplant cv. Alixan treated with a suspension concentrate of the compound of formula I at 21 days after inoculation with powder spores of Zymoseptoria tritici strain Mg Tri-R6, which is moderately resistant to DMI and highly resistant to QoI fungicides under controlled conditions. Values ​​with the same letter following the same observation timing do not show a significant difference by the Newman-Keuls test (P<0.05). [Figure 6]The effect of three adjuvant combinations—a combination of PVP and AGNIQUE® BP420, a combination of VP / VA and Silwett®, and a combination of VP / VA and AGNIQUE® BP420 as an incorporated composition—on the activity of the compound of formula I (450 suspension concentrate composition). The efficacy of the fungicide obtained from the suspension concentrate composition of the compound of formula I at an infectivity intensity of 21 dpi and 10 g ai / ha against Zymoseptoria tritici strain Mg Tri-R6, which is moderately resistant to DMI and highly resistant to QoI fungicides under controlled conditions. [Figure 7] Comparison of Area Under the Disease Progression Curve (AUDPC) determined from infection intensity measured at 21 and 28 dpi for Z. tritici strain Mg Tri-R6, which is moderately resistant to DMI fungicides and highly resistant to Qol fungicides for wheat plants cv. Samples were treated either without Alixan or with two different proportions (0.25 and 0.125 L / ha): Composition A, containing either Alixan alone (without adjuvant / additives) or an adjuvant (Trycol®), and Composition B, containing either Alixan alone (without adjuvant / additives) or an adjuvant (Trycol® Low, Trycol®, Synergen® SOC). Values ​​with the same letter following the same observation timing indicate no significant difference by the Newman-Keuls test (p<0.05). [Figure 8] Comparison of fungicidal efficacy obtained from AUDPC values ​​of two emulsion compositions of compound 50 of formula I at two proportions (0.25 and 0.125 L / ha): Composition A, containing compound 50 of formula I alone (without adjuvant) or with an adjuvant (Trycol®), and Composition B, containing compound 50 of formula I alone (without adjuvant / additive) or with an adjuvant (Trycol® Low, Trycol®, Synergen® SOC), against Z. tritici strain Mg Tri-R6, which is moderately resistant to DMI and highly resistant to QoI fungicides under controlled conditions. [Figure 9] Disease evaluation (infection intensity) of the first leaf of wheat microplant cv. Alixan samples were obtained 21 days after inoculation with powder spores of Zymoseptoria tritici strain Mg Tri-R6, which is moderately resistant to DMI and highly resistant to QoI fungicides, either untreated or treated with OD composition prototype A of the compound of formula I at 10 g ai / ha and 20 g ai / ha. [Figure 10] Disease assessment (infection percentage) for potato leaf blight (caused by Phytophthora infestans). Field trial evaluation after 6 weekly applications. [Figure 11] The concentration of compound I after 2 weeks at 54°C, as a function of water content. [Modes for carrying out the invention]

[0080] definition Unless otherwise defined, all technical and scientific terms used herein have the meanings generally understood by those skilled in the art to which this subject relates.

[0081] As used herein, the terms “a” or “an” include both singular and plural forms unless otherwise specified. Therefore, the terms “a,” “an,” or “at least one” are interchangeable in this application.

[0082] Where used herein, the term “approximately” when used in relation to numerical values ​​includes ±10% of the indicated value. Furthermore, all ranges relating to the same component or characteristic herein include the endpoint, can be combined independently, and include all intermediate points and ranges. Where a parameter range is provided, it is understood that all integers within that range, and their tenths, are also provided by the invention. For example, “0.1 to 80%” includes 0.1%, 0.2%, 0.3%, etc., up to 80%.

[0083] As used herein, the terms “plant” or “crop” include references to the whole plant, plant organs (e.g., leaves, stems, twigs, roots, trunks, exopods, shoots, fruits, etc.), plant cells, or plant seeds. The term also encompasses plant crops such as fruits. In yet another embodiment, the term “plant” may include its reproductive material, which may include all reproductive parts of a plant, such as seeds, that can be used for the propagation of the plant, as well as growing plant material such as cuttings and tubers. This includes other parts of a plant, such as seeds, tubers, spores, corms, bulbs, rhizomes, sprouting basal shoots, stolons and buds, as well as seedlings and saplings, which are to be transplanted after germination or after sprouting from the soil.

[0084] As used herein, the term “location” includes not only the area where ectoparasites should be controlled, but also the area where ectoparasites should be prevented and the area under cultivation.

[0085] As used herein, the terms “mixture” or “combination” refer to, but are not limited to, any combination of physical forms, such as blends, solutions, alloys, etc.

[0086] As used herein, the term “effective amount” refers to the amount of compound sufficient to achieve a good level of control when applied.

[0087] As used herein, the phrase "pesticidally acceptable" means that it is known and accepted in the art for use in agricultural / insecticidal applications.

[0088] As used herein, the term “adjuvant” is broadly defined as any substance that is not a fungicide in itself but is intended to enhance or enhance the effectiveness of a fungicide used in conjunction with it. Adjuvants may be understood to include, but are not limited to, spreading agents, penetrating agents, compatibility agents, and drift retarders. As used herein, the term “additive” is defined as any substance that is not a fungicide in itself but is added to a composition, such as adhesives, surfactants, synergists, buffers, acidifiers, defoamers, and thickeners.

[0089] As used herein, the term “integrated” means that all components, such as pesticides, adjuvants, and other additives, are in the same composition.

[0090] As used herein, the term “tank mix” means that at least one pesticide and / or additive and / or adjuvant is mixed in a spray tank before application or at the time of spray application.

[0091] As used herein, the term "agriculturally acceptable carrier" means a carrier that is known and accepted in the art for forming agricultural or horticultural compositions.

[0092] As used herein, the term “thickener” refers to an agent that increases the viscosity of a liquid composition without essentially altering any other properties of the composition.

[0093] As used herein, the term “stable” refers to chemical stability, physical stability, or both.

[0094] As used herein, the term “stable” means, when used in relation to chemical stability, such as chemical stability, that the composition meets the chemical stability criteria set forth in the Manual on Development and Use of FAO and WHO Specification for Pesticides (First Edition-Third Revision) ("FAO / WHO Manual") (available at http: / / www.fao.org / agriculture / crops / thematic-sitemap / theme / pests / jmps / manual / en / ), the entirety of which is incorporated herein by reference in the application in question. As described in the FAO / WHO Manual, a composition is stable if no significant degradation of the active ingredients in the composition is observed after storage at 54±2°C for 14 days, 50±2°C for 4 weeks, 45±2°C for 6 weeks, 40±2°C for 8 weeks, 35±2°C for 12 weeks, or 30±2°C for 18 weeks. The amount of degradation that is acceptable before it is considered significant depends on the concentration of the active ingredient in the composition. As stated in the FAO / WHO manual, for compositions containing an active ingredient in concentrations greater than 25 g / L up to 100 g / L, degradation of up to 10% of the active ingredient is not considered significant. For compositions containing an active ingredient greater than 100 g / L up to 250 g / L, degradation of up to 6% of the active ingredient is not considered significant. For compositions containing an active ingredient greater than 250 g / L up to 500 g / L, degradation of up to 5% of the active ingredient is not considered significant. For compositions containing an active ingredient greater than 500 g / L, degradation of up to 25 g / L of the active ingredient is not considered significant.

[0095] As used herein, the term “stable” means, when used in relation to physical stability, such as being physically stable, and when used in relation to a composition, that the composition meets the physical stability standards set forth by the International Council on Pesticide Analysis and Methodology (CIPAC). CIPAC is an international organization that promotes international agreement on analytical methods for pesticides and physicochemical testing methods for compositions. Methods adopted by CIPAC are published in the CIPAC Handbooks and are available online at https: / / www.cipac.org / index.php / methods-publications, and the full content of each method is incorporated herein by reference.

[0096] As used herein, the term “stabilizing surfactant” is defined as any surfactant that, when added to a liquid composition containing a compound of formula I, enhances the physical and / or chemical stability of the compound of formula I. In some embodiments, stabilizing surfactants are effective in inhibiting crystal growth.

[0097] As used herein, the term "low water content," when used in relation to a surfactant or carrier, means that the surfactant or carrier solubilizes less than 25 g / L of water.

[0098] In some embodiments, the surfactant has a water content of less than 2.5% by weight based on the weight of the surfactant. In some embodiments, the surfactant has a water content of less than 2% by weight based on the weight of the surfactant. In some embodiments, the surfactant has a water content of less than 1.5% by weight based on the weight of the surfactant. In some embodiments, the surfactant has a water content of less than 1% by weight based on the weight of the surfactant. In some embodiments, the surfactant has a water content of less than 0.5% by weight based on the weight of the surfactant. In some embodiments, the water content is evaluated at the time the surfactant is obtained. In some embodiments, the water content is evaluated immediately before the surfactant is added to the admixture.

[0099] In some embodiments, the non-aqueous liquid carrier has a water content of less than 2.5% by weight based on the weight of the non-aqueous liquid carrier. In some embodiments, the non-aqueous liquid carrier has a water content of less than 2% by weight based on the weight of the non-aqueous liquid carrier. In some embodiments, the non-aqueous liquid carrier has a water content of less than 1.5% by weight based on the weight of the non-aqueous liquid carrier. In some embodiments, the non-aqueous liquid carrier has a water content of less than 1% by weight based on the weight of the non-aqueous liquid carrier. In some embodiments, the non-aqueous liquid carrier has a water content of less than 0.5% by weight based on the weight of the non-aqueous liquid carrier. In some embodiments, the water content is evaluated at the time the non-aqueous liquid carrier is obtained. In some embodiments, the water content is evaluated immediately before the non-aqueous liquid carrier is added to the admixture.

[0100] As used herein, the term "w / w" means a weight percentage based on the total weight of the composition or mixture.

[0101] As used herein, the term "liquid" means a liquid that is not a gas.

[0102] As used herein, the term “substantially pure” refers to a purity of 99.5% or higher.

[0103] As used herein, the term “water content” when used in relation to a composition, mixture, or component of a composition or mixture means the amount of free water in a composition, mixture, or component of a composition or mixture, and the amount of water molecules chemically bonded to another compound, such as water molecules in a hydrate.

[0104] As used herein, the term “purity” as used in relation to a compound of formula I means the amount of a compound of formula I in a batch used to prepare a composition or mixture, which may be any one of the forms described herein or a mixture thereof. For example, if it is stated that the purity of a compound of formula I is 95% by weight or more, this means that the batch contains 95% by weight or more of the compound of formula I and 5% by weight or less of impurities.

[0105] When used herein, if the properties of a component in an admixture are described, the properties are evaluated at the time the component is obtained or immediately before the admixture is formed from the component, i.e., immediately before the listed components are combined to form a composition. For example, if it is stated that one of the components of an admixture is a mixture containing 95% by weight or more of a compound of formula I as described herein, this means that when the mixture of formula I was obtained, or immediately before the mixture was combined with another component, such as a liquid carrier, to form an admixture, the mixture contained 95% by weight or more of a compound of formula I as described herein.

[0106] The concentration of the compound of formula I described in this application is given as w / w or w / v and refers to the weight of the batch of the compound of formula I used to prepare the composition or mixture relative to the total weight or total volume of the composition or mixture. The batch of the compound of formula I may contain impurities, preferably 5% by weight or less. Therefore, if the concentration of the compound of formula I in the composition is stated to be 50% by weight based on the total weight of the composition, the actual concentration of the compound of formula I may range from 47.5% to 50% by weight based on the total weight of the composition, depending on the purity of the compound of formula I in the batch used.

[0107] Compounds of formula I are therefore pro-pesticide derivatives of N3-Me-5-FU, containing sensitive groups such as sulfonyl groups and imines at positions N1 and C4. These "groups" result in a highly sensitive and unstable structure, requiring the development of specific conditions for stabilizing compounds of formula I in liquid compositions. Furthermore, compounds of formula I exist in several crystalline forms and tend to form crystals that are less readily available and affect the rate of penetration into the target.

[0108] The formulation of compositions containing active ingredients often requires the addition of agriculturally acceptable inert additives. Examples include surfactants, dispersants, emulsifiers, wetting agents, defoamers, solvents, co-solvents, light stabilizers, UV absorbers, radical scavengers and antioxidants, adhesives, neutralizing agents, thickeners, binders, metal ion sequestrates, biocides, buffers, preservatives and antifreeze agents. The addition of additives affects the solubility of the active ingredient, resulting in chemically and physically unstable compositions.

[0109] The solvents and additives that can be used with the compound of formula I shall be neutral, i.e., they shall not contain any active functional groups that could affect the stability of the compound of formula I or cause decomposition. The solvents and / or additives used to formulate the compound of formula I shall not be reactive with respect to the compound of formula I.

[0110] Functional groups that may affect the stability of compounds of formula I are groups containing N and / or O, such as SO, OH, and non-sterically hindered amides and amines. The chemical stability of compounds of formula I in amide solvents has been found to depend on substitutions on the amide. The reactivity of solvents and / or additives is important in the formulation of stable compositions containing compounds of formula I. Reactive nucleophiles are groups such as hydroxyl groups with bond dissociation energies of less than 120 kcal / mol, weakly dissociable hydrogen bonds, or acidic functional groups.

[0111] The concentration of water in a composition is another important factor in its chemical and / or physical stability.

[0112] For the reasons stated above, formulating compounds of formula I in liquid compositions is particularly difficult.

[0113] It was found that the stability of the compound of formula I in a liquid carrier can be improved by controlling the solubility of the compound of formula I in the liquid carrier, controlling the pH of the composition in an aqueous environment, controlling the water content of the composition, adding a surfactant effective in preventing crystal growth, and / or controlling the viscosity of the composition.

[0114] Stable liquid compositions containing the compound of formula I, as well as methods for their use and preparation, are described below.

[0115] Stable liquid compositions: The present invention (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) To provide a stable liquid composition containing a liquid carrier.

[0116] The present invention (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Provide a stable liquid composition containing a liquid carrier, More than 95% of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixture thereof.

[0117] In some embodiments, more than 95% of the compound of formula I is in the form of form I polymorph, hydrate, or mixture thereof.

[0118] The present invention provides a stable liquid composition comprising the following miscible components: (a) Compounds of formula I: [ka] A fungicidal mixture containing an effective amount of fungicide, wherein 94% by weight or more is a compound of formula I, and (b) Liquid carrier.

[0119] In some embodiments, 95% by weight or more of the mixture of component (a) is a compound of formula I. In some embodiments, 96% by weight or more of the mixture of component (a) is a compound of formula I. In some embodiments, 97% by weight or more of the mixture of component (a) is a compound of formula I. In some embodiments, 98% by weight or more of the mixture of component (a) is a compound of formula I. In some embodiments, 99% by weight or more of the mixture of component (a) is a compound of formula I. In some embodiments, 99.5% by weight or more of the mixture of component (a) is a compound of formula I. In some embodiments, 99.9% by weight of the mixture of component (a) is a compound of formula I. In some embodiments, 99.99% by weight of the mixture of component (a) is a compound of formula I.

[0120] In some embodiments, the solubility of the compound of formula I in the liquid carrier is less than 5000 ppm. In some embodiments, the solubility of the compound of formula I in the liquid carrier is less than 1000 ppm. In some embodiments, the solubility of the compound of formula I in the liquid carrier is in the range of 50 to 500 ppm. In some embodiments, the solubility of the compound of formula I in the liquid carrier is about 200 ppm. In some embodiments, the solubility of the compound of formula I in the liquid carrier is about 80 ppm.

[0121] In some embodiments, the composition comprises at least one stabilizing surfactant. In some embodiments, the composition comprises at least two stabilizing surfactants. In some embodiments, the composition comprises two stabilizing surfactants. In some embodiments, the composition further comprises a stabilization system.

[0122] In some embodiments, the composition comprises at least one anionic stabilizing surfactant. In some embodiments, the composition comprises at least one nonionic stabilizing surfactant. In some embodiments, the composition comprises two stabilizing surfactants. In some embodiments, the composition comprises a stabilizing system. In some embodiments, the composition comprises a combination of a nonionic stabilizing surfactant and an ionic stabilizing surfactant.

[0123] In some embodiments, the stabilizing surfactant affects the solubility of the compound of formula I in the liquid carrier.

[0124] In some embodiments, the pH of the composition ranges from 5 to 7.5. In some embodiments, the pH of the composition ranges from 6 to 7. In some embodiments, the pH of the composition is about 5. In some embodiments, the pH of the composition is about 5.5. In some embodiments, the pH of the composition is about 5.8. In some embodiments, the pH of the composition is about 6. In some embodiments, the pH of the composition is about 6.5. In some embodiments, the pH of the composition is about 7. In some embodiments, the pH of the composition is about 7.5.

[0125] In some embodiments, the pH of the composition is measured when the composition is in the presence of water. Water may be present in the composition as a liquid carrier. Water may also be present in the composition as a result of dilution or wetting.

[0126] In some embodiments, the pH of the composition is measured without further dilution and / or wetting. In some embodiments, the pH of the composition is measured after dilution and / or wetting.

[0127] In some embodiments, the pH value of the OD composition is measured by wetting the composition, and the pH value is recorded as 1% (w / w) in an aqueous suspension. In some embodiments, the pH value of the EC composition is measured by wetting the composition, and the pH value is recorded as 1% (w / w) in an aqueous suspension.

[0128] In some embodiments, the liquid carrier is water, and the pH of the composition is measured without further dilution and / or wetting. In some embodiments, the liquid carrier is a non-aqueous liquid carrier, and the pH of the composition is measured after dilution and / or wetting.

[0129] In some embodiments, the composition includes a pH adjuster.

[0130] The chemical stability of the composition is affected by its pH.

[0131] If the liquid carrier is non-aqueous, the amount of water in the composition should be less than 0.5% by weight based on the total weight of the composition, preferably less than 0.2% by weight based on the total weight of the composition.

[0132] In some embodiments, the non-aqueous composition has a water content of less than 0.5% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of less than 0.4% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of less than 0.3% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of less than 0.2% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of 0.2% by weight or less based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of less than 0.1% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of 0.1% by weight or less based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of 0.19% by weight, 0.18% by weight, 0.17% by weight, 0.16% by weight, 0.15% by weight, 0.14% by weight, 0.13% by weight, 0.12% by weight, 0.11% by weight, 0.1% by weight, 0.09% by weight, 0.08% by weight, 0.07% by weight, 0.06% by weight, 0.05% by weight, 0.04% by weight, or 0.03% by weight, based on the total weight of the composition.

[0133] In some embodiments, the non-aqueous composition has a water content of 0.09% by weight or less based on the total weight of the composition.

[0134] The present invention also, (a) A fungicidal amount of the compound of formula I, or a fungicidal amount of a mixture containing the compound of formula I: [ka] , and (b) Provide a stable liquid composition comprising a non-aqueous liquid carrier, The composition has a water content of 0.09% by weight or less based on the total weight of the composition.

[0135] In some embodiments, the mixture containing the compound of formula I has a water content of 0.3% by weight or less based on the total weight of the composition. In some embodiments, the mixture containing the compound of formula I has a water content of 0.2% by weight or less based on the total weight of the composition. In some embodiments, the mixture containing the compound of formula I has a water content of 0.1% by weight or less based on the total weight of the composition. In some embodiments, the mixture containing the compound of formula I has a water content of 0.05% by weight or less based on the total weight of the composition. In some embodiments, the mixture containing the compound of formula I is substantially anhydrous.

[0136] In some embodiments, the amount of compound of formula I has a water content of 0.3% by weight or less based on the total weight of the composition. In some embodiments, the amount of compound of formula I has a water content of 0.2% by weight or less based on the total weight of the composition. In some embodiments, the amount of compound of formula I has a water content of 0.1% by weight or less based on the total weight of the composition. In some embodiments, the amount of compound of formula I has a water content of 0.05% by weight or less based on the total weight of the composition. In some embodiments, the amount of compound of formula I is substantially anhydrous.

[0137] In some embodiments, the composition is an OD composition, and the water content of the OD composition is less than 0.5% by weight based on the total weight of the composition. In some embodiments, the composition is an EC composition, and the water content of the EC composition is less than 0.5% by weight based on the total weight of the composition.

[0138] The amount of water less than 0.5% by weight, preferably less than 0.2% by weight, based on the total weight of the composition, can be achieved by methods including, but not limited to, drying the components of the composition before adding them to the composition, and / or reducing the water content of the components (both active and inactive components) in the composition. The water content of the composition can also be controlled by using low water content surfactants, low water content carriers, water scavengers and / or desiccants. In some embodiments, the composition includes a low water content surfactant. In some embodiments, the composition includes a low water content carrier. In some embodiments, the composition includes at least one water scavenger. In some embodiments, the composition includes at least one desiccant. In some embodiments, the low water content surfactant, low water content carrier, water scavenger and / or desiccant are added to the composition after the composition has dried.

[0139] In some embodiments, the water scavenger is epoxidized soybean oil. In some embodiments, the water scavenger is selected from the group consisting of tetraethyl orthosilicate, Dynasylan®, and combinations thereof. In some embodiments, the water scavenger is Dynasylan®. In some embodiments, Dynasylan® is Dynasylan® P. In some embodiments, the water scavenger is tetraethyl orthosilicate.

[0140] In some embodiments, the amount of water scavenger in the OD composition is less than 10% by weight based on the total weight of the composition. In some embodiments, the amount of water scavenger in the OD composition is less than 7.5% by weight based on the total weight of the composition. In some embodiments, the amount of water scavenger in the OD composition is less than 5% by weight based on the total weight of the composition. In some embodiments, the amount of water scavenger in the OD composition is about 5% by weight based on the total weight of the composition.

[0141] In some embodiments, the amount of the water scavenger in the composition is about 0.5 to 7.5% by weight based on the total weight of the composition. In some embodiments, the amount of tetraethyl orthosilicate in the OD composition is 4 to 6% by weight based on the total weight of the composition. In some embodiments, the amount of tetraethyl orthosilicate in the OD composition is 5% by weight based on the total weight of the composition. In some embodiments, the amount of tetraethyl orthosilicate in the OD composition is less than 5% by weight based on the total weight of the composition.

[0142] These water scavengers reduce the water content of the non-aqueous liquid composition to less than 0.5% by weight and improve the stability of the composition. Using these water scavengers, the water content of the non-aqueous liquid composition can be reduced to any water content level described in this application, and the stability of the composition can be improved.

[0143] When no water scavenger is used, the decomposition of the compound of formula I is usually 5 to 10%. When a water scavenger is added, the decomposition of the compound of formula I can be reduced to 5% or less.

[0144] These water scavengers reduce the water content of the OD composition to less than 0.5% by weight and improve the stability of the composition. These water scavengers reduce the water content of the OD composition to less than 0.2% by weight and improve the stability of the composition. These water scavengers reduce the water content of the OD composition to less than 0.1% by weight and improve the stability of the composition.

[0145] In some embodiments, the water content of the non-aqueous composition is less than 0.5% by weight based on the total weight of the composition, and / or the water content of the amount of the compound of formula I is 0.3% by weight or less based on the weight of the amount of the compound of formula I.

[0146] In some embodiments, the water content of the non-aqueous composition is less than 0.5% by weight based on the total weight of the composition, and the water content of the amount of the compound of formula I is 0.3% by weight or less based on the weight of the amount of the compound of formula I.

[0147] In some embodiments, the water content of the non-aqueous composition is less than 0.5% by weight based on the total weight of the composition, and / or the water content of the compound of formula I is 0.2% by weight or less based on the weight of the compound of formula I.

[0148] In some embodiments, the water content of the non-aqueous composition is less than 0.5% by weight based on the total weight of the composition, and the water content of the compound of formula I is 0.2% by weight or less based on the weight of the compound of formula I.

[0149] In some embodiments, the water content of the OD composition is less than 0.5% by weight based on the total weight of the composition, and / or the water content of the compound of formula I is 0.3% by weight or less based on the weight of the compound of formula I.

[0150] In some embodiments, the water content of the OD composition is less than 0.5% by weight based on the total weight of the composition, and the water content of the compound of formula I is 0.3% by weight or less based on the weight of the compound of formula I.

[0151] In some embodiments, the water content of the OD composition is less than 0.5% by weight based on the total weight of the composition, and / or the water content of the compound of formula I is 0.2% by weight or less based on the weight of the compound of formula I.

[0152] In some embodiments, the water content of the OD composition is less than 0.5% by weight based on the total weight of the composition, and the water content of the compound of formula I is 0.2% by weight or less based on the weight of the compound of formula I.

[0153] These water scavengers reduce the water content of the EC composition to less than 0.5% by weight, improving the stability of the composition. These water scavengers reduce the water content of the EC composition to less than 0.1% by weight, improving the stability of the composition. These water scavengers reduce the water content of the EC composition to less than 0.2% by weight, improving the stability of the composition.

[0154] In some embodiments, the composition has a viscosity of at least 500 cP. In some embodiments, the composition has a viscosity of 500 cP to 3000 cP. In some embodiments, the composition has a viscosity of 500 cP to 2500 cP. In some embodiments, the composition has a viscosity of 800 cP to 3000 cP. In some embodiments, the composition has a viscosity of 1600 cP to 2200 cP. In some embodiments, the composition has a viscosity of 3000 cP or less.

[0155] In some embodiments, the composition has a viscosity of about 500 cP–1000 cP. In some embodiments, the composition has a viscosity of about 1000 cP–1500 cP. In some embodiments, the composition has a viscosity of about 1500 cP–2000 cP. In some embodiments, the composition has a viscosity of about 2000 cP–2500 cP. In some embodiments, the composition has a viscosity of about 2500 cP–3000 cP.

[0156] In several embodiments, the composition has viscosities of approximately 500 cP, approximately 600 cP, approximately 700 cP, approximately 800 cP, approximately 900 cP, approximately 1000 cP, approximately 1100 cP, approximately 1200 cP, approximately 1300 cP, approximately 1400 cP, approximately 1500 cP, approximately 1600 cP, approximately 1700 cP, approximately 1800 cP, approximately 1900 cP, approximately 2000 cP, approximately 2100 cP, approximately 2200 cP, approximately 2300 cP, approximately 2400 cP, approximately 2500 cP, approximately 2600 cP, approximately 2700 cP, approximately 2800 cP, approximately 2900 cP, and approximately 3000 cP.

[0157] In some embodiments, the liquid carrier is an aqueous liquid carrier. In some embodiments, the aqueous liquid carrier is water.

[0158] In some embodiments, the liquid carrier is a non-aqueous liquid carrier.

[0159] In some embodiments, the solubility of the compound of formula I in an aqueous liquid carrier is less than 5000 ppm. In some embodiments, the solubility of the compound of formula I in a non-aqueous liquid carrier is less than 5000 ppm.

[0160] In some embodiments, the compound of formula I is in the form of solid particles. In some embodiments, the solid particles of the compound of formula I are suspended in an aqueous liquid carrier. In some embodiments, the solid particles of the compound of formula I are suspended in a non-aqueous liquid carrier.

[0161] In some embodiments, the compound of formula I is dissolved in a non-aqueous liquid carrier.

[0162] When solid particles of the compound of formula I are suspended in an aqueous liquid carrier, the composition is a suspension concentrate (SC).

[0163] If an SC composition containing an aqueous liquid carrier further contains a non-aqueous liquid component, the SC composition is a suspend emulsification (SE). If solid particles of the compound of formula I are suspended in an aqueous liquid carrier and the composition further contains a non-aqueous liquid component, the composition is a suspend emulsification (SE). The non-aqueous liquid component may be, but is not limited to, an adjuvant, an adjuvant carrier, and / or any additive. In some embodiments, the non-aqueous liquid component is an adjuvant. If the SC composition further contains a non-aqueous liquid component in the aqueous liquid carrier, the SC composition is an SE composition.

