Herbicidal composition and use thereof
Patent Information
- Application Number
- AU2025437306
- Authority / Receiving Office
- AU · AU
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2025-03-31
- Filing Date
- 2025-09-12
- Publication Date
- 2026-10-15
AI Technical Summary
The long-term use of existing chemical herbicides has led to problems of herbicide resistance and herbicide tolerance in weeds, resulting in a narrow spectrum of weed control and poor efficacy.
A synergistic herbicidal composition is formed by combining a compound of Formula I with herbicides of types b1 to b12 or their acids, salts, or esters, including glyphosate, glufosinate, paraquat, etc., with a preferred ratio of 1:1000 to 1000:1.
It broadens the spectrum of weed control, improves weed control effectiveness, and delays the development of herbicide resistance in weeds.
Abstract
Description
A herbicide composition and its application Technical Field
[0001] This invention belongs to the field of pesticides, specifically relating to a herbicidal composition and a herbicide containing the herbicidal composition. Background Technology
[0002] Protecting crops from weeds and other plants that inhibit crop growth has always been a recurring problem in agriculture. To help solve this problem, researchers in the field of synthetic chemistry have developed many different herbicides. However, long-term, continuous, high-dose use of a single herbicide or a single mode of action can easily lead to problems such as herbicide resistance and the evolution of resistance in weeds.
[0003] Patent US5084084A reported a large number of compounds that have good activity against unwanted plants when sprayed as foliar sprays. It mentioned the compound shown in Formula I. However, in application, this compound also has problems such as a narrow spectrum of weed control, poor control of some weeds, and the development of resistance. Summary of the Invention
[0004] The purpose of this invention is to provide a herbicidal composition with synergistic effects based on existing technology, which also has the effect of significantly reducing dosage and broadening the herbicidal spectrum.
[0005] The objective of this invention can be achieved through the following measures:
[0006] A herbicide composition comprising component A and component B, wherein component A is a compound represented by formula I.
[0007] Component B is selected from one or more of herbicides of classes b1 to b12 or their acids, salts, or esters;
[0008] b1) Glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cyclohexane, or icafolin.
[0009] b2) DOXP inhibitors,
[0010] b3) Hormonal medications,
[0011] b4) PPO inhibitors,
[0012] b5) ACCase inhibitors,
[0013] b6) PDS inhibitors,
[0014] b7) HPPD inhibitors,
[0015] b8) ALS inhibitors,
[0016] b9) PSII inhibitors,
[0017] b10) Cellulose synthesis inhibitor,
[0018] b11) VLCFA inhibitors,
[0019] b12) Microtubule assembly inhibitor.
[0020] The B1 class herbicides referred to in this invention include, but are not limited to, glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cyclohexane, icafolin, or their salts. In a preferred embodiment, the B1 class herbicide is selected from glyphosate, glufosinate-ammonium, glufosinate-ammonium, paraquat, diquat, cyclohexane, or icafolin.
[0021] The b2 class DOXP inhibitor herbicide referred to in this invention is selected from dicloxacillin or bromoxacillin. In a preferred embodiment, the b2 class DOXP inhibitor herbicide is selected from dicloxacillin.
[0022] The class b3 hormone agents referred to in this invention include, but are not limited to, 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-dichlorobutyric acid (2,4-DB), 2,4-methyltetrachlorophenoxyacetic acid, cloflupyridine ester, fluorochloropyridine ester, trichloropyroxyacetic acid, dichloropyridine acid, aminochloropyridine acid, chlorpyridine acid, dicamba, dichloroquinoline acid, or glyphosate; in a preferred embodiment, the class b3 hormone agents are selected from 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-methyltetrachlorophenoxyacetic acid, cloflupyridine ester, fluorochloropyridine ester, trichloropyroxyacetic acid, dichloropyridine acid, aminochloropyridine acid, chlorpyridine acid, or dicamba.
[0023] The b4 class PPO inhibitors referred to in this invention include, but are not limited to, propyzoxystrobin, pyrimisulfuron, tiafenacil, rapiddicil (Epyrifenacil), mesotrione, pyrazosulfuron, oxyflufenoxam, trifluralin, fluroxypyr, ethoxyflufenoxam, pyrimisulfuron, propyzoxystrobin, or oxadiazon; in a preferred embodiment, the b4 class PPO inhibitors are selected from propyzoxystrobin, pyrimisulfuron, tiafenacil, Epyrifenacil, mesotrione, pyrazosulfuron, trifluralin, fluroxypyr, ethoxyflufenoxam, or pyrimisulfuron.
[0024] The b5 class ACCase inhibitors referred to in this invention include, but are not limited to, clethodim, haloxyfop-methyl, phenacetin, pyranopyraz, quizalofop-P-ethyl, fluazinam, clodinafop-propargyl, quizalofop-P-ethyl, quizalofop-P-ethyl, quizalofop-P-ethyl, or clodinafop-P-ethyl; in a preferred embodiment, the b5 class ACCase inhibitor is selected from clethodim, haloxyfop-methyl, quizalofop-P-ethyl, fluazinam, or quizalofop-P-ethyl.
