Herbicidal compositions comprising cyclohexenone compounds and use thereof

Abstract

The application belongs to the field of agricultural herbicides, and particularly relates to a herbicidal composition containing cyclohexenone compounds and application thereof. The effective component of the herbicidal composition is compound 3 and cyhalofop-butyl, and the weight ratio is 10:1-1:20, preferably 1:2-1:10, and the structure of the compound 3 is as shown in formula (I). The herbicidal composition has obvious synergistic effect, delays the generation of weed resistance, and reduces the production and use cost. The herbicidal composition is effective for various gramineous weeds in rice fields. The emulsifiable powder prepared has high biological activity, good safety, and the efficacy is equivalent to that of the same amount of emulsion. The thermal storage decomposition rate of the cyclohexenone compound 3 in the emulsifiable powder compound preparation is less than 5% (54 DEG C, 14 days), which provides a reference idea for the research of other cyclohexenone compound compound preparations.

Description

Technical Field

[0001] This invention belongs to the field of agricultural herbicides, specifically relating to a herbicidal composition containing cyclohexenone compounds and its application. Background Technology

[0002] In agricultural production, the application of chemical pesticides is the most effective means of controlling plant diseases, insects, and weeds. However, long-term, continuous, and high-dose application of a single chemical herbicide not only easily leads to a series of problems such as pesticide residues and environmental pollution, but also easily causes weed resistance. The rational combination of chemical herbicides has advantages such as broadening the weed-killing spectrum, improving control efficacy, extending the application period, and reducing the dosage. Chinese invention patent CN113620849A discloses a cyclohexenone compound and its use as a herbicide, but in production, there is still a need to develop herbicide compositions with high safety, a broad weed-killing spectrum, synergistic effects, and the ability to solve the problem of resistant weeds.

[0003] Compound 3, with the structural formula (I), is a cyclohexenone herbicide that can be used to control barnyard grass, crabgrass, and sedge in rice paddies.

[0004]

[0005] Cyclohexenone herbicides generally contain functional groups such as hydroxyl groups, double bonds, and oximes. In daily life, factors such as oxygen, moisture, ultraviolet radiation, and temperature can easily cause the active ingredients to decompose. Cyclohexenone compounds are commonly formulated as emulsifiable concentrates. After processing into formulations with a certain content, the active ingredient decomposes due to substances such as water and alcohol in the solvent and adjuvants, as well as light and high temperature during storage. The actual decomposition rate of these formulations after two years of storage at room temperature is generally greater than 10%. According to EU documents, the decomposition rate of cyclohexenone herbicides from foreign companies after two years of storage at room temperature is also greater than 5% (Formulation was considered not stable in the two-year shelf-life study as the loss of the active substance was greater than 5%, EFSA Journal 2011). Chinese invention patent CN108184827 A discloses a method for preparing cyclohexenone emulsifiable concentrates using stabilizers such as epoxidized soybean oil. Although its physical stability is acceptable, it can only be used to formulate single-agent cyclohexenone emulsifiable concentrates. The production process still requires the use of a large amount of organic solvents, which brings safety and environmental risks to the storage, transportation, production, and use of the product.

[0006] Chinese invention patent CN 102726376 A discloses a method for preparing clethodim emulsifiable powder. However, with the continuous and extensive use of cyclohexenone herbicides, some weeds are developing increasing resistance to them. Therefore, it is necessary to use appropriate herbicides in combination to reduce the occurrence and development of weed resistance. Currently, existing formulations combining cyclohexenone compounds with other herbicides on the market exhibit very high thermal decomposition rates of the active ingredient (54, 14 days) and actual decomposition rates after two years of storage at room temperature. Therefore, developing a compound formulation of cyclohexenone compounds with high storage stability is particularly important. Summary of the Invention

[0007] To address the aforementioned technical problems, this invention provides a herbicidal composition containing cyclohexenone compounds. The formulation exhibits good storage stability, is safe for rice, and effectively controls various grassy weeds in rice paddies, thus facilitating the integrated management of resistant weeds in rice fields.

[0008] This invention is achieved through the following technical solution:

[0009] A herbicidal composition comprising cyclohexenone compounds, wherein the active ingredients are compound 3 and cyhalofop-butyl, in a weight ratio of 10:1 to 1:20, preferably 1:2 to 1:10, more preferably 1:6, wherein the structural formula of compound 3 is as shown in (I) and the structural formula of cyhalofop-butyl is as shown in (II).

