Herbicide composition

By combining pendimethalin, butachlor, and isoxaflutole in a specific weight ratio and formula, an emulsifiable concentrate formulation was prepared, which solved the problem of the lack of weed control with the combination of the three in the existing technology, and achieved significant synergistic effect and broad-spectrum herbicidal effect.

CN121014637APending Publication Date: 2025-11-28CHANGXIN AGRICULTURAL TECHNOLOGY (ANHUI) CO LTD
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Patent Information

Application Number
CN202510924068.7
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-07-04
Publication Date
2025-11-28

AI Technical Summary

Technical Problem

There are no reports in the existing technology regarding the combination of pendimethalin, butachlor, and isoxaflutole, and there is a lack of synergistic effects in weed control.

Method used

Using a specific weight ratio combination of pendimethalin, butachlor, and isoxaflutole, along with a herbicide safener such as chlorpyrifos, it is prepared into agriculturally acceptable formulations such as emulsifiable concentrates and suspension concentrates for weed control in crop fields.

Benefits of technology

It achieved a significant synergistic effect, broadened the spectrum of weed control, improved the control effect on weeds in crop fields, and ensured crop safety.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention relates to a herbicide composition, which comprises the following active ingredients: pendimethalin, butachlor and clomazone, and an optional herbicide safener. After the pendimethalin, the butachlor and the clomazone are compounded, compared with single agents and combinations of every two of the single agents, the pesticide composition has an obvious synergistic effect in the aspect of preventing and controlling agricultural weeds such as barnyard grass and dayflower. In addition, the herbicide composition can further comprise agriculturally acceptable auxiliaries and carriers, and can be prepared into agriculturally acceptable dosage forms. In addition, the invention also relates to an application of the herbicide composition for preventing and treating agricultural weeds.
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Description

Technical Field

[0001] This invention relates to the agricultural field, and more specifically to a herbicide composition containing pendimethalin, butachlor, and isoxaflutole, and its application in controlling agricultural weeds. Background Technology

[0002] Pendimethalin is a dinitrotoluidine selective soil-applied herbicide. The pure product is an orange-yellow crystalline powder that can be widely used for weed control in various crop fields, including corn, soybeans, peanuts, cotton, rice, potatoes, tobacco, and vegetables. It effectively controls annual grasses and broadleaf weeds such as crabgrass, foxtail, Kentucky bluegrass, amaranth, goosegrass, sedge, black nightshade, lambsquarters, amaranth, barnyard grass, duckweed, sedge, and styrax. Pendimethalin primarily works by inhibiting meristematic cell division. The main application method for pendimethalin is pre- or post-emergence soil application.

[0003] Butachlor is a selective systemic herbicide of the amide class. The pure product is a pale yellow oily liquid, poorly soluble in water but readily soluble in organic solvents. It is mainly absorbed through the young shoots and roots of weeds and translocated throughout the entire plant, inhibiting protein synthesis, interfering with cell division and growth, and ultimately causing weed death. Butachlor is mainly used in rice paddies, but can also be used in fields of wheat, corn, cotton, peanuts, cabbage, spinach, and other crops to control weeds such as barnyard grass, crabgrass, foxtail, sedge, rice sedge, duckweed, jointed greens, and amaranth. Its primary application method is pre-emergence soil treatment.

[0004] Isoxam, also known as cyclohexane, is an organic heterocyclic selective pre-emergence herbicide. The pure product is a colorless, transparent to light brown viscous liquid. It is a photosynthesis inhibitor that is absorbed through roots and young shoots and translocated upwards to all parts of the plant, thereby inhibiting the synthesis of isoprene compounds and hindering the biosynthesis of carotene and chlorophyll in sensitive plants. Although the plant may still germinate and emerge, it lacks pigment and dies within a short period. This herbicide is characterized by its long-lasting effect; a single application can maintain its efficacy throughout the crop's entire growth cycle. It can be applied flexibly, either pre-emergence soil sealing or post-emergence foliar application. It can be used in fields of corn, rice, wheat, soybeans, potatoes, peanuts, sugarcane, tobacco, and other crops to control annual grasses and broadleaf weeds, including barnyard grass, foxtail grass, crabgrass, goosegrass, purslane, lambsquarters, knotweed, cocklebur, black nightshade, velvetleaf, dayflower, thistle, and sow thistle.

