Method for reducing tar content of feproxydim formulation

Abstract

A feproxydim composition, comprising feproxydim, an epoxidized soybean oil, and an optional solvent and / or surfactant. By means of the addition of the epoxidized soybean oil, the aim of reducing the tar content of a feproxydim formulation is achieved.

Description

A method for reducing the tar content in benzoyl peroxide formulations Technical Field

[0001] This disclosure relates to the field of pesticide formulations, and specifically to a method for reducing the tar content in benzo[a]chlor formulations. Background Technology

[0002] Benzoatel (structural formula shown below) is also a cyclohexenone herbicide, acting as an ACCase inhibitor. It is mainly used in rice paddies to control barnyard grass, Echinochloa crus-galli, Digitaria sanguinalis, and Setaria viridis.

[0003] Structural formula of benzo[a]trimethoprim:

[0004] Benzocuron is a chemically unstable compound. During long-term storage, it is affected by various conditions such as temperature, ultraviolet light, moisture, and oxygen, which can cause it to precipitate a black, viscous tar. This tar precipitation severely affects the appearance of benzocuron formulations, making it impossible to maintain a uniform, transparent, and impurity-free appearance. This reduces product quality, leads to customer complaints, and also causes problems with container recycling. Therefore, identifying suitable methods to reduce the tar content in benzocuron formulations is an important issue that needs to be addressed.

[0005] Summary of the Invention

[0006] To address the aforementioned technical problems, this disclosure provides a phenylpropanone composition comprising phenylpropanone, epoxidized soybean oil, and optionally present solvents and / or surfactants.

[0007] According to embodiments of this disclosure, in the benzopropane composition, the benzopropane content, by weight fraction, is 0.1%-99.9%, for example 1%-99%, 2%-80%, 3%-60%, 4%-40%, 5%-25%, such as 5%, 10%, 15%, 20%, 25%.

[0008] According to embodiments of this disclosure, in the phenylpropargyl composition, the content of epoxidized soybean oil, by weight fraction, is greater than 0%, for example 0.1%-99.9%, 0.5%-80%, 1%-60%, 1.5%-40%, 2%-20%, 3%-10%, such as 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%.

[0009] According to embodiments of this disclosure, the solvent is selected from at least one of mineral oil, aromatic solvents (e.g., 150# solvent oil, 200# solvent oil) or methylated vegetable oil.

[0010] According to the embodiments of this disclosure, the mineral oil is selected from at least one of white oil and machine oil; the aromatic solvent is selected from 150# solvent oil and 200# solvent oil; and the methylated vegetable oil is selected from at least one of methylated rapeseed oil, methylated cottonseed oil, methylated castor oil, methyl oleate and methylated soybean oil.

[0011] According to embodiments of this disclosure, the surfactant is selected from at least one of calcium dodecylbenzenesulfonate, tristyrylphenol polyoxyethylene ether, castor oil polyoxyethylene ether, sodium dioctyl sulfonate, calcium dioctyl sulfonate, ammonium dioctyl sulfonate, alkyl succinate sulfonate, Ningru 34#, block copolymers of ethylene oxide and propylene oxide, fatty alcohol polyoxyethylene ether, alkylphenol polyoxyethylene ether, isomeric alcohol polyoxyethylene ether, polyoxyethylene dehydrated sorbitan monooleate, and dehydrated sorbitan fatty acid ester.

[0012] According to embodiments of this disclosure, the solvent in the benzopropane composition is present in a content of 0%-99.9% by weight, for example 10%-98%, 20%-95%, 30%-92%, 40%-90%, 50%-88%, 60%-85%, such as 65%, 74%, 77%, 86%.

[0013] According to embodiments of this disclosure, the surfactant in the benzopropane composition is present in a content of 0%-99.9% by weight, for example 1%-80%, 2%-60%, 3%-40%, 5%-20%, such as 6%, 8%, or 10%.

[0014] According to embodiments of this disclosure, the phenylpropanone composition comprises, by weight fraction, 5%-25% phenylpropanone, 3%-10% epoxidized soybean oil, 60%-90% solvent and / or 5%-10% surfactant.

[0015] According to embodiments of this disclosure, the phenylpropanone composition, by weight fraction, comprises 5%-25% phenylpropanone, 3%-10% epoxidized soybean oil, 60%-90% solvent and / or 5%-10% surfactant.

[0016] This disclosure also provides the use of the said phenylpropanone composition as a pesticide formulation.

