WO2018024067A1 - Composition fongicide - Google Patents

Composition fongicide Download PDF

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Publication number
WO2018024067A1
WO2018024067A1 PCT/CN2017/091680 CN2017091680W WO2018024067A1 WO 2018024067 A1 WO2018024067 A1 WO 2018024067A1 CN 2017091680 W CN2017091680 W CN 2017091680W WO 2018024067 A1 WO2018024067 A1 WO 2018024067A1
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WO
WIPO (PCT)
Prior art keywords
fluoxastrobin
composition according
active component
composition
bbit
Prior art date
Application number
PCT/CN2017/091680
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English (en)
Chinese (zh)
Inventor
仲汉根
季自华
季红进
花伟
Original Assignee
江苏辉丰农化股份有限公司
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 江苏辉丰农化股份有限公司 filed Critical 江苏辉丰农化股份有限公司
Publication of WO2018024067A1 publication Critical patent/WO2018024067A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2

Definitions

  • the invention belongs to the field of agricultural plant protection, in particular to a germicidal composition with improved properties, in particular to a germicidal composition comprising a benzisothiazolinone and a fluoxastrobin.
  • Benzoisothiazolinones are a new type of broad-spectrum fungicide mainly used for the prevention and treatment of various bacterial and fungal diseases such as cereal crops, vegetables and fruits.
  • the mechanism of bactericidal action mainly includes destroying the nuclear structure of the pathogen, causing it to lose the heart part and failing to death and interfering with the metabolism of the pathogenic cells, causing its physiological disorder and ultimately leading to death. It can effectively protect plants from pathogens in the early stage of disease occurrence. Increasing the dosage after disease occurrence can obviously control the spread of pathogens, thus achieving the dual functions of protection and eradication.
  • Fluoxacil is a methoxy acrylate fungicide.
  • Fluorostrobin has the dual characteristics of quick-acting and long-lasting period, and has good compatibility with crops. Appropriate processing dosage forms can further improve the penetration of the stratum corneum into the human leaves.
  • the application of fluoxastrobin is suitable for a wide range of applications. It can provide excellent protection and therapeutic effects in the early stage of fungal infection such as spore germination, germ tube growth and infestation of the leaves, but also in spore germination and early stage. Infection is most effective. Due to its excellent systemic activity, it can be quickly absorbed and can be uniformly transferred to the top at the leaves, so it has a good ability to withstand rain.
  • the fluoropyrimidine ester has a broad-spectrum bactericidal activity against almost all fungal species (ascomycetes, basidiomycetes, oomycetes and deuteromycetes) diseases such as rust, scutellaria, net blotch, powdery mildew Dozens of diseases such as downy mildew have good activity.
  • the object of the present invention is to solve the resistance of the bactericide in practical application and the problem of soil residue, and to screen out the fungicides with different sterilization principles to obtain a new fungicide composition, so as to improve the control effect of the bactericide and delay the resistance.
  • Sexual production reducing the amount of application, reducing the cost of prevention.
  • Another object of the present invention is to provide a process for the preparation of a bactericidal composition comprising two active ingredients A and B and for the control of crop diseases in the agricultural sector.
  • the object of the invention can be achieved by the following measures:
  • a synergistic fungicidal composition comprising two active components A and B, wherein active component A is a structural compound having formula (I) and active component B is fluoxastrobin.
  • R is selected from H or a C 1 - C 8 alkyl group.
  • the C 1 -C 8 alkyl group in the present invention means a linear or branched alkyl group having 1 to 8 carbon atoms, and includes a C 1 alkyl group (e.g., methyl group) and a C 2 alkyl group (e.g., ethyl group). , C 3 alkyl (such as n-propyl, isopropyl), C 4 alkyl (such as n-butyl, isobutyl, tert-butyl, sec-butyl), C 5 alkyl (such as n-pentyl, etc.) , C 6 alkyl, C 7 alkyl, C 8 alkyl. It includes, but is not limited to, C 1 -C 6 alkyl, C 1 -C 5 alkyl, C 1 -C 4 alkyl, and the like.
  • R is selected from H or a C 1 -C 4 alkyl group.
  • R is selected from the group consisting of H, -CH 3 or -C 4 H 9 .
  • A is 1,2-benzisothiazolin-3-one (abbreviated as BIT in the specification).
