A bactericidal preparation and its application
By developing carrier-matched bactericidal preparations, the dosage form and additive ratio of pyrimidine-containing substituted pyrazole compounds is optimized, and the problem of matching preparation types and additives in the prior art is solved, and efficient bactericidal activity and stability are achieved.
Patent Information
- Application Number
- CN202211437670.0
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2020-09-29
- Publication Date
- 2025-04-18
- Estimated Expiration
- 2040-09-29
AI Technical Summary
The lack of preparations for pyrimidine-containing substituted pyrazole compounds in the prior art has made it difficult to determine the optimal dosage form and auxiliary match during the formulation process, affecting its bactericidal activity and use efficiency.
A bactericidal preparation containing a carrier and ancillary is developed to match different types of additives with substituted pyrazole compounds containing pyrimidines and prepared into a variety of dosage forms, such as microemulsions, aqueous emulsions, dispersible oil suspension agents, etc., to optimize its wetting, dispersing and retention properties on crops.
Through specific additives and proportioning conditions, the bactericidal activity and stability of the active ingredients are improved, ensuring that the anti-effect at a dose of 50-100ppm reaches more than 90, and the problems of pasting and instability during the preparation process are solved, and the suspension rate of the suspension agent is improved to more than 98%.
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Figure CN115843810B_ABST
Abstract
Description
[0001] This application is a divisional application of a Chinese invention patent application. The original application date is September 29, 2020, application number: 202011051192.0, invention name: A bactericidal preparation and its application, publication number: CN114304164A; since the original application has the unity problem pointed out by the examiner, the applicant filed a divisional application. Technical Field
[0002] The invention belongs to the field of agricultural fungicides and relates to a fungicide preparation of a substituted pyrazole compound containing pyrimidine and application thereof. Background Art
[0003] As we all know, plant diseases cause huge losses to agriculture, and the use of fungicides is an economical and effective method for preventing and controlling plant diseases. Patent 201610326565 reports a pyrimidine-containing substituted pyrazole compound A as shown in general formula I. Compound A has good fungicidal activity and can effectively control cucumber downy mildew, cucumber powdery mildew, cucumber anthracnose, cucumber target spot, wheat powdery mildew, rapeseed sclerotinia and other diseases, and can achieve good fungicidal effects at low doses.
[0004]
[0005] It is known in the industry that the original drugs of most pesticides cannot be used directly and must be processed and prepared into various types of preparations before use. Therefore, according to the different methods of use and crops, they must be prepared into corresponding preparations for application, such as microemulsions, water emulsions, dispersible oil suspensions, dispersible oil agents, emulsifiable concentrates, soluble agents, aqueous agents, suspensions, microcapsule suspensions, seed treatment suspensions, ultra-low volume agents, powders, wettable powders, granules, water-dispersible granules, dry suspensions, emulsifiable powders, effervescent granules, effervescent tablets, water-dispersible tablets, floating granules, etc., to improve the biological activity of pesticides, reduce the amount of medicine used, reduce costs, and reduce pollution to the environment.
[0006] However, the active ingredient is the main ingredient when preparing the preparation. The specific characteristics of the active ingredient will determine the dosage form of the preparation. What dosage form is suitable for it and what kind of auxiliary agent it matches will be what needs to be solved at present. There is no report on the research of preparations related to the compound shown in Formula I. Summary of the invention
[0007] The purpose of the present invention is to develop a bactericidal preparation of a substituted pyrazole compound containing pyrimidine and its application.
[0008] To achieve the above purpose, the present invention adopts the following technical solution:
[0009] A fungicide preparation, comprising at least one carrier and at least one adjuvant, wherein the preparation uses a substituted pyrazole compound containing pyrimidine or a salt thereof as an active ingredient and is prepared as a microemulsion, an aqueous emulsion, a dispersible oil suspension, a dispersible oil, an emulsifiable concentrate, a soluble solution, an aqueous solution, a suspension, a microcapsule suspension, a seed treatment suspension, an ultra-low volume agent, a powder, a wettable powder, a granule, a water-dispersible granule, a dry suspension, an emulsifiable powder, an effervescent granule, an effervescent tablet, a water-dispersible tablet or a floating granule;
[0010] The active ingredient of the substituted pyrazole compound containing pyrimidine is a compound represented by formula I; the amount added is 0.1-99% by weight of the preparation;
[0011]
[0012] wherein R3 is selected from hydrogen, hydroxy, formyl or C1-C4 alkyl; R4 and R5 may be the same or different and are selected from hydrogen, halogen or C1-C4 alkyl; R6 and R7 may be the same or different and are selected from hydrogen, halogen or C1-C4 alkyl; R8 and R9 may be the same or different and are selected from hydrogen, cyano, halogen or C1-C4 alkyl; R11 is selected from halogen, hydroxy, amino, cyano, nitro, C1-C4 haloalkyl or C1-C4 alkyl; n is selected from an integer from 0 to 5, and when n is 0, there is no substituted alkyl on the benzene ring. substituted group; when n is greater than 1, R11 may be the same or different; R14, R15, R16 or R17 may be the same or different and are selected from hydrogen, halogen, hydroxyl, amino, cyano, nitro or C1-C4 alkyl; W is selected from hydrogen, halogen or C1-C4 alkyl; the salt of the compound represented by the general formula I is a salt formed by the compound of the general formula and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid, benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or citric acid.
[0013] Preferably, in the formula, R3 is selected from hydrogen, hydroxyl, formyl or C1-C4 alkyl; R4 and R5 may be the same or different and are selected from hydrogen, halogen or C1-C4 alkyl; R6 and R7 may be the same or different and are selected from hydrogen, halogen or C1-C4 alkyl; R8 and R9 may be the same or different and are selected from hydrogen, cyano, halogen or C1-C4 alkyl; R11 is selected from fluorine, chlorine, bromine, iodine or C1-C4 haloalkyl; n is selected from an integer from 0 to 5, when n is 0, there is no substituent on the benzene ring; when n is greater than 1, R11 may be the same or different; R14, R15, R16 or R17 may be the same or different and are selected from hydrogen, halogen, hydroxyl, amino, cyano, nitro or C1-C4 alkyl; W is selected from hydrogen, halogen or C1-C4 alkyl; the salt of the compound represented by the general formula I is a salt formed by the compound of the general formula with hydrochloric acid, sulfuric acid, phosphoric acid, formic acid or acetic acid.
[0014] The preparation uses the substituted pyrazole compound containing pyrimidine as the active ingredient and is prepared into microemulsion, aqueous emulsion, dispersible oil suspension, emulsifiable concentrate, suspension, wettable powder or water-dispersible granule; wherein the active ingredient accounts for 1-90% of the weight percentage of the preparation.
[0015] The microemulsion contains, by weight percentage, 1-30% of a substituted pyrazole compound containing pyrimidine, 1-30% of a surfactant, 1-5% of an antifreeze agent, 1-30% of a solvent, and the remainder is a carrier;
[0016] Among them, the surfactant is nonylphenol polyoxyethylene ether, nonylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether, alkylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether polyoxypropylene ether, alkylphenol formaldehyde resin polyoxyethylene ether, phenethylphenol polyoxypropylene polyoxyethylene ether, phenethylphenol polyoxyethylene ether phosphate, benzylphenol polyoxyethylene ether, phenethylphenol polyoxyethylene ether, fatty alcohol polyoxyethylene ether, lauryl alcohol polyoxyethylene ether, fatty amine polyoxyethylene ether, castor oil ethylene oxide adduct, anhydrous sorbitan fatty acid ester, anhydrous sorbitan fatty acid ester One or more of ester ethylene oxide adduct, calcium dodecylbenzene sulfonate, sulfated castor oil, fatty alcohol sulfate, fatty alcohol polyoxyethylene ether sulfate, fatty acid polyoxyethylene ester phosphate, alkylamine polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether formaldehyde condensate, polyvinyl alcohol monooleate, polyethylene glycol monooleate, polyoxyethylene polyoxypropylene block copolymer, polycarboxylate, polyacrylic acid, sodium alkylnaphthalene sulfonate fatty alcohol polyoxyethylene ether, sorbitan monooleate, polyoxyethylene sorbitan monooleate, castor oil polyoxyethylene ether;
[0017] Further optionally, the surfactant is one or more of phenethylphenol polyoxypropylene polyoxyethylene ether, sorbitan fatty acid ester, sorbitan fatty acid ester ethylene oxide adduct, calcium dodecylbenzenesulfonate, sorbitan monooleate, and castor oil polyoxyethylene ether.