[0005] CN104396996A discloses a mixed herbicide containing pyrimisulfan, butachlor and pendimethalin, which is applied to pre-emergence and early post-emergence weed control in lawns, especially to prevent and control various grasses, sedges and broadleaf weeds in lawns. The composition has high synergistic effect, delays weed resistance, has wide herbicidal spectrum, long persistence and safety to lawns, and the effect is obviously higher than that of single agent.

[0006] CN108432778A discloses a ternary herbicidal composition, which comprises flumioxazin, pendimethalin and isoxaben. The ternary herbicidal composition can significantly expand the herbicidal spectrum and improve the overall control effect on weeds in cotton fields. Meanwhile, the composition has good safety to cotton.

[0007] CN108477183A discloses a ternary herbicidal composition, which comprises propanil, isoxaben, butachlor or propanil. The ternary herbicidal composition is used for preventing and controlling weeds in farmland.

[0008] CN112205402A discloses a herbicidal composition containing butachlor, isoxaben and butachlor. The herbicidal composition is used for preventing and controlling weeds in rice fields.

[0009] CN101720763A discloses a water emulsion for vegetable fields, which comprises butachlor, pendimethalin, solvent, emulsifier, dispersant, defoaming agent and water. The water emulsion has the effects of synergism and expansion of herbicidal spectrum, and is specially used for preventing and controlling cruciferous weeds in vegetable fields. The dosage form has low toxicity to human, livestock and plants, and is safe to environment.

[0010] CN102669115A discloses a microcapsule suspension agent containing pendimethalin and isoxaben, which is a new type of one-time water field soil treatment agent and can be absorbed by the roots and seedlings of plants. The pesticide composition can hinder the generation of chlorophyll and the accumulation of plastid pigments in sensitive plants, produce the whitening phenomenon, inhibit the Hill reaction in the photosynthesis of weeds, make the tips and edges of weed leaves fade green, and finally dry up and die. The pesticide composition has good control effect on gramineous weeds, sedge weeds and broadleaf weeds of crops.

[0011] CN1276153A discloses a herbicide mainly composed of isoxaben and amides (such as acetochlor, alachlor and butachlor). The herbicide can kill broadleaf weeds and gramineous weeds in all growth periods in rape fields and soybean fields, is safe and reliable, and does not cause drug damage.

[0012] No relevant report about the combination of pendimethalin, butachlor and isoxaben is found. SUMMARY

[0013] The present inventors have found through experiments that the herbicide composition composed of pendimethalin, butachlor and isoxaben has obvious synergistic effect in weed control.

[0014] The present application relates to a herbicide composition, the active ingredients of which include pendimethalin, butachlor and isoxaben; the weight ratio of the three active ingredients is 15-24:25-36:3-8.

[0015] Within the above weight ratio range of the present application, wherein:

[0016] The weight ratio of pendimethalin can be selected from 15, 16, 17, 18, 19, 20, 21, 22, 23, 24;

[0017] The weight ratio of butachlor can be selected from 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36;

[0018] The weight ratio of isoxaben can be selected from 3, 4, 5, 6, 7, 8.

[0019] Further, in the herbicide composition of the present application, the weight ratio of pendimethalin, butachlor and isoxaben is preferably 18-21:28-32:4-6.

[0020] Further, in the herbicide composition of the present application, the weight ratio of pendimethalin, butachlor and isoxaben is more preferably 20:31:5.

[0021] In an embodiment of the present application, the herbicide composition further comprises a herbicide safener, which includes one or more of benoxacor, dichlozoline, dichlormate, furilazole, oxabetrione, cloquintocet, cloquintocet-mexyl. In an embodiment of the present application, the herbicide safener is preferably dichlozoline.

[0022] In the herbicide composition within any of the weight ratio ranges of the present application, the weight ratio of the corresponding herbicide safener can be 2-9, such as 2, 3, 4, 5, 6, 7, 8, 9. Preferably, 3-7, more preferably 5.

[0023] Specifically, when the herbicide composition of the present application comprises a herbicide safener, the weight ratio of each component is 15-24:25-36:3-8:2-9; preferably 18-21:28-32:4-6:3-7; more preferably 20:31:5:5.

[0024] In an embodiment of the present application, the herbicide composition of the present application can further comprise an agriculturally acceptable adjuvant and / or carrier, and be prepared into an agriculturally acceptable dosage form.

[0025] In one embodiment of the present application, the weight percent of the active ingredient in the agriculturally acceptable formulation is in the range of 1-80%, preferably in the range of 10-70%, more preferably in the range of 30-60%.

