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CN112841195A - Herbicidal composition containing pyrimidine benzyl carboxylate compounds and application thereof - Google Patents

Herbicidal composition containing pyrimidine benzyl carboxylate compounds and application thereof Download PDF

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Publication number
CN112841195A
CN112841195A CN201911099429.XA CN201911099429A CN112841195A CN 112841195 A CN112841195 A CN 112841195A CN 201911099429 A CN201911099429 A CN 201911099429A CN 112841195 A CN112841195 A CN 112841195A
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CN
China
Prior art keywords
percent
inhibitors
cas
polyoxyethylene ether
methyl
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.)
Granted
Application number
CN201911099429.XA
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Chinese (zh)
Other versions
CN112841195B (en
Inventor
彭学岗
金涛
赵德
张景远
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
Priority to CN201911317860.7A priority Critical patent/CN112841197B/en
Priority to CN201911319074.0A priority patent/CN112841200B/en
Priority to CN201911317863.0A priority patent/CN112841199B/en
Priority to CN201911319137.2A priority patent/CN112841202B/en
Priority to CN201911319093.3A priority patent/CN112841201B/en
Priority to CN201911317861.1A priority patent/CN112841198B/en
Priority to CN201911317851.8A priority patent/CN112841196B/en
Priority to CN201911099429.XA priority patent/CN112841195B/en
Application filed by Jiangsu Qingyuan Nongguan Weed Control Co ltd filed Critical Jiangsu Qingyuan Nongguan Weed Control Co ltd
Priority to PCT/CN2020/124638 priority patent/WO2021093592A1/en
Publication of CN112841195A publication Critical patent/CN112841195A/en
Application granted granted Critical
Publication of CN112841195B publication Critical patent/CN112841195B/en
Active legal-status Critical Current
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • 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
    • 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
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
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    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
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    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
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    • 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
    • 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
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    • 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
    • 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
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    • A01N43/707—1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
    • 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
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    • A—HUMAN NECESSITIES
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    • 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
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    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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    • 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
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    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
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    • 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

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  • 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 pyrimidine benzyl carboxylate compounds and application thereof. The weeding composition comprises an active ingredient A and an active ingredient B with herbicidally effective amounts, wherein the active ingredient A is

Description

Herbicidal composition containing pyrimidine benzyl carboxylate compounds and application thereof
Technical Field
The invention belongs to the field of pesticides, and particularly relates to a weeding composition containing pyrimidine benzyl carboxylate 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 control effect, delaying the occurrence and development of drug resistance and drug resistance of weeds and the like, and is one of the most effective methods for solving the problems. For example, patent CN108774179A discloses a substituted pyrimidine-4-carboxylic acid derivative and its use as herbicide, and there is still a need to develop a herbicidal composition with high safety, broad herbicidal spectrum, synergistic effect and solving the problem of resistant weeds.
Disclosure of Invention
In order to solve the problems in the prior art, the invention provides a weeding composition containing pyrimidine benzyl carboxylate compounds and application thereof. The composition can effectively prevent and kill cyperaceae weeds such as cyperus rotundus and the like, gramineae weeds such as crabgrass, barnyard grass, eleusine indica, moleplant seed and green dog tail and broadleaf weeds such as amaranthus retroflexus, abutilon, aleppo veronica, monochoria vaginalis, wild rapes, cleavers, cardamine hirsuta, monochoria sinensis, purslane, setaria italica and rhizoma alismatis in crop fields, and has the characteristics of expanding a weed control spectrum, reducing the application amount, generating a synergistic effect, solving resistant weeds and the like.
A weeding composition containing pyrimidine benzyl carboxylate compounds comprises an active ingredient A and an active ingredient B which are in herbicidally effective amounts,
the active ingredient A is
Figure BDA0002269380380000011
The active ingredient B is selected from one or more of the following compounds and salts/esters thereof:
(1) HPPD inhibitors: fluorosulfluramid
Figure BDA0002269380380000012
Topramezone (CAS:210631-68-8), tembotrione (CAS:335104-84-2), topramezone (CAS:1622908-18-2), climazone (CAS:1855929-45-1), topramezone (CAS:1992017-55-6), tembotrione (CAS:1911613-97-2), topramezone (CAS:473278-76-1), dicyclo-topramezone (CAS:156963-66-5), isoxaflutole (CAS:141112-29-0), fluroxypyr (CAS:352010-68-5), fenquinoxone (CAS: 1342891-70-6);
(2) (ii) a PDS inhibitor: diflufenican (CAS:83164-33-4), flurtamone (CAS:96525-23-4), and diflufenican (CAS: 137641-05-5);
(3) a DOXP inhibitor: clomazone (CAS:81777-89-1), bixlone (CAS: 81777-95-9);
(4) ALS inhibitors: tribenuron-methyl (CAS:101200-48-0), florasulam (CAS:145701-23-1), thifensulfuron-methyl (CAS:79277-27-3), pyrazosulfuron-ethyl (CAS:93697-74-6), triafamone (CAS:874195-61-6), rimsulfuron (CAS:122931-48-0), nicosulfuron (CAS:111991-09-4), imazapyr (CAS:104098-48-8), bispyribac (CAS:125401-92-5), penoxsulam (CAS:219714-96-2), halosulfuron-methyl (CAS:100784-20-1), flucarbazone (CAS:181274-17-9), mesosulfuron-methyl (CAS:208465-21-8), pyroxsulam (CAS:422556-08-9), imazamox (CAS:114311-32-9), Bensulfuron-methyl (CAS:83055-99-6), thiencarbazone-methyl (CAS:317815-83-1), foramsulfuron (CAS:173159-57-4), flumetsulam (CAS:98967-40-9), imazethapyr (CAS:81385-77-5), cloransulam-methyl (CAS:147150-35-4), pyriftalid (CAS:135186-78-6), iodosulfuron-methyl sodium salt (CAS: 144550-36-7);
(5) ACCase inhibitors: pinoxaden (CAS:243973-20-8), clethodim (CAS:99129-21-2), sethoxydim (CAS:74051-80-2), quizalofop-p-ethyl (CAS:100646-51-3), haloxyfop-R-methyl (CAS:72619-32-0), fenoxaprop-p-ethyl (CAS:113158-40-0), clodinafop-propargyl (CAS:105512-06-9), fluazifop-p-butyl (CAS: 79241-46-6);
(6) PPO inhibitors: saflufenacil (CAS:372137-35-4), carfentrazone-ethyl (CAS:128621-72-7), flumioxazin (CAS:103361-09-7), oxyfluorfen (CAS:42874-03-3), oxadiazon (CAS:19666-30-9), oxadiazon (CAS:39807-15-3), sulfentrazone (CAS:122836-35-5), pyraclonil (CAS:158353-15-2), pentoxazone (CAS:110956-75-7), butafenacil (CAS:134605-64-4), fluoroglycofen (CAS:77501-60-1), triflumimoxazin (CAS:1258836-72-4), metrizazin (CAS: 117337-19-6);
(7) PSII inhibitors: metribuzin (CAS:21087-64-9), amicarbazone (CAS:129909-90-6), chlortoluron (CAS:15545-48-9), isoproturon (CAS:34123-59-6), atrazine (CAS:1912-24-9), terbuthylazine (CAS:5915-41-3), propanil (CAS:709-98-8), bentazone (CAS:25057-89-0), bromoxynil octanoate (CAS:1689-99-2), prometryn (CAS:7287-19-6), terbutryn (CAS:886-50-0), pyridate (CAS:55512-33-9), diuron (CAS:330-54-1), bromacil (CAS:314-40-9), and cyclanilide (CAS:2164-08-1), Terfenadine (CAS:5902-51-2), betanin (CAS:13684-56-5), betanin (CAS:13684-63-4), bromoxynil (CAS:1689-84-5), ioxynil (CAS: 1689-83-4);
(8) microtubule assembly inhibitors: butralin (CAS:33629-47-9), pendimethalin (CAS:40487-42-1), trifluralin (CAS:1582-09-8), dithiopyr (CAS:97886-45-8), diacyl-ammonium (CAS: 16118-49-3);
(9) VLCFA inhibitors: butachlor (CAS:23184-66-9), pretilachlor (CAS:51218-49-6), mefenacet (CAS:73250-68-7), anilofos (CAS:764249-01-0), flufenacet (CAS:142459-58-3), xaflufen (CAS:447399-55-5), metolachlor (CAS:178961-20-1), acetochlor (CAS:34256-82-1), mepiquat (CAS: 24151-93-7);
(10) lipid synthesis (non-acetyl-coa carboxylase) inhibitors: prosulfocarb (CAS:52888-80-9), molinate (CAS:2212-67-1), prosulfocarb (CAS: 28249-77-6);
(11) synthesis of hormones: mesona flufenacet
Figure BDA0002269380380000021
Fluroxypyr (CAS:69377-81-7), 2-methyl-4-chlorophenoxyacetic acid (CAS:94-74-6), 2, 4-dichlorophenoxyacetic acid (CAS:94-75-7), dicamba (CAS:1918-00-9), fluorochloropyridyl ester (CAS:943831-98-9), chlorofluoropyridyl ester (CAS:1390661-72-9), quinclorac (CAS:84087-01-4), fluroxypyr-meptyl (CAS:81406-37-3), triclopyr (CAS:55335-06-3), clopyralid (CAS:1702-17-6), picloram (CAS:1918-02-1), aminopyralid (CAS:150114-71-9), cloquinclorac (CAS:90717-03-6), Benazolin (CAS: 25059-80-7);
(12) EPSPS inhibitors: glyphosate (CAS: 1071-83-6);
(13) a GS inhibitor: glufosinate-ammonium (CAS:77182-82-2), refined glufosinate-ammonium (CAS: 35597-44-5);
(14) PSI inhibitors: paraquat (CAS:1910-42-5), diquat (CAS: 6385-62-2);
(15) cellulose synthesis inhibitors: triazinyl flumioxazin (CAS:131475-57-5), indexazin (CAS: 950782-86-2);
(16) other herbicides: cinmethylin (CAS:87818-31-3), oxaziclomefone (CAS: 153197-14-9).