[0018] The antifreeze agent is one or more of ethylene glycol, glycerol, propylene glycol, urea, methanol, ethanol, isopropanol, diethylene glycol, ethylene glycol butyl ether, propylene glycol butyl ether, ethylene glycol butyl ether acetate, and isooctyl alcohol;
[0019] Further optionally, the antifreeze agent is one or more of ethylene glycol, glycerol, and propylene glycol.
[0020] The solvent is one or more of solvent oil, toluene, xylene, methanol, ethanol, methyl oleate, cyclohexanone, vegetable oil, methyl vegetable oil, dimethylformamide, acetonitrile, polyethylene glycol, decanoic acid amide, tributyl phosphate, butyrolactone, N-long chain alkyl pyrrolidone, octyl pyrrolidone, isooctyl alcohol;
[0021] Further optionally, the solvent is one or more of solvent oil, dimethylformamide, decanoic acid amide, triethyl phosphate, butyrolactone, N-long-chain alkyl pyrrolidone, and octyl pyrrolidone.
[0022] The carrier is deionized water.
[0023] The aqueous emulsion comprises, by weight percentage, 1-30% of a substituted pyrazole compound containing pyrimidine, 1-20% of a surfactant, 1-5% of an antifreeze agent, 1-30% of a solvent, 0.05-5% of a thickener, and the remainder being a carrier;
[0024] Among them, the surfactant is nonylphenol polyoxyethylene ether, nonylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether, alkylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether polyoxypropylene ether, alkylphenol formaldehyde resin polyoxyethylene ether, phenethylphenol polyoxypropylene polyoxyethylene ether, benzylphenol polyoxyethylene ether, phenethylphenol polyoxyethylene ether, fatty alcohol polyoxyethylene ether, lauryl alcohol polyoxyethylene ether, fatty amine polyoxyethylene ether, castor oil ethylene oxide adduct, sorbitan fatty acid ester, sorbitan fatty acid ester ethylene oxide adduct, calcium dodecylbenzene sulfonate, One or more of sulfated castor oil, fatty alcohol sulfate, fatty alcohol polyoxyethylene ether sulfate, alkylphenol polyoxyethylene ether phosphate, phenethylphenol polyoxyethylene ether phosphate, fatty acid polyoxyethylene ester phosphate, alkylamine polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether formaldehyde condensate, polyvinyl alcohol monooleate, polyethylene glycol monooleate, polyoxyethylene polyoxypropylene block copolymer, polycarboxylate, polyacrylic acid, sodium alkylnaphthalene sulfonate fatty alcohol polyoxyethylene ether, sorbitan monooleate, polyoxyethylene sorbitan monooleate, castor oil polyoxyethylene ether;
[0025] Further optional surfactants include calcium dodecylbenzene sulfonate, phenethylphenol polyoxyethylene ether, polyoxyethylene polyoxypropylene block copolymer, sorbitan monooleate, polyoxyethylene sorbitan monooleate, castor oil polyoxyethylene ether, and the like.
[0026] The antifreeze agent is one or more of ethylene glycol, glycerol, propylene glycol, urea, methanol, ethanol, isopropanol, diethylene glycol, ethylene glycol butyl ether, propylene glycol butyl ether, and ethylene glycol butyl ether acetate;
[0027] Further optionally, the antifreeze agent is one or more of ethylene glycol, glycerol, and propylene glycol.
[0028] The solvent is one or more of solvent oil, toluene, xylene, methanol, ethanol, methyl oleate, cyclohexanone, vegetable oil, methyl vegetable oil, dimethylformamide, acetonitrile, polyethylene glycol, decanoic acid amide, tributyl phosphate, butyrolactone, dimethyl sulfoxide, N-long chain alkyl pyrrolidone, octyl pyrrolidone, liquid paraffin, isooctyl alcohol;
[0029] Further optionally, the solvent is one or more of solvent oil, dimethylformamide, decanoic acid amide, tributyl phosphate, and butyrolactone.
[0030] The thickener is one or more of xanthan gum, hydroxymethyl cellulose, polyvinyl alcohol, polyethylene glycol, water-soluble starch, and sodium alginate;
[0031] Further optionally, the thickener is one or more of xanthan gum, polyvinyl alcohol, polyethylene glycol, and sodium alginate.
[0032] The carrier is deionized water.
[0033] The dispersible oil suspension contains, by weight percentage, 1-50% of a substituted pyrazole compound containing pyrimidine, 5-30% of a wetting and dispersing agent, 0.05-10% of a thickener, and the balance being a carrier;
[0034] Among them, the wetting and dispersing agent is nonylphenol polyoxyethylene ether, nonylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether, alkylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether polyoxypropylene ether, alkylphenol formaldehyde resin polyoxyethylene ether, phenethylphenol polyoxypropylene polyoxyethylene ether, benzylphenol polyoxyethylene ether, phenethylphenol polyoxyethylene ether, phenethylphenol polyoxyethylene ether phosphate, oleic acid polyoxyethylene ether, rosin acid polyoxyethylene ether, ethylenediamine polyoxyethylene ether, castor oil polyoxyethylene ether, fatty alcohol polyoxyethylene ether, fatty alcohol polyoxyethylene ether sulfate, fatty alcohol polyoxyethylene ether phosphate , fatty acid polyoxyethylene ether phosphate, lauryl alcohol polyoxyethylene ether, fatty amine polyoxyethylene ether, castor oil ethylene oxide adduct, sorbitan fatty acid ester, sorbitan monooleate, sorbitan fatty acid ester ethylene oxide adduct, polyoxyethylene sorbitan monooleate, calcium dodecylbenzene sulfonate, sulfated castor oil, fatty alcohol sulfate, alkylamine polyoxyethylene ether phosphate, polyvinyl alcohol monooleate, polyethylene glycol monooleate, polyoxyethylene polyoxypropylene block copolymer, polycarboxylate, polyacrylic acid, sodium alkylnaphthalene sulfonate fatty alcohol polyoxyethylene ether one or more;
[0035] Further optionally, the wetting and dispersing agent is one or more of: oleic acid polyoxyethylene ether, rosin acid polyoxyethylene ether, castor oil polyoxyethylene ether, fatty acid polyoxyethylene ether phosphate, castor oil ethylene oxide adduct, calcium dodecylbenzene sulfonate, sulfated castor oil, polycarboxylate, polyacrylic acid, sorbitan fatty acid ester, and sorbitan monooleate adduct.
[0036] The wetting and dispersing agent can improve the stability of the active ingredient over time when it is prepared into a dispersible oil suspension and inhibit creaming.
[0037] The thickener is one or more of hydroxymethyl cellulose, sodium hydroxymethyl cellulose, hydroxyethyl cellulose, methyl cellulose, starch, white carbon black, organic bentonite, sodium bentonite, and attapulgite;
[0038] Further optionally, the thickener is one or more of white carbon black, organic bentonite, and sodium bentonite.
[0039] The carrier is one or more of solvent oil, xylene, methanol, vegetable oil, methylated vegetable oil, methyl oleate, decanoic acid amide, tributyl phosphate, triethyl phosphate, butyrolactone, liquid paraffin, and isooctyl alcohol.
[0040] Further optionally, the carrier is one or more of solvent oil, vegetable oil, methyl vegetable oil, methyl oleate, and liquid paraffin.
