CN116250536A - Synergistic bactericidal composition selected from picolinamide compound bactericides - Google Patents

Synergistic bactericidal composition selected from picolinamide compound bactericides Download PDF

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CN116250536A
CN116250536A CN202111498867.0A CN202111498867A CN116250536A CN 116250536 A CN116250536 A CN 116250536A CN 202111498867 A CN202111498867 A CN 202111498867A CN 116250536 A CN116250536 A CN 116250536A
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compound
picolinamide
synergistic
cyazofamid
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罗昌炎
詹姆斯.T.布里斯托
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Jiangsu Rotam Chemical Co Ltd
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    • 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
    • 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

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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)
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  • General Health & Medical Sciences (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention relates to a synergistic bactericidal composition selected from a pyridine amide compound bactericide, which comprises a compound I and cyazofamid as active components in a synergistically effective amount, wherein the weight ratio of the compound I to the cyazofamid is 20:1-1:50, and a method for preventing and controlling plant pathogenic fungi by using the bactericidal composition containing the compound I and the cyazofamid.

Description

Synergistic bactericidal composition selected from picolinamide compound bactericides
Technical Field
The invention relates to a synergistic bactericidal composition selected from bactericides containing pyridine amide compounds. The invention also relates to a method for controlling plant pathogenic harmful fungi by using the synergistic bactericidal composition selected from the bactericides containing pyridine amide compounds.
Background
Compound I is known from WO2016109257A1 and belongs to the class of picolinamides. The compound I can protect plants or seeds from attack by plant pathogenic fungi such as ascomycetes, basidiomycetes, deuteromycetes, oomycetes, etc.
Figure 556816DEST_PATH_IMAGE001
Cyazofamid, its efficacy against phytopathogenic fungi and its synthesis are known from EP0337103B 1.
Reducing the application rate of known compounds and widening their spectrum of activity and achieving effective control of phytopathogenic harmful fungi are the subject of continuous research.
Disclosure of Invention
The object of the present invention is to provide a synergistic fungicidal composition selected from the group consisting of picolinamides, which is a fungicidal composition having improved activity against harmful fungi at a reduced total amount of active compound applied.
We have found that the simultaneous, i.e. combined or separate, application of compound I and cyazofamid, or the sequential application of compound I and cyazofamid, gives a higher control of harmful fungi, the fungicidal activity being increased in a superadditive manner.
Figure 582540DEST_PATH_IMAGE001
After mixing different varieties of pesticides, three types of action are generally exhibited: additive action, synergistic action and antagonistic action. But the specific role cannot be predicted. The synergistic fungicidal composition selected from the group consisting of picolinamide-based compounds fungicides achieves a synergistic effect on plant pathogenic bacteria at a reduced total amount of active compound applied in terms of reducing the application rate and improving the activity spectrum of known compounds.
The synergistic effect is particularly pronounced when the active compounds are present in the synergistic fungicidal composition according to the invention, selected from the group consisting of fungicides containing picolinamides. In the synergistic bactericidal composition selected from the picolinamide compound bactericide, the synergistic bactericidal composition is obtained under the condition that the weight ratio of the compound I to the cyazofamid is 20:1-1:50, preferably 10:1-1:40, further preferably 10:1-1:30, further preferably 10:1-1:20, further preferably 5:1-1:20, further preferably 1:1-1:10.
The synergistic bactericidal composition selected from picolinamide-containing bactericides has remarkable efficacy on a wide range of plant pathogenic fungi such as oomycetes, ascomycetes, basidiomycetes, deuteromycetes and the like.
The synergistic fungicidal composition selected from the group consisting of picolinamide-containing fungicides of the present invention is suitable for the prevention or control of representative fungal species including, for example, the following:
