A ternary herbicidal composition containing cypermethrin and its application

Through the ternary herbicidal composition of cipyrafloxone and pyrafloxamide, the problem of weed resistance caused by a single herbicide is solved, and the broad-spectrum herbicidal killing, reduced use and environmentally friendly herbicidal effects are achieved.

CN116762814BActive Publication Date: 2025-08-15GUIZHOU UNIV +1
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Patent Information

Application Number
CN202210228362.0
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2022-03-08
Publication Date
2025-08-15
Estimated Expiration
2042-03-08

AI Technical Summary

Technical Problem

The long-term use of single chemical herbicides in the prior art has led to the evolution of weed resistance and resistance, and it is necessary to develop herbicidal compositions with high safety, wide grass killing spectrum, and can produce synergistic effects to solve the problem of resistant weeds.

Method used

A ternary herbicidal composition using cipyrafloxone, pyrafloxamide and conventional additives is preferably 1 to 100:1 to 200:1 to 100, including a carrier and a surfactant, and is prepared in the form of a dispersible oil suspension agent, a water suspension agent, a suspended emulsion, a wettable powder, a water dispersed granules, and the like for spray application on the weed surface.

Benefits of technology

It has achieved the expansion of grass killing spectrum and reduced application amount, significant efficiency effects, environmentally friendly and low cost, and is suitable for the prevention and removal of a variety of weeds, with faster and longer-lasting weeding effects.

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Abstract

The present invention belongs to the field of pesticides, specifically relating to a ternary herbicide composition containing cypermethrin and its use. The ternary herbicide composition comprises herbicidally effective amounts of the active ingredients cypermethrin, #imgabs0#, and diflufenac. This composition effectively controls weeds such as multiflora ryegrass, alopecurus, shepherd's purse, wild rapeseed, cleaver, and chickweed, expanding its weed control spectrum, reducing application rates, producing synergistic effects, and addressing resistant weeds.
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Description

Technical Field

[0001] The invention belongs to the field of pesticides, and particularly relates to a ternary herbicide composition containing cypermethrin and an application thereof. Background Art

[0002] Chemical weed control is the most economical and effective means of controlling weeds in farmland. However, the long-term and continuous use of a single variety or a single mode of action of chemical herbicides at high doses can easily lead to problems such as weed resistance and resistance evolution.

[0003] Cyclopyralidone inhibits the activity of HPPD, thereby hindering the conversion of para-hydroxyphenylpyruvate into homogentisate, resulting in the inability to synthesize tocopherol and plastoquinone normally, affecting the synthesis of carotenoids in the target body and causing the leaves to turn white.

[0004] The rational combination or blending of herbicide compounds offers advantages such as expanding the weed control spectrum, improving control effectiveness, and delaying the development and progression of weed tolerance and resistance, making it one of the most effective approaches to addressing these issues. Therefore, there is an urgent need to develop herbicide combinations that are highly safe, have a broad weed control spectrum, produce synergistic effects, and address the problem of resistant weeds. Summary of the Invention

[0005] To address the aforementioned problems in the prior art, the present invention provides a ternary herbicide composition containing cypermethrin and its use. This composition effectively controls weeds such as multiflora ryegrass, alopecuroides, shepherd's purse, wild rapeseed, cleavers, and chickweed, expanding its weed control spectrum, reducing application rates, producing synergistic effects, and addressing resistant weeds.

[0006] A ternary herbicidal composition containing cypermethrin, comprising a herbicidally effective amount of active ingredients cypermethrin, and diflufenacil.

[0007] Wherein, the herbicidal composition contains cypermethrin, The weight ratio of diflufenac to iodide is 1-100:1-200:1-100, preferably 5-80:10-180:5-80, more preferably 10-60:30-160:10-70, and further preferably 12-48:37.5-150:15-60.

[0008] The herbicidal composition contains cypermethrin, The mass percentage of diflufenican and pyrifos is 1-95% of the total amount, preferably 10-80%.

[0009] The herbicidal composition further comprises conventional adjuvants, which include carriers and / or surfactants.

[0010] As used herein, the term "carrier" refers to an organic or inorganic, natural or synthetic substance that facilitates the application of the active ingredient. The carrier is generally inert and must be agriculturally acceptable, particularly to the plant being treated. Carriers can be solid, such as clay, natural or synthetic silicates, silicon dioxide, resins, waxes, solid fertilizers, etc.; or liquid, such as water, alcohols, ketones, petroleum fractions, aromatic or waxy hydrocarbons, chlorinated hydrocarbons, liquefied gases, etc.

