CN114903048A - Herbicidal composition containing pinoxaden and its use - Google Patents
Herbicidal composition containing pinoxaden and its use Download PDFInfo
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- CN114903048A CN114903048A CN202210490857.0A CN202210490857A CN114903048A CN 114903048 A CN114903048 A CN 114903048A CN 202210490857 A CN202210490857 A CN 202210490857A CN 114903048 A CN114903048 A CN 114903048A
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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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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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
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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
- A01N25/22—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 ingredients stabilising the active ingredients
-
- 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
- A01N25/30—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 characterised by the surfactants
-
- 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
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The pinoxaden-containing herbicide composition comprises the following components in percentage by mass: contains 2.0 to 10 percent of pinoxaden as an active ingredient, 2.5 to 7.5 percent of clodinafop-propargyl, 0.98 to 1.52 percent of florasulam, 10 to 15 percent of cosolvent, 44.5 to 63.0 percent of solvent, 10 to 15 percent of emulsifier and 10 to 15 percent of safener; in addition, 2 to 3 percent of stabilizer can be added. Through the screening and addition of a cosolvent and a solvent which have higher boiling points and can form effective complexation, the solubility and the heat stabilizer are improved, and the defect that pinoxaden in a product system is easy to decompose is overcome; meanwhile, according to application requirements, the components are compounded and then processed into an emulsifiable concentrate product, so that the synergistic effect is obvious, and the using amount is obviously reduced.
Description
The application is a divisional application with the application number of '2020108534341' and the invention and creation name of 'pinoxaden-containing herbicide composition and application thereof'.
Technical Field
The invention belongs to the technical field of pesticides, and relates to a pinoxaden-containing weeding composition.
Background
Wheat is the most important grain crop in the north of China, the planting area of the whole country is 2500 hectares, and the planting area rises along with the rise of price in recent years. Chemical weeding is one of the main means for controlling weeds in wheat fields in agriculture.
However, the chemical weeding is carried out for a long time, and winter wheat in China faces three problems on weed control: firstly, broad-leaved weeds, such as bentazone and the like, are prevented and removed for a long time, so that the resistance of the dominant broad-leaved weeds (such as descurainia sophia, shepherd's purse and the like) in the wheat field is commonly generated; secondly, because of the single long-term use of broad-leaved weed-resistant herbicide, the dual effect of weeds is caused, and some gramineous weeds and some hard-to-control malignant weeds (such as arthroncus, brome, cleavers and the like) emerge endlessly; thirdly, herbicide phytotoxicity is frequent.
Pinoxaden, CAS accession No.: 243973-20-8, chemical name: 8- (2, 6-diethyl-4-methylphenyl) -1,2,4, 5-tetrahydro-7-oxo-7H- [1,2-d ] [1,4,5] oxydol-9-2, 2-dimethyl propionate belongs to a novel phenyl pyrazole herbicide, is an acetyl coenzyme A (ACC) inhibitor, blocks the biosynthesis of fatty acid, interferes with the formation of cell membranes, and causes the growth of weeds to stop and finally die, and particularly has the control effect of approaching 100 percent on malignant gramineous weeds (such as wild oats, ryegrass, duramen and the like). However, pinoxaden also has three major problems: firstly, the pesticide harm can be generated to wheat and barley seedlings; secondly, the weed resistance is outstanding after long-term single use; thirdly, the decomposition is easy.
Clodinafop-propargyl, CAS accession No.: 105512-06-9, chemical name: 2-propynyl- (R) -2- [4- (5-chloro-3-fluoro-2-pyridyloxy) phenoxy ] propionate belongs to aryloxy propionic herbicides, is an acetyl coenzyme A hydroxylase inhibitor, can effectively inhibit effective synthesis of lipoid, is mainly used for preventing and removing wild oats, alopecurus, oats, ryegrass, common bluegrass, green bristlegrass and the like, and has remarkable effect on malignant weeds. Is easy to hydrolyze in alkaline medium.
Florasulam, CAS accession No.: 145707-23-1, chemical name: the 2 ', 6' -difluoro-5-ethoxy-8-fluoro [1,2,3] triazolo [1,5-C ] pyrimidine-2-sulfonamide belongs to triazolopyrimidine sulfonamide herbicides, is an internal absorption conduction type herbicide, has stable low-temperature efficacy, is mainly used for preventing and killing broad-leaved weeds such as cleavers, chickweed, Liao, compositae and the like in winter wheat fields, and has outstanding efficacy on euphorbia helioscopia which is difficult to prevent and kill in the wheat fields.
