Weeding composition and application thereof

Through the synergistic effect of the combination of structural compounds of formula I and herbicides of b1 to b12, the problems of narrow weed resistance and herbicide spectrum in the prior art have been solved, and a wider range of weed prevention and delayed resistance have been achieved.

CN120240458APending Publication Date: 2025-07-04LIAONING CYNDA CHEM CO LTD +3
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Patent Information

Application Number
CN202510396036.4
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-03-31
Publication Date
2025-07-04

AI Technical Summary

Technical Problem

The long-term use of existing chemical herbicides has caused problems with weed resistance and resistance, narrow herbicide spectrum, and poor prevention and removal effect.

Method used

A herbicidal composition is used in which component A and component B is a structural compound of formula I, and component B is selected from the group consisting of b1 to b12 herbicides or their acids, salts and esters. Through the combination of herbicides of different mechanisms of action, a synergistic effect is formed.

Benefits of technology

Expand the herbicidal spectrum, improve the weed removal effect, delay the occurrence of drug resistance and resistance, and significantly improve the prevention effect.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention discloses a weeding composition and application thereof.The weeding composition comprises a component A and a component B. The component A is a compound shown in the formula I, and the component B is selected from b1-b12 herbicides or one or more of acid, salt and ester of the b1-b12 herbicides; the composition provided by the invention has a remarkable synergistic effect, can expand the weed control spectrum, can improve the weed control effect, and delays the occurrence of drug resistance and drug resistance of weeds. # imgabs0 #
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Description

Technical Field

[0001] The present invention belongs to the field of pesticides, and particularly relates to a weeding composition and a herbicide containing the weeding composition. Background Art

[0002] Protecting crops from weeds and other plants that inhibit crop growth has always been a repetitive problem in agriculture. To help solve this problem, researchers in the field of synthetic chemistry have prepared many different herbicides. However, long-term continuous high-dose use of a single variety or a single mode of action of chemical herbicides is likely to cause problems such as weed drug resistance and resistance evolution.

[0003] Patent US5084084A reported that a large number of compounds have good activity against unwanted plants when sprayed on the stems and leaves, and mentioned the compound shown in the structure of Formula I. However, in the application of this compound, there are also problems such as a narrow herbicidal spectrum, poor control effect on some weeds, and the generation of drug resistance.

[0004] Summary of the Invention

[0005] Based on the existing technology, the object of the present invention is to provide a weeding composition with a synergistic effect, which also has the effects of significantly reducing the dosage and expanding the herbicidal spectrum.

[0006] The object of the present invention can be achieved by the following measures:

[0007] A weeding composition, which comprises component A and component B, wherein component A is a compound shown in the structure of Formula I,

[0008]

[0009] Component B is selected from one or more of herbicides of categories b1 to b12 or their acids, salts, and esters;

[0010] b1) glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cinmethylin or icafolin,

[0011] b2) DOXP inhibitors,

[0012] b3) hormonal agents,

[0013] b4) PPO inhibitors,

[0014] b5) ACCase inhibitors,

[0015] b6) PDS inhibitors,

[0016] b7) HPPD inhibitors,

[0017] b8) ALS inhibitors,

[0018] b9) PSII inhibitors,

[0019] b10) Cellulose synthesis inhibitors,

[0020] b11) VLCFA inhibitors,

[0021] b12) Microtubule assembly inhibitors.

[0022] The class b1 herbicides referred to in the present invention include but are not limited to glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cinmethylin, icafolin or its salts, etc. In a preferred embodiment, the class b1 herbicides are selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cinmethylin or icafolin.

[0023] The class b2 DOXP inhibitor herbicides referred to in the present invention are selected from bentazone or bromobutide. In a preferred embodiment, the class b2 DOXP inhibitor herbicides are selected from bentazone.

[0024] The class b3 hormonal agents referred to in the present invention include but are not limited to 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-dichlorobutyric acid (2,4-DB), MCPA, fluroxypyr, florpyrauxifen-benzyl, fluroxypyr-meptyl, triclopyr, clopyralid, aminopyralid, chloramben, quinclorac or benazolin-ethyl; In a preferred embodiment, the class b3 hormonal agents are selected from 2,4-dichlorophenoxyacetic acid (2,4-D), MCPA, florpyrauxifen-benzyl, fluroxypyr-meptyl, triclopyr, clopyralid, aminopyralid, chloramben or quinclorac.

