Stable agrochemical composition containing two solid active ingredients and one liquid active ingredient, and process for preparing same

Abstract

The present disclosure relates to a stable agrochemical composition, a process for preparing a stable agrochemical composition, and a stable agrochemical composition prepared by the process disclosed in the present disclosure. The stable agrochemical composition comprises a first active ingredient that is solid at room temperature and insoluble in water at room temperature, a second active ingredient that is solid at room temperature, a third active ingredient that is liquid at room temperature, and water, wherein the first active ingredient is insoluble in the third active ingredient at room temperature, and the second solid active ingredient has a solubility of 1-33 g / 100 g in the third liquid active ingredient at room temperature.

Description

[Technical field]

[0001] The present disclosure relates to a stable agrochemical composition comprising two solid active ingredients and one liquid active ingredient, and a preparation process thereof. More specifically, the present disclosure relates to a stable agrochemical composition, for example a suspoemulsion (SE), comprising penoxsulam, pretilachlor, and further comprising solid active ingredients, in particular a solid toxic safener, for example fenclorim, and a preparation process thereof. Alternatively, the present disclosure relates to a stable agrochemical composition, for example a suspoemulsion (SE), comprising pretilachlor, fenclorim, and further comprising solid active ingredients selected from the group consisting of penoxsulam, pyrazosulfuron-ethyl, bensulfuron-methyl, quinclorac, oxyfluorfen, oxadiazon, cyhalofop-butyl, pyriminobac-methyl, clomazone (dimethasone), pyribenzoxim, oxadiargyl, and simetryn, and a preparation process thereof. [Background technology]

[0002] It is common to combine two or more agrochemical active ingredients with different mechanisms of action to expand the scope of application, such as the weed spectrum, or to produce a synergistic effect. In the herbicide field, in some cases, a safener is also added to the agrochemical composition as an active ingredient to protect the crop. For example, fenclorim is generally used with pretilachlor in a ratio of 1:2 to 1:5 (for example, 1:3 or 1:4). Therefore, when pretilachlor is combined with another herbicide, such as penoxsulam, for example, to expand the weed spectrum, and fenclorim is also used at the same time, an agrochemical composition (particularly in this case a herbicidal composition) containing three active ingredients, two of which are solid and one of which is liquid, must be formulated. To formulate an agrochemical composition containing two solid active ingredients and one liquid active ingredient, a suspoemulsion (SE) is usually chosen, especially when at least one of the two solid active ingredients is insoluble in water or in the liquid active ingredient. Summary of the Invention [Problem to be solved by the invention]

[0003] Usually, to blend an SE of two solid active ingredients and one liquid active ingredient, it is common to grind the two solid active ingredients into micrometer-sized powders and then disperse these powders in the liquid active ingredient. However, this route is not always successful, since there may be cases where no SE is blended or no stable SE is obtained. In particular, when either one of the two solid active ingredients has a solubility of 1-33 g / 100 g (particularly 8-15 g / 100 g) in the liquid active ingredient at room temperature, it has been found that there may be cases where no SE is blended or no stable SE is obtained by the above-mentioned conventional route. It has also been found that, in particular, when either one of the two solid active ingredients has a solubility of 1-33 g / 100 g in the liquid active ingredient at room temperature, even the route employing a combination of EC and SC or a combination of EW and SC may not guarantee successful blending of a stable SE. [Means for solving the problem]

[0004] In order to solve problems in the existing technical field, the inventors have completed the present disclosure.

[0005] Surprisingly, when either one of the two solid active ingredients has a solubility of 1 to 33 g / 100 g in the liquid active ingredient at room temperature, a pharmaceutical composition containing two solid active ingredients and one liquid active ingredient can be used. It has now been found that agrochemical compositions including, for example, stable SEs comprising two solid active ingredients and one liquid active ingredient can be successfully prepared by combining an EC with an SC, for example by careful selection of the active ingredients in each of the EC or SC, especially when the content of the oil phase is very high, for example at least 30 weight percent based on the total weight of the composition, preferably at least 40 weight percent based on the total weight of the composition, preferably at least 50 weight percent based on the total weight of the composition, preferably at least 60 weight percent based on the total weight of the composition.

[0006] The present disclosure provides a stable agrochemical composition comprising two solid active ingredients and one liquid active ingredient, and a preparation process thereof. More specifically, the present disclosure provides a stable agrochemical composition, for example a suspoemulsion, comprising penoxsulam, pretilachlor, and further comprising solid active ingredients, in particular solid toxic safeners, for example fenclorim, and a preparation process thereof. Alternatively, the present disclosure relates to a stable agrochemical composition, for example a suspoemulsion (SE), comprising pretilachlor, fenclorim, and further comprising solid active ingredients selected from the group consisting of penoxsulam, pyrazosulfuron-ethyl, bensulfuron-methyl, quinclorac, oxyfluorfen, oxadiazon, cyhalofop-butyl, pyriminobac-methyl, clomazone (dimethasone), pyribenzoxim, oxadiargyl, and simetryn, and a preparation process thereof.

[0007] Specifically, the present disclosure provides the following: 1. A first active ingredient that is solid at room temperature and insoluble in water at room temperature; a second active ingredient that is a solid at room temperature; a third active ingredient that is liquid at room temperature; and water A stable agrochemical composition comprising: A stable agrochemical composition, wherein a first active ingredient is insoluble in a third active ingredient at room temperature, and a second solid active ingredient has a solubility of 1 to 33 g / 100 g in a third liquid active ingredient at room temperature.

[0008] 2. The stable agrochemical composition of embodiment 1, wherein the first active ingredient, the second active ingredient and the third active ingredient are herbicidal active ingredients.

[0009] 3. The stable agrochemical composition of embodiment 2, wherein the first active ingredient is not pretilachlor or a safener, the third liquid active ingredient is pretilachlor, and the second active ingredient is fenclorim.

[0010] 4. The stable agrochemical composition of embodiment 3, wherein the first active ingredient is any one selected from the group consisting of penoxsulam, pyrazosulfuron-ethyl, bensulfuron-methyl, quinclorac, oxyfluorfen, oxadiazon, cyhalofop-butyl, pyriminobac-methyl, clomazone (dimethasone), pyribenzoxim, oxadiargyl, and simetryn.

[0011] 5. The stable agrochemical composition of embodiment 2, wherein the first active ingredient is a triazolopyrimidine sulfonamide herbicide compound, the third liquid active ingredient is an acetanilide herbicide compound, and the second active ingredient is a safener compound.

[0012] 6. The stable agrochemical composition of embodiment 1, wherein the first active ingredient is penoxsulam, the third liquid active ingredient is pretilachlor, and the second active ingredient is fenclorim.

[0013] 7. The stable agrochemical composition of any one of embodiments 1 to 6, wherein the content of the first active ingredient is 0.02 to 40 weight percent based on the total amount of the composition, the content of the second active ingredient is 1 to 60 weight percent based on the total amount of the composition, and the content of the third active ingredient is 3 to 90 weight percent based on the total amount of the composition.

[0014] 8. The stable agrochemical composition of embodiment 7, wherein the content of the first active ingredient is 0.04 to 20 weight percent based on the total amount of the composition, the content of the second active ingredient is 2 to 30 weight percent based on the total amount of the composition, and the content of the third active ingredient is 6 to 80 weight percent based on the total amount of the composition.

[0015] 9. The stable agrochemical composition of embodiment 7, wherein the content of the first active ingredient is 0.08 to 10 weight percent based on the total amount of the composition, the content of the second active ingredient is 4 to 15 weight percent based on the total amount of the composition, and the content of the third active ingredient is 12 to 40 weight percent based on the total amount of the composition.

[0016] 10. The stable agrochemical composition of embodiment 7, wherein the content of the first active ingredient is 0.1 to 8 weight percent based on the total amount of the composition, the content of the second active ingredient is 4.9 to 11 weight percent based on the total amount of the composition, and the content of the third active ingredient is 15 to 33 weight percent based on the total amount of the composition.

[0017] 11. The stable agrochemical composition of any one of embodiments 1-10, wherein the weight ratio of the second active ingredient to the third active ingredient is 1:2-4.

[0018] 12. The stable agrochemical composition of any one of embodiments 1 to 11, wherein the composition further comprises an organic solvent in an amount of 1 to 40 weight percent based on the total weight of the composition.

[0019] 13. The stable agrochemical composition of any one of embodiments 1 to 12, wherein the composition further comprises one or more additives selected from the group consisting of thickeners, dispersants, wetting agents, emulsifiers, antifreeze agents, antifoam agents, and bactericides.

[0020] 14. The stable agrochemical composition of embodiment 13, wherein the total amount of additives is 3 to 70 weight percent based on the total weight of the composition.

[0021] 15. The stable agrochemical composition of any one of embodiments 1 to 14, wherein the content of the oil phase in the composition is at least 50 weight percent based on the total weight of the composition.

[0022] 16. The stable agrochemical composition of any one of embodiments 1-15, wherein the composition is a SE.

[0023] 17. The stable agrochemical composition of any one of embodiments 1-16, wherein the stable composition has particles having an average particle size d90, based on all particles of all types, of ≦7 μm.

[0024] 18. The stable agrochemical composition of any one of embodiments 1 to 17, wherein the stable composition meets the stability requirements set forth for SE as set forth in NY / T 2989-2016.

[0025] 19. The stable agrochemical composition of any one of embodiments 1-18, wherein the stable composition is a herbicidal composition.

[0026] 20. A process for preparing a stable agrochemical composition of any one of embodiments 1 to 19, comprising: a) forming a SC of a first active ingredient; b) forming an EC of the second active ingredient and the third active ingredient; and c) Mixing the SC with the EC and any other ingredients. A process including.

[0027] 21. The process of embodiment 20, wherein step a) comprises mixing the first active ingredient, the first amount of water, and any other additives to form a homogenous suspension.

[0028] 22. The process of embodiment 21, wherein step a) further comprises milling the suspension until the average particle size d90 is ≦7 μm.

[0029] 23. The process of any of embodiments 19-22, wherein step b) comprises mixing the second and third active ingredients, the optional organic solvent, and any other additives to form a clear liquid.

[0030] 24. The process of embodiment 23, wherein the mixing step is carried out under heating.

[0031] 25. The process of any of embodiments 19 to 24, wherein in step c), the step of mixing the SC and EC is carried out under shear and the average particle size d90 of the composition is ≦7 μm based on all particles of all types.

[0032] 26. The process of any of embodiments 19-25, wherein the composition comprises a thickener and step c) comprises: c1) mixing the SC with some or all of the thickener to form a homogenous suspension; and c2) mixing the suspension obtained in c1) with EC.

[0033] 27. The process of any of embodiments 19-25, wherein the composition comprises a thickener and the process further comprises step d): mixing the dispersion obtained in step c) with some or all of the thickener.

[0034] 28. a) forming a SC of a first active ingredient; b) forming an EC of the second active ingredient and the third active ingredient; and c) Mixing the SC with the EC and any other ingredients. A process comprising: a first active ingredient is a solid at room temperature and insoluble in water at room temperature, a second active ingredient is a solid at room temperature, and a third active ingredient is a liquid at room temperature; and A stable agrochemical composition prepared by a process, wherein a first active ingredient is insoluble in a third active ingredient at room temperature and a second active ingredient has a solubility in the third active ingredient of 1 to 33 g / 100 g at room temperature.

[0035] 29. The stable agrochemical composition of embodiment 28, wherein step a) comprises mixing the first active ingredient, the first amount of water, and any other additives to form a homogenous suspension.

[0036] 30. The stable agrochemical composition of embodiment 29, wherein step a) further comprises milling the suspension until the average particle size d90 is ≦7 μm.

