Herbicidal composition comprising triazolopyrimidine herbicide and mixed compatibility

Abstract

The present disclosure relates to herbicidal compositions for controlling undesirable vegetation comprising (a) a triazolopyrimidine herbicide and (b) a mixed compatibility; and a method for controlling undesired vegetation using the herbicidal composition thereof.

Description

Technical Field

[0001] This disclosure generally relates to herbicidal compositions for controlling unwanted vegetation, the herbicidal compositions comprising (a) a triazolopyrimidine herbicide and (b) a mixture thereof; and methods of using the herbicidal compositions thereof to control unwanted vegetation. Background Technology

[0002] Many recurring problems in agriculture involve controlling the growth of unwanted vegetation. If left uncontrolled, unwanted vegetation can negatively impact or inhibit the growth of desired vegetation, such as crops, lawns, pastures, gardens, and recreational area plants. To help control unwanted vegetation, researchers have developed a variety of chemicals and chemical compositions that effectively control this unwanted growth.

[0003] However, there remains a continuous need for new compositions and methods to control the growth of unwanted vegetation, including vegetation that has developed resistance or tolerance to previous herbicides. In many locations, herbicide resistance can be a significant problem because previously effective herbicides become less effective in controlling unwanted vegetation with herbicide resistance. In this disclosure, the applicant has developed weed control compositions comprising a unique combination of two or more herbicides that improve herbicide effectiveness and reduce the problem of herbicide resistance. Summary of the Invention

[0004] This document discloses herbicidal compositions for controlling unwanted vegetation in various locations, such as farmland, lawns, pastures, gardens, and recreational areas, comprising (a) an agriculturally effective amount of a triazolopyrimidine herbicide and (b) a mixture thereof; and methods for using the herbicidal compositions to control unwanted vegetation in those various locations. Undesirable vegetation includes herbicide-resistant or tolerant species.

[0005] In some aspects, the herbicidal composition for controlling unwanted vegetation comprises (a) a triazolopyrimidine herbicide and (b) a mixture thereof. In some aspects, the triazolopyrimidine herbicide may include chlorpyrifos, dichlorpyrifos, diflubenzuron, pyrimisulfuron, sulfadiazine, penoxsulam, pyrazosulfuron, and agriculturally acceptable N-oxides, salts, or esters thereof, and combinations thereof. In some aspects, the triazolopyrimidine herbicide may include a triazolopyrimidine sulfonamide herbicide. In some aspects, the triazolopyrimidine herbicide may include penoxsulam. In some aspects, the triazolopyrimidine herbicide may include pyrazosulfuron (also known as N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4(trifluoromethyl)-3-pyridinesulfonamide).

[0006] In some aspects, the herbicide mixture may include a safener and / or a secondary herbicide. In some aspects, the herbicide mixture may include a secondary herbicide. In some aspects, the secondary herbicide may include very long-chain fatty acid (VLCFA) synthesis-inhibiting herbicides such as acetamides (including chloroacetamide, thioacetamide, and oxyacetamide), isoxazolines, ethylene oxide, thiocarbamates, and benzofurans. In some aspects, the secondary herbicide is one or more acetamides, such as acetochlor, metolachlor, dimethyl phenoxychloride, fluthiamethoxam, isopropylate, and diflubenzuron. In some aspects, the secondary herbicide is chloroacetamide, such as dimethyl phenoxychloride. In some aspects, the secondary herbicide is a thiocarbamate, such as EPTC, chlormequat chloride, clethodim, quizalofop-p-ethyl, fenproxetine, or metribuzin. In some aspects, the secondary herbicide is a benzofuran, such as ethoxyfuran and furazolidone. In some aspects, the secondary herbicide may include isoxazoline herbicides. In some aspects, isoxazoline herbicides may include sulforaphane (also known as 3-[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)pyrazol-4-ylmethylsulfonyl]-4,5-dihydro-5,5-dimethyl-1,2-oxazole). In some aspects, isoxazoline herbicides may include benzylsulfazoline. In some aspects, a second herbicide may include benzylsulfazoline and sulforaphane. In some aspects, the mixture may include a safener. In some aspects, the mixture may include a safener and a second herbicide.

[0007] In some respects, herbicidal compositions for controlling unwanted vegetation contain agriculturally effective amounts of (a) triazolopyrimidine herbicide and (b) isoxazoline herbicide. In some respects, the triazolopyrimidine herbicide is sulfadiazine. In some respects, the isoxazoline herbicide is sulfadiazine.

[0008] In some respects, the weight ratio of (a):(b) is about 1:500 to about 500:1, or about 1:500 to about 100:1, or about 1:500 to about 10:1, or about 1:100 to about 5:1, or about 1:50 to about 2:1, or about 1:40 to about 1:1, or about 1:30 to about 1:1, or about 1:30 to about 1:2, or about 1:30 to about 1:3, or about 1:20 to about 1:2, or about 1:20 to about 1:3, or about 1:18 to about 1:2, or about 1:18 to about 1:3, or about 1:18 to about 1:4, or about 1:16 to about 1:3, or about 1:15 to about 1:2, or about 1:15 to about 1:3, or about 1:15 to about 1:4, or about 1:15 to about 1:5.

[0009] In some aspects, the weeding composition may contain an organosilicone spreader. In other aspects, the weeding composition may contain a siloxane polyepoxide copolymer and a polyepoxide.

[0010] This document discloses methods for controlling unwanted vegetation in desired plants in various locations, such as farmland, lawns, pastures, gardens, and recreational areas. In some aspects, the method for controlling unwanted vegetation includes applying a herbicidal composition disclosed above or elsewhere in this disclosure to the unwanted vegetation or an area adjacent to the unwanted vegetation, or to the soil or water surrounding the unwanted vegetation. The herbicidal composition comprises (a) a triazolopyrimidine herbicide and (b) a mixture. Application of the herbicidal composition can be performed by spraying, atomizing, dusting, spraying, broadcasting, or direct application of the herbicidal composition. In some aspects, the herbicidal composition can be applied pre- or post-emergence at the BBCH 10-15 or BBCH 11-12 growth stage of the unwanted vegetation. In some aspects, the desired plant may include crops such as winter wheat. In some aspects, the herbicidal composition may contain an organosilicone spreader. In some aspects, the herbicidal composition may further comprise a mixture of a siloxane polyepoxide copolymer and a polyepoxide.

[0011] In some respects, undesirable vegetation may include one or more of the following: SCMKE (Gun's hardgrass), ALOMY (large spikenard), BECSY (Beckmannia syzigachne / sloughgrass), ALOAE (alopecuroides), ALOSS (alopecuroides), BROJA (bromegrass), and LOLMU (flora ryegrass).

[0012] The compositions described herein can be used to control undesirable vegetation, such as herbicide-resistant or tolerant weeds, that are resistant to or tolerant of herbicides. Methods using the compositions described herein can also be used to control undesirable vegetation, such as herbicide-resistant or tolerant weeds, that are resistant to or tolerant of herbicides.

[0013] In some aspects, undesirable vegetation may include herbicide-resistant or tolerant undesirable vegetation species. In some aspects, undesirable vegetation may include biotypes that have already developed resistance or tolerance to certain herbicides. Exemplary resistant or tolerant weeds include, but are not limited to, biotypes resistant or tolerant to acetolactate synthase (ALS) or acetylhydroxy acid synthase (AHAS) inhibitors (e.g., imidazolinone, sulfonylurea, pyrimidinyl thiobenzoate, triazolopyrimidine, sulfonylaminocarbonyltriazolinone). In some aspects, resistant or tolerant weeds include biotypes resistant or tolerant to acetolactate synthase (ALS)-inhibiting herbicides. In some aspects, undesirable vegetation may include weeds of biotypes resistant or tolerant to ALS-inhibiting herbicides (which are referred to herein as "ALS-R" weeds).

[0014] In some aspects, undesirable vegetation may include one or more of ALS-R weeds. In some aspects, undesirable vegetation may include one or more of ALS-R SCMKE, ALS-R ALOMY, ALS-RBECSY, ALS-R ALOAE, ALS-R ALOSS, ALS-R BROJA, and ALS-R LOLMU weeds. In some aspects, undesirable vegetation may include one or more of ALS-R SCMKE, ALS-R ALOMY, ALS-R BECSY, and ALS-R ALOAE weeds. In some aspects, undesirable vegetation may include one or more of ALS-R SCMKE and ALS-R BECSY. In some aspects, undesirable vegetation may include ALS-RSCMKE weeds that have developed resistance to ALS-suppressing herbicides (such as acesulfame K). In some respects, undesirable vegetation may include ALS-R ALOMY weeds that have developed resistance to ALS-suppressing herbicides such as acesulfame K. In some respects, undesirable vegetation may include ALOAE weeds that have developed resistance to ALS-suppressing herbicides such as acesulfame K. In some respects, undesirable vegetation may include ALOAE weeds that have developed resistance to ALS-suppressing herbicides such as acesulfame K.

[0015] This document discloses methods for controlling unwanted vegetation in a field where different desired plants are rotated between growing seasons. In some aspects, the desired plants include a crop in one growing season and a rotation crop in the next growing season. In some aspects, methods for controlling unwanted vegetation in crops and maintaining the safety of the crop and the rotation crop include applying a herbicidal composition to the unwanted vegetation or an area adjacent to the unwanted vegetation or to the soil or water surrounding the unwanted vegetation, wherein the herbicidal composition comprises (a) a triazolopyrimidine herbicide and (b) a second herbicide, wherein the unwanted vegetation includes one or more of the weeds SCMKE, ALOMY, BECSY, ALOAE, ALOSS, BROJA, LOLMU, ALS-R SCMKE, ALS-R ALOMY, ALS-R BECSY, ALS-R ALOAE, ALS-R ALOSS, ALS-R BROJA, and ALS-RLOLMU, wherein the crop includes winter wheat and the rotation crop includes rice or maize. In some respects, the herbicidal composition can be applied after emergence at the growth stage of unwanted vegetation, such as BBCH 10-15 or BBCH 11-12.

[0016] In some applications, triazolopyrimidine herbicides include sulfadiazine. In others, secondary herbicides include sulfadiazine. In some respects, the weight ratio of the triazolopyrimidine herbicide to the second herbicide is about 1:500 to about 500:1, or about 1:500 to about 100:1, or about 1:500 to about 10:1, or about 1:100 to about 5:1, or about 1:50 to about 2:1, or about 1:40 to about 1:1, or about 1:30 to about 1:1, or about 1:30 to about 1:2, or about 1:30 to about 1:3, or about 1:20 to about 1:2, or about 1:20 to about 1:3, or about 1:18 to about 1:2, or about 1:18 to about 1:3, or about 1:18 to about 1:4, or about 1:16 to about 1:3, or about 1:15 to about 1:2, or about 1:15 to about 1:3, or about 1:15 to about 1:4, or about 1:15 to about 1:5. Detailed Implementation

[0017] This document discloses herbicidal compositions for controlling unwanted vegetation in various locations, such as farmland, lawns, pastures, gardens, and recreational areas, comprising (a) an agriculturally effective amount of a triazolopyrimidine herbicide and (b) a mixture thereof; and methods for using the herbicidal compositions thereto to control unwanted vegetation in various locations. Undesirable vegetation may include herbicide-resistant or tolerant weeds.

[0018] definition

[0019] Unless otherwise specified, the terms used herein shall have their conventional meaning in the art. Unless otherwise indicated in the text or obviously contradicted by the context, the terms “a / an,” “the,” “at least one,” and similar designations used in the context of describing this disclosure (particularly in the context of the following claims) shall be interpreted as including both the singular and plural. Unless otherwise indicated in the text or obviously contradicted by the context, the use of the term “at least one” followed by a list of one or more entries (e.g., “at least one of A and B”) shall be interpreted as meaning one entry selected from the listed entries (A or B) or any combination of two or more of the listed entries (A and B). With regard to the use of the term “or” (e.g., A or B), it is intended to mean “A or B or both.” If this disclosure is intended to indicate “only A or B and not both,” then the term “only A or B and not both” will be used. Therefore, the use of the term “or” herein is inclusive and not exclusive.

[0020] As used herein, the term "about" when referring to a range of numbers or values ​​means that the range of numbers or values ​​referred to is an approximation within experimental variability (or within statistical experimental error), and therefore, in some cases, the range of numbers or values ​​will vary between 1% and 15% of said range. Unless otherwise indicated herein, the description of ranges of values ​​herein is intended only as a shorthand method of individually referring to each individual value falling within that range, and each individual value is incorporated into this specification as if it were described separately herein.

[0021] As used herein, unless otherwise indicated, the terms “comprising,” “having,” “including,” and “containing” should be interpreted as open-ended terms (i.e., meaning “including but not limited to”). All methods described herein may be performed in any suitable order unless otherwise indicated herein or otherwise clearly contradicted by the context. Unless otherwise stated, the use of any and all instances or exemplary language (e.g., “as”) provided herein is intended only to better illustrate this disclosure and not to limit the scope of this disclosure. None of the language in this specification should be construed as indicating that any unclaimed element is necessary for the practice of this disclosure.

[0022] As used herein, the terms “herbicide,” “herbicidal active ingredient,” or “herbicidal compound” refer to an active ingredient that, when applied in appropriate amounts, kills, controls, or otherwise adversely alters the growth of vegetation, particularly undesirable vegetation such as weed species.

[0023] As used herein, the term "herbicidal effect" refers to the adverse alteration of vegetation by an active ingredient, including, for example, deviation from natural growth or development, killing, regulating, drying, growth inhibition, weakening, and delaying. The term "herbicidal activity" generally refers to the herbicidal effect of the active ingredient.

[0024] As used herein, the term "herbicide resistance" refers to the genetic ability of an individual plant to survive the application of a herbicide that would kill a normal population of the same plant species. Herbicide resistance in a plant species typically results from the application of a herbicide to that species at a specific location.

[0025] As used herein, the term "herbicide tolerance" refers to the inherent ability of a plant species to survive and reproduce after treatment with herbicides at normal application rates. Therefore, herbicide tolerance is the natural tolerance within a normal population of a plant species, rather than resistance selected in the species through herbicide application.

[0026] As used herein, "composition" means a mixture that contains at least one herbicide and other ingredients for enhancing the properties or effectiveness of the mixture in some way. Other ingredients may include, but are not limited to, diluents, surfactants, adjuvants, antifoaming agents, emulsifiers, colorants, dispersants, antifreeze agents, and other such ingredients.

[0027] As used herein, a "safety agent" is a compound that protects vegetation by preventing or reducing the weeding effects caused by herbicides applied to the vegetation. Safety agents are typically used to protect desired vegetation (e.g., crops) from the effects of applied herbicides used to control unwanted vegetation (e.g., weeds) in or around the location of the desired vegetation.

[0028] As used herein, "combination formulation" refers to an active ingredient, such as a herbicide or a safener, added to a herbicidal composition containing another active ingredient. For the purposes of this disclosure, it should be understood that a combination formulation comprises one or more active ingredients, such as a herbicide or a safener, which are added to a composition that also contains a triazolopyrimidine herbicide.

[0029] As used herein, “application” of a herbicide or herbicidal composition means the direct delivery of it to the target vegetation or its location or to an area where unwanted vegetation is to be controlled. Methods of application include, but are not limited to, contact with soil or water before emergence, contact with unwanted vegetation after emergence, or contact with an area adjacent to unwanted vegetation.

[0030] In some respects, the herbicidal composition can be applied pre-emergence by contacting the soil or water in the target area. In some respects, the herbicidal composition can be applied post-emergence by contacting unwanted vegetation or by contacting areas adjacent to unwanted vegetation. In some respects, the herbicidal composition can be applied post-emergence at different phenological developmental stages of the plant as indicated by the BBCH scale. As used herein, the term "BBCH scale" is used to identify phenological developmental stages of plants, including crop and weed species. It is a plant species-specific version of the BBCH scale. BBCH scales have been developed for a range of plant species, where similar growth stages of each plant are assigned the same code. Detailed BBCH values ​​for phenological growth stages are shown in Table 1 below (Hess, M.; G. Barralis; H. Bleiholder; L. Buhr; Th. Eggers; H. Hack; R. Stauss (1997) "Use of the extended BBCH-scale - general for the description of the growth stages of mono- and dicotyledonous weed species" Weed Research. 36(6):433-441. doi:10.1046 / j.1365-3180.1997.d01-70.x).

[0031] Table 1. The BBCH scale indicates the phenological growth stages of weeds. Note: Plant type codes are listed below: D = dicotyledonous; G = grass; M = monocotyledonous; P = perennial; and V = developed from vegetative parts or reproductive organs. If the description applies to all plant groups, no coding letter is used.

[0032] As used herein, the term “vegetation” may include, for example, dormant seeds, germinating seeds, emerging seedlings, plants propagated from vegetative propagules, immature vegetation, mature vegetation, and grown vegetation.

[0033] As used herein, the term "crop" refers to desired vegetation, such as plants that grow to provide food, shelter, pasture, erosion control, etc. Examples of crops include wheat, cereals, rice, beans, vegetables, orchards and timber trees, grapevines, etc. Preferably, the herbicide or herbicidal composition has zero or minimal herbicidal effect on the crop.

[0034] As used herein, the term "undesirable vegetation" refers to vegetation that is not desired in a given area, such as weed species. Herbicides or herbicidal compositions are used to control undesirable vegetation. Preferably, the herbicide or herbicidal composition has a high or complete weeding effect on undesirable vegetation, such as about 95% or higher efficacy.

[0035] As used in this article, the term "site" refers to an area where vegetation or plants are growing or will grow, typically a field.

[0036] As used herein, the term "ALS inhibitor" or "ALS-inhibiting herbicide" can refer to acetolactate synthase (ALS)-inhibiting herbicides. Examples of ALS-inhibiting herbicides include imidazolinones, sulfonylureas, sulfonylaminocarbonyltriazolinones, and triazolopyrimidine herbicides, which prevent the production of three essential branched-chain amino acids by inhibiting a key plant enzyme—acetolactate synthase (ALS enzyme). These herbicides can migrate to newly growing areas in the xylem and phloem and are absorbed through the plant's leaves and roots. Herbicides in this family vary considerably in selectivity and can control annual and perennial broadleaf or grassy weeds, and can be applied to the soil or leaves.

[0037] As used herein, the term "ALS-R" weeds can refer to weeds that have developed resistance to one or more ALS-suppressing herbicides. For example, if ALOAE (a type of wild oat) weeds are resistant or tolerant to one or more ALS-suppressing herbicides, such weeds will be referred to as ALS-R ALOAEs in this disclosure.

[0038] As used in this article, the term "ALOSS" or "ALOSS" refers to the genus name of different species of *Alopecurus aequalis*.

