CN112568223A - Weeding composition, application thereof and herbicide - Google Patents
Weeding composition, application thereof and herbicide Download PDFInfo
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- CN112568223A CN112568223A CN202011631196.6A CN202011631196A CN112568223A CN 112568223 A CN112568223 A CN 112568223A CN 202011631196 A CN202011631196 A CN 202011631196A CN 112568223 A CN112568223 A CN 112568223A
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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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
- A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
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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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic 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
- 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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- 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
- A01N43/42—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 condensed with carbocyclic rings
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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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
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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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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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
- A01N43/74—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 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
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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
- A01N43/80—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 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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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
- A01N43/88—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 three ring hetero atoms
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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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Abstract
The invention relates to the field of pesticides, and discloses a weeding composition, application thereof and a herbicide, wherein the composition comprises the following components in parts by weight: (0.01-100) of a component A and a component B, wherein the component A is a compound 168 shown in a formula (1), and the component B is metamifop shown in a formula (2); optionally, the composition also contains a component C shown in a formula (3). The weeding composition and the herbicide provided by the invention can overcome the defect of low safety when the agent provided by the prior art is used for preventing and controlling weeds in a paddy field, and simultaneously improve the stability of weeding effect and the speed of weed death.
Description
Technical Field
The invention relates to the field of pesticides, and particularly relates to a weeding composition, application of the weeding composition in preventing and treating weeds in a paddy field, and a herbicide.
Background
Gramineous weeds in rice fields become a main factor threatening the rice yield, and the phenomenon of dead growth even occurs in areas with strong drug resistance of barnyard grass and moleplant seed.
At present, methods for controlling weeds in paddy fields are divided into a sealing treatment and a stem and leaf spray treatment, and the stem and leaf spray control of these weeds is the main means. However, the weeds have certain resistance to conventional medicaments such as quinclorac, penoxsulam, metamifop and the like, the control difficulty is increased, and the control cost is increased.
Compound 168 (the english name is (R) -2- (1- (2- (4-chlorophenoxy) propylimino) -butyl) -5- (2- (ethylhio) propyl) -3-hydroxycyclohexox-2-one) is also a cyclohexenone herbicide having the formula:
compound 168 is an ACCase inhibitor. Is mainly used for preventing and controlling gramineous weeds in paddy fields.
The compound 168 has a unstable control effect in preventing and killing barnyard grass, moleplant seed, crab grass and green bristlegrass in paddy fields, and the improvement of the using dosage can increase the stability of pesticide effect, but easily causes phytotoxicity to paddy.
Disclosure of Invention
The invention aims to overcome the defect of low safety when the medicament provided by the prior art is used for preventing and controlling weeds in paddy fields.
Another purpose of the invention is to overcome the defects of unstable weeding effect and slow weed killing speed of the cyclohexenone herbicide compound 168. At present, no herbicide for paddy fields has good control effect on weeds in various families in a broad spectrum, and the occurrence situation of local weeds can be solved only by mixing various different herbicides, but the mutual resistance of the weeds to the herbicide is caused, the mixed herbicide is antagonistic, the activity is reduced, the rice is seriously damaged, and the like.
The inventors of the present invention have found through their studies that when the compound 168 is mixed with a specific amount of metamifop, the effect on grassy weeds such as barnyard grass and crabgrass can be remarkably increased, and the safety to rice can be improved. Accordingly, the present inventors have completed the technical solution of the present invention.
In order to achieve the above object, a first aspect of the present invention provides a herbicidal composition comprising a herbicidally effective amount of component a and component B in a weight ratio of 1: (0.01-100), wherein the component A is a compound 168 shown in a formula (1), and the component B is metamifop shown in a formula (2); optionally, the composition also contains a component C shown in a formula (3);
in a second aspect of the present invention, there is provided the use of the aforementioned herbicidal composition for controlling weeds in paddy fields.
In a third aspect of the present invention, there is provided a herbicide comprising an active ingredient and an adjuvant, wherein the active ingredient comprises the herbicidal composition of the first aspect.