  • R is CH 3
  • A is 2-methyl-1,2-benzisothiazolin-3-one (abbreviated as MBIT in the specification).
  • the inventors have found through experiments that the composition of the present invention is effective for controlling bacterial or fungal diseases of crops, and more importantly, the application amount is reduced and the use cost is lowered.
  • the compounds containing component A and component B have different structural types and different mechanisms of action. The combination of the two can expand the bactericidal spectrum, and can delay the generation and development of pathogen resistance to a certain extent, and component A and group There is no cross-resistance between points B.
  • the weight ratio between the two components in the bactericide composition of the present invention is from 1:0.1 to 30.
  • the weight ratio between the components of component A and component B can be further optimized to 1:0.2-20.
  • the weight ratio between the two components of A and B can be arbitrarily adjusted within the range of the following ratios: 1:0.1, 1:0.2, 1:0.3, 1:0.4, 1:0.5 , 1:0.6, 1:0.7, 1:0.8, 1:0.9, 1: 1, 1, 2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:11, 1:12, 1:13, 1:14, 1:15, 1:16, 1:17, 1:18, 1:19, 1:20, 1:21, 1:22, 1:23, 1:24, 1:25, 1: 26, 1:27, 1:28, 1:29, 1:30, you can also choose within the range of any two of the above ratios.
  • composition of the present invention can be made into a pesticide-acceptable dosage form from the active ingredient and agrochemical adjuvant or adjuvant. Further, the composition comprises from 5 to 80% by weight of the active ingredient and from 95 to 20% by weight of the pesticide adjuvant to form a pesticide-acceptable dosage form.
  • the present invention provides the use of a bactericidal composition comprising component A and component B for controlling crop diseases in the agricultural sector, in particular for controlling fungi or bacteria of certain crops.
  • composition may specifically comprise an agrochemical adjuvant or an auxiliary such as one or more of a carrier, a solvent, a dispersing agent, a wetting agent, an adhesive, a thickener, a binder, a surfactant or a fertilizer.
  • auxiliary such as one or more of a carrier, a solvent, a dispersing agent, a wetting agent, an adhesive, a thickener, a binder, a surfactant or a fertilizer.
  • auxiliary such as one or more of a carrier, a solvent, a dispersing agent, a wetting agent, an adhesive, a thickener, a binder, a surfactant or a fertilizer.
  • auxiliary such as one or more of a carrier, a solvent, a dispersing agent, a wetting agent, an adhesive, a thickener, a binder, a surfactant or a fertilizer.
  • Common auxiliaries can be mixed during the application.
  • auxiliaries or auxiliaries may be solid or liquid, they are usually materials commonly used in the processing of dosage forms, such as natural or regenerated minerals, solvents, dispersants, wetting agents, adhesives, thickeners, binders. .
  • the method of application of the compositions of the invention comprises the use of the compositions of the invention for aerial parts of plants, in particular leaves or foliage. You can choose to soak or apply to the surface of the control object.
  • the frequency of administration and the amount administered will depend on the biological and climatic conditions of the pathogen.
  • the plant growth site such as rice fields, may be wetted with a liquid formulation of the composition, or the composition may be applied to the soil in solid form, such as in the form of granules (soil application), the composition may be passed from the soil to the plant through the roots of the plant. In vivo (systemic action).
  • composition of the present invention can be prepared into various pesticide-acceptable dosage forms including, but not limited to, emulsifiable concentrates, suspending agents, wettable powders, water-dispersible granules, powders, granules, aqueous preparations, aqueous emulsions, microemulsions, poison baits.
  • the dosage form of the invention employs a wettable powder, a suspending agent, a water-dispersible granule, an aqueous emulsion or a microemulsion.
  • the compositions may be applied by spraying, misting, dusting, spreading or pouring, and the like.
  • composition of the present invention can be prepared into various dosage forms by a known method, and the active ingredient and the auxiliary agent, such as a solvent, a solid carrier, and, if necessary, can be uniformly mixed and ground together with the surfactant to prepare a desired preparation. Dosage form.
