CN115486460A - Herbicide composition containing Cyclopyranil and diflufenican - Google Patents

Herbicide composition containing Cyclopyranil and diflufenican Download PDF

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CN115486460A
CN115486460A CN202211426325.7A CN202211426325A CN115486460A CN 115486460 A CN115486460 A CN 115486460A CN 202211426325 A CN202211426325 A CN 202211426325A CN 115486460 A CN115486460 A CN 115486460A
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Prior art keywords
diflufenican
cyclopyranil
weeds
herbicidal composition
polyoxyethylene ether
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CN115486460B (en
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周学强
余建波
何鹏辉
高华清
戴权
彭成洲
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Jiangxi Hongtudi Chemical Co ltd
JIANGXI TIANYOU BIOCHEMICAL CO Ltd
Beijing Jintaiyi Crop Technology Co ltd
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Jiangxi Hongtudi Chemical Co ltd
JIANGXI TIANYOU BIOCHEMICAL CO Ltd
Beijing Jintaiyi Crop Technology Co ltd
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01PBIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00Herbicides; Algicides

Abstract

The invention relates to a herbicide composition containing Cyclopyranil and diflufenican, wherein the weight ratio of Cyclopyranil to diflufenican is (200-1). The invention also relates to a method or use of the herbicide composition for controlling undesirable weeds. The composition has a synergistic effect on weed control, can improve the weed control effect of the medicament, reduce the dosage and reduce the cost, and can delay the risk of drug resistance of weeds.