[0026] The agriculturally acceptable formulation includes emulsifiable concentrate, suspoemulsion, aqueous emulsion, microemulsion, etc. Preferably, it is emulsifiable concentrate. The method for preparing the agriculturally acceptable formulation is well known to those skilled in the art.

[0027] In the process of preparing the above-mentioned agriculturally acceptable formulation, the agriculturally acceptable adjuvant and / or carrier used includes, but is not limited to, solvent, emulsifier, dispersant, wetting agent, thickening agent, antifreezing agent, antifoaming agent, liquid carrier, etc. Among them,

[0028] The solvent can be selected from one or more of N,N-dimethylformamide, ethyl acetate, xylene, trichloromethane, dichloromethane, cyclohexane, ethyl glycol ether, cyclohexanone, N-methyl pyrrolidone, N,N-dimethyl octanamide, N,N-dimethyl decanamide, methyl glycol ether.

[0029] The emulsifier can be selected from one or more of fatty alcohol polyoxyethylene ether, polyoxyethylene alkyl ether, lignin sulfonate, sodium dodecyl sulfate, sodium dodecyl benzene sulfonate, calcium dodecyl benzene sulfonate, naphthalene sulfonate formaldehyde condensate salt, styryl phenyl polyoxyethylene ether, phenylethyl phenol polyoxyethylene polypropylene ether, polyoxyethylene sorbitol fatty acid ester, nonyl phenol polyoxyethylene ether phosphate, phenyl phenol polyoxyethylene ether phosphate, sorbitan monostearate polyoxyethylene ether, sorbitan fatty acid ester polyoxyethylene ether.

[0030] The dispersant can be selected from one or more of nonyl phenol polyoxyethylene ether, alkyl naphthalene sulfonate, polyoxyethylene alkyl aryl ether, lignin sulfonate, fatty alcohol polyoxyethylene ether, fatty alcohol polyoxyethylene ether phosphate, sodium p-hydroxyphenyl lignin sulfonate, polyoxyethylene lanolin alcohol, naphthalene sulfonate formaldehyde condensate salt, polyoxyethylene sorbitan fatty acid ester, fatty alcohol polyoxyethylene ether sulfate, alkyl phenol polyoxyethylene ether formaldehyde condensate.

[0031] The wetting agent can be selected from one or more of sodium dodecyl sulfate, calcium dodecyl benzene sulfonate, sodium lauroyl sarcosinate, sodium N-lauroyl glutamate, dioctyl sulfosuccinate, polyoxyethylene alkyl aryl ether phosphate salt, trisiloxane polyoxyethylene ether, isooctanol succinate sulfonate sodium, sodium oleoyl methyl taurate, alkyl phenol polyoxyethylene ether phosphate, triphenylethyl phenol polyoxyethylene ether, castor oil polyoxyethylene ether, fatty alcohol polyoxyethylene ether.

[0032] The thickening agent can be selected from one or more of gum arabic, carboxymethyl cellulose, sodium carboxymethyl cellulose, xanthan gum, gelatin, polyvinyl alcohol, magnesium aluminum silicate, sodium alginate.

[0033] The antifreezing agent can be selected from one or more of ethylene glycol, propylene glycol, glycerol, polyethylene glycol, sorbitol.

[0034] The antifoaming agent can be selected from one or more of silicone, butyl phosphate, isobutyl phosphate, n-octanol.

[0035] The liquid carrier can be selected from one or more of water, castor oil, soybean oil, mineral oil.

[0036] Another aspect of the present application relates to the use of the herbicidal composition described above for controlling agricultural weeds in crop fields. The method of applying the herbicidal composition is well known to those skilled in the art, for example, it can be applied by pre-emergence soil application or post-emergence foliar spray. The amount of application can be determined by those skilled in the art according to the nature of the active ingredient, the recommended dose, and the occurrence of weeds in the field, etc.

[0037] The crop includes, but is not limited to, rice, wheat, corn, soybean, peanut, cotton, potato, tobacco, vegetables, etc.

[0038] The agricultural weeds include, but are not limited to, barnyard grass, dogtail grass, crabgrass, Chinese alpine paper, bluegrass, loose silky-brocade, Euphorbia, Commelina, Borreria, spade, gooseweed, pigweed, knotweed, sida, gooseweed, lettuce, etc. Preferably, barnyard grass and Commelina. DETAILED DESCRIPTION

[0039] The present application will be further described in conjunction with the following examples, but the present application is not limited thereto.

