Dichloro clomazone water dispersible granule composition

Abstract

Described herein are water dispersible granule (WG) compositions comprising dichloro clomazone. Methods of making these compositions are also described herein. Also described herein are methods for controlling undesirable vegetation with these compositions.

Description

Technical Field

[0001] This disclosure describes water-dispersible granule (WG) compositions comprising clomazone. Also described herein are methods for preparing these compositions. Also described herein are methods for controlling undesired vegetation with these compositions. Background Art

[0002] Liquid suspension concentrate (SC) compositions tend to cause the dispersed solids to settle due to gravity during storage. These compositions need to be mixed and / or shaken before use to resuspend the settled material. In addition, SC compositions tend to leave a residue of about 3% - 5% when poured out of 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 to be applied after disintegration and dispersion in water), do not share the settling, residue, safety, or cleanup issues of SC compositions. Thus, they have many advantages over SC compositions.

[0004] Effective WG compositions depend on the type and amount of the active ingredient and other components. However, effective WG compositions are generally difficult to predict and formulate. As an example, conventional WG compositions containing a large amount of clomazone have not been formulated.

[0005] It has surprisingly been found herein WG compositions containing a large amount of clomazone. These compositions overcome the limitations of past SC compositions and WG compositions containing a small amount of clomazone. Summary of the Invention

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

[0007] In another embodiment, the present disclosure relates to a method for preparing a water-dispersible granule composition, the method comprising: I) forming a mixture comprising: (i) clomazone; (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 relates to a method for controlling undesired vegetation, the method comprising: I) forming a mixture by dissolving a water-dispersible granule composition comprising: (i) greater than 50 wt% to about 90 wt% of clomazone; (ii) about 0.01 wt% to about 5 wt% of a wetting agent; (iii) about 1 wt% to about 20 wt% of a dispersing agent; (iv) about 1 wt% to about 20 wt% of a carrier; and II) applying the mixture to the undesired vegetation or its locus or applying the mixture to soil or water to prevent emergence or growth of the undesired vegetation. Detailed Description

[0009] This written description uses examples to illustrate the present disclosure, including the best mode, and also enables any person skilled in the art to practice the present disclosure, including making and using any composition or system and performing any incorporated method. The patentable scope of the present 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 are not different from the literal language of the claims, or if they include equivalent elements that are not materially different 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 other variation thereof, are intended to cover a non-exclusive inclusion, subject to any limitations explicitly recited. For example, a composition, mixture, process, or method that comprises a list of elements is not necessarily limited to only those elements, but may include other elements not expressly listed or other elements inherent to such composition, mixture, process, or method.

[0011] The transitional phrase “consisting of” excludes any unrecited element, step, or ingredient. If used in a claim, this phrase renders the claim closed, excluding materials other than those recited, except for impurities ordinarily associated therewith. When the phrase “consisting of” appears in a clause of the claim body rather than immediately following the preamble, the phrase limits only the elements set forth in that clause; as a whole, the claim does not exclude other elements.

[0012] The connective "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 do not materially affect the basic and novel characteristics of the claimed invention. The term "consisting essentially of" lies between "comprising" and "consisting of".

[0013] When an invention or a part thereof is defined by an open - ended term such as "comprising" (unless otherwise specified), it should be understood that the description is also to be interpreted as using the terms "consisting essentially of" or "consisting of" to describe such an invention.

[0014] In addition, unless explicitly stated to the contrary, "or" means inclusive or rather than exclusive or. For example, the condition A or B is satisfied by any one of the following: A is true (or present) and B is false (or absent), A is false (or absent) and B is true (or present), and both A and B are true (or present).

[0015] Also, the indefinite articles "a" and "an" before an element or component of the present invention are intended to be non - restrictive with respect to the number of instances (i.e., occurrences) of that element or component. Thus, "a" or "an" should be understood to include one or at least one, and the singular word form of an element or component also includes the plural, unless the number clearly means the singular.

[0016] As used herein, the term "about" provides an estimate of a value relevant to the claimed invention, depending on the context in which it is used, where such estimate is reasonable when considered in conjunction with the description of the present invention and taking into account information known from publicly available information, as such information would be understood or interpreted by a person of ordinary skill in the art. Generally, the term "about" as used herein means that the estimate will fall within plus or minus 10% of the relevant value. Clomazone is a herbicide recently introduced by FMC Corporation, and its CAS name is 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone. For convenience, clomazone is commercially sold as (as a formulated material) "Overwatch", and is also known as "DCPMI", "F9600", "2,4-DC", and "dichloroclomazone". As used herein, the term "clomazone" means a composition comprising at least 90% by weight of pure 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolinone. In one embodiment, the clomazone can be industrial grade clomazone, where the purity ranges from 90% to 95% by weight. In another embodiment, the clomazone can be a composition comprising greater than 95% by weight of pure 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolinone. The term "pure clomazone" means 100% pure 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolinone.

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

[0018] The embodiments of this disclosure can be combined in any way.

[0019] Embodiment examples of the compositions of this disclosure include:

[0020] Embodiment A1. A composition as described in the Summary of the Invention, wherein component (i) is at least about 55 wt% clomazone.

[0021] Embodiment A2. The composition as described in Embodiment A1, wherein component (i) is at least about 60 wt% clomazone.

[0022] Embodiment A3. The composition as described in Embodiment A2, wherein component (i) is at least about 65 wt% clomazone.

[0023] Embodiment A4. The composition as described in Embodiment A3, wherein component (i) is at least about 70 wt% clomazone.

[0024] Example A5. The composition according to Example A4, wherein component (i) is at least about 72 wt% of clomazone.

[0025] Example A6. The composition according to Example A5, wherein component (i) is at least about 75 wt% of clomazone.

[0026] Example A7. The composition according to Example A6, wherein component (i) is at least about 80 wt% of clomazone.

[0027] Example A8. The composition according to Example A7, wherein component (i) is at least about 85 wt% of clomazone.

[0028] Example A9. The composition according to the Summary of the Invention, wherein component (i) is not more than about 85 wt% of clomazone.

[0029] Example A10. The composition according to Example A9, wherein component (i) is not more than about 80 wt% of clomazone.

[0030] Example A11. The composition according to Example A10, wherein component (i) is not more than about 77 wt% of clomazone.

[0031] Example A12. The composition according to the Summary of the Invention, wherein component (i) is about 75 wt% of clomazone.

