An ACCase inhibitor herbicidal composition containing 5-aminolevulinic acid

Abstract

The present invention relates to the field of herbicides and specifically relates to an ACCase inhibitor herbicide composition containing 5-aminolevulinic acid. The composition comprises, by weight, 1 to 95 parts of an ACCase inhibitor herbicide, 0.1 to 30 parts of 5-aminolevulinic acid, 0.1 to 30 parts of a respiratory inhibitor, and 5 to 95 parts of an adjuvant. The herbicide composition can improve the herbicidal efficacy of ACCase inhibitor herbicides and their performance under high temperature and drought conditions, while reducing the dosage of the ACCase inhibitor herbicide and slowing the emergence of resistant weeds.

Description

Technical Field

[0001] The invention belongs to the field of herbicides, and particularly relates to an ACCase inhibitor herbicide composition containing 5-aminolevulinic acid. Background Art

[0002] Acetyl-CoA carboxylase (ACCase) inhibitors are a class of herbicides that target ACCase. These herbicides inhibit the carboxylation reaction of eukaryotic acetyl-CoA to malonyl-CoA, thereby inhibiting plant fatty acid synthesis. They are primarily used for post-emergence selective control of annual grass weeds and are highly safe for broadleaf crops. However, after years of use, reports of weed resistance have emerged, resulting in poor control effectiveness.

[0003] The size of plant stomata significantly influences their efficiency in absorbing pesticides. Generally speaking, when plants are exposed to high temperatures and drought, leaf dehydration reduces turgor pressure, leading to stomata shrinking and closing. This significantly impacts the target plant's ability to absorb the pesticide solution, ultimately resulting in poor pest control effectiveness.

[0004] Therefore, in order to improve the efficacy of ACCase inhibitors and their performance under high temperature and drought conditions and alleviate the growing resistance to ACCase inhibitors, it is urgent to develop a pesticide composition or formulation that can improve the effect of ACCase inhibitors, broaden the scope of use, and reduce the dosage. Summary of the Invention

[0005] To overcome these shortcomings, the present invention provides an ACCase inhibitor herbicide composition containing 5-aminolevulinic acid. This herbicide composition can improve the herbicidal efficacy of ACCase inhibitor herbicides and their performance under high-temperature and drought conditions, while also reducing the dosage of ACCase inhibitor herbicides and slowing the emergence of resistant weeds.

[0006] The basic concept of the technical solution of the present invention is as follows:

[0007] An ACCase inhibitor herbicide composition containing 5-aminolevulinic acid comprises, by weight, 1 to 95 parts of ACCase inhibitor herbicides, 0.1 to 30 parts of 5-aminolevulinic acid, 0.1 to 30 parts of respiratory inhibitors and 5 to 95 parts of adjuvants.

[0008] As one embodiment, the herbicide comprises 1 to 30 parts of ACCase inhibitors, 0.1 to 0.8 parts of 5-aminolevulinic acid, 1 to 5 parts of respiratory inhibitors and 50 to 90 parts of adjuvants.

[0009] As a way, the ACCase inhibitor herbicide is selected from one or more of cyhalofop-butyl, oxadiazol-butyl, quinazolin-butyl, pinoxaden, clodinafop-butyl, oxadiazol-butyl, oxadiazol-butyl, quinazolin ... and chloroform.

[0010] As one embodiment, the ACCase inhibitor herbicide is one or a combination of metamifop-butyl and cyhalofop-butyl.

[0011] As one embodiment, the respiratory inhibitor is one or a combination of pyruvate, acetone, acetoacetic acid and β-hydroxybutyric acid.

[0012] As one embodiment, the respiratory inhibitor is pyruvate.

[0013] As one embodiment, the auxiliary agent is selected from one or a combination of surfactants, carriers, wetting agents, emulsifiers, dispersants, defoaming agents, disintegrants, release agents, thickeners, antifreeze agents, preservatives or solvents.

