Mixtures and compositions comprising flumetylsulforim and methods of use thereof

Abstract

The present invention is directed to stable flumetylsulforim compositions, combinations of fluxapyroxad and rapeseed oil, and to a method for the control and / or prevention of (i) fungal pathogen attack on a plant or (ii) plant and / or soil fungal disease, wherein the method comprises applying the composition or the combination described herein.

Description

[0001] MIXTURES AND COMPOSITIONS COMPRISING FLUMETYLSULFORIM AND METHODS OF USE THEREOF

[0002] Throughout this application various publications are referenced. The disclosures of these documents in their entireties are hereby incorporated by reference into this application in order to more fully describe the state of the art to which this invention pertains.

[0003] BACKGROUND

[0004] Fungicides are compounds, of natural or synthetic origin, which act to protect plants against damage caused by fungi. Current methods of agriculture rely heavily on the use of fungicides. In fact, some crops cannot be grown usefully without the use of fungicides. Using fungicides allows a grower to increase the yield and the quality of the crop, and consequently, increase the value of the crop. In most situations, the increase in value of the crop is worth at least three times the cost of the use of the fungicide.

[0005] 5-fluoro-4-imino-3-methyl-l-tosyl-3,4-dihydropyrimidin-2(lH)-one (flumetylsulforim) of Formula I is a fungicide which provides control of a variety of pathogens affecting economically important crops.

[0006] Compositions comprising flumetylsulforim were described in WO 2020 / 095181 and WO2021224802.

[0007] There is a need for flumetylsulforim compositions having increased stability in the presence of elevated amount of water and / or in the presence of fluorine containing compounds.

[0008] SUMMARY OF THE INVENTION

[0009] The subject invention is directed to a composition comprising (1) flumetylsulforim and (2) a liquid carrier comprising an oil, wherein the flumetylsulforim is in particulate form and dispersed in the carrier.

[0010] The subject invention is further directed to a composition comprising (1) flumetylsulforim, (2) fluorine containing compound and (3) liquid carrier.

[0011] The subject invention is further directed to a combination of fluxapyroxad and rapeseed oil.

[0012] The subject invention is further directed to a method for the control and / or prevention of (i) fungal pathogen attack on a plant or (ii) plant and / or soil fungal disease, wherein the method comprises applying the composition or the combination described herein, to soil, plant, root, foliage, seed, locus of the fungus, and / or a locus in which the infestation is to be prevented.

[0013] The subject invention is further directed to a method for increasing stability of a liquid composition comprising flumetylsulforim and an oil.

[0014] DETAILED DESCRIPTION OF THE INVENTION

[0015] Definitions

[0016] Unless defined otherwise, all technical and scientific terms used herein have the meaning commonly understood by persons of ordinary skill in the art to which this subject matter pertains.

[0017] The term "a" or "an" as used herein includes the singular and the plural, unless specifically stated otherwise. Therefore, the terms "a," "an," or "at least one" can be used interchangeably in this application.

[0018] As used herein, the term "about" when used in connection with a numerical value includes ±10% from the indicated value. In addition, all ranges directed to the same component or property herein are inclusive of the endpoints, are independently combinable, and include all intermediate points and ranges. It is understood that where a parameter range is provided, all integers within that range, and tenths thereof, are also provided by the invention. For example, "0.1-80%" includes 0.1%, 0.2%, 0.3%, etc. up to 80%.

[0019] As used herein the term "plant" or "crop" includes reference to whole plants, plant organs (e.g. leaves, stems, twigs, roots, trunks, limbs, shoots, fruits etc.), plant cells, or plant seeds. This term also encompasses plant crops such as fruits. In yet another embodiment, the term "plant" may include the propagation material thereof, which may include all the generative parts of the plant such as seeds and vegetative plant material such as cuttings and tubers, which can be used for the multiplication of the plant. This includes seeds, tubers, spores, corms, bulbs, rhizomes, sprouts basal shoots, stolons, and buds and other parts of plants, including seedlings and young plants, which are to be transplanted after germination or after emergence from soil. As used herein, the term "locus" includes not only areas in which the infestation is to be controlled, but also areas in which the infestation is to be prevented and also to areas under cultivation.

[0020] As used herein, the term "mixture" or "combination" refers, but is not limited, to a combination in any physical form, e.g., blend, solution, alloy, or the like. The terms "mixture" and "combination" are interchangable.

[0021] As used herein, the term "adjuvant" is broadly defined as any substance that itself is not a fungicide but which enhances or is intended to enhance the effectiveness of the fungicide with which it is used. Adjuvants may be understood to include, but are not limited to, spreading agents, penetrants, compatibility agents, and drift retardants.

[0022] As used herein, the term "additive" is defined as any substance that itself is not a fungicide but is added to the composition such as sticking agents, surfactants, synergists, buffers, acidifiers, defoaming agents and thickeners.

[0023] As used herein, the term "tank mix" means that at least one pesticide and / or additive and / or adjuvant are mixed in the spray tank prior to the application or at the time of spray application.

[0024] As used herein, the phrase "agriculturally acceptable carrier" means carriers which are known and accepted in the art for the formation of compositions for agricultural or horticultural use.

[0025] As used herein, the phrase "agriculturally acceptable additive" means additives which are known and accepted in the art for the formation of compositions for agricultural or horticultural use.

[0026] As used herein, the term "thickener" refers to an agent that increases the viscosity of a liquid composition without essentially changing other properties of the composition.

[0027] As used herein, the term "stable" refers to chemical stability, physical stability, or both.

[0028] As used herein, the term "stable" when used in connection with chemical stability, e.g. chemically stable, means that the composition meets the chemical stability standards set forth by the Food and Agriculture Organization of the United Nations (FAO) in the Manual on Development and Use of FAO and WHO Specification for Pesticides (First Edition - Third Revision) (the "FAO / WHO Manual") (available at the entire content of which is hereby incorporate by reference into the subject application. As described in the FAO / WHO Manual, a composition is stable if no significant degradation of the active ingredients in the composition is observable after 14 days of storage at a temperature of 54 ± 2°C, after 4 weeks of storage at a temperature of 50 ± 2°C, after 6 weeks of storage at a temperature of 45 ± 2°C, after 8 weeks of storage at a temperature of 40 ± 2°C, after 12 weeks of storage at a temperature of 35 ± 2°C, or after 18 weeks of storage at a temperature of 30 ± 2°C. The amount of degradation permitted before the degradation is considered to be significant depends on the concentration of the active ingredients in the composition. As described in the FAO / WHO Manual, for a composition comprising above 25 up to 100 g / L of active ingredients, degradation of up to 10% of the active ingredients is considered no significant degradation; for a composition comprising above 100 up to 250 g / L of active ingredients, degradation of up to 6% of the active ingredients is considered no significant degradation; for a composition comprising above 250 up to 500 g / L of active ingredients, degradation of up to 5% of the active ingredients is considered no significant degradation; and for a composition comprising above 500 g / L of active ingredients, degradation of up to 25 g / L of the active ingredients is considered no significant degradation.

[0029] As used herein, the term "stable" when used in connection with physical stability, e.g. physically stable, and when used in connection with a composition, means that the composition meets the physical stability standards set forth by the Collaborative International Pesticides Analytical Council (CIPAC). The CIPAC is an international, organization that promote international agreements on methods for the analysis of pesticides and physico-chemical test methods for formulations. Methods adopted by the CIPAC are published in the CIPAC Handbooks, available online at the entire content of each method is hereby incorporated by reference into the subject application.

[0030] In some embodiments, physical stability refers to dispersibility upon dilution (wetting) and / or storage stability (flowability)

[0031] As used herein, the term "low water content" when used in connection with a surfactant or carrier means that the surfactant or carrier solubilizes water in an amount of less than 25 g / L.

[0032] As used herein, the term "aryl" refers to any group derived from an aromatic hydrocarbon by removal of hydrogen atom. Non limiting examples are phenyl, Naphthyl, Toly, Anthracenyl.

[0033] As used herein, when a property of a component in an admixture of components is described, the property is evaluated at the time the component is obtained or immediately prior to the formation of the admixture from the components, i.e. immediately prior to when the recited components are combined and made into the composition. For example, when it is described that one of the components in the admixture is a mixture comprising 95% or more by weight of flumetylsulforim as described herein, this means that when the mixture of Formula I is obtained or immediately prior the time the mixture is combined with another component, such as a liquid carrier, to form the admixture, the mixture contained 95% or more by weight of the flumetylsulforim as described herein. Another example is that when an agriculturally acceptable inert additive is described to have a specific amount of water, the water content is evaluated at the time the agriculturally acceptable inert additive is obtained. In some embodiments, the water content is evaluated at the time immediately prior to addition of the agriculturally acceptable inert additive to the admixture.

[0034] The concentrations of the flumetylsulforim described in this application, given as w / w or w / v, refer to the weight of the batch of the flumetylsulforim used to prepare the composition or mixture in relation to the total weight or volume of the composition or mixture. The batch of the flumetylsulforim may comprise impurities, preferably no more than 5% by weight. Accordingly, when it is described that the concentration of the flumetylsulforim in the composition is 50% by weight based on the total weight of the composition, the actual concentration of the flumetylsulforim may range from 47.5% to 50% by weight based on the total weight of the composition depending on the purity of the flumetylsulforim in the batch used.

[0035] As used herein, the term "w / w" means percentage by weight based on the total weight of the composition or mixture.

[0036] It was found that formulating flumetylsulforim in an oil or alkyl ester thereof, may improve the stability of the composition, and allow increasing the water content in the composition.

[0037] It was found that formulating flumetylsulforim in a liquid carrier together with an emulsifier characterized by HLB that is lower than 6, may improve the stability of the composition, and allow increasing the water content in the composition.

[0038] It was also found that formulating flumetylsulforim and a fluorine containing compound in a liquid carrier, while the amount of the dissolved form of the fluorine containing compound in the carrier is below 7gr / L, may improve the stability of the composition.

[0039] It was also found that formulating flumetylsulforim and a fluorine containing compound in a liquid carrier, while reducing the solubility of the fluorine containing compound in the composition, may improve the stability of the composition.

[0040] Stable liquid compositions comprising the flumetylsulforim, as well as their methods of use and processes of preparation, are described below.

[0041] In some embodiments, the liquid carrier comprises an oil.

