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CN116831116A - Sterilizing composition preparation containing stabilizer - Google Patents

Sterilizing composition preparation containing stabilizer Download PDF

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Publication number
CN116831116A
CN116831116A CN202210291336.2A CN202210291336A CN116831116A CN 116831116 A CN116831116 A CN 116831116A CN 202210291336 A CN202210291336 A CN 202210291336A CN 116831116 A CN116831116 A CN 116831116A
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China
Prior art keywords
composition preparation
crown
balance
stabilizer
weight
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CN202210291336.2A
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Chinese (zh)
Inventor
丑靖宇
崔勇
董广新
关爱莹
刘长令
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Jiangsu Yangnong Chemical Co Ltd
Shenyang Sinochem Agrochemicals R&D Co Ltd
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Jiangsu Yangnong Chemical Co Ltd
Shenyang Sinochem Agrochemicals R&D Co Ltd
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Application filed by Jiangsu Yangnong Chemical Co Ltd, Shenyang Sinochem Agrochemicals R&D Co Ltd filed Critical Jiangsu Yangnong Chemical Co Ltd
Priority to CN202210291336.2A priority Critical patent/CN116831116A/en
Priority to PCT/CN2023/075337 priority patent/WO2023179234A1/en
Publication of CN116831116A publication Critical patent/CN116831116A/en
Pending legal-status Critical Current

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    • 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P3/00—Fungicides

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

Abstract

The invention belongs to the field of pesticide formulation processing, and relates to a bactericidal composition preparation containing a stabilizer. The composition can be used in combination with necessary formulation components to prepare various dosage forms. After the product is subjected to a thermal storage acceleration experiment (54 ℃ and 14 d), the automatic dispersibility (the automatic dispersibility is higher than 95%) of the sample in high-concentration hard water (the hardness is 1000 ppm) can be improved, and the dilution stability and the effective suspension rate (the effective suspension rate is higher than 95%) under the conditions of low dilution multiple (20 times dilution) and high-hardness hard water are improved.

Description

Sterilizing composition preparation containing stabilizer
Technical Field
The invention belongs to the field of pesticide formulation processing, and relates to a bactericidal composition preparation containing a stabilizer.
Background
The active ingredient belongs to pyrimidamine bactericides, is developed by Shenyang neutralization pesticide chemical research and development limited company, and has independent intellectual property. The product has good prevention and treatment effects on cucumber downy mildew, cucumber powdery mildew, cucumber anthracnose, cucumber target spot, wheat powdery mildew and sclerotium disease of colza. Patent CN106167484 is granted.
The industry can know that most of pesticide raw materials cannot be directly used, and the pesticide raw materials can not be used until being processed and prepared into various preparations, so that the pesticide raw materials are prepared into corresponding preparations for application according to different using methods and crops, thereby improving the biological activity of the pesticide, reducing the dosage, lowering the cost and reducing the pollution to the environment.
However, the formulation is mainly prepared by the active ingredients, the specific characteristics of the active ingredients determine the dosage form of the final preparation, what dosage form is suitable for the preparation and what auxiliary agent matching is needed to be solved at present, and no study on the preparation of the compound shown in the formula I is reported at present.
In order to improve the applicability of the compound in different application scenes, and particularly to adapt to the requirements of aircraft spray application, the invention improves the requirements of the corresponding preparation on hardness and dilution multiple of hard water in a research stage. The autodispersibility and dilution stability of the common preparation product are measured by diluting 50 times under the condition of 342ppm hard water, and the suspension rate is measured by diluting 250 times under the condition of 342ppm hard water. The preparation product of the invention is diluted 20 times under the condition of 1000ppm hard water for automatic dispersibility, dilution stability and suspension rate detection. Compared with the common preparation, the composition preparation has the characteristics of more complex types, more quantity and less water consumption, so that the composition preparation has more practical application significance.
Disclosure of Invention
The invention aims to provide a sterilizing composition preparation containing a stabilizer.