[0164] When solid particles of the compound of formula I are suspended in a non-aqueous liquid carrier, the composition is an oil dispersion (OD).

[0165] When the compound of formula I is dissolved in a non-aqueous liquid carrier, the composition is an emulsion (EC).

[0166] In some embodiments, the stable liquid composition is a suspension concentrate (SC) composition. The SC composition is aqueous. In some embodiments, the composition is a suspension emulsion (SE) composition. In some embodiments, the composition is an oil dispersion (OD) composition. In some embodiments, the composition is an emulsion (EC) composition.

[0167] In some embodiments, the stable liquid composition is a suspension concentrate (SC) composition comprising at least one stabilizing surfactant. In some embodiments, the stable liquid composition is a suspension concentrate (SC) composition comprising two stabilizing surfactants.

[0168] In some embodiments, the stable liquid composition is a suspoemulsion (SE) composition comprising at least one stabilizing surfactant. In some embodiments, the stable liquid composition is a suspoemulsion (SE) composition comprising two stabilizing surfactants.

[0169] In some embodiments, the stable liquid composition is a suspension concentrate (SC) composition having a pH in the range of 5 to 7.5.

[0170] In some embodiments, the stable liquid composition is a suspoemulsion (SE) composition having a pH in the range of 5 to 7.5.

[0171] In some embodiments, the stable liquid composition is an oil-dispersed (OD) composition having a water content of less than 0.5% by weight based on the total weight of the composition. In some embodiments, the stable liquid composition is an oil-dispersed (OD) composition having a water content of 0.2% by weight or less based on the total weight of the composition. In some embodiments, the stable liquid composition is an OD composition having a water content of less than 0.2% by weight based on the total weight of the composition. In some embodiments, the stable liquid composition is an oil-dispersed (OD) composition having a water content of 0.1% by weight or less based on the total weight of the composition. In some embodiments, the stable liquid composition is an OD composition having a water content of less than 0.1% by weight based on the total weight of the composition. In some embodiments, the OD composition has a water content of 0.19% by weight, 0.18% by weight, 0.17% by weight, 0.16% by weight, 0.15% by weight, 0.14% by weight, 0.13% by weight, 0.12% by weight, 0.11% by weight, 0.1% by weight, 0.09% by weight, 0.08% by weight, 0.07% by weight, 0.06% by weight, 0.05% by weight, 0.04% by weight, or 0.03% by weight, based on the total weight of the composition.

[0172] In some embodiments, the stable liquid composition is an emulsion (EC) composition having a water content of less than 0.5% by weight based on the total weight of the composition. In some embodiments, the stable liquid composition is an emulsion (EC) composition having a water content of 0.2% by weight or less based on the total weight of the composition. In some embodiments, the stable liquid composition is an emulsion (EC) composition having a water content of less than 0.2% by weight based on the total weight of the composition. In some embodiments, the stable liquid composition is an emulsion (EC) composition having a water content of 0.1% by weight or less based on the total weight of the composition. In some embodiments, the stable liquid composition is an emulsion (EC) composition having a water content of less than 0.1% by weight based on the total weight of the composition. In some embodiments, the EC composition has a water content of 0.19% by weight, 0.18% by weight, 0.17% by weight, 0.16% by weight, 0.15% by weight, 0.14% by weight, 0.13% by weight, 0.12% by weight, 0.11% by weight, 0.1% by weight, 0.09% by weight, 0.08% by weight, 0.07% by weight, 0.06% by weight, 0.05% by weight, 0.04% by weight, or 0.03% by weight, based on the total weight of the composition.

[0173] In some embodiments, the composition comprises an aqueous liquid carrier, and the aqueous composition has a viscosity of at least 500 cP. In some embodiments, the composition comprises an aqueous liquid carrier, and the aqueous composition has a viscosity of 3000 cP or less.

[0174] In some embodiments, the stable liquid composition is a suspension concentrate (SC) composition, and the SC composition has a viscosity of at least 500 cP. In some embodiments, the stable liquid composition is a suspension concentrate (SC) composition, and the SC composition has a viscosity of 800 cP to 3000 cP. In some embodiments, the stable liquid composition is a suspension concentrate (SC) composition, and the SC composition has a viscosity of 1600 cP to 2200 cP. In some embodiments, the stable liquid composition is a suspension concentrate (SC) composition, and the SC composition has a viscosity of 3000 cP or less.

[0175] In some embodiments, the composition comprises a non-aqueous liquid carrier, the non-aqueous composition having a viscosity of at least 500 cP. In some embodiments, the composition comprises a non-aqueous liquid carrier, the non-aqueous composition having a viscosity of 3000 cP or less.

[0176] In some embodiments, the stable liquid composition is an oil-dispersed (OD) composition, and the OD composition has a viscosity of at least 500 cP. In some embodiments, the stable liquid composition is an oil-dispersed (OD) composition, and the OD composition has a viscosity of 500 cP to 2500 cP. In some embodiments, the stable liquid composition is an oil-dispersed (OD) composition, and the OD composition has a viscosity of 2500 cP or less.

[0177] Viscosity can be measured using the CIPAC MT192 rotational viscometer, the entire contents of which are incorporated into this application by reference. Where viscosity is described in this application, viscosity is measured using the CIPAC MT192 with spindle 62 at 12 rpm or spindle 63 at 12 rpm.

[0178] In some embodiments, viscosity is measured at 12 rpm using spindle 62. In some embodiments, viscosity is measured at 12 rpm using spindle 63. In some embodiments, the composition has a viscosity of at least 500 cP when measured using CIPAC MT192 with spindle 62 or spindle 63 at 12 rpm. In some embodiments, the composition has a viscosity of 500 cP to 3000 cP when measured using CIPAC MT192 with spindle 62 or spindle 63 at 12 rpm. In some embodiments, the composition has a viscosity of 500 cP to 2500 cP when measured using CIPAC MT192 with spindle 62 or spindle 63 at 12 rpm. In some embodiments, the composition has a viscosity of 800 cP to 3000 cP when measured using CIPAC MT192 with spindle 62 or spindle 63 at 12 rpm. In some embodiments, the composition has a viscosity of 1600 cP to 2200 cP when measured using CIPAC MT192 with spindle 62 at 12 rpm or with spindle 63 at 12 rpm. In some embodiments, the composition has a viscosity of 3000 cP or less when measured using CIPAC MT192 with spindle 62 at 12 rpm or with spindle 63 at 12 rpm.

[0179] In some embodiments, the total amount of aqueous liquid carrier in the composition is in the range of about 30% to about 70% by weight based on the total weight of the composition. In some embodiments, the total amount of aqueous liquid carrier in the composition is in the range of about 40% to about 60% by weight based on the total weight of the composition. In some embodiments, the total amount of aqueous liquid carrier in the composition is in the range of about 40% to about 50% by weight based on the total weight of the composition.

[0180] In some embodiments, the total amount of aqueous liquid carrier in the SC composition is in the range of about 30% to about 70% by weight based on the total weight of the composition. In some embodiments, the total amount of aqueous liquid carrier in the SC composition is in the range of about 40% to about 60% by weight based on the total weight of the composition. In some embodiments, the total amount of aqueous liquid carrier in the SC composition is in the range of about 40% to about 50% by weight based on the total weight of the composition.

[0181] In some embodiments, the total amount of aqueous liquid carrier in the SE composition is in the range of about 30% to about 70% by weight based on the total weight of the composition. In some embodiments, the total amount of aqueous liquid carrier in the SE composition is in the range of about 40% to about 60% by weight based on the total weight of the composition. In some embodiments, the total amount of aqueous liquid carrier in the SE composition is in the range of about 40% to about 50% by weight based on the total weight of the composition.

[0182] In some embodiments, the total amount of non-aqueous liquid carriers in the composition is in the range of about 30% to about 80% by weight based on the total weight of the composition. In some embodiments, the total amount of non-aqueous liquid carriers in the composition is in the range of about 40% to about 70% by weight based on the total weight of the composition. In some embodiments, the total amount of non-aqueous liquid carriers in the composition is in the range of about 50% by weight based on the total weight of the composition.

[0183] In some embodiments, the total amount of non-aqueous liquid carriers in the OD composition is in the range of about 30% to about 80% by weight based on the total weight of the composition. In some embodiments, the total amount of non-aqueous liquid carriers in the OD composition is in the range of about 40% to about 70% by weight based on the total weight of the composition. In some embodiments, the total amount of non-aqueous liquid carriers in the OD composition is in the range of about 50% by weight based on the total weight of the composition.

[0184] In some embodiments, the total amount of non-aqueous liquid carriers in the EC composition is in the range of about 30% to about 80% by weight based on the total weight of the composition. In some embodiments, the total amount of non-aqueous liquid carriers in the EC composition is in the range of about 40% to about 70% by weight based on the total weight of the composition. In some embodiments, the total amount of non-aqueous liquid carriers in the EC composition is in the range of about 40% to about 80% by weight based on the total weight of the composition. In some embodiments, the total amount of non-aqueous liquid carriers in the EC composition is in the range of about 80% by weight based on the total weight of the composition.

[0185] In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 5 g / L to 750 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 150 g / L to 750 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 200 g / L to 250 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 300 g / L to 750 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 300 g / L to 400 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 400 g / L to 500 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 400 g / L to 600 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 500 g / L to 600 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 600 g / L to 700 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 400 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 450 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 500 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 550 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 600 g / L. In some embodiments, the concentration of the compound of formula I in the stable liquid composition is 660 g / L.

[0186] In some embodiments, the concentration of the compound of formula I in the composition is greater than 5% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the composition is greater than 10% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the composition is greater than 25% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the composition is greater than 50% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the composition is less than 75% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the composition is less than 90% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the composition is 20% to 30% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the composition is about 25% by weight based on the total weight of the stable composition.

[0187] In some embodiments, the concentration of the compound of formula I in the SC composition is greater than 25% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the SC composition is greater than 50% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the SC composition is 50% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the SC composition is 25% to 75% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the SC composition is 50% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the SC composition is 35% to 45% by weight based on the total weight of the composition. In some embodiments, the concentration of the compound of formula I in the SC composition is about 42% by weight based on the total weight of the composition.

[0188] In some embodiments, the concentration of the compound of formula I in the SE composition is greater than 25% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the SE composition is greater than 50% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the SE composition is 50% by weight based on the total weight of the stable liquid composition.

[0189] In some embodiments, the concentration of the compound of formula I in the OD composition is greater than 10% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the OD composition is greater than 25% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the OD composition is greater than 50% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the OD composition is 50% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the OD composition is 10% to 50% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the OD composition is 15% to 25% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the OD composition is 15% to 25% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the OD composition is 20% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the OD composition is 20% to 30% by weight based on the total weight of the stable composition. In some embodiments, the concentration of the compound of formula I in the OD composition is about 25% by weight based on the total weight of the stable composition.

[0190] In some embodiments, the concentration of the compound of formula I in the OD composition is 200 g / L to 250 g / L.

[0191] In some embodiments, the concentration of the compound of formula I in the EC composition is greater than 5% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the EC composition is greater than 10% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the EC composition is greater than 25% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the EC composition is between 5% and 25% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the EC composition is between 5% and 10% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the EC composition is 5% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the EC composition is between 1% and 10% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the EC composition is between 4% and 5% by weight based on the total weight of the stable liquid composition. In some embodiments, the concentration of the compound of formula I in the EC composition is about 4.8% by weight, based on the total weight of the stable liquid composition.

[0192] In some embodiments, more than 95% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixtures thereof. In some embodiments, more than 96% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixtures thereof. In some embodiments, more than 97% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixtures thereof. In some embodiments, more than 98% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixtures thereof. In some embodiments, more than 99% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixtures thereof. In some embodiments, the amount of compound of formula I is substantially pure form I polymorph, form II polymorph, hydrate, or mixtures thereof.

[0193] In some embodiments, 95% or more of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 96% or more of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 97% or more of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 98% or more of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 99% or more of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0194] In some embodiments, the compound of formula I is polymorphic to form I.

[0195] In some embodiments, 95% or more of the compound of formula I is in the form of polymorph I. In some embodiments, 96% or more of the compound of formula I is in the form of polymorph I. In some embodiments, 97% or more of the compound of formula I is in the form of polymorph I. In some embodiments, 98% or more of the compound of formula I is in the form of polymorph I. In some embodiments, 99% or more of the compound of formula I is in the form of polymorph I. In some embodiments, 99.5% or more of the compound of formula I is in the form of polymorph I. In some embodiments, 100% of the compound of formula I is in the form of polymorph I.

[0196] In some embodiments, the compound of formula I is polymorphic to form II.

[0197] In some embodiments, 95% or more of the compound of formula I is in the form of polymorph II. In some embodiments, 96% or more of the compound of formula I is in the form of polymorph II. In some embodiments, 97% or more of the compound of formula I is in the form of polymorph II. In some embodiments, 98% or more of the compound of formula I is in the form of polymorph II. In some embodiments, 99% or more of the compound of formula I is in the form of polymorph II. In some embodiments, 99.5% or more of the compound of formula I is in the form of polymorph II. In some embodiments, 100% of the compound of formula I is in the form of polymorph II.

[0198] In some embodiments, the compound of formula I is a hydrate. In some embodiments, the hydrate is a hydrate.

[0199] In some embodiments, 95% or more of the compound of formula I is in the form of a hydrate. In some embodiments, 96% or more of the compound of formula I is in the form of a hydrate. In some embodiments, 97% or more of the compound of formula I is in the form of a hydrate. In some embodiments, 98% or more of the compound of formula I is in the form of a hydrate. In some embodiments, 99% or more of the compound of formula I is in the form of a hydrate. In some embodiments, 99.5% or more of the compound of formula I is in the form of a hydrate. In some embodiments, 100% of the compound of formula I is in the form of a hydrate.

[0200] In some embodiments, the compound of formula I is a solvate. In some embodiments, the solvate is solvate form S5, solvate form S8, solvate form S1, or any combination thereof.

[0201] In some embodiments, the compound of formula I is a polymorph of form I, a polymorph of form II, a hydrate, a solvate, or a mixture of any combination thereof. In some embodiments, the hydrate is a hydrate. In some embodiments, the solvate is solvate form S5, solvate form S8, solvate form S1, or any combination thereof.

[0202] In some embodiments, the compound of formula I is a mixture of polymorph I and a hydrate. In some embodiments, the hydrate is a hydrate.

[0203] In some embodiments, the weight ratio of morph I polymorph to hydrate in the mixture is 20:1 to 1:20. In some embodiments, the weight ratio of morph I polymorph to hydrate in the mixture is 10:1 to 1:10. In some embodiments, the weight ratio of morph I polymorph to hydrate in the mixture is 5:1 to 1:5. In some embodiments, the weight ratio of morph I polymorph to hydrate in the mixture is 4:1 to 1:4. In some embodiments, the weight ratio of morph I polymorph to hydrate in the mixture is 2:1 to 1:2. In some embodiments, the weight ratio of morph I polymorph to hydrate in the mixture is 1:1. In some embodiments, the weight ratio of morph I polymorph to hydrate in the mixture is 1.5:1 to 20:1. In some embodiments, the weight ratio of morph I polymorph to hydrate in the mixture is 4:1.

[0204] In some embodiments, the amount of compound of formula I is a mixture of polymorph I and hydrate, with hydrate accounting for 45% by weight or less of the amount of compound of formula I. In some embodiments, the amount of compound of formula I is a mixture of polymorph I and hydrate, with hydrate accounting for 35% by weight or less of the amount of compound of formula I. In some embodiments, the amount of compound of formula I is a mixture of polymorph I and hydrate, with hydrate accounting for 25% by weight or less of the amount of compound of formula I. In some embodiments, the amount of compound of formula I is a mixture of polymorph I and hydrate, with hydrate accounting for 20% by weight or less of the amount of compound of formula I. In some embodiments, the amount of compound of formula I is a mixture of polymorph I and hydrate, with hydrate accounting for 10% by weight or less of the amount of compound of formula I. In some embodiments, the amount of compound of formula I is a mixture of polymorph I and hydrate, with hydrate accounting for 5% by weight or less of the amount of compound of formula I. In some embodiments, the amount of compound I is a mixture of polymorph I and hydrate, with about 20% by weight of the compound I being the hydrate.

[0205] In some embodiments, the compound of formula I is a mixture of polymorph I and polymorph II.

[0206] In some embodiments, the weight ratio of morph I polymorph to morph II polymorph in the mixture is 20:1 to 1:20. In some embodiments, the weight ratio of morph I polymorph to morph II polymorph in the mixture is 10:1 to 1:10. In some embodiments, the weight ratio of morph I polymorph to morph II polymorph in the mixture is 5:1 to 1:5. In some embodiments, the weight ratio of morph I polymorph to morph II polymorph in the mixture is 4:1 to 1:4. In some embodiments, the weight ratio of morph I polymorph to morph II polymorph in the mixture is 2:1 to 1:2. In some embodiments, the weight ratio of morph I polymorph to morph II polymorph in the mixture is 1:1.

[0207] In some embodiments, the compound of formula I is a mixture of polymorph II and a hydrate. In some embodiments, the hydrate is a hydrate.

[0208] In some embodiments, the weight ratio of the polymorph (Form II) to the hydrate in the mixture is 20:1 to 1:20. In some embodiments, the weight ratio of the polymorph (Form II) to the hydrate in the mixture is 10:1 to 1:10. In some embodiments, the weight ratio of the polymorph (Form II) to the hydrate in the mixture is 5:1 to 1:5. In some embodiments, the weight ratio of the polymorph (Form II) to the hydrate in the mixture is 4:1 to 1:4. In some embodiments, the weight ratio of the polymorph (Form II) to the hydrate in the mixture is 2:1 to 1:2. In some embodiments, the weight ratio of the polymorph (Form II) to the hydrate in the mixture is 1:1.

[0209] In some embodiments, the weight ratio of morphology II polymorph to hydrate in the mixture is 20:1 to 1:20. In some embodiments, the weight ratio of morphology II polymorph to hydrate in the mixture is 10:1 to 1:10. In some embodiments, the weight ratio of morphology II polymorph to hydrate in the mixture is 5:1 to 1:5. In some embodiments, the weight ratio of morphology II polymorph to hydrate in the mixture is 4:1 to 1:4. In some embodiments, the weight ratio of morphology II polymorph to hydrate in the mixture is 2:1 to 1:2. In some embodiments, the weight ratio of morphology II polymorph to hydrate in the mixture is 1:1.

[0210] In some embodiments, the compound of formula I is a mixture of polymorph I, polymorph II, and a hydrate. In some embodiments, the hydrate is a hydrate.

[0211] In some embodiments, the compound of formula I is a mixture of a hydrate and a solvate. In some embodiments, the hydrate is a hydrate. In some embodiments, the solvate is solvate form S5, solvate form S8, solvate form S1, or any combination thereof.

[0212] In some embodiments, the composition containing a non-aqueous liquid carrier does not contain phosphoric acid. In some embodiments, the composition does not contain 2% or 5% phosphoric acid. In some embodiments, the composition contains 2% by weight or less phosphoric acid. In some embodiments, the composition contains 5% by weight or less phosphoric acid.

[0213] In some embodiments, the composition containing a non-aqueous liquid carrier does not contain urea. In some embodiments, the composition does not contain 1% or 2% urea. In some embodiments, the composition contains 1% by weight or less of urea. In some embodiments, the composition contains 2% by weight or less of urea.

[0214] In some embodiments, compositions containing a non-aqueous liquid carrier do not contain propyl gallate.

[0215] In some embodiments, the composition containing the non-aqueous liquid carrier does not contain dimethyl sulfoxide (DMSO).

[0216] In some embodiments, the composition containing a non-aqueous liquid carrier does not contain morpholine.

[0217] In some embodiments, the composition includes a non-aqueous liquid carrier and does not contain N-methylpyrrolidone.

[0218] The present invention (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) aqueous liquid carriers, and (c) Provides a stable suspension concentrate (SC) composition comprising at least one stabilizing surfactant, The composition has a pH in the range of 5 to 7.5.

[0219] The present invention (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) aqueous liquid carriers, and (c) Provides a suspoemulsion (SE) composition comprising at least one stabilizing surfactant, The composition has a pH in the range of 5 to 7.5.

[0220] The present invention (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Non-aqueous liquid carriers, and (c) Provides an oil dispersion (OD) composition comprising at least one stabilizing surfactant, The water content in the composition is less than 0.5% by weight based on the total weight of the composition, and / or the viscosity of the composition is at least 500 cP.

[0221] The present invention (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Non-aqueous liquid carriers, and (c) Provides an emulsion (EC) composition comprising at least one stabilizing surfactant, The water content in the composition is less than 0.5% by weight based on the total weight of the composition.

[0222] In some embodiments, a non-aqueous liquid carrier is used as an adjuvant.

[0223] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Provides a suspension concentrate (SC) composition comprising an aqueous liquid carrier, The composition has one, two, three, or four of the following characteristics: (i) The concentration of the compound of formula I in the composition is 50% by weight or less based on the total weight of the composition. (ii) The composition comprises a siloxane polyalkylene oxide copolymer in a concentration of 0.01 to 0.8% by weight based on the total weight of the composition. (iii) The composition does not contain a block copolymer of vinylpyrrolidone and vinyl acetate (VP / VA), (iv) The composition does not contain magnesium aluminum silicate.

[0224] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Provides an emulsion (EC) composition comprising a non-aqueous liquid carrier, The composition has one, two, or three of the following characteristics: (i) The non-aqueous liquid carrier is acetophenone, (ii) The composition comprises at least one fatty alcohol alkoxy ether and / or at least one alkyl fatty acid ester, (iii) The concentration of compound I in the composition is 50 g / L.

[0225] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Provide an oil dispersion (OD) composition comprising a non-aqueous liquid carrier.

[0226] The present invention also provides an oil dispersion (OD) composition comprising the following admixture components: (a) a fungicidal and substantially pure amount of the compound of formula I, or a fungicidal amount of a mixture containing the compound of formula I: [ka] , A mixture in which 95% or more by weight is a compound of formula I, and (b) Non-aqueous liquid carrier.

[0227] In some embodiments, 96% by weight or more of the mixture is the compound of formula I. In some embodiments, 97% by weight or more of the mixture is the compound of formula I.

[0228] In some embodiments, the compound of formula I is polymorphic to form I.

[0229] In some embodiments, the non-aqueous composition has a water content of less than 0.5% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of less than 0.4% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of less than 0.3% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of less than 0.2% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of 0.2% by weight or less based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of less than 0.1% by weight based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of 0.1% by weight or less based on the total weight of the composition. In some embodiments, the non-aqueous composition has a water content of 0.19% by weight, 0.18% by weight, 0.17% by weight, 0.16% by weight, 0.15% by weight, 0.14% by weight, 0.13% by weight, 0.12% by weight, 0.11% by weight, 0.1% by weight, 0.09% by weight, 0.08% by weight, 0.07% by weight, 0.06% by weight, 0.05% by weight, 0.04% by weight, or 0.03% by weight, based on the total weight of the composition.

[0230] In some embodiments, the non-aqueous composition includes a water scavenger.

[0231] In some embodiments, the concentration of the compound of formula I in the non-aqueous composition is 250 g / L.

[0232] The present invention also provides an oil dispersion (OD) composition comprising the following admixture components: (a) a fungicidal and substantially pure amount of the compound of formula I, or a fungicidal amount of a mixture containing the compound of formula I: [ka] , A mixture in which 95% or more by weight is a compound of formula I, and (b) Non-aqueous liquid carrier. The composition has one, two, or more of the following characteristics: (i) The composition further comprises at least one fatty alcohol alkoxy ether and / or fatty acid ester, (ii) The composition comprises at least one effective amount of water scavenger, (iii) The water content is less than 0.5% by weight based on the total weight of the composition. (iv) The concentration of the compound of formula I in the composition is 250 g / L.

[0233] In some embodiments, the water scavenger is tetraethyl orthosilicate and / or epoxidized soybean oil.

[0234] In some embodiments, the amount of water scavenger in the composition is 5% by weight based on the total weight of the composition.

[0235] In some embodiments, the amount of tetraethyl orthosilicate in the composition is 5% by weight based on the total weight of the composition. In some embodiments, the amount of epoxidized soybean oil in the composition is 5% by weight based on the total weight of the composition.

[0236] In some embodiments, the epoxidized soybean oil is EPOXOL D65 (manufactured and sold by FACI SpA). In some embodiments, the epoxidized soybean oil is Agnique® ESO 81-G (manufactured and sold by BASF). In some embodiments, the amount of EPOXOL D65 in the composition is 5% by weight based on the total weight of the composition. In some embodiments, the amount of Agnique® ESO 81-G in the composition is 5% by weight based on the total weight of the composition.

[0237] In some embodiments, the compound of formula I is polymorphic to form I.

[0238] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Provides an oil dispersion (OD) composition comprising a non-aqueous liquid carrier, The composition has one, two, or three of the following characteristics: (i) The composition further comprises at least one fatty alcohol alkoxy ether and / or fatty acid ester, (ii) The composition further comprises 5% by weight of water scavenger based on the total weight of the composition, (iii) The concentration of the compound of formula I in the composition is 250 g / L.

[0239] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Provides an oil dispersion (OD) composition comprising a non-aqueous liquid carrier, The composition has one, two, or three of the following characteristics: (i) The composition further comprises at least one fatty alcohol alkoxy ether and / or fatty acid ester, (ii) The composition further comprises 5% by weight of tetraethyl orthosilicate based on the total weight of the composition, (iii) The concentration of the compound of formula I in the composition is 250 g / L.

[0240] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Provides an oil dispersion (OD) composition comprising a non-aqueous liquid carrier, The composition has one or two of the following characteristics: (i) The composition further comprises at least one fatty alcohol alkoxy ether and / or fatty acid ester, (ii) The composition contains less than 0.5% by weight of water based on the total weight of the composition.

[0241] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Provides an oil dispersion (OD) composition comprising a non-aqueous liquid carrier, The composition has one, two, or three of the following characteristics: (i) The composition further comprises at least one fatty alcohol alkoxy ether and / or fatty acid ester, (ii) The composition contains less than about 0.5% by weight of water based on the total weight of the composition. (iii) The concentration of the compound of formula I in the composition is approximately 250 g / L.

[0242] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Provides an oil dispersion (OD) composition comprising a non-aqueous liquid carrier, The composition has one, two, or three of the following characteristics: (i) The composition further comprises at least one fatty alcohol alkoxy ether and / or fatty acid ester, (ii) The composition further comprises an effective amount of at least one water scavenger, the water scavenger being tetraethyl orthosilicate and / or epoxidized soybean oil in an amount of 5% by weight based on the total weight of the composition. (iii) The concentration of the compound of formula I in the composition is 250 g / L.