[0010]

[0011] Cyhalofop-butyl is a selective herbicide for rice paddies. It is an acetyl-CoA carboxylase inhibitor and is mainly used to control barnyard grass, young barnyard grass, and crabgrass in rice paddies. It is the only aromatic phenoxypropionic acid herbicide that has a high degree of safety for rice.

[0012] The herbicidal composition also includes a carrier and adjuvants as auxiliary components in pesticide formulations.

[0013] The carrier is one or more of water, solvent, or filler.

[0014] Deionized water is preferred.

[0015] The solvent is selected from one or more of N,N-dimethylformamide, cyclohexanone, toluene, xylene, dimethyl sulfoxide, methanol, ethanol, trimethylcyclohexanone, N-octylpyrrolidone, ethanolamine, triethanolamine, isopropylamine, N-methylpyrrolidone, propanol, butanol, ethylene glycol, diethylene glycol, ethylene glycol methyl ether, butyl ether, ethanolamine, isopropylamine, methyl oleate, Solvent 150, ethyl acetate, or acetonitrile.

[0016] The filler is selected from one or more of the following: clay, kaolin, diatomaceous earth, bentonite, attapulgite, silica, starch, or light calcium carbonate.

[0017] The additives include surfactants, and other functional additives may be added depending on the application and requirements.

[0018] The surfactant is selected from one or more of emulsifiers, dispersants, wetting agents or penetrants, and the surfactant is a single or compound formulation of common nonionic surfactants or anionic surfactants.

[0019] The emulsifier is selected from OP series phosphate esters (nonylphenol polyoxyethylene ether phosphate ester), 600# phosphate ester (phenylphenol polyoxyethylene ether phosphate ester), styrene polyoxyethylene ether ammonium sulfate, alkyl diphenyl ether magnesium disulfonate, triethanolamine salt, agricultural emulsion 500# (calcium dodecylbenzene sulfonate), agricultural emulsion 400# (benzyl dimethylphenol polyoxyethylene ether), agricultural emulsion 700# (alkylphenol formaldehyde resin polyoxyethylene ether), Ningxia emulsion 36# (phenylethylphenol formaldehyde resin polyoxyethylene ether), agricultural emulsion 1600# (phenyl... Ethylphenol polyoxyethylene polypropylene ether), oleate emulsifiers, isomeric alcohol emulsifiers, dioctyl sulfonate emulsifiers, ethylene oxide-propylene oxide block copolymers, OP series (nonylphenol polyoxyethylene ether), BY series (castor oil polyoxyethylene ether), agricultural emulsion 33# (alkyl aryl polyoxyethylene polyoxypropylene ether), Span series (sorbitan monostearate), Tween series (dehydrated sorbitan fatty acid ester polyoxyethylene ether), or AEO series (fatty alcohol polyoxyethylene ether) are one or more of these.

[0020] The dispersant is selected from one or more of polycarboxylate, lignin sulfonate, alkylphenol polyoxyethylene ether formaldehyde condensate sulfate, alkylbenzene sulfonate calcium, naphthalene sulfonate formaldehyde condensate sodium salt, alkylphenol polyoxyethylene ether, fatty amine polyoxyethylene ether, fatty acid polyoxyethylene ether, or glycerol fatty acid ester polyoxyethylene ether.

[0021] The wetting agent is selected from one or more of sodium dodecyl sulfate, sodium dodecylbenzene sulfonate, pull-opening powder BX, wetting and penetrating agent F, soapberry powder, silkworm excrement, or soapberry powder.

[0022] The penetrant is selected from one or more of penetrant JFC (fatty alcohol polyoxyethylene ether), azone, or organosilicon.

[0023] The other functional additives are selected from one or more of antifreeze, thickeners, stabilizers, disintegrants, or defoamers.

[0024] The antifreeze is selected from one or more of ethylene glycol, propylene glycol, glycerol, or urea.

[0025] The thickener is selected from one or more of gelatin, sodium carboxymethyl cellulose, hydroxyethyl cellulose, sodium polyacrylate, modified starch, xanthan gum, bentonite, silica, or magnesium aluminum silicate.

[0026] The stabilizer is selected from one or more of epoxidized soybean oil, epichlorohydrin, BHT, ethyl acetate, or triphenyl phosphate.

[0027] The disintegrant is selected from one or more of bentonite, urea, ammonium sulfate, aluminum chloride, low-substituted hydroxypropyl cellulose, lactose, citric acid, succinic acid, or sodium bicarbonate.