[0039] As used herein, the term "agriculturally acceptable salt" refers to a salt approved for agricultural use. Agriculturally acceptable salts of herbicides can be converted into the herbicide mentioned in plants, water, or soil, and can be in a dissociated or non-dissociated form (depending on pH). Exemplary agriculturally acceptable salts include, but are not limited to: cationic alkali metals or alkaline earth metals; ammonium ions; mono-, di-, tri-, or tetra-alkylammonium ions; mono-, di-, tri-, or tetra-alkylhydroxyammonium ions; and unsubstituted or substituted morpholinium ions.

[0040] As used herein, “agriculturally acceptable N-oxides” can be understood to include N-oxides that exhibit herbicidal activity or that are converted or can be converted into a reference herbicide in plants, water, or soil.

[0041] As used herein, the term "agriculturally acceptable ester" can refer to an ester that exhibits herbicidal activity or is converted or can be converted into a reference herbicide in plants, water, or soil. Exemplary agriculturally acceptable esters are, for example, those that are hydrolyzed, oxidized, metabolized, or otherwise converted into the corresponding carboxylic acid in plants, water, or soil, or those that can be hydrolyzed, oxidized, metabolized, or otherwise converted into the corresponding carboxylic acid, and which, depending on pH, can be in a dissociated or non-dissociated form.

[0042] As used herein, “active ingredient” or “ai” refers to a compound or composition that has an effect on vegetation (e.g., a herbicidal or safety effect on vegetation). The term “active ingredient” or “ai” may also be used in expressions relating to concentration or application rate, such as “grams of active ingredient per hectare” or “g ai / ha”, to clarify that the amount of the ingredient is measured as is by the compound, including salts, esters, N-oxides, hydrates, etc.

[0043] As used herein, “acid equivalent” or “ae” refers to the amount of the acid form of the active ingredient calculated from the amount of the salt or ester form of the active ingredient. For example, if the acid form of active ingredient “Z” has a molecular weight of 120 Daltons and the salt form of Z has a molecular weight of 150 Daltons, then applying 75 grams of active ingredient per hectare (g ai / ha) of the salt of Z will be equivalent to applying 60 grams of acid equivalent per hectare (g ae / ha) of the acid form of Z. 75g ai / ha Z salt * (120Da Z acid / 150Da Z salt) = 60g ae / ha Z acid. The terms “acid equivalent” or “ae” can also be used in expressions relating to concentration or application rate, such as “gram acid equivalent per hectare” or “g ae / ha”, to clarify that the amount of the component is measured in the acid form of the compound, corrected to eliminate the mass contribution of associated salts, esters, N-oxides, hydrates, etc.

[0044] Herbicides

[0045] This article discloses weed control compositions for controlling unwanted vegetation in various locations such as farmland, lawns, pastures, gardens, and recreational areas, comprising (a) an agriculturally effective amount of a triazolopyrimidine herbicide and (b) a mixture thereof.

[0046] In some respects, herbicidal compositions for controlling unwanted vegetation comprise: (a) an agriculturally effective amount of a triazolopyrimidine herbicide, and (b) a mixture thereof. Triazolopyrimidine herbicides are known from CDSTomlin, “The Pesticide Manual”, 13th edition, BCPC (2003), index 5, 1337-1344, and http: / / www.alanwood.net / pesticides / .

[0047] Examples of suitable triazolopyrimidine herbicides may include chlorpyrifos, dichlorpyrifos, diflubenzuron, pyrazosulfuron, sulfadiazine, penoxsulam, and pyrazosulfuron, as well as agriculturally acceptable N-oxides, salts, or esters thereof, and combinations thereof. In some aspects, triazolopyrimidine herbicides may include chlorpyrifos-methyl. In some aspects, triazolopyrimidine herbicides may include triazolopyrimidine sulfonamide herbicides. In some aspects, triazolopyrimidine herbicides may include penoxsulam or pyrazosulfuron. In some aspects, triazolopyrimidine herbicides may include pyrazosulfuron or pyrazosulfuron.

[0048] In some aspects, the mixture may include a safener and / or a second herbicide. In some aspects, the mixture may include a second herbicide. In some aspects, the second herbicide may include one or more of the following: acetolactate synthase (ALS) or acetylhydroxy acid synthase (AHAS) inhibitors (e.g., imidazolinone, sulfonylurea, pyrimidinylthiobenzoate, triazolidine, sulfonylaminocarbonyltriazolone), photosystem II inhibitors (e.g., phenylcarbamate, pyridazinone, triazine, triazinone, uracil, amide, urea, benzothiadiazinone, nitrile, phenylpyridazine), acetyl-CoA carboxylase (ACC enzyme) inhibitors (e.g., aryloxyphenoxypropionate, cyclohexanedione, phenylpyrazoline), synthetic auxins (e.g., Benzoic acid, phenoxycarboxylic acid, carboxylic acid pyridine, quinoline carboxylic acid), auxin transport inhibitors (e.g., o-benzoamide carbamate, hemicarbazone), photosystem I inhibitors (e.g., bipyridinium, such as paraquat and diquat), 5-enolpyruvate-shikimate-3-phosphate (EPSP) synthase inhibitors (e.g., glyphosate), glutamine synthase inhibitors (e.g., glufosinate, dipropylphosphonate), microtubule assembly inhibitors (e.g., benzamide, benzoic acid, dinitroaniline, aminophosphate, pyridine), mitosis inhibitors (e.g., carbamates), very long chain fatty acid (VLCFA) inhibitors (… Examples include acetamide, chloroacetamide, oxyacetamide, thioacetamide, thiocarbamate, benzofuran, ethylene oxide, azole carboxamide, tetrazolinone, isoxazoline), fatty acid and lipid synthesis inhibitors (e.g., dithiophosphate, thiocarbamate, benzofuran, chlorocarbonate), protoporphyrinogen oxidase (PPO) inhibitors (e.g., diphenyl ether, N-phenylphthalimide, oxadiazole, oxazolidinone, phenylpyrazole, pyrimidinedione, thiadiazole, triazolone), carotenoid biosynthesis inhibitors (e.g., isoxaflutole, glyphosate, bensulfuron-methyl), and phytorepinephrine dehydrogenase. (PDS) inhibitors (e.g., amides, anilidex, furanone, phenoxybutyramide, pyridiazinone, pyridine), 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors (e.g., callistemones, isoxazole, pyrazole, trione), cellulose biosynthesis inhibitors (e.g., nitriles, benzamide, quinclorac acid, triazoloformamide), herbicides with multiple modes of action such as quinclorac acid, and unclassified herbicides such as arylaminopropionic acid, fenvalerate, sphaerozide, and organoarsenic.

[0049] In some respects, the second herbicide includes very long-chain fatty acid (VLCFA) synthesis-inhibiting herbicides such as acetamide, chloroacetamide, oxyacetamide, thioacetamide, thiocarbamates, benzofurans, ethylene oxide, azole carboxamides, tetrazolinones, and isoxazolines. In some respects, the second herbicide may include one or more acetamides, such as acetochlor, metolachlor, dimethyl phenoxychlor, fluthiamethoxam, isopropylate, and dichlorvos. In some respects, the second herbicide is chloroacetamide, such as dimethyl phenoxychlor. In some respects, the second herbicide is thiocarbamate, such as EPTC, chlormequat chloride, bensulfuron-methyl, quizalofop-p-ethyl, fenvalerate, or metribuzin. In some respects, the second herbicide is benzofuran, such as ethoxyfuran and furazolidone. In some respects, the second herbicide may include isoxazoline herbicides. In some respects, isoxazoline herbicides may include or be sulfadiazine. In some respects, the second herbicide may include benzyl sulfadiazine and sulfadiazine.

[0050] In some respects, the second herbicide may include acetyl-CoA carboxylase (ACC) inhibitory herbicides, such as aryloxyphenoxypropionate, cyclohexanedione, and phenylpyrazoline. In other respects, the second herbicide may include cyclohexanediol.

[0051] In some respects, the mixture may include a safener. A safener is a compound that results in better crop compatibility when applied with a herbicide. In some respects, the safener itself has herbicidal activity. In some respects, the safener acts as an antidote or antagonist in the crop plant and can protect the crop plant from additional damage that may occur due to the applied herbicide. Exemplary safeners include, but are not limited to, AD-67 (MON 4660), chlorpyrifos, chlorpyrifos, broxacillin, cloquinoline, and chlorpyrifos. (acid), quinoline, oxadiazon, cyclopropanesulfonamide, chlorpyrifos, dichloropropeneamine, dicyclonon, dietholate, piperazine, ethion, oxadiazon, oxadiazon-ethyl, oxadiazine, oxadiazon, fluroxypyr, oxadiazon, hypersensitive protein, bis(oxadiazon)-ethyl, jiecaowan, jiecaoxi, pyrazole oxadiazonic acid, pyrazole oxadiazon-diethyl, mephenate, naphthalene carboxylic anhydride, 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane, oxadiazon, R29148 and N-phenyl-sulfonylbenzoic acid amide, and their agriculturally acceptable salts and their agriculturally acceptable derivatives (provided they have a carboxyl group). In some respects, the safener may be oxalic acid or its esters or salts, such as oxalool. In other respects, the safener may be allyl oxalamide.

[0052] In some applications, the safener includes quinoxyacetic acid. The weight ratio of triazolopyrimidine herbicide to quinoxyacetic acid is in the range of about 1:10-10:1, or about 1:5-5:1, or about 1:4-2:1, or about 1:3-2:1, or about 1:3-1:1, or about 1:2-1:1. In some applications, the safener includes anti-quinoline. The weight ratio of triazolopyrimidine herbicide to anti-quinoline is in the range of about 1:10-10:1, or about 1:5-5:1, or about 1:4-2:1, or about 1:3-2:1, or about 1:3-1:1, or about 1:2-1:1.

[0053] In some respects, the mixture may include the respective safener and second herbicide disclosed above.

[0054] In some respects, the herbicidal composition is compatible with the desired plant (such as the crop) and therefore does not require a safener. In other respects, the herbicidal composition does not contain any added safener.

[0055] In some aspects, the herbicidal composition may further comprise an agriculturally acceptable adjuvant or carrier. In some aspects, the herbicidal composition may further comprise a third herbicide, and optionally a fourth herbicide, and optionally a fifth herbicide.

[0056] In some respects, the herbicidal composition for controlling unwanted vegetation comprises an agriculturally effective amount of (a) a triazolopyrimidine herbicide and (b) an isoxazoline herbicide. In some respects, the triazolopyrimidine herbicide (a) is sulfadiazine. In some respects, the isoxazoline herbicide (b) is sulfadiazine.

[0057] In some aspects, the weight ratio of (a):(b) in the herbicidal composition is about 1:500 to about 100:1, or about 1:500 to about 10:1, or about 1:100 to about 5:1, or about 1:50 to about 2:1, or about 1:40 to about 1:1, or about 1:30 to about 1:1, or about 1:20 to about 1:2, or about 1:18 to about 1:2, or about 1:15 to about 1:2, or about 1:15 to about 1:3, or about 1:15 to about 1:4, or about 1:15 to about 1:5. In some aspects, the weight ratio of (a):(b) is about 1:30 to about 1:1, or about 1:20 to about 1:2, or about 1:18 to about 1:2, or about 1:15 to about 1:3.

[0058] How to use

[0059] This document discloses methods for controlling unwanted vegetation in various locations, such as farmland, lawns, pastures, gardens, and recreational areas. In some aspects, the method for controlling unwanted vegetation involves applying the herbicidal composition disclosed above to the unwanted vegetation or an area adjacent to the unwanted vegetation, or to the soil or water surrounding the unwanted vegetation in various locations, such as farmland, lawns, pastures, gardens, and recreational areas. The herbicidal composition comprises (a) a triazolopyrimidine herbicide and (b) a mixture. In some aspects, the desired plant may include winter wheat.

[0060] In some aspects, the herbicidal composition comprises (a) an agriculturally effective amount of a triazolopyrimidine herbicide and (b) a mixture thereof. In some aspects, the triazolopyrimidine herbicide may include chlorpyrifos, dichlorvos, diflubenzuron, pyrazosulfuron, sulfadiazine, penoxsulam, pyrazosulfuron, and their agriculturally acceptable N-oxides, salts, or esters, and combinations thereof. In some aspects, the triazolopyrimidine herbicide may be a triazolopyrimidine sulfonamide herbicide. In some aspects, the triazolopyrimidine sulfonamide herbicide may include penoxsulam. In some aspects, the triazolopyrimidine sulfonamide herbicide may include pyrazosulfuron.

[0061] In some aspects, the mixture may include a safener and / or a second herbicide. In some aspects, the mixture may include a second herbicide. In some aspects, the mixture may include a safener. In some aspects, the mixture may include a second herbicide and a safener. In some aspects, the herbicidal composition is crop-safe and does not contain any safener. Exemplary second herbicides and safeners are disclosed above. In some aspects, the second herbicide may include an isoxazoline herbicide. In some aspects, the isoxazoline herbicide may include sulfadiazine, benzylsulfamethoxam, or a combination thereof. In some aspects, the second herbicide may include clodinafop-propargyl.

[0062] In some applications, triazolopyrimidine herbicides include sulfadiazine. In some applications, secondary herbicides include isoxazoline herbicides. In some applications, isoxazoline herbicides include sulfadiazine.

[0063] In some respects, the weight ratio of (a):(b) in the herbicidal composition is about 1:500 to about 100:1, or about 1:500 to about 10:1, or about 1:100 to about 5:1, or about 1:50 to about 2:1, or about 1:40 to about 1:1, or about 1:30 to about 1:1, or about 1:20 to about 1:2, or about 1:18 to about 1:2, or about 1:15 to about 1:2, or about 1:15 to about 1:3, or about 1:15 to about 1:4, or about 1:15 to about 1:5.

[0064] In some aspects, the weeding composition may further comprise an optional third herbicide, an optional fourth herbicide, and / or an optional fifth herbicide. In some aspects, the weeding composition may further comprise an agriculturally acceptable adjuvant or carrier.

[0065] The herbicidal compositions disclosed herein can be applied using any known herbicide application technique. Exemplary application techniques include, but are not limited to, spraying, atomizing, dusting, sprinkling, broadcasting, or direct application of the herbicidal compositions. Application methods may vary depending on the intended purpose. In some respects, the application method may be selected to ensure the optimal possible distribution of the compositions disclosed herein.

[0066] In some respects, this document discloses a method for controlling unwanted vegetation, the method comprising contacting the unwanted vegetation or its location with any composition or applying any composition to soil or water to prevent the germination or growth of the unwanted vegetation.

[0067] The herbicidal compositions disclosed herein can be applied pre-emergence (before the emergence of unwanted vegetation) or post-emergence (e.g., during and / or after the emergence of unwanted vegetation). In some aspects, the herbicidal compositions are applied to unwanted vegetation post-emergence.

[0068] When the herbicidal composition is used on crops, it can be applied after sowing and before or after crop emergence. In some aspects, the herbicidal compositions disclosed herein exhibit good crop tolerance even when crops have already emerged and can be applied during or after crop emergence. In some aspects, when said composition is used on crops, it can be applied before crop sowing.

[0069] A particular advantage of the herbicidal compositions disclosed herein lies in their excellent post-emergence herbicidal activity, meaning they exhibit good herbicidal activity against emerging unwanted vegetation. In some respects, the compositions are applied after the emergence of unwanted vegetation, i.e., during and / or after the emergence of unwanted vegetation. Post-emergence application of the herbicidal compositions disclosed herein is particularly advantageous when unwanted vegetation is in the process of leaf development from leaf development to flowering. Because the compositions exhibit good crop tolerance, they can be applied after crop sowing, and especially during or after crop emergence, even when the crop has already emerged.

[0070] In some respects, the herbicidal composition can be applied after emergence at different phenological developmental stages of the plant, as indicated by the BBCH scale shown in Table 1. For example, the herbicidal composition can be applied after emergence at the weed growth stages of BBCH 0-89, BBCH 1-79, BBCH 3-69, BBCH 5-59, BBCH 6-49, BBCH 6-49, BBCH 6-39, BBCH 7-29, BBCH 8-23, BBCH 9-22, BBCH 10-19, BBCH 10-15, BBCH 10-13, or BBCH 11-12. Preferably, the herbicidal composition is applied after emergence at the weed growth stages of BBCH 9-19, BBCH 10-15, BBCH 10-13, or BBCH 11-12.

[0071] In some respects, the triazolopyrimidine herbicide and the second herbicide in the herbicidal composition of this disclosure, as well as optional additional active ingredients (safeners and other optional herbicides), can be applied simultaneously or sequentially.

[0072] In some aspects, the herbicidal compositions disclosed herein are applied by spraying (e.g., foliar spraying) to unwanted vegetation or areas adjacent to unwanted vegetation, or to soil or water, to prevent the emergence or growth of unwanted vegetation. In some aspects, the spraying technique uses, for example, water as a carrier and a spray volume ratio of 2 liters / ha (L / ha) to 2000 L / ha (e.g., 10-1000 L / ha or 50-500 L / ha). In some aspects, the compositions disclosed herein are applied by low-volume or ultra-low-volume methods, wherein the application is in the form of microparticles. In some aspects, where certain crop plants are not very tolerant of the herbicidal compositions disclosed herein, the compositions can be applied by means of spraying equipment in a manner that allows them to reach the leaves of unwanted vegetation growing in the bottom or bare soil with minimal contact (if any) with the leaves of the sensitive crop plants (e.g., post-directed or lay-by). In some respects, the compositions disclosed herein can be applied as dry compositions (e.g., granules, powders, or powders).

[0073] In some respects, where unwanted vegetation is treated post-emergence, the compositions disclosed herein are applied via foliar application. In other respects, the compounds of the mixture exhibit herbicidal activity when applied directly to plants or the site of plants at any stage of growth or before planting or emergence. The observed effects may depend on the type of unwanted vegetation to be controlled, the growth stage of the unwanted vegetation, application parameters such as dilution and spray droplet size, particle size of the solid components, environmental conditions at the time of application, the specific compound used, the specific adjuvants and carriers used, soil type, etc., and the amount of chemical applied. In some respects, these and other factors can be modulated to promote non-selective or selective herbicidal action.

[0074] The weeding compositions and methods disclosed herein can be used to control unwanted vegetation in a variety of applications. These weeding compositions and methods can be used to control unwanted vegetation in areas including, but not limited to, farmland, turf, pasture, grassland, grazing land, fallow land, roadsides, aquatic environments, trees and vines, wildlife management areas, or pasture. In some aspects, unwanted vegetation is controlled in cultivated crops. Exemplary crops include, but are not limited to, wheat, barley, triticale, rye, teff, oats, corn, cotton, soybean, canola, legumes, sunflower, sugar beet, sorghum, rice, millet, sugarcane, and pasture (e.g., forage grass). In some aspects, the compositions and methods disclosed herein can be used to control unwanted vegetation in corn, soybean, canola, cotton, legumes, sunflower, sugar beet, wheat, barley, rice, sorghum, millet, oats, or combinations thereof. In some aspects, the weeding compositions and methods disclosed herein can be used in industrial vegetation management (IVM) or for applications in public facilities, pipelines, roadsides, and railway embankments. In some aspects, the weeding compositions and methods disclosed herein can also be used in woodlands (e.g., for site preparation or to combat unwanted vegetation in plantations). In some aspects, the weeding compositions and methods disclosed herein can be used to control unwanted vegetation in conservation fallow program lands (CRP), trees, vines, grasslands, and grasses grown for seeds. In some aspects, the compositions and methods disclosed herein can be used on lawns (e.g., residential, industrial, and public institutions), golf courses, parks, cemeteries, sports fields, and turf farms.