[0032] Example B1. The composition according to the Summary of the Invention, wherein component (ii) is at least about 0.1 wt% of a wetting agent.

[0033] Example B2. The composition according to Example B1, wherein component (ii) is at least about 0.5 wt% of a wetting agent.

[0034] Example B3. The composition according to Example B2, wherein component (ii) is at least about 1 wt% of a wetting agent.

[0035] Example B4. The composition according to the Summary of the Invention, wherein component (ii) is not more than about 4 wt% of a wetting agent.

[0036] Example B5. The composition according to Example B4, wherein component (ii) is not more than about 3 wt% of a wetting agent.

[0037] Example B6. The composition according to Example B5, wherein component (ii) is not more than about 2 wt% of a wetting agent.

[0038] Example B7. The composition according to the Summary of the Invention, wherein component (ii) is about 1 wt% of a wetting agent.

[0039] Example B8. The composition as described in the Summary of the Invention, wherein the wetting agent is selected from alkaline earth metal salts or ammonium salts of sulfonates, alkyl aryl sulfonates, sulfonates of dodecylbenzene and tridecylbenzene, sodium dodecylbenzenesulfonate, and combinations thereof.

[0040] Example B9. The composition as described in Example B8, wherein the wetting agent is sodium dodecylbenzenesulfonate.

[0041] Example C1. The composition as described in the Summary of the Invention, wherein component (iii) is at least about 2 wt% of a dispersant.

[0042] Example C2. The composition as described in Example C1, wherein component (iii) is at least about 3 wt% of a dispersant.

[0043] Example C4. The composition as described in Example C5, wherein component (iii) is at least about 4 wt% of a dispersant.

[0044] Example C5. The composition as described in Example C4, wherein component (iii) is at least about 5 wt% of a dispersant.

[0045] Example C6. The composition as described in Example C5, wherein component (iii) is at least about 6 wt% of a dispersant.

[0046] Example C7. The composition as described in Example C6, wherein component (iii) is at least about 7 wt% of a dispersant.

[0047] Example C8. The composition as described in Example C7, wherein component (iii) is at least about 8 wt% of a dispersant.

[0048] Example C9. The composition as described in Example C8, wherein component (iii) is at least about 9 wt% of a dispersant.

[0049] Example C10. The composition as described in Example C9, wherein component (iii) is at least about 10 wt% of a dispersant.

[0050] Example C11. The composition as described in Example C10, wherein component (iii) is at least about 11 wt% of a dispersant.

[0051] Example C12. The composition as described in Example C11, wherein component (iii) is at least about 12 wt% of a dispersant.

[0052] Example C13. The composition as described in the Summary of the Invention, wherein component (iii) is no more than about 19 wt% of a dispersant.

[0053] Example C14. The composition according to Example C13, wherein component (iii) is a dispersant not exceeding about 18 wt%.

[0054] Example C15. The composition according to Example C14, wherein component (iii) is a dispersant not exceeding about 17 wt%.

[0055] Example C16. The composition according to Example C15, wherein component (iii) is a dispersant not exceeding about 16 wt%.

[0056] Example C17. The composition according to Example C16, wherein component (iii) is a dispersant not exceeding about 15 wt%.

[0057] Example C18. The composition according to Example C17, wherein component (iii) is a dispersant not exceeding about 14 wt%.

[0058] Example C19. The composition according to Example C18, wherein component (iii) is a dispersant not exceeding about 13 wt%.

[0059] Example C20. The composition according to the Summary of the Invention, wherein component (iii) is a dispersant of about 12 wt%.

[0060] Example C21. The composition according to the Summary of the Invention, wherein component (iii) is a combination of dispersants.

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

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

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

[0064] Example C25. The composition according to the Summary of the Invention, wherein component (iii) is a dispersant selected from the group consisting of sodium polycarboxylate, copolymer sodium salt of maleic anhydride and diisobutene, sodium dodecylbenzenesulfonate, sulfonated aromatic condensate, alkylnaphthalenesulfonate, lignosulfonate dispersant, and combinations thereof.

[0065] Example C26. The composition according to Example C25, wherein component (iii) is a combination of copolymer sodium salt of maleic anhydride and diisobutene, sodium dodecylbenzenesulfonate, and sulfonated aromatic condensate.

[0066] Example D1. The composition as described in the Summary of the Invention, wherein component (iv) is at least about 2 wt% of the carrier.

[0067] Example D2. The composition as described in Example D1, wherein component (iv) is at least about 3 wt% of the carrier.

[0068] Example D3. The composition as described in Example D2, wherein component (iv) is at least about 4 wt% of the carrier.

[0069] Example D4. The composition as described in Example D3, wherein component (iv) is at least about 5 wt% of the carrier.

[0070] Example D5. The composition as described in Example D4, wherein component (iv) is at least about 6 wt% of the carrier.

[0071] Example D6. The composition as described in Example D5, wherein component (iv) is at least about 7 wt% of the carrier.

[0072] Example D7. The composition as described in Example D6, wherein component (iv) is at least about 8 wt% of the carrier.

[0073] Example D8. The composition as described in Example D7, wherein component (iv) is at least about 9 wt% of the carrier.

[0074] Example D9. The composition as described in the Summary of the Invention, wherein component (iv) is no more than about 19 wt% of the carrier.

[0075] Example D10. The composition as described in Example D9, wherein component (iv) is no more than about 18 wt% of the carrier.

[0076] Example D11. The composition as described in Example D10, wherein component (iv) is no more than about 17 wt% of the carrier.

[0077] Example D12. The composition as described in Example D11, wherein component (iv) is no more than about 16 wt% of the carrier.

[0078] Example D13. The composition as described in Example D12, wherein component (iv) is no more than about 15 wt% of the carrier.

[0079] Example D14. The composition as described in Example D13, wherein component (iv) is no more than about 14 wt% of the carrier.

[0080] Example D15. The composition as described in Example D14, wherein component (iv) is no more than about 13 wt% of the carrier.

[0081] Example D16. The composition according to Example D15, wherein component (iv) is a carrier of not more than about 12 wt%.

[0082] Example D17. The composition according to Example D16, wherein component (iv) is a carrier of not more than about 11 wt%.

[0083] Example D18. The composition according to Example D17, wherein component (iv) is a carrier of not more than about 10 wt%.

[0084] Example D19. The composition according to the Summary of the Invention, wherein component (iv) is a carrier of about 9 wt%.