  • the above solvent may be selected from aromatic hydrocarbons, preferably containing from 8 to 12 carbon atoms, such as a mixture of xylenes or substituted benzenes, phthalates such as dibutyl phthalate or dicaprylic acid, aliphatic hydrocarbons such as rings.
  • aromatic hydrocarbons preferably containing from 8 to 12 carbon atoms, such as a mixture of xylenes or substituted benzenes, phthalates such as dibutyl phthalate or dicaprylic acid, aliphatic hydrocarbons such as rings.
  • Alkenes or paraffins, alcohols and glycols and their ethers and esters such as ethanol, ethylene glycol, ethylene glycol monomethyl
  • ketones such as cyclohexanone
  • highly polar solvents such as N-methyl -2-pyrrolidone, dimethyl sulfoxide or dimethylformamide
  • vegetable or vegetable oils such as soybean oil.
  • the above solid carriers are typically natural mineral fillers such as talc, kaolin, montmorillonite or activated clay.
  • a highly dispersible silicic acid or a highly dispersible adsorbent polymer carrier such as a particulate adsorbent carrier or a non-adsorbing carrier, and a suitable particulate adsorbent carrier is porous, such as pumice, bentonite or Bentonite; a suitable non-adsorbing carrier such as calcite or sand.
  • a large amount of pre-granulated materials of inorganic or organic nature can be used as a carrier, in particular dolomite.
  • Suitable surfactants are lignosulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, alkaline earth metal or amine salts, alkylarylsulfonates, alkyl groups Sulfates, alkyl sulfonates, fatty alcohol sulphates, fatty acids and sulfated fatty alcohol glycol ethers, as well as condensates of sulfonated naphthalene and naphthalene derivatives with formaldehyde, naphthalene or naphthalene sulfonic acid with phenol and formaldehyde Condensate, polyoxyethylene octyl phenyl ether, ethoxylated isooctyl phenol, octyl phenol, nonyl phenol, alkyl aryl polyglycol ether, tributyl benzene poly
  • the active component A may be first dissolved in a basic substance to form a benzisothiazolin metal salt.
  • Suitable basic substances include: alkali metal carbonates, alkali metal hydroxides (such as hydroxides). Sodium, potassium hydroxide), alkali metal alkoxy carbonate, alkali metal alkoxide or magnesium methoxide.
  • the two active ingredients in the compositions of the present invention exhibit synergistic effects, the activity of which is more pronounced than the expected sum of activity using a single compound, and the individual activity of a single compound.
  • the synergistic effect is manifested by allowing for a reduced application rate, a broader fungicidal control profile, quicker effect, longer lasting control effect, better control of plant harmful fungi by only one or a few applications, and broadening of possible application. Intervals. These properties are particularly desirable in the practice of plant fungi control.
  • the fungicide composition of the invention can be applied to the field of agricultural diseases for controlling crop diseases, and the specific diseases targeted include, but not limited to, wheat diseases (such as wheat scab, wheat powdery mildew, wheat rust, etc.) and rice diseases (such as: Rice sheath blight, rice blast disease, rice blast, etc., corn diseases (such as: corn smut, corn big spot, corn spot), cucumber diseases (such as: cucumber downy mildew, cucumber powdery mildew) , cucumber anthracnose, etc.), tomato diseases (such as: tomato anthracnose, tomato gray mold, etc.), grape diseases (such as: grape downy mildew, grape gray mold, grape powdery mildew), apple diseases (such as apple ring Disease, apple anthracnose, etc.).
  • wheat diseases such as wheat scab, wheat powdery mildew, wheat rust, etc.
  • rice diseases such as: Rice sheath blight, rice blast disease, rice blast, etc.
  • corn diseases such as: corn smut,
  • the other characteristics exhibited by the bactericidal composition of the present invention are mainly as follows: 1.
  • the compounding of the composition of the present invention has obvious synergistic effect; 2. Since the chemical composition of the two single agents of the present composition is greatly different, the effect The mechanism is completely different, There is no cross-resistance, which can delay the resistance problem caused by the two single agents being used alone; 3.
  • the composition of the invention is safe and effective against crops. It has been proved by experiments that the bactericidal composition of the invention has stable chemical properties, remarkable synergistic effect, and exhibits obvious synergistic effect and complementary effect on the control object.
