Clethodim emulsifiable concentrate, and preparation method therefor and use thereof

Abstract

The present invention belongs to the technical field of agricultural herbicides. Provided are a clethodim emulsifiable concentrate, and a preparation method therefor and the use thereof. The clethodim emulsifiable concentrate comprises a clethodim technical material, an anionic surfactant composition (containing anionic surfactant A and anionic surfactant B), a nonionic surfactant, etc. According to the clethodim emulsifiable concentrate provided in the present invention, the mixed use of the specific anionic surfactant composition and the nonionic surfactant can effectively control the cost without requiring stabilizers. The clethodim emulsifiable concentrate features a low decomposition rate of active ingredients, is environmentally friendly, and also has greater efficacy with regard to currently marketed clethodim emulsifiable concentrates. The clethodim emulsifiable concentrate provided in the present invention has characteristics of good appearance, high emulsifiable concentrate stability, low decomposition rates of active ingredients, good efficacy and lower cost control, thereby demonstrating good market promotion and application prospects.

Description

An enoxamate emulsifiable concentrate, its preparation method and application TECHNICAL FIELD

[0001] The present application relates to an enoxamate emulsifiable concentrate, its preparation method and application, belonging to the technical field of agricultural herbicides. BACKGROUND

[0002] Enoxamate, also known as Sylt, has the chemical name of 2-{1-[(3-chloro-2-allyl)oxy] iminylpropyl}-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one. It is a cyclohexanedione herbicide with excellent herbicidal activity. It has strong killing effect on a variety of annual and perennial weeds, and is mainly suitable for the weed control in farmland of more than 40 crops such as soybean, flax, tobacco and watermelon. It can prevent and control more than 30 gramineous weeds such as barnyard grass. The herbicide has a wide application in agricultural production and has great economic market value.

[0003] Enoxamate is unstable due to its compound structure containing multiple non-adjacent carbon-carbon double bonds and oxime functional groups. Its stability is poor and it is easily configurationally inverted under external conditions. At the same time, enoxamate is very sensitive to ultraviolet light, heat, strong acid, strong base, pH value and polar compounds, and can decompose below the boiling point. Due to the unstable and easily decomposable nature of enoxamate technical material, the currently marketed enoxamate emulsifiable concentrate products are mainly in the form of 240EC, with a storage decomposition rate of about 10%. The storage decomposition rates of 360EC and 480EC are mostly more than 10%, resulting in loss of efficacy, waste of resources and unnecessary environmental pollution. The higher the content of enoxamate in the dosage form, the easier it is to decompose. Therefore, high-content enoxamate emulsifiable concentrate dosage forms such as 360EC or 480EC are rarely seen in commercial large-scale production. However, the higher the content of enoxamate technical material in the dosage form, the more the production, transportation and packaging costs can be reduced, and the use of solvents and environmental pollution can also be greatly reduced. Therefore, the development of high-content enoxamate emulsifiable concentrate dosage forms and the application of commercial emulsifiable concentrate dosage forms have very important economic and environmental significance.

[0004] The emulsifiable concentrate formula of enoxamate currently contains anionic surfactants, non-ionic surfactants, stabilizers, synergists, solvents and other ingredients, which is known in the industry. Anionic surfactants are polar compounds, and a certain amount of anionic surfactants must be added to the emulsifiable concentrate formula of enoxamate to obtain a clear emulsifiable concentrate with good stability, which is also known in the industry. Anionic surfactants can promote the emulsification of enoxamate and improve the stability of emulsifiable concentrate, but as polar compounds, they can also cause decomposition of the active ingredients of enoxamate, which is an objective contradiction.