The weeding composition and the herbicide provided by the invention can overcome the defect that the herbicide provided by the prior art has obvious resistance when used for preventing and controlling weeds in a rice field, and have good prevention and control effects on resistant weeds in the rice field. In addition, the weeding composition and the herbicide provided by the invention can overcome the defect that the cyclohexenone herbicide compound 168 can cause serious phytotoxicity to crops such as rice and the like, have good control effect on common gramineous weeds in paddy fields, and have high safety to rice.
Particularly, the weeding composition and the herbicide provided by the invention can obviously increase the control effect on grassy weeds such as barnyard grass, moleplant seed and the like, and can improve the safety to rice and the speed of killing the grass.
Detailed Description
The endpoints of the ranges and any values disclosed herein are not limited to the precise range or value, and such ranges or values should be understood to encompass values close to those ranges or values. For ranges of values, between the endpoints of each of the ranges and the individual points, and between the individual points may be combined with each other to give one or more new ranges of values, and these ranges of values should be considered as specifically disclosed herein.
As previously mentioned, a first aspect of the present invention provides a herbicidal composition comprising a herbicidally effective amount of component a and component B, said components a and B being present in a weight ratio of 1: (0.01-100), wherein the component A is a compound 168 shown in a formula (1), and the component B is metamifop shown in a formula (2); optionally, the composition also contains a component C shown in a formula (3);
the components in the pesticide composition provided by the invention can be stored in a mixed way or can be stored separately, and the composition provided by the invention comprises the steps of storing the components in the pesticide composition respectively and mixing the components for use in a tank mixing way.
Preferably, in the herbicidal composition, the weight ratio of the component a to the component B is 1: (0.05 to 50); more preferably 1: (0.1 to 30); particularly preferably 1: (0.3-10).
The inventors of the present invention have found that, in particular, a catalyst comprising a 1: (0.3-10) the weeding composition containing the component A and the component B can be used for preventing and controlling weeds in paddy fields, the formed weeding composition can realize 100% prevention effect on gramineous weeds in paddy fields such as barnyard grass and moleplant seed, and the safety on crops is high.
Preferably, in the herbicidal composition, the weight ratio of the component a to the component C is 1: (0-0.5).
In fact, the component C in the herbicidal composition of the present invention does not have a good effect of controlling weeds, but, due to the limitations of the existing processes, it is difficult to achieve 100% purity of the component a obtained in the prior art and to control the cost, and a certain amount of the component C is basically contained, so that the herbicidal composition of the present invention optionally contains the component C, and the inventors of the present invention have found that when the weight ratio of the component C to the component a is not more than 0.5: 1, the herbicidal compositions of the present invention all have excellent weed control effects and are highly safe to crops.
As described above, the second aspect of the present invention provides the use of the aforementioned herbicidal composition for controlling weeds in paddy fields.
Preferably, the weeds are one or more than two of grassy weeds.
More preferably, the weeds are one or more of grassy weeds such as barnyard grass, moleplant seed, green bristlegrass, large crabgrass, paspalum distichum and rice leersia hexandra.
As mentioned above, the third aspect of the present invention provides a herbicide, which is composed of an active ingredient and an adjuvant, wherein the active ingredient comprises the herbicidal composition of the first aspect.
Preferably, the content of the active ingredient is 1-95 wt% based on the total weight of the herbicide; more preferably 1 to 80 wt%.
Preferably, the auxiliary material is at least one of an emulsifier, a dispersant, a wetting agent, a spreader, a stabilizer, a defoamer, a synergist, a penetrant, a binder, a safener, a carrier and a filler.
Preferably, the herbicide of the present invention has a formulation selected from at least one of wettable powder, soluble powder, emulsifiable concentrate, aqueous suspension, dispersible oil suspension, aqueous emulsion, microemulsion and water dispersible granule.
The method for forming the dosage forms of wettable powder, soluble powder, missible oil, water suspending agent, dispersible oil suspending agent, aqueous emulsion, microemulsion, water dispersible granule and the like is not particularly limited, and the skilled person can form various dosage forms provided by the invention by referring to the method provided in the modern pesticide dosage form processing technology (edited by Liuguang text, chemical industry publishers).
The component B of the present invention may be in other active forms of the foregoing, for example, in the form of an ester or salt thereof, and the like.
Preferably, the herbicide of the present invention is prepared by separately storing the components of the pesticidal composition forming the active ingredient and mixing them together as a tank mix.
