CN113040161A - Herbicidal composition containing heterocyclic amide compound and application thereof - Google Patents
Herbicidal composition containing heterocyclic amide compound and application thereof Download PDFInfo
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- CN113040161A CN113040161A CN202110317650.9A CN202110317650A CN113040161A CN 113040161 A CN113040161 A CN 113040161A CN 202110317650 A CN202110317650 A CN 202110317650A CN 113040161 A CN113040161 A CN 113040161A
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- herbicidal composition
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- A01N39/04—Aryloxy-acetic acids; Derivatives thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
- A01N43/68—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
- A01N43/70—Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/707—1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
- A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
Abstract
The invention belongs to the field of pesticides, and particularly relates to a weeding composition containing a heterocyclic amide compound and application thereof. The weeding composition comprises an active ingredient A and an active ingredient B which are used in a herbicidally effective amount, wherein the active ingredient A is selected from one or more of the following compounds in the general formula:
when R is1Represents CH2SO2(i‑Pr)，R2Me is A3, and the active ingredient B is one or more selected from the following compounds and salts/esters thereof: anilofos, pyridate, triazophos, fluroxypyr and butralin. The composition can effectively prevent and kill the problems of weeds such as rice barnyard grass, crabgrass, cyperus heterophylla, lolium multiflorum, dayflower, chickweed, monochoria vaginalis and the like, and has the characteristics of expanding a weed control spectrum, reducing application amount, generating a synergistic effect, solving resistant weeds and the like.
Description
The application is a divisional application of Chinese patent application with application date of 2018, 9 and 4, application number of 201811027246.2 and invented name of 'herbicidal composition containing heterocyclic amide compounds and application thereof'.
Technical Field
The invention belongs to the field of pesticides, and particularly relates to a weeding composition containing a heterocyclic amide compound and application thereof.
Background
Chemical weeding is the most economic and effective means in preventing and removing weeds in farmlands, but the problems of drug resistance and resistance evolution of weeds and the like are easily caused by using a single variety or a single action mode of chemical herbicide continuously at a high dose for a long time. The reasonable compounding or mixing of the herbicide compound has the advantages of expanding the weed spectrum, improving the control effect, delaying the occurrence and development of drug resistance and drug resistance of weeds and the like, and is one of the most effective methods for solving the problems. Patents CN105229005A, JP2016025116 and JP2017246933 disclose a heterocyclic amide compound respectively
Or salts thereof and related herbicidal compositions. In production, the development of a weeding composition variety which has high safety and wide weed control spectrum, can generate synergistic action and solve the problem of resistant weeds is still needed.
Disclosure of Invention
In order to solve the above problems in the prior art, the present invention provides a herbicidal composition comprising a heterocyclic amide compound and use thereof. The composition can effectively prevent and kill the problems of weeds such as rice barnyard grass, crabgrass, cyperus heterophylla, lolium multiflorum, dayflower, chickweed, monochoria vaginalis and the like, and has the characteristics of expanding a weed control spectrum, reducing application amount, generating a synergistic effect, solving resistant weeds and the like.
A herbicidal composition comprising heterocyclic amide compounds comprising a herbicidally effective amount of active ingredient A and active ingredient B, wherein,
the active ingredient A is selected from one or more of the following compounds in the general formula:
when R is1Represents CH2SO2(i-Pr)，R2A3 when representing Me;
the active ingredient B is selected from one or more of the following compounds and derivatives thereof such as salts/esters and the like: anilofos (CAS number: 64249-01-0), pyridate (CAS number: 55512-33-9), triazophone (CAS number: 1911613-97-2), fluroxypyr (CAS number: 69377-81-7), butralin (CAS number: 33629-47-9).
In the context of the present specification, if the abbreviated forms of the common name of the active compounds are used, all customary derivatives, such as esters and salts, and also isomers, in particular optical isomers, in particular one or more commercially available forms, are included in each case. If the generic name denotes esters or salts, all other customary derivatives, such as other esters and salts, free acids and neutral compounds, and also isomers, in particular optical isomers, in particular one or more commercially available forms, are also included in each case. The chemical name given for a compound means at least one compound covered by the generic name, with compounds generally being preferred. In the case of sulfonamides, such as sulfonylureas, salts also include those formed by exchange of cations with hydrogen atoms in the sulfonamide group.
In the context of the present invention, the salts of the compounds are preferably in the form of the respective alkali metal, alkaline earth metal or ammonium salts, preferably in the form of the respective alkali metal salts, more preferably in the form of the respective sodium or potassium salts, most preferably in the form of the respective sodium salts.