The slightly soluble drug and the added third substance form soluble intermolecular complex, association or double salt and the like in the solvent so as to increase the solubility of the drug in the solvent. This third material is referred to as a co-solvent. The cosolvent is soluble in water, mostly low molecular compounds, and most of the formed complexes are macromolecules. Commonly used cosolvents are largely divided into two main classes: one class is certain organic acids and their sodium salts, such as: sodium benzoate, sodium salicylate, p-aminobenzoic acid, etc.; another class is amides, such as: urea, nicotinamide, acetamide, etc. Because the mechanism of cosolvent dissolution is relatively complex and many mechanisms are not clear so far, no clear rule can be followed about the selection of cosolvent, and substances which can form water-soluble intermolecular complexes, double salts or associations with the cosolvent can be generally selected according to the properties of the medicine. Note that it is not a surfactant and thus is distinguished from a solubilizer.
Tetrahydrofuran is a class of heterocyclic organic compounds. It is one of the strongest polar ethers, is used as a medium-polarity solvent during chemical reaction and extraction, is dissolved in most organic solvents such as water, ethanol, ether, acetone, benzene and the like, and has a melting point (DEG C) -108.4 ℃ and a boiling point (DEG C) -65-66 ℃.
Behavior of tetrahydrofurfuryl acetate: colorless liquid, full-bodied fruit flavor, and fragrance similar to methyl formate. The boiling point is 194-196 ℃. Relative density (d2020)1.061, refractive index (n20D) 1.4475. Mixed and dissolved in water, ethanol, diethyl ether and chloroform. Flash point: 84.4 ℃. Toxicity: can be safely used in food (FDA, 172.515, 2000). General use of tetrahydrofurfuryl acetate: a food spice.
DMF (dimethylformamide), a high-boiling-point solvent commonly used in laboratories, has very good solubility and is often used for dissolving substances insoluble in common solvents such as polyimide and the like. The boiling point is 153 ℃ and the decomposition is slow about 160 ℃. Ethylene glycol monomethyl ether also is a very strong solvent with a boiling point of about 140 ℃.
Disclosure of Invention
The purpose of the invention is as follows:
provides the pinoxaden-containing herbicide composition with sufficient dissolution, obvious synergistic effect and high heat storage stability and the application thereof.
The technical scheme is as follows:
the pinoxaden-containing herbicide composition comprises the following components in percentage by mass: 0.5 to 10 percent of pinoxaden, 0.5 to 10 percent of clodinafop-propargyl and florasulam, 5 to 20 percent of cosolvent, 20 to 87.9 percent of solvent, 5 to 20 percent of emulsifier and 0.5 to 20 percent of safener; the emulsifier is at least one of 500# (calcium dodecyl benzene sulfonate), 600#, 400#, 700#, 1601, 1602 and modified castor oil polyether, so as to form emulsifiable herbicide.
The cosolvent is one or more of cyclohexanone, N-methyl pyrrolidone, tetrahydrofuran or tetrahydrofurfuryl acetate (because the molecules of the two components have 4 hydrogen atoms, more hydrogen bonds can be formed with other atoms in the molecules of the effective components to replace complex compounds of coordinate bonds, the solubility is improved, and the tetrahydrofurfuryl acetate has a higher boiling point and a flash point higher than the temperature required during preparation, is used as the cosolvent in the text, is not easy to decompose, is safe to use as a food additive, has good solubility and improves the dissolution assisting effect).
The solvent is one or more of 100#, 150#, 200# solvent oil, DMF or ethylene glycol monomethyl ether (which can be mutually soluble with the cosolvent, and can form hydrogen bond and coordination bond between DMF and tetrahydrofurfuryl acetate).
Common solvents and cosolvents can volatilize to a certain extent when the temperature exceeds 70 ℃, and have certain influence on the solubility of pinoxaden.
Or 0.1 to 5 percent of stabilizer, wherein the stabilizer is: BHT (2, 6-di-tert-butyl-4-methylphenol), BHA (butylhydroxyanisole) or 6-tert-butyl-4-methoxyphenylether.
The safety agent is as follows: fenchlorazole, fenchlorazole or fenchlorazole.
Further preferably, the compound missible oil comprises the following components in percentage by weight:
the configuration steps of the invention are as follows:
adding a certain amount of solvent and cosolvent into a preparation kettle, adding a certain amount of pinoxaden, clodinafop-propargyl and florasulam raw pesticide under stirring, heating to 55 +/-5 ℃, stirring until the mixture is completely clear, then adding an emulsifier and a safener or a stabilizer, fully stirring, finally supplementing a certain amount of solvent to adjust the content, discharging and packaging after the mixture is qualified by analysis.
