Bicstrozon water-dispersible granule composition

Abstract

Described herein is a water-dispersible granule (WG) composition comprising bixlozone. Also described herein is a method for preparing the composition. Also described herein is a method for controlling undesirable vegetation using the composition.

Description

[Background technology]

[0001] Described herein is a water-dispersible granule (WG) composition comprising bixlozone. Also described herein is a method for preparing the composition. Also described herein is a method for controlling undesirable vegetation using the composition.

[0002] Liquid suspension concentrate (SC) compositions tend to experience settling of dispersed solids during storage due to gravity. They require mixing and / or shaking before use to resuspend the settled material. In addition, SC compositions tend to leave approximately 3-5% residue when poured from the container. SC compositions also present safety and cleanup issues due to their liquid form.

[0003] Granular compositions, such as water-dispersible granule (WG) compositions (formulations consisting of granules that are applied after disintegration and dispersion in water), do not share the problems of SC compositions with regard to settling, residue, safety, or cleanup. Thus, they offer many advantages over SC compositions.

[0004] An effective WG composition depends on the identity and amount of the active ingredient and other ingredients. However, an effective WG composition is often difficult to predict and formulate. For example, conventional WG compositions containing high amounts of bixlozone have not been formulated.

[0005] Surprisingly, WG compositions containing high amounts of bixlozone have been discovered herein that overcome past limitations associated with SC compositions and WG compositions containing low amounts of bixlozone. Summary of the Invention [Means for solving the problem]

[0006] In one embodiment, the present disclosure is directed to a water-dispersible granular composition comprising: (i) greater than 50% to about 90% by weight of bixlozone; (ii) about 0.01% to about 5% by weight of a wetting agent; (iii) about 1% to about 20% by weight of a dispersing agent; and (iv) about 1% to about 20% by weight of a carrier.

[0007] In another embodiment, the present disclosure is directed to a method of preparing a water-dispersible granular composition, the method comprising: I) forming a mixture comprising: (i) bixlozone; (ii) a wetting agent; (iii) a dispersing agent; and (iv) a carrier; and II) granulating the mixture.

[0008] In yet another embodiment, the present disclosure is directed to a method for controlling undesirable vegetation, the method comprising: I) forming a mixture by dissolving a water-dispersible granular composition in water, the water-dispersible granular composition comprising: (i) greater than 50% to about 90% by weight of bixlozone; (ii) from about 0.01% to about 5% by weight of a wetting agent; (iii) from about 1% to about 20% by weight of a dispersant; and (iv) from about 1% to about 20% by weight of a carrier; and II) applying the mixture to the undesirable vegetation or locus thereof, or to the soil or water, to prevent the emergence or growth of the undesirable vegetation. DETAILED DESCRIPTION OF THE INVENTION

[0009] This specification uses examples to illustrate the disclosure, including the best mode, and to enable those skilled in the art to practice the disclosure, including making and using any compositions or systems and performing any incorporated methods. The patentable scope of the disclosure is defined by the claims, and may include other examples that occur to those skilled in the art. Such other examples are intended to be within the scope of the claims if they have elements that do not differ from the literal language of the claims, or if they contain equivalent elements that do not differ in material way from the literal language of the claims.

[0010] As used herein, the terms "comprises," "comprising," "includes," "including," "has," "having," "contains," "containing," "characterized by," or any variation thereof, are intended to include a non-exclusive inclusion, subject to any limitations specified. For example, a composition, mixture, process, or method that includes a list of elements is not necessarily limited to only those elements and may include other elements not expressly listed or inherent to such composition, mixture, process, or method.

[0011] The transitional phrase "consisting of" excludes any unspecified element, step, or ingredient. In the case of a claim, such would close the claim to the inclusion of materials other than those recited, apart from impurities normally associated therewith. When the phrase "consisting of" appears within a clause in the body of a claim rather than immediately following a preamble, it limits only the elements set forth in that clause; other elements are not excluded from the claim as a whole.

[0012] The transitional phrase "consisting essentially of" is used to define a composition or method that includes materials, steps, features, components, or elements in addition to those literally disclosed, provided that these additional materials, steps, features, components, or elements materially affect the basic and novel characteristics of the claimed invention. The term "consisting essentially of" occupies a middle ground between "comprising" and "consisting of."

[0013] It should be readily understood that where the invention or any portion thereof is defined in open-ended terms such as "comprising," the statement should also be construed as describing such inventions using the terms "consisting essentially of" or "consisting of" (unless otherwise stated).

[0014] Furthermore, unless expressly stated to the contrary, "or" refers to an inclusive "or" and not an exclusive "or." For example, a condition A or B is satisfied by any one of the following: A is true (or exists) and B is false (or does not exist), A is false (or does not exist) and B is true (or exists), and both A and B are true (or exist).

[0015] Furthermore, the indefinite articles "a" and "an" preceding an element or component of the invention are intended to be open-ended regarding the number of instances (i.e., occurrences) of that element or component. Thus, "a" or "an" should be read to include one or at least one, and singular forms of elements or components also include the plural, unless the number is clearly intended to be singular.

[0016] As used herein, depending on the context in which it is used, the term "about" provides an estimate of a value relevant to the claimed invention, which estimate is reasonable as such information would be understood or interpreted by one of ordinary skill in the art given what is known in the context of the present description and from publicly available information. Generally, the term "about" as used herein means that the estimate falls within ±10% of the relevant value. Bixlozone is a herbicide recently introduced by FMC under the CAS name 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone. For convenience, Bixlozone is commercially available (as a formulated material) as "Overwatch" and is also referred to as "DCPMI," "F9600," "2,4-DC," and "dichloroclomazone." As used herein, the term "Bixlozone" refers to a composition comprising at least 90% by weight of pure 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolinone. In one embodiment, the bixlozone can be technical grade bixlozone having a purity range of 90-95% by weight. In another embodiment, the bixlozone can be a composition comprising greater than 95% by weight pure 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolinone. The term "pure bixlozone" refers to 100% pure 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolinone.

[0017] As used herein, "wt %" refers to the weight percent of the recited component relative to the total weight of the recited composition.

[0018] The embodiments of the present disclosure can be combined in any manner.

[0019] Embodiments of the compositions of the present disclosure include:

[0020] Embodiment A1. The composition described in the Summary of the Invention wherein component (i) is at least about 55% by weight bixlozone.

[0021] Embodiment A2. The composition of Embodiment A1 wherein component (i) is at least about 60% by weight bixlozone.

[0022] Embodiment A3. The composition of Embodiment A2 wherein component (i) is at least about 65% by weight bixlozone.

[0023] Embodiment A4. The composition of Embodiment A3 wherein component (i) is at least about 70% by weight bixlozone.

[0024] Embodiment A5. The composition of Embodiment A4 wherein component (i) is at least about 72% by weight bixlozone.

[0025] Embodiment A6. The composition of Embodiment A5 wherein component (i) is at least about 75% by weight bixlozone.

[0026] Embodiment A7. The composition of Embodiment A6 wherein component (i) is at least about 80% by weight bixlozone.

[0027] Embodiment A8. The composition of Embodiment A7 wherein component (i) is at least about 85% by weight bixlozone.

[0028] Embodiment A9. The composition described in the Summary of the Invention wherein component (i) is up to about 85% by weight bixlozone.