[0005] The current common solution is to achieve good emulsifiable concentrate stability and low decomposition rate by selecting specific anionic surfactants and specific stabilizers. However, there are few reports on the effect of anionic surfactant combinations on the decomposition rate and efficacy of clethodim emulsifiable concentrate. For example, patent CN102318602B reports a stabilizing emulsifier for clethodim emulsifiable concentrate and its preparation method, which uses a combination of anionic surfactant sodium or calcium dodecylbenzenesulfonate and stabilizer 2,6-di-tert-butyl-4-methylphenol; CN106070210A reports a clethodim dispersible oil suspension concentrate with high stability and its preparation method, which uses a combination of anionic surfactant lignosulfonate or alkyl naphthalene sulfonate and stabilizer oil-soluble antioxidant; CN107581188A reports a clethodim emulsifiable concentrate and its preparation method, which uses a combination of anionic surfactant sodium or calcium dodecylbenzenesulfonate and stabilizer N,N'-disalicylidene-1,3-diaminopropane. The above reports mainly focus on the decomposition rate of clethodim emulsifiable concentrate products, and there are few mentions of efficacy. CN115669659B reports a clethodim emulsifiable concentrate and its preparation method and application, which uses a combination of anionic surfactant calcium alkylbenzenesulfonate or succinic acid sulfonate and stabilizer 4,4'-thiobis(6-tert-butyl-3-methylphenol). This report introduces the efficacy of clethodim emulsifiable concentrate, but the decomposition rate is still relatively high, about 4.1-4.6%. Secondly, this patent requires the use of a special stabilizer, 4,4'-thiobis(6-tert-butyl-3-methylphenol), in a relatively large amount. Furthermore, this stabilizer is relatively expensive, which will increase the cost and is not conducive to commercial production. At the same time, the sulfur-containing stabilizer is not environmentally friendly.

[0006] How to select anionic surfactants and specific ratios that are particularly suitable for clethodim emulsifiable concentrate systems, while controlling emulsification and emulsifiable concentrate stability to meet the application requirements of commercial clethodim emulsifiable concentrate formulations, and reducing the decomposition rate of emulsifiable concentrate, is a difficult problem that currently exists. This is particularly challenging in high-concentration clethodim emulsifiable concentrate formulations, which directly leads to the current lack of commercial large-scale production of high-concentration clethodim emulsifiable concentrate formulations such as 360EC or 480EC. In order to solve the decomposition problems of clethodim emulsifiable concentrate, especially the decomposition problems of high-concentration clethodim emulsifiable concentrate, while meeting the application requirements of commercial clethodim emulsifiable concentrate formulations, the selection of surfactants in the product formula, especially the selection of anionic surfactants, and the selection of the amount and ratio of anionic surfactants are particularly important. By selecting specific types of surfactants and controlling specific usage, the decomposition rate of active ingredients can be reduced.

[0007] Therefore, there is an urgent need in the art for a clethodim emulsifiable concentrate that is not easily decomposed at high concentrations, has low cost, and is environmentally friendly. SUMMARY

[0008] The present application aims to solve the problems of high decomposition rate, high cost and environmental unfriendliness of the high concentration of the oxadiazon emulsifiable concentrate in the prior art.

[0009] To achieve the purpose of solving the above problems, the technical solution adopted by the present application is to provide an oxadiazon emulsifiable concentrate, a preparation method and application thereof.

[0010] In a first aspect of the present application, an oxadiazon emulsifiable concentrate is provided, comprising the following components:

[0011] wherein each percentage is a mass percentage, the anionic surfactant A is selected from alkali metal salts and alkaline earth metal salts of alkyl aryl sulfonic acid having a linear or branched alkyl chain, and the anionic surfactant B is selected from sodium salts of succinic acid diester sulfonic acid.

[0012] Preferably, the content of each component is:

[0013] wherein each percentage is a mass percentage, the anionic surfactant A is selected from alkali metal salts and alkaline earth metal salts of alkyl aryl sulfonic acid having a linear or branched alkyl chain, and the anionic surfactant B is selected from sodium salts of succinic acid diester sulfonic acid.

[0014] Preferably, the mass ratio of the anionic surfactant A to the anionic surfactant B is 1:0.5-5.0.

[0015] Preferably, the anionic surfactant A is sodium benzenesulfonate having a C 10 -C 20 alkyl chain or calcium benzenesulfonate having a C 10 -C 20 alkyl chain, and is further preferably sodium dodecylbenzenesulfonate, sodium hexadecylbenzenesulfonate, sodium octadecylbenzenesulfonate, calcium dodecylbenzenesulfonate, calcium hexadecylbenzenesulfonate or calcium octadecylbenzenesulfonate.

[0016] Preferably, the anionic surfactant B is one of sodium dioctyl sulfosuccinate (docusate sodium, CAS: 577-11-7), sodium dibutyl sulfosuccinate and sulfobutane-1,4-diisopropyl ester sodium salt.

