WO2023197899A1 - Herbicidal composition containing fused ring-substituted aromatic compound and use thereof - Google Patents

Herbicidal composition containing fused ring-substituted aromatic compound and use thereof Download PDF

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Publication number
WO2023197899A1
WO2023197899A1 PCT/CN2023/085878 CN2023085878W WO2023197899A1 WO 2023197899 A1 WO2023197899 A1 WO 2023197899A1 CN 2023085878 W CN2023085878 W CN 2023085878W WO 2023197899 A1 WO2023197899 A1 WO 2023197899A1
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Prior art keywords
herbicidal composition
substituted aromatic
fused ring
composition containing
methyl
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PCT/CN2023/085878
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French (fr)
Chinese (zh)
Inventor
李平生
崔琦
赵德
张景远
金涛
彭学岗
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青岛清原作物科学有限公司
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Publication of WO2023197899A1 publication Critical patent/WO2023197899A1/en

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01G—HORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
    • A01G13/00—Protecting plants
    • 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
    • A01N33/20—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group
    • A01N33/22—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group having at least one oxygen or sulfur atom and at least one nitro group directly attached to the same aromatic ring system
    • 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
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
    • A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/48—Nitro-carboxylic acids; Derivatives thereof
    • 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
    • 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
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/18—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with sulfur as the ring hetero atom
    • 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
    • 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
    • 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
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
    • 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
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
    • 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
    • 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
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00—Herbicides; Algicides

Definitions

  • the invention belongs to the field of pesticides, and specifically relates to a herbicidal composition containing a fused ring-substituted aromatic compound and its application.
  • Chemical herbicides are the most economical and effective means of controlling weeds in farmland. However, long-term and continuous use of high-dose chemical herbicides of a single variety or mode of action can easily cause problems such as weed resistance and resistance evolution.
  • the rational compounding or mixing of herbicide compounds has the advantages of expanding the weed spectrum, improving the control effect, and delaying the occurrence and development of weed resistance and resistance. It is one of the most effective methods to solve the above problems.
  • patent CN 113402510 A discloses a fused ring substituted aromatic compound and its use as a herbicide, and its general formula I
  • the present invention provides a herbicidal composition containing a fused ring-substituted aromatic compound and its application.
  • the composition can effectively control/prevent gramineous weeds and broadleaf weeds, etc., and has the characteristics of expanding the herbicidal spectrum, reducing the application amount, producing synergistic effects and solving resistant weeds.
  • a herbicidal composition containing a fused-ring-substituted aromatic compound including a herbicidal effective amount of active ingredient A and active ingredient B, wherein,
  • Active ingredient A is or its salt/ester
  • Active ingredient B is selected from one or more of the following compounds and their salts/esters:
  • EPSPS inhibitor glyphosate (CAS number: 1071-83-6);
  • GS inhibitors glufosinate ammonium (CAS number: 77182-82-2), glufosinate ammonium (CAS number: 35597-44-5);
  • PSI inhibitors paraquat (CAS number: 1910-42-5), diquat (CAS number: 6385-62-2);
  • ACCase inhibitors clodinafop-ethyl (CAS number: 105512-06-9), pinoxaden (CAS number: 243973-20-8), clethodim (CAS number: 99129-21-2), Tributin (CAS number: 74051-80-2), propiotrione Quizalofop (CAS number: 100646-51-3), high-efficiency flumefenofop (CAS No.: 72619-32-0), carboxypropyl-ethyl (CAS No.: 113158-40-0), cyhalofop-ethyl (CAS No.: 122008-85-9), cyclofenac (CAS No.: 139001 -49-3), oxazofen (CAS number: 256412-89-2);
  • (5)PPO inhibitors (CAS number: 2669111-66-2), oxyfluorfen (CAS number: 42874-03-3), oxadiazon (CAS number: 19666-30-9), oxatrifen propargyl (CAS number: 39807-15-3), sulfentrazone (CAS No.: 122836-35-5), bistrifen (CAS No.: 158353-15-2), flufenacil (CAS No.: 103361-09- 7), cyclopentazone (CAS number: 110956-75-7), saflufenacil (CAS number: 372137-35-4), flumefenacet (CAS number: 1220411-29-9) , Epyrifenacil (CAS number: 1949837-17-5), carboxyfluorfen (CAS number: 77501-60-1), Epyrifenacil (CAS number: 353292-31-6), triflufenacil (CAS No.: 1258836-72-4).
  • active ingredient A is A1
  • the weight ratio of A and B in the herbicidal composition is 1:200 ⁇ 50:1, 1:180 ⁇ 30:1, 1:160 ⁇ 25:1, 1:150 ⁇ 20:1, 1:120 ⁇ 18:1, 1:100 ⁇ 15:1, 1:80 ⁇ 12:1, 1:50 ⁇ 10:1, 1:40 ⁇ 8:1, 1:30 ⁇ 6:1, 1:20 ⁇ 5 :1, 1:15 ⁇ 3:1, 1:12 ⁇ 1:1, 1:10 ⁇ 1:3 or 1:8 ⁇ 1:5.
  • the mass percentage of A and B in the herbicidal composition accounts for 1-95% of the total amount, preferably 10-80%.
  • the herbicidal composition also contains conventional auxiliaries, which include carriers and/or surfactants.
  • carrier means 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 to the plants to be treated.
  • the carrier can be solid, such as clay, natural or synthetic silicates, silica, resin, wax, solid fertilizer, etc.; or liquid, such as water, alcohols, ketones, petroleum distillates, aromatic or waxy hydrocarbons, chlorine Hydrocarbons, liquefied gas, etc.
  • Surfactants may include emulsifiers, dispersants, or wetting agents, and may be ionic or nonionic. Examples that may be mentioned are salts of polyacrylic acid, lignosulfonates, phenolsulfonic acid or naphthalenesulfonic acid, ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines with substituted phenols (in particular It is a polymer of alkylphenol or arylphenol), sulfosuccinate, taurine derivatives (especially taurine alkyl esters) and phosphate esters of alcohols or polyhydroxyethylated phenols, Alkyl sulfonates, alkylaryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated cetade-, heptadecano- and stearyl alcohols and sulfated fatty
  • Methyl cellulose hydrophobic modified starch, polyethylene Alcohols, polycarboxylates, polyalkoxylates, polyvinylamines, polyvinylpyrrolidone and their copolymers. At least one surfactant needs to be present to facilitate the dispersion of the active ingredients in the water and to facilitate their correct application to the plants.
  • compositions may also contain various other ingredients such as protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants and polymers.
  • composition of the present invention can be mixed with the following active substances, such as known substances in "The World's New Pesticide Variety Technology Encyclopedia", China Agricultural Science and Technology Press, 2010.9 and the literature cited here.
  • the herbicide active substances mentioned below (note: the name of the compound is either a common name according to the International Organization for Standardization (ISO), or a chemical name, with a code name when appropriate): acetochlor, butachlor, Alachlor, metolachlor, metolachlor, refined metolachlor, pretilachlor, picochlor, gramchlor, naprofen, R-naprofen, propanil , benzofenacet, difenacet, difenacet, flufenacet, flufenacet, brombutyfen, dimethiofen, high-efficiency dimethiofen, ethoxy Bentochlor, flufenacet, mefenacet, metachlor, clomazone, high
  • the herbicidal composition further includes at least one safener selected from:
  • S1 compounds Dichlorophenylpyrazoline-3-carboxylic acid (S1) compounds, preferred compounds are, for example, 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl Ethyl-2-pyrazoline-3-carboxylate (S1-1, mefenpyr-diethyl, PM, pp. 594-595), and described for example in WO91/07874 and PM (pp. Related compounds in pages 594-595).
  • Dichlorophenylpyrazole carboxylic acid derivatives preferred compounds are, for example, 1-(2,4-dichlorophenyl)-5-methylpyrazole-3-carboxylic acid ethyl ester (S1-2), 1-(2,4-Dichlorophenyl)-5-isopropylpyrazole-3-carboxylic acid ethyl ester (S1-3), 1-(2,4-dichlorophenyl)-5-(1 ,1-Dimethyl-ethyl)pyrazole-3-carboxylic acid ethyl ester (S1-4), 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylic acid ethyl ester ester (S1-5), and related compounds described in EP-A-333131 and EP-A-269806.
  • Triazole carboxylic acid (S1) compounds the preferred compound is, for example, fenchlorazole, that is, 1-(2,4-dichlorophenyl)-5-trichloromethyl-(1H)-1 , 2,4-triazole-3-carboxylic acid ethyl ester (S1-6) and related compounds (see EP-A-174562 and EP-A-346620).
  • S2 8-quinolyloxyacetic acid (S2) compounds, preferably 1-methylhex-1-yl (5-chloro-8-quinolyloxy)acetate (S2-1, cloquintocet- mexyl), such as PM (pages 195-196), (1,3-dimethylbut-1-yl)(5-chloro-8-quinolinyloxy)acetate (S2-2), 4- Allyloxybutyl (5-chloro-8-quinolyloxy) acetate (S2-3), 1-allyloxyprop-2-yl (5-chloro-8-quinolyloxy) ethyl) acetate (S2-4), (5-chloro-8-quinolyloxy) ethyl acetate (S2-5), (5-chloro-8-quinolyloxy) methyl acetate (S2- 6), (5-chloro-8-quinolinyloxy)allyl acetate (S2-7), 2-(2-propyleneiminooxy)-1-ethyl (5-ch
  • 5-chloro-8-quinolyloxy)malonic acid compounds preferred compounds are, for example, (5-chloro-8-quinolyloxy)malonate diethyl ester, (5-chloro-8-quinolyloxy)malonate Diallyl -quinolyloxy)malonate, (5-chloro-8-quinolyloxy)-malonate methylethyl ester and related compounds described in EP-A-0582198.
  • 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) .
  • the safeners are preferably bisbenoxazole acid (CAS: 163520-33-0), cyprosulfamide (CAS: 221667-31-8), pyrazopyrazole (CAS: 135590-91-9), and cyprosulfamide (CAS: 135590-91-9). : 99607-70-2), one or more of gibberellic acid (CAS: 7-06-5), furilazole (CAS: 121776-33-8), metcamifen (CAS: 129531-12-0).
  • the common name of an active compound includes in each case all conventional derivatives, such as esters and salts, as well as isomers, in particular optical isomers, in particular One or more commercially available forms.
  • the common name means an ester or a salt, it also includes in each case all other conventional derivatives, such as other esters and salts, free acids and neutral compounds, as well as isomers, in particular optical isomers, esp. is one or more commercially available forms.
  • the chemical name of a compound given represents at least one compound covered by the common name, which is usually preferred compound.
  • salts also include salts formed by the exchange of cations with hydrogen atoms in the sulfonamide group.
  • 2-methyl-4 chloride derivatives include but are not limited to: 2-methyl-4 chloride sodium salt, potassium salt, dimethyl ammonium salt, isopropylamine salt, etc., as well as 2-methyl-4 chloromethyl ester, ethyl ester, isooctyl ester, ethyl sulfide Esters, etc.
  • 2,4-D derivatives include but are not limited to: 2,4-D salts such as sodium salt, potassium salt, dimethylammonium salt, triethanolammonium salt, isopropylamine salt, choline, etc., and 2,4 -D ester such as methyl ester, ethyl ester, butyl ester, isooctyl ester, etc.
  • the salts of the compounds are preferably the respective alkali metal salts (such as lithium, sodium and potassium salts), alkaline earth metal salts (such as calcium and magnesium salts), transition metal salts (such as manganese, copper, zinc and iron salt), ammonium salt or in which 1-4 hydrogen atoms are replaced by C 1 -C 4 alkyl, hydroxyl -C 1 -C 4 alkyl, C 1 -C 4 alkoxy -C 1 -C 4 alkyl, hydroxyl -C 1 -C 4 alkoxy -C 1 -C 4 alkyl, phenyl or benzyl substituted substituted ammonium, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium , trimethylammonium, heptyl ammonium, dodecyl ammonium, tetradecyl ammonium, tetramethyl ammonium
  • esters of the compounds are preferably C 1 -C 10 alkane ester, C 2 -C 10 alkenyl ester, C 2 -C 10 alkynyl ester, C 1 -C 10 alkoxy C 1 -C 10 alkyl ester, (tetrahydrofuran-2-yl) methyl ester and the corresponding Thioesters.
  • C 1 -C 10 alkyl esters or C 1 -C 10 alkylthio esters are, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, methylhexyl (1 -Methylhexyl), methylheptyl (1-methylheptyl), heptyl, octyl or isooctyl (2-ethylhexyl) ester.
  • C 1 -C 10 alkoxy-C 1 -C 10 alkyl esters are C 1 -C 4 alkoxyethyl esters, such as 2-methoxyethyl, 2-ethoxyethyl, 2 -Butoxyethyl (butoxyethyl), 2-butoxypropyl or 3-butoxypropyl ester.
  • composition of the present invention can be diluted before use or used directly by the user. Its preparation can be prepared by usual processing methods, that is, after mixing the active substance with a liquid solvent or solid carrier, then adding one or more surfactants such as dispersants, stabilizers, wetting agents, adhesives, defoaming agents, etc. kind.
  • surfactants such as dispersants, stabilizers, wetting agents, adhesives, defoaming agents, etc. kind.
  • Specific formulations of the herbicidal composition are dispersible oil suspensions, water suspensions, suspoemulsions, wettable powders, emulsifiable concentrates, water-dispersible granules (dry suspensions), aqueous emulsions, and microemulsions.
  • compositions of the present invention may be mixed with solid and liquid additives conventionally used in prior art formulations.
  • active ingredients used vary as external conditions change, such as temperature, humidity, the nature of the herbicide used, etc. It can vary widely, for example between 0.001 and 2.0kg/ha, or more active substance, but is preferably between 0.003 and 1.0kg/ha, especially between 5 and 500g/ha.
  • the present invention also provides a use of the herbicidal composition for controlling weeds; and a method for controlling unwanted plant growth, which comprises applying the herbicidal composition to plants, plant parts, plant seeds or The area where plants grow.
  • composition of the present invention can be applied by spraying to the leaves of plants to be treated, that is, to weeds, especially to surfaces infested by weeds or susceptible to infestation.
  • composition of the present invention is environmentally friendly and is easily degraded in the environment.
  • the herbicidal composition of the present invention is low in cost and easy to use, and its popularization and application will have huge economic and social benefits.
  • Weeds are cultivated using the potting method, using a 180 ⁇ 140mm plastic nutrient bowl, placed in an enamel tray, filled with air-dried and screened surface soil (4/5 locations) collected from farmland. The soil moisture is controlled at 20% in the initial stage, and the seeds are selected. Soak the plump and uniform weed seeds in warm water at 25°C for 6 hours, and germinate in a biochemical incubator (dark) at 28°C. Place the newly white weed seeds evenly on the soil surface, and then cover them with soil 0.5-0.5% based on the size of the seed particles. 1cm.
  • 3WP-2000 walking spray tower Nanjing Agricultural Machinery Research Institute of the Ministry of Agriculture. GA10 type 1/10000 electronic balance (Germany); ZDR2000 intelligent data recorder (Hangzhou Zeda Instrument Co., Ltd.); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument Factory).
  • the required active ingredient A comes from patent CN202110037105.4, and the required active ingredient B is purchased from a reagent company or prepared by a known method.
  • the original drug uses acetone as the solvent and is diluted with a 0.1% emulsifier Tween-80 aqueous solution.
  • Each treatment was repeated 4 times, with 3 pots per treatment, and 20 weed seeds were sown in each pot, resulting in a total of 60 weeds per treatment.
  • the drug was administered once in the trial. When the weeds are at 1 to 1.5 leaf stage, thin out the seedlings, keep 10 weeds in each pot, and keep 30 weeds in each treatment, and then continue to cultivate until they have 2.5 to 4.5 leaves for treatment.
  • the investigation was conducted 15 days after treatment, and a total of 1 investigation was conducted.
  • E0 X+Y-X*Y/100
  • E measured inhibition rate
  • the optimal ratio is determined based on the actual control effect, herbicide characteristics, formula balance and other factors.
  • X is the fresh weight inhibition rate when the dosage of active ingredient A is P
  • Y is the fresh weight inhibition rate when the dosage of active ingredient B is Q.
  • the test soil was quantitatively filled to 3/4 of the pot, and then watered from the bottom of the pot to make the soil completely moist to a saturated state.
  • the weed seeds to be tested were germinated until white, then evenly and quantitatively spread on the surface, covered with soil 0.5-1cm according to the size of the seeds, and kept aside for 72 hours after sowing.
  • GA10 type 1/10000 electronic balance Germany
  • ZDR2000 intelligent data recorder Hatexzhou Zeda Instrument Co., Ltd.
  • SPX type intelligent biochemical incubator Naingbo Jiangnan Instrument Factory
  • the original drug uses acetone as the solvent and is diluted with a 0.1% emulsifier T-80 aqueous solution.
  • Each treatment was repeated 4 times, with 3 pots per treatment, and 30 weed seeds were sown in each pot.
  • Water before treatment to maintain a 1-2cm water layer Use a pipette to take a quantitative amount of chemical solution, and perform watering treatments from low dose to high dose according to the experimental design. Each treatment is repeated 4 times; after treatment, it is moved to the greenhouse for routine cultivation, and a 1-2cm water layer is always maintained during the test.
  • the present invention unexpectedly found that the composition is useful for controlling wormwood, milfoil, small fleabane, zoysia, multiflora ryegrass, bromegrass, Japanese wheatgrass, and big-eared wheatgrass.
  • Weeds such as grasshoppers, bermudagrass, wild oats, barnyardgrass, pigweed, amaranth retroflexus, crabgrass and other weeds have surprising and unexpected synergistic effects. This synergistic effect is more pronounced at low doses. Significantly, it can reduce the dosage of pesticides and reduce environmental pollution, and its reasonable compounding reduces agricultural costs. It is highly effective against ALS and ACCase inhibitor-resistant weeds and has good application prospects.