For example, 2, 4-d-butyric acid derivatives include, but are not limited to: 2,4-D butyrate such as sodium salt, potassium salt, dimethylammonium salt, triethanolamine salt, isopropylamine salt, choline and the like, and 2,4-D butyrate such as methyl ester, ethyl ester, butyl ester, isooctyl ester and the like.
A. The weight ratio of B is 1-200: 200-1 and 1-150: 150-1; preferably 1-120: 120-1 and 1-100: 100-1; more preferably 1-80: 80-1 and 1-50: 50-1; further preferably 1-30: 30-1 and 1-10: 10-1.
The mass percentage of A, B in the weeding composition accounts for 1-95% of the total amount, and preferably 10-80%.
The weeding composition also comprises conventional auxiliaries which comprise a carrier and a surfactant.
The term "carrier" herein denotes an organic or inorganic, natural or synthetic substance. They facilitate the application of the active ingredient, the carrier being generally inert and must be agriculturally acceptable, in particular for the treated plant. The carrier may be a solid, such as a clay, natural or synthetic silicate, silica, resin, wax, solid fertilizer, or the like; or liquids such as water, alcohols, ketones, petroleum distillates, aromatic or waxy hydrocarbons, chlorinated hydrocarbons, liquefied gases, etc.
Surfactants may include emulsifying, dispersing or wetting agents, which may be ionic or non-ionic. Examples which may be mentioned are salts of polyacrylic acids, lignosulphonates, salts of phenolsulphonic or naphthalenesulphonic acids, polymers of ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols, in particular alkylphenols or arylphenols, sulphosuccinates, taurine derivatives, in particular taurine alkyl esters, and phosphoric esters of alcohols or polyhydroxyethylated phenols, alkylsulfonates, alkylarylsulphonates, alkylsulfates, lauryl ether sulphates, fatty alcohol sulphates, and sulphated hexadec, heptadeca-and octadecanols and sulphated fatty alcohol glycol ethers, and furthermore condensates of naphthalene or naphthalenesulphonic acids with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol or nonylphenol, alkylphenyl polyglycol ethers, tributylphenyl polyglycol ether, tristearylphenyl polyglycol ether, polystearylphenyl polyglycol ether, Alkylaryl polyether alcohols, alcohol and fatty alcohol/ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, lignosulfite waste liquors, and also proteins, denatured proteins, polysaccharides (e.g. methylcellulose), hydrophobically modified starches, polyvinyl alcohols, polycarboxylates, polyalkoxylates, polyvinylamines, polyvinylpyrrolidone and copolymers thereof. At least one surfactant is required to be present to facilitate dispersion of the active ingredients in water and to facilitate their proper application to the plant.
The compositions may also contain various other components such as protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants, and polymers.
In addition, the composition of the present invention can be mixed with the following active substances, for example, known substances in "the world Wide Specification of New agricultural chemical products", the Chinese agricultural science and technology Press, 2010.9 and the references cited therein. For example, herbicidal active substances mentioned below (remarks: the name of the compound, or the generic name according to the International organization for standardization (ISO), or the chemical name, when appropriate with a