[0017] Preferably, the non-ionic surfactant is at least one of castor oil polyoxyethylene ether (CAS: 61791-12-6), rice bran oil polyoxyethylene ether and dibenzyl diphenylol polyoxyethylene ether (agricultural emulsion 300), and is particularly preferably at least one of castor oil polyoxyethylene ether EL-20, castor oil polyoxyethylene ether EL-40 and dibenzyl diphenylol polyoxyethylene ether (agricultural emulsion 300).

[0018] Preferably, the synergist is C8-C 16 Fatty alcohol polyoxyethylene ether (CAS: 111-09-3); particularly preferably at least one of fatty alcohol polyoxyethylene ether AEO-9, fatty alcohol polyoxyethylene ether AEO-10, fatty alcohol polyoxyethylene ether AEO-12.

[0019] Preferably, the solvent is solvent oil; particularly preferably at least one of 150# solvent oil and 200# solvent oil.

[0020] In a second aspect of the present application, a preparation method of the above-mentioned propisochlor emulsifiable concentrate is provided, comprising the following steps: uniformly mixing propisochlor and solvent in proportion, adding synergist, non-ionic surfactant, anionic surfactant A and anionic surfactant B into the above-mentioned solution in the above-mentioned proportion, and uniformly stirring, filtering, to obtain transparent and clear propisochlor emulsifiable concentrate.

[0021] In a third aspect of the present application, the above-mentioned propisochlor emulsifiable concentrate is provided for use in preventing and treating a plurality of gramineous weeds.

[0022] Compared with the prior art, the present application has the following beneficial effects:

[0023] 1. The anionic surfactant A in the present application is an alkali metal salt and an alkaline earth metal salt of alkyl aryl sulfonic acid with a straight-chain or branched alkyl chain; such anionic surfactants such as sodium dodecyl benzene sulfonate have very suitable emulsifying properties for propisochlor emulsifiable concentrate, and are conducive to the appearance of clear propisochlor emulsifiable concentrate. When no anionic surfactant A is added at all, the propisochlor emulsifiable concentrate is prone to turbidity; at the same time, the anionic surfactant A cannot be added too much, and if a relatively large amount is added, the decomposition rate of the propisochlor emulsifiable concentrate will be greatly increased. At the same time, such anionic surfactants have small dosage, low price, sufficient source of industrialized products, large yield, and are conducive to the industrialization of the propisochlor emulsifiable concentrate product.

[0024] 2. The anionic surfactant B used in the present application is sodium salt of succinic acid diester sulfonate, which is a substance with double hydrophobic tails and hydrophilic branched chain structure. Surprisingly, we found that although the anionic surfactant B is also a polar substance, it has a significantly smaller effect on the decomposition rate of propisochlor than the anionic surfactant A. The anionic surfactant B has the dual functions of emulsifiable concentrate quality stability and low decomposition rate of propisochlor emulsifiable concentrate, and it cooperates with other specific non-ionic surfactants and other components, has very good effect, and is very suitable for the propisochlor emulsifiable concentrate system which is relatively easy to decompose.

[0025] 3. The present application provides the clethodim emulsifiable concentrate, by specific anionic surfactant combination, and control the anionic surfactant in the appropriate amount and the appropriate proportion, not only can get the appearance clear, the clethodim emulsifiable concentrate stability is good, but also can control the clethodim emulsifiable concentrate low thermal decomposition rate ( < 4.0%) at the same time. Unexpectedly, in the embodiment of the present application, the thermal decomposition rate of 48% clethodim emulsifiable concentrate (480EC) product is as low as 3.2%; the 12-month storage decomposition rate of 48% clethodim emulsifiable concentrate (480EC) product is as low as 1.4%. At the same time, without the use of stabilizer, can better control the cost; without the use of sulfur-containing stabilizer, it is more environment-friendly, and its efficacy is better than that of the currently marketed clethodim emulsifiable concentrate.

[0026] 4. The clethodim emulsifiable concentrate provided by the present application has good appearance, good emulsifiable concentrate stability, low active ingredient decomposition rate, good efficacy and lower cost control, so that it has good market promotion and application prospect. BRIEF DESCRIPTION OF DRAWINGS

[0027] Figure 1 is the decomposition rate analysis report of the clethodim emulsifiable concentrate of example 6;

[0028] Figure 2 is the flash point analysis report of the clethodim emulsifiable concentrate of example 6. DETAILED DESCRIPTION

[0029] In order to make the present application more obvious and easy to understand, the present application will now be described by the following examples, and these examples are only for illustrative purposes, and are not intended to limit the scope of the present disclosure.

