CN114304160A

CN114304160A - Synergistic bactericidal composition

Info

Publication number: CN114304160A
Application number: CN202011057837.1A
Authority: CN
Inventors: 罗昌炎; 詹姆斯.T.布里斯托
Original assignee: Jiangsu Rotam Chemical Co Ltd
Current assignee: Jiangsu Rotam Chemical Co Ltd
Priority date: 2020-09-30
Filing date: 2020-09-30
Publication date: 2022-04-12
Anticipated expiration: 2040-09-30
Also published as: CN114304160B

Abstract

The invention relates to a synergistic bactericidal composition which contains effective amounts of (a) a compound shown in formula I and (b) propamocarb, wherein the weight ratio of the compound shown in formula I to the propamocarb is 10:1-1: 100. The invention also relates to a method for preventing or controlling phytopathogenic fungi by applying said fungicidal composition to phytopathogenic fungi, plants, parts of plants, plant propagation material and subsequently growing plant organs, fruits, harvested products or the soil in which the plants are growing.

Description

Synergistic bactericidal composition

Technical Field

The invention relates to a synergistic bactericidal composition; the invention also relates to methods of using these synergistic compositions.

Background

Fungicides are used to protect plants from damage caused by phytopathogenic fungi. Some crops do not grow efficiently without the use of fungicides.

But no one biocide is useful in all cases. Repeated use of a single biocide often results in resistance to the biocide. Therefore, it is an ongoing subject to provide germicidal compositions that are safer, have better performance, are applied at lower doses, are easier to use, and are less costly.

The compounds of the formula I are known from WO2016109257A1 and belong to the class of picolinamides. The compounds of formula I protect plants or seeds from attack by phytopathogenic fungi of the Ascomycetes, Basidiomycetes, Deuteromycetes, Oomycetes classes and the like.

Synergistic effects occur when the activity of two, or more, compounds exceeds the activity of the compounds when used alone.

Disclosure of Invention

The invention aims to provide a synergistic bactericidal composition. It is another object of the present invention to provide methods of using these synergistic compositions.

The synergistic bactericidal composition can prevent or control plant diseases caused by fungi of oomycetes, ascomycetes, basidiomycetes and deuteromycetes.

The present invention provides a synergistic fungicidal composition comprising an effective amount of (a) a compound of formula I, and (b) propamocarb.

The fungicidal compositions according to the invention have an improved activity against plant-pathogenic bacteria at a reduced total amount of active compound applied (synergistic) in terms of reduced application rates and an improved activity spectrum of known compounds.

Compositions and formulations

The present invention relates to a synergistic fungicidal composition comprising an effective amount of (a) a compound of formula I, and (b) propamocarb.

The weight ratio of the compound of the formula I to propamocarb is 10:1-1:100, preferably 5:1-1:100, more preferably 1:1-1:50, more preferably 1:1-1:25, more preferably 1:1-1: 10.

The fungicidal compositions generally comprise an effective amount of (a) a compound of formula I, and (b) propamocarb, and one or more acceptable carriers, particularly one or more agriculturally acceptable carriers.

The fungicidal compositions according to the invention generally contain from 0.01 to 99% by weight, from 0.05 to 98% by weight, preferably from 0.1 to 95% by weight, more preferably from 0.5 to 90% by weight, most preferably from 1 to 80% by weight, of a compound of formula I and propamocarb.

The carrier generally improves the applicability of the compound to, for example, plants, plant parts, or seeds. The carrier is typically an inert solid or liquid. The amount of carrier is generally in the range of 1-99.99%, preferably 5-99.9%, more preferably 10-99.5% and most preferably 20-99% by weight of the germicidal composition.

Examples of suitable solid supports include, but are not limited to, ammonium salts, natural rock flour such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite and diatomaceous earth, and synthetic rock flour such as finely divided silica, alumina and silicates. Examples of useful solid carriers commonly used to prepare granules include, but are not limited to, crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, synthetic granules of inorganic and organic powders, and granules of organic materials such as paper, sawdust, coconut shells, corn cobs and tobacco stalks.

Examples of suitable liquid carriers include, but are not limited to, water, organic solvents, and combinations thereof. Examples of suitable solvents include polar and non-polar organic chemical liquids such as water, petroleum ether, vegetable oils, methyl ethyl ketone, cyclohexanone, amyl acetate, 2-butanone, butenyl carbonate, cyclohexane, cyclohexanol, alkyl acetate, diacetone alcohol, diethanolamine, diethylene glycol sebacate, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N-dimethylformamide, dimethyl sulfoxide, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, dipropylene glycol, alkylpyrrolidones, ethyl acetate, 2-ethylhexanol, vinyl 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, mesityl oxide, methoxypropanol, methyl isoamyl ketone, methyl isobutyl ketone, methyl laurate, methyl octanoate, 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, isopropanol, and higher molecular weight alcohols such as amyl alcohol, tetrahydrofuryl alcohol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, and the like.

The germicidal composition may further include one or more acceptable adjuvants, such as one or more surface active agents, which are commonly used in formulating compositions (e.g., agrochemical compositions). The amount of surfactant is typically from 5% to 40% by weight of the composition.