[0041] The emulsifiable concentrate contains, by weight percentage, 1-50% of a substituted pyrazole compound containing pyrimidine, 1-30% of an emulsifier, and the remainder being a solvent;
[0042] Among them, the surfactant is nonylphenol polyoxyethylene ether, nonylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether, alkylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether polyoxypropylene ether, alkylphenol formaldehyde resin polyoxyethylene ether, phenethylphenol polyoxypropylene polyoxyethylene ether, benzylphenol polyoxyethylene ether, phenethylphenol polyoxyethylene ether, fatty alcohol polyoxyethylene ether, lauryl alcohol polyoxyethylene ether, fatty amine polyoxyethylene ether, castor oil ethylene oxide adduct, sorbitan fatty acid ester, sorbitan fatty acid ester ethylene oxide adduct, calcium dodecylbenzene sulfonate, One or more of sulfated castor oil, fatty alcohol sulfate, fatty alcohol polyoxyethylene ether sulfate, alkylphenol polyoxyethylene ether phosphate, phenethylphenol polyoxyethylene ether phosphate, fatty acid polyoxyethylene ester phosphate, alkylamine polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether formaldehyde condensate, polyvinyl alcohol monooleate, polyethylene glycol monooleate, polyoxyethylene polyoxypropylene block copolymer, polycarboxylate, polyacrylic acid, sodium alkylnaphthalene sulfonate fatty alcohol polyoxyethylene ether, sorbitan monooleate, polyoxyethylene sorbitan monooleate, castor oil polyoxyethylene ether;
[0043] Further optionally, the surfactant is one or more of: phenethylphenol polyoxyethylene ether, castor oil ethylene oxide adduct, sorbitan fatty acid ester, sorbitan fatty acid ester ethylene oxide adduct, calcium dodecylbenzenesulfonate, sorbitan monooleate, polyoxyethylene sorbitan monooleate, and castor oil polyoxyethylene ether.
[0044] The solvent is one or more of solvent oil, toluene, xylene, methanol, methyl oleate, cyclohexanone, acetophenone, dimethyl sulfoxide, ethyl acetate, vegetable oil, methyl vegetable oil, dimethylformamide, polyethylene glycol, decanoic acid amide, tributyl phosphate, triethyl phosphate, butyrolactone, N-long chain alkyl pyrrolidone, and octyl pyrrolidone.
[0045] Further optionally, the solvent is one or more of solvent oil, dimethylformamide, decanoic acid amide, tributyl phosphate, butyrolactone, N-long-chain alkyl pyrrolidone, and octyl pyrrolidone.
[0046] The suspending agent comprises, by weight percentage, 1-50% of a substituted pyrazole compound containing pyrimidine, 1-20% of a wetting and dispersing agent, 0.05-5% of a thickener, 1-5% of an antifreeze agent, 0.1-3% of a defoaming agent, and the remainder being a carrier;
[0047] Among them, the wetting and dispersing agent A is nonylphenol polyoxyethylene ether, nonylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether, alkylphenol polyoxyethylene ether sulfate, alkylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether polyoxypropylene ether, alkylphenol formaldehyde resin polyoxyethylene ether, phenethylphenol polyoxypropylene polyoxyethylene ether, benzylphenol polyoxyethylene ether, phenethylphenol polyoxyethylene ether, phenethylphenol polyoxyethylene ether sulfate, lauryl alcohol polyoxyethylene ether, fatty acid polyoxyethylene ether, fatty acid polyoxyethylene ether phosphate, fatty amine polyoxyethylene ether, fatty alcohol sulfate, fatty alcohol polyoxyethylene ether, fatty alcohol polyoxyethylene ether sulfate, castor oil polyoxyethylene ether, castor oil ethylene oxide adduct, anhydrous sorbitan fatty acid ester, anhydrous sorbitan One or more of fatty acid ester ethylene oxide adduct, alkylbenzene sulfonate calcium, alkylbenzene sulfonate calcium amine salt, sulfated castor oil, alkylamine polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether formaldehyde condensate, polyvinyl alcohol, polyethylene glycol, polyvinyl alcohol monooleate, polyethylene glycol monooleate, polyoxyethylene polyoxypropylene block copolymer, polycarboxylate, polyacrylic acid, alkylnaphthalene sulfonate sodium fatty alcohol polyoxyethylene ether, sorbitan monooleate, polyoxyethylene sorbitan monooleate, nonionic methacrylate comb copolymer, ethylene oxide propylene oxide block copolymer and fatty alcohol polyoxyethylene ether compound, arylphenol sodium sulfate, fatty amide N-methyl sulfonate, alkyl succinate sulfonate, polyoxypropylene ethylene oxide adduct;
[0048] Further optionally, the wetting and dispersing agent A is one or more of: nonylphenol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether phosphate, fatty acid polyoxyethylene ether phosphate, alkylamine polyoxyethylene ether phosphate, polyoxyethylene polyoxypropylene block copolymer, nonionic methacrylate comb copolymer, ethylene oxide propylene oxide block copolymer and fatty alcohol polyoxyethylene ether composite, polyoxypropylene ethylene oxide adduct.
[0049] The wetting and dispersing agent A can improve the stability of the active ingredient over time when it is prepared into a suspension and inhibit creaming.
[0050] The wetting and dispersing agent B is one or more of alkylphenol polyoxyethylene ether formaldehyde condensate, sodium naphthalene sulfonate formaldehyde condensate, alkylnaphthalene sulfonic acid formaldehyde condensate, lignin sulfonate, lignin sulfonate modified product, alkyl polysaccharide, alkyl glycoside, alkyl polysaccharide ether, naphthalene formaldehyde condensate sulfonate, alkylnaphthalene formaldehyde condensate sulfonate, alkylaryl sulfonate formaldehyde condensate, and alkylphenol polyoxyethylene ether formaldehyde condensate sulfate;
[0051] Further optionally, the wetting and dispersing agent B is one or more of alkylphenol polyoxyethylene ether formaldehyde condensate, sodium naphthalene sulfonate formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, alkyl polysaccharide, alkyl glycoside, alkyl polysaccharide ether, naphthalene formaldehyde condensate sulfonate, alkyl naphthalene formaldehyde condensate sulfonate, and sodium lignin sulfonate.
[0052] The wetting and dispersing agent B can increase the suspension rate of the active ingredient in the suspension concentrate to more than 98%.
[0053] The thickener is one or more of xanthan gum, hydroxymethyl cellulose, sodium hydroxymethyl cellulose, hydroxyethyl cellulose, methyl cellulose, magnesium aluminum silicate, polyvinyl alcohol, polyethylene glycol, starch, white carbon black, organic bentonite, sodium bentonite, attapulgite, carboxymethyl cellulose, and sodium carboxymethyl cellulose;
[0054] Further optionally, the thickener is one or more of xanthan gum, magnesium aluminum silicate, white carbon black, and organic bentonite.
[0055] Antifreeze: one or more of ethylene glycol, glycerol, propylene glycol, urea, methanol, ethanol, isopropanol, diethylene glycol, ethylene glycol butyl ether, propylene glycol butyl ether, ethylene glycol butyl ether acetate, sodium acetate, and thiourea;
[0056] It is further preferred that the antifreeze agent is one or more of ethylene glycol, glycerol, propylene glycol and urea.
[0057] Defoaming agent: SAG-1522, SAG-1572, BS-163, L051, Tensiofix CJK or Hoda 3772;
[0058] It is further preferred that the defoaming agent is SAG-1522, SAG-1572, etc. The carrier is deionized water;
[0059] The wettable powder comprises compound A, a wetting and dispersing agent, a defoaming agent, and a carrier; by weight percentage, the substituted pyrazole compound containing pyrimidine is 5-90%, the wetting and dispersing agent is 1-30%, the defoaming agent is 0.1-3%, and the carrier is 0-93.9%;
[0060] Wherein, the wetting and dispersing agent is one or more of sodium dodecylbenzene sulfonate, benzylnaphthalenesulfonic acid formaldehyde condensate, sodium naphthalenesulfonate formaldehyde condensate, sodium methylnaphthalenesulfonate formaldehyde condensate, alkylphenol polyoxyethylene ether formaldehyde condensate, phenylethylphenol polyoxyethylene ether formaldehyde condensate, benzylphenol polyoxyethylene ether formaldehyde condensate, polyvinyl alcohol, polyethylene glycol, polyvinyl alcohol monooleate, polyethylene glycol monooleate, polycarboxylate, alkylphenol polyoxyethylene ether formaldehyde condensate sulfate, alkylnaphthalenesulfonic acid formaldehyde condensate, phenol formaldehyde condensate sulfonate, phenol formaldehyde condensate sodium salt, lignin sulfonate, sodium dodecyl sulfate, sodium carboxymethyl bis-naphthalene sulfonate;
[0061] Further optionally, the wetting and dispersing agent is one or more of sodium dodecylbenzene sulfonate, sodium naphthalene sulfonate formaldehyde condensate, sodium methylnaphthalene sulfonate formaldehyde condensate, alkylphenol polyoxyethylene ether formaldehyde condensate, phenethylphenol polyoxyethylene ether formaldehyde condensate, benzylphenol polyoxyethylene ether formaldehyde condensate, polycarboxylate, alkylphenol polyoxyethylene ether formaldehyde condensate sulfate, alkylnaphthalene sulfonic acid formaldehyde condensate, lignin sulfonate, sodium dodecyl sulfate, and sodium carboxymethyl bisnaphthalene sulfonate.