[0075] The weed control compositions and methods described herein can be used to control the plant species, but are not limited to those found in Randall, RP (2017). A Global Compendium of Weeds. 3rd ed. Perth, Western Australia. In some aspects, the weed control compositions disclosed herein can be used to control undesirable vegetation, including grasses, broadleaf weeds, sedges, and combinations thereof. In some aspects, the compositions disclosed herein can be used to control undesirable vegetation, including but not limited to species of the genera *Spicata*, *Aegilops*, *Agrostis*, *Alopecurus*, *Alopecurus*, *Alopecurus*, *Raphanus*, *Chrysanthemum*, *Symplocos*, *Amaranthus*, *Oat*, *Bruguiera gymnorhiza*, *Brassica*, *Chenopodium*, *Tribulus*, *Thistle*, *Commelina*, *Sedge*, *Datura*, *Digitaria*, *Echinochloa*, *Potentilla*, *Alopecurus*, *Brassica*, *Convolvulus*, and *Centipeda minima*. Species of the genera *Erigeron*, *Cassia*, *Euphorbia*, *Geranium*, *Hypericum*, *Ipomoea*, *Sesamum indicum*, *Echinochloa*, *Lycium*, *Lysimachia*, *Lysimachia*, *Hypericum*, *Malva*, *Matricaria*, *Sorghum*, *Gnaphalium*, *Polygonum*, *Gnaphalium*, *Rumex*, *Setaria*, *Gnaphalium*, *Gnaphalium*, *Gnaphalium*, *Solanum*, *Sorghum*, *Trifolium*, *Xanthium*, *Veronica*, and *Viola*. In some respects, undesirable vegetation includes black grass (Avena fatua), wild oats (Avena fatua), barnyard grass (Echinochloa crus-galli), chickweed (Stellaria media), velvetleaf (Abutilon theophrasti), large-fruited sesbania (Sesbania exaltata Cory), crested mallow (Anoda cristata), Bidens pilosa (Bidens pilosa), field mustard (Brassicakaber), shepherd's purse (Capsella bursa-pastoris), cornflower (Centaurea cyanus or Cyanus segetum), yellow weasel flower (Galeopsis tetrahit), cleavers (Galiumaparine), sunflower (Helianthus annuus), South American mountain leech (Desmodium tortuosum), Italian ryegrass (Lolium variegatum) multiflorum), Kochia scoparia, Medicago arabica, Mercurialisannua, wild forget-me-not (Myosotis arvensis), poppy (Papaver rhoeas), wild mustard (Raphanus raphanistrum), broad-leaf dock (Rumex obtusifolius), Russian thistle (Salsola kali), wild mustard (Sinapis arvensis), sow thistle (Sonchus arvensis), thlaspiarvense, marigold (Tagetes minuta), Brazilian thyme (Richardia brasiliensis), large plantain (Plantago major), long-leaved plantain (Plantago lanceolata), large speedwell (Veronicapersica), pigweed (Amaranthus retroflexus), winter rapeseed (Brassicanapus), lamb's quarters (Chenopodium) album), Canada thistle (Cirsium arvense), Cyperus esculentus (Cyperus esculentus), Poinsettia (Euphorbia heterophylla), Lactuca serriola (Lactuca serriola), Lamium purpureum (Lamium purpureum), Matricaria chamomilla, Matricaria inodora (Matricaria inodora), Anthemis arvensis, Fagopyrum esculentum (Fagopyrum esculentum), Polygonum convulvus (Polygonum convulvus), Setaria faberi (Setaria faberi), Setaria viridis (Setaria viridis), Setaria viridis (Setaria viridis). The species include pumila, common sorghum (Sorghum vulgare), wild pansy (Viola tricolor), or combinations thereof.

[0076] In some respects, undesirable vegetation may include one or more of the following: SCMKE (Gun's hardgrass), ALOMY (large spikenard), BECSY (Beckmannia syzigachne / sloughgrass), ALOAE (alopecuroides), ALOSS (alopecuroides), BROJA (bromegrass), and LOLMU (flora ryegrass). In some respects, undesirable vegetation may include one or more of SCMKE, ALOMY, BECSY, and ALOAE. In some respects, undesirable vegetation may include one or more of SCMKE, BECSY, and ALOAE. In some respects, undesirable vegetation may include one or more of SCMKE and BECSY.

[0077] In some respects, the herbicidal compositions disclosed herein are best suited for combating / controlling unwanted vegetation in winter wheat, such as BECSY (Beckmannia syzigachne / sloughgrass), SCMKE (Scleroderma spp.), ALOAE (Alopecurus aequalis), and ALOMY (Alopecurus aequalis).

[0078] Unless otherwise stated, the compositions disclosed herein are suitable for controlling any kind of undesirable vegetation as described above.

[0079] The compositions disclosed herein are particularly suitable for resisting / controlling unwanted vegetation in wheat, barley, rye, triticale, durum wheat, rice, corn, sugarcane, sorghum, soybean, legumes such as peas, beans and lentils, peanuts, sunflowers, sugar beets, potatoes, cotton, brassica crops such as rapeseed, canola, mustard, cabbage and turnips, turf, grapes, pome fruits such as apples and pears, drupes such as peaches, apricots, walnuts, olives, cherries, plums and apricots, citrus, coffee, pistachios, garden ornamental plants such as roses, petunias, marigolds, snapdragons, bulbous ornamental plants such as tulips and daffodils, coniferous and deciduous trees such as pine, fir, oak, maple, dogwood, hawthorn, crabapple and buckthorn.

[0080] The compositions disclosed herein are particularly suitable for combating / controlling unwanted vegetation in wheat, barley, rye, triticale, durum wheat, rice, corn, sugarcane, sorghum, soybean, legumes such as peas, beans, and lentils, peanuts, sunflowers, sugar beets, potatoes, cotton, brassica crops such as rapeseed, canola, mustard, cabbage, and turnips, turf, grapes, stone fruits such as peaches, apricots, walnuts, olives, cherries, plums, and apricots, citrus fruits, and pistachios. The compositions of this embodiment are suitable for combating unwanted vegetation in wheat, barley, rye, triticale, durum wheat, rice, corn, sugarcane, sorghum, soybean, legumes such as peas, beans, and lentils, peanuts, and turf. The compositions of this embodiment are most suitable for application to cereal crops, particularly wheat, barley, rye, durum wheat, corn, sugarcane, and soybeans. The compositions of this embodiment are particularly suitable for combating unwanted vegetation in wheat. In some respects, the herbicidal compositions disclosed herein are best suited for combating / controlling unwanted vegetation in winter wheat.

[0081] Unless otherwise stated, the compositions disclosed herein are suitable for application on any of the aforementioned crop plants.

[0082] In some aspects, methods for controlling unwanted vegetation in crops include applying a herbicidal composition to the unwanted vegetation or to an area adjacent to the unwanted vegetation, or to the soil or water surrounding the unwanted vegetation. The herbicidal composition comprises an agriculturally effective amount of (a) a triazolopyrimidine herbicide and (b) a secondary herbicide. In some aspects, the unwanted vegetation may be BECSY (Beckmannia syzigachne / sloughgrass), SCMKE (Gecko's hardgrass), ALOAE (Alopecurus aequalis), and ALOMY (Alopecurus aequalis). In some aspects, the crop may include winter wheat.

[0083] The herbicidal compositions described herein can be used to control undesirable vegetation, such as herbicide-resistant or tolerant weeds, that are resistant to or tolerant of herbicides. Methods using the herbicidal compositions described herein can also be used to control undesirable vegetation, such as herbicide-resistant or tolerant weeds, that are resistant to or tolerant of herbicides.

[0084] In some respects, undesirable vegetation can include undesirable vegetation that has developed resistance or tolerance to certain herbicides (herbicide-resistant or tolerant weeds).

[0085] In many locations, herbicide resistance can be a significant problem because previously effective herbicides become less effective at controlling unwanted vegetation with herbicide resistance. Any weed population may contain or develop natural resistance to a particular herbicide and other herbicides with the same mode of action (MoA). If these herbicides are used repeatedly in the same field, the resistant biotype may dominate the weed population. Appropriate resistance management strategies should be followed. To delay herbicide resistance, farmers can rotate the use of herbicides from the same group (with the same MoA) within the growing season sequence or use different herbicide groups (with different MoA) between growing seasons to control the same weeds in the field. Farmers can also incorporate crop rotation strategies to rotate crops in the same field between growing seasons, where different herbicide groups (with different MoA) can be used to control and rotate crops. However, even with the use of herbicides with different modes of action (MoA) and / or repeated crop rotation within a growing season sequence or between multiple growing seasons in the same field, weeds with herbicide resistance or tolerance may still emerge.

[0086] In this disclosure, the applicant has developed a herbicidal composition comprising a unique combination of two or more herbicides, which improves herbicide efficacy and reduces the problem of herbicide resistance. The combined use of two or more herbicides can effectively control undesirable vegetation resistant or tolerant to certain herbicides, particularly if the herbicides in the composition have different modes of action in the vegetation. In some aspects, one herbicide may be a herbicide typically used post-emergence; and the other herbicide may be a herbicide typically used pre-emergence. In some aspects, both herbicides may be herbicides typically used post-emergence. In some aspects, both herbicides may be herbicides typically used pre-emergence. The applicants have unexpectedly discovered that the herbicidal compositions of this disclosure, comprising a unique combination of two or more herbicides with different modes of action, can effectively control undesirable vegetation, wherein the herbicidal efficacy is equal to or greater than 95%; can reduce the problem of herbicide resistance in a particular field; and can further maintain crop safety.

[0087] The applicant has unexpectedly discovered that the herbicidal compositions of this disclosure are effective in controlling certain weeds, as well as some herbicide-resistant or tolerant weeds. Furthermore, the herbicidal compositions of this disclosure exhibit good crop safety for both the crop and the rotating crop when farmers rotate crops in the same field between growing seasons.

[0088] The herbicidal compositions described herein can be used to control herbicide-resistant or tolerant weeds. Methods using the compositions described herein can also be used to control herbicide-resistant or tolerant weeds.

[0089] In some respects, undesirable vegetation may include herbicide-resistant or tolerant undesirable vegetation species. In some respects, undesirable vegetation may include biotypes that have already developed resistance or tolerance to certain herbicides. Exemplary resistant or tolerant weeds include, but are not limited to, inhibitors of acetolactate synthase (ALS) or acetylhydroxy acid synthase (AHAS) inhibitors (e.g., imidazolinone, sulfonylurea, pyrimidinylthiobenzoate, triazolidine, sulfonylaminocarbonyltriazolinone), photosystem II inhibitors (e.g., phenylcarbamate, pyridazinone, triazine, triazinone, uracil, amide, urea, benzothiadiazinone, nitrile, phenylpyridazine), and acetyl-CoA carboxylase (ACC enzyme) inhibitors (e.g., aryloxyphenoxypropionate, cyclohexanedione, phenylpyrazoline). ), auxin synthase inhibitors (e.g., benzoic acid, phenoxycarboxylic acid, carboxypyridine, quinolinecarboxylic acid), auxin transport inhibitors (e.g., o-benzoamide formate, hemicarbazone), photosystem I inhibitors (e.g., bipyridinium, such as paraquat and diquat), 5-enolpyruvate-shikimate-3-phosphate (EPSP) synthase inhibitors (e.g., glyphosate), glutamine synthase inhibitors (e.g., glufosinate, dipropylphosphonate), microtubule assembly inhibitors (e.g., benzamide, benzoic acid, dinitroaniline, aminophosphate, pyridine), mitotic inhibitors, etc. Inhibitors of various fatty acids and lipids include: carbamates, very long-chain fatty acid (VLCFA) inhibitors (e.g., acetamide, chloroacetamide, oxyacetamide, tetrazolinone), fatty acid and lipid synthesis inhibitors (e.g., dithiophosphates, thiocarbamates, benzofuran, chlorocarbonate), protoporphyrinogen oxidase (PPO) inhibitors (e.g., diphenyl ether, N-phenylphthalimide, oxadiazole, oxazolidinone, phenylpyrazole, pyrimidinone, thiadiazole, triazolone), and carotenoid biosynthesis inhibitors (e.g., isoxaflutole, glyphosate, bensulfuron-methyl). Biotypes of resistant or tolerant weeds include, but are not limited to, biotypes resistant or tolerant to one or more herbicides, biotypes resistant or tolerant to one or more chemical classes, biotypes resistant or tolerant to one or more herbicides by a mode of action of the herbicide, and biotypes with multiple resistance or tolerance mechanisms (e.g., target site resistance or metabolic resistance).

[0090] The compositions and methods disclosed herein can also be used in crop plants resistant to, for example, herbicides, insecticides, fungicides, pathogens, insects, or combinations thereof. In some aspects, the compositions and methods disclosed herein can be used in crop plants resistant to one or more herbicides due to genetic engineering or breeding. In some aspects, the compositions and methods disclosed herein can be used in crop plants resistant to one or more pathogens, such as plant pathogenic fungi, due to genetic engineering or breeding. In some aspects, the compositions and methods disclosed herein can be used in crop plants resistant to insect infestation due to genetic engineering or breeding. Exemplary resistant crops include, but are not limited to, crop plants resistant to certain insect infestations due to the introduction of Bacillus thuringiensis (or Bt) toxin genes through genetic modification. In some aspects, undesirable vegetation can be controlled in herbicide-tolerant crops, including glyphosate, glufosinate, dicamba, phenoxy auxin, pyridoxine auxin, aryloxyphenoxypropionate, ACC enzyme inhibitors, synthetic auxin herbicides, HPPD inhibitors, PPO inhibitors, triazine, and bromobenzonitrile. Such tolerant crops may possess single, multiple, or additive traits that confer tolerance to single or multiple chemicals and / or multiple modes of action. These compositions and methods can be used to control unwanted vegetation in crops that exhibit agronomic stress tolerance (including but not limited to drought, cold, high temperature, salinity, water, nutrients, fertility, pH), pest tolerance (including but not limited to insects, fungi, and pathogens), and crop-modifying traits (including but not limited to yield, protein, carbohydrate, or oil content; protein, carbohydrate, or oil composition; plant height, and plant structure).

[0091] In some aspects, undesirable vegetation may include weeds that have developed resistance or tolerance to certain herbicides, including acetolactate synthase (ALS) inhibitory herbicides, following repeated application. Exemplary resistant or tolerant weeds include, but are not limited to, biotypes resistant or tolerant to acetolactate synthase (ALS) or acetylhydroxy acid synthase (AHAS) inhibitors (e.g., imidazolinones, sulfonylureas, pyrimidinyl thiobenzoates, triazolopyrimidines, sulfonylaminocarbonyltriazolinones). In some aspects, ALS inhibitory herbicides may include imidazolinones, sulfonylureas, sulfonylaminocarbonyltriazolinones, and triazolopyrimidine herbicides, which prevent the production of three essential branched-chain amino acids by inhibiting a key plant enzyme—acetolactate synthase (ALS enzyme). These herbicides can move into newly growing areas in the xylem and phloem and are absorbed through the plant's leaves and roots. Herbicides within these families vary considerably in selectivity and can control annual and perennial broadleaf or grassy weeds, and can be applied to the soil or leaves. In some respects, ALS-suppressing herbicides can include triazolidine herbicides. In some respects, undesirable vegetation can include biotypes of weeds that are resistant or tolerant to ALS-suppressing herbicides (ALS-R). In some respects, undesirable vegetation includes or is ALS-R weeds.

[0092] In some respects, undesirable vegetation may include weeds that have developed resistance to certain triazolopyrimidine herbicides (such as chlorpyrifos, dichlorvos, diflubenzuron, pyrimisulfuron, sulfadiazon, penoxsulam, and sulfadiazon). In some respects, undesirable vegetation includes ALS-R weeds. In some respects, undesirable vegetation includes triazolopyrimidine-resistant or tolerant weeds. In some respects, undesirable vegetation is sulfadiazon-resistant or tolerant weeds.

[0093] In some aspects, undesirable vegetation may include one or more of the following: SCMKE (Gun's hardgrass), ALOMY (large spikenard), BECSY (Beckmannia syzigachne / sloughgrass), ALOAE (alopecuroides), ALOSS (alopecuroides), BROJA (bromegrass), and LOLMU (flora ryegrass). In some aspects, undesirable vegetation may include one or more of the following: SCMKE, ALOMY, BECSY, and ALOAE. In some aspects, undesirable vegetation may include one or more of the following: ALS-R SCMKE, ALS-R ALOMY, ALS-RBECSY, ALS-R ALOAE, ALS-R ALOSS, ALS-R BROJA, and ALS-R LOLMU weeds. In some aspects, undesirable vegetation may include one or more of the following: ALS-R SCMKE, ALS-R ALOMY, ALS-RBECSY, and ALS-R ALOAE weeds. In some respects, undesirable vegetation may include ALS-R SCMKE weeds that have developed resistance to ALS-suppressing herbicides such as acesulfame K. In some respects, undesirable vegetation may include ALS-R ALOMY weeds that have developed resistance to ALS-suppressing herbicides such as acesulfame K. In some respects, undesirable vegetation may include ALS-R BECSY weeds that have developed resistance to ALS-suppressing herbicides such as acesulfame K. In some respects, undesirable vegetation may include ALOAE weeds that have developed resistance to ALS-suppressing herbicides such as acesulfame K.

[0094] To delay herbicide resistance, farmers can choose to rotate crops or herbicides in the same field between growing seasons. For example, a farmer can use a herbicide in one growing season and then use a different herbicide with a different MoA (MoAs) for the field crop in another growing season. Farmers can also plant a crop (e.g., winter wheat) in the field in one growing season and use a herbicide with a certain MoA for the crop, and then grow a rotation crop (e.g., rice, corn, or soybean) in the same field in another growing season and use a different herbicide with a different MoA. Even with rotation of herbicides and / or crops, farmers have observed that weeds gradually develop herbicide resistance or tolerance with repeated crop and herbicide rotations. The applicant has unexpectedly discovered that the herbicidal compositions of this disclosure can effectively control weeds or herbicide-resistant or tolerant weeds in field crops, while achieving good crop safety for both the crop (e.g., winter wheat) and the rotation crop (e.g., rice, corn, or soybean) when farmers rotate crops and herbicides in the same field.