[0025] The b6 class PDS inhibitors referred to in this invention include, but are not limited to, pyrfluthrin, flupyrfluthrin, flupyridine, or furazolidone; in a preferred embodiment, the b6 class PDS inhibitors are selected from pyrfluthrin, flupyrfluthrin, flupyridine, or furazolidone.
[0026] The HPPD inhibitors of class b7 referred to in this invention include, but are not limited to, benzoxazine, mesotrione, isoxazine, cyclosulfonamide, quinalazine, flupyrazole, pyrazosulfuron, furazolidone, pyrasulfotole, tolpyralate, or flusulfonamide; in a preferred embodiment, the HPPD inhibitors of class b7 are selected from benzoxazine, mesotrione, isoxazine, or cyclosulfonamide.
[0027] The class b8 ALS inhibitors referred to in this invention include, but are not limited to, chlorpyrifos, chlorpyrifos, chlorpyrifos, pyrazosulfuron, bensulfuron, thifensulfuron, bensulfuron-methyl, pyrimisulfuron, bispyribac-sodium, pyrimisulfuron, metribuzin, methyl imidacloprid, methoxyimidacloprid, nicosulfuron, sulfonylsulfuron, mesosulfuron-methyl, chlorpyrifos, or chlorpyrifos; in a preferred embodiment, the class b8 ALS inhibitor is selected from chlorpyrifos, chlorpyrifos, chlorpyrifos, pyrazosulfuron, thifensulfuron, bensulfuron-methyl, metribuzin, methyl imidacloprid, methoxyimidacloprid, chlorpyrifos, or chlorpyrifos.
[0028] The b9 class PSII inhibitors referred to in this invention include, but are not limited to, bentazon, atrazine, cypermethrin, atrazine, terbufenozide, promethazine, diuron, bromoxynil, chlormequat chloride, isoproturon, cyclomethrin, benzoxazine, chlorpyrifos, cypermethrin, betaine, betaine, azoxystrobin, or bromoxynil; in a preferred embodiment, the b9 class PSII inhibitor is selected from bentazon, atrazine, cypermethrin, diuron, isoproturon, or cyclomethrin.
[0029] The B10 class of cellulose synthesis inhibitors referred to in this invention include, but are not limited to, indazine-fluoxetine or triazine-fluoxetine.
[0030] The B11 class VLCFA inhibitors referred to in this invention include, but are not limited to, butachlor, acetochlor, pretilachlor, bensulfuron-methyl, isopropachlor, triazolyl acetochlor, tetrazolyl acetochlor, bensulfuron-methyl, valerate, succinate, metolachlor, sulfonylpyrazole, or sphagnum molybdate; in a preferred embodiment, the B11 class VLCFA inhibitor is selected from butachlor, acetochlor, pretilachlor, isopropachlor, metolachlor, or sulfonylpyrazole.
[0031] The B12 class microtubule assembly inhibitors referred to in this invention include, but are not limited to, trifluralin or amfluralin. In a preferred embodiment, component B is selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, dichlorvos, isoxaflutole, metribuzin, methyl imidacloprid, methoxyimidacloprid, 2,4-dichlorophenoxyacetic acid, fluroxypyr, dicamba, MCPA, trichloropyroxypyr, propyzoxystrobin, propyzoxystrobin, pyrimethanil, mesotrione, trifluralin, indazofamid, dichlorvos, chlorpyrifos, mesotrione, pyrimethanil, mesotrione, clethodim, quizalofop-p-ethyl, fluroxypyr, fluroxypyr, benzoyl sulfadiazine, mesotrione, nicosulfuron, bentazon, atrazine, terbufos, isoproturon, terbufos, methamidophos, indazofamid, fluroxypyr, chlorpyrifos, chlorpyrifos The herbicide is selected from one or more of the following: amine, butachlor, sulfonylpyrazole, dichlorvos, and cyclohexane; in another preferred embodiment, component B is selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, propyzoxystrobin, benzoyl sulfadiazine, 2,4-dichlorophenoxyacetic acid, fluroxypyr, pyrimisulfuron, triclopyr, propyzoxystrobin, clethodim, haloxyfop-methyl, haloxyfop-methyl, fluroxypyr, sulfonylpyrazole, mesotrione, methyl imazalil, chlorpyrifos, bentazon, terbufos, isoproturon, mesotrione, succinate, terbufos, methamidophos, cyprodinil, cyprodinil, indazoxystrobin, butachlor, sulfonylpyrazole, cyclohexane, or succinate. In the context of this specification, if the common name or abbreviation of the active compound is used, then in each case all conventional derivatives, such as its acids, esters, and salts, as well as isomers, particularly optical isomers, and especially one or more commercially available forms are included. If the common name indicates an ester or salt, then in each case all other conventional derivatives, such as other esters and salts, free acids and neutral compounds, as well as isomers, particularly optical isomers, and especially one or more commercially available forms are also included. The chemical names of the compounds given indicate at least one compound covered by the common name, which is generally the preferred compound.
