CN112438265A - Weeding composition containing R-type pyridyloxycarboxylic acid derivative and application thereof - Google Patents
Weeding composition containing R-type pyridyloxycarboxylic acid derivative and application thereof Download PDFInfo
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- CN112438265A CN112438265A CN202010228765.6A CN202010228765A CN112438265A CN 112438265 A CN112438265 A CN 112438265A CN 202010228765 A CN202010228765 A CN 202010228765A CN 112438265 A CN112438265 A CN 112438265A
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—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
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
- A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
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- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
- C07D213/16—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
- C07D213/18—Salts thereof
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
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- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
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- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/03—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
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- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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Abstract
The invention belongs to the field of pesticides, and particularly relates to a weeding composition containing an R-type pyridyloxy carboxylic acid derivative and application thereof. The composition comprises an active ingredient A and an active ingredient B with herbicidally effective amounts, wherein the active ingredient A is selected from one or more of R-type pyridyloxy carboxylic acids shown as a formula I and salts and ester derivatives thereof:
wherein R is1、R2Independently represent halogen, C1-C6 alkyl, halogenated C1-C6 alkyl, C3-C6 cycloalkyl; r3Represents hydrogen, halogen, C1-C6 alkyl, halogenated C1-C6 alkyl; q represents a C1-C6 alkyl group, etc.; y represents amino, etc.; the active ingredient B is selected from one or more of the following compounds and salts/esters thereof: ALS inhibitors, ACCase inhibitors, PSII inhibitors, HPPD inhibitors, PDS inhibitors, DOXP inhibitors, PPO inhibitors. The composition can effectively prevent and kill various weeds in crop fields, such as gramineae or broadleaf weeds, and has the characteristics of expanding a weed control spectrum, reducing application amount, generating a synergistic effect, solving resistant weeds, and the like.
Description
Technical Field
The invention belongs to the field of pesticides, and particularly relates to a weeding composition containing an R-type pyridyloxy carboxylic acid derivative and application thereof.
Background
Chemical weeding is the most economic and effective means in preventing and removing weeds in farmlands, but the problems of drug resistance and resistance evolution of weeds and the like are easily caused by using a single variety or a single action mode of chemical herbicide continuously at a high dose for a long time. The reasonable compounding or mixing of the herbicide compound has the advantages of expanding the weed spectrum, improving the control effect, delaying the occurrence and development of drug resistance and drug resistance of weeds and the like, and is one of the most effective methods for solving the problems. Therefore, the development of a weeding composition variety which has high safety and wide weed control spectrum, can produce synergistic effect and solve the problem of resistant weeds is still needed in production.
Disclosure of Invention
In order to solve the above problems in the prior art, the present invention provides a herbicidal composition comprising an R-type pyridyloxycarboxylic acid derivative and use thereof. The composition can effectively prevent and kill various weeds in crop fields, such as gramineae or broadleaf weeds, and has the characteristics of expanding a weed control spectrum, reducing application amount, generating a synergistic effect, solving resistant weeds, and the like.
A herbicidal composition comprising an R-type pyridyloxycarboxylic acid derivative comprising a herbicidally effective amount of an active ingredient A and an active ingredient B, wherein,
the active ingredient A is selected from one or more of R-type pyridyloxy carboxylic acid shown as a formula I and salt and ester derivatives thereof:
wherein R is1、R2Independently represent halogen, C1-C6 alkyl, halogenated C1-C6 alkyl, C3-C6 cycloalkyl;
R3represents hydrogen, halogen, C1-C6 alkyl, halogenated C1-C6 alkyl;
q represents C1-C6 alkyl, halogenated C1-C6 alkyl, C3-C6 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, halogen, cyano, amino, nitro, formyl, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkoxycarbonyl, hydroxyC 1-C6 alkyl, C1-C6 alkoxy C1-C6 alkyl, cyano C1-C6 alkyl, C1-C6 alkylamino C1-C6 alkyl, and phenyl, benzyl, naphthyl, furyl, thienyl, thiazolyl, pyrazolyl, pyridyl or pyrimidinyl, unsubstituted or substituted by at least one group selected from C1-C6 alkyl, cyano, halogenated C1-C6 alkyl, C1-C6 alkylamino, halogen and C1-C6 alkoxy;
y represents amino, C1-C6 alkylamino, C1-C6 alkylcarbonylamino, and phenylcarbonylamino, benzylamino or furanylmethyleneamino unsubstituted or substituted by at least one group selected from C1-C6 alkyl, halogen, cyano, C1-C6 alkylamino, C1-C6 alkoxy and halogeno C1-C6 alkyl;
the salt isMetal salt, ammonium salt NH4 +Primary amine salt R' NH2Salts of secondary amines (R')2NH, tertiary amine salt (R')3N, quaternary ammonium salt (R')4N+Polyamine salts, morpholine salts, N-methylmorpholine salts, piperidine salts, pyridine salts, aminopropylmorpholine salts, Jeff amine D-230 salts, salts of 2,4, 6-tris (dimethylaminomethyl) phenol and sodium hydroxide, C1-C16 alkyl sulfonium salts (preferably C1-C6 alkyl sulfonium salts), C1-C16 alkyl sulfoxonium salts (preferably C1-C6 alkyl sulfoxonium salts), C1-C16 alkyl phosphonium salts (preferably C1-C6 alkyl phosphonium salts) or C1-C16 alkanol phosphonium salts (preferably C1-C6 alkanol phosphonium salts);
wherein, R' respectively and independently represents C1-C16 alkyl, C1-C16 alkyl (preferably C1-C6 alkyl) substituted by one or more groups selected from halogen, hydroxy, C1-C6 alkoxy, C1-C6 alkylthio and hydroxy C1-C6 alkoxy, C2-C12 alkenyl (preferably C2-C6 alkenyl), C2-C12 alkynyl (preferably C2-C6 alkynyl), C3-C12 cycloalkyl, phenyl or benzyl unsubstituted or substituted by C1-C6 alkyl;
the ester is
Wherein X represents O or S;
m represents C1-C18 alkyl, halogenated C1-C8 alkyl, C3-C6 cycloalkyl which is unsubstituted or substituted by C1-C6 alkyl, C2-C6 alkenyl, halogenated C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy, C1-C6 alkoxycarbonyl, C1-C6 alkylsulfonyl, cyano C1-C6 alkyl, nitro C1-C6 alkyl, C1-C6 alkoxy C1-C6 alkyl, - (C1-C6 alkyl) -Z,
and phenyl which is unsubstituted or substituted by at least one group selected from the group consisting of C1-C6 alkyl, halogenated C1-C6 alkyl, cyano, C1-C6 alkylamino, halogen and C1-C6 alkoxy,
Tetrahydrofuranyl, pyridinyl, naphthyl, furanyl, thienyl, pyrrolyl, pyrazolyl or imidazolyl;
z represents
And unsubstituted or substituted by at least one group selected from C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylamino, halogeno C1-C6 alkyl, cyano and halogen
Phenyl, tetrahydrofuryl, pyridyl, pyrazolyl, thienyl, furyl or naphthyl;
R4、R5、R6each independently represents hydrogen, C1-C6 alkyl, C1-C6 alkoxycarbonyl, and phenyl unsubstituted or substituted by at least one group selected from C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylamino, haloC 1-C6 alkyl, cyano and halogen;
R7represents C1-C6 alkyl, C2-C6 alkenyl,
The active ingredient B is selected from one or more of the following compounds and salts/esters thereof:
(1) ALS inhibitors: penoxsulam (CAS number: 219714-96-2), bispyribac-sodium (CAS number: 125401-92-5), pyrazosulfuron-ethyl (CAS number: 93697-74-6), nicosulfuron (CAS number: 111991-09-4), florasulam (CAS number: 145701-23-1), rimsulfuron (CAS number: 122931-48-0), imazethapyr (CAS number: 81335-77-5), imazapic (CAS number: 104098-48-8), imazapic (CAS number: 114311-32-9), imazasulfuron (CAS number: 74222-97-2), cloransulam-methyl (CAS number: 147150-35-4);
(2) ACCase inhibitors: cyhalofop-butyl (CAS number: 122008-85-9), clodinafop-propargyl (CAS number: 105512-06-9), pinoxaden (CAS number: 243973-20-8), clethodim (CAS number: 99129-21-2), sethoxydim (CAS number: 74051-80-2), quizalofop-p-ethyl (CAS number: 100646-51-3), fluazifop-p-butyl (CAS number: 79241-46-6), haloxyfop-R-methyl (CAS number: 72619-32-0);
(3) PSII inhibitors: atrazine (CAS number: 1912-24-9), isoproturon (CAS number: 34123-59-6), chlortoluron (CAS number: 15545-48-9), diuron (CAS number: 330-54-1), bentazone (CAS number: 25057-89-0), bromoxynil (CAS number: 1689-84-5), propanil (CAS number: 709-98-8);
(4) HPPD inhibitors: bicyclopyrone (CAS number: 1855929-45-1), topramezone (CAS number: 1622908-18-2), topramezone (CAS number: 1992017-55-6), tembotrione (CAS number: 1911613-97-2), benzoxaflutole (CAS number: 473278-76-1), mesotrione (CAS number: 104206-82-8), tembotrione (CAS number: 335104-84-2), topramezone (CAS number: 210631-68-8), isoxaflutole (CAS number: 141112-29-0), bicyclosulfazone (CAS number: 156963-66-5);
(5) (ii) a PDS inhibitor: diflufenican (CAS number: 83164-33-4), fluorochloridone (CAS number: 61213-25-0);
(6) a DOXP inhibitor: clomazone (CAS number: 81777-89-1);
(7) PPO inhibitors: carfentrazone-ethyl (CAS number: 128621-72-7), fomesafen (CAS number: 72178-02-0), fluoroglycofen (CAS number: 77501-60-1), oxyfluorfen (CAS number: 42874-03-3), lactofen (CAS number: 77501-63-4), acifluorfen (CAS number: 50594-66-6), flumioxazin (CAS number: 103361-09-7), sulfentrazone (CAS number: 122836-35-5), saflufenacil (CAS number: 372137-35-4), oxadiazon (CAS number: 19666-30-9), oxadiargyl (CAS number: 39807-15-3).
Preferably, R1、R2Each independently represents fluorine, chlorine, bromine, iodine, methyl, ethyl, propyl, isopropyl, trifluoromethyl, cyclopropyl;
R3represents hydrogen, fluorine, chlorine, bromine, iodine, methyl, trifluoromethyl;
q represents methyl, ethyl, propyl, isopropyl, cyclopropyl, vinyl, ethynyl, fluorine, chlorine, bromine, cyano, amino, nitro, formyl, methoxy, methylthio, methoxycarbonyl, chloromethyl, monofluoromethyl, difluoromethyl, trifluoromethyl, 2-chloroethyl, 2,2, 2-trifluoroethyl, hydroxymethyl,
benzyl, naphthyl
Furyl radical
Pyridyl radical
Pyrimidinyl radicals
And thiazolyl which is unsubstituted or substituted by chlorine
Thienyl unsubstituted or substituted by fluorine
Unsubstituted or substituted by methyl or fluorine
Phenyl unsubstituted or substituted with at least one group selected from methyl, trifluoromethyl, chlorine and methoxy;
y represents NH2、
The salts are alkali metal salts (such as sodium, lithium, potassium, cesium and rubidium), alkaline earth metal salts (such as calcium, magnesium, barium and strontium) and salts of metals such as antimony, bismuth, cadmium, cerium, chromium, cobalt, scandium, titanium, manganese, copper, iron, silver, gold, zinc, aluminum, etc., amine salts such as ammonium salt, tetramethylammonium salt, tetraethylammonium salt, tetrapropylammonium salt, tetrabutylammonium salt, N-hexadecyltrimethylammonium salt, N-benzyltrimethylammonium salt, benzyltriethylammonium salt, choline salt, monomethylamine salt, dimethylamine salt, trimethylamine salt, monoethylamine salt, diethylamine salt, triethylamine salt, N-propylamine salt, dipropylamine salt, tripropylamine salt, monoisopropylamine salt, diisopropylamine salt, triisopropylamine salt, N-butylamine salt, dibutylamine saltTributylamine salt, isobutylamine salt, tert-butylamine salt, pentylamine salt, hexylamine salt, heptylamine salt, octylamine salt, dodecylamine salt, tetradecylamine salt, diallylamine salt, cyclohexylamine salt, cyclododecylamine salt, aniline salt, o-toluidine salt, m-toluidine salt, p-toluidine salt, diphenylamine salt, benzylamine salt, monoethanolamine salt, N-methylmonoethanolamine salt, N-dimethylethanolamine salt, N-ethylmonoethanolamine salt, N-diethylethanolamine salt, N-propylmonoethanolamine salt, N-di-N-propylethanolamine salt, N-butylmonoethanolamine salt, diethanolamine salt, N-methyldiethanolamine salt, N-ethyldiethanolamine salt, N-propyldiethanolamine salt, N-butyldiethanolamine salt, N-dibutylethanolamine salt, octylamine salt, dodecylamine salt, tetradecylamine salt, diallylamine salt, cyclohexylamine salt, cyclododecylamine salt, aniline salt, o-toluidine salt, m-, Triethanolamine salt, triisopropanolamine salt, tris (2-hydroxypropyl) amine salt, diglycolamine salt, polyamine salt (such as hexamethylenetetramine salt, ethylenediamine salt, diethylenetriamine salt, dimethylaminopropylamine salt, 1, 2-propylenediamine salt, triethylenediamine salt, triethylenetetramine salt, benzidine salt, N-bis [ aminopropyl ] amine]Methylamine salt), 2-methylthiopropylamine salt, 2-butoxyethylamine salt, AEPD
Salt, tris (hydroxymethyl) aminomethane
Salts, morpholine salts, N-methylmorpholine salts, piperidine salts, pyridine salts, aminopropylmorpholine
Salt, Jeff amine D-230(
n is 2 or 3) salts, salts of 2,4, 6-tris (dimethylaminomethyl) phenol and sodium hydroxide, sulfonium salts such as alkylsulfonium salts (e.g., trimethylsulfonium salt, triethylsulfonium salt), alkylsulfonium oxide salts, phosphonium salts such as alkylphosphonium salts or alkylol phosphonium salts;
x in the I-1 represents O or S;
m represents methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butylAlkyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, octadecyl, trifluoromethyl, pentafluoroethyl, 3-chlorobutyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2, 2-difluoroethyl, 2,2, 2-trifluoroethyl, 4,4, 4-trifluorobutyl, 2,2,3,3, 3-pentafluoropropyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, allyl, 2-propynyl, methoxy, ethoxycarbonyl, methylsulfonyl,
tetrahydrofuranyl group
Tetrahydrofuryl methylene radical
Pyridyl radical
Pyridylmethylene
Naphthyl radical
Naphthyl methylene
Furyl radical
Furyl methylene group
Thienyl radical
Thienyl methylene group
And unsubstituted or methyl-substituted
Phenyl which is unsubstituted or substituted by methyl, dimethylamino, chloro, methoxy, trifluoromethyl or isopropyl, benzyl which is unsubstituted or substituted by trifluoromethyl, bromo, chloro, fluoro, methoxy, cyano or methyl;
r' represents hydrogen, methyl, ethyl, difluoromethyl.
More preferably, the active ingredient a is selected from one or more of the following compounds:
the preparation method of the active ingredient A comprises the following steps:
reacting a compound shown in a general formula III with a compound shown in a general formula II to obtain a compound shown in a general formula I-1-1; the reaction equation is as follows:
wherein W represents hydrogen or an alkali metal, preferably K, Na; hal represents halogen, preferably Br, Cl; the reaction is carried out in the presence of a catalyst and a solvent, preferably, the catalyst is TBAB and the solvent is one or more combination of DCM, DCE, ACN, THF and DMF.
Reacting a compound shown as a general formula I-1-1 in the presence of a lithium hydroxide aqueous solution and a solvent to prepare a compound shown as a general formula I; the reaction equation is as follows:
preferably, the solvent is selected from one or more of methanol, ethanol and isopropanol.