[0095] This document discloses a method for controlling unwanted vegetation in crops and maintaining the safety of field crops and rotation crops. It includes applying a herbicidal composition to the unwanted vegetation or an area adjacent to the unwanted vegetation, or to the soil or water surrounding the unwanted vegetation, wherein the herbicidal composition comprises (a) a triazolopyrimidine herbicide and (b) a second herbicide, wherein the unwanted vegetation includes one or more of the weeds SCMKE, ALOMY, BECSY, ALOAE, ALOSS, BROJA, LOLMU, ALS-RSCMKE, ALS-R ALOMY, ALS-R BECSY, ALS-R ALOAE, ALS-RALOSS, ALS-R BROJA, and ALS-RLOLMU, wherein the crop includes winter wheat and the rotation crop includes rice, corn, or soybean. In some aspects, the triazolopyrimidine herbicide includes sulfadiazine. In some aspects, the second herbicide includes sulfadiazine. In some respects, the weight ratio of the triazolopyrimidine herbicide to the second herbicide is about 1:500 to about 100:1, or about 1:500 to about 10:1, or about 1:100 to about 2:1, or about 1:50 to about 1:1, or about 1:40 to about 1:1, or about 1:30 to about 1:1, or about 1:20 to about 1:2, or about 1:18 to about 1:2, or about 1:15 to about 1:2, or about 1:15 to about 1:3, or about 1:15 to about 1:4, or about 1:15 to about 1:5.

[0096] In some aspects, a method for controlling unwanted vegetation in a crop includes applying a herbicidal composition to the unwanted vegetation or an area adjacent to the unwanted vegetation, or to the soil or water surrounding the unwanted vegetation, wherein the herbicidal composition comprises (a) a triazolopyrimidine herbicide and (b) a second herbicide, wherein the unwanted vegetation includes SCMKE, ALOMY, BECSY, ALOAE, ALS-R SCMKE, ALS-R ALOMY, ALS-R BECSY, ALS-R ALOAE, or combinations thereof, and wherein the crop includes winter wheat. In some aspects, the triazolopyrimidine herbicide includes sulfadiazine. In some aspects, the second herbicide includes sulfadiazine. In some aspects, the weight ratio of the triazolopyrimidine herbicide to the second herbicide is from about 1:100 to about 5:1, or from about 1:30 to about 1:1.

[0097] The application rate of a composition of pure active compounds (i.e., triazolopyrimidine herbicides, secondary herbicides, and optionally safeners or other optional herbicides) depends on the density of the unwanted vegetation, the developmental stage of the plants, the climatic conditions of the location where the composition is applied, and the method of application. Typically, the application rate of the herbicidal composition (the total amount of triazolopyrimidine herbicides, secondary herbicides, and optionally additional active ingredients) is 0.1 to 5000 g ai / ha, preferably 1 to 500 g ai / ha of active substance.

[0098] In some respects, the required application rate of triazolopyrimidine herbicides (such as pyrazosulfuron) is in the range of 0.1 g ai / ha to 500 g ai / ha, and preferably in the ranges of 1 g ai / ha to 400 g ai / ha, 2 g ai / ha to 300 g ai / ha, 4 g ai / ha to 200 g ai / ha, 5 g ai / ha to 100 g ai / ha, 6 g ai / ha to 80 g ai / ha, 7 g ai / ha to 60 g ai / ha, 8 g ai / ha to 50 g ai / ha, 9 g ai / ha to 40 g ai / ha, 10 g ai / ha to 30 g ai / ha, 10 g ai / ha to 20 g ai / ha, 11 g ai / ha to 25 g ai / ha, 12 g ai / ha to 20 g ai / ha, and 12 g ai / ha to 15 g ai / ha. ai / ha, or within the range of 5g ai / ha to 30g ai / ha.

[0099] In some respects, the required application rate of the second herbicide (such as sulfanilamide) is in the range of 0.1 g ai / ha to 1000 g ai / ha, and preferably in the range of 0.5 g ai / ha to 500 g ai / ha, 1 g ai / ha to 450 g ai / ha, 5 g ai / ha to 400 g ai / ha, 10 g ai / ha to 350 g ai / ha, 15 g ai / ha to 300 g ai / ha, 20 g ai / ha to 300 g ai / ha, 22 g ai / ha to 280 g ai / ha, 25 g ai / ha to 250 g ai / ha, 26 g ai / ha to 240 g ai / ha, 27 g ai / ha to 230 g ai / ha, 28 g ai / ha to 220 g ai / ha, and 29 g ai / ha to 210 g ai / ha. The range is: ai / ha, 30g ai / ha to 200g ai / ha, 30g ai / ha to 180g ai / ha, 35g ai / ha to 160g ai / ha, 40g ai / ha to 140g ai / ha, 50g ai / ha to 130g ai / ha, 60g ai / ha to 120g ai / ha, or 20g ai / ha to 200g ai / ha.

[0100] The required application rate of the safety agent (if applied) is generally in the range of 0.1 g ai / ha to 5000 g ai / ha, and preferably in the range of 2 g ai / ha to 1000 g ai / ha or 5 g ai / ha to 500 g ai / ha. It is preferable not to apply the safety agent or to apply almost no safety agent, and therefore the application rate is less than 5 g ai / ha, particularly less than 2 g ai / ha, less than 2 g ai / ha, or less than 0.1 g ai / ha.

[0101] Surprisingly, the applicants have discovered that the herbicidal compositions of this disclosure exhibit better herbicidal activity against unwanted vegetation than the additive herbicidal activity of the individual compounds would have expected. In other words, the combined action of the triazolopyrimidine herbicide and the second herbicide produces unexpectedly enhanced herbicidal activity against unwanted vegetation compared to the additive herbicidal activity of the individual herbicides at the corresponding application rates and conditions. The applicants have further discovered that the herbicidal compositions of this disclosure exhibit good crop compatibility. Compared to at least one of the individual herbicides alone at the corresponding application rates and conditions, the herbicidal compositions of this disclosure result in reduced damage to crop plants. The herbicidal compositions of this disclosure cause less than about 30%, less than about 25%, less than about 20%, less than about 15%, less than about 10%, less than about 9%, less than about 8%, less than about 7%, less than about 6%, less than about 5%, less than about 4%, less than about 3%, less than about 2%, or less than about 1% of observed or unobserved damage to crops, as well as to rotating crops (if crop rotation is used between growing seasons). Therefore, the herbicidal compositions of this disclosure exhibit enhanced efficacy and improved crop safety in controlling unwanted vegetation.

[0102] Triazolopyrimidine herbicide

[0103] This disclosure relates to herbicidal compositions for controlling unwanted vegetation in various locations (such as farmland, lawns, pastures, gardens, and recreational areas), the herbicidal compositions comprising (a) an agriculturally effective amount of a triazolopyrimidine herbicide and (b) a mixture thereof; and methods of using the herbicidal compositions thereof to control unwanted vegetation in various locations.

[0104] In some aspects, triazolopyrimidine herbicides may include chlorpyrifos, dichlorpyrifos, diflubenzuron, pyrimisulfuron, sulfadiazine, penoxsulam, pyrazosulfuron, and their agriculturally acceptable N-oxides, salts, or esters, and combinations thereof. In some aspects, the triazolopyrimidine herbicide is chlorpyrifos-methyl. In some aspects, the triazolopyrimidine herbicide may be a triazolopyrimidine sulfonamide herbicide. In some aspects, the triazolopyrimidine sulfonamide herbicide may be penoxsulam. In some aspects, the triazolopyrimidine sulfonamide herbicide may be pyrazosulfuron.

[0105] Triazolopyrimidine herbicides can be applied in sufficient quantities to induce weed control to unwanted vegetation or areas adjacent to such vegetation, or to soil or water to prevent the emergence or growth of unwanted vegetation. In some cases, triazolopyrimidine herbicides are applied to unwanted vegetation or areas adjacent to unwanted vegetation, or to soil or water, in the following amounts to prevent the emergence or growth of unwanted vegetation: 0.10 g active ingredient / ha (g ai / ha) or more, such as 0.25 g, 0.3 g ai / ha or more, 0.4 g ai / ha or more, 0.5 g ai / ha or more, 0.6 g ai / ha or more, 0.7 g ai / ha or more, 0.8 g ai / ha or more, 0.9 g ai / ha or more, 1 g ai / ha or more, 1.5 g ai / ha or more, 2 g ai / ha or more, 2.5 g ai / ha or more, 3 g ai / ha or more, 3.5 g ai / ha or more, 4 g ai / ha or more, 4.5 g ai / ha or more, 5 g ai / ha or more, 6 g ai / ha or more, 7 g ai / ha or more, 8 g ai / ha or more. ai / ha or more, 9g ai / ha or more, 10g ai / ha or more, 11g ai / ha or more, 12g ai / ha or more, 13g ai / ha or more, 14g ai / ha or more, 15g ai / ha or more, 16g ai / ha or more, 17g ai / ha or more, 18g ai / ha or more, 19g ai / ha or more, 20g ai / ha or more, 21g ai / ha or more, 22g ai / ha or more, 23g ai / ha or more, 24g ai / ha or more, 25g ai / ha or more, 26g ai / ha or more, 27g ai / ha or more, 28g ai / ha or more, 29g ai / ha or more, 30g ai / ha or more, 35g ai / ha or more, 40g ai / ha or more, 45g ai / ha or more, 50g ai / ha or more, 55g ai / ha or more, 60g ai / ha or more, 65g ai / ha or more, 70g ai / ha or more, 75g ai / ha or more, 80g ai / ha or more, 85g ai / ha or more, 90g ai / ha or more, 95g ai / ha or more, 100g ai / ha or more, 110g ai / ha or more, 120g ai / ha or more, 130g ai / ha or more, 140g ai / ha or more, 150g ai / ha or more, 160g ai / ha or more, 170g ai / ha or more, 180g ai / ha or more, 190gai / ha or more, 200g ai / ha or more, 220g ai / ha or more, 240g ai / ha or more, 250g ai / ha or more, 260g ai / ha or more, 280g ai / ha or more, 300g ai / ha or more, 320g ai / ha or more, 340g ai / ha or more, 350g ai / ha or more, 360g ai / ha or more, 380g ai / ha or more, 400g ai / ha or more, 420g ai / ha or more, 440g ai / ha or more, 460g ai / ha or more, 480g ai / ha or more, 500g ai / ha or more, 520g ai / ha or more, 540g ai / ha or more, 560g ai / ha or more, 580g ai / ha or more, 600g ai / ha or more, 625g ai / ha or more, 650g ai / ha or more, 675g ai / ha or more, 700g ai / ha or more, 725g ai / ha or more, 750g ai / ha or more, 775g ai / ha or more, 800g ai / ha or more, 825g ai / ha or more, 850g ai / ha or more, 875g ai / ha or more, 900g ai / ha or more, 925g ai / ha or more, 950g ai / ha or more, 975g ai / ha or more, 1000g ai / ha or more, 1050g ai / ha or more, 1100g ai / ha or more, 1150g ai / ha or more, 1200g ai / ha or more, 1250g ai / ha or more, 1300g ai / ha or more, 1350g ai / ha or more, 1400g ai / ha or more, 1450g ai / ha or more, 1500g ai / ha or more, 1550g ai / ha or more, 1600g ai / ha or more, 1650g ai / ha or more, 1675g ai / ha or more, 1680g ai / ha or more, 1690g ai / ha or more, 1700g ai / ha or more, 1800g ai / ha or more, 1900g ai / ha or more, 2000g ai / ha or more, 2050g ai / ha or more, 2100g ai / ha or more, 2150g ai / ha or more, 2200g ai / ha or more, 2240g ai / ha or more, 2250g ai / ha or more, 2300g ai / ha or more, 2350g ai / ha or more, 2400g ai / ha or more, 2450gai / ha or more, 2500g ai / ha or more, 2600g ai / ha or more, 2700g ai / ha or more, 2750g ai / ha or more, 2800g ai / ha or more, 2900g ai / ha or more, 3000g ai / ha or more, 3050g ai / ha or more, 3100g ai / ha or more, 3150g ai / ha or more, 3200g ai / ha or more, 3250g ai / ha or more, 3300g ai / ha or more, 3350g ai / ha or more, 3400g ai / ha or more, 3450g ai / ha or more, 3500g ai / ha or more, 3600g ai / ha or more, 3700g ai / ha or more, 3750g ai / ha or more, 3800g ai / ha or more, 3900g ai / ha or more, 3950g ai / ha or more, 4000g ai / ha or more, 4100g ai / ha or more, 4200g ai / ha or more, 4250g ai / ha or more, 4300g ai / ha or more, 4400g ai / ha or more, 4450g ai / ha or more, 4500g ai / ha or more, 4640g ai / ha or more, 4780g ai / ha or more, 4920g ai / ha or more, 5000g ai / ha or more, 5060g ai / ha or more, 5200g ai / ha or more, 5340g ai / ha or more, 5480g ai / ha or more, 5620g ai / ha or more, 5760g ai / ha or more, 5900g ai / ha or more, 6000g ai / ha or more, 6150g ai / ha or more, 6350g ai / ha or more, 6500g ai / ha or more, 6750g ai / ha or more, 7000g ai / ha or more, 7500g ai / ha or more, 8000g ai / ha or more, 8500g ai / ha or more, 9000g ai / ha or more, 9500g ai / ha or more, 10kg ai / ha or more, 10.5kg ai / ha or more, 11kg ai / ha or more, or 11.5kg ai / ha or more; in the following amounts: 12kg ai / ha or less, such as 11.5kg ai / ha or less, 11kg ai / ha or less, 10.5kg ai / ha, 10kg ai / ha or less, 9500g ai / ha or less, 9000g ai / ha or less, 8500g ai / ha or less, 80 ...ai / ha or less, 7500g ai / ha or less, 7000g ai / ha or less, 6750g ai / ha or less, 6500g ai / ha or less, 6275g ai / ha or less, 6250g ai / ha or less, 6200g ai / ha or less, 6125g ai / ha or less, 6050g ai / ha or less, 5975g ai / ha or less, 5900g ai / ha or less, 5825g ai / ha or less, 5750g ai / ha or less, 5675g ai / ha or less, 5600g ai / ha or less, 5525g ai / ha or less, 5450g ai / ha or less, 5375g ai / ha or less, 5300g ai / ha or less, 5225g ai / ha or less, 5150g ai / ha or less, 5075g ai / ha or less, 5000g ai / ha or less, 4925g ai / ha or less, 4850g ai / ha or less, 4775g ai / ha or less, 4700g ai / ha or less, 4625g ai / ha or less, 4450g ai / ha or less, 4400g ai / ha or less, 4300g ai / ha or less, 4250g ai / ha or less, 4100g ai / ha or less, 4000g ai / ha or less, 3950g ai / ha or less, 3900g ai / ha or less, 3800g ai / ha or less, 3750g ai / ha or less, 3700g ai / ha or less, 3600g ai / ha or less, 3500g ai / ha or less, 3450g ai / ha or less, 3400g ai / ha or less, 3350g ai / ha or less, 3300g ai / ha or less, 3250g ai / ha or less, 3200g ai / ha or less, 3150g ai / ha or less, 3100g ai / ha or less, 3050g ai / ha or less, 3000g ai / ha or less, 2900g ai / ha or less, 2800g ai / ha or less, 2750g ai / ha or less, 2700g ai / ha or less, 2600g ai / ha or less, 2500g ai / ha or less, 2450g ai / ha or less, 2400g ai / ha or less, 2350g ai / ha or less, 2300g ai / ha or less, 2250g ai / ha or less, 2240g ai / ha or less, 2200g ai / ha or less, 2150g ai / ha or less, 2100g ai / ha or less, 2050gai / ha or less, 2000g ai / ha or less, 1900g ai / ha or less, 1800g ai / ha or less, 1700g ai / ha or less, 1690g ai / ha or less, 1680g ai / ha or less, 1675g ai / ha or less, 1650g ai / ha or less, 1600g ai / ha or less, 1550g ai / ha or less, 1500g ai / ha or less, 1450g ai / ha or less, 1400g ai / ha or less, 1350g ai / ha or less, 1300g ai / ha or less, 1250g ai / ha or less, 1200g ai / ha or less, 1150g ai / ha or less, 1100g ai / ha or less, 1050g ai / ha or less, 1000g ai / ha or less, 975g ai / ha or less, 950g ai / ha or less, 925g ai / ha or less, 900g ai / ha or less, 875g ai / ha or less, 850g ai / ha or less, 825g ai / ha or less, 800g ai / ha or less, 775g ai / ha or less, 750g ai / ha or less, 725g ai / ha or less, 700g ai / ha or less, 675g ai / ha or less, 650g ai / ha or less, 625g ai / ha or less, 600g ai / ha or less, 580g ai / ha or less, 560g ai / ha or less, 540g ai / ha or less, 520g ai / ha or less, 500g ai / ha or less, 480g ai / ha or less, 460g ai / ha or less, 440g ai / ha or less, 420g ai / ha or less, 400g ai / ha or less, 380g ai / ha or less, 360g ai / ha or less, 350g ai / ha or less, 340g ai / ha or less, 320g ai / ha or less, 300g ai / ha or less, 280g ai / ha or less, 260g ai / ha or less, 250g ai / ha or less, 240g ai / ha or less, 220g ai / ha or less, 200g ai / ha or less, 190g ai / ha or less, 180g ai / ha or less, 170g ai / ha or less, 160g ai / ha or less, 150g ai / ha or less, 140g ai / ha or less, 130g ai / ha or less, 120g ai / ha or less, 110g ai / ha or less, 100g ai / ha or less, 95gai / ha or less, 90g ai / ha or less, 85g ai / ha or less, 80g ai / ha or less, 75g ai / ha or less, 70g ai / ha or less, 65g ai / ha or less, 60g ai / ha or less, 55g ai / ha or less, 50g ai / ha or less, 45g ai / ha or less, 40g ai / ha or less, 35g ai / ha or less, 30g ai / ha or less, 25g ai / ha or less, 20g ai / ha or less, 19g ai / ha or less, 18g ai / ha or less, 17g ai / ha or less, 16g ai / ha or less, 15g ai / ha or less, 14g ai / ha or less, 13g ai / ha or less, 12g ai / ha or less, 11g ai / ha or less, 10g ai / ha or less, 9g ai / ha or less, 8g ai / ha or less, 7g ai / ha or less, 6g ai / ha or less, 5g ai / ha or less, 4.5g ai / ha or less, 4g ai / ha or less, 3.5g ai / ha or less, 3g ai / ha or less, 2.5g ai / ha or less, 2g ai / ha or less, 1.5g ai / ha or less, 1g ai / ha or less, 0.9g ai / ha or less, 0.8g ai / ha or less, 0.7g ai / ha or less, 0.6g ai / ha or less, 0.5g ai / ha or less, 0.4g ai / ha or less, 0.3g ai / ha or less, 0.2g ai / ha or less, or 0.1g ai / ha or less; or a quantity ranging from any of the minimum to any of the maximum values ​​mentioned above, such as 0.1-1700g ai / ha, 0.25-1500g ai / ha, 0.25-1250g ai / ha, 0.3-1000g ai / ha, 0.4-500g ai / ha, 0.5-150g ai / ha, 1-100g ai / ha, 2-80g ai / ha, 3-60g ai / ha, 4-40g ai / ha, 5-30g ai / ha, 6-25g ai / ha, 7-20g ai / ha, 8-20g ai / ha, 9-20g ai / ha, 10-20g ai / ha, 10-19g ai / ha, 11-18g ai / ha, 12-17g ai / ha. ai / ha, 12-16g ai / ha, 13-15g ai / ha, 5-1000g ai / ha, 6-800g ai / ha, 7-600g ai / ha, 8-560g ai / ha, 9-500gai / ha, 10-480gai / ha, 11-140g ai / ha, 12-100g ai / ha, 100g-6600g ai / ha, 1000-3700g ai / ha, 350-2800gai / ha, 160-3750g ai / ha, 500-5000g ai / ha, 40-400g ai / ha, 60-300g ai / ha, 70-1250gai / ha, 100-140g ai / ha, 140-520g ai / ha, 12.5-4500g ai / ha, 250-1700g ai / ha, 1-4000gai / ha, 1-2240g ai / ha, 1-150g ai / ha, 1.5-3150g ai / ha, 2-900g ai / ha, 2.5-3200g ai / ha, 3-1250g ai / ha, 5-260g ai / ha, 6-750g ai / ha, 7-2100g ai / ha, 10-2240g ai / ha, 20-3600g ai / ha, 40-3950g ai / ha, 50-400g ai / ha, 70-1250g ai / ha, 100-1400g ai / ha, or 250-1700g ai / ha.