[0085] Example D20. The composition according to the Summary of the Invention, wherein component (iv) is a carrier selected from the group consisting of: mineral earth, clay, kaolin, and combinations thereof.

[0086] Example D21. The composition according to Example D20, wherein component (iv) is kaolin.

[0087] Example E1. The composition according to the Summary of the Invention, which further comprises an antifoaming agent.

[0088] Example E2. The composition according to Example E1, wherein the antifoaming agent is present in an amount of about 0.01 wt% to about 5 wt%.

[0089] Example E3. The composition according to Example E2, wherein the antifoaming agent is present in an amount of at least about 0.1 wt%.

[0090] Example E4. The composition according to Example E3, wherein the antifoaming agent is present in an amount of at least about 0.5 wt%.

[0091] Example E5. The composition according to Example E4, wherein the antifoaming agent is present in an amount of at least about 1 wt%.

[0092] Example E6. The composition according to Example E2, wherein the antifoaming agent is present in an amount of not more than about 4 wt%.

[0093] Example E7. The composition according to Example E6, wherein the antifoaming agent is present in an amount of not more than about 3 wt%.

[0094] Example E8. The composition according to Example E7, wherein the antifoaming agent is present in an amount of not more than about 2 wt%.

[0095] Example E9. The composition according to Example E2, wherein the antifoaming agent is present in an amount of about 1 wt%.

[0096] Example E10. The composition as described in Example E1, wherein the defoamer is selected from silicone, long-chain alcohol, fatty acid, fatty acid salt, sodium tallowate, and combinations thereof.

[0097] Example E11. The composition as described in Example E10, wherein the defoamer is sodium tallowate.

[0098] Example F1. The composition as described in the Summary of the Invention, which further comprises a flow aid.

[0099] Example F2. The composition as described in Example F1, wherein the flow aid is present in an amount of from about 0.01 wt% to about 5 wt%.

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

[0101] Example F4. The composition as described in Example F3, wherein the flow aid is present in an amount of at least about 0.5 wt%.

[0102] Example F5. The composition as described in Example F4, wherein the flow aid is present in an amount of at least about 1 wt%.

[0103] Example F6. The composition as described in Example F5, wherein the flow aid is present in an amount of at least about 2 wt%.

[0104] Example F7. The composition as described in Example F2, wherein the flow aid is present in an amount of not more than about 4 wt%.

[0105] Example F8. The composition as described in Example F7, wherein the flow aid is present in an amount of not more than about 3 wt%.

[0106] Example F9. The composition as described in Example F2, wherein the flow aid is present in an amount of about 2 wt%.

[0107] Example F10. The composition as described in Example F1, wherein the flow aid is selected from silicate, silica gel, amorphous silica, silica, and combinations thereof.

[0108] Example F11. The composition as described in Example F10, wherein the flow aid is amorphous silica.

[0109] The examples of the compositions of the present disclosure can be combined in any manner. Accordingly, the following examples are to be construed as merely illustrative and in no way limit the present disclosure in any way.

[0110] Example G. The composition as described in the Summary of the Invention, which comprises: (i) about 65 wt% to about 80 wt% of clomazone; (ii) about 0.1 wt% to about 2 wt% of a wetting agent; (iii) about 10 wt% to about 15 wt% of a dispersing agent; (iv) about 5 wt% to about 15 wt% of a carrier; (v) about 0.1 wt% to about 2 wt% of an antifoaming agent; and (vi) about 0.1 wt% to about 5 wt% of a flow aid.

[0111] Example H. The composition as described in the Summary of the Invention, which consists of: (i) about 72 wt% to about 77 wt% of clomazone; (ii) about 0.1 wt% to about 2 wt% of a wetting agent; (iii) about 10 wt% to about 15 wt% of a dispersing agent; (iv) about 5 wt% to about 15 wt% of a carrier; (v) about 0.1 wt% to about 2 wt% of an antifoaming agent; and (vi) about 0.1 wt% to about 5 wt% of a flow aid.

[0112] Example I. The composition as described in the Summary of the Invention, which consists of: (i) about 75 wt% of clomazone; (ii) about 1 wt% of a wetting agent; (iii) about 12 wt% of a dispersing agent; (iv) about 9 wt% of a carrier; (v) about 1 wt% of an antifoaming agent; and (vi) about 2 wt% of a flow aid.

[0113] Example J. The composition as described in the Summary of the Invention, which consists of:

[0114]

[0115]

[0116] The examples of the compositions of the present disclosure can be combined with the examples of the preparation methods of the present disclosure in any manner. Similarly, the examples of the preparation methods of the present disclosure can be combined in any manner. Therefore, the following examples are to be construed as merely illustrative and in no way limit the present disclosure in any way.

[0117] The examples of the preparation methods of the present disclosure include:

[0118] Example K1. A method for preparing a water-dispersible granule composition as described in the Summary of the Invention, wherein the mixture further comprises an antifoaming agent as described in any one of Examples E1 - E11.

[0119] Example K2. A method for preparing a water-dispersible granule composition as described in the Summary of the Invention, wherein the mixture further comprises a flow aid as described in any one of Examples F1 - F11.

[0120] Example K3. The method for preparing a water-dispersible granule composition as described in the Summary of the Invention, wherein the method step of granulating the mixture is carried out by a technique selected from paste extrusion, pan granulation, fluidized bed granulation, and combinations thereof.

[0121] Example K4. The method for preparing a water-dispersible granule composition as described in Example K3, wherein the method step of granulating the mixture is carried out by paste extrusion.

[0122] Example K5. The method for preparing a water-dispersible granule composition as described in Example K3, wherein the method step of granulating the mixture is carried out by pan granulation.

[0123] Example K6. The method for preparing a water-dispersible granule composition as described in Example K3, wherein the method step of granulating the mixture is carried out by fluidized bed granulation.

[0124] Example L. The method for preparing a water-dispersible granule composition as described in the Summary of the Invention, the method comprising: I) mixing the active ingredient and other ingredients and jet milling to produce a mixture having a median particle size of 5 - 8 microns; II) adding water to the mixture over about one minute and stirring the wetted mixture for an additional 3 minutes; III) feeding the wetted mixture into a paste extruder equipped with a 1 mm dome; and IV) drying the wetted extrudate in a fluidized bed at an inlet temperature of 60°C - 65°C for about 10 - 12 minutes to provide a water-dispersible granule having a water content of about <1.5%.