Description

Herbicide composition containing Cyclopyranil and diflufenican
Technical Field
The invention belongs to the field of herbicides, and particularly relates to a herbicide composition containing Cyclopyranil and diflufenican and application thereof.
Background
Cyclopyranil, a pyrazole herbicide developed by Kyoyu Agri, japan, has a CAS accession number of 1651191-47-7, and was first disclosed in patent WO2015020156A1, and is mainly used in paddy fields and upland fields, and has a herbicidal effect against gramineous and broadleaf weeds such as monochoria vaginalis, japanese iris, barnyard grass, large crabgrass, and chenopodium album.
Diflufenican belongs to substituted picolinamide herbicides with the English name bifenican and the CAS number of 83164-33-4. The herbicide is developed by Bayer company and is mainly used for preventing and killing annual gramineous weeds and part of broadleaf weeds in crop fields such as soybean, corn, wheat, rice and the like.
CN102326559A discloses a weeding composition containing diflufenican and triazines, wherein the weight percentage content of diflufenican in the composition is 1% -60%, and the weight percentage content of triazines is 1% -80%, and the diflufenican and the triazines are prepared into wettable powder, water dispersible granules, suspending agents, suspending emulsions, emulsions in water and microemulsions, and are used for controlling weeds in corn fields and wheat fields. CN105580810A discloses a herbicide composition suitable for wheat field. The weight ratio range of the active ingredients of the halauxifen-methyl and the diflufenican is 1:1.6 to 1:100, the herbicide composition can expand the weed control spectrum, enhance the control effect and avoid the development of weed resistance. WO2016121895A1 discloses compositions comprising a pyrazolyl pyrazole derivative and a substance selected from the group consisting of an ALS inhibitor, a photosynthetic inhibitor, a PPO inhibitor and the like.
At present, the risk of drug resistance of weeds is increased due to the use of a large amount of herbicides, and in order to delay the development of drug properties, the most effective means is to develop a new herbicidal active ingredient with a new action target, but the development period of new herbicide varieties is long and the investment is large. Therefore, in the aspect of responding to the resistance development of the weeds, one of the effective modes at the present stage is to compound a new herbicide variety which does not generate resistance or has insignificant resistance with the existing pesticide variety, so that the resistance risk of the new herbicide variety is greatly reduced while the weeds are effectively controlled. Reports related to the compounding of Cyclopyranil and diflufenican in the prior art are not found.
Disclosure of Invention
The invention relates to a weeding composition containing Cyclopyranil and diflufenican, which has a synergistic effect in the aspect of weed control, can improve the drug effect and can delay the development of weed resistance. Based on this, the present inventors have completed the present invention.
The invention provides a weeding composition containing Cyclopyranil and diflufenican, wherein the weight ratio of Cyclopyranil to diflufenican is (200-1).
1, 16.
The weeding composition of the invention can be prepared into agriculturally common formulations by adding agriculturally acceptable auxiliary agents and/or carriers besides the active ingredients of Cyclopyranil and diflufenican, and comprises but is not limited to: granules, wettable powder, water dispersible granules, suspending agents, missible oil, microemulsion, emulsion in water and microcapsule suspending agents. Methods for processing the above dosage forms are well known to those skilled in the relevant art.
In the herbicidal composition of the present invention, the content of the active ingredients Cyclopyranil and diflufenican in the composition is 5-80% by weight, preferably 6-60% by weight, and more preferably 10-50% by weight.
In the herbicidal compositions of the present invention, useful adjuvants and/or carriers include, but are not limited to, dispersants, wetting agents, emulsifiers, solvents, thickeners, antifreezes, binders, disintegrants, antifoaming agents, carriers, and the like.
Wherein the content of the first and second substances,
the dispersing agent can be selected from one or more of nonylphenol polyoxyethylene ether, glycerin fatty acid polyoxyethylene ether, polyoxyethylene alkyl aryl ether, polyoxyethylene lanolin alcohol, alkyl naphthalene sulfonate, naphthalene sulfonate formaldehyde condensate sodium salt, lignosulfonate, p-hydroxyphenyl sodium lignosulfonate, fatty alcohol polyoxyethylene ether sulfate, alkylphenol polyoxyethylene ether formaldehyde condensate, dodecyl trimethyl ammonium salt, alkyl dimethyl benzyl ammonium salt, p-methoxy fatty amide benzene sulfonic acid, p-methoxy fatty amide benzene sulfonate, fatty alcohol polyoxyethylene ether phosphate and polyoxyethylene sorbitan fatty acid ester.
The wetting agent can be selected from one or more of sodium lauroyl sarcosinate, N-lauroyl sodium glutamate, dioctyl sulfosuccinate, polyoxyethylene alkyl aryl ether phosphate, trisiloxane polyoxyethylene ether, sodium dodecyl sulfate, calcium dodecyl benzene sulfonate, isooctyl ester sodium succinate, oleoyl methyl sodium taurate, tristyrylphenol polyoxyethylene ether, castor oil polyoxyethylene ether, polyoxyethylene fatty acid ester, higher fatty acid glyceride, sorbitan fatty acid ester, fatty alcohol polyoxyethylene ether and alkylphenol polyoxyethylene ether phosphate.
The emulsifier can be selected from one or more of lignosulfonate, a naphthalenesulfonate formaldehyde condensate, benzyl dimethyl phenol polyoxyethylene ether, styryl phenyl polyoxyethylene ether, phenethyl phenol polyoxyethylene polyoxypropylene ether, castor oil polyoxyethylene ether nonylphenol polyoxyethylene ether, fatty alcohol polyoxyethylene ether, polyoxyethylene alkyl ether, alkylphenol formaldehyde resin polyoxyethylene ether, polyoxyethylene sorbitol fatty acid ester, sodium dodecyl sulfate, sodium dodecyl benzene sulfonate, calcium dodecyl benzene sulfonate, nonylphenol polyoxyethylene ether phosphate, phenyl phenol polyoxyethylene ether phosphate, styrene polyoxyethylene ether ammonium sulfate, sorbitan monostearate polyoxyethylene ether and sorbitan fatty acid ester polyoxyethylene ether.
The solvent can be one or more selected from acetone, dimethylformamide, dimethyl sulfoxide, xylene, chloroform, dichloromethane, ethyl acetate, cyclohexane, ethyl glycol ether, cyclohexanone, N-methylpyrrolidone, coconut fatty acid methyl ester, cyclohexanol, methyl glycol ether, acetonitrile, paraffin, tetrahydronaphthalene, isophorone, soybean oil, cotton seed oil, methyl esterified vegetable oil and dimethyl phthalate.
The thickener can be one or more selected from acacia, carboxymethyl cellulose, sodium carboxymethyl cellulose, xanthan gum, gelatin, polyvinyl alcohol, magnesium aluminum silicate, and sodium alginate.
The antifreezing agent can be one or more selected from ethylene glycol, propylene glycol, glycerol, polyethylene glycol and sorbitol.
The binder may be selected from one or more of starch, dextrin, sucrose, carboxymethyl cellulose, carboxyethyl cellulose, gelatin, gum arabic, and xanthan gum.
The disintegrating agent can be one or more selected from sodium sulfate, calcium sulfate, sodium bicarbonate, ammonium sulfate, magnesium chloride, sodium carboxymethyl starch, and urea.
The defoaming agent can be selected from one or more of silicone, butyl phosphate, isobutyl phosphate and n-octanol.
The carrier may be one or more selected from diatomaceous earth, kaolin, bentonite, attapulgite, montmorillonite, calcium carbonate, zeolite, acid clay, water, castor oil, soybean oil, corn oil, turpentine, rapeseed oil, methyl oleate, coconut oil, and mineral oil.
