WO2021017817A1 - 一种包含r型吡啶氧基羧酸衍生物的除草组合物及其应用 - Google Patents

一种包含r型吡啶氧基羧酸衍生物的除草组合物及其应用 Download PDF

Info

Publication number
WO2021017817A1
WO2021017817A1 PCT/CN2020/101901 CN2020101901W WO2021017817A1 WO 2021017817 A1 WO2021017817 A1 WO 2021017817A1 CN 2020101901 W CN2020101901 W CN 2020101901W WO 2021017817 A1 WO2021017817 A1 WO 2021017817A1
Authority
WO
WIPO (PCT)
Prior art keywords
salt
alkyl
polyoxyethylene ether
evaluation
methyl
Prior art date
Application number
PCT/CN2020/101901
Other languages
English (en)
French (fr)
Inventor
彭学岗
赵德
崔琦
金涛
张景远
刘娜
Original Assignee
青岛清原化合物有限公司
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 claimed from CN202010228765.6A external-priority patent/CN112438265A/zh
Priority claimed from CN202010228317.6A external-priority patent/CN112273395A/zh
Priority claimed from CN202010406451.0A external-priority patent/CN113661995B/zh
Priority to BR112022001311A priority Critical patent/BR112022001311A2/pt
Priority to AU2020322972A priority patent/AU2020322972B2/en
Priority to EP20846511.2A priority patent/EP4005384A4/en
Application filed by 青岛清原化合物有限公司 filed Critical 青岛清原化合物有限公司
Priority to MX2022000846A priority patent/MX2022000846A/es
Priority to JP2022504220A priority patent/JP7494285B2/ja
Priority to CA3147473A priority patent/CA3147473A1/en
Priority to PE2022000089A priority patent/PE20220703A1/es
Priority to US17/627,221 priority patent/US20220264878A1/en
Publication of WO2021017817A1 publication Critical patent/WO2021017817A1/zh
Priority to CONC2022/0000361A priority patent/CO2022000361A2/es
Priority to ZA2022/00908A priority patent/ZA202200908B/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/32Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/16Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
    • A01N33/18Nitro compounds
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N35/00Biocides, 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
    • A01N35/06Biocides, 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 containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/18Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/18Biocides, 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
    • A01N37/22Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/34Nitriles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/36Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/501,3-Diazoles; Hydrogenated 1,3-diazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/561,2-Diazoles; Hydrogenated 1,2-diazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/601,4-Diazines; Hydrogenated 1,4-diazines
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/661,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • A01N43/681,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
    • A01N43/70Diamino—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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/80Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/82Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/84Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/88Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01PBIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00Herbicides; Algicides

Definitions

  • the invention belongs to the field of pesticides, and specifically relates to a herbicidal composition containing R-type pyridyloxy carboxylic acid derivatives and applications thereof.
  • Chemical weed control is the most economical and effective method for the control of weeds in farmland.
  • long-term continuous high-dose use of chemical herbicides of a single species or single mode of action is likely to cause problems such as weed resistance and resistance evolution.
  • Reasonable compounding or mixing of herbicide compounds has the advantages of expanding the weed spectrum, improving the control effect, delaying the occurrence and development of weed resistance and resistance, and is one of the most effective methods to solve the above problems. Therefore, there is still a need to develop herbicidal composition varieties with high safety, broad herbicidal spectrum, synergistic effects and solving the problem of resistant weeds in production.
  • the present invention provides a herbicidal composition containing an R-type pyridyloxy carboxylic acid derivative and its application.
  • the composition can effectively control various weed problems such as grasses or broadleaf species, and has the characteristics of expanding the weed-killing spectrum, reducing the application amount, being able to produce synergistic effects and solving resistant weeds.
  • the active ingredient A is selected from one or more of the R-type pyridyloxy carboxylic acid and its salt and ester derivatives as shown in formula I:
  • R 1 and R 2 each independently represent halogen, C1-C6 alkyl, halogenated C1-C6 alkyl, and C3-C6 cycloalkyl;
  • R 3 represents hydrogen, halogen, C1-C6 alkyl, halogenated C1-C6 alkyl
  • Q represents C1-C6 alkyl, halogenated C1-C6 alkyl, C3-C6 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, halogen, cyano, amino, nitro, formyl, C1- C6 alkoxy, C1-C6 alkylthio, C1-C6 alkoxycarbonyl, hydroxy C1-C6 alkyl, C1-C6 alkoxy C1-C6 alkyl, cyano C1-C6 alkyl, C1-C6 alkane Amino C1-C6 alkyl group, and at least one unsubstituted or selected from C1-C6 alkyl group, cyano group, halogenated C1-C6 alkyl group, C1-C6 alkylamino group, halogen, and C1-C6 alkoxy group Phenyl, benzyl, naphthyl, furyl, thi
  • Y represents amino, C1-C6 alkylamino, C1-C6 alkylcarbonylamino, and unsubstituted or selected from C1-C6 alkyl, halogen, cyano, C1-C6 alkylamino, C1-C6 alkoxy And a phenylcarbonylamino, benzylamino or furylmethyleneamino group substituted by at least one of the halogenated C1-C6 alkyl groups;
  • the salt is metal salt, ammonium salt NH 4 + , primary amine salt R”NH 2 , secondary amine salt (R”) 2 NH, tertiary amine salt (R”) 3 N, quaternary amine salt (R”) 4 N + , polyamine salt, morpholine salt, N-methylmorpholine salt, piperidine salt, pyridine salt, aminopropyl morpholine salt, Jeffamine D-230 salt, 2,4,6-tris(dimethyl Aminomethyl) phenol and sodium hydroxide salt, C1-C16 alkyl sulfonium salt (preferably C1-C6 alkyl sulfonium salt), C1-C16 alkyl sulfonium oxide salt (preferably C1-C6 alkyl sulfonium oxide salt), C1-C16 alkyl phosphonium salt (preferably C1-C6 alkyl phosphonium salt) or C1-C16 alkanol phosphonium salt (preferably C1-C6
  • R" each independently represents a C1-C16 alkyl group, and is selected from one or more groups selected from halogen, hydroxy, C1-C6 alkoxy, C1-C6 alkylthio, and hydroxy C1-C6 alkoxy.
  • Substituted C1-C16 alkyl preferably C1-C6 alkyl
  • C2-C12 alkenyl preferably C2-C6 alkenyl
  • C2-C12 alkynyl preferably C2-C6 alkynyl
  • C3-C12 cycloalkane Group unsubstituted or substituted by C1-C6 alkyl phenyl or benzyl
  • C1-C6 alkyl phenyl or benzyl preferably C1-C6 alkyl group, and is selected from one or more groups selected from halogen, hydroxy, C1-C6 alkoxy, C1-C6 alkylthio, and hydroxy C1-C6 alkoxy.
  • X represents O or S
  • M represents C1-C18 alkyl, halo C1-C8 alkyl, unsubstituted or substituted C3-C6 cycloalkyl with C1-C6 alkyl, C2-C6 alkenyl, halo C2-C6 alkenyl, C2- C6 alkynyl, C1-C6 alkoxy, C1-C6 alkoxycarbonyl, C1-C6 alkylsulfonyl, cyano C1-C6 alkyl, nitro C1-C6 alkyl, C1-C6 alkoxy C1- C6 alkyl, -(C1-C6 alkyl)-Z, And unsubstituted or substituted with at least one group selected from C1-C6 alkyl, halogenated C1-C6 alkyl, cyano, C1-C6 alkylamino, halogen, and C1-C6 alkoxy , Tetrahydrofuryl, pyri
  • Z stands for And unsubstituted or substituted with at least one group selected from C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylamino, halogenated C1-C6 alkyl, cyano and halogen Phenyl, tetrahydrofuranyl, pyridyl, pyrazolyl, thienyl, furanyl or naphthyl;
  • R 4 , R 5 , and R 6 each independently represent hydrogen, C1-C6 alkyl, C1-C6 alkoxycarbonyl, and unsubstituted or selected from C1-C6 alkyl, C1-C6 alkoxy, C1- Phenyl substituted by at least one of C6 alkylamino, halogenated C1-C6 alkyl, cyano and halogen;
  • R 7 represents C1-C6 alkyl, C2-C6 alkenyl,
  • the active ingredient B is selected from one or more of the following compounds and their acids/salts/esters:
  • ALS inhibitors Penoxsulam (CAS No.: 219714-96-2), Bispyrifen (CAS No. 125401-92-5), Pyrimsulfuron (CAS No. 93697-74-6) ), Nicosulfuron (CAS Number: 111991-09-4), Diflufenazone (CAS Number: 145701-23-1), Susulfuron-methyl (CAS Number: 122931-48-0), Imazethapyr Tobacco (CAS Number: 81335-77-5), Imazethapyr (CAS Number: 104098-48-8), Imazethapyr (CAS Number: 114311-32-9), Metsulfuron (CAS No.: 74222-97-2), Chlorfentrazone (CAS No.: 147150-35-4);
  • ACCase inhibitors cyhalofop-butyl (CAS number: 122008-85-9), clodinafop-propargyl (CAS number: 105512-06-9), pinoxaden (CAS number: 243973-20-8) , Clethodim (CAS number: 99129-21-2), enoxydim (CAS number: 74051-80-2), quizalofop (CAS number: 100646-51-3), diflufena-ethyl (CAS number: 79241-46-6), high-efficiency fluroxypyr (CAS number: 72619-32-0);
  • PSII inhibitors atrazine (CAS number: 1912-24-9), isoproteron (CAS number: 34123-59-6), chlorotoluron (CAS number: 15545-48-9), enemy Caolong (CAS Number: 330-54-1), Benzoxone (CAS Number: 25057-89-0), Bromoxynil (CAS Number: 1689-84-5), Dibaran (CAS Number: 709-98) -8);
  • HPPD inhibitors ciclofenone (CAS number: 1855929-45-1), fentrazone (CAS number: 1622908-18-2), flufenone (CAS number: 1992017-55) -6), mesotrione (CAS number: 1911613-97-2), fursotrione (CAS number: 473278-76-1), mesotrione (CAS number: 104206-82-8), Cyclosulfone (CAS number: 335104-84-2), oxaflutole (CAS number: 210631-68-8), isoxaflutole (CAS number: 141112-29-0), bicyclazone ( CAS number: 156963-66-5);
  • PDS inhibitors diflufenican (CAS number: 83164-33-4), flurochloridone (CAS number: 61213-25-0);
  • DOXP inhibitor clomazone (CAS number: 81777-89-1);
  • PPO inhibitors carfentrazone (CAS number: 128621-72-7), fomesafen (CAS number: 72178-02-0), acifluorfen (CAS number: 77501-60-1) ), oxyfluorfen (CAS number: 42874-03-3), lactofen (CAS number: 77501-63-4), acifluorfen (CAS number: 50594-66-6), Flumetsulam (CAS Number: 103361-09-7), Sulfentrazone (CAS Number: 122836-35-5), Safentrazone (CAS Number: 372137-35-4), Oxachlor (CAS Number: 19666-30-9), Oxachlor (CAS Number: 39807-15-3).
  • Synthetic hormone inhibitors triclopyr (triclopyr, CAS number: 55335-06-3), 2-methyl-4-chloro (MCPA, CAS number: 94-74-6), dicamba (dicamba, CAS No. 1918-00-9), Aminopyralid (picloram, CAS No.: 1918-02-1), Aminopyralid (Aminopyralid, CAS No.
  • EPSPS inhibitor Glyphosate (Glyphosate, CAS number: 1071-83-6);
  • GS inhibitor Glufosinate ammonium (CAS number: 77182-82-2);
  • PSI inhibitors Diquat (Diquat Dibromide monohydrate, CAS number: 6385-62-2), Paraquat (Paraquat dichloride, CAS number: 1910-42-5).
  • R 1 and R 2 each independently represent fluorine, chlorine, bromine, iodine, methyl, ethyl, propyl, isopropyl, trifluoromethyl, and cyclopropyl;
  • R 3 represents hydrogen, fluorine, chlorine, bromine, iodine, methyl, trifluoromethyl
  • Q represents methyl, ethyl, propyl, isopropyl, cyclopropyl, vinyl, ethynyl, fluorine, chlorine, bromine, cyano, amino, nitro, formyl, methoxy, methylthio, Methoxycarbonyl, monochloromethyl, monofluoromethyl, difluoromethyl, trifluoromethyl, 2-chloroethyl, 2,2,2-trifluoroethyl, hydroxymethyl, Benzyl, naphthyl Furanyl Pyridyl Pyrimidinyl And unsubstituted or substituted thiazolyl Thienyl unsubstituted or substituted by fluorine Unsubstituted or substituted by methyl or fluorine Unsubstituted or substituted by at least one of methyl, trifluoromethyl, chloro and methoxy;
  • the salt is alkali metal (such as sodium, lithium, potassium, cesium and rubidium) salt, alkaline earth metal (such as calcium, magnesium, barium and strontium) salt, and antimony, bismuth, cadmium, cerium, chromium, cobalt, scandium, titanium , Manganese, copper, iron, silver, gold, zinc, aluminum and other metal salts, amine salts such as ammonium salt, tetramethylammonium salt, tetraethylammonium salt, tetrapropylammonium salt, tetrabutylammonium salt, N -Cetyltrimethylamine salt, N-benzyltrimethylammonium salt, benzyltriethylammonium salt, choline salt, monomethylamine salt, dimethylamine salt, trimethylamine salt, monoethylamine Salt, diethylamine salt, triethylamine salt, n-propylamine salt, dipropylamine salt,
  • X in said I-1 represents O or S
  • M represents methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, ten Monoalkyl, dodecyl, octadecyl, trifluoromethyl, pentafluoroethyl, 3-chlorobutyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2, 2-Difluoroethyl, 2,2,2-trifluoroethyl, 4,4,4-trifluorobutyl, 2,2,3,3,3-pentafluoropropyl, cyclopropyl, cyclobutyl Group, cyclopentyl, cyclohexyl, allyl, 2-propynyl, meth
  • R' represents hydrogen, methyl, ethyl, difluoromethyl.
  • the active ingredient A is selected from one or more of the following compounds:
  • the preparation method of the active ingredient A includes the following steps:
  • W represents hydrogen or alkali metal, preferably K, Na;
  • Hal represents halogen, preferably Br, Cl;
  • the reaction is carried out in the presence of a catalyst and a solvent, preferably, the catalyst is TBAB, and the solvent is DCM, One or more combinations of DCE, ACN, THF, DMF.
  • the solvent is selected from one or more combinations of methanol, ethanol, and isopropanol.
  • the reaction is carried out in the presence of a dehydrating agent and a solvent.
  • the dehydrating agent is DCC
  • the solvent is selected from dichloromethane, dichloroethane, acetonitrile, and N,N-dimethylformamide. , N,N-dimethylacetamide, dimethylsulfoxide, tetrahydrofuran, toluene, xylene, one or more combinations.
  • the halide is preferably chlorinated or brominated; the reaction is carried out in the presence of a base and a solvent, and the base is selected from sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium bicarbonate and cesium carbonate One or more than two; the solvent is selected from one of THF, 1,4-dioxane, toluene, 1,2-dichloroethane, ethyl acetate, acetonitrile, DMF, acetone, dichloromethane and chloroform One or more combinations; a catalyst can also be added during the reaction process, preferably DMAP.
  • a base is selected from sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium bicarbonate and cesium carbonate
  • the solvent is selected from one of THF, 1,4-dioxane, toluene, 1,2-dichloroethane, ethyl acetate, acetonitrile, DMF,
  • the salt is a pesticide acceptable salt, and preferably is formed by the reaction of the R-type pyridyloxy carboxylic acid compound of the present invention with a chemically acceptable basic compound.
  • the above-mentioned pharmaceutically acceptable salts are easy to separate and can be purified by conventional separation methods, such as solvent extraction, dilution, recrystallization, column chromatography, and preparative thin layer chromatography.
  • the weight ratio of A and B is 1:100-100:1 or 1:50-50:1; preferably 1:30-30:1 or 1:20-20:1; more preferably 1:10- 10:1 or 1:8 to 8:1; more preferably 1:5 to 5:1 or 1:1 to 2:1 or 1:1 to 1:2.
  • the mass percentage of A and B in the herbicidal composition accounts for 1-95%, preferably 10-80% of the total.
  • the herbicidal composition also includes conventional adjuvants, and the conventional adjuvants include carriers and/or surfactants.
  • carrier refers to an organic or inorganic, natural or synthetic substance. They facilitate the application of the active ingredient.
  • the carrier is generally inert and must be agriculturally acceptable, especially acceptable to the treated plants.
  • the carrier can be solid, such as clay, natural or synthetic silicate, silica, resin, wax, solid fertilizer, etc.; or liquid, such as water, alcohols, ketones, petroleum fractions, aromatic or wax hydrocarbons, chlorine Hydrocarbon, liquefied gas, etc.
  • the surface active agent may include an emulsifier, dispersant or wetting agent, and it may be ionic or non-ionic. Examples that may be mentioned are the salts of polyacrylic acid, lignosulfonate, phenolsulfonic acid or naphthalenesulfonic acid, ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols (in particular Alkylphenol or arylphenol) polymers, sulfosuccinates, taurine derivatives (especially taurine alkane esters) and alcohol phosphate esters or polyhydroxyethylated phenol phosphate esters, Alkyl sulfonates, alkyl aryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated cetyl, heptadecyl and stearyl alcohols and sulf
  • composition may also contain various other components, such as protective colloids, adhesives, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants and polymers.
  • composition of the present invention can be mixed with the following active substances, such as "Encyclopedia of World Pesticide New Variety Technologies", China Agricultural Science and Technology Press, 2010.9 and known substances in the literature cited here.
  • the herbicide active substances mentioned below (Remarks: the name of the compound, or the common name according to the International Organization for Standardization (ISO), or the chemical name, and the code when appropriate): acetochlor, butachlor, Alachlor, Propolachlor, Metolachlor, Refined Metolachlor, Pretilachlor, Tetrachlor, Metrachlor, Napropionate, R-Levonapropion, Propanochlor , Mefenacet, difenacet, diflufenican, chlorfenazone, flufenacet, bromobutyramide, dimethenamid, dimethenamid, ethoxylate Anichlor, flufenacet, metolachlor, metazachlor, clomazone
  • the herbicidal composition further includes at least one safener selected from:
  • Dichlorophenylpyrazoline-3-carboxylic acid (S1) compounds the preferred compound is, for example, 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl 2-pyrazoline-3-carboxylic acid ethyl ester (S1-1, mefenpyr-diethyl, PM, pages 594-595), and are described in, for example, WO91/07874 and PM (the 594-595 pages) related compounds.
  • Dichlorophenylpyrazole carboxylic acid derivatives preferred compounds are, for example, 1-(2,4-dichlorophenyl)-5-methylpyrazole-3-carboxylic acid ethyl ester (S1-2), 1-(2,4-Dichlorophenyl)-5-isopropylpyrazole-3-carboxylic acid ethyl ester (S1-3), 1-(2,4-Dichlorophenyl)-5-(1 ,1-Dimethyl-ethyl)pyrazole-3-carboxylic acid ethyl ester (S1-4), 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylic acid ethyl Esters (S1-5), and related compounds described in EP-A-333131 and EP-A-269806.
  • Triazole carboxylic acid (S1) compounds the preferred compound is, for example, fenchlorazole, namely 1-(2,4-dichlorophenyl)-5-trichloromethyl-(1H)-1 , 2,4-Triazole-3-carboxylic acid ethyl ester (S1-6) and related compounds (see EP-A-174562 and EP-A-346620).
  • 5-benzyl- or 5-phenyl-2-isoxazoline-3-carboxylic acid or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid compound preferably
  • the compound is, for example, 5-(2,4-dichlorobenzyl)-2-isoxazoline-3-carboxylic acid ethyl ester (S1-7) or 5-phenyl-2-isoxazoline-3-carboxylic acid Ethyl acid (S1-8) and related compounds described in WO91/08202, or 5,5-diphenyl-2-isoxazoline described in patent application (WO-A-95/07897) Ethyl 3-carboxylate (S1-9, isoxadifen-ethyl) or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid n-propyl ester (S1-10) Or 5-(4-fluorophenyl)-5-phenyl-2-isoxazoline
  • S2 8-quinolinoxyacetic acid (S2) compounds, preferably 1-methylhex-1-yl (5-chloro-8-quinolinoxy) acetate (S2-1, cloquintocet- mexyl), such as PM (pages 195-196), (1,3-dimethylbut-1-yl)(5-chloro-8-quinolinoxy)acetate (S2-2), 4- Allyloxybutyl (5-chloro-8-quinolinoxy) acetate (S2-3), 1-allyloxyprop-2-yl (5-chloro-8-quinolinoxy) Yl) acetate (S2-4), (5-chloro-8-quinolinoxy) ethyl acetate (S2-5), (5-chloro-8-quinolinoxy) methyl acetate (S2- 6), (5-chloro-8-quinolinoxy) allyl acetate (S2-7), 2-(2-propylene iminooxy)-1-ethyl (5-chloro-8-
  • 5-Chloro-8-quinolinyloxy)malonic acid compounds are, for example, (5-chloro-8-quinolinyloxy)diethyl malonate, (5-chloro-8 -Quinolinoxy) diallyl malonate, (5-chloro-8-quinolinoxy)-malonate methyl ethyl ester and related compounds described in EP-A-0582198.
  • Phenoxyacetic acid, phenoxypropionic acid or aromatic carboxylic acid active compounds such as 2,4-dichlorophenoxyacetic acid (and ester) (2,4-D), 4-chloro-2- Methylphenoxypropionate (2-methyl-4-chloropropionic acid (mecoprop)), MCPA or 3,6-dichloro-2-methoxybenzoic acid (and ester) (dicamba) .
  • the safener is preferably dibenzoxazole acid (CAS: 163520-33-0), cyprosulfamide (CAS: 221667-31-8), pyrazolone (CAS: 135590-91-9), detox quinine (CAS : 99607-70-2), one or more of gibberellic acid (CAS: 7-06-5), furilazole (CAS: 121776-33-8), and metcamifen (CAS: 129531-12-0).
  • salts also include salts formed by the exchange of cations with hydrogen atoms in the sulfonamide group.
  • 2 methyl 4 chloro derivatives include but are not limited to: 2 methyl 4 chloride sodium salt, potassium salt, dimethyl ammonium salt, isopropylamine salt, etc., and 2 methyl 4 chloro methyl, ethyl, isooctyl ester, ethyl sulfide Esters, etc.
  • 2,4-D derivatives include but are not limited to: 2,4-D salts such as sodium salt, potassium salt, dimethylammonium salt, triethanolammonium salt, isopropylamine salt, choline, etc., and 2,4 -D ester such as methyl ester, ethyl ester, butyl ester, isooctyl ester, etc.
  • the salt of the compound is preferably in the form of the respective alkali metal salt, alkaline earth metal salt or ammonium salt, preferably in the form of the respective alkali metal salt, more preferably in the form of the respective sodium salt or potassium salt, Most preferred is the form of the respective sodium salt.
  • composition of the present invention can be diluted or used directly by the user before use.
  • the formulation can be prepared by the usual processing methods, that is, after mixing the active substance with a liquid solvent or a solid carrier, then adding one or more of surfactants such as dispersing agents, stabilizers, wetting agents, adhesives, defoamers, etc. kind.
  • the specific formulations of the herbicidal composition are dispersible oil suspension, water suspension, suspoemulsion, wettable powder, emulsifiable concentrate, water dispersible granule (dry suspension), water emulsion, microemulsion.
  • the composition of the present invention can be mixed with solid and liquid additives conventionally used in prior art formulations.
  • the amount of effective ingredients used is also different, such as temperature, humidity, and the nature of the herbicide used. It can have a large variation range, for example, between 0.001 and 1.0 kg/ha, or more active substances, but preferably between 0.005 and 750 g/ha, especially between 0.005 and 500 g/ha.
  • composition of the present invention can be applied to the leaves of plants to be treated by spraying, that is, applied to weeds, especially on the surfaces that are infested or easily affected by weeds.
  • the present invention also provides an application of the herbicidal composition for controlling weeds; and a method for controlling the growth of unwanted plants, which includes applying the herbicidal composition to plants, plant parts, and plants.
  • the herbicidal composition is used to selectively control weeds in useful crops, and more preferably, the useful crops are transgenic crops or crops processed by genome editing technology.
  • the compounds of the invention can be used to treat all plants and plant parts.
  • Plant varieties and cultivated lines can be obtained by conventional propagation and breeding methods or by genetic engineering methods.
  • Genetically modified plants are those in which a heterologous gene (transgene) has been stably integrated into the plant's genome.
  • the transgene defined by its specific position in the plant genome is called a transformation event or a transgenic event.
  • the genetically modified plant cultivars that can be treated according to the present invention include those resistant to one or more biotic stresses (pests, such as nematodes, insects, mites, fungi, etc.) or abiotic stresses (drought, low temperature, soil salinization) Etc.), or it contains other desired features. Plants may be genetically modified to exhibit traits, such as herbicide tolerance, insect tolerance, modified oil characteristics, or drought tolerance. Available genetically modified plants containing a single genetic transformation event or a combination of transformation events are listed in Table 1. Additional information about the genetic modifications listed in Table 1 can be obtained from publicly available databases maintained, for example, through the United States Department of Agriculture.
  • T1 to T37 are used for the traits in Table 1. "-" means the entry is not available.
  • the herbicidal composition of the present invention When the herbicidal composition of the present invention is applied, an unexpected synergistic effect is obtained, and the herbicidal activity is more significant than the expected sum of the activities of a single herbicide and the activity of a single herbicide.
  • the synergistic effect is manifested by reduced application rate, wider weed control spectrum, faster and more lasting weeding effect. These characteristics are required in the practice of weed control. In terms of the characteristics described, these new compositions are significantly superior to existing herbicides, achieve reduced usage, and are more environmentally friendly.
  • composition of the present invention is environmentally friendly and is easily degraded in the environment.
  • the herbicidal composition of the present invention has low cost and convenient use, and its popularization and application have huge economic and social benefits.
  • dispersible oil suspension agent processing equipment mixing kettle, colloid mill, sand mill, shearing machine, etc.
  • the above-mentioned dispersible oil suspension agent processing process put all the materials into the mixing kettle, stir and mix, pass through the colloid mill, then enter the three-stage sand mill of the sand mill, and finally shear evenly in the shearing machine. After the test is qualified, transfer To the tank filling.
  • the above-mentioned water suspension agent processing equipment mixing kettle, colloid mill, sand mill, shearing machine, etc.
  • the above-mentioned water suspension agent processing process put all the materials into the mixing kettle, stir and mix, pass through the colloid mill, then enter the three-stage sand mill of the sand mill, and finally cut uniformly in the shearing machine, and transfer to the storage after passing the test. Can filling.
  • suspoemulsion processing equipment mixing kettle, colloid mill, sand mill, shearing machine, etc.
  • the above suspoemulsion processing process put part of the materials and additives into the mixing kettle, stir and mix, pass through the colloid mill, then enter the three-stage sand mill of the sand mill, and transfer to the intermediate tank as the water phase after the sand mill is completed; Put part of the original medicine and cosolvent into the batching kettle, stir and dissolve until it is completely transparent, and stir evenly into the oil phase; finally open the shear in the shearing kettle, slowly drip the oil phase into the water phase, after all the materials are dripped , Continue to cut for 1 hour, after passing the test, transfer to the storage tank for filling.
  • the above-mentioned water emulsion processing equipment vacuum pump, batching kettle, storage tank, shearing kettle.
  • the above aqueous emulsion processing process put the original medicine and solvent into the batching kettle, stir to dissolve until completely transparent, then add the emulsifier, stir evenly into the oil phase, then pump the glycol, defoamer and deionized water into the shear In the kettle, finally, under the shearing state, the oil phase is slowly drawn into the shearing kettle. After all the materials are drawn in, continue to shear for 1 hour. After passing the test, transfer to the storage tank for filling.
  • microemulsion processing equipment vacuum pump, batching kettle, storage tank.
  • microemulsion processing process put the original drug and solvent into the batching kettle, stir to dissolve until completely transparent, then add the emulsifier, stir evenly, finally add deionized water, stir until the solution is completely transparent, and transfer to the storage tank after the test is qualified Filling.
  • the above-mentioned EC processing equipment vacuum pump, batching kettle, storage tank.
  • the above-mentioned emulsifiable concentrate processing process put the original medicine and solvent into the batching kettle, stir and dissolve until completely transparent, then add the emulsifier, stir evenly until the solution is completely transparent, and transfer to the storage tank for filling after passing the test.
  • liquid processing equipment vacuum pump, batching kettle, storage tank.
  • Table 151-206 Crabgrass, Amaranthus variegata, Shepherd's purse, Gooseweed were collected from Huangdao, Shandong Province, wild rape was collected from Si County, Anhui, Japan Mai Niang was collected from Tianchang, Anhui, and Granny was from Siyang, Jiangsu .
  • the above-mentioned weeds are cultivated by pot culture. They are placed in an enamel dish in a 180 ⁇ 140mm plastic nutrient bowl. The top soil (4/5) collected from the farmland is air-dried and sieved. The soil moisture is initially controlled at 20%. Weed seeds with full and uniform grains are soaked in warm water at 25°C for 6 hours, and germinated in a biochemical incubator (dark) at 28°C. Weed seeds that have just been exposed to white are evenly placed on the soil surface, and then covered with 0.5 soil according to the size of the seed. -1cm.
  • 3WP-2000 walking spray tower Nanjing Agricultural Machinery Research Institute, Ministry of Agriculture. GA10 1/10000 electronic balance (Germany); ZDR2000 intelligent data recorder (Hangzhou Zeda Instrument Co., Ltd.); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument Factory).
  • the required active ingredient A comes from the patent CN201911321469.4.
  • the preparation examples of representative compounds are as follows. The synthesis methods of other compounds are similar, so the details are not repeated.
  • the required active ingredients B, cicloflurzone, carfentrazone, flufentrazone, and trifentrazone are produced by the company, and the others are purchased by the reagent company.
  • the original medicines all use acetone as the solvent, diluted with 0.1% emulsifier Tween-80 aqueous solution, and are now diluted.
  • the action characteristics and toxicity of the two drugs should be measured, and the main purpose of the formulation should also be considered.
  • the single and mixed dosages of A and B active ingredients are shown in the table respectively. Use water without chemicals and with the same solvent and emulsifier as a blank control.
  • Table 1-48, 51-98, 101-148, 151-206 Each treatment was repeated 4 times, 3 pots per treatment each time, 20 weed seeds were sown in each pot, 60 plants in total per treatment.
  • Table 207-216 Each treatment was repeated 4 times, 10 pots per treatment each time, 10 weed seeds per pot were sown, and 3 seedlings per pot were sown.
  • Table 1-48, 51-98, 101-148 Test shared medicine once. At the 3 ⁇ 4 leaf stage of the weeds, thin the seedlings, keep 15 weeds in each pot, keep 45 weeds per treatment, and then continue to cultivate until 5-6 leaves of gramineous weeds and 6-7 leaves of broadleaf weeds for treatment .
  • Table 151-206 Test shared medicine once. At the 3 ⁇ 4 leaf stage of the weeds, thin the seedlings, keep 15 weeds per pot, keep 45 plants per treatment, and then continue to cultivate until 4 ⁇ 5 leaves of gramineous weeds and 5 ⁇ 6 leaves of broadleaf weeds .
  • Table 207-216 Test shared medicine once. At the 6-8 leaf stage of the weeds, thin the seedlings, maintain 3 weeds in each pot, reserve 30 plants for each treatment, and then continue to cultivate until the height of the small scabies is 10 cm for treatment.
  • the whole seedling of the surviving weed was cut along the soil surface with a blade, and the fresh weight of the weed was weighed with an analytical balance. For weeds that have died, the fresh weight is zero.
  • E-E0 value greater than 10% is synergistic, less than -10% is antagonistic, and between -10% and 10% is additive. And according to the actual control effect, herbicide characteristics, formula balance and other factors to determine the best ratio.
  • X is the fresh weight inhibition rate when the amount of active ingredient A is P
  • Y is the fresh weight inhibition rate when the amount of active ingredient B is Q.
  • the test soil is quantitatively filled to 3/4 of the pot, and then watered from the bottom of the pot to make the soil completely wet to a saturated state. Spread the pretreated weed seeds evenly and quantitatively on the surface, cover 0.5-2cm of soil according to the seed size, and reserve 24 hours after sowing.
  • GA10 one-tenth electronic balance (Germany); ZDR2000 intelligent data recorder (Hangzhou Zeda Instrument Co., Ltd.); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument Factory), pipettes, etc.
  • Table 17 The actual control effect and joint effect evaluation of A2 mixed quizalofop-p-ethyl on barnyardgrass
  • Table 110 The actual control effect and joint effect evaluation of A4 mixed with metsulfuron on paddy field barnyardgrass
  • Table 128 The actual control effect and combined effect evaluation of A3 blended fentrazone on wild rape
  • Table 130 The actual control effect and joint effect evaluation of A4 mixed triazuron on paddy field barnyardgrass
  • Table 135 The actual control effect and combined effect evaluation of A4 mixed isoxaflutole on paddy field barnyardgrass
  • A+B dose A:B A corresponding dose of single-use prevention B corresponds to a single dose A+B prevention effect E0(%) E-E0 (%)
  • the herbicidal composition prepared in Examples 1-150 was used to conduct field weed effect tests.
  • Stem and leaf treatment When the weeds are in the 3-5 leaf stage, use a manual sprayer with a water volume of 30 kg/667m 2 and use stem and leaf spray treatment.
  • test agents and dosages are shown in Table 217.
  • the plot area is 50 square meters and each treatment is repeated 4 times. See Table 217 for the investigation of control effect 45 days after application.
  • Test crops including glyphosate, 2,4-D resistance traits: Corn SmartStax TM Pro x Enlist TM (Event Name MON87427 x MON89034 x TC1507 x MON87411 x 59122 x DAS40278), soybean Conkesta Enlist E3 TM (Event Name DAS81419 x DAS44406).
  • Stem and leaf treatment leaf age weeds 3-5 leaf stage, corn 3-5 leaf 1-heart stage, soybean second to third three-leaf stage.
  • Weed fresh weight control effect (%) (blank control weed fresh weight-chemical treatment weed fresh weight) / blank control weed fresh weight ⁇ 100
  • the present invention unexpectedly discovered that the composition is used for the prevention and control of Amaranthus edulis, Amaranthus variabilis, Amaranthus amaranthus, Solanum vulgaris, Channa intestines, Pork scorpion, Field convolvulus, Small scabies, Shepherd's purse, Abutilon, Persian mother-in-law, Arabian mother-in-law, cow chickweed, chickweed, wild rape, clove polygonum, Moshangcai, cocory, sorrel, cockles, cocklebur, artemisia sowing, quinoa, duck Broadleaf weeds such as dayflower, morning glory and other broad-leaved weeds, Mai Niang, Japanese Mai Niang, Chrysanthemum sinensis, Barnyardgrass, Barnyardgrass, Paddy barnyardgrass, Echinochloa crusgalli, Bristlegrass, Green Setaria, Golden Setaria, Horse Gramineous weeds such
  • This synergistic effect is low.
  • the performance is more significant under the dosage, can reduce the dosage, reduce the pollution to the environment, and the reasonable compounding reduces the agricultural cost, is highly effective against ALS, ACCase inhibitor resistant weeds, and has a good application prospect.
  • it has been tested in wheat fields, corn fields, rice fields, peanuts, sugarcane, sorghum, millet, potatoes, rape, soybeans, cotton, vegetables, bluegrass, tall fescue, Zoysia grass and other fields, showing good selectivity and Excellent synergistic effect, can be developed into a herbicide mixture with broad market value.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Chemical & Material Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Catching Or Destruction (AREA)