Reacting the compound shown in the general formula I with M-SH to obtain a compound shown in the general formula I-1-2; the reaction equation is as follows:
wherein the reaction is carried out in the presence of a dehydrating agent and a solvent, preferably, the dehydrating agent is DCC, and the solvent is one or more of dichloromethane, dichloroethane, acetonitrile, N-dimethylformamide, N-dimethylacetamide, dimethylsulfoxide, tetrahydrofuran, toluene and xylene.
Or when Y represents NR1R2(R1、R2Not simultaneously hydrogen), the compound shown in the general formula I-2 is added
Or a compound of the formula I-1-3
Reacting with corresponding halide to obtain the product;
among them, the halide is preferably chloride or bromide; the reaction is carried out in the presence of a base and a solvent, wherein the base is one or more than two of sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium bicarbonate and cesium carbonate; the solvent is one or more of THF, 1, 4-dioxane, toluene, 1, 2-dichloroethane, ethyl acetate, acetonitrile, DMF, acetone, dichloromethane and chloroform; a catalyst, preferably DMAP, may also be added during the reaction.
The salt is an agriculturally pharmaceutically acceptable salt, and preferably the R-type pyridyloxy carboxylic acid compound is generated by reacting with a chemically acceptable alkaline compound. The pharmaceutically acceptable salts are easily separated and can be purified by conventional separation methods, such as solvent extraction, dilution, recrystallization, column chromatography, preparative thin layer chromatography, and the like.
Wherein the A, B weight ratio is 1: 100-100: 1 or 1: 50-50: 1; preferably 1: 30-30: 1 or 1: 20-20: 1; more preferably 1: 10-10: 1 or 1: 8-8: 1; more preferably 1:5 to 5:1 or 1:1 to 2: 1.
The weight percentage of A and B in the weeding composition accounts for 1-95% of the total weight, and preferably 10-80%.
The weeding composition also comprises conventional auxiliaries which comprise a carrier and a surfactant.
The term "carrier" herein denotes an organic or inorganic, natural or synthetic substance. They facilitate the application of the active ingredient, the carrier being generally inert and must be agriculturally acceptable, in particular for the treated plant. The carrier may be a solid, such as a clay, natural or synthetic silicate, silica, resin, wax, solid fertilizer, or the like; or liquids such as water, alcohols, ketones, petroleum distillates, aromatic or waxy hydrocarbons, chlorinated hydrocarbons, liquefied gases, etc.
Surfactants may include emulsifying, dispersing or wetting agents, which may be ionic or non-ionic. Examples which may be mentioned are salts of polyacrylic acids, lignosulphonates, salts of phenolsulphonic or naphthalenesulphonic acids, polymers of ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols, in particular alkylphenols or arylphenols, sulphosuccinates, taurine derivatives, in particular taurine alkyl esters, and phosphoric esters of alcohols or polyhydroxyethylated phenols, alkylsulfonates, alkylarylsulphonates, alkylsulfates, lauryl ether sulphates, fatty alcohol sulphates, and sulphated hexadec, heptadeca-and octadecanols and sulphated fatty alcohol glycol ethers, and furthermore condensates of naphthalene or naphthalenesulphonic acids with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol or nonylphenol, alkylphenyl polyglycol ethers, tributylphenyl polyglycol ether, tristearylphenyl polyglycol ether, polystearylphenyl polyglycol ether, Alkylaryl polyether alcohols, alcohol and fatty alcohol/ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, lignosulfite waste liquors, and also proteins, denatured proteins, polysaccharides (e.g. methylcellulose), hydrophobically modified starches, polyvinyl alcohols, polycarboxylates, polyalkoxylates, polyvinylamines, polyvinylpyrrolidone and copolymers thereof. At least one surfactant is required to be present to facilitate dispersion of the active ingredients in water and to facilitate their proper application to the plant.
The compositions may also contain various other components such as protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants, and polymers.
In addition, the composition of the present invention can be mixed with the following active substances, for example, known substances in "the world Wide Specification of New agricultural chemical products", the Chinese agricultural science and technology Press, 2010.9 and the references cited therein. For example, herbicidal active substances mentioned below (remarks: the name of the compound, or the generic name according to the International organization for standardization (ISO), or the chemical name, when appropriate with a code), acetochlor, butachlor, alachlor, propisochlor, metolachlor, s-metolachlor, pretilachlor, propachlor, butachlor, napropamide, R-laevo-napropamide, propanil, mefenacet, diphenoyl-oxamide, diflufenican, flumetsulam, bebutamid, dimethenamid, ethoxybenclamide, flufenacet, methoxyfenacet, metazachlor, isooxachlor, lofluvalinate, dimethenamid, butachlor, propisochlor, mefenamid, flucetochlor, propyzamide, dimethenamid, Terbutamid, dimethenamid, dimethachlor, norfluramine, trifoliamine, chlorantraniliprole, propyzamide, penflufen, napropamide, acetometazachlor, naproxen, fenacet, pyraflufen, metolachlor, clofenamide, butachlor, butamidin, fluazinam, atrazine, simazine, prometryn, cyanazine, simetryn, ametryn, prometryn, ipretryn, fluroxypyr, terbutryn, terbutazine, triazineon, cyhalofop, ganciclovir, prometryn, simazine, triazazine, dimethametrazine, isopentetryn, cycloprozine, terbutryn, sec-butyn, terbutaline, terbutryn, metolachlor, cyhalofop, metolachlor, prometryn, simazine, atrazine, dimethametryn, dimethametin, terbutryn, metolachlor, dimethachlor, dimethozin, atrazine, metolachloraz, metolachlor, metolac, Cyanuric acid, Indaziflam, chlorsulfuron, metsulfuron, bensulfuron-methyl, chlorimuron-ethyl, tribenuron-methyl, thifensulfuron-methyl, pyrazosulfuron-ethyl, mesosulfuron-methyl, iodosulfuron-methyl sodium, formamidosulfuron, cinosulfuron, triasulfuron, sulfometuron-methyl, nicosulfuron, ethametsulfuron-methyl, amidosulfuron, ethoxysulfuron, cyclosulfamuron-methyl, rimsulfuron, azimsulfuron-methyl, monosulfuron-methyl, primisulfuron-methyl, flusulfuron-methyl, flazasulfuron-methyl, propsulfuron-methyl, prosulfuron-methyl, trifloxysulfuron, triflusulfuron-methyl, metsulfuron-methyl, primisulfuron-methyl, propulsulfuron-methyl, propaferon-methyl, triflusulfuron-methyl, sulfometuron-methyl, pyrisulfuron-methyl, propalis-ethyl, thiuron-methyl, sulfometuron-methyl, sulfometuron-ethyl, sulfometuron-ethyl, sulfofluridone, sulfometuron-ethyl, sulfofluridone, sulfometuron, sulfo, Dicumyl ether, aclonifen, ethoxyfen-ethyl, bifenox, trifluoromethoxyfen, metoxyfen, trifluornitrofen, fluoroglycofen, fluridone, bifenox, dimethofen, fluazifop-butyl, Halosafen, chlortoluron, isoproturon, linuron, diuron, fenpropuron, fluometuron, methabenzthiazuron, benzuron, sulfosulfuron, clofenuron, tebuthiuron, clodinuron, meturon, metoxuron, bromuron, metoxuron, meturon, metoxuron, metoron, Betalain, asulam, tefurazol, avenacalin, anilazine, chlorpropham, dichlofenamate, imazalil, cloropham, Carboxazole, chlorerprocarb, Fenasulam, BCPC, CPPC, Carbasulam, buticarb, thiobencarb, dimethenate, triallate, dichloropetalum, ethiofen, prosulfocarb, cloquintocet, prosulfocarb, dichloropetalum, dichloropetalate, dichloropetal, 2-methyl-4-chloropropionate, 2-methyl-4-chlorobutyric acid, 2,4, 5-nasal discharge propionic acid, 2,4, 5-nasal discharge butyric acid, 2-methyl-4-chloroamine salt, dicamba, woollen boom, varparvax, cypress, triclosan, dichlorfenamic acid, metoclopramide, diclofop-p-ethyl, haloxyfop-methyl, haloxyfop-ethyl, quizalofop-p-ethyl, fenoxaprop-p-ethyl, cyhalofop-butyl, fenoxaprop-p-ethyl, cloroph-ethyl, haloxyfop-ethyl, trifoliate-ethyl, clomazone, paraquat, dixyl, asulam, flutolon, isoproturon, chlorothalofop-ethyl, cyhalofop-p-ethyl, propafen-ethyl, butyfen-ethyl, fluroxypyr, metalaxyl, propafen, propaferin, propafen, glyphosate, anilofos, glufosinate, sulfosate, piperaphos, bialaphos, bensulide, imazapyr, mepyrazine, varroa, amifostine, glufosinate, imazethapyr ammonium salt, imazethapyr, imazamethabenz ester, fluroxypyr, isooctyl fluroxypyr, clopyralid, picloram, triclopyr, dithiopyr, haloxyfen, triclopyr, thiazopyr, flurazinone, aminopyralid, flurazone, diflufenzopyr, butoxyethyl triclopyr, ciodinate, sethoxydim, clethodim, thiacet, sethoxydim, clethodim, carfenflurazone, buthiazole, metribuzin, carfenflurazone, metamitron, fenflurazone, fenpyr, benzone, iodoxynil, bromoxynil, isoflurazone, isofluroxypyr, bensulam, isofluroxypyr, clomazone, ioxynil, dichlobenil, tolfenacet, pyraclonil, Iodobonil, flumetsulam, florasulam, penoxsulam, sulfentrazone, cloransulam, diclosulam, pyroxsulam, fluralin, bispyribac, pyribenzoxim, pyriminobac-methyl, pyrithiobac-methyl, bicyclosulfuron, mesotrione, Tembotrione, Tefuryltrione, Bicyclopyrone, ketoxydipradox, isoxaflutole, fenoxasulfolane, Methiozolin, isopyrafen, pyraflufen, pyraflutole, pyrazotocide, pyraclonil, pyraclofenacetone, flumetsulcotrione, flumetsulam, fenflurazole, fentrazachlor, amicarbazone, fentrazachlor, pyrazachlor, pyraclonil, flumicloram, flumioxazone, fenflurazole, flumicloram, bexapyroxadim, flumicloram, bexadim, flumicloram, benfluroram, flumicl, Phthalidyl ether, Flumezin, pentachlorophenol (sodium), dinol, terbenol, terbutal, pendimethalin, dinitrophenol, chloronitrophenol, dimethomorph, oxadiargyl, oxadiazon, pentoxazone, flumetsulam, mefenoxaprop-p-ethyl, tetrazolyl amine, fluridazin, oxamyl, bromamine, dimethenamid, pyridaben, pyridate, pyrirfalol, quinclorac, bentazone, pyridate, oxaziclorac, benazolin, clomazone, clomeptyl, isoprox, iprodione, propamocarb, cumylfen, indoxacarb, sodium chlorate, dalton, dalapon, trichloroacetic acid, monochloroacetone, hexachloroacetone, tetrafluoropropionic acid, pasture, bromophenol oxime, triazoxide, fentrazol, furamethon, fursulam, ethon, benfurazolin, pyrimethanil, clorac, clodinafop, clorac, cumquat, cumarone, clorac, Thidiazuron, alantin, hydroxybenone, metophenone, saflufenacil, dichlorophosphoric, trichloropropionic acid, Alorac, Diethamquat, Etnipromid, Iphridam, Ipfancarbazone, Thiencarbazone-methyl, Pyrimisulfan, Chlorflurflurazone, Tripropindan, Sulglycapin, Sumbelanoline, Campandichlor, Cytopyrimidic acid, thiocyananilide, clethodim, fenclorim, cloquintocet, mequintocet, oxaziclomex, oxabetrinil, pyroxaglim, furazolidone, imazaquin, isoxadifen, dichlormid, halauxin, halauxifen, DOWF, UBH-509, D489, LS 82-556, KPP-300, NC-324, NC-330, KH-218, DPX-N8189, SC-0744, DOWCO535, DK-8910, V-53482, PP-600, MBH-001, KIH-9201, ET-751, KIH-6127 and KIH-2023.
The herbicidal composition further comprises at least one safener selected from the group consisting of:
a) dichlorophenyl pyrazoline-3-carboxylic acid (S1) compounds, preferred compounds are, for example, ethyl 1- (2, 4-dichlorophenyl) -5- (ethoxycarbonyl) -5-methyl-2-pyrazoline-3-carboxylate (S1-1 mefenpyr-diethyl, PM, p. 594-595), and related compounds described, for example, in WO91/07874 and PM (p. 594-595).
b) Dichlorophenyl pyrazole carboxylic acid derivatives, preferred compounds are, for example, ethyl 1- (2, 4-dichlorophenyl) -5-methylpyrazole-3-carboxylate (S1-2), ethyl 1- (2, 4-dichlorophenyl) -5-isopropylpyrazole-3-carboxylate (S1-3), ethyl 1- (2, 4-dichlorophenyl) -5- (1, 1-dimethyl-ethyl) pyrazole-3-carboxylate (S1-4), ethyl 1- (2, 4-dichlorophenyl) -5-phenylpyrazole-3-carboxylate (S1-5), and related compounds as described in EP-A-333131 and EP-A-269806.
c) Triazole carboxylic acids (S1) and preferred compounds are, for example, fenchlorazole (fenchlorazole), i.e. ethyl 1- (2, 4-dichlorophenyl) -5-trichloromethyl- (1H) -1,2, 4-triazole-3-carboxylate (S1-6) and related compounds (see EP-A-174562 and EP-A-346620).
d) 5-benzyl-or 5-phenyl-2-isoxazoline-3-carboxylic acids or 5, 5-diphenyl-2-isoxazoline-3-carboxylic acids, preferred compounds being, for example, ethyl 5- (2, 4-dichlorobenzyl) -2-isoxazoline-3-carboxylate (S1-7) or ethyl 5-phenyl-2-isoxazoline-3-carboxylate (S1-8) and related compounds described in WO91/08202, or ethyl 5, 5-diphenyl-2-isoxazoline-3-carboxylate (S1-9, isoxadifen-ethyl)) or 5 described in the patent application (WO-A-95/07897), n-propyl 5-diphenyl-2-isoxazoline-3-carboxylate (S1-10) or ethyl 5- (4-fluorophenyl) -5-phenyl-2-isoxazoline-3-carboxylate (S1-11).
e) 8-Quinolinyloxyacetic acids (S2) of the class of compounds, preferably 1-methylhexan-1-yl (5-chloro-8-quinolinyloxy) acetate (S2-1, cloquintocet-mexyl), such as PM (p. 195-), (1, 3-dimethylbut-1-yl) (5-chloro-8-quinolinyloxy) acetate (S2-2), 4-allyloxybutyl (5-chloro-8-quinolinyloxy) acetate (S2-3), 1-allyloxypropan-2-yl (5-chloro-8-quinolinyloxy) acetate (S2-4), (ethyl 5-chloro-8-quinolinyloxy) acetate (S2-5), (methyl 5-chloro-8-quinolinyloxy) acetate (S2-6), allyl (5-chloro-8-quinolinyloxy) acetate (S2-7), 2- (2-propyleneiminoyloxy) -1-ethyl (5-chloro-8-quinolinyloxy) acetate (S2-8), 2-oxopropan-1-yl (5-chloro-8-quinolinyloxy) acetate (S2-9), and related compounds described in EP-A-86750, EP-A-94349 and EP-A-191736 or EP-A-0492366.
f) (5-chloro-8-quinolinoxy) propanedioic acid-based compounds, preferred compounds are, for example, diethyl (5-chloro-8-quinolinoxy) malonate, (diallyl (5-chloro-8-quinolinoxy) malonate, (methylethyl (5-chloro-8-quinolinoxy) -malonate and related compounds described in EP-A-0582198.
g) Phenoxyacetic acid, phenoxypropionic acid or aromatic carboxylic acids, such as 2, 4-dichlorophenoxyacetic acid (and esters) (2,4-D), 4-chloro-2-methylphenoxypropionate (2-methyl-4-chloropropionic acid (mecoprop)), MCPA or 3, 6-dichloro-2-methoxybenzoic acid (and esters) (dicamba).