In the context of the present specification, if the abbreviated forms of the common name of the active compounds are used, all customary derivatives, such as esters and salts, and also isomers, in particular optical isomers, in particular one or more commercially available forms, are included in each case. If the generic name denotes esters or salts, all other customary derivatives, such as other esters and salts, free acids and neutral compounds, and also isomers, in particular optical isomers, in particular one or more commercially available forms, are also included in each case. The chemical name given for a compound means at least one compound covered by the generic name, with compounds generally being preferred. In the case of sulfonamides, such as sulfonylureas, salts also include those formed by exchange of cations with hydrogen atoms in the sulfonamide group. 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 A, B is in a weight ratio of 1: 500-200: 1 and 1: 400-150: 1 in the weeding composition; preferably 1: 300-100: 1 and 1: 200-80: 1; more preferably 1:150 to 50:1 and 1:120 to 30: 1; further preferably 1: 100-20: 1 and 1: 80-15: 1; further preferred are 1:50 to 10:1, 1:30 to 5:1, 1:10 to 4:1 and 1:5 to 1: 1.
The weight percentage of A and B in the weeding composition accounts for 1-95% of the total weight, and preferably 10-80%.
The weeding composition also comprises conventional auxiliaries which comprise a carrier and a surfactant.
The term "carrier" herein denotes an organic or inorganic, natural or synthetic substance. They facilitate the application of the active ingredient, the carrier being generally inert and must be agriculturally acceptable, in particular for the treated plant. The carrier may be a solid, such as a clay, natural or synthetic silicate, silica, resin, wax, solid fertilizer, or the like; or liquids such as water, alcohols, ketones, petroleum distillates, aromatic or waxy hydrocarbons, chlorinated hydrocarbons, liquefied gases, etc.
Surfactants may include emulsifying, dispersing or wetting agents, which may be ionic or non-ionic. Examples which may be mentioned are salts of polyacrylic acids, lignosulphonates, salts of phenolsulphonic or naphthalenesulphonic acids, polymers of ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols, in particular alkylphenols or arylphenols, sulphosuccinates, taurine derivatives, in particular taurine alkyl esters, and phosphoric esters of alcohols or polyhydroxyethylated phenols, alkylsulfonates, alkylarylsulphonates, alkylsulfates, lauryl ether sulphates, fatty alcohol sulphates, and sulphated hexadec, heptadeca-and octadecanols and sulphated fatty alcohol glycol ethers, and furthermore condensates of naphthalene or naphthalenesulphonic acids with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol or nonylphenol, alkylphenyl polyglycol ethers, tributylphenyl polyglycol ether, tristearylphenyl polyglycol ether, polystearylphenyl polyglycol ether, Alkylaryl polyether alcohols, alcohol and fatty alcohol/ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, lignosulfite waste liquors, and also proteins, denatured proteins, polysaccharides (e.g. methylcellulose), hydrophobically modified starches, polyvinyl alcohols, polycarboxylates, polyalkoxylates, polyvinylamines, polyvinylpyrrolidone and copolymers thereof. At least one surfactant is required to be present to facilitate dispersion of the active ingredients in water and to facilitate their proper application to the plant.
The compositions may also contain various other components such as protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants, and polymers.
The herbicidal composition further comprises at least one safener, 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), metacamifen (CAS: 129531-12-0).
The compositions of the present invention may be diluted or used directly by the user prior to use. The formulation can be prepared by conventional processing methods, i.e., mixing the active substance with a liquid solvent or solid carrier, and adding one or more surfactants such as dispersants, stabilizers, wetting agents, binders, defoamers, etc.
The specific preparation of the weeding composition is dispersible oil suspending agent, water suspending agent, suspending emulsion, wettable powder, missible oil, water dispersible granule (dry suspending agent), emulsion in water and microemulsion.
In short, the compositions of the present invention may be mixed with solid and liquid additives conventionally used in prior art formulations. The amount of the effective ingredient to be used varies depending on external conditions such as temperature, humidity, the nature of the herbicide to be used, and the like. It may vary widely, 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 to provide a method of controlling unwanted plant growth comprising applying the herbicidal composition to a plant, part of a plant, plant seed, or area where a plant is growing.
In addition, the compositions according to the invention can be applied by spraying to the foliage of the plants to be treated, i.e. to the weeds, in particular to surfaces infested or susceptible to infestation by weeds.
When the herbicidal composition of the present invention is applied, an unexpected synergistic effect is obtained, and the herbicidal activity is more remarkable than the expected sum of the activities using individual herbicides, and the activities of the individual herbicides. The synergistic effect is manifested by reduced application rates, a broader spectrum of weed control, and a faster and longer lasting herbicidal action, which are desirable in the practice of weed control. These new compositions are clearly superior to existing herbicides in terms of the properties described, achieving reduced use and being more environmentally friendly.
The synergistic herbicidal composition of the invention also has the following advantages:
(1) the composition of the invention is environment-friendly and is easy to degrade in the environment.
(2) The weeding composition has low cost and convenient use, and has great economic and social benefits when being popularized and applied.
All patents, patent applications, and publications mentioned or cited herein are incorporated by reference in their entirety to the same extent as if individually incorporated.
Detailed Description
The following examples are not intended to limit the invention, but merely to illustrate how the invention may be carried out. These examples show particularly significant effectiveness against certain weeds. Examples are as follows:
A) examples of the embodiments
1.4.4% Fluorosulfenamide (0.4+4) emulsifiable concentrate
0.4 percent of A, 4 percent of fluorosulfonyl oxamide, 10 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 20 percent of fatty alcohol-polyoxyethylene ether, 6 percent of castor oil-polyoxyethylene ether and 100# solvent oil
2.2.4% of dispersible oil suspending agent containing A.topramezone (0.4+2)
0.4% of A, 2% of topramezone, 0.2% of citric acid, 5% of calcium dodecyl benzene sulfonate, 10% of fatty alcohol-polyoxyethylene ether, 6% of castor oil-polyoxyethylene ether, 3.0% of organic bentonite, 2.5% of fumed silica, 5% of 100# solvent oil, 10% of soybean oil and methyl oleate
3.6.4% dispersible oil suspension agent of A-tembotrione (0.4+6)
0.4% of A, 6% of tembotrione, 0.2% of citric acid, 5% of calcium dodecylbenzenesulfonate, 10% of cardanol polyoxyethylene ether, 6% of castor oil polyoxyethylene ether, 3.0% of organobentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
4.2.4% of A.diazole-carfentrazone-ethyl (0.4+2) missible oil
0.4 percent of A, 2 percent of diazolidinone, 1 percent of formic acid, 15 percent of N-methyl pyrrolidone, 4 percent of calcium dodecyl benzene sulfonate, 22 percent of fatty alcohol-polyoxyethylene ether, 2 percent of castor oil-polyoxyethylene ether and 100# solvent oil for supplementing feet
5.9.4% Cyclopyraflutole (0.4+9) dispersible oil suspending agent
0.4% of A, 9% of bicyclopyrone, 3% of calcium dodecyl benzene sulfonate, 10% of fatty alcohol-polyoxyethylene ether, 2% of castor oil-oxyethylene ether, 3% of propylene glycol block polyether, 2.0% of organobentonite, 1.5% of fumed silica, 5% of 100# solvent oil, 5% of soybean oil and methyl oleate
6.6.4% dispersible oil suspending agent of A-benzoxaflutole (0.4+6)
0.4% of A, 6% of benzoxaflutole, 0.2% of benzoic acid, 5% of calcium dodecylbenzenesulfonate, 10% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 2.5% of organobentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
7.12.4% dispersible oil suspension concentrate of amicarbazone (0.4+12)
0.4% of A, 12% of triazophone, 0.2% of citric acid, 5% of calcium dodecylbenzenesulfonate, 10% of dodecylphenol polyoxyethylene ether, 4% of cardanol polyoxyethylene ether, 2.5% of organobentonite, 1.5% of fumed silica, 5% of 100# solvent oil, 10% of soybean oil and methyl oleate
8.5.4% dispersible oil suspension agent of Furan-sulcotrione (0.4+5)
