Binary herbicidal composition and use thereof

WO2026200608A1PCT designated stage Publication Date: 2026-10-01JIANGSU KINGAGROOT WEED MANAGEMENT CO LTD
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Patent Information

Application Number
PCT/CN2026/083862
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2025-03-22
Filing Date
2026-03-17
Publication Date
2026-10-01

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Abstract

The present invention belongs to the field of pesticides, and specifically relates to a binary herbicidal composition and a use thereof. The binary herbicidal composition comprises a herbicidally effective amount of active ingredient A and active ingredient B, wherein active ingredient A is of formula (I) or formula (II); and active ingredient B is selected from one or more of the following compounds and salts / esters thereof: (1) synthetic hormonal inhibitors; (2) PSI inhibitors; (3) PSII inhibitors; (4) GS inhibitors; (5) DHODH inhibitors; (6) FAT inhibitors; (7) PPO inhibitors; (8) cellulose biosynthesis inhibitors. The composition can effectively control various weed problems including grasses, broadleaf weeds, and sedges, and features the advantages of an expanded weed control spectrum, reduced application rates, synergistic effects, and the ability to manage resistant weeds.
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Description

Binary herbicidal compositions and their applications Technical Field

[0001] This invention belongs to the field of pesticides, specifically relating to a binary herbicidal composition and its application. Background Technology

[0002] Chemical weed control is the most economical and effective means of weed control in farmland. However, long-term, continuous, and high-dose use of single-variety or single-mode chemical herbicides can easily lead to problems such as weed resistance and the evolution of resistance. The rational combination or mixing of herbicide compounds has advantages such as broadening the weed control spectrum, improving control efficacy, and delaying the occurrence and development of weed resistance. It is one of the most effective methods to solve the above problems. Therefore, there is an urgent need in production to develop herbicide compositions with high safety, broad weed control spectrum, synergistic effects, and the ability to address resistant weeds. Summary of the Invention

[0003] To address the aforementioned problems in the prior art, this invention provides a binary herbicidal composition and its application. This composition can effectively control various weeds, including grasses, broadleaf weeds, and sedges, and features a broadened weed control spectrum, reduced application rate, synergistic effect, and the ability to control resistant weeds.

[0004] A binary herbicidal composition comprising herbicidally effective amounts of active ingredient A and active ingredient B, wherein,

[0005] Active ingredient A is (CAS No.: 2445980-81-2) or

[0006] Active ingredient B is selected from one or more of the following compounds and their salts / esters:

[0007] (1) Synthetic hormone inhibitors: triclopyridine (CAS No.: 55335-06-3), dimethyltetrachloroisooctyl ester (CAS No.: 26544-20-7), dicamba (CAS No.: 1918-00-9), aminopyridine (CAS No.: 1918-02-1), chlorpyridine (CAS No.: 150114-71-9), isooctyl clopyridine (CAS No.: 81406-37-3), chlorpyridine ester (CAS No.: 1390661-72-9), fluoropyridine ester (CAS No.: 943831-98-9), dichloroquinoline acid (CAS No.: 84087-01-4), dichloropyridine (CAS No.: 1702-17-6);

[0008] (2) PSI inhibitors: diquat (CAS No.: 2764-72-9), paraquat (CAS No.: 4685-14-7);

[0009] (3) PSII inhibitors: Cycloazolinone (CAS No.: 51235-04-2), Butiazoline (CAS No.: 34014-18-1), Simazine (CAS No.: 122-34-9), Atrazine (CAS No.: 834-12-8), Metazolinone (CAS No.: 21087-64-9);

[0010] (4) GS inhibitor: glufosinate-ammonium (CAS No.: 35597-44-5);

[0011] (5) DHODH inhibitor: Tetrafluthrin (CAS No.: 2053901-33-8);

[0012] (6) FAT inhibitor: Cyclohexane (CAS No.: 87818-31-3);

[0013] (7) PPO inhibitors: trifludimoxazin (CAS No.: 1258836-72-4), epyrifenacil (CAS No.: 353292-31-6);

[0014] (8) Cellulose synthesis inhibitor: indazine fluroxypyr (CAS No.: 950782-86-2).