h) Pyrimidines, such as fenclorim (PM, page 386-387) (═ 4, 6-dichloro-2-phenylpyrimidine),
i) dichloroacetamide-based active compounds, which are frequently used as pre-emergence safeners (soil-working safeners), for example "dichloroallylamine (dichlormid)" (PM, page 270-271) (═ N, N-diallyl-2, 2-dichloroacetamide), "AR-29148" (-3-dichloroacetyl-2, 2, 5-trimethyl-1, 3-oxazolidinone from Stauffer), "benoxacor" (PM, page 74-75) (-4-dichloroacetyl-3, 4-dihydro-3-methyl-2H-1, 4-benzoxazine), "APPG-1292" (-N-allyl-N [ (1, 3-dioxolan-2-yl) -methyl ] dichloroacetamide, from PPG Industries), "ADK-24" (═ N-allyl-N- [ (allylaminocarbonyl) -methyl ] -dichloroacetamide, from Sagro-Chem), "AAD-67" or "AMON 4660" (═ 3-dichloroacetyl-1-oxa-3-aza-spiro [4,5] decane, from nitrkemia or Monsanto), "diclonon" or "ABAS 145138" or "ala b 145138" (═ 3-dichloroacetyl-2, 5, 5-trimethyl-1, 3-diazabicyclo [4.3.0] nonane, from BASF), and "furilazol" or "AMON 13900" (see PM, 482-483) ((RS) -3-dichloroacetyl-5- (2-furyl) -2, 2-dimethyloxazolidinone),
j) dichloroacetone derivative-based active compounds, for example, "AMG 191" (CAS registry No. 96420-72-3) (═ 2-dichloromethyl-2-methyl-1, 3-dioxolane, available from Nitrokemia),
k) oxyimino compounds as active compounds, which are referred to as seed dressing materials, for example "oxabetrinil" (PM, page 689) (═ Z) -1, 3-dioxolan-2-ylmethoxyimino (phenyl) acetonitrile), which in seed dressing is referred to as safener in order to prevent damage to metolachlor (metallachlor), "fluoroxyfen" (PM, page 467 468) (═ 1- (4-chlorophenyl) -2,2, 2-trifluoro-1-ethanone O- (1, 3-dioxolan-2-ylmethyl) -oxime, which in seed dressing is referred to as safener in order to prevent damage to metolachlor (metallachlor), and "cyanohydrin" or "a-CGA-43089" (PM, page 983) ((Z) -cyanomethoxyimino (phenyl) acetonitrile), which is called safener in seed dressing, to prevent the damage of metolachlor (metolachlor),
l) Thiazolecarboxylic acid ester active compounds, which are known as seed dressing materials, for example "flurazon" (PM, p. 450. 451), (-2-chloro-4-trifluoromethyl-1, 3-thiazole-5-carboxylic acid benzyl ester), which are known as safeners in seed dressing to prevent damage to alachlor (alachlor) and metolachlor,
m) active compounds of the naphthalenedicarboxylic acid derivative class, which are known as seed dressings, for example "naphthalic anhydride" (PM, pp 1009-1010) (═ 1, 8-naphthalic anhydride), which are known as safeners in corn seed dressings to prevent damage to thiocarbamate herbicides,
n) chromanoic acid derivatives such as "ACL 304415" (CAS registry No. 31541-57-8) (═ 2-84-carboxychroman-4-yl) acetic acid available from american cyanamid),
o) active compounds which, in addition to herbicidal action on harmful plants, also have safener action on plants, for example "penetryn (dimerate)" or "AMY-93" (PM, p.302-303) (═ S-1-methyl-1-phenylethylpiperidine-1-thiocarboxylate), "diuron (daimuron)" or "ASK 23" (PM, p.247) (═ 1- (1-methyl-1-phenylethyl) -3-p-tolylureｃA), "cumyluron (cumyluron)", "jc-940" ((3- (2-chlorophenylmethyl) -1- (1-methyl-1-phenyl-ethyl) ureｃA, see JP- ｃA-60087254), "benzophenone (methoxyphenon)" or "ANK 049" (═ 3,3' -dimethyl-4-methoxy-benzophenone), "CSB" (═ 1-bromo-4- (chloromethylsulfonyl) benzene) (CAS registry No. 54091-06-4, available from Kumiai).
The safener is preferably one or more of isoxadifen (CAS: 163520-33-0), cyprosulfamide (CAS: 221667-31-8), mefenpyr (CAS: 135590-91-9), cloquintocet (CAS: 99607-70-2), gibberellic acid (CAS: 7-06-5), furilazole (CAS: 121776-33-8) and metacamifen (CAS: 129531-12-0).
In the context of the present specification, if the abbreviated forms of the common name of the active compounds are used, all customary derivatives, such as esters and salts, and also isomers, in particular optical isomers, in particular one or more commercially available forms, are included in each case. If the generic name denotes esters or salts, all other customary derivatives, such as other esters and salts, free acids and neutral compounds, and also isomers, in particular optical isomers, in particular one or more commercially available forms, are also included in each case. The chemical name given for a compound means at least one compound covered by the generic name, with compounds generally being preferred. In the case of sulfonamides, such as sulfonylureas, salts also include those formed by exchange of cations with hydrogen atoms in the sulfonamide group. For example, 2-methyl-4-chloro derivatives include, but are not limited to: 2 methyl 4 chloro sodium salt, potassium salt, dimethyl ammonium salt, isopropyl amine salt, etc., and 2 methyl 4 chloromethyl ester, ethyl ester, isooctyl ester, ethyl thioester, etc.; 2,4-D derivatives include, but are not limited to: 2,4-D salts such as sodium salt, potassium salt, dimethylammonium salt, triethanolamine salt, isopropylamine salt, choline and the like, and 2,4-D esters such as methyl ester, ethyl ester, butyl ester, isooctyl ester and the like.
In the context of the present invention, the salts of the compounds are preferably in the form of the respective alkali metal, alkaline earth metal or ammonium salts, preferably in the form of the respective alkali metal salts, more preferably in the form of the respective sodium or potassium salts, most preferably in the form of the respective sodium salts.
The compositions of the present invention may be diluted or used directly by the user prior to use. The formulation can be prepared by conventional processing methods, i.e., mixing the active substance with a liquid solvent or solid carrier, and adding one or more surfactants such as dispersants, stabilizers, wetting agents, binders, defoamers, etc.
The specific preparation of the weeding composition is dispersible oil suspending agent, water suspending agent, suspending emulsion, wettable powder, missible oil, water dispersible granule (dry suspending agent), emulsion in water and microemulsion.
In short, the compositions of the present invention may be mixed with solid and liquid additives conventionally used in prior art formulations.
In addition, the compositions according to the invention can be applied by spraying to the foliage of the plants to be treated, i.e. to the weeds, in particular to surfaces infested or susceptible to infestation by weeds.
Further, the invention also provides an application of the weeding composition in weed control; and to provide a method of controlling unwanted plant growth comprising applying the herbicidal composition to a plant, part of a plant, plant seed, or area where a plant is growing. Preferably, the herbicidal compositions are used to selectively control weeds in crops of useful plants, more preferably, the useful plants are transgenic plants or plants treated with genome editing techniques.
The compounds of the invention can be used for the treatment of all plants and plant parts. Plant varieties and cultivars can be obtained by conventional propagation and breeding methods or by genetic engineering methods. Genetically modified plants (transgenic plants) are those in which a heterologous gene (transgene) has been stably integrated into the genome of the plant. A transgene defined by its specific location in the plant genome is referred to as a transformation event or transgenic event.
Plant cultivars that have been genetically modified to be treated according to the invention include those resistant to one or more biotic stresses (pests such as nematodes, insects, mites, fungi, etc.) or abiotic stresses (drought, low temperature, soil salinization, etc.), or which comprise other desirable characteristics. Plants can be genetically modified to exhibit traits such as herbicide tolerance, insect tolerance, modified oil characteristics, or drought tolerance. Useful genetically modified plants comprising a single genetic transformation event or a combination of transformation events are listed in table 1. Additional information regarding the genetic modifications listed in table 1 can be obtained, for example, from publicly available databases maintained by the U.S. department of agriculture.
The following abbreviations T1 to T37 are used for the traits of table 1. "-" indicates that the entry is not available.
TABLE 1 genetically modified plants
Argentina brassicae napus (Brassica napus)), pakchoi brassicae (turnip (b.rapa)), and eggplant.
When the herbicidal composition of the present invention is applied, an unexpected synergistic effect is obtained, and the herbicidal activity is more remarkable than the expected sum of the activities using individual herbicides, and the activities of the individual herbicides. The synergistic effect is manifested by reduced application rates, a broader spectrum of weed control, and a faster and longer lasting herbicidal action, which are desirable in the practice of weed control. These new compositions are clearly superior to existing herbicides in terms of the properties described, achieving reduced use and being more environmentally friendly.
The synergistic herbicidal composition of the invention also has the following advantages:
(1) the composition of the invention is environment-friendly and is easy to degrade in the environment.
(2) The weeding composition has low cost and convenient use, and has great economic and social benefits when being popularized and applied.
Detailed Description
The following examples are not intended to limit the invention, but merely to illustrate how the invention may be carried out. These examples show particularly significant effectiveness against certain weeds. Examples are as follows:
A) examples of the embodiments
1. 10% penoxsulam A1 dispersible oil suspension (2+8)
2 percent of penoxsulam, 8 percent of A1, 5 percent of calcium dodecyl benzene sulfonate, 7 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 5 percent of 200# solvent oil, 2.5 percent of organic bentonite, 1.5 percent of fumed silica and methyl oleate
2. 12% penoxsulam A2 dispersible oil suspension (2+10)
2 percent of penoxsulam, 10 percent of A2, 5 percent of calcium dodecyl benzene sulfonate, 7 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 5 percent of 200# solvent oil, 2.0 percent of organic bentonite, 1.5 percent of fumed silica and methyl oleate
3. 14% penoxsulam A4 dispersible oil suspension (2+12)
2 percent of penoxsulam, 12 percent of A4, 5 percent of calcium dodecyl benzene sulfonate, 7 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 5 percent of 200# solvent oil, 2.0 percent of organic bentonite, 1.5 percent of fumed silica and methyl oleate
4. 10% Bispyribac-sodium A1 dispersible oil suspending agent (2+8)
2 percent of bispyribac-sodium, 8 percent of A1, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil-polyoxyethylene ether, 5 percent of 200# solvent oil, 2.5 percent of organic bentonite, 1.5 percent of fumed silica and methyl oleate
5. 12% Bispyribac-sodium A2 dispersible oil suspension agent (2+10)
2% bispyribac-sodium, 10% A2, 6% calcium dodecylbenzene sulfonate, 8% fatty alcohol-polyoxyethylene ether, 4% castor oil-polyoxyethylene ether, 5% 200# solvent oil, 2.0% organobentonite, 1.5% fumed silica and methyl oleate
6. 14% Bispyribac-sodium A4 dispersible oil suspension agent (2+12)
2% bispyribac-sodium, 12% A4, 6% calcium dodecylbenzene sulfonate, 8% fatty alcohol-polyoxyethylene ether, 4% castor oil-polyoxyethylene ether, 5% 200# solvent oil, 2.0% organobentonite, 1.5% fumed silica and methyl oleate
7. 10% pyrazosulfuron-ethyl A1 dispersible oil suspending agent (2+8)
2% pyrazosulfuron-ethyl, 8% A1, 1% urea, 6% calcium dodecylbenzenesulfonate, 8% fatty alcohol-polyoxyethylene ether, 4% castor oil-polyoxyethylene ether, 2.5% organobentonite, 1.5% fumed silica and methyl oleate
8. 12% pyrazosulfuron-ethyl A2 dispersible oil suspension agent (2+10)
2% pyrazosulfuron-ethyl, 10% A2, 1% urea, 6% calcium dodecylbenzenesulfonate, 8% fatty alcohol-polyoxyethylene ether, 4% castor oil-polyoxyethylene ether, 2.0% organobentonite, 1.5% fumed silica and methyl oleate
9. 14% pyrazosulfuron-ethyl A3 dispersible oil suspension agent (2+12)
2% pyrazosulfuron-ethyl, 12% A3, 1% urea, 6% calcium dodecylbenzenesulfonate, 8% fatty alcohol-polyoxyethylene ether, 4% castor oil-polyoxyethylene ether, 2.0% organobentonite, 1.5% fumed silica and methyl oleate
10. 12% nicosulfuron A1 dispersible oil suspending agent (4+8)
4 percent of nicosulfuron, 8 percent of A1, 1 percent of urea, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil-polyoxyethylene ether, 2.2 percent of organic bentonite, 1.5 percent of fumed silica and methyl oleate
11. 14% nicosulfuron A2 dispersible oil suspending agent (4+10)
4 percent of nicosulfuron, 10 percent of A2, 1 percent of urea, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil-polyoxyethylene ether, 2.0 percent of organobentonite, 1.5 percent of fumed silica and methyl oleate
12. 16% nicosulfuron A4 dispersible oil suspending agent (4+12)
4 percent of nicosulfuron, 12 percent of A4, 1 percent of urea, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil-polyoxyethylene ether, 1.8 percent of organobentonite, 1.5 percent of fumed silica and methyl oleate
13. 8.3% florasulam A1 dispersible oil suspension (0.3+8)
0.3 percent of florasulam, 8 percent of A1, 1 percent of urea, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of sorbitan fatty acid ester polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.5 percent of organic bentonite, 1.5 percent of fumed silica and methyl oleate
14. 10.3% florasulam-A2 dispersible oil suspension (0.3+10)
0.3 percent of florasulam, 10 percent of A2, 1 percent of urea, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of sorbitan fatty acid ester polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.2 percent of organic bentonite, 1.5 percent of fumed silica and methyl oleate
15. 12.3% florasulam A3 dispersible oil suspension (0.3+12)
0.3 percent of florasulam, 12 percent of A3, 1 percent of urea, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of sorbitan fatty acid ester polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.0 percent of organic bentonite, 1.5 percent of fumed silica and methyl oleate
16. 10% rimsulfuron A1 dispersible oil suspension agent (2+8)
2% of rimsulfuron, 8% of A1, 1% of urea, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 2.5% of organobentonite, 1.5% of fumed silica and methyl oleate
17. 12% rimsulfuron A2 dispersible oil suspension agent (2+10)
2% of rimsulfuron, 10% of A2, 1% of urea, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 2.0% of organobentonite, 1.5% of fumed silica and methyl oleate
18. 14% rimsulfuron A4 dispersible oil suspension agent (2+12)
2% of rimsulfuron, 12% of A4, 1% of urea, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 2.0% of organobentonite, 1.5% of fumed silica and methyl oleate
19. 14% imazethapyr A1 dispersible oil suspending agent (6+8)
6% imazethapyr, 8% A1, 6% calcium dodecylbenzene sulfonate, 8% fatty alcohol-polyoxyethylene ether, 4% castor oil-polyoxyethylene ether, 2.0% organobentonite, 1.5% fumed silica and methyl oleate
20. 16% imazethapyr A2 dispersible oil suspending agent (6+10)
6% imazethapyr, 10% A2, 6% calcium dodecylbenzene sulfonate, 8% fatty alcohol-polyoxyethylene ether, 4% castor oil-polyoxyethylene ether, 2.0% organobentonite, 1.5% fumed silica and methyl oleate
21. 18% imazethapyr A4 dispersible oil suspending agent (6+12)
6% imazethapyr, 12% A4, 6% calcium dodecylbenzene sulfonate, 8% fatty alcohol-polyoxyethylene ether, 4% castor oil-polyoxyethylene ether, 1.8% organobentonite, 1.5% fumed silica and methyl oleate
22. 18% imazapic A1 dispersible oil suspension (10+8)
10% of imazapic, 8% of A1, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 2.0% of organobentonite, 1.5% of fumed silica and methyl oleate
23. 20% imazapic. A2 dispersible oil suspension (10+10)
10% of imazapic, 10% of A2, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 2.0% of organobentonite, 1.5% of fumed silica and methyl oleate
24. 22% imazapic. A4 dispersible oil suspension (10+12)
