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WO2018006462A1 - Composition fongicide - Google Patents

Composition fongicide Download PDF

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Publication number
WO2018006462A1
WO2018006462A1 PCT/CN2016/094042 CN2016094042W WO2018006462A1 WO 2018006462 A1 WO2018006462 A1 WO 2018006462A1 CN 2016094042 W CN2016094042 W CN 2016094042W WO 2018006462 A1 WO2018006462 A1 WO 2018006462A1
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WO
WIPO (PCT)
Prior art keywords
sulfur
mbit
bbit
bit
composition according
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/CN2016/094042
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English (en)
Chinese (zh)
Inventor
仲汉根
季自华
季红进
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Jiangsu Huifeng Agrochemical Co Ltd
Original Assignee
Jiangsu Huifeng Agrochemical Co Ltd
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 Jiangsu Huifeng Agrochemical Co Ltd filed Critical Jiangsu Huifeng Agrochemical Co Ltd
Publication of WO2018006462A1 publication Critical patent/WO2018006462A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • A01N43/80—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
    • 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
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/02—Sulfur; Selenium; Tellurium; Compounds thereof
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

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 benzisothiazolinones and sulfur.
  • 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.
  • Sulfur is a traditional inorganic sulfur protective fungicide.
  • the mechanism of action is to act on the electron transfer process between the cytochromes b and c in the redox process, capture electrons, interfere with the normal oxidation-reduction reaction, and cause the bacteria to die.
  • Applicable crops and control objects Sulfur has a wide range of applications and has good control effects on many kinds of pests and diseases.
  • Production is mainly used to control wheat crops powdery mildew, melon powdery mildew, anthracnose, asparagus stem blight, peanut leaf spot (brown spot, black spot, net blotch, etc.), apple powdery mildew, rot disease , pear tree rot disease, powdery mildew, pear hibiscus, peach leaf disease, brown rot, anthracnose, sputum fruit disease, grape powdery mildew, felt disease, hawthorn powdery mildew, citrus scab, anthracnose, powdery mildew , rust spiders, rust spiders, flower powdery mildew, leaf spot, rubber powdery mildew and closed environment fumigation.
  • 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 preparation method comprising the two active ingredients A and B germicidal compositions and in agriculture The application of the field to control crop diseases.
  • the object of the invention can be achieved by the following measures:
  • a synergistic biocide composition comprising two active components, A and B, wherein active component A is a structural compound having formula (I) and active component B is sulfur.
  • 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 1:5 to 300, preferably 1:5 to 250, in order to make the synergistic effect between the two components more remarkable, the component A and The weight ratio between the two components of component B can be further optimized to 1:10 to 250.
  • the weight ratio between the two components of A and B can be arbitrarily adjusted within the range of the following ratios: 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, 1:32, 1:33, 1:34, 1:35, 1:36, 1:37, 1:38, 1:39, 1:40, 1:41, 1:42, 1:43, 1:44, 1:45, 1:46, 1:47, 1:48, 1:49, 1:50, 1:51, 1: 52, 1:53, 1:54, 1:55, 1:56, 1:57, 1:58, 159:, 1:60, 1:61, 1:62, 1:63, 1:64, 1 : 65, 1:66, 1:67, 1:68,
  • 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.
  • 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 known methods, and the active ingredient and auxiliary agent can be used, for example.
  • the solvent and the solid carrier can be uniformly mixed and ground with a surfactant as needed to prepare a desired 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, rice bacterial streaks, etc., corn diseases (such as: corn smut, corn big spot, corn spot), cucumber diseases (such as: cucumber frost Mildew, cucumber powdery mildew, cucumber anthracnose, cucumber Bacterial keratosis, etc., tomato diseases (eg, tomato anthracnose, tomato gray mold, tomato bacterial angular plaque, etc.), grape diseases (eg, grape downy mildew, grape gray mold, grape powdery mildew) Apple diseases (such as apple ring disease, apple anthracnose, etc.), citrus diseases (citrus canker, citrus sores, citrus anthracnose), tobacco diseases (tobacco wildfire).
  • wheat diseases such as wheat
  • 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. 4. This product has good preventive and therapeutic effects on fungi and bacteria.
  • 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 25.5% BIT ⁇ Sulphur Wettable Powder
  • Example 3 44% BIT ⁇ Sulfur Wettable Powder
  • Example 5 30.1% BIT ⁇ Sulfur Wettable Powder
  • MBIT was 0.5%
  • sulfur was 25%
  • the remaining components were prepared in the same manner as in Example 2.
  • the MBIT was 0.25% and the sulfur was 43.75%.
  • the remaining components were prepared in the same manner as in Example 3.
  • the MBIT was 0.25% and the sulfur was 56.25%.
  • the remaining components were prepared in the same manner as in Example 4.
  • Active component A (BBIT) and active component B to prepare wettable powder
  • Example 12 25.5% BBIT ⁇ Sulfur 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 16 12% BIT ⁇ Sulphur Water Dispersible Granules
  • Example 17 76% BIT ⁇ Sulphur Water Dispersible Granules
  • Example 18 25.2% BIT ⁇ Sulphur Water Dispersible Granules
  • Example 19 50.2% BIT ⁇ Sulphur Water Dispersible Granules
  • Active component A MBIT
  • active component B to prepare water-dispersible granules
  • Example 20 12% MBIT ⁇ Sulphur Water Dispersible Granules
  • Active component A BBIT
  • active component B to prepare water-dispersible granules
  • Example 24 12% BBIT ⁇ Sulphur Water Dispersible Granules
  • Example 27 50.2% BBIT ⁇ Sulphur 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
  • the MBIT was 0.25%, the sulfur was 25%, and the remaining components were prepared in the same manner as in Example 29.
  • MBIT was 0.25%, sulfur was 50%, and the remaining components were prepared in accordance with the procedure of Example 31.
  • MBIT was 0.25%, sulfur was 50%, and the remaining components were prepared in accordance with the procedure of Example 31.
  • 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
  • the composition showed antagonism, 80 ⁇ CTC ⁇ 120, the composition showed additive effect, CTC ⁇ 120, the composition exhibits synergism.
  • 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)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne une composition fongicide, comprenant deux ingrédients actifs (A) et (B). L'ingrédient actif (A) étant un composé présentant une structure représentée par la formule (I) ; l'ingrédient actif (B) étant du soufre ; le rapport en poids entre les deux ingrédients étant de 1:5 à 300. L'invention concerne également un procédé de préparation de la composition et une utilisation de la composition. Les résultats de test indiquent que la composition fongicide se caractérise par un effet synergique évident, des quantités d'administration réduites de doses uniques, et des coûts réduits, et est apte à prévenir et traiter de manière efficace les maladies fongiques particulières des cultures. La co-formulation de fongicides pourvus de mécanismes d'action et d'approches d'action différents présente de bons effets dans l'élargissement du spectre des champignons, la réduction de la résistance des champignons, l'amélioration de l'effet de prévention et de traitement, et d'autres aspects.
PCT/CN2016/094042 2016-07-07 2016-08-08 Composition fongicide Ceased WO2018006462A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201610534620.2 2016-07-07
CN201610534620 2016-07-07