[0011] Surfactants may include emulsifiers, dispersants or wetting agents and may be ionic or nonionic. Examples that may be mentioned are salts of polyacrylic acid, lignin sulfonates, salts of phenolsulfonic acid or naphthalenesulfonic acid, polymers of ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and with substituted phenols (especially alkylphenols or arylphenols), sulfosuccinates, taurine derivatives (especially taurine alkyl esters) and phosphoric esters of alcohols or polyhydroxyethylated phenols, alkylsulfonates, alkylarylsulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated hexadecyl, heptadecanol and stearyl alcohols and sulfated fatty alcohol glycol ethers, furthermore, naphthalene or naphthalenesulfonic acid with phenol and formaldehyde. Condensates, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol or nonylphenol, alkylphenyl polyethylene glycol ether, tributylphenyl polyethylene glycol ether, tristearylphenyl polyethylene glycol ether, alkylaryl polyether alcohol, alcohol and fatty alcohol / ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylated polyoxypropylene, lauryl alcohol polyethylene glycol ether acetal, sorbitol esters, lignin sulfite wastewater, as well as proteins, denatured proteins, polysaccharides (such as methylcellulose), hydrophobically modified starch, polyvinyl alcohol, polycarboxylates, polyalkoxylates, polyvinylamine, polyvinylpyrrolidone and copolymers thereof. The presence of at least one surfactant is required to facilitate the dispersion of the active ingredients in water and to facilitate their correct application to plants.

[0012] The above compositions may also contain various other components such as protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants and polymers.

[0013] The herbicidal composition further comprises at least one safener, preferably one or more of isoxadiazine (CAS: 163520-33-0), cyprosulfamide (CAS: 221667-31-8), mefenpyr-butyl (CAS: 135590-91-9), cloquintocet-mexyl (CAS: 99607-70-2), gibberellic acid (CAS: 7-06-5), furilazole (CAS: 121776-33-8), and metcamifen (CAS: 129531-12-0).

[0014] The composition of the present invention can be diluted or used directly by the user before use. It can be prepared by conventional processing methods, that is, after mixing the active substance with a liquid solvent or a solid carrier, one or more surfactants such as dispersants, stabilizers, wetting agents, adhesives, defoaming agents, etc. are added.

[0015] The specific formulations of the herbicidal composition are dispersible oil suspension, water suspension, suspoemulsion, wettable powder, emulsifiable concentrate, water dispersible granules (dry suspension), aqueous emulsion, and microemulsion.

[0016] In short, the compositions of the present invention can be mixed with conventional solid and liquid additives used in prior art formulations. The amount of active ingredient used varies with external conditions such as temperature, humidity, the nature of the herbicide used, and the like.

[0017] Alternatively, the compositions of the present invention can be applied by spraying to the foliage of plants to be treated, ie, to weeds, particularly to surfaces infested or susceptible to infestation by weeds.

[0018] Furthermore, the present invention also provides an application of the herbicidal composition in controlling weeds. Preferably, the herbicidal composition is used to selectively control weeds in useful crops; and provides a method for controlling weed growth, comprising applying the herbicidal composition to an area where weeds grow.

[0019] When the herbicidal compositions of the present invention are applied, an unexpected synergistic effect is achieved, and the herbicidal activity is more significant than the expected sum of the activities of the individual herbicides, as well as the activity of any two herbicides alone or in combination. This synergistic effect manifests itself in reduced application rates, a broader weed control spectrum, and faster and longer-lasting herbicidal action—all desirable properties in practical weed control. Given these properties, these novel compositions are significantly superior to existing herbicides, enabling reduced application rates and greater environmental friendliness.

[0020] The synergistic herbicidal composition of the present invention also has the following advantages:

[0021] (1) The composition of the present invention is environmentally friendly and easily degraded in the environment.

[0022] (2) The herbicidal composition of the present invention has low cost and is easy to use, and its promotion and application will have huge economic and social benefits. DETAILED DESCRIPTION

[0023] The following examples are not intended to limit the present invention, but are merely illustrative of how the present invention is practiced. These examples demonstrate particularly significant effectiveness against certain weeds. Examples are as follows:

[0024] A) Example

[0025] Example 1: Cyclopyrazone+ +Diflufenac (6+20+5) aqueous suspension

[0026] 6% cypermethrin + 20% +5% difluanid +4% polycarboxylate dispersant +2% phenylethylphenol polyoxyethylene ether phosphate triethanolamine salt +2% block polyether dispersant +0.18% xanthan gum +2.0% magnesium aluminum silicate +0.1% defoamer +3% ethylene glycol + water

[0027] Example 2: Cyclopyrazone+ + diflufenac (6+20+5) dispersible oil suspension