10% of imazapic, 12% of A4, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 1.8% of organobentonite, 1.5% of fumed silica and methyl oleate
25. 12% imazamox-A1 dispersible oil suspension (4+8)
4% of imazamox, 8% of A1, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 2.2% of organobentonite, 1.5% of fumed silica and methyl oleate
26. 14% imazamox-A2 dispersible oil suspension (4+10)
4% of imazamox, 10% of A2, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 2.0% of organobentonite, 1.5% of fumed silica and methyl oleate
27. 16% imazamox-A4 dispersible oil suspension (4+12)
4% of imazamox, 12% of A4, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 1.8% of organobentonite, 1.5% of fumed silica and methyl oleate
28. 18% sulfometuron-methyl A1 dispersible oil suspension agent (10+8)
10% of sulfometuron-methyl, 8% of A1, 1% of urea, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 2.0% of organic bentonite, 1.5% of fumed silica and methyl oleate
29. 20% sulfometuron-methyl A2 dispersible oil suspending agent (10+10)
10% of sulfometuron-methyl, 10% of A2, 1% of urea, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 1.8% of organic bentonite, 1.5% of fumed silica and methyl oleate
30. 22% sulfometuron-methyl A4 dispersible oil suspension agent (10+12)
10% of sulfometuron-methyl, 12% of A4, 1% of urea, 6% of calcium dodecyl benzene sulfonate, 8% of fatty alcohol-polyoxyethylene ether, 4% of castor oil-polyoxyethylene ether, 1.6% of organic bentonite, 1.5% of fumed silica and methyl oleate
31. 10% cloransulam-A1 dispersible oil suspension concentrate (2+8)
2 percent cloransulam-methyl, 8 percent A1, 6 percent calcium dodecyl benzene sulfonate, 8 percent sorbitan fatty acid ester polyoxyethylene ether, 4 percent castor oil polyoxyethylene ether, 2.5 percent organic bentonite, 1.5 percent fumed silica and methyl oleate
32. 12% cloransulam-A2 dispersible oil suspension concentrate (2+10)
2 percent cloransulam-methyl, 10 percent A2, 6 percent calcium dodecyl benzene sulfonate, 8 percent sorbitan fatty acid ester polyoxyethylene ether, 4 percent castor oil polyoxyethylene ether, 2.2 percent organic bentonite, 1.5 percent fumed silica and methyl oleate
33. 14% cloransulam-A3 dispersible oil suspension concentrate (2+12)
2 percent cloransulam-methyl, 12 percent A3, 6 percent calcium dodecyl benzene sulfonate, 8 percent sorbitan fatty acid ester polyoxyethylene ether, 4 percent castor oil polyoxyethylene ether, 2.0 percent organic bentonite, 1.5 percent fumed silica and methyl oleate
34. 18% Cyhalofop-butyl A1 dispersible oil suspension (10+8)
10% of cyhalofop-butyl, 8% of A1, 6% of calcium dodecyl benzene sulfonate, 8% of sorbitan fatty acid ester polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.0% of organobentonite, 1.5% of fumed silica, 15% of No. 150 solvent oil and methyl oleate
35. 20% cyhalofop-butyl A2 aqueous emulsion (10+10)
10% cyhalofop-butyl, 10% A2, 20% 150# solvent oil, 3.5% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 5% castor oil polyoxyethylene ether, 3% ethylene glycol and deionized water
36. 22% Cyhalofop-butyl A4 dispersible oil suspension (10+12)
10% of cyhalofop-butyl, 12% of A4, 6% of calcium dodecyl benzene sulfonate, 8% of sorbitan fatty acid ester polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.0% of organobentonite, 1.5% of fumed silica, 15% of No. 150 solvent oil and methyl oleate
37. 11% clodinafop-propargyl A1 dispersible oil suspension (3+8)
3 percent of clodinafop-propargyl, 8 percent of A1, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of sorbitan fatty acid ester polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.5 percent of organic bentonite, 2.0 percent of fumed silica, 15 percent of No. 150 solvent oil and methyl oleate
38. 13% clodinafop-propargyl A2 aqueous emulsion (3+10)
3% clodinafop-propargyl, 10% A2, 15% 150# solvent oil, 5% cyclohexanone, 3.5% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 5% castor oil polyoxyethylene ether, 3% ethylene glycol and deionized water
39. 15% clodinafop-propargyl A3 dispersible oil suspension (3+12)
3 percent of clodinafop-propargyl, 12 percent of A3, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of sorbitan fatty acid ester polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.0 percent of organobentonite, 1.5 percent of fumed silica, 15 percent of No. 150 solvent oil and methyl oleate
40. 13% pinoxaden-A1 aqueous suspension (5+8)
5% pinoxaden, 8% A1, 5% polycarboxylate, 2% propylene glycol front polyether, 2% fatty alcohol polyoxyethylene ether, 0.2% xanthan gum, 2.0% magnesium aluminum silicate, 3% ethylene glycol, 0.1% silicone defoamer and deionized water to complement
41. 15% pinoxaden-A2 emulsifiable concentrate (5+10)
5% pinoxaden, 10% A2, 15% tetrahydrofurfuryl alcohol, 1% triphenyl phosphate, 5% calcium dodecylbenzene sulfonate, 3.5% phenethylphenol polyoxyethylene ether, 5% castor oil polyoxyethylene ether and 150# solvent oil
42. 17% pinoxaden A3 dispersible oil suspension (5+12)
5 percent pinoxaden, 12 percent A3, 6 percent calcium dodecyl benzene sulfonate, 8 percent sorbitan fatty acid ester polyoxyethylene ether, 4 percent castor oil polyoxyethylene ether, 1.8 percent organic bentonite, 1.5 percent fumed silica, 10 percent 150# solvent oil and methyl oleate
43. 14% clethodim A1 dispersible oil suspension agent (6+8)
6 percent of clethodim, 8 percent of A1, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of sorbitan fatty acid ester polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.0 percent of organobentonite, 1.5 percent of fumed silica, 5 percent of No. 150 solvent oil and methyl oleate
44. 16% clethodim A2 missible oil (6+10)
6 percent of clethodim, 10 percent of A2, 4 percent of calcium dodecyl benzene sulfonate, 4 percent of phenethyl phenol polyoxyethylene ether, 4 percent of fatty alcohol polyoxyethylene ether and 150# solvent oil
45. 18% clethodim A4 dispersible oil suspending agent (6+12)
6 percent of clethodim, 12 percent of A4, 6 percent of calcium dodecyl benzene sulfonate, 9 percent of sorbitan fatty acid ester polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 1.8 percent of organobentonite, 1.5 percent of fumed silica, 5 percent of No. 150 solvent oil and methyl oleate
46. 23% sethoxydim A1 dispersible oil suspension (15+8)
15% of sethoxydim, 8% of A1, 6% of calcium dodecylbenzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.2% of organobentonite, 1.5% of fumed silica, 5% of 150# solvent oil and methyl oleate
47. 25% sethoxydim A2 emulsifiable concentrate (15+10)
15% of sethoxydim, 10% of A2, 4% of calcium dodecyl benzene sulfonate, 6% of phenethyl phenol polyoxyethylene ether, 3% of fatty alcohol polyoxyethylene ether and 150# solvent oil
48. 27% sethoxydim A4 dispersible oil suspension (15+12)
15% of sethoxydim, 12% of A4, 6% of calcium dodecyl benzene sulfonate, 9% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.8% of organobentonite, 1.5% of fumed silica, 5% of 150# solvent oil and methyl oleate
49. 12% quizalofop-p-ethyl A1 dispersible oil suspension (4+8)
4 percent of quizalofop-p-ethyl, 8 percent of A1, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.4 percent of organobentonite, 1.5 percent of fumed silica, 20 percent of 150# solvent oil and methyl oleate
50. 14% quizalofop-p-ethyl A2 aqueous emulsion (4+10)
4% quizalofop-p-ethyl, 10% A2, 6% cyclohexanone, 20% 150# solvent oil, 3.5% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 4.5% castor oil polyoxyethylene ether, 3% ethylene glycol and deionized water
51. 16% quizalofop-p-ethyl A4 dispersible oil suspending agent (4+12)
4 percent of quizalofop-p-ethyl, 12 percent of A4, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.0 percent of organobentonite, 1.5 percent of fumed silica, 20 percent of 150# solvent oil and methyl oleate
52. 12% fluazifop-p-butyl A1 dispersible oil suspension (4+8)
4 percent of fluazifop-p-butyl, 8 percent of A1, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.4 percent of organobentonite, 1.5 percent of fumed silica, 5 percent of 150# solvent oil and methyl oleate
53. 14% fluazifop-p-butyl A2 aqueous emulsion (4+10)
4 percent fluazifop-p-butyl, 10 percent A2, 20 percent 150# solvent oil, 3.5 percent phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 4.5 percent castor oil polyoxyethylene ether, 3 percent ethylene glycol and deionized water
54. 16% fluazifop-p-butyl A4 dispersible oil suspension (4+12)
4 percent of fluazifop-p-butyl, 12 percent of A4, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.0 percent of organobentonite, 1.5 percent of fumed silica, 5 percent of 150# solvent oil and methyl oleate
55. 12% high-efficiency haloxyfop-A1 dispersible oil suspension agent (4+8)
4 percent of haloxyfop-methyl, 8 percent of A1, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.4 percent of organobentonite, 1.5 percent of fumed silica, 5 percent of 150# solvent oil and methyl oleate
56. 14% high-efficiency haloxyfop-A2 aqueous emulsion (4+10)
4% haloxyfop-R-methyl, 10% A2, 20% 150# solvent oil, 3.5% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 4.5% castor oil polyoxyethylene ether, 3% ethylene glycol and deionized water
57. 16% high-efficiency haloxyfop-A4 dispersible oil suspension agent (4+12)
4 percent of haloxyfop-methyl, 12 percent of A4, 6 percent of calcium dodecyl benzene sulfonate, 8 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 2.0 percent of organobentonite, 1.5 percent of fumed silica, 5 percent of 150# solvent oil and methyl oleate
58. 29% atrazine A1 dispersible oil suspension (25+4)
25% of atrazine, 4% of A1, 4% of calcium dodecyl benzene sulfonate, 8% of sorbitan fatty acid ester polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.0% of organic bentonite, 5% of 150# solvent oil and methyl oleate
59. 30% atrazine A2 dispersible oil suspension (25+5)
25% of atrazine, 5% of A2, 6% of calcium dodecyl benzene sulfonate, 8% of sorbitan fatty acid ester polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.0% of organic bentonite, 0.5% of fumed silica, 5% of No. 150 solvent oil and methyl oleate
60. 31% atrazine A4 dispersible oil suspension (25+6)
25% of atrazine, 6% of A4, 6% of calcium dodecyl benzene sulfonate, 8% of sorbitan fatty acid ester polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 0.8% of organic bentonite, 5% of 150# solvent oil and methyl oleate
61. 29% isoproturon A1 dispersible oil suspension (25+4)
25% isoproturon, 4% A1, 4% calcium dodecylbenzene sulfonate, 8% sorbitan fatty acid ester polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.0% organobentonite, 5% 150# solvent oil and methyl oleate
62. 30% isoproturon A2 dispersible oil suspension (25+5)
25% isoproturon, 5% A2, 6% calcium dodecylbenzene sulfonate, 8% sorbitan fatty acid ester polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.0% organobentonite, 0.5% fumed silica, 5% 150# solvent oil and methyl oleate
63. 31% isoproturon A3 dispersible oil suspension (25+6)
25% isoproturon, 6% A3, 6% calcium dodecylbenzene sulfonate, 8% sorbitan fatty acid ester polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 0.8% organobentonite, 5% 150# solvent oil and methyl oleate
64. 29% chlortoluron A1 dispersible oil suspending agent (25+4)
25% of chlortoluron, 4% of A1, 4% of calcium dodecyl benzene sulfonate, 8% of sorbitan fatty acid ester polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.0% of organic bentonite, 5% of 150# solvent oil and methyl oleate
65. 30% chlortoluron A2 dispersible oil suspending agent (25+5)
25% of chlortoluron, 5% of A2, 6% of calcium dodecyl benzene sulfonate, 8% of sorbitan fatty acid ester polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.0% of organic bentonite, 0.5% of fumed silica, 5% of No. 150 solvent oil and methyl oleate
66. 31% chlortoluron A3 dispersible oil suspending agent (25+6)
25% of chlortoluron, 6% of A3, 6% of calcium dodecyl benzene sulfonate, 8% of sorbitan fatty acid ester polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 0.8% of organic bentonite, 5% of 150# solvent oil and methyl oleate
67. 34% diuron A1 dispersible oil suspending agent (30+4)
30 percent diuron, 4 percent A1, 4 percent calcium dodecyl benzene sulfonate, 8 percent sorbitan fatty acid ester polyoxyethylene ether, 4 percent castor oil polyoxyethylene ether, 0.6 percent organic bentonite, 5 percent 150# solvent oil and methyl oleate
68. 35% diuron A2 dispersible oil suspending agent (30+5)
30 percent diuron, 5 percent A2, 6 percent calcium dodecyl benzene sulfonate, 8 percent sorbitan fatty acid ester polyoxyethylene ether, 4 percent castor oil polyoxyethylene ether, 0.8 percent organic bentonite, 8 percent 150# solvent oil and methyl oleate
69. 36% diuron A4 dispersible oil suspension (30+6)
30 percent diuron, 6 percent A4, 5 percent calcium dodecyl benzene sulfonate, 7 percent sorbitan fatty acid ester polyoxyethylene ether, 4 percent castor oil polyoxyethylene ether, 0.4 percent organic bentonite, 8 percent 150# solvent oil and methyl oleate
70. 48% bentazone A1 water agent (40+8)
40% bentazone, 8% A1, 5% sodium hydroxide, 5% fatty alcohol-polyoxyethylene ether, 15% octyl decyl glucoside and deionized water
71. 25% bentazone A2 dispersible oil suspending agent (20+5)
20% of bentazone, 5% of A2, 6% of calcium dodecyl benzene sulfonate, 8% of sorbitan fatty acid ester polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 0.8% of organic bentonite, 0.8% of fumed silica, 8% of No. 150 solvent oil and methyl oleate
72. 52% bentazone A3 water agent (40+12)
40% bentazone, 12% A3, 5.5% sodium hydroxide, 5% fatty alcohol-polyoxyethylene ether, 15% octyl decyl glucoside and deionized water
73. 20% bromoxynil A1 water agent (12+8)
12% bromoxynil + 8% A1+ 4% sodium hydroxide + 5% fatty alcohol polyoxyethylene ether + 15% octyl decyl glucoside + deionized water
74. 22% bromoxynil A2 emulsifiable concentrate (12+10)
12% of bromoxynil, 10% of A2, 10% of N-octyl pyrrolidone, 3% of calcium dodecyl benzene sulfonate, 5% of fatty alcohol-polyoxyethylene ether, 4% of castor oil polyoxyethylene ether and 150# solvent oil
75. 24% bromoxynil A3 aqueous solution (12+12)
12% bromoxynil, 12% A3, 5% sodium hydroxide, 5% fatty alcohol polyoxyethylene ether, 15% octyl decyl glucoside and deionized water
76. 27% propanil A1 dispersible oil suspension (25+2)
25% propanil, 2% A1, 4% calcium dodecylbenzenesulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 0.6% organobentonite, and methyl oleate
77. 27.5% propanil A2 emulsifiable concentrate (25+2.5)
25 percent of propanil, 2.5 percent of A2, 10 percent of N-octyl pyrrolidone, 10 percent of N, N-dimethyl decanamide, 2 percent of calcium dodecyl benzene sulfonate, 10 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether and 150# solvent oil to complement
78. 28% propanil A4 dispersible oil suspension (25+3)
25% propanil, 3% A4, 5% calcium dodecylbenzenesulfonate, 7% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 0.4% organobentonite, and methyl oleate
79. 17% Cyclopyraflutole-A1 dispersible oil suspension agent (9+8)
9% of bicyclopyrone, 8% of A1, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.5% of organobentonite, 1.5% of fumed silica, 10% of 150# solvent oil and methyl oleate
80. 19% Cyclopyraflutole-A2 dispersible oil suspension agent (9+10)
9% of bicyclopyrone, 10% of A2, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.0% of organobentonite, 2.0% of fumed silica, 10% of 150# solvent oil and methyl oleate
81. 21% Cyclopyraflutole-A3 dispersible oil suspension agent (9+12)
9% of cyflutolanil, 12% of A3, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 1.2% of fumed silica, 10% of 150# solvent oil and methyl oleate
82. 10% Bixaflutole-A1 dispersible oil suspension agent (2+8)
2% of carfentrazone-ethyl, 8% of A1, 0.4% of citric acid, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.5% of organic bentonite, 1.5% of fumed silica, 8% of 150# solvent oil and methyl oleate
83. 12% Bixaflutole-A2 dispersible oil suspension concentrate (2+10)
2% of carfentrazone-ethyl, 10% of A2, 0.4% of citric acid, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.5% of organic bentonite, 1.5% of fumed silica, 8% of 150# solvent oil and methyl oleate
