A suspension containing flufenacet and difenpyram, and a preparation method thereof

Abstract

The application discloses a suspension agent containing flufenacet and difenpyrrole and a preparation method thereof. The flufenacet and difenpyrrole suspension agent of the application adopts a unique formula additive, and the prepared suspension agent has excellent stability under the condition of ultrahigh temperature of 60 DEG C and outstanding control particle size growth effect. The flufenacet and difenpyrrole suspension agent of the application can be stably dispersed and suspended in water, and the appearance is a milky white homogeneous suspension liquid.

Description

Technical Field

[0001] This disclosure relates to the field of pesticide formulation processing technology, specifically to a suspension concentrate containing fluthiamethoxam and pyrifluquinazon and its preparation method. Background Technology

[0002] Fluthiamethoxam, chemically known as 4'-fluoro-N-isopropyl-2-[5-(trifluoroglycoside)-1,3,4-thiadiazon-2-imine]acetamide; 4'-fluoro-N-isopropyl-2-(5-trifluoromethyl-1,3,4-thiadiazol-2-yloxy)acetanilide, has the chemical formula C0 14 H 13 F4N3O2S. Fluthiamethoxam mainly works by inhibiting cell division and is primarily used for pre- and post-emergence weed control in fields of crops such as corn, wheat, barley, and soybeans, targeting annual grass weeds such as ryegrass and certain broadleaf weeds.

[0003] Properties: The pure product is a white to brown solid; melting point 75-77℃; vapor pressure 9×10⁻⁵ Pa (25℃). Solubility in water (mg / L, 25℃): 56 (pH 4, 7), 54 (pH 9).

[0004] Pyralazine is a carotenoid biosynthesis inhibitor. It causes chlorophyll destruction and cell rupture, leading to plant death. It is a low-toxicity herbicide mainly used in wheat, barley, and garlic fields. It kills existing weeds and also seals off nascent weeds, causing them to turn white and die. Its chemical properties are stable, and it is relatively safe for humans and animals. It is one of the commonly used herbicides in wheat and garlic fields in China.

[0005] The combination of fluthiamethoxam and pyrifluquinazon exhibits excellent efficacy and significant weed control. With the improvement of China's pesticide technology, more and more pesticide formulations are being sold abroad. However, during transportation and storage, in some tropical regions where local temperatures can reach 60°C, the performance requirements for formulations are high. Currently, domestically produced suspension formulations combining these two products can only achieve stability at 54°C, which cannot meet export demands. To achieve high-temperature stability, there is an urgent need to invent a suspension formulation that combines the two products. However, conventional preparation methods result in significant particle size growth, low suspension rate, and even paste formation at 60°C. Summary of the Invention

[0006] In view of the high heat storage requirements of formulations in specific regions and the various defects of existing technologies, the primary objective of this invention is to provide a suspension of fluthiamethoxam and pyrifluquinazon with good high-temperature stability and efficacy, as well as its preparation method.

[0007] This invention first provides a suspension concentrate containing fluthiamethoxam and pyrifluquinazon, comprising:

[0008] Fluthiamethoxam 0.5-25%

[0009] Pyrfluthrin 0.5-25%

[0010] Dispersant 1-10%

[0011] Thickener 0.1-2%

[0012] Antifreeze 4-5%

[0013] Defoamer 0.1-0.5%

[0014] Preservative 0.2-0.5%

[0015] Water balance (replenish to 100%)

[0016] The dispersant is selected from one or more of YUS-FS5000, YUS-207K, YUS-FS3000, YUS-FS7PG, YUS-WG4, Atlox4913, and Tesperse 2500.

[0017] The present invention also provides a method for preparing the above-mentioned fluthiamethoxam and pyrifluquinazon suspensions, characterized in that the preparation method includes the following steps:

[0018] 1. Mix the active ingredient, dispersant, and water evenly to obtain the first material.

[0019] 2. Turn on the stirring for the first material, heat to 80 degrees Celsius for 2 hours, then cool to room temperature to obtain the second material.

[0020] 3. Add xanthan gum, antifreeze, defoamer, preservative and water to the second material, and then grind it in a sand mill to make the particle size D90 distribution between 3-5μm. The material is then ready for discharge.

[0021] Beneficial effects

[0022] 1. The suspension concentrates of fluthiamethoxam and pyrifluquinazon of the present invention exhibit good stability at 60°C and outstanding particle size control effect. The particle size D of the suspension concentrate is... 90 Distributed between 3-5 μm;

[0023] 2. The preparation process of the fluthiamethoxam and pyrifluquinazon suspensions of the present invention is simple, energy-saving and environmentally friendly. Detailed Implementation

[0024] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are only some embodiments of the present invention, not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of the present invention. Unless otherwise expressly stated, throughout the specification and claims, the term "comprising" or its variations such as "including" or "comprising of," etc., will be understood to include the stated components, without excluding the presence of other material components.