0.4% of A, 5% of benzofuranone, 0.2% of citric acid, 5% of calcium dodecylbenzenesulfonate, 12% of dodecylphenol polyoxyethylene ether, 4% of cardanol polyoxyethylene ether, 2.5% of organobentonite, 1.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
9.20.4% aqueous suspension of amicarbazone (0.4+20)
0.4% of A + 20% of benzobicyclon + 4% of polycarboxylate + 2% of phenethylphenol polyoxyethylene ether phosphate triethanolamine salt + 0.18% of xanthan gum + 2.0% of magnesium aluminum silicate + 0.1% of defoamer + 3% of ethylene glycol + water
10.6.4% A.isoxaflutole (0.4+6) aqueous suspension
0.4% a + 6% isoxaflutole + 0.3% citric acid + 4% polycarboxylate + 2% phenethylphenol polyoxyethylene ether phosphate triethanolamine salt + 0.18% xanthan gum + 2.0% magnesium aluminum silicate + 0.1% defoamer + 3% ethylene glycol + water
11.6.4% A-fluroxypyr (0.4+6) dispersible oil suspension
0.4% of A, 6% of flurtamone, 0.2% of citric acid, 5% of calcium dodecyl benzene sulfonate, 10% of dodecylphenol polyoxyethylene ether, 4% of cardanol polyoxyethylene ether, 2.5% of organic bentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
12.20.4% A.fenquinotrione (0.4+20) dispersible oil suspension
0.4% of A, 20% of fenquinotrione, 0.2% of citric acid, 5% of calcium dodecylbenzenesulfonate, 10% of sorbitan monooleate polyoxyethylene ether, 4% of cardanol oxyethylene ether, 1.5% of organobentonite, 1.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
13.10.4% Flufenamid A (0.4+10) water suspension
0.4% of A, 10% of diflufenican, 0.3% of citric acid, 4% of polycarboxylate, 3% of phenethylphenol polyoxyethylene ether phosphate triethanolamine salt, 0.22% of xanthan gum, 2.2% of magnesium aluminum silicate, 0.1% of defoaming agent, 3% of ethylene glycol and water
14.10.4% dispersible oil suspending agent of A flurtamone (0.4+10)
0.4% of A, 10% of flurtamone, 0.2% of citric acid, 5% of calcium dodecyl benzene sulfonate, 12% of dodecylphenol polyoxyethylene ether, 4% of cardanol polyoxyethylene ether, 2.5% of organic bentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
15.30.4% emulsifiable concentrate of clomazone A (0.4+30)
0.4 percent of A, 30 percent of clomazone, 5 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 20 percent of fatty alcohol-polyoxyethylene ether, 3 percent of castor oil-polyoxyethylene ether and 100# solvent oil are used for supplementing the foot
16.20.4% aqueous suspension of bixlone (0.4+20)
0.4% of A, 20% of bixlone, 0.2% of citric acid, 4% of polycarboxylate, 2% of phenethylphenol polyoxyethylene ether phosphate triethanolamine salt, 1% of fatty alcohol polyoxyethylene ether, 0.18% of xanthan gum, 1.8% of magnesium aluminum silicate, 0.1% of defoaming agent, 3% of ethylene glycol and water
17.1.4% A tribenuron-methyl (0.4+1) dispersible oil suspending agent
0.4 percent of A, 1 percent of tribenuron-methyl, 5 percent of calcium dodecyl benzene sulfonate, 12 percent of dodecyl phenol polyoxyethylene ether, 4 percent of cardanol polyoxyethylene ether, 3.0 percent of organobentonite, 3.0 percent of fumed silica, 5 percent of 100# solvent oil and methyl oleate
18.0.9% dispersible oil suspension agent of A-florasulam (0.4+0.5)
0.4 percent of A, 0.5 percent of florasulam, 5 percent of calcium dodecyl benzene sulfonate, 12 percent of dodecyl phenol polyoxyethylene ether, 4 percent of cardanol polyoxyethylene ether, 3.0 percent of organic bentonite, 3.0 percent of fumed silica, 5 percent of 100# solvent oil and methyl oleate
19.2.4% A-thifensulfuron methyl (0.4+2) dispersible oil suspending agent
0.4% of A, 2% of thifensulfuron methyl, 5% of calcium dodecyl benzene sulfonate, 12% of cardanol polyoxyethylene ether, 4% of castor oil oxyethylene ether, 3.0% of organobentonite, 3.0% of fumed silica, 5% of 100# solvent oil and methyl oleate
20.2.4% A pyrazosulfuron-ethyl (0.4+2) dispersible oil suspending agent
0.4 percent of A, 2 percent of pyrazosulfuron-ethyl, 1 percent of boric acid, 5 percent of calcium dodecyl benzene sulfonate, 12 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 3.0 percent of organobentonite, 3.0 percent of fumed silica, 5 percent of 100# solvent oil and methyl oleate to complement
21.2.4% Fluoroketofonamide (0.4+2) dispersible oil suspension agent
0.4% of A, 2% of fluoketone sulfooxamine, 5% of calcium dodecyl benzene sulfonate, 12% of cardanol polyoxyethylene ether, 4% of castor oil oxyethylene ether, 3.0% of organic bentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
22.2.4% A rimsulfuron (0.4+2) dispersible oil suspending agent
0.4% of A, 2% of rimsulfuron, 1% of urea, 5% of calcium dodecylbenzenesulfonate, 12% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 3.0% of organobentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
23.4.4% of A-nicosulfuron (0.4+4) dispersible oil suspending agent
0.4 percent of A, 4 percent of nicosulfuron, 1 percent of urea, 5 percent of calcium dodecyl benzene sulfonate, 12 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 3.0 percent of organobentonite, 2.5 percent of fumed silica, 5 percent of 100# solvent oil and methyl oleate
24.10.4% microemulsion of A-imazapic (0.4+10)
0.4% of A, 10% of imazapyr, 1.45% of sodium hydroxide, 10% of cyclohexanone, 10% of calcium dodecylbenzenesulfonate, 12% of phenethylphenol polyoxyethylene ether and deionized water
25.2.4% A-bispyribac-sodium (0.4+2) water suspension agent
0.4% of A, 2% of bispyribac-sodium, 2% of polycarboxylate, 2% of phenethylphenol polyoxyethylene ether phosphate triethanolamine salt, 2% of rosin modified block polyether, 0.25% of xanthan gum, 2.8% of aluminum magnesium silicate, 0.1% of defoaming agent, 3% of ethylene glycol and water
26.2.4% dispersible oil suspension agent of A.penoxsulam (0.4+2)
0.4 percent of A, 2 percent of penoxsulam, 5 percent of calcium dodecyl benzene sulfonate, 12 percent of cardanol polyoxyethylene ether, 6 percent of castor oil oxyethylene ether, 3.0 percent of organobentonite, 2.5 percent of fumed silica, 5 percent of 100# solvent oil and methyl oleate
27.2.4% A-halosulfuron-methyl (0.4+2) dispersible oil suspending agent
0.4 percent of A, 2 percent of halosulfuron-methyl, 0.25 percent of boric acid, 5 percent of calcium dodecyl benzene sulfonate, 12 percent of cardanol polyoxyethylene ether, 5 percent of castor oil polyoxyethylene ether, 3.0 percent of organobentonite, 2.5 percent of fumed silica, 5 percent of 100# solvent oil and methyl oleate
28.3.4% A-flucarbazone-sodium (0.4+3) dispersible oil suspending agent
0.4% of A, 3% of flucarbazone-sodium, 0.25% of boric acid, 5% of calcium dodecylbenzenesulfonate, 12% of cardanol polyoxyethylene ether, 5% of castor oil polyoxyethylene ether, 3.0% of organobentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
29.1.4% dispersible oil suspension agent of A-mesosulfuron (0.4+1)
0.4% of A, 1% of mesosulfuron, 0.25% of boric acid, 2% of calcium dodecylbenzenesulfonate, 16% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 3.0% of organobentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
30.1.4% Amazofamid (0.4+1) dispersible oil suspending agent
0.4% of A, 1% of pyroxsulam, 4% of calcium dodecyl benzene sulfonate, 15% of cardanol polyoxyethylene ether, 4% of castor oil polyoxyethylene ether, 3.0% of organobentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
31.3.4% A.methoxyfenamic (0.4+3) microemulsion
0.4% of A, 3% of imazamox, 0.4% of sodium hydroxide, 10% of cyclohexanone, 10% of calcium dodecylbenzene sulfonate, 12% of phenethylphenol polyoxyethylene ether polyoxypropylene ether and deionized water
32.5.4% Azolinate A (0.4+5) emulsifiable concentrate
0.4 percent of A, 5 percent of pinoxaden, 10 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 20 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
33.6.4% emulsifiable concentrate of clethodim A (0.4+6)
0.4% of A, 6% of clethodim, 5% of cyclohexanone, 5% of calcium dodecyl benzene sulfonate, 20% of cardanol polyoxyethylene ether, 2% of nonylphenol polyoxyethylene ether formaldehyde condensate and 100# solvent oil
34.15.4% emulsifiable concentrate of sethoxydim (0.4+15)
0.4 percent of A, 15 percent of sethoxydim, 5 percent of cyclohexanone, 5 percent of calcium dodecyl benzene sulfonate, 20 percent of cardanol polyoxyethylene ether, 2 percent of nonylphenol polyoxyethylene ether formaldehyde condensate and 100# solvent oil
35.3.4% A quizalofop-p-ethyl (0.4+3) emulsifiable concentrate
0.4 percent of A, 3 percent of quizalofop-p-ethyl, 10 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 25 percent of cardanol polyoxyethylene ether and 100# solvent oil for foot supplementation
36.3.4% A-haloxyfop-R-methyl (0.4+3) emulsifiable concentrate
0.4 percent of A, 3 percent of haloxyfop-R-methyl, 10 percent of N-methyl pyrrolidone, 4 percent of calcium dodecyl benzene sulfonate, 26 percent of cardanol polyoxyethylene ether and 100# solvent oil for supplementing feet
37.5.4% A.fenoxaprop-p-ethyl (0.4+5) emulsifiable concentrate