[0014] As one mode, the herbicidal composition is in the form of a soluble concentrate, emulsifiable concentrate, aqueous emulsion, microemulsion, wettable powder, soluble powder, soluble granules, water-dispersible granules, suspension, oil suspension, tablet or effervescent granule.

[0015] Compared with the prior art, the present invention has the following advantages:

[0016] 1. In the ACCase inhibitor herbicidal composition containing 5-aminolevulinic acid provided by the present invention, 5-aminolevulinic acid can inhibit plant respiration in the dark, and respiratory inhibitors are respiratory intermediates that can slow down weed respiration. The two components inhibit the production of acetyl-CoA carboxylase by inhibiting respiration, and have a significant synergistic effect when used in conjunction with acetyl-CoA carboxylase (ACCase) inhibitors, significantly improving drug efficacy.

[0017] 2. In the herbicidal composition provided by the present invention, 5-aminolevulinic acid has the ability to expand plant stomata, which can improve the absorption capacity of weeds to the liquid medicine under high temperature and drought conditions, thereby expanding the use scenarios of the herbicide.

[0018] 3. The present invention improves the prevention effect by optimizing the combination of components, reduces the dosage of active ingredients and production costs compared to traditional single agents, and also has the advantages of broad spectrum, high efficiency, low toxicity, low pollution, rapid effect, and simple operation. It is convenient for farmers to use and has high cost performance. DETAILED DESCRIPTION

[0019] The following is a further explanation of the technical solution of the present application through several specific implementation cases. Those skilled in the art should understand that the examples listed are only for assisting in a full understanding of the present application and should not be regarded as an improper limitation on the scope of protection of the present application.

[0020] Unless otherwise specified, the experimental methods used in the following examples are conventional methods. For example, when preparing aqueous emulsions or emulsifiable concentrates, conventional processes can be used. The reagents and biological materials used are all commercially available unless otherwise specified.

[0021] The “%” involved in the following cases refers to mass percentage.

[0022] The herbicidal composition of the present invention may be in the form of a soluble concentrate, emulsifiable concentrate, aqueous emulsion, microemulsion, wettable powder, soluble powder, soluble granules, water-dispersible granules, suspension, oil suspension, tablet or effervescent granule. The specific types of the following examples are not intended to be limiting.

[0023] The adjuvant of the present invention can be selected from one or more of surfactants, carriers, wetting agents, emulsifiers, dispersants, defoamers, disintegrants, release agents, thickeners, antifreeze agents, preservatives or solvents according to the specific conditions of the preparation.

[0024] Among them, the surfactant is selected from one or more of alkyl glucoside, tallow amine additives, calcium dodecylbenzenesulfonate, sodium lauryl sulfate, phenethylphenol polyoxyethylene ether, phenethylphenol polyoxypropylene ether, alkylphenol polyoxyethylene ether, alkylphenol polyoxyethylene ether formaldehyde condensate, fatty alcohol polyoxyethylene ether, castor oil polyoxyethylene ether, tributylphenol polyoxyethylene ether, phenethylphenol polyoxyethylene ether formaldehyde condensate, alkylphenol polyoxyethylene ether phosphate, phenethylphenol polyoxyethylene ether phosphate, polyoxyethylene ether sulfonate, dioctyl sulfosuccinate sodium salt, mono- and bis-naphthalene sulfonate, bis-naphthalene sulfonate formaldehyde condensate, naphthalenesulfonic acid formaldehyde condensate sodium salt, alkylphenol polyoxyethylene ether formaldehyde condensate sulfate or lignin sulfonate, sodium alkylbenzene sulfonate, alkylnaphthalenesulfonic acid condensate, fatty alcohol sodium sulfate, alkylphenol polyoxyethylene ether sodium sulfate, alkylphenol polyoxyethylene ether condensate sodium sulfate or fatty alcohol polyoxyethylene ether succinic acid monoester sulfonate sodium salt.