The missible oil of the invention only needs to adopt a conventional missible oil preparation method, namely: three herbicides are dissolved in cosolvent and solvent, and emulsifier, stabilizer and safener are added. Stirring the mixture until the mixture is clear and transparent.
The herbicide is diluted with water and applied to wheat fields to control annual weeds.
Has the beneficial effects that:
through screening and adding of the safener, the problem of phytotoxicity which is easy to occur when pinoxaden, clodinafop-propargyl and florasulam are used singly or in a mixed way is solved, and a green, safe and synergistic solution is provided for preventing and removing annual weeds of wheat.
By selecting a proper solvent and a cosolvent, the dissolving and dispersing effects of the active ingredients are improved, the drug effect is improved, and the thermal storage stability is reliably guaranteed; the type and the dosage of the stabilizer are screened, so that the good heat storage stability of the product is further ensured, and the problem that the pinoxaden is easy to decompose is solved.
According to application requirements, pinoxaden, clodinafop-propargyl and florasulam are compounded and processed into an emulsifiable concentrate product, so that the synergistic effect is obvious, and the use amount is obviously reduced. Meanwhile, the missible oil is used as an emulsifier, so that the amount of strong polar substances such as water, polar organic solvents and the like is reduced, and the adverse effect on the hydrolysis of the pinoxaden serving as an active substance during storage is reduced. On one hand, a green safe synergistic solution is provided for preventing and removing annual weeds of wheat by adding and screening a safener; on the other hand, the problem that pinoxaden is easy to decompose in a product system is solved through screening of the type and the dosage of the stabilizer.
Detailed Description
Formulation example 1:
dissolving herbicide (pinoxaden, clodinafop-propargyl and florasulam) in solvent of cyclohexanone and No. 150 solvent oil, adding emulsifier (500 #, 600 #), and adding BHT and fenchlorazole. The mixture was stirred until a clear liquid was formed.
Formulation example 2:
dissolving herbicide (pinoxaden, clodinafop-propargyl, florasulam) in solvent of tetrahydrofurfuryl acetate and 200# solvent oil, DMF, adding emulsifier (500 #, 600#, 1602), and adding BHA and cloquintocet-mexyl. The mixture was stirred until a clear liquid formed.
Formulation example 3:
dissolving herbicide (pinoxaden, clodinafop-propargyl and florasulam) in solvent of tetrahydrofuran, 200# solvent oil and ethylene glycol monomethyl ether, adding emulsifier (500 #, 600#, 1602), and finally adding 6-tert-butyl-4-methoxyphenyl ether and cloquintocet-mexyl. The mixture was stirred until a clear liquid formed.
The results of the stability tests for the 3 formulation examples are shown in tables 1 and 2:
TABLE 1
Note: blank 1, blank 2 and blank 3 are the emulsifiable concentrate systems of example 1, example 2 and example 3, respectively, without the addition of the stabilizers BHT, BHA and 6-tert-butyl-4-methoxyphenylene oxide, the removed stabilizer portion being supplemented with a solvent.
TABLE 2
The embodiments 1-3 show that the product prepared by the method is qualified in the aspects of heat storage stability, cold storage stability and emulsion stability, and meets the quality standard of missible oil products. After the stabilizer is added for treatment, the pinoxaden, the clodinafop-propargyl and the florasulam are not obviously decomposed after heat storage, particularly the average decomposition rate of the pinoxaden is reduced from 25 percent of the blank to 2.27 percent, the product stability is strictly controlled within the qualified range, and the product stability improvement effect is obvious.
In order to verify the weeding effect of the weeding compound of pinoxaden, clodinafop-propargyl and florasulam, the weeding compositions of examples 1,2 and 3 are subjected to a plot field pesticide effect test, and a control test is carried out by using a commercial 50g/L pinoxaden missible oil, 15% clodinafop-propargyl wettable powder and 50g/L florasulam suspending agent.
The tested crop is winter wheat, the soil is loam, and the main weeds are cleavers, amur foxtail, brome, descurainia sophia, converter/plant, shepherd's purse and the like. The dosage of each medicament is recommended for the field, 9 treatments are arranged, the treatment is repeated for 4 times, 36 treatment cells are arranged in random block arrangement, the area of each cell is 20 square meters, the wheat is sprayed in the period of 2-5 leaves of the green-turning weeds, after 30 days, 4 points are taken in each cell, each point is 0.25 square meters, the types, fresh weights and control effects of the treated weeds are investigated, and the control effects are calculated; when wheat is harvested, 10 square meters are independently harvested in each cell for measuring yield, and the yield increase is calculated. The evaluation was performed according to the colby method, and the test results are shown in Table 3 below.