[0243] The present invention also provides SC compositions comprising: b) 40-45% by weight of the compound of formula I, c) 0.15 to 0.25% by weight of xanthan gum based on the total weight of the composition. d) 0.5 to 0.6% by weight of anhydrous disodium phosphate based on the total weight of the composition e) 1.2 to 1.6% by weight of tristyrylphenol-polyethylene glycol ether based on the total weight of the composition. f) 0.1 to 0.2% by weight of potassium dihydrogen phosphate based on the total weight of the composition g) 1 to 3% by weight of 1,2-propanediol based on the total weight of the composition h) 0.01~0.05% by weight of biocides, i) 1-2% by weight of polydimethylsiloxane emulsion based on the total weight of the composition, j) 0.1 to 0.3% by weight of siloxane polyalkylene oxide copolymer based on the total weight of the composition k) 3.5 to 4% by weight of tristyrylphenol ethoxylate phosphate ester based on the total weight of the composition, l) 0.3 to 0.7% by weight of sodium diisopropylnaphthalene sulfonate based on the total weight of the composition, and m) 45-50% by weight of water based on the total weight of the composition

[0244] The present invention also provides SC compositions comprising: a) 41.67% by weight of the compound of formula I, b) 0.19% by weight of xanthan gum based on the total weight of the composition c) 0.58% by weight of anhydrous disodium phosphate based on the total weight of the composition d) 1.42% by weight of tristyrylphenol-polyethylene glycol ether based on the total weight of the composition. e) 0.14% by weight of potassium dihydrogen phosphate based on the total weight of the composition f) 1.96% by weight of 1,2-propanediol based on the total weight of the composition g) 0.0167% by weight of biocides, h) 1.5% by weight of polydimethylsiloxane emulsion based on the total weight of the composition, i) 0.2% by weight of siloxane polyalkylene oxide copolymer based on the total weight of the composition j) 3.75% by weight of tristyrylphenol ethoxylate phosphate ester based on the total weight of the composition k) 0.5% by weight of sodium diisopropylnaphthalene sulfonate based on the total weight of the composition, l) 48.575% by weight of water based on the total weight of the composition.

[0245] The present invention also provides SC compositions comprising: a) 40-45% by weight of the compound of formula I, b) 0.3 to 0.7% by weight of sodium diisopropylnaphthalene sulfonate based on the total weight of the composition c) 3 to 5% by weight of 2,4,6-tris(1-phenylethyl) polyoxyethylene phosphate based on the total weight of the composition, d) A composition comprising 1.4 to 1.8% by weight of 2,4,6-tri-(1-phenylethyl)-phenol polyglycol ether, 54 EO, based on the total weight of the composition. e) 1-3% by weight of propylene glycol based on the total weight of the composition f) 0.2-0.3% by weight of polyalkylene oxide-modified heptamethyltrisiloxane based on the total weight of the composition. g) 0.5 to 1.5% by weight of polydimethylsiloxane defoaming emulsion based on the total weight of the composition, h) 7-8% by weight of xanthan gum based on the total weight of the composition i) 0.1 to 0.2% by weight of potassium dihydrogen phosphate based on the total weight of the composition j) 0.5 to 0.6% by weight of anhydrous disodium phosphate based on the total weight of the composition. k) 0.05 to 0.1% by weight of a biocide based on the total weight of the composition, l) 35-45% by weight of water based on the total weight of the composition

[0246] The present invention also provides SC compositions comprising: a) 42% by weight of the compound of formula I, b) 0.5% by weight of sodium diisopropylnaphthalene sulfonate based on the total weight of the composition c) 4% by weight of 2,4,6-tris(1-phenylethyl) polyoxyethylene phosphate based on the total weight of the composition, d) 1.6% by weight of 2,4,6-tri-(1-phenylethyl)-phenol polyglycol ether containing 54 EO, based on the total weight of the composition. e) 2% by weight of propylene glycol based on the total weight of the composition f) 0.25% by weight of polyalkylene oxide-modified heptamethyltrisiloxane based on the total weight of the composition. g) 1% by weight of polydimethylsiloxane defoaming emulsion based on the total weight of the composition, h) 7.4% by weight of xanthan gum based on the total weight of the composition i) 0.14% by weight of potassium dihydrogen phosphate based on the total weight of the composition j) 0.57% by weight of anhydrous disodium phosphate based on the total weight of the composition k) 0.08% by weight of biocides based on the total weight of the composition, l) 40% by weight of water based on the total weight of the composition

[0247] The present invention also provides an emulsion (EC) composition comprising: a) 4.5 to 5% by weight of the compound of formula I based on the total weight of the composition b) 7-8% by weight of C16-C18 alcohol ethoxylate propoxylate ethers based on the total weight of the composition. c) 22-25% by weight of tristyrylphenol ethoxylate based on the total weight of the composition, d) 3-4% by weight of a fatty alcohol alkoxylate blend in propylene glycol, based on the total weight of the composition, and e) 55-65% by weight of acetophenone based on the total weight of the composition.

[0248] The present invention also provides an EC composition comprising: a) 4.74% by weight of the compound of formula I based on the total weight of the composition b) 7.11% by weight of C16-C18 alcohol ethoxylate propoxylate ethers based on the total weight of the composition. c) 23.22% by weight of tristyrylphenol ethoxylate based on the total weight of the composition d) 3.79% by weight of a fatty alcohol alkoxylate blend in propylene glycol, based on the total weight of the composition, and e) 61.14% by weight of acetophenone based on the total weight of the composition.

[0249] The present invention also provides an emulsion (EC) composition comprising: a) 4-5% by weight of the compound of formula I based on the total weight of the composition b) 22-24% by weight of tristyrylphenol ethoxylate based on the total weight of the composition, c) 5-6% by weight of fatty alcohol alkoxylate blend in propylene glycol, based on the total weight of the composition. d) 5-6% by weight of C16-C18 alcohol ethoxylate propoxylate ethers based on the total weight of the composition, and e) 60-65% by weight of acetophenone based on the total weight of the composition.

[0250] The present invention also provides an emulsion (EC) composition comprising: a) 4.8% by weight of the compound of formula I based on the total weight of the composition b) 23% by weight of tristyrylphenol ethoxylate based on the total weight of the composition, c) 5.5% by weight of a fatty alcohol alkoxylate blend in propylene glycol, based on the total weight of the composition. d) 5.5% by weight of C16-C18 alcohol ethoxylate propoxylate ethers based on the total weight of the composition, and e) 61% by weight of acetophenone based on the total weight of the composition.

[0251] The present invention also provides an OD composition comprising: a) 23-27% by weight of the compound of formula I based on the total weight of the composition, b) 2-4% by weight of polymer based on the total weight of the composition c) 2-4% by weight of alkoxylated fatty alcohols based on the total weight of the composition d) 5-7% by weight of sodium dioctyl sulfosuccinate based on the total weight of the composition e) 5-7% by weight of ethoxylate propoxylate alcohol based on the total weight of the composition f) 2-4% by weight of alkoxylated fatty alcohol based on the total weight of the composition g) 4-6% by weight of tetraethyl orthosilicate based on the total weight of the composition, h) 0.1 to 1% by weight of hydrophilic fumed silica based on the total weight of the composition, and i) 40-55% by weight of C18 methyl canolate ester based on the total weight of the composition.

[0252] The present invention also provides an OD composition comprising: a) 25% by weight of the compound of formula I based on the total weight of the composition b) 3% by weight of polymer based on the total weight of the composition c) 3% by weight of alkoxylated fatty alcohol based on the total weight of the composition d) 6% by weight of sodium dioctyl sulfosuccinate based on the total weight of the composition e) 6% by weight of ethoxylate propoxylate alcohol based on the total weight of the composition f) 3% by weight of alkoxylated fatty alcohol based on the total weight of the composition g) 5% by weight of tetraethyl orthosilicate based on the total weight of the composition h) 0.5% by weight of hydrophilic fumed silica based on the total weight of the composition, i) 48.5% by weight of C18 methyl canolate ester based on the total weight of the composition.

[0253] The present invention also provides an OD composition comprising: a) 23-27% by weight of the compound of formula I based on the total weight of the composition, b) 2-4% by weight of polymer dispersant based on the total weight of the composition c) 2-4% by weight of polymer based on the total weight of the composition d) 5-7% by weight of sodium dioctyl sulfosuccinate based on the total weight of the composition e) 5-7% by weight of ethoxylate propoxylate alcohol based on the total weight of the composition f) 2-4% by weight of alkoxylated fatty alcohol based on the total weight of the composition g) 4-6% by weight of tetraethyl orthosilicate based on the total weight of the composition, h) 2-3% by weight of hydrophilic fumed silica based on the total weight of the composition, i) 40-50% by weight of C18 methyl canolate ester based on the total weight of the composition.

[0254] The present invention also provides an OD composition comprising: a) 25% by weight of the compound of formula I based on the total weight of the composition b) 3% by weight of polymer dispersant based on the total weight of the composition c) 3% by weight of polymer based on the total weight of the composition d) 6% by weight of sodium dioctyl sulfosuccinate based on the total weight of the composition e) 6% by weight of ethoxylate propoxylate alcohol based on the total weight of the composition f) 3% by weight of alkoxylated fatty alcohol based on the total weight of the composition g) 5% by weight of tetraethyl orthosilicate based on the total weight of the composition h) 2.6% by weight of hydrophilic fumed silica based on the total weight of the composition, and i) 46.4% by weight of C18 methyl canolate ester based on the total weight of the composition.

[0255] The present invention also provides an OD composition comprising: a) 23-27% by weight of the compound of formula I based on the total weight of the composition, b) 2-4% by weight of polymer dispersant based on the total weight of the composition c) 4-6% by weight of polymer based on the total weight of the composition d) 5-7% by weight of sodium dioctyl sulfosuccinate based on the total weight of the composition e) 5-7% by weight of ethylene oxide and propylene oxide block copolymer based on the total weight of the composition, f) 4-6% by weight of ethoxylated isotridecyl alcohol based on the total weight of the composition. g) 4-6% by weight of tetraethyl orthosilicate based on the total weight of the composition, h) 0.1 to 0.3% by weight of decamethylcyclopentasiloxane based on the total weight of the composition. i) 3-4% by weight of polysorbate based on the total weight of the composition, j) 40-45% by weight of C16-C18 unsaturated fatty acid methyl esters based on the total weight of the composition.

[0256] The present invention also provides an OD composition comprising: a) 26% by weight of the compound of formula I based on the total weight of the composition b) 3% by weight of polymer dispersant based on the total weight of the composition c) 5% by weight of polymer based on the total weight of the composition d) 6% by weight of sodium dioctyl sulfosuccinate based on the total weight of the composition e) 6% by weight of ethylene oxide and propylene oxide block copolymer based on the total weight of the composition, f) 5% by weight of ethoxylated isotridecyl alcohol based on the total weight of the composition g) 5% by weight of tetraethyl orthosilicate based on the total weight of the composition h) 0.2% by weight of decamethylcyclopentasiloxane based on the total weight of the composition i) 3.25% by weight of polysorbate based on the total weight of the composition j) 41% by weight of C16-C18 unsaturated fatty acid methyl esters based on the total weight of the composition.

[0257] The present invention also provides an OD composition comprising: a) 23-27% by weight of the compound of formula I based on the total weight of the composition, b) 2-4% by weight of polymer dispersant based on the total weight of the composition c) 4-6% by weight of polymer based on the total weight of the composition d) 5-7% by weight of sodium dioctyl sulfosuccinate based on the total weight of the composition e) 5-7% by weight of ethylene oxide and propylene oxide block copolymer based on the total weight of the composition, f) 4-6% by weight of ethoxylated isotridecyl alcohol based on the total weight of the composition. g) 4-6% by weight of epoxidized soybean oil based on the total weight of the composition, h) 2-3% by weight of decamethylcyclopentasiloxane based on the total weight of the composition, i) 3-4% by weight of polysorbate based on the total weight of the composition, j) 35-45% by weight of C16-C18 unsaturated fatty acid methyl esters based on the total weight of the composition.

[0258] The present invention also provides an OD composition comprising: a) 26% by weight of the compound of formula I based on the total weight of the composition b) 3% by weight of polymer dispersant based on the total weight of the composition c) 5% by weight of polymer based on the total weight of the composition d) 6% by weight of sodium dioctyl sulfosuccinate based on the total weight of the composition e) 6% by weight of ethylene oxide and propylene oxide block copolymer based on the total weight of the composition, f) 5% by weight of ethoxylated isotridecyl alcohol based on the total weight of the composition g) 5% by weight of epoxidized soybean oil based on the total weight of the composition h) 2.5% by weight of decamethylcyclopentasiloxane based on the total weight of the composition i) 3.25% by weight of polysorbate based on the total weight of the composition j) 39% by weight of C16-C18 unsaturated fatty acid methyl esters based on the total weight of the composition.

[0259] The present invention also provides a stable liquid composition comprising the following admixtures: (a) a fungicidal and substantially pure amount of the compound of formula I, or a fungicidal amount of a mixture containing the compound of formula I: [ka] , A mixture in which 95% or more by weight is a compound of formula I, and (b) Liquid carrier.

[0260] Any one of the compositions described herein, which includes a list of components, may also be described as a composition comprising a blending material containing the same list of components.

[0261] In some embodiments, the mixture contains an effective fungicidal amount of the compound of formula I, and 95% by weight or more of the mixture is the compound of formula I.

[0262] In some embodiments of the present invention as described herein, the composition is stable. In some embodiments of the present invention as described herein, the decomposition of the amount of compound of formula I in the composition after storage at 54°C for two weeks is less than 10%. In some embodiments of the present invention as described herein, the decomposition of the amount of compound of formula I in the composition after storage at 54°C for two weeks is less than 5%.

[0263] (i) Compounds of formula I The compounds of formula I of the present invention refer to any solid form, including amorphous, crystalline, solvate, or hydrate, but are not limited to these.

[0264] The compound of formula I includes the crystalline form of the compound of formula I.

[0265] In some embodiments, the crystalline form is anhydrous crystalline form. In some embodiments, the anhydrous crystalline form is polymorphic. In some embodiments, the anhydrous crystalline form is pseudopolymorphic.

[0266] The polymorphs of the compound of formula I are described in PCT international application publication number WO / 2019 / 038583 (published on February 28, 2019), and the entire contents thereof are incorporated into this application by reference.

[0267] In some embodiments, the crystalline form is a hydrate.

[0268] In some embodiments, the crystalline form is a solvate. In some embodiments, the solvate contains 1,4-dioxane. In some embodiments, the solvate contains tetrahydrofuran. In some embodiments, the solvate contains ethyl acetate.

[0269] In some embodiments, the crystalline polymorph (morph I polymorph) exhibits an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.70, 24.83, 25.37, 26.51, and 29.23. In one embodiment, the powder X-ray diffraction pattern of morph I includes characteristic peaks at 2θ angles of 14.05, 17.51, 18.75, 21.63, and 26.51. In one embodiment, the powder X-ray diffraction pattern of morph I includes characteristic peaks at 2θ angles of 14.05, 17.51, 18.75, and 21.63.

[0270] In some embodiments, the crystalline polymorph (morph I polymorph) is characterized by the fact that decomposition begins at temperatures above 210°C.

[0271] In some embodiments, the crystalline polymorph morph (morph I polymorph) shows a differential scanning calorimetry (DSC) thermogram characterized by a dominant endothermic peak with a peak temperature of approximately 160°C, a dominant endothermic peak with an onset temperature of approximately 159°C, and a dominant endothermic peak with a melting enthalpy of approximately 110 J / g.

[0272] In one embodiment, the crystalline polymorph (morph II polymorph) exhibits an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 7.98, 9.20, 9.96, 11.88, 15.99, 18.49, 21.23, 22.33, 22.59, and 26.73. In one embodiment, the powder X-ray diffraction pattern of morph II includes characteristic peaks at 2θ angles of 9.20, 9.96, 11.88, 22.33, and 22.59. In one embodiment, the powder X-ray diffraction pattern of morph II includes characteristic peaks at 2θ angles of 9.20, 11.88, 22.33, and 22.59.

[0273] In one embodiment, the crystalline polymorph (morphology II) exhibits a TG-FTIR thermogram characterized by decomposition beginning at temperatures above 210°C.

[0274] In one embodiment, the crystalline polymorph (morph II polymorph) shows a differential scanning calorimetry (DSC) thermogram characterized by a dominant endothermic peak with a peak temperature of approximately 157°C, a dominant endothermic peak with an onset temperature of approximately 156°C, and a dominant endothermic peak with a melting enthalpy of approximately 112 J / g.

[0275] In some embodiments, the compound of formula I is polymorphic. In some embodiments, the polymorph is form I as described herein. In some embodiments, the polymorph is form II as described herein.

[0276] In some embodiments, more than 95% of the polymorphic amount is morph I polymorph. In some embodiments, more than 96% of the polymorphic amount is morph I polymorph. In some embodiments, more than 97% of the polymorphic amount is morph I polymorph. In some embodiments, more than 98% of the polymorphic amount is morph I polymorph. In some embodiments, more than 99% of the polymorphic amount is morph I polymorph. In some embodiments, more than 99.5% of the polymorphic amount is morph I polymorph. In some embodiments, more than 99.9% of the polymorphic amount is morph I polymorph.

[0277] In some embodiments, more than 95% of the polymorphic amount is morph II polymorph. In some embodiments, more than 96% of the polymorphic amount is morph II polymorph. In some embodiments, more than 97% of the polymorphic amount is morph II polymorph. In some embodiments, more than 98% of the polymorphic amount is morph II polymorph. In some embodiments, more than 99% of the polymorphic amount is morph II polymorph. In some embodiments, more than 99.5% of the polymorphic amount is morph II polymorph. In some embodiments, more than 99.9% of the polymorphic amount is morph II polymorph.

[0278] In one embodiment, the crystalline hydrate form (Hydrate) exhibits an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 5.34, 7.48, 10.68, 16.05, 21.79, 22.99, 23.19, 24.95, 26.95, and 27.63. In one embodiment, the powder X-ray diffraction pattern of Hydrate includes characteristic peaks at 2θ angles of 5.34, 7.48, 10.68, 16.05, and 21.79. In one embodiment, the powder X-ray diffraction pattern of Hydrate includes characteristic peaks at 2θ angles of 5.34, 7.48, 10.68, and 16.05.

[0279] In one embodiment, the crystalline hydrate form (Hydrate) exhibits a TG-FTIR thermogram characterized by decomposition beginning at temperatures above 190°C.

[0280] In some embodiments, the compound of formula I is a hydrate. In some embodiments, the hydrate is the Hydrate described herein.

[0281] In some embodiments, more than 95% of the amount of hydrate is hydrate. In some embodiments, more than 96% of the amount of hydrate is hydrate. In some embodiments, more than 97% of the amount of hydrate is hydrate. In some embodiments, more than 98% of the amount of hydrate is hydrate. In some embodiments, more than 99% of the amount of hydrate is hydrate. In some embodiments, more than 99.5% of the amount of hydrate is hydrate. In some embodiments, more than 99.9% of the amount of hydrate is hydrate.

[0282] In one embodiment, the crystalline hydrate morphology (Hydrate) exhibits a differential scanning calorimetry (DSC) thermogram characterized by a dominant endothermic peak with a peak temperature of approximately 139.5°C, a dominant endothermic peak with an onset temperature of approximately 139°C, and a dominant endothermic peak with a melting enthalpy of approximately 115 J / g, the DSC being measured in a sealed pan.

[0283] In one embodiment, the crystalline hydrate morphology (Hydrate) exhibits a differential scanning calorimetry (DSC) thermogram characterized by a dominant endothermic peak with a peak temperature of approximately 160°C, a dominant endothermic peak with an onset temperature of approximately 159°C, and a dominant endothermic peak with a melting enthalpy of approximately 98 J / g, the DSC being measured in an open pan.

[0284] In one embodiment, the crystalline solvate form (form S5) exhibits an X-ray powder diffraction pattern with characteristic peaks at 2θ angles 5.42, 7.50, 10.06, 10.82, 12.80, 16.91, 21.55, 23.13, 24.83, 26.81, and 27.77. In one embodiment, the powder X-ray diffraction pattern of form S5 includes characteristic peaks at 2θ angles 5.42, 7.50, 10.06, 10.82, and 16.91. In one embodiment, the powder X-ray diffraction pattern of form S5 includes characteristic peaks at 2θ angles 5.42, 7.50, 10.82, and 16.91.

[0285] In one embodiment, the crystalline solvate form (form S5) shows a TG-FTIR thermogram characterized by decomposition beginning at temperatures above 180°C.

[0286] In one embodiment, the crystalline solvate form (form S8) exhibits the X-ray powder diffraction pattern shown in Figure 13, which has characteristic peaks at 2θ angles of 4.7, 5.00, 5.38, 6.26, 9.66, 15.93, 21.05, 23.97, and 24.69. In one embodiment, the powder X-ray diffraction pattern of form S8 includes characteristic peaks at 2θ angles of 4.7, 5.00, 5.38, 6.26, 9.66, and 23.97. In one embodiment, the powder X-ray diffraction pattern of form S8 includes characteristic peaks at 2θ angles of 4.7, 5.00, 9.66, and 23.97.

[0287] In one embodiment, the crystalline solvate form (form S8) shows a TG-FTIR thermogram characterized by decomposition beginning at temperatures above 180°C.

[0288] In one embodiment, the crystalline solvate form (form S1) exhibits an X-ray powder diffraction pattern having characteristic peaks at 2θ angles of 5.34, 7.48, 10.10, 10.68, 12.90, 16.07, 21.83, 23.09, 24.91, and 26.93. In one embodiment, the powder X-ray diffraction pattern of form S1 includes characteristic peaks at 2θ angles of 5.34, 7.48, and 10.68. In one embodiment, the powder X-ray diffraction pattern of form S1 includes characteristic peaks at 2θ angles of 5.34, 7.48, 10.68, and 21.83. In one embodiment, the powder X-ray diffraction pattern of form S1 includes characteristic peaks at 2θ angles of 5.34, 7.48, 10.68, 16.07, and 21.83.

[0289] In one embodiment, the crystalline solvate form (form S1) shows a TG-FTIR thermogram characterized by decomposition beginning at temperatures above 200°C.

[0290] In some embodiments, the compound of formula I is a mixture of crystalline forms of the compound of formula I.

[0291] In some embodiments, the mixture is a mixture of one or more anhydrous crystalline forms.

[0292] In some embodiments, the mixture is a mixture of crystalline form I and crystalline form II. In some embodiments, the mixture is at least 25% crystalline form I. In some embodiments, the mixture is at least 50% crystalline form I. In some embodiments, the mixture is at least 75% crystalline form I.

[0293] In some embodiments, the mixture is a mixture of crystalline form I and crystalline hydrate form. In some embodiments, the mixture is at least 25% crystalline form I. In some embodiments, the mixture is at least 50% crystalline form I. In some embodiments, the mixture is at least 75% crystalline form I.

[0294] In some embodiments, the mixture is a mixture of crystalline form II and crystalline hydrate form. In some embodiments, the mixture is at least 25% crystalline form II. In some embodiments, the mixture is at least 50% crystalline form II. In some embodiments, the mixture is at least 75% crystalline form II.

[0295] (ii) Appropriate stabilizing surfactant In some embodiments, the composition comprises at least one stabilizing surfactant. In some embodiments, the composition comprises at least two stabilizing surfactants. In some embodiments, the composition comprises a stabilization system.

[0296] In some embodiments, the composition includes a nonionic stabilizing surfactant. In some embodiments, the composition includes an anionic stabilizing surfactant. In some embodiments, the composition includes a combination of a nonionic stabilizing surfactant and an anionic stabilizing surfactant.

[0297] In some embodiments, the suspension concentrate (SC) composition comprises at least one stabilizing surfactant. In some embodiments, the suspension concentrate (SC) composition comprises at least two stabilizing surfactants. In some embodiments, the suspension concentrate (SC) composition comprises two stabilizing surfactants.

[0298] In some embodiments, the composition is a suspoemulsion (SE) composition. In some embodiments, the SE composition comprises at least one stabilizing surfactant. In some embodiments, the SE composition comprises at least two stabilizing surfactants. In some embodiments, the SE composition comprises two stabilizing surfactants.

[0299] In some embodiments, the stabilizing surfactant is a physical stabilizer.

[0300] In some embodiments, the stabilizing surfactant affects the crystal growth rate of the compound of formula I in a liquid carrier. In some embodiments, the stabilizing surfactant reduces the crystal growth rate of the compound of formula I in a liquid carrier. In some embodiments, the stabilizing surfactant has crystal growth inhibiting properties. In some embodiments, the stabilizing surfactant is a crystal growth inhibitor.

[0301] In some embodiments, one of the stabilizing surfactants is a nonionic stabilizing surfactant. In some embodiments, the nonionic stabilizing surfactant is selected from the group consisting of polymers, esterified alkoxylated amines, esters of alkoxylated diethylethanolamine, polyalkylene oxide alcohol ethers, and alcohols.

[0302] In some embodiments, the polymer is a random polymer block polymer. In some embodiments, the polymer is a triblock polymer. In some embodiments, the triblock polymer is an ABA block polymer. In some embodiments, the polymer has a low HLB (hydrophilic-lipophilic balance) value, preferably an HLB value of 5. In some embodiments, the polymer is Atlox® 4912 (manufactured and marketed by Croda). In some embodiments, the polymer is Atlox® 4916 (manufactured and marketed by Croda).

[0303] In some embodiments, the amount of polymer in the composition is 1 to 10% by weight based on the total weight of the composition. In some embodiments, the amount of polymer in the composition is 4 to 6% by weight based on the total weight of the composition. In some embodiments, the amount of polymer in the composition is about 5% by weight based on the total weight of the composition.

[0304] In some embodiments, the nonionic stabilizing surfactant is an ester alkoxylated amine. In some embodiments, the ester alkoxylated amine is Atlox® 4915 (manufactured and sold by Croda). In some embodiments, the nonionic stabilizing surfactant is Atlox® 4915 (manufactured and sold by Croda). In some embodiments, the nonionic stabilizing surfactant is alkoxylated diethylethanolamine. In some embodiments, the nonionic stabilizing surfactant is diethylethanolamine mono-trimerate. In some embodiments, the nonionic stabilizing surfactant is Atlox® 4915 (manufactured and sold by Croda).

[0305] In some embodiments, the polyalkylene oxide alcohol ether is a fatty alcohol ether and / or a non-fatty alcohol ether.

[0306] In some embodiments, the nonionic stabilizing surfactant is an alkoxylated fatty alcohol.

[0307] In some embodiments, the alkoxylated fatty alcohol is Genapol® X080 (manufactured and marketed by Clariant), Genapol® X050 (manufactured and marketed by Clariant), tridecyl alcohol polyglycol ether, Rhodasurf® LA 30 (manufactured and marketed by Solvay), Aerosol® OT-SE or Aerosol® OT-100 (manufactured and marketed by Solvay), Rhodacal® 70 / B (manufactured and marketed by Solvay), Arlatone® TV (manufactured and marketed by Croda), Alkamuls® A (manufactured and marketed by Solvay), or Alkamuls® BR (manufactured and marketed by Solvay).

[0308] In some embodiments, the alkoxylated fatty alcohol is Genapol® X080 (manufactured and marketed by Clariant), Genapol® X050 (manufactured and marketed by Clariant), tridecyl alcohol polyglycol ether, or Rhodasurf® LA 30 (manufactured and marketed by Solvay).

[0309] In some embodiments, the alkoxylated fatty alcohol is Atlas® 5002L.

[0310] In some embodiments, the alcohol has a short carbon chain of C1-C6. In some embodiments, the alcohol has a long carbon chain of C7-C20.

[0311] In some embodiments, the nonionic stabilizing surfactant is a nonionic derivative of a polyalkylene oxide polyaryl ether.

[0312] In some embodiments, one of the stabilizing surfactants is an ionic surfactant.

[0313] In some embodiments, the ionic stabilizing surfactant is selected from the group consisting of Aerosol® OT-SE or Aerosol® OT-100 (manufactured and sold by Solvay), Rhodacal® 70 / B (manufactured and sold by Solvay), and combinations thereof.

[0314] In some embodiments, the ionic stabilized surfactant is an anionic stabilized surfactant. An anionic stabilized surfactant refers to a compound having an anionic group, such as phosphonates and sulfonates. An example of an ionic surfactant that can be used is sodium dioctyl sulfosuccinate, manufactured and sold by Solvay as Aerosol® OT-SE.