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Abstract

Disclosed are a herbicidal composition containing a fused ring-substituted aromatic compound and the use thereof. The composition comprises a herbicidally effective amount of an active ingredient A and an active ingredient B, wherein the active ingredient A is (aa) or a salt/ester thereof; and the active component B is selected from one or more of the following compounds and a salt/ester thereof: glyphosate, glufosinate ammonium, L-glufosinate ammonium, paraquat, diquat, an ACCase inhibitor, a PPO inhibitor, etc. The composition can effectively control/prevent gramineous weeds, broadleaf weeds, etc., and has the characteristics of extending the herbicidal spectrum, reducing the application amount, being able to produce a synergistic effect, controlling resistant weeds, etc.

Description

一种包含稠环取代的芳香类化合物的除草组合物及其应用Herbicidal composition containing fused ring substituted aromatic compounds and application thereof 技术领域Technical field
本发明属于农药领域，具体涉及一种包含稠环取代的芳香类化合物的除草组合物及其应用。The invention belongs to the field of pesticides, and specifically relates to a herbicidal composition containing a fused ring-substituted aromatic compound and its application.
背景技术Background technique
化学除草是农田杂草防除中最为经济、有效的手段，但长期连续高剂量地使用单一品种或单一作用方式的化学除草剂，容易造成杂草耐药和抗性演化等问题。除草剂化合物的合理复配或混配具有扩大杂草谱、提高防除效果、延缓杂草耐药性和抗药性的发生与发展等优点，是解决上述问题的最为有效的方法之一。如专利CN 113402510 A公开了一种稠环取代的芳香类化合物及其作为除草剂的用途，其通式I所示而生产上仍需开发安全性高、杀草谱广、能够产生增效作用并解决抗性杂草问题的除草组合物品种。Chemical herbicides are the most economical and effective means of controlling weeds in farmland. However, long-term and continuous use of high-dose chemical herbicides of a single variety or mode of action can easily cause problems such as weed resistance and resistance evolution. The rational compounding or mixing of herbicide compounds has the advantages of expanding the weed spectrum, improving the control effect, and delaying the occurrence and development of weed resistance and resistance. It is one of the most effective methods to solve the above problems. For example, patent CN 113402510 A discloses a fused ring substituted aromatic compound and its use as a herbicide, and its general formula I In terms of production, it is still necessary to develop herbicidal combination varieties that are highly safe, have a broad herbicidal spectrum, can produce synergistic effects and solve the problem of resistant weeds.
发明内容Contents of the invention
为解决现有技术中存在的上述问题，本发明提供一种包含稠环取代的芳香类化合物的除草组合物及其应用。该组合物能有效控制/防除禾本科杂草以及阔叶杂草等，具有扩大杀草谱、减少施用量、能够产生增效作用并解决抗性杂草等特点。In order to solve the above-mentioned problems existing in the prior art, the present invention provides a herbicidal composition containing a fused ring-substituted aromatic compound and its application. The composition can effectively control/prevent gramineous weeds and broadleaf weeds, etc., and has the characteristics of expanding the herbicidal spectrum, reducing the application amount, producing synergistic effects and solving resistant weeds.
一种包含稠环取代的芳香类化合物的除草组合物，包括除草有效量的活性成分A和活性成分B，其中，A herbicidal composition containing a fused-ring-substituted aromatic compound, including a herbicidal effective amount of active ingredient A and active ingredient B, wherein,
活性成分A为或其盐/酯；Active ingredient A is or its salt/ester;
活性成分B选自以下化合物及其盐/酯中的一种或多种：Active ingredient B is selected from one or more of the following compounds and their salts/esters:
(1)EPSPS抑制剂：草甘膦(CAS号:1071-83-6)；(1) EPSPS inhibitor: glyphosate (CAS number: 1071-83-6);
(2)GS抑制剂：草铵膦(CAS号:77182-82-2)、精草铵膦(CAS号:35597-44-5)；(2) GS inhibitors: glufosinate ammonium (CAS number: 77182-82-2), glufosinate ammonium (CAS number: 35597-44-5);
(3)PSI抑制剂：百草枯(CAS号:1910-42-5)、敌草快(CAS号:6385-62-2)；(3) PSI inhibitors: paraquat (CAS number: 1910-42-5), diquat (CAS number: 6385-62-2);
(4)ACCase抑制剂：炔草酯(CAS号:105512-06-9)、唑啉草酯(CAS号:243973-20-8)、烯草酮(CAS号:99129-21-2)、烯禾啶(CAS号:74051-80-2)、苯丙草酮精喹禾灵(CAS号:100646-51-3)、高效氟吡甲禾灵(CAS 号:72619-32-0)、精噁唑禾草灵(CAS号:113158-40-0)、氰氟草酯(CAS号:122008-85-9)、环苯草酮(CAS号:139001-49-3)、噁唑酰草胺(CAS号:256412-89-2)；(4) ACCase inhibitors: clodinafop-ethyl (CAS number: 105512-06-9), pinoxaden (CAS number: 243973-20-8), clethodim (CAS number: 99129-21-2), Tributin (CAS number: 74051-80-2), propiotrione Quizalofop (CAS number: 100646-51-3), high-efficiency flumefenofop (CAS No.: 72619-32-0), carboxypropyl-ethyl (CAS No.: 113158-40-0), cyhalofop-ethyl (CAS No.: 122008-85-9), cyclofenac (CAS No.: 139001 -49-3), oxazofen (CAS number: 256412-89-2);
(5)PPO抑制剂：(CAS号:2669111-66-2)、乙氧氟草醚(CAS号:42874-03-3)、噁草酮(CAS号:19666-30-9)、丙炔噁草酮(CAS号:39807-15-3)、甲磺草胺(CAS号:122836-35-5)、双唑草腈(CAS号:158353-15-2)、丙炔氟草胺(CAS号:103361-09-7)、环戊噁草酮(CAS号:110956-75-7)、苯嘧磺草胺(CAS号:372137-35-4)、氟嘧硫草酯(CAS号:1220411-29-9)、苯嘧草唑(CAS号:1949837-17-5)、乙羧氟草醚(CAS号:77501-60-1)、Epyrifenacil(CAS号:353292-31-6)、三氟草嗪(CAS号:1258836-72-4)。(5)PPO inhibitors: (CAS number: 2669111-66-2), oxyfluorfen (CAS number: 42874-03-3), oxadiazon (CAS number: 19666-30-9), oxatrifen propargyl (CAS number: 39807-15-3), sulfentrazone (CAS No.: 122836-35-5), bistrifen (CAS No.: 158353-15-2), flufenacil (CAS No.: 103361-09- 7), cyclopentazone (CAS number: 110956-75-7), saflufenacil (CAS number: 372137-35-4), flumefenacet (CAS number: 1220411-29-9) , Epyrifenacil (CAS number: 1949837-17-5), carboxyfluorfen (CAS number: 77501-60-1), Epyrifenacil (CAS number: 353292-31-6), triflufenacil (CAS No.: 1258836-72-4).
优选地，活性成分A为A1 Preferably, active ingredient A is A1
其中，所述除草组合物中A、B的重量比为1:200～50:1、1:180～30:1、1:160～25:1、1:150～20:1、1:120～18:1、1:100～15:1、1:80～12:1、1:50～10:1、1:40～8:1、1:30～6:1、1:20～5:1、1:15～3:1、1:12～1:1、1:10～1:3或1:8～1:5。Wherein, the weight ratio of A and B in the herbicidal composition is 1:200~50:1, 1:180~30:1, 1:160~25:1, 1:150~20:1, 1:120 ~18:1, 1:100~15:1, 1:80~12:1, 1:50~10:1, 1:40~8:1, 1:30~6:1, 1:20~5 :1, 1:15～3:1, 1:12～1:1, 1:10～1:3 or 1:8～1:5.
所述除草组合物中A、B的质量百分含量占总量的1-95％，优选10-80％。The mass percentage of A and B in the herbicidal composition accounts for 1-95% of the total amount, preferably 10-80%.
所述除草组合物中还包含常规助剂，所述常规助剂包括载体和/或表面活性剂。The herbicidal composition also contains conventional auxiliaries, which include carriers and/or surfactants.
本文中的术语“载体”表示一种有机或无机、天然或合成的物质。它们有助于活性成分的施用，该载体一般是惰性的且必须是农业上可接受的，特别是被处理的植物所接受。载体可以是固体的，如陶土、天然或合成的硅酸盐、二氧化硅、树脂、蜡、固体肥料等；或者液体的，如水、醇类、酮类、石油馏分、芳烃或蜡烃、氯代烃、液化气等。The term "carrier" as used herein means 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 to the plants to be treated. The carrier can be solid, such as clay, natural or synthetic silicates, silica, resin, wax, solid fertilizer, etc.; or liquid, such as water, alcohols, ketones, petroleum distillates, aromatic or waxy hydrocarbons, chlorine Hydrocarbons, liquefied gas, etc.
表面活性剂可包括乳化剂、分散剂或润湿剂，它可以是离子型或非离子型的。可提及的实例是聚丙烯酸的盐、木质素磺酸盐、苯酚磺酸或萘磺酸的盐、环氧乙烷与脂肪族醇或与脂族酸或与脂肪族胺与取代苯酚(特别是烷基苯酚或芳基苯酚)的聚合物、磺基琥珀酸盐、牛磺酸衍生物(特别是牛磺酸烷脂)及醇的磷酸酯或多羟乙基化的苯酚的磷酸酯、烷基磺酸盐、烷基芳基磺酸盐、烷基硫酸盐、月桂基醚硫酸盐、脂肪醇硫酸盐，以及硫酸化十六-、十七-和十八烷醇以及硫酸化脂肪醇乙二醇醚，此外还有萘或萘磺酸与苯酚和甲醛的缩合物、聚氧乙烯辛基苯基醚、乙氧基化异辛基酚、辛基酚或壬基酚、烷基苯基聚乙二醇醚、三丁基苯基聚乙二醇醚、三硬脂基苯基聚乙二醇醚、烷基芳基聚醚醇、醇和脂肪醇/氧化乙烯缩合物、乙氧基化蓖麻油、聚氧乙烯烷基醚、乙氧基化聚氧丙烯、月桂醇聚乙二醇醚缩醛、山梨醇酯、木素亚硫酸盐废液，以及蛋白质、变性蛋白、多糖(例如甲基纤维素)、疏水改性淀粉、聚乙烯 醇、聚羧酸盐、聚烷氧基化物、聚乙烯胺、聚乙烯吡咯烷酮及其共聚物。至少需要一种表面活性剂存在，以有利于活性成分在水中的分散并有利于使它们能正确地施用于植物。Surfactants may include emulsifiers, dispersants, or wetting agents, and may be ionic or nonionic. Examples that may be mentioned are salts of polyacrylic acid, lignosulfonates, phenolsulfonic acid or naphthalenesulfonic acid, ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines with substituted phenols (in particular It is a polymer of alkylphenol or arylphenol), sulfosuccinate, taurine derivatives (especially taurine alkyl esters) and phosphate esters of alcohols or polyhydroxyethylated phenols, Alkyl sulfonates, alkylaryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated cetade-, heptadecano- and stearyl alcohols and sulfated fatty alcohols Glycol ethers, in addition to naphthalene or naphthalene sulfonic acid condensates with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol or nonylphenol, alkylbenzenes polyglycol ether, tributylphenyl polyglycol ether, tristearylphenyl polyglycol ether, alkylaryl polyether alcohol, alcohol and fatty alcohol/ethylene oxide condensate, ethoxy Castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl glycol ether acetal, sorbitol esters, lignin sulfite waste liquid, as well as proteins, denatured proteins, polysaccharides (e.g. Methyl cellulose), hydrophobic modified starch, polyethylene Alcohols, polycarboxylates, polyalkoxylates, polyvinylamines, polyvinylpyrrolidone and their copolymers. At least one surfactant needs to be present to facilitate the dispersion of the active ingredients in the water and to facilitate their correct application to the plants.