TABLE 3
Note: 100 means complete control or death, and 0 means no release or damage.
As can be seen from Table 3, the herbicidal emulsifiable concentrate of the invention has higher herbicidal activity on the tested weeds, namely cleavers, alopecurus, bromus and descurainia, than the activities of the single use of pinoxaden, clodinafop-propargyl and florasulam, and has obvious synergistic effect; no obvious difference is found among all the proportions; after compounding, the herbicide has expanded weed-killing spectrum, double elimination of grass and broadleaf weeds, and obviously reduced active ingredient usage amount.
In addition, in the investigation, in the process of using 5% pinoxaden EC, 15 clodinafop-propargyl ME and 50g/L florasulam SC alone at the initial stage of pesticide application, the winter wheat has the phenomena of slight leaf yellowing and green loss; in the examples 1 to 3, the winter wheat does not find the phenomena of yellow leaves, green loss, plant dwarfing and other phytotoxicity of the wheat at the initial stage of pesticide application in the investigation, and the samples prepared by the method are safe and reliable to winter wheat crops.
Claims (5)
1. The pinoxaden-containing herbicide composition comprises the following components, by mass, 10-15% of a cosolvent, 44.5-63.0% of a solvent, 10-15% of an emulsifier and 10-15% of a safener; the emulsifier is at least one of dodecyl benzene sulfonic acid calcium of 500#, 600#, 400#, 700#, 1601# or 1602#, or modified castor oil polyether; the safener is: at least one of fenchlorazole, mequindox or mefenpyr-diethyl; the method is characterized in that: contains active components of 2.0-10% pinoxaden, 2.5-7.5% clodinafop-propargyl and 0.98-1.52% of florasulam.
2. The pinoxaden-containing herbicide composition of claim 1, characterized by: 2.52 to 3.06 percent of pinoxaden, 1.98 to 3.11 percent of clodinafop-propargyl and 1.0 to 1.5 percent of florasulam.
3. The pinoxaden-containing herbicide composition of claim 1, characterized by: the cosolvent is one or more of cyclohexanone, N-methyl pyrrolidone, tetrahydrofuran or tetrahydrofurfuryl acetate; the solvent is one or more of 100#, 150#, 200# solvent oil, DMF or ethylene glycol monomethyl ether.
4. A pinoxaden-containing herbicide composition as claimed in claim 3, characterised in that: the cosolvent is tetrahydrofurfuryl acetate, and the solvent is DMF.
5. The pinoxaden-containing herbicide composition of claim 1,2,3 or 4, characterized by: and 2-3% of stabilizer, wherein the stabilizer is: 2, 6-di-tert-butyl-4-methylphenol, butyl hydroxyanisole or 6-tert-butyl-4-methoxyphenylether.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105557716A (en) * | 2016-02-04 | 2016-05-11 | 创新美兰（合肥）股份有限公司 | Pinoxaden and clodinafop-propargyl compound emulsifiable oil and preparation method thereof |
| CN106538558A (en) * | 2016-10-13 | 2017-03-29 | 北京明德立达农业科技有限公司 | A kind of herbicidal composition and its application |
| CN107361069A (en) * | 2016-05-11 | 2017-11-21 | 海利尔药业集团股份有限公司 | A kind of Synergistic herbicide compositions |
| CN109287625A (en) * | 2018-11-28 | 2019-02-01 | 浙江中山化工集团股份有限公司 | A kind of florasulam and pinoxaden compounded cream and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102283217B (en) * | 2011-06-27 | 2014-08-13 | 陕西美邦农药有限公司 | Weeding composition containing florasulam and pinoxaden |
| CN106376553A (en) * | 2016-08-26 | 2017-02-08 | 安徽久易农业股份有限公司 | Pinoxaden-compounded water dispersible granule |
| CN106386799B (en) * | 2016-08-31 | 2018-10-16 | 北京明德立达农业科技有限公司 | A kind of oil-suspending agent and its preparation method and application |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105557716A (en) * | 2016-02-04 | 2016-05-11 | 创新美兰（合肥）股份有限公司 | Pinoxaden and clodinafop-propargyl compound emulsifiable oil and preparation method thereof |
| CN107361069A (en) * | 2016-05-11 | 2017-11-21 | 海利尔药业集团股份有限公司 | A kind of Synergistic herbicide compositions |
| CN106538558A (en) * | 2016-10-13 | 2017-03-29 | 北京明德立达农业科技有限公司 | A kind of herbicidal composition and its application |
| CN109287625A (en) * | 2018-11-28 | 2019-02-01 | 浙江中山化工集团股份有限公司 | A kind of florasulam and pinoxaden compounded cream and preparation method thereof |
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