CN112741097B - Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use - Google Patents

Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use Download PDF

Info

Publication number
CN112741097B
CN112741097B CN202010953693.1A CN202010953693A CN112741097B CN 112741097 B CN112741097 B CN 112741097B CN 202010953693 A CN202010953693 A CN 202010953693A CN 112741097 B CN112741097 B CN 112741097B
Authority
CN
China
Prior art keywords
evaluation
methyl
actual control
inhibitors
cas
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN202010953693.1A
Other languages
Chinese (zh)
Other versions
CN112741097A (en
Inventor
彭学岗
张景远
赵德
崔琦
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Jiangsu Qingyuan Nongguan Weed Control Co ltd
Original Assignee
Jiangsu Qingyuan Nongguan Weed Control Co ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Jiangsu Qingyuan Nongguan Weed Control Co ltd filed Critical Jiangsu Qingyuan Nongguan Weed Control Co ltd
Priority to PCT/CN2020/124587 priority Critical patent/WO2021083245A1/en
Priority to JP2022520325A priority patent/JP7551743B2/en
Publication of CN112741097A publication Critical patent/CN112741097A/en
Application granted granted Critical
Publication of CN112741097B publication Critical patent/CN112741097B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
    • A01N33/18—Nitro compounds
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
    • A01N33/18—Nitro compounds
    • A01N33/20—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group
    • A01N33/22—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group having at least one oxygen or sulfur atom and at least one nitro group directly attached to the same aromatic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
    • A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/26—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group; Thio analogues thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04—Aryloxy-acetic acids; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/10—Sulfones; Sulfoxides
    • 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
    • A01N43/34—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
    • A01N43/42—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 condensed with carbocyclic 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
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • A01N43/68—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
    • A01N43/70—Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/88—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 three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention belongs to the field of pesticides, and particularly relates to a weeding composition containing N- (1, 3, 4-oxadiazole-2-yl) aryl formamide compounds and application thereof. The composition comprises an active ingredient A and an active ingredient B which have effective weeding amount, wherein the active ingredient A is