[0015] In one specific embodiment, the weight ratio of A to B is 1:50 to 100:1, 1:20 to 80:1, 1:10 to 40:1, 1:5 to 20:1, 1:4 to 16:1, 2:5 to 10:1, 1:2 to 8:1, 4:5 to 5:1, 1:1 to 4:1, or 8:5 to 2:1.

[0016] The mass percentage of A and B in the herbicidal composition is 1-95% of the total, preferably 10-80%.

[0017] The herbicidal composition also contains conventional adjuvants, including carriers and / or surfactants.

[0018] The term "carrier" in this article refers to an organic or inorganic, natural or synthetic substance. These facilitate the application of the active ingredient and are generally inert and must be agriculturally acceptable, particularly to the plant being treated. Carriers can be solid, such as clay, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, etc.; or liquid, such as water, alcohols, ketones, petroleum fractions, aromatic or waxy hydrocarbons, chlorinated hydrocarbons, liquefied gas, etc.

[0019] Surfactants can include emulsifiers, dispersants, or wetting agents, and can be ionic or nonionic. Examples that may be mentioned include salts of polyacrylic acid, lignin sulfonates, salts of phenol sulfonic acid or naphthalene sulfonic acid, polymers of ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols (especially alkylphenols or arylphenols), sulfosuccinates, taurine derivatives (especially alkyl taurine esters), and phosphate esters of alcohols or polyhydroxyethylated phenols, alkyl sulfonates, alkyl aryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated hexadecyl, heptadecanols, and octadecyl alcohols, as well as sulfated fatty alcohol glycol ethers, and naphthalene or naphthalene sulfonic acid with phenol and formaldehyde. Condensations, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol or nonylphenol, alkylphenyl polyethylene glycol ether, tributylphenyl polyethylene glycol ether, tripearylphenyl polyethylene glycol ether, alkylaryl polyether alcohol, alcohols and fatty alcohols / ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylated polyoxypropylene, lauryl polyethylene glycol ether acetal, sorbitan ester, lignin sulfite waste liquid, and proteins, denatured proteins, polysaccharides (e.g., methylcellulose), hydrophobically modified starch, polyvinyl alcohol, polycarboxylates, polyalkoxylated compounds, polyethyleneamine, polyvinylpyrrolidone and copolymers thereof. At least one surfactant is required to facilitate the dispersion of the active ingredients in water and to facilitate their proper application to plants.

[0020] The above composition may also contain various other components, such as protective colloids, adhesives, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants, and polymers.

[0021] The herbicidal composition further comprises at least one safener, preferably one or more of the following: bis(benzyloxazol) (CAS: 163520-33-0), cyprosulfamide (CAS: 221667-31-8), pyrazole-methyl (CAS: 135590-91-9), quinoline (CAS: 99607-70-2), gibberellic acid (CAS: 7-06-5), furilazole (CAS: 121776-33-8), and metcamifen (CAS: 129531-12-0).

[0022] In the context of this specification, if the abbreviation of the common name of the active compound is used, it includes, in each case, all conventional derivatives, such as esters and salts, and isomers, particularly optical isomers, especially one or more commercially available forms. If the common name indicates an ester or salt, it also includes, in each case, all other conventional derivatives, such as other esters and salts, free acids and neutral compounds, and isomers, particularly optical isomers, especially one or more commercially available forms. The chemical name of the compound given indicates at least one compound covered by the common name, which is generally preferred. In the case of sulfonamides such as sulfonylureas, the salt also includes salts formed by the exchange of hydrogen atoms in the sulfonamide group with a cation.

[0023] In the context of this invention, the salt of the compound is preferably in the form of its respective alkali metal salt, alkaline earth metal salt or ammonium salt, more preferably in the form of its respective alkali metal salt, more preferably in the form of its respective sodium salt or potassium salt, and most preferably in the form of its respective sodium salt.

[0024] The compositions of the present invention can be diluted or used directly by the user before use. They can be prepared by conventional processing methods, namely, mixing the active substance with a liquid solvent or solid carrier, and then adding one or more surfactants such as dispersants, stabilizers, wetting agents, binders, and defoamers.