0.4 percent of A, 5 percent of fenoxaprop-p-ethyl, 10 percent of N-methyl pyrrolidone, 3 percent of calcium dodecyl benzene sulfonate, 25 percent of cardanol polyoxyethylene ether and 100# solvent oil for foot supplementation
38.5.4% dispersible oil suspending agent of saflufenacil A (0.4+5)
0.4 percent of A, 5 percent of saflufenacil, 4 percent of calcium dodecyl benzene sulfonate, 15 percent of cardanol polyoxyethylene ether, 4 percent of castor oil polyoxyethylene ether, 3.0 percent of organobentonite, 2.5 percent of fumed silica, 5 percent of 100# solvent oil and methyl oleate
39.2.4% aqueous A carfentrazone-ethyl (0.4+2) emulsion
0.4% of A, 2% of carfentrazone-ethyl, 5% of cyclohexanone, 8% of 100# solvent oil, 3% of phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt, 3% of cardanol polyoxyethylene ether, 3% of castor oil polyoxyethylene ether, 0.2% of xanthan gum, 4% of ethylene glycol and deionized water
40.6.4% A.flumioxazin (0.4+6) dispersible oil suspending agent
0.4 percent of A, 6 percent of flumioxazin, 5 percent of calcium dodecyl benzene sulfonate, 15 percent of cardanol polyoxyethylene ether, 4 percent of castor oil oxyethylene ether, 2.5 percent of organobentonite, 2.5 percent of fumed silica, 5 percent of 100# solvent oil and methyl oleate
41.12.4% A-oxyfluorfen (0.4+12) emulsifiable concentrate
0.4 percent of A, 12 percent of oxyfluorfen, 15 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 20 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
42.30.4% aqueous suspension of oxadiazon A (0.4+30)
0.4% of A, 30% of oxadiazon, 4% of polycarboxylate dispersant, 2% of fatty alcohol-polyoxyethylene ether, 0.15% of xanthan gum, 1.5% of magnesium aluminum silicate, 3% of ethylene glycol, 0.1% of defoamer and deionized water
43.5.4% A-oxadiargyl (0.4+5) dispersible oil suspending agent
0.4% of A, 5% of oxadiargyl, 5% of calcium dodecyl benzene sulfonate, 15% of cardanol polyoxyethylene ether, 2% of castor oil oxyethylene ether, 2.5% of organobentonite, 2.5% of fumed silica, 5% of 100# solvent oil and methyl oleate
44.40.4% aqueous suspension of A-sulfentrazone (0.4+40)
0.4% of A, 40% of sulfentrazone, 4% of polycarboxylate dispersant, 2% of sodium lignosulfonate, 2% of fatty alcohol-polyoxyethylene ether, 0.12% of xanthan gum, 1.0% of magnesium aluminum silicate, 3% of glycol, 0.1% of defoaming agent and deionized water for supplementing
45.15.4% A-pyraclonil (0.4+15) dispersible oil suspending agent
0.4% of A, 15% of pyraclonil, 5% of calcium dodecyl benzene sulfonate, 13% of cardanol polyoxyethylene ether, 2% of castor oil oxyethylene ether, 2.0% of organobentonite, 1.5% of fumed silica, 8% of 100# solvent oil and methyl oleate
46.3.4% emulsifiable concentrate of A.metribuzin (0.4+3)
0.4% of A, 3% of metribuzin, 10% of N-methyl pyrrolidone, 5% of calcium dodecyl benzene sulfonate, 18% of cardanol polyoxyethylene ether, 2% of castor oil polyoxyethylene ether and 100# solvent oil
47.15.4% amicarbazone (0.4+15) dispersible oil suspending agent
0.4% of A, 15% of amicarbazone, 5% of calcium dodecyl benzene sulfonate, 13% of cardanol polyoxyethylene ether, 2% of castor oil oxyethylene ether, 2.0% of organobentonite, 1.5% of fumed silica, 8% of 100# solvent oil and methyl oleate
48.50.4% A-chlortoluron (0.4+50) water suspension agent
0.4% of A, 50% of chlortoluron, 2% of polycarboxylate dispersant, 1% of sodium lignosulfonate, 1% of fatty alcohol-polyoxyethylene ether, 0.05% of xanthan gum, 2% of glycol, 0.1% of defoamer and deionized water
49.50.4% Isoproton A (0.4+50) aqueous suspension
0.4% of A, 50% of isoproturon, 2% of polycarboxylate dispersant, 1% of fatty alcohol-polyoxyethylene ether, 0.05% of xanthan gum, 2% of ethylene glycol, 0.1% of defoaming agent and deionized water
50.50.4% aqueous suspension of atrazine A (0.4+50)
0.4% of A, 50% of atrazine, 2% of polycarboxylate dispersant, 1% of sodium lignosulfonate, 1% of fatty alcohol-polyoxyethylene ether, 0.05% of xanthan gum, 2% of glycol, 0.1% of defoamer and deionized water
51.50.4% aqueous suspension of A terbuthylazine (0.4+50)
0.4% of A, 50% of terbuthylazine, 2% of polycarboxylate dispersant, 1% of fatty alcohol-polyoxyethylene ether, 0.05% of xanthan gum, 2% of ethylene glycol, 0.1% of defoaming agent and deionized water
52.25.2% emulsifiable concentrate of A propanil (0.2+25)
0.2 percent of A, 25 percent of propanil, 10 percent of N-methyl pyrrolidone, 10 percent of isophorone, 2 percent of calcium dodecyl benzene sulfonate, 24 percent of phenethyl phenol polyoxyethylene ether and 100# solvent oil are used for supplementing feet
53.20.2% microemulsion of A-bentazone (0.2+20)
0.2% of A, 20% of bentazone, 3.4% of sodium hydroxide, 5% of cyclohexanone, 10% of sodium cis-dioctyl sulfonate, 12% of castor oil polyoxyethylene ether and deionized water
54.12.4% A bromoxynil octanoate (0.4+12) emulsifiable concentrate
0.4 percent of A, 12 percent of bromoxynil octanoate, 10 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 20 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
55.50.4% A-prometryn (0.4+50) water suspension agent
0.4 percent of A, 50 percent of prometryn, 2 percent of polycarboxylate dispersant, 1 percent of fatty alcohol-polyoxyethylene ether, 0.05 percent of xanthan gum, 2 percent of glycol, 0.1 percent of defoaming agent and deionized water
56.50.4% aqueous suspension of A-terbutryn (0.4+50)
0.4% of A, 50% of terbutryn, 2.5% of polycarboxylate dispersant, 1% of fatty alcohol-polyoxyethylene ether, 0.05% of xanthan gum, 2% of ethylene glycol, 0.1% of defoaming agent and deionized water
57.50.4% emulsifiable concentrate of pyridate A (0.4+50)
0.4 percent of A, 50 percent of pyridate, 10 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 20 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
58.50.4% diuron A (0.4+50) water suspension agent
0.4% of A, 50% of diuron, 2.5% of polycarboxylate dispersant, 1.5% of propylene glycol block polyether, 1% of fatty alcohol-polyoxyethylene ether, 0.05% of xanthan gum, 2% of ethylene glycol, 0.1% of defoaming agent and deionized water for complementing
59.40.4% A-butralin (0.4+40) emulsifiable concentrate
0.4 percent of A, 40 percent of butralin, 10 percent of N-methyl pyrrolidone, 10 percent of calcium dodecyl benzene sulfonate, 10 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
60.40.4% A-pendimethalin (0.4+40) emulsifiable concentrate
0.4 percent of A, 40 percent of pendimethalin, 10 percent of N-methyl pyrrolidone, 8 percent of calcium dodecyl benzene sulfonate, 12 percent of cardanol polyoxyethylene ether, 2 percent of nonylphenol polyoxyethylene ether formaldehyde condensate and 100# solvent oil
61.40.4% A.trifluralin (0.4+40) emulsifiable concentrate
0.4 percent of A, 40 percent of trifluralin, 15 percent of N-methyl pyrrolidone, 9 percent of calcium dodecyl benzene sulfonate, 13.5 percent of cardanol polyoxyethylene ether and 100# solvent oil for foot supplement
62.30.4% A.dithiopyr (0.4+30) emulsifiable concentrate
0.4 percent of A, 30 percent of dithiopyr, 10 percent of N-methyl pyrrolidone, 10 percent of calcium dodecyl benzene sulfonate, 10 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
63.30.2% A-butachlor (0.2+30) emulsifiable concentrate
0.2 percent of A, 30 percent of butachlor, 5 percent of butachlor, 4 percent of calcium dodecyl benzene sulfonate, 6 percent of phenethylphenol polyoxyethylene ether and 100# solvent oil
64.30.4% A pretilachlor (0.4+30) emulsifiable concentrate
0.4 percent of A, 30 percent of butachlor, 5 percent of pretilachlor, 4.5 percent of calcium dodecyl benzene sulfonate, 5.5 percent of phenethyl phenol polyoxyethylene ether and 100# solvent oil are used for supplementing enough
65.30.4% A mefenacet (0.4+30) water suspension
0.4% of A, 30% of mefenacet, 3% of polycarboxylate dispersant, 1.5% of propylene glycol block polyether, 1% of fatty alcohol-polyoxyethylene ether, 0.14% of xanthan gum, 1.5% of magnesium aluminum silicate, 3% of ethylene glycol, 0.1% of defoaming agent and deionized water
66.20.4% emulsifiable concentrate of anilofos A-anilofos (0.4+20)
0.4% of A, 20% of anilofos, 10% of ethanol, 5% of calcium dodecyl benzene sulfonate, 6% of cardanol polyoxyethylene ether and 100# solvent oil for supplementing feet
67.10.4% flufenacet A (0.4+10) water suspension
0.4% of A, 10% of flufenacet, 3% of polycarboxylate dispersant, 1.5% of propylene glycol block polyether, 1% of fatty alcohol-polyoxyethylene ether, 0.2% of xanthan gum, 1.8% of magnesium aluminum silicate, 3% of ethylene glycol, 0.1% of defoaming agent and deionized water for supplementing
68.10.4% aqueous suspension of a. sulfone pyraflufen-ethyl (0.4+10)
0.4% of A, 10% of Sulfuron pyrazoxazole, 3% of phenethylphenol polyoxyethylene ether phosphate triethanolamine salt, 1.5% of propylene glycol block polyether, 1% of fatty alcohol polyoxyethylene ether, 0.2% of xanthan gum, 2.2% of magnesium aluminum silicate, 3% of ethylene glycol, 0.1% of defoaming agent and deionized water
69.40.2% A-S-metolachlor (0.2+40) emulsifiable concentrate
