Weeding composition containing fentrazamide and clomazone

The herbicide combination of tetrazoline and isocyanate solves the problem of lack of synergistic enhancement in the existing technology, achieves efficient control of weeds and reduces drug resistance, and is suitable for the control of weeds such as barnyard grass, loblolly vine, and crabgrass.

CN120642846APending Publication Date: 2025-09-16CHANGXIN AGRICULTURAL TECHNOLOGY (ANHUI) CO LTD
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Patent Information

Application Number
CN202510787989.3
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-06-13
Publication Date
2025-09-16

AI Technical Summary

Technical Problem

The prior art does not clearly disclose or teach the herbicide combination of tetrazoline and clomazone, and lacks a synergistic effect on weed control.

Method used

Provided is a herbicidal composition containing tetrazopyralid and clomazone in a weight ratio of 1:40 to 40:1, and containing agriculturally acceptable adjuvants. The composition is prepared into formulations such as wettable powders, emulsifiable concentrates, water emulsions, and microemulsions for controlling grass and broadleaf weeds.

Benefits of technology

Under a limited ratio, tetrazoline and isocyanate show synergistic effects, improving the prevention and control effect, slowing down weed resistance, and reducing drug costs. They are suitable for weeds such as barnyard grass, loblolly vine, and crabgrass.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention relates to a weeding composition containing fentrazamide and clomazone, wherein the weight ratio of fentrazamide to clomazone is (1: 40)-(40: 1). Through a large number of screening tests in the earlier stage, it is found that the two selected herbicides have a synergistic effect under the limited proportion of the herbicide after being compounded. The invention also relates to an application of the weeding composition in prevention and control of agricultural weeds.
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Description

Technical Field

[0001] The invention belongs to the field of agriculture, and particularly relates to a herbicidal composition containing tetrazoline and clomazone and an application thereof. Background Art

[0002] Fentrazamide is an aryloxyphenoxypropionic acid herbicide that inhibits acetyl-CoA carboxylase (ACCase), blocking fatty acid synthesis. It is systemic and absorbed by stems and leaves, then transported to growing points, where it inhibits cell division, leading to chlorosis, growth stagnation, and ultimately death of weeds. It is primarily applied via foliar spray, for example, when weeds are at the 2-3 leaf stage. This herbicide is highly effective against grass weeds and highly selective for crops such as rice. It is primarily used in rice fields to control annual grass weeds such as barnyardgrass, chinensis, crabgrass, and goosegrass. It also has some effectiveness against sedge weeds and broadleaf weeds such as jatropha.

[0003] Clomazone is a selective pre-emergence herbicide of the organic heterocyclic class. It is absorbed through roots and young shoots and transported upward to various parts of the plant, thereby inhibiting the synthesis of isoprene compounds and hindering the biosynthesis of carotene and chlorophyll in sensitive plants. Clomazone is characterized by its long-lasting effect; a single application can maintain its effectiveness throughout the crop's growth period. It is primarily used in fields of soybeans, sugarcane, rice, cotton, wheat, and oats to control annual grass and broadleaf weeds such as barnyard grass, foxtail grass, crabgrass, purslane, quinoa, dayflower, sonchus, and sedge. Application methods include pre-emergence soil sealing or post-emergence stem and foliage spraying.

[0004] Chinese patent application CN114128708A discloses a herbicide comprising clomazone and one or more sulfonylurea herbicidal components and / or other herbicides. Among the other herbicides, the patent application lists a variety of herbicides, including tetrazolam. However, the patent application, on the one hand, involves three active ingredients, and on the other hand, only lists other herbicides in general terms. The patent does not explicitly disclose or teach a herbicide combination of tetrazolam and clomazone.

[0005] Chinese patent application CN111417309A discloses a composition comprising saflufenacil, clomazone and a third herbicide, and generally mentions that the third herbicide may be tetrazolam. However, the patent application, on the one hand, involves three active ingredients, and on the other hand, only generally lists other herbicides. The patent does not explicitly disclose or teach the herbicide combination of tetrazolam and isothiazolam.

[0006] No related reports on the prior art disclosing the combination of tetrazoline and clomazone were found. Summary of the Invention

[0007] The present inventors have discovered that tetrazoline and clomazone have a synergistic effect in controlling weeds in the field. Based on this, the present invention was completed.