The surfactant may be an ionic (cationic or anionic) or nonionic surfactant, such as an ionic or nonionic emulsifier, foaming agent, dispersing agent, wetting agent, and any mixtures thereof. Examples of suitable surfactants include, but are not limited to; salts of polyacrylic acids; salts of lignosulfonic acid; salts of phenolsulfonic or naphthalenesulfonic acids; polycondensates of ethylene oxide and/or propylene oxide with fatty alcohols, fatty acids or fatty amines (polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers); substituted phenols (preferably alkyl or aryl phenols); a salt of sulfosuccinic acid ester; taurine derivatives (preferably alkyl taurates); phosphate esters of polyethoxylated alcohols or phenols; fatty esters of polyhydric alcohols; and derivatives of compounds containing sulfate, sulfonate and phosphate salts (e.g., alkyl sulfonates, alkyl sulfates, aryl sulfonates).

Other examples of adjuvants conventionally used in formulating agrochemical compositions include colloids, adhesives, thickeners, thixotropic agents, penetrants, stabilizers, sequestering agents, antifreeze agents, antifoam agents, colorants.

As the thickener, for example, xanthan gum, magnesium aluminum silicate, gelatin, starch, cellulose methyl ether, polyvinyl alcohol, polyvinyl acetate and natural phospholipids, synthetic phospholipids, bentonite, sodium lignin sulfonate and the like can be used. Which can disperse, stabilize, attach and/or bind the active ingredient compound.

The antifreezing agent can be selected from adjuvants such as ethylene glycol, propylene glycol, glycerol, sorbitol, etc.

As the deflocculant for the suspendable product, an auxiliary such as a naphthalenesulfonic acid polymer, a polymeric phosphate, or the like can be used.

The defoaming agent may be a silicone defoaming agent.

Colorants which may be used, for example, inorganic pigments such as iron oxide, titanium oxide and prussian blue; and 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.

The choice of adjuvant may allow the composition to be tailored to specific needs. The choice of adjuvant is related to the intended mode of application and/or physical properties of the germicidal composition of the invention. Furthermore, the adjuvants may be selected to impart specific properties (technical, physical and/or biological) to the composition or to the use forms prepared therefrom.

The germicidal compositions of the present invention may be in any conventional form. The compounds of the invention may be present in suspended, emulsified or dissolved form. Such as emulsifiable concentrates, emulsions, suspensions, water dispersible and water soluble particles, water dispersible and water soluble powders, gels, dusts, granules, ULV solutions.

The dosage forms of the invention can be prepared in a known manner. For example:

i) emulsifiable Concentrates (EC)

The appropriate amount of active ingredient is 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)

The appropriate amount of active ingredient is 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)

Appropriate amounts of active ingredient are comminuted in a stirred ball mill and appropriate amounts of dispersing and wetting agents and appropriate amounts of water or organic solvents are added to give a finely divided active ingredient suspension. Dilution with water gives a stable suspension of the active ingredient.

iv) Water dispersible granules and Water soluble granules (WG, SG)

The active ingredients are finely ground in suitable amounts and added with dispersants and wetting agents, which are converted into water-dispersible or water-soluble granules by means of industrial units (e.g. extruders, spray towers, fluidized beds). Dilution with water gives a stable dispersion or solution of the active substance.

v) Water-dispersible powders and Water-soluble powders (WP, SP, SS, WS)

Appropriate amounts of active ingredient are ground in a rotor-stator mill and dispersant, wetting agent and silica gel are added. Dilution with water gives a stable dispersion or solution of the active ingredient.

vi) Gel (GF)

A fine suspension of the active ingredient is obtained by grinding a suitable amount of the active ingredient in a stirred ball mill and adding dispersing agents, gelling agents, wetting agents and water or organic solvents. Dilution with water gives a stable suspension of the active substance.

vii) powder (DP, DS)

An appropriate amount of the active ingredient is finely ground and thoroughly mixed with finely divided kaolin. A dustable composition can be obtained.

viii) granules (GR, FG, GG, MG)

The appropriate amount of active ingredient is finely divided and milled in combination with an appropriate amount of carrier. Common processes are extrusion, spray drying or fluidized bed processes. Granules can be obtained for application without dilution.

ix) ULV solution (UL)

The appropriate amount of active ingredient is dissolved in an organic solvent. Compositions can be obtained which are applied undiluted.

The fungicide composition of the present invention can be provided to the end user as a ready-to-use formulation, i.e., the composition can be applied directly to plants or seeds by a suitable device such as a spraying device or a dusting device. Alternatively, the composition may be provided to the end user in the form of a concentrate which must be diluted, preferably with water, before use.

The fungicidal composition of the present invention may be mixed with other active ingredients such as fungicides, bactericides, acaricides, nematicides, insecticides, herbicides, fertilizers, growth regulators, safeners or semiochemicals. This may allow to broaden the activity spectrum or to prevent resistance development. Known fungicidal, insecticidal, acaricidal, nematicidal and bactericidal compounds are disclosed in Pesticide Manual 17 th edition.

Method and use

The fungicidal composition of the present invention can be used for the prevention or control of phytopathogenic fungi. The fungicidal compositions of the present invention may be used to protect plants, plant parts, plant propagation material and plant organs, fruits, harvested products and/or the soil in which the plants are grown from attack by phytopathogenic fungi.