[0037] 31. Any of embodiments 28 to 30, wherein step b) includes mixing the second and third active ingredients, the optional organic solvent, and other optional additives to form a clear liquid. or a stable agrochemical composition.

[0038] 32. The stable agrochemical composition of embodiment 31, wherein the mixing step is carried out under heating.

[0039] 33. The stable agrochemical composition of any one of embodiments 28 to 32, wherein the composition comprises a thickener and step c) comprises: c1) mixing SC with the thickener to form a homogenous suspension; and c2) mixing the suspension obtained in c1) with EC.

[0040] 34. The stable agrochemical composition of any one of embodiments 28 to 32, wherein the composition comprises a thickening agent and wherein no thickening agent is added in step c), and the process further comprises step d): mixing the dispersion obtained in step c) with a thickening agent.

[0041] 35. The stable agrochemical composition of any one of embodiments 28 to 34, wherein in step c), the step of mixing the SC with the EC is carried out under shear until the average particle size d90 of the composition is ≦7 μm based on all particles of all types.

[0042] 36. The stable agrochemical composition of any one of embodiments 28-35, wherein the first active ingredient, the second active ingredient, and the third active ingredient are herbicidal active ingredients.

[0043] 37. The stable agrochemical composition of embodiment 36, wherein the first active ingredient is not pretilachlor or a safener, the third liquid active ingredient is pretilachlor, and the second active ingredient is fenclorim.

[0044] 38. The stable agrochemical composition of embodiment 37, wherein the first active ingredient is any one selected from the group consisting of penoxsulam, pyrazosulfuron-ethyl, bensulfuron-methyl, quinclorac, oxyfluorfen, oxadiazon, cyhalofop-butyl, pyriminobac-methyl, clomazone (dimethasone), pyribenzoxim, oxadiargyl, and simetryn.

[0045] 39. The stable agrochemical composition of any one of embodiments 28-36, wherein the first active ingredient is a triazolopyrimidine sulfonamide herbicide compound, the third liquid active ingredient is an acetanilide herbicide compound, and the second active ingredient is a safener compound.

[0046] 40. The stable agrochemical composition of any one of embodiments 28-39, wherein the first active ingredient is penoxsulam, the third liquid active ingredient is pretilachlor, and the second active ingredient is fenclorim.

[0047] 41. The stable agrochemical composition of any one of embodiments 28 to 40, wherein the content of the first active ingredient is 0.02 to 40 weight percent based on the total amount of the composition, the content of the second active ingredient is 1 to 60 weight percent based on the total amount of the composition, and the content of the third active ingredient is 3 to 90 weight percent based on the total amount of the composition.

[0048] 42. The stable agrochemical composition of embodiment 41, wherein the content of the first active ingredient is 0.04 to 20 weight percent based on the total amount of the composition, the content of the second active ingredient is 2 to 30 weight percent based on the total amount of the composition, and the content of the third active ingredient is 6 to 80 weight percent based on the total amount of the composition.

[0049] 43. The content of the first active ingredient is 0.08 to 10 weight percent based on the total amount of the composition, and the content of the second active ingredient is 4 to 15 weight percent based on the total amount of the composition. and the content of the third active ingredient is 12-40 weight percent based on the total weight of the composition.

[0050] 44. The stable agrochemical composition of embodiment 41, wherein the content of the first active ingredient is 0.1 to 8 weight percent based on the total amount of the composition, the content of the second active ingredient is 4.9 to 11 weight percent based on the total amount of the composition, and the content of the third active ingredient is 15 to 33 weight percent based on the total amount of the composition.

[0051] 45. The stable agrochemical composition of any one of embodiments 28-44, wherein the weight ratio of the second active ingredient to the third active ingredient is 1:2-4.

[0052] 46. ​​The stable agrochemical composition of any one of embodiments 28 to 45, wherein the composition further comprises an organic solvent in a content of 1 to 40 weight percent based on the total weight of the composition.

[0053] 47. The stable agrochemical composition of any one of embodiments 28 to 46, wherein the composition further comprises one or more additives selected from the group consisting of thickeners, dispersants, wetting agents, emulsifiers, antifreeze agents, antifoam agents, and bactericides.

[0054] 48. The stable agrochemical composition of embodiment 47, wherein the total amount of additives is 3 to 70 weight percent based on the total weight of the composition.

[0055] 49. The stable agrochemical composition of any one of embodiments 28 to 48, wherein the content of the oil phase in the composition is at least 50 weight percent based on the total weight of the composition.

[0056] 50. The stable agrochemical composition of any one of embodiments 28-49, wherein the composition is a SE.

[0057] 51. The stable agrochemical composition of any one of embodiments 28 to 50, wherein the stable composition has particles having an average particle size d90, based on all particles of all types, of ≦7 μm.

[0058] 52. The stable agrochemical composition of any one of embodiments 28 to 51, wherein the stable composition meets the stability requirements set forth for SE as set forth in NY / T 2989-2016.

[0059] 53. The stable agrochemical composition of any one of embodiments 28-52, wherein the stable composition is a herbicidal composition. [Brief description of the drawings]

[0060] [Figure 1] FIG. 1 shows a micrograph taken of SE1 obtained in Example 1. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0061] definition Before describing the subject matter in detail, it may be helpful to provide definitions of certain terms used herein. Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure belongs.

[0062] Penoxsulam has the following structure: [ka] Its herbicidal activity is described in The Pesticide Manual, Fifteenth Edition, 2009. Penoxsulam is a solid at room temperature with a melting point of 212°C and has a solubility in water of 5.7 mg / L (pH=5) at room temperature.

[0063] Pretilachlor has the structure [ka] Its herbicidal activity is described in The Pesticide Manual, Fifteenth Edition, 2009. Pretilachlor is a liquid at room temperature with a melting point below -20°C.

[0064] Fenclorim has the structure [ka] Fenclorim is a solid at room temperature, has a melting point of 96.9° C., and has a solubility of 2.5 mg / L in water at room temperature.

[0065] As used herein, the term "composition" refers to a combination in any physical form, such as, but not limited to, a blend, solution, mixture, and the like.

[0066] As used herein, the term "active ingredient" refers to any compound having agricultural activity, such as, but not limited to, insecticidal activity, fungicidal activity, bactericidal activity, herbicidal activity, safener activity, protective activity, etc. Thus, the term "active ingredient" includes, but is not limited to, insecticide compounds, fungicide compounds, bactericide compounds, herbicidal compounds, safener compounds, acaricide compounds, nematicide compounds, bird repellent compounds, plant nutritional compounds, and the like.

[0067] As used herein, the term "herbicidal active ingredient" refers to any compound having, but not limited to, herbicidal activity, safener activity, or protective activity. Thus, the term "herbicidal active ingredient" includes herbicide compounds, safener compounds, and the like.

[0068] As used herein, the term "suspoemulsion (SE)" refers to a mixture of water-insoluble active ingredients dispersed in an aqueous solution, where one (or more) active ingredients are in suspension form and one (or more) active ingredients are in emulsion form. The formulation is intended to be diluted with water before spray application. Mixtures of active ingredients are often used to provide broader coverage. Blending the active ingredients together eliminates the need for tank mixing, which can result in incompatibilities. Like other aqueous liquid formulations, suspoemulsions are easy to handle and measure, non-dusty, non-flammable, and offer good miscibility with water (see Manual on development and use of FAO and WHO specifications for pesticides).

[0069] As used herein, the term "stable" when used in connection with a composition means that the composition should meet the following stability requirements set forth for suspoemulsions (SE) set forth in NY / T 2989-2016 (Guidelines on developing the specifications of pesticides for registration): appearance, wet sieve test, dispersion stability, low temperature stability (for appearance, wet sieve test and dispersion stability only), and hot storage stability (for appearance, wet sieve test and dispersion stability only).

[0070] As used herein, the term "insoluble" means that the solubility of a material (e.g., an active ingredient) in a particular material (e.g., water, a third active ingredient, etc.) is less than 0.1 g / 1000 g at a particular temperature.

[0071] As used herein, a "ultra-low naphthalene solvent" is a solvent having a naphthalene concentration of less than 0.1% by weight.

[0072] As used herein, a "low naphthalene solvent" is a solvent having a naphthalene concentration of less than 1% by weight.

[0073] As used herein, the term "additive" is defined as any substance that is added to a composition without being an active ingredient, such as a binder, surfactant, synergist, buffer, acidifier, antifoaming agent, thickener, etc.

[0074] As used herein, the term "safener" refers to an agent that increases a plant's tolerance to a herbicide without significantly affecting the effectiveness of the herbicide.

[0075] As used herein, the term "thickening agent" refers to an agent that increases the viscosity of a liquid composition without substantially altering other properties of the composition.

[0076] As used herein, the term "agriculturally acceptable carrier" means a carrier that is known and accepted in the art of forming agricultural or horticultural formulations.

[0077] The term "surfactant" as used herein refers to an agriculturally acceptable material that imparts emulsifying, stabilizing, spreading, wetting, dispersing or other surface-modifying properties.

[0078] As used herein, the term "average particle size d90" refers to the particle size distribution D90, which represents the particle size corresponding to the 90% integral (0-100%) lower particle size distribution.

[0079] As used herein, the term "room temperature" means 23±2°C.

[0080] The terms "a" or "an" as used herein include the singular and the plural unless otherwise specified. Thus, in this application, the terms "a," "an," or "at least one" can be used interchangeably.

[0081] Where a range for a parameter is listed, it is understood that every integer and decimal point within that range is also provided by the disclosure as if that integer and decimal point were expressly set forth herein. For example, "0.1% to 70%" includes 0.1%, 0.2%, 0.3%, 0.4%, 0.5%, etc. up to 70%.

[0082] Throughout this application, the description of various embodiments uses the term "comprising"; however, those of ordinary skill in the art will understand that in some specific instances, the embodiments can instead be described using the language "consisting essentially of" or "consisting of."

[0083] For a better understanding of the present teachings and without limiting the scope of the present teachings, unless otherwise specified, all numbers expressing amounts, percentages or proportions, as well as other numerical values ​​used in the specification and claims, should be understood to be modified in all cases by the term "about". Thus, unless otherwise stated to the contrary, the numerical parameters set forth in the following specification and the appended claims are approximations that may vary depending on the desired properties sought. At the very least, each numerical parameter should be interpreted in light of the number of reported significant digits and by applying ordinary rounding techniques. In this regard, the use of the term "about" herein specifically includes ±10% from the value set forth in the range. In addition, the endpoints of all ranges relating to the same component or property herein are inclusive and independently combinable, as well as including all intermediate points and ranges.

[0084] First aspect In a first aspect, the present disclosure provides a method for producing a method for treating a cancer cell comprising: a first active ingredient that is solid at room temperature and insoluble in water at room temperature; a second active ingredient that is a solid at room temperature; a third active ingredient that is liquid at room temperature; and water A stable agrochemical composition comprising: A stable agrochemical composition is provided, in which a first active ingredient is insoluble in a third active ingredient at room temperature, and a second active ingredient has a solubility in the third active ingredient of 1 to 33 g / 100 g at room temperature.

[0085] The first active ingredient is solid at room temperature and insoluble in water at room temperature. Usually, the solubility of the first active ingredient in water at room temperature is less than 0.1 g / L, preferably less than 0.08 g / L. The first active ingredient is slightly soluble to insoluble in the third active ingredient at room temperature. Usually, the solubility of the first active ingredient in the third active ingredient at room temperature is less than 1 g / 100 g, preferably less than 0.2 g / 100 g.