[0008] In one aspect, the present invention provides a herbicidal composition containing tetrazolam and clomazone, wherein the weight ratio of tetrazolam to clomazone in the herbicidal composition is 1:40 to 40:1.

[0009] Preferably, the weight ratio of tetrazoline to clomazone is 1:20 to 20:1, for example, 1:20, 1:19, 1:18, 1:17, 1:16, 1:15, 1:14, 1:13, 1:12, 1:11, 1:10, 1:9, 1:8, 1:7, 1:6, 1:5, 1:4, 1:3, 1:2, 1:1, 2:1, 3:1, 4:1, 5:1, 6:1, 7:1, 8:1, 9:1, 10:1, 11:1, 12:1, 13:1, 14:1, 15:1, 16:1, 17:1, 18:1, 19:1, 20:1, more preferably 1:1 to 1:10, and most preferably 1:2.

[0010] In agriculture, pesticide blending is an important form of pesticide application. Compound pesticides involve mixing two or more pesticides to achieve synergistic effects. Their importance is reflected in improving pesticide control effectiveness, slowing the development of pesticide resistance, reducing pesticide dosage, minimizing pesticide residues, and lowering the cost of manual application. The effects of compounded pesticides are based on the interactions between the different pesticide components, primarily manifesting as antagonism, complementary addition, and synergism. Synergism is the technical effect pursued by compounded pesticides.

[0011] In the present invention, tetrazoline is an aromatic oxyphenoxypropionic acid herbicide, and its mechanism of action is mainly to block fatty acid synthesis by inhibiting acetyl-CoA carboxylase. As an organic heterocyclic herbicide, clomazone has a mechanism of action that is mainly to inhibit the synthesis of isoprene compounds and block the production of carotene and chlorophyll in weeds. In the early stage of the present invention, a large number of screening tests were carried out to screen different combinations of various types of herbicides. It was found that the two herbicides selected in the present invention have different mechanisms of action and complementary effects. After the two are compounded, they have a synergistic effect on the prevention and control of weeds under the ratio specified by the present invention. However, when the ratio exceeds the ratio specified by the present invention, the synergistic effect is not obvious, or even no synergistic effect is shown.

[0012] In one embodiment of the present invention, the herbicidal composition further comprises an agriculturally acceptable adjuvant to prepare an agriculturally usable formulation. Agriculturally acceptable adjuvants include solvents, emulsifiers, dispersants, wetting agents, thickeners, adhesives, antifreeze agents, disintegrants, defoaming agents, carriers, or fillers. Agriculturally usable formulations include granules, emulsifiable concentrates, wettable powders, aqueous emulsions, microemulsions, suspensions, and water-dispersible granules.

[0013] In the preparation of the present invention, the total amount of active ingredients is 5-70%, preferably 10-60%, more preferably 10-50%.

[0014] Among the adjuvants used in the present invention,

[0015] The solvent can be selected from one or more of acetone, dimethylformamide, dimethyl sulfoxide, xylene, chloroform, dichloromethane, ethyl acetate, cyclohexane, ethyl glycol ether, cyclohexanone, N-methylpyrrolidone, coconut fatty acid methyl ester, cyclohexanol, methyl glycol ether, acetonitrile, paraffin, tetralin, isophorone, soybean oil, cottonseed oil, methylated vegetable oil, and dimethyl phthalate.

[0016] The emulsifier can be selected from lignin sulfonate, naphthalene sulfonate formaldehyde condensate, benzyl dimethylphenol polyoxyethyl ether, styrylphenyl polyoxyethylene ether, phenylethylphenol polyoxyethylene polyoxypropylene ether, castor oil polyoxyethylene ether, nonylphenol polyoxyethylene ether, fatty alcohol polyoxyethylene ether, polyoxyethylene alkyl ether, alkylphenol formaldehyde resin polyoxyethylene ether, polyoxyethylene sorbitol fatty acid ester, sodium lauryl sulfate, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, nonylphenol polyoxyethylene ether phosphate, phenylphenol polyoxyethyl ether phosphate, styrene polyoxyethylene ether sulfate ammonium salt, sorbitan monostearate, anhydrous sorbitan monostearate polyoxyethylene ether, anhydrous sorbitan fatty acid ester polyoxyethylene ether.