[0029] Embodiment A10. The composition of Embodiment A9 wherein component (i) is up to about 80% by weight bixlozone.

[0030] Embodiment A11. The composition of Embodiment A10 wherein component (i) is about 77% by weight or less of bixlozone.

[0031] Embodiment A12. The composition described in the Summary of the Invention wherein component (i) is about 75% by weight bixlozone.

[0032] Embodiment B1. The composition described in the Summary of the Invention wherein component (ii) is at least about 0.1 wt. % of a humectant.

[0033] Embodiment B2. The composition of Embodiment B1 wherein component (ii) is at least about 0.5% by weight of a humectant.

[0034] Embodiment B3. The composition of Embodiment B2 wherein component (ii) is at least about 1% by weight of a humectant.

[0035] Embodiment B4. The composition described in the Summary of the Invention wherein component (ii) is no more than about 4% by weight of a humectant.

[0036] Embodiment B5. The composition of Embodiment B4 wherein component (ii) is no more than about 3% by weight of a humectant.

[0037] Embodiment B6. The composition of Embodiment B5 wherein component (ii) is about 2% by weight or less of a humectant.

[0038] Embodiment B7. The composition described in the Summary of the Invention wherein component (ii) is about 1% by weight of a humectant.

[0039] Embodiment B8. The composition described in the Summary of the Invention wherein the wetting agent is selected from alkaline earth or ammonium salts of sulfonates, alkylaryl sulfonates, sulfonates of dodecyl- and tridecylbenzene, sodium dodecylbenzenesulfonate, and combinations thereof.

[0040] Embodiment B9. The composition of Embodiment B8 wherein the wetting agent is sodium dodecylbenzenesulfonate.

[0041] Embodiment C1. The composition described in the Summary of the Invention wherein component (iii) is at least about 2% by weight of a dispersant.

[0042] Embodiment C2. The composition of Embodiment C1 wherein component (iii) is at least about 3% by weight of a dispersant.

[0043] Embodiment C4. The composition of Embodiment C5 wherein component (iii) is at least about 4% by weight of a dispersant.

[0044] Embodiment C5. The composition of Embodiment C4 wherein component (iii) is at least about 5% by weight of a dispersant.

[0045] Embodiment C6. The composition of Embodiment C5 wherein component (iii) is at least about 6% by weight of a dispersant.

[0046] Embodiment C7. The composition of Embodiment C6 wherein component (iii) is at least about 7% by weight of a dispersant.

[0047] Embodiment C8. The composition of Embodiment C7 wherein component (iii) is at least about 8% by weight of a dispersant.

[0048] Embodiment C9. The composition of Embodiment C8 wherein component (iii) is at least about 9% by weight of a dispersant.

[0049] Embodiment C10. The composition of Embodiment C9 wherein component (iii) is at least about 10% by weight of a dispersant.

[0050] Embodiment C11. The composition of Embodiment C10 wherein component (iii) is at least about 11% by weight of a dispersant.

[0051] Embodiment C12. The composition of Embodiment C11 wherein component (iii) is at least about 12% by weight of a dispersant.

[0052] Embodiment C13. The composition described in the Summary of the Invention wherein component (iii) is no greater than about 19% by weight of a dispersant.

[0053] Embodiment C14. The composition of Embodiment C13 wherein component (iii) is no greater than about 18% by weight of a dispersant.

[0054] Embodiment C15. The composition of Embodiment C14 wherein component (iii) is no greater than about 17% by weight of a dispersant.

[0055] Embodiment C16. The composition of Embodiment C15 wherein component (iii) is no more than about 16% by weight of a dispersant.

[0056] Embodiment C17. The composition of Embodiment C16 wherein component (iii) is no more than about 15% by weight of a dispersant.

[0057] Embodiment C18. The composition of Embodiment C17 wherein component (iii) is no greater than about 14% by weight of a dispersant.

[0058] Embodiment C19. The composition of Embodiment C18 wherein component (iii) is no greater than about 13% by weight of a dispersant.

[0059] Embodiment C20. The composition described in the Summary of the Invention wherein component (iii) is about 12 wt.% of a dispersant.

[0060] Embodiment 21. The composition described in the Summary of the Invention wherein component (iii) is a combination of dispersants.

[0061] Embodiment C22. The composition of Embodiment C21 wherein component (iii) is a combination of at least two dispersants.

[0062] Embodiment C23. The composition of Embodiment C22 wherein component (iii) is a combination of at least three dispersants.

[0063] Embodiment C24. The composition of Embodiment C23 wherein component (iii) is a combination of at least four dispersants.

[0064] Embodiment C25. The composition described in the Summary of the Invention wherein component (iii) is a dispersant selected from a sodium polycarboxylate, a copolymer of maleic anhydride and diisobutylene sodium salt, and sodium dodecylbenzene sulfonate, sulfonated aromatic condensates, alkyl naphthalene sulfonates, lignosulfonate dispersants, and combinations thereof.

[0065] Embodiment C26. The composition of Embodiment C25 wherein component (iii) is a combination of a copolymer of maleic anhydride and diisobutylene sodium salt and sodium dodecylbenzene sulfonate and a sulfonated aromatic condensate.

[0066] Embodiment D1. The composition described in the Summary of the Invention wherein component (iv) is at least about 2% by weight of a carrier.

[0067] Embodiment D2. The composition of Embodiment D1 wherein component (iv) is at least about 3% by weight of a carrier.

[0068] Embodiment D3. The composition of Embodiment D2 wherein component (iv) is at least about 4% by weight of a carrier.

[0069] Embodiment D4. The composition of Embodiment D3 wherein component (iv) is at least about 5% by weight of a carrier.

[0070] Embodiment D5. The composition of Embodiment D4 wherein component (iv) is at least about 6% by weight of the carrier.

[0071] Embodiment D6. The composition of Embodiment D5 wherein component (iv) is at least about 7% by weight of the carrier.

[0072] Embodiment D7. The composition of Embodiment D6 wherein component (iv) is at least about 8% by weight of the carrier.

[0073] Embodiment D8. The composition of Embodiment D7 wherein component (iv) is at least about 9% by weight of the carrier.

[0074] Embodiment D9. The composition described in the Summary of the Invention wherein component (iv) is no more than about 19% by weight of a carrier.

[0075] Embodiment D10. The composition of Embodiment D9 wherein component (iv) is no more than about 18% by weight of a carrier.

[0076] Embodiment D11. The composition of Embodiment D10 wherein component (iv) is no more than about 17% by weight of a carrier.

[0077] Embodiment D12. The composition of Embodiment D11 wherein component (iv) is no more than about 16% by weight of a carrier.

[0078] Embodiment D13. The composition of Embodiment D12 wherein component (iv) is no more than about 15% by weight of a carrier.

[0079] Embodiment D14. The composition of Embodiment D13 wherein component (iv) is no more than about 14% by weight of a carrier.

[0080] Embodiment D15. The composition of Embodiment D14 wherein component (iv) is no more than about 13% by weight of a carrier.

[0081] Embodiment D16. The composition of Embodiment D15 wherein component (iv) is no more than about 12% by weight of a carrier.

[0082] Embodiment D17. The composition of Embodiment D16 wherein component (iv) is no more than about 11% by weight of a carrier.

[0083] Embodiment D18. The composition of Embodiment D17 wherein component (iv) is no more than about 10% by weight of a carrier.