[0025] The class b4 PPO inhibitors referred to in the present invention include but are not limited to flumioxazin, sulfentrazone, tiafenacil, epyrifenacil, mesotrione, pyraflufen-ethyl, carfentrazone-ethyl, oxyfluorfen, trifludimoxazin, flufenpyr-ethyl, pyriftalid, ethyl hexyl sulfentrazone, pyrasulfotole or oxadiazon; In a preferred embodiment, the class b4 PPO inhibitors are selected from flumioxazin, sulfentrazone, tiafenacil, epyrifenacil, mesotrione, pyraflufen-ethyl, trifludimoxazin, flufenpyr-ethyl, pyriftalid or pyrasulfotole.

[0026] The b5 class of ACCase inhibitors referred to in the present invention include, but are not limited to, clethodim, sethoxydim, propaquizafop, pyraflufen-ethyl, quizalofop-p-ethyl, haloxyfop-p-methyl, clodinafop-propargyl, fenoxaprop-p-ethyl, quinmerac, fluazifop-p-butyl or pinoxaden; in a preferred embodiment, the b5 class of ACCase inhibitors are selected from clethodim, sethoxydim, quizalofop-p-ethyl, haloxyfop-p-methyl or fluazifop-p-butyl.

[0027] The b6 class of PDS inhibitors referred to in the present invention include, but are not limited to, picolinafen, flufenacet, fluridone or flurtamone; in a preferred embodiment, the b6 class of PDS inhibitors are selected from picolinafen, flufenacet, fluridone or flurtamone.

[0028] The b7 class of HPPD inhibitors referred to in the present invention include, but are not limited to, mesotrione, tembotrione, isoxaflutole, topramezone, pyraquilon, flupyrasulfuron-methyl-sodium, pyraclonil, furfurylsulfone, pyrasulfotole, tolpyralate or flufenican; in a preferred embodiment, the b7 class of HPPD inhibitors are selected from mesotrione, tembotrione, isoxaflutole or topramezone.

[0029] The b8 class of ALS inhibitors referred to in the present invention include, but are not limited to, diclosulam, cloransulam-methyl, florasulam, flumetsulam, tribenuron-methyl, thifensulfuron-methyl, bensulfuron-methyl, pyrazosulfuron-ethyl, bispyribac-sodium, pyriminobac-methyl, imazapyr, imazamethabenz-methyl, imazamox, sulfometuron-methyl, nicosulfuron, sulfosulfuron, mesosulfuron-methyl, halosulfuron-methyl or florasulam; in a preferred embodiment, the b8 class of ALS inhibitors are selected from diclosulam, cloransulam-methyl, florasulam, flumetsulam, thifensulfuron-methyl, bensulfuron-methyl, imazapyr, imazamethabenz-methyl, imazamox, sulfometuron-methyl or halosulfuron-methyl.

[0030] The b9 class of PSII inhibitors referred to in the present invention include, but are not limited to, bentazone, ametryn, cyanazine, atrazine, terbuthylazine, prometryn, simazine, diuron, bromoxynil, chloroxuron, isoproturon, hexazinone, bentazone, bromacil, propazine, metribuzin, desmedipham, phenmedipham, amicarbazone or bromoxynil; in a preferred embodiment, the b9 class of PSII inhibitors are selected from bentazone, ametryn, cyanazine, diuron, isoproturon or hexazinone.

[0031] The b10 class of cellulose synthesis inhibitors referred to in the present invention include, but are not limited to, indaziflam or triaziflam.

[0032] The class b11 VLCFA inhibitors referred to in the present invention include, but are not limited to, butachlor, acetochlor, pretilachlor, mefenacet, propisochlor, flufenacet, isoxachlortole, pyributicarb, wild oat herbicide, thiobencarb, S-metolachlor, pyroxasulfone or anilofos; in a preferred embodiment, the class b11 VLCFA inhibitor is selected from butachlor, acetochlor, pretilachlor, propisochlor, S-metolachlor or pyroxasulfone.