[0042] In some embodiments, the composition is an oil dispersion. In some embodiments, the flumetylsulforim is dispersed in the oil. In some embodiments, the composition is an oil dispersion (OD).

[0043] In some embodiments, the oil is triglyceride-based oil. In some embodiments, the triglyceride- based oil is the carrier.

[0044] Triglyceride-based carrier may be, but not limited to, olive oil, kapok oil, castor oil, papaya oil, camellia oil, canola oil, palm oil, sesame oil, corn oil, rice bran oil, peanut oil, cotton seed oil, soybean oil, rapeseed oil, linseed oil, tung oil, sunflower oil, safflower oil, or tall oil, or alkyl esters thereof. In some embodiments, the carrier is rapeseed oil. In some embodiments, the oil is an oil methyl ester. In some embodiments, the carrier is C18 Methyl Canolate Ester.

[0045] In some embodiments, the log P of the carrier is higher than 10, higher than 12, higher than 14, higher than 16, higher than 18, higher than 19, higher than 20 or higher than 22.

[0046] In some embodiments, the composition comprises at least one emulsifier.

[0047] In some embodiments the emulsifier has low HLB. In some embodiments "low HLB" means lower than 6. In some embodiments the emulsifier has HLB lower than 5. In some embodiments the emulsifier has HLB lower than 4. In some embodiments the emulsifier has HLB lower than 3. In some embodiments, the composition comprises an emulsifier with high HLB. In some embodiments, "high HLB" means higher than 8. In some embodiments the emulsifier has HLB higher than 9. In some embodiments the emulsifier has HLB higher than 10. In some embodiments the emulsifier has HLB higher than 11. In some embodiments the emulsifier has HLB higher than 12. In some embodiments the emulsifier has HLB higher than 13.

[0048] In some embodiments, the composition comprises a combination of emulsifiers, one having low HLB and the other having high HLB.

[0049] In some embodiments, the composition comprises a combination of emulsifiers, wherein at least one has HLB lower than 6, and at least one emulsifier has HLB higher than 8.

[0050] In some embodiment the HLB of the mixture of emulsifiers is between 5-8. In some embodiments, the HLB of the mixture of emulsifiers is between 6-7.

[0051] In some embodiments, the "low HLB" emulsifier and the "high HLB" emulsifier have similar hydrophobic moiety. In some embodiments, the "low HLB" emulsifier and the "high HLB" emulsifier comprise the same hydrophobic moiety.

[0052] In some embodiments, the ratio between the "low HLB" emulsifier and the "high HLB" emulsifier is between 5:1 to 1:5. In some embodiments, the ratio between the "low HLB" emulsifier and the "high HLB" emulsifier is 1:1.5.

[0053] In some embodiments, the composition comprises flumetylsulforim, a liquid carrier and an emulsifier characterized by HLB that is lower than 6. In some embodiments, the composition further comprises an emulsifier with HLB higher than 8.

[0054] In some embodiments, the composition comprises flumetylsulforim, a liquid carrier, an emulsifier characterized by HLB that is lower than 6 and optionally an emulsifier with HLB higher than 8.

[0055] In some embodiments, when the composition comprises flumetylsulforim, a liquid carrier, an emulsifier characterized by HLB that is lower than 6 and optionally an emulsifier with HLB higher than 8, the water content can be increased to up to about 1%.

[0056] In some embodiments, the composition is formulated in the presence of agriculturally acceptable inert additive which comprises an amount of alcohol.

[0057] In some embodiments, when the composition further comprises alcohol the total amount of water and alcohol is up to about 1% by weight based on the total weight of the composition.

[0058] In some embodiments, the alcohol is Ci-8 alcohol. In some embodiments, the alcohol is Ci.g alcohol. In some embodiments, the alcohol is C1-4 alcohol. In some embodiments, the alcohol is C1-3 alcohol. In some embodiments, the alcohol is C1-2 alcohol.

[0059] In some embodiments, the alcohol is not a polymeric alcohol. Polymeric alcohol can be, for example, ethoxylate, propoxylate, and ethoxylate-propoxylate.

[0060] In some embodiments, the composition further comprises a fluorine containing compound. In some embodiments, the fluorine containing compound comprises at least 2 fluorine atoms.

[0061] In some embodiments, the fluorine containing compound comprises at least 3 fluorine atoms.

[0062] In some embodiments, the fluorine containing compound comprises at least 4 fluorine atoms.

[0063] In some embodiments, the fluorine containing compound comprises at least 5 fluorine atoms.

[0064] In some embodiments, the fluorine containing compound comprises 2, 3, 4, or 5 fluorine atoms.

[0065] In some embodiments, the fluorine containing compound is capable of hydrogen bonding.

[0066] In some embodiments, the fluorine containing compound contains aromatic fluorine atoms and / or aliphatic fluorine atoms.

[0067] In some embodiments, when the fluorine containing compound contains an aromatic fluorine atom, its solubility in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0068] In some embodiments, when the fluorine containing compound contains an aromatic fluorine atom, its solubility in the carrier is less than about 0.7%, 0.6%, 0.5%, 0.4%, 0.3%, 0.2%, 0.1%.

[0069] In some embodiments, when the fluorine containing compound contains an aromatic fluorine atom, its solubility in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0070] In some embodiments, when the fluorine containing compound contains an aromatic fluorine atom, its solubility in the composition is less than about 2.5%, 2.4%, 2.3%, 2.2%, 2.1%, 2%, 1.9%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1%, 0.9%, 0.8%, 0.7%, 0.6 %, 0.5 %, 0.4%, 0.3%, 0.2% or 0.1%.

[0071] In some embodiments, when the fluorine containing compound contains only aliphatic fluorine atoms, its solubility in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0072] In some embodiments, when the fluorine containing compound contains only aliphatic fluorine atoms, its solubility in the carrier is less than about 0.7%, 0.6%, 0.5%, 0.4%, 0.3%, 0.2%, 0.1%.

[0073] In some embodiments, when the fluorine containing compound contains only aliphatic fluorine atoms, its solubility in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0074] In some embodiments, when the fluorine containing compound contains only aliphatic fluorine atoms, its solubility in the composition is less than about 2.5%, 2.4%, 2.3%, 2.2%, 2.1%, 2%, 1.9%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1%, 0.9%, 0.8%, 0.7%, 0.6 %, 0.5 %, 0.4%, 0.3%, 0.2% or 0.1%. In some embodiments, the fluorine containing compound contains at least one of the following groups: -CF3, -CF2, -Aryl-F, -Aryl-Fz, -Aryl-Fs, -O-CF2, -O-CFs.ln some embodiments, aliphatic fluorine containing compounds are selected from -CF3, -CF2, -O-CF2, -O-CF3. In some embodiments, aromatic fluorine containing compound are selected from -Aryl-F, -Aryl-Fz, - Aryl-Fs.

[0075] In some embodiments, the fluorine containing compound is selected from a group consisting of Fluxapyroxad, Mefentrifluconazole, Fluopyram, Flutriafol, Pydiflumetofen, Fluazinam, Isoflucypram, Trifloxystrobin, Teflubenzuron, Bixafen, Fludioxonil and Fluopicolide.

[0076] In some embodiments, the fluorine containing compound is succinate dehydrogenase inhibitor.

[0077] In some embodiments, the fluorine containing compound is fluxapyroxad. In some embodiments, the solubility of the fluxapyroxad in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L. In some embodiments, the solubility of the fluxapyroxad in the carrier is less than 3gr / L. In some embodiments, the solubility of the fluxapyroxad in the carrier is less than about 0.7%, 0.6%, 0.5%, 0.4%, 0.3%, 0.2%, 0.1%.

[0078] In some embodiments, the solubility of the fluxapyroxad in the composition is low. In some embodiments, the solubility of the fluxapyroxad in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0079] In some embodiments, the solubility of the fluxapyroxad in the composition is less than about 2.5%, 2.4%, 2.3%, 2.2%, 2.1%, 2%, 1.9%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1%, 0.9%, 0.8%, 0.7%, 0.6 %, 0.5 %, 0.4%, 0.3%, 0.2% or 0.1%.

[0080] In some embodiments, the amount of the dissolved form of the fluxapyroxad in the carrier is less than about 3gr / L based on the total amount of the carrier. In some embodiments, the amount of the dissolved form of the fluxapyroxad in the carrier is less than about 0.3% based on the total amount of the carrier.

[0081] In some embodiments, the solubility of the fluxapyroxad in the composition is below about 15gr / L. In some embodiments, the solubility of the fluxapyroxad in the composition is below about 1.5%.

[0082] In some embodiments, the fluorine containing compound is a sterol biosynthesis inhibitor.

[0083] In some embodiments, the fluorine containing compound is mefentrifluconazole.

[0084] In some embodiments, the solubility of the mefentrifluconazole in the carrier is less than about 7gr / L, 6 gr / L, 5 gr / L, 4 gr / L, 3 gr / L, 2gr / L or lgr / L. In some embodiments, the solubility of the mefentrifluconazole in the carrier is less than 5.5 gr / L.

[0085] In some embodiments, the solubility of the mefentrifluconazole in the carrier is less than about 0.7%, 0.6 %, 0.5 %, 0.4%, 0.3%, 0.2% or 0.1%.

[0086] In some embodiments, the solubility of the mefentrifluconazole in the composition is below about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, 10gr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0087] In some embodiments, the solubility of the mefentrifluconazole in the composition is below about 2.5% 2.4% 2.3% 2.2% 2.1% 2% 1.9% 1.8% 1.7% 1.6% 1.5% 1.4% 1.3% 1.2°% 1.1% 1% 0.9% 0.8% 0.7% 0.6 % 0.5 %, 0.4% 0.3% 0.2% or 0.1%.

[0088] In some embodiments, the solubility of the mefentrifluconazole in the composition is below about 20gr / L. In some embodiments, the solubility of the mefentrifluconazole in the composition is below about 2%.

[0089] In some embodiments, the solubility of the fluorine-containing compound such as fluxapyroxad and mefentrifluconazole, increases upon addition of inactive ingredients such as epoxol. Therefore, reducing the solubility of the fluorine-containing compound in the composition is required and may achieved for example by the reduction of the polarity of the carrier.

[0090] In some embodiments, 95% or more of the amount of flumetylsulforim is in the form of Form I polymorph, Form II polymorph, Form III polymorph, Hydrate, solvate such as SI, S5 and S8, or a mixture thereof. The polymorphic forms are described in international application publications Nos. WO 2019 / 038583 and WO2022 / 234487, the content of which is incorporated herein by reference.