the synergistic bactericidal composition selected from the picolinamide compound bactericide is particularly suitable for preventing and treating the following plant diseases: potatoes and tomatoes (e.g., phytophthora infestans) and Phytophthora species (Phytophthora) on broad-leaved trees (wilt, root rot, leaf rot, stem rot and fruit tree rot); brassica clubs (Plasmodiophora brassicae) (clubroot) on cabbages, oilseed rapes, radishes and other plants; peronospora (Plasmopara), such as Plasmodium viticola (P.viticola) on grape vine and Holstedii (P.halsetedii) on sunflower; the genus Desmodium (Podosphaera) (powdery mildew) on plants of the Rosaceae family, hops, pomegranates and berries, such as Malus pumila powdery mildew (P.leucotrichia) on apples; wheat basal rot (Pseudocercosporella herpotrichoides) on cereals such as wheat or barley (eye blotch; sexual: tapesia yallundae); pseudoperonospora (downy mildew) on various plants, such as Pseudoperonospora cubensis (p. Cube) on cucumber plants or humulus scandens (p. Humili) on hops; puccinia (rust) on various plants, for example Puccinia (p.triccina) (brown rust or leaf rust of wheat), puccinia (p.striiformis) (yellow rust or yellow rust), puccinia (p.hordei) (yellow dwarf rust), puccinia (p.graminis) (stem rust or black rust) or Puccinia (p.recondita) (brown rust or leaf rust) on cereals such as wheat, barley or rye; alternaria (Alternaria) on fruits, rice, soybeans, potatoes (A. Solani) or Alternaria (A. Alternata)), tomatoes and wheat (Alternaria Alternaria); mycelial (Aphanomyces) on sugar beet and vegetables; aschersonia (Ascochyta) on cereals and vegetables, such as a. Tritici (anthracnose) on wheat and aschersonia (a. Hordei) on barley; the genera Helminthosporium (Bipolaris) and Helminthosporium (Drechslera) (sexual: helminthosporium (Cochliobius)), for example small spots (maize Helminthosporium (D. Maydis)) or large spots (maize isolated Helminthosporium (B. Zeicola)) on maize, for example spot blight (Rhizoctonia cerealis (B. Sorokiniana)) on cereals, for example rice and on lawns; white rust (Albugo) on ornamental plants, vegetable crops and sunflower; alternaria brassicae (A. Brassicola) or Alternaria brassicae (A brassicae) on vegetables, rape; wheat powdery mildew (Blumeria (powdery mildew)) on cereals (e.g. wheat or barley), fruits and berries (e.g. strawberries), vegetables (e.g. lettuce, carrots, root celery and cabbage), rape, flowers, vines, forest crops and Botrytis cinerea (sexual: botrytis cinerea (Botryotinia fuckeliana): gray mold) on wheat, bremia lactucae (downy mildew) on lettuce, maize gray-spot bacteria (C.zeae-maydis)) on maize; ergot (Claviceps purpurea) on cereals (ergot disease); corn (Gray Helminthosporium (C. Carbonum)), cereals (e.g., helminthosporium gramineum (C. Sativus)), asexual: helminthosporium gramineum) and rice (e.g., helminthosporium palustris (C. Miyabeam), asexual: helminthosporium (H. Oryzae)), helminthosporium (Helminthosporium) or Helminthosporium (leaf spot); colletotrichum glomeratum (c.gossypii) on cotton; anthracnose (c. Gramicola) on corn (watermelon anthracnose (c. Cocodes) on berries, potatoes) and anthracnose (c. Lindemuthianum) on beans) on rice (c. Sasakii) (banded sclerotial blight); cucumber brown spot bacteria (Corynespora cassiicola) (leaf spot) on soybeans and ornamental plants; corn, cereals such as barley (e.g., barley Neurospora (D. Teres), net blotch) and wheat (e.g., D. Tritici-repntis: brown blotch), rice and the genus Neurospora on lawns (synonymous Helminthosporium, sexual: pyrenophora); black powder (entomoma oryzae) on rice (leaf smut); epicoccum (smut) on wheat; sugar beet (beet powdery mildew (e.betae)), vegetables (e.g. pea powdery mildew (e.pisi)) such as cucurbits (e.g. powdery mildew (e.g. cichorium), cabbage, powdery mildew (Erysiphe) on rape; acremonium acutum (Eutypa lata) on fruit trees, grape vines and ornamental trees; the genus Helminthosporium (Exserohilum) on corn (e.g., spot-corn (E. Turcicum)); fusarium (Fusarium) (sexual: gibberella (Gibberella)) (Fusarium, root rot, or stem rot) on various plants, such as Fusarium graminearum (F. Graminearum) or Fusarium culmorum (F. Culmorum) (root rot, scab, or silver tip) on cereals (e.g., wheat or barley), fusarium oxysporum (F. Oxysporum) on tomatoes, fusarium solani (F. Solani) on soybeans, and Fusarium verticillium (F. Verticilliides) on corn; top hulls (Gaeumannomyces graminis) on cereals (e.g. wheat or barley) and maize (take-all); gibberella on cereals (e.g. gibberella zeae (g. Zeae)) and rice (e.g. gibberella vinifera (g. Fujikuroi): bakanae); apple anthracnose (Glomerella cingulata) on grape vine, pome fruit and other plants, cotton anthracnose (g gossypii) on cotton; grainstaining complex on rice; black rot of grape (Guignardia bidwellii) on grape vine (black rot); rust (gyrnosporium) on rosaceous plants and juniper, such as g.sabina (rust) on pears; the genus Helminthosporium (synonymous Neurospora, sexual: leptosporium) on corn, cereals and rice; camellias (heileia), such as camellias (h.castatrix) on coffee (brown leaf rust); the brown spot on grape vine is made to be a corynespora crassa (Isariopsis clavispora); alternaria phaseoloides (Macrophomina phaseolina) on soybeans and cotton, rhizoctonia cerealis (Microdochium) on cereals (e.g. wheat or barley), diffusion cross-wire shells (Microsphaera diffusa) on soybeans (powdery mildew), acetobacter (Monilinia), e.g. sclerotium (M.laxa) on stone fruits and other rosaceous plants, monilinia fructicola (M.fructicola) and M.fructigena (flower rot and branch rot), ulmaria (brown rot), ulmaria (M.g. Mycosphaerella) on cereals, bananas, berries and peanuts, e.g. Ulminella (M.graminicola) on wheat, celastracea (Septoria tritici), celastracea (M.fijijiensis) (atoka black) on brassica (e.g. Brassica