[0125] The composition examples of the present disclosure can be combined with the method examples of the present disclosure for controlling undesired vegetation in any manner. Similarly, the preparation method examples of the present disclosure can be combined with the method examples of the present disclosure for controlling undesired vegetation in any manner. Similarly, the method examples of the present disclosure for controlling undesired vegetation can be combined in any manner. Accordingly, the following examples are to be construed as merely illustrative and in no way limit the present disclosure in any way.

[0126] The method examples of the present disclosure for controlling undesired vegetation include:

[0127] Example M1. The method for controlling undesired vegetation as described in the Summary of the Invention, wherein the mixture further comprises an antifoaming agent as described in any one of Examples E1 - E11.

[0128] Example M2. The method for controlling undesired vegetation as described in the Summary of the Invention, wherein the mixture further comprises a flow aid as described in any one of Examples F1 - F11.

[0129] Example M3. The method for controlling undesired vegetation as described in the Summary of the Invention, wherein the undesired vegetation includes at least one herbicide-resistant or herbicide-tolerant weed species.

[0130] Example M4. The method for controlling undesired vegetation as described in the Summary of the Invention, wherein the undesired vegetation includes broadleaf weeds or grass weeds.

[0131] Example M5. A method for controlling undesired vegetation as described in Example M4, wherein the undesired vegetation is selected from: Abutilon theophrasti (ABUTH), Acalypha virginica (ACCVI), Alopecurus myosuroides (ALOMY), Amaranthus retroflexus (AMARE), Ambrosia artemisiifolia (AMBEL), Anagallis arvensis (ANGAR), Apera spica-venti (APESV), Arrhenatherum elatius (ARREB), Calystegia sepium (CAGSE), Capsella bursa-pastoris (CAPBP), Centaurea cyanus (CENCY), Chenopodium album (CHEAL), Chenopodium hybridum (CHEHY), Chenopodium polyspermum (CHEPO), Convolvulus arvensis (CONAR), Cynodon dactylon (CYNDA), Datura stramonium (DATST), Daucus carota (DAUCA), Descurainia sophia (DESSO), Digitaria sanguinalis (DIGSA), Echinochloa crus-galli (ECHCG), Fumaria officinalis (FUMOF), Galium aparine (GALAP), Galinsoga quadriradiata (GASCI), Geranium dissectum (GERDI), Geranium mole (GERMO), Geranium pusillum (GERPU), Hibiscus trionum (HIBTR), Lamium amplexicaule (LAMAM), Lamiumpurpureum)(LAMPU), Buglossoides arvensis)(LITAR), Lolium multiflorum)(LOLMU), Lolium perenne)(LOLPE), Matricaria chamomilla)(MATCH), Tripleurospermum inodorum)(MATIN), Mercurialis annua)(MERAN), Panicum dichotomiflorum)(PANDI), Panicum miliaceum)(PANMI), Papaver rhoeas)(PAPRH), Poa annua)(POAAN), Polygonum aviculare)(POLAV), Fallopia convolvulus)(POLCO), Persicaria hydropiper)(POLHY), Persicaria lapathifolia)(POLLA), Persicaria maculosa)(POLPE), Portulaca oleracea)(POROL), Potentilla tridentate)(PTLTR), Senecio vulgaris)(SENVU), Setaria pumila)(SETPU), Setaria viridis)(SETVI), Solanum nigrum)(SOLNI), Sorghum halepense)(SORHA), Stellaria media)(STEME), Trifolium incarnatum)(TRFIN), Veronica arvensis)(VERAR), Veronica hederifolia)(VERHE), Veronica persica)(VERPE), Viola arvensis)(VIOAR), and Xanthium strumarium)(XANST), and combinations thereof.

[0132] Example M6. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Abutilon theophrasti (ABUTH).

[0133] Example M7. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Acalypha virginica (ACCVI).

[0134] Example M8. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Alopecurus myosuroides (ALOMY).

[0135] Example M9. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Amaranthus retroflexus (AMARE).

[0136] Example M10. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Ambrosia artemisiifolia (AMBEL).

[0137] Example M11. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Anagallis arvensis (ANGAR).

[0138] Example M12. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Aristida purpurea (APESV).

[0139] Example M13. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Arrhenatherum elatius (ARREB).

[0140] Example M14. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Convolvulus arvensis (CAGSE).

[0141] Example M15. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Capsella bursa-pastoris (CAPBP).

[0142] Example M16. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Centaurea cyanus (CENCY).

[0143] Example M17. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Chenopodium album (CHEAL).

[0144] Example M18. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Chenopodium hybridum (CHEHY).

[0145] Example M19. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Chenopodium polyspermum (CHEPO).

[0146] Example M20. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Convolvulus arvensis (CONAR).

[0147] Example M21. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Cynodon dactylon (CYNDA).

[0148] Example M22. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Datura stramonium (DATST).

[0149] Example M23. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Daucus carota (DAUCA).

[0150] Example M24. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Descurainia sophia (DESSO).

[0151] Example M25. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Digitaria sanguinalis (DIGSA).

[0152] Example M26. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Echinochloa crusgalli (ECHCG).

[0153] Example M27. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Fumaria officinalis (FUMOF).

[0154] Example M28. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Galium aparine (GALAP).

[0155] Example M29. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Galinsoga ciliata (GASCI).

[0156] Example M30. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Geranium dissectum (GERDI).

[0157] Example M31. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Geranium molle (GERMO).

[0158] Example M32. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Geranium pusillum (GERPU).

[0159] Example M33. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Hibiscus trionum (HIBTR).

[0160] Example M34. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Lamium amplexicaule (LAMAM).

[0161] Example M35. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Lamium macranthum (LAMPU).

[0162] Example M36. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Lithospermum arvense (LITAR).

[0163] Example M37. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Lolium multiflorum (LOLMU).

[0164] Example M38. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Lolium perenne (LOLPE).

[0165] Example M39. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Matricaria recutita (MATCH).

[0166] Example M40. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Tripleurospermum inodorum (MATIN).

[0167] Example M41. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Mercurialis annua (MERAN).

[0168] Example M42. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Panicum dichotomiflorum (PANDI).

[0169] Example M43. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Panicum miliaceum (PANMI).

[0170] Example M44. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Papaver rhoeas (PAPRH).