[0084] Embodiment D19. The composition described in the Summary of the Invention wherein component (iv) is about 9% by weight of the carrier.

[0085] Embodiment D20. The composition described in the Summary of the Invention wherein component (iv) is a carrier selected from mineral earth, clay, kaolin clay, and combinations thereof.

[0086] Embodiment D21. The composition of Embodiment D20 wherein component (iv) is kaolin clay.

[0087] Embodiment E1. The composition described in the Summary of the Invention further comprising an antifoaming agent.

[0088] Embodiment E2. The composition of Embodiment E1 wherein the antifoaming agent is present in an amount from about 0.01% to about 5% by weight.

[0089] Embodiment E3. The composition of Embodiment E2 wherein the antifoaming agent is present in an amount of at least about 0.1% by weight.

[0090] Embodiment E4. The composition of Embodiment E3 wherein the antifoaming agent is present in an amount of at least about 0.5% by weight.

[0091] Embodiment E5. The composition of Embodiment E4 wherein the antifoaming agent is present in an amount of at least about 1% by weight.

[0092] Embodiment E6. The composition of Embodiment E2 wherein the antifoaming agent is present in an amount of about 4% by weight or less.

[0093] Embodiment E7. The composition of Embodiment E6 wherein the antifoaming agent is present in an amount of about 3% by weight or less.

[0094] Embodiment E8. The composition of Embodiment E7 wherein the antifoaming agent is present in an amount of about 2% by weight or less.

[0095] Embodiment E9. The composition of Embodiment E2, wherein the antifoaming agent is present in an amount of about 1% by weight.

[0096] Embodiment E10. The composition of Embodiment E1 wherein the antifoaming agent is selected from silicones, long chain alcohols, fatty acids, salts of fatty acids, sodium tallowate, sodium tallowate, and combinations thereof.

[0097] Embodiment E11. The composition of Embodiment E10 wherein the antifoaming agent is sodium tallowate.

[0098] Embodiment F1. The composition described in the Summary of the Invention further comprising a flow aid.

[0099] Embodiment F2. The composition of Embodiment F1 wherein the flow aid is present in an amount from about 0.01% to about 5% by weight.

[0100] Embodiment F3. The composition of Embodiment F2 wherein the flow aid is present in an amount of at least about 0.1 wt.%.

[0101] Embodiment F4. The composition of Embodiment F3 wherein the flow aid is present in an amount of at least about 0.5% by weight.

[0102] Embodiment F5. The composition of Embodiment F4 wherein the flow aid is present in an amount of at least about 1% by weight.

[0103] Embodiment F6. The composition of Embodiment F5 wherein the flow aid is present in an amount of at least about 2% by weight.

[0104] Embodiment F7. The composition of Embodiment F2 wherein the flow aid is present in an amount of about 4% by weight or less.

[0105] Embodiment F8. The composition of Embodiment F7 wherein the flow aid is present in an amount of about 3% by weight or less.

[0106] Embodiment F9. The composition of embodiment F2 wherein the flow aid is present in an amount of about 2% by weight.

[0107] Embodiment F10. The composition of embodiment F1 wherein the flow aid is selected from silicates, silica gels, amorphous silica, silica, and combinations thereof.

[0108] Embodiment F11. The composition of embodiment F10 wherein the flow aid is amorphous silica.

[0109] The composition embodiments of the present disclosure may be combined in any manner. Accordingly, the following embodiments are to be construed as merely illustrative and not limiting of the present disclosure in any way.

[0110] Embodiment G. The composition described in the Summary of the Invention comprising: (i) from about 65% to about 80% by weight of bixlozone; (ii) from about 0.1% to about 2% by weight of a wetting agent; (iii) from about 10% to about 15% by weight of a dispersing agent; (iv) from about 5% to about 15% by weight of a carrier; (v) from about 0.1% to about 2% by weight of an antifoaming agent; and (vi) from about 0.1% to about 5% by weight of a flow aid.

[0111] Embodiment H. The composition described in the Summary of the Invention, consisting essentially of: (i) from about 72% to about 77% by weight of bixlozone; (ii) from about 0.1% to about 2% by weight of a wetting agent; (iii) from about 10% to about 15% by weight of a dispersing agent; (iv) from about 5% to about 15% by weight of a carrier; (v) from about 0.1% to about 2% by weight of an antifoaming agent; and (vi) from about 0.1% to about 5% by weight of a flow aid.

[0112] Embodiment I. The composition described in the Summary of the Invention, consisting of: (i) about 75% by weight of bixlozone; (ii) about 1% by weight of a wetting agent; (iii) about 12% by weight of a dispersing agent; (iv) about 9% by weight of a carrier; (v) about 1% by weight of an antifoaming agent; and (vi) about 2% by weight of a flow aid.

[0113] Embodiment J. A composition described in the Summary of the Invention consisting of the following table:

[0114] [Table 1]

[0115] The composition embodiments of the present disclosure can be combined with the method for preparing the embodiments of the present disclosure in any manner.Similarly, the preparation method embodiments of the present disclosure can be combined with any manner.Therefore, the following embodiments are merely illustrative and do not limit the present disclosure in any way.

[0116] Embodiments of the preparation methods of the present disclosure include:

[0117] Embodiment K1. A method of preparing a water-dispersible granular composition according to an embodiment of the invention, wherein the mixture further comprises an antifoaming agent according to any one of embodiments E1-E11.

[0118] Embodiment K2. A method of preparing a water-dispersible granular composition as described in the Summary of the Invention, wherein the mixture further comprises a flow aid as described in any one of Embodiments F1-F11.

[0119] Embodiment K3. A method of preparing a water-dispersible granular composition as described in the Summary of the Invention, wherein the method step of granulating the mixture is carried out using a technique selected from paste extrusion, pan granulation, fluidized bed granulation, and combinations thereof.

[0120] Embodiment K4. A method of preparing a water-dispersible granular composition according to embodiment K3, wherein the method step of granulating the mixture is carried out using paste extrusion.

[0121] Embodiment K5. A method of preparing a water-dispersible granular composition according to embodiment K3, wherein the method step of granulating the mixture is carried out using pan granulation.

[0122] Embodiment K6. A method of preparing a water-dispersible granular composition according to embodiment K3, wherein the method step of granulating the mixture is carried out using fluidized bed granulation.

[0123] Embodiment LI) A method of preparing a water-dispersible granule composition as described in the Summary of the Invention, comprising: blending and air-milling the active ingredient and other ingredients to produce a mixture having a median particle size of 5-8 micrometers; II) adding water to the mixture over about 1 minute and stirring the wet mixture for an additional 3 minutes; III) feeding the wet mixture into a paste extruder equipped with a 1 mm dome; and IV) drying the wet extrudate in a fluidized bed having an inlet temperature of 60-65°C for about 10-12 minutes to provide water-dispersible granules having a moisture content of about <1.5%.

[0124] The composition embodiment of the present disclosure can be combined in any manner with the method embodiment for controlling undesirable vegetation of the present disclosure.Similarly, the preparation method embodiment of the present disclosure can be combined in any manner with the method embodiment for controlling undesirable vegetation of the present disclosure.Similarly, the method embodiment for controlling undesirable vegetation of the present disclosure can be combined in any manner.Therefore, the following embodiments are merely intended as examples and do not limit the present disclosure in any way.