[0032] The composition provided by this invention can broaden the spectrum of weed control, improve weed control efficacy, and delay the development of weed resistance and herbicide tolerance.
[0033] In particular, the inventors of this invention have discovered that the herbicide composition in the aforementioned preferred embodiments of this invention has a superior weed control effect and can significantly delay the occurrence of weed resistance and herbicide tolerance.
[0034] In the various herbicide compositions provided by the present invention, the weight ratio of A and B in the herbicide composition is 1:1000-1000:1, 1:800-800:1, or 1:600-600:1; preferably 1:500-500:1, 1:400-400:1, or 1:300-300:1; more preferably 1:200-200:1, 1:100-100:1, or 1:80-80:1; and even more preferably 1:50-50:1, 1:30-30:1, 1:20-20:1, 1:10-10:1, 1:5-1:1, or 1:1-5:1.
[0035] In another embodiment, we found that the synergistic effect of the weight ratio of A and B in the herbicidal composition was more significant at the following ratios: 1:500 to 500:1, preferably 1:200 to 200:1, more preferably 1:200 to 10:1, further preferably 1:150 to 5:1, and even more preferably 1:100 to 2:1.
[0036] In a preferred embodiment, the weight ratio of A and B in the herbicidal composition can be adjusted accordingly within the following ratios or ranges thereof: 1:1000, 1:900, 1:800, 1:700, 1:600, 1:500, 1:400, 1:300, 1:200, 1:180, 1:160, 1:150, 1:140, 1:130, 1:120, 1:110, 1:100, 1:95, 1:90, 1:85, 1:80, 1:75, 1:70, 1:65, 1:60, 1:55, 1:50, 1:45 1:40, 1:35, 1:30, 1:25, 1:20, 1:15, 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, 20:1, 30:1, 40:1, 50:1, 60:1, 70:1, 80:1, 90:1, 100:1, 200:1, 300:1, 400:1, 500:1, 600:1, 700:1, 800:1, 900:1.
[0037] The present invention also provides a method for controlling unwanted plants using the aforementioned herbicidal composition, comprising applying an effective amount of the herbicide composition to the plant or its location or to the soil or water body to control the emergence or growth of unwanted plants; preferably, the unwanted plants include weed species or herbicide-resistant or tolerant weed species.
[0038] In this invention, the term "grass" or "unwanted plant" includes, but is not limited to, one or more weed species selected from the following: *Ageratum* spp., *Calopogonium* spp., *Alternanthera* spp., *Boreiria* spp., *Commelina* spp., *Chromolaena* spp., *Mimosa* spp., *Tridax* spp., *Brachiaria* spp., *Platostoma* spp., *Digitaria* spp., *Synedrella* spp., *Panicum* spp., *Cyperus* spp., and *Imperata* spp. spp.), Cynodon spp., Pennisetum spp., Mariscus spp., Euphorbia spp., Talinum spp., Pteridium spp., Melinis spp., Sida spp., Portulaca spp., Rottboellia spp., Sorghum spp., Ipomea spp., Dactyloctenium spp., Spigelia spp., Boerhaavia spp., Aspilia spp., Aneilimma spp., Hyparrhenia spp., Andropogons spp., Paspalum spp., Rhynchelytrum spp., Eleusine spp., Setaria spp., Triumfetta spp., Stachytarpheta spp., Desmodium spp., Gomphrenas spp., Tephrosia spp., Acanthospermum spp., Hyptis spp.), *Cenchrus* spp., *Urena* spp., *Vernonia* spp., *Cleome* spp., *Crotalaria* spp., *Kyllinga* spp., *Corchorus* spp., *Ipomoea* spp., *Mitracarpus* spp., *Melanthera* spp., *Centrosema* spp., *Emilia* spp., *Croton* spp., *Phyllanthus* spp., *Passiflora* spp., *Axonopus* Species of the genera *Oldenlandia*, *Schwenckia*, *Acalypha*, *Solenostemon*, *Celosia*, *Indigofera*, *Heterotis*, *Acmella*, *Leucaena*, *Boerhavia*, *Spermacoce*, *Oplismenus*, and *Fimbristylis*.
[0039] Preferably, the weed species are selected from one or more of the following: *Ageratum* species, *Alopecurus* species, *Alternanthera* species, *Lysimachia* species, *Commelina* species, *Eupatorium* species, *Mimosa* species, *Miscanthus* species, *Miscanthus* species, *Miscanthus* species, *Miscanthus* species, *Miscanthus* species, *Digitaria* species, *Miscanthus ...