[0086] The second active ingredient is a solid at room temperature and the second active ingredient is a solid at room temperature. Within the range of 1 to 33 g / 100 g, the solubility of the second active ingredient in the third active ingredient at room temperature can be 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 12.1, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, or 33 g / 100 g, or any range formed by selecting any two of the above solubilities as endpoints, for example, the solubility of the second active ingredient in the third active ingredient at room temperature can be 2 to 30 g / 100 g, or 5 to 25 g / 100 g. Preferably, the second active ingredient has a solubility in the third active ingredient at room temperature of 2-28 g / 100 g, 5-20 g / 100 g, 7-18 g / 100 g, 8-15 g / 100 g, 9-14 g, or 11-13 g / 100 g. For example, the second active ingredient has a solubility of 12.1 g / 100 g in the third active ingredient at room temperature.

[0087] Surprisingly, without being bound by theory, it has now been found that the solubility of the second solid active ingredient in the third liquid active ingredient at room temperature is important to understand why in some cases stable agrochemical compositions containing three active ingredients, particularly stable SEs containing three active ingredients, are not possible to formulate. If the second active ingredient has a solubility of 1-33g / 100g in the third active ingredient at room temperature, stable agrochemical compositions containing three active ingredients, particularly stable SEs containing three active ingredients, may not be formulated at all or may not be obtained by the conventional routes described above, and in some cases, also depending on the amounts of the second active ingredient and the third active ingredient. It has also now been found that in some cases, particularly if the second solid active ingredient has a solubility of 1-33g / 100g in the third liquid active ingredient at room temperature, the route employing a combination of EC and SC or a combination of EW and SC may not guarantee successful formulation of a stable SE. This is particularly true when the second active ingredient has a solubility of 1 to 33 g / 100 g in the third active ingredient at room temperature, and when the solubility of the second active ingredient in the third active ingredient differs by 1 g / 100 g or more between room temperature and 54° C., and in some cases also depends on the amounts of the second active ingredient and the third active ingredient.

[0088] If the solubility of the second solid active ingredient in the third liquid active ingredient is high enough, and if the amounts of the second active ingredient and the third active ingredient are such that the second active ingredient is completely dissolved in the third active ingredient regardless of whether it is at room temperature or at 54° C., a stable SE is easily formulated by the conventional route described above. On the contrary, if the solubility of the second solid active ingredient in the third liquid active ingredient is low enough, considering the amounts of the second active ingredient and the third active ingredient, a person skilled in the art would not even consider formulating the SE by the conventional route described above.

[0089] The third active ingredient is a liquid at room temperature.

[0090] The first active ingredient, the second active ingredient, and the third active ingredient may be independently selected from the group consisting of insecticide compounds, fungicide compounds, bactericide compounds, herbicide compounds, safener compounds, acaricide compounds, nematicides compounds, bird repellents compounds, and plant nutrients compounds. Preferably, the first active ingredient, the second active ingredient, and the third active ingredient are all selected from herbicidal active ingredients. For example, both the first and third active ingredients are herbicide compounds, and the second active ingredient is a safener. Preferably, the first active ingredient is a triazolopyrimidine sulfonamide herbicide compound, the third liquid active ingredient is an acetanilide herbicide compound, and the second active ingredient is a safener compound, such as a phenylpyrimidine safener compound. Alternatively, for example, the first active ingredient is pretilachlor or a herbicide compound that is not a safener compound, the third liquid active ingredient is pretilachlor, and the second active ingredient is fenclorim. Preferably, the first active ingredient is penoxsulam, pyrazosulfuron-ethyl, bensulfuron-methyl, quinclorac, oxyfluorfen, oxadiazon, cyhalofop-butyl, pyrithione, cyclosulfonyl ... The first active ingredient is any one selected from the group consisting of minobac-methyl, clomazone (dimethasone), pyribenzoxim, oxadiargyl and simetryn, the third liquid active ingredient is pretilachlor, and the second active ingredient is fenclorim. Most preferably, the first active ingredient is penoxsulam, the third liquid active ingredient is pretilachlor, and the second active ingredient is fenclorim.

[0091] In the present composition, the content of the first active ingredient may be 0.02 to 40 weight percent based on the total amount of the composition. Within the range of 0.02 to 40 weight percent based on the total amount of the composition, the content of the first active ingredient may be 0.02, 0.03, 0.04, 0.05, 0.06, 0.07, 0.08, 0.09, 0.1, 0.11, 0.12, 0.13, 0.14, 0.15, 0.16, 0.17, 0.18, 0.19, 0.2, 0.25, 0.3, 0.35, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 1.1, 1.2, 1.3, 1.34, 1.4, 1.5, 1.6, 1.7, 1.8 , 1.9, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40 weight percent, or any range formed by selecting any two of the above contents as the two end points, for example, the content of the first active ingredient may be 0.03 to 10, or 1.2 to 8 weight percent based on the total amount of the composition. Preferably, the content of the first active ingredient may be 0.04 to 20 weight percent based on the total amount of the composition. More preferably, the content of the first active ingredient may be 0.08 to 10 weight percent based on the total amount of the composition. More preferably, the content of the first active ingredient may be 0.1 to 8 weight percent based on the total amount of the composition. For example, the content of the first active ingredient may be 0.1, 1.2, or 8 weight percent based on the total amount of the composition.

[0092] In the present composition, the content of the first active ingredient may be 0.1-10 weight percent based on the total amount of the composition. Within the range of 0.1-10 weight percent based on the total amount of the composition, the content of the first active ingredient may be 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 1.1, 1.2, 1.3, 1.34, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2, 3, 4, 5, 6, 7, 8, 9 or 10 weight percent based on the total amount of the composition, or any range formed by selecting any two of the above contents as the two end points, for example, the content of the first active ingredient may be 0.3-8 or 0.5-5 weight percent based on the total amount of the composition. Preferably, the content of the first active ingredient may be 0.8-3 weight percent based on the total amount of the composition. More preferably, the content of the first active ingredient may be 0.9 to 2 weight percent based on the total amount of the composition. More preferably, the content of the first active ingredient may be 1 to 1.5 weight percent based on the total amount of the composition. For example, the content of the first active ingredient may be 1.2 or 1.3 weight percent based on the total amount of the composition.

[0093] In the present composition, the content of the second active ingredient may be 1 to 60 weight percent based on the total amount of the composition. Within the range of 1 to 60 weight percent based on the total amount of the composition, the content of the second active ingredient may be 1, 2, 3, 4, 4.9, 5, 6, 7, 8, 9, 10, 10.2, 10.7, 10.9, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, , 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59 or 60 weight percent, or any range formed by selecting any two of the above contents as the two end points, for example, the content of the second active ingredient may be 3 to 50, or 5 to 10 weight percent, based on the total amount of the composition. Preferably, the content of the second active ingredient is 3 to 50, or 5 to 10 weight percent, based on the total amount of the composition. The content of the second active ingredient may be 2 to 30 weight percent. Preferably, the content of the second active ingredient may be 4 to 15 weight percent based on the total amount of the composition. More preferably, the content of the second active ingredient may be 4.9 to 11 weight percent based on the total amount of the composition. For example, the content of the second active ingredient may be 4.9, 10.2, or 10.9 weight percent based on the total amount of the composition.

[0094] In the present composition, the content of the second active ingredient may be 1 to 40 weight percent based on the total amount of the composition. Within the range of 1 to 40 weight percent based on the total amount of the composition, the content of the second active ingredient may be 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 10.2, 10.7, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40 weight percent based on the total amount of the composition, or any range formed by selecting any two of the above contents as the two end points, for example, the content of the second active ingredient may be 2 to 30 or 5 to 20 weight percent based on the total amount of the composition. Preferably, the content of the second active ingredient may be 8 to 15 weight percent based on the total amount of the composition. More preferably, the content of the second active ingredient may be 9 to 12 weight percent based on the total amount of the composition. For example, the content of the second active ingredient may be 10.2 or 10.7 weight percent based on the total amount of the composition.

[0095] In the present composition, the content of the third active ingredient may be 3 to 90 weight percent based on the total amount of the composition. Within the range of 3 to 90 weight percent based on the total amount of the composition, the content of the third active ingredient may be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 30.8, 31, 31.8, 32, 32.8, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, The content of the third active ingredient may be 5, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89 or 90 weight percent, or any range formed by selecting any two of the above contents as the two end points, for example, the content of the third active ingredient may be 10 to 70 or 15 to 60 weight percent based on the total amount of the composition. Preferably, the content of the third active ingredient may be 6 to 80 weight percent based on the total amount of the composition. More preferably, the content of the third active ingredient may be 12 to 40 weight percent based on the total amount of the composition. More preferably, the content of the third active ingredient may be 15 to 33 weight percent based on the total amount of the composition. For example, the content of the third active ingredient may be 30.8, 31.8, or 32.8 percent by weight based on the total amount of the composition.

[0096] In the present composition, the content of the third active ingredient may be 3 to 80 weight percent based on the total amount of the composition. Within the range of 3 to 80 weight percent based on the total amount of the composition, the content of the third active ingredient may be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 30.8, 31, 31.8, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79 or 80 weight percent, or any range formed by selecting any two of the above contents as the two end points, for example, the content of the third active ingredient is 6 to 70, or The content of the third active ingredient may be 15 to 50 weight percent. Preferably, the content of the third active ingredient may be 20 to 40 weight percent based on the total amount of the composition. More preferably, the content of the third active ingredient may be 25 to 35 weight percent based on the total amount of the composition. More preferably, the content of the third active ingredient may be 29 to 35 weight percent based on the total amount of the composition. For example, the content of the third active ingredient may be 30.8, 31.8, or 32.8 weight percent based on the total amount of the composition.

[0097] Depending on the specific second and third active ingredients, the weight ratio of the second active ingredient to the third active ingredient in the composition may be 1:(1-6). Preferably, the weight ratio of the second active ingredient to the third active ingredient may be 1:(1.5-5). More preferably, the weight ratio of the second active ingredient to the third active ingredient may be 1:(2-4). For example, the weight ratio of the second active ingredient to the third active ingredient is 1:3.

[0098] The composition also includes water. The water is used as a carrier. The content of water in the composition can be 5 to 90 weight percent based on the total amount of the composition. Within the range of 5 to 90 weight percent based on the total amount of the composition, the content of the third active ingredient can be 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, The water content in the composition may be 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89 or 90 percent by weight, or any range formed by selecting any two of the above contents as the two end points, for example, the water content in the composition may be 6 to 70 or 15 to 50 percent by weight based on the total amount of the composition. Preferably, the water content in the composition may be 10 to 75 percent by weight based on the total amount of the composition. Preferably, the water content in the composition may be 20 to 50 percent by weight based on the total amount of the composition. Preferably, the water content in the composition may be 25 to 45 percent by weight based on the total amount of the composition. Preferably, the water content in the composition may be 30 to 40 percent by weight based on the total amount of the composition. For example, the water content in the composition may be 35 percent by weight based on the total weight of the composition.