[0033] The class b12 microtubule assembly inhibitors referred to in the present invention include, but are not limited to, trifluralin or pendimethalin. In a preferred embodiment, component B is selected from glyphosate, glufosinate, glufosinate-P, paraquat, diquat, bentazone, imazapyr, imazapic, imazamox, 2,4-D, florpyrauxifen-benzyl, dicamba, MCPA, triclopyr, oxadiargyl, flumioxazin, sulfentrazone, pyraflufen-ethyl, bispyribac-sodium, chlorimuron-ethyl, metsulfuron-methyl, pyrazosulfuron-ethyl, clethodim, quizalofop-P-ethyl, haloxyfop-P-methyl, flufenacet, pyrazolynate, mesotrione, bentazone, ametryn, terbuthylazine, isoproturon, butralin, metribuzin, pyraflufen-ethyl, butachlor, pyroxasulfone, bentazone, cinmethylin; in another preferred embodiment, component B is selected from glyphosate, glufosinate, glufosinate-P, paraquat, diquat, flumioxazin, imazapyr, 2,4-D, florpyrauxifen-benzyl, sulfentrazone, triclopyr, oxadiargyl, clethodim, haloxyfop-P-methyl, quizalofop-P-ethyl, flufenacet, pyrazolynate, mesotrione, imazapic, chlorimuron-ethyl, bentazone, terbuthylazine, isoproturon, metsulfuron-methyl, butralin, metribuzin, pyraflufen-ethyl, butachlor, pyroxasulfone, cinmethylin or butralin. In the context of the present specification, if the common name or abbreviated form of an active compound is used, all conventional derivatives are included in each case, such as its acids, esters and salts, as well as isomers, especially optical isomers, especially one or more commercially available forms. If the common name represents an ester or salt, all other conventional derivatives are also included in each case, such as other esters and salts, free acids and neutral compounds, as well as isomers, especially optical isomers, especially one or more commercially available forms. The chemical names of the compounds given represent at least one compound covered by the common name, usually the preferred compound.

[0034] The composition provided by the present invention can broaden the weed control spectrum, improve the weed control effect, and delay the occurrence of weed tolerance and resistance.

[0035] In particular, the inventors of the present invention have found that the herbicide composition in the aforementioned preferred specific embodiments provided by the present invention has a more excellent weed control effect and can significantly delay the occurrence of weed tolerance and resistance.

[0036] In the foregoing various herbicide compositions provided by the present invention, the weight ratio of A to B in the herbicide composition is 1:1000 to 1000:1, 1:800 to 800:1, or 1:600 to 600:1; preferably 1:500 to 500:1, 1:400 to 400:1, or 1:300 to 300:1; more preferably 1:200 to 200:1, 1:100 to 100:1, or 1:80 to 80:1; further preferably 1:50 to 50:1, 1:30 to 30:1, 1:20 to 20:1, 1:10 to 10:1, 1:5 to 1:1, or 1:1 to 5:1.

[0037] In another embodiment, we found that the synergistic effect of the herbicide composition is more significant when the weight ratio of A to B in the herbicide composition is in the following ranges: 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.

[0038] In a preferred embodiment, the weight ratio of A to B in the herbicide composition can be adjusted accordingly within the following ratios or within the ranges between them: 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.

[0039] The present invention also provides a method for controlling unwanted plants with the foregoing herbicide composition, which includes applying an herbicidally effective amount of the herbicide composition to the plants or their sites, or applying it to the soil or water body to prevent the emergence or growth of unwanted plants; preferably, the unwanted plants include weed species, or herbicide-resistant or tolerant weed species.

[0040] In the solution of the present invention, the "weed" or "undesired plant" refers to, 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., Imperata 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., Aneilima spp., Hyparrhenia spp., Andropogon spp., Paspalum spp., Rhynchelytrum spp., Eleusine spp., Setaria spp., Triumfetta spp., Stachytarpheta spp., Desmodium spp., Gomphrena 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 spp., Oldenlandia spp., Schwenckia spp., Acalypha spp., Solenostemon spp., Celosia spp., Indigofera spp., Heterotis spp., Acmella spp., Leucaena spp., Boerhavia spp., Spermacoce spp., Oplismenus spp. and Fimbristylis spp..

[0041] Preferably, the weed species are selected from one or more of the following: Ageratum spp., Calopogonium spp., Alternanthera spp., Spermacoce spp., Commelina spp., Eupatorium spp., Mimosa spp., Tridax spp., Brachiaria spp., Mesona spp., Digitaria spp., Synedrella spp., Panicum spp., Cyperus spp., Imperata spp., Cynodon spp., Pennisetum spp., Mariscus spp., Euphorbia spp., Talinum spp., Pteridium spp., Melinis spp., Sida spp., Portulaca spp., Bothriochloa spp., Sorghum spp., Dioscorea spp., Dactyloctenium spp., Diplostephium spp., Boerhavia spp., Desmodium spp., Gomphrena spp., Acacia spp., Carthamus spp., Hyptis spp., Cenchrus spp., Urena spp., Vernonia spp. and Cleome spp..

