CN110856486A - Microcapsule suspension-suspending agent containing pendimethalin and flumioxazin - Google Patents
Microcapsule suspension-suspending agent containing pendimethalin and flumioxazin Download PDFInfo
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- CN110856486A CN110856486A CN201810958264.6A CN201810958264A CN110856486A CN 110856486 A CN110856486 A CN 110856486A CN 201810958264 A CN201810958264 A CN 201810958264A CN 110856486 A CN110856486 A CN 110856486A
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
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- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
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Abstract
The invention relates to a microcapsule suspension-suspending agent containing pendimethalin and flumioxazin, wherein the pendimethalin is in a microcapsule state, the flumioxazin is in a suspension state, and the weight ratio of the pendimethalin to the flumioxazin is 400:1-1: 5. The microcapsule suspension-suspending agent is used for preventing and treating gramineous weeds and broadleaf weeds in cotton, garlic, wheat, corn, rice, soybean, peanut, orange, grape, sugarcane, potato, celery, strawberry, barley, sunflower and sorghum fields, and has obvious synergistic effect.
Description
Technical Field
The invention relates to the field of pesticide formulations, in particular to a microcapsule suspension-suspending agent containing pendimethalin and flumioxazin.
Background
The microcapsule suspension-suspending agent is a stable dosage form formed by mixing a component which is microencapsulated and a component which is a suspending agent. The microcapsule suspension-suspending agent is prepared by taking a high polymer material as a capsule wall or a capsule membrane, preparing pesticide active ingredients in a capsule core into microcapsules by various chemical and physical methods such as interfacial polymerization, emulsion crosslinking polymerization and the like, then stably suspending the microcapsules in water, and mixing the microcapsules with another active ingredient. For example, the pesticide composition has the characteristic of quick acting while meeting the requirement of prolonging the release of pesticide effect, improves the pesticide effect while preventing the influence of light and microorganisms on the active ingredients of the pesticide, resists rain wash and the like, and is an important direction for the technical development of pesticide preparations in the future.
Pendimethalin (Pendimiethalin), also known as Pendimethalin and aniline herbicides can effectively prevent and kill annual gramineae and some annual broad-leaved weeds, and can be widely applied to various crops such as corn, soybean, peanut, cotton, direct seeding upland rice, potato, tobacco, vegetables and the like to prevent and kill barnyard grass, crabgrass, green bristlegrass, bluegrass, chenopodium album, amaranthus and other weeds in fields.
Flumioxazin (Flumioxazin), an N-phenylphthalimide herbicide, which is created and developed by sumitomo chemical industry co, can inhibit protoporphyrinogen oxidase, cause photosensitization and peroxidation of cell membrane lipid, cause irreversible damage to cell membrane tenderness and mechanisms, and cause stem and leaf necrosis of sensitive weeds after stem and leaf treatment in fields, death after sunlight irradiation, bud necrosis of sensitive weeds after soil treatment, and death after short-time sunlight irradiation.
In the prior art, no report is provided about the composition of pendimethalin and flumioxazin and a microcapsule suspension-suspending agent thereof. The invention aims to solve the technical problem of preparing a microcapsule suspension-suspending agent of pendimethalin and flumioxazin, which has reasonable components and is convenient to use, so as to achieve the purposes of reducing the application times and improving the economic benefit.
