Herbicidal compositions comprising substituted pyrimidine formyl oxime compounds and use thereof

Abstract

The present application belongs to the field of pesticides, and particularly relates to a herbicidal composition containing a substituted pyrimidine formyl oxime compound and application thereof. The composition comprises a herbicidal effective amount of active ingredient A and active ingredient B, wherein the active ingredient A is active ingredient B selected from one or more of the following compounds: benzofluor, mesotrione, carfentrazone-ethyl, isoxaflutole, flumioxazin, tolpyralate, nicosulfuron, foramsulfuron, atrazine and terbuthylazine. The composition can effectively prevent and control broadleaf weeds or grass weeds and the like, has the characteristics of expanding the herbicidal spectrum, reducing the application amount, being able to produce a synergistic effect and solving the problem of resistant weeds and the like.

Description

Technical Field

[0001] This invention belongs to the field of pesticides, specifically relating to a herbicidal composition comprising a substituted pyrimidine formyl oxime compound and its application. Background Technology

[0002] Chemical weed control is the most economical and effective means of weed control in farmland. However, long-term, continuous, and high-dose use of single-variety or single-mode chemical herbicides can easily lead to problems such as weed resistance and the evolution of resistance. The rational combination or mixing of herbicide compounds has advantages such as broadening the weed control spectrum, improving control efficacy, and delaying the occurrence and development of weed resistance. It is one of the most effective methods to solve the above problems. In production, there is still a need to develop herbicide compositions with high safety, broad weed control spectrum, synergistic effects, and the ability to address resistant weeds. Summary of the Invention

[0003] To address the aforementioned problems in the prior art, this invention provides a herbicidal composition comprising a substituted pyrimidine formyl oxime compound and its application. This composition effectively controls broadleaf weeds and grass weeds, and features a broadened weed control spectrum, reduced application rate, synergistic effect, and the ability to control resistant weeds.

[0004] A herbicidal composition comprising a substituted pyrimidineformyl oxime compound and its application, comprising herbicidally effective amounts of active ingredient A and active ingredient B, wherein, Active ingredient A is ; Active ingredient B is selected from one or more of the following compounds: benzoyl flufenoxuron (CAS: 1992017-55-6), mesotrione (CAS: 104206-82-8), benzoyl flufenoxuron (CAS: 210631-68-8), isoxaflutole (CAS: 141112-29-0), flupyrazole (CAS: 352010-68-5), tolpyralate (CAS: 1101132-67-5), nicosulfuron (CAS: 111991-09-4), formamide sulfur (CAS: 173159-57-4), atrazine (CAS: 1912-24-9), and terbutaline (CAS: 5915-41-3).

[0005] The weight ratio of A to B in the herbicidal composition is 1:300~50:1, 1:250~20:1, 1:200~10:1, 1:160~5:1, 1:100~3:1, 1:60~1:1, 1:50~1:3, 1:30~1:5 or 1:20~1:10.

[0006] In one specific embodiment, the herbicidal composition is selected from any of the following: Active ingredient A is Active ingredient B is selected from one or more of the following compounds: benzoxazole fluroxypyr, mesotrione, isoxazolidinone, flupyrazole, and the weight ratio of A to B in the herbicidal composition is 1:30 to 1:1, preferably 1:20 to 4:5. Active ingredient A is The active ingredient B is benzoxazine, and the weight ratio of A to B in the herbicidal composition is 1:10 to 5:1, preferably 1:6 to 8:3. Active ingredient A is The active ingredient B is Tolpyralate, and the weight ratio of A to B in the herbicidal composition is 1:70 to 1:1, preferably 1:50 to 8:25. Active ingredient A is Active ingredient B is selected from one or more of the following compounds: nicosulfuron, formamide sulfuron, and the weight ratio of A to B in the herbicidal composition is 1:20 to 5:1, preferably 1:10 to 2:1; Active ingredient A is Active ingredient B is selected from one or more of the following compounds: atrazine, terbutaline, and the weight ratio of A to B in the herbicidal composition is 1:250 to 1:5, preferably 1:200 to 1:10.

[0007] The mass percentage of A and B in the herbicidal composition is 1-95% of the total, preferably 1-80%.

[0008] The herbicidal composition also contains conventional adjuvants, including carriers and / or surfactants.

[0009] The term "carrier" in this article refers to an organic or inorganic, natural or synthetic substance. These facilitate the application of the active ingredient and are generally inert and must be agriculturally acceptable, particularly to the plant being treated. Carriers can be solid, such as clay, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, etc.; or liquid, such as water, alcohols, ketones, petroleum fractions, aromatic or waxy hydrocarbons, chlorinated hydrocarbons, liquefied gas, etc.

[0010] Surfactants can include emulsifiers, dispersants, or wetting agents, and can be ionic or nonionic. Examples include salts of polyacrylic acid, lignin sulfonates, salts of phenol sulfonic acid or naphthalene sulfonic acid, polymers of ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols (especially alkylphenols or arylphenols), sulfosuccinates, taurine derivatives (especially alkyl taurine esters), and phosphate esters of alcohols or polyhydroxyethylated phenols, alkyl sulfonates, alkyl aryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated hexadecyl, heptadecanols, and octadecyl alcohols, as well as sulfated fatty alcohol glycol ethers, and naphthalene or naphthalene sulfonic acid with phenol and formaldehyde. Condensations, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol or nonylphenol, alkylphenyl polyethylene glycol ether, tributylphenyl polyethylene glycol ether, tripearylphenyl polyethylene glycol ether, alkylaryl polyether alcohol, alcohols and fatty alcohols / ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylated polyoxypropylene, lauryl polyethylene glycol ether acetal, sorbitan ester, lignin sulfite waste liquid, and proteins, denatured proteins, polysaccharides (e.g., methylcellulose), hydrophobically modified starch, polyvinyl alcohol, polycarboxylates, polyalkoxylated compounds, polyethyleneamine, polyvinylpyrrolidone and copolymers thereof. At least one surfactant is required to facilitate the dispersion of the active ingredients in water and to facilitate their proper application to plants.