The present invention will be described in detail below by way of examples. In the following examples, unless otherwise specified, all the raw materials used are commercially available products.
The preparation method of (R) -2- (4-chloro-phenoxy) -propoxylamine comprises the following steps:
adding p-chlorophenol (0.515mol), potassium carbonate (0.5mol) and petroleum ether (500ml) into a reaction bottle for refluxing and water diversion, reacting for 30min, dropwise adding (S) -methyl chloropropionate (0.5mol), after dropwise adding, continuously refluxing and water diversion for 12h at 65 ℃, adding water (100ml) after HPLC (high performance liquid chromatography) detects that the methyl chloropropionate is basically unchanged, stirring, standing for demixing, washing an organic phase with water twice, and removing the petroleum ether under reduced pressure to obtain the 2-p-chlorophenoxypropionic acid methyl ester.
Adding sodium borohydride (1mol), anhydrous calcium chloride (0.05mol), toluene (500ml) and ethanol (500ml) into a reaction bottle, uniformly mixing, continuously dropwise adding the prepared methyl 2-p-chlorophenoxypropionate (0.5mol), reacting for 4 hours at 30 ℃ after the dropwise adding is finished, adding 20 wt% ammonium chloride aqueous solution (1mol calculated by pure substances) for hydrolysis reaction after HPLC (high performance liquid chromatography) detects that the content of the methyl 2-p-chlorophenoxypropionate is less than 1 wt%, wherein the hydrolysis temperature is 30 ℃, the hydrolysis time is 1 hour, standing and layering after the reaction is finished, extracting twice by using toluene, combining organic phases, and cleaning and removing a solvent to obtain (R)2- (4-chlorophenoxy) -propanol.
Adding 2- (4-chloro-phenoxy) -propanol (0.5mol), triethylamine (0.585mol) and toluene (500ml) into a reaction bottle, dropwise adding methanesulfonyl chloride (0.6mol), reacting for 3h at 30 ℃, adding water for stirring and layering after detecting that the content of 2- (4-chloro-phenoxy) -propanol is less than 1 wt% by HPLC (high performance liquid chromatography), and removing toluene from an organic phase to obtain methanesulfonic acid [2- (4-chloro-phenoxy) -propyl ] ester.
Adding methanesulfonic acid [2- (4-chloro-phenoxy) -propyl ] ester (0.5mol), acetohydroxamic acid (0.85mol) and DMSO (600ml) into a reaction bottle, stirring to dissolve, adding sodium hydroxide (2mol), reacting at 60 ℃ for 10h, detecting by HPLC that the methanesulfonic acid [2- (4-chloro-phenoxy) -propyl ] ester is basically unchanged, distilling to remove DMSO, dissolving residual organic phase in the bottle with water, extracting with dichloromethane for three times, and removing dichloromethane to obtain N- [2- (4-chloro-phenoxy) -propoxy ] acetamide.
Adding N- [2- (4-chloro-phenoxy) -propoxy ] acetamide (0.5mol) and ethanol (100ml) into a reaction bottle, dropwise adding 30 wt% of hydrochloric acid (1mol calculated by hydrogen ions), reacting for 5h at 30 ℃, removing the ethanol in the system after detecting the content of the N- [2- (4-chloro-phenoxy) -propoxy ] acetamide by HPLC (high performance liquid chromatography) to be less than 1 wt%, adding 30 wt% of NaOH to adjust the pH value to 14, extracting twice by using dichloromethane, and removing the dichloromethane to obtain (R) -2- (4-chloro-phenoxy) -propoxylamine, wherein the optical purity is not less than 95%.
The preparation method of (S) -2- (4-chloro-phenoxy) -propoxylamine comprises the following steps:
similar to the preparation of (R) -2- (4-chloro-phenoxy) -propoxylamine, except that: replacing (S) -methyl chloropropionate with (R) -methyl chloropropionate to prepare (S) -2- (4-chloro-phenoxy) -propoxylamine, wherein the optical purity is more than or equal to 95%.
2- (1-butyryl) -5- (2-ethylmercaptopropyl) -1, 3-cyclohexanedione: purchased from Shandong Xianda agrichemical Co., Ltd.