In order to achieve the above purpose, the technical scheme of the invention is as follows:
a bactericidal composition preparation containing a stabilizer, wherein the active ingredient of the composition preparation contains pyrimidine substituted pyrazole compounds and at least one agriculturally acceptable auxiliary agent; wherein, the auxiliary agent at least contains a stabilizer; the active ingredient accounts for 0.1-90% of the mass of the preparation, the stabilizer accounts for 1-20% of the mass of the composition preparation, and the stabilizer is crown ether compound.
The pyrimidine substituted pyrazole compound is a compound shown in a formula I;
wherein R3 is selected from hydrogen, hydroxy, formyl or C1-C4 alkyl; r4 and R5 can be the same or different and are respectively selected from hydrogen, halogen or C1-C4 alkyl; r6 and R7 can be the same or different and are respectively selected from hydrogen, halogen or C1-C4 alkyl; r8 and R9 can be the same or different and are respectively selected from hydrogen, cyano, halogen or C1-C4 alkyl; r11 is selected from halogen, hydroxy, amino, cyano, nitro or C1-C4 alkyl; n is an integer from 0 to 5, R14, R15, R16 or R17 may be the same or different and are each selected from hydrogen, halogen, hydroxy, amino, cyano, nitro or C1-C4 alkyl; w is selected from hydrogen, halogen or C1-C4 alkyl; the salt of the compound shown in the general formula I is a salt formed by the compound shown in the general formula I 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.
The crown ether compounds are 2- (allyloxymethyl) -18-crown-6-ether, 24-crown-8-ether, 4-nitrobenzene-18-crown-6, 18-crown-5 [4- (2, 4-dinitrophenylazo) phenol ], N '-dibenzyl-4, 13-diaza-18-crown-6-ether, 4-tert-butylcyclohexane-15-crown-5, 4' -aminobenzo-18-crown-6, benzazepine-15-crown-5, bis (1, 4-phenylene) -34-crown-10-ether, 4 '-acetylbenzo-18-crown-6-ether, 4',4 '(5') -Di tert-butyldicyclohexyl-18-crown-6, 1-fluoro-tetrafluoro-ene, 1,4, 7-triazacyclononane, 2-aminomethyl-15-crown-5, dicyclohexyl-18-crown-6, 2- (hydroxymethyl) -15-crown-5-ether, dicyclohexyl-24-crown-8, 2-hydroxymethyl-12-crown-4, poly (dibenzo-18-crown-6), 18-crown-6, 1,4, 7-trimethyl-1, 4, 7-triazacyclononane, cyclohexane-18-crown-6, 1-aza-12-crown-4-ether, 1,5, 9-triazacyclododecane, one or more of benzo-12-crown-4, 1-aza-15-crown-5-ether and 1-aza-18-crown-6-ether are used in combination.
The preparation formulation is selected from suspending agents, dispersible oil agents, emulsifiable concentrates, microemulsions, aqueous emulsions, soluble solutions, ultra-low volume agents, water dispersible granules, water dispersible tablets, dry suspending agents, wettable powders, soluble granules, soluble tablets or emulsifiable powders.