[0011] The above composition may also contain various other components, such as protective colloids, adhesives, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants, and polymers.

[0012] In addition, the compositions of the present invention can be mixed with known substances such as those in *World Encyclopedia of New Pesticide Varieties*, China Agricultural Science and Technology Press, September 2010, and those cited herein. Examples of herbicide active substances mentioned below (Note: the name of the compound, either according to the common name of the International Organization for Standardization (ISO) or the chemical name, with a code where appropriate): Acetochlor, butachlor, metolachlor, propachlor, metolachlor, succinyl-metolachlor, propachlor, chlorpyrifos, chlorpyrifos, naphthalenepropanoyl-methyl, R-L-naphthalenepropanoyl-methyl, propachlor, benzyl-methyl, bisbenzyl-methyl, pyrfluthrin, chlorpyrifos, flubutyroxychlor, brobutyroxychlor, methyl thiamethoxam, methyl thiamethoxam, ethoxybenzyl-methyl, flubutyroxychlor, methoxythiamethoxam, pyrazosulfuron, isoxaflutole, methyl methoxysulfuron, methyl methoxysulfuron, propachlor, terbutachlor, methyl methoxysulfuron ... Cyclochlor, chlorfenapyr, acetochlor, pendimethalin, carbaryl, succinyl, tricyclomethoate, butenazol, succinylmethoxychloride, bensulfuron-methyl, naphthylmethoxychloride, acetochlor, thiamethoxam, pyrimethanil, bensulfuron-methyl, chlorpyrifos, butamidamine, flupyrazole, atrazine, simazine, promethazine, cypermethrin, cypermethrin, atrazine, pyrimethanil, isopropylamine, fluazinam, terbufos, terbufos, triazine, cyprodinil, glyphosate, cyprodinil, simazine, azidophos, dichlorvos, isopropylamine, cyprodinil, cyprodinil, terbufos, methoxypropazine, cyanide Herbicides, herbicides, chlorpyrifos, atrazine, cypermethrin, glycyrrhizin, cyanuric acid, Indaziflam, chlorsulfuron, mesosulfuron, bensulfuron-methyl, chlorpyrifos, bensulfuron-methyl, thiasulfuron, pyrimisulfuron, mesosulfuron-methyl, sodium iodosulfuron, formamidosulfuron, ethersulfuron, etherbensulfuron, mesosulfuron-methyl, nicosulfuron, aminebensulfuron, acylsulfuron, ethoxysulfuron, cypropyuron-methyl, sulfadiazine, tetrazolium-sulfuron, pyrimisulfuron, monosulfuron, monosulfuron-methyl, fluazolium-sulfuron, flupyrimisulfuron, flupyrimisulfuron, epoxysulfuron, pyrazopyrimisulfuron, flupyrimisulfuron, propanylsulfuron, trifluoropropanylsulfuron, sulfonylsulfuron, trifluorosulfuron-methyl Flusulfuron, triflusulfuron, sodium mesulfuron, flupyrsulfuron, thiosulfuron, pyrisulfuron, Propyrisulfuron, pyrisulfuron, trifluralin, flusulfanilamide, quizalofop-p-ethyl, ethoxyfluralin, glyphosate, bensulfuron, chlorfluazuron ethyl, methylflufen-methyl, trifluralin, methoxyflufen-methyl, trifluralin, flufenoxuron, flufenoxuron, chlorfluazuron, metolachlor, methoxyflufen-methyl, halosafen, chlorfluazuron, isoproturon, linuron, diuron, sapura, fluroxypyr, bensulfuron, methyl bensulfuron, bensulfuron-methylSulfothiazoline, isoxaflutole, terbutaline, clodinafop-methyl, chlorothalonil, methyl methyl methoxychloride, methyl methoxychloride, bromonazine, methoxychloride, chlorpyrifos, metribuzin, cyclorhizobium, felsulfuron, flusulfuron, glufosinate, fenfluramide, isothiamethoxam, thiaflutole, thiaflutole, fenfluramide, thiaflutole ... lam, BCPC, CPPC, Carbasulam, Butadiene, Clethodim, Metazan, Clethodim, Wild Grass, Permethrin, Clethodim, Barnyardgrass, Cypermethrin, Oat Grass, Dimethoate, Ethylmethoxam, Clethodim, Clethodim, Betaine, Methiobencarb, Thionylmethoxam, Methiobencarb, 2,4-D Isooctyl Butylester, 2,4-D Sodium Isooctyl Ester, 2,4-D ... 