[0091] In some embodiments, the composition is free of water.

[0092] In some embodiments, free of water is when the water content is less than 1% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.9% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.8% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.7% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.6% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.5% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.4% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.3% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.2% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.1% by weight based on the total weight of the composition.

[0093] In some embodiments, when the composition comprises flumetylsulforim, fluorine containing compound, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluorine containing compound in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, or 3gr / L. In some embodiments the liquid carrier is rapeseed oil. In some embodiments, when the composition comprises flumetylsulforim, fluxapyroxad, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluxapyroxad in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, or 3gr / L. In some embodiments the liquid carrier is rapeseed oil.

[0094] In some embodiments, when the composition comprises flumetylsulforim, mefentrifluconazole, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluxapyroxad in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, or 3gr / L. In some embodiments the liquid carrier is rapeseed oil.

[0095] In some embodiments, when the composition comprises flumetylsulforim, fluorine containing compound, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluorine containing compound in the composition is low. In some embodiments, the solubility of the fluorine- containing compound in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L. In some embodiments the liquid carrier is rapeseed oil.

[0096] In some embodiments, when the composition comprises flumetylsulforim, fluxapyroxad, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluxapyroxad in the composition is low. In some embodiments, the solubility of the fluorine-containing compound in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L. In some embodiments, the solubility of the fluxapyroxad in the carrier is less than 3gr / L. In some embodiments, the solubility of the fluxapyroxad in the composition is less than 15gr / L. In some embodiments the liquid carrier is rapeseed oil.

[0097] In some embodiments, when the composition comprises flumetylsulforim, mefentrifluconazole, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluxapyroxad in the composition is low. In some embodiments, the solubility of the fluorine-containing compound in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L. In some embodiments, the solubility of the mefentrifluconazole in the carrier is less than 5gr / L. In some embodiments, the solubility of the mefentrifluconazole in the composition is less than 20 / L. In some embodiments the liquid carrier is rapeseed oil.

[0098] In some embodiments, the composition is formulated in the presence of agriculturally acceptable inert additive which comprises an amount of alcohol.

[0099] In some embodiments, when the composition further comprises alcohol the total amount of water and alcohol is up to 1% by weight based on the total weight of the composition. In some embodiments, the alcohol is Ci-8 alcohol. In some embodiments, the alcohol is Ci.g alcohol. In some embodiments, the alcohol is C1-4 alcohol. In some embodiments, the alcohol is C1-3 alcohol. In some embodiments, the alcohol is C1-2 alcohol.

[0100] In some embodiments, the alcohol is not a polymeric alcohol. Polymeric alcohol can be, for example, ethoxylate, propoxylate, and ethoxylate-propoxylate.

[0101] In some embodiments, the composition is formulated in the presence of agriculturally acceptable inert additive with water content less than 0.1% by weight based on the weight of the agricultural additive. In some embodiments, the composition is formulated in the presence of agriculturally acceptable inert additive with water content equal to or less than 0.05% by weight based on the weight of the agricultural additive.

[0102] In some embodiments, the surfactant in the composition 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.

[0103] In some embodiments, the liquid carrier in the composition has a water content of less than 2.5% by weight based on the weight of the liquid carrier. In some embodiments, the liquid carrier has a water content of less than 2% by weight based on the weight of the liquid carrier. In some embodiments, the liquid carrier has a water content of less than 1.5 % by weight based on the weight of the liquid carrier. In some embodiments, the liquid carrier has a water content of less than 1% by weight based on the weight of the liquid carrier. In some embodiments, the liquid carrier has a water content of less than 0.5% by weight based on the weight of the liquid carrier. In some embodiments, the carrier has a water content of less than 0.2 by weight based on the total weight of the composition.

[0104] In some embodiments, the liquid composition has a water content of less than 1% by weight based on the total weight of the composition. In some embodiments, the liquid composition has a water content of less than 0.8% by weight based on the total weight of the composition. In some embodiments, the liquid composition has a water content of less than 0.6% by weight based on the total weight of the composition. In some embodiments, the liquid composition has a water content of less than 0.5% by weight based on the total weight of the composition.

[0105] In some embodiments, the composition comprises a low water content carrier. In some embodiments, the composition comprises at least one water scavenger. In some embodiments, the composition comprises at least one drying agent. In some embodiments, the low water content surfactant, low water content carrier, water scavenger and / or drying agent are added to the composition after the composition is dried.

[0106] In some embodiments, the total amount of liquid carrier in the composition ranges from about 30 to about 80% by weight based on the total weight of the composition. In some embodiments, the total amount of liquid carrier in the composition ranges from about 30 to about 70% by weight based on the total weight of the composition. In some embodiments, the total amount of liquid carrier in the composition ranges from about 30 to about 60% by weight based on the total weight of the composition. In some embodiments, the total amount of liquid carrier in the composition ranges from about 30 to about 50% by weight based on the total weight of the composition. In some embodiments, the total amount of liquid carrier in the composition ranges from about 40% to about 70% by weight based on the total weight of the composition. In some embodiments, the total amount of liquid carrier in the composition is about 50% by weight based on the total weight of the composition.

[0107] In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 5% to 50% by weight based on the total weight of the composition. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 5% to 40% by weight based on the total weight of the composition. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 5% to 15% by weight based on the total weight of the composition. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 30% to 50% by weight based on the total weight of the composition.

[0108] In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 5 g / L to 750 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 50 g / L to 150 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 80 g / L to 120 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 150 g / L to 750 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 200 g / L to 250 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 300 g / L to 750 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 300 g / L to 400 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 400 g / L to 500 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 400 g / L to 600 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 500 g / L to 600 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 600 g / L to 700 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 90 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 100 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 110 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 120 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 150 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 400 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 450 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 500 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 550 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 600 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 660 g / L. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 200 g / L to 250 g / L.

[0109] In some embodiments, the flumetylsulforim is a Form I polymorph.

[0110] In some embodiments, the flumetylsulforim is a Form II polymorph.

[0111] In some embodiments, the flumetylsulforim is a hydrate.

[0112] In some embodiments, the flumetylsulforim is a solvate.

[0113] In some embodiments, the flumetylsulforim is a mixture of Form I polymorph, Form II polymorph, Form III polymorph, a hydrate, a solvate, or any combination thereof.

[0114] In some embodiments, the concentration of the fluorine containing compound in the stable liquid composition is 5% to 50% by weight based on the total weight of the composition. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 5% to 40% by weight based on the total weight of the composition. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 5% to 15% by weight based on the total weight of the composition. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 5% to 20% by weight based on the total weight of the composition. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 5% to 25% by weight based on the total weight of the composition. In some embodiments, the concentration of the flumetylsulforim in the stable liquid composition is 30% to 50% by weight based on the total weight of the composition.

[0115] In some embodiments, the concentration of the fluorine containing compound in the stable liquid composition is 50 g / L to 250 g / L. In some embodiments, the concentration of the fluorine containing compound in the stable liquid composition is 50 g / L to 200 g / L. In some embodiments, the concentration of the fluorine containing compound in the stable liquid composition is 50 g / L to 150 g / L. In some embodiments, the concentration of the fluorine containing compound in the stable liquid composition is 75 g / L to 150 g / L.

[0116] In some embodiments, the amount of water scavenger in the composition is 5% by weight based on the total weight of the composition.

[0117] In some embodiments, the amount of epoxidized soybean oil in the composition is 5% by weight based on the total weight of the composition.

[0118] 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. (i) Flumetylsulforim

[0119] The flumetylsulforim of the present invention refers to any solid form including but not limited to amorphous, crystalline, solvate or hydrate.

[0120] The flumetylsulforim includes crystalline forms of the flumetylsulforim.

[0121] In some embodiments, the crystalline form is an anhydrous crystalline form. In some embodiments, the anhydrous crystalline form is a polymorph. In some embodiments, the anhydrous crystalline form is a pseudopolymorph.

[0122] Polymorphs of the flumetylsulforim are described in PCT International Application Publication Nos. WO / 2019 / 038583 (published February 28, 2019) and WO / 2022 / 234487 (published November 10, 2022), the entire content of which is hereby incorporated by reference into this application.

[0123] In some embodiments, the flumetylsulforim is a polymorph. In some embodiments, the polymorph is Form I.

[0124] In some embodiments, greater than 95% of the amount of the polymorph is Form I polymorph. In some embodiments, greater than 96% of the amount of the polymorph is Form I polymorph. In some embodiments, greater than 97% of the amount of the polymorph is Form I polymorph. In some embodiments, greater than 98% of the amount of the polymorph is Form I polymorph. In some embodiments, greater than 99% of the amount of the polymorph is Form I polymorph. In some embodiments, greater than 99.5% of the amount of the polymorph is Form I polymorph. In some embodiments, greater than 99.9% of the amount of the polymorph is Form I polymorph.

[0125] In some embodiments, the flumetylsulforim is a mixture of crystalline forms of the flumetylsulforim.

[0126] In some embodiments, the mixture is a mixture of one or more anhydrous crystalline forms.

[0127] (ii) Suitable Surfactants

[0128] In some embodiments, one of the surfactants is a non-ionic surfactant. In some embodiments, the non-ionic surfactant is selected from the group consisting of polymers, ester alkoxylated amine, ester of alkoxylated diethylethanolamine, poly alkylene oxide alcohol ether, and alcohols.

[0129] In some embodiments, the polymer is a block polymer of random polymer. In some embodiments, the polymer is a tri-block polymer. In some embodiments, the tri-block polymer is an ABA block polymer. In some embodiments, the polymer has a low HLB (hydrophile- I pophile balance) value, preferably an HLB value of 5. In some embodiments, the polymer is Atlox™ 4912 (manufactured and sold by Croda). In some embodiments, the polymer is Atlox™ 4916 (manufactured and sold by Croda). In some embodiments, the amount of polymer in the composition is 1-20% by weight based on the total weight of the composition. In some embodiments, the amount of polymer in the composition is 4-6% 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.

[0130] In some embodiments, the non-ionic 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 non-ionic surfactant is Atlox™ 4915 (manufactured and sold by Croda). In some embodiments, the non-ionic surfactant is alkoxylated diethylethanolamine. In some embodiments, the non-ionic surfactant is di-ethyl ethanol amine mono-trimerate. In some embodiments, the non-ionic surfactant is Atlox™ 4915 (manufactured and sold by Croda).