[0025] The specific formulations of the herbicidal composition are dispersible oil suspensions, aqueous suspensions, emulsions, wettable powders, emulsifiable concentrates, water-dispersible granules (dry suspensions), water emulsions, and microemulsions.

[0026] In short, the compositions of the present invention can be mixed with solid and liquid additives conventionally used in existing formulations. The amount of active ingredient used varies with changing external conditions, such as temperature, humidity, and the nature of the herbicide used. It can vary considerably, for example, from 0.001 to 1.0 kg / ha, or more active substances, but is preferably between 0.005 and 750 g / ha, particularly between 0.005 and 500 g / ha.

[0027] In addition, the composition of the present invention can be applied to the leaves of the plant to be treated by spraying, i.e., applied to weeds, especially to surfaces that are infested or susceptible to weed infestation.

[0028] Furthermore, the present invention also provides an application of the herbicidal composition in controlling weeds; and a method for controlling unwanted plant growth, comprising applying the herbicidal composition to plants, plant parts, plant seeds, or areas where plants grow. Preferably, the herbicidal composition is used to selectively control weeds in useful crops; more preferably, the useful crop is a transgenic crop or a crop treated with genome editing technology.

[0029] The compounds of this invention can be used to treat all plants and plant parts. Plant varieties and cultivars can be obtained through conventional propagation and breeding methods or through genetic engineering methods. Genetically modified plants (transgenic plants) are those in which a heterologous gene (transgenic gene) has been stably integrated into the plant's genome. The transgenic event defined by its specific location in the plant genome is called a transformation event or transgenic event.

[0030] Genetically modified plant cultivars that can be treated according to the present invention include those resistant to one or more biotic stresses (pests, such as nematodes, insects, mites, fungi, etc.) or abiotic stresses (drought, low temperature, soil salinization, etc.), or those containing other desired traits. Plants can be genetically modified to express traits such as herbicide tolerance, insect tolerance, modified oil characteristics, or drought tolerance. Information on available genetically modified plants containing single gene transformation events or combinations of transformation events is available, for example, from publicly available databases maintained by the U.S. Department of Agriculture.

[0031] When the herbicidal compositions of the present invention are applied, their herbicidal activity exhibits an unexpected synergistic effect compared to single agents. This synergistic effect manifests as reduced application rate, a broader spectrum of weed control, faster and more sustained weed control – characteristics desired in weed control practices. In terms of the described properties, these new compositions are significantly superior to existing herbicides, achieving reduced application and greater environmental friendliness.

[0032] The synergistic herbicidal composition of the present invention also has the following advantages:

[0033] (1) The compositions of the present invention are environmentally friendly and are easily degraded in the environment.

[0034] (2) The herbicide composition of the present invention is low in cost and easy to use, and its promotion and application have great economic and social benefits. Detailed Implementation

[0035] The following examples are not intended to limit the invention, but are merely illustrative of how the invention is implemented. These examples demonstrate particularly significant effectiveness against certain weeds. Examples are as follows:

[0036] Pharmacological trials

[0037] 1) Cultivation conditions

[0038] The process is carried out in a controlled greenhouse with a temperature of 20–30°C, natural light, and a relative humidity of 55%–75%.

[0039] The soil type was loam, with an organic matter content of 1.63%, pH = 7.1, available nitrogen 84.3 mg / kg, available phosphorus 38.5 mg / kg, and available potassium 82.1 mg / kg. The soil was quantitatively filled to 3 / 4 full in pots, and then watered from the bottom to completely saturate the soil. The tested weed seeds were pre-germinated until they showed signs of germination, then evenly and quantitatively sown on the surface, covered with 0.5-1 cm of soil depending on seed size, and left to stand for later use.

[0040] The required active ingredients were purchased from reagent companies or synthesized using conventional methods. All raw materials were diluted with acetone as a solvent and diluted with a 0.1% Tween-80 emulsifier aqueous solution, and diluted immediately before use.

[0041] 2) Test method (soil sealing treatment):

[0042] Water containing the same solvent and emulsifier but without any pharmaceuticals was used as a blank control.

[0043] Each treatment was repeated 4 times, with 3 pots per treatment per session, and 30 weed seeds sown in each pot.