[0017] The dispersant can be selected from one or more of nonylphenol polyoxyethylene ether, glycerol fatty acid polyoxyethylene ether, polyoxyethylene alkyl aryl ether, polyoxyethylene lanolin alcohol, alkyl naphthalene sulfonate, naphthalene sulfonate formaldehyde condensate, naphthalenesulfonic acid formaldehyde condensate sodium salt, lignin sulfonate, sodium p-hydroxyphenyl lignin sulfonate, fatty alcohol polyoxyethylene ether sulfate, alkylphenol polyoxyethylene ether formaldehyde condensate, dodecyltrimethylammonium salt, alkyldimethylbenzylammonium salt, p-methoxy fatty acid amide benzene sulfonic acid, p-methoxy fatty acid amide benzene sulfonate, fatty alcohol polyoxyethylene ether, fatty alcohol polyoxyethylene ether phosphate, and polyoxyethylene sorbitan fatty acid ester.

[0018] The wetting agent can be selected from one or more of sodium lauroyl sarcosinate, sodium N-lauroyl glutamate, dioctyl sulfosuccinate, polyoxyethylene alkyl aryl ether phosphate, trisiloxane polyoxyethylene ether, sodium lauryl sulfate, calcium dodecylbenzenesulfonate, sodium isooctyl succinate sulfonate, sodium oleoyl methyl taurate, triphenethyl phenol polyoxyethylene ether, castor oil polyoxyethylene ether, polyoxyethylene fatty acid ester, higher fatty acid glyceride, sorbitan fatty acid ester, fatty alcohol polyoxyethylene ether, and alkylphenol polyoxyethylene ether phosphate.

[0019] The thickener can be selected from one or more of gum arabic, carboxymethyl cellulose, sodium carboxymethyl cellulose, xanthan gum, gelatin, polyvinyl alcohol, magnesium aluminum silicate, and sodium alginate.

[0020] The binder can be selected from one or more of starch, dextrin, sucrose, carboxymethyl cellulose, carboxyethyl cellulose, gelatin, gum arabic, and xanthan gum.

[0021] The antifreeze agent can be selected from one or more of ethylene glycol, propylene glycol, glycerol, polyethylene glycol, and sorbitol.

[0022] The disintegrant can be selected from one or more of sodium sulfate, calcium sulfate, sodium bicarbonate, ammonium sulfate, magnesium chloride, sodium carboxymethyl starch, and urea.

[0023] The defoaming agent can be selected from one or more of silicone, butyl phosphate, isobutyl phosphate, and n-octanol.

[0024] The carrier or filler can be selected from one or more of diatomaceous earth, kaolin, bentonite, attapulgite, montmorillonite, calcium carbonate, zeolite, acid clay, water, castor oil, soybean oil, corn oil, turpentine, rapeseed oil, methyl oleate, coconut oil, and mineral oil.

[0025] Another aspect of the present invention relates to the use of the herbicidal composition for controlling agricultural weeds. The specific application methods of the herbicidal composition are well known to those skilled in the art. The composition can be applied using conventional methods used in the field of agricultural herbicides, such as spraying the composition onto agricultural weeds or applying the composition to the habitat where the agricultural weeds grow. The specific application rate is not particularly limited and can be determined by those skilled in the art based on the recommended dosage of the active ingredient and factors such as the occurrence of weeds in the field.

[0026] The herbicidal composition of the present invention is suitable for controlling agricultural weeds including grass weeds and broadleaf weeds, such as barnyard grass, Leptochloa chinensis, Digitaria sanguinalis, Goosegrass, Setaria viridis, Purslane, Chenopodium album, Commelina communis, and Sonchus endodon. Preferred are barnyard grass, Leptochloa chinensis, Digitaria sanguinalis, Goosegrass, and Commelina communis. More preferred are barnyard grass and Digitaria sanguinalis.

[0027] Another aspect of the present invention relates to a method for controlling agricultural weeds using the herbicidal composition. In the method described herein, there are no particular limitations on the specific method of application; any conventional method used in the field of agricultural herbicides can be used, such as spraying the herbicidal composition to the agricultural weeds, or applying the herbicidal composition to the habitat where the agricultural weeds grow. The application rate is also not particularly limited; those skilled in the art can determine the dosage based on the recommended dose of the active ingredient and factors such as the occurrence of weeds in the field.