[0030] Formulation example

[0031] Example 1: Preparation of 24% clethodim emulsifiable concentrate

[0032] According to all the components listed in table 1 formula, the clethodim is mixed uniformly with the solvent, the synergist, the nonionic surfactant and the anionic surfactant are put into the above prepared solution and stirred uniformly, and then filtered, to obtain the appearance transparent and clear clethodim emulsifiable concentrate.

[0033] Table 1 24% clethodim emulsifiable concentrate (EC) components

[0034] Example 2: Preparation of 36% clethodim emulsifiable concentrate

[0035] According to all the components listed in table 2 formula, the clethodim is mixed uniformly with the solvent, the synergist, the nonionic surfactant and the anionic surfactant are put into the above prepared solution and stirred uniformly, and then filtered, to obtain the appearance transparent and clear clethodim emulsifiable concentrate.

[0036] Table 2 36% Clethodim EC Formulation

[0037] Example 3: Preparation of 36% clethodim EC

[0038] All the ingredients as listed in the formulation of Table 3, clethodim was mixed well with the solvent, the synergist, non-ionic surfactant and anionic surfactant were added into the above prepared solution and stirred well, filtered, to obtain the clethodim EC with transparent and clear appearance.

[0039] Table 3 36% clethodim EC Formulation

[0040] Example 4: Preparation of 36% clethodim EC

[0041] All the ingredients as listed in the formulation of Table 4, clethodim was mixed well with the solvent, the synergist, non-ionic surfactant and anionic surfactant were added into the above prepared solution and stirred well, filtered, to obtain the clethodim EC with transparent and clear appearance.

[0042] Table 4 36% clethodim EC Formulation

[0043] Example 5: Preparation of 48% clethodim EC

[0044] All the ingredients as listed in the formulation of Table 5, clethodim was mixed well with the solvent, the synergist, non-ionic surfactant and anionic surfactant were added into the above prepared solution and stirred well, filtered, to obtain the clethodim EC with transparent and clear appearance.

[0045] Table 5 48% clethodim EC Formulation

[0046] Example 6: Preparation of 48% clethodim EC

[0047] All the ingredients as listed in the formulation of Table 6, clethodim was mixed well with the solvent, the synergist, non-ionic surfactant and anionic surfactant were added into the above prepared solution and stirred well, filtered, to obtain the clethodim EC with transparent and clear appearance.

[0048] Table 6 48% clethodim EC Formulation

[0049] Example 7: Preparation of 48% clethodim EC

[0050] All the components listed in the formulation of Table 7, cloquintocet mix well with solvent, add synergist, nonionic surfactant and anionic surfactant into the solution prepared above, stir well, filter, then the transparent and clear appearance of cloquintocet-mexyl emulsifiable concentrate is obtained.

[0051] Table 7 Components of 48% cloquintocet-mexyl emulsifiable concentrate (EC)

[0052] Formulation of comparative examples

[0053] Comparative example 1: Preparation of 24% cloquintocet-mexyl emulsifiable concentrate (without adding anionic surfactant A)

[0054] All the components listed in the formulation of Table 8, cloquintocet-mexyl mix well with solvent, add synergist, nonionic surfactant and anionic surfactant into the solution prepared above, stir well, filter, then the transparent and clear appearance of cloquintocet-mexyl emulsifiable concentrate is obtained.

[0055] Table 8 Components of 24% cloquintocet-mexyl emulsifiable concentrate (EC)

[0056] Comparative example 2: Preparation of 36% cloquintocet-mexyl emulsifiable concentrate (without adding anionic surfactant B)

[0057] All the components listed in the formulation of Table 9, cloquintocet-mexyl mix well with solvent, add synergist, nonionic surfactant and anionic surfactant into the solution prepared above, stir well, filter, then the transparent and clear appearance of cloquintocet-mexyl emulsifiable concentrate is obtained.

[0058] Table 9 Components of 36% cloquintocet-mexyl emulsifiable concentrate (EC)

[0059] Comparative example 3: Preparation of 36% cloquintocet-mexyl emulsifiable concentrate (change anionic surfactant B to stabilizer 2,6-di-tert-butyl-4-methylphenol)

[0060] All the components listed in the formulation of Table 10, cloquintocet-mexyl mix well with solvent, add synergist, nonionic surfactant and anionic surfactant, and stabilizer into the solution prepared above, stir well, filter, then the transparent and clear appearance of cloquintocet-mexyl emulsifiable concentrate is obtained.