[0062] Defoaming agent: SAG-1522, SAG-1572, BS-163, L051 or Tensiofix CJK;
[0063] Further optionally, the defoaming agent is SAG-1522, SAG-1572, or Tensiofix CJK.
[0064] The carrier is one or more of rock powder, chalk, quartz, sodium sulfate, silicon dioxide, diatomaceous earth, gypsum, talc, bentonite, kaolin, attapulgite, light calcium carbonate, clay, magnesium aluminum silicate, activated white clay, white carbon black, ammonium sulfate, superphosphate, alumina, calcite, and marble;
[0065] Further optionally, the carrier is one or more of rock powder, diatomaceous earth, bentonite, kaolin, attapulgite, light calcium carbonate, and white carbon black.
[0066] The water dispersible granules include compound A, a wetting and dispersing agent, a binder, a disintegrant, a defoamer, and a carrier; by weight, the substituted pyrazole compound containing pyrimidine is 5-80%, the wetting and dispersing agent is 1-20%, the binder is 1-10%, the disintegrant is 1-20%, the defoamer is 0.1-3%, and the carrier is 0-91.9%;
[0067] Wherein, the wetting and dispersing agent is one or more of sodium dodecylbenzene sulfonate, benzylnaphthalenesulfonic acid formaldehyde condensate, sodium naphthalenesulfonate formaldehyde condensate, sodium methylnaphthalenesulfonate formaldehyde condensate, alkylphenol polyoxyethylene ether formaldehyde condensate, phenylethylphenol polyoxyethylene ether formaldehyde condensate, benzylphenol polyoxyethylene ether formaldehyde condensate, polyvinyl alcohol, polyethylene glycol, polyvinyl alcohol monooleate, polyethylene glycol monooleate, polycarboxylate, alkylphenol polyoxyethylene ether formaldehyde condensate sulfate, alkylnaphthalenesulfonic acid formaldehyde condensate, phenol formaldehyde condensate sulfonate, lignin sulfonate, sodium dodecyl sulfate, sodium carboxymethyl bis-naphthalenesulfonate;
[0068] Further optional: the wetting and dispersing agent is one or more of sodium dodecylbenzene sulfonate, sodium naphthalene sulfonate formaldehyde condensate, sodium methylnaphthalene sulfonate formaldehyde condensate, alkylphenol polyoxyethylene ether formaldehyde condensate, benzylphenol polyoxyethylene ether formaldehyde condensate, benzylphenol polyoxyethylene ether formaldehyde condensate, polycarboxylate, alkylphenol polyoxyethylene ether formaldehyde condensate sulfate, alkylnaphthalene sulfonic acid formaldehyde condensate, lignin sulfonate, sodium dodecyl sulfate, and sodium carboxymethyl bisnaphthalene sulfonate.
[0069] The binder is one or more of gum arabic, white dextrin, methyl cellulose, sodium acrylate, polyvinyl pyrrolidone, cross-linked polyvinyl pyrrolidone, polyethylene glycol, polyvinyl alcohol, soluble starch, sucrose, etc.;
[0070] Further preferably, the binder is one or more of methyl cellulose, polyvinyl pyrrolidone, cross-linked polyvinyl pyrrolidone, polyethylene glycol, polyvinyl alcohol, soluble starch, sucrose and the like.
[0071] The disintegrant is sodium sulfate, sodium chloride, ammonium sulfate, polyvinyl pyrrolidone, cross-linked polyvinyl pyrrolidone or microcrystalline cellulose;
[0072] More preferably, the disintegrant is sodium sulfate, sodium chloride, ammonium sulfate or polyvinyl pyrrolidone.
[0073] Defoaming agent: SAG-1522, SAG-1572, BS-163, L051 or Tensiofix CJK;
[0074] Further optionally, the defoaming agent is SAG-1522, SAG-1572, or Tensiofix CJK.
[0075] The carrier is one or more of rock powder, chalk, quartz, sodium sulfate, silicon dioxide, diatomaceous earth, gypsum, talc, bentonite, kaolin, starch, soluble starch, attapulgite, light calcium carbonate, clay, magnesium aluminum silicate, activated white clay, white carbon black, ammonium sulfate, benzofuran resin, superphosphate, alumina, calcite, and marble.
[0076] Further preferably, the carrier is one or more of sodium sulfate, diatomaceous earth, bentonite, kaolin, soluble starch, attapulgite, light calcium carbonate, white carbon black, ammonium sulfate and the like.
[0077] The invention discloses an application of a fungicide preparation, and the application of the fungicide preparation in preventing and controlling cucumber downy mildew, cucumber powdery mildew, cucumber anthracnose, cucumber target spot, wheat powdery mildew, wheat take-all, rapeseed sclerotinia or apple rot.
[0078] The advantages of the present invention are:
[0079] The preparation of the present invention obtains different types of dosage forms containing active ingredients by matching specific adjuvants with active ingredients according to its action targets and application modes; the preparation improves the wetting, spreading, dispersion, retention and penetration properties of the active ingredients on the crop targets, so as to achieve the purpose of ensuring its bactericidal activity and protecting the ecological environment, so that the prevention effect of the preparation of the present invention can reach more than 90% at a dosage of 50-100ppm; and the preparation of the present invention adopts specific adjuvants and ratio conditions to compound with the active ingredients, so as to solve the problem of paste formation when the active ingredients are mixed with other adjuvants to prepare dispersible oil suspensions and suspensions, so that the suspension rate in the physical indicators of the suspension prepared by the present invention reaches more than 98%. DETAILED DESCRIPTION
[0080] The following specific examples are used to further illustrate the present invention, but the present invention is by no means limited to these examples, and methods well known to those skilled in the art are all within the scope of the present invention. The percentages in all formulation ratios are weight percentages, and the active ingredients are calculated as effective contents.
[0081] The preparation method of the dispersible oil suspension and the suspension concentrate is as follows: according to the formula requirements, the original drug, the surfactant and the carrier are first measured and added into a high shear machine for coarse grinding, and then injected into a sand mill for fine grinding until the material is qualified, and then the material is discharged and packaged.
[0082] The suspension rate detection method of the suspension concentrate is as follows: using the GB / T14825-2006 method: weigh about 1g of the suspension into a 250mL measuring cylinder, dilute it with 342ppm standard hard water, and then oscillate up and down 30 times. After standing in a 30°C constant temperature water bath for 0.5 hours, take out the upper 225mL of the suspension, transfer the remaining suspension to a volumetric flask, dissolve it with a solvent and make up the volume, analyze it with liquid chromatography and calculate the mass fraction of the active ingredient in the bottom 25mL of the suspension, and calculate its suspension rate.
[0083] 200-fold dilution stability: The sample is diluted with 342ppm standard hard water at a volume ratio of 1:199. After standing in a 30℃ constant temperature water bath for 1.0h, it is qualified if there is no floating oil or precipitation on the surface.
[0084] Dispersion stability: The sample is diluted with 342ppm concentration standard hard water at a volume ratio of 1:49. After the dilution is allowed to stand in the emulsification tube for 0.5h, the floating oil or cream is ≤0.5mL, and the sediment is ≤1.0mL; after the dilution is allowed to stand in the emulsification tube for 24.0h and then dispersed, the floating oil or cream is ≤0.5mL, and the sediment is ≤1.0mL. It is qualified.
[0085] The preparation method of the aqueous emulsion is as follows: fully dissolve the original drug, solvent and surfactant to mix into a uniform and transparent oil phase, slowly add distilled water or deionized water under stirring, form a uniform emulsion, and then test and package the qualified products.
[0086] The preparation method of the microemulsion is as follows: fully dissolve the original drug, solvent and surfactant to mix into a uniform transparent oil phase, slowly add distilled water or deionized water under stirring, form a uniform transparent or translucent liquid, and then test the qualified materials for packaging.