Description

Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use
Technical Field
The invention belongs to the field of pesticides, and particularly relates to a weeding composition containing N- (1, 3, 4-oxadiazole-2-yl) aryl formamide compounds 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 preventing and killing 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. For example, CN103596946A discloses N- (1,3,4-oxadiazol-2-yl) arylcarboxamides and their use as herbicides, and there is still a need for the development of herbicidal compositions which are highly safe, have a broad herbicidal spectrum, produce a synergistic effect and solve the problem of resistant weeds.
Disclosure of Invention
To solve the above problems in the prior art, the present invention provides a herbicidal composition comprising an N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamide compound and its use. The composition can effectively prevent and kill cyperaceae weeds such as heterotypic cyperus rotundus, cyperus rotundus and Chinese iris, gramineous weeds such as barnyard grass, digitaria sanguinalis, barnyard grass and moleplant seed, and broadleaf weeds such as monochoria vaginalis, edible tulip, ludwigia prostrata and rhizoma alismatis in crop fields, and has the characteristics of expanding weed control spectrum, reducing application amount, generating synergistic action, solving resistant weeds and the like.
A herbicidal composition comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides comprises a herbicidally effective amount of active ingredient A and active ingredient B, wherein,
the active ingredient A is
Figure BDA0002677889110000011
Or a salt thereof;
the active ingredient B is selected from one or more of the following compounds and salts/esters thereof:
(1) HPPD inhibitors: sulcotrione (CAS No.: 99105-77-8), mesotrione (CAS No.: 104206-82-8), topramezone (CAS No.: 210631-68-8), tembotrione (CAS No.: 335104-84-2), flurtamone (CAS No.: 352010-68-5), benzofuranone (CAS No.: 473278-76-1), benzobicyclon (CAS No.: 156963-66-5), diazoxolone (CAS No.: 2908-18-2), cyflutolone (CAS No.: 5929-45-1), triazophone (CAS No.: 1911613-97-2), benzoxaflutole (CAS No.: 1992017-55-6), pyrasulfotole (CAS No.: 365400-11-9), pyrazolate (CAS No.: 58011-68-0), pyrone (CAS No.: 82692-44-2), tolpyrazone (CAS No.: fel-110561-5), quiquzonone (CAS No.: 1412891-11-29-1), topramezone (CAS No.: 7129-11-1), tralkoxydim (CAS No.: 29-68-0), tralkoxydim (CAS No.: fel-561-44-2), tolazolidone (CAS No.: CAS No.: fel-5),
Figure BDA0002677889110000021
(2) (ii) a PDS inhibitor: fluorochloridone (CAS number: 61213-25-0), flurtamone (CAS number: 96525-23-4), diflufenican (CAS number: 83164-33-4), diflufenican (CAS number: 137641-05-5), beflubutamid (CAS number: 113614-08-7), norflurazon (CAS number: 27314-13-2), fluazinone (CAS number: 59756-60-4);
(3) A DOXP inhibitor: clomazone (CAS number: 81777-89-1), bixlone (CAS number: 81777-95-9);
(4) ALS inhibitors: <xnotran> (CAS : 101200-48-0), (CAS : 79277-27-3), (CAS : 83055-99-6), (CAS : 93697-74-6), (CAS : 317815-83-1), (CAS : 100784-20-1), (CAS : 570415-88-2), (CAS : 868680-84-6), (CAS : 122931-48-0), (CAS : 126801-58-9), (CAS : 213464-77-8), (CAS : 181274-17-9), (CAS : 208465-21-8), (CAS : 111991-09-4), (CAS : 173159-57-4), (CAS : 98967-40-9), (CAS : 874195-61-6), (CAS : 219714-96-2), (CAS : 147150-35-4), (CAS : 422556-08-9), (CAS : 114311-32-9), (CAS : 104098-48-8), </xnotran> <xnotran> (CAS : 81385-77-5), (CAS : 81334-34-1), (CAS : 147411-69-6), (CAS : 145701-23-1), (CAS : 135186-78-6), (CAS : 168088-61-7), (CAS : 145026-81-9), (CAS : 81335-77-5), (CAS : 64902-72-3), (CAS : 94593-91-6), (CAS : 136849-15-5), (CAS : 120923-37-7), (CAS : 82097-50-5), (CAS : 144550-36-7), (CAS : 144740-54-5), (CAS : 412928-75-7), (CAS : 74223-64-6), (CAS : 142469-14-5), (CAS : 141776-32-1), (CAS : 122548-33-8), (CAS : 125401-92-5), (CAS : 139528-85-1); </xnotran>
(5) An ACCase inhibitor: 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), tralkoxydim (CAS number: 87820-88-0), fluazifop-p-butyl (CAS number: 69806-50-4), haloxyfop-R (CAS number: 72619-32-0), diclofop-p-methyl (CAS number: 51338-27-3), fenoxaprop-p-ethyl (CAS number: 113158-40-0), cyhalofop-butyl (CAS number: 008-85-9), cyhalofop-p-ethyl (CAS number: 139001-49-3), metamifop-p-ethyl (CAS number: 256412-89-2), oxadiargyl (CAS number: 479-05-1);
(6) PPO inhibitors: ethoxyfluroxypyr ether (CAS number: 42874-03-3), fomesafen (CAS number: 72178-02-0), oxadiazon (CAS number: 19666-30-9), oxadiargyl (CAS number: 39807-15-3), sulfentrazone (CAS number: 122836-35-5), pyraclonil (CAS number: 158353-15-2), flumioxazin (CAS number: 103361-09-7), pentoxazone (CAS number: 110956-75-7), tiafenacil (CAS number: 1220411-29-9), saflufenacil (CAS number: 372137-35-4), pyraflufen (CAS number: 129630-19-9), carfentrazone (CAS number: 128621-72-7), butafenacil (CAS number: 134605-64-4), fluroxypyr ethyl ester (CAS number: 1316-42-5), fluoroglycofen (CAS number: 77501-72-7), trifloxystrobin (CAS number: 355056-68-4), trifluoromethoxyfen-72 (CAS number: 355056-94), trifluoromethoxyfen (CAS number: 355056-3266), trifluoromethoxyfen-72-12566, oxazifen (CAS number: 3548-12566), trifluoromethoxydim (CAS number: 3548-12536-12566), cloxachlor-12566);
(7) PSII inhibitors: atrazine (CAS number: 1912-24-9), prometryn (CAS number: 7287-19-6), simetryn (CAS number: 1014-70-6), terbuthylazine (CAS number: 5915-41-3), terbutryn (CAS number: 886-50-0), ametryn (CAS number: 834-12-8), ipratropium (CAS number: 4147-51-7), fentrazine (CAS number: 845-52-3), diuron (CAS number: 1014-69-3), simazine (CAS number: 122-34-9), metribuzin (CAS number: 4187-64-9), ethiprole (CAS number: 64529-56-2), amicarbazone (CAS number: 129909-90-6), metribuzin (CAS number: 41394-05-2), cyanazine (CAS number: 21725-46-2), chlortoluron (CAS number: 34145-24-9), isoproturon (CAS number: 3061-3401-81-55-9), isoproturon (CAS number: 3064-424-609), isoproturon (CAS number: 3401-424-81-9), isoproturon (CAS number: 3404-48-89-9), isoproturon (CAS number: 3404-3-9), isoproturon (CAS number: 424-3-9), metribulropram (CAS number: 1-9), cyhaloduron (CAS number: 1-3-9), stephania (CAS No.: 555-37-3), pyridazinol (CAS number: 40020-01-7), hexazinone (CAS number: 51235-04-2), isopentyn (CAS number: 22936-75-0), madazine (CAS number: 1912-26-1), bromacil (CAS number: 314-40-9), cyhalofop (CAS number: 2164-08-1), terbacil (CAS number: 5902-51-2), methabenzthiazuron (CAS number: 18691-97-9), cyhalofop (CAS number: 1982-49-6), isoxathiuron (CAS number: 55861-78-4), metoxuron (CAS number: 19937-59-8), subtilisone (CAS number: 1982-47-4), trifluoxazine (CAS number: 1258836-72-4), cyclopyramid (CAS number: 924931-24-2), diuron (CAS number: 709-98-4), pyributicarb (CAS number: 5556-56-84), bromacil (CAS number: 1689-89-84-89), bromoxynil (CAS number: 1685: 1689-89), bromoxynil (CAS number: 1685-84);
(8) Microtubule assembly inhibitors: trifluralin (CAS number: 1582-09-8), butralin (CAS number: 33629-47-9), pendimethalin (CAS number: 40487-42-1), dithiopyr (CAS number: 97886-45-8), ethambursen (CAS number: 55283-68-6), oryzalin (CAS number: 19044-88-3), flumetsulam (CAS number: 1861-40-1), fenthizamide (CAS number: 117718-60-2), propathide (CAS number: 23950-58-5), dichlorvos (CAS number: 1861-32-1), and phorate (CAS number: 36335-67-8);
(9) Microtubule combination inhibitors: diacyl urea (CAS number: 16118-49-3);
(10) VLCFA inhibitors: acetochlor (CAS number: 34256-82-1), butachlor (CAS number: 23184-66-9), pretilachlor (CAS number: 51218-49-6), metolachlor (CAS number: 87392-12-9), mefenacet (CAS number: 73250-68-7), metolachlor (CAS number: 178961-20-1), flufenacet (CAS number: 142459-58-3), fenacet (CAS number: 15299-99-7), pyriflufenapyr (CAS number: 4499-55-5), pyriproxyfen (CAS number: 64249-01-0), dimethenamid (CAS number: 87674-68-8), fentrazamide (CAS number: 237-07-1), triazamide (CAS number: 212201-70-2), fenpyrazamide (CAS number: 125306-83-4), dicofoam (CAS number: 24151-7), isoxaflufenacet (CAS number: 1583-1583: 15807-1), flumetsulam (CAS number: 768-988), tebufenozide (CAS number: 868-988), tebufenozide (CAS number: 12516-988), tebuconazole-988, tebuconazole (CAS number: 2418-16-988);
(11) Lipid synthesis (non-acetyl-coa carboxylase) inhibitors: prosulfocarb (CAS number: 52888-80-9), molinate (CAS number: 2212-67-1), prosulfocarb (CAS number: 28249-77-6), benfuresate (CAS number: 68505-69-1), ethofumesate (CAS number: 26225-79-6), triallate (CAS number: 2303-17-5), dichlorfon (CAS number: 1929-77-7), butamolide (CAS number: 2008-41-5), dichlorfon (CAS number: 1134-23-2), pennisetum (CAS number: 61432-55-1) and penfluum (CAS number: 85785-20-2);
(12) Synthesis of hormones: <xnotran> (CAS : 84087-01-4), (CAS : 69377-81-7), (CAS : 81406-37-3), (CAS : 943831-98-9), (CAS : 55335-06-3), (CAS : 1702-17-6), (CAS : 1918-02-1), (CAS : 150114-71-9), (CAS : 1918-00-9), (CAS : 1390661-72-9), 2- -4- (CAS : 94-74-6), 2- -4- - (CAS : 25319-90-8), MCPB (CAS : 94-81-5), 2- -4- (CAS : 93-65-2), 2- -4- (CAS : 3653-48-3), 2- -4- (CAS : 29450-45-1), 2,4- (CAS : 94-80-4), 2,4- (CAS : 25168-26-7), </xnotran> 2, 4-dichlorophenoxyacetic acid (CAS number: 94-75-7), chloroquinolinic acid (CAS number: 90717-03-6), 2-methyl-4-chlorodimethylammonium salt (CAS number: 2039-46-5), 2, 4-dichlopropionic acid (CAS number: 120-36-5), 2, 4-dichlobutyric acid (CAS number: 94-82-6), benazolin (CAS number: 25059-80-7), aminocyclopyrachlor (CAS number: 858956-08-8),
Figure BDA0002677889110000041
(13) An EPSPS inhibitor: glyphosate (CAS number: 1071-83-6), phosphinothricin (CAS number: 81591-81-3);
(14) A GS inhibitor: glufosinate-ammonium (CAS number: 77182-82-2), bialaphos (CAS number: 35597-43-4), and glufosinate-ammonium (CAS number: 35597-44-5);
(15) PSI inhibitors paraquat (CAS number: 1910-42-5), diquat (CAS number: 6385-62-2);
(16) DHP inhibitors: asulam (CAS number: 3337-71-1);
(17) Cellulose synthesis inhibitor: triazinyl flumioxazin (CAS No: 131475-57-5), indexazine flumioxazin (CAS No: 950782-86-2);
(18) Other herbicides: oxaziclomefone (CAS No: 153197-14-9), cinmethylin (CAS No: 87818-31-3), indanthrone (CAS No: 133220-30-1), quinclorac (CAS No: 130901-36-8), quinclorac (CAS No: 1639426-14-4), cumarone (CAS No: 99485-76-4), imazasulfuron (CAS No: 150-68-5), and tetflupyrrolemet (CAS No: 2053901-33-8).
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 designation of a given compound refers to at least one compound covered by the generic designation, 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.
Wherein, the weight ratio of A to B is 1; preferably 1; more preferably 1; more preferably 1; more preferably from 1 to 10.
In one embodiment, the invention also lists the following specific combinations of component a and component B:
Figure BDA0002677889110000051
Figure BDA0002677889110000061
Figure BDA0002677889110000071
Figure BDA0002677889110000081
Figure BDA0002677889110000091
Figure BDA0002677889110000101
Figure BDA0002677889110000111
Figure BDA0002677889110000121
Figure BDA0002677889110000131
Figure BDA0002677889110000141
Figure BDA0002677889110000151
in another embodiment, each of the components A in the above tables is replaced by a corresponding salt.
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 (e.g. dimethylammonium, triethanolamine, isopropylamine, choline etc.), 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 weight percentage of A and B in the weeding composition accounts for 1-95 percent of the total weight, and preferably 10-80 percent.
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 to the plants being treated. 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 with substituted phenols, in particular alkylphenols or arylphenols, sulphosuccinates, taurine derivatives, in particular taurine esters, and phosphoric esters of alcohols or polyhydroxyethylated phenols, alkyl sulphonates, alkylaryl sulphonates, alkyl sulphates, lauryl ether sulphates, fatty alcohol sulphates, and sulphated hexadec-, hepta-and octadecanols and sulphated fatty alcohol glycol ethers, 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, 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 proteins, denatured proteins, polysaccharides, such as methylcellulose, hydrophobic starches, polyvinyl alcohol, polycarboxylates, polyethylenecarboxylates, polyethyleneamine, polyethylenepyrrolidone 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 may be mixed with active substances known, for example, in "the world Wide Specification of New agricultural chemical products", the Chinese agricultural science and technology Press, 2010.9 and the references cited therein. <xnotran> , (: , (ISO) , , ): , , , , , , , , , , R- , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , </xnotran> <xnotran> , , , , indaziflam, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , propyrisulfuron ( ), , , , , , , , , , , , , , , , , , , , , halosafen, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , </xnotran> <xnotran> Monisouron, anisuron, methiuron, chloreturon, , , - , , , , , , , , , , carboxazole, chlorprocarb, fenasulam, BCPC, CPPC, carbasulam, , , , , , , , , , , , , , , , , , , isopolinate, methiobencarb, 2,4-D ,2 4 ,2,4-D ,2 4 ,2,4-D ,2,4-D ,2 4 ,2 4 ,2,4-D , 2,4-D ,2,4-D ,2 4 ,2 4 ,2 4 ,2,4,5- ,2,4,5- ,2,4,5- ,2 4 , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , methalpropalin, , </xnotran> <xnotran> , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , cliodinate, , , , , , , , , buthidazole, , , , , ametridione, amibuzin, , , , , , , , , iodobonil, , , , , , , , , , , , , , , , , tembotrione, tefuryltrione, bicyclopyrone, ketodpiradox, , , fenoxasulfone, methiozolin, , , , , , , , pyrasulfotole, , pyroxasulfone, , , , , , , , bencarbazone, , , , , , , flupropacil, , , , , </xnotran> <xnotran> , flumezin, (), , , , , , , , , , , , , , , , , , , , , , , pyridafol, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , alorac, diethamquat, etnipromid, iprymidam, ipfencarbazone, thiencarbazone-methyl, pyrimisulfan, chlorflurazole, tripropindan, sulglycapin, , cambendichlor, , , , , , , , , , , , , , , , , , DOW , UBH-509, D489, </xnotran> 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) type compounds, preferred compounds are e.g. 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 e.g. 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 the related compounds 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 are e.g. 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 n-propyl 5, 5-diphenyl-2-isoxazoline-3-carboxylate (S1-10) or ethyl 5- (4-fluorophenyl) -5-phenyl-2-isoxazoline-3-carboxylate (S1-11) described in patent application WO-A-95/07897.
e) 8-Quinolinyloxyacetic acid (S2) compounds, preferably 1-methylhexan-1-yl (5-chloro-8-quinolinyloxy) acetate (S2-1, cloquintocet-mexyl), such as PM (pages 195-196), (1, 3-dimethylbut-1-yl) (5-chloro-8-quinolinyloxy) acetate (S2-2), 4-allyloxybutyl (5-chloro-8-quinolinyloxy) acetate (S2-3), 1-allyloxyprop-2-yl (5-chloro-8-quinolinyloxy) acetate (S2-4), ethyl (5-chloro-8-quinolinyloxy) acetate (S2-5), (5-chloro-8-quinolinyloxy) acetate methyl ester (S2-6), (5-chloro-8-quinolinyloxy) acetate allyl ester (S2-7), 2- (2-propyleneiminoxy) -1-ethyl (5-chloro-8-quinolinyloxy) acetate (S2-8), 2-oxoprop-1-yl (5-chloro-8-quinolinyloxy) acetate (S2-9), and the esters described in EP-A-86750, related compounds in EP-A-94349 and EP-A-191736 or EP-A-0492366.
f) (5-chloro-8-quinolinoxy) propanedioic acid compounds, the preferred compounds being, 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 acid-type active compounds, 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 as active compounds, for example fenclorim (fenclorim) (PM, pp. 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, pages 270 to 271) (= N, N-diallyl-2, 2-dichloroacetamide), "AR-29148" (= 3-dichloroacetyl-2, 5-trimethyl-1, 3-oxazolidinone from Stauffer), "benoxacor" (benoxacor) "(PM, pages 74 to 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" AMON4660 "(= 3-dichloroacetyl-1-oxa-3-aza-spiro [4,5] decane from Nitrokemia or Monsanto)," diclonon "or" ABAS145138 "or" ALAB145138 "(= (= 3-dichloroacetyl-2, 5-trimethyl-1, 3-diazabicyclo [4.3.0] nonane from BASF), and" furilazol "or" AMON13900 "(see PM, 482-483) (= (RS) -3-dichloroacetyl-5- (2-furyl) -2, 2) -dimethyloxazolidinone),