[0040] Unless otherwise specified, the percentages described in the following examples are all weight percentages.

[0041] The various experimental materials, reagents, and agents used in the following embodiments of the present application are obtained from the applicant's laboratory or by commercial procurement.

[0042] I. Herbicidal activity test

[0043] 1. Herbicidal activity test on barnyard grass

[0044] Test target: barnyard grass;

[0045] Test agent: pendimethalin technical agent, butachlor technical agent, isoxaben technical agent. When preparing the agent, a proper amount of acetone is used for dissolution, and then a 0.5% Tween 80 aqueous solution is used to prepare the required concentration.

[0046] Test method: The test uses pH neutral, well-permeable, sieved air-dried sandy loam soil. The test soil is quantitatively filled into pots to 4 / 5 of their volume, and irrigation from below is carried out so that the soil is completely moistened. The test seeds of Echinochloa crus-galli, which have been pregerminated, are uniformly broadcast on the soil surface, which is then covered with soil to a depth of 0.5 cm. 24 h after sowing, the soil is treated by spraying. The spraying is carried out using a mobile spraying tower, the spraying pressure being 240 kPa and the spray volume being 450 L / ha. 2 After the treatment, the plants are moved into a greenhouse and grown as usual. A 0.5% aqueous solution of Tween-80, which does not contain active ingredient, serves as a blank control. Each treatment is replicated 4 times. 21 days after the soil treatment, the fresh weight of the aboveground parts of the weeds is determined for each treatment, and the fresh weight control effect is calculated.

[0047]

[0048] E: fresh weight control effect;

[0049] C: fresh weight of the aboveground parts of the control weeds;

[0050] T: fresh weight of the aboveground parts of the treated weeds;

[0051] The combined action of the compositions is then calculated according to the Colby formula (S. R. Colby, Calculating Synergistic and Antagonistic Responses of Herbicide Combinations. Weeds, 1967):

[0052] E0 = X + Y - XY / 100 ……… (1); or

[0053] E0 = X + Y + Z - (XY + XZ + YZ) / 100 + XYZ / 10000 ……… (2)

[0054] X is the control effect when active ingredient A is applied in an application rate of m, expressed as a percentage of the untreated control;

[0055] Y is the control effect when active ingredient B is applied in an application rate of n, expressed as a percentage of the untreated control;

[0056] Z is the control effect when active ingredient C is applied in an application rate of r, expressed as a percentage of the untreated control;

[0057] E0 is the theoretical control effect when active ingredients A and B are applied in application rates of m and n, expressed as a percentage of the untreated control (formula 1); or E0 is the theoretical control effect when active ingredients A, B, C are applied in application rates of m, n, r, expressed as a percentage of the untreated control (formula 2).

[0058] If the observed value (actual control effect) of the control effect is higher than the theoretical value calculated by the above formula, the composition has superadditivity, that is, there is a synergistic effect.

[0059] The determination results are shown in Table 1 below.

[0060] Table 1 Determination results of the composition on barnyard grass

[0061]

[0062] Table 1 shows that the combination of dimethenamid, butachlor and isoxaben has a significant synergistic effect relative to each single agent and its two combinations, and the synergistic effect is most obvious when the use amount of dimethenamid, butachlor and isoxaben is (40+62+10) g a.i. / ha.

[0063] 2. Weeding activity test on Commelina communis

[0064] Referring to the same method as described above, the weeding activity test on Commelina communis is carried out, and the results are shown in Table 2 below.

[0065] Table 2 Determination results of the composition on Commelina communis

[0066]

[0067] Table 2 shows that the combination of dimethenamid, butachlor and isoxaben has a significant synergistic effect relative to each single agent and its two combinations, and the synergistic effect is most obvious when the use amount of dimethenamid, butachlor and isoxaben is (40+62+10) g a.i. / ha.

[0068] II. Preparation Examples

[0069] Example 1: 56% dimethenamid·butachlor·isoxaben emulsion oil

[0070] Dimethenamid 20%, butachlor 31%, isoxaben 5%, cloquintocet 5%, calcium dodecylbenzenesulfonate 8%, nonylphenol polyoxyethylene ether 4%, N,N-dimethyl octanamide to make up 100%.

[0071] The preparation method is: adding the formula amount of active ingredients into the formula amount of solvent, then adding other additives, and mixing uniformly to obtain.