[0044] Before treatment, irrigate to maintain a 1-2 cm water layer. Use a pipette to take a quantitative amount of drug solution and irrigate according to the experimental design, from low dose to high dose, with each treatment repeated 4 times. After treatment, transfer to a greenhouse for routine cultivation, maintaining a 1-2 cm water layer throughout the experiment.

[0045] 3) Experimental method (foliar spray treatment):

[0046] Weeds are cultivated in pots. When the Kentucky bluegrass has 4-5 leaves, it is sprayed evenly with a foliar sprayer at a rate of 450 kg / ha.

[0047] 4) Data survey and statistical analysis

[0048] 4.1) Survey Methods

[0049] The absolute number method was used. Surviving weed seedlings were cut along the soil surface with a blade, and their fresh weight was measured using an analytical balance. Dead weeds were counted as having a fresh weight of zero.

[0050] 4.2) Survey time and frequency

[0051] An investigation was conducted 21 days after the incident, for a total of one investigation.

[0052] 4.3) Data Statistical Analysis

[0053] The theoretical fresh weight inhibition rate (E0 = X + Y) of each treatment combination was calculated using the Gowing method. This was then compared with the measured inhibition rate (E) to evaluate the combined effect of the two treatments on weeds. An E-E0 value greater than 10% indicates a synergistic effect, less than -10% indicates an antagonistic effect, and between -10% and 10% indicates an additive effect. The optimal ratio was determined based on actual efficacy, herbicide characteristics, and formulation balance. In the formula, X represents the fresh weight inhibition rate when active ingredient A is at dosage P; Y represents the fresh weight inhibition rate when active ingredient B is at dosage Q.

[0054] The statistical results are shown in Table 1-23 below.

[0055] Table 1 Evaluation of the actual control efficacy and combined effects of triclopyralid against millet (soil sealing)

[0056] Table 2 Evaluation of the actual control efficacy and combined effects of the mixture of dimethyltetrachloroisooctyl ester and 2,4-dichloroisooctyl ester against wild rapeseed (soil sealing)

[0057] Table 3 Evaluation of the actual control efficacy and combined effects of dicamba and other herbicides against Bidens trifoliata (soil sealing)

[0058] Table 4 Evaluation of the actual control efficacy and combined effect of the mixed aminopyridine acid on *Tamarix chinensis* (soil sealing).

[0059] Table 5 Evaluation of the actual control efficacy and combined effect of mixed chlorpyrifos against *Tamarix chinensis* (soil sealing).

[0060] Table 6 Evaluation of the actual control efficacy and combined effects of the mixture of clopyralid isooctyl ester against Cyperus rotundus (soil sealing)

[0061] Table 7 Evaluation of the actual control efficacy and combined effects of the mixed chloropyridinium chloride against *Cyperus diffusa* (soil sealing)

[0062] Table 8 Evaluation of the actual control efficacy and combined effect of mixed fluopyridine ester on *Tamarix chinensis* (soil sealing)

[0063] Table 9 Evaluation of the actual control efficacy and combined effect of the mixed dichloroquinoline acid against Bidens trifoliata (soil sealing)

[0064] Table 10 Evaluation of the actual control efficacy and combined effect of mixed dichloropyridine acid on *Tamarix chinensis* (soil sealing).

[0065] Table 11 Evaluation of the actual control efficacy and combined effects of the compound herbicide dichlorvos against Bidens trifoliata (soil sealing)

[0066] Table 12 Evaluation of the actual control efficacy and combined effects of paraquat and herbicide against wild millet (soil sealing)

[0067] Table 13 Evaluation of the actual control efficacy and combined effect of mixed cycloazinone on Euphorbia helioscopia (soil sealing)

[0068] Table 14 Evaluation of the actual control efficacy and combined effects of the mixture of buthidione and other agents against *Tamarix chinensis* (soil sealing).

[0069] Table 15 Evaluation of the actual control efficacy and combined effect of simazine-based compound against Amaranthus retroflexus (soil sealing)

[0070] Table 16 Evaluation of the actual control efficacy and combined effects of atrazine and other pesticides against Bidens trifoliata (soil sealing).