When the composition preparation is in a suspending agent dosage form, the composition preparation comprises, by weight, 0.1-90% of an effective component, 1-20% of a stabilizer, 0.1-40% of a wetting dispersant, 0.1-10% of a thickening rheological agent, 0.1-10% of a preservative, 1-15% of an antifreeze agent, 0.1-5% of an antifoaming agent and the balance of water;
when the composition preparation is in a dispersible oil suspending agent dosage form, the composition preparation comprises, by weight, 0.1-90% of an active ingredient, 1-20% of a stabilizer, 0.1-40% of a wetting dispersant, 0.1-10% of a thickening rheological agent and the balance of a medium;
when the composition preparation is in a dispersible oil agent form, the composition preparation comprises, by weight, 0.1-90% of an active ingredient, 1-20% of a stabilizer, 1-90% of a solvent, 0.1-40% of a wetting dispersant and the balance of a medium;
when the composition preparation is in the form of emulsifiable concentrate, the composition preparation comprises 0.1-90% of active ingredients, 1-20% of stabilizing agent and the balance of solvent in percentage by weight;
when the composition preparation is in a microemulsion dosage form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizers, 1-90% of solvents, 0.1-40% of wetting dispersants, and the balance of water;
when the composition preparation is in the form of an aqueous emulsion, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizers, 1-90% of solvents, 0.1-40% of wetting dispersants, and the balance of water;
when the composition preparation is in a soluble preparation form, the composition preparation comprises 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents and the balance of solvents or water in percentage by weight;
when the composition preparation is in an ultralow-volume agent dosage form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizers, 1-90% of solvents and the balance of media;
when the composition preparation is in a water dispersible granule dosage form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents, and the balance of carriers or fillers;
when the composition preparation is in the form of a water-dispersible tablet, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersants, 0.1-5% of defoamers, and the balance of carriers or fillers;
when the composition preparation is in a dry suspending agent dosage form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents, and the balance of carriers or fillers;
when the composition preparation is in a wettable powder formulation, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents and the balance of carriers;
when the composition preparation is in a soluble powder form, the composition preparation comprises 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents and the balance of fillers in percentage by weight;
when the composition preparation is in a soluble granule form, the composition preparation comprises, by weight, 0.1-90% of an effective component, 1-20% of a stabilizer, 0.1-40% of a wetting dispersant, 0.1-5% of a defoaming agent and the balance of a filler;
when the composition preparation is in a soluble tablet form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents and the balance of fillers;
when the composition preparation is in the form of emulsifiable powder, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizers, 1-90% of solvents, 0.1-40% of wetting dispersants, 0.1-5% of defoamers and the balance of carriers.
The wetting and dispersing agent in each preparation is selected from alkyl sulfate, lignosulfonate, naphthalene sulfonate, polycarboxylate and the like.
The solvent is selected from xylene, solvent oil S-100, solvent oil S-150, solvent oil S-200, cyclohexanone, dimethyl sulfoxide, dimethylformamide, 1-methyl-2-pyrrolidone, octyl pyrrolidone, decyl amide, octyl amide, isophorone, methyl carbonate, methyl oleate, rosin oil, C2-C18 fatty acid methyl ester, methanol, isopropanol, n-butanol, polyethylene glycol, methylated vegetable oil, epoxidized soybean oil, rapeseed oil, cottonseed oil, turpentine, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, sec-butyl acetate, liquid paraffin, and the like.
The thickening rheological agent is selected from sodium alginate, xanthan gum, modified xanthan gum, magnesium aluminum silicate, organic bentonite, white carbon black and the like.
The antifreeze agent is selected from ethylene glycol, propylene glycol, glycerol, urea, complex phosphate and the like.
The preservative is selected from sodium benzoate, pinus koraiensis, biological preservative, etc.
The defoamer is selected from polysiloxanes, polyethers, polyether modified silicon, higher alcohols, etc.
The medium is selected from methyl oleate, rosin oil, C2-C18 fatty acid methyl ester, methylated vegetable oil, epoxidized soybean oil, rapeseed oil, cotton seed oil, turpentine, liquid paraffin, etc.
The carrier is selected from diatomite, kaolin, attapulgite, light calcium carbonate and the like.
The filler is selected from potassium chloride, potassium sulfate, ammonium sulfate, sodium sulfate, etc.
The water is distilled water.
The preparation product can be applied by manual spraying and airplane spraying in the using process.
The invention has the advantages that:
the bactericidal composition preparation is used by combining a stabilizer and an active ingredient composition with formulation components, and the obtained preparation product can improve the automatic dispersibility (the automatic dispersibility is higher than 95%) of a sample in high-concentration hard water (the hardness is 1000 ppm) after a thermal storage acceleration experiment (54 ℃ and 14 d), and improve the dilution stability and the effective suspension rate (the effective suspension rate is higher than 95%) under the conditions of low dilution multiple (20 times dilution) and high-hardness hard water.