Disclosure of Invention
In order to solve the technical problems, the invention is realized by the following technical scheme:
a microcapsule suspension-suspending agent containing pendimethalin and flumioxazin is characterized in that the pendimethalin and the flumioxazin are used as active ingredients, wherein the pendimethalin is in a microcapsule state, the flumioxazin is in a suspension state, and the weight ratio of the pendimethalin to the flumioxazin is 400:1-1: 5; preferably, the weight ratio of the pendimethalin to the flumioxazin is 400:1-1: 2; 1 to 60 percent of pendimethalin, 1 to 60 percent of flumioxazin, 1 to 20 percent of capsule wall material, 0.1 to 5 percent of initiator, 1 to 25 percent of auxiliary agent (surfactant, thickener, antifreeze, pH regulator, defoamer and the like), 0.1 to 5 percent of protective colloid, 1 to 20 percent of cosolvent and the balance of solvent to 100 percent;
the capsule wall material is formed by resin, and comprises polyurethane resin, polyurea resin, urea-formaldehyde resin, melamine-formaldehyde resin and phenol-formaldehyde resin, and preferably polyisocyanate and urea-formaldehyde resin;
the surfactant: a combination of an anionic surfactant (including alkylbenzenesulfonate, alkylsulfonate, alkenylsulfonate, monoalkylsulfate ester salt, polyoxyethylene alkyl ether sulfate ester salt, polyoxyethylene alkylphenyl ether sulfate ester salt, etc.) and an amphoteric surfactant (alkylbetaine, alkylamidobetaine, carbonylbetaine, hydroxysultaine, etc.);
the initiator is one or the combination of any more of acetic acid, hydrochloric acid, ethylenediamine, triethylamine or triethanolamine;
the protective colloid comprises: acacia, alginic acid, and alginate.
The antifreezing agent is one or more selected from ethylene glycol, propylene glycol, urea, diethylene glycol, glycerol, etc.;
the thickener is selected from one or more of xanthan gum, polyvinyl alcohol, organic bentonite, hydroxymethyl cellulose, magnesium aluminum silicate, etc.;
the cosolvent is one or more of methanol, ethanol, acetone, cyclohexanone, dimethyl sulfoxide, tetrahydrofuran and the like;
the solvent is one or more of water, N-methyl pyrrolidone, cyclohexanol, epoxidized soybean oil and vegetable soybean oil, and the solvent is preferably water.
The preparation method of the microcapsule suspension-suspending agent comprises the following steps: dissolving pendimethalin in a cosolvent in a reaction container with heat preservation and stirring, adding an anionic surfactant (alkyl benzene sulfonate, alkane sulfonate, alkene sulfonate, monoalkyl sulfate, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate and the like), a solvent and a capsule wall material, stirring at a high speed of 800-1600 revolutions per minute, adding an initiator after uniformly stirring, stirring at a low speed of 40-150 revolutions per minute, gradually heating to 40-75 ℃, and stirring at a temperature of 40-75 ℃ for 3-6 hours at a stirring speed of 40-150 revolutions per minute to obtain a pendimethalin microcapsule suspending agent; and uniformly shearing and mixing flumioxazin, amphoteric surfactants (alkyl betaine, alkyl amide betaine, carbonyl betaine, hydroxysulfobetaine and the like), thickening agents, antifreezing agents, pH regulators, defoaming agents and the like at a high speed, ball-milling for 1-4 hours in a ball mill to ensure that the particle size of all particles is less than 5 mu m, adding the particles into an aqueous phase solution of the microcapsule suspending agent, stirring for 0.5-3 hours at a stirring speed of 40-150 r/min, and supplementing the balance with deionized water to prepare the microcapsule suspending agent.
The microcapsule suspension-suspending agent can be used for preventing and controlling weeds in crops of the same family of plants such as standing grain cotton, garlic, wheat, corn, rice, soybean, peanut, orange, grape, sugarcane, potato, celery, strawberry, barley, sunflower and sorghum. Such as crab grass, green bristlegrass, alopecurus, carp intestine, barnyard grass, beckmelon, etc.
The invention has the beneficial effects that:
1. the synergistic effect is obvious, and compared with each single agent, the composition has the obvious synergistic effect;
2. protective colloid is creatively added into the microcapsule suspension-suspending agent, so that the microcapsule suspension-suspending agent has the characteristic of quick acting while the requirement of prolonging the release of pesticide effect is met, the pesticide effect is improved while the pesticide active ingredients are not influenced by light and microorganisms, and the like;
3. is safe to mammals, reduces the toxicity of the pesticide active ingredients to crops, and is safe to target crops.