上述组合物也可含有各种其他的组分，如保护胶体、粘合剂、增稠剂、触变剂、渗透剂、稳定剂、螯合剂、染料、着色剂和聚合物。The above compositions may also contain various other ingredients such as protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants and polymers.
另外，本发明的组合物可以与以下活性物质混合，例如《世界农药新品种技术大全》，中国农业科学技术出版社，2010.9和这里引用的文献中的已知物质。例如以下提到的除草剂活性物质，(备注:化合物的名称，或者为根据国际标准化组织(ISO)的普通名称，或者为化学名称，适当的时候有代号):乙草胺、丁草胺、甲草胺、异丙草胺、异丙甲草胺、精异丙甲草胺、丙草胺、毒草胺、克草胺、萘丙酰草胺、R-左旋萘丙酰草胺、敌稗、苯噻酰草胺、双苯酰草胺、吡氟酰草胺、杀草胺、氟丁酰草胺、溴丁酰草胺、二甲噻草胺、高效二甲噻草胺、乙氧苯草胺、氟噻草胺、甲氧噻草胺、吡草胺、异恶草胺、高效麦草伏甲酯、高效麦草伏丙酯、二丙烯草胺、烯草胺、丁酰草胺、环丙草胺、氟磺酰草胺、庚酰草胺、异丁草胺、丙炔草胺、特丁草胺、二甲苯草胺、二甲草胺、落草胺、三甲环草胺、氯甲酰草胺、炔苯酰草胺、戊酰苯草胺、卡草胺、新燕灵、三环赛草胺、丁烯草胺、牧草胺、苄草胺、醌萍胺、苯氟磺胺、萘丙胺、乙酰甲草胺、萘草胺、噻草胺、吡氰草胺、苯草多克死、草克乐、氯酞亚胺、丁脒胺、氟吡草胺、莠去津、西玛津、扑草净、氰草净、西草净、莠灭净、扑灭津、异丙净、氟草净、特丁净、特丁津、三嗪氟草胺、环丙津、甘扑津、草达津、扑灭通、西玛通、叠氮净、敌草净、异戊乙净、环丙青津、灭莠津、另丁津、仲丁通、特丁通、甲氧丙净、氰草净、抑草津、可乐津、莠去通、灭草通、甘草津、三聚氰酸、Indaziflam、氯磺隆、甲磺隆、苄嘧磺隆、氯嘧黄隆、苯磺隆、噻磺隆、吡嘧黄隆、甲基二磺隆、甲基碘磺隆钠盐、甲酰氨基嘧磺隆、醚磺隆、醚苯磺隆、甲嘧磺隆、烟嘧磺隆、胺苯磺隆、酰嘧磺隆、乙氧嘧磺隆、环丙嘧磺隆、砜嘧磺隆、四唑嘧磺隆、啶嘧黄隆、单嘧磺隆、单嘧磺酯、氟唑磺隆、氟啶嘧磺隆、氟吡嘧磺隆、环氧嘧磺隆、唑吡嘧磺隆、氟嘧磺隆、丙苯磺隆、三氟丙磺隆、磺酰磺隆、三氟啶磺隆、氟胺磺隆、三氟甲磺隆、甲磺隆钠盐、氟吡磺隆、甲硫嘧磺隆、嘧苯胺磺隆、Propyrisulfuron(丙嗪嘧磺隆)、嗪吡嘧磺隆、三氟羧草醚、氟磺胺草醚、乳氟禾草灵、乙羧氟草醚、乙氧氟草醚、草枯醚、苯草醚、氯氟草醚乙酯、甲羧除草醚、三氟甲草醚、甲氧除草醚、三氟硝草醚、氟化除草醚、氟呋草醚、除草醚、甲草醚、二甲草醚、氟酯肟草醚、氟草醚酯、Halosafen、绿麦隆、异丙隆、利谷隆、敌草隆、莎扑隆、氟草隆、苯噻隆、甲基苯噻隆、苄草隆、磺噻隆、异恶隆、特丁噻草隆、炔草隆、氯溴隆、甲基杀草隆、酰草隆、甲氧杀草隆、溴谷隆、甲氧隆、绿谷隆、灭草隆、环草隆、非草隆、氟硫隆、草不隆、枯草隆、草完隆、异草完隆、环莠隆、噻氟隆、丁噻隆、枯莠隆、对氟隆、甲胺噻唑隆、隆草特、三甲异脲、恶唑隆、Monisouron、Anisuron、Methiuron、Chloreturon、四氟隆、甜菜宁、甜菜宁-乙酯、甜菜安、磺草灵、特草灵、燕麦灵、苯胺灵、氯苯胺灵、二氯苄草酯、灭草灵、氯炔灵、Carboxazole、Chlorprocarb、Fenasulam、BCPC、CPPC、Carbasulam、丁草特、禾草丹、灭草猛、禾草特、野麦畏、哌草丹、禾草畏、稗草丹、环草敌、燕麦敌、菌达灭、乙硫草特、坪草丹、克草猛、苄草丹、仲草丹、硫烯草丹、草灭散、Isopolinate、Methiobencarb、2,4-D 异辛酯丁酯、2甲4氯钠、2,4-D异辛酯异辛酯、2甲4氯异辛酯、2,4-D异辛酯钠盐、2,4-D异辛酯二甲胺盐、2甲4氯乙硫酯、2甲4氯、2,4-D异辛酯丙酸、高2,4-D异辛酯丙酸盐、2,4-D异辛酯丁酸、2甲4氯丙酸、2甲4氯丙酸盐、2甲4氯丁酸、2,4,5-涕、2,4,5-涕丙酸、2,4,5-涕丁酸、2甲4氯胺盐、麦草畏、抑草蓬、伐草克、赛松、三氯苯酸、氨二氯苯酸、甲氧三氯苯酸、禾草灵、吡氟禾草灵、精吡氟禾草灵、氟吡甲禾灵、高效吡氟氯禾灵、喹禾灵、精喹禾灵、恶唑禾草灵、精恶唑禾草灵、喔草酯、氰氟草酯、恶唑酰草胺、炔草酯、噻唑禾草灵、炔禾灵、羟戊禾灵、三氟禾草肟、异恶草醚、百草枯、敌草快、安磺灵、乙丁烯氟灵、异丙乐灵、甲磺乐灵、环丙氟灵、氨基丙氟灵、乙丁氟灵、氯乙氟灵、氨基乙氟灵、地乐灵、氯乙地乐灵、Methalpropalin、丙硝酚、草甘膦、莎稗膦、草铵膦、甲基胺草磷、草硫膦、哌草膦、双丙氨膦、地散磷、抑草磷、蔓草磷、伐垅磷、双甲胺草磷、草特磷、咪唑烟酸、咪唑乙烟酸、咪唑喹啉酸、甲氧咪草烟、甲氧咪草烟铵盐、甲咪唑烟酸、咪草酯、氯氟吡氧乙酸、氯氟吡氧乙酸异辛酯、二氯吡啶酸、氨氯吡啶酸、三氯吡氧乙酸、氟硫草定、卤草定、三氯吡啶酚、噻草啶、氟啶草酮、氯氨吡啶酸、氟吡草腙、三氯吡氧乙酸丁氧基乙酯、Cliodinate、稀禾啶、烯草酮、噻草酮、禾草灭、环苯草酮、丁苯草酮、肟草酮、吡喃草酮、Buthidazole、嗪草酮、环嗪酮、苯嗪草酮、乙嗪草酮、Ametridione、Amibuzin、溴苯腈、辛酰溴苯腈、辛酰碘苯腈、碘苯腈、敌草腈、二苯乙腈、双唑草腈、羟敌草腈、Iodobonil、唑嘧磺草胺、双氟磺草胺、五氟磺草胺、磺草唑胺、氯酯磺草胺、双氯磺草胺、啶磺草胺、氟草黄、双草醚、嘧啶肟草醚、环酯草醚、嘧草醚、嘧硫草醚、双环磺草酮、硝磺草酮、磺草酮、Tembotrione、Tefuryltrione、Bicyclopyrone、Ketodpiradox、异恶唑草酮、异恶氯草酮、Fenoxasulfone、Methiozolin、异丙吡草酯、吡草醚、吡唑特、野燕枯、苄草唑、吡草酮、吡氯草胺、Pyrasulfotole、苯唑草酮、Pyroxasulfone、唑草胺、氟胺草唑、杀草强、氨唑草酮、唑啶草酮、氟唑草酮、甲磺草胺、Bencarbazone、双苯嘧草酮、氟丙嘧草酯、除草定、异草定、环草啶、特草定、Flupropacil、吲哚酮草酯、氟烯草酸、丙炔氟草胺、炔草胺、酞苄醚、Flumezin、五氯酚(钠)、地乐酚、特乐酚、特乐酯、戊硝酚、二硝酚、氯硝酚、地乐施、地乐特、丙炔恶草酮、恶草酮、环戊恶草酮、氟唑草胺、嗪草酸甲酯、四唑酰草胺、氟哒嗪草酯、杀草敏、溴莠敏、二甲达草伏、哒草醚、草哒酮、草哒松、哒草伏、Pyridafol、二氯喹啉酸、氯甲喹啉酸、苯达松、哒草特、恶嗪草酮、草除灵、异恶草酮、环庚草醚、异丙酯草醚、丙酯草醚、茚草酮、氯酸钠、茅草枯、三氯醋酸、一氯醋酸、六氯丙酮、四氟丙酸、牧草快、溴酚肟、三唑磺、灭杀唑、呋草酮、呋草磺、乙呋草磺、嘧草胺、氯酞酸、氟咯草酮、稗草稀、丙烯醛、苯草灭、灭草环、燕麦酯、噻二唑草胺、棉胺宁、羟草酮、甲氧苯酮、苯嘧磺草胺、氯酰草膦、三氯丙酸、Alorac、Diethamquat、Etnipromid、Iprymidam、Ipfencarbazone、Thiencarbazone-methyl、Pyrimisulfan、Chlorflurazole、Tripropindan、Sulglycapin、甲硫磺乐灵、Cambendichlor、环丙嘧啶酸、硫氰苯胺、解草酮、解草啶、解草安、解草唑、解草喹、解草腈、解草烷、解草胺腈、解草烯、吡唑解草酯、呋喃解草唑、肟草安、双苯噁唑酸、二氯丙烯胺、氟氯吡啶酯、DOW氯氟吡啶酯、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和KIH-2023。In addition, the composition of the present invention can be mixed with the following active substances, such as known substances in "The World's New Pesticide Variety Technology Encyclopedia", China Agricultural Science and Technology Press, 2010.9 and the literature cited here. For example, the herbicide active substances mentioned below, (note: the name of the compound is either a common name according to the International Organization for Standardization (ISO), or a chemical name, with a code name when appropriate): acetochlor, butachlor, Alachlor, metolachlor, metolachlor, refined metolachlor, pretilachlor, picochlor, gramchlor, naprofen, R-naprofen, propanil , benzofenacet, difenacet, difenacet, flufenacet, flufenacet, brombutyfen, dimethiofen, high-efficiency dimethiofen, ethoxy Bentochlor, flufenacet, mefenacet, metachlor, clomazone, high-efficiency wheatgrass methyl ester, high-efficiency wheatgrass propyl ester, dimethochlor, methiochlor, butyrochlor, Cyprochlor, flumechlor, enanthiochlor, isobutachlor, propargylchlor, terbutachlor, dimethochlor, dimethochlor, norlochlor, trimethylcyclochlor, chlorine Formachlor, benzofenamide, valeriofenacetamine, carbochloride, Xinyanling, tricyclosacamide, butenechlor, formachlor, benzylchlor, quinoxamine, benzofenamide , naphthylamine, acetochlor, naphthochlor, fenacetamide, pendifenacetamide, benzodiazepine, chlorphenamide, chlorphthalimide, butymidamide, flupyrachlor, atrazine, Simazine, Prometrazine, Cyclofenac, Cyclozolin, Atrazine, Promethazine, Isopropazine, Fluroxypyr, Terbutin, Terbutyzine, Triflufenac, Ciprozine, Glycyrrhizin Promethazine, CaoDaZin, Dimethonium, Simatone, Azide, Ditrifen, Isopentadine, Ciprofen, Atrazine, Butanzine, Zhongdingtong, Terbutanol, Methoxypropyl Jing, cyanuric acid, chlorpyrazine, clonidine, atraton, benzene, licorice, cyanuric acid, Indaziflam, chlorsulfuron-methyl, metsulfuron-methyl, bensulfuron-methyl, chlorsulfuron-methyl, benzoate Cisulfuron-methyl, thiansulfuron-methyl, pyrazosulfuron-methyl, methyldisulfuron-methyl, methyliodosulfuron-methyl sodium salt, pyrimosulfuron-methyl, ethosulfuron-methyl, ethosulfuron-methyl, methylsulfuron-methyl, nicosulfuron-methyl , ethosulfuron-methyl, ethosulfuron-methyl, ethosulfuron-methyl, cyprosulfuron-methyl, ethosulfuron-methyl, ethosulfuron-methyl, ethosulfuron-methyl, ethosulfuron-methyl, ethosulfuron-methyl, ethosulfuron-methyl, ethosulfuron-methyl Azosulfuron, fluorosulfuron-methyl, fluosulfuron-methyl, epoxysulfuron-methyl, ethosulfuron-methyl, fluorosulfuron-methyl, propylsulfuron-methyl, trifluorosulfuron-methyl, sulfosulfuron-methyl, Fluoxosulfuron, flumethosulfuron, trifluoromethanesulfuron, metsulfuron sodium salt, flubisulfuron-methyl, thiosulfuron-methyl, pyrimisulfuron-methyl, Propyrisulfuron (propyrisulfuron), pyrimidine Sulfonuron-methyl, acifluorfen, fomesafen, lactofluorfen, carboxyfluorfen, oxyfluorfen, chlorfenac, afeniofen, chlorfluorfen ethyl, methylcarboxylic herbicide Ether, methylfenacet, methoxyfen, trifluorfen, flufenfen, flufenfen, flufenfen, methylfenfen, dimethylfenfen, flufenacefen, flufenfen Ester, Halosafen, Chloroturon, Isoproturon, Liguron, Diuron, Sapuron, Flururon, Benthiuron, Methylbenthiuron, Benthiofuron, Sulfothiaron, Isoxauron, Terbuthiofuron, clontrifuron, chlorbrofuron, methylethiofuron, ethiotrifuron, methoxyethonuron, bromoduron, methoxyturon, lutrifuron, benzofuron, cyclopropuron, Fetrifuron, fluthulon, fluthiuron, subtilon, fluthiuron, cyclothiofuron, cyclothiofuron, thiflufuron, trithiofuron, trifluthuron, p-fluthuron, methiazofuron, fenthiofuron , trimethylisourea, oxazolon, Monisouron, Anisuron, Methiuron, Chloreturon, tetrafluoron, betaine, betaine-ethyl ester, betaine, sulphuren, tetrasoline, oat spirit, aniline, chloraniline , beclofenac, clofenac, chloracetyl, Carboxazole, Chlorprocarb, Fenasulam, BCPC, CPPC, Carbasulam, butachlor, clofenac, clofenac, carboxypyr, dicamba, piperafen, Gramine, Trichosanthes, Encyclopedia, Oatmeta, Bacteria, Ethiocarbide, Pingcaodan, Kecaomeng, Benthylpyridin, Zhongcaopan, Sulfenylpyridin, Isopolinate ,Methiobencarb,2,4-D Butyl isooctyl ester, sodium 2-methyl-4 chloride, 2,4-D isooctyl isooctyl ester, isooctyl 2-methyl-4 chloride, 2,4-D isooctyl sodium salt, 2,4-D isooctyl ester Ester dimethylamine salt, 2methyl 4 chloroethyl thioester, 2 methyl 4 chloride, 2,4-D isooctyl propionate, high 2,4-D isooctyl propionate, 2,4-D isooctyl propionate Ester butyric acid, 2-methyl-4-chloropropionic acid, 2-methyl-4-chloropropionate, 2-methyl-4-chlorobutyric acid, 2,4,5-tetrahydrofuran, 2,4,5-tetrahydrofuranic acid, 2,4,5- Tetrabutyric acid, 2-methyl-4-chloramine salt, dicamba, fentanyl, fenacetate, saison, trichlorobenzoic acid, ammoniadichlorobenzoic acid, methoxytrichlorobenzoic acid, clofenacetate, pyridoxyfop Cao Ling, flufenacet, flufenacet, flufenacet, triflufenofop, triflufenofop, triflufenofop, triflufenofop, triflufenofop, trimethofop, cyanide Flufenacet, clofenacet, clodinafop-ethyl, thiazofenprop-ethyl, acetylenofop-ethyl, afenofop-ethyl, trifluoropop-oxime, clomafen, paraquat, diquat, oryzalin, Ethylbutylin, isopropalin, mesulfalin, cycloproflunine, aminopropalin, etyflufluorin, chlorethylfluorine, aminoethylfluine, dilualin, dilualin chloride , Methalpropalin, propanophenol, glyphosate, serafosate, glufosinate, methylaminophosphonate, glufosinate, piperifosinate, bialaphos, disinphosate, glufosinate, glufosinate, fenfosate Phosphosate, fenacetate, phosphate, imidazolin, imazapyr, imazapyr, imazethapyr, imazethapyr ammonium salt, imazapyr, imazapyr Oxyacetic acid, isooctyl cloflupyroxyacetate, clopyralid, clopyridin, clopyridin, difluthiopyr, halopyrazole, clopyridin, clopyridin, flupyridin , Ampicillin, Flufenpyrazone, Butoxyethyl Triclopyroxyacetate, Cliodinate, Setrethidin, Clethodim, Clofenacet, Triclofen, Cyclopyrazole, Butoxyethyl, Oximetrione, Mesotrione, Buthidazole, Mesotrione, Mesotrione, Ametridione, Amibuzin, Bromoxynil, Octanoyl bromoxynil, Octanoyl iodobenzonitrile, Iodine Benzonitrile, dipropenil, diphenyl acetonitrile, bifenthronil, oxydichlortrile, Iodobonil, saflufenacil, difluoresulfen, penoxsulam, sulfentrazone, chlorfenfentrile Amine, diclosulam, afenacetate, flufenacetate, bifenpyr, pyrimidine, pyrimidine, pyrimidine, pyrimidine, pyrimidine, mesotrione, Sonotrione, Tembotrione, Tefuryltrione, Bicyclopyrone, Ketodpiradox, Isoxatrione, Isoxatrione, Fenoxasulfone, Methiozolin, Isoprofen, Bicyclopyrone, Pyrazote, Bicyclopyrone, Bicyclopyrone, Metatrisulfone, metaclofenac, Pyrasulfotole, pyraclofen, Pyroxasulfone, pyraclofen, flufenacet, fenacetate, acetazone, pyraclopyrazole, fenfenethrazone, sulfentrazone , Bencarbazone, Bencarbazone, Bencarbazone, Flufenacil, Isopyrazole, Cyclofenac, Tetrifen, Flupropacil, Indofenacet, Flufenacil, Flufenacil, Propargyl Amine, phthalobenzyl ether, Flumezin, pentachlorophenol (sodium), diphenol, tylophenol, teloxate, pentanophenol, dinitrophenol, clonopol, Dioxin, Dilotol, propargyl oxalate Triacetate, oxadiazon, cyclopentazone, trifenacet, methyl tetrafenacetate, tetrafenacet, flupyridazine, benzopyrazole, brofenthazine, dimethazofen, chloride Pyridafol, pyridazine, pyridafol, pyridafol, pyridafol, quinclorac, quinclorac, bentazone, pyridoxate, oxatrione, pyridoxazole, clomazone, Heptaphen, isopropyl fenethyl, propyl fenethyl, inhydrin, sodium chlorate, trichloroacetic acid, monochloroacetic acid, hexachloroacetone, tetrafluoropropionic acid, grass fast, bromophenoxime , triazolesulfonate, mefenazole, furosemazole, furosemazole, ethosulfonate, pyrimidine, chlorophthalic acid, flurrozofen, barnyard grass diner, acrolein, benzodiazepine, mefenacetate, Oat esters, Dimethobutazone, Medicin, Hydroxytrione, Methoxybenzone, Saflufenacil, Triclofenac, Alorac, Diethamquat, Etnipromid, Iprymidam, Ipfencarbazone, Thiencarbazone- Methyl, Pyrimisulfan, Chlorflurazole, Tripropindan, Sulglycapin, Sulglycapin, Cambendichlor, Cyclopyridine, Chlorflurazole, Tripropin, Chlorflurazole, Chlorflurazole, Tripropindan, Chlorflurazole, Chlorflurazole, Tripropindichlor, Triclofen, triclofenac, triclofenac, triclofenacil, pyridoxazole, pyridoxazole, pyridoxazole, dichlorpyridine, 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.
所述除草组合物进一步包括至少一种安全剂，其选自：The herbicidal composition further includes at least one safener selected from:
a)二氯苯基吡唑啉-3-羧酸(S1)类化合物，优选的化合物为例如1-(2,4-二氯苯基)-5-(乙氧基羰基)-5-甲基-2-吡唑啉-3-羧酸乙酯(S1-1，吡唑解草酯(mefenpyr-diethyl)，PM，第594-595页)，以及记载于例如WO91/07874和PM(第594-595页)中的相关化合物。a) Dichlorophenylpyrazoline-3-carboxylic acid (S1) compounds, preferred compounds are, for example, 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl Ethyl-2-pyrazoline-3-carboxylate (S1-1, mefenpyr-diethyl, PM, pp. 594-595), and described for example in WO91/07874 and PM (pp. Related compounds in pages 594-595).
b)二氯苯基吡唑羧酸衍生物，优选的化合物为例如1-(2,4-二氯苯基)-5-甲基吡唑-3-羧酸乙酯(S1-2)、1-(2,4-二氯苯基)-5-异丙基吡唑-3-羧酸乙酯(S1-3)、1-(2,4-二氯苯基)-5-(1,1-二甲基-乙基)吡唑-3-羧酸乙酯(S1-4)、1-(2,4-二氯苯基)-5-苯基吡唑-3-羧酸乙酯(S1-5)，以及记载于EP-A-333131和EP-A-269806中的相关化合物。b) Dichlorophenylpyrazole carboxylic acid derivatives, preferred compounds are, for example, 1-(2,4-dichlorophenyl)-5-methylpyrazole-3-carboxylic acid ethyl ester (S1-2), 1-(2,4-Dichlorophenyl)-5-isopropylpyrazole-3-carboxylic acid ethyl ester (S1-3), 1-(2,4-dichlorophenyl)-5-(1 ,1-Dimethyl-ethyl)pyrazole-3-carboxylic acid ethyl ester (S1-4), 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylic acid ethyl ester ester (S1-5), and related compounds described in EP-A-333131 and EP-A-269806.
c)三唑羧酸(S1)类化合物，优选的化合物为例如解草唑(fenchlorazole)，即1-(2,4-二氯苯基)-5-三氯甲基-(1H)-1,2,4-三唑-3-羧酸乙酯(S1-6)及相关化合物(参见EP-A-174562和EP-A-346620)。c) Triazole carboxylic acid (S1) compounds, the preferred compound is, for example, fenchlorazole, that is, 1-(2,4-dichlorophenyl)-5-trichloromethyl-(1H)-1 , 2,4-triazole-3-carboxylic acid ethyl ester (S1-6) and related compounds (see EP-A-174562 and EP-A-346620).
d)5-苄基-或5-苯基-2-异噁唑啉-3-羧酸类或5,5-二苯基-2-异噁唑啉-3-羧酸类化合物，优选的化合物为例如5-(2,4-二氯苄基)-2-异噁唑啉-3-羧酸乙酯(S1-7)或5-苯基-2-异噁唑啉-3-羧酸乙酯(S1-8)及记载于WO91/08202中的相关化合物，或记载于专利申请(WO-A-95/07897)中的5,5-二苯基-2-异噁唑啉-3-羧酸乙酯(S1-9，双苯噁唑酸(isoxadifen-ethyl))或5,5-二苯基-2-异噁唑啉-3-羧酸正丙酯(S1-10)或5-(4-氟苯基)-5-苯基-2-异噁唑啉-3-羧酸乙酯(S1-11)。d) 5-benzyl- or 5-phenyl-2-isoxazoline-3-carboxylic acid or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid compounds, preferred Compounds such as ethyl 5-(2,4-dichlorobenzyl)-2-isoxazoline-3-carboxylate (S1-7) or 5-phenyl-2-isoxazoline-3-carboxylate Acid ethyl ester (S1-8) and related compounds described in WO91/08202, or 5,5-diphenyl-2-isoxazoline- described in patent application (WO-A-95/07897) 3-Carboxylic acid ethyl ester (S1-9, isoxadifen-ethyl) or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid n-propyl ester (S1-10) Or ethyl 5-(4-fluorophenyl)-5-phenyl-2-isoxazoline-3-carboxylate (S1-11).
e)8-喹啉氧基乙酸(S2)类化合物，优选1-甲基己-1-基(5-氯-8-喹啉氧基)乙酸酯(S2-1，解毒喹(cloquintocet-mexyl)，如PM(第195-196页)，(1,3-二甲基丁-1-基)(5-氯-8-喹啉氧基)乙酸酯(S2-2)，4-烯丙基氧基丁基(5-氯-8-喹啉氧基)乙酸酯(S2-3)，1-烯丙基氧基丙-2-基(5-氯-8-喹啉氧基)乙酸酯(S2-4)，(5-氯-8-喹啉氧基)乙酸乙酯(S2-5)，(5-氯-8-喹啉氧基)乙酸甲酯(S2-6)，(5-氯-8-喹啉氧基)乙酸烯丙酯(S2-7)，2-(2-亚丙基亚氨基氧基)-1-乙基(5-氯-8-喹啉氧基)乙酸酯(S2-8)，2-氧代丙-1-基(5-氯-8-喹啉氧基)乙酸酯(S2-9)，以及记载于EP-A-86750、EP-A-94349和EP-A-191736或EP-A-0492366中的相关化合物。e) 8-quinolyloxyacetic acid (S2) compounds, preferably 1-methylhex-1-yl (5-chloro-8-quinolyloxy)acetate (S2-1, cloquintocet- mexyl), such as PM (pages 195-196), (1,3-dimethylbut-1-yl)(5-chloro-8-quinolinyloxy)acetate (S2-2), 4- Allyloxybutyl (5-chloro-8-quinolyloxy) acetate (S2-3), 1-allyloxyprop-2-yl (5-chloro-8-quinolyloxy) ethyl) acetate (S2-4), (5-chloro-8-quinolyloxy) ethyl acetate (S2-5), (5-chloro-8-quinolyloxy) methyl acetate (S2- 6), (5-chloro-8-quinolinyloxy)allyl acetate (S2-7), 2-(2-propyleneiminooxy)-1-ethyl (5-chloro-8- Quinolyloxy)acetate (S2-8), 2-oxoprop-1-yl (5-chloro-8-quinolyloxy)acetate (S2-9), and those described in EP-A -86750, EP-A-94349 and related compounds in EP-A-191736 or EP-A-0492366.