code), acetochlor, butachlor, alachlor, propisochlor, metolachlor, s-metolachlor, pretilachlor, propachlor, butachlor, napropamide, R-laevo-napropamide, propanil, mefenacet, diphenoyl-oxamide, diflufenican, flumetsulam, bebutamid, dimethenamid, ethoxybenclamide, flufenacet, methoxyfenacet, metazachlor, isooxachlor, lofluvalinate, dimethenamid, butachlor, propisochlor, mefenamid, flucetochlor, propyzamide, dimethenamid, Terbutamid, dimethenamid, dimethachlor, norfluramine, trifoliamine, chlorantraniliprole, propyzamide, penflufen, napropamide, acetometazachlor, naproxen, fenacet, pyraflufen, metolachlor, clofenamide, butachlor, butamidin, fluazinam, atrazine, simazine, prometryn, cyanazine, simetryn, ametryn, prometryn, ipretryn, fluroxypyr, terbutryn, terbutazine, triazineon, cyhalofop, ganciclovir, prometryn, simazine, triazazine, dimethametrazine, isopentetryn, cycloprozine, terbutryn, sec-butyn, terbutaline, terbutryn, metolachlor, cyhalofop, metolachlor, prometryn, simazine, atrazine, dimethametryn, dimethametin, terbutryn, metolachlor, dimethachlor, dimethozin, atrazine, metolachloraz, metolachlor, metolac, Cyanuric acid, Indaziflam, chlorsulfuron, metsulfuron, bensulfuron-methyl, chlorimuron-ethyl, tribenuron-methyl, thifensulfuron-methyl, pyrazosulfuron-ethyl, mesosulfuron-methyl, iodosulfuron-methyl sodium, formamidosulfuron, cinosulfuron, triasulfuron, sulfometuron-methyl, nicosulfuron, ethametsulfuron-methyl, amidosulfuron, ethoxysulfuron, cyclosulfamuron-methyl, rimsulfuron, azimsulfuron-methyl, monosulfuron-methyl, primisulfuron-methyl, flusulfuron-methyl, flazasulfuron-methyl, propsulfuron-methyl, prosulfuron-methyl, trifloxysulfuron, triflusulfuron-methyl, metsulfuron-methyl, primisulfuron-methyl, propulsulfuron-methyl, propaferon-methyl, triflusulfuron-methyl, sulfometuron-methyl, pyrisulfuron-methyl, propalis-ethyl, thiuron-methyl, sulfometuron-methyl, sulfometuron-ethyl, sulfometuron-ethyl, sulfofluridone, sulfometuron-ethyl, sulfofluridone, sulfometuron, sulfo, Dicumyl ether, aclonifen, ethoxyfen-ethyl, bifenox, trifluoromethoxyfen, metoxyfen, trifluornitrofen, fluoroglycofen, fluridone, bifenox, dimethofen, fluazifop-butyl, Halosafen, chlortoluron, isoproturon, linuron, diuron, fenpropuron, fluometuron, methabenzthiazuron, benzuron, sulfosulfuron, clofenuron, tebuthiuron, clodinuron, meturon, metoxuron, bromuron, metoxuron, meturon, metoxuron, metoron, Betalain, asulam, tefurazol, avenacalin, anilazine, chlorpropham, dichlofenamate, imazalil, cloropham, Carboxazole, chlorerprocarb, Fenasulam, BCPC, CPPC, Carbasulam, buticarb, thiobencarb, dimethenate, triallate, dichloropetalum, ethiofen, prosulfocarb, cloquintocet, prosulfocarb, dichloropetalum, dichloropetalate, dichloropetal, 2-methyl-4-chloropropionate, 2-methyl-4-chlorobutyric acid, 2,4, 5-nasal discharge propionic acid, 2,4, 5-nasal discharge butyric acid, 2-methyl-4-chloroamine salt, dicamba, woollen boom, varparvax, cypress, triclosan, dichlorfenamic acid, metoclopramide, diclofop-p-ethyl, haloxyfop-methyl, haloxyfop-ethyl, quizalofop-p-ethyl, fenoxaprop-p-ethyl, cyhalofop-butyl, fenoxaprop-p-ethyl, cloroph-ethyl, haloxyfop-ethyl, trifoliate-ethyl, clomazone, paraquat, dixyl, asulam, flutolon, isoproturon, chlorothalofop-ethyl, cyhalofop-p-ethyl, propafen-ethyl, butyfen-ethyl, fluroxypyr, metalaxyl, propafen, propaferin, propafen, glyphosate, anilofos, glufosinate, sulfosate, piperaphos, bialaphos, bensulide, imazapyr, mepyrazine, varroa, amifostine, glufosinate, imazethapyr ammonium salt, imazethapyr, imazamethabenz ester, fluroxypyr, isooctyl fluroxypyr, clopyralid, picloram, triclopyr, dithiopyr, haloxyfen, triclopyr, thiazopyr, flurazinone, aminopyralid, flurazone, diflufenzopyr, butoxyethyl triclopyr, ciodinate, sethoxydim, clethodim, thiacet, sethoxydim, clethodim, carfenflurazone, buthiazole, metribuzin, carfenflurazone, metamitron, fenflurazone, fenpyr, benzone, iodoxynil, bromoxynil, isoflurazone, isofluroxypyr, bensulam, isofluroxypyr, clomazone, ioxynil, dichlobenil, tolfenacet, pyraclonil, Iodobonil, flumetsulam, florasulam, penoxsulam, sulfentrazone, cloransulam, diclosulam, pyroxsulam, fluralin, bispyribac, pyribenzoxim, pyriminobac-methyl, pyrithiobac-methyl, bicyclosulfuron, mesotrione, Tembotrione, Tefuryltrione, Bicyclopyrone, ketoxydipradox, isoxaflutole, fenoxasulfolane, Methiozolin, isopyrafen, pyraflufen, pyraflutole, pyrazotocide, pyraclonil, pyraclofenacetone, flumetsulcotrione, flumetsulam, fenflurazole, fentrazachlor, amicarbazone, fentrazachlor, pyrazachlor, pyraclonil, flumicloram, flumioxazone, fenflurazole, flumicloram, bexapyroxadim, flumicloram, bexadim, flumicloram, benfluroram, flumicl, Phthalidyl