Drawings
FIG. 1 release curve of pendimethalin-flumioxazin microcapsule suspension-suspending agent in water
Detailed Description
The present invention is further illustrated by the following examples, wherein the percentages are by weight, but the present invention is not limited thereto.
1. Indoor Activity assay
To further understand the combined effect of the compounding of the present application on weeds, the inventors performed indoor activity assays on the compounding of pendimethalin and flumioxazin:
test targets: barnyard grass
The test method comprises the following steps: adopting a greenhouse potting method: sowing the weed seeds of the target to be tested on the inner cover of the plastic pot, putting the plastic pot into a greenhouse for culturing after fine soil is coated on the inner cover, carrying out stem leaf spraying treatment when weeds grow to 2-4 leaves, spraying 1mL of pesticide liquid in each pot, repeating the treatment for 4 times, and setting the treatment without the pesticide as a control. Culturing in a greenhouse after treatment, observing the growth condition of the target weeds regularly, calculating the control effect after 15 days, and calculating ED by using a least square method50(95% confidence interval) and the cotoxicity coefficient (CTC) was calculated by the Sun cloud Pepper method. The test results are shown in Table 1.
TABLE 1 results of the combined action of pendimethalin and flumioxazin at different ratios on barnyard grass
As can be seen from Table 1, the combination of pendimethalin and flumioxazin has a significant synergistic effect on barnyard grass in the ratio range of 400:1 to 1: 5.
2. Preparation of microencapsulated suspension-suspensions
1.1 selection of emulsifier combinations
Commonly used anionic surfactants, nonionic surfactants, amphoteric surfactants and cationic surfactants were screened for excellent emulsifier combinations using commonly used orthogonal experiments, and the results are shown in table 2.
TABLE 2 Cross emulsification Effect of different emulsifiers
Note: , + + + + indicates very good emulsification, + indicates good emulsification, and + indicates emulsification in general, -indicates no emulsification.
The above results show that the emulsification effect is best when different surfactants (anionic and amphoteric) are mixed, while the emulsification effect is general when one emulsifier is used alone, and even the non-emulsification phenomenon occurs when cationic and anionic surfactants are used together. Therefore, when selecting the surfactant, an anionic surfactant is selected as the aid 1, and an amphoteric surfactant is selected as the aid 2, so that the emulsifying effect is improved.
1.2 formulation examples
Example 1: 40.1% pendimethalin-flumioxazin microcapsule suspension-suspending agent
The formula is as follows: 40% of pendimethalin, 0.1% of flumioxazin, 6% of dimethyl sulfoxide, 1% of ethylenediamine, 6% of sodium dodecyl benzene sulfonate, 1% of alginate, 7% of alkyl betaine, 7% of polyisocyanate, 0.1% of glycol, 0.5% of xanthan gum and water, wherein the balance is up to 100%.
The preparation process comprises the following steps: dissolving pendimethalin in dimethyl sulfoxide in a reaction vessel with heat preservation and stirring, then adding sodium dodecyl benzene sulfate, alginate, a solvent and polyisocyanate, stirring at a high speed (1000 revolutions per minute), adding ethylenediamine after stirring uniformly, stirring at a low speed (45 revolutions per minute), gradually heating to 70 ℃, and then stirring at a low speed (50 revolutions per minute) for 5 hours at a heat preservation condition of 70 ℃ to obtain a microcapsule suspending agent containing pendimethalin; and then shearing and uniformly mixing flumioxazin, alkyl betaine, ethylene glycol and xanthan gum at a high speed, ball-milling for 2.5 hours in a ball mill to ensure that the particle size of particles is below 5 mu m, adding the particles into the aqueous phase solution of the microcapsule suspending agent, stirring at a low speed (50 revolutions per minute) for 1.5 hours, and supplementing the balance with deionized water to prepare the microcapsule suspending-suspending agent.
Example 2 was prepared according to the same preparation process as example 1.