[0071] Table 17 Evaluation of the actual control efficacy and combined effects of the mixed herbicide methyl parathion against wild rapeseed (soil sealing)

[0072] Table 18 Evaluation of the actual control efficacy and combined effects of the compound cyclohexane against wild oats (soil sealing)

[0073] Table 19 Evaluation of the actual control efficacy and combined effect of trifludimoxazin on jointed goatgrass (soil sealing)

[0074] Table 20 Evaluation of the actual control efficacy and combined effects of indazine and fluroxypyr against jointed goatgrass (soil sealing)

[0075] Table 21 Evaluation of the actual control efficacy and combined effects of tetraflufenican against goosegrass (soil sealing)

[0076] Table 22 Evaluation of the actual control efficacy and combined effect of epyrifenacil on jointed goatgrass (soil sealing)

[0077] Table 23 Evaluation of the actual control efficacy and combined effect of glufosinate-ammonium against Kentucky bluegrass (foliar spray)

[0078] Through extensive experimentation and exploration, this invention unexpectedly discovered that the composition exhibits a surprising and unexpected synergistic effect in controlling various grasses, broadleaf weeds, and sedges. This synergistic effect is more pronounced at low doses, reducing the amount of herbicide used and environmental pollution. Furthermore, rational formulation lowers agricultural costs, demonstrating excellent application prospects. Simultaneously, tests in field crops have shown good selectivity and excellent synergistic effects, suggesting its potential for development into a herbicide mixture with broad market value.

Claims

1. A binary herbicidal composition, characterized in that, It includes active ingredients A and B, which are effective in controlling weed growth. Active ingredient A is Active ingredient B is selected from one or more of the following compounds and their salts / esters: (1) Synthetic hormone inhibitors: triclopyralid, dimethyltetrachloroisooctyl ester, dicamba, ampicillin, chlorpyridine, isooctyl clopyralid, chlorpyridine ester, chlorpyridine ester, dichloroquinoline acid, dichloropyridine ester; (2) PSI inhibitors: diquat, paraquat; (3) PSII inhibitors: cyclomethazine, buprofen, simazine, atrazine, and cypermethrin; (4) GS inhibitor: glufosinate-ammonium; (5) DHODH inhibitor: tetraflufenican; (6) FAT inhibitor: Cyclohexane; (7) PPO inhibitors: trifludimoxazin, epyrifenacil; (8) Cellulose synthesis inhibitor: indazine-fluoxadecan.

2. The binary herbicidal composition according to claim 1, characterized in that, The weight ratio of A to B is 1:50~100:1, 1:20~80:1, 1:10~40:1, 1:5~20:1, 1:4~16:1, 2:5~10:1, 1:2:~8:1, 4:5~5:1, 1:1~4:1 or 8:5~2:

1.

3. The binary herbicidal composition according to claim 1 or 2, characterized in that, The mass percentage of A and B in the herbicidal composition is 1-95% of the total, preferably 10-80%.

4. The binary herbicidal composition according to claim 1 or 2, characterized in that, The herbicidal composition also includes conventional adjuvants, preferably including carriers and / or surfactants.

5. The binary herbicidal composition according to claim 1 or 2, characterized in that, The herbicidal composition further includes at least one safener, preferably selected from one or more of bis(oxazolyl) acid, cyprosulfamide, pyrazolyl glufosinate, quinoline, gibberellic acid, furilazole, and metcamifen.

6. The binary herbicidal composition according to any one of claims 1-5, characterized in that, The specific formulation of the herbicidal composition is a dispersible oil suspension, an aqueous suspension, a suspension emulsion, a wettable powder, an emulsifiable concentrate, a water-dispersible granule, an emulsion, or a microemulsion.

7. The application of the binary herbicidal composition according to any one of claims 1-6 in the control of weeds, preferably, the herbicidal composition is used to selectively control weeds in useful crops, more preferably, the useful crops are transgenic crops or crops treated with genome editing technology.

8. A method for controlling unwanted plant growth, comprising applying the binary herbicidal composition of any one of claims 1-6 to a plant, plant part, plant seed or area of ​​plant growth, preferably, the herbicidal composition is used to selectively control weeds in a useful crop, more preferably, the useful crop is a transgenic crop or a crop treated with genome editing technology.