[0131] In some embodiments, the poly alkylene oxide alcohol ether is a fatty alcohol ether and / or a non-fatty alcohol ether.

[0132] In some embodiments, the non-ionic surfactant is an alkoxylated fatty alcohol.

[0133] In some embodiments, the alkoxylated fatty alcohol is Genapol® X080 (manufactured and sold by Clariant), Genapol® X 050 (manufactured and sold by Clariant), tridecyl alcohol polyglycol ether, Rhodasurf® LA 30 (manufactured and sold by Solvay), Aerosol® OT-SE or Aerosol® OT- 100 (manufactured and sold by Solvay), Rhodacal® 70 / B (manufactured and sold by Solvay), Ariatone™ TV (manufactured and sold by Croda), Alkamuls® A (manufactured and sold by Solvay), or Alkamuls® BR (manufactured and sold by Solvay).

[0134] In some embodiments, the alkoxylated fatty alcohol is Genapol® X080 (manufactured and sold by Clariant), Genapol® X 050 (manufactured and sold by Clariant), tridecyl alcohol polyglycol ether, or Rhodasurf® LA 30 (manufactured and sold by Solvay).

[0135] In some embodiments, the alkoxylated fatty alcohol is Atlas™ 5002L.

[0136] In some embodiments, the alcohol has a short carbon chain of C1-C8. In some embodiments, the alcohol has a short carbon chain of C1-C6. In some embodiments, the alcohol has a short carbon chain of C1-C4. In some embodiments, the alcohol has a long carbon chain of C7-C20.

[0137] In some embodiments, the non-ionic surfactant is a non-ionic derivative of polyalkylene oxide polyaryl ether.

[0138] In some embodiments, one of the surfactants is an ionic surfactant. In some embodiments, one of the surfactants is an non- ionic surfactant.

[0139] In some embodiments, the ionic 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 a combination thereof. In some embodiments, the ionic surfactant is an anionic surfactant. Anionic surfactant refers to compounds which have an anionic group such as phosphonic salt and sulfonic salt. An example of an ionic surfactant that may be used is sodium dioctyl sulfosuccinate which is manufactured and sold by Solvay as Aerosol® OT-SE.

[0140] In some embodiments, the composition comprises a stabilizing system.

[0141] In some embodiments, the surfactant is a dispersant. In some embodiments, the surfactant is an emulsifier.

[0142] In some embodiments the emulsifier has low HLB. In some embodiments "low HLB" means lower than 6.

[0143] In some embodiments the emulsifier has HLB lower than 5. In some embodiments the emulsifier has HLB lower than 4. In some embodiments the emulsifier has HLB lower than 3.

[0144] In some embodiments, the composition comprises an emulsifier with high HLB.

[0145] In some embodiments, "high HLB" means higher than 8.

[0146] In some embodiments the emulsifier has HLB higher than 9. In some embodiments the emulsifier has HLB higher than 10. In some embodiments the emulsifier has HLB higher than 11. In some embodiments the emulsifier has HLB higher than 12. In some embodiments the emulsifier has HLB higher than 13.

[0147] In some embodiments, the composition comprises a combination of emulsifiers, one having low HLB and other having high HLB.

[0148] In some embodiments, the composition comprises a combination of emulsifiers, wherein at least one has HLB lower than 6, and at least one emulsifier has HLB higher than 8.

[0149] In some embodiment the HLB of the mixture of emulsifiers is between 5-8. In some embodiments, the HLB of the mixture of emulsifiers is between 6-7.

[0150] In some embodiments, the ratio between the "low HLB" emulsifier and the "high HLB" emulsifier is between 5:1 to 1:5. In some embodiments, the ratio between the "low HLB" emulsifier and the "high HLB" emulsifier is 1:1.5.

[0151] In some embodiments, the emulsifier is Emulsogen® M.

[0152] In some embodiments, the emulsifier is Emulsogen® OG.

[0153] In some embodiments, the amount of the combination of emulsifiers ranges between 2%- 10%. In some embodiments, the amount of the combination of emulsifiers ranges between 3%-10%. In some embodiments, the amount of the combination of emulsifiers ranges between 4%-10%. In some embodiments, the amount of the combination of emulsifiers ranges between 3%-7%. In some embodiments, the amount of the combination of emulsifiers ranges between 3%-5%. In some embodiments, the surfactant(s) is effective for increasing stability of the flumetylsulforim in the compositions described herein compared to liquid composition wherein the flumetylsulforim is soluble. In some embodiments, the stability is chemical stability. In some embodiments, the stability is physical stability.

[0154] The solubility of the fluorine containing compound in the solvent depends on the polarity of the solvent. In some embodiments, Solvents (liquid carriers) can be combined. In some embodiments, the solvent has a Log P value of higher than 10 higher than 12, higher than 14, higher than 16, higher than 18, higher than 19, higher than 20 or higher than 22.

[0155] The solubility of the fluxapyroxad in the solvent depends on the polarity of the solvent. In some embodiments, Solvents (liquid carriers) can be combined. In some embodiments, the solvent has a Log P value of higher than 10 higher than 12, higher than 14, higher than 16, higher than 18, higher than 19, higher than 20 or higher than 22.

[0156] The solubility of the mefentrifluconazole in the solvent depends on the polarity of the solvent. In some embodiments, Solvents (liquid carriers) can be combined. In some embodiments, the solvent has a Log P value of higher than 10 higher than 12, higher than 14, higher than 16, higher than 18, higher than 19, higher than 20 or higher than 22.

[0157] In some embodiments, the liquid carrier is selected from a group consisting of aromatic hydrocarbons, paraffins, petroleum, diesel, mineral oil and any combination thereof.

[0158] In some embodiments, the liquid carrier is an aromatic hydrocarbon.

[0159] In some embodiments, the aromatic hydrocarbon is selected from a group consisting of toluene, o-xylene, m-xylene, p-xylene, ethylbenzene, isopropylbenzene, tertbutylbenzene, naphthalenes, and mono- or polyalkyl-substituted naphthalenes.

[0160] In some embodiments, the liquid carrier is a paraffin.

[0161] In some embodiments, the liquid carrier is a vegetable oil. In some embodiments, the vegetable oil is selected from a 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, cotton seed oil, soybean oil, rapeseed oil, linseed oil, tung oil, sunflower oil, safflower oil, and tall oil.

[0162] In some embodiments, the liquid carrier is an oil methyl ester.

[0163] The present invention further provides a combination of fluorine-containing compound and rapeseed oil.

[0164] In some embodiments, the combination is a composition.

[0165] In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:100. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:50. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:40. In some embodiments, the weight ratio between the fluorine- containing compound and the rapeseed oil is between 1:1 to 1:30. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:20. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:15. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:10. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:7. In some embodiments, the weight ratio between the fluorine- containing compound and the rapeseed oil is between 1:1 to 1:5. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:4. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:3. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is between 1:1 to 1:2. In some embodiments, the weight ratio between the fluorine-containing compound and the rapeseed oil is 1:1.

[0166] In some embodiments, the fluorine-containing compound is fluxapyroxad. In some embodiments, the fluorine-containing compound is mefentrifluconazole.

[0167] In some embodiments, the composition is a dispersion. In some embodiments, the fluxapyroxad is dispersed as solid particles in the rapeseed oil. In some embodiments, the mefentrifluconazole is dispersed as solid particles in the rapeseed oil.

[0168] (Hi) Other Additives

[0169] Compositions of the present invention may further comprise one or more additional agriculturally acceptable inert additives, as known in the art, including but not limited to solid diluents, liquid diluents, wetting agents, adhesives, thickening agents, anti-foaming agent, preservative, wetting agent, anti-oxidation agent, binders, fertilizers, or anti-freeze agents. In addition, the present composition may also further comprise additional crop protection agents known in the art, for example pesticides, safeners, agents for controlling phytopathogenic fungi or bacteria, and the like.

[0170] In some embodiments, the liquid stable liquid composition further comprises a rheology modifier. Rheology modifiers may be used to reduce phases separation, to increase the physical stability, and to increase the viscosity which affect the chemical stability.

[0171] In some embodiments, the rheology 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 between 0.5 to 1.0% by weight. In some embodiments, the rheology 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. Use of 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) decreased degradation of the flumetylsulforim from 7-8% to 4% after 8 weeks of storage at 40°C. The water concentration of the composition should be maintained at less than 0.5%, including when Bentone SD®-1 is used as rheology modifier. In some embodiments, the rheology modifier is xanthan gum.

[0172] In some embodiments, the rheology modifier is a thickener.

[0173] In some embodiments, the composition comprises one thickener. In some embodiments, the composition comprises two thickeners.

[0174] In some embodiments, the thickener is a silica thickener.

[0175] In some embodiments, the amount of thickener in the composition is less than or equal to 1% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition is less than or equal to 0.75% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition is less than or equal to 0.5% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition is less than or equal to 0.25% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition is less than or equal to 0.1% by weight based on the total weight of the composition.

[0176] In some embodiments, the amount of thickener in the liquid composition is less than or equal to 1% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the liquid composition is less than or equal to 0.75% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the liquid composition is less than or equal to 0.5% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the liquid composition is less than or equal to 0.25% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the liquid composition is less than or equal to 0.1% by weight based on the total weight of the composition.

[0177] In some embodiments, the amount of thickener in the composition wherein the liquid carrier is non-aqueous is less than or equal to 5%-by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition wherein the liquid carrier is non-aqueous is less than or equal to 2.5% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition wherein the liquid carrier is non-aqueous is less than or equal to 1% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition wherein the liquid carrier is non-aqueous is less than or equal to 0.75% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition wherein the liquid carrier is non-aqueous is less than or equal to 0.5% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition wherein the liquid carrier is non-aqueous is less than or equal to 0.25% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the composition wherein the liquid carrier is non-aqueous is less than or equal to 0.1% by weight based on the total weight of the composition. In some embodiments, the thickener is a silica. In some embodiments, the thickener is a hydrophilic fumed silica. In some embodiments, the hydrophilic fumed silica is Aerosil® 200. In some embodiments, the hydrophilic fumed silica is Aerosil® R972.

[0178] In some embodiments, the thickener is a 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 between 0.1-5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is between 0.2-2.5% by weight based on the total weight of the composition. In some embodiments, the amount of Aerosil® R202 in the composition is between 0.1-0.3% 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 between 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.