[0171] Example M45. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Poa annua (POA AN).

[0172] Example M46. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Polygonum aviculare (POL AV).

[0173] Example M47. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Polygonum convolvulus (POL CO).

[0174] Example M48. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Polygonum hydropiper (POL HY).

[0175] Example M49. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Polygonum lapathifolium (POL LA).

[0176] Example M50. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Polygonum persicaria (POL PE).

[0177] Example M51. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Portulaca oleracea (POR OL).

[0178] Example M52. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Potentilla acaulis (PTL TR).

[0179] Example M53. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Senecio vulgaris (SEN VU).

[0180] Example M54. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Setaria glauca (SET PU).

[0181] Example M55. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Setaria viridis (SET VI).

[0182] Example M56. A method for controlling unwanted vegetation as described in Example M5, wherein the unwanted vegetation is Solanum nigrum (SOL NI).

[0183] Example M57. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Sorghum halepense (SORHA).

[0184] Example M58. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Stellaria media (STEME).

[0185] Example M59. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Trifolium incarnatum (TRFIN).

[0186] Example M60. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Veronica arvensis (VERAR).

[0187] Example M61. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Veronica hederifolia (VERHE).

[0188] Example M62. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Veronica persica (VERPE).

[0189] Example M63. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Viola arvensis (VIOAR).

[0190] Example M64. A method for controlling undesired vegetation as described in Example M5, wherein the undesired vegetation is Xanthium strumarium (XANST).

[0191] Example M65. A method for controlling undesired vegetation as described in the Summary of the Invention, wherein the water-dispersible granule composition is applied at a stage selected from: pre-emergence, post-emergence, and combinations thereof.

[0192] Example M66. A method for controlling undesired vegetation as described in Example M65, wherein the water-dispersible granule composition is applied pre-emergence.

[0193] Example M67. A method for controlling undesired vegetation as described in Example M65, wherein the water-dispersible granule composition is applied post-emergence.

[0194] Example M68. A method for controlling undesired vegetation as described in Example M65, wherein the water-dispersible granule composition is applied pre-emergence and post-emergence.

[0195] Example M69. A method for controlling unwanted vegetation as described in Example M4, wherein the unwanted vegetation is selected from: annual bluegrass, rigid ryegrass (Lolium rigidum), ball medic (Medicago spp.), wall barley (Hordeum murinum), bedstraw (Galium tricornutum), Commelina bengalensis, Bifora testiculata, Medicago lupulina, Solanum nigrum, Brachiaria platyphylla, brome (Bromus spp.), Canada thistle, Capeweed (Arctotheca calendula), downy brome, chickweed (Stellaria media), cocklebur (Xanthium pensylvanicum), ragweed, Papaver rhoeas, Emex australis, field pansy, horseweed (Conyza bonariensis), green foxtail, fumitory (Fumaria spp.), goosegrass, yellow foxtail, goosefoot, Bidens pilosa, herbicide-resistant Medicago lupulina, Canada fleabane, Sisymbrium orientale, Italian ryegrass, cudweed (Gnaphalium luteoalbum), jimsonweed, Johnsongrass (Sorghum halepense), large crabgrass, Lythrum hyssopifolia, lesser canarygrass, morning glory, Echium plantagineum, Polygonum pensylvanicum, Phalaris paradoxa, wild potato, wild lettuce (Lactuca serriola), Sida acuta, Elytrigia repens, Modiola caroliniana, redroot amaranth, Papaver hybridum, serradella, shatter cane, shepherd's purse, Aristida adscensionis, Vulpia bromoides, common sowthistle (Sonchus oleraceus), subterranean clover (Trifolium spp.), sunflower (as a weed in potatoes), volunteer chickpea, broad bean, purple-flowered pea, lentil, lupin and wild pea, Polygonum convolvulus, wild mustard (Brassica kaber), wild oats (Avena fatua), wild poinsettia, wild radish (Raphanus raphanistrum), wild turnip (Rapistrum rugosum,Brassicatournefortii), Polygonum aviculare, Setaria glauca, Cyperus esculentus.,

[0196] Example M70. The method according to Example M69, wherein the undesired vegetation is selected from: Raphanus raphanistrum, Abutilon theophrasti, Datura stramonium, Xanthium sibiricum and Bidens pilosa L..

[0197] Example M71. The method according to Example M70, wherein the undesired vegetation is Raphanus raphanistrum.

[0198] Generally, the WG composition according to the present disclosure comprises an effective amount of clomazone. An effective amount of clomazone is any amount capable of combating harmful plants. The effectiveness of the WG composition used in the method for controlling harmful plants will depend on various factors such as the application pattern, the harmful plants to be combated, the useful plants to be protected, the application time, etc. Those skilled in the art can easily determine the method of using the effective composition using well-known principles.

[0199] In some embodiments, clomazone is used in an amount of 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 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 to 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 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 application rates may also provide adequate control.

[0200] The application rate of the WG composition will vary depending on primary conditions such as the target weed, degree of infestation, weather conditions, soil conditions, crop type, application pattern, and time of application.

[0201] The WG compositions according to the present disclosure can be formulated with additional suitable formulation components known in the art. As non-limiting examples, the WG compositions according to the present disclosure can be formulated using known adjuvants, auxiliaries, diluents, solvents, dispersants, surfactants, protective colloids, thickeners, penetrants, stabilizers, chelating agents, anti-caking agents, colorants, pigments, corrosion inhibitors, biocides, defoamers, antifreeze agents, rheology modifiers, and combinations thereof.

[0202] The WG compositions according to the present disclosure can also be formulated with additional suitable herbicides known in the art. If it is desired to broaden the control spectrum or prevent the build-up of resistance, then additional herbicides can be utilized.