j) Dichloroacetone derivative active compounds, for example, "AMG191" (CAS registry No. 96420-72-3) (= 2-dichloromethyl-2-methyl-1, 3-dioxolane, available from Nitrokemia),
k) Oxyimino compounds, which are known as seed dressing materials, for example "oxabetrinil" (PM, page 689) (= (Z) -1, 3-dioxolan-2-ylmethoxyimino (phenyl) acetonitrile), which in seed dressing is known as safener in order to prevent damage to metolachlor (metallachlor), "fluoroxim (fluxofenim)" (PM, page 467-468) (= 1- (4-chlorophenyl) -2, 2-trifluoro-1-ethanone O- (1, 3-dioxolan-2-ylmethyl) -oxime, which in seed dressing is known as safener in order to prevent damage to metolachlor (metallachlor), and "cyanohydrin" (cyometrinil) "or" A-CGA-43089 "(PM, page 983) (= (Z) -cyanomethoxyimino (phenyl) acetonitrile), which in seed dressing is known as safener in order to prevent damage to metolachlor (metallachlor),
l) Thiazolecarboxylic acid ester active compounds, which are known as seed dressing materials, for example "fluquinan" (PM, pages 450 to 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 dressing to prevent damage by thiocarbamate herbicides,
n) chromanoic acid derivatives such as "ACL304415" (CAS registry number 31541-57-8) (= 2-84-carboxychroman-4-yl) acetic acid, available from American cyanamid),
o) active compounds which, in addition to having a herbicidal action on harmful plants, also have a safener action on plants, for example "penflufen (dimepiperate)" or "AMY-93" (PM, pages 302 to 303) (= S-1-methyl-1-phenylethylpiperidine-1-thiocarboxylate), "dazomet (daimuron)" or "ASK23" (PM, page 247) (= 1- (1-methyl-1-phenylethyl) -3-p-tolylurea), "cumyluron (cumyluron)" = "AJC-940" (= 3- (2-chlorophenylmethyl) -1- (1-methyl-1-phenyl-ethyl) urea, see JP-a-60087254), "benzophenone (methoxyphenon)" or "ANK049" (= 3,3' -dimethyl-4-methoxy-benzophenone), "CSB" (= 1-bromo-4- (CAS sulfonyl) benzene (CAS registry number 5406, kumi-091).
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 mecamifen (CAS: 129531-12-0).
The composition of the present invention may be diluted or used directly by the user prior to use. The formulation can be prepared by conventional processing methods, i.e., mixing the active substance with a liquid solvent or solid carrier, and adding one or more surfactants such as dispersants, stabilizers, wetting agents, binders, defoamers, etc.
The specific preparation of the weeding composition is dispersible oil suspending agent, water suspending agent, suspending emulsion, wettable powder, missible oil, water dispersible granule (dry suspending agent), emulsion in water and microemulsion.
In short, the compositions of the present invention may be mixed with solid and liquid additives conventionally used in prior art formulations. The amount of the active ingredient used varies depending on external conditions such as temperature, humidity, the nature of the herbicide used, and the like. It may vary to a large extent, for example between 0.001 and 1.0kg/ha, or more of active substance, but preferably between 0.005 and 750g/ha, in particular between 0.005 and 500 g/ha.
The invention also provides an application of the weeding composition in weed control; and a method for controlling undesired plant growth, which comprises applying the herbicidal composition to a plant, part of a plant, plant seed, or area where a plant is growing.
In addition, the compositions according to the invention can be applied by spraying to the foliage of the plants to be treated, i.e. to the weeds, in particular to the surfaces infested or liable to be infested with them.
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 is environment-friendly and is easy to degrade in the environment.
(2) The weeding composition disclosed by the invention is low in cost and convenient to use, and has great economic and social benefits when 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 invention
1.A1+ mesotrione (4 +1: representing 4% A1+1% mesotrione, the same applies hereinafter) dispersible oil suspension
A1+ mesotrione +0.3% citric acid +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
Dispersible oil suspending agent of A1+ topramezone (3 + 1)
A1+ Topramezone +5% calcium dodecylbenzenesulfonate +6% fatty alcohol-polyoxyethylene ether +8% cardanol-oxyethylene ether +2.5% organobentonite +2% fumed silica +5% + 100# solvent oil + methyl oleate
Dispersible oil suspending agent of A1+ diazole silicon ethyl ester (3 + 1)
A1+ Metronidazole +0.2% citric acid +5% calcium dodecylbenzenesulfonate +6% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A1+ benzene azole flurtamone (4 + 4)
A1+ benzoxaflutole +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +6% cardanol-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A1+ isoxaflutole (4 + 4)
A1+ isoxaflutole +0.2% citric acid +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
Dispersible oil suspending agent of A1+ clomazone (4 + 4)
A1+ clomazone +4% calcium dodecylbenzenesulfonate +6% cardanol polyoxyethylene ether +8% castor oil oxyethylene ether +2.5% organobentonite +5%100# solvent oil + methyl oleate
A1+ pyrazosulfuron-ethyl (4 + 2) dispersible oil suspending agent
A1+ pyrazosulfuron-ethyl +0.5% urea +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +5% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
Dispersible oil suspension agent containing A1+ penoxsulam (4 + 1)
A1+ penoxsulam +5% calcium dodecylbenzenesulfonate +6% sorbitan monooleate polyoxyethylene ether +5% castor oil oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing 9.A1+ imazamox cigarette (4 + 1)
A1+ Methoxamic acid, 5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +6% cardanol-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A1+ mebendazole nicotinic acid (4 + 1)
A1+ Methimazethapyr +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +6% cardanol-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%
Dispersible oil suspending agent of A1+ bispyribac-sodium (4 + 1)
A1+ Bispyribac-sodium +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +5% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5% parts of 100# solvent oil + methyl oleate
Dispersible oil suspending agent of A1+ clethodim (4+2)
A1+ clethodim +5% calcium dodecylbenzenesulfonate +8% sorbitan monooleate polyoxyethylene ether +6% castor oil oxyethylene ether +2.5% organobentonite +2% fumed silica + 20%/100 # solvent oil + methyl oleate
A1+ sethoxydim (4 + 2) dispersible oil suspending agent
A1+ sethoxydim +5% calcium dodecylbenzene sulfonate +8% sorbitan monooleate polyoxyethylene ether +7% castor oil oxyethylene ether +2.5% organobentonite +2% fumed silica +6% by weight of 100# solvent oil + methyl oleate
Dispersible oil suspending agent of A1+ quizalofop-p-ethyl (4 + 2)
A1+ quizalofop-p-ethyl +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +5% castor oil-polyoxyethylene ether +2.5% organobentonite +2% fumed silica +10% of 100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A1+ oxyfluorfen (3 + 1)
A1+ oxyfluorfen +5% calcium dodecylbenzene sulfonate +8% fatty alcohol-polyoxyethylene ether +6% castor oil-polyoxyethylene ether +2.5% organobentonite +2% fumed silica +20%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A1+ oxadiazon (3 + 1)
A1+ oxadiazon +5% calcium dodecylbenzenesulfonate +8% cardanol polyoxyethylene ether +6% castor oil oxyethylene ether +2.5% organobentonite +5%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A1+ oxadiargyl (3 + 1)
100% solvent oil and methyl oleate, wherein A1+ oxadiargyl +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +6% castor oil-polyoxyethylene ether +2.5% organobentonite +2% fumed silica +15%
18.A1+ atrazine (3 + 5) water suspending agent
A1+ atrazine +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +0.25% xanthan gum +2.5% magnesium aluminum silicate +0.1% defoamer +3% glycol + water
19.A1+ terbuthylazine (3 +3) water suspending agent
A1+ terbuthylazine +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +0.25% xanthan gum +2.5% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
Aqueous suspension agent of A1+ propanil (2 + 20)
A1+ propanil +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +0.16% xanthan gum +1.6% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
21.A1+ bentazone (4 + 30) water suspending agent
A1+ bentazone +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +0.1% xanthan gum +1.2% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
Dispersible oil suspending agent containing A1+ butralin (4 + 21)
A1+ butralin +10% decanamide +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +7% castor oil-oxyethylene ether +1% organobentonite +1% fumed silica +15%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A1+ pendimethalin (4 +21)
A1+ pendimethalin +10% decanamide +6% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +5% castor oil-oxyethylene ether +1% organobentonite +1% fumed silica +10%100# solvent oil + methyl oleate
Dispersible oil suspending agent of A1+ butachlor (4 + 6)
A1+ butachlor +6% calcium dodecylbenzene sulfonate +6% fatty alcohol-polyoxyethylene ether +8% cardanol-oxyethylene ether +3% organobentonite +3% fumed silica + methyl oleate
Dispersible oil suspending agent of A1+ pretilachlor (2 + 4)
A1+ pretilachlor +5% calcium dodecylbenzene sulfonate +6% fatty alcohol-polyoxyethylene ether +8% cardanol-oxyethylene ether +3% organobentonite +3% fumed silica + methyl oleate
Dispersible oil suspending agent containing A1+ anilofos (4 + 2)
A1+ anilofos +5% calcium dodecylbenzenesulfonate +8% cardanol polyoxyethylene ether +7% castor oil oxyethylene ether +3% organobentonite +3% fumed silica +12%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing 27.A1+ quinclorac (2 + 10)
A1+ quinclorac +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +6% castor oil-polyoxyethylene ether +2.0% organobentonite +2.0% fumed silica +10%100# solvent oil + methyl oleate
Dispersible oil suspending agent of A1+ fluroxypyr (2 + 3)
A1+ Fluroxypyr, 5% calcium dodecylbenzenesulfonate +8% phenethylphenol polyoxyethylene ether +6% castor oil oxyethylene ether +3% organobentonite +3% fumed silica +10%, # 100# solvent oil + methyl oleate
A1+ chlorofluoropyridinate (3 + 1) dispersible oil suspending agent
A1+ chloropyridyl ester, 5% calcium dodecylbenzenesulfonate, 8% fatty alcohol-polyoxyethylene ether, 6% castor oil-oxyethylene ether, 2.5% organobentonite, 2% fumed silica and methyl oleate
Dispersible oil suspending agent of 30.A1+ 2-methyl-4-chlorophenoxyacetic acid (3 + 10)
A1+ 2-methyl-4-chlorophenoxyacetic acid +6% calcium dodecylbenzenesulfonate +8% cardanol polyoxyethylene ether +6% castor oil oxyethylene ether +2% organobentonite +2.5% fumed silica +12% of 100# solvent oil + methyl oleate
31.A1+ glyphosate (4 + 16) water suspension agent
A1+ glyphosate +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +3% propylene glycol block polyether +0.2% salt tolerant xanthan gum +2.0% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
32.A1+ glufosinate-ammonium (3 + 15) water suspending agent
A1+ glufosinate-ammonium +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +3% propylene glycol block polyether +0.2% salt tolerant xanthan gum +2.0% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
33.A1+ diquat (4 + 15) water suspending agent
A1+ diquat +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +3% propylene glycol block polyether +0.2% salt tolerant xanthan gum +2.0% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
Dispersible oil suspending agent of A1+ cycloheptyl oxalyl ether (4 + 1)
A1+ cycloheptane ether +5% calcium dodecylbenzene sulfonate +8% fatty alcohol polyoxyethylene ether +6% castor oil polyoxyethylene ether +3% organobentonite +2% fumed silica +12% to 100% solvent oil + methyl oleate
35.A2+ mesotrione (4 + 1) dispersible oil suspending agent
A2+ mesotrione +0.2% citric acid +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
36.A2+ benzene carfentrazone-ethyl (3 + 1) dispersible oil suspending agent
A2+ topramezone, 5% calcium dodecyl benzene sulfonate, 8% fatty alcohol-polyoxyethylene ether, 7% castor oil-polyoxyethylene ether, 2.5% organobentonite, 2% fumed silica, 5% 100% solvent oil and methyl oleate
Dispersible oil suspending agent of A2+ diazole silicon ethyl (3 + 1)
A2+ Metronidazole +0.2% citric acid +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A2+ benzene azole flurtamone (4 + 4)
A2+ benzoxaflutole +0.2% citric acid +5% calcium dodecylbenzenesulfonate +9% cardanol polyoxyethylene ether +6% castor oil oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
39.A2+ isoxaflutole (4+4) dispersible oil suspending agent
A2+ isoxaflutole +0.3% citric acid +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5% + 100# solvent oil + methyl oleate
A2+ clomazone (4 + 4) dispersible oil suspending agent
A2+ clomazone +6% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +7% castor oil-oxyethylene ether +2.5% organobentonite +10%100# solvent oil + methyl oleate
41.A2+ pyrazosulfuron-ethyl (4 + 2) dispersible oil suspending agent
A2+ pyrazosulfuron-ethyl +0.5% urea +5% calcium dodecylbenzenesulfonate +7% fatty alcohol-polyoxyethylene ether +8% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
42.A2+ penoxsulam (4 + 1) dispersible oil suspending agent
A2+ penoxsulam +5% calcium dodecylbenzenesulfonate +9% sorbitan monooleate polyoxyethylene ether +5% castor oil oxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
43.A2+ imazethapyr (4 + 1) dispersible oil suspending agent
A2+ imazamox +5% calcium dodecylbenzene sulfonate +9% fatty alcohol-polyoxyethylene ether +5% castor oil-polyoxyethylene ether +2.5% organobentonite +2% fumed silica +5%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A2+ mebendazole nicotinic acid (4 + 1)
A2+ Methimazethapyr +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +5% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica + 5%/100 # solvent oil + methyl oleate
45.A2+ bispyribac-sodium (4 + 1) dispersible oil suspending agent
A2+ Bispyribac-sodium +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +5% castor oil-oxyethylene ether +2.5% organobentonite +2% fumed silica +5% parts of 100# solvent oil + methyl oleate
Dispersible oil suspending agent containing A2+ clethodim (4 + 2)
A2+ clethodim +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +3% organobentonite +2% fumed silica +20% 100% solvent oil + methyl oleate
Dispersible oil suspending agent containing A2+ sethoxydim (4 + 2)
A2+ sethoxydim +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +7% castor oil-oxyethylene ether +3% organobentonite +2% fumed silica +6% to 100% solvent oil + methyl oleate
48.A2+ quizalofop-p-ethyl (4 + 2) dispersible oil suspending agent
A2+ quizalofop-p-ethyl +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +8% castor oil-polyoxyethylene ether +2.5% organobentonite +2% fumed silica +6%100# solvent oil + methyl oleate
A2+ oxyfluorfen (3 + 1) dispersible oil suspending agent
A2+ oxyfluorfen +5% calcium dodecylbenzenesulfonate +8% cardanol polyoxyethylene ether +6% castor oil oxyethylene ether +3% organobentonite +2% fumed silica +20%100# solvent oil + methyl oleate
Dispersible oil suspending agent containing 50.A2+ oxadiazon (3+1)
A2+ oxadiazon +5% calcium dodecylbenzenesulfonate +8% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +3% organobentonite +5% # 100% solvent oil + methyl oleate
51.A2+ oxadiargyl (3 + 1) dispersible oil suspending agent
100% solvent oil and methyl oleate, wherein the total content of A2+ oxadiargyl +5% calcium dodecyl benzene sulfonate +8% fatty alcohol-polyoxyethylene ether +6% castor oil-polyoxyethylene ether +2.5% organobentonite +2% fumed silica +15%
52.A2+ atrazine (3 + 5) water suspending agent
A2+ atrazine +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +0.22% xanthan gum +2.2% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
A2+ terbuthylazine (3 +3) water suspending agent
A2+ terbuthylazine +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +0.26% xanthan gum +2.2% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