[0028] The defoamer is selected from one or more of silicone oil, silicone compounds, C10-C20 saturated fatty acid compounds, or C8-C10 fatty alcohol compounds.

[0029] The herbicidal composition comprising cyclohexenone compounds of the present invention has the active ingredient compound 3 and cyhalofop-butyl in a weight percentage of 1-95%, preferably 10-80%.

[0030] The herbicidal composition of the present invention is formulated as an emulsifiable concentrate, an emulsifiable powder, a suspension concentrate, a dispersible oil suspension, a wettable powder, a water-dispersible granule, an emulsion, a microemulsion, a granule, a microcapsule suspension, or a soluble concentrate, preferably an emulsifiable concentrate and an emulsifiable powder, more preferably an emulsifiable powder.

[0031] When the herbicidal composition is in the form of an emulsifiable powder, the preparation method is as follows:

[0032] (1) Mix compound 3, emulsifier and stabilizer evenly, and fully adsorb and mix them with a carrier to obtain component 1;

[0033] (2) Mix cyhalofop-butyl, emulsifier and solvent evenly, and fully adsorb and mix them evenly with a carrier to obtain component 2;

[0034] (3) Mix component 1 and component 2 evenly to obtain the final product.

[0035] Compared with the prior art, the present invention has the following beneficial effects:

[0036] 1. The herbicidal composition of the present invention has a significant synergistic effect, delays the development of herbicide resistance in weeds, and reduces production and usage costs. It is effective against a variety of grass weeds in paddy fields. It overcomes the phytotoxicity problem of compound 3 to rice when used at higher doses, and can also effectively solve the problem of barnyardgrass, Echinochloa crus-galli, and other grass weeds in paddy fields resisting cyhalofop-butyl.

[0037] 2. The emulsifiable powder formulated in this invention exhibits high bioactivity and good safety, with efficacy comparable to that of emulsifiable concentrates at the same dosage. The thermal decomposition rate of cyclohexenone compound 3 in the compound formulation of the emulsifiable powder is less than 5% (54℃, 14d), providing a reference for the research of other compound formulations of cyclohexenone compounds. Experiments revealed that when compound 3 and cyhalofop-butyl are formulated into an emulsifiable powder using suitable stabilizers and emulsifiers, a stable emulsifiable powder formulation of cyclohexenone compound 3 and cyhalofop-butyl was obtained, with a thermal decomposition rate of less than 5% (54℃, 14d), and good emulsion stability.

[0038] 3. The herbicidal composition formula of the present invention uses little or no organic solvent, which saves a lot of organic solvent, avoids the harm to people and the environment caused by organic solvent during production and use, and improves the safety of production, storage and transportation.

[0039] 4. The preparation method is simple, the product has good flowability, and the cyclohexenone compounds have good storage stability. Detailed Implementation

[0040] The present invention will be described in detail below with reference to specific embodiments.

[0041] Indoor combined toxicity bioassays of compound 3 and cyhalofop-butyl at different ratios were used to demonstrate the synergistic effect of the two compounds when combined.

[0042] 1.1 Test reagents

[0043] 97% compound 3 technical grade, 97% cyhalofop-butyl technical grade.

[0044] 1.2 Test Target: Barnyardgrass

[0045] 1.3 Experimental Procedure

[0046] The potted foliar treatment method (NY / T1155.4-2006) was used: A measured amount of soil was placed in a 6cm high, 9cm diameter plastic pot. 15-20 seeds of the target weed were sown in each pot, covered with 0.5-1cm of fine soil, and then placed in a greenhouse for cultivation. When the weeds reached the 2-4 leaf stage, foliar spraying was applied, with 1mL of solution sprayed per pot. Each treatment was repeated four times, and a control group without the pesticide was included. After treatment, the plants were placed in a greenhouse for cultivation, and the growth of the target weeds was observed regularly. After 15 days, the symptoms of damage and growth inhibition were visually assessed, and the fresh weight of the above-ground parts or the fresh weight of each plant was recorded. The toxicity of the pesticide was evaluated based on the fresh weight inhibition rate of the target weeds.

[0047] 1.4 Investigation period: 15 days after the experimental treatment, the symptoms of damage and growth inhibition of the target were visually observed, and the fresh weight of the aboveground parts was recorded.