0.2 percent of A, 40 percent of s-metolachlor, 5 percent of cyclohexanone, 5 percent of calcium dodecyl benzene sulfonate, 7 percent of cardanol polyoxyethylene ether and 100# solvent oil for supplementing feet
70.50.2% A.acetochlor (0.2+50) emulsifiable concentrate
0.2 percent of A, 50 percent of acetochlor, 5 percent of cyclohexanone, 4.8 percent of calcium dodecyl benzene sulfonate, 6.2 percent of cardanol polyoxyethylene ether and 100# solvent oil for supplementing feet
71.35.1% emulsifiable concentrate of A-prosulfocarb (0.1+35)
0.1 percent of A, 35 percent of prosulfocarb, 2.5 percent of cyclohexanone, 7 percent of calcium dodecyl benzene sulfonate, 5.5 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
72.10.4% A.fluroxypyr ester (0.4+10) emulsifiable concentrate
0.4 percent of A, 10 percent of chlorambucil, 10 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 6 percent of cardanol polyoxyethylene ether and 100# solvent oil for supplementing feet
73.6.4% A-fluroxypyr (0.4+6) emulsifiable concentrate
0.4 percent of A, 6 percent of fluroxypyr, 10 percent of N-methyl pyrrolidone, 3 percent of calcium dodecyl benzene sulfonate, 15 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
74.15.4% microemulsion of A.2-methyl-4-chlorophenoxyacetic acid (0.4+15)
0.4% of A, 15% of 2-methyl-4-chlorophenoxyacetic acid, dimethylamine, 3.8% of dimethylamine, 10% of cyclohexanone, 10% of sodium cis-di-sec-octyl maleate sulfonate, 12% of phenethylphenol polyoxyethylene ether and deionized water
75.30.4% microemulsion of A.2, 4-dichlorophenoxyacetic acid (0.4+30)
0.4% of A, 30% of 2, 4-dichlorophenoxyacetic acid, dimethylamine, 3.8% of dimethylamine, 10% of cyclohexanone, 10% of sodium di-sec-octyl maleate sulfonate, 12% of phenethylphenol polyoxyethylene ether and deionized water
76.15.4% microemulsion of dicamba (0.4+15)
0.4% of A, 15% of dicamba, 2.8% of sodium hydroxide, 10% of cyclohexanone, 12% of sodium cis-butenedione sulfonate, 8% of phenethylphenol polyoxyethylene ether and deionized water
77.0.7% Fluorochloropyridine A (0.4+0.3) emulsifiable concentrate
0.4% of A, 0.3% of fluorochloropyridine ester, 15% of cyclopentanone, 5% of calcium dodecylbenzenesulfonate, 10% of cardanol polyoxyethylene ether and 100# solvent oil
78.2.4% A.Cloropicolide (0.4+2) emulsifiable concentrate
0.4 percent of A, 2 percent of chlorofluoropyridine ester, 10 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 10 percent of cardanol polyoxyethylene ether and 100# solvent oil for supplementing feet
79.20.4% microemulsion of alpha-dichloroquinolinic acid (0.4+20)
0.4% of A, 20% of quinclorac, 3.8% of sodium hydroxide, 10% of cyclohexanone, 20% of ethylene glycol, 8% of sodium di-sec-octyl maleate sulfonate, 8% of phenethylphenol polyoxyethylene ether, 2% of nonylphenol polyoxyethylene ether formaldehyde condensate and deionized water
80.20.2% microemulsion of glyphosate A (0.2+20)
0.2% of A, 20% of glyphosate, 7.5% of monoisopropylamine, 5% of cyclohexanone, 6% of fatty alcohol polyoxyethylene ether phosphate, 20% of glucoside emulsifier and deionized water
81.20.2% A-glufosinate (0.2+20) microemulsion
0.2 percent of A, 20 percent of glufosinate-ammonium, 5 percent of cyclohexanone, 6 percent of fatty alcohol polyoxyethylene ether phosphate, 10 percent of glucoside emulsifier, 10 percent of cocoamine polyoxyethylene ether and deionized water
82.20.2% microemulsion of paraquat A (0.2+20)
0.2% of A, 20% of paraquat, 5% of cyclohexanone, 6% of nonylphenol polyoxyethylene ether phosphate, 12% of glucoside emulsifier, 8% of cocoamine polyoxyethylene ether and deionized water
83.18.1% microemulsion of A-diquat (0.1+18)
0.1 percent of A, 18 percent of diquat, 5 percent of cyclohexanone, 6 percent of fatty alcohol polyoxyethylene ether phosphate, 15 percent of glucoside emulsifier, 12 percent of cocoamine polyoxyethylene ether and deionized water
84.1.4% A.triazine flumioxazin (0.4+1) dispersible oil suspending agent
0.4 percent of A, 1 percent of triazine flumioxazin, 5 percent of calcium dodecyl benzene sulfonate, 12 percent of cardanol polyoxyethylene ether, 4 percent of castor oil oxyethylene ether, 3.0 percent of organobentonite, 2.5 percent of fumed silica, 8 percent of 100# solvent oil and methyl oleate
85.2.4% emulsifiable concentrate of A-cycloheptyl ether (0.4+2)
0.4 percent of A, 2 percent of cycloheptane ether, 10 percent of N-methyl pyrrolidone, 5 percent of calcium dodecyl benzene sulfonate, 10 percent of cardanol polyoxyethylene ether and 100# solvent oil for foot supplement
The missible oil processing equipment comprises: mixing kettles, storage tanks and the like.
The processing process of the missible oil comprises the following steps: and putting all the materials into a mixing kettle, stirring and mixing until all the materials are completely dissolved, transferring to a storage tank for filling after the materials are qualified in the test.
The microemulsion processing equipment comprises the following steps: mixing kettles, storage tanks and the like.
The processing process of the microemulsion comprises the following steps: putting the original medicine, the solvent and the emulsifier into a mixing kettle, stirring and mixing until all materials are completely dissolved, then slowly pumping deionized water, stirring while pumping until the final homogeneous liquid is qualified, transferring to a storage tank and filling after the assay is qualified.
The processing equipment of the emulsion in water comprises: mixing kettle, shearing machine, storage tank, etc.
The processing process of the aqueous emulsion comprises the following steps: putting the original medicine, the solvent and the emulsifier into a mixing kettle, stirring and mixing until all the materials are completely dissolved to form an oil phase, pumping deionized water into a shearing machine kettle, slowly pumping the oil phase into the shearing machine kettle, shearing while pumping until the homogeneous liquid is finally obtained, transferring the homogeneous liquid to a storage tank for filling after the homogeneous liquid is qualified in the test.
The processing equipment of the aqueous suspending agent comprises: mixing kettles, colloid mills, sand mills, shearing machines and the like.
The processing process of the aqueous suspending agent comprises the following steps: putting all materials into a mixing kettle, stirring and mixing, passing through a colloid mill, then entering a sand mill for three-stage sand milling, finally uniformly shearing in a shearing machine, and transferring to a storage tank for filling after the test is qualified.
The processing equipment of the dispersible oil suspending agent comprises the following steps: mixing kettles, colloid mills, sand mills, shearing machines and the like.
The processing process of the dispersible oil suspending agent comprises the following steps: putting all materials into a mixing kettle, stirring and mixing, passing through a colloid mill, then entering a sand mill for three-stage sand milling, finally uniformly shearing in a shearing machine, and transferring to a storage tank for filling after the test is qualified.
B) Test of drug efficacy
Spraying treatment of stems and leaves after seedling:
1) test conditions
1.1) test target
Arabic, Euphorbia lathyris, Galium aparine, wild rape, cardamine filiformis from Jiangsu Shuyang, Amaranthus retroflexus and Abutilon from Heilongjiang Yanjiang, and crab grass, Eleusine indica and green dog tail from Shaanxi salted yang. The weeds are cultured by a pot culture method, plastic nutrition bowls with the size of 180 х 140mm are placed in an enamel tray, surface soil (4/5) which is collected from a farmland and is dried and sieved is filled in the enamel tray, the soil humidity is controlled to be 20% at the initial stage, weed seeds with full and uniform seeds are selected, the weed seeds are soaked in warm water with the temperature of 25 ℃ for 6 hours, germination is accelerated in a biochemical incubator (dark) with the temperature of 28 ℃, the weed seeds which are just exposed to the white are uniformly placed on the surface of the soil, and then the enamel tray is covered with 0.5-1cm of soil according to the particle size of the seeds.
1.2) culture conditions
The method is carried out in a controllable sunlight greenhouse, the temperature is 20-30 ℃, the natural illumination is carried out, and the relative humidity is 57-72%. The soil type is loam, the organic matter content is 1.63%, the pH value is 7.1, the alkaline hydrolysis nitrogen is 84.3mg/kg, the quick-acting phosphorus is 38.5mg/kg, and the quick-acting potassium is 82.1 mg/kg.
1.3), instrumentation
3WP-2000 model walking spray tower, Minn Jing agricultural machinery research institute of agricultural department. Ten thousandth electronic balance type GA0 (germany); ZDR2000 intelligent data recorder (hangzhou ze large instruments ltd); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument factory).