54.A2+ propanil (2 + 20) water suspending agent
A2+ propanil +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +0.18% xanthan gum +1.8% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
55.A2+ bentazone (4 + 30) water suspending agent
A2+ bentazone +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +0.12% xanthan gum +1.5% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
Dispersible oil suspending agent of A2+ butralin (4 + 21)
A2+ butralin +10% decanamide +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +7% castor oil-oxyethylene ether +1% organobentonite +1% fumed silica +10%100# solvent oil + methyl oleate
57.A2+ pendimethalin (4 + 21) dispersible oil suspending agent
A2+ pendimethalin +10% decanamide +6% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +5% castor oil-oxyethylene ether +1% organobentonite +1% fumed silica +10%100# solvent oil + methyl oleate
Dispersible oil suspending agent of 58.A2+ butachlor (4 + 6)
A2+ butachlor +6% calcium dodecylbenzene sulfonate +9% cardanol polyoxyethylene ether +7% castor oil polyoxyethylene ether +3% organobentonite +2% fumed silica + methyl oleate
59.A2+ pretilachlor (2 + 4) dispersible oil suspending agent
A2+ pretilachlor +5% calcium dodecylbenzene sulfonate +9% cardanol polyoxyethylene ether +7% castor oil polyoxyethylene ether +3% organobentonite +2% fumed silica + methyl oleate
60.A2+ anilofos (4 + 2) dispersible oil suspending agent
A2+ anilofos +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +7% castor oil-oxyethylene ether +3% organobentonite +2% fumed silica +12% balance of 100# solvent oil + methyl oleate
Dispersible oil suspending agent containing 61.A2+ quinclorac (2 + 10)
A2+ Quinclorac +5% calcium dodecylbenzenesulfonate +9% fatty alcohol polyoxyethylene ether +6% castor oil oxyethylene ether +2.5% organobentonite +10% of 100# solvent oil + methyl oleate
Dispersible oil suspending agent of A2+ fluroxypyr (2 + 3)
A2+ fluroxypyr +5% calcium dodecylbenzene sulfonate +9% phenethylphenol polyoxyethylene ether +6% castor oil oxyethylene ether +3% organobentonite +3% fumed silica +10% percent, 100# solvent oil + methyl oleate
A2+ chlorofluoropyridinate (3 + 1) dispersible oil suspending agent
A2+ ClF-pyridine ester +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +3% organobentonite +2% fumed silica +12%, # 100 solvent oil + methyl oleate
Dispersible oil suspending agent 64.A2+ 2-methyl-4-chlorophenoxyacetic acid (3 + 10)
A2+ 2-methyl-4-chlorophenoxyacetic acid +6% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +2% organobentonite +1% fumed silica +12% of 100# solvent oil + methyl oleate
65.A2+ glyphosate (4 + 16) water suspension agent
A2+ glyphosate +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +3% propylene glycol block polyether +0.2% salt tolerant xanthan gum +1% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
A2+ glufosinate-ammonium (3 + 15) water suspending agent
A2+ glufosinate-ammonium +5% polycarboxylate +2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +3% propylene glycol block polyether +0.2% salt tolerant xanthan gum +1% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water
67.A2+ diquat (4 + 15) water suspending agent
A2+ diquat +5% of polycarboxylate +2% of phenethylphenol polyoxyethylene ether phosphate triethanolamine salt +3% of propylene glycol block polyether +0.2% of salt-tolerant xanthan gum +1% of magnesium aluminum silicate +0.1% of defoamer +3% of glycol + water
Dispersible oil suspending agent of A2+ cycloheptyl oxalyl ether (4 + 1)
A2+ cinmethylin +5% calcium dodecylbenzenesulfonate +9% fatty alcohol-polyoxyethylene ether +6% castor oil-oxyethylene ether +3% organobentonite +2% fumed silica +10% of 100# solvent oil + methyl oleate
The processing equipment of the aqueous suspending agent comprises: mixing kettle, colloid mill, sand mill, shearing machine, etc.
The processing process of the aqueous suspending agent comprises the following steps: putting all materials into a mixing kettle, stirring and mixing, then passing through a colloid mill, then entering a sand mill for three-stage sanding, 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 dispersible oil suspending agent comprises: mixing kettle, colloid mill, sand mill, shearing machine, etc.
The processing process of the dispersible oil suspending agent comprises the following steps: putting all materials into a mixing kettle, stirring and mixing, passing through a colloid mill, then entering a sand mill for three-stage sand milling, finally uniformly shearing in a shearing machine, and transferring to a storage tank for filling after the test is qualified.
B) Test of drug efficacy
Spraying treatment of stems and leaves after seedling:
1) Test conditions
1.1 ) test target
The shaped Cyperus is obtained from Hubei Jingzhou, the shredded Cyperus is obtained from Jiangxi Shang, the monochoria vaginalis is obtained from Hunan Changsha, the rice barnyard grass is obtained from Heilongjiang chang, the edible tulip is obtained from Liaoning Yingkou, the Chinese iris is obtained from Heilongjiang tiger forest, the ludwigia prostrata is obtained from Hunan Changsha, the digitaria is obtained from Anglo-hui, and the oriental waterplantain rhizome is obtained from Liaoning Shenyang. The weeds are cultured by a pot culture method, a plastic nutrition pot with the grain size of 180 min 1093 mm is used for placing 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, the weed seeds are accelerated to germinate in a biochemical incubator (dark) with the temperature of 28 ℃, the weed seeds which are just exposed to be white are evenly placed on the surface of the soil, and then the soil is covered by 0.5-1cm according to the grain size of the seeds.
1.2 Etc.) and culture conditions
The method is carried out in a controllable sunlight greenhouse at the temperature of 20-30 ℃ under natural illumination and with the relative humidity of 57-72 percent. The soil type is loam, the organic matter content is 1.63%, the pH 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 82.1mg/kg.
1.3 Equipment), instruments and equipment
3WP-2000 type walking spraying tower, ministry of agriculture, nanjing research institute of agricultural machinery. One ten thousandth electronic balance type GA10 (germany); ZDR2000 intelligent data recorder (hangzhou ze da instruments ltd); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument factory).
2) Design of experiments
2.1 Reagent), reagent
The required active ingredient A comes from patent CN201911014193.5, and the specific preparation process is as follows:
(1) Synthesis of compound A1:
(1.1) Cpd 1 (3g, 16mmol, 1.0eq) and NaOH (0.72g, 18mmol, 1.1eq) were sequentially added to 30ml of DMF, and then Cpd 2 (1.28g, 16.8mmol, 1.05eq) was added dropwise at 0 ℃ and the reaction solution was stirred at 0 ℃ for 1 hour. LCMS detection showed the starting material was essentially reacted and had a major new peak. The reaction was poured into 30ml of water, the layers separated, the aqueous phase extracted once with 50ml of ethyl acetate, the organic phase washed three times with saturated brine (50 ml), dried, spun-dried and column chromatographed to give Cpd 3 (3.6 g,91% yield) (colorless oil).
Figure BDA0002677889110000291
(1.2) Cpd 3 (3.1g, 13mmol, 1.0eq) was added to 30ml of THF, then n-BuLi (6.42ml, 2.5M, 116mmol, 1.2eq) was slowly added at-78 deg.C, and the reaction solution was stirred at-78 deg.C for 0.5 hour, then CO was slowly introduced 2 After 10min, the reaction solution was slowly warmed to room temperature. LCMS detected product. To the reaction solution was poured 20ml of water, the layers were separated, the aqueous phase was extracted once with 30ml of ethyl acetate, the aqueous phase was gradually adjusted to pH =4-5 with concentrated hydrochloric acid, filtered and dried to give Cpd 4 (3.2g, 87% yield) (white solid).
Figure BDA0002677889110000292
(1.3) to 30ml of pyridine were added in the order Cpd 4 (3.1g, 11mmol, 1.0eq), cpd 5 (1.66g, 16.8mmol, 1.5eq), and DMAP (0.13g, 1.1mmol, 0.1eq). Then slowly adding SOCl at the temperature of 0 DEG C 2 (2.0 g,16.8mmol,1.5 eq), and the reaction mixture was stirred at room temperature for 3 hours. LCMS detection of product. After removing pyridine by concentration, 30ml of water was poured into the reaction mixture, followed by liquid separation, extraction of the aqueous phase with 30ml of ethyl acetate three times, washing of the organic phase with saturated brine (50 ml) three times, drying, spin-drying, and column chromatography to obtain Cpd 6 (2.5 g,63% yield) (white solid).
Figure BDA0002677889110000293
(1.4) to 10ml of methylene chloride were added Cpd 6 (1g, 2.8mmol, 1.0eq) and m-CPBA (0.54g, 3.1mmol, 1.1eq) in this order. The reaction was then stirred at room temperature for 1 hour. The product was detected by LCMS and the starting material was essentially reacted. The reaction was poured into 10ml of water, quenched with sodium bisulfite, separated, the aqueous phase extracted three times with 30ml of dichloromethane, the organic phase washed once with saturated brine (30 ml), dried, spun-dried, and isolated by column chromatography to give compound A1 (0.85g, 82% yield) (off-white solid).
1 H NMR(500MHz,DMSO-d 6 )12.57(s,1H),8.07(dd,J＝8.0,7.0Hz,1H),7.82(d,J＝8.0Hz,1H),3.57-3.47(m,2H),2.48(s,3H),1.70-1.52(m,2H),1.08-0.93(m,3H).
Figure BDA0002677889110000301
(2) Synthesis of compound A2:
compound A1 (0.5 g,98% purity) was resolved by chiral HPLC (Column: CHIRALPAK IG; column Size:3cm x 25cm,5um injection, 3.0ml, mobile phase.
Figure BDA0002677889110000302
The active ingredients B required by the method comprise topramezone, bicyclopyrone, topramezone, mesotrione,
Figure BDA0002677889110000303
For the production of the products of the present company,others were purchased by the reagent company. The raw medicines are all diluted by using an emulsifier Tween-80 aqueous solution with the content of 0.1 percent and taking acetone as a solvent.
Wherein,
Figure BDA0002677889110000304
from patent CN201911321469.4, the preparation method thereof is as follows:
1) Compound a (0.5g, 2.13mmol), compound b (313mg, 2.55mmol), a catalytic amount of TBAB (10 mg), DMF (10 mL) was placed in a round-bottomed flask and stirred at room temperature, 15 ℃ for 24 hours. And (5) detecting a small amount of residual raw materials by liquid quality, and then treating. The reaction was poured into 50mL of water, extracted 2 times with methyl tert-butyl ether (50mL × 2), the organic phase was dried, concentrated, and purified by column chromatography to give compound c (300 mg, yield 50%). Compound c is a white solid.
Figure BDA0002677889110000311
(2) Compound c (0.3g, 1.06mmol) and methanol (20 mL) were placed in a 100mL single-neck flask, and lithium hydroxide (44.5mg, 1.06mmol) was dissolved in 2mL of 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, the pH value is adjusted to 5-6 by using 0.5M diluted hydrochloric acid, and the mixture is concentrated and extracted by using water and ethyl acetate. The organic phase was dried and concentrated to give compound d (200 mg, yield 70%) as a white solid.
Figure BDA0002677889110000312
(3) Compound d (200mg, 0.74mmol), compound e (75mg, 0.74mmol), DCC (152mg, 0.74mmol) and anhydrous DCM (20 mL) were placed in a 100mL round-bottomed flask and reacted at room temperature for 12 hours. After the reaction of the raw materials was completed, the reaction solution was concentrated and separated by column chromatography to obtain the objective compound (200 mg, yield 77%) as a white solid.
Figure BDA0002677889110000313
1 H NMR(500MHz,Chloroform-d)δ5.28(q,J＝7.0Hz,1H),5.15(s,2H),4.27–4.07(m,3H),3.91–3.73(m,2H),2.04–1.82(m,3H),1.66(d,J＝7.0Hz,3H),1.59-1.54(m,1H).
2.2 Test treatment), test treatment
2.2.1 Dosage setting), dosage 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 early-stage pre-test, the single use and mixed use amount of the active ingredients A and B are respectively shown in a table. Water without drug, containing the same solvent and emulsifier was used as a blank.
2.2.2 In (D), experimental replicates
Each treatment was repeated 4 times, 3 pots each time, and 20 weed seeds were sown per pot for 60 plants each time.
2.3 In a processing mode
2.3.1 Time and number of treatments)
The test was performed 1 time in total. And (3) thinning after the 1-1.5 leaf period of the weeds, keeping 15 weeds in each pot, keeping 45 weeds in each treatment, and then continuously culturing until 2-3 leaves are treated.
2.3.2 Devices for use, and methods of administering drugs)
Uniformly placing the cultured test materials on a 0.5m area 2 Spraying stem and leaf by using a 3WP-2000 model walking spray tower on the platform, wherein the liquid spraying amount is 450 kg/hectare, and the spraying pressure is 0.3MPa. 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 culture of weeds is shown in 1.1) according to the 'herbicide in the 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 survey and statistical analysis
4.1 Etc.) and investigation method
The absolute number investigation method is adopted, a blade is used for cutting off the whole survival weed seedlings along the soil surface, and the fresh weight of weeds is weighed by an analytical balance. For the weeds that have died, the fresh weight is zero.
4.2 Time and number of surveys)
The investigation was carried out 15 days after the treatment, and was carried out 1 time in total.
4.3 Data statistical analysis
The theoretical fresh weight inhibition (E0 = X + Y-X Y/100) of each treatment mixed combination is calculated by using a Gowing method, and then compared with the actually measured inhibition (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%, the effect is synergistic, when the E-E0 value is less than-10%, the antagonistic effect is obtained, and the addition effect is obtained between-10% and 10%. 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 ingredient A is P; y is the fresh weight inhibition rate of the active component B when the dosage is Q. The statistical results are shown in tables 1-223 below.
TABLE 1 evaluation of the actual control and combination of mesotrione mixed with A1 for cyperus rotundus
Figure BDA0002677889110000321
Table 2 evaluation of actual control and combination of topramezone and sedge
Figure BDA0002677889110000322
TABLE 3 evaluation of the actual control and combination of Mixed tembotrions on the action of Cyperus rotundus L.var.
Figure BDA0002677889110000331
Table 4 A1 evaluation of actual control effect and combined effect of fluroxypyr mixed with fluroxypyr on cyperus rotundus
Figure BDA0002677889110000332
TABLE 5 evaluation of the actual control and combination of the A1 Fusulone mixture for the heterotypic Cyperus
Figure BDA0002677889110000333
TABLE 6 evaluation of the actual control and combination of the Effect of A1 Mixed benzobicyclon the heterotype nutgrass flatsedge
Figure BDA0002677889110000334
TABLE 7 evaluation of the actual control and combination of the Effect of A1 Mixed Bixaflutole on the action of shaped Cyperus rotundus
Figure BDA0002677889110000335
TABLE 8 evaluation of the actual control and Combined action of Cyclopyraflutole-Fluroxypyr on Cyperus rotundus
Figure BDA0002677889110000336
TABLE 9 evaluation of the actual control and combination of the Effect of Azasulam blended with Triazolesulfonate on sedges of Allium
Figure BDA0002677889110000337
TABLE 10 evaluation of the actual control and combination of the effect of the A1-blended benzoxaflutole on sedge heterotypic
Figure BDA0002677889110000338
TABLE 11 evaluation of the actual control and combination of isoxaflutole to cyperus rotundus by A1 blending
Figure BDA0002677889110000339
Figure BDA0002677889110000341
TABLE 12 evaluation of actual control and combination of diflufenican blended with diflufenican for sedges of abnormal shape
Figure BDA0002677889110000342
TABLE 13 evaluation of actual control and combination of diflufenican blended with A1 for sedge heterotypii
Figure BDA0002677889110000343
TABLE 14 evaluation of the actual control and combination of clomazone with clomazone for cyperus alternifolius