napus (P. Fra) or Brassica napus (e.g. P. Parasitica (P. Cepacia)), torula (e.cephem (P. Cephem)), and Ulmorica (P. Cepacia (e.g. P. Cephem (P) Peronospora (downy mildew) on tobacco (Peronospora tabacum (p. Tabacina)) and soybean (e.g., peronospora sojae (p. Manshurica)); pachyrhizus (Phakopsora pachyrhizi) and alpine Ma Huang (p.meibomiae) on soybeans (soybean rust); such as Phycomycetes (Phosphora) on grape vine (e.g., P.trachila and P.tetrapora) and soybean (e.g., brown rot of soybean stem (P.gregata): stem rot); phoma tibole (Phoma lingam) on rape and cabbage (root rot and stem rot) and Phoma betanini (p.betae) on sugar beet (root rot, leaf spot and damping off); phomopsis (Phomopsis) on sunflower, grape vine (e.g., black rot (p. Vintics) vines) and soybeans (e.g., stem rot: p. Phaseoli, sexual: phomopsis sojae (Diaporthe phaseolorum)); brown spot germ (Physoderma maydis) on corn (brown spot); various plants such as bell peppers and cucurbits (e.g., phytophthora capsici), soybeans (e.g., phytophthora sojae (p. Megaspha)), yellow spot bacteria (pyrenopora (asexual: drechslera) tritici-repentis (maculopathy) on wheat, or navel vermicularia (p. Teres) on barley; pyricularia species (Pyricularia), such as Pyricularia oryzae (P.oryzae) on rice (idiotype: magnaporthe grisea, pyricularia oryzae) and Pyricularia oryzae (P.grisea) on lawns and cereals; pythium (damping off) on lawns, rice, maize, wheat, cotton, rape, sunflower, soybean, sugar beet, vegetables and various other plants, such as Pythium terminalis (p. Ultamum) or Pythium aphanidermatum (p. Aphanidermatum); genus cercospora (Ramularia), such as r.collo-cygni (cercospora colporis, physiological leaf spot) on barley and betaleaf spot bacteria (r.betiola) on sugar beet; rhizoctonia (Rhizoctonia) on cotton, rice, potato, turf, corn, canola, potato, sugar beet, vegetables and various other plants, for example Rhizoctonia solani (r.solani) on soybean (root rot/stem rot), r.solani (sheath blight) on rice or Rhizoctonia cerealis (r.cerealis) on wheat or barley (Rhizoctonia cerealis); rhizopus (Rhizopus stolonifer) on strawberries, carrots, cabbages, vines and tomatoes (black mold, soft rot); ryegrass (Rhynchosporium secalis) (leaf spot) on barley, rye and triticale; branch (Sarocladium oryzae) and s.attenuum (leaf sheath rot) on rice; sclerotinia (Sclerotinia) on vegetables and crops such as rape, sunflower (e.g. Sclerotinia) and soybean (e.g. s.rolfsii or Sclerotinia) (stalk rot or southern blight); septoria (Septoria) on various plants, such as Septoria sojae (s.glycons) on soybean (brown spot), septoria tritici (s.tritici) on wheat (Septoria leaf spot) and Septoria glume-dried (s.septoria spot) on cereals; grape hook shells (powdery mildew, asexual: oidium tucatri) on grape vine, helminth (Helminthosporium turcicum) on corn and alternaria (Setosphaeria) on turf; maize (e.g., head smut), sorghum, and sugarcane of the genus nigella (Sphacelotheca) (smut); powdery mildew (Sphaerotheca fuliginea) (powdery mildew) of the species cucurbitaceae; eschar (Spongospora subterranea) (eschar disease) on potatoes and viral diseases transmitted thereby; aschersonia (staganospora) on cereals, such as aschersonia (s. Nodorum) on wheat (aschersonia), sexual states: leptosphaeria (synonym phaeosporia ] nodorum); potato canceration germ (Synchytrium endobioticum) on potatoes (potato canceration disease); exocyst (Taphrina), such as exocyst malformation (t.demans) (mosaic disease) on peach and exocyst prune (t.prune) of Li Shang; rhizopus (Thielaviopsis) on tobacco, pome fruits, vegetables, soybeans and cotton, such as rhizopus nigricans (t. Basicola); tilletia (Tilletia) on cereals, such as T.tritici wheat stinking smut on wheat and T.control versa (Tilletia); the sarcoidosis (Typhula incarnata) (gray snow rot) on barley or wheat; urocystis, such as Urocystis (U.oculta) on rye; vegetables such as beans (e.g. rust (u. Appendicula)) and sugar beets (e.g. rust (u. Betae)) monospora (Uromyces) (rust disease), cereals (e.g. barley black powder (u. Nuda) and u. Avena ae), maize (e.g. maize black powder (u. Maydis): maize smut) and sugar cane (Ustilago) (smut), apples (e.g. apple black rot (v. Inaequas)) and pear (Venturia) (black star), and various plants such as fruit trees and ornamental plants, vines, berries, vegetables and crop rotabacteria (verium) (wilt) on field crops such as strawberry, rape, potato and tomato (v. Dahlia).
The synergistic bactericidal composition selected from the picolinamide compound bactericide is particularly important for preventing and controlling plant pathogenic fungi on various plants. Including cereals, such as wheat, barley, rye, rice, sorghum; leguminous plants (e.g., beans, lentils, peas, soybeans); oil crops (e.g., rape, mustard, olives, sunflowers, coconuts, castor oil plants, cocoa beans, peanuts or soybeans, etc.); cucurbits (e.g., pumpkin, cucumber, melon, etc.); fiber plants (e.g., cotton, flax, hemp, jute, etc.); citrus fruits (e.g., orange, lemon, grape, chinese citrus, etc.); fruits such as pome, stone or berries, e.g. apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, blackberries or gooseberries; vegetables (lettuce, cabbage, carrot, onion, tomato, potato, green pepper, etc.); corn; tobacco; nuts; coffee; sugarcane; tea; grape vine; bananas, and the like.