Abstract

本发明属于农药领域,具体涉及一种包含R型吡啶氧基羧酸衍生物的除草组合物及其应用。所述组合物包括除草有效量的活性成分A和活性成分B,其中,活性成分A选自如式Ⅰ所示的R型吡啶氧基羧酸及其盐、酯衍生物中的一种或多种: (I) 其中,R1、R2分别独立地代表卤素、C1-C6烷基、卤代C1-C6烷基、C3-C6环烷基;R3代表氢、卤素、C1-C6烷基、卤代C1-C6烷基;Q代表C1-C6烷基等;Y代表氨基等;活性成分B选自以下化合物及其酸/盐/酯中的一种或多种:ALS抑制剂、ACCase抑制剂、PSII抑制剂、HPPD抑制剂、PDS抑制剂、DOXP抑制剂、PPO抑制剂、合成激素类抑制剂、EPSPS抑制剂、GS抑制剂、PSI抑制剂。该组合物能有效防除各种杂草问题,具有扩大杀草谱、减少施用量、能够产生增效作用并解决抗性杂草等特点。

Description

一种包含R型吡啶氧基羧酸衍生物的除草组合物及其应用 技术领域
本发明属于农药领域,具体涉及一种包含R型吡啶氧基羧酸衍生物的除草组合物及其应用。
背景技术
化学除草是农田杂草防除中最为经济、有效的手段,但长期连续高剂量地使用单一品种或单一作用方式的化学除草剂,容易造成杂草耐药和抗性演化等问题。除草剂化合物的合理复配或混配具有扩大杂草谱、提高防除效果、延缓杂草耐药性和抗药性的发生与发展等优点,是解决上述问题的最为有效的方法之一。因此生产上仍需开发安全性高、杀草谱广、能够产生增效作用并解决抗性杂草问题的除草组合物品种。
发明内容
为解决现有技术中存在的上述问题,本发明提供一种包含R型吡啶氧基羧酸衍生物的除草组合物及其应用。该组合物能有效防除禾本科或阔叶类等各种杂草问题,具有扩大杀草谱、减少施用量、能够产生增效作用并解决抗性杂草等特点。
一种包含R型吡啶氧基羧酸衍生物的除草组合物,包括除草有效量的活性成分A和活性成分B,其中,
活性成分A选自如式Ⅰ所示的R型吡啶氧基羧酸及其盐、酯衍生物中的一种或多种:
Figure PCTCN2020101901-appb-000001
其中,R 1、R 2分别独立地代表卤素、C1-C6烷基、卤代C1-C6烷基、C3-C6环烷基;
R 3代表氢、卤素、C1-C6烷基、卤代C1-C6烷基;
Q代表C1-C6烷基,卤代C1-C6烷基,C3-C6环烷基,C2-C6烯基,C2-C6炔基,卤素,氰基,氨基,硝基,甲酰基,C1-C6烷氧基,C1-C6烷硫基,C1-C6烷氧羰基,羟基C1-C6烷基,C1-C6烷氧基C1-C6烷基,氰基C1-C6烷基,C1-C6烷氨基C1-C6烷基,以及未取代或被选自C1-C6烷基、氰基、卤代C1-C6烷基、C1-C6烷基氨基、卤素和C1-C6烷氧基中的至少一个基团所取代的苯基、苄基、萘基、呋喃基、噻吩基、噻唑基、吡唑基、吡啶基或嘧啶基;
Y代表氨基,C1-C6烷基氨基,C1-C6烷基羰基氨基,以及未取代或被选自C1-C6烷基、卤素、氰基、C1-C6烷基氨基、C1-C6烷氧基和卤代C1-C6烷基中的至少一个基团所取代的苯基羰基氨基、苄基氨基或呋喃基亚甲基氨基;
所述盐为金属盐、铵盐NH 4 +、伯胺盐R”NH 2、仲胺盐(R”) 2NH、叔胺盐(R”) 3N、季胺盐(R”) 4N +、多元胺盐、吗啉盐、N-甲基吗啉盐、哌啶盐、吡啶盐、氨基丙基吗啉盐、Jeff胺D-230盐、2,4,6-三(二甲基氨基甲基)苯酚和氢氧化钠的盐、C1-C16烷基锍盐(优选C1-C6烷基锍盐)、C1-C16烷基氧化锍盐(优选C1-C6烷基氧化锍盐)、C1-C16烷基鏻盐(优选C1-C6烷基鏻盐)或C1-C16烷醇鏻盐(优选C1-C6烷醇鏻盐);
其中,R”分别独立地代表C1-C16烷基,被选自卤素、羟基、C1-C6烷氧基、C1-C6烷硫基、羟基C1-C6烷氧基中的一个或多个基团所取代的C1-C16烷基(优选C1-C6烷基),C2-C12烯基(优选C2-C6烯基),C2-C12炔基(优选C2-C6炔基),C3-C12环烷基,未取代或被C1-C6烷基取代的苯基或苄基;
所述酯为
Figure PCTCN2020101901-appb-000002
其中,X代表O或S;
M代表C1-C18烷基,卤代C1-C8烷基,未取代或被C1-C6烷基取代的C3-C6环烷基,C2-C6烯基,卤代C2-C6烯基,C2-C6炔基,C1-C6烷氧基,C1-C6烷氧羰基,C1-C6烷基磺酰基,氰基C1-C6烷基,硝基C1-C6烷基,C1-C6烷氧基C1-C6烷基,-(C1-C6烷基)-Z,
Figure PCTCN2020101901-appb-000003
以及未取代或被选自C1-C6烷基、卤代C1-C6烷基、氰基、C1-C6烷基氨基、卤素和C1-C6烷氧基中的至少一个基团所取代的苯基、
Figure PCTCN2020101901-appb-000004
四氢呋喃基、吡啶基、萘基、呋喃基、噻吩基、吡咯基、吡唑基或咪唑基;
Z代表
Figure PCTCN2020101901-appb-000005
以及未取代或被选自C1-C6烷基、C1-C6烷氧基、C1-C6烷基氨基、卤代C1-C6烷基、氰基和卤素中的至少一个基团所取代的
Figure PCTCN2020101901-appb-000006
苯基、四氢呋喃基、吡啶基、吡唑基、噻吩基、呋喃基或萘基;
R 4、R 5、R 6分别独立地代表氢,C1-C6烷基,C1-C6烷氧基羰基,以及未取代或被选自C1-C6烷基、C1-C6烷氧基、C1-C6烷基氨基、卤代C1-C6烷基、氰基和卤素中的至少一个基团所取代的苯基;
R 7代表C1-C6烷基、C2-C6烯基、
Figure PCTCN2020101901-appb-000007
活性成分B选自以下化合物及其酸/盐/酯中的一种或多种:
(1)ALS抑制剂:五氟磺草胺(CAS号:219714-96-2)、双草醚(CAS号:125401-92-5)、吡嘧磺隆(CAS号:93697-74-6)、烟嘧磺隆(CAS号:111991-09-4)、双氟磺草胺(CAS号:145701-23-1)、砜嘧磺隆(CAS号:122931-48-0)、咪草烟(CAS号:81335-77-5)、甲基咪草烟(CAS号:104098-48-8)、甲氧咪草烟(CAS号:114311-32-9)、甲嘧磺隆(CAS号:74222-97-2)、氯酯磺草胺(CAS号:147150-35-4);
(2)ACCase抑制剂:氰氟草酯(CAS号:122008-85-9)、炔草酯(CAS号:105512-06-9)、唑啉草酯(CAS号:243973-20-8)、烯草酮(CAS号:99129-21-2)、烯禾啶(CAS号:74051-80-2)、精喹禾灵(CAS号:100646-51-3)、精吡氟禾草灵(CAS号:79241-46-6)、高效氟吡甲禾灵(CAS号:72619-32-0);
(3)PSII抑制剂:莠去津(CAS号:1912-24-9)、异丙隆(CAS号:34123-59-6)、绿麦隆(CAS号:15545-48-9)、敌草隆(CAS号:330-54-1)、灭草松(CAS号:25057-89-0)、溴苯腈(CAS号:1689-84-5)、敌稗(CAS号:709-98-8);
(4)HPPD抑制剂:环吡氟草酮(CAS号:1855929-45-1)、双唑草酮(CAS号:1622908-18-2)、苯唑氟草酮(CAS号:1992017-55-6)、三唑磺草酮(CAS号:1911613-97-2)、呋喃磺草酮(CAS号:473278-76-1)、硝磺草酮(CAS号:104206-82-8)、环磺酮(CAS号:335104-84-2)、苯唑草酮(CAS号:210631-68-8)、异噁唑草酮(CAS号:141112-29-0)、双环磺草酮(CAS号:156963-66-5);
(5)PDS抑制剂:吡氟酰草胺(CAS号:83164-33-4)、氟咯草酮(CAS号:61213-25-0);
(6)DOXP抑制剂:异噁草松(CAS号:81777-89-1);
(7)PPO抑制剂:唑草酮(CAS号:128621-72-7)、氟磺胺草醚(CAS号:72178-02-0)、乙羧氟草醚(CAS号:77501-60-1)、乙氧氟草醚(CAS号:42874-03-3)、乳氟禾草灵(CAS号:77501-63-4)、三氟羧草醚(CAS号:50594-66-6)、丙炔氟草胺(CAS号:103361-09-7)、甲磺草胺(CAS号:122836-35-5)、苯嘧磺草胺(CAS号:372137-35-4)、噁草酮(CAS号:19666-30-9)、丙炔噁草酮(CAS号:39807-15-3)。
(8)合成激素类抑制剂:三氯吡氧乙酸(triclopyr,CAS号:55335-06-3)、2甲4氯(MCPA,CAS号:94-74-6)、麦草畏(dicamba,CAS号:1918-00-9)、氨氯吡啶酸(picloram,CAS 号:1918-02-1)、氯氨吡啶酸(aminopyralid,CAS号:150114-71-9)、氯氟吡氧乙酸(fluroxypyr,CAS号:69377-81-7)、氯氟吡啶酯(florpyrauxifen benzyl,CAS号:1390661-72-9)、氟氯吡啶酯(halauxifen-methyl,CAS号:943831-98-9)、二氯喹啉酸(quinclorac,CAS号:84087-01-4)、二氯吡啶酸(clopyralid,CAS号:1702-17-6);
(9)EPSPS抑制剂:草甘膦(Glyphosate,CAS号:1071-83-6);
(10)GS抑制剂:草铵膦(Glufosinate ammonium,CAS号:77182-82-2);
(11)PSI抑制剂:敌草快(Diquat Dibromide monohydrate,CAS号:6385-62-2)、百草枯(Paraquat dichloride,CAS号:1910-42-5)。
优选地,R 1、R 2分别独立地代表氟、氯、溴、碘、甲基、乙基、丙基、异丙基、三氟甲基、环丙基;
R 3代表氢、氟、氯、溴、碘、甲基、三氟甲基;
Q代表甲基,乙基,丙基,异丙基,环丙基,乙烯基,乙炔基,氟,氯,溴,氰基,氨基,硝基,甲酰基,甲氧基,甲硫基,甲氧羰基,一氯甲基,一氟甲基,二氟甲基,三氟甲基,2-氯乙基,2,2,2-三氟乙基,羟基甲基,
Figure PCTCN2020101901-appb-000008
苄基,萘基
Figure PCTCN2020101901-appb-000009
呋喃基
Figure PCTCN2020101901-appb-000010
吡啶基
Figure PCTCN2020101901-appb-000011
嘧啶基
Figure PCTCN2020101901-appb-000012
以及未取代或被氯取代的噻唑基
Figure PCTCN2020101901-appb-000013
未取代或被氟取代的噻吩基
Figure PCTCN2020101901-appb-000014
未取代或被甲基或氟取代的
Figure PCTCN2020101901-appb-000015
Figure PCTCN2020101901-appb-000016
未取代或被甲基、三氟甲基、氯和甲氧基中的至少一个基团所取代的苯基;
Y代表NH 2
Figure PCTCN2020101901-appb-000017
所述盐为碱金属(如钠、锂、钾、铯和铷)盐,碱土金属(如钙、镁、钡和锶)盐,以及锑、铋、镉、铈、铬、钴、钪、钛、锰、铜、铁、银、金、锌、铝等金属的盐,胺盐例如铵盐、四甲基铵盐、四乙基铵盐、四丙基铵盐、四丁基铵盐、N-十六烷基三甲基胺盐、N-苄基三甲基铵盐、苄基三乙基铵盐、胆碱盐、一甲胺盐、二甲胺盐、三甲胺盐、一乙胺盐、二乙胺盐、三乙胺盐、正丙胺盐、二丙胺盐、三丙胺盐、一异丙胺盐、二异丙胺盐、三异丙胺盐、正丁胺盐、二丁胺盐、三丁胺盐、异丁胺盐、叔丁胺盐、戊胺盐、己胺盐、庚胺盐、辛 胺盐、十二烷基胺盐、十四烷基胺盐、二烯丙基胺盐、环己胺盐、环十二烷基胺盐、苯胺盐、邻甲苯胺盐、间甲苯胺盐、对甲苯胺盐、二苯胺盐、苄胺盐、单乙醇胺盐、N-甲基单乙醇胺盐、N,N-二甲基乙醇胺盐、N-乙基单乙醇胺盐、N,N-二乙基乙醇胺盐、N-丙基单乙醇胺盐、N,N-二正丙基乙醇胺盐、N-丁基单乙醇胺盐、二乙醇胺盐、N-甲基二乙醇胺盐、N-乙基二乙醇胺盐、N-丙基二乙醇胺盐、N-丁基二乙醇胺盐、N,N-二丁基乙醇胺盐、三乙醇胺盐、三丙醇胺盐、三异丙醇胺盐、三(2-羟基丙基)胺盐、二甘醇胺盐、多元胺盐(如六亚甲基四胺盐、乙二胺盐、二亚乙基三胺盐、二甲基氨基丙胺盐、1,2-丙二胺盐、三乙烯二胺盐、三乙烯四胺盐、联苯胺盐、N,N-双[氨基丙基]甲胺盐)、2-甲基硫基丙胺盐、2-丁氧基乙胺盐、AEPD
Figure PCTCN2020101901-appb-000018
盐、三(羟甲基)氨基甲烷
Figure PCTCN2020101901-appb-000019
盐、吗啉盐、N-甲基吗啉盐、哌啶盐、吡啶盐、氨基丙基吗啉
Figure PCTCN2020101901-appb-000020
盐、Jeff胺D-230
Figure PCTCN2020101901-appb-000021
n为2或3)盐、2,4,6-三(二甲基氨基甲基)苯酚和氢氧化钠的盐,锍盐如烷基锍盐(如三甲基锍盐、三乙基锍盐)、烷基氧化锍盐,鏻盐如烷基鏻盐或烷醇鏻盐;
所述Ⅰ-1中X代表O或S;
M代表甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,戊基,己基,庚基,辛基,壬基,癸基,十一烷基,十二烷基,十八烷基,三氟甲基,五氟乙基,3-氯丁基,2-氟乙基,2-氯乙基,2-溴乙基,2,2-二氟乙基,2,2,2-三氟乙基,4,4,4-三氟丁基,2,2,3,3,3-五氟丙基,环丙基,环丁基,环戊基,环己基,烯丙基,2-丙炔基,甲氧基,乙氧羰基,甲基磺酰基,
Figure PCTCN2020101901-appb-000022
Figure PCTCN2020101901-appb-000023
Figure PCTCN2020101901-appb-000024
四氢呋喃基
Figure PCTCN2020101901-appb-000025
四氢呋喃基亚甲基
Figure PCTCN2020101901-appb-000026
吡啶基
Figure PCTCN2020101901-appb-000027
Figure PCTCN2020101901-appb-000028
吡啶基亚甲基
Figure PCTCN2020101901-appb-000029
萘基
Figure PCTCN2020101901-appb-000030
萘基亚甲基
Figure PCTCN2020101901-appb-000031
呋喃基
Figure PCTCN2020101901-appb-000032
呋喃基亚甲基
Figure PCTCN2020101901-appb-000033
噻吩基
Figure PCTCN2020101901-appb-000034
噻吩基亚甲基
Figure PCTCN2020101901-appb-000035
Figure PCTCN2020101901-appb-000036
以及未取代或甲基取代的
Figure PCTCN2020101901-appb-000037
Figure PCTCN2020101901-appb-000038
未取代或被甲基、二甲基氨基、氯、甲氧基、三氟甲基或异丙基取代的苯基,未取代或被三氟甲基、溴、氯、氟、甲氧基、氰基或甲基取代的苄基;
R’代表氢、甲基、乙基、二氟甲基。
更优选地,活性成分A选自以下化合物中的一种或多种:
Figure PCTCN2020101901-appb-000039
Figure PCTCN2020101901-appb-000040
Figure PCTCN2020101901-appb-000041
Figure PCTCN2020101901-appb-000042
Figure PCTCN2020101901-appb-000043
Figure PCTCN2020101901-appb-000044
Figure PCTCN2020101901-appb-000045
Figure PCTCN2020101901-appb-000046
Figure PCTCN2020101901-appb-000047
Figure PCTCN2020101901-appb-000048
Figure PCTCN2020101901-appb-000049
Figure PCTCN2020101901-appb-000050
Figure PCTCN2020101901-appb-000051
Figure PCTCN2020101901-appb-000052
Figure PCTCN2020101901-appb-000053
Figure PCTCN2020101901-appb-000054
所述活性成分A的制备方法包括以下步骤:
将通式Ⅲ所示的化合物与通式Ⅱ所示的化合物进行反应制得通式I-1-1所示的化合物;其反应方程式如下:
Figure PCTCN2020101901-appb-000055
其中,W代表氢或碱金属,优选K、Na;Hal代表卤素,优选Br、Cl;所述反应在催化剂和溶剂的存在下进行,优选地,所述催化剂为TBAB,所述溶剂为DCM、DCE、ACN、THF、DMF中的一种或多种组合。
将通式I-1-1所示的化合物在氢氧化锂水溶液和溶剂的存在下进行反应,制得通式I所示的化合物;其反应方程式如下:
Figure PCTCN2020101901-appb-000056
优选地,所述溶剂选自甲醇、乙醇、异丙醇中的一种或多种组合。
将通式I所示的化合物与M-SH进行反应制得通式I-1-2所示的化合物;其反应方程式如下:
Figure PCTCN2020101901-appb-000057
其中,所述反应在脱水剂和溶剂的存在下进行,优选地,所述脱水剂为DCC,所述溶剂选自二氯甲烷、二氯乙烷、乙腈、N,N-二甲基甲酰胺、N,N-二甲基乙酰胺、二甲亚砜、四氢呋喃、甲苯、二甲苯中的一种或多种组合。
或者当Y代表NR 1R 2(R 1、R 2不同时为氢)时,将通式I-2所示的化合物
Figure PCTCN2020101901-appb-000058
或通式I-1-3所示的化合物
Figure PCTCN2020101901-appb-000059
与相应卤代物进行反应制得;
其中,卤代物优选氯代物或溴代物;所述反应在碱和溶剂的存在下进行,所述碱选自氢氧化钠、氢氧化钾、碳酸钠、碳酸钾、碳酸氢钠和碳酸铯中的一种或两种以上;溶剂选自THF、1,4-二氧六环、甲苯、1,2-二氯乙烷、乙酸乙酯、乙腈、DMF、丙酮、二氯甲烷和氯仿中的一种或多种组合;所述反应过程中也可加入催化剂,优选DMAP。
所述盐为农药学上可接受的盐,较佳的为本发明所述R型吡啶氧基羧酸化合物与化学上可接受的碱性化合物反应生成。上述药学上可接受的盐容易分离,可采用常规分离方法提纯,如溶剂萃取、稀释、重结晶、柱色谱和制备薄层色谱等。
其中,A、B的重量比为1:100~100:1或1:50~50:1;优选为1:30~30:1或1:20~20:1;更优选为1:10~10:1或1:8~8:1;进一步优选为1:5~5:1或1:1~2:1或1:1~1:2。
所述除草组合物中A和B的质量百分含量占总量的1-95%,优选10-80%。
所述除草组合物中还包含常规助剂,所述常规助剂包括载体和/或表面活性剂。
本文中的术语“载体”表示一种有机或无机、天然或合成的物质。它们有助于活性成分的施用,该载体一般是惰性的且必须是农业上可接受的,特别是被处理的植物所接受。载体可以是固体的,如陶土、天然或合成的硅酸盐、二氧化硅、树脂、蜡、固体肥料等;或者液体的,如水、醇类、酮类、石油馏分、芳烃或蜡烃、氯代烃、液化气等。
表面活性剂可包括乳化剂、分散剂或润湿剂,它可以是离子型或非离子型的。可提及的 实例是聚丙烯酸的盐、木质素磺酸盐、苯酚磺酸或萘磺酸的盐、环氧乙烷与脂肪族醇或与脂族酸或与脂肪族胺与取代苯酚(特别是烷基苯酚或芳基苯酚)的聚合物、磺基琥珀酸盐、牛磺酸衍生物(特别是牛磺酸烷脂)及醇的磷酸酯或多羟乙基化的苯酚的磷酸酯、烷基磺酸盐、烷基芳基磺酸盐、烷基硫酸盐、月桂基醚硫酸盐、脂肪醇硫酸盐,以及硫酸化十六-、十七-和十八烷醇以及硫酸化脂肪醇乙二醇醚,此外还有萘或萘磺酸与苯酚和甲醛的缩合物、聚氧乙烯辛基苯基醚、乙氧基化异辛基酚、辛基酚或壬基酚、烷基苯基聚乙二醇醚、三丁基苯基聚乙二醇醚、三硬脂基苯基聚乙二醇醚、烷基芳基聚醚醇、醇和脂肪醇/氧化乙烯缩合物、乙氧基化蓖麻油、聚氧乙烯烷基醚、乙氧基化聚氧丙烯、月桂醇聚乙二醇醚缩醛、山梨醇酯、木素亚硫酸盐废液,以及蛋白质、变性蛋白、多糖(例如甲基纤维素)、疏水改性淀粉、聚乙烯醇、聚羧酸盐、聚烷氧基化物、聚乙烯胺、聚乙烯吡咯烷酮及其共聚物。至少需要一种表面活性剂存在,以有利于活性成分在水中的分散并有利于使它们能正确地施用于植物。
上述组合物也可含有各种其他的组分,如保护胶体、粘合剂、增稠剂、触变剂、渗透剂、稳定剂、螯合剂、染料、着色剂和聚合物。
另外,本发明的组合物可以与以下活性物质混合,例如《世界农药新品种技术大全》,中国农业科学技术出版社,2010.9和这里引用的文献中的已知物质。例如以下提到的除草剂活性物质,(备注:化合物的名称,或者为根据国际标准化组织(ISO)的普通名称,或者为化学名称,适当的时候有代号):乙草胺、丁草胺、甲草胺、异丙草胺、异丙甲草胺、精异丙甲草胺、丙草胺、毒草胺、克草胺、萘丙酰草胺、R-左旋萘丙酰草胺、敌稗、苯噻酰草胺、双苯酰草胺、吡氟酰草胺、杀草胺、氟丁酰草胺、溴丁酰草胺、二甲噻草胺、高效二甲噻草胺、乙氧苯草胺、氟噻草胺、甲氧噻草胺、吡草胺、异恶草胺、高效麦草伏甲酯、高效麦草伏丙酯、二丙烯草胺、烯草胺、丁酰草胺、环丙草胺、氟磺酰草胺、庚酰草胺、异丁草胺、丙炔草胺、特丁草胺、二甲苯草胺、二甲草胺、落草胺、三甲环草胺、氯甲酰草胺、炔苯酰草胺、戊酰苯草胺、卡草胺、新燕灵、三环赛草胺、丁烯草胺、牧草胺、苄草胺、醌萍胺、苯氟磺胺、萘丙胺、乙酰甲草胺、萘草胺、噻草胺、吡氰草胺、苯草多克死、草克乐、氯酞亚胺、丁脒胺、氟吡草胺、莠去津、西玛津、扑草净、氰草净、西草净、莠灭净、扑灭津、异丙净、氟草净、特丁净、特丁津、三嗪氟草胺、环丙津、甘扑津、草达津、扑灭通、西玛通、叠氮净、敌草净、异戊乙净、环丙青津、灭莠津、另丁津、仲丁通、特丁通、甲氧丙净、氰草净、抑草津、可乐津、莠去通、灭草通、甘草津、三聚氰酸、Indaziflam、氯磺隆、甲磺隆、苄嘧磺隆、氯嘧黄隆、苯磺隆、噻磺隆、吡嘧黄隆、甲基二磺隆、甲基碘磺隆钠盐、甲酰氨基嘧磺隆、醚磺隆、醚苯磺隆、甲嘧磺隆、烟嘧磺隆、胺苯磺隆、酰嘧磺隆、乙氧嘧磺隆、环丙嘧磺隆、砜嘧磺隆、四唑嘧磺隆、啶嘧黄隆、单嘧磺隆、单嘧磺酯、氟唑磺隆、氟啶嘧磺隆、 氟吡嘧磺隆、环氧嘧磺隆、唑吡嘧磺隆、氟嘧磺隆、丙苯磺隆、三氟丙磺隆、磺酰磺隆、三氟啶磺隆、氟胺磺隆、三氟甲磺隆、甲磺隆钠盐、氟吡磺隆、甲硫嘧磺隆、嘧苯胺磺隆、Propyrisulfuron(丙嗪嘧磺隆)、嗪吡嘧磺隆、三氟羧草醚、氟磺胺草醚、乳氟禾草灵、乙羧氟草醚、乙氧氟草醚、草枯醚、苯草醚、氯氟草醚乙酯、甲羧除草醚、三氟甲草醚、甲氧除草醚、三氟硝草醚、氟化除草醚、氟呋草醚、除草醚、甲草醚、二甲草醚、氟酯肟草醚、氟草醚酯、Halosafen、绿麦隆、异丙隆、利谷隆、敌草隆、莎扑隆、氟草隆、苯噻隆、甲基苯噻隆、苄草隆、磺噻隆、异恶隆、特丁噻草隆、炔草隆、氯溴隆、甲基杀草隆、酰草隆、甲氧杀草隆、溴谷隆、甲氧隆、绿谷隆、灭草隆、环草隆、非草隆、氟硫隆、草不隆、枯草隆、草完隆、异草完隆、环莠隆、噻氟隆、丁噻隆、枯莠隆、对氟隆、甲胺噻唑隆、隆草特、三甲异脲、恶唑隆、Monisouron、Anisuron、Methiuron、Chloreturon、四氟隆、甜菜宁、甜菜宁-乙酯、甜菜安、磺草灵、特草灵、燕麦灵、苯胺灵、氯苯胺灵、二氯苄草酯、灭草灵、氯炔灵、Carboxazole、Chlorprocarb、Fenasulam、BCPC、CPPC、Carbasulam、丁草特、禾草丹、灭草猛、禾草特、野麦畏、哌草丹、禾草畏、稗草丹、环草敌、燕麦敌、菌达灭、乙硫草特、坪草丹、克草猛、苄草丹、仲草丹、硫烯草丹、草灭散、Isopolinate、Methiobencarb、2,4-D异辛酯丁酯、2甲4氯钠、2,4-D异辛酯异辛酯、2甲4氯异辛酯、2,4-D异辛酯钠盐、2,4-D异辛酯二甲胺盐、2甲4氯乙硫酯、2甲4氯、2,4-D异辛酯丙酸、高2,4-D异辛酯丙酸盐、2,4-D异辛酯丁酸、2甲4氯丙酸、2甲4氯丙酸盐、2甲4氯丁酸、2,4,5-涕、2,4,5-涕丙酸、2,4,5-涕丁酸、2甲4氯胺盐、麦草畏、抑草蓬、伐草克、赛松、三氯苯酸、氨二氯苯酸、甲氧三氯苯酸、禾草灵、吡氟禾草灵、精吡氟禾草灵、氟吡甲禾灵、高效吡氟氯禾灵、喹禾灵、精喹禾灵、恶唑禾草灵、精恶唑禾草灵、喔草酯、氰氟草酯、恶唑酰草胺、炔草酯、噻唑禾草灵、炔禾灵、羟戊禾灵、三氟禾草肟、异恶草醚、百草枯、敌草快、安磺灵、乙丁烯氟灵、异丙乐灵、甲磺乐灵、环丙氟灵、氨基丙氟灵、乙丁氟灵、氯乙氟灵、氨基乙氟灵、地乐灵、氯乙地乐灵、Methalpropalin、丙硝酚、草甘膦、莎稗膦、草铵膦、甲基胺草磷、草硫膦、哌草膦、双丙氨膦、地散磷、抑草磷、蔓草磷、伐垅磷、双甲胺草磷、草特磷、咪唑烟酸、咪唑乙烟酸、咪唑喹啉酸、甲氧咪草烟、甲氧咪草烟铵盐、甲咪唑烟酸、咪草酯、氯氟吡氧乙酸、氯氟吡氧乙酸异辛酯、二氯吡啶酸、氨氯吡啶酸、三氯吡氧乙酸、氟硫草定、卤草定、三氯吡啶酚、噻草啶、氟啶草酮、氯氨吡啶酸、氟吡草腙、三氯吡氧乙酸丁氧基乙酯、Cliodinate、稀禾啶、烯草酮、噻草酮、禾草灭、环苯草酮、丁苯草酮、肟草酮、吡喃草酮、Buthidazole、嗪草酮、环嗪酮、苯嗪草酮、乙嗪草酮、Ametridione、Amibuzin、溴苯腈、辛酰溴苯腈、辛酰碘苯腈、碘苯腈、敌草腈、二苯乙腈、双唑草腈、羟敌草腈、Iodobonil、唑嘧磺草胺、双氟磺草胺、五氟磺草胺、磺草唑胺、氯酯磺草胺、双氯磺草胺、啶磺草胺、氟草黄、双草醚、 嘧啶肟草醚、环酯草醚、嘧草醚、嘧硫草醚、双环磺草酮、硝磺草酮、磺草酮、Tembotrione、Tefuryltrione、Bicyclopyrone、Ketodpiradox、异恶唑草酮、异恶氯草酮、Fenoxasulfone、Methiozolin、异丙吡草酯、吡草醚、吡唑特、野燕枯、苄草唑、吡草酮、吡氯草胺、Pyrasulfotole、苯唑草酮、Pyroxasulfone、唑草胺、氟胺草唑、杀草强、氨唑草酮、唑啶草酮、氟唑草酮、甲磺草胺、Bencarbazone、双苯嘧草酮、氟丙嘧草酯、除草定、异草定、环草啶、特草定、Flupropacil、吲哚酮草酯、氟烯草酸、丙炔氟草胺、炔草胺、酞苄醚、Flumezin、五氯酚(钠)、地乐酚、特乐酚、特乐酯、戊硝酚、二硝酚、氯硝酚、地乐施、地乐特、丙炔恶草酮、恶草酮、环戊恶草酮、氟唑草胺、嗪草酸甲酯、四唑酰草胺、氟哒嗪草酯、杀草敏、溴莠敏、二甲达草伏、哒草醚、草哒酮、草哒松、哒草伏、Pyridafol、二氯喹啉酸、氯甲喹啉酸、苯达松、哒草特、恶嗪草酮、草除灵、异恶草酮、环庚草醚、异丙酯草醚、丙酯草醚、茚草酮、氯酸钠、茅草枯、三氯醋酸、一氯醋酸、六氯丙酮、四氟丙酸、牧草快、溴酚肟、三唑磺、灭杀唑、呋草酮、呋草磺、乙呋草磺、嘧草胺、氯酞酸、氟咯草酮、稗草稀、丙烯醛、苯草灭、灭草环、燕麦酯、噻二唑草胺、棉胺宁、羟草酮、甲氧苯酮、苯嘧磺草胺、氯酰草膦、三氯丙酸、Alorac、Diethamquat、Etnipromid、Iprymidam、Ipfencarbazone、Thiencarbazone-methyl、Pyrimisulfan、Chlorflurazole、Tripropindan、Sulglycapin、甲硫磺乐灵、Cambendichlor、环丙嘧啶酸、硫氰苯胺、解草酮、解草啶、解草安、解草唑、解草喹、解草腈、解草烷、解草胺腈、解草烯、吡唑解草酯、呋喃解草唑、肟草安、双苯噁唑酸、二氯丙烯胺、氟氯吡啶酯、DOW氯氟吡啶酯、UBH-509、D489,LS 82-556、KPP-300、NC-324、NC-330、KH-218、DPX-N8189、SC-0744、DOWCO535、DK-8910、V-53482、PP-600、MBH-001、KIH-9201、ET-751、KIH-6127和KIH-2023。
所述除草组合物进一步包括至少一种安全剂,其选自:
a)二氯苯基吡唑啉-3-羧酸(S1)类化合物,优选的化合物为例如1-(2,4-二氯苯基)-5-(乙氧基羰基)-5-甲基-2-吡唑啉-3-羧酸乙酯(S1-1,吡唑解草酯(mefenpyr-diethyl),PM,第594-595页),以及记载于例如WO91/07874和PM(第594-595页)中的相关化合物。
b)二氯苯基吡唑羧酸衍生物,优选的化合物为例如1-(2,4-二氯苯基)-5-甲基吡唑-3-羧酸乙酯(S1-2)、1-(2,4-二氯苯基)-5-异丙基吡唑-3-羧酸乙酯(S1-3)、1-(2,4-二氯苯基)-5-(1,1-二甲基-乙基)吡唑-3-羧酸乙酯(S1-4)、1-(2,4-二氯苯基)-5-苯基吡唑-3-羧酸乙酯(S1-5),以及记载于EP-A-333131和EP-A-269806中的相关化合物。
c)三唑羧酸(S1)类化合物,优选的化合物为例如解草唑(fenchlorazole),即1-(2,4-二氯苯基)-5-三氯甲基-(1H)-1,2,4-三唑-3-羧酸乙酯(S1-6)及相关化合物(参见EP-A-174562和EP-A-346620)。