[0028] Beneficial effects

[0029] The herbicidal composition of the present invention has a synergistic effect on the prevention and control of agricultural weeds under a defined ratio. Moreover, the two herbicidal active ingredients selected in the present invention have different mechanisms of action, which can slow down the occurrence of weed resistance. DETAILED DESCRIPTION

[0030] The present invention will be further described below in conjunction with the embodiments, but the present invention is not limited thereto. In addition, unless otherwise specified, the percentages described in the following embodiments are all weight percentages.

[0031] 1. Preparation Examples

[0032] Example 1 20% tetrazoline·clomazone emulsifiable concentrate (1:1)

[0033] The formula composition is: 10% of tetrazoline, 10% of isothiocarb, 8% of sodium dodecylbenzenesulfonate, 6% of polyoxyethylene lanolin alcohol, and xylene making up to 100%.

[0034] The preparation method comprises the following steps: adding the active ingredients and auxiliary agents in a prescribed amount into an organic solvent and mixing them uniformly to obtain the product.

[0035] Example 2 25% tetrazoline-clomazone emulsifiable concentrate (1:4)

[0036] The formula composition is: 5% of tetrazoline, 20% of isothiazolin, 7% of phenylphenol polyoxyethylene ether phosphate, 7% of triphenylethylphenol polyoxyethylene ether, and dimethyl sulfoxide making up 100%.

[0037] The preparation method is the same as that in Example 1.

[0038] Example 3 12% tetrazoline-clomazone aqueous emulsion (1:2)

[0039] The formula composition is: 4% of tetrazoline, 8% of isothiocarb, 15% of dichloromethane, 5% of sodium lignin sulfonate, 5% of naphthalenesulfonate formaldehyde condensate, 3% of magnesium aluminum silicate, 0.5% of n-octanol, 5% of ethylene glycol, and water is added to 100%.

[0040] The preparation method is as follows: the active ingredient is dissolved in dichloromethane to prepare an oil phase, the other components are added into water and stirred evenly to prepare an aqueous phase, and then the oil phase is added into the aqueous phase while stirring, and stirred evenly to prepare an aqueous emulsion.

[0041] Example 4 11% tetrazoline-clomazone aqueous emulsion (1:10)

[0042] The formula composition is: 1% tetrazoline, 10% isothiocarb, 12% dimethyl sulfoxide, 6% sorbitan monostearate, 4% fatty alcohol polyoxyethylene ether, 4% sodium carboxymethyl cellulose, 0.5% ortho-silicone, 5% propylene glycol, and water is added to 100%.

[0043] The preparation method is the same as that in Example 3.

[0044] Example 5 18% tetrazoline-clomazone microemulsion (1:8)

[0045] The formula composition is: 2% of tetrazoline, 16% of isothiocarb, 15% of dichloromethane, 11% of nonylphenol polyoxyethylene ether, 9% of dodecyltrimethylammonium salt, 4% of xanthan gum, 0.5% of butyl phosphate, 5% of ethylene glycol, and water is added to 100%.

[0046] The preparation method is as follows: the active ingredient is dissolved in dichloromethane to prepare an oil phase, the other components are added into water and stirred evenly to prepare an aqueous phase, and then the oil phase is added into the aqueous phase while stirring, and stirred evenly to prepare a microemulsion.

[0047] Example 6 15% tetrazoline-clomazone microemulsion (1:2)

[0048] The formula composition is: 5% tetrazoline, 10% isothiocarb, 10% dimethyl sulfoxide, 9% calcium dodecylbenzenesulfonate, 9% trisiloxane polyoxyethylene ether, 5% magnesium aluminum silicate, 0.5% silicone, 5% glycerol, and water is added to 100%.

[0049] The preparation method is the same as that of Example 5.

[0050] 2. Herbicidal activity test

[0051] 1. Test on the herbicidal activity of the herbicidal composition of the present invention against barnyard grass

[0052] The herbicidal activity test was conducted in accordance with the "NY / T 1155.4-2006 Pesticide Indoor Bioassay Test Guidelines Herbicides Part 4: Activity Determination Test" "Stem and Leaf Spray Method".

[0053] Test target: Echinochloa crusgalli;

[0054] Test agents: tetrazoline and clomazone were dissolved in dimethyl sulfoxide to prepare a stock solution, which was then diluted with a 1% Tween-80 aqueous solution to prepare a test solution.