The synergistic bactericidal composition selected from the picolinamide compound bactericide can be used as a foliar bactericide in crop protection, and can also be used as a bactericide for seed dressing and used as a soil bactericide.
The synergistic fungicidal composition according to the invention, selected from the group consisting of fungicidal agents containing picolinamides, can be applied to plant pathogenic bacteria and/or their environment, or to plants, plant propagation material and plant organs, soil, materials or spaces that grow subsequently, before or after the plants are infested.
The synergistic fungicidal composition selected from the group consisting of picolinamide-containing fungicides of the present invention is applied to phytopathogenic fungi and/or their environment or to plants, plant propagation material and subsequently growing plant organs, soil, materials or spaces in an agronomically effective and substantially non-phytotoxic application amount by means of seed treatment, foliar application, stem application, saturation, instillation, casting, spraying, misting, dusting, spreading or fuming and the like.
The synergistic bactericidal composition selected from the picolinamide compound bactericide can be used for protecting seeds, roots and tender shoots of the obtained plants from being invaded by soil harmful bacteria. Preferably, the roots and shoots of the plant are protected. The seeds may be contacted with an effective amount of the fungicidal composition of the present invention before sowing and/or after germination. The seeds are protected from attack by plant pathogenic bacteria by treating the seeds and the resulting plant roots and shoots are protected.
The application may be performed prior to or during sowing. Methods of applying or treating synergistic fungicidal compositions selected from the group consisting of picolinamide-containing fungicides described in the present invention to plant propagation materials, particularly seeds, are known in the art. Seed dressing, coating, pelleting, dusting, soaking and in-furrow application methods of plant propagation materials are also known.
The seed treated with the synergistic fungicidal composition selected from the group consisting of picolinamides-containing fungicides of the invention provides protection against pathogenic bacteria not only for the seed itself but also for plants growing from the seed after emergence thereof. Thus, it may not be necessary to treat the plants directly at or shortly after sowing.
The seed is selected from potato, sunflower, coffee, tobacco, canola, rape, beet, tomato, cucumber, bean, brassica, onion, soybean, wheat, barley, rye, oat, sorghum, peanut, sugarcane, rice, cabbage, cowpea, carrot, cotton, and corn seed. Of particular importance are the treatment of seeds of wheat, barley, rye, oats, maize, cotton, canola, rape and rice.
The synergistic bactericidal composition containing the pyridine amide compound bactericide is applied to soil before, after or before and after seed germination and/or directly applied to soil contacted with plant roots or soil suitable for plant growth.
The synergistic bactericidal composition selected from the group consisting of picolinamides bactericides can treat all plants and plant parts. "plant" refers to all plants and plant populations such as desirable and undesirable wild plants, cultivated plants and plant varieties (whether protected by plant varieties or plant growing rights). The cultivated plants and plant varieties may be plants obtained by conventional propagation and cultivation methods, which may be supplemented or supplemented with one or more biotechnological methods, for example using doubled haploids, protoplast fusion, random and directed mutations, molecular or genetic markers, or using bioengineering and genetic engineering methods.
"plant part" refers to all above and below ground parts and organs of a plant, such as shoots, leaves, flowers and roots, such as leaves, needles, stems, branches, flowers, fruit bodies, fruits and seeds, and roots, bulbs and rhizomes. Crops as well as vegetative propagation and propagation material, for example cuttings, bulbs, rhizomes, fibrins and seeds, also belong to the plant part.
"plant propagation material" is understood to mean all plant parts, such as seeds, which have reproductive capacity and which can be used for propagating the latter, as well as plant materials such as cuttings or tubers (e.g. potatoes). Thus, plant parts as used herein include plant propagation material. Mention may be made, for example, of seeds, roots, fruits, tubers, bulbs, rhizomes and plant parts. Germinated plants to be germinated from soil or suppressed after emergence of seedlings, and effective plants. Young plants may be protected by impregnation, either entirely or partially, prior to implantation.
"plant part" and "plant organ that grows thereafter" are any part of a plant that is produced from plant propagation material, such as seeds. Plant parts, plant organs and plants may also benefit from pathogenic damage protection obtained by applying the fungicidal composition to plant propagation material. Plant parts and plant organs that grow after certain sites can also be considered plant propagation material, which itself can be applied (or treated) with the fungicidal composition; plants, other plant parts and other plant organs produced from the treated plant parts and treated plant organs can thus also benefit from the application of the fungicidal composition.
As a further improvement of the invention, the synergistic bactericidal composition selected from the picolinamide compound bactericides can be prepared into any agriculturally acceptable dosage form. Such as suspensions (SC, OD, FS), emulsifiable Concentrates (EC), emulsions (EW, EO, ES), pastes, wettable powders or dusts (WP, SP, SS, WS, DP, DS) or granules (GR, FG, GG, MG) which may be water soluble or wettable, and Gel Formulations (GF) for treating plant propagation material such as seeds.
The synergistic bactericidal composition selected from the picolinamide compound bactericide also comprises a filler and/or a surfactant.