The invention also relates to a method for preventing or controlling phytopathogenic fungi by applying the fungicidal composition of the invention to the phytopathogenic fungi, to the plants, to parts of the plants, to plant propagation material and to plant organs, fruits, harvested products or to the soil in which the plants grow.

The present invention also relates to a method for preventing or controlling phytopathogenic fungi, which comprises applying the fungicidal composition of the present invention to the phytopathogenic fungi, plants, parts of plants, plant propagation material and subsequently growing plant organs, fruits or soil on which the plants grow, in an effective and plant-compatible amount, by seed treatment, foliar application, stem application, drenching, instillation, casting, spraying, dusting, scattering or fuming.

"prevention or control" includes protective treatment, therapeutic treatment and eradication treatment of the phytopathogenic fungi.

By "effective and plant compatible amount" is meant an amount that is agronomically effective and does not cause any significant symptoms of phytotoxicity to the crop. Such amounts may vary within wide limits depending on the fungus to be controlled, the type of crop, the stage of crop growth, the climatic conditions. This amount can be determined by systematic field trials, which are within the capabilities of a person skilled in the art.

Plants, plant parts and plant propagation material

The bactericidal composition can treat all plants and plant parts. "plant" means all plants and plant populations such as desirable and undesirable wild plants, cultivars, and plant varieties (whether or not protected by a plant variety or plant cultivar rights-to-human). Cultivated plants and plant varieties may be plants obtained by conventional propagation and cultivation methods, which may be supplemented or supplemented by one or more biotechnological methods, for example using dihaploids, protoplast fusion, random and directed mutations, molecular or genetic markers, or using bioengineering and genetic engineering methods.

"plant parts" means all above-and underground parts and organs of plants, such as shoots, leaves, flowers and roots, such as leaves, needles, stems, branches, flowers, fruit bodies, fruits and seeds, and roots, bulbs and rhizomes. Also plants and vegetative and generative propagation material, for example cuttings, bulbs, rhizomes, runners and seeds, belong to the plant part.

"plant propagation material" is understood to mean all reproductively competent plant parts, such as seeds, which can be used for the propagation of the latter, and also vegetative material, 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 and useful plants to be inhibited after germination or after emergence from the soil. The young plants can be protected prior to transplantation by a total or partial treatment by dipping.

Plants that may be treated with the fungicidal compositions of the present invention include the following: cotton, flax, grapevine, fruit, vegetable, Musaceae (Musaceae sp.), Rubiaceae (Rubiaceae sp.) (e.g., coffee), Theaceae (Theaceae sp.), firmianaceae (sterculiaceae sp.), Rutaceae (Rutaceae sp.), Solanaceae (Solanaceae sp.), Liliaceae (Liliaceae sp.), Asteraceae (Asteraceae sp.), Umbelliferae (Umbelliferae sp.), Cruciferae (Cruciferae sp.), Chenopodiaceae (Chenopodiaceae sp.), Cucurbitaceae (Curvulariaceae sp.), Gramineae (Graminaceae sp.), and fabaceae (Fabaceae sp.); useful plants and ornamentals for garden and forest areas; and genetically modified variants of each of these plants.

Pathogens and diseases

The fungicidal compositions of the present invention are useful for the prevention or control of phytopathogenic fungi, including Plasmodiophoromycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, Deuteromycetes, and Oomycetes. For example:

oomycetes (Oomycetes) pathogens, for example, white rust species (Albugo species) (e.g., white rust (Algubo Candida)), Aureobasidium species (Bremia species) (e.g., Bremia lactucae), Peronospora species (Peronospora species) (e.g., Peronospora pisi (Peronospora pisi) or Peronospora crucifer (Pbrassicae)), Phytophthora species (Phytophthora species) (e.g., Phytophthora infestan)), Plasmopara species (Plasmopara species) (e.g., Piperonospora viticola (Plasmopara viticola)), Pseudoperonospora species (Pseudoperonospora destructor) (e.g., Pseudoperonospora praecox (Pseupatorium)), Pythium species (Pythium species) (e.g., Pseudoperonospora praecox (Pseupatorium)), or Pythium species (Pythium species) (e, e.g., Pythium species);

pathogenic fungi causing rust disease: for example, a species of the genus corynebacterium (Gymnosphaera species) (e.g. Ruscus fusca (Gymnosphaera sabinalis)), a species of the genus Camellia (Hemileia species) (e.g. Puphaeophora camelina rust (Hemileia vastatix)), a species of the genus Phakopsora (Phakopsora species) (e.g. Puccinia pachyrhizi (Phakopsora pachyrhizi) or Puccinia meibomiae (Phakopsora meibomiae)), a species of the genus Puccinia (Puccinia species) (e.g. Puccinia recondite, Puccinia graminis (Puccinia graminis) or Puccinia striiformidis (Puccinia striiformidis)), a species of the genus Unicoides (Uymyces) (e.g. Puccinia proclotis (Uymyces));

pathogenic fungi causing powdery mildew: for example, erysiphe species (e.g. erysiphe graminis), potassia species (e.g. potassia leucotricha), ascochyta species (e.g. Sphaerotheca leucotricha), ascochyta species (e.g. Sphaerotheca leucotricha fuliginea), incarvillea species (e.g. incandela viticola), incarvillea species (e.g. incandella viticola).