d)5-苄基-或5-苯基-2-异噁唑啉-3-羧酸类或5,5-二苯基-2-异噁唑啉-3-羧酸类化合物,优选的化合物为例如5-(2,4-二氯苄基)-2-异噁唑啉-3-羧酸乙酯(S1-7)或5-苯基-2-异噁唑啉-3-羧酸乙酯(S1-8)及记载于WO91/08202中的相关化合物,或记载于专利申请(WO-A-95/07897)中的5,5-二苯基-2-异噁唑啉-3-羧酸乙酯(S1-9,双苯噁唑酸(isoxadifen-ethyl))或5,5-二苯基-2-异噁唑啉-3-羧酸正丙酯(S1-10)或5-(4-氟苯基)-5-苯基-2-异噁唑啉-3-羧酸乙酯(S1-11)。
e)8-喹啉氧基乙酸(S2)类化合物,优选1-甲基己-1-基(5-氯-8-喹啉氧基)乙酸酯(S2-1,解毒喹(cloquintocet-mexyl),如PM(第195-196页),(1,3-二甲基丁-1-基)(5-氯-8-喹啉氧基)乙酸酯(S2-2),4-烯丙基氧基丁基(5-氯-8-喹啉氧基)乙酸酯(S2-3),1-烯丙基氧基丙-2-基(5-氯-8-喹啉氧基)乙酸酯(S2-4),(5-氯-8-喹啉氧基)乙酸乙酯(S2-5),(5-氯-8-喹啉氧基)乙酸甲酯(S2-6),(5-氯-8-喹啉氧基)乙酸烯丙酯(S2-7),2-(2-亚丙基亚氨基氧基)-1-乙基(5-氯-8-喹啉氧基)乙酸酯(S2-8),2-氧代丙-1-基(5-氯-8-喹啉氧基)乙酸酯(S2-9),以及记载于EP-A-86750、EP-A-94349和EP-A-191736或EP-A-0492366中的相关化合物。
f)(5-氯-8-喹啉氧基)丙二酸类化合物,优选的化合物为例如(5-氯-8-喹啉氧基)丙二酸二乙酯、(5-氯-8-喹啉氧基)丙二酸二烯丙酯、(5-氯-8-喹啉氧基)-丙二酸甲基乙酯和记载于EP-A-0582198中的相关化合物。
g)苯氧基乙酸、苯氧基丙酸或芳族羧酸类活性化合物,例如2,4-二氯苯氧基乙酸(和酯)(2,4-D)、4-氯-2-甲基苯氧基丙酸酯(2-甲-4-氯丙酸(mecoprop))、MCPA或3,6-二氯-2-甲氧基苯甲酸(和酯)(麦草畏(dicamba))。
h)嘧啶类活性化合物,例如“解草啶(fenclorim)”(PM,第386-387页)(=4,6-二氯-2-苯基嘧啶)。
i)二氯乙酰胺类活性化合物,其常用作苗前安全剂(作用于土壤的安全剂),例如“二氯丙烯胺(dichloromid)”(PM,第270-271页)(=N,N-二烯丙基-2,2-二氯乙酰胺),“AR-29148”(=3-二氯乙酰基-2,2,5-三甲基-1,3-噁唑烷酮,购自Stauffer),“解草嗪(benoxacor)”(PM,第74-75页)(=4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪),“APPG-1292”(=N-烯丙基-N[(1,3-二氧戊环-2-基)-甲基]二氯乙酰胺,购自PPG Industries),“ADK-24”(=N-烯丙基-N-[(烯丙基氨基羰基)-甲基]-二氯乙酰胺,购自Sagro-Chem),“AAD-67”或“AMON4660”(=3-二氯乙酰基-1-氧杂-3-氮杂-螺[4,5]癸烷,购自Nitrokemia或Monsanto),“diclonon”或“ABAS145138”或“ALAB145138”(=(=3-二氯乙酰基-2,5,5-三甲基-1,3-二氮杂双环[4.3.0]壬烷,购自BASF),和“furilazol”或“AMON13900”(参见PM,482-483)(=(RS)-3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基噁唑烷酮)。
j)二氯丙酮衍生物类活性化合物,例如,“AMG191”(CAS登记号96420-72-3)(=2-二氯甲 基-2-甲基-1,3-二氧戊环,购自Nitrokemia)。
k)氧基亚氨基化合物类活性化合物,其被称为拌种材料,例如,“解草腈(oxabetrinil)”(PM,第689页)(=(Z)-1,3-二氧戊环-2-基甲氧基亚氨基(苯基)乙腈),其在拌种中称为安全剂,以防止异丙甲草胺(metolachlor)的损害,“氟草肟(fluxofenim)”(PM,第467-468页)(=1-(4-氯苯基)-2,2,2-三氟-1-乙酮O-(1,3-二氧戊环-2-基甲基)-肟,其在拌种中称为安全剂,以防止异丙甲草胺(metolachlor)的损害,和“解草胺腈(cyometrinil)”或“A-CGA-43089”(PM,第983页)(=(Z)-氰基甲氧基亚氨基(苯基)乙腈),其在拌种中称为安全剂,以防止异丙甲草胺(metolachlor)的损害。
l)噻唑羧酸酯类活性化合物,其被称为拌种材料,例如“解草安(flurazol)”(PM,第450-451页)(=2-氯-4-三氟甲基-1,3-噻唑-5-羧酸苄酯),其在拌种中被称为安全剂,以防止甲草胺(alachlor)和异丙甲草胺的损害。
m)萘二羧酸衍生物类活性化合物,其被称为拌种剂,例如“萘二甲酸酐”(PM,第1009-1010页)(=1,8-萘二甲酸酐),其在玉米拌种中称为安全剂,以防止硫代氨基甲酸酯除草剂的损害。
n)色满乙酸(chromaneaceticacid)衍生物类活性化合物,例如,“ACL304415”(CAS登记号31541-57-8)(=2-84-羧基色满-4-基)乙酸,购自AmericanCyanamid)。
o)除了对有害植物具有除草作用外还对植物具有安全剂作用的活性化合物,例如,“哌草丹(dimepiperate)”或“AMY-93”(PM,第302-303页)(=S-1-甲基-1-苯基乙基哌啶-1-硫代羧酸酯),“杀草隆(daimuron)”或“ASK23”(PM,第247页)(=1-(1-甲基-1-苯基乙基)-3-对甲苯基脲),“苄草隆(cumyluron)”=“AJC-940”(=3-(2-氯苯基甲基)-1-(1-甲基-1-苯基-乙基)脲,参见JP-A-60087254),“苯甲酮(methoxyphenon)”或“ANK049”(=3,3'-二甲基-4-甲氧基-二苯甲酮),“CSB”(=1-溴-4-(氯甲基磺酰基)苯)(CAS登记号54091-06-4,购自Kumiai)。
所述安全剂优选双苯噁唑酸(CAS:163520-33-0)、cyprosulfamide(CAS:221667-31-8)、吡唑解草酯(CAS:135590-91-9)、解毒喹(CAS:99607-70-2)、赤霉酸(CAS:7-06-5)、furilazole(CAS:121776-33-8)、metcamifen(CAS:129531-12-0)中的一种或多种。
在本说明书的上下文中,如果使用活性化合物的通用名称的缩写形式,则在每种情况下包括所有的常规衍生物,例如酯和盐,以及异构体,特别是光学异构体,特别是一种或多种市售形式。如果通用名称表示酯或盐,则在每种情况下还包括所有其他的常规衍生物,例如其他的酯和盐、游离酸和中性化合物,以及异构体,特别是光学异构体,特别是一种或多种市售形式。给出的化合物的化学名称表示至少一种被通用名称涵盖的化合物,通常是优选的化合物。在磺酰胺如磺酰脲的情况下,盐还包括通过阳离子与磺酰胺基团中的氢原子交换而形成的盐。例如,2甲4氯衍生物包含但不限于:2甲4氯钠盐、钾盐、二甲铵盐、异丙胺盐等, 以及2甲4氯甲酯、乙酯、异辛酯、乙硫酯等;2,4-D衍生物包含但不限于:2,4-D盐如钠盐、钾盐、二甲铵盐、三乙醇铵盐、异丙胺盐、胆碱等,以及2,4-D酯如甲酯、乙酯、丁酯、异辛酯等。
在本发明的上下文中,化合物的盐优选为各自的碱金属盐、碱土金属盐或铵盐的形式,优选为各自的碱金属盐的形式,更优选为各自的钠盐或钾盐的形式,最优选为各自的钠盐的形式。
本发明的组合物可以由使用者在使用前经稀释或直接使用。其配制可由通常的加工方法制备,即将活性物质与液体溶剂或固体载体混合后,再加入表面活性剂如分散剂、稳定剂、湿润剂、粘合剂、消泡剂等中的一种或几种。
所述除草组合物的具体制剂为可分散油悬浮剂、水悬浮剂、悬乳剂、可湿性粉剂、乳油、水分散粒剂(干悬浮剂)、水乳剂、微乳剂。
简而言之,本发明的组合物可以和现有技术的配方中常规使用的固体和液体添加剂混合。随着外部条件的变化,有效成分的使用量也不同,外部条件为,例如温度、湿度、使用的除草剂的性质等等。它可以有大的变化幅度,例如在0.001到1.0kg/ha之间,或更多的活性物质,但优选在0.005到750g/ha之间,特别是在0.005到500g/ha之间。
另外,本发明的组合物可通过喷雾的方法被施用于待处理植物叶片上,即施用于杂草,特别是杂草侵扰或易侵扰影响的表面上。
进一步,本发明还提供一种所述除草组合物在防治杂草上的应用;以及提供一种防治不想要的植物生长的方法,其包括将所述除草组合物施用于植物、植物部位、植物种子或植物生长的区域。优选地,将所述的除草组合物用于选择性防除有用作物中的杂草,更优选地,所述有用作物为转基因作物或者基因组编辑技术处理过的作物。
本发明化合物可用于处理所有植株和植株部分。植株品种和栽培品系可通过常规的繁殖和育种方法或通过基因工程方法获得。经基因修饰的植株(转基因植物)为其中异源性基因(转基因)已被稳定整合进植株的基因组的那些。由它在植物基因组中的特定位置所限定的转基因被称为转化事件或转基因事件。
经基因修饰的可根据本发明处理的植株栽培品系包括抵抗一种或多种生物胁迫的那些(害虫,诸如线虫动物、昆虫、螨虫、真菌等)或非生物胁迫(干旱、低温、土壤盐化等),或其包含其它期望的特征。植株可经基因修饰以表现出性状,例如除草剂耐受性、昆虫耐受性、修饰的油特征或耐旱性。包含单个基因转化事件或转化事件的组合的可用的经基因修饰的植株列于表1中。关于在表1中所列的基因修饰的另外的信息可得自例如通过美国农业部保持的公共可得的数据库。
下列缩写T1至T37用于表1的性状。“-”表示条目不可用。
Figure PCTCN2020101901-appb-000060
表1经基因修饰的植株
Figure PCTCN2020101901-appb-000061
Figure PCTCN2020101901-appb-000062
Figure PCTCN2020101901-appb-000063
Figure PCTCN2020101901-appb-000064
Figure PCTCN2020101901-appb-000065
Figure PCTCN2020101901-appb-000066
Figure PCTCN2020101901-appb-000067
*阿根廷油菜(甘蓝型油菜(Brassica napus)),**波兰白菜(芜菁(B.rapa)),#茄子。
当施用本发明的除草组合物时,获得了预料不到的增效效果,并且除草活性比使用单个除草剂的活性预期总和,以及单个除草剂的活性更为显著。增效效果表现为施用量减少、更 宽的杂草控制谱、除草作用更快、更持久,这些特性是杂草控制实践过程中所需要的。就所描述的特性来说,这些新组合物明显地优越于现有的除草剂,达到减量使用,对环境更友好。
本发明的增效除草组合物还具有下述优点:
(1)本发明的组合物为环境友好型,在环境中均易于降解。
(2)本发明的除草组合物成本低、使用方便,其推广应用有巨大的经济效益和社会效益。
具体实施方式
下列实施例并非限制本发明,而只是用来说明本发明是如何实现的。对于某些杂草,这些实施例显示出特别显著的有效性。举例如下:
A)实施例
1、10%五氟磺草胺·A1可分散油悬浮剂(2+8)
2%五氟磺草胺+8%A1+5%十二烷基苯磺酸钙+7%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+5%200#溶剂油+2.5%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
2、12%五氟磺草胺·A2可分散油悬浮剂(2+10)
2%五氟磺草胺+10%A2+5%十二烷基苯磺酸钙+7%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+5%200#溶剂油+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
3、14%五氟磺草胺·A4可分散油悬浮剂(2+12)
2%五氟磺草胺+12%A4+5%十二烷基苯磺酸钙+7%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+5%200#溶剂油+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
4、10%双草醚·A1可分散油悬浮剂(2+8)
2%双草醚+8%A1+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+5%200#溶剂油+2.5%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
5、12%双草醚·A2可分散油悬浮剂(2+10)
2%双草醚+10%A2+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+5%200#溶剂油+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
6、14%双草醚·A4可分散油悬浮剂(2+12)
2%双草醚+12%A4+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+5%200#溶剂油+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
7、10%吡嘧磺隆·A1可分散油悬浮剂(2+8)
2%吡嘧磺隆+8%A1+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.5%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
8、12%吡嘧磺隆·A2可分散油悬浮剂(2+10)
2%吡嘧磺隆+10%A2+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
9、14%吡嘧磺隆·A3可分散油悬浮剂(2+12)
2%吡嘧磺隆+12%A3+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
10、12%烟嘧磺隆·A1可分散油悬浮剂(4+8)
4%烟嘧磺隆+8%A1+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.2%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
11、14%烟嘧磺隆·A2可分散油悬浮剂(4+10)
4%烟嘧磺隆+10%A2+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
12、16%烟嘧磺隆·A4可分散油悬浮剂(4+12)
4%烟嘧磺隆+12%A4+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
13、8.3%双氟磺草胺·A1可分散油悬浮剂(0.3+8)
0.3%双氟磺草胺+8%A1+1%尿素+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.5%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
14、10.3%双氟磺草胺·A2可分散油悬浮剂(0.3+10)
0.3%双氟磺草胺+10%A2+1%尿素+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.2%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
15、12.3%双氟磺草胺·A3可分散油悬浮剂(0.3+12)
0.3%双氟磺草胺+12%A3+1%尿素+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
16、10%砜嘧磺隆·A1可分散油悬浮剂(2+8)
2%砜嘧磺隆+8%A1+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.5%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
17、12%砜嘧磺隆·A2可分散油悬浮剂(2+10)
2%砜嘧磺隆+10%A2+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
18、14%砜嘧磺隆·A4可分散油悬浮剂(2+12)
2%砜嘧磺隆+12%A4+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油 聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
19、14%咪草烟·A1可分散油悬浮剂(6+8)
6%咪草烟+8%A1+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
20、16%咪草烟·A2可分散油悬浮剂(6+10)
6%咪草烟+10%A2+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
21、18%咪草烟·A4可分散油悬浮剂(6+12)
6%咪草烟+12%A4+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
22、18%甲基咪草烟·A1可分散油悬浮剂(10+8)
10%甲基咪草烟+8%A1+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
23、20%甲基咪草烟·A2可分散油悬浮剂(10+10)
10%甲基咪草烟+10%A2+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
24、22%甲基咪草烟·A4可分散油悬浮剂(10+12)
10%甲基咪草烟+12%A4+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
25、12%甲氧咪草烟·A1可分散油悬浮剂(4+8)
4%甲氧咪草烟+8%A1+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.2%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
26、14%甲氧咪草烟·A2可分散油悬浮剂(4+10)
4%甲氧咪草烟+10%A2+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
27、16%甲氧咪草烟·A4可分散油悬浮剂(4+12)
4%甲氧咪草烟+12%A4+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
28、18%甲嘧磺隆·A1可分散油悬浮剂(10+8)
10%甲嘧磺隆+8%A1+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
29、20%甲嘧磺隆·A2可分散油悬浮剂(10+10)
10%甲嘧磺隆+10%A2+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
30、22%甲嘧磺隆·A4可分散油悬浮剂(10+12)
10%甲嘧磺隆+12%A4+1%尿素+6%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.6%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
31、10%氯酯磺草胺·A1可分散油悬浮剂(2+8)
2%氯酯磺草胺+8%A1+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.5%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
32、12%氯酯磺草胺·A2可分散油悬浮剂(2+10)
2%氯酯磺草胺+10%A2+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.2%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
33、14%氯酯磺草胺·A3可分散油悬浮剂(2+12)
2%氯酯磺草胺+12%A3+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+油酸甲酯补足
34、18%氰氟草酯·A1可分散油悬浮剂(10+8)
10%氰氟草酯+8%A1+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+15%150#溶剂油+油酸甲酯补足
35、20%氰氟草酯·A2水乳剂(10+10)
10%氰氟草酯+10%A2+20%150#溶剂油+3.5%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+5%蓖麻油聚氧乙烯醚+3%乙二醇+去离子水补足
36、22%氰氟草酯·A4可分散油悬浮剂(10+12)
10%氰氟草酯+12%A4+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+15%150#溶剂油+油酸甲酯补足
37、11%炔草酯·A1可分散油悬浮剂(3+8)
3%炔草酯+8%A1+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.5%有机膨润土+2.0%气相法白炭黑+15%150#溶剂油+油酸甲酯补足
38、13%炔草酯·A2水乳剂(3+10)
3%炔草酯+10%A2+15%150#溶剂油+5%环己酮+3.5%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+5%蓖麻油聚氧乙烯醚+3%乙二醇+去离子水补足
39、15%炔草酯·A3可分散油悬浮剂(3+12)
3%炔草酯+12%A3+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+15%150#溶剂油+油酸甲酯补足
40、13%唑啉草酯·A1水悬浮剂(5+8)
5%唑啉草酯+8%A1+5%聚羧酸盐+2%丙二醇嵌段聚醚+2%脂肪醇聚氧乙烯醚+0.2%黄原胶+2.0%硅酸镁铝+3%乙二醇+0.1%有机硅消泡剂+去离子水补足
41、15%唑啉草酯·A2乳油(5+10)
5%唑啉草酯+10%A2+15%四氢糠醇+1%磷酸三苯酯+5%十二烷基苯磺酸钙+3.5%苯乙基酚聚氧乙烯醚+5%蓖麻油聚氧乙烯醚+150#溶剂油补足
42、17%唑啉草酯·A3可分散油悬浮剂(5+12)
5%唑啉草酯+12%A3+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.5%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
43、14%烯草酮·A1可分散油悬浮剂(6+8)
6%烯草酮+8%A1+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
44、16%烯草酮·A2乳油(6+10)
6%烯草酮+10%A2+4%十二烷基苯磺酸钙+4%苯乙基酚聚氧乙烯醚+4%脂肪醇聚氧乙烯醚+150#溶剂油补足
45、18%烯草酮·A4可分散油悬浮剂(6+12)
6%烯草酮+12%A4+6%十二烷基苯磺酸钙+9%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
46、23%烯禾啶·A1可分散油悬浮剂(15+8)
15%烯禾啶+8%A1+6%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.2%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
47、25%烯禾啶·A2乳油(15+10)
15%烯禾啶+10%A2+4%十二烷基苯磺酸钙+6%苯乙基酚聚氧乙烯醚+3%脂肪醇聚氧乙烯醚+150#溶剂油补足
48、27%烯禾啶·A4可分散油悬浮剂(15+12)
15%烯禾啶+12%A4+6%十二烷基苯磺酸钙+9%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
49、12%精喹禾灵·A1可分散油悬浮剂(4+8)
4%精喹禾灵+8%A1+6%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚 +2.4%有机膨润土+1.5%气相法白炭黑+20%150#溶剂油+油酸甲酯补足
50、14%精喹禾灵·A2水乳剂(4+10)
4%精喹禾灵+10%A2+6%环己酮+20%150#溶剂油+3.5%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+4.5%蓖麻油聚氧乙烯醚+3%乙二醇+去离子水补足
51、16%精喹禾灵·A4可分散油悬浮剂(4+12)
4%精喹禾灵+12%A4+6%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+20%150#溶剂油+油酸甲酯补足
52、12%精吡氟禾草灵·A1可分散油悬浮剂(4+8)
4%精吡氟禾草灵+8%A1+6%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.4%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
53、14%精吡氟禾草灵·A2水乳剂(4+10)
4%精吡氟禾草灵+10%A2+20%150#溶剂油+3.5%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+4.5%蓖麻油聚氧乙烯醚+3%乙二醇+去离子水补足
54、16%精吡氟禾草灵·A4可分散油悬浮剂(4+12)
4%精吡氟禾草灵+12%A4+6%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
55、12%高效氟吡甲禾灵·A1可分散油悬浮剂(4+8)
4%高效氟吡甲禾灵+8%A1+6%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.4%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
56、14%高效氟吡甲禾灵·A2水乳剂(4+10)
4%高效氟吡甲禾灵+10%A2+20%150#溶剂油+3.5%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+4.5%蓖麻油聚氧乙烯醚+3%乙二醇+去离子水补足
57、16%高效氟吡甲禾灵·A4可分散油悬浮剂(4+12)
4%高效氟吡甲禾灵+12%A4+6%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
58、29%莠去津·A1可分散油悬浮剂(25+4)
25%莠去津+4%A1+4%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.0%有机膨润土+5%150#溶剂油+油酸甲酯补足
59、30%莠去津·A2可分散油悬浮剂(25+5)
25%莠去津+5%A2+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.0%有机膨润土+0.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
60、31%莠去津·A4可分散油悬浮剂(25+6)
25%莠去津+6%A4+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.8%有机膨润土+5%150#溶剂油+油酸甲酯补足
61、29%异丙隆·A1可分散油悬浮剂(25+4)
25%异丙隆+4%A1+4%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.0%有机膨润土+5%150#溶剂油+油酸甲酯补足
62、30%异丙隆·A2可分散油悬浮剂(25+5)
25%异丙隆+5%A2+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.0%有机膨润土+0.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
63、31%异丙隆·A3可分散油悬浮剂(25+6)
25%异丙隆+6%A3+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.8%有机膨润土+5%150#溶剂油+油酸甲酯补足
64、29%绿麦隆·A1可分散油悬浮剂(25+4)
25%绿麦隆+4%A1+4%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.0%有机膨润土+5%150#溶剂油+油酸甲酯补足
65、30%绿麦隆·A2可分散油悬浮剂(25+5)