[0055] Test Method: Barnyardgrass seeds were sown in seedling trays and grown in a greenhouse. The test was conducted when the weeds reached the 3-4 leaf stage. The weeds were sprayed on their stems and leaves using a spray tower at a pressure of 275 kPa and a spray volume of 450 L / hm2, as described in Table 1 below. 2 Each treatment was repeated three times, and a 0.5% Tween-80 aqueous solution was sprayed as a blank control. After treatment, the plants were moved to the greenhouse for routine cultivation. After 20 days, the fresh weight control efficacy of each treatment was investigated:

[0056]

[0057] E: fresh weight prevention effect;

[0058] C: fresh weight of aboveground part of control weeds;

[0059] T: fresh weight of aboveground part of treated weeds;

[0060] Then, the theoretical protective effect of the combined action of the combination was calculated using Colby's formula:

[0061] E0=X+Y-XY) / 100

[0062] X is the control effect when the active ingredient A is applied at an application rate of m, expressed as a percentage of the untreated control group;

[0063] Y is the control effect when the active ingredient B is applied at an application rate of n, expressed as a percentage of the untreated control group;

[0064] E0 is the theoretical control effect when the active ingredients A and B are applied at the application rates m and n, expressed as a percentage of the untreated control.

[0065] If the observed value of the protective effect (actual protective effect) is higher than the theoretical value (theoretical protective effect), the combination has a synergistic effect.

[0066] The test results of the herbicidal composition of the present invention on barnyard grass are shown in Table 1 below.

[0067] Table 1 Test results of herbicidal activity of barnyardgrass

[0068]

[0069] The results in Table 1 show that the combination of tetrazoline and clomazone has a synergistic effect on barnyard grass, especially at a ratio of 1:2, the synergistic effect is most obvious.

[0070] 2. Test on the herbicidal activity of the herbicidal composition of the present invention against crabgrass

[0071] The herbicidal activity of the herbicidal composition of the present invention against crabgrass was determined using the aforementioned method. The results are shown in Table 2 below.

[0072] Table 2 Results of the test on herbicidal activity of crabgrass

[0073]

[0074] The results in Table 2 show that the combination of tetrazoline and clomazone has a synergistic effect on crabgrass.

[0075] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention, rather than to limit it. Although the present invention has been described in detail with reference to the above embodiments, those skilled in the art should understand that they can still modify the technical solutions described in the above embodiments, or replace some or all of the technical features therein with equivalents. However, these modifications or replacements do not cause the essence of the corresponding technical solutions to deviate from the scope of the technical solutions of the embodiments of the present invention.

Claims

1. A herbicidal composition containing tetrazoline and clomazone, characterized in that: The active ingredients of the herbicidal composition include tetrazolam and clomazone, and the weight ratio of tetrazolam to clomazone is 1:40 to 40:

1.

2. The herbicidal composition according to claim 1, characterized in that The weight ratio of tetrazoline to clomazone is preferably 1:20 to 20:

1.

3. The herbicidal composition according to claim 1 or 2, characterized in that The herbicidal composition further comprises an agriculturally acceptable adjuvant.

4. The herbicidal composition according to claim 3, characterized in that The herbicidal composition can be prepared into agriculturally usable formulations; the agriculturally usable formulations include: granules, emulsifiable concentrates, wettable powders, aqueous emulsions, microemulsions, suspensions, and water-dispersible granules.

5. The herbicidal composition according to claim 4, characterized in that The agriculturally acceptable adjuvant includes a solvent, an emulsifier, a dispersant, a wetting agent, a thickener, a binder, an antifreeze agent, a disintegrant, an antifoaming agent, a carrier or a filler.

6. The herbicidal composition according to any one of claims 4 to 5, characterized in that The total weight percentage of active ingredients in the herbicidal composition is 5-70%.

7. Use of the herbicidal composition according to any one of claims 1 to 2 or 4 to 6 for controlling agricultural weeds.

8. The use according to claim 7, characterized in that The agricultural weeds include grass weeds and broadleaf weeds.

9. A method for controlling agricultural weeds using the herbicidal composition according to any one of claims 1 to 2 or 4 to 6, characterized in that: The herbicidal composition is applied to agricultural weeds by spraying, or the herbicidal composition is applied to the growth environment of agricultural weeds.

Citation Information

Patent Citations

  • Herbicidal combinations

    CN111417309A

  • Herbicide and use method thereof

    CN114128708A