Detailed Description
The invention will be further illustrated with reference to the following specific examples, without limiting the invention to these specific embodiments. The invention is intended to cover all alternatives, modifications and equivalents, which may be included within the scope of the claims. The raw materials and other materials in the examples are all commercially available.
The active ingredients in the following examples are compounds of formula I, and the structural formulas are as follows:
specific compounds:
r3 is selected from hydrogen, R4 and R5 are respectively selected from hydrogen, R6 and R7 are respectively selected from hydrogen, R8 and R9 are respectively selected from hydrogen, R11 is selected from 4-chlorine, n=1, R14, R15, R16 or R17 are respectively selected from hydrogen, and W is selected from hydrogen, namely a compound A.
R3 is selected from hydrogen, R4 and R5 are respectively selected from hydrogen, R6 and R7 are respectively selected from hydrogen, R8 and R9 are respectively selected from hydrogen, R11 is selected from 4-trifluoromethyl, n=1, R14, R15, R16 or R17 are respectively selected from hydrogen, W is selected from hydrogen, and the compound B is obtained;
r3 is selected from hydrogen, R4 and R5 are respectively selected from hydrogen, R6 and R7 are respectively selected from hydrogen, R8 and R9 are respectively selected from hydrogen, R11 is selected from 4-chlorine, n=1, R14, R16 and R17 are respectively selected from hydrogen, R15=Br, W is selected from hydrogen, and the compound C is obtained;
r3 is selected from hydrogen, R4 and R5 are respectively selected from hydrogen, R6 and R7 are respectively selected from hydrogen, R8 and R9 are respectively selected from hydrogen, R11 is selected from 4-chlorine, n=1, R14, R15 and R17 are respectively selected from hydrogen, R16=NO 2, and W is selected from hydrogen, namely the compound D;
r3 is selected from hydrogen, R4 and R5 are respectively selected from hydrogen, R6 and R7 are respectively selected from hydrogen, R8 and R9 are respectively selected from hydrogen, R11 is selected from 4-chlorine, n=1, R14, R15, R16 or R17 are respectively selected from hydrogen, and W is selected from chlorine, namely a compound E;
r3 is selected from hydrogen, R4 and R5 are respectively selected from hydrogen, R6 and R7 are respectively selected from hydrogen, R8 and R9 are respectively selected from hydrogen, R11 is selected from 4-chlorine, n=1, R14, R16 and R17 are respectively selected from hydrogen, R15 = chlorine, W is selected from hydrogen, and the compound F is obtained;
r3 is selected from hydrogen, R4 and R5 are selected from hydrogen respectively, R6 and R7 are selected from hydrogen respectively, R8 and R9 are selected from hydrogen respectively, R11 is selected from 4-chloro, n=1, R15, R16 and R17 are selected from hydrogen respectively, r14=chloro, and W is selected from hydrogen, namely a compound G;
r3 is selected from hydrogen, R4 and R5 are respectively selected from hydrogen, R6 and R7 are respectively selected from hydrogen, R8 and R9 are respectively selected from hydrogen, R11 is selected from 4-chlorine, n=1, R14, R16 and R17 are respectively selected from hydrogen, R15=methoxy, W is selected from hydrogen, and the compound H is obtained;
r3 is selected from hydrogen, R4 and R5 are respectively selected from hydrogen, R6 and R7 are respectively selected from hydrogen, R8 and R9 are respectively selected from hydrogen, R11 is selected from 4-chlorine, n=1, R14, R16 and R17 are respectively selected from hydrogen, R15=NO 2, and W is selected from hydrogen, thus obtaining a compound I;
r3 is selected from hydrogen, R4 and R5 are respectively selected from hydrogen, R6 and R7 are respectively selected from hydrogen, R8 and R9 are respectively selected from hydrogen, R11 is selected from 4-chlorine, n=1, R14 and R16 are selected from hydrogen, R15 and R17 are selected from chlorine, and W is selected from hydrogen, namely a compound J.