25%绿麦隆+5%A2+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.0%有机膨润土+0.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
66、31%绿麦隆·A3可分散油悬浮剂(25+6)
25%绿麦隆+6%A3+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.8%有机膨润土+5%150#溶剂油+油酸甲酯补足
67、34%敌草隆·A1可分散油悬浮剂(30+4)
30%敌草隆+4%A1+4%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.6%有机膨润土+5%150#溶剂油+油酸甲酯补足
68、35%敌草隆·A2可分散油悬浮剂(30+5)
30%敌草隆+5%A2+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.8%有机膨润土+8%150#溶剂油+油酸甲酯补足
69、36%敌草隆·A4可分散油悬浮剂(30+6)
30%敌草隆+6%A4+5%十二烷基苯磺酸钙+7%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.4%有机膨润土+8%150#溶剂油+油酸甲酯补足
70、48%灭草松·A1水剂(40+8)
40%灭草松+8%A1+5%氢氧化钠+5%脂肪醇聚氧乙烯醚+15%辛癸基糖苷+去离子水补足
71、25%灭草松·A2可分散油悬浮剂(20+5)
20%灭草松+5%A2+6%十二烷基苯磺酸钙+8%失水山梨醇脂肪酸酯聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.8%有机膨润土+0.8%气相法白炭黑+8%150#溶剂油+油酸甲酯补足
72、52%灭草松·A3水剂(40+12)
40%灭草松+12%A3+5.5%氢氧化钠+5%脂肪醇聚氧乙烯醚+15%辛癸基糖苷+去离子水补足
73、20%溴苯腈·A1水剂(12+8)
12%溴苯腈+8%A1+4%氢氧化钠+5%脂肪醇聚氧乙烯醚+15%辛癸基糖苷+去离子水补足
74、22%溴苯腈·A2乳油(12+10)
12%溴苯腈+10%A2+10%N-辛基吡咯烷酮+3%十二烷基苯磺酸钙+5%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+150#溶剂油补足
75、24%溴苯腈·A3水剂(12+12)
12%溴苯腈+12%A3+5%氢氧化钠+5%脂肪醇聚氧乙烯醚+15%辛癸基糖苷+去离子水补足
76、27%敌稗·A1可分散油悬浮剂(25+2)
25%敌稗+2%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.6%有机膨润土+油酸甲酯补足
77、27.5%敌稗·A2乳油(25+2.5)
25%敌稗+2.5%A2+10%N-辛基吡咯烷酮+10%N,N-二甲基癸酰胺+2%十二烷基苯磺酸钙+10%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+150#溶剂油补足
78、28%敌稗·A4可分散油悬浮剂(25+3)
25%敌稗+3%A4+5%十二烷基苯磺酸钙+7%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.4%有机膨润土+油酸甲酯补足
79、17%环吡氟草酮·A1可分散油悬浮剂(9+8)
9%环吡氟草酮+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.5%有机膨润土+1.5%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
80、19%环吡氟草酮·A2可分散油悬浮剂(9+10)
9%环吡氟草酮+10%A2+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
81、21%环吡氟草酮·A3可分散油悬浮剂(9+12)
9%环吡氟草酮+12%A3+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.2%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
82、10%双唑草酮·A1可分散油悬浮剂(2+8)
2%双唑草酮+8%A1+0.4%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.5%有机膨润土+1.5%气相法白炭黑+8%150#溶剂油+油酸甲酯补足
83、12%双唑草酮·A2可分散油悬浮剂(2+10)
2%双唑草酮+10%A2+0.4%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.5%有机膨润土+1.5%气相法白炭黑+8%150#溶剂油+油酸甲酯补足
84、14%双唑草酮·A3可分散油悬浮剂(2+12)
2%双唑草酮+12%A3+0.4%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.2%气相法白炭黑+8%150#溶剂油+油酸甲酯补足
85、17%苯唑氟草酮·A1可分散油悬浮剂(9+8)
9%苯唑氟草酮+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.5%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
86、19%苯唑氟草酮·A2可分散油悬浮剂(9+10)
9%苯唑氟草酮+10%A2+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
87、21%苯唑氟草酮·A3可分散油悬浮剂(9+12)
9%苯唑氟草酮+12%A3+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.2%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
88、20%三唑磺草酮·A1可分散油悬浮剂(12+8)
12%三唑磺草酮+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.5%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
89、22%三唑磺草酮·A2可分散油悬浮剂(12+10)
12%三唑磺草酮+10%A2+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
90、24%三唑磺草酮·A4可分散油悬浮剂(12+12)
12%三唑磺草酮+12%A4+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.2%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
91、14%呋喃磺草酮·A1可分散油悬浮剂(6+8)
6%呋喃磺草酮+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯 醚+1.8%有机膨润土+1.8%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
92、16%呋喃磺草酮·A2可分散油悬浮剂(6+10)
6%呋喃磺草酮+10%A2+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
93、18%呋喃磺草酮·A4可分散油悬浮剂(6+12)
6%呋喃磺草酮+12%A4+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
94、18%硝磺草酮·A1可分散油悬浮剂(10+8)
10%硝磺草酮+8%A1+0.5%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.8%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
95、20%硝磺草酮·A2可分散油悬浮剂(10+10)
10%硝磺草酮+10%A2+0.5%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
96、22%硝磺草酮·A3可分散油悬浮剂(10+12)
10%硝磺草酮+12%A3+0.5%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
97、14%环磺酮·A1可分散油悬浮剂(6+8)
6%环磺酮+8%A1+1%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.8%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
98、16%环磺酮·A2可分散油悬浮剂(6+10)
6%环磺酮+10%A2+1%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
99、18%环磺酮·A3可分散油悬浮剂(6+12)
6%环磺酮+12%A3+1%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
100、11%苯唑草酮·A1可分散油悬浮剂(3+8)
3%苯唑草酮+8%A1+0.2%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
101、13%苯唑草酮·A2可分散油悬浮剂(3+10)
3%苯唑草酮+10%A2+0.2%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
102、15%苯唑草酮·A3可分散油悬浮剂(3+12)
3%苯唑草酮+12%A3+0.2%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.5%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
103、14%异噁唑草酮·A1可分散油悬浮剂(6+8)
6%异噁唑草酮+8%A1+0.5%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.8%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
104、16%异噁唑草酮·A2可分散油悬浮剂(6+10)
6%异噁唑草酮+10%A2+0.5%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
105、18%异噁唑草酮·A4可分散油悬浮剂(6+12)
6%异噁唑草酮+12%A4+0.5%柠檬酸+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.0%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
106、28%双环磺草酮·A1可分散油悬浮剂(20+8)
20%双环磺草酮+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.0%有机膨润土+5%150#溶剂油+油酸甲酯补足
107、30%双环磺草酮·A2可分散油悬浮剂(20+10)
20%双环磺草酮+10%A2+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.2%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
108、32%双环磺草酮·A4可分散油悬浮剂(20+12)
20%双环磺草酮+12%A4+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.5%有机膨润土+5%150#溶剂油+油酸甲酯补足
109、18%吡氟酰草胺·A1可分散油悬浮剂(10+8)
10%吡氟酰草胺+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.2%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
110、20%吡氟酰草胺·A2可分散油悬浮剂(10+10)
10%吡氟酰草胺+10%A2+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.5%有机膨润土+1.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
111、22%吡氟酰草胺·A3可分散油悬浮剂(10+12)
10%吡氟酰草胺+12%A3+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+0.8%有机膨润土+5%150#溶剂油+油酸甲酯补足
112、29%氟咯草酮·A1可分散油悬浮剂(25+4)
25%氟咯草酮+4%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+15%150#溶剂油+油酸甲酯补足
113、60%氟咯草酮·A2可分散油悬浮剂(50+10)
50%氟咯草酮+10%A2+6%十二烷基苯磺酸钙+8%蓖麻油聚氧乙烯醚+10%环戊酮+150#溶剂油补足
114、31%氟咯草酮·A3可分散油悬浮剂(25+6)
25%氟咯草酮+6%A3+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.8%气相法白炭黑+15%150#溶剂油+油酸甲酯补足
115、38%异噁草松·A1可分散油悬浮剂(30+8)
30%异噁草松+8%A1+5%十二烷基苯磺酸钙+6%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.5%有机膨润土+2.5%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
116、40%异噁草松·A2乳油(30+10)
30%异噁草松+10%A2+6%十二烷基苯磺酸钙+10%蓖麻油聚氧乙烯醚+10%乙醇+150#溶剂油补足
117、42%异噁草松·A4可分散油悬浮剂(30+12)
30%异噁草松+12%A4+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.2%有机膨润土+1.8%气相法白炭黑+15%150#溶剂油+油酸甲酯补足
118、10%唑草酮·A1悬乳剂(2+8)
2%唑草酮+8%A1+3%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+4%异辛醇嵌段聚醚+3%蓖麻油聚氧乙烯醚+10%150#溶剂油+0.25%黄原胶+2.0%硅酸镁铝+2%乙二醇+去离子水补足
119、12%唑草酮·A2水乳剂(2+10)
2%唑草酮+10%A2+3%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+5%蓖麻油聚氧乙烯醚+10%150#溶剂油+3%乙二醇+去离子水补足
120、14%唑草酮·A3水乳剂(2+12)
2%唑草酮+12%A3+3%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+5%蓖麻油聚氧乙烯醚+10%150#溶剂油+0.25%黄原胶+2%乙二醇+去离子水补足
121、33%氟磺胺草醚·A1水剂(25+8)
25%氟磺胺草醚+8%A1+4%氢氧化钠+5%脂肪醇聚氧乙烯醚+15%辛癸基糖苷+去离子水补足
122、35%氟磺胺草醚·A2微乳剂(25+10)
25%氟磺胺草醚+10%A2+10%环己酮+10%乙醇+6%顺丁烯二仲辛酯磺酸钠+10%辛癸基 糖苷+去离子水补足
123、37%氟磺胺草醚·A3水剂(25+12)
25%氟磺胺草醚+12%A3+4.5%氢氧化钠+5%脂肪醇聚氧乙烯醚+15%辛癸基糖苷+去离子水补足
124、9%乙羧氟草醚·A1可分散油悬浮剂(1+8)
1%乙羧氟草醚+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+2.0%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
125、11%乙羧氟草醚·A2水乳剂(1+10)
1%乙羧氟草醚+10%A2+3%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+4%蓖麻油聚氧乙烯醚+10%150#溶剂油+0.1%黄原胶+2%乙二醇+去离子水补足
126、13%乙羧氟草醚·A3可分散油悬浮剂(1+12)
1%乙羧氟草醚+12%A3+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+2.0%有机膨润土+1.5%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
127、20%乙氧氟草醚·A1可分散油悬浮剂(12+8)
12%乙氧氟草醚+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+5%油溶性聚羧酸盐+1.4%有机膨润土+10%豆油+油酸甲酯补足
128、22%乙氧氟草醚·A2乳油(12+10)
12%乙氧氟草醚+10%A2+10%环戊酮+3%十二烷基苯磺酸钙+4%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+150#溶剂油补足
129、24%乙氧氟草醚·A3可分散油悬浮剂(12+12)
12%乙氧氟草醚+12%A3+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+5%油溶性聚羧酸盐+1.4%有机膨润土+10%豆油+油酸甲酯补足
130、16%乳氟禾草灵·A1可分散油悬浮剂(8+8)
8%乳氟禾草灵+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.8%有机膨润土+1.8%气相法白炭黑+5%150#溶剂油+油酸甲酯补足
131、18%乳氟禾草灵·A2乳油(8+10)
8%乳氟禾草灵+10%A2+3%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+150#溶剂油补足
132、20%乳氟禾草灵·A3可分散油悬浮剂(8+12)
8%乳氟禾草灵+12%A3+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.6%有机膨润土+1.6%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
133、38%三氟羧草醚·A1水剂(30+8)
30%三氟羧草醚+8%A1+4.5%氢氧化钠+5%脂肪醇聚氧乙烯醚+15%辛癸基糖苷+去离子水补足
134、20%三氟羧草醚·A2可分散油悬浮剂(15+5)
15%三氟羧草醚+5%A2+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.6%有机膨润土+1.6%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
135、42%三氟羧草醚·A3水剂(30+12)
30%三氟羧草醚+12%A3+5%氢氧化钠+5%脂肪醇聚氧乙烯醚+15%辛癸基糖苷+去离子水补足
136、14%丙炔氟草胺·A1可分散油悬浮剂(6+8)
6%丙炔氟草胺+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.6%有机膨润土+10%豆油+油酸甲酯补足
137、16%丙炔氟草胺·A2乳油(6+10)
6%丙炔氟草胺+10%A2+15%环戊酮+3%十二烷基苯磺酸钙+4%脂肪醇聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+150#溶剂油补足
138、18%丙炔氟草胺·A3可分散油悬浮剂(6+12)
6%丙炔氟草胺+12%A3+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.4%有机膨润土+10%豆油+油酸甲酯补足
139、32%甲磺草胺·A1可分散油悬浮剂(24+8)
24%甲磺草胺+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.3%有机膨润土+10%150#溶剂油+油酸甲酯补足
140、34%甲磺草胺·A2悬乳剂(24+10)
24%甲磺草胺+10%A2+8%150#溶剂油+4%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+4%丙二醇嵌段聚醚+4%蓖麻油聚氧乙烯醚+0.15%黄原胶+2%乙二醇+去离子水补足
141、36%甲磺草胺·A4水悬浮剂(24+12)
24%甲磺草胺+12%A4+4%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+3%萘磺酸盐分散剂+2%脂肪醇聚氧乙烯醚+0.15%黄原胶+1%硅酸镁铝+3%乙二醇+去离子水补足
142、32%苯嘧磺草胺·A1可分散油悬浮剂(24+8)
24%苯嘧磺草胺+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.0%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
143、34%苯嘧磺草胺·A2悬乳剂(24+10)
24%苯嘧磺草胺+10%A2+8%150#溶剂油+4%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+4%丙二醇嵌段聚醚+4%蓖麻油聚氧乙烯醚+0.12%黄原胶+2%乙二醇+去离子水补足
144、36%苯嘧磺草胺·A3水悬浮剂(24+12)
24%苯嘧磺草胺+12%A3+4%苯乙基酚聚氧乙烯醚磷酸酯三乙醇胺盐+3%萘磺酸盐分散剂+2%脂肪醇聚氧乙烯醚+0.15%黄原胶+1.2%硅酸镁铝+3%乙二醇+去离子水补足
145、24%噁草酮·A1可分散油悬浮剂(20+4)
20%噁草酮+4%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+1.0%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
146、25%噁草酮·A2可分散油悬浮剂(20+5)
20%噁草酮+5%A2+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.0%有机膨润土+10%150#溶剂油+油酸甲酯补足
147、26%噁草酮·A4可分散油悬浮剂(20+6)
20%噁草酮+6%A4+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.2%有机膨润土+10%150#溶剂油+油酸甲酯补足
148、14%丙炔噁草酮·A1可分散油悬浮剂(6+8)
6%丙炔噁草酮+8%A1+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.6%有机膨润土+1.5%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
149、16%丙炔噁草酮·A2可分散油悬浮剂(6+10)
6%丙炔噁草酮+10%A2+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.5%有机膨润土+1.5%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
150、18%丙炔噁草酮·A4可分散油悬浮剂(6+12)
6%丙炔噁草酮+12%A4+4%十二烷基苯磺酸钙+8%腰果酚聚氧乙烯醚+4%蓖麻油聚氧乙烯醚+1.4%有机膨润土+1.2%气相法白炭黑+10%150#溶剂油+油酸甲酯补足
151、A172+草甘膦(20+30)可分散油悬浮剂
20%A172+30%草甘膦+6%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+6%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
152、A67+草甘膦(10+30)可分散油悬浮剂
10%A67+30%草甘膦+5%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+5%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
153、A1+草甘膦(9+30)可分散油悬浮剂
9%A1+30%草甘膦+5%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+5%蓖麻油聚氧乙烯醚 +0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
154、A4+草甘膦(12+30)可分散油悬浮剂
12%A4+30%草甘膦+5%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+5%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
155、A171+草甘膦(20+30)可分散油悬浮剂
20%A171+30%草甘膦+5%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+6%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
156、A211+草甘膦(10+30)可分散油悬浮剂
10%A211+30%草甘膦+5%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+6%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
157、A94+草甘膦(20+30)可分散油悬浮剂
20%A94+30%草甘膦+5%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+6%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
158、A173+草甘膦(10+30)可分散油悬浮剂
10%A173+30%草甘膦+5%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+6%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
159、A212+草甘膦(20+30)可分散油悬浮剂
20%A212+30%草甘膦+5%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+6%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
160、A141+草甘膦(10+30)可分散油悬浮剂
10%A141+30%草甘膦+5%十二烷基苯磺酸钙+6%脂肪醇聚氧乙烯醚+6%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
161、A163+草甘膦(10+30)可分散油悬浮剂
10%A163+30%草甘膦+5%十二烷基苯磺酸钙+8%脂肪醇聚氧乙烯醚+5%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
162、A130+草甘膦(10+30)可分散油悬浮剂
10%A130+30%草甘膦+5%十二烷基苯磺酸钙+7%脂肪醇聚氧乙烯醚+5%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
163、A213+草甘膦(10+30)可分散油悬浮剂
10%A213+30%草甘膦+5%十二烷基苯磺酸钙+7%脂肪醇聚氧乙烯醚+5%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
164、A214+草甘膦(10+30)可分散油悬浮剂
10%A214+30%草甘膦+5%十二烷基苯磺酸钙+7%脂肪醇聚氧乙烯醚+5%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
165、A2+草甘膦(10+30)可分散油悬浮剂
10%A2+30%草甘膦+5%十二烷基苯磺酸钙+7%脂肪醇聚氧乙烯醚+5%蓖麻油聚氧乙烯醚+0.5%有机膨润土+15%100#溶剂油+油酸甲酯补足
上述可分散油悬浮剂加工设备:混料釜、胶体磨、砂磨机、剪切机等。