Ustilago phytopathogenic fungi: for example, species of the genus Sphacelotheca (e.g., Sphacelotheca reiliana), Tilletia species (e.g., Tilletia foetida or Tilletia controversa), Ustilago species (e.g., Uencystis occulta), Ustilago species (e.g., Ustilago nuda);

pathogenic fungi causing leaf spot disease and leaf wilting disease: for example, Alternaria species (Alternaria species) (e.g.Alternaria solani), Cercospora species (Cercospora species) (e.g.Cercospora brassicae), Cladosporium species (Cladosporium species) (e.g.Cladosporium cucumerinum), Cochlospora species (Cochliobolus species) (e.g.Cochliobacter sphaericus (Cochliobolus sativus)) or Cochliobolus species (Cochliobolus miyabenus)), Colletobacter species (e.g.Cochliobolus graminis (Cochliobolus sativus) (e.g.Cochliobolus Helminthosporium) or Cochliobolus citricola (Cochliobolus miyabenus)), Colletobacter species (Coleotrichium species) (e.g.Coleoporium sp. (Cochliobolus linum)), Cochliobolus species (e.g.Coleosporidium sp.) (Cochliobolus sp.)), Cochliobolus species (e.g.g.gloeosporium species (Cochlosporioides)), Cochlosporium sp. (Gliococcus sp. (Gliocarpium sp.) (Gliocladium sp.)), or Cochliobolus species (Cochliobolus sp.) (e., Pleurotus species (Gloeella species) (e.g.Pleurospermum (Gloeella cingulata)), Coccomydia species (Guignandia species) (e.g.Gluconobacter (Guignandia bidwelli)), Coccomydia species (Leptosphaeria species) (e.g.Leptosphaeria maculans (Leptosphaeria maculoides)), Magnaporthe species (e.g.Magnaporthe grisea)), Micrococystia species (e.g.Microdochium sp. (Microdochium nivale)), Coccomydia species (Mycohalella spica) (e.g.Pyrococcus gramineus (Phanerochaea)), Coccomyxobolus species (e.g.Synechocystis), Coccomyxobolus (Mycophyllum), or Mycopherococcus species (e.g.pycnocrochiza) such as Pyrococcus graminis (Phaeococcus sp.), Pyrococcus sp.E.g.septoria or Pyrococcus (Myocochlosporium), Pyrococcus (e.g.g.Scophycellus), Pyrococcus (Pyrococcus) or Pyrococcus (Phaeophorus) such as Pyrococcus), Pyrococcus (Phaeophorus) or Pyrococcus) in (Mycophochaeophorus) or Myococcus (e.e.g. rela)), rhizoctonia species (rhynchophorus species) (e.g. rhynchophorus secalii (rhynchophorus secalis)), conidia species (Septoria species) (e.g. Septoria apium (Septoria apium) or Septoria lycopersici), polyporus species (Stagonospora species) (e.g. Septoria nodorum (Stagonospora nodorum)), phellinus species (typhlia species) (e.g. phellinus sarcopora, typhlia incana), Venturia species (Venturia sp.) (e.g. ventila carnosa (typhlia incana)), Venturia species (Venturia inalis));

pathogenic fungi causing root and stem diseases: for example, a species of the genus cornucopiae (cornium species) (e.g. cornucopiae (cornium graminearum)), a species of the genus Fusarium (Fusarium species) (e.g. Fusarium oxysporum (Fusarium oxysporum)), a species of the genus chrysosporium (Gaeumannomyces) (e.g. capsula capsulata (Gaeumannomyces graminis)), a species of the genus Plasmodiophora (Plasmodiophora brascis) (e.g. Plasmodiophora brassicae), a species of the genus Rhizoctonia (Rhizoctonia species) (e.g. Rhizoctonia solani), a species of the genus trichocladium (e.g. Rhizoctonia cerealis (sorium adsorporea)), a species of the genus micronucleus (Sclerotium species) (e.g. Rhizoctonia cerealis (Sclerotium sp (e), such as Rhizoctonia cerealis (Rhizoctonia species), e species of the genus such as Rhizoctonia solani (Rhizoctonia), e.g. Rhizoctonia solani (Rhizoctonia species), such as Rhizoctonia species of the genus Rhizoctonia (e.g. Rhizoctonia species (Rhizoctonia), such as Rhizoctonia species (Rhizoctonia solani), such as Rhizoctonia species (e);

pathogenic fungi that cause ear and panicle diseases, for example, Alternaria species (Alternaria species) (e.g., Alternaria (Alternaria spp.)), Aspergillus species (Aspergillus species) (e.g., Aspergillus flavus), Cladosporium species (e.g., Cladosporium cladosporioides), ergot species (Cladosporium species) (e.g., ergot (Cladosporium purpurea)), Fusarium species (Fusarium species) (e.g., Fusarium yellow (Fusarium culmorum)), erythronium species (Gibberella species) (e.g., zea zeae.g., Gibberella zeae)), small-size chlamydia species (monoraphella sp.) (e.g., monsteraria spool), and species (pseudomorpha species) (e.g., monsteraria spp.);