[0203] Examples of additional herbicides are: acetochlor, acifluorfen and its sodium salt, acibenzolar, acrolein (2-propenal), alachlor, alloxydim, ametryn, amicarbazone, amidosulfuron, aminocyclopyrachlor and its esters (e.g., methyl, ethyl) and salts (e.g., sodium, potassium), aminopyralid, aminotriazole, ammonium sulfamate, anilofos, asulam, atrazine, azimsulfuron, butafenacil, butafenacil-enol, bentazone, bicyclopyrone, bromobutide, bromofenoxim, bromoxynil, bromoxynil octanoate, butachlor, butafenacil, butamifos, butralin, butroxydim, butylate, benzofenap, carbetamide, carfentrazone-ethyl, catechin, chloromethoxynil, chloramben, chloridazon, chlorimuron-ethyl, chlortoluron, chlorpropham, chlorsulfuron, chlorophthalim, cinmethylin, cinidon-ethyl, clethodim, clodinafop-propargyl, clomazone, pyributicarb, clopyralid, clopyralid ethanolamine, cloransulam-methyl, cumyluron, cyanazine, cycloate, cyclosulfamuron, cyclohexenone, cyhalofop-butyl, cyclopyrimorate, cyperquat, cyprodinil, cyproflanilide, cyprosulfuron, desmedipham, diallate, diflufenican, diflufenzopyr, dimefuron, dimepiperate, dimethachlor, dimethametryn, dimethipin, dimethoate, diquat, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyr, diuron, DNOC, diphenamid, EPTC, flucarbazone-sodium, flufenacet, flumetsulam, flumiclorac-pentyl, flumioxazin, flumipropyn, flumetsulam, flufenpyr-ethyl, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet-methyl, fluthiamide, fluthiamide-P, fluthianetin, disulfoton, diuron, dithiopyPhosphonamidate, glufosinate, glufosinate-ammonium, L-glufosinate-ammonium, quizalofop-P, glyphosate and its salts such as ammonium, isopropylammonium, potassium, sodium (including sesquisodium) and trimethylsulfonium (alternatively called phosphinothricin), fluroxypyr, fluroxypyr-methyl, halosulfuron-methyl, fluazifop-P, fluazifop-P-butyl, hexazinone, haldanetocin, isoxaben, imazamethabenz-methyl, imazapic, imazapyr, imazaquin, imazaquin-ammonium, imazethapyr, imazethapyr-ammonium, pyrazosulfuron-ethyl, indanofan, triaziflam, picloram, iodosulfuron-methyl-sodium, iodosulfuron-methyl, ioxynil, ioxynil octanoate, ioxynil sodium, metobenzuron, isopropyl triazopyr, isoproturon, isoxuron, isoxaben, isoxaflutole, isoxachlortole, lactofen, mesotrione, lenacil, linuron, maleic hydrazide, MCPA and its salts (e.g., MCPA-dimethylammonium, MCPA-potassium and MCPA-sodium), esters (e.g., MCPA-2-ethylhexyl ester, MCPA-butoxyethyl ester) and thioesters (e.g., MCPA-ethyl thioester), MCPB and its salts (e.g., MCPB-sodium) and esters (e.g., MCPB-ethyl ester), 2-methyl-4-chlorophenoxypropionic acid, quizalofop-P-ethyl, pretilachlor, florasulam, mesosulfuron-methyl, tolprocarb, pinoxaden, benzobicyclon, metamifop, pyrazolamide, pyrazosulfuron-ethyl, tolclofos-methyl, methylarsonic acid and its calcium salts, monoammonium salts, monosodium salts and disodium salts, methabenzthiazuron, methobenzuron, bromacil, metolachlor, S-metolachlor, metosulam, metoxuron, metproxybicyclone, terbutryn, terbuthylazine, propachlor, propanil, oxyfluorfen, paraquat dichloride, pebulate, pelargonic acid, pendimethalin, penoxsulam, mefenacet, pentoxazone, fluthiacet-methyl, pethoxamid, pethoxyamid, bifenox, picloram, picloram potassium, flufenpyr-ethyl, pinoxaden, piperophos, pretilachlor, flupyrsulfuron-methyl-sodium, profluazol, cycloxydim, prometon, prometryn, propachlor, propanil, oxaziclomefone, prosulfuron, pyraclonil, pyraflufen-ethyl, pyrazogyl, pyrazolynate, pyrazosulfuron-ethyl, pyriftalid, pyribenzoxim, pyribenzoxim sodium, sulfentrazone, mesosulfuron-methyl, quinclorac, quinmerac, azaconazole, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, rimisoxafen, sulfosulfuron, pyribenzoxim, sethoxydim, lenacil, simazine, simetryn, sulcotrioneSulfentrazone, Sulfometuron methyl, Sulfosulfuron, 2,3,6-TBA, TCA, TCA-sodium, Butachlor, Terbacil, Teffuryltrione, Mesotrione, Desmedipham, Terbacil, Terbumeton, Terbuthylazine, Prometryn, Pyraflufen-ethyl, Metobenzuron, Thiazopyr, Thifensulfuron-methyl, Thiobencarb, Butafenacil, EPTC, Pyraclonil (tolpyralate), Pyrazolynate, Oxadiargyl, Triallate, Flucarbazone-sodium, Ethoxysulfuron, Flufenetron, Tribenuron-methyl, Picloram, Triclopyr, Picloram triethylammonium, Tridiphane, Simazine, Trifloxysulfuron, Triflurazin, Trifluralin, Flazasulfuron, Triazofenamide, Triflusulfuron-methyl, EPTC, 3-(2-chloro-3,6-difluorophenyl)-4-hydroxy-1-methyl-1,5-naphthyridin-2(1H)-one, 6-chloro-4-(2,7-dimethyl-1-naphthyl)-5-hydroxy-2-methyl-3(2H)-pyridazinone, 5-chloro-3-[(2-hydroxy-6-oxocyclohex-1-en-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-dichloropyridin-4-yl)-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-methylthiophen-2-yl)isoxazole (the foregoing is methioxolin), 4-(4-fluorophenyl)-6-[(2-hydroxy-6-oxocyclohex-1-en-1-yl)carbonyl]-2-methyl-1,2,4-triazine-3,5(2H,4H)-dione, methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylate, 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 also 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.

[0204] Preferably for better control of undesired vegetation (e.g., lower usage rates due to enhanced effects, broader spectrum weed control, or enhanced crop safety) or for preventing the development of resistant weeds is a mixture of a compound of the invention with a herbicide selected from: atrazine, azimsulfuron, S - flufenacet, benzisothiazolinone, carfentrazone - ethyl, chlorimuron - ethyl, chlorsulfuron - methyl, clomazone, clopyralid potassium, cloransulam - methyl, 2 - [(2,5 - dichlorophenyl)methyl] - 4,4 - dimethyl - 3 - isoxazolidinone, ethoxysulfuron, flumetsulam, flupyrsulfuron - methyl - sodium, fluthiacet - methyl, fomesafen, imazethapyr, lenacil, mesotrione, metribuzin, metsulfuron - methyl, napropamide, picloram, pyroxasulfone, quinclorac, sulfosulfuron, S - metolachlor, sulfentrazone, thifensulfuron - methyl, triflusulfuron - methyl, and tribenuron - methyl.