[0061] Table 10 Components of 36% cloquintocet-mexyl emulsifiable concentrate (EC)

[0062] Comparative example 4: Preparation of 48% cloquintocet-mexyl emulsifiable concentrate (without adding anionic surfactant B)

[0063] All components listed in the formulation of Table 11, cloquintocet mix with solvent, the stabilizer, synergist, non-ionic surfactant and anionic surfactant into the solution prepared above, stirring well, filtration, the appearance of transparent clear cloquintocet emulsion oil.

[0064] Table 11 48% cloquintocet emulsion (EC) components

[0065] Application Example 1: Example and comparative example sample and emulsion stability test

[0066] The samples of the obtained examples 1-7, comparative examples 1-4, and the existing market products are respectively subjected to emulsion stability test according to the following standard: dilute the sample 20 times with 342 ppm standard hard water, place in a constant temperature water bath at 30±1℃, record the separation of floating oil, floating cream and precipitation at 0.5 hours, 2 hours, 24 hours, and the re-emulsification at 24.5 hours (results are shown in Table 12).

[0067] Table 12 emulsion stability test results

[0068] From the above Table 12, the emulsion stability of the samples of the examples and comparative examples is good except for comparative example 1, which meets the requirements of FAO standard for emulsion stability. Comparative example 1 without anionic surfactant A is turbid, indicating that anionic surfactant A is beneficial to the appearance of clear cloquintocet emulsion oil.

[0069] Application Example 2: Comparison of thermal storage stability

[0070] The samples of the obtained examples 1-7, comparative examples 2-4, and the existing market products are respectively subjected to thermal storage stability test according to the following standard: all samples are sealed with ampoule bottles, and subjected to thermal storage experiment in a constant temperature oven at 54±2℃ for 14 days. The change of active ingredient content before and after thermal storage is analyzed and detected by high performance liquid chromatography analysis method (results are shown in Table 13).

[0071] Table 13 emulsion thermal storage stability test results

[0072] The data results of Table 13 show that the different content of clethodim emulsifiable concentrate products in Examples 1-7 have specific anionic surfactant combination, nonionic surfactant in the formula. Their thermal storage decomposition rates are all less than 4.0% after 14 days of storage at 54±2℃, which is significantly lower than the thermal storage decomposition rates of commercially available 240EC clethodim emulsifiable concentrate and commercially available 360EC clethodim emulsifiable concentrate. By comparing Examples 2, 3, 6 with their corresponding comparative Examples 2, 3, 4, it is found that under the same formula system, the thermal storage decomposition rates of the formula containing anionic surfactant B are significantly lower than those of the formula without anionic surfactant B; at the same time, the anionic surfactant A cannot be added too much, and when the anionic surfactant B is not added in Comparative Example 2 and the mass percentage of the anionic surfactant A is 4.2%, the decomposition rate of the clethodim emulsifiable concentrate is significantly increased; when the commonly used stabilizer such as 2,6-di-tert-butyl-4-methylphenol is used to replace the anionic surfactant B, the thermal storage decomposition rate is also significantly higher than that of the formula containing the anionic surfactant B, which shows that the anionic surfactant B can very effectively inhibit the decomposition of the active ingredient in the clethodim emulsifiable concentrate product, and plays a role in controlling the low decomposition rate of clethodim.

[0073] Application Example 3: Ambient temperature storage stability of clethodim 480EC

[0074] The samples obtained in Examples 6 and 7 are subjected to the following standard to detect the ambient temperature long-term storage stability: all the samples are sealed with ampoules, and subjected to the ambient temperature long-term storage stability experiment. Five samples of different weights of Examples 6 and 7 are placed in a thermostat at a temperature of 22℃±2℃ and a relative humidity of 60%±10% for 12 months, and samples are taken every 3 months, and detected at 0 months, 3 months, 6 months, 9 months and 12 months, respectively. The content change of the active ingredient before and after ambient temperature storage is analyzed and detected by high performance liquid chromatography (the results are shown in Table 14).