f)(5-氯-8-喹啉氧基)丙二酸类化合物，优选的化合物为例如(5-氯-8-喹啉氧基)丙二酸二乙酯、(5-氯-8-喹啉氧基)丙二酸二烯丙酯、(5-氯-8-喹啉氧基)-丙二酸甲基乙酯和记载于EP-A-0582198中的相关化合物。f) (5-chloro-8-quinolyloxy)malonic acid compounds, preferred compounds are, for example, (5-chloro-8-quinolyloxy)malonate diethyl ester, (5-chloro-8-quinolyloxy)malonate Diallyl -quinolyloxy)malonate, (5-chloro-8-quinolyloxy)-malonate methylethyl ester and related compounds described in EP-A-0582198.
g)苯氧基乙酸、苯氧基丙酸或芳族羧酸类活性化合物，例如2,4-二氯苯氧基乙酸(和酯)(2,4-D)、4-氯-2-甲基苯氧基丙酸酯(2-甲-4-氯丙酸(mecoprop))、MCPA或3,6-二氯-2-甲氧基苯甲酸(和酯)(麦草畏(dicamba))。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) .
h)嘧啶类活性化合物，例如“解草啶(fenclorim)”(PM，第386-387页)(＝4,6-二氯-2-苯基嘧啶)，h) Pyrimidine active compounds, such as "fenclorim" (PM, pp. 386-387) (=4,6-dichloro-2-phenylpyrimidine),
i)二氯乙酰胺类活性化合物，其常用作苗前安全剂(作用于土壤的安全剂)，例如“二氯丙烯胺(dichloromid)”(PM，第270-271页)(＝N,N-二烯丙基-2,2-二氯乙酰胺)，“AR-29148”(＝3-二氯乙酰基-2,2,5-三甲基-1,3-噁唑烷酮，购自Stauffer)，“解草嗪(benoxacor)”(PM，第74-75页)(＝4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪)，“APPG-1292”(＝N-烯丙基-N[(1,3-二 氧戊环-2-基)-甲基]二氯乙酰胺，购自PPG Industries)，“ADK-24”(＝N-烯丙基-N-[(烯丙基氨基羰基)-甲基]-二氯乙酰胺，购自Sagro-Chem)，“AAD-67”或“AMON4660”(＝3-二氯乙酰基-1-氧杂-3-氮杂-螺[4,5]癸烷，购自Nitrokemia或Monsanto)，“diclonon”或“ABAS145138”或“ALAB145138”(＝(＝3-二氯乙酰基-2,5,5-三甲基-1,3-二氮杂双环[4.3.0]壬烷，购自BASF)，和“furilazol”或“AMON13900”(参见PM，482-483)(＝(RS)-3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基噁唑烷酮)，i) Dichloroacetamide active compounds, which are commonly used as pre-emergence safeners (safeners that act on soil), such as "dichloropropylamine (dichloromid)" (PM, pp. 270-271) (=N,N -Diallyl-2,2-dichloroacetamide), "AR-29148" (=3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidinone, purchased from From Stauffer), "benoxacor" (PM, pp. 74-75) (=4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzo oxazine), "APPG-1292" (=N-allyl-N[(1,3-di Oxopentan-2-yl)-methyl]dichloroacetamide, available from PPG Industries, "ADK-24" (=N-allyl-N-[(allylaminocarbonyl)-methyl] -Dichloroacetamide, available 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, available from BASF), and "furilazol" or "AMON 13900" (see PM, 482-483) (=(RS)-3-dichloroacetyl-5-(2-furyl)-2, 2-dimethyloxazolidinone),
j)二氯丙酮衍生物类活性化合物，例如，“AMG191”(CAS登记号96420-72-3)(＝2-二氯甲基-2-甲基-1,3-二氧戊环，购自Nitrokemia)，j) Dichloroacetone derivatives active compounds, for example, "AMG191" (CAS registration number 96420-72-3) (=2-dichloromethyl-2-methyl-1,3-dioxolane, purchased from Since Nitrokemia),
k)氧基亚氨基化合物类活性化合物，其被称为拌种材料，例如，“解草腈(oxabetrinil)”(PM，第689页)(＝(Z)-1,3-二氧戊环-2-基甲氧基亚氨基(苯基)乙腈)，其在拌种中称为安全剂，以防止异丙甲草胺(metolachlor)的损害，“氟草肟(fluxofenim)”(PM，第467-468页)(＝1-(4-氯苯基)-2,2,2-三氟-1-乙酮O-(1,3-二氧戊环-2-基甲基)-肟，其在拌种中称为安全剂，以防止异丙甲草胺(metolachlor)的损害，和“解草胺腈(cyometrinil)”或“A-CGA-43089”(PM，第983页)(＝(Z)-氰基甲氧基亚氨基(苯基)乙腈)，其在拌种中称为安全剂，以防止异丙甲草胺(metolachlor)的损害，k) Active compounds of the oxyimino compound type, which are called seed dressing materials, for example, "oxabetrinil" (PM, page 689) (=(Z)-1,3-dioxolane -2-ylmethoxyimino(phenyl)acetonitrile), which is called a safener in seed dressing to prevent damage from metolachlor, "fluxofenim" (PM, Pages 467-468)(=1-(4-chlorophenyl)-2,2,2-trifluoro-1-ethanone O-(1,3-dioxolane-2-ylmethyl)- oxime, which is called a safener in seed dressing to prevent damage from metolachlor, and “cyometrinil” or “A-CGA-43089” (PM, page 983) (=(Z)-cyanomethoxyimino(phenyl)acetonitrile), which is called a safener in seed dressing to prevent damage from metolachlor,
l)噻唑羧酸酯类活性化合物，其被称为拌种材料，例如“解草安(flurazol)”(PM，第450-451页)(＝2-氯-4-三氟甲基-1,3-噻唑-5-羧酸苄酯)，其在拌种中被称为安全剂，以防止甲草胺(alachlor)和异丙甲草胺的损害，l) Thiazole carboxylate active compounds, which are known as seed dressing materials, such as "flurazol" (PM, pp. 450-451) (=2-chloro-4-trifluoromethyl-1 , 3-thiazole-5-carboxylic acid benzyl ester), which is known as a safener in seed dressing to prevent damage from alachlor and metolachlor,
m)萘二羧酸衍生物类活性化合物，其被称为拌种剂，例如“萘二甲酸酐”(PM，第1009-1010页)(＝1,8-萘二甲酸酐)，其在玉米拌种中称为安全剂，以防止硫代氨基甲酸酯除草剂的损害，m) Active compounds of naphthalene dicarboxylic acid derivatives, which are called seed dressing agents, such as "naphthalic anhydride" (PM, pp. 1009-1010) (=1,8-naphthalic anhydride), which are Safeners are used in corn seed dressings to prevent damage from thiocarbamate herbicides,
n)色满乙酸(chromaneaceticacid)衍生物类活性化合物，例如，“ACL304415”(CAS登记号31541-57-8)(＝2-84-羧基色满-4-基)乙酸，购自AmericanCyanamid)，n) Chromaneacetic acid derivatives active compounds, for example, "ACL304415" (CAS registration number 31541-57-8) (=2-84-carboxychroman-4-yl)acetic acid, purchased from American Cyanamid),
o)除了对有害植物具有除草作用外还对植物具有安全剂作用的活性化合物，例如，“哌草丹(dimepiperate)”或“AMY-93”(PM，第302-303页)(＝S-1-甲基-1-苯基乙基哌啶-1-硫代羧酸酯)，“杀草隆(daimuron)”或“ASK23”(PM，第247页)(＝1-(1-甲基-1-苯基乙基)-3-对甲苯基脲)，“苄草隆(cumyluron)”＝“AJC-940”(＝3-(2-氯苯基甲基)-1-(1-甲基-1-苯基-乙基)脲，参见JP-A-60087254)，“苯甲酮(methoxyphenon)”或“ANK049”(＝3,3'-二甲基-4-甲氧基-二苯甲酮)，“CSB”(＝1-溴-4-(氯甲基磺酰基)苯)(CAS登记号54091-06-4，购自Kumiai)。o) Active compounds which, in addition to having a herbicidal effect on harmful plants, also have a safener effect on plants, for example, "dimepiperate" or "AMY-93" (PM, pp. 302-303) (=S- 1-methyl-1-phenylethylpiperidine-1-thiocarboxylate), "daimuron" or "ASK23" (PM, page 247) (=1-(1-methyl (=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 registration number 54091-06-4, purchased from Kumiai).
所述安全剂优选双苯噁唑酸(CAS：163520-33-0)、cyprosulfamide(CAS：221667-31-8)、吡唑解草酯(CAS：135590-91-9)、解毒喹(CAS：99607-70-2)、赤霉酸(CAS：7-06-5)、furilazole(CAS：121776-33-8)、metcamifen(CAS：129531-12-0)中的一种或多种。The safeners are preferably bisbenoxazole acid (CAS: 163520-33-0), cyprosulfamide (CAS: 221667-31-8), pyrazopyrazole (CAS: 135590-91-9), and cyprosulfamide (CAS: 135590-91-9). : 99607-70-2), one or more of gibberellic acid (CAS: 7-06-5), furilazole (CAS: 121776-33-8), metcamifen (CAS: 129531-12-0).
在本说明书的上下文中，如果使用活性化合物的通用名称的缩写形式，则在每种情况下包括所有的常规衍生物，例如酯和盐，以及异构体，特别是光学异构体，特别是一种或多种市售形式。如果通用名称表示酯或盐，则在每种情况下还包括所有其他的常规衍生物，例如其他的酯和盐、游离酸和中性化合物，以及异构体，特别是光学异构体，特别是一种或多种市售形式。给出的化合物的化学名称表示至少一种被通用名称涵盖的化合物，通常是优选的 化合物。在磺酰胺如磺酰脲的情况下，盐还包括通过阳离子与磺酰胺基团中的氢原子交换而形成的盐。例如，2甲4氯衍生物包含但不限于：2甲4氯钠盐、钾盐、二甲铵盐、异丙胺盐等，以及2甲4氯甲酯、乙酯、异辛酯、乙硫酯等；2,4-D衍生物包含但不限于：2,4-D盐如钠盐、钾盐、二甲铵盐、三乙醇铵盐、异丙胺盐、胆碱等，以及2,4-D酯如甲酯、乙酯、丁酯、异辛酯等。In the context of this description, if an abbreviated form of the common name of an active compound is used, this includes in each case all conventional derivatives, such as esters and salts, as well as isomers, in particular optical isomers, in particular One or more commercially available forms. If the common name means an ester or a salt, it also includes in each case all other conventional derivatives, such as other esters and salts, free acids and neutral compounds, as well as isomers, in particular optical isomers, esp. is one or more commercially available forms. The chemical name of a compound given represents at least one compound covered by the common name, which is usually preferred compound. In the case of sulfonamides such as sulfonylureas, salts also include salts formed by the exchange of cations with hydrogen atoms in the sulfonamide group. For example, 2-methyl-4 chloride derivatives include but are not limited to: 2-methyl-4 chloride sodium salt, potassium salt, dimethyl ammonium salt, isopropylamine salt, etc., as well as 2-methyl-4 chloromethyl ester, ethyl ester, isooctyl ester, ethyl sulfide Esters, etc.; 2,4-D derivatives include but are not limited to: 2,4-D salts such as sodium salt, potassium salt, dimethylammonium salt, triethanolammonium salt, isopropylamine salt, choline, etc., and 2,4 -D ester such as methyl ester, ethyl ester, butyl ester, isooctyl ester, etc.