2) Design of experiments
2.1), reagents
The desired active ingredient a comes from patent CN 108774179A; the active ingredients B required are diconazole, bicyclopyrone, topramezone and triazasulam which are produced by the company, and the preparation methods of the flumetsulam and the flumclomazone are as follows, and other active ingredients are purchased by the company reagent. 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.
(1) Synthesis of compound fluorosulfonamide
(1.1) sequentially adding Cpd 1(3g,16mmol,1.0eq) and NaOH (0.72g,18mmol,1.1eq) to 30ml of DMF and then adding Cpd 2(1.28g,16.8mmol,1.05eq) dropwise at 0 ℃ followed by stirring the reaction at 0 ℃ for 1 hour. LCMS detection showed the starting material was essentially reacted to completion with 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 and the organic phase washed three times with saturated brine (50ml), dried, spin dried and isolated by column chromatography to give Cpd 3(3.6g, 91% yield) (colourless oil).
Figure BDA0002269380380000131
(1.2) Cpd 3(3.1g,13mmol,1.0eq) was added to 30ml of THF followed by slow addition of n-BuLi (6.42ml,2.5M,16mmol,1.2eq) at-78 deg.C and stirring of the reaction mixture at-78 deg.C for 0.5 h followed by slow CO addition2After 10min, the reaction solution was slowly warmed to room temperature. LCMS detectionAnd (4) obtaining the product. To the reaction mixture 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 BDA0002269380380000132
(1.3) to 30ml of pyridine were added sequentially Cpd 4(3.1g,11mmol,1.0eq), Cpd 5(1.66g,16.8mmol,1.5eq) and DMAP (0.13g,1.1mmol,0.1 eq). Then slowly adding SOCl at the temperature of 0 DEG C2(2.0g,16.8mmol,1.5eq), and the reaction was stirred at room temperature for 3 hours. LCMS detected product. After removal of pyridine by concentration, 30ml of water was poured into the reaction mixture, the mixture was separated, the aqueous phase was extracted three times with 30ml of ethyl acetate, the organic phase was washed three times with saturated brine (50ml), dried, spin-dried, and isolated by column chromatography to give compound Cpd 6(2.5g, 63% yield) (white solid).
Figure BDA0002269380380000133
(1.4) to 10ml of dichloromethane were added sequentially Cpd 6(1g,2.8mmol,1.0eq) and m-CPBA (0.54g,3.1mmol,1.1 eq). The reaction was then stirred at room temperature for 1 hour. The LCMS detects the product and the raw materials are basically reacted completely. 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 (30ml), dried, spun-dried and isolated by column chromatography to give compound Cpd 7(0.85g, 82% yield) (off-white solid).
1H NMR(500MHz,DMSO-d6)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 BDA0002269380380000141
(1.5) Compound Cpd 7(0.5g, 98% write) was resolved by chiral HPLC (Column: CHIRALPAK IG; Column Size: 3 cm. times.25 cm,5 um; Injection: 3.0 ml; Mobile phase: Hex (0.2% FA): IPA ═ 50: 50; Flow rate: 28 ml/min; Wavelength: UV 254 nm; Temperature:25 ℃; Sample solution: 70mg/ml in EtOH/DCM; Run time ═ 60mins) and concentrated after resolution, determined by single crystal diffraction to give B1(R configuration) as a white solid (0.16g, Rt ═ 10.51min, 100% ee, 98% purity).
Figure BDA0002269380380000142
(2) Synthesis of compound flumioxafen
(2.1) Compound a (0.5g, 2.13mmol), Compound b (313mg, 2.55mmol), a catalytic amount of TBAB (10mg), DMF (10mL) was placed in a round bottom flask and stirred at room temperature, 15 ℃ for 24 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 (300mg, yield 50%). Compound c is a white solid.
Figure BDA0002269380380000143
(2.2) Compound c (0.3g, 1.06mmol) and methanol (20mL) were placed in a 100mL single-neck flask, and lithium hydroxide (44.5mg, 1.06mmol) was dissolved in 2mL water, slowly added dropwise to the single-neck flask at room temperature, and stirred at room temperature for 12 hours. After the reaction of the raw materials is finished, adjusting the pH to 5-6 with 0.5M dilute hydrochloric acid, concentrating, and extracting with water and ethyl acetate. The organic phase was dried and concentrated to give compound d (200mg, yield 70%) as a white solid.
Figure BDA0002269380380000151
(2.3) Compound d (200mg, 0.74mmol), Compound e (87mg, 0.74mmol), DCC (152mg, 0.74mmol) and dry DCM (20mL) were placed in a 100mL round-bottomed flask and reacted at room temperature for 12 hours. After the reaction of the raw materials was completed, the reaction mixture was concentrated and separated by column chromatography to obtain compound B2(200mg, yield 73%) as a white solid, compound B2.
Figure BDA0002269380380000152
1H 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
2.2.1), dose setting
When determining the ratio or content of the component A and the component B, the main use purpose of the formula is also considered according to the action characteristics of the two medicaments and the measurement of toxicity and the like. On the basis of preliminary experiments, A, B active ingredients are respectively used singly and mixed in different amounts. Water without drug, containing the same solvent and emulsifier was used as a blank.
2.2.2), test repetition
Each treatment was repeated 4 times, 3 pots each time, and 20 weed seeds were sown per pot for 60 plants each time.
2.3) treatment method
2.3.1), treatment time and number of times
The test was performed 1 time in total. And (3) thinning after 1.5-2 leaf period of weeds, keeping 10 weeds in each pot, keeping 30 weeds in each treatment, and then continuously culturing until 3-4 leaves are treated.
2.3.2), instruments and methods of use
Uniformly placing the cultured test material on a 0.5m area2Spraying stem and leaf 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 0.3 MPa. And after all the liquid medicine is sprayed, closing the air valve, opening the spraying tower door after 30 seconds, and taking out the nutrition pot. Then the air valve is opened, 50mL of clean water is sprayed, and the liquid spraying pipe is cleaned.
3) Test method
The potting method is adopted. The weed cultivation is shown in 1.1), and the method is carried out according to 'herbicide in pesticide indoor bioassay test guidelines'. The application method is shown in 2.3.2), and stem and leaf treatment method is adopted. After treatment, the cells were transferred to a greenhouse for conventional culture.
4) Data investigation and statistical analysis
4.1) investigation method
The complete survival weed seedlings are cut off along the soil surface by a blade by adopting an absolute number survey method, and the fresh weight of the weeds is weighed by an analytical balance. For the weeds that have died, the fresh weight is zero.
4.2), investigation time and number of surveys
The investigation was carried out 21 days after the treatment, and the total number of the investigations was 1.
4.3), statistical analysis of data
The theoretical fresh weight inhibition rate (E0 ═ X + Y-X Y/100) of each treatment mixed combination is calculated by a Gowing method, and then compared with the actually measured inhibition rate (E), the combined action type of the two mixed combinations on the weeds is evaluated, and when the E-E0 value is more than 10 percent, the effect is synergistic, when the E-E0 value is less than-10 percent, the effect is antagonistic, and when the E-E0 value is between-10 percent and 10 percent, the effect is additive. And the optimal proportion is determined according to factors such as actual control effect, characteristics of the herbicide, balance of the formula and the like. Wherein X is the fresh weight inhibition rate when the dosage of the active component A is P; y is the fresh weight inhibition rate of the active component B when the dosage is Q.
Soil sealing treatment:
1) test conditions
1.1) test target
Rhizoma alismatis, barnyard grass, flos lonicerae and monochoria vaginalis are collected from the Heilongjiang sentinel farm.
1.2) culture conditions
The method is carried out in a controllable sunlight greenhouse, the temperature is 20-30 ℃, the natural illumination is carried out, and the relative humidity is 57-72%.
The soil type is loam, the organic matter content is 1.63%, the pH value is 7.1, the alkaline hydrolysis nitrogen is 84.3mg/kg, the quick-acting phosphorus is 38.5mg/kg, and the quick-acting potassium is 82.1 mg/kg. The test soil was quantitatively loaded at 3/4 points of the pot and then poured from the bottom of the pot to completely wet the soil to saturation. And (3) accelerating germination of the weed seeds to be tested until the weed seeds are exposed to the white, then uniformly and quantitatively sowing the seeds on the surface, covering the seeds with 0.5-1cm of soil according to the size of the seeds, and reserving the seeds for 72 hours after sowing.
1.3), instrumentation
Ten thousandth electronic balance type GA10 (germany); ZDR2000 intelligent data recorder (hangzhou ze large instruments ltd); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument plant), pipettor and the like.
2) Design of experiments
2.1), reagents
2.1.1) test Agents
The raw medicines are all diluted by using an emulsifier T-80 aqueous solution with the content of 0.1 percent by using acetone as a solvent.
2.2) test treatment
2.2.1), dose setting
When determining the ratio or content of the components A and the active component B, the main purpose of the formula should be considered in consideration of the action characteristics of the two medicaments and the toxicity thereof. On the basis of preliminary experiments, A, B active ingredients are respectively used singly and mixed in different amounts. Water without drug, containing the same solvent and emulsifier was used as a blank.
2.2.2), test repetition
Each treatment was repeated 4 times, 3 pots each time, and 30 weed seeds were sown in each pot.
2) Test method
Before treatment, the mixture was irrigated and a 1-2cm aqueous layer was maintained. Taking quantitative liquid medicine by a pipettor, and respectively carrying out irrigation treatment from low dosage to high dosage according to experimental design, wherein the treatment is repeated for 4 times each time; after treatment, the cells were transferred to a greenhouse for conventional culture, and a 1-2cm water layer was maintained throughout the experiment.