4-chlorobutyric acid, 2,4,5-t-propionic acid, 2,4,5-t-butyric acid, 2,4,5-t-butyric acid, 2,4-methyl chloramine salt, dicamba, quizalofop-p-ethyl, cyhalofop-p-ethyl, methoxytrichlorobenzoic acid, quizalofop-p-ethyl, pyrfluthrin, quizalofop-p-ethyl, flupyrfluthrin, quizalofop-p-ethyl, quizalofop-p-ethyl, quizalofop-p-ethyl, quizalofop-p-ethyl, quizalofop-p-ethyl, cyhalofop-p-ethyl, cyhalofop-p-ethyl, cyhalofop-p-ethyl, cyhalofop-p-ethyl, cyhalofop-p-ethyl, quizalofop-p-ethyl, isoxaflutole, paraquat, diquat, sulfadiazine, ethylbutadiazine, isopropoxyl, mesosulfuron-methyl, cyprofen, aminopropoxyl, ethylbutadiazine, chlorfluazine, chlorfluazine, methalpropal In, proponitrophenol, glyphosate, barnyardphos, glufosinate, methyl parathion, glyphosate, piperazine, diammonium phosphate, dimethoate, phosmet, fenpropathrin, fenpropathrin, fenpropathrin, dimethoate, fenpropathrin, imidacloprid, imidacloprid acetic acid, imidacloprid quinolinic acid, methoxymethylene, methoxymethylene ammonium salt, imidacloprid acetic acid, imidacloprid, clopyralid, clopyralid isooctyl ester, dichloropyridine acid, aminopyridine acid, trichloropyridine acid, fluthion, haloxypyridine, trichloropyridine phenol, thiamethoxam, flupyridine, clopyralid, flupyridine hydrazone, trichloropyridine butoxyethyl ester, cliodinate, clethodim, thiamethoxam, quizalofop-p-ethyl, cyclobenzanone, butenazine, oxadiazine, pyranazine, buthidazole, cyproconazoleAmetridione, Amibuzin, bromobenzonitrile, octanoyl bromobenzonitrile, octanoyl iodobenzonitrile, iodobenzonitrile, diphenylacetonitrile, bispyribac-sodium, hydroxybispyribac-sodium, Iodobonil, pyrimisulfuron-methyl, diflubenzuron, penoxsulam, sulfadiazine, chlorpyrifos-sulfuron-methyl, dichlorvos-sulfuron-methyl, flumethrin, bispyribac-sodium, pyrimisulfuron-methyl, pyrimisulfuron-methyl, pyrimisulfuron-methyl, bispyribac-sodium, nicosulfuron-methyl, sulfadiazine, Tembotrione, Tefuryltrione, Bicyclopyrone, Ketodpiradox, isoxasulfuron-methyl, isoxasulfuron-methyl, Fenoxasulfone, M ethiozolin, isopropalazine, pyrazosulfuron, pyrazosulfuron, pyrazosulfuron, bensulfuron, pyrazosulfuron, pyrazosulfuron, pyrazosulfuron, pyrazosulfuron, flumetsulam, pyrazosulfuron, pyrazosulfuron, pyrazosulfuron, flumethrin, pyrazosulfuron, flupropacil, pyrazosulfuron, pyrazosulfuron, pyrazosulfuron, flupropacil, pyrazosulfuron, flupropacil, pyrazosulfuron, flupropacil, pyrazosulfuron, flumezin, pentachlorophenol (sodium), terliphenol, terliphenol, terliphenol, pentonitrophenol, dinitrophenol, chlorophen, terlisulfuron, terlisulfuron, terlisulfuron, terlisulfuron, terlisulfuron, terlisulfuron, terlisulfuron Herbicides, fluazinam, methyl methacrylate, tetrazolium chlorpyrifos, flupyridamole, chlorpyrifos, bromochlor, dimethomorph, pyrazosulfuron, cyprodinil, pyrazosulfuron, pyrazosulfuron, pyrazosulfuron, pyrazosulfuron, cyprodinil, pyrazosulfuron, bentazon, pyrazosulfuron, oxadiazon, cyprodinil, isoxadiazon, cyprodinil, isopropyl methoxysulfuron, cyprodinil, indicarb, sodium chlorate Herbicides, trichloroacetic acid, monochloroacetic acid, hexachloroacetone, tetrafluoropropionic acid, forage grass, bromophenol oxime, triazole sulfonate, methomyl, furazolidone, furazolidone, ethoxysulfuron, pyrimethanil, chlorpyrifos, flurfluthrin, barnyardgrass, acrolein, bensulfuron-methyl, metribuzin, oat ester, thiamethoxam, styracil, hydroxylone, methoxybenzone, pyrimethanil, chlorpyrifos, trichloropropionic acid, Al orac, Diethamquat, Etnipromid, Iprymidam, Ipfencarbazone, Thiencarbazone-methyl, Pyrimisulfan, Chlorflurazole, Tripropindan, Sulglycapin, methylsulfuron, Cambendichlor, Cyproterinic acid, Thiamethoxam, cypermethrin, cypermethrin, cypermethrin, cypermethrin, cypermethrin, cypermethrin, cypermethrin, pyrazole cypermethrin, furazolidone, oxadiazon, bis(oxazolyl)acrylic acid, dichloropropenylamine, fluorochloropyridinium, DOW fluorochloropyridinium, UBH-509D489,LS 82-556, KPP-300, NC-324, NC-330, KH-218, DPX-N8189, SC-0744, DOWCO535, D K-8910, V-53482, PP-600, MBH-001, KIH-9201, ET-751, KIH-6127 and KIH-2023. ,