  • the active ingredient A and the active ingredient B are sufficiently mixed with various auxiliary agents and fillers, and are pulverized by an ultrafine pulverizer to obtain a wettable powder.
  • Active component A BIT
  • active component B wettable powder
  • Example 2 6% BIT ⁇ fluoxastrobin wettable powder
  • Example 3 10.5% BIT ⁇ fluoxastrobin wettable powder
  • Example 4 11% MBIT ⁇ fluoxastrobin wettable powder
  • Example 5 6% MBIT ⁇ fluoxastrobin wettable powder
  • Example 6 10.5% MBIT ⁇ fluoxastrobin wettable powder
  • Active component A (BBIT) and active component B to prepare wettable powder
  • Example 7 11% BBIT ⁇ fluoxastrobin wettable powder
  • Example 8 6% BBIT ⁇ fluoxastrobin wettable powder
  • Example 9 10.5% BBIT ⁇ fluoxastrobin wettable powder
  • the active ingredient A and the active ingredient B, and the auxiliary agent and the filler are uniformly mixed according to the formula, and are pulverized into a wettable powder by a jet stream, and then added with a certain amount of water to be mixed and granulated, and after being sieved by drying. A water dispersible granule product is obtained.
  • Active component A BIT
  • active component B to prepare water-dispersible granules
  • Example 10 20% BIT ⁇ fluoxastrobin water dispersible granules
  • Example 11 11% BIT ⁇ fluoxastrobin water-dispersible granules
  • Example 12 31% BIT ⁇ Fluorostrobin water dispersible granules
  • Active component A MBIT
  • active component B to prepare water-dispersible granules
  • Example 13 20% MBIT ⁇ fluoxastrobin water-dispersible granules
  • Example 14 11% MBIT ⁇ fluoxastrobin water-dispersible granules
  • Example 15 31% MBIT ⁇ fluoxastrobin water dispersible granules
  • Active component A BBIT
  • active component B to prepare water-dispersible granules
  • Example 16 20% BBIT ⁇ fluoxastrobin water dispersible granules
  • Example 17 11% BBIT ⁇ fluoxastrobin water dispersible granules
  • Example 18 31% BBIT ⁇ fluoxastrobin water-dispersible granules
  • the active ingredient A and the active ingredient B, and the components such as a dispersing agent, a wetting agent, a thickener and water are uniformly mixed according to the formulation, and after being sanded and/or sheared at a high speed, a semi-finished product is obtained. After the analysis, the water is added and uniformly filtered to obtain the finished product.
  • Active component A (BIT) and active component B to prepare suspension agent
  • Example 19 12% BIT ⁇ fluoxacin suspension
  • Example 20 32% BIT ⁇ fluoxacin suspension
  • Example 21 52% BIT ⁇ fluoxacin suspension
  • Example 22 12% MBIT ⁇ fluoxacin suspension
  • Example 25 12% BBIT ⁇ fluoxacin suspension
  • the control effect is converted into the probability value (y), the liquid height ( ⁇ g/ml) is converted into a logarithmic value (x), the virulence equation is calculated by the least squares method, and the neutral concentration EC50 is suppressed, and the virulence of the drug is calculated according to the method of Sun Yunpei. Exponential Co-toxicity Factor (CTC).
  • CTC Exponential Co-toxicity Factor
  • Measured virulence index (ATI) (standard drug EC50 / test drug EC50) * 100
  • Theoretical virulence index (TTI) A virulence index * Percentage of A in the mixture + B virulence index * Percentage of B in the mixture
  • CTC Co-toxicity coefficient [mixture measured virulence index (ATI) / mixed theory virulence index (TTI)] * 100
  • CTC ⁇ 80 the composition showed antagonism, 80 ⁇ CTC ⁇ 120, the composition showed an additive effect, CTC ⁇ 120, and the composition showed synergistic effect.
  • Test method In the early stage of the disease, the first spray was immediately performed, and after 7 days, the second application was carried out, each treatment of 4 cells, 20 square meters per cell. The incidence of the disease was investigated before the drug and 11 days after the second drug. Each plot was randomly sampled at 5 points, and 5 crops were investigated at each point. The percentage of the lesion area per leaf on the whole plant was counted and graded. Disease index and control effect.
  • Grade 1 less than 5 leaf lesions, less than 1 cm in length;
  • Grade 3 6-10 leaf lesions, some lesions are longer than 1 cm;
  • Grade 5 11-25 leaf lesions, some lesions are connected into pieces, and the lesion area accounts for 10-25% of the leaf area;
  • Grade 7 more than 26 leaf lesions, the lesions are connected into pieces, and the lesion area accounts for 26-50% of the leaf area;
  • Grade 9 The lesions are connected into pieces, and the area of the lesions accounts for more than 50% of the leaf area or the whole leaves are dead.