[0315] In some embodiments, the anionic stabilizing surfactant is an anionic derivative of a polyalkylene oxide polyaryl ether.

[0316] In some embodiments, the composition comprises at least one nonionic stabilizing surfactant and at least one anionic stabilizing surfactant. In some embodiments, the stabilization system comprises at least one nonionic stabilizing surfactant and at least one anionic stabilizing surfactant.

[0317] In some embodiments, a composition comprising a nonionic stabilizing surfactant and an anionic stabilizing surfactant is an SC composition. In some embodiments, a composition comprising a nonionic stabilizing surfactant and an anionic stabilizing surfactant is an SE composition.

[0318] In some embodiments, one of the stabilizing surfactants is a derivative of a polyalkylene oxide polyaryl ether. In some embodiments, the derivative of the polyalkylene oxide polyaryl ether is a nonionic derivative of the polyalkylene oxide polyaryl ether. In some embodiments, the derivative of the polyalkylene oxide polyaryl ether surfactant is an anionic derivative of the polyalkylene oxide polyaryl ether.

[0319] In some embodiments, the composition comprises at least two stabilizing surfactants. In some embodiments, the two stabilizing surfactants comprise two derivatives of polyalkylene oxide polyaryl ether. In some embodiments, the two stabilizing surfactants comprise a nonionic derivative of polyalkylene oxide polyaryl ether and an anionic derivative of polyalkylene oxide polyaryl ether.

[0320] In some embodiments, the nonionic derivative of the polyalkylene oxide polyaryl ether is a compound having an aryl group substituted with at least two aromatic groups.

[0321] In some embodiments, nonionic derivatives of polyalkylene oxide polyaryl ethers have the following structure: [ka] .

[0322] In some embodiments, nonionic derivatives of polyalkylene oxide polyaryl ethers have the following structure: [ka] .

[0323] In some embodiments, the anionic derivative of the polyalkylene oxide polyaryl ether is a compound having an aryl group substituted with at least two aromatic groups.

[0324] In some embodiments, the anionic derivative of the polyalkylene oxide polyaryl ether comprises an anionic group selected from phosphate (PO4), phosphonate (PO3), sulfonate (SO3), and sulfate (SO4).

[0325] In some embodiments, the polyalkylene oxide polyaryl ether comprises a polyalkylene oxide group selected from the group consisting of polyethylene oxide groups, polypropylene oxide groups, polybutylene oxide groups, and any combination thereof. In some embodiments, the polyalkylene oxide group is polyethylene oxide. In some embodiments, the polyalkylene oxide group is polypropylene oxide.

[0326] Polyalkylene oxides may include, but are not limited to, copolymers and homogeneous polymers. Copolymers may include, but are not limited to, random polymers and block polymers. In some embodiments, the polyalkylene oxide group is a diblock copolymer. In some embodiments, the polyalkylene oxide group is a triblock copolymer.

[0327] In some embodiments, the polyalkylene oxide polyaryl ether is polyalkylene oxide styrylphenyl ether. In some embodiments, the polyalkylene oxide polyaryl ether is polyalkylene oxide benzylphenyl ether. In some embodiments, the polyalkylene oxide polyaryl ether is polyalkylene oxide bisphenyl ether. In some embodiments, the polyalkylene oxide polyaryl ether is polyalkylene oxide tristyrylphenyl ether. In some embodiments, the polyalkylene oxide polyaryl ether is polyalkylene oxide distyrylphenyl ether. In some embodiments, the polyalkylene oxide distyrylphenyl ether is polyoxyethylene distyrylphenyl ether.

[0328] In some embodiments, polyalkylene oxide polyaryl ethers are anionic stabilized surfactants. Anionic stabilized surfactants refer to compounds having anionic groups, such as phosphonates and sulfonates.

[0329] In some embodiments, the salt contains a cation. In some embodiments, the cation is selected from the group consisting of sodium, potassium, ammonium, calcium, magnesium, and combinations thereof.

[0330] In some embodiments, the anionic derivative of polyalkylene oxide polyaryl ether has the following structure: [ka]

[0331] In some embodiments, the anionic derivative of the polyalkylene oxide polyaryl ether is a tristyrylphenol ethoxylate phosphate ester.

[0332] In some embodiments, the polyalkylene oxide polyaryl ether is a tristyrylphenol ethoxylate phosphate ester. Preferably, the tristyrylphenol ethoxylate phosphate ester is Soprophor® 3D33, manufactured and sold by Solvay. In some embodiments, the amount of Soprophor® 3D33 in the SC composition is 3 to 5% by weight based on the total weight of the composition. In some embodiments, the amount of Soprophor® 3D33 in the SC composition is about 4% by weight based on the total weight of the composition.

[0333] In some embodiments, the polyalkylene oxide polyaryl ether is a 2,4,6-tri-(1-phenylethyl)-phenol polyglycol ether containing 54 EO. Preferably, the 2,4,6-tri-(1-phenylethyl)-phenol polyglycol ether containing 54 EO is Emulsogen® TS 540, manufactured and marketed by Clariant. In some embodiments, the amount of Emulsogen® TS 540 in the SC composition is 1 to 2% by weight based on the total weight of the composition. In some embodiments, the amount of Emulsogen® TS 540 in the SC composition is about 1.6% by weight based on the total weight of the composition.

[0334] In some embodiments, the polyalkylene oxide polyaryl ether is ethoxylated tristyrylphenol. Preferably, the ethoxylated tristyrylphenol is Soprophor® TS / 54, manufactured and sold by Solvay.

[0335] In some embodiments, the salt comprises at least one cation selected from the group consisting of sodium, potassium, ammonium, calcium, magnesium, and combinations thereof.

[0336] Polyalkylene oxide polyaryl ether surfactants may include, but are not limited to, polyphenylethylphenol and tristyrylphenol.

[0337] Polyalkylene oxide polyaryl ether surfactants may include, but are not limited to, uncapped surfactants, end-capped surfactants, or combinations thereof.

[0338] In some embodiments, the composition comprises a combination of stabilizing surfactants, the combination of stabilizing surfactants comprising a mixture of a nonionic polyalkylene oxide polyaryl ether surfactant and an anionic polyalkylene oxide polyaryl ether surfactant. In some embodiments, the nonionic surfactant is tristyrylphenol ethoxylate. In some embodiments, the anionic surfactant is tristyrylphenol ethoxylate phosphate ether.

[0339] In some embodiments, the combination of stabilizing surfactants includes tristyrylphenol ethoxylate and tristyrylphenol ethoxylate phosphate ether.

[0340] In some embodiments, the nonionic polyalkylene oxide polyaryl ether is a compound having an ether group substituted with at least two groups including an aromatic ring.

[0341] In some embodiments, the polyalkylene oxide group is polyoxyethylene. In some embodiments, the polyalkylene oxide group is polyoxypropylene. In some embodiments, the polyalkylene oxide group is a block copolymer of polyoxyethylene. In some embodiments, the polyalkylene oxide group is a block copolymer of polyoxypropylene.

[0342] Examples of polyalkylene oxides include, but are not limited to, polyethoxylated groups, polypropoxylated groups, polybutoxylated groups, and any combination thereof.

[0343] Polyalkylene oxides may include, but are not limited to, copolymers and homogeneous polymers.

[0344] Copolymers may include, but are not limited to, random polymers and block polymers.

[0345] In some embodiments, the polyalkylene oxide polyaryl ether is polyalkylene oxide tristyrylphenyl ether. In some embodiments, the polyalkylene oxide tristyrylphenyl ether is polyoxyethylene tristyrylphenyl ether. In some embodiments, the polyalkylene oxide tristyrylphenyl ether is polyoxyethylene polyoxypropylene tristyrylphenyl ether.

[0346] In some embodiments, the polyalkylene oxide polyaryl ether is polyalkylene oxide distyrylphenyl ether. In some embodiments, the polyalkylene oxide distyrylphenyl ether is polyoxyethylene distyrylphenyl ether.

[0347] In some embodiments, the nonionic derivative of the polyalkylene oxide polyaryl ether is a tristyrylphenol ethoxylate phosphate ester.

[0348] In some embodiments, the stabilizing surfactant is a derivative of tristyrylphenol-polyethylene glycol ether.

[0349] In some embodiments, the stabilizing surfactant is an anionic derivative of tristyrylphenol-polyethylene glycol ether.

[0350] In some embodiments, the stabilizing surfactant is a nonionic derivative of tristyrylphenol-polyethylene glycol ether.

[0351] In some embodiments, the composition comprises two stabilizing surfactants, the two stabilizing surfactants being Soprophor® 3D33 and Soprophor® TS / 54 (TSP 54).

[0352] In some embodiments, the composition comprises two stabilizing surfactants, both of which are derivatives of polyalkylene oxide polyaryl ethers. In some embodiments, the composition comprises two stabilizing surfactants, one of which is a nonionic derivative of polyalkylene oxide polyaryl ether and the other is an anionic derivative of polyalkylene oxide polyaryl ether.

[0353] In some embodiments, the composition comprises at least two stabilizing surfactants, at least one of which is a nonionic derivative of a polyalkylene oxide polyaryl ether, and at least one of which is an anionic derivative of a polyalkylene oxide polyaryl ether.

[0354] In some embodiments, the SC composition comprises two stabilizing surfactants, the two stabilizing surfactants being Soprophor® 3D33 and Soprophor® TS / 54 (TSP 54).

[0355] In some embodiments, the SC composition comprises two stabilizing surfactants, both of which are derivatives of polyalkylene oxide polyaryl ethers. In some embodiments, the composition comprises two stabilizing surfactants, one of which is a nonionic derivative of polyalkylene oxide polyaryl ether and the other is an anionic derivative of polyalkylene oxide polyaryl ether.

[0356] In some embodiments, the SC composition comprises at least two stabilizing surfactants, at least one of which is a nonionic derivative of a polyalkylene oxide polyaryl ether, and at least one of which is an anionic derivative of a polyalkylene oxide polyaryl ether.

[0357] In some embodiments, the SE composition comprises two stabilizing surfactants, the two stabilizing surfactants being Soprophor® 3D33 and Soprophor® TS / 54 (TSP 54).

[0358] In some embodiments, the SE composition comprises two stabilizing surfactants, both of which are derivatives of polyalkylene oxide polyaryl ethers. In some embodiments, the composition comprises two stabilizing surfactants, one of which is a nonionic derivative of polyalkylene oxide polyaryl ether and the other is an anionic derivative of polyalkylene oxide polyaryl ether.

[0359] In some embodiments, the SE composition comprises at least two stabilizing surfactants, at least one of which is a nonionic derivative of a polyalkylene oxide polyaryl ether, and at least one of which is an anionic derivative of a polyalkylene oxide polyaryl ether.

[0360] In some embodiments, the stabilizing surfactant is Soprophor® 3D33.

[0361] In some embodiments, the stabilizing surfactant is a tristyrylphenol ethoxylate phosphate ester.

[0362] In some embodiments, the polyalkylene oxide polyaryl ether is Solvay's Soprophor® 3D 33.

[0363] In some embodiments, the polyalkylene oxide polyaryl ether is Clariant's Emulsogen® TS 540.

[0364] In some embodiments, the polyalkylene oxide polyaryl ether is Solvay's Soprophor® TS / 54.

[0365] In some embodiments, the cation-containing salt is selected from the group consisting of sodium, potassium, ammonium, calcium, magnesium, and combinations thereof.

[0366] Polyaryls may refer to, but are not limited to, polyphenylethylphenol and tristyrylphenol.

[0367] Polyalkylene oxide polyaryl ether surfactants refer to uncapped surfactants, end-capped surfactants, or combinations thereof.

[0368] In some embodiments, the surfactant combination includes a mixture of a nonionic polyalkylene oxide polyaryl ether surfactant and an anionic polyalkylene oxide polyaryl ether surfactant. In some embodiments, the nonionic surfactant is tristyrylphenol ethoxylate. In some embodiments, the anionic surfactant is tristyrylphenol ethoxylate phosphate ether.

[0369] In some embodiments, the surfactant combination includes tristyrylphenol ethoxylate and tristyrylphenol ethoxylate phosphate ether.

[0370] In some embodiments, the nonionic polyalkylene oxide polyaryl ether is a compound having an ether group substituted with at least two groups including an aromatic ring.

[0371] In some embodiments, the polyalkylene oxide group is polyoxyethylene. In some embodiments, the polyalkylene oxide group is polyoxypropylene. In some embodiments, the polyalkylene oxide group is a block copolymer of polyoxyethylene. In some embodiments, the polyalkylene oxide group is a block copolymer of polyoxypropylene.

[0372] Examples of polyalkylene oxides include, but are not limited to, polyethoxylated groups, polypropoxylated groups, polybutoxylated groups, and any combination thereof.

[0373] Polyalkylene oxides may include, but are not limited to, copolymers and homogeneous polymers.

[0374] Copolymers may include, but are not limited to, random polymers and block polymers.

[0375] In some embodiments, the polyalkylene oxide polyaryl ether is polyalkylene oxide tristyrylphenyl ether. In some embodiments, the polyalkylene oxide tristyrylphenyl ether is polyoxyethylene tristyrylphenyl ether. In some embodiments, the polyalkylene oxide tristyrylphenyl ether is polyoxyethylene polyoxypropylene tristyrylphenyl ether.

[0376] In some embodiments, the polyalkylene oxide polyaryl ether is polyalkylene oxide distyrylphenyl ether. In some embodiments, the polyalkylene oxide distyrylphenyl ether is polyoxyethylene distyrylphenyl ether.

[0377] In some embodiments, the nonionic derivative of the polyalkylene oxide polyaryl ether is a tristyrylphenol ethoxylate phosphate ester.

[0378] In some embodiments, the stabilizing surfactant is Emulsogen® TS 540.

[0379] In some embodiments, the nonionic derivative of the surfactant is Emulsogen® TS 540.

[0380] In some embodiments, the stabilizing surfactant is Soprophor® TS / 54.

[0381] In some embodiments, the nonionic derivative of the polyalkylene oxide polyaryl ether is Soprophor® TS / 54.

[0382] In some embodiments, the stabilizing surfactant is an anionic derivative of tristyrylphenol-polyethylene glycol ether.

[0383] In some embodiments, the stabilizing surfactant is a nonionic derivative of tristyrylphenol-polyethylene glycol ether.

[0384] In some embodiments, the composition includes a stabilization system.

[0385] In some embodiments, the stabilizing surfactant is a dispersant. In some embodiments, the stabilizing surfactant is an emulsifier.

[0386] In some embodiments, the weight ratio of the nonionic derivative of polyalkylene oxide polyaryl ether to the anionic derivative of polyalkylene oxide polyaryl ether is in the range of 0.25:1 to 1:1. In some embodiments, the weight ratio of the nonionic derivative of polyalkylene oxide polyaryl ether to the anionic derivative of polyalkylene oxide polyaryl ether is in the range of 0.25:1 to 0.5:1. In some embodiments, the weight ratio of the nonionic derivative of polyalkylene oxide polyaryl ether to the anionic derivative of polyalkylene oxide polyaryl ether is about 0.36:1.

[0387] In some embodiments, the stable composition contains at least 0.5% by weight of the polyalkylene oxide polyaryl ether stabilizing surfactant based on the total weight of the composition. In some embodiments, the stable composition contains 0.5 to 7% by weight of the polyalkylene oxide polyaryl ether stabilizing surfactant based on the total weight of the composition. In some embodiments, the stable composition contains 0.5 to 15% by weight of the polyalkylene oxide polyaryl ether stabilizing surfactant based on the total weight of the composition. In some embodiments, the stable composition contains 0.5 to 25% by weight of the polyalkylene oxide polyaryl ether stabilizing surfactant based on the total weight of the composition.

[0388] In some embodiments, the weight ratio of the compound of formula I to the nonionic derivative of the polyalkylene oxide polyaryl ether is 25:1 to 10:1. In some embodiments, the weight ratio of the compound of formula I to the anionic derivative of the polyalkylene oxide polyaryl ether is 25:1 to 10:1.

[0389] In some embodiments, stabilizing surfactants are effective in increasing the stability of the compound of formula I in the compositions described herein compared to liquid compositions in which the compound of formula I is soluble. In some embodiments, stability refers to chemical stability. In some embodiments, stability refers to physical stability.

[0390] (iii) Suitable pH adjusters In some embodiments, the composition includes a pH adjuster.

[0391] In some embodiments, the pH adjuster may include, but is not limited to, a buffer, a base, and / or an acidifying agent.

[0392] In some embodiments, the pH adjuster is an acid. In some embodiments, the pH adjuster is a base.

[0393] In some embodiments, the pH adjuster is a mixture of at least one base and at least one acid.

[0394] In some embodiments, the pH adjuster is a buffering agent.

[0395] A buffering agent refers to a combination of acid and base. Acids include, but are not limited to, organic and inorganic acids. Bases include, but are not limited to, organic and inorganic bases.

[0396] Organic acids may include, but are not limited to, citric acid, formic acid, acetic acid, propionic acid, butyric acid, oxalic acid, lactic acid, malic acid, and benzoic acid.

[0397] Inorganic acids may include, but are not limited to, hydrochloric acid, nitric acid, phosphoric acid, sulfuric acid, and boric acid.

[0398] Organic bases may include, but are not limited to, primary and secondary amines, pyridines, imidazoles, and any combination thereof.

[0399] In some embodiments, the pH adjuster is potassium hydrogen phosphate.

[0400] In some embodiments, the pH adjuster is potassium dihydrogen phosphate. In some embodiments, the amount of potassium dihydrogen phosphate in the composition is 0.1 to 0.2% by weight based on the total weight of the composition. In some embodiments, the amount of potassium dihydrogen phosphate in the composition is about 0.14% by weight based on the total weight of the composition.

[0401] In some embodiments, the pH adjuster is disodium monohydrogen phosphate. In some embodiments, the amount of disodium monohydrogen phosphate in the composition is 0.5 to 0.6% by weight based on the total weight of the composition. In some embodiments, the amount of disodium monohydrogen phosphate in the composition is about 0.57% by weight based on the total weight of the composition.

[0402] In some embodiments, the pH adjuster is a combination of disodium monohydrogen phosphate and potassium hydrogen phosphate.

[0403] In some embodiments, the stable liquid composition further comprises a buffer. In some embodiments, the amount of buffer in the stable composition is 1 g / L to 20 g / L. In some embodiments, the stable liquid composition further comprises a buffer. In some embodiments, the amount of buffer in the stable composition is 6 g / L to 15 g / L. In some embodiments, the stable liquid composition further comprises a buffer. In some embodiments, the amount of buffer in the stable composition is 7 g / L to 10 g / L. In some embodiments, the concentration of buffer in the stable composition is about 8.6 g / L.

[0404] In some embodiments, the buffer is potassium dihydrogen orthophosphate. In some embodiments, the concentration of potassium dihydrogen orthophosphate in the stable liquid composition is 1 g / L to 5 g / L. In some embodiments, the concentration of potassium dihydrogen orthophosphate in the stable liquid composition is 1 g / L to 3 g / L. In some embodiments, the concentration of potassium dihydrogen orthophosphate in the stable liquid composition is about 1.7 g / L.

[0405] In some embodiments, the buffer is anhydrous disodium phosphate. In some embodiments, the concentration of anhydrous disodium phosphate in the stable liquid composition is 1 g / L to 10 g / L. In some embodiments, the concentration of anhydrous disodium phosphate in the stable liquid composition is 5 g / L to 10 g / L. In some embodiments, the concentration of anhydrous disodium phosphate in the stable liquid composition is 5 g / L to 8 g / L. In some embodiments, the concentration of anhydrous disodium phosphate in the stable liquid composition is about 6.9 g / L.

[0406] (iv) Suitable non-aqueous liquid carriers In some embodiments, the non-aqueous liquid carrier contains one organic solvent.

[0407] In some embodiments, the non-aqueous liquid carrier comprises at least two organic solvents.

[0408] In some embodiments, the organic solvent is a non-aromatic solvent. In some embodiments, the non-aromatic solvent is an aprotic solvent.

[0409] In some embodiments, the organic solvent refers to a co-solvent.

[0410] The solubility of the compound of formula I in a solvent depends on the polarity of the solvent. In some embodiments, the polarity of the solvent is 25 to 50 (when water is 100). Solvents (non-aqueous liquid carriers) can be combined if the polarity of the solvent combination is 25 to 50. In some embodiments, the solubility of water in the solvent is less than 25 g / l. In some embodiments, the solvent has a dipole (D) of less than 10, preferably less than 5, at 20°C. In some embodiments, the solvent has a Log P value greater than 1.

[0411] In some embodiments, the non-aqueous liquid carrier is selected from the group consisting of aromatic hydrocarbons, paraffins, petroleum, diesel oil, mineral oil, fatty acid esters and / or amides, tall oil fatty acids, and any combination thereof.

[0412] In some embodiments, the non-aqueous liquid carrier is an aromatic hydrocarbon.

[0413] In some embodiments, the aromatic hydrocarbon is selected from the group consisting of toluene, o-xylene, m-xylene, p-xylene, ethylbenzene, isopropylbenzene, tert-butylbenzene, naphthalene, and mono- or polyalkyl-substituted naphthalenes.

[0414] In some embodiments, the organic solvent is paraffin.

[0415] In some embodiments, the non-aqueous liquid carrier is a vegetable oil. In some embodiments, the vegetable oil is selected from the group consisting of olive oil, kapok oil, castor oil, papaya oil, camellia oil, canola oil, palm oil, sesame oil, corn oil, rice bran oil, peanut oil, cottonseed oil, soybean oil, rapeseed oil, linseed oil, tung oil, sunflower oil, safflower oil, and tall oil.

[0416] In some embodiments, the non-aqueous liquid carrier is a fatty acid ester. In some embodiments, the alkyl ester of the fatty acid is a C18 methyl canolate ester. In some embodiments, the C18 methyl canolate ester is Agnique® ME 18 RD-F (manufactured and marketed by BASF). In some embodiments, the non-aqueous liquid carrier is a C16-18 unsaturated fatty acid methyl ester. In some embodiments, the C16-18 unsaturated fatty acid methyl ester is Agnique® ME 18 RD-F (manufactured and marketed by BASF). In some embodiments, the amount of Agnique® ME 18 RD-F in the OD composition is 35-45% by weight based on the total weight of the composition. In some embodiments, the amount of Agnique® ME 18 RD-F in the OD composition is 35-40% by weight based on the total weight of the composition. In some embodiments, the amount of Agnique® ME 18 RD-F in the OD composition is about 39% by weight based on the total weight of the composition. In some embodiments, the amount of Agnique® ME 18 RD-F in the OD composition is 40-45% by weight based on the total weight of the composition. In some embodiments, the amount of Agnique® ME 18 RD-F in the OD composition is about 41% by weight based on the total weight of the composition.

[0417] In some embodiments, the non-aqueous liquid carrier is a fatty acid amide. In some embodiments, the fatty acid amide is a C1-C3 amine, an alkylamine, and a C6-C 18 Selected from the group consisting of alkanolamines having a carboxylic acid.

[0418] In some embodiments, the non-aqueous liquid carrier is an alkyl ester of a fatty acid. In some embodiments, the alkyl ester of a fatty acid is C8-C 22 The selection is made from the group consisting of C1-C4 monohydric alcohol esters of fatty acids, such as methyl oleate and ethyl oleate.

[0419] Other examples of non-aqueous liquid carriers include methyl fatty acid esters, vegetable oil alkyl esters, xylene, octanol, acetophenone, cyclohexanone, Solvesso® (manufactured and sold by ExxonMobil Chemical), N-methylpyrrolidone, tributyl sulfate (TBP), ethylhexyl lactate (EHL), alkyl (linear or cyclic) amides of fatty acids (natural or synthetic), aryl acetate (benzyl acetate), polyethylene carbonate, benzyl acetate, and propylene carbonate. In some embodiments, the non-aqueous liquid carrier is cyclohexanone. In some embodiments, the non-aqueous liquid carrier is acetophenone. In some embodiments, the non-aqueous liquid carrier is benzyl acetate. In some embodiments, the non-aqueous liquid carrier is propylene carbonate.

[0420] (v) Other additives The compositions of the present invention may further include, but are not limited to, one or more additional agriculturally acceptable inert additives known in the art, including solid diluents, liquid diluents, wetting agents, adhesives, thickeners, defoaming agents, preservatives, wetting agents, antioxidants, binders, fertilizers, or antifreeze agents. Furthermore, the compositions may further include additional crop protection agents known in the art, such as pesticides, safeners, agents for controlling plant pathogenic fungi or bacteria, and others.

[0421] In some embodiments, the liquid-stable liquid composition further comprises a rheological modifier. Rheological modifiers can be used to reduce phase separation, increase physical stability, and increase viscosity, which affects chemical stability.

[0422] In some embodiments, the rheological modifier is Bentone SD®-1 (modified bentonite) or Bentone SD®-3 (modified hectorite) (manufactured by Elementis). In some embodiments, the amount of Bentone SD®-1 or Bentone SD®-3 in the composition is 0.5 to 1.0% by weight. In some embodiments, the rheological modifier is Attagel® 50 (manufactured by BASF) and Bentone SD®-1. In some embodiments, the amount of Attagel® 50 in the composition is 0.5% by weight, and the amount of Bentone SD®-1 in the composition is 0.5% by weight. When Attagel® 50 (0.5% by weight based on the total weight of the composition) and Bentone SD®-1 (0.5% by weight based on the total weight of the composition) were used, the degradation of the compound of formula I was reduced from 7-8% to 4% after storage at 40°C for 8 weeks. The water concentration in the composition should be maintained at less than 0.5%, including when Bentone SD®-1 is used as a rheological modifier.

[0423] In some embodiments, the rheological modifier is xanthan gum.

[0424] In some embodiments, the rheological modifier is a thickening agent.

[0425] In some embodiments, the composition contains one thickening agent. In some embodiments, the composition contains two thickening agents.

[0426] In some embodiments, the thickener is a silica thickener.

[0427] In some embodiments, the amount of thickener in the composition is 1% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the composition is 0.75% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the composition is 0.5% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the composition is 0.25% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the composition is 0.1% by weight or less based on the total weight of the composition.

[0428] In some embodiments, the amount of thickener in the SC composition is 1% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the SC composition is 0.75% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the aqueous composition is 0.5% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the SC composition is 0.25% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the SC composition is 0.1% by weight or less based on the total weight of the composition.

[0429] In some embodiments, the amount of thickener in the aqueous composition is 1% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the aqueous composition is 0.75% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the aqueous composition is 0.5% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the aqueous composition is 0.25% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the aqueous composition is 0.1% by weight or less based on the total weight of the composition.

[0430] In some embodiments, the amount of thickener in the non-aqueous composition is 1% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the non-aqueous composition is 0.75% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the non-aqueous composition is 0.5% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the non-aqueous composition is 0.25% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the non-aqueous composition is 0.1% by weight or less based on the total weight of the composition.

[0431] In some embodiments, the amount of thickener in a composition where the liquid carrier is non-aqueous is 5% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in a composition where the liquid carrier is non-aqueous is 2.5% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in a composition where the liquid carrier is non-aqueous is 1% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in a composition where the liquid carrier is non-aqueous is 0.75% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in a composition where the liquid carrier is non-aqueous is 0.5% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in a composition where the liquid carrier is non-aqueous is 0.25% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in a composition where the liquid carrier is non-aqueous is 0.1% by weight or less based on the total weight of the composition.

