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WO2018126878A1 - Composition fongicide contenant de la benzisothiazolinone et du tétraconazole - Google Patents

Composition fongicide contenant de la benzisothiazolinone et du tétraconazole Download PDF

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Publication number
WO2018126878A1
WO2018126878A1 PCT/CN2017/116817 CN2017116817W WO2018126878A1 WO 2018126878 A1 WO2018126878 A1 WO 2018126878A1 CN 2017116817 W CN2017116817 W CN 2017116817W WO 2018126878 A1 WO2018126878 A1 WO 2018126878A1
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WO
WIPO (PCT)
Prior art keywords
tetrafluoroetherazole
composition
active component
composition according
bit
Prior art date
Application number
PCT/CN2017/116817
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English (en)
Chinese (zh)
Inventor
仲汉根
季红进
花伟
Original Assignee
江苏辉丰生物农业股份有限公司
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Filing date
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Application filed by 江苏辉丰生物农业股份有限公司 filed Critical 江苏辉丰生物农业股份有限公司
Publication of WO2018126878A1 publication Critical patent/WO2018126878A1/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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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 fungicide composition comprising benzisothiazolinones and tetrafluoroetherazole.
  • 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.
  • Tetraconazole belongs to the second-generation triazole fungicide. It has fluorine in the molecular structure and the bactericidal activity ratio is 2-3 times that of the first generation. The sterilization spectrum is broad, efficient and has a long-lasting effect of 4-6. Week, has protective and therapeutic effects, and has good systemic conductivity. Suitable crops cereal crops such as wheat, barley, oats, rye, etc., fruit trees such as bananas, grapes, pears, apples, etc., vegetables such as melons, beets, ornamental plants.
  • the object of the invention is to solve the resistance of the bactericide in practical application and the problem of soil residue, and to screen out the bactericides 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 an application comprising a combination of two active ingredients A and B bactericides for controlling crop diseases in the agricultural field.
  • 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 compound having the structure of formula (I) and active component B is tetrafluoroetherazole.
  • 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).
  • R is C 4 H 9
  • A is 2-butyl-1,2-benzisothiazolin-3-one
  • the "butyl group” in the formula is preferably n-butyl (instruction Referred to as BBIT).
  • 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 20 to 1:1 to 20.
  • the weight ratio between the components of component A and component B can be further optimized to 10 to 1:1 to 10.
  • the weight ratio between the two components of A and B can be arbitrarily adjusted within the range of the following ratios 20:1, 19:1, 18:1, 17:1, 16:1. 15:1, 14:1, 13:1, 12:1, 11:1, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3: 1, 2:1, 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, or within the range of any two of the above ratios Selection is made, and these ratios can be understood as weight ratios, and may also include molar 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 2 to 80% by weight of the active ingredient and from 98 to 20% by weight of the pesticide adjuvant to the 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 fungal or bacterial diseases 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 according to the chemical nature of the active ingredients in the composition of the invention are lignosulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, alkaline earth metal or amine salts, alkylarylsulfonates, alkyl 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, condensates of naphthalene or naphthalene sulfonic acid with phenol and formaldehyde , polyoxyethylene octyl phenyl ether, ethoxylated isooctyl phenol, octyl phenol, nonyl phenol, alkyl aryl polyglycol ether, tributyl benz
  • the active ingredient A can be first dissolved in certain specific basic substances to form a benzisothiazolin metal salt.
  • suitable basic substances include: alkali metal carbonates, alkali metal hydrogens Oxide (such as sodium hydroxide, 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, rice bacterial streaks, etc., corn diseases (such as: corn smut, corn big spot, corn spot), cucumber diseases (such as: cucumber frost Mold disease, cucumber powdery mildew, cucumber anthracnose, cucumber bacterial angular spot disease, etc., tomato diseases (such as: tomato anthracnose, tomato gray mold, tomato bacterial angular spot disease, etc.), grape diseases (such as: grape frost Mildew, grape gray mold, grape powdery mildew), apple disease (such as apple ring disease, apple anthracnose, etc.), citrus disease (citrus canker disease, citrus canker, citrus anthracnose), tobacco disease (tobacco wildfire disease) )Wait.
  • 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, and the problem of resistance caused by the separate use of the two single agents can be delayed; 3.
  • the composition of the present invention is safe and safe for 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 B active ingredient are mixed well with a solvent, an emulsifier, a dispersing agent, an antifreezing agent, etc., and the water emulsion is prepared by adding water and then uniformly mixing.
  • Example 2 30% BIT ⁇ tetrafluoroetherazole aqueous emulsion (1:5)
  • Example 3 42% BIT ⁇ tetrafluoroetherazole aqueous emulsion (1:20)
  • BIT 2% tetrafluoroetherazole 40%, polyvinyl alcohol 10.47%, xylene 15%, methylpentanol 10.21%, ethylene glycol 10%, water to 100%.
  • Example 4 16% MBIT ⁇ tetrafluoroetherazole aqueous emulsion
  • Example 5 30% MBIT ⁇ tetrafluoroetherazole aqueous emulsion
  • MBIT was 5%
  • tetrafluoroetherazole was 25%
  • the remaining components were prepared in the same manner as in Example 2.
  • Example 6 42% MBIT ⁇ tetrafluoroetherazole water emulsion
  • Example 7 16% BBIT ⁇ tetrafluoroetherazole aqueous emulsion
  • Example 8 30% BBIT ⁇ tetrafluoroetherazole aqueous emulsion
  • BBIT was 5%
  • tetrafluoroetherazole was 25%
  • the remaining components were prepared in the same manner as in Example 2.
  • Example 9 42% BBIT ⁇ tetrafluoroetherazole aqueous emulsion
  • the active ingredient active group A and the active component B, and the components such as a dispersing agent, a wetting agent, a thickener and water are uniformly mixed according to the formula, and after being sanded and/or sheared at a high speed, a semi-finished product is obtained. After the analysis, the water is mixed and evenly filtered to obtain the finished product.
  • Example 12 22% BIT ⁇ tetrafluoroetherazole suspension (1:10)
  • MBIT was 2.5%
  • tetrafluoroetherazole was 0.5%
  • the remaining components were prepared in the same manner as in Example 11.
  • Example 17 3% BBIT ⁇ tetrafluoroetherazole suspension
  • the active ingredient A and the B active ingredient are sufficiently mixed with various auxiliary agents and fillers, and are pulverized by an ultrafine pulverizer to obtain a wettable powder.
  • Example 19 55% BIT ⁇ tetrafluoroetherazole wettable powder (10:1)
  • Example 20 15% BIT ⁇ tetrafluoroetherazole wettable powder (1:1)
  • Example 21 24% BIT ⁇ tetrafluoroetherazole wettable powder (1:15)
  • Example 22 55% MBIT ⁇ tetrafluoroetherazole wettable powder
  • Example 23 15% MBIT ⁇ tetrafluoroetherazole wettable powder
  • Example 24 24% MBIT ⁇ tetrafluoroetherazole wettable powder
  • Example 25 55% BBIT ⁇ tetrafluoroetherazole wettable powder
  • Example 26 15% BBIT ⁇ tetrafluoroetherazole wettable powder
  • Example 27 24% BBIT ⁇ tetrafluoroetherazole wettable powder
  • the control effect is converted into the probability value (y)
  • the concentration of the drug solution ( ⁇ g/ml) is converted into the logarithm value (x)
  • the virulence equation is calculated by the least squares method and the concentration EC50 is suppressed
  • the virulence index of the drug is calculated according to the method of Sun Yunpei.
  • the co-toxicity coefficient (CTC) is calculated according to the method of Sun Yunpei.
  • 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