Example 2: 60% pendimethalin-flumioxazin microcapsule suspension-suspending agent
20% of pendimethalin, 40% of flumioxazin, 5% of dimethyl sulfoxide, 2% of ethylenediamine, 2% of sodium dodecyl benzene sulfate, 1% of alginate, 8% of alkyl betaine, 8% of polyisocyanate, 0.1% of glycol, 0.5% of xanthan gum and the balance of water to 100%.
Comparative example 1: comparative example 1 was prepared according to the preparation method of example 1, except that no alginate was added.
The basic indexes of the microcapsule suspension-suspending agent prepared in inventive example 1 and comparative example 1 are shown in table 3.
TABLE 3 basic indications of the suspension-suspension formulations of the microcapsules of the invention
The tests show that the microcapsule suspension-suspending agent has excellent performance, good dispersion and suspension properties and has the dual advantages of the microcapsule and the suspending agent; compared with comparative example 1, the suspension rate is improved to a certain extent.
1.3 measurement of Release Rate of pendimethalin microcapsules in Water
Adding 10mL of water into each microcapsule, soaking for 1 day, centrifuging to separate liquid and microcapsule, taking out liquid, measuring the amount of pendimethalin, adding 10mL of water into microcapsule, and repeating for 6 days to obtain pendimethalin released by microcapsule every 6 days. Taking the release time as an abscissa and the release rate as an ordinate, making a curve of the relationship between the release rate and the release time to obtain a release curve of the pendimethalin microcapsule in water, wherein the test result is shown in figure 1. It can be seen that the microcapsule of the present invention has excellent slow release performance, homogeneous release of the effective components and long release period after adding the protective colloid.
3. Test of field drug effect
Reagent to be tested: the compound herbicides of examples 1-2 and comparative example 1.
Control agents: 33% pendimethalin emulsifiable concentrate (control agent 1) and 50% flumioxazin wettable powder (control agent 2).
And (3) controlling crops: cotton.
Control target: herba Setariae viridis, Abutili, Echinochloa crusgalli, and Amaranthus retroflexus
The test method comprises the following steps: the test was carried out in a cotton field, each group treated 3 times repeatedly, the treatment area being about 20m2Accurately weighing various medicaments according to the area of a test cell, and carrying out spraying treatment before seedlings. The death of weeds is counted at 30 days after the application of the herbicide, the herbicidal activity of various agents is compared, and in addition, the growth of crops is observed within 40 days after the application of the herbicide to investigate whether the agents have phytotoxicity on the crops. The results are shown in Table 4.
TABLE 4 herbicidal effect of pendimethalin-flumioxazin microcapsule suspension-suspending agent after 30d
The field test result shows that the pendimethalin-flumioxazin microcapsule suspension-suspending agent has no phytotoxicity to cotton seedlings. In subsequent investigation, the duration of the microcapsule suspension-suspending agent of the present invention is significantly longer than that of each single agent in all tested agents, which indicates that the duration of the agent is significantly prolonged after the composition of the present invention is made into a microcapsule suspension-suspending agent.
Claims (8)
1. A microcapsule suspension-suspending agent containing pendimethalin and flumioxazin is characterized in that the pendimethalin and the flumioxazin are used as active ingredients, wherein the pendimethalin is in a microcapsule state, the flumioxazin is in a suspension state, and the weight ratio of the pendimethalin to the flumioxazin is 400:1-1: 5.
2. Suspension-suspension concentrate of microcapsules according to claim 1, characterized in that the content by weight of pendimethalin is between 1% and 60%, the content by weight of flumioxazin is between 1% and 60%, the content by weight of the wall material is between 1% and 20%, the content by weight of the initiator is between 0.1% and 5%, the content by weight of the adjuvant is between 1% and 25%, the protective colloid is between 0.1% and 5%, the content by weight of the co-solvent is between 1% and 20%, the solvent making up to 100%.