[0179] In some embodiments, the thickener is selected from the group consisting of Aerosil® 200, Aerosil® R972, Aerosil® R202 and any combination thereof.

[0180] In some embodiments, the silica thickener is selected from the group consisting of Aerosil® R202, Aerosil® R812 and any combination thereof.

[0181] In some embodiments, the silica thickener is selected from the group consisting of Aerosil® R202, Aerosil® R812, magnesium aluminum silicate (VAN GEL® B) and any combination thereof.

[0182] In some embodiments, the amount of Aerosil® R202 in the composition is between 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 between 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 liquid composition is less than 0.5% by weight based on the total weight of the composition.

[0183] In some embodiments, the amount of thickener in the OD composition is less than or equal to 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 or equal to 0.5% by weight 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. In some embodiments, the amount of thickener in the OD composition is 1-5% by weight based on the total weight of the composition. In some embodiments, the amount of thickener in the OD composition is 2-3% 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.

[0184] Viscosity of the composition is affected by the purity of the flumetylsulforim, the form of the flumetylsulforim, and the concentration of the flumetylsulforim.

[0185] Physical stability, such as phase separation, of the composition is affected by the purity of the flumetylsulforim, the form of the flumetylsulforim, and the concentration of the flumetylsulforim.

[0186] In some embodiments, the OD composition comprises a thickener such as Aerosil® R202 in an amount of 0.5% by weight based on the total weight of the composition.

[0187] In some embodiments, the OD composition comprises a thickener such as Aerosil® R202 in an amount of 2.5% by weight based on the total weight of the composition.

[0188] In some embodiments, the amount of Aerosil® R812 in the composition is between 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 between 3.0 % to 3.5% by weight based on the total weight of the composition.

[0189] In some embodiments, the amount of Bentone SD®-1 or Bentone SD®-3 in the composition is between 0.4 to 1.0% by weight based on the total weight of the composition.

[0190] In some embodiments, the concentration of rheology modifier in the stable liquid composition is 1 g / L to 150 g / L. In some embodiments, the concentration of rheology modifier in the stable liquid composition is 1 g / L to 5 g / L. In some embodiments, the concentration of rheology modifier in the stable liquid composition is 2.3 g / L. In some embodiments, the concentration of rheology modifier in the stable liquid composition is from 0.5 g / L to 130 g / L. In some embodiments, the concentration of rheology modifier in the stable liquid composition is 3 g / L.

[0191] In some embodiments, the composition further comprises at least one adjuvant.

[0192] In some embodiments, the composition is mixed with at least one adjuvant.

[0193] In some embodiments, the present invention composition further comprises additionally acceptable inert additives. In some embodiments, the agriculturally acceptable inert additives refer but are not limited to anti-oxidation agents, de-foaming agents, dye, pigment, flavoring agent, dispersing agent, synergists, encapsulates, photo-stabilizer, Binder, sticker, water soluble fertilizers, repellents and sensitizers.

[0194] In some embodiments, the agriculturally acceptable inert additive is a dispersant. In some embodiments, the agriculturally acceptable inert additive is an emulsifier. In some embodiments, the agriculturally acceptable inert additive comprises water in an amount of less than 1% by weight based on the weight of the agriculturally acceptable inert additive.

[0195] In some embodiments, the agriculturally acceptable inert additive, when used in compositions with liquid carrier, comprises water in amount of less than 1% by weight based on the weight of the agriculturally acceptable inert additive.

[0196] 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 at the time immediately prior to addition of the agriculturally acceptable inert additive to the admixture.

[0197] In some embodiments, the process further comprises adding least one dispersant.

[0198] In some embodiments, the stable liquid composition further comprises a dispersant agent. In some embodiments, the concentration of the dispersing agent in the stable liquid composition is from 1 g / L to 200 g / L.

[0199] In some embodiments, the stable liquid composition further comprises a wetting agent. In some embodiments, the wetting agent is sodium diisopropylnaphthalene sulphonate. In some embodiments, the concentration of the wetting agent in the stable composition is from 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.

[0200] In some embodiments the wetting agent is polyalkyleneoxide modified heptamethyltrisiloxane. In some embodiments, the polyalkyleneoxide 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 0.1-0.5% by weight based on the total weight of the composition. In some embodiments, the amount of Silwet L-77 in the SC composition is 0.2-0.3% 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.

[0201] In some embodiments, the stable liquid composition further comprises a thickener agent. In some embodiments, the thickener agent is Xanthan gum. In some embodiments, the concentration of the thickener agent in the stable composition is from 0.25 g / L to 10 g / L. In some embodiments, the concentration of the thickener agent in the stable composition is 2 g / L-

[0202] In some embodiments, the stable liquid composition is an OD, and the thickener agent is fumed silica.

[0203] In some embodiments, the stable liquid composition is an aqueous composition, and the thickener agent is Xanthan gum. In some embodiments, the xanthan gum is AGRH 23 2% solution. In some embodiments, the amount of AGRH 23 2% solution in the composition is 7- 8% by weight based on the total weight of the composition. In some embodiments, the amount of AGRH 23 2% solution in the composition is about 7.4% by weight based on the total weight of the composition.

[0204] In some embodiments, the stable liquid composition further comprises an anti-freeze agent. In some embodiments, the anti-freeze agent is 1,2-propanediol. In some embodiments, the concentration of anti-freeze agent in the stable composition is from 20 g / L to 70 g / L. In some embodiments, the concentration of antifreeze agent in the composition is 57.5 g / L.

[0205] In some embodiments, the anti-freeze agent is propylene glycol. In some embodiments, the amount of propylene glycol in the composition is 1-3% by weight based on the total weight of the composition. In some embodiments, the amount of propylene glycol in the composition is about 2% by weight based on the total weight of the composition.

[0206] In some embodiments, the stable liquid composition further comprises an anti-foaming agent. In some embodiments, the concentration of antifoaming agent in the stable composition is from 1 g / L to 5 g / L. In some embodiments the concentration of antifoaming agent in the composition is 2 g / L.

[0207] In some embodiment, the anti-foaming agent is a polydimethylsiloxane antifoam emulsion. In some embodiments, the polydimethylsiloxane antifoam emulsion is SAG 1572, manufactured and sold by Momentive. In some embodiments, the amount of SAG 1572 in the composition is 0.5-1.5% by weight based on the total weight of the composition. In some embodiments, the amount of SAG 1572 in the composition is about 1% by weight based on the total weight of the composition.

[0208] In some embodiments, the stable liquid composition further comprises an anti-oxidation agent. Anti-oxidation agents include but are not limited to clay, BHA, BHT, TBH, Propyl gallate, Sodium thiosulphate, Tocopherol, Pyrogallol and Epichlorohydrin.

[0209] In some embodiments, the stable liquid composition further comprises a defoaming agent. Defoaming agents include but are not limited to organosilicones, EO / PO based defoamers, alkyl polyacrylates.

[0210] In some embodiments, the stable liquid composition further comprises a dye. Dyes include but are not limited to acid dye, basic dye, natural dye, synthetic dye and azo dye.

[0211] In some embodiments, the stable liquid composition further comprises a wetting agent. Examples of a wetting agent include but are not limited to di alkyl naphthalene sulfonate, di alkyl sulfosuccinate, metal salt of alkyl ether sulfonate, alpha olefin sulfonate, N-acyl N-alkyl taurate, linear alkyl benzene sulfonates, carboxylates, sulphates, phosphate esters, polyoxyethylene surfactants, ethoxylated alkyl phenols, ethoxylated aliphatic alcohols, anhydrosorbitol esters and cetyltrimethylammonium bromide.

[0212] In some embodiments, the stable liquid composition further comprises a surfactant.

[0213] Surfactants may include but are not limited to alcohol polyglycol ether, alkyl-end-capped ethoxylate glycol, alkyl-end-capped alkyl block alkoxylate glycol, dialkyl sulfosuccinate, phosphated esters, alkyl sulfonates, alkyl aryl sulfonates, tristyrylphenol alkoxylates, natural or synthetic fatty acid alkoxylates, natural or synthetic fatty alcohols alkoxylates, alkoxylated alcohols (such as n-butyl alcohol poly glycol ether), block copolymers (such as ethylene oxidepropylene oxide block copolymers and ethylene oxide-butylene oxide block copolymers) or combinations thereof.

[0214] In some embodiments, the surfactant is an alkyl-end-capped alkoxylate. In some embodiments, the adjuvant is a methyl-end-capped ethoxylate. In some embodiments, the adjuvant is a methyl-end-capped tridecyl ethoxylate. In some embodiments, the adjuvant is a methyl-end-capped tridecyl ethoxylate with six ethylene oxides.

[0215] In some embodiments the surfactant is di isopropyl naphthalene sulfonate.

[0216] In some embodiments, the composition comprises a biocide. In some embodiments, the amount of biocide in the composition is 0.05-0.1% by weight based on the total weight of the composition. In some embodiments, the amount of biocide in the composition is about 0.08% by weight based on the total weight of the composition.

[0217] In some embodiments the composition disclosed herein may include additional pesticide.

[0218] The disclosed compositions may optionally include combinations that can comprise at least 1% by weight of one or more of the compositions with another pesticidal compound. Such additional pesticidal compounds may be fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides or combinations thereof that are compatible with the synergistic compositions of the present disclosure in the medium selected for application, and not antagonistic to the activity of the present compounds. Accordingly, in such embodiments the other pesticidal flumetylsulforim s employed as a supplemental toxicant for the same or for a different pesticidal use. The pesticidal compound and the synergistic composition can generally be mixed together in a weight ratio of from 1:100 to 100:1.

[0219] In some embodiments, the composition is a formulation.

[0220] Additional Agrochemicals:

[0221] The mixtures and compositions of the present invention may further comprise one or more additional agrochemicals.

[0222] In some embodiments, the at least one additional fungicide is a succinate dehydrogenase inhibitor.

[0223] In some embodiments, the succinate dehydrogenase inhibitor is selected from the group consisting of benzovindiflupyr, penthiopyrad, isopyrazam, fluxapyroxad, boscalid, fluopyram, bixafen, and penflufen.

[0224] 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.

[0225] Uses and Applications of the Compositions Described Herein:

[0226] The present invention also provides a method for the control and / or prevention of fungal pathogen attack on a plant comprising applying any one of the compositions or combinations described herein to soil, plant, root, foliage, seed, locus of the fungus, and / or a locus in which the infestation is to be prevented so as to thereby control and / or prevent fungal pathogen attack on a plant.