[0048] 1.5 Data Statistics and Analysis:

[0049] Based on the survey statistics, calculate the fresh weight inhibition rate (%).

[0050] Fresh weight inhibition rate P(%) = (control fresh weight - treatment fresh weight) / treatment fresh weight × 100.

[0051] Combined effect evaluation method:

[0052] The Gowing method is used to evaluate the combined action of herbicides (NY / T1155.7-2006), and the formula is as follows:

[0053] E0 = X + Y - XY / 100

[0054] In the formula, X represents the fresh weight inhibition rate of compound 3 against the target weeds when used alone at a certain dose;

[0055] Y represents the fresh weight inhibition rate of target weeds when cyhalofop-butyl is used alone at a certain dose.

[0056] E0 is the theoretical value of the fresh weight inhibition rate of the target weeds when compound 3 and cyhalofop-butyl are used in combination.

[0057] E represents the measured value of the fresh weight inhibition rate of the target weeds when compound 3 and cyhalofop-butyl are used in combination.

[0058] Evaluation criteria: When E-E0 > 10%, it indicates a synergistic effect; when -10% ≤ E-E0 ≤ 10%, it indicates an additive effect; and when E-E0 < -10%, it indicates an antagonistic effect.

[0059] 2.1 Results of toxicity testing

[0060] Table 1. Determination of the combined toxicity of compound 3 and cyhalofop-butyl.

[0061]

[0062]

[0063] Toxicity tests showed that compound formulations of active ingredient compound 3 and cyhalofop-butyl exhibited a synergistic effect at a ratio of 1:2 to 1:10, with the most significant synergistic effect observed at a ratio of 1:6. It is recommended that further field efficacy trials be conducted on formulations with appropriate ratios to evaluate their practical field application effects.

[0064] The following field efficacy plot test method was used to further verify the effect of compound 3 and cyhalofop-butyl on the control of grass weeds in paddy fields when applied in combination.

[0065] Field efficacy trial of compound 3 and cyhalofop-butyl for controlling weeds in rice paddies

[0066] Test reagents: The compound composition of compound 3 and cyhalofop-butyl was provided by the R&D Center of Shandong Hainoge Biotechnology Co., Ltd.

[0067] Control agent 1: 10% cyhalofop-butyl emulsifiable concentrate;

[0068] Control reagent 2: 10% compound 3 emulsifiable concentrate;

[0069] Manual weeding and water control were set up (CK).

[0070] Application method: Dilute with 30 liters of water per acre and spray evenly on the stems and leaves of each plot. The experimental plots were arranged in a randomized block design, with each treatment replicated four times.

[0071] Application time: June 10, 2020, when rice is at the 4-7 leaf stage and weeds in the field are at the 2-3 leaf stage, spray the stems and leaves once.

[0072] Application location: Tianchang City, Chuzhou City, Anhui Province

[0073] Survey methods and efficacy calculation

[0074] The weeds investigated included barnyard grass, Echinochloa crus-galli, and Digitaria sanguinalis. The efficacy of the herbicide on the control of weeds at 7 and 15 days after application, as well as the efficacy on the control of fresh weight at 15 days, was investigated.

[0075]

[0076] In the following examples, all percentages are by weight, and the treatment dosages for field efficacy are the dosages of the active ingredient. The field efficacy results of compound 3 and cyhalofop-butyl are shown in Table 2.

[0077] Example 1 (14% Compound 3-Cyfluthrin EC)

[0078] Components and contents: Compound 3, 2%; Cyhalofop-butyl, 12%; Calcium dodecyl sulfonate, 6%; Styrene-based phenol polyoxyethylene ether, 6%; Solvent oil, balance.

[0079] The preparation method is as follows: According to the components and their weight percentages provided in the examples, compound 3 and cyhalofop-butyl are added to a solvent, along with an emulsifier. The mixture is then stirred and mixed thoroughly in a stirred mixing vessel. An enamel-lined reactor or a stainless steel stirred mixing vessel can be used for this purpose.

[0080] Example 2 (14% Compound 3-Cyflufenoxam Emulsifiable Powder)

[0081] Components and contents: Compound 3, 2%; Cyhalofop-butyl, 12%; Epoxidized soybean oil, 3%; Solvent 150, 8%; Sodium dioctyl sulfosuccinate, 2%; Castor oil polyoxyethylene ether, 6%; Sodium naphthalene sulfonic acid formaldehyde condensate, 2%; Diatomaceous earth, 3%; Silica, balance.