[0040] As examples, weeds may be selected from one or more of the following: *Ageratum conyzoides*, *Calopogonium mucunoides*, *Alternanthera sessilis*, *Boreiriaocymoides*, *Commelinaerecta*, *Chromolaena odorata*, *Mimosa invisa*, *Commelina benghalensis*, *Tridax procumbens*, *Brachiaria delfexa*, *Platostoma africanum*, *Digitaria adscendens*, *Digitaria horizontalis*, *Synedrella nodiflora*, *Panicum maximum*, *Cyperus rotundus*, *Cyperus esculentus*, *Imperata cylindrica*, and *Cynodon dactylon*. dactylon, Pennisetum polystachion, Pennisetum purpureum, Pennisetum violaceum, Mariscus alternifolius, Euphorbia heterophylla, Euphorbia ahita, Talinum triangulare, Pteridium aquilinum, Melinisninutiflora, Sida acuta, Sida rhombifolia, Commelina diffusa, Portulaca oleraceae, Rottboellia exaltata, Rottboellia cochinchinensis, Sorghum halepense, Ipomea triloba, Dactyloctenium aegyptium, Brachiara lata, Spigelia anthemia, Boerhaaviaerecta, AspiliaAfricana, Aneilima beniniense, Hyparrhenia involucrate, Andropogongayanus, Paspalum conjugatum, Paspalum orbiculatum, Rhynchelytrum repens, Eleusineindica, Setaria barbata, Setaria megaphylla, Triumfetta cordifolia, Stachytarpheta cayennensis, Desmodium scorpiurus, Gomphrena celosioides, Tephrosia bracteolata, Acanthospermum hispidum, Hyptis suaveolens, Indian thorn (Cenchrus biflorus), ground peach (Urenalobata), Mongolian dove chrysanthemum (Vernonia ambigua), yellow flower grass (Cleomeviscosa), southern dodder (Cuscuta australis), long capsule jute (Corchorus olitorius), cap-shaped fruit (Mitracarpus villosus), Melanthera scandens, spur-shaped bean (Centrosema pubescens), velvety chrysanthemum (Emilia coccinea), stiff-haired croton (Croton hirtus), small resurrection (Phyllanthus amarus), three-chambered jute (Corchorus trilocularis), dragon pearl fruit (Passiflora foetida), sweet potato with involucre (Ipomoea involucrate), carpet grass (Axonopus compressus), umbrella-shaped flower ear grass (Oldenlandia corymbosa), Acalypha ciliata, American Schwenckia (Schwenckia) Americana, Solenostemonmonostachyus, Celosia trigyna, IndigoferaAt least one of the following: *Heteropogon japonicus*, *Amaranthus verniciflua*, *Abutilon theophrasti*, *Heteropogon spp.*, *Veronica persica*, *Chenopodium album*, *Polygonum hydropiper*, *Alisma plantago-aquatica*, *Sagittaria sagittifolia*, *Polygonum aviculare*, *Digitaria sanguinalis*, *Oryza sativa*, *Oryza sativa*, *Cyperus iris*, *Cyperus diffusa*, *Cyperus rotundifolia*, *Acmella brachyglossa*, *Leucaenaleucocephala*, *Boerhavia diffusa*, *Spermacoceocymoides*, *Oplismenus burmannii*, *Fimbristylis littoralis*, *Cyperus iris*, and *Kyllinga erecta*.
[0041] The weed-control composition of the present invention can be applied to weed control in industrial, commercial, agricultural buildings, public service areas, and courtyards, as well as for weed control before crop sowing, in fallow and non-crop areas, recreational facilities, pastures before afforestation, and before crop sowing. Preferably, it is used to control weeds in useful crops, which include naturally resistant varieties resulting from selective breeding, or varieties artificially introduced through genetic modification of crops. Furthermore, the weeds in the aforementioned applications of the present invention can exist in at least one crop, including but not limited to perennial crops such as grapes, citrus fruits, olives, nuts, oil palm, and rubber, and annual crops such as rice, corn, wheat, cotton, soybeans, peanuts, and barley, and in various cultivation methods of a single crop.
[0042] Suitable crops include those resistant to one or more components A or B (e.g., glyphosate or glufosinate). Resistance can be natural, resulting from selective breeding, or it can be artificially introduced through genetic modification of the crop. Resistance is often necessary when the composition is applied post-emergence (after the crop seedlings are visible) to suitable crops for cultivation.
[0043] A third aspect of the present invention provides a herbicide comprising an active ingredient and excipients, wherein the active ingredient comprises at least one of the herbicidal compositions described in the first aspect of the present invention.
[0044] Preferably, based on the total weight of the herbicide, the content of the active ingredient in the herbicide is 1-99.99% by weight, preferably 2-90% by weight, more preferably 3-97% by weight, and even more preferably 5-95% by weight. In one specific embodiment, the content of the active ingredient can be adjusted in or within the following proportions: 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, 10% by weight, 12% by weight, 15% by weight, 20% by weight, 25% by weight, 30% by weight, 35% by weight, 40% by weight, 45% by weight, 50% by weight, 55% by weight, 60% by weight, 65% by weight, 70% by weight, 75% by weight, 80% by weight, 85% by weight, 90% by weight, etc.
