CN115886019A - Dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester and preparation method and application thereof - Google Patents

Dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester and preparation method and application thereof Download PDF

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CN115886019A
CN115886019A CN202211305132.6A CN202211305132A CN115886019A CN 115886019 A CN115886019 A CN 115886019A CN 202211305132 A CN202211305132 A CN 202211305132A CN 115886019 A CN115886019 A CN 115886019A
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ethyl
methoxone
pyrazosulfuron
isooctyl
percent
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余建波
周学强
王海明
戴权
李德鸿
彭成洲
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JIANGXI TIANYOU BIOCHEMICAL CO Ltd
Yizhi Agricultural Technology Co ltd
Jiangxi Hongtudi Chemical Co ltd
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JIANGXI TIANYOU BIOCHEMICAL CO Ltd
Yizhi Agricultural Technology Co ltd
Jiangxi Hongtudi Chemical Co ltd
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Abstract

The invention relates to a herbicide, in particular to a dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester, a preparation method and application thereof, wherein the dispersible oil suspending agent comprises the following components in percentage by mass: 1 to 12 percent of pyrazosulfuron-ethyl, 1 to 60 percent of dimethyl-tetrachloro-isooctyl ester, 8 to 25 percent of emulsifier, 0.1 to 6 percent of dispersant, 0.1 to 5 percent of thickener, 0.1 to 5 percent of solid stabilizer, 0.1 to 5 percent of liquid stabilizer and 100 percent of carrier oil phase. Compared with the prior art, the dispersible oil suspending agent containing pyrazosulfuron-ethyl and MCPA is environment-friendly, good in stability, high in farmland weed control effect, simple and convenient in preparation method and easy for industrial mass production.

Description

Dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester and preparation method and application thereof
Technical Field
The invention relates to a herbicide, in particular to a dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester, and a preparation method and application thereof.
Background
Pyrazosulfuron-ethyl is a sulfonylurea high-activity systemic selective ALS herbicide, and is suitable for preventing and killing annual or perennial broadleaf weeds, cyperaceae and partial gramineous weeds in rice seedling fields, direct seeding fields, transplanting fields and seedling throwing fields. The methoxone is a phenoxyacetic acid selective hormone herbicide, is easy to be absorbed by roots and leaves, and is mainly used for preventing and killing various annual and perennial broadleaf weeds after seedling in rice, wheat, peas, lawns and non-farming areas. Methoxone itself is an acid, with very low solubility in water, and is typically produced as an ester or salt. The commercial forms are generally dimethyl tetrachloroisooctyl and dimethyl tetrachloro sodium salt, wherein the dimethyl tetrachloro sodium salt has poor low temperature resistance and is easy to cause phytotoxicity at low temperature; the safety and the weeding activity of the methoxone isooctyl ester are higher than those of methoxone sodium salt. The reasonable compounding of the pyrazosulfuron-ethyl and the methoxone isooctyl ester can expand the weeding spectrum and improve the weeding activity of the agent.
The currently marketed raw pesticide of the MCPA often contains a certain amount of free acid, and the content of the free acid in enterprise standard for producing the raw pesticide is generally required to be less than or equal to 1.5 percent through inquiry. Although the content of free acid in the raw methoxone isooctyl ester is controlled, the residual free acid has great influence on the chemical stability of pyrazosulfuron-ethyl, which can cause the content degradation. In addition, the residual free acid content of different batches of raw methoxone isooctyl ester produced by different enterprises, even the same enterprise, fluctuates. The formula is not favorable for developing a stable pyrazosulfuron-ethyl and methoxone isooctyl ester dispersible oil suspending agent formula. In order to neutralize free acid, it is common practice to add organic bases, such as triethanolamine and diisopropylamine, to the dispersible oil suspension formulation, although the free acid can be neutralized, the viscosity of the system is inevitably increased, and the dispersibility of the product in water is poor, the fluidity is poor and even the problem of bottom formation occurs. Meanwhile, practice proves that the organic base can accelerate and promote the degradation of pyrazosulfuron-ethyl in the dispersible oil suspending agent.