The term "bulking agent" refers to a natural or synthetic organic or inorganic compound that may be combined or associated with an active compound to make it easier to apply to a subject (e.g., a plant, crop, or grass). Thus, the filler is preferably inert, at least should be agriculturally acceptable. The filler may be solid or liquid.
The inert medium which can be used in the present invention may be either solid or liquid, and examples of solid medium materials include: talc, titanium dioxide, silica, attapulgite clay, diatomaceous earth, limestone, calcium carbonate, bentonite, calcium montmorillonite, cotton seed hulls, wheat flour, soybean flour, pumice, wood flour, ground walnut hulls, lignin, and the like.
As liquid vehicle materials, there may be used, for example, water, petroleum ether, vegetable oil, methyl ethyl ketone, cyclohexanone, amyl acetate, 2-butanone, butylene carbonate, cyclohexane, cyclohexanol, alkyl acetate, diacetone alcohol, diethanolamine, diethylene glycol rosinate, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N, N-dimethylformamide, dimethyl sulfoxide, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, dipropylene glycol, alkylpyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 2-heptanone, ethyl lactate, ethylene glycol butyl ether, ethylene glycol methyl ether, gamma-butyrolactone, glycerol acetate, glycerol diacetate, glycerol triacetate, hexadecane, hexylene glycol, isoamyl acetate, isobornyl acetate, isooctane, isophorone, isopropyl myristate, lactic acid, laurylamine, isopropylidene acetone, methoxypropanol, methyl isoamyl ketone, methyl isobutyl ketone, methyl laurate, methyl caprylate, methyl oleate, N-hexane, N-octylamine, octadecanoic acid, octylamine acetate, oleic acid, oleylamine, polyethylene glycol, propionic acid, propyl lactate, propylene carbonate, propylene glycol methyl ether, triethyl phosphate, triethylene glycol, paraffin, mineral oil, ethyl acetate, amyl acetate, butyl acetate, propylene glycol methyl ether, diethylene glycol methyl ether, ethanol, isopropyl alcohol, and higher molecular weight alcohols, such as amyl alcohol, tetrahydrofuranol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, and the like.
Suitable surfactants (auxiliaries, wetting agents, tackifiers, dispersants or emulsifiers) are aromatic sulfonic acids such as lignin sulfonic acid, phenol sulfonic acid, naphthalene sulfonic acid, dibutyl naphthalene sulfonic acid and alkali metal, alkaline earth metal and ammonium salts of fatty acids, alkyl sulfonates, alkylaryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and also sulfated cetyl-, heptadeca-and stearyl alcohols, sulfated fatty alcohol glycol ethers, furthermore condensates of naphthalene or naphthalene sulfonic acid with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenyl polyglycol ethers, tributylphenyl polyglycol ether, tristearylphenyl polyglycol ether, alkylaryl polyether alcohols, alcohol and fatty alcohol/ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether, sorbitol esters, polysaccharides (e.g. methylcellulose), hydrophobically modified starches, polyvinyl alcohols, polycarboxylates, polyalkoxylates, polyvinyl amines, polyvinylpyrrolidone and copolymers thereof. Adjuvants such as xanthan gum, magnesium aluminum silicate, gelatin, starch, cellulose methyl ether, polyvinyl alcohol, polyvinyl acetate and natural phospholipids, synthetic phospholipids, bentonite, sodium lignin sulfonate, etc. may be used to stabilize, attach and/or combine the dispersion of the active ingredient compounds.
Wherein the antifreezing agent can be selected from ethylene glycol, propylene glycol, glycerol, and sorbitol. As deflocculant for suspended products, adjuvants such as naphthalene sulfonic acid polymers, polymeric phosphates, and the like can be used.
Wherein the antifreezing agent can be selected from ethylene glycol, propylene glycol, glycerol, and sorbitol. As deflocculant for suspended products, adjuvants such as naphthalene sulfonic acid polymers, polymeric phosphates, and the like can be used.
As defoamers, silicone emulsions (e.g., silikon. RTM. SRE, wacker or Rhodorsil. RTM., rhodia), long chain alcohols, fatty acids, fatty acid salts, organofluorine compounds and mixtures thereof can be used. For improving the flowability of the solid product, adjuvants such as paraffin, stearate, alkyl phosphate and the like can be used.
Colorants that may be used, for example, inorganic pigments such as iron oxide, titanium oxide, and Prussian blue; organic pigments/dyes: alizarin dyes, azo dyes and metal phthalocyanine dyes; and trace elements such as iron, manganese, boron, copper, cobalt, molybdenum and zinc salts.
Optionally, other additional components may also be included, such as protective colloids, binders, thickeners, thixotropic agents, penetrating agents, stabilizers, masking agents.