[0227] The present invention also provides any one of the compositions or combinations described herein for use in controlling and / or preventing fungal attack on a plant.

[0228] The present invention also provides use of any one of the compositions or combinations described herein for controlling and / or preventing fungal attack on a plant.

[0229] The present invention also provides a method for the control and / or prevention of plant and / or soil fungal diseases comprising applying any one of the compositions or combinations described herein to soil, plant, root, foliage, seed, locus of the fungus, and / or a locus in which the infestation is to be prevented so as to thereby control and / or prevent plant and / or soil fungal diseases.

[0230] The present invention also provides any one of the compositions or combinations described herein for use in controlling and / or preventing plant and / or soil fungal diseases.

[0231] The present invention also provides use of any one of the compositions or combinations described herein for controlling and / or preventing plant and / or soil fungal diseases.

[0232] In some embodiments, the composition or mixture is applied to a portion of a plant, an area adjacent to a plant, soil in contact with a plant, soil adjacent to a plant, any surface adjacent to a plant, any surface in contact with a plant, a seed, and / or equipment used in agriculture.

[0233] In some embodiments, the composition or mixture is applied at an amount in the range of 5 g / ha to 150 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at an amount of 6.25 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at an amount of 10 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at an amount of 12.5 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at an amount of 20 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at an amount of 25 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at an amount of 50 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at an amount of 75 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at an amount of 100 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at an amount of 125 g / ha of the flumetylsulforim. In some embodiments, the composition or mixture is applied at the time of planting.

[0234] In some embodiments, the composition or mixture is applied 1 to 60 day(s) after planting.

[0235] In some embodiments, the composition or mixture is applied 1 to 9 month(s) after planting.

[0236] In some embodiments, the composition or mixture is applied once during a growth season.

[0237] In some embodiments, the composition or mixture is applied at least one time during a growth season.

[0238] In some embodiments, the composition or mixture is applied two or more times during a growth season.

[0239] In some embodiments, the composition or mixture is applied as a foliar, seed treatment and / or a soil application.

[0240] The present invention also provides a method for increasing stability of a liquid composition comprising flumetylsulforim and a liquid carrier, the method comprises adding an emulsifier having an HLB that is less than 6.

[0241] In some embodiments the emulsifier has an HLB that is less than 5, 4 or 3.

[0242] In some embodiments, the method further comprises adding an emulsifier having an HLB that is higher than 8.

[0243] In some embodiments the emulsifier has an HLB that is higher than 9, 10, 11, 12 or 13.

[0244] The present invention also provides a method for increasing stability of a liquid composition comprising flumetylsulforim and a fluorine containing compound, the method comprises reducing the solubility of the fluorine containing compound in the composition.

[0245] In some embodiments, the solubility of the fluorine-containing compound in the carrier is less than 3gr / L.

[0246] The present invention also provides a method of controlling and / or preventing fungal pathogen attack on a plant comprising applying the composition or mixture described herein, and at least one adjuvant to soil, plant, root, foliage, seed, locus of the fungus, and / or a locus in which the infestation is to be prevented so as to thereby control and / or prevent fungal pathogen attack on the plant, wherein the adjuvant is selected from the group consisting of:

[0247] (i) polyalkylene oxide alkyl ether;

[0248] (ii) siloxane polyalkyleneoxide copolymer;

[0249] (iii) esters of fatty acid;

[0250] (iv) vinylpyrrolidones and derivatives thereof; and (v) sugar-based surfactants.

[0251] The present invention also provides a method of controlling and / or preventing plant and / or soil fungal diseases comprising applying the composition or mixture described herein, and at least one adjuvant to soil, plant, root, foliage, seed, locus of the fungus, and / or a locus in which the infestation is to be prevented so as to thereby control and / or prevent plant and / or soil fungal diseases, wherein the adjuvant is selected from the group consisting of:

[0252] (i) polyalkylene oxide alkyl ether;

[0253] (ii) siloxane polyalkyleneoxide copolymer;

[0254] (iii) esters of fatty acid;

[0255] (iv) vinylpyrrolidones and derivatives thereof; and

[0256] (v) sugar-based surfactants.

[0257] The present invention provides a method for improving biological activity of flumetylsulforim against fungal pathogen, the method comprising applying the composition or mixture described herein, in the presence of at least one adjuvant, wherein the adjuvant is selected from the group consisting of:

[0258] (i) polyalkylene oxide alkyl ether;

[0259] (ii) siloxane polyalkyleneoxide copolymer;

[0260] (iii) esters of fatty acid;

[0261] (iv) vinylpyrrolidones and derivatives thereof; and

[0262] (v) sugar-based surfactants so as to thereby improve biological activity of the flumetylsulforim .

[0263] In some embodiments, the flumetylsulforim is applied in the presence of at least two adjuvants.

[0264] The present invention also provides use of the composition or mixture described herein further comprising an adjuvant selected from the group consisting of:

[0265] (i) polyalkylene oxide alkyl ether;

[0266] (ii) siloxane polyalkyleneoxide copolymer;

[0267] (iii) esters of fatty acid;

[0268] (iv) vinylpyrrolidones and derivatives thereof; (v) sugar-based surfactants; and

[0269] (vi) any combination of (i), (ii), (iii), (iv) and (v), for (a) controlling and / or preventing fungal pathogen attack on a plant and / or (b) controlling and / or preventing plant and / or soil fungal diseases.

[0270] The present invention provides a process for preparing the oil dispersion (OD) composition disclosed herein, the process comprises the steps:

[0271] (1) mixing the agriculturally acceptable inert additives and a liquid carrier to obtain a premix;

[0272] (2) obtaining a batch of the flumetylsulforim comprising 95% or more by weight of the flumetylsulforim;

[0273] (3) adding the flumetylsulforim to the premix obtained in step (1) to obtain a mixture; and milling the resulting mixture of step (3) to obtain the desired composition.

[0274] The present invention provides a process for preparing the oil dispersion (OD) composition disclosed herein, the process comprises the steps:

[0275] (1) mixing the agriculturally acceptable inert additives and a liquid carrier to obtain a premix;

[0276] (2) obtaining a batch of the flumetylsulforim comprising 95% or more by weight of the flumetylsulforim;

[0277] (3) adding the flumetylsulforim and a fluorine-containing compound to the premix obtained in step (1) to obtain a mixture; and milling the resulting mixture of step (3) to obtain the desired composition.

[0278] In some embodiments, the fluorine containing compound is fluxapyroxad or mefentrifluconazole.

[0279] The present invention provides a process for preparing the oil dispersion (OD) composition disclosed herein, the process comprises the steps:

[0280] (1) mixing the agriculturally acceptable inert additives and a liquid carrier to obtain a premix;

[0281] (2) adding the flumetylsulforim to the premix obtained in step (1) to obtain a mixture; and

[0282] (3) milling the resulting mixture of step (2) to obtain the desired composition.

[0283] The present invention provides a process for preparing the oil dispersion (OD) composition disclosed herein, the process comprises the steps:

[0284] (1) mixing the agriculturally acceptable inert additives and a liquid carrier to obtain a premix;

[0285] (2) adding the flumetylsulforim and the fluorine containing compound to the premix obtained in step (1) to obtain a mixture; and (3) milling the resulting mixture of step (2) to obtain the desired composition.

[0286] In some embodiments, the fluorine containing compound is fluxapyroxad or mefentrifluconazole.

[0287] In some embodiments, step (2) of the process comprises obtaining a batch of the flumetylsulforim comprising 95% or more by weight of the flumetylsulforim and adding the batch of the flumetylsulforim to the premix obtained in step (1) to obtain a mixture.

[0288] In some embodiments, the batch of the flumetylsulforim comprises 96% or more by weight of the flumetylsulforim. In some embodiments, the batch of the flumetylsulforim comprises 97% or more by weight of the flumetylsulforim. In some embodiments, the batch of the flumetylsulforim comprises 98% or more by weight of the flumetylsulforim. In some embodiments, the batch of the flumetylsulforim comprises 99% or more by weight of the flumetylsulforim. In some embodiments, the batch of the flumetylsulforim comprises 99.5% or more by weight of the flumetylsulforim. In some embodiments, the batch of the flumetylsulforim comprises 99.9% by weight of the flumetylsulforim. In some embodiments, the batch of the flumetylsulforim is substantially pure of the flumetylsulforim. In some embodiments, the batch of the flumetylsulforim is 100% by weight of the flumetylsulforim.

[0289] In some embodiments, the batch of the flumetylsulforim is substantially pure of the flumetylsulforim. In some embodiments, the batch of the compound of Formula I comprises 95% or more by weight of the flumetylsulforim. In some embodiments, the batch of the compound of Formula I comprises 96% or more by weight of the flumetylsulforim. In some embodiments, the batch of the compound of Formula I comprises 97% or more by weight of the flumetylsulforim. In some embodiments, the batch of the compound of Formula I comprises 98% or more by weight of the flumetylsulforim. In some embodiments, the batch of the compound of Formula I comprises 99% or more by weight of the flumetylsulforim. In some embodiments, the batch of the compound of Formula I comprises 99.5% or more by weight of the flumetylsulforim.

[0290] In some embodiments, the process comprises preparing a premix by combining at least one agriculturally acceptable inert additive and a liquid carrier and combining the premix with the batch of the flumetylsulforim from step (1) to obtain the desired composition.

[0291] In some embodiments, 95% or more of the amount of the flumetylsulforim in the batch is in the form of Form I polymorph, Form II polymorph, Hydrate, or a mixture thereof. In some embodiments, 96% or more of the amount of the flumetylsulforim in the batch is in the form of Form I polymorph, Form II polymorph, Hydrate, or a mixture thereof. In some embodiments, 97% or more of the amount of the flumetylsulforim in the batch is in the form of Form I polymorph, Form II polymorph, Hydrate, or a mixture thereof. In some embodiments, 98% or more of the amount of the flumetylsulforim in the batch is in the form of Form I polymorph, Form II polymorph, Hydrate, or a mixture thereof. In some embodiments, 99% or more of the amount of the flumetylsulforim in the batch is in the form of Form I polymorph, Form II polymorph, Hydrate, or a mixture thereof. In some embodiments, 99.5% or more of the amount of the flumetylsulforim in the batch is in the form of Form I polymorph, Form II polymorph, Hydrate, or a mixture thereof.