In addition, in the development of the traditional dispersible oil suspending agent formula, vegetable oil, mineral oil and the like such as methyl oleate, soybean oil, rapeseed oil, corn oil, palm oil and the like are generally adopted as the carrier oil phase. However, the methyl oleate in the market has uneven quality, and components such as methanol and water are easy to remain in the production and synthesis process, which can further cause the pyrazosulfuron-ethyl to degrade; meanwhile, vegetable oil such as methyl oleate, soybean oil and the like contains unsaturated fatty acid, and is easy to rot and rancidity when stored at room temperature, which is one of unstable factors of the system product and also easily causes the degradation of pyrazosulfuron-ethyl, even the product is pasted and solidified. One of the difficulties with mineral oil systems today is the difficulty in emulsification. It is therefore necessary to screen for a more suitable carrier oil phase.
The research on the herbicide has been more, for example, an organic inhibition type rice herbicide is related in patent document CN113519543A, a gramineae lawn compound herbicide is related in patent document CN1939129A, and a sorghum field herbicide is related in patent document CN104396985A, but the compound of pyrazosulfuron-ethyl and methoxone isooctyl, corresponding dispersible oil suspending agents and preparation methods thereof are not mentioned in the three documents. Although the CN112244035A relates to a herbicidal composition containing halosulfuron-methyl, fluroxypyr and methoxone and mentions that the related dosage form contains dispersible oil suspending agent, the formulation adopted in the patent document is the combination of halosulfuron-methyl, which has great limitations in the application range and application method, and no solution is given about the specific formulation of dispersible oil suspending agent or the problems encountered in the process of developing the formulation, and it is difficult to be used as the basis for improving the combination of halosulfuron-methyl and methoxone isooctyl.
In conclusion, although the herbicide formed by reasonably compounding pyrazosulfuron-ethyl and methoxone isooctyl can expand the weeding spectrum and improve the weeding activity of the herbicide; however, the problem of pyrazosulfuron-ethyl stability is solved, and related formulas are only reported in few researches, so that the invention provides a dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl to fill the gap in the aspect.
Disclosure of Invention
The invention aims to solve at least one of the problems and provide a dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl and a preparation method and application thereof.
The purpose of the invention is realized by the following technical scheme:
the invention discloses a dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl, which comprises the following components in percentage by mass:
1 to 12 percent of pyrazosulfuron-ethyl, 1 to 60 percent of dimethyl-tetrachloro-isooctyl ester, 8 to 25 percent of emulsifier, 0.1 to 6 percent of dispersant, 0.1 to 5 percent of thickener, 0.1 to 5 percent of solid stabilizer, 0.1 to 5 percent of liquid stabilizer and 100 percent of carrier oil phase.
Preferably, the mass ratio of the pyrazosulfuron-ethyl to the methoxone isooctyl ester is 1.
Pyrazosulfuron-ethyl (pyrazosulfuron-ethyl), CAS accession number [93697-74-6], chemical structural formula is:
Figure BDA0003905561780000031
MCPA-isooctyl ester (MCPA-isooctyl), CAS number [26544-20-7], and chemical structural formula as follows:
Figure BDA0003905561780000032
the weight sum of the pyrazosulfuron-ethyl and the methoxone isooctyl in the oil suspending agent accounts for 1-72 percent of the total weight of the pesticide preparation.
Preferably, the first and second electrodes are formed of a metal,
the emulsifier is one or more of calcium dodecyl benzene sulfonate, alkylphenol polyoxyethylene ether, castor oil polyoxyethylene ether, fatty alcohol polyoxyethylene ether, tristyrylphenol polyoxyethylene ether, alkylphenol formaldehyde resin polyoxyethylene ether, sorbitan monooleate polyoxyethylene ether, sorbitan fatty acid ester and EO-PO block copolymer;
the dispersing agent is one or more of alkylphenol polyoxyethylene phosphate, castor oil polyoxyethylene phosphate, polycarboxylate and EO-PO block copolymer;
the thickening agent is one or two of organic bentonite and white carbon black;
the solid stabilizer is one or two of sodium dodecyl benzene sulfonate and anhydrous sodium carbonate;
the liquid stabilizer is o-sec-butylphenol;
the carrier oil phase is caprylic/capric glyceride or a mixture of solvent oil S-200 and caprylic/capric glyceride.