[0099] The composition may further comprise an organic solvent. The organic solvent should be selected based on at least the following: (1) the specific second and third active ingredients, for example for the successful preparation of ECs of the specific second and third active ingredients; (2) the solubility of the organic solvent in water at room temperature should not be excessively high, for example the solubility of the organic solvent in water at room temperature should be less than 0.1 g / 1000 g. Usually, the organic solvent may be selected from the group consisting of aromatic hydrocarbons (e.g. toluene, xylene, ethylbenzene, isopropylbenzene, tert-butylbenzene, naphthalene, mono- or polyalkyl-substituted naphthalenes), paraffins, petroleum oil, diesel oil, mineral oil, fatty acid amides, fatty acids, tall oil fatty acids, alkyl esters of fatty acids, modified vegetable oils, and any combination thereof. Preferably, the organic solvent may be selected from the group consisting of aromatic hydrocarbons, paraffins, petroleum oil, diesel oil, mineral oil, fatty acids, tall oil fatty acids, and any combination thereof. More preferably, the organic solvent may be an aromatic hydrocarbon, and particularly from the viewpoint of environmental protection, low naphthalene aromatic hydrocarbon solvents, such as aromatic solvents S-150ND or S-100A available from Jiangsu Hualun Chemical Industry Co., Ltd., Solvesso™ grades (e.g. Solvesso™ 100 (CAS No. 64742-95-6), Solvesso™ 150 (CAS No. 64742-94-5), and Solvesso™ 200 (CAS No. 64742-94-5)) manufactured by ExxonMobil Chemical, and Solvesso™ 200 (CAS No. 64742-94-5)) manufactured by Petrochem It may be Caromax™ 28 LN manufactured by Carless.

[0100] If an organic solvent is present, its content in the composition should be sufficient to (1) dissolve a second active material not fully disclosed in the third active material, and (2) successfully prepare an EC of, for example, a particular second and third active ingredient. In one embodiment, if an organic solvent is present, its content in the composition can be 1 to 40 weight percent based on the total amount of the composition. Within the range of 1 to 40 weight percent based on the total amount of the composition, the content of the solvent may be 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 11.1, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, or 40 weight percent based on the total amount of the composition, or any range formed by selecting any two of the above contents as the two end points, for example, the content of the solvent may be 2 to 30 or 5 to 20 weight percent based on the total amount of the composition. Preferably, the content of the solvent may be 9 to 16 weight percent based on the total amount of the composition. More preferably, the content of the solvent may be 10 to 12 weight percent based on the total amount of the composition. For example, the solvent content may be 11 or 11.1 percent by weight based on the total weight of the composition.

[0101] The composition may optionally contain one or more additives selected from the group consisting of thickeners, dispersants, wetting agents, emulsifiers, antifreeze agents, antifoaming agents, and bactericides. When additives are present, the content of all additives in the composition may be 3 to 70 weight percent based on the total weight of the composition. Within the range of 3 to 70 weight percent based on the total weight of the composition, the content of all additives may be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 21.1, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101 The content of all additives may be 6, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, or 70 weight percent, or any range formed by selecting any two of the above contents as the two end points, for example, the content of all additives may be 3 to 60 or 6 to 50 weight percent based on the total amount of the composition. Preferably, the content of all additives may be 10 to 42 weight percent based on the total amount of the composition. More preferably, the content of all additives may be 15 to 33 weight percent based on the total amount of the composition. More preferably, the content of all additives may be 18 to 28 weight percent based on the total amount of the composition. More preferably, the content of all additives may be 20 to 23 weight percent based on the total amount of the composition. For example, the content of all additives may be 21.1 weight percent based on the total amount of the composition.

[0102] The thickener may be any thickener commonly used in the agricultural chemical field, especially in the herbicide field, to increase the viscosity of the composition. In one embodiment, the thickener may be inorganic clay, organo-clay, fumed and precipitated silica, organically modified bentonite, microcrystalline cellulose, xanthan gum, polyamide, hydrogenated castor oil, EO / PO block copolymer, etc. Preferably, the thickener is xanthan gum. The fumed and precipitated silica may be hydrophobic and hydrophilic silica, and any combination thereof. Examples of fumed silica may include, but are not limited to, Aerosil® A 200, Aerosil® R 202, Aerosil® R 972, and Aerosil® R 805 (all available from Evonik). Examples of precipitated silica include, but are not limited to, Sipernat® 22S (available from Evonik), Sipernat® D17 (available from Evonik), and Tixosil® ) 38 (available from Rhodia Operations, a member of the Solvay Group). An example of an organically modified bentonite is Bentone® SD-1 (available from Elementis Specialties). An example of an inorganic clay is Attagel® 40 (available from BASF). An example of a xanthan gum is AG RH 23 (available from Ametech srl). The content of the thickener in the composition, if present, may be selected based on the nature of the thickener, the required viscosity of the composition, and the cost. The content of the thickener in the composition, if present, may be 0.005 to 0.5 weight percent based on the total weight of the composition. Preferably, the content of the thickener in the composition, if present, may be 0.01 to 0.1 weight percent based on the total weight of the composition. Preferably, the content of the thickener in the composition, if present, may be 0.02 to 0.06 weight percent based on the total weight of the composition. Preferably, when present, the content of the thickener in the composition may be 0.03 to 0.05 weight percent based on the total weight of the composition, for example, when present, the content of the thickener in the composition may be 0.04 weight percent based on the total weight of the composition.

[0103] The dispersant may be any dispersant commonly used in the agricultural chemical field, particularly in the herbicide field, to prevent the solid particles in a solid-liquid dispersion system from agglomerating and to keep them uniformly dispersed in the liquid phase for a long period of time. In one embodiment, the dispersant is an alkylarylsulfonate salt, such as calcium dodecylbenzenesulfonate; nonylphenol-C 18alkylphenol-alkylene oxide adducts such as ethoxylates; soaps such as sodium stearate; alkylnaphthalene-sulfonate salts and condensates such as sodium dibutyl-naphthalenesulfonate; dialkyl esters of sulfosuccinates such as sodium di(2-ethylhexyl)sulfosuccinate; quaternary amines such as lauryltrimethylammonium chloride; alkylamines such as tallow amine or its derivatives; block copolymers of ethylene oxide and propylene oxide; acrylic copolymers grafted with polyethylene oxide side chains; amphoteric polymers; comb polymers such as polyvinylpyrrolidinone or polyacrylates; polymeric dispersants (such as Geropon MAI from Solvay); and salts of mono- and di-alkyl phosphate esters; polyethylene glycol alkyl / aryl ethers, and combinations thereof. Preferably, the dispersant is a combination of two different dispersants, for example, a block copolymer of ethylene oxide and propylene oxide and a comb polymer such as polyvinylpyrrolidinone or polyacrylate, or a polymeric dispersant (such as Geropon MAI available from Solvay or Rhodia). More preferably, the dispersant is a block copolymer of ethylene oxide and propylene oxide (such as ETHYLAN™ NS-500LQ available from AKZO NOBEL SURFACE CHEMISTRY LLC. or TERMUL 5500 available from HUNTSMAN INTERNATIONAL LLC) and a comb polymer (such as polyvinylpyrrolidinone or polyacrylate, for example Croda). In one embodiment, the dispersant is a combination of a block copolymer of ethylene oxide and propylene oxide (such as ETHYLAN™ NS-500LQ available from AzokNobel) and a polymeric dispersant (such as Geropon MAI available from Solvay). In one embodiment, the dispersant is a combination of a block copolymer of ethylene oxide and propylene oxide (such as TERMUL 5500 available from HUNTSMAN INTERNATIONAL LLC) and a polyacrylate comb polymer (such as Agrilan 755 available from AKZO NOBEL SURFACE CHEMISTRY LLC). In one embodiment, the dispersant is a combination of a block copolymer of ethylene oxide and propylene oxide (such as TERMUL 5500 available from HUNTSMAN INTERNATIONAL LLC) and a polyacrylate comb polymer (such as Agrilan 755 available from AKZO NOBEL SURFACE CHEMISTRY LLC). The preferred dispersant is a combination of a block copolymer of a tertiary oxide (such as ETHYLAN™ NS-500LQ available from AzokNobel) and a polymeric dispersant (such as Geropon MAI available from Solvay). When present, the content of all dispersants in the composition may be selected based on the nature of the dispersants, the required properties of the composition, and cost. When present, the content of all dispersants in the composition may be 0.2 to 20 weight percent based on the total amount of the composition. Preferably, when present, the content of all dispersants in the composition may be 0.1 to 12 weight percent based on the total amount of the composition. Preferably, when present, the content of all dispersants in the composition may be 0.2 to 6 weight percent based on the total amount of the composition. Preferably, when present, the content of all dispersants in the composition may be 0.5 to 5 weight percent based on the total amount of the composition. Preferably, when present, the content of all dispersants in the composition may be 1 to 3 weight percent based on the total amount of the composition. For example, when present, the content of all dispersants in the composition may be 2 weight percent based on the total amount of the composition. When present, the content of each dispersant in the composition may be 0.1 to 10 weight percent based on the total amount of the composition. Preferably, when present, the content of each dispersant in the composition may be 0.2 to 4 weight percent based on the total amount of the composition. Preferably, when present, the content of each dispersant in the composition may be 0.5 to 2 weight percent based on the total amount of the composition. Preferably, when present, the content of each dispersant in the composition may be 0.8 to 1.2 weight percent based on the total amount of the composition. For example, when present, the content of each dispersant in the composition may be independently 0.5, 1 or 1.5 weight percent based on the total amount of the composition.

[0104] The wetting agent may be any wetting agent commonly used in the agricultural chemical field, particularly in the herbicide field, to reduce the surface tension between a solid surface and a water surface and make the solid material more easily wetted by water. In one embodiment, the wetting agent may be an anionic or nonionic surfactant. Anionic surfactants include alkyl sulfates, sulfonates, fatty acid or fatty acid ester sulfates, carboxylic acid soaps, phosphate esters, and the like. Nonionic surfactants include polyoxyethylene alkylphenol ethers, polyoxyethylene fatty alcohol ethers, polyoxyethylene polyoxypropylene block copolymers, and the like. Preferably, the wetting agent is selected from nonionic surfactants, particularly polyoxyethylene polyoxypropylene block copolymers. If present, the content of the wetting agent in the composition may be selected based on the nature of the wetting agent, the required properties of the composition, and the cost. If present, the content of the wetting agent in the composition may be 0.05 to 5 weight percent based on the total weight of the composition. Preferably, when present, the content of the humectant in the composition may be 0.08 to 3 weight percent based on the total amount of the composition. Preferably, when present, the content of the humectant in the composition may be 0.1 to 2 weight percent based on the total amount of the composition. Preferably, when present, the content of the humectant in the composition may be 0.2 to 1 weight percent based on the total amount of the composition. Preferably, when present, the content of the humectant in the composition may be 0.3 to 0.8 weight percent based on the total amount of the composition. Preferably, when present, the content of the humectant in the composition may be 0.4 to 0.6 weight percent based on the total amount of the composition. For example, when present, the content of the humectant in the composition may be 0.5 weight percent based on the total amount of the composition.