Figure BDA0002677889110000344
TABLE 15 evaluation of actual control and combination of thifensulfuron methyl compounded with monochoria vaginalis
Figure BDA0002677889110000345
TABLE 16 evaluation of actual control effect and joint action of mixed bensulfuron methyl for monochoria vaginalis
Figure BDA0002677889110000346
TABLE 17 evaluation of actual control and joint action of pyrazosulfuron-ethyl mixed with Ottelia vaginalis
Figure BDA0002677889110000347
TABLE 18 evaluation of actual control and combination of thidiazuron mixed with Oldenlandia diffusa
Figure BDA0002677889110000348
Figure BDA0002677889110000351
TABLE 19 evaluation of practical control effect and combined effect of mixed halosulfuron-methyl on monochoria vaginalis
Figure BDA0002677889110000352
TABLE 20 evaluation of actual control and combination of flumetsulam with mixed rimsulfuron
Figure BDA0002677889110000353
TABLE 21 evaluation of actual control effect and combined action of Flucarbazone-sodium mixed with Oldenlandine
Figure BDA0002677889110000354
TABLE 22 evaluation of actual control and combination of Mesosulfuron-methyl for Ottelia vaginalis by A1 blending
Figure BDA0002677889110000355
TABLE 23 evaluation of actual control and joint action of nicosulfuron mixed with Oncorhynchus communis
Figure BDA0002677889110000356
TABLE 24 evaluation of actual control effect and combined action of foramsulfuron on monochoria vaginalis by compounding foramsulfuron with A1
Figure BDA0002677889110000357
TABLE 25 evaluation of actual control effect and combined effect of flumetsulam mixed with flumetsulam on monochoria vaginalis
Figure BDA0002677889110000358
TABLE 26 evaluation of actual control effect and combined effect of mixed triafamone on monochoria vaginalis
Figure BDA0002677889110000359
TABLE 27 A1 evaluation of actual control effect and combined effect of penoxsulam on monochoria vaginalis
Figure BDA00026778891100003510
TABLE 28 evaluation of actual control and combined action of mixed cloransulam-methyl on monochoria vaginalis
Figure BDA00026778891100003511
Figure BDA0002677889110000361
TABLE 29 evaluation of actual control effect and combined effect of mixed pyroxsulam on monochoria vaginalis
Figure BDA0002677889110000362
TABLE 30 evaluation of actual control and combination of imazamox cigarette blended with imazamox on monochoria vaginalis
Figure BDA0002677889110000363
TABLE 31 evaluation of actual control and combined action of A1 mixed imazapic on Ottelia vaginalis
Figure BDA0002677889110000364
TABLE 32 evaluation of actual control and combined action of iodine-metsulfuron-methyl sodium on herba Monochoriae Vaginalis
Figure BDA0002677889110000365
TABLE 33 evaluation of actual controlling effect and combined action of mixedly used bispyribac-sodium on monochoria vaginalis
Figure BDA0002677889110000366
TABLE 34 evaluation of actual control and combination of pinochytron mexicanum by compounding pinoxaden with A1
Figure BDA0002677889110000367
TABLE 35 evaluation of the actual control and Combined action of Xylecotrione on rice barnyard grass by A1 blending
Figure BDA0002677889110000368
Figure BDA0002677889110000371
TABLE 36 evaluation of the actual control and combined action of mixed sethoxydim on Echinochloa crusgalli
Figure BDA0002677889110000372
TABLE 37 evaluation of the actual control effect and combined action of quizalofop-p-ethyl mixed with A1 on barnyard grass
Figure BDA0002677889110000373
TABLE 38 evaluation of the actual control and combination of haloxyfop-R-methyl with A1 mixture
Figure BDA0002677889110000374
TABLE 39 evaluation of actual control and combined action of mixed cycloxydim on rice barnyard grass
Figure BDA0002677889110000375
TABLE 40 evaluation of the actual control and combination of Oxazolidino-mixed with Echinochloa crusgalli
Figure BDA0002677889110000376
TABLE 41 A1 evaluation of the actual control and combination of the Ethoxyfluorfen in the treatment of St.Johnston
Figure BDA0002677889110000377
TABLE 42 A1 evaluation of the actual control and combination of fomesafen and cyperus tuber
Figure BDA0002677889110000378
TABLE 43 evaluation of the actual control and combination of the effects of oxadiazon on sargassum thunbergii by compounding with A1
Figure BDA0002677889110000381
TABLE 44 evaluation of the actual control and combination of oxadiargyl mixed with cyperus rotundus for the treatment of cyperus rotundus
Figure BDA0002677889110000382
TABLE 45 evaluation of the actual control and combination of sulfentrazone mixed with cyperus rotundus
Figure BDA0002677889110000383
TABLE 46 evaluation of actual control and combination of pyraclonil with Bixapyroxad for shaped Cyperus rotundus
Figure BDA0002677889110000384
TABLE 47 evaluation of the actual control and combination of flumioxazin blended with cyperus heterophyllus
Figure BDA0002677889110000385
TABLE 48 evaluation of the actual control and combination of the effect of the mixed pentoxazone on the generation of cyperus rotundus L.var.sativa L.var.
Figure BDA0002677889110000386
TABLE 49 evaluation of actual control and combination of the A1 blended tiafenacil against the heterotypic cyperus rotundus
Figure BDA0002677889110000387
TABLE 50 evaluation of the actual control effect and combined action of saflufenacil mixed with saflufenacil on cyperus rotundus
Figure BDA0002677889110000391
TABLE 51 evaluation of the actual control and combination of amitraz with Mixed carfentrazone-ethyl for cyperus rotundus L
Figure BDA0002677889110000392
TABLE 52 evaluation of the actual control and combination of Acifluorfen-Ethyl Ether for Cyperus rotundus L
Figure BDA0002677889110000393
TABLE 53 evaluation of actual control and combination of acifluorfen and acifluorfen mixture for cyperus rotundus
Figure BDA0002677889110000394
TABLE 54 evaluation of the actual control and combination of triflumimoxazin blended with A1 for cyperus rotundus
Figure BDA0002677889110000395
TABLE 55 A1 evaluation of actual control and combined action of atrazine mixed to cyperus rotundus
Figure BDA0002677889110000396
TABLE 56 A1 evaluation of the actual control and combination of terbuthylazine mixed with nutgrass flatsedge
Figure BDA0002677889110000397
TABLE 57 evaluation of the actual control and Combined action of Mixed ametryn on Cyperus rotundus
Figure BDA0002677889110000398
TABLE 58 evaluation of the actual control and Combined action of Mixed Metronidazole on Special-shaped Cyperus rotundus
Figure BDA0002677889110000401
TABLE 59 evaluation of actual control effect and combined effect of mixed amicarbazone on cyperus rotundus L.var.officinalis
Figure BDA0002677889110000402
TABLE 60 evaluation of the actual control and combination of Chlorophoron blended in Chlorophytum comosum for Cyperus rotundus L
Figure BDA0002677889110000403
TABLE 61 A1 evaluation of the actual control and combination of isoproturon blended in cyperus rotundus
Figure BDA0002677889110000404
TABLE 62 A1 evaluation of the actual control and combination of Mixed weedicides on St.Johnston
Figure BDA0002677889110000405
TABLE 63 A1 evaluation of the actual control and Combined action of Mixed trifluoxazine on Heterophaea
Figure BDA0002677889110000406
TABLE 64 evaluation of the actual control and combination of cycloprominate mixed with Cyperus rotundus for cyperus rotundus L
Figure BDA0002677889110000407
TABLE 65 A1 evaluation of the actual control and combination of propanil with cyperus rotundus
Figure BDA0002677889110000408
TABLE 66 evaluation of actual control and combination of pyridate mixed with nutgrass flatsedge
Figure BDA0002677889110000409
TABLE 67 evaluation of the actual control and Combined action of the Mixed bentazone on the heterotypic Cyperus
Figure BDA00026778891100004010
Figure BDA0002677889110000411
TABLE 68 evaluation of the actual control and combination of bromoxynil in the formulation of A1 against cyperus rotundus
Figure BDA0002677889110000412
TABLE 69 evaluation of the actual control and combination of butralin mixed with Cyperus rotundus
Figure BDA0002677889110000413
TABLE 70 evaluation of the actual control and combination of pendimethalin mixed with nutgrass flatsedge
Figure BDA0002677889110000414
TABLE 71 evaluation of the actual control and combination of butachlor in A1 mixtures for cyperus heterophyllus
Figure BDA0002677889110000415
TABLE 72 evaluation of the actual control and combination of pretilachlor mixed with cyperus heterophyllus
Figure BDA0002677889110000416
TABLE 73 evaluation of the actual control and combination of s-metolachlor mixed with metolachlor for cyperus rotundus L
Figure BDA0002677889110000417
Figure BDA0002677889110000421
TABLE 74 evaluation of the actual control and combination of flufenacet mixed with flufenacet for cyperus heterophyllus
Figure BDA0002677889110000422
TABLE 75 evaluation of the actual control and Combined action of Mixed Sulfoxaden on sedges
Figure BDA0002677889110000423
TABLE 76 A1 evaluation of the actual control and combination of anilofos by compounding with anilofos for the treatment of Agrocybe aegerita
Figure BDA0002677889110000424
TABLE 77 evaluation of the actual control and Combined action of the Mixed prosulfocarb on the crushed Cyperus rotundus
Figure BDA0002677889110000425
TABLE 78 evaluation of the actual control and Combined action of the blended grass diquat and shredded cyperus esculentus
Figure BDA0002677889110000426
TABLE 79 evaluation of the actual control and combination of the Mixed Tagetes Erecta on Cyperus rotundus L
Figure BDA0002677889110000427
TABLE 80 evaluation of the actual control and combination of quinclorac mixed with quinclorac
Figure BDA0002677889110000428
TABLE 81 evaluation of actual control and combination of fluroxypyr-mepiquat chloride blended with A1 for Pseudobulbus Cremastrae seu pleiones
Figure BDA0002677889110000429
Figure BDA0002677889110000431
TABLE 82 evaluation of the actual control and combination of halal effect of A1 mixed with halal
Figure BDA0002677889110000432
TABLE 83 evaluation of the actual control and combination of triclopyr mixed with Pseudobulbus Cremastrae seu pleiones
Figure BDA0002677889110000433
TABLE 84 evaluation of the actual control and combination of clopyralid mixed with clopyralid to edible tulip
Figure BDA0002677889110000434
TABLE 85 evaluation of the actual prevention and combination of Aminopyric acid A1 mixture to Pseudobulbus Cremastrae seu pleiones
Figure BDA0002677889110000435
TABLE 86 evaluation of the actual control and combination of aminopyralid with mixed aminopyralid for Pseudobulbus Cremastrae seu pleiones
Figure BDA0002677889110000436
Table 87 evaluation of actual controlling effect and combined action of dicamba mixed with edible tulip
Figure BDA0002677889110000437
TABLE 88 evaluation of the actual controlling effect and the combined action of the chlorofluoropyridyl ester compounded with Ailanthus altissima on Pseudobulbus Cremastrae Seu pleiones
Figure BDA0002677889110000438
TABLE 89 evaluation of actual control and combination of 2-methyl-4-chlorophenoxyacetic acid mixed with A1 against Pseudobulbus Cremastrae seu pleiones
Figure BDA0002677889110000439
Figure BDA0002677889110000441
TABLE 90 evaluation of the actual control and combination of aminocyclopyrachlor with 90 A1 Admixture on Pseudobulbus Cremastrae seu pleiones
Figure BDA0002677889110000442
TABLE 91 evaluation of actual control and combined action of A1 glyphosate mixture on Ottelia communis
Figure BDA0002677889110000443
TABLE 92 evaluation of actual control and combination of mixed glufosinate-ammonium for monochoria vaginalis
Figure BDA0002677889110000444
TABLE 93 evaluation of actual controlling effect and combined action of mixed glufosinate-ammonium to monochoria vaginalis by A1
Figure BDA0002677889110000445
TABLE 94 evaluation of actual control effect and combined action of mixed diquat on monochoria vaginalis
Figure BDA0002677889110000446
TABLE 95 evaluation of actual control effect and combined effect of triazine flumioxazin on monochoria vaginalis
Figure BDA0002677889110000447
TABLE 96 evaluation of actual control effect and combined effect of mixed indezine flumioxazin on monochoria vaginalis
Figure BDA0002677889110000451
TABLE 97 evaluation of actual control effect and combined effect of oxaziclomefone mixed with A1 on monochoria vaginalis
Figure BDA0002677889110000452
TABLE 98 evaluation of actual control and combination of the Amur monochoria herb by A1 blending of suberin
Figure BDA0002677889110000453
TABLE 99 A2 evaluation of the actual control and combination of mixed mesotrione to firefly iris
Figure BDA0002677889110000454
TABLE 100 evaluation of the actual control effect and combined action of mixed topramezone on firefly iris
Figure BDA0002677889110000455
TABLE 101 evaluation of the actual control and combination of Fluoritan by Mixed Ring Sulfonone
Figure BDA0002677889110000456
TABLE 102 evaluation of actual control effect and combined action of Fluroxyprione on Fluoritum by compounding Fluoritone with A2
Figure BDA0002677889110000461
TABLE 103 evaluation of the actual control and combination of Fluoriton by A2 blending Fusulone
Figure BDA0002677889110000462
TABLE 104 evaluation of the actual control effect and combined action of mixed benzobicyclon on firefly iris
Figure BDA0002677889110000463
TABLE 105 evaluation of the actual control and combined action of the A2-blended topramezone on Iris lactea
Figure BDA0002677889110000464
TABLE 106 evaluation of actual control effect and combined effect of mixed-ring diflucortolone on firefly iris
Figure BDA0002677889110000465
TABLE 107 evaluation of the actual control effect and combined action of the A2 mixed triazasulam on Iris lactea
Figure BDA0002677889110000466
Table 108 evaluation of actual control effect and combined effect of mixed benzoxaflutole on firefly iris
Figure BDA0002677889110000467
TABLE 109 evaluation of the actual control and combination of firefly iris by A2-mixed isoxaflutole
Figure BDA0002677889110000471
TABLE 110 evaluation of actual control effect and combined effect of mixed diflufenican on firefly iris
Figure BDA0002677889110000472
TABLE 111 evaluation of the actual control and combination of Fluorubide-Fluiria by A2 blending
Figure BDA0002677889110000473
TABLE 112 evaluation of the actual control and combination of the Dioscorea Opposita Linne by compounding clomazone in A2
Figure BDA0002677889110000474
TABLE 113 evaluation of actual control and combination of thifensulfuron methyl compounded with ludwigia prostrate
Figure BDA0002677889110000475
TABLE 114 evaluation of the actual control effect and combined action of bensulfuron methyl mixed with ludwigia prostrata
Figure BDA0002677889110000476
TABLE 115 evaluation of actual control effect and combined action of pyrazosulfuron-ethyl on ludwigia prostrata
Figure BDA0002677889110000477
Figure BDA0002677889110000481
TABLE 116 evaluation of the actual control and combination of thidiazuron mixed with clover
Figure BDA0002677889110000482
TABLE 117 evaluation of actual control effect and joint action of A2 mixed halosulfuron-methyl on ludwigia prostrata
Figure BDA0002677889110000483
TABLE 118 evaluation of actual control and combination of the Effect of blended rimsulfuron on ludwigia prostrata
Figure BDA0002677889110000484
TABLE 119 evaluation of actual control effect and combined action of Flucarbazone-sodium mixed with flazasulfuron on ludwigia prostrata
Figure BDA0002677889110000485
TABLE 120 evaluation of the actual control and combination of Ludwigia prostrata by compounding Mesosulfuron-methyl
Figure BDA0002677889110000486
TABLE 121 evaluation of actual control effect and combined effect of flaccid knotweed herb by A2 mixed nicosulfuron
Figure BDA0002677889110000487
TABLE 122 evaluation of the actual control effect and combined effect of mixed foramsulfuron on ludwigia prostrata by A2
Figure BDA0002677889110000488
TABLE 123 evaluation of actual control effect and combined effect of mixed flumetsulam on ludwigia prostrata
Figure BDA0002677889110000489
TABLE 124 evaluation of actual control and combination of the Amazoxystrobin blended with A2 on ludwigia prostrata
Figure BDA00026778891100004810
Figure BDA0002677889110000491
TABLE 125 A2 evaluation of the actual control and combination of penoxsulam on ludwigia prostrate