It is further preferred that the first and second liquid crystal display panels,
the emulsifier is one or a mixture of any more of dodecyl benzene sulfonic acid calcium (no water and alcohol system), alkylphenol ethoxylates OP-4, OP-7 and OP-10, fatty alcohol polyoxyethylene ether AEO-3, castor oil polyoxyethylene ether EL-10, EL-20, BY-125 and EO-PO block copolymer ethan 992 and ethan NS-500LQ mixed in any proportion;
the dispersant is one or a mixture OF any several OF polycarboxylate SP-OF3472B, atlox 4912 and Atlox 4914 mixed in any proportion.
Preferably, the solid stabilizer is a mixture of sodium dodecyl benzene sulfonate and anhydrous sodium carbonate, wherein the mass ratio of the sodium dodecyl benzene sulfonate to the anhydrous sodium carbonate is = 1.
Preferably, the mass ratio of the solid stabilizer to the liquid stabilizer is = 4.
Preferably, when the content of the tetrachloro isooctyl ester is less than 30%, the carrier oil phase is caprylic capric glyceride; when the content of the tetrachloro-isooctyl ester is more than or equal to 30 percent, the carrier oil phase is a mixture of solvent oil S-200 and caprylic/capric glyceride.
The second aspect of the invention discloses a method for preparing any one of the dispersible oil suspending agents containing pyrazosulfuron-ethyl and methoxone isooctyl, which comprises the following steps:
s1: the pyrazosulfuron-ethyl and the solid-state stabilizer are stirred and mixed according to the formula proportion, then the mixture is subjected to airflow grinding to obtain the particle size D90 of less than or equal to 18 mu m, and the ground materials are stirred and mixed again;
s2: adding an emulsifier and a liquid stabilizer into a part of carrier oil phase according to a formula ratio, and stirring until the emulsifier and the liquid stabilizer are uniformly mixed;
s3: adding the dimethyl tetrachloro isooctyl ester into the solution obtained in the step S2, and continuously stirring until the mixture is uniformly mixed;
s4: adding a thickening agent and the mixed material obtained in the step S1 into the mixed liquid obtained in the step S3, and shearing until the mixed material is uniformly mixed;
s5: sanding the sheared material in the step S4 until the particle size D90 is less than or equal to 5 mu m;
s6: and (5) adding a dispersing agent and the residual carrier oil phase into the material subjected to sanding in the step S5, and shearing until the materials are uniformly mixed to obtain the dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester.
Preferably, the first and second electrodes are formed of a metal,
in the step S1, the stirring and mixing time is 30min; the crushing pressure of the jet milling is 0.78-0.8 MPa, the pulse pressure is 0.4-0.5 MPa, the frequency of the grading wheel is 42Hz, and the feeding frequency is 3-5 Hz;
in the step S2, part of the carrier oil phase accounts for 70-90% of the formula amount of the carrier oil phase;
in the step S5, the sanding is carried out in a horizontal sand mill by adopting three-stage series connection, and the material temperature in the sanding process is less than or equal to 30 ℃.
The third aspect of the invention discloses an application of the dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl in preventing and killing farmland weeds.
Preferably, the farmland weeds are paddy field weeds, and an application method of spraying stem leaves is adopted, but other application technologies applied in agriculture can be adopted according to needs to be used for different farmland weeds.
Compared with the prior art, the invention has the following beneficial effects:
practice proves that the chemical stability of the pyrazosulfuron-ethyl is poor in the oil suspending agent compounded by the pyrazosulfuron-ethyl and the methoxone isooctyl, but the chemical stability of the pyrazosulfuron-ethyl is good in the dispersible oil suspending agent containing the pyrazosulfuron-ethyl and the methoxone isooctyl obtained by the formula scheme of the invention, the decomposition rate of the pyrazosulfuron-ethyl in heat storage tests (54 ℃ and 65 ℃ and 14 d) is lower than 5%, and the pyrazosulfuron-ethyl is benefited by:
1) According to physicochemical properties, the pyrazosulfuron-ethyl is easy to degrade when meeting water and alcohol, and all raw materials selected in the formula components are systems without water and alcohol, so that a good stable environment is created for the pyrazosulfuron-ethyl.