84. 14% Bixaflutole-A3 dispersible oil suspension (2+12)
2% of carfentrazone-ethyl, 12% of A3, 0.4% of citric acid, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 1.2% of fumed silica, 8% of 150# solvent oil and methyl oleate
85. 17% benzoxaflutole-A1 dispersible oil suspension concentrate (9+8)
9% of benzoxaflutole, 8% of A1, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.5% of organobentonite, 1.5% of fumed silica, 5% of 150# solvent oil and methyl oleate
86. 19% benzoxaflutole-A2 dispersible oil suspension agent (9+10)
9% benzoxaflutole, 10% A2, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 2.0% organobentonite, 2.0% fumed silica, 5% 150# solvent oil and methyl oleate
87. 21% benzoxaflutole-A3 dispersible oil suspension concentrate (9+12)
9% of benzoxaflutole, 12% of A3, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 1.2% of fumed silica, 5% of 150# solvent oil and methyl oleate
88. 20% Triazolesulfonylmefone A1 dispersible oil suspension concentrate (12+8)
12% of triazophone, 8% of A1, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.5% of organobentonite, 1.5% of fumed silica, 5% of 150# solvent oil and methyl oleate
89. 22% Triazolesulfonylmefone A2 dispersible oil suspension (12+10)
12% of triazophone, 10% of A2, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.0% of organobentonite, 2.0% of fumed silica, 5% of 150# solvent oil and methyl oleate
90. 24% Triazolesulfonylmefone-A4 dispersible oil suspension (12+12)
12% of triazophone, 12% of A4, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 1.2% of fumed silica, 5% of 150# solvent oil and methyl oleate
91. 14% Furanulone-A1 dispersible oil suspension concentrate (6+8)
6% of benzofuranone, 8% of A1, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.8% of organobentonite, 1.8% of fumed silica, 5% of 150# solvent oil and methyl oleate
92. 16% Furan sulcotrione A2 dispersible oil suspending agent (6+10)
6% of benzofuranone, 10% of A2, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.0% of organobentonite, 2.0% of fumed silica, 5% of 150# solvent oil and methyl oleate
93. 18% Furan sulcotrione A4 dispersible oil suspending agent (6+12)
6% of benzofuranone, 12% of A4, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 1.0% of fumed silica, 5% of 150# solvent oil and methyl oleate
94. 18% mesotrione A1 dispersible oil suspension concentrate (10+8)
10% mesotrione, 8% A1, 0.5% citric acid, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.8% organobentonite, 1.8% fumed silica, 5% 150# solvent oil and methyl oleate
95. 20% mesotrione-A2 dispersible oil suspension concentrate (10+10)
10% mesotrione, 10% A2, 0.5% citric acid, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 2.0% organobentonite, 2.0% fumed silica, 5% 150# solvent oil and methyl oleate
96. 22% mesotrione-A3 dispersible oil suspension concentrate (10+12)
10% mesotrione, 12% A3, 0.5% citric acid, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.2% organobentonite, 1.0% fumed silica, 5% 150# solvent oil and methyl oleate
97. 14% Cyclosultone A1 dispersible oil suspension (6+8)
6% of tembotrione, 8% of A1, 1% of citric acid, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.8% of organobentonite, 1.8% of fumed silica, 5% of 150# solvent oil and methyl oleate
98. 16% Cyclosultone A2 dispersible oil suspension (6+10)
6% of tembotrione, 10% of A2, 1% of citric acid, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.0% of organobentonite, 2.0% of fumed silica, 5% of 150# solvent oil and methyl oleate
99. 18% Cyclosultone A3 dispersible oil suspension (6+12)
6% of tembotrione, 12% of A3, 1% of citric acid, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 1.0% of fumed silica, 5% of 150# solvent oil and methyl oleate
100. 11% topramezone-A1 dispersible oil suspending agent (3+8)
3% topramezone, 8% A1, 0.2% citric acid, 4% calcium dodecylbenzenesulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 2.0% organobentonite, 2.0% fumed silica, 5% 150# solvent oil and methyl oleate
101. 13% topramezone-A2 dispersible oil suspending agent (3+10)
3% topramezone, 10% A2, 0.2% citric acid, 4% calcium dodecylbenzenesulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 2.0% organobentonite, 2.0% fumed silica, 5% 150# solvent oil and methyl oleate
102. 15% topramezone-A3 dispersible oil suspending agent (3+12)
3% topramezone, 12% A3, 0.2% citric acid, 4% calcium dodecylbenzenesulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.5% organobentonite, 1.5% fumed silica, 5% 150# solvent oil and methyl oleate
103. 14% isoxaflutole-A1 dispersible oil suspension (6+8)
6% of isoxaflutole, 8% of A1, 0.5% of citric acid, 4% of calcium dodecylbenzenesulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.8% of organobentonite, 1.8% of fumed silica, 5% of 150# solvent oil and methyl oleate
104. 16% isoxaflutole-A2 dispersible oil suspension (6+10)
6% of isoxaflutole, 10% of A2, 0.5% of citric acid, 4% of calcium dodecylbenzenesulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.0% of organobentonite, 2.0% of fumed silica, 5% of 150# solvent oil and methyl oleate
105. 18% isoxaflutole-A4 dispersible oil suspension (6+12)
6% of isoxaflutole, 12% of A4, 0.5% of citric acid, 4% of calcium dodecylbenzenesulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 1.0% of fumed silica, 5% of 150# solvent oil and methyl oleate
106. 28% Doxosulcotrione A1 dispersible oil suspension concentrate (20+8)
20% benzobicyclon, 8% A1, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.0% organobentonite, 5% 150# solvent oil and methyl oleate
107. 30% Doxosulcotrione-A2 dispersible oil suspension concentrate (20+10)
20% of benzobicyclon, 10% of A2, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 1.2% of fumed silica, 5% of 150# solvent oil and methyl oleate
108. 32% Doxosulcotrione-A4 dispersible oil suspension concentrate (20+12)
20% benzobicyclon, 12% A4, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 0.5% organobentonite, 5% 150# solvent oil and methyl oleate
109. 18% diflufenican A1 dispersible oil suspending agent (10+8)
10% diflufenican, 8% A1, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.2% organobentonite, 1.2% fumed silica, 5% 150# solvent oil and methyl oleate
110. 20% diflufenican A2 dispersible oil suspending agent (10+10)
10% diflufenican, 10% A2, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.5% organobentonite, 1.5% fumed silica, 5% 150# solvent oil and methyl oleate
111. 22% diflufenican A3 dispersible oil suspending agent (10+12)
10% diflufenican, 12% A3, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 0.8% organobentonite, 5% 150# solvent oil and methyl oleate
112. 29% Fluoroxydim A1 dispersible oil suspending agent (25+4)
25% of fluorochloridone, 4% of A1, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.0% of organobentonite, 2.0% of fumed silica, 15% of 150# solvent oil and methyl oleate
113. 60% fluorochloridone-A2 dispersible oil suspending agent (50+10)
50% of flurochloridone, 10% of A2, 6% of calcium dodecyl benzene sulfonate, 8% of castor oil polyoxyethylene ether, 10% of cyclopentanone and 150# solvent oil
114. 31% fluorochloridone-A3 dispersible oil suspending agent (25+6)
25% of fluorochloridone, 6% of A3, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.8% of organobentonite, 1.8% of fumed silica, 15% of 150# solvent oil and methyl oleate
115. 38% clomazone A1 dispersible oil suspension concentrate (30+8)
30% clomazone, 8% A1, 5% calcium dodecylbenzene sulfonate, 6% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 2.5% organobentonite, 2.5% fumed silica, 5% 150# solvent oil and methyl oleate
116. 40% clomazone A2 emulsifiable concentrate (30+10)
30% clomazone, 10% A2, 6% calcium dodecylbenzene sulfonate, 10% castor oil polyoxyethylene ether, 10% ethanol and 150# solvent oil
117. 42% clomazone A4 dispersible oil suspension concentrate (30+12)
30% clomazone, 12% A4, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 2.2% organobentonite, 1.8% fumed silica, 15% 150# solvent oil and methyl oleate
118. 10% carfentrazone-ethyl A1 suspoemulsion (2+8)
2% carfentrazone-ethyl, 8% A1, 3% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 4% isooctanol block polyether, 3% castor oil polyoxyethylene ether, 10% 150# solvent oil, 0.25% xanthan gum, 2.0% magnesium aluminum silicate, 2% ethylene glycol and deionized water
119. 12% carfentrazone-A2 aqueous emulsion (2+10)
2% carfentrazone-ethyl, 10% A2, 3% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 5% castor oil polyoxyethylene ether, 10% 150# solvent oil, 3% ethylene glycol and deionized water
120. 14% carfentrazone-A3 aqueous emulsion (2+12)
2% carfentrazone-ethyl, 12% A3, 3% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 5% castor oil polyoxyethylene ether, 10% 150# solvent oil, 0.25% xanthan gum, 2% ethylene glycol and deionized water
121. 33% fomesafen A1 aqua (25+8)
25% fomesafen + 8% A1+ 4% sodium hydroxide + 5% fatty alcohol polyoxyethylene ether + 15% octyl decyl glucoside + deionized water
122. 35% fomesafen-A2 microemulsion (25+10)
25% fomesafen + 10% A2+ 10% cyclohexanone + 10% ethanol + 6% sodium di-sec-octyl maleate sulfonate + 10% octyl decyl glucoside + deionized water to complement
123. 37% fomesafen A3 aqua (25+12)
25% fomesafen + 12% A3+ 4.5% sodium hydroxide + 5% fatty alcohol polyoxyethylene ether + 15% octyl decyl glucoside + deionized water
124. 9% Fluoroglycofen-A1 dispersible oil suspension (1+8)
1% fluoroglycofen-ethyl, 8% A1, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 2.0% organobentonite, 2.0% fumed silica, 10% 150# solvent oil and methyl oleate
125. 11% Fluoroglycofen-A2 aqueous emulsion (1+10)
1% fluoroglycofen-ethyl, 10% A2, 3% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 4% castor oil polyoxyethylene ether, 10% 150# solvent oil, 0.1% xanthan gum, 2% ethylene glycol and deionized water
126. 13% Acifluorfen-A3 dispersible oil suspension (1+12)
1% fluoroglycofen-ethyl, 12% A3, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 2.0% organobentonite, 1.5% fumed silica, 10% 150# solvent oil and methyl oleate
127. 20% oxyfluorfen A1 dispersible oil suspension (12+8)
12% oxyfluorfen, 8% A1, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 5% oil-soluble polycarboxylate, 1.4% organobentonite, 10% soybean oil and methyl oleate
128. 22% oxyfluorfen-A2 emulsifiable concentrate (12+10)
12% oxyfluorfen, 10% A2, 10% cyclopentanone, 3% calcium dodecylbenzenesulfonate, 4% fatty alcohol-polyoxyethylene ether, 4% castor oil-polyoxyethylene ether, and 150# solvent oil
129. 24% oxyfluorfen A3 dispersible oil suspension (12+12)
12% oxyfluorfen, 12% A3, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 5% oil-soluble polycarboxylate, 1.4% organobentonite, 10% soybean oil and methyl oleate
130. 16% lactofen-A1 dispersible oil suspension (8+8)
8 percent of lactofen, 8 percent of A1, 4 percent of calcium dodecyl benzene sulfonate, 8 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 1.8 percent of organobentonite, 1.8 percent of fumed silica, 5 percent of 150# solvent oil and methyl oleate
131. 18% lactofen-A2 missible oil (8+10)
8 percent of lactofen, 10 percent of A2, 3 percent of calcium dodecyl benzene sulfonate, 6 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil-polyoxyethylene ether and 150# solvent oil
132. 20% lactofen-A3 dispersible oil suspension (8+12)
8 percent of lactofen, 12 percent of A3, 4 percent of calcium dodecyl benzene sulfonate, 8 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 1.6 percent of organobentonite, 1.6 percent of fumed silica, 10 percent of 150# solvent oil and methyl oleate
133. 38% acifluorfen A1 aqua (30+8)
30% acifluorfen, 8% A1, 4.5% sodium hydroxide, 5% fatty alcohol-polyoxyethylene ether, 15% caprylyl glucoside and deionized water to complement
134. 20% acifluorfen A2 dispersible oil suspension (15+5)
15% acifluorfen, 5% A2, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.6% organobentonite, 1.6% fumed silica, 10% 150# solvent oil and methyl oleate
135. 42% acifluorfen A3 aqua (30+12)
30% acifluorfen, 12% A3, 5% sodium hydroxide, 5% fatty alcohol polyoxyethylene ether, 15% caprylyl glucoside and deionized water to complement
136. 14% flumioxazin A1 dispersible oil suspension (6+8)
6% flumioxazin, 8% A1, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.6% organobentonite, 10% soybean oil and methyl oleate
137. 16% flumioxazin A2 emulsifiable concentrate (6+10)
6 percent of flumioxazin, 10 percent of A2, 15 percent of cyclopentanone, 3 percent of calcium dodecyl benzene sulfonate, 4 percent of fatty alcohol-polyoxyethylene ether, 4 percent of castor oil-polyoxyethylene ether and 150# solvent oil
138. 18% flumioxazin A3 dispersible oil suspension (6+12)
6% flumioxazin, 12% A3, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.4% organobentonite, 10% soybean oil and methyl oleate
139. 32% sulfentrazone A1 dispersible oil suspending agent (24+8)
24% of sulfentrazone, 8% of A1, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.3% of organobentonite, 10% of 150# solvent oil and methyl oleate
140. 34% sulfentrazone A2 suspoemulsion (24+10)
24% of sulfentrazone, 10% of A2, 8% of 150# solvent oil, 4% of phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 4% of propylene glycol block polyether, 4% of castor oil polyoxyethylene ether, 0.15% of xanthan gum, 2% of ethylene glycol and deionized water
141. 36% sulfentrazone A4 water suspending agent (24+12)
24% of sulfentrazone, 12% of A4, 4% of phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 3% of naphthalenesulfonate dispersant, 2% of fatty alcohol polyoxyethylene ether, 0.15% of xanthan gum, 1% of magnesium aluminum silicate, 3% of ethylene glycol and deionized water
142. 32% saflufenacil A1 dispersible oil suspending agent (24+8)
24% saflufenacil, 8% A1, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.2% organobentonite, 1.0% fumed silica, 10% 150# solvent oil and methyl oleate
143. 34% saflufenacil A2 suspoemulsion (24+10)
24% saflufenacil, 10% A2, 8% 150# solvent oil, 4% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 4% propylene glycol block polyether, 4% castor oil polyoxyethylene ether, 0.12% xanthan gum, 2% ethylene glycol and deionized water
144. 36% saflufenacil A3 water suspending agent (24+12)
24% saflufenacil, 12% A3, 4% phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 3% naphthalenesulfonate dispersant, 2% fatty alcohol polyoxyethylene ether, 0.15% xanthan gum, 1.2% magnesium aluminum silicate, 3% ethylene glycol and deionized water
145. 24% oxadiazon-A1 dispersible oil suspending agent (20+4)
20% of oxadiazon, 4% of A1, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 1.0% of fumed silica, 10% of 150# solvent oil and methyl oleate
146. 25% oxadiazon-A2 dispersible oil suspending agent (20+5)
20% of oxadiazon, 5% of A2, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.0% of organobentonite, 10% of 150# solvent oil and methyl oleate
147. 26% oxadiazon-A4 dispersible oil suspending agent (20+6)
20% of oxadiazon, 6% of A4, 4% of calcium dodecyl benzene sulfonate, 8% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 1.2% of organobentonite, 10% of 150# solvent oil and methyl oleate
148. 14% oxadiargyl A1 dispersible oil suspension (6+8)
6% oxadiargyl, 8% A1, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.6% organobentonite, 1.5% fumed silica, 10% 150# solvent oil and methyl oleate
149. 16% oxadiargyl A2 dispersible oil suspending agent (6+10)
6% oxadiargyl, 10% A2, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.5% organobentonite, 1.5% fumed silica, 10% 150# solvent oil and methyl oleate
150. 18% oxadiargyl A4 dispersible oil suspension (6+12)
6% oxadiargyl, 12% A4, 4% calcium dodecylbenzene sulfonate, 8% cardanol polyoxyethylene ether, 4% castor oil polyoxyethylene ether, 1.4% organobentonite, 1.2% fumed silica, 10% 150# solvent oil and methyl oleate
The processing equipment of the dispersible oil suspending agent comprises the following steps: mixing kettles, colloid mills, sand mills, shearing machines and the like.