Mass spectrometry: manufactured by icpms-2030 Shimadzu.
400M nuclear magnetism: manufactured by Bruker.
Automatic polarimeters: WZZ-2S, Shanghai instrumental electrical production.
The raw materials used in the following examples are specifically as follows:
and (2) component A:
compound 168, synthesized in the laboratory by the following synthetic route:
the specific synthesis method comprises the following steps: to a reaction flask were added 5.5g of (R) -2- (4-chloro-phenoxy) -propoxyamine, 7.3g of 2- (1-butyryl) -5- (2-ethylmercaptopropyl) -1, 3-cyclohexanedione and 100.0ml of petroleum ether, the temperature was kept constant at 35 ℃ for 6 hours, 100.0ml of saturated saline was added to the system, and the aqueous phase was adjusted to pH 1 or so with 20 wt% hydrochloric acid, and after stirring sufficiently, the layers were separated, the organic phase was washed with saline to neutrality, and the solvent was removed to obtain a yellow viscous liquid, which was determined to have an optical purity of more than 95% by mass spectrometry, 400M nuclear magnetism and an automatic analyzer.
And (B) component:
the synthesis route of the metamifop in the laboratory is as follows:
the specific synthesis method refers to the synthesis of several excellent herbicides published in journal of world pesticide (published in 2012), vol.34, No. 1, page 1-2.
And (3) component C: the synthesis in laboratory is as follows:
the specific synthesis method comprises the following steps: to a reaction flask were added 5.5g of (S) -2- (4-chloro-phenoxy) -propoxyamine, 7.3g of 2- (1-butyryl) -5- (2-ethylmercaptopropyl) -1, 3-cyclohexanedione and 100.0ml of petroleum ether, the temperature was kept constant at 35 ℃ for 6 hours, 100.0ml of saturated saline was added to the system, and the aqueous phase was adjusted to pH 1 or so with 20 wt% hydrochloric acid, and after stirring sufficiently, the layers were separated, the organic phase was washed with saline to neutrality, and the solvent was removed to obtain a yellow viscous liquid, which was determined to be component C having an optical purity of more than 95% by mass spectrometry, 400M nuclear magnetism and an automatic analyzer.
Cyclohexanone: purchased from denna chemical industry ltd.
Anhydrous sodium sulphate: purchased from Shandong Tianqin chemical Co., Ltd.
Sodium dodecyl sulfate: purchased from knam henzun textiles ltd.
Calcium dodecylbenzenesulfonate: purchased from Shandong-Taoist bioengineering, Inc.
Castor oil polyoxyethylene ether: the trade name EL-20, available from Shandong Tiandao bioengineering, Inc.
150# solvent oil: purchased from Hualun chemical Co., Ltd, Jiangsu.
Polyoxyethylene nonyl phenyl ether: brand NP-7 available from Nanjing Taihua chemical Co., Ltd
White carbon black: purchased from silica gel corporation.
Organic bentonite: purchased from Suzhou national Huaijing mineral New Material Co.
Methyl oleate: purchased from Jiangsu Fengbi Biotech, Inc.
Nonylphenol polyether-10 phosphate ester: the trade name NP-10P, purchased from Shandong Nature Biotech Ltd.
Sodium dioctyl sulfosuccinate: purchased from Shandong Yongyun sanitary science, Inc.
Naphthalene sulfonic acid sodium salt formaldehyde condensate: the trademark GY-D10, available from Guangyaoyi agricultural chemistry, Inc. of Beijing.
Styrene acrylic acid copolymer sodium salt: the trademark GY-D800, available from Guangyaoyi agricultural chemistry, Inc. of Beijing.
Composition of EO-PO block copolymer: brand D800, available from south kyo gutian chemical ltd.
Kaolin: purchased from Shanxi Xin Jingtai Tech Co.
Xanthan gum: available from qiaofeng chemical ltd, ny.
Ethylene glycol: purchased from denxin viada chemical ltd.
And (3) organic silicon defoaming agent: purchased from jiusheng chemical technology ltd, Qingdao.
The amounts of the raw materials used in the following examples are all weight percentages unless otherwise specified.