[0087] The preparation method of the emulsifiable concentrate is as follows: the original drug, solvent and surfactant are fully dissolved and mixed into a uniform and transparent oil phase, and then the qualified ones are tested and packaged.
[0088] The preparation method of the wettable powder is as follows: according to the formula requirements, the original drug, the wetting dispersant and the carrier are first measured and added into a container according to the weight percentage and mixed evenly, and then the powder is discharged and packaged after being crushed by mechanical or air flow mill.
[0089] The preparation method of the water dispersible granules is as follows: according to the formula requirements, the original drug, the wetting dispersant and the carrier are first measured and added into a container according to the weight percentage and mixed evenly, crushed by mechanical crusher or air flow crusher, added with a binder and mixed evenly, granulated by a spray drying tower, a horizontal disc or a double screw extrusion granulator, and packaged after drying.
[0090] The active ingredient in the following examples is the compound described in Formula I, and the structural formula is as follows:
[0091]
[0092] Specific compounds:
[0093] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R15, R16 or R17 are selected from hydrogen, and W is selected from hydrogen, that is, compound A.
[0094] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-trifluoromethyl, n=1, R14, R15, R16 or R17 are selected from hydrogen, and W is selected from hydrogen, which is compound B;
[0095] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R16 and R17 are selected from hydrogen, R15=Br, W is selected from hydrogen, which is compound C;
[0096] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R15 and R17 are selected from hydrogen, R16=NO2, W is selected from hydrogen,, which is compound D;
[0097] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R15, R16 or R17 are selected from hydrogen, W is selected from chloro, that is, compound E;
[0098] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R16 and R17 are selected from hydrogen, R15=chloro, and W is selected from hydrogen, which is compound F;
[0099] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R15, R16 and R17 are selected from hydrogen, R14=chloro, and W is selected from hydrogen, i.e., compound G;
[0100] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R16 and R17 are selected from hydrogen, R15=methoxy, and W is selected from hydrogen, which is compound H;
[0101] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R16 and R17 are selected from hydrogen, R15=NO2, and W is selected from hydrogen, which is compound I;
[0102] R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14 and R16 are selected from hydrogen, R15 and R17 are selected from chloro, and W is selected from hydrogen, that is, compound J.
[0103] The above specific compounds are reacted with concentrated hydrochloric acid in ethyl acetate under stirring at room temperature to form the hydrochloride, sulfate, phosphate, formates, acetates, trifluoroacetates, oxalates, methanesulfonates, p-toluenesulfonates, benzoates, phthalates, maleates, fumarates, sorbates, malates or citrates of the corresponding compounds.
[0104] Preparation formula example
[0105] In the following examples, unless otherwise specified, all percentages are by weight.
[0106] Example 1 10% water emulsion
[0107]
[0108]
[0109] Example 2 10% microemulsion
[0110] Ingredient name Proportion(%) Compound A (content 95%) 10 Sorbitan monooleate 20 Polyoxyethylene sorbitan monooleate 5 Castor Oil Polyoxyethylene Ether 5 Ethylene glycol 5 Caprylic acid 25 Solvent oil S-150 10 Deionized water Filling Appearance Transparent or translucent uniform liquid 200-fold dilution stability qualified
[0111] Example 3 10% emulsifiable concentrate
[0112] Ingredient name Proportion(%) Compound A (content 95%) 10 Sorbitan monooleate 7 Polyoxyethylene sorbitan monooleate 5 Castor Oil Polyoxyethylene Ether 5 Caprylic acid 20 Solvent oil S-150 Filling Appearance Transparent liquid 200-fold dilution stability qualified
[0113] Example 4 10% wettable powder
[0114]
[0115] Example 5 10% water dispersible granules
[0116] Ingredient name Proportion(%) Compound A (content 95%) 10 Sodium Carboxymethyl Bisnaphthalene Sulfonate 5 Sodium lignin sulfonate 10 Soluble starch 10 Ammonium sulfate 10 Sodium Lauryl Sulfate 3 diatomite Filling Appearance Flowable columnar particles Dispersibility 90
[0117] Example 6 10% Suspension A
[0118] Ingredient name Proportion(%) Compound A (content 95%) 10 Nonionic methacrylate comb copolymer 7 Compound of ethylene oxide propylene oxide block copolymer and fatty alcohol polyoxyethylene ether 3 Sodium naphthalenesulfonate formaldehyde condensate 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 98.6
[0119] Example 7 10% Suspension Concentrate B
[0120] Ingredient name Proportion(%) Compound A (content 95%) 10 Polyoxyethylene polyoxypropylene block copolymer 7 Alkyl glycoside 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 99.7
[0121] Example 8 10% suspension
[0122]
[0123] Example 9 10% suspension
[0124] Ingredient name Proportion(%) Compound C (content 95%) 10 Polyoxyethylene polyoxypropylene block copolymer 7 Alkyl glycoside 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 98.6
[0125] Example 10 10% suspension
[0126] Ingredient name Proportion(%) Compound D (content 95%) 10 Polyoxyethylene polyoxypropylene block copolymer 7 Alkyl glycoside 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 99.4
[0127] Example 11 10% suspension
[0128]
[0129] Example 12 10% suspension
[0130] Ingredient name Proportion(%) Compound F (content 95%) 10 Polyoxyethylene polyoxypropylene block copolymer 7 Alkyl glycoside 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 98.6
[0131] Example 13 10% suspension
[0132] Ingredient name Proportion(%) Compound G (content 95%) 10 Polyoxyethylene polyoxypropylene block copolymer 7 Alkyl glycoside 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 97.9
[0133] Example 14 10% suspension
[0134]
[0135] Example 15 10% suspension
[0136] Ingredient name Proportion(%) Compound I (content 95%) 10 Polyoxyethylene polyoxypropylene block copolymer 7 Alkyl glycoside 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 99.7
[0137] Example 16 10% suspension
[0138] Ingredient name Proportion(%) Compound J (content 95%) 10 Polyoxyethylene polyoxypropylene block copolymer 7 Alkyl glycoside 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 98.3
[0139] Example 17 20% suspension
[0140]
[0141] Example 18 30% suspension
[0142] Example 19 10% suspension
[0143] Ingredient name Proportion(%) Compound A (content 95%) 10 Nonylphenol polyoxyethylene ether phosphate 5 Alkylphenol polyoxyethylene ether formaldehyde condensate 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 97.8
[0144] Example 20 10% suspension
[0145]
[0146] Example 21 10% suspension
[0147] Ingredient name Proportion(%) Compound A (content 95%) 10 Fatty acid polyoxyethylene ether phosphate 5 Polyoxypropylene ethylene oxide adduct 5 Sodium lignin sulfonate 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 96.7
[0148] Example 22 10% suspension
[0149] Ingredient name Proportion(%) Compound A (content 95%) 10 Alkylamine polyoxyethylene ether phosphate 5 Polyoxypropylene ethylene oxide adduct 5 Alkylnaphthalene formaldehyde condensate sulfonate 3 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 98.1
[0150] Example 23 10% dispersible oil suspension
[0151]
[0152] Example 24 20% dispersible oil suspension
[0153] Ingredient name Proportion(%) Compound A (content 95%) 20 Sorbitan monooleate 7 Polyoxyethylene sorbitan monooleate 5 Castor Oil Polyoxyethylene Ether 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity good Dispersibility in water good Dispersion stability qualified
[0154] Example 25 30% dispersible oil suspension
[0155] Ingredient name Proportion(%) Compound A (content 95%) 30 Sorbitan monooleate 7 Polyoxyethylene sorbitan monooleate 5 Castor Oil Polyoxyethylene Ether 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity good Dispersibility in water good Dispersion stability qualified
[0156] Example 26 10% dispersible oil suspension
[0157] Ingredient name Proportion(%) Compound A (content 95%) 10 Calcium dodecylbenzenesulfonate 5 Oleic acid polyoxyethylene ether 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity good Dispersibility in water good Dispersion stability qualified
[0158] Example 27 10% dispersible oil suspension
[0159]
[0160] Example 28 10% dispersible oil suspension
[0161] Ingredient name Proportion(%) Compound A (content 95%) 10 Calcium dodecylbenzenesulfonate 5 Fatty acid polyoxyethylene ether phosphate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity good Dispersibility in water good Dispersion stability qualified
[0162] Example 29 10% dispersible oil suspension
[0163] Ingredient name Proportion(%) Compound A (content 95%) 10 Castor Oil Polyoxyethylene Ether 5 Polycarboxylates 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity good Dispersibility in water good Dispersion stability qualified
[0164] Example 30 10% dispersible oil suspension
[0165] Ingredient name Proportion(%) Compound A (content 95%) 10 Calcium dodecylbenzenesulfonate 5 Castor oil ethylene oxide adduct 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity good Dispersibility in water good Dispersion stability qualified
[0166] Example 31 10% dispersible oil suspension
[0167]
[0168] Example 32 10% dispersible oil suspension
[0169] Ingredient name Proportion(%) Compound A (content 95%) 10 Castor Oil Polyoxyethylene Ether 5 Sorbitan monooleate adduct 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity good Dispersibility in water good Dispersion stability qualified
[0170] The active ingredients in the above embodiments can be replaced by compounds represented by general formula I or their corresponding salts, and the above corresponding effects can be achieved.