[0105] The emulsifier may be any emulsifier commonly used in the agricultural chemical field, particularly in the herbicide field, to reduce surface and interfacial tension, reduce emulsification energy, and reduce surface free energy to form a stable emulsion. In one embodiment, the emulsifier is a C1-C ... 22 Salts of alkyl-phenyl-sulfonates (e.g. alkaline earth metal salts, e.g. calcium salts) (For example, C8~C 18 salts of alkyl-phenylsulfonates; castor oil-alkylene oxide adducts (condensates), in particular castor oil ethoxylates, which can be of various degrees of ethoxylation, such as castor oil ethoxylates (e.g., 20-50 EO) (i.e., containing and / or produced with 20-50 moles of ethylene oxide (EO) per mole of castor oil), such as Surfom R available from OXITENO NORDESTE SA INDUSTRIA E COMERCIO 200; polyalkylene glycol ethers, in particular polyethylene glycol ethers, such as polyethylene glycol mono(tristyrylphenyl)ether (tristyrylphenol ethoxylates, e.g. Soprophor BSU available from SOLVAY SOLUTIONS ITALIA SPA or Surfom CE 1299 available from OXITENO NORDESTE SA INDUSTRIA E COMERCIO); alcohol-alkylene oxide adducts (condensates) such as tridecyl alcohol ethoxylate; alkylphenol-alkylene oxide adducts (condensates) such as nonylphenol ethoxylate; di-C1-C sulfosuccinates, such as sodium di(2-ethylhexyl) sulfosuccinate. 22 Alkyl esters; sorbitol esters such as sorbitol oleate; C8-C such as polyethylene glycol stearate 22the polyethylene glycol esters of fatty acids; block copolymers of ethylene oxide (EO) and propylene oxide (PO); ethylene oxide (EO) / propylene oxide (PO) copolymers such as Atlas G-5000™ EO / PO copolymer (available, for example, from Croda); or salts of mono- and / or di-alkyl phosphate esters; tristyrylphenol alkoxylates such as tristyrylphenol ethoxylate and / or tristyrylphenol ethoxylate-propoxylate, more particularly tristyrylphenol ethoxylates containing 8 to 30 (preferably 10 to 25) moles of ethylene oxide (EO) per mole of tristyrylphenol, such as Soprophor TS / 10™ (10 moles EO), Soprophor BSU™ (16 moles EO) or Soprophor S / 25™ (25 moles EO), available, for example, from Solvay Solutions Nederland BV; or a mixture of two or more of these emulsifiers. In one embodiment, a combination of two or more emulsifiers may be used in the composition. For example, a combination of a castor oil-alkylene oxide adduct and a polyethylene glycol ether may be used as an emulsifier in the composition. In one embodiment, a combination of a castor oil ethoxylate and a polyethylene glycol mono(tristyrylphenyl)ether may be used as an emulsifier in the composition. If present, the content of the emulsifier in the composition may be selected based on the nature of the emulsifier, the required properties of the composition, and the cost. If present, the content of all emulsifiers in the composition may be 0.5 to 30 weight percent based on the total amount of the composition. Preferably, if present, the content of all emulsifiers in the composition may be 1 to 20 weight percent based on the total amount of the composition. Preferably, if present, the content of all emulsifiers in the composition may be 2 to 15 weight percent based on the total amount of the composition. Preferably, if present, the content of all emulsifiers in the composition may be 4 to 9 weight percent based on the total amount of the composition.Preferably, when present, the content of all emulsifiers in the composition may be 5-8 weight percent based on the total amount of the composition. For example, when present, the content of all emulsifiers in the composition may be 6 weight percent based on the total amount of the composition. When present, the content of each emulsifier in the composition may be 0.1-10 weight percent based on the total amount of the composition. Preferably, when present, the content of each emulsifier in the composition may be 0.2-7 weight percent based on the total amount of the composition. Preferably, when present, the content of each emulsifier in the composition may be 0.3-6 weight percent based on the total amount of the composition. Preferably, when present, the content of each emulsifier in the composition may be 0.5-5 weight percent based on the total amount of the composition. For example, when present, the content of each emulsifier in the composition may be 0.1-10 weight percent based on the total amount of the composition. may independently be 2 or 4 weight percent based on the total amount of the composition.

[0106] The antifreeze agent may be any antifreeze agent commonly used in the agricultural chemical field, particularly in the herbicide field, to enhance fluidity at low temperatures. In one embodiment, the antifreeze agent is an alcohol or phenol, such as ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 1,4-pentanediol, 3-methyl-1,5-pentanediol, 2,3-dimethyl-2,3-butanediol, trimethylolpropane, mannitol, sorbitol, glycerol, pentaerythritol, 1,4-cyclohexanedimethanol, xylenol, bisphenols such as bisphenol A, urea, and the like; diethylene glycol, triethylene glycol, tetra ... and the like, and combinations thereof. Preferably, the antifreeze agent may be an alcohol, such as ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 1,4-pentanediol, 3-methyl-1,5-pentanediol, 2,3-dimethyl-2,3-butanediol, trimethylolpropane, mannitol, sorbitol, glycerol, pentaerythritol, 1,4-cyclohexanedimethanol, especially ethylene glycol. If present, the content of the antifreeze agent in the composition may be selected based on the nature of the antifreeze agent, the required properties of the composition, and the cost. If present, the content of the antifreeze agent in the composition may be 0.1 to 30 weight percent based on the total amount of the composition.Preferably, when present, the content of the antifreeze agent in the composition may be 0.3 to 20 weight percent based on the total amount of the composition. Preferably, when present, the content of the antifreeze agent in the composition may be 0.6 to 10 weight percent based on the total amount of the composition. Preferably, when present, the content of the antifreeze agent in the composition may be 0.8 to 6 weight percent based on the total amount of the composition. Preferably, when present, the content of the antifreeze agent in the composition may be 1 to 4 weight percent based on the total amount of the composition. For example, when present, the content of the antifreeze agent in the composition may be 2 weight percent based on the total amount of the composition.

[0107] As bactericide there may be used any fungicide commonly used in the agricultural chemical field, in particular in the herbicide field, to control molds and bacteria. In one embodiment, the bactericide may be an isothiazolinone compound, particularly benzisothiazolinone such as 2-methyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, 1,2-benzisothiazolin-3-one, and the like, sulfur (wet sulfur), copper preparations, benzimidazole, bitertanol, dichlofluanid, fenamidone, fenarimol, fenhexamid, fludioxonil, fluopyram, fosetyl-aluminum, iprodione, myclobutanil, penconazole, triadimenol, vinclozolin, tolylfluanid (Euparen M®), eaptan, propineb, tebuconazole, trifloxystrobin, kresoxim-methyl, dithianon, cyprodinil, pyrimethanil, mancozeb (Dithane Ultra®), and metiram; and combinations thereof. Preferably, the bactericide is an isothiazolinone compound, in particular a benzisothiazolinone, such as 2-methyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, 1,2-benzisothiazolin-3-one, and the like, in particular 1,2-benzisothiazolinone. It may be an azolin-3-one. If present, the content of the bactericide in the composition may be selected based on the nature of the bactericide, the required properties of the composition, and the cost. If present, the content of the bactericide in the composition may be 0.005 to 1 weight percent based on the total weight of the composition. Preferably, if present, the content of the bactericide in the composition may be 0.002 to 0.5 weight percent based on the total weight of the composition. Preferably, if present, the content of the bactericide in the composition may be 0.01 to 0.1 weight percent based on the total weight of the composition. Preferably, if present, the content of the bactericide in the composition may be 0.03 to 0.05 weight percent based on the total weight of the composition. For example, if present, the content of the bactericide in the composition may be 0.04 weight percent based on the total weight of the composition.

[0108] The antifoaming agent may be any antifoaming agent commonly used in the agricultural chemical field, especially in the herbicide field, to reduce foam formation upon dilution. In one embodiment, the antifoaming agent may be silica, polyorganosiloxane, polydialkylsiloxane, especially polydimethylsiloxane, fluoroaliphatic ester or perfluoroalkylphosphonic acid / perfluoroalkylphosphonic acid or its salt; and combinations thereof. Preferably, the antifoaming agent is a polyorganosiloxane, such as Silcolap SE432 available from Elkem Silicones (UK) Ltd, or Silcolapse C565 available from BLUESTAR SILICONES SHANGHAI CO LTD. If present, the content of the antifoaming agent in the composition may be selected based on the nature of the antifoaming agent, the required properties of the composition, and the cost. If present, the content of the antifoaming agent in the composition may be 0.002 to 0.2 weight percent based on the total weight of the composition. Preferably, when present, the content of the antifoaming agent in the composition may be 0.005 to 0.12 weight percent based on the total amount of the composition. Preferably, when present, the content of the antifoaming agent in the composition may be 0.008 to 0.06 weight percent based on the total amount of the composition. Preferably, when present, the content of the antifoaming agent in the composition may be 0.01 to 0.03 weight percent based on the total amount of the composition. For example, when present, the content of the antifoaming agent in the composition may be 0.02 weight percent based on the total amount of the composition.

[0109] As would be readily understood by one of ordinary skill in the art, the composition may contain other ingredients in addition to those already mentioned, such as any impurities that may be introduced with the active ingredient, etc. As would be readily understood by one of ordinary skill in the art, the sum of all ingredients in a composition must equal 100 weight percent based on the total weight of the composition.

[0110] The stable agrochemical composition of the present disclosure can be any stable agrochemical composition, such as a stable herbicidal composition, a stable insecticidal composition, a stable pesticidal composition, a stable fungicidal composition, a stable bactericidal composition, etc. In one embodiment, the stable agrochemical composition of the present disclosure is a stable herbicidal composition. The stable agrochemical composition of the present disclosure can be in any form, such as a dispersion, a suspoemulsion (SE), etc.

[0111] In general, the stable composition of the present disclosure may contain particles, and in some cases, may contain different types of particles.For example, when the stable composition is an SE, there are at least two types of particles, which are solid particles and liquid oil particles, and there are at least three phases, including a suspension phase formed by suspended solid particles, an emulsion phase formed by liquid oil particles, and a continuous phase formed by water.In this case, the solid particles in the suspension phase are solid particles of a first solid active ingredient suspended in water, and the liquid oil particles in the emulsion phase are formed by a third active ingredient and a second active ingredient dissolved in an organic solvent.In one embodiment, the stable composition is an SE, and the first active ingredient is formed by a suspension phase formed by a liquid oil particle. The composition includes solid particles formed by dissolving the third active ingredient in the organic solvent and liquid oil particles formed by dissolving the second active ingredient in the organic solvent, and the average particle size d90 can be <15 μm, preferably <7 μm, based on all particles. In an embodiment, the solid particles can have an average particle size d90 of <15 μm, preferably <7 μm, and the liquid oil particles can have an average particle size d90 of <5 μm, preferably <2 μm. The average particle size d90 can be measured by a laser diffractometer or a microscope. Sometimes, as easily understood by a person skilled in the art, there are two phases in a composition, for example an SE, an oil phase and an aqueous phase. The first active ingredient, water, and some additives such as antifoaming agents, thickeners, and antifreeze agents are present in the aqueous phase, while the second and third active ingredients, organic solvents, and other additives are present in the oil phase. In one embodiment, in a composition such as SE, the content of the oil phase (the sum of the second and third active ingredients, the organic solvent, and any additives used herein) is at least 30 weight percent based on the total weight of the composition, preferably at least 40 weight percent based on the total weight of the composition, preferably at least 50 weight percent based on the total weight of the composition, and preferably at least 60 weight percent based on the total weight of the composition.

[0112] The composition of the present disclosure has excellent stability and can meet the following stability requirements for suspo-emulsions (SE) as described in NY / T 2989-2016 (Guidelines on developing the specifications of pesticides for registration): appearance, wet sieve test, dispersion stability, low temperature stability, and hot storage stability. Specifications for all these stability requirements are described in the Examples section. For example, among others, the composition of the present disclosure has excellent dispersion stability, which can be measured, for example, by CIPAC MT 180 "Dispersion Stability of Suspo-Emulsion". In one embodiment, the composition of the present disclosure can be stable for at least 2 weeks at 54°C as measured by CIPAC MT 180. In one embodiment, the composition of the present disclosure can be stable for at least 2 years at room temperature as measured by CIPAC MT 180.

[0113] Second Aspect In a second aspect, the present disclosure provides a process for preparing a stable agrochemical composition according to the first aspect, comprising: a) forming a suspension concentrate (SC) of a first active ingredient; b) forming an emulsifiable concentrate (EC) of the second active ingredient and the third active ingredient; and c) Mixing the SC with the EC and any other ingredients. Includes.