[0013] The herbicidal composition further includes at least one safener selected from: a) Dichlorophenylpyrazoline-3-carboxylic acid (S1) compounds, preferably ethyl 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3-carboxylic acid (S1-1, mefenpyr-diethyl, PM, pp. 594-595), and related compounds described, for example, in WO91 / 07874 and PM (pp. 594-595).

[0014] b) Dichlorophenylpyrazole carboxylic acid derivatives, preferably compounds such as ethyl 1-(2,4-dichlorophenyl)-5-methylpyrazole-3-carboxylate (S1-2), ethyl 1-(2,4-dichlorophenyl)-5-isopropylpyrazole-3-carboxylate (S1-3), ethyl 1-(2,4-dichlorophenyl)-5-(1,1-dimethyl-ethyl)pyrazole-3-carboxylate (S1-4), ethyl 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylate (S1-5), and related compounds described in EP-A-333131 and EP-A-269806.

[0015] c) Triazole carboxylic acid (S1) compounds, preferably fenchlorazole, i.e., ethyl 1-(2,4-dichlorophenyl)-5-trichloromethyl-(1H)-1,2,4-triazole-3-carboxylate (S1-6) and related compounds (see EP-A-174562 and EP-A-346620).

[0016] d) 5-Benzyl- or 5-phenyl-2-isoxazoline-3-carboxylic acid or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid compounds, preferably ethyl 5-(2,4-dichlorobenzyl)-2-isoxazoline-3-carboxylic acid (S1-7) or ethyl 5-phenyl-2-isoxazoline-3-carboxylic acid (S1-8) and related compounds described in WO91 / 08202, or ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylic acid (S1-9, isoxadifen-ethyl) or n-propyl 5,5-diphenyl-2-isoxazoline-3-carboxylic acid (S1-10) or ethyl 5-(4-fluorophenyl)-5-phenyl-2-isoxazoline-3-carboxylic acid (S1-11) described in patent application (WO-A-95 / 07897).

[0017] e) 8-quinolinoxyacetic acid (S2) compounds, preferably 1-methylhexyl-1-yl(5-chloro-8-quinolinoxy)acetate (S2-1, cloquintocet-mexyl, such as PM (pages 195-196), (1,3-dimethylbut-1-yl)(5-chloro-8-quinolinoxy)acetate (S2-2), 4-allyloxybutyl(5-chloro-8-quinolinoxy)acetate (S2-3), 1-allyloxypropyl-2-yl(5-chloro-8-quinolinoxy)acetate (S2-4), (5-chloro- Ethyl 8-quinolinoxy)acetate (S2-5), methyl (5-chloro-8-quinolinoxy)acetate (S2-6), allyl (5-chloro-8-quinolinoxy)acetate (S2-7), 2-(2-propyliminooxy)-1-ethyl(5-chloro-8-quinolinoxy)acetate (S2-8), 2-oxopropyl-1-yl(5-chloro-8-quinolinoxy)acetate (S2-9), and related compounds described in EP-A-86750, EP-A-94349 and EP-A-191736 or EP-A-0492366.

[0018] f) (5-chloro-8-quinolinoxy)malonic acid compounds, preferably, for example, diethyl (5-chloro-8-quinolinoxy)malonate, diallyl (5-chloro-8-quinolinoxy)malonate, methyl ethyl (5-chloro-8-quinolinoxy)malonate and related compounds described in EP-A-0582198.

[0019] g) Phenoxyacetic acid, phenoxypropionic acid or aromatic carboxylic acid active compounds, such as 2,4-dichlorophenoxyacetic acid (and ester) (2,4-D), 4-chloro-2-methylphenoxypropionate (2-methyl-4-chloropropionic acid (mecoprop)), MCPA or 3,6-dichloro-2-methoxybenzoic acid (and ester) (dicamba)

[0020] h) Pyrimidine active compounds, such as fenclorim (PM, pp. 386-387) (=4,6-dichloro-2-phenylpyrimidine), i) Dichloroacetamide-type active compounds, commonly used as pre-emergence safeners (safeners acting on the soil), such as "dichloroacetamide" (PM, pages 270-271) (=N,N-diallyl-2,2-dichloroacetamide), "AR-29148" (=3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidinone, purchased from Stauffer), and "benoxacor" (PM, pages 74-75) (=4-dichloroacetyl-3,4-dihydro-3-methyl-2H- 1,4-Benzoxazine), “APPG-1292” (=N-allyl-N[(1,3-dioxolane-2-yl)-methyl]dichloroacetamide, purchased from PPG Industries), “ADK-24” (=N-allyl-N-[(allylaminocarbonyl)-methyl]dichloroacetamide, purchased from Sagro- Chem), “AAD-67” or “AMON4660” (=3-dichloroacetyl-1-oxa-3-aza-spiro[4,5]decane, purchased from Nitrokemia or Monsanto), “diclonon” or “ABAS145138” or “ALAB145138” (=(=3-dichloroacetyl-2,5,5-trimethyl-1,3-diazabicyclo[4.3.0]nonane, purchased from BASF), and “furilazol” or “AMON13900” (see PM, 482-483) (=(RS)-3-dichloroacetyl-5-(2-furanyl)-2,2-dimethyloxazolidinone), j) Dichloroacetone derivatives, such as "AMG191" (CAS Registry No. 96420-72-3) (=2-dichloromethyl-2-methyl-1,3-dioxolane, purchased from Nitrokemia). k)Oxy-imino compounds are active compounds, known as seed dressing agents. Examples include "oxabetrinil" (PM, page 689) (=(Z)-1,3-dioxolane-2-ylmethoxyimino(phenyl)acetonitrile), which is used as a safer in seed dressing to prevent damage from metolachlor; and "fluxofenim" (PM, pages 467-468) (=1-(4-chlorophenyl)-2, 2,2-Trifluoro-1-acetone O-(1,3-dioxolane-2-ylmethyl)-oxime, which is used as a safer in seed dressing to prevent damage from metolachlor, and "cyometrinil" or "A-CGA-43089" (PM, page 983) (=(Z)-cyanomethoxyimino(phenyl)acetonitrile), which is also used as a safer in seed dressing to prevent damage from metolachlor. 1) Thiazole carboxylic acid ester active compounds, known as seed dressing agents, such as "flurazol" (PM, pp. 450-451) (=2-chloro-4-trifluoromethyl-1,3-thiazol-5-carboxylic acid benzyl ester), which is used as a safener in seed dressing to prevent damage from alachlor and metolachlor. m) Naphthalene dicarboxylic acid derivatives, which are active compounds known as seed dressing agents, such as "naphthalene dicarboxylic anhydride" (PM, pp. 1009-1010) (=1,8-naphthalene dicarboxylic anhydride), are used as safeners in corn seed dressing to prevent damage from thiocarbamate herbicides. n) Active compounds derived from chromaneacetic acid, such as "ACL304415" (CAS Registry No. 31541-57-8) (=2-84-carboxychromane-4-yl)acetic acid, purchased from American Cynam. o) Active compounds that, in addition to their herbicidal effect on harmful plants, also act as plant safety agents. For example, “dimepiperate” or “AMY-93” (PM, pp. 302-303) (=S-1-methyl-1-phenylethylpiperidine-1-thiocarboxylate), “daimuron” or “ASK23” (PM, p. 247) (=1-(1-methyl-1-phenylethyl)-3-p-tolylurea), “cumyluron” = “AJC-940” (=3-(2-chlorophenylmethyl)-1-(1-methyl-1-phenyl-ethyl)urea, see JP-A-60087254), “methoxyphenon” or “ANK049” (=3,3'-dimethyl-4-methoxy-benzophenone), “CSB” (=1-bromo-4-(chloromethylsulfonyl)benzene) (CAS Registry No. 54091-06-4, purchased from Kumiai).