[0432] In some embodiments, the thickener is silica. In some embodiments, the thickener is hydrophilic fumed silica. In some embodiments, the hydrophilic fumed silica is Aerosil® 200. In some embodiments, the hydrophilic fumed silica is Aerosil® R972.

[0433] In some embodiments, the thickener is fumed silica surface-treated with polydimethylsiloxane. In some embodiments, the thickener is decamethylcyclopentasiloxane. In some embodiments, the fumed silica surface-treated with polydimethylsiloxane is Aerosil® R202. In some embodiments, the decamethylcyclopentasiloxane is Aerosil® R202. In some embodiments, the amount of Aerosil® R202 in the composition is 0.1 to 5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is 0.2 to 2.5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is 0.1 to 0.3% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is about 0.2% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is 2-3% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is about 2.5% by weight based on the total weight of the composition.

[0434] In some embodiments, the thickener is selected from the group consisting of Aerosil® 200, Aerosil® R972, Aerosil® R202, and any combination thereof.

[0435] In some embodiments, the thickener is selected from the group consisting of Aerosil® R202, Aerosil® R812, and any combination thereof.

[0436] In some embodiments, the thickener is selected from the group consisting of Aerosil® R202, Aerosil® R812, magnesium aluminum silicate (VAN GEL® B), and any combination thereof.

[0437] In some embodiments, the amount of Aerosil® R202 in the composition is 1 to 5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is 1.7 to 2.5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is about 2.5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is less than 0.5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the non-aqueous composition is less than 0.5% by weight based on the total weight of the composition.

[0438] In some embodiments, the amount of thickener in the OD composition is 0.5% by weight or less based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the OD composition is 0.5% by weight or less based on the total weight of the composition. In some embodiments, the amount of thickener in the OD composition is less than 0.5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the OD composition is less than 0.5% by weight based on the total weight of the composition.

[0439] In some embodiments, the amount of thickener in the OD composition is 1 to 5% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the OD composition is 2 to 3% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the OD composition is about 2.5% by weight based on the total weight of the composition.

[0440] The viscosity of the composition is affected by the purity of the compound of formula I, the form of the compound of formula I, and the concentration of the compound of formula I.

[0441] The physical stability of the composition, such as phase separation, is affected by the purity of the compound of formula I, the form of the compound of formula I, and the concentration of the compound of formula I.

[0442] In some embodiments, the OD composition contains a thickening agent such as Aerosil® R202 in an amount of 0.5% by weight based on the total weight of the composition.

[0443] In some embodiments, the OD composition contains a thickening agent such as Aerosil® R202 in an amount of 2.5% by weight based on the total weight of the composition.

[0444] In some embodiments, the amount of Aerosil® R812 in the composition is 1 to 5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R812 in the composition is 3.0 to 3.5% by weight based on the total weight of the composition.

[0445] In some embodiments, the amount of Bentone SD®-1 or Bentone SD®-3 in the composition is 0.5 to 1.0% by weight based on the total weight of the composition.

[0446] In some embodiments, the concentration of the rheological modifier in the stable liquid composition is 1 g / L to 150 g / L. In some embodiments, the concentration of the rheological modifier in the stable liquid composition is 1 g / L to 5 g / L. In some embodiments, the concentration of the rheological modifier in the stable liquid composition is 2.3 g / L. In some embodiments, the concentration of the rheological modifier in the stable liquid composition is 0.5 g / L to 130 g / L. In some embodiments, the concentration of the rheological modifier in the stable liquid composition is 3 g / L.

[0447] In some embodiments, the composition further comprises at least one adjuvant.

[0448] In some embodiments, the compositions are mixed with at least one adjuvant.

[0449] In some embodiments, the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants.

[0450] In some embodiments, the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0451] In some embodiments, the adjuvant is a polyalkylene oxide alkyl ether.

[0452] In some embodiments, the adjuvant is a siloxane polyalkylene oxide copolymer.

[0453] In some embodiments, the adjuvant is a fatty acid ester.

[0454] In some embodiments, the adjuvant is vinylpyrrolidone and its derivatives.

[0455] In some embodiments, the adjuvant is a sugar-based surfactant.

[0456] In some embodiments, the adjuvant is lignin.

[0457] In some embodiments, the adjuvant is a terpene.

[0458] Preferred adjuvants are described in more detail below.

[0459] In some embodiments, the compositions of the present invention further include additionally permissible inert additives. In some embodiments, agriculturally permissible inert additives include, but are not limited to, antioxidants, defoamers, dyes, pigments, flavorings, dispersants, synergists, encapsulating agents, light stabilizers, binders, adhesives, water-soluble fertilizers, repellents, and sensitizers.

[0460] In some embodiments, the agriculturally acceptable inert additive is a dispersant. In some embodiments, the agriculturally acceptable inert additive is an emulsifier.

[0461] In some embodiments, the agriculturally acceptable inert additive contains less than 1% by weight of water based on the weight of the agriculturally acceptable inert additive.

[0462] In some embodiments, when the agriculturally acceptable inert additive is used in a composition containing a non-aqueous liquid carrier, the composition contains less than 1% by weight of water based on the weight of the agriculturally acceptable inert additive.

[0463] In some embodiments, the water content is assessed at the time an agriculturally acceptable inert additive is obtained. In some embodiments, the water content is assessed immediately before the agriculturally acceptable inert additive is added to the admixture.

[0464] In some embodiments, the method further includes adding at least one dispersant.

[0465] In some embodiments, the stable liquid composition further comprises a dispersant. In some embodiments, the concentration of the dispersant in the stable liquid composition is 1 g / L to 200 g / L.

[0466] In some embodiments, the stable liquid composition further comprises a wetting agent. In some embodiments, the wetting agent is sodium diisopropylnaphthalene sulfonate. In some embodiments, the concentration of the wetting agent in the stable composition is 1 g / L to 10 g / L. In some embodiments, the concentration of the wetting agent in the stable composition is 5.5 g / L.

[0467] In some embodiments, the wetting agent is polyalkylene oxide-modified heptamethyltrisiloxane. In some embodiments, the polyalkylene oxide-modified heptamethyltrisiloxane is Silwet L-77, manufactured and sold by Momentive. In some embodiments, the amount of Silwet L-77 in the SC composition is 0.1 to 0.5% by weight based on the total weight of the composition. In some embodiments, the amount of Silwet L-77 in the SC composition is 0.2 to 0.3% by weight based on the total weight of the composition. In some embodiments, the amount of Silwet L-77 in the SC composition is 0.25% by weight based on the total weight of the composition.

[0468] In some embodiments, the stable liquid composition further comprises a thickener. In some embodiments, the thickener is xanthan gum. In some embodiments, the concentration of the thickener in the stable composition is 0.25 g / L to 10 g / L. In some embodiments, the concentration of the thickener in the stable composition is 2 g / L.

[0469] In some embodiments, the stable liquid composition is OD, and the thickener is fumed silica.

[0470] In some embodiments, the stable liquid composition is an aqueous composition, and the thickener is xanthan gum. In some embodiments, the xanthan gum is a 2% AGRH 23 solution. In some embodiments, the amount of 2% AGRH 23 solution in the SC composition is 7-8% by weight based on the total weight of the composition. In some embodiments, the amount of 2% AGRH 23 solution in the SC composition is about 7.4% by weight based on the total weight of the composition.

[0471] In some embodiments, the stable liquid composition further comprises an antifreeze agent. In some embodiments, the antifreeze agent is 1,2-propanediol. In some embodiments, the concentration of the antifreeze agent in the stable composition is 20 g / L to 70 g / L. In some embodiments, the concentration of the antifreeze agent in the composition is 57.5 g / L.

[0472] In some embodiments, the antifreeze is propylene glycol. In some embodiments, the amount of propylene glycol in the SC composition is 1 to 3% by weight based on the total weight of the composition. In some embodiments, the amount of propylene glycol in the SC composition is about 2% by weight based on the total weight of the composition.

[0473] In some embodiments, the stable liquid composition further comprises an antifoaming agent. In some embodiments, the concentration of the antifoaming agent in the stable composition is 1 g / L to 5 g / L. In some embodiments, the concentration of the antifoaming agent in the composition is 2 g / L.

[0474] In some embodiments, the defoaming agent is a polydimethylsiloxane defoaming emulsion. In some embodiments, the polydimethylsiloxane defoaming emulsion is SAG 1572, manufactured and sold by Momentive. In some embodiments, the amount of SAG 1572 in the SC composition is 0.5 to 1.5% by weight based on the total weight of the composition. In some embodiments, the amount of SAG 1572 in the SC composition is about 1% by weight based on the total weight of the composition.

[0475] In some embodiments, the stable liquid composition further comprises antioxidants. Examples of antioxidants include, but are not limited to, clay, BHA, BHT, TBH, propyl gallate, sodium thiosulfate, tocopherol, pyrogallol, and epichlorohydrin.

[0476] In some embodiments, the stable liquid composition further comprises an antifoaming agent. Examples of antifoaming agents include, but are not limited to, organosilicones, EO / PO-based antifoaming agents, and alkyl polyacrylates.

[0477] In some embodiments, the stable liquid composition further comprises dyes. These dyes include, but are not limited to, acid dyes, basic dyes, natural dyes, synthetic dyes, and azo dyes.

[0478] In some embodiments, the stable liquid composition further comprises a wetting agent. Examples of wetting agents include, but are not limited to, dialkylnaphthalene sulfonates, dialkyl sulfosuccinates, metal salts of alkyl ether sulfonates, alpha-olefin sulfonates, N-acyl N-alkyl taurates, linear alkylbenzene sulfonates, carboxylates, sulfates, phosphate esters, polyoxyethylene surfactants, ethoxylated alkylphenols, ethoxylated aliphatic alcohols, anhydrosorbitol esters, and cetyltrimethylammonium bromide.

[0479] In some embodiments, the stable liquid composition further comprises a surfactant.

[0480] Surfactants may include, but are not limited to, alcohol polyglycol ethers, alkyl end-capped ethoxylate glycols, alkyl end-capped alkyl block alkoxylate glycols, dialkyl sulfosuccinates, phosphate esters, alkyl sulfonates, alkylaryl sulfonates, tristyrylphenol alkoxylates, natural or synthetic fatty acid alkoxylates, natural or synthetic fatty alcohol alkoxylates, alkoxylated alcohols (such as n-butyl alcohol polyglycol ethers), block copolymers (such as ethylene oxide-propylene oxide block copolymers and ethylene oxide-butylene oxide block copolymers), or combinations thereof.

[0481] In some embodiments, the surfactant is an alkyl end-cap alkoxylate. In some embodiments, the adjuvant is a methyl end-cap ethoxylate. In some embodiments, the adjuvant is a methyl end-cap tridecyl ethoxylate. In some embodiments, the adjuvant is a methyl end-cap tridecyl ethoxylate having six ethylene oxides.

[0482] In some embodiments, the surfactant is diisopropylnaphthalene sulfonate.

[0483] In some embodiments, the composition contains a biocide. In some embodiments, the amount of biocide in the SC composition is 0.05 to 0.1% by weight based on the total weight of the composition. In some embodiments, the amount of biocide in the SC composition is about 0.08% by weight based on the total weight of the composition.

[0484] In some embodiments, the amount of water in the SC composition is 35-45% by weight based on the total weight of the composition. In some embodiments, the amount of water in the SC composition is about 40% by weight based on the total weight of the composition.

[0485] In some embodiments, the compositions disclosed herein may include additional pesticides.

[0486] The disclosed compositions may include combinations, which may optionally contain at least 1% by weight of one or more compositions together with other pesticide compounds. Such additional pesticide compounds may be fungicides, insecticides, nematicides, acaricides, arthropodicides, fungicides, or combinations thereof, which are compatible with the synergistic compositions of the disclosed herein in a medium selected for application and do not antagonize the activity of the compounds of the present invention. Thus, in such embodiments, other pesticide compounds of formula I are used as supplemental toxicants for the same or different pesticide use. The pesticide compounds and synergistic compositions may generally be mixed together in a weight ratio of 1:100 to 100:1.

[0487] In some embodiments, the composition is a formulation.

[0488] A mixture containing the compound of formula I and an adjuvant: Adjuvants are inert chemicals added to enhance the performance of active ingredients and their compositions. Enhancing the activity of compounds of formula I is particularly challenging because many drawbacks have been observed, such as rapid drift and high surface tension of droplets on leaves, which dramatically affect and limit plant penetration.

[0489] It has been found that applying at least one of the selected adjuvants together with the compound of formula (I) enhances the effectiveness of the compound of formula (I) in controlling fungal attacks on plants. The selected adjuvants may be incorporated into a composition containing the compound of formula I. The selected adjuvants may also be added to a tank mix containing the compound of formula I. Furthermore, when two or more adjuvants are used, one or more adjuvants may be incorporated into a composition, while the other adjuvants are added to a tank mix.

[0490] The present invention provides a fungicidal mixture comprising the following: (a) Compound of formula I in an effective amount for fungicidal action: [ka] and (b) Adjuvants selected from the following group: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) Any combination of (i), (ii), (iii), (iv), and (v).

[0491] Any combination of (i), (ii), (iii), (iv), and (v) is any combination of two, three, four, or five of (i), (ii), (iii), (iv), and (v), for example, (i) and (ii); (i) and (iii); (i) and (iv); (i) and (v); (ii) and (iii); (ii) and (iv); (ii) and (v); (iii) and (iv); (iii) and (v); (iv) and (v); (i) and Includes (ii) and (iii); (i) and (ii) and (iv); (i) and (ii) and (v); (i) and (iii) and (iv); (i) and (iii) and (v); (i) and (iv) and (v); (i) and (ii) and (iii) and (iv); (i) and (ii) and (iii) and (v); (i) and (ii) and (iv) and (v); (i) and (iii) and (iv) and (v); (i) and (ii) and (iii) and (iv) and (v), etc.

[0492] The present invention provides a fungicidal mixture comprising the following components: (a) a fungicidal and substantially pure amount of the compound of formula I, or a fungicidal amount of a mixture containing the compound of formula I: [ka] , A mixture in which 95% or more by weight is a compound of formula I; and (b) Adjuvants selected from the following group: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) Any combination of (i), (ii), (iii), (iv), and (v).

[0493] The present invention provides a fungicidal mixture comprising the following components: (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Adjuvants selected from the following group: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) Any combination of (i), (ii), (iii), (iv), and (v): Here, more than 94% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or mixture thereof.

[0494] The present invention provides a fungicidal mixture comprising the following: (a) Compound of formula I in an effective amount for fungicidal action: [ka] and (b) Adjuvants selected from the following group: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0495] Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii) is any combination of two, three, four, five, six, or seven of (i), (ii), (iii), (iv), (v), (vi), and (vii), for example, (i) and (ii); (i) and (iii); (i) and (iv); (i) and (v); (i) and (vi); (i) and (vii); (ii) and (iii); (ii) and (iv); (ii) and (v); (ii) and (vi); (ii) and (vii); (iii) and (iv); (iii) and (v); (iii) and (vi); (iv) and (vii); (iv) and (vii); (v) and (vii); (vi) and (vii) ;(i) and (ii), and (iii);(i) and (ii) and (iv);(i) and (ii) and (v);(i) and (ii) and (vi);(i) and (ii) and (vii);(i) and (iii) and (iv);(i) and (iii) and (v);(i) and (iii) and (vi);(i) and (iii) and (vii);(i) and (iv) and (v);(i) and (iv) and (vi) This includes (i), (iv), and (vii); (i), (ii), (iii), and (iv); (i), (ii), (iii), and (v); (i), (ii), (iii), and (vi); (i), (ii), (iii), and (vii); (i), (ii), (iv), and (v); (i), (ii), (iv), and (vi); (i), (ii), (iv), and (vii), etc.

[0496] The present invention provides a fungicidal mixture comprising the following components: (a) a fungicidal and substantially pure amount of the compound of formula I, or a fungicidal amount of a mixture containing the compound of formula I: [ka] , A mixture in which 95% or more by weight is a compound of formula I; and (b) Adjuvants selected from the following group: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0497] The present invention provides a fungicidal mixture comprising the following components: (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Adjuvants selected from the following group: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii): Here, more than 94% of the compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0498] In some embodiments, 95% by weight or more of the compound of formula I in the mixture is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 96% by weight or more of the compound of formula I in the mixture is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 97% by weight or more of the compound of formula I in the mixture is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 98% by weight or more of the compound of formula I in the mixture is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 99% by weight or more of the compound of formula I in the mixture is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 99.5% by weight or more of the compound of formula I in the mixture is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, 99.9% by weight of the compound of formula I in the mixture is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0499] In some embodiments, the fungicidal mixture is a composition. In some embodiments, the fungicidal mixture is a tank mix.

[0500] In some embodiments, the compound of formula I is in a composition. In some embodiments, the compound of formula I is in a stable liquid composition. Stable liquid compositions of the compound of formula I include, but are not limited to, the stable liquid compositions disclosed herein. In some embodiments, the stable liquid composition is a suspension concentrate (SC) composition. In some embodiments, the stable liquid composition is a suspension emulsion (SE) composition. In some embodiments, the stable liquid composition is an oil dispersion (OD) composition. In some embodiments, the stable liquid composition is an emulsion (EC) composition.

[0501] In some embodiments, the polyalkylene oxide alkyl ether is a polyalkoxylated alcohol.

[0502] In some embodiments, the alkyl in the polyalkylene oxide alkyl ether includes, but is not limited to, a carbohydrate chain containing C1-C26.

[0503] In some embodiments, the alcohol in the polyalkoxylated alcohol contains a C1-C26 carbohydrate chain, but is not limited thereto.

[0504] In some embodiments, the alkyl in polyalkylene oxide alkyl ether includes, but is not limited to, short carbohydrate chains and long carbohydrate chains.

[0505] Carbohydrate chains can refer to saturated, unsaturated, branched, and unbranched chains, but are not limited to these.

[0506] In some embodiments, the short chain refers to C1-C8. In some embodiments, the long chain refers to C9-C26.

[0507] In some embodiments, polyalkylene oxide refers to, but is not limited to, polyethylene oxide, polypropylene oxide, polybutylene oxide, or a combination thereof.

[0508] In some embodiments, the polyalkylene oxide includes, but is not limited to, copolymers. Copolymers refer to block copolymers such as polyethylene oxide-polypropylene oxide, and / or random copolymers such as ethylene oxide-propylene oxide. In some embodiments, the polyalkylene oxide block copolymer is a diblock copolymer. In some embodiments, the polyalkylene oxide block copolymer is a triblock copolymer.

[0509] In some embodiments, the triblock copolymer is polyethylene oxide / polypropylene oxide / polyethylene oxide.

[0510] In some embodiments, the polyalkylene oxide alkyl ether is alkyl end-capped. In some embodiments, the alkyl includes, but is not limited to, short and long carbohydrate chains. The carbohydrate chain may, but is not limited to, saturated, unsaturated, branched, and unbranched chains. In some embodiments, the short chain refers to C1-C8.

[0511] In some embodiments, the polyalkylene oxide alkyl ether is isotridecyl alcohol polyglycol ether.

[0512] In some embodiments, the polyalkylene oxide alkyl ether is a C16-C18 alcohol ethoxylate propoxylate ether.

[0513] In some embodiments, the C16-C18 alcohol ethoxylate propoxylate ether is Ethylan® 995, manufactured and marketed by Akzo Nobel Agrochemicals. In some embodiments, the C16-C18 alcohol ethoxylate propoxylate ether is Agnique® BP420, manufactured and marketed by BASF. In some embodiments, the amount of Agnique® BP420 in the composition is 5-6% by weight based on the total weight of the composition. In some embodiments, the amount of Agnique® BP420 in the composition is about 5.5% by weight based on the total weight of the composition.

[0514] In some embodiments, the polyalkylene oxide alkyl ether is an ethoxylate propoxylate alcohol.

[0515] In some embodiments, the ethoxylated propoxylate alcohol is Synperonic® 13 / 9, manufactured and marketed by Croda. In some embodiments, the ethoxylated propoxylate alcohol is Atplus® PFA, manufactured and marketed by Croda.

[0516] In some embodiments, the polyalkylene oxide alkyl ether is an isotridecyl alcohol polyglycol ether.

[0517] In some embodiments, the isotridecyl alcohol polyglycol ether is Genapol® X80, manufactured and marketed by Clariant. In some embodiments, the isotridecyl alcohol polyglycol ether is Trycol®, manufactured and marketed by BASF.

[0518] In some embodiments, the polyalkylene oxide alkyl ether is ethoxylated isotridecyl alcohol. In some embodiments, the ethoxylated isotridecyl alcohol is Genapol® X 050, manufactured and sold by Clariant. In some embodiments, the amount of ethoxylated isotridecyl alcohol in the composition is 1 to 10% by weight based on the total weight of the composition. In some embodiments, the amount of ethoxylated isotridecyl alcohol in the composition is 4 to 6% by weight based on the total weight of the composition. In some embodiments, the amount of ethoxylated isotridecyl alcohol in the composition is about 5% by weight based on the total weight of the composition.

[0519] In some embodiments, polyalkylene oxide alkyl ethers are effective in reducing the surface tension of a composition and improving the diffusion of compounds of formula I on plant leaves. A decrease in surface tension reduces drift from the leaves.

[0520] In some embodiments, the siloxane polyalkylene oxide copolymer as an adjuvant comprises at least one organomodified trisiloxane. In some embodiments, the siloxane polyalkylene oxide copolymer as an adjuvant comprises at least two organomodified trisiloxanes.

[0521] In some embodiments, siloxane polyalkylene oxide copolymer refers to organo-modified trisiloxane.

[0522] In some embodiments, the siloxane polyalkylene oxide copolymer is Break-Thru® S233 manufactured by Evonik. In some embodiments, the siloxane polyalkylene oxide copolymer is Silwett® 077 manufactured by Momentive.

[0523] In some embodiments, siloxane polyalkylene oxide copolymers are effective in reducing the surface tension of the composition. Silicone surfactants have been found to be effective agents in reducing surface tension and rapidly diffusing the composition on lipophilic surfaces.

[0524] In some embodiments, the fatty acid ester may include, but is not limited to, alkyl esters of fatty acids and vegetable oils. In some embodiments, the fatty acid ester is a vegetable oil methyl ester.

[0525] In some embodiments, the alkyl ester comprises a carbohydrate chain containing C10-C20.

[0526] In some embodiments, the alkyl group includes, but is not limited to, a short carbohydrate chain.

[0527] Carbohydrate chains can refer to saturated, unsaturated, branched, and unbranched chains, but are not limited to these.

[0528] In some embodiments, the short chain refers to C1-C8. In some embodiments, the fatty acid alkyl ester is Solvay's Rhodaphac® PA / 23 (phosphate ester of ethoxylated fatty alcohol) or Solvay's Alkamuls® VO / 2003 (ethoxylated (18EO) fatty acid).

[0529] In some embodiments, the adjuvant is tridecyl alcohol ethoxylated or polyoxyethylene(9) isotridecanol.

[0530] In some embodiments, the vegetable oil includes, but is not limited to, vegetable oils and their derivatives.

[0531] In some embodiments, vegetable oils include, but are not limited to, seed oils, coconut oil, rapeseed oil, castor oil, soybean oil, palm oil, and corn oil.

[0532] In some embodiments, derivatives of vegetable oil refer to alkyl esters and polyalkylene oxides.

[0533] Polyalkylene oxides refer to polyethylene oxide, polypropylene oxide, polybutylene oxide, and combinations thereof.

[0534] In some embodiments, vegetable oils and their derivatives include, but are not limited to, methylated rapeseed oil esters and coconut fatty acid esters of polyglycerol ethers.

[0535] In some embodiments, the adjuvant is a mixture of methylated seed oil and polyglycerol ester.

[0536] In some embodiments, the methylated rapeseed oil is Agnique® ME 18 RDF, manufactured and sold by BASF.

[0537] In some embodiments, the polyalkylene oxide derivative of vegetable oil is a coconut fatty acid ester of polyglycerol ether.

[0538] In some embodiments, the coconut fatty acid ester of the polyglycerol ether is Synergen® GL5, manufactured and sold by Clariant.

[0539] In some embodiments, fatty acid esters soften the leaf surface properties for better and more efficient penetration of the compound of formula I.

[0540] In some embodiments, the vinylpyrrolidone derivative is a block copolymer (VP / VA) of vinylpyrrolidone and vinyl acetate.

[0541] In some embodiments, the block copolymer of vinylpyrrolidone and vinyl acetate is Sokalan® VA 64 P, manufactured and sold by Ashland.

[0542] In some embodiments, the block copolymer of vinylpyrrolidone and vinyl acetate is Agrimer® VA 6, manufactured and sold by Ashland.

[0543] In some embodiments, the vinylpyrrolidone derivative is a vinylpyrrolidone copolymer such as alkyl-grafted PVP. In some embodiments, the vinylpyrrolidone copolymer such as alkyl-grafted PVP is Agrimer AL-22, manufactured and sold by Ashland.

[0544] In some embodiments, the amount of vinylpyrrolidone derivative in the composition is 1 to 5% by weight based on the total weight of the composition. In some embodiments, the amount of vinylpyrrolidone derivative in the composition is 2 to 4% by weight based on the total weight of the composition. In some embodiments, the amount of vinylpyrrolidone derivative in the composition is about 3% by weight based on the total weight of the composition.

[0545] In some embodiments, vinylpyrrolidone (PVP) and its derivatives are effective in increasing the adhesion of compounds of formula I to plant leaves in order to improve spreading and storage properties (for example, for rain resistance).

[0546] Sugar-based surfactants may include, but are not limited to, sorbitan esters, sucrose esters, alkyl polyglycosides, and fatty acid glucamides.

[0547] In some embodiments, the sugar-based surfactant is an alkyl or fatty acid derivative of glucamide.

[0548] In some embodiments, the sugar-based surfactant is an alkylglucamide.

[0549] In some embodiments, the fatty acid glucamide is a C8 / C10 fatty acid glucose amide.

[0550] In some embodiments, the C8 / C10 fatty acid glucose amide is Synergen® GA manufactured by Clariant.

[0551] In some embodiments, the sugar-based surfactant is sorbitan and its derivatives.

[0552] In some embodiments, the derivatives of sorbitan are polyethylene oxide derivatives and fatty acid esters.

[0553] In some embodiments, sorbitan is a di or tri fatty acid ester. In some embodiments, the derivative of sorbitan is a polyethylene oxide derivative containing 20 to 80 ethylene oxide groups.

[0554] In some embodiments, the sorbitan derivative is Tween® 80. In some embodiments, the sorbitan derivative is Tween® 24 LM. In some embodiments, the amount of the sorbitan derivative in the composition is 1 to 5% by weight based on the total weight of the composition. In some embodiments, the amount of the sorbitan derivative in the composition is 3 to 4% by weight based on the total weight of the composition. In some embodiments, the amount of the sorbitan derivative in the composition is 3.25% by weight based on the total weight of the composition.

[0555] Tween® 24 LM can also be used in compositions as a surfactant.

[0556] In some embodiments, sugar-based surfactants affect the leaf surface to improve the penetration of the compound of formula I through the leaf surface.

[0557] In some embodiments, the adjuvant is a vegetable oil methyl ester.

[0558] In some embodiments, lignin and terpenes are effective in increasing the adhesion of compounds of formula I to plant leaves in order to improve spreading and storage properties (for example, for rain resistance).

[0559] In some embodiments, lignin and terpenes are wood products. In some embodiments, the wood products are wood oil-based products. In some embodiments, the wood oil-based product is pine root oil.