2) The stabilizer combination provided by the invention is one of the keys of pyrazosulfuron-ethyl stability. According to the existing research, a certain amount of free acid is often contained in the raw methoxone isooctyl ester, the pH value of the free acid is generally between 3.0 and 5.0, pyrazosulfuron-ethyl can be degraded in the environment, and the addition of organic base to neutralize the free acid can increase the viscosity of the system easily, so that the product has poor water dispersibility, poor fluidity and even the problem of bottom coagulation. Meanwhile, practice proves that the organic base can promote the degradation of pyrazosulfuron-ethyl in the dispersible oil suspending agent. One of the functions of the anhydrous sodium carbonate in the solid stabilizer is to replace organic alkali and neutralize residual free acid in the raw pesticide of the MCPA, and meanwhile, the viscosity of the dispersible oil suspending agent product cannot be additionally increased; the anhydrous sodium carbonate has another function of being a pH regulator of a system, and the pH value of the dispersible oil suspending agent containing the pyrazosulfuron-ethyl and the methoxone isooctyl ester can be controlled between 6.5 and 8.0. Based on the stabilizer anhydrous sodium carbonate, anhydrous sodium carbonate and twelve sodium carbonate are adoptedThe combination of sodium alkyl benzene sulfonate and o-sec-butylphenol has good stabilizing effect on pyrazosulfuron-ethyl. The possible reason is that under the microenvironment, the product contains trace moisture and H in water molecules + The water-soluble polymer is used as an electrophilic reagent to attack an aromatic ring on the sodium dodecyl benzene sulfonate to generate electrophilic substitution reaction, so that the moisture content is reduced, and the adverse effect of moisture on the pyrazosulfuron-ethyl is further reduced; and o-sec-butylphenol has an antioxidant action. The combination of the anhydrous sodium carbonate, the sodium dodecyl benzene sulfonate and the o-sec-butylphenol stabilizer plays a role in synergistic stabilization.
3) The carrier oil phase caprylic capric glyceride provided by the invention is also an important factor for the stability of pyrazosulfuron-ethyl. According to the existing research, the defects that the oil phase of the traditional dispersible oil suspending agent carrier is 1) easy to cause pyrazosulfuron-ethyl degradation, 2) the unsaturated fatty acid is easy to rot and rancidity when stored at room temperature, and 3) the mineral oil system is difficult to emulsify exist in the product system.
Compared with the traditional vegetable oil and mineral oil such as carrier oil phase methyl oleate, soybean oil and corn oil, the pyrazosulfuron-ethyl and methoxone isooctyl-containing dispersible oil suspending agent obtained by using the caprylic capric triglyceride as the carrier oil phase has relatively better weeding effect, and the reason may be that:
1) According to the principle of similarity and compatibility, the compatibility of the caprylic-capric glyceride and the target weed leaves is stronger, and the medicament can penetrate through the wax layer of the leaves more easily, so that the absorption rate of the medicament by the weeds is improved.
2) The caprylic capric glyceride has certain emulsification stabilizing function, is easier to emulsify compared with vegetable oil such as soybean oil and mineral oil, has smaller emulsified particle size after being diluted by water, and is beneficial to the absorption of liquid medicine in the impurity removing process.
3) The caprylic capric glyceride has good film forming and moisture retention performances, the retention time of the liquid medicine sprayed to the leaves is longer, and the drug effect is effectively guaranteed.
4) The caprylic capric acid glyceride can be absorbed by leaves, and has effect in promoting plant metabolism, thereby increasing the absorption of the leaves to the medicinal preparation.
5) Compared with vegetable oil such as methyl oleate, soybean oil and the like, the caprylic/capric glyceride has better low-temperature performance, still has good fluidity and transparency at the low temperature of minus 10 ℃, is more convenient to use, and is particularly used in northern areas.
In addition, at present, the caprylin-caprin is not found in application reports of pesticide dispersible oil suspending agents, and is mainly used in food, cosmetics and pharmaceutical industries. Therefore, the glyceryl caprylate and caprate serving as the carrier oil phase is innovatively applied to the formula of the dispersible oil suspending agent containing the pyrazosulfuron-ethyl and the methoxone isooctyl ester, unpredictably plays three roles of stabilizing the pyrazosulfuron-ethyl, carrying the oil phase and enhancing the effect, and is an excellent substitute for the traditional carrier oil phase of vegetable oil such as methyl oleate, soybean oil and corn oil and mineral oil.