[0017] According to embodiments of this disclosure, the formulation is in the form of an emulsifiable concentrate or a dispersible oil suspension.

[0018] This disclosure also provides the use of epoxidized soybean oil in reducing the tar content in benzoate formulations.

[0019] This disclosure also provides a method for reducing the tar content in benzoate formulations, comprising adding epoxidized soybean oil to the formulation. Beneficial effects

[0020] This disclosure unexpectedly revealed that adding epoxidized soybean oil can reduce the tar content in benzoate preparations. Detailed Implementation

[0021] The technical solutions of this disclosure will be further described in detail below with reference to specific embodiments. It should be understood that the following embodiments are merely illustrative and explanatory of this disclosure and should not be construed as limiting the scope of protection of this disclosure. All technologies implemented based on the above content of this disclosure are covered within the scope of protection intended by this disclosure.

[0022] Unless otherwise stated, the raw materials and reagents used in the following examples are commercially available products or can be prepared by known methods.

[0023] The benzo[a]propargyl formulation disclosed herein is prepared according to the following method: the formulation amount of benzo[a]propargyl technical, solvent, and epoxidized soybean oil are sequentially added to the preparation vessel, stirring is started, and stirring is carried out for 10 minutes. Then, surfactant (if any) is added, the temperature is raised to 30-35℃ and stirred for 1 hour. Samples are taken for observation until the material in the vessel is a clear and transparent solution. Stirring is stopped, samples are taken for testing, and after passing the test, the solution is filtered and bottled.

[0024] Example 1: The formulation consists of 25% by weight of phenylpropargyl + 10% by weight of epoxidized soybean oil + 65% by weight of 150# solvent oil.

[0025] Comparative Example 1a: The formulation consists of 25% by weight of phenylpropanol + 75% by weight of 150# solvent oil.

[0026] Comparative Example 1b: The formulation consists of 25% by weight of phenylpropanol + 10% by weight of calcium dodecylbenzenesulfonate + 65% by weight of 150# solvent oil.

[0027] Comparative Example 1c: The formulation consists of 25% by weight of phenylpropanol + 10% by weight of tristyrene-based phenol polyoxyethylene ether + 65% by weight of 150# solvent oil.

[0028] Example 2: The formulation consists of: 10% phenylpropanol + 5% epoxidized soybean oil + 4.8% calcium dodecylbenzenesulfonate + 3.2% tristyrene-phenylphenol polyoxyethylene ether + 77% 150# solvent oil.

[0029] Comparative Example 2: The formulation consists of 10% benzopropane + 4.8% calcium dodecylbenzenesulfonate + 3.2% tristyrene-phenylphenol polyoxyethylene ether + 82% 150# solvent oil.

[0030] Example 3: The formulation consists of: 5% phenylpropanol + 3% epoxidized soybean oil + 4% calcium dodecylbenzenesulfonate + 2% tristyrene-phenylphenol polyoxyethylene ether + 86% 200# solvent oil.

[0031] Comparative Example 3: The formulation consists of 5% by weight of phenylpropanone + 4% by weight of calcium dodecylbenzenesulfonate + 2% by weight of tristyrylphenol polyoxyethylene ether + 89% by weight of 200# solvent oil.

[0032] Example 4: The formulation consists of: 10% phenylpropargyl + 6% epoxidized soybean oil + 4.4% calcium dodecylbenzenesulfonate + 5.6% castor oil polyoxyethylene ether + 74% methyl oleate.

[0033] Comparative Example 4: The formulation consists of 10% by weight of benzopropane, 4.4% by weight of calcium dodecylbenzenesulfonate, 5.6% by weight of castor oil polyoxyethylene ether, and 80% by weight of methyl oleate.

[0034] Examples 5 to 8: The formulations are as follows:

[0035] Example: Tar Content Detection

[0036] The tar content of the above examples and comparative examples was tested under the following conditions: storage in a constant temperature oven at 54±2℃ for 14 days. After 14 days, 8g (accurate to 0.0002g) of sample was taken and placed in a pre-weighed centrifuge tube. 50g (accurate to 0.0002g) of pentane was added, shaken until completely dissolved, and centrifuged for 15 minutes (3000 rpm). The supernatant was poured off, and another 50g (accurate to 0.0002g) of pentane was added, shaken until completely dissolved, and centrifuged for 15 minutes. The supernatant was poured off, and this process was repeated three times. The lower brown substance was the tar. The sample was dried, and the total weight of the centrifuge tube and the tar was measured.