在本发明的上下文中，化合物的盐优选为各自的碱金属盐(如锂、钠和钾盐)、碱土金属盐(如钙和镁盐)、过渡金属盐(如锰、铜、锌和铁盐)、铵盐或其中1-4个氢原子被C1-C4烷基、羟基-C1-C4烷基、C1-C4烷氧基-C1-C4烷基、羟基-C1-C4烷氧基-C1-C4烷基、苯基或苄基替代的取代铵，优选铵、甲基铵、异丙基铵、二甲基铵、二异丙基铵、三甲基铵、庚基铵、十二烷基铵、十四烷基铵、四甲基铵、四乙基铵、四丁基铵、2-羟基乙基铵(醇胺盐)、2-(2-羟基乙-1-氧基)乙-1-基铵(二甘醇胺盐)、二(2-羟基乙-1-基)铵(二醇胺盐)、三(2-羟基乙基)铵(三醇胺盐)、三(2-羟基丙基)铵、苄基三甲基铵、苄基三乙基铵、N,N,N-三甲基乙醇铵(胆碱盐)，此外还有鏻离子，锍离子，优选三(C1-C4烷基)锍，如三甲基锍，以及氧化锍离子，优选三(C1-C4烷基)氧化锍，最后还有多元胺如N,N-二(3-氨基丙基)甲基胺和二亚乙基三胺的盐的形式。In the context of the present invention, the salts of the compounds are preferably the respective alkali metal salts (such as lithium, sodium and potassium salts), alkaline earth metal salts (such as calcium and magnesium salts), transition metal salts (such as manganese, copper, zinc and iron salt), ammonium salt or in which 1-4 hydrogen atoms are replaced by C 1 -C 4 alkyl, hydroxyl -C 1 -C 4 alkyl, C 1 -C 4 alkoxy -C 1 -C 4 alkyl, hydroxyl -C 1 -C 4 alkoxy -C 1 -C 4 alkyl, phenyl or benzyl substituted substituted ammonium, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium , trimethylammonium, heptyl ammonium, dodecyl ammonium, tetradecyl ammonium, tetramethyl ammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium (alcoholamine salt), 2 -(2-Hydroxyeth-1-oxy)ethyl-1-yl ammonium (diglycolamine salt), di(2-hydroxyethyl-1-yl)ammonium (diglycolamine salt), tris(2-hydroxyethyl)ammonium (diglycolamine salt) Ethyl) ammonium (triolamine salt), tris (2-hydroxypropyl) ammonium, benzyl trimethyl ammonium, benzyl triethylammonium, N, N, N-trimethyl ethanol ammonium (choline salt ), in addition to phosphonium ions, sulfonium ions, preferably tris(C 1 -C 4 alkyl)sulfonium, such as trimethylsulfonium, and sulfonium oxide ions, preferably tris(C 1 -C 4 alkyl)sulfonium oxide, and finally There are also salt forms of polyamines such as N,N-bis(3-aminopropyl)methylamine and diethylenetriamine.
在本发明的上下文中，化合物的酯，例如作为烷基酯、烯基酯、炔基酯、烷氧基烷基酯、四氢呋喃基甲基酯以及相应硫酯，优选为C1-C10烷基酯、C2-C10烯基酯、C2-C10炔基酯、C1-C10烷氧基C1-C10烷基酯、(四氢呋喃-2-基)甲基酯以及相应硫酯。优选的C1-C10烷基酯或C1-C10烷硫基酯例如为甲基、乙基、丙基、异丙基、丁基、异丁基、戊基、甲基己基(1-甲基己基)、甲基庚基(1-甲基庚基)、庚基、辛基或异辛基(2-乙基己基)酯。优选的C1-C10烷氧基-C1-C10烷基酯是C1-C4烷氧基乙基酯，例如2-甲氧基乙基、2-乙氧基乙基、2-丁氧基乙基(丁氧乙基)、2-丁氧基丙基或3-丁氧基丙基酯。In the context of the present invention, esters of the compounds, for example as alkyl esters, alkenyl esters, alkynyl esters, alkoxyalkyl esters, tetrahydrofurylmethyl esters and the corresponding thioesters, are preferably C 1 -C 10 alkane ester, C 2 -C 10 alkenyl ester, C 2 -C 10 alkynyl ester, C 1 -C 10 alkoxy C 1 -C 10 alkyl ester, (tetrahydrofuran-2-yl) methyl ester and the corresponding Thioesters. Preferred C 1 -C 10 alkyl esters or C 1 -C 10 alkylthio esters are, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, methylhexyl (1 -Methylhexyl), methylheptyl (1-methylheptyl), heptyl, octyl or isooctyl (2-ethylhexyl) ester. Preferred C 1 -C 10 alkoxy-C 1 -C 10 alkyl esters are C 1 -C 4 alkoxyethyl esters, such as 2-methoxyethyl, 2-ethoxyethyl, 2 -Butoxyethyl (butoxyethyl), 2-butoxypropyl or 3-butoxypropyl ester.
本发明的组合物可以由使用者在使用前经稀释或直接使用。其配制可由通常的加工方法制备，即将活性物质与液体溶剂或固体载体混合后，再加入表面活性剂如分散剂、稳定剂、湿润剂、粘合剂、消泡剂等中的一种或几种。The composition of the present invention can be diluted before use or used directly by the user. Its preparation can be prepared by usual processing methods, that is, after mixing the active substance with a liquid solvent or solid carrier, then adding one or more surfactants such as dispersants, stabilizers, wetting agents, adhesives, defoaming agents, etc. kind.
所述除草组合物的具体制剂为可分散油悬浮剂、水悬浮剂、悬乳剂、可湿性粉剂、乳油、水分散粒剂(干悬浮剂)、水乳剂、微乳剂。Specific formulations of the herbicidal composition are dispersible oil suspensions, water suspensions, suspoemulsions, wettable powders, emulsifiable concentrates, water-dispersible granules (dry suspensions), aqueous emulsions, and microemulsions.
简而言之，本发明的组合物可以和现有技术的配方中常规使用的固体和液体添加剂混合。随着外部条件的变化，有效成分的使用量也不同，外部条件为，例如温度、湿度、使用的除草剂的性质等等。它可以有大的变化幅度，例如在0.001到2.0kg/ha之间，或更多的活性物质，但优选在0.003到1.0kg/ha之间，特别是在5到500g/ha之间。Briefly, the compositions of the present invention may be mixed with solid and liquid additives conventionally used in prior art formulations. The amounts of active ingredients used vary as external conditions change, such as temperature, humidity, the nature of the herbicide used, etc. It can vary widely, for example between 0.001 and 2.0kg/ha, or more active substance, but is preferably between 0.003 and 1.0kg/ha, especially between 5 and 500g/ha.
本发明还提供一种所述除草组合物在防治杂草上的应用；以及提供一种防治不想要的植物生长的方法，其包括将所述除草组合物施用于植物、植物部位、植物种子或植物生长的区域。 The present invention also provides a use of the herbicidal composition for controlling weeds; and a method for controlling unwanted plant growth, which comprises applying the herbicidal composition to plants, plant parts, plant seeds or The area where plants grow.
另外，本发明的组合物可通过喷雾的方法被施用于待处理植物叶片上，即施用于杂草，特别是杂草侵扰或易侵扰影响的表面上。In addition, the composition of the present invention can be applied by spraying to the leaves of plants to be treated, that is, to weeds, especially to surfaces infested by weeds or susceptible to infestation.
当施用本发明的除草组合物时，获得了预料不到的增效效果，并且除草活性比使用单个除草剂的活性预期总和，以及单个除草剂的活性更为显著。增效效果表现为施用量减少、更宽的杂草控制谱、除草作用更快、更持久，这些特性是杂草控制实践过程中所需要的。就所描述的特性来说，这些新组合物明显地优越于现有的除草剂，达到减量使用，对环境更友好。When applying the herbicidal composition of the present invention, an unexpected synergistic effect is obtained, and the herbicidal activity is more significant than the expected sum of the activities of the individual herbicides, as well as the activity of the individual herbicides. Synergistic effects include reduced application rates, wider weed control spectrum, faster and more sustained herbicidal action, which are desirable properties in weed control practice. In terms of the described properties, these new compositions are significantly superior to existing herbicides, enabling reduced use and being more environmentally friendly.
本发明的增效除草组合物还具有下述优点:The synergistic herbicidal composition of the present invention also has the following advantages:
(1)本发明的组合物为环境友好型，在环境中均易于降解。(1) The composition of the present invention is environmentally friendly and is easily degraded in the environment.
(2)本发明的除草组合物成本低、使用方便，其推广应用有巨大的经济效益和社会效益。(2) The herbicidal composition of the present invention is low in cost and easy to use, and its popularization and application will have huge economic and social benefits.
具体实施方式Detailed ways
下列实施例并非限制本发明，而只是用来说明本发明是如何实现的。对于某些杂草，这些实施例显示出特别显著的有效性。举例如下：The following examples do not limit the present invention, but are merely used to illustrate how the present invention is implemented. With certain weeds, these examples show particularly significant effectiveness. Examples are as follows:
A)药效试验-苗后茎叶喷雾处理:A) Efficacy test-post-emergence stem and leaf spray treatment:
1)试验条件1) Test conditions
1.1)、供试靶标1.1), test target
杂草采用盆栽法培养，用180х140mm塑料营养钵，摆放于搪瓷盘中，内装从农田采回经风干过筛的表层土壤(4/5处)，土壤湿度初期均控制在20％，挑选籽粒饱满均一的杂草种子，用25℃温水浸泡6小时，在28℃生化培养箱(黑暗)中催芽，将刚刚露白的杂草种子均匀摆放在土壤表面，根据种子粒径大小然后覆土0.5-1cm。Weeds are cultivated using the potting method, using a 180х140mm plastic nutrient bowl, placed in an enamel tray, filled with air-dried and screened surface soil (4/5 locations) collected from farmland. The soil moisture is controlled at 20% in the initial stage, and the seeds are selected. Soak the plump and uniform weed seeds in warm water at 25°C for 6 hours, and germinate in a biochemical incubator (dark) at 28°C. Place the newly white weed seeds evenly on the soil surface, and then cover them with soil 0.5-0.5% based on the size of the seed particles. 1cm.
1.2)、培养条件1.2), culture conditions
在可控日光温室内进行，温度20～30℃，自然光照，相对湿度55％～75％。土壤类型为壤土，有机质含量为1.63％，pH＝7.1，碱解氮84.3mg/kg，速效磷38.5mg/kg，速效钾82.1mg/kg。It is carried out in a controllable solar greenhouse with a temperature of 20-30°C, natural lighting and a relative humidity of 55%-75%. The soil type is loam, with an organic matter content of 1.63%, pH=7.1, alkali-hydrolyzable nitrogen 84.3mg/kg, available phosphorus 38.5mg/kg, and available potassium 82.1mg/kg.
1.3)、仪器设备1.3), instruments and equipment
3WP-2000型行走式喷雾塔，农业部南京农业机械研究所。GA10型万分之一电子天平(德国)；ZDR2000智能数据记录仪(杭州泽大仪器有限公司)；SPX型智能生化培养箱(宁波江南仪器厂)。3WP-2000 walking spray tower, Nanjing Agricultural Machinery Research Institute of the Ministry of Agriculture. GA10 type 1/10000 electronic balance (Germany); ZDR2000 intelligent data recorder (Hangzhou Zeda Instrument Co., Ltd.); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument Factory).