[0045] The excipients in the herbicide of the present invention include, but are not limited to, surfactants, protective colloids, adhesives, thickeners, thixotropic agents, penetrants, chelating agents, dyes, colorants, polymers, emulsifiers, dispersants, wetting agents, spreading agents, stabilizers, defoamers, synergists, penetrants, adhesives, carriers or fillers, etc., and may also be other conventional adjuvants that serve as carriers.
[0046] The term "carrier" in this article refers to one or more organic, inorganic, natural, or synthetic substances. They facilitate the application of the active ingredient and are generally inert and must be agriculturally acceptable, particularly acceptable to the treated plant. Carriers can be solid, such as clay, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, etc.; or liquid, such as water, alcohols, ketones, petroleum fractions, aromatic or waxy hydrocarbons, chlorinated hydrocarbons, liquefied petroleum gases, etc.
[0047] The surfactants described in this invention comprise emulsifiers, dispersants, or wetting agents, which can be ionic or nonionic. Examples include: polyacrylates, lignin sulfonates, phenol sulfonic acids or naphthalene sulfonates, polymers of ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols (especially alkylphenols or arylphenols), sulfonate succinates, taurine derivatives and phosphate esters of alcohols or polyhydroxyethylated phenol phosphate esters, alkyl sulfonate salts, alkyl aryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated hexadecanoic acid and sulfated fatty alcohol glycol ethers, as well as condensations of naphthalene or naphthalene sulfonic acid with phenol and formaldehyde. Compounds, polyoxyethylene octyl anisole, ethoxylated isooctyl ether, octylphenol or nonylphenol, alkylphenyl polyethylene glycol ether, tributylphenyl polyethylene glycol ether, tristearate phenyl polyethylene glycol ether, alkylaryl polyether alcohol, alcohols and fatty alcohols / ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylated polyoxypropylene, lauryl polyethylene glycol ether acetal, sorbitan ester, lignin sulfite waste liquid, and proteins, denatured proteins, polysaccharides, hydrophobically modified starch, polyvinyl alcohol, polycarboxylates, polyoxyalkylates, polyvinylamine, polyvinylpyrrolidone and copolymers.
[0048] Preferably, the excipients in the herbicide are at least one of emulsifiers, dispersants, wetting agents, spreading agents, stabilizers, defoamers, synergists, penetrants, adhesives, carriers, and fillers.
[0049] Preferably, the herbicide formulation is selected from at least one of wettable powder, soluble powder, emulsifiable concentrate, aqueous suspension, dispersible oil suspension, soluble liquid, water emulsion, microemulsion and water-dispersible granules.
[0050] This invention does not impose any particular limitations on the specific methods for preparing various formulations of herbicides. Those skilled in the art can refer to the standard methods provided in "Modern Pesticide Formulation Processing Technology" (edited by Liu Guangwen, Chemical Industry Press) to prepare herbicides of the desired formulation.
[0051] The components in the herbicide composition provided by the present invention can be stored in a mixed manner or stored separately. According to a preferred embodiment, the components in the pesticide composition that form the active ingredient in the herbicide are stored independently or in a mixture of two or more, and are mixed and used immediately in a drum-mixed form.
[0052] The herbicides described in this invention include, but are not limited to, those applied to areas where crops are not desired to grow, by means of spraying, for example.
[0053] The composition provided by this invention has a significant synergistic effect, can broaden the spectrum of weed control, improve the weed control effect, and delay the occurrence of weed resistance and herbicide tolerance. Detailed Implementation
[0054] The present invention can be better understood from the following embodiments. However, those skilled in the art will readily understand that the descriptions in the embodiments are for illustrative purposes only and should not, and will not, limit the invention as detailed in the claims.
[0055] The endpoints and any values of the ranges disclosed herein are not limited to the precise ranges or values, and these ranges or values should be understood to include values close to these ranges or values. For numerical ranges, the endpoint values of the various ranges, the endpoint values of the various ranges and individual point values, and individual point values can be combined with each other to obtain one or more new numerical ranges, which should be considered as specifically disclosed herein.
[0056] The following materials were used: calcium dodecyl sulfonate as emulsifier (purchased from Nanjing Taihua Company, 505#); styrene-based phenol polyoxyethylene ether as dispersant (purchased from Shandong Tiandao Company, 600#); solvent oil (150#) (purchased from Jiangsu Hualun Company, 1500#); nonylphenol polyoxyethylene ether as suspending agent (purchased from Nanjing Gutian Company, NP-10); castor oil polyoxyethylene ether as suspending agent (purchased from Nanjing Taihua Company, EL20); fatty acid polyoxyethylene ester (purchased from Nanjing Taihua Company, AE600); organobentonite (sk-04) (purchased from Jiangsu Zhongcai); silica (HT119) (purchased from Shandong Haihua); light calcium carbonate (D-11) (purchased from Shandong Jinghe); calcium lignosulfonate (lignosulfonate) and sodium naphthalenesulfonate (NNO) (purchased from Nanjing Qicheng); and methyl oleate (700#) (purchased from Jiangsu Fengbei).