[0560] In some embodiments, the adjuvant is pine wood lignin and terpenes. In some embodiments, the adjuvant is pine root oil lignin and terpenes. In some embodiments, the pine root oil lignin and terpenes contain 50-60% oleic acid and linoleic acid, 34-40% rosin, and 5-10% long-chain alcohols and sterols.

[0561] In some embodiments, the fungicidal mixture includes a multiple adjuvant system. A multiple adjuvant system refers to a blend or any combination of adjuvants.

[0562] In some embodiments, the fungicidal mixture comprises at least two adjuvants. In some embodiments, the fungicidal mixture comprises a fatty acid ester and a fatty alcohol alkoxylate.

[0563] In some embodiments, the fungicidal mixture comprises at least three adjuvants. In some embodiments, the fungicidal mixture comprises methylated seed oil, polyglycerol ester, and alkoxylated alcohol.

[0564] In some embodiments, the adjuvant affects penetration in different ways. In some embodiments, the adjuvant affects penetration in the same way.

[0565] In some embodiments, the adjuvant blend includes, but is not limited to, a combination of alkyl fatty acid esters and fatty alcohol alkoxylates.

[0566] In some embodiments, the combination of alkyl fatty acid ester and fatty alcohol alkoxylate is Synergen® SOC, manufactured and sold by Clariant. In some embodiments, the amount of Synergen® SOC in the EC composition is 5-6% by weight based on the total weight of the composition. In some embodiments, the amount of Synergen® SOC in the EC composition is 5.5% by weight based on the total weight of the composition.

[0567] In some embodiments, the combination of alkyl fatty acid esters and fatty alcohol alkoxylates is FOP manufactured and sold by Clariant.

[0568] In some embodiments, a blend of adjuvants is used with the compound of formula I. In some embodiments, at least two adjuvants for at least two improvements are used with the compound of formula I.

[0569] In some embodiments, the adjuvant blend includes, but is not limited to, a combination of a vegetable oil and / or derivative thereof with a sugar-based surfactant. In some embodiments, the adjuvant blend includes a combination of adjuvants for improving the diffusion of the compound of formula I onto plant leaves, for improving spreading and storage properties (e.g., for rain resistance), for reducing surface tension to reduce drift from leaves, and for improving the penetration of the compound of formula I through the leaf surface.

[0570] In some embodiments, two or more adjuvants are used for the same purpose, e.g., to improve spreading and storage properties (e.g., for rain resistance), to improve the diffusion of the compound of formula I onto plant leaves, to reduce surface tension to reduce drift from leaves, and / or to improve the penetration of the compound of formula I through the leaf surface.

[0571] In some embodiments, the amount of compound (I) in the mixture is 1 to 99.99% by weight.

[0572] In some embodiments, the amount of adjuvant in the mixture is 0.01 to 95% by weight.

[0573] In some embodiments, the weight ratio of compound I to adjuvant is in the range of 50:1 to 1:50. In some embodiments, the weight ratio of compound I to adjuvant is in the range of 10:1 to 1:10. In some embodiments, the weight ratio of compound I to adjuvant is in the range of 5:1 to 1:5. In some embodiments, the weight ratio of compound I to adjuvant is 1:1.

[0574] In some embodiments, the volume ratio of compound I to adjuvant is in the range of 50:1 to 1:50. In some embodiments, the volume ratio of compound I to adjuvant is in the range of 10:1 to 1:10. In some embodiments, the volume ratio of compound I to adjuvant is in the range of 5:1 to 1:5. In some embodiments, the volume ratio of compound I to adjuvant is 1:1.

[0575] In some embodiments, the weight ratio of the compound of formula I to an adjuvant having the vinylpyrrolidone and its derivative structure is 25:1.

[0576] In some embodiments, the weight ratio of the compound of formula I to the adjuvant having a siloxane polyalkylene oxide copolymer structure is 50:1.

[0577] In one embodiment, the weight ratio of the polyalkylene oxide alkyl ether to the compound of formula I in the mixture is 1:90.

[0578] In one embodiment, the weight ratio of the vegetable oil and its derivatives to the compound of formula I in the mixture is 1:90.

[0579] In one embodiment, the weight ratio of vinylpyrrolidone and its derivatives to the compound of formula I in the mixture is 1:90.

[0580] In one embodiment, the weight ratio of the sugar-based surfactant to the compound of formula I in the mixture is 1:90.

[0581] In some embodiments, the weight ratio of the two adjuvants ranges from 5:1 to 1:5. In some embodiments, the weight ratio of the two adjuvants ranges from 2:1 to 1:2. In some embodiments, the weight ratio of the two adjuvants is 1:1.

[0582] In some embodiments, the weight ratio of an adjuvant having a vinylpyrrolidone or derivative structure to an adjuvant having a siloxane polyalkylene oxide copolymer structure is in the range of 5:1 to 1:5, and in some embodiments, the weight ratio of an adjuvant having a vinylpyrrolidone or derivative structure to an adjuvant having a siloxane polyalkylene oxide copolymer structure is 2:1. In some embodiments, the weight ratio of an adjuvant having a vinylpyrrolidone or derivative structure to an adjuvant having a siloxane polyalkylene oxide copolymer structure is 1.4:1.

[0583] In some embodiments, the weight ratio of an adjuvant having a vinylpyrrolidone or derivative structure to an adjuvant having a polyalkylene oxide alkyl ether structure is in the range of 10:1 to 1:10. In some embodiments, the weight ratio of an adjuvant having a vinylpyrrolidone or derivative structure to an adjuvant having a polyalkylene oxide alkyl ether structure is 1:5.5.

[0584] In some embodiments, the weight ratio of an adjuvant having a vinylpyrrolidone or derivative structure to an adjuvant having a fatty acid ester structure is in the range of 5:1 to 1:5. In some embodiments, the weight ratio of an adjuvant having a vinylpyrrolidone or derivative structure to an adjuvant having a fatty acid ester structure is 1:3.7.

[0585] In some embodiments, the weight ratio of the adjuvant having a polyalkylene oxide alkyl ether structure to the adjuvant having a fatty acid ester structure is in the range of 5:1 to 1:5. In some embodiments, the weight ratio of the adjuvant having a polyalkylene oxide alkyl ether structure to the adjuvant having a fatty acid ester structure is in the range of 1.5:1.

[0586] In some embodiments, the weight ratio range of the adjuvant having a polyalkylene oxide alkyl ether structure, the adjuvant having a fatty acid ester, and the adjuvant having vinylpyrrolidone and its derivative structures is 10:5:1 to 1:5:10. In some embodiments, the weight ratio range of the adjuvant having a polyalkylene oxide alkyl ether structure, the adjuvant having a fatty acid ester, and the adjuvant having vinylpyrrolidone and its derivative structures is 5.7:3.76:1.

[0587] In some embodiments, the weight ratio range of the two adjuvants in a multiple adjuvant system is 5:1 to 1:5, or 1:3 to 3:1, or 1:2 to 2:1, or 1:1.

[0588] In some embodiments, the weight ratio of the compound of formula I to the adjuvant is 5:1 to 1:5, or 1:3 to 3:1, or 1:2 to 2:1, or 1:1.

[0589] In some embodiments, the weight ratio of compound I to adjuvant in the mixture is 5:1 to 1:5, or 1:3 to 3:1, or 1:2 to 2:1, or 1:1.

[0590] In some embodiments, the adjuvant, when incorporated, is present in an amount of at least 0.1% by weight based on the total weight of the composition. In some embodiments, the adjuvant is present in an amount of at least 10% by weight based on the total weight of the composition. In some embodiments, the adjuvant is present in an amount of at least 15% by weight based on the total weight of the composition. In some embodiments, the adjuvant is present in an amount of up to 30% by weight based on the total weight of the composition.

[0591] In some embodiments, the mixture of the present invention is formulated as a single composition called the combined composition. In some embodiments, the mixture is formulated into two separate compositions, and the compositions are added to the tank mix.

[0592] In some embodiments, the ratio of adjuvant to compound (I) in the tank mix is ​​50:1 to 1:50.

[0593] In some embodiments, the volume ratio of compound I to adjuvant is in the range of 50:1 to 1:50. In some embodiments, the volume ratio of compound I to adjuvant is in the range of 10:1 to 1:10. In some embodiments, the volume ratio of compound I to adjuvant is in the range of 5:1 to 1:5. In some embodiments, the volume ratio of compound I to adjuvant is 1:1.

[0594] In some embodiments, the concentration of the adjuvant having the structure of a polyalkylene oxide alkyl ether in the composition / mixture is at least 3% by weight based on the total weight of the composition.

[0595] In some embodiments, the concentration of the adjuvant having the structure of a siloxane polyalkylene oxide copolymer in the composition / mixture is at least 5% by weight based on the total weight of the composition.

[0596] In some embodiments, the concentration of the adjuvant having a fatty acid ester structure in the composition / mixture is at least 3% by weight based on the total weight of the composition.

[0597] In some embodiments, the concentration of adjuvants having the structure of vinylpyrrolidone and its derivatives in the composition / mixture is 0.1% to 2.5% by weight based on the total weight of the composition.

[0598] In some embodiments, the concentration of the adjuvant having the structure of a sugar-based surfactant in the composition / mixture is at least 3% by weight based on the total weight of the composition.

[0599] In some embodiments, the polyalkylene oxide alkyl ether is used as a surfactant / emulsifier when the concentration of the polyalkylene oxide alkyl ether in the composition is less than 3% by weight based on the total weight of the composition.

[0600] In this regard, if the concentration of siloxane polyalkylene oxide copolymer in the composition is less than 5% by weight based on the total weight of the composition, the siloxane polyalkylene oxide copolymer is used as a surfactant / emulsifier.

[0601] In this regard, if the fatty acid ester concentration in the composition is less than 3% by weight based on the total weight of the composition, the fatty acid ester is used as a surfactant / emulsifier.

[0602] In this regard, if the concentration of the sugar-based surfactant in the composition is less than 3% by weight based on the total weight of the composition, the sugar-based surfactant is used as a surfactant / emulsifier.

[0603] In some embodiments, when polyalkylene oxide alkyl ethers, siloxane polyalkylene oxide copolymers, fatty acid esters, and / or sugar-based surfactants are used as surfactants / emulsifiers, they also function as adjuvants.

[0604] In some embodiments, the composition of compound (I) and / or adjuvant is a liquid composition, a solid composition, or a combination thereof.

[0605] Examples of liquid compositions include suspension concentrate (SC) compositions, oil dispersion (OD) compositions, or emulsion (EC) compositions.

[0606] In one embodiment, the amount of polyalkylene oxide alkyl ether in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0607] In one embodiment, the amount of siloxane polyalkylene oxide copolymer in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0608] In one embodiment, the amount of fatty acid alkyl ester in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0609] In one embodiment, the amount of vegetable oil and its derivatives in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0610] In one embodiment, the amount of vinylpyrrolidone and its derivatives in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0611] In one embodiment, the sugar-based surfactant in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight based on the total weight of the composition.

[0612] In one embodiment, the amount of polyalkylene oxide alkyl ether in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0613] In one embodiment, the amount of siloxane polyalkylene oxide copolymer in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0614] In one embodiment, the amount of fatty acid alkyl ester in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0615] In one embodiment, the amount of vegetable oil and its derivatives in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0616] In one embodiment, the amount of vinylpyrrolidone and its derivatives in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0617] In one embodiment, the sugar-based surfactant in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight based on the total weight of the composition.

[0618] In one embodiment, the concentration of the polyalkylene oxide alkyl ether in a composition containing the compound of formula I is 5% by weight based on the total weight of the composition.

[0619] In one embodiment, the concentration of the siloxane polyalkylene oxide copolymer in a composition containing the compound of formula I is 0.1% by weight based on the total weight of the composition.

[0620] In one embodiment, the concentration of the fatty acid alkyl ester in the composition of the compound of formula I is 5% by weight based on the total weight of the composition.

[0621] In one embodiment, the concentration of the vegetable oil and its derivatives in a composition containing the compound of formula I is 6% by weight based on the total weight of the composition.

[0622] In one embodiment, the concentration of vinylpyrrolidone and its derivatives in a composition containing the compound of formula I is 1.5% by weight based on the total weight of the composition.

[0623] In one embodiment, the concentration of the sugar-based surfactant in the composition containing the compound of formula I is 5% by weight based on the total weight of the composition.

[0624] In one embodiment, the amount of polyalkylene oxide alkyl ether in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0625] In one embodiment, the amount of siloxane polyalkylene oxide copolymer in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0626] In one embodiment, the amount of fatty acid alkyl ester in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0627] In one embodiment, the amount of vegetable oil and its derivatives in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0628] In one embodiment, the amount of vinylpyrrolidone and its derivatives in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight, based on the total weight of the composition.

[0629] In one embodiment, the sugar-based surfactant in the mixture of the compound of formula I and the adjuvant, or in the composition, is in the range of about 1% to about 5% by weight based on the total weight of the composition.

[0630] In some embodiments, the concentration of VP / VA in the composition is about 1-3% by weight based on the total weight of the composition. In some embodiments, the concentration of VP / VA in the composition is about 1.5% by weight based on the total weight of the composition.

[0631] In some embodiments, the concentration of PVP in the composition is about 0.5 to 1.5% by weight based on the total weight of the composition. In some embodiments, the concentration of PVP in the composition is about 0.75 to 1.25% by weight based on the total weight of the composition.

[0632] In some embodiments, the concentration of siloxane polyalkylene oxide copolymer in the composition is about 0.25 to 2.5% by weight based on the total weight of the composition. In some embodiments, the concentration of VP / VA is about 0.1 to 2.0% by weight based on the total weight of the composition.

[0633] In some embodiments, the adjuvants in a multi-adjuvant system have similar properties.

[0634] In some embodiments, the adjuvants in a multi-adjuvant system have different characteristics.

[0635] In some embodiments, the adjuvant affects the surface properties of the leaf.

[0636] In some embodiments, the adjuvant affects the physical properties of the composition.

[0637] In some embodiments, a single or multiple adjuvant system / blend affects the surface tension of droplets / compositions / diluted compositions, acts as a tackifier, and improves the diffusion of the compound of formula I on leaves.

[0638] In some embodiments, the penetration of the compound of formula I is increased by reducing the surface tension of the composition, thereby diffusing the composition onto the leaf surface and promoting penetration.

[0639] In some embodiments, the adjuvant used may also function as a solvent, surfactant, wetting agent, and / or dispersant.

[0640] In some embodiments, the solvent, surfactant, wetting agent, and / or dispersant used may also function as an adjuvant.

[0641] In some embodiments, Agnique®ME 18 RD-F (fatty acid, C16-18 and C18-unsaturated methyl ester) is the solvent and incorporated adjuvant.

[0642] In some embodiments, Genapol® x80 (isotridecyl alcohol polyglycol ether nonionic surfactant) is an emulsifier / surfactant and incorporated adjuvant.

[0643] In some embodiments, Agnique® ME 18 RD-F (fatty acid, C16-18 and C18-unsaturated methyl ester) is a solvent and incorporated adjuvant in the OD composition.

[0644] In some embodiments, Genapol® x80 (isotridecyl alcohol polyglycol ether nonionic surfactant) is an emulsifier / surfactant and incorporated adjuvant in the OD composition.

[0645] In some embodiments, the solvent Agnique®ME 18 RD-F (fatty acid, C16-18 and C18-unsaturated methyl ester) is also an incorporated adjuvant.

[0646] In some embodiments, the emulsifier / surfactant Genapol® x80 (isotridecyl alcohol polyglycol ether nonionic surfactant) is also an incorporated adjuvant.

[0647] In some embodiments, the solvent Agnique®ME 18 RD-F (fatty acid, C16-18 and C18-unsaturated methyl ester) in the OD composition is also an incorporated adjuvant.

[0648] In some embodiments, the emulsifier / surfactant Genapol® x80 (isotridecyl alcohol polyglycol ether nonionic surfactant) in the OD composition is also an incorporated adjuvant.

[0649] The composition is prepared according to procedures that are customary in the field of agrochemical technology, but it is novel and important because it contains the disclosed mixture of compound (I) and adjuvant.

[0650] The concentrated composition of the disclosed mixture can be dispersed in water or another liquid for application, or the composition may be in the form of dust or granules, which can then be applied without further treatment, or it can be diluted before application.

[0651] The most frequently used compositions are aqueous suspensions or emulsions. Such water-soluble, water-suspended, or emulsifying compositions are typically solids, usually known as wettable powders, or liquids, usually known as emulsions, aqueous suspensions, suspension concentrates, or suspend-emulsions. This disclosure envisions all vehicles that can be used to formulate mixtures for delivery as fungicides.

[0652] In some embodiments, the stable liquid composition is an EC composition comprising a non-aqueous liquid carrier, the non-aqueous liquid carrier being acetophenone. In some embodiments, the amount of acetophenone in the EC composition is 55-65% by weight based on the total weight of the composition. In some embodiments, the amount of acetophenone in the EC composition is about 61% by weight based on the total weight of the composition.

[0653] Acetophenone is used in compositions to improve their stability at low temperatures, particularly to minimize crystallization.

[0654] In some embodiments, the stable liquid composition is an EC composition comprising two adjuvants. In some embodiments, the two adjuvants are Agnique® BP420 and Synergen® SOC.

[0655] In some embodiments, the stable liquid composition is an EC composition containing a fatty alcohol alkoxy ether. In some embodiments, the EC composition contains a fatty alcohol alkoxy ether. In some embodiments, the EC composition contains at least one liquid carrier which is acetophenone, and the composition contains a fatty alcohol alkoxy ether. In some embodiments, the fatty alcohol alkoxy ether is a fatty alcohol alkoxy ether. In some embodiments, the fatty alcohol alkoxy ether is Agnique® BP420. In some embodiments, the EC composition is mixed with a fatty alcohol alkoxy ether. In some embodiments, the EC composition contains at least one liquid carrier which is acetophenone, and is mixed with a fatty alcohol alkoxy ether. In some embodiments, the fatty alcohol alkoxy ether is a fatty alcohol alkoxy ether. In some embodiments, the fatty alcohol alkoxy ether is Agnique® BP420.

[0656] As used herein, the term “mixed with” refers to a tank mix or a separate application.

[0657] In some embodiments, the EC composition comprises at least one fatty alcohol alkoxy ether. In some embodiments, the EC composition comprises at least one liquid carrier which is acetophenone and at least one fatty alcohol alkoxy ether. In some embodiments, the fatty alcohol alkoxy ether is a fatty alcohol alkoxy ether. In some embodiments, the fatty alcohol alkoxy ether is Agnique® BP420. In some embodiments, the EC composition comprises at least one fatty alcohol alkoxy ether and / or at least one alkyl fatty acid ester. In some embodiments, the EC composition comprises Synergen® SOC. In some embodiments, the EC composition comprises Synergen® SOC and Agnique® BP420. In some embodiments, the EC composition comprises at least one liquid carrier which is acetophenone.

[0658] In some embodiments, the EC composition has a concentration of the compound of formula I of 25 to 75 g / L. In some embodiments, the EC composition has a concentration of the compound of formula I of 50 g / L.

[0659] In some embodiments, the EC composition is mixed with at least one fatty alcohol alkoxy ether and / or at least one alkyl fatty acid ester. In some embodiments, the EC composition is mixed with Synergen® SOC. In some embodiments, the EC composition is mixed with Synergen® SOC and Agnique® BP420.

[0660] As used herein, the term “mixed with” refers to a tank mix or a separate application.

[0661] In some embodiments, the stable liquid composition is an OD composition containing one adjuvant. In some embodiments, the adjuvant is Genapol® X050. In some embodiments, the adjuvant is iso-tridecyl alcohol polyglycol ether (5 EO).

[0662] In some embodiments, the OD composition comprises at least one fatty alcohol alkoxy ether.

[0663] In some embodiments, at least one of the fatty alcohol alkoxy ethers is isotridecyl alcohol polyglycol ether (5 EO).

[0664] In some embodiments, iso-tridecyl alcohol polyglycol ether (5 EO) is Genapol® X50.

[0665] In some embodiments, the OD composition includes a fatty acid ester.

[0666] In some embodiments, the fatty acid ester is Agnique® RD-F18.

[0667] In some embodiments, Agnique® RD-F18 functions as both a solvent and an adjuvant.

[0668] In some embodiments, the fatty acid esters are C16-18 and C18 unsaturated methyl esters.

[0669] In some embodiments, the OD composition comprises at least one fatty alcohol alkoxy ether and at least one fatty acid ester.

[0670] In some embodiments, the OD composition comprises C16-18 and C18 unsaturated methyl esters and Genapol® X50 (iso-tridecyl alcohol polyglycol ether (5 EO)).

[0671] In some embodiments, the OD composition comprises at least one dispersant. In some embodiments, the dispersant is a polymer. In some embodiments, the dispersant is selected from the group consisting of Atlox® 4912, Atlox® 4915, Atlox® 4916, Agrimer® AL22, and any combination thereof.

[0672] In some embodiments, the OD composition includes at least one polymer dispersant.

[0673] Polymer dispersants that may be used in connection with the present invention include, but are not limited to, Atlox® 4912, Atlox® 4915, Atlox® 4916, and Agrimer® AL22. In some embodiments, the polymer dispersant is selected from the group consisting of Atlox® 4912, Atlox® 4915, Atlox® 4916, Agrimer® AL22, and any combination thereof.

[0674] In some embodiments, the dispersant is other than Soprophor® 3D33. In some embodiments, the dispersant is other than Soprophor® 4D384. In some embodiments, the dispersant is Soprophor® 3D33. In some embodiments, the dispersant is Soprophor® 4D384. In some embodiments where the composition is OD, the dispersant is other than Soprophor® 3D33. In some embodiments where the composition is OD, the dispersant is other than Soprophor® 4D384. In some embodiments where the liquid carrier in the composition is an aqueous liquid carrier, the dispersant is Soprophor® 3D33. In some embodiments where the liquid carrier in the composition is an aqueous liquid carrier, the dispersant is Soprophor® 4D384.

[0675] In some embodiments, the OD composition includes at least one emulsifier.

[0676] Emulsifiers that may be used in connection with the present invention include, but are not limited to, Aerosol® OT-SE ULA, Rhodocal® 70 / B, Synperonic® PE / L 64, Atlas® G5002, Genapol® X50, Genapol® X80, and Alkamils ​​AP. In some embodiments, the emulsifier is selected from the group consisting of Aerosol® OT-SE ULA, Rhodocal® 70 / B, Synperonic® PE / L 64, Atlas® G5002, Genapol® X50, Genapol® X80, Alkamils ​​AP, and any combination thereof.

[0677] In some embodiments, the emulsifier is Aerosol® OT-SE. In some embodiments, the amount of Aerosol® OT-SE in the composition is 1 to 10% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosol® OT-SE in the composition is 5 to 7% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosol® OT-SE in the composition is about 6% by weight based on the total weight of the composition.

[0678] In some embodiments, the emulsifier is Synperonic® PE / L 64. In some embodiments, the amount of Synperonic® PE / L 64 in the composition is 1 to 10% by weight based on the total weight of the composition. In some embodiments, the amount of Synperonic® PE / L 64 in the composition is 5 to 7% by weight based on the total weight of the composition. In some embodiments, the amount of Synperonic® PE / L 64 in the composition is about 6% by weight based on the total weight of the composition.

[0679] In some embodiments, the emulsifier comprises castor oil. In some embodiments, the emulsifier comprises TSP 16. In some embodiments, the emulsifier comprises sorbitan trioleate (span type). In some embodiments, the emulsifier is tristyrylphenol ethoxylate. In some embodiments, the tristyrylphenol ethoxylate is Soprophor® TS / 16. In some embodiments, the amount of Soprophor® TS / 16 in the EC composition is 20-25% by weight based on the total weight of the composition. In some embodiments, the amount of Soprophor® TS / 16 in the EC composition is 22-24% by weight based on the total weight of the composition. In some embodiments, the amount of Soprophor® TS / 16 in the EC composition is about 23% by weight based on the total weight of the composition.

[0680] In some embodiments, the OD composition comprises an ethylene oxide / propylene oxide block copolymer. The ethylene oxide / propylene oxide block copolymer can function as a surfactant and emulsifier. In some embodiments, the ethylene oxide / propylene oxide block copolymer is Synperonic® PE / L 64.

[0681] In some embodiments, the OD composition contains a water scavenger. In some embodiments, the OD composition contains 0.25 to 0.75% by weight of water scavenger based on the total weight of the composition. In some embodiments, the OD composition contains 0.5% by weight of water scavenger based on the total weight of the composition. In some embodiments, the water scavenger is tetraethyl orthosilicate.

[0682] In some embodiments, the OD composition has a concentration of the compound of formula I of 200 to 300 g / L. In some embodiments, the OD composition has a concentration of the compound of formula I of 250 g / L. In some embodiments, the OD composition has a concentration of the compound of formula I of at least 200 g / L.

[0683] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Non-aqueous liquid carrier We provide an oil dispersion (OD) composition containing the following: a) The composition further comprises 5% by weight of tetraethyl orthosilicate based on the total weight of the composition, b) The concentration of compound I in the composition is 250 g / L.

[0684] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , (b) Non-aqueous liquid carrier We provide an oil dispersion (OD) composition containing the following: c) The composition further comprises 5% by weight of tetraethyl orthosilicate and / or epoxidized soybean oil based on the total weight of the composition, d) The concentration of the compound of formula I in the composition is 250 g / L.

[0685] In some embodiments, the stable liquid composition is an SC composition. In some embodiments, the SC composition comprises one adjuvant. In some embodiments, the adjuvant is Silwett® 077.

[0686] In some embodiments, the stable liquid composition is an SC composition, and the amount of compound of formula I in the SC composition is 400 g / L to 600 g / L. In some embodiments, the stable liquid composition is an SC composition, and the amount of compound of formula I in the SC composition is 500 g / L. In some embodiments, the SC composition does not contain VP / VA. In some embodiments, the SC composition does not contain Van Gel® B. In some embodiments, the SC composition does not contain magnesium aluminum silicate.

[0687] In some embodiments, the SC composition is formulated without an adjuvant.

[0688] In some embodiments, the SC compositions include at least one adjuvant.

[0689] In some embodiments, the adjuvant is a siloxane polyalkylene oxide copolymer.

[0690] In some embodiments, the siloxane is Silwett® I77.

[0691] In some embodiments, the SC compositions are mixed with one adjuvant.

[0692] In some embodiments, the adjuvant is a siloxane polyalkylene oxide copolymer.

[0693] In some embodiments, the siloxane polyalkylene oxide copolymer comprises at least one derivative of the siloxane polyalkylene oxide copolymer.

[0694] In some embodiments, the siloxane polyalkylene oxide copolymer comprises at least two derivatives of the siloxane polyalkylene oxide copolymer.

[0695] In some embodiments, the siloxane adjuvant is Silwett® l-77.

[0696] In some embodiments, the SC composition comprises siloxane polyalkylene oxide copolymer and xanthan gum. In some embodiments, the SC composition comprises siloxane polyalkylene oxide copolymer and disodium phosphate anhydrous. In some embodiments, the SC composition comprises siloxane polyalkylene oxide copolymer and tristyrylphenol-polyethylene glycol ether. In some embodiments, the SC composition comprises siloxane polyalkylene oxide copolymer and potassium dihydrogen phosphate. In some embodiments, the SC composition comprises siloxane polyalkylene oxide copolymer and 1,2-propanediol. In some embodiments, the SC composition comprises siloxane polyalkylene oxide copolymer and Proxel GXL. In some embodiments, the SC composition comprises siloxane polyalkylene oxide copolymer and polydimethylsiloxane emulsion. In some embodiments, the SC composition comprises siloxane polyalkylene oxide copolymer and Soprophor® 3D33. In some embodiments, the SC composition comprises a siloxane polyalkylene oxide copolymer and Supragil WP.

