A dispersible oil suspension containing carfentrazone-ethyl and terbuthylazine, its preparation method and application

Abstract

The application provides a dispersible oil suspension agent containing carfentrazone-ethyl and terbuthylazine, which contains, in percentage by mass, 1-5% of carfentrazone-ethyl, 10-40% of terbuthylazine, 2-10% of a dispersing agent, 10-30% of an emulsifying agent, 1-5% of a filler and the rest of solvent. The product of the application is stable during storage and is not prone to stratification and precipitation. The formulation of the system is considered in combination with the physical properties of the two raw materials.

Description

Technical Field

[0001] This invention relates to the field of pesticide technology, and in particular to a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, its preparation method, and its application. Background Technology

[0002] Benzoate is a benzoyl pyrazolone herbicide, belonging to a new type of highly selective herbicide. It is a p-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor. It has five key characteristics: ① high safety ② excellent selectivity ③ broad-spectrum weed control ④ long-lasting effect ⑤ strong compatibility. Its safety profile is higher than that of mesotrione and nicosulfuron, making it the safest post-emergence selective herbicide for corn fields.

[0003] Terbutylazine is a photosynthetic electron transport inhibitor at the photosystem II receptor site. It is a broad-spectrum herbicide that can be used to control weeds in various crop fields such as corn and sorghum. It can be used post-emergence or pre-emergence.

[0004] Oil dispersible suspensions are highly dispersed liquid formulations in which the active ingredients of solid pesticides, insoluble in oil solvents, are dispersed in a non-aqueous medium (i.e., oil). They rely on surfactants to form a highly dispersed suspension, which is then diluted with water before use. The oil carriers used in oil suspensions have good adhesion and spreading properties, easily adhering to waxy or smooth leaf surfaces. When sprayed onto plants or targets, they readily form a pesticide film. Based on the principle of "like dissolves like," they exhibit strong penetration and conductivity, good adhesion, strong resistance to rain washout, high utilization rate of active ingredients, good efficacy, and are environmentally friendly.

[0005] CN112167254A provides a herbicide composition containing benzoxazole, cyanazine, and terbufos. This herbicide composition includes the active ingredients benzoxazole, cyanazine, and terbufos, with a mass ratio of (1-15):(1-30):(1-40) of benzoxazole, cyanazine, and terbufos. This herbicide composition has the advantages of good weed control, low phytotoxicity, and low cost.

[0006] CN111345305A discloses a herbicide containing benzoxazole, the active ingredients of which include benzoxazole, terbutaline, and 2,4-D dimethylamine salt; the weight ratio of benzoxazole, terbutaline, and 2,4-D dimethylamine salt is 1-10:10-20:30-40. The herbicide provided in this invention is a compound of several different active ingredients. Using the benzoxazole herbicide of this invention can avoid the problem of resistance developing from long-term single-component use and can extend the service life of the herbicide. Summary of the Invention

[0007] The purpose of this invention is to provide a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0008] Benzophenone 1-5%

[0009] Terbuthylazine 10-40%

[0010] Dispersant 2-10%

[0011] Emulsifier 10-30%

[0012] 1-5% of filler

[0013] Solvent balance.

[0014] As one embodiment of the present invention, it comprises, by weight percentage:

[0015] Benzophen 2%

[0016] Terbutyrine 26%

[0017] Dispersant 3.5%

[0018] Emulsifier 20.5%

[0019] 2.5% filler

[0020] Solvent balance.

[0021] In one embodiment of the present invention, the dispersant is a mixture of an oil-based dispersant and an aqueous dispersant.

[0022] In one embodiment of the present invention, the HLB value of the oily dispersant is 5-8.

[0023] In one embodiment of the present invention, the pH value of the aqueous dispersant is 7-8.5.

[0024] In one embodiment of the present invention, the emulsifier is a combination of a nonionic emulsifier and anionic emulsifier.

[0025] In one embodiment of the present invention, the nonionic emulsifier is a castor oil polyoxyethylene ether nonionic emulsifier with a high HLB value.

[0026] In one embodiment of the present invention, the anionic emulsifier is calcium dodecylbenzenesulfonate.

[0027] A method for preparing the dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0028] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0029] The aforementioned dispersible oil suspension containing benzoxazine and terbutaline is used in the field of weed control.

[0030] By adopting the above technical solution, the present invention has the following beneficial effects: the product is stable during storage and is not prone to stratification or precipitation; and the formulation system takes into account the physical characteristics of the two original drugs. Detailed Implementation

[0031] The technical solution 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.