[0171] Comparative Example 1 10% suspension
[0172] Ingredient name Proportion(%) Compound A (content 95%) 10 Nonylphenol polyoxyethylene ether phosphate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 83%
[0173] Comparative Example 2 10% suspension
[0174]
[0175]
[0176] Comparative Example 3 10% suspension
[0177] Ingredient name Proportion(%) Compound A (content 95%) 10 Nonylphenol polyoxyethylene ether phosphate 5 Alkylphenol polyoxyethylene ether phosphate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 85%
[0178] Comparative Example 4 10% suspension
[0179] Ingredient name Proportion(%) Compound B (content 95%) 10 Fatty acid polyoxyethylene ether phosphate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 81.7
[0180] Comparative Example 5 10% suspension
[0181] Ingredient name Proportion(%) Compound A (content 95%) 10 Fatty acid polyoxyethylene ether phosphate 32 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 82
[0182] Comparative Example 6 10% suspension
[0183]
[0184] Comparative Example 7 10% suspension
[0185] Ingredient name Proportion(%) Compound A (content 95%) 10 Alkylamine polyoxyethylene ether phosphate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 84.9
[0186] Comparative Example 8 10% suspension
[0187] Ingredient name Proportion(%) Compound A (content 95%) 10 Alkylamine polyoxyethylene ether phosphate 31 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 84.9
[0188] Comparative Example 9 10% suspension
[0189]
[0190] Comparative Example 10 10% suspension
[0191] Ingredient name Proportion(%) Compound A (content 95%) 10 Alkylamine polyoxyethylene ether phosphate 15 Polyoxypropylene ethylene oxide adduct 15 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity good Dispersibility in water good Suspension rate 83.2
[0192] Comparative Example 11 10% suspension
[0193] Ingredient name Proportion(%) Compound A (content 95%) 10 Polyoxyethylene stearate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0194] Comparative Example 12 10% suspension
[0195] Ingredient name Proportion(%) Compound A (content 95%) 10 Polyoxyethylene stearate 32 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0196] Comparative Example 13 10% suspension
[0197] Ingredient name Proportion(%) Compound A (content 95%) 10 Dibenzyl biphenyl polyoxyethylene ether 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0198] Comparative Example 14 10% suspension
[0199] Ingredient name Proportion(%) Compound A (content 95%) 10 Dibenzyl biphenyl polyoxyethylene ether 35 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0200] Comparative Example 15 10% suspension
[0201] Ingredient name Proportion(%) Compound A (content 95%) 10 Alkyl aryl polyoxypropylene polyoxyethylene ether 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0202] Comparative Example 16 10% suspension
[0203] Ingredient name Proportion(%) Compound A (content 95%) 10 Alkyl aryl polyoxypropylene polyoxyethylene ether 31 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0204] Comparative Example 17 10% suspension
[0205]
[0206] Comparative Example 18 10% suspension
[0207] Ingredient name Proportion(%) Compound A (content 95%) 10 Sodium α-olefin sulfonate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0208] Comparative Example 19 10% suspension
[0209] Ingredient name Proportion(%) Compound A (content 95%) 10 Sodium fatty acid methyl ester sulfonate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0210] Comparative Example 20 10% suspension
[0211] Ingredient name Proportion(%) Compound A (content 95%) 10 Methyl stearate ethoxylate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0212] Comparative Example 21 10% suspension
[0213]
[0214] Comparative Example 22 10% suspension
[0215] Ingredient name Proportion(%) Compound A (content 95%) 10 Sodium alcohol ether ethoxysulfate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0216] Comparative Example 23 10% suspension
[0217] Ingredient name Proportion(%) Compound A (content 95%) 10 Sodium fatty alcohol ether carboxylate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0218] Comparative Example 24 10% suspension
[0219] Ingredient name Proportion(%) Compound A (content 95%) 10 Polyalkyl glycol ether polyoxyethylene isomeric alcohol ester 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0220] Comparative Example 25 10% suspension
[0221]
[0222] Comparative Example 26 10% suspension
[0223] Ingredient name Proportion(%) Compound A (content 95%) 10 Coconut oil fatty acid diethanolamide 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0224] Comparative Example 27 10% suspension
[0225] Ingredient name Proportion(%) Compound A (content 95%) 10 Alkyl alcohol amide phosphate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0226] Comparative Example 28 10% suspension
[0227] Ingredient name Proportion(%) Compound A (content 95%) 10 Triethanolamine Oleic Acid Soap 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0228] Comparative Example 29 10% suspension
[0229]
[0230] Comparative Example 30 10% suspension
[0231] Ingredient name Proportion(%) Compound A (content 95%) 10 Cocamidopropyl Betaine 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0232] Comparative Example 31 10% suspension
[0233] Ingredient name Proportion(%) Compound A (content 95%) 10 Hexadecyltrimethylammonium chloride 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0234] Comparative Example 32 10% suspension
[0235] Ingredient name Proportion(%) Compound A (content 95%) 10 Polyoxyethylene (21) stearyl alcohol ether 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0236] Comparative Example 33 10% suspension
[0237]
[0238] Comparative Example 34 10% suspension
[0239] Ingredient name Proportion(%) Compound A (content 95%) 10 Phosphorylated lanolin 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0240] Comparative Example 35 10% suspension
[0241] Ingredient name Proportion(%) Compound A (content 95%) 10 Polyethylene glycol esterified lanolin 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0242] Comparative Example 36 10% suspension
[0243] Ingredient name Proportion(%) Compound A (content 95%) 10 Lecithin 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0244] Comparative Example 37 10% suspension
[0245]
[0246] Comparative Example 38 10% suspension
[0247] Ingredient name Proportion(%) Compound A (content 95%) 10 Dehydroabietylamine 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0248] Comparative Example 39 10% suspension
[0249] Ingredient name Proportion(%) Compound A (content 95%) 10 Isopropyl myristate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0250] Comparative Example 40 10% suspension
[0251] Ingredient name Proportion(%) Compound A (content 95%) 10 Isopropyl Palmitate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0252] Comparative Example 41 10% suspension
[0253]
[0254] Comparative Example 42 10% suspension
[0255] Ingredient name Proportion(%) Compound A (content 95%) 10 Polyhydroxyalkyl quaternary ammonium salt 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0256] Comparative Example 43 10% suspension
[0257] Ingredient name Proportion(%) Compound A (content 95%) 10 Maleic rosin octylphenol polyoxyethylene ether diester sodium carboxylate 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0258] Comparative Example 44 10% suspension
[0259] Ingredient name Proportion(%) Compound A (content 95%) 10 Alcohol ether hexyl sulfosuccinate mixed diester salt 5 1.2 Propylene glycol 5 Defoaming agent SAG-1522 1 Xanthan gum 0.2 preservative 0.2 Deionized water Filling Liquidity Paste
[0260] Comparative Example 45 10% suspension
[0261]
[0262] Comparative Example 46 10% dispersible oil suspension
[0263] Ingredient name Proportion(%) Compound A (content 95%) 10 Sulfitated Lanolin 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity Paste
[0264] Comparative Example 47 10% dispersible oil suspension
[0265] Ingredient name Proportion(%) Compound A (content 95%) 10 Natural high purity lecithin 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity Paste
[0266] Comparative Example 48 10% dispersible oil suspension
[0267] Ingredient name Proportion(%) Compound B (content 95%) 10 Tea saponin 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity Paste
[0268] Comparative Example 49 10% dispersible oil suspension
[0269] Ingredient name Proportion(%) Compound A (content 95%) 10 Alkyl glycoside 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity Paste
[0270] Comparative Example 50 10% dispersible oil suspension
[0271] Ingredient name Proportion(%) Compound A (content 95%) 10 N-Dodecyl Glucosyl Lauramide 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity Paste
[0272] Comparative Example 51 10% dispersible oil suspension
[0273]
[0274] Comparative Example 52 10% dispersible oil suspension
[0275] Ingredient name Proportion(%) Compound A (content 95%) 10 Lignin sulfonate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0276] Comparative Example 53 10% dispersible oil suspension
[0277] Ingredient name Proportion(%) Compound A (content 95%) 10 N-dodecyl lauroyl amino starch 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0278] Comparative Example 54 10% dispersible oil suspension