[0025] Furthermore, to better illustrate the present invention, numerous specific details are provided in the following detailed embodiments.

[0026] Those skilled in the art will understand that the present invention can be practiced even without certain specific details. In some embodiments, materials, methods, and means well known to those skilled in the art are not described in detail in order to highlight the spirit of the invention.

[0027] This invention first provides a suspension concentrate containing fluthiamethoxam and pyrifluquinazon, comprising:

[0028] Fluthiamethoxam 0.5-25%

[0029] Pyrfluthrin 0.5-25%

[0030] Dispersant 1-10%

[0031] Thickener 0.1-2%

[0032] Antifreeze 4-5%

[0033] Defoamer 0.1-0.5%

[0034] Preservative 0.2-0.5%

[0035] Water balance (replenish to 100%)

[0036] The dispersant is selected from one or more of YUS-FS5000, YUS-207K, YUS-FS3000, YUS-FS7PG, YUS-WG4, Atlox4913, and Tesperse 2500.

[0037] The preferred dispersant is a combination of YUS-FS5000 and YUS-207K. The suspension prepared using this combination maintains excellent stability at a high temperature of 60°C.

[0038] The thickener of this invention is selected from one or more of magnesium aluminum silicate, xanthan gum, bentonite, and silica; the antifreeze is selected from one or more of ethylene glycol, propylene glycol, and glycerol; and the preservative is selected from one or more of Kathon and sodium benzoate.

[0039] The defoamer described in this invention is one or more of polyether defoamers and organosilicon defoamers.

[0040] This invention also provides a method for preparing the suspension concentrates of fluthiamethoxam and pyrfluthrin described in this invention, comprising the following steps: 1) mixing the active ingredients fluthiamethoxam and pyrfluthrin, dispersant, and water evenly to obtain a first material; 2) turning on the stirring of the first material, heating it to 80 degrees Celsius for 2 hours, and cooling it to room temperature to obtain a second material; 3) adding a thickener, antifreeze, defoamer, preservative, and water to the second material, and then grinding it in a sand mill to make the particle size D90 distributed between 3-5 μm, and then discharging the material.

[0041] Preferably, the mass fraction of fluthiamethoxam and pyrfluthrin in the fluthiamethoxam and pyrfluthrin suspension is 1-40%. The mass fraction of a suspension product is often used as an indicator of its quality; generally, a higher mass fraction indicates better efficacy. However, the inventors have surprisingly discovered that the mass fraction of fluthiamethoxam and pyrfluthrin prepared using the method of this invention is neither necessarily better the higher nor the lower the better. Only when the mass fractions of fluthiamethoxam and pyrfluthrin are within a certain range can the best results be achieved. In this invention, the mass fraction of fluthiamethoxam and pyrfluthrin in the fluthiamethoxam and pyrfluthrin suspension is 1-40% of the total mass fraction, preferably 20%-35%; most preferably 30%. Research results show that within this range, the product exhibits better efficacy; when this range is exceeded, the product performance deteriorates.

[0042] Preferably, in the above preparation method, the dispersant is one or more of YUS-FS5000, YUS-207K, YUS-FS3000, YUS-FS7PG, YUS-WG4, Atlox4913, and Tesperse 2500. A combination of YUS-FS5000 and YUS-207K is particularly preferred. Studies have found that the product performance is more stable when YUS-FS5000 is at 3-5% and YUS-207K is at 2-4%.

[0043] Preferably, in the above preparation method, the thickener is selected from one or more of magnesium aluminum silicate, xanthan gum, bentonite, and silica; the antifreeze is selected from one or more of ethylene glycol, propylene glycol, and glycerol; the preservative is selected from one or more of Kathon and sodium benzoate; and the defoamer is one or more of polyether defoamers and silicone defoamers.

[0044] The invention will be further illustrated by the following embodiments, but these are not intended to limit the scope of protection of the invention. In the following embodiments, all raw materials are commercially available products.

[0045] The CAS number for fluthiamethoxam is 142459-58-3.

[0046] The CAS number for pyrifluquinazon is 83164-33-4.

[0047] The silicone defoamer used was SAG-630 from Momentive Advanced Materials, Inc., USA.

[0048] YUS-FS5000, YUS-207K, YUS-FS3000, YUS-FS7PG, and YUS-WG4 were all purchased from Takemoto Oil & Fat Chemical Co., Ltd. in Japan.