[0057] Unless otherwise specified, all raw material amounts in the following examples are by weight percentage.
[0058] When preparing emulsifiable concentrates, simply mix and stir all components until they are completely dissolved.
[0059] The dispersible oil suspension was prepared by adding each component into a mixing tank, stirring and mixing, passing it through a colloid mill, then passing it through a sand mill for three-stage sand milling, and finally shearing it uniformly in a shearing machine to obtain the finished product.
[0060] In the preparation of the wettable powder, component A is first adsorbed with filler, then the remaining components are mixed evenly and pulverized by airflow, and finally sieved to obtain the finished product.
[0061] Example
[0062] The formulation composition and dosage form of Examples 1-10 are listed in Table 1.
[0063] Table 1
[0064] Test case
[0065] Test targets: See the table below.
[0066] 1. Method for testing the herbicidal activity of foliar spraying: The foliar spraying method (NY / T 1155.4-2006) was used. A measured amount of soil was filled to 3 / 4 of the height of a pot (11 cm high, 9 cm in diameter). 15–20 seeds of the target weed were evenly sown on the soil surface, covered with about 1 cm of fine soil, and then placed in a greenhouse (temperature 22–28℃, humidity 97%, the same below) for cultivation. Foliar spraying was performed when the weeds reached the 3–5 leaf stage. Each treatment was replicated three times, with a control treatment (no herbicide). After treatment, the test materials were placed in a greenhouse for cultivation, and the growth of the target weeds was observed regularly.
[0067] Investigation method: After 30 days of experimental treatment, the symptoms of damage and growth inhibition of the target were visually observed, and the fresh weight of the aboveground parts was measured and the fresh weight inhibition rate (%) was calculated.
[0068] 2. Experimental Protocol for Soil-Based Herbicidal Activity: Weeds were cultivated in a controlled-sunlight greenhouse at a temperature of 20–30℃, under natural light, and with a relative humidity of 57%–72%. The soil type was loam, with an organic matter content of 1.63%, pH = 7.1, available nitrogen 84.3 mg / kg, available phosphorus 38.5 mg / kg, and available potassium 82.1 mg / kg. The experimental soil was quantitatively filled to 3 / 4 full in pots, and then watered from the bottom of the pots until the soil was completely saturated. The test weed seeds were pre-germinated until they showed white sprouts, and then evenly and quantitatively sown on the surface. Depending on the seed size, the seeds were covered with 0.5–1 cm of soil. Foliar spraying was performed 72 hours after sowing. Each treatment was replicated in triplicate, with a control treatment (without herbicides). After treatment, the test materials were placed in the greenhouse for cultivation, and the growth of the target weeds was observed regularly.
[0069] Investigation method: After 30 days of experimental treatment, the symptoms of damage and growth inhibition of the target were visually observed, and the fresh weight of the aboveground parts was measured and the fresh weight inhibition rate (%) was calculated.
[0070] Fresh weight inhibition rate (%) = (Control fresh weight - Treatment fresh weight) / Control fresh weight × 100
[0071] Evaluation method for the combined effect of two herbicides: The combined effect of herbicides was evaluated according to the Gowing method, with the formula: E0 = X + Y × (100 - X) / 100, where X is the fresh weight inhibition rate of the target weed when component A is used alone; Y is the fresh weight inhibition rate of the target weed when component B is used alone; E0 is the theoretical control efficacy of the target when components A and B are used together; and E is the actual control efficacy of the target when components A and B are used together. Evaluation criteria: when E - E0 > 10%, it indicates a synergistic effect; when E - E0 is between ±10%, it indicates an additive effect; and when E - E0 < -10%, it indicates an antagonistic effect. The results are shown in Table 2 below.
[0072] Table 2
[0073] Based on the above data, the compound of Formula I, when combined with the drug, has a significant synergistic effect.
[0074] Field efficacy trial 1:
[0075] Experimental site: Citrus orchard in Chongzuo, Guangxi
[0076] Timing of application: When weeds are growing vigorously and are over 50cm tall.
[0077] Test treatment: Field validation was conducted using the herbicide composition provided in the examples. Plots with severe weed infestation, primarily consisting of goosegrass, beggar-ticks, and sedge, were selected at a depth of 20m. 2 For each cell, each process is repeated 3 times.
[0078] Thirty days after treatment, the treated and control areas were observed, the number of weeds was counted, and the plant control efficacy of the treated area was calculated. The plant control efficacy (%) was calculated.
[0079] Control efficacy (%) = (Number of control weeds - Number of treatment weeds) / Number of control weeds × 100
[0080] Table 3 lists the control efficacy and safety results of each herbicide against weeds. The safety evaluation criteria are shown in Table 15. In Table 3, EC indicates emulsifiable concentrate; OD indicates dispersible oil suspension.
[0081] Table 3: Weed control efficacy
[0082] Field trials clearly showed that compound I, when combined with various herbicides, can significantly broaden the weed control spectrum and improve the average weed control efficacy in the field.