[0021] The safener is preferably one or more of the following: bis(benzyloxazol) (CAS: 163520-33-0), cyprosulfamide (CAS: 221667-31-8), pyrazole-methyl (CAS: 135590-91-9), quinoline (CAS: 99607-70-2), gibberellic acid (CAS: 7-06-5), furilazole (CAS: 121776-33-8), and metcamifen (CAS: 129531-12-0).

[0022] In the context of this specification, if the abbreviation of the common name of the active compound is used, it includes, in each case, all conventional derivatives, such as esters and salts, and isomers, particularly optical isomers, especially one or more commercially available forms. If the common name indicates an ester or salt, it also includes, in each case, all other conventional derivatives, such as other esters and salts, free acids and neutral compounds, and isomers, particularly optical isomers, especially one or more commercially available forms. The chemical name of the compound given indicates at least one compound covered by the common name, which is generally preferred. In the case of sulfonamides such as sulfonylureas, the salt also includes salts formed by the exchange of hydrogen atoms in the sulfonamide group with a cation. For example, 2,4-chloro derivatives include, but are not limited to: sodium salt, potassium salt, dimethylammonium salt, isopropylamine salt, etc., as well as methyl 2,4-chloro, ethyl 2,4-chloro, isooctyl 2,4-chloro, ethyl 2,4-chloro, etc.; 2,4-D derivatives include, but are not limited to: 2,4-D salts such as sodium salt, potassium salt, dimethylammonium salt, triethanolamine salt, isopropylamine salt, choline, etc., as well as 2,4-D esters such as methyl 2,4-chloro, ethyl 2,4-chloro, butyl 2,4-chloro, isooctyl 2,4-chloro, etc.

[0023] In the context of this invention, the salt of the compound is preferably an alkali metal salt (such as lithium, sodium, and potassium salts), an alkaline earth metal salt (such as calcium and magnesium salts), a transition metal salt (such as manganese, copper, zinc, and iron salts), an ammonium salt, or a substituted ammonium salt in which 1-4 hydrogen atoms are replaced by C1-C4 alkyl, hydroxy-C1-C4 alkyl, C1-C4 alkoxy-C1-C4 alkyl, hydroxy-C1-C4 alkoxy-C1-C4 alkyl, phenyl, or benzyl, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, or 2-hydroxyammonium. Ethylammonium (alcoholic acid salt), 2-(2-hydroxyeth-1-oxy)eth-1-ylammonium (diethylene glycolamine salt), di(2-hydroxyeth-1-yl)ammonium (diethylene glycolamine salt), tri(2-hydroxyethyl)ammonium (triethanolamine salt), tri(2-hydroxypropyl)ammonium, benzyltrimethylammonium, benzyltriethylammonium, N,N,N-trimethylethanolammonium (choline salt), and also phosphonium ions, sulfonium ions, preferably tri(C1-C4 alkyl)sulfonium, such as trimethylsulfonium, and sulfonium oxide ions, preferably tri(C1-C4 alkyl)sulfonium oxide, and finally, in the form of salts of polyamines such as N,N-di(3-aminopropyl)methylamine and diethylenetriamine.

[0024] In the context of this invention, the ester of the compound, for example as an alkyl ester, alkenyl ester, alkynyl ester, alkoxyalkyl ester, tetrahydrofuranylmethyl ester, and the corresponding thioester, is preferably C1-C. 10 Alkyl esters, C2-C 10 alkenyl ester, C2-C 10 alkynyl esters, C1-C 10 Alkoxy C1-C 10 Alkyl esters, (tetrahydrofuran-2-yl)methyl esters, and corresponding thioesters. Preferred C1-C 10 Alkyl esters or C1-C 10 Alkyl thioesters are, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, methylhexyl (1-methylhexyl), methylheptyl (1-methylheptyl), heptayl, octyl, or isooctyl (2-ethylhexyl) esters. Preferred C1-C... 10 Alkoxy-C1-C 10 Alkyl esters are C1-C4 alkoxyethyl esters, such as 2-methoxyethyl, 2-ethoxyethyl, 2-butoxyethyl (butoxyethyl), 2-butoxypropyl, or 3-butoxypropyl esters.

[0025] The compositions of the present invention can be diluted or used directly by the user before use. They can be prepared by conventional processing methods, namely, mixing the active substance with a liquid solvent or solid carrier, and then adding one or more surfactants such as dispersants, stabilizers, wetting agents, binders, and defoamers.

[0026] The specific formulations of the herbicidal composition are dispersible oil suspensions, aqueous suspensions, emulsions, wettable powders, emulsifiable concentrates, water-dispersible granules (dry suspensions), water emulsions, and microemulsions.