The specific compounds are respectively reacted with concentrated hydrochloric acid in ethyl acetate under stirring at room temperature to form hydrochloride, sulfate, phosphate, formate, acetate, trifluoroacetate, oxalate, methanesulfonate, p-toluenesulfonate, benzoate, phthalate, maleate, fumarate, sorbate, malate or citrate of the corresponding compounds.
The experimental method comprises the following steps: each of the examples and comparative examples were prepared according to formulation proportions and procedures, which were conducted according to conventional formulation preparation procedures. Thermal storage stability tests were carried out according to "liquid formulation", "powder formulation" and "other formulation" in GB/T19136-2003, and placed in an incubator at (54.+ -. 2) ℃ for 14 days. After 14 days of heat storage, the autodispersibility of the active ingredient, the effective suspension rate and the dilution stability of the sample to be tested under the conditions of 20-fold dilution and 1000ppm hard water were measured. The percentage content in the formulation proportion in all the examples is weight percentage.
The automatic dispersibility testing method comprises the following steps:
the test high hardness hard water (hardness 1000 ppm), measuring cylinder and sample to be tested were equilibrated to the required temperature before testing. The density of the sample to be tested is measured, the mass (c) corresponding to 12.5ml of the sample is calculated, 237.5ml of high-hardness hard water is injected into a measuring cylinder at the required temperature, the measuring cylinder is placed on a balance, the metered preparation is added at the position of 1 cm on the top of the measuring cylinder, and the addition is completed within 15 seconds.
Immediately plugging the measuring cylinder after the sample is added, turning over once, standing for 5 min+/-10 s under the condition of no vibration and heat source, carefully removing the plug, and pumping out 225ml suspension at the upper part within 10-15s to ensure that the tip of the tube is always at the position of 1 cm below the page, so that the interference on the suspension is minimized. The mass (Q) of the active ingredient of 25.+ -. 1ml of the suspension left in the measuring cylinder was measured by liquid chromatography to calculate the autodispersibility of the sample to be tested.
The test method for dilution stability and effective suspension rate under the conditions of low dilution multiple (20-fold dilution) and high hardness hard water comprises the following steps:
dilution stability: 5ml of the sample is added into a 100ml measuring cylinder filled with 95ml of high-hardness hard water, the middle part of the measuring cylinder is taken as an axle center, the measuring cylinder is inverted for 30 times, then the measuring cylinder is placed in a constant-temperature water bath at 30 ℃ for 24.0h, and the volumes of floating oil/floating paste and sediment/precipitate are recorded.
Effective suspension ratio: the sample quality was increased to 25g (to the nearest 0.0001 g), the hardness of hard water to 1000ppm, and the rest of the steps were carried out according to GB/T14825 operation. Transferring the rest 1/10 suspension and precipitate into a 50mL volumetric flask, washing 25mL of the rest into the 50mL volumetric flask with 20mL of acetonitrile for 3 times, oscillating for 5min under ultrasonic waves, recovering to room temperature, fixing the volume, shaking uniformly, filtering, measuring the mass, and calculating the effective suspension rate.
Suspending agent:
the process comprises the following steps: the raw materials, the stabilizer, the auxiliary agent and the water are prepared according to the proportion, coarse grinding and pulping are carried out by utilizing a high-shear dispersing agent after full stirring and wetting, then the slurry is injected into a sand mill for sand grinding to a proper particle size, and then the material is discharged, and the obtained sample is detected after being stored for 14 days under heat.
Dispersible oil suspension agent
The process comprises the following steps: the raw materials, the stabilizer, the auxiliary agent and the medium are prepared according to the proportion, the raw materials, the stabilizer, the auxiliary agent and the medium are fully and uniformly stirred, then coarse grinding and pulping are carried out by using a high-shear dispersing agent, then the slurry is injected into a sand mill to be sanded to a proper particle size, and then the material is discharged, and is detected after 14 days of heat storage.