The dosage forms of the invention can be prepared in a known manner. For example:
i) Emulsifiable Concentrate (EC)
Appropriate amounts of the active ingredient are dissolved in a suitable solvent and calcium dodecylbenzenesulfonate and castor oil ethoxylate are added. Diluting with water to obtain emulsion.
ii) emulsion (EW, EO, ES)
Appropriate amounts of the active ingredient are dissolved in a suitable solvent and calcium dodecylbenzenesulfonate and castor oil ethoxylate are added. The mixture was introduced into an appropriate amount of water by means of an emulsifying machine and made into a homogeneous emulsion. Diluting with water to obtain emulsion.
iii) Suspension (SC, OD, FS)
An appropriate amount of the active ingredient is crushed in a stirred ball mill and an appropriate amount of dispersant and wetting agent and an appropriate amount of water or organic solvent are added to give a finely divided active ingredient suspension. Dilution with water gives a stable active ingredient suspension.
iv) Water-dispersible and Water-soluble particles (WG, SG)
The appropriate amount of active ingredient is finely ground and added to dispersants and wetting agents, which are prepared into water-dispersible or water-soluble granules by means of industrial equipment (e.g. extruders, spray towers, fluidised beds). Dilution with water gives a stable active substance dispersion or solution.
v) Water-dispersible and Water-soluble powders (WP, SP, SS, WS)
Appropriate amounts of the active ingredient are ground in a rotor-stator mill and dispersants, wetting agents and colloidal silica are added. Dilution with water gives a stable active ingredient dispersion or solution.
vi) Gel (GF)
A fine suspension of the active ingredient is obtained by grinding an appropriate amount of the active ingredient in a stirred ball mill and adding a dispersing agent, a gelling agent, a wetting agent and water or an organic solvent. Dilution with water gives a stable suspension of the active substance.
vii) powders (DP, DS)
An appropriate amount of the active ingredient is finely ground and thoroughly mixed with the finely divided kaolin. A dustable composition can be obtained.
viii) particles (GR, FG, GG, MG)
An appropriate amount of the active ingredient is finely ground and combined with an appropriate amount of the carrier. Common processes are extrusion, spray drying or fluid bed processes. Particles can be obtained which are administered undiluted.
ix) ULV solutions (UL)
An appropriate amount of the active ingredient is dissolved in an organic solvent. A composition can be obtained which is administered undiluted.
The synergistic fungicidal composition selected from the group consisting of picolinamide-containing fungicides of the invention generally comprises 0.01 to 95% by weight, preferably 0.1 to 90% by weight, most preferably 0.5 to 90% by weight of active ingredient.
For the treatment of plant propagation materials, in particular seeds, use is generally made of water-soluble concentrates (LS), flowable concentrates (FS), dry-treatment powders (DS), slurry-treatment water-dispersible powders (WS), water-soluble powders (SS), emulsions (ES), emulsifiable Concentrates (EC) and Gels (GF). These formulations may be applied to plant propagation material, in particular seeds, with or without dilution.
For leaf treatment: the amount of active ingredient is 0.1-10000g/ha, preferably 10-1000 g/ha, more preferably 50-500 g/ha;
for seed treatment: the amount of active ingredient is 2-200 g/100kg seed, preferably 5-100g/100kg seed;
for soil treatment: the amount of active ingredient is 0.1-10000g/ha, preferably 1-5000 g/ha.
The compound I and cyazofamid of the present invention may be combined/co-administered, including separate, sequential or simultaneous administration of the compound I and cyazofamid. Preferably, the combination of compound I and cyazofamid is in the form of a composition comprising compound I and cyazofamid.
The compounds I and cyazofamid according to the invention can also be administered in combination with other active ingredients, for example for enlarging the spectrum of activity or preventing the development of resistance. Such as fungicides, bactericides, attractants, insecticides, acaricides, nematicides, growth regulators, herbicides, safeners, fertilizers or semiochemicals, etc.
Detailed Description
Biological test case
There is a synergistic effect when the effect of the active compound combination exceeds the sum of the effects of each active compound when administered alone. The expected effect of a particular combination of two active compounds can be calculated using the so-called "Colby formula" (see s.r. Colby, "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", wells 1967,15, 20-22) if
X is the activity when using an amount of m g/ha or an m ppm concentration of active compound A;
y is the activity when using an amount of n g/ha or an n ppm concentration of active compound B, expressed as a percentage of untreated control;
e is the activity when using active compounds A and B in amounts of m and n g/ha or at concentrations of m and n ppm,
then
Figure 66218DEST_PATH_IMAGE002
If the actual observed activity (O) is greater than the expected activity (E), the composition has a synergistic effect.
The following biological test examples illustrate the invention. However, the present invention is not limited to these examples.
Test 1: anthracnose of cucumber
The raw materials of the compound I and the cyazofamid are respectively dissolved by acetone to prepare a mother solution of a single dose, and then diluted to the required concentration by aqueous solution containing 0.1% of Tween-80.
The bactericidal activity of the agent on cucumber anthracnose is determined by a living potting method. And selecting a leaf and a core period to make growth vigor uniform so as to obtain the potted cucumber seedling for standby.
Adding sterile water into a culture dish with spore, gently scraping surface spore, filtering with double-layer gauze to obtain a concentration of 7X10 4 -8×10 4 individual/mL spore suspension.
And uniformly spraying stems and leaves of the potted seedlings to be tested until the leaves are fully wetted, and naturally air-drying the liquid medicine for later use. After 24h inoculation. 4 replicates, 10 pots each, 1 seedling per pot. And a treatment without a drug (containing an organic solvent and an emulsifier) was used as a blank.
The sporangium suspension was evenly inoculated to cucumber seedlings with an inoculation atomizer. After inoculation, cucumber seedlings are transferred into a climatic chamber with a relative humidity of >85% for cultivation. After 24 hours, melon Miao Yiru was cultivated normally in a greenhouse with an illumination intensity of more than 2000 lx. 5 days of investigation. The disease conditions of each treatment are investigated in a grading way, and the grading method comprises the following steps:
level 0: no disease;
stage 1: the area of the disease spots accounts for less than 5% of the area of the whole leaf;
3 stages: the area of the disease spots accounts for 6% -10% of the area of the whole leaf;
5 stages: the area of the disease spots accounts for 11% -25% of the area of the whole leaf;
7 stages: the area of the disease spots accounts for 26% -50% of the area of the whole leaf;
stage 9: the area of the disease spots accounts for more than 50% of the area of the whole leaf.