Publications (1)

Publication Number Publication Date
WO2018006462A1 true WO2018006462A1 (fr) 2018-01-11

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PCT/CN2016/094042 Ceased WO2018006462A1 (fr) 2016-07-07 2016-08-08 Composition fongicide

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CN (1) CN106259433A (fr)
WO (1) WO2018006462A1 (fr)

Cited By (1)

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CN111480498A (zh) * 2020-04-07 2020-08-04 浙江大学 一种采前低硫处理预防果实灰霉病的方法

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* Cited by examiner, † Cited by third party
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CN106259433A (zh) * 2016-07-07 2017-01-04 江苏辉丰农化股份有限公司 一种杀菌剂组合物
CN110170397A (zh) * 2019-06-10 2019-08-27 吴东振 一种能产生等离子杀菌水的农用喷雾器及杀菌方法

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EP2695519A2 (fr) * 2012-08-10 2014-02-12 United Phosphorus Limited Formulation stable
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US5041275A (en) * 1990-04-20 1991-08-20 Union Oil Company Of California Reduced acid buildup in moist sulfur during storage
US20030138500A1 (en) * 2001-12-19 2003-07-24 Parker Diana L. Pesticidal composition
EP2695519A2 (fr) * 2012-08-10 2014-02-12 United Phosphorus Limited Formulation stable
CN106259433A (zh) * 2016-07-07 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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CN111480498A (zh) * 2020-04-07 2020-08-04 浙江大学 一种采前低硫处理预防果实灰霉病的方法

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