A dispersible oil:
the process comprises the following steps: the raw materials, the solvent and the medium are prepared according to the proportion, stirred until the raw materials, the solvent and the medium are completely dissolved, added with the stabilizer and the auxiliary agent, continuously stirred and dissolved until the raw materials, the solvent and the medium are completely transparent, and discharged for standby. The samples were stored thermally for 14 days and tested.
Emulsifiable concentrate:
the process comprises the following steps: the raw materials, the cosolvent and the solvent are prepared according to the proportion, stirred until the raw materials, the cosolvent and the solvent are completely dissolved, added with the stabilizer and the auxiliary agent, continuously stirred and dissolved until the raw materials, the auxiliary agent and the solvent are completely transparent, and discharged for standby. The samples were stored thermally for 14 days and tested after expiration.
Microemulsion:
the process comprises the following steps: mixing the raw materials and the solvent according to the proportion, stirring until the raw materials and the solvent are completely dissolved, adding the stabilizer and the auxiliary agent, continuously stirring until the raw materials and the auxiliary agent are completely transparent, finally injecting distilled water according to the proportion, stirring until the raw materials and the auxiliary agent are completely transparent, and discharging for standby. The samples were stored thermally for 14 days and tested after expiration.
Aqueous emulsion:
the process comprises the following steps: mixing the raw materials and the solvent according to a proportion, stirring until the raw materials and the solvent are completely transparent, adding the stabilizer and the auxiliary agent, continuously stirring until the raw materials and the auxiliary agent are completely transparent, finally injecting distilled water according to a proportion, shearing the mixture by a high-shearing emulsifying machine until the mixture is uniformly milky white, and discharging the milky white product for later use. The samples were stored thermally for 14 days and tested after expiration.
Soluble agent:
the process comprises the following steps: mixing the raw materials and the solvent according to a proportion, stirring until the raw materials and the solvent are completely dissolved, adding the stabilizer and the auxiliary agent, continuously stirring until the mixture is completely transparent, supplementing the mixture with distilled water, continuously stirring until the mixture is completely transparent, and discharging the mixture for standby. The samples were stored thermally for 14 days and tested after expiration.
Ultra-low volume agent:
the process comprises the following steps: the raw materials and the solvent are prepared according to the proportion, stirred until the raw materials and the solvent are completely dissolved, added with the stabilizer and the auxiliary agent, continuously stirred and dissolved until the raw materials and the solvent are completely transparent, and discharged for standby. The samples were stored thermally for 14 days and tested after expiration.
Water dispersible granule:
fully mixing the raw materials, the auxiliary agent, the stabilizer and the medium according to a proportion, crushing by using an airflow/superfine crusher, adding water into the powder material for kneading, extruding and granulating by using a horizontal disc/double-screw granulator, and drying the obtained material for later use. The samples were stored thermally for 14 days and tested after expiration.
Water-dispersible tablets:
fully mixing the raw materials, the auxiliary agent, the stabilizer and the medium according to a proportion, crushing by using an airflow/superfine crusher, tabletting the powder material by using a tablet press, thermally storing the obtained material sample for 14 days, and detecting after expiration.
Dry suspending agent:
after fully mixing the raw materials, the auxiliary agent and the water, dispersing and pulping by using a high-shear dispersing machine, and grinding into slurry with proper viscosity and particle size by using a sand mill. The slurry is dried to a solid particulate product using a spray drying apparatus. The resulting material was stored thermally for 14 days and checked after expiration.
Wettable powder:
the raw materials, the stabilizer, the auxiliary agent and the medium are prepared according to the proportion, fully mixed by a mixer, and then crushed by an airflow or superfine crusher. The resulting material was stored thermally for 14 days and checked after expiration.
Soluble powder:
the raw materials, the stabilizer, the auxiliary agent and the medium are prepared according to the proportion, fully mixed by a mixer, and then crushed by an airflow or superfine crusher. The resulting material was stored thermally for 14 days and checked after expiration.