[0028] 6% cypermethrin + 20% +5% difluanid +5% calcium dodecylbenzenesulfonate +9% fatty alcohol polyoxyethylene ether +6% castor oil oxyethylene ether +2% oil-soluble polycarboxylate dispersant +0.6% organic bentonite +0.5% fumed silica +10% soybean oil + methyl oleate to make up

[0029] Example 3: Cyclopyrazone+ + diflufenac (12+40+10) wettable powder

[0030] 12% cypermethrin + 40% +10% diflufenican +10% fumed silica +4% sodium lauryl sulfate +3% polycarboxylate dispersant +2% sodium lignin sulfonate + diatomaceous earth supplement

[0031] Example 4: Cyclopyrazone+ +Diflufenac (12+40+10) water dispersible granules

[0032] 12% cypermethrin + 40% +10% diflufenican +8% fumed silica +4% opening powder +8% polycarboxylate dispersant +2% sodium lignin sulfonate +1% polyvinyl pyrrolidone + kaolin supplement

[0033] The above-mentioned aqueous suspension processing equipment: mixing kettle, colloid mill, sand mill, shearing machine, etc.

[0034] The above-mentioned aqueous suspension processing process is as follows: all materials are put into the mixing kettle, stirred and mixed, and then passed through the colloid mill, and then sent to the sand mill for three-stage sand grinding, and finally sheared evenly in the shearing machine. After passing the test, it is transferred to the storage tank for filling.

[0035] The above-mentioned dispersible oil suspension processing equipment: mixing kettle, colloid mill, sand mill, shearing machine, etc.

[0036] The processing process of the above-mentioned dispersible oil suspension concentrate is as follows: all materials are put into a mixing kettle, stirred and mixed, and then passed through a colloid mill, and then sent to a sand mill for three-stage sand grinding, and finally sheared evenly in a shearing machine. After passing the test, it is transferred to a storage tank for filling.

[0037] The above-mentioned wettable powder processing equipment: mechanical crusher, air flow crusher.

[0038] The above-mentioned wettable powder processing process: put all materials including the original drug, adjuvant, etc. into a mechanical crusher, then pass through a jet mill, and take samples for testing and use after passing the test.

[0039] The above-mentioned water-dispersible granules processing equipment: air flow mill, plowshare mixer, basket granulator, drying oven, screening machine, etc.

[0040] The processing process of the water dispersible granules is as follows: the above materials are mixed evenly and crushed by air flow, water is added and kneaded into granules, then dried, and finally sieved to obtain the finished product.

[0041] B) Efficacy test:

[0042] 1) Test method

[0043] Active ingredient Synthesized with reference to patent US1105357 ( 1 H NMR (500 MHz, DMSO-d6) δ 7.81 (d, J = 2.0 Hz, 1H), 7.48–7.55 (m, 1H), 7.41 (d, J = 8.5 Hz, 1H), 4.72 (s, 2H), 4.07 (s, 2H), 1.16 (s, 6H). Other reagents were purchased from reagent companies or synthesized according to known methods. The original drug was diluted with a 0.1% aqueous solution of Tween-80 emulsifier using acetone as the solvent. Dilute immediately before use.

[0044] The weeds were cultivated in pots. When the weeds were in the 1-3 leaf stage, they were sprayed evenly on the stems and leaves with a spray volume of 450 kg / hectare. After treatment, they were moved into a greenhouse for conventional cultivation for 21 days.

[0045] 2) Data investigation and statistical analysis

[0046] The absolute count method was used. Whole surviving weed seedlings were cut along the soil surface with a razor blade and the fresh weight of the weeds was measured using an analytical balance. Dead weeds were counted as zero.

[0047] The Colby method was used to evaluate the joint effect of any two or three compounds on weeds.

[0048] On the 15th day, the aboveground green tissues of each treatment were cut and weighed using an electronic balance to calculate the actual survival rate: E (%) = (fresh weight of weeds in the treatment area / fresh weight of weeds in the control area) × 100

[0049] The theoretical weed survival rate calculation formula is: E0 (%) = X × Y / 100 (binary mixture)

[0050] Where X represents the weed survival rate of A when the dosage is P, Y represents the weed survival rate of B when the dosage is Q, E0 represents the theoretical weed survival rate of A+B when the dosage is (P+Q), and E represents the actual weed survival rate of each treatment.

[0051] E0(%)=X×Y×Z×…×N / 100 (n-1) (Three or more mixed)

[0052] Where X, Y, Z, and N represent the actual survival rates of n single agents, and n is the number of compound herbicide varieties.