[0025] Other additives can be selected from one or more of clay, attapulgite powder, kaolin, activated white clay, diatomaceous earth, light calcium carbonate, xanthan gum, polyvinyl alcohol, polyvinyl pyrrolidone, carboxymethyl cellulose, methyl cellulose, carboxyethyl cellulose, gum arabic, sodium polyacrylate, gaseous silica, magnesium aluminum silicate, organic bentonite, defoaming agent, vegetable oil, methyl oleate, mineral oil, 150# solvent oil, 200# solvent oil, cyclohexanone, ethylene glycol, glycerol, dimethyl sulfoxide, and water.

[0026] Example 1

[0027] This embodiment provides a 10% cyhalofop-butyl aqueous emulsion, the formula and preparation method of which are as follows:

[0028] Accurately weigh 10.3 kg of 97% cyhalofop-butyl technical, 0.1 kg of 5-aminolevulinic acid, 3 kg of pyruvic acid, 10 kg of castor oil polyoxyethylene ether, 10 kg of calcium dodecylbenzenesulfonate, 15 kg of 150# solvent oil, and 15 kg of cyclohexanone, add water to 100 kg, and shear in a high-speed shear emulsifier for 10 minutes to obtain the aqueous emulsion product.

[0029] Example 2

[0030] The difference between this embodiment and embodiment 1 is that the amount of 5-aminolevulinic acid used is 0.2 kg, and the other steps are exactly the same as those in embodiment 1.

[0031] Example 3

[0032] The difference between this embodiment and embodiment 1 is that the amount of 5-aminolevulinic acid used is 0.4 kg, and the other steps are exactly the same as those in embodiment 1.

[0033] Example 4

[0034] The difference between this embodiment and embodiment 1 is that the amount of 5-aminolevulinic acid used is 0.8 kg, and the other steps are exactly the same as those in embodiment 1.

[0035] Example 5

[0036] The difference between this embodiment and embodiment 1 is that the amount of pyruvic acid used is 1 kg, and the other aspects are exactly the same as those of embodiment 1.

[0037] Example 6

[0038] The difference between this embodiment and embodiment 1 is that the amount of pyruvic acid used is 5 kg, and the other aspects are exactly the same as those in embodiment 1.

[0039] Example 7

[0040] This embodiment provides a 20% cyhalofop-butyl aqueous emulsion, the formula and preparation method of which are as follows:

[0041] Accurately weigh 20.6 kg of 97% cyhalofop-butyl technical, 0.1 kg of 5-aminolevulinic acid, 3 kg of pyruvic acid, 10 kg of castor oil polyoxyethylene ether, 10 kg of calcium dodecylbenzenesulfonate, 15 kg of 150# solvent oil, and 15 kg of cyclohexanone, add water to 100 kg, and shear in a high-speed shear emulsifier for 10 minutes to obtain the aqueous emulsion product.

[0042] Example 8

[0043] This embodiment provides a 30% cyhalofop-butyl aqueous emulsion, the formula and preparation method of which are as follows:

[0044] Accurately weigh 30.9 kg of 97% cyhalofop-butyl technical, 0.1 kg of 5-aminolevulinic acid, 3 kg of pyruvic acid, 10 kg of castor oil polyoxyethylene ether, 10 kg of calcium dodecylbenzenesulfonate, 15 kg of 150# solvent oil, and 15 kg of cyclohexanone, add water to 100 kg, and shear in a high-speed shear emulsifier for 10 minutes to obtain the aqueous emulsion product.

[0045] Example 9

[0046] This embodiment provides a 10% metamifop emulsifiable concentrate, the formula and preparation method of which are as follows:

[0047] Accurately weigh 10.3 kg of 97% metamethylenediamine technical, 0.1 kg of 5-aminolevulinic acid, 3 kg of pyruvic acid, 10 kg of castor oil polyoxyethylene ether, 10 kg of calcium dodecylbenzenesulfonate, 5 kg of dimethyl sulfoxide, and 150# solvent oil to make up to 100 kg, and stir for 30 minutes to obtain the emulsifiable concentrate product.