The processing process of the dispersible oil suspending agent comprises the following steps: putting all materials into a mixing kettle, stirring and mixing, passing through a colloid mill, then entering a sand mill for three-stage sand milling, finally uniformly shearing in a shearing machine, and transferring to a storage tank for filling after the test is qualified.
The processing equipment of the aqueous suspending agent comprises: mixing kettles, colloid mills, sand mills, shearing machines and the like.
The processing process of the aqueous suspending agent comprises the following steps: putting all materials into a mixing kettle, stirring and mixing, passing through a colloid mill, then entering a sand mill for three-stage sand milling, finally uniformly shearing in a shearing machine, and transferring to a storage tank for filling after the test is qualified.
The above suspoemulsion processing equipment: mixing kettles, colloid mills, sand mills, shearing machines and the like.
The processing process of the suspoemulsion comprises the following steps: putting part of materials and auxiliaries into a mixing kettle, stirring and mixing, then passing through a colloid mill, then entering a sand mill for three-stage sand milling, and transferring to an intermediate tank to be a water phase after the sand milling is finished; then adding the rest part of the original medicine and the cosolvent into a material mixing kettle, stirring and dissolving until the mixture is completely transparent, and uniformly stirring to obtain an oil phase; and finally, starting shearing in a shearing kettle, slowly dropwise adding the oil phase into the water phase, continuously shearing for 1 hour after all materials are dropwise added, and transferring to a storage tank for filling after the test is qualified.
The processing equipment of the emulsion in water comprises: a vacuum pump, a batching kettle, a storage tank and a shearing kettle.
The processing process of the aqueous emulsion comprises the following steps: putting the original drug and the solvent into a material mixing kettle, stirring and dissolving the original drug and the solvent until the original drug and the solvent are completely transparent, then adding the emulsifier, uniformly stirring the mixture into an oil phase, then pumping the ethylene glycol, the defoaming agent and the deionized water into a shearing kettle, finally slowly pumping the oil phase into the shearing kettle in a shearing state, continuously shearing the materials for 1 hour after all the materials are pumped, transferring the materials to a storage tank for filling after the materials are qualified in testing.
The microemulsion processing equipment comprises the following steps: vacuum pump, batching cauldron, storage tank.
The processing process of the microemulsion comprises the following steps: putting the original drug and the solvent into a batching kettle, stirring and dissolving until the solution is completely transparent, then adding the emulsifier, uniformly stirring, finally adding deionized water, stirring until the solution is completely transparent, transferring to a storage tank for filling after the test is qualified.
The missible oil processing equipment comprises: vacuum pump, batching cauldron, storage tank.
The processing process of the missible oil comprises the following steps: putting the original drug and the solvent into a batching kettle, stirring and dissolving until the solution is completely transparent, then adding the emulsifier, uniformly stirring until the solution is completely transparent, transferring the solution to a storage tank for filling after the solution is qualified in a test.
The water agent processing equipment comprises: vacuum pump, batching cauldron, storage tank.
The processing process of the water aqua comprises the following steps: putting the original drug and the deionized water into a batching kettle, stirring and dissolving until the solution is completely transparent, then adding an emulsifier, stirring until the solution is completely transparent, transferring the solution to a storage tank for filling after the solution is qualified in a test.
B) Test of drug efficacy
Spraying treatment of stems and leaves after seedling:
1) test conditions
1.1) test target
Echinochloa crusgalli, eclipta prostrata, cleavers, alopecurus, bostrichia officinalis, caraway, beckmannia syzigachne, chickweed from Jiangsu Huai an; dayflower, endive, Setaria viridis, Saxifraga stolonifera, Setaria viridis, Sonchus arvensis, Echinochloa crusgalli, Epimedium Aquilariae Resinatum, and Xanthium strumarium are collected from Heilongjiang ziqi Hara; wild rape, Arabian-mother-in-law speedwell were collected from Henan Lima shop; flos Caryophylli herba Polygoni Hydropiperis and herba Amaranthi Tricoloris are collected from Zhejiang river; amaranthus retroflexus, descurainia sophia, crab grass, green bristlegrass herb, shepherd's purse, eleusine indica, morning glory, piemarker, Chenopodium quinoa, acalypha australis, and Solanum nigrum are collected from Shandong Qingdao; long Baibach grass was collected from Ningxia Pingluo. The weeds are cultured by a pot culture method, plastic nutrition bowls with the size of 180 х 140mm are placed in an enamel tray, surface soil (4/5) which is collected from a farmland and is dried and sieved is filled in the enamel tray, the soil humidity is controlled to be 20% at the initial stage, weed seeds with full and uniform seeds are selected, the weed seeds are soaked in warm water with the temperature of 25 ℃ for 6 hours, germination is accelerated in a biochemical incubator (dark) with the temperature of 28 ℃, the weed seeds which are just exposed to the white are uniformly placed on the surface of the soil, and then the enamel tray is covered with 0.5-1cm of soil according to the particle size of the seeds.
1.2) culture conditions
The method is carried out in a controllable sunlight greenhouse, the temperature is 20-30 ℃, the natural illumination is carried out, and the relative humidity is 57-72%. The soil type is loam, the organic matter content is 1.63%, the pH value is 7.1, the alkaline hydrolysis nitrogen is 84.3mg/kg, the quick-acting phosphorus is 38.5mg/kg, and the quick-acting potassium is 82.1 mg/kg.
1.3), instrumentation
3WP-2000 model walking spray tower, Minn Jing agricultural machinery research institute of agricultural department. Ten thousandth electronic balance type GA10 (germany); ZDR2000 intelligent data recorder (hangzhou ze large instruments ltd); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument factory).
2) Design of experiments
2.1), reagents
The desired active ingredient a is obtained from patent CN201911321469.4, and the preparation examples of representative compounds are as follows, and the synthesis methods of other compounds are similar, so the details are not repeated.
(1) Synthesis of Compound A1
Compound a (0.5g, 2.13mmol), compound b (313mg, 2.55mmol), a catalytic amount of TBAB (10mg), DMF (10mL) was placed in a round bottom flask and stirred at room temperature 15 ℃ for 24 h. And (5) detecting a small amount of residual raw materials by liquid quality, and then treating. The reaction solution was poured into 50mL of water, extracted 2 times with methyl t-butyl ether (50mL × 2), organic phase dried, concentrated, and purified by column chromatography to give compound a67(300mg, yield 50%). Compound a67 was a white solid.
Compound A67(0.3g, 1.06mmol) and methanol (20mL) were placed in a 100mL single-neck flask, lithium hydroxide (44.5mg, 1.06mmol) was dissolved in 2mL water, and the solution was slowly added dropwise to the single-neck flask at room temperature, followed by stirring at room temperature for 12 hours. After the reaction of the raw materials is finished, adjusting the pH to 5-6 with 0.5M dilute hydrochloric acid, concentrating, and extracting with water and ethyl acetate. The organic phase was dried and concentrated to give compound a1(200mg, yield 70%) compound a1 as a white solid.
(2) Synthesis of Compound A2
Compound A1(200mg, 0.74mmol), compound c (75mg, 0.74mmol), DCC (152mg, 0.74mmol), and anhydrous DCM (20mL) were placed in a 100mL round-bottomed flask and reacted at room temperature for 12 hours. After the reaction of the raw materials for liquid chromatography was completed, the reaction solution was concentrated and separated by column chromatography to obtain compound a2(200mg, yield 77%) which was a white solid as compound a 2.
The required active ingredients B of ciclopirox, carfentrazone-ethyl, topramezone and triazophone are produced by the company, and others are purchased from the reagent company. The raw medicines are all diluted by using an emulsifier Tween-80 aqueous solution with the content of 0.1 percent and taking acetone as a solvent.
2.2) test treatment
2.2.1), dose setting
When determining the ratio or content of the component A and the component B, the main use purpose of the formula is also considered according to the action characteristics of the two medicaments and the measurement of toxicity and the like. On the basis of preliminary experiments, A, B active ingredients are respectively used singly and mixed in different amounts. Water without drug, containing the same solvent and emulsifier was used as a blank.
2.2.2), test repetition
Each treatment was repeated 4 times, 3 pots each time, 20 weed seeds were sown per pot, 60 plants each time.
2.3) treatment method
2.3.1), treatment time and number of times
The test was performed 1 time in total. And (3) thinning when the weeds are in a 3-4 leaf period, keeping 15 weeds in each pot, keeping 45 weeds in each treatment, and then continuously culturing until 5-6 leaves of gramineous weeds and 6-7 leaves of broadleaf weeds are treated.
2.3.2), instruments and methods of use
Uniformly placing the cultured test material on a 0.5m area2Spraying stem and leaf by using a 3WP-2000 model walking spray tower on the platform, wherein the liquid spraying amount is 450 kg/hectare. The spraying pressure is 0.3 MPa. And after all the liquid medicine is sprayed, closing the air valve, opening the spraying tower door after 30 seconds, and taking out the nutrition pot. Then the air valve is opened, 50mL of clean water is sprayed, and the liquid spraying pipe is cleaned.
3) Test method
The potting method is adopted. The weed cultivation is shown in 1.1), and the method is carried out according to 'herbicide in pesticide indoor bioassay test guidelines'. The application method is shown in 2.3.2), and stem and leaf treatment method is adopted. After treatment, the cells were transferred to a greenhouse for conventional culture.
4) Data investigation and statistical analysis
4.1) investigation method
The complete survival weed seedlings are cut off along the soil surface by a blade by adopting an absolute number survey method, and the fresh weight of the weeds is weighed by an analytical balance. For the weeds that have died, the fresh weight is zero.
4.2), investigation time and number of surveys
The investigation was carried out 24 days after the treatment, and was carried out 1 time.
4.3), statistical analysis of data
The theoretical fresh weight inhibition rate (E0 ═ X + Y-X Y/100) of each treatment mixed combination is calculated by a Gowing method, and then compared with the actually measured inhibition rate (E), the combined action type of the two mixed combinations on the weeds is evaluated, and when the E-E0 value is more than 10 percent, the effect is synergistic, when the E-E0 value is less than-10 percent, the effect is antagonistic, and when the E-E0 value is between-10 percent and 10 percent, the effect is additive. And the optimal proportion is determined according to factors such as actual control effect, characteristics of the herbicide, balance of the formula and the like. Wherein X is the fresh weight inhibition rate when the dosage of the active component A is P; y is the fresh weight inhibition rate of the active component B when the dosage is Q.
Soil sealing treatment:
1) test conditions
1.1) test target
The cilostachys baccans is collected from Jiangsu Huai' an; the long barnyard grass is collected from Ningxia Pingluo; the barnyard grass in paddy field is collected from ziqihaer, Heilongjiang.
1.2) culture conditions
The method is carried out in a controllable sunlight greenhouse, the temperature is 20-30 ℃, the natural illumination is carried out, and the relative humidity is 57-72%. The soil type is loam, the organic matter content is 1.63%, the pH value is 7.1, the alkaline hydrolysis nitrogen is 84.3mg/kg, the quick-acting phosphorus is 38.5mg/kg, and the quick-acting potassium is 82.1 mg/kg. The test soil was quantitatively loaded at 3/4 points of the pot and then poured from the bottom of the pot to completely wet the soil to saturation. Uniformly and quantitatively broadcasting the pretreated weed seeds to be tested on the surface, covering soil of 0.5-2cm according to the size of the seeds, and reserving the weed seeds for 24 hours after sowing.
1.3), instrumentation
Ten thousandth electronic balance type GA10 (germany); ZDR2000 intelligent data recorder (hangzhou ze large instruments ltd); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument plant), pipettor and the like.
2) Design of experiments
2.1), reagents
The raw medicines are all diluted by using an emulsifier T-80 aqueous solution with the content of 0.1 percent by using acetone as a solvent.
2.2) test treatment
2.2.1), dose setting
When determining the ratio or content of the components A and the active component B, the main purpose of the formula should be considered in consideration of the action characteristics of the two medicaments and the toxicity thereof. On the basis of preliminary experiments, A, B active ingredients are respectively used singly and mixed in different amounts. Water without drug, containing the same solvent and emulsifier was used as a blank.
2.2.2), test repetition
Each treatment was repeated 4 times, 3 pots each time, and 30 weed seeds were sown in each pot.
3) Test method
The pot with seeding and soil covering is evenly placed in the area of 0.5m2The soil surface of the platform is sprayed by a 3WP-2000 type walking spray tower, and the liquid spraying amount is 675 kilograms per hectare. The spraying pressure is 0.3 MPa. To be treatedAnd (4) closing the air valve after all the liquid medicine is sprayed, opening the spraying tower door after 30 seconds, and taking out the nutrition pot. Then the air valve is opened, 50mL of clean water is sprayed, and the liquid spraying pipe is cleaned.
4) Data investigation and statistical analysis
The spray treatment is the same as the spray treatment of the stem leaves after seedling, so the detailed description is omitted.
The statistical results are shown in tables 1-150 below, and except for the marked soil sealing treatment, the other treatments are the spray treatment of the stem leaves after seedling.