[0049] Atlox 4913 purchased from Croda, UK

[0050] Tesperse 2500 purchased from Huntsman, Germany

[0051] Example 1: Preparation of 30% Fluthiamethoxam and Pyrfluthrin Suspension Concentrate

[0052] The composition of the suspending agent is as follows:

[0053] 10g fluthiamethoxam, 20g pyrifluquinazon, 3g YUS-FS5000, 3g YUS-207K, 4g ethylene glycol, 0.1g xanthan gum, 0.2g silicone defoamer, 0.1g Kathon, and 59.6g water.

[0054] The preparation method is as follows:

[0055] (1) Mix 10g of fluthiamethoxam technical, 20g of pyrifluquinazon technical, 3g of YUS-FS5000, 3g of YUS-207K and 59.6g of water evenly to obtain the first material;

[0056] (2) Stir the first material, heat at 80°C for 2 hours, and cool to room temperature to obtain the second material;

[0057] (3) Add 4g of ethylene glycol, 0.1g of xanthan gum, 0.2g of silicone defoamer and 0.1g of Kathon to the second material and mix well. Turn on the sand mill and sand mill until the particle size D90 reaches 3-5μm.

[0058] Example 2

[0059] Same as Example 1, except that the amount of YUS-FS5000 used is 4g.

[0060] Example 3

[0061] Same as Example 1, except that the amount of YUS-207K used is 2g.

[0062] Example 4

[0063] Same as Example 1, except that the total amount of fluthiamethoxam and pyrfluthrin technical materials used is 20g.

[0064] Example 5

[0065] Same as Example 1, except that the total amount of fluthiamethoxam and pyrifluquinazon technical grade is 40g.

[0066] Comparative Example 1

[0067] Same as Example 1, except that the amount of YUS-FS5000 used is 3g and the amount of YUS-207K used is 1.9g.

[0068] Comparative Example 2

[0069] Same as Example 1, except that the amount of YUS-FS5000 used is 2.9g and the amount of YUS-207K used is 2g.

[0070] Comparative Example 3

[0071] Same as Example 1, except that the total amount of fluthiamethoxam and pyrifluquinazon technical grade is 41g, the amount of YUS-FS5000 is 4g, and the amount of YUS-207K is 4g.

[0072] Comparative Example 4

[0073] Same as Example 1, except that the amount of YUS-207K used is 0g and the amount of YUS-FS3000 used is 4g.

[0074] Comparative Example 5

[0075] Same as Example 1, except that the amount of YUS-207K used is 0g and the amount of YUS-FS7PG used is 4g.

[0076] Comparative Example 6

[0077] Same as Example 1, except that the amount of YUS-FS5000 used is 0g and the amount of Atlox4913 used is 4g.

[0078] Comparative Example 7

[0079] Same as Example 1, except that the amount of YUS-FS5000 used is 0g and the amount of Tesperse 2500 used is 4g.

[0080] Comparative Example 8

[0081] Same as Example 1, except that the amount of YUS-FS5000 used is 0g and the amount of YUS-WG4 used is 4g.

[0082] Comparative Example 9

[0083] Same as Example 1, except that the amount of YUS-FS5000 used is 0g and the amount of YUS-FS7PG used is 4g.

[0084] Comparative Example 10

[0085] (1) Mix 10g of fluthiamethoxam technical, 20g of pyrifluquinazon technical, 3g of YUS-FS5000, 3g of YUS-207K and 59.6g of water evenly to obtain the first material;

[0086] (2) Stir the first material and leave it at room temperature for 2 hours to obtain the second material.

[0087] (3) Add 4g of ethylene glycol, 0.1g of xanthan gum, 0.2g of silicone defoamer and 0.1g of Kathon to the second material and mix well. Turn on the sand mill and sand mill until the particle size D90 reaches 3-5μm.

[0088] Comparative Example 11, Application No. 202310975639.0

[0089] A method for preparing a pesticide composition based on pyrifluquinazon includes the following steps: Step 1: Preparation of dispersant solution: S1: Dissolve 7.5g of β-cyclodextrin in 100g of acetic acid solution, stir at 50℃ for 10min to completely dissolve the β-cyclodextrin; add 1.2g of sodium bisulfite under nitrogen protection, continue stirring for 15min, then add 25g of acrylic acid, stir and react for 2h, add 0.3g of dodecafluoroheptyl methacrylate and 1g of ammonium persulfate, heat to 75℃, and react for 2h to obtain a reaction solution; S2: Add 7.5g of styrene, 48g of methacrylic acid, 12.4g of hydroxyethyl acrylate, 14.8g of hydroxypropyl acrylate, 14.6g of sodium p-styrene sulfonate, 120g of deionized water, and 2g of ammonium persulfate to the reaction solution in S1, heat to 80℃, keep the temperature for 3h, cool to 30℃, and adjust the pH to 7.0 to obtain a dispersant solution.