Different from the traditional preparation method of dispersible oil suspending agent, the preparation method of the invention carries out jet milling on pyrazosulfuron-ethyl original drug, solid stabilizer sodium dodecyl benzene sulfonate and anhydrous sodium carbonate in advance, and has the advantages that:
1) Because the compatibility of the sodium dodecyl benzene sulfonate and the anhydrous sodium carbonate with the carrier oil phase is poor, although the anhydrous sodium carbonate replaces organic alkali to solve one of the technical problems of the invention, the problems of non-fine sanding, uneven particle distribution and the like easily occur when the anhydrous sodium carbonate is directly sanded together with other materials in the practical application in the formula, so that the stability and the repeatability among product batches are poor. In the preparation method, the air flow crushing is carried out in advance, and the sodium dodecyl benzene sulfonate and the anhydrous sodium carbonate particles are pulverized in advance, so that the sodium dodecyl benzene sulfonate and the anhydrous sodium carbonate particles are more easily and uniformly distributed in a dispersible oil suspending agent system, and meanwhile, the problem of low sanding efficiency is solved.
2) The sodium dodecyl benzene sulfonate has the function of a wetting agent besides the function of a stabilizer, and is subjected to air flow crushing together with the pyrazosulfuron-ethyl technical product, so that the crushing efficiency of the pyrazosulfuron-ethyl is improved.
3) Because the original pesticide of the metoclopramide is oily liquid, the original pesticide of the pyrazosulfuron-ethyl is crushed in advance, and the sanding efficiency of the whole system is improved.
In view of the above, it is desirable to provide,
1) According to the invention, anhydrous sodium carbonate is selected to replace organic alkali to neutralize free acid in the raw methoxone isooctyl ester, so that the problems of poor dispersibility in water, poor fluidity and even bottom formation of the product caused by the increase of the viscosity of the system due to the addition of the organic alkali to neutralize the free acid are solved, and the adverse effect of the organic alkali on pyrazosulfuron-ethyl in the system is avoided.
2) The glyceryl caprylate and caprate serving as the carrier oil phase is innovatively introduced into the pesticide dispersible oil suspending agent for application, and the pyrazosulfuron-ethyl and MCPA dispersible oil suspending agent provided by the invention has the triple effects of stabilizing the pyrazosulfuron-ethyl, carrying the oil phase and remarkably increasing the effect.
3) According to the preparation method, the pyrazosulfuron-ethyl original medicine, the stabilizer sodium dodecyl benzene sulfonate and the anhydrous sodium carbonate are subjected to airflow crushing in advance, so that the problems of uneven distribution and low sanding efficiency of the stabilizer sodium dodecyl benzene sulfonate and the anhydrous sodium carbonate in a product system are effectively solved, and the stability and repeatability of the quality among batches of the product are ensured.
4) The dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester provided by the invention is environment-friendly, good in stability and high in effect of preventing farmland weeds.
5) The preparation method provided by the invention is simple and convenient in process and easy to industrialize.
Detailed Description
The present invention is described in detail below with reference to specific examples, but the present invention is not limited thereto in any way.
In the following examples, unless otherwise specified, commercially available reagents that can be routinely obtained by those skilled in the art may be used as the reagents used, and the methods used may be those conventionally used in the art. And, all percentages are by mass unless otherwise indicated.
Example 1
The preparation method of the dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl (formula shown in table 1) comprises the following steps:
1) Putting pyrazosulfuron-ethyl original drug and a solid stabilizer (sodium dodecyl benzene sulfonate and anhydrous sodium carbonate) into a mixing kettle according to a formula ratio, and stirring for 30 minutes; starting a freeze dryer, an air compressor and a 600 type jet mill in sequence, adjusting the milling pressure to be within the range of 0.75-0.8 MPa, the pulse pressure to be within the range of 0.4-0.5 MPa, the frequency of a grading wheel to be 42Hz, slowly adding the mixed materials at the feeding frequency of 3-5 Hz for jet milling, and controlling the milling particle size to be D90 to be less than or equal to 18 mu m; and (3) putting the crushed materials into a mixer for mixing, and stirring for 30 minutes to obtain the materials for later use.
2) Adding an emulsifier and a liquid stabilizer o-sec-butylphenol into a reaction kettle filled with a quantitative carrier oil phase according to a formula ratio, and opening a stirring device to stir for 5 minutes until the materials are uniformly mixed; wherein the adding amount of the carrier oil phase added in the step is controlled to be 70-90% of the total amount of the carrier oil phase.