[0114] It has also been found herein that, particularly when (1) the first active ingredient is insoluble in water or the third active ingredient at room temperature, and (2) the second solid active ingredient has a solubility of 1-33 g / 100 g in the liquid third active ingredient at room temperature, agrochemical compositions comprising stable two solid active ingredients and one liquid active ingredient, particularly stable SEs comprising two solid active ingredients and one liquid active ingredient, can be successfully prepared by combining an EC with a SC by carefully selecting the active ingredients in each of the EC and SC. Specifically, the present inventors have unexpectedly discovered that a stable agrochemical composition, particularly a stable SE, can be prepared by mixing a suspension concentrate (SC) of a first active ingredient with a suspension concentrate (SCE) of a second active ingredient, when the content of the oil phase (the sum of the second and third active ingredients, the organic solvent, and any additives used herein) is at least 30 weight percent based on the total weight of the composition, preferably at least 40 weight percent based on the total weight of the composition, preferably at least 50 weight percent based on the total weight of the composition, and preferably at least 60 weight percent based on the total weight of the composition. It has been found that the SE can be successfully formulated only when the second active ingredient is mixed with an emulsifiable concentrate (EC) of the first active ingredient and the second active ingredient. More specifically, the present inventors have unexpectedly found that when the second active ingredient is added to the SC together with the first active ingredient, no matter how the third active ingredient is formulated (e.g., in the EC or EW), a stable agrochemical composition, especially a stable SE, can not be successfully formulated. The present inventors have also unexpectedly found that when the second active ingredient is combined with the third active ingredient in the EW, no matter how the first active ingredient is combined with the SC, especially when the content of the oil phase (the sum of the second and third active ingredients, the organic solvent, and any optional additives) is at least 30 weight percent based on the total weight of the composition, preferably at least 40 weight percent based on the total weight of the composition, preferably at least 50 weight percent based on the total weight of the composition, preferably at least 60 weight percent based on the total weight of the composition.

[0115] Step a) may include mixing the first active ingredient, the first amount of water, and any other additives to form a homogenous suspension. Other optional additives that may be used in step a) may include, but are not limited to, antifreeze agents, antifoam agents, dispersants, other possible surfactants, and combinations thereof. A homogenous suspension can be determined by visual evaluation of appearance, active ingredient content analysis at different points of the sample, and / or microscopic testing at different points of the sample. The mixing step may be performed by any means in the art, such as a mixer. The mixing time is selected based on the nature and amount of the first active ingredient, the nature and amount of any other additives, and their relative amounts compared to the water. In general, the mixing time may be from 5 minutes to 60 minutes, depending, for example, on the total amount of material. The amount of water in the first amount may be determined by the minimum amount of water required to successfully disperse the first active ingredient and the total amount of water used in the composition.

[0116] Step a) may further comprise milling the obtained suspension until the desired average particle size is obtained, for example until an average particle size d90 of ≦15 μm, preferably ≦7 μm, more preferably ≦5 μm is achieved. The milling step may be carried out by any suitable equipment in the art, for example NETZSCH MINIZETA. As described in the first aspect, the average particle size may be measured by any conventional method in the art, for example a laser particle size analyzer Malvern MS3000. The milling time may be determined by the desired average particle size, the equipment used for milling and the total amount of material. In general, the milling time may be, for example, 5 minutes to 60 minutes depending on the total amount of material and the desired particle size.

[0117] Step b) may include mixing the second and third active ingredients, the organic solvent, and any other optional additives to form a clear liquid. The other optional additives may include, but are not limited to, wetting agents, emulsifiers, bactericides, other possible surfactants, and combinations thereof. Mixing may be performed by any means in the art, such as a mixer. The mixing time may be selected based on the nature and amount of the second and third active ingredients, the nature and amount of any other additives, and their relative amounts compared to the organic solvent, etc. In general, the mixing time may be from 5 minutes to 30 minutes, depending on, for example, the total amount of material.

[0118] The mixing in step b) may be carried out under heating to promote dissolution. Heating is optional. Heating may be carried out by any means in the art, for example a magnetic stirring heater. The heating temperature is generally between 30°C and the boiling point of the organic solvent, preferably between 30°C and 80°C, more preferably between 40°C and 60°C, for example 50°C. The heating time may be the same as the mixing time, or may be longer or shorter. In general, the heating time may be between 5 minutes and 60 minutes, for example depending on the total amount of materials.

[0119] As will be readily understood by those skilled in the art, the order of steps a) and b) is important. Thus, step a) may be carried out before, after or simultaneously with step b).

[0120] In step c), the mixing of the SC with the EC and other optional ingredients can be carried out by any means in the art, such as a mixer. The other optional ingredients can include, but are not limited to, a second amount of water, a thickener, other possible surfactants, and combinations thereof. The amount of the second amount of water is determined by the first amount of water and the total amount of water. In general, the mixing time can be, for example, 5 minutes to 30 minutes depending on the total amount of materials.

[0121] In step c), the mixing of the SC with the EC and any other ingredients may be carried out under shear (e.g., 500-100000 rpm, e.g., 1000-80000 rpm, in particular 2000-40000 rpm, more particularly 12000-20000 rpm) to achieve an average particle size d90 of ≦15 μm, preferably ≦7 μm, more preferably ≦5 μm, based on all particles of all types. As described in the first embodiment, the average particle size may be measured by any conventional method in the art, e.g., a laser particle size analyzer Malvern MS3000. Shearing may be achieved by any conventional means in the art, such as high shear equipment. In general, the shearing time may be the same as or shorter than the mixing time. In general, the shearing time may be, for example, 5 minutes to 30 minutes, depending on the total amount of material and the desired particle size.

[0122] If the composition includes a thickening agent, the thickening agent may be added in step a), step c) and / or optional step d) depending on the amount of thickening agent and actual requirements. In one embodiment, if the composition includes a thickening agent, step c), i.e., mixing the SC with the EC and any other ingredients, may include c1) mixing the SC with some or all of the thickening agent to form a homogeneous suspension, and c2) mixing the suspension obtained in c1) with the EC. In this case, all remaining other optional ingredients (e.g., a second amount of water and other possible additives) except for the thickening agent may be added in c1) or c2). It is also possible to add some of the remaining other optional ingredients in c1) and others in c2). In another embodiment, if the composition includes a thickening agent, the process may further include step d): mixing the dispersion obtained in step c) with some or all of the thickening agent. The mixing step may be carried out by any means in the art, such as a mixer. Generally, the mixing time can be from 5 minutes to 60 minutes depending, for example, on the total amount of ingredients.

[0123] In this disclosure, unless otherwise specified, all specific descriptions in the first aspect also apply to the second aspect, with all relevant descriptions being reproduced herein. For example, unless otherwise specified, all specific descriptions in the first aspect for the stable agrochemical composition, the first, second and third active ingredients, their contents in the composition and their relative amounts with respect to one another, organic solvents and their contents, possible additives (thickeners, dispersants, wetting agents, emulsifiers, antifreeze agents, defoamers and bactericides) and their contents also apply to the second aspect, with all relevant descriptions being reproduced herein.

[0124] Third aspect In a third aspect, the present disclosure provides a method for producing a method for treating a cancer cell comprising: a) forming a SC of a first active ingredient; b) forming an EC of the second active ingredient and the third active ingredient; and c) Mixing the SC with the EC and any other ingredients. A process comprising: a first active ingredient that is a solid at room temperature and insoluble in water at room temperature, a second active ingredient that is a solid at room temperature, and a third active ingredient that is a liquid at room temperature; and The present invention provides a stable agrochemical composition prepared by a process, in which a first active ingredient is insoluble in a third active ingredient at room temperature, and a second active ingredient has a solubility in the third active ingredient of 1 to 33 g / 100 g at room temperature.

[0125] As described in the second aspect, it has now been found that stable agrochemical compositions comprising first and second solid active ingredients and a liquid third active ingredient, in particular stable SEs comprising these two solid active ingredients and a liquid active ingredient, can be successfully prepared by combining an EC and an SC by carefully selecting the active ingredients in each of the EC and SC, in particular when (1) the first active ingredient is insoluble in both water and the third active ingredient, and (2) the second solid active ingredient has a solubility of 1-33 g / 100 g in the liquid active ingredient at room temperature. Specifically, the present inventors have unexpectedly found that a stable agrochemical composition, particularly a stable SE, can be successfully formulated only when a suspension concentrate (SC) of a first active ingredient is mixed with an emulsifiable concentrate (EC) of a second active ingredient and a third active ingredient, particularly when the content of the oil phase (the sum of the second and third active ingredients, the organic solvent, and any optional additives used herein) is at least 30 weight percent based on the total weight of the composition, preferably at least 40 weight percent based on the total weight of the composition, preferably at least 50 weight percent based on the total weight of the composition, preferably at least 60 weight percent based on the total weight of the composition. More specifically, the present inventors have unexpectedly found that when the second active ingredient is added to the SC together with the first active ingredient, a stable agrochemical composition, particularly a stable SE, cannot be successfully formulated when the third active ingredient is formulated in any dosage form (e.g., in an EC or EW). Surprisingly, the inventors of the present disclosure have also found that when a second active ingredient is formulated together with a third active ingredient in an EW, a stable agrochemical composition, especially a stable SE, cannot be successfully formulated when a first active ingredient is formulated in an SC, especially when the content of the oil phase (the sum of the second and third active ingredients, the organic solvent and any optional additives used herein) is at least 30 weight percent based on the total weight of the composition, preferably at least 40 weight percent based on the total weight of the composition, preferably at least 50 weight percent based on the total weight of the composition, preferably at least 60 weight percent based on the total weight of the composition.

[0126] In this disclosure, all specific descriptions in the first and second aspects apply to the third aspect, unless otherwise stated, with all relevant descriptions reproduced herein. For example, all specific descriptions in the first aspect for the stable agrochemical composition, the first, second and third active ingredients, their contents in the composition and their relative amounts with respect to each other, organic solvents and their contents, possible additives (thickeners, dispersants, wetting agents, emulsifiers, antifreeze agents, antifoam agents, and bactericides) and their contents apply to the third aspect, unless otherwise stated, and all specific descriptions in the second aspect for steps a), b), c), c1), c2) and d) apply to the third aspect, unless otherwise stated, with all relevant descriptions reproduced herein.

[0127] Each embodiment disclosed herein is considered applicable to each of the other disclosed embodiments. Thus, all combinations of the various elements described herein are within the scope of the present disclosure. In addition, elements mentioned in process embodiments can be used in combination with compound embodiments described herein, and vice versa.

[0128] The present disclosure will be better understood by reference to the following examples, although those of skill in the art will readily recognize that the specific experiments detailed are merely illustrative of the present disclosure, which is more fully described in the claims that follow.

[0129] The present disclosure is illustrated by the following examples, without being limited thereby. EXAMPLES

[0130] Test Method 1. Appearance is measured by visual evaluation.

[0131] 2. The wet sieve test shall be performed in accordance with CIPAC MT 185 "Wet sieve test".

[0132] 3. Dispersion stability is measured at a specific temperature in accordance with CIPAC MT 180 "Dispersion stability of suspoemulsions."

[0133] 4. Low temperature stability is measured for a specified period of time in accordance with CIPAC MT 39.3 "Stability of liquid formulations at 0°C."

[0134] 5. Thermal storage stability is measured at specific temperatures for specified periods of time in accordance with CIPAC MT 46.3 "Accelerated Storage Methods."

[0135] 6. The average particle size d90 is measured by a laser particle size analyzer Malvern MS3000 according to CIPAC MT 187.

[0136] Specifications for relevant tests in the examples are listed in Table 1.