[0048] Example 10

[0049] The difference between this embodiment and embodiment 9 is that the amount of 5-aminolevulinic acid used is 0.2 kg, and the other steps are exactly the same as those in embodiment 1.

[0050] Example 11

[0051] The difference between this embodiment and embodiment 9 is that the amount of 5-aminolevulinic acid used is 0.4 kg, and the other steps are exactly the same as those in embodiment 1.

[0052] Example 12

[0053] The difference between this embodiment and embodiment 9 is that the amount of 5-aminolevulinic acid used is 0.8 kg, and the other steps are exactly the same as those in embodiment 1.

[0054] Comparative Example 1

[0055] The difference between this comparative example and Example 1 is that the components lack 5-aminolevulinic acid and acetone, and the other components are exactly the same as Example 1.

[0056] Comparative Example 2

[0057] The difference between this comparative example and Example 1 is that 5-aminolevulinic acid is missing from the components, and the other components are exactly the same as Example 1.

[0058] Comparative Example 3

[0059] The difference between this comparative example and Example 1 is that pyruvic acid is missing from the components, and the other components are exactly the same as Example 1.

[0060] Comparative Example 4

[0061] The difference between this comparative example and Example 7 is that 5-aminolevulinic acid is missing from the components, and the other components are exactly the same as Example 7.

[0062] Comparative Example 5

[0063] The difference between this comparative example and Example 8 is that 5-aminolevulinic acid is missing from the components, and the other components are exactly the same as Example 8.

[0064] Comparative Example 6

[0065] The difference between this comparative example and Example 9 is that the components lack 5-aminolevulinic acid and pyruvic acid, and the other components are exactly the same as Example 9.

[0066] Comparative Example 7

[0067] The difference between this comparative example and Example 9 is that 5-aminolevulinic acid is missing from the components, and the other components are exactly the same as Example 9.

[0068] Comparative Example 8

[0069] The difference between this comparative example and Example 9 is that pyruvic acid is missing from the components, and the other components are exactly the same as Example 9.

[0070] Test Example 1: Paddy Field Prevention Efficacy Test

[0071] The herbicides of Examples 1-12 and Comparative Examples 1-8 were evaluated for their efficacy in paddy fields using the following method:

[0072] Test environment: The test was conducted in the Mamu experimental rice field in Jiande City, Zhejiang Province on May 4, 2023. There was no rain within 3 hours after application. The average high temperature in May of that year was 27°C and the average low temperature was 16°C.

[0073] Treatment: The experiment was conducted once, with 3 replicates for each sample and a plot area of ​​30 m 2 The pesticide application equipment was a Singapore Linong backpack manual sprayer with a fan-shaped nozzle, which sprayed thoroughly and evenly.

[0074] Grass conditions in the experimental land: The grass phase of the experimental rice fields is uniform, with weeds such as Leptochloa chinensis, Echinochloa crus-galli, Digitaria sanguinalis, and Setaria viridis.

[0075] Survey Details: Weed control efficacy and fresh weight control efficacy were measured in each plot 14 days after application. Efficacy per weed (%) = (number of weeds in the blank control plot - number of weeds in the treatment plot) / number of weeds in the blank control plot; fresh weight control efficacy (%) = (fresh weight of weeds in the blank control plot - fresh weight of weeds in the treatment plot) / fresh weight of weeds in the blank control plot. Statistical data on the product's control efficacy in rice fields are shown in Table 1.

[0076] Table 1

[0077]

[0078] According to the control effects of cyhalofop-butyl EW and metamifop emulsifiable concentrate on rice field weeds 14 days after application in Table 1, it can be seen that:

[0079] The pesticides containing 5-aminolevulinic acid have significantly increased the control effect of both plant control effect and fresh weight control effect compared with the pesticides without 5-aminolevulinic acid; the pesticides with respiratory inhibitors added at the same time have even better effects.