[0697] In some embodiments, the SC composition contains sodium diisopropylnaphthalene sulfonate. In some embodiments, sodium diisopropylnaphthalene sulfonate is Supragil WP. In some embodiments, the amount of Supragil WP in the composition is 0.1 to 1% by weight based on the total weight of the composition. In some embodiments, the amount of Supragil WP in the composition is about 0.5% by weight based on the total weight of the composition.

[0698] In some embodiments, the SC composition includes two adjuvants.

[0699] In some embodiments, the two adjuvants are at least one siloxane polyalkylene oxide copolymer and VP / VA.

[0700] In some embodiments, the SC compositions comprise at least one siloxane polyalkylene oxide copolymer and are mixed with at least one additional adjuvant.

[0701] In some embodiments, the SC compositions are mixed with at least one adjuvant.

[0702] In some embodiments, the SC compositions are mixed with at least two adjuvants.

[0703] In some embodiments, the adjuvant is VP / VA.

[0704] In some embodiments, the SC composition is mixed with Trycol®.

[0705] As used herein, the term “mixed with” refers to a tank mix or a separate application. In some embodiments, the SC composition includes VP / VA.

[0706] In some embodiments, the SC composition includes VP / VA as an adjuvant.

[0707] In some embodiments, the SC composition contains the compound of formula I at a concentration of at least 40% by weight based on the total weight of the composition. In some embodiments, the SC composition contains the compound of formula I at a concentration of at least 50% by weight based on the total weight of the composition.

[0708] In some embodiments, the SC composition comprises a compound of formula I and VP / VA, wherein the concentration of the compound of formula I is at least 40% by weight based on the total weight of the composition.

[0709] In some embodiments, the SC composition comprises a compound of formula I, is formulated without VP / VA, and the concentration of the compound of formula I is at least 40% by weight based on the total weight of the composition.

[0710] In some embodiments, the SC composition comprises a compound of formula I and VP / VA, wherein the concentration of the compound of formula I is at least 50% by weight based on the total weight of the composition.

[0711] In some embodiments, the SC composition comprises a compound of formula I, is formulated without VP / VA, and the concentration of the compound of formula I is at least 50% by weight based on the total weight of the composition.

[0712] In some embodiments, the SC composition comprises a compound of formula I, is formulated without VP / VA, and the concentration of the compound of formula I is at least 45% by weight based on the total weight of the composition.

[0713] In some embodiments, the concentration of the compound of formula I in the SC composition is 45% by weight or more based on the total weight of the composition. In some embodiments, the concentration of the compound of formula I in the SC composition is 50% by weight or more based on the total weight of the composition. In some embodiments, the concentration of the compound of formula I in the SC composition is 55% by weight or more based on the total weight of the composition. In some embodiments, the concentration of the compound of formula I in the SC composition is 60% by weight or more based on the total weight of the composition. In some embodiments, the concentration of the compound of formula I in the SC composition is more than 65% by weight based on the total weight of the composition.

[0714] In some embodiments, 95% or more of the amount of the compound of formula I used in the SC composition is in the form of polymorph I. In some embodiments, 96% or more of the amount of the compound of formula I used in the SC composition is in the form of polymorph I. In some embodiments, 97% or more of the amount of the compound of formula I used in the SC composition is in the form of polymorph I. In some embodiments, 98% or more of the amount of the compound of formula I used in the SC composition is in the form of polymorph I. In some embodiments, 99% or more of the amount of the compound of formula I used in the SC composition is in the form of polymorph I. In some embodiments, 99.5% or more of the amount of the compound of formula I used in the SC composition is in the form of polymorph I. In some embodiments, 100% of the amount of the compound of formula I used in the SC composition is in the form of polymorph I.

[0715] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Provides a suspension concentrate (SC) composition comprising an aqueous liquid carrier, The composition does not contain a block copolymer (VP / VA) of vinylpyrrolidone and vinyl acetate.

[0716] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Provides a suspension concentrate (SC) composition comprising an aqueous liquid carrier, The composition does not contain magnesium aluminum silicate.

[0717] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] , and (b) Provides a suspension concentrate (SC) composition comprising an aqueous liquid carrier, The composition contains a siloxane polyalkylene oxide copolymer at a concentration of 0.01 to 0.8% by weight based on the total weight of the composition.

[0718] In some embodiments, the concentration of the siloxane polyalkylene oxide copolymer in the composition is 0.01 to 0.5% by weight based on the total weight of the composition.

[0719] In some embodiments, the concentration of siloxane polyalkylene oxide copolymer in the composition is 0.1 to 0.3% by weight based on the total weight of the composition. In some embodiments, the concentration of siloxane polyalkylene oxide copolymer in the composition is about 0.2% by weight based on the total weight of the composition.

[0720] In some embodiments, the stable liquid composition is an EC composition, where more than 96% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, the stable liquid composition is an OD composition, where more than 96% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, the stable liquid composition is an SC composition, where more than 96% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof. In some embodiments, the stable liquid composition is an SE composition, where more than 96% of the amount of compound of formula I is in the form of form I polymorph, form II polymorph, hydrate, or a mixture thereof.

[0721] The present invention also, (a) Compound of formula I in an effective amount for fungicidal action: [ka] We provide an emulsion (EC) composition containing, a) The composition comprises at least one fatty alcohol alkoxy ether and / or at least one alkyl fatty acid ester, and / or b) The concentration of compound I in the composition is 50 g / L.

[0722] The present invention provides an EC composition comprising (i) a compound of formula I, (ii) acetophenone, (iii) Agnique® BP420, and (iv) Synergen® SOC.

[0723] The present invention provides (i) an OD composition comprising a compound of formula I and (ii) Genapol® X050.

[0724] The present invention provides an OD composition comprising (i) a compound of formula I and (ii) iso-tridecyl alcohol polyglycol ether (5 EO).

[0725] The present invention provides an SC composition comprising (i) a compound of formula I and (ii) Silwett® 077, wherein the concentration of the compound of formula I in the composition is 500 g / L, and the composition does not contain VP / VA or van gel.

[0726] The present invention also provides a composition comprising a compound of formula I and a non-aqueous liquid carrier, wherein the non-aqueous liquid carrier has a water content of 0.2% by weight or less based on the weight of the non-aqueous liquid carrier.

[0727] The present invention also provides a composition comprising a compound of formula I, a non-aqueous liquid carrier, and at least one agriculturally acceptable inert additive, wherein (1) the non-aqueous liquid carrier has a water content of 0.2% by weight or less based on the weight of the non-aqueous liquid carrier, and (2) the agriculturally acceptable inert additive has a water content of less than 1% by weight based on the weight of the agriculturally acceptable inert additive. In some embodiments, the water content is evaluated at the time the agriculturally acceptable inert additive is obtained. In some embodiments, the water content is evaluated immediately before the agriculturally acceptable inert additive is added to the admixture.

[0728] The present invention also provides a mixture comprising (i) any one of the SC compositions described herein and (ii) Trycol®.

[0729] The present invention also provides a method for reducing the crystallization of the compound of formula I in a composition at low temperatures, which includes using acetophenone as a solvent in the composition.

[0730] As used herein, the term "low temperature" means a temperature lower than room temperature, i.e., below 20°C.

[0731] In some embodiments, the temperature is -10°C to 20°C. In some embodiments, the temperature is 0°C to 20°C. In some embodiments, the temperature is 0°C to 15°C. In some embodiments, the temperature is 5°C to 15°C. In some embodiments, the temperature is 0°C.

[0732] The present invention also provides a method for reducing the viscosity of an SC composition containing a compound of formula I, the method comprising formulating the composition so as not to contain VP / VA.

[0733] The present invention also provides a method for reducing the viscosity of an SC composition containing a compound of formula I, the method comprising formulating the composition so as not to contain Van Gel® B or magnesium aluminum silicate.

[0734] Additional pesticides: The mixtures and compositions of the present invention may further contain one or more additional pesticides.

[0735] In some embodiments, the composition of the present invention further comprises at least one additional pesticide. In some embodiments, the pesticide is a fungicide, herbicide, insecticide, or nematicide.

[0736] In some embodiments, the composition of the present invention further comprises at least one additional fungicide. In some embodiments, the fungicidal mixture of the present invention further comprises at least one additional fungicide.

[0737] In some embodiments, at least one additional fungicide is a fungicidal sterol biosynthesis inhibitor.

[0738] In some embodiments, the sterol biosynthesis inhibitor is selected from the group consisting of prothioconazole, epoxyconazole, cyproconazole, mycrobutanil, prochloraz, metconazole, difenoconazole, tebuconazole, tetraconazole, fenbuconazole, propiconazole, fluquinconazole, flusilazole, flutriahol, and fenpropimorph.

[0739] In some embodiments, the sterol biosynthesis inhibitor is selected from the group consisting of prothioconazole, epoxyconazole, metconazole, difenoconazole, propiconazole, prochloraz, tetraconazole, tebuconazole, fenpropimorph, fenpropidine, ipconazole, triticonazole, spiroxamine, fenhexamide, and fenpyrazamine.

[0740] In some embodiments, the sterol biosynthesis inhibitor is prothioconazole. In some embodiments, the sterol biosynthesis inhibitor is epoxyconazole. In some embodiments, the sterol biosynthesis inhibitor is cyproconazole. In some embodiments, the sterol biosynthesis inhibitor is mycrobutanil. In some embodiments, the sterol biosynthesis inhibitor is metconazole. In some embodiments, the sterol biosynthesis inhibitor is difenoconazole. In some embodiments, the sterol biosynthesis inhibitor is propiconazole. In some embodiments, the sterol biosynthesis inhibitor is prochloraz. In some embodiments, the sterol biosynthesis inhibitor is tetraconazole. In some embodiments, the sterol biosynthesis inhibitor is tebuconazole. In some embodiments, the sterol biosynthesis inhibitor is fluquinconazole. In some embodiments, the sterol biosynthesis inhibitor is flusilazole. In some embodiments, the sterol biosynthesis inhibitor is flutriafole. In some embodiments, the sterol biosynthesis inhibitor is fenpropimorph. In some embodiments, the sterol biosynthesis inhibitor is fenpropidine. In some embodiments, the sterol biosynthesis inhibitor is ibuconazole. In some embodiments, the sterol biosynthesis inhibitor is triticonazole. In some embodiments, the sterol biosynthesis inhibitor is spiroxamine. In some embodiments, the sterol biosynthesis inhibitor is fenhexamide. In some embodiments, the sterol biosynthesis inhibitor is fenpyrazamine. In some embodiments, the sterol biosynthesis inhibitor is fenbuconazole.

[0741] In some embodiments, at least one additional fungicide is a succinate dehydrogenase inhibitor.

[0742] In some embodiments, succinate dehydrogenase inhibitors are selected from the group consisting of benzovindiflupir, penthiopyrad, isopyrazam, fluxapiroxad, boscalid, fluopyram, bixafen, and penflufen.

[0743] In some embodiments, the succinate dehydrogenase inhibitor is benzovindiflupyr. In some embodiments, the succinate dehydrogenase inhibitor is penthiopyrad. In some embodiments, the succinate dehydrogenase inhibitor is isopyrazam. In some embodiments, the succinate dehydrogenase inhibitor is fluxapyroxad. In some embodiments, the succinate dehydrogenase inhibitor is boscalid. In some embodiments, the succinate dehydrogenase inhibitor is fluopyram. In some embodiments, the succinate dehydrogenase inhibitor is bixafen. In some embodiments, the succinate dehydrogenase inhibitor is penflufen.

[0744] In some embodiments, at least one additional fungicide is a strobilurin fungicide.

[0745] In some embodiments, strobilurin fungicides are selected from the group consisting of azoxystrobin, pyraclostrobin, picoxystrobin, fluoxastrobin, trifloxystrobin, kresoximmethyl, dimoxystrobin, and orysastrobin.

[0746] In some embodiments, strobilurin fungicides are selected from the group consisting of azoxystrobin, pyraclostrobin, picoxystrobin, fluoxastrobin, and trifloxystrobin.

[0747] In some embodiments, the strobilurin fungicide is azoxystrobin. In some embodiments, the strobilurin fungicide is pyraclostrobin. In some embodiments, the strobilurin fungicide is picoxystrobin. In some embodiments, the strobilurin fungicide is fluoxastrobin. In some embodiments, the strobilurin fungicide is trifloxystrobin. In some embodiments, the strobilurin fungicide is kresoxime methyl. In some embodiments, the strobilururin fungicide is dimoxystrobin. In some embodiments, the strobilururin fungicide is orysastrobin.

[0748] In some embodiments, at least one additional fungicide is a multi-site fungicidal inhibitor.

[0749] In some embodiments, the multi-site fungicidal inhibitor is selected from the group consisting of mancozeb, chlorothalonil, holpet, captan, methylam, maneb, propineb, copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, copper sulfate (tribasic), mancopper, oxine copper, copper bis(3-phenyl salicylate), zinc copper chromate, cuprous oxide, cupric hydrazinium sulfate, and cuprobam.

[0750] In some embodiments, the multi-site fungicidal inhibitor is mancozeb. In some embodiments, the multi-site fungicidal inhibitor is chlorothalonil. In some embodiments, the multi-site fungicidal inhibitor is holpet. In some embodiments, the multi-site fungicidal inhibitor is captan. In some embodiments, the multi-site fungicidal inhibitor is methylam. In some embodiments, the multi-site fungicidal inhibitor is maneb. In some embodiments, the multi-site fungicidal inhibitor is propineb. In some embodiments, the multi-site fungicidal inhibitor is copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, copper sulfate (tribasic), mancopper, oxine copper, copper bis(3-phenyl salicylate), zinc copper chromate, cuprous oxide, cupric hydrazinium sulfate, or cuprobam.

[0751] In some embodiments, additional fungicides include 2-(thiocyanatomethylthio)-benzothiazole, 2-phenylphenol, 8-hydroxyquinoline sulfate, ametoctrazine, amisulbrom, antimycin, and Ampelomyces. Bacillus quisqualis, azaconazole, azoxystrobin, Bacillus subtilis, Bacillus subtilis strain QST713, venalaxyl, benomyl, benthiavaricarb isopropyl, benzylaminobenzenesulfonate (BABS) salt, bicarbonate, biphenyl, bismelthiazole, vitertanol, bixafen, blastosidine-S, borax, Bordeaux mixture, boscalid, bromconazole, bupirimate, calcium polysulfate, captahole, captan, carbendazim, carboxy, carpropamide, carvone, chlazafenone, chloreneb, chlorothalonil, clozolinate, Coniothyrium minitans Minitans), copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, copper sulfate (tribasic), cuprous oxide, cyazofamide, cyflufenaamide, cymoxanil, cyproconazole, cyprodinil, dazomet, debacarb, diammonium ethylenebis-(dithiocarbamate), diclofluanide, dichlorophene, diclosimet, diclomedin, dichloran, diethofencarb, difenoconazole, diphenzocoat ion, diflumetrim, dimethomorph, dimoxystrobin, diniconazole, diniconazole-M, dinovtone, dinocup, diphenylamine, dithianone, dodemorph, dodemorph acetate, dozin, dozin free base, ed Fenfos, enestrobin, enestrobrin, epoxyconazole, etaboxam, ethoxyquin, etridiazole, famoxadone, phenamidon, phenarimol, fenbuconazole, fenflam, fenhexamide, phenoxanil, fenpiclonil, fenpropidine, fenpropimorph, fenpyrazamine, fentin, fentin acetate, fentin hydroxide, ferubam, ferimzon, fluazinam, fludioxonil, flumorph, fluopicolide, fluopyram, fluoroimide, fluoxastrobin, fluchonoxol, flucyazole, flusulfamide,Fluthianil, Flutolanil, Flutriahol, Fluxapyroxad, Holpet, Formaldehyde, Fosetil, Fosetil-aluminum, Fuberidazole, Flalaxil, Flamethopyr, Guazatine, Guazatine acetate, GY-81, Hexachlorobenzene, Hexaconazole, Himexazole, Imazalil, Imazalil sulfate, Imibenconazole, Iminoctadine, Iminoctadine triacetate, Iminoctadine tris(albesilate), Iodocarb, Ipconazole, Ipfenpyrazolan, Iprobe Nphos, Iprodione, Iprovalicarb, Isoprothiolane, Isopyrazam, Isothianil, Kasugamycin, Kasugamycin hydrochloride hydrate, Cresoxium-methyl, Laminarin, Mancopper, Mancoseb, Mandipropamide, Maneb, Mefenoxam, Mepanipyrim, Mepronil, Meptyl-dinocap, Mercury chloride, Mercury oxide, Mercurous chloride, Metalaxyl, Metalaxyl-M, Metam, Metam-ammonium, Metam-potassium, Metam-sodium, Metconazole, Metasulfocarb, Methyl iodide, Iso Methyl thiocyanate, methylam, metminostrobin, metraphenone, mildiomycin, mycrobutanil, nabam, nitrotar-isopropyl, nualimol, octylinone, ofrace, oleic acid (fatty acid), orysastrobin, oxadixyl, oxine copper, oxpoconazole fumarate, oxycarboxyne, pefurazoate, penconazole, pencyclon, penflufen, pentachlorophenol, pentachlorophenyl laurate, penthiopyrad, phenylmercury acetate, phosphonic acid, phthalide, picoxystrobin Polyoxin B, Polyoxin, Polyoxolim, Potassium Bicarbonate, Hydroxyquinoline Potassium Sulfate, Probenazole, Prochloraz, Procymidone, Propamocarb, Propamocarb Hydrochloride, Propiconazole, Propineb, Proquinazide, Prothioconazole, Pyraclostrobin, Pyramethostrobin, Pyraoxostrobin, Pyrabencarb, Pyributicarb, Pyriphenox, Pyrimethanil, Pyriophenone, Pyrroquilon, Quinoclamine, Quinoxyfen, Quintozene, Japanese Knotweed (Reynoutria sachalinensis) Extract, Sedaxane, Silthiofame,Simeconazole, sodium 2-phenylphenoxide, sodium bicarbonate, sodium pentachlorophenoxide, spiroxamine, sulfur, SYP-Z048, tar oil, tebuconazole, tebufloxin, technazen, tetraconazole, thiabendazole, tifluzamide, thiophanate-methyl, thyram, thiadinyl, tolclophosmethyl, tolfluanide, triadimefon, triazinol, triazoxide, tricyclazole, tridemorph, trifloxystrobin, triflumizole, triforine, triticonazole, validamycin, valifenarate, valifenal, vinclozoline, zineb, ziram, zoxamide, Candida oleophila, Fusarium oxysporum, Gliocladium spp., Phlebiopsis Streptomyces gigantea, Streptomyces griseobilidis griseoviridis), Trichoderma spp., (RS)-N-(3,5-dichlorophenyl)-2-(methoxymethyl)-succinimide, 1,2-dichloropropane, 1,3-dichloro-1,1,3,3-tetrafluoroacetone hydrate, 1-chloro-2,4-dinitronaphthalene, 1-chloro-2-nitropropane, 2-(2-heptadecyl-2-imidazolin-1-yl)ethanol, 2,3-dihydro-5-phenyl-1,4-dithiin 1,1,4,4-tetraoxide, 2-methoxyethylmercury acetate, 2-methoxyethylmercury chloride, 2-methoxyethylmercury silicate, 3-(4-chlorophenyl)-5-methylrhodanine, 4-(2-nitroprop-1-enyl)phenylthiocyanate (phenyl thiocyanateme), ampropylfos, anilazine, azithiram, barium polysulfide, Bayer 32394, benodanil, benquinox, bentaluron, benzamacryl, benzamacryl-isobutyl, benzamorf, binapacril, bis(methylmercury)sulfate, bis(tributyltin)oxide, butthiobate,Cadmium calcium copper zinc chromate sulfate, carbamorph, CECA, clobentiazon, chloraniformethan, chlorphenazole, chlorquinox, crimbazole, copper bis(3-phenyl salicylate), copper zinc chromate, cufraneb, cuprobam, cuprobam, cyclafamide, cypendazole, cyproflam, decafentin, diclone Diclozoline, diclobutrazol, dimethirimol, dinoctone, dinosulfone, dinoterbone, dipirithione, ditalimphos, dodicine, dorazoxolone, EBP, ESBP, etaconazole, etem, etilim, phenaminosulf, phenapanil, fenitropan, fluotrimazole, flucarbanil, fluconazole, fluconazole-cis, flumecilox, furophanate, gliodin, griseofulvin, halacrinate, Hercules 3944, Hexylthiophos, ICIA0858, Isopamphos, Isovaledione, Mebenyl, Mecarbinzid, Metazoxolone, Metofloxam, Methylmercury dicyandiamide, Methosulfovax, Milneb, Mucochloric anhydride, Microzoline, N-3,5-Dichlorophenyl succinimide, N-3-Nitrophenylitaconimide, Natamycin, N-Ethyl mercurio-4-toluenesulfonanilide, Nickel bis(dimethyldithiocarbamate), OCH Phenylmercury dimethyldithiocarbamate, phenylmercury nitrate, phosdiphen, prothiocarb, prothiocarb hydrochloride, pyracarboride, pyridinitrile, pyroxicol, pyroxyfur, quinacetol, quinacetol sulfate, quinazamide, quinconazole, rabenzazole, salicylanilide, SSF-109, sultropen, tecoram, thiadifluor, thicyofen,The following are selected from the group consisting of thiochlorfenphim, thiophanate, thioquinox, tioxymid, triamiphos, triarimol, triazbutil, triclamide, urbacid, zarilamid, and any combination thereof.

[0752] Synergistic compositions containing compounds of Formula I and their uses are described in U.S. Patents 9,526,245 (issued December 27, 2016), 10,045,533 (issued August 14, 2018), 9,532,570 (issued January 3, 2017), 10,045,534 (issued August 14, 2018), 9,538,753 (issued January 10, 2017), and 10,051,862 (issued August 21, 2018), the entire contents of each of these patents are incorporated herein by reference.

[0753] In some embodiments, the composition of the present invention further comprises at least one plant health stimulator. In some embodiments, the fungicidal mixture of the present invention further comprises at least one plant health stimulator.

[0754] In some embodiments, the plant health stimulator is selected from the group consisting of organic compounds, inorganic fertilizers or micronutrient donors, ecological control agents, and inoculants.

[0755] In some embodiments, the mixture contains azoxystrobin. In some embodiments, the composition contains azoxystrobin.

[0756] In some embodiments, the mixture contains fluxapyroxade. In some embodiments, the composition contains fluxapyroxade.

[0757] Uses and applications of the compositions described herein: The present invention also provides a method for controlling and / or preventing an attack by a fungal pathogen on a plant, comprising applying one of the compositions or mixtures described herein to soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing an attack by a fungal pathogen on a plant.

[0758] The present invention also provides any one of the compositions or mixtures described herein for use in controlling and / or preventing fungal attacks on plants.

[0759] The present invention also provides the use of any one of the compositions or mixtures described herein for controlling and / or preventing fungal attacks on plants.

[0760] The present invention also provides a method for controlling and / or preventing fungal diseases of plants and / or soil, comprising applying any one of the compositions or mixtures described herein to soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing fungal diseases of plants and / or soil.

[0761] The present invention also provides any one of the compositions or mixtures described herein for use in controlling and / or preventing fungal diseases of plants and / or soil.

[0762] The present invention also provides the use of any one of the compositions or mixtures described herein for controlling and / or preventing fungal diseases of plants and / or soil.

[0763] In some embodiments, the composition or mixture is applied to a part of a plant, an area adjacent to a plant, soil in contact with a plant, any surface adjacent to a plant, any surface in contact with a plant, seeds, and / or equipment used in agriculture.

[0764] In some embodiments, the composition or mixture is applied in amounts of the compound of formula I ranging from 5 g / ha to 150 g / ha. In some embodiments, the composition or mixture is applied in amounts of the compound of formula I at 6.25 g / ha. In some embodiments, the composition or mixture is applied in amounts of the compound of formula I at 10 g / ha. In some embodiments, the composition or mixture is applied in amounts of the compound of formula I at 12.5 g / ha. In some embodiments, the composition or mixture is applied in amounts of the compound of formula I at 20 g / ha. In some embodiments, the composition or mixture is applied in amounts of the compound of formula I at 25 g / ha. In some embodiments, the composition or mixture is applied in amounts of the compound of formula I at 50 g / ha. In some embodiments, the composition or mixture is applied in amounts of the compound of formula I at 75 g / ha. In some embodiments, the composition or mixture is applied in amounts of the compound of formula I at 100 g / ha. In some embodiments, the composition or mixture is applied in an amount of 125 g / ha of the compound of formula I.

[0765] In some embodiments, the composition or mixture is applied at planting time.

[0766] In some embodiments, the composition or mixture is applied 1 to 60 days after planting.

[0767] In some embodiments, the composition or mixture is applied 1 to 9 months after planting.

[0768] In some embodiments, the composition or mixture is applied once during the growth period.

[0769] In some embodiments, the composition or mixture is applied at least once during the growth period.

[0770] In some embodiments, the composition or mixture is applied two or more times during the growth period.

[0771] In some embodiments, the composition or mixture is applied as a foliar, seed treatment and / or soil application.

[0772] The present invention also relates to a method for controlling and / or preventing an attack by a fungal pathogen on a plant, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method comprising applying at least one adjuvant to the soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing an attack by fungal pathogens on plants, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants.

[0773] The present invention also relates to a method for controlling and / or preventing fungal diseases of plants and / or soil, comprising a fungicidal amount of a compound having formula (I): [ka] ; The present invention provides a method for controlling and / or preventing fungal diseases of plants and / or soil by applying at least one adjuvant to soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants.

[0774] The present invention relates to a method for improving the biological activity of a compound of formula I against fungal pathogens, wherein the compound of formula I is: [ka] This provides a method comprising applying a compound of formula I in the presence of at least one adjuvant to thereby improve its biological activity, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; and (v) Sugar-based surfactants.

[0775] In some embodiments, the compound of formula I is applied in the presence of at least two adjuvants.

[0776] The present invention also relates to compounds having formula (I): [ka] and (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) Any combination of (i), (ii), (iii), (iv), and (v), The use of an adjuvant selected from the group consisting of, (a) to provide use for controlling and / or preventing attacks of fungal pathogens on plants, and / or (b) to provide use for controlling and / or preventing fungal diseases of plants and / or soil.

[0777] The present invention also relates to compounds having formula (I): [ka] and (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) Any combination of (i), (ii), (iii), (iv), and (v), The adjuvant is selected from the group consisting of the following: (a) Provided for use in controlling and / or preventing attacks of fungal pathogens on plants, and / or (b) for controlling and / or preventing fungal diseases of plants and / or soil.

[0778] The present invention relates to a compound of formula (I): [ka] To improve the biological activity of, The following group of adjuvants is used: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) Any combination of (i), (ii), (iii), (iv), and (v).

[0779] The present invention relates to a compound of formula (I): [ka] For use in improving the biological activity of, The following group of adjuvants is provided: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; and (vi) Any combination of (i), (ii), (iii), (iv), and (v).