[0083] Field efficacy trial 2: Directional spraying in corn fields
[0084] The herbicidal composition of the present invention was tested in a directional spraying experiment in a cornfield.
[0085] Experimental method: The experimental site was Zhoukou City, Henan Province, and the target crop was maize. When the maize was at the 7-8 leaf stage, the weed population consisted of: free-growing wheat, barnyard grass, barnyard grass, foxtail grass, amaranth, and wild cucumber. At this time, most weeds had 2-5 leaves. Targeted spraying was carried out across the entire field.
[0086] Thirty days after treatment, the treated and control areas were observed, the number of weeds was counted, and the plant control efficacy of the treated area was calculated. The plant control efficacy (%) was calculated.
[0087] Control efficacy (%) = (Number of control weeds - Number of treatment weeds) / Number of control weeds × 100
[0088] The results are shown in Table 4.
[0089] Table 4
[0090] By targeted spraying, the self-growing wheat seedlings died while the corn grew normally. Compound I has a significant synergistic effect with glufosinate and glufosinate on common weeds in corn fields, thus broadening the spectrum of weed control.
[0091] The preferred embodiments of the present invention have been described in detail above; however, the present invention is not limited thereto. Within the scope of the inventive concept, various simple modifications can be made to the technical solutions of the present invention, including combinations of various technical features in any other suitable manner. These simple modifications and combinations should also be considered as the content disclosed in the present invention and are all within the protection scope of the present invention.
Claims
1. A herbicidal composition, characterized in that, It comprises component A and component B, wherein component A is a compound represented by formula I. Component B is selected from one or more of herbicides of classes b1 to b12 or their acids, salts, or esters; b1) Glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cyclohexane, or icafolin. b2) DOXP inhibitors, b3) Hormonal medications, b4) PPO inhibitors, b5) ACCase inhibitors, b6) PDS inhibitors, b7) HPPD inhibitors, b8) ALS inhibitors, b9) PSII inhibitors, b10) Cellulose synthesis inhibitor, b11) VLCFA inhibitors, b12) Microtubule assembly inhibitor.
2. The herbicidal composition according to claim 1, characterized in that, The weight ratio of component A to component B is 1:1000 to 1000:1, preferably 1:500 to 500:1, more preferably 1:200 to 200:1, even more preferably 1:200 to 10:1, and even more preferably 1:150 to 5:
1.
3. The herbicidal composition according to claim 1, characterized in that, The class b1 herbicides are selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cyclohexane, icafolin or their salts; The b2 class DOXP inhibitor herbicides are selected from dicloxacillin or bromoxacillin; The b3 class of hormone agents are selected from 2,4-dichlorophenoxyacetic acid, 2,4-D butyric acid, dimethyltetrachlorophenoxyacetic acid, cloflupyroxyacetic acid, cloflupyridine ester, fluorochloropyridine ester, triclopyroxyacetic acid, dichloropyridine acid, aminochloropyridine acid, cloflupyridine acid, dicamba, dichloroquinoline acid, or herbicides. The b4 class PPO inhibitors are selected from propyzoxystrobin, pyrimisulfuron, flupyrimisulfuron, epoxim, mesotrione, pyrazosulfuron, ethoxyfluzoxystrobin, trifluralin, fluroxypyr, ethazafluzoxystrobin, pyrimisulfuron, propyzoxystrobin, or oxadiazon. The b5 class ACCase inhibitors are selected from clethodim, haloxyfop-methyl, phenacetin, pyranopyraz, quizalofop-P-ethyl, haloxyfop-P-ethyl, clodinafop-P-ethyl, quizalofop-P-ethyl, quizalofop-P-ethyl, quizalofop-P-ethyl, or clodinafop-P-ethyl. The b6 class PDS inhibitor is selected from pyrfluthrin, flupyrfluthrin, flupyridine, or furazolidone; The b7 class HPPD inhibitors are selected from benzoxazine, mesotrione, isoxazine, cyclosulfonamide, quinalazine, flupyrazole, pyrazosulfuron, furazolidone, sulfosulfuron-methyl, Tolpyralate, or flusulfanilamide. The b8 class ALS inhibitors are selected from chlorpyrifos, chlorpyrifos, diflubenzuron, pyrazosulfuron, bensulfuron, thifensulfuron, bensulfuron, pyrimisulfuron, bispyribac-sodium, pyrimisulfuron, metribuzin, metribuzin, methyl imidacloprid, methyl imidacloprid, nicosulfuron, sulfadiazine, mesosulfuron-methyl, chlorpyrifos, or diflubenzuron; The b9 class PSII inhibitors are selected from metribuzin, atrazine, cypermethrin, atrazine, terbuprofen, cypermethrin, diuron, bromoxynil, chlormequat chloride, isoproturon, cyclomethrin, benzoxazine, chlorpyrifos, cypermethrin, betaine, betaine, azoxystrobin, or bromoxynil. The b10 class cellulose synthesis inhibitors are selected from indazine-flufenoxam or triazine-flufenoxam; The B11 class VLCFA inhibitors are selected from butachlor, acetochlor, propachlor, bensulfuron-methyl, propachlor, triazolyl chlorpyrifos, tetrazolyl chlorpyrifos, bensulfuron-methyl, valerate, succinate, metolachlor, sulfadiazine, or sphagnum molybdate. The b12 class microtubule assembly inhibitor is selected from sec-butylamine or amlodipine.