Calculating disease index and control effect according to the following formula
Figure 530697DEST_PATH_IMAGE003
TABLE 1 control of cucumber anthracnose by the inventive composition
Figure 402838DEST_PATH_IMAGE004
Table 1 clearly shows that the actual control effect of the synergistic bactericidal composition selected from the picolinamide compound bactericides on cucumber anthracnose is higher than that calculated by the Colby formula, namely, the synergistic effect exists.
Test 2: leaf rust of wheat
The raw materials of the compound I and the cyazofamid are respectively dissolved by acetone to prepare a mother solution of a single dose, and then diluted to the required concentration by aqueous solution containing 0.1% of Tween-80.
The bactericidal activity of the agent on wheat leaf rust is determined by a living potting method. 20 wheat seeds are sowed in each pot, 10 wheat seeds are selected after emergence of seedlings, and the seedlings grow to 2 leaves for 1 heart period for later use.
Washing fresh summer spore of rust bacteria generated in 24 hr on diseased leaf with 0.1% Tween-80 water solution, filtering with double-layer gauze to obtain extract with concentration of 1×10 5 individual/mL of suspension was ready for use.
And uniformly spraying stems and leaves of the potted seedlings to be tested. The front and back sides of the leaves to be inoculated are sprayed with each treatment agent until the leaves are wet, and then inoculated after 24 hours. For each treatment 1 pot, 4 replicates were performed. And a treatment without a drug (containing an organic solvent and an emulsifier) was used as a blank.
The sporangia suspension was evenly inoculated to the leaves with an inoculation nebulizer.After wheat seedling inoculation, dark and moisture-preserving culture is carried out for more than 12 hours, and the temperature is 15 O C -20 O C. Then at 18 O C -22 O C, culturing in a greenhouse, and illuminating for more than 12 hours every day.
When the morbidity of the blank control reaches more than 80%, the morbidity of each treatment is investigated in a grading way, and the grading method is as follows:
level 0: no spore stack;
stage 1: the spore pile accounts for less than 5% of the whole leaf area;
3 stages: the spore pile accounts for 5% -10% of the whole leaf area;
5 stages: the spore pile accounts for 10% -25% of the whole leaf area;
7 stages: the spore pile accounts for 25% -50% of the whole leaf area;
stage 9: the spore pile accounts for more than 50% of the whole leaf area.
Calculating disease index and control effect according to the following formula
Figure 865044DEST_PATH_IMAGE003
TABLE 2 control of wheat leaf rust by the compositions of the present invention
Figure 884952DEST_PATH_IMAGE005
Table 2 clearly shows that the actual control effect of the synergistic bactericidal composition of the invention, which is selected from the group consisting of picolinamide-containing bactericides, on wheat leaf rust is higher than that calculated by the Colby formula, i.e. there is a synergistic effect.
Test 3: powdery mildew of cucumber
The raw materials of the compound I and the cyazofamid are respectively dissolved by acetone to prepare a mother solution of a single dose, and then diluted to the required concentration by aqueous solution containing 0.1% of Tween-80.
The bactericidal activity of the agent on powdery mildew of cucumber is determined by a living potting method. And selecting potted cucumber seedlings with consistent growth vigor in the two leaf periods for standby.
Washing fresh spores on diseased cucumber leaves with 0.1% Tween-80 aqueous solution, and using doubleFiltering with gauze to give a concentration of 5×10 5 ~6×10 5 individual/mL spore suspension was ready for use.
And uniformly spraying stems and leaves of the potted seedlings to be tested until the leaves are fully wetted, and naturally air-drying the liquid medicine for later use. After 24h inoculation. 4 replicates, 10 pots each, 1 seedling per pot. And a treatment without a drug (containing an organic solvent and an emulsifier) was used as a blank.
The sporangia suspension was evenly sprayed onto cucumber leaves with an inoculation sprayer. After cucumber seedlings are inoculated, the cucumber seedlings are transferred into a greenhouse with the illumination intensity of more than 2000lx for normal culture. Investigation was performed after 7 days. The disease conditions of each treatment were examined in a grading manner. The grading method comprises the following steps:
level 0: no disease;
stage 1: the area of the disease spots accounts for less than 5% of the area of the whole leaf;
3 stages: the area of the disease spots accounts for 6% -10% of the area of the whole leaf;
5 stages: the area of the disease spots accounts for 11% -20% of the area of the whole leaf;
7 stages: the area of the disease spots accounts for 21% -40% of the area of the whole leaf;
stage 9: the area of the disease spots accounts for more than 40% of the area of the whole leaf.
Calculating disease index and control effect according to the following formula
Figure 825227DEST_PATH_IMAGE003
TABLE 3 control of powdery mildew of cucumber by the inventive composition
Figure 614191DEST_PATH_IMAGE006
Table 3 clearly shows that the actual control effect of the synergistic bactericidal composition selected from the bactericidal composition containing the pyridine amide compounds on powdery mildew of cucumber is higher than that calculated by the Colby formula, namely, the synergistic effect exists.