[0106] Mixtures

[0107] In some aspects, the mixture may include a second herbicide and / or a safener. In some aspects, the mixture may include a second herbicide. In some aspects, the mixture may include a safener. In some aspects, the mixture may include a second herbicide and a safener. In some aspects, the weeding composition may not include any safener. In some aspects, the weeding composition comprises a triazolopyrimidine herbicide and two other herbicides. In some aspects, the weeding composition comprises a triazolopyrimidine herbicide and a second herbicide, optionally a third herbicide, optionally a fourth herbicide, and optionally a fifth herbicide.

[0108] In some respects, the mixture is a secondary herbicide. In some respects, the secondary herbicide may include isoxazoline herbicides. In some respects, isoxazoline herbicides may include sulfadiazine. In some respects, isoxazoline herbicides may include benzylsulfamethoxam.

[0109] In some respects, the second herbicide, the optional third herbicide, the optional fourth herbicide, and the optional fifth herbicide are independently selected from the group consisting of: pyrimisulfuron, tetrazolium-sulfuron, bispyribac-sodium, bensulfuron-methyl, chlorpyrifos-sulfuron, chlorsulfuron, ethersulfuron, chlorpyrifos-sulfuron, cyprosulfuron, dichlorvos-sulfuron, acesulfuron, pyrimisulfuron, flusulfuron-methyl, flupyrsulfuron, pyrimisulfuron-sulfuron, flupyrsulfuron-sulfuron, formamide-sulfuron, chlorpyrifos-sulfuron-sulfuron-methyl, imazalil, methoxysulfuron, imazalil-nicotinic acid, imazalil-nicotinic acid, imazalil-quinoline acid, imazalil-ethionic acid, pyrimisulfuron-sulfuron, methyl iodosulfuron Sulfuric acid, disulfuron-methyl, pyrimisulfuron-methyl, sulfadiazine, mesosulfuron-methyl, nicosulfuron, pyrimisulfuron-methyl, penoxsulam, flusulfuron-methyl, propanilsulfuron, propanilsulfuron-methyl, flusulfuron-methyl, pyrimisulfuron-methyl, pyrimisulfuron-methyl, flupyrimisulfuron-methyl, pyrimisulfuron-methyl, pyrimisulfuron-methyl, sulfonylsulfuron-methyl, thiamethoxam, thiamethoxam, sulfenylsulfuron-methyl, fluphenazine, fluoxetine, bensulfuron-methyl, trifluralin, flumethanil, trifluralin, 2,4-D, 2,4-DB, chlorpyrifos, chlorpyrifos, chlorpyrifos, dichloropyridine, 2,4-D propionic acid (dichlorprop), dicamba, diflupyrron, clopyralid, fluroxypyr, clopyralid, fluroxypyr, indolepyr, 2-methyl-4-chloropropionic acid (mecoprop), MCPA, MCPB, chlorpyrifos, quinclorac, chloroquinoline, triclopyralid, diflupyrron, naphtha-methyl, trifluraloxad, methylcarbamate, flupropargyl, aziroxypyr, indole-methyl, flupyrazosulfuron, flupyrazosulfuron, flupyrazosulfuron, propyzoxystrobin, aziroxypyr, flupyrazosulfuron, propyzoxystrobin, aziroxypyr, ethoxysulfuron, cyclopyrazosulfuron, cyproconazole, pyrazosulfuron, pyrazosulfuron, mesotrione, flupyrazosulfuron, sulfadiazine Ester, trifluralin, flubutyrazole, pyrfluthrin, flupyrfluthrin, fluroxypyr, furazolidone, fluroxypyr, flupyrfluthrin, atrazine, azoxystrobin, atrazine, bentazon, bromobenzonitrile, chlorpyrifos, chlormequat, cypermethrin, betaine, isoamyl sulfadiazine, diuron, fluroxypyr, cyclomethazine, iodobenzonitrile, isoproturon, cyclomethazine, linuron, benzoxazine, methylbenzyl sulfadiazine, bromosulfadiazine, methoxypyr, cypermethrin, betaine, propiconazole, propiconazole, propiconazole, pyrazosulfuron, simazine, thiamethoxam, terbufos, terbufos, quinalazine, bicyclosulfuron, pyrfluthrin, flupyrfluthrin, cyfluthrin, pyrazosulfuron, benzoxazine, fenquinoline, isoxazolidone Oxyphensulfuron-methyl, nicosulfuron-methyl, pyrazosulfuron-methyl, pyrazosulfuron-methyl, benzylsulfuron-methyl, sulfonylsulfuron-methyl, pyrazosulfuron-methyl, benzoylsulfuron-methyl, triazole sulfonylsulfuron-methyl, butaniloxadil, clethodim, clodinafop-propargyl, thiamethoxam, cyhalofop-propargyl acid, quizalofop-p-ethyl, oxadiazon, pyrazosulfuron-methyl, flupyridine, oxadiazon, cyclobenzalofop-p-ethyl, oxadiazon, quizalofop-p-ethyl, clethodim, pyrazosulfuron-methyl, acetochlor, metolachlor, sphagnum molybdate, furazolidone, butachlor, pyrazosulfuron-propargyl, cyclobenzalofop-p-ethyl, methamidophos, EPTC, benzylsulfuron-methyl, tetrazolylsulfuron-propargyl, fluthiamethoxam, indicarboxystrobin, triazolesulfuron-propargyl, benzylsulfuron-propargyl, pyrazosulfuron-propargyl, isopropyltylmethrin Amine, clethodim, piperazine, pretilachlor, chlorpyrifos, isopropachlor, sulfonyl sulfadiazine, thifensulfuron, quizalofop-p-ethyl, fenproxate, ethoxysulfuron, quizalofop-p-ethyl, bensulfuron-methyl, chlorpyrifos, chlorpyrifos, chlorpyrifos, chlorpyrifos, sulfadiazine, chlorpyrifos, flufenoxuron, sulfadiazine, pendimethalin, sulfadiazine, chlorpyrifos, acetamiprid, thiamethoxam, trifluralin, glufosinate, phosphonoammonium sulfate, phosphonoammonium sulfate, glyphosate, dichloroisoxane, bromoxaone, isoxaflutole, flusulfonyl sulfadiazine, isoxaflutole, triazole sulfadiazine, dicyclophosphamide, dimethoate, chlorfenapyr, ethoxybenzamide, tetrafluoropropionic acid, phosphonoammonium phosphate, naphthylpropane, dichlorvos, oxadiazon, and nonanoic acid.

[0110] One or more herbicidal mixtures may be applied in an amount sufficient to induce herbicidal action to unwanted vegetation or areas adjacent to unwanted vegetation, or to soil or water, to prevent the germination or growth of unwanted vegetation. In some cases, herbicide mixtures are applied to vegetation or adjacent areas, or to soil or water, in the following amounts to prevent germination or growth: 0.25 g active ingredient per hectare (g ai / ha) or more, such as 0.3 g ai / ha or more, 0.4 g ai / ha or more, 0.5 g ai / ha or more, 0.6 g ai / ha or more, 0.7 g ai / ha or more, 0.8 g ai / ha or more, 0.9 g ai / ha or more, 1 g ai / ha or more, 1.5 g ai / ha or more, 2 g ai / ha or more, 2.5 g ai / ha or more, 3 g ai / ha or more, 3.5 g ai / ha or more, 4 g ai / ha or more, 4.5 g ai / ha or more, 5 g ai / ha or more, 6 g ai / ha or more, 7 g ai / ha or more, 8 g ai / ha or more, 9 g ai / ha or more, 10 g ai / ha or more. ai / ha or more, 15g ai / ha or more, 20g ai / ha or more, 25g ai / ha or more, 30g ai / ha or more, 35g ai / ha or more, 40g ai / ha or more, 45g ai / ha or more, 50g ai / ha or more, 55g ai / ha or more, 60g ai / ha or more, 65g ai / ha or more, 70g ai / ha or more, 75g ai / ha or more, 80g ai / ha or more, 85g ai / ha or more, 90g ai / ha or more, 95g ai / ha or more, 100g ai / ha or more, 110g ai / ha or more, 120g ai / ha or more, 130g ai / ha or more, 140g ai / ha or more, 150g ai / ha or more, 160g ai / ha or more, 170g ai / ha or more, 180g ai / ha or more, 190g ai / ha or more, 200g ai / ha or more, 220g ai / ha or more, 240g ai / ha or more, 250g ai / ha or more, 260g ai / ha or more, 280g ai / ha or more, 300g ai / ha or more, 320g ai / ha or more, 340g ai / ha or more, 350g ai / ha or more, 360g ai / ha or more, 380g ai / ha or more, 400g ai / ha or more, 420g ai / ha or more, 440g ai / ha or more, 460gai / ha or more, 480g ai / ha or more, 500g ai / ha or more, 520g ai / ha or more, 540g ai / ha or more, 560g ai / ha or more, 580g ai / ha or more, 600g ai / ha or more, 625g ai / ha or more, 650g ai / ha or more, 675g ai / ha or more, 700g ai / ha or more, 725g ai / ha or more, 750g ai / ha or more, 775g ai / ha or more, 800g ai / ha or more, 825g ai / ha or more, 850g ai / ha or more, 875g ai / ha or more, 900g ai / ha or more, 925g ai / ha or more, 950g ai / ha or more, 975g ai / ha or more, 1000g ai / ha or more, 1050g ai / ha or more, 1100g ai / ha or more, 1150g ai / ha or more, 1200g ai / ha or more, 1250g ai / ha or more, 1300g ai / ha or more, 1350g ai / ha or more, 1400g ai / ha or more, 1450g ai / ha or more, 1500g ai / ha or more, 1550g ai / ha or more, 1600g ai / ha or more, 1650g ai / ha or more, 1675g ai / ha or more, 1680g ai / ha or more, 1690g ai / ha or more, 1700g ai / ha or more, 1800g ai / ha or more, 1900g ai / ha or more, 2000g ai / ha or more, 2050g ai / ha or more, 2100g ai / ha or more, 2150gai / ha or more, 2200g ai / ha or more, 2240g ai / ha or more, 2250g ai / ha or more, 2300g ai / ha or more, 2350g ai / ha or more, 2400g ai / ha or more, 2450g ai / ha or more, 2500g ai / ha or more, 2600g ai / ha or more, 2700g ai / ha or more, 2750g ai / ha or more, 2800g ai / ha or more, 2900g ai / ha or more, 3000g ai / ha or more, 3050g ai / ha or more, 3100g ai / ha or more, 3150gai / ha or more, 3200g ai / ha or more, 3250g ai / ha or more, 3300g ai / ha or more, 3350g ai / ha or more, 3400gai / ha or more, 3450g ai / ha or more, 3500g ai / ha or more, 3600g ai / ha or more, 3700g ai / ha or more, 3750g ai / ha or more, 3800g ai / ha or more, 3900g ai / ha or more, 3950g ai / ha or more, 4000g ai / ha or more, 4100g ai / ha or more, 4200g ai / ha or more, 4250g ai / ha or more, 4300g ai / ha or more, 4400g ai / ha or more, 4450g ai / ha or more, 4500g ai / ha or more, 4640g ai / ha or more, 4780g ai / ha or more, 4920g ai / ha or more, 5000g ai / ha or more, 5060g ai / ha or more, 5200g ai / ha or more, 5340g ai / ha or more, 5480g ai / ha or more, 5620g ai / ha or more, 5760g ai / ha or more, 5900g ai / ha or more, 6000g ai / ha or more, 6150g ai / ha or more, 6350g ai / ha or more, 6500g ai / ha or more, 6750g ai / ha or more, 7000g ai / ha or more, 7500g ai / ha or more, 8000g ai / ha or more, 8500g ai / ha or more, 9000g ai / ha or more, 9500g ai / ha or more, 10kg ai / ha or more, 10.5kg ai / ha or more, 11kg ai / ha or more, or 11.5kg ai / ha or more; in the following amounts: 12kg ai / ha or less, such as 11.5kg ai / ha or less, 11kg ai / ha or less, 10.5kg ai / ha, 10kg ai / ha or less, 9500g ai / ha or less, 9000gai / ha or less, 8500gai / ha or less, 8000g ai / ha or less, 7500g ai / ha or less, 7000g ai / ha or less, 6750g ai / ha or less, 6500g ai / ha or less, 6275g ai / ha or less, 6250g ai / ha or less, 6200g ai / ha or less, 6125g ai / ha or less, 6050g ai / ha or less, 5975g ai / ha or less, 5900g ai / ha or less, 5825g ai / ha or less, 5750g ai / ha or less, 5675g ai / ha or less, 5600gai / ha or less, 5525gai / ha or less, 5450g ai / ha or less, 5375g ai / ha or less, 5300g ai / ha or less, 5225g ai / ha or less, 5150g ai / ha or less, 5075g ai / ha or less, 5000g ai / ha or less, 4925g ai / ha or less, 4850g ai / ha or less, 4775g ai / ha or less, 4700g ai / ha or less, 4625g ai / ha or less, 4450g ai / ha or less, 4400g ai / ha or less, 4300g ai / ha or less, 4250g ai / ha or less, 4100gai / ha or less, 4000g ai / ha or less, 3950g ai / ha or less, 3900g ai / ha or less, 3800g ai / ha or less, 3750g ai / ha or less, 3700g ai / ha or less, 3600g ai / ha or less, 3500g ai / ha or less, 3450g ai / ha or less, 3400g ai / ha or less, 3350g ai / ha or less, 3300g ai / ha or less, 3250g ai / ha or less, 3200g ai / ha or less, 3150g ai / ha or less, 3100g ai / ha or less, 3050g ai / ha or less, 3000g ai / ha or less, 2900g ai / ha or less, 2800g ai / ha or less, 2750g ai / ha or less, 2700g ai / ha or less, 2600g ai / ha or less, 2500g ai / ha or less, 2450g ai / ha or less, 2400g ai / ha or less, 2350g ai / ha or less, 2300g ai / ha or less, 2250g ai / ha or less, 2240g ai / ha or less, 2200g ai / ha or less, 2150g ai / ha or less, 2100g ai / ha or less, 2050g ai / ha or less, 2000g ai / ha or less, 1900g ai / ha or less, 1800g ai / ha or less, 1700g ai / ha or less, 1690g ai / ha or less, 1680g ai / ha or less, 1675g ai / ha or less, 1650g ai / ha or less, 1600g ai / ha or less, 1550g ai / ha or less, 1500g ai / ha or less, 1450g ai / ha or less, 1400g ai / ha or less, 1350g ai / ha or less, 1300gai / ha or less, 1250g ai / ha or less, 1200g ai / ha or less, 1150g ai / ha or less, 1100g ai / ha or less, 1050g ai / ha or less, 1000g ai / ha or less, 975g ai / ha or less, 950g ai / ha or less, 925g ai / ha or less, 900g ai / ha or less, 875g ai / ha or less, 850g ai / ha or less, 825g ai / ha or less, 800g ai / ha or less, 775g ai / ha or less, 750g ai / ha or less, 725g ai / ha or less, 700g ai / ha or less, 675g ai / ha or less, 650g ai / ha or less, 625g ai / ha or less, 600g ai / ha or less, 580g ai / ha or less, 560g ai / ha or less, 540g ai / ha or less, 520g ai / ha or less, 500g ai / ha or less, 480g ai / ha or less, 460g ai / ha or less, 440g ai / ha or less, 420g ai / ha or less, 400g ai / ha or less, 380g ai / ha or less, 360g ai / ha or less, 350g ai / ha or less, 340g ai / ha or less, 320g ai / ha or less, 300g ai / ha or less, 280g ai / ha or less, 260g ai / ha or less, 250g ai / ha or less, 240g ai / ha or less, 220g ai / ha or less, 200g ai / ha or less, 190g ai / ha or less, 180g ai / ha or less, 170g ai / ha or less, 160g ai / ha or less, 150g ai / ha or less, 140g ai / ha or less, 130g ai / ha or less, 120g ai / ha or less, 110g ai / ha or less, 100g ai / ha or less, 95g ai / ha or less, 90g ai / ha or less, 85g ai / ha or less, 80g ai / ha or less, 75g ai / ha or less, 70g ai / ha or less, 65g ai / ha or less, 60g ai / ha or less, 55g ai / ha or less, 50g ai / ha or less, 45g ai / ha or less, 40g ai / ha or less, 35g ai / ha or less, 30g ai / ha or less, 25g ai / ha or less, 20g ai / ha or less, 15g ai / ha or less, 10gai / ha or less, 9g ai / ha or less, 8g ai / ha or less, 7g ai / ha or less, 6g ai / ha or less, 5g ai / ha or less, 4.5g ai / ha or less, 4g ai / ha or less, 3.5g ai / ha or less, 3g ai / ha or less, 2.5g ai / ha or less, 2g ai / ha or less, 1.5g ai / ha or less, 1g ai / ha or less, 0.9g ai / ha or less, 0.8g ai / ha or less, 0.7g ai / ha or less, 0.6g ai / ha or less, 0.5g ai / ha or less, 0.4g ai / ha or less, or 0.3g ai / ha or less; or amounts ranging from any of the minimum to any of the maximum values ​​mentioned above, such as 0.25-1700g. ai / ha, 0.50-1500gai / ha, 1-1000g ai / ha, 2-800g ai / ha, 4-600g ai / ha, 6-500g ai / ha, 8-450g ai / ha, 10-400g ai / ha, 11-380g ai / ha, 12-350g ai / ha, 13-330g ai / ha, 14-320g ai / ha, 15-310gai / ha, 16-300g ai / ha, 17-290g ai / ha, 18-280g ai / ha, 19-270g ai / ha, 20-260g ai / ha, 20-250g ai / ha, 20-200g ai / ha, 21-240g ai / ha, 22-230g ai / ha, 23-220g ai / ha, 24-210gai / ha, 25-205g ai / ha, 26-200g ai / ha, 27-195g ai / ha, 28-190g ai / ha, 29-185g ai / ha, 30-180g ai / ha, 30-200g ai / ha, 30-180g ai / ha, 30-170g ai / ha, 30-160g ai / ha, 30-150gai / ha, 30-140g ai / ha, 30-130g ai / ha, 30-120g ai / ha, 30-110g ai / ha, 30-100g ai / ha, 30-90g ai / ha, 40-200g ai / ha, 40-180g ai / ha, 40-170g ai / ha, 40-160g ai / ha, 40-150gai / ha, 40-140g ai / ha, 40-130g ai / ha, 40-120g ai / ha, 40-110gai / ha、40-100g ai / ha、40-90g ai / ha、40-80g ai / ha、50-200g ai / ha、50-180g ai / ha、50-170g ai / ha、50-160g ai / ha、50-150g ai / ha、50-140g ai / ha、50-130g ai / ha、50-120g ai / ha、50-110g ai / ha、50-100g ai / ha、50-90g ai / ha、50-80g ai / ha、60-200g ai / ha、60-190g ai / ha、60-180g / ha、60-170g ai / ha、60-160g ai / ha、60-150g ai / ha、60-140g ai / ha、60-130g ai / ha、60-120g ai / ha、60-110g ai / ha、60-100g ai / ha、60-90g ai / ha、60-80g ai / ha、30-480g ai / ha、20-300g ai / ha、20-500g ai / ha、25-180g ai / ha、40-400g ai / ha、60-300g ai / ha、100-140g ai / ha、140-520g ai / ha、1-150g ai / ha、5-260g ai / ha、6-750g ai / ha、50-400gai / ha、1000-9000g ai / ha、1000-3700g ai / ha、100g-6600g ai / ha, 350-1800g ai / ha, 160-3750g ai / ha, 500-5000g ai / ha, 70-1250g ai / ha, 12.5-4500g ai / ha, 250-1700g ai / ha, 1-4000g ai / ha, 1-2240g ai / ha, 1.5-3150g ai / ha, 2-900g ai / ha, 2.5-3200g ai / ha, 3-1250g ai / ha, 7-2100g ai / ha, 10-2240g ai / ha, 20-3600g ai / ha, 40-3950g ai / ha, 70-1250g ai / ha, 100-1400g ai / ha, or 250-1700g ai / ha.