[0027] In short, the compositions of the present invention can be mixed with solid and liquid additives conventionally used in prior art formulations. The amount of active ingredient used varies with changing external conditions, such as temperature, humidity, and the nature of the herbicide used. It can vary considerably, for example, from 0.001 to 2.0 kg / ha, or more active substances, but is preferably between 0.003 and 1.0 kg / ha, particularly between 5 and 500 g / ha.

[0028] The present invention also provides an application of the herbicidal composition in controlling weeds; and a method for controlling unwanted plant growth, comprising applying the herbicidal composition to a plant, plant part, plant seed or area where the plant is growing.

[0029] In addition, the composition of the present invention can be applied to the leaves of the plant to be treated by spraying, i.e., applied to weeds, especially to surfaces that are infested or susceptible to weed infestation.

[0030] When the herbicidal compositions of the present invention are applied, unexpected synergistic effects are achieved, and the herbicidal activity is significantly greater than the expected sum of the activities of using a single herbicide, as well as the activity of a single herbicide. The synergistic effects manifest as reduced application rates, a broader spectrum of weed control, faster and more sustained weed control—characteristics needed in weed control practices. In terms of the described properties, these new compositions are significantly superior to existing herbicides, achieving reduced application rates and being more environmentally friendly.

[0031] The synergistic herbicidal composition of the present invention also has the following advantages: (1) The compositions of the present invention are environmentally friendly and are easily degraded in the environment.

[0032] (2) The herbicide composition of the present invention is low in cost and easy to use, and its promotion and application have great economic and social benefits.

[0033] All patents, patent applications and publications mentioned or cited in this article are incorporated herein by reference in their entirety as if they were cited individually. Detailed Implementation

[0034] The following examples are not intended to limit the invention, but are merely illustrative of how the invention is implemented. These examples demonstrate particularly significant effectiveness against certain weeds. Examples are as follows: Example

[0035] 1. +Benzylflufenican (1+15) dispersible oil suspension 1% +15% Benzylflufenican + 5% Calcium Dodecylbenzenesulfonate + 5% Styrene-based Phenolic Ethylene Ether + 8% Fatty Alcohol Ethylene Ether + 2% Organo-bentonite + 2% Fumed Silica + 5% 200# Solvent Oil + 5% Methyl Oleate + Grade 1 Soybean Oil (make up the balance) 2. +Nystatin (1+20) dispersible oil suspension 1% +20% nicosulfuron + 5% calcium dodecylbenzenesulfonate + 6% styrene-based phenolic polyoxyethylene ether + 8% cashew phenolic polyoxyethylene ether + 1.5% organobentonite + 1% fumed silica + 5% 200# solvent oil + 5% methyl oleate + Grade 1 soybean oil to make up the balance. 3. +Benzac-methyl (1+5) dispersible oil suspension 1% +5% Benzophenone + 5% Calcium Dodecylbenzenesulfonate + 4% Styrene-based Phenolic Ethylene Ether + 6% Isomeric Fatty Acid Decayl Alcohol Ethylene Ether + 3% Organo-bentonite + 2% Fumed Silica + 5% 200# Solvent Oil + Methyl Oleate to make up the balance 4. +Isoxazolidinone (1+15) dispersible oil suspension 1% +15% isoxaflutole + 6% calcium dodecylbenzenesulfonate + 6% fatty acid polyoxyethylene ester + 5.5% polyoxyethylene sorbitan fatty acid ester + 2.5% organo-bentonite + 2% fumed silica + 5% 200# solvent oil + methyl oleate to make up the balance. 5. +Fluoropyram (1+15) Dispersible Oil Suspension 1% +15% flupyradifon + 5.8% calcium dodecylbenzenesulfonate + 8.2% styrene-phenol polyoxyethylene ether + 7% cashew phenol polyoxyethylene ether + 2% organobentonite + 2% fumed silica + 5% 200# solvent oil + methyl oleate to make up the balance. 6. + Tolpyralate (1+50) water dispersible granules 1% +50% Tolpyralate +5% Precipitated silica +5% Sodium formaldehyde condensate alkyl naphthalene sulfonate +3% Morwet EFW +2.5% Sodium lignosulfonate +10% Corn starch +10% Ammonium sulfate + Kaolin (to make up the difference) 7. +Nicosulfuron (1+10) Dispersible oil suspension 1% +10% Nicosulfuron + 7.2% Calcium Dodecylbenzenesulfonate + 3.3% Isomeric Fatty Acid Decayl Alcohol Polyoxyethylene Ether + 10% Cashew Phenolic Ether Polyoxyethylene Ether + 2.8% Organo-Bentonite + 2% Fumed Silica + Methyl Oleate to make up the balance 8. +Formamide sulfonamide (1+10) dispersible oil suspension 1% +10% formamide sulfonate + 7.5% calcium dodecylbenzenesulfonate + 8.5% polyoxyethylene sorbitan fatty acid ester + 3% tristyrene-phenol polyoxyethylene polyoxypropylene ether + 3% organobentonite + 2% fumed silica + Grade 1 soybean oil to make up the balance 9. Atrazine (0.5 + 62.5) water-dispersible granules 0.5% +62.5% atrazine +5% precipitated silica +3% GY-D800 +2% GY-WO4 +2% sodium lignosulfonate +8% sucrose + urea to make up the difference 10. +Texamine (1+75) water dispersible granules 1% +75% tert-butylamine +4% alkyl naphthalene sulfonate formaldehyde condensate +2% separating agent +1% sodium lignosulfonate +5% corn starch +0.05% xanthan gum + ammonium sulfate to make up the difference The above-mentioned equipment for processing dispersible oil suspensions includes: mixing tank, colloid mill, sand mill, shearing machine, etc.