3) Adding the raw material of the dimethyl tetrachloro isooctyl ester into the mixture obtained in the step 2), and continuously stirring for 10 minutes until the materials are uniformly mixed.
4) Adding the thickening agent and the materials prepared in the step 1) into the step 3), and cutting for 15-25 minutes until the materials are uniformly mixed.
5) Transfer to horizontal sand mill with the material of misce bene in the above-mentioned 4) and carry out the sanding (tertiary series connection, material temperature is less than or equal to 30 ℃ during the sanding), particle diameter control range behind the material sanding: d90 is less than or equal to 5 mu m (the dispersion medium is the corresponding carrier oil phase during detection).
6) Transferring the sanded material to a transfer kettle, adding a dispersing agent and the balance of a carrier oil phase, shearing for 20 minutes until the materials are uniformly mixed, and detecting and subpackaging to obtain the dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl.
Examples 2 to 6
The procedure was as in example 1, and the formulations of the examples are shown in Table 1.
TABLE 1 formulations for examples 1-6
Figure BDA0003905561780000081
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Figure BDA0003905561780000091
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Figure BDA0003905561780000101
The dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester obtained in examples 1-6 was tested for suspension rate, pourability, wet sieve test, persistent foamability, low temperature stability, thermal storage stability and other properties, and the test data are shown in table 2 (in the table, raw drug A refers to pyrazosulfuron-ethyl, raw drug B refers to methoxone isooctyl ester);
wherein, the first and the second end of the pipe are connected with each other,
the content of active ingredients is as follows: measuring by HPLC;
suspension percentage: according to GB/T14825-2006;
pH value: according to GB/T1601-1993;
moisture content: proceeding according to GB/T1600-2021;
fineness determination method (i.e. wet sieve test): performed according to GB/T16150-1995;
dispersion stability: reference GB 28155-2011;
pourability: according to GB/T31737-2015;
and (3) durable foaming property: according to GB/T28137-2011;
heat storage stability: according to GB/T19136-2021;
low-temperature stability: the method is carried out according to GB/T19137-2003.
Table 2 results of performance test of examples 1 to 6
Figure BDA0003905561780000102
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Figure BDA0003905561780000111
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Figure BDA0003905561780000121
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Figure BDA0003905561780000131
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Figure BDA0003905561780000141
Figure BDA0003905561780000151
Note: in the table, the raw pesticide A refers to pyrazosulfuron-ethyl, and the raw pesticide B refers to methoxone isooctyl ester.
As can be seen from Table 2, the dispersible oil suspension agent products containing pyrazosulfuron-ethyl and methoxone isooctyl prepared in examples 1-6 have excellent dispersibility, suspension rate, pourability, wet sieve test, persistent foamability, cold storage stability (-5 ℃) and heat storage stability (65 ℃ and 54 ℃) and the like, wherein the products have good heat storage stability, do not cream and bottom, have good fluidity, and have degradation rates of pyrazosulfuron-ethyl and methoxone isooctyl lower than 5%. It can be seen that the preparation processes of examples 1 to 6 are simple and convenient, and are easy for industrial production.
The 16% pyrazosulfuron-ethyl and methoxone isooctyl dispersible oil suspension prepared in the example 1 is applied to direct seeding paddy fields for preventing and killing annual broadleaf and cyperaceae weeds, the dosage of the effective components is 240-350 g/hectare, the control effect of the whole plant in 15 days is 86.49-90.37%, the control effect of the whole plant in 30 days is 88.77-92.45%, and the control effect of the whole fresh weight in 30 days is 91.22-94.88%, so that the suspension is safe for paddy rice.
The 18% pyrazosulfuron-ethyl and methoxone isooctyl dispersible oil suspension prepared in the example 2 is applied to direct seeding paddy fields for preventing and killing annual broadleaf and cyperaceae weeds, the dosage of the effective components is 240-350 g/hectare, the control effect of the whole plant in 15 days is 87.55-91.14%, the control effect of the whole plant in 30 days is 89.96-93.08%, and the control effect of the whole fresh weight in 30 days is 92.42-95.67%, so that the oil suspension is safe for paddy rice.