Figure BDA0002677889110000492
TABLE 126 evaluation of the actual control and combination of cloransulam-methyl on ludwigia prostrata by A2 compounding
Figure BDA0002677889110000493
TABLE 127 A2 evaluation of the actual control and combination of the mixed pyroxsulam on ludwigia prostrata
Figure BDA0002677889110000494
TABLE 128 evaluation of actual prevention and combination of imazamox blended with Mexican tobacco for ludwigia prostrata
Figure BDA0002677889110000495
TABLE 129 evaluation of the actual control effect and combined effect of mixed mebendazole nicotinic acid on ludwigia prostrata
Figure BDA0002677889110000496
TABLE 130 evaluation of actual prevention and combination of iodine-containing metsulfuron methyl sodium for cloves and ludwigia prostrata
Figure BDA0002677889110000497
Figure BDA0002677889110000501
TABLE 131 A2 evaluation of actual prevention and combination of Bispyribac-sodium for ludwigia prostrata
Figure BDA0002677889110000502
TABLE 132 evaluation of actual control effect and combined effect of Azolinate mixed with digitalis on crabgrass
Figure BDA0002677889110000503
TABLE 133 evaluation of actual control and combination of crabgrass with amiloride of A2 blended clethodim
Figure BDA0002677889110000504
TABLE 134 evaluation of the actual control and combination of mixed sethoxydim to crabgrass
Figure BDA0002677889110000505
TABLE 135 evaluation of actual control and combined action of A2-blended quizalofop-p-ethyl on large crabgrass
Figure BDA0002677889110000506
Figure BDA0002677889110000511
TABLE 136 evaluation of the actual control and combination of haloxyfop-R-methyl mixed with haloxyfop-R-methyl for crabgrass
Figure BDA0002677889110000512
TABLE 137 A2 evaluation of the actual control and combination of the Cyclobenzone to crabgrass
Figure BDA0002677889110000513
TABLE 138 evaluation of actual prevention and combination of Oxazolecarboxamide and Sargassu mixed with Azasulam
Figure BDA0002677889110000514
TABLE 139 A2 evaluation of the actual control effect and combined effect of mixed oxyfluorfen on firefly iris
Figure BDA0002677889110000515
TABLE 140 evaluation of the actual control and combination of Fluorosulfafurazolidone and Fluorowax Iris by A2 blending
Figure BDA0002677889110000516
TABLE 141 A2 Compounded oxadiazon evaluation of actual control and combination of Fluoritum
Figure BDA0002677889110000517
TABLE 142 evaluation of actual control effect and combined effect of oxadiargyl mixed with canavanine on firefly iris
Figure BDA0002677889110000518
Figure BDA0002677889110000521
TABLE 143 A2 evaluation of the actual control and combined action of mixed sulfentrazone on Chinese iris
Figure BDA0002677889110000522
TABLE 144 A2 evaluation of the actual control and combination of pyraclonil with pyraclonil on firefly iris
Figure BDA0002677889110000523
TABLE 145 evaluation of the actual control and combination of flumioxazin mixed with Fluoroselin on Fluoritum
Figure BDA0002677889110000524
TABLE 146 A2 evaluation of the actual control and combination of Luciola gigantea by blending cyclopentadione
Figure BDA0002677889110000525
TABLE 147 evaluation of actual control and joint action of mixed tiafenacil to firefly iris
Figure BDA0002677889110000526
TABLE 148 A2 evaluation of the actual control effect and combined action of saflufenacil mixed with Fluticarcian on Fluorita irisquinone
Figure BDA0002677889110000527
TABLE 149 A2 Combrete for evaluating the actual prevention and combination of Fluoritum
Figure BDA0002677889110000528
TABLE 150 evaluation of the actual control and combination of Fluoritum by compounding fluoroglycofen-ethyl 150 with Fluoritum
Figure BDA0002677889110000529
Figure BDA0002677889110000531
TABLE 151 A2 evaluation of the actual control and combination of Fluoritehm to Fluoritehm
Figure BDA0002677889110000532
Evaluation of actual prevention effect and combined effect of table 152 A2 mixed triflumimoxazin on firefly iris
Figure BDA0002677889110000533
TABLE 153 A2 evaluation of the actual prevention and combination of the Oxydazine for Iris lactuca
Figure BDA0002677889110000534
TABLE 154 A2 evaluation of actual prevention and combination of Terbutyrn mixed on firefly iris
Figure BDA0002677889110000535
TABLE 155 evaluation of the actual control and combination of Fluorum Iriseed by A2 Mixed herbicide
Figure BDA0002677889110000536
TABLE 156 evaluation of the actual control effect and combined action of mixed metribuzin on firefly iris
Figure BDA0002677889110000537
TABLE 157 A2 evaluation of the actual control and Combined action of Mixed amicarbazone on Fluoritum
Figure BDA0002677889110000538
TABLE 158 A2 evaluation of the actual control and combination of Lupulong-mixed to Fluoritum
Figure BDA0002677889110000539
Figure BDA0002677889110000541
TABLE 159 evaluation of the actual control and combination of Isoproton blended with A2 on Fluoritum
Figure BDA0002677889110000542
TABLE 160 A2 evaluation of the actual control and combination of herbicide and herbicide on firefly iris
Figure BDA0002677889110000543
Table 161 A2 evaluation of the actual control and combination of Fluoritum by blending trifluoxazine
Figure BDA0002677889110000544
TABLE 162 evaluation of the actual control and combination of Fluoroxylate mixed with cycloprozole for Fluoroxylum
Figure BDA0002677889110000545
TABLE 163 A2 evaluation of the actual control and combination of Using Diphenna with Dipper
Figure BDA0002677889110000546
TABLE 164 evaluation of the actual control effect and combination effect of mixed pyridate on firefly iris
Figure BDA0002677889110000547
TABLE 165 A2 evaluation of the actual control and combination of bentazon for Fluoritum
Figure BDA0002677889110000548
TABLE 166 evaluation of the actual prevention and combination of bromoxynil mixed with A2 on Fluoritum
Figure BDA0002677889110000549
Figure BDA0002677889110000551
TABLE 167 A2 evaluation of the actual control effect and joint action of sec-butyl mixed to firefly iris
Figure BDA0002677889110000552
TABLE 168 A2 evaluation of the actual control effect and joint action of mixed pendimethalin on Fluoritum
Figure BDA0002677889110000553
TABLE 169 evaluation of the actual control and combination of butachlor compounded with A2 on Fluoritan
Figure BDA0002677889110000554
TABLE 170 evaluation of the actual control and combination of pretilachlor mixed with Fluoritum for the control of Fluoritum
Figure BDA0002677889110000555
TABLE 171 evaluation of the actual control and combination of S.ophrax by A2-mixed S.metolachlor
Figure BDA0002677889110000556
TABLE 172 evaluation of the actual control effect and combined action of flufenacet mixed with flufenacet on firefly iris
Figure BDA0002677889110000557
TABLE 173 A2 evaluation of the actual control and combination of Fluoritum by Mixed Sulfonyl pyrazole
Figure BDA0002677889110000561
TABLE 174 A2 evaluation of the actual control and combination of Shabarbus-grass phosphorus on Fluorita
Figure BDA0002677889110000562
TABLE 175 evaluation of the actual control and combination of the synergistic effects of the mixed prosulfocarb and the like on the iris lactea
Figure BDA0002677889110000563
TABLE 176 A2 evaluation of the actual control and combination of grass-mixed, enemy and Fluorita pallas
Figure BDA0002677889110000564
TABLE 177 A2 evaluation of the actual control effect and combined effect of mixed gramineous pellets on firefly iris
Figure BDA0002677889110000565
TABLE 178 evaluation of actual prevention and combination of A2-mixed quinclorac on Alisma orientale
Figure BDA0002677889110000566
TABLE 179 evaluation of actual prevention and combination of fluroxypyr and fluroxypyr mixed with A2 for Alisma orientale
Figure BDA0002677889110000567
TABLE 180 evaluation of actual prevention and combination of A2 compounded with halauxifen to Alisma orientale
Figure BDA0002677889110000571
TABLE 181 A2 evaluation of actual prevention and combination of Alismatis rhizoma with triclopyr
Figure BDA0002677889110000572
TABLE 182 evaluation of actual prevention and combination of A2 Mixed clopyralid on Alisma orientale
Figure BDA0002677889110000573
TABLE 183 A2 evaluation of the actual prevention and combination of Alisma orientale by Aminopyribac
Figure BDA0002677889110000574
TABLE 184 evaluation of actual prevention and combination of Alisma orientale by A2 mixed aminopyralid
Figure BDA0002677889110000575
TABLE 185 evaluation of actual prevention and combination of Dimba blending to Alisma orientale
Figure BDA0002677889110000576
TABLE 186 evaluation of actual control and combination of CFC 2 blended chlorofluoropyridino esters against Alismatis rhizoma
Figure BDA0002677889110000577
TABLE 187 evaluation of actual prevention and combination of 2-methyl-4-chlorophenoxyacetic acid mixed with A2 for Alismatis rhizoma
Figure BDA0002677889110000578
Figure BDA0002677889110000581
TABLE 188 evaluation of the actual prevention and combination of Alisma orientale by A2 Cyclopropylpyrimidineoic acid
Figure BDA0002677889110000582
TABLE 189 evaluation of actual control and combination of glyphosate mixed with ludwigia prostrata
Figure BDA0002677889110000583
TABLE 190 evaluation of actual control effect and combined action of A2 mixed glufosinate-ammonium on ludwigia prostrata
Figure BDA0002677889110000584
Evaluation of actual prevention effect and combined effect of table 191 A2 mixed with glufosinate-ammonium on ludwigia prostrata
Figure BDA0002677889110000585
TABLE 192 A2 evaluation of the actual control effect and combined action of compounded diquat on ludwigia prostrata
Figure BDA0002677889110000586
TABLE 193 evaluation of actual control effect and combined effect of mixed triazinyl flumioxazin on ludwigia prostrata
Figure BDA0002677889110000587
TABLE 194 evaluation of actual control effect and combined effect of A2 mixed indezine flumioxazin on ludwigia prostrata
Figure BDA0002677889110000588
Figure BDA0002677889110000591
TABLE 195 evaluation of actual prevention and combination of oxaziclomefone and A2 mixture for Polygonum syringae
Figure BDA0002677889110000592
TABLE 196 evaluation of the actual control and combination of the Effect of A2-compounded cinmethylin on ludwigia prostrata
Figure BDA0002677889110000593
TABLE 197 A1 sodium salt compounded with triazophone evaluation of actual control and Combined action on cyperus rotundus
Figure BDA0002677889110000594
TABLE 198 evaluation of the actual control and combination of clofluroxypyridine ester mixed with sodium salt to Pseudobulbus Cremastrae Seu pleiones
Figure BDA0002677889110000595
TABLE 199 A2 sodium salt compounding propanil to Fluoritum evaluation of actual control and Combined action
Figure BDA0002677889110000596
Table 200 evaluation of actual control effect and combined effect of anilofos blending with sylvite on firefly iris
Figure BDA0002677889110000597
Figure BDA0002677889110000601
TABLE 201 evaluation of actual prevention and combination of 2-methyl-4-chlorophenoxyacetic acid mixed with 2-methyl-2-chlorophenoxyacetic acid to Alisma orientale by A2 Potassium salt
Figure BDA0002677889110000602
TABLE 202 evaluation of actual control and combination of Fenquinotrione mixed with 2 on Alisma orientale
Figure BDA0002677889110000603
TABLE 203 evaluation of actual prevention and combination of A2 mixed beflubutamid to Alisma orientale
Figure BDA0002677889110000604
TABLE 204 evaluation of actual prevention and combination of fluazinone compounded with Fluazinone to Alisma orientale
Figure BDA0002677889110000605
TABLE 205 evaluation of actual preventive effect and combined action of Fluoritum by A2-blended Bixlozone
Figure BDA0002677889110000606
TABLE 206 evaluation of the actual control and combination of mixed metazosulfuron on Fluoritum
Figure BDA0002677889110000607
Figure BDA0002677889110000611
TABLE 207 evaluation of the actual control and Combined action of A2-mixed fenoxaprop-p-ethyl on crabgrass
Figure BDA0002677889110000612
TABLE 208 evaluation of actual control effect and joint action of mixed cyhalofop-butyl to crabgrass
Figure BDA0002677889110000613
TABLE 209 evaluation of actual prevention and combination of prometryn 2 for Alismatis rhizoma
Figure BDA0002677889110000614
TABLE 210 evaluation of actual prevention and combination of A2 Compound simetryn against Alismatis rhizoma
Figure BDA0002677889110000615
TABLE 211 evaluation of actual Effect and Combined action of Azospirillum lubesii with A2-compounded bromoxynil octanoate
Figure BDA0002677889110000616
TABLE 212 evaluation of actual prevention and combination of A2 Mixed dithiopyr against Alismatis rhizoma
Figure BDA0002677889110000617
TABLE 213 evaluation of the actual control and combination of the mixed mefenacet-amine to the Iris communis
Figure BDA0002677889110000621
TABLE 214 evaluation of the actual control and combination of Fluoritan by compounding tetraacyloxamide with A2
Figure BDA0002677889110000622
TABLE 215 evaluation of the actual control and combination of fluroxypyr-meptyl ester compounded with A2 on ludwigia prostrate
Figure BDA0002677889110000623
TABLE 216 evaluation of actual prevention and combination of Alismatis rhizoma by A2 compounding with 2, 4-dichlorophenoxyacetic acid
Figure BDA0002677889110000624
TABLE 217 A2 evaluation of the actual control and combination of asulam to crabgrass
Figure BDA0002677889110000625
TABLE 218 evaluation of actual control and Combined Effect of 2-blended Tetflupyrolinmet on crab and Tang
Figure BDA0002677889110000626
TABLE 219 evaluation of actual prevention and combination of A2-blended Fenoxasulfofone against Alismatis rhizoma
Figure BDA0002677889110000627
Figure BDA0002677889110000631
TABLE 220 A2 compounding
Figure BDA0002677889110000632
Evaluation of actual prevention and combination effect of alisma orientale
Figure BDA0002677889110000633
TABLE 221 A2 compounding
Figure BDA0002677889110000634
For Alisma orientaleEvaluation of actual control and combination
Figure BDA0002677889110000635
TABLE 222 evaluation of actual prevention and combination of firefly iris by compounding Dimesulfazet with A2
Figure BDA0002677889110000636
TABLE 223 A2 evaluation of actual prevention and combination effect of Epyrifenacil mixed with firefly on firefly iris
Figure BDA0002677889110000637
C) Demonstration of field
The herbicidal compositions prepared in examples 1 to 68 were used for field weed effect tests. An exemplary promotional trial was conducted in 2017 at the Jiangxi Poyang test point. The weeds occurring in the field are mainly: barnyard grass, moleplant seed, monochoria vaginalis, cyperus rotundus, ludwigia prostrata and the like.
The test method comprises the following steps: stem and leaf treatment- -when the weeds are in the 2-3 leaf stage, the manual sprayer is used, and the water adding amount is 30 kg/667 m 2 The stem and leaf spray is adopted for even spraying. The specific test agents and doses are detailed in table 224, with a cell area of 20 square meters, repeated 3 times per treatment. The control effect 20 days after application is shown in Table 224.
Figure BDA0002677889110000641
Table 224 shows exemplary field effects of the formulated compositions
Figure BDA0002677889110000642
Figure BDA0002677889110000651
Through a large number of tests and explorations, the invention unexpectedly discovers that the composition is used for preventing and removing weeds such as abnormal cyperus rotundus, monochoria vaginalis, rice barnyard grass, edible tulip, chinese iris, ludwigia prostrata, digitaria sanguinea, rhizoma alismatis, barnyard grass, moleplant seeds and the like, has a surprising and unexpected synergistic effect, is more remarkable in low-dosage performance, can reduce the dosage and the pollution to the environment, is reasonably compounded, reduces the agricultural cost, is efficient in resisting the weeds such as ALS and ACCase inhibitors, and has a good application prospect. Meanwhile, the herbicide composition shows good selectivity and excellent synergistic effect in wheat fields, corn fields, paddy fields, peanuts, sugarcanes, broomcorn, millet, potatoes, rapes, soybeans, cotton, vegetables, bluegrass, tall fescue, zoysia japonica and other plants through tests, and can be developed into herbicide mixtures with wide market value.