[0090] Comparative Example 12

[0091] Same as Example 1, except that the total amount of fluthiamethoxam and pyrifluquinazon technical grade is 40.5g.

[0092] Comparative Example 13

[0093] Same as in Example 1, the amount of YUS-FS5000 used is 5.1g.

[0094] Comparative Example 14

[0095] Same as in Example 1, the amount of YUS-207K used is 4.1g.

[0096] Test Example 1

[0097] The initial particle size, particle size at 54℃ for 2 weeks, and particle size at 60℃ for 2 weeks of the suspensions in Examples 1-5 and Comparative Examples 1-14 were measured respectively, and the results are shown in Table 1. The initial particle size and the thermal storage particle size were measured using an LS-POP(9) laser particle size analyzer with D90 values. When the thermal storage particle size D90 is greater than 5 micrometers, the product quality is considered defective and has low acceptance in the industry. The thermal storage was carried out in a DHP-9162 electric thermostatic incubator for 14 days, and then removed and cooled to room temperature to measure the particle size. The results are shown in Table 1.

[0098] Table 1: Thermal storage effect data of the product of the present invention and the comparative product

[0099]

[0100]

[0101] As shown in Table 1, the suspending agent provided by this invention exhibits significantly higher stability than suspending agents obtained through other methods. After heat storage at 54℃ and 60℃, the particle size remained largely unchanged, demonstrating excellent physical stability. In contrast, the suspending agents obtained in Comparative Examples 1-14 all showed significant growth after 14 days of heat storage at 54℃, and some products exhibited paste-like formation or system instability after 14 days of heat storage at 60℃. This demonstrates that the appropriate proportion of dispersant and the preparation method disclosed in this invention play a crucial role in maintaining the stability of the system.

[0102] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention, and not to limit them; although the present invention has been described in detail with reference to the foregoing embodiments, those skilled in the art should understand that modifications can still be made to the technical solutions described in the foregoing embodiments, or equivalent substitutions can be made to some of the technical features; and these modifications or substitutions do not cause the essence of the corresponding technical solutions to deviate from the spirit and scope of the technical solutions of the embodiments of the present invention.

Claims

1. A suspension concentrate containing fluthiamethoxam and pyrfluthrin, characterized in that: Fluthiamethoxam 0.5-25% Pyrfluthrin 0.5-25% Dispersant 1-10% Thickener 0.1-2% Antifreeze 4-5% Defoamer 0.1-0.5% Preservative 0.2-0.5% Water balance (replenish to 100%) The dispersant is selected from one or more of YUS-FS5000, YUS-207K, YUS-FS3000, YUS-FS7PG, YUS-WG4, Atlox4913, and Tesperse2500.

2. The suspending agent according to claim 1, characterized in that, The dispersant is a combination of YUS-FS5000 and YUS-207K.

3. The suspending agent according to claim 1, characterized in that, The thickener is selected from one or more of magnesium aluminum silicate, xanthan gum, bentonite, and silica; the antifreeze is selected from one or more of ethylene glycol, propylene glycol, and glycerol; and the preservative is selected from one or more of Kathon and sodium benzoate.

4. The suspending agent according to claim 1, characterized in that, The defoamer is one or more of polyether defoamers and silicone defoamers.

5. A method for preparing the suspending agent according to any one of claims 1-4, characterized in that, The process includes the following steps: 1) Mix the active ingredients fluthiamethoxam and pyrifluquinazon, dispersant, and water evenly to obtain the first material; 2) Turn on the stirring of the first material, heat it to 80 degrees Celsius for 2 hours, and cool it to room temperature to obtain the second material; 3) Add thickener, antifreeze, defoamer, preservative, and water to the second material, and then grind it in a sand mill to make the particle size D90 distributed between 3-5μm, and then discharge the material.

6. The preparation method according to claim 5, characterized in that, The mass fractions of fluthiamethoxam and pyrfluthrin in the fluthiamethoxam and pyrfluthrin suspensions are 1-40%.

7. The preparation method according to claim 6, characterized in that, The dispersant is one or more of YUS-FS5000, YUS-207K, YUS-FS3000, YUS-FS7PG, YUS-WG4, Atlox4913, Tesperse 2500, etc., preferably YUS-FS5000 and YUS-207K, and particularly preferably a combination of YUS-FS5000 and YUS-207K.

8. The preparation method according to claim 7, characterized in that, The thickener is selected from one or more of magnesium aluminum silicate, xanthan gum, bentonite, and silica; the antifreeze is selected from one or more of ethylene glycol, propylene glycol, and glycerol; the preservative is selected from one or more of Kathon and sodium benzoate; and the defoamer is one or more of polyether defoamers and silicone defoamers.

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