[0279] Ingredient name Proportion(%) Compound A (content 95%) 10 Octyl Gluconamide 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0280] Comparative Example 55 10% dispersible oil suspension
[0281] Ingredient name Proportion(%) Compound A (content 95%) 10 Peptide amide 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0282] Comparative Example 56 10% dispersible oil suspension
[0283] Ingredient name Proportion(%) Compound A (content 95%) 10 Polyethylene glycol distearate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0284] Comparative Example 57 10% dispersible oil suspension
[0285]
[0286] Comparative Example 58 10% dispersible oil suspension
[0287] Ingredient name Proportion(%) Compound A (content 95%) 10 Lauric acid diethanolamide 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0288] Comparative Example 59 10% dispersible oil suspension
[0289] Ingredient name Proportion(%) Compound A (content 95%) 10 Rapeseed fatty acid alkanolamide borate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0290] Comparative Example 60 10% dispersible oil suspension
[0291] Ingredient name Proportion(%) Compound A (content 95%) 10 Lauryl Glutamate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0292] Comparative Example 61 10% dispersible oil suspension
[0293] Ingredient name Proportion(%) Compound A (content 95%) 10 Isopropyl myristate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0294] Comparative Example 62 10% dispersible oil suspension
[0295] Ingredient name Proportion(%) Compound A (content 95%) 10 Cetyl Lactate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0296] Comparative Example 63 10% dispersible oil suspension
[0297]
[0298] Comparative Example 64 10% dispersible oil suspension
[0299] Ingredient name Proportion(%) Compound A (content 95%) 10 Propylene glycol alginate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0300] Comparative Example 65 10% dispersible oil suspension
[0301] Ingredient name Proportion(%) Compound A (content 95%) 10 Hexaglycerol monostearate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0302] Comparative Example 66 10% dispersible oil suspension
[0303] Ingredient name Proportion(%) Compound A (content 95%) 10 Polyhydroxyalkyl quaternary ammonium salt 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0304] Comparative Example 67 10% dispersible oil suspension
[0305] Ingredient name Proportion(%) Compound A (content 95%) 10 Polysiloxane quaternary ammonium salt 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0306] Comparative Example 68 10% dispersible oil suspension
[0307] Ingredient name Proportion(%) Compound A (content 95%) 10 Sodium pyrrolidone carboxylate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0308] Comparative Example 69 10% dispersible oil suspension
[0309]
[0310] Comparative Example 70 10% dispersible oil suspension
[0311] Ingredient name Proportion(%) Compound A (content 95%) 10 Sodium lauryl amphoacetate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0312] Comparative Example 71 10% dispersible oil suspension
[0313] Ingredient name Proportion(%) Compound A (content 95%) 10 Glycerol borate fatty acid ester 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0314] Comparative Example 72 10% dispersible oil suspension
[0315] Ingredient name Proportion(%) Compound A (content 95%) 10 Calcium lignin sulfonate 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0316] Comparative Example 73 10% dispersible oil suspension
[0317] Ingredient name Proportion(%) Compound A (content 95%) 10 Trifluoropropylmethylcyclotrisiloxane 5 Sodium Bentonite 3 Methylated vegetable oil Filling Liquidity End
[0318] In the above comparative examples, the active ingredient is replaced by the compound represented by the general formula I or its corresponding salt, and the corresponding suspension or dispersible oil suspension is prepared, and the corresponding creaming and instability phenomenon occurs. Furthermore, it can be seen from the above embodiments and comparative examples that the active ingredient compound represented by the general formula I or its corresponding salt can only be prepared with specific adjuvants and dosages to solve the creaming and instability problems that occur when preparing dispersible oil suspension and suspension, so that the suspension rate of the corresponding dosage form obtained reaches more than 98%, and has a protective effect equivalent to that of the original drug.
[0319] Example Indoor bioassay
[0320] 1Purpose:
[0321] According to the project requirements, indoor biological activity comparison tests of Compound A original drug and different dosage forms were conducted. The purpose is to accurately evaluate the activity of the compound and provide a basis for its subsequent development.
[0322] 2 Test materials
[0323] 2.1 Test samples
[0324] 95% original drug, 10% emulsifiable concentrate, 10% microemulsion, 10% aqueous emulsion, 10% suspension concentrate A, 10% suspension concentrate B, 10% dispersible oil suspension, 10% wettable powder, 10% water dispersible granules
[0325] 2.2 Test Target
[0326] Cucumber downy mildew (Pseudoperonospora cubensis), cucumber powdery mildew (Erysiphecichoracearum)
[0327] 2.3 Experimental host plants
[0328] Cucumber (variety: Xintai Mici);
[0329] 3. Test methods
[0330] 3.1 Indoor bactericidal activity test
[0331] The pot seedling method was used. The test agents included 95% original drug, 10% emulsifiable concentrate, 10% microemulsion, 10% aqueous emulsion, 10% suspension concentrate A, 10% suspension concentrate B, 10% dispersible oil suspension, 10% wettable powder, and 10% water dispersible granules. The cucumber seedlings at the 1-leaf 1-heart stage were sprayed on a crop sprayer according to the designed concentration, and a blank control of spraying water was set up, and repeated 3 times. After 24 hours, cucumber downy mildew spores and cucumber powdery mildew spores were inoculated respectively. After inoculation of the cucumber downy mildew test, the seeds were placed in an artificial climate chamber (temperature: 24±1℃, relative humidity ≥95%) for 1 day, and then moved to the greenhouse for normal management. After 5-7 days, the disease prevention effect of the compound was investigated. After inoculation of the cucumber powdery mildew test, the seeds were naturally dried, then moved to the greenhouse for normal management, and the disease prevention effect of the compound was investigated after 10 days.
[0332] 4.1 Indoor bactericidal activity test results
[0333] Table 1. Effects of different preparations on indoor control of cucumber downy mildew
[0334] Pharmacy Regression equation Correlation coefficient EC90 value (mg / L) 10% wettable powder (Example 4) Y=6.2071+3.416X 0.9352 1.0515 10% water dispersible granules (Example 5) Y=6.3784+3.4223X 0.9526 0.9369 10% emulsifiable concentrate (Example 3) Y=6.4917+3.2128X 0.9417 0.8602 10% microemulsion (Example 2) Y=6.438+3.251X 0.9398 0.8951 10% water emulsion (Example 1) Y=6.4342+3.3252X 0.9481 0.8997 10% Suspension A (Example 6) Y=6.4852+3.2605X 0.9437 0.8661 10% Suspension Concentrate B (Example 7) Y=6.4774+3.2207X 0.9418 0.8694 10% dispersible oil suspension (Example 23) Y=6.4694+3.2693X 0.9442 0.8761 Compound A (content 95%) Y=6.3784+3.4223X 0.9526 0.9369
[0335] Table 2. Effect of different preparations on indoor control of cucumber powdery mildew
[0336] Pharmacy Regression equation Correlation coefficient EC90 value (mg / L) 10% wettable powder (Example 4) Y=3.8094+3.534X 0.9256 5.0064 10% water dispersible granules (Example 5) Y=3.8251+3.5481X 0.9301 4.9241 10% emulsifiable concentrate (Example 3) Y=4.1095+3.4607X 0.9434 4.2428 10% microemulsion (Example 2) Y=3.8903+3.5628X 0.9372 4.6901 10% water emulsion (Example 1) Y=3.8746+3.5487X 0.9323 4.7673 10% Suspension A (Example 6) Y=4.0504+3.4987X 0.9433 4.3423 10% Suspension Concentrate B (Example 7) Y=4.0394+3.4888X 0.9405 4.3922 10% dispersible oil suspension (Example 23) Y=3.9309+3.5703X 0.9435 4.5540 Compound A (content 95%) Y=3.8797+3.4635X 0.9195 4.9372
[0337] Biotest results:
[0338] From the results, the relative activity results of all SY-1602 preparations against cucumber downy mildew and powdery mildew are basically the same. The order of superiority and inferiority against cucumber downy mildew is: 10% emulsifiable concentrate, 10% suspension concentrate A, 10% suspension concentrate B, 10% dispersible oil suspension concentrate is better than 10% microemulsion, 10% water emulsion is better than compound A original drug (95%), 10% water dispersible granules is better than 10% wettable powder. The order of superiority and inferiority against powdery mildew is: 10% emulsifiable concentrate, 10% suspension concentrate A, 10% suspension concentrate B, 10% dispersible oil suspension concentrate is better than 10% microemulsion, 10% water emulsion is better than compound A original drug (95%), 10% water dispersible granules is better than 10% wettable powder. The bioassay results of solid preparations 10% water dispersible granules and 10% wettable powder are equivalent to the original drug, and the bioassay results of all liquid preparations are better than the original drug. There was no significant difference in the efficacy of all formulation samples against cucumber downy mildew and powdery mildew.