[0111] In some respects, the weight ratio of the triazolopyrimidine herbicide to the second herbicide is about 500:1 to about 1:500, or about 1:500 to about 100:1, or about 1:500 to about 10:1, or about 1:100 to about 5:1, or about 1:100 to about 1:1, or about 1:50 to about 2:1, or about 1:40 to about 1:1, or about 1:30 to about 1:1, or about 1:30 to about 1:5, or about 1:20 to about 1:2, or about 1:18 to about 1:2, or about 1:15 to about 1:2, or about 1:15 to about 1:3, or about 1:15 to about 1:4, or about 1:15 to about 1:5.

[0112] In some respects, the mixture is a safener. In some respects, the herbicidal composition comprises a triazolopyrimidine herbicide and a safener. A safener is a compound that results in better crop compatibility when applied in combination with a herbicide. In some respects, the safener itself has herbicidal activity. In some respects, the safener acts as an antidote or antagonist in the crop plant and thus can reduce or even prevent additional damage to the crop plant that might occur due to the applied herbicide (protecting the crop plant from damage). Exemplary safeners include, but are not limited to, AD-67 (MON). 4660)(4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane[CAS No. 71526-07-03]), chlorpyrifos, chlordane, blasinolone, quinoxyacetic acid, chlorpyrifos, chlorpyrifos nitrile, cyclopropanesulfonamide, chlorpyrifos, dichloropropeneamine, dicyclohexane, phosmet, chlorpyrifos, chlorpyrifos-ethyl, chlorpyrifos-ethyl, chlorpyrifos-ethyl, fluroxypyr, chlorpyrifos-oxazol, hypersensitive protein, bis(phenyloxazolyl)-ethyl, chlorpyrifos-ethyl, chlorpyrifos-ethyl Pyrazolium oxalate, pyrazolium oxalate-diethyl, toluene, naphthalenecarboxylic anhydride, 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (also known as R29148 [CAS No. 52836-31-4]), 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane, oxaloacetamide, and N-phenyl-sulfonylbenzoic acid amide, as well as their agriculturally acceptable salts and their agriculturally acceptable derivatives (provided they have a carboxyl group). In some aspects, the safener may be oxaloacetate or its esters or salts or esters, such as oxaloacetamide. In some aspects, the safener may include oxaloacetamide. In some aspects, the safener may include allyl oxalamide.

[0113] In the herbicidal compositions disclosed herein, the relative weight ratio (in g ai / ha) of the triazolopyrimidine herbicide to the safener or its agriculturally acceptable salt or ester may be in the range of about 1:500 to about 500:1, about 1:250 to about 250:1, about 100:1 to about 1:100.In some respects, the weight ratio of triazolopyrimidine herbicide (in g ai / ha) to a safener or its agriculturally acceptable salt or ester (in g ai / ha) can be 1:5 or greater, such as 1:4.75 or greater, 1:4.5 or greater, 1:4.25 or greater, 1:4 or greater, 1:3.75 or greater, 1:3.5 or greater, 1:3.25 or greater, 1:3 or greater, 1:2.75 or greater, 1:2.5 or greater, 1:2.25 or greater, 1:2 or greater, 1:1.9 or greater, 1:1.8 or greater, 1:1.7 or greater, 1:1.6 or greater, 1:1.5 or greater, 1:1.4 or greater, 1:1.3 or greater, 1:1.2 or greater, 1:1.1 or greater, 1:1 or greater, 1.1:1 or greater, 1.2:1 Or greater, 1.3:1 or greater, 1.4:1 or greater, 1.5:1 or greater, 1.6:1 or greater, 1.7:1 or greater, 1.8:1 or greater, 1.9:1 or greater, 2:1 or greater, 2.25:1 or greater, 2.5:1 or greater, 2.75:1 or greater, 3:1 or greater, 3.25:1 or greater, 3.5:1 or greater, 3.75:1 or greater, 4:1 or greater, 4.25:1 or greater, 4.5:1 or greater, 4.75:1 or greater, or 5:1 or greater; the weight ratio of (a) to (b) may be 5:1 or less, such as 4.75:1 or less, 4.5:1 or less, 4.25:1 or less. 4:1 or less, 3.75:1 or less, 3.5:1 or less, 3.25:1 or less, 3:1 or less, 2.75:1 or less, 2.5:1 or less, 2.25:1 or less, 2:1 or less, 1.9:1 or less, 1.8:1 or less, 1.7:1 or less, 1.6:1 or less, 1.5:1 or less, 1.4:1 or less, 1.3:1 or less, 1.2:1 or less, 1.1:1 or less, 1:1 or less, 1:1.1 or less, 1:1.2 or less, 1:1.3 or less, 1:1.4 or less, 1:1.5 or less, 1:1.6 or less, 1:1.7 or less, 1: The weight ratio of triazolopyrimidine herbicide to safener or its agriculturally acceptable salt or ester may be any of the minimum to maximum ratios provided above, such as 1:5 to 5:1, 1:2 to 5:1, 1:1 to 3:1, 1:3 to 4:1, or 1:1.5 to 3:1.

[0114] In some respects, the mixture may include the respective safener and second herbicide disclosed above.

[0115] In some respects, safeners are generally not required in the herbicidal compositions disclosed herein. In some embodiments, the herbicidal compositions contain no or very little safener (i.e., less than 1% by weight based on the total amount of herbicides present in the herbicidal composition comprising a triazolopyrimidine herbicide and / or a second herbicide).

[0116] In some aspects, when the herbicidal compositions of this disclosure, containing a unique combination of a triazolopyrimidine herbicide (e.g., sulfadiazine) and a second herbicide (e.g., sulforaphane), are applied post-emergence to unwanted vegetation, at least 70%, 75%, 80%, 85%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 99.5%, or even 100% herbicidal efficacy in controlling certain types of unwanted vegetation can be achieved. In some aspects, the herbicidal compositions may not contain any safener. In some aspects, the herbicidal compositions of this disclosure contain a unique combination of sulfadiazine and sulforaphane without any added safener. The applicant has unexpectedly discovered that, even without any added safener, these herbicidal compositions of this disclosure can achieve good crop safety with no or minimal crop damage, such as less than about 30%, less than about 25%, less than about 20%, less than about 15%, less than about 10%, less than about 9%, less than about 8%, less than about 7%, less than about 6%, less than about 5%, less than about 4%, less than about 3%, less than about 2%, or less than about 1% of observed or unobserved damage to the desired crop (e.g., winter wheat). This result achieved in this disclosure is particularly unexpected, given that sulforaphane is a well-known pre-emergence herbicide that inhibits the production of very long-chain fatty acids in plants. The herbicidal composition of this disclosure, when applied post-emergence to a pre-emergence herbicide containing triazolopyrimidine herbicides (such as sulfadiazine) and sulforaphane, can unexpectedly achieve enhanced herbicidal efficacy than the combined effect of the individual triazolopyrimidine herbicides (such as sulfadiazine) and sulforaphane under the same corresponding application rates and conditions.

[0117] The applicant further evaluated the potential residual effects of the herbicidal compositions of this disclosure on the rotational crop in the next growing season after application of the herbicidal composition to the desired crop in the previous growing season. The applicant unexpectedly observed that when the crop (e.g., winter wheat) is switched to the rotational crop (e.g., rice or maize), the residues (if any herbicidal composition from the previous growing season) cause minimal to no damage to the rotational crop in the next growing season, such as less than about 30%, less than about 25%, less than about 20%, less than about 15%, less than about 10%, less than about 9%, less than about 8%, less than about 7%, less than about 6%, less than about 5%, less than about 4%, less than about 3%, less than about 2%, or less than about 1% of observed or unobserved damage to the rotational crop (e.g., rice or maize).

[0118] In some respects, the herbicidal composition may further contain agriculturally acceptable adjuvants or carriers.

[0119] Additives in herbicide compositions

[0120] The herbicidal compositions disclosed herein may further comprise other additives for enhancing the properties or effectiveness of the mixture in some way. Exemplary additives include, but are not limited to, adjuvants, carriers, and combinations thereof. The compositions may be in a variety of physical states, including but not limited to, as solutions, emulsions, suspensions, granules, powders, and other such states.

[0121] carrier

[0122] In some respects, the additive includes a carrier. In some respects, the additive includes a liquid or solid carrier. In some respects, the additive includes an organic or inorganic carrier. Exemplary liquid carriers include, but are not limited to: water; petroleum fractions or hydrocarbons, such as mineral oil, aromatic solvents, paraffin oil, etc.; vegetable oils, such as soybean oil, rapeseed oil, olive oil, castor oil, sunflower oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil, etc.; esters of the above vegetable oils; esters of monohydric or dihydric, trihydric or other lower polyols (containing 4-6 hydroxyl groups), such as 2-ethylhexyl stearate, n-butyl oleate, isopropyl myristate, propylene glycol dioleate, etc. Dioctyl succinate, dibutyl adipate, dioctyl phthalate, etc.; esters of monocarboxylic acids, dicarboxylic acids and polycarboxylic acids, etc.; toluene; xylene; naphtha; crop oil; acetone; methyl ethyl ketone; cyclohexanone; trichloroethylene; perchloroethylene; ethyl acetate; amyl acetate; butyl acetate; propylene glycol monomethyl ether and diethylene glycol monomethyl ether; methanol; ethanol; isopropanol; pentanol; ethylene glycol; propylene glycol; glycerol; N-methyl-2-pyrrolidone; N,N-dimethylalkylamide; dimethyl sulfoxide; and liquid fertilizers, and mixtures thereof. Exemplary solid carriers include, but are not limited to: silica, silica gel, silicates, talc, kaolin, limestone, lime, chalk, red basalt, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, pyrophyllite clay, attapulgite clay, diatomaceous earth, calcium carbonate, bentonite, bleaching clay, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, walnut shell powder, lignin, ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, cereal flour, bark powder, wood flour and nut shell powder, cellulose powder, and mixtures thereof.

[0123] adjuvants

[0124] In some respects, additives include agriculturally acceptable adjuvants. Exemplary agriculturally acceptable adjuvants include, but are not limited to, antifreeze agents, defoamers, compatibilizers, multivalent chelating agents, neutralizers and buffers, corrosion inhibitors, colorants, flavor enhancers, penetration aids, wetting agents, spreading agents, dispersants, thickeners, freezing point inhibitors, antimicrobial agents, crop oils, binders (e.g., used in seed formulations), surfactants, protective colloids, emulsifiers, thickeners, and mixtures thereof.

[0125] Exemplary agriculturally acceptable adjuvants include, but are not limited to, crop oil concentrates (e.g., 85% mineral oil + 15% emulsifier); nonylphenol ethoxylates; benzyl cocoa alkyl dimethyl quaternary ammonium salts; blends of petroleum hydrocarbons, alkyl esters, organic acids, and anionic surfactants; C9-C 11 Alkyl polyglycosides; alkyl phosphate esters, such as tris(2-ethylhexyl) phosphate (TEHP); phosphate ester alcohol ethoxylates; natural primary alcohols (C 12 -C16 Ethoxylated compounds; di-sec-butylphenol EO-PO block copolymers; methyl-terminated polysiloxanes; nonylphenol ethoxylated compounds + urea ammonium nitrate; emulsified methylated seed oils; tridecyl alcohol (synthetic) ethoxylated compounds (e.g., 8EO); tallow amine ethoxylated compounds (e.g., 15EO); and PEG (400) dioleate-99.

[0126] Exemplary surfactants (e.g., wetting agents, thickeners, dispersants, emulsifiers) include, but are not limited to: alkali metal salts, alkaline earth metal salts, and ammonium salts of fatty acids or aromatic sulfonic acids (e.g., lignin sulfonic acid, phenol sulfonic acid, naphthalene sulfonic acid, and dibutylnaphthalene sulfonic acid); alkyl- and alkylaryl sulfonates; alkyl sulfates, lauryl ether sulfates, and fatty alcohol sulfates; salts of sulfated hexadecyl alcohol, heptadecanol, and octadecyl alcohol; salts of fatty alcohol glycol ethers; condensates of sulfonated naphthalene and its derivatives with formaldehyde; condensates of naphthalene or naphthalene sulfonic acid with phenol and formaldehyde; and polyoxyethylene octylphenol ether. ; ethoxylated isooctyl-, octyl-, or nonylphenol, alkylphenyl or tributylphenyl polyglycol ethers; alkylaryl polyether alcohols; isotretinoin; fatty alcohol / ethylene oxide condensates; ethoxylated castor oil; polyoxyethylene alkyl ethers or polyoxypropylene alkyl ethers; lauryl glycol polyglycol ether acetate; sorbitol esters; lignin sulfite waste and proteins; denatured proteins, polysaccharides (e.g., methylcellulose); hydrophobically modified starch; and polyvinyl alcohol, polycarboxylates, polyalkoxylated compounds, polyethyleneamine, polyethyleneimine, polyvinylpyrrolidone, and copolymers thereof.

[0127] In some respects, the weed control composition may include a spreading agent. The spreading agent may include a silicone spreading agent. Examples of spreading agents may include siloxane polyepoxide copolymers and polyepoxides, such as Silwet 806 (Momentive Performance Materials, Waterford, NY 260 Hudson River Road, 12188).

[0128] Exemplary thickeners include, but are not limited to, polysaccharides (e.g., xanthan gum), organic and inorganic flake minerals, and mixtures thereof.

[0129] Exemplary defoamers include, but are not limited to, silicone emulsions, long-chain alcohols, fatty acids, fatty acid salts, organofluorine compounds, and mixtures thereof.

[0130] Exemplary antimicrobial agents include, but are not limited to, bactericides based on dichlorophenol and benzyl alcohol hemiacetal; isothiazolinone derivatives, such as alkylisothiazolinones and benzisothiazolinones; and mixtures thereof.

[0131] Exemplary antifreeze agents include, but are not limited to, ethylene glycol, propylene glycol, urea, glycerin, and mixtures thereof.

[0132] Exemplary colorants include, but are not limited to, dyes known by the name Rhodamine B, Pigment Blue 15:4, Pigment Blue 15:3, Pigment Blue 15:2, Pigment Blue 15:1, Pigment Blue 80, Pigment Yellow 1, Pigment Yellow 13, Pigment Red 112, Pigment Red 48:2, Pigment Red 48:1, Pigment Red 57:1, Pigment Red 53:1, Pigment Orange 43, Pigment Orange 34, Pigment Orange 5, Pigment Green 36, Pigment Green 7, Pigment White 6, Pigment Brown 25, Basic Violet 10, Basic Violet 49, Acid Red 51, Acid Red 52, Acid Red 14, Acid Blue 9, Acid Yellow 23, Basic Red 10, Basic Red 108, and mixtures thereof.

[0133] Exemplary adhesives include, but are not limited to, polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, tylose, and mixtures thereof.

[0134] physical state

[0135] In some respects, herbicidal compositions comprising triazolopyrimidine herbicides and mixtures may be present in suspension, emulsion, dissolved, or solid form. Exemplary compositions include, but are not limited to, aqueous solutions, aqueous suspensions, aqueous dispersions, aqueous emulsions, aqueous microemulsions, aqueous suspensions, oil solutions, oil suspensions, oil dispersions, oil emulsions, oil microemulsions, oil suspensions, self-emulsifying formulations, as well as highly concentrated aqueous, oily, or other suspensions or dispersions, gels, pastes, powders, granules, water-dispersible granules (WDG), wettable granules, and materials for broadcasting.

[0136] In some respects, the herbicidal composition may be in the form of a suspension concentrate. Ready-to-use herbicidal compositions may be aqueous solutions, suspensions, or oil-in-water emulsions. In some respects, the herbicidal composition may be in the form of water-dispersible granules (WDG) or wettable granules.