pathogenic fungi causing fruit rot: for example, Aspergillus species (e.g.Aspergillus flavus), Botrytis species (e.g.Botrytis cinerea), Penicillium species (e.g.Penicillium sp. or Penicillium purpurogenum), Rhizopus species (e.g.Rhizopus stolonifer), Sclerotinia species (e.g.Sclerotinia sclerotiorum), Verticillium species (e.g.Verticillium sp. nigrum), Verticillium species (e.g.Verticillium nigrum);

phytopathogenic fungi causing seed-and soil-borne rot and wilting diseases and diseases of seedlings: for example, Alternaria species (Alternaria species) (for example, Alternaria brassicola), Trichosporon species (Aphanomyces species) (for example, Aphanomyces rhizophilus (Aphanomyces euteichus)), Ascorchorus species (for example, Ascochyta sp. (Ascochyta lentis)), Aspergillus species (for example, Aspergillus flavus), Cladosporium species (Cladosporium sp. e.g., Cladosporium herbarum (Cladosporium terreus), Cochlioides species (Cochliobolus specus) (for example, Aspergillus flavus), Cochlioides (Cochliobolus specivus) (for example, Cochlioides sp. oryzae (Cochlioides sp.), Cochlioides (Cochliobacter sp. sporogenes) (for example, Cochlioides sp. sporogenes (Cochlioides)) species (for example, Cochlospora sp. chrysospora sp.), Cochlioides (Cochlosporium sp.), Cochlosporium sp. such as, Cochlosporium sp The species of the genus Sphaerotheca (e.g.Sphaerotheca phaseoloides) (e.g.Sphaerotheca phaseoloides (Macrophoma phaseolina)), the species of the genus Micrococystus (e.g.Micrococystus niveus (Micrococystus nivale)), the species of the genus Micrococystus (Monoraphella species) (e.g.Micrococystus niveus (Micrococystus niveus)), the species of the genus Penicillium (Penicillium pefaciens) (e.g.Penicillium expansinum)), the species of the genus Phoma (Phomopsis) (e.g.Phytophthora nigra (Phomopsis linum)), the species of the genus Phomopsis (Phomopsis sp.) (Pythium sp.)), the species of the genus Phytophthora (Pythium sp.) (e) (e.g.Phomopsis (Phomopsis), the species of the genus Phomophora (Pythium), the species of the genus Phomophora (e.g.pyllum), the species of the genus Phomophora (Pythium), the species of the genus Phomophora (Pythium), the species of the genus Phomophora) such as (Pythrophytrium), the species of the genus Phomophora) of the genus Phomophora (Pythrophytrium), the species of the genus Phomophora (Pythrophytrium) of the species of the genus Phomophora (Pythrophytrium) of the genus Phomophora) of the species (Pythrophytrium) of the genus, such as a) and the species of the genus Phomophora (Pythrophytrophytrium (Pythrophytrium) of the genus, such as the genus Phomopara species of the genus, such as the species of the genus Pythrophytrium (Pythrophytrophytrophytrophytrophytrium (Pythrophyta) of the species of the genus Pythrophyta) of the species of the genus, the genus Pythrophytrophytrophytrophytrophytrium (Pythrophytrium (Pythrophytrophyta) of the genus, the species of the genus, the genus Pythrophytrophytrophytrophytrophytrophytrophytrophytrophytrophytrophytrophytrophytic species of the genus, the species of the genus, the species of the genus, the, Rhizoctonia species (Rhizoctonia species) (e.g. Rhizoctonia solani), Rhizopus species (Rhizopus species) (e.g. Rhizopus oryzae (Rhizopus oryzae)), Sclerotium species (Sclerotium species) (e.g. sclerotinia sclerotiorum), Septoria species (Septoria) such as Sclerotium rolfsii, Septoria species (Septoria) such as Septoria nodorum (Septoria nodorum), phellinus species (typhia species) (e.g. phellinus carnosus (typhia incarnata)), Verticillium species (Verticillium species) (e.g. Verticillium dahliae);

phytopathogenic fungi causing diseases of plant tubers: for example, Rhizoctonia species (Rhizoctonia species) (e.g., Rhizoctonia solani), Helminthosporium species (e.g., Helminthosporium solani));

seed treatment

Most of the damage caused by fungi to crop plants occurs as early as when the seeds are infested, during storage and after the seeds are sown into the soil and during or after germination of the plants. This stage is particularly critical because the roots and shoots of growing plants are particularly sensitive, and even minor damage can lead to death of the entire plant. Therefore, the protection of seeds, germinating plants, emerging seedlings and post-emergence plants by using suitable compositions is of particular interest.

The present invention also relates to a method for protecting seeds and/or crops from attack by phytopathogenic fungi, comprising contacting the seeds before sowing and/or after pregermination with an effective amount of the fungicidal composition according to the invention. The seed treated by the bactericidal composition provided by the invention is not only protected from the attack of plant pathogenic fungi, but also protects the germinating plant, the unearthed seedling and the plant after emergence.

A method for preventing or controlling phytopathogenic fungi by treating the seeds of the plants to be grown with a synergistically effective amount of the fungicidal composition according to the invention before sowing and/or after pregermination.

The fungicidal compositions of the present invention may be applied to seeds in any physiological state. Including dormant seeds, seeds to be germinated, pre-germinated seeds, and seeds emerging from roots and leaves.