The 55% pyrazosulfuron-ethyl and methoxone isooctyl dispersible oil suspension prepared in the embodiment 3 is applied to a direct seeding paddy field for controlling annual broadleaf and cyperaceae weeds, the dosage of the active ingredients is 240-350 g/hectare, the control effect of the whole plant in 15 days is 87.95-91.22%, the control effect of the whole plant in 30 days is 90.12-93.96%, and the control effect of the whole fresh weight in 30 days is 92.65-96.02%, so that the suspension is safe for paddy rice.
The 42 percent pyrazosulfuron-ethyl and methoxone isooctyl dispersible oil suspension prepared in the embodiment 4 is applied to direct seeding paddy fields for preventing and killing annual broadleaf and cyperaceae weeds, the dosage of the effective components is 240 to 350 g/hectare, the control effect of the whole plant in 15 days is 86.55 to 90.13 percent, the control effect of the whole plant in 30 days is 88.46 to 92.24 percent, and the control effect of the whole fresh weight in 30 days is 91.07 to 94.46 percent, thus being safe for paddy rice.
The 64% pyrazosulfuron-ethyl-methoxone isooctyl dispersible oil suspension prepared in the example 5 is applied to direct seeding paddy fields for preventing and killing annual broadleaf and cyperaceae weeds, the dosage of the effective components is 240-350 g/hectare, the control effect of the whole plant in 15 days is 87.00-90.69%, the control effect of the whole plant in 30 days is 88.92-92.66%, and the control effect of the whole fresh weight in 30 days is 92.32-95.05%, so that the suspension is safe for paddy rice.
The 72 percent pyrazosulfuron-ethyl and methoxone isooctyl dispersible oil suspending agent prepared in the embodiment 6 is applied to a direct seeding paddy field to control annual broadleaf and cyperaceae weeds, the dosage of the active ingredients is 240 to 350 g/hectare, the control effect of the whole plant in 15 days is 87.16 to 90.05 percent, the control effect of the whole plant in 30 days is 89.00 to 92.75 percent, and the control effect of the whole fresh weight in 30 days is 91.69 to 94.94 percent, so that the dispersible oil suspending agent is safe for paddy rice.
Therefore, the dispersible oil suspension containing pyrazosulfuron-ethyl and methoxone isooctyl prepared by the invention has good effect of preventing and killing annual broadleaf and cyperaceae weeds when being applied to direct-seeding paddy fields, and is safe for paddy.
Comparative examples 1 to 6
The anhydrous sodium carbonate in the formulas of the embodiments 1 to 6 is replaced by triethanolamine serving as an organic base, the other components and the use amount of the triethanolamine are kept unchanged, the corresponding pH value is controlled, and the detection proves that the decomposition rates of the pyrazosulfuron-ethyl in the dispersible oil suspending agent products containing the pyrazosulfuron-ethyl and the methoxone isooctyl prepared in the comparative examples 1 to 6 are all not qualified and are all more than 30%, and the phenomena of viscosity increase in different degrees or creaming and bottom forming in different degrees can occur. Therefore, in the formula of the oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl, the stabilizing effect of the anhydrous sodium carbonate is better than that of triethanolamine which is an organic alkali, and the prepared dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl has the advantages of good physical stability, no creaming and good fluidity.
Comparative examples 7 to 9
The glycerol caprylate and caprate components in the formula of the example 2 are respectively replaced by methyl oleate (comparative example 7), soybean oil (comparative example 8) and mineral oil (white oil No. 10) (comparative example 9), and the oil suspending agent with the new formula is applied to a direct seeding paddy field to control annual broadleaf weeds and cyperaceae weeds, and the field test results are as follows:
Figure BDA0003905561780000161
from the above data, it can be seen that the synergy of caprylic capric glyceride in the formula of the present invention is most significant compared with methyl oleate, soybean oil and 10# white oil.
The embodiments described above are intended to facilitate a person of ordinary skill in the art in understanding and using the invention. It will be readily apparent to those skilled in the art that various modifications to these embodiments may be made, and the generic principles described herein may be applied to other embodiments without the use of the inventive faculty. Therefore, the present invention is not limited to the above embodiments, and those skilled in the art should make modifications and alterations without departing from the scope of the present invention.

Claims (10)

1. A dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl is characterized by comprising the following components in percentage by mass:
1 to 12 percent of pyrazosulfuron-ethyl, 1 to 60 percent of dimethyl-tetrachloro-isooctyl ester, 8 to 25 percent of emulsifier, 0.1 to 6 percent of dispersant, 0.1 to 5 percent of thickener, 0.1 to 5 percent of solid stabilizer, 0.1 to 5 percent of liquid stabilizer and 100 percent of carrier oil phase.