[0042] As an example, the weeds may be selected from one or more of the following: Ageratum conyzoides, Calopogonium mucunoides, Alternanthera sessilis, Boreiria ocymoides, Commelina erecta, 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, Cynodon dactylon, Pennisetum polystachion, Pennisetum purpureum, Pennisetum violaceum, Mariscus alternifolius, Euphorbia heterophylla, Euphorbia hirta, Talinum triangulare, Pteridium aquilinum, Melinis nutiflora, Sida acuta, Sida rhombifolia, Commelina diffusa, Portulaca oleraceae, Rottboellia exaltata, Rottboellia cochinchinensis, Sorghum halepense, Ipomea triloba, Dactyloctenium aegyptium, Brachiara lata, Spigelia anthemia, Boerhaavia erecta, Aspiliaafricana), Aneilima beniniense, Hyparrhenia involucrata, Andropogon gayanus, Paspalum conjugatum, Paspalum orbiculatum, Rhynchelytrum repens, Eleusine indica, Setaria barbata, Setaria megaphylla, Triumfetta cordifolia, Stachytarpheta cayennensis, Desmodium scorpiurus, Gomphrena celosioides, Tephrosia bracteolata, Acanthospermum hispidum, Hyptis suaveolens, Cenchrus biflorus, Urena lobata, Vernonia ambigua, Cleome viscosa, Cuscuta australis, Corchorus olitorius, Mitracarpus villosus, Melanthera scandens, Centrosema pubescens, Emilia coccinea, Croton hirtus, Phyllanthus amarus, Corchorus trilocularis, Passiflora foetida, Ipomoea involucrata, Axonopus compressus, Oldenlandia corymbosa, Acalypha ciliata, Schwenckia americana, Solenostemon monostachyus, Celosia trigyna, IndigoferaAt least one of the following: Chenopodium album, Chenopodium glaucum, Abutilon theophrasti, Descurainia sophia, Veronica didyma, Chenopodium album, Ludwigia prostrata, Alisma orientale, Sagittaria trifolia (Sagittaria pygmaea Miq.), Heterotis rotundifolia, Acmella brachyglossa, Leucaena leucocephala, Boerhavia diffusa, Spermacoce ocymoides, Oplismenus burmannii, Fimbristylis littoralis, Cyperus iria, and Kyllinga erecta.

[0043] The herbicidal composition of the present invention can be applied to weed control in industrial, commercial, agricultural construction, public service areas, and gardens, as well as weed control before crop sowing, during fallow and non-crop areas, leisure facilities, pastures before forest establishment, and weed control before crop sowing. Preferably, it is used to control weeds in useful crops, and the useful crops include natural resistance generated by selective breeding or can be artificially introduced through genetic modification of crops. Further, the weeds in the aforementioned applications of the present invention can exist in at least one of the following crops and various cultivation methods of a crop, including but not limited to perennial crops such as grapes, citrus fruits, olives, nuts, oil palms, and rubber, and annual crops such as rice, corn, wheat, cotton, soybeans, peanuts, and barley.

[0044] Suitable crops include those resistant to one or more of components A or B (such as glyphosate or glufosinate). The resistance can be natural resistance generated by selective breeding or can be artificially introduced through genetic modification of crops. Resistance is usually necessary when applying the composition to arable crops after emergence (after the crop seedlings are visible).

[0045] The third aspect of the present invention provides a herbicide, which is composed of an active ingredient and an adjuvant, and the active ingredient includes at least one of the herbicidal compositions described in the first aspect of the present invention.

[0046] Preferably, based on the total weight of the herbicide, the content of the active ingredient in the herbicide is 1 to 99.99% by weight, preferably 2 to 90% by weight, more preferably 3 to 97% by weight, and further preferably 5 to 95% by weight. In a specific embodiment, the content of the active ingredient can be adjusted within the following ratios or ranges of ratios: 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.

[0047] The auxiliary materials in the herbicide of the present invention include but are not limited to surfactants, protective colloids, binders, thickeners, thixotropic agents, penetrants, chelating agents, dyes, colorants, polymers, emulsifiers, dispersants, wetting agents, spreading agents, stabilizers, defoaming agents, synergists, penetrants, adhesives, carriers or fillers, etc. For example, it can also be other conventional auxiliaries acting as carriers.

[0048] The carrier herein refers to one or more organic, inorganic, natural or synthetic substances. They assist in the application of the active ingredient, and this carrier is generally inert and must be agriculturally acceptable, especially acceptable to the plants to be treated. The carrier 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 paraffinic hydrocarbons, chlorinated hydrocarbons, liquefied gases, etc.