Example 1: emulsifiable agent
The formula comprises the following components: 2 percent of component A, 5 percent of component B, 7 percent of calcium dodecyl benzene sulfonate, 8 percent of castor oil polyoxyethylene ether, 5 percent of cyclohexanone and 150# solvent oil.
The processing process comprises the following steps: the materials are mixed and stirred to be completely dissolved.
Example 2: emulsifiable agent
The formula comprises the following components: 2.5 percent of component A, 2.5 percent of component B, 8 percent of calcium dodecyl benzene sulfonate, 7 percent of castor oil polyoxyethylene ether, 5 percent of cyclohexanone and 150# solvent oil.
The processing process comprises the following steps: the materials are mixed and stirred to be completely dissolved.
Example 3: dispersible oil suspension
The formula comprises the following components: 3 percent of component A, 5 percent of component B, 8 percent of calcium dodecyl benzene sulfonate, 7.5 percent of nonylphenol polyoxyethylene ether, 2.5 percent of castor oil polyoxyethylene ether, 1 percent of white carbon black, 2 percent of organic bentonite and methyl oleate.
The processing process comprises the following steps: putting the materials into a mixing kettle, stirring and mixing the materials, then passing through a colloid mill, then entering a sand mill for three-stage sand milling, and finally uniformly shearing the materials in a shearing machine to obtain a finished product.
Example 4: dispersible oil suspension
The formula comprises the following components: 4 percent of component A, 5 percent of component B, 7 percent of calcium dodecyl benzene sulfonate, 8 percent of nonylphenol polyoxyethylene ether, 3 percent of castor oil polyoxyethylene ether, 1 percent of white carbon black, 2 percent of organic bentonite and methyl oleate.
The processing process comprises the following steps: putting the materials into a mixing kettle, stirring and mixing the materials, then passing through a colloid mill, then entering a sand mill for three-stage sand milling, and finally uniformly shearing the materials in a shearing machine to obtain a finished product.
Example 5: water dispersible granule
The formula comprises the following components: 5 percent of component A, 1.5 percent of component B, 3.2 percent of anhydrous sodium sulphate, 2.0 percent of lauryl sodium sulfate, 7 percent of naphthalene sulfonic acid sodium salt formaldehyde condensate, 3 percent of styrene acrylic copolymer sodium salt, 10 percent of white carbon black and filler kaolin are filled.
The processing process comprises the following steps: adsorbing the component A by using white carbon black, uniformly mixing the materials, crushing the materials by airflow, adding water for kneading, granulating, drying, and finally screening to obtain a finished product.
Example 6: water dispersible granule
The formula comprises the following components: 1 percent of component A, 10 percent of component B, 3.2 percent of anhydrous sodium sulphate, 2.0 percent of sodium dodecyl sulfate, 6.5 percent of naphthalene sulfonic acid sodium salt formaldehyde condensate, 3.5 percent of styrene acrylic copolymer sodium salt, 5 percent of white carbon black and filler kaolin are filled.
The processing process comprises the following steps: adsorbing the component A by using white carbon black, uniformly mixing the materials, crushing the materials by airflow, adding water for kneading, granulating, drying, and finally screening to obtain a finished product.
Example 7: aqueous emulsion
The formula comprises the following components: 5 percent of component A, 5 percent of component B, 8 percent of EO-PO block copolymer, 4 percent of calcium dodecyl benzene sulfonate, 10 percent of 150# solvent oil, 5 percent of cyclohexanone, 2 percent of xanthan gum, 4 percent of glycol, 0.1 percent of organic silicon defoamer and water.
The processing process comprises the following steps: putting the oil phase material into a shearing kettle, stirring and mixing uniformly, putting the oil phase material into a mixing kettle, stirring and mixing uniformly, and then slowly adding the water phase material into the oil phase material for shearing.
Example 8: aqueous emulsion
The formula comprises the following components: 4% of component A + 10% of component B + 8% of EO-PO block copolymer composition + 4% of calcium dodecylbenzenesulfonate + 10% of No. 150 solvent oil + 5% of cyclohexanone + 2% of xanthan gum + 4% of ethylene glycol + 0.1% of silicone defoamer + water.