[0075] Table 14: Test results of ambient temperature storage stability of clethodim 480EC

[0076] The data results of Table 14 show that the clethodim emulsifiable concentrate 480EC products in Examples 6-7 have specific anionic surfactant combination, nonionic surfactant in the formula. Their ambient storage decomposition rates are all ≤1.5% after 12 months of storage at 22±2℃. It shows that the ambient storage decomposition rate of the clethodim emulsifiable concentrate, especially the high content clethodim emulsifiable concentrate, is low. This is very beneficial to prolong the ambient temperature storage shelf life of the clethodim emulsifiable concentrate, and also beneficial to reduce the transportation cost such as the cost of low temperature transportation.

[0077] Application Example 4: Indoor bioactivity determination test of different clethodim emulsifiable concentrate samples on gramineous weed

[0078] The samples of clethodim EC prepared in Example 2, Example 3, Example 4, and a commercially available clethodim 360EC EC were subjected to indoor bioassay test of gramineous weeds.

[0079] Test method: The test was performed according to the method of NY / T 1155.4-2006, Pesticide Indoor Bioassay Test Guideline, Herbicide, Part 4: Stem-leaf Spray Method.

[0080] Test target: Echinochloa crus-galli, Digitaria sanguinalis

[0081] The test agents used in the indoor bioassay test are listed in Table 15.

[0082] Table 15 Test agents

[0083] Test results:

[0084] At 7 days after treatment, 160 ml / hm 2 of clethodim EC of Formulas 1-3 all showed individual plant wilting symptoms, 80 ml / hm 2 of clethodim EC of Formulas 4 and 5 showed leaf chlorosis, and there was no significant difference among the treatments; all treatments of Digitaria sanguinalis were prostrate except the blank control, and there was no significant difference among the agents.

[0085] At 11 days after treatment, Formulas 2 and 3 showed slightly better control of Echinochloa crus-galli than the other formulas, and Formula 3 was slightly better than Formula 2; the control of Digitaria sanguinalis by the different formulas was not significantly different, and Formula 3 was slightly better than Formula 1.

[0086] At 14 days after treatment, Formula 3 showed slightly better control of Echinochloa crus-galli than Formulas 2 and 4, and the control of Digitaria sanguinalis was also slightly better for Formula 3 than for Formulas 2 and 4. The visual grading of the treatments is shown in Table 16.

[0087] Table 16 Visual grading of weeds at 14 days after treatment

[0088] 1st grade: all dead;

[0089] 2nd grade: 0-2.5% of the blank control area;

[0090] 3rd grade: 2.6%-5% of the blank control area;

[0091] 4th grade: 5.1%-10% of the blank control area;

[0092] 5th grade: 10.1%-15% of the blank control area

[0093] 6th grade: 15.1%-25% of the blank control area;

[0094] 7: 25.1-35% of the control area;

[0095] 8: 35.1-67.5% of the control area;

[0096] 9: 67.6-100% of the control area.

[0097] On the 21st day after treatment, the fresh weight of the above-ground parts of the test weeds was measured, and the fresh weight inhibition rate was calculated. The results are shown in Table 17. The effect of 360 g / L clethodim emulsion on Echinochloa crus-galli was better than that on Digitaria sanguinalis, and there was no significant difference in the effect of different formulations at the same dose.

[0098] Effect on Echinochloa crus-galli: 40 ml / hm 2 Treatment, the effect of formula 3 was the highest, reaching 67.12%, followed by formula 2, formula 4, and formula 1; 80 ml / hm 2 Treatment, the effect of formula 2 was the best, followed by formula 4, formula 3, and formula 1; 160 ml / hm 2 Treatment, the effect of formula 2 was the best, followed by formula 3, formula 4, and formula 1.

[0099] Effect on Digitaria sanguinalis: 40 ml / hm 2 Treatment, the effect of formula 3 was the highest, reaching 72.29%, followed by formula 4, formula 1, and formula 2; 80 ml / hm 2 Treatment, the effect of formula 2 was the best, followed by formula 1, formula 4, and formula 3; 160 ml / hm 2 Treatment, the effect of formula 3 was the best, followed by formula 4, formula 2, and formula 1.

[0100] Overall effect on weeds: 40 ml / hm 2 Treatment, the effect of formula 3 was the highest, reaching 69.55%, followed by formula 4, formula 1, and formula 2; 80 ml / hm 2 Treatment, the effect of formula 2 was the best, followed by formula 3, formula 4, and formula 1; 160 ml / hm 2 Treatment, the effect of formula 3 was the best, followed by formula 2, formula 4, and formula 1.