Soluble granules:
the raw materials, the stabilizer, the auxiliary agent and the medium are prepared according to the proportion, fully mixed by a mixer, and then crushed by an airflow or superfine crusher. Preparing the powder into granular materials by a horizontal disc or screw extrusion granulator, thermally storing the dried materials for 14 days, and detecting after expiration.
Emulsifiable powder:
dissolving the raw materials, the stabilizer and part of the auxiliary agent in a solvent, adsorbing by using white carbon black, mixing the obtained powder material with the rest auxiliary agent and the filler, carrying out air flow or superfine grinding on the mixed material, and detecting the index after heat storage for 14 days.
To sum up: because of the structural characteristics of crown ether compounds, active ingredient particles or molecules can be fully coated and anchored to form more stable groups, thereby playing a role of a stabilizer. Therefore, the composition preparation containing the stabilizer has the advantages that the automatic dispersibility, the dilution stability and the suspension rate are detected under the condition of diluting 1000ppm of hard water by 20 times, and compared with the control example without the stabilizer, the composition preparation containing the stabilizer is obviously improved.

Claims (5)

1. A stabilizer-containing bactericidal composition formulation characterized in that: the active ingredient of the composition preparation contains pyrimidine substituted pyrazole compounds and at least one agriculturally acceptable auxiliary agent; wherein, the auxiliary agent at least contains a stabilizer; the active ingredient accounts for 0.1-90% of the mass of the preparation, the stabilizer accounts for 1-20% of the mass of the composition preparation, and the stabilizer is crown ether compound.
2. The stabilizer-containing formulation of a fungicidal composition according to claim 1, characterized in that: the pyrimidine substituted pyrazole compound is a compound shown in a formula I;
wherein R3 is selected from hydrogen, hydroxy, formyl or C1-C4 alkyl; r4 and R5 can be the same or different and are respectively selected from hydrogen, halogen or C1-C4 alkyl; r6 and R7 can be the same or different and are respectively selected from hydrogen, halogen or C1-C4 alkyl; r8 and R9 can be the same or different and are respectively selected from hydrogen, cyano, halogen or C1-C4 alkyl; r11 is selected from halogen, hydroxy, amino, cyano, nitro or C1-C4 alkyl; n is an integer from 0 to 5, R14, R15, R16 or R17 may be the same or different and are each selected from hydrogen, halogen, hydroxy, amino, cyano, nitro or C1-C4 alkyl; w is selected from hydrogen, halogen or C1-C4 alkyl; the salt of the compound shown in the general formula I is a salt formed by the compound shown in the general formula I 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.
3. The stabilizer-containing formulation of a fungicidal composition according to claim 1, characterized in that: the crown ether compounds are 2- (allyloxymethyl) -18-crown-6-ether, 24-crown-8-ether, 4-nitrobenzene-18-crown-6, 18-crown-5 [4- (2, 4-dinitrophenylazo) phenol ], N '-dibenzyl-4, 13-diaza-18-crown-6-ether, 4-tert-butylcyclohexane-15-crown-5, 4' -aminobenzo-18-crown-6, benzazepine-15-crown-5, bis (1, 4-phenylene) -34-crown-10-ether, 4 '-acetylbenzo-18-crown-6-ether, 4',4 '(5') -Di tert-butyldicyclohexyl-18-crown-6, 1-fluoro-tetrafluoro-ene, 1,4, 7-triazacyclononane, 2-aminomethyl-15-crown-5, dicyclohexyl-18-crown-6, 2- (hydroxymethyl) -15-crown-5-ether, dicyclohexyl-24-crown-8, 2-hydroxymethyl-12-crown-4, poly (dibenzo-18-crown-6), 18-crown-6, 1,4, 7-trimethyl-1, 4, 7-triazacyclononane, cyclohexane-18-crown-6, 1-aza-12-crown-4-ether, 1,5, 9-triazacyclododecane, one or more of benzo-12-crown-4, 1-aza-15-crown-5-ether and 1-aza-18-crown-6-ether are used in combination.