The processing process comprises the following steps: putting the oil phase material into a shearing kettle, stirring and mixing uniformly, putting the oil phase material into a mixing kettle, stirring and mixing uniformly, and then slowly adding the water phase material into the oil phase material for shearing.
Example 9: dispersible oil suspension
The formula comprises the following components: 3 percent of component A, 5 percent of component B, 1 percent of component C, 4 percent of calcium dodecyl benzene sulfonate, 11 percent of nonylphenol polyether-10 phosphate, 5 percent of dioctyl sodium sulfosuccinate, 2 percent of organic bentonite and methyl oleate.
The processing process comprises the following steps: putting the materials into a mixing kettle, stirring and mixing the materials, then passing through a colloid mill, then entering a sand mill for three-stage sand milling, and finally uniformly shearing the materials in a shearing machine to obtain a finished product.
Example 10: dispersible oil suspension
The formula comprises the following components: 2 percent of component A, 5 percent of component B, 1 percent of component C, 4 percent of calcium dodecyl benzene sulfonate, 11 percent of nonylphenol polyether-10 phosphate, 5 percent of dioctyl sodium sulfosuccinate, 2 percent of organic bentonite and methyl oleate.
The processing process comprises the following steps: putting the materials into a mixing kettle, stirring and mixing the materials, then passing through a colloid mill, then entering a sand mill for three-stage sand milling, and finally uniformly shearing the materials in a shearing machine to obtain a finished product.
Test example
Test targets: barnyard grass (Echinochloa crus-galli (L.) P.Beauv.), crab grass (Digitaria sanguinalis (L.) Scop.).
Herbicidal activity test method: a stem and leaf spraying method (NY/T1155.4-2006) is adopted, quantitative soil is filled in a pot with the height of 11cm and the diameter of 9cm to reach the position 3/4 of the pot, 15-20 weed seeds to be tested targets are uniformly sown on the soil surface of the pot, and the pot is covered with fine soil of about 1cm and then placed in a greenhouse (the temperature is 22-28 ℃, the humidity is 97 percent, the same is applied below) for culture. And (3) carrying out stem leaf spraying treatment when the tested target weeds grow to 3-5 leaf stages, spraying 1mL of liquid for each pot, repeating for 4 times, placing the treated tested target weeds in a greenhouse for culturing, and regularly observing the growth condition of the tested target weeds.
The investigation method comprises the following steps: and (3) visually observing the damage symptoms and growth inhibition condition of the tested target weeds 30 days after test treatment, weighing the fresh weight of the overground part of the tested target weeds, and calculating the fresh weight inhibition rate (%).
Fresh weight inhibition (%) (control fresh weight-treated fresh weight)/control fresh weight × 100.
The combined action evaluation method comprises the following steps: the mode of action of the herbicide combinations was evaluated according to the Gowing method (NY/T1155.7-2006), which is formulated as: e0X + yx (100-X)/100, wherein X is the fresh weight inhibition ratio of the target weed when the a agent compound 168 is used alone; y is the fresh weight inhibition rate of the target weed when the B medicament is used alone; e0Is the theoretical prevention effect of the target when the A medicament and the B medicament are mixed; e is the actual control effect of the target when the agent a and the agent B are mixed, and the results are shown in table 1.
Evaluation criteria: when E-E0>When 10% is expressed as a synergistic effect, when E-E0Within. + -. 10% is additive when E-E0<Antagonism was indicated at-10%.
Table 1: compound 168 and metamifop combined action indoor fresh weight control effect on weeds
And (3) field efficacy test:
and (3) test crops: direct seeding rice
The administration period is as follows: 15 days after sowing, 3 leaves and 1 heart of rice and 3-4 leaves of weeds
And (3) test treatment: the herbicide composition provided by the embodiment is used for field verification, and field verification tests are mainly carried out in three places in Hainan, Jilin Changchun, Jiangsu Huaian and Hubei Jingzhou. The rice varieties in the four regions are early rice 27, Tongjing 89, Guangliangyou 297 and Huanghuazhan respectively.
Selecting land with severe weed occurrence and complicated weed phase at 20m2Repeating each treatment for 3 times in a cell, spraying stems and leaves 15 days after direct seeding, adding water 48h after application, and keeping water for 5-7 days.