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

Abstract

L'invention concerne une composition fongicide comprenant deux principes actifs A et B, le principe actif A étant un composé de structure de formule (I), le principe actif B étant la fluoxastrobine, le rapport pondéral entre les deux ingrédients étant compris entre 1 : 5 et 100 : 1. L'invention concerne également un procédé de préparation et l'utilisation de la composition. Les résultats des tests ont révélé que la composition fongicide a des effets synergiques nettement supérieurs et, ce qui est plus important, un dosage réduit et un coût d'utilisation réduit. La composition fongicide s'avère utile dans la prévention et la lutte contre certaines maladies cryptogamiques spécifiques des cultures. Les dosages de principes actifs individuels peuvent être efficacement réduits par le mélange de fongicides ayant différents mécanismes et modes d'action, ce qui s'avère utile pour élargir le spectre fongicide, retarder les champignons et la résistance fongique, et améliorer l'effet de prévention et de lutte, etc.
PCT/CN2017/091680 2016-08-01 2017-07-04 Composition fongicide WO2018024067A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201610627109.7A CN106259370A (zh) 2016-08-01 2016-08-01 一种杀菌剂组合物
CN201610627109.7 2016-08-01

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WO2018024067A1 true WO2018024067A1 (fr) 2018-02-08

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106259370A (zh) * 2016-08-01 2017-01-04 江苏辉丰农化股份有限公司 一种杀菌剂组合物
CN106942242A (zh) * 2017-03-10 2017-07-14 广东中迅农科股份有限公司 一种复配组合物在防治水稻病害中的应用
CN106922683A (zh) * 2017-03-21 2017-07-07 江苏辉丰农化股份有限公司 含有苯并异噻唑啉酮和噻苯隆的农药组合物

Citations (3)

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CN1566113A (zh) * 1998-06-17 2005-01-19 拜尔公司 防治植物害虫的组合物
CN1566104A (zh) * 1998-06-10 2005-01-19 拜尔公司 防治植物有害生物的组合物
CN106259370A (zh) * 2016-08-01 2017-01-04 江苏辉丰农化股份有限公司 一种杀菌剂组合物

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CN101669486B (zh) * 2009-10-16 2012-06-06 深圳诺普信农化股份有限公司 一种含苯醚菌酯的杀菌组合物
CN102172240B (zh) * 2011-03-01 2015-09-30 陕西西大华特科技实业有限公司 一种含有噻霉酮和甲氧基丙烯酸酯类杀菌剂的杀菌组合物
CN104488891A (zh) * 2014-11-25 2015-04-08 孙素一 一种防治白粉病的杀菌组合物
CN105685061A (zh) * 2016-02-29 2016-06-22 陕西西大华特科技实业有限公司 噻霉酮在防治马铃薯种传病害及促根发芽上的应用

Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
CN1566104A (zh) * 1998-06-10 2005-01-19 拜尔公司 防治植物有害生物的组合物
CN1566113A (zh) * 1998-06-17 2005-01-19 拜尔公司 防治植物害虫的组合物
CN106259370A (zh) * 2016-08-01 2017-01-04 江苏辉丰农化股份有限公司 一种杀菌剂组合物

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