[0780] The present invention also provides a method for controlling and / or preventing an attack by a fungal pathogen on a plant, the method comprising a fungicidal effective amount of a compound having formula (I): [ka] ; and includes applying at least one adjuvant to the soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing an attack by fungal pathogens on the plant, the adjuvant being selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0781] The present invention also provides a method for controlling and / or preventing fungal diseases of plants and / or soil, the method comprising a fungicidal effective amount of a compound having formula (I): [ka] ; and includes applying at least one adjuvant to the soil, plants, roots, leaves, seeds, fungal sites, and / or sites where exoparasitism should be prevented, thereby controlling and / or preventing fungal diseases of plants and / or soil, the adjuvant being selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0782] The present invention provides a method for improving the biological activity of a compound of formula I against fungal pathogens, wherein the compound of formula I is: [ka] The method involves applying the compound of formula I in the presence of at least one adjuvant, thereby improving its biological activity, wherein the adjuvant is selected from the group consisting of: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants (vi) lignin (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0783] In some embodiments, the compound of formula I is applied in the presence of at least two adjuvants.

[0784] The present invention also relates to compounds having formula (I): [ka] ; and (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii), The use of an adjuvant selected from the group consisting of, (a) to provide use for controlling and / or preventing attacks of fungal pathogens on plants, and / or (b) to provide use for controlling and / or preventing fungal diseases of plants and / or soil.

[0785] The present invention also relates to compounds having formula (I): [ka] ; and (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (vi) Sugar-based surfactants; (vii) lignin; (viii) Terpenes; and (ix) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii), The adjuvant is selected from the group consisting of the following: (a) Provided for use in controlling and / or preventing attacks of fungal pathogens on plants, and / or (b) for controlling and / or preventing fungal diseases of plants and / or soil.

[0786] The present invention relates to a compound of formula (I): [ka] To improve the biological activity of, The following group of adjuvants is used: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0787] The present invention relates to a compound of formula (I): [ka] For use in improving the biological activity of, The following group of adjuvants is provided: (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid esters; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and (viii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii).

[0788] In some embodiments, the method or use involves utilizing a tank mix containing a compound of formula I.

[0789] In some embodiments, the compound of formula I is added to the tank mix in any form of the mixture or composition described herein.

[0790] In some embodiments, 95% by weight or more of the compound of the formula applied is in the form of Form I polymorph, Form II polymorph, Hydrate, or a mixture thereof.

[0791] In some embodiments, 95% by weight or more of the compound of the formula applied is in the form of polymorph I.

[0792] Preferred adjuvants are described above in this specification.

[0793] In some embodiments, the compound of formula I and the adjuvant are applied simultaneously. In some embodiments, the compound of formula I and the adjuvant are applied sequentially.

[0794] In some embodiments, the compound of formula I and the adjuvant are administered separately. In some embodiments, the compound of formula I and the adjuvant are administered together. In some embodiments, the compound of formula I and the adjuvant are administered together as a tank mix. In some embodiments, the compound of formula I and the adjuvant are formulated as a single composition. In some embodiments, an adjuvant formulated together with the compound of formula I in a composition is an integrated adjuvant. An adjuvant that is tank-mixed with the compound of formula I or administered separately, for example by separate sprays, is an add-on adjuvant.

[0795] In some embodiments, two or more adjuvants are applied, with at least one adjuvant being an embedded adjuvant and at least one adjuvant being an add-on adjuvant.

[0796] In some embodiments, the compound of formula I is applied in amounts ranging from 5 g / ha to 150 g / ha. In some embodiments, the compound of formula I is applied in amounts of 6.25 g / ha. In some embodiments, the compound of formula I is applied in amounts of 10 g / ha. In some embodiments, the compound of formula I is applied in amounts of 12.5 g / ha. In some embodiments, the compound of formula I is applied in amounts of 20 g / ha. In some embodiments, the compound of formula I is applied in amounts of 25 g / ha. In some embodiments, the compound of formula I is applied in amounts of 50 g / ha. In some embodiments, the compound of formula I is applied in amounts of 75 g / ha. In some embodiments, the compound of formula I is applied in amounts of 100 g / ha. In some embodiments, the compound of formula I is applied in amounts of 125 g / ha.

[0797] Compounds of formula I, as well as compositions and mixtures containing compounds of formula I, can be applied to control and / or prevent various fungal pathogens and related diseases. In some embodiments, the fungal pathogens include wheat leaf spot (Mycosphaerella graminicola; anamorph: Zymoseptoria tritici), wheat red rust (Puccinia triticina), wheat yellow rust (Puccinia striiformis f.sp. tritici), apple scab (Venturia inaequalis), corn blister mat (Ustilago maydis), grape powdery mildew (Uncinula necator), barley scald (Rhynchosporium secalis), and rice blast (Magnaporthe). Grisea), soybean rust (soybean rust fungus (Phakopsora pachyrhizi)), wheat rot (Leptosphaeria nodorum), wheat powdery mildew (Blumeria graminis f.sp. tritici), barley powdery mildew (Blumeria graminis f.sp. hordei), cucurbitaceous powdery mildew (Erysiphe cichoracearum), cucurbitaceous anthracnose (Glomerella lagenarium), beet leaf spot (Cercospora beticola) It is one of the following: beticola, tomato ring spot (Alternaria solani), and barley net spot (Pyrenophora teres).

[0798] In some embodiments, the fungal pathogens include wheat leaf spot (Mycosphaerella graminicola; anamorph: Zymoseptoria tritici), wheat red rust (Puccinia triticina), wheat yellow rust (Puccinia striiformis f.sp. tritici), apple scab (Venturia inaequalis), corn blister mat (Ustilago maydis), grape powdery mildew (Uncinula necator), barley scald (Rhynchosporium secalis), and rice blast (Magnaporthe). Grisea), soybean rust (soybean rust fungus (Phakopsora pachyrhizi)), wheat rot (Leptosphaeria nodorum), wheat powdery mildew (Blumeria graminis f.sp. tritici), barley powdery mildew (Blumeria graminis f.sp. hordei), cucurbitaceous powdery mildew (Erysiphe cichoracearum), cucurbitaceous anthracnose (Glomerella lagenarium), beet leaf spot (Cercospora beticola) It is one of the following: beticola, tomato ring spot (Alternaria solani), and barley net spot (Pyrenophora teres).

[0799] In some embodiments, the fungal pathogen is Zymoseptoria tritici.

[0800] In some embodiments, the plant or soil disease is one of the following: Septoria, Brown rust, Yellow rust, Powdery mildew, Rhyncosporium, Pyrenophora, Microduchium majus, Sclerotinia, Downy mildew, Phythopthora, Cercosporea beticola, Ramularia, or ASR. Sigatoka negra.

[0801] The methods of the present invention are not limited to these, but include monocotyledonous plants, e.g., sugarcane cereals, rice, maize (corn), and / or; or dicotyledonous crops, e.g., beets (sugar beets or fodder beets, etc.); fruits (pomelo, drupes, or soft fruits, e.g., apples, pears, plums, peas, almonds, cherries, strawberries, raspberries, or blackberries, etc.); legumes (kidney beans, lentils, peas, or soybeans, etc.); oil plants (rapeseed, mustard, poppy, olive, sunflower, coconut, castor oil plants, cocoa beans or This refers to any crop plant, including peanuts, cucumber plants (mallow, cucumber, or melon, etc.), fiber plants (cotton, flax, hemp, or jute, etc.), citrus fruits (orange, lemon, grapefruit, or mandarin, etc.), vegetables (spinach, lettuce, cabbage, carrots, tomatoes, potatoes, gourds, bell peppers, etc.), laurels (avocado, cinnamon, or camphor, etc.), tobacco, nuts, coffee, tea, vines, hops, durian, bananas, natural rubber plants, and ornamental plants (flowers, shrubs, broad-leaved trees, or evergreen trees, such as conifers, etc.).

[0802] In some embodiments, the plant is a monocotyledonous plant, more preferably a cereal. In certain embodiments, the cereal is wheat. In certain embodiments, the cereal is rye. In certain embodiments, the cereal is oat. In certain embodiments, the cereal is barley. In another embodiment, the crop plant is a rice plant. In yet another embodiment, the crop plant is a sugarcane plant. In yet another embodiment, the crop plant is a maize plant.

[0803] In another embodiment, the crop plant is a dicotyledonous plant.

[0804] In one embodiment, the crop plant is a rapeseed oil plant.

[0805] The compounds of Formula I and their compositions can also be used as seed treatments for preventing or controlling plant pathogenic fungi, as described in U.S. Patent Application Publication No. 2018-0000082 (published January 4, 2018), the entirety of which is incorporated herein by reference.

[0806] The present invention also provides a method for controlling or preventing fungal attacks on plants, or for protecting plants from fungal attacks, the method comprising applying one of the compositions or mixtures disclosed herein to seeds adapted to produce plants.

[0807] The present invention also provides a method for treating plant seeds or seedlings to produce plants resistant to fungal attacks, the method comprising applying any one of the compositions or mixtures disclosed herein to plant seeds or seedlings.

[0808] The present invention also provides a method for protecting plants from fungal attacks, the method comprising applying any one of the compositions or mixtures disclosed herein to a seeding environment.

[0809] The present invention also provides plants resistant to fungal attacks, wherein plant seeds are treated with any one of the compositions or mixtures disclosed herein.

[0810] The present invention also provides plant seeds or seedlings adapted to produce plants resistant to fungal attacks, wherein the plant seeds or seedlings are treated with any one of the compositions or mixtures disclosed herein.

[0811] The present invention also provides a package comprising any one of the compositions or mixtures disclosed herein.

[0812] The present invention also provides the use of any one of the mixtures disclosed herein for producing a fungicidal composition. The present invention also provides the use of any one of the mixtures disclosed herein for producing any one of the compositions disclosed herein.

[0813] A method for improving the stability of a liquid composition containing a compound of formula I: The present invention also concerns compounds of formula I: [ka] ; The present invention provides a method for improving the stability of a liquid composition including a liquid carrier, and the method is a) Select a liquid carrier in which the solubility of the compound of formula I is less than 5000 ppm. b) Maintain the pH value of the composition within the range of 5 to 7.5. c) Maintain the water content of the composition at less than 0.5% by weight based on the total weight of the composition. d) (i) adding at least one stabilizing surfactant having crystal growth inhibiting properties, or (ii) adding a stabilizing system having crystal growth inhibiting properties to the liquid composition, and / or e) Formulating the composition to have a viscosity of at least 500 cP, This enhances the stability of compositions containing the compound of formula I.

[0814] The present invention also concerns compounds of formula I: [ka] ; The present invention also provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising selecting a liquid carrier in which the solubility of the compound of formula I in the liquid carrier is less than 5000 ppm.

[0815] In some embodiments, the solubility of the compound of formula I in the liquid carrier is less than 1000 ppm. In some embodiments, the solubility of the compound of formula I in the liquid carrier is about 200 ppm. In some embodiments, the solubility of the compound of formula I in the liquid carrier is about 80 ppm.

[0816] The present invention also concerns compounds of formula I: [ka] ; The present invention also provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising maintaining the pH value of the composition in the range of 5 to 7.5.

[0817] In some embodiments, the pH of the composition is measured without further dilution or wetting. In some embodiments, the pH is measured after dilution or wetting with water.

[0818] In some embodiments, the pH of the composition is approximately 5; in some embodiments, the pH of the composition is approximately 5.5; in some embodiments, the pH of the composition is approximately 5.8; in some embodiments, the pH of the composition is approximately 6; in some embodiments, the pH of the composition is approximately 6.5; and in some embodiments, the pH of the composition is approximately 7. In some embodiments, the pH of the composition is approximately 7.5.

[0819] In some embodiments, the method includes adding a pH adjuster to a liquid composition.

[0820] The present invention also concerns compounds of formula I: [ka] The present invention provides the use of a pH adjuster to enhance the stability of a suspension concentration (SC) composition containing [the specified substance].

[0821] The present invention also concerns compounds of formula I: [ka] This invention provides the use of a pH adjuster to enhance the stability of a suspended emulsion (SE) composition containing [the specified substance].

[0822] The present invention also concerns compounds of formula I: [ka] ; The present invention also provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising maintaining the water content of the composition at less than 0.5% by weight based on the total weight of the composition.

[0823] The present invention also concerns compounds of formula I: [ka] ; The present invention provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising maintaining the water content of the composition at 0.09% by weight or less based on the total weight of the composition.

[0824] The present invention also concerns compounds of formula I: [ka] ; The present invention provides a method for improving the stability of a liquid composition including a liquid carrier, the method comprising (i) adding at least one stabilizing surfactant having crystal growth inhibitory properties, or (ii) adding a stabilizing system having crystal growth inhibitory properties to the liquid composition.

[0825] In some embodiments, the stabilizing surfactant is a nonionic derivative of a polyalkylene oxide polyaryl ether. In some embodiments, the stabilizing surfactant is an anionic derivative of a polyalkylene oxide polyaryl ether.

[0826] In some embodiments, at least two stabilizing surfactants are added. In some embodiments, the at least two stabilizing surfactants include at least one nonionic derivative of a polyalkylene oxide polyaryl ether and at least one anionic derivative of a polyalkylene oxide polyaryl ether.

[0827] The present invention also concerns compounds of formula I: [ka] The present invention provides the use of at least one stabilizing surfactant having a polyalkylene oxide polyaryl ether structure to control the solubility and / or decomposition of the polyalkylene oxide polyaryl ether.

[0828] In some embodiments, the stabilized surfactant having the structure of a polyalkylene oxide polyaryl ether is a nonionic derivative of the polyalkylene oxide polyaryl ether. In some embodiments, the stabilized surfactant having the structure of a polyalkylene oxide polyaryl ether is an anionic derivative of the polyalkylene oxide polyaryl ether.

[0829] In some embodiments, the method further includes selecting a liquid carrier in which the solubility of the compound of formula I in the liquid carrier is less than 5000 ppm.

[0830] In some embodiments, the method further in...

Claims

1. A stable liquid composition, (a) Compound of formula I in an effective amount for fungicidal action: 【Chemistry 1】 , and (b) comprising a liquid carrier, A stable liquid composition in which 95% or more of the compound of formula I is in the form of anhydrous form I polymorph, having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.

63.

2. A stable liquid composition according to claim 1, a) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, 21.63, and 26.

51. b) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.83, 25.37, 26.51, and 29.23, or c) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.2, 24.83, 25.37, 26.51, and 29.

23. A stable liquid composition.

3. A stable liquid composition according to claim 1 or 2, wherein 96% or more of the amount of the compound of formula I is in the form of the form I polymorph.

4. A stable liquid composition according to any one of claims 1 to 3, wherein the liquid carrier is a non-aqueous carrier, the composition has a water content of less than 0.5% by weight based on the total weight of the composition, and the concentration of the compound of formula I in the stable liquid composition is 50 g / L to 750 g / L. A stable liquid composition.

5. A stable liquid composition according to any one of claims 1 to 4, wherein the aqueous liquid carrier is a non-aqueous liquid carrier, a) The composition contains less than 0.2% by weight of water based on the total weight of the composition, b) The composition further comprises a water scavenger, c) The non-aqueous liquid carrier is selected from the group consisting of aromatic hydrocarbons, acetophenone, paraffin, petroleum, diesel oil, mineral oil, vegetable oil, fatty acid esters, fatty acid amides, tall oil fatty acids, and any combination thereof. d) The composition comprises, based on the total weight of the composition, about 30% to about 80% by weight of the non-aqueous liquid carrier. e) The solubility of the compound of formula I in the liquid carrier is less than 5000 ppm, and / or f) The composition is an oil dispersion (OD) composition in which the compound of formula I is suspended in a non-aqueous liquid carrier, or the composition is an emulsion (EC) composition in which the compound of formula I is dissolved in a non-aqueous carrier. A stable liquid composition.

6. A stable liquid composition according to any one of claims 1 to 5, a) The composition has a viscosity of 500 cP to 3000 cP, b) The composition comprises an agriculturally acceptable inert additive, wherein the agriculturally acceptable inert additive is selected from the group consisting of surfactants, dispersants, emulsifiers, wetting agents, defoaming agents, solvents, co-solvents, light stabilizers, UV absorbers, radical scavengers and antioxidants, adhesives, neutralizing agents, thickeners, binders, chelating agents, biocides, buffers, preservatives and antifreeze agents. c) The composition further comprises a solid diluent, a liquid diluent, a wetting agent, an adhesive, a thickener, an antifoaming agent, a preservative, an antioxidant, a binder, a fertilizer, an antifreeze, an additional pesticide, a safer, or any combination thereof. d) The amount of compound of formula I has a water content of 0.3% by weight or less based on the total weight of the composition. e) The composition does not contain phosphoric acid, urea, propyl gallate, dimethyl sulfoxide (DMSO), morpholine and / or N-methylpyrrolidone, and / or f) The composition is (i) Polyalkylene oxide alkyl ether, (ii) Siloxane polyalkylene oxide copolymer, (iii) Fatty acid esters, (iv) vinylpyrrolidone and its derivatives, (v) Sugar-based surfactants, (vi) lignin (vii) terpenes; and (viiii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii) The group includes at least one adjuvant selected from the group consisting of, A stable liquid composition.

7. A fungicidal mixture containing the following components: (a) A fungicidal amount of the compound of formula I, wherein 95% or more of the amount of the compound of formula I is in the form of anhydrous form I polymorph, which has an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.

63. 【Chemistry 2】 , and (b) an adjuvant, (i) Polyalkylene oxide alkyl ether, (ii) Siloxane polyalkylene oxide copolymer, (iii) Fatty acid ester, (iv) vinylpyrrolidone and its derivatives, (v) Sugar-based surfactants, (vi) lignin, (vii) Terpenes, and (viiii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii), Adjuvants selected from the group consisting of A fungicidal mixture containing fungi.

8. The fungicidal mixture according to claim 7, a) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, 21.63, and 26.

51. b) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.83, 25.37, 26.51, and 29.23, or c) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.2, 24.83, 25.37, 26.51, and 29.

23. Fungicidal mixture.

9. The fungicidal mixture according to claim 7 or 8, wherein the adjuvant is a C16-C18 alcohol ethoxylate propoxylate ether.

10. Compound of formula I: 【Transformation 3】 A method for preparing a stable liquid composition comprising, and a liquid carrier, (1) A step of obtaining a batch of the compound of formula I, wherein 95% or more of the compound of formula I in the batch is in the form of anhydrous form I polymorph having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.63, and (2) A method comprising the step of mixing a batch of the compound of formula I from step (1) with the liquid carrier to obtain the composition.

11. The method according to claim 10, a) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, 21.63, and 26.

51. b) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.83, 25.37, 26.51, and 29.23, or c) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.2, 24.83, 25.37, 26.51, and 29.

23. method.

12. A method for preparing a stable composition according to any one of claims 1 to 3, a) The composition is an oil dispersion (OD) composition, and the method comprises the following steps: i. A step of mixing agriculturally acceptable inert additives and non-aqueous liquid carriers to obtain a premix, ii. A step of obtaining a batch of the compound of formula I, and adding the batch of the compound of formula I to the premix obtained in step (1) to obtain a mixture; and iii. A step of grinding the mixture obtained in step (2) to obtain the desired composition. or b) The composition is an EC composition, and the method includes the following steps: i. A step of mixing agriculturally acceptable inert additives and non-aqueous liquid carriers to obtain a premix, ii. A step of adding the compound of formula I to the premix obtained in step (1) to obtain a mixture, and iii. A step of filtering the solution from step (2) to obtain the desired composition.

13. Compound of formula I: 【Chemistry 4】 ; and a method for improving the stability of a liquid composition including a liquid carrier, A method comprising preparing the stable liquid composition using a batch of the compound of formula I, wherein 95% by weight or more of the compound of formula I is in the form of an anhydrous form I polymorph having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.

63.

14. The method according to claim 13, a) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, 21.63, and 26.

51. b) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.83, 25.37, 26.51, and 29.23, or c) A method wherein the compound of formula I is in the form of an anhydrous polymorph having an X-ray powder diffraction pattern characterized by peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.2, 24.83, 25.37, 26.51, and 29.

23.

15. A method according to claim 13 or 14, wherein the liquid carrier is a non-aqueous liquid carrier, and the method comprises maintaining the water content of the composition at less than 0.5% by weight based on the total weight of the composition. method.

16. a) A method for (i) attacking a plant with a fungal pathogen, or (ii) controlling and / or preventing a fungal disease of a plant and / or soil, wherein the method comprises applying a composition or mixture according to any one of claims 1 to 9 to soil, plants, roots, leaves, seeds, fungal locations, and / or locations where ectoparasitism should be prevented, thereby controlling and / or preventing an attack by a fungal pathogen on a plant, or a fungal disease of a plant and / or soil. b) (i) a method for attacking a plant with a fungal pathogen, or (ii) a method for controlling and / or preventing a fungal disease of a plant and / or soil, wherein the method comprises a fungicidal amount of a compound having formula (I): 【Transformation 5】 ; and applying at least one adjuvant to the soil, plants, roots, leaves, seeds, fungal sites and / or sites where ectoparasitism should be prevented, thereby controlling and / or preventing plant attacks by fungal pathogens or plant and / or fungal diseases, wherein the adjuvant is (i) Polyalkylene oxide alkyl ether, (ii) Siloxane polyalkylene oxide copolymer, (iii) Fatty acid ester, (iv) vinylpyrrolidone and its derivatives, (v) Sugar-based surfactants, (vi) lignin, (vii) Terpenes, and (viiii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii), Selected from the group consisting of, A method wherein 95% or more of the compound of formula I is in the form of anhydrous form I polymorph, having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.

63. c) (i) an attack of a fungal pathogen on a plant, or (ii) a method for controlling and / or preventing a fungal disease of a plant and / or soil, wherein the method comprises a fungicidal amount of a compound having formula (I): 【Transformation 6】 ; and applying at least one adjuvant to the soil, plants, roots, leaves, seeds, fungal sites and / or sites where ectoparasitism should be prevented, thereby controlling and / or preventing plant attacks by fungal pathogens or plant and / or fungal diseases, wherein the adjuvant is (i) Polyalkylene oxide alkyl ether, (ii) Siloxane polyalkylene oxide copolymer, (iii) Fatty acid ester, (iv) vinylpyrrolidone and its derivatives, (v) Sugar-based surfactants, (vi) lignin, (vii) Terpenes, and (viiii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii), Selected from the group consisting of, A method comprising applying a tank mix containing the compound of formula I, wherein the compound of formula I is added to the tank mix as a composition or mixture according to any one of claims 1 to 9. d) A method for improving the biological activity of a compound of formula I against a fungal pathogen, wherein the method involves the compound of formula I: 【Transformation 7】 of, (i) Polyalkylene oxide alkyl ether, (ii) Siloxane polyalkylene oxide copolymer, (iii) Fatty acid ester, (iv) vinylpyrrolidone and its derivatives, (v) Sugar-based surfactants (vi) lignin (vii) Terpenes, and (viiii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii), This includes applying the compound of formula I in the presence of at least one adjuvant selected from the group consisting of the following, thereby improving the biological activity of the compound of formula I. A method wherein 95% or more of the compound of formula I is in the form of anhydrous form I polymorph, having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.

63. e) A method for improving the biological activity of a compound of formula I against a fungal pathogen, wherein the method comprises a compound of formula I: 【Transformation 8】 A tank mix containing (i) Polyalkylene oxide alkyl ether, (ii) Siloxane polyalkylene oxide copolymer, (iii) Fatty acid ester, (iv) vinylpyrrolidone and its derivatives, (v) Sugar-based surfactants (vi) lignin (vii) Terpenes, and (viiii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii), This includes applying the compound of formula I in the presence of at least one adjuvant selected from the group consisting of the following, thereby improving the biological activity of the compound of formula I. A method comprising adding the compound of formula I to the tank mix in the form of a composition or mixture according to any one of claims 1 to 9. f) A method for (i) controlling or preventing a fungal attack on a plant, or (ii) defending a plant from a fungal pathogen attack, comprising applying a composition or mixture according to any one of claims 1 to 9 to seeds adapted to produce the plant, g) A method for producing plants resistant to fungal pathogen attacks by treating plant seeds or seedlings, comprising applying the composition or mixture according to any one of claims 1 to 9 to the plant seeds or seedlings. h) A method for protecting plants from fungal pathogen attacks, comprising applying a composition or mixture according to any one of claims 1 to 9 to a seeding environment, or i) A method for conferring resistance to fungal attack to a plant, comprising treating plant seeds with a composition or mixture according to any one of claims 1 to 9.

17. Compound of formula I: 【Chemistry 9】 Use of at least one stabilizing surfactant having the structure of a polyalkylene oxide polyaryl ether to control the solubility and / or decomposition of a given amount, wherein 95% by weight or more of the compound of formula I is in the form of anhydrous form I polymorph having an X-ray powder diffraction pattern characterized by peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.

63.

18. The use described in claim 17, a) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, 21.63, and 26.

51. b) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.83, 25.37, 26.51, and 29.23, or c) The compound of formula I is used in an anhydrous polymorph form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.2, 24.83, 25.37, 26.51, and 29.

23.

19. A package comprising the composition or mixture according to any one of claims 1 to 9.

20. Use of the mixture according to any one of claims 7 to 9 for producing a fungicidal composition.

21. (i) Use of the composition or mixture according to any one of claims 1 to 9 for the control and / or prevention of fungal attacks on plants, and / or (ii) for the control and / or prevention of plant and / or soil fungal diseases.

22. Compounds having formula (I): 【Chemistry 10】 ； and (i) Polyalkylene oxide alkyl ether, (ii) Siloxane polyalkylene oxide copolymer, (iii) Fatty acid ester, (iii) vinylpyrrolidone and its derivatives, (iv) Sugar-based surfactants (v) lignin (vi) Terpenes, and (vii) Any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii) An adjuvant selected from the group consisting of, (a) Use for controlling and / or preventing the attack of fungal pathogens on plants, and / or (b) use for controlling and / or preventing fungal diseases of plants and / or soil, More than 95% of the compound of formula I is in the form of anhydrous form I polymorph, which has an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.

63. use.

23. Compound of formula (I): 【Chemistry 11】 To improve the effectiveness of controlling fungal attacks on plants, (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid ester; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants (vi) lignin (vii) terpenes; and (viiii) Selected from the group consisting of any combination of (i), (ii), (iii), (iv), (v), (vi), and (vii). The use of an adjuvant, The compound of formula I is used in an anhydrous form I polymorph, wherein 95% by weight or more of the compound is in an anhydrous form I polymorph having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.

63.

24. The use according to claim 22 or 23, a) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, 21.63, and 26.

51. b) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.83, 25.37, 26.51, and 29.23, or c) The compound of formula I is used in an anhydrous polymorph form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.2, 24.83, 25.37, 26.51, and 29.

23.

25. Compound of formula (I): 【Chemistry 12】 For use in improving the biological activity of, (i) Polyalkylene oxide alkyl ethers; (ii) Siloxane polyalkylene oxide copolymer; (iii) Fatty acid ester; (iv) vinylpyrrolidone and its derivatives; (v) Sugar-based surfactants; (vi) lignin; (vii) terpenes; and An adjuvant selected from the group consisting of any combination of (viiii), (i), (ii), (iii), (iv), (v), (vi), and (vii), An adjuvant in which 95% by weight or more of the compound of formula I is in the form of anhydrous form I polymorph, having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, and 21.

63.

26. The adjuvant according to claim 25, a) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 10.98, 14.05, 17.51, 18.75, 21.63, and 26.

51. b) The compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.83, 25.37, 26.51, and 29.23, or c) An adjuvant in which the compound of formula I is in an anhydrous polymorphic form having an X-ray powder diffraction pattern with characteristic peaks at 2θ angles of 9.08, 10.98, 14.05, 17.51, 18.75, 21.63, 23.33, 24.2, 24.83, 25.37, 26.51, and 29.

23.

27. Plant seeds or seedlings adapted to produce plants resistant to fungal attacks, having been treated with the composition or mixture described in any one of claims 1 to 9.

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