2. The dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl as claimed in claim 1, wherein the mass ratio of pyrazosulfuron-ethyl to methoxone isooctyl is 1.
3. The dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester according to claim 1,
the emulsifier is one or more of calcium dodecyl benzene sulfonate, alkylphenol polyoxyethylene ether, castor oil polyoxyethylene ether, fatty alcohol polyoxyethylene ether, tristyrylphenol polyoxyethylene ether, alkylphenol formaldehyde resin polyoxyethylene ether, sorbitan monooleate polyoxyethylene ether, sorbitan fatty acid ester and EO-PO block copolymer;
the dispersing agent is one or more of alkylphenol polyoxyethylene phosphate, castor oil polyoxyethylene phosphate, polycarboxylate and EO-PO block copolymer;
the thickening agent is one or two of organic bentonite and white carbon black;
the solid stabilizer is one or two of sodium dodecyl benzene sulfonate and anhydrous sodium carbonate;
the liquid stabilizer is o-sec-butylphenol;
the carrier oil phase is caprylic/capric glyceride or a mixture of solvent oil S-200 and caprylic/capric glyceride.
4. The dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester as claimed in claim 3, wherein the solid stabilizer is a mixture of sodium dodecylbenzene sulfonate and anhydrous sodium carbonate, wherein the mass ratio of sodium dodecylbenzene sulfonate to anhydrous sodium carbonate is = 1-4.
5. The dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl as claimed in claim 3, is characterized in that the mass ratio of the solid stabilizer to the liquid stabilizer is = 4.
6. The dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl as claimed in claim 3, wherein when the methoxone isooctyl content is less than 30%, the carrier oil phase is caprylic capric glyceride; when the content of the methoxone isooctyl ester is more than or equal to 30 percent, the carrier oil phase is a mixture of solvent oil S-200 and caprylic/capric glyceride.
7. A method for preparing the dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl as described in any one of claims 1 to 6, which comprises the following steps:
s1: the pyrazosulfuron-ethyl and the solid-state stabilizer are stirred and mixed according to the formula proportion, then the mixture is subjected to airflow grinding to obtain the particle size D90 of less than or equal to 18 mu m, and the ground materials are stirred and mixed again;
s2: adding the emulsifier and the liquid stabilizer into part of the carrier oil phase according to the formula proportion, and stirring until the emulsifier and the liquid stabilizer are uniformly mixed;
s3: adding the dimethyl tetrachloro isooctyl ester into the solution obtained in the step S2, and continuously stirring until the mixture is uniformly mixed;
s4: adding a thickening agent and the mixed material obtained in the step S1 into the mixed liquid obtained in the step S3, and shearing the mixed liquid until the mixed liquid is uniformly mixed;
s5: sanding the sheared material in the step S4 until the particle size D90 is less than or equal to 5 mu m;
s6: and (4) adding a dispersing agent and the residual carrier oil phase into the material subjected to sanding in the step (S5), and shearing until the materials are uniformly mixed to obtain the dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester.
8. The preparation method of the dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester as claimed in claim 7,
in the step S1, the stirring and mixing time is 30min; the crushing pressure of the jet milling is 0.78-0.8 MPa, the pulse pressure is 0.4-0.5 MPa, the frequency of the grading wheel is 42Hz, and the feeding frequency is 3-5 Hz;
in the step S2, part of the carrier oil phase accounts for 70-90% of the formula amount of the carrier oil phase;
in the step S5, the sanding is carried out in a horizontal sand mill by adopting three-stage series connection, and the material temperature in the sanding process is less than or equal to 30 ℃.
9. The use of the dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl as defined in any one of claims 1 to 6 for preventing and killing farmland weeds.
10. The application of the dispersible oil suspension concentrate containing pyrazosulfuron-ethyl and methoxone isooctyl as claimed in claim 9, wherein the farmland weeds are paddy field weeds, and the application method of stem and leaf spraying is adopted.
CN202211305132.6A 2022-10-24 2022-10-24 Dispersible oil suspending agent containing pyrazosulfuron-ethyl and methoxone isooctyl ester and preparation method and application thereof Pending CN115886019A (en)

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