[0036] The above-mentioned dispersible oil suspension processing procedure is as follows: all materials are put into a mixing tank, stirred and mixed, then passed through a colloid mill, then entered a sand mill for three-stage sand milling, and finally sheared evenly in a shearing machine. After passing the test, the mixture is transferred to a storage tank for filling.

[0037] The above-mentioned equipment for processing water-dispersible granules includes: mechanical pulverizer, air jet mill, plow mixer, basket granulator, drying oven, screening machine, etc.

[0038] The above-mentioned water-dispersible granule processing procedure is as follows: after the above materials are mixed evenly, they are first mechanically crushed, then air-jet crushed, water is added and mixed evenly, then kneaded and granulated, dried and sized, and finally sieved to obtain the finished product.

[0039] B) Efficacy test

[0040] 1) Test conditions 1.1) Test target: *Heliotropium indicum* Weeds were cultivated using a pot method, with 180x140mm plastic seedling pots placed in enamel trays. The pots were filled with topsoil (4 / 5 full) collected from farmland, dried and sieved. The soil moisture was initially controlled at 20%. Weed seeds with plump and uniform grains were selected, soaked in 25℃ warm water for 6 hours, and germinated in a 28℃ biochemical incubator (dark). The newly sprouted weed seeds were then evenly placed on the soil surface and covered with 0.5-1cm of soil, depending on the seed size.

[0041] 1.2) Cultivation conditions The experiment was conducted in a controlled greenhouse at a temperature of 20–30°C, under natural light, and with a relative humidity of 57%–72%. The soil type was loam, with an organic matter content of 1.63%, pH=7.1, available nitrogen of 84.3 mg / kg, available phosphorus of 38.5 mg / kg, and available potassium of 82.1 mg / kg.

[0042] 1.3) Instruments and Equipment 3WP-2000 mobile spray tower (Nanjing Agricultural Mechanization Research Institute, Ministry of Agriculture and Rural Affairs); GA0 electronic balance (Germany); ZDR2000 intelligent data logger (Hangzhou Zeda Instrument Co., Ltd.); SPX intelligent biochemical incubator (Ningbo Jiangnan Instrument Factory).

[0043] 2) Experimental Design 2.1) Reagents Required active ingredient A Derived from patent CN201810729510.0; the required active ingredient B was purchased from a reagent company or synthesized using conventional methods. The original drug was prepared using acetone as a solvent and diluted with a 0.1% Tween-80 emulsifier aqueous solution, diluted only when needed.

[0044] 2.2) Test Treatment 2.2.1) Dosage setting When determining the ratio or content of active ingredient A and active ingredient B, the characteristics of the two agents and their toxicity should be considered, as well as the main purpose of the formulation. Based on preliminary tests, this study sets the dosages of active ingredients A and B, used alone and in combination, as shown in the table. Water containing the same solvent and emulsifier but without any agents was used as a blank control.

[0045] 2.2.2) Experimental repetition Each treatment was repeated 4 times, with 3 pots per treatment. Each pot was sown with 20 weed seeds, resulting in a total of 60 plants per treatment.

[0046] 2.3) Processing method 2.3.1) Processing time and number of times The experiment used the same pesticide once. When the weeds reached the 1.5-2 leaf stage, thinned the seedlings to keep 10 weeds per pot, and retained 30 weeds per treatment. Then, the plants were cultivated until they had 3-4 leaves before being treated again.

[0047] 2.3.2) Use of instruments and methods of medication The cultured test material was evenly placed on a 0.5m² area. 2 On the platform, use a 3WP-2000 mobile spray tower for foliar spraying, with a spray volume of 450 kg / ha and a spray pressure of 0.3 MPa. After all the pesticide solution has been sprayed, close the air valve. After 30 seconds, open the spray tower door and remove the nutrient pots. Then open the air valve and spray 50 mL of clean water to clean the spray pipes.

[0048] 3) Test methods Pot cultivation was used. Weed cultivation is described in section 1.1), following the guidelines for indoor bioassays of pesticides (herbicides). Application methods are described in section 2.3.2), using the foliar treatment method. After treatment, the plants were transferred to a greenhouse for conventional cultivation.

[0049] 4) Data Survey and Statistical Analysis 4.1) Survey Methods The absolute number method was used. Surviving weed seedlings were cut along the soil surface with a blade, and their fresh weight was measured using an analytical balance. Dead weeds were counted as having a fresh weight of zero.

[0050] 4.2) Survey time and number of times An investigation was conducted 14 days after the incident, for a total of one investigation.

[0051] 4.3) Data Statistical Analysis The theoretical fresh weight inhibition rate (E0 = X + Y) of each treatment combination was calculated using the Gowing method. This was then compared with the measured inhibition rate (E) to evaluate the combined effect of the two treatments on weeds. An E-E0 value greater than 10% indicates a synergistic effect, less than -10% indicates an antagonistic effect, and between -10% and 10% indicates an additive effect. The optimal ratio was determined based on actual efficacy, herbicide characteristics, and formulation balance. In the formula, X represents the fresh weight inhibition rate when active ingredient A is at dosage P; Y represents the fresh weight inhibition rate when active ingredient B is at dosage Q.

[0052] The statistical results are shown in Table 1-10 below.

[0053] Table 1. Evaluation of the actual control efficacy and combined effects of the A mixture of benzoyl flufenoxuron against *Heliotropium indicum*.

[0054] Table 2. Evaluation of the actual control efficacy and combined effects of the mixture of nicosulfuron and methyl methoxyfenozide against *Heliotropium indicum*.

[0055] Table 3. Evaluation of the actual control efficacy and combined effect of the mixture of benzoyl permethrin and benzoyl permethrin against *Heliotropium indicum*.

[0056] Table 4. Evaluation of the actual control efficacy and combined effect of the mixture of isoxazoline and isoflavone against *Heliotropium indicum*.