ether, Flumezin, pentachlorophenol (sodium), dinol, terbenol, terbutal, pendimethalin, dinitrophenol, chloronitrophenol, dimethomorph, oxadiargyl, oxadiazon, pentoxazone, flumetsulam, mefenoxaprop-p-ethyl, tetrazolyl amine, fluridazin, oxamyl, bromamine, dimethenamid, pyridaben, pyridate, pyrirfalol, quinclorac, bentazone, pyridate, oxaziclorac, benazolin, clomazone, clomeptyl, isoprox, iprodione, propamocarb, cumylfen, indoxacarb, sodium chlorate, dalton, dalapon, trichloroacetic acid, monochloroacetone, hexachloroacetone, tetrafluoropropionic acid, pasture, bromophenol oxime, triazoxide, fentrazol, furamethon, fursulam, ethon, benfurazolin, pyrimethanil, clorac, clodinafop, clorac, cumquat, cumarone, clorac, Thidiazuron, alantin, hydroxybenone, metophenone, saflufenacil, dichlorophosphoric, trichloropropionic acid, Alorac, Diethamquat, Etnipromid, Iphridam, Ipfancarbazone, Thiencarbazone-methyl, Pyrimisulfan, Chlorflurflurazone, Tripropindan, Sulglycapin, Sumbelanoline, Campandichlor, Cytopyrimidic acid, thiocyananilide, clethodim, fenclorim, cloquintocet, mequintocet, oxaziclomex, oxabetrinil, pyroxaglim, furazolidone, imazaquin, isoxadifen, dichlormid, halauxin, halauxifen, DOWF, UBH-509, D489, LS 82-556, KPP-300, NC-324, NC-330, KH-218, DPX-N8189, SC-0744, DOWCO535, DK-8910, V-53482, PP-600, MBH-001, KIH-9201, ET-751, KIH-6127 and KIH-2023.
The herbicidal composition further comprises at least one safener selected from the group consisting of:
a) dichlorophenyl pyrazoline-3-carboxylic acid (S1) compounds, preferred compounds are, for example, ethyl 1- (2, 4-dichlorophenyl) -5- (ethoxycarbonyl) -5-methyl-2-pyrazoline-3-carboxylate (S1-1 mefenpyr-diethyl, PM, p. 594-595), and related compounds described, for example, in WO91/07874 and PM (p. 594-595).
b) Dichlorophenyl pyrazole carboxylic acid derivatives, preferred compounds are, for example, 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 as described in EP-A-333131 and EP-A-269806.
c) Triazole carboxylic acids (S1) and preferred compounds are, for example, fenchlorazole (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).
d) 5-benzyl-or 5-phenyl-2-isoxazoline-3-carboxylic acids or 5, 5-diphenyl-2-isoxazoline-3-carboxylic acids, preferred compounds being, for example, ethyl 5- (2, 4-dichlorobenzyl) -2-isoxazoline-3-carboxylate (S1-7) or ethyl 5-phenyl-2-isoxazoline-3-carboxylate (S1-8) and related compounds described in WO91/08202, or ethyl 5, 5-diphenyl-2-isoxazoline-3-carboxylate (S1-9, isoxadifen-ethyl)) or 5 described in the patent application (WO-A-95/07897), n-propyl 5-diphenyl-2-isoxazoline-3-carboxylate (S1-10) or ethyl 5- (4-fluorophenyl) -5-phenyl-2-isoxazoline-3-carboxylate (S1-11).
e) 8-Quinolinyloxyacetic acids (S2) of the class of compounds, preferably 1-methylhexan-1-yl (5-chloro-8-quinolinyloxy) acetate (S2-1, cloquintocet-mexyl), such as PM (p. 195-), (1, 3-dimethylbut-1-yl) (5-chloro-8-quinolinyloxy) acetate (S2-2), 4-allyloxybutyl (5-chloro-8-quinolinyloxy) acetate (S2-3), 1-allyloxypropan-2-yl (5-chloro-8-quinolinyloxy) acetate (S2-4), (ethyl 5-chloro-8-quinolinyloxy) acetate (S2-5), (methyl 5-chloro-8-quinolinyloxy) acetate (S2-6), allyl (5-chloro-8-quinolinyloxy) acetate (S2-7), 2- (2-propyleneiminoyloxy) -1-ethyl (5-chloro-8-quinolinyloxy) acetate (S2-8), 2-oxopropan-1-yl (5-chloro-8-quinolinyloxy) acetate (S2-9), and related compounds described in EP-A-86750, EP-A-94349 and EP-A-191736 or EP-A-0492366.