[0137] In some aspects, the herbicidal compositions disclosed herein are aqueous solutions, emulsions, suspensions, or wettable or water-dispersible particles that can be diluted prior to use, for example, with water. In other aspects, the herbicidal compositions can be provided as high-concentration formulations (such as concentrates). In some aspects, the concentrates are stable and retain their efficacy during storage and transport. In other aspects, the concentrates are clear, homogeneous liquids that are stable at temperatures of 54°C or higher. In some aspects, the concentrates do not exhibit any solid precipitation at temperatures of 10°C or higher. In some aspects, the concentrates do not exhibit any separation, precipitation, or crystallization of components at low temperatures. For example, the concentrates remain clear solutions at temperatures below 0°C (e.g., below -5°C, below -10°C, below -15°C). In some aspects, even at temperatures as low as 5°C, the concentrates exhibit a viscosity of less than 50 centipoise (50 MPa). In some respects, the concentrate did not exhibit any separation, precipitation, or crystallization of components during storage periods of 2 weeks or longer (e.g., 4 weeks, 6 weeks, 8 weeks, 3 months, 6 months, 9 months, or 12 months or longer).

[0138] In some respects, emulsions, gels, pastes, or oil dispersions can be prepared by homogenizing triazolopyrimidine herbicides in water using wetting agents, thickeners, dispersants, or emulsifiers. In other respects, concentrates suitable for dilution with water can be prepared, comprising triazolopyrimidine herbicides, wetting agents, thickeners, and dispersants or emulsifiers.

[0139] In some respects, powders, broadcast materials, or granules can be prepared by mixing or simultaneously grinding triazolopyrimidine herbicides and / or mixtures, along with optional other additives, with a solid carrier.

[0140] In some respects, granules (e.g., coated granules, impregnated granules, and homogenized granules) can be prepared by combining triazolopyrimidine herbicides and / or mixtures with a solid carrier.

[0141] In some aspects, the herbicidal composition comprises about 0.0001% to about 99% of a triazolopyrimidine herbicide by weight of the total composition, and comprises about 0.001%, 0.002%, 0.003%, 0.004%, 0.005%, 0.006%, 0.007%, 0.008%, 0.009%, 0.01%, 0.02%, 0.025%, 0.05%, 0.075%, 0.1%, 0.2%, 0.3%, 0.4%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 7.5%, 8%, 9%, 10%, 12.5%, 15%, 17.5%, 20% by weight of the total composition. %, 22.5%, 25%, 27.5%, 30%, 32.5%, 35%, 37.5%, 40%, 42.5%, 45%, 47.5%, 50%, 52.5%, 55%, 57.5%, 60%, 62.5%, 65%, 67.5%, 70%, 72.5%, 75%, 77.5%, 80%, 82.5%, 85%, 87.5%, 90%, 92.5%, 95%, 97.5%, or 98%, or any range defined between any two of the foregoing values, such as between about 1% and about 97%, between about 10% and about 90%, between about 20% and about 45%, and between about 25% and about 50% of the total weight of the composition of the triazolopyrimidine herbicide. The concentrate can be diluted with an inert carrier (such as water) before application.Diluted compositions applied to unwanted vegetation or sites with unwanted vegetation may contain, based on the total weight of the diluted composition, 0.0005 to 8.0 wt%, 0.0006 to 5.0 wt%, 0.0008 to 4.0 wt%, 0.001 to 3.0 wt%, 0.002 to 2.0 wt%, 0.003 to 1.0 wt%, 0.004 to 1.0 wt%, 0.005 to 1.0 wt%, 0.006 to 1.0 wt%, 0.007 to 1.0 wt%, 0.008 to 1.0 wt%, 0.009 to 1.0 wt%, 0.01 to 1.0 wt%, 0.015 to 1.0 wt%, 0.02 to 1.0 wt%, 0.0 Triazolopyrimidine herbicide in total amounts of 3 to 1.0 wt%, 0.04 to 1.0 wt%, 0.05 to 1.0 wt%, 0.06 to 1.0 wt%, 0.07 to 1.0 wt%, 0.08 to 1.0 wt%, 0.09 to 1.0 wt%, 0.1 to 1.0 wt%, 0.2 to 1.0 wt%, 0.3 to 1.0 wt%, 0.4 to 1.0 wt%, 0.5 to 1.0 wt%, 0.6 to 1.0 wt%, 0.7 to 1.0 wt%, 0.8 to 1.0 wt%, 0.9 to 1.0 wt%, 0.001 to 0.1 wt%, 0.003 to 0.02 wt%, or 0.001 to 0.2 wt% (e.g., 0.001 to 5.0 wt%).

[0142] In some aspects, the herbicidal composition comprises about 0.0001% to about 99% of a second herbicide (e.g., sulforaphane methylphenidate) based on the total weight of the composition, and comprises about 0.001%, 0.005%, 0.01%, 0.02%, 0.021%, 0.022%, 0.023%, 0.024%, 0.025%, 0.026%, 0.027%, 0.028%, 0.029%, 0.03%, 0.031%, 0.032%, 0.02%, 0.033%, or 0.034% based on the total weight of the composition. 0.035%, 0.036%, 0.037%, 0.038%, 0.039%, 0.04%, 0.041%, 0.02%, 0.042%, 0.043%, 0.044%, 0.045%, 0.046%, 0.047%, 0.048%, 0.049%, 0.05%, 0.06%, 0.07%, 0.075%, 0.08%, 0.085%, 0.09%, 0.095%, 0.1%, 0.11%, 0.12%, 0.13%, 0.14%, 0.15% %, 0.16%, 0.17%, 0.18%, 0.19%, 0.2%, 0.25%, 0.3%, 0.35%, 0.4%, 0.45%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 7.5%, 8%, 9%, 10%, 12.5%, 15%, 17.5%, 20%, 22.5%, 25%, 27.5%, 30%, 32.5%, 35%, 37.5%, 40%, 42.5%, 45%, 47.5% A second herbicide at concentrations of 50%, 52.5%, 55%, 57.5%, 60%, 62.5%, 65%, 67.5%, 70%, 72.5%, 75%, 77.5%, 80%, 82.5%, 85%, 87.5%, 90%, 92.5%, 95%, 97.5%, or 98%, or within any range defined between any two of the foregoing values, such as between about 1% and about 97%, between about 10% and about 90%, between about 20% and about 45%, and between about 25% and about 50% of the total weight of the composition. The concentrate may be diluted with an inert carrier (such as water) before application.Diluted compositions applied to unwanted vegetation or sites with unwanted vegetation may contain 0.001 to 10.0 wt%, 0.002 to 9.0 wt%, 0.003 to 8.0 wt%, 0.004 to 7.0 wt%, 0.005 to 6.0 wt%, 0.006 to 5.0 wt%, 0.007 to 5.0 wt%, 0.008 to 5.0 wt%, or 0.009 to 5.0 wt% based on the total weight of the diluted composition. 0.01 to 5.0 wt%, 0.015 to 4.0 wt%, 0.02 to 3.0 wt%, 0.021 to 2.0 wt%, 0.022 to 1.0 wt%, 0.023 to 1.0 wt%, 0.024 to 1.0 wt%, 0.025 to 1.0 wt%, 0.026 to 1.0 wt%, 0.027 to 1.0 wt%, 0.028 to 1.0 wt%, 0.029 to 1.0 wt%, 0.03 to 1.0 wt%, 0.035 to 1.0 wt%, 0.04 to 1.0 wt%, 0.045 to 1.0 wt%, 0.05 to 1.0 wt%, 0.055 to 1.0 wt%, 0.06 to 1.0 wt%, 0.065 to 1.0 wt%, 0.07 to 1.0 wt%, 0.075 to 1.0 wt%, 0.08 to 1.0 wt%, 0.085 to 1.0 wt%, 0.09 to 1.0 wt%, 0.095 to 1.0 wt%, 0.1 to A second herbicide in total amounts of 1.0 wt%, 0.2 to 1.0 wt%, 0.3 to 1.0 wt%, 0.4 to 1.0 wt%, 0.5 to 1.0 wt%, 0.6 to 1.0 wt%, 0.7 to 1.0 wt%, 0.8 to 1.0 wt%, 0.9 to 1.0 wt%, 0.005 to 1 wt%, 0.01 to 0.5 wt%, 0.01 to 0.2 wt%, or 0.02 to 0.1 wt% (e.g., 0.01 to 1.0 wt%).

[0143] If the herbicide compounds and safener compounds of this disclosure have ionizable functional groups, they may also be used in their agriculturally acceptable salt forms. Generally, those cationic salts are suitable, whose cations do not adversely affect the action of the active compound (“agriculturally acceptable”). Preferred cations are alkali metal ions, preferably lithium, sodium, and potassium ions; alkaline earth metal ions, preferably calcium and magnesium ions; and transition metal ions, preferably manganese, copper, zinc, and iron ions. Furthermore, ammonium and substituted ammonium (hereinafter also referred to as organic ammonium) in which one to four hydrogen atoms are replaced by Ci-C4-alkyl, hydroxy-Ci-C4-alkyl, Ci-C4-alkoxy-Ci-C4-alkyl, hydroxy-Ci-C4-alkoxy-Ci-C4-alkyl, phenyl, or benzyl groups, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, etc. ammonium, trimethylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium, 2-(2-hydroxyethoxy)ethyl-1-ylammonium (diethylene glycolamine salt), di(2-hydroxyethoxy)ammonium (diethanolamine salt), tri((2-hydroxyethoxy)ammonium (triethanolamine salt), tri(3-propanol)ammonium, benzyltrimethylammonium, benzyltriethylammonium, and phosphonium ions, sulfonium ions, preferably tri(Ci-C4-alkyl)sulfonium, such as trimethylsulfonium, and sulfonium oxide ions, preferably tri(Ci-C4-alkyl)sulfonium oxide.

[0144] In the herbicidal compositions disclosed herein, the carboxyl-containing herbicide or safener compound may also be used in the form of agriculturally acceptable derivatives, for example as amides, such as mono- or di-Ci-Cβ-alkylamides or arylamides, as esters, such as allyl esters, propargyl esters, Ci-Cio-alkyl esters or alkoxyalkyl esters, and also as thioesters, such as Ci-Cio-alkyl thioesters. Preferred mono- and di-Ci-C6-alkylamides are methylamides and dimethylamides. Preferred arylamides are, for example, aniline and 2-chloroaniline. Preferred alkyl esters are, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl (1-methylhexyl), or isooctyl (2-ethylhexyl) esters. Preferred Ci-C4-alkoxy-Ci-C4-alkyl esters are straight-chain or branched Ci-C4-alkoxyethyl esters, such as methoxyethyl, ethoxyethyl, or butoxyethyl esters. Examples of straight-chain or branched Ci-Cio-alkyl thioesters are ethyl thioesters. Preferred derivatives are esters.

[0145] The herbicidal composition may be in the form of a single-package composition containing both a triazolopyrimidine herbicide and a mixture, optionally with a liquid and / or solid carrier material, and (if desired) one or more surfactants, and (if desired) one or more additional adjuvants commonly used in crop protection compositions. The herbicidal composition may also be in the form of a two-package formulation, one package containing a formulation containing a triazolopyrimidine herbicide and the other package containing a mixture, wherein both formulations contain at least one carrier material, (if desired) one or more surfactants, and (if desired) one or more additional adjuvants commonly used in crop protection compositions. In the case of a two-package formulation, the formulation containing the triazolopyrimidine herbicide and the formulation containing the mixture are mixed prior to application. Preferably, mixing is performed as a tank mix, i.e., the formulations are mixed immediately before or during dilution with water. If the composition contains one or more additional active ingredients, such as surfactants or spreaders, the composition may also be in the form of three- or four-package formulations.

[0146] Examples of some aspects of this disclosure are given below by way of non-limitation. Unless otherwise specified, parts and percentages are on a per-weight basis. Example

[0147] In the following examples, the inhibitory effect of the herbicidal compositions of this disclosure on the growth of certain undesirable vegetation and their compatibility with desired crops have been evaluated, and further compared with the effects of individual herbicidal active compounds.

[0148] Specifically, a series of field trials have been conducted to evaluate the efficacy of the herbicidal compositions disclosed herein against major weed species in winter wheat in different fields (hereinafter referred to as fields I, II, III, IV, V, VI, and VII for convenience).

[0149] The main weed species tested in the study included SCMKE (Geng's hardgrass), ALOMY (large spike alopecuroides), BECSY (alopecuroides), ALOAE (alopecuroides), ALOSS (alopecuroides), BROJA (bromegrass), and LOLMU (flora ryegrass). When first applied to the listed fields, sulfadiazine was observed to be an effective herbicide against those weeds, achieving a herbicidal efficacy of over 95% at a post-emergence application rate of approximately 10–20 g ai / ha. However, after several years of repeated field application of ALS-suppressing herbicides (such as acesulfame K), some of these weeds in the test fields were observed to have developed resistance or tolerance to ALS-suppressing herbicides (such as acesulfame K), as shown in Tables 4-10, exhibiting approximately 5%-72.1% herbicidal efficacy as measured 120 days after post-emergence application at application rates of 10.125-16.875 g ai / ha. Weeds exhibiting resistance or tolerance to ALS-suppressing herbicides (such as acesulfame K) with less than 50% efficacy at the tested acesulfame K application rates are likely or suspected to be ALS-resistant or tolerant weeds (hereinafter referred to as ALS-R weeds or suspected ALR-R weeds in this disclosure). For all tests, the herbicidal compositions were applied post-emergence at the early application window of BBCH 11-12 for the weeds. Information on the target weeds, fields, and application stages for different field trials is detailed in Table 2 below.

[0150] Table 2. Information from different field trials. Target weeds experimental field Application window SCMKE and ALS-R SCMKE I BBCH 11-12 ALOMY and ALS-R ALOMY II BBCH 11-12 BECSY and ALS-R BECSY III BBCH 11-12 ALOAE and ALS-R ALOAE IV BBCH 11-12 ALOAE and ALS-R ALOAE V BBCH 11-12 LOLMU and ALS-R LOLMU VI BBCH 11-12 LOLMU and ALS-R LOLMU VII BBCH 11-12

[0151] The herbicidal efficacy of the test and control herbicidal compositions against different target weeds was evaluated by visual assessment, weed count, and fresh weight of SCMKE weeds at 30 and 120 days after application of each composition. The visual assessment criteria for herbicidal efficacy against unwanted vegetation are detailed in Table 3 below. Details of the test methods and results are illustrated in the following examples.

[0152] Table 3. Visual evaluation criteria for weed control efficacy

[0153] Example 1

[0154] In this study, field trials were conducted to evaluate the efficacy of herbicidal compositions containing sulfadiazine and sulforaphane at different application rates and concentrations against the unwanted SCMKE (Geng's hard grass) vegetation in winter wheat. First, sulfadiazine and sulforaphane were tank-mixed at different ratios to form herbicidal compositions as a suspension concentrate (containing a small amount of water) or water-dispersible granules, as detailed in Table 4 below. Subsequently, the mixtures were diluted with water at weight ratios of 1:1120–1:3250 (based on the total weight of the mixture of sulfadiazine and sulforaphane to the weight of water) to form ready-to-use test compositions, Test Compositions 1–6 (listed as Test 1–6 in Table 4). Similarly, compositions containing sulfadiazine alone and sulforaphane alone were prepared to form Control Compositions 1–5 (listed as Control 1–5 in Table 4). The silicone spreader, SILWET 806 (siloxane-polyepoxy copolymer and polyepoxy) (Momentive Advanced Materials, New York, Waterford, 260 Hudson River Road, 12188), was added to test compositions 1–6 and control compositions 1–3, respectively, at a rate of 0.1% v / v based on the total volume of the compositions. The test compositions were allowed to stabilize for at least 72 days. The test and control compositions were then applied (by spray) to SCMKE weeds at BBCH 11–12 stages after emergence. The application rate of the ready-to-use compositions was 225 L / ha. The application rate of sulfadiazine was controlled at approximately 10.125–16.875 g ai / ha; and the application rate of sulfadiazine was controlled at approximately 120–180 g ai / ha, as detailed in Table 4. The detailed formulations and herbicidal efficacy of the tested and control compositions against SCMKE (Geng's hard grass) in field trials are shown in Table 4 below.

[0155] The field trial results in Table 4 show that the control composition 6, containing only acesulfame K, exhibited low herbicidal efficacy of approximately 45% to 72.1% in controlling SCMKE weeds at application rates of 10.125–16.876 g ai / ha. Acetylsulfame K is an acetyllactate synthase (ALS) inhibitory herbicide introduced around 2009. Past observations have shown that acesulfame K is an effective herbicide in controlling weeds such as ALOMY, ALOAE, SCMKE, BECSY, BROJA, and LOLMU, with herbicidal efficacy equal to or greater than 95% at similar application rates and conditions. The field trial results in Table 4 indicate that the SCMKE weeds in the test fields of this invention have developed resistance or tolerance to the ALS-inhibiting herbicide acesulfame K, and are suspected to be ALS-R SCMKE.

[0156] The applicants have developed the herbicidal compositions of this disclosure comprising a unique combination of sulfadiazine and the pre-emergence herbicide sulforaphane to control SCMKE weeds that have developed resistance or tolerance to ALS-suppressing herbicides (such as sulfadiazine) in test fields. The field trial results in Table 4 clearly demonstrate that each of the test compositions 1-6 containing a mixture of sulfadiazine at an application rate of 10.125-16.875 g ai / ha and sulforaphane at an application rate of 120-180 g ai / ha, as measured by visual assessment, weed count, and weighing of the fresh weight of SCMKE weeds at the corresponding application rates, provided significantly better control of SCMKE weeds than each of the individual control compositions 1-3 of sulfadiazine alone at the corresponding application rates, and also the individual control compositions 4-5 of sulforaphane alone.

[0157] The applicant further and unexpectedly discovered that, as measured by visual assessment, weed count, and weighing of the fresh weight of SCMKE weeds at 120 days after post-emergence application, each of the test compositions 1-3 containing a mixture of 10.125-16.875 g ai / ha of sulforaphane and 120 g ai / ha of sulforaphane unexpectedly achieved better herbicidal efficacy in controlling SCMKE (Geng's hard grass) and suspected ALS-SCMKE weeds than the sum of sulforaphane and sulforaphane alone at the corresponding application rates.

[0158] Furthermore, 120 days after post-emergence application of the test composition, no observable crop response or damage was observed in winter wheat. This indicates that the herbicidal composition of this disclosure has good crop safety. Following the trial, crop rotation was conducted to evaluate whether the test composition had any residual effect on the desired rotation crop in the next growing season immediately following the trial. Rice was planted in the next growing season after the trial. No observable crop response or damage was observed in the rice. This indicates that the herbicidal composition of this disclosure will not cause any observable crop damage to rice in the next growing season following the trial.