La présente invention concerne une composition fongicide, ladite composition comprenant deux ingrédients efficaces A et B ; le constituant actif A est un composé ayant une structure de formule (I), tandis que le constituant actif B est le tétraconazole, le rapport en poids des deux constituants étant de 20 à 1:1 à 20. L'invention concerne également un procédé de préparation de la composition et une utilisation de ladite composition. Un résultat d'essai indique que la composition fongicide fournie par l'invention présente un effet synergique évident, et plus important, la quantité à appliquer est plus faible et les coûts sont réduits. La composition fongicide permet, efficacement, de prévenir et de lutter contre certaines maladies bactériennes et fongiques spécifiques s'attaquant aux cultures. Au moyen de la composition de fongicides présentant des mécanismes fonctionnels et des modes fonctionnels différents, la présente invention fonctionne bien dans l'élargissement d'un spectre fongicide, le retardement de la résistance fongique et bactérienne, et l'amélioration d'un effet préventif et d'un effet de lutte, et similaire.
PCT/CN2017/116817 2017-01-06 2017-12-18 Composition fongicide contenant de la benzisothiazolinone et du tétraconazole WO2018126878A1 (fr)

Applications Claiming Priority (2)

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CN201710009258.1 2017-01-06
CN201710009258.1A CN106818783A (zh) 2017-01-06 2017-01-06 一种包含苯并异噻唑啉酮类和四氟醚唑的杀菌剂组合物

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CN106818783A (zh) * 2017-01-06 2017-06-13 江苏辉丰农化股份有限公司 一种包含苯并异噻唑啉酮类和四氟醚唑的杀菌剂组合物
CN108338173A (zh) * 2017-08-08 2018-07-31 江苏辉丰农化股份有限公司 一种包含苯并异噻唑啉酮类和氟噻唑吡乙酮的杀菌组合物
CN113273577A (zh) * 2021-06-18 2021-08-20 上海迈肯生物科技有限公司 一种1，2-苯并异噻唑啉-3-酮水悬浮制剂及其制备方法

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