上述可分散油悬浮剂加工过程:将所有物料投入混料釜中,搅拌混合后过胶体磨,之后进入砂磨机三级砂磨,最后在剪切机中剪切均匀,化验合格后,转移至储罐灌装。
上述水悬浮剂加工设备:混料釜、胶体磨、砂磨机、剪切机等。
上述水悬浮剂加工过程:将所有物料投入混料釜中,搅拌混合后过胶体磨,之后进入砂磨机三级砂磨,最后在剪切机中剪切均匀,化验合格后,转移至储罐灌装。
上述悬乳剂加工设备:混料釜、胶体磨、砂磨机、剪切机等。
上述悬乳剂加工过程:将部分物料及助剂投入混料釜中,搅拌混合后过胶体磨,之后进入砂磨机三级砂磨,砂磨完毕后转移至中间罐为水相;之后将剩余部分原药和助溶剂投入配料釜中,搅拌溶解至完全透明,搅拌均匀为油相;最后在剪切釜中开启剪切,将油相缓慢滴加至水相中,全部物料滴加完毕后,继续剪切1个小时,化验合格后,转移至储罐灌装。
上述水乳剂加工设备:真空泵,配料釜,储罐,剪切釜。
上述水乳剂加工过程:将原药和溶剂投入配料釜中,搅拌溶解至完全透明,之后加入乳化剂,搅拌均匀为油相,之后将乙二醇、消泡剂和去离子水抽入剪切釜内,最后在剪切状态下,将油相缓缓抽入剪切釜内,全部物料抽入后,继续剪切1个小时,化验合格后,转移至储罐灌装。
上述微乳剂加工设备:真空泵,配料釜,储罐。
上述微乳剂加工过程:将原药和溶剂投入配料釜中,搅拌溶解至完全透明,之后加入乳化剂,搅拌均匀,最后加去离子水,搅拌至溶液完全透明,化验合格后,转移至储罐灌装。
上述乳油加工设备:真空泵,配料釜,储罐。
上述乳油加工过程:将原药和溶剂投入配料釜中,搅拌溶解至完全透明,之后加入乳化剂,搅拌均匀至溶液完全透明,化验合格后,转移至储罐灌装。
上述水剂加工设备:真空泵,配料釜,储罐。
上述水剂加工过程:将原药和去离子投入配料釜中,搅拌溶解至完全透明,之后加入乳化剂,搅拌至溶液完全透明,化验合格后,转移至储罐灌装。
B)药效试验
苗后茎叶喷雾处理:
1)试验条件
1.1)、供试靶标
表1-48、51-98、101-148:西来稗、鳢肠、猪殃殃、看麦娘、日本看麦娘、陌上菜、波斯婆婆纳、牛繁缕、菵草、繁缕采自江苏淮安;鸭跖草、苣荬菜、金色狗尾草、虎尾草、大狗尾草、苦苣菜、水田稗、刺儿菜、苍耳采自黑龙江齐齐哈尔;野油菜、阿拉伯婆婆纳采自河南驻马店;丁香蓼、耳叶水苋采自浙江诸暨;反枝苋、播娘蒿、马唐、绿色狗尾草、小飞蓬、荠菜、牛筋草、圆叶牵牛、苘麻、藜、铁苋菜、龙葵采自山东青岛;长芒稗采自宁夏平罗。
表151-206:马唐、反枝苋、小飞蓬、荠菜、牛筋草采自山东黄岛,野油菜采自安徽泗县,日本看麦娘采自安徽天长,婆婆纳采自江苏泗阳。
上述杂草采用盆栽法培养,用180х140mm塑料营养钵,摆放于搪瓷盘中,内装从农田采回经风干过筛的表层土壤(4/5处),土壤湿度初期均控制在20%,挑选籽粒饱满均一的杂草种子,用25℃温水浸泡6小时,在28℃生化培养箱(黑暗)中催芽,将刚刚露白的杂草种子均匀摆放在土壤表面,根据种子粒径大小然后覆土0.5-1cm。
1.2)、培养条件
在可控日光温室内进行,温度20~30℃,自然光照,相对湿度57%~72%。土壤类型为壤土,有机质含量为1.63%,pH=7.1,碱解氮84.3mg/kg,速效磷38.5mg/kg,速效钾82.1mg/kg。
1.3)、仪器设备
3WP-2000型行走式喷雾塔,农业部南京农业机械研究所。GA10型万分之一电子天平(德国);ZDR2000智能数据记录仪(杭州泽大仪器有限公司);SPX型智能生化培养箱(宁波江南仪器厂)。
2)试验设计
2.1)、试剂
所需活性成分A来自专利CN201911321469.4,代表性化合物的制备实施例如下,其他化合物的合成方法类似,故不再赘述。
(1)化合物A67和A1的合成
将化合物a(0.5g,2.13mmol),化合物b(313mg,2.55mmol),催化量的TBAB(10mg),DMF(10mL)置于圆底烧瓶中,室温15℃下搅拌24小时。液质检测少量原料剩余,即可处理。将反应液倒入到50mL水中,用甲基叔丁基醚萃取2次(50mL x 2),有机相干燥,浓缩, 经柱层析分离纯化,得到化合物A67(300mg,收率50%)。化合物A67为白色固体。
Figure PCTCN2020101901-appb-000068
将化合物A67(0.3g,1.06mmol)、甲醇(20mL)置于100mL单口瓶中,氢氧化锂(44.5mg,1.06mmol)溶解在2mL水中,室温下缓慢滴加到单口瓶中,室温搅拌12小时。液质检测原料反应完,用0.5M稀盐酸调pH至5-6,浓缩,用水和乙酸乙酯萃取。有机相干燥、浓缩得到化合物A1(200mg,收率70%),化合物A1为白色固体。
Figure PCTCN2020101901-appb-000069
(2)化合物A2的合成
将化合物A1(200mg,0.74mmol),化合物c(75mg,0.74mmol),DCC(152mg,0.74mmol),无水DCM(20mL)置于100mL圆底烧瓶中,室温反应12小时。液质检测原料反应完,将反应液浓缩,经柱层析分离得到化合物A2(200mg,收率77%),化合物A2为白色固体。
Figure PCTCN2020101901-appb-000070
(3)化合物A211的合成
将化合物A1(200mg,0.74mmol),化合物c(85mg,0.74mmol),DCC(152mg,0.74mmol),无水DCM(20mL)置于100mL圆底烧瓶中,室温反应12小时。液质检测原料反应完,将反应液浓缩,经柱层析分离得到化合物A211(200mg,收率73%),化合物A211为白色固体。
Figure PCTCN2020101901-appb-000071
(4)化合物A173的合成
将化合物d(2g,18.16mmol),化合物b(3.64g,21.80mmol),催化量的TBAB(10mg),DMF(20mL)置于圆底烧瓶中,室温15℃下搅拌24小时。液质检测少量原料剩余,即可处理。将反应液倒入到50mL水中,用甲基叔丁基醚萃取2次(100mL x 2),有机相干燥,浓 缩,经柱层析分离纯化,得到化合物e(1.5mg,收率42%)。化合物e为白色固体。
Figure PCTCN2020101901-appb-000072
将化合物e(0.5g,2.55mmol)溶解在乙腈(20mL)中,并置于100mL单口瓶中,室温下加NCS(850.7mg,6.37mmol)和催化量的BPO(10mg),升温至70℃,反应2小时,液质检测原料反应完全,浓缩,经柱层析分离纯化,得到化合物A173(300mg,收率44%),化合物A173为白色固体。
Figure PCTCN2020101901-appb-000073
(5)化合物A174和A212的合成
将化合物e(0.5g,2.55mmol)溶解在乙腈(20mL)中,并置于100mL单口瓶中,室温下加NBS(1.13mg,6.37mmol)和催化量的BPO(10mg),升温至70℃,反应2小时,液质检测原料反应完全,浓缩,经柱层析分离纯化,得到化合物A174(500mg,收率54%),化合物A174为白色固体。
Figure PCTCN2020101901-appb-000074
将化合物A174(0.5g,1.41mmol)、甲醇(20mL)置于100mL单口瓶中,氢氧化锂(59.3mg,1.41mmol)溶解在2mL水中,室温下缓慢滴加到单口瓶中,室温搅拌12小时。液质检测原料反应完,用0.5M稀盐酸调pH至5-6,浓缩,用水和乙酸乙酯萃取。有机相干燥、浓缩得到化合物A212(350mg,收率73%),化合物A212为白色固体。
Figure PCTCN2020101901-appb-000075
所需活性成分B环吡氟草酮、双唑草酮、苯唑氟草酮、三唑磺草酮为本公司生产,其他由试剂公司购买。原药均采用丙酮作溶剂,用含量0.1%乳化剂吐温-80水溶液稀释,现用现稀释。
2.2)、试验处理
2.2.1)、剂量设置
在确定A与活性成分B配比或含量时,应从两种药剂的作用特点及其毒力等衡量,还要考虑该配方的主要使用目的。本研究在前期预试的基础上,设A、B活性成分单用及混合用量分别见表格。以不含药剂、含相同溶剂及乳化剂的水作为空白对照。
2.2.2)、试验重复
表1-48、51-98、101-148、151-206:每处理重复4次,每次每处理3盆,每盆播种杂草种子20粒,每处理共60株。
表207-216:每处理重复4次,每次每处理10盆,每盆播种杂草种子10粒,后定苗每盆3株。
2.3)、处理方式
2.3.1)、处理时间和次数
表1-48、51-98、101-148:试验共用药1次。待杂草3~4叶期,间苗,保持每盆内杂草15株,每处理保留45株,然后继续培养至禾本科杂草5~6叶、阔叶类杂草6~7叶进行处理。
表151-206:试验共用药1次。待杂草3~4叶期,间苗,保持每盆内杂草15株,每处理保留45株,然后继续培养至禾本科杂草4~5叶、阔叶类杂草5~6叶进行处理。
表207-216:试验共用药1次。待杂草6~8叶期,间苗,保持每盆内杂草3株,每处理保留30株,然后继续培养至小飞蓬株高10厘米进行处理。
2.3.2)、使用器械和用药方法
将培养好的试材均匀摆放在面积0.5m 2的平台上,用3WP-2000型行走式喷雾塔茎叶喷雾,喷液量按450公斤/公顷计。喷雾压力0.3MPa。待全部药液喷完后,关闭气阀,30秒后,打开喷雾塔门,取出营养钵。然后打开气阀,喷清水50mL,清洗喷液管。
3)试验方法
采用盆栽法。杂草培养见1.1),参照《农药室内生物测定试验准则除草剂》进行。用药方法见2.3.2),采用茎叶处理法。处理后移入温室常规培养。
4)数据调查与统计分析
4.1)、调查方法
采用绝对数调查法,用刀片沿土壤表面切断存活杂草整株幼苗,用分析天平称量杂草鲜重。对于已经死亡的杂草,按鲜重为零计。
4.2)、调查时间和次数
表1-48、51-98、101-148、207-216:处理后24天调查,共调查1次。
表151-206:处理后20天调查,共调查1次。
4.3)、数据统计分析
用Gowing法计算各处理混合组合的理论鲜重抑制率(E0=X+Y-X*Y/100),然后与实测抑制率(E)相比较,评价二者混用对杂草的联合作用类型,当E-E0值大于10%为增效作用、小于-10%为拮抗作用、在-10%~10%之间为加成作用。并根据实际防效和除草剂特点、配方的平衡性等因素确定最佳配比。式中X为活性成分A用量为P时的鲜重抑制率;Y为活性成分B用量为Q时的鲜重抑制率。
土壤封闭处理:
1)试验条件
1.1)、供试靶标
西来稗采自江苏淮安;长芒稗采自宁夏平罗;水田稗采自黑龙江齐齐哈尔。
1.2)、培养条件
在可控日光温室内进行,温度20~30℃,自然光照,相对湿度57%~72%。土壤类型为壤土,有机质含量为1.63%,pH=7.1,碱解氮84.3mg/kg,速效磷38.5mg/kg,速效钾82.1mg/kg。试验土壤定量装至盆钵的3/4处,然后从盆钵底部浇灌,使土壤完全湿润至饱和状态。将预处理的供试杂草种子,均匀定量撒播表面,根据种子大小覆土0.5-2cm,播种后24小时备用。
1.3)、仪器设备
GA10型万分之一电子天平(德国);ZDR2000智能数据记录仪(杭州泽大仪器有限公司);SPX型智能生化培养箱(宁波江南仪器厂),移液器等。
2)试验设计
2.1)、试剂
原药均采用丙酮作溶剂,用含量0.1%乳化剂T-80水溶液稀释,现用现稀释。
2.2)、试验处理
2.2.1)、剂量设置
在确定A与活性成分B各组分配比或含量时,应从两种药剂的作用特点及其毒力等衡量,还要考虑该配方的主要使用目的。本研究在前期预试的基础上,设A、B活性成分单用及混合用量分别见表格。以不含药剂、含相同溶剂及乳化剂的水作为空白对照。
2.2.2)、试验重复
每处理重复4次,每次每处理3盆,每盆播种杂草种子30粒。
3)试验方法
将播种覆土的盆钵均匀摆放在面积0.5m 2的平台上,用3WP-2000型行走式喷雾塔土壤表 面喷雾,喷液量按675公斤/公顷计。喷雾压力0.3MPa。待全部药液喷完后,关闭气阀,30秒后,打开喷雾塔门,取出营养钵。然后打开气阀,喷清水50mL,清洗喷液管。
4)数据调查与统计分析
与苗后茎叶喷雾处理相同,故不再赘述。
统计结果见下表1-216,除已标记土壤封闭处理外,其他均为苗后茎叶喷雾处理。
表1 A2混配五氟磺草胺对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000076
表2 A2混配双草醚对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000077
表3 A2混配吡嘧磺隆对鳢肠的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000078
表4 A2混配烟嘧磺隆对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000079
表5 A2混配双氟磺草胺对猪殃殃的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000080
表6 A2混配砜嘧磺隆对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000081
表7 A2混配咪草烟对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000082
表8 A2混配甲基咪草烟对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000083
表9 A2混配甲氧咪草烟对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000084
表10 A2混配甲嘧磺隆对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000085
表11 A2混配氯酯磺草胺对鸭跖草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000086
表12 A2混配氰氟草酯对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000087
表13 A2混配炔草酯对看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000088
表14 A2混配唑啉草酯对看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000089
表15 A2混配烯草酮对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000090
表16 A2混配烯禾啶对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000091
表17 A2混配精喹禾灵对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000092
表18 A2混配精吡氟禾草灵对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000093
表19 A2混配高效氟吡甲禾灵对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000094
表20 A2混配莠去津对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000095
表21 A2混配异丙隆对看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000096
表22 A2混配绿麦隆对看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000097
表23 A2混配敌草隆对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000098
表24 A2混配灭草松对陌上菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000099
表25 A2混配溴苯腈对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000100
表26 A2混配敌稗对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000101
表27 A2混配环吡氟草酮对看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000102
表28 A2混配双唑草酮对播娘蒿的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000103
表29 A2混配苯唑氟草酮对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000104
Figure PCTCN2020101901-appb-000105
表30 A2混配三唑磺草酮对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000106
表31 A2混配呋喃磺草酮对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000107
表32 A2混配硝磺草酮对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000108
表33 A2混配环磺酮对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000109
表34 A2混配苯唑草酮对绿色狗尾草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000110
表35 A2混配异噁唑草酮对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000111
Figure PCTCN2020101901-appb-000112
表36 A2混配双环磺草酮对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000113
表37 A2混配吡氟酰草胺对波斯婆婆纳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000114
表38 A2混配氟咯草酮对波斯婆婆纳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000115
表39 A2混配异噁草松对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000116
表40 A2混配唑草酮对波斯婆婆纳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000117
表41 A2混配氟磺胺草醚对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000118
Figure PCTCN2020101901-appb-000119
表42 A2混配乙羧氟草醚对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000120
表43 A2混配乙氧氟草醚对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000121
表44 A2混配乳氟禾草灵对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000122
表45 A2混配三氟羧草醚对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000123
表46 A2混配丙炔氟草胺对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000124
表47 A2混配甲磺草胺对西来稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000125
Figure PCTCN2020101901-appb-000126
表48 A2混配苯嘧磺草胺对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000127
表49 A2混配噁草酮对西来稗的实际防效与联合作用评价(土壤封闭处理)
Figure PCTCN2020101901-appb-000128
表50 A2混配丙炔噁草酮对西来稗的实际防效与联合作用评价(土壤封闭处理)
Figure PCTCN2020101901-appb-000129
表51 A1混配五氟磺草胺对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000130
表52 A1混配双草醚对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000131
表53 A1混配吡嘧磺隆对丁香蓼的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000132
Figure PCTCN2020101901-appb-000133
表54 A1混配烟嘧磺隆对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000134
表55 A1混配双氟磺草胺对牛繁缕的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000135
表56 A1混配砜嘧磺隆对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000136
表57 A1混配咪草烟对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000137
表58 A1混配甲基咪草烟对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000138
表59 A1混配甲氧咪草烟对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000139
Figure PCTCN2020101901-appb-000140
表60 A1混配甲嘧磺隆对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000141
表61 A1混配氯酯磺草胺对苣荬菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000142
表62 A1混配氰氟草酯对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000143
表63 A1混配炔草酯对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000144
表64 A1混配唑啉草酯对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000145
表65 A1混配烯草酮对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000146
Figure PCTCN2020101901-appb-000147
表66 A1混配烯禾啶对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000148
表67 A1混配精喹禾灵对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000149
表68 A1混配精吡氟禾草灵对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000150
表69 A1混配高效氟吡甲禾灵对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000151
表70 A1混配莠去津对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000152
表71 A1混配异丙隆对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000153
Figure PCTCN2020101901-appb-000154
表72 A1混配绿麦隆对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000155
表73 A1混配敌草隆对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000156
表74 A1混配灭草松对苘麻的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000157
表75 A1混配溴苯腈对藜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000158
表76 A1混配敌稗对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000159
表77 A1混配环吡氟草酮对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000160
Figure PCTCN2020101901-appb-000161
表78 A1混配双唑草酮对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000162
表79 A1混配苯唑氟草酮对牛筋草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000163
表80 A1混配三唑磺草酮对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000164
表81 A1混配呋喃磺草酮对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000165
表82 A1混配硝磺草酮对牛筋草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000166
表83 A1混配环磺酮对牛筋草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000167
Figure PCTCN2020101901-appb-000168
表84 A1混配苯唑草酮对金色狗尾草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000169
表85 A1混配异噁唑草酮对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000170
表86 A1混配双环磺草酮对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000171
表87 A1混配吡氟酰草胺对阿拉伯婆婆纳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000172
表88 A1混配氟咯草酮对阿拉伯婆婆纳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000173
表89 A1混配异噁草松对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000174
Figure PCTCN2020101901-appb-000175
表90 A1混配唑草酮对阿拉伯婆婆纳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000176
表91 A1混配氟磺胺草醚对藜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000177
表92 A1混配乙羧氟草醚对藜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000178
表93 A1混配乙氧氟草醚对藜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000179
表94 A1混配乳氟禾草灵对藜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000180
表95 A1混配三氟羧草醚对藜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000181
Figure PCTCN2020101901-appb-000182
表96 A1混配丙炔氟草胺对藜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000183