[0159] Example 2

[0160] In this study, field trials were conducted to evaluate the herbicidal efficacy of herbicidal compositions containing sulfadiazine and sulfosulfuron at different application rates and concentrations against the undesirable plant ALOMY (large-spike wild oats) in winter wheat. First, sulfadiazine and sulfosulfuron were barrel-mixed to form herbicidal compositions as a suspension concentrate (containing a small amount of water) or water-dispersible granules, as detailed in Table 5 below. Subsequently, the mixture was diluted with water at weight ratios of 1:1120–1:3250 (based on the total weight of the mixture of sulfadiazine and sulfosulfuron to the weight of water) to form ready-to-use test compositions, Test Compositions 7–10 (listed as Test 7–10 in Table 5). Similarly, compositions containing sulfadiazine alone and sulfosulfuron alone were prepared to form Control Compositions 6–10 (listed as Control 6–10 in Table 5). The organosilicone spreader, SILWET 806 (siloxane-polyepoxy copolymer and polyepoxy), was added to each of test compositions 7-10 and control composition 6 at a rate of 0.1% v / v based on the total volume of the compositions. The test and control herbicides were then applied (by spraying) to ALOMY after emergence at the BBCH 11-12 stage of weed growth. The application rate for each ready-to-use composition was approximately 225 L / ha. The application rate of sulfadiazine was controlled at approximately 13.5 g ai / ha; and the application rate of sulfadiazine was controlled at approximately 60-180 g ai / ha, as detailed in Table 5. The herbicidal efficacy of the test and control compositions on ALOMY was then evaluated by visual assessment, weed count, and weighing of the fresh weight of weeds in ALOMY at 30 and 120 days after application, respectively. The detailed formulations and field efficacy of the test and control herbicides against ALOMY are shown in Table 5 below.

[0161] The results shown in Table 5 indicate that ALOMY weeds in the test fields during the current trial period have developed resistance or tolerance to the ALS-suppressing herbicide sulfadiazine, exhibiting very low herbicidal efficacy of 16.8% to 43.3% as measured at both 30 and 120 days after application of control composition 6 of sulfadiazine alone at 13.5 g ai / ha to ALOMY weeds in BBCH 11-12. As noted above in Example 1, sulfadiazine was an effective herbicide for controlling ALOMY in the same test fields in the past. The field trial results in Table 5 indicate that ALOMY weeds in these fields have developed resistance or tolerance to ALS-suppressing herbicides such as sulfadiazine. The ALOMY weeds in the test fields are suspected to be ALS-R ALOMY weeds.

[0162] The field trial results in Table 5 clearly demonstrate that, as measured 120 days after application to ALOMY weeds at BBCH stage 11–12, the test herbicidal composition containing a mixture of 13.5 g ai / ha of sulfadiazine plus 60–120 g ai / ha of sulfadiazine provided significantly better control of ALOMY (large spike clover) than either sulfadiazine alone or sulfadiazine alone at the corresponding application rates.

[0163] Furthermore, no crop response was observed in winter wheat 120 days after post-emergence application of the test composition. This indicates that the herbicidal composition of this disclosure has good crop safety. Following the trial, crop rotation was conducted to evaluate whether the test composition had any residual effect on the desired rotation crop in the next growing season immediately following the trial. Maize was planted immediately in the next growing season following the trial. No observable crop response or damage was observed in maize. This indicates that the herbicidal composition of this disclosure will not cause any observable crop damage to maize in the next growing season immediately following the trial.

[0164] The applicant further and unexpectedly discovered that each of the test compositions 7-8, containing a mixture of 13.5 g ai / ha of sulfadiazine and low application rates of 60 and 90 g ai / ha of sulforaphane, as measured by visual assessment, weed count, and weighing of fresh ALOMY weeds at 120 days after post-emergence application, unexpectedly achieved better herbicidal efficacy in controlling ALOMY (Oryza sativa) and suspected ALS-R ALOMY weeds than the sum of sulfadiazine and sulforaphane alone at the corresponding application rates.

[0165] Example 3

[0166] In this study, field trials were conducted to evaluate the herbicidal efficacy of test herbicides containing mixtures of sulfadiazine and sulforaphane at different application rates and concentrations against the unwanted vegetation *Bechys edulis* in winter wheat. At the BBCH 11-12 stage of the weeds, test compositions 7-10 and control compositions 6-10 prepared in Example 2 were applied post-emergence (by spraying) to *Bechys edulis* at different combinations of application rates of 13.5 g ai / ha of sulfadiazine and 60-180 g ai / ha of sulforaphane. The herbicidal efficacy of the test and control compositions against *Bechys edulis* was then evaluated at 30 and 120 days after application by visual assessment, weed count, and weighing of the fresh weight of the *Bechys edulis* weeds. Detailed formulations and efficacy of the test and control herbicides against *Bechys edulis* in the field trials are shown in Table 6 below.

[0167] Field trial results showed that the control composition 6, containing only acesulfame K, exhibited low herbicidal efficacy of approximately 15% to 74.1% in controlling Becsy weeds at application rates of 10.125–16.876 g ai / ha. As noted above, acesulfame K is an effective herbicide in controlling Becsy weeds (with efficacy equal to or greater than 95% at similar application rates and conditions). Data indicate that Becsy weeds in the test fields of this invention have developed resistance or tolerance to ALS-suppressing herbicides such as acesulfame K. The Becsy weeds in the test fields are suspected to be ALS-RBECSY.

[0168] The field trial results in Table 6 clearly demonstrate that, 30 days after application at the BBCH 11-12 stage to BECSY and suspected ALS-R BECSY weeds, test compositions 7-10, containing a mixture of 13.5 g ai / ha of sulfadiazine plus 60-180 g ai / ha of sulforaphane, provided significantly better control of BECSY (Beckmannia syzigachne / sloughgrass) than either sulfadiazine alone or sulforaphane alone at the corresponding application rates. Furthermore, no crop response was observed in winter wheat 120 days after post-emergence application. This indicates that the herbicidal compositions of this disclosure have good crop safety. The applicant further and unexpectedly discovered that, as measured by visual evaluation at 30 and 120 days after post-emergence application, test compositions 7-8 containing a mixture of sulforaphane and roxaflutole unexpectedly achieved better herbicidal efficacy in controlling Becsy or suspected ALS-R Becsy weeds than the sum of sulforaphane and roxaflutole alone at the corresponding application rates.

[0169] Example 4

[0170] In this study, two field trials were conducted to evaluate the herbicidal efficacy of test compositions containing mixtures of sulfadiazine and sulforaphane at different application rates and concentrations against the unwanted vegetation ALOAE (alopecuroides oleracea) in two different winter wheat fields (Fields IV and V). At the BBCH 11-12 stage of weed growth, test compositions 7-10 and control compositions 6-10 prepared in Example 2 were applied (by spraying) to the ALOAE after emergence at different combinations of application rates of 13.5 g ai / ha of sulfadiazine and 60-180 g ai / ha of sulforaphane. The herbicidal efficacy of the test and control compositions against ALOAE was then evaluated at 30 and 120 days after application by visual assessment, weed count, and / or weighing of the fresh weight of the ALOAE weeds. The detailed formulations and herbicidal efficacy of the herbicidal compositions tested and controlled in different field trials against ALOAE are shown in Tables 8-9 below, and the average herbicidal efficacy in two different fields is shown in Table 7 below.

[0171] The test results shown in Tables 8-9 and the average results shown in Table 7 clearly demonstrate that ALOAE weeds in fields IV and V during the current trial period have developed resistance or tolerance to the ALS-suppressing herbicide sulfadiazine, exhibiting very low herbicidal efficacy of 12.3% to 46.4% as measured at both 30 and 120 days after application of control composition 6 of sulfadiazine alone at 13.5 g ai / ha to ALOAE weeds in BBCH 11-12. As noted above, sulfadiazine is an effective herbicide for controlling ALOAE when first applied in the same field, with herbicidal efficacy equal to or greater than 95%. The test results suggest that the ALOAE weeds in these fields are likely ALS-R ALOAE weeds.

[0172] The field trial results shown in Tables 8-9 and the average results shown in Table 7 clearly demonstrate that, at both 30 and 120 days after application to ALOAE weeds at BBCH stage 11-12, as measured by visual assessment, weed count, and weighing of the fresh weight of ALOAE, test compositions 7-10 containing a mixture of 13.5 g ai / ha of sulfadiazine plus 60-180 g ai / ha of sulfadiazine provided significantly better control of ALOAE (alopecuroides) than either sulfadiazine alone or sulfadiazine alone at the corresponding application rates.

[0173] The applicant has further and unexpectedly discovered that test compositions 7-9, containing a mixture of 13.5 g ai / ha of sulfadiazine and low-application rates of 60, 90, and 120 g ai / ha of sulforaphane, as measured by visual evaluation and weighing of ALOAE weeds at both 30 and 120 days post-emergence application to BBCH 11-12 stage weeds, unexpectedly achieved better herbicidal efficacy in controlling ALOAE (eyegrass) or suspected ALS-R ALOAE weeds than the sum of sulfadiazine and sulforaphane alone at the corresponding application rates. Furthermore, no crop response was observed in winter wheat at 120 days post-emergence application. This indicates that the herbicidal compositions of this disclosure have good crop safety.

[0174] Example 5

[0175] In this study, two field trials were conducted to evaluate the herbicidal efficacy of test compositions containing mixtures of sulfadiazine and sulforaphane at different application rates and concentrations against the unwanted LOLMU (flora ryegrass) vegetation in two different winter wheat fields (Fields VI and VII). At the BBCH 11-12 stage of the weeds, test compositions 1-6 and control compositions 1-5 prepared in Example 1 were each applied (by spray) to the LOLMU weeds at an application rate of 225 L / ha (different combinations of application rates of 10.125-16.875 g ai / ha of sulfadiazine and 120-180 g ai / ha of sulforaphane) after emergence. The herbicidal efficacy of the test and control compositions against LOLMU was then evaluated at 30 and 120 days after application by visual assessment, weed count, and / or weighing of the fresh weight of the ALOAE weeds. The detailed formulations and herbicidal efficacy of the herbicidal compositions tested and controlled in different field trials against LOLMU are shown in Tables 11-12 below, and the average herbicidal efficacy in two different fields is shown in Table 10 below.

[0176] The test results shown in Tables 11-12 and the average test results shown in Table 10 clearly demonstrate that, as measured at 30 and 120 days after application, all the control compositions of either sulforaphane or roxaflutole alone showed very low herbicidal efficacy against LOLMU weeds in both test fields at all tested application rates. Furthermore, the test compositions containing mixtures of sulforaphane and roxaflutole at different application rates exhibited even lower herbicidal efficacy than the sum of the control compositions at the corresponding application rates. The results of this study indicate that the herbicidal efficacy of the test compositions is unpredictable relative to different weed types, and test results for one type of weed cannot be extrapolated to other types.

[0177] As used in Table 4-12 of Examples 1-5 in this paper, the term “O” refers to the actual observed herbicidal efficacy (in %) of the test and control compositions against unwanted vegetation; the term “E” refers to the expected herbicidal efficacy of the test composition containing a mixture of sulfadiazine and sulforaphane against unwanted vegetation, calculated based on the following Colby equation; and the term “O vs. E” refers to the difference between the observed herbicidal efficacy of the test herbicidal composition and the calculated expected herbicidal efficacy. The Colby equation is used to calculate the synergistic and antagonistic responses of herbicide combinations, as detailed in reference (SR, Colby, “Calculating Synergistic and Antagonistic Responses of Herbicide Combinations”, Weeds, Vol. 15, No. 1 (January 1967), pp. 20-22 (3 pages)). If the activity of individual compounds is simply additive, the expected value E is calculated using the following Colby equation: E = X + Y - (X·Y / 100) Where X = the effect of applying herbicide A at the application rate a (in percentage); Y = The effect of applying herbicide B at the application rate b (in percentage); E = the expected effect of A and B at application rates a and b, respectively (in percentage). If the actual value “O” observed during field trials is higher than the expected value “E” calculated according to the Colby equation, then a synergistic effect exists.

[0178] While this disclosure has been described with exemplary detail, further modifications may be made to it within the spirit and scope of this disclosure. Therefore, this application is intended to cover any variations, uses, or adjustments of this disclosure using its general principles. Additionally, this application is intended to cover any deviations from this disclosure in practices known or customary in the art to which this disclosure pertains.

[0179] Benefits, advantages, solutions to problems, and any elements that may cause any benefit, advantage, or solution to arise or make it more apparent shall not be construed as critical, essential, or fundamental features or elements. Therefore, the scope is limited only by the appended claims, wherein references to singular elements are not intended to mean "one and only one," but rather "one or more," unless expressly stated otherwise.

[0180] In the detailed description herein, references to "an aspect," "aspect," "example aspect," "details," etc., indicate that the described aspect may include a specific feature, structure, or characteristic, but each aspect may not necessarily include that specific feature, structure, or characteristic. Furthermore, such phrases do not necessarily refer to the same aspect. Additionally, when a specific feature, structure, or characteristic is described in conjunction with an aspect, it is believed that, to the knowledge of those skilled in the art who benefit from this disclosure, other aspects may be combined to affect that feature, structure, or characteristic, whether explicitly described or not. After reading this specification, those skilled in the art will understand how to implement this disclosure in alternative aspects.

[0181] Furthermore, regardless of whether the elements, components, or method steps are expressly stated in the claims, the elements, components, or method steps in this disclosure are not intended to be offered to the public.

Claims

1. A method for controlling unwanted vegetation in crops, the method comprising: The herbicidal composition is applied to the unwanted vegetation or an area adjacent to the unwanted vegetation, or to the soil or water surrounding the unwanted vegetation, the herbicidal composition comprising: (a) sulfadiazine or an agriculturally acceptable salt or ester thereof; and (b) sulforaphane or an agriculturally acceptable salt or ester thereof. The dosage of pyrazosulfuron is 5-30 g ai / ha. Among them, sulforaphane methylparaben is applied at a rate of 10-200 g ai / ha. The herbicides, namely sulfadiazine and sulfadiazine, exist in a weight ratio of approximately 1:40 to approximately 1:1 (g ai / ha), and The undesirable vegetation is selected from the group consisting of: SCMKE (Geng's hard grass), BECSY (a type of grass), ALOAE (a type of grass), ALOMY (a type of grass), acetolactate synthase inhibitor resistant (ALS-R) SCMKE, ALS-R ALOMY, ALS-R BECSY, and ALS-R ALOAE.

2. The method as described in claim 1, wherein, Pyrazosulfuron was applied at a rate of 8-20 g ai / ha. Among them, sulforaphane was applied at a rate of 30-180 g ai / ha, and The herbicides are present in a weight ratio of approximately 1:20 to approximately 1:2 (g ai / ha).

3. The method as described in claim 1, wherein, Pyrazosulfuron was applied at a rate of 10-18 g ai / ha. Among them, sulforaphane was applied at a rate of 30-120 g ai / ha, and The herbicides are present in a weight ratio of approximately 1:15 to approximately 1:3 (g ai / ha).

4. The method of claim 1, wherein, The undesirable vegetation is selected from the group consisting of: Becsy (a type of grass), SCMKE (a type of grass), and ALOAE (a type of grass).

5. The method of claim 1, wherein, The unwanted vegetation is selected from the group consisting of: ALS-RSCMKE, ALS-R ALOMY, ALS-R BECSY, and ALS-RALOAE.

6. The method of claim 1, wherein, The unwanted vegetation is SCMKE and / or ALS-R SCMKE.

7. The method of claim 1, wherein, The unwanted vegetation is BECSY and / or ALS-R BECSY.

8. The method of claim 1, wherein, The unwanted vegetation is ALOAE and / or ALS-R ALOAE.

9. The method of claim 1, wherein, The unwanted vegetation is ALOMY and / or ALS-R ALOMY.

10. The method of claim 1, wherein, The weed-control composition further comprises an organosilicone spreader.

11. The method of claim 1, wherein, The weed-killing composition further comprises a siloxane polyepoxide copolymer and a polyepoxide.

12. The method of claim 1, wherein, The crops mentioned include winter wheat.

13. The method of claim 1, wherein, The application is carried out after the unwanted vegetation has emerged during the BBCH 10-15 growth stage of the unwanted vegetation.

14. The method of claim 1, wherein, The application to the unwanted vegetation is carried out after the emergence of the BBCH 11-12 growth stage of the unwanted vegetation.

15. The method of claim 1, wherein, The herbicidal composition does not include a safener.

16. A method for controlling unwanted vegetation in winter wheat fields, the method comprising: The herbicidal composition is applied to the unwanted vegetation, the herbicidal composition comprising: (a) sulfadiazine or an agriculturally acceptable salt or ester thereof; and (b) sulfadiazine or an agriculturally acceptable salt or ester thereof. The dosage of pyrazosulfuron is 5-20 g ai / ha. Among them, sulforaphane methylparaben is applied at a rate of 20-200 g ai / ha. The herbicides, namely sulfadiazine and methyl sulfadiazine, exist in a weight ratio of approximately 1:20 to approximately 1:3 (g ai / ha). The undesirable vegetation was selected from the group consisting of: SCMKE (Geng's hard grass), BECSY (Gynostemma pentaphyllum), ALOAE (Alopecurus aequalis), ALOMY (Alopecurus aequalis indica), acetolactate synthase inhibitor resistant (ALS-R) SCMKE, ALS-R ALOMY, ALS-R-BECSY, and ALS-R-ALOAE, and The application is carried out after the emergence of BBCH 11-12 during the growth stage of the unwanted vegetation.

17. The method of claim 16, further comprising rotating the winter wheat with a rotation crop between growing seasons in the field, wherein, as measured approximately 120 days after application of the herbicidal composition, the method causes no damage to the crop or causes less than 5% observable damage, and causes no damage to the rotation crop in the field or causes less than 5% observable damage, and wherein the rotation crop is rice or corn.

18. A herbicidal composition for controlling unwanted vegetation in winter wheat, the herbicidal composition comprising: (a) pyrazosulfuron or its agriculturally acceptable salts or esters; and (b) Rocasulfone or its agriculturally acceptable salts or esters. The chlorpyrifos exists at a concentration of 5-20 g ai / ha. Among them, sulforaphane is present at a concentration of 20-200 g ai / ha. The herbicides, namely sulfadiazine and methyl sulfadiazine, exist in a weight ratio of approximately 1:20 to approximately 1:3 (g ai / ha). The undesirable vegetation was selected from the group consisting of: SCMKE (Geng's hard grass), BECSY (Gynostemma pentaphyllum), ALOAE (Alopecurus aequalis), ALOMY (Alopecurus aequalis indica), acetolactate synthase inhibitor resistant (ALS-R) SCMKE, ALS-R ALOMY, ALS-R-BECSY, and ALS-R-ALOAE, and The herbicidal composition is capable of controlling the unwanted vegetation with a herbicidal efficacy of at least 95%.

19. The weeding composition of claim 18, comprising an organosilicone spreader.

20. The weed-killing composition of claim 18, further comprising a siloxane polyepoxide copolymer and a polyepoxide.

21. The herbicidal composition of claim 18, wherein it is in the form of a suspension concentrate or water-dispersible particles.

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