2)试验设计2) Experimental design
2.1)、试剂2.1), reagents
所需活性成分A来自于专利CN202110037105.4，所需活性成分B由试剂公司购买或采用已知方法制得。原药均采用丙酮作溶剂，用含量0.1％乳化剂吐温-80水溶液稀释，现用现稀释。The required active ingredient A comes from patent CN202110037105.4, and the required active ingredient B is purchased from a reagent company or prepared by a known method. The original drug uses acetone as the solvent and is diluted with a 0.1% emulsifier Tween-80 aqueous solution.
2.2)、试验处理2.2), test processing
2.2.1)、剂量设置2.2.1), dose setting
在确定A与活性成分B配比或含量时，应从两种药剂的作用特点及其毒力等衡量，还要考虑该配方的主要使用目的。本研究在前期预试的基础上，设A、B活性成分单用及混合用量分别见表格。以不含药剂、含相同溶剂及乳化剂的水作为空白对照。 When determining the ratio or content of A and active ingredient B, the functional characteristics and toxicity of the two agents should be measured, and the main purpose of use of the formula should also be considered. Based on the preliminary test in this study, the single and mixed dosages of active ingredients A and B are shown in the table respectively. Water without chemicals and containing the same solvent and emulsifier was used as a blank control.
2.2.2)、试验重复2.2.2), test repetition
每处理重复4次，每次处理3盆，每盆播种杂草种子20粒，每处理共60株。Each treatment was repeated 4 times, with 3 pots per treatment, and 20 weed seeds were sown in each pot, resulting in a total of 60 weeds per treatment.
2.3)、处理方式2.3), processing method
2.3.1)、处理时间和次数2.3.1), processing time and times
试验共用药1次。待杂草1～1.5叶期，间苗，保持每盆内杂草10株，每处理保留30株，然后继续培养至2.5-4.5叶进行处理。The drug was administered once in the trial. When the weeds are at 1 to 1.5 leaf stage, thin out the seedlings, keep 10 weeds in each pot, and keep 30 weeds in each treatment, and then continue to cultivate until they have 2.5 to 4.5 leaves for treatment.
2.3.2)、使用器械和用药方法2.3.2), use of equipment and medication methods
将培养好的试材均匀摆放在面积0.5m2的平台上，用3WP-2000型行走式喷雾塔茎叶喷雾，喷液量按450公斤/公顷计，喷雾压力0.3MPa。待全部药液喷完后，关闭气阀，30秒后，打开喷雾塔门，取出营养钵。然后打开气阀，喷清水50mL，清洗喷液管。Place the cultured test materials evenly on a platform with an area of 0.5m2 , and spray the stems and leaves with a 3WP-2000 walking spray tower. The spray volume is 450 kg/ha and the spray pressure is 0.3MPa. After all the liquid has been sprayed, close the air valve. After 30 seconds, open the spray tower door and take out the nutrient bowl. Then open the air valve, spray 50mL of clean water, and clean the liquid spray pipe.
3)试验方法3)Test method
采用盆栽法。杂草培养见1.1)，参照《农药室内生物测定试验准则除草剂》进行。用药方法见2.3.2)，采用茎叶处理法。处理后移入温室常规培养。Use the potting method. For weed cultivation, see 1.1) and refer to the "Pesticide Indoor Bioassay Test Guidelines for Herbicides". For medication methods, see 2.3.2), using the stem and leaf treatment method. After treatment, they were moved to the greenhouse for routine cultivation.
4)数据调查与统计分析4) Data investigation and statistical analysis
4.1)、调查方法4.1), investigation method
采用绝对数调查法，用刀片沿土壤表面切断存活杂草整株幼苗，用分析天平称量杂草鲜重。对于已经死亡的杂草，按鲜重为零计。Using the absolute number survey method, use a blade to cut off the entire seedlings of surviving weeds along the soil surface, and use an analytical balance to weigh the fresh weight of the weeds. For dead weeds, the fresh weight is zero.
4.2)、调查时间和次数4.2), investigation time and frequency
处理后15天调查，共调查1次。The investigation was conducted 15 days after treatment, and a total of 1 investigation was conducted.
4.3)、数据统计分析4.3), data statistical analysis
用Gowing法计算各处理混合组合的理论鲜重抑制率(E0＝X+Y-X*Y/100)，然后与实测抑制率(E)相比较，评价二者混用对杂草的联合作用类型，当E-E0值大于10％为增效作用、小于-10％为拮抗作用、在-10％～10％之间为加成作用。并根据实际防效和除草剂特点、配方的平衡性等因素确定最佳配比。式中X为活性成分A用量为P时的鲜重抑制率；Y为活性成分B用量为Q时的鲜重抑制率。Use the Gowing method to calculate the theoretical fresh weight inhibition rate of each treatment mixture combination (E0=X+Y-X*Y/100), and then compare it with the measured inhibition rate (E) to evaluate the type of combined effect of the two on weeds. When The E-E0 value greater than 10% is a synergistic effect, less than -10% is an antagonistic effect, and an E-E0 value between -10% and 10% is an additive effect. The optimal ratio is determined based on the actual control effect, herbicide characteristics, formula balance and other factors. In the formula, X is the fresh weight inhibition rate when the dosage of active ingredient A is P; Y is the fresh weight inhibition rate when the dosage of active ingredient B is Q.
B)药效试验-土壤封闭处理:B) Efficacy test-soil sealing treatment:
1)试验条件1) Test conditions
1.1)、培养条件1.1), culture conditions
在可控日光温室内进行，温度20～30℃，自然光照，相对湿度55％～75％。It is carried out in a controllable solar greenhouse with a temperature of 20-30°C, natural lighting and a relative humidity of 55%-75%.
土壤类型为壤土，有机质含量为1.63％，pH＝7.1，碱解氮84.3mg/kg，速效磷38.5mg/kg，速效钾82.1mg/kg。试验土壤定量装至盆钵的3/4处，然后从盆钵底部浇灌，使土壤完全湿润至饱和状态。供试杂草种子催芽处理至露白，然后均匀定量撒播表面，根据种子大小覆土0.5-1cm，播种后72小时备用。The soil type is loam, with an organic matter content of 1.63%, pH=7.1, alkali-hydrolyzable nitrogen 84.3mg/kg, available phosphorus 38.5mg/kg, and available potassium 82.1mg/kg. The test soil was quantitatively filled to 3/4 of the pot, and then watered from the bottom of the pot to make the soil completely moist to a saturated state. The weed seeds to be tested were germinated until white, then evenly and quantitatively spread on the surface, covered with soil 0.5-1cm according to the size of the seeds, and kept aside for 72 hours after sowing.
1.2)、仪器设备1.2), instruments and equipment
GA10型万分之一电子天平(德国)；ZDR2000智能数据记录仪(杭州泽大仪器有限公司)；SPX型智能生化培养箱(宁波江南仪器厂)，移液器等。 GA10 type 1/10000 electronic balance (Germany); ZDR2000 intelligent data recorder (Hangzhou Zeda Instrument Co., Ltd.); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument Factory), pipettes, etc.
2)试验设计2) Experimental design
2.1)、试剂2.1), reagents
2.1.1)、试验药剂2.1.1), test chemicals
原药均采用丙酮作溶剂，用含量0.1％乳化剂T-80水溶液稀释，现用现稀释。The original drug uses acetone as the solvent and is diluted with a 0.1% emulsifier T-80 aqueous solution.
2.2)、试验处理2.2), test processing
2.2.1)、剂量设置2.2.1), dose setting
在确定A与活性成分B各组分配比或含量时，应从两种药剂的作用特点及其毒力等衡量，还要考虑该配方的主要使用目的。本研究在前期预试的基础上，设A、B活性成分单用及混合用量分别见表格。以不含药剂、含相同溶剂及乳化剂的水作为空白对照。When determining the ratio or content of components A and active ingredient B, the functional characteristics and toxicity of the two agents should be measured, and the main purpose of the formula should also be considered. Based on the preliminary test in this study, the single and mixed dosages of active ingredients A and B are shown in the table respectively. Water without chemicals and containing the same solvent and emulsifier was used as a blank control.
2.2.2)、试验重复2.2.2), test repetition
每处理重复4次，每次每处理3盆，每盆播种杂草种子30粒。Each treatment was repeated 4 times, with 3 pots per treatment, and 30 weed seeds were sown in each pot.
2)试验方法2)Test method
处理前浇灌，保持1-2cm水层。用移液器取定量药液，按照试验设计从低剂量到高剂量分别进行浇灌处理，每次处理4次重复；处理后移入温室常规培养，试验期间始终保持1-2cm水层。Water before treatment to maintain a 1-2cm water layer. Use a pipette to take a quantitative amount of chemical solution, and perform watering treatments from low dose to high dose according to the experimental design. Each treatment is repeated 4 times; after treatment, it is moved to the greenhouse for routine cultivation, and a 1-2cm water layer is always maintained during the test.
3)数据调查与统计分析3) Data investigation and statistical analysis
与苗后茎叶喷雾处理相同，故不再赘述。It is the same as the post-emergence stem and leaf spray treatment, so no details will be given.
统计结果见下表1-30，除有明确标记“土壤处理”外，其他均为“苗后茎叶喷雾处理”。The statistical results are shown in Table 1-30 below. Except for those clearly marked "soil treatment", the others are all "post-emergence stem and leaf spray treatment".
表1 A1混配草甘膦对菵草的实际防效与联合作用评价(土壤处理)
Table 1 Actual control effect and joint effect evaluation of A1 mixed glyphosate on wormwood (soil treatment)
表2 A1混配草铵膦对牛筋草的实际防效与联合作用评价(土壤处理)
Table 2 Actual control effect and joint effect evaluation of A1 mixed glufosinate-ammonium on cowgrass (soil treatment)
表3 A1混配精草铵膦对狗牙根的实际防效与联合作用评价(土壤处理)