Preferably, the treatment occurs before sowing of the seeds, whereby the sown seeds have been pre-treated with the combination. In particular, seed coating or seed pelleting is preferred in the treatment of the combination of the invention. After treatment, the components of each combination adhere to the seed and are therefore useful for disease control.

The seeds treated with the fungicidal composition of the present invention provide protection from the attack of pathogens not only to the seeds themselves but also to the plants that grow from the seeds after emergence. Thus, it may not be necessary to treat the plants directly at the time of sowing or shortly thereafter.

The fungicidal compositions of the present invention are suitable for the protection of seeds of any plant species used in agriculture, in greenhouses, in forests or in horticulture. More specifically, the seeds are seeds of the following plants: cereals (e.g. wheat, barley, rye, millet, triticale and oats), canola, maize, cotton, soybean, rice, potato, sunflower, beans, coffee, peas, beets (e.g. sugar and fodder beets), peanuts, vegetables (e.g. tomatoes, cucumbers, onions and lettuce), turf and ornamental plants.

Of particular importance are the treatment of potato, sunflower, coffee, tobacco, canola, oilseed rape, sugar beet, tomato, cucumber, bean, brassica, onion, soybean, wheat, barley, rye, oat, sorghum, peanut, sugarcane, rice, cabbage, cowpea, carrot, cotton and corn seeds. Of particular importance is the treatment of wheat, barley, rye, oats, corn, cotton, canola, rape and rice seeds.

For the treatment of plant propagation material, in particular seeds, solutions for seed treatment (LS), Suspoemulsions (SE), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), Emulsions (ES), Emulsifiable Concentrates (EC) and Gels (GF) are generally used.

The application can be carried out before or during sowing. The application method of the bactericidal composition on the plant propagation materials, particularly seeds comprises seed dressing, coating, granulation, dusting, soaking and pear ditch application methods of the propagation materials. Preferably, the application onto the plant propagation material is carried out by a method which does not induce germination, for example by dressing, pelleting, coating and dusting.

Soil treatment

The invention also provides a method for controlling soil harmful bacteria, and the bactericidal composition is applied to soil and/or directly applied to soil in contact with plant roots or soil suitable for plant growth.

Under general conditions, soil pathogens can produce a large amount of bacteria, and as long as conditions are favorable for growth and development of the pathogens and hosts are susceptible, the pathogens can propagate in large quantities and infect the hosts. Under the condition of host of the disease, the pathogenic bacteria can enter a continuous pathogenic period and propagate and spread in large quantities along with the continuous cropping of crops, but then the pathogenic bacteria can enter a dormant period when nutrients are completely consumed or soil conditions such as temperature, humidity and the like are unfavorable for the pathogenic bacteria. When the host with disease does not exist, soil-borne disease bacteria can survive in soil, and the soil-borne disease bacteria can survive on the root surface or the fallen leaves of the non-host except the soil-borne disease bacteria with wide host range and have the saprophytic competitive ability. However, different germs are different, and like fusarium can almost survive in soil indefinitely.

Examples of methods for applying a chemical to soil include a method in which a liquid chemical is diluted in water or applied directly without dilution to the roots of a plant or a seedling bed for raising seedlings, a method in which granules are scattered to the roots of a plant or a seedling bed for raising seedlings by spraying a powder, a water dispersible granule or the like to soil and mixing with the whole soil before sowing, and a method in which a powder, a water dispersible granule or the like is diluted and sprayed to a planting hole or a planting furrow before sowing or planting a plant and then sowing is performed.

The soil application method is to be regarded as a different technique for applying the pesticide compound directly or indirectly to the soil and/or ground, such as drip application or drip irrigation (onto the soil) or other methods of soil injection, infiltration of the soil. Other known soil application methods are in-furrow and T-zone applications.

Administration of

In the fungicidal compositions of the present invention, the compound of formula I and propamocarb may be applied in combination/association, including separate, sequential or simultaneous application of the compound of formula I and propamocarb. Preferably, the compound of formula I is in combination with propamocarb in the form of a composition comprising a compound of formula I and propamocarb.

The fungicidal compositions of the present invention are applied to plants, plant parts, plant propagation material and subsequently emerging plant organs, fruits, harvested products and/or the soil in which the plants are grown in seed treatment, foliar application, stem application, drench, drip, pour, spray, dusting, spread or fuming at an agronomically effective and substantially non-phytotoxic application rate.

The effective and plant compatible amount of the fungicidal compound of the present invention applied to a plant, plant part, fruit, seed or soil will depend on a variety of factors, such as the subject of treatment (plant, plant part, fruit, seed or soil), the type of treatment (dusting, spraying, dressing), the purpose of the treatment (therapeutic and protective), the stage of development of the pathogenic fungus, the susceptibility of the pathogenic fungus, the stage of crop growth and the environmental conditions.

When using the compounds of the invention as fungicides, the application rates can be varied within a relatively wide range depending on the kind of application.

For the treatment of plant parts such as leaves, the application rate can range from 10 to 500 g/ha, preferably from 10 to 300 g/ha;

for the treatment of seeds, the application rate can range from 5 to 200g per 100 kg of seeds, preferably from 1 to 100 g per 100 kg of seeds, more preferably from 10 to 50g per 100 kg of seeds;

for soil treatment, the application rate can range from 10 to 5000 grams per hectare, preferably from 50 to 2500 grams per hectare.