[0292] Agriculturally acceptable inert additives that may be combined with the liquid carrier are described herein above.

[0293] The flumetylsulforim used in the processes described herein may be in any solid form including but not limited to amorphous, crystalline, solvate, hydrate or any mixture thereof. Preferred forms and mixtures of forms of the flumetylsulforim are described herein. Any of the forms and mixtures of forms of the flumetylsulforim described herein may be used in the above processes.

[0294] The present invention further provides a method for increasing stability of a liquid composition comprising flumetylsulforim and an oil.

[0295] In some embodiments, the composition is an oil dispersion. In some embodiments, the flumetylsulforim is dispersed in the oil.

[0296] In some embodiments, the oil is triglyceride-based oil. In some embodiments, the triglyceride- based oil is the carrier.

[0297] Triglyceride-based carrier may be, but not limited to, olive oil, kapok oil, castor oil, papaya oil, camellia oil, canola oil, palm oil, sesame oil, corn oil, rice bran oil, peanut oil, cotton seed oil, soybean oil, rapeseed oil, linseed oil, tung oil, sunflower oil, safflower oil, or tall oil, or alkyl esters thereof. In some embodiments, the carrier is rapeseed oil. In some embodiments, the oil is an oil methyl ester.

[0298] In some embodiments, the log P of the carrier is higher than 10, higher than 12, higher than 14, higher than 16, higher than 18, higher than 19, higher than 20 or higher than 22.

[0299] In some embodiments, the composition comprises at least one emulsifier.

[0300] In some embodiments the emulsifier has low HLB. In some embodiments "low HLB" means lower than 6. In some embodiments the emulsifier has HLB lower than 5. In some embodiments the emulsifier has HLB lower than 4. In some embodiments the emulsifier has HLB lower than 3.

[0301] In some embodiments, the composition comprises an emulsifier with high HLB. In some embodiments, "high HLB" means higher than 8. In some embodiments the emulsifier has HLB higher than 9. In some embodiments the emulsifier has HLB higher than 10. In some embodiments the emulsifier has HLB higher than 11. In some embodiments the emulsifier has HLB higher than 12. In some embodiments the emulsifier has HLB higher than 13.

[0302] In some embodiments, the composition comprises a combination of emulsifiers, one having low HLB and the other having high HLB.

[0303] In some embodiments, the composition comprises a combination of emulsifiers, wherein at least one has HLB lower than 6, and at least one emulsifier has HLB higher than 8. In some embodiment the HLB of the mixture of emulsifiers is between 5-8. In some embodiments, the HLB of the mixture of emulsifiers is between 6-7.

[0304] In some embodiments, the "low HLB" emulsifier and the "high HLB" emulsifier have similar hydrophobic moiety. In some embodiments, the "low HLB" emulsifier and the "high HLB" emulsifier comprise the same hydrophobic moiety.

[0305] In some embodiments, the ratio between the "low HLB" emulsifier and the "high HLB" emulsifier is between 5:1 to 1:5. In some embodiments, the ratio between the "low HLB" emulsifier and the "high HLB" emulsifier is 1:1.5.

[0306] In some embodiments, the composition comprises flumetylsulforim, a liquid carrier and an emulsifier characterized by HLB that is lower than 6. In some embodiments, the composition further comprises an emulsifier with HLB higher than 8.

[0307] In some embodiments, the composition comprises flumetylsulforim, a liquid carrier, an emulsifier characterized by HLB that is lower than 6 and optionally an emulsifier with HLB higher than 8.

[0308] In some embodiments, when the composition comprises flumetylsulforim, a liquid carrier, an emulsifier characterized by HLB that is lower than 6 and optionally an emulsifier with HLB higher than 8, the water content can be increased to up to 1%.

[0309] In some embodiments, the composition is formulated in the presence of agriculturally acceptable inert additive which comprises an amount of alcohol.

[0310] In some embodiments, when the composition further comprises alcohol the total amount of water and alcohol is up to 1% by weight based on the total weight of the composition.

[0311] In some embodiments, the alcohol is Ci-8 alcohol. In some embodiments, the alcohol is Ci.g alcohol. In some embodiments, the alcohol is C1-4 alcohol. In some embodiments, the alcohol is C1-3 alcohol. In some embodiments, the alcohol is C1-2 alcohol.

[0312] In some embodiments, the alcohol is not a polymeric alcohol. Polymeric alcohol can be, for example, ethoxylate, propoxylate, and ethoxylate-propoxylate.

[0313] The subject invention is further directed to a method for increasing stability of a liquid composition comprising flumetylsulforim and a fluorine containing compound.

[0314] In some embodiments, the liquid carrier comprises an oil.

[0315] In some embodiments, the composition is an oil dispersion. In some embodiments, the flumetylsulforim is dispersed in the oil.

[0316] In some embodiments, the oil is triglyceride-based oil. In some embodiments, the triglyceride- based oil is the carrier.

[0317] Triglyceride-based carrier may be, but not limited to, olive oil, kapok oil, castor oil, papaya oil, camellia oil, canola oil, palm oil, sesame oil, corn oil, rice bran oil, peanut oil, cotton seed oil, soybean oil, rapeseed oil, linseed oil, tung oil, sunflower oil, safflower oil, or tall oil, or alkyl esters thereof. In some embodiments, the carrier is rapeseed oil. In some embodiments, the oil is an oil methyl ester.

[0318] In some embodiments, the log P of the carrier is higher than 10, higher than 12, higher than 14, higher than 16, higher than 18, higher than 19, higher than 20 or higher than 22.

[0319] In some embodiments, the composition comprises at least one emulsifier.

[0320] In some embodiments the emulsifier has low HLB. In some embodiments "low HLB" means lower than 6. In some embodiments the emulsifier has HLB lower than 5. In some embodiments the emulsifier has HLB lower than 4. In some embodiments the emulsifier has HLB lower than 3.

[0321] In some embodiments, the composition comprises an emulsifier with high HLB. In some embodiments, "high HLB" means higher than 8. In some embodiments the emulsifier has HLB higher than 9. In some embodiments the emulsifier has HLB higher than 10. In some embodiments the emulsifier has HLB higher than 11. In some embodiments the emulsifier has HLB higher than 12. In some embodiments the emulsifier has HLB higher than 13.

[0322] In some embodiments, the composition comprises a combination of emulsifiers, one having low HLB and the other having high HLB.

[0323] In some embodiments, the composition comprises a combination of emulsifiers, wherein at least one has HLB lower than 6, and at least one emulsifier has HLB higher than 8.

[0324] In some embodiment the HLB of the mixture of emulsifiers is between 5-8. In some embodiments, the HLB of the mixture of emulsifiers is between 6-7.

[0325] In some embodiments, the "low HLB" emulsifier and the "high HLB" emulsifier have similar hydrophobic moiety. In some embodiments, the "low HLB" emulsifier and the "high HLB" emulsifier comprise the same hydrophobic moiety.

[0326] In some embodiments, the ratio between the "low HLB" emulsifier and the "high HLB" emulsifier is between 5:1 to 1:5. In some embodiments, the ratio between the "low HLB" emulsifier and the "high HLB" emulsifier is 1:1.5.

[0327] In some embodiments, the composition comprises flumetylsulforim, a liquid carrier and an emulsifier characterized by HLB that is lower than 6. In some embodiments, the composition further comprises an emulsifier with HLB higher than 8.

[0328] In some embodiments, the composition comprises flumetylsulforim, a liquid carrier, an emulsifier characterized by HLB that is lower than 6 and optionally an emulsifier with HLB higher than 8.

[0329] In some embodiments, when the composition comprises flumetylsulforim, a liquid carrier, an emulsifier characterized by HLB that is lower than 6 and optionally an emulsifier with HLB higher than 8, the water content can be increased to up to 1%. In some embodiments, the fluorine containing compound comprises at least 2 fluorine atoms.

[0330] In some embodiments, the fluorine containing compound comprises at least 3 fluorine atoms.

[0331] In some embodiments, the fluorine containing compound comprises at least 4 fluorine atoms.

[0332] In some embodiments, the fluorine containing compound comprises at least 5 fluorine atoms.

[0333] In some embodiments, the fluorine containing compound comprises 2, 3, 4, or 5 fluorine atoms.

[0334] In some embodiments, the fluorine containing compound is capable of hydrogen bonding.

[0335] In some embodiments, the fluorine containing compound contains aromatic fluorine atoms and / or aliphatic fluorine atoms.

[0336] In some embodiments, when the fluorine containing compound contains an aromatic fluorine atom, its solubility in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0337] In some embodiments, when the fluorine containing compound contains an aromatic fluorine atom, its solubility in the carrier is less than about 0.7%, 0.6%, 0.5%, 0.4%, 0.3%, 0.2%, 0.1%.

[0338] In some embodiments, when the fluorine containing compound contains an aromatic fluorine atom, its solubility in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0339] In some embodiments, when the fluorine containing compound contains an aromatic fluorine atom, its solubility in the composition is less than about 2.5%, 2.4%, 2.3%, 2.2%, 2.1%, 2%, 1.9%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1%, 0.9%, 0.8%, 0.7%, 0.6 %, 0.5 %, 0.4%, 0.3%, 0.2% or 0.1%.

[0340] In some embodiments, when the fluorine containing compound contains only aliphatic fluorine atoms, its solubility in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0341] In some embodiments, when the fluorine containing compound contains only aliphatic fluorine atoms, its solubility in the carrier is less than about 0.7%, 0.6%, 0.5%, 0.4%, 0.3%, 0.2%, 0.1%.

[0342] In some embodiments, when the fluorine containing compound contains only aliphatic fluorine atoms, its solubility in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0343] In some embodiments, when the fluorine containing compound contains only aliphatic fluorine atoms, its solubility in the composition is less than about 2.5%, 2.4%, 2.3%, 2.2%, 2.1%, 2%, 1.9%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1%, 0.9%, 0.8%, 0.7%, 0.6 %, 0.5 %, 0.4%, 0.3%, 0.2% or 0.1%. In some embodiments, the fluorine containing compound contains at least one of the following groups: -CF3, -CF2, -Aryl-F, -Aryl-Fz, -Aryl-Fs, -O-CF2, -O-CFs.ln some embodiments, aliphatic fluorine containing compounds are selected from -CF3, -CF2, -O-CF2, -O-CF3. In some embodiments, aromatic fluorine containing compound are selected from -Aryl-F, -Aryl-Fz, - Aryl-Fs.