3) Data investigation and statistical analysis
The spray treatment is the same as the spray treatment of the stem leaves after seedling, so the detailed description is omitted.
The statistical results are shown in tables 1-85 below, except for the explicit label "soil treatment", the other is "post-emergence stem and leaf spray treatment".
TABLE 1 evaluation of the actual control and combination of the Mixed Fluorosulfenamide for canola
Figure BDA0002269380380000171
TABLE 2 evaluation of the actual control and combination of topramezone A on oilseed rape
Figure BDA0002269380380000172
TABLE 3 evaluation of the actual control and combination of the Cyclofonone blends on oilseed rape
Figure BDA0002269380380000173
TABLE 4 evaluation of the actual control and Combined action of Bixaflutole on wild rape
Figure BDA0002269380380000174
TABLE 5 evaluation of the actual control and Combined Effect of Cycloflurtamone on Brassica napus
Figure BDA0002269380380000175
TABLE 6 evaluation of the actual control and combination of the effects of the blended topramezone on Brassica napus
Figure BDA0002269380380000181
TABLE 7 evaluation of the actual control and combination of the action of the Mixed Triazolesulfonylmefone on Brassica napus
Figure BDA0002269380380000182
TABLE 8 evaluation of the actual control and combination of the Fusulcotrione blend on wild rape
Figure BDA0002269380380000183
TABLE 9 evaluation of the actual control and Combined action of the blended mesotrione on canola
Figure BDA0002269380380000184
TABLE 10 evaluation of the actual control and Combined Effect of the blended isoxaflutole on Brassica napus
Figure BDA0002269380380000185
TABLE 11 evaluation of the actual control and Combined Effect of Fluopyrone blended with canola on oilseed rape
Figure BDA0002269380380000186
TABLE 12 evaluation of the actual control and combination of the Fenquinotrione mixtures on Brassica campestris
Figure BDA0002269380380000187
Figure BDA0002269380380000191
TABLE 13 evaluation of the actual control and combination of diflufenican on Veronica albo-marginata
Figure BDA0002269380380000192
TABLE 14 evaluation of the actual control and Combined Effect of Fuoxydim on Veronica albo
Figure BDA0002269380380000193
TABLE 15 evaluation of the actual control and combination of clomazone to Euphorbiae Lathyridis semen
Figure BDA0002269380380000194
TABLE 16 evaluation of actual control and combination of Bixlone for Euphorbiae Lathyridis semen
Figure BDA0002269380380000195
TABLE 17 evaluation of actual control and combination of the Mixed tribenuron-methyl for Cardamine
Figure BDA0002269380380000196
TABLE 18 evaluation of actual control and combination of the mixed florasulam against cardamine
Figure BDA0002269380380000197
TABLE 19 evaluation of the actual control and combination of thifensulfuron methyl compounded to cardamine
Figure BDA0002269380380000198
Figure BDA0002269380380000201
TABLE 20 evaluation of the actual control and combination of the Mixed pyrazosulfuron-ethyl for cardamine
Figure BDA0002269380380000202
TABLE 21 evaluation of actual control and combination of the Leptospira fruticosa with Fluoroketosulam
Figure BDA0002269380380000203
TABLE 22 evaluation of the actual control and combination of the mixed rimsulfuron against cardamine
Figure BDA0002269380380000204
TABLE 23 evaluation of the actual control and combination of Helichrysum deciduous for Helichrysum minor
Figure BDA0002269380380000205
TABLE 24 evaluation of the actual control and combination of Cardamine hirsute by compounding imazapic acid
Figure BDA0002269380380000206
TABLE 25 evaluation of actual control and combination of cardamine by compounding Bispyribac-sodium
Figure BDA0002269380380000207
Figure BDA0002269380380000211
TABLE 26 evaluation of the actual control and combination of penoxsulam in the compounding of penoxsulam against cardamine
Figure BDA0002269380380000212
TABLE 27 evaluation of the actual control effect and combination effect of mixed halosulfuron-methyl on cardamine
Figure BDA0002269380380000213
TABLE 28 evaluation of actual control and combination of Flucarbazone-sodium for cardamine
Figure BDA0002269380380000214
TABLE 29 evaluation of actual control and combination of Cardamine Chumae by compounding with Methylsulfonyron
Figure BDA0002269380380000215
TABLE 30 evaluation of the actual control and combination of the Amazoxystrobin mixed with cardamine for cardamine
Figure BDA0002269380380000216
TABLE 31 evaluation of actual control and combination of imazamox blended with cardamine for cardamine
Figure BDA0002269380380000217
TABLE 32 evaluation of practical prevention and combination of pinoxaden with compounding of pinoxaden for green dog's tail
Figure BDA0002269380380000218
TABLE 33 evaluation of actual control and Combined action of clethodim on green dog tail
Figure BDA0002269380380000219
TABLE 34 evaluation of the actual control and Combined Effect of Mixed sethoxydim on green dog Tail
Figure BDA0002269380380000221
TABLE 35A evaluation of the actual control and Combined action of Mixed quizalofop-p-ethyl on green dog tails
Figure BDA0002269380380000222
TABLE 36 evaluation of the actual control and combination of haloxyfop-R-methyl on green dog tails
Figure BDA0002269380380000223
TABLE 37A evaluation of the actual control and combination of fenoxaprop-p-ethyl on green dog tails
Figure BDA0002269380380000224
TABLE 38 evaluation of the actual control and Combined action of the blended saflufenacil on Amaranthus retroflexus
Figure BDA0002269380380000225
TABLE 39A evaluation of the actual control and Combined Effect of Mixed Metronidazole on Amaranthus retroflexus
Figure BDA0002269380380000226
TABLE 40 evaluation of the actual control and Combined Effect of Fluoroxazin on Amaranthus retroflexus
Figure BDA0002269380380000227
Figure BDA0002269380380000231
TABLE 41 evaluation of the actual control and combination of Amaranthus retroflexus with Ethoxyfen
Figure BDA0002269380380000232
TABLE 42 evaluation of the actual control and Combined Effect of the Compound oxadiazon on Amaranthus retroflexus
Figure BDA0002269380380000233
TABLE 43 evaluation of the actual control and Combined Effect of the Compound oxadiargyl on Amaranthus retroflexus
Figure BDA0002269380380000234
TABLE 44 evaluation of the actual control and combination of the compounded sulfentrazone on Amaranthus retroflexus
Figure BDA0002269380380000235
TABLE 45 evaluation of actual control and Combined action of Bixapyroxad on Amaranthus retroflexus by compounding Bixapyroxad
Figure BDA0002269380380000236
TABLE 46 evaluation of the actual control and combination of metribuzin on abutilon
Figure BDA0002269380380000237
TABLE 47A evaluation of the actual control and combination of amicarbazone against abutilon
Figure BDA0002269380380000238
TABLE 48 evaluation of the actual Effect and Combined Effect of Chlorophytum peruvianum combinations on Abutilon
Figure BDA0002269380380000239
Figure BDA0002269380380000241
TABLE 49 evaluation of the actual Effect of Isoproton combinations against Abutilon
Figure BDA0002269380380000242
TABLE 50A evaluation of actual effect and combined action of atrazine mixed to abutilon
Figure BDA0002269380380000243
TABLE 51 evaluation of actual Effect and combination of Tertiary Compounds on Abutilon
Figure BDA0002269380380000244
TABLE 52A evaluation of the actual control and combination of propanil versus abutilon
Figure BDA0002269380380000245
TABLE 53 evaluation of the actual control and combination of the Terra Bidens with Abutilon
Figure BDA0002269380380000246
TABLE 54 evaluation of the actual Effect of bromoxynil octanoate combinations on Abutilon
Figure BDA0002269380380000247
TABLE 55A evaluation of the actual control and combination of prometryn against abutilon
Figure BDA0002269380380000251
TABLE 56 evaluation of actual Effect and Combined Effect of Terbutyrn mixture on Abutilon
Figure BDA0002269380380000252
TABLE 57 evaluation of actual control and combination of pyridaben combinations against abutilon
Figure BDA0002269380380000253
TABLE 58 evaluation of actual control and combination of diuron blended with Abutilon
Figure BDA0002269380380000254
TABLE 59 evaluation of actual prevention and Combined action of Setarin Furring on Alisma orientale (soil treatment)
Figure BDA0002269380380000255
TABLE 60 evaluation of actual prevention and Combined action of Dipendimethalin in combination with Alisma orientale (soil treatment)
Figure BDA0002269380380000256
TABLE 61 evaluation of actual prevention and combination of Alisma orientale by Fuller's Fall and soil treatment
Figure BDA0002269380380000257
TABLE 62 evaluation of actual control and Combined action of Mixed dithiopyr on Alisma orientale (soil treatment)
Figure BDA0002269380380000258
TABLE 63 evaluation of the actual control and Combined action of butachlor in Table 63A on barnyard grass
Figure BDA0002269380380000259
Figure BDA0002269380380000261
TABLE 64A evaluation of the actual control and combined action of pretilachlor mixtures on barnyard grass (soil treatment)
Figure BDA0002269380380000262
TABLE 65A evaluation of the actual control and Combined action of Mixed mefenacet on barnyard grass (soil treatment)
Figure BDA0002269380380000263
TABLE 66A evaluation of the actual control and combined action of anilofos when mixed with anilofos on barnyard grass (soil treatment)
Figure BDA0002269380380000264
Table 67A evaluation of the actual control and Combined action of the Mixed flufenacet on barnyard grass (soil treatment)
Figure BDA0002269380380000265
TABLE 68A evaluation of the actual control and Combined action of mixed xaflufen-pyrazole on barnyard grass (soil treatment)
Figure BDA0002269380380000266
TABLE 69 evaluation of the actual control and Combined action of mixed s-metolachlor on barnyard grass (soil treatment)
Figure BDA0002269380380000267
TABLE 70 evaluation of the actual control and combined action of acetochlor in combination with barnyard grass (soil treatment)
Figure BDA0002269380380000268
TABLE 71 evaluation of the actual control and Combined action of the Bispica Pratense with the Mixed prosulfocarb (soil treatment)
Figure BDA0002269380380000269
TABLE 72 evaluation of actual control and Combined action of Galium aparine by compounding fluroxypyr
Figure BDA0002269380380000271
TABLE 73 evaluation of the actual control and Combined action of Lucifluroxypyr on Galium
Figure BDA0002269380380000272
TABLE 74 evaluation of actual control and combination of 2-methyl-4-chlorophenoxyacetic acid in Galium
Figure BDA0002269380380000273
TABLE 75 evaluation of actual control and Combined action of 2, 4-Dichlorophenoxyacetic acid on Galium
Figure BDA0002269380380000274
TABLE 76 evaluation of the actual prevention and Combined action of Dicamba compounded on Galium
Figure BDA0002269380380000275
TABLE 77 evaluation of the actual prevention and Combined action of Galium Process with Fluoropicolinate
Figure BDA0002269380380000276
TABLE 78 evaluation of the actual control and Combined action of the Mixed chlorofluoropyridinones on Galium
Figure BDA0002269380380000277
TABLE 79 evaluation of the actual prevention and Combined action of Galium with Dichloroquinolinic acid compounding
Figure BDA0002269380380000281
TABLE 80 evaluation of actual control and Combined action of Glyphosate blends on crab and Tang
Figure BDA0002269380380000282
TABLE 81 evaluation of actual control and Combined action of Gluconopsis indica with mixed glufosinate
Figure BDA0002269380380000283
TABLE 82 evaluation of the actual control and combination of Paraquat mixed to green dog tails
Figure BDA0002269380380000284
TABLE 83 evaluation of actual control and joint action of diquat mixed with green dog tail
Figure BDA0002269380380000285
Table 84A evaluation of actual control and combined action of mixed triazinone flumioxazin on Pothimerous (soil treatment)
Figure BDA0002269380380000286
TABLE 85 evaluation of actual control and Combined action of Bidens pilosa blended with cinmethylin on monochoria vaginalis (soil treatment)
Figure BDA0002269380380000287
Figure BDA0002269380380000291
C) Demonstration of field
The herbicidal compositions prepared in examples 1 to 85 were used for field weed effect tests. An exemplary promotional test was conducted in 2017 at the Shandong yellow island test point. The weeds in the field are mainly: barnyard grass, crab grass, green grass, goosegrass, redroot amaranth, purslane, millet grass, juncellaran, and the like.