Detailed Description

Biological test example

Synergistic effects exist when the effect of the active compound combination exceeds the sum of the effects when the active compounds are administered separately. The expected effect of a particular combination of two active compounds can be calculated using the so-called "Colby formula" (cf. S.R. Colby, "working Synergistic and antibacterial Responses of pharmaceutical compositions", Weeds 1967,15, 20-22) if

X is the activity when active compound A is used in an amount of m g/ha or at a concentration of m ppm;

y is the activity when active compound B is used in an amount of n g/ha or at a concentration of n ppm, expressed as a percentage of the untreated control;

e is the activity when using the active compounds A and B in amounts of m and n g/ha or in concentrations of m and n ppm,

then

If the actually observed activity (O) is greater than the expected activity (E), the composition has a synergistic effect.

The following biological test examples are provided to illustrate the present invention. However, the present invention is not limited to these examples.

Test 1: downy mildew of cucumber

Dissolving the compound of formula I and propamocarb with acetone to prepare single-dose mother liquor, and diluting with 0.1% Tween-80 aqueous solution to the required concentration.

The bactericidal activity of the agent on cucumber downy mildew is determined by adopting a living pot culture method. The cucumber variety is Xintai Mici, and is planted in a pot, the substrate is vegetable planting substrate, and the cucumber grows to 4-6 true leaves for later use.

Taking fresh cucumber downy mildew diseased leaves, transferring the leaves onto disease-free cucumber plants, collecting the leaves after the leaves are diseased, preserving moisture to generate fresh sporangia, 4^oWashing sporangium with distilled water, filtering with double-layer gauze to obtain sporangium suspension with concentration of 1 × 10⁵one/mL. 4^oAnd C, storing for later use.

The stem and leaf of the potted seedling to be tested are uniformly sprayed. Spraying each treatment agent on the front and back surfaces of the leaves to be inoculated until the leaves are wet, and inoculating after 24 hours. Repeat for 4 times, 10 pots each, 1 seedling per pot. And a treatment without a chemical agent (containing an organic solvent and an emulsifier) was set as a blank control.

Inoculation the sporangia suspension was sprayed evenly onto the back of the leaf using a glass sprayer. After inoculation, cucumber seedlings are cultured under the conditions that the illumination/darkness is continuously alternated for 12 hours each day, the temperature is 17-22 ℃, and the relative humidity is more than 90%. And (5) carrying out grading investigation on the inoculated leaves according to the incidence condition of the blank control. The following classification method was used:

dividing the disease grade according to the ratio of the disease spots to the leaf area.

Level 0: no lesion spots exist;

level 1: the lesion area accounts for less than 5% of the whole leaf area;

and 3, level: the lesion area accounts for 6 to 10 percent of the whole leaf area;

and 5, stage: the area of the lesion spots accounts for 11 to 25 percent of the whole leaf area

And 7, stage: the lesion area accounts for 26-50% of the whole leaf area;

and 9, stage: the lesion area accounts for more than 50% of the whole leaf area.

The disease index and the prevention effect are calculated according to the following formula, and the DPS software is adopted for statistical analysis.

TABLE 1 controlling effect of the composition of the invention on cucumber downy mildew

Table 1 clearly shows that the actual control effect of the bactericidal composition of the present invention on cucumber downy mildew is higher than that calculated by Colby formula, i.e. there is a synergistic effect.

Test 2: late blight of tomato

The bactericidal activity of the agent on the tomato late blight is measured by adopting a living pot culture method. Tomato seedlings are planted in plastic pots, and the matrix is vegetable planting matrix. And (5) performing pot culture until 2-4 true leaves are obtained for later use.

The pathogenic bacteria to be tested are cultivated on a suitable medium, after the sporangia have been produced, 4^oWashing sporangium with distilled water, filtering with double-layer gauze to obtain sporangium suspension, and placing in container 4^oTreating in dark at low temperature for 0.5-3 hr to release zoospore, and regulating spore concentration to 1 × 10⁵one/mL for use.

The stem and leaf of the potted seedling to be tested are uniformly sprayed. Spraying each treatment agent on the front and back surfaces of the leaves to be inoculated until the leaves are wet, and inoculating after 24 hours. Repeat 4 times for each 3 pots of treatment. And a treatment without a chemical agent (containing an organic solvent and an emulsifier) was set as a blank control.

The sporangium suspension was uniformly sprayed onto the back surface of tomato leaves using a seed sprayer. After inoculation, the tomato seedlings are continuously illuminated/darkened every day for 12 hours alternately, the illumination intensity is 10000Lux, and the temperature is 18^OC -20^OC, maintaining the water film on the leaf surface within 24 hours after inoculation, and culturing for 7 days under the condition that the relative humidity is more than 90 percent.

And (5) when the blank control disease leaf rate reaches more than 50%, investigating the disease condition of each treatment in a grading way. At least 30 leaves were investigated per treatment; the grading method comprises the following steps:

level 0: no lesion spots exist;

level 1: the lesion area accounts for less than 10% of the whole leaf area;

and 3, level: the lesion area accounts for 10 to 25 percent of the whole leaf area;

and 5, stage: the lesion area accounts for 25 to 50 percent of the whole leaf area;

and 7, stage: the lesion area accounts for more than 50% of the whole leaf area;

and 9, stage: the whole leaves are infected with blight.