f) (5-chloro-8-quinolinoxy) propanedioic acid-based compounds, preferred compounds are, for example, diethyl (5-chloro-8-quinolinoxy) malonate, (diallyl (5-chloro-8-quinolinoxy) malonate, (methylethyl (5-chloro-8-quinolinoxy) -malonate and related compounds described in EP-A-0582198.
g) Phenoxyacetic acid, phenoxypropionic acid or aromatic carboxylic acids, such as 2, 4-dichlorophenoxyacetic acid (and esters) (2,4-D), 4-chloro-2-methylphenoxypropionate (2-methyl-4-chloropropionic acid (mecoprop)), MCPA or 3, 6-dichloro-2-methoxybenzoic acid (and esters) (dicamba).
h) Pyrimidines, such as fenclorim (PM, page 386-387) (═ 4, 6-dichloro-2-phenylpyrimidine),
i) dichloroacetamide-based active compounds, which are frequently used as pre-emergence safeners (soil-working safeners), for example "dichloroallylamine (dichlormid)" (PM, page 270-271) (═ N, N-diallyl-2, 2-dichloroacetamide), "AR-29148" (-3-dichloroacetyl-2, 2, 5-trimethyl-1, 3-oxazolidinone from Stauffer), "benoxacor" (PM, page 74-75) (-4-dichloroacetyl-3, 4-dihydro-3-methyl-2H-1, 4-benzoxazine), "APPG-1292" (-N-allyl-N [ (1, 3-dioxolan-2-yl) -methyl ] dichloroacetamide, from PPG Industries), "ADK-24" (═ N-allyl-N- [ (allylaminocarbonyl) -methyl ] -dichloroacetamide, from Sagro-Chem), "AAD-67" or "AMON 4660" (═ 3-dichloroacetyl-1-oxa-3-aza-spiro [4,5] decane, from nitrkemia or Monsanto), "diclonon" or "ABAS 145138" or "ala b 145138" (═ 3-dichloroacetyl-2, 5, 5-trimethyl-1, 3-diazabicyclo [4.3.0] nonane, from BASF), and "furilazol" or "AMON 13900" (see PM, 482-483) ((RS) -3-dichloroacetyl-5- (2-furyl) -2, 2-dimethyloxazolidinone),
j) dichloroacetone derivative-based active compounds, for example, "AMG 191" (CAS registry No. 96420-72-3) (═ 2-dichloromethyl-2-methyl-1, 3-dioxolane, available from Nitrokemia),
k) oxyimino compounds as active compounds, which are referred to as seed dressing materials, for example "oxabetrinil" (PM, page 689) (═ Z) -1, 3-dioxolan-2-ylmethoxyimino (phenyl) acetonitrile), which in seed dressing is referred to as safener in order to prevent damage to metolachlor (metallachlor), "fluoroxyfen" (PM, page 467 468) (═ 1- (4-chlorophenyl) -2,2, 2-trifluoro-1-ethanone O- (1, 3-dioxolan-2-ylmethyl) -oxime, which in seed dressing is referred to as safener in order to prevent damage to metolachlor (metallachlor), and "cyanohydrin" or "a-CGA-43089" (PM, page 983) ((Z) -cyanomethoxyimino (phenyl) acetonitrile), which is called safener in seed dressing, to prevent the damage of metolachlor (metolachlor),
l) Thiazolecarboxylic acid ester active compounds, which are known as seed dressing materials, for example "flurazon" (PM, p. 450. 451), (-2-chloro-4-trifluoromethyl-1, 3-thiazole-5-carboxylic acid benzyl ester), which are known as safeners in seed dressing to prevent damage to alachlor (alachlor) and metolachlor,
m) active compounds of the naphthalenedicarboxylic acid derivative class, which are known as seed dressings, for example "naphthalic anhydride" (PM, pp 1009-1010) (═ 1, 8-naphthalic anhydride), which are known as safeners in corn seed dressings to prevent damage to thiocarbamate herbicides,
n) chromanoic acid derivatives such as "ACL 304415" (CAS registry No. 31541-57-8) (═ 2-84-carboxychroman-4-yl) acetic acid available from american cyanamid),
o) active compounds which, in addition to herbicidal action on harmful plants, also have safener action on plants, for example "penetryn (dimerate)" or "AMY-93" (PM, p.302-303) (═ S-1-methyl-1-phenylethylpiperidine-1-thiocarboxylate), "diuron (daimuron)" or "ASK 23" (PM, p.247) (═ 1- (1-methyl-1-phenylethyl) -3-p-tolylureｃA), "cumyluron (cumyluron)", "jc-940" ((3- (2-chlorophenylmethyl) -1- (1-methyl-1-phenyl-ethyl) ureｃA, see JP- ｃA-60087254), "benzophenone (methoxyphenon)" or "ANK 049" (═ 3,3' -dimethyl-4-methoxy-benzophenone), "CSB" (═ 1-bromo-4- (chloromethylsulfonyl) benzene) (CAS registry No. 54091-06-4, available from Kumiai).