表97 A1混配甲磺草胺对长芒稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000184
表98 A1混配苯嘧磺草胺对圆叶牵牛的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000185
表99 A1混配噁草酮对长芒稗的实际防效与联合作用评价(土壤封闭处理)
Figure PCTCN2020101901-appb-000186
表100 A1混配丙炔噁草酮对长芒稗的实际防效与联合作用评价(土壤封闭处理)
Figure PCTCN2020101901-appb-000187
表101 A4混配五氟磺草胺对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000188
Figure PCTCN2020101901-appb-000189
表102 A4混配双草醚对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000190
表103 A3混配吡嘧磺隆对耳叶水苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000191
表104 A4混配烟嘧磺隆对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000192
表105 A3混配双氟磺草胺对繁缕的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000193
表106 A4混配砜嘧磺隆对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000194
表107 A4混配咪草烟对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000195
表108 A4混配甲基咪草烟对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000196
表109 A4混配甲氧咪草烟对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000197
表110 A4混配甲嘧磺隆对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000198
表111 A3混配氯酯磺草胺对刺儿菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000199
表112 A4混配氰氟草酯对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000200
表113 A3混配炔草酯对菵草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000201
表114 A3混配唑啉草酯对菵草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000202
表115 A4混配烯草酮对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000203
表116 A4混配烯禾啶对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000204
表117 A4混配精喹禾灵对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000205
表118 A4混配精吡氟禾草灵对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000206
表119 A4混配高效氟吡甲禾灵对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000207
表120 A4混配莠去津对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000208
表121 A3混配异丙隆对菵草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000209
表122 A3混配绿麦隆对菵草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000210
表123 A4混配敌草隆对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000211
表124 A3混配灭草松对苍耳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000212
表125 A3混配溴苯腈对铁苋菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000213
表126 A4混配敌稗对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000214
表127 A3混配环吡氟草酮对菵草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000215
表128 A3混配双唑草酮对野油菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000216
表129 A3混配苯唑氟草酮对虎尾草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000217
表130 A4混配三唑磺草酮对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000218
表131 A4混配呋喃磺草酮对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000219
表132 A3混配硝磺草酮对虎尾草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000220
Figure PCTCN2020101901-appb-000221
表133 A3混配环磺酮对虎尾草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000222
表134 A3混配苯唑草酮对大狗尾草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000223
表135 A4混配异噁唑草酮对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000224
表136 A4混配双环磺草酮对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000225
表137 A3混配吡氟酰草胺对龙葵的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000226
表138 A3混配氟咯草酮对龙葵的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000227
Figure PCTCN2020101901-appb-000228
表139 A4混配异噁草松对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000229
表140 A3混配唑草酮对龙葵的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000230
表141 A3混配氟磺胺草醚对铁苋菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000231
表142 A3混配乙羧氟草醚对铁苋菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000232
表143 A3混配乙氧氟草醚对铁苋菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000233
表144 A3混配乳氟禾草灵对铁苋菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000234
Figure PCTCN2020101901-appb-000235
表145 A3混配三氟羧草醚对铁苋菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000236
表146 A3混配丙炔氟草胺对铁苋菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000237
表147 A4混配甲磺草胺对水田稗的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000238
表148 A3混配苯嘧磺草胺对苦苣菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000239
表149 A4混配噁草酮对水田稗的实际防效与联合作用评价(土壤封闭处理)
Figure PCTCN2020101901-appb-000240
表150 A4混配丙炔噁草酮对水田稗的实际防效与联合作用评价(土壤封闭处理)
Figure PCTCN2020101901-appb-000241
表151 A172混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000242
表152 A172混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000243
表153 A67混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000244
表154 A67混配草甘膦对牛筋草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000245
表155 A67混配草甘膦对野油菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000246
表156 A67混配草甘膦对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000247
表157 A67混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000248
表158 A67混配草铵膦对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000249
Figure PCTCN2020101901-appb-000250
表159 A67混配百草枯对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000251
表160 A67混配敌草快对婆婆纳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000252
表161 A1混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000253
表162 A1混配草甘膦对牛筋草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000254
表163 A1混配草甘膦对野油菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000255
表164 A1混配草甘膦对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000256
表165 A1混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000257
Figure PCTCN2020101901-appb-000258
表166 A1混配草铵膦对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000259
表167 A4混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000260
表168 A4混配草甘膦对牛筋草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000261
表169 A4混配草甘膦对野油菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000262
表170 A4混配草甘膦对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000263
表171 A4混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000264
表172 A4混配草铵膦对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000265
表173 A171混配草甘膦对马唐的实际防效与联合作用评价
A+B剂量 A:B A对应剂量单用防 B对应剂量单用 A+B防效 E0(%) E-E0(%)
(g a.i./ha)   效(%) 防效(%) (%),E    
150+75 2:1 31.9 12.3 52.3 40.3 12.0
150+150 1:1 31.9 24.6 64.2 48.7 15.5
75+300 1:4 19.2 43.5 69.2 54.3 14.9
75+600 1:8 19.2 76.4 92.3 80.9 11.4
表174 A171混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000266
表175 A211混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000267
表176 A211混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000268
表177 A94混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000269
表178 A94混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000270
表179 A173混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000271
表180 A173混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000272
Figure PCTCN2020101901-appb-000273
表181 A212混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000274
表182 A212混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000275
表183 A141混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000276
表184 A141混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000277
表185 A163混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000278
表186 A163混配草甘膦对牛筋草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000279
表187 A163混配草甘膦对野油菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000280
表188 A163混配草甘膦对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000281
表189 A163混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000282
表190 A163混配草铵膦对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000283
表191 A163混配百草枯对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000284
表192 A163混配敌草快对婆婆纳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000285
表193 A130混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000286
表194 A130混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000287
表195 A213混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000288
Figure PCTCN2020101901-appb-000289
表196 A213混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000290
表197 A214混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000291
表198 A214混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000292
表199 A2混配草甘膦对马唐的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000293
表200 A2混配草甘膦对牛筋草的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000294
表201 A2混配草甘膦对野油菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000295
表202 A2混配草甘膦对日本看麦娘的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000296
表203 A2混配草铵膦对荠菜的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000297
表204 A2混配草铵膦对反枝苋的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000298
表205 A2混配百草枯对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000299
表206 A2混配敌草快对婆婆纳的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000300
表207 A2混配三氯吡氧乙酸对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000301
表208 A2混配2甲4氯对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000302
表209 A2混配麦草畏对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000303
表210 A2混配氨氯吡啶酸对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000304
表211 A2混配氯氨吡啶酸对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000305
Figure PCTCN2020101901-appb-000306
表212 A2混配氯氟吡氧乙酸对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000307
表213 A2混配氯氟吡啶酯对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000308
表214 A2混配氟氯吡啶酯对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000309
表215 A2混配二氯喹啉酸对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000310
表216 A2混配二氯吡啶酸对小飞蓬的实际防效与联合作用评价
Figure PCTCN2020101901-appb-000311
C)大田示范
利用实施例1-150制得的除草剂组合物进行田间杂草效果试验。
2018年在山东青岛试验点进行示范性推广试验。田间发生的杂草主要有:马唐、牛筋草、稗草、绿色狗尾草、野稷、反枝苋、铁苋菜、问荆、粟米草、水莎草等。
试验方法:
茎叶处理:待杂草处于3-5叶期,手动喷雾器,兑水量30公斤/667m 2,采用茎叶喷雾处理。
具体试验药剂及剂量详见表217,小区面积50平方米,每处理重复4次。施药后45天调查防除效果见表217。
Figure PCTCN2020101901-appb-000312
表217所述复配组合物的大田示范效果情况
实施例序号 用量(g a.i./ha) 鲜重防效(%)
1 150 97.8
2 180 95.6
3 210 93.8
4 150 98.3
5 180 95.2
6 210 94.6
7 150 97.5
8 180 96.7
9 210 94.9
10 180 96.6
11 210 96.7
12 240 94.1
13 124.5 97.1
14 154.5 96.3
15 184.5 94.9
16 150 96.3
17 180 97.8
18 210 95.2
19 210 95.4
20 240 97.8
21 270 94.4
22 270 95.9
23 300 97.4
24 330 95.2
25 180 95.1
26 210 98.9
27 240 95.5
28 270 94.2
29 300 98.9
30 330 94.7
31 150 94.7
32 180 98.5
33 210 95.5
34 270 93.9
35 300 98.3
36 330 95.8
37 165 97.5
38 195 95.1
39 225 93.6
40 195 97.6
41 225 94.9
42 255 94.1
43 210 97.3
44 240 95.8
45 270 94.6
46 345 96.1
47 375 96.5
48 405 93.4
49 180 96.8
50 210 95.8
51 240 94.7
52 180 95.6
53 210 97.5
54 240 94.7
55 180 95.1
56 210 97.3
57 240 94.2
58 870 95.2
59 900 97.1
60 930 94.7
61 870 94.9
62 900 97.8
63 930 95.2
64 870 93.7
65 900 98.7
66 930 93.5
67 1020 94.4
68 1050 97.7
69 1080 95.3
70 720 93.2
71 750 97.5
72 780 95.3
73 300 92.7
74 330 96.5
75 360 95.3
76 1620 94.5
77 1650 94.9
78 1680 97.2
79 255 94.1
80 285 94.8
81 315 96.3
82 150 93.5
83 180 94.5
84 210 96.8
85 255 94.2
86 285 94.7
87 315 96.2
88 300 94.9
89 330 93.2
90 360 98.5
91 210 92.3
92 240 94.1
93 270 96.9
94 270 95.1
95 300 92.5
96 330 96.7
97 210 94.8
98 240 92.2
99 270 96.3
100 165 94.2
101 195 93.8
102 225 94.4
103 210 97.9
104 240 95.7
105 270 94.5
106 420 97.1
107 450 93.3
108 480 93.8
109 270 97.2
110 300 93.7
111 330 94.2
112 870 96.5
113 900 93.8
114 930 92.9
115 570 99.8
116 600 92.6
117 630 92.9
118 150 96.6
119 180 94.3
120 210 92.3
121 495 97.9
122 525 94.6
123 555 96.8
124 135 95.4
125 165 95.8
126 195 97.4
127 300 92.1
128 330 93.5
129 360 96.4
130 240 93.5
131 270 95.4
132 300 96.3
133 570 93.1
134 600 93.2
135 630 99.3
136 210 92.1
137 240 92.7
138 270 95.5
139 480 95.1
140 510 93.6
141 540 98.2
142 480 93.4
143 510 97.9
144 540 94.6
145 720 91.5
146 750 96.7
147 780 94.9
148 210 93.7
149 240 95.8
150 270 96.3
D)室内评价试验
利用A)实施例151-165制得的除草剂组合物进行室内评价试验,具体试验方法同B)药效试验相应部分。
供试杂草:稗草、马唐、牛筋草、绿色狗尾草、野稷、反枝苋、苘麻、铁苋菜。
供试作物(含草甘膦、2,4-D抗性性状):玉米SmartStax TMPro x Enlist TM(Event Name MON87427 x MON89034 x TC1507 x MON87411 x 59122 x DAS40278)、大豆Conkesta Enlist E3 TM(Event Name DAS81419 x DAS44406)。
茎叶处理叶龄:杂草3-5叶期、玉米3-5叶1心期、大豆第2至第3个三小叶期。
具体试验药剂、用药量以及施药后20天调查防除效果见表218。
杂草鲜重防效(%)=(空白对照杂草鲜重-药剂处理杂草鲜重)/空白对照杂草鲜重×100
表218所述复配组合物在转基因抗除草剂性状作物上的应用
药剂 用药量(g a.i./ha) 杂草鲜重防效(%) 作物安全性-玉米 作物安全性-大豆
151 1125 93.1 安全 安全
152 900 96.4 安全 安全
153 877.5 97.2 安全 安全
154 945 95.2 安全 安全
155 1125 94.9 安全 安全
156 900 92.3 安全 安全
157 1125 91.7 安全 安全
158 900 93.9 安全 安全
159 1125 94.6 安全 安全
160 900 92.0 安全 安全
161 900 95.5 安全 安全
162 900 94.2 安全 安全
163 900 91.6 安全 安全
164 900 93.2 安全 安全
165 900 96.0 安全 安全
经过大量试验和探索,本发明意外地发现,所述组合物用于防除耳叶水苋、反枝苋、铁苋菜、龙葵、鳢肠、猪殃殃、田旋花、小飞蓬、荠菜、苘麻、波斯婆婆纳、阿拉伯婆婆纳、牛繁缕、繁缕、野油菜、丁香蓼、陌上菜、苣荬菜、苦苣菜、刺儿菜、苍耳、播娘蒿、藜、鸭跖草、圆叶牵牛等阔叶类杂草,看麦娘、日本看麦娘、虎尾草、稗草、西来稗、水田稗、长芒稗、大狗尾草、绿色狗尾草、金色狗尾草、马唐、牛筋草、菵草、野黍、野糜子等禾本科杂草,以及问荆等木贼科杂草,具有令人惊讶的、意想不到的增效作用,这种增效作用在低剂量下表现更为显著,可降低用药量,降低对环境的污染,且合理复配降低了农用成本,对ALS、ACCase抑制剂抗性杂草高效,具有很好的应用前景。同时经过测试在小麦田、玉米田、水稻田、花生、甘蔗、高粱、谷子、马铃薯、油菜、大豆、棉花、蔬菜、早熟禾、高羊茅、结缕草等大田中显示良好的选择性和优异的增效作用,可以开发成具有广泛市场价值的除草剂混剂。

Claims (10)

  1. 一种包含R型吡啶氧基羧酸衍生物的除草组合物,其特征在于,包括除草有效量的活性成分A和活性成分B,其中,
    活性成分A选自如式Ⅰ所示的R型吡啶氧基羧酸及其盐、酯衍生物中的一种或多种:
    Figure PCTCN2020101901-appb-100001
    其中,R 1、R 2分别独立地代表卤素、C1-C6烷基、卤代C1-C6烷基、C3-C6环烷基;
    R 3代表氢、卤素、C1-C6烷基、卤代C1-C6烷基;
    Q代表C1-C6烷基,卤代C1-C6烷基,C3-C6环烷基,C2-C6烯基,C2-C6炔基,卤素,氰基,氨基,硝基,甲酰基,C1-C6烷氧基,C1-C6烷硫基,C1-C6烷氧羰基,羟基C1-C6烷基,C1-C6烷氧基C1-C6烷基,氰基C1-C6烷基,C1-C6烷氨基C1-C6烷基,以及未取代或被选自C1-C6烷基、氰基、卤代C1-C6烷基、C1-C6烷基氨基、卤素和C1-C6烷氧基中的至少一个基团所取代的苯基、苄基、萘基、呋喃基、噻吩基、噻唑基、吡唑基、吡啶基或嘧啶基;
    Y代表氨基,C1-C6烷基氨基,C1-C6烷基羰基氨基,以及未取代或被选自C1-C6烷基、卤素、氰基、C1-C6烷基氨基、C1-C6烷氧基和卤代C1-C6烷基中的至少一个基团所取代的苯基羰基氨基、苄基氨基或呋喃基亚甲基氨基;
    所述盐为金属盐、铵盐NH 4 +、伯胺盐R”NH 2、仲胺盐(R”) 2NH、叔胺盐(R”) 3N、季胺盐(R”) 4N +、多元胺盐、吗啉盐、N-甲基吗啉盐、哌啶盐、吡啶盐、氨基丙基吗啉盐、Jeff胺D-230盐、2,4,6-三(二甲基氨基甲基)苯酚和氢氧化钠的盐、C1-C16烷基锍盐、C1-C16烷基氧化锍盐、C1-C16烷基鏻盐或C1-C16烷醇鏻盐;
    其中,R”分别独立地代表未取代或被选自卤素、羟基、C1-C6烷氧基、C1-C6烷硫基、羟基C1-C6烷氧基中的一个或多个基团所取代的C1-C16烷基,C2-C12烯基,C2-C12炔基,C3-C12环烷基,未取代或被C1-C6烷基取代的苯基或苄基;
    所述酯为
    Figure PCTCN2020101901-appb-100002
    其中,X代表O或S;
    M代表C1-C18烷基,卤代C1-C8烷基,未取代或被C1-C6烷基取代的C3-C6环烷基,C2-C6烯基,卤代C2-C6烯基,C2-C6炔基,C1-C6烷氧基,C1-C6烷氧羰基,C1-C6烷基磺酰基,氰基C1-C6烷基,硝基C1-C6烷基,C1-C6烷氧基C1-C6烷基,-(C1-C6烷基)-Z,
    Figure PCTCN2020101901-appb-100003
    以及未取代或被选自C1-C6烷基、卤代C1-C6烷基、氰基、C1-C6烷基氨基、卤素和C1-C6烷氧基中的至少一个基团所取代的苯基、
    Figure PCTCN2020101901-appb-100004
    四氢呋喃基、吡啶基、萘基、呋喃基、噻吩基、吡咯基、吡唑基或咪唑基;
    Z代表
    Figure PCTCN2020101901-appb-100005
    以及未取代或被选自C1-C6烷基、C1-C6烷氧基、C1-C6烷基氨基、卤代C1-C6烷基、氰基和卤素中的至少一个基团所取代的
    Figure PCTCN2020101901-appb-100006
    苯基、四氢呋喃基、吡啶基、吡唑基、噻吩基、呋喃基或萘基;
    R 4、R 5、R 6分别独立地代表氢,C1-C6烷基,C1-C6烷氧基羰基,以及未取代或被选自C1-C6烷基、C1-C6烷氧基、C1-C6烷基氨基、卤代C1-C6烷基、氰基和卤素中的至少一个基团所取代的苯基;
    R 7代表C1-C6烷基、C2-C6烯基、
    Figure PCTCN2020101901-appb-100007
    活性成分B选自以下化合物或其酸/盐/酯中的一种或多种:
    (1)ALS抑制剂:五氟磺草胺、双草醚、吡嘧磺隆、烟嘧磺隆、双氟磺草胺、砜嘧磺隆、咪草烟、甲基咪草烟、甲氧咪草烟、甲嘧磺隆、氯酯磺草胺;
    (2)ACCase抑制剂:氰氟草酯、炔草酯、唑啉草酯、烯草酮、烯禾啶、精喹禾灵、精吡氟禾草灵、高效氟吡甲禾灵;
    (3)PSII抑制剂:莠去津、异丙隆、绿麦隆、敌草隆、灭草松、溴苯腈、敌稗;
    (4)HPPD抑制剂:环吡氟草酮、双唑草酮、苯唑氟草酮、三唑磺草酮、呋喃磺草酮、硝磺草酮、环磺酮、苯唑草酮、异噁唑草酮、双环磺草酮;
    (5)PDS抑制剂:吡氟酰草胺、氟咯草酮;
    (6)DOXP抑制剂:异噁草松;
    (7)PPO抑制剂:唑草酮、氟磺胺草醚、乙羧氟草醚、乙氧氟草醚、乳氟禾草灵、三氟羧草醚、丙炔氟草胺、甲磺草胺、苯嘧磺草胺、噁草酮、丙炔噁草酮;
    (8)合成激素类抑制剂:三氯吡氧乙酸、2甲4氯、麦草畏、氨氯吡啶酸、氯氨吡啶酸、氯氟吡氧乙酸、氯氟吡啶酯、氟氯吡啶酯、二氯喹啉酸、二氯吡啶酸;
    (9)EPSPS抑制剂:草甘膦;
    (10)GS抑制剂:草铵膦;
    (11)PSI抑制剂:敌草快、百草枯。
  2. 根据权利要求1所述的一种包含R型吡啶氧基羧酸衍生物的除草组合物,其特征在于,
    R 1、R 2分别独立地代表氟、氯、溴、碘、甲基、乙基、丙基、异丙基、三氟甲基、环丙基;
    R 3代表氢、氟、氯、溴、碘、甲基、三氟甲基;
    Q代表甲基,乙基,丙基,异丙基,环丙基,乙烯基,乙炔基,氟,氯,溴,氰基,氨基,硝基,甲酰基,甲氧基,甲硫基,甲氧羰基,一氯甲基,一氟甲基,二氟甲基,三氟甲基,2-氯乙基,2,2,2-三氟乙基,羟基甲基,
    Figure PCTCN2020101901-appb-100008
    苄基,萘基,呋喃基,吡啶基,嘧啶基,以及未取代或被氯取代的噻唑基,未取代或被氟取代的噻吩基,未取代或被甲基或氟取代的
    Figure PCTCN2020101901-appb-100009
    未取代或被甲基、三氟甲基、氯和甲氧基中的至少一个基团所取代的苯基;
    Y代表NH 2
    Figure PCTCN2020101901-appb-100010
    所述盐为钠盐、锂盐、钾盐、铯盐、铷盐、钙盐、镁盐、钡盐、锶盐、锑盐、铋盐、镉盐、铈盐、铬盐、钴盐、钪盐、钛盐、锰盐、铜盐、铁盐、银盐、金盐、锌盐、铝盐、铵盐、四甲基铵盐、四乙基铵盐、四丙基铵盐、四丁基铵盐、N-十六烷基三甲基胺盐、N-苄基三甲基铵盐、苄基三乙基铵盐、胆碱盐、一甲胺盐、二甲胺盐、三甲胺盐、一乙胺盐、二乙胺盐、三乙胺盐、正丙胺盐、二丙胺盐、三丙胺盐、一异丙胺盐、二异丙胺盐、三异丙胺盐、正丁胺盐、二丁胺盐、三丁胺盐、异丁胺盐、叔丁胺盐、戊胺盐、己胺盐、庚胺盐、辛胺盐、十二烷基胺盐、十四烷基胺盐、二烯丙基胺盐、环己胺盐、环十二烷基胺盐、苯胺盐、邻甲苯胺盐、间甲苯胺盐、对甲苯胺盐、二苯胺盐、苄胺盐、单乙醇胺盐、N-甲基单乙醇胺盐、N,N-二甲基乙醇胺盐、N-乙基单乙醇胺盐、N,N-二乙基乙醇胺盐、N-丙基单乙醇胺盐、N,N-二正丙基乙醇胺盐、N-丁基单乙醇胺盐、二乙醇胺盐、N-甲基二乙醇胺盐、N-乙基二乙醇胺盐、N-丙基二乙醇胺盐、N-丁基二乙醇胺盐、N,N-二丁基乙醇胺盐、三乙醇胺盐、三丙醇胺盐、三异丙醇胺盐、三(2-羟基丙基)胺盐、二甘醇胺盐、六亚甲基四胺盐、乙二胺盐、二亚乙基三胺盐、二甲基氨基丙胺盐、1,2-丙二胺盐、三乙烯二胺盐、三乙烯四胺盐、联苯胺盐、N,N-双[氨基丙基]甲胺盐、2-甲基硫基丙胺盐、2-丁氧基乙胺盐、AEPD盐、三(羟甲基)氨基甲烷盐、吗啉盐、N-甲基吗啉盐、哌啶盐、吡啶盐、氨基丙基吗啉盐、Jeff胺D-230盐、2,4,6-三(二甲基氨基甲基)苯酚和氢氧化钠的盐、三甲基锍盐、三乙基锍盐;
    所述Ⅰ-1中X代表O或S;
    M代表甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,戊基,己基,庚基,辛基,壬基,癸基,十一烷基,十二烷基,十八烷基,三氟甲基,五氟乙基,3-氯丁基,2-氟乙基,2-氯乙基,2-溴乙基,2,2-二氟乙基,2,2,2-三氟乙基,4,4,4-三氟丁基,2,2,3,3,3-五氟丙基,环丙基,环丁基,环戊基,环己基,烯丙基,2-丙炔基,甲氧基,乙氧羰基,甲基磺酰基,
    Figure PCTCN2020101901-appb-100011
    Figure PCTCN2020101901-appb-100012
    四氢呋喃基,四氢呋喃基亚甲基,吡啶基,吡啶基亚甲基,萘基,萘基亚甲基,呋喃基,呋喃基亚甲基,噻吩基,噻吩基亚甲基,
    Figure PCTCN2020101901-appb-100013
    以及未取代或甲基取代的
    Figure PCTCN2020101901-appb-100014
    未取代或被甲基、二甲基氨基、氯、甲氧基、三氟甲基或异丙基取代的苯基,未取代或被三氟甲基、溴、氯、氟、甲氧基、氰基或甲基取代的苄基;
    R’代表氢、甲基、乙基、二氟甲基。
  3. 根据权利要求1或2所述的一种包含R型吡啶氧基羧酸衍生物的除草组合物,其特征在于,活性成分A选自以下化合物中的一种或多种:
    Figure PCTCN2020101901-appb-100015
    Figure PCTCN2020101901-appb-100016
    Figure PCTCN2020101901-appb-100017
    Figure PCTCN2020101901-appb-100018
    Figure PCTCN2020101901-appb-100019
    Figure PCTCN2020101901-appb-100020
    Figure PCTCN2020101901-appb-100021
    Figure PCTCN2020101901-appb-100022
    Figure PCTCN2020101901-appb-100023
    Figure PCTCN2020101901-appb-100024
    Figure PCTCN2020101901-appb-100025
    Figure PCTCN2020101901-appb-100026
    Figure PCTCN2020101901-appb-100027
    Figure PCTCN2020101901-appb-100028
    Figure PCTCN2020101901-appb-100029
    Figure PCTCN2020101901-appb-100030
  4. 根据权利要求1-3任意一项所述的一种包含R型吡啶氧基羧酸衍生物的除草组合物,其特征在于,A、B的重量比为1:100~100:1或1:50~50:1;优选为1:30~30:1或1:20~20:1;更优选为1:10~10:1或1:8~8:1;进一步优选为1:5~5:1或1:1~2:1或1:1~1:2。
  5. 根据权利要求1-4任意一项所述的一种包含R型吡啶氧基羧酸衍生物的除草组合物,其特征在于,所述除草组合物中A和B的质量百分含量占总量的1-95%,优选10-80%。
  6. 根据权利要求1-4任意一项所述的一种包含R型吡啶氧基羧酸衍生物的除草组合物,其特征在于,所述除草组合物中还包括常规助剂,优选地,所述常规助剂包括载体和/或表面活性剂。
  7. 根据权利要求1-4任意一项所述的一种包含R型吡啶氧基羧酸衍生物的除草组合物,其特征在于,所述除草组合物进一步包括至少一种安全剂,优选地,所述安全剂选自双苯噁唑酸、cyprosulfamide、吡唑解草酯、解毒喹、赤霉酸、furilazole、metcamifen中的一种或多 种。
  8. 根据权利要求1-7任意一项所述的一种包含R型吡啶氧基羧酸衍生物的除草组合物,其特征在于,所述除草组合物的具体制剂为可分散油悬浮剂、水悬浮剂、悬乳剂、可湿性粉剂、乳油、水分散粒剂、水乳剂或微乳剂。
  9. 如权利要求1-7任意一项所述的一种包含R型吡啶氧基羧酸衍生物的除草组合物在防治杂草上的应用,优选地,将所述的除草组合物用于选择性防除有用作物中的杂草,更优选地,所述有用作物为转基因作物或者基因组编辑技术处理过的作物。
  10. 一种防治不想要的植物生长的方法,其包括将权利要求1-7任意一项所述的一种包含R型吡啶氧基羧酸衍生物的除草组合物施用于植物、植物部位、植物种子或植物生长的区域,优选地,将所述的除草组合物用于选择性防除有用作物中的杂草,更优选地,所述有用作物为转基因作物或者基因组编辑技术处理过的作物。
PCT/CN2020/101901 2019-07-27 2020-07-14 一种包含r型吡啶氧基羧酸衍生物的除草组合物及其应用 WO2021017817A1 (zh)

Priority Applications (10)

Application Number Priority Date Filing Date Title
US17/627,221 US20220264878A1 (en) 2019-07-27 2020-07-14 Herbicidal composition containing r-type pyridyloxy carboxylic acid derivative and use thereof
PE2022000089A PE20220703A1 (es) 2019-07-27 2020-07-14 Composicion herbicida que comprende acido r-piridiloxicarboxilico y derivado y una aplicacion de los mismos
CA3147473A CA3147473A1 (en) 2019-07-27 2020-07-14 Herbicidal composition comprising r-pyridyloxycarboxylic acid and derivative and an application thereof
AU2020322972A AU2020322972B2 (en) 2019-07-27 2020-07-14 Herbicidal composition containing R-type pyridyloxy carboxylic acid derivative and use thereof
EP20846511.2A EP4005384A4 (en) 2019-07-27 2020-07-14 HERBICIDE COMPOSITION CONTAINING A TYPE R PYRIDYLOXYCARBOXYLIC ACID DERIVATIVE AND USE THEREOF
BR112022001311A BR112022001311A2 (pt) 2019-07-27 2020-07-14 Composição herbicida compreendendo ácido r-piridiloxicarboxílico e derivados e uma aplicação da mesma
MX2022000846A MX2022000846A (es) 2019-07-27 2020-07-14 Composicion herbicida que comprende acido r-piridiloxicarboxilico y derivado y una aplicacion de los mismos.
JP2022504220A JP7494285B2 (ja) 2019-07-27 2020-07-14 R-ピリジルオキシカルボン酸および誘導体を含んでなる除草組成物ならびにその施用
CONC2022/0000361A CO2022000361A2 (es) 2019-07-27 2022-01-18 Composición herbicida que comprende ácido r-piridiloxicarboxílico y derivado y una aplicación de los mismos
ZA2022/00908A ZA202200908B (en) 2019-07-27 2022-01-19 Herbicidal composition containing r-type pyridyloxy carboxylic acid derivative and use thereof

Applications Claiming Priority (10)

Application Number Priority Date Filing Date Title
CN201910685431.9 2019-07-27
CN201910685431 2019-07-27
CN201910796285.7 2019-08-27
CN201910796285 2019-08-27
CN202010228765.6 2020-03-27
CN202010228317.6 2020-03-27
CN202010228765.6A CN112438265A (zh) 2019-08-27 2020-03-27 一种包含r型吡啶氧基羧酸衍生物的除草组合物及其应用
CN202010228317.6A CN112273395A (zh) 2019-07-27 2020-03-27 包含r型吡啶氧基羧酸衍生物的除草组合物及其应用
CN202010406451.0A CN113661995B (zh) 2020-05-14 2020-05-14 包含r型吡啶氧基羧酸衍生物和合成激素类抑制剂的除草组合物及其应用
CN202010406451.0 2020-05-14

Publications (1)

Publication Number Publication Date
WO2021017817A1 true WO2021017817A1 (zh) 2021-02-04

Family

ID=74228195

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2020/101901 WO2021017817A1 (zh) 2019-07-27 2020-07-14 一种包含r型吡啶氧基羧酸衍生物的除草组合物及其应用

Country Status (12)

Country Link
US (1) US20220264878A1 (zh)
EP (1) EP4005384A4 (zh)
JP (1) JP7494285B2 (zh)
AU (1) AU2020322972B2 (zh)
BR (1) BR112022001311A2 (zh)
CA (1) CA3147473A1 (zh)
CL (1) CL2022000133A1 (zh)
CO (1) CO2022000361A2 (zh)
MX (1) MX2022000846A (zh)
PE (1) PE20220703A1 (zh)
WO (1) WO2021017817A1 (zh)
ZA (1) ZA202200908B (zh)

Citations (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3755339A (en) * 1971-07-26 1973-08-28 Dow Chemical Co Esters of aminohalopyridyloxy acids
US3761486A (en) * 1971-07-26 1973-09-25 Dow Chemical Co Aminohalopyridyloxy acids and derivatives thereof
US3969360A (en) * 1974-12-23 1976-07-13 The Dow Chemical Company Catalyzed alkylation of halopyridinates
US4108629A (en) * 1973-03-19 1978-08-22 The Dow Chemical Company Herbicidal use of esters of aminohalopyridyloxy acids
US4110104A (en) * 1973-03-19 1978-08-29 The Dow Chemical Company Herbicidal use of aminohalopyridyloxy acids and derivatives thereof
US4115100A (en) * 1976-03-05 1978-09-19 Ciba-Geigy Corporation Selective herbicidal composition containing 2-pyridinol compounds
US4127582A (en) * 1976-12-27 1978-11-28 The Dow Chemical Company Method of preparing alkyl halopyridinyloxyalkanoates
EP0086750A2 (de) 1982-02-17 1983-08-24 Ciba-Geigy Ag Verwendung von Chinolinderivaten zum Schützen von Kulturpflanzen
EP0094349A2 (de) 1982-05-07 1983-11-16 Ciba-Geigy Ag Verwendung von Chinolinderivaten zum Schützen von Kulturpflanzen
JPS6087254A (ja) 1983-10-19 1985-05-16 Japan Carlit Co Ltd:The 新規尿素化合物及びそれを含有する除草剤
EP0191736A2 (de) 1985-02-14 1986-08-20 Ciba-Geigy Ag Verwendung von Chinolinderivaten zum Schützen von Kulturpflanzen
EP0269806A1 (de) 1986-10-04 1988-06-08 Hoechst Aktiengesellschaft Phenylpyrazolcarbonsäurederivate, ihre Herstellung und Verwendung als Pflanzenwachstumsregulatoren und Safener
EP0333131A1 (de) 1988-03-17 1989-09-20 Hoechst Aktiengesellschaft Pflanzenschützende Mittel auf Basis von Pyrazolcarbonsäurederivaten
WO1991007874A1 (de) 1989-11-30 1991-06-13 Hoechst Aktiengesellschaft Pyrazoline zum schutz von kulturpflanzen gegenüber herbiziden
EP0492366A2 (de) 1990-12-21 1992-07-01 Hoechst Schering AgrEvo GmbH Neue 5-Chlorchinolin-8-oxyalkancarbonsäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Antidots von Herbiziden
EP0582198A2 (de) 1992-08-01 1994-02-09 Hoechst Schering AgrEvo GmbH Substituierte (Hetero-)Arylverbindungen, Verfahren zu deren Herstellung, diese enthaltende Mittel und deren Verwendung als Safener
WO1995007897A1 (de) 1993-09-16 1995-03-23 Hoechst Schering Agrevo Gmbh Substituierte isoxazoline, verfahren zu deren herstellung, diese enthaltende mittel und deren verwendung als safener
CN106187872A (zh) * 2016-07-21 2016-12-07 四川福思达生物技术开发有限责任公司 一种氟草烟的制备方法
CN109400526A (zh) * 2018-12-27 2019-03-01 青岛清原化合物有限公司 吡啶氧基硫酯衍生物及其制备方法、除草组合物和应用
CN109438333A (zh) * 2018-12-27 2019-03-08 青岛清原化合物有限公司 一种吡啶氧基羧酸酯衍生物及其制备方法、除草组合物和应用
CN109535070A (zh) * 2018-12-27 2019-03-29 青岛清原化合物有限公司 吡啶氧基羧酸酯衍生物及其制备方法、除草组合物和应用

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR112012009795A2 (pt) 2009-10-28 2015-09-29 Dow Agrosciences Llc composição herbicida sinergística que contém fluoroxipir fluroxypyr e cyhalofop, metamifop or profoxydim
ES2691386T3 (es) 2009-10-28 2018-11-27 Dow Agrosciences Llc Composición herbicida sinérgica que contiene fluroxipir y halosulfurón-metilo
WO2013096443A1 (en) 2011-12-20 2013-06-27 Dow Agrosciences Llc Synergistic herbicidal composition containing fluroxypyr and glyphosate
AR100785A1 (es) 2014-06-09 2016-11-02 Dow Agrosciences Llc Control herbicida de maleza a partir de combinaciones de fluroxipir e inhibidores de als
EP3904341A4 (en) * 2018-12-27 2022-08-10 Qingdao KingAgroot Chemical Compound Co., Ltd. R-TYPE PYRIDYLOXYCARBONIC ACID, SALT AND ESTER DERIVATIVE THEREOF, METHOD OF PRODUCTION THEREOF, AND HERBICIDES COMPOSITION AND APPLICATION THEREOF

Patent Citations (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3755339A (en) * 1971-07-26 1973-08-28 Dow Chemical Co Esters of aminohalopyridyloxy acids
US3761486A (en) * 1971-07-26 1973-09-25 Dow Chemical Co Aminohalopyridyloxy acids and derivatives thereof
US4108629A (en) * 1973-03-19 1978-08-22 The Dow Chemical Company Herbicidal use of esters of aminohalopyridyloxy acids
US4110104A (en) * 1973-03-19 1978-08-29 The Dow Chemical Company Herbicidal use of aminohalopyridyloxy acids and derivatives thereof
US3969360A (en) * 1974-12-23 1976-07-13 The Dow Chemical Company Catalyzed alkylation of halopyridinates
US4115100A (en) * 1976-03-05 1978-09-19 Ciba-Geigy Corporation Selective herbicidal composition containing 2-pyridinol compounds
US4127582A (en) * 1976-12-27 1978-11-28 The Dow Chemical Company Method of preparing alkyl halopyridinyloxyalkanoates
EP0086750A2 (de) 1982-02-17 1983-08-24 Ciba-Geigy Ag Verwendung von Chinolinderivaten zum Schützen von Kulturpflanzen
EP0094349A2 (de) 1982-05-07 1983-11-16 Ciba-Geigy Ag Verwendung von Chinolinderivaten zum Schützen von Kulturpflanzen
JPS6087254A (ja) 1983-10-19 1985-05-16 Japan Carlit Co Ltd:The 新規尿素化合物及びそれを含有する除草剤
EP0191736A2 (de) 1985-02-14 1986-08-20 Ciba-Geigy Ag Verwendung von Chinolinderivaten zum Schützen von Kulturpflanzen
EP0269806A1 (de) 1986-10-04 1988-06-08 Hoechst Aktiengesellschaft Phenylpyrazolcarbonsäurederivate, ihre Herstellung und Verwendung als Pflanzenwachstumsregulatoren und Safener
EP0333131A1 (de) 1988-03-17 1989-09-20 Hoechst Aktiengesellschaft Pflanzenschützende Mittel auf Basis von Pyrazolcarbonsäurederivaten
WO1991007874A1 (de) 1989-11-30 1991-06-13 Hoechst Aktiengesellschaft Pyrazoline zum schutz von kulturpflanzen gegenüber herbiziden
EP0492366A2 (de) 1990-12-21 1992-07-01 Hoechst Schering AgrEvo GmbH Neue 5-Chlorchinolin-8-oxyalkancarbonsäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Antidots von Herbiziden
EP0582198A2 (de) 1992-08-01 1994-02-09 Hoechst Schering AgrEvo GmbH Substituierte (Hetero-)Arylverbindungen, Verfahren zu deren Herstellung, diese enthaltende Mittel und deren Verwendung als Safener
WO1995007897A1 (de) 1993-09-16 1995-03-23 Hoechst Schering Agrevo Gmbh Substituierte isoxazoline, verfahren zu deren herstellung, diese enthaltende mittel und deren verwendung als safener
CN106187872A (zh) * 2016-07-21 2016-12-07 四川福思达生物技术开发有限责任公司 一种氟草烟的制备方法
CN109400526A (zh) * 2018-12-27 2019-03-01 青岛清原化合物有限公司 吡啶氧基硫酯衍生物及其制备方法、除草组合物和应用
CN109438333A (zh) * 2018-12-27 2019-03-08 青岛清原化合物有限公司 一种吡啶氧基羧酸酯衍生物及其制备方法、除草组合物和应用
CN109535070A (zh) * 2018-12-27 2019-03-29 青岛清原化合物有限公司 吡啶氧基羧酸酯衍生物及其制备方法、除草组合物和应用

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
"World Herbicide New Product Technology Handbook", 2010, CHINA AGRICULTURAL SCIENCE AND FARMING TECHNIQUES PRESS
CAS , no. 1912-24-9
See also references of EP4005384A4

Also Published As

Publication number Publication date
EP4005384A4 (en) 2023-07-19
CA3147473A1 (en) 2021-02-04
PE20220703A1 (es) 2022-05-04
AU2020322972A1 (en) 2022-02-24
EP4005384A1 (en) 2022-06-01
ZA202200908B (en) 2022-04-28
MX2022000846A (es) 2022-02-10
JP7494285B2 (ja) 2024-06-03
CO2022000361A2 (es) 2022-04-29
BR112022001311A2 (pt) 2022-03-22
CL2022000133A1 (es) 2022-08-19
JP2022549554A (ja) 2022-11-28
AU2020322972B2 (en) 2024-08-01
US20220264878A1 (en) 2022-08-25

Similar Documents

Publication Publication Date Title
WO2020019430A1 (zh) 包含hppd抑制剂类除草剂的三元除草组合物及其应用
WO2022095816A1 (zh) 包含羧酸衍生物取代的氧基亚氨基芳基化合物的三元除草组合物及其应用
WO2020118754A1 (zh) 包含砜吡草唑的三元除草组合物及其应用
WO2020215604A1 (zh) 包含三氟甲基哒嗪醇类化合物的除草组合物及其应用
WO2020010690A1 (zh) 一种含有环吡氟草酮的三元除草组合物及其应用
WO2020124532A1 (zh) 包含trifludimoxazin的三元除草组合物及其应用
WO2021083245A1 (zh) 包含n-(1,3,4-噁二唑-2-基)芳基甲酰胺类化合物的除草组合物及其应用
WO2020062337A1 (zh) 包含二氯异噁草松的除草组合物及其应用
WO2022068377A1 (zh) 一种二元除草组合物及其应用
WO2021093592A1 (zh) 包含嘧啶羧酸苄酯类化合物的除草组合物及其应用
WO2020124531A1 (zh) 包含cyclopyrimorate的三元除草组合物及其应用
WO2020015105A1 (zh) 包含hppd抑制剂类除草剂的二元除草组合物及其应用
WO2019228215A1 (zh) 一种三元除草组合物及其应用
CN113661995B (zh) 包含r型吡啶氧基羧酸衍生物和合成激素类抑制剂的除草组合物及其应用
WO2021017817A1 (zh) 一种包含r型吡啶氧基羧酸衍生物的除草组合物及其应用
WO2021017502A1 (zh) 包含r型吡啶氧基羧酸衍生物的除草组合物及其应用
WO2021036251A1 (zh) 一种包含r型吡啶氧基羧酸衍生物的除草组合物及其应用
CN109400526B (zh) 吡啶氧基硫酯衍生物及其制备方法、除草组合物和应用
WO2020047890A1 (zh) 包含杂环酰胺类化合物的除草组合物及其应用
RU2807159C2 (ru) Гербицидная композиция, содержащая r-пиридилоксикарбоновую кислоту и производное, и ее применение
RU2807159C9 (ru) Гербицидная композиция, содержащая r-пиридилоксикарбоновую кислоту и производное, и ее применение
AU2002318801B2 (en) Herbicide containing substituted pyrazole derivative as active ingredient
WO2023197899A1 (zh) 一种包含稠环取代的芳香类化合物的除草组合物及其应用
WO2023202364A1 (zh) 一种包含嘧啶甲酰基肟衍生物的除草组合物及其应用
CN112341456B (zh) 一种取代的吡唑基吡唑双酰胺类化合物或其作为农药可接受的盐、组合物及其用途

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 20846511

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 3147473

Country of ref document: CA

WWE Wipo information: entry into national phase

Ref document number: 140050140003008211

Country of ref document: IR

ENP Entry into the national phase

Ref document number: 2022504220

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

REG Reference to national code

Ref country code: BR

Ref legal event code: B01A

Ref document number: 112022001311

Country of ref document: BR

ENP Entry into the national phase

Ref document number: 2020322972

Country of ref document: AU

Date of ref document: 20200714

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 2022101106

Country of ref document: RU

ENP Entry into the national phase

Ref document number: 2020846511

Country of ref document: EP

Effective date: 20220228

ENP Entry into the national phase

Ref document number: 112022001311

Country of ref document: BR

Kind code of ref document: A2

Effective date: 20220124