[0125] An embodiment of the method for controlling undesirable vegetation of the present disclosure includes:

[0126] Embodiment M1. A method for controlling undesirable vegetation as described in the Summary of the Invention wherein the mixture further comprises an antifoam agent as described in any one of Embodiments E1-E11.

[0127] Embodiment M2. A method for controlling undesirable vegetation as described in the Summary of the Invention wherein the mixture further comprises a flow aid as described in any one of Embodiments F1-F11.

[0128] Embodiment M3. A method for controlling undesirable vegetation as described in the Summary of the Invention, wherein the undesirable vegetation comprises at least one herbicide-resistant or herbicide-tolerant weed species.

[0129] Embodiment M4. A method for controlling undesirable vegetation as described in the Summary of the Invention, wherein the undesirable vegetation comprises broadleaf weeds or grass weeds.

[0130] Embodiment M5. The undesirable vegetation is selected from the group consisting of velvetleaf (Abutilon theophrasti) (ABUTH), Acalypha virginica (ACCVI), black foxglove (Alopecurus myosuroides) (ALOMY), redroot pigweed (Amaranthus retroflexus) (AMARE), common ragweed (Ambrosia artemisiifolia) (AMBEL), red-legged chickweed (Anagallis arvensis) (ANGAR), common ragweed (Apera spica venti) (APERA spica-venti) (APESV), Big crabgrass (Arrhenatherum elatius) (ARREB), Large bindweed (Calystegia sepium) (CAGSE), Shepherd's purse (Capsella bursa-pastoris) (CAPBP), Cornflower (Centaurea cyanus) (CENCY), Chenopodium album (CHEAL), Parsley (Chenopodium hybridum) (CHEHY), Chenopodium polyspermum (CHEPO), Common bindweed (Convolvulus arvensis) arvensis) (CONAR), Corngrass (Cynodon dactylon) (CYNDA), Datura stramonium (Datura stramonium) (DATST), Wild carrot (Daucus carota) (DAUCA), Whale grass (Descurainia sophia) (DESSSO), Large crabgrass (Digitaria sanguinalis)sanguinalis) (DIGSA), Barnyard grass (Echinochloa crus-galli) (ECHCG), Black-spotted lily (Fumaria officinalis) (FUMOF), White spotted grass (Galium aparine) (GALAP), White dust daisy (Galinsoga quadriradiata) (GASCI), Maiden's buttercup (Geranium dissectum) (GERDI), Yellow buttercup (Geranium mole) (GERMO), Red buttercup (Geranium pusillum) (GERPU), and Silver marigold (Hibiscus trionum) trionum) (HIBTR), Nightshade (Lamium amplexicaule) (LAMAM), Lamium purpureum (Lamium purpureum) (LAMPU), Purple laurel (Buglossoides arvensis) (LITAR), Lolium multiflorum (LOLMU), Ryegrass (Lolium perenne) (LOLPE), Chamomile (Matricaria chamomilla) (MATCH), Chamomile (Tripleurospermum inodorum) (MATIN), Morning glory (Mercurialis annua) annua) (MERAN), giant flytrap (Panicum dichotomiflorum) (PANDI), common millet (Panicum miliaceum) (PANMI), corn poppy (Papaver rhoeas) (PAPRH), annual bluegrass (Poa annua) (POAAN), willow (Polygonum aviculare)aviculare) (POLAV), Ground Bindweed (Fallopia convolvulus) (POLCO), Willow Polygonum (Persicaria hydropiper) (POLHY), Common Polygonum (Persicaria lapathifolia) (POLLA), Common Polygonum (Persicaria maculosa) (POLPE), Purslane (Portulaca oleracea) (POROL), Potentilla tridentate (PTLTR), Groundsel (Senecio vulgaris) (SENVU), Goldenrod (Setaria pumila) pumila) (SETPU), Green foxtail (Setaria viridis) (SETVI), Nightshade (Solanum nigrum) (SOLNI), Corn sorghum (Sorghum halepense) (SORHA), Chickweed (Stellaria media) (STEME), Scarlet clover (Trifolium incarnatum) (TRFIN), Persian persimmon (Veronica arvensis) (VERAR), Persian sedge (Veronica hederifolia) (VERHE), Persian sedge (Veronica persica) (VERONICA 10. The method for controlling undesirable vegetation of embodiment M4, wherein the undesirable vegetation is selected from: meadow violet (Viola persica) (VERPE), meadow violet (Viola arvensis) (VIOAR), and cocklebur (Xanthium strumarium) (XANST), and combinations thereof.

[0131] Embodiment M6. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is velvetleaf (Abutilon theophrasti) (ABUTH).

[0132] Embodiment M7. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is Acalypha virginica (ACCVI).

[0133] Embodiment M8. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is black foxglove (Alopecurus myosuroides) (ALOMY).

[0134] Embodiment M9. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is redroot pigweed (Amaranthus retroflexus) (AMARE).

[0135] Embodiment M10. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is ragweed (Ambrosia artemisiifolia) (AMBEL).

[0136] Embodiment M11. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is red-leaf chickweed (Anagallis arvensis) (ANGAR).

[0137] Embodiment M12. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is European bramble (Apera spica-venti) (APESV).

[0138] Embodiment M13. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is giant crabgrass (Arrhenatherum elatius) (ARREB).

[0139] Embodiment M14. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is giant bindweed (Calystegia sepium) (CAGSE).

[0140] Embodiment M15. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is shepherd's purse (Capsella bursa-pastoris (CAPBP)).

[0141] Embodiment M16. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is cornflower (Centaurea cyanus) (CENCY).

[0142] Embodiment M17. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is lamb's quarter (Chenopodium album) (CHEAL).

[0143] Embodiment M18. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is pigweed (Chenopodium hybridum) (CHEHY).

[0144] Embodiment M19. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is Chenopodium polyspermum (CHEPO).

[0145] Embodiment M20. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is field bindweed (Convolvulus arvensis) (CONAR).

[0146] Embodiment M21. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is horsegrass (Cynodon dactylon) (CYNDA).

[0147] Embodiment M22. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is American morning glory (Datura stramonium) (DATST).

[0148] Embodiment M23. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is wild carrot (Daucus carota) (DAUCA).

[0149] Embodiment M24. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is sedge (Descurainia sophia) (DESSO).

[0150] Embodiment M25. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is large crabgrass (Digitaria sanguinalis) (DIGSA).

[0151] Embodiment M26. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is barnyardgrass (Echinochloa crus-galli) (ECHCG).

[0152] Embodiment M27. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is butterbur (Fumaria officinalis) (FUMOF).

[0153] Embodiment M28. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is white spotted grasshopper (Galium aparine) (GALAP).

[0154] Embodiment M29. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is staghorn weed (Galinsoga quadriradiata) (GASCI).

[0155] Embodiment M30. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is Bacopa fuuro (Geranium dissectum) (GERDI).

[0156] Embodiment M31. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is Geranium mole (GERMO).

[0157] Embodiment M32. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is Geranium pusillum (GERPU).

[0158] Embodiment M33. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is silver ginseng (Hibiscus trionum) (HIBTR).

[0159] Embodiment M34. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is nightshade (Lamium amplexicaule) (LAMAM).

[0160] Embodiment M35. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is Lamium purpureum (LAMPU).