And observing the treatment area and the control area 30 days after treatment, counting the number of weeds in the treatment area and the control area, and calculating the plant control effect of the weeds in the treatment area.
Plant control effect (%) - (control weed count-treated weed count)/control weed count × 100.
The control effect on weeds and the safety results on rice are shown in table 2 for the agents of each example, and the evaluation criteria for crop safety are shown in table 3. And EC in table 2 represents: and (4) emulsifiable concentrate.
Table 2: the pesticide has average control effect on weeds in different areas and safety on rice
Through field tests, the compound 168 and the metamifop are obviously compounded, so that the synergistic or additive effect is achieved, the average prevention effect of field weeding can be obviously improved, and the phytotoxicity of the compound 168 to rice can be reduced by compounding.
Table 3: crop safety evaluation standard table
| Growth inhibition ratio (%) | Evaluation (inhibition, abnormality, whitening, etc.) |
| 0 | Has no influence on the growth of crops and is safe. |
| 0-10 | Slightly influences the growth of crops and has no obvious phytotoxicity. |
| 10-30 | Has influence on the growth of crops and slight phytotoxicity. |
| 30-50 | Has large influence on the growth of crops and moderate phytotoxicity. |
| 50-100 | Has great influence on the growth of crops and serious phytotoxicity. |
| 100 | The crop dies completely. |
The preferred embodiments of the present invention have been described above in detail, but the present invention is not limited thereto. Within the scope of the technical idea of the invention, many simple modifications can be made to the technical solution of the invention, including combinations of various technical features in any other suitable way, and these simple modifications and combinations should also be regarded as the disclosure of the invention, and all fall within the scope of the invention.
Claims (10)
1. A herbicidal composition comprising a herbicidally effective amount of a component A and a component B, said component A and said component B being present in a weight ratio of 1: (0.01-100), wherein the component A is a compound 168 shown in a formula (1), and the component B is metamifop shown in a formula (2); optionally, the composition also contains a component C shown in a formula (3);
2. a herbicidal composition according to claim 1, wherein the weight ratio of component a to component B is from 1: (0.05 to 50); preferably 1: (0.1 to 30); more preferably 1: (0.3-10).
3. A herbicidal composition according to claim 1 or 2, wherein the weight ratio of component a to component C is from 1: (0-0.5).
4. Use of the herbicidal composition according to any one of claims 1 to 3 for controlling weeds in paddy fields.
5. The use according to claim 4, wherein the weeds are one or more than two of grassy weeds.
6. A herbicide consisting of an active ingredient and an adjuvant, said active ingredient comprising the herbicidal composition of any one of claims 1 to 3.
7. The herbicide as claimed in claim 6, wherein the active ingredient is contained in an amount of 1 to 95% by weight based on the total weight of the herbicide; preferably 1 to 80% by weight.
8. A herbicide as claimed in claim 6 or 7, wherein the adjuvant is at least one of an emulsifier, a dispersant, a wetting agent, a spreader, a stabilizer, an antifoaming agent, a synergist, a penetrant, a binder, a safener, a carrier and a filler.
9. The herbicide according to any one of claims 6 to 8, wherein the formulation of the herbicide is at least one selected from the group consisting of wettable powder, soluble powder, emulsifiable concentrate, water suspension, dispersible oil suspension, aqueous emulsion, microemulsion and water dispersible granule.
10. The herbicide as claimed in any one of claims 6 to 9, wherein the herbicide is preserved separately from each component of the pesticidal composition forming the active ingredient and is ready for use as a tank mix.
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| CN106857561A (en) * | 2017-04-07 | 2017-06-20 | 安徽蓝田农业开发有限公司 | Herbicidal composition and its application of a kind of Han oxaziclomefones He metamifop |
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| TW232646B (en) * | 1992-02-13 | 1994-10-21 | Basf Ag | |
| CN104756998A (en) * | 2015-04-20 | 2015-07-08 | 济南科赛基农化工有限公司 | Metamifop.benzobicylon compound preparation and application thereof |
| CN106857561A (en) * | 2017-04-07 | 2017-06-20 | 安徽蓝田农业开发有限公司 | Herbicidal composition and its application of a kind of Han oxaziclomefones He metamifop |
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