Another aspect of the present invention relates to a method or use of the herbicidal composition for controlling undesired weeds, wherein the herbicidal composition is contacted with the undesired weeds. Specific methods of application are well known to those skilled in the art, such as foliar spraying. The specific amount to be applied is also readily determinable by the person skilled in the art, for example from 5 to 1000g a.i./ha, preferably from 10 to 800 g a.i./ha.
The weeding composition can be used for various crop fields, such as paddy fields, wheat fields, soybean fields, corn fields and the like, and can be used for preventing and controlling various agricultural weeds, including grassy weeds, broad-leaved weeds, cyperaceae weeds and the like, such as monochoria vaginalis, chinese iris, barnyard grass, large crabgrass, chenopodium album, eclipta prostrata, ludwigia prostrata and the like, and is preferably used for preventing and controlling barnyard grass and monochoria vaginalis.
Advantageous effects
In order to reduce the drug resistance risk of weeds, the invention develops the herbicide composition of Cyclopyranil and diflufenican with synergistic effect, which can improve the control effect of the herbicide on the weeds, reduce the dosage and reduce the cost on one hand; on the other hand, the risk of drug resistance of weeds can be delayed.
Detailed Description
The present invention will be further described with reference to the following examples, but the present invention is not limited thereto. In addition, unless otherwise specified, the percentages described in the following examples are all weight percentages.
1. Combined virulence test
The weeding activity of the weeding composition refers to the fourth part of herbicide according to' NY/T1155.4-2006 indoor bioassay test guidelines for pesticides: activity measurement test stem leaf spray method ".
Test targets: barnyard grass, monochoria vaginalis;
reagent to be tested: cyclopyranil, diflufenican, and mixtures thereof; in addition, pyraclonil was selected as a control drug for Cyclopyranil. The preparation is dissolved in DMF to prepare mother liquor, and then diluted with 0.5% Tween-80 water solution to prepare liquid medicine with various dosages required by the test, and the specific metering is shown in the following table 1-2.
The test method comprises the following steps: taking a plastic pot with the diameter of 22 cm, filling the composite nutrient soil to the height of 3/4, uniformly thinning the weed seeds in the pot, and placing the pot in a greenhouse for culturing. Thinning after the seeds emerge, reserving 25 plants with uniform growth vigor in each pot, and culturing to 2-3 leaf stage for testing.
The stem and leaf spraying treatment is carried out on the tested weeds by adopting a full-automatic spraying tower in each treatment, and the spraying amount of each pot is 10 mL. Each treatment was repeated 4 times, and a 0.5% Tween-80 aqueous solution was sprayed as a blank. After treatment, the cells were transferred to a greenhouse for conventional culture. Investigating fresh weight control effect of each treatment 25 days after the treatment:
Figure 831579DEST_PATH_IMAGE001
e: fresh weight control effect;
c: control weed aerial fresh weight;
t: treating the fresh weight of the overground part of the weeds;
then, the theoretical control effect of the combination effect of the composition is calculated by a Colby formula:
Figure 944897DEST_PATH_IMAGE002
x is the control effect when the active component a is applied at an application rate of m, expressed as a percentage of the untreated control group;
y is the control effect when active component B is applied at an application rate of n, expressed as a percentage of the untreated control group;
E 0 is the theoretical control effect when the active components a and B are applied at application rates of m and n, expressed as a percentage of the untreated control group.
If the observed value of the control effect (actual control effect) is higher than the theoretical value (theoretical control effect), the composition has a synergistic effect. The results of measurements of barnyard grass and monochoria vaginalis with the herbicidal composition of the present invention are shown in tables 1 to 2 below.
Table 1 Combined virulence assay results for barnyard grass
Figure 228111DEST_PATH_IMAGE003
The results in table 1 show that Cyclopyranil in combination with diflufenican has a synergistic effect on barnyard grass in the range of 20. The combination of pyraclonil and diflufenican does not show synergistic effect.
Table 2 Combined toxicity test results for Ottelia vaginalis
Figure 519415DEST_PATH_IMAGE004
Table 2 the results show that the combination of Cyclopyranil and diflufenican has a synergistic effect on monochoria vaginalis in the range of 20 to 1, especially in the ratio of 10 to 1. The combination of pyraclonil and diflufenican does not show synergistic effect.
2. Formulation examples
EXAMPLE 1 suspending agent
10% of Cyclopyranil, 1% of diflufenican, 5% of nonylphenol polyoxyethylene ether, 3% of calcium dodecylbenzenesulfonate, 2% of Arabic gum, 0.4% of silicone, 5% of glycerol and the balance of water.
The preparation method comprises the steps of adding the components into water, mixing and stirring, and obtaining the suspending agent through high-speed shearing, dispersing and grinding.
EXAMPLE 2 suspending agent
Cyclopyranil 15%, diflufenican 7.5%, polyoxyethylene nonylphenol 4%, polyoxyethylene alkyl phenol phosphate 5%, carboxymethyl cellulose 4%, silicone 0.4%, propylene glycol 5%, and the balance of water.
The preparation method comprises the steps of adding the components into water, mixing and stirring, and obtaining the suspending agent through high-speed shearing, dispersing and grinding.
EXAMPLE 3 suspending agent
1% of Cyclopyranil, 10% of diflufenican, 3% of fatty alcohol polyoxyethylene ether phosphate, 3% of calcium dodecyl benzene sulfonate, 3% of polyvinyl alcohol, 0.4% of silicone, 5% of glycerol and the balance of water. The preparation method comprises the steps of adding the components into water, mixing and stirring, and carrying out high-speed shearing, dispersion and grinding to obtain the suspending agent.
EXAMPLE 4 wettable powder
Cyclopyranil 6%, diflufenican 30%, sodium lignosulfonate 4%, castor oil polyoxyethylene ether 4% and kaolin the balance.
The preparation method comprises the steps of mixing the components, grinding and crushing to prepare the wettable powder.
EXAMPLE 5 wettable powder
20% of Cyclopyranil, 1% of diflufenican, 4% of sodium naphthalene sulfonate formaldehyde condensate, 5% of trisiloxane polyoxyethylene ether and the balance of bentonite.
The preparation method comprises the steps of mixing the components, grinding and crushing to prepare the wettable powder.
Example 6 Water dispersible granules
10% of Cyclopyranil, 10% of diflufenican, 5% of nonylphenol polyoxyethylene ether, 4% of calcium dodecylbenzene sulfonate, 2% of carboxyethyl cellulose, 3% of ammonium sulfate and the balance of diatomite.
The preparation method comprises the steps of uniformly mixing all the components except the adhesive, crushing, adding an adhesive aqueous solution for granulation, and drying to obtain the water dispersible granules.
Example 7 Water dispersible granule
30% of Cyclopyranil, 6% of diflufenican, 6% of fatty alcohol-polyoxyethylene ether sodium sulfate, 5% of alkylphenol polyoxyethylene ether phosphate, 3% of xanthan gum, 4% of sodium sulfate and the balance of kaolin.
The preparation method comprises the steps of uniformly mixing all the components except the adhesive, crushing, adding an adhesive aqueous solution for granulation, and drying to obtain the water dispersible granule.
The invention has been described with reference to specific embodiments. Those skilled in the art can make appropriate changes based on the contents of the present invention, and all such changes are considered to be included in the scope of the present invention when they do not depart from the contents of the present invention.