Table 1A 2 evaluation of the actual control and combined action of penoxsulam on cilantro-barnyard grass
Table 2A 2 evaluation of the actual control and combination of the Bispyribac-sodium with the compounded Bispyribac-sodium
Table 3A 2 evaluation of actual control effect and combined action of mixed pyrazosulfuron-ethyl on snakehead intestine
Table 4A 2 evaluation of the actual control and combined action of nicosulfuron on cilostachys lanceolata
TABLE 5A 2 evaluation of the actual control and Combined action of compounded florasulam on Galium
Table 6A 2 evaluation of the actual control and combination of rimsulfuron against cilantro-barnyard grass
Table 7A 2 evaluation of the actual control and combination of imazethapyr for cilastah
Table 8A 2 evaluation of the actual control and combination of imazapic with Mefenapyr for cilantro-bach
Table 9A 2 evaluation of the actual control and combination of imazamox in cilaria italica
Table 10A 2 evaluation of the actual control and combination of thifensulfuron methyl for cilostachys
TABLE 11A 2 evaluation of the actual control and combination of Commelina communis with cloransulam-methyl
Table 12A 2 evaluation of the actual controlling effect and the combined action of the compounded cyhalofop-butyl on cilantro-barnyard grass
TABLE 13A 2 evaluation of the actual control and combination of clodinafop-propargyl for alopecurus
Table 14A 2 evaluation of actual control and combination of pinoxaden with mixed pinoxaden
Table 15A 2 evaluation of the actual control and combination of the effect of the compound clethodim on cilostachys vulgaris
TABLE 16A 2 evaluation of the actual control and combination of the effect of mixed sethoxydim on cilaria praecox
TABLE 17 evaluation of the actual control and Combined action of quizalofop-p-ethyl on cilantro-barnyard grass with the compounding of A2
TABLE 18A 2 evaluation of the actual control and combined action of fluazifop-p-butyl on cilantro-barnyard grass
TABLE 19A 2 evaluation of the actual control and combined action of haloxyfop-R-methyl on cilantro-barnyard grass
TABLE 20A 2 evaluation of the actual control and Combined action of atrazine on cilaria praecox
TABLE 21A 2 evaluation of the actual control and combination of isoproturon mixture for a Myrtle
TABLE 22A 2 evaluation of the actual control and combination of chlortoluron for a Myrtle
Table 23A 2 evaluation of the actual control and combination of diuron to cilantro-barnyard grass
TABLE 24A 2 evaluation of the actual control and combination of bentazon mixtures on stranguria
TABLE 25A 2 evaluation of the actual control and Combined action of bromoxynil with compounding on Amaranthus retroflexus
Table 26A 2 evaluation of the actual control and combination of propanil with cilaria
TABLE 27A 2 evaluation of the actual control and Combined Effect of Cyclofluridon-Dozem on Myrtaceae
TABLE 28A 2 evaluation of the actual control and Combined Effect of Bixaflutole on descurainia sophia
TABLE 29A 2 evaluation of the actual control and combination of topramezone on crabgrass
TABLE 30A 2 evaluation of the actual control and combination of the effect of the compounded triazophos-carfentrazone on cilaria
TABLE 31A 2 evaluation of the actual control and combination of Furoprione for cilantro barnyard grass
TABLE 32A 2 evaluation of the actual control and Combined Effect of mesotrione compounded with Nitrosulone on crab Tang
TABLE 33A 2 evaluation of the actual control and combination of the Cyclofonone to the crab
TABLE 34A 2 evaluation of the actual control and combination of topramezone on green setaria
TABLE 35A 2 evaluation of the actual control and Combined Effect of isoxaflutole on cilaria lemaneiformis
TABLE 36A 2 evaluation of the actual control and combination of the effect of the compounded benzobicyclon to cilantrone
TABLE 37A 2 evaluation of the actual control and combination of diflufenican on Persia
TABLE 38A 2 evaluation of the actual control and Combined Effect of compounded flurochloridone on Persia
TABLE 39A 2 evaluation of the actual control and combined action of clomazone on cilantro-barnyard grass
TABLE 40A 2 evaluation of the actual control and Combined Effect of Mixed Topramine on Persia
TABLE 41A 2 evaluation of the actual control and combination of fomesafen on Amaranthus retroflexus
TABLE 42A 2 evaluation of the actual control and combination of Amaranthus retroflexus by blending fluoroglycofen-ethyl
TABLE 43A 2 evaluation of the actual control and combination of Amaranthus retroflexus by the use of Ethoxyfen-ethyl
TABLE 44A 2 evaluation of the actual control and combination of lactofen on Amaranthus retroflexus
TABLE 45A 2 evaluation of the actual control and Combined action of Amaranthus retroflexus with acifluorfen mixture
TABLE 46A 2 evaluation of the actual control and combination of flumioxazin on Amaranthus retroflexus
Table 47A 2 evaluation of the actual control and combined action of sulfentrazone on cilantro-barnyard grass
TABLE 48A 2 evaluation of the actual control and combination of saflufenacil
TABLE 49A 2 evaluation of the actual control and Combined action of the compounded oxadiazon on cilantro-barnyard grass (soil sealing treatment)
TABLE 50A 2 evaluation of the actual control and Combined action of the compounded oxadiargyl on cilaria italica (soil sealing treatment)
Table 51A 1 evaluation of the actual control and combined action of penoxsulam on Long-wobber with compounding
TABLE 52A 1 evaluation of the actual control and Combined action of Bispyribac-sodium on Long-wobber
TABLE 53A 1 evaluation of actual control and combination of pyrazosulfuron-ethyl for ludwigia prostrata
TABLE 54A 1 evaluation of the actual control and Combined action of nicosulfuron on long paspalum
TABLE 55A 1 evaluation of the actual control and combination of florasulam on bovine chickweed
TABLE 56A 1 evaluation of the actual control and Combined action of the mixed rimsulfuron on Long Echinochloa crusgalli
TABLE 57A 1 evaluation of the actual control and Combined action of imazethapyr on Carex baccans
TABLE 58A 1 evaluation of the actual control and Combined action of imazapic with compounding of Mefenapyr on Carex baccans
TABLE 59A 1 evaluation of the actual control and Combined action of imazethapyr on Carex baccans
TABLE 60A 1 evaluation of the actual control and Combined action of the compounded sulfometuron-methyl on Long Carex baccans
TABLE 61A 1 evaluation of the actual control and combination of cloransulam-methyl for endive
TABLE 62A 1 evaluation of the actual control and combined action of compounded cyhalofop-butyl on Carex baccans
TABLE 63A 1 evaluation of the actual control and combination of Clematis chinensis by compounding with clodinafop-propargyl
TABLE 64A 1 evaluation of the actual control and combination of pinoxaden for Nissan-Beech
Table 65A 1 evaluation of the actual control and combined action of the compounded clethodim on Long Carex baccans
TABLE 66A 1 evaluation of the actual control and Combined action of the mixed sethoxydim on Carex longissima
TABLE 67A 1 evaluation of the actual control and combined action of quizalofop-p-ethyl on Carex longirostris
TABLE 68A 1 evaluation of the actual control and combined action of fluazifop-p-butyl on Carex baccans
TABLE 69 evaluation of the actual control and combination of haloxyfop-methyl and haloxyfop-methyl
TABLE 70A 1 evaluation of the actual control and Combined action of atrazine on Carex baccans
TABLE 71A 1 evaluation of the actual control and combination of isoproturon blended with Japanese rye
TABLE 72A 1 evaluation of the actual control and combination of chlortoluron for Japanese tomayas
Table 73A 1 evaluation of the actual control and combination of diuron versus Long-length barnyard grass
TABLE 74A 1 evaluation of the actual control and combination of bentazon with bentazon
TABLE 75A 1 evaluation of the actual control and combination of quinoa with bromoxynil
Table 76A 1 evaluation of the actual control and combined action of compounded propanil on Long-length propanil
TABLE 77A 1 evaluation of the actual control and combined action of Cyclofluridon-P-clomazone on Nissan-Beech
TABLE 78A 1 evaluation of the actual control and combination of Capsella bursa-pastoris by the blended topramezone
TABLE 79 evaluation of actual control and combination of benzoxaflutole on goosegrass by A1 blending
Table 80A 1 evaluation of the actual control and combined action of compounded triazophone on Long Carex baccans
TABLE 81A 1 evaluation of the actual control and Combined action of Fusulcotrione on Long Carex baccans
TABLE 82A 1 evaluation of the actual control and Combined action of mesotrione on goosegrass
TABLE 83A 1 evaluation of the actual control and combination of the Ring Sulfone mixture on Eleusine herbs
TABLE 84A 1 evaluation of the actual control and combination of topramezone on Setaria viridis
TABLE 85A 1 evaluation of the actual control and Combined Effect of isoxaflutole on Long Carex baccans
TABLE 86A 1 evaluation of the actual control and combined action of the compounded benzobicyclon on Long Carex baccans
TABLE 87A 1 evaluation of the actual control and combination of diflufenican on Veronica albo
TABLE 88A 1 evaluation of the actual control and Combined Effect of compounded flurochloridone on Veronica alata
TABLE 89A 1 evaluation of the actual control and combined action of clomazone on long paspalum
TABLE 90A 1 evaluation of the actual control and Combined Effect of compounded carfentrazone-ethyl on Veronica albo
TABLE 91A 1 evaluation of actual control and combination of fomesafen versus Chenopodium quinoa
TABLE 92A 1 evaluation of actual control and combination of acifluorfen-ethyl on Chenopodium quinoa
TABLE 93A 1 evaluation of actual control and combination of oxyfluorfen-sodium for Chenopodium quinoa
TABLE 94 evaluation of actual control and Combined action of Farfluor-quizalofop-p-ethyl on Chenopodium quinoa by A1 compounding
TABLE 95A 1 evaluation of actual control and combination of acifluorfen in Chenopodium quinoa
TABLE 96A 1 evaluation of the actual control and combination of the quinoa with the compounded flumioxazin
Table 97A 1 evaluation of the actual control and combined action of the mixed sulfentrazone on Long-wobbe
TABLE 98A 1 evaluation of the actual control and combined action of saflufenacil on petunia
TABLE 99A 1 evaluation of the actual control and Combined action of the compounded oxadiazon on Long Carex baccans (soil sealing treatment)
Table 100A 1 evaluation of the actual control and combined action of the compounded oxadiargyl on Long Carex baccans (soil sealing treatment)
Table 101A 4 evaluation of the actual control and combined action of penoxsulam on paddy field barnyard grass
Table 102A 4 evaluation of actual control and combined action of bispyribac-sodium on paddy field barnyard grass
TABLE 103A 3 evaluation of the actual control and combination of pyrazosulfuron-ethyl on Amaranthus aurita
Table 104A 4 evaluation of actual control effect and combined action of mixed nicosulfuron on paddy field barnyard grass
TABLE 105A 3 evaluation of the actual control and combination of florasulam on chickweed
Table 106A 4 evaluation of actual control effect and combined action of mixed rimsulfuron on paddy field barnyard grass
Table 107A 4 evaluation of actual control and combination of imazethapyr for Echinochloa crusgalli
Table 108A 4 evaluation of actual control and combination of imazapic with Mesoxazole for Paddy field barnyard grass
TABLE 109A 4 evaluation of the actual control and combination of imazamox in case of paddy field barnyard grass
Evaluation of actual control effect and combined action of table 110A 4 mixed with sulfometuron-methyl on paddy field barnyard grass
TABLE 111A 3 evaluation of the actual prevention and combination of cloransulam-methyl for Geranium sibiricum
Table 112A 4 evaluation of the actual control and combination of Cyhalofop-butyl for Echinochloa crusgalli
TABLE 113A 3 evaluation of the actual control and combination of Slash syzigachne by compounding with clodinafop-propargyl
TABLE 114A 3 evaluation of the actual control and combination of pinoxaden versus beckmannia syzigachne
Table 115A 4 evaluation of the actual control and combined action of the compound clethodim on barnyard grass
TABLE 116A 4 evaluation of the actual control and combined action of mixed sethoxydim on barnyard grass
TABLE 117A 4 evaluation of the actual control and combined action of quizalofop-p-ethyl on barnyard grass
TABLE 118A 4 evaluation of the actual control and combined action of fluazifop-p-butyl to barnyard grass
TABLE 119A 4 evaluation of the actual control and combined action of haloxyfop-R-methyl compounded in the field
TABLE 120A 4 evaluation of actual control and Combined action of atrazine compounded on Echinochloa crusgalli
TABLE 121A 3 evaluation of the actual control and combination of Isolon syzigachzigachne
TABLE 122A 3 evaluation of the actual control and combination of Chloronicone versus Slash Slkmark
TABLE 123A 4 evaluation of the actual control and combination of diuron to barnyard grass
TABLE 124A 3 evaluation of the actual control and combination of bentazone mixtures on Xanthium strumarium
TABLE 125A 3 evaluation of the actual control and Combined action of bromoxynil with compounding on Acalypha australis
Table 126A 4 evaluation of the actual control and combination of propanil with Paddy field Echinochloa
TABLE 127A 3 evaluation of actual control and combination of Cyclopyraflutolone-beckmanni
TABLE 128A 3 evaluation of the actual control and Combined Effect of Bixaflutole on wild rape
TABLE 129A 3 evaluation of actual control and combination of topramezone on Saxifraga stolonifera
TABLE 130A 4 evaluation of the actual control and combination of mesotrione compounded with triazophos for barnyard grass
TABLE 131A 4 evaluation of the actual control and combined action of Fusulcotrione on barnyard grass
TABLE 132A 3 evaluation of the actual control and Combined action of mesotrione on Saxifraga stolonifera
TABLE 133A 3 evaluation of the actual control and combination of tembotrions to Saxifraga stolonifera
TABLE 134A 3 evaluation of the actual control and combination of topramezone on setaria viridis
TABLE 135A 4 evaluation of the actual control and Combined action of isoxaflutole on barnyard grass
TABLE 136A 4 evaluation of the actual control and Combined action of the Compound Dosulcotrione on Paddy field barnyard grass
TABLE 137A 3 evaluation of the actual control and combination of diflufenican on Solanum nigrum
TABLE 138A 3 evaluation of the actual control and Combined Effect of Fluoroxydim on Solanum nigrum
TABLE 139A 4 evaluation of actual control and combined action of clomazone on paddy field barnyard grass
TABLE 140A 3 evaluation of the actual control and Combined Effect of Topramezone on Solanum nigrum
TABLE 141A 3 evaluation of the actual control and Combined action of fomesafen on Acalypha australis
TABLE 142A 3 evaluation of actual control and Combined action of Co-mingled Acifluorfen on Acalypha australis
TABLE 143A 3 evaluation of the actual control and combination of the use of the Bifentrazone-ethyl
TABLE 144A 3 evaluation of actual control and Combined action of lactofen mixed with copperleaf herb
TABLE 145A 3 evaluation of the actual control and combination of acifluorfen for Acalypha australis
TABLE 146A 3 evaluation of the actual control and Combined Effect of the compounded flumioxazin on copperleaf
Table 147A 4 evaluation of the actual control and combined action of sulfentrazone on barnyard grass
TABLE 148A 3 evaluation of the actual control and combined action of saflufenacil on Sonchus oleraceus
TABLE 149A 4 evaluation of actual control and Combined action of Compound oxadiazon on Paddy field barnyard grass (soil sealing treatment)
TABLE 150A 4 evaluation of the actual control and Combined action of the Compound oxadiargyl on barnyard grass (soil sealing treatment)
C) Demonstration of field
The herbicidal compositions prepared in examples 1 to 150 were used for field weed effect tests.
An exemplary popularization test was performed in 2018 at the Shandong Qingdao test point. The weeds in the field are mainly: crab grass, goosegrass, barnyard grass, green setaria viridis, wild millet, amaranthus retroflexus, acalypha australis, field horsetail, millet grass, cyperus rotundus and the like.
The test method comprises the following steps:
treating stems and leaves, namely, after the weeds are in the 3-5 leaf stage, manually spraying the weeds with a sprayer, and adding 30 kg of water per 667m2The spray treatment of stem and leaf is adopted.
The specific test agents and dosages are detailed in table 151, with a cell area of 50 square meters, repeated 4 times per treatment. The control effect was examined 45 days after application of the composition shown in Table 151.
Exemplary field Effect of the compounded compositions described in Table 151
Through a large number of tests and researches, the invention unexpectedly discovers that the composition is used for preventing and killing Amaranthus aurita, Amaranthus retroflexus, Acalypha australis, black nightshade, eclipta prostrata, cleavers, horseweed herb, shepherdspurse herb, abutilon, speedwell, Alboverpa, caraway, chickweed, caraway, wild rape, Polygonum syringae, morningglory, endive, sow thistle, glechoma spinosa, cocklebur, tarda, chenopodium album, dayflower, petunia and other broad-leaf weeds, alopecurus pubescens, alopecurus japonica, setaria viridis, digitaria sanguinea, eleusifolia, eleusine indica, and other gramineous weeds, has unexpected synergistic effect, the action is has more remarkable synergistic effect under low dosage, can reduce the dosage of the pollution to the environment, reasonably reduce the cost of the environmental pollution, and reasonably and has high-efficiency on the gramineous weeds such as ALS and the ACE inhibitor, has good application prospect. Meanwhile, the herbicide composition shows good selectivity and excellent synergism in wheat fields, corn fields, paddy fields, peanuts, sugarcane, sorghum, millet, potatoes, rape, soybeans, cotton, vegetables, bluegrass, tall fescue, zoysia japonica and other fields through tests, and can be developed into herbicide mixtures with wide market value.