[0049] The components of the surfactant described in the present invention include emulsifiers, dispersants or wetting agents, which can be ionic or non-ionic. Examples that may be mentioned are: polyacrylates, lignosulfonates, phenol sulfonates 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), sulfosuccinates, taurine derivatives and phosphates of alcohols or polyhydroxyethylated phenol phosphates, alkyl sulfonates, alkylaryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated cetyl-stearyl-octadecanols and sulfated fatty alcohol ethylene glycol ethers. In addition, there are condensates of naphthalene or naphthalene sulfonic acid with phenol and formaldehyde, polyoxyethylene octyl phenyl ether, ethoxylated isooctyl ether, octylphenol or nonylphenol, alkylphenyl polyethylene glycol ethers, tributylphenyl polyethylene glycol ethers, tristearylphenyl polyethylene glycol ethers, alkylaryl polyether alcohols, alcohols and fatty alcohol / ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyethylene glycol ether acetal, sorbitan esters, lignosulfite waste liquor, and proteins, denatured proteins, polysaccharides, hydrophobically modified starches, polyvinyl alcohol, polycarboxylates, polyoxyalkylates, polyvinylamine, polyvinylpyrrolidone and copolymers.

[0050] Preferably, the auxiliary materials in the herbicide are at least one of emulsifiers, dispersants, wetting agents, spreading agents, stabilizers, defoamers, synergists, penetrants, adhesives, carriers and fillers.

[0051] Preferably, the dosage form of the herbicide is selected from at least one of wettable powders, soluble powders, emulsifiable concentrates, aqueous suspensions, dispersible oil suspensions, soluble liquid formulations, emulsions in water, microemulsions and water-dispersible granules.

[0052] The present invention does not particularly limit the specific method for preparing herbicides of various dosage forms. 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) for preparation to obtain herbicides of the expected dosage form.

[0053] The components in the herbicide composition provided by the present invention can be stored mixed or separately. According to a preferred specific embodiment, the components in the pesticide composition forming the active ingredient in the herbicide are stored independently or mixed in two or more and are mixed and used immediately in the form of tank mixing.

[0054] The herbicide described in the present invention includes but is not limited to being used in places of unwanted crops by methods such as spraying.

[0055] The composition provided by the present invention has a significant synergistic effect, can also expand the herbicidal spectrum, improve the weed control effect, and delay the occurrence of weed tolerance and resistance. Detailed Embodiments

[0056] The present invention can be better understood according to the following embodiments. However, those skilled in the art can easily understand that the content described in the embodiments is only used to illustrate the present invention and should not and will not limit the present invention described in detail in the claims.

[0057] In the ranges disclosed herein, the endpoints and any values are not limited to the exact ranges or values. These ranges or values should be understood to include values close to these ranges or values. For numerical ranges, between the endpoint values of each range, between the endpoint values of each range and individual point values, and between individual point values, they can be combined with each other to obtain one or more new numerical ranges, and these numerical ranges should be regarded as specifically disclosed herein.

[0058] The calcium dodecylbenzenesulfonate used hereinafter is an emulsifier and is purchased from Nanjing Taihua Company (505#); styrylphenol polyoxyethylene ether is a dispersant and is purchased from Shandong Tiandao Company (600#); the solvent oil is 150# solvent oil and is purchased from Jiangsu Hualun Company (1500#); nonylphenol polyoxyethylene ether is a suspending agent and is purchased from Nanjing Gutian Company (NP-10); castor oil polyoxyethylene ether is a suspending agent and is purchased from Nanjing Taihua Company (EL20); fatty acid polyoxyethylene ester is purchased from Nanjing Taihua Company (AE600); organic bentonite (sk-04) is purchased from Jiangsu Sinoma; white carbon black (HT119) is purchased from Shandong Haihua; light calcium carbonate (D-11) is purchased from Shandong Jinghe; calcium lignosulfonate (calcium lignosulfonate) and sodium naphthalene sulfonate (NNO) are purchased from Nanjing Qicheng; methyl oleate (700#) is purchased from Jiangsu Fengbei.

[0059] Unless otherwise specified, the raw material dosages in the following examples are all in weight percentages.

[0060] When preparing the emulsifiable concentrate hereinafter, the components are mixed and stirred until completely dissolved.

[0061] When preparing the dispersible oil suspension, the components are put into a mixing kettle, stirred and mixed, then passed through a colloid mill, and then enter a sand mill for three-stage sanding, and finally sheared evenly in a shear machine to obtain the finished product.

[0062] When preparing the wettable powder hereinafter, first adsorb component A with a filler, then mix the remaining components evenly and pass through air-flow pulverization, and finally sieve to obtain the finished product.

[0063] Examples

[0064] The formulation compositions and dosage forms of Examples 1-10 are all listed in Table 1.

[0065] Table 1

[0066]

[0067]

[0068] Test example

[0069] Test target: as shown in the following table.