3. Suspension of microcapsules according to any of claims 1-2 characterized in that the adjuvant is one or several of surfactants, thickeners, anti-freeze agents, pH regulators, anti-foaming agents and the wall material is formed by resins including polyurethane resins, polyurea resins, urea-formaldehyde resins, melamine-formaldehyde resins and phenol-formaldehyde resins.
4. The microcapsule suspension-suspension according to claim 3, characterized in that the wall material is polyisocyanate, urea-formaldehyde resin.
5. Suspension-suspension formulation of microcapsules according to claim 3 characterized in that the surfactants are anionic and amphoteric surfactants; the anionic surfactant is alkylbenzene sulfonate, alkane sulfonate, alkene sulfonate, monoalkyl sulfate ester salt, polyoxyethylene alkyl ether sulfate ester salt and polyoxyethylene alkyl phenyl ether sulfate ester salt; the amphoteric surfactant is alkyl betaine, alkyl amide betaine, carbonyl betaine and hydroxysulfobetaine; the protective colloid comprises: acacia, alginic acid, and alginate.
6. Suspension-suspension formulation of microcapsules according to any of claims 2 to 5, characterized in that: the initiator is one or the combination of any more of acetic acid, hydrochloric acid, ethylenediamine, triethylamine or triethanolamine; the antifreezing agent is one or more selected from ethylene glycol, propylene glycol, urea, diethylene glycol and glycerol; the thickening agent is selected from one or more of xanthan gum, polyvinyl alcohol, organic bentonite, hydroxymethyl cellulose and magnesium aluminum silicate; the cosolvent is one or more of methanol, ethanol, acetone, dimethyl sulfoxide, tetrahydrofuran and cyclohexanone; the solvent is as follows: one or more of water, N-methyl pyrrolidone, cyclohexanol, epoxidized soybean oil and vegetable soybean oil.
7. A process for the preparation of a suspension of microcapsules according to any one of claims 1 to 6, comprising: the method is characterized in that: dissolving pendimethalin in a cosolvent in a reaction vessel with heat preservation and stirring, adding an anionic surfactant, a solvent and a capsule wall material, stirring at a high speed of 800-1600 revolutions per minute, adding an initiator after stirring uniformly, stirring at a low speed of 40-150 revolutions per minute, gradually heating to 40-75 ℃, and stirring at a stirring speed of 40-150 revolutions per minute for 3-6 hours at a heat preservation condition of 40-75 ℃ to obtain a pendimethalin microcapsule suspending agent; and then uniformly shearing and mixing flumioxazin, an amphoteric surfactant, a thickening agent, an antifreezing agent, a pH regulator and a defoaming agent at a high speed, ball-milling in a ball mill for 1-4 hours to ensure that the particle size of particles is below 5 mu m, adding the particles into an aqueous phase solution of the microcapsule suspending agent, stirring at a stirring speed of 40-150 r/min for 0.5-3 hours, and supplementing the balance with deionized water to prepare the microcapsule suspending-suspending agent.
8. Use of the microcapsule suspension-suspension concentrate of any of claims 1-6 for controlling cotton, garlic, wheat, corn, rice, soybean, peanut, citrus, grape, sugarcane, potato, celery, strawberry, barley, sunflower, sorghum field grasses and broadleaf weeds.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111616153A (en) * | 2020-06-19 | 2020-09-04 | 合肥科奥生物科技有限公司 | Herbicidal composition containing metamitron |
| WO2021189447A1 (en) * | 2020-03-27 | 2021-09-30 | Dow Global Technologies Llc | Fosthiazate pesticide formulations |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2021189447A1 (en) * | 2020-03-27 | 2021-09-30 | Dow Global Technologies Llc | Fosthiazate pesticide formulations |
| CN115190763A (en) * | 2020-03-27 | 2022-10-14 | 陶氏环球技术有限责任公司 | Thiazolophosphine insecticide formulations |
| CN111616153A (en) * | 2020-06-19 | 2020-09-04 | 合肥科奥生物科技有限公司 | Herbicidal composition containing metamitron |
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