Claims (10)
1. A herbicidal composition comprising an R-type pyridyloxycarboxylic acid derivative comprising a herbicidally effective amount of an active ingredient A and an active ingredient B, wherein,
the active ingredient A is selected from one or more of R-type pyridyloxy carboxylic acid shown as a formula I and salt and ester derivatives thereof:
wherein R is1、R2Independently represent halogen, C1-C6 alkyl, halogenated C1-C6 alkyl, C3-C6 cycloalkyl;
R3represents hydrogen, halogen, C1-C6 alkyl, halogenated C1-C6 alkyl;
q represents C1-C6 alkyl, halogenated C1-C6 alkyl, C3-C6 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, halogen, cyano, amino, nitro, formyl, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkoxycarbonyl, hydroxyC 1-C6 alkyl, C1-C6 alkoxy C1-C6 alkyl, cyano C1-C6 alkyl, C1-C6 alkylamino C1-C6 alkyl, and phenyl, benzyl, naphthyl, furyl, thienyl, thiazolyl, pyrazolyl, pyridyl or pyrimidinyl, unsubstituted or substituted by at least one group selected from C1-C6 alkyl, cyano, halogenated C1-C6 alkyl, C1-C6 alkylamino, halogen and C1-C6 alkoxy;
y represents amino, C1-C6 alkylamino, C1-C6 alkylcarbonylamino, and phenylcarbonylamino, benzylamino or furanylmethyleneamino unsubstituted or substituted by at least one group selected from C1-C6 alkyl, halogen, cyano, C1-C6 alkylamino, C1-C6 alkoxy and halogeno C1-C6 alkyl;
the salt is metal salt or ammonium salt NH4 +Primary amine salt R' NH2Salts of secondary amines (R')2NH, tertiary amine salt (R')3N, quaternary ammonium salt (R')4N+Polyamine salts, morpholine salts, N-methylmorpholine salts, piperidine salts, pyridine salts, aminopropylmorpholine salts, Jeff amine D-230 salts, salts of 2,4, 6-tris (dimethylaminomethyl) phenol and sodium hydroxide, C1-C16 alkyl sulfonium salts, C1-C16 alkyl sulfonium oxide salts, C1-C16 alkyl phosphonium salts or C1-C16 alkanol phosphonium salts;
wherein, R' respectively and independently represents C1-C16 alkyl which is unsubstituted or substituted by one or more groups selected from halogen, hydroxyl, C1-C6 alkoxy, C1-C6 alkylthio and hydroxyl C1-C6 alkoxy, C2-C12 alkenyl, C2-C12 alkynyl, C3-C12 cycloalkyl, phenyl or benzyl which is unsubstituted or substituted by C1-C6 alkyl;
the ester is
Wherein X represents O or S;
m represents C1-C18 alkyl, halogenated C1-C8 alkyl, C3-C6 cycloalkyl which is unsubstituted or substituted by C1-C6 alkyl, C2-C6 alkenyl, halogenated C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy, C1-C6 alkoxycarbonyl, C1-C6 alkylsulfonyl, cyano C1-C6 alkyl, nitro C1-C6 alkyl, C1-C6 alkoxy C1-C6 alkyl, - (C1-C6 alkyl) -Z,
and phenyl which is unsubstituted or substituted by at least one group selected from the group consisting of C1-C6 alkyl, halogenated C1-C6 alkyl, cyano, C1-C6 alkylamino, halogen and C1-C6 alkoxy,
Tetrahydrofuranyl, pyridinyl, naphthyl, furanyl, thienyl, pyrrolyl, pyrazolyl or imidazolyl;
z represents
And unsubstituted or substituted by at least one group selected from C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylamino, halogeno C1-C6 alkyl, cyano and halogen
Phenyl, tetrahydrofuryl, pyridyl, pyrazolyl, thienyl, furyl or naphthyl;
R4、R5、R6each independently represents hydrogen, C1-C6 alkyl, C1-C6 alkoxycarbonyl, and phenyl unsubstituted or substituted by at least one group selected from C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylamino, haloC 1-C6 alkyl, cyano and halogen;
R7represents C1-C6 alkyl, C2-C6 alkenyl,
The active ingredient B is selected from one or more of the following compounds or acid/salt thereof:
(1) ALS inhibitors: penoxsulam, bispyribac-sodium, pyrazosulfuron-ethyl, nicosulfuron, florasulam, rimsulfuron, imazethapyr, imazapic, sulfometuron-methyl, cloransulam-methyl;
(2) ACCase inhibitors: cyhalofop-butyl, clodinafop-propargyl, pinoxaden, clethodim, sethoxydim, quizalofop-p-ethyl, fluazifop-p-butyl, haloxyfop-methyl;
(3) PSII inhibitors: atrazine, isoproturon, chlorotoluron, diuron, bentazone, bromoxynil, propanil;
(4) HPPD inhibitors: bicyclopyrone, topramezone, triazophone, benzoxaflutole, mesotrione, tembotrione, topramezone, isoxaflutole, and bicyclosulfatone;
(5) (ii) a PDS inhibitor: diflufenican, fluorochloridone;
(6) a DOXP inhibitor: clomazone;
(7) PPO inhibitors: carfentrazone-ethyl, fomesafen, fluoroglycofen-ethyl, oxyfluorfen, lactofen, acifluorfen, flumioxazin, sulfentrazone, saflufenacil, oxadiazon and oxadiargyl.
2. A herbicidal composition comprising R-type pyridyloxycarboxylic acid derivatives according to claim 1,
R1、R2each independently represents fluorine, chlorine, bromine, iodine, methyl, ethyl, propyl, isopropyl, trifluoromethyl, cyclopropyl;
R3represents hydrogen, fluorine, chlorine, bromine, iodine, methyl, trifluoromethyl;
q represents methyl, ethyl, propyl, isopropyl, cyclopropyl, vinyl, ethynyl, fluorine, chlorine, bromine, cyano, amino, nitro, formyl, methoxy, methylthio, methoxycarbonyl, chloromethyl, monofluoromethyl, difluoromethyl, trifluoromethyl, 2-chloroethyl, 2,2, 2-trifluoroethyl, hydroxymethyl,
benzyl, naphthyl, furyl, pyridyl, pyrimidyl, and thiazolyl which is unsubstituted or substituted by chlorine, thienyl which is unsubstituted or substituted by fluorine, or thienyl which is unsubstituted or substituted by methyl or fluorine
Phenyl unsubstituted or substituted with at least one group selected from methyl, trifluoromethyl, chlorine and methoxy;
y represents NH2、
The salt is sodium salt, lithium salt, potassium salt, cesium salt, rubidium salt, calcium salt, magnesium salt, barium salt, strontium salt, antimony salt, bismuth salt, cadmium salt, cerium salt, chromium salt, cobalt salt, scandium salt, titanium salt, manganese salt, copper salt, iron salt, silver salt, gold salt, zinc salt, aluminum salt, ammonium salt, tetramethylammonium salt, tetraethylammonium salt, tetrapropylammonium salt, tetrabutylammonium salt, N-hexadecyltrimethylammonium salt, N-benzyltrimethylammonium salt, benzyltriethylammonium salt, choline salt, monomethylamine salt, dimethylamine salt, trimethylamine salt, monoethylamine salt, diethylamine salt, triethylamine salt, N-propylamine salt, dipropylamine salt, tripropylamine salt, monoisopropylamine salt, diisopropylamine salt, triisopropylamine salt, dibutylamine salt, tributylamine salt, isobutylamine salt, tert-butylamine salt, pentylamine salt, hexylamine salt, heptylamine salt, octylamine salt, dodecylamine salt, tetradecylamine salt, Diallylamine salt, cyclohexylamine salt, cyclododecylamine salt, aniline salt, o-toluidine salt, m-toluidine salt, p-toluidine salt, diphenylamine salt, benzylamine salt, monoethanolamine salt, N-methylmonoethanolamine salt, N-dimethylethanolamine salt, N-ethylmonoethanolamine salt, N-diethylethanolamine salt, N-propylmonoethanolamine salt, N-di-N-propylethanolamine salt, N-butylmonoethanolamine salt, diethanolamine salt, N-methyldiethanolamine salt, N-ethyldiethanolamine salt, N-propyldiethanolamine salt, N-butyldiethanolamine salt, N-dibutylethanolamine salt, triethanolamine salt, triperopanolamine salt, triisopropanolamine salt, tris (2-hydroxypropyl) amine salt, diglycolamine salt, hexamethylenetetramine salt, triethanolamine salt, p-toluidine salt, diphenylamine salt, aniline salt of N, N-diethylethanolamine salt, N-N-butylethanolamine salt, N, Ethylenediamine salt, diethylenetriamine salt, dimethylaminopropylamine salt, 1, 2-propylenediamine salt, triethylenediamine salt, triethylenetetramine salt, benzidine salt, N-bis [ aminopropyl ] methylamine salt, 2-methylthiopropylamine salt, 2-butoxyethylamine salt, AEPD salt, tris (hydroxymethyl) aminomethane salt, morpholine salt, N-methylmorpholine salt, piperidine salt, pyridine salt, aminopropylmorpholine salt, Jeff amine D-230 salt, 2,4, 6-tris (dimethylaminomethyl) phenol and sodium hydroxide salt, trimethylsulfonium salt, triethylsulfonium salt;
x in the I-1 represents O or S;
m represents methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, octadecyl, trifluoromethyl, pentafluoroethyl, 3-chlorobutyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2, 2-difluoroethyl, 2,2, 2-trifluoroethyl, 4,4, 4-trifluorobutyl, 2,2,3,3, 3-pentafluoropropyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, allyl, 2-propynyl, methoxy, ethoxycarbonyl, methylsulfonyl,
tetrahydrofuryl, tetrahydrofurylmethylene, pyridyl, pyridylmethylene, naphthyl, naphthylmethylene, furyl, furanylmethylene, thienyl, thienylmethylene,
and unsubstituted or methyl-substituted
Phenyl which is unsubstituted or substituted by methyl, dimethylamino, chloro, methoxy, trifluoromethyl or isopropyl, benzyl which is unsubstituted or substituted by trifluoromethyl, bromo, chloro, fluoro, methoxy, cyano or methyl;
r' represents hydrogen, methyl, ethyl, difluoromethyl.
3. A herbicidal composition according to claim 1 or 2, comprising R-type pyridyloxycarboxylic acid derivatives, characterized in that the active ingredient a is selected from one or more of the following compounds:
4. a herbicidal composition comprising R-type pyridyloxycarboxylic acid derivatives according to any one of claims 1 to 3 wherein A, B is present in a weight ratio of 1:100 to 100:1 or 1:50 to 50: 1; preferably 1: 30-30: 1 or 1: 20-20: 1; more preferably 1: 10-10: 1 or 1: 8-8: 1; more preferably 1:5 to 5:1 or 1:1 to 2: 1.
5. A herbicidal composition comprising an R-type pyridyloxycarboxylic acid derivative according to any one of claims 1 to 4 wherein the weight percentages of A and B in the herbicidal composition are from 1 to 95%, preferably from 10 to 80% of the total weight.
6. A herbicidal composition comprising an R-type pyridyloxycarboxylic acid derivative according to any one of claims 1 to 4 wherein the composition further comprises conventional adjuvants, preferably wherein the conventional adjuvants comprise carriers or surfactants.
7. A herbicidal composition comprising pyridyloxycarboxylic acid derivatives of the R type according to any one of claims 1 to 4, characterized in that the herbicidal composition further comprises at least one safener, preferably the safener is selected from one or more of isoxadifen, cyprosulfamide, mefenpyr, cloquintocet-mexyl, gibberellic acid, furilazole, metacamifen.
8. A herbicidal composition containing R-type pyridyloxycarboxylic acid derivatives according to any one of claims 1 to 7, wherein the herbicidal composition is formulated as dispersible oil suspension, aqueous suspension, suspoemulsion, wettable powder, emulsifiable concentrate, water dispersible granule, aqueous emulsion or microemulsion.
9. Use of a herbicidal composition comprising an R-type pyridyloxycarboxylic acid derivative according to any one of claims 1 to 7 for the control of weeds, preferably for the selective control of weeds in crops of useful plants, more preferably in transgenic or genome editing technology treated crops.
10. A method for controlling unwanted plant growth, which comprises applying a herbicidal composition comprising an R-type pyridyloxycarboxylic acid derivative according to any one of claims 1 to 7 to a plant, a part of a plant, a plant seed or an area where a plant is growing, preferably for use in the selective control of weeds in a useful crop, more preferably the useful crop is a transgenic crop or a crop treated by genome editing techniques.
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2020/101901 WO2021017817A1 (en) | 2019-07-27 | 2020-07-14 | Herbicidal composition containing r-type pyridyloxy carboxylic acid derivative and use thereof |
| EP20846511.2A EP4005384A4 (en) | 2019-07-27 | 2020-07-14 | Herbicidal composition containing r-type pyridyloxy carboxylic acid derivative and use thereof |
| BR112022001311A BR112022001311A2 (en) | 2019-07-27 | 2020-07-14 | A herbicidal composition comprising r-pyridyloxycarboxylic acid and derivatives and an application thereof |
| US17/627,221 US20220264878A1 (en) | 2019-07-27 | 2020-07-14 | Herbicidal composition containing r-type pyridyloxy carboxylic acid derivative and use thereof |
| CA3147473A CA3147473A1 (en) | 2019-07-27 | 2020-07-14 | Herbicidal composition comprising r-pyridyloxycarboxylic acid and derivative and an application thereof |
| JP2022504220A JP7494285B2 (en) | 2019-07-27 | 2020-07-14 | Herbicidal compositions comprising R-pyridyloxycarboxylic acids and derivatives and methods of application thereof |
| PE2022000089A PE20220703A1 (en) | 2019-07-27 | 2020-07-14 | HERBICIDE COMPOSITION COMPRISING R-PYRIDILOXYCARBOXYLIC ACID AND DERIVATIVE AND AN APPLICATION THEREOF |
| AU2020322972A AU2020322972B2 (en) | 2019-07-27 | 2020-07-14 | Herbicidal composition containing R-type pyridyloxy carboxylic acid derivative and use thereof |
| PH1/2022/550136A PH12022550136A1 (en) | 2019-07-27 | 2020-07-14 | Herbicidal composition comprising r-pyridyloxycarboxylic acid and derivative and an application thereof |
| MX2022000846A MX2022000846A (en) | 2019-07-27 | 2020-07-14 | HERBICIDAL COMPOSITION COMPRISING R-PYRIDYLOXICARBOXYLIC ACID AND DERIVATIVE AND AN APPLICATION THEREOF. |
| CONC2022/0000361A CO2022000361A2 (en) | 2019-07-27 | 2022-01-18 | Herbicide composition comprising r-pyridyloxycarboxylic acid and derivative and an application thereof |
| CL2022000133A CL2022000133A1 (en) | 2019-07-27 | 2022-01-19 | Herbicide composition comprising r-pyridyloxycarboxylic acid and derivative and an application thereof |
| ZA2022/00908A ZA202200908B (en) | 2019-07-27 | 2022-01-19 | Herbicidal composition containing r-type pyridyloxy carboxylic acid derivative and use thereof |
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| CN2019107962857 | 2019-08-27 | ||
| CN201910796285 | 2019-08-27 |
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| CN202010228765.6A Pending CN112438265A (en) | 2019-07-27 | 2020-03-27 | Weeding composition containing R-type pyridyloxycarboxylic acid derivative and application thereof |
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| CN (1) | CN112438265A (en) |
| WO (1) | WO2021036251A1 (en) |
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| CN102132702B (en) * | 2011-03-24 | 2013-01-02 | 广东中迅农科股份有限公司 | Paddy field weeding composition and application thereof |
| CN102428920A (en) * | 2011-11-04 | 2012-05-02 | 利尔化学股份有限公司 | Synergistic herbicidal composition |
| AR100785A1 (en) * | 2014-06-09 | 2016-11-02 | Dow Agrosciences Llc | HERBICIDE CONTROL OF MALEZA FROM COMBINATIONS OF FLUROXIPIR AND INHIBITORS OF ALS |
| CN104920368A (en) * | 2015-06-25 | 2015-09-23 | 江苏省农业科学院 | Pesticide composite comprising fluroxypyr and benzobicyclon and application of pesticide composite in prevention of lemnaceae plants |
| CN105211072B (en) * | 2015-08-20 | 2017-08-01 | 浙江天丰生物科学有限公司 | Herbicidal combinations |
| CN105165842A (en) * | 2015-09-28 | 2015-12-23 | 四川利尔作物科学有限公司 | Weeding composition and preparation method and application thereof |
| CN105265440A (en) * | 2015-10-18 | 2016-01-27 | 广东中迅农科股份有限公司 | Weeding composition containing saflufenacil and trichlopyr |
| CN105557712A (en) * | 2015-12-24 | 2016-05-11 | 安徽美兰农业发展股份有限公司 | Penoxsulam and fluroxypr-mepthyl compound dispersible oil suspending agent and preparation method thereof |
| CN106259344B (en) * | 2016-08-08 | 2019-06-21 | 江苏辉丰农化股份有限公司 | Herbicidal combinations with synergistic effect |
| CN106332874A (en) * | 2016-08-25 | 2017-01-18 | 安徽美兰农业发展股份有限公司 | Pinoxaden and fluroxypr-mepthyl compound emulsifiable concentrate and preparation method thereof |
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