[0205] More preferably for better control of undesired vegetation (e.g., lower usage rates due to enhanced effects, broader spectrum weed control, or enhanced crop safety) or for preventing the development of resistant weeds is a mixture of a compound of the invention with a herbicide selected from: azimsulfuron, benzisothiazolinone, carfentrazone - ethyl, chlorimuron - ethyl, chlorsulfuron - methyl, ethoxysulfuron, flumetsulam, flupyrsulfuron - methyl - sodium, metribuzin, metsulfuron - methyl, napropamide, pyroxasulfone, sulfosulfuron, sulfentrazone, thifensulfuron - methyl, triflusulfuron - methyl, and tribenuron - methyl.

[0206] Most preferably for better control of undesired vegetation (e.g., lower usage rates due to enhanced effects, broader spectrum weed control, or enhanced crop safety) or for preventing the development of resistant weeds is a mixture of a compound of the invention with a herbicide selected from carfentrazone - ethyl or sulfentrazone.

[0207] The WG compositions according to the present disclosure can also be formulated with additional suitable safeners known in the art. A safener compound is a compound that effectively antagonizes the action of clomazone or any one of the optional one or more additional herbicides on crops and is applied in a suitable amount (i.e., an amount that offsets to some extent the phytotoxic response of useful plants to one or more herbicides). The safener can be appropriately incorporated into the WG composition as a co-formulation added to the clomazone WG formulation of the present invention or as a separate WG formulation subsequently blended with the clomazone WG formulation of the present invention. The safener can also be in the form of a co-packaged safener, which is intended to be used with the clomazone WG formulation of the present invention and is provided in a separate co-packaged container together with the clomazone WG formulation of the present invention. The co-packaged safener can be a solid safener or a liquid safener. Suitable safeners for use include cloquintocet-mexyl, cloquintocet, mefenpyr-diethyl, dichlormid, oxabetrinil, cyometrinil, benoxacor, flurazole, isoxadifen-ethyl, isoxadifen, furilazole, pyraclonil, pyraclonil-methyl, and dichlone or environmentally compatible salts, "acids", esters, and amides thereof.

[0208] In some embodiments, the WG composition further comprises a safener selected from quinoline carboxylic acid herbicides and agriculturally acceptable salts and esters thereof, cloquintocet, cyprosulfamide, pyraclonil, pyraclonil-methyl, and combinations thereof.

[0209] The WG compositions according to the present disclosure can be used for the selective control of grasses and annual and perennial monocotyledonous and dicotyledonous harmful plants in the presence of useful plants such as maize, soybean, pea, bean, sunflower, rape, sugarcane, cassava, pumpkin, potato, vegetables, and tobacco. The control of such harmful plants found in transgenic useful plants or useful plants selected by classical means and resistant to clomazone is also within the scope of the present invention. Similarly, the WG compositions can be used to control unwanted harmful plants in planted crops.

[0210] Without further elaboration, it is believed that those skilled in the art can make the most of the present invention using the foregoing description. Accordingly, the following examples are to be construed as merely illustrative and in no way limiting of the present disclosure.

[0211] Example

[0212] Example 1. Preparation method of the present invention.

[0213] The preparation method of the present invention according to the present disclosure is carried out as follows. This method produces the water-dispersible granule composition of Table 1.

[0214] First, all the ingredients of the composition are mixed and air-milled to produce a mixture with a median particle size of 5 - 8 microns. Next, water is added to the mixture over about one minute. The wetted mixture is stirred for an additional 3 minutes. Then the wetted mixture is fed into a paste extruder equipped with a 1 mm dome. Finally, the wet extrudate is dried in a fluidized bed at an inlet temperature of 60 °C - 65 °C for about 10 - 12 min to provide a water-dispersible granule with a moisture content of about <1.5% as shown in Table 1.

[0215] Example 2. The composition of the present invention.

[0216] This example includes several commercially available materials. These materials are available from several different suppliers. For example, clomazone is available from FMC Corporation, an example of a branched dodecylbenzenesulfonic acid sodium salt is available from Solvay, an example of a copolymer sodium salt of maleic anhydride and diisobutylene with 5% - 10% sodium dodecylbenzenesulfonate is available from Solvay, an example of a sulfonated aromatic condensate sodium salt is available from Nouryon, an example of sodium tallowate is available from BASF, an example of amorphous silica is available from PPG, and an example of kaolin is available from Imerys. The example trade names shown in Table 1 are for reference only and are not intended to be restrictive.

[0217] The composition of the present invention according to this disclosure is shown in Table 1. The composition does not settle during storage and therefore does not require mixing or shaking before use to resuspend any settled material. When poured out of the container, the composition also does not leave a residue.

[0218] Table 1. Water-dispersible granule composition of the present invention.

[0219]

Claims

1. A water-dispersible granule composition, comprising: (i) greater than 50 wt% to about 90 wt% of clomazone; (ii) about 0.01 wt% to about 5 wt% of a wetting agent; (iii) about 1 wt% to about 20 wt% of a dispersant; and (iv) about 1 wt% to about 20 wt% of a carrier.

2. The aqueous dispersible granule composition according to claim 1, wherein, The wetting agent is selected from alkaline earth metal salts or ammonium salts of sulfonates, alkyl aryl sulfonates, sulfonates of dodecylbenzene and tridecylbenzene, sodium dodecylbenzenesulfonate, and combinations thereof.

3. The aqueous-dispersible granule composition according to any one of claims 1-2, wherein, The dispersant is selected from sodium polycarboxylate, copolymer sodium salt of maleic anhydride and diisobutene and sodium dodecylbenzenesulfonate, sulfonated aromatic condensates, alkyl naphthalene sulfonates, lignin sulfonate dispersants, and combinations thereof.

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

5. The aqueous dispersible granule composition according to any one of claims 1-4, wherein, The carrier is selected from mineral soil, clay, kaolin, and combinations thereof.

6. The water-dispersible granule composition according to any one of claims 1-5, further comprising an antifoaming agent.

7. The water-dispersible granule composition according to any one of claims 1-6, further comprising about 0.01 wt% to about 5 wt% of an antifoaming agent.