[0070] 1. Stem and leaf spray herbicidal activity test method: The stem and leaf spray method (NY / T 1155.4 - 2006) was adopted. Quantitative soil was filled to 3 / 4 of the pot with a height of 11 cm and a diameter of 9 cm. 15 - 20 test target weed seeds were evenly sown on the surface of the pot soil. After covering with about 1 cm of fine soil, it was placed in a greenhouse (temperature 22 - 28 °C, humidity 97%, the same below) for cultivation. When the weeds grew to the 3 - 5 leaf stage, stem and leaf spray treatment was carried out. Each treatment was repeated 3 times, and a treatment without the agent was set as the control. After treatment, the test materials were placed in the greenhouse for cultivation, and the growth of the target weeds was observed regularly.

[0071] Investigation method: 30 days after the test treatment, the damage symptoms and growth inhibition of the target were visually observed, and the fresh weight of the above - ground part was weighed, and the fresh weight inhibition rate (%) was calculated.

[0072] 2. Herbicidal activity experimental plan for soil closed treatment Weeds were cultivated in a controllable solar greenhouse at a temperature of 20 - 30 °C, natural light, and a relative humidity of 57% - 72%. The soil type was loam, with an organic matter content of 1.63%, pH = 7.1, alkaline hydrolyzable nitrogen of 84.3 mg / kg, available phosphorus of 38.5 mg / kg, and available potassium of 82.1 mg / kg. The test soil was quantitatively filled to 3 / 4 of the pot, and then watered from the bottom of the pot to make the soil completely wet to the saturated state. The test weed seeds were germinated until they showed white tips, and then evenly and quantitatively sown on the surface. According to the seed size, 0.5 - 1 cm of soil was covered. Stem and leaf spray treatment was carried out 72 hours after sowing. Each treatment was repeated 3 times, and a treatment without the agent was set as the control. After treatment, the test materials were placed in the greenhouse for cultivation, and the growth of the target weeds was observed regularly.

[0073] Investigation method: 30 days after the test treatment, the damage symptoms and growth inhibition of the target were visually observed, and the fresh weight of the above - ground part was weighed, and the fresh weight inhibition rate (%) was calculated.

[0074] Fresh weight inhibition rate (%) = (control fresh weight - treatment fresh weight) / control fresh weight × 100

[0075] Evaluation method for the combined action of two herbicides: The combined action of herbicides was evaluated according to the Gowing method, and the formula is: E0 = X + Y×(100 - X) / 100, where X is the fresh weight inhibition rate of the target weeds when component A is used alone; Y is the fresh weight inhibition rate of the target weeds when component B is used alone; E0 is the theoretical control effect of the target when components A and B are mixed; E is the actual control effect of the target when components A and B are mixed. Evaluation criteria: When E - E0 > 10% it indicates a synergistic effect, when E - E0 is between ±10% it is an additive effect, and when E - E0 < -10% it indicates an antagonistic effect. The results are shown in Table 2 below.

[0076] Table 2

[0077]

[0078]

[0079]

[0080] From the above data, it can be seen that the compound of formula I shows an obvious synergistic effect when compounded with the medicament. Field efficacy test 1:

[0081] Test site: Citrus orchard in Chongzuo, Guangxi

[0082] Application period: When the weeds grow vigorously above 50 cm

[0083] Test treatment: The herbicide composition provided in the example was used for field verification. Plots with severe weed infestation were selected, and the main weed species were goosegrass, bidens pilosa, eupatorium odoratum, etc. Each plot was 20 m 2 as a sub - plot, and each treatment was repeated 3 times.

[0084] 30 days after treatment, the treated area and the control area were observed, the number of weeds was counted, and the plant control effect of the weeds in the treated area was calculated. Calculate the plant control effect (%).

[0085] Plant control effect (%) = (number of control weeds - number of treated weeds) / number of control weeds × 100

[0086] Table 3 lists the control effects of each medicament on weeds and the safety results. The safety evaluation criteria are shown in Table 15. And in Table 3, EC indicates: emulsifiable concentrate; OD indicates: oil - based flowable concentrate;

[0087] Table 3: Weed plant control effect

[0088] Pharmaceutical agent Dosage (g / mu) Control efficacy against plants Example 1 100 100 Example 2 200 100 Example 3 100 100 Example 5 25 96.3 Example 7 100 92.4 3% Compound I EC 100 75.43 10% Glufosinate-ammonium SL 100 54.32 30% Glyphosate SL 200 49.85 20% Diquat SL 100 47.53 50% Sulfentrazone SC 20 48.18 13% Clethodim EC 40 34.21

[0089] Through the field test, it is obvious that the compound of formula I when compounded with various herbicides can significantly expand the weed control spectrum and improve the average control effect in the field.

[0090] Field Efficacy Test 2: Directed Spraying in Maize Fields

[0091] The herbicidal composition of the present invention was tested by directed spraying in maize fields.

[0092] Test method: The test site was Zhoukou City, Henan Province, and the target crop was maize. When the maize was at the 7-8 leaf stage, the weed community consisted of volunteer wheat, Digitaria sanguinalis, Echinochloa crus-galli, Setaria viridis, Acalypha australis, and Cucumis melo var. agrestis. At this time, the leaf age of most weeds was 2-5 leaves, and the whole field was treated with directed spraying.

[0093] Thirty days after treatment, the treated area and the control area were observed, the number of weeds was counted, and the plant control efficacy of weeds in the treated area was calculated. Calculate the plant control efficacy (%).

[0094] Plant control efficacy (%) = (number of weeds in the control - number of weeds in the treatment) / number of weeds in the control × 100

[0095] The results are shown in Table 4.

[0096] Table 4

[0097] Pharmaceutical agent Dosage (g / mu) Control efficacy against plants Example 1 100 100 Example 3 200 100 Example 10 200 100 3% Compound A EC 100 76.93 10% Glufosinate-ammonium SL 100 71.52 20% Glufosinate-ammonium SL 200 73.89 20% Diquat SL 100 63.24

[0098] Through directed spraying, the volunteer wheat seedlings died, and the maize grew normally. The compound of formula I and glufosinate-ammonium and its enantiomer showed significant synergistic effects on common weeds in maize fields, expanding the herbicidal spectrum.

[0099] 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 technical concept of the present invention, various simple modifications can be made to the technical solutions of the present invention, including any other suitable combination of each technical feature. These simple modifications and combinations should also be regarded as the content disclosed by the present invention and fall within the protection scope of the present invention.

Claims

1. A weeding composition, characterized in that, It comprises component A and component B, wherein component A is a compound represented by the structure of Formula I, component B is selected from one or more of herbicides of classes b1 to b12 or their acids, salts, and esters; b1) glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cinmethylin, or icafolin, b2) DOXP inhibitors, b3) hormonal agents, b4) PPO inhibitors, b5) ACCase inhibitors, b6) PDS inhibitors, b7) HPPD inhibitors, b8) ALS inhibitors, b9) PSII inhibitors, b10) cellulose synthesis inhibitors, b11) VLCFA inhibitors, b12) microtubule assembly inhibitors.

2. The herbicidal composition according to claim 1, wherein 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, further preferably 1:200 to 10:1, and even more preferably 1:150 to 5:

1.

3. The herbicidal composition according to claim 1, wherein the herbicides of class b1 are selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cinmethylin, icafolin, or their salts; the DOXP inhibitor herbicides of class b2 are selected from bentazone or bromoxynil; the hormonal agents of class b3 are selected from 2,4-dichlorophenoxyacetic acid, 2,4-D butyric acid, MCPA, fluroxypyr, florpyrauxifen-benzyl, halauxifen-methyl, triclopyr, clopyralid, aminopyralid, cloransulam-methyl, dicamba, quinclorac, or benazolin; the PPO inhibitors of class b4 are selected from flumioxazin, sulfentrazone, fluthiacet-methyl, Epyrifenacil, sulfentrazone, pyraflufen-ethyl, carfentrazone-ethyl, oxyfluorfen, trifloxysulfuron-sodium, flufenpyr-ethyl, bencarbazone, propyzamide, or oxadiazon; the ACCase inhibitors of class b5 are selected from clethodim, sethoxydim, propaquizafop, pyrasulfotole, quizalofop-P-ethyl, haloxyfop-P-methyl, clodinafop-propargyl, fenoxaprop-P-ethyl, quinmerac, fluazifop-P-butyl, or pinoxaden; the PDS inhibitors of class b6 are selected from picolinafen, flufenpyr-ethyl, fluridone, or flurtamone; the HPPD inhibitors of class b7 are selected from isoxaflutole, mesotrione, isoxachlortole, bicyclopyrone, pyraquatam, pyraflufen-ethyl, pyrazolynate, furanilide, sulfentrazone, Tolpyralate, or flufenican; the ALS inhibitors of class b8 are selected from diclosulam, cloransulam-methyl, florasulam, flumetsulam, tribenuron-methyl, thifensulfuron-methyl, bensulfuron-methyl, pyrazosulfuron-ethyl, bispyribac-sodium, pyriminobac-methyl, imazapyr, imazamethabenz-methyl, imazamox, sulfometuron-methyl, nicosulfuron, rimsulfuron, metosulam, halosulfuron-methyl, or florasulam; the PSII inhibitors of class b9 are selected from bentazone, ametryn, cyanazine, atrazine, terbuthylazine, prometryn, simazine, diuron, bromacil, chloroxuron, isoproturon, hexazinone, metamitron, bromacil, terbutryn, methazole, trietazine, desmedipham, phenmedipham, amicarbazone, or bromoxynil; The cellulose synthesis inhibitors of class b10 are selected from indaziflam or flufenetozole; The VLCFA inhibitors of class b11 are selected from butachlor, acetochlor, pretilachlor, mefenacet, propisochlor, metobenzuron, isoxaben, pyributicarb, dimepiperate, s-metolachlor, pyroxasulfone or anilofos; The microtubule assembly inhibitors of class b12 are selected from butralin or trifluralin.

4. The herbicidal composition according to claim 3, wherein The herbicides of class b1 are selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, cinmethylin or icafolin; The herbicides of class b2 are selected from bentazone; The hormonal agents of class b3 are selected from 2,4-dichlorophenoxyacetic acid (2,4-D), MCPA, fluroxypyr, fluroxypyr, triclopyr, clopyralid, aminopyralid, clopyramide or dicamba; The PPO inhibitors of class b4 are selected from flumioxazin, sulfentrazone, fluthiacet-methyl, Epyrifenacil, mesotrione, pyraflufen-ethyl, trifludimoxazin, fluridone, ethoxysulfuron or pyriftalid; The ACCase inhibitors of class b5 are selected from clethodim, sethoxydim, quizalofop-P-ethyl, haloxyfop-P-methyl or fluazifop-P-butyl; The PDS inhibitors of class b6 are selected from flufenican, flufenican, fluridone or flurtamone; The HPPD inhibitors of class b7 are selected from mesotrione, sulcotrione, isoxaflutole or topramezone; The ALS inhibitors of class b8 are selected from diclosulam, cloransulam-methyl, florasulam, florasulam, thifensulfuron-methyl, bensulfuron-methyl, imazapyr, imazapic, imazamox, sulfometuron-methyl or halosulfuron-methyl; The PSII inhibitors of class b9 are selected from bentazone, ametryn, cyanazine, diuron, isoproturon or hexazinone; The cellulose synthesis inhibitors of class b10 are selected from indaziflam or flufenetozole; The VLCFA inhibitors of class b11 are selected from butachlor, acetochlor, pretilachlor, propisochlor, s-metolachlor or pyroxasulfone; The microtubule assembly inhibitors of class b12 are selected from butralin or trifluralin.

5. The herbicidal composition according to claim 3, wherein, Component B is selected from one or more of glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, bentazone, imazapyr, imazapic, imazamox, 2,4-D, fluroxypyr-meptyl, dicamba, MCPA, triclopyr, oxadiargyl, flumioxazin, sulfentrazone, sulfometuron-methyl, pyriminobac-methyl, clethodim, quizalofop-P-ethyl, haloxyfop-P-methyl, flufenacet, mesotrione, bentazone, ametryn, terbuthylazine, isoproturon, butralin, metribuzin, flumioxazin, butachlor, pyroxasulfone, bentazone, and cinmethylin; Component B is selected from glyphosate, glufosinate, glufosinate-ammonium, paraquat, diquat, flumioxazin, imazapyr, 2,4-D, fluroxypyr-meptyl, sulfentrazone, triclopyr, oxadiargyl, clethodim, haloxyfop-P-methyl, fluazifop-P-butyl, flufenacet, mesotrione, imazapic, chlorimuron-ethyl, bentazone, terbuthylazine, isoproturon, sulfometuron-methyl, butralin, metribuzin, flumioxazin, butachlor, pyroxasulfone, cinmethylin or butralin.

6. A method for controlling undesired plants with the herbicidal composition according to claim 1, characterized in that, It includes applying an herbicidally effective amount of the herbicide composition to plants or their sites or to soil or water bodies to control the emergence or growth of unwanted plants; preferably, the unwanted plants include weed species, or herbicide-resistant or tolerant weed species.

7. A herbicide, characterized in that The herbicide consists of an active ingredient and adjuvants, and the active ingredient includes at least one of the herbicide compositions described in 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, wherein The adjuvants 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 dosage form of the herbicide is selected from at least one of wettable powders, soluble powders, emulsifiable concentrates, water suspensions, dispersible oil suspensions, soluble liquid formulations, emulsions in water, microemulsions, and water-dispersible granules.

Citation Information

Patent Citations

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