TABLE 2 control of tomato late blight by the compositions of the present invention

Table 2 clearly shows that the actual control effect of the bactericidal composition of the present invention on the tomato late blight is higher than the control effect calculated by Colby formula, i.e. there is a synergistic effect.

Test 3: downy mildew of grape

The bactericidal activity of the agent on grape downy mildew is determined by using a living pot culture method. The grape variety is Kyoho, and is planted in a pottery basin. The grape seedlings grow to 4-5 leaves for later use.

Taking fresh diseased leaves, and using the amount of the fresh diseased leaves is less than 10^oWashing the plasmopara-peronospora sporangia with deionized water C, filtering with single-layer gauze to obtain sporangia suspension (2 × 10)⁵Is one-3 x 10⁵one/mL).

The stem and leaf of the potted seedling to be tested are uniformly sprayed. Spraying each treatment agent on the front and back surfaces of the leaf to be inoculated until the leaf is wet, and drying in the shade in a ventilated place. After 24h, uniformly spraying and inoculating a spore suspension on the back of the grape seedling leaves. Repeating for 4 times every pot of treatment, wherein each pot contains 1 grape seedling. And a treatment without a chemical agent (containing an organic solvent and an emulsifier) was set as a blank control. After inoculation, the grape seedlings are transplanted into a greenhouse to cause diseases. 7 days after inoculation again at 22^OC, standing for 24 hours in a wet room to form conidia, and observing the incidence area of conidia formed on each leaf. And (5) carrying out grading investigation on the inoculated leaves according to the incidence condition of the blank control. The following classification method was used:

Level 0: no lesion spots exist;

level 1: the lesion area accounts for less than 5% of the whole leaf area;

And 7, stage: the lesion area accounts for 26-50% of the whole leaf area;

TABLE 3 controlling effect of the composition of the invention on grape downy mildew

Table 3 clearly shows that the actual control effect of the bactericidal composition on grape downy mildew is higher than that calculated by the Colby formula, namely, a synergistic effect exists.

Test 4: powdery mildew of wheat

The bactericidal activity of the medicament on wheat powdery mildew is measured by adopting a living pot culture method. Sowing 20 wheat seeds in each pot, selecting 10 wheat seeds after seedling emergence, and growing 1 leaf and 1 heart stage for later use.

And (3) uniformly spraying stems and leaves of the potted seedlings to be tested until the leaves are completely wetted, and naturally drying the liquid medicine for later use. Inoculation was carried out after 24 h. Repeat 4 times per treatment of 1 pot. And a treatment without a chemical agent (containing an organic solvent and an emulsifier) was set as a blank control.

Powdery mildew fresh spores generated within 24 hours on the diseased wheat leaves are evenly shaken off and inoculated on the treated wheat seedlings.

After inoculation, wheat seedlings are placed in a greenhouse with the illumination intensity of more than 2000lx for low-humidity culture (15-26)^OC) And 7d later, the disease incidence is graded and investigated according to blank control.

Grading standard:

level 0: no disease;

level 1: the area of the lesion spots accounts for less than 5% of the area of the whole leaf;

and 3, level: the area of the lesion spots accounts for 6 to 10 percent of the area of the whole leaf;

and 5, stage: the area of the lesion spots accounts for 11 to 25 percent of the area of the whole leaf;

and 7, stage: the area of the lesion spots accounts for 26-50% of the area of the whole leaf;

and 9, stage: the area of the lesion spots accounts for more than 50 percent of the area of the whole leaf.

TABLE 4 controlling effect of the composition of the present invention on wheat powdery mildew

Table 4 clearly shows that the actual control effect of the bactericidal composition of the present invention on wheat powdery mildew is higher than that calculated by Colby formula, i.e. there is a synergistic effect.

Claims

1. A synergistic fungicidal composition comprising effective amounts of (a) a compound of formula I, and (b) propamocarb,

the weight ratio of the compound of the formula I to the propamocarb is 10:1-1: 100.

2. The bactericidal composition of claim 1, wherein the weight ratio of the compound of formula I to propamocarb is 5:1 to 1: 100.

3. The bactericidal composition of claim 1, wherein the weight ratio of the compound of formula I to propamocarb is 1:1 to 1: 100.

4. The bactericidal composition of claim 1, wherein the weight ratio of the compound of formula I to propamocarb is 1:1-1: 50.

5. The bactericidal composition of claim 1, wherein the weight ratio of the compound of formula I to propamocarb is 1:1 to 1: 25.

6. The bactericidal composition of claim 1, wherein the weight ratio of the compound of formula I to propamocarb is 1:1-1: 10.

7. The germicidal composition of claim 1, further comprising one or more acceptable carriers.

8. Use of the fungicidal composition of claim 1 for controlling phytopathogenic fungi.

9. A method for preventing or controlling phytopathogenic fungi by applying the fungicidal composition of claim 1 to phytopathogenic fungi, plants, plant parts, plant propagation material and subsequently growing plant organs, fruits, harvested products or the soil in which plants grow.