8. The aqueous dispersible granule composition according to claim 7, wherein, The antifoaming agent is selected from silicone, long-chain alcohols, fatty acids, fatty acid salts, sodium tallowate, and combinations thereof.

9. The water-dispersible granule composition according to any one of claims 1-8, further comprising a flow aid.

10. The water-dispersible granule composition according to any one of claims 1-8, further comprising about 0.01 wt% to about 5 wt% of a flow aid.

11. The water-dispersible granule composition according to any one of claims 1-8, further comprising a flow aid selected from silicates, silica gel, amorphous silica, silica, and combinations thereof.

12. The water-dispersible granule composition according to any one of claims 9-11, comprising: (i) about 65 wt% to about 80 wt% of clomazone; (ii) about 0.1 wt% to about 2 wt% of a wetting agent; (iii) about 10 wt% to about 15 wt% of a dispersant; (iv) about 5 wt% to about 15 wt% of a carrier; (v) about 0.1 wt% to about 2 wt% of an antifoaming agent; and (vi) about 0.1 wt% to about 5 wt% of a flow aid.

13. The water-dispersible granule composition according to any one of claims 9-12, consisting of: (i) about 72 wt% to about 77 wt% of clomazone; (ii) about 0.1 wt% to about 2 wt% of a wetting agent; (iii) about 10 wt% to about 15 wt% of a dispersant; (iv) about 5 wt% to about 15 wt% of a carrier; (v) about 0.1 wt% to about 2 wt% of an antifoaming agent; and (vi) about 0.1 wt% to about 5 wt% of a flow aid.

14. The water-dispersible granule composition according to any one of claims 9-13, consisting of: (i) about 75 wt% of clomazone; (ii) about 1 wt% of a wetting agent; (iii) about 12 wt% of a dispersant; (iv) about 9 wt% of a carrier; (v) About 1 wt% of an antifoaming agent; and (vi) About 2 wt% of a flow aid.

15. A method for preparing a water-dispersible granule composition, the method comprising: I) Forming a mixture comprising: (i) Clomazone; (ii) A wetting agent; (iii) A dispersant; and (iv) A carrier; and II) 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 an antifoaming agent in an amount of about 0.01 wt% to about 5 wt%.

18. The method according to any one of claims 15 - 17, wherein, The mixture further comprises a flow aid.

19. The method according to any one of claims 15-17, wherein, The mixture further comprises a flow aid in an amount of about 0.01 wt% to about 5 wt%.

20. The method according to any one of claims 15-19, wherein The method step of granulating the mixture is carried out by a technique selected from paste extrusion, pan granulation, fluidized bed granulation, and combinations thereof.

21. A method for controlling unwanted vegetation, the method comprising: I) Forming a mixture by dissolving a water-dispersible granule composition comprising: (i) Greater than 50 wt% to about 90 wt% of clomazone; (ii) About 0.01 wt% to about 5 wt% of a wetting agent; (iii) About 1 wt% to about 20 wt% of a dispersant; (iv) About 1 wt% to about 20 wt% of a carrier; and II) Applying the mixture to the unwanted vegetation or its locus or applying it to soil or water to prevent emergence or growth of the unwanted vegetation.

22. The method according to claim 21, wherein, The mixture further comprises an antifoaming agent.

23. The method according to claim 21, wherein The mixture further comprises an antifoaming agent in an amount of about 0.01 wt% to about 5 wt%.

24. The method according to any one of claims 21-23, wherein, The mixture further comprises a flow aid.

25. The method according to any one of claims 21-23, wherein The mixture further comprises a flow aid in an amount of about 0.01 wt% to about 5 wt%.

26. The method according to any one of claims 21-25, wherein, The vegetation includes at least one herbicide-resistant or herbicide-tolerant weed species.

27. The method according to any one of claims 21-26, wherein, The vegetation comprises broadleaf weeds or grassy weeds.

28. The method according to claim 27, wherein The undesired vegetation is selected from: Abutilon theophrasti (ABUTH), Acalypha virginica (ACCVI), Alopecurus myosuroides (ALOMY), Amaranthus retroflexus (AMARE), Ambrosia artemisiifolia (AMBEL), Anagallis arvensis (ANGAR), Apluda mutica (APESV), Arrhenatherum elatius (ARREB), Convolvulus arvensis (CAGSE), Capsella bursa-pastoris (CAPBP), Centaurea cyanus (CENCY), Chenopodium album (CHEAL), Chenopodium hybridum (CHEHY), Chenopodium polyspermum (CHEPO), Convolvulus arvensis (CONAR), Cynodon dactylon (CYNDA), Datura stramonium (DATST), Daucus carota (DAUCA), Descurainia sophia (DESSO), Digitaria sanguinalis (DIGSA), Echinochloa crus-galli (ECHCG), Fumaria officinalis (FUMOF), Galium aparine (GALAP), Galinsoga ciliata (GASCI), Geranium dissectum (GERDI), Geranium molle (GERMO), Geranium pusillum (GERPU), Hibiscus trionum (HIBTR), Lamium amplexicaule (LAMAM), Lamium purpureum (LAMPU), Lithospermum arvense (LITAR), Lolium multiflorum (LOLMU), Lolium perenne (LOLPE), Matricaria chamomilla (MATCH), Tripleurospermum inodorum (MATIN), Mercurialis annua (MERAN), Panicum dichotomiflorum (PANDI), Panicum miliaceum (PANMI), Papaver rhoeas (PAPRH), Poa annua (POAAN), Polygonum aviculare (POLAV), Polygonum convolvulus (POLCO), Polygonum hydropiper (POLHY), Polygonum lapathifolium (POLLA), Polygonum persicaria (POLPE), Portulaca oleracea (POROL), Potentilla tridentata (PTLTR), Senecio vulgaris (SENVU), Setaria glauca (SETPU), Setaria viridis (SETVI), Solanum nigrum (SOLNI), Sorghum halepense (SORHA), Stellaria media (STEME), Trifolium incarnatum (TRFIN), Veronica arvensis (VERAR), Veronica hederifolia (VERHE), Veronica persica (VERPE), Viola arvensis (VIOAR), and Xanthium strumarium (XANST), and combinations thereof.

29. The method according to any one of claims 21-27, wherein, The water-dispersible granule composition is applied at a stage selected from: pre-emergence, post-emergence, and combinations thereof.

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