4. The stabilizer-containing formulation of a fungicidal composition according to claim 1, characterized in that: the preparation formulation is selected from suspending agents, dispersible oil agents, emulsifiable concentrates, microemulsions, aqueous emulsions, soluble solutions, ultra-low volume agents, water dispersible granules, water dispersible tablets, dry suspending agents, wettable powders, soluble granules, soluble tablets or emulsifiable powders.
5. The stabilizer-containing formulation of a fungicidal composition according to any one of claims 1 to 4, characterized in that: when the composition preparation is in a suspending agent dosage form, the composition preparation comprises, by weight, 0.1-90% of an effective component, 1-20% of a stabilizer, 0.1-40% of a wetting dispersant, 0.1-10% of a thickening rheological agent, 0.1-10% of a preservative, 1-15% of an antifreeze agent, 0.1-5% of an antifoaming agent and the balance of water;
when the composition preparation is in a dispersible oil suspending agent dosage form, the composition preparation comprises, by weight, 0.1-90% of an active ingredient, 1-20% of a stabilizer, 0.1-40% of a wetting dispersant, 0.1-10% of a thickening rheological agent and the balance of a medium;
when the composition preparation is in a dispersible oil agent form, the composition preparation comprises, by weight, 0.1-90% of an active ingredient, 1-20% of a stabilizer, 1-90% of a solvent, 0.1-40% of a wetting dispersant and the balance of a medium;
when the composition preparation is in the form of emulsifiable concentrate, the composition preparation comprises 0.1-90% of active ingredients, 1-20% of stabilizing agent and the balance of solvent in percentage by weight;
when the composition preparation is in a microemulsion dosage form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizers, 1-90% of solvents, 0.1-40% of wetting dispersants, and the balance of water;
when the composition preparation is in the form of an aqueous emulsion, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizers, 1-90% of solvents, 0.1-40% of wetting dispersants, and the balance of water;
when the composition preparation is in a soluble preparation form, the composition preparation comprises 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents and the balance of solvents or water in percentage by weight;
when the composition preparation is in an ultralow-volume agent dosage form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizers, 1-90% of solvents and the balance of media;
when the composition preparation is in a water dispersible granule dosage form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents, and the balance of carriers or fillers;
when the composition preparation is in the form of a water-dispersible tablet, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersants, 0.1-5% of defoamers, and the balance of carriers or fillers;
when the composition preparation is in a dry suspending agent dosage form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents, and the balance of carriers or fillers;
when the composition preparation is in a wettable powder formulation, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents and the balance of carriers;
when the composition preparation is in a soluble powder form, the composition preparation comprises 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents and the balance of fillers in percentage by weight;
when the composition preparation is in a soluble granule form, the composition preparation comprises, by weight, 0.1-90% of an effective component, 1-20% of a stabilizer, 0.1-40% of a wetting dispersant, 0.1-5% of a defoaming agent and the balance of a filler;
when the composition preparation is in a soluble tablet form, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizing agents, 0.1-40% of wetting dispersing agents, 0.1-5% of defoaming agents and the balance of fillers;
when the composition preparation is in the form of emulsifiable powder, the composition preparation comprises, by weight, 0.1-90% of active ingredients, 1-20% of stabilizers, 1-90% of solvents, 0.1-40% of wetting dispersants, 0.1-5% of defoamers and the balance of carriers.
CN202210291336.2A 2022-03-23 2022-03-23 Sterilizing composition preparation containing stabilizer Pending CN116831116A (en)

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JP2010180187A (en) * 2009-02-09 2010-08-19 Kureha Corp Crown ether derivative, method for producing the same and insecticide containing the same
US11008339B2 (en) * 2015-05-18 2021-05-18 Shenyang Sinochem Agrochemicals R&D Co., Ltd. Substituted pyrazole compounds containing pyrimidine and preparation method and use thereof
CN106889073A (en) * 2015-12-17 2017-06-27 沈阳中化农药化工研发有限公司 A kind of sterilized, Insecticiding-miticiding preparation
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