Claims
1. A bactericidal preparation, characterized in that: 10% aqueous emulsion: Compound A (content 95%) 10%, sorbitan monooleate 7%, polyoxyethylene sorbitan monooleate 5%, castor oil polyoxyethylene ether 5%, 1.2 propylene glycol 3%, xanthan gum 0.1%, capric amide 15%, solvent oil S-150 20%, deionized water to 100%; Or, 10% microemulsion: compound A (content 95%) 10%, sorbitan monooleate 20%, polyoxyethylene sorbitan monooleate 5%, castor oil polyoxyethylene ether 5%, ethylene glycol 5%, capric amide 25%, solvent oil S-150 10%, deionized water to 100%; Or, 10% emulsifiable concentrate: Compound A (content 95%) 10%, sorbitan monooleate 7%, polyoxyethylene sorbitan monooleate 5%, sesame oil polyoxyethylene ether 5%, capric amide 20%, solvent oil S-150 to 100%; Or, 10% water dispersible granules: compound A (content 95%) 10%, sodium carboxymethyl bis-naphthalene sulfonate 5%, sodium lignin sulfonate 10%, soluble starch 10%, ammonium sulfate 10%, sodium dodecyl sulfate 3%, diatomaceous earth to 100%; Or, 10% suspension agent A: compound A (content 95%) 10%, nonionic methacrylate comb copolymer 7%, ethylene oxide propylene oxide block copolymer and fatty alcohol polyoxyethylene ether 3%, sodium naphthalenesulfonate formaldehyde condensate 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% suspension: compound B (content 95%) 10%, polyoxyethylene polyoxypropylene block copolymer 7%, alkyl glycoside 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% suspension: compound C (content 95%) 10%, polyoxyethylene polyoxypropylene block copolymer 7%, alkyl glycoside 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% suspension: compound D (content 95%) 10%, polyoxyethylene polyoxypropylene block copolymer 7%, alkyl glycoside 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% suspension: compound E (content 95%) 10%, polyoxyethylene polyoxypropylene block copolymer 7%, alkyl glycoside 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% suspension: compound F (content 95%) 10%, polyoxyethylene polyoxypropylene block copolymer 7%, alkyl glycoside 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% suspension: compound G (content 95%) 10%, polyoxyethylene polyoxypropylene block copolymer 7%, alkyl glycoside 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% suspension: compound H (content 95%) 10%, polyoxyethylene polyoxypropylene block copolymer 7%, alkyl glycoside 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% suspension: Compound I (content 95%) 10%, polyoxyethylene polyoxypropylene block copolymer 7%, alkyl glycoside 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% suspension: compound J (content 95%) 10%, polyoxyethylene polyoxypropylene block copolymer 7%, alkyl glycoside 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 20% suspension agent: compound A (content 95%) 20%, nonionic methacrylate comb copolymer 7%, ethylene oxide propylene oxide block copolymer and fatty alcohol polyoxyethylene ether 3%, sodium lignin sulfonate 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 30% suspension agent: compound A (content 95%) 30%, nonionic methacrylate comb copolymer 7%, ethylene oxide propylene oxide block copolymer and fatty alcohol polyoxyethylene ether compound 3%, naphthalene sulfonate formaldehyde condensate 3%, 1.2 propylene glycol 5%, defoamer SAG-1522 1%, xanthan gum 0.2%, preservative 0.2%, deionized water to 100%; Or, 10% dispersible oil suspension: compound A (content 95%) 10%, sorbitan monooleate 7%, polyoxyethylene sorbitan monooleate 5%, castor oil polyoxyethylene ether 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Or, 20% dispersible oil suspension: compound A (content 95%) 20%, sorbitan monooleate 7%, polyoxyethylene sorbitan monooleate 5%, castor oil polyoxyethylene ether 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Or, 30% dispersible oil suspension: compound A (content 95%) 30%, sorbitan monooleate 7%, polyoxyethylene sorbitan monooleate 5%, castor oil polyoxyethylene ether 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Or, 10% dispersible oil suspension: compound A (content 95%) 10%, calcium dodecylbenzene sulfonate 5%, oleic acid polyoxyethylene ether 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Or, 10% dispersible oil suspension: compound A (content 95%) 10%, calcium dodecylbenzene sulfonate 5%, rosin acid polyoxyethylene ether 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Or, 10% dispersible oil suspension: compound A (content 95%) 10%, calcium dodecylbenzene sulfonate 5%, fatty acid polyoxyethylene ether phosphate 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Or, 10% dispersible oil suspension: compound A (content 95%) 10%, castor oil polyoxyethylene ether 5%, polycarboxylate 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Or, 10% dispersible oil suspension: compound A (content 95%) 10%, calcium dodecylbenzene sulfonate 5%, castor oil ethylene oxide adduct 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Or, 10% dispersible oil suspension: compound A (content 95%) 10%, calcium dodecylbenzene sulfonate 5%, polyacrylic acid 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Or, 10% dispersible oil suspension: compound A (content 95%) 10%, castor oil polyoxyethylene ether 5%, sorbitan monooleate adduct 5%, sodium bentonite 3%, methyl vegetable oil to 100%; Formula I Compounds AJ are: R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R15, R16 or R17 are selected from hydrogen, W is selected from hydrogen, that is, compound A; R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-trifluoromethyl, n=1, R14, R15, R16 or R17 are selected from hydrogen, and W is selected from hydrogen, which is compound B; R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R16 and R17 are selected from hydrogen, R15=Br, and W is selected from hydrogen, which is compound C; R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R15 and R17 are selected from hydrogen, R16=NO2, and W is selected from hydrogen, which is compound D; R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R15, R16 or R17 are selected from hydrogen, W is selected from chloro, that is, compound E; R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R16 and R17 are selected from hydrogen, R15=chloro, and W is selected from hydrogen, which is compound F; R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R15, R16 and R17 are selected from hydrogen, R14=chloro, and W is selected from hydrogen, i.e., compound G; R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R16 and R17 are selected from hydrogen, R15=methoxy, and W is selected from hydrogen, which is compound H; R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14, R16, R17 are selected from hydrogen, R15=NO2, W is selected from hydrogen, which is compound I; R3 is selected from hydrogen, R4 and R5 are selected from hydrogen, R6 and R7 are selected from hydrogen, R8 and R9 are selected from hydrogen, R11 is selected from 4-chloro, n=1, R14 and R16 are selected from hydrogen, R15 and R17 are selected from chloro, and W is selected from hydrogen, that is, compound J.
2. The use of the bactericidal preparation according to claim 1, characterized in that: The bactericidal preparation is used in preventing and controlling cucumber downy mildew, cucumber powdery mildew, cucumber anthracnose, cucumber target spot, wheat powdery mildew or rapeseed sclerotinia.
Citation Information
Patent Citations
Substituted pyrazol compound containing pyrimidine, preparation method and use thereof
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