Claims (10)

1. A herbicidal composition comprising Cyclopyranil and diflufenican, wherein the weight ratio of Cyclopyranil to diflufenican is from 200 to 1.
2. A herbicidal composition according to claim 1, characterized in that the weight ratio of Cyclopyranil to diflufenican is from 100 to 1.
3. A herbicidal composition according to claim 1, characterized in that the weight ratio of Cyclopyranil to diflufenican is from 40 to 1.
4. A herbicidal composition according to any one of claims 1 to 3, characterized in that it further comprises an agriculturally acceptable adjuvant and/or carrier.
5. A herbicidal composition according to claim 4, characterized in that the adjuvants and/or carriers comprise one or more of dispersants, wetting agents, emulsifiers, solvents, thickeners, antifreezes, binders, disintegrants, antifoaming agents, carriers.
6. A herbicidal composition according to claim 4, characterized in that the formulation of the herbicidal composition is granules, wettable powders, water dispersible granules, suspensions, emulsifiable concentrates, microemulsions, aqueous emulsions or microcapsule suspensions.
7. A method of controlling undesired weeds in a crop field by using a herbicidal composition as claimed in any one of claims 1 to 6, characterized in that the herbicidal composition is brought into contact with the undesired weeds.
8. The method of claim 7, wherein the undesirable weeds comprise grasses, broadleaf weeds, and sedge weeds.
9. Use of a herbicidal composition as claimed in any of claims 1 to 6 for controlling undesired weeds in crop fields.
10. Use according to claim 9, characterized in that the undesirable weeds comprise grasses, broadleaves, cyperaceae.
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