[0037] Formula for calculating tar mass fraction X (%):

[0038] In the formula:

[0039] M0 — Weight of the centrifuge tube, in grams;

[0040] M1 — Sample weight, in g;

[0041] M2 – Total weight of tar and centrifuge tube, unit: g.

[0042] The test results for each embodiment and comparative example are shown in Table 1.

[0043] Table 1 Comparison of tar extraction amount between the examples and the control examples.

[0044] Data Analysis:

[0045] As can be seen from the data in Table 1,

[0046] Both the examples and comparative examples were stored in a constant temperature oven at 54±2℃ for 14 days. No tar precipitation was detected in either example. The addition of epoxidized soybean oil to the benzoate preparation in this disclosure can effectively reduce the tar content.

[0047] The above description provides an exemplary account of the implementation methods of the technical solution disclosed herein. It should be understood that the scope of protection of this disclosure is not limited to the above-described embodiments. Any modifications, equivalent substitutions, or improvements made by those skilled in the art within the spirit and principles of this disclosure should be included within the scope of protection of the claims of this application.

Claims

1. A benfenapyl composition comprising benfenapyl, epoxidized soybean oil, and optionally a solvent and / or a surfactant.

2. The composition of claim 1, wherein, The benfenapyl composition comprises benfenapyl in a content of 0.1% to 99.9% by weight fraction, for example 1% to 99%, 2% to 80%, 3% to 60%, 4% to 40%, 5% to 25%.

3. The composition according to claim 1 or 2, characterized in that, The benfenapyl composition comprises epoxidized soybean oil in a content of more than 0% by weight fraction, for example 0.1% to 99.9%, 0.5% to 80%, 1% to 60%, 1.5% to 40%, 2% to 20%, 3% to 10%.

4. The composition according to any one of claims 1 to 3, characterized in that, The solvent is selected from at least one of mineral oil, aromatic hydrocarbon solvent (for example 150# solvent oil, 200# solvent oil) or methyl esterified vegetable oil; Preferably, the mineral oil is selected from at least one of white oil and machine oil; the aromatic hydrocarbon solvent is selected from 150# solvent oil, 200# solvent oil; the methyl esterified vegetable oil is selected from at least one of methyl esterified rapeseed oil, methyl esterified cottonseed oil, methyl esterified castor oil, methyl oleate and methyl esterified soybean oil.

5. The composition according to any one of claims 1 to 4, characterized in that, The surfactant is selected from at least one of calcium dodecylbenzenesulfonate, tristyrylphenol polyoxyethylene ether, castor oil polyoxyethylene ether, dioctyl sodium sulfosuccinate, dioctyl calcium sulfosuccinate, dioctyl ammonium sulfosuccinate, block copolymer of ethylene oxide and propylene oxide, fatty alcohol polyoxyethylene ether, alkylphenol polyoxyethylene ether, isomeric alcohol polyoxyethylene ether, polyoxyethylene sorbitan monooleate and sorbitan fatty acid ester.

6. The composition according to any one of claims 1 to 5, characterized in that, The benfenapyl composition comprises solvent in a content of 0% to 99.9% by weight fraction, for example 10% to 98%, 20% to 95%, 30% to 92%, 40% to 90%, 50% to 88%, 60% to 85%; Preferably, the benfenapyl composition comprises surfactant in a content of 0% to 99.9% by weight fraction, for example 1% to 80%, 2% to 60%, 3% to 40%, 5% to 20%.

7. The composition according to any one of claims 1 to 6, characterized in that, The benfenapyl composition comprises 5% to 25% by weight fraction of benfenapyl, 3% to 10% of epoxidized soybean oil, 60% to 90% of solvent and / or 5% to 10% of surfactant; Preferably, the benfenapyl composition consists of 5% to 25% by weight fraction of benfenapyl, 3% to 10% of epoxidized soybean oil, 60% to 90% of solvent and / or 5% to 10% of surfactant.

8. Use of the benfenapyl composition according to any one of claims 1 to 7 as a pesticide preparation. Preferably, the preparation is in the form of an emulsifiable concentrate or dispersible oil suspension.

9. Use of epoxidized soybean oil in reducing the tar content of benfenapyl preparation.

10. A method for reducing the tar content of benfenapyl preparation, comprising adding epoxidized soybean oil in the formulation.

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