[0072] Example 2: 52% dimethenamid·butachlor·isoxaben emulsion oil

[0073] Dimethenamid 18%, butachlor 28%, isoxaben 6%, cloquintocet 4%, naphthalene sulfonate formaldehyde condensate sodium 6%, polyoxyethylene lanolin alcohol 5%, cyclohexanone to make up 100%.

[0074] Preparation method same as example 1.

[0075] Example 3: 55% pendimethalin · butachlor · isoxaben emulsion oil

[0076] Pendimethalin 21%, butachlor 30%, isoxaben 4%, fluridone 6%, fatty alcohol polyoxyethylene ether 5%, sodium lignosulfonate 6%, N, N-dimethyl decanamide to 100%.

[0077] Preparation method same as example 1.

[0078] Example 4: 57% pendimethalin · butachlor · isoxaben emulsion oil

[0079] Pendimethalin 24%, butachlor 26%, isoxaben 7%, fluridone 6%, polyoxyethylene sorbitol fatty acid ester 6%, naphthalene sulfonate formaldehyde condensate sodium 5%, N-methyl pyrrolidone to 100%.

[0080] Preparation method same as example 1.

[0081] Example 5: 59% pendimethalin · butachlor · isoxaben emulsion oil

[0082] Pendimethalin 16%, butachlor 35%, isoxaben 8%, fluridone 5%, benzyl phenol polyoxyethylene polyoxypropylene ether 7%, p-hydroxyphenyl lignin sulfonate sodium 6%, N, N-dimethyl octanamide to 100%.

[0083] Preparation method same as example 1.

[0084] Example 6: 53% pendimethalin · butachlor · isoxaben emulsion oil

[0085] Pendimethalin 19%, butachlor 29%, isoxaben 5%, fluridone 4%, calcium dodecylbenzenesulfonate 4%, polyoxyethylene sorbitan fatty acid ester 7%, cyclohexanone to 100%.

[0086] Preparation method same as example 1.

[0087] Finally, it should be noted that: the above examples are used to illustrate the technical solutions of the present application, but not limited to; although the present application has been described in detail with reference to the foregoing examples, those skilled in the art should understand that: it can still modify the technical solutions recorded in the foregoing examples, or make equivalent replacement to part or all of the technical features; and these modifications or replacements do not make the essence of the corresponding technical solutions deviate from the scope of the technical solutions of the embodiments of the present application.

Claims

1. A herbicide composition, characterized in that, The active ingredients of the herbicide composition include pendimethalin, butachlor, and isoxaflutole; the weight ratio of the three active ingredients is 15-24:25-36:3-8.

2. The herbicide composition according to claim 1, characterized in that, The preferred weight ratio of pendimethalin, butachlor, and isoxaflutole is 18-21:28-32:4-6.

3. The herbicide composition according to claim 1 or 2, characterized in that, The herbicide composition further includes a herbicide safener.

4. The herbicide composition according to claim 3, characterized in that, The herbicide safener includes one or more of the following: cyclohexane, cyclohexidine, cyclohexane, cyclohexazole, cyclohexanenitrile, cyclohexane ester, and cyclohexanequinone.

5. The herbicide composition according to claim 3 or 4, characterized in that, The weight ratio of pendimethalin, butachlor, isoxaflutole, and herbicide safener is 15-24:25-36:3-8:2-9.

6. The herbicide composition according to any one of claims 1-5, characterized in that, The herbicide composition further comprises agriculturally acceptable adjuvants and / or carriers, and is prepared into an agriculturally acceptable formulation.

7. The herbicide composition according to claim 6, characterized in that, The agriculturally acceptable formulations include emulsifiable concentrates, suspensions, emulsions, and microemulsions, with emulsifiable concentrates being preferred.

8. The herbicide composition according to claim 6, characterized in that, The agriculturally acceptable adjuvants and / or carriers include solvents, emulsifiers, dispersants, wetting agents, thickeners, antifreeze agents, defoamers, and liquid carriers.

9. The application of the herbicide composition according to any one of claims 1-8 for the control of agricultural weeds.

Citation Information

Patent Citations

  • Vegetable field herbicide composition and preparation method and use of water emulsion thereof

    CN101720763A

  • Microcapsule suspension containing pendimethalin and clomazone and preparation method thereof

    CN102669115A

  • Mixed weedicide containing flazasulfuron, butachlor and pendimethalin

    CN104396996A

  • Ternary compound herbicide composition

    CN108432778A

  • Ternary weeding composition and application thereof

    CN108477183A