The test method comprises the following steps:
stem and leaf treatment (F): when the weeds are in the 2-3 leaf stage, a manual sprayer is used for adding 30 kg of water per 667m2The stem and leaf are sprayed evenly.
Soil treatment (S): before weed germination, a manual sprayer is used for adding water with the amount of 45 kg/667 m2The soil surface is uniformly sprayed.
The specific test agents and doses are detailed in table 86, with a cell area of 20 square meters, repeated 3 times per treatment. The control effect 20 days after application is shown in Table 86.
Figure BDA0002269380380000292
Table 86 shows exemplary field effects of the compounded compositions
Figure BDA0002269380380000293
Figure BDA0002269380380000301
Figure BDA0002269380380000311
Through a large number of tests and explorations, the invention unexpectedly discovers that the composition is used for preventing and removing main gramineous weeds, broadleaf weeds, cyperaceae weeds and the like, has a surprising and unexpected synergistic effect, is more obvious under a low dosage, can reduce the dosage, reduce the pollution to the environment, reasonably compounds and reduce the agricultural cost, is efficient on ALS and ACCase inhibitor resistant weeds, and has a good application prospect. Meanwhile, the herbicide composition shows good selectivity and excellent synergistic effect in wheat fields, corn fields, paddy fields, peanuts, sugarcane, sorghum, millet, potatoes, rape, soybeans, cotton, vegetables, bluegrass, tall fescue, zoysia japonica and other plants through tests, and can be developed into herbicide mixtures with wide market value.

Claims (10)

1. A weeding composition containing a pyrimidine benzyl carboxylate compound is characterized by comprising an active ingredient A and an active ingredient B which are in herbicidally effective amounts,
the active ingredient A is
Figure FDA0002269380370000011
The active ingredient B is selected from one or more of the following compounds and salts/esters thereof:
(1) HPPD inhibitors: profenoxaflutole, topramezone, tembotrione, topramezone, clethodim, topramezone, mesotrione, benzoxaflutole, mesotrione, isoxaflutole, flurtamone, fenquinotrione, and flumetsulam;
(2) (ii) a PDS inhibitor: diflufenican, flurtamone, diflufenican;
(3) a DOXP inhibitor: clomazone, bixlazone;
(4) ALS inhibitors: tribenuron-methyl, florasulam, thifensulfuron, pyrazosulfuron, triafamone, rimsulfuron, nicosulfuron, imazapyr, bispyribac, penoxsulam, halosulfuron-methyl, flucarbazone-methyl, mesosulfuron, pyroxsulam, imazamox, bensulfuron-methyl, thiencarbazone-methyl, foramsulfuron, imazethapyr, cloransulam, pyriftalid, iodosulfuron-methyl sodium;
(5) ACCase inhibitors: pinoxaden, clethodim, sethoxydim, quizalofop-p-ethyl, haloxyfop-p-methyl, fenoxaprop-p-ethyl, clodinafop-propargyl, fluazifop-p-butyl;
(6) PPO inhibitors: saflufenacil, carfentrazone, flumioxazin, oxyfluorfen, oxadiazon, sulfentrazone, pyraclonil, pentoxazone, butafenacil, fluoroglycofen, triflumimoxazin, metrizazin, and mefenacet;
(7) PSII inhibitors: metribuzin, amicarbazone, chlortoluron, isoproturon, atrazine, terbuthylazine, propanil, bentazone, bromoxynil octanoate, prometryn, terbutryn, pyridate, diuron, bromacil, lenacil, terbutryn, desmedifen, phenmedipham, bromoxynil, ioxynil;
(8) microtubule assembly inhibitors: butralin, pendimethalin, trifluralin, dithiopyr and diacyl-chlor;
(9) VLCFA inhibitors: butachlor, pretilachlor, mefenacet, anilofos, flufenacet, pyroxasulfone, metolachlor, acetochlor, mepiquat chloride;
(10) lipid synthesis (non-acetyl-coa carboxylase) inhibitors: prosulfocarb, molinate, prosulfocarb;
(11) synthesis of hormones: fluroxypyr, 2-methyl-4-chlorophenoxyacetic acid, 2, 4-dichlorophenoxyacetic acid, dicamba, fluroxypyr, quinclorac, fluroxypyr-meptyl, fluroxypyr, triclopyr, clopyralid, picloram, aminopyralid, chloroquinate, benazolin;
(12) EPSPS inhibitors: glyphosate;
(13) a GS inhibitor: glufosinate-ammonium, refined glufosinate-ammonium;
(14) PSI inhibitors: paraquat and diquat;
(15) cellulose synthesis inhibitors: triazinyl flufenacet, indexazine flufenacet;
(16) other herbicides: cinmethylin and oxaziclomefone.
2. A herbicidal composition containing pyrimidine benzyl carboxylate compounds as claimed in claim 1, wherein the weight ratio of A, B in the herbicidal composition is 1: 500-200: 1 and 1: 400-150: 1; preferably 1: 300-100: 1 and 1: 200-80: 1; more preferably 1:150 to 50:1 and 1:120 to 30: 1; further preferably 1: 100-20: 1 and 1: 80-15: 1; further preferred are 1:50 to 10:1, 1:30 to 5:1, 1:10 to 4:1 and 1:5 to 1: 1.
3. A herbicidal composition according to claim 1 or 2, comprising benzyl pyrimidinecarboxylate compounds, wherein the mass percentage of a and B in the herbicidal composition is 1-95%, preferably 10-80% of the total.
4. A herbicidal composition comprising benzyl pyrimidinecarboxylate compounds according to any of claims 1 to 3, wherein conventional adjuvants are also included in the herbicidal composition.
5. A herbicidal composition comprising benzyl pyrimidinecarboxylate compounds according to claim 4, wherein the conventional adjuvant comprises a carrier or a surfactant.
6. A herbicidal composition comprising benzyl pyrimidinecarboxylate compounds according to any of claims 1 to 5, characterized in that the herbicidal composition further comprises at least one safener.
7. A herbicidal composition according to claim 6, wherein the safener is selected from one or more of isoxadifen, cyprosulfamide, mefenpyr, cloquintocet-mexyl, gibberellic acid, furilazole and mecamifen.
8. A weeding composition containing benzyl pyrimidinecarboxylate compounds according to any one of claims 1 to 7, wherein the weeding composition is formulated as dispersible oil suspension, aqueous suspension, suspoemulsion, wettable powder, emulsifiable concentrate, water dispersible granule, aqueous emulsion or microemulsion.
9. Use of the herbicidal composition comprising a benzyl pyrimidinecarboxylate compound according to any one of claims 1 to 8 for controlling weeds.
10. A method for controlling undesired plant growth, which comprises applying the herbicidal composition comprising a benzyl pyrimidinecarboxylate compound according to any one of claims 1 to 8 to a plant, a plant part, a plant seed or an area where a plant is grown.
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