[0137] [Table 1]

[0138] 7. The solubility of a material in pretilachlor at a particular temperature is measured as follows: 10g of material is added to a beaker, then 10g of pretilachlor is added. The resulting mixture is stirred on a magnetic stirrer for 1 hour while maintaining the temperature at a specific temperature, the supernatant is taken, and the content of the material in the supernatant is measured as the saturation solubility at a specific temperature, expressed in units of g / 100g.

[0139] Comparative example (CE) 1 I.EC1 was formulated in this CE1 as follows: i) Slowly add, under mixing, solvent S-150 ND, pretilachlor (technical grade) and emulsifier as shown in Table 2 to the reactor in the amounts shown in Table 2; and ii) The mixture in the reactor was heated to about 50°C and mixed at the same temperature until the liquid became clear.

[0140] [Table 2]

[0141] II.SC1 was formulated in this CE1 as follows: i). Add water and propylene glycol to the reactor in the amounts listed in Table 3 and begin mixing; ii). Add Silcolapse C565, penoxsulam (technical grade), fenclorim (technical grade), dispersant and other ingredients as shown in Table 3 to the reactor in the amounts shown in Table 3 and continue mixing until the suspension is homogenous; iii). The suspension was milled in a bead mill until a mean particle size d90 of <5 μm was obtained as measured by a laser particle size analyzer Malvern MS3000.

[0142] [Table 3]

[0143] III.SE1 was formulated as follows: EC1 obtained in I was added to SC1 obtained in II and the mixture obtained was mixed uniformly.The material obtained was then subjected to shearing in a high shear machine IKA RW 20 digital at 15000-20000 rpm until a mean particle size d90 of <2 μm was obtained based on all particles of all types as measured by a laser particle size analyzer Malvern MS3000 to obtain a white-ish homogeneous sample.

[0144] IV. Testing SE1 was tested for thermal storage stability at 54° C. according to the method previously described, and on the 14th day of testing, delamination and precipitation were clearly observed.

[0145] CE2 I.EW1 was formulated in this CE2 as follows: i) Slowly add solvent S-150 ND, pretilachlor (technical grade) and emulsifier to the reactor in the amounts shown in Table 4; and ii). The mixture obtained in i) was mixed homogeneously at room temperature and in another reactor, it was added to water in the amount shown in Table 4 and subjected to shearing in a high shear device at 12000-15000 rpm at the same temperature to obtain an oily mixture instead of a homogeneous white emulsion.

[0146] [Table 4]

[0147] To explore the possibility of formulating a homogeneous white emulsion, a second batch of EW1 was formulated in the same way as I, and the resulting oily mixture was added with an additional 14.8 g of water (intended for the formulation of SC, as described below) and subjected to shear at 12000-15000 rpm at room temperature, however the resulting mixture was still oily.

[0148] II. SC2 was formulated by repeating the procedure in CE1 for formulating SC1, except the amount of water was reduced to 14.8 g.

[0149] III.SE2 was formulated as follows: EW1 obtained in I was added to SC2 obtained in II and the mixture obtained was mixed uniformly.The material obtained was then subjected to shearing in a high shear machine IKA RW 20 digital at 15000-20000 rpm until a mean particle size d90 of <2 μm was obtained based on all particles of all types as measured by a laser particle size analyzer Malvern MS3000, resulting in a white-like sample with oily droplets at the edges.

[0150] IV. Testing SE2 was tested for thermal storage stability at 54° C. according to the method previously described, and delamination and precipitation were clearly observed on the 14th day of testing.

[0151] CE3 I.EW2 was formulated in this CE3 as follows: i). Slowly adding, under mixing, solvent S-150 ND, pretilachlor (technical grade), fenclorim (technical grade) and emulsifier in the amounts shown in Table 5 to a reactor; and ii). The mixture in the reactor was mixed uniformly at room temperature, and in another reactor, it was added to water in the amount shown in Table 5 and subjected to shear at 12,000-15,000 rpm at the same temperature to obtain an oily mixture rather than a uniform white emulsion.

[0152] [Table 5]

[0153] To explore the possibility of formulating a homogeneous white emulsion, a second batch of EW2 was formulated in the same manner as I, and the resulting oily mixture was added with an additional 14.8 g of water (intended for the formulation of SC, as described below) and subjected to shear at 12000-15000 rpm at room temperature, however the resulting mixture was still oily.

[0154] II. SC3 was formulated by repeating the procedure in CE1 for formulating SC1, except that (1) the amount of water was reduced to 14.8 g, and (2) no fenclolim (technical grade) was added.

[0155] III.SE3 was formulated as follows: EW2 obtained in I was added to SC3 obtained in II and the mixture was mixed uniformly.The material obtained was then subjected to shearing in a high shear machine IKA RW 20 digital at 15000-20000 rpm until a mean particle size d90 of <2 μm was obtained based on all particles of all types as measured by a laser particle size analyzer Malvern MS3000, resulting in a white-like sample with oily droplets at the edges.

[0156] IV. Testing SE3 was tested for thermal storage stability at 54° C. according to the method previously described, and delamination and precipitation were clearly observed on the 14th day of testing.

[0157] CE4 I.SE4 was formulated as follows: i) slowly add all the materials as shown in Table 6 to the reactor in the amounts shown in Table 6 and mix uniformly; and ii) The mixture obtained in i) was milled in a bead mill until an average particle size d90 of <5 μm was obtained based on all particles as measured by a laser particle size analyzer Malvern MS3000 to obtain a white-like sample.

[0158] [Table 6]

[0159] II. Testing SE4 was tested for thermal storage stability at 54° C. according to the method previously described. On the 14th day of the test, delamination and precipitation were clearly observed.

[0160] All of SE1-SE4 failed the thermal storage stability test at 54°C. SE1-SE4 demonstrated that stable SEs could not be successfully formulated with pretilachlor as the third active ingredient in any formulation (EC or EW) when fenclolim as the second active ingredient was added to SC with penoxsulam as the first active ingredient. SE1-SE4 also demonstrated that stable SEs could not be successfully formulated with penoxsulam as the first active ingredient in SC when fenclolim as the second active ingredient was added to EW with pretilachlor as the third active ingredient.

[0161] Example 1 (E1) I.EC2 was formulated in this E1 as follows: i). Slowly adding, under mixing, solvent S-150 ND, pretilachlor (technical grade), fenclorim (technical grade) and emulsifier as shown in Table 7 to a reactor in the amounts shown in Table 2; and ii) The mixture in the reactor was heated to about 50°C and mixed at the same temperature until the liquid became clear.

[0162] [Table 7]

[0163] II.SC5 was formulated in this E1 as follows: i). Add water and propylene glycol to the reactor in the amounts listed in Table 8 and begin mixing; ii). Add Silcolapse C565, Penoxsulam (Technical Grade), dispersant and other ingredients as shown in Table 8 to the reactor in the amounts shown in Table 8 and continue mixing until the suspension is homogenous; iii). The suspension was milled in a bead mill until a mean particle size d90 of <5 μm was obtained as measured by a laser particle size analyzer Malvern MS3000.

[0164] [Table 8]

[0165] III.SE5 was formulated as follows: EC2 obtained in I was added to SC5 obtained in II and the mixture obtained was mixed uniformly.The material obtained was then subjected to shearing in a high shear machine IKA RW 20 digital at 15000-20000 rpm until a mean particle size d90 of <2 μm was obtained based on all particles of all types as measured by a laser particle size analyzer Malvern MS3000 to obtain a white-ish homogeneous sample.

[0166] IV. Testing SE5 was tested for appearance, wet sieving test, dispersion stability, low temperature stability, and thermal storage stability at 54° C. according to previously described methods. SE5 passed all tests. Specifically, SE5 maintained its dispersion stability after storage at both 0° C. for 7 days and at 54° C. for 14 days.

[0167] Considering CE1-CE4 and E1, it was demonstrated that a stable SE could be successfully formulated only when the SC of penoxsulam as the first active ingredient was mixed with the EC of fenclorim as the second active ingredient and pretilachlor as the third active ingredient.

[0168] The oil phase content in CE1-CE4 and E1 was the same at 58 weight percent.

[0169] V. Micrographs The microscope model BX53, OLYMPUS was used to take the micrographs shown in Figure 1 for SE1 obtained in Example 1. In Figure 1, two types of particles were shown: solid particles (light particles) formed by penoxsulam, and liquid oil particles (dark particles) formed by pretilachlor and fenclorim dissolved in an organic solvent. For illustrative purposes, Figure 1 shows a continuous phase formed by water, some of which are also specifically shown in the box. Although not specifically shown, a suspension phase formed by suspended solid particles and an emulsion phase formed by liquid oil particles were also apparent from Figure 1.

[0170] E2 I. The different SCs were formulated in this E2 as follows: i). Add water and propylene glycol to the reactor in the amounts listed in Table 9 and begin mixing; ii). Add Silcolap SE432, Penoxsulam (Technical Grade) and the corresponding dispersant as shown in Table 9 to the reactor in the amounts shown in Table 9 and continue mixing until the suspension is homogenous; iii). The suspension was milled in a bead mill until a mean particle size d90 of <5 μm was obtained as measured by a laser particle size analyzer Malvern MS3000.

[0171] [Table 9]

[0172] In E2, SC6-9 were successfully formulated.

[0173] II. Six batches of EC2 were formulated identically to I of E1.

[0174] III.SE6-9, SC6-9 according to the same procedure as described in III of E1 and each batch of EC2 were combined.

[0175] IV. Testing SE6-9 were tested according to previously described methods for appearance, wet sieving test, dispersion stability, low temperature stability, and thermal storage stability at 54° C. Only SE6 and SE9 passed all tests.

[0176] E3 Solubility Test 1. The solubility of fenclorim in pretilachlor at room temperature and 54°C was tested as 12.1g / 100g and 13.1g / 100g, respectively, according to the method described in the test method. The solubility of fenclorim in pretilachlor can be calculated to have a difference of 1g / 100g between room temperature and 54°C.

[0177] 2. The solubility of penoxsulam in pretilachlor at room temperature and 54°C was tested as 0.12g / 100g and 0.3g / 100g respectively according to the method described in the test methods.

[0178] E4 I. Different SCs were formulated in this E4 as follows: i). Add water and propylene glycol to the reactor in the amounts listed in Table 10 and begin mixing; ii). Add Silcolapse C565, Penoxsulam (Technical Grade), dispersant and other ingredients as shown in Table 10 to the reactor in the amounts shown in Table 10 and continue mixing until the suspension is homogenous; iii). The suspension was milled in a bead mill until a mean particle size d90 of <5 μm was obtained as measured by a laser particle size analyzer Malvern MS3000.

[0179] [Table 10]

[0180] In E4, SC10-12 were successfully formulated.

[0181] II. EC3 to EC5 were mixed in E4 as follows. i) As shown in Table 11, solvent S-150 ND, Pretilachlor (Technical Grade) Slowly adding, under mixing, to the reactor, 100% ethanol (technical grade), fenclorim (technical grade) and emulsifier in the amounts shown in Table 11; and ii) The mixture in the reactor was heated to about 50°C and mixed at the same temperature until the liquid became clear.

[0182] [Table 11]

[0183] III. SE10-SE12 were combined with SC10-SC12, respectively, with EC3-E5 (i.e., SC10+EC3, SC11+EC4, SC12+EC5) at shear rates of 12000-15000 rpm according to the same procedure as described in III of E1. The mixture was blended by mixing the above ingredients.

[0184] IV. Testing SE10-SE12 were tested for appearance, wet sieve test, dispersion stability, low temperature stability, and hot storage stability at 54° C. according to the methods previously described. All SE10-SE12 passed all tests.