4. The herbicidal composition according to claim 3, characterized in that... The class b1 herbicides are selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cyclohexane, or icafolin; The b2 type herbicide is selected from dichloroisoxamine; The class b3 hormone agents are selected from 2,4-dichlorophenoxyacetic acid (2,4-D), dimethyltetrachlorophenoxyacetic acid, chloropyridinium chloride, chloropyridinium chloride, trichloropyridinium chloride, dichloropyridinium acid, aminopyridinium acid, chloropyridinium acid, or dicamba. The b4 class PPO inhibitors are selected from propyzoxystrobin, pyrimisulfuron, flupyrazosulfuron, epoxim, mesotrione, pyrazosulfuron, trifluralin, fluroxypyr, ethazol, or pyrimisulfuron. The b5 class ACCase inhibitors are selected from clethodim, haloxyfop-R-methyl, quizalofop-P-ethyl, or quizalofop-P-ethyl. The b6 class PDS inhibitor is selected from pyrfluthrin, flupyrfluthrin, flupyridine, or furazolidone; The b7 class HPPD inhibitors are selected from benzoxazine, mesotrione, isoxazine, or cyclosulfonamides; The b8 class ALS inhibitors are selected from chlorpyrifos, chlorpyrifos, chlorpyrifos, pyrazosulfuron, thifensulfuron, bensulfuron, metribuzin, methyl imidacloprid, methoxymide, methimazole, or chlorpyrifos. The b9 class PSII inhibitors are selected from bentazon, atrazine, cyanazine, diuron, isoproturon, or cycloazinone; The b10 class cellulose synthesis inhibitors are selected from indazine-flufenoxam or triazine-flufenoxam; The b11 class VLCFA inhibitors are selected from butachlor, acetochlor, propachlor, isopropachlor, S-metolachlor, or sulfopyrazosulfuron. The b12 class microtubule assembly inhibitor is selected from sec-butylamine or amlodipine.
5. The herbicidal composition according to claim 3, characterized in that, Component B is selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, dichlorvos, isoxaflutole, metribuzin, methyl imidacloprid, methoxymethylene, 2,4-dichlorophenoxyacetic acid, fluroxypyr, dicamba, MCPA, triclopyr, propyzoxystrobin, propyzoxystrobin, pyrimethanil, mesotrione, trifluralin, indazofamid, dichlorvos, chlorpyrifos, mesotrione, pyrimethanil, mesotrione, clethodim, quizalofop-p-ethyl, fluroxypyr, fluroxypyr, benzoyl sulfadiazine, mesotrione, nicosulfuron, bentazon, atrazine, terbufos, isoproturon, terbufos, methamidophos, indazofamid, fluroxypyr, chlorpyrifos, chlorpyrifos The herbicide is selected from one or more of glyphosate, butachlor, sulfonylpyrazole, dicloxacillin, and cyclohexane; component B is selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, propyzoxystrobin, benzoyl sulfadiazine, 2,4-dichlorophenoxyacetic acid, fluroxypyr, pyrimisulfuron, triclopyr, propyzoxystrobin, clethodim, haloxyfop-methyl, haloxyfop-methyl, fluroxypyr, benzoyl sulfadiazine, nicosulfuron, methyl imazalil, chlorpyrifos, bentazon, terbufos, isoproturon, mesotrione, succinate, methyl sulfadiazine, methyl sulfadiazine, cyhalofop-methyl, indazine, butachlor, sulfonylpyrazole, cyclohexane, or succinate.
6. The method for controlling unwanted plants using the herbicidal composition of claim 1, characterized in that, This includes applying a weed-controlling amount of a herbicide composition to plants or their sites, or to soil or water, to prevent unwanted plant germination or growth; preferably, the unwanted plants include weed species, or herbicide-resistant or tolerant weed species.
7. A herbicide, characterized in that... The herbicide is composed of an active ingredient and excipients, wherein the active ingredient includes at least one of the herbicidal compositions according to any one of claims 1-6.
8. The herbicide according to claim 7, characterized in that, Based on the total weight of the herbicide, the content of the active ingredient is 1-99.99%; preferably 5-95%.
9. The herbicide according to claim 7, characterized in that, The excipients include at least one of emulsifiers, dispersants, wetting agents, spreading agents, stabilizers, defoamers, synergists, penetrants, adhesives, carriers, or fillers.
10. The herbicide according to claim 7, characterized in that, The herbicide formulation is selected from at least one of wettable powder, soluble powder, emulsifiable concentrate, aqueous suspension, dispersible oil suspension, soluble liquid, water emulsion, microemulsion, and water-dispersible granules.