The safener is preferably one or more of isoxadifen (CAS: 163520-33-0), cyprosulfamide (CAS: 221667-31-8), mefenpyr (CAS: 135590-91-9), cloquintocet (CAS: 99607-70-2), gibberellic acid (CAS: 7-06-5), furilazole (CAS: 121776-33-8) and metacamifen (CAS: 129531-12-0).
The compositions of the present invention may be diluted or used directly by the user prior to use. The formulation can be prepared by conventional processing methods, i.e., mixing the active substance with a liquid solvent or solid carrier, and adding one or more surfactants such as dispersants, stabilizers, wetting agents, binders, defoamers, etc.
The specific preparation of the weeding composition is dispersible oil suspending agent, water suspending agent, suspending emulsion, wettable powder, missible oil, water dispersible granule (dry suspending agent), emulsion in water and microemulsion.
In short, the compositions of the present invention may be mixed with solid and liquid additives conventionally used in prior art formulations.
The invention also provides an application of the weeding composition in weed control; and to provide a method of controlling unwanted plant growth comprising applying the herbicidal composition to a plant, part of a plant, plant seed, or area where a plant is growing.
In addition, the compositions according to the invention can be applied by spraying to the foliage of the plants to be treated, i.e. to the weeds, in particular to surfaces infested or susceptible to infestation by weeds.
When the herbicidal composition of the present invention is applied, an unexpected synergistic effect is obtained, and the herbicidal activity is more remarkable than the expected sum of the activities using individual herbicides, and the activities of the individual herbicides. The synergistic effect is manifested by reduced application rates, a broader spectrum of weed control, and a faster and longer lasting herbicidal action, which are desirable in the practice of weed control. These new compositions are clearly superior to existing herbicides in terms of the properties described, achieving reduced use and being more environmentally friendly.
The synergistic herbicidal composition of the invention also has the following advantages:
(1) the composition of the invention is environment-friendly and is easy to degrade in the environment.
(2) The weeding composition has low cost and convenient use, and has great economic and social benefits when being popularized and applied.
Detailed Description
The following examples are not intended to limit the invention, but merely to illustrate how the invention may be carried out. These examples show particularly significant effectiveness against certain weeds. Examples are as follows:
A) examples of the embodiments
1. A3+ anilofos OD (3+6)
3% of A3, 6% of anilofos, 5% of calcium dodecyl benzene sulfonate, 5% of fatty alcohol-polyoxyethylene ether, 6% of castor oil-polyoxyethylene ether, 10% of 150# solvent oil, 2.5% of organobentonite, 2.5% of fumed silica, 10% of soybean oil and methyl oleate
2. A3+ pyridate OD (3+10)
3% of A3, 10% of pyridate, 6% of calcium dodecyl benzene sulfonate, 5% of fatty alcohol-polyoxyethylene ether, 6% of castor oil-polyoxyethylene ether, 5% of 150# solvent oil, 2.5% of organic bentonite, 2.5% of fumed silica, 10% of soybean oil and methyl oleate
3. A3+ Triazolesulfonylmefone OD (1+9)
1% of A3, 9% of triazophone, 5% of calcium dodecyl benzene sulfonate, 5% of fatty alcohol-polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 5% of 150# solvent oil, 2.5% of organobentonite, 2.0% of fumed silica, 10% of soybean oil and methyl oleate
4. A3+ fluroxypyr OD (5+5)
5 percent of A3, 5 percent of fluroxypyr, 5 percent of calcium dodecyl benzene sulfonate, 5 percent of fatty alcohol-polyoxyethylene ether, 6 percent of castor oil-polyoxyethylene ether, 5 percent of 150# solvent oil, 2.5 percent of organic bentonite, 2.0 percent of fumed silica, 10 percent of soybean oil and methyl oleate to complement
5. A3+ butralin OD (2+20)
2 percent of A3, 20 percent of butralin, 5 percent of calcium dodecyl benzene sulfonate, 5 percent of fatty alcohol-polyoxyethylene ether, 6 percent of castor oil polyoxyethylene ether, 20 percent of 150# solvent oil, 2.5 percent of organic bentonite, 2.0 percent of fumed silica and methyl oleate
The processing equipment of the dispersible oil suspending agent comprises the following steps: mixing kettles, colloid mills, sand mills, shearing machines and the like.