[0053] When E0-E>10%, it indicates a synergistic effect; when E0-E<-10%, it indicates an antagonistic effect; when E0-E is between ±10%, it indicates an additive effect.

[0054] Table 1 Actual control effect and joint action evaluation of A, B and C mixed on multiflora ryegrass (Colby method)

[0055]

[0056] Note: A is cypermethrin, B is C is diflufenac

[0057] E(A): Measured fresh weight survival rate of component A at a given dose

[0058] E(B): Measured fresh weight survival rate of component B treatment at a given dose

[0059] E(C): Measured fresh weight survival rate of component C treatment at a given dose

[0060] E(A+B): The measured fresh weight survival rate of a binary mixture of component A and component B at a given dose

[0061] E(A+C): The measured fresh weight survival rate of a binary mixture of component A and component C at a given dose

[0062] E(B+C): The measured fresh weight survival rate of a binary mixture of component B and component C at a given dose

[0063] E(A+B+C): The measured fresh weight survival rate of the mixture of components A, B, and C at a given dose

[0064] E0(A+B+C): Theoretical fresh weight survival rate of a mixture of components A, B, and C at a given dose

[0065] E0((A+B)+C): The theoretical fresh weight survival rate of components A and B as a whole and a binary mixture of component C at a given dose

[0066] E0((A+C)+B): The theoretical fresh weight survival rate of components A and C as a whole and component B as a binary mixture at a given dose

[0067] E0(A+(B+C)): The theoretical fresh weight survival rate of components B and C as a whole mixed with component A at a given dose

[0068] C) Field Demonstration

[0069] The herbicide compositions prepared in Examples 1-4 were used to test the effectiveness of the herbicides on weeds in the field. The weeds occurring in the field mainly included: multiflora ryegrass, alopecuroides, shepherd's purse, wild rape, cleavers, and chickweed.

[0070] Test Method: Weeds were sprayed on stems and leaves at the 1-3 leaf stage, using a watering rate of 450 kg / ha. The control efficacy was assessed 30 days after application (see Table 2).

[0071] Table 2 Field demonstration effects of the composite compositions

[0072] Example Dosage (g ai / ha) Fresh weight prevention effect (%) 1 465 98.2 2 465 99.8 3 465 97.8 4 465 97.5

[0073] After a large number of experiments and explorations, the present invention unexpectedly discovered that the composition has a surprising and unexpected synergistic effect for controlling grasses and broad-leaved weeds, and this synergistic effect is more significant at low doses, which can reduce the amount of medicine used and reduce pollution to the environment. Reasonable compounding also reduces agricultural costs, and has good application prospects.

Claims

1. A ternary herbicidal composition containing cypermethrin, characterized in that: The active ingredient cypermethrin is a herbicidally effective amount of and diflufenac, cypermethrin, The weight ratio of difluanid to anhydrous 1,2-dimethoate is 10-60:30-160:10-70.

2. The herbicidal composition according to claim 1, characterized in that The herbicidal composition contains cypermethrin, The weight ratio of difluanid to 12-48: 37.5-150: 15-60.

3. The herbicidal composition according to claim 1 or 2, characterized in that The herbicidal composition contains cypermethrin, The mass percentage of diflufenac accounts for 1-95% of the total amount.

4. The herbicidal composition according to claim 3, characterized in that The herbicidal composition contains cypermethrin, The mass percentage of difluanid and pyrifos accounts for 10-80% of the total amount.

5. The herbicidal composition according to claim 1 or 2, characterized in that The herbicidal composition also includes conventional adjuvants.

6. The herbicidal composition according to claim 5, characterized in that The conventional adjuvants include carriers and / or surfactants.

7. The herbicidal composition according to claim 1 or 2, characterized in that The herbicidal composition further comprises at least one safener.

8. The herbicidal composition according to claim 7, characterized in that The safener is selected from one or more of isoxadiazine, cyprosulfamide, mefenpyr-butyl, cloquintocet-mexyl, gibberellic acid, furilazole, and metcamifen.

9. The herbicidal composition according to claim 1 or 2, characterized in that The specific formulation of the herbicidal composition is a dispersible oil suspension, an aqueous suspension, a suspoemulsion, a wettable powder, an emulsifiable concentrate, a water-dispersible granule, an aqueous emulsion or a microemulsion.

10. Use of the herbicidal composition according to any one of claims 1 to 9 for controlling weeds.

11. The use according to claim 10, characterized in that The herbicidal compositions are used for selectively controlling weeds in useful crops.

12. A method for controlling weed growth, comprising applying the herbicidal composition according to any one of claims 1 to 9 to an area where weeds grow.

Citation Information

Patent Citations

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    US1105357A

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