[0161] Embodiment M36. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is purple lacegrass (Buglossoides arvensis) (LITAR).

[0162] Embodiment M37. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is wild oat (Lolium multiflorum) (LOLMU).

[0163] Embodiment M38. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is ryegrass (Lolium perenne) (LOLPE).

[0164] Embodiment M39. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is chamomile (Matricaria chamomilla) (MATCH).

[0165] Embodiment M40. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is dog chamomile (Tripleurospermum inodorum) (MATIN).

[0166] Embodiment M41. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is European mountain ash (Mercurialis annua) (MERAN).

[0167] Embodiment M42. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is giant foxglove (Panicum dichotomiflorum) (PANDI).

[0168] Embodiment M43. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is millet (Panicum miliaceum) (PANMI).

[0169] Embodiment M44. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is corn poppy (Papaver rhoeas) (PAPRH).

[0170] Embodiment M45. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is annual bluegrass (Poa annua) (POAAN).

[0171] Embodiment M46. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is willow (Polygonum aviculare) (POLAV).

[0172] Embodiment M47. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is bindweed (Fallopia convolvulus) (POLCO).

[0173] Embodiment M48. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is willow knotweed (Persicaria hydropiper) (POLHY).

[0174] Embodiment M49. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is Polygonum persicaria (Persicaria lapathifolia) (POLLA).

[0175] Embodiment M50. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is knotweed (Persicaria maculosa) (POLPE).

[0176] Embodiment M51. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is purslane (Portulaca oleracea) (POROL).

[0177] Embodiment M52. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is Potentilla tridentate (PTLTR).

[0178] Embodiment M53. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is groundsel (Senecio vulgaris) (SENVU).

[0179] Embodiment M54. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is golden bellflower (Setaria pumila) (SETPU).

[0180] Embodiment M55. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is green foxtail (Setaria viridis) (SETVI).

[0181] Embodiment M56. The method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is nightshade (Solanum nigrum) (SOLNI).

[0182] Embodiment M57. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is sorghum (Sorghum halepense) (SORHA).

[0183] Embodiment M58. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is chickweed (Stellaria media) (STEME).

[0184] Embodiment M59. The method for controlling undesirable vegetation of embodiment M5, wherein the undesirable vegetation is red clover (Trifolium incarnatum) (TRFIN).

[0185] Embodiment M60. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is perennial persimmon (Veronica arvensis) (VERAR).

[0186] Embodiment M61. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is Veronica hederifolia (VERHE).

[0187] Embodiment M62. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is persimmon (Veronica persica) (VERPE).

[0188] Embodiment M63. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is meadow violet (Viola arvensis) (VIOAR).

[0189] Embodiment M64. A method for controlling undesirable vegetation according to embodiment M5, wherein the undesirable vegetation is cocklebur (Xanthium strumarium) (XANST).

[0190] Embodiment M65. A method for controlling undesirable vegetation as described in the Summary of the Invention wherein the water-dispersible granular composition is applied at a stage selected from pre-emergence, post-emergence, and combinations thereof.

[0191] Embodiment M66. A method for controlling undesirable vegetation according to embodiment M65, wherein the water-dispersible granular composition is applied pre-emergence.

[0192] Embodiment M67. A method for controlling undesirable vegetation according to embodiment M65, wherein the water-dispersible granular composition is applied post-emergence.

[0193] Embodiment M68. A method for controlling undesirable vegetation according to embodiment M65, wherein the water-dispersible granular composition is applied pre-emergence and post-emergence.

[0194] Embodiment M69. The undesirable vegetation is annual blue grass, annual ryegrass (Lolium rigidum), ball medic (Medicago spp.), barley grass (Hordeum murinum), bedstraw (Galium tricornutum), Benghal dayflower, French water lily (Bifora testiculata), black grass, black night shade, broadleaf signal grass, brome grass (Bromus spp.), Canada thistle, or any of the following: Thistle, capeweed (Arctotheca calendula), cheat, chickweed (Stellaria media), common cocklebur (Xanthium pensylvanicum), common ragweed, corn poppies, double gee (Emex australis), field violet, fleabane (Conyza bonariensis), giant foxtail, fumitory (Fumaria spp.), goosegrass grass), green foxtail, guinea grass, hairy beggarticks, herbicide-resistant black grassgrass, horseweed, Indian hedge mustard (Sisymbrium orientale), Italian rye grass, Jersey cudweed (Gnaphalium luteoalbum), Jimsonweed, Johnsongrass (Sorghum halepense), large crabgrass, lesser loosestrife (Lythrum hyssopifolia), little seed canygrass, morning glory glory), Patterson's Curse (Echium plantagineum), Pennsylvania smartweed, reed canary grass (Phalaris paradoxa), pitted morningglory, prickly lettuce (Lactuca serriola), prickly sida, quack grass, redflowered mallow (Modiola caroliniana), redroot pigweed, rough poppy (Papaver retroflexus), hybridum), serradella, shatter cane, shepherd's purse, silky windgrass, silvergrass (Vulpia bromoides)bromoides), sowthistle (Sonchus oleraceus), sub-clover (Trifolium spp.), sunflower (as a weed in potato), volunteer chickpea, faba beans, field peas, lentils, lupins and vetch, wild buckwheat (Polygonum convolvulus), wild mustard (Brassica kaber), wild oat (Avena fatua), wild cardamom (Wild cardamom ... 10. The method for controlling undesirable vegetation according to embodiment M4, wherein the vegetation is selected from: wild radish (Raphanus raphanistrum), wild turnip (Rapistrum rugosum, Brassica tournefortii), willow (Polygonum aviculare), yellow foxtail, yellow nutsedge (Cyperus esculentus).

[0195] Embodiment M70. The method of embodiment M69, wherein the undesirable vegetation is selected from wild radish (Raphanus raphanistrum), velvetleaf, jimsonweed, common cocklebur, and hairy beggarticks.

[0196] Embodiment M71. The method of embodiment M70, wherein the undesirable vegetation is wild radish (Raphanus raphanistrum).

[0197] Generally, the WG composition according to the present disclosure comprises an effective amount of vixrozone. An effective amount of vixrozone is any amount capable of combating harmful plants. The effectiveness of the WG composition used in a method for controlling harmful plants depends on various factors, such as application method, harmful plants to be eliminated, useful plants to be protected, application time, etc. The method of using the effective composition can be easily determined by those skilled in the art using well-known principles.