[0344] In some embodiments, the fluorine containing compound is selected from a group consisting of Fluxapyroxad, M efe nt riflu con azole, Fluopyram, Flutriafol, Pydiflumetofen, Fluazinam, Isoflucypram, Trifloxystrobin, Teflubenzuron, Bixafen, Fludioxonil and Fluopicolide.

[0345] In some embodiments, the fluorine containing compound is succinate dehydrogenase inhibitor.

[0346] In some embodiments, the fluorine containing compound is fluxapyroxad. In some embodiments, the solubility of the fluxapyroxad in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, 3gr / L , 2gr / L or lgr / L. In some embodiments, the solubility of the fluxapyroxad in the carrier is less than 3gr / L.

[0347] In some embodiments, the fluorine containing compound is fluxapyroxad. In some embodiments, the solubility of the fluxapyroxad in the carrier is less than about 0.7%, 0.6%, 0.5%, 0.4%, 0.3%, 0.2%, 0.1%.

[0348] In some embodiments, the solubility of the fluxapyroxad in the composition is low. In some embodiments, the solubility of the fluxapyroxad in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0349] In some embodiments, the solubility of the fluxapyroxad in the composition is less than about 2.5%, 2.4%, 2.3%, 2.2%, 2.1%, 2%, 1.9%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1%, 0.9%, 0.8%, 0.7%, 0.6 %, 0.5 %, 0.4%, 0.3%, 0.2% or 0.1%.

[0350] In some embodiments, the amount of the dissolved form of the fluxapyroxad in the carrier is less than about 3gr / L based on the total amount of the carrier. In some embodiments, the amount of the dissolved form of the fluxapyroxad in the carrier is less than about 0.3% based on the total amount of the carrier.

[0351] In some embodiments, the solubility of the fluxapyroxad in the composition is below about 15gr / L. In some embodiments, the solubility of the fluxapyroxad in the composition is below about 1.5%.

[0352] In some embodiments, the fluorine containing compound is a sterol biosynthesis inhibitor.

[0353] In some embodiments, the fluorine containing compound is mefentrifluconazole.

[0354] In some embodiments, the solubility of the mefentrifluconazole in the carrier is less than about 7gr / L, 6 gr / L, 5 gr / L, 4 gr / L, 3 gr / L, 2gr / L or lgr / L. In some embodiments, the solubility of the fluxapyroxad in the carrier is less than 5.5 gr / L.

[0355] In some embodiments, the solubility of the mefentrifluconazole in the carrier is less than about 0.7%, 0.6 %, 0.5 %, 0.4%, 0.3%, 0.2% or 0.1%. In some embodiments, the solubility of the mefentrifluconazole in the composition is below about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, 10gr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L.

[0356] In some embodiments, the solubility of the mefentrifluconazole in the composition is below about 2.5%, 2.4%, 2.3%, 2.2%, 2.1%, 2%, 1.9%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1%, 0.9%, 0.8%, 0.7%, 0.6 %, 0.5 %, 0.4%, 0.3%, 0.2% or 0.1%.

[0357] In some embodiments, the solubility of the mefentrifluconazole in the composition is below about 20gr / L. In some embodiments, the solubility of the mefentrifluconazole in the composition is below about 2%.

[0358] In some embodiments, the solubility of the fluorine-containing compound such as fluxapyroxad and mefentrifluconazole, increases upon addition of inactive ingredients such as epoxol. Therefore, reducing the solubility of the fluorine-containing compound in the composition is required and may achieved for example by the reduction of the polarity of the carrier.

[0359] In some embodiments, 95% or more of the amount of flumetylsulforim is in the form of Form I polymorph, Form II polymorph, Form III polymorph, Hydrate, solvate such as SI, S5 and S8, or a mixture thereof. The polymorphic forms are described in international application publications Nos. WO 2019 / 038583 and WO2022 / 234487, the content of which is incorporated herein by reference.

[0360] In some embodiments, the composition is free of water.

[0361] In some embodiments, free of water is when the water content is less than 1% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.9% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.8% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.7% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.6% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.5% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.4% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.3% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.2% by weight based on the total weight of the composition. In some embodiments, free of water is when the water content is less than 0.1% by weight based on the total weight of the composition.

[0362] In some embodiments, when the composition comprises flumetylsulforim, fluorine containing compound, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluorine containing compound in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, or 3gr / L. In some embodiments the liquid carrier is rapeseed oil.

[0363] In some embodiments, when the composition comprises flumetylsulforim, fluxapyroxad, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluxapyroxad in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, or 3gr / L. In some embodiments the liquid carrier is rapeseed oil.

[0364] In some embodiments, when the composition comprises flumetylsulforim, mefentrifluconazole, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluxapyroxad in the carrier is less than about 7gr / L, 6gr / L, 5gr / L, 4gr / L, or 3gr / L. In some embodiments the liquid carrier is rapeseed oil.

[0365] In some embodiments, when the composition comprises flumetylsulforim, fluorine containing compound, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluorine containing compound in the composition is low. In some embodiments, the solubility of the fluorine- containing compound in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L. In some embodiments the liquid carrier is rapeseed oil.

[0366] In some embodiments, when the composition comprises flumetylsulforim, fluxapyroxad, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluxapyroxad in the composition is low. In some embodiments, the solubility of the fluorine-containing compound in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L. In some embodiments, the solubility of the fluxapyroxad in the carrier is less than 3gr / L. In some embodiments, the solubility of the fluxapyroxad in the composition is less than 15gr / L. In some embodiments the liquid carrier is rapeseed oil.

[0367] In some embodiments, when the composition comprises flumetylsulforim, mefentrifluconazole, a liquid carrier, an emulsifier characterized by HLB that is lower than 6, and optionally an emulsifier with HLB higher than 8, the solubility of the fluxapyroxad in the composition is low. In some embodiments, the solubility of the fluorine-containing compound in the composition is less than about 25gr / L, 24gr / L, 23gr / L, 22gr / L, 21gr / L, 20gr / L, 19gr / L, 18gr / L, 17gr / L, 16gr / L, 15gr / L, 14gr / L, 13gr / L, 12gr / L, llgr / L, lOgr / L, 9gr / L, 8gr / L, 7gr / L, 6 gr / L, 5 gr / L, 4gr / L, 3gr / L, 2gr / L or lgr / L. In some embodiments, the solubility of the mefentrifluconazole in the carrier is less than 5gr / L. In some embodiments, the solubility of the mefentrifluconazole in the composition is less than 20 / L. In some embodiments the liquid carrier is rapeseed oil.

[0368] In some embodiments, the composition is formulated in the presence of agriculturally acceptable inert additive which comprises an amount of alcohol. In some embodiments, when the composition further comprises alcohol the total amount of water and alcohol is up to 1% by weight based on the total weight of the composition.

[0369] In some embodiments, the alcohol is Ci-8 alcohol. In some embodiments, the alcohol is Ci.g alcohol. In some embodiments, the alcohol is C1-4 alcohol. In some embodiments, the alcohol is C1-3 alcohol. In some embodiments, the alcohol is C1-2 alcohol.

[0370] In some embodiments, the alcohol is not a polymeric alcohol. Polymeric alcohol can be, for example, ethoxylate, propoxylate, and ethoxylate-propoxylate.

[0371] EXPERIMENTAL SECTION

[0372] Flumetylsulforim can be prepared as described in W02015 / 103144 and W02015 / 103142. Example 1: OD Composition Comprising the flumetylsulforim Example 2: OD Composition Comprising flumetylsulforim and fluxapyroxad Example 3: OD Composition Comprising flumetylsulforim and mefentrifluconazole

Claims

Claims:

1. A composition comprising (1) flumetylsulforim and (2) a liquid carrier comprising an oil wherein the flumetylsulforim is in particulate form and dispersed in the carrier.

2. A composition comprising (1) flumetylsulforim, (2) fluorine containing compound and (3) liquid carrier.

3. The composition of claim 1, further comprising a fluorine containing compound.

4. The composition of claim 2 or 3, wherein the fluorine containing compound is capable of hydrogen bonding.

5. The composition of claim 4, wherein the fluorine containing compound is fluxapyroxad or mefentrifluconazole.

6. The composition of any one of claims 1-5, 'wherein the liquid carrier comprises triglyceride- based oil.

7. The composition of any one of claims 1-6, wherein the liquid carrier is a triglyceride-based oil.

8. The composition of any one of claims 1-7, wherein the liquid carrier is rapeseed oil.

9. The composition of claim 1, wherein the water content in the composition is less or equal to 1% based on the total weight of the composition.

10. The composition of claim 1, wherein when the composition comprises alcohol, the total amount of the water and alcohol is less or equal to 1%.

11. The composition of claim 9 or 10, wherein the water content is less or equal to 0.5% based on the total weight of the composition.

12. The composition 10, wherein the total amount of the water and alcohol is less or equal to 0.5 %.

13. The composition of any one of claims 1-12, further comprising at least one additive.

14. The composition of claim 13, comprising at least one emulsifier and at least one dispersant.

15. The composition of claim 14, wherein the HLB of the emulsifier is less than 6.

16. The composition of claim 15 further comprising an emulsifier characterized by HLB higher than 8.

17. A combination of fluxapyroxad and rapeseed oil.

18. The combination of claim 17, wherein the combination is a composition.

19. The combination of claim 18, wherein the composition is a dispersion.

20. The combination of claim 19, wherein the fluxapyroxad is dispersed as solid particles in the rapeseed oil.

21. A method for the control and / or prevention of (i) fungal pathogen attack on a plant or (ii) plant and / or soil fungal disease, wherein the method comprises applying the composition of any one of claims 1-16 or the combination of any one of claims 17-20, to soil, plant, root, foliage, seed, locus of the fungus, and / or a locus in which the infestation is to be prevented so as to thereby control and / or prevent fungal pathogen attack on a plant or plant and / or soil fungal disease.

22. A method for increasing stability of a liquid composition comprising flumetylsulforim and an oil.

23. The method of claim 22, the method comprises adding an emulsifier having an HLB that is less than 6.

24. The method of claim 23, wherein the method further comprises adding an emulsifier having an HLB that is higher than 8.

25. A method for increasing stability of a liquid composition comprising flumetylsulforim and a fluorine containing compound, the method comprises using a carrier in which the dissolved form of the fluor containing compound is less than about 7gr / L.

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