[0057] Table 5. Evaluation of the actual control efficacy and combined effects of A mixture of flupyrazole and cyclohexane against *Heliotropium indicum*.

[0058] Table 6 Evaluation of the actual control efficacy and combined effect of A mixture with Tolpyralate against *Heliotropium indicum*

[0059] Table 7. Evaluation of the actual control efficacy and combined effect of A mixture of nicosulfuron and synergistic effect against *Heliotropium indicum*.

[0060] Table 8 Evaluation of the actual control efficacy and combined effects of A mixture of formamide and sulfuron against *Heliotropium indicum*.

[0061] Table 9 Evaluation of the actual control efficacy and combined effect of A mixed with atrazine against *Heliotropium indicum*.

[0062] Table 10 Evaluation of the actual control efficacy and combined effect of A mixed terbutaline against rice grass

[0063] C) Field Demonstration The herbicidal compositions prepared in Examples 1-10 above were used to conduct field weed control experiments. The main weeds occurring in the field included: dayflower, spiderwort, and lamb's quarters.

[0064] Test method: Foliar treatment (F): When the weeds are at the 3-4 leaf stage, use a manual sprayer, diluted with 30 kg of water per 667 m². 2 The foliar spray was applied evenly. The control effect was investigated 45 days after application, as shown in Table 11.

[0065]

[0066] Table 11 shows the field demonstration effects of the compound compositions described.

[0067] Through extensive experimentation and exploration, this invention has unexpectedly discovered that the composition has a surprising and unexpected synergistic effect when used to control major broadleaf weeds or grass weeds. This synergistic effect is more pronounced at low doses, which can reduce the amount of pesticide used and reduce environmental pollution. Furthermore, the rational compounding reduces agricultural costs and has a promising application prospect.

Claims

1. A herbicidal composition comprising a substituted pyrimidineformyl oxime compound, characterized in that, It includes active ingredients A and B, which are effective in controlling weed growth. Active ingredient A is ; Active ingredient B is selected from one of the following compounds: benzosulfuron, mesosulfuron, benzosulfuron, isoxazolidinone, flupyrazole, tolpyralate, nicosulfuron, formamide sulfuron, atrazine, terbutaline; When active ingredient B is selected from one of the following compounds: benzoxazole fluroxypyr, mesotrione, isoxazolidinone, flupyrazole, the weight ratio of A to B in the herbicidal composition is 1:30 to 1:1; When the active ingredient B is benzoxazine, the weight ratio of A to B in the herbicidal composition is 1:10 to 5:

1. When the active ingredient B is Tolpyralate, the weight ratio of A to B in the herbicidal composition is 1:70 to 1:1; When active ingredient B is selected from one of the following compounds: nicosulfuron, formamide sulfuron, the weight ratio of A to B in the herbicidal composition is 1:20 to 5:1; When active ingredient B is selected from one of the following compounds: atrazine, terbutaline, the weight ratio of A to B in the herbicidal composition is 1:250 to 1:

5.

2. The herbicidal composition comprising a substituted pyrimidineformyl oxime compound according to claim 1, characterized in that, When active ingredient B is selected from one of the following compounds: benzoxazole fluroxypyr, mesotrione, isoxazolidinone, flupyrazole, the weight ratio of A to B in the herbicidal composition is 1:20 to 4:

5. When the active ingredient B is benzoxazine, the weight ratio of A to B in the herbicidal composition is 1:6 to 8:

3. When the active ingredient B is Tolpyralate, the weight ratio of A to B in the herbicidal composition is 1:50 to 8:25; When active ingredient B is selected from one of the following compounds: nicosulfuron, formamide sulfuron, the weight ratio of A to B in the herbicidal composition is 1:10 to 2:1; When active ingredient B is selected from one of the following compounds: atrazine, terbutaline, the weight ratio of A to B in the herbicidal composition is 1:200 to 1:

10.

3. A herbicidal composition comprising a substituted pyrimidineformyl oxime compound according to any one of claims 1 to 2, characterized in that, The herbicidal composition contains A and B in a mass percentage of 1-95% of the total.

4. The herbicidal composition comprising a substituted pyrimidineformyl oxime compound according to claim 3, characterized in that, The herbicidal composition contains A and B in a mass percentage of 1-80% of the total.

5. A herbicidal composition comprising a substituted pyrimidineformyl oxime compound according to any one of claims 1 to 2, characterized in that, The herbicidal composition also includes conventional adjuvants.

6. A herbicidal composition comprising a substituted pyrimidineformyl oxime compound according to claim 5, characterized in that, The conventional additives include carriers and / or surfactants.

7. A herbicidal composition comprising a substituted pyrimidineformyl oxime compound according to any one of claims 1 to 2, characterized in that, The herbicidal composition further includes at least one safener.

8. A herbicidal composition comprising a substituted pyrimidineformyl oxime compound according to claim 7, characterized in that, The safener is selected from one or more of the following: bis(oxazolyl) acid, cyprosulfamide, pyrazole herbicides, quinoline, gibberellic acid, furilazole, and metcamifen.

9. A herbicidal composition comprising a substituted pyrimidineformyl oxime compound according to any one of claims 1 to 2, characterized in that, The specific formulation of the herbicidal composition is a dispersible oil suspension, an aqueous suspension, a suspension emulsion, a wettable powder, an emulsifiable concentrate, a water-dispersible granule, an emulsion, or a microemulsion.

10. The use of the herbicidal composition comprising a substituted pyrimidine formyl oxime compound as described in any one of claims 1 to 9 for the control of weeds.

11. A method for controlling unwanted plant growth, comprising applying a herbicidal composition comprising a substituted pyrimidine formyl oxime compound as described in any one of claims 1 to 9 to a plant or an area where the plant is growing.

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