Claims (15)

1.A herbicidal composition comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides which comprises a herbicidally effective amount of an active ingredient A and an active ingredient B, wherein,
the active ingredient A is
Figure FDA0003894594010000011
Or a salt thereof;
the active ingredient B is selected from one of the following compounds and salts/esters thereof:
(1) HPPD inhibitors: mesotrione, topramezone, tembotrione, flurtamone, benzofuranone, benzobicyclon, topramezone, triazophone, topramezone, fenquinotrione and isoxaflutole;
(2) (ii) a PDS inhibitor: diflufenican, beflubutamid, fluazifop-butyl;
(3) A DOXP inhibitor: clomazone, bixlazone;
(4) ALS inhibitors: thifensulfuron methyl, bensulfuron methyl, pyrazosulfuron methyl, thiencsulfuron methyl, halosulfuron methyl, metazosulfuron methyl, rimsulfuron, flucarbazone methyl, mesosulfuron methyl, nicosulfuron, foramsulfuron, flumetsulam, penoxsulam, cloransulam, pyroxsulam, imazamox, iodosulfuron-methyl sodium salt, bispyribac-sodium;
(5) ACCase inhibitors: pinoxaden, clethodim, sethoxydim, quizalofop-p-ethyl, haloxyfop-p-methyl, fenoxaprop-p-ethyl, cyhalofop-butyl, clethodim, metamifop;
(6) PPO inhibitors: oxyfluorfen, fomesafen, oxadiazon, oxadiargyl, sulfentrazone, pyraclonil, flumioxazin, pentoxazone, tiafenacil, saflufenacil, carfentrazone, fluoroglycofen, acifluorfen, triflumimoxazin, ephedifen;
(7) PSII inhibitors: atrazine, prometryn, simetryn, terbuthylazine, ametryn, metribuzin, amicarbazone, chlorotoluron, isoproturon, bromacil, trifluoxazine, cyclopyrmiorate, propanil, pyridate, bentazone, bromoxynil octanoate, bromoxynil bromide;
(8) Microtubule assembly inhibitors: butralin, pendimethalin, dithiopyr;
(9) VLCFA inhibitors: butachlor, pretilachlor, metolachlor, mefenacet, s-metolachlor, flufenacet, pyraflufen-ethyl, anilofos, fentrazamide, dimesulfazet, fenoxasulfone;
(10) Lipid synthesis (non-acetyl-coa carboxylase) inhibitors: prosulfocarb, molinate, prosulfocarb;
(11) Synthesis of hormones: quinclorac, fluroxypyr-meptyl, fluroxypyr, triclopyr clopyralid, picloram, aminopyralid, dicamba, fluroxypyr, 2-methyl-4-chlorophenoxyacetic acid 2-methyl-4-chloro-phenol ethyl thioester, 2-methyl-4-sodium chlorophenoxyacetate, 2-methyl-4-isooctylphenoxyacetate, 2, 4-butyl dichlorophenoxyacetate isooctyl 2, 4-dichlorophenoxyacetate, 2-methyl-4-chlorodimethylammonium salt, aminocyclopyrachlor,
Figure FDA0003894594010000012
(12) EPSPS inhibitors: glyphosate;
(13) A GS inhibitor: glufosinate, glufosinate-ammonium;
(14) PSI inhibitors: diquat (a kind of plant) and;
(15) A DHP inhibitor: asulam;
(16) Cellulose synthesis inhibitors: triazinyl flufenacet, indexazine flufenacet;
(17) Other herbicides: oxaziclomefone, cinmethylin, tetflupyrlomet;
wherein the weight ratio of A to B in the weeding composition is 1.
2.A herbicidal composition comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides according to claim 1, characterized in that the weight ratio of a, B in the herbicidal composition is from 1 to 5.
3.A herbicidal composition comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides according to claim 1, characterized in that the weight ratio of a, B in the herbicidal composition is from 1 to 10 to 4.
4.A herbicidal composition comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides according to claim 1, characterized in that the weight ratio of a, B in the herbicidal composition is from 1 to 1.
5.A weeding composition containing N- (1, 3, 4-oxadiazole-2-yl) aryl formamide compounds is characterized by comprising an active ingredient A and an active ingredient B which are in herbicidally effective amounts, wherein the active ingredient A is
Figure FDA0003894594010000021
Or a salt thereof, the herbicidal composition being selected from any one of:
Figure FDA0003894594010000022
Figure FDA0003894594010000031
Figure FDA0003894594010000041
Figure FDA0003894594010000051
6.a weeding composition containing N- (1, 3, 4-oxadiazole-2-yl) aryl formamide compounds is characterized by comprising an active ingredient A and an active ingredient B which are in herbicidally effective amounts, wherein the active ingredient A is
Figure FDA0003894594010000052
Or a salt thereof, the herbicidal composition being selected from any one of:
Figure FDA0003894594010000053
Figure FDA0003894594010000061
Figure FDA0003894594010000071
Figure FDA0003894594010000081
7. the herbicidal composition comprising an N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamide compound according to any one of claims 1 to 6, characterized in that the percentage by mass of a and B in the herbicidal composition is 1 to 95% of the total.
8. The weeding composition containing N- (1, 3, 4-oxadiazole-2-yl) arylcarboxamide compound according to claim 7, wherein A and B account for 10-80% of the total amount by mass.
9.A herbicidal composition comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides according to any one of claims 1 to 6, characterized in that conventional adjuvants are also included in the herbicidal composition.
10.A herbicidal composition comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides according to claim 9, characterized in that the conventional adjuvants include carriers or surfactants.
11. The herbicidal composition comprising an N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamide compound according to any one of claims 1 to 6, characterized in that the herbicidal composition further comprises at least one safener.
12.A herbicidal composition comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides according to claim 11, characterized in that the safener is selected from one or more of isoxadifen, cyprosulfamide, mefenpyr, cloquintocet-mexyl, gibberellic acid, furilazole, mecamifen.
13. The herbicidal composition containing N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamide compounds as claimed in any one of claims 1 to 6, characterized in that the specific formulation of the herbicidal composition is dispersible oil-suspension, water-suspension, suspoemulsion, wettable powder, emulsifiable concentrate, water dispersible granules, aqueous emulsion or microemulsion.
14. Use of a herbicidal composition comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides according to any one of claims 1 to 13 for the control of weeds.
15.A method of controlling unwanted plant growth comprising applying a herbicidal composition comprising an N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamide compound as claimed in any one of claims 1 to 13 to a plant, to a plant part, to a plant seed or to an area where a plant is growing.
CN202010953693.1A 2019-10-30 2020-09-11 Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use Active CN112741097B (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/CN2020/124587 WO2021083245A1 (en) 2019-10-30 2020-10-29 Herbicidal composition comprising n-(1,3,4-oxadiazole-2-yl)arylformamide compound and use thereof
JP2022520325A JP7551743B2 (en) 2019-10-30 2020-10-29 Herbicidal compositions containing N-(1,3,4-oxadiazol-2-yl)arylformamide compounds and uses thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201911045226.2 2019-10-30
CN2019110452262 2019-10-30