Table 3 Actual control effect and joint effect evaluation of A1 mixed refined glufosinate ammonium on bermudagrass (soil treatment)

表4 A1混配百草枯对小飞蓬的实际防效与联合作用评价(土壤处理)
Table 4 Actual control effect and joint effect evaluation of A1 mixed paraquat on small flying fleas (soil treatment)
表5 A1混配敌草快对小飞蓬的实际防效与联合作用评价(土壤处理)
Table 5 Actual control effect and joint effect evaluation of A1 mixed with diquat on P. flora (soil treatment)
表6 A1混配炔草酯对结缕草的实际防效与联合作用评价(土壤处理)
Table 6 Actual control effect and joint effect evaluation of A1 blended propargyl on zoysia grass (soil treatment)
表7 A1混配唑啉草酯对多花黑麦草的实际防效与联合作用评价(土壤处理)
Table 7 Actual control effect and joint effect evaluation of A1 mixed pinoxaden on Lolium multiflorum (soil treatment)
表8 A1混配烯草酮对结缕草的实际防效与联合作用评价(土壤处理)

Table 8 Actual control effect and joint effect evaluation of A1 mixed with clethodim on Zoysia grass (soil treatment)

表9 A1混配烯禾啶对雀麦的实际防效与联合作用评价(土壤处理)
Table 9 Actual control effect and joint effect evaluation of A1 blended sethofopidine on brome (soil treatment)
表10 A1混配苯丙草酮对雀麦的实际防效与联合作用评价(土壤处理)
Table 10 Actual control effect and joint effect evaluation of A1 mixed with propiotrione on brome (soil treatment)
表11 A1混配精喹禾灵对日本看麦娘的实际防效与联合作用评价(土壤处理)
Table 11 Evaluation of the actual control effect and combined effect of A1 blended essence Quizalofop on Japanese wheatgrass (soil treatment)
表12 A1混配高效氟吡甲禾灵对多花黑麦草的实际防效与联合作用评价(土壤处理)
Table 12 Actual control effect and joint effect evaluation of A1 mixed with high-efficiency flufenacet on multiflora ryegrass (soil treatment)
表13 A1混配精噁唑禾草灵对大穗看麦娘的实际防效与联合作用评价(土壤处理)
Table 13 Evaluation of the actual control effect and combined effect of A1 mixed spirit oxazole-propyl on large earworts (soil treatment)
表14 A1混配氰氟草酯对雀麦的实际防效与联合作用评价(土壤处理)
Table 14 Actual control effect and joint effect evaluation of A1 mixed with cyhalofop-methyl on bromus (soil treatment)
表15 A1混配环苯草酮对狗牙根的实际防效与联合作用评价(土壤处理)
Table 15 Actual control effect and joint effect evaluation of A1 mixed with cyclamate on bermudagrass (soil treatment)
表16 A1混配噁唑酰草胺对野燕麦的实际防效与联合作用评价(土壤处理)
Table 16 Actual control effect and joint effect evaluation of A1 mixed with oxazofen on wild oat (soil treatment)
表17 A1混配对稗草的实际防效与联合作用评价(土壤处理)
Table 17 A1 Mix Evaluation of actual control effect and combined effect on barnyard grass (soil treatment)
表18 A1混配乙氧氟草醚对猪殃殃的实际防效与联合作用评价

Table 18 The actual control effect and joint effect evaluation of A1 mixed with oxyfluorfen on pig plague

表19 A1混配噁草酮对猪殃殃的实际防效与联合作用评价
Table 19 Evaluation of the actual control effect and combined effect of A1 mixed with oxadiazon on pig plague
表20 A1混配丙炔噁草酮对稗草的实际防效与联合作用评价
Table 20 Evaluation of the actual control effect and combined effect of A1 mixed with oxatrione on barnyardgrass
表21 A1混配甲磺草胺对稗草的实际防效与联合作用评价
Table 21 Evaluation of the actual control effect and combined effect of A1 mixed with sulfentrazone on barnyardgrass
表22 A1混配双唑草腈对稗草的实际防效与联合作用评价
Table 22 Evaluation of the actual control effect and combined effect of A1 mixed with bifenthrin on barnyard grass
表23 A1混配丙炔氟草胺对稗草的实际防效与联合作用评价

Table 23 Evaluation of the actual control effect and combined effect of A1 mixed with flufenacet on barnyardgrass

表24 A1混配环戊噁草酮对稗草的实际防效与联合作用评价
Table 24 Evaluation of the actual control effect and combined effect of A1 mixed with cyclopentazone on barnyardgrass
表25 A1混配苯嘧磺草胺对稗草的实际防效与联合作用评价(土壤处理)
Table 25 Evaluation of the actual control effect and combined effect of A1 mixed with saflufenacil on barnyard grass (soil treatment)
表26 A1混配氟嘧硫草酯对稗草的实际防效与联合作用评价(土壤处理)
Table 26 The actual control effect and joint effect evaluation of A1 mixed with fluopyrimifen on barnyard grass (soil treatment)
表27 A1混配苯嘧草唑对稗草的实际防效与联合作用评价
Table 27 Evaluation of the actual control effect and combined effect of A1 mixed with pyrazole on barnyardgrass
表28 A1混配乙羧氟草醚对反枝苋的实际防效与联合作用评价(土壤处理)

Table 28 Actual control effect and joint effect evaluation of A1 mixed with carboxyfluorfen on Amaranthus retroflexus (soil treatment)

表29 A1混配Epyrifenacil对稗草的实际防效与联合作用评价
Table 29 Evaluation of the actual control effect and combined effect of Epyrifenacil mixed with A1 on barnyard grass
表30 A1混配三氟草嗪对马唐的实际防效与联合作用评价
Table 30 Evaluation of the actual control effect and combined effect of A1 mixed with trifluturazine on crabgrass
经过大量试验和探索，本发明意外地发现，所述组合物用于防除菵草、牛筋草、小飞蓬、结缕草、多花黑麦草、雀麦、日本看麦娘、大穗看麦娘、狗牙根、野燕麦、稗草、猪殃殃、反枝苋、马唐等杂草，具有令人惊讶的、意想不到的增效作用，这种增效作用在低剂量下表现更为显著，可降低用药量，降低对环境的污染，且合理复配降低了农用成本，对ALS、ACCase抑制剂抗性杂草高效，具有很好的应用前景。同时经过测试在小麦田、玉米田、水稻田、花生、甘蔗、高粱、谷子、马铃薯、油菜、大豆、棉花、蔬菜、早熟禾、高羊茅、结缕草等植物显示良好的选择性和优异的增效作用，可以开发成具有广泛市场价值的除草剂混剂。 After extensive experiments and explorations, the present invention unexpectedly found that the composition is useful for controlling wormwood, milfoil, small fleabane, zoysia, multiflora ryegrass, bromegrass, Japanese wheatgrass, and big-eared wheatgrass. Weeds such as grasshoppers, bermudagrass, wild oats, barnyardgrass, pigweed, amaranth retroflexus, crabgrass and other weeds have surprising and unexpected synergistic effects. This synergistic effect is more pronounced at low doses. Significantly, it can reduce the dosage of pesticides and reduce environmental pollution, and its reasonable compounding reduces agricultural costs. It is highly effective against ALS and ACCase inhibitor-resistant weeds and has good application prospects. At the same time, it has been tested to show good selectivity and excellent performance in wheat fields, corn fields, rice fields, peanuts, sugar cane, sorghum, millet, potatoes, rape, soybeans, cotton, vegetables, bluegrass, tall fescue, zoysia and other plants. The synergistic effect can be developed into herbicide mixtures with broad market value.

Claims (10)

  1. 一种包含稠环取代的芳香类化合物的除草组合物，其特征在于，包括除草有效量的活性成分A和活性成分B，其中，A herbicidal composition containing a fused ring-substituted aromatic compound, which is characterized in that it includes a herbicidal effective amount of active ingredient A and active ingredient B, wherein,
    活性成分A为或其盐/酯；Active ingredient A is or its salt/ester;
    活性成分B选自以下化合物及其盐/酯中的一种或多种：Active ingredient B is selected from one or more of the following compounds and their salts/esters:
    (1)EPSPS抑制剂：草甘膦；(1) EPSPS inhibitor: glyphosate;
    (2)GS抑制剂：草铵膦、精草铵膦；(2)GS inhibitors: glufosinate-ammonium and refined glufosinate-ammonium;
    (3)PSI抑制剂：百草枯、敌草快；(3) PSI inhibitors: paraquat, diquat;
    (4)ACCase抑制剂：炔草酯、唑啉草酯、烯草酮、烯禾啶、苯丙草酮、精喹禾灵、高效氟吡甲禾灵、精噁唑禾草灵、氰氟草酯、环苯草酮、噁唑酰草胺；(4) ACCase inhibitors: clodinafop-ethyl, pinoxafen, clethodim, sethofopidin, propiopropen, quizalofop-op, fluopyfenofop-op, oxazopop-op-op, and cyanofluoride Methyl ethyl, cyclobenzotrione, oxazofen;
    (5)PPO抑制剂：乙氧氟草醚、噁草酮、丙炔噁草酮、甲磺草胺、双唑草腈、丙炔氟草胺、环戊噁草酮、苯嘧磺草胺、氟嘧硫草酯、苯嘧草唑、乙羧氟草醚、Epyrifenacil、三氟草嗪；(5)PPO inhibitors: Oxyfluorfen, oxadiazon, oxatrifen propinyl, sulfentrazone, bistrifen, flufenacet, cyclopentazone, saflufenacil, flufenacet, Benzofen, carboxyfluorfen, Epyrifenacil, trifluorfen;
    优选地，所述活性成分A为 Preferably, the active ingredient A is
  2. 根据权利要求1所述的一种包含稠环取代的芳香类化合物的除草组合物，其特征在于，所述除草组合物中A、B的重量比为1:200～50:1、1:180～30:1、1:160～25:1、1:150～20:1、1:120～18:1、1:100～15:1、1:80～12:1、1:50～10:1、1:40～8:1、1:30～6:1、1:20～5:1、1:15～3:1、1:12～1:1、1:10～1:3或1:8～1:5。A herbicidal composition containing fused ring-substituted aromatic compounds according to claim 1, characterized in that the weight ratio of A and B in the herbicidal composition is 1:200-50:1, 1:180 ~30:1, 1:160~25:1, 1:150~20:1, 1:120~18:1, 1:100~15:1, 1:80~12:1, 1:50~10 :1, 1:40～8:1, 1:30～6:1, 1:20～5:1, 1:15～3:1, 1:12～1:1, 1:10～1:3 Or 1:8～1:5.
  3. 根据权利要求1或2所述的一种包含稠环取代的芳香类化合物的除草组合物，其特征在于，所述除草组合物中A和B的质量百分含量占总量的1-95％，优选10-80％。A herbicidal composition containing fused ring-substituted aromatic compounds according to claim 1 or 2, characterized in that the mass percentage of A and B in the herbicidal composition accounts for 1-95% of the total amount , preferably 10-80%.
  4. 根据权利要求1至3任意一项所述的一种包含稠环取代的芳香类化合物的除草组合物，其特征在于，所述除草组合物中还包括常规助剂。A herbicidal composition containing a fused ring-substituted aromatic compound according to any one of claims 1 to 3, characterized in that the herbicidal composition also includes conventional auxiliaries.
  5. 根据权利要求4所述的一种包含稠环取代的芳香类化合物的除草组合物，其特征在于，所述常规助剂包括载体和/或表面活性剂。A herbicidal composition containing fused ring substituted aromatic compounds according to claim 4, characterized in that the conventional auxiliary agent includes a carrier and/or a surfactant.
  6. 根据权利要求1至5任意一项所述的一种包含稠环取代的芳香类化合物的除草组合物，其特征在于，所述除草组合物进一步包括至少一种安全剂。 A herbicidal composition comprising a fused ring-substituted aromatic compound according to any one of claims 1 to 5, characterized in that the herbicidal composition further comprises at least one safener.
  7. 根据权利要求6所述的一种包含稠环取代的芳香类化合物的除草组合物，其特征在于，所述安全剂选自双苯噁唑酸、cyprosulfamide、吡唑解草酯、解毒喹、赤霉酸、furilazole、metcamifen中的一种或多种。A herbicidal composition containing fused ring substituted aromatic compounds according to claim 6, characterized in that the safener is selected from the group consisting of diphenoxazole, cyprosulfamide, pyrazole, detoxquin, and erythroquine. One or more of mycolic acid, furilazole, and metcamifen.
  8. 根据权利要求1至7任意一项所述的一种包含稠环取代的芳香类化合物的除草组合物，其特征在于，所述除草组合物的具体制剂为可分散油悬浮剂、水悬浮剂、悬乳剂、可湿性粉剂、乳油、水分散粒剂、水乳剂或微乳剂。A herbicidal composition containing a fused ring-substituted aromatic compound according to any one of claims 1 to 7, characterized in that the specific formulation of the herbicidal composition is a dispersible oil suspension, a water suspension, Suspoemulsions, wettable powders, emulsifiable concentrates, water-dispersible granules, aqueous emulsions or microemulsions.
  9. 如权利要求1至8任意一项所述包含稠环取代的芳香类化合物的除草组合物在防治杂草上的应用。The application of the herbicidal composition containing the fused ring-substituted aromatic compound in any one of claims 1 to 8 for controlling weeds.
  10. 一种防治不想要的植物生长的方法，其包括将权利要求1至8任意一项所述包含稠环取代的芳香类化合物的除草组合物施用于植物、植物部位、植物种子或植物生长的区域。 A method for controlling unwanted plant growth, comprising applying the herbicidal composition comprising a fused ring-substituted aromatic compound according to any one of claims 1 to 8 to a plant, a plant part, a plant seed or an area where the plant grows .
PCT/CN2023/085878 2022-04-15 2023-04-03 Herbicidal composition containing fused ring-substituted aromatic compound and use thereof WO2023197899A1 (en)

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Citations (4)

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CN1729177A (en) * 2002-12-23 2006-02-01 伊萨罗里斯卡公司 New uracils having a herbicidal activity
CN105753853A (en) * 2014-12-16 2016-07-13 沈阳中化农药化工研发有限公司 Isoxazoline-containing uracil compound and use thereof
CN111961041A (en) * 2019-05-20 2020-11-20 南开大学 Thiotriazinone isoxazoline compound, preparation method and application thereof, protoporphyrinogen oxidase inhibitor and herbicide
CN113402510A (en) * 2020-01-16 2021-09-17 青岛清原化合物有限公司 Fused ring substituted aromatic compound, preparation method thereof, weeding composition and application

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1729177A (en) * 2002-12-23 2006-02-01 伊萨罗里斯卡公司 New uracils having a herbicidal activity
CN105753853A (en) * 2014-12-16 2016-07-13 沈阳中化农药化工研发有限公司 Isoxazoline-containing uracil compound and use thereof
CN111961041A (en) * 2019-05-20 2020-11-20 南开大学 Thiotriazinone isoxazoline compound, preparation method and application thereof, protoporphyrinogen oxidase inhibitor and herbicide
CN113402510A (en) * 2020-01-16 2021-09-17 青岛清原化合物有限公司 Fused ring substituted aromatic compound, preparation method thereof, weeding composition and application

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