[0101] Data processing was performed using DPS 17.05, and Duncan's new multiple range test was used for 5% level difference significance test analysis between treatments.

[0102] Table 17 Fresh weight inhibition rate (%) of weeds 21 days after treatment

[0103] Test conclusion:

[0104] The alachlor emulsifiable concentrate obtained by the embodiment of the present application has good herbicidal activity on annual grass weeds such as Digitaria sanguinalis and Echinochloa crus-galli, and the control effect on Echinochloa crus-galli is better than that on Digitaria sanguinalis. According to the comprehensive analysis of visual observation and fresh weight control effect, the quick-acting property, persistence and control effect on weeds of the alachlor emulsifiable concentrate obtained from formula 2 in embodiment 3 and formula 3 in embodiment 4 are all better than those of the currently marketed 360g / L alachlor emulsifiable concentrate (360EC).

[0105] The above merely describes the preferred embodiments of the present application, and is not intended to limit the present application in any form or in essence. It should be noted that those skilled in the art can make some improvements and supplements without departing from the present application, and these improvements and supplements should also be considered as the protection scope of the present application. Any equivalent changes, modifications and evolutions made by those skilled in the art based on the disclosed technical content without departing from the spirit and scope of the present application are equivalent embodiments of the present application; meanwhile, any equivalent changes, modifications and evolutions made by those skilled in the art based on the essential technology of the present application are still within the scope of the technical solutions of the present application.

Claims

1. In a first aspect of the present invention, there is provided an oxadiazylate emulsifiable concentrate comprising the following components: wherein Each percentage is a mass percentage, the anionic surfactant A is an alkali metal salt and an alkaline earth metal salt of alkyl aryl sulfonic acid with linear or branched alkyl chain, and the anionic surfactant B is sodium salt of butane diester sulfonic acid.

2. An enoxamide emulsifiable concentrate according to claim 1, the components being present in amounts of:

3. The clethodim emulsifiable concentrate of claim 1, wherein The mass ratio of the anionic surfactant A and the anionic surfactant B is 1:0.5-5.

0.

4. The clethodim emulsifiable concentrate of claim 1, wherein The anionic surfactant A is a sodium salt of a benzene sulfonic acid having an alkyl chain of C 10 -C 20 The anionic surfactant A is a sodium salt of a benzene sulfonic acid having an alkyl chain of C 10 -C 20 The anionic surfactant A is a sodium salt of a benzene sulfonic acid having an alkyl chain of C 5. The clethodim emulsifiable concentrate of claim 4, wherein The anionic surfactant A is one of sodium dodecyl benzene sulfonate, sodium hexadecyl benzene sulfonate, sodium octadecyl benzene sulfonate, calcium dodecyl benzene sulfonate, calcium hexadecyl benzene sulfonate or calcium octadecyl benzene sulfonate; and the anionic surfactant B is one of sodium diisooctyl sulfosuccinate, sodium dibutyl sulfosuccinate or sodium sulfosuccinate-1,4-diisopropyl ester.

6. The clethodim emulsifiable concentrate of Claim 1, wherein The nonionic surfactant is at least one of castor oil polyoxyethylene ether, rice bran oil polyoxyethylene ether and dibenzyl diphenyl polyoxyethylene ether.

7. The clethodim emulsifiable concentrate of claim 6, wherein The nonionic surfactant is at least one of castor oil polyoxyethylene ether EL-20, castor oil polyoxyethylene ether EL-40 and dibenzyl diphenyl polyoxyethylene ether.

8. The clethodim emulsifiable concentrate of Claim 1, wherein The co-agent is a C8-C 16 Fatty alcohol polyoxyethylene ether.

9. The clethodim emulsifiable concentrate of Claim 1, wherein The solvent is solvent oil.

10. A process for the preparation of an oxadiazyl ester emulsifiable concentrate according to any one of claims 1 to 9, characterized in that, The method comprises the following steps: uniformly mixing alkenyl alcohol with solvent in proportion, adding synergist, nonionic surfactant, anionic surfactant A and anionic surfactant B into the above solution in proportion, and stirring uniformly, filtering, and obtaining alkenyl alcohol emulsifiable concentrate with transparent and clear appearance.

11. The use of alkenyl alcohol emulsifiable concentrate as claimed in any one of claims 1-9 in the control of various gramineous weeds.

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