[0185] All publications, patents, and patent applications mentioned in this specification are herein incorporated by reference in their entirety to the same extent as if each individual publication, patent, or patent application was specifically and individually indicated to be incorporated by reference in this specification.

[0186] The examples illustrate the implementation of the subject matter in some of its embodiments, but should not be construed as limiting the scope of the subject matter. Other embodiments that are apparent to those skilled in the art upon consideration of the specification and examples herein, within the spirit and scope of the appended claims, are part of this disclosure. The specification, including the examples, is intended to be merely illustrative and not limiting the scope and spirit of the disclosure.

Claims

1. a first active ingredient that is solid at room temperature and insoluble in water at room temperature; a second active ingredient that is solid at room temperature; a third active ingredient that is liquid at room temperature; and water 1. A stable agrochemical composition comprising: the first active ingredient is insoluble in the third active ingredient at room temperature, and the second solid active ingredient has a solubility in the third liquid active ingredient of 1 to 33 g / 100 g at room temperature; The content of the first active ingredient is 0.02 to 40 weight percent based on the total amount of the composition, the content of the second active ingredient is 1 to 60 weight percent based on the total amount of the composition, and the content of the third active ingredient is 3 to 90 weight percent based on the total amount of the composition; The composition is an SE. Stable agrochemical compositions.

2. 10. The stable agrochemical composition of claim 1, wherein said first active ingredient, said second active ingredient, and said third active ingredient are herbicidal active ingredients.

3. 3. The stable agrochemical composition of claim 2, wherein the first active ingredient is not pretilachlor or a safener, the third active ingredient is pretilachlor, and the second active ingredient is fenclorim.

4. 4. The stable agrochemical composition according to claim 3, wherein the first active ingredient is any one selected from the group consisting of penoxsulam, pyrazosulfuron-ethyl, bensulfuron-methyl, quinclorac, oxyfluorfen, oxadiazon, cyhalofop-butyl, pyriminobac-methyl, clomazone (dimethasone), pyribenzoxim, oxadiargyl, and simetryn.

5. 3. The stable agrochemical composition of claim 2, wherein the first active ingredient is a triazolopyrimidine sulfonamide herbicide compound, the third liquid active ingredient is an acetanilide herbicide compound, and the second active ingredient is a safener compound.

6. 10. The stable agrochemical composition of claim 1, wherein said first active ingredient is penoxsulam, said third liquid active ingredient is pretilachlor, and said second active ingredient is fenclorim.

7. 2. The stable agrochemical composition of claim 1, wherein the content of the first active ingredient is 0.04 to 20 weight percent based on the total amount of the composition, the content of the second active ingredient is 2 to 30 weight percent based on the total amount of the composition, and the content of the third active ingredient is 6 to 80 weight percent based on the total amount of the composition.

8. 2. The stable agrochemical composition of claim 1, wherein the content of the first active ingredient is 0.08 to 10 weight percent based on the total amount of the composition, the content of the second active ingredient is 4 to 15 weight percent based on the total amount of the composition, and the content of the third active ingredient is 12 to 40 weight percent based on the total amount of the composition.

9. 2. The stable agrochemical composition of claim 1, wherein the content of the first active ingredient is 0.1 to 8 weight percent based on the total amount of the composition, the content of the second active ingredient is 4.9 to 11 weight percent based on the total amount of the composition, and the content of the third active ingredient is 15 to 33 weight percent based on the total amount of the composition.

10. 10. The stable agrochemical composition according to any one of claims 1 to 9, wherein the weight ratio of the second active ingredient to the third active ingredient is 1:2-4.

11. 10. The stable agrochemical composition of claim 1, wherein the composition further comprises an organic solvent in an amount of 1 to 40 weight percent based on the total amount of the composition.

12. 10. The stable agrochemical composition of any one of claims 1 to 9, wherein the composition further comprises one or more additives selected from the group consisting of thickeners, dispersants, wetting agents, emulsifiers, antifreeze agents, antifoaming agents, and bactericides.

13. 13. The stable agrochemical composition of claim 12, wherein the total amount of the additives is 3 to 70 weight percent based on the total weight of the composition.

14. 10. The stable agrochemical composition according to any one of claims 1 to 9, wherein the content of the oil phase in the composition is at least 50 weight percent based on the total weight of the composition.

15. 10. The stable agrochemical composition of any one of claims 1 to 9, wherein the stable composition has particles with an average particle size d90, based on all particles of all types, of ≦7 μm.

16. 10. The stable agrochemical composition of any one of claims 1 to 9, wherein the stable composition meets the stability requirements set forth for SE as set forth in NY / T 2989-2016.

17. 10. The stable agrochemical composition according to any one of claims 1 to 9, wherein the stable composition is a herbicidal composition.

18. A process for preparing a stable agrochemical composition according to any one of claims 1 to 9, comprising: a) forming a SC of said first active ingredient; b) forming an EC of the second active ingredient and the third active ingredient; and c) mixing the SC with the EC and any other ingredients A process involving:

19. 20. The process of claim 18, wherein step a) comprises mixing the first active ingredient, a first quantity of water, and other optional additives to form a homogenous suspension.

20. 20. The process of claim 19, wherein step a) further comprises milling the suspension until the average particle size d90 is ≦7 μm.

21. 20. The process of claim 18, wherein step b) comprises mixing the second and third active ingredients, any organic solvent, and any other additives to form a clear liquid.

22. 22. The process of claim 21, wherein the mixing step is carried out under heat.

23. 20. The process of claim 18, wherein in step c), the step of mixing the SC and EC is carried out under shear and the average particle size d90 of the composition is ≦7 μm, based on all particles of all types.

24. 20. The process of claim 18, wherein the composition includes a thickener and wherein step c) comprises: c1) mixing the SC with some or all of the thickener to form a homogenous suspension; and c2) mixing the suspension obtained in c1) with the EC.

25. 20. The process of claim 18, wherein the composition comprises a thickener and the process further comprises step d): mixing the dispersion obtained in step c) with some or all of the thickener.

26. a) forming a SC of a first active ingredient; b) forming an EC of the second active ingredient and the third active ingredient; and c) mixing the SC with the EC and any other ingredients A process comprising: the first active ingredient is solid at room temperature and insoluble in water at room temperature, the second active ingredient is solid at room temperature, and the third active ingredient is liquid at room temperature; and the first active ingredient is insoluble in the third active ingredient at room temperature, and the second active ingredient has a solubility in the third active ingredient of 1 to 33 g / 100 g at room temperature; The content of the first active ingredient is 0.02 to 40 weight percent based on the total amount of the composition, the content of the second active ingredient is 1 to 60 weight percent based on the total amount of the composition, and the content of the third active ingredient is 3 to 90 weight percent based on the total amount of the composition; The composition is an SE. A stable agrochemical composition prepared by the process.

27. 27. The stable agrochemical composition of claim 26, wherein step a) comprises mixing the first active ingredient, a first amount of water, and any other additives to form a homogenous suspension.

28. 28. The stable agrochemical composition of claim 27, wherein step a) further comprises milling the suspension until the average particle size d90 is ≦7 μm.

29. 27. The stable agrochemical composition of claim 26, wherein step b) comprises mixing the second and third active ingredients, any organic solvent, and any other additives to form a clear liquid.

30. 30. The stable agrochemical composition of claim 29, wherein the mixing step is carried out under heat.

31. 31. The stable agrochemical composition of any one of claims 26 to 30, wherein the composition comprises a thickener and wherein step c) comprises: c1) mixing the SC with the thickener to form a homogenous suspension; and c2) mixing the suspension obtained in c1) with the EC.

32. When the composition comprises a thickener and the thickener is not added in step c), the process further comprises step d): adding the dispersion obtained in step c) to the thickener.

31. The stable agrochemical composition of any one of claims 26 to 30, comprising the step of mixing with

33. 31. The stable agrochemical composition of any one of claims 26 to 30, wherein in step c) the step of mixing the SC with EC is carried out under shear until the average particle size d90 of the composition is ≦7 μm, based on all particles of all types.

34. 31. The stable agrochemical composition according to any one of claims 26 to 30, wherein the first active ingredient, the second active ingredient and the third active ingredient are herbicidal active ingredients.

35. 35. The stable agrochemical composition of claim 34, wherein the first active ingredient is not pretilachlor or a safener, the third active ingredient is pretilachlor, and the second active ingredient is fenclorim.

36. 36. The stable agrochemical composition of claim 35, wherein the first active ingredient is any one selected from the group consisting of penoxsulam, pyrazosulfuron-ethyl, bensulfuron-methyl, quinclorac, oxyfluorfen, oxadiazon, cyhalofop-butyl, pyriminobac-methyl, clomazone (dimethasone), pyribenzoxim, oxadiargyl, and simetryn.

37. 31. The stable agrochemical composition of any one of claims 26 to 30, wherein the first active ingredient is a triazolopyrimidine sulfonamide herbicide compound, the third liquid active ingredient is an acetanilide herbicide compound, and the second active ingredient is a safener compound.

38. 31. The stable agrochemical composition of any one of claims 26 to 30, wherein the first active ingredient is penoxsulam, the third liquid active ingredient is pretilachlor, and the second active ingredient is fenclorim.

39. 27. The stable agrochemical composition of claim 26, wherein the content of the first active ingredient is 0.04 to 20 weight percent based on the total amount of the composition, the content of the second active ingredient is 2 to 30 weight percent based on the total amount of the composition, and the content of the third active ingredient is 6 to 80 weight percent based on the total amount of the composition.

40. 27. The stable agrochemical composition of claim 26, wherein the content of the first active ingredient is 0.08 to 10 weight percent based on the total amount of the composition, the content of the second active ingredient is 4 to 15 weight percent based on the total amount of the composition, and the content of the third active ingredient is 12 to 40 weight percent based on the total amount of the composition.

41. The content of the first active ingredient is 0.1 to 8 weight percent based on the total amount of the composition, the content of the second active ingredient is 4.9 to 11 weight percent based on the total amount of the composition, and the content of the third active ingredient is 0.1 to 8 weight percent based on the total amount of the composition.

27. The stable agrochemical composition of claim 26, which is 15 to 33 weight percent based on the total amount.

42. 42. The stable agrochemical composition of any one of claims 26-30 or 39-41, wherein the weight ratio of the second active ingredient to the third active ingredient is 1:2-4.

43. 42. The stable agrochemical composition of any one of claims 26 to 30 or 39 to 41, wherein the composition further comprises an organic solvent in an amount of 1 to 40 weight percent based on the total weight of the composition.

44. 42. The stable agrochemical composition of any one of claims 26-30 or 39-41, wherein the composition further comprises one or more additives selected from the group consisting of thickeners, dispersants, wetting agents, emulsifiers, antifreeze agents, antifoaming agents, and bactericides.

45. 45. The stable agrochemical composition of claim 44, wherein the total amount of the additives is 3 to 70 weight percent based on the total weight of the composition.

46. 42. The stable agrochemical composition of any one of claims 26 to 30 or 39 to 41, wherein the content of the oil phase in the composition is at least 50 weight percent based on the total weight of the composition.

47. 42. The stable agrochemical composition of any one of claims 26 to 30 or 39 to 41, wherein the stable composition has particles with an average particle size d90, based on all particles of all types, of ≦7 μm.

48. 42. The stable agrochemical composition of any one of claims 26-30 or 39-41, wherein the stable composition meets the stability requirements set forth for SEs as set forth in NY / T 2989-2016.

49. 42. The stable agrochemical composition of any one of claims 26 to 30 or 39 to 41, wherein the stable composition is a herbicidal composition.

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