The processing process of the dispersible oil suspending agent comprises the following steps: putting all materials into a mixing kettle, stirring and mixing, passing through a colloid mill, then entering a sand mill for three-stage sand milling, finally uniformly shearing in a shearing machine, and transferring to a storage tank for filling after the test is qualified.
B) Test of drug efficacy
Spraying treatment of stems and leaves after seedling:
1) test conditions
1.1) test target
Herba Monochorii, Echinochloa crusgalli and herba Cyperiae Pratentis are collected from Heilongjiang sentinel farm; the crabgrass and the lolium multiflorum are collected from Jiangsu Huaihuan; chickweed and dayflower Shandongtai' an. The weeds are cultured by a pot culture method, plastic nutrition bowls with the size of 180 х 140mm are placed in an enamel tray, surface soil (4/5) which is collected from a farmland and is dried and sieved is filled in the enamel tray, the soil humidity is controlled to be 20% at the initial stage, weed seeds with full and uniform seeds are selected, the weed seeds are soaked in warm water with the temperature of 25 ℃ for 6 hours, germination is accelerated in a biochemical incubator (dark) with the temperature of 28 ℃, the weed seeds which are just exposed to the white are uniformly placed on the surface of the soil, and then the enamel tray is covered with 0.5-1cm of soil according to the particle size of the seeds.
1.2) culture conditions
The method is carried out in a controllable sunlight greenhouse, the temperature is 20-30 ℃, the natural illumination is carried out, and the relative humidity is 57-72%. The soil type is loam, the organic matter content is 1.63%, the pH value is 7.1, the alkaline hydrolysis nitrogen is 84.3mg/kg, the quick-acting phosphorus is 38.5mg/kg, and the quick-acting potassium is 82.1 mg/kg.
1.3), instrumentation
3WP-2000 model walking spray tower, Minn Jing agricultural machinery research institute of agricultural department. Ten thousandth electronic balance type GA10 (germany); ZDR2000 intelligent data recorder (hangzhou ze large instruments ltd); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument factory).
2) Design of experiments
2.1), reagents
The required active ingredients of topramezone, bicyclopyrone, topramezone and tembotrione are produced by the company, and others are purchased by the reagent company. The raw medicines are all diluted by using an emulsifier Tween-80 aqueous solution with the content of 0.1 percent and taking acetone as a solvent.
2.2) test treatment
2.2.1), dose setting
When determining the ratio or content of the component A and the component B, the main use purpose of the formula is also considered according to the action characteristics of the two medicaments and the measurement of toxicity and the like. On the basis of preliminary experiments, A, B active ingredients are respectively used singly and mixed in different amounts. Water without drug, containing the same solvent and emulsifier was used as a blank.
2.2.2), test repetition
Each treatment was repeated 4 times, 3 pots each time, 20 weed seeds were sown per pot, 60 plants each time.
2.3) treatment method
2.3.1), treatment time and number of times
The test was performed 1 time in total. And (3) thinning after 1-leaf stage of weeds, keeping 15 weeds in each pot, keeping 45 weeds in each treatment, and then continuously culturing until 2-3 leaves are treated.
2.3.2), instruments and methods of use
Uniformly placing the cultured test material on a 0.5m area2Spraying stem and leaf with 3WP-2000 model walking spraying tower in 30 kg/ha amount. The spraying pressure is 0.3 MPa. And after all the liquid medicine is sprayed, closing the air valve, opening the spraying tower door after 30 seconds, and taking out the nutrition pot. Then the air valve is opened, 50mL of clean water is sprayed, and the liquid spraying pipe is cleaned.
3) Test method
The potting method is adopted. The weed cultivation is carried out according to 1.1 and the standard herbicide for indoor bioassay of pesticides. The application method is 2.3.2, and stem and leaf treatment method is adopted. After treatment, the cells were transferred to a greenhouse for conventional culture, and a 1-2cm water layer was maintained throughout the experiment.
4) Data investigation and statistical analysis
4.1) investigation method
The complete survival weed seedlings are cut off along the soil surface by a blade by adopting an absolute number survey method, and the fresh weight of the weeds is weighed by an analytical balance. For the weeds that have died, the fresh weight is zero.
4.2), investigation time and number of surveys
The investigation was carried out 20 days after the treatment, and the total number of the investigations was 1.
4.3), statistical analysis of data
The theoretical fresh weight inhibition rate (E0 ═ X + Y-X Y/100) of each treatment mixed combination is calculated by a Gowing method, and then compared with the actually measured inhibition rate (E), the combined action type of the two mixed combinations on the weeds is evaluated, and when the E-E0 value is more than 10 percent, the effect is synergistic, when the E-E0 value is less than-10 percent, the effect is antagonistic, and when the E-E0 value is between-10 percent and 10 percent, the effect is additive. And the optimal proportion is determined according to factors such as actual control effect, characteristics of the herbicide, balance of the formula and the like. Wherein X is the fresh weight inhibition rate when the dosage of the active component A is P; y is the fresh weight inhibition rate of the active component B when the dosage is Q.