[0080] Furthermore, even at twice the application rate, the efficacy of the agent in Comparative Example 1, which lacks 5-aminolevulinic acid and respiratory inhibitors, was still inferior to that of the agent containing 5-aminolevulinic acid. This indicates that cyhalofop-butyl emulsions in water or metamifop emulsifiable concentrates containing 5-aminolevulinic acid can significantly improve the control of weeds such as Leptochloa chinensis, Echinochloa crus-galli, Digitaria sanguinalis, and Setaria viridis, and that, under the same application conditions, the unit dosage of the active ingredient can be appropriately reduced.

[0081] Test Example 2: Test of protection effect under high temperature environment

[0082] The herbicides obtained in Examples 1-12 and Comparative Examples 1-8 were evaluated for their efficacy under high temperature and drought conditions using the following method:

[0083] Test environment: Use an artificial climate incubator to simulate a high temperature and drought environment. The temperature in the artificial climate incubator is 35℃±2℃, the relative humidity is 40%±2%, the light intensity is 16000 lux, and the daylight time is 13 hours. Spray the weeds in a spray tower when they are 3 to 5 leaves.

[0084] Treatment: The test was conducted once, with three replicates for each sample. The spray was carried out using a 3WPSH-500D bio-test spray tower produced by the Nanjing Agricultural Mechanization Research Institute of the Ministry of Agriculture and Rural Affairs, ensuring thorough and uniform spraying.

[0085] Grasses used in the experiment: Echinochloa crus-galli, Digitaria sanguinalis and Leptochloa chinensis.

[0086] Investigation content: The fresh weight control effect (%) of each weed was investigated 14 days after the application of the pesticide.

[0087] The results of the efficacy treatment of Examples 1-12 and Comparative Examples 1-8 are shown in Table 2.

[0088] Table 2 shows the 14-day post-application control efficacy of cyhalofop-butyl EW and metamifop emulsifiable concentrates on rice field weeds. Under high temperature and drought conditions, the herbicides containing 5-aminolevulinic acid showed significantly improved control efficacy compared to those without 5-aminolevulinic acid. Furthermore, the addition of a respiratory inhibitor resulted in even better efficacy. This demonstrates that the cyhalofop-butyl EW and metamifop emulsifiable concentrates containing 5-aminolevulinic acid not only enhance control efficacy against weeds such as Leptochloa chinensis, Echinochloa crus-galli, and Digitaria sanguinalis, but also maintain excellent performance under high temperature and drought conditions.

[0089] Table 2

[0090]

Claims

1. An ACCase inhibitor herbicidal composition containing 5-aminolevulinic acid, characterized in that: It contains 1 to 30 parts of ACCase inhibitor herbicide, 0.1 to 0.8 parts of 5-aminolevulinic acid, 1 to 5 parts of respiratory inhibitor and 50 to 90 parts of adjuvant; The ACCase inhibitor herbicide is one or a combination of metamifop and cyhalofop-butyl; and the respiratory inhibitor is pyruvic acid.

2. The ACCase inhibitor herbicidal composition containing 5-aminolevulinic acid according to claim 1, characterized in that The auxiliary agent is selected from one or a combination of surfactants, carriers, wetting agents, emulsifiers, dispersants, defoamers, disintegrants, release agents, thickeners, antifreeze agents, preservatives or solvents.

3. The ACCase inhibitor herbicidal composition containing 5-aminolevulinic acid according to claim 1, characterized in that The herbicidal composition is in the form of a soluble concentrate, emulsifiable concentrate, aqueous emulsion, microemulsion, wettable powder, soluble powder, soluble granules, water-dispersible granules, suspension, oil suspension, tablet or effervescent granule.

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