[0082] The preparation method is as follows: According to the components and their weight percentages provided in the examples, compound 3 is added to epoxidized soybean oil, a portion of emulsifier is added and mixed thoroughly, and a portion of dispersant, diatomaceous earth and precipitated silica are used to fully adsorb and mix thoroughly to obtain component 1; cyhalofop-butyl is added to Solvent 150, a suitable proportion of emulsifier is added and mixed thoroughly, and a portion of dispersant, diatomaceous earth and precipitated silica are used to fully adsorb and mix thoroughly to obtain component 2; component 1 and component 2 are mixed thoroughly to obtain the emulsifiable powder.

[0083] Example 3 (21% Compound 3-Cyflufenoxam Emulsion)

[0084] Components and contents: Compound 3, 3%; Cyhalofop-butyl, 18%; Styrene-based phenol polyoxyethylene ether phosphate, 3%; Nonylphenol polyoxyethylene ether, 2%; Castor oil polyoxyethylene ether, 2%; Solvent oil, 20%; Water, balance.

[0085] The preparation method is as follows: According to the components and their weight percentages provided in the examples, compound 3 and cyhalofop-butyl are added to a solvent, and an emulsifier is added thereto. The mixture is stirred and mixed evenly in a stirring mixing vessel to form an oil phase. Under shear conditions, the oil phase is slowly added dropwise to an appropriate amount of water, and then sheared evenly by a high-speed shearing machine to obtain an emulsion.

[0086] Example 4 (35% Compound 3-Cyfluthrin Dispersible Oil Suspension)

[0087] Components and content: Compound 3, 5%; Cyhalofop-butyl, 30%; Emulsifier BY-125, 7%; Nonylphenol polyoxyethylene ether phosphate, 8%; Thickener: Organic bentonite, 1.6%; Methyl oleate, balance.

[0088] The preparation method is as follows: According to the components and their weight percentages provided in the examples, compound 3, cyhalofop-butyl, surfactants, and other functional additives are sequentially placed in a reaction vessel, mixed evenly with methyl ester, subjected to high-speed shearing, wet milling, and finally homogenized filtration to obtain the dispersible oil suspension. The main equipment includes a batching vessel, a colloid mill or homogenizer, and a sand mill.

[0089] Example 5 (21% Compound 3-Cyfluthrin Dispersible Oil Suspension)

[0090] Components and contents: Compound 3, 3%; Cyhalofop-butyl, 18%; Emulsifier BY-125, 7%; Nonylphenol polyoxyethylene ether phosphate, 8%; Thickener: Organic bentonite, 2.0%; Methyl oleate, balance.

[0091] The preparation method is the same as that in Example 3. The main equipment is a batching tank, a colloid mill or homogenizer, and a sand mill.

[0092] Example 6 (14% Compound 3-Cyfluthrin Soluble)

[0093] Components and contents: Compound 3, 2%; Cyhalofop-butyl, 12%; Agricultural Emulsifier 500#, 3%; Agricultural Emulsifier OP-10, 10%; Ethyl acetate, 15%; Anhydrous ethanol, balance.

[0094] The preparation method is as follows: According to the components and their weight percentages provided in the examples, compound 3 and cyhalofop-butyl are added to a solvent, along with an emulsifier. The mixture is then stirred and mixed thoroughly in a stirred mixing vessel. An enamel-lined reactor or a stainless steel stirred mixing vessel can be used for this purpose.

[0095] Table 2. Field efficacy of compound 3 combined with cyhalofop-butyl.

[0096]

[0097] Field efficacy trials showed that compound 3, when used alone, was effective against barnyard grass in rice paddies, but less effective against barnyard grass. A 1:6 ratio of compound 3 to cyhalofop-butyl showed good control of both barnyard grass and barnyard grass in rice paddies. Furthermore, the combination reduced the dosage, delayed the development of herbicide resistance, and significantly extended the herbicide's residual effect. Visual field observations within the tested dosage range indicated normal crop growth and no phytotoxicity or abnormalities were observed, suggesting that the herbicide was safe for the tested rice varieties.

[0098] Currently, the main processed formulations of cyclohexenone compounds on the market are emulsifiable concentrates (ECs). Because cyclohexenone compounds are unstable in the presence of light, heat, water, and alcohol, the ECs prepared from them are also extremely unstable. Furthermore, ECs require large amounts of organic solvents, which does not meet safety and environmental protection requirements and poses safety risks during product transportation. Emulsifiable powders, on the other hand, use very little solvent and are in solid form at room temperature, making them easier to store and transport.