The statistical results are shown in tables 1-5 below.
Table 1A 3 evaluation of the actual control and combined action of anilofos by compounding anilofos
Table 2A 3 evaluation of actual control and combination of pyridate for rice barnyard grass
Table 3A 3 evaluation of actual control effect and combined effect of mixed triazophone on monochoria vaginalis
Table 4A 3 evaluation of practical control effect and combined action of fluroxypyr on monochoria vaginalis by blending
TABLE 5A 3 evaluation of the actual control and combination of butralin with cyperus rotundus
C) Demonstration of field
The herbicide compositions prepared in examples 1 to 5 were used for field weed effect tests.
An exemplary popularization test was performed in the farm test point of the Heilongjiang sentinel in 2017. The weeds in the field are mainly: barnyard grass, large crabgrass, sedge, monochoria vaginalis, and the like.
The test method comprises the following steps:
treating stems and leaves, namely, after the weeds are in the 3-4 leaf stage, manually spraying the weeds with a sprayer, and adding 30 kg of water per 667m2The stem and leaf are sprayed evenly.
The specific test agents and dosages are detailed in table 6, with a cell area of 50 square meters, repeated 4 times per treatment. The control effect was investigated 20 days after application
Exemplary field Effect of the compounded compositions described in Table 6
Through a large number of tests and explorations, the invention unexpectedly discovers that the composition is used for preventing and killing barnyard grass, crabgrass, cyperus heterophylla, lolium multiflorum, dayflower, chickweed, monochoria vaginalis and other weeds, has a surprising and unexpected synergistic effect, is more obvious under a low dosage, can reduce the dosage, reduce the pollution to the environment, is reasonably compounded, reduces the agricultural cost, is efficient to ALS and ACCase inhibitor resistant weeds, and has a good application prospect. Meanwhile, the herbicide composition shows good selectivity and excellent synergistic effect in wheat fields, corn fields, paddy fields, peanuts, sugarcane, sorghum, millet, potatoes, rape, soybeans, cotton, vegetables, bluegrass, tall fescue, zoysia japonica and other plants through tests, and can be developed into herbicide mixtures with wide market value.
Claims (9)
1. A herbicidal composition comprising heterocyclic amide compounds, comprising a herbicidally effective amount of an active ingredient A and an active ingredient B, wherein,
the active ingredient A is selected from one or more of the following compounds in the general formula:
when R is1Represents CH2SO2(i-Pr)，R2When the expression Me is A3,
the active ingredient B is selected from one or more of the following compounds and salts/esters thereof: anilofos, pyridate, triazophos, fluroxypyr and butralin.
2. A herbicidal composition comprising heterocyclic amide compounds according to claim 1, characterized in that the weight ratio of A, B is 1-200: 200-1 and 1-150: 150-1; preferably 1-120: 120-1 and 1-100: 100-1; more preferably 1-80: 80-1 and 1-50: 50-1; further preferably 1-30: 30-1 and 1-10: 10-1.
3. A herbicidal composition comprising heterocyclic amide compounds according to claim 1 or 2, characterized in that A, B is present in the herbicidal composition in an amount of 1-95% by mass, preferably 10-80% by mass, based on the total amount.
4. A herbicidal composition comprising heterocyclic amide compounds according to any of claims 1 to 3, characterized in that it further comprises conventional adjuvants.
5. A herbicidal composition comprising heterocyclic amide compounds as claimed in claim 4, wherein said conventional adjuvant comprises carrier, surfactant.
6. The herbicidal composition comprising heterocyclic amide compounds according to any one of claims 1 to 5, characterized in that the herbicidal composition further comprises at least one safener.
7. The herbicidal composition containing heterocyclic amide compounds as claimed in any one of claims 1 to 6, wherein the specific formulation of the herbicidal composition is dispersible oil suspension, aqueous suspension, suspoemulsion, wettable powder, emulsifiable concentrate, water dispersible granule, aqueous emulsion or microemulsion.
8. Use of the herbicidal composition comprising a heterocyclic amide compound as claimed in any one of claims 1 to 7 for controlling weeds.
9. A method for controlling undesired plant growth, which comprises applying the herbicidal composition comprising a heterocyclic amide compound according to any one of claims 1 to 7 to a plant, a plant part, a plant seed or an area where a plant is growing.
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