[0198] In some embodiments, Bixlozone is administered at about 1 g / ha, about 10 g / ha, about 50 g / ha, about 100 g / ha, about 200 g / ha, about 300 g / ha, about 400 g / ha, about 500 g / ha, about 600 g / ha, about 700 g / ha, about 800 g / ha, about 900 g / ha, about 1000 g / ha, about 1100 g / ha, about 1200 g / ha, about 1300 g / ha, about 1400 g / ha, about 1500 g / ha, about 1600 g / ha, about 1700 g / ha, about 1800 g / ha, about 1900 g / ha, about 2100 g / ha, about 2200 g / ha, about 2300 g / ha, about 2400 g / ha, about 2500 g / ha, about 2600 g / ha, about 2700 g / ha, about 2800 g / ha, about 2900 g / ha, about 3000 g / ha, about 3100 g / ha, about 3200 g / ha, about 3300 g / ha, about 3400 g / ha, about 3500 g / ha, about 3600 g / ha, about 3700 g / ha, about 3800 g / ha, about 3900 g / ha, about 4000 g / ha, about 4100 g / ha, about 4200 g / ha, about 4300 g / ha, about 4400 g / ha, about 4500 g / ha, about 4600 g / ha, about 4700 g / ha, about 4800 g / ha, about 4900 g / ha, about 5000 g / ha, about 1500 g / ha, about 1600 g / ha, about 1700 g / ha, about 1800 g / ha, about 1900 g / ha, about 2000 g / ha, about 2100 g / ha, about 2200 g / ha, about 2300 g / ha, about 2400 g / ha, about 2500 g / ha, about 2600 g / ha, about 2700 g / ha, about 2800 g / ha, about 2900 g / ha, about 3000 g / ha, or about 3 More than 000g / ha~Approx. 10g / ha, approx. 50g / ha, approx. 100g / ha, approx. 200g / ha, approx. 300g / ha, approx. 400g / ha, approx. 500g / ha, approx. 600g / ha, approx. 700g / ha, approx. 800g / ha, approx. 900g / ha, approx. 1000g / ha, approx. 1100g / ha, approx. 1200g / ha, approx. 1300g / ha, approx. 1400g / ha, approx. 1500g / ha, approx. 16 00 g / ha, about 1700 g / ha, about 1800 g / ha, about 1900 g / ha, about 2000 g / ha, about 2100 g / ha, about 2200 g / ha, about 2300 g / ha, about 2400 g / ha, about 2500 g / ha, about 2600 g / ha, about 2700 g / ha, about 2800 g / ha, about 2900 g / ha, about 3000 g / ha, or greater than about 3000 g / ha. However, higher and lower doses may also provide sufficient control.

[0199] The application rate of the WG composition will vary according to prevailing conditions such as the target weed, the level of infestation, weather conditions, soil conditions, crop species, application method and application time.

[0200] The WG compositions according to the present disclosure may be formulated using additional suitable formulation ingredients known in the art. By way of non-limiting example, the WG compositions according to the present disclosure may be formulated using known auxiliary agents, adjuvants, diluents, solvents, dispersants, surfactants, protective colloids, thickeners, penetrants, stabilizers, sequestering agents, anti-caking agents, colorants, pigments, corrosion inhibitors, biocides, antifoaming agents, antifreeze agents, rheology modifiers, and combinations thereof.

[0201] The WG compositions according to the present disclosure may also be formulated with additional suitable herbicides known in the art. Additional herbicides may be utilized if extended spectrum control or prevention of resistance accumulation is desired.

[0202] Examples of additional herbicides are acetochlor, acifluorfen and its sodium salt, aclonifen, acrolein (2-propenal), alachlor, alloxydim, ametryn, amicarbazone, amidosulfuron, aminocyclopyrachlor and its esters (e.g., methyl, ethyl) and salts (e.g., sodium, potassium), aminopyralid, amitrole, ammonium sulfamate, anilofos, asulam, atrazine, azimsulfuron, bixlozone, beflubutamid, beflubutamid-M, benazolin, benazolin-ethyl, benazolin-methyl ... benzocarbazone, benfluralin, benfuresate, benquinotrione, bensulfuron-methyl, bensulide, bentazon, benzobicyclon, benzofenap, bicyclopyrone, bifenox, viranaphos, bipyrazone, bispyribac and its sodium salt, broclozone, bromacil, bromobutide, bromofenoxime, bromoxynil, bromoxynil octanoate, butachlor, butafenacil, butamifos, butralin, butroxydim, butyrate, cafenstrole, carbetamide, carfentrazone-ethyl, catechin, Chlomethoxyfen, chloramben, clobromuron, chlorflurenol-methyl, chloridazon, chlorimuron-ethyl, chlorotoluron, chlorpropham, chlorsulfuron, chlorthal-dimethyl, chlorthiamid, cinidon-ethyl, cinmethylin, cinosulfuron, clasifos, clefoxydim, clethodim, clodinafop-propargyl, clomazone, clomeprop, clopyralid, clopyralid-olamine, chloransulam-methyl, cumyluron, cyanazine, cycloate, cyclopyranyl, cyclopyrimorate, cyclosulf Amuron, cycloxydim, cyhalofop-butyl, cipirafluon, 2,4-D and its butotyl, butyl, isooctyl and isopropyl esters and its dimethylammonium, diolamine and trolamine salts, dymron, dalapon, dalapon-sodium, dazomet, 2,4-DB and its dimethylammonium, potassium and sodium salts, desmedipham, desmetrin, dicamba and its diglycolammonium, dimethylammonium, potassium and sodium salts, dichlobenil, dichlorprop, diclofop-methyl,Diclosulam, difenzocat methyl sulfate, diflufenican, diflufenzopyr, dimefron, dimesulfazate, dimepiperate, dimesulfazate, dimethachlor, dimethamethrin, dimethenamid, dimethenamid-P, dimethipine, dimethylarsinic acid and its sodium salt, dinitramine, dinoterb, dioxopyritrion, diphenamide, diquat dibromide, dithiopyr, diuron, DNOC, endothal, EPTC, epirifenacil, esprocarb, ethalfluralin, ethametsurfuron-methyl, etiodin, Ethofumesate, ethoxyfen, ethoxysulfuron, etobenzanide, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenoxasulfone, fenpyrazone, fenquinotrione, fentrazamide, fenuron, fenuron-TCA, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, florasulam, fluazifop-butyl, fluazifop-P-butyl, fluazolate, flucarbazone, flucetosulfuron, fluchloralin, fluchloraminopyr, flufe Nacet, flufenoximacil, flufenpyr, flufenpyr-ethyl, flumetsulam, flumiclorac-pentyl, flumioxazin, fluometuron, fluoroglycofen-ethyl, flupoxam, flupyrsulfuron-methyl and its sodium salt, flurenol, flurenol-butyl, fluridone, flurochloridone, fluroxypyr, flurtamone, flusulfinam, fluthiacet-methyl, fomesafen, foramsulfuron, fosamine-ammonium, glufosinate, glufosinate-ammonium, L-glufosinate Ammonium, glufosinate-P, glyphosate and its salts, such as ammonium, isopropylammonium, potassium, sodium (including sesquiisodium) and trimesium (also known as sulfosate), halaxifen, halaxifen-methyl, halosulfuron-methyl, haloxyfop-ethotyl, haloxyfop-methyl, hexazinone, hydantocidin, icaforin, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin, imazaquin-ammonium, imazethapyr, imazethapyr-ammonium,Imazosulfuron, indanofan, indaziflam, indolauxipyr, iofensulfuron, iodosulfuron-methyl, ioxynil, ioxynil octanoate, ioxynil-sodium, ipfencarbazone, iptriazopyride, isoproturon, isolone, isoxaben, isoxaflutole, isoxachlortol, lactofen, lancotrione, lenacil, linuron, maleic hydrazide, MCPA and its salts (e.g., MCPA-dimethylammonium, MCPA-potassium and MCPA-sodium), esters ( For example, MCPA-2-ethylhexyl, MCPA-butotyl) and thioesters (for example, MCPA-thioethyl), MCPB and its salts (for example, MCPB-sodium) and esters (for example, MCPB-ethyl), mecoprop, mecoprop-P, mefenacet, mefluidide, mesosulfuron-methyl, mesotrione, metam-sodium, metamifop, metamitron, metazachlor, metazosulfuron, methabenzthiazuron, methylarsonic acid and its calcium, monoammonium, monosodium and disodium salts, methyldi Muron, metobenzuron, metobromuron, metolachlor, S-metolachlor, metoslam, metoxuron, metoproxybicyclon, metribuzin, metsulfuron-methyl, molinate, monolinuron, naproanilide, napropamide, napropamide-M, naptalam, nebron, nicosulfuron, norflurazon, orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxasulfuron, oxaziclomefone, oxyfluorfen, paraquat dichloride, pebulate, pelargonic acid, pendimethalin, pe Noxsulam, pentanochlor, pentoxazone, perfluidone, petoxamide, petoxyamide, phenmedipham, picloram, picloram-potassium, picolinafen, pinoxaden, piperophos, pretilachlor, primisulfuron-methyl, prodiamine, profoxydim, prometon, prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, propoxycarbazone, propyrisulfuron, propyzamide, prosulfocarb, prosulfuron, pyraclonil, pyraflufen-ethyl,Pyrasulfotole, pyrazodil, pyrazolinate, pyrazoxifen, pyrazosulfuron-ethyl, pyribenzoxim, pyributicarb, pyridate, pyriflubenzoxim, pyriftalid, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfone, piroxsulam, quinclorac, quinmerac, quinoclamine, quizalofop-ethyl, quizalofop-p-ethyl, quizalofop-p-tefuryl, rimisoxafen, rimsulfuron, saflufenacil, sethoxydim, pine uron, simazine, simetryn, sulcotrione, sulfentrazone, sulfometuron-methyl, sulfosulfuron, 2,3,6-TBA, TCA, TCA-sodium, tebutam, tebuthiuron, tefuryltrione, tembotrione, tepraloxydim, terbacil, terbumeton, terbutylazine, terbutryn, tetflupyrolimet, thenylchlor, thiazopyr, thiencarbazone, thifensulfuron-methyl, thiobencarb, thiafenacil, thiocarbazil, tolpyralate, topramezone, tralkoxydim, topramezone Re-Alert, Triafamone, Triasulfuron, Triaziflam, Tribenuron-methyl, Triclopyr, Triclopyr-butotyl, Triclopyr-triethylammonium, Tridiphan, Trietazine, Trifloxysulfuron, Trifludimoxadine, Trifluralin, Triflusulfuron-methyl, Tripyrasulfone, Tritosulfuron, Vernolate, 3-(2-chloro-3,6-difluorophenyl)-4-hydroxy-1-methyl-1,5-naphthyridin-2(1H)-one, 6-chloro-4-(2,7-dimethyl- 1-Naphthalenyl)-5-hydroxy-2-methyl-3(2H)-pyridazinone, 5-chloro-3-[(2-hydroxy-6-oxo-1-cyclohexen-1-yl)carbonyl]-1-(4-methoxyphenyl)-2(1H)-quinoxalinone, 2-chloro-N-(1-methyl-1H-tetrazol-5-yl)-6-(trifluoromethyl)-3-pyridinecarboxamide, 7-(3,5-dichloro-4-pyridinyl)-5-(2,2-difluoroethyl)-8-hydroxypyrido[2,3-b]pyrazin-6(5H)-one),4-(2,6-diethyl-4-methylphenyl)-5-hydroxy-2,6-dimethyl-3(2H)-pyridazinone), 5-[[(2,6-difluorophenyl)methoxy]methyl]-4,5-dihydro-5-methyl-3-(3-methyl-2-thienyl)isoxazole (formerly methioxoline), 4-(4-fluorophenyl)-6-[(2-hydroxy-6-oxo-1-cyclohexen-1-yl)carbonyl]-2-methyl-1,2,4-triazine-3,5(2 H,4H)-dione, methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoro-2-pyridinecarboxylate, 2-methyl-3-(methylsulfonyl)-N-(1-methyl-1H-tetrazol-5-yl)-4-(trifluoromethyl)benzamide, and 2-methyl-N-(4-methyl-1,2,5-oxadiazol-3-yl)-3-(methylsulfinyl)-4-(trifluoromethyl)benzamide. Other herbicides include biological herbicides such as Alternaria destruens Simmons, Colletotrichum gloeosporiodes (Penz.) Penz. & Sacc., Drechsiera monoceras (MTB-951), Myrothecium verrucaria (Albertini & Schweinitz) Ditmar:Fries, Phytophthora palmivora (Butl.) Butl., and Puccinia thlaspeos Schub.