Publications (2)

Publication Number Publication Date
CN112741097A CN112741097A (en) 2021-05-04
CN112741097B true CN112741097B (en) 2022-11-29

Family

ID=75645681

Family Applications (2)

Application Number Title Priority Date Filing Date
CN201911319179.6A Active CN112741096B (en) 2019-10-30 2019-10-30 Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use
CN202010953693.1A Active CN112741097B (en) 2019-10-30 2020-09-11 Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CN201911319179.6A Active CN112741096B (en) 2019-10-30 2019-10-30 Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use

Country Status (3)

Country Link
JP (1) JP7551743B2 (en)
CN (2) CN112741096B (en)
WO (2) WO2021082345A1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112741096B (en) * 2019-10-30 2023-01-31 江苏清原农冠杂草防治有限公司 Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use
CN118266468A (en) * 2021-08-24 2024-07-02 青岛恒宁生物科技有限公司 Weeding composition containing protoporphyrinogen oxidase inhibitor and application thereof
WO2023208866A1 (en) 2022-04-25 2023-11-02 Syngenta Crop Protection Ag Herbicidal compositions

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6023783B2 (en) * 2011-03-22 2016-11-09 バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ N- (1,3,4-oxadiazol-2-yl) arylcarboxamide and its use as a herbicide
UA116532C2 (en) * 2011-12-13 2018-04-10 Байєр Інтеллектуал Проперті Гмбх N-(1,2,5-oxadiazol-3-yl)-, n-(1,3,4-oxadiazol-2-yl)-, n-(tetrazol-5-yl)- und n-(triazol-5-yl)-arylcarbonsaureamide und ihre verwendung als herbizide
EP3051947A1 (en) 2013-10-04 2016-08-10 Bayer CropScience Aktiengesellschaft Herbicide-safener compositions containing n-(1,3,4-oxadiazol-2-yl)aryl carboxylic acid amides
EA031197B1 (en) 2013-10-25 2018-11-30 Байер Кропсайенс Акциенгезельшафт Herbicidal composition containing n-(1,3,4-oxadiazol-2-yl)aryl carboxylic acid amides
AU2015228946A1 (en) 2014-03-11 2016-09-01 Bayer Cropscience Aktiengesellschaft Use of N-(1,3,4-Oxadiazol-2-yl)arylcarboxamides or their salts for controlling unwanted plants in areas of transgenic crop plants being tolerant to HPPD inhibitor herbicides
EP3271340B1 (en) * 2015-03-17 2019-10-02 Bayer CropScience Aktiengesellschaft Salts of n-(1,3,4-oxadiazol-2-yl) aryl carboxylic acid amides and use of same as herbicides
ES2747753T3 (en) * 2015-07-03 2020-03-11 Bayer Cropscience Ag N- (1,3,4-Oxadiazol-2-yl) arylcarboxamide derivatives with herbicidal action
WO2017144402A1 (en) * 2016-02-24 2017-08-31 Bayer Cropscience Aktiengesellschaft N-(5-halogen-1,3,4-oxadiazol-2-yl)aryl carboxylic acid amides and the use thereof as herbicides
AU2018275617A1 (en) * 2017-05-30 2019-12-19 Basf Se Benzamide compounds and their use as herbicides
CN111253333A (en) 2018-11-30 2020-06-09 青岛清原化合物有限公司 N- (1,3, 4-oxadiazole-2-yl) aryl formamide or salt thereof, preparation method, herbicidal composition and application
WO2020108518A1 (en) * 2018-11-30 2020-06-04 青岛清原化合物有限公司 N-(1, 3, 4-oxadiazole-2-yl)aryl formamides or salt thereof, preparation method therefor, herbicidal composition and use thereof
CN112741096B (en) * 2019-10-30 2023-01-31 江苏清原农冠杂草防治有限公司 Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use

Also Published As

Publication number Publication date
CN112741097A (en) 2021-05-04
WO2021082345A1 (en) 2021-05-06
CN112741096A (en) 2021-05-04
JP2023500189A (en) 2023-01-05
JP7551743B2 (en) 2024-09-17
CN112741096B (en) 2023-01-31
WO2021083245A1 (en) 2021-05-06

Similar Documents

Publication Publication Date Title
CN114431244B (en) Ternary herbicidal compositions comprising HPPD inhibitor herbicides and uses thereof
CN109526973B (en) Ternary weeding composition containing xaflufen-ethyl and application thereof
CN112741097B (en) Herbicidal compositions comprising N- (1, 3, 4-oxadiazol-2-yl) arylcarboxamides and their use
CN109497075B (en) Ternary herbicidal composition containing trifludimoxazin and application thereof
CN109964943B (en) Herbicidal compositions comprising pyrimidinyloximes and their use
CN111820225B (en) Herbicidal composition containing 3-aryl-6-trifluoromethylpyridazinol compound and application thereof
CN110946144B (en) Herbicidal composition containing clomazone and application thereof
CN114431236B (en) Ternary herbicidal compositions comprising carboxylic acid derivative substituted oxyiminoaryl compounds and uses thereof
CN114304165B (en) Binary weeding composition and application thereof
WO2020010690A1 (en) Ternary herbicidal composition containing cypyrafluone and application thereof
CN107517978B (en) Ternary weeding composition containing triazophos-clomazone and anilofos and application thereof
CN112841195B (en) Herbicidal composition containing pyrimidine benzyl carboxylate compounds and application thereof
CN109418274B (en) Ternary weeding composition and application thereof
WO2020124531A1 (en) Ternary herbicidal composition containing cyclopyrimorate and application thereof
CN110870481A (en) Herbicidal composition containing heterocyclic amide compound and application thereof
CN117941694A (en) Herbicidal compositions comprising substituted pyrimidine formyl oximes and use thereof
CN116941626A (en) Weeding composition containing condensed ring substituted aromatic compound and application thereof
CN117941696A (en) Herbicidal compositions comprising fused ring substituted aromatic compounds and uses thereof
CN117941690A (en) Weeding composition containing tetrafluoro-clomazone and application thereof
CN117658998A (en) Herbicidal compositions comprising R-pyridyloxycarboxylic acid derivatives and use thereof
CN117652508A (en) Herbicidal compositions comprising carboxylic acid derivative substituted oxyiminoaryl compounds and uses thereof
CN116965414A (en) Weeding composition containing pyrimidine formyl oxime derivative and application thereof
CN112438265A (en) Weeding composition containing R-type pyridyloxycarboxylic acid derivative and application thereof
CN112273395A (en) Herbicidal composition comprising R-type pyridyloxycarboxylic acid derivatives and use thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant