CN111316990B - Fungicidal compositions and their use - Google Patents

Fungicidal compositions and their use Download PDF

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CN111316990B
CN111316990B CN201811531835.4A CN201811531835A CN111316990B CN 111316990 B CN111316990 B CN 111316990B CN 201811531835 A CN201811531835 A CN 201811531835A CN 111316990 B CN111316990 B CN 111316990B
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hydrogen
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CN111316990A (en
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兰杰
李志念
刘君丽
关爱莹
司乃国
刘长令
王军锋
孙芹
赵杰
单忠刚
孙庚�
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Shenyang Sinochem Agrochemicals R&D Co Ltd
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a 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
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof

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

Abstract

The invention belongs to the field of agricultural bactericides, and particularly relates to a fungicidal composition and application thereof. The composition comprises A, B two active components, wherein the weight ratio of the active component A to the active component B is 1:99-99: 1; the active component A is selected from compounds shown in the following general formula I-1C and salts thereof, and the component B is selected from bactericides of methoxy acrylate. The fungicidal composition is particularly suitable for preventing and treating various plant pathogenic fungal diseases, such as plant powdery mildew, rust disease, downy mildew, late blight, epidemic disease, downy mildew, black nevus or banded sclerotial blight.

Description

Fungicidal compositions and their use
Technical Field
The invention belongs to the field of agricultural bactericides, and particularly relates to a pyrimidine-containing fungicidal composition containing a substituted pyrazole compound and a strobilurin bactericide and application thereof.
Background
WO2016184378 discloses a pyrimidine-containing substituted pyrazole compound and its use, wherein the compound shown in the following general formula I-1C is reported to have good activity on various fungal diseases.
Figure BDA0001905851860000011
The usage history of the bactericide shows that the same type of medicament is repeatedly used for a long time, so that part of strains of diseases are easy to generate medicament resistance, the medicament effect is obviously reduced, and even the disease prevention effect is lost.
Disclosure of Invention
The invention aims to provide a pyrimidine-containing fungicidal composition of a substituted pyrazole compound and a strobilurin fungicide and application thereof, so as to delay the generation of drug resistance of pathogenic bacteria and prolong the service life of a medicament.
In order to achieve the purpose, the invention adopts the technical scheme that:
a fungicidal composition characterized by: the composition comprises A, B two active components, wherein the weight ratio of the active component A to the active component B is 1:99-99: 1;
the active component A is a compound shown as a general formula I-1C or a salt thereof:
Figure BDA0001905851860000012
in the formula:
R1selected from hydrogen, halogen, cyano, nitro, amino, carboxyl, C1-C4Alkyl, halo C1-C4Alkyl radical, C3-C4Cycloalkyl radical, C1-C4Alkoxy, halo C1-C4Alkoxy radical, C1-C4Alkylthio, halo C1-C4Alkylthio radical, C1-C4Alkylsulfinyl radical, C1-C4Alkylsulfonyl radical, C2-C4Alkenyl, halo C2-C4Alkenyl radical, C2-C4Alkynyl, halo C2-C4Alkynyl, C3-C4Alkenyloxy, halogeno C3-C4Alkenyloxy radical, C3-C4Alkynyloxy, halo C3-C4Alkynyloxy, C1-C4Alkylamino radical, di (C)1-C4Alkyl) amino, C1-C4Alkylaminocarbonyl, halogeno C1-C4Alkylaminocarbonyl radical, C1-C4Alkoxycarbonyl, halo C1-C4Alkoxycarbonyl group, C1-C4Alkoxy radical C1-C4Alkyl or C1-C4Alkylthio group C1-C4An alkyl group;
R2selected from hydrogen, halogen, cyano, nitro, amino, carboxyl, formyl, C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxy or halo C1-C4An alkoxy group;
R3selected from hydrogen, hydroxy, formyl, C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxy, halo C1-C4Alkoxy radical, C3-C4Cycloalkyl radical, C1-C4Alkylthio radical, C2-C4Alkenylthio radical, C2-C4Alkenyl radical, C2-C4Alkynyl, halo C2-C4Alkenyl, halo C2-C4Alkynyl, C1-C4Alkoxy radical C1-C4Alkyl, halo C1-C4Alkoxy radical C1-C4Alkyl radical, C1-C4Alkylthio group C1-C4Alkyl, halo C1-C4Alkylthio group C1-C4Alkyl radical, C1-C4Alkylsulfinyl, halogeno C1-C4Alkylsulfinyl radical, C1-C4Alkylsulfonyl, haloGeneration C1-C4Alkylsulfonyl radical, C1-C4Alkylaminosulfonyl, di (C)1-C4Alkyl) aminosulfonyl, C1-C4Alkylsulfonylaminocarbonyl group, C1-C4Alkylcarbonylaminosulfonyl radical, C3-C4Cycloalkyloxycarbonyl radical, C1-C4Alkylcarbonyl, halo C1-C4Alkylcarbonyl group, C1-C4Alkoxycarbonyl, halo C1-C4Alkoxycarbonyl group, C1-C4Alkyl carbonyl radical C1-C4Alkyl radical, C1-C4Alkoxycarbonyl radical C1-C4Alkyl radical, C1-C4Alkylaminocarbonyl, di (C)1-C4Alkyl) aminocarbonyl, C2-C4Alkenyloxycarbonyl radical, C2-C4Alkynyloxycarbonyl group, C1-C4Alkoxy radical C1-C4Alkoxycarbonyl group, C1-C4Alkylaminosulfenyl, di (C)1-C4Alkyl) aminosulfanyl, (hetero) arylcarbonyl C which is unsubstituted or further substituted by 1 to 51-C4Alkyl, (hetero) arylcarbonyl, (hetero) aryloxycarbonyl, (hetero) aryl C1-C4Alkyloxycarbonyl, (hetero) aryl C1-C4Alkyl, halogen, nitro, cyano;
R4、R5can be the same or different and are respectively selected from hydrogen, halogen and C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxy or halo C1-C4An alkoxy group; wherein R is4、R5C attached thereto may also form C3-C4A ring of (a);
R6、R7can be the same or different and are respectively selected from hydrogen, halogen and C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxy or halo C1-C4An alkoxy group; wherein R is6、R7C attached thereto may also form C3-C4A ring of (a);
R8、R9can be the same or different and are respectively selected from hydrogen, cyano, halogen and C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxycarbonyl, halo C1-C4Alkoxycarbonyl, unsubstituted or substituted by 1 to 5R11Substituted (hetero) aryl, (hetero) arylmethyl, (hetero) arylcarbonyl, (hetero) arylmethylcarbonyl or (hetero) aryloxycarbonyl;
R11selected from halogen, hydroxy, amino, cyano, nitro, C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxy, halo C1-C4Alkoxy radical, C3-C4Cycloalkyl radical, C1-C4Alkylamino, halogeno C1-C4Alkylamino radical, di (C)1-C4Alkyl) amino, halo-di (C)1-C4Alkyl) amino, C1-C4Alkylthio, halo C1-C4Alkylthio radical, C2-C4Alkenyl radical, C2-C4Alkynyl, C2-C4Alkenyloxy, halogeno C2-C4Alkenyloxy radical, C2-C4Alkynyloxy, halo C2-C4Alkynyloxy, C1-C4Alkylsulfonyl, halo C1-C4Alkylsulfonyl radical, C1-C4Alkylcarbonyl, halo C1-C4Alkylcarbonyl group, C1-C4Alkoxycarbonyl, halo C1-C4Alkoxycarbonyl group, C1-C4Alkoxy radical C1-C4Alkyl, halo C1-C4Alkoxy radical C1-C4Alkyl radical, C1-C4Alkylthio group C1-C4Alkyl, halo C1-C4Alkylthio group C1-C4Alkyl radical, C1-C4Alkoxycarbonyl radical C1-C4Alkyl, halo C1-C4Alkoxycarbonyl radical C1-C4Alkyl radical, C1-C4Alkylthio carbonyl group C1-C4Alkyl, halo C1-C4Alkylthio carbonyl group C1-C4Alkyl radical, C1-C4Alkylcarbonyloxy, halo C1-C4Alkylcarbonyloxy, C1-C4Alkoxycarbonyloxy, halo C1-C4Alkoxycarbonyloxy, C1-C4Alkylsulfonyloxy, halo C1-C4Alkylsulfonyloxy, C1-C4Alkoxy radical C1-C4Alkoxy or halo C1-C4Alkoxy radical C1-C4An alkoxy group; n is an integer of 0 to 5, and when n is 0, no substituent is arranged on a benzene ring; when n is greater than 1, R11May be the same or different;
w is selected from hydrogen, halogen, C1-C4Alkyl, halo C1-C4Alkyl radical, C3-C4Cycloalkyl radical, C1-C4Alkoxy radical, C1-C4Alkylthio or C1-C4An alkylsulfonyl group;
the active component B is selected from one or more of methoxy acrylate bactericides.
The active component A is a salt of a compound shown in a general formula I-1C, wherein the salt of the compound shown in the general formula I-1C is a salt formed by the compound shown in the general formula I-1C and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid, benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or citric acid.
According to the invention, the weight ratio of A, B to 50:1 is 1: 50-50;
the active component A is a compound shown as a general formula I-1C or a salt thereof, wherein R in the general formula1Selected from hydrogen, halogen, cyano, nitro, amino, carboxyl, C1-C4Alkyl, halo C1-C4Alkyl radical, C3-C4Cycloalkyl radical, C1-C4Alkoxy, halo C1-C4Alkoxy radical, C1-C4Alkylthio, halogenGeneration C1-C4Alkylthio radical, C1-C4Alkylsulfinyl radical, C1-C4Alkylsulfonyl radical, C2-C4Alkenyl, halo C2-C4Alkenyl radical, C2-C4Alkynyl or halo C2-C4An alkynyl group; r2Selected from hydrogen, halogen, cyano, nitro, amino, carboxyl, formyl, C1-C4Alkyl or halo C1-C4An alkyl group; r3Selected from hydrogen, hydroxy, formyl, C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxy, halo C1-C4Alkoxy radical, C3-C4Cycloalkyl radical, C1-C4Alkylthio radical, C2-C4Alkenylthio radical, C2-C4Alkenyl radical, C2-C4Alkynyl, halo C2-C4Alkenyl or halogeno C2-C4An alkynyl group; r4、R5Can be the same or different and are respectively selected from hydrogen, halogen and C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxy or halo C1-C4An alkoxy group; r6、R7Can be the same or different and are respectively selected from hydrogen, halogen and C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxy or halo C1-C4An alkoxy group; r8、R9Can be the same or different and are respectively selected from hydrogen, cyano, halogen and C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxycarbonyl or halo C1-C4An alkoxycarbonyl group; r11Selected from halogen, hydroxy, amino, cyano, nitro, C1-C4Alkyl, halo C1-C4Alkyl radical, C1-C4Alkoxy, halo C1-C4Alkoxy radical, C3-C4Cycloalkyl radical, C1-C4Alkylamino or halogeno C1-C4An alkylamino group; n is an integer of 0 to 5When n is greater than 1, R11May be the same or different; w is selected from hydrogen, halogen, C1-C4Alkyl, halo C1-C4Alkyl radical, C3-C4Cycloalkyl radical, C1-C4Alkoxy or C1-C4An alkylthio group;
the active component B is selected from one or more of Enestroburin (Enestroburin) B1, Enestroburin (fenaminstrobin) B2, pyraoxystrobin (pyraoxystrobin) B3, pyraclostrobin (pyraoxystrobin) B4, azoxystrobin (azoxystrobin) B5, pyraclostrobin (pyraclostrobin) B6, picoxystrobin (picoxystrobin) B7, kresoxim-methyl (kresoxim-methyl) B8, trifloxystrobin (trifloxystrobin) B9, fluoxastrobin (fluoroxystrobin) B10, coumoxystrobin (coumoxystrobin) B11, benzene kresoxim (ZJ0712) B12, triclopyricarb (triclopyr) B13, metamitrotoxin B8545, fenostrobilurin (trifloxystrobin) B8536 or thiotrobin B15.
The active component A is a salt of a compound shown in a general formula I-1C, wherein the salt of the compound shown in the general formula I-1C is a salt formed by the compound shown in the general formula I-1C and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid, benzoic acid, phthalic acid or maleic acid.
Further preferred in the present invention, the weight ratio of the A, B two active ingredients in the composition is 1:20-20: 1;
the active component A is a compound in a general formula I-1C or a salt thereof, wherein R in the general formula1Selected from hydrogen, halogen, cyano, nitro, amino, carboxyl, C1-C4Alkyl or halo C1-C4An alkyl group; r2Selected from hydrogen, halogen, cyano, nitro, amino, carboxyl, formyl, C1-C4Alkyl or halo C1-C4An alkyl group; r3Selected from hydrogen, hydroxy, formyl, C1-C4Alkyl or halo C1-C4An alkyl group; r4、R5Can be the same or different and are respectively selected from hydrogen, halogen and C1-C4Alkyl or halo C1-C4An alkyl group; r6、R7Can be combined with each otherIs the same or different and is respectively selected from hydrogen, halogen and C1-C4Alkyl or halo C1-C4An alkyl group; r8、R9Can be the same or different and are respectively selected from hydrogen, cyano, halogen and C1-C4Alkyl or halo C1-C4An alkyl group; r11Selected from halogen, hydroxy, amino, cyano, nitro, C1-C4Alkyl or halo C1-C4An alkyl group; n is an integer of 0 to 5, and when n is greater than 1, R11May be the same or different; w is selected from hydrogen, halogen, C1-C4Alkyl or halo C1-C4An alkyl group;
the active component B is selected from enestroburin B1, enestroburin B2, pyraoxystrobin B3, azoxystrobin B5, pyraclostrobin B6, picoxystrobin B7, kresoxim-methyl B8, trifloxystrobin B9, fluoxastrobin B10, coumoxystrobin B11, kresoxim-methyl B12 or triclopyricarb B13.
The active component A is a salt of a compound shown in a general formula I-1C, wherein the salt of the compound shown in the general formula I-1C is the salt of the compound shown in the general formula I-1C, or is a salt formed by a compound shown in the general formula I-1C and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid or methanesulfonic acid.
Still further preferred in the present invention, the weight ratio of A, B two active ingredients in the composition is 1:10-10: 1;
the active component A is a compound shown as a general formula I-1C or a salt thereof, wherein R in the general formula1Selected from hydrogen, halogen, cyano, nitro, amino, carboxyl or C1-C4An alkyl group; r2Selected from hydrogen, halogen, cyano, nitro, amino, carboxyl, formyl or C1-C4An alkyl group; r3Selected from hydrogen, hydroxy, formyl or C1-C4An alkyl group; r4、R5Can be the same or different and are respectively selected from hydrogen, halogen or C1-C4An alkyl group; r6、R7Can be the same or different and are respectively selected from hydrogen, halogen or C1-C4An alkyl group; r8、R9Can be the same or different and are respectively selected from hydrogen, cyano, halogen or C1-C4An alkyl group; r11Selected from halogen, hydroxy, amino, cyano, nitro or C1-C4An alkyl group; n is an integer of 0 to 5, and when n is greater than 1, R11May be the same or different; w is selected from hydrogen, halogen or C1-C4An alkyl group;
the active component B is selected from one or more of enestroburin B1, enestroburin B2, pyraoxystrobin B3, azoxystrobin B5, pyraclostrobin B6, picoxystrobin B7, kresoxim-methyl B8, trifloxystrobin B9 or coumoxystrobin B11.
The active component A is a salt of a compound shown in a general formula I-1C, wherein the salt of the compound shown in the general formula I-1C is the active component A of the compound shown in the general formula I-1C or a salt formed by the compound shown in the general formula I-1C and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid or acetic acid.
More preferably according to the invention, the weight ratio of the A, B active ingredients in the composition is 1:4-4: 1;
the active component A is a compound in a general formula I-1C or a salt thereof, wherein R in the general formula1Selected from difluoromethyl, R2Selected from chlorine, R3Selected from hydrogen, R4、R5Are respectively selected from hydrogen R6、R7Are each selected from hydrogen, R8、R9Are each selected from hydrogen, R11Selected from 4-chloro, W is selected from hydrogen;
the active component B is selected from one or more of enestroburin B1, enestroburin B2, pyraoxystrobin B3, azoxystrobin B5, pyraclostrobin B6, picoxystrobin B7, trifloxystrobin B9 or coumoxystrobin B11;
the active component A is a salt of a compound shown in a general formula I-1C, wherein the salt of the compound shown in the general formula I-1C is a salt formed by the active component A and sulfuric acid of the compound shown in the general formula I-1C.
Use of a fungicidal composition for the preparation of a medicament for the control of phytopathogenic fungal diseases.
The plant pathogenic fungus diseases are plant powdery mildew, rust disease, downy mildew, late blight, epidemic disease, downy mildew, black nevus or banded sclerotial blight.
The active ingredient of the preparation of the sterilization preparation is the fungicidal composition, and the weight percentage of the fungicidal composition is 0.1-95%.
The composition of the present invention is used at a concentration of 5 to 500mg/L (content of active ingredient, the same shall apply hereinafter) in the area where crops are grown, preferably 50 to 200mg/L, depending on the degree of occurrence of crop diseases.
The active component A and at least one active component B in the composition are prepared in advance or prepared on the site of use or the two components are separately and sequentially used according to a proper proportion provided by the invention.
The composition is suitable for application in prevention and treatment of fungal diseases of trees (apples, rubber, pears, oranges, hawthorns, chestnuts, peppers, medlar, mangoes, papayas, litchis and the like), vines (grapes), melons (tomatoes, eggplants, peppers, cucumbers, melons, white gourds, watermelons, pumpkins, balsam pears, luffa, chayords, cucurbits, zucchini, carrots, lettuce and potatoes), beans (soybeans, peas, kidney beans and cowpeas), cereals (wheat, rice and corn), onions and garlics (shallots, garlic and onions), flowering plants and lawns, seed treatment, fruit preservation and the like.
The fungicidal compositions according to the invention are particularly suitable for controlling the following plant diseases: apple powdery mildew, apple tree rust, rubber powdery mildew, pear rust, citrus powdery mildew, hawthorn powdery mildew, Chinese chestnut powdery mildew, pepper powdery mildew, medlar powdery mildew, mango powdery mildew, papaya powdery mildew, litchi downy mildew, club powdery mildew, grape powdery mildew, tomato late blight, eggplant powdery mildew, pepper blight, cucumber powdery mildew, cucumber downy mildew, melon powdery mildew, melon downy mildew, wax gourd powdery mildew, watermelon powdery mildew, pumpkin powdery mildew, balsam pear powdery mildew, towel gourd downy mildew, towel gourd finger citron powdery mildew, gourd powdery mildew, pumpkin powdery mildew, carrot powdery mildew, lettuce powdery mildew, soybean rust, pea rust, powdery mildew, kidney bean rust, cowpea rust, potato black nevus, potato powdery mildew, tomato powdery mildew, grape powdery mildew, mango mildew, pepper powdery mildew, cucumber powdery mildew, tomato powdery mildew, cucumber powdery mildew, Potato late blight, wheat rust, wheat sharp eyespot, wheat powdery mildew, rice sharp eyespot, corn rust, onion rust, rose powdery mildew, chrysanthemum powdery mildew, turfgrass rust and the like.
The invention has the advantages that:
according to the invention, the active component A and the bactericide active component B are combined according to different proportions, so that the disease control effect is effectively improved, and the using amount of the composition is reduced. After scientific calculation by adopting a professional formula, the observation effect values of the experimental mixture ratios of the composition are far higher than the calculation effect values, and the synergistic effect is very obvious.
Detailed Description
The synergistic effect of the compositions according to the invention on harmful fungi is further illustrated by the following examples, to which, however, the invention is in no way restricted. Wherein the active components are the compound A and the methoxyl acrylic ester bactericide B in the antifungal composition; and the preparation of active A is described in WO 2016184378.
The test method and the evaluation method are as follows:
the active samples to be detected are respectively active component A, active component B, and the composition of active component A and active component B.
The active component A is active component A1 or active component A2.
The active component A is a compound A1 shown in a general formula I-1C:
Figure BDA0001905851860000061
in the formula:
R3selected from hydrogen, R4、R5Are respectively selected from hydrogen R6、R7Are each selected from hydrogen, R8、R9Are each selected from hydrogen, R11Selected from 4-chloro, R14、R15、R16Or R17Respectively selected from hydrogen, W is selected from hydrogen, namely the compound A1.
The active component A2 is a salt A2 of compound A1 with sulfuric acid.
The active component B is enestroburin B2, azoxystrobin B5, pyraclostrobin B6, picoxystrobin B7, trifloxystrobin B9 or coumoxystrobin B11.
The composition to be tested is prepared by respectively mixing an active component A1 with enestroburin B1 or enestroburin B2, pyraoxystrobin B3, azoxystrobin B5, pyraclostrobin B6, picoxystrobin B7, trifloxystrobin B9 and coumoxystrobin B11; or the active component A2 is respectively combined with enestroburin B1 or alkene oxime amine B2, pyraoxystrobin B3, azoxystrobin B5, pyraclostrobin B6, picoxystrobin B7 and trifloxystrobin B9 coumoxystrobin B11.
The specific mode is as follows:
dissolving the above active components or compositions in acetone or water (volume ratio of acetone amount to liquid spray amount is equal to or less than 0.05), diluting with water containing 0.1% Tween 80 to obtain solution to be tested with desired concentration, and preparing the solution to be tested according to a set proportion. Spraying the solution to be detected on the disease host plants on a crop sprayer, and inoculating diseases after 24 hours. According to the characteristics of diseases, plant diseases needing temperature and moisture control culture are inoculated and then cultured in a climate chamber, and after the diseases are infected, the plants are transferred into a greenhouse for culture. After the contrast is sufficiently diseased, determining the percentage of the area of the leaves of the pathogen infected with the crops, and calculating by using an Abbot formula to obtain the observation effect (W):
W＝(1-α/β)×100
in the formula:
α: percent fungal infestation of the treated crop;
beta: percent fungal infestation of untreated (blank) crops;
an efficacy of "0" indicates that the level of infestation of the treated crop is the same as the level of infestation of the untreated control crop; an efficacy of "100" indicates that the treated crop is not infested.
The expected efficacy (calculated efficacy) of the composition was determined using the Colby formula (see r.s. Colby, Weeds (Weeds), 1967, 15, 20-22) and compared to the observed efficacy.
E＝X+Y–XY/100
In the formula:
e: the expected efficacy (calculated efficacy in the tables below) when using the combination of active components a and B at concentrations a and B, expressed as% of the untreated control;
x: the efficacy of active ingredient a at the concentration a used, expressed as% of the untreated control;
y: the efficacy of active ingredient B at the concentration B used is expressed as% of the untreated control.
When the observed efficacy value is greater than the calculated efficacy value, the composition is shown to have a synergistic effect; when the observed efficacy value is equal to the calculated efficacy value, indicating that the composition is additive; when the observed potency value is less than the calculated potency value, the composition is indicated as antagonistic.
EXAMPLE 1 wheat powdery mildew control test
The method comprises the following steps of spraying aqueous solutions (effective component concentrations are shown in the table below) of active components or compositions on two-leaf stage wheat seedlings cultivated in pots of Liaochun 15, shaking off wheat powdery mildew spores on wheat leaves after 24 hours, culturing in a greenhouse, and measuring the development degree of germ infection on the leaves after 7 days.
The data on the activity of the individual active ingredients and the compositions according to the invention for controlling wheat powdery mildew are shown in tables 1 and 2.
TABLE 1 Activity of the Individual active ingredients
Figure BDA0001905851860000071
Figure BDA0001905851860000081
TABLE 2 Activity of the compositions of the invention
Figure BDA0001905851860000082
Figure BDA0001905851860000091
The results show that the observed efficacy values of the compositions are all larger than the calculated efficacy values, and the compositions show synergistic effect within the range of the experimental mixture ratio.
Example 2 control of cucumber downy mildew test
The cucumber seedlings in the two-leaf period of the potted plant of the variety 'Xintai Mici' are treated by spraying with aqueous solutions (the concentration of effective components is shown in the table below) of the active components or compositions, 24 hours later, the cucumber downy mildew sporangium aqueous suspension is inoculated on cucumber leaves and cultured in a climatic chamber, after the infection of the disease is completed, the cucumber downy mildew sporangium aqueous suspension is moved into a greenhouse for culture, and after 7 days, the development degree of the infection of the disease on the leaves is measured.
The data on the activity of the individual active ingredients and of the compositions according to the invention against cucumber downy mildew are given in tables 3 and 4.
TABLE 3 Activity of the Individual active Components
Figure BDA0001905851860000092
TABLE 4 Activity of the compositions of the invention
Figure BDA0001905851860000101
Figure BDA0001905851860000111
The results show that the observed efficacy values of the compositions are all larger than the calculated efficacy values, and the compositions show synergistic effect within the range of the experimental mixture ratio.
Example 3 test for controlling cucumber powdery mildew
Potted three-leaf cucumber seedlings of the variety 'Xintai Mici' are treated by spraying with aqueous solutions (the concentration is shown in the table below) of the active components or the compositions, after 24 hours, cucumber powdery mildew spore suspension is inoculated on cucumber leaves and cultured in a greenhouse, and after 15 days, the development degree of germ infection on the leaves is measured.
The individual active ingredients and the data on the activity of the compositions according to the invention against powdery mildew of cucumber are shown in tables 5 and 6.
TABLE 5 Activity of the Individual active Components
Figure BDA0001905851860000112
TABLE 6 Activity of the compositions of the invention
Figure BDA0001905851860000113
Figure BDA0001905851860000121
The results show that the observed efficacy values of the compositions are all larger than the calculated efficacy values, and the compositions show synergistic effect within the range of the experimental mixture ratio.
Example 4 corn rust control test
The method comprises the following steps of spraying and treating potted two-leaf stage corn seedlings of 'golden yellow glutinous' varieties by using aqueous solutions (the concentration is shown in the table below) of active components or compositions, inoculating corn rust germ spore suspension on corn leaves after 24 hours, culturing in a climatic chamber, transferring the corn leaves into a greenhouse for culturing after the diseases are infected, and measuring the development degree of germ infection on the leaves after 12 days.
The activity data for the individual active components and for the compositions according to the invention for maize rust are shown in tables 7 and 8.
TABLE 7 Activity of the Individual active Components
Figure BDA0001905851860000122
Figure BDA0001905851860000131
TABLE 8 Activity of the compositions of the invention
Figure BDA0001905851860000132
Figure BDA0001905851860000141
The results show that the observed efficacy values of the compositions are all larger than the calculated efficacy values, and the compositions show synergistic effect within the range of the experimental mixture ratio.

Claims (6)

1. A fungicidal composition characterized by: the composition comprises A, B two active components, wherein the weight ratio of the active component A to the active component B is 1:99-99: 1;
the active component A is shown as the general formula
Figure 529736DEST_PATH_IMAGE001
-1C or a sulfate thereof:
Figure 915718DEST_PATH_IMAGE002
in the formula:
R1selected from difluoromethyl;
R2selected from chlorine;
R3selected from hydrogen;
R4、R5are respectively selected from hydrogen;
R6、R7are respectively selected from hydrogen;
R8、R9are respectively selected from hydrogen;
R11selected from 4-chloro;
w is selected from hydrogen;
the active component B is enestroburin, azoxystrobin, pyraclostrobin, picoxystrobin, enestroburin, pyraoxystrobin, trifloxystrobin or coumoxystrobin.
2. The fungicidal composition according to claim 1, characterized in that: the weight ratio of A, B two active components in the composition is 1:50-50: 1.
3. The fungicidal composition according to claim 2, characterized in that: the weight ratio of the A, B active components in the composition is 1:20-20: 1.
4. The fungicidal composition according to claim 3, characterized in that: the weight ratio of A, B to active components in the composition is 1:10-10: 1.
5. Use of a fungicidal composition according to claim 1, characterized in that: the fungicidal compositions are used for the preparation of medicaments for controlling phytopathogenic fungal diseases.
6. Use of a fungicidal composition according to claim 5, characterized in that: the plant pathogenic fungus diseases are plant powdery mildew, rust disease, downy mildew, late blight, epidemic disease, downy mildew, black nevus or banded sclerotial blight.
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