[0203] For better control of undesirable vegetation (e.g., reduced application rates due to increased efficacy, increased spectrum of weed control, or increased crop safety), or to prevent the development of resistant weeds, preferred are combinations of the compounds of the present invention with atrazine, azimsulfuron, S-beflubutamid, benzisothiazolinone, carfentrazone-ethyl, chlorimuron-ethyl, chlorsulfuron-methyl, clomazone, clopyralid potassium, chloransulam-methyl, 2-[(2,5-dichlorophenyl)methyl]-4 ,4-dimethyl-3-isoxazolidinone ethametsulfuron-methyl, flumetsulam, flupyrsulfuron-methyl, fluthiacet-methyl, fomesafen, imazethapyr, lenacil, mesotrione, metribuzin, metsulfuron-methyl, petoxamide, picloram, pyroxasulfone, quinclorac, rimsulfuron, S-metolachlor, sulfentrazone, thifensulfuron-methyl, triflusulfuron-methyl and tribenuron-methyl.

[0204] More preferred for better control of undesirable vegetation (e.g., lower application rates from improved efficacy, a broader spectrum of weeds controlled, or improved crop safety) or to prevent the development of resistant weeds are mixtures of a compound of the invention with a herbicide selected from the following: azimsulfuron, benzisothiazolinone, carfentrazone-ethyl, chlorimuron-ethyl, chlorsulfuron-methyl, ethametsulfuron-methyl, flupyrsulfuron-methyl, fluthiacet-methyl, metribuzin, metsulfuron-methyl, petoxamid, pyroxasulfone, rimsulfuron, sulfentrazone, thifensulfuron-methyl, triflusulfuron-methyl, and tribenuron-methyl.

[0205] Most preferred for better control of undesirable vegetation (e.g., lower application rates from improved efficacy, a broader spectrum of weeds controlled, or improved crop safety) or to prevent the development of resistant weeds are mixtures with a herbicide selected from the compounds of the present invention, carfentrazone-ethyl, or sulfentrazone.

[0206] The WG compositions according to the present disclosure may also be formulated with other suitable safeners known in the art. The safener compound is a compound effective in antagonizing crops with either Bixlozone or an optional additional herbicide, and is applied in a suitable amount, i.e., an amount that offsets to some extent the phytotoxic response of beneficial plants to the herbicide. The safener may be incorporated into the WG composition as a co-formulation added to the Bixlozone WG formulation or as a separate WG formulation that is subsequently blended with the Bixlozone WG formulation. The safener may also be in the form of a co-packaged safener intended for use with the Bixlozone WG formulation and provided together with the Bixlozone WG formulation in a separate co-packaged container. The co-packaged safener may be a solid or liquid safener. Suitable safeners for use include cloquintocet, cloquintocet-mexyl, benoxacor, dichlormid, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, isoxadifen-ethyl, mefenpyr, mefenpyr-diethyl, and oxabetrinil or their environmentally compatible salts, acids, esters, and amides.