Test 4: downy mildew of cucumber
The raw materials of the compound I and the cyazofamid are respectively dissolved by acetone to prepare a mother solution of a single dose, and then diluted to the required concentration by aqueous solution containing 0.1% of Tween-80.
The bactericidal activity of the agent on cucumber downy mildew is determined by a living potting method. The cucumber variety is Xintaimi thorns, the cucumber is planted in a basin, the substrate is a vegetable planting substrate, and the cucumber grows to 4-6 true leaf periods for standby.
Taking fresh cucumber downy mildew disease leaves, transferring the fresh cucumber downy mildew disease leaves onto a disease-free cucumber plant, collecting leaves for moisturizing to generate fresh sporangia after the leaves are ill, and 4 o Washing sporangium with distilled water, filtering with double-layer gauze, and collecting sporangium suspension with concentration of 1×10 5 And each mL.4 o And C, storing for standby.
And uniformly spraying stems and leaves of the potted seedlings to be tested. The front and back sides of the leaves to be inoculated are sprayed with each treatment agent until the leaves are wet, and then inoculated after 24 hours. 4 replicates, 10 pots each, 1 seedling per pot. And a treatment without a drug (containing an organic solvent and an emulsifier) was used as a blank.
The sporangia suspension was sprayed evenly onto the back of the leaf by a glass atomizer for inoculation. The cucumber seedlings are cultivated under the conditions of continuous illumination/darkness for 12 hours each day, the temperature is 17-22 ℃ and the relative humidity is more than 90 percent after inoculation. And carrying out grading investigation on the seed leaves according to the blank control morbidity condition. The following classification method is adopted:
the disease stage is divided according to the proportion of the leaf area of the disease spots.
Level 0: no disease spots;
stage 1: the area of the disease spots accounts for less than 5% of the whole leaf area;
3 stages: the area of the lesion accounts for 6% -10% of the whole leaf area;
5 stages: the area of the disease spots accounts for 11 to 25 percent of the whole leaf area
7 stages: the area of the lesion accounts for 26% -50% of the whole leaf area;
stage 9: the area of the disease spots accounts for more than 50% of the whole leaf area.
Calculating disease index and control effect according to the following formula
Figure 496565DEST_PATH_IMAGE003
TABLE 4 control of cucumber downy mildew by the inventive composition
Figure 3770DEST_PATH_IMAGE007
Table 4 clearly shows that the actual control effect of the synergistic bactericidal composition selected from the group consisting of picolinamide-containing bactericides on cucumber downy mildew is higher than that calculated by the Colby formula, i.e. the synergistic effect exists.

Claims (13)

1. The synergistic bactericidal composition is characterized by comprising an active ingredient compound I and cyazofamid, wherein the weight ratio of the compound I to the cyazofamid is 20:1-1:50.
Figure 738969DEST_PATH_IMAGE001
2. The synergistic bactericidal composition selected from the group consisting of picolinamide-containing bactericides according to claim 1, wherein the weight ratio of the compound I to cyazofamid is 10:1-1:40.
3. The synergistic bactericidal composition selected from the group consisting of picolinamide-containing bactericides according to claim 1, wherein the weight ratio of the compound I to cyazofamid is 10:1-1:30.
4. The synergistic bactericidal composition containing pyridine amide compound bactericide according to claim 1, wherein the weight ratio of the compound I to cyazofamid is 10:1-1:20.
5. The synergistic bactericidal composition selected from the group consisting of picolinamide-containing bactericides according to claim 1, wherein the weight ratio of the compound I to cyazofamid is 5:1-1:20.
6. The synergistic bactericidal composition selected from the group consisting of picolinamide-containing bactericides according to claim 1, wherein the weight ratio of the compound I to cyazofamid is 1:1-1:20.
7. The synergistic bactericidal composition selected from the group consisting of picolinamide-containing bactericides according to claim 1, wherein the weight ratio of the compound I to cyazofamid is 1:1-1:10.
8. Synergistic fungicidal composition selected from the group consisting of picolinamide-containing fungicides according to claim 1, characterized in that it further comprises a filler and/or a surfactant.
9. Use of a synergistic fungicidal composition selected from the group consisting of picolinamide-containing fungicides of claim 1 for the prevention or control of phytopathogenic fungi.
10. Use of a synergistic fungicidal composition selected from the group consisting of picolinamide-containing fungicides, according to claim 1, for protecting seeds, roots and shoots of the resulting plants from attack by soil-harmful bacteria.
11. A method for controlling phytopathogenic fungi, comprising applying a synergistic fungicidal composition selected from the group consisting of fungicides containing pyridine amides according to claim 1 to phytopathogenic fungi and/or their environment before or after the plants are infected or to the plants, to the plant propagation material and to subsequently growing plant organs, soil, materials or spaces.
12. The method according to claim 11, wherein the synergistic fungicidal composition according to claim 1, selected from the group consisting of picolinamide-containing fungicides, is applied in an amount of 50-500 g/ha as active ingredient.
13. The method according to claim 11, wherein the synergistic fungicidal composition according to claim 1, selected from the group consisting of picolinamide-containing fungicides, is applied in an amount of 5-100g/100kg of seeds as active ingredient.
CN202111498867.0A 2021-12-09 2021-12-09 Synergistic bactericidal composition selected from picolinamide compound bactericides Pending CN116250536A (en)

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