[0099] The storage stability and other indicators of the emulsifiable concentrate and emulsifiable powder of the present invention were tested, and the results are shown in Table 3.

[0100] Table 3. Test Results of Emulsifiable Oils and Emulsifiable Powders

[0101]

[0102]

[0103] The test results show that after heat storage at 54±2℃ for 14 days, the thermal decomposition rates of Compound 3 and Cyhalofop-butyl emulsifiable concentrate of the present invention are significantly different, with the thermal decomposition rates of the two active ingredients in the emulsifiable powder being lower. This indicates that the production process of uniformly mixing Compound 3, emulsifier, and stabilizer, fully adsorbing and mixing them with a carrier to obtain component 1, and uniformly mixing Cyhalofop-butyl, emulsifier, and solvent, fully adsorbing and mixing them with a carrier to obtain component 2, and then uniformly mixing component 1 and component 2, avoids the contact of cyclohexenone compounds with the solvent and small amounts of water and alcohol in the emulsifier of the Cyhalofop-butyl emulsifiable powder, thus ensuring better storage stability of cyclohexenone compounds.

[0104] In summary, the herbicidal composition of this invention, containing compound 3 and cyhalofop-butyl, is mainly used for controlling barnyard grass, crabgrass, and other gramineous weeds in paddy fields. It is safe for the target crop. Compared with single-agent herbicides, the herbicidal composition of this invention has significant advantages such as synergistic effect, low dosage of active ingredient, long-lasting effect, and delaying the development of herbicide resistance in weeds. The emulsifiable powder of compound 3·cyhalofop-butyl provided by this invention greatly reduces the use of organic solvents, making it safe in production, use, storage, and transportation, with minimal environmental pollution. It also has advantages such as simple processing technology and low cost, and its efficacy is comparable to emulsifiable concentrates. Simultaneously, it ensures that the thermal decomposition rate of compound 3 is less than 5% (54℃, 14d), thus showing very good application prospects. It also provides a reference for improving the storage stability of active ingredients in compound formulations of cyclohexenone compounds. The research and promotion of this invention has significant social and environmental significance.

Claims

1. A herbicidal composition comprising cyclohexenone compounds, characterized in that: Its active ingredients are compound 3 and cyhalofop-butyl, with a weight ratio of 1:2 to 1:

10. The structural formula of compound 3 is shown in (I), and the structural formula of cyhalofop-butyl is shown in (II). Equation (I); Equation (II).

2. The herbicidal composition comprising cyclohexenone compounds according to claim 1, characterized in that: The weight ratio of compound 3 to cyhalofop-butyl is 1:

6.

3. The herbicidal composition comprising cyclohexenone compounds according to claim 1, characterized in that: The herbicidal composition also includes a carrier and adjuvants.

4. The herbicidal composition comprising cyclohexenone compounds according to claim 3, characterized in that: The active ingredient, compound 3, and cyhalofop-butyl are present in the composition at a weight percentage of 1-95%.

5. The herbicidal composition comprising cyclohexenone compounds according to claim 4, characterized in that: The active ingredient, compound 3, and cyhalofop-butyl are present in the composition at a weight percentage of 10-80%.

6. The herbicidal composition comprising cyclohexenone compounds according to claim 1, characterized in that: The herbicidal composition is formulated as an emulsifiable concentrate, emulsifiable powder, suspension concentrate, dispersible oil suspension, wettable powder, water-dispersible granules, water emulsion, microemulsion, granules, microcapsule suspension, or soluble concentrate.

7. The herbicidal composition comprising cyclohexenone compounds according to claim 6, characterized in that: The herbicidal composition is in the form of an emulsifiable powder.

8. The herbicidal composition comprising cyclohexenone compounds according to claim 7, characterized in that: When the herbicidal composition is in the form of an emulsifiable powder, the preparation method is as follows: (1) Mix compound 3, emulsifier and stabilizer evenly, fully adsorb and mix them evenly with a carrier to obtain component 1; (2) Mix cyhalofop-butyl, emulsifier and solvent evenly, and fully adsorb and mix them with a carrier to obtain component 2; (3) Mix component 1 and component 2 evenly to obtain the final product.

9. The use of a herbicidal composition comprising a cyclohexenone compound as described in any one of claims 1-8, characterized in that: It is used for weed control in rice paddies.

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