[0207] In some embodiments, the WG composition further comprises quinoline carboxylic acid herbicides and agriculturally acceptable salts and esters thereof, cloquintocet-mexyl, cyprosulfamide, mefenpyr, mefenpyr-diethyl, and combinations thereof.

[0208] The WG composition according to the present disclosure can be used in the presence of useful plants such as corn, soybean, pea, common bean, sunflower, rapeseed, sugarcane, cassava, pumpkin, potato, vegetables, and tobacco for the selective control of grasses and annual and perennial harmful monocotyledonous and dicotyledonous plants. Also included within the scope of the present invention is the control of such harmful plants found among transgenic useful plants or among useful plants selected by classical means to be resistant to bixlozone. Similarly, the WG composition can be used to control undesirable harmful plants in plantation crops.

[0209] Without further elaboration, it is believed that one skilled in the art using the preceding description can utilize the present invention to its fullest extent. Accordingly, the following examples are to be construed as merely illustrative and not limiting of the disclosure in any way. [Example]

[0210] Example 1. Preparation method of the present invention. The preparation method of the present invention according to the present disclosure is carried out as follows: By this method, the water-dispersible granule composition of Table 1 is produced.

[0211] First, all components of the composition are mixed and air-milled to produce a mixture with a median particle size of 5-8 micrometers. Next, water is added to the mixture over approximately 1 minute. The wet mixture is stirred for an additional 3 minutes. The wet mixture is then fed into a paste extruder equipped with a 1 mm dome. Finally, the wet extrudate is dried in a fluidized bed with an inlet temperature of 60-65°C for approximately 10-12 minutes to produce the water-dispersible granules shown in Table 1, which have a moisture content of approximately <1.5%.

[0212] Example 2. Composition of the present invention. This example includes several commercially available materials. These materials are available from several different suppliers. For example, Bixrozone is available from FMC; benzenesulfonic acid, dodecyl-branched, sodium salt is available from Solvay; copolymer of maleic anhydride and diisobutylene, sodium salt, and 5-10% sodium dodecylbenzenesulfonate is available from Solvay; sulfonated aromatic condensate, sodium salt is available from Nouryon; sodium tallow fatty acid is available from BASF; amorphous silica is available from PPG; and kaolin clay is available from Imerys. The exemplary trade names listed in Table 1 are for reference only and are not intended to be limiting.

[0213] An inventive composition according to the present disclosure is shown in Table 1. The composition did not settle during storage and therefore did not require mixing or shaking to resuspend any settled material prior to use. The composition also did not leave a residue when poured from the container.

[0214] [Table 2]

Claims

1. A water-dispersible granular composition, (i) a bicrosone in an amount of more than 50% by weight to approximately 90% by weight, (ii) Approximately 0.01% to 5% by weight of a wetting agent, (iii) Approximately 1% to 20% by weight of a dispersant, (iv) A water-dispersible granular composition comprising a carrier in an amount of approximately 1% to approximately 20% by weight.

2. The aqueous dispersible granular composition according to claim 1, wherein the wetting agent is selected from alkaline earth salts or ammonium salts of sulfonates, alkylaryl sulfonates, dodecyl- and tridecylbenzene sulfonates, sodium dodecylbenzenesulfonate, and combinations thereof.

3. The aqueous dispersible granular composition according to claim 2, wherein the dispersant is selected from sodium polycarboxylate, a copolymer of maleic anhydride and sodium diisobutylene salt, sodium dodecylbenzenesulfonate, sulfonated aromatic condensates, alkylnaphthalene sulfonates, lignosulfonate dispersants, and combinations thereof.

4. The aqueous dispersible granular composition according to claim 3, wherein the dispersant comprises a combination of at least two dispersants.

5. The aqueous dispersible granular composition according to claim 4, wherein the carrier is selected from mineral soil, clay, kaolin clay, and combinations thereof.

6. The water-dispersible granular composition according to claim 5, further comprising an antifoaming agent.

7. The water-dispersible granular composition according to claim 6, further comprising about 0.01% to about 5% by weight of an antifoaming agent.

8. The water-dispersible granular composition according to claim 7, wherein the defoaming agent is selected from silicone, long-chain alcohol, fatty acid, salt of fatty acid, sodium tallowate, and combinations thereof.

9. The aqueous dispersible granular composition according to claim 8, further comprising a flow aid.

10. The water-dispersible granular composition according to claim 8, further comprising about 0.01% to about 5% by weight of a flow aid.

11. The water-dispersible granular composition according to claim 8, further comprising a flow aid selected from silicate, silica gel, amorphous silica, silica, and combinations thereof.

12. (i) Approximately 65% ​​to 80% by weight of vixrozone, (ii) Approximately 0.1% to 2% by weight of a wetting agent, (iii) Approximately 10% to 15% by weight of a dispersant, (iv) A carrier comprising approximately 5% to 15% by weight, (v) an antifoaming agent in an amount of approximately 0.1% to 2% by weight, (vi) The water-dispersible granular composition according to claim 9, comprising about 0.1% to about 5% by weight of a flow aid.

13. (i) Approximately 72% to 77% by weight of vixrozone, (ii) Approximately 0.1% to 2% by weight of a wetting agent, (iii) Approximately 10% to 15% by weight of a dispersant, (iv) A carrier comprising approximately 5% to 15% by weight, (v) an antifoaming agent in an amount of approximately 0.1% to 2% by weight, (vi) The water-dispersible granular composition according to claim 9, comprising about 0.1% to about 5% by weight of a flow aid.

14. (i) Approximately 75% by weight of vixrozone, (ii) Approximately 1% by weight of a wetting agent, (iii) Approximately 12% by weight of a dispersant, (iv) A carrier of approximately 9% by weight, (v) Approximately 1% by weight of an antifoaming agent, (vi) The water-dispersible granular composition according to claim 9, comprising about 2% by weight of a flow aid.

15. A method for preparing a water-dispersible granular composition, wherein the method is I) (i) Bixrozon, (ii) Wetting agent, (iii) Dispersant, and (iv) carrier Forming a mixture containing, II) A method comprising granulating the mixture.

16. The method according to claim 15, wherein the mixture further comprises an antifoaming agent.

17. The method according to claim 15, wherein the mixture further comprises a flow aid.

18. The method according to claim 17, wherein the step of granulating the mixture is performed using a technique selected from paste extrusion, bread granulation, fluidized bed granulation, and a combination thereof.

19. A method for controlling undesirable vegetation, wherein the method is I) Forming a mixture by dissolving a water-dispersible granular composition in water. The mixture is (i) a bicrosone in an amount of more than 50% by weight to approximately 90% by weight, (ii) Approximately 0.01% to 5% by weight of a wetting agent, (iii) Approximately 1% to 20% by weight of a dispersant, (iv) To form a mixture containing a carrier in an amount of approximately 1% to approximately 20% by weight, II) A method comprising applying the mixture to the undesirable vegetation or the location thereof, or applying it to the soil or water to prevent the sprouting or growth of the undesirable vegetation.

20. The method according to claim 19, wherein the mixture further comprises an antifoaming agent.