[0032] This invention provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, comprising, by mass percentage:

[0033] Benzophenone 1-5%

[0034] Terbuthylazine 10-40%

[0035] Dispersant 2-10%

[0036] Emulsifier 10-30%

[0037] 1-5% of filler

[0038] Solvent balance.

[0039] As one embodiment of the present invention, it comprises, by weight percentage:

[0040] Benzophen 2%

[0041] Terbutyrine 26%

[0042] Dispersant 3.5%

[0043] Emulsifier 20.5%

[0044] 2.5% filler

[0045] Solvent balance.

[0046] dispersant

[0047] The dispersant is a mixture of an oil-based dispersant and an aqueous dispersant; specifically, it is Atlox 4914 and Atlox Metasperse 550S; the specific mass ratio is 4:3.

[0048] emulsifier

[0049] The emulsifier is a blend of nonionic and anionic emulsifiers; specifically, it is a blend of castor oil polyoxyethylene ether and calcium dodecylbenzene sulfonate, and more specifically, Solvay ALKAMULS EW / 36 and Indorama. AIS 70 / B compound, in a ratio of 7.2:1.

[0050] filler

[0051] The filler is a mixture of organic bentonite and silica, specifically Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a ratio of 3:2.

[0052] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0053] A method for preparing the dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0054] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0055] The aforementioned dispersible oil suspension containing benzoxazine and terbutaline is used in the field of weed control.

[0056] For dispersible oil suspensions, when the content of active ingredients is high, emulsification and dispersion are often difficult during processing. The product is prone to sedimentation, paste formation, oil separation, and even loss of fluidity.

[0057] This invention employs an oil-based dispersant for dispersion, which allows for strong adsorption of the active ingredients and prevents flocculation of solid particles, thus avoiding particle size increase and formulation instability. However, the inventors discovered that using an oil-based dispersant achieves dispersion of the oily components by reducing viscosity, and also prevents flocculation of solid particles through the branching of the components, thereby avoiding crystal growth and particle size increase. However, the inventors found that this results in a low suspension rate after dilution with water. This may be because dilution with water disrupts the stability of the system, which is originally composed of oily components and emulsifiers. Therefore, the inventors added a water-based dispersant to the formulation to prevent flocculation of solid particles upon contact with water, thereby improving overall stability.

[0058] However, the inventors discovered that adding an aqueous dispersant to the system affected viscosity, resulting in a significant increase. Furthermore, during the formulation process, it was found that not every oil-based dispersant possessed the aforementioned advantages. Atlox4914 significantly improved viscosity while exhibiting minimal impact from the addition of an aqueous dispersant. This is because Atlox4912 is an ABA block copolymer obtained by esterification of poly(12-hydroxystearic acid) and poly(alkylene) glycol; Atlox4913 is a comb-type graft copolymer with a polymethacrylic acid / methacrylate copolymer forming its main chain backbone. Both of these are significantly affected by hydrophilicity; particularly Atlox4913, which showed the best performance without considering the effects of dilution with water; however, considering the effects of dilution, Atlox4914 was the best.

[0059] Furthermore, benzoxazine undergoes the fastest photolysis under neutral conditions, followed by alkaline conditions, and slow photolysis under acidic conditions. Terbutaline, on the other hand, hydrolyzes at a significantly lower rate under acidic conditions than under neutral or alkaline conditions. Therefore, the optimal state for the entire system is a weakly acidic solution for better efficacy. However, in an acidic environment, H+ ions will ionize. The inventors discovered that using nonionic and anionic emulsifiers can achieve the aforementioned effect.

[0060] The present invention will be further explained below with reference to specific embodiments.

[0061] Example 1

[0062] This embodiment provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0063] Benzophen 2%

[0064] Terbutyrine 26%

[0065] Dispersant 3.5%

[0066] Emulsifier 20.5%

[0067] 2.5% filler

[0068] Solvent balance.

[0069] The dispersant is Atlox 4914 and Atlox Metasperse 550S; the specific mass ratio is 4:3.

[0070] The emulsifiers are Alkamuls EW / 36 and Indorama. AIS 70 / B compound, in a ratio of 7.2:1.

[0071] The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a ratio of 3:2.

[0072] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0073] The method for producing a dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0074] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0075] Example 2

[0076] This embodiment provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0077] Benzophen 2%

[0078] Terbutyrine 26%

[0079] Dispersant 3.5%

[0080] Emulsifier 20.5%

[0081] 2.5% filler

[0082] Solvent balance.

[0083] The dispersant is Atlox 4914.

[0084] The emulsifiers are Alkamuls EW / 36 and Indorama. AIS 70 / B compound, in a ratio of 7.2:1.

[0085] The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a ratio of 3:2.

[0086] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0087] The method for producing a dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0088] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0089] Example 3

[0090] This embodiment provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0091] Benzophen 2%

[0092] Terbutyrine 26%

[0093] Dispersant 3.5%

[0094] Emulsifier 20.5%

[0095] 2.5% filler

[0096] Solvent balance.

[0097] The dispersant is Atlox 4912 and Atlox Metasperse 550S; the specific mass ratio is 4:3.

[0098] The emulsifiers are Alkamuls EW / 36 and Indorama. The AIS70 / B compound is formulated in a ratio of 7.2:1.

[0099] The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL200, in a ratio of 3:2.

[0100] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0101] The method for producing a dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0102] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0103] Example 4

[0104] This embodiment provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0105] Benzophen 2%

[0106] Terbutyrine 26%

[0107] Dispersant 3.5%

[0108] Emulsifier 20.5%

[0109] 2.5% filler

[0110] Solvent balance.

[0111] The dispersant is Atlox 4913 and Atlox Metasperse 550S; the specific mass ratio is 4:3.

[0112] The emulsifiers are Alkamuls EW / 36 and Indorama. AIS 70 / B compound, in a ratio of 7.2:1.

[0113] The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a ratio of 3:2.

[0114] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0115] The method for producing a dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0116] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0117] Example 5

[0118] This embodiment provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0119] Benzophen 2%

[0120] Terbutyrine 26%

[0121] Dispersant 3.5%

[0122] Emulsifier 20.5%

[0123] 2.5% filler

[0124] Solvent balance.

[0125] The dispersant is Atlox Metasperse 550S.

[0126] The emulsifiers are Alkamuls EW / 36 and Indorama. AIS 70 / B compound, in a ratio of 7.2:1.

[0127] The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a ratio of 3:2.

[0128] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0129] The method for producing a dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0130] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0131] Example 6

[0132] This embodiment provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0133] Benzophen 2%

[0134] Terbutyrine 26%

[0135] Dispersant 3.5%

[0136] Emulsifier 20.5%

[0137] 2.5% filler

[0138] Solvent balance.

[0139] The dispersant is Atlox 4914 and Atlox Metasperse 550S; the specific mass ratio is 4:3.

[0140] The emulsifier is ALKAMULS EW / 36.

[0141] The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a ratio of 3:2.

[0142] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0143] The method for producing a dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0144] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0145] Example 7

[0146] This embodiment provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0147] Benzophen 2%

[0148] Terbutyrine 26%

[0149] Dispersant 3.5%

[0150] Emulsifier 20.5%

[0151] 2.5% filler

[0152] Solvent balance.

[0153] The dispersant is Atlox 4914 and Atlox Metasperse 550S; the specific mass ratio is 4:3.

[0154] The emulsifier is Indorama. AIS 70 / B compound, in a ratio of 7.2:1.

[0155] The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a ratio of 3:2.

[0156] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0157] The method for producing a dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0158] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0159] Example 8

[0160] This embodiment provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0161] Benzophen 2%

[0162] Terbutyrine 26%

[0163] Dispersant 3.5%

[0164] Emulsifier 20.5%

[0165] 2.5% filler

[0166] Solvent balance.

[0167] The dispersant is Atlox 4914 and Atlox Metasperse 550S; the specific mass ratio is 4:3.

[0168] The emulsifier is a mixture of ALKAMULS EW / 36 and cetyltrimethylammonium bromide in a ratio of 7.2:1.

[0169] The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a ratio of 3:2.

[0170] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0171] The method for producing a dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0172] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0173] Example 9

[0174] This embodiment provides a dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, which, by mass percentage, comprises:

[0175] Benzophen 2%

[0176] Terbutyrine 26%

[0177] Dispersant 3.5%

[0178] Emulsifier 20.5%

[0179] 2.5% filler

[0180] Solvent balance.

[0181] The dispersant is Atlox 4914 and Atlox Metasperse 550S; the specific mass ratio is 4:3.

[0182] The emulsifiers are Clariant Emulsogen-MP1 and Indorama. AIS 70 / B compound, in a ratio of 7.2:1.

[0183] The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a ratio of 3:2.

[0184] The solvent is methyl oleate, specifically Suzhou Fengbei 0295.

[0185] The method for producing a dispersible oil suspension containing benzoyl permethrin and terbufotazone comprises the following steps:

[0186] After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

[0187] Performance Test 1: Physical Property Test

[0188]

[0189]

[0190] Performance Test 2

[0191] Field efficacy trial of 28% benzoyl permethrin·terbufos dispersible oil suspension for controlling annual weeds in spring maize fields.

[0192] Experimental crop: Spring maize, variety Xianyu 335.

[0193] Target plants for control: annual weeds

[0194] For post-emergence foliar spraying of spring maize, the water consumption is 250 liters per hectare.

[0195] Control agents: 30% benzoxazine suspension concentrate, BASF Europe; 50% terbufos suspension concentrate, Zhejiang Zhongshan Chemical Group Co., Ltd.

[0196] Experimental target information: The main annual grass weeds were barnyard grass (Echinochlodcras-salli), and the main annual broadleaf weeds were Chenopodium album, Polygonum unbunge anum, Amcrathus retroflexus, Abutilontheophrasti, etc.

[0197] The soil in the experimental site was black soil with medium texture, organic matter content of 3.62%, and pH value of 6.79. The preceding crop was soybean, and the soil was plowed, harrowed, and raised in autumn.

[0198] medicine Application dosage (ml / mu) Active ingredient content (g / hectare) Example 1 60 252 Example 6 60 252 Example 7 60 252 Example 8 60 252 0% Benzophen Suspension 6 27 50% Terbutaline Suspension 100 750 Manual weeding - - Blank control - -

[0199] Prevention and control efficacy % = (CK - PT) / CK * 100

[0200] PT-Residual grass count or fresh weight in the treatment area

[0201] CK - Number of viable grasses or fresh weight in the blank control area

[0202] medicine Active ingredient content (g / hectare) Corn yield, kg / ha Production increase rate, % Example 1 252 9857 147.1 Example 6 252 9414 136.0 Example 7 252 9088 127.8 Example 8 252 8582 115.1 0% Benzophen Suspension 27 8672 117.4 50% Terbutaline Suspension 750 8541 114.1 Manual weeding - 10055 152.1 Blank control - 3989

[0203] Experimental results: The control efficacy of 28% benzoyl permethrin·terbufos dispersible oil suspension in controlling annual weeds in spring maize fields (in % of plants) - 15 days after application.

[0204]

[0205]

[0206] Experimental results: The control efficacy of 28% benzoyl permethrin·terbufos dispersible oil suspension in controlling annual weeds in spring maize fields (in % of plants) - 30 days after application.

[0207]

[0208]

[0209] Experimental results: 28% benzoyl permethrin·terbufos dispersible oil suspension effectively controlled annual weeds in spring maize fields (fresh weight %) - 30 days after application.

[0210]

[0211]

[0212] Experimental Results: The efficacy of 28% benzoyl permethrin·terbufos dispersible oil suspension in controlling annual weeds in spring maize fields was observed 30 days after application.

[0213]

[0214] 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 or all of the technical features; and these modifications or substitutions do not cause the essence of the corresponding technical solutions to deviate from the scope of the technical solutions of the embodiments of the present invention.

Claims

1. A dispersible oil suspension containing benzoyl sulfadiazine and terbutaline, characterized in that, It includes, in percentage terms by mass: Benzophenone 2% Terbutyrine 26% Dispersant 3.5% Emulsifier 20.5% 2.5% filler Solvent balance; The dispersant is Atlox 4914 and Atlox Metasperse 550S; the specific mass ratio is 4:

3. The emulsifier is a mixture of ALKAMULS EW / 36 and Indorama TERMUL® AIS 70 / B in a ratio of 7.2:1; The filler is Suzhou Guojian Huitou Mineral New Materials SK-04 and Evonik AEROSIL 200, in a specific ratio of 3:2; The solvent is methyl oleate.

2. A method for preparing the dispersible oil suspension containing benzoyl sulfadiazine and terbutaline as described in claim 1, characterized in that, The steps are as follows: After stirring and dispersing the active ingredient, emulsifier, filler, and solvent, a dispersant is added, followed by grinding to obtain the final product.

3. The dispersible oil